# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1583725'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H48 B2 N2 O2'
_chemical_formula_sum            'C38 H48 B2 N2 O2'
_chemical_formula_weight         586.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           ?
_space_group_name_H-M_alt        'P 21/a'
_space_group_name_Hall           ?

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'

_cell_length_a                   17.600(2)
_cell_length_b                   19.466(2)
_cell_length_c                   20.232(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.305(2)
_cell_angle_gamma                90
_cell_volume                     6889.6(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    12880
_cell_measurement_theta_min      2.3947
_cell_measurement_theta_max      31.3328

_exptl_crystal_description       Prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_F_000             2528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.068
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8690
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            50487
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.039
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             13497
_reflns_number_gt                10338
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0778P)²+1.6358P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13497
_refine_ls_number_parameters     817
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0749
_refine_ls_wR_factor_ref         0.1804
_refine_ls_wR_factor_gt          0.1645
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.128
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.24473(13) 0.27510(10) 0.57359(11) 0.0283(5) Uani 1 1 d . . . . .
B1 B 0.20051(15) 0.24527(13) 0.50701(13) 0.0267(5) Uani 1 1 d . . . . .
N1 N 0.15844(10) 0.30546(9) 0.46472(9) 0.0257(4) Uani 1 1 d . . . . .
C2 C 0.08384(13) 0.30087(11) 0.44119(12) 0.0307(5) Uani 1 1 d . . . . .
H2 H 0.0564 0.2605 0.4501 0.037 Uiso 1 1 calc R U . . .
C3 C 0.04630(14) 0.35259(11) 0.40485(12) 0.0348(6) Uani 1 1 d . . . . .
H3 H -0.0061 0.3476 0.3883 0.042 Uiso 1 1 calc R U . . .
C4 C 0.08539(15) 0.41173(12) 0.39260(12) 0.0355(6) Uani 1 1 d . . . . .
H4 H 0.0605 0.4479 0.3672 0.043 Uiso 1 1 calc R U . . .
C5 C 0.16091(14) 0.41772(11) 0.41764(12) 0.0334(5) Uani 1 1 d . . . . .
H5 H 0.1886 0.4584 0.4102 0.040 Uiso 1 1 calc R U . . .
C6 C 0.19602(14) 0.36443(11) 0.45351(11) 0.0291(5) Uani 1 1 d . . . . .
H6 H 0.2481 0.3690 0.4710 0.035 Uiso 1 1 calc R U . . .
C7 C 0.19034(12) 0.17741(11) 0.47901(11) 0.0254(5) Uani 1 1 d . . . . .
C8 C 0.15274(13) 0.16385(10) 0.41001(11) 0.0259(5) Uani 1 1 d . . . . .
N2 N 0.21599(10) 0.11416(9) 0.51573(9) 0.0250(4) Uani 1 1 d . . . . .
C9 C 0.27491(13) 0.07357(11) 0.48900(11) 0.0275(5) Uani 1 1 d . . . . .
B2 B 0.18814(14) 0.09320(12) 0.57493(13) 0.0263(5) Uani 1 1 d . . . . .
O1 O 0.13502(9) 0.12753(7) 0.60784(8) 0.0292(4) Uani 1 1 d . . . . .
O2 O 0.21216(9) 0.03230(8) 0.60663(8) 0.0319(4) Uani 1 1 d . . . . .
C10 C 0.20406(14) 0.29350(11) 0.62689(12) 0.0323(5) Uani 1 1 d . . . . .
C11 C 0.11783(15) 0.28965(12) 0.62028(13) 0.0396(6) Uani 1 1 d . . . . .
H11 H 0.0963 0.3294 0.5949 0.059 Uiso 1 1 calc R U . . .
H11A H 0.1003 0.2898 0.6646 0.059 Uiso 1 1 calc R U . . .
H11B H 0.1009 0.2473 0.5970 0.059 Uiso 1 1 calc R U . . .
C12 C 0.24304(18) 0.31898(12) 0.68572(13) 0.0443(7) Uani 1 1 d . . . . .
H12 H 0.2151 0.3294 0.7220 0.053 Uiso 1 1 calc R U . . .
C13 C 0.32210(18) 0.32960(12) 0.69262(14) 0.0462(7) Uani 1 1 d . . . . .
C14 C 0.3624(2) 0.35884(15) 0.75636(16) 0.0698(10) Uani 1 1 d . . . . .
H14 H 0.3754 0.4071 0.7494 0.105 Uiso 1 1 calc R U . . .
H14A H 0.4092 0.3327 0.7693 0.105 Uiso 1 1 calc R U . . .
H14B H 0.3286 0.3557 0.7917 0.105 Uiso 1 1 calc R U . . .
C15 C 0.36122(16) 0.31397(12) 0.63927(14) 0.0426(7) Uani 1 1 d . . . . .
H15 H 0.4149 0.3214 0.6428 0.051 Uiso 1 1 calc R U . . .
C16 C 0.32445(14) 0.28767(11) 0.58036(12) 0.0330(5) Uani 1 1 d . . . . .
C17 C 0.37145(15) 0.27561(14) 0.52334(13) 0.0448(7) Uani 1 1 d . . . . .
H17 H 0.3712 0.3172 0.4960 0.067 Uiso 1 1 calc R U . . .
H17A H 0.3496 0.2373 0.4961 0.067 Uiso 1 1 calc R U . . .
H17B H 0.4241 0.2645 0.5409 0.067 Uiso 1 1 calc R U . . .
C18 C 0.07693(13) 0.14008(11) 0.39935(11) 0.0294(5) Uani 1 1 d . . . . .
C19 C 0.03117(14) 0.12477(13) 0.45628(12) 0.0363(6) Uani 1 1 d . . . . .
H19 H -0.0231 0.1331 0.4423 0.055 Uiso 1 1 calc R U . . .
H19A H 0.0483 0.1546 0.4940 0.055 Uiso 1 1 calc R U . . .
H19B H 0.0385 0.0766 0.4695 0.055 Uiso 1 1 calc R U . . .
C20 C 0.04313(15) 0.12867(12) 0.33444(12) 0.0359(6) Uani 1 1 d . . . . .
H20 H -0.0085 0.1137 0.3276 0.043 Uiso 1 1 calc R U . . .
C21 C 0.08278(15) 0.13863(12) 0.27988(12) 0.0377(6) Uani 1 1 d . . . . .
C22 C 0.04715(18) 0.12092(16) 0.21033(14) 0.0536(8) Uani 1 1 d . . . . .
H22 H 0.0571 0.1581 0.1798 0.080 Uiso 1 1 calc R U . . .
H22A H -0.0081 0.1151 0.2105 0.080 Uiso 1 1 calc R U . . .
H22B H 0.0694 0.0781 0.1958 0.080 Uiso 1 1 calc R U . . .
C23 C 0.15674(15) 0.16332(12) 0.29075(12) 0.0369(6) Uani 1 1 d . . . . .
H23 H 0.1841 0.1716 0.2536 0.044 Uiso 1 1 calc R U . . .
C24 C 0.19243(14) 0.17642(11) 0.35462(11) 0.0307(5) Uani 1 1 d . . . . .
C25 C 0.27332(14) 0.20291(13) 0.36191(12) 0.0374(6) Uani 1 1 d . . . . .
H25 H 0.2749 0.2483 0.3829 0.056 Uiso 1 1 calc R U . . .
H25A H 0.2914 0.2065 0.3179 0.056 Uiso 1 1 calc R U . . .
H25B H 0.3062 0.1712 0.3896 0.056 Uiso 1 1 calc R U . . .
C26 C 0.25665(14) 0.02479(11) 0.43907(12) 0.0310(5) Uani 1 1 d . . . . .
C27 C 0.17595(15) 0.00154(12) 0.41686(13) 0.0399(6) Uani 1 1 d . . . . .
H27 H 0.1570 0.0253 0.3756 0.060 Uiso 1 1 calc R U . . .
H27A H 0.1430 0.0124 0.4515 0.060 Uiso 1 1 calc R U . . .
H27B H 0.1755 -0.0481 0.4091 0.060 Uiso 1 1 calc R U . . .
C28 C 0.31617(15) -0.00753(12) 0.41046(12) 0.0379(6) Uani 1 1 d . . . . .
H28 H 0.3044 -0.0399 0.3757 0.045 Uiso 1 1 calc R U . . .
C29 C 0.39113(15) 0.00669(12) 0.43171(13) 0.0390(6) Uani 1 1 d . . . . .
H29 H 0.4307 -0.0132 0.4097 0.047 Uiso 1 1 calc R U . . .
C30 C 0.40891(14) 0.04993(12) 0.48523(12) 0.0353(6) Uani 1 1 d . . . . .
H30 H 0.4610 0.0577 0.5013 0.042 Uiso 1 1 calc R U . . .
C31 C 0.35165(13) 0.08236(11) 0.51599(12) 0.0301(5) Uani 1 1 d . . . . .
C32 C 0.37312(14) 0.11989(12) 0.58057(12) 0.0366(6) Uani 1 1 d . . . . .
H32 H 0.3353 0.1558 0.5860 0.055 Uiso 1 1 calc R U . . .
H32A H 0.4237 0.1409 0.5800 0.055 Uiso 1 1 calc R U . . .
H32B H 0.3744 0.0874 0.6177 0.055 Uiso 1 1 calc R U . . .
C33 C 0.18306(14) 0.03320(12) 0.67122(12) 0.0347(6) Uani 1 1 d . . . . .
C34 C 0.24555(15) 0.06390(14) 0.72039(13) 0.0450(7) Uani 1 1 d . . . . .
H34 H 0.2928 0.0375 0.7193 0.068 Uiso 1 1 calc R U . . .
H34A H 0.2296 0.0622 0.7653 0.068 Uiso 1 1 calc R U . . .
H34B H 0.2544 0.1117 0.7083 0.068 Uiso 1 1 calc R U . . .
C35 C 0.16580(16) -0.04013(13) 0.69029(14) 0.0451(7) Uani 1 1 d . . . . .
H35 H 0.1340 -0.0622 0.6535 0.068 Uiso 1 1 calc R U . . .
H35A H 0.1385 -0.0399 0.7300 0.068 Uiso 1 1 calc R U . . .
H35B H 0.2138 -0.0656 0.6997 0.068 Uiso 1 1 calc R U . . .
C36 C 0.11163(14) 0.08075(12) 0.65815(12) 0.0332(5) Uani 1 1 d . . . . .
C37 C 0.09387(16) 0.12313(14) 0.71766(13) 0.0443(6) Uani 1 1 d . . . . .
H37 H 0.1375 0.1529 0.7320 0.066 Uiso 1 1 calc R U . . .
H37A H 0.0842 0.0924 0.7542 0.066 Uiso 1 1 calc R U . . .
H37B H 0.0485 0.1514 0.7052 0.066 Uiso 1 1 calc R U . . .
C38 C 0.04067(14) 0.04375(13) 0.62771(13) 0.0387(6) Uani 1 1 d . . . . .
H38 H 0.0022 0.0775 0.6105 0.058 Uiso 1 1 calc R U . . .
H38A H 0.0202 0.0154 0.6617 0.058 Uiso 1 1 calc R U . . .
H38B H 0.0537 0.0144 0.5913 0.058 Uiso 1 1 calc R U . . .
B3 B 0.30450(15) 0.23093(13) 0.02102(13) 0.0302(6) Uani 1 1 d . . . . .
C39 C 0.25937(14) 0.25691(11) 0.08044(11) 0.0302(5) Uani 1 1 d . . . . .
C40 C 0.31813(13) 0.16544(11) -0.00858(11) 0.0275(5) Uani 1 1 d . . . . .
N3 N 0.29722(11) 0.09890(9) 0.01906(9) 0.0281(4) Uani 1 1 d . . . . .
C41 C 0.35858(14) 0.16063(11) -0.07022(11) 0.0292(5) Uani 1 1 d . . . . .
C42 C 0.23894(13) 0.05848(11) -0.01949(11) 0.0285(5) Uani 1 1 d . . . . .
B4 B 0.32597(15) 0.07692(13) 0.08289(13) 0.0291(6) Uani 1 1 d . . . . .
O3 O 0.30463(9) 0.01442(8) 0.10884(8) 0.0332(4) Uani 1 1 d . . . . .
O4 O 0.37736(9) 0.11212(8) 0.12697(8) 0.0324(4) Uani 1 1 d . . . . .
N4 N 0.34107(11) 0.29495(9) -0.01208(9) 0.0294(4) Uani 1 1 d . . . . .
C43 C 0.29838(14) 0.35061(11) -0.03105(11) 0.0311(5) Uani 1 1 d . . . . .
H43 H 0.2468 0.3522 -0.0215 0.037 Uiso 1 1 calc R U . . .
C44 C 0.32708(14) 0.40508(12) -0.06377(12) 0.0349(6) Uani 1 1 d . . . . .
H44 H 0.2956 0.4433 -0.0772 0.042 Uiso 1 1 calc R U . . .
C45 C 0.40241(15) 0.40332(12) -0.07676(12) 0.0367(6) Uani 1 1 d . . . . .
H45 H 0.4232 0.4401 -0.0999 0.044 Uiso 1 1 calc R U . . .
C46 C 0.44723(15) 0.34763(11) -0.05582(12) 0.0360(6) Uani 1 1 d . . . . .
H46 H 0.4993 0.3458 -0.0640 0.043 Uiso 1 1 calc R U . . .
C47 C 0.41549(13) 0.29491(11) -0.02302(12) 0.0318(5) Uani 1 1 d . . . . .
H47 H 0.4468 0.2572 -0.0075 0.038 Uiso 1 1 calc R U . . .
C48 C 0.17969(14) 0.26695(11) 0.07341(12) 0.0331(5) Uani 1 1 d . . . . .
C49 C 0.13206(14) 0.25338(13) 0.00767(13) 0.0398(6) Uani 1 1 d . . . . .
H49 H 0.0803 0.2398 0.0159 0.060 Uiso 1 1 calc R U . . .
H49A H 0.1556 0.2164 -0.0159 0.060 Uiso 1 1 calc R U . . .
H49B H 0.1295 0.2952 -0.0194 0.060 Uiso 1 1 calc R U . . .
C50 C 0.14328(15) 0.29218(12) 0.12621(13) 0.0377(6) Uani 1 1 d . . . . .
H50 H 0.0894 0.2980 0.1205 0.045 Uiso 1 1 calc R U . . .
C51 C 0.18361(15) 0.30910(11) 0.18688(13) 0.0370(6) Uani 1 1 d . . . . .
C52 C 0.14395(18) 0.33603(14) 0.24371(14) 0.0513(7) Uani 1 1 d . . . . .
H52 H 0.1745 0.3251 0.2859 0.077 Uiso 1 1 calc R U . . .
H52A H 0.0934 0.3146 0.2428 0.077 Uiso 1 1 calc R U . . .
H52B H 0.1381 0.3860 0.2395 0.077 Uiso 1 1 calc R U . . .
C53 C 0.26211(15) 0.30118(11) 0.19333(12) 0.0357(6) Uani 1 1 d . . . . .
H53 H 0.2906 0.3130 0.2344 0.043 Uiso 1 1 calc R U . . .
C54 C 0.30091(14) 0.27647(11) 0.14169(12) 0.0334(5) Uani 1 1 d . . . . .
C55 C 0.38683(14) 0.27387(12) 0.15025(13) 0.0386(6) Uani 1 1 d . . . . .
H55 H 0.4071 0.3124 0.1265 0.058 Uiso 1 1 calc R U . . .
H55A H 0.4040 0.2305 0.1322 0.058 Uiso 1 1 calc R U . . .
H55B H 0.4054 0.2770 0.1976 0.058 Uiso 1 1 calc R U . . .
C56 C 0.32209(14) 0.18286(12) -0.13241(12) 0.0330(5) Uani 1 1 d . . . . .
C57 C 0.23904(14) 0.20386(13) -0.14064(12) 0.0371(6) Uani 1 1 d . . . . .
H57 H 0.2332 0.2474 -0.1174 0.056 Uiso 1 1 calc R U . . .
H57A H 0.2084 0.1683 -0.1218 0.056 Uiso 1 1 calc R U . . .
H57B H 0.2216 0.2095 -0.1880 0.056 Uiso 1 1 calc R U . . .
C58 C 0.36319(15) 0.18634(12) -0.18719(12) 0.0365(6) Uani 1 1 d . . . . .
H58 H 0.3377 0.2007 -0.2287 0.044 Uiso 1 1 calc R U . . .
C59 C 0.43968(15) 0.16972(12) -0.18341(13) 0.0383(6) Uani 1 1 d . . . . .
C60 C 0.48352(18) 0.17700(16) -0.24318(14) 0.0528(7) Uani 1 1 d . . . . .
H60 H 0.4924 0.1314 -0.2614 0.079 Uiso 1 1 calc R U . . .
H60A H 0.5327 0.1994 -0.2298 0.079 Uiso 1 1 calc R U . . .
H60B H 0.4539 0.2049 -0.2771 0.079 Uiso 1 1 calc R U . . .
C61 C 0.47563(15) 0.14652(11) -0.12244(12) 0.0350(6) Uani 1 1 d . . . . .
H61 H 0.5282 0.1345 -0.1189 0.042 Uiso 1 1 calc R U . . .
C62 C 0.43599(14) 0.14071(11) -0.06684(11) 0.0303(5) Uani 1 1 d . . . . .
C63 C 0.47819(14) 0.11531(12) -0.00252(12) 0.0338(5) Uani 1 1 d . . . . .
H63 H 0.4627 0.0680 0.0056 0.051 Uiso 1 1 calc R U . . .
H63A H 0.4659 0.1447 0.0342 0.051 Uiso 1 1 calc R U . . .
H63B H 0.5334 0.1167 -0.0056 0.051 Uiso 1 1 calc R U . . .
C64 C 0.16295(14) 0.06227(11) -0.00435(12) 0.0316(5) Uani 1 1 d . . . . .
C65 C 0.14271(15) 0.09588(12) 0.05861(13) 0.0384(6) Uani 1 1 d . . . . .
H65 H 0.0892 0.1107 0.0525 0.058 Uiso 1 1 calc R U . . .
H65A H 0.1758 0.1358 0.0689 0.058 Uiso 1 1 calc R U . . .
H65B H 0.1500 0.0629 0.0954 0.058 Uiso 1 1 calc R U . . .
C66 C 0.10577(15) 0.02816(12) -0.04440(13) 0.0376(6) Uani 1 1 d . . . . .
H66 H 0.0542 0.0325 -0.0353 0.045 Uiso 1 1 calc R U . . .
C67 C 0.12244(16) -0.01192(13) -0.09716(13) 0.0415(6) Uani 1 1 d . . . . .
H67 H 0.0826 -0.0334 -0.1253 0.050 Uiso 1 1 calc R U . . .
C68 C 0.19783(16) -0.02028(12) -0.10848(12) 0.0389(6) Uani 1 1 d . . . . .
H68 H 0.2097 -0.0500 -0.1431 0.047 Uiso 1 1 calc R U . . .
C69 C 0.25720(14) 0.01392(11) -0.07020(12) 0.0321(5) Uani 1 1 d . . . . .
C70 C 0.33778(15) -0.00276(12) -0.08293(13) 0.0407(6) Uani 1 1 d . . . . .
H70 H 0.3402 -0.0504 -0.0982 0.061 Uiso 1 1 calc R U . . .
H70A H 0.3721 0.0031 -0.0418 0.061 Uiso 1 1 calc R U . . .
H70B H 0.3535 0.0282 -0.1171 0.061 Uiso 1 1 calc R U . . .
C71 C 0.40117(14) 0.06530(12) 0.18155(12) 0.0348(6) Uani 1 1 d . . . . .
C72 C 0.41619(17) 0.10701(14) 0.24506(13) 0.0465(7) Uani 1 1 d . . . . .
H72 H 0.4621 0.1351 0.2432 0.070 Uiso 1 1 calc R U . . .
H72A H 0.4238 0.0759 0.2833 0.070 Uiso 1 1 calc R U . . .
H72B H 0.3723 0.1370 0.2497 0.070 Uiso 1 1 calc R U . . .
C73 C 0.47416(14) 0.03050(13) 0.16533(13) 0.0401(6) Uani 1 1 d . . . . .
H73 H 0.4634 0.0032 0.1247 0.060 Uiso 1 1 calc R U . . .
H73A H 0.4935 0.0004 0.2022 0.060 Uiso 1 1 calc R U . . .
H73B H 0.5126 0.0655 0.1587 0.060 Uiso 1 1 calc R U . . .
C74 C 0.33171(14) 0.01578(13) 0.17981(12) 0.0355(6) Uani 1 1 d . . . . .
C75 C 0.26681(15) 0.04443(15) 0.21565(13) 0.0474(7) Uani 1 1 d . . . . .
H75 H 0.2548 0.0913 0.2001 0.071 Uiso 1 1 calc R U . . .
H75A H 0.2824 0.0451 0.2637 0.071 Uiso 1 1 calc R U . . .
H75B H 0.2215 0.0153 0.2063 0.071 Uiso 1 1 calc R U . . .
C76 C 0.35051(16) -0.05661(13) 0.20238(14) 0.0465(7) Uani 1 1 d . . . . .
H76 H 0.3039 -0.0845 0.1973 0.070 Uiso 1 1 calc R U . . .
H76A H 0.3719 -0.0562 0.2492 0.070 Uiso 1 1 calc R U . . .
H76B H 0.3880 -0.0762 0.1753 0.070 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C10 1.405(3) . ?
C1 C16 1.416(3) . ?
C1 B1 1.590(3) . ?
B1 C7 1.441(3) . ?
B1 N1 1.586(3) . ?
N1 C2 1.350(3) . ?
N1 C6 1.356(3) . ?
C2 C3 1.373(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.378(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.373(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 N2 1.482(3) . ?
C7 C8 1.501(3) . ?
C8 C24 1.406(3) . ?
C8 C18 1.406(3) . ?
N2 B2 1.404(3) . ?
N2 C9 1.454(3) . ?
C9 C26 1.398(3) . ?
C9 C31 1.410(3) . ?
B2 O1 1.379(3) . ?
B2 O2 1.391(3) . ?
O1 C36 1.458(3) . ?
O2 C33 1.455(3) . ?
C10 C12 1.398(3) . ?
C10 C11 1.511(3) . ?
C11 H11 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C12 C13 1.398(4) . ?
C12 H12 0.9500 . ?
C13 C15 1.377(4) . ?
C13 C14 1.513(4) . ?
C14 H14 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C16 1.390(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.510(4) . ?
C17 H17 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C18 C20 1.399(3) . ?
C18 C19 1.506(3) . ?
C19 H19 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C20 C21 1.383(4) . ?
C20 H20 0.9500 . ?
C21 C23 1.382(4) . ?
C21 C22 1.516(3) . ?
C22 H22 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C23 C24 1.397(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.506(3) . ?
C25 H25 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C26 C28 1.401(3) . ?
C26 C27 1.511(3) . ?
C27 H27 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C28 C29 1.370(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.380(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.393(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.508(3) . ?
C32 H32 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 C35 1.518(3) . ?
C33 C34 1.522(3) . ?
C33 C36 1.560(3) . ?
C34 H34 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C35 H35 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C36 C38 1.513(3) . ?
C36 C37 1.520(3) . ?
C37 H37 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C38 H38 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
B3 C40 1.440(3) . ?
B3 N4 1.584(3) . ?
B3 C39 1.594(4) . ?
C39 C48 1.408(3) . ?
C39 C54 1.420(3) . ?
C40 N3 1.473(3) . ?
C40 C41 1.505(3) . ?
N3 B4 1.401(3) . ?
N3 C42 1.450(3) . ?
C41 C62 1.411(3) . ?
C41 C56 1.416(3) . ?
C42 C64 1.406(3) . ?
C42 C69 1.407(3) . ?
B4 O4 1.381(3) . ?
B4 O3 1.393(3) . ?
O3 C74 1.463(3) . ?
O4 C71 1.457(3) . ?
N4 C43 1.350(3) . ?
N4 C47 1.352(3) . ?
C43 C44 1.375(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.380(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.380(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.374(3) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C48 C50 1.394(3) . ?
C48 C49 1.515(3) . ?
C49 H49 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C50 C51 1.388(4) . ?
C50 H50 0.9500 . ?
C51 C53 1.382(4) . ?
C51 C52 1.504(3) . ?
C52 H52 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C53 C54 1.395(3) . ?
C53 H53 0.9500 . ?
C54 C55 1.504(3) . ?
C55 H55 0.9800 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C56 C58 1.390(3) . ?
C56 C57 1.509(3) . ?
C57 H57 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C58 C59 1.379(4) . ?
C58 H58 0.9500 . ?
C59 C61 1.398(3) . ?
C59 C60 1.511(3) . ?
C60 H60 0.9800 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C61 C62 1.392(3) . ?
C61 H61 0.9500 . ?
C62 C63 1.509(3) . ?
C63 H63 0.9800 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C64 C66 1.390(3) . ?
C64 C65 1.509(3) . ?
C65 H65 0.9800 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C66 C67 1.379(4) . ?
C66 H66 0.9500 . ?
C67 C68 1.381(4) . ?
C67 H67 0.9500 . ?
C68 C69 1.399(3) . ?
C68 H68 0.9500 . ?
C69 C70 1.504(3) . ?
C70 H70 0.9800 . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C71 C72 1.518(3) . ?
C71 C73 1.520(3) . ?
C71 C74 1.554(3) . ?
C72 H72 0.9800 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C73 H73 0.9800 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C74 C76 1.507(3) . ?
C74 C75 1.524(3) . ?
C75 H75 0.9800 . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C76 H76 0.9800 . ?
C76 H76A 0.9800 . ?
C76 H76B 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 C1 C16 117.7(2) . . ?
C10 C1 B1 120.0(2) . . ?
C16 C1 B1 122.2(2) . . ?
C7 B1 N1 115.8(2) . . ?
C7 B1 C1 134.1(2) . . ?
N1 B1 C1 110.09(18) . . ?
C2 N1 C6 118.06(19) . . ?
C2 N1 B1 121.34(18) . . ?
C6 N1 B1 120.55(18) . . ?
N1 C2 C3 122.2(2) . . ?
N1 C2 H2 118.9 . . ?
C3 C2 H2 118.9 . . ?
C2 C3 C4 119.3(2) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 119.1(2) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C6 C5 C4 119.4(2) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
N1 C6 C5 121.9(2) . . ?
N1 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
B1 C7 N2 123.1(2) . . ?
B1 C7 C8 123.36(19) . . ?
N2 C7 C8 113.51(17) . . ?
C24 C8 C18 118.8(2) . . ?
C24 C8 C7 120.3(2) . . ?
C18 C8 C7 121.0(2) . . ?
B2 N2 C9 119.31(18) . . ?
B2 N2 C7 123.60(18) . . ?
C9 N2 C7 117.07(17) . . ?
C26 C9 C31 119.8(2) . . ?
C26 C9 N2 121.4(2) . . ?
C31 C9 N2 118.8(2) . . ?
O1 B2 O2 112.2(2) . . ?
O1 B2 N2 126.2(2) . . ?
O2 B2 N2 121.6(2) . . ?
B2 O1 C36 107.03(17) . . ?
B2 O2 C33 106.54(17) . . ?
C12 C10 C1 120.0(2) . . ?
C12 C10 C11 119.2(2) . . ?
C1 C10 C11 120.7(2) . . ?
C10 C11 H11 109.5 . . ?
C10 C11 H11A 109.5 . . ?
H11 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C12 C13 121.8(3) . . ?
C10 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C15 C13 C12 117.8(2) . . ?
C15 C13 C14 121.6(3) . . ?
C12 C13 C14 120.6(3) . . ?
C13 C14 H14 109.5 . . ?
C13 C14 H14A 109.5 . . ?
H14 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C15 C16 121.9(3) . . ?
C13 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C15 C16 C1 120.6(2) . . ?
C15 C16 C17 118.0(2) . . ?
C1 C16 C17 121.3(2) . . ?
C16 C17 H17 109.5 . . ?
C16 C17 H17A 109.5 . . ?
H17 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C20 C18 C8 119.6(2) . . ?
C20 C18 C19 118.6(2) . . ?
C8 C18 C19 121.7(2) . . ?
C18 C19 H19 109.5 . . ?
C18 C19 H19A 109.5 . . ?
H19 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C21 C20 C18 121.8(2) . . ?
C21 C20 H20 119.1 . . ?
C18 C20 H20 119.1 . . ?
C23 C21 C20 118.1(2) . . ?
C23 C21 C22 120.9(2) . . ?
C20 C21 C22 121.0(2) . . ?
C21 C22 H22 109.5 . . ?
C21 C22 H22A 109.5 . . ?
H22 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C23 C24 122.0(2) . . ?
C21 C23 H23 119.0 . . ?
C24 C23 H23 119.0 . . ?
C23 C24 C8 119.6(2) . . ?
C23 C24 C25 118.5(2) . . ?
C8 C24 C25 121.9(2) . . ?
C24 C25 H25 109.5 . . ?
C24 C25 H25A 109.5 . . ?
H25 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C9 C26 C28 118.7(2) . . ?
C9 C26 C27 123.5(2) . . ?
C28 C26 C27 117.6(2) . . ?
C26 C27 H27 109.5 . . ?
C26 C27 H27A 109.5 . . ?
H27 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C29 C28 C26 121.2(2) . . ?
C29 C28 H28 119.4 . . ?
C26 C28 H28 119.4 . . ?
C28 C29 C30 119.8(2) . . ?
C28 C29 H29 120.1 . . ?
C30 C29 H29 120.1 . . ?
C29 C30 C31 120.9(2) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 H30 119.5 . . ?
C30 C31 C9 118.8(2) . . ?
C30 C31 C32 118.8(2) . . ?
C9 C31 C32 122.2(2) . . ?
C31 C32 H32 109.5 . . ?
C31 C32 H32A 109.5 . . ?
H32 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
O2 C33 C35 108.5(2) . . ?
O2 C33 C34 106.94(19) . . ?
C35 C33 C34 110.7(2) . . ?
O2 C33 C36 102.21(18) . . ?
C35 C33 C36 114.9(2) . . ?
C34 C33 C36 112.9(2) . . ?
C33 C34 H34 109.5 . . ?
C33 C34 H34A 109.5 . . ?
H34 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C35 H35 109.5 . . ?
C33 C35 H35A 109.5 . . ?
H35 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O1 C36 C38 107.27(19) . . ?
O1 C36 C37 108.20(19) . . ?
C38 C36 C37 110.4(2) . . ?
O1 C36 C33 101.82(17) . . ?
C38 C36 C33 113.6(2) . . ?
C37 C36 C33 114.8(2) . . ?
C36 C37 H37 109.5 . . ?
C36 C37 H37A 109.5 . . ?
H37 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C38 H38 109.5 . . ?
C36 C38 H38A 109.5 . . ?
H38 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C40 B3 N4 115.3(2) . . ?
C40 B3 C39 135.6(2) . . ?
N4 B3 C39 109.17(19) . . ?
C48 C39 C54 117.6(2) . . ?
C48 C39 B3 122.8(2) . . ?
C54 C39 B3 119.5(2) . . ?
B3 C40 N3 124.1(2) . . ?
B3 C40 C41 121.0(2) . . ?
N3 C40 C41 114.86(18) . . ?
B4 N3 C42 119.50(18) . . ?
B4 N3 C40 122.57(18) . . ?
C42 N3 C40 117.65(17) . . ?
C62 C41 C56 117.9(2) . . ?
C62 C41 C40 121.3(2) . . ?
C56 C41 C40 120.5(2) . . ?
C64 C42 C69 119.3(2) . . ?
C64 C42 N3 119.2(2) . . ?
C69 C42 N3 121.4(2) . . ?
O4 B4 O3 112.0(2) . . ?
O4 B4 N3 126.1(2) . . ?
O3 B4 N3 121.9(2) . . ?
B4 O3 C74 106.37(17) . . ?
B4 O4 C71 107.01(17) . . ?
C43 N4 C47 118.21(19) . . ?
C43 N4 B3 120.81(19) . . ?
C47 N4 B3 120.97(18) . . ?
N4 C43 C44 122.2(2) . . ?
N4 C43 H43 118.9 . . ?
C44 C43 H43 118.9 . . ?
C43 C44 C45 118.9(2) . . ?
C43 C44 H44 120.5 . . ?
C45 C44 H44 120.5 . . ?
C46 C45 C44 119.3(2) . . ?
C46 C45 H45 120.3 . . ?
C44 C45 H45 120.3 . . ?
C47 C46 C45 119.1(2) . . ?
C47 C46 H46 120.5 . . ?
C45 C46 H46 120.5 . . ?
N4 C47 C46 122.1(2) . . ?
N4 C47 H47 119.0 . . ?
C46 C47 H47 119.0 . . ?
C50 C48 C39 120.5(2) . . ?
C50 C48 C49 118.5(2) . . ?
C39 C48 C49 120.9(2) . . ?
C48 C49 H49 109.5 . . ?
C48 C49 H49A 109.5 . . ?
H49 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C51 C50 C48 121.8(2) . . ?
C51 C50 H50 119.1 . . ?
C48 C50 H50 119.1 . . ?
C53 C51 C50 117.8(2) . . ?
C53 C51 C52 120.7(2) . . ?
C50 C51 C52 121.6(2) . . ?
C51 C52 H52 109.5 . . ?
C51 C52 H52A 109.5 . . ?
H52 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
H52 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C51 C53 C54 122.3(2) . . ?
C51 C53 H53 118.9 . . ?
C54 C53 H53 118.9 . . ?
C53 C54 C39 119.9(2) . . ?
C53 C54 C55 119.6(2) . . ?
C39 C54 C55 120.4(2) . . ?
C54 C55 H55 109.5 . . ?
C54 C55 H55A 109.5 . . ?
H55 C55 H55A 109.5 . . ?
C54 C55 H55B 109.5 . . ?
H55 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C58 C56 C41 119.9(2) . . ?
C58 C56 C57 118.8(2) . . ?
C41 C56 C57 121.3(2) . . ?
C56 C57 H57 109.5 . . ?
C56 C57 H57A 109.5 . . ?
H57 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C59 C58 C56 122.3(2) . . ?
C59 C58 H58 118.8 . . ?
C56 C58 H58 118.8 . . ?
C58 C59 C61 118.0(2) . . ?
C58 C59 C60 121.0(2) . . ?
C61 C59 C60 121.0(2) . . ?
C59 C60 H60 109.5 . . ?
C59 C60 H60A 109.5 . . ?
H60 C60 H60A 109.5 . . ?
C59 C60 H60B 109.5 . . ?
H60 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C62 C61 C59 121.4(2) . . ?
C62 C61 H61 119.3 . . ?
C59 C61 H61 119.3 . . ?
C61 C62 C41 120.4(2) . . ?
C61 C62 C63 118.7(2) . . ?
C41 C62 C63 120.9(2) . . ?
C62 C63 H63 109.5 . . ?
C62 C63 H63A 109.5 . . ?
H63 C63 H63A 109.5 . . ?
C62 C63 H63B 109.5 . . ?
H63 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C66 C64 C42 119.5(2) . . ?
C66 C64 C65 118.4(2) . . ?
C42 C64 C65 121.7(2) . . ?
C64 C65 H65 109.5 . . ?
C64 C65 H65A 109.5 . . ?
H65 C65 H65A 109.5 . . ?
C64 C65 H65B 109.5 . . ?
H65 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
C67 C66 C64 121.3(2) . . ?
C67 C66 H66 119.4 . . ?
C64 C66 H66 119.4 . . ?
C66 C67 C68 119.0(2) . . ?
C66 C67 H67 120.5 . . ?
C68 C67 H67 120.5 . . ?
C67 C68 C69 121.7(2) . . ?
C67 C68 H68 119.2 . . ?
C69 C68 H68 119.2 . . ?
C68 C69 C42 118.7(2) . . ?
C68 C69 C70 117.6(2) . . ?
C42 C69 C70 123.6(2) . . ?
C69 C70 H70 109.5 . . ?
C69 C70 H70A 109.5 . . ?
H70 C70 H70A 109.5 . . ?
C69 C70 H70B 109.5 . . ?
H70 C70 H70B 109.5 . . ?
H70A C70 H70B 109.5 . . ?
O4 C71 C72 108.41(19) . . ?
O4 C71 C73 107.13(19) . . ?
C72 C71 C73 110.4(2) . . ?
O4 C71 C74 102.17(18) . . ?
C72 C71 C74 114.5(2) . . ?
C73 C71 C74 113.6(2) . . ?
C71 C72 H72 109.5 . . ?
C71 C72 H72A 109.5 . . ?
H72 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
H72 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
C71 C73 H73 109.5 . . ?
C71 C73 H73A 109.5 . . ?
H73 C73 H73A 109.5 . . ?
C71 C73 H73B 109.5 . . ?
H73 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
O3 C74 C76 108.5(2) . . ?
O3 C74 C75 107.1(2) . . ?
C76 C74 C75 110.4(2) . . ?
O3 C74 C71 101.78(17) . . ?
C76 C74 C71 115.3(2) . . ?
C75 C74 C71 113.0(2) . . ?
C74 C75 H75 109.5 . . ?
C74 C75 H75A 109.5 . . ?
H75 C75 H75A 109.5 . . ?
C74 C75 H75B 109.5 . . ?
H75 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
C74 C76 H76 109.5 . . ?
C74 C76 H76A 109.5 . . ?
H76 C76 H76A 109.5 . . ?
C74 C76 H76B 109.5 . . ?
H76 C76 H76B 109.5 . . ?
H76A C76 H76B 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 B1 C7 -102.6(3) . . . . ?
C16 C1 B1 C7 81.0(3) . . . . ?
C10 C1 B1 N1 76.3(2) . . . . ?
C16 C1 B1 N1 -100.2(2) . . . . ?
C7 B1 N1 C2 49.5(3) . . . . ?
C1 B1 N1 C2 -129.6(2) . . . . ?
C7 B1 N1 C6 -133.2(2) . . . . ?
C1 B1 N1 C6 47.7(3) . . . . ?
C6 N1 C2 C3 2.2(3) . . . . ?
B1 N1 C2 C3 179.6(2) . . . . ?
N1 C2 C3 C4 -1.0(4) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C3 C4 C5 C6 0.8(4) . . . . ?
C2 N1 C6 C5 -2.0(3) . . . . ?
B1 N1 C6 C5 -179.3(2) . . . . ?
C4 C5 C6 N1 0.5(3) . . . . ?
N1 B1 C7 N2 -171.03(18) . . . . ?
C1 B1 C7 N2 7.8(4) . . . . ?
N1 B1 C7 C8 8.9(3) . . . . ?
C1 B1 C7 C8 -172.3(2) . . . . ?
B1 C7 C8 C24 76.0(3) . . . . ?
N2 C7 C8 C24 -104.1(2) . . . . ?
B1 C7 C8 C18 -102.4(3) . . . . ?
N2 C7 C8 C18 77.5(2) . . . . ?
B1 C7 N2 B2 61.6(3) . . . . ?
C8 C7 N2 B2 -118.3(2) . . . . ?
B1 C7 N2 C9 -116.5(2) . . . . ?
C8 C7 N2 C9 63.6(2) . . . . ?
B2 N2 C9 C26 96.9(3) . . . . ?
C7 N2 C9 C26 -84.9(2) . . . . ?
B2 N2 C9 C31 -80.8(3) . . . . ?
C7 N2 C9 C31 97.4(2) . . . . ?
C9 N2 B2 O1 177.1(2) . . . . ?
C7 N2 B2 O1 -1.0(4) . . . . ?
C9 N2 B2 O2 -3.9(3) . . . . ?
C7 N2 B2 O2 178.00(19) . . . . ?
O2 B2 O1 C36 -10.7(2) . . . . ?
N2 B2 O1 C36 168.4(2) . . . . ?
O1 B2 O2 C33 -10.9(3) . . . . ?
N2 B2 O2 C33 170.0(2) . . . . ?
C16 C1 C10 C12 -4.1(3) . . . . ?
B1 C1 C10 C12 179.3(2) . . . . ?
C16 C1 C10 C11 172.6(2) . . . . ?
B1 C1 C10 C11 -4.0(3) . . . . ?
C1 C10 C12 C13 2.7(3) . . . . ?
C11 C10 C12 C13 -174.1(2) . . . . ?
C10 C12 C13 C15 -0.1(4) . . . . ?
C10 C12 C13 C14 178.5(2) . . . . ?
C12 C13 C15 C16 -0.8(4) . . . . ?
C14 C13 C15 C16 -179.4(2) . . . . ?
C13 C15 C16 C1 -0.9(4) . . . . ?
C13 C15 C16 C17 176.8(2) . . . . ?
C10 C1 C16 C15 3.3(3) . . . . ?
B1 C1 C16 C15 179.8(2) . . . . ?
C10 C1 C16 C17 -174.3(2) . . . . ?
B1 C1 C16 C17 2.2(3) . . . . ?
C24 C8 C18 C20 0.8(3) . . . . ?
C7 C8 C18 C20 179.25(19) . . . . ?
C24 C8 C18 C19 179.3(2) . . . . ?
C7 C8 C18 C19 -2.2(3) . . . . ?
C8 C18 C20 C21 1.5(3) . . . . ?
C19 C18 C20 C21 -177.1(2) . . . . ?
C18 C20 C21 C23 -2.8(4) . . . . ?
C18 C20 C21 C22 175.4(2) . . . . ?
C20 C21 C23 C24 1.8(4) . . . . ?
C22 C21 C23 C24 -176.4(2) . . . . ?
C21 C23 C24 C8 0.5(3) . . . . ?
C21 C23 C24 C25 179.7(2) . . . . ?
C18 C8 C24 C23 -1.8(3) . . . . ?
C7 C8 C24 C23 179.8(2) . . . . ?
C18 C8 C24 C25 179.1(2) . . . . ?
C7 C8 C24 C25 0.6(3) . . . . ?
C31 C9 C26 C28 -8.8(3) . . . . ?
N2 C9 C26 C28 173.4(2) . . . . ?
C31 C9 C26 C27 167.3(2) . . . . ?
N2 C9 C26 C27 -10.5(3) . . . . ?
C9 C26 C28 C29 1.6(3) . . . . ?
C27 C26 C28 C29 -174.7(2) . . . . ?
C26 C28 C29 C30 4.5(4) . . . . ?
C28 C29 C30 C31 -3.4(4) . . . . ?
C29 C30 C31 C9 -3.8(3) . . . . ?
C29 C30 C31 C32 170.4(2) . . . . ?
C26 C9 C31 C30 9.9(3) . . . . ?
N2 C9 C31 C30 -172.26(19) . . . . ?
C26 C9 C31 C32 -164.0(2) . . . . ?
N2 C9 C31 C32 13.8(3) . . . . ?
B2 O2 C33 C35 147.8(2) . . . . ?
B2 O2 C33 C34 -92.8(2) . . . . ?
B2 O2 C33 C36 26.0(2) . . . . ?
B2 O1 C36 C38 -93.7(2) . . . . ?
B2 O1 C36 C37 147.2(2) . . . . ?
B2 O1 C36 C33 25.9(2) . . . . ?
O2 C33 C36 O1 -31.4(2) . . . . ?
C35 C33 C36 O1 -148.6(2) . . . . ?
C34 C33 C36 O1 83.1(2) . . . . ?
O2 C33 C36 C38 83.6(2) . . . . ?
C35 C33 C36 C38 -33.6(3) . . . . ?
C34 C33 C36 C38 -161.9(2) . . . . ?
O2 C33 C36 C37 -148.01(19) . . . . ?
C35 C33 C36 C37 94.7(3) . . . . ?
C34 C33 C36 C37 -33.5(3) . . . . ?
C40 B3 C39 C48 -80.6(4) . . . . ?
N4 B3 C39 C48 98.5(2) . . . . ?
C40 B3 C39 C54 104.8(3) . . . . ?
N4 B3 C39 C54 -76.1(2) . . . . ?
N4 B3 C40 N3 172.54(19) . . . . ?
C39 B3 C40 N3 -8.4(4) . . . . ?
N4 B3 C40 C41 -5.1(3) . . . . ?
C39 B3 C40 C41 174.0(2) . . . . ?
B3 C40 N3 B4 -59.4(3) . . . . ?
C41 C40 N3 B4 118.3(2) . . . . ?
B3 C40 N3 C42 114.4(2) . . . . ?
C41 C40 N3 C42 -67.8(3) . . . . ?
B3 C40 C41 C62 102.6(3) . . . . ?
N3 C40 C41 C62 -75.2(3) . . . . ?
B3 C40 C41 C56 -70.8(3) . . . . ?
N3 C40 C41 C56 111.4(2) . . . . ?
B4 N3 C42 C64 77.1(3) . . . . ?
C40 N3 C42 C64 -96.9(2) . . . . ?
B4 N3 C42 C69 -100.8(3) . . . . ?
C40 N3 C42 C69 85.2(3) . . . . ?
C42 N3 B4 O4 -175.3(2) . . . . ?
C40 N3 B4 O4 -1.5(4) . . . . ?
C42 N3 B4 O3 5.1(3) . . . . ?
C40 N3 B4 O3 178.8(2) . . . . ?
O4 B4 O3 C74 12.5(3) . . . . ?
N3 B4 O3 C74 -167.8(2) . . . . ?
O3 B4 O4 C71 9.5(3) . . . . ?
N3 B4 O4 C71 -170.2(2) . . . . ?
C40 B3 N4 C43 128.8(2) . . . . ?
C39 B3 N4 C43 -50.5(3) . . . . ?
C40 B3 N4 C47 -50.2(3) . . . . ?
C39 B3 N4 C47 130.5(2) . . . . ?
C47 N4 C43 C44 3.3(3) . . . . ?
B3 N4 C43 C44 -175.7(2) . . . . ?
N4 C43 C44 C45 -1.0(4) . . . . ?
C43 C44 C45 C46 -0.9(4) . . . . ?
C44 C45 C46 C47 0.6(4) . . . . ?
C43 N4 C47 C46 -3.7(3) . . . . ?
B3 N4 C47 C46 175.3(2) . . . . ?
C45 C46 C47 N4 1.8(4) . . . . ?
C54 C39 C48 C50 -3.0(3) . . . . ?
B3 C39 C48 C50 -177.6(2) . . . . ?
C54 C39 C48 C49 174.5(2) . . . . ?
B3 C39 C48 C49 -0.1(3) . . . . ?
C39 C48 C50 C51 0.8(4) . . . . ?
C49 C48 C50 C51 -176.7(2) . . . . ?
C48 C50 C51 C53 1.0(3) . . . . ?
C48 C50 C51 C52 -179.8(2) . . . . ?
C50 C51 C53 C54 -0.7(3) . . . . ?
C52 C51 C53 C54 -179.9(2) . . . . ?
C51 C53 C54 C39 -1.5(3) . . . . ?
C51 C53 C54 C55 175.6(2) . . . . ?
C48 C39 C54 C53 3.3(3) . . . . ?
B3 C39 C54 C53 178.1(2) . . . . ?
C48 C39 C54 C55 -173.8(2) . . . . ?
B3 C39 C54 C55 1.0(3) . . . . ?
C62 C41 C56 C58 -1.8(3) . . . . ?
C40 C41 C56 C58 171.9(2) . . . . ?
C62 C41 C56 C57 178.9(2) . . . . ?
C40 C41 C56 C57 -7.5(3) . . . . ?
C41 C56 C58 C59 -1.0(4) . . . . ?
C57 C56 C58 C59 178.4(2) . . . . ?
C56 C58 C59 C61 2.1(4) . . . . ?
C56 C58 C59 C60 -177.3(2) . . . . ?
C58 C59 C61 C62 -0.5(4) . . . . ?
C60 C59 C61 C62 179.0(2) . . . . ?
C59 C61 C62 C41 -2.3(3) . . . . ?
C59 C61 C62 C63 180.0(2) . . . . ?
C56 C41 C62 C61 3.4(3) . . . . ?
C40 C41 C62 C61 -170.2(2) . . . . ?
C56 C41 C62 C63 -179.0(2) . . . . ?
C40 C41 C62 C63 7.4(3) . . . . ?
C69 C42 C64 C66 -7.3(3) . . . . ?
N3 C42 C64 C66 174.8(2) . . . . ?
C69 C42 C64 C65 165.8(2) . . . . ?
N3 C42 C64 C65 -12.1(3) . . . . ?
C42 C64 C66 C67 2.9(3) . . . . ?
C65 C64 C66 C67 -170.5(2) . . . . ?
C64 C66 C67 C68 2.6(4) . . . . ?
C66 C67 C68 C69 -3.7(4) . . . . ?
C67 C68 C69 C42 -0.7(4) . . . . ?
C67 C68 C69 C70 175.4(2) . . . . ?
C64 C42 C69 C68 6.2(3) . . . . ?
N3 C42 C69 C68 -175.9(2) . . . . ?
C64 C42 C69 C70 -169.7(2) . . . . ?
N3 C42 C69 C70 8.2(3) . . . . ?
B4 O4 C71 C72 -147.0(2) . . . . ?
B4 O4 C71 C73 93.9(2) . . . . ?
B4 O4 C71 C74 -25.7(2) . . . . ?
B4 O3 C74 C76 -149.3(2) . . . . ?
B4 O3 C74 C75 91.5(2) . . . . ?
B4 O3 C74 C71 -27.3(2) . . . . ?
O4 C71 C74 O3 32.0(2) . . . . ?
C72 C71 C74 O3 149.0(2) . . . . ?
C73 C71 C74 O3 -83.0(2) . . . . ?
O4 C71 C74 C76 149.3(2) . . . . ?
C72 C71 C74 C76 -93.8(3) . . . . ?
C73 C71 C74 C76 34.2(3) . . . . ?
O4 C71 C74 C75 -82.4(2) . . . . ?
C72 C71 C74 C75 34.5(3) . . . . ?
C73 C71 C74 C75 162.6(2) . . . . ?

_refine_diff_density_max         0.261
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.067

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_9a
_database_code_depnum_ccdc_archive 'CCDC 1583736'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H56 B2 F3 N3 O2'
_chemical_formula_sum            'C48 H56 B2 F3 N3 O2'
_chemical_formula_weight         785.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.335(4)
_cell_length_b                   10.991(4)
_cell_length_c                   35.202(13)
_cell_angle_alpha                90
_cell_angle_beta                 95.263(5)
_cell_angle_gamma                90
_cell_volume                     4367(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    7255
_cell_measurement_theta_min      2.5442
_cell_measurement_theta_max      30.4755

_exptl_crystal_description       Platelet
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_F_000             1672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8951
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            35806
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         3.026
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             7671
_reflns_number_gt                6224
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0904P)²+2.1428P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7671
_refine_ls_number_parameters     594
_refine_ls_number_restraints     132
_refine_ls_R_factor_all          0.1014
_refine_ls_R_factor_gt           0.0829
_refine_ls_wR_factor_ref         0.2045
_refine_ls_wR_factor_gt          0.1914
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_restrained_S_all      1.160
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.15722(17) 0.66292(18) 0.59419(6) 0.0386(5) Uani 1 1 d . . . . .
C1 C -0.0026(2) 0.3611(2) 0.61064(7) 0.0269(6) Uani 1 1 d . . . . .
N3 N 0.14142(19) 0.2073(2) 0.64100(6) 0.0275(5) Uani 1 1 d . . . . .
N1 N -0.02643(19) 0.4883(2) 0.60464(6) 0.0288(5) Uani 1 1 d . . . . .
O2 O -0.24405(17) 0.47384(19) 0.59018(7) 0.0463(6) Uani 1 1 d . . . . .
B2 B 0.2167(3) 0.1906(3) 0.67583(9) 0.0279(7) Uani 1 1 d . . . . .
C33 C 0.0107(2) 0.2758(3) 0.72179(8) 0.0317(6) Uani 1 1 d . . . . .
H33 H -0.0357 0.2966 0.7431 0.048 Uiso 1 1 calc R U . . .
H33A H 0.0190 0.1872 0.7203 0.048 Uiso 1 1 calc R U . . .
H33B H -0.0300 0.3061 0.6979 0.048 Uiso 1 1 calc R U . . .
C38 C 0.3308(2) 0.3700(3) 0.71096(8) 0.0309(6) Uani 1 1 d . . . . .
C32 C 0.2251(2) 0.3008(2) 0.70557(7) 0.0271(6) Uani 1 1 d . . . . .
C8 C 0.1181(2) 0.1161(3) 0.61108(8) 0.0311(6) Uani 1 1 d . . . . .
C31 C 0.1323(2) 0.3335(3) 0.72813(8) 0.0283(6) Uani 1 1 d . . . . .
C20 C 0.0583(2) 0.0084(3) 0.61875(8) 0.0322(7) Uani 1 1 d . . . . .
C6 C -0.1645(2) 0.2053(3) 0.60853(8) 0.0323(7) Uani 1 1 d . . . . .
H6 H -0.1513 0.1949 0.6354 0.039 Uiso 1 1 calc R U . . .
C2 C -0.0912(2) 0.2804(2) 0.58947(8) 0.0283(6) Uani 1 1 d . . . . .
C7 C 0.0928(2) 0.3261(3) 0.63350(8) 0.0302(6) Uani 1 1 d . . . . .
H7 H 0.1346 0.3904 0.6468 0.036 Uiso 1 1 calc R U . . .
C4 C -0.2723(2) 0.1625(3) 0.54871(9) 0.0358(7) Uani 1 1 d . . . . .
C26 C 0.4354(3) -0.1414(3) 0.70287(9) 0.0374(7) Uani 1 1 d . . . . .
C34 C 0.1497(2) 0.4221(3) 0.75625(8) 0.0307(6) Uani 1 1 d . . . . .
H34 H 0.0875 0.4389 0.7718 0.037 Uiso 1 1 calc R U . . .
C23 C 0.2848(2) 0.0034(3) 0.71924(8) 0.0299(6) Uani 1 1 d . . . . .
N2 N -0.1025(2) 0.2932(2) 0.55107(7) 0.0370(6) Uani 1 1 d . . . . .
C21 C 0.0170(2) -0.0216(3) 0.65717(8) 0.0330(7) Uani 1 1 d . . . . .
H21 H 0.0814 -0.0611 0.6731 0.049 Uiso 1 1 calc R U . . .
H21A H -0.0512 -0.0766 0.6538 0.049 Uiso 1 1 calc R U . . .
H21B H -0.0061 0.0535 0.6696 0.049 Uiso 1 1 calc R U . . .
C37 C 0.3433(2) 0.4616(3) 0.73836(8) 0.0332(7) Uani 1 1 d . . . . .
H37 H 0.4141 0.5083 0.7408 0.040 Uiso 1 1 calc R U . . .
C24 C 0.2034(3) 0.0402(3) 0.74887(8) 0.0353(7) Uani 1 1 d . . . . .
H24 H 0.2156 -0.0141 0.7709 0.053 Uiso 1 1 calc R U . . .
H24A H 0.1209 0.0346 0.7379 0.053 Uiso 1 1 calc R U . . .
H24B H 0.2208 0.1242 0.7570 0.053 Uiso 1 1 calc R U . . .
C41 C 0.0321(3) 0.6108(3) 0.67741(9) 0.0472(8) Uani 1 1 d . . . . .
H41 H -0.0349 0.6674 0.6746 0.071 Uiso 1 1 calc R U . . .
H41A H 0.0806 0.6280 0.7013 0.071 Uiso 1 1 calc R U . . .
H41B H 0.0025 0.5271 0.6778 0.071 Uiso 1 1 calc R U . . .
C16 C 0.2181(3) 0.2516(3) 0.56391(9) 0.0453(8) Uani 1 1 d . . . . .
H16 H 0.1641 0.3036 0.5478 0.068 Uiso 1 1 calc R U . . .
H16A H 0.2856 0.2287 0.5499 0.068 Uiso 1 1 calc R U . . .
H16B H 0.2468 0.2959 0.5871 0.068 Uiso 1 1 calc R U . . .
C42 C 0.0739(2) 0.5711(2) 0.60903(8) 0.0308(6) Uani 1 1 d . . . . .
C43 C 0.2376(3) 0.6674(3) 0.58246(10) 0.0405(7) Uani 1 1 d . . . . .
H43 H 0.2825 0.6823 0.5614 0.049 Uiso 1 1 calc R U . . .
C19 C 0.0337(3) -0.0756(3) 0.58921(9) 0.0405(7) Uani 1 1 d . . . . .
H19 H -0.0062 -0.1492 0.5941 0.049 Uiso 1 1 calc R U . . .
C44 C 0.0927(3) 0.5486(3) 0.53830(8) 0.0409(7) Uani 1 1 d . . . . .
H44 H 0.0507 0.4715 0.5406 0.061 Uiso 1 1 calc R U . . .
H44A H 0.1602 0.5361 0.5232 0.061 Uiso 1 1 calc R U . . .
H44B H 0.0387 0.6088 0.5256 0.061 Uiso 1 1 calc R U . . .
C22 C 0.2935(2) 0.0709(3) 0.68509(8) 0.0294(6) Uani 1 1 d . . . . .
C29 C 0.3801(2) 0.0301(3) 0.66100(8) 0.0329(7) Uani 1 1 d . . . . .
C35 C 0.2553(2) 0.4871(3) 0.76234(8) 0.0334(7) Uani 1 1 d . . . . .
C45 C 0.1366(3) 0.5940(3) 0.57733(8) 0.0337(7) Uani 1 1 d . . . . .
C15 C 0.1537(3) 0.1388(3) 0.57457(8) 0.0373(7) Uani 1 1 d . . . . .
C25 C 0.3528(2) -0.1013(3) 0.72688(9) 0.0348(7) Uani 1 1 d . . . . .
H25 H 0.3422 -0.1467 0.7493 0.042 Uiso 1 1 calc R U . . .
C36 C 0.2737(3) 0.5830(3) 0.79294(9) 0.0437(8) Uani 1 1 d . . . . .
H36 H 0.2256 0.6546 0.7855 0.066 Uiso 1 1 calc R U . . .
H36A H 0.3576 0.6060 0.7962 0.066 Uiso 1 1 calc R U . . .
H36B H 0.2499 0.5506 0.8170 0.066 Uiso 1 1 calc R U . . .
C46 C 0.2070(3) 0.7003(3) 0.64776(10) 0.0440(8) Uani 1 1 d . . . . .
H46 H 0.2300 0.7387 0.6715 0.053 Uiso 1 1 calc R U . . .
C5 C -0.2568(2) 0.1458(3) 0.58800(9) 0.0365(7) Uani 1 1 d . . . . .
H5 H -0.3086 0.0946 0.6005 0.044 Uiso 1 1 calc R U . . .
C28 C 0.4495(2) -0.0724(3) 0.67080(9) 0.0367(7) Uani 1 1 d . . . . .
H28 H 0.5087 -0.0954 0.6548 0.044 Uiso 1 1 calc R U . . .
C47 C 0.1059(3) 0.6260(3) 0.64449(8) 0.0356(7) Uani 1 1 d . . . . .
C18 C 0.0666(3) -0.0531(3) 0.55306(9) 0.0477(9) Uani 1 1 d . . . . .
H18 H 0.0481 -0.1103 0.5332 0.057 Uiso 1 1 calc R U . . .
C48 C 0.2735(3) 0.7189(3) 0.61751(10) 0.0459(8) Uani 1 1 d . . . . .
H48 H 0.3435 0.7666 0.6207 0.055 Uiso 1 1 calc R U . . .
C39 C 0.4304(2) 0.3493(3) 0.68583(9) 0.0394(7) Uani 1 1 d . . . . .
H39 H 0.4962 0.4043 0.6936 0.059 Uiso 1 1 calc R U . . .
H39A H 0.4018 0.3654 0.6592 0.059 Uiso 1 1 calc R U . . .
H39B H 0.4576 0.2648 0.6884 0.059 Uiso 1 1 calc R U . . .
C27 C 0.5065(3) -0.2567(3) 0.71087(11) 0.0509(9) Uani 1 1 d . . . . .
H27 H 0.4703 -0.3233 0.6954 0.076 Uiso 1 1 calc R U . . .
H27A H 0.5073 -0.2775 0.7380 0.076 Uiso 1 1 calc R U . . .
H27B H 0.5879 -0.2439 0.7044 0.076 Uiso 1 1 calc R U . . .
C12 C -0.2795(3) 0.6824(3) 0.57888(9) 0.0404(7) Uani 1 1 d . . . . .
B1 B -0.1405(3) 0.5389(3) 0.59617(9) 0.0320(7) Uani 1 1 d . . . . .
C3 C -0.1916(3) 0.2336(3) 0.53158(9) 0.0398(7) Uani 1 1 d . . . . .
H3 H -0.1999 0.2405 0.5046 0.048 Uiso 1 1 calc R U . . .
C9 C -0.3409(3) 0.5616(3) 0.58786(11) 0.0504(9) Uani 1 1 d . . . . .
C40 C -0.3756(3) 0.1078(3) 0.52518(10) 0.0461(8) Uani 1 1 d . . . . .
C13 C -0.2746(4) 0.7022(4) 0.53617(10) 0.0630(11) Uani 1 1 d . . . . .
H13 H -0.2244 0.7727 0.5320 0.095 Uiso 1 1 calc R U . . .
H13A H -0.3547 0.7168 0.5241 0.095 Uiso 1 1 calc R U . . .
H13B H -0.2414 0.6297 0.5249 0.095 Uiso 1 1 calc R U . . .
C17 C 0.1263(3) 0.0528(3) 0.54587(9) 0.0467(8) Uani 1 1 d . . . . .
H17 H 0.1491 0.0674 0.5210 0.056 Uiso 1 1 calc R U . . .
C30 C 0.4054(3) 0.0951(3) 0.62501(9) 0.0430(8) Uani 1 1 d . . . . .
H30 H 0.4909 0.1086 0.6251 0.065 Uiso 1 1 calc R U . . .
H30A H 0.3642 0.1735 0.6236 0.065 Uiso 1 1 calc R U . . .
H30B H 0.3777 0.0454 0.6029 0.065 Uiso 1 1 calc R U . . .
C14 C -0.3266(3) 0.7957(4) 0.59666(13) 0.0644(11) Uani 1 1 d . . . . .
H14 H -0.3144 0.7895 0.6245 0.097 Uiso 1 1 calc R U . . .
H14A H -0.4114 0.8040 0.5888 0.097 Uiso 1 1 calc R U . . .
H14B H -0.2844 0.8672 0.5882 0.097 Uiso 1 1 calc R U . . .
C11 C -0.3842(4) 0.5614(5) 0.62824(15) 0.0907(17) Uani 1 1 d . . . . .
H11 H -0.4083 0.4789 0.6347 0.136 Uiso 1 1 calc R U . . .
H11A H -0.4519 0.6166 0.6288 0.136 Uiso 1 1 calc R U . . .
H11B H -0.3199 0.5886 0.6468 0.136 Uiso 1 1 calc R U . . .
C10 C -0.4385(4) 0.5179(4) 0.55902(18) 0.0995(19) Uani 1 1 d . . . . .
H10 H -0.4055 0.5004 0.5348 0.149 Uiso 1 1 calc R U . . .
H10A H -0.4993 0.5811 0.5550 0.149 Uiso 1 1 calc R U . . .
H10B H -0.4739 0.4438 0.5685 0.149 Uiso 1 1 calc R U . . .
F1 F -0.3963(7) 0.1589(8) 0.4893(3) 0.037(2) Uani 0.35 1 d . U P A 1
F2 F -0.3548(10) -0.0164(9) 0.5171(2) 0.042(2) Uani 0.35 1 d . U P A 1
F3 F -0.4759(7) 0.1119(9) 0.5414(2) 0.049(2) Uani 0.35 1 d . U P A 1
F6 F -0.4518(8) 0.0515(10) 0.5480(3) 0.057(2) Uani 0.33 1 d . U P A 2
F9 F -0.4784(7) 0.1720(9) 0.5309(3) 0.058(2) Uani 0.32 1 d . U P A 3
F8 F -0.3949(9) -0.0029(9) 0.5322(3) 0.066(2) Uani 0.32 1 d . U P A 3
F4 F -0.4273(9) 0.1841(10) 0.5016(3) 0.070(3) Uani 0.33 1 d . U P A 2
F7 F -0.3685(10) 0.1157(11) 0.4874(4) 0.067(3) Uani 0.32 1 d . U P A 3
F5 F -0.3427(11) 0.0132(12) 0.5052(3) 0.065(3) Uani 0.33 1 d . U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 B1 1.377(4) . ?
O1 C12 1.456(4) . ?
C1 C7 1.343(4) . ?
C1 N1 1.436(4) . ?
C1 C2 1.487(4) . ?
N3 C7 1.433(4) . ?
N3 B2 1.440(4) . ?
N3 C8 1.461(4) . ?
N1 B1 1.415(4) . ?
N1 C42 1.454(4) . ?
O2 B1 1.374(4) . ?
O2 C9 1.458(4) . ?
B2 C22 1.594(4) . ?
B2 C32 1.599(4) . ?
C33 C31 1.516(4) . ?
C38 C37 1.392(4) . ?
C38 C32 1.417(4) . ?
C38 C39 1.514(4) . ?
C32 C31 1.421(4) . ?
C8 C20 1.402(4) . ?
C8 C15 1.404(4) . ?
C31 C34 1.389(4) . ?
C20 C19 1.400(4) . ?
C20 C21 1.508(4) . ?
C6 C5 1.381(4) . ?
C6 C2 1.387(4) . ?
C2 N2 1.353(4) . ?
C4 C3 1.383(4) . ?
C4 C5 1.390(4) . ?
C4 C40 1.497(4) . ?
C26 C28 1.382(4) . ?
C26 C25 1.389(4) . ?
C26 C27 1.513(4) . ?
C34 C35 1.395(4) . ?
C23 C25 1.398(4) . ?
C23 C22 1.424(4) . ?
C23 C24 1.510(4) . ?
N2 C3 1.340(4) . ?
C37 C35 1.393(4) . ?
C41 C47 1.499(4) . ?
C16 C15 1.504(5) . ?
C42 C45 1.400(4) . ?
C42 C47 1.404(4) . ?
C43 C48 1.384(5) . ?
C43 C45 1.398(4) . ?
C19 C18 1.381(5) . ?
C44 C45 1.503(4) . ?
C22 C29 1.427(4) . ?
C29 C28 1.398(4) . ?
C29 C30 1.505(4) . ?
C35 C36 1.507(4) . ?
C15 C17 1.398(4) . ?
C46 C48 1.375(5) . ?
C46 C47 1.403(4) . ?
C18 C17 1.381(5) . ?
C12 C14 1.513(5) . ?
C12 C13 1.525(5) . ?
C12 C9 1.546(5) . ?
C9 C10 1.509(6) . ?
C9 C11 1.546(6) . ?
C40 F8 1.264(10) . ?
C40 F4 1.282(11) . ?
C40 F3 1.320(9) . ?
C40 F5 1.328(13) . ?
C40 F7 1.342(14) . ?
C40 F6 1.379(9) . ?
C40 F1 1.383(11) . ?
C40 F9 1.392(9) . ?
C40 F2 1.418(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 O1 C12 106.6(2) . . ?
C7 C1 N1 119.8(2) . . ?
C7 C1 C2 126.8(3) . . ?
N1 C1 C2 113.4(2) . . ?
C7 N3 B2 117.5(2) . . ?
C7 N3 C8 116.8(2) . . ?
B2 N3 C8 125.5(2) . . ?
B1 N1 C1 124.8(2) . . ?
B1 N1 C42 117.8(2) . . ?
C1 N1 C42 117.4(2) . . ?
B1 O2 C9 107.0(2) . . ?
N3 B2 C22 123.3(3) . . ?
N3 B2 C32 117.1(2) . . ?
C22 B2 C32 119.5(2) . . ?
C37 C38 C32 120.8(3) . . ?
C37 C38 C39 118.7(3) . . ?
C32 C38 C39 120.5(3) . . ?
C38 C32 C31 116.7(2) . . ?
C38 C32 B2 119.6(2) . . ?
C31 C32 B2 123.7(2) . . ?
C20 C8 C15 120.7(3) . . ?
C20 C8 N3 119.9(2) . . ?
C15 C8 N3 119.3(3) . . ?
C34 C31 C32 120.8(2) . . ?
C34 C31 C33 117.8(2) . . ?
C32 C31 C33 121.5(2) . . ?
C19 C20 C8 118.7(3) . . ?
C19 C20 C21 117.7(3) . . ?
C8 C20 C21 123.6(3) . . ?
C5 C6 C2 119.2(3) . . ?
N2 C2 C6 122.6(3) . . ?
N2 C2 C1 115.9(2) . . ?
C6 C2 C1 121.3(2) . . ?
C1 C7 N3 130.2(3) . . ?
C3 C4 C5 118.7(3) . . ?
C3 C4 C40 120.0(3) . . ?
C5 C4 C40 121.3(3) . . ?
C28 C26 C25 117.2(3) . . ?
C28 C26 C27 120.8(3) . . ?
C25 C26 C27 122.0(3) . . ?
C31 C34 C35 122.2(3) . . ?
C25 C23 C22 120.8(3) . . ?
C25 C23 C24 116.7(3) . . ?
C22 C23 C24 122.5(3) . . ?
C3 N2 C2 117.3(2) . . ?
C38 C37 C35 122.2(3) . . ?
C45 C42 C47 121.5(3) . . ?
C45 C42 N1 118.5(2) . . ?
C47 C42 N1 120.0(3) . . ?
C48 C43 C45 121.4(3) . . ?
C18 C19 C20 121.0(3) . . ?
C23 C22 C29 116.3(3) . . ?
C23 C22 B2 121.6(2) . . ?
C29 C22 B2 122.0(2) . . ?
C28 C29 C22 120.6(3) . . ?
C28 C29 C30 116.3(3) . . ?
C22 C29 C30 123.1(3) . . ?
C37 C35 C34 117.1(3) . . ?
C37 C35 C36 120.9(3) . . ?
C34 C35 C36 121.9(3) . . ?
C43 C45 C42 118.0(3) . . ?
C43 C45 C44 120.5(3) . . ?
C42 C45 C44 121.3(3) . . ?
C17 C15 C8 118.6(3) . . ?
C17 C15 C16 117.3(3) . . ?
C8 C15 C16 124.2(3) . . ?
C26 C25 C23 122.3(3) . . ?
C48 C46 C47 121.6(3) . . ?
C6 C5 C4 118.6(3) . . ?
C26 C28 C29 122.6(3) . . ?
C46 C47 C42 117.7(3) . . ?
C46 C47 C41 120.7(3) . . ?
C42 C47 C41 121.5(3) . . ?
C19 C18 C17 119.9(3) . . ?
C46 C48 C43 119.5(3) . . ?
O1 C12 C14 109.1(3) . . ?
O1 C12 C13 105.4(3) . . ?
C14 C12 C13 109.7(3) . . ?
O1 C12 C9 103.3(2) . . ?
C14 C12 C9 116.1(3) . . ?
C13 C12 C9 112.5(3) . . ?
O2 B1 O1 113.3(3) . . ?
O2 B1 N1 125.4(3) . . ?
O1 B1 N1 121.3(3) . . ?
N2 C3 C4 123.4(3) . . ?
O2 C9 C10 109.2(3) . . ?
O2 C9 C11 104.4(3) . . ?
C10 C9 C11 110.1(4) . . ?
O2 C9 C12 103.2(2) . . ?
C10 C9 C12 116.9(3) . . ?
C11 C9 C12 112.1(3) . . ?
F4 C40 F5 107.7(8) . . ?
F8 C40 F7 106.4(8) . . ?
F4 C40 F6 113.4(7) . . ?
F5 C40 F6 100.2(7) . . ?
F3 C40 F1 107.5(6) . . ?
F8 C40 F9 107.3(7) . . ?
F7 C40 F9 103.7(7) . . ?
F3 C40 F2 106.6(6) . . ?
F1 C40 F2 103.1(6) . . ?
F8 C40 C4 114.8(5) . . ?
F4 C40 C4 112.5(6) . . ?
F3 C40 C4 114.1(4) . . ?
F5 C40 C4 111.4(6) . . ?
F7 C40 C4 114.0(6) . . ?
F6 C40 C4 111.0(4) . . ?
F1 C40 C4 113.6(4) . . ?
F9 C40 C4 109.9(4) . . ?
F2 C40 C4 111.2(5) . . ?
C18 C17 C15 121.2(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 C1 N1 B1 -151.3(3) . . . . ?
C2 C1 N1 B1 28.9(4) . . . . ?
C7 C1 N1 C42 26.2(4) . . . . ?
C2 C1 N1 C42 -153.5(2) . . . . ?
C7 N3 B2 C22 -169.9(2) . . . . ?
C8 N3 B2 C22 4.7(4) . . . . ?
C7 N3 B2 C32 8.0(3) . . . . ?
C8 N3 B2 C32 -177.3(2) . . . . ?
C37 C38 C32 C31 2.7(4) . . . . ?
C39 C38 C32 C31 -174.6(3) . . . . ?
C37 C38 C32 B2 -176.0(3) . . . . ?
C39 C38 C32 B2 6.7(4) . . . . ?
N3 B2 C32 C38 -108.7(3) . . . . ?
C22 B2 C32 C38 69.3(3) . . . . ?
N3 B2 C32 C31 72.7(3) . . . . ?
C22 B2 C32 C31 -109.3(3) . . . . ?
C7 N3 C8 C20 -120.7(3) . . . . ?
B2 N3 C8 C20 64.6(4) . . . . ?
C7 N3 C8 C15 57.9(3) . . . . ?
B2 N3 C8 C15 -116.8(3) . . . . ?
C38 C32 C31 C34 -5.4(4) . . . . ?
B2 C32 C31 C34 173.3(3) . . . . ?
C38 C32 C31 C33 173.1(2) . . . . ?
B2 C32 C31 C33 -8.3(4) . . . . ?
C15 C8 C20 C19 -0.6(4) . . . . ?
N3 C8 C20 C19 178.0(2) . . . . ?
C15 C8 C20 C21 -179.7(3) . . . . ?
N3 C8 C20 C21 -1.1(4) . . . . ?
C5 C6 C2 N2 -3.5(4) . . . . ?
C5 C6 C2 C1 170.5(3) . . . . ?
C7 C1 C2 N2 -120.4(3) . . . . ?
N1 C1 C2 N2 59.4(3) . . . . ?
C7 C1 C2 C6 65.3(4) . . . . ?
N1 C1 C2 C6 -115.0(3) . . . . ?
N1 C1 C7 N3 -173.2(2) . . . . ?
C2 C1 C7 N3 6.5(5) . . . . ?
B2 N3 C7 C1 -158.5(3) . . . . ?
C8 N3 C7 C1 26.4(4) . . . . ?
C32 C31 C34 C35 3.5(4) . . . . ?
C33 C31 C34 C35 -175.0(3) . . . . ?
C6 C2 N2 C3 2.6(4) . . . . ?
C1 C2 N2 C3 -171.7(3) . . . . ?
C32 C38 C37 C35 2.0(4) . . . . ?
C39 C38 C37 C35 179.4(3) . . . . ?
B1 N1 C42 C45 -94.5(3) . . . . ?
C1 N1 C42 C45 87.8(3) . . . . ?
B1 N1 C42 C47 85.6(3) . . . . ?
C1 N1 C42 C47 -92.1(3) . . . . ?
C8 C20 C19 C18 -0.5(4) . . . . ?
C21 C20 C19 C18 178.6(3) . . . . ?
C25 C23 C22 C29 -4.0(4) . . . . ?
C24 C23 C22 C29 175.8(2) . . . . ?
C25 C23 C22 B2 -180.0(2) . . . . ?
C24 C23 C22 B2 -0.2(4) . . . . ?
N3 B2 C22 C23 -125.8(3) . . . . ?
C32 B2 C22 C23 56.3(3) . . . . ?
N3 B2 C22 C29 58.5(4) . . . . ?
C32 B2 C22 C29 -119.5(3) . . . . ?
C23 C22 C29 C28 1.3(4) . . . . ?
B2 C22 C29 C28 177.2(3) . . . . ?
C23 C22 C29 C30 -176.5(3) . . . . ?
B2 C22 C29 C30 -0.6(4) . . . . ?
C38 C37 C35 C34 -4.1(4) . . . . ?
C38 C37 C35 C36 177.1(3) . . . . ?
C31 C34 C35 C37 1.3(4) . . . . ?
C31 C34 C35 C36 -179.9(3) . . . . ?
C48 C43 C45 C42 -1.6(4) . . . . ?
C48 C43 C45 C44 174.2(3) . . . . ?
C47 C42 C45 C43 4.0(4) . . . . ?
N1 C42 C45 C43 -175.9(2) . . . . ?
C47 C42 C45 C44 -171.7(3) . . . . ?
N1 C42 C45 C44 8.4(4) . . . . ?
C20 C8 C15 C17 1.2(4) . . . . ?
N3 C8 C15 C17 -177.4(3) . . . . ?
C20 C8 C15 C16 -180.0(3) . . . . ?
N3 C8 C15 C16 1.4(4) . . . . ?
C28 C26 C25 C23 0.8(4) . . . . ?
C27 C26 C25 C23 -178.5(3) . . . . ?
C22 C23 C25 C26 3.1(4) . . . . ?
C24 C23 C25 C26 -176.7(3) . . . . ?
C2 C6 C5 C4 0.6(4) . . . . ?
C3 C4 C5 C6 2.8(4) . . . . ?
C40 C4 C5 C6 -175.6(3) . . . . ?
C25 C26 C28 C29 -3.6(4) . . . . ?
C27 C26 C28 C29 175.6(3) . . . . ?
C22 C29 C28 C26 2.6(4) . . . . ?
C30 C29 C28 C26 -179.5(3) . . . . ?
C48 C46 C47 C42 -0.3(4) . . . . ?
C48 C46 C47 C41 -177.7(3) . . . . ?
C45 C42 C47 C46 -3.1(4) . . . . ?
N1 C42 C47 C46 176.8(2) . . . . ?
C45 C42 C47 C41 174.2(3) . . . . ?
N1 C42 C47 C41 -5.9(4) . . . . ?
C20 C19 C18 C17 1.1(5) . . . . ?
C47 C46 C48 C43 2.7(5) . . . . ?
C45 C43 C48 C46 -1.8(5) . . . . ?
B1 O1 C12 C14 146.2(3) . . . . ?
B1 O1 C12 C13 -96.1(3) . . . . ?
B1 O1 C12 C9 22.1(3) . . . . ?
C9 O2 B1 O1 -6.4(4) . . . . ?
C9 O2 B1 N1 172.0(3) . . . . ?
C12 O1 B1 O2 -10.8(3) . . . . ?
C12 O1 B1 N1 170.7(3) . . . . ?
C1 N1 B1 O2 -4.2(5) . . . . ?
C42 N1 B1 O2 178.3(3) . . . . ?
C1 N1 B1 O1 174.1(3) . . . . ?
C42 N1 B1 O1 -3.5(4) . . . . ?
C2 N2 C3 C4 1.1(5) . . . . ?
C5 C4 C3 N2 -3.9(5) . . . . ?
C40 C4 C3 N2 174.6(3) . . . . ?
B1 O2 C9 C10 144.5(3) . . . . ?
B1 O2 C9 C11 -97.8(3) . . . . ?
B1 O2 C9 C12 19.5(3) . . . . ?
O1 C12 C9 O2 -25.3(3) . . . . ?
C14 C12 C9 O2 -144.6(3) . . . . ?
C13 C12 C9 O2 87.9(3) . . . . ?
O1 C12 C9 C10 -145.1(3) . . . . ?
C14 C12 C9 C10 95.5(4) . . . . ?
C13 C12 C9 C10 -32.0(4) . . . . ?
O1 C12 C9 C11 86.5(3) . . . . ?
C14 C12 C9 C11 -32.9(4) . . . . ?
C13 C12 C9 C11 -160.4(3) . . . . ?
C3 C4 C40 F8 134.6(8) . . . . ?
C5 C4 C40 F8 -47.0(8) . . . . ?
C3 C4 C40 F4 -45.3(7) . . . . ?
C5 C4 C40 F4 133.0(7) . . . . ?
C3 C4 C40 F3 -139.0(6) . . . . ?
C5 C4 C40 F3 39.4(7) . . . . ?
C3 C4 C40 F5 75.7(7) . . . . ?
C5 C4 C40 F5 -105.9(6) . . . . ?
C3 C4 C40 F7 11.5(7) . . . . ?
C5 C4 C40 F7 -170.1(6) . . . . ?
C3 C4 C40 F6 -173.6(6) . . . . ?
C5 C4 C40 F6 4.8(7) . . . . ?
C3 C4 C40 F1 -15.2(6) . . . . ?
C5 C4 C40 F1 163.2(5) . . . . ?
C3 C4 C40 F9 -104.4(6) . . . . ?
C5 C4 C40 F9 74.0(6) . . . . ?
C3 C4 C40 F2 100.5(5) . . . . ?
C5 C4 C40 F2 -81.1(6) . . . . ?
C19 C18 C17 C15 -0.4(5) . . . . ?
C8 C15 C17 C18 -0.7(5) . . . . ?
C16 C15 C17 C18 -179.6(3) . . . . ?

_refine_diff_density_max         0.338
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.069

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7
_database_code_depnum_ccdc_archive 'CCDC 1583735'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H39 B2 N O2'
_chemical_formula_sum            'C29 H39 B2 N O2'
_chemical_formula_weight         455.23

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.7230(16)
_cell_length_b                   23.773(4)
_cell_length_c                   13.264(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.499(3)
_cell_angle_gamma                90
_cell_volume                     2712.8(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    6056
_cell_measurement_theta_min      2.3151
_cell_measurement_theta_max      31.3277

_exptl_crystal_description       Platelet
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.115
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.067
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8832
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            18336
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.006
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4741
_reflns_number_gt                3823
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-2014
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0854P)²+0.5285P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4741
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0811
_refine_ls_R_factor_gt           0.0652
_refine_ls_wR_factor_ref         0.1711
_refine_ls_wR_factor_gt          0.1570
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_restrained_S_all      1.129
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.24652(17) 0.11661(6) 0.59039(11) 0.0302(4) Uani 1 1 d . . . . .
O1 O 0.47719(17) 0.13223(6) 0.53584(11) 0.0308(4) Uani 1 1 d . . . . .
N1 N 0.67361(19) 0.12919(7) 0.76577(13) 0.0233(4) Uani 1 1 d . . . . .
C19 C 0.3603(2) 0.11384(9) 1.01408(16) 0.0261(5) Uani 1 1 d . . . . .
H19 H 0.3517 0.1335 1.0753 0.031 Uiso 1 1 calc R U . . .
C15 C 0.4260(2) 0.11623(8) 0.84056(15) 0.0213(5) Uani 1 1 d . . . . .
C6 C 0.4595(2) 0.21471(9) 0.72223(15) 0.0219(5) Uani 1 1 d . . . . .
C20 C 0.4141(2) 0.14318(9) 0.93453(16) 0.0228(5) Uani 1 1 d . . . . .
C17 C 0.3404(2) 0.03003(9) 0.91754(16) 0.0259(5) Uani 1 1 d . . . . .
H17 H 0.3194 -0.0092 0.9118 0.031 Uiso 1 1 calc R U . . .
C18 C 0.3196(2) 0.05768(9) 1.00661(16) 0.0257(5) Uani 1 1 d . . . . .
C16 C 0.3911(2) 0.05768(9) 0.83609(16) 0.0235(5) Uani 1 1 d . . . . .
C10 C 0.5270(2) 0.30802(9) 0.66256(15) 0.0260(5) Uani 1 1 d . . . . .
H10 H 0.6018 0.3317 0.6395 0.031 Uiso 1 1 calc R U . . .
C1 C 0.7587(2) 0.14365(9) 0.85633(17) 0.0275(5) Uani 1 1 d . . . . .
H1 H 0.7109 0.1653 0.9028 0.033 Uiso 1 1 calc R U . . .
C8 C 0.2772(2) 0.29443(9) 0.70309(16) 0.0263(5) Uani 1 1 d . . . . .
H8 H 0.1771 0.3086 0.7087 0.032 Uiso 1 1 calc R U . . .
C9 C 0.3847(3) 0.33050(9) 0.67250(16) 0.0273(5) Uani 1 1 d . . . . .
C11 C 0.5658(2) 0.25190(9) 0.68501(15) 0.0238(5) Uani 1 1 d . . . . .
C21 C 0.4062(3) 0.02112(9) 0.74478(17) 0.0293(5) Uani 1 1 d . . . . .
H21 H 0.4087 -0.0185 0.7651 0.044 Uiso 1 1 calc R U . . .
H21A H 0.5025 0.0306 0.7196 0.044 Uiso 1 1 calc R U . . .
H21B H 0.3172 0.0276 0.6905 0.044 Uiso 1 1 calc R U . . .
C7 C 0.3096(2) 0.23811(9) 0.72606(16) 0.0248(5) Uani 1 1 d . . . . .
C12 C 0.1758(2) 0.20405(10) 0.75319(18) 0.0305(5) Uani 1 1 d . . . . .
H12 H 0.1831 0.2027 0.8277 0.046 Uiso 1 1 calc R U . . .
H12A H 0.1802 0.1657 0.7265 0.046 Uiso 1 1 calc R U . . .
H12B H 0.0773 0.2216 0.7230 0.046 Uiso 1 1 calc R U . . .
C23 C 0.4583(3) 0.20395(9) 0.95824(16) 0.0275(5) Uani 1 1 d . . . . .
H23 H 0.3645 0.2258 0.9629 0.041 Uiso 1 1 calc R U . . .
H23A H 0.5092 0.2193 0.9037 0.041 Uiso 1 1 calc R U . . .
H23B H 0.5297 0.2060 1.0234 0.041 Uiso 1 1 calc R U . . .
C5 C 0.7432(2) 0.09841(9) 0.70092(17) 0.0285(5) Uani 1 1 d . . . . .
H5 H 0.6851 0.0881 0.6366 0.034 Uiso 1 1 calc R U . . .
B1 B 0.4873(3) 0.14608(10) 0.74270(18) 0.0221(5) Uani 1 1 d . . . . .
C2 C 0.9120(3) 0.12841(10) 0.88418(18) 0.0334(6) Uani 1 1 d . . . . .
H2 H 0.9688 0.1397 0.9483 0.040 Uiso 1 1 calc R U . . .
C13 C 0.3456(3) 0.39163(10) 0.6502(2) 0.0381(6) Uani 1 1 d . . . . .
H13 H 0.4287 0.4092 0.6197 0.057 Uiso 1 1 calc R U . . .
H13A H 0.3355 0.4110 0.7140 0.057 Uiso 1 1 calc R U . . .
H13B H 0.2474 0.3943 0.6025 0.057 Uiso 1 1 calc R U . . .
C22 C 0.2541(3) 0.02698(10) 1.08969(18) 0.0339(6) Uani 1 1 d . . . . .
H22 H 0.2722 0.0493 1.1527 0.051 Uiso 1 1 calc R U . . .
H22A H 0.3055 -0.0096 1.1021 0.051 Uiso 1 1 calc R U . . .
H22B H 0.1422 0.0213 1.0683 0.051 Uiso 1 1 calc R U . . .
C14 C 0.7229(2) 0.23338(10) 0.66192(18) 0.0308(5) Uani 1 1 d . . . . .
H14 H 0.7722 0.2648 0.6317 0.046 Uiso 1 1 calc R U . . .
H14A H 0.7088 0.2018 0.6138 0.046 Uiso 1 1 calc R U . . .
H14B H 0.7891 0.2216 0.7254 0.046 Uiso 1 1 calc R U . . .
C4 C 0.8962(3) 0.08143(10) 0.7251(2) 0.0349(6) Uani 1 1 d . . . . .
H4 H 0.9420 0.0595 0.6782 0.042 Uiso 1 1 calc R U . . .
B2 B 0.4034(3) 0.12720(10) 0.62109(19) 0.0242(5) Uani 1 1 d . . . . .
C24 C 0.3567(3) 0.14136(11) 0.44694(18) 0.0374(6) Uani 1 1 d . . . . .
C3 C 0.9819(3) 0.09655(10) 0.8178(2) 0.0365(6) Uani 1 1 d . . . . .
H3 H 1.0873 0.0852 0.8356 0.044 Uiso 1 1 calc R U . . .
C26 C 0.3340(3) 0.20483(11) 0.43645(19) 0.0400(6) Uani 1 1 d . . . . .
H26 H 0.2978 0.2196 0.4974 0.060 Uiso 1 1 calc R U . . .
H26A H 0.2567 0.2130 0.3758 0.060 Uiso 1 1 calc R U . . .
H26B H 0.4330 0.2227 0.4294 0.060 Uiso 1 1 calc R U . . .
C25 C 0.2154(3) 0.11109(10) 0.47930(18) 0.0375(6) Uani 1 1 d . . . . .
C28 C 0.0577(3) 0.13725(13) 0.4411(2) 0.0542(8) Uani 1 1 d . . . . .
H28 H -0.0237 0.1145 0.4640 0.081 Uiso 1 1 calc R U . . .
H28A H 0.0402 0.1387 0.3662 0.081 Uiso 1 1 calc R U . . .
H28B H 0.0549 0.1755 0.4684 0.081 Uiso 1 1 calc R U . . .
C27 C 0.4122(4) 0.11852(13) 0.3532(2) 0.0525(8) Uani 1 1 d . . . . .
H27 H 0.5030 0.1400 0.3405 0.079 Uiso 1 1 calc R U . . .
H27A H 0.3289 0.1219 0.2942 0.079 Uiso 1 1 calc R U . . .
H27B H 0.4408 0.0789 0.3641 0.079 Uiso 1 1 calc R U . . .
C29 C 0.2127(4) 0.04826(12) 0.4563(2) 0.0575(8) Uani 1 1 d . . . . .
H29 H 0.3169 0.0326 0.4774 0.086 Uiso 1 1 calc R U . . .
H29A H 0.1799 0.0423 0.3828 0.086 Uiso 1 1 calc R U . . .
H29B H 0.1395 0.0295 0.4940 0.086 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 B2 1.385(3) . ?
O2 C25 1.459(3) . ?
O1 B2 1.396(3) . ?
O1 C24 1.460(3) . ?
N1 C5 1.348(3) . ?
N1 C1 1.348(3) . ?
N1 B1 1.653(3) . ?
C19 C18 1.381(3) . ?
C19 C20 1.408(3) . ?
C19 H19 0.9500 . ?
C15 C20 1.420(3) . ?
C15 C16 1.424(3) . ?
C15 B1 1.644(3) . ?
C6 C11 1.427(3) . ?
C6 C7 1.430(3) . ?
C6 B1 1.665(3) . ?
C20 C23 1.515(3) . ?
C17 C18 1.390(3) . ?
C17 C16 1.397(3) . ?
C17 H17 0.9500 . ?
C18 C22 1.510(3) . ?
C16 C21 1.514(3) . ?
C10 C9 1.377(3) . ?
C10 C11 1.396(3) . ?
C10 H10 0.9500 . ?
C1 C2 1.375(3) . ?
C1 H1 0.9500 . ?
C8 C9 1.380(3) . ?
C8 C7 1.392(3) . ?
C8 H8 0.9500 . ?
C9 C13 1.511(3) . ?
C11 C14 1.518(3) . ?
C21 H21 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C7 C12 1.512(3) . ?
C12 H12 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C23 H23 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C5 C4 1.381(3) . ?
C5 H5 0.9500 . ?
B1 B2 1.717(3) . ?
C2 C3 1.378(3) . ?
C2 H2 0.9500 . ?
C13 H13 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C22 H22 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C14 H14 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C4 C3 1.377(3) . ?
C4 H4 0.9500 . ?
C24 C27 1.507(3) . ?
C24 C26 1.525(3) . ?
C24 C25 1.548(4) . ?
C3 H3 0.9500 . ?
C26 H26 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C25 C28 1.519(4) . ?
C25 C29 1.524(4) . ?
C28 H28 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C27 H27 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C29 H29 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B2 O2 C25 108.86(17) . . ?
B2 O1 C24 107.47(17) . . ?
C5 N1 C1 117.86(18) . . ?
C5 N1 B1 123.11(17) . . ?
C1 N1 B1 118.89(17) . . ?
C18 C19 C20 122.6(2) . . ?
C18 C19 H19 118.7 . . ?
C20 C19 H19 118.7 . . ?
C20 C15 C16 115.55(18) . . ?
C20 C15 B1 125.34(18) . . ?
C16 C15 B1 118.96(18) . . ?
C11 C6 C7 114.93(18) . . ?
C11 C6 B1 125.34(17) . . ?
C7 C6 B1 118.98(17) . . ?
C19 C20 C15 121.04(19) . . ?
C19 C20 C23 114.94(18) . . ?
C15 C20 C23 124.02(18) . . ?
C18 C17 C16 122.5(2) . . ?
C18 C17 H17 118.8 . . ?
C16 C17 H17 118.8 . . ?
C19 C18 C17 116.77(19) . . ?
C19 C18 C22 122.6(2) . . ?
C17 C18 C22 120.6(2) . . ?
C17 C16 C15 121.36(19) . . ?
C17 C16 C21 115.40(19) . . ?
C15 C16 C21 123.24(18) . . ?
C9 C10 C11 122.7(2) . . ?
C9 C10 H10 118.6 . . ?
C11 C10 H10 118.6 . . ?
N1 C1 C2 122.7(2) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C9 C8 C7 122.60(19) . . ?
C9 C8 H8 118.7 . . ?
C7 C8 H8 118.7 . . ?
C10 C9 C8 117.0(2) . . ?
C10 C9 C13 122.2(2) . . ?
C8 C9 C13 120.85(19) . . ?
C10 C11 C6 121.15(18) . . ?
C10 C11 C14 115.42(18) . . ?
C6 C11 C14 123.35(19) . . ?
C16 C21 H21 109.5 . . ?
C16 C21 H21A 109.5 . . ?
H21 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C8 C7 C6 121.36(19) . . ?
C8 C7 C12 115.49(18) . . ?
C6 C7 C12 123.14(19) . . ?
C7 C12 H12 109.5 . . ?
C7 C12 H12A 109.5 . . ?
H12 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
H12 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C20 C23 H23 109.5 . . ?
C20 C23 H23A 109.5 . . ?
H23 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N1 C5 C4 122.0(2) . . ?
N1 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C15 B1 N1 100.77(15) . . ?
C15 B1 C6 119.62(17) . . ?
N1 B1 C6 112.34(16) . . ?
C15 B1 B2 119.02(17) . . ?
N1 B1 B2 111.34(16) . . ?
C6 B1 B2 94.31(16) . . ?
C1 C2 C3 119.1(2) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C9 C13 H13 109.5 . . ?
C9 C13 H13A 109.5 . . ?
H13 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C18 C22 H22 109.5 . . ?
C18 C22 H22A 109.5 . . ?
H22 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C11 C14 H14 109.5 . . ?
C11 C14 H14A 109.5 . . ?
H14 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C3 C4 C5 119.5(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
O2 B2 O1 110.05(19) . . ?
O2 B2 B1 124.81(18) . . ?
O1 B2 B1 123.83(19) . . ?
O1 C24 C27 109.0(2) . . ?
O1 C24 C26 106.62(19) . . ?
C27 C24 C26 109.6(2) . . ?
O1 C24 C25 101.94(18) . . ?
C27 C24 C25 116.1(2) . . ?
C26 C24 C25 112.8(2) . . ?
C4 C3 C2 118.8(2) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C24 C26 H26 109.5 . . ?
C24 C26 H26A 109.5 . . ?
H26 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O2 C25 C28 107.9(2) . . ?
O2 C25 C29 106.5(2) . . ?
C28 C25 C29 110.6(2) . . ?
O2 C25 C24 102.37(17) . . ?
C28 C25 C24 115.9(2) . . ?
C29 C25 C24 112.8(2) . . ?
C25 C28 H28 109.5 . . ?
C25 C28 H28A 109.5 . . ?
H28 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C27 H27 109.5 . . ?
C24 C27 H27A 109.5 . . ?
H27 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C29 H29 109.5 . . ?
C25 C29 H29A 109.5 . . ?
H29 C29 H29A 109.5 . . ?
C25 C29 H29B 109.5 . . ?
H29 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C18 C19 C20 C15 1.4(3) . . . . ?
C18 C19 C20 C23 -177.99(19) . . . . ?
C16 C15 C20 C19 -4.3(3) . . . . ?
B1 C15 C20 C19 -179.89(18) . . . . ?
C16 C15 C20 C23 174.99(18) . . . . ?
B1 C15 C20 C23 -0.6(3) . . . . ?
C20 C19 C18 C17 2.7(3) . . . . ?
C20 C19 C18 C22 -176.75(19) . . . . ?
C16 C17 C18 C19 -3.7(3) . . . . ?
C16 C17 C18 C22 175.74(19) . . . . ?
C18 C17 C16 C15 0.7(3) . . . . ?
C18 C17 C16 C21 -179.59(19) . . . . ?
C20 C15 C16 C17 3.4(3) . . . . ?
B1 C15 C16 C17 179.21(18) . . . . ?
C20 C15 C16 C21 -176.38(19) . . . . ?
B1 C15 C16 C21 -0.5(3) . . . . ?
C5 N1 C1 C2 0.2(3) . . . . ?
B1 N1 C1 C2 176.08(19) . . . . ?
C11 C10 C9 C8 -2.0(3) . . . . ?
C11 C10 C9 C13 178.6(2) . . . . ?
C7 C8 C9 C10 1.7(3) . . . . ?
C7 C8 C9 C13 -178.8(2) . . . . ?
C9 C10 C11 C6 -1.5(3) . . . . ?
C9 C10 C11 C14 175.5(2) . . . . ?
C7 C6 C11 C10 4.9(3) . . . . ?
B1 C6 C11 C10 174.86(19) . . . . ?
C7 C6 C11 C14 -171.83(19) . . . . ?
B1 C6 C11 C14 -1.9(3) . . . . ?
C9 C8 C7 C6 2.0(3) . . . . ?
C9 C8 C7 C12 -177.1(2) . . . . ?
C11 C6 C7 C8 -5.2(3) . . . . ?
B1 C6 C7 C8 -175.81(19) . . . . ?
C11 C6 C7 C12 173.81(19) . . . . ?
B1 C6 C7 C12 3.2(3) . . . . ?
C1 N1 C5 C4 0.4(3) . . . . ?
B1 N1 C5 C4 -175.3(2) . . . . ?
C20 C15 B1 N1 93.7(2) . . . . ?
C16 C15 B1 N1 -81.8(2) . . . . ?
C20 C15 B1 C6 -29.9(3) . . . . ?
C16 C15 B1 C6 154.64(18) . . . . ?
C20 C15 B1 B2 -144.4(2) . . . . ?
C16 C15 B1 B2 40.2(3) . . . . ?
C5 N1 B1 C15 119.6(2) . . . . ?
C1 N1 B1 C15 -56.0(2) . . . . ?
C5 N1 B1 C6 -111.9(2) . . . . ?
C1 N1 B1 C6 72.4(2) . . . . ?
C5 N1 B1 B2 -7.6(3) . . . . ?
C1 N1 B1 B2 176.78(18) . . . . ?
C11 C6 B1 C15 143.4(2) . . . . ?
C7 C6 B1 C15 -47.1(3) . . . . ?
C11 C6 B1 N1 25.6(3) . . . . ?
C7 C6 B1 N1 -164.84(17) . . . . ?
C11 C6 B1 B2 -89.6(2) . . . . ?
C7 C6 B1 B2 80.0(2) . . . . ?
N1 C1 C2 C3 -0.7(3) . . . . ?
N1 C5 C4 C3 -0.6(4) . . . . ?
C25 O2 B2 O1 3.4(2) . . . . ?
C25 O2 B2 B1 170.7(2) . . . . ?
C24 O1 B2 O2 16.8(2) . . . . ?
C24 O1 B2 B1 -150.6(2) . . . . ?
C15 B1 B2 O2 39.1(3) . . . . ?
N1 B1 B2 O2 155.57(19) . . . . ?
C6 B1 B2 O2 -88.4(2) . . . . ?
C15 B1 B2 O1 -155.33(19) . . . . ?
N1 B1 B2 O1 -38.8(3) . . . . ?
C6 B1 B2 O1 77.2(2) . . . . ?
B2 O1 C24 C27 -151.6(2) . . . . ?
B2 O1 C24 C26 90.2(2) . . . . ?
B2 O1 C24 C25 -28.3(2) . . . . ?
C5 C4 C3 C2 0.0(3) . . . . ?
C1 C2 C3 C4 0.6(3) . . . . ?
B2 O2 C25 C28 -143.2(2) . . . . ?
B2 O2 C25 C29 98.1(2) . . . . ?
B2 O2 C25 C24 -20.5(2) . . . . ?
O1 C24 C25 O2 29.1(2) . . . . ?
C27 C24 C25 O2 147.4(2) . . . . ?
C26 C24 C25 O2 -84.9(2) . . . . ?
O1 C24 C25 C28 146.2(2) . . . . ?
C27 C24 C25 C28 -95.4(3) . . . . ?
C26 C24 C25 C28 32.2(3) . . . . ?
O1 C24 C25 C29 -85.0(2) . . . . ?
C27 C24 C25 C29 33.4(3) . . . . ?
C26 C24 C25 C29 161.1(2) . . . . ?

_refine_diff_density_max         0.243
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.063

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_13
_database_code_depnum_ccdc_archive 'CCDC 1583743'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H38 B2 N2 O2'
_chemical_formula_sum            'C28 H38 B2 N2 O2'
_chemical_formula_weight         456.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.134(3)
_cell_length_b                   18.980(6)
_cell_length_c                   13.580(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.976(6)
_cell_angle_gamma                90
_cell_volume                     2592.7(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    5946
_cell_measurement_theta_min      2.6061
_cell_measurement_theta_max      30.9947

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.071
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9021
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            17541
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.022
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.961
_reflns_number_total             4511
_reflns_number_gt                3507
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'
_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0764P)²+0.5450P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4511
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0829
_refine_ls_R_factor_gt           0.0632
_refine_ls_wR_factor_ref         0.1560
_refine_ls_wR_factor_gt          0.1424
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.09700(15) 0.18589(8) 0.18785(10) 0.0226(4) Uani 1 1 d . . . . .
O2 O -0.02883(15) 0.14561(8) 0.04609(10) 0.0227(4) Uani 1 1 d . . . . .
N2 N 0.32934(17) 0.11315(10) 0.13512(13) 0.0207(4) Uani 1 1 d . . . . .
C4 C 0.4349(2) 0.13522(13) 0.08274(17) 0.0259(5) Uani 1 1 d . . . . .
H4 H 0.5078 0.1606 0.1161 0.031 Uiso 1 1 calc R U . . .
C1 C 0.2067(2) 0.08115(13) -0.02170(16) 0.0256(6) Uani 1 1 d . . . . .
H1 H 0.1294 0.0592 -0.0546 0.031 Uiso 1 1 calc R U . . .
N1 N 0.20404(18) 0.11120(10) 0.07273(12) 0.0217(4) Uani 1 1 d . . . . .
C11 C 0.4693(2) 0.11052(11) 0.30636(15) 0.0196(5) Uani 1 1 d . . . . .
C23 C -0.0007(2) -0.03267(12) 0.31745(16) 0.0238(5) Uani 1 1 d . . . . .
C12 C 0.5040(2) 0.18216(12) 0.32492(15) 0.0209(5) Uani 1 1 d . . . . .
C13 C 0.6122(2) 0.19937(12) 0.39407(15) 0.0231(5) Uani 1 1 d . . . . .
H13 H 0.6341 0.2476 0.4051 0.028 Uiso 1 1 calc R U . . .
C5 C -0.0322(2) 0.22137(12) 0.18388(16) 0.0225(5) Uani 1 1 d . . . . .
C21 C 0.1555(2) 0.06458(12) 0.34759(15) 0.0211(5) Uani 1 1 d . . . . .
C26 C 0.2000(2) 0.12855(12) 0.40851(16) 0.0243(5) Uani 1 1 d . . . . .
H26 H 0.1313 0.1415 0.4502 0.037 Uiso 1 1 calc R U . . .
H26A H 0.2144 0.1678 0.3642 0.037 Uiso 1 1 calc R U . . .
H26B H 0.2830 0.1179 0.4507 0.037 Uiso 1 1 calc R U . . .
B1 B 0.0928(3) 0.14736(14) 0.10223(18) 0.0203(6) Uani 1 1 d . . . . .
C9 C -0.2289(2) 0.21496(13) 0.04398(17) 0.0290(6) Uani 1 1 d . . . . .
H9 H -0.1861 0.2497 0.0049 0.044 Uiso 1 1 calc R U . . .
H9A H -0.2874 0.2392 0.0854 0.044 Uiso 1 1 calc R U . . .
H9B H -0.2814 0.1822 -0.0008 0.044 Uiso 1 1 calc R U . . .
C15 C 0.6553(2) 0.07883(12) 0.42970(16) 0.0245(5) Uani 1 1 d . . . . .
H15 H 0.7070 0.0432 0.4652 0.029 Uiso 1 1 calc R U . . .
C18 C 0.8035(2) 0.16919(14) 0.52389(17) 0.0314(6) Uani 1 1 d . . . . .
H18 H 0.7917 0.1474 0.5877 0.047 Uiso 1 1 calc R U . . .
H18A H 0.8058 0.2206 0.5312 0.047 Uiso 1 1 calc R U . . .
H18B H 0.8872 0.1529 0.5024 0.047 Uiso 1 1 calc R U . . .
C24 C 0.0706(2) -0.05553(12) 0.24281(16) 0.0236(5) Uani 1 1 d . . . . .
H24 H 0.0429 -0.0972 0.2075 0.028 Uiso 1 1 calc R U . . .
B2 B 0.3410(3) 0.08886(13) 0.23387(18) 0.0204(6) Uani 1 1 d . . . . .
C20 C 0.2237(2) 0.04329(12) 0.26765(15) 0.0199(5) Uani 1 1 d . . . . .
C3 C 0.4317(2) 0.12019(14) -0.01347(16) 0.0297(6) Uani 1 1 d . . . . .
H3 H 0.5036 0.1334 -0.0483 0.036 Uiso 1 1 calc R U . . .
C28 C 0.2555(2) -0.05257(13) 0.13922(17) 0.0285(6) Uani 1 1 d . . . . .
H28 H 0.2947 -0.0973 0.1640 0.043 Uiso 1 1 calc R U . . .
H28A H 0.3260 -0.0207 0.1235 0.043 Uiso 1 1 calc R U . . .
H28B H 0.1935 -0.0612 0.0793 0.043 Uiso 1 1 calc R U . . .
C6 C -0.1234(2) 0.17434(12) 0.10956(16) 0.0216(5) Uani 1 1 d . . . . .
C17 C 0.4247(2) 0.24266(12) 0.27496(17) 0.0268(5) Uani 1 1 d . . . . .
H17 H 0.4725 0.2626 0.2229 0.040 Uiso 1 1 calc R U . . .
H17A H 0.4126 0.2791 0.3242 0.040 Uiso 1 1 calc R U . . .
H17B H 0.3376 0.2254 0.2454 0.040 Uiso 1 1 calc R U . . .
C25 C 0.1817(2) -0.01946(12) 0.21765(15) 0.0212(5) Uani 1 1 d . . . . .
C22 C 0.0449(2) 0.02729(12) 0.37065(16) 0.0231(5) Uani 1 1 d . . . . .
H22 H -0.0005 0.0430 0.4238 0.028 Uiso 1 1 calc R U . . .
C16 C 0.5478(2) 0.05920(12) 0.36154(15) 0.0211(5) Uani 1 1 d . . . . .
C14 C 0.6890(2) 0.14862(13) 0.44733(15) 0.0233(5) Uani 1 1 d . . . . .
C8 C -0.0718(2) 0.22399(14) 0.28787(16) 0.0302(6) Uani 1 1 d . . . . .
H8 H -0.0720 0.1762 0.3150 0.045 Uiso 1 1 calc R U . . .
H8A H -0.1609 0.2444 0.2858 0.045 Uiso 1 1 calc R U . . .
H8B H -0.0080 0.2531 0.3301 0.045 Uiso 1 1 calc R U . . .
C2 C 0.3175(2) 0.08353(14) -0.06478(17) 0.0311(6) Uani 1 1 d . . . . .
H2 H 0.3220 0.0619 -0.1274 0.037 Uiso 1 1 calc R U . . .
C19 C 0.5169(2) -0.01830(12) 0.34779(17) 0.0274(6) Uani 1 1 d . . . . .
H19 H 0.5805 -0.0459 0.3923 0.041 Uiso 1 1 calc R U . . .
H19A H 0.5236 -0.0317 0.2789 0.041 Uiso 1 1 calc R U . . .
H19B H 0.4265 -0.0276 0.3633 0.041 Uiso 1 1 calc R U . . .
C7 C -0.0131(2) 0.29567(12) 0.14643(18) 0.0297(6) Uani 1 1 d . . . . .
H7 H 0.0576 0.3192 0.1901 0.045 Uiso 1 1 calc R U . . .
H7A H -0.0962 0.3222 0.1462 0.045 Uiso 1 1 calc R U . . .
H7B H 0.0115 0.2936 0.0789 0.045 Uiso 1 1 calc R U . . .
C10 C -0.1829(2) 0.11210(12) 0.15847(17) 0.0266(5) Uani 1 1 d . . . . .
H10 H -0.2270 0.0808 0.1073 0.040 Uiso 1 1 calc R U . . .
H10A H -0.2479 0.1290 0.2008 0.040 Uiso 1 1 calc R U . . .
H10B H -0.1122 0.0862 0.1989 0.040 Uiso 1 1 calc R U . . .
C27 C -0.1247(2) -0.07059(15) 0.33918(19) 0.0352(6) Uani 1 1 d . . . . .
H27 H -0.2017 -0.0516 0.2969 0.053 Uiso 1 1 calc R U . . .
H27A H -0.1370 -0.0638 0.4090 0.053 Uiso 1 1 calc R U . . .
H27B H -0.1159 -0.1210 0.3258 0.053 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 B1 1.370(3) . ?
O1 C5 1.467(3) . ?
O2 B1 1.369(3) . ?
O2 C6 1.469(3) . ?
N2 B2 1.410(3) . ?
N2 C4 1.418(3) . ?
N2 N1 1.439(2) . ?
C4 C3 1.334(3) . ?
C4 H4 0.9500 . ?
C1 C2 1.328(3) . ?
C1 N1 1.407(3) . ?
C1 H1 0.9500 . ?
N1 B1 1.418(3) . ?
C11 C16 1.414(3) . ?
C11 C12 1.419(3) . ?
C11 B2 1.587(3) . ?
C23 C24 1.384(3) . ?
C23 C22 1.396(3) . ?
C23 C27 1.508(3) . ?
C12 C13 1.393(3) . ?
C12 C17 1.514(3) . ?
C13 C14 1.386(3) . ?
C13 H13 0.9500 . ?
C5 C8 1.515(3) . ?
C5 C7 1.519(3) . ?
C5 C6 1.563(3) . ?
C21 C22 1.393(3) . ?
C21 C20 1.415(3) . ?
C21 C26 1.507(3) . ?
C26 H26 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C9 C6 1.517(3) . ?
C9 H9 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C15 C14 1.382(3) . ?
C15 C16 1.392(3) . ?
C15 H15 0.9500 . ?
C18 C14 1.512(3) . ?
C18 H18 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C24 C25 1.395(3) . ?
C24 H24 0.9500 . ?
B2 C20 1.582(3) . ?
C20 C25 1.411(3) . ?
C3 C2 1.453(3) . ?
C3 H3 0.9500 . ?
C28 C25 1.510(3) . ?
C28 H28 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C6 C10 1.516(3) . ?
C17 H17 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C22 H22 0.9500 . ?
C16 C19 1.511(3) . ?
C8 H8 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C2 H2 0.9500 . ?
C19 H19 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C7 H7 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C10 H10 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C27 H27 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 O1 C5 106.17(17) . . ?
B1 O2 C6 105.76(16) . . ?
B2 N2 C4 126.36(19) . . ?
B2 N2 N1 121.17(18) . . ?
C4 N2 N1 112.21(16) . . ?
C3 C4 N2 119.8(2) . . ?
C3 C4 H4 120.1 . . ?
N2 C4 H4 120.1 . . ?
C2 C1 N1 119.9(2) . . ?
C2 C1 H1 120.0 . . ?
N1 C1 H1 120.0 . . ?
C1 N1 B1 123.90(18) . . ?
C1 N1 N2 115.70(17) . . ?
B1 N1 N2 119.74(17) . . ?
C16 C11 C12 117.03(19) . . ?
C16 C11 B2 121.1(2) . . ?
C12 C11 B2 121.68(19) . . ?
C24 C23 C22 117.7(2) . . ?
C24 C23 C27 121.0(2) . . ?
C22 C23 C27 121.3(2) . . ?
C13 C12 C11 120.2(2) . . ?
C13 C12 C17 117.1(2) . . ?
C11 C12 C17 122.69(19) . . ?
C14 C13 C12 122.3(2) . . ?
C14 C13 H13 118.8 . . ?
C12 C13 H13 118.8 . . ?
O1 C5 C8 108.47(18) . . ?
O1 C5 C7 106.81(18) . . ?
C8 C5 C7 109.9(2) . . ?
O1 C5 C6 102.50(17) . . ?
C8 C5 C6 114.70(19) . . ?
C7 C5 C6 113.78(19) . . ?
C22 C21 C20 120.6(2) . . ?
C22 C21 C26 118.8(2) . . ?
C20 C21 C26 120.7(2) . . ?
C21 C26 H26 109.5 . . ?
C21 C26 H26A 109.5 . . ?
H26 C26 H26A 109.5 . . ?
C21 C26 H26B 109.5 . . ?
H26 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O2 B1 O1 114.7(2) . . ?
O2 B1 N1 121.6(2) . . ?
O1 B1 N1 123.7(2) . . ?
C6 C9 H9 109.5 . . ?
C6 C9 H9A 109.5 . . ?
H9 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C14 C15 C16 121.9(2) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 H15 119.0 . . ?
C14 C18 H18 109.5 . . ?
C14 C18 H18A 109.5 . . ?
H18 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C23 C24 C25 122.3(2) . . ?
C23 C24 H24 118.9 . . ?
C25 C24 H24 118.9 . . ?
N2 B2 C20 118.41(19) . . ?
N2 B2 C11 118.2(2) . . ?
C20 B2 C11 123.34(19) . . ?
C25 C20 C21 117.6(2) . . ?
C25 C20 B2 121.01(19) . . ?
C21 C20 B2 121.4(2) . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C25 C28 H28 109.5 . . ?
C25 C28 H28A 109.5 . . ?
H28 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O2 C6 C10 106.87(18) . . ?
O2 C6 C9 107.92(17) . . ?
C10 C6 C9 111.34(19) . . ?
O2 C6 C5 102.37(16) . . ?
C10 C6 C5 113.43(18) . . ?
C9 C6 C5 114.10(19) . . ?
C12 C17 H17 109.5 . . ?
C12 C17 H17A 109.5 . . ?
H17 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C24 C25 C20 120.1(2) . . ?
C24 C25 C28 116.9(2) . . ?
C20 C25 C28 123.0(2) . . ?
C21 C22 C23 121.5(2) . . ?
C21 C22 H22 119.2 . . ?
C23 C22 H22 119.2 . . ?
C15 C16 C11 120.8(2) . . ?
C15 C16 C19 118.5(2) . . ?
C11 C16 C19 120.69(19) . . ?
C15 C14 C13 117.7(2) . . ?
C15 C14 C18 121.3(2) . . ?
C13 C14 C18 121.0(2) . . ?
C5 C8 H8 109.5 . . ?
C5 C8 H8A 109.5 . . ?
H8 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C1 C2 C3 118.1(2) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C16 C19 H19 109.5 . . ?
C16 C19 H19A 109.5 . . ?
H19 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C5 C7 H7 109.5 . . ?
C5 C7 H7A 109.5 . . ?
H7 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C10 H10 109.5 . . ?
C6 C10 H10A 109.5 . . ?
H10 C10 H10A 109.5 . . ?
C6 C10 H10B 109.5 . . ?
H10 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C23 C27 H27 109.5 . . ?
C23 C27 H27A 109.5 . . ?
H27 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
H27 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
B2 N2 C4 C3 142.8(2) . . . . ?
N1 N2 C4 C3 -31.4(3) . . . . ?
C2 C1 N1 B1 142.8(2) . . . . ?
C2 C1 N1 N2 -27.8(3) . . . . ?
B2 N2 N1 C1 -130.6(2) . . . . ?
C4 N2 N1 C1 43.9(2) . . . . ?
B2 N2 N1 B1 58.4(3) . . . . ?
C4 N2 N1 B1 -127.1(2) . . . . ?
C16 C11 C12 C13 0.7(3) . . . . ?
B2 C11 C12 C13 175.6(2) . . . . ?
C16 C11 C12 C17 -176.9(2) . . . . ?
B2 C11 C12 C17 -2.0(3) . . . . ?
C11 C12 C13 C14 -0.4(3) . . . . ?
C17 C12 C13 C14 177.4(2) . . . . ?
B1 O1 C5 C8 143.90(19) . . . . ?
B1 O1 C5 C7 -97.7(2) . . . . ?
B1 O1 C5 C6 22.2(2) . . . . ?
C6 O2 B1 O1 -12.1(2) . . . . ?
C6 O2 B1 N1 167.4(2) . . . . ?
C5 O1 B1 O2 -7.4(2) . . . . ?
C5 O1 B1 N1 173.0(2) . . . . ?
C1 N1 B1 O2 11.1(3) . . . . ?
N2 N1 B1 O2 -178.59(19) . . . . ?
C1 N1 B1 O1 -169.4(2) . . . . ?
N2 N1 B1 O1 0.9(3) . . . . ?
C22 C23 C24 C25 -2.3(3) . . . . ?
C27 C23 C24 C25 176.6(2) . . . . ?
C4 N2 B2 C20 -159.6(2) . . . . ?
N1 N2 B2 C20 14.1(3) . . . . ?
C4 N2 B2 C11 22.1(3) . . . . ?
N1 N2 B2 C11 -164.16(19) . . . . ?
C16 C11 B2 N2 -127.8(2) . . . . ?
C12 C11 B2 N2 57.5(3) . . . . ?
C16 C11 B2 C20 54.1(3) . . . . ?
C12 C11 B2 C20 -120.6(2) . . . . ?
C22 C21 C20 C25 -4.6(3) . . . . ?
C26 C21 C20 C25 176.23(19) . . . . ?
C22 C21 C20 B2 174.20(19) . . . . ?
C26 C21 C20 B2 -5.0(3) . . . . ?
N2 B2 C20 C25 56.8(3) . . . . ?
C11 B2 C20 C25 -125.0(2) . . . . ?
N2 B2 C20 C21 -121.9(2) . . . . ?
C11 B2 C20 C21 56.3(3) . . . . ?
N2 C4 C3 C2 2.2(4) . . . . ?
B1 O2 C6 C10 -94.7(2) . . . . ?
B1 O2 C6 C9 145.45(19) . . . . ?
B1 O2 C6 C5 24.8(2) . . . . ?
O1 C5 C6 O2 -28.56(19) . . . . ?
C8 C5 C6 O2 -145.90(18) . . . . ?
C7 C5 C6 O2 86.4(2) . . . . ?
O1 C5 C6 C10 86.2(2) . . . . ?
C8 C5 C6 C10 -31.1(3) . . . . ?
C7 C5 C6 C10 -158.9(2) . . . . ?
O1 C5 C6 C9 -144.87(18) . . . . ?
C8 C5 C6 C9 97.8(2) . . . . ?
C7 C5 C6 C9 -29.9(3) . . . . ?
C23 C24 C25 C20 -1.1(3) . . . . ?
C23 C24 C25 C28 176.3(2) . . . . ?
C21 C20 C25 C24 4.5(3) . . . . ?
B2 C20 C25 C24 -174.3(2) . . . . ?
C21 C20 C25 C28 -172.7(2) . . . . ?
B2 C20 C25 C28 8.5(3) . . . . ?
C20 C21 C22 C23 1.2(3) . . . . ?
C26 C21 C22 C23 -179.6(2) . . . . ?
C24 C23 C22 C21 2.2(3) . . . . ?
C27 C23 C22 C21 -176.7(2) . . . . ?
C14 C15 C16 C11 0.8(3) . . . . ?
C14 C15 C16 C19 -179.2(2) . . . . ?
C12 C11 C16 C15 -0.9(3) . . . . ?
B2 C11 C16 C15 -175.9(2) . . . . ?
C12 C11 C16 C19 179.1(2) . . . . ?
B2 C11 C16 C19 4.1(3) . . . . ?
C16 C15 C14 C13 -0.4(3) . . . . ?
C16 C15 C14 C18 178.1(2) . . . . ?
C12 C13 C14 C15 0.2(3) . . . . ?
C12 C13 C14 C18 -178.3(2) . . . . ?
N1 C1 C2 C3 -2.5(4) . . . . ?
C4 C3 C2 C1 16.1(4) . . . . ?

_refine_diff_density_max         0.305
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.067

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5d
_database_code_depnum_ccdc_archive 'CCDC 1583732'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H50 B2 N2 O4'
_chemical_formula_sum            'C40 H50 B2 N2 O4'
_chemical_formula_weight         644.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4242(16)
_cell_length_b                   15.698(3)
_cell_length_c                   28.081(5)
_cell_angle_alpha                89.956(7)
_cell_angle_beta                 87.717(6)
_cell_angle_gamma                89.896(6)
_cell_volume                     3710.7(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    5110
_cell_measurement_theta_min      2.5950
_cell_measurement_theta_max      31.2666

_exptl_crystal_description       Prism
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8650
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            25540
_diffrn_reflns_av_unetI/netI     0.1636
_diffrn_reflns_av_R_equivalents  0.0842
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.059
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.955
_reflns_number_total             12818
_reflns_number_gt                5849
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'


_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0957P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12818
_refine_ls_number_parameters     993
_refine_ls_number_restraints     188
_refine_ls_R_factor_all          0.1958
_refine_ls_R_factor_gt           0.0962
_refine_ls_wR_factor_ref         0.2616
_refine_ls_wR_factor_gt          0.1939
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.3078(5) -0.4766(2) 0.49781(12) 0.0428(10) Uani 1 1 d . . . . .
N3 N 0.7174(5) 0.3126(2) 0.93011(14) 0.0287(10) Uani 1 1 d . . . . .
N4 N 0.7626(5) 0.1590(2) 0.82853(13) 0.0264(9) Uani 1 1 d . . . . .
O6 O 0.6917(5) 0.0227(2) 1.00237(12) 0.0442(10) Uani 1 1 d . . . . .
O3 O 0.2341(5) -0.3852(2) 0.75490(12) 0.0443(10) Uani 1 1 d . . . . .
C41 C 0.7693(6) 0.3191(3) 0.97658(17) 0.0278(11) Uani 1 1 d . . . . .
H103 H 0.7976 0.3736 0.9882 0.033 Uiso 1 1 calc R U . . .
N1 N 0.2848(5) -0.1872(2) 0.57010(14) 0.0295(10) Uani 1 1 d . . . . .
C77 C 0.5633(6) 0.4196(3) 0.82089(18) 0.0357(13) Uani 1 1 d . . . . .
O7 O 0.7657(5) 0.1152(2) 0.74540(12) 0.0460(10) Uani 1 1 d . . . . .
O1 O 0.2122(5) -0.3991(2) 0.43747(12) 0.0455(10) Uani 1 1 d . . . . .
O5 O 0.7870(5) 0.1004(2) 1.06245(12) 0.0450(10) Uani 1 1 d . . . . .
C5 C 0.2718(6) -0.2712(3) 0.59109(17) 0.0279(12) Uani 1 1 d . . . . .
C9 C 0.2754(6) -0.4271(3) 0.65605(17) 0.0292(12) Uani 1 1 d . . . . .
C45 C 0.7292(6) 0.2286(3) 0.90884(17) 0.0276(11) Uani 1 1 d . . . . .
N2 N 0.2380(5) -0.3410(2) 0.67125(13) 0.0262(9) Uani 1 1 d . . . . .
C54 C 0.5684(6) 0.0459(3) 0.84259(17) 0.0344(13) Uani 1 1 d . . . . .
C44 C 0.7149(6) 0.1578(3) 0.94101(16) 0.0285(12) Uani 1 1 d . . . . .
H104 H 0.6866 0.1034 0.9293 0.034 Uiso 1 1 calc R U . . .
C23 C 0.3087(6) -0.0229(3) 0.57458(17) 0.0280(12) Uani 1 1 d . . . . .
C64 C 0.5714(6) 0.5378(3) 0.93669(16) 0.0299(12) Uani 1 1 d . . . . .
C32 C 0.4654(6) -0.1251(3) 0.63622(17) 0.0310(12) Uani 1 1 d . . . . .
C26 C 0.2308(6) 0.1484(3) 0.55058(17) 0.0292(12) Uani 1 1 d . . . . .
C51 C 0.8081(7) -0.0585(3) 0.87758(18) 0.0388(14) Uani 1 1 d . . . . .
H105 H 0.8882 -0.0945 0.8895 0.047 Uiso 1 1 calc R U . . .
O4 O 0.1908(6) -0.2446(2) 0.73934(13) 0.0620(13) Uani 1 1 d . . . . .
C4 C 0.2864(6) -0.3420(3) 0.55803(17) 0.0290(12) Uani 1 1 d . . . . .
H106 H 0.3154 -0.3965 0.5695 0.035 Uiso 1 1 calc R U . . .
C3 C 0.2598(6) -0.3321(3) 0.51158(17) 0.0261(11) Uani 1 1 d . . . . .
C49 C 0.7260(6) 0.0731(3) 0.84408(16) 0.0294(12) Uani 1 1 d . . . . .
C1 C 0.2328(6) -0.1805(3) 0.52319(17) 0.0300(12) Uani 1 1 d . . . . .
H107 H 0.2050 -0.1259 0.5115 0.036 Uiso 1 1 calc R U . . .
C65 C 0.6094(6) 0.6204(3) 0.94808(16) 0.0300(12) Uani 1 1 d . . . . .
H108 H 0.5261 0.6597 0.9555 0.036 Uiso 1 1 calc R U . . .
C14 C 0.4319(6) -0.4548(3) 0.65720(17) 0.0325(12) Uani 1 1 d . . . . .
C24 C 0.4288(6) 0.0375(3) 0.56324(16) 0.0257(11) Uani 1 1 d . . . . .
C43 C 0.7418(6) 0.1680(3) 0.98820(17) 0.0269(11) Uani 1 1 d . . . . .
C8 C 0.2387(6) -0.2731(3) 0.63898(17) 0.0314(12) Uani 1 1 d . . . . .
H109 H 0.2117 -0.2194 0.6527 0.038 Uiso 1 1 calc R U . . .
C74 C 0.2772(6) 0.3338(3) 0.83455(18) 0.0365(13) Uani 1 1 d . . . . .
H110 H 0.1811 0.3028 0.8390 0.044 Uiso 1 1 calc R U . . .
C50 C 0.8471(6) 0.0220(3) 0.86038(17) 0.0317(12) Uani 1 1 d . . . . .
C12 C 0.3469(7) -0.5871(3) 0.62268(19) 0.0449(15) Uani 1 1 d . . . . .
H111 H 0.3719 -0.6422 0.6106 0.054 Uiso 1 1 calc R U . . .
C63 C 0.6919(6) 0.4766(3) 0.92510(17) 0.0282(12) Uani 1 1 d . . . . .
C33 C 0.6125(6) -0.1697(3) 0.63012(17) 0.0301(12) Uani 1 1 d . . . . .
C72 C 0.5353(6) 0.3747(3) 0.86386(17) 0.0287(12) Uani 1 1 d . . . . .
C34 C 0.7243(6) -0.1666(3) 0.66546(18) 0.0383(13) Uani 1 1 d . . . . .
H112 H 0.8211 -0.1972 0.6610 0.046 Uiso 1 1 calc R U . . .
C6 C 0.2576(6) -0.4042(3) 0.47797(19) 0.0347(13) Uani 1 1 d . . . . .
B4 B 0.6496(7) 0.3842(3) 0.9066(2) 0.0274(13) Uani 1 1 d . . . . .
C67 C 0.8840(6) 0.5888(3) 0.93941(17) 0.0325(12) Uani 1 1 d . . . . .
H113 H 0.9918 0.6058 0.9413 0.039 Uiso 1 1 calc R U . . .
O8 O 0.8125(6) 0.2556(2) 0.76058(13) 0.0636(13) Uani 1 1 d . . . . .
C46 C 0.7422(6) 0.0951(3) 1.02200(18) 0.0319(12) Uani 1 1 d . . . . .
C48 C 0.7628(6) 0.2264(3) 0.86111(17) 0.0280(12) Uani 1 1 d . . . . .
H114 H 0.7912 0.2799 0.8475 0.034 Uiso 1 1 calc R U . . .
C56 C 0.4385(6) 0.1005(3) 0.82377(19) 0.0438(14) Uani 1 1 d . . . . .
H49 H 0.4444 0.1577 0.8376 0.066 Uiso 1 1 calc R U . . .
H50 H 0.3352 0.0752 0.8324 0.066 Uiso 1 1 calc R U . . .
H51 H 0.4513 0.1044 0.7890 0.066 Uiso 1 1 calc R U . . .
C11 C 0.1930(7) -0.5581(3) 0.62230(18) 0.0408(14) Uani 1 1 d . . . . .
H115 H 0.1126 -0.5933 0.6101 0.049 Uiso 1 1 calc R U . . .
C68 C 0.8517(6) 0.5052(3) 0.92696(17) 0.0313(12) Uani 1 1 d . . . . .
C25 C 0.3881(6) 0.1206(3) 0.55202(16) 0.0301(12) Uani 1 1 d . . . . .
H116 H 0.4708 0.1602 0.5450 0.036 Uiso 1 1 calc R U . . .
C37 C 0.4377(6) -0.0801(3) 0.67908(17) 0.0362(13) Uani 1 1 d . . . . .
C10 C 0.1545(6) -0.4780(3) 0.63948(17) 0.0331(13) Uani 1 1 d . . . . .
C52 C 0.6517(7) -0.0865(3) 0.87732(19) 0.0442(15) Uani 1 1 d . . . . .
H117 H 0.6255 -0.1414 0.8895 0.053 Uiso 1 1 calc R U . . .
C66 C 0.7667(6) 0.6484(3) 0.94909(17) 0.0325(13) Uani 1 1 d . . . . .
C73 C 0.3902(6) 0.3315(3) 0.86988(17) 0.0323(12) Uani 1 1 d . . . . .
C28 C 0.1493(6) 0.0049(3) 0.57251(18) 0.0345(13) Uani 1 1 d . . . . .
C27 C 0.1140(6) 0.0891(3) 0.56063(17) 0.0336(13) Uani 1 1 d . . . . .
H118 H 0.0058 0.1060 0.5594 0.040 Uiso 1 1 calc R U . . .
C2 C 0.2211(6) -0.2475(3) 0.49466(17) 0.0317(12) Uani 1 1 d . . . . .
H119 H 0.1873 -0.2400 0.4631 0.038 Uiso 1 1 calc R U . . .
C78 C 0.3459(6) 0.2816(3) 0.91528(17) 0.0326(12) Uani 1 1 d . . . . .
H52 H 0.4115 0.2301 0.9166 0.049 Uiso 1 1 calc R U . . .
H53 H 0.2335 0.2656 0.9152 0.049 Uiso 1 1 calc R U . . .
H54 H 0.3642 0.3172 0.9432 0.049 Uiso 1 1 calc R U . . .
C29 C 0.6017(6) 0.0128(3) 0.56111(18) 0.0349(13) Uani 1 1 d . . . . .
H55 H 0.6669 0.0635 0.5547 0.052 Uiso 1 1 calc R U . . .
H56 H 0.6212 -0.0289 0.5356 0.052 Uiso 1 1 calc R U . . .
H57 H 0.6297 -0.0122 0.5916 0.052 Uiso 1 1 calc R U . . .
C47 C 0.6994(7) -0.0521(3) 1.03190(19) 0.0497(16) Uani 1 1 d . . . . .
H58 H 0.8108 -0.0673 1.0363 0.075 Uiso 1 1 calc R U . . .
H59 H 0.6457 -0.0995 1.0165 0.075 Uiso 1 1 calc R U . . .
H60 H 0.6469 -0.0406 1.0630 0.075 Uiso 1 1 calc R U . . .
C40 C 0.2815(6) -0.0343(3) 0.68954(19) 0.0447(14) Uani 1 1 d . . . . .
H61 H 0.2718 0.0136 0.6674 0.067 Uiso 1 1 calc R U . . .
H62 H 0.2785 -0.0129 0.7224 0.067 Uiso 1 1 calc R U . . .
H63 H 0.1932 -0.0739 0.6856 0.067 Uiso 1 1 calc R U . . .
C42 C 0.7809(6) 0.2519(3) 1.00545(17) 0.0312(12) Uani 1 1 d . . . . .
H120 H 0.8146 0.2591 1.0371 0.037 Uiso 1 1 calc R U . . .
C38 C 0.6547(6) -0.2185(3) 0.58503(18) 0.0351(13) Uani 1 1 d . . . . .
H64 H 0.7672 -0.2345 0.5846 0.053 Uiso 1 1 calc R U . . .
H65 H 0.6347 -0.1827 0.5573 0.053 Uiso 1 1 calc R U . . .
H66 H 0.5894 -0.2700 0.5839 0.053 Uiso 1 1 calc R U . . .
C36 C 0.5530(7) -0.0786(3) 0.7132(2) 0.0467(15) Uani 1 1 d . . . . .
H121 H 0.5316 -0.0480 0.7419 0.056 Uiso 1 1 calc R U . . .
C16 C 0.5602(6) -0.4007(3) 0.67696(19) 0.0435(14) Uani 1 1 d . . . . .
H67 H 0.5542 -0.3431 0.6636 0.065 Uiso 1 1 calc R U . . .
H68 H 0.6642 -0.4257 0.6684 0.065 Uiso 1 1 calc R U . . .
H69 H 0.5461 -0.3979 0.7117 0.065 Uiso 1 1 calc R U . . .
C13 C 0.4652(7) -0.5374(3) 0.64034(18) 0.0392(14) Uani 1 1 d . . . . .
H122 H 0.5703 -0.5592 0.6412 0.047 Uiso 1 1 calc R U . . .
C76 C 0.4480(7) 0.4213(4) 0.78703(19) 0.0465(15) Uani 1 1 d . . . . .
H123 H 0.4694 0.4518 0.7583 0.056 Uiso 1 1 calc R U . . .
C30 C 0.1916(7) 0.2391(3) 0.53853(19) 0.0393(14) Uani 1 1 d . . . . .
H70 H 0.1308 0.2405 0.5095 0.059 Uiso 1 1 calc R U . . .
H71 H 0.2901 0.2715 0.5334 0.059 Uiso 1 1 calc R U . . .
H72 H 0.1282 0.2646 0.5649 0.059 Uiso 1 1 calc R U . . .
C71 C 0.8077(7) 0.7391(3) 0.96155(19) 0.0414(14) Uani 1 1 d . . . . .
H73 H 0.8628 0.7398 0.9916 0.062 Uiso 1 1 calc R U . . .
H74 H 0.7100 0.7729 0.9650 0.062 Uiso 1 1 calc R U . . .
H75 H 0.8768 0.7633 0.9362 0.062 Uiso 1 1 calc R U . . .
B2 B 0.3510(7) -0.1150(4) 0.5931(2) 0.0321(14) Uani 1 1 d . . . . .
C69 C 0.9912(6) 0.4463(3) 0.9146(2) 0.0411(14) Uani 1 1 d . . . . .
H76 H 1.0784 0.4795 0.8997 0.062 Uiso 1 1 calc R U . . .
H77 H 0.9578 0.4024 0.8923 0.062 Uiso 1 1 calc R U . . .
H78 H 1.0272 0.4192 0.9437 0.062 Uiso 1 1 calc R U . . .
B3 B 0.7804(8) 0.1777(4) 0.7788(2) 0.0359(15) Uani 1 1 d . . . . .
C70 C 0.3977(6) 0.5126(3) 0.93894(17) 0.0351(13) Uani 1 1 d . . . . .
H79 H 0.3777 0.4735 0.9657 0.053 Uiso 1 1 calc R U . . .
H80 H 0.3716 0.4844 0.9092 0.053 Uiso 1 1 calc R U . . .
H81 H 0.3317 0.5637 0.9434 0.053 Uiso 1 1 calc R U . . .
C31 C 0.0091(6) -0.0541(3) 0.5849(2) 0.0429(14) Uani 1 1 d . . . . .
H82 H -0.0770 -0.0212 0.6006 0.064 Uiso 1 1 calc R U . . .
H83 H 0.0434 -0.0992 0.6064 0.064 Uiso 1 1 calc R U . . .
H84 H -0.0288 -0.0798 0.5557 0.064 Uiso 1 1 calc R U . . .
C80 C 0.7194(7) 0.4658(3) 0.81034(19) 0.0480(16) Uani 1 1 d . . . . .
H85 H 0.7221 0.5181 0.8293 0.072 Uiso 1 1 calc R U . . .
H86 H 0.7285 0.4802 0.7764 0.072 Uiso 1 1 calc R U . . .
H87 H 0.8081 0.4288 0.8185 0.072 Uiso 1 1 calc R U . . .
C35 C 0.6979(7) -0.1200(4) 0.7069(2) 0.0448(15) Uani 1 1 d . . . . .
C58 C 0.7589(13) 0.2514(6) 0.7091(3) 0.041(2) Uani 0.633(10) 1 d . U P A 1
C7 C 0.3011(8) -0.5520(3) 0.4681(2) 0.0553(18) Uani 1 1 d . . . . .
H88 H 0.1903 -0.5643 0.4613 0.083 Uiso 1 1 calc R U . . .
H89 H 0.3466 -0.6005 0.4849 0.083 Uiso 1 1 calc R U . . .
H90 H 0.3620 -0.5421 0.4382 0.083 Uiso 1 1 calc R U . . .
C53 C 0.5347(7) -0.0360(3) 0.85971(18) 0.0411(14) Uani 1 1 d . . . . .
H124 H 0.4290 -0.0570 0.8591 0.049 Uiso 1 1 calc R U . . .
C18 C 0.125(2) -0.2679(11) 0.7911(5) 0.035(4) Uani 0.324(9) 1 d . U P B 1
C62 C 0.855(3) 0.3111(11) 0.6821(9) 0.049(5) Uani 0.633(10) 1 d . U P A 1
H1 H 0.8246 0.3106 0.6488 0.074 Uiso 0.633(10) 1 calc R U P A 1
H2 H 0.8389 0.3684 0.6953 0.074 Uiso 0.633(10) 1 calc R U P A 1
H3 H 0.9672 0.2952 0.6838 0.074 Uiso 0.633(10) 1 calc R U P A 1
B1 B 0.2196(7) -0.3232(4) 0.7212(2) 0.0344(15) Uani 1 1 d . . . . .
C59 C 0.9898(12) 0.1509(8) 0.6914(4) 0.062(3) Uani 0.633(10) 1 d . U P A 1
H4 H 1.0222 0.1794 0.6615 0.093 Uiso 0.633(10) 1 calc R U P A 1
H5 H 1.0436 0.1775 0.7179 0.093 Uiso 0.633(10) 1 calc R U P A 1
H6 H 1.0189 0.0905 0.6895 0.093 Uiso 0.633(10) 1 calc R U P A 1
C57 C 0.8117(13) 0.1591(9) 0.6996(5) 0.039(3) Uani 0.633(10) 1 d . U P A 1
C55 C 1.0144(6) 0.0536(4) 0.8605(2) 0.0475(15) Uani 1 1 d . . . . .
H91 H 1.0504 0.0683 0.8279 0.071 Uiso 1 1 calc R U . . .
H92 H 1.0832 0.0091 0.8729 0.071 Uiso 1 1 calc R U . . .
H93 H 1.0193 0.1043 0.8807 0.071 Uiso 1 1 calc R U . . .
C15 C -0.0134(6) -0.4454(4) 0.6398(2) 0.0500(16) Uani 1 1 d . . . . .
H94 H -0.0180 -0.3940 0.6201 0.075 Uiso 1 1 calc R U . . .
H95 H -0.0491 -0.4318 0.6726 0.075 Uiso 1 1 calc R U . . .
H96 H -0.0826 -0.4892 0.6270 0.075 Uiso 1 1 calc R U . . .
C86 C 0.149(3) -0.1858(12) 0.8175(9) 0.056(6) Uani 0.676(9) 1 d . U P B 2
H25 H 0.1787 -0.1873 0.8509 0.085 Uiso 0.676(9) 1 calc R U P B 2
H26 H 0.1716 -0.1291 0.8042 0.085 Uiso 0.676(9) 1 calc R U P B 2
H27 H 0.0355 -0.1980 0.8156 0.085 Uiso 0.676(9) 1 calc R U P B 2
C61 C 0.5787(10) 0.2617(6) 0.7047(3) 0.042(3) Uani 0.633(10) 1 d . U P A 1
H7 H 0.5233 0.2184 0.7243 0.063 Uiso 0.633(10) 1 calc R U P A 1
H8 H 0.5462 0.3185 0.7158 0.063 Uiso 0.633(10) 1 calc R U P A 1
H9 H 0.5516 0.2547 0.6714 0.063 Uiso 0.633(10) 1 calc R U P A 1
C75 C 0.3038(7) 0.3807(4) 0.7932(2) 0.0462(15) Uani 1 1 d . . . . .
C39 C 0.8211(8) -0.1126(5) 0.7443(2) 0.077(2) Uani 1 1 d . . . . .
H97 H 0.8498 -0.0526 0.7482 0.115 Uiso 1 1 calc R U . . .
H98 H 0.9157 -0.1453 0.7343 0.115 Uiso 1 1 calc R U . . .
H99 H 0.7776 -0.1350 0.7746 0.115 Uiso 1 1 calc R U . . .
C17 C 0.257(3) -0.3330(17) 0.8004(10) 0.048(5) Uani 0.324(9) 1 d . U P B 1
C83 C 0.2761(13) -0.3842(5) 0.8400(3) 0.045(2) Uani 0.676(9) 1 d . U P B 2
H28 H 0.2455 -0.3565 0.8703 0.068 Uiso 0.676(9) 1 calc R U P B 2
H29 H 0.2497 -0.4449 0.8419 0.068 Uiso 0.676(9) 1 calc R U P B 2
H30 H 0.3907 -0.3777 0.8337 0.068 Uiso 0.676(9) 1 calc R U P B 2
C84 C 0.0073(12) -0.3475(8) 0.8084(4) 0.067(3) Uani 0.676(9) 1 d . U P B 2
H31 H -0.0237 -0.3203 0.8387 0.101 Uiso 0.676(9) 1 calc R U P B 2
H32 H -0.0426 -0.3174 0.7823 0.101 Uiso 0.676(9) 1 calc R U P B 2
H33 H -0.0275 -0.4070 0.8089 0.101 Uiso 0.676(9) 1 calc R U P B 2
C20 C 0.414(3) -0.3120(15) 0.8044(8) 0.069(6) Uani 0.324(9) 1 d . U P B 1
H10 H 0.4271 -0.2788 0.8336 0.104 Uiso 0.324(9) 1 calc R U P B 1
H11 H 0.4781 -0.3642 0.8058 0.104 Uiso 0.324(9) 1 calc R U P B 1
H12 H 0.4503 -0.2782 0.7767 0.104 Uiso 0.324(9) 1 calc R U P B 1
C79 C 0.1794(8) 0.3871(5) 0.7559(2) 0.078(2) Uani 1 1 d . . . . .
H100 H 0.1483 0.4468 0.7520 0.118 Uiso 1 1 calc R U . . .
H101 H 0.0861 0.3534 0.7660 0.118 Uiso 1 1 calc R U . . .
H102 H 0.2233 0.3651 0.7255 0.118 Uiso 1 1 calc R U . . .
C91 C 1.045(2) 0.2080(11) 0.7007(6) 0.047(4) Uani 0.367(10) 1 d . U P A 2
H34 H 1.0655 0.1969 0.6667 0.070 Uiso 0.367(10) 1 calc R U P A 2
H35 H 1.1146 0.2538 0.7110 0.070 Uiso 0.367(10) 1 calc R U P A 2
H36 H 1.0655 0.1562 0.7190 0.070 Uiso 0.367(10) 1 calc R U P A 2
C88 C 0.873(2) 0.2346(10) 0.7092(5) 0.039(4) Uani 0.367(10) 1 d . U P A 2
C92 C 0.829(5) 0.3289(18) 0.6852(14) 0.037(6) Uani 0.367(10) 1 d . U P A 2
H37 H 0.7169 0.3421 0.6920 0.056 Uiso 0.367(10) 1 calc R U P A 2
H38 H 0.8953 0.3731 0.6990 0.056 Uiso 0.367(10) 1 calc R U P A 2
H39 H 0.8501 0.3266 0.6507 0.056 Uiso 0.367(10) 1 calc R U P A 2
C90 C 0.585(2) 0.1882(14) 0.6953(7) 0.072(6) Uani 0.367(10) 1 d . U P A 2
H40 H 0.5751 0.2175 0.6648 0.108 Uiso 0.367(10) 1 calc R U P A 2
H41 H 0.5137 0.1389 0.6968 0.108 Uiso 0.367(10) 1 calc R U P A 2
H42 H 0.5566 0.2274 0.7214 0.108 Uiso 0.367(10) 1 calc R U P A 2
C60 C 0.7255(14) 0.1158(6) 0.6605(3) 0.044(3) Uani 0.633(10) 1 d . U P A 1
H13 H 0.7534 0.1434 0.6300 0.065 Uiso 0.633(10) 1 calc R U P A 1
H14 H 0.7562 0.0556 0.6590 0.065 Uiso 0.633(10) 1 calc R U P A 1
H15 H 0.6106 0.1204 0.6670 0.065 Uiso 0.633(10) 1 calc R U P A 1
C87 C 0.752(3) 0.159(2) 0.6998(12) 0.060(6) Uani 0.367(10) 1 d . U P A 2
C21 C -0.047(2) -0.2905(12) 0.7990(6) 0.047(5) Uani 0.324(9) 1 d . U P B 1
H16 H -0.1133 -0.2414 0.7912 0.071 Uiso 0.324(9) 1 calc R U P B 1
H17 H -0.0732 -0.3387 0.7785 0.071 Uiso 0.324(9) 1 calc R U P B 1
H18 H -0.0676 -0.3063 0.8325 0.071 Uiso 0.324(9) 1 calc R U P B 1
C19 C 0.181(3) -0.4086(14) 0.8378(7) 0.062(6) Uani 0.324(9) 1 d . U P B 1
H19 H 0.0687 -0.4177 0.8314 0.093 Uiso 0.324(9) 1 calc R U P B 1
H20 H 0.2397 -0.4620 0.8327 0.093 Uiso 0.324(9) 1 calc R U P B 1
H21 H 0.1906 -0.3899 0.8708 0.093 Uiso 0.324(9) 1 calc R U P B 1
C22 C 0.172(5) -0.173(2) 0.8155(16) 0.028(6) Uani 0.324(9) 1 d . U P B 1
H22 H 0.2848 -0.1614 0.8093 0.043 Uiso 0.324(9) 1 calc R U P B 1
H23 H 0.1084 -0.1277 0.8014 0.043 Uiso 0.324(9) 1 calc R U P B 1
H24 H 0.1488 -0.1749 0.8500 0.043 Uiso 0.324(9) 1 calc R U P B 1
C81 C 0.1889(12) -0.3440(7) 0.8008(4) 0.041(3) Uani 0.676(9) 1 d . U P B 2
C85 C 0.4219(10) -0.2383(6) 0.7953(3) 0.049(3) Uani 0.676(9) 1 d . U P B 2
H43 H 0.4773 -0.2826 0.7765 0.073 Uiso 0.676(9) 1 calc R U P B 2
H44 H 0.4548 -0.1821 0.7834 0.073 Uiso 0.676(9) 1 calc R U P B 2
H45 H 0.4486 -0.2439 0.8288 0.073 Uiso 0.676(9) 1 calc R U P B 2
C82 C 0.2391(12) -0.2485(5) 0.7908(3) 0.040(2) Uani 0.676(9) 1 d . U P B 2
C89 C 0.823(3) 0.0912(13) 0.6636(8) 0.078(6) Uani 0.367(10) 1 d . U P A 2
H46 H 0.8201 0.1138 0.6311 0.116 Uiso 0.367(10) 1 calc R U P A 2
H47 H 0.9336 0.0790 0.6712 0.116 Uiso 0.367(10) 1 calc R U P A 2
H48 H 0.7609 0.0386 0.6660 0.116 Uiso 0.367(10) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C6 1.341(6) . ?
O2 C7 1.450(6) . ?
N3 C41 1.397(6) . ?
N3 B4 1.432(6) . ?
N3 C45 1.450(6) . ?
N4 C48 1.399(6) . ?
N4 B3 1.430(7) . ?
N4 C49 1.447(6) . ?
O6 C46 1.341(5) . ?
O6 C47 1.441(5) . ?
O3 B1 1.365(6) . ?
O3 C81 1.479(13) . ?
O3 C17 1.54(3) . ?
C41 C42 1.336(6) . ?
C41 H103 0.9500 . ?
N1 C1 1.409(6) . ?
N1 B2 1.430(7) . ?
N1 C5 1.446(5) . ?
C77 C76 1.386(7) . ?
C77 C72 1.409(6) . ?
C77 C80 1.521(7) . ?
O7 B3 1.367(7) . ?
O7 C87 1.46(3) . ?
O7 C57 1.496(15) . ?
O1 C6 1.217(6) . ?
O5 C46 1.214(5) . ?
C5 C8 1.363(6) . ?
C5 C4 1.450(7) . ?
C9 C14 1.389(7) . ?
C9 C10 1.390(7) . ?
C9 N2 1.449(6) . ?
C45 C48 1.359(6) . ?
C45 C44 1.435(6) . ?
N2 C8 1.398(6) . ?
N2 B1 1.433(7) . ?
C54 C49 1.397(7) . ?
C54 C53 1.399(7) . ?
C54 C56 1.501(7) . ?
C44 C43 1.363(6) . ?
C44 H104 0.9500 . ?
C23 C24 1.414(6) . ?
C23 C28 1.415(7) . ?
C23 B2 1.582(7) . ?
C64 C65 1.378(6) . ?
C64 C63 1.425(7) . ?
C64 C70 1.515(7) . ?
C32 C37 1.407(7) . ?
C32 C33 1.427(7) . ?
C32 B2 1.585(7) . ?
C26 C27 1.377(6) . ?
C26 C25 1.397(7) . ?
C26 C30 1.503(6) . ?
C51 C50 1.388(6) . ?
C51 C52 1.390(7) . ?
C51 H105 0.9500 . ?
O4 B1 1.353(7) . ?
O4 C82 1.518(8) . ?
O4 C18 1.577(16) . ?
C4 C3 1.341(6) . ?
C4 H106 0.9500 . ?
C3 C2 1.450(6) . ?
C3 C6 1.475(7) . ?
C49 C50 1.389(7) . ?
C1 C2 1.329(6) . ?
C1 H107 0.9500 . ?
C65 C66 1.398(7) . ?
C65 H108 0.9500 . ?
C14 C13 1.406(7) . ?
C14 C16 1.500(7) . ?
C24 C25 1.386(6) . ?
C24 C29 1.506(6) . ?
C43 C42 1.447(6) . ?
C43 C46 1.486(6) . ?
C8 H109 0.9500 . ?
C74 C75 1.384(7) . ?
C74 C73 1.402(7) . ?
C74 H110 0.9500 . ?
C50 C55 1.495(7) . ?
C12 C11 1.374(7) . ?
C12 C13 1.374(7) . ?
C12 H111 0.9500 . ?
C63 C68 1.423(7) . ?
C63 B4 1.587(7) . ?
C33 C34 1.396(6) . ?
C33 C38 1.510(7) . ?
C72 C73 1.403(7) . ?
C72 B4 1.575(7) . ?
C34 C35 1.385(7) . ?
C34 H112 0.9500 . ?
C67 C66 1.378(7) . ?
C67 C68 1.390(6) . ?
C67 H113 0.9500 . ?
O8 B3 1.348(6) . ?
O8 C58 1.533(9) . ?
O8 C88 1.545(16) . ?
C48 H114 0.9500 . ?
C56 H49 0.9800 . ?
C56 H50 0.9800 . ?
C56 H51 0.9800 . ?
C11 C10 1.380(7) . ?
C11 H115 0.9500 . ?
C68 C69 1.523(7) . ?
C25 H116 0.9500 . ?
C37 C36 1.391(7) . ?
C37 C40 1.518(7) . ?
C10 C15 1.503(7) . ?
C52 C53 1.371(7) . ?
C52 H117 0.9500 . ?
C66 C71 1.511(6) . ?
C73 C78 1.529(6) . ?
C28 C27 1.397(6) . ?
C28 C31 1.532(7) . ?
C27 H118 0.9500 . ?
C2 H119 0.9500 . ?
C78 H52 0.9800 . ?
C78 H53 0.9800 . ?
C78 H54 0.9800 . ?
C29 H55 0.9800 . ?
C29 H56 0.9800 . ?
C29 H57 0.9800 . ?
C47 H58 0.9800 . ?
C47 H59 0.9800 . ?
C47 H60 0.9800 . ?
C40 H61 0.9800 . ?
C40 H62 0.9800 . ?
C40 H63 0.9800 . ?
C42 H120 0.9500 . ?
C38 H64 0.9800 . ?
C38 H65 0.9800 . ?
C38 H66 0.9800 . ?
C36 C35 1.387(7) . ?
C36 H121 0.9500 . ?
C16 H67 0.9800 . ?
C16 H68 0.9800 . ?
C16 H69 0.9800 . ?
C13 H122 0.9500 . ?
C76 C75 1.378(7) . ?
C76 H123 0.9500 . ?
C30 H70 0.9800 . ?
C30 H71 0.9800 . ?
C30 H72 0.9800 . ?
C71 H73 0.9800 . ?
C71 H74 0.9800 . ?
C71 H75 0.9800 . ?
C69 H76 0.9800 . ?
C69 H77 0.9800 . ?
C69 H78 0.9800 . ?
C70 H79 0.9800 . ?
C70 H80 0.9800 . ?
C70 H81 0.9800 . ?
C31 H82 0.9800 . ?
C31 H83 0.9800 . ?
C31 H84 0.9800 . ?
C80 H85 0.9800 . ?
C80 H86 0.9800 . ?
C80 H87 0.9800 . ?
C35 C39 1.510(7) . ?
C58 C62 1.44(2) . ?
C58 C57 1.535(17) . ?
C58 C61 1.536(13) . ?
C7 H88 0.9800 . ?
C7 H89 0.9800 . ?
C7 H90 0.9800 . ?
C53 H124 0.9500 . ?
C18 C21 1.50(2) . ?
C18 C17 1.54(3) . ?
C18 C22 1.70(4) . ?
C62 H1 0.9800 . ?
C62 H2 0.9800 . ?
C62 H3 0.9800 . ?
C59 C57 1.514(14) . ?
C59 H4 0.9800 . ?
C59 H5 0.9800 . ?
C59 H6 0.9800 . ?
C57 C60 1.506(16) . ?
C55 H91 0.9800 . ?
C55 H92 0.9800 . ?
C55 H93 0.9800 . ?
C15 H94 0.9800 . ?
C15 H95 0.9800 . ?
C15 H96 0.9800 . ?
C86 C82 1.43(2) . ?
C86 H25 0.9800 . ?
C86 H26 0.9800 . ?
C86 H27 0.9800 . ?
C61 H7 0.9800 . ?
C61 H8 0.9800 . ?
C61 H9 0.9800 . ?
C75 C79 1.515(7) . ?
C39 H97 0.9800 . ?
C39 H98 0.9800 . ?
C39 H99 0.9800 . ?
C17 C20 1.38(3) . ?
C17 C19 1.69(3) . ?
C83 C81 1.487(14) . ?
C83 H28 0.9800 . ?
C83 H29 0.9800 . ?
C83 H30 0.9800 . ?
C84 C81 1.537(14) . ?
C84 H31 0.9800 . ?
C84 H32 0.9800 . ?
C84 H33 0.9800 . ?
C20 H10 0.9800 . ?
C20 H11 0.9800 . ?
C20 H12 0.9800 . ?
C79 H100 0.9800 . ?
C79 H101 0.9800 . ?
C79 H102 0.9800 . ?
C91 C88 1.52(2) . ?
C91 H34 0.9800 . ?
C91 H35 0.9800 . ?
C91 H36 0.9800 . ?
C88 C87 1.60(3) . ?
C88 C92 1.67(3) . ?
C92 H37 0.9800 . ?
C92 H38 0.9800 . ?
C92 H39 0.9800 . ?
C90 C87 1.49(3) . ?
C90 H40 0.9800 . ?
C90 H41 0.9800 . ?
C90 H42 0.9800 . ?
C60 H13 0.9800 . ?
C60 H14 0.9800 . ?
C60 H15 0.9800 . ?
C87 C89 1.57(4) . ?
C21 H16 0.9800 . ?
C21 H17 0.9800 . ?
C21 H18 0.9800 . ?
C19 H19 0.9800 . ?
C19 H20 0.9800 . ?
C19 H21 0.9800 . ?
C22 H22 0.9800 . ?
C22 H23 0.9800 . ?
C22 H24 0.9800 . ?
C81 C82 1.581(14) . ?
C85 C82 1.559(12) . ?
C85 H43 0.9800 . ?
C85 H44 0.9800 . ?
C85 H45 0.9800 . ?
C89 H46 0.9800 . ?
C89 H47 0.9800 . ?
C89 H48 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 O2 C7 115.6(4) . . ?
C41 N3 B4 121.3(4) . . ?
C41 N3 C45 115.6(4) . . ?
B4 N3 C45 123.0(4) . . ?
C48 N4 B3 118.8(4) . . ?
C48 N4 C49 120.9(4) . . ?
B3 N4 C49 119.9(4) . . ?
C46 O6 C47 115.6(4) . . ?
B1 O3 C81 105.4(6) . . ?
B1 O3 C17 102.3(11) . . ?
C42 C41 N3 122.8(4) . . ?
C42 C41 H103 118.6 . . ?
N3 C41 H103 118.6 . . ?
C1 N1 B2 120.4(4) . . ?
C1 N1 C5 115.3(4) . . ?
B2 N1 C5 124.3(4) . . ?
C76 C77 C72 119.9(5) . . ?
C76 C77 C80 118.8(5) . . ?
C72 C77 C80 121.3(5) . . ?
B3 O7 C87 106.1(13) . . ?
B3 O7 C57 103.3(6) . . ?
C8 C5 N1 115.5(4) . . ?
C8 C5 C4 128.6(4) . . ?
N1 C5 C4 115.7(4) . . ?
C14 C9 C10 122.5(5) . . ?
C14 C9 N2 118.6(4) . . ?
C10 C9 N2 118.9(4) . . ?
C48 C45 C44 127.5(5) . . ?
C48 C45 N3 116.0(4) . . ?
C44 C45 N3 116.3(4) . . ?
C8 N2 B1 118.9(4) . . ?
C8 N2 C9 121.6(4) . . ?
B1 N2 C9 118.9(4) . . ?
C49 C54 C53 116.9(5) . . ?
C49 C54 C56 122.9(4) . . ?
C53 C54 C56 120.3(5) . . ?
C43 C44 C45 120.5(4) . . ?
C43 C44 H104 119.7 . . ?
C45 C44 H104 119.7 . . ?
C24 C23 C28 117.2(4) . . ?
C24 C23 B2 121.3(4) . . ?
C28 C23 B2 121.4(4) . . ?
C65 C64 C63 121.1(5) . . ?
C65 C64 C70 118.1(5) . . ?
C63 C64 C70 120.7(4) . . ?
C37 C32 C33 117.5(5) . . ?
C37 C32 B2 121.3(5) . . ?
C33 C32 B2 120.5(5) . . ?
C27 C26 C25 117.0(4) . . ?
C27 C26 C30 121.7(5) . . ?
C25 C26 C30 121.2(4) . . ?
C50 C51 C52 120.0(5) . . ?
C50 C51 H105 120.0 . . ?
C52 C51 H105 120.0 . . ?
B1 O4 C82 105.8(5) . . ?
B1 O4 C18 100.8(7) . . ?
C3 C4 C5 121.4(4) . . ?
C3 C4 H106 119.3 . . ?
C5 C4 H106 119.3 . . ?
C4 C3 C2 118.2(4) . . ?
C4 C3 C6 122.7(4) . . ?
C2 C3 C6 119.0(4) . . ?
C50 C49 C54 123.0(4) . . ?
C50 C49 N4 119.1(4) . . ?
C54 C49 N4 117.9(4) . . ?
C2 C1 N1 122.6(4) . . ?
C2 C1 H107 118.7 . . ?
N1 C1 H107 118.7 . . ?
C64 C65 C66 122.1(5) . . ?
C64 C65 H108 119.0 . . ?
C66 C65 H108 119.0 . . ?
C9 C14 C13 117.1(5) . . ?
C9 C14 C16 122.1(5) . . ?
C13 C14 C16 120.8(5) . . ?
C25 C24 C23 120.1(5) . . ?
C25 C24 C29 118.6(4) . . ?
C23 C24 C29 121.3(4) . . ?
C44 C43 C42 118.8(4) . . ?
C44 C43 C46 122.3(4) . . ?
C42 C43 C46 118.7(4) . . ?
C5 C8 N2 130.6(5) . . ?
C5 C8 H109 114.7 . . ?
N2 C8 H109 114.7 . . ?
C75 C74 C73 121.0(5) . . ?
C75 C74 H110 119.5 . . ?
C73 C74 H110 119.5 . . ?
C51 C50 C49 118.2(5) . . ?
C51 C50 C55 120.9(5) . . ?
C49 C50 C55 120.9(4) . . ?
C11 C12 C13 120.9(5) . . ?
C11 C12 H111 119.6 . . ?
C13 C12 H111 119.6 . . ?
C68 C63 C64 116.4(4) . . ?
C68 C63 B4 121.8(4) . . ?
C64 C63 B4 121.6(4) . . ?
C34 C33 C32 120.2(5) . . ?
C34 C33 C38 118.2(5) . . ?
C32 C33 C38 121.5(4) . . ?
C73 C72 C77 117.5(5) . . ?
C73 C72 B4 120.7(4) . . ?
C77 C72 B4 121.1(4) . . ?
C35 C34 C33 121.8(5) . . ?
C35 C34 H112 119.1 . . ?
C33 C34 H112 119.1 . . ?
O1 C6 O2 124.0(5) . . ?
O1 C6 C3 124.1(5) . . ?
O2 C6 C3 111.9(4) . . ?
N3 B4 C72 122.9(4) . . ?
N3 B4 C63 117.8(4) . . ?
C72 B4 C63 119.3(4) . . ?
C66 C67 C68 122.9(5) . . ?
C66 C67 H113 118.5 . . ?
C68 C67 H113 118.5 . . ?
B3 O8 C58 104.8(5) . . ?
B3 O8 C88 102.4(7) . . ?
O5 C46 O6 124.0(4) . . ?
O5 C46 C43 123.5(4) . . ?
O6 C46 C43 112.4(4) . . ?
C45 C48 N4 131.3(4) . . ?
C45 C48 H114 114.4 . . ?
N4 C48 H114 114.4 . . ?
C54 C56 H49 109.5 . . ?
C54 C56 H50 109.5 . . ?
H49 C56 H50 109.5 . . ?
C54 C56 H51 109.5 . . ?
H49 C56 H51 109.5 . . ?
H50 C56 H51 109.5 . . ?
C12 C11 C10 120.4(5) . . ?
C12 C11 H115 119.8 . . ?
C10 C11 H115 119.8 . . ?
C67 C68 C63 120.3(5) . . ?
C67 C68 C69 118.2(4) . . ?
C63 C68 C69 121.5(4) . . ?
C24 C25 C26 122.8(4) . . ?
C24 C25 H116 118.6 . . ?
C26 C25 H116 118.6 . . ?
C36 C37 C32 120.1(5) . . ?
C36 C37 C40 118.8(5) . . ?
C32 C37 C40 121.1(5) . . ?
C11 C10 C9 118.5(5) . . ?
C11 C10 C15 121.2(5) . . ?
C9 C10 C15 120.3(5) . . ?
C53 C52 C51 120.9(5) . . ?
C53 C52 H117 119.5 . . ?
C51 C52 H117 119.5 . . ?
C67 C66 C65 117.1(5) . . ?
C67 C66 C71 121.0(5) . . ?
C65 C66 C71 121.9(5) . . ?
C74 C73 C72 121.0(5) . . ?
C74 C73 C78 116.9(4) . . ?
C72 C73 C78 122.1(4) . . ?
C27 C28 C23 120.7(4) . . ?
C27 C28 C31 117.3(5) . . ?
C23 C28 C31 121.9(4) . . ?
C26 C27 C28 122.1(5) . . ?
C26 C27 H118 118.9 . . ?
C28 C27 H118 118.9 . . ?
C1 C2 C3 120.3(4) . . ?
C1 C2 H119 119.9 . . ?
C3 C2 H119 119.9 . . ?
C73 C78 H52 109.5 . . ?
C73 C78 H53 109.5 . . ?
H52 C78 H53 109.5 . . ?
C73 C78 H54 109.5 . . ?
H52 C78 H54 109.5 . . ?
H53 C78 H54 109.5 . . ?
C24 C29 H55 109.5 . . ?
C24 C29 H56 109.5 . . ?
H55 C29 H56 109.5 . . ?
C24 C29 H57 109.5 . . ?
H55 C29 H57 109.5 . . ?
H56 C29 H57 109.5 . . ?
O6 C47 H58 109.5 . . ?
O6 C47 H59 109.5 . . ?
H58 C47 H59 109.5 . . ?
O6 C47 H60 109.5 . . ?
H58 C47 H60 109.5 . . ?
H59 C47 H60 109.5 . . ?
C37 C40 H61 109.5 . . ?
C37 C40 H62 109.5 . . ?
H61 C40 H62 109.5 . . ?
C37 C40 H63 109.5 . . ?
H61 C40 H63 109.5 . . ?
H62 C40 H63 109.5 . . ?
C41 C42 C43 119.5(5) . . ?
C41 C42 H120 120.2 . . ?
C43 C42 H120 120.2 . . ?
C33 C38 H64 109.5 . . ?
C33 C38 H65 109.5 . . ?
H64 C38 H65 109.5 . . ?
C33 C38 H66 109.5 . . ?
H64 C38 H66 109.5 . . ?
H65 C38 H66 109.5 . . ?
C35 C36 C37 122.6(5) . . ?
C35 C36 H121 118.7 . . ?
C37 C36 H121 118.7 . . ?
C14 C16 H67 109.5 . . ?
C14 C16 H68 109.5 . . ?
H67 C16 H68 109.5 . . ?
C14 C16 H69 109.5 . . ?
H67 C16 H69 109.5 . . ?
H68 C16 H69 109.5 . . ?
C12 C13 C14 120.6(5) . . ?
C12 C13 H122 119.7 . . ?
C14 C13 H122 119.7 . . ?
C75 C76 C77 122.9(5) . . ?
C75 C76 H123 118.5 . . ?
C77 C76 H123 118.5 . . ?
C26 C30 H70 109.5 . . ?
C26 C30 H71 109.5 . . ?
H70 C30 H71 109.5 . . ?
C26 C30 H72 109.5 . . ?
H70 C30 H72 109.5 . . ?
H71 C30 H72 109.5 . . ?
C66 C71 H73 109.5 . . ?
C66 C71 H74 109.5 . . ?
H73 C71 H74 109.5 . . ?
C66 C71 H75 109.5 . . ?
H73 C71 H75 109.5 . . ?
H74 C71 H75 109.5 . . ?
N1 B2 C23 118.7(5) . . ?
N1 B2 C32 121.9(5) . . ?
C23 B2 C32 119.5(4) . . ?
C68 C69 H76 109.5 . . ?
C68 C69 H77 109.5 . . ?
H76 C69 H77 109.5 . . ?
C68 C69 H78 109.5 . . ?
H76 C69 H78 109.5 . . ?
H77 C69 H78 109.5 . . ?
O8 B3 O7 114.5(5) . . ?
O8 B3 N4 124.6(5) . . ?
O7 B3 N4 120.9(5) . . ?
C64 C70 H79 109.5 . . ?
C64 C70 H80 109.5 . . ?
H79 C70 H80 109.5 . . ?
C64 C70 H81 109.5 . . ?
H79 C70 H81 109.5 . . ?
H80 C70 H81 109.5 . . ?
C28 C31 H82 109.5 . . ?
C28 C31 H83 109.5 . . ?
H82 C31 H83 109.5 . . ?
C28 C31 H84 109.5 . . ?
H82 C31 H84 109.5 . . ?
H83 C31 H84 109.5 . . ?
C77 C80 H85 109.5 . . ?
C77 C80 H86 109.5 . . ?
H85 C80 H86 109.5 . . ?
C77 C80 H87 109.5 . . ?
H85 C80 H87 109.5 . . ?
H86 C80 H87 109.5 . . ?
C34 C35 C36 117.7(5) . . ?
C34 C35 C39 122.3(5) . . ?
C36 C35 C39 120.0(5) . . ?
C62 C58 O8 106.7(11) . . ?
C62 C58 C57 111.8(12) . . ?
O8 C58 C57 96.3(7) . . ?
C62 C58 C61 115.4(11) . . ?
O8 C58 C61 113.6(7) . . ?
C57 C58 C61 111.4(9) . . ?
O2 C7 H88 109.5 . . ?
O2 C7 H89 109.5 . . ?
H88 C7 H89 109.5 . . ?
O2 C7 H90 109.5 . . ?
H88 C7 H90 109.5 . . ?
H89 C7 H90 109.5 . . ?
C52 C53 C54 121.0(5) . . ?
C52 C53 H124 119.5 . . ?
C54 C53 H124 119.5 . . ?
C21 C18 C17 121.1(18) . . ?
C21 C18 O4 119.7(13) . . ?
C17 C18 O4 94.6(15) . . ?
C21 C18 C22 113(2) . . ?
C17 C18 C22 109(2) . . ?
O4 C18 C22 95.1(18) . . ?
C58 C62 H1 109.5 . . ?
C58 C62 H2 109.5 . . ?
H1 C62 H2 109.5 . . ?
C58 C62 H3 109.5 . . ?
H1 C62 H3 109.5 . . ?
H2 C62 H3 109.5 . . ?
O4 B1 O3 114.1(5) . . ?
O4 B1 N2 123.8(5) . . ?
O3 B1 N2 122.1(5) . . ?
C57 C59 H4 109.5 . . ?
C57 C59 H5 109.5 . . ?
H4 C59 H5 109.5 . . ?
C57 C59 H6 109.5 . . ?
H4 C59 H6 109.5 . . ?
H5 C59 H6 109.5 . . ?
O7 C57 C60 107.6(10) . . ?
O7 C57 C59 108.3(9) . . ?
C60 C57 C59 110.8(10) . . ?
O7 C57 C58 102.9(9) . . ?
C60 C57 C58 114.1(10) . . ?
C59 C57 C58 112.6(12) . . ?
C50 C55 H91 109.5 . . ?
C50 C55 H92 109.5 . . ?
H91 C55 H92 109.5 . . ?
C50 C55 H93 109.5 . . ?
H91 C55 H93 109.5 . . ?
H92 C55 H93 109.5 . . ?
C10 C15 H94 109.5 . . ?
C10 C15 H95 109.5 . . ?
H94 C15 H95 109.5 . . ?
C10 C15 H96 109.5 . . ?
H94 C15 H96 109.5 . . ?
H95 C15 H96 109.5 . . ?
C82 C86 H25 109.5 . . ?
C82 C86 H26 109.5 . . ?
H25 C86 H26 109.5 . . ?
C82 C86 H27 109.5 . . ?
H25 C86 H27 109.5 . . ?
H26 C86 H27 109.5 . . ?
C58 C61 H7 109.5 . . ?
C58 C61 H8 109.5 . . ?
H7 C61 H8 109.5 . . ?
C58 C61 H9 109.5 . . ?
H7 C61 H9 109.5 . . ?
H8 C61 H9 109.5 . . ?
C76 C75 C74 117.7(5) . . ?
C76 C75 C79 120.9(5) . . ?
C74 C75 C79 121.4(5) . . ?
C35 C39 H97 109.5 . . ?
C35 C39 H98 109.5 . . ?
H97 C39 H98 109.5 . . ?
C35 C39 H99 109.5 . . ?
H97 C39 H99 109.5 . . ?
H98 C39 H99 109.5 . . ?
C20 C17 O3 110(2) . . ?
C20 C17 C18 124(2) . . ?
O3 C17 C18 95.6(17) . . ?
C20 C17 C19 117(2) . . ?
O3 C17 C19 94.9(16) . . ?
C18 C17 C19 108(2) . . ?
C81 C83 H28 109.5 . . ?
C81 C83 H29 109.5 . . ?
H28 C83 H29 109.5 . . ?
C81 C83 H30 109.5 . . ?
H28 C83 H30 109.5 . . ?
H29 C83 H30 109.5 . . ?
C81 C84 H31 109.5 . . ?
C81 C84 H32 109.5 . . ?
H31 C84 H32 109.5 . . ?
C81 C84 H33 109.5 . . ?
H31 C84 H33 109.5 . . ?
H32 C84 H33 109.5 . . ?
C17 C20 H10 109.5 . . ?
C17 C20 H11 109.5 . . ?
H10 C20 H11 109.5 . . ?
C17 C20 H12 109.5 . . ?
H10 C20 H12 109.5 . . ?
H11 C20 H12 109.5 . . ?
C75 C79 H100 109.5 . . ?
C75 C79 H101 109.5 . . ?
H100 C79 H101 109.5 . . ?
C75 C79 H102 109.5 . . ?
H100 C79 H102 109.5 . . ?
H101 C79 H102 109.5 . . ?
C88 C91 H34 109.5 . . ?
C88 C91 H35 109.5 . . ?
H34 C91 H35 109.5 . . ?
C88 C91 H36 109.5 . . ?
H34 C91 H36 109.5 . . ?
H35 C91 H36 109.5 . . ?
C91 C88 O8 118.7(12) . . ?
C91 C88 C87 112.5(18) . . ?
O8 C88 C87 97.2(15) . . ?
C91 C88 C92 113.7(18) . . ?
O8 C88 C92 96.9(16) . . ?
C87 C88 C92 116(2) . . ?
C88 C92 H37 109.5 . . ?
C88 C92 H38 109.5 . . ?
H37 C92 H38 109.5 . . ?
C88 C92 H39 109.5 . . ?
H37 C92 H39 109.5 . . ?
H38 C92 H39 109.5 . . ?
C87 C90 H40 109.5 . . ?
C87 C90 H41 109.5 . . ?
H40 C90 H41 109.5 . . ?
C87 C90 H42 109.5 . . ?
H40 C90 H42 109.5 . . ?
H41 C90 H42 109.5 . . ?
C57 C60 H13 109.5 . . ?
C57 C60 H14 109.5 . . ?
H13 C60 H14 109.5 . . ?
C57 C60 H15 109.5 . . ?
H13 C60 H15 109.5 . . ?
H14 C60 H15 109.5 . . ?
O7 C87 C90 109(2) . . ?
O7 C87 C89 102(2) . . ?
C90 C87 C89 120(2) . . ?
O7 C87 C88 97.5(18) . . ?
C90 C87 C88 113(2) . . ?
C89 C87 C88 112(2) . . ?
C18 C21 H16 109.5 . . ?
C18 C21 H17 109.5 . . ?
H16 C21 H17 109.5 . . ?
C18 C21 H18 109.5 . . ?
H16 C21 H18 109.5 . . ?
H17 C21 H18 109.5 . . ?
C17 C19 H19 109.5 . . ?
C17 C19 H20 109.5 . . ?
H19 C19 H20 109.5 . . ?
C17 C19 H21 109.5 . . ?
H19 C19 H21 109.5 . . ?
H20 C19 H21 109.5 . . ?
C18 C22 H22 109.5 . . ?
C18 C22 H23 109.5 . . ?
H22 C22 H23 109.5 . . ?
C18 C22 H24 109.5 . . ?
H22 C22 H24 109.5 . . ?
H23 C22 H24 109.5 . . ?
O3 C81 C83 110.0(9) . . ?
O3 C81 C84 108.9(8) . . ?
C83 C81 C84 113.6(8) . . ?
O3 C81 C82 101.7(7) . . ?
C83 C81 C82 113.3(9) . . ?
C84 C81 C82 108.5(10) . . ?
C82 C85 H43 109.5 . . ?
C82 C85 H44 109.5 . . ?
H43 C85 H44 109.5 . . ?
C82 C85 H45 109.5 . . ?
H43 C85 H45 109.5 . . ?
H44 C85 H45 109.5 . . ?
C86 C82 O4 108.3(11) . . ?
C86 C82 C85 112.9(12) . . ?
O4 C82 C85 112.1(7) . . ?
C86 C82 C81 115.2(12) . . ?
O4 C82 C81 97.2(7) . . ?
C85 C82 C81 110.0(8) . . ?
C87 C89 H46 109.5 . . ?
C87 C89 H47 109.5 . . ?
H46 C89 H47 109.5 . . ?
C87 C89 H48 109.5 . . ?
H46 C89 H48 109.5 . . ?
H47 C89 H48 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
B4 N3 C41 C42 156.2(5) . . . . ?
C45 N3 C41 C42 -20.8(7) . . . . ?
C1 N1 C5 C8 -146.6(4) . . . . ?
B2 N1 C5 C8 35.9(7) . . . . ?
C1 N1 C5 C4 29.9(6) . . . . ?
B2 N1 C5 C4 -147.6(5) . . . . ?
C41 N3 C45 C48 -146.2(4) . . . . ?
B4 N3 C45 C48 37.0(7) . . . . ?
C41 N3 C45 C44 29.7(6) . . . . ?
B4 N3 C45 C44 -147.1(5) . . . . ?
C14 C9 N2 C8 91.6(5) . . . . ?
C10 C9 N2 C8 -86.4(6) . . . . ?
C14 C9 N2 B1 -80.4(6) . . . . ?
C10 C9 N2 B1 101.6(5) . . . . ?
C48 C45 C44 C43 154.5(5) . . . . ?
N3 C45 C44 C43 -20.9(7) . . . . ?
C8 C5 C4 C3 154.4(5) . . . . ?
N1 C5 C4 C3 -21.6(7) . . . . ?
C5 C4 C3 C2 2.1(7) . . . . ?
C5 C4 C3 C6 -173.6(5) . . . . ?
C53 C54 C49 C50 1.7(7) . . . . ?
C56 C54 C49 C50 -178.4(5) . . . . ?
C53 C54 C49 N4 -177.3(4) . . . . ?
C56 C54 C49 N4 2.6(7) . . . . ?
C48 N4 C49 C50 -86.3(6) . . . . ?
B3 N4 C49 C50 101.3(6) . . . . ?
C48 N4 C49 C54 92.8(5) . . . . ?
B3 N4 C49 C54 -79.7(6) . . . . ?
B2 N1 C1 C2 156.8(5) . . . . ?
C5 N1 C1 C2 -20.7(7) . . . . ?
C63 C64 C65 C66 -0.3(7) . . . . ?
C70 C64 C65 C66 177.0(4) . . . . ?
C10 C9 C14 C13 0.5(7) . . . . ?
N2 C9 C14 C13 -177.4(4) . . . . ?
C10 C9 C14 C16 -177.5(4) . . . . ?
N2 C9 C14 C16 4.6(7) . . . . ?
C28 C23 C24 C25 1.8(7) . . . . ?
B2 C23 C24 C25 -173.1(4) . . . . ?
C28 C23 C24 C29 -175.8(4) . . . . ?
B2 C23 C24 C29 9.4(7) . . . . ?
C45 C44 C43 C42 1.6(7) . . . . ?
C45 C44 C43 C46 -174.6(5) . . . . ?
N1 C5 C8 N2 -170.8(4) . . . . ?
C4 C5 C8 N2 13.2(9) . . . . ?
B1 N2 C8 C5 171.5(5) . . . . ?
C9 N2 C8 C5 -0.4(8) . . . . ?
C52 C51 C50 C49 1.2(7) . . . . ?
C52 C51 C50 C55 179.8(5) . . . . ?
C54 C49 C50 C51 -2.5(7) . . . . ?
N4 C49 C50 C51 176.5(4) . . . . ?
C54 C49 C50 C55 179.0(5) . . . . ?
N4 C49 C50 C55 -2.0(7) . . . . ?
C65 C64 C63 C68 1.2(7) . . . . ?
C70 C64 C63 C68 -176.0(4) . . . . ?
C65 C64 C63 B4 -173.3(4) . . . . ?
C70 C64 C63 B4 9.4(7) . . . . ?
C37 C32 C33 C34 -1.2(7) . . . . ?
B2 C32 C33 C34 169.5(4) . . . . ?
C37 C32 C33 C38 -178.9(4) . . . . ?
B2 C32 C33 C38 -8.1(7) . . . . ?
C76 C77 C72 C73 1.4(8) . . . . ?
C80 C77 C72 C73 -177.8(5) . . . . ?
C76 C77 C72 B4 -169.4(5) . . . . ?
C80 C77 C72 B4 11.4(8) . . . . ?
C32 C33 C34 C35 -0.7(8) . . . . ?
C38 C33 C34 C35 177.0(5) . . . . ?
C7 O2 C6 O1 -1.7(8) . . . . ?
C7 O2 C6 C3 176.7(4) . . . . ?
C4 C3 C6 O1 169.2(5) . . . . ?
C2 C3 C6 O1 -6.5(8) . . . . ?
C4 C3 C6 O2 -9.2(7) . . . . ?
C2 C3 C6 O2 175.1(4) . . . . ?
C41 N3 B4 C72 -156.9(5) . . . . ?
C45 N3 B4 C72 19.7(7) . . . . ?
C41 N3 B4 C63 22.5(7) . . . . ?
C45 N3 B4 C63 -160.8(4) . . . . ?
C73 C72 B4 N3 60.8(7) . . . . ?
C77 C72 B4 N3 -128.7(5) . . . . ?
C73 C72 B4 C63 -118.7(5) . . . . ?
C77 C72 B4 C63 51.8(7) . . . . ?
C68 C63 B4 N3 57.0(6) . . . . ?
C64 C63 B4 N3 -128.7(5) . . . . ?
C68 C63 B4 C72 -123.5(5) . . . . ?
C64 C63 B4 C72 50.8(6) . . . . ?
C47 O6 C46 O5 -2.5(8) . . . . ?
C47 O6 C46 C43 175.8(4) . . . . ?
C44 C43 C46 O5 169.4(5) . . . . ?
C42 C43 C46 O5 -6.7(8) . . . . ?
C44 C43 C46 O6 -8.9(7) . . . . ?
C42 C43 C46 O6 175.0(4) . . . . ?
C44 C45 C48 N4 14.0(9) . . . . ?
N3 C45 C48 N4 -170.7(5) . . . . ?
B3 N4 C48 C45 170.8(5) . . . . ?
C49 N4 C48 C45 -1.7(8) . . . . ?
C13 C12 C11 C10 0.4(8) . . . . ?
C66 C67 C68 C63 -1.9(8) . . . . ?
C66 C67 C68 C69 176.9(5) . . . . ?
C64 C63 C68 C67 -0.2(7) . . . . ?
B4 C63 C68 C67 174.4(4) . . . . ?
C64 C63 C68 C69 -179.0(4) . . . . ?
B4 C63 C68 C69 -4.4(7) . . . . ?
C23 C24 C25 C26 -1.0(7) . . . . ?
C29 C24 C25 C26 176.6(4) . . . . ?
C27 C26 C25 C24 -0.4(7) . . . . ?
C30 C26 C25 C24 179.6(4) . . . . ?
C33 C32 C37 C36 1.5(7) . . . . ?
B2 C32 C37 C36 -169.2(5) . . . . ?
C33 C32 C37 C40 -177.1(4) . . . . ?
B2 C32 C37 C40 12.2(7) . . . . ?
C12 C11 C10 C9 1.5(7) . . . . ?
C12 C11 C10 C15 -179.4(5) . . . . ?
C14 C9 C10 C11 -1.9(7) . . . . ?
N2 C9 C10 C11 176.0(4) . . . . ?
C14 C9 C10 C15 178.9(5) . . . . ?
N2 C9 C10 C15 -3.1(7) . . . . ?
C50 C51 C52 C53 0.8(8) . . . . ?
C68 C67 C66 C65 2.9(7) . . . . ?
C68 C67 C66 C71 -178.8(5) . . . . ?
C64 C65 C66 C67 -1.7(7) . . . . ?
C64 C65 C66 C71 179.9(4) . . . . ?
C75 C74 C73 C72 -1.7(8) . . . . ?
C75 C74 C73 C78 177.0(5) . . . . ?
C77 C72 C73 C74 -0.6(7) . . . . ?
B4 C72 C73 C74 170.2(5) . . . . ?
C77 C72 C73 C78 -179.2(5) . . . . ?
B4 C72 C73 C78 -8.4(7) . . . . ?
C24 C23 C28 C27 -1.2(7) . . . . ?
B2 C23 C28 C27 173.6(5) . . . . ?
C24 C23 C28 C31 -178.8(5) . . . . ?
B2 C23 C28 C31 -4.0(8) . . . . ?
C25 C26 C27 C28 1.0(7) . . . . ?
C30 C26 C27 C28 -179.1(5) . . . . ?
C23 C28 C27 C26 -0.1(8) . . . . ?
C31 C28 C27 C26 177.6(5) . . . . ?
N1 C1 C2 C3 1.1(8) . . . . ?
C4 C3 C2 C1 8.8(7) . . . . ?
C6 C3 C2 C1 -175.3(5) . . . . ?
N3 C41 C42 C43 1.4(7) . . . . ?
C44 C43 C42 C41 8.8(7) . . . . ?
C46 C43 C42 C41 -174.9(5) . . . . ?
C32 C37 C36 C35 0.2(8) . . . . ?
C40 C37 C36 C35 178.9(5) . . . . ?
C11 C12 C13 C14 -1.8(8) . . . . ?
C9 C14 C13 C12 1.3(7) . . . . ?
C16 C14 C13 C12 179.4(4) . . . . ?
C72 C77 C76 C75 0.2(9) . . . . ?
C80 C77 C76 C75 179.4(6) . . . . ?
C1 N1 B2 C23 22.4(7) . . . . ?
C5 N1 B2 C23 -160.3(4) . . . . ?
C1 N1 B2 C32 -157.3(5) . . . . ?
C5 N1 B2 C32 20.0(8) . . . . ?
C24 C23 B2 N1 -128.8(5) . . . . ?
C28 C23 B2 N1 56.6(7) . . . . ?
C24 C23 B2 C32 50.9(7) . . . . ?
C28 C23 B2 C32 -123.7(6) . . . . ?
C37 C32 B2 N1 -129.0(5) . . . . ?
C33 C32 B2 N1 60.6(7) . . . . ?
C37 C32 B2 C23 51.3(7) . . . . ?
C33 C32 B2 C23 -119.0(5) . . . . ?
C58 O8 B3 O7 20.9(8) . . . . ?
C88 O8 B3 O7 -17.8(9) . . . . ?
C58 O8 B3 N4 -159.2(7) . . . . ?
C88 O8 B3 N4 162.1(9) . . . . ?
C87 O7 B3 O8 -13.7(12) . . . . ?
C57 O7 B3 O8 6.5(8) . . . . ?
C87 O7 B3 N4 166.4(11) . . . . ?
C57 O7 B3 N4 -173.4(6) . . . . ?
C48 N4 B3 O8 6.6(8) . . . . ?
C49 N4 B3 O8 179.1(5) . . . . ?
C48 N4 B3 O7 -173.6(5) . . . . ?
C49 N4 B3 O7 -1.0(8) . . . . ?
C33 C34 C35 C36 2.4(8) . . . . ?
C33 C34 C35 C39 -176.9(5) . . . . ?
C37 C36 C35 C34 -2.1(9) . . . . ?
C37 C36 C35 C39 177.2(6) . . . . ?
B3 O8 C58 C62 -152.3(10) . . . . ?
C88 O8 C58 C62 -61.1(14) . . . . ?
B3 O8 C58 C57 -37.2(8) . . . . ?
C88 O8 C58 C57 54.0(11) . . . . ?
B3 O8 C58 C61 79.5(8) . . . . ?
C88 O8 C58 C61 170.7(15) . . . . ?
C51 C52 C53 C54 -1.6(8) . . . . ?
C49 C54 C53 C52 0.4(8) . . . . ?
C56 C54 C53 C52 -179.6(5) . . . . ?
B1 O4 C18 C21 -83.5(15) . . . . ?
C82 O4 C18 C21 174(2) . . . . ?
B1 O4 C18 C17 46.4(14) . . . . ?
C82 O4 C18 C17 -55.5(14) . . . . ?
B1 O4 C18 C22 156.4(15) . . . . ?
C82 O4 C18 C22 54.5(16) . . . . ?
C82 O4 B1 O3 18.5(7) . . . . ?
C18 O4 B1 O3 -20.3(9) . . . . ?
C82 O4 B1 N2 -159.9(6) . . . . ?
C18 O4 B1 N2 161.3(9) . . . . ?
C81 O3 B1 O4 8.0(7) . . . . ?
C17 O3 B1 O4 -15.2(12) . . . . ?
C81 O3 B1 N2 -173.6(6) . . . . ?
C17 O3 B1 N2 163.3(11) . . . . ?
C8 N2 B1 O4 5.2(8) . . . . ?
C9 N2 B1 O4 177.3(5) . . . . ?
C8 N2 B1 O3 -173.1(5) . . . . ?
C9 N2 B1 O3 -1.0(8) . . . . ?
B3 O7 C57 C60 -151.7(8) . . . . ?
C87 O7 C57 C60 -51(5) . . . . ?
B3 O7 C57 C59 88.5(10) . . . . ?
C87 O7 C57 C59 -171(6) . . . . ?
B3 O7 C57 C58 -30.9(9) . . . . ?
C87 O7 C57 C58 70(5) . . . . ?
C62 C58 C57 O7 151.2(12) . . . . ?
O8 C58 C57 O7 40.4(9) . . . . ?
C61 C58 C57 O7 -78.0(9) . . . . ?
C62 C58 C57 C60 -92.5(15) . . . . ?
O8 C58 C57 C60 156.6(9) . . . . ?
C61 C58 C57 C60 38.2(13) . . . . ?
C62 C58 C57 C59 34.8(16) . . . . ?
O8 C58 C57 C59 -76.0(10) . . . . ?
C61 C58 C57 C59 165.6(9) . . . . ?
C77 C76 C75 C74 -2.4(9) . . . . ?
C77 C76 C75 C79 177.8(6) . . . . ?
C73 C74 C75 C76 3.2(9) . . . . ?
C73 C74 C75 C79 -177.1(6) . . . . ?
B1 O3 C17 C20 -85(2) . . . . ?
C81 O3 C17 C20 174(5) . . . . ?
B1 O3 C17 C18 44.2(16) . . . . ?
C81 O3 C17 C18 -56(3) . . . . ?
B1 O3 C17 C19 153.2(12) . . . . ?
C81 O3 C17 C19 53(3) . . . . ?
C21 C18 C17 C20 -165(2) . . . . ?
O4 C18 C17 C20 66(3) . . . . ?
C22 C18 C17 C20 -31(3) . . . . ?
C21 C18 C17 O3 76.1(19) . . . . ?
O4 C18 C17 O3 -52.8(15) . . . . ?
C22 C18 C17 O3 -150(2) . . . . ?
C21 C18 C17 C19 -21(3) . . . . ?
O4 C18 C17 C19 -149.9(16) . . . . ?
C22 C18 C17 C19 113(2) . . . . ?
B3 O8 C88 C91 -82.2(13) . . . . ?
C58 O8 C88 C91 180(2) . . . . ?
B3 O8 C88 C87 38.3(15) . . . . ?
C58 O8 C88 C87 -59.9(15) . . . . ?
B3 O8 C88 C92 155.9(15) . . . . ?
C58 O8 C88 C92 57.7(16) . . . . ?
B3 O7 C87 C90 -81(2) . . . . ?
C57 O7 C87 C90 -166(7) . . . . ?
B3 O7 C87 C89 151.6(14) . . . . ?
C57 O7 C87 C89 67(5) . . . . ?
B3 O7 C87 C88 36.9(18) . . . . ?
C57 O7 C87 C88 -48(4) . . . . ?
C91 C88 C87 O7 80.5(18) . . . . ?
O8 C88 C87 O7 -44.7(18) . . . . ?
C92 C88 C87 O7 -146(2) . . . . ?
C91 C88 C87 C90 -164.8(19) . . . . ?
O8 C88 C87 C90 70(2) . . . . ?
C92 C88 C87 C90 -31(3) . . . . ?
C91 C88 C87 C89 -26(3) . . . . ?
O8 C88 C87 C89 -151(2) . . . . ?
C92 C88 C87 C89 108(3) . . . . ?
B1 O3 C81 C83 -149.9(7) . . . . ?
C17 O3 C81 C83 -65(3) . . . . ?
B1 O3 C81 C84 85.0(8) . . . . ?
C17 O3 C81 C84 170(4) . . . . ?
B1 O3 C81 C82 -29.5(8) . . . . ?
C17 O3 C81 C82 56(3) . . . . ?
B1 O4 C82 C86 -153.8(11) . . . . ?
C18 O4 C82 C86 -66.5(15) . . . . ?
B1 O4 C82 C85 81.0(7) . . . . ?
C18 O4 C82 C85 168.3(15) . . . . ?
B1 O4 C82 C81 -34.1(8) . . . . ?
C18 O4 C82 C81 53.2(12) . . . . ?
O3 C81 C82 C86 151.9(12) . . . . ?
C83 C81 C82 C86 -90.1(15) . . . . ?
C84 C81 C82 C86 37.1(15) . . . . ?
O3 C81 C82 O4 37.6(8) . . . . ?
C83 C81 C82 O4 155.7(8) . . . . ?
C84 C81 C82 O4 -77.1(9) . . . . ?
O3 C81 C82 C85 -79.0(8) . . . . ?
C83 C81 C82 C85 39.0(11) . . . . ?
C84 C81 C82 C85 166.2(8) . . . . ?

_refine_diff_density_max         0.299
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.065

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_9d
_database_code_depnum_ccdc_archive 'CCDC 1583739'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C49 H59 B2 N3 O4'
_chemical_formula_sum            'C49 H59 B2 N3 O4'
_chemical_formula_weight         775.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.951(2)
_cell_length_b                   14.210(3)
_cell_length_c                   16.118(3)
_cell_angle_alpha                104.201(3)
_cell_angle_beta                 92.6541(11)
_cell_angle_gamma                111.940(3)
_cell_volume                     2228.6(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    4896
_cell_measurement_theta_min      2.4976
_cell_measurement_theta_max      31.0647

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8933
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            18527
_diffrn_reflns_av_unetI/netI     0.0876
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.005
_diffrn_reflns_theta_max         27.477
_diffrn_reflns_theta_full        27.477
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             9851
_reflns_number_gt                5830
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0695P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9851
_refine_ls_number_parameters     538
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1020
_refine_ls_R_factor_gt           0.0590
_refine_ls_wR_factor_ref         0.1501
_refine_ls_wR_factor_gt          0.1245
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_restrained_S_all      0.986
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N 0.24484(15) 0.08375(13) 0.26857(11) 0.0175(4) Uani 1 1 d . . . . .
O3 O 0.84218(13) 0.37085(11) 0.30587(9) 0.0235(3) Uani 1 1 d . . . . .
O4 O 0.68175(13) 0.40634(11) 0.23767(9) 0.0212(3) Uani 1 1 d . . . . .
O1 O 0.27926(15) 0.53914(12) 0.17804(10) 0.0308(4) Uani 1 1 d . . . . .
O2 O 0.25209(16) 0.37895(12) 0.09402(10) 0.0328(4) Uani 1 1 d . . . . .
N1 N 0.47359(16) 0.39328(14) 0.37770(11) 0.0227(4) Uani 1 1 d . . . . .
C6 C 0.37067(18) 0.33621(16) 0.22883(13) 0.0192(4) Uani 1 1 d . . . . .
H46 H 0.3426 0.2837 0.1744 0.023 Uiso 1 1 calc R U . . .
C1 C 0.47075(18) 0.22873(16) 0.28900(12) 0.0174(4) Uani 1 1 d . . . . .
C9 C 0.38657(18) 0.12748(16) 0.27229(13) 0.0182(4) Uani 1 1 d . . . . .
H47 H 0.4264 0.0775 0.2613 0.022 Uiso 1 1 calc R U . . .
N3 N 0.61202(15) 0.25593(13) 0.30197(11) 0.0178(4) Uani 1 1 d . . . . .
C23 C -0.07835(19) -0.13062(16) 0.14518(14) 0.0226(5) Uani 1 1 d . . . . .
C10 C 0.18974(19) 0.14988(16) 0.32440(13) 0.0197(4) Uani 1 1 d . . . . .
C41 C 0.69731(19) 0.22042(17) 0.42969(14) 0.0219(4) Uani 1 1 d . . . . .
C27 C 0.24380(19) -0.08497(16) 0.15894(13) 0.0191(4) Uani 1 1 d . . . . .
C15 C 0.09447(19) 0.17905(16) 0.28908(14) 0.0228(5) Uani 1 1 d . . . . .
C19 C -0.03247(19) -0.10354(16) 0.29953(14) 0.0213(4) Uani 1 1 d . . . . .
C35 C 0.2960(2) 0.04009(17) 0.06220(14) 0.0262(5) Uani 1 1 d . . . . .
H1 H 0.2404 0.0689 0.0972 0.039 Uiso 1 1 calc R U . . .
H2 H 0.2601 0.0201 0.0007 0.039 Uiso 1 1 calc R U . . .
H3 H 0.3873 0.0938 0.0732 0.039 Uiso 1 1 calc R U . . .
C45 C 0.80696(19) 0.49901(16) 0.25119(14) 0.0227(5) Uani 1 1 d . . . . .
C29 C 0.3097(2) -0.23438(16) 0.12029(14) 0.0238(5) Uani 1 1 d . . . . .
H48 H 0.3137 -0.2954 0.1324 0.029 Uiso 1 1 calc R U . . .
C32 C 0.29614(19) -0.05635(16) 0.08614(13) 0.0212(4) Uani 1 1 d . . . . .
C18 C 0.01562(19) -0.08470(16) 0.22258(13) 0.0201(4) Uani 1 1 d . . . . .
C16 C 0.3385(2) 0.15915(18) 0.45708(14) 0.0281(5) Uani 1 1 d . . . . .
H4 H 0.4260 0.2177 0.4668 0.042 Uiso 1 1 calc R U . . .
H5 H 0.3420 0.0947 0.4198 0.042 Uiso 1 1 calc R U . . .
H6 H 0.3146 0.1478 0.5127 0.042 Uiso 1 1 calc R U . . .
C2 C 0.43439(18) 0.32207(15) 0.29918(13) 0.0179(4) Uani 1 1 d . . . . .
C36 C 0.66079(18) 0.19120(16) 0.33974(14) 0.0194(4) Uani 1 1 d . . . . .
C30 C 0.3596(2) -0.20705(17) 0.04824(13) 0.0233(5) Uani 1 1 d . . . . .
C7 C 0.2902(2) 0.45609(17) 0.16905(14) 0.0229(5) Uani 1 1 d . . . . .
C37 C 0.67726(19) 0.10480(16) 0.28511(14) 0.0220(4) Uani 1 1 d . . . . .
C28 C 0.25376(19) -0.17509(17) 0.17569(14) 0.0228(5) Uani 1 1 d . . . . .
C31 C 0.3519(2) -0.11762(17) 0.03267(13) 0.0230(5) Uani 1 1 d . . . . .
H49 H 0.3858 -0.0972 -0.0162 0.028 Uiso 1 1 calc R U . . .
B1 B 0.1696(2) -0.02308(18) 0.21940(15) 0.0185(5) Uani 1 1 d . . . . .
C48 C 0.8135(2) 0.54076(18) 0.17247(15) 0.0298(5) Uani 1 1 d . . . . .
H7 H 0.8027 0.4840 0.1202 0.045 Uiso 1 1 calc R U . . .
H8 H 0.9000 0.5994 0.1790 0.045 Uiso 1 1 calc R U . . .
H9 H 0.7421 0.5658 0.1675 0.045 Uiso 1 1 calc R U . . .
C49 C 0.8049(2) 0.58083(18) 0.33126(15) 0.0295(5) Uani 1 1 d . . . . .
H10 H 0.7268 0.5972 0.3223 0.044 Uiso 1 1 calc R U . . .
H11 H 0.8861 0.6454 0.3418 0.044 Uiso 1 1 calc R U . . .
H12 H 0.8006 0.5527 0.3813 0.044 Uiso 1 1 calc R U . . .
C17 C 0.0443(2) 0.14507(17) 0.19367(14) 0.0266(5) Uani 1 1 d . . . . .
H13 H -0.0354 0.0789 0.1792 0.040 Uiso 1 1 calc R U . . .
H14 H 0.1136 0.1341 0.1611 0.040 Uiso 1 1 calc R U . . .
H15 H 0.0221 0.2001 0.1785 0.040 Uiso 1 1 calc R U . . .
C4 C 0.3880(2) 0.50144(17) 0.32146(14) 0.0234(5) Uani 1 1 d . . . . .
H50 H 0.3729 0.5647 0.3314 0.028 Uiso 1 1 calc R U . . .
C39 C 0.7528(2) 0.06787(19) 0.41185(16) 0.0330(6) Uani 1 1 d . . . . .
H51 H 0.7818 0.0243 0.4368 0.040 Uiso 1 1 calc R U . . .
C22 C -0.2131(2) -0.18819(17) 0.14766(15) 0.0260(5) Uani 1 1 d . . . . .
H52 H -0.2749 -0.2157 0.0956 0.031 Uiso 1 1 calc R U . . .
C24 C 0.0554(2) -0.06323(18) 0.38601(14) 0.0261(5) Uani 1 1 d . . . . .
H16 H 0.0457 -0.0001 0.4209 0.039 Uiso 1 1 calc R U . . .
H17 H 0.1485 -0.0451 0.3772 0.039 Uiso 1 1 calc R U . . .
H18 H 0.0292 -0.1182 0.4162 0.039 Uiso 1 1 calc R U . . .
C21 C -0.2595(2) -0.20645(17) 0.22324(15) 0.0264(5) Uani 1 1 d . . . . .
C5 C 0.34925(19) 0.42868(16) 0.24025(13) 0.0197(4) Uani 1 1 d . . . . .
C44 C 0.9125(2) 0.45279(17) 0.26569(14) 0.0238(5) Uani 1 1 d . . . . .
C40 C 0.7408(2) 0.15580(19) 0.46449(15) 0.0297(5) Uani 1 1 d . . . . .
H53 H 0.7625 0.1724 0.5255 0.036 Uiso 1 1 calc R U . . .
C38 C 0.7227(2) 0.04346(17) 0.32273(15) 0.0286(5) Uani 1 1 d . . . . .
H54 H 0.7332 -0.0161 0.2868 0.034 Uiso 1 1 calc R U . . .
C11 C 0.2353(2) 0.18576(17) 0.41374(14) 0.0232(5) Uani 1 1 d . . . . .
C42 C 0.6529(2) 0.08120(18) 0.18845(14) 0.0292(5) Uani 1 1 d . . . . .
H19 H 0.7254 0.1334 0.1700 0.044 Uiso 1 1 calc R U . . .
H20 H 0.5681 0.0845 0.1707 0.044 Uiso 1 1 calc R U . . .
H21 H 0.6492 0.0102 0.1615 0.044 Uiso 1 1 calc R U . . .
C3 C 0.4484(2) 0.48074(17) 0.38731(14) 0.0259(5) Uani 1 1 d . . . . .
H55 H 0.4739 0.5310 0.4428 0.031 Uiso 1 1 calc R U . . .
C20 C -0.1673(2) -0.16479(17) 0.29805(15) 0.0254(5) Uani 1 1 d . . . . .
H56 H -0.1964 -0.1782 0.3502 0.030 Uiso 1 1 calc R U . . .
B2 B 0.7082(2) 0.34313(19) 0.28190(15) 0.0200(5) Uani 1 1 d . . . . .
C46 C 0.9455(2) 0.39857(19) 0.18090(16) 0.0324(5) Uani 1 1 d . . . . .
H22 H 1.0021 0.3625 0.1931 0.049 Uiso 1 1 calc R U . . .
H23 H 0.9927 0.4516 0.1518 0.049 Uiso 1 1 calc R U . . .
H24 H 0.8629 0.3467 0.1433 0.049 Uiso 1 1 calc R U . . .
C33 C 0.2111(2) -0.20769(18) 0.25539(15) 0.0297(5) Uani 1 1 d . . . . .
H25 H 0.2260 -0.2715 0.2555 0.045 Uiso 1 1 calc R U . . .
H26 H 0.1163 -0.2223 0.2554 0.045 Uiso 1 1 calc R U . . .
H27 H 0.2634 -0.1505 0.3072 0.045 Uiso 1 1 calc R U . . .
C34 C 0.4235(2) -0.27057(18) -0.00929(15) 0.0306(5) Uani 1 1 d . . . . .
H28 H 0.3961 -0.2778 -0.0701 0.046 Uiso 1 1 calc R U . . .
H29 H 0.3953 -0.3409 -0.0002 0.046 Uiso 1 1 calc R U . . .
H30 H 0.5207 -0.2342 0.0051 0.046 Uiso 1 1 calc R U . . .
C13 C 0.0894(2) 0.27908(19) 0.43260(16) 0.0329(6) Uani 1 1 d . . . . .
H57 H 0.0551 0.3231 0.4697 0.040 Uiso 1 1 calc R U . . .
C14 C 0.0452(2) 0.24345(18) 0.34498(16) 0.0298(5) Uani 1 1 d . . . . .
H58 H -0.0202 0.2630 0.3220 0.036 Uiso 1 1 calc R U . . .
C26 C -0.0395(2) -0.11990(18) 0.05852(14) 0.0292(5) Uani 1 1 d . . . . .
H31 H -0.1196 -0.1518 0.0148 0.044 Uiso 1 1 calc R U . . .
H32 H 0.0201 -0.1562 0.0422 0.044 Uiso 1 1 calc R U . . .
H33 H 0.0064 -0.0448 0.0621 0.044 Uiso 1 1 calc R U . . .
C12 C 0.1839(2) 0.25047(18) 0.46640(15) 0.0295(5) Uani 1 1 d . . . . .
H59 H 0.2145 0.2756 0.5270 0.035 Uiso 1 1 calc R U . . .
C47 C 1.0386(2) 0.52928(19) 0.32735(16) 0.0337(6) Uani 1 1 d . . . . .
H34 H 1.0155 0.5568 0.3836 0.051 Uiso 1 1 calc R U . . .
H35 H 1.0853 0.5881 0.3037 0.051 Uiso 1 1 calc R U . . .
H36 H 1.0965 0.4925 0.3346 0.051 Uiso 1 1 calc R U . . .
C43 C 0.6975(2) 0.32132(19) 0.48728(14) 0.0313(5) Uani 1 1 d . . . . .
H37 H 0.6915 0.3157 0.5465 0.047 Uiso 1 1 calc R U . . .
H38 H 0.6209 0.3334 0.4659 0.047 Uiso 1 1 calc R U . . .
H39 H 0.7800 0.3806 0.4870 0.047 Uiso 1 1 calc R U . . .
C8 C 0.2004(3) 0.4052(2) 0.02179(15) 0.0429(7) Uani 1 1 d . . . . .
H40 H 0.1189 0.4159 0.0338 0.064 Uiso 1 1 calc R U . . .
H41 H 0.1804 0.3472 -0.0312 0.064 Uiso 1 1 calc R U . . .
H42 H 0.2671 0.4702 0.0143 0.064 Uiso 1 1 calc R U . . .
C25 C -0.4046(2) -0.2691(2) 0.22407(18) 0.0394(6) Uani 1 1 d . . . . .
H43 H -0.4134 -0.2999 0.2727 0.059 Uiso 1 1 calc R U . . .
H44 H -0.4422 -0.3258 0.1696 0.059 Uiso 1 1 calc R U . . .
H45 H -0.4525 -0.2223 0.2304 0.059 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N2 B1 1.423(3) . ?
N2 C9 1.432(2) . ?
N2 C10 1.455(2) . ?
O3 B2 1.377(3) . ?
O3 C44 1.454(2) . ?
O4 B2 1.374(3) . ?
O4 C45 1.464(2) . ?
O1 C7 1.205(2) . ?
O2 C7 1.341(3) . ?
O2 C8 1.458(2) . ?
N1 C2 1.344(3) . ?
N1 C3 1.345(2) . ?
C6 C5 1.390(3) . ?
C6 C2 1.399(3) . ?
C6 H46 0.9500 . ?
C1 C9 1.337(3) . ?
C1 N3 1.439(2) . ?
C1 C2 1.496(3) . ?
C9 H47 0.9500 . ?
N3 B2 1.415(3) . ?
N3 C36 1.454(2) . ?
C23 C22 1.403(3) . ?
C23 C18 1.422(3) . ?
C23 C26 1.505(3) . ?
C10 C11 1.402(3) . ?
C10 C15 1.403(3) . ?
C41 C40 1.392(3) . ?
C41 C36 1.400(3) . ?
C41 C43 1.504(3) . ?
C27 C32 1.412(3) . ?
C27 C28 1.413(3) . ?
C27 B1 1.603(3) . ?
C15 C14 1.396(3) . ?
C15 C17 1.503(3) . ?
C19 C20 1.402(3) . ?
C19 C18 1.416(3) . ?
C19 C24 1.506(3) . ?
C35 C32 1.513(3) . ?
C35 H1 0.9800 . ?
C35 H2 0.9800 . ?
C35 H3 0.9800 . ?
C45 C49 1.518(3) . ?
C45 C48 1.521(3) . ?
C45 C44 1.562(3) . ?
C29 C30 1.385(3) . ?
C29 C28 1.396(3) . ?
C29 H48 0.9500 . ?
C32 C31 1.397(3) . ?
C18 B1 1.593(3) . ?
C16 C11 1.512(3) . ?
C16 H4 0.9800 . ?
C16 H5 0.9800 . ?
C16 H6 0.9800 . ?
C36 C37 1.402(3) . ?
C30 C31 1.385(3) . ?
C30 C34 1.512(3) . ?
C7 C5 1.492(3) . ?
C37 C38 1.389(3) . ?
C37 C42 1.500(3) . ?
C28 C33 1.506(3) . ?
C31 H49 0.9500 . ?
C48 H7 0.9800 . ?
C48 H8 0.9800 . ?
C48 H9 0.9800 . ?
C49 H10 0.9800 . ?
C49 H11 0.9800 . ?
C49 H12 0.9800 . ?
C17 H13 0.9800 . ?
C17 H14 0.9800 . ?
C17 H15 0.9800 . ?
C4 C3 1.373(3) . ?
C4 C5 1.385(3) . ?
C4 H50 0.9500 . ?
C39 C40 1.383(3) . ?
C39 C38 1.385(3) . ?
C39 H51 0.9500 . ?
C22 C21 1.387(3) . ?
C22 H52 0.9500 . ?
C24 H16 0.9800 . ?
C24 H17 0.9800 . ?
C24 H18 0.9800 . ?
C21 C20 1.383(3) . ?
C21 C25 1.506(3) . ?
C44 C47 1.515(3) . ?
C44 C46 1.526(3) . ?
C40 H53 0.9500 . ?
C38 H54 0.9500 . ?
C11 C12 1.389(3) . ?
C42 H19 0.9800 . ?
C42 H20 0.9800 . ?
C42 H21 0.9800 . ?
C3 H55 0.9500 . ?
C20 H56 0.9500 . ?
C46 H22 0.9800 . ?
C46 H23 0.9800 . ?
C46 H24 0.9800 . ?
C33 H25 0.9800 . ?
C33 H26 0.9800 . ?
C33 H27 0.9800 . ?
C34 H28 0.9800 . ?
C34 H29 0.9800 . ?
C34 H30 0.9800 . ?
C13 C14 1.374(3) . ?
C13 C12 1.380(3) . ?
C13 H57 0.9500 . ?
C14 H58 0.9500 . ?
C26 H31 0.9800 . ?
C26 H32 0.9800 . ?
C26 H33 0.9800 . ?
C12 H59 0.9500 . ?
C47 H34 0.9800 . ?
C47 H35 0.9800 . ?
C47 H36 0.9800 . ?
C43 H37 0.9800 . ?
C43 H38 0.9800 . ?
C43 H39 0.9800 . ?
C8 H40 0.9800 . ?
C8 H41 0.9800 . ?
C8 H42 0.9800 . ?
C25 H43 0.9800 . ?
C25 H44 0.9800 . ?
C25 H45 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 N2 C9 119.24(16) . . ?
B1 N2 C10 124.25(16) . . ?
C9 N2 C10 116.13(16) . . ?
B2 O3 C44 106.51(15) . . ?
B2 O4 C45 105.66(15) . . ?
C7 O2 C8 114.30(17) . . ?
C2 N1 C3 117.28(17) . . ?
C5 C6 C2 118.56(19) . . ?
C5 C6 H46 120.7 . . ?
C2 C6 H46 120.7 . . ?
C9 C1 N3 119.46(16) . . ?
C9 C1 C2 126.68(17) . . ?
N3 C1 C2 113.83(16) . . ?
C1 C9 N2 129.13(17) . . ?
C1 C9 H47 115.4 . . ?
N2 C9 H47 115.4 . . ?
B2 N3 C1 124.48(16) . . ?
B2 N3 C36 117.16(16) . . ?
C1 N3 C36 118.35(15) . . ?
C22 C23 C18 120.13(19) . . ?
C22 C23 C26 117.41(19) . . ?
C18 C23 C26 122.46(18) . . ?
C11 C10 C15 120.55(18) . . ?
C11 C10 N2 119.00(17) . . ?
C15 C10 N2 120.44(18) . . ?
C40 C41 C36 117.9(2) . . ?
C40 C41 C43 120.4(2) . . ?
C36 C41 C43 121.65(18) . . ?
C32 C27 C28 117.28(18) . . ?
C32 C27 B1 122.94(17) . . ?
C28 C27 B1 119.73(18) . . ?
C14 C15 C10 118.5(2) . . ?
C14 C15 C17 118.59(18) . . ?
C10 C15 C17 122.90(18) . . ?
C20 C19 C18 120.58(19) . . ?
C20 C19 C24 116.02(19) . . ?
C18 C19 C24 123.38(18) . . ?
C32 C35 H1 109.5 . . ?
C32 C35 H2 109.5 . . ?
H1 C35 H2 109.5 . . ?
C32 C35 H3 109.5 . . ?
H1 C35 H3 109.5 . . ?
H2 C35 H3 109.5 . . ?
O4 C45 C49 106.64(16) . . ?
O4 C45 C48 108.92(16) . . ?
C49 C45 C48 110.47(17) . . ?
O4 C45 C44 101.90(15) . . ?
C49 C45 C44 112.91(17) . . ?
C48 C45 C44 115.25(17) . . ?
C30 C29 C28 122.11(19) . . ?
C30 C29 H48 118.9 . . ?
C28 C29 H48 118.9 . . ?
C31 C32 C27 120.21(18) . . ?
C31 C32 C35 116.93(18) . . ?
C27 C32 C35 122.87(18) . . ?
C19 C18 C23 117.09(18) . . ?
C19 C18 B1 122.51(18) . . ?
C23 C18 B1 120.22(18) . . ?
C11 C16 H4 109.5 . . ?
C11 C16 H5 109.5 . . ?
H4 C16 H5 109.5 . . ?
C11 C16 H6 109.5 . . ?
H4 C16 H6 109.5 . . ?
H5 C16 H6 109.5 . . ?
N1 C2 C6 122.75(17) . . ?
N1 C2 C1 116.08(16) . . ?
C6 C2 C1 121.05(18) . . ?
C41 C36 C37 121.58(18) . . ?
C41 C36 N3 119.00(18) . . ?
C37 C36 N3 119.32(18) . . ?
C29 C30 C31 117.27(19) . . ?
C29 C30 C34 121.14(19) . . ?
C31 C30 C34 121.56(19) . . ?
O1 C7 O2 123.80(19) . . ?
O1 C7 C5 123.4(2) . . ?
O2 C7 C5 112.78(17) . . ?
C38 C37 C36 118.3(2) . . ?
C38 C37 C42 120.25(19) . . ?
C36 C37 C42 121.42(18) . . ?
C29 C28 C27 120.59(19) . . ?
C29 C28 C33 117.64(18) . . ?
C27 C28 C33 121.70(18) . . ?
C30 C31 C32 122.52(19) . . ?
C30 C31 H49 118.7 . . ?
C32 C31 H49 118.7 . . ?
N2 B1 C18 123.17(18) . . ?
N2 B1 C27 118.44(17) . . ?
C18 B1 C27 118.39(18) . . ?
C45 C48 H7 109.5 . . ?
C45 C48 H8 109.5 . . ?
H7 C48 H8 109.5 . . ?
C45 C48 H9 109.5 . . ?
H7 C48 H9 109.5 . . ?
H8 C48 H9 109.5 . . ?
C45 C49 H10 109.5 . . ?
C45 C49 H11 109.5 . . ?
H10 C49 H11 109.5 . . ?
C45 C49 H12 109.5 . . ?
H10 C49 H12 109.5 . . ?
H11 C49 H12 109.5 . . ?
C15 C17 H13 109.5 . . ?
C15 C17 H14 109.5 . . ?
H13 C17 H14 109.5 . . ?
C15 C17 H15 109.5 . . ?
H13 C17 H15 109.5 . . ?
H14 C17 H15 109.5 . . ?
C3 C4 C5 118.95(19) . . ?
C3 C4 H50 120.5 . . ?
C5 C4 H50 120.5 . . ?
C40 C39 C38 119.9(2) . . ?
C40 C39 H51 120.1 . . ?
C38 C39 H51 120.1 . . ?
C21 C22 C23 122.4(2) . . ?
C21 C22 H52 118.8 . . ?
C23 C22 H52 118.8 . . ?
C19 C24 H16 109.5 . . ?
C19 C24 H17 109.5 . . ?
H16 C24 H17 109.5 . . ?
C19 C24 H18 109.5 . . ?
H16 C24 H18 109.5 . . ?
H17 C24 H18 109.5 . . ?
C20 C21 C22 117.45(19) . . ?
C20 C21 C25 121.2(2) . . ?
C22 C21 C25 121.4(2) . . ?
C4 C5 C6 118.71(18) . . ?
C4 C5 C7 117.60(18) . . ?
C6 C5 C7 123.67(19) . . ?
O3 C44 C47 107.61(17) . . ?
O3 C44 C46 107.26(17) . . ?
C47 C44 C46 110.85(18) . . ?
O3 C44 C45 102.32(15) . . ?
C47 C44 C45 115.33(18) . . ?
C46 C44 C45 112.68(17) . . ?
C39 C40 C41 121.2(2) . . ?
C39 C40 H53 119.4 . . ?
C41 C40 H53 119.4 . . ?
C39 C38 C37 120.9(2) . . ?
C39 C38 H54 119.5 . . ?
C37 C38 H54 119.5 . . ?
C12 C11 C10 118.62(19) . . ?
C12 C11 C16 117.3(2) . . ?
C10 C11 C16 124.06(18) . . ?
C37 C42 H19 109.5 . . ?
C37 C42 H20 109.5 . . ?
H19 C42 H20 109.5 . . ?
C37 C42 H21 109.5 . . ?
H19 C42 H21 109.5 . . ?
H20 C42 H21 109.5 . . ?
N1 C3 C4 123.7(2) . . ?
N1 C3 H55 118.1 . . ?
C4 C3 H55 118.1 . . ?
C21 C20 C19 122.3(2) . . ?
C21 C20 H56 118.9 . . ?
C19 C20 H56 118.9 . . ?
O4 B2 O3 113.64(18) . . ?
O4 B2 N3 125.79(18) . . ?
O3 B2 N3 120.56(18) . . ?
C44 C46 H22 109.5 . . ?
C44 C46 H23 109.5 . . ?
H22 C46 H23 109.5 . . ?
C44 C46 H24 109.5 . . ?
H22 C46 H24 109.5 . . ?
H23 C46 H24 109.5 . . ?
C28 C33 H25 109.5 . . ?
C28 C33 H26 109.5 . . ?
H25 C33 H26 109.5 . . ?
C28 C33 H27 109.5 . . ?
H25 C33 H27 109.5 . . ?
H26 C33 H27 109.5 . . ?
C30 C34 H28 109.5 . . ?
C30 C34 H29 109.5 . . ?
H28 C34 H29 109.5 . . ?
C30 C34 H30 109.5 . . ?
H28 C34 H30 109.5 . . ?
H29 C34 H30 109.5 . . ?
C14 C13 C12 119.5(2) . . ?
C14 C13 H57 120.2 . . ?
C12 C13 H57 120.2 . . ?
C13 C14 C15 121.3(2) . . ?
C13 C14 H58 119.3 . . ?
C15 C14 H58 119.3 . . ?
C23 C26 H31 109.5 . . ?
C23 C26 H32 109.5 . . ?
H31 C26 H32 109.5 . . ?
C23 C26 H33 109.5 . . ?
H31 C26 H33 109.5 . . ?
H32 C26 H33 109.5 . . ?
C13 C12 C11 121.4(2) . . ?
C13 C12 H59 119.3 . . ?
C11 C12 H59 119.3 . . ?
C44 C47 H34 109.5 . . ?
C44 C47 H35 109.5 . . ?
H34 C47 H35 109.5 . . ?
C44 C47 H36 109.5 . . ?
H34 C47 H36 109.5 . . ?
H35 C47 H36 109.5 . . ?
C41 C43 H37 109.5 . . ?
C41 C43 H38 109.5 . . ?
H37 C43 H38 109.5 . . ?
C41 C43 H39 109.5 . . ?
H37 C43 H39 109.5 . . ?
H38 C43 H39 109.5 . . ?
O2 C8 H40 109.5 . . ?
O2 C8 H41 109.5 . . ?
H40 C8 H41 109.5 . . ?
O2 C8 H42 109.5 . . ?
H40 C8 H42 109.5 . . ?
H41 C8 H42 109.5 . . ?
C21 C25 H43 109.5 . . ?
C21 C25 H44 109.5 . . ?
H43 C25 H44 109.5 . . ?
C21 C25 H45 109.5 . . ?
H43 C25 H45 109.5 . . ?
H44 C25 H45 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 C1 C9 N2 170.86(17) . . . . ?
C2 C1 C9 N2 -6.9(3) . . . . ?
B1 N2 C9 C1 156.4(2) . . . . ?
C10 N2 C9 C1 -30.4(3) . . . . ?
C9 C1 N3 B2 150.3(2) . . . . ?
C2 C1 N3 B2 -31.7(3) . . . . ?
C9 C1 N3 C36 -30.9(3) . . . . ?
C2 C1 N3 C36 147.14(17) . . . . ?
B1 N2 C10 C11 116.0(2) . . . . ?
C9 N2 C10 C11 -56.8(2) . . . . ?
B1 N2 C10 C15 -65.3(3) . . . . ?
C9 N2 C10 C15 121.9(2) . . . . ?
C11 C10 C15 C14 -0.7(3) . . . . ?
N2 C10 C15 C14 -179.39(18) . . . . ?
C11 C10 C15 C17 178.56(19) . . . . ?
N2 C10 C15 C17 -0.1(3) . . . . ?
B2 O4 C45 C49 -91.15(18) . . . . ?
B2 O4 C45 C48 149.63(17) . . . . ?
B2 O4 C45 C44 27.4(2) . . . . ?
C28 C27 C32 C31 1.6(3) . . . . ?
B1 C27 C32 C31 -175.74(18) . . . . ?
C28 C27 C32 C35 -178.09(18) . . . . ?
B1 C27 C32 C35 4.6(3) . . . . ?
C20 C19 C18 C23 -0.2(3) . . . . ?
C24 C19 C18 C23 178.02(18) . . . . ?
C20 C19 C18 B1 -175.26(18) . . . . ?
C24 C19 C18 B1 2.9(3) . . . . ?
C22 C23 C18 C19 2.4(3) . . . . ?
C26 C23 C18 C19 -177.83(18) . . . . ?
C22 C23 C18 B1 177.63(17) . . . . ?
C26 C23 C18 B1 -2.6(3) . . . . ?
C3 N1 C2 C6 0.4(3) . . . . ?
C3 N1 C2 C1 176.55(17) . . . . ?
C5 C6 C2 N1 1.2(3) . . . . ?
C5 C6 C2 C1 -174.70(17) . . . . ?
C9 C1 C2 N1 116.0(2) . . . . ?
N3 C1 C2 N1 -61.8(2) . . . . ?
C9 C1 C2 C6 -67.8(3) . . . . ?
N3 C1 C2 C6 114.33(19) . . . . ?
C40 C41 C36 C37 -5.1(3) . . . . ?
C43 C41 C36 C37 171.49(19) . . . . ?
C40 C41 C36 N3 178.53(18) . . . . ?
C43 C41 C36 N3 -4.8(3) . . . . ?
B2 N3 C36 C41 86.9(2) . . . . ?
C1 N3 C36 C41 -92.0(2) . . . . ?
B2 N3 C36 C37 -89.5(2) . . . . ?
C1 N3 C36 C37 91.6(2) . . . . ?
C28 C29 C30 C31 -0.1(3) . . . . ?
C28 C29 C30 C34 178.1(2) . . . . ?
C8 O2 C7 O1 2.4(3) . . . . ?
C8 O2 C7 C5 -176.90(17) . . . . ?
C41 C36 C37 C38 4.3(3) . . . . ?
N3 C36 C37 C38 -179.34(18) . . . . ?
C41 C36 C37 C42 -172.88(19) . . . . ?
N3 C36 C37 C42 3.4(3) . . . . ?
C30 C29 C28 C27 1.2(3) . . . . ?
C30 C29 C28 C33 -175.9(2) . . . . ?
C32 C27 C28 C29 -1.9(3) . . . . ?
B1 C27 C28 C29 175.52(19) . . . . ?
C32 C27 C28 C33 175.09(19) . . . . ?
B1 C27 C28 C33 -7.5(3) . . . . ?
C29 C30 C31 C32 -0.3(3) . . . . ?
C34 C30 C31 C32 -178.4(2) . . . . ?
C27 C32 C31 C30 -0.6(3) . . . . ?
C35 C32 C31 C30 179.16(19) . . . . ?
C9 N2 B1 C18 170.28(17) . . . . ?
C10 N2 B1 C18 -2.4(3) . . . . ?
C9 N2 B1 C27 -8.8(3) . . . . ?
C10 N2 B1 C27 178.52(17) . . . . ?
C19 C18 B1 N2 -61.5(3) . . . . ?
C23 C18 B1 N2 123.5(2) . . . . ?
C19 C18 B1 C27 117.6(2) . . . . ?
C23 C18 B1 C27 -57.4(3) . . . . ?
C32 C27 B1 N2 -65.6(3) . . . . ?
C28 C27 B1 N2 117.1(2) . . . . ?
C32 C27 B1 C18 115.2(2) . . . . ?
C28 C27 B1 C18 -62.1(2) . . . . ?
C18 C23 C22 C21 -2.6(3) . . . . ?
C26 C23 C22 C21 177.59(19) . . . . ?
C23 C22 C21 C20 0.4(3) . . . . ?
C23 C22 C21 C25 -179.63(19) . . . . ?
C3 C4 C5 C6 1.3(3) . . . . ?
C3 C4 C5 C7 -176.94(18) . . . . ?
C2 C6 C5 C4 -2.0(3) . . . . ?
C2 C6 C5 C7 176.06(18) . . . . ?
O1 C7 C5 C4 2.8(3) . . . . ?
O2 C7 C5 C4 -177.89(17) . . . . ?
O1 C7 C5 C6 -175.3(2) . . . . ?
O2 C7 C5 C6 4.0(3) . . . . ?
B2 O3 C44 C47 145.26(18) . . . . ?
B2 O3 C44 C46 -95.43(18) . . . . ?
B2 O3 C44 C45 23.3(2) . . . . ?
O4 C45 C44 O3 -30.88(19) . . . . ?
C49 C45 C44 O3 83.1(2) . . . . ?
C48 C45 C44 O3 -148.63(18) . . . . ?
O4 C45 C44 C47 -147.37(18) . . . . ?
C49 C45 C44 C47 -33.4(3) . . . . ?
C48 C45 C44 C47 94.9(2) . . . . ?
O4 C45 C44 C46 83.98(19) . . . . ?
C49 C45 C44 C46 -162.02(18) . . . . ?
C48 C45 C44 C46 -33.8(3) . . . . ?
C38 C39 C40 C41 0.6(3) . . . . ?
C36 C41 C40 C39 2.6(3) . . . . ?
C43 C41 C40 C39 -174.1(2) . . . . ?
C40 C39 C38 C37 -1.5(3) . . . . ?
C36 C37 C38 C39 -1.0(3) . . . . ?
C42 C37 C38 C39 176.3(2) . . . . ?
C15 C10 C11 C12 0.1(3) . . . . ?
N2 C10 C11 C12 178.84(18) . . . . ?
C15 C10 C11 C16 -179.36(19) . . . . ?
N2 C10 C11 C16 -0.7(3) . . . . ?
C2 N1 C3 C4 -1.3(3) . . . . ?
C5 C4 C3 N1 0.4(3) . . . . ?
C22 C21 C20 C19 1.9(3) . . . . ?
C25 C21 C20 C19 -178.02(19) . . . . ?
C18 C19 C20 C21 -2.1(3) . . . . ?
C24 C19 C20 C21 179.63(19) . . . . ?
C45 O4 B2 O3 -14.3(2) . . . . ?
C45 O4 B2 N3 166.5(2) . . . . ?
C44 O3 B2 O4 -6.8(2) . . . . ?
C44 O3 B2 N3 172.39(19) . . . . ?
C1 N3 B2 O4 -8.7(3) . . . . ?
C36 N3 B2 O4 172.53(19) . . . . ?
C1 N3 B2 O3 172.21(17) . . . . ?
C36 N3 B2 O3 -6.6(3) . . . . ?
C12 C13 C14 C15 -0.3(3) . . . . ?
C10 C15 C14 C13 0.8(3) . . . . ?
C17 C15 C14 C13 -178.5(2) . . . . ?
C14 C13 C12 C11 -0.3(3) . . . . ?
C10 C11 C12 C13 0.4(3) . . . . ?
C16 C11 C12 C13 179.9(2) . . . . ?

_refine_diff_density_max         0.337
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.073

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_10
_database_code_depnum_ccdc_archive 'CCDC 1583740'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H69 B2 N3 O2'
_chemical_formula_sum            'C54 H69 B2 N3 O2'
_chemical_formula_weight         813.74

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.6242(17)
_cell_length_b                   20.635(4)
_cell_length_c                   22.708(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.578(3)
_cell_angle_gamma                90
_cell_volume                     4893.6(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7029
_cell_measurement_theta_min      2.2263
_cell_measurement_theta_max      31.2209

_exptl_crystal_description       Platelet
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.104
_exptl_crystal_F_000             1760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.065
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8560
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            32992
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.031
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             8602
_reflns_number_gt                5409
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'
_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1648P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8602
_refine_ls_number_parameters     605
_refine_ls_number_restraints     286
_refine_ls_R_factor_all          0.1416
_refine_ls_R_factor_gt           0.0985
_refine_ls_wR_factor_ref         0.3028
_refine_ls_wR_factor_gt          0.2623
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.109
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.3185(3) 0.07540(18) 0.36746(16) 0.0419(9) Uani 1 1 d . . . . .
O1 O 0.37459(19) 0.09649(10) 0.31607(9) 0.0428(5) Uani 1 1 d . . . . .
B2 B 0.4777(3) 0.07374(17) 0.29752(16) 0.0412(8) Uani 1 1 d . . . . .
O2 O 0.31782(19) 0.00567(10) 0.37941(10) 0.0474(6) Uani 1 1 d . . . . .
C1 C 0.1793(3) 0.00687(18) 0.37914(16) 0.0557(9) Uani 1 1 d . . . . .
C2 C 0.1639(3) 0.07965(17) 0.36214(16) 0.0506(9) Uani 1 1 d . . . . .
C3 C 0.1124(4) -0.0419(2) 0.3337(2) 0.0771(13) Uani 1 1 d . . . . .
H3 H 0.1347 -0.0330 0.2944 0.116 Uiso 1 1 calc R U . . .
H3A H 0.0195 -0.0382 0.3308 0.116 Uiso 1 1 calc R U . . .
H3B H 0.1399 -0.0858 0.3465 0.116 Uiso 1 1 calc R U . . .
C4 C 0.1572(4) -0.0117(3) 0.4418(2) 0.0826(14) Uani 1 1 d . . . . .
H4 H 0.1858 -0.0563 0.4507 0.124 Uiso 1 1 calc R U . . .
H4A H 0.0657 -0.0083 0.4431 0.124 Uiso 1 1 calc R U . . .
H4B H 0.2057 0.0176 0.4715 0.124 Uiso 1 1 calc R U . . .
C5 C 0.0910(4) 0.0930(2) 0.29875(19) 0.0691(11) Uani 1 1 d . . . . .
H5 H 0.0015 0.0796 0.2957 0.104 Uiso 1 1 calc R U . . .
H5A H 0.1302 0.0685 0.2699 0.104 Uiso 1 1 calc R U . . .
H5B H 0.0945 0.1394 0.2901 0.104 Uiso 1 1 calc R U . . .
C6 C 0.1077(4) 0.1229(2) 0.4054(2) 0.0795(13) Uani 1 1 d . . . . .
H6 H 0.1115 0.1683 0.3930 0.119 Uiso 1 1 calc R U . . .
H6A H 0.1573 0.1176 0.4460 0.119 Uiso 1 1 calc R U . . .
H6B H 0.0184 0.1107 0.4049 0.119 Uiso 1 1 calc R U . . .
N1 N 0.3979(2) 0.11364(12) 0.42426(11) 0.0422(6) Uani 1 1 d . . . . .
C7 C 0.4116(3) 0.17801(15) 0.42294(15) 0.0481(8) Uani 1 1 d . . . . .
H7 H 0.3823 0.1998 0.3862 0.058 Uiso 1 1 calc R U . . .
C8 C 0.4649(3) 0.21375(17) 0.47089(15) 0.0533(9) Uani 1 1 d . . . . .
H8 H 0.4707 0.2595 0.4673 0.064 Uiso 1 1 calc R U . . .
C9 C 0.5122(3) 0.18318(17) 0.52675(14) 0.0480(8) Uani 1 1 d . . . . .
C10 C 0.5026(3) 0.11536(16) 0.52704(15) 0.0503(9) Uani 1 1 d . . . . .
H10 H 0.5364 0.0916 0.5622 0.060 Uiso 1 1 calc R U . . .
C11 C 0.4450(3) 0.08396(17) 0.47695(15) 0.0498(8) Uani 1 1 d . . . . .
H11 H 0.4371 0.0382 0.4788 0.060 Uiso 1 1 calc R U . . .
N2 N 0.5614(3) 0.21957(15) 0.57592(13) 0.0582(8) Uani 1 1 d . . . . .
C12 C 0.6335(4) 0.1907(2) 0.63030(17) 0.0721(12) Uani 1 1 d . . . . .
H12 H 0.6395 0.1438 0.6249 0.108 Uiso 1 1 calc R U . . .
H12A H 0.5898 0.1996 0.6639 0.108 Uiso 1 1 calc R U . . .
H12B H 0.7197 0.2094 0.6388 0.108 Uiso 1 1 calc R U . . .
C13 C 0.5544(4) 0.28942(18) 0.57501(18) 0.0699(11) Uani 1 1 d . . . . .
H13 H 0.6158 0.3067 0.5516 0.105 Uiso 1 1 calc R U . . .
H13A H 0.5752 0.3060 0.6161 0.105 Uiso 1 1 calc R U . . .
H13B H 0.4677 0.3030 0.5567 0.105 Uiso 1 1 calc R U . . .
C14 C 0.5638(3) 0.01604(15) 0.32735(14) 0.0416(8) Uani 1 1 d . . . . .
C15 C 0.5372(3) -0.04831(15) 0.30765(15) 0.0463(8) Uani 1 1 d . . . . .
C16 C 0.6206(4) -0.09746(17) 0.33032(17) 0.0567(9) Uani 1 1 d . . . . .
H16 H 0.6039 -0.1403 0.3156 0.068 Uiso 1 1 calc R U . . .
C17 C 0.7280(4) -0.08610(18) 0.37395(17) 0.0602(10) Uani 1 1 d . . . . .
C18 C 0.7516(3) -0.02391(18) 0.39426(16) 0.0541(9) Uani 1 1 d . . . . .
H18 H 0.8245 -0.0156 0.4244 0.065 Uiso 1 1 calc R U . . .
C19 C 0.6718(3) 0.02738(16) 0.37206(14) 0.0455(8) Uani 1 1 d . . . . .
C20 C 0.4191(3) -0.06391(17) 0.26186(15) 0.0537(9) Uani 1 1 d . . . . .
H20 H 0.4363 -0.0560 0.2215 0.081 Uiso 1 1 calc R U . . .
H20A H 0.3481 -0.0363 0.2687 0.081 Uiso 1 1 calc R U . . .
H20B H 0.3962 -0.1095 0.2656 0.081 Uiso 1 1 calc R U . . .
C21 C 0.8148(5) -0.1417(2) 0.3994(2) 0.0933(16) Uani 1 1 d . . . . .
H21 H 0.8873 -0.1247 0.4283 0.140 Uiso 1 1 calc R U . . .
H21A H 0.8466 -0.1638 0.3669 0.140 Uiso 1 1 calc R U . . .
H21B H 0.7666 -0.1724 0.4196 0.140 Uiso 1 1 calc R U . . .
C22 C 0.7016(3) 0.09428(17) 0.39725(17) 0.0550(9) Uani 1 1 d . . . . .
H22 H 0.6491 0.1261 0.3718 0.082 Uiso 1 1 calc R U . . .
H22A H 0.7924 0.1039 0.3985 0.082 Uiso 1 1 calc R U . . .
H22B H 0.6828 0.0964 0.4379 0.082 Uiso 1 1 calc R U . . .
C23 C 0.5137(3) 0.10399(15) 0.23586(14) 0.0429(8) Uani 1 1 d . . . . .
C24 C 0.5136(3) 0.05791(16) 0.18409(14) 0.0460(8) Uani 1 1 d . . . . .
C25 C 0.4004(3) 0.04612(18) 0.14406(15) 0.0538(9) Uani 1 1 d . . . . .
C26 C 0.4016(4) 0.00189(18) 0.09707(16) 0.0589(10) Uani 1 1 d . . . . .
H26 H 0.3246 -0.0057 0.0692 0.071 Uiso 1 1 calc R U . . .
C27 C 0.5109(4) -0.03076(17) 0.09016(16) 0.0590(10) Uani 1 1 d . . . . .
C28 C 0.6217(4) -0.01860(17) 0.13077(16) 0.0560(9) Uani 1 1 d . . . . .
H28 H 0.6980 -0.0403 0.1261 0.067 Uiso 1 1 calc R U . . .
C29 C 0.6257(3) 0.02420(16) 0.17818(15) 0.0498(8) Uani 1 1 d . . . . .
C30 C 0.2787(4) 0.0805(2) 0.15022(19) 0.0739(12) Uani 1 1 d . . . . .
H30 H 0.2821 0.1253 0.1365 0.111 Uiso 1 1 calc R U . . .
H30A H 0.2691 0.0802 0.1923 0.111 Uiso 1 1 calc R U . . .
H30B H 0.2056 0.0583 0.1259 0.111 Uiso 1 1 calc R U . . .
C31 C 0.5088(5) -0.0779(2) 0.03859(18) 0.0799(13) Uani 1 1 d . . . . .
H31 H 0.5759 -0.0661 0.0161 0.120 Uiso 1 1 calc R U . . .
H31A H 0.4251 -0.0761 0.0120 0.120 Uiso 1 1 calc R U . . .
H31B H 0.5242 -0.1220 0.0544 0.120 Uiso 1 1 calc R U . . .
C32 C 0.7508(3) 0.0344(2) 0.22049(18) 0.0654(11) Uani 1 1 d . . . . .
H32 H 0.8132 0.0022 0.2124 0.098 Uiso 1 1 calc R U . . .
H32A H 0.7377 0.0297 0.2619 0.098 Uiso 1 1 calc R U . . .
H32B H 0.7831 0.0780 0.2148 0.098 Uiso 1 1 calc R U . . .
N3 N 0.5453(3) 0.16309(13) 0.22595(12) 0.0503(7) Uani 1 1 d . . . . .
C33 C 0.5545(4) 0.21316(16) 0.26939(16) 0.0548(9) Uani 1 1 d . . . . .
C34 C 0.6773(4) 0.23309(17) 0.29787(17) 0.0604(10) Uani 1 1 d . . . . .
C35 C 0.6893(5) 0.28482(19) 0.33725(18) 0.0706(11) Uani 1 1 d . . . . .
H35 H 0.7717 0.2977 0.3576 0.085 Uiso 1 1 calc R U . . .
C36 C 0.5836(6) 0.3174(2) 0.3470(2) 0.0817(14) Uani 1 1 d . . . . .
H36 H 0.5933 0.3521 0.3749 0.098 Uiso 1 1 calc R U . . .
C37 C 0.4647(5) 0.30131(18) 0.3176(2) 0.0762(13) Uani 1 1 d . . . . .
H37 H 0.3928 0.3256 0.3244 0.091 Uiso 1 1 calc R U . . .
C38 C 0.4470(4) 0.24875(18) 0.27702(18) 0.0602(10) Uani 1 1 d . . . . .
C39 C 0.7944(4) 0.2002(2) 0.2849(2) 0.0740(12) Uani 1 1 d . . . . .
H39 H 0.7983 0.1559 0.3005 0.111 Uiso 1 1 calc R U . . .
H39A H 0.8706 0.2242 0.3040 0.111 Uiso 1 1 calc R U . . .
H39B H 0.7911 0.1990 0.2415 0.111 Uiso 1 1 calc R U . . .
C40 C 0.3176(4) 0.2316(2) 0.2419(2) 0.0827(14) Uani 1 1 d . . . . .
H40 H 0.3226 0.2278 0.1993 0.124 Uiso 1 1 calc R U . . .
H40A H 0.2562 0.2656 0.2470 0.124 Uiso 1 1 calc R U . . .
H40B H 0.2895 0.1903 0.2563 0.124 Uiso 1 1 calc R U . . .
C41 C 0.8645(5) 0.2231(3) 0.4956(3) 0.122(2) Uani 1 1 d . . . . .
H41 H 0.9328 0.2226 0.4718 0.184 Uiso 1 1 calc R U . . .
H41A H 0.7812 0.2257 0.4687 0.184 Uiso 1 1 calc R U . . .
H41B H 0.8686 0.1833 0.5195 0.184 Uiso 1 1 calc R U . . .
C42 C 0.8809(4) 0.2796(2) 0.5357(2) 0.0799(13) Uani 1 1 d . . . . .
C43 C 0.8397(5) 0.3409(3) 0.5143(3) 0.0928(15) Uani 1 1 d . . . . .
H43 H 0.8009 0.3457 0.4734 0.111 Uiso 1 1 calc R U . . .
C44 C 0.8536(6) 0.3933(3) 0.5501(3) 0.1079(18) Uani 1 1 d . . . . .
H44 H 0.8241 0.4344 0.5343 0.129 Uiso 1 1 calc R U . . .
C45 C 0.9089(7) 0.3883(4) 0.6080(4) 0.119(2) Uani 1 1 d . . . . .
H45 H 0.9179 0.4261 0.6323 0.143 Uiso 1 1 calc R U . . .
C46 C 0.9524(5) 0.3306(4) 0.6330(3) 0.116(2) Uani 1 1 d . . . . .
H46 H 0.9913 0.3279 0.6741 0.139 Uiso 1 1 calc R U . . .
C47 C 0.9379(4) 0.2748(3) 0.5961(3) 0.0989(17) Uani 1 1 d . . . . .
H47 H 0.9671 0.2339 0.6125 0.119 Uiso 1 1 calc R U . . .
C48 C 0.1638(10) 0.3718(5) 0.5002(4) 0.124(2) Uani 0.552(5) 1 d D U P A 1
H48 H 0.2233 0.3354 0.5090 0.187 Uiso 0.552(5) 1 calc R U P A 1
H49 H 0.2100 0.4126 0.5105 0.187 Uiso 0.552(5) 1 calc R U P A 1
H50 H 0.0957 0.3676 0.5238 0.187 Uiso 0.552(5) 1 calc R U P A 1
C49 C 0.1055(8) 0.3718(4) 0.4342(3) 0.1173(16) Uani 0.552(5) 1 d G U P A 1
C50 C 0.0173(9) 0.4190(4) 0.4101(3) 0.1209(17) Uani 0.552(5) 1 d DG U P A 1
H51 H -0.0054 0.4523 0.4350 0.145 Uiso 0.552(5) 1 calc R U P A 1
C51 C -0.0374(8) 0.4172(4) 0.3497(4) 0.1230(18) Uani 0.552(5) 1 d G U P A 1
H52 H -0.0977 0.4494 0.3332 0.148 Uiso 0.552(5) 1 calc R U P A 1
C52 C -0.0041(8) 0.3684(4) 0.3133(3) 0.1226(18) Uani 0.552(5) 1 d G U P A 1
H53 H -0.0416 0.3672 0.2719 0.147 Uiso 0.552(5) 1 calc R U P A 1
C53 C 0.0840(8) 0.3213(4) 0.3373(3) 0.1209(18) Uani 0.552(5) 1 d G U P A 1
H54 H 0.1068 0.2879 0.3124 0.145 Uiso 0.552(5) 1 calc R U P A 1
C54 C 0.1388(8) 0.3230(4) 0.3978(3) 0.1164(17) Uani 0.552(5) 1 d DG U P A 1
H55 H 0.1990 0.2908 0.4142 0.140 Uiso 0.552(5) 1 calc R U P A 1
C55 C 0.0213(13) 0.3361(6) 0.2721(4) 0.128(2) Uani 0.448(5) 1 d D U P A 2
H56 H -0.0291 0.3689 0.2468 0.192 Uiso 0.448(5) 1 calc R U P A 2
H57 H 0.1022 0.3289 0.2582 0.192 Uiso 0.448(5) 1 calc R U P A 2
H58 H -0.0271 0.2955 0.2696 0.192 Uiso 0.448(5) 1 calc R U P A 2
C56 C 0.0492(10) 0.3598(5) 0.3372(3) 0.1204(17) Uani 0.448(5) 1 d G U P A 2
C57 C 0.1195(11) 0.3222(4) 0.3824(4) 0.1164(17) Uani 0.448(5) 1 d DG U P A 2
H59 H 0.1550 0.2821 0.3730 0.140 Uiso 0.448(5) 1 calc R U P A 2
C58 C 0.1378(10) 0.3434(5) 0.4415(4) 0.1185(18) Uani 0.448(5) 1 d G U P A 2
H60 H 0.1859 0.3178 0.4725 0.142 Uiso 0.448(5) 1 calc R U P A 2
C59 C 0.0859(10) 0.4021(5) 0.4553(3) 0.1206(18) Uani 0.448(5) 1 d G U P A 2
H61 H 0.0985 0.4165 0.4957 0.145 Uiso 0.448(5) 1 calc R U P A 2
C60 C 0.0157(11) 0.4396(4) 0.4101(4) 0.1232(19) Uani 0.448(5) 1 d G U P A 2
H62 H -0.0198 0.4797 0.4195 0.148 Uiso 0.448(5) 1 calc R U P A 2
C61 C -0.0027(10) 0.4185(4) 0.3510(4) 0.1223(18) Uani 0.448(5) 1 d DG U P A 2
H63 H -0.0507 0.4441 0.3200 0.147 Uiso 0.448(5) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 O2 1.465(4) . ?
B1 O1 1.470(4) . ?
B1 N1 1.612(4) . ?
B1 C2 1.628(5) . ?
O1 B2 1.330(4) . ?
B2 C14 1.577(5) . ?
B2 C23 1.641(5) . ?
O2 C1 1.470(4) . ?
C1 C3 1.521(5) . ?
C1 C4 1.532(5) . ?
C1 C2 1.552(5) . ?
C2 C6 1.527(5) . ?
C2 C5 1.529(5) . ?
N1 C7 1.337(4) . ?
N1 C11 1.355(4) . ?
C7 C8 1.350(5) . ?
C8 C9 1.423(4) . ?
C9 N2 1.367(4) . ?
C9 C10 1.403(5) . ?
C10 C11 1.354(5) . ?
N2 C13 1.443(5) . ?
N2 C12 1.456(4) . ?
C14 C19 1.405(4) . ?
C14 C15 1.413(4) . ?
C15 C16 1.383(5) . ?
C15 C20 1.510(5) . ?
C16 C17 1.387(5) . ?
C17 C18 1.371(5) . ?
C17 C21 1.518(5) . ?
C18 C19 1.391(5) . ?
C19 C22 1.506(4) . ?
C23 N3 1.295(4) . ?
C23 C24 1.512(4) . ?
C24 C25 1.390(5) . ?
C24 C29 1.406(5) . ?
C25 C26 1.406(5) . ?
C25 C30 1.503(5) . ?
C26 C27 1.376(5) . ?
C27 C28 1.378(5) . ?
C27 C31 1.520(5) . ?
C28 C29 1.387(5) . ?
C29 C32 1.506(5) . ?
N3 C33 1.419(4) . ?
C33 C38 1.395(5) . ?
C33 C34 1.407(5) . ?
C34 C35 1.383(5) . ?
C34 C39 1.493(6) . ?
C35 C36 1.361(6) . ?
C36 C37 1.357(6) . ?
C37 C38 1.414(6) . ?
C38 C40 1.500(6) . ?
C41 C42 1.471(7) . ?
C42 C43 1.396(7) . ?
C42 C47 1.398(7) . ?
C43 C44 1.345(7) . ?
C44 C45 1.342(8) . ?
C45 C46 1.362(9) . ?
C46 C47 1.416(8) . ?
C48 C49 1.513(7) . ?
C49 C50 1.3900 . ?
C49 C54 1.3900 . ?
C50 C51 1.3900 . ?
C51 C52 1.3900 . ?
C52 C53 1.3900 . ?
C53 C54 1.3900 . ?
C55 C56 1.533(7) . ?
C56 C57 1.3900 . ?
C56 C61 1.3900 . ?
C57 C58 1.3900 . ?
C58 C59 1.3900 . ?
C59 C60 1.3900 . ?
C60 C61 1.3900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 B1 O1 117.0(3) . . ?
O2 B1 N1 110.6(2) . . ?
O1 B1 N1 105.2(2) . . ?
O2 B1 C2 91.6(2) . . ?
O1 B1 C2 118.4(3) . . ?
N1 B1 C2 113.9(3) . . ?
B2 O1 B1 128.6(3) . . ?
O1 B2 C14 125.3(3) . . ?
O1 B2 C23 118.1(3) . . ?
C14 B2 C23 116.5(3) . . ?
B1 O2 C1 91.2(2) . . ?
O2 C1 C3 109.5(3) . . ?
O2 C1 C4 108.4(3) . . ?
C3 C1 C4 109.4(3) . . ?
O2 C1 C2 94.5(2) . . ?
C3 C1 C2 117.1(3) . . ?
C4 C1 C2 116.5(3) . . ?
C6 C2 C5 108.1(3) . . ?
C6 C2 C1 116.2(3) . . ?
C5 C2 C1 114.8(3) . . ?
C6 C2 B1 119.5(3) . . ?
C5 C2 B1 114.2(3) . . ?
C1 C2 B1 82.5(2) . . ?
C7 N1 C11 116.4(3) . . ?
C7 N1 B1 120.8(3) . . ?
C11 N1 B1 122.6(3) . . ?
N1 C7 C8 123.8(3) . . ?
C7 C8 C9 120.2(3) . . ?
N2 C9 C10 124.1(3) . . ?
N2 C9 C8 120.3(3) . . ?
C10 C9 C8 115.6(3) . . ?
C11 C10 C9 119.7(3) . . ?
C10 C11 N1 124.2(3) . . ?
C9 N2 C13 121.7(3) . . ?
C9 N2 C12 122.1(3) . . ?
C13 N2 C12 116.0(3) . . ?
C19 C14 C15 118.3(3) . . ?
C19 C14 B2 121.1(3) . . ?
C15 C14 B2 120.5(3) . . ?
C16 C15 C14 119.6(3) . . ?
C16 C15 C20 119.7(3) . . ?
C14 C15 C20 120.7(3) . . ?
C15 C16 C17 121.9(3) . . ?
C18 C17 C16 118.3(3) . . ?
C18 C17 C21 121.2(4) . . ?
C16 C17 C21 120.5(4) . . ?
C17 C18 C19 121.9(3) . . ?
C18 C19 C14 119.8(3) . . ?
C18 C19 C22 119.2(3) . . ?
C14 C19 C22 120.9(3) . . ?
N3 C23 C24 114.8(3) . . ?
N3 C23 B2 127.9(3) . . ?
C24 C23 B2 117.2(3) . . ?
C25 C24 C29 119.8(3) . . ?
C25 C24 C23 119.7(3) . . ?
C29 C24 C23 120.4(3) . . ?
C24 C25 C26 118.9(3) . . ?
C24 C25 C30 120.8(3) . . ?
C26 C25 C30 120.3(3) . . ?
C27 C26 C25 122.0(3) . . ?
C26 C27 C28 118.0(3) . . ?
C26 C27 C31 120.6(4) . . ?
C28 C27 C31 121.4(4) . . ?
C27 C28 C29 122.4(4) . . ?
C28 C29 C24 118.9(3) . . ?
C28 C29 C32 118.8(3) . . ?
C24 C29 C32 122.2(3) . . ?
C23 N3 C33 123.5(3) . . ?
C38 C33 C34 120.0(3) . . ?
C38 C33 N3 121.1(3) . . ?
C34 C33 N3 118.2(3) . . ?
C35 C34 C33 119.4(4) . . ?
C35 C34 C39 119.8(4) . . ?
C33 C34 C39 120.8(3) . . ?
C36 C35 C34 120.3(4) . . ?
C37 C36 C35 121.4(4) . . ?
C36 C37 C38 120.5(4) . . ?
C33 C38 C37 118.1(4) . . ?
C33 C38 C40 120.1(4) . . ?
C37 C38 C40 121.8(4) . . ?
C43 C42 C47 117.3(5) . . ?
C43 C42 C41 120.6(5) . . ?
C47 C42 C41 122.1(5) . . ?
C44 C43 C42 121.7(6) . . ?
C45 C44 C43 120.6(6) . . ?
C44 C45 C46 122.1(6) . . ?
C45 C46 C47 118.2(6) . . ?
C42 C47 C46 120.2(6) . . ?
C50 C49 C54 120.0 . . ?
C50 C49 C48 120.9(5) . . ?
C54 C49 C48 119.1(5) . . ?
C51 C50 C49 120.0 . . ?
C50 C51 C52 120.0 . . ?
C53 C52 C51 120.0 . . ?
C54 C53 C52 120.0 . . ?
C53 C54 C49 120.0 . . ?
C57 C56 C61 120.0 . . ?
C57 C56 C55 121.2(5) . . ?
C61 C56 C55 118.7(5) . . ?
C56 C57 C58 120.0 . . ?
C59 C58 C57 120.0 . . ?
C58 C59 C60 120.0 . . ?
C61 C60 C59 120.0 . . ?
C60 C61 C56 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 B1 O1 B2 -39.1(4) . . . . ?
N1 B1 O1 B2 84.1(4) . . . . ?
C2 B1 O1 B2 -147.3(3) . . . . ?
B1 O1 B2 C14 1.2(5) . . . . ?
B1 O1 B2 C23 176.5(3) . . . . ?
O1 B1 O2 C1 -126.7(3) . . . . ?
N1 B1 O2 C1 112.9(3) . . . . ?
C2 B1 O2 C1 -3.5(2) . . . . ?
B1 O2 C1 C3 124.5(3) . . . . ?
B1 O2 C1 C4 -116.1(3) . . . . ?
B1 O2 C1 C2 3.7(3) . . . . ?
O2 C1 C2 C6 -122.6(3) . . . . ?
C3 C1 C2 C6 122.8(4) . . . . ?
C4 C1 C2 C6 -9.4(4) . . . . ?
O2 C1 C2 C5 109.9(3) . . . . ?
C3 C1 C2 C5 -4.8(5) . . . . ?
C4 C1 C2 C5 -137.0(3) . . . . ?
O2 C1 C2 B1 -3.3(2) . . . . ?
C3 C1 C2 B1 -118.0(3) . . . . ?
C4 C1 C2 B1 109.8(3) . . . . ?
O2 B1 C2 C6 119.3(4) . . . . ?
O1 B1 C2 C6 -118.6(4) . . . . ?
N1 B1 C2 C6 5.9(5) . . . . ?
O2 B1 C2 C5 -110.6(3) . . . . ?
O1 B1 C2 C5 11.5(4) . . . . ?
N1 B1 C2 C5 136.0(3) . . . . ?
O2 B1 C2 C1 3.3(2) . . . . ?
O1 B1 C2 C1 125.5(3) . . . . ?
N1 B1 C2 C1 -110.1(3) . . . . ?
O2 B1 N1 C7 179.5(3) . . . . ?
O1 B1 N1 C7 52.3(4) . . . . ?
C2 B1 N1 C7 -79.0(4) . . . . ?
O2 B1 N1 C11 -5.9(4) . . . . ?
O1 B1 N1 C11 -133.1(3) . . . . ?
C2 B1 N1 C11 95.6(3) . . . . ?
C11 N1 C7 C8 -2.3(5) . . . . ?
B1 N1 C7 C8 172.7(3) . . . . ?
N1 C7 C8 C9 1.0(5) . . . . ?
C7 C8 C9 N2 -177.4(3) . . . . ?
C7 C8 C9 C10 1.8(5) . . . . ?
N2 C9 C10 C11 175.8(3) . . . . ?
C8 C9 C10 C11 -3.3(5) . . . . ?
C9 C10 C11 N1 2.2(5) . . . . ?
C7 N1 C11 C10 0.6(5) . . . . ?
B1 N1 C11 C10 -174.2(3) . . . . ?
C10 C9 N2 C13 -172.2(3) . . . . ?
C8 C9 N2 C13 6.9(5) . . . . ?
C10 C9 N2 C12 13.4(5) . . . . ?
C8 C9 N2 C12 -167.5(3) . . . . ?
O1 B2 C14 C19 -92.0(4) . . . . ?
C23 B2 C14 C19 92.6(4) . . . . ?
O1 B2 C14 C15 90.9(4) . . . . ?
C23 B2 C14 C15 -84.5(4) . . . . ?
C19 C14 C15 C16 -3.3(5) . . . . ?
B2 C14 C15 C16 173.9(3) . . . . ?
C19 C14 C15 C20 177.1(3) . . . . ?
B2 C14 C15 C20 -5.8(5) . . . . ?
C14 C15 C16 C17 2.6(5) . . . . ?
C20 C15 C16 C17 -177.7(3) . . . . ?
C15 C16 C17 C18 -0.8(6) . . . . ?
C15 C16 C17 C21 177.8(4) . . . . ?
C16 C17 C18 C19 -0.5(6) . . . . ?
C21 C17 C18 C19 -179.0(4) . . . . ?
C17 C18 C19 C14 -0.2(5) . . . . ?
C17 C18 C19 C22 178.7(3) . . . . ?
C15 C14 C19 C18 2.1(5) . . . . ?
B2 C14 C19 C18 -175.0(3) . . . . ?
C15 C14 C19 C22 -176.8(3) . . . . ?
B2 C14 C19 C22 6.1(5) . . . . ?
O1 B2 C23 N3 63.4(4) . . . . ?
C14 B2 C23 N3 -121.0(4) . . . . ?
O1 B2 C23 C24 -118.2(3) . . . . ?
C14 B2 C23 C24 57.5(4) . . . . ?
N3 C23 C24 C25 -94.6(4) . . . . ?
B2 C23 C24 C25 86.7(4) . . . . ?
N3 C23 C24 C29 89.0(4) . . . . ?
B2 C23 C24 C29 -89.7(4) . . . . ?
C29 C24 C25 C26 -2.0(5) . . . . ?
C23 C24 C25 C26 -178.4(3) . . . . ?
C29 C24 C25 C30 178.7(3) . . . . ?
C23 C24 C25 C30 2.3(5) . . . . ?
C24 C25 C26 C27 1.1(5) . . . . ?
C30 C25 C26 C27 -179.6(3) . . . . ?
C25 C26 C27 C28 -0.6(5) . . . . ?
C25 C26 C27 C31 -179.6(3) . . . . ?
C26 C27 C28 C29 1.0(5) . . . . ?
C31 C27 C28 C29 -180.0(3) . . . . ?
C27 C28 C29 C24 -1.9(5) . . . . ?
C27 C28 C29 C32 179.8(3) . . . . ?
C25 C24 C29 C28 2.4(5) . . . . ?
C23 C24 C29 C28 178.8(3) . . . . ?
C25 C24 C29 C32 -179.4(3) . . . . ?
C23 C24 C29 C32 -3.0(5) . . . . ?
C24 C23 N3 C33 -178.2(3) . . . . ?
B2 C23 N3 C33 0.3(5) . . . . ?
C23 N3 C33 C38 -85.6(4) . . . . ?
C23 N3 C33 C34 104.4(4) . . . . ?
C38 C33 C34 C35 5.4(5) . . . . ?
N3 C33 C34 C35 175.5(3) . . . . ?
C38 C33 C34 C39 -173.0(4) . . . . ?
N3 C33 C34 C39 -2.9(5) . . . . ?
C33 C34 C35 C36 -2.0(6) . . . . ?
C39 C34 C35 C36 176.4(4) . . . . ?
C34 C35 C36 C37 -1.6(6) . . . . ?
C35 C36 C37 C38 1.8(6) . . . . ?
C34 C33 C38 C37 -5.2(5) . . . . ?
N3 C33 C38 C37 -175.0(3) . . . . ?
C34 C33 C38 C40 173.7(3) . . . . ?
N3 C33 C38 C40 3.9(5) . . . . ?
C36 C37 C38 C33 1.7(6) . . . . ?
C36 C37 C38 C40 -177.2(4) . . . . ?
C47 C42 C43 C44 -0.2(7) . . . . ?
C41 C42 C43 C44 180.0(5) . . . . ?
C42 C43 C44 C45 0.5(9) . . . . ?
C43 C44 C45 C46 -0.3(10) . . . . ?
C44 C45 C46 C47 -0.1(9) . . . . ?
C43 C42 C47 C46 -0.1(7) . . . . ?
C41 C42 C47 C46 179.6(5) . . . . ?
C45 C46 C47 C42 0.3(8) . . . . ?
C54 C49 C50 C51 0.0 . . . . ?
C48 C49 C50 C51 -178.5(9) . . . . ?
C49 C50 C51 C52 0.0 . . . . ?
C50 C51 C52 C53 0.0 . . . . ?
C51 C52 C53 C54 0.0 . . . . ?
C52 C53 C54 C49 0.0 . . . . ?
C50 C49 C54 C53 0.0 . . . . ?
C48 C49 C54 C53 178.5(9) . . . . ?
C61 C56 C57 C58 0.0 . . . . ?
C55 C56 C57 C58 -176.7(10) . . . . ?
C56 C57 C58 C59 0.0 . . . . ?
C57 C58 C59 C60 0.0 . . . . ?
C58 C59 C60 C61 0.0 . . . . ?
C59 C60 C61 C56 0.0 . . . . ?
C57 C56 C61 C60 0.0 . . . . ?
C55 C56 C61 C60 176.8(10) . . . . ?

_refine_diff_density_max         0.557
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.072

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_12
_database_code_depnum_ccdc_archive 'CCDC 1583742'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H47 B2 N3 O2'
_chemical_formula_sum            'C37 H47 B2 N3 O2'
_chemical_formula_weight         587.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.981(2)
_cell_length_b                   10.430(2)
_cell_length_c                   28.550(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.578(4)
_cell_angle_gamma                90
_cell_volume                     3259.7(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    6034
_cell_measurement_theta_min      2.6974
_cell_measurement_theta_max      31.0948

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8866
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            26271
_diffrn_reflns_av_unetI/netI     0.0732
_diffrn_reflns_av_R_equivalents  0.0671
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         3.123
_diffrn_reflns_theta_max         27.457
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             7333
_reflns_number_gt                5202
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.3922P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7333
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1068
_refine_ls_R_factor_gt           0.0762
_refine_ls_wR_factor_ref         0.1986
_refine_ls_wR_factor_gt          0.1771
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.62117(14) 0.18712(15) 0.39244(5) 0.0230(4) Uani 1 1 d . . . . .
N2 N 0.75354(17) -0.00328(18) 0.42220(6) 0.0208(4) Uani 1 1 d . . . . .
O2 O 0.73253(14) 0.20093(14) 0.46458(5) 0.0217(4) Uani 1 1 d . . . . .
C15 C 0.9752(2) 0.1525(2) 0.29179(7) 0.0211(5) Uani 1 1 d . . . . .
C6 C 1.0584(2) -0.0839(2) 0.32373(8) 0.0224(5) Uani 1 1 d . . . . .
C24 C 0.9335(2) 0.2782(2) 0.40059(7) 0.0199(5) Uani 1 1 d . . . . .
N3 N 0.84367(16) 0.17786(17) 0.38523(6) 0.0188(4) Uani 1 1 d . . . . .
H3A H 0.8015 0.2124 0.3556 0.023 Uiso 1 1 calc R U . . .
C21 C 1.0802(2) 0.3109(2) 0.24706(8) 0.0258(5) Uani 1 1 d . . . . .
H21 H 1.1510 0.3611 0.2434 0.031 Uiso 1 1 calc R U . . .
N1 N 0.71059(18) -0.21175(19) 0.44938(7) 0.0261(5) Uani 1 1 d . . . . .
C9 C 1.1123(2) -0.2746(2) 0.28019(9) 0.0282(5) Uani 1 1 d . . . . .
H9 H 1.0979 -0.3278 0.2533 0.034 Uiso 1 1 calc R U . . .
C5 C 0.6947(2) -0.0878(2) 0.44830(8) 0.0246(5) Uani 1 1 d . . . . .
H5 H 0.6363 -0.0538 0.4677 0.030 Uiso 1 1 calc R U . . .
C13 C 1.1471(2) -0.1230(2) 0.35980(8) 0.0239(5) Uani 1 1 d . . . . .
C32 C 0.5449(2) 0.2556(2) 0.42336(8) 0.0248(5) Uani 1 1 d . . . . .
C22 C 1.0808(2) 0.2243(2) 0.28415(8) 0.0226(5) Uani 1 1 d . . . . .
C4 C 0.7960(2) -0.2561(2) 0.42032(8) 0.0257(5) Uani 1 1 d . . . . .
H4 H 0.8092 -0.3460 0.4191 0.031 Uiso 1 1 calc R U . . .
C31 C 1.0086(2) 0.1467(2) 0.47340(8) 0.0246(5) Uani 1 1 d . . . . .
H31 H 0.9570 0.1693 0.4986 0.037 Uiso 1 1 calc R U . . .
H31A H 1.0910 0.1259 0.4869 0.037 Uiso 1 1 calc R U . . .
H31B H 0.9738 0.0723 0.4562 0.037 Uiso 1 1 calc R U . . .
C28 C 1.1072(2) 0.4642(2) 0.42476(9) 0.0324(6) Uani 1 1 d . . . . .
H28 H 1.1694 0.5260 0.4321 0.039 Uiso 1 1 calc R U . . .
C18 C 0.8734(2) 0.2579(2) 0.22344(8) 0.0252(5) Uani 1 1 d . . . . .
H18 H 0.8025 0.2686 0.2025 0.030 Uiso 1 1 calc R U . . .
C10 C 1.1995(2) -0.3126(2) 0.31560(9) 0.0276(5) Uani 1 1 d . . . . .
C3 C 0.8626(2) -0.1799(2) 0.39332(8) 0.0233(5) Uani 1 1 d . . . . .
H3 H 0.9210 -0.2160 0.3743 0.028 Uiso 1 1 calc R U . . .
C26 C 0.8382(2) 0.4251(2) 0.33515(8) 0.0276(5) Uani 1 1 d . . . . .
H26 H 0.8272 0.5183 0.3333 0.041 Uiso 1 1 calc R U . . .
H26A H 0.7602 0.3843 0.3407 0.041 Uiso 1 1 calc R U . . .
H26B H 0.8663 0.3936 0.3055 0.041 Uiso 1 1 calc R U . . .
C1 C 0.8991(2) 0.0530(2) 0.37073(8) 0.0209(5) Uani 1 1 d . . . . .
C30 C 1.0148(2) 0.2590(2) 0.44005(8) 0.0224(5) Uani 1 1 d . . . . .
C7 C 1.0450(2) -0.1611(2) 0.28268(8) 0.0237(5) Uani 1 1 d . . . . .
B2 B 0.7291(2) 0.1449(2) 0.41955(9) 0.0206(5) Uani 1 1 d . . . . .
C35 C 0.6387(2) 0.2989(2) 0.46439(8) 0.0236(5) Uani 1 1 d . . . . .
C12 C 1.2160(2) -0.2343(2) 0.35465(9) 0.0268(5) Uani 1 1 d . . . . .
H12 H 1.2765 -0.2568 0.3789 0.032 Uiso 1 1 calc R U . . .
B1 B 0.9780(2) 0.0416(2) 0.33000(9) 0.0200(5) Uani 1 1 d . . . . .
C8 C 0.9592(2) -0.1268(2) 0.24079(8) 0.0272(5) Uani 1 1 d . . . . .
H8 H 0.9674 -0.1896 0.2157 0.041 Uiso 1 1 calc R U . . .
H8A H 0.9795 -0.0412 0.2295 0.041 Uiso 1 1 calc R U . . .
H8B H 0.8750 -0.1271 0.2498 0.041 Uiso 1 1 calc R U . . .
C17 C 0.7484(2) 0.1100(2) 0.26908(8) 0.0261(5) Uani 1 1 d . . . . .
H17 H 0.7126 0.1498 0.2959 0.039 Uiso 1 1 calc R U . . .
H17A H 0.7622 0.0186 0.2754 0.039 Uiso 1 1 calc R U . . .
H17B H 0.6924 0.1201 0.2408 0.039 Uiso 1 1 calc R U . . .
C36 C 0.6991(2) 0.4273(2) 0.45519(9) 0.0295(6) Uani 1 1 d . . . . .
H36 H 0.7699 0.4395 0.4779 0.044 Uiso 1 1 calc R U . . .
H36A H 0.6403 0.4967 0.4585 0.044 Uiso 1 1 calc R U . . .
H36B H 0.7259 0.4279 0.4233 0.044 Uiso 1 1 calc R U . . .
C27 C 1.0205(2) 0.4849(2) 0.38777(8) 0.0268(5) Uani 1 1 d . . . . .
H27 H 1.0214 0.5631 0.3707 0.032 Uiso 1 1 calc R U . . .
C19 C 0.9787(2) 0.3261(2) 0.21520(8) 0.0273(5) Uani 1 1 d . . . . .
C29 C 1.1032(2) 0.3535(2) 0.45108(9) 0.0281(5) Uani 1 1 d . . . . .
H29 H 1.1614 0.3412 0.4771 0.034 Uiso 1 1 calc R U . . .
C25 C 0.9318(2) 0.3930(2) 0.37501(7) 0.0216(5) Uani 1 1 d . . . . .
C11 C 1.2735(3) -0.4331(2) 0.31158(10) 0.0381(6) Uani 1 1 d . . . . .
H11 H 1.3533 -0.4225 0.3290 0.057 Uiso 1 1 calc R U . . .
H11A H 1.2849 -0.4498 0.2784 0.057 Uiso 1 1 calc R U . . .
H11B H 1.2303 -0.5054 0.3246 0.057 Uiso 1 1 calc R U . . .
C23 C 1.1942(2) 0.2106(2) 0.31736(8) 0.0264(5) Uani 1 1 d . . . . .
H23 H 1.2601 0.2625 0.3060 0.040 Uiso 1 1 calc R U . . .
H23A H 1.2192 0.1204 0.3189 0.040 Uiso 1 1 calc R U . . .
H23B H 1.1768 0.2399 0.3487 0.040 Uiso 1 1 calc R U . . .
C34 C 0.4476(2) 0.1625(2) 0.43851(9) 0.0302(6) Uani 1 1 d . . . . .
H34 H 0.4030 0.1256 0.4106 0.045 Uiso 1 1 calc R U . . .
H34A H 0.3904 0.2085 0.4571 0.045 Uiso 1 1 calc R U . . .
H34B H 0.4870 0.0936 0.4575 0.045 Uiso 1 1 calc R U . . .
C2 C 0.8430(2) -0.0448(2) 0.39420(7) 0.0193(5) Uani 1 1 d . . . . .
C14 C 1.1709(2) -0.0504(2) 0.40537(8) 0.0293(6) Uani 1 1 d . . . . .
H14 H 1.1575 0.0414 0.3997 0.044 Uiso 1 1 calc R U . . .
H14A H 1.2555 -0.0646 0.4179 0.044 Uiso 1 1 calc R U . . .
H14B H 1.1151 -0.0809 0.4281 0.044 Uiso 1 1 calc R U . . .
C37 C 0.5893(2) 0.2997(3) 0.51265(9) 0.0334(6) Uani 1 1 d . . . . .
H37 H 0.5643 0.2128 0.5207 0.050 Uiso 1 1 calc R U . . .
H37A H 0.5188 0.3574 0.5123 0.050 Uiso 1 1 calc R U . . .
H37B H 0.6531 0.3296 0.5361 0.050 Uiso 1 1 calc R U . . .
C16 C 0.8688(2) 0.1744(2) 0.26153(8) 0.0230(5) Uani 1 1 d . . . . .
C33 C 0.4809(2) 0.3650(3) 0.39609(9) 0.0333(6) Uani 1 1 d . . . . .
H33 H 0.5416 0.4174 0.3815 0.050 Uiso 1 1 calc R U . . .
H33A H 0.4373 0.4182 0.4176 0.050 Uiso 1 1 calc R U . . .
H33B H 0.4225 0.3299 0.3717 0.050 Uiso 1 1 calc R U . . .
C20 C 0.9828(2) 0.4134(3) 0.17308(9) 0.0371(6) Uani 1 1 d . . . . .
H20 H 0.9368 0.4919 0.1783 0.056 Uiso 1 1 calc R U . . .
H20A H 0.9465 0.3696 0.1450 0.056 Uiso 1 1 calc R U . . .
H20B H 1.0679 0.4354 0.1686 0.056 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 B2 1.432(3) . ?
O1 C32 1.452(3) . ?
N2 C5 1.352(3) . ?
N2 C2 1.385(3) . ?
N2 B2 1.570(3) . ?
O2 B2 1.410(3) . ?
O2 C35 1.451(3) . ?
C15 C22 1.412(3) . ?
C15 C16 1.415(3) . ?
C15 B1 1.588(3) . ?
C6 C13 1.420(3) . ?
C6 C7 1.420(3) . ?
C6 B1 1.597(3) . ?
C24 C30 1.395(3) . ?
C24 C25 1.402(3) . ?
C24 N3 1.480(3) . ?
N3 C1 1.510(3) . ?
N3 B2 1.691(3) . ?
N3 H3A 1.0000 . ?
C21 C19 1.390(3) . ?
C21 C22 1.392(3) . ?
C21 H21 0.9500 . ?
N1 C5 1.304(3) . ?
N1 C4 1.381(3) . ?
C9 C10 1.394(3) . ?
C9 C7 1.400(3) . ?
C9 H9 0.9500 . ?
C5 H5 0.9500 . ?
C13 C12 1.400(3) . ?
C13 C14 1.510(3) . ?
C32 C33 1.522(3) . ?
C32 C34 1.532(3) . ?
C32 C35 1.563(3) . ?
C22 C23 1.510(3) . ?
C4 C3 1.360(3) . ?
C4 H4 0.9500 . ?
C31 C30 1.515(3) . ?
C31 H31 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C28 C29 1.380(3) . ?
C28 C27 1.381(3) . ?
C28 H28 0.9500 . ?
C18 C19 1.393(3) . ?
C18 C16 1.398(3) . ?
C18 H18 0.9500 . ?
C10 C12 1.383(4) . ?
C10 C11 1.505(3) . ?
C3 C2 1.426(3) . ?
C3 H3 0.9500 . ?
C26 C25 1.509(3) . ?
C26 H26 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C1 C2 1.391(3) . ?
C1 B1 1.509(3) . ?
C30 C29 1.402(3) . ?
C7 C8 1.505(3) . ?
C35 C37 1.520(3) . ?
C35 C36 1.527(3) . ?
C12 H12 0.9500 . ?
C8 H8 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C17 C16 1.514(3) . ?
C17 H17 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C36 H36 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C27 C25 1.394(3) . ?
C27 H27 0.9500 . ?
C19 C20 1.512(3) . ?
C29 H29 0.9500 . ?
C11 H11 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C23 H23 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C34 H34 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C14 H14 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C37 H37 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C33 H33 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C20 H20 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B2 O1 C32 108.37(16) . . ?
C5 N2 C2 120.4(2) . . ?
C5 N2 B2 125.57(19) . . ?
C2 N2 B2 113.99(18) . . ?
B2 O2 C35 108.74(17) . . ?
C22 C15 C16 117.9(2) . . ?
C22 C15 B1 121.40(19) . . ?
C16 C15 B1 120.4(2) . . ?
C13 C6 C7 117.1(2) . . ?
C13 C6 B1 120.5(2) . . ?
C7 C6 B1 122.4(2) . . ?
C30 C24 C25 121.6(2) . . ?
C30 C24 N3 120.41(19) . . ?
C25 C24 N3 117.97(18) . . ?
C24 N3 C1 114.68(17) . . ?
C24 N3 B2 118.76(16) . . ?
C1 N3 B2 108.58(16) . . ?
C24 N3 H3A 104.4 . . ?
C1 N3 H3A 104.4 . . ?
B2 N3 H3A 104.4 . . ?
C19 C21 C22 121.8(2) . . ?
C19 C21 H21 119.1 . . ?
C22 C21 H21 119.1 . . ?
C5 N1 C4 114.4(2) . . ?
C10 C9 C7 122.6(2) . . ?
C10 C9 H9 118.7 . . ?
C7 C9 H9 118.7 . . ?
N1 C5 N2 126.2(2) . . ?
N1 C5 H5 116.9 . . ?
N2 C5 H5 116.9 . . ?
C12 C13 C6 120.5(2) . . ?
C12 C13 C14 116.6(2) . . ?
C6 C13 C14 122.8(2) . . ?
O1 C32 C33 108.87(19) . . ?
O1 C32 C34 107.97(19) . . ?
C33 C32 C34 108.4(2) . . ?
O1 C32 C35 102.74(17) . . ?
C33 C32 C35 114.6(2) . . ?
C34 C32 C35 113.8(2) . . ?
C21 C22 C15 120.5(2) . . ?
C21 C22 C23 119.6(2) . . ?
C15 C22 C23 119.9(2) . . ?
C3 C4 N1 124.5(2) . . ?
C3 C4 H4 117.7 . . ?
N1 C4 H4 117.7 . . ?
C30 C31 H31 109.5 . . ?
C30 C31 H31A 109.5 . . ?
H31 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C28 C27 119.8(2) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C19 C18 C16 122.1(2) . . ?
C19 C18 H18 118.9 . . ?
C16 C18 H18 118.9 . . ?
C12 C10 C9 117.1(2) . . ?
C12 C10 C11 121.2(2) . . ?
C9 C10 C11 121.7(2) . . ?
C4 C3 C2 118.6(2) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C25 C26 H26 109.5 . . ?
C25 C26 H26A 109.5 . . ?
H26 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C2 C1 B1 128.1(2) . . ?
C2 C1 N3 107.25(18) . . ?
B1 C1 N3 123.21(19) . . ?
C24 C30 C29 117.9(2) . . ?
C24 C30 C31 124.1(2) . . ?
C29 C30 C31 117.9(2) . . ?
C9 C7 C6 120.1(2) . . ?
C9 C7 C8 117.4(2) . . ?
C6 C7 C8 122.5(2) . . ?
O2 B2 O1 109.03(19) . . ?
O2 B2 N2 111.85(19) . . ?
O1 B2 N2 117.37(19) . . ?
O2 B2 N3 118.51(19) . . ?
O1 B2 N3 104.27(17) . . ?
N2 B2 N3 95.50(16) . . ?
O2 C35 C37 107.78(19) . . ?
O2 C35 C36 107.45(18) . . ?
C37 C35 C36 110.0(2) . . ?
O2 C35 C32 102.98(17) . . ?
C37 C35 C32 114.8(2) . . ?
C36 C35 C32 113.17(19) . . ?
C10 C12 C13 122.5(2) . . ?
C10 C12 H12 118.7 . . ?
C13 C12 H12 118.7 . . ?
C1 B1 C15 119.5(2) . . ?
C1 B1 C6 120.5(2) . . ?
C15 B1 C6 120.02(19) . . ?
C7 C8 H8 109.5 . . ?
C7 C8 H8A 109.5 . . ?
H8 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C16 C17 H17 109.5 . . ?
C16 C17 H17A 109.5 . . ?
H17 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C35 C36 H36 109.5 . . ?
C35 C36 H36A 109.5 . . ?
H36 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C28 C27 C25 121.1(2) . . ?
C28 C27 H27 119.4 . . ?
C25 C27 H27 119.4 . . ?
C21 C19 C18 117.7(2) . . ?
C21 C19 C20 121.0(2) . . ?
C18 C19 C20 121.3(2) . . ?
C28 C29 C30 121.2(2) . . ?
C28 C29 H29 119.4 . . ?
C30 C29 H29 119.4 . . ?
C27 C25 C24 118.1(2) . . ?
C27 C25 C26 117.7(2) . . ?
C24 C25 C26 124.2(2) . . ?
C10 C11 H11 109.5 . . ?
C10 C11 H11A 109.5 . . ?
H11 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C22 C23 H23 109.5 . . ?
C22 C23 H23A 109.5 . . ?
H23 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C32 C34 H34 109.5 . . ?
C32 C34 H34A 109.5 . . ?
H34 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N2 C2 C1 114.27(19) . . ?
N2 C2 C3 115.7(2) . . ?
C1 C2 C3 130.0(2) . . ?
C13 C14 H14 109.5 . . ?
C13 C14 H14A 109.5 . . ?
H14 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C35 C37 H37 109.5 . . ?
C35 C37 H37A 109.5 . . ?
H37 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C18 C16 C15 119.7(2) . . ?
C18 C16 C17 118.3(2) . . ?
C15 C16 C17 122.0(2) . . ?
C32 C33 H33 109.5 . . ?
C32 C33 H33A 109.5 . . ?
H33 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C19 C20 H20 109.5 . . ?
C19 C20 H20A 109.5 . . ?
H20 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C30 C24 N3 C1 -62.7(3) . . . . ?
C25 C24 N3 C1 118.8(2) . . . . ?
C30 C24 N3 B2 68.0(3) . . . . ?
C25 C24 N3 B2 -110.4(2) . . . . ?
C4 N1 C5 N2 -0.3(3) . . . . ?
C2 N2 C5 N1 -2.2(3) . . . . ?
B2 N2 C5 N1 177.0(2) . . . . ?
C7 C6 C13 C12 -0.9(3) . . . . ?
B1 C6 C13 C12 178.9(2) . . . . ?
C7 C6 C13 C14 -179.8(2) . . . . ?
B1 C6 C13 C14 0.0(3) . . . . ?
B2 O1 C32 C33 144.8(2) . . . . ?
B2 O1 C32 C34 -97.7(2) . . . . ?
B2 O1 C32 C35 22.9(2) . . . . ?
C19 C21 C22 C15 -2.9(4) . . . . ?
C19 C21 C22 C23 179.2(2) . . . . ?
C16 C15 C22 C21 -1.8(3) . . . . ?
B1 C15 C22 C21 172.8(2) . . . . ?
C16 C15 C22 C23 176.1(2) . . . . ?
B1 C15 C22 C23 -9.3(3) . . . . ?
C5 N1 C4 C3 1.8(3) . . . . ?
C7 C9 C10 C12 1.4(4) . . . . ?
C7 C9 C10 C11 -178.2(2) . . . . ?
N1 C4 C3 C2 -0.8(3) . . . . ?
C24 N3 C1 C2 130.38(19) . . . . ?
B2 N3 C1 C2 -5.1(2) . . . . ?
C24 N3 C1 B1 -62.2(3) . . . . ?
B2 N3 C1 B1 162.34(19) . . . . ?
C25 C24 C30 C29 -5.8(3) . . . . ?
N3 C24 C30 C29 175.8(2) . . . . ?
C25 C24 C30 C31 170.2(2) . . . . ?
N3 C24 C30 C31 -8.2(3) . . . . ?
C10 C9 C7 C6 -4.2(4) . . . . ?
C10 C9 C7 C8 176.2(2) . . . . ?
C13 C6 C7 C9 3.9(3) . . . . ?
B1 C6 C7 C9 -175.9(2) . . . . ?
C13 C6 C7 C8 -176.7(2) . . . . ?
B1 C6 C7 C8 3.6(3) . . . . ?
C35 O2 B2 O1 -10.5(2) . . . . ?
C35 O2 B2 N2 -142.01(18) . . . . ?
C35 O2 B2 N3 108.4(2) . . . . ?
C32 O1 B2 O2 -8.9(2) . . . . ?
C32 O1 B2 N2 119.5(2) . . . . ?
C32 O1 B2 N3 -136.43(17) . . . . ?
C5 N2 B2 O2 51.5(3) . . . . ?
C2 N2 B2 O2 -129.2(2) . . . . ?
C5 N2 B2 O1 -75.6(3) . . . . ?
C2 N2 B2 O1 103.7(2) . . . . ?
C5 N2 B2 N3 175.26(19) . . . . ?
C2 N2 B2 N3 -5.5(2) . . . . ?
C24 N3 B2 O2 -8.7(3) . . . . ?
C1 N3 B2 O2 124.7(2) . . . . ?
C24 N3 B2 O1 112.7(2) . . . . ?
C1 N3 B2 O1 -113.95(18) . . . . ?
C24 N3 B2 N2 -127.28(18) . . . . ?
C1 N3 B2 N2 6.1(2) . . . . ?
B2 O2 C35 C37 145.7(2) . . . . ?
B2 O2 C35 C36 -95.8(2) . . . . ?
B2 O2 C35 C32 24.0(2) . . . . ?
O1 C32 C35 O2 -28.2(2) . . . . ?
C33 C32 C35 O2 -146.14(19) . . . . ?
C34 C32 C35 O2 88.3(2) . . . . ?
O1 C32 C35 C37 -145.1(2) . . . . ?
C33 C32 C35 C37 97.0(3) . . . . ?
C34 C32 C35 C37 -28.6(3) . . . . ?
O1 C32 C35 C36 87.5(2) . . . . ?
C33 C32 C35 C36 -30.4(3) . . . . ?
C34 C32 C35 C36 -156.1(2) . . . . ?
C9 C10 C12 C13 1.7(4) . . . . ?
C11 C10 C12 C13 -178.8(2) . . . . ?
C6 C13 C12 C10 -1.9(4) . . . . ?
C14 C13 C12 C10 177.1(2) . . . . ?
C2 C1 B1 C15 147.3(2) . . . . ?
N3 C1 B1 C15 -17.5(3) . . . . ?
C2 C1 B1 C6 -29.5(3) . . . . ?
N3 C1 B1 C6 165.76(19) . . . . ?
C22 C15 B1 C1 118.1(2) . . . . ?
C16 C15 B1 C1 -67.5(3) . . . . ?
C22 C15 B1 C6 -65.1(3) . . . . ?
C16 C15 B1 C6 109.3(2) . . . . ?
C13 C6 B1 C1 -58.2(3) . . . . ?
C7 C6 B1 C1 121.6(2) . . . . ?
C13 C6 B1 C15 125.0(2) . . . . ?
C7 C6 B1 C15 -55.2(3) . . . . ?
C29 C28 C27 C25 -3.0(4) . . . . ?
C22 C21 C19 C18 4.5(4) . . . . ?
C22 C21 C19 C20 -175.4(2) . . . . ?
C16 C18 C19 C21 -1.5(4) . . . . ?
C16 C18 C19 C20 178.4(2) . . . . ?
C27 C28 C29 C30 2.1(4) . . . . ?
C24 C30 C29 C28 2.2(4) . . . . ?
C31 C30 C29 C28 -174.1(2) . . . . ?
C28 C27 C25 C24 -0.5(3) . . . . ?
C28 C27 C25 C26 178.1(2) . . . . ?
C30 C24 C25 C27 5.0(3) . . . . ?
N3 C24 C25 C27 -176.6(2) . . . . ?
C30 C24 C25 C26 -173.5(2) . . . . ?
N3 C24 C25 C26 5.0(3) . . . . ?
C5 N2 C2 C1 -177.62(19) . . . . ?
B2 N2 C2 C1 3.1(3) . . . . ?
C5 N2 C2 C3 3.1(3) . . . . ?
B2 N2 C2 C3 -176.22(19) . . . . ?
B1 C1 C2 N2 -165.1(2) . . . . ?
N3 C1 C2 N2 1.5(2) . . . . ?
B1 C1 C2 C3 14.1(4) . . . . ?
N3 C1 C2 C3 -179.3(2) . . . . ?
C4 C3 C2 N2 -1.7(3) . . . . ?
C4 C3 C2 C1 179.2(2) . . . . ?
C19 C18 C16 C15 -3.0(4) . . . . ?
C19 C18 C16 C17 176.8(2) . . . . ?
C22 C15 C16 C18 4.6(3) . . . . ?
B1 C15 C16 C18 -170.0(2) . . . . ?
C22 C15 C16 C17 -175.1(2) . . . . ?
B1 C15 C16 C17 10.2(3) . . . . ?

_refine_diff_density_max         0.344
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.080

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_11
_database_code_depnum_ccdc_archive 'CCDC 1583741'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H47 B2 N3 O2'
_chemical_formula_sum            'C37 H47 B2 N3 O2'
_chemical_formula_weight         587.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/a'
_space_group_name_Hall           '-P 2yab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'

_cell_length_a                   15.319(2)
_cell_length_b                   13.7912(18)
_cell_length_c                   17.481(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.051(2)
_cell_angle_gamma                90
_cell_volume                     3422.9(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    93.1500
_cell_measurement_reflns_used    7652
_cell_measurement_theta_min      2.5142
_cell_measurement_theta_max      31.3175

_exptl_crystal_description       Prism
_exptl_crystal_colour            Green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.140
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8779
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            27777
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.023
_diffrn_reflns_theta_max         27.460
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7810
_reflns_number_gt                5551
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-2004
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0895P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7810
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0847
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1588
_refine_ls_wR_factor_gt          0.1402
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.44357(13) 0.21062(13) 0.71877(11) 0.0209(4) Uani 1 1 d . . . . .
N1 N 0.51578(9) 0.26398(9) 0.70508(8) 0.0198(3) Uani 1 1 d . . . . .
C1 C 0.64584(11) 0.37583(11) 0.75736(10) 0.0213(3) Uani 1 1 d . . . . .
H1 H 0.703577 0.394728 0.799420 0.026 Uiso 1 1 calc R U . . .
C2 C 0.60519(11) 0.29206(11) 0.76567(9) 0.0193(3) Uani 1 1 d . . . . .
C3 C 0.50056(11) 0.30509(12) 0.62592(10) 0.0219(4) Uani 1 1 d . . . . .
H2 H 0.461335 0.272001 0.577557 0.026 Uiso 1 1 calc R U . . .
C4 C 0.53982(11) 0.38795(12) 0.61864(9) 0.0220(4) Uani 1 1 d . . . . .
H3 H 0.523857 0.416229 0.565557 0.026 Uiso 1 1 calc R U . . .
N2 N 0.60552(10) 0.43574(10) 0.68866(8) 0.0220(3) Uani 1 1 d . . . . .
O1 O 0.70920(8) 0.57373(8) 0.74917(7) 0.0242(3) Uani 1 1 d . . . . .
O2 O 0.59110(8) 0.59365(8) 0.62044(7) 0.0254(3) Uani 1 1 d . . . . .
C5 C 0.66082(11) 0.22345(11) 0.82847(9) 0.0197(3) Uani 1 1 d . . . . .
H4 H 0.716348 0.246086 0.871239 0.024 Uiso 1 1 calc R U . . .
N3 N 0.63833(9) 0.13431(9) 0.82864(8) 0.0204(3) Uani 1 1 d . . . . .
C6 C 0.70162(11) 0.07289(11) 0.88990(10) 0.0206(3) Uani 1 1 d . . . . .
C10 C 0.80706(13) -0.06361(12) 0.92054(11) 0.0278(4) Uani 1 1 d . . . . .
H5 H 0.838494 -0.112998 0.902892 0.033 Uiso 1 1 calc R U . . .
C11 C 0.74563(12) -0.00161(12) 0.86244(10) 0.0234(4) Uani 1 1 d . . . . .
C12 C 0.66678(13) 0.15948(13) 1.00354(11) 0.0295(4) Uani 1 1 d . . . . .
H6 H 0.662397 0.138642 1.055572 0.044 Uiso 1 1 calc R U . . .
H7 H 0.603324 0.169370 0.962034 0.044 Uiso 1 1 calc R U . . .
H8 H 0.702195 0.220363 1.012277 0.044 Uiso 1 1 calc R U . . .
C13 C 0.72611(13) -0.01114(12) 0.77159(10) 0.0272(4) Uani 1 1 d . . . . .
H9 H 0.768905 -0.059240 0.763437 0.041 Uiso 1 1 calc R U . . .
H10 H 0.735915 0.051664 0.749824 0.041 Uiso 1 1 calc R U . . .
H11 H 0.660814 -0.032028 0.742455 0.041 Uiso 1 1 calc R U . . .
C14 C 0.43819(11) 0.20672(12) 0.80734(10) 0.0214(3) Uani 1 1 d . . . . .
C15 C 0.43758(11) 0.29348(12) 0.85039(10) 0.0236(4) Uani 1 1 d . . . . .
C17 C 0.41802(12) 0.20277(14) 0.96274(11) 0.0296(4) Uani 1 1 d . . . . .
C18 C 0.41739(12) 0.11763(14) 0.91998(11) 0.0292(4) Uani 1 1 d . . . . .
H12 H 0.410144 0.057413 0.943325 0.035 Uiso 1 1 calc R U . . .
C20 C 0.44561(12) 0.39293(12) 0.81687(10) 0.0258(4) Uani 1 1 d . . . . .
H13 H 0.421928 0.441979 0.844800 0.039 Uiso 1 1 calc R U . . .
H14 H 0.408343 0.394728 0.757447 0.039 Uiso 1 1 calc R U . . .
H15 H 0.511759 0.406447 0.826689 0.039 Uiso 1 1 calc R U . . .
C23 C 0.36412(11) 0.16673(11) 0.63782(10) 0.0215(3) Uani 1 1 d . . . . .
C24 C 0.38640(12) 0.09238(12) 0.59218(10) 0.0243(4) Uani 1 1 d . . . . .
C25 C 0.31729(12) 0.05694(12) 0.51986(10) 0.0254(4) Uani 1 1 d . . . . .
H16 H 0.333254 0.006189 0.490731 0.030 Uiso 1 1 calc R U . . .
B2 B 0.63540(13) 0.53294(13) 0.68594(11) 0.0215(4) Uani 1 1 d . . . . .
C7 C 0.71667(12) 0.08267(12) 0.97389(10) 0.0238(4) Uani 1 1 d . . . . .
C8 C 0.77791(13) 0.01753(13) 1.02976(11) 0.0292(4) Uani 1 1 d . . . . .
H17 H 0.788650 0.022879 1.086764 0.035 Uiso 1 1 calc R U . . .
C9 C 0.82334(13) -0.05476(13) 1.00371(11) 0.0320(4) Uani 1 1 d . . . . .
H18 H 0.865331 -0.097915 1.042644 0.038 Uiso 1 1 calc R U . . .
C16 C 0.42762(12) 0.28985(13) 0.92669(11) 0.0276(4) Uani 1 1 d . . . . .
H19 H 0.427411 0.348802 0.954738 0.033 Uiso 1 1 calc R U . . .
C19 C 0.42712(11) 0.11809(12) 0.84367(10) 0.0248(4) Uani 1 1 d . . . . .
C21 C 0.41059(15) 0.20063(17) 1.04633(12) 0.0413(5) Uani 1 1 d . . . . .
H20 H 0.365340 0.150637 1.046829 0.062 Uiso 1 1 calc R U . . .
H21 H 0.389179 0.263983 1.057788 0.062 Uiso 1 1 calc R U . . .
H22 H 0.472420 0.185872 1.088705 0.062 Uiso 1 1 calc R U . . .
C22 C 0.43031(13) 0.02223(12) 0.80353(11) 0.0306(4) Uani 1 1 d . . . . .
H23 H 0.492899 0.012975 0.801635 0.046 Uiso 1 1 calc R U . . .
H24 H 0.382733 0.021594 0.747268 0.046 Uiso 1 1 calc R U . . .
H25 H 0.417387 -0.030269 0.835576 0.046 Uiso 1 1 calc R U . . .
C26 C 0.22615(12) 0.09329(12) 0.48912(10) 0.0247(4) Uani 1 1 d . . . . .
C27 C 0.20467(12) 0.16658(12) 0.53354(10) 0.0240(4) Uani 1 1 d . . . . .
H26 H 0.142689 0.192511 0.513651 0.029 Uiso 1 1 calc R U . . .
C28 C 0.27129(12) 0.20350(11) 0.60660(10) 0.0215(3) Uani 1 1 d . . . . .
C29 C 0.48415(13) 0.05012(14) 0.61851(12) 0.0348(4) Uani 1 1 d . . . . .
H27 H 0.479965 -0.020665 0.613615 0.052 Uiso 1 1 calc R U . . .
H28 H 0.520554 0.067982 0.675989 0.052 Uiso 1 1 calc R U . . .
H29 H 0.515414 0.075603 0.583043 0.052 Uiso 1 1 calc R U . . .
C30 C 0.15364(13) 0.05601(14) 0.40922(11) 0.0329(4) Uani 1 1 d . . . . .
H30 H 0.177374 0.063735 0.364744 0.049 Uiso 1 1 calc R U . . .
H31 H 0.095076 0.092873 0.395847 0.049 Uiso 1 1 calc R U . . .
H32 H 0.141441 -0.012763 0.415268 0.049 Uiso 1 1 calc R U . . .
C31 C 0.24411(12) 0.28800(12) 0.64784(10) 0.0253(4) Uani 1 1 d . . . . .
H33 H 0.271994 0.347636 0.636622 0.038 Uiso 1 1 calc R U . . .
H34 H 0.267296 0.276886 0.707539 0.038 Uiso 1 1 calc R U . . .
H35 H 0.175367 0.294346 0.626145 0.038 Uiso 1 1 calc R U . . .
C32 C 0.65115(13) 0.67991(12) 0.63505(10) 0.0247(4) Uani 1 1 d . . . . .
C33 C 0.70525(12) 0.67748(11) 0.73085(10) 0.0235(4) Uani 1 1 d . . . . .
C34 C 0.71480(14) 0.66463(13) 0.58702(11) 0.0320(4) Uani 1 1 d . . . . .
H36 H 0.755082 0.607997 0.609020 0.048 Uiso 1 1 calc R U . . .
H37 H 0.754203 0.722182 0.592445 0.048 Uiso 1 1 calc R U . . .
H38 H 0.676116 0.653850 0.528645 0.048 Uiso 1 1 calc R U . . .
C35 C 0.58823(14) 0.76822(13) 0.60423(11) 0.0328(4) Uani 1 1 d . . . . .
H39 H 0.553317 0.762564 0.544594 0.049 Uiso 1 1 calc R U . . .
H40 H 0.627090 0.826933 0.615895 0.049 Uiso 1 1 calc R U . . .
H41 H 0.543744 0.772072 0.632353 0.049 Uiso 1 1 calc R U . . .
C36 C 0.65076(13) 0.72396(13) 0.77837(10) 0.0290(4) Uani 1 1 d . . . . .
H42 H 0.586821 0.697276 0.758890 0.044 Uiso 1 1 calc R U . . .
H43 H 0.647633 0.794238 0.769425 0.044 Uiso 1 1 calc R U . . .
H44 H 0.682766 0.710301 0.837389 0.044 Uiso 1 1 calc R U . . .
C37 C 0.80491(13) 0.71631(12) 0.75972(11) 0.0296(4) Uani 1 1 d . . . . .
H45 H 0.833448 0.713917 0.820124 0.044 Uiso 1 1 calc R U . . .
H46 H 0.803737 0.783537 0.741198 0.044 Uiso 1 1 calc R U . . .
H47 H 0.842022 0.676610 0.736537 0.044 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 N1 1.422(2) . ?
B1 C14 1.582(2) . ?
B1 C23 1.599(2) . ?
N1 C3 1.431(2) . ?
N1 C2 1.435(2) . ?
C1 C2 1.346(2) . ?
C1 N2 1.396(2) . ?
C2 C5 1.457(2) . ?
C3 C4 1.320(2) . ?
C4 N2 1.4215(19) . ?
N2 B2 1.423(2) . ?
O1 B2 1.370(2) . ?
O1 C33 1.4625(19) . ?
O2 B2 1.374(2) . ?
O2 C32 1.466(2) . ?
C5 N3 1.277(2) . ?
N3 C6 1.4229(19) . ?
C6 C7 1.405(2) . ?
C6 C11 1.408(2) . ?
C10 C9 1.385(2) . ?
C10 C11 1.389(2) . ?
C11 C13 1.507(2) . ?
C12 C7 1.507(2) . ?
C14 C15 1.415(2) . ?
C14 C19 1.417(2) . ?
C15 C16 1.399(2) . ?
C15 C20 1.515(2) . ?
C17 C16 1.389(3) . ?
C17 C18 1.390(3) . ?
C17 C21 1.508(3) . ?
C18 C19 1.397(2) . ?
C23 C28 1.412(2) . ?
C23 C24 1.417(2) . ?
C24 C25 1.398(2) . ?
C24 C29 1.509(2) . ?
C25 C26 1.388(2) . ?
C7 C8 1.397(2) . ?
C8 C9 1.387(3) . ?
C19 C22 1.506(2) . ?
C26 C27 1.387(2) . ?
C26 C30 1.511(2) . ?
C27 C28 1.398(2) . ?
C28 C31 1.509(2) . ?
C32 C35 1.521(2) . ?
C32 C34 1.522(3) . ?
C32 C33 1.565(2) . ?
C33 C37 1.514(2) . ?
C33 C36 1.523(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 B1 C14 120.80(15) . . ?
N1 B1 C23 115.38(14) . . ?
C14 B1 C23 123.45(15) . . ?
B1 N1 C3 120.88(13) . . ?
B1 N1 C2 127.07(13) . . ?
C3 N1 C2 111.76(13) . . ?
C2 C1 N2 121.84(15) . . ?
C1 C2 N1 120.27(14) . . ?
C1 C2 C5 118.37(15) . . ?
N1 C2 C5 120.47(14) . . ?
C4 C3 N1 121.43(15) . . ?
C3 C4 N2 121.30(14) . . ?
C1 N2 C4 114.07(13) . . ?
C1 N2 B2 122.84(14) . . ?
C4 N2 B2 122.72(14) . . ?
B2 O1 C33 105.73(13) . . ?
B2 O2 C32 105.54(13) . . ?
N3 C5 C2 123.01(15) . . ?
C5 N3 C6 117.82(14) . . ?
C7 C6 C11 120.96(15) . . ?
C7 C6 N3 121.85(14) . . ?
C11 C6 N3 117.12(14) . . ?
C9 C10 C11 121.24(16) . . ?
C10 C11 C6 118.65(15) . . ?
C10 C11 C13 121.90(15) . . ?
C6 C11 C13 119.45(15) . . ?
C15 C14 C19 117.72(15) . . ?
C15 C14 B1 120.32(14) . . ?
C19 C14 B1 121.81(14) . . ?
C16 C15 C14 120.10(16) . . ?
C16 C15 C20 117.06(15) . . ?
C14 C15 C20 122.83(15) . . ?
C16 C17 C18 117.83(16) . . ?
C16 C17 C21 121.05(18) . . ?
C18 C17 C21 121.11(17) . . ?
C17 C18 C19 121.87(16) . . ?
C28 C23 C24 117.55(15) . . ?
C28 C23 B1 121.84(14) . . ?
C24 C23 B1 120.52(15) . . ?
C25 C24 C23 120.10(16) . . ?
C25 C24 C29 117.96(15) . . ?
C23 C24 C29 121.93(15) . . ?
C26 C25 C24 122.29(16) . . ?
O1 B2 O2 114.94(15) . . ?
O1 B2 N2 122.55(15) . . ?
O2 B2 N2 122.50(16) . . ?
C8 C7 C6 118.20(16) . . ?
C8 C7 C12 120.36(15) . . ?
C6 C7 C12 121.42(15) . . ?
C9 C8 C7 121.37(16) . . ?
C10 C9 C8 119.55(16) . . ?
C17 C16 C15 122.09(17) . . ?
C18 C19 C14 120.38(16) . . ?
C18 C19 C22 118.34(15) . . ?
C14 C19 C22 121.22(15) . . ?
C27 C26 C25 117.51(16) . . ?
C27 C26 C30 121.24(16) . . ?
C25 C26 C30 121.23(16) . . ?
C26 C27 C28 122.12(16) . . ?
C27 C28 C23 120.42(15) . . ?
C27 C28 C31 118.69(15) . . ?
C23 C28 C31 120.74(15) . . ?
O2 C32 C35 108.38(15) . . ?
O2 C32 C34 106.35(13) . . ?
C35 C32 C34 111.57(14) . . ?
O2 C32 C33 102.38(12) . . ?
C35 C32 C33 114.00(14) . . ?
C34 C32 C33 113.32(15) . . ?
O1 C33 C37 108.62(14) . . ?
O1 C33 C36 106.17(13) . . ?
C37 C33 C36 111.08(14) . . ?
O1 C33 C32 102.54(12) . . ?
C37 C33 C32 114.30(14) . . ?
C36 C33 C32 113.34(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 B1 N1 C3 -151.44(15) . . . . ?
C23 B1 N1 C3 21.9(2) . . . . ?
C14 B1 N1 C2 21.9(2) . . . . ?
C23 B1 N1 C2 -164.77(14) . . . . ?
N2 C1 C2 N1 -3.0(2) . . . . ?
N2 C1 C2 C5 166.27(14) . . . . ?
B1 N1 C2 C1 -147.22(17) . . . . ?
C3 N1 C2 C1 26.6(2) . . . . ?
B1 N1 C2 C5 43.8(2) . . . . ?
C3 N1 C2 C5 -142.42(15) . . . . ?
B1 N1 C3 C4 146.19(16) . . . . ?
C2 N1 C3 C4 -28.1(2) . . . . ?
N1 C3 C4 N2 5.6(2) . . . . ?
C2 C1 N2 C4 -20.4(2) . . . . ?
C2 C1 N2 B2 166.41(15) . . . . ?
C3 C4 N2 C1 19.2(2) . . . . ?
C3 C4 N2 B2 -167.62(16) . . . . ?
C1 C2 C5 N3 -162.54(15) . . . . ?
N1 C2 C5 N3 6.7(2) . . . . ?
C2 C5 N3 C6 175.75(14) . . . . ?
C5 N3 C6 C7 68.5(2) . . . . ?
C5 N3 C6 C11 -114.36(17) . . . . ?
C9 C10 C11 C6 1.7(3) . . . . ?
C9 C10 C11 C13 -179.13(16) . . . . ?
C7 C6 C11 C10 -2.2(2) . . . . ?
N3 C6 C11 C10 -179.30(15) . . . . ?
C7 C6 C11 C13 178.67(15) . . . . ?
N3 C6 C11 C13 1.5(2) . . . . ?
N1 B1 C14 C15 53.0(2) . . . . ?
C23 B1 C14 C15 -119.76(18) . . . . ?
N1 B1 C14 C19 -131.52(17) . . . . ?
C23 B1 C14 C19 55.7(2) . . . . ?
C19 C14 C15 C16 0.9(2) . . . . ?
B1 C14 C15 C16 176.50(15) . . . . ?
C19 C14 C15 C20 -177.98(15) . . . . ?
B1 C14 C15 C20 -2.4(2) . . . . ?
C16 C17 C18 C19 0.7(3) . . . . ?
C21 C17 C18 C19 -177.99(17) . . . . ?
N1 B1 C23 C28 -109.57(18) . . . . ?
C14 B1 C23 C28 63.6(2) . . . . ?
N1 B1 C23 C24 66.9(2) . . . . ?
C14 B1 C23 C24 -119.91(18) . . . . ?
C28 C23 C24 C25 -1.0(2) . . . . ?
B1 C23 C24 C25 -177.68(15) . . . . ?
C28 C23 C24 C29 178.07(16) . . . . ?
B1 C23 C24 C29 1.4(2) . . . . ?
C23 C24 C25 C26 1.2(3) . . . . ?
C29 C24 C25 C26 -177.89(16) . . . . ?
C33 O1 B2 O2 9.95(18) . . . . ?
C33 O1 B2 N2 -168.70(15) . . . . ?
C32 O2 B2 O1 10.12(18) . . . . ?
C32 O2 B2 N2 -171.24(15) . . . . ?
C1 N2 B2 O1 3.2(2) . . . . ?
C4 N2 B2 O1 -169.40(15) . . . . ?
C1 N2 B2 O2 -175.33(15) . . . . ?
C4 N2 B2 O2 12.1(2) . . . . ?
C11 C6 C7 C8 1.2(2) . . . . ?
N3 C6 C7 C8 178.15(15) . . . . ?
C11 C6 C7 C12 -177.39(15) . . . . ?
N3 C6 C7 C12 -0.4(2) . . . . ?
C6 C7 C8 C9 0.3(3) . . . . ?
C12 C7 C8 C9 178.89(16) . . . . ?
C11 C10 C9 C8 -0.3(3) . . . . ?
C7 C8 C9 C10 -0.8(3) . . . . ?
C18 C17 C16 C15 -0.8(3) . . . . ?
C21 C17 C16 C15 177.97(17) . . . . ?
C14 C15 C16 C17 -0.1(3) . . . . ?
C20 C15 C16 C17 178.88(16) . . . . ?
C17 C18 C19 C14 0.1(3) . . . . ?
C17 C18 C19 C22 177.12(16) . . . . ?
C15 C14 C19 C18 -0.9(2) . . . . ?
B1 C14 C19 C18 -176.45(15) . . . . ?
C15 C14 C19 C22 -177.85(15) . . . . ?
B1 C14 C19 C22 6.6(2) . . . . ?
C24 C25 C26 C27 -0.7(2) . . . . ?
C24 C25 C26 C30 177.90(15) . . . . ?
C25 C26 C27 C28 0.0(2) . . . . ?
C30 C26 C27 C28 -178.59(15) . . . . ?
C26 C27 C28 C23 0.1(2) . . . . ?
C26 C27 C28 C31 175.71(15) . . . . ?
C24 C23 C28 C27 0.4(2) . . . . ?
B1 C23 C28 C27 176.98(14) . . . . ?
C24 C23 C28 C31 -175.13(14) . . . . ?
B1 C23 C28 C31 1.5(2) . . . . ?
B2 O2 C32 C35 -144.85(14) . . . . ?
B2 O2 C32 C34 95.06(15) . . . . ?
B2 O2 C32 C33 -24.07(16) . . . . ?
B2 O1 C33 C37 -145.36(14) . . . . ?
B2 O1 C33 C36 95.10(15) . . . . ?
B2 O1 C33 C32 -24.04(16) . . . . ?
O2 C32 C33 O1 29.43(15) . . . . ?
C35 C32 C33 O1 146.24(14) . . . . ?
C34 C32 C33 O1 -84.69(16) . . . . ?
O2 C32 C33 C37 146.77(14) . . . . ?
C35 C32 C33 C37 -96.41(18) . . . . ?
C34 C32 C33 C37 32.7(2) . . . . ?
O2 C32 C33 C36 -84.57(16) . . . . ?
C35 C32 C33 C36 32.2(2) . . . . ?
C34 C32 C33 C36 161.32(14) . . . . ?

_refine_diff_density_max         0.287
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.078

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 1583728'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H48 B2 N2 O2'
_chemical_formula_sum            'C38 H48 B2 N2 O2'
_chemical_formula_weight         586.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.565(3)
_cell_length_b                   33.036(12)
_cell_length_c                   11.991(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.444(4)
_cell_angle_gamma                90
_cell_volume                     3393(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    93.1500
_cell_measurement_reflns_used    4950
_cell_measurement_theta_min      2.6788
_cell_measurement_theta_max      30.6254

_exptl_crystal_description       Platelet
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.148
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8914
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            31248
_diffrn_reflns_av_unetI/netI     0.1097
_diffrn_reflns_av_R_equivalents  0.1301
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.995
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6669
_reflns_number_gt                4232
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0645P)²+1.9673P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6669
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1455
_refine_ls_R_factor_gt           0.0904
_refine_ls_wR_factor_ref         0.1963
_refine_ls_wR_factor_gt          0.1686
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.3679(3) 0.19725(8) -0.0215(2) 0.0207(6) Uani 1 1 d . . . . .
C1 C 0.4617(4) 0.21738(10) -0.1019(3) 0.0268(8) Uani 1 1 d . . . . .
H1 H 0.5023 0.2434 -0.0851 0.032 Uiso 1 1 calc R U . . .
C2 C 0.4939(4) 0.20056(11) -0.2003(3) 0.0296(8) Uani 1 1 d . . . . .
H2 H 0.5592 0.2143 -0.2516 0.036 Uiso 1 1 calc R U . . .
C3 C 0.4289(4) 0.16134(10) -0.2285(3) 0.0274(8) Uani 1 1 d . . . . .
H3 H 0.4340 0.1516 -0.3030 0.033 Uiso 1 1 calc R U . . .
C4 C 0.3615(4) 0.13875(10) -0.1492(3) 0.0243(8) Uani 1 1 d . . . . .
H4 H 0.3147 0.1135 -0.1676 0.029 Uiso 1 1 calc R U . . .
C5 C 0.3607(4) 0.15342(10) -0.0337(3) 0.0208(7) Uani 1 1 d . . . . .
C6 C 0.3627(4) 0.13258(10) 0.0635(3) 0.0221(7) Uani 1 1 d . . . . .
H6 H 0.3867 0.1482 0.1278 0.027 Uiso 1 1 calc R U . . .
N2 N 0.3347(3) 0.09112(8) 0.0841(2) 0.0223(6) Uani 1 1 d . . . . .
B1 B 0.2769(4) 0.21984(11) 0.0560(3) 0.0214(8) Uani 1 1 d . . . . .
B2 B 0.3123(4) 0.07823(11) 0.1962(3) 0.0224(9) Uani 1 1 d . . . . .
C7 C 0.3099(4) 0.06353(9) -0.0086(3) 0.0232(8) Uani 1 1 d . . . . .
C8 C 0.1571(4) 0.05423(10) -0.0429(3) 0.0241(8) Uani 1 1 d . . . . .
C9 C 0.1384(4) 0.02921(10) -0.1356(3) 0.0312(9) Uani 1 1 d . . . . .
H9 H 0.0360 0.0224 -0.1602 0.037 Uiso 1 1 calc R U . . .
C10 C 0.2661(4) 0.01403(11) -0.1931(3) 0.0372(10) Uani 1 1 d . . . . .
H10 H 0.2509 -0.0025 -0.2570 0.045 Uiso 1 1 calc R U . . .
C11 C 0.4169(4) 0.02327(11) -0.1560(3) 0.0342(9) Uani 1 1 d . . . . .
H11 H 0.5042 0.0124 -0.1943 0.041 Uiso 1 1 calc R U . . .
C12 C 0.4408(4) 0.04803(10) -0.0642(3) 0.0267(8) Uani 1 1 d . . . . .
C13 C 0.0173(4) 0.07177(11) 0.0154(3) 0.0300(8) Uani 1 1 d . . . . .
H13 H -0.0646 0.0779 -0.0396 0.045 Uiso 1 1 calc R U . . .
H13A H 0.0478 0.0967 0.0541 0.045 Uiso 1 1 calc R U . . .
H13B H -0.0222 0.0522 0.0696 0.045 Uiso 1 1 calc R U . . .
C14 C 0.6049(4) 0.05982(11) -0.0294(3) 0.0327(9) Uani 1 1 d . . . . .
H14 H 0.6792 0.0401 -0.0591 0.049 Uiso 1 1 calc R U . . .
H14A H 0.6126 0.0602 0.0522 0.049 Uiso 1 1 calc R U . . .
H14B H 0.6292 0.0868 -0.0588 0.049 Uiso 1 1 calc R U . . .
C15 C 0.3236(4) 0.26589(9) 0.0780(3) 0.0195(7) Uani 1 1 d . . . . .
C16 C 0.4706(4) 0.27661(10) 0.1240(3) 0.0218(7) Uani 1 1 d . . . . .
C17 C 0.5037(4) 0.31709(10) 0.1502(3) 0.0239(8) Uani 1 1 d . . . . .
H17 H 0.6034 0.3237 0.1802 0.029 Uiso 1 1 calc R U . . .
C18 C 0.3950(4) 0.34781(10) 0.1336(3) 0.0262(8) Uani 1 1 d . . . . .
C19 C 0.2529(4) 0.33746(10) 0.0843(3) 0.0234(8) Uani 1 1 d . . . . .
H19 H 0.1786 0.3581 0.0696 0.028 Uiso 1 1 calc R U . . .
C20 C 0.2165(4) 0.29759(10) 0.0559(3) 0.0204(7) Uani 1 1 d . . . . .
C21 C 0.5980(4) 0.24558(10) 0.1475(3) 0.0281(8) Uani 1 1 d . . . . .
H21 H 0.5501 0.2196 0.1673 0.042 Uiso 1 1 calc R U . . .
H21A H 0.6638 0.2550 0.2095 0.042 Uiso 1 1 calc R U . . .
H21B H 0.6620 0.2421 0.0808 0.042 Uiso 1 1 calc R U . . .
C22 C 0.4268(5) 0.39083(11) 0.1712(3) 0.0360(9) Uani 1 1 d . . . . .
H22 H 0.5325 0.3926 0.2028 0.054 Uiso 1 1 calc R U . . .
H22A H 0.3507 0.3986 0.2279 0.054 Uiso 1 1 calc R U . . .
H22B H 0.4179 0.4091 0.1072 0.054 Uiso 1 1 calc R U . . .
C23 C 0.0602(4) 0.28905(11) 0.0009(3) 0.0288(8) Uani 1 1 d . . . . .
H23 H 0.0016 0.3144 -0.0070 0.043 Uiso 1 1 calc R U . . .
H23A H 0.0010 0.2701 0.0470 0.043 Uiso 1 1 calc R U . . .
H23B H 0.0770 0.2772 -0.0729 0.043 Uiso 1 1 calc R U . . .
C24 C 0.1310(4) 0.19924(10) 0.1160(3) 0.0207(7) Uani 1 1 d . . . . .
C25 C 0.1227(4) 0.19538(10) 0.2332(3) 0.0217(7) Uani 1 1 d . . . . .
C26 C -0.0076(4) 0.17753(10) 0.2832(3) 0.0234(8) Uani 1 1 d . . . . .
H26 H -0.0103 0.1752 0.3621 0.028 Uiso 1 1 calc R U . . .
C27 C -0.1333(4) 0.16303(10) 0.2205(3) 0.0234(8) Uani 1 1 d . . . . .
C28 C -0.1265(4) 0.16760(10) 0.1054(3) 0.0227(8) Uani 1 1 d . . . . .
H28 H -0.2123 0.1586 0.0612 0.027 Uiso 1 1 calc R U . . .
C29 C 0.0021(4) 0.18492(10) 0.0523(3) 0.0208(7) Uani 1 1 d . . . . .
C30 C 0.2574(4) 0.20848(10) 0.3078(3) 0.0260(8) Uani 1 1 d . . . . .
H30 H 0.2266 0.2061 0.3861 0.039 Uiso 1 1 calc R U . . .
H30A H 0.2845 0.2367 0.2915 0.039 Uiso 1 1 calc R U . . .
H30B H 0.3480 0.1911 0.2941 0.039 Uiso 1 1 calc R U . . .
C31 C -0.2707(4) 0.14236(11) 0.2742(3) 0.0316(9) Uani 1 1 d . . . . .
H31 H -0.2444 0.1356 0.3517 0.047 Uiso 1 1 calc R U . . .
H31A H -0.2957 0.1175 0.2332 0.047 Uiso 1 1 calc R U . . .
H31B H -0.3611 0.1605 0.2726 0.047 Uiso 1 1 calc R U . . .
C32 C -0.0026(4) 0.18625(11) -0.0738(3) 0.0274(8) Uani 1 1 d . . . . .
H32 H 0.0249 0.1596 -0.1036 0.041 Uiso 1 1 calc R U . . .
H32A H 0.0721 0.2064 -0.1005 0.041 Uiso 1 1 calc R U . . .
H32B H -0.1080 0.1936 -0.0990 0.041 Uiso 1 1 calc R U . . .
O1 O 0.3427(3) 0.10276(7) 0.28653(18) 0.0261(6) Uani 1 1 d . . . . .
O2 O 0.2548(3) 0.04049(7) 0.22516(19) 0.0267(6) Uani 1 1 d . . . . .
C33 C 0.3251(4) 0.07738(10) 0.3859(3) 0.0260(8) Uani 1 1 d . . . . .
C34 C 0.2109(4) 0.04418(10) 0.3429(3) 0.0284(8) Uani 1 1 d . . . . .
C35 C 0.4860(4) 0.06055(12) 0.4158(3) 0.0398(10) Uani 1 1 d . . . . .
H35 H 0.5269 0.0452 0.3524 0.060 Uiso 1 1 calc R U . . .
H35A H 0.4775 0.0427 0.4807 0.060 Uiso 1 1 calc R U . . .
H35B H 0.5570 0.0829 0.4335 0.060 Uiso 1 1 calc R U . . .
C36 C 0.2633(5) 0.10340(11) 0.4801(3) 0.0356(9) Uani 1 1 d . . . . .
H36 H 0.3435 0.1229 0.5029 0.053 Uiso 1 1 calc R U . . .
H36A H 0.2366 0.0861 0.5436 0.053 Uiso 1 1 calc R U . . .
H36B H 0.1699 0.1179 0.4545 0.053 Uiso 1 1 calc R U . . .
C37 C 0.0399(4) 0.05818(12) 0.3444(3) 0.0382(10) Uani 1 1 d . . . . .
H37 H 0.0320 0.0853 0.3115 0.057 Uiso 1 1 calc R U . . .
H37A H 0.0031 0.0590 0.4215 0.057 Uiso 1 1 calc R U . . .
H37B H -0.0244 0.0392 0.3011 0.057 Uiso 1 1 calc R U . . .
C38 C 0.2262(5) 0.00279(11) 0.3966(3) 0.0416(10) Uani 1 1 d . . . . .
H38 H 0.1475 -0.0155 0.3648 0.062 Uiso 1 1 calc R U . . .
H38A H 0.2102 0.0052 0.4772 0.062 Uiso 1 1 calc R U . . .
H38B H 0.3307 -0.0081 0.3827 0.062 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.425(4) . ?
N1 B1 1.428(4) . ?
N1 C5 1.457(4) . ?
C1 C2 1.334(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.449(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.344(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.467(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.354(4) . ?
C6 N2 1.412(4) . ?
C6 H6 0.9500 . ?
N2 B2 1.425(5) . ?
N2 C7 1.452(4) . ?
B1 C15 1.595(5) . ?
B1 C24 1.598(5) . ?
B2 O1 1.376(4) . ?
B2 O2 1.386(4) . ?
C7 C8 1.403(5) . ?
C7 C12 1.405(5) . ?
C8 C9 1.393(5) . ?
C8 C13 1.508(5) . ?
C9 C10 1.391(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.396(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.386(5) . ?
C11 H11 0.9500 . ?
C12 C14 1.514(5) . ?
C13 H13 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 H14 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C16 1.416(4) . ?
C15 C20 1.416(4) . ?
C16 C17 1.402(4) . ?
C16 C21 1.521(4) . ?
C17 C18 1.390(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.392(5) . ?
C18 C22 1.515(5) . ?
C19 C20 1.395(4) . ?
C19 H19 0.9500 . ?
C20 C23 1.514(5) . ?
C21 H21 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C22 H22 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C23 H23 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C24 C25 1.413(4) . ?
C24 C29 1.419(4) . ?
C25 C26 1.401(4) . ?
C25 C30 1.518(5) . ?
C26 C27 1.394(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.390(5) . ?
C27 C31 1.509(4) . ?
C28 C29 1.399(4) . ?
C28 H28 0.9500 . ?
C29 C32 1.513(4) . ?
C30 H30 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C31 H31 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C32 H32 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
O1 C33 1.465(4) . ?
O2 C34 1.469(4) . ?
C33 C36 1.518(5) . ?
C33 C35 1.526(5) . ?
C33 C34 1.555(5) . ?
C34 C38 1.517(5) . ?
C34 C37 1.536(5) . ?
C35 H35 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C36 H36 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C37 H37 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C38 H38 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 B1 120.7(3) . . ?
C1 N1 C5 114.8(3) . . ?
B1 N1 C5 124.2(3) . . ?
C2 C1 N1 121.7(3) . . ?
C2 C1 H1 119.2 . . ?
N1 C1 H1 119.2 . . ?
C1 C2 C3 119.8(3) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C4 C3 C2 119.8(3) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 119.4(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 N1 114.8(3) . . ?
C6 C5 C4 130.1(3) . . ?
N1 C5 C4 115.0(3) . . ?
C5 C6 N2 130.0(3) . . ?
C5 C6 H6 115.0 . . ?
N2 C6 H6 115.0 . . ?
C6 N2 B2 118.6(3) . . ?
C6 N2 C7 120.0(3) . . ?
B2 N2 C7 121.0(3) . . ?
N1 B1 C15 117.9(3) . . ?
N1 B1 C24 120.2(3) . . ?
C15 B1 C24 121.9(3) . . ?
O1 B2 O2 113.5(3) . . ?
O1 B2 N2 122.8(3) . . ?
O2 B2 N2 123.8(3) . . ?
C8 C7 C12 121.8(3) . . ?
C8 C7 N2 119.5(3) . . ?
C12 C7 N2 118.7(3) . . ?
C9 C8 C7 117.7(3) . . ?
C9 C8 C13 120.7(3) . . ?
C7 C8 C13 121.5(3) . . ?
C10 C9 C8 121.5(3) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 119.5(3) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C12 C11 C10 120.8(3) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C7 118.6(3) . . ?
C11 C12 C14 120.1(3) . . ?
C7 C12 C14 121.2(3) . . ?
C8 C13 H13 109.5 . . ?
C8 C13 H13A 109.5 . . ?
H13 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C14 H14 109.5 . . ?
C12 C14 H14A 109.5 . . ?
H14 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C16 C15 C20 117.4(3) . . ?
C16 C15 B1 121.6(3) . . ?
C20 C15 B1 120.9(3) . . ?
C17 C16 C15 120.2(3) . . ?
C17 C16 C21 117.3(3) . . ?
C15 C16 C21 122.5(3) . . ?
C18 C17 C16 122.1(3) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
C17 C18 C19 117.6(3) . . ?
C17 C18 C22 121.6(3) . . ?
C19 C18 C22 120.8(3) . . ?
C18 C19 C20 121.9(3) . . ?
C18 C19 H19 119.0 . . ?
C20 C19 H19 119.0 . . ?
C19 C20 C15 120.6(3) . . ?
C19 C20 C23 118.5(3) . . ?
C15 C20 C23 120.9(3) . . ?
C16 C21 H21 109.5 . . ?
C16 C21 H21A 109.5 . . ?
H21 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C22 H22 109.5 . . ?
C18 C22 H22A 109.5 . . ?
H22 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C23 H23 109.5 . . ?
C20 C23 H23A 109.5 . . ?
H23 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C25 C24 C29 117.4(3) . . ?
C25 C24 B1 122.1(3) . . ?
C29 C24 B1 120.5(3) . . ?
C26 C25 C24 120.7(3) . . ?
C26 C25 C30 118.1(3) . . ?
C24 C25 C30 121.1(3) . . ?
C27 C26 C25 121.9(3) . . ?
C27 C26 H26 119.0 . . ?
C25 C26 H26 119.0 . . ?
C28 C27 C26 117.4(3) . . ?
C28 C27 C31 120.8(3) . . ?
C26 C27 C31 121.8(3) . . ?
C27 C28 C29 122.4(3) . . ?
C27 C28 H28 118.8 . . ?
C29 C28 H28 118.8 . . ?
C28 C29 C24 120.2(3) . . ?
C28 C29 C32 116.9(3) . . ?
C24 C29 C32 122.9(3) . . ?
C25 C30 H30 109.5 . . ?
C25 C30 H30A 109.5 . . ?
H30 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
H30 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C27 C31 H31 109.5 . . ?
C27 C31 H31A 109.5 . . ?
H31 C31 H31A 109.5 . . ?
C27 C31 H31B 109.5 . . ?
H31 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C32 H32 109.5 . . ?
C29 C32 H32A 109.5 . . ?
H32 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
B2 O1 C33 106.4(3) . . ?
B2 O2 C34 105.1(3) . . ?
O1 C33 C36 108.6(3) . . ?
O1 C33 C35 107.5(3) . . ?
C36 C33 C35 110.5(3) . . ?
O1 C33 C34 101.7(2) . . ?
C36 C33 C34 115.1(3) . . ?
C35 C33 C34 112.7(3) . . ?
O2 C34 C38 108.2(3) . . ?
O2 C34 C37 106.7(3) . . ?
C38 C34 C37 110.2(3) . . ?
O2 C34 C33 102.2(2) . . ?
C38 C34 C33 116.3(3) . . ?
C37 C34 C33 112.4(3) . . ?
C33 C35 H35 109.5 . . ?
C33 C35 H35A 109.5 . . ?
H35 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C36 H36 109.5 . . ?
C33 C36 H36A 109.5 . . ?
H36 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C37 H37 109.5 . . ?
C34 C37 H37A 109.5 . . ?
H37 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
H37 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C34 C38 H38 109.5 . . ?
C34 C38 H38A 109.5 . . ?
H38 C38 H38A 109.5 . . ?
C34 C38 H38B 109.5 . . ?
H38 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
B1 N1 C1 C2 -151.4(3) . . . . ?
C5 N1 C1 C2 22.4(5) . . . . ?
N1 C1 C2 C3 1.8(5) . . . . ?
C1 C2 C3 C4 -12.4(5) . . . . ?
C2 C3 C4 C5 -2.7(5) . . . . ?
C1 N1 C5 C6 141.0(3) . . . . ?
B1 N1 C5 C6 -45.5(4) . . . . ?
C1 N1 C5 C4 -35.6(4) . . . . ?
B1 N1 C5 C4 137.9(3) . . . . ?
C3 C4 C5 C6 -149.4(4) . . . . ?
C3 C4 C5 N1 26.6(4) . . . . ?
N1 C5 C6 N2 169.6(3) . . . . ?
C4 C5 C6 N2 -14.4(6) . . . . ?
C5 C6 N2 B2 -167.2(3) . . . . ?
C5 C6 N2 C7 5.2(5) . . . . ?
C1 N1 B1 C15 -19.8(5) . . . . ?
C5 N1 B1 C15 167.0(3) . . . . ?
C1 N1 B1 C24 158.9(3) . . . . ?
C5 N1 B1 C24 -14.2(5) . . . . ?
C6 N2 B2 O1 -11.3(5) . . . . ?
C7 N2 B2 O1 176.3(3) . . . . ?
C6 N2 B2 O2 167.1(3) . . . . ?
C7 N2 B2 O2 -5.3(5) . . . . ?
C6 N2 C7 C8 -95.7(4) . . . . ?
B2 N2 C7 C8 76.5(4) . . . . ?
C6 N2 C7 C12 82.0(4) . . . . ?
B2 N2 C7 C12 -105.8(4) . . . . ?
C12 C7 C8 C9 -0.6(5) . . . . ?
N2 C7 C8 C9 176.9(3) . . . . ?
C12 C7 C8 C13 -178.5(3) . . . . ?
N2 C7 C8 C13 -1.0(5) . . . . ?
C7 C8 C9 C10 -0.4(5) . . . . ?
C13 C8 C9 C10 177.5(3) . . . . ?
C8 C9 C10 C11 1.4(6) . . . . ?
C9 C10 C11 C12 -1.3(6) . . . . ?
C10 C11 C12 C7 0.3(5) . . . . ?
C10 C11 C12 C14 -176.3(4) . . . . ?
C8 C7 C12 C11 0.7(5) . . . . ?
N2 C7 C12 C11 -176.9(3) . . . . ?
C8 C7 C12 C14 177.2(3) . . . . ?
N2 C7 C12 C14 -0.3(5) . . . . ?
N1 B1 C15 C16 -62.3(4) . . . . ?
C24 B1 C15 C16 119.0(3) . . . . ?
N1 B1 C15 C20 120.1(3) . . . . ?
C24 B1 C15 C20 -58.6(4) . . . . ?
C20 C15 C16 C17 2.5(5) . . . . ?
B1 C15 C16 C17 -175.1(3) . . . . ?
C20 C15 C16 C21 -177.7(3) . . . . ?
B1 C15 C16 C21 4.7(5) . . . . ?
C15 C16 C17 C18 0.7(5) . . . . ?
C21 C16 C17 C18 -179.1(3) . . . . ?
C16 C17 C18 C19 -3.2(5) . . . . ?
C16 C17 C18 C22 174.7(3) . . . . ?
C17 C18 C19 C20 2.4(5) . . . . ?
C22 C18 C19 C20 -175.5(3) . . . . ?
C18 C19 C20 C15 0.9(5) . . . . ?
C18 C19 C20 C23 -179.1(3) . . . . ?
C16 C15 C20 C19 -3.3(4) . . . . ?
B1 C15 C20 C19 174.4(3) . . . . ?
C16 C15 C20 C23 176.6(3) . . . . ?
B1 C15 C20 C23 -5.7(5) . . . . ?
N1 B1 C24 C25 119.9(4) . . . . ?
C15 B1 C24 C25 -61.4(4) . . . . ?
N1 B1 C24 C29 -61.7(4) . . . . ?
C15 B1 C24 C29 117.0(4) . . . . ?
C29 C24 C25 C26 0.9(5) . . . . ?
B1 C24 C25 C26 179.4(3) . . . . ?
C29 C24 C25 C30 177.8(3) . . . . ?
B1 C24 C25 C30 -3.7(5) . . . . ?
C24 C25 C26 C27 -0.1(5) . . . . ?
C30 C25 C26 C27 -177.2(3) . . . . ?
C25 C26 C27 C28 -1.2(5) . . . . ?
C25 C26 C27 C31 177.6(3) . . . . ?
C26 C27 C28 C29 1.8(5) . . . . ?
C31 C27 C28 C29 -177.0(3) . . . . ?
C27 C28 C29 C24 -1.1(5) . . . . ?
C27 C28 C29 C32 177.2(3) . . . . ?
C25 C24 C29 C28 -0.3(5) . . . . ?
B1 C24 C29 C28 -178.8(3) . . . . ?
C25 C24 C29 C32 -178.5(3) . . . . ?
B1 C24 C29 C32 3.0(5) . . . . ?
O2 B2 O1 C33 8.5(4) . . . . ?
N2 B2 O1 C33 -172.9(3) . . . . ?
O1 B2 O2 C34 13.6(4) . . . . ?
N2 B2 O2 C34 -164.9(3) . . . . ?
B2 O1 C33 C36 -147.2(3) . . . . ?
B2 O1 C33 C35 93.2(3) . . . . ?
B2 O1 C33 C34 -25.4(3) . . . . ?
B2 O2 C34 C38 -151.6(3) . . . . ?
B2 O2 C34 C37 89.9(3) . . . . ?
B2 O2 C34 C33 -28.3(3) . . . . ?
O1 C33 C34 O2 32.7(3) . . . . ?
C36 C33 C34 O2 149.9(3) . . . . ?
C35 C33 C34 O2 -82.1(3) . . . . ?
O1 C33 C34 C38 150.3(3) . . . . ?
C36 C33 C34 C38 -92.5(4) . . . . ?
C35 C33 C34 C38 35.5(4) . . . . ?
O1 C33 C34 C37 -81.4(3) . . . . ?
C36 C33 C34 C37 35.8(4) . . . . ?
C35 C33 C34 C37 163.8(3) . . . . ?

_refine_diff_density_max         0.258
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.063

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_9c
_database_code_depnum_ccdc_archive 'CCDC 1583738'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H56 B2 F3 N3 O2'
_chemical_formula_sum            'C48 H56 B2 F3 N3 O2'
_chemical_formula_weight         785.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.692(7)
_cell_length_b                   11.210(5)
_cell_length_c                   27.115(12)
_cell_angle_alpha                90
_cell_angle_beta                 105.567(7)
_cell_angle_gamma                90
_cell_volume                     4302(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    7887
_cell_measurement_theta_min      2.3190
_cell_measurement_theta_max      30.6108

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_F_000             1672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.082
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9120
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            35133
_diffrn_reflns_av_unetI/netI     0.0694
_diffrn_reflns_av_R_equivalents  0.0903
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.002
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             7551
_reflns_number_gt                6016
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0792P)²+4.0307P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7551
_refine_ls_number_parameters     594
_refine_ls_number_restraints     139
_refine_ls_R_factor_all          0.1242
_refine_ls_R_factor_gt           0.0985
_refine_ls_wR_factor_ref         0.2199
_refine_ls_wR_factor_gt          0.2047
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_restrained_S_all      1.189
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.68833(18) 0.4524(2) 0.82153(9) 0.0342(7) Uani 1 1 d . . . . .
N3 N 0.4124(2) 0.1065(2) 0.67396(11) 0.0221(6) Uani 1 1 d . . . . .
O1 O 0.5892(2) 0.3322(2) 0.85172(10) 0.0376(7) Uani 1 1 d . . . . .
N2 N 0.3870(2) 0.2447(3) 0.78633(11) 0.0253(7) Uani 1 1 d . . . . .
C7 C 0.5125(2) 0.1057(3) 0.82009(13) 0.0243(8) Uani 1 1 d . . . . .
H7 H 0.5695 0.0696 0.8174 0.029 Uiso 1 1 calc R U . . .
C38 C 0.4464(3) 0.1103(3) 0.53523(14) 0.0302(9) Uani 1 1 d . . . . .
H38 H 0.4729 0.1243 0.5062 0.045 Uiso 1 1 calc R U . . .
H38A H 0.3978 0.0481 0.5262 0.045 Uiso 1 1 calc R U . . .
H38B H 0.4967 0.0845 0.5650 0.045 Uiso 1 1 calc R U . . .
C30 C 0.3638(2) 0.2310(3) 0.59026(13) 0.0230(8) Uani 1 1 d . . . . .
C12 C 0.3310(3) -0.1195(3) 0.75473(14) 0.0299(9) Uani 1 1 d . . . . .
H12 H 0.2756 -0.1392 0.7648 0.036 Uiso 1 1 calc R U . . .
C41 C 0.4289(3) -0.1417(3) 0.60707(15) 0.0302(9) Uani 1 1 d . . . . .
H41 H 0.4381 -0.1942 0.6369 0.045 Uiso 1 1 calc R U . . .
H41A H 0.4667 -0.0692 0.6168 0.045 Uiso 1 1 calc R U . . .
H41B H 0.4488 -0.1832 0.5799 0.045 Uiso 1 1 calc R U . . .
C8 C 0.4805(2) 0.1982(3) 0.69438(13) 0.0226(8) Uani 1 1 d . . . . .
H8 H 0.5081 0.2370 0.6708 0.027 Uiso 1 1 calc R U . . .
F1 F 0.5798(6) -0.0855(7) 0.8844(3) 0.0356(18) Uani 0.572(11) 1 d . U P A 1
C14 C 0.4913(3) -0.1599(3) 0.75723(14) 0.0296(9) Uani 1 1 d . . . . .
H14 H 0.5463 -0.2075 0.7692 0.035 Uiso 1 1 calc R U . . .
C1 C 0.5093(2) 0.2348(3) 0.74336(13) 0.0221(8) Uani 1 1 d . . . . .
C32 C 0.2882(3) 0.3615(3) 0.64629(14) 0.0311(9) Uani 1 1 d . . . . .
H32 H 0.2915 0.4462 0.6556 0.047 Uiso 1 1 calc R U . . .
H32A H 0.3239 0.3145 0.6756 0.047 Uiso 1 1 calc R U . . .
H32B H 0.2221 0.3355 0.6366 0.047 Uiso 1 1 calc R U . . .
C10 C 0.3292(2) -0.0219(3) 0.72246(13) 0.0247(8) Uani 1 1 d . . . . .
C39 C 0.2903(2) 0.0059(3) 0.59478(13) 0.0230(8) Uani 1 1 d . . . . .
N1 N 0.5824(2) 0.3222(2) 0.75923(11) 0.0238(7) Uani 1 1 d . . . . .
C2 C 0.4673(2) 0.1918(3) 0.78472(13) 0.0232(8) Uani 1 1 d . . . . .
C46 C 0.1926(2) 0.0248(3) 0.57180(13) 0.0248(8) Uani 1 1 d . . . . .
C40 C 0.3253(3) -0.1086(3) 0.58790(14) 0.0275(8) Uani 1 1 d . . . . .
C47 C 0.1456(3) 0.1442(3) 0.57449(14) 0.0304(9) Uani 1 1 d . . . . .
H47 H 0.0794 0.1405 0.5543 0.046 Uiso 1 1 calc R U . . .
H47A H 0.1784 0.2065 0.5606 0.046 Uiso 1 1 calc R U . . .
H47B H 0.1485 0.1625 0.6102 0.046 Uiso 1 1 calc R U . . .
C9 C 0.4107(2) 0.0048(3) 0.70750(13) 0.0221(8) Uani 1 1 d . . . . .
C11 C 0.2397(2) 0.0510(3) 0.70672(14) 0.0277(8) Uani 1 1 d . . . . .
H11 H 0.2554 0.1338 0.7007 0.042 Uiso 1 1 calc R U . . .
H11A H 0.2074 0.0487 0.7340 0.042 Uiso 1 1 calc R U . . .
H11B H 0.1981 0.0179 0.6752 0.042 Uiso 1 1 calc R U . . .
F7 F 0.4580(6) -0.0828(8) 0.9141(4) 0.044(2) Uani 0.572(11) 1 d . U P A 1
B2 B 0.3566(3) 0.1134(4) 0.62227(15) 0.0224(9) Uani 1 1 d . . . . .
C37 C 0.4026(2) 0.2244(3) 0.54803(13) 0.0262(8) Uani 1 1 d . . . . .
C48 C 0.4933(2) -0.0641(3) 0.72503(13) 0.0238(8) Uani 1 1 d . . . . .
C3 C 0.3491(3) 0.2126(3) 0.82451(13) 0.0293(9) Uani 1 1 d . . . . .
H3 H 0.2916 0.2493 0.8260 0.035 Uiso 1 1 calc R U . . .
C44 C 0.1090(3) -0.2760(4) 0.50936(15) 0.0405(10) Uani 1 1 d . . . . .
H44 H 0.0943 -0.2575 0.4727 0.061 Uiso 1 1 calc R U . . .
H44A H 0.0502 -0.2807 0.5198 0.061 Uiso 1 1 calc R U . . .
H44B H 0.1421 -0.3526 0.5160 0.061 Uiso 1 1 calc R U . . .
C31 C 0.3302(2) 0.3433(3) 0.60175(13) 0.0254(8) Uani 1 1 d . . . . .
C45 C 0.1350(3) -0.0668(3) 0.54559(14) 0.0297(9) Uani 1 1 d . . . . .
H45 H 0.0695 -0.0518 0.5316 0.036 Uiso 1 1 calc R U . . .
C15 C 0.5840(3) -0.0396(3) 0.71157(15) 0.0317(9) Uani 1 1 d . . . . .
H15 H 0.6302 -0.0060 0.7414 0.048 Uiso 1 1 calc R U . . .
H15A H 0.5725 0.0173 0.6831 0.048 Uiso 1 1 calc R U . . .
H15B H 0.6088 -0.1142 0.7014 0.048 Uiso 1 1 calc R U . . .
C33 C 0.3337(3) 0.4417(3) 0.57088(15) 0.0327(9) Uani 1 1 d . . . . .
H33 H 0.3107 0.5162 0.5791 0.039 Uiso 1 1 calc R U . . .
C42 C 0.2659(3) -0.1965(3) 0.56093(14) 0.0317(9) Uani 1 1 d . . . . .
H42 H 0.2922 -0.2722 0.5572 0.038 Uiso 1 1 calc R U . . .
C6 C 0.5198(3) -0.0131(3) 0.89930(14) 0.0332(9) Uani 1 1 d . . . . .
F4 F 0.5692(7) 0.0429(7) 0.9419(3) 0.043(2) Uani 0.572(11) 1 d . U P A 1
B1 B 0.6176(3) 0.3670(4) 0.81021(16) 0.0255(9) Uani 1 1 d . . . . .
C36 C 0.4047(3) 0.3256(3) 0.51841(14) 0.0318(9) Uani 1 1 d . . . . .
H36 H 0.4313 0.3193 0.4902 0.038 Uiso 1 1 calc R U . . .
C13 C 0.4107(3) -0.1878(3) 0.77234(14) 0.0294(9) Uani 1 1 d . . . . .
H13 H 0.4107 -0.2534 0.7946 0.035 Uiso 1 1 calc R U . . .
C5 C 0.4730(3) 0.0743(3) 0.85888(13) 0.0264(8) Uani 1 1 d . . . . .
C24 C 0.7457(3) 0.2183(4) 0.73582(17) 0.0403(10) Uani 1 1 d . . . . .
H24 H 0.7757 0.2380 0.7717 0.060 Uiso 1 1 calc R U . . .
H24A H 0.7938 0.1907 0.7195 0.060 Uiso 1 1 calc R U . . .
H24B H 0.6988 0.1551 0.7341 0.060 Uiso 1 1 calc R U . . .
C23 C 0.6979(3) 0.3268(3) 0.70857(14) 0.0321(9) Uani 1 1 d . . . . .
C4 C 0.3891(3) 0.1295(3) 0.86148(14) 0.0302(9) Uani 1 1 d . . . . .
H4 H 0.3604 0.1102 0.8880 0.036 Uiso 1 1 calc R U . . .
C27 C 0.6124(3) 0.5325(4) 0.65849(16) 0.0470(12) Uani 1 1 d . . . . .
H27 H 0.5836 0.6019 0.6410 0.056 Uiso 1 1 calc R U . . .
C22 C 0.6184(3) 0.3770(3) 0.72001(13) 0.0285(9) Uani 1 1 d . . . . .
C43 C 0.1707(3) -0.1797(3) 0.53931(13) 0.0288(9) Uani 1 1 d . . . . .
C29 C 0.4930(3) 0.5336(4) 0.71087(19) 0.0519(12) Uani 1 1 d . . . . .
H29 H 0.4498 0.4701 0.7150 0.078 Uiso 1 1 calc R U . . .
H29A H 0.4597 0.5889 0.6841 0.078 Uiso 1 1 calc R U . . .
H29B H 0.5158 0.5769 0.7432 0.078 Uiso 1 1 calc R U . . .
C25 C 0.7323(3) 0.3834(4) 0.67105(16) 0.0434(11) Uani 1 1 d . . . . .
H25 H 0.7858 0.3514 0.6623 0.052 Uiso 1 1 calc R U . . .
C17 C 0.6493(3) 0.3492(4) 0.94325(15) 0.0507(12) Uani 1 1 d . . . . .
H17 H 0.5884 0.3265 0.9488 0.076 Uiso 1 1 calc R U . . .
H17A H 0.6834 0.4011 0.9712 0.076 Uiso 1 1 calc R U . . .
H17B H 0.6868 0.2774 0.9423 0.076 Uiso 1 1 calc R U . . .
C28 C 0.5757(3) 0.4797(3) 0.69600(15) 0.0367(10) Uani 1 1 d . . . . .
C16 C 0.6328(3) 0.4145(4) 0.89332(15) 0.0427(11) Uani 1 1 d . . . . .
C34 C 0.3695(3) 0.4349(3) 0.52857(15) 0.0344(9) Uani 1 1 d . . . . .
C19 C 0.7197(3) 0.4572(4) 0.87792(15) 0.0432(11) Uani 1 1 d . . . . .
C26 C 0.6900(4) 0.4838(4) 0.64703(16) 0.0514(13) Uani 1 1 d . . . . .
H26 H 0.7147 0.5208 0.6219 0.062 Uiso 1 1 calc R U . . .
C20 C 0.8012(3) 0.3632(5) 0.89433(18) 0.0590(14) Uani 1 1 d . . . . .
H20 H 0.7758 0.2831 0.8850 0.088 Uiso 1 1 calc R U . . .
H20A H 0.8288 0.3674 0.9314 0.088 Uiso 1 1 calc R U . . .
H20B H 0.8501 0.3804 0.8768 0.088 Uiso 1 1 calc R U . . .
C21 C 0.7575(4) 0.5770(5) 0.89482(17) 0.0616(15) Uani 1 1 d . . . . .
H21 H 0.8125 0.5931 0.8819 0.092 Uiso 1 1 calc R U . . .
H21A H 0.7764 0.5803 0.9323 0.092 Uiso 1 1 calc R U . . .
H21B H 0.7087 0.6371 0.8815 0.092 Uiso 1 1 calc R U . . .
C35 C 0.3692(4) 0.5425(4) 0.49504(17) 0.0482(12) Uani 1 1 d . . . . .
H35 H 0.3039 0.5662 0.4787 0.072 Uiso 1 1 calc R U . . .
H35A H 0.4011 0.5226 0.4687 0.072 Uiso 1 1 calc R U . . .
H35B H 0.4025 0.6085 0.5160 0.072 Uiso 1 1 calc R U . . .
C18 C 0.5613(4) 0.5180(5) 0.89002(19) 0.0629(14) Uani 1 1 d . . . . .
H18 H 0.5588 0.5663 0.8596 0.094 Uiso 1 1 calc R U . . .
H18A H 0.5814 0.5680 0.9207 0.094 Uiso 1 1 calc R U . . .
H18B H 0.4985 0.4851 0.8877 0.094 Uiso 1 1 calc R U . . .
F5 F 0.5350(11) 0.0307(14) 0.9470(6) 0.040(3) Uani 0.325(12) 1 d . U P A 3
F3 F 0.608(2) 0.038(3) 0.9298(11) 0.041(4) Uani 0.103(6) 1 d . U P A 2
F8 F 0.4658(11) -0.1120(13) 0.8977(5) 0.043(3) Uani 0.325(12) 1 d . U P A 3
F9 F 0.531(2) -0.125(3) 0.8790(10) 0.041(3) Uani 0.103(6) 1 d . U P A 2
F6 F 0.476(2) -0.031(3) 0.9359(12) 0.041(3) Uani 0.103(6) 1 d . U P A 2
F2 F 0.6053(9) -0.0497(13) 0.8959(5) 0.038(3) Uani 0.325(12) 1 d . U P A 3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 B1 1.387(5) . ?
O2 C19 1.475(5) . ?
N3 B2 1.423(5) . ?
N3 C8 1.438(4) . ?
N3 C9 1.463(4) . ?
O1 B1 1.358(5) . ?
O1 C16 1.465(4) . ?
N2 C2 1.332(4) . ?
N2 C3 1.349(5) . ?
C7 C5 1.377(5) . ?
C7 C2 1.396(5) . ?
C38 C37 1.513(5) . ?
C30 C37 1.411(5) . ?
C30 C31 1.417(5) . ?
C30 B2 1.598(5) . ?
C12 C13 1.374(5) . ?
C12 C10 1.397(5) . ?
C41 C40 1.516(5) . ?
C8 C1 1.345(5) . ?
F1 C6 1.337(8) . ?
C14 C13 1.388(5) . ?
C14 C48 1.389(5) . ?
C1 N1 1.431(4) . ?
C1 C2 1.498(5) . ?
C32 C31 1.510(5) . ?
C10 C9 1.396(5) . ?
C10 C11 1.509(5) . ?
C39 C40 1.415(5) . ?
C39 C46 1.419(5) . ?
C39 B2 1.602(5) . ?
N1 B1 1.430(5) . ?
N1 C22 1.446(5) . ?
C46 C45 1.396(5) . ?
C46 C47 1.517(5) . ?
C40 C42 1.387(5) . ?
C9 C48 1.409(5) . ?
F7 C6 1.339(9) . ?
C37 C36 1.395(5) . ?
C48 C15 1.500(5) . ?
C3 C4 1.379(5) . ?
C44 C43 1.500(5) . ?
C31 C33 1.393(5) . ?
C45 C43 1.397(5) . ?
C33 C34 1.386(6) . ?
C42 C43 1.377(5) . ?
C6 F6 1.33(3) . ?
C6 F4 1.344(9) . ?
C6 F5 1.346(16) . ?
C6 F2 1.347(14) . ?
C6 F8 1.358(16) . ?
C6 F9 1.39(3) . ?
C6 F3 1.45(3) . ?
C6 C5 1.493(5) . ?
C36 C34 1.386(5) . ?
C5 C4 1.398(5) . ?
C24 C23 1.496(6) . ?
C23 C25 1.403(6) . ?
C23 C22 1.405(5) . ?
C27 C26 1.373(7) . ?
C27 C28 1.403(6) . ?
C22 C28 1.387(5) . ?
C29 C28 1.505(6) . ?
C25 C26 1.364(7) . ?
C17 C16 1.500(6) . ?
C16 C19 1.523(6) . ?
C16 C18 1.552(7) . ?
C34 C35 1.510(5) . ?
C19 C21 1.479(6) . ?
C19 C20 1.566(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 O2 C19 105.2(3) . . ?
B2 N3 C8 119.9(3) . . ?
B2 N3 C9 123.6(3) . . ?
C8 N3 C9 116.4(3) . . ?
B1 O1 C16 106.9(3) . . ?
C2 N2 C3 117.3(3) . . ?
C5 C7 C2 118.7(3) . . ?
C37 C30 C31 117.8(3) . . ?
C37 C30 B2 119.8(3) . . ?
C31 C30 B2 122.4(3) . . ?
C13 C12 C10 121.7(3) . . ?
C1 C8 N3 126.9(3) . . ?
C13 C14 C48 121.5(3) . . ?
C8 C1 N1 121.2(3) . . ?
C8 C1 C2 123.9(3) . . ?
N1 C1 C2 114.9(3) . . ?
C9 C10 C12 118.4(3) . . ?
C9 C10 C11 123.5(3) . . ?
C12 C10 C11 118.0(3) . . ?
C40 C39 C46 116.0(3) . . ?
C40 C39 B2 123.1(3) . . ?
C46 C39 B2 120.7(3) . . ?
B1 N1 C1 125.3(3) . . ?
B1 N1 C22 116.9(3) . . ?
C1 N1 C22 117.6(3) . . ?
N2 C2 C7 123.2(3) . . ?
N2 C2 C1 115.3(3) . . ?
C7 C2 C1 121.4(3) . . ?
C45 C46 C39 121.1(3) . . ?
C45 C46 C47 116.8(3) . . ?
C39 C46 C47 122.0(3) . . ?
C42 C40 C39 120.9(3) . . ?
C42 C40 C41 116.1(3) . . ?
C39 C40 C41 123.0(3) . . ?
C10 C9 C48 120.9(3) . . ?
C10 C9 N3 120.5(3) . . ?
C48 C9 N3 118.7(3) . . ?
N3 B2 C30 118.4(3) . . ?
N3 B2 C39 122.4(3) . . ?
C30 B2 C39 119.2(3) . . ?
C36 C37 C30 120.0(3) . . ?
C36 C37 C38 118.6(3) . . ?
C30 C37 C38 121.3(3) . . ?
C14 C48 C9 118.3(3) . . ?
C14 C48 C15 117.7(3) . . ?
C9 C48 C15 124.0(3) . . ?
N2 C3 C4 123.7(3) . . ?
C33 C31 C30 120.0(3) . . ?
C33 C31 C32 117.6(3) . . ?
C30 C31 C32 122.5(3) . . ?
C46 C45 C43 122.2(3) . . ?
C34 C33 C31 122.5(3) . . ?
C43 C42 C40 123.5(4) . . ?
F1 C6 F7 106.9(5) . . ?
F1 C6 F4 107.2(5) . . ?
F7 C6 F4 105.5(5) . . ?
F5 C6 F2 105.1(8) . . ?
F5 C6 F8 105.8(8) . . ?
F2 C6 F8 107.2(8) . . ?
F6 C6 F9 107.0(18) . . ?
F6 C6 F3 99.6(18) . . ?
F9 C6 F3 113.2(17) . . ?
F6 C6 C5 115.2(12) . . ?
F1 C6 C5 112.8(4) . . ?
F7 C6 C5 112.8(4) . . ?
F4 C6 C5 111.1(4) . . ?
F5 C6 C5 113.0(7) . . ?
F2 C6 C5 113.8(6) . . ?
F8 C6 C5 111.3(6) . . ?
F9 C6 C5 112.2(11) . . ?
F3 C6 C5 109.0(12) . . ?
O1 B1 O2 113.2(3) . . ?
O1 B1 N1 126.1(3) . . ?
O2 B1 N1 120.7(3) . . ?
C34 C36 C37 122.5(4) . . ?
C12 C13 C14 119.1(3) . . ?
C7 C5 C4 119.0(3) . . ?
C7 C5 C6 121.5(3) . . ?
C4 C5 C6 119.5(3) . . ?
C25 C23 C22 117.5(4) . . ?
C25 C23 C24 120.9(4) . . ?
C22 C23 C24 121.6(3) . . ?
C3 C4 C5 118.1(3) . . ?
C26 C27 C28 120.0(4) . . ?
C28 C22 C23 121.8(4) . . ?
C28 C22 N1 119.3(3) . . ?
C23 C22 N1 118.8(3) . . ?
C42 C43 C45 116.3(3) . . ?
C42 C43 C44 121.9(4) . . ?
C45 C43 C44 121.7(3) . . ?
C26 C25 C23 120.8(4) . . ?
C22 C28 C27 118.5(4) . . ?
C22 C28 C29 120.2(4) . . ?
C27 C28 C29 121.3(4) . . ?
O1 C16 C17 108.6(3) . . ?
O1 C16 C19 102.2(3) . . ?
C17 C16 C19 117.1(4) . . ?
O1 C16 C18 106.1(4) . . ?
C17 C16 C18 111.1(4) . . ?
C19 C16 C18 110.7(4) . . ?
C33 C34 C36 117.2(3) . . ?
C33 C34 C35 120.9(4) . . ?
C36 C34 C35 121.8(4) . . ?
O2 C19 C21 109.9(3) . . ?
O2 C19 C16 102.8(3) . . ?
C21 C19 C16 118.2(4) . . ?
O2 C19 C20 105.8(3) . . ?
C21 C19 C20 109.1(4) . . ?
C16 C19 C20 110.1(4) . . ?
C25 C26 C27 121.3(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
B2 N3 C8 C1 150.3(4) . . . . ?
C9 N3 C8 C1 -34.7(5) . . . . ?
N3 C8 C1 N1 176.0(3) . . . . ?
N3 C8 C1 C2 -5.8(6) . . . . ?
C13 C12 C10 C9 0.9(5) . . . . ?
C13 C12 C10 C11 -177.6(3) . . . . ?
C8 C1 N1 B1 179.8(3) . . . . ?
C2 C1 N1 B1 1.4(5) . . . . ?
C8 C1 N1 C22 5.2(5) . . . . ?
C2 C1 N1 C22 -173.3(3) . . . . ?
C3 N2 C2 C7 0.4(5) . . . . ?
C3 N2 C2 C1 -176.9(3) . . . . ?
C5 C7 C2 N2 -0.6(5) . . . . ?
C5 C7 C2 C1 176.6(3) . . . . ?
C8 C1 C2 N2 -81.0(4) . . . . ?
N1 C1 C2 N2 97.3(4) . . . . ?
C8 C1 C2 C7 101.6(4) . . . . ?
N1 C1 C2 C7 -80.0(4) . . . . ?
C40 C39 C46 C45 2.1(5) . . . . ?
B2 C39 C46 C45 176.9(3) . . . . ?
C40 C39 C46 C47 -178.1(3) . . . . ?
B2 C39 C46 C47 -3.3(5) . . . . ?
C46 C39 C40 C42 -1.2(5) . . . . ?
B2 C39 C40 C42 -175.8(3) . . . . ?
C46 C39 C40 C41 176.2(3) . . . . ?
B2 C39 C40 C41 1.6(5) . . . . ?
C12 C10 C9 C48 -0.8(5) . . . . ?
C11 C10 C9 C48 177.6(3) . . . . ?
C12 C10 C9 N3 -179.7(3) . . . . ?
C11 C10 C9 N3 -1.3(5) . . . . ?
B2 N3 C9 C10 -65.8(4) . . . . ?
C8 N3 C9 C10 119.3(3) . . . . ?
B2 N3 C9 C48 115.3(4) . . . . ?
C8 N3 C9 C48 -59.5(4) . . . . ?
C8 N3 B2 C30 -6.6(5) . . . . ?
C9 N3 B2 C30 178.7(3) . . . . ?
C8 N3 B2 C39 171.2(3) . . . . ?
C9 N3 B2 C39 -3.5(5) . . . . ?
C37 C30 B2 N3 113.9(4) . . . . ?
C31 C30 B2 N3 -67.8(5) . . . . ?
C37 C30 B2 C39 -64.0(4) . . . . ?
C31 C30 B2 C39 114.4(4) . . . . ?
C40 C39 B2 N3 -60.8(5) . . . . ?
C46 C39 B2 N3 124.8(4) . . . . ?
C40 C39 B2 C30 117.0(4) . . . . ?
C46 C39 B2 C30 -57.4(5) . . . . ?
C31 C30 C37 C36 -1.6(5) . . . . ?
B2 C30 C37 C36 176.8(3) . . . . ?
C31 C30 C37 C38 175.7(3) . . . . ?
B2 C30 C37 C38 -5.9(5) . . . . ?
C13 C14 C48 C9 -0.4(5) . . . . ?
C13 C14 C48 C15 178.9(3) . . . . ?
C10 C9 C48 C14 0.6(5) . . . . ?
N3 C9 C48 C14 179.4(3) . . . . ?
C10 C9 C48 C15 -178.7(3) . . . . ?
N3 C9 C48 C15 0.2(5) . . . . ?
C2 N2 C3 C4 0.3(5) . . . . ?
C37 C30 C31 C33 1.8(5) . . . . ?
B2 C30 C31 C33 -176.6(3) . . . . ?
C37 C30 C31 C32 -179.4(3) . . . . ?
B2 C30 C31 C32 2.3(5) . . . . ?
C39 C46 C45 C43 -1.9(6) . . . . ?
C47 C46 C45 C43 178.2(3) . . . . ?
C30 C31 C33 C34 -0.1(6) . . . . ?
C32 C31 C33 C34 -179.0(4) . . . . ?
C39 C40 C42 C43 0.0(6) . . . . ?
C41 C40 C42 C43 -177.5(4) . . . . ?
C16 O1 B1 O2 10.0(4) . . . . ?
C16 O1 B1 N1 -171.1(4) . . . . ?
C19 O2 B1 O1 10.7(4) . . . . ?
C19 O2 B1 N1 -168.3(4) . . . . ?
C1 N1 B1 O1 1.6(6) . . . . ?
C22 N1 B1 O1 176.3(4) . . . . ?
C1 N1 B1 O2 -179.6(3) . . . . ?
C22 N1 B1 O2 -4.9(5) . . . . ?
C30 C37 C36 C34 -0.2(6) . . . . ?
C38 C37 C36 C34 -177.6(4) . . . . ?
C10 C12 C13 C14 -0.7(6) . . . . ?
C48 C14 C13 C12 0.4(6) . . . . ?
C2 C7 C5 C4 0.0(5) . . . . ?
C2 C7 C5 C6 -177.3(3) . . . . ?
F6 C6 C5 C7 176.7(19) . . . . ?
F1 C6 C5 C7 -22.6(7) . . . . ?
F7 C6 C5 C7 -143.9(6) . . . . ?
F4 C6 C5 C7 97.8(7) . . . . ?
F5 C6 C5 C7 124.3(8) . . . . ?
F2 C6 C5 C7 4.5(9) . . . . ?
F8 C6 C5 C7 -116.8(8) . . . . ?
F9 C6 C5 C7 -60.5(17) . . . . ?
F3 C6 C5 C7 65.8(15) . . . . ?
F6 C6 C5 C4 -0.6(19) . . . . ?
F1 C6 C5 C4 160.1(6) . . . . ?
F7 C6 C5 C4 38.8(7) . . . . ?
F4 C6 C5 C4 -79.5(7) . . . . ?
F5 C6 C5 C4 -53.0(9) . . . . ?
F2 C6 C5 C4 -172.8(8) . . . . ?
F8 C6 C5 C4 65.9(9) . . . . ?
F9 C6 C5 C4 122.1(17) . . . . ?
F3 C6 C5 C4 -111.6(15) . . . . ?
N2 C3 C4 C5 -0.8(6) . . . . ?
C7 C5 C4 C3 0.6(5) . . . . ?
C6 C5 C4 C3 178.0(3) . . . . ?
C25 C23 C22 C28 -1.0(5) . . . . ?
C24 C23 C22 C28 177.9(3) . . . . ?
C25 C23 C22 N1 -178.7(3) . . . . ?
C24 C23 C22 N1 0.1(5) . . . . ?
B1 N1 C22 C28 -85.7(4) . . . . ?
C1 N1 C22 C28 89.4(4) . . . . ?
B1 N1 C22 C23 92.1(4) . . . . ?
C1 N1 C22 C23 -92.7(4) . . . . ?
C40 C42 C43 C45 0.3(6) . . . . ?
C40 C42 C43 C44 178.6(4) . . . . ?
C46 C45 C43 C42 0.7(5) . . . . ?
C46 C45 C43 C44 -177.6(4) . . . . ?
C22 C23 C25 C26 0.4(6) . . . . ?
C24 C23 C25 C26 -178.5(4) . . . . ?
C23 C22 C28 C27 1.4(5) . . . . ?
N1 C22 C28 C27 179.2(3) . . . . ?
C23 C22 C28 C29 -177.5(3) . . . . ?
N1 C22 C28 C29 0.3(5) . . . . ?
C26 C27 C28 C22 -1.3(6) . . . . ?
C26 C27 C28 C29 177.6(4) . . . . ?
B1 O1 C16 C17 -149.8(4) . . . . ?
B1 O1 C16 C19 -25.4(4) . . . . ?
B1 O1 C16 C18 90.7(4) . . . . ?
C31 C33 C34 C36 -1.7(6) . . . . ?
C31 C33 C34 C35 178.0(4) . . . . ?
C37 C36 C34 C33 1.8(6) . . . . ?
C37 C36 C34 C35 -177.8(4) . . . . ?
B1 O2 C19 C21 -152.4(4) . . . . ?
B1 O2 C19 C16 -25.7(4) . . . . ?
B1 O2 C19 C20 89.8(4) . . . . ?
O1 C16 C19 O2 30.8(4) . . . . ?
C17 C16 C19 O2 149.4(4) . . . . ?
C18 C16 C19 O2 -81.8(4) . . . . ?
O1 C16 C19 C21 152.1(4) . . . . ?
C17 C16 C19 C21 -89.4(5) . . . . ?
C18 C16 C19 C21 39.4(5) . . . . ?
O1 C16 C19 C20 -81.6(4) . . . . ?
C17 C16 C19 C20 37.0(5) . . . . ?
C18 C16 C19 C20 165.8(3) . . . . ?
C23 C25 C26 C27 -0.3(6) . . . . ?
C28 C27 C26 C25 0.8(7) . . . . ?

_refine_diff_density_max         0.303
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.067

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5b
_database_code_depnum_ccdc_archive 'CCDC 1583730'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H50 B2 N2 O4, C5 H12'
_chemical_formula_sum            'C45 H62 B2 N2 O4'
_chemical_formula_weight         716.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.4491(18)
_cell_length_b                   12.8149(17)
_cell_length_c                   15.929(2)
_cell_angle_alpha                74.652(8)
_cell_angle_beta                 86.760(8)
_cell_angle_gamma                65.452(5)
_cell_volume                     2046.2(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    93.1500
_cell_measurement_reflns_used    5341
_cell_measurement_theta_min      2.4333
_cell_measurement_theta_max      31.0497

_exptl_crystal_description       Prism
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_F_000             776
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8661
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            16987
_diffrn_reflns_av_unetI/netI     0.0986
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.051
_diffrn_reflns_theta_max         27.459
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             9031
_reflns_number_gt                4354
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1391P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9031
_refine_ls_number_parameters     535
_refine_ls_number_restraints     196
_refine_ls_R_factor_all          0.1155
_refine_ls_R_factor_gt           0.0750
_refine_ls_wR_factor_ref         0.2377
_refine_ls_wR_factor_gt          0.2066
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.82614(18) 0.04957(17) 0.28093(12) 0.0183(4) Uani 1 1 d . . . . .
C1 C 0.9040(2) 0.1135(2) 0.28650(14) 0.0179(5) Uani 1 1 d . . . . .
C2 C 1.0328(2) 0.0404(2) 0.32676(16) 0.0226(5) Uani 1 1 d . . . . .
H1 H 1.0781 0.0755 0.3494 0.027 Uiso 1 1 calc R U . . .
C3 C 1.0882(2) -0.0764(2) 0.33222(16) 0.0244(6) Uani 1 1 d . . . . .
H2 H 1.1739 -0.1231 0.3566 0.029 Uiso 1 1 calc R U . . .
C4 C 1.0178(2) -0.1314(2) 0.30104(16) 0.0227(5) Uani 1 1 d . . . . .
C5 C 0.8915(2) -0.0682(2) 0.27747(16) 0.0219(5) Uani 1 1 d . . . . .
H3 H 0.8455 -0.1052 0.2579 0.026 Uiso 1 1 calc R U . . .
C6 C 1.0863(3) -0.2578(2) 0.30193(19) 0.0313(6) Uani 1 1 d . . . . .
O1 O 1.19981(19) -0.31638(17) 0.32230(14) 0.0404(5) Uani 1 1 d . . . . .
O2 O 1.0104(2) -0.30314(19) 0.27931(18) 0.0561(7) Uani 1 1 d . . . . .
C7 C 1.0764(4) -0.4294(3) 0.2841(3) 0.0792(15) Uani 1 1 d . . . . .
H4 H 1.1427 -0.4415 0.2415 0.119 Uiso 1 1 calc R U . . .
H5 H 1.0142 -0.4582 0.2711 0.119 Uiso 1 1 calc R U . . .
H6 H 1.1166 -0.4735 0.3428 0.119 Uiso 1 1 calc R U . . .
C8 C 0.8494(2) 0.2319(2) 0.24833(15) 0.0191(5) Uani 1 1 d . . . . .
H7 H 0.7705 0.2592 0.2157 0.023 Uiso 1 1 calc R U . . .
N2 N 0.88961(19) 0.32056(18) 0.24892(13) 0.0212(5) Uani 1 1 d . . . . .
B1 B 0.8129(3) 0.4395(3) 0.20133(19) 0.0248(6) Uani 1 1 d . . . . .
O3 O 0.69871(18) 0.47159(17) 0.15716(12) 0.0354(5) Uani 1 1 d . . . . .
C9 C 0.6533(3) 0.5983(3) 0.1129(2) 0.0420(8) Uani 1 1 d . . . . .
C10 C 0.7317(4) 0.6412(3) 0.1617(2) 0.0509(9) Uani 1 1 d . . . . .
O4 O 0.84522(19) 0.53213(16) 0.19687(12) 0.0362(5) Uani 1 1 d . . . . .
C11 C 0.5079(4) 0.6554(4) 0.1156(3) 0.0884(16) Uani 1 1 d . . . . .
H8 H 0.4696 0.6248 0.0798 0.133 Uiso 1 1 calc R U . . .
H9 H 0.4763 0.7419 0.0928 0.133 Uiso 1 1 calc R U . . .
H10 H 0.4840 0.6362 0.1759 0.133 Uiso 1 1 calc R U . . .
C12 C 0.6901(4) 0.6039(3) 0.0186(2) 0.0648(11) Uani 1 1 d . . . . .
H11 H 0.7838 0.5743 0.0165 0.097 Uiso 1 1 calc R U . . .
H12 H 0.6497 0.6864 -0.0171 0.097 Uiso 1 1 calc R U . . .
H13 H 0.6604 0.5544 -0.0041 0.097 Uiso 1 1 calc R U . . .
C13 C 0.6681(5) 0.6774(4) 0.2437(3) 0.0924(18) Uani 1 1 d . . . . .
H14 H 0.6371 0.6185 0.2764 0.139 Uiso 1 1 calc R U . . .
H15 H 0.5954 0.7557 0.2262 0.139 Uiso 1 1 calc R U . . .
H16 H 0.7312 0.6810 0.2806 0.139 Uiso 1 1 calc R U . . .
C14 C 0.7694(5) 0.7362(3) 0.1096(3) 0.0809(15) Uani 1 1 d . . . . .
H17 H 0.8212 0.7525 0.1471 0.121 Uiso 1 1 calc R U . . .
H18 H 0.6919 0.8088 0.0861 0.121 Uiso 1 1 calc R U . . .
H19 H 0.8198 0.7098 0.0615 0.121 Uiso 1 1 calc R U . . .
C15 C 0.9986(2) 0.2985(2) 0.30413(16) 0.0215(5) Uani 1 1 d . . . . .
C16 C 0.9807(2) 0.3003(2) 0.39126(16) 0.0242(6) Uani 1 1 d . . . . .
C17 C 1.0872(3) 0.2791(2) 0.44293(18) 0.0319(6) Uani 1 1 d . . . . .
H20 H 1.0780 0.2787 0.5026 0.038 Uiso 1 1 calc R U . . .
C18 C 1.2062(3) 0.2585(2) 0.40784(19) 0.0340(7) Uani 1 1 d . . . . .
H21 H 1.2777 0.2443 0.4436 0.041 Uiso 1 1 calc R U . . .
C19 C 1.2207(3) 0.2586(2) 0.32174(19) 0.0315(6) Uani 1 1 d . . . . .
H22 H 1.3026 0.2442 0.2986 0.038 Uiso 1 1 calc R U . . .
C20 C 1.1169(2) 0.2797(2) 0.26738(17) 0.0260(6) Uani 1 1 d . . . . .
C21 C 0.8511(3) 0.3266(3) 0.42805(18) 0.0343(7) Uani 1 1 d . . . . .
H23 H 0.8598 0.3122 0.4914 0.051 Uiso 1 1 calc R U . . .
H24 H 0.8156 0.2747 0.4147 0.051 Uiso 1 1 calc R U . . .
H25 H 0.7933 0.4099 0.4021 0.051 Uiso 1 1 calc R U . . .
C22 C 1.1318(3) 0.2829(3) 0.17285(18) 0.0367(7) Uani 1 1 d . . . . .
H26 H 1.0961 0.2320 0.1583 0.055 Uiso 1 1 calc R U . . .
H27 H 1.2233 0.2541 0.1612 0.055 Uiso 1 1 calc R U . . .
H28 H 1.0859 0.3648 0.1372 0.055 Uiso 1 1 calc R U . . .
B2 B 0.6883(3) 0.0989(2) 0.28814(17) 0.0192(6) Uani 1 1 d . . . . .
C23 C 0.6206(2) 0.1977(2) 0.33883(15) 0.0190(5) Uani 1 1 d . . . . .
C24 C 0.5163(2) 0.3080(2) 0.30121(16) 0.0222(5) Uani 1 1 d . . . . .
C25 C 0.4491(2) 0.3840(2) 0.35184(17) 0.0262(6) Uani 1 1 d . . . . .
H29 H 0.3814 0.4585 0.3249 0.031 Uiso 1 1 calc R U . . .
C26 C 0.4775(2) 0.3544(2) 0.44107(18) 0.0275(6) Uani 1 1 d . . . . .
C27 C 0.5812(2) 0.2484(2) 0.47778(16) 0.0238(6) Uani 1 1 d . . . . .
H30 H 0.6039 0.2283 0.5382 0.029 Uiso 1 1 calc R U . . .
C28 C 0.6535(2) 0.1701(2) 0.42895(15) 0.0209(5) Uani 1 1 d . . . . .
C29 C 0.4779(2) 0.3468(2) 0.20471(16) 0.0281(6) Uani 1 1 d . . . . .
H31 H 0.3989 0.4205 0.1919 0.042 Uiso 1 1 calc R U . . .
H32 H 0.4630 0.2844 0.1886 0.042 Uiso 1 1 calc R U . . .
H33 H 0.5470 0.3607 0.1712 0.042 Uiso 1 1 calc R U . . .
C30 C 0.3944(3) 0.4336(3) 0.49624(19) 0.0391(7) Uani 1 1 d . . . . .
H34 H 0.3214 0.4134 0.5141 0.059 Uiso 1 1 calc R U . . .
H35 H 0.3625 0.5170 0.4623 0.059 Uiso 1 1 calc R U . . .
H36 H 0.4453 0.4217 0.5481 0.059 Uiso 1 1 calc R U . . .
C31 C 0.7653(2) 0.0564(2) 0.47555(16) 0.0267(6) Uani 1 1 d . . . . .
H37 H 0.8439 0.0699 0.4720 0.040 Uiso 1 1 calc R U . . .
H38 H 0.7769 -0.0067 0.4479 0.040 Uiso 1 1 calc R U . . .
H39 H 0.7475 0.0326 0.5369 0.040 Uiso 1 1 calc R U . . .
C32 C 0.6036(2) 0.0511(2) 0.24729(15) 0.0193(5) Uani 1 1 d . . . . .
C33 C 0.5966(2) 0.0662(2) 0.15657(16) 0.0246(6) Uani 1 1 d . . . . .
C34 C 0.5032(2) 0.0451(2) 0.11944(17) 0.0261(6) Uani 1 1 d . . . . .
H40 H 0.4974 0.0587 0.0579 0.031 Uiso 1 1 calc R U . . .
C35 C 0.4197(2) 0.0056(2) 0.16844(17) 0.0266(6) Uani 1 1 d . . . . .
C36 C 0.4317(2) -0.0156(2) 0.25862(17) 0.0269(6) Uani 1 1 d . . . . .
H41 H 0.3774 -0.0459 0.2942 0.032 Uiso 1 1 calc R U . . .
C37 C 0.5218(2) 0.0067(2) 0.29800(16) 0.0226(5) Uani 1 1 d . . . . .
C38 C 0.6844(3) 0.1102(3) 0.09774(17) 0.0379(7) Uani 1 1 d . . . . .
H75 H 0.7440 0.1207 0.1332 0.057 Uiso 1 1 calc R U . . .
H76 H 0.7334 0.0520 0.0654 0.057 Uiso 1 1 calc R U . . .
H77 H 0.6328 0.1866 0.0566 0.057 Uiso 1 1 calc R U . . .
C39 C 0.3179(3) -0.0137(3) 0.1271(2) 0.0397(7) Uani 1 1 d . . . . .
H78 H 0.2685 -0.0418 0.1726 0.060 Uiso 1 1 calc R U . . .
H79 H 0.2601 0.0614 0.0873 0.060 Uiso 1 1 calc R U . . .
H80 H 0.3588 -0.0733 0.0944 0.060 Uiso 1 1 calc R U . . .
C40 C 0.5283(3) -0.0184(3) 0.39644(17) 0.0323(6) Uani 1 1 d . . . . .
H48 H 0.6181 -0.0648 0.4192 0.048 Uiso 1 1 calc R U . . .
H49 H 0.4777 -0.0637 0.4211 0.048 Uiso 1 1 calc R U . . .
H50 H 0.4935 0.0569 0.4128 0.048 Uiso 1 1 calc R U . . .
C45 C 0.8760(14) 0.2210(11) -0.0820(12) 0.098(3) Uani 0.371(5) 1 d D U P A -1
H51 H 0.7836 0.2724 -0.0880 0.147 Uiso 0.371(5) 1 calc R U P A -1
H52 H 0.9106 0.2111 -0.0242 0.147 Uiso 0.371(5) 1 calc R U P A -1
H53 H 0.9199 0.2574 -0.1270 0.147 Uiso 0.371(5) 1 calc R U P A -1
C42 C 0.9973(12) -0.1058(10) -0.0626(10) 0.083(3) Uani 0.371(5) 1 d D U P A -1
H54 H 0.9370 -0.0929 -0.0154 0.100 Uiso 0.371(5) 1 calc R U P A -1
H55 H 0.9460 -0.1001 -0.1129 0.100 Uiso 0.371(5) 1 calc R U P A -1
C43 C 1.0186(12) 0.0022(10) -0.0882(11) 0.123(3) Uani 0.371(5) 1 d D U P A -1
H56 H 1.0552 0.0090 -0.1462 0.147 Uiso 0.371(5) 1 calc R U P A -1
H57 H 1.0812 -0.0018 -0.0458 0.147 Uiso 0.371(5) 1 calc R U P A -1
C44 C 0.8957(13) 0.1088(11) -0.0920(12) 0.086(3) Uani 0.371(5) 1 d D U P A -1
H58 H 0.8527 0.1261 -0.1493 0.104 Uiso 0.371(5) 1 calc R U P A -1
H59 H 0.8435 0.0805 -0.0479 0.104 Uiso 0.371(5) 1 calc R U P A -1
C41 C 1.0793(11) -0.2273(10) -0.0348(8) 0.070(3) Uani 0.371(5) 1 d D U P A -1
H60 H 1.0281 -0.2741 -0.0232 0.104 Uiso 0.371(5) 1 calc R U P A -1
H61 H 1.1382 -0.2500 -0.0804 0.104 Uiso 0.371(5) 1 calc R U P A -1
H62 H 1.1290 -0.2426 0.0187 0.104 Uiso 0.371(5) 1 calc R U P A -1
C50 C 0.8644(8) 0.1753(8) -0.1017(5) 0.078(2) Uani 0.629(5) 1 d D U P A -2
H63 H 0.8571 0.2496 -0.0909 0.117 Uiso 0.629(5) 1 calc R U P A -2
H64 H 0.8970 0.1710 -0.1595 0.117 Uiso 0.629(5) 1 calc R U P A -2
H65 H 0.7796 0.1734 -0.0993 0.117 Uiso 0.629(5) 1 calc R U P A -2
C46 C 1.1215(9) -0.2727(7) 0.0248(7) 0.108(3) Uani 0.629(5) 1 d D U P A -2
H66 H 1.1218 -0.3295 -0.0062 0.163 Uiso 0.629(5) 1 calc R U P A -2
H67 H 1.2094 -0.2802 0.0315 0.163 Uiso 0.629(5) 1 calc R U P A -2
H68 H 1.0881 -0.2896 0.0824 0.163 Uiso 0.629(5) 1 calc R U P A -2
C47 C 1.0371(7) -0.1480(7) -0.0267(5) 0.0750(19) Uani 0.629(5) 1 d D U P A -2
H69 H 1.0719 -0.1385 -0.0852 0.090 Uiso 0.629(5) 1 calc R U P A -2
H70 H 0.9519 -0.1478 -0.0348 0.090 Uiso 0.629(5) 1 calc R U P A -2
C48 C 1.0109(9) -0.0392(6) -0.0039(6) 0.089(2) Uani 0.629(5) 1 d D U P A -2
H71 H 0.9720 -0.0506 0.0530 0.107 Uiso 0.629(5) 1 calc R U P A -2
H72 H 1.0979 -0.0474 0.0102 0.107 Uiso 0.629(5) 1 calc R U P A -2
C49 C 0.9435(7) 0.0852(6) -0.0425(6) 0.095(2) Uani 0.629(5) 1 d D U P A -2
H73 H 0.9034 0.1093 0.0100 0.114 Uiso 0.629(5) 1 calc R U P A -2
H74 H 1.0177 0.1069 -0.0487 0.114 Uiso 0.629(5) 1 calc R U P A -2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C5 1.394(3) . ?
N1 B2 1.447(3) . ?
N1 C1 1.459(3) . ?
C1 C8 1.353(3) . ?
C1 C2 1.450(3) . ?
C2 C3 1.341(3) . ?
C3 C4 1.448(3) . ?
C4 C5 1.348(3) . ?
C4 C6 1.474(3) . ?
C6 O1 1.211(3) . ?
C6 O2 1.337(3) . ?
O2 C7 1.456(4) . ?
C8 N2 1.394(3) . ?
N2 B1 1.422(4) . ?
N2 C15 1.452(3) . ?
B1 O4 1.366(3) . ?
B1 O3 1.370(4) . ?
O3 C9 1.463(3) . ?
C9 C11 1.519(5) . ?
C9 C12 1.529(5) . ?
C9 C10 1.557(5) . ?
C10 O4 1.455(3) . ?
C10 C14 1.488(5) . ?
C10 C13 1.545(5) . ?
C15 C16 1.396(4) . ?
C15 C20 1.396(3) . ?
C16 C17 1.399(4) . ?
C16 C21 1.500(4) . ?
C17 C18 1.390(4) . ?
C18 C19 1.372(4) . ?
C19 C20 1.400(4) . ?
C20 C22 1.497(4) . ?
B2 C23 1.584(3) . ?
B2 C32 1.585(4) . ?
C23 C28 1.418(3) . ?
C23 C24 1.419(3) . ?
C24 C25 1.383(3) . ?
C24 C29 1.514(3) . ?
C25 C26 1.391(4) . ?
C26 C27 1.383(4) . ?
C26 C30 1.511(4) . ?
C27 C28 1.396(3) . ?
C28 C31 1.515(3) . ?
C32 C37 1.403(3) . ?
C32 C33 1.409(3) . ?
C33 C34 1.401(4) . ?
C33 C38 1.514(4) . ?
C34 C35 1.374(4) . ?
C35 C36 1.393(4) . ?
C35 C39 1.506(4) . ?
C36 C37 1.397(3) . ?
C37 C40 1.515(4) . ?
C45 C44 1.410(9) . ?
C42 C41 1.403(8) . ?
C42 C43 1.453(9) . ?
C43 C44 1.489(9) . ?
C50 C49 1.301(7) . ?
C46 C47 1.508(7) . ?
C47 C48 1.439(7) . ?
C48 C49 1.424(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 B2 119.7(2) . . ?
C5 N1 C1 117.08(19) . . ?
B2 N1 C1 122.8(2) . . ?
C8 C1 C2 128.7(2) . . ?
C8 C1 N1 115.5(2) . . ?
C2 C1 N1 115.6(2) . . ?
C3 C2 C1 120.4(2) . . ?
C2 C3 C4 120.1(2) . . ?
C5 C4 C3 119.3(2) . . ?
C5 C4 C6 122.5(2) . . ?
C3 C4 C6 118.1(2) . . ?
C4 C5 N1 122.1(2) . . ?
O1 C6 O2 122.7(3) . . ?
O1 C6 C4 123.8(2) . . ?
O2 C6 C4 113.5(2) . . ?
C6 O2 C7 113.7(2) . . ?
C1 C8 N2 130.7(2) . . ?
C8 N2 B1 118.7(2) . . ?
C8 N2 C15 122.4(2) . . ?
B1 N2 C15 118.5(2) . . ?
O4 B1 O3 114.1(2) . . ?
O4 B1 N2 123.1(2) . . ?
O3 B1 N2 122.8(2) . . ?
B1 O3 C9 106.4(2) . . ?
O3 C9 C11 108.0(3) . . ?
O3 C9 C12 105.3(3) . . ?
C11 C9 C12 109.7(3) . . ?
O3 C9 C10 103.7(2) . . ?
C11 C9 C10 117.2(3) . . ?
C12 C9 C10 111.9(3) . . ?
O4 C10 C14 110.5(3) . . ?
O4 C10 C13 103.7(2) . . ?
C14 C10 C13 108.6(4) . . ?
O4 C10 C9 102.4(2) . . ?
C14 C10 C9 117.5(3) . . ?
C13 C10 C9 113.0(4) . . ?
B1 O4 C10 107.1(2) . . ?
C16 C15 C20 122.3(2) . . ?
C16 C15 N2 119.0(2) . . ?
C20 C15 N2 118.7(2) . . ?
C15 C16 C17 117.9(2) . . ?
C15 C16 C21 121.2(2) . . ?
C17 C16 C21 120.9(2) . . ?
C18 C17 C16 120.7(3) . . ?
C19 C18 C17 120.2(3) . . ?
C18 C19 C20 121.2(3) . . ?
C15 C20 C19 117.7(2) . . ?
C15 C20 C22 121.1(2) . . ?
C19 C20 C22 121.2(3) . . ?
N1 B2 C23 121.0(2) . . ?
N1 B2 C32 119.8(2) . . ?
C23 B2 C32 119.2(2) . . ?
C28 C23 C24 117.5(2) . . ?
C28 C23 B2 119.1(2) . . ?
C24 C23 B2 122.9(2) . . ?
C25 C24 C23 120.5(2) . . ?
C25 C24 C29 118.4(2) . . ?
C23 C24 C29 121.1(2) . . ?
C24 C25 C26 121.9(2) . . ?
C27 C26 C25 117.8(2) . . ?
C27 C26 C30 121.4(2) . . ?
C25 C26 C30 120.8(2) . . ?
C26 C27 C28 122.2(2) . . ?
C27 C28 C23 119.9(2) . . ?
C27 C28 C31 117.9(2) . . ?
C23 C28 C31 122.2(2) . . ?
C37 C32 C33 118.0(2) . . ?
C37 C32 B2 121.3(2) . . ?
C33 C32 B2 120.2(2) . . ?
C34 C33 C32 119.6(2) . . ?
C34 C33 C38 119.2(2) . . ?
C32 C33 C38 121.1(2) . . ?
C35 C34 C33 122.6(2) . . ?
C34 C35 C36 117.5(2) . . ?
C34 C35 C39 121.8(2) . . ?
C36 C35 C39 120.6(3) . . ?
C35 C36 C37 121.5(2) . . ?
C36 C37 C32 120.6(2) . . ?
C36 C37 C40 118.2(2) . . ?
C32 C37 C40 121.3(2) . . ?
C41 C42 C43 133.7(10) . . ?
C42 C43 C44 110.7(9) . . ?
C45 C44 C43 129.2(11) . . ?
C48 C47 C46 127.1(7) . . ?
C49 C48 C47 137.3(8) . . ?
C50 C49 C48 152.0(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C8 148.7(2) . . . . ?
B2 N1 C1 C8 -38.0(3) . . . . ?
C5 N1 C1 C2 -27.2(3) . . . . ?
B2 N1 C1 C2 146.2(2) . . . . ?
C8 C1 C2 C3 -155.0(3) . . . . ?
N1 C1 C2 C3 20.2(3) . . . . ?
C1 C2 C3 C4 -2.5(4) . . . . ?
C2 C3 C4 C5 -8.8(4) . . . . ?
C2 C3 C4 C6 175.2(2) . . . . ?
C3 C4 C5 N1 0.9(4) . . . . ?
C6 C4 C5 N1 176.8(2) . . . . ?
B2 N1 C5 C4 -156.3(2) . . . . ?
C1 N1 C5 C4 17.3(3) . . . . ?
C5 C4 C6 O1 179.5(3) . . . . ?
C3 C4 C6 O1 -4.5(4) . . . . ?
C5 C4 C6 O2 -1.5(4) . . . . ?
C3 C4 C6 O2 174.4(2) . . . . ?
O1 C6 O2 C7 1.7(5) . . . . ?
C4 C6 O2 C7 -177.3(3) . . . . ?
C2 C1 C8 N2 -12.2(4) . . . . ?
N1 C1 C8 N2 172.5(2) . . . . ?
C1 C8 N2 B1 179.1(3) . . . . ?
C1 C8 N2 C15 -8.1(4) . . . . ?
C8 N2 B1 O4 -179.0(2) . . . . ?
C15 N2 B1 O4 8.0(4) . . . . ?
C8 N2 B1 O3 2.2(4) . . . . ?
C15 N2 B1 O3 -170.8(2) . . . . ?
O4 B1 O3 C9 4.3(3) . . . . ?
N2 B1 O3 C9 -176.8(3) . . . . ?
B1 O3 C9 C11 -143.0(3) . . . . ?
B1 O3 C9 C12 99.8(3) . . . . ?
B1 O3 C9 C10 -17.9(3) . . . . ?
O3 C9 C10 O4 24.4(3) . . . . ?
C11 C9 C10 O4 143.4(3) . . . . ?
C12 C9 C10 O4 -88.6(3) . . . . ?
O3 C9 C10 C14 145.7(3) . . . . ?
C11 C9 C10 C14 -95.3(4) . . . . ?
C12 C9 C10 C14 32.7(4) . . . . ?
O3 C9 C10 C13 -86.5(3) . . . . ?
C11 C9 C10 C13 32.5(4) . . . . ?
C12 C9 C10 C13 160.5(3) . . . . ?
O3 B1 O4 C10 12.5(3) . . . . ?
N2 B1 O4 C10 -166.4(3) . . . . ?
C14 C10 O4 B1 -148.4(3) . . . . ?
C13 C10 O4 B1 95.4(3) . . . . ?
C9 C10 O4 B1 -22.4(3) . . . . ?
C8 N2 C15 C16 -82.0(3) . . . . ?
B1 N2 C15 C16 90.7(3) . . . . ?
C8 N2 C15 C20 99.8(3) . . . . ?
B1 N2 C15 C20 -87.4(3) . . . . ?
C20 C15 C16 C17 -1.8(4) . . . . ?
N2 C15 C16 C17 -179.9(2) . . . . ?
C20 C15 C16 C21 177.0(2) . . . . ?
N2 C15 C16 C21 -1.0(4) . . . . ?
C15 C16 C17 C18 0.8(4) . . . . ?
C21 C16 C17 C18 -178.0(3) . . . . ?
C16 C17 C18 C19 -0.1(4) . . . . ?
C17 C18 C19 C20 0.2(4) . . . . ?
C16 C15 C20 C19 1.9(4) . . . . ?
N2 C15 C20 C19 180.0(2) . . . . ?
C16 C15 C20 C22 -177.6(2) . . . . ?
N2 C15 C20 C22 0.5(4) . . . . ?
C18 C19 C20 C15 -1.1(4) . . . . ?
C18 C19 C20 C22 178.4(3) . . . . ?
C5 N1 B2 C23 148.1(2) . . . . ?
C1 N1 B2 C23 -25.0(3) . . . . ?
C5 N1 B2 C32 -30.0(3) . . . . ?
C1 N1 B2 C32 156.8(2) . . . . ?
N1 B2 C23 C28 -61.6(3) . . . . ?
C32 B2 C23 C28 116.6(2) . . . . ?
N1 B2 C23 C24 126.7(2) . . . . ?
C32 B2 C23 C24 -55.1(3) . . . . ?
C28 C23 C24 C25 -1.0(4) . . . . ?
B2 C23 C24 C25 170.9(2) . . . . ?
C28 C23 C24 C29 177.6(2) . . . . ?
B2 C23 C24 C29 -10.6(4) . . . . ?
C23 C24 C25 C26 -2.1(4) . . . . ?
C29 C24 C25 C26 179.4(2) . . . . ?
C24 C25 C26 C27 3.7(4) . . . . ?
C24 C25 C26 C30 -174.0(3) . . . . ?
C25 C26 C27 C28 -2.3(4) . . . . ?
C30 C26 C27 C28 175.3(2) . . . . ?
C26 C27 C28 C23 -0.6(4) . . . . ?
C26 C27 C28 C31 179.9(2) . . . . ?
C24 C23 C28 C27 2.3(3) . . . . ?
B2 C23 C28 C27 -169.9(2) . . . . ?
C24 C23 C28 C31 -178.3(2) . . . . ?
B2 C23 C28 C31 9.5(3) . . . . ?
N1 B2 C32 C37 124.6(2) . . . . ?
C23 B2 C32 C37 -53.6(3) . . . . ?
N1 B2 C32 C33 -63.5(3) . . . . ?
C23 B2 C32 C33 118.3(3) . . . . ?
C37 C32 C33 C34 4.5(4) . . . . ?
B2 C32 C33 C34 -167.6(2) . . . . ?
C37 C32 C33 C38 -178.2(2) . . . . ?
B2 C32 C33 C38 9.7(4) . . . . ?
C32 C33 C34 C35 -2.4(4) . . . . ?
C38 C33 C34 C35 -179.7(3) . . . . ?
C33 C34 C35 C36 -1.1(4) . . . . ?
C33 C34 C35 C39 178.5(2) . . . . ?
C34 C35 C36 C37 2.4(4) . . . . ?
C39 C35 C36 C37 -177.2(2) . . . . ?
C35 C36 C37 C32 -0.2(4) . . . . ?
C35 C36 C37 C40 179.8(2) . . . . ?
C33 C32 C37 C36 -3.3(4) . . . . ?
B2 C32 C37 C36 168.8(2) . . . . ?
C33 C32 C37 C40 176.7(2) . . . . ?
B2 C32 C37 C40 -11.3(4) . . . . ?
C41 C42 C43 C44 -166.7(15) . . . . ?
C42 C43 C44 C45 154.2(18) . . . . ?
C46 C47 C48 C49 175.3(9) . . . . ?
C47 C48 C49 C50 12(2) . . . . ?

_refine_diff_density_max         0.520
_refine_diff_density_min         -0.987
_refine_diff_density_rms         0.092

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_9b
_database_code_depnum_ccdc_archive 'CCDC 1583737'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C49 H59 B2 N3 O4'
_chemical_formula_sum            'C49 H59 B2 N3 O4'
_chemical_formula_weight         775.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.034(3)
_cell_length_b                   10.856(4)
_cell_length_c                   26.173(10)
_cell_angle_alpha                97.069(5)
_cell_angle_beta                 97.132(8)
_cell_angle_gamma                102.212(9)
_cell_volume                     2187.4(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    4830
_cell_measurement_theta_min      2.6226
_cell_measurement_theta_max      31.2768

_exptl_crystal_description       Platelet
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8696
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            14963
_diffrn_reflns_av_unetI/netI     0.1439
_diffrn_reflns_av_R_equivalents  0.0745
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.020
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.957
_reflns_number_total             7572
_reflns_number_gt                4102
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0622P)²+1.4721P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7572
_refine_ls_number_parameters     538
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1616
_refine_ls_R_factor_gt           0.0897
_refine_ls_wR_factor_ref         0.2030
_refine_ls_wR_factor_gt          0.1617
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.9198(4) -0.1486(3) 0.46023(11) 0.0274(7) Uani 1 1 d . . . . .
O4 O 0.7040(4) -0.0940(3) 0.49819(11) 0.0248(7) Uani 1 1 d . . . . .
O2 O 0.5478(3) 0.4063(2) 0.35798(11) 0.0223(7) Uani 1 1 d . . . . .
O1 O 0.7339(4) 0.2728(2) 0.36879(11) 0.0236(7) Uani 1 1 d . . . . .
C7 C 0.7114(5) -0.0272(4) 0.32330(16) 0.0202(10) Uani 1 1 d . . . . .
H7 H 0.7608 -0.0293 0.2921 0.024 Uiso 1 1 calc R U . . .
N1 N 0.4832(4) 0.2085(3) 0.29735(13) 0.0189(8) Uani 1 1 d . . . . .
N3 N 0.3939(4) -0.1163(3) 0.21431(13) 0.0187(8) Uani 1 1 d . . . . .
C22 C 0.7896(6) -0.1087(4) 0.45735(17) 0.0226(10) Uani 1 1 d . . . . .
N2 N 0.4832(4) 0.0199(3) 0.36858(14) 0.0235(9) Uani 1 1 d . . . . .
C2 C 0.4878(5) 0.0770(4) 0.28275(16) 0.0162(9) Uani 1 1 d . . . . .
C25 C 0.2060(6) -0.1954(4) 0.27629(18) 0.0266(11) Uani 1 1 d . . . . .
C32 C 0.4553(5) -0.0415(4) 0.12696(16) 0.0213(10) Uani 1 1 d . . . . .
C1 C 0.3565(5) 0.2583(4) 0.26632(16) 0.0206(10) Uani 1 1 d . . . . .
C39 C 0.3371(6) -0.0124(4) 0.08834(17) 0.0263(11) Uani 1 1 d . . . . .
C13 C 0.6193(6) 0.5511(4) 0.43859(17) 0.0279(11) Uani 1 1 d . . . . .
H13 H 0.5656 0.6138 0.4233 0.042 Uiso 1 1 calc R U . . .
H13A H 0.7126 0.5951 0.4668 0.042 Uiso 1 1 calc R U . . .
H13B H 0.5328 0.4918 0.4525 0.042 Uiso 1 1 calc R U . . .
C6 C 0.7841(5) -0.0702(4) 0.36601(17) 0.0225(10) Uani 1 1 d . . . . .
H6 H 0.8860 -0.1011 0.3650 0.027 Uiso 1 1 calc R U . . .
C41 C 0.3252(5) -0.2949(4) 0.12964(16) 0.0209(10) Uani 1 1 d . . . . .
C35 C 0.6789(6) 0.1162(4) 0.10051(17) 0.0290(11) Uani 1 1 d . . . . .
H35 H 0.7968 0.1592 0.1046 0.035 Uiso 1 1 calc R U . . .
C4 C 0.5566(5) -0.0247(4) 0.40933(17) 0.0232(10) Uani 1 1 d . . . . .
H4 H 0.5013 -0.0267 0.4394 0.028 Uiso 1 1 calc R U . . .
C48 C 0.1550(6) -0.3675(4) 0.12787(16) 0.0224(10) Uani 1 1 d . . . . .
C45 C 0.1966(6) -0.5346(4) 0.06266(18) 0.0294(11) Uani 1 1 d . . . . .
C27 C 0.1637(6) -0.2770(4) 0.31218(18) 0.0317(12) Uani 1 1 d . . . . .
H27 H 0.0707 -0.2699 0.3307 0.038 Uiso 1 1 calc R U . . .
C8 C 0.4246(5) 0.0170(4) 0.23438(16) 0.0192(10) Uani 1 1 d . . . . .
H8 H 0.3960 0.0698 0.2099 0.023 Uiso 1 1 calc R U . . .
C3 C 0.5627(5) 0.0201(4) 0.32667(16) 0.0188(9) Uani 1 1 d . . . . .
C16 C 0.1619(5) 0.2203(4) 0.33444(17) 0.0265(11) Uani 1 1 d . . . . .
H16 H 0.2022 0.1425 0.3388 0.040 Uiso 1 1 calc R U . . .
H16A H 0.0375 0.2038 0.3350 0.040 Uiso 1 1 calc R U . . .
H16B H 0.2218 0.2886 0.3629 0.040 Uiso 1 1 calc R U . . .
C5 C 0.7069(5) -0.0680(4) 0.41057(16) 0.0205(10) Uani 1 1 d . . . . .
C42 C 0.4281(6) -0.3488(4) 0.09718(17) 0.0257(11) Uani 1 1 d . . . . .
C30 C 0.5920(5) -0.3121(4) 0.23337(18) 0.0279(11) Uani 1 1 d . . . . .
H30 H 0.5531 -0.3753 0.2017 0.042 Uiso 1 1 calc R U . . .
H30A H 0.6743 -0.3410 0.2572 0.042 Uiso 1 1 calc R U . . .
H30B H 0.6479 -0.2302 0.2242 0.042 Uiso 1 1 calc R U . . .
C24 C 0.3466(5) -0.2041(4) 0.25062(16) 0.0194(10) Uani 1 1 d . . . . .
C43 C 0.6131(6) -0.2823(4) 0.09610(18) 0.0336(12) Uani 1 1 d . . . . .
H43 H 0.6701 -0.3415 0.0776 0.050 Uiso 1 1 calc R U . . .
H43A H 0.6738 -0.2544 0.1319 0.050 Uiso 1 1 calc R U . . .
H43B H 0.6152 -0.2081 0.0782 0.050 Uiso 1 1 calc R U . . .
C36 C 0.5628(6) 0.1435(4) 0.06250(18) 0.0303(11) Uani 1 1 d . . . . .
C21 C 0.5758(6) 0.3223(4) 0.20714(18) 0.0322(12) Uani 1 1 d . . . . .
H21 H 0.6577 0.3906 0.2314 0.048 Uiso 1 1 calc R U . . .
H21A H 0.5742 0.3426 0.1716 0.048 Uiso 1 1 calc R U . . .
H21B H 0.6109 0.2416 0.2088 0.048 Uiso 1 1 calc R U . . .
C26 C 0.0930(5) -0.1037(4) 0.26663(18) 0.0299(11) Uani 1 1 d . . . . .
H26 H -0.0281 -0.1477 0.2643 0.045 Uiso 1 1 calc R U . . .
H26A H 0.1111 -0.0716 0.2339 0.045 Uiso 1 1 calc R U . . .
H26B H 0.1225 -0.0321 0.2954 0.045 Uiso 1 1 calc R U . . .
C11 C 0.7779(5) 0.3703(4) 0.41509(17) 0.0246(10) Uani 1 1 d . . . . .
C49 C 0.0290(6) -0.3258(4) 0.16046(19) 0.0315(12) Uani 1 1 d . . . . .
H49 H -0.0890 -0.3669 0.1436 0.047 Uiso 1 1 calc R U . . .
H49A H 0.0450 -0.2329 0.1639 0.047 Uiso 1 1 calc R U . . .
H49B H 0.0489 -0.3504 0.1951 0.047 Uiso 1 1 calc R U . . .
C17 C 0.0775(6) 0.3048(4) 0.25226(19) 0.0306(12) Uani 1 1 d . . . . .
H17 H -0.0323 0.3033 0.2625 0.037 Uiso 1 1 calc R U . . .
C44 C 0.3656(6) -0.4659(4) 0.06586(17) 0.0320(12) Uani 1 1 d . . . . .
H44 H 0.4405 -0.5006 0.0459 0.038 Uiso 1 1 calc R U . . .
C10 C 0.6981(6) 0.3106(4) 0.45890(17) 0.0332(12) Uani 1 1 d . . . . .
H10 H 0.5725 0.2854 0.4492 0.050 Uiso 1 1 calc R U . . .
H10A H 0.7280 0.3729 0.4910 0.050 Uiso 1 1 calc R U . . .
H10B H 0.7426 0.2353 0.4647 0.050 Uiso 1 1 calc R U . . .
C33 C 0.6279(6) 0.0272(4) 0.13324(16) 0.0244(10) Uani 1 1 d . . . . .
C28 C 0.2563(6) -0.3686(5) 0.32116(19) 0.0379(13) Uani 1 1 d . . . . .
H28 H 0.2267 -0.4240 0.3457 0.046 Uiso 1 1 calc R U . . .
C12 C 0.6920(5) 0.4775(4) 0.39709(17) 0.0235(10) Uani 1 1 d . . . . .
C18 C 0.1134(6) 0.3512(4) 0.20723(19) 0.0342(12) Uani 1 1 d . . . . .
H18 H 0.0285 0.3804 0.1865 0.041 Uiso 1 1 calc R U . . .
C38 C 0.3929(6) 0.0794(4) 0.05741(17) 0.0305(11) Uani 1 1 d . . . . .
H38 H 0.3107 0.0984 0.0320 0.037 Uiso 1 1 calc R U . . .
C47 C 0.0929(6) -0.4829(4) 0.09422(17) 0.0257(11) Uani 1 1 d . . . . .
H47 H -0.0232 -0.5276 0.0928 0.031 Uiso 1 1 calc R U . . .
C15 C 0.1989(5) 0.2600(4) 0.28326(17) 0.0233(10) Uani 1 1 d . . . . .
C23 C 0.7814(6) -0.1267(4) 0.54646(17) 0.0320(12) Uani 1 1 d . . . . .
H23 H 0.7763 -0.2185 0.5420 0.048 Uiso 1 1 calc R U . . .
H23A H 0.7181 -0.1044 0.5746 0.048 Uiso 1 1 calc R U . . .
H23B H 0.9019 -0.0793 0.5553 0.048 Uiso 1 1 calc R U . . .
C34 C 0.7666(6) 0.0095(4) 0.17531(18) 0.0327(12) Uani 1 1 d . . . . .
H34 H 0.8596 -0.0167 0.1590 0.049 Uiso 1 1 calc R U . . .
H34A H 0.7162 -0.0564 0.1950 0.049 Uiso 1 1 calc R U . . .
H34B H 0.8131 0.0901 0.1990 0.049 Uiso 1 1 calc R U . . .
C20 C 0.3984(6) 0.3104(4) 0.22186(17) 0.0263(11) Uani 1 1 d . . . . .
C9 C 0.9701(6) 0.4096(4) 0.42859(19) 0.0367(12) Uani 1 1 d . . . . .
H9 H 1.0137 0.3400 0.4419 0.055 Uiso 1 1 calc R U . . .
H9A H 1.0024 0.4856 0.4554 0.055 Uiso 1 1 calc R U . . .
H9B H 1.0201 0.4290 0.3974 0.055 Uiso 1 1 calc R U . . .
C37 C 0.6200(7) 0.2413(5) 0.02781(19) 0.0439(14) Uani 1 1 d . . . . .
H37 H 0.7257 0.3020 0.0455 0.066 Uiso 1 1 calc R U . . .
H37A H 0.5291 0.2872 0.0204 0.066 Uiso 1 1 calc R U . . .
H37B H 0.6420 0.1981 -0.0049 0.066 Uiso 1 1 calc R U . . .
C19 C 0.2738(7) 0.3552(4) 0.19215(17) 0.0329(12) Uani 1 1 d . . . . .
H19 H 0.2990 0.3886 0.1614 0.040 Uiso 1 1 calc R U . . .
C14 C 0.8066(6) 0.5688(4) 0.36951(18) 0.0306(11) Uani 1 1 d . . . . .
H14 H 0.8515 0.5200 0.3425 0.046 Uiso 1 1 calc R U . . .
H14A H 0.9029 0.6220 0.3948 0.046 Uiso 1 1 calc R U . . .
H14B H 0.7394 0.6234 0.3534 0.046 Uiso 1 1 calc R U . . .
C40 C 0.1470(6) -0.0740(4) 0.08137(18) 0.0334(12) Uani 1 1 d . . . . .
H40 H 0.0853 -0.0403 0.0536 0.050 Uiso 1 1 calc R U . . .
H40A H 0.1028 -0.0550 0.1140 0.050 Uiso 1 1 calc R U . . .
H40B H 0.1295 -0.1665 0.0720 0.050 Uiso 1 1 calc R U . . .
B1 B 0.5867(6) 0.2918(4) 0.34059(19) 0.0186(11) Uani 1 1 d . . . . .
C31 C 0.4411(5) -0.2963(4) 0.25919(17) 0.0229(10) Uani 1 1 d . . . . .
C46 C 0.1265(7) -0.6603(4) 0.02633(19) 0.0428(14) Uani 1 1 d . . . . .
H46 H 0.0367 -0.6503 -0.0008 0.064 Uiso 1 1 calc R U . . .
H46A H 0.0775 -0.7261 0.0462 0.064 Uiso 1 1 calc R U . . .
H46B H 0.2201 -0.6856 0.0101 0.064 Uiso 1 1 calc R U . . .
B2 B 0.3923(6) -0.1523(5) 0.15989(19) 0.0211(11) Uani 1 1 d . . . . .
C29 C 0.3902(6) -0.3793(4) 0.29472(18) 0.0311(12) Uani 1 1 d . . . . .
H29 H 0.4504 -0.4441 0.3004 0.037 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C22 1.212(5) . ?
O4 C22 1.352(5) . ?
O4 C23 1.455(5) . ?
O2 B1 1.382(5) . ?
O2 C12 1.456(5) . ?
O1 B1 1.382(5) . ?
O1 C11 1.461(5) . ?
C7 C6 1.375(6) . ?
C7 C3 1.404(6) . ?
C7 H7 0.9500 . ?
N1 B1 1.409(6) . ?
N1 C2 1.442(5) . ?
N1 C1 1.458(5) . ?
N3 B2 1.428(6) . ?
N3 C8 1.435(5) . ?
N3 C24 1.454(5) . ?
C22 C5 1.480(6) . ?
N2 C3 1.336(5) . ?
N2 C4 1.346(5) . ?
C2 C8 1.335(5) . ?
C2 C3 1.492(5) . ?
C25 C27 1.392(6) . ?
C25 C24 1.398(6) . ?
C25 C26 1.506(6) . ?
C32 C33 1.408(6) . ?
C32 C39 1.410(6) . ?
C32 B2 1.597(6) . ?
C1 C15 1.395(6) . ?
C1 C20 1.402(6) . ?
C39 C38 1.397(6) . ?
C39 C40 1.511(6) . ?
C13 C12 1.516(6) . ?
C13 H13 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C6 C5 1.388(6) . ?
C6 H6 0.9500 . ?
C41 C42 1.416(6) . ?
C41 C48 1.418(6) . ?
C41 B2 1.598(6) . ?
C35 C36 1.380(6) . ?
C35 C33 1.400(6) . ?
C35 H35 0.9500 . ?
C4 C5 1.383(6) . ?
C4 H4 0.9500 . ?
C48 C47 1.397(6) . ?
C48 C49 1.507(6) . ?
C45 C44 1.391(6) . ?
C45 C47 1.394(6) . ?
C45 C46 1.518(6) . ?
C27 C28 1.388(6) . ?
C27 H27 0.9500 . ?
C8 H8 0.9500 . ?
C16 C15 1.502(6) . ?
C16 H16 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C42 C44 1.382(6) . ?
C42 C43 1.514(6) . ?
C30 C31 1.490(6) . ?
C30 H30 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C24 C31 1.401(6) . ?
C43 H43 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C36 C38 1.377(6) . ?
C36 C37 1.516(6) . ?
C21 C20 1.505(6) . ?
C21 H21 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C26 H26 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C11 C9 1.497(6) . ?
C11 C10 1.528(6) . ?
C11 C12 1.564(6) . ?
C49 H49 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C17 C18 1.376(6) . ?
C17 C15 1.396(6) . ?
C17 H17 0.9500 . ?
C44 H44 0.9500 . ?
C10 H10 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C33 C34 1.526(6) . ?
C28 C29 1.366(7) . ?
C28 H28 0.9500 . ?
C12 C14 1.519(6) . ?
C18 C19 1.387(7) . ?
C18 H18 0.9500 . ?
C38 H38 0.9500 . ?
C47 H47 0.9500 . ?
C23 H23 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C34 H34 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C20 C19 1.396(6) . ?
C9 H9 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C37 H37 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C19 H19 0.9500 . ?
C14 H14 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C40 H40 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C31 C29 1.410(6) . ?
C46 H46 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C29 H29 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 O4 C23 115.3(3) . . ?
B1 O2 C12 106.9(3) . . ?
B1 O1 C11 106.4(3) . . ?
C6 C7 C3 118.7(4) . . ?
C6 C7 H7 120.7 . . ?
C3 C7 H7 120.7 . . ?
B1 N1 C2 125.2(3) . . ?
B1 N1 C1 117.1(3) . . ?
C2 N1 C1 117.6(3) . . ?
B2 N3 C8 118.2(3) . . ?
B2 N3 C24 125.2(3) . . ?
C8 N3 C24 116.1(3) . . ?
O3 C22 O4 122.6(4) . . ?
O3 C22 C5 125.5(4) . . ?
O4 C22 C5 111.8(4) . . ?
C3 N2 C4 116.4(4) . . ?
C8 C2 N1 120.5(4) . . ?
C8 C2 C3 126.3(4) . . ?
N1 C2 C3 113.2(3) . . ?
C27 C25 C24 119.2(4) . . ?
C27 C25 C26 117.1(4) . . ?
C24 C25 C26 123.6(4) . . ?
C33 C32 C39 117.3(4) . . ?
C33 C32 B2 122.8(4) . . ?
C39 C32 B2 119.9(4) . . ?
C15 C1 C20 121.2(4) . . ?
C15 C1 N1 119.1(4) . . ?
C20 C1 N1 119.7(4) . . ?
C38 C39 C32 120.3(4) . . ?
C38 C39 C40 118.4(4) . . ?
C32 C39 C40 121.2(4) . . ?
C12 C13 H13 109.5 . . ?
C12 C13 H13A 109.5 . . ?
H13 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C7 C6 C5 119.2(4) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C42 C41 C48 116.2(4) . . ?
C42 C41 B2 120.3(4) . . ?
C48 C41 B2 123.0(4) . . ?
C36 C35 C33 121.9(4) . . ?
C36 C35 H35 119.0 . . ?
C33 C35 H35 119.0 . . ?
N2 C4 C5 124.6(4) . . ?
N2 C4 H4 117.7 . . ?
C5 C4 H4 117.7 . . ?
C47 C48 C41 121.0(4) . . ?
C47 C48 C49 115.7(4) . . ?
C41 C48 C49 123.3(4) . . ?
C44 C45 C47 117.2(4) . . ?
C44 C45 C46 121.8(4) . . ?
C47 C45 C46 121.0(4) . . ?
C28 C27 C25 120.5(4) . . ?
C28 C27 H27 119.8 . . ?
C25 C27 H27 119.8 . . ?
C2 C8 N3 128.9(4) . . ?
C2 C8 H8 115.5 . . ?
N3 C8 H8 115.5 . . ?
N2 C3 C7 123.2(4) . . ?
N2 C3 C2 116.4(4) . . ?
C7 C3 C2 120.3(4) . . ?
C15 C16 H16 109.5 . . ?
C15 C16 H16A 109.5 . . ?
H16 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C4 C5 C6 117.8(4) . . ?
C4 C5 C22 123.0(4) . . ?
C6 C5 C22 119.2(4) . . ?
C44 C42 C41 121.6(4) . . ?
C44 C42 C43 116.9(4) . . ?
C41 C42 C43 121.6(4) . . ?
C31 C30 H30 109.5 . . ?
C31 C30 H30A 109.5 . . ?
H30 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
H30 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C25 C24 C31 120.9(4) . . ?
C25 C24 N3 119.2(4) . . ?
C31 C24 N3 119.9(4) . . ?
C42 C43 H43 109.5 . . ?
C42 C43 H43A 109.5 . . ?
H43 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C38 C36 C35 117.7(4) . . ?
C38 C36 C37 121.1(4) . . ?
C35 C36 C37 121.2(4) . . ?
C20 C21 H21 109.5 . . ?
C20 C21 H21A 109.5 . . ?
H21 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C25 C26 H26 109.5 . . ?
C25 C26 H26A 109.5 . . ?
H26 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O1 C11 C9 108.4(4) . . ?
O1 C11 C10 107.3(3) . . ?
C9 C11 C10 110.9(4) . . ?
O1 C11 C12 102.6(3) . . ?
C9 C11 C12 114.2(4) . . ?
C10 C11 C12 112.9(4) . . ?
C48 C49 H49 109.5 . . ?
C48 C49 H49A 109.5 . . ?
H49 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C18 C17 C15 121.4(5) . . ?
C18 C17 H17 119.3 . . ?
C15 C17 H17 119.3 . . ?
C42 C44 C45 122.1(5) . . ?
C42 C44 H44 118.9 . . ?
C45 C44 H44 118.9 . . ?
C11 C10 H10 109.5 . . ?
C11 C10 H10A 109.5 . . ?
H10 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C35 C33 C32 120.4(4) . . ?
C35 C33 C34 117.1(4) . . ?
C32 C33 C34 122.5(4) . . ?
C29 C28 C27 120.0(4) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
O2 C12 C13 107.6(3) . . ?
O2 C12 C14 106.6(3) . . ?
C13 C12 C14 110.4(3) . . ?
O2 C12 C11 102.7(3) . . ?
C13 C12 C11 115.8(4) . . ?
C14 C12 C11 113.0(4) . . ?
C17 C18 C19 119.9(4) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C36 C38 C39 122.2(4) . . ?
C36 C38 H38 118.9 . . ?
C39 C38 H38 118.9 . . ?
C45 C47 C48 121.9(4) . . ?
C45 C47 H47 119.1 . . ?
C48 C47 H47 119.1 . . ?
C1 C15 C17 118.2(4) . . ?
C1 C15 C16 121.5(4) . . ?
C17 C15 C16 120.2(4) . . ?
O4 C23 H23 109.5 . . ?
O4 C23 H23A 109.5 . . ?
H23 C23 H23A 109.5 . . ?
O4 C23 H23B 109.5 . . ?
H23 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C33 C34 H34 109.5 . . ?
C33 C34 H34A 109.5 . . ?
H34 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C19 C20 C1 118.6(4) . . ?
C19 C20 C21 120.2(4) . . ?
C1 C20 C21 121.1(4) . . ?
C11 C9 H9 109.5 . . ?
C11 C9 H9A 109.5 . . ?
H9 C9 H9A 109.5 . . ?
C11 C9 H9B 109.5 . . ?
H9 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C36 C37 H37 109.5 . . ?
C36 C37 H37A 109.5 . . ?
H37 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C18 C19 C20 120.5(4) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C12 C14 H14 109.5 . . ?
C12 C14 H14A 109.5 . . ?
H14 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C39 C40 H40 109.5 . . ?
C39 C40 H40A 109.5 . . ?
H40 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
O1 B1 O2 113.2(4) . . ?
O1 B1 N1 126.1(4) . . ?
O2 B1 N1 120.6(4) . . ?
C24 C31 C29 117.8(4) . . ?
C24 C31 C30 124.3(4) . . ?
C29 C31 C30 117.9(4) . . ?
C45 C46 H46 109.5 . . ?
C45 C46 H46A 109.5 . . ?
H46 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
N3 B2 C32 117.5(4) . . ?
N3 B2 C41 124.3(4) . . ?
C32 B2 C41 118.2(4) . . ?
C28 C29 C31 121.5(4) . . ?
C28 C29 H29 119.3 . . ?
C31 C29 H29 119.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C23 O4 C22 O3 1.4(6) . . . . ?
C23 O4 C22 C5 -177.5(3) . . . . ?
B1 N1 C2 C8 -160.5(4) . . . . ?
C1 N1 C2 C8 22.3(6) . . . . ?
B1 N1 C2 C3 21.3(6) . . . . ?
C1 N1 C2 C3 -156.0(3) . . . . ?
B1 N1 C1 C15 -81.8(5) . . . . ?
C2 N1 C1 C15 95.7(4) . . . . ?
B1 N1 C1 C20 94.5(5) . . . . ?
C2 N1 C1 C20 -88.0(5) . . . . ?
C33 C32 C39 C38 1.2(6) . . . . ?
B2 C32 C39 C38 -176.5(4) . . . . ?
C33 C32 C39 C40 -175.5(4) . . . . ?
B2 C32 C39 C40 6.9(6) . . . . ?
C3 C7 C6 C5 1.2(6) . . . . ?
C3 N2 C4 C5 0.7(6) . . . . ?
C42 C41 C48 C47 -2.4(6) . . . . ?
B2 C41 C48 C47 169.3(4) . . . . ?
C42 C41 C48 C49 178.9(4) . . . . ?
B2 C41 C48 C49 -9.4(6) . . . . ?
C24 C25 C27 C28 -2.1(7) . . . . ?
C26 C25 C27 C28 176.7(4) . . . . ?
N1 C2 C8 N3 -169.9(4) . . . . ?
C3 C2 C8 N3 8.2(7) . . . . ?
B2 N3 C8 C2 -155.3(4) . . . . ?
C24 N3 C8 C2 31.7(6) . . . . ?
C4 N2 C3 C7 2.2(6) . . . . ?
C4 N2 C3 C2 -176.3(3) . . . . ?
C6 C7 C3 N2 -3.2(6) . . . . ?
C6 C7 C3 C2 175.2(4) . . . . ?
C8 C2 C3 N2 -119.0(5) . . . . ?
N1 C2 C3 N2 59.1(5) . . . . ?
C8 C2 C3 C7 62.4(6) . . . . ?
N1 C2 C3 C7 -119.5(4) . . . . ?
N2 C4 C5 C6 -2.6(6) . . . . ?
N2 C4 C5 C22 176.0(4) . . . . ?
C7 C6 C5 C4 1.4(6) . . . . ?
C7 C6 C5 C22 -177.2(4) . . . . ?
O3 C22 C5 C4 179.1(4) . . . . ?
O4 C22 C5 C4 -2.1(6) . . . . ?
O3 C22 C5 C6 -2.4(6) . . . . ?
O4 C22 C5 C6 176.4(3) . . . . ?
C48 C41 C42 C44 -0.4(6) . . . . ?
B2 C41 C42 C44 -172.3(4) . . . . ?
C48 C41 C42 C43 -178.9(4) . . . . ?
B2 C41 C42 C43 9.2(6) . . . . ?
C27 C25 C24 C31 2.3(6) . . . . ?
C26 C25 C24 C31 -176.4(4) . . . . ?
C27 C25 C24 N3 -178.2(4) . . . . ?
C26 C25 C24 N3 3.2(6) . . . . ?
B2 N3 C24 C25 -117.7(5) . . . . ?
C8 N3 C24 C25 54.7(5) . . . . ?
B2 N3 C24 C31 61.9(5) . . . . ?
C8 N3 C24 C31 -125.7(4) . . . . ?
C33 C35 C36 C38 -0.2(7) . . . . ?
C33 C35 C36 C37 179.3(4) . . . . ?
B1 O1 C11 C9 -145.6(4) . . . . ?
B1 O1 C11 C10 94.6(4) . . . . ?
B1 O1 C11 C12 -24.5(4) . . . . ?
C41 C42 C44 C45 2.9(7) . . . . ?
C43 C42 C44 C45 -178.5(4) . . . . ?
C47 C45 C44 C42 -2.6(7) . . . . ?
C46 C45 C44 C42 177.2(4) . . . . ?
C36 C35 C33 C32 2.3(7) . . . . ?
C36 C35 C33 C34 -177.4(4) . . . . ?
C39 C32 C33 C35 -2.7(6) . . . . ?
B2 C32 C33 C35 174.8(4) . . . . ?
C39 C32 C33 C34 177.0(4) . . . . ?
B2 C32 C33 C34 -5.4(7) . . . . ?
C25 C27 C28 C29 0.0(7) . . . . ?
B1 O2 C12 C13 -144.5(3) . . . . ?
B1 O2 C12 C14 97.2(4) . . . . ?
B1 O2 C12 C11 -21.9(4) . . . . ?
O1 C11 C12 O2 28.2(4) . . . . ?
C9 C11 C12 O2 145.2(4) . . . . ?
C10 C11 C12 O2 -86.9(4) . . . . ?
O1 C11 C12 C13 145.1(3) . . . . ?
C9 C11 C12 C13 -97.9(5) . . . . ?
C10 C11 C12 C13 30.0(5) . . . . ?
O1 C11 C12 C14 -86.3(4) . . . . ?
C9 C11 C12 C14 30.8(5) . . . . ?
C10 C11 C12 C14 158.6(4) . . . . ?
C15 C17 C18 C19 -0.7(7) . . . . ?
C35 C36 C38 C39 -1.4(7) . . . . ?
C37 C36 C38 C39 179.1(4) . . . . ?
C32 C39 C38 C36 0.9(7) . . . . ?
C40 C39 C38 C36 177.6(4) . . . . ?
C44 C45 C47 C48 -0.2(6) . . . . ?
C46 C45 C47 C48 -180.0(4) . . . . ?
C41 C48 C47 C45 2.7(6) . . . . ?
C49 C48 C47 C45 -178.5(4) . . . . ?
C20 C1 C15 C17 5.5(6) . . . . ?
N1 C1 C15 C17 -178.3(3) . . . . ?
C20 C1 C15 C16 -171.9(4) . . . . ?
N1 C1 C15 C16 4.3(6) . . . . ?
C18 C17 C15 C1 -2.6(6) . . . . ?
C18 C17 C15 C16 174.8(4) . . . . ?
C15 C1 C20 C19 -5.1(6) . . . . ?
N1 C1 C20 C19 178.7(4) . . . . ?
C15 C1 C20 C21 172.8(4) . . . . ?
N1 C1 C20 C21 -3.4(6) . . . . ?
C17 C18 C19 C20 1.1(7) . . . . ?
C1 C20 C19 C18 1.7(6) . . . . ?
C21 C20 C19 C18 -176.2(4) . . . . ?
C11 O1 B1 O2 12.0(5) . . . . ?
C11 O1 B1 N1 -169.5(4) . . . . ?
C12 O2 B1 O1 7.3(5) . . . . ?
C12 O2 B1 N1 -171.2(4) . . . . ?
C2 N1 B1 O1 15.9(7) . . . . ?
C1 N1 B1 O1 -166.9(4) . . . . ?
C2 N1 B1 O2 -165.8(4) . . . . ?
C1 N1 B1 O2 11.5(6) . . . . ?
C25 C24 C31 C29 -0.4(6) . . . . ?
N3 C24 C31 C29 -179.9(3) . . . . ?
C25 C24 C31 C30 179.8(4) . . . . ?
N3 C24 C31 C30 0.3(6) . . . . ?
C8 N3 B2 C32 9.9(6) . . . . ?
C24 N3 B2 C32 -177.9(3) . . . . ?
C8 N3 B2 C41 -167.7(4) . . . . ?
C24 N3 B2 C41 4.5(7) . . . . ?
C33 C32 B2 N3 68.7(6) . . . . ?
C39 C32 B2 N3 -113.8(5) . . . . ?
C33 C32 B2 C41 -113.6(5) . . . . ?
C39 C32 B2 C41 64.0(5) . . . . ?
C42 C41 B2 N3 -129.7(5) . . . . ?
C48 C41 B2 N3 58.9(6) . . . . ?
C42 C41 B2 C32 52.7(6) . . . . ?
C48 C41 B2 C32 -118.7(4) . . . . ?
C27 C28 C29 C31 1.9(7) . . . . ?
C24 C31 C29 C28 -1.7(6) . . . . ?
C30 C31 C29 C28 178.1(4) . . . . ?

_refine_diff_density_max         0.304
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.067

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6
_database_code_depnum_ccdc_archive 'CCDC 1583734'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C47 H57 B2 N3 O2, C6 H6'
_chemical_formula_sum            'C53 H63 B2 N3 O2'
_chemical_formula_weight         795.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.821(3)
_cell_length_b                   12.930(3)
_cell_length_c                   16.755(4)
_cell_angle_alpha                101.050(3)
_cell_angle_beta                 95.8819(19)
_cell_angle_gamma                111.862(3)
_cell_volume                     2289.7(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    93.1500
_cell_measurement_reflns_used    4469
_cell_measurement_theta_min      2.4658
_cell_measurement_theta_max      31.2108

_exptl_crystal_description       Prism
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_F_000             856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.990
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8773
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            16981
_diffrn_reflns_av_unetI/netI     0.1232
_diffrn_reflns_av_R_equivalents  0.0645
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.052
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             8800
_reflns_number_gt                4795
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0629P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8800
_refine_ls_number_parameters     555
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1247
_refine_ls_R_factor_gt           0.0652
_refine_ls_wR_factor_ref         0.1605
_refine_ls_wR_factor_gt          0.1318
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_restrained_S_all      0.989
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.80760(19) 0.02446(18) 0.94609(14) 0.0195(5) Uani 1 1 d . . . . .
C1 C 0.8382(2) -0.0333(2) 0.88055(16) 0.0177(6) Uani 1 1 d . . . . .
C2 C 0.8708(2) -0.1240(2) 0.88897(17) 0.0215(6) Uani 1 1 d . . . . .
H2 H 0.8924 -0.1647 0.8438 0.026 Uiso 1 1 calc R U . . .
C3 C 0.8715(2) -0.1545(2) 0.96363(17) 0.0252(7) Uani 1 1 d . . . . .
H3 H 0.8950 -0.2156 0.9702 0.030 Uiso 1 1 calc R U . . .
C4 C 0.8378(3) -0.0956(2) 1.02915(18) 0.0264(7) Uani 1 1 d . . . . .
H4 H 0.8362 -0.1168 1.0804 0.032 Uiso 1 1 calc R U . . .
C5 C 0.8070(2) -0.0061(2) 1.01802(17) 0.0253(7) Uani 1 1 d . . . . .
H5 H 0.7848 0.0351 1.0625 0.030 Uiso 1 1 calc R U . . .
B1 B 0.7873(3) -0.1968(3) 0.62234(19) 0.0171(7) Uani 1 1 d . . . . .
B2 B 0.7742(3) 0.1296(3) 0.92463(19) 0.0189(7) Uani 1 1 d . . . . .
N2 N 0.80366(19) 0.11240(18) 0.83729(13) 0.0184(5) Uani 1 1 d . . . . .
C6 C 0.8303(2) 0.0172(2) 0.80977(16) 0.0175(6) Uani 1 1 d . . . . .
C7 C 0.8390(2) -0.0194(2) 0.73027(16) 0.0187(6) Uani 1 1 d . . . . .
H7 H 0.8195 0.0215 0.6934 0.022 Uiso 1 1 calc R U . . .
N3 N 0.87346(18) -0.11129(18) 0.69256(13) 0.0178(5) Uani 1 1 d . . . . .
C8 C 0.8168(2) 0.1947(2) 0.78923(16) 0.0185(6) Uani 1 1 d . . . . .
C9 C 0.9336(2) 0.2859(2) 0.79975(17) 0.0208(6) Uani 1 1 d . . . . .
C10 C 0.9458(3) 0.3668(2) 0.75321(17) 0.0232(7) Uani 1 1 d . . . . .
H10 H 1.0243 0.4280 0.7590 0.028 Uiso 1 1 calc R U . . .
C11 C 0.8455(2) 0.3594(2) 0.69885(17) 0.0252(7) Uani 1 1 d . . . . .
H11 H 0.8552 0.4151 0.6676 0.030 Uiso 1 1 calc R U . . .
C12 C 0.7304(2) 0.2704(2) 0.69001(17) 0.0222(6) Uani 1 1 d . . . . .
H12 H 0.6616 0.2665 0.6530 0.027 Uiso 1 1 calc R U . . .
C13 C 0.7140(2) 0.1870(2) 0.73424(16) 0.0191(6) Uani 1 1 d . . . . .
C14 C 1.0437(2) 0.2986(2) 0.86213(17) 0.0250(7) Uani 1 1 d . . . . .
H14 H 1.1210 0.3429 0.8458 0.038 Uiso 1 1 calc R U . . .
H14A H 1.0406 0.2223 0.8637 0.038 Uiso 1 1 calc R U . . .
H14B H 1.0404 0.3389 0.9171 0.038 Uiso 1 1 calc R U . . .
C15 C 0.5887(2) 0.0901(2) 0.72451(18) 0.0263(7) Uani 1 1 d . . . . .
H15 H 0.5244 0.1084 0.6963 0.039 Uiso 1 1 calc R U . . .
H15A H 0.5718 0.0804 0.7793 0.039 Uiso 1 1 calc R U . . .
H15B H 0.5887 0.0187 0.6916 0.039 Uiso 1 1 calc R U . . .
C16 C 1.0012(2) -0.0945(2) 0.71776(16) 0.0178(6) Uani 1 1 d . . . . .
C17 C 1.0302(2) -0.1848(2) 0.73580(16) 0.0192(6) Uani 1 1 d . . . . .
C18 C 1.1549(2) -0.1661(2) 0.75672(16) 0.0229(6) Uani 1 1 d . . . . .
H18 H 1.1752 -0.2272 0.7676 0.028 Uiso 1 1 calc R U . . .
C19 C 1.2495(3) -0.0609(3) 0.76201(17) 0.0264(7) Uani 1 1 d . . . . .
H19 H 1.3337 -0.0493 0.7779 0.032 Uiso 1 1 calc R U . . .
C20 C 1.2208(2) 0.0276(2) 0.74395(16) 0.0238(7) Uani 1 1 d . . . . .
H20 H 1.2858 0.1001 0.7481 0.029 Uiso 1 1 calc R U . . .
C21 C 1.0985(2) 0.0121(2) 0.71994(16) 0.0204(6) Uani 1 1 d . . . . .
C22 C 0.9347(2) -0.3029(2) 0.73460(17) 0.0245(7) Uani 1 1 d . . . . .
H22 H 0.8538 -0.2991 0.7371 0.037 Uiso 1 1 calc R U . . .
H22A H 0.9604 -0.3278 0.7825 0.037 Uiso 1 1 calc R U . . .
H22B H 0.9282 -0.3580 0.6834 0.037 Uiso 1 1 calc R U . . .
C23 C 1.0762(3) 0.1068(2) 0.69012(18) 0.0247(7) Uani 1 1 d . . . . .
H23 H 1.0438 0.1466 0.7317 0.037 Uiso 1 1 calc R U . . .
H23A H 1.0157 0.0738 0.6379 0.037 Uiso 1 1 calc R U . . .
H23B H 1.1545 0.1616 0.6813 0.037 Uiso 1 1 calc R U . . .
C24 C 0.8176(2) -0.2913(2) 0.56290(16) 0.0172(6) Uani 1 1 d . . . . .
C25 C 0.7374(2) -0.4101(2) 0.54763(17) 0.0205(6) Uani 1 1 d . . . . .
C26 C 0.7595(2) -0.4929(2) 0.49325(17) 0.0210(6) Uani 1 1 d . . . . .
H26 H 0.7062 -0.5715 0.4853 0.025 Uiso 1 1 calc R U . . .
C27 C 0.8569(2) -0.4653(2) 0.44985(17) 0.0227(6) Uani 1 1 d . . . . .
C28 C 0.9335(2) -0.3500(2) 0.46354(16) 0.0186(6) Uani 1 1 d . . . . .
H28 H 0.9998 -0.3287 0.4342 0.022 Uiso 1 1 calc R U . . .
C29 C 0.9165(2) -0.2643(2) 0.51899(16) 0.0177(6) Uani 1 1 d . . . . .
C30 C 0.6289(2) -0.4520(2) 0.59051(18) 0.0264(7) Uani 1 1 d . . . . .
H30 H 0.5854 -0.5358 0.5705 0.040 Uiso 1 1 calc R U . . .
H30A H 0.5717 -0.4158 0.5784 0.040 Uiso 1 1 calc R U . . .
H30B H 0.6591 -0.4316 0.6504 0.040 Uiso 1 1 calc R U . . .
C31 C 0.8781(3) -0.5569(2) 0.39001(18) 0.0278(7) Uani 1 1 d . . . . .
H31 H 0.9046 -0.6038 0.4208 0.042 Uiso 1 1 calc R U . . .
H31A H 0.9426 -0.5202 0.3600 0.042 Uiso 1 1 calc R U . . .
H31B H 0.8007 -0.6060 0.3505 0.042 Uiso 1 1 calc R U . . .
C32 C 1.0084(2) -0.1424(2) 0.52794(17) 0.0214(6) Uani 1 1 d . . . . .
H32 H 1.0792 -0.1231 0.5723 0.032 Uiso 1 1 calc R U . . .
H32A H 0.9680 -0.0892 0.5416 0.032 Uiso 1 1 calc R U . . .
H32B H 1.0377 -0.1358 0.4757 0.032 Uiso 1 1 calc R U . . .
C33 C 0.6562(2) -0.1893(2) 0.60178(16) 0.0186(6) Uani 1 1 d . . . . .
C34 C 0.5661(2) -0.2144(2) 0.65227(17) 0.0198(6) Uani 1 1 d . . . . .
C35 C 0.4524(2) -0.2070(2) 0.62962(17) 0.0217(6) Uani 1 1 d . . . . .
H35 H 0.3924 -0.2255 0.6640 0.026 Uiso 1 1 calc R U . . .
C36 C 0.4247(2) -0.1737(2) 0.55942(17) 0.0208(6) Uani 1 1 d . . . . .
C37 C 0.5149(2) -0.1455(2) 0.51055(17) 0.0218(6) Uani 1 1 d . . . . .
H37 H 0.4989 -0.1200 0.4628 0.026 Uiso 1 1 calc R U . . .
C38 C 0.6285(2) -0.1540(2) 0.53024(16) 0.0185(6) Uani 1 1 d . . . . .
C39 C 0.5856(2) -0.2491(2) 0.73169(17) 0.0261(7) Uani 1 1 d . . . . .
H39 H 0.6690 -0.2484 0.7420 0.039 Uiso 1 1 calc R U . . .
H39A H 0.5236 -0.3267 0.7270 0.039 Uiso 1 1 calc R U . . .
H39B H 0.5768 -0.1948 0.7777 0.039 Uiso 1 1 calc R U . . .
C40 C 0.3028(2) -0.1647(3) 0.53685(19) 0.0310(8) Uani 1 1 d . . . . .
H40 H 0.2389 -0.2412 0.5091 0.047 Uiso 1 1 calc R U . . .
H40A H 0.3114 -0.1135 0.4995 0.047 Uiso 1 1 calc R U . . .
H40B H 0.2786 -0.1335 0.5872 0.047 Uiso 1 1 calc R U . . .
C41 C 0.7221(2) -0.1187(2) 0.47502(17) 0.0225(6) Uani 1 1 d . . . . .
H41 H 0.6845 -0.1015 0.4271 0.034 Uiso 1 1 calc R U . . .
H41A H 0.7478 -0.1816 0.4559 0.034 Uiso 1 1 calc R U . . .
H41B H 0.7948 -0.0502 0.5062 0.034 Uiso 1 1 calc R U . . .
O1 O 0.85111(16) 0.23605(15) 0.98390(11) 0.0216(5) Uani 1 1 d . . . . .
O2 O 0.64724(16) 0.11087(15) 0.92878(11) 0.0216(5) Uani 1 1 d . . . . .
C42 C 0.7767(2) 0.2997(2) 1.00546(17) 0.0229(6) Uani 1 1 d . . . . .
C43 C 0.6414(2) 0.2016(2) 0.99110(17) 0.0238(7) Uani 1 1 d . . . . .
C44 C 0.7876(3) 0.3833(2) 0.95060(19) 0.0286(7) Uani 1 1 d . . . . .
H44 H 0.8753 0.4324 0.9550 0.043 Uiso 1 1 calc R U . . .
H44A H 0.7429 0.4312 0.9687 0.043 Uiso 1 1 calc R U . . .
H44B H 0.7516 0.3398 0.8929 0.043 Uiso 1 1 calc R U . . .
C45 C 0.8302(3) 0.3689(2) 1.09503(17) 0.0282(7) Uani 1 1 d . . . . .
H45 H 0.8340 0.3171 1.1300 0.042 Uiso 1 1 calc R U . . .
H45A H 0.7771 0.4076 1.1141 0.042 Uiso 1 1 calc R U . . .
H45B H 0.9140 0.4266 1.0986 0.042 Uiso 1 1 calc R U . . .
C46 C 0.6102(3) 0.1592(2) 1.06823(17) 0.0280(7) Uani 1 1 d . . . . .
H46 H 0.5324 0.0902 1.0532 0.042 Uiso 1 1 calc R U . . .
H46A H 0.6010 0.2194 1.1090 0.042 Uiso 1 1 calc R U . . .
H46B H 0.6773 0.1406 1.0921 0.042 Uiso 1 1 calc R U . . .
C47 C 0.5377(3) 0.2319(3) 0.9548(2) 0.0338(8) Uani 1 1 d . . . . .
H47 H 0.5522 0.2500 0.9016 0.051 Uiso 1 1 calc R U . . .
H47A H 0.5364 0.2988 0.9931 0.051 Uiso 1 1 calc R U . . .
H47B H 0.4578 0.1664 0.9464 0.051 Uiso 1 1 calc R U . . .
C48 C 0.3582(3) 0.3981(3) 0.6916(2) 0.0334(8) Uani 1 1 d . . . . .
H48 H 0.3085 0.3769 0.6381 0.040 Uiso 1 1 calc R U . . .
C49 C 0.3327(3) 0.4617(3) 0.7573(2) 0.0387(8) Uani 1 1 d . . . . .
H49 H 0.2654 0.4842 0.7493 0.046 Uiso 1 1 calc R U . . .
C50 C 0.5286(3) 0.3966(3) 0.7794(2) 0.0500(10) Uani 1 1 d . . . . .
H50 H 0.5964 0.3745 0.7871 0.060 Uiso 1 1 calc R U . . .
C51 C 0.4556(3) 0.3646(3) 0.7027(2) 0.0350(8) Uani 1 1 d . . . . .
H51 H 0.4718 0.3194 0.6571 0.042 Uiso 1 1 calc R U . . .
C52 C 0.4049(3) 0.4927(3) 0.8347(2) 0.0529(10) Uani 1 1 d . . . . .
H52 H 0.3869 0.5357 0.8805 0.063 Uiso 1 1 calc R U . . .
C53 C 0.5038(4) 0.4610(4) 0.8456(2) 0.0620(12) Uani 1 1 d . . . . .
H53 H 0.5548 0.4836 0.8988 0.074 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C5 1.338(3) . ?
N1 C1 1.365(3) . ?
N1 B2 1.640(4) . ?
C1 C2 1.390(4) . ?
C1 C6 1.471(4) . ?
C2 C3 1.382(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.393(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
B1 N3 1.436(3) . ?
B1 C24 1.595(4) . ?
B1 C33 1.596(4) . ?
B2 O1 1.438(3) . ?
B2 O2 1.439(4) . ?
B2 N2 1.533(4) . ?
N2 C6 1.388(3) . ?
N2 C8 1.426(3) . ?
C6 C7 1.353(4) . ?
C7 N3 1.450(3) . ?
C7 H7 0.9500 . ?
N3 C16 1.448(3) . ?
C8 C13 1.408(4) . ?
C8 C9 1.410(4) . ?
C9 C10 1.395(4) . ?
C9 C14 1.519(4) . ?
C10 C11 1.380(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.390(4) . ?
C12 H12 0.9500 . ?
C13 C15 1.509(4) . ?
C14 H14 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 H15 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C16 C17 1.407(4) . ?
C16 C21 1.420(4) . ?
C17 C18 1.397(4) . ?
C17 C22 1.519(4) . ?
C18 C19 1.382(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.384(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.388(4) . ?
C20 H20 0.9500 . ?
C21 C23 1.505(4) . ?
C22 H22 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C23 H23 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C24 C29 1.415(4) . ?
C24 C25 1.427(4) . ?
C25 C26 1.389(4) . ?
C25 C30 1.508(4) . ?
C26 C27 1.396(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.383(4) . ?
C27 C31 1.512(4) . ?
C28 C29 1.394(3) . ?
C28 H28 0.9500 . ?
C29 C32 1.512(3) . ?
C30 H30 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C31 H31 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C32 H32 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 C34 1.410(4) . ?
C33 C38 1.411(4) . ?
C34 C35 1.401(4) . ?
C34 C39 1.506(4) . ?
C35 C36 1.377(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.395(4) . ?
C36 C40 1.504(4) . ?
C37 C38 1.399(4) . ?
C37 H37 0.9500 . ?
C38 C41 1.511(4) . ?
C39 H39 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C40 H40 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C41 H41 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
O1 C42 1.440(3) . ?
O2 C43 1.441(3) . ?
C42 C45 1.524(4) . ?
C42 C44 1.526(4) . ?
C42 C43 1.587(4) . ?
C43 C47 1.524(4) . ?
C43 C46 1.525(4) . ?
C44 H44 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C45 H45 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C46 H46 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C47 H47 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C48 C49 1.373(4) . ?
C48 C51 1.380(4) . ?
C48 H48 0.9500 . ?
C49 C52 1.375(5) . ?
C49 H49 0.9500 . ?
C50 C51 1.369(4) . ?
C50 C53 1.380(5) . ?
C50 H50 0.9500 . ?
C51 H51 0.9500 . ?
C52 C53 1.382(5) . ?
C52 H52 0.9500 . ?
C53 H53 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 C1 120.8(2) . . ?
C5 N1 B2 126.8(2) . . ?
C1 N1 B2 112.4(2) . . ?
N1 C1 C2 119.6(3) . . ?
N1 C1 C6 109.4(2) . . ?
C2 C1 C6 131.0(3) . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.9(3) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 118.5(3) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N1 C5 C4 121.7(3) . . ?
N1 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
N3 B1 C24 124.4(2) . . ?
N3 B1 C33 115.9(2) . . ?
C24 B1 C33 119.6(2) . . ?
O1 B2 O2 107.0(2) . . ?
O1 B2 N2 117.4(2) . . ?
O2 B2 N2 115.7(2) . . ?
O1 B2 N1 110.0(2) . . ?
O2 B2 N1 111.8(2) . . ?
N2 B2 N1 94.5(2) . . ?
C6 N2 C8 120.5(2) . . ?
C6 N2 B2 116.3(2) . . ?
C8 N2 B2 122.9(2) . . ?
C7 C6 N2 123.0(3) . . ?
C7 C6 C1 129.9(2) . . ?
N2 C6 C1 106.9(2) . . ?
C6 C7 N3 130.2(3) . . ?
C6 C7 H7 114.9 . . ?
N3 C7 H7 114.9 . . ?
B1 N3 C16 125.4(2) . . ?
B1 N3 C7 116.9(2) . . ?
C16 N3 C7 116.25(19) . . ?
C13 C8 C9 120.5(3) . . ?
C13 C8 N2 120.6(2) . . ?
C9 C8 N2 118.9(2) . . ?
C10 C9 C8 118.7(2) . . ?
C10 C9 C14 120.3(2) . . ?
C8 C9 C14 121.0(2) . . ?
C11 C10 C9 121.1(3) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C12 119.8(3) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 C13 121.2(2) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C12 C13 C8 118.6(2) . . ?
C12 C13 C15 121.2(2) . . ?
C8 C13 C15 120.2(3) . . ?
C9 C14 H14 109.5 . . ?
C9 C14 H14A 109.5 . . ?
H14 C14 H14A 109.5 . . ?
C9 C14 H14B 109.5 . . ?
H14 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C15 H15 109.5 . . ?
C13 C15 H15A 109.5 . . ?
H15 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C17 C16 C21 119.7(2) . . ?
C17 C16 N3 120.7(2) . . ?
C21 C16 N3 119.5(2) . . ?
C18 C17 C16 118.7(2) . . ?
C18 C17 C22 116.7(2) . . ?
C16 C17 C22 124.6(2) . . ?
C19 C18 C17 121.6(3) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 119.5(3) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C19 C20 C21 121.1(3) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 H20 119.5 . . ?
C20 C21 C16 119.3(3) . . ?
C20 C21 C23 117.5(2) . . ?
C16 C21 C23 122.9(2) . . ?
C17 C22 H22 109.5 . . ?
C17 C22 H22A 109.5 . . ?
H22 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C23 H23 109.5 . . ?
C21 C23 H23A 109.5 . . ?
H23 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C29 C24 C25 116.6(2) . . ?
C29 C24 B1 123.6(2) . . ?
C25 C24 B1 119.6(2) . . ?
C26 C25 C24 120.3(2) . . ?
C26 C25 C30 117.1(2) . . ?
C24 C25 C30 122.6(2) . . ?
C25 C26 C27 122.7(2) . . ?
C25 C26 H26 118.7 . . ?
C27 C26 H26 118.7 . . ?
C28 C27 C26 117.1(2) . . ?
C28 C27 C31 121.2(3) . . ?
C26 C27 C31 121.7(2) . . ?
C27 C28 C29 122.2(3) . . ?
C27 C28 H28 118.9 . . ?
C29 C28 H28 118.9 . . ?
C28 C29 C24 121.1(2) . . ?
C28 C29 C32 116.1(2) . . ?
C24 C29 C32 122.8(2) . . ?
C25 C30 H30 109.5 . . ?
C25 C30 H30A 109.5 . . ?
H30 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
H30 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C27 C31 H31 109.5 . . ?
C27 C31 H31A 109.5 . . ?
H31 C31 H31A 109.5 . . ?
C27 C31 H31B 109.5 . . ?
H31 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C32 H32 109.5 . . ?
C29 C32 H32A 109.5 . . ?
H32 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C34 C33 C38 117.7(2) . . ?
C34 C33 B1 123.4(3) . . ?
C38 C33 B1 118.9(2) . . ?
C35 C34 C33 120.1(3) . . ?
C35 C34 C39 116.9(2) . . ?
C33 C34 C39 123.0(2) . . ?
C36 C35 C34 122.4(3) . . ?
C36 C35 H35 118.8 . . ?
C34 C35 H35 118.8 . . ?
C35 C36 C37 117.8(3) . . ?
C35 C36 C40 121.5(3) . . ?
C37 C36 C40 120.7(3) . . ?
C36 C37 C38 121.5(3) . . ?
C36 C37 H37 119.2 . . ?
C38 C37 H37 119.2 . . ?
C37 C38 C33 120.5(3) . . ?
C37 C38 C41 117.9(3) . . ?
C33 C38 C41 121.5(2) . . ?
C34 C39 H39 109.5 . . ?
C34 C39 H39A 109.5 . . ?
H39 C39 H39A 109.5 . . ?
C34 C39 H39B 109.5 . . ?
H39 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C40 H40 109.5 . . ?
C36 C40 H40A 109.5 . . ?
H40 C40 H40A 109.5 . . ?
C36 C40 H40B 109.5 . . ?
H40 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C38 C41 H41 109.5 . . ?
C38 C41 H41A 109.5 . . ?
H41 C41 H41A 109.5 . . ?
C38 C41 H41B 109.5 . . ?
H41 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
B2 O1 C42 108.8(2) . . ?
B2 O2 C43 110.78(19) . . ?
O1 C42 C45 106.8(2) . . ?
O1 C42 C44 109.7(2) . . ?
C45 C42 C44 108.6(2) . . ?
O1 C42 C43 103.0(2) . . ?
C45 C42 C43 114.7(2) . . ?
C44 C42 C43 113.7(2) . . ?
O2 C43 C47 106.9(2) . . ?
O2 C43 C46 109.8(2) . . ?
C47 C43 C46 109.3(2) . . ?
O2 C43 C42 102.3(2) . . ?
C47 C43 C42 114.5(2) . . ?
C46 C43 C42 113.5(2) . . ?
C42 C44 H44 109.5 . . ?
C42 C44 H44A 109.5 . . ?
H44 C44 H44A 109.5 . . ?
C42 C44 H44B 109.5 . . ?
H44 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C42 C45 H45 109.5 . . ?
C42 C45 H45A 109.5 . . ?
H45 C45 H45A 109.5 . . ?
C42 C45 H45B 109.5 . . ?
H45 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C43 C46 H46 109.5 . . ?
C43 C46 H46A 109.5 . . ?
H46 C46 H46A 109.5 . . ?
C43 C46 H46B 109.5 . . ?
H46 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C43 C47 H47 109.5 . . ?
C43 C47 H47A 109.5 . . ?
H47 C47 H47A 109.5 . . ?
C43 C47 H47B 109.5 . . ?
H47 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C49 C48 C51 120.5(3) . . ?
C49 C48 H48 119.7 . . ?
C51 C48 H48 119.7 . . ?
C48 C49 C52 119.8(3) . . ?
C48 C49 H49 120.1 . . ?
C52 C49 H49 120.1 . . ?
C51 C50 C53 119.9(3) . . ?
C51 C50 H50 120.0 . . ?
C53 C50 H50 120.0 . . ?
C50 C51 C48 119.8(3) . . ?
C50 C51 H51 120.1 . . ?
C48 C51 H51 120.1 . . ?
C49 C52 C53 119.8(3) . . ?
C49 C52 H52 120.1 . . ?
C53 C52 H52 120.1 . . ?
C50 C53 C52 120.2(3) . . ?
C50 C53 H53 119.9 . . ?
C52 C53 H53 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -0.8(4) . . . . ?
B2 N1 C1 C2 179.1(2) . . . . ?
C5 N1 C1 C6 179.5(2) . . . . ?
B2 N1 C1 C6 -0.5(3) . . . . ?
N1 C1 C2 C3 0.1(4) . . . . ?
C6 C1 C2 C3 179.6(2) . . . . ?
C1 C2 C3 C4 1.0(4) . . . . ?
C2 C3 C4 C5 -1.4(4) . . . . ?
C1 N1 C5 C4 0.5(4) . . . . ?
B2 N1 C5 C4 -179.5(2) . . . . ?
C3 C4 C5 N1 0.7(4) . . . . ?
C5 N1 B2 O1 55.3(3) . . . . ?
C1 N1 B2 O1 -124.6(2) . . . . ?
C5 N1 B2 O2 -63.3(3) . . . . ?
C1 N1 B2 O2 116.7(2) . . . . ?
C5 N1 B2 N2 176.7(2) . . . . ?
C1 N1 B2 N2 -3.2(2) . . . . ?
O1 B2 N2 C6 121.8(3) . . . . ?
O2 B2 N2 C6 -110.4(3) . . . . ?
N1 B2 N2 C6 6.4(2) . . . . ?
O1 B2 N2 C8 -51.6(3) . . . . ?
O2 B2 N2 C8 76.3(3) . . . . ?
N1 B2 N2 C8 -166.9(2) . . . . ?
C8 N2 C6 C7 -17.1(4) . . . . ?
B2 N2 C6 C7 169.4(2) . . . . ?
C8 N2 C6 C1 166.1(2) . . . . ?
B2 N2 C6 C1 -7.4(3) . . . . ?
N1 C1 C6 C7 -171.9(2) . . . . ?
C2 C1 C6 C7 8.5(5) . . . . ?
N1 C1 C6 N2 4.6(3) . . . . ?
C2 C1 C6 N2 -175.0(3) . . . . ?
N2 C6 C7 N3 175.6(2) . . . . ?
C1 C6 C7 N3 -8.4(4) . . . . ?
C24 B1 N3 C16 2.9(4) . . . . ?
C33 B1 N3 C16 -173.6(2) . . . . ?
C24 B1 N3 C7 168.8(2) . . . . ?
C33 B1 N3 C7 -7.8(3) . . . . ?
C6 C7 N3 B1 125.4(3) . . . . ?
C6 C7 N3 C16 -67.4(4) . . . . ?
C6 N2 C8 C13 95.2(3) . . . . ?
B2 N2 C8 C13 -91.7(3) . . . . ?
C6 N2 C8 C9 -86.9(3) . . . . ?
B2 N2 C8 C9 86.2(3) . . . . ?
C13 C8 C9 C10 -1.5(4) . . . . ?
N2 C8 C9 C10 -179.4(2) . . . . ?
C13 C8 C9 C14 176.8(2) . . . . ?
N2 C8 C9 C14 -1.1(4) . . . . ?
C8 C9 C10 C11 1.1(4) . . . . ?
C14 C9 C10 C11 -177.2(2) . . . . ?
C9 C10 C11 C12 0.0(4) . . . . ?
C10 C11 C12 C13 -0.8(4) . . . . ?
C11 C12 C13 C8 0.5(4) . . . . ?
C11 C12 C13 C15 -179.9(2) . . . . ?
C9 C8 C13 C12 0.7(4) . . . . ?
N2 C8 C13 C12 178.6(2) . . . . ?
C9 C8 C13 C15 -178.9(2) . . . . ?
N2 C8 C13 C15 -1.0(4) . . . . ?
B1 N3 C16 C17 -57.7(4) . . . . ?
C7 N3 C16 C17 136.4(3) . . . . ?
B1 N3 C16 C21 118.9(3) . . . . ?
C7 N3 C16 C21 -47.0(3) . . . . ?
C21 C16 C17 C18 1.0(4) . . . . ?
N3 C16 C17 C18 177.5(2) . . . . ?
C21 C16 C17 C22 -179.3(2) . . . . ?
N3 C16 C17 C22 -2.7(4) . . . . ?
C16 C17 C18 C19 1.6(4) . . . . ?
C22 C17 C18 C19 -178.2(3) . . . . ?
C17 C18 C19 C20 -1.8(4) . . . . ?
C18 C19 C20 C21 -0.5(4) . . . . ?
C19 C20 C21 C16 3.1(4) . . . . ?
C19 C20 C21 C23 -171.7(3) . . . . ?
C17 C16 C21 C20 -3.2(4) . . . . ?
N3 C16 C21 C20 -179.9(2) . . . . ?
C17 C16 C21 C23 171.2(3) . . . . ?
N3 C16 C21 C23 -5.4(4) . . . . ?
N3 B1 C24 C29 -57.6(4) . . . . ?
C33 B1 C24 C29 118.8(3) . . . . ?
N3 B1 C24 C25 126.7(3) . . . . ?
C33 B1 C24 C25 -56.9(4) . . . . ?
C29 C24 C25 C26 1.2(4) . . . . ?
B1 C24 C25 C26 177.2(2) . . . . ?
C29 C24 C25 C30 179.4(2) . . . . ?
B1 C24 C25 C30 -4.6(4) . . . . ?
C24 C25 C26 C27 -1.7(4) . . . . ?
C30 C25 C26 C27 -179.9(3) . . . . ?
C25 C26 C27 C28 0.6(4) . . . . ?
C25 C26 C27 C31 -179.1(3) . . . . ?
C26 C27 C28 C29 0.9(4) . . . . ?
C31 C27 C28 C29 -179.4(2) . . . . ?
C27 C28 C29 C24 -1.4(4) . . . . ?
C27 C28 C29 C32 179.4(2) . . . . ?
C25 C24 C29 C28 0.2(4) . . . . ?
B1 C24 C29 C28 -175.6(2) . . . . ?
C25 C24 C29 C32 179.4(2) . . . . ?
B1 C24 C29 C32 3.6(4) . . . . ?
N3 B1 C33 C34 -69.4(3) . . . . ?
C24 B1 C33 C34 113.9(3) . . . . ?
N3 B1 C33 C38 109.5(3) . . . . ?
C24 B1 C33 C38 -67.2(3) . . . . ?
C38 C33 C34 C35 1.7(4) . . . . ?
B1 C33 C34 C35 -179.4(2) . . . . ?
C38 C33 C34 C39 -177.9(2) . . . . ?
B1 C33 C34 C39 1.0(4) . . . . ?
C33 C34 C35 C36 -1.1(4) . . . . ?
C39 C34 C35 C36 178.6(2) . . . . ?
C34 C35 C36 C37 -0.8(4) . . . . ?
C34 C35 C36 C40 -179.1(2) . . . . ?
C35 C36 C37 C38 2.0(4) . . . . ?
C40 C36 C37 C38 -179.6(2) . . . . ?
C36 C37 C38 C33 -1.4(4) . . . . ?
C36 C37 C38 C41 -178.4(2) . . . . ?
C34 C33 C38 C37 -0.5(4) . . . . ?
B1 C33 C38 C37 -179.5(2) . . . . ?
C34 C33 C38 C41 176.4(2) . . . . ?
B1 C33 C38 C41 -2.5(3) . . . . ?
O2 B2 O1 C42 -17.5(3) . . . . ?
N2 B2 O1 C42 114.5(3) . . . . ?
N1 B2 O1 C42 -139.1(2) . . . . ?
O1 B2 O2 C43 -1.6(3) . . . . ?
N2 B2 O2 C43 -134.5(2) . . . . ?
N1 B2 O2 C43 118.9(2) . . . . ?
B2 O1 C42 C45 148.6(2) . . . . ?
B2 O1 C42 C44 -93.8(3) . . . . ?
B2 O1 C42 C43 27.5(3) . . . . ?
B2 O2 C43 C47 138.3(2) . . . . ?
B2 O2 C43 C46 -103.2(3) . . . . ?
B2 O2 C43 C42 17.6(3) . . . . ?
O1 C42 C43 O2 -27.1(3) . . . . ?
C45 C42 C43 O2 -142.7(2) . . . . ?
C44 C42 C43 O2 91.5(3) . . . . ?
O1 C42 C43 C47 -142.4(2) . . . . ?
C45 C42 C43 C47 102.0(3) . . . . ?
C44 C42 C43 C47 -23.8(3) . . . . ?
O1 C42 C43 C46 91.2(3) . . . . ?
C45 C42 C43 C46 -24.4(3) . . . . ?
C44 C42 C43 C46 -150.2(2) . . . . ?
C51 C48 C49 C52 0.2(5) . . . . ?
C53 C50 C51 C48 0.8(6) . . . . ?
C49 C48 C51 C50 -1.1(5) . . . . ?
C48 C49 C52 C53 0.9(6) . . . . ?
C51 C50 C53 C52 0.4(7) . . . . ?
C49 C52 C53 C50 -1.2(7) . . . . ?

_refine_diff_density_max         0.282
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.065

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5a
_database_code_depnum_ccdc_archive 'CCDC 1583729'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C117 H141 B6 F9 N6 O6'
_chemical_formula_sum            'C117 H141 B6 F9 N6 O6'
_chemical_formula_weight         1963.21

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   16.004(4)
_cell_length_b                   21.403(5)
_cell_length_c                   32.930(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     11279(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    25142
_cell_measurement_theta_min      1.8553
_cell_measurement_theta_max      30.6400

_exptl_crystal_description       Platelet
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_F_000             4176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8163
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            94264
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         3.112
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             19805
_reflns_number_gt                17996
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.843
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.971

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-2004
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1038P)²+10.3332P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 6557 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         19805
_refine_ls_number_parameters     1511
_refine_ls_number_restraints     324
_refine_ls_R_factor_all          0.0961
_refine_ls_R_factor_gt           0.0893
_refine_ls_wR_factor_ref         0.2235
_refine_ls_wR_factor_gt          0.2177
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_restrained_S_all      1.145
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.0981(3) 0.1013(2) 0.45590(15) 0.0258(10) Uani 1 1 d . . . . .
C1 C 0.0345(3) 0.0560(3) 0.46051(19) 0.0257(12) Uani 1 1 d . . . . .
H37 H -0.0092 0.0533 0.4411 0.031 Uiso 1 1 calc R U . . .
C2 C 0.0357(4) 0.0162(3) 0.4927(2) 0.0319(14) Uani 1 1 d . . . . .
C3 C 0.1026(5) 0.0189(3) 0.5218(2) 0.0432(17) Uani 1 1 d . . . . .
H38 H 0.1097 -0.0139 0.5409 0.052 Uiso 1 1 calc R U . . .
C4 C 0.1558(4) 0.0687(3) 0.5219(2) 0.0353(14) Uani 1 1 d . . . . .
H39 H 0.2016 0.0703 0.5402 0.042 Uiso 1 1 calc R U . . .
C5 C 0.1407(3) 0.1195(3) 0.49318(17) 0.0246(12) Uani 1 1 d . . . . .
C6 C -0.0298(4) -0.0321(3) 0.4960(2) 0.0399(16) Uani 1 1 d . . . . .
F1 F -0.0858(2) -0.03140(17) 0.46630(12) 0.0439(9) Uani 1 1 d . . . . .
F2 F -0.0760(3) -0.0243(2) 0.53062(14) 0.0686(14) Uani 1 1 d . . . . .
F3 F 0.0011(3) -0.08950(18) 0.49804(19) 0.0729(16) Uani 1 1 d . . . . .
C7 C 0.1553(3) 0.1814(3) 0.49695(18) 0.0256(12) Uani 1 1 d . . . . .
H40 H 0.1300 0.2068 0.4767 0.031 Uiso 1 1 calc R U . . .
N2 N 0.2023(3) 0.2140(2) 0.52629(15) 0.0283(11) Uani 1 1 d . . . . .
C8 C 0.2584(4) 0.1820(3) 0.55379(19) 0.0297(13) Uani 1 1 d . . . . .
C9 C 0.2281(4) 0.1639(3) 0.59167(19) 0.0321(13) Uani 1 1 d . . . . .
C10 C 0.1404(4) 0.1789(3) 0.6046(2) 0.0409(16) Uani 1 1 d . . . . .
H1 H 0.1008 0.1575 0.5866 0.061 Uiso 1 1 calc R U . . .
H2 H 0.1313 0.2241 0.6029 0.061 Uiso 1 1 calc R U . . .
H3 H 0.1317 0.1648 0.6326 0.061 Uiso 1 1 calc R U . . .
C11 C 0.2823(4) 0.1320(3) 0.6180(2) 0.0390(15) Uani 1 1 d . . . . .
H41 H 0.2630 0.1190 0.6439 0.047 Uiso 1 1 calc R U . . .
C12 C 0.3645(5) 0.1192(3) 0.6063(2) 0.049(2) Uani 1 1 d . . . . .
H42 H 0.4006 0.0971 0.6241 0.059 Uiso 1 1 calc R U . . .
C13 C 0.3930(4) 0.1389(3) 0.5690(2) 0.0442(17) Uani 1 1 d . . . . .
H43 H 0.4488 0.1297 0.5612 0.053 Uiso 1 1 calc R U . . .
C14 C 0.3412(4) 0.1721(3) 0.5421(2) 0.0349(14) Uani 1 1 d . . . . .
B1 B 0.2006(4) 0.2802(3) 0.5254(2) 0.0305(15) Uani 1 1 d . . . . .
O1 O 0.2506(2) 0.31626(18) 0.55017(13) 0.0312(9) Uani 1 1 d . . . . .
C15 C 0.3732(4) 0.1971(4) 0.5023(2) 0.056(2) Uani 1 1 d . . . . .
H4 H 0.3704 0.2429 0.5025 0.084 Uiso 1 1 calc R U . . .
H5 H 0.3386 0.1809 0.4801 0.084 Uiso 1 1 calc R U . . .
H6 H 0.4312 0.1839 0.4983 0.084 Uiso 1 1 calc R U . . .
C16 C 0.2451(4) 0.3802(3) 0.5338(2) 0.0320(13) Uani 1 1 d . . . . .
C17 C 0.1561(4) 0.3802(3) 0.51325(19) 0.0312(13) Uani 1 1 d . . . . .
O2 O 0.1487(2) 0.31477(18) 0.50052(13) 0.0309(9) Uani 1 1 d . . . . .
C18 C 0.2578(5) 0.4255(3) 0.5693(2) 0.0455(17) Uani 1 1 d . . . . .
H7 H 0.3125 0.4179 0.5818 0.068 Uiso 1 1 calc R U . . .
H8 H 0.2138 0.4188 0.5896 0.068 Uiso 1 1 calc R U . . .
H9 H 0.2552 0.4686 0.5594 0.068 Uiso 1 1 calc R U . . .
C19 C 0.3159(4) 0.3868(3) 0.5032(2) 0.0465(17) Uani 1 1 d . . . . .
H10 H 0.3078 0.3568 0.4811 0.070 Uiso 1 1 calc R U . . .
H11 H 0.3694 0.3785 0.5167 0.070 Uiso 1 1 calc R U . . .
H12 H 0.3162 0.4293 0.4922 0.070 Uiso 1 1 calc R U . . .
C20 C 0.0853(5) 0.3930(3) 0.5431(2) 0.0445(17) Uani 1 1 d . . . . .
H13 H 0.0916 0.3660 0.5669 0.067 Uiso 1 1 calc R U . . .
H14 H 0.0316 0.3844 0.5300 0.067 Uiso 1 1 calc R U . . .
H15 H 0.0872 0.4369 0.5516 0.067 Uiso 1 1 calc R U . . .
C21 C 0.1493(4) 0.4215(3) 0.4763(2) 0.0387(15) Uani 1 1 d . . . . .
H16 H 0.0921 0.4199 0.4658 0.058 Uiso 1 1 calc R U . . .
H17 H 0.1881 0.4068 0.4554 0.058 Uiso 1 1 calc R U . . .
H18 H 0.1632 0.4646 0.4838 0.058 Uiso 1 1 calc R U . . .
B2 B 0.1196(4) 0.1243(3) 0.4163(2) 0.0270(14) Uani 1 1 d . . . . .
C22 C 0.2094(4) 0.1530(3) 0.40843(18) 0.0278(12) Uani 1 1 d . . . . .
C23 C 0.2822(4) 0.1172(3) 0.4144(2) 0.0311(13) Uani 1 1 d . . . . .
C24 C 0.3606(4) 0.1407(3) 0.4039(2) 0.0318(14) Uani 1 1 d . . . . .
H44 H 0.4086 0.1153 0.4079 0.038 Uiso 1 1 calc R U . . .
C25 C 0.3702(4) 0.2002(3) 0.3878(2) 0.0362(15) Uani 1 1 d . . . . .
C26 C 0.2988(4) 0.2364(3) 0.3827(2) 0.0375(15) Uani 1 1 d . . . . .
H45 H 0.3044 0.2777 0.3725 0.045 Uiso 1 1 calc R U . . .
C27 C 0.2189(4) 0.2140(3) 0.3921(2) 0.0326(14) Uani 1 1 d . . . . .
C28 C 0.2810(4) 0.0523(3) 0.4343(2) 0.0382(15) Uani 1 1 d . . . . .
H19 H 0.2860 0.0567 0.4638 0.057 Uiso 1 1 calc R U . . .
H20 H 0.3279 0.0274 0.4240 0.057 Uiso 1 1 calc R U . . .
H21 H 0.2283 0.0312 0.4278 0.057 Uiso 1 1 calc R U . . .
C29 C 0.4554(5) 0.2270(4) 0.3783(3) 0.061(2) Uani 1 1 d . . . . .
H22 H 0.4685 0.2603 0.3977 0.091 Uiso 1 1 calc R U . . .
H23 H 0.4555 0.2441 0.3507 0.091 Uiso 1 1 calc R U . . .
H24 H 0.4976 0.1939 0.3803 0.091 Uiso 1 1 calc R U . . .
C30 C 0.1463(4) 0.2570(3) 0.3855(2) 0.0417(16) Uani 1 1 d . . . . .
H25 H 0.1040 0.2359 0.3689 0.063 Uiso 1 1 calc R U . . .
H26 H 0.1655 0.2947 0.3714 0.063 Uiso 1 1 calc R U . . .
H27 H 0.1220 0.2686 0.4118 0.063 Uiso 1 1 calc R U . . .
C31 C 0.0540(4) 0.1160(3) 0.38089(18) 0.0265(12) Uani 1 1 d . . . . .
C32 C -0.0225(4) 0.1500(3) 0.38065(19) 0.0283(12) Uani 1 1 d . . . . .
C33 C -0.0772(4) 0.1439(3) 0.3480(2) 0.0393(15) Uani 1 1 d . . . . .
H46 H -0.1283 0.1665 0.3485 0.047 Uiso 1 1 calc R U . . .
C34 C -0.0603(5) 0.1066(3) 0.3150(2) 0.0446(17) Uani 1 1 d . . . . .
C35 C 0.0144(4) 0.0723(3) 0.3156(2) 0.0383(15) Uani 1 1 d . . . . .
H47 H 0.0270 0.0459 0.2932 0.046 Uiso 1 1 calc R U . . .
C36 C 0.0704(4) 0.0756(3) 0.34750(18) 0.0301(13) Uani 1 1 d . . . . .
C37 C -0.0457(4) 0.1945(3) 0.4145(2) 0.0411(16) Uani 1 1 d . . . . .
H28 H -0.0303 0.2372 0.4067 0.062 Uiso 1 1 calc R U . . .
H29 H -0.0158 0.1828 0.4393 0.062 Uiso 1 1 calc R U . . .
H30 H -0.1060 0.1924 0.4194 0.062 Uiso 1 1 calc R U . . .
C38 C -0.1182(6) 0.1038(4) 0.2787(3) 0.061(2) Uani 1 1 d . . . . .
H31 H -0.1005 0.1347 0.2585 0.092 Uiso 1 1 calc R U . . .
H32 H -0.1754 0.1129 0.2874 0.092 Uiso 1 1 calc R U . . .
H33 H -0.1160 0.0620 0.2667 0.092 Uiso 1 1 calc R U . . .
C39 C 0.1466(4) 0.0340(3) 0.3475(2) 0.0374(15) Uani 1 1 d . . . . .
H34 H 0.1493 0.0109 0.3219 0.056 Uiso 1 1 calc R U . . .
H35 H 0.1430 0.0045 0.3702 0.056 Uiso 1 1 calc R U . . .
H36 H 0.1969 0.0597 0.3505 0.056 Uiso 1 1 calc R U . . .
N3 N 0.4417(3) 0.9146(2) 0.28015(16) 0.0306(11) Uani 1 1 d . . . . .
C40 C 0.5011(4) 0.9619(3) 0.28569(19) 0.0332(14) Uani 1 1 d . . . . .
H48 H 0.5449 0.9669 0.2665 0.040 Uiso 1 1 calc R U . . .
C41 C 0.4968(4) 1.0002(3) 0.3180(2) 0.0365(15) Uani 1 1 d . . . . .
C42 C 0.4291(5) 0.9946(3) 0.3468(2) 0.0473(18) Uani 1 1 d . . . . .
H49 H 0.4193 1.0268 0.3660 0.057 Uiso 1 1 calc R U . . .
C43 C 0.3799(5) 0.9435(3) 0.3462(2) 0.050(2) Uani 1 1 d . . . . .
H50 H 0.3345 0.9397 0.3646 0.060 Uiso 1 1 calc R U . . .
C44 C 0.3977(4) 0.8938(3) 0.3168(2) 0.0340(14) Uani 1 1 d . . . . .
C45 C 0.5577(4) 1.0514(3) 0.32280(19) 0.0466(18) Uani 1 1 d D . . . .
F4 F 0.5181(7) 1.1075(4) 0.3124(5) 0.040(3) Uani 0.53(4) 1 d D U P A 1
F5 F 0.6268(9) 1.0463(9) 0.2995(5) 0.037(4) Uani 0.53(4) 1 d D U P A 1
F6 F 0.5807(11) 1.0592(7) 0.3612(3) 0.057(4) Uani 0.53(4) 1 d D U P A 1
C46 C 0.3858(4) 0.8318(3) 0.31999(19) 0.0302(13) Uani 1 1 d . . . . .
H161 H 0.4120 0.8079 0.2993 0.036 Uiso 1 1 calc R U . . .
N4 N 0.3420(3) 0.7968(2) 0.34827(15) 0.0307(11) Uani 1 1 d . . . . .
C47 C 0.2979(11) 0.8261(10) 0.3809(6) 0.025(4) Uani 0.66(4) 1 d . U P B 1
C48 C 0.3358(14) 0.8337(11) 0.4196(6) 0.036(4) Uani 0.66(4) 1 d . U P B 1
C49 C 0.2904(16) 0.8596(9) 0.4506(6) 0.047(4) Uani 0.66(4) 1 d . U P B 1
H51 H 0.3152 0.8646 0.4767 0.056 Uiso 0.66(4) 1 calc R U P B 1
C50 C 0.2094(19) 0.8784(8) 0.4445(6) 0.052(5) Uani 0.66(4) 1 d . U P B 1
H52 H 0.1800 0.8978 0.4661 0.062 Uiso 0.66(4) 1 calc R U P B 1
C51 C 0.1697(13) 0.8699(9) 0.4080(7) 0.046(4) Uani 0.66(4) 1 d . U P B 1
H53 H 0.1127 0.8816 0.4051 0.055 Uiso 0.66(4) 1 calc R U P B 1
C52 C 0.2133(14) 0.8438(11) 0.3744(7) 0.035(4) Uani 0.66(4) 1 d . U P B 1
C53 C 0.4260(13) 0.8123(11) 0.4268(6) 0.056(5) Uani 0.66(4) 1 d . U P B 1
H126 H 0.4419 0.8210 0.4550 0.084 Uiso 0.66(4) 1 calc R U P B 1
H127 H 0.4303 0.7673 0.4216 0.084 Uiso 0.66(4) 1 calc R U P B 1
H128 H 0.4635 0.8348 0.4084 0.084 Uiso 0.66(4) 1 calc R U P B 1
C54 C 0.1742(13) 0.8315(10) 0.3353(6) 0.050(5) Uani 0.66(4) 1 d . U P B 1
H129 H 0.1163 0.8463 0.3357 0.076 Uiso 0.66(4) 1 calc R U P B 1
H130 H 0.2050 0.8534 0.3139 0.076 Uiso 0.66(4) 1 calc R U P B 1
H131 H 0.1749 0.7864 0.3298 0.076 Uiso 0.66(4) 1 calc R U P B 1
B3 B 0.3436(4) 0.7305(3) 0.3453(2) 0.0312(15) Uani 1 1 d . . . . .
O3 O 0.2989(3) 0.69217(18) 0.37090(14) 0.0372(10) Uani 1 1 d . . . . .
C55 C 0.3272(5) 0.6281(3) 0.3629(2) 0.0391(15) Uani 1 1 d . . . . .
C56 C 0.3587(4) 0.6337(3) 0.31792(19) 0.0310(13) Uani 1 1 d . . . . .
O4 O 0.3883(3) 0.69879(18) 0.31627(13) 0.0313(9) Uani 1 1 d . . . . .
C57 C 0.3986(6) 0.6159(4) 0.3923(2) 0.058(2) Uani 1 1 d . . . . .
H58 H 0.4456 0.6434 0.3858 0.087 Uiso 1 1 calc R U . . .
H59 H 0.4164 0.5722 0.3900 0.087 Uiso 1 1 calc R U . . .
H60 H 0.3798 0.6241 0.4201 0.087 Uiso 1 1 calc R U . . .
C58 C 0.2553(5) 0.5835(3) 0.3687(3) 0.057(2) Uani 1 1 d . . . . .
H61 H 0.2720 0.5416 0.3598 0.086 Uiso 1 1 calc R U . . .
H62 H 0.2074 0.5976 0.3525 0.086 Uiso 1 1 calc R U . . .
H63 H 0.2396 0.5823 0.3974 0.086 Uiso 1 1 calc R U . . .
C59 C 0.4299(4) 0.5902(3) 0.3067(2) 0.0386(15) Uani 1 1 d . . . . .
H64 H 0.4777 0.5982 0.3245 0.058 Uiso 1 1 calc R U . . .
H65 H 0.4463 0.5977 0.2784 0.058 Uiso 1 1 calc R U . . .
H66 H 0.4118 0.5468 0.3098 0.058 Uiso 1 1 calc R U . . .
C60 C 0.2882(4) 0.6283(3) 0.2874(2) 0.0400(15) Uani 1 1 d . . . . .
H67 H 0.3084 0.6408 0.2605 0.060 Uiso 1 1 calc R U . . .
H68 H 0.2421 0.6556 0.2956 0.060 Uiso 1 1 calc R U . . .
H69 H 0.2686 0.5849 0.2864 0.060 Uiso 1 1 calc R U . . .
B4 B 0.4225(5) 0.8917(3) 0.2400(2) 0.0302(15) Uani 1 1 d . . . . .
C61 C 0.3327(4) 0.8634(3) 0.23170(19) 0.0309(13) Uani 1 1 d . . . . .
C62 C 0.2606(4) 0.9016(3) 0.23725(19) 0.0331(14) Uani 1 1 d . . . . .
C63 C 0.1807(4) 0.8777(3) 0.2289(2) 0.0351(14) Uani 1 1 d . . . . .
H54 H 0.1334 0.9041 0.2322 0.042 Uiso 1 1 calc R U . . .
C64 C 0.1692(4) 0.8164(3) 0.2160(2) 0.0335(14) Uani 1 1 d . . . . .
C65 C 0.2391(4) 0.7793(3) 0.21061(19) 0.0309(13) Uani 1 1 d . . . . .
H55 H 0.2318 0.7374 0.2018 0.037 Uiso 1 1 calc R U . . .
C66 C 0.3204(4) 0.8013(3) 0.21774(18) 0.0291(13) Uani 1 1 d . . . . .
C67 C 0.2667(5) 0.9686(3) 0.2528(2) 0.0442(17) Uani 1 1 d . . . . .
H70 H 0.3102 0.9910 0.2377 0.066 Uiso 1 1 calc R U . . .
H71 H 0.2810 0.9682 0.2818 0.066 Uiso 1 1 calc R U . . .
H72 H 0.2130 0.9897 0.2490 0.066 Uiso 1 1 calc R U . . .
C68 C 0.0816(4) 0.7923(3) 0.2070(3) 0.0493(19) Uani 1 1 d . . . . .
H73 H 0.0776 0.7484 0.2153 0.074 Uiso 1 1 calc R U . . .
H74 H 0.0703 0.7958 0.1779 0.074 Uiso 1 1 calc R U . . .
H75 H 0.0407 0.8171 0.2222 0.074 Uiso 1 1 calc R U . . .
C69 C 0.3934(4) 0.7578(3) 0.2115(2) 0.0335(14) Uani 1 1 d . . . . .
H76 H 0.4391 0.7805 0.1982 0.050 Uiso 1 1 calc R U . . .
H77 H 0.3761 0.7227 0.1943 0.050 Uiso 1 1 calc R U . . .
H78 H 0.4124 0.7419 0.2378 0.050 Uiso 1 1 calc R U . . .
C70 C 0.4917(4) 0.8992(3) 0.20599(19) 0.0293(13) Uani 1 1 d . . . . .
C71 C 0.4775(4) 0.9342(3) 0.17017(19) 0.0320(14) Uani 1 1 d . . . . .
C72 C 0.5404(4) 0.9373(3) 0.1401(2) 0.0356(14) Uani 1 1 d . . . . .
H56 H 0.5297 0.9601 0.1159 0.043 Uiso 1 1 calc R U . . .
C73 C 0.6168(4) 0.9085(3) 0.1448(2) 0.0368(15) Uani 1 1 d . . . . .
C74 C 0.6316(4) 0.8757(3) 0.1807(2) 0.0378(15) Uani 1 1 d . . . . .
H57 H 0.6849 0.8573 0.1849 0.045 Uiso 1 1 calc R U . . .
C75 C 0.5707(4) 0.8691(3) 0.21035(19) 0.0315(13) Uani 1 1 d . . . . .
C76 C 0.3990(4) 0.9712(3) 0.1637(2) 0.0417(16) Uani 1 1 d . . . . .
H79 H 0.3956 0.9842 0.1352 0.063 Uiso 1 1 calc R U . . .
H80 H 0.3996 1.0082 0.1812 0.063 Uiso 1 1 calc R U . . .
H81 H 0.3504 0.9452 0.1704 0.063 Uiso 1 1 calc R U . . .
C77 C 0.6828(5) 0.9118(3) 0.1119(2) 0.052(2) Uani 1 1 d . . . . .
H82 H 0.7383 0.9142 0.1244 0.077 Uiso 1 1 calc R U . . .
H83 H 0.6734 0.9490 0.0951 0.077 Uiso 1 1 calc R U . . .
H84 H 0.6794 0.8743 0.0948 0.077 Uiso 1 1 calc R U . . .
C78 C 0.5896(4) 0.8280(3) 0.2467(2) 0.0409(15) Uani 1 1 d . . . . .
H85 H 0.6485 0.8155 0.2460 0.061 Uiso 1 1 calc R U . . .
H86 H 0.5542 0.7906 0.2457 0.061 Uiso 1 1 calc R U . . .
H87 H 0.5784 0.8511 0.2717 0.061 Uiso 1 1 calc R U . . .
N5 N 0.9459(3) 0.6067(2) 0.37456(18) 0.0348(12) Uani 1 1 d . . . . .
C79 C 1.0068(4) 0.5603(3) 0.3681(2) 0.0362(15) Uani 1 1 d . . . . .
H88 H 1.0498 0.5541 0.3876 0.043 Uiso 1 1 calc R U . . .
C80 C 1.0047(4) 0.5247(3) 0.3345(2) 0.0401(16) Uani 1 1 d . . . . .
C81 C 0.9398(4) 0.5329(3) 0.3045(2) 0.0439(17) Uani 1 1 d . . . . .
H89 H 0.9337 0.5037 0.2830 0.053 Uiso 1 1 calc R U . . .
C82 C 0.8875(4) 0.5826(3) 0.3074(2) 0.0375(15) Uani 1 1 d . . . . .
H90 H 0.8426 0.5872 0.2888 0.045 Uiso 1 1 calc R U . . .
C83 C 0.9007(4) 0.6291(3) 0.3393(2) 0.0349(14) Uani 1 1 d . . . . .
C84 C 1.0683(5) 0.4746(3) 0.3290(3) 0.0472(19) Uani 1 1 d . . . . .
F7 F 1.1117(3) 0.4619(2) 0.36301(17) 0.0651(13) Uani 1 1 d . . . . .
F8 F 1.0335(3) 0.42032(19) 0.31692(19) 0.0699(15) Uani 1 1 d . . . . .
F9 F 1.1262(3) 0.4889(2) 0.30115(16) 0.0656(14) Uani 1 1 d . . . . .
C85 C 0.8813(4) 0.6908(3) 0.3397(2) 0.0337(14) Uani 1 1 d . . . . .
H91 H 0.9055 0.7136 0.3615 0.040 Uiso 1 1 calc R U . . .
N6 N 0.8318(3) 0.7264(2) 0.31367(17) 0.0352(12) Uani 1 1 d . . . . .
C86 C 0.7808(4) 0.6978(3) 0.2827(2) 0.0365(14) Uani 1 1 d . . . . .
C87 C 0.8126(4) 0.6913(3) 0.2435(2) 0.0357(15) Uani 1 1 d . . . . .
C88 C 0.7616(5) 0.6642(3) 0.2139(2) 0.0438(16) Uani 1 1 d . . . . .
H92 H 0.7825 0.6595 0.1871 0.053 Uiso 1 1 calc R U . . .
C89 C 0.6825(5) 0.6443(4) 0.2226(2) 0.053(2) Uani 1 1 d . . . . .
H93 H 0.6493 0.6251 0.2022 0.064 Uiso 1 1 calc R U . . .
C90 C 0.6511(4) 0.6523(4) 0.2615(3) 0.0518(19) Uani 1 1 d . . . . .
H94 H 0.5961 0.6385 0.2675 0.062 Uiso 1 1 calc R U . . .
C91 C 0.6987(4) 0.6804(3) 0.2921(2) 0.0434(16) Uani 1 1 d . . . . .
C92 C 0.8995(4) 0.7132(3) 0.2337(2) 0.0459(17) Uani 1 1 d . . . . .
H99 H 0.9017 0.7589 0.2352 0.069 Uiso 1 1 calc R U . . .
H100 H 0.9145 0.6996 0.2062 0.069 Uiso 1 1 calc R U . . .
H101 H 0.9390 0.6953 0.2532 0.069 Uiso 1 1 calc R U . . .
C93 C 0.6633(6) 0.6914(5) 0.3339(3) 0.066(2) Uani 1 1 d . . . . .
H102 H 0.6554 0.7364 0.3381 0.100 Uiso 1 1 calc R U . . .
H103 H 0.7020 0.6751 0.3543 0.100 Uiso 1 1 calc R U . . .
H104 H 0.6094 0.6701 0.3363 0.100 Uiso 1 1 calc R U . . .
B5 B 0.8304(5) 0.7928(3) 0.3176(2) 0.0395(18) Uani 1 1 d . . . . .
O5 O 0.7779(3) 0.8302(2) 0.29593(14) 0.0447(12) Uani 1 1 d . . . . .
C94 C 0.7819(6) 0.8924(4) 0.3144(3) 0.058(2) Uani 1 1 d . . . . .
C95 C 0.8692(5) 0.8908(3) 0.3347(3) 0.064(3) Uani 1 1 d . . . . .
O6 O 0.8823(3) 0.8240(2) 0.34461(16) 0.0439(11) Uani 1 1 d . . . . .
C96 C 0.7654(6) 0.9410(4) 0.2840(3) 0.070(3) Uani 1 1 d . . . . .
H105 H 0.7065 0.9393 0.2759 0.105 Uiso 1 1 calc R U . . .
H106 H 0.8009 0.9340 0.2602 0.105 Uiso 1 1 calc R U . . .
H107 H 0.7777 0.9821 0.2957 0.105 Uiso 1 1 calc R U . . .
C97 C 0.7121(6) 0.8952(4) 0.3476(3) 0.078(3) Uani 1 1 d . . . . .
H108 H 0.7274 0.8679 0.3703 0.117 Uiso 1 1 calc R U . . .
H109 H 0.6590 0.8811 0.3360 0.117 Uiso 1 1 calc R U . . .
H110 H 0.7062 0.9382 0.3574 0.117 Uiso 1 1 calc R U . . .
C98 C 0.9338(6) 0.9053(4) 0.2986(4) 0.086(4) Uani 1 1 d . . . . .
H111 H 0.9892 0.8894 0.3059 0.129 Uiso 1 1 calc R U . . .
H112 H 0.9370 0.9506 0.2942 0.129 Uiso 1 1 calc R U . . .
H113 H 0.9147 0.8849 0.2736 0.129 Uiso 1 1 calc R U . . .
C99 C 0.8869(9) 0.9296(4) 0.3700(3) 0.096(4) Uani 1 1 d . . . . .
H114 H 0.9465 0.9270 0.3766 0.144 Uiso 1 1 calc R U . . .
H115 H 0.8540 0.9148 0.3932 0.144 Uiso 1 1 calc R U . . .
H116 H 0.8721 0.9731 0.3640 0.144 Uiso 1 1 calc R U . . .
B6 B 0.9288(5) 0.6265(3) 0.4158(3) 0.044(2) Uani 1 1 d . . . . .
C100 C 1.0126(12) 0.6209(11) 0.4496(7) 0.030(4) Uani 0.55(2) 1 d . U P C 1
C101 C 1.0096(11) 0.5816(8) 0.4851(6) 0.036(4) Uani 0.55(2) 1 d . U P C 1
C102 C 1.0762(14) 0.5775(8) 0.5106(5) 0.039(4) Uani 0.55(2) 1 d . U P C 1
H95 H 1.0713 0.5527 0.5344 0.047 Uiso 0.55(2) 1 calc R U P C 1
C103 C 1.1516(12) 0.6083(7) 0.5031(5) 0.042(4) Uani 0.55(2) 1 d . U P C 1
C104 C 1.1564(11) 0.6466(8) 0.4682(5) 0.039(3) Uani 0.55(2) 1 d . U P C 1
H96 H 1.2076 0.6669 0.4617 0.047 Uiso 0.55(2) 1 calc R U P C 1
C105 C 1.0882(15) 0.6551(14) 0.4434(10) 0.037(5) Uani 0.55(2) 1 d . U P C 1
C106 C 0.9330(10) 0.5421(7) 0.4931(5) 0.042(4) Uani 0.55(2) 1 d . U P C 1
H132 H 0.8909 0.5505 0.4722 0.062 Uiso 0.55(2) 1 calc R U P C 1
H133 H 0.9483 0.4978 0.4924 0.062 Uiso 0.55(2) 1 calc R U P C 1
H134 H 0.9100 0.5524 0.5198 0.062 Uiso 0.55(2) 1 calc R U P C 1
C107 C 1.2283(13) 0.6007(8) 0.5298(6) 0.069(5) Uani 0.55(2) 1 d . U P C 1
H135 H 1.2739 0.6264 0.5190 0.103 Uiso 0.55(2) 1 calc R U P C 1
H136 H 1.2151 0.6142 0.5575 0.103 Uiso 0.55(2) 1 calc R U P C 1
H137 H 1.2455 0.5568 0.5300 0.103 Uiso 0.55(2) 1 calc R U P C 1
C108 C 1.1009(15) 0.6948(13) 0.4050(7) 0.040(5) Uani 0.55(2) 1 d . U P C 1
H138 H 1.0482 0.6974 0.3900 0.060 Uiso 0.55(2) 1 calc R U P C 1
H139 H 1.1190 0.7369 0.4128 0.060 Uiso 0.55(2) 1 calc R U P C 1
H140 H 1.1436 0.6755 0.3878 0.060 Uiso 0.55(2) 1 calc R U P C 1
C109 C 0.8394(5) 0.6525(3) 0.4275(2) 0.0443(18) Uani 1 1 d . . . . .
C110 C 0.7677(5) 0.6148(3) 0.4213(3) 0.051(2) Uani 1 1 d . . . . .
C111 C 0.6898(5) 0.6360(3) 0.4345(3) 0.052(2) Uani 1 1 d . . . . .
H97 H 0.6425 0.6100 0.4304 0.063 Uiso 1 1 calc R U . . .
C112 C 0.6784(5) 0.6933(3) 0.4533(3) 0.0502(19) Uani 1 1 d . . . . .
C113 C 0.7493(4) 0.7298(3) 0.4599(2) 0.0423(16) Uani 1 1 d . . . . .
H98 H 0.7432 0.7692 0.4728 0.051 Uiso 1 1 calc R U . . .
C114 C 0.8289(5) 0.7103(3) 0.4481(2) 0.0404(16) Uani 1 1 d . . . . .
C115 C 0.7721(5) 0.5522(3) 0.3998(3) 0.071(3) Uani 1 1 d . . . . .
H117 H 0.7618 0.5582 0.3707 0.106 Uiso 1 1 calc R U . . .
H118 H 0.7296 0.5241 0.4110 0.106 Uiso 1 1 calc R U . . .
H119 H 0.8276 0.5339 0.4037 0.106 Uiso 1 1 calc R U . . .
C116 C 0.5946(5) 0.7155(3) 0.4676(3) 0.059(2) Uani 1 1 d . . . . .
H120 H 0.5917 0.7124 0.4973 0.089 Uiso 1 1 calc R U . . .
H121 H 0.5507 0.6896 0.4555 0.089 Uiso 1 1 calc R U . . .
H122 H 0.5865 0.7592 0.4594 0.089 Uiso 1 1 calc R U . . .
C117 C 0.9010(5) 0.7536(3) 0.4544(2) 0.0487(18) Uani 1 1 d . . . . .
H123 H 0.8847 0.7871 0.4731 0.073 Uiso 1 1 calc R U . . .
H124 H 0.9176 0.7718 0.4283 0.073 Uiso 1 1 calc R U . . .
H125 H 0.9482 0.7304 0.4659 0.073 Uiso 1 1 calc R U . . .
C118 C 0.9878(15) 0.6139(12) 0.4444(8) 0.029(5) Uani 0.45(2) 1 d . U P C 2
C119 C 0.9746(16) 0.5719(9) 0.4776(6) 0.036(4) Uani 0.45(2) 1 d . U P C 2
C120 C 1.0281(17) 0.5665(10) 0.5088(7) 0.047(5) Uani 0.45(2) 1 d . U P C 2
H141 H 1.0137 0.5422 0.5320 0.057 Uiso 0.45(2) 1 calc R U P C 2
C121 C 1.1088(19) 0.5984(11) 0.5068(7) 0.047(5) Uani 0.45(2) 1 d . U P C 2
C122 C 1.1213(15) 0.6389(10) 0.4762(7) 0.045(5) Uani 0.45(2) 1 d . U P C 2
H142 H 1.1701 0.6642 0.4771 0.053 Uiso 0.45(2) 1 calc R U P C 2
C123 C 1.0682(18) 0.6463(16) 0.4434(10) 0.030(5) Uani 0.45(2) 1 d . U P C 2
C124 C 0.8984(14) 0.5293(9) 0.4784(6) 0.047(5) Uani 0.45(2) 1 d . U P C 2
H143 H 0.8640 0.5372 0.4544 0.071 Uiso 0.45(2) 1 calc R U P C 2
H144 H 0.9166 0.4856 0.4785 0.071 Uiso 0.45(2) 1 calc R U P C 2
H145 H 0.8656 0.5378 0.5030 0.071 Uiso 0.45(2) 1 calc R U P C 2
C125 C 1.1671(17) 0.5948(10) 0.5437(7) 0.071(6) Uani 0.45(2) 1 d . U P C 2
H146 H 1.1471 0.5625 0.5624 0.107 Uiso 0.45(2) 1 calc R U P C 2
H147 H 1.2238 0.5844 0.5346 0.107 Uiso 0.45(2) 1 calc R U P C 2
H148 H 1.1679 0.6353 0.5576 0.107 Uiso 0.45(2) 1 calc R U P C 2
C126 C 1.0839(15) 0.6970(13) 0.4130(8) 0.029(5) Uani 0.45(2) 1 d . U P C 2
H149 H 1.0407 0.6957 0.3919 0.044 Uiso 0.45(2) 1 calc R U P C 2
H150 H 1.0824 0.7377 0.4266 0.044 Uiso 0.45(2) 1 calc R U P C 2
H151 H 1.1389 0.6909 0.4005 0.044 Uiso 0.45(2) 1 calc R U P C 2
C127 C 0.274(3) 0.825(2) 0.3786(12) 0.030(6) Uani 0.34(4) 1 d . U P B 2
C128 C 0.196(2) 0.835(2) 0.3681(13) 0.031(7) Uani 0.34(4) 1 d . U P B 2
C129 C 0.147(2) 0.8648(18) 0.3973(10) 0.037(7) Uani 0.34(4) 1 d . U P B 2
H152 H 0.0910 0.8750 0.3907 0.044 Uiso 0.34(4) 1 calc R U P B 2
C130 C 0.1778(19) 0.8800(13) 0.4358(10) 0.028(6) Uani 0.34(4) 1 d . U P B 2
H153 H 0.1429 0.9005 0.4549 0.034 Uiso 0.34(4) 1 calc R U P B 2
C131 C 0.259(2) 0.8649(17) 0.4458(10) 0.033(6) Uani 0.34(4) 1 d . U P B 2
H154 H 0.2804 0.8721 0.4724 0.039 Uiso 0.34(4) 1 calc R U P B 2
C132 C 0.313(2) 0.838(2) 0.4143(13) 0.033(7) Uani 0.34(4) 1 d . U P B 2
C133 C 0.161(2) 0.8173(18) 0.3268(10) 0.042(7) Uani 0.34(4) 1 d . U P B 2
H155 H 0.2044 0.7970 0.3106 0.062 Uiso 0.34(4) 1 calc R U P B 2
H156 H 0.1140 0.7884 0.3305 0.062 Uiso 0.34(4) 1 calc R U P B 2
H157 H 0.1413 0.8550 0.3128 0.062 Uiso 0.34(4) 1 calc R U P B 2
C134 C 0.399(2) 0.8239(15) 0.4256(10) 0.038(7) Uani 0.34(4) 1 d . U P B 2
H158 H 0.4287 0.8059 0.4023 0.057 Uiso 0.34(4) 1 calc R U P B 2
H159 H 0.4271 0.8626 0.4339 0.057 Uiso 0.34(4) 1 calc R U P B 2
H160 H 0.3999 0.7941 0.4482 0.057 Uiso 0.34(4) 1 calc R U P B 2
F10 F 0.5299(11) 1.1084(5) 0.3292(8) 0.059(4) Uani 0.47(4) 1 d D U P A 2
F11 F 0.6115(14) 1.0428(8) 0.3563(4) 0.065(5) Uani 0.47(4) 1 d D U P A 2
F12 F 0.6147(10) 1.0555(10) 0.2923(5) 0.029(4) Uani 0.47(4) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.414(7) . ?
N1 B2 1.435(8) . ?
N1 C5 1.457(7) . ?
C1 C2 1.358(8) . ?
C1 H37 0.9500 . ?
C2 C3 1.438(9) . ?
C2 C6 1.477(8) . ?
C3 C4 1.364(9) . ?
C3 H38 0.9500 . ?
C4 C5 1.461(8) . ?
C4 H39 0.9500 . ?
C5 C7 1.350(8) . ?
C6 F3 1.327(8) . ?
C6 F1 1.326(8) . ?
C6 F2 1.369(9) . ?
C7 N2 1.410(7) . ?
C7 H40 0.9500 . ?
N2 B1 1.417(8) . ?
N2 C8 1.447(8) . ?
C8 C9 1.393(9) . ?
C8 C14 1.397(8) . ?
C9 C11 1.403(9) . ?
C9 C10 1.502(9) . ?
C10 H1 0.9800 . ?
C10 H2 0.9800 . ?
C10 H3 0.9800 . ?
C11 C12 1.396(11) . ?
C11 H41 0.9500 . ?
C12 C13 1.377(11) . ?
C12 H42 0.9500 . ?
C13 C14 1.404(10) . ?
C13 H43 0.9500 . ?
C14 C15 1.507(10) . ?
B1 O1 1.378(8) . ?
B1 O2 1.382(8) . ?
O1 C16 1.474(7) . ?
C15 H4 0.9800 . ?
C15 H5 0.9800 . ?
C15 H6 0.9800 . ?
C16 C19 1.523(9) . ?
C16 C18 1.533(9) . ?
C16 C17 1.576(9) . ?
C17 O2 1.466(7) . ?
C17 C21 1.507(9) . ?
C17 C20 1.525(9) . ?
C18 H7 0.9800 . ?
C18 H8 0.9800 . ?
C18 H9 0.9800 . ?
C19 H10 0.9800 . ?
C19 H11 0.9800 . ?
C19 H12 0.9800 . ?
C20 H13 0.9800 . ?
C20 H14 0.9800 . ?
C20 H15 0.9800 . ?
C21 H16 0.9800 . ?
C21 H17 0.9800 . ?
C21 H18 0.9800 . ?
B2 C31 1.580(9) . ?
B2 C22 1.585(9) . ?
C22 C23 1.408(8) . ?
C22 C27 1.418(8) . ?
C23 C24 1.396(8) . ?
C23 C28 1.536(8) . ?
C24 C25 1.389(9) . ?
C24 H44 0.9500 . ?
C25 C26 1.390(9) . ?
C25 C29 1.512(9) . ?
C26 C27 1.401(9) . ?
C26 H45 0.9500 . ?
C27 C30 1.498(9) . ?
C28 H19 0.9800 . ?
C28 H20 0.9800 . ?
C28 H21 0.9800 . ?
C29 H22 0.9800 . ?
C29 H23 0.9800 . ?
C29 H24 0.9800 . ?
C30 H25 0.9800 . ?
C30 H26 0.9800 . ?
C30 H27 0.9800 . ?
C31 C36 1.422(8) . ?
C31 C32 1.423(8) . ?
C32 C33 1.394(9) . ?
C32 C37 1.513(9) . ?
C33 C34 1.373(10) . ?
C33 H46 0.9500 . ?
C34 C35 1.402(10) . ?
C34 C38 1.514(10) . ?
C35 C36 1.384(9) . ?
C35 H47 0.9500 . ?
C36 C39 1.510(9) . ?
C37 H28 0.9800 . ?
C37 H29 0.9800 . ?
C37 H30 0.9800 . ?
C38 H31 0.9800 . ?
C38 H32 0.9800 . ?
C38 H33 0.9800 . ?
C39 H34 0.9800 . ?
C39 H35 0.9800 . ?
C39 H36 0.9800 . ?
N3 C40 1.401(8) . ?
N3 B4 1.443(9) . ?
N3 C44 1.465(8) . ?
C40 C41 1.346(9) . ?
C40 H48 0.9500 . ?
C41 C42 1.443(10) . ?
C41 C45 1.475(9) . ?
C42 C43 1.347(10) . ?
C42 H49 0.9500 . ?
C43 C44 1.468(9) . ?
C43 H50 0.9500 . ?
C44 C46 1.344(8) . ?
C45 F10 1.316(11) . ?
C45 F6 1.327(10) . ?
C45 F5 1.349(11) . ?
C45 F12 1.359(11) . ?
C45 F4 1.401(10) . ?
C45 F11 1.412(12) . ?
C46 N4 1.386(7) . ?
C46 H161 0.9500 . ?
N4 B3 1.424(8) . ?
N4 C127 1.59(5) . ?
N4 C47 1.429(17) . ?
C47 C52 1.42(2) . ?
C47 C48 1.42(2) . ?
C48 C49 1.37(2) . ?
C48 C53 1.53(2) . ?
C49 C50 1.37(2) . ?
C49 H51 0.9500 . ?
C50 C51 1.37(2) . ?
C50 H52 0.9500 . ?
C51 C52 1.42(3) . ?
C51 H53 0.9500 . ?
C52 C54 1.46(2) . ?
C53 H126 0.9800 . ?
C53 H127 0.9800 . ?
C53 H128 0.9800 . ?
C54 H129 0.9800 . ?
C54 H130 0.9800 . ?
C54 H131 0.9800 . ?
B3 O4 1.374(8) . ?
B3 O3 1.376(8) . ?
O3 C55 1.467(7) . ?
C55 C58 1.508(10) . ?
C55 C57 1.521(11) . ?
C55 C56 1.568(9) . ?
C56 O4 1.474(7) . ?
C56 C60 1.514(9) . ?
C56 C59 1.517(8) . ?
C57 H58 0.9800 . ?
C57 H59 0.9800 . ?
C57 H60 0.9800 . ?
C58 H61 0.9800 . ?
C58 H62 0.9800 . ?
C58 H63 0.9800 . ?
C59 H64 0.9800 . ?
C59 H65 0.9800 . ?
C59 H66 0.9800 . ?
C60 H67 0.9800 . ?
C60 H68 0.9800 . ?
C60 H69 0.9800 . ?
B4 C61 1.583(10) . ?
B4 C70 1.583(9) . ?
C61 C66 1.421(8) . ?
C61 C62 1.425(9) . ?
C62 C63 1.404(9) . ?
C62 C67 1.528(8) . ?
C63 C64 1.391(9) . ?
C63 H54 0.9500 . ?
C64 C65 1.384(8) . ?
C64 C68 1.522(8) . ?
C65 C66 1.403(8) . ?
C65 H55 0.9500 . ?
C66 C69 1.508(8) . ?
C67 H70 0.9800 . ?
C67 H71 0.9800 . ?
C67 H72 0.9800 . ?
C68 H73 0.9800 . ?
C68 H74 0.9800 . ?
C68 H75 0.9800 . ?
C69 H76 0.9800 . ?
C69 H77 0.9800 . ?
C69 H78 0.9800 . ?
C70 C71 1.416(9) . ?
C70 C75 1.426(8) . ?
C71 C72 1.413(9) . ?
C71 C76 1.500(9) . ?
C72 C73 1.377(10) . ?
C72 H56 0.9500 . ?
C73 C74 1.395(10) . ?
C73 C77 1.516(9) . ?
C74 C75 1.387(9) . ?
C74 H57 0.9500 . ?
C75 C78 1.516(9) . ?
C76 H79 0.9800 . ?
C76 H80 0.9800 . ?
C76 H81 0.9800 . ?
C77 H82 0.9800 . ?
C77 H83 0.9800 . ?
C77 H84 0.9800 . ?
C78 H85 0.9800 . ?
C78 H86 0.9800 . ?
C78 H87 0.9800 . ?
N5 C79 1.409(8) . ?
N5 B6 1.448(10) . ?
N5 C83 1.450(9) . ?
C79 C80 1.341(9) . ?
C79 H88 0.9500 . ?
C80 C81 1.445(11) . ?
C80 C84 1.490(9) . ?
C81 C82 1.356(9) . ?
C81 H89 0.9500 . ?
C82 C83 1.463(9) . ?
C82 H90 0.9500 . ?
C83 C85 1.357(9) . ?
C84 F9 1.340(8) . ?
C84 F7 1.346(10) . ?
C84 F8 1.348(8) . ?
C85 N6 1.395(8) . ?
C85 H91 0.9500 . ?
N6 B5 1.427(9) . ?
N6 C86 1.444(8) . ?
C86 C87 1.393(9) . ?
C86 C91 1.401(9) . ?
C87 C88 1.398(10) . ?
C87 C92 1.503(9) . ?
C88 C89 1.366(11) . ?
C88 H92 0.9500 . ?
C89 C90 1.388(11) . ?
C89 H93 0.9500 . ?
C90 C91 1.398(10) . ?
C90 H94 0.9500 . ?
C91 C93 1.505(11) . ?
C92 H99 0.9800 . ?
C92 H100 0.9800 . ?
C92 H101 0.9800 . ?
C93 H102 0.9800 . ?
C93 H103 0.9800 . ?
C93 H104 0.9800 . ?
B5 O5 1.362(10) . ?
B5 O6 1.389(9) . ?
O5 C94 1.464(9) . ?
C94 C96 1.465(12) . ?
C94 C95 1.549(12) . ?
C94 C97 1.565(12) . ?
C95 C99 1.457(12) . ?
C95 O6 1.483(9) . ?
C95 C98 1.605(13) . ?
C96 H105 0.9800 . ?
C96 H106 0.9800 . ?
C96 H107 0.9800 . ?
C97 H108 0.9800 . ?
C97 H109 0.9800 . ?
C97 H110 0.9800 . ?
C98 H111 0.9800 . ?
C98 H112 0.9800 . ?
C98 H113 0.9800 . ?
C99 H114 0.9800 . ?
C99 H115 0.9800 . ?
C99 H116 0.9800 . ?
B6 C118 1.36(3) . ?
B6 C109 1.582(10) . ?
B6 C100 1.75(2) . ?
C100 C105 1.43(2) . ?
C100 C101 1.44(3) . ?
C101 C102 1.36(2) . ?
C101 C106 1.51(2) . ?
C102 C103 1.40(2) . ?
C102 H95 0.9500 . ?
C103 C104 1.41(2) . ?
C103 C107 1.52(2) . ?
C104 C105 1.37(3) . ?
C104 H96 0.9500 . ?
C105 C108 1.54(3) . ?
C106 H132 0.9800 . ?
C106 H133 0.9800 . ?
C106 H134 0.9800 . ?
C107 H135 0.9800 . ?
C107 H136 0.9800 . ?
C107 H137 0.9800 . ?
C108 H138 0.9800 . ?
C108 H139 0.9800 . ?
C108 H140 0.9800 . ?
C109 C110 1.419(11) . ?
C109 C114 1.421(9) . ?
C110 C111 1.396(10) . ?
C110 C115 1.517(10) . ?
C111 C112 1.385(10) . ?
C111 H97 0.9500 . ?
C112 C113 1.395(11) . ?
C112 C116 1.500(10) . ?
C113 C114 1.395(9) . ?
C113 H98 0.9500 . ?
C114 C117 1.495(10) . ?
C115 H117 0.9800 . ?
C115 H118 0.9800 . ?
C115 H119 0.9800 . ?
C116 H120 0.9800 . ?
C116 H121 0.9800 . ?
C116 H122 0.9800 . ?
C117 H123 0.9800 . ?
C117 H124 0.9800 . ?
C117 H125 0.9800 . ?
C118 C119 1.43(3) . ?
C118 C123 1.46(3) . ?
C119 C120 1.34(3) . ?
C119 C124 1.52(3) . ?
C120 C121 1.46(3) . ?
C120 H141 0.9500 . ?
C121 C122 1.34(3) . ?
C121 C125 1.53(3) . ?
C122 C123 1.38(4) . ?
C122 H142 0.9500 . ?
C123 C126 1.50(4) . ?
C124 H143 0.9800 . ?
C124 H144 0.9800 . ?
C124 H145 0.9800 . ?
C125 H146 0.9800 . ?
C125 H147 0.9800 . ?
C125 H148 0.9800 . ?
C126 H149 0.9800 . ?
C126 H150 0.9800 . ?
C126 H151 0.9800 . ?
C127 C132 1.35(5) . ?
C127 C128 1.31(5) . ?
C128 C129 1.40(5) . ?
C128 C133 1.52(4) . ?
C129 C130 1.40(3) . ?
C129 H152 0.9500 . ?
C130 C131 1.39(3) . ?
C130 H153 0.9500 . ?
C131 C132 1.46(5) . ?
C131 H154 0.9500 . ?
C132 C134 1.47(3) . ?
C133 H155 0.9800 . ?
C133 H156 0.9800 . ?
C133 H157 0.9800 . ?
C134 H158 0.9800 . ?
C134 H159 0.9800 . ?
C134 H160 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 B2 120.4(5) . . ?
C1 N1 C5 115.5(5) . . ?
B2 N1 C5 124.1(5) . . ?
C2 C1 N1 120.2(5) . . ?
C2 C1 H37 119.9 . . ?
N1 C1 H37 119.9 . . ?
C1 C2 C3 120.4(5) . . ?
C1 C2 C6 119.1(6) . . ?
C3 C2 C6 120.4(6) . . ?
C4 C3 C2 119.8(6) . . ?
C4 C3 H38 120.1 . . ?
C2 C3 H38 120.1 . . ?
C3 C4 C5 118.5(6) . . ?
C3 C4 H39 120.7 . . ?
C5 C4 H39 120.7 . . ?
C7 C5 N1 114.8(5) . . ?
C7 C5 C4 130.0(5) . . ?
N1 C5 C4 115.0(5) . . ?
F3 C6 F1 107.4(6) . . ?
F3 C6 F2 105.8(6) . . ?
F1 C6 F2 104.4(5) . . ?
F3 C6 C2 112.8(5) . . ?
F1 C6 C2 114.6(6) . . ?
F2 C6 C2 111.1(6) . . ?
C5 C7 N2 129.9(5) . . ?
C5 C7 H40 115.1 . . ?
N2 C7 H40 115.1 . . ?
C7 N2 B1 118.2(5) . . ?
C7 N2 C8 121.7(5) . . ?
B1 N2 C8 119.8(5) . . ?
C9 C8 C14 122.2(6) . . ?
C9 C8 N2 118.5(5) . . ?
C14 C8 N2 119.3(6) . . ?
C8 C9 C11 118.3(6) . . ?
C8 C9 C10 121.2(6) . . ?
C11 C9 C10 120.5(6) . . ?
C9 C10 H1 109.5 . . ?
C9 C10 H2 109.5 . . ?
H1 C10 H2 109.5 . . ?
C9 C10 H3 109.5 . . ?
H1 C10 H3 109.5 . . ?
H2 C10 H3 109.5 . . ?
C12 C11 C9 120.4(7) . . ?
C12 C11 H41 119.8 . . ?
C9 C11 H41 119.8 . . ?
C13 C12 C11 119.9(6) . . ?
C13 C12 H42 120.0 . . ?
C11 C12 H42 120.0 . . ?
C12 C13 C14 121.3(6) . . ?
C12 C13 H43 119.3 . . ?
C14 C13 H43 119.3 . . ?
C8 C14 C13 117.7(6) . . ?
C8 C14 C15 120.5(6) . . ?
C13 C14 C15 121.9(6) . . ?
O1 B1 O2 113.6(5) . . ?
O1 B1 N2 122.5(6) . . ?
O2 B1 N2 124.0(6) . . ?
B1 O1 C16 105.6(5) . . ?
C14 C15 H4 109.5 . . ?
C14 C15 H5 109.5 . . ?
H4 C15 H5 109.5 . . ?
C14 C15 H6 109.5 . . ?
H4 C15 H6 109.5 . . ?
H5 C15 H6 109.5 . . ?
O1 C16 C19 106.4(5) . . ?
O1 C16 C18 107.4(5) . . ?
C19 C16 C18 110.4(6) . . ?
O1 C16 C17 102.2(4) . . ?
C19 C16 C17 112.9(5) . . ?
C18 C16 C17 116.6(5) . . ?
O2 C17 C21 108.9(5) . . ?
O2 C17 C20 107.2(5) . . ?
C21 C17 C20 111.1(5) . . ?
O2 C17 C16 101.3(4) . . ?
C21 C17 C16 114.3(5) . . ?
C20 C17 C16 113.2(5) . . ?
B1 O2 C17 107.0(5) . . ?
C16 C18 H7 109.5 . . ?
C16 C18 H8 109.5 . . ?
H7 C18 H8 109.5 . . ?
C16 C18 H9 109.5 . . ?
H7 C18 H9 109.5 . . ?
H8 C18 H9 109.5 . . ?
C16 C19 H10 109.5 . . ?
C16 C19 H11 109.5 . . ?
H10 C19 H11 109.5 . . ?
C16 C19 H12 109.5 . . ?
H10 C19 H12 109.5 . . ?
H11 C19 H12 109.5 . . ?
C17 C20 H13 109.5 . . ?
C17 C20 H14 109.5 . . ?
H13 C20 H14 109.5 . . ?
C17 C20 H15 109.5 . . ?
H13 C20 H15 109.5 . . ?
H14 C20 H15 109.5 . . ?
C17 C21 H16 109.5 . . ?
C17 C21 H17 109.5 . . ?
H16 C21 H17 109.5 . . ?
C17 C21 H18 109.5 . . ?
H16 C21 H18 109.5 . . ?
H17 C21 H18 109.5 . . ?
N1 B2 C31 118.2(5) . . ?
N1 B2 C22 120.0(5) . . ?
C31 B2 C22 121.7(5) . . ?
C23 C22 C27 117.8(5) . . ?
C23 C22 B2 121.0(5) . . ?
C27 C22 B2 121.0(5) . . ?
C24 C23 C22 120.8(5) . . ?
C24 C23 C28 116.3(5) . . ?
C22 C23 C28 122.9(5) . . ?
C25 C24 C23 121.7(6) . . ?
C25 C24 H44 119.2 . . ?
C23 C24 H44 119.2 . . ?
C26 C25 C24 117.8(5) . . ?
C26 C25 C29 120.4(6) . . ?
C24 C25 C29 121.7(6) . . ?
C25 C26 C27 122.2(6) . . ?
C25 C26 H45 118.9 . . ?
C27 C26 H45 118.9 . . ?
C26 C27 C22 119.8(6) . . ?
C26 C27 C30 117.7(5) . . ?
C22 C27 C30 122.5(6) . . ?
C23 C28 H19 109.5 . . ?
C23 C28 H20 109.5 . . ?
H19 C28 H20 109.5 . . ?
C23 C28 H21 109.5 . . ?
H19 C28 H21 109.5 . . ?
H20 C28 H21 109.5 . . ?
C25 C29 H22 109.5 . . ?
C25 C29 H23 109.5 . . ?
H22 C29 H23 109.5 . . ?
C25 C29 H24 109.5 . . ?
H22 C29 H24 109.5 . . ?
H23 C29 H24 109.5 . . ?
C27 C30 H25 109.5 . . ?
C27 C30 H26 109.5 . . ?
H25 C30 H26 109.5 . . ?
C27 C30 H27 109.5 . . ?
H25 C30 H27 109.5 . . ?
H26 C30 H27 109.5 . . ?
C36 C31 C32 117.7(5) . . ?
C36 C31 B2 121.1(5) . . ?
C32 C31 B2 121.1(5) . . ?
C33 C32 C31 119.8(6) . . ?
C33 C32 C37 118.2(5) . . ?
C31 C32 C37 121.9(5) . . ?
C34 C33 C32 122.6(6) . . ?
C34 C33 H46 118.7 . . ?
C32 C33 H46 118.7 . . ?
C33 C34 C35 117.5(7) . . ?
C33 C34 C38 121.7(7) . . ?
C35 C34 C38 120.7(7) . . ?
C36 C35 C34 122.3(6) . . ?
C36 C35 H47 118.8 . . ?
C34 C35 H47 118.8 . . ?
C35 C36 C31 119.9(6) . . ?
C35 C36 C39 119.6(6) . . ?
C31 C36 C39 120.5(5) . . ?
C32 C37 H28 109.5 . . ?
C32 C37 H29 109.5 . . ?
H28 C37 H29 109.5 . . ?
C32 C37 H30 109.5 . . ?
H28 C37 H30 109.5 . . ?
H29 C37 H30 109.5 . . ?
C34 C38 H31 109.5 . . ?
C34 C38 H32 109.5 . . ?
H31 C38 H32 109.5 . . ?
C34 C38 H33 109.5 . . ?
H31 C38 H33 109.5 . . ?
H32 C38 H33 109.5 . . ?
C36 C39 H34 109.5 . . ?
C36 C39 H35 109.5 . . ?
H34 C39 H35 109.5 . . ?
C36 C39 H36 109.5 . . ?
H34 C39 H36 109.5 . . ?
H35 C39 H36 109.5 . . ?
C40 N3 B4 120.6(5) . . ?
C40 N3 C44 116.0(5) . . ?
B4 N3 C44 123.3(5) . . ?
C41 C40 N3 120.5(6) . . ?
C41 C40 H48 119.7 . . ?
N3 C40 H48 119.7 . . ?
C40 C41 C42 120.4(6) . . ?
C40 C41 C45 120.2(6) . . ?
C42 C41 C45 119.2(6) . . ?
C43 C42 C41 119.9(6) . . ?
C43 C42 H49 120.1 . . ?
C41 C42 H49 120.1 . . ?
C42 C43 C44 118.9(6) . . ?
C42 C43 H50 120.5 . . ?
C44 C43 H50 120.5 . . ?
C46 C44 N3 115.6(5) . . ?
C46 C44 C43 129.4(6) . . ?
N3 C44 C43 114.7(5) . . ?
F6 C45 F5 108.9(10) . . ?
F10 C45 F12 106.6(11) . . ?
F6 C45 F4 104.6(8) . . ?
F5 C45 F4 107.5(10) . . ?
F10 C45 F11 101.6(10) . . ?
F12 C45 F11 100.2(11) . . ?
F10 C45 C41 118.8(9) . . ?
F6 C45 C41 112.2(7) . . ?
F5 C45 C41 114.9(10) . . ?
F12 C45 C41 114.4(10) . . ?
F4 C45 C41 108.1(7) . . ?
F11 C45 C41 112.9(8) . . ?
C44 C46 N4 131.2(6) . . ?
C44 C46 H161 114.4 . . ?
N4 C46 H161 114.4 . . ?
C46 N4 B3 118.9(5) . . ?
C46 N4 C127 124.4(17) . . ?
B3 N4 C127 115.5(17) . . ?
C46 N4 C47 121.2(10) . . ?
B3 N4 C47 119.9(11) . . ?
C52 C47 C48 120.7(16) . . ?
C52 C47 N4 118.3(15) . . ?
C48 C47 N4 120.9(12) . . ?
C47 C48 C49 119.2(15) . . ?
C47 C48 C53 120.4(16) . . ?
C49 C48 C53 120.4(15) . . ?
C50 C49 C48 120.6(16) . . ?
C50 C49 H51 119.7 . . ?
C48 C49 H51 119.7 . . ?
C51 C50 C49 122.0(16) . . ?
C51 C50 H52 119.0 . . ?
C49 C50 H52 119.0 . . ?
C50 C51 C52 120.4(16) . . ?
C50 C51 H53 119.8 . . ?
C52 C51 H53 119.8 . . ?
C47 C52 C54 119.6(17) . . ?
C47 C52 C51 117.1(15) . . ?
C54 C52 C51 123.2(17) . . ?
C48 C53 H126 109.5 . . ?
C48 C53 H127 109.5 . . ?
H126 C53 H127 109.5 . . ?
C48 C53 H128 109.5 . . ?
H126 C53 H128 109.5 . . ?
H127 C53 H128 109.5 . . ?
C52 C54 H129 109.5 . . ?
C52 C54 H130 109.5 . . ?
H129 C54 H130 109.5 . . ?
C52 C54 H131 109.5 . . ?
H129 C54 H131 109.5 . . ?
H130 C54 H131 109.5 . . ?
O4 B3 O3 113.7(5) . . ?
O4 B3 N4 123.4(6) . . ?
O3 B3 N4 122.9(6) . . ?
B3 O3 C55 106.7(5) . . ?
O3 C55 C58 109.5(6) . . ?
O3 C55 C57 106.1(6) . . ?
C58 C55 C57 112.6(6) . . ?
O3 C55 C56 101.4(5) . . ?
C58 C55 C56 114.3(6) . . ?
C57 C55 C56 111.9(6) . . ?
O4 C56 C60 106.7(5) . . ?
O4 C56 C59 109.2(5) . . ?
C60 C56 C59 110.5(5) . . ?
O4 C56 C55 102.1(5) . . ?
C60 C56 C55 112.4(5) . . ?
C59 C56 C55 115.2(5) . . ?
B3 O4 C56 105.9(5) . . ?
C55 C57 H58 109.5 . . ?
C55 C57 H59 109.5 . . ?
H58 C57 H59 109.5 . . ?
C55 C57 H60 109.5 . . ?
H58 C57 H60 109.5 . . ?
H59 C57 H60 109.5 . . ?
C55 C58 H61 109.5 . . ?
C55 C58 H62 109.5 . . ?
H61 C58 H62 109.5 . . ?
C55 C58 H63 109.5 . . ?
H61 C58 H63 109.5 . . ?
H62 C58 H63 109.5 . . ?
C56 C59 H64 109.5 . . ?
C56 C59 H65 109.5 . . ?
H64 C59 H65 109.5 . . ?
C56 C59 H66 109.5 . . ?
H64 C59 H66 109.5 . . ?
H65 C59 H66 109.5 . . ?
C56 C60 H67 109.5 . . ?
C56 C60 H68 109.5 . . ?
H67 C60 H68 109.5 . . ?
C56 C60 H69 109.5 . . ?
H67 C60 H69 109.5 . . ?
H68 C60 H69 109.5 . . ?
N3 B4 C61 118.8(5) . . ?
N3 B4 C70 117.7(6) . . ?
C61 B4 C70 123.5(6) . . ?
C66 C61 C62 117.7(6) . . ?
C66 C61 B4 122.7(5) . . ?
C62 C61 B4 119.6(5) . . ?
C63 C62 C61 120.3(5) . . ?
C63 C62 C67 117.7(6) . . ?
C61 C62 C67 122.0(6) . . ?
C64 C63 C62 121.5(6) . . ?
C64 C63 H54 119.2 . . ?
C62 C63 H54 119.2 . . ?
C65 C64 C63 118.3(6) . . ?
C65 C64 C68 121.6(6) . . ?
C63 C64 C68 120.1(6) . . ?
C64 C65 C66 122.3(5) . . ?
C64 C65 H55 118.8 . . ?
C66 C65 H55 118.8 . . ?
C65 C66 C61 119.8(5) . . ?
C65 C66 C69 119.2(5) . . ?
C61 C66 C69 121.0(5) . . ?
C62 C67 H70 109.5 . . ?
C62 C67 H71 109.5 . . ?
H70 C67 H71 109.5 . . ?
C62 C67 H72 109.5 . . ?
H70 C67 H72 109.5 . . ?
H71 C67 H72 109.5 . . ?
C64 C68 H73 109.5 . . ?
C64 C68 H74 109.5 . . ?
H73 C68 H74 109.5 . . ?
C64 C68 H75 109.5 . . ?
H73 C68 H75 109.5 . . ?
H74 C68 H75 109.5 . . ?
C66 C69 H76 109.5 . . ?
C66 C69 H77 109.5 . . ?
H76 C69 H77 109.5 . . ?
C66 C69 H78 109.5 . . ?
H76 C69 H78 109.5 . . ?
H77 C69 H78 109.5 . . ?
C71 C70 C75 117.7(6) . . ?
C71 C70 B4 122.0(5) . . ?
C75 C70 B4 120.3(5) . . ?
C72 C71 C70 119.6(6) . . ?
C72 C71 C76 118.1(6) . . ?
C70 C71 C76 122.2(6) . . ?
C73 C72 C71 122.2(6) . . ?
C73 C72 H56 118.9 . . ?
C71 C72 H56 118.9 . . ?
C72 C73 C74 118.1(6) . . ?
C72 C73 C77 121.2(7) . . ?
C74 C73 C77 120.7(7) . . ?
C75 C74 C73 121.9(6) . . ?
C75 C74 H57 119.0 . . ?
C73 C74 H57 119.0 . . ?
C74 C75 C70 120.4(6) . . ?
C74 C75 C78 118.3(6) . . ?
C70 C75 C78 121.2(5) . . ?
C71 C76 H79 109.5 . . ?
C71 C76 H80 109.5 . . ?
H79 C76 H80 109.5 . . ?
C71 C76 H81 109.5 . . ?
H79 C76 H81 109.5 . . ?
H80 C76 H81 109.5 . . ?
C73 C77 H82 109.5 . . ?
C73 C77 H83 109.5 . . ?
H82 C77 H83 109.5 . . ?
C73 C77 H84 109.5 . . ?
H82 C77 H84 109.5 . . ?
H83 C77 H84 109.5 . . ?
C75 C78 H85 109.5 . . ?
C75 C78 H86 109.5 . . ?
H85 C78 H86 109.5 . . ?
C75 C78 H87 109.5 . . ?
H85 C78 H87 109.5 . . ?
H86 C78 H87 109.5 . . ?
C79 N5 B6 118.7(6) . . ?
C79 N5 C83 117.2(5) . . ?
B6 N5 C83 124.0(5) . . ?
C80 C79 N5 120.5(7) . . ?
C80 C79 H88 119.7 . . ?
N5 C79 H88 119.7 . . ?
C79 C80 C81 120.8(6) . . ?
C79 C80 C84 119.5(7) . . ?
C81 C80 C84 119.7(6) . . ?
C82 C81 C80 119.5(6) . . ?
C82 C81 H89 120.3 . . ?
C80 C81 H89 120.3 . . ?
C81 C82 C83 119.6(7) . . ?
C81 C82 H90 120.2 . . ?
C83 C82 H90 120.2 . . ?
C85 C83 N5 115.3(6) . . ?
C85 C83 C82 129.6(7) . . ?
N5 C83 C82 115.0(5) . . ?
F9 C84 F7 105.0(6) . . ?
F9 C84 F8 106.4(6) . . ?
F7 C84 F8 106.6(6) . . ?
F9 C84 C80 113.0(6) . . ?
F7 C84 C80 113.3(6) . . ?
F8 C84 C80 112.0(6) . . ?
C83 C85 N6 131.0(6) . . ?
C83 C85 H91 114.5 . . ?
N6 C85 H91 114.5 . . ?
C85 N6 B5 119.9(6) . . ?
C85 N6 C86 121.6(5) . . ?
B5 N6 C86 118.5(6) . . ?
C87 C86 C91 121.5(6) . . ?
C87 C86 N6 119.3(6) . . ?
C91 C86 N6 119.1(6) . . ?
C86 C87 C88 118.3(6) . . ?
C86 C87 C92 120.5(6) . . ?
C88 C87 C92 121.3(6) . . ?
C89 C88 C87 121.6(7) . . ?
C89 C88 H92 119.2 . . ?
C87 C88 H92 119.2 . . ?
C88 C89 C90 119.4(7) . . ?
C88 C89 H93 120.3 . . ?
C90 C89 H93 120.3 . . ?
C89 C90 C91 121.4(7) . . ?
C89 C90 H94 119.3 . . ?
C91 C90 H94 119.3 . . ?
C90 C91 C86 117.7(6) . . ?
C90 C91 C93 121.3(6) . . ?
C86 C91 C93 121.0(7) . . ?
C87 C92 H99 109.5 . . ?
C87 C92 H100 109.5 . . ?
H99 C92 H100 109.5 . . ?
C87 C92 H101 109.5 . . ?
H99 C92 H101 109.5 . . ?
H100 C92 H101 109.5 . . ?
C91 C93 H102 109.5 . . ?
C91 C93 H103 109.5 . . ?
H102 C93 H103 109.5 . . ?
C91 C93 H104 109.5 . . ?
H102 C93 H104 109.5 . . ?
H103 C93 H104 109.5 . . ?
O5 B5 O6 115.0(6) . . ?
O5 B5 N6 123.2(7) . . ?
O6 B5 N6 121.8(7) . . ?
B5 O5 C94 106.9(6) . . ?
O5 C94 C96 110.7(7) . . ?
O5 C94 C95 101.4(6) . . ?
C96 C94 C95 118.1(8) . . ?
O5 C94 C97 107.0(7) . . ?
C96 C94 C97 108.8(8) . . ?
C95 C94 C97 110.1(8) . . ?
C99 C95 O6 110.2(8) . . ?
C99 C95 C94 120.5(8) . . ?
O6 C95 C94 104.1(6) . . ?
C99 C95 C98 110.9(8) . . ?
O6 C95 C98 105.0(6) . . ?
C94 C95 C98 104.9(8) . . ?
B5 O6 C95 103.7(6) . . ?
C94 C96 H105 109.5 . . ?
C94 C96 H106 109.5 . . ?
H105 C96 H106 109.5 . . ?
C94 C96 H107 109.5 . . ?
H105 C96 H107 109.5 . . ?
H106 C96 H107 109.5 . . ?
C94 C97 H108 109.5 . . ?
C94 C97 H109 109.5 . . ?
H108 C97 H109 109.5 . . ?
C94 C97 H110 109.5 . . ?
H108 C97 H110 109.5 . . ?
H109 C97 H110 109.5 . . ?
C95 C98 H111 109.5 . . ?
C95 C98 H112 109.5 . . ?
H111 C98 H112 109.5 . . ?
C95 C98 H113 109.5 . . ?
H111 C98 H113 109.5 . . ?
H112 C98 H113 109.5 . . ?
C95 C99 H114 109.5 . . ?
C95 C99 H115 109.5 . . ?
H114 C99 H115 109.5 . . ?
C95 C99 H116 109.5 . . ?
H114 C99 H116 109.5 . . ?
H115 C99 H116 109.5 . . ?
C118 B6 N5 117.4(14) . . ?
C118 B6 C109 121.8(14) . . ?
N5 B6 C109 120.2(8) . . ?
N5 B6 C100 115.6(10) . . ?
C109 B6 C100 124.2(10) . . ?
C105 C100 C101 116.2(18) . . ?
C105 C100 B6 121.6(19) . . ?
C101 C100 B6 122.2(14) . . ?
C102 C101 C100 120.8(16) . . ?
C102 C101 C106 119.6(17) . . ?
C100 C101 C106 119.6(16) . . ?
C101 C102 C103 122.6(16) . . ?
C101 C102 H95 118.7 . . ?
C103 C102 H95 118.7 . . ?
C102 C103 C104 117.7(14) . . ?
C102 C103 C107 123.1(15) . . ?
C104 C103 C107 119.2(16) . . ?
C105 C104 C103 121.0(17) . . ?
C105 C104 H96 119.5 . . ?
C103 C104 H96 119.5 . . ?
C104 C105 C100 121(2) . . ?
C104 C105 C108 117.1(18) . . ?
C100 C105 C108 121(2) . . ?
C101 C106 H132 109.5 . . ?
C101 C106 H133 109.5 . . ?
H132 C106 H133 109.5 . . ?
C101 C106 H134 109.5 . . ?
H132 C106 H134 109.5 . . ?
H133 C106 H134 109.5 . . ?
C103 C107 H135 109.5 . . ?
C103 C107 H136 109.5 . . ?
H135 C107 H136 109.5 . . ?
C103 C107 H137 109.5 . . ?
H135 C107 H137 109.5 . . ?
H136 C107 H137 109.5 . . ?
C105 C108 H138 109.5 . . ?
C105 C108 H139 109.5 . . ?
H138 C108 H139 109.5 . . ?
C105 C108 H140 109.5 . . ?
H138 C108 H140 109.5 . . ?
H139 C108 H140 109.5 . . ?
C110 C109 C114 118.0(6) . . ?
C110 C109 B6 119.7(6) . . ?
C114 C109 B6 122.0(7) . . ?
C111 C110 C109 119.5(6) . . ?
C111 C110 C115 118.3(7) . . ?
C109 C110 C115 122.2(6) . . ?
C112 C111 C110 123.0(7) . . ?
C112 C111 H97 118.5 . . ?
C110 C111 H97 118.5 . . ?
C111 C112 C113 117.3(7) . . ?
C111 C112 C116 122.6(7) . . ?
C113 C112 C116 120.0(6) . . ?
C114 C113 C112 122.1(6) . . ?
C114 C113 H98 118.9 . . ?
C112 C113 H98 118.9 . . ?
C113 C114 C109 120.1(7) . . ?
C113 C114 C117 118.7(6) . . ?
C109 C114 C117 121.0(6) . . ?
C110 C115 H117 109.5 . . ?
C110 C115 H118 109.5 . . ?
H117 C115 H118 109.5 . . ?
C110 C115 H119 109.5 . . ?
H117 C115 H119 109.5 . . ?
H118 C115 H119 109.5 . . ?
C112 C116 H120 109.5 . . ?
C112 C116 H121 109.5 . . ?
H120 C116 H121 109.5 . . ?
C112 C116 H122 109.5 . . ?
H120 C116 H122 109.5 . . ?
H121 C116 H122 109.5 . . ?
C114 C117 H123 109.5 . . ?
C114 C117 H124 109.5 . . ?
H123 C117 H124 109.5 . . ?
C114 C117 H125 109.5 . . ?
H123 C117 H125 109.5 . . ?
H124 C117 H125 109.5 . . ?
B6 C118 C119 123.5(18) . . ?
B6 C118 C123 120(2) . . ?
C119 C118 C123 116(2) . . ?
C120 C119 C118 123(2) . . ?
C120 C119 C124 116.5(18) . . ?
C118 C119 C124 120.5(18) . . ?
C119 C120 C121 119(2) . . ?
C119 C120 H141 120.4 . . ?
C121 C120 H141 120.4 . . ?
C122 C121 C120 118(2) . . ?
C122 C121 C125 122(2) . . ?
C120 C121 C125 119(2) . . ?
C121 C122 C123 125(2) . . ?
C121 C122 H142 117.7 . . ?
C123 C122 H142 117.7 . . ?
C122 C123 C118 118(2) . . ?
C122 C123 C126 120(2) . . ?
C118 C123 C126 120(2) . . ?
C119 C124 H143 109.5 . . ?
C119 C124 H144 109.5 . . ?
H143 C124 H144 109.5 . . ?
C119 C124 H145 109.5 . . ?
H143 C124 H145 109.5 . . ?
H144 C124 H145 109.5 . . ?
C121 C125 H146 109.5 . . ?
C121 C125 H147 109.5 . . ?
H146 C125 H147 109.5 . . ?
C121 C125 H148 109.5 . . ?
H146 C125 H148 109.5 . . ?
H147 C125 H148 109.5 . . ?
C123 C126 H149 109.5 . . ?
C123 C126 H150 109.5 . . ?
H149 C126 H150 109.5 . . ?
C123 C126 H151 109.5 . . ?
H149 C126 H151 109.5 . . ?
H150 C126 H151 109.5 . . ?
C132 C127 C128 129(4) . . ?
C132 C127 N4 108(3) . . ?
C128 C127 N4 123(3) . . ?
C129 C128 C127 116(3) . . ?
C129 C128 C133 121(3) . . ?
C127 C128 C133 123(4) . . ?
C128 C129 C130 122(3) . . ?
C128 C129 H152 118.9 . . ?
C130 C129 H152 118.9 . . ?
C129 C130 C131 120(3) . . ?
C129 C130 H153 120.2 . . ?
C131 C130 H153 120.2 . . ?
C130 C131 C132 118(3) . . ?
C130 C131 H154 121.0 . . ?
C132 C131 H154 121.0 . . ?
C131 C132 C127 116(3) . . ?
C131 C132 C134 117(3) . . ?
C127 C132 C134 127(4) . . ?
C128 C133 H155 109.5 . . ?
C128 C133 H156 109.5 . . ?
H155 C133 H156 109.5 . . ?
C128 C133 H157 109.5 . . ?
H155 C133 H157 109.5 . . ?
H156 C133 H157 109.5 . . ?
C132 C134 H158 109.5 . . ?
C132 C134 H159 109.5 . . ?
H158 C134 H159 109.5 . . ?
C132 C134 H160 109.5 . . ?
H158 C134 H160 109.5 . . ?
H159 C134 H160 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
B2 N1 C1 C2 153.2(6) . . . . ?
C5 N1 C1 C2 -24.1(8) . . . . ?
N1 C1 C2 C3 -1.5(9) . . . . ?
N1 C1 C2 C6 -177.9(6) . . . . ?
C1 C2 C3 C4 12.9(11) . . . . ?
C6 C2 C3 C4 -170.7(7) . . . . ?
C2 C3 C4 C5 2.6(10) . . . . ?
C1 N1 C5 C7 -137.7(5) . . . . ?
B2 N1 C5 C7 45.0(8) . . . . ?
C1 N1 C5 C4 38.1(7) . . . . ?
B2 N1 C5 C4 -139.1(6) . . . . ?
C3 C4 C5 C7 147.4(7) . . . . ?
C3 C4 C5 N1 -27.7(9) . . . . ?
C1 C2 C6 F3 122.8(7) . . . . ?
C3 C2 C6 F3 -53.7(9) . . . . ?
C1 C2 C6 F1 -0.6(9) . . . . ?
C3 C2 C6 F1 -177.0(6) . . . . ?
C1 C2 C6 F2 -118.6(7) . . . . ?
C3 C2 C6 F2 64.9(8) . . . . ?
N1 C5 C7 N2 -172.3(5) . . . . ?
C4 C5 C7 N2 12.6(10) . . . . ?
C5 C7 N2 B1 -173.8(6) . . . . ?
C5 C7 N2 C8 13.1(9) . . . . ?
C7 N2 C8 C9 -93.1(7) . . . . ?
B1 N2 C8 C9 94.0(7) . . . . ?
C7 N2 C8 C14 88.9(7) . . . . ?
B1 N2 C8 C14 -84.0(7) . . . . ?
C14 C8 C9 C11 -3.1(9) . . . . ?
N2 C8 C9 C11 179.0(5) . . . . ?
C14 C8 C9 C10 175.9(6) . . . . ?
N2 C8 C9 C10 -2.1(9) . . . . ?
C8 C9 C11 C12 0.3(9) . . . . ?
C10 C9 C11 C12 -178.6(6) . . . . ?
C9 C11 C12 C13 1.0(10) . . . . ?
C11 C12 C13 C14 0.4(10) . . . . ?
C9 C8 C14 C13 4.4(9) . . . . ?
N2 C8 C14 C13 -177.7(5) . . . . ?
C9 C8 C14 C15 -175.0(6) . . . . ?
N2 C8 C14 C15 2.9(9) . . . . ?
C12 C13 C14 C8 -3.1(10) . . . . ?
C12 C13 C14 C15 176.3(7) . . . . ?
C7 N2 B1 O1 -173.5(5) . . . . ?
C8 N2 B1 O1 -0.3(9) . . . . ?
C7 N2 B1 O2 7.4(9) . . . . ?
C8 N2 B1 O2 -179.4(5) . . . . ?
O2 B1 O1 C16 -13.6(7) . . . . ?
N2 B1 O1 C16 167.2(6) . . . . ?
B1 O1 C16 C19 -91.1(6) . . . . ?
B1 O1 C16 C18 150.7(5) . . . . ?
B1 O1 C16 C17 27.5(6) . . . . ?
O1 C16 C17 O2 -31.3(5) . . . . ?
C19 C16 C17 O2 82.6(6) . . . . ?
C18 C16 C17 O2 -148.1(5) . . . . ?
O1 C16 C17 C21 -148.2(5) . . . . ?
C19 C16 C17 C21 -34.3(7) . . . . ?
C18 C16 C17 C21 95.0(7) . . . . ?
O1 C16 C17 C20 83.1(6) . . . . ?
C19 C16 C17 C20 -163.0(5) . . . . ?
C18 C16 C17 C20 -33.7(7) . . . . ?
O1 B1 O2 C17 -8.1(7) . . . . ?
N2 B1 O2 C17 171.1(6) . . . . ?
C21 C17 O2 B1 145.1(5) . . . . ?
C20 C17 O2 B1 -94.6(6) . . . . ?
C16 C17 O2 B1 24.3(6) . . . . ?
C1 N1 B2 C31 19.7(8) . . . . ?
C5 N1 B2 C31 -163.2(5) . . . . ?
C1 N1 B2 C22 -156.2(5) . . . . ?
C5 N1 B2 C22 20.9(8) . . . . ?
N1 B2 C22 C23 59.7(8) . . . . ?
C31 B2 C22 C23 -116.1(6) . . . . ?
N1 B2 C22 C27 -125.2(6) . . . . ?
C31 B2 C22 C27 59.1(8) . . . . ?
C27 C22 C23 C24 -1.2(9) . . . . ?
B2 C22 C23 C24 174.1(6) . . . . ?
C27 C22 C23 C28 176.0(6) . . . . ?
B2 C22 C23 C28 -8.7(9) . . . . ?
C22 C23 C24 C25 0.9(10) . . . . ?
C28 C23 C24 C25 -176.5(6) . . . . ?
C23 C24 C25 C26 0.7(10) . . . . ?
C23 C24 C25 C29 176.9(7) . . . . ?
C24 C25 C26 C27 -1.9(10) . . . . ?
C29 C25 C26 C27 -178.2(7) . . . . ?
C25 C26 C27 C22 1.6(10) . . . . ?
C25 C26 C27 C30 180.0(6) . . . . ?
C23 C22 C27 C26 0.0(9) . . . . ?
B2 C22 C27 C26 -175.3(6) . . . . ?
C23 C22 C27 C30 -178.3(6) . . . . ?
B2 C22 C27 C30 6.4(9) . . . . ?
N1 B2 C31 C36 -112.9(6) . . . . ?
C22 B2 C31 C36 62.9(7) . . . . ?
N1 B2 C31 C32 69.1(7) . . . . ?
C22 B2 C31 C32 -115.1(6) . . . . ?
C36 C31 C32 C33 -1.3(8) . . . . ?
B2 C31 C32 C33 176.9(5) . . . . ?
C36 C31 C32 C37 -179.5(5) . . . . ?
B2 C31 C32 C37 -1.3(8) . . . . ?
C31 C32 C33 C34 -0.9(9) . . . . ?
C37 C32 C33 C34 177.4(6) . . . . ?
C32 C33 C34 C35 1.9(10) . . . . ?
C32 C33 C34 C38 -176.1(6) . . . . ?
C33 C34 C35 C36 -0.6(10) . . . . ?
C38 C34 C35 C36 177.4(6) . . . . ?
C34 C35 C36 C31 -1.5(9) . . . . ?
C34 C35 C36 C39 175.6(6) . . . . ?
C32 C31 C36 C35 2.4(8) . . . . ?
B2 C31 C36 C35 -175.7(5) . . . . ?
C32 C31 C36 C39 -174.6(5) . . . . ?
B2 C31 C36 C39 7.2(8) . . . . ?
B4 N3 C40 C41 153.2(6) . . . . ?
C44 N3 C40 C41 -22.8(9) . . . . ?
N3 C40 C41 C42 -2.1(10) . . . . ?
N3 C40 C41 C45 -177.7(6) . . . . ?
C40 C41 C42 C43 13.5(11) . . . . ?
C45 C41 C42 C43 -170.9(7) . . . . ?
C41 C42 C43 C44 1.4(12) . . . . ?
C40 N3 C44 C46 -138.7(6) . . . . ?
B4 N3 C44 C46 45.4(9) . . . . ?
C40 N3 C44 C43 36.0(8) . . . . ?
B4 N3 C44 C43 -139.9(7) . . . . ?
C42 C43 C44 C46 148.3(8) . . . . ?
C42 C43 C44 N3 -25.5(11) . . . . ?
C40 C41 C45 F10 128.2(14) . . . . ?
C42 C41 C45 F10 -47.5(15) . . . . ?
C40 C41 C45 F6 -141.4(11) . . . . ?
C42 C41 C45 F6 43.0(12) . . . . ?
C40 C41 C45 F5 -16.3(14) . . . . ?
C42 C41 C45 F5 168.1(12) . . . . ?
C40 C41 C45 F12 0.7(14) . . . . ?
C42 C41 C45 F12 -174.9(12) . . . . ?
C40 C41 C45 F4 103.8(10) . . . . ?
C42 C41 C45 F4 -71.8(10) . . . . ?
C40 C41 C45 F11 -113.0(13) . . . . ?
C42 C41 C45 F11 71.4(13) . . . . ?
N3 C44 C46 N4 -174.4(6) . . . . ?
C43 C44 C46 N4 11.9(13) . . . . ?
C44 C46 N4 B3 -176.8(7) . . . . ?
C44 C46 N4 C127 16.6(19) . . . . ?
C44 C46 N4 C47 1.1(14) . . . . ?
C46 N4 C47 C52 89(2) . . . . ?
B3 N4 C47 C52 -93(2) . . . . ?
C127 N4 C47 C52 -19(10) . . . . ?
C46 N4 C47 C48 -95(2) . . . . ?
B3 N4 C47 C48 83(2) . . . . ?
C127 N4 C47 C48 157(13) . . . . ?
C52 C47 C48 C49 -1(3) . . . . ?
N4 C47 C48 C49 -177.3(19) . . . . ?
C52 C47 C48 C53 178(2) . . . . ?
N4 C47 C48 C53 2(3) . . . . ?
C47 C48 C49 C50 0(3) . . . . ?
C53 C48 C49 C50 -179.5(19) . . . . ?
C48 C49 C50 C51 3(3) . . . . ?
C49 C50 C51 C52 -3(3) . . . . ?
C48 C47 C52 C54 -176(2) . . . . ?
N4 C47 C52 C54 0(3) . . . . ?
C48 C47 C52 C51 1(3) . . . . ?
N4 C47 C52 C51 177.0(18) . . . . ?
C50 C51 C52 C47 1(3) . . . . ?
C50 C51 C52 C54 178(2) . . . . ?
C46 N4 B3 O4 1.7(10) . . . . ?
C127 N4 B3 O4 169.5(16) . . . . ?
C47 N4 B3 O4 -176.2(10) . . . . ?
C46 N4 B3 O3 -177.0(6) . . . . ?
C127 N4 B3 O3 -9.2(17) . . . . ?
C47 N4 B3 O3 5.1(13) . . . . ?
O4 B3 O3 C55 10.4(8) . . . . ?
N4 B3 O3 C55 -170.8(6) . . . . ?
B3 O3 C55 C58 -146.8(6) . . . . ?
B3 O3 C55 C57 91.5(7) . . . . ?
B3 O3 C55 C56 -25.6(7) . . . . ?
O3 C55 C56 O4 31.3(6) . . . . ?
C58 C55 C56 O4 149.0(6) . . . . ?
C57 C55 C56 O4 -81.5(6) . . . . ?
O3 C55 C56 C60 -82.7(6) . . . . ?
C58 C55 C56 C60 35.0(8) . . . . ?
C57 C55 C56 C60 164.5(5) . . . . ?
O3 C55 C56 C59 149.4(5) . . . . ?
C58 C55 C56 C59 -92.8(7) . . . . ?
C57 C55 C56 C59 36.7(8) . . . . ?
O3 B3 O4 C56 11.2(7) . . . . ?
N4 B3 O4 C56 -167.6(6) . . . . ?
C60 C56 O4 B3 92.0(6) . . . . ?
C59 C56 O4 B3 -148.5(5) . . . . ?
C55 C56 O4 B3 -26.1(6) . . . . ?
C40 N3 B4 C61 -152.7(6) . . . . ?
C44 N3 B4 C61 23.0(8) . . . . ?
C40 N3 B4 C70 24.8(8) . . . . ?
C44 N3 B4 C70 -159.5(5) . . . . ?
N3 B4 C61 C66 -121.3(6) . . . . ?
C70 B4 C61 C66 61.4(8) . . . . ?
N3 B4 C61 C62 60.4(8) . . . . ?
C70 B4 C61 C62 -116.9(7) . . . . ?
C66 C61 C62 C63 -0.2(9) . . . . ?
B4 C61 C62 C63 178.2(6) . . . . ?
C66 C61 C62 C67 178.9(6) . . . . ?
B4 C61 C62 C67 -2.7(9) . . . . ?
C61 C62 C63 C64 1.4(10) . . . . ?
C67 C62 C63 C64 -177.7(6) . . . . ?
C62 C63 C64 C65 -1.3(10) . . . . ?
C62 C63 C64 C68 -179.7(7) . . . . ?
C63 C64 C65 C66 -0.1(10) . . . . ?
C68 C64 C65 C66 178.4(7) . . . . ?
C64 C65 C66 C61 1.2(10) . . . . ?
C64 C65 C66 C69 179.6(6) . . . . ?
C62 C61 C66 C65 -1.1(9) . . . . ?
B4 C61 C66 C65 -179.4(6) . . . . ?
C62 C61 C66 C69 -179.5(6) . . . . ?
B4 C61 C66 C69 2.2(9) . . . . ?
N3 B4 C70 C71 -119.7(6) . . . . ?
C61 B4 C70 C71 57.6(8) . . . . ?
N3 B4 C70 C75 61.6(7) . . . . ?
C61 B4 C70 C75 -121.1(6) . . . . ?
C75 C70 C71 C72 1.1(8) . . . . ?
B4 C70 C71 C72 -177.6(5) . . . . ?
C75 C70 C71 C76 -175.8(6) . . . . ?
B4 C70 C71 C76 5.4(9) . . . . ?
C70 C71 C72 C73 -1.6(9) . . . . ?
C76 C71 C72 C73 175.4(6) . . . . ?
C71 C72 C73 C74 -0.4(9) . . . . ?
C71 C72 C73 C77 179.1(6) . . . . ?
C72 C73 C74 C75 3.1(9) . . . . ?
C77 C73 C74 C75 -176.5(6) . . . . ?
C73 C74 C75 C70 -3.6(9) . . . . ?
C73 C74 C75 C78 174.7(6) . . . . ?
C71 C70 C75 C74 1.4(8) . . . . ?
B4 C70 C75 C74 -179.8(6) . . . . ?
C71 C70 C75 C78 -176.8(6) . . . . ?
B4 C70 C75 C78 1.9(9) . . . . ?
B6 N5 C79 C80 155.8(6) . . . . ?
C83 N5 C79 C80 -20.8(8) . . . . ?
N5 C79 C80 C81 -0.4(10) . . . . ?
N5 C79 C80 C84 -178.0(6) . . . . ?
C79 C80 C81 C82 9.4(10) . . . . ?
C84 C80 C81 C82 -173.0(6) . . . . ?
C80 C81 C82 C83 3.6(10) . . . . ?
C79 N5 C83 C85 -144.1(6) . . . . ?
B6 N5 C83 C85 39.5(8) . . . . ?
C79 N5 C83 C82 32.3(7) . . . . ?
B6 N5 C83 C82 -144.2(6) . . . . ?
C81 C82 C83 C85 151.8(7) . . . . ?
C81 C82 C83 N5 -23.9(9) . . . . ?
C79 C80 C84 F9 -106.2(8) . . . . ?
C81 C80 C84 F9 76.2(8) . . . . ?
C79 C80 C84 F7 13.0(9) . . . . ?
C81 C80 C84 F7 -164.6(6) . . . . ?
C79 C80 C84 F8 133.7(7) . . . . ?
C81 C80 C84 F8 -43.9(9) . . . . ?
N5 C83 C85 N6 -172.5(6) . . . . ?
C82 C83 C85 N6 11.8(12) . . . . ?
C83 C85 N6 B5 -171.3(7) . . . . ?
C83 C85 N6 C86 9.2(10) . . . . ?
C85 N6 C86 C87 -93.9(7) . . . . ?
B5 N6 C86 C87 86.6(8) . . . . ?
C85 N6 C86 C91 89.6(8) . . . . ?
B5 N6 C86 C91 -89.9(8) . . . . ?
C91 C86 C87 C88 -2.8(10) . . . . ?
N6 C86 C87 C88 -179.2(6) . . . . ?
C91 C86 C87 C92 177.1(6) . . . . ?
N6 C86 C87 C92 0.7(9) . . . . ?
C86 C87 C88 C89 0.0(10) . . . . ?
C92 C87 C88 C89 -179.9(7) . . . . ?
C87 C88 C89 C90 1.4(12) . . . . ?
C88 C89 C90 C91 0.0(12) . . . . ?
C89 C90 C91 C86 -2.6(12) . . . . ?
C89 C90 C91 C93 177.4(8) . . . . ?
C87 C86 C91 C90 4.0(10) . . . . ?
N6 C86 C91 C90 -179.6(6) . . . . ?
C87 C86 C91 C93 -176.0(7) . . . . ?
N6 C86 C91 C93 0.4(10) . . . . ?
C85 N6 B5 O5 -173.5(6) . . . . ?
C86 N6 B5 O5 6.0(10) . . . . ?
C85 N6 B5 O6 5.3(10) . . . . ?
C86 N6 B5 O6 -175.2(6) . . . . ?
O6 B5 O5 C94 -11.0(8) . . . . ?
N6 B5 O5 C94 167.9(7) . . . . ?
B5 O5 C94 C96 150.9(7) . . . . ?
B5 O5 C94 C95 24.6(8) . . . . ?
B5 O5 C94 C97 -90.7(8) . . . . ?
O5 C94 C95 C99 -153.6(8) . . . . ?
C96 C94 C95 C99 85.2(11) . . . . ?
C97 C94 C95 C99 -40.5(11) . . . . ?
O5 C94 C95 O6 -29.5(8) . . . . ?
C96 C94 C95 O6 -150.6(8) . . . . ?
C97 C94 C95 O6 83.6(8) . . . . ?
O5 C94 C95 C98 80.6(7) . . . . ?
C96 C94 C95 C98 -40.6(9) . . . . ?
C97 C94 C95 C98 -166.3(7) . . . . ?
O5 B5 O6 C95 -8.8(8) . . . . ?
N6 B5 O6 C95 172.3(7) . . . . ?
C99 C95 O6 B5 154.1(8) . . . . ?
C94 C95 O6 B5 23.6(8) . . . . ?
C98 C95 O6 B5 -86.4(8) . . . . ?
C79 N5 B6 C118 19.1(14) . . . . ?
C83 N5 B6 C118 -164.5(12) . . . . ?
C79 N5 B6 C109 -152.0(5) . . . . ?
C83 N5 B6 C109 24.3(9) . . . . ?
C79 N5 B6 C100 29.1(11) . . . . ?
C83 N5 B6 C100 -154.5(10) . . . . ?
C118 B6 C100 C105 165(14) . . . . ?
N5 B6 C100 C105 61(3) . . . . ?
C109 B6 C100 C105 -117(2) . . . . ?
C118 B6 C100 C101 -15(11) . . . . ?
N5 B6 C100 C101 -118.7(18) . . . . ?
C109 B6 C100 C101 63(2) . . . . ?
C105 C100 C101 C102 -1(3) . . . . ?
B6 C100 C101 C102 179.1(16) . . . . ?
C105 C100 C101 C106 -178(2) . . . . ?
B6 C100 C101 C106 2(3) . . . . ?
C100 C101 C102 C103 -3(3) . . . . ?
C106 C101 C102 C103 174.1(14) . . . . ?
C101 C102 C103 C104 2(2) . . . . ?
C101 C102 C103 C107 -175.9(15) . . . . ?
C102 C103 C104 C105 2(3) . . . . ?
C107 C103 C104 C105 -179(2) . . . . ?
C103 C104 C105 C100 -6(4) . . . . ?
C103 C104 C105 C108 -177(2) . . . . ?
C101 C100 C105 C104 5(4) . . . . ?
B6 C100 C105 C104 -175(2) . . . . ?
C101 C100 C105 C108 176(2) . . . . ?
B6 C100 C105 C108 -4(4) . . . . ?
C118 B6 C109 C110 -112.8(14) . . . . ?
N5 B6 C109 C110 58.0(9) . . . . ?
C100 B6 C109 C110 -123.3(12) . . . . ?
C118 B6 C109 C114 60.4(15) . . . . ?
N5 B6 C109 C114 -128.8(7) . . . . ?
C100 B6 C109 C114 49.9(13) . . . . ?
C114 C109 C110 C111 1.8(11) . . . . ?
B6 C109 C110 C111 175.2(8) . . . . ?
C114 C109 C110 C115 -179.8(8) . . . . ?
B6 C109 C110 C115 -6.4(12) . . . . ?
C109 C110 C111 C112 0.7(13) . . . . ?
C115 C110 C111 C112 -177.8(8) . . . . ?
C110 C111 C112 C113 -1.7(13) . . . . ?
C110 C111 C112 C116 -179.6(8) . . . . ?
C111 C112 C113 C114 0.2(12) . . . . ?
C116 C112 C113 C114 178.2(8) . . . . ?
C112 C113 C114 C109 2.2(11) . . . . ?
C112 C113 C114 C117 176.9(7) . . . . ?
C110 C109 C114 C113 -3.1(11) . . . . ?
B6 C109 C114 C113 -176.4(7) . . . . ?
C110 C109 C114 C117 -177.8(7) . . . . ?
B6 C109 C114 C117 9.0(11) . . . . ?
N5 B6 C118 C119 -114(2) . . . . ?
C109 B6 C118 C119 57(3) . . . . ?
C100 B6 C118 C119 165(15) . . . . ?
N5 B6 C118 C123 69(3) . . . . ?
C109 B6 C118 C123 -120(2) . . . . ?
C100 B6 C118 C123 -12(11) . . . . ?
B6 C118 C119 C120 -170(2) . . . . ?
C123 C118 C119 C120 7(4) . . . . ?
B6 C118 C119 C124 11(4) . . . . ?
C123 C118 C119 C124 -172(2) . . . . ?
C118 C119 C120 C121 -8(3) . . . . ?
C124 C119 C120 C121 170.3(18) . . . . ?
C119 C120 C121 C122 9(3) . . . . ?
C119 C120 C121 C125 176.7(18) . . . . ?
C120 C121 C122 C123 -9(4) . . . . ?
C125 C121 C122 C123 -176(3) . . . . ?
C121 C122 C123 C118 8(4) . . . . ?
C121 C122 C123 C126 174(2) . . . . ?
B6 C118 C123 C122 171(2) . . . . ?
C119 C118 C123 C122 -6(4) . . . . ?
B6 C118 C123 C126 5(4) . . . . ?
C119 C118 C123 C126 -172(3) . . . . ?
C46 N4 C127 C132 -95(4) . . . . ?
B3 N4 C127 C132 98(3) . . . . ?
C47 N4 C127 C132 -14(9) . . . . ?
C46 N4 C127 C128 82(5) . . . . ?
B3 N4 C127 C128 -85(5) . . . . ?
C47 N4 C127 C128 163(15) . . . . ?
C132 C127 C128 C129 2(8) . . . . ?
N4 C127 C128 C129 -175(3) . . . . ?
C132 C127 C128 C133 -179(5) . . . . ?
N4 C127 C128 C133 5(7) . . . . ?
C127 C128 C129 C130 -3(7) . . . . ?
C133 C128 C129 C130 178(4) . . . . ?
C128 C129 C130 C131 -1(6) . . . . ?
C129 C130 C131 C132 4(5) . . . . ?
C130 C131 C132 C127 -5(6) . . . . ?
C130 C131 C132 C134 178(4) . . . . ?
C128 C127 C132 C131 2(8) . . . . ?
N4 C127 C132 C131 179(3) . . . . ?
C128 C127 C132 C134 178(5) . . . . ?
N4 C127 C132 C134 -5(6) . . . . ?

_refine_diff_density_max         0.562
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.093

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5c
_database_code_depnum_ccdc_archive 'CCDC 1583731'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H47 B2 F3 N2 O2'
_chemical_formula_sum            'C39 H47 B2 F3 N2 O2'
_chemical_formula_weight         654.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.252(3)
_cell_length_b                   17.527(3)
_cell_length_c                   14.877(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.855(3)
_cell_angle_gamma                90
_cell_volume                     3707.7(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    5502
_cell_measurement_theta_min      2.6992
_cell_measurement_theta_max      31.1250

_exptl_crystal_description       Platelet
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_F_000             1392
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.081
_shelx_estimated_absorpt_T_min   0.992
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8510
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            25208
_diffrn_reflns_av_unetI/netI     0.0780
_diffrn_reflns_av_R_equivalents  0.0759
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.010
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             6508
_reflns_number_gt                4426
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-2004
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0910P)²+0.7281P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6508
_refine_ls_number_parameters     482
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.1162
_refine_ls_R_factor_gt           0.0767
_refine_ls_wR_factor_ref         0.1975
_refine_ls_wR_factor_gt          0.1719
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.86381(16) 0.44954(13) 0.27391(16) 0.0235(6) Uani 1 1 d . . . . .
C1 C 0.9506(2) 0.48272(17) 0.3053(2) 0.0259(7) Uani 1 1 d . . . . .
H37 H 0.9538 0.5112 0.3598 0.031 Uiso 1 1 calc R U . . .
C2 C 1.0279(2) 0.47500(18) 0.2603(2) 0.0309(8) Uani 1 1 d . . . . .
H38 H 1.0856 0.4970 0.2829 0.037 Uiso 1 1 calc R U . . .
C3 C 1.0227(2) 0.43259(19) 0.1764(2) 0.0330(8) Uani 1 1 d . . . . .
C4 C 0.9477(2) 0.38837(17) 0.1551(2) 0.0287(7) Uani 1 1 d . . . . .
H39 H 0.9434 0.3610 0.0999 0.034 Uiso 1 1 calc R U . . .
C5 C 0.8728(2) 0.38230(16) 0.21667(19) 0.0231(7) Uani 1 1 d . . . . .
C6 C 0.8146(2) 0.32386(16) 0.22892(19) 0.0237(7) Uani 1 1 d . . . . .
H40 H 0.7745 0.3302 0.2769 0.028 Uiso 1 1 calc R U . . .
N2 N 0.80350(16) 0.25456(13) 0.18201(16) 0.0223(6) Uani 1 1 d . . . . .
C7 C 0.8646(2) 0.23616(17) 0.1116(2) 0.0243(7) Uani 1 1 d . . . . .
C8 C 0.9523(2) 0.20439(17) 0.1350(2) 0.0257(7) Uani 1 1 d . . . . .
C9 C 1.0116(2) 0.18937(18) 0.0673(2) 0.0324(8) Uani 1 1 d . . . . .
H41 H 1.0717 0.1676 0.0820 0.039 Uiso 1 1 calc R U . . .
C10 C 0.9843(2) 0.20583(18) -0.0220(2) 0.0328(8) Uani 1 1 d . . . . .
H42 H 1.0258 0.1956 -0.0679 0.039 Uiso 1 1 calc R U . . .
C11 C 0.8965(2) 0.23711(18) -0.0440(2) 0.0312(7) Uani 1 1 d . . . . .
H43 H 0.8784 0.2487 -0.1051 0.037 Uiso 1 1 calc R U . . .
C12 C 0.8344(2) 0.25172(17) 0.0223(2) 0.0257(7) Uani 1 1 d . . . . .
C13 C 0.9844(2) 0.1900(2) 0.2319(2) 0.0351(8) Uani 1 1 d . . . . .
H1 H 1.0439 0.1618 0.2348 0.053 Uiso 1 1 calc R U . . .
H2 H 0.9367 0.1599 0.2607 0.053 Uiso 1 1 calc R U . . .
H3 H 0.9935 0.2388 0.2634 0.053 Uiso 1 1 calc R U . . .
C14 C 0.7381(2) 0.2844(2) -0.0020(2) 0.0355(8) Uani 1 1 d . . . . .
H4 H 0.6901 0.2461 0.0090 0.053 Uiso 1 1 calc R U . . .
H5 H 0.7333 0.2988 -0.0658 0.053 Uiso 1 1 calc R U . . .
H6 H 0.7284 0.3297 0.0350 0.053 Uiso 1 1 calc R U . . .
B1 B 0.7281(2) 0.2041(2) 0.1984(2) 0.0249(8) Uani 1 1 d . . . . .
O1 O 0.71165(14) 0.13970(12) 0.14772(14) 0.0293(5) Uani 1 1 d . . . . .
C15 C 0.6397(2) 0.09661(17) 0.1915(2) 0.0288(7) Uani 1 1 d . . . . .
C16 C 0.5894(2) 0.15993(17) 0.2436(2) 0.0283(7) Uani 1 1 d . . . . .
O2 O 0.66627(13) 0.21462(11) 0.26415(13) 0.0271(5) Uani 1 1 d . . . . .
C17 C 0.6911(2) 0.0386(2) 0.2529(3) 0.0411(9) Uani 1 1 d . . . . .
H7 H 0.7309 0.0064 0.2173 0.062 Uiso 1 1 calc R U . . .
H8 H 0.6452 0.0067 0.2815 0.062 Uiso 1 1 calc R U . . .
H9 H 0.7305 0.0653 0.2994 0.062 Uiso 1 1 calc R U . . .
C18 C 0.5784(2) 0.0556(2) 0.1203(2) 0.0400(9) Uani 1 1 d . . . . .
H10 H 0.5528 0.0925 0.0757 0.060 Uiso 1 1 calc R U . . .
H11 H 0.5266 0.0302 0.1486 0.060 Uiso 1 1 calc R U . . .
H12 H 0.6159 0.0175 0.0906 0.060 Uiso 1 1 calc R U . . .
C19 C 0.5512(2) 0.1343(2) 0.3313(2) 0.0382(8) Uani 1 1 d . . . . .
H13 H 0.6028 0.1148 0.3718 0.057 Uiso 1 1 calc R U . . .
H14 H 0.5046 0.0938 0.3191 0.057 Uiso 1 1 calc R U . . .
H15 H 0.5214 0.1776 0.3598 0.057 Uiso 1 1 calc R U . . .
C20 C 0.5150(2) 0.2012(2) 0.1849(2) 0.0387(8) Uani 1 1 d . . . . .
H16 H 0.4939 0.2463 0.2167 0.058 Uiso 1 1 calc R U . . .
H17 H 0.4615 0.1670 0.1712 0.058 Uiso 1 1 calc R U . . .
H18 H 0.5415 0.2170 0.1286 0.058 Uiso 1 1 calc R U . . .
B2 B 0.7762(2) 0.48406(19) 0.2902(2) 0.0249(8) Uani 1 1 d . . . . .
C21 C 0.68303(19) 0.45922(16) 0.2326(2) 0.0235(7) Uani 1 1 d . . . . .
C22 C 0.6736(2) 0.46885(17) 0.1382(2) 0.0264(7) Uani 1 1 d . . . . .
C23 C 0.5907(2) 0.44654(17) 0.0894(2) 0.0275(7) Uani 1 1 d . . . . .
H44 H 0.5854 0.4538 0.0260 0.033 Uiso 1 1 calc R U . . .
C24 C 0.5161(2) 0.41405(17) 0.1310(2) 0.0278(7) Uani 1 1 d . . . . .
C25 C 0.5248(2) 0.40512(17) 0.2240(2) 0.0274(7) Uani 1 1 d . . . . .
H45 H 0.4740 0.3839 0.2537 0.033 Uiso 1 1 calc R U . . .
C26 C 0.6066(2) 0.42668(16) 0.2749(2) 0.0249(7) Uani 1 1 d . . . . .
C27 C 0.7507(2) 0.50245(19) 0.0854(2) 0.0331(8) Uani 1 1 d . . . . .
H19 H 0.8023 0.5200 0.1272 0.050 Uiso 1 1 calc R U . . .
H20 H 0.7257 0.5457 0.0495 0.050 Uiso 1 1 calc R U . . .
H21 H 0.7741 0.4635 0.0453 0.050 Uiso 1 1 calc R U . . .
C28 C 0.4289(2) 0.3872(2) 0.0774(2) 0.0382(8) Uani 1 1 d . . . . .
H22 H 0.4220 0.3320 0.0848 0.057 Uiso 1 1 calc R U . . .
H23 H 0.4341 0.3991 0.0135 0.057 Uiso 1 1 calc R U . . .
H24 H 0.3737 0.4131 0.0989 0.057 Uiso 1 1 calc R U . . .
C29 C 0.6135(2) 0.41014(18) 0.3750(2) 0.0293(7) Uani 1 1 d . . . . .
H25 H 0.5539 0.3886 0.3924 0.044 Uiso 1 1 calc R U . . .
H26 H 0.6267 0.4576 0.4083 0.044 Uiso 1 1 calc R U . . .
H27 H 0.6643 0.3735 0.3890 0.044 Uiso 1 1 calc R U . . .
C30 C 0.7725(2) 0.54879(16) 0.3651(2) 0.0248(7) Uani 1 1 d . . . . .
C31 C 0.7412(2) 0.62346(17) 0.3416(2) 0.0252(7) Uani 1 1 d . . . . .
C32 C 0.7319(2) 0.67813(18) 0.4081(2) 0.0325(8) Uani 1 1 d . . . . .
H46 H 0.7111 0.7278 0.3909 0.039 Uiso 1 1 calc R U . . .
C33 C 0.7843(2) 0.59058(18) 0.5217(2) 0.0308(7) Uani 1 1 d . . . . .
H47 H 0.7992 0.5791 0.5834 0.037 Uiso 1 1 calc R U . . .
C34 C 0.7519(2) 0.66262(19) 0.4987(2) 0.0323(8) Uani 1 1 d . . . . .
C35 C 0.7959(2) 0.53378(17) 0.4572(2) 0.0266(7) Uani 1 1 d . . . . .
C36 C 0.8339(2) 0.45777(18) 0.4904(2) 0.0331(8) Uani 1 1 d . . . . .
H28 H 0.8254 0.4200 0.4420 0.050 Uiso 1 1 calc R U . . .
H29 H 0.8000 0.4412 0.5421 0.050 Uiso 1 1 calc R U . . .
H30 H 0.9010 0.4628 0.5086 0.050 Uiso 1 1 calc R U . . .
C37 C 0.7213(2) 0.64595(18) 0.2447(2) 0.0319(8) Uani 1 1 d . . . . .
H31 H 0.6990 0.6989 0.2415 0.048 Uiso 1 1 calc R U . . .
H32 H 0.6729 0.6123 0.2166 0.048 Uiso 1 1 calc R U . . .
H33 H 0.7790 0.6414 0.2127 0.048 Uiso 1 1 calc R U . . .
C38 C 0.7418(3) 0.7234(2) 0.5693(3) 0.0519(10) Uani 1 1 d . . . . .
H34 H 0.7773 0.7688 0.5536 0.078 Uiso 1 1 calc R U . . .
H35 H 0.7663 0.7041 0.6281 0.078 Uiso 1 1 calc R U . . .
H36 H 0.6752 0.7366 0.5719 0.078 Uiso 1 1 calc R U . . .
C39 C 1.111(2) 0.4264(17) 0.126(2) 0.048(5) Uani 0.37(5) 1 d . U P A 1
F1 F 1.133(2) 0.4996(16) 0.1018(16) 0.056(4) Uani 0.37(5) 1 d . U P A 1
F2 F 1.0738(15) 0.4169(13) 0.0291(13) 0.045(4) Uani 0.37(5) 1 d . U P A 1
F3 F 1.1865(15) 0.4007(15) 0.171(2) 0.061(4) Uani 0.37(5) 1 d . U P A 1
F4 F 1.0897(12) 0.3959(12) 0.0421(13) 0.069(4) Uani 0.63(5) 1 d . U P A 2
F5 F 1.1791(8) 0.4154(7) 0.1444(11) 0.045(2) Uani 0.63(5) 1 d . U P A 2
F6 F 1.1131(10) 0.5187(8) 0.0941(9) 0.046(2) Uani 0.63(5) 1 d . U P A 2
C40 C 1.0953(10) 0.4446(9) 0.1112(9) 0.031(3) Uani 0.63(5) 1 d . U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.417(4) . ?
N1 B2 1.423(4) . ?
N1 C5 1.465(4) . ?
C1 C2 1.334(4) . ?
C1 H37 0.9500 . ?
C2 C3 1.451(4) . ?
C2 H38 0.9500 . ?
C3 C4 1.341(4) . ?
C3 C40 1.479(13) . ?
C3 C39 1.51(3) . ?
C4 C5 1.456(4) . ?
C4 H39 0.9500 . ?
C5 C6 1.338(4) . ?
C6 N2 1.404(4) . ?
C6 H40 0.9500 . ?
N2 B1 1.426(4) . ?
N2 C7 1.444(3) . ?
C7 C8 1.391(4) . ?
C7 C12 1.395(4) . ?
C8 C9 1.383(4) . ?
C8 C13 1.504(4) . ?
C9 C10 1.390(5) . ?
C9 H41 0.9500 . ?
C10 C11 1.385(5) . ?
C10 H42 0.9500 . ?
C11 C12 1.393(4) . ?
C11 H43 0.9500 . ?
C12 C14 1.509(4) . ?
C13 H1 0.9800 . ?
C13 H2 0.9800 . ?
C13 H3 0.9800 . ?
C14 H4 0.9800 . ?
C14 H5 0.9800 . ?
C14 H6 0.9800 . ?
B1 O1 1.369(4) . ?
B1 O2 1.372(4) . ?
O1 C15 1.461(3) . ?
C15 C18 1.509(4) . ?
C15 C17 1.521(4) . ?
C15 C16 1.556(4) . ?
C16 O2 1.472(3) . ?
C16 C20 1.511(4) . ?
C16 C19 1.517(4) . ?
C17 H7 0.9800 . ?
C17 H8 0.9800 . ?
C17 H9 0.9800 . ?
C18 H10 0.9800 . ?
C18 H11 0.9800 . ?
C18 H12 0.9800 . ?
C19 H13 0.9800 . ?
C19 H14 0.9800 . ?
C19 H15 0.9800 . ?
C20 H16 0.9800 . ?
C20 H17 0.9800 . ?
C20 H18 0.9800 . ?
B2 C21 1.591(5) . ?
B2 C30 1.594(4) . ?
C21 C22 1.413(4) . ?
C21 C26 1.414(4) . ?
C22 C23 1.399(4) . ?
C22 C27 1.513(4) . ?
C23 C24 1.388(4) . ?
C23 H44 0.9500 . ?
C24 C25 1.389(4) . ?
C24 C28 1.507(4) . ?
C25 C26 1.398(4) . ?
C25 H45 0.9500 . ?
C26 C29 1.514(4) . ?
C27 H19 0.9800 . ?
C27 H20 0.9800 . ?
C27 H21 0.9800 . ?
C28 H22 0.9800 . ?
C28 H23 0.9800 . ?
C28 H24 0.9800 . ?
C29 H25 0.9800 . ?
C29 H26 0.9800 . ?
C29 H27 0.9800 . ?
C30 C35 1.414(4) . ?
C30 C31 1.419(4) . ?
C31 C32 1.390(4) . ?
C31 C37 1.504(4) . ?
C32 C34 1.386(5) . ?
C32 H46 0.9500 . ?
C33 C34 1.379(5) . ?
C33 C35 1.400(4) . ?
C33 H47 0.9500 . ?
C34 C38 1.509(4) . ?
C35 C36 1.508(4) . ?
C36 H28 0.9800 . ?
C36 H29 0.9800 . ?
C36 H30 0.9800 . ?
C37 H31 0.9800 . ?
C37 H32 0.9800 . ?
C37 H33 0.9800 . ?
C38 H34 0.9800 . ?
C38 H35 0.9800 . ?
C38 H36 0.9800 . ?
C39 F3 1.30(3) . ?
C39 F1 1.38(3) . ?
C39 F2 1.52(4) . ?
F4 C40 1.334(17) . ?
F5 C40 1.361(12) . ?
F6 C40 1.351(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 B2 121.7(2) . . ?
C1 N1 C5 114.4(2) . . ?
B2 N1 C5 123.6(2) . . ?
C2 C1 N1 121.6(3) . . ?
C2 C1 H37 119.2 . . ?
N1 C1 H37 119.2 . . ?
C1 C2 C3 119.2(3) . . ?
C1 C2 H38 120.4 . . ?
C3 C2 H38 120.4 . . ?
C4 C3 C2 119.5(3) . . ?
C4 C3 C40 120.6(5) . . ?
C2 C3 C40 119.6(5) . . ?
C4 C3 C39 121.4(10) . . ?
C2 C3 C39 117.7(11) . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H39 120.0 . . ?
C5 C4 H39 120.0 . . ?
C6 C5 C4 129.0(3) . . ?
C6 C5 N1 117.2(2) . . ?
C4 C5 N1 113.8(2) . . ?
C5 C6 N2 130.1(3) . . ?
C5 C6 H40 114.9 . . ?
N2 C6 H40 114.9 . . ?
C6 N2 B1 120.8(2) . . ?
C6 N2 C7 120.0(2) . . ?
B1 N2 C7 119.0(2) . . ?
C8 C7 C12 122.1(3) . . ?
C8 C7 N2 118.9(3) . . ?
C12 C7 N2 119.0(3) . . ?
C9 C8 C7 118.4(3) . . ?
C9 C8 C13 120.3(3) . . ?
C7 C8 C13 121.2(3) . . ?
C8 C9 C10 120.8(3) . . ?
C8 C9 H41 119.6 . . ?
C10 C9 H41 119.6 . . ?
C11 C10 C9 119.9(3) . . ?
C11 C10 H42 120.0 . . ?
C9 C10 H42 120.0 . . ?
C10 C11 C12 120.8(3) . . ?
C10 C11 H43 119.6 . . ?
C12 C11 H43 119.6 . . ?
C11 C12 C7 118.0(3) . . ?
C11 C12 C14 120.7(3) . . ?
C7 C12 C14 121.4(3) . . ?
C8 C13 H1 109.5 . . ?
C8 C13 H2 109.5 . . ?
H1 C13 H2 109.5 . . ?
C8 C13 H3 109.5 . . ?
H1 C13 H3 109.5 . . ?
H2 C13 H3 109.5 . . ?
C12 C14 H4 109.5 . . ?
C12 C14 H5 109.5 . . ?
H4 C14 H5 109.5 . . ?
C12 C14 H6 109.5 . . ?
H4 C14 H6 109.5 . . ?
H5 C14 H6 109.5 . . ?
O1 B1 O2 114.2(3) . . ?
O1 B1 N2 121.4(3) . . ?
O2 B1 N2 124.5(3) . . ?
B1 O1 C15 106.2(2) . . ?
O1 C15 C18 108.9(2) . . ?
O1 C15 C17 106.8(2) . . ?
C18 C15 C17 109.6(3) . . ?
O1 C15 C16 102.4(2) . . ?
C18 C15 C16 115.1(3) . . ?
C17 C15 C16 113.4(3) . . ?
O2 C16 C20 107.0(2) . . ?
O2 C16 C19 108.6(2) . . ?
C20 C16 C19 111.1(3) . . ?
O2 C16 C15 101.9(2) . . ?
C20 C16 C15 112.5(3) . . ?
C19 C16 C15 114.9(3) . . ?
B1 O2 C16 105.6(2) . . ?
C15 C17 H7 109.5 . . ?
C15 C17 H8 109.5 . . ?
H7 C17 H8 109.5 . . ?
C15 C17 H9 109.5 . . ?
H7 C17 H9 109.5 . . ?
H8 C17 H9 109.5 . . ?
C15 C18 H10 109.5 . . ?
C15 C18 H11 109.5 . . ?
H10 C18 H11 109.5 . . ?
C15 C18 H12 109.5 . . ?
H10 C18 H12 109.5 . . ?
H11 C18 H12 109.5 . . ?
C16 C19 H13 109.5 . . ?
C16 C19 H14 109.5 . . ?
H13 C19 H14 109.5 . . ?
C16 C19 H15 109.5 . . ?
H13 C19 H15 109.5 . . ?
H14 C19 H15 109.5 . . ?
C16 C20 H16 109.5 . . ?
C16 C20 H17 109.5 . . ?
H16 C20 H17 109.5 . . ?
C16 C20 H18 109.5 . . ?
H16 C20 H18 109.5 . . ?
H17 C20 H18 109.5 . . ?
N1 B2 C21 120.1(3) . . ?
N1 B2 C30 119.5(3) . . ?
C21 B2 C30 120.4(3) . . ?
C22 C21 C26 117.7(3) . . ?
C22 C21 B2 121.5(3) . . ?
C26 C21 B2 120.7(3) . . ?
C23 C22 C21 120.2(3) . . ?
C23 C22 C27 117.2(3) . . ?
C21 C22 C27 122.6(3) . . ?
C24 C23 C22 121.9(3) . . ?
C24 C23 H44 119.0 . . ?
C22 C23 H44 119.0 . . ?
C23 C24 C25 118.1(3) . . ?
C23 C24 C28 121.5(3) . . ?
C25 C24 C28 120.5(3) . . ?
C24 C25 C26 121.6(3) . . ?
C24 C25 H45 119.2 . . ?
C26 C25 H45 119.2 . . ?
C25 C26 C21 120.5(3) . . ?
C25 C26 C29 118.5(3) . . ?
C21 C26 C29 120.9(3) . . ?
C22 C27 H19 109.5 . . ?
C22 C27 H20 109.5 . . ?
H19 C27 H20 109.5 . . ?
C22 C27 H21 109.5 . . ?
H19 C27 H21 109.5 . . ?
H20 C27 H21 109.5 . . ?
C24 C28 H22 109.5 . . ?
C24 C28 H23 109.5 . . ?
H22 C28 H23 109.5 . . ?
C24 C28 H24 109.5 . . ?
H22 C28 H24 109.5 . . ?
H23 C28 H24 109.5 . . ?
C26 C29 H25 109.5 . . ?
C26 C29 H26 109.5 . . ?
H25 C29 H26 109.5 . . ?
C26 C29 H27 109.5 . . ?
H25 C29 H27 109.5 . . ?
H26 C29 H27 109.5 . . ?
C35 C30 C31 117.4(3) . . ?
C35 C30 B2 121.9(3) . . ?
C31 C30 B2 120.6(3) . . ?
C32 C31 C30 120.3(3) . . ?
C32 C31 C37 118.7(3) . . ?
C30 C31 C37 120.9(3) . . ?
C34 C32 C31 122.2(3) . . ?
C34 C32 H46 118.9 . . ?
C31 C32 H46 118.9 . . ?
C34 C33 C35 122.3(3) . . ?
C34 C33 H47 118.9 . . ?
C35 C33 H47 118.9 . . ?
C33 C34 C32 117.7(3) . . ?
C33 C34 C38 121.3(3) . . ?
C32 C34 C38 121.0(3) . . ?
C33 C35 C30 120.0(3) . . ?
C33 C35 C36 117.4(3) . . ?
C30 C35 C36 122.5(3) . . ?
C35 C36 H28 109.5 . . ?
C35 C36 H29 109.5 . . ?
H28 C36 H29 109.5 . . ?
C35 C36 H30 109.5 . . ?
H28 C36 H30 109.5 . . ?
H29 C36 H30 109.5 . . ?
C31 C37 H31 109.5 . . ?
C31 C37 H32 109.5 . . ?
H31 C37 H32 109.5 . . ?
C31 C37 H33 109.5 . . ?
H31 C37 H33 109.5 . . ?
H32 C37 H33 109.5 . . ?
C34 C38 H34 109.5 . . ?
C34 C38 H35 109.5 . . ?
H34 C38 H35 109.5 . . ?
C34 C38 H36 109.5 . . ?
H34 C38 H36 109.5 . . ?
H35 C38 H36 109.5 . . ?
F3 C39 F1 105(2) . . ?
F3 C39 C3 117(2) . . ?
F1 C39 C3 106.1(19) . . ?
F3 C39 F2 132(3) . . ?
F1 C39 F2 85(2) . . ?
C3 C39 F2 103(2) . . ?
F4 C40 F6 118.1(19) . . ?
F4 C40 F5 93(2) . . ?
F6 C40 F5 104.9(9) . . ?
F4 C40 C3 114.0(10) . . ?
F6 C40 C3 114.1(10) . . ?
F5 C40 C3 110.2(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
B2 N1 C1 C2 -148.4(3) . . . . ?
C5 N1 C1 C2 25.8(4) . . . . ?
N1 C1 C2 C3 1.0(5) . . . . ?
C1 C2 C3 C4 -14.4(5) . . . . ?
C1 C2 C3 C40 159.5(8) . . . . ?
C1 C2 C3 C39 178.8(15) . . . . ?
C2 C3 C4 C5 -0.9(5) . . . . ?
C40 C3 C4 C5 -174.7(8) . . . . ?
C39 C3 C4 C5 165.4(16) . . . . ?
C3 C4 C5 C6 -150.7(3) . . . . ?
C3 C4 C5 N1 27.2(4) . . . . ?
C1 N1 C5 C6 139.4(3) . . . . ?
B2 N1 C5 C6 -46.5(4) . . . . ?
C1 N1 C5 C4 -38.8(3) . . . . ?
B2 N1 C5 C4 135.3(3) . . . . ?
C4 C5 C6 N2 -5.7(5) . . . . ?
N1 C5 C6 N2 176.4(3) . . . . ?
C5 C6 N2 B1 -171.4(3) . . . . ?
C5 C6 N2 C7 4.0(5) . . . . ?
C6 N2 C7 C8 83.2(3) . . . . ?
B1 N2 C7 C8 -101.2(3) . . . . ?
C6 N2 C7 C12 -96.0(3) . . . . ?
B1 N2 C7 C12 79.6(4) . . . . ?
C12 C7 C8 C9 1.3(4) . . . . ?
N2 C7 C8 C9 -177.8(3) . . . . ?
C12 C7 C8 C13 178.4(3) . . . . ?
N2 C7 C8 C13 -0.7(4) . . . . ?
C7 C8 C9 C10 0.1(5) . . . . ?
C13 C8 C9 C10 -177.0(3) . . . . ?
C8 C9 C10 C11 -0.5(5) . . . . ?
C9 C10 C11 C12 -0.6(5) . . . . ?
C10 C11 C12 C7 2.0(4) . . . . ?
C10 C11 C12 C14 -178.9(3) . . . . ?
C8 C7 C12 C11 -2.4(4) . . . . ?
N2 C7 C12 C11 176.8(2) . . . . ?
C8 C7 C12 C14 178.5(3) . . . . ?
N2 C7 C12 C14 -2.3(4) . . . . ?
C6 N2 B1 O1 174.2(3) . . . . ?
C7 N2 B1 O1 -1.3(4) . . . . ?
C6 N2 B1 O2 -5.6(4) . . . . ?
C7 N2 B1 O2 178.9(3) . . . . ?
O2 B1 O1 C15 -8.6(3) . . . . ?
N2 B1 O1 C15 171.5(3) . . . . ?
B1 O1 C15 C18 146.6(3) . . . . ?
B1 O1 C15 C17 -95.1(3) . . . . ?
B1 O1 C15 C16 24.3(3) . . . . ?
O1 C15 C16 O2 -30.6(3) . . . . ?
C18 C15 C16 O2 -148.6(3) . . . . ?
C17 C15 C16 O2 84.0(3) . . . . ?
O1 C15 C16 C20 83.6(3) . . . . ?
C18 C15 C16 C20 -34.4(4) . . . . ?
C17 C15 C16 C20 -161.7(3) . . . . ?
O1 C15 C16 C19 -147.9(3) . . . . ?
C18 C15 C16 C19 94.2(3) . . . . ?
C17 C15 C16 C19 -33.2(4) . . . . ?
O1 B1 O2 C16 -12.3(3) . . . . ?
N2 B1 O2 C16 167.5(3) . . . . ?
C20 C16 O2 B1 -92.1(3) . . . . ?
C19 C16 O2 B1 147.9(3) . . . . ?
C15 C16 O2 B1 26.2(3) . . . . ?
C1 N1 B2 C21 163.1(3) . . . . ?
C5 N1 B2 C21 -10.6(4) . . . . ?
C1 N1 B2 C30 -15.8(4) . . . . ?
C5 N1 B2 C30 170.6(3) . . . . ?
N1 B2 C21 C22 -61.2(4) . . . . ?
C30 B2 C21 C22 117.6(3) . . . . ?
N1 B2 C21 C26 118.9(3) . . . . ?
C30 B2 C21 C26 -62.3(4) . . . . ?
C26 C21 C22 C23 0.0(4) . . . . ?
B2 C21 C22 C23 -179.9(3) . . . . ?
C26 C21 C22 C27 -179.5(3) . . . . ?
B2 C21 C22 C27 0.6(4) . . . . ?
C21 C22 C23 C24 -0.5(4) . . . . ?
C27 C22 C23 C24 179.0(3) . . . . ?
C22 C23 C24 C25 1.1(4) . . . . ?
C22 C23 C24 C28 -177.4(3) . . . . ?
C23 C24 C25 C26 -1.2(4) . . . . ?
C28 C24 C25 C26 177.3(3) . . . . ?
C24 C25 C26 C21 0.7(4) . . . . ?
C24 C25 C26 C29 -175.8(3) . . . . ?
C22 C21 C26 C25 -0.1(4) . . . . ?
B2 C21 C26 C25 179.8(3) . . . . ?
C22 C21 C26 C29 176.3(3) . . . . ?
B2 C21 C26 C29 -3.8(4) . . . . ?
N1 B2 C30 C35 -63.7(4) . . . . ?
C21 B2 C30 C35 117.5(3) . . . . ?
N1 B2 C30 C31 119.1(3) . . . . ?
C21 B2 C30 C31 -59.7(4) . . . . ?
C35 C30 C31 C32 -1.9(4) . . . . ?
B2 C30 C31 C32 175.5(3) . . . . ?
C35 C30 C31 C37 175.7(3) . . . . ?
B2 C30 C31 C37 -7.0(4) . . . . ?
C30 C31 C32 C34 -0.2(4) . . . . ?
C37 C31 C32 C34 -177.8(3) . . . . ?
C35 C33 C34 C32 -0.8(5) . . . . ?
C35 C33 C34 C38 -178.8(3) . . . . ?
C31 C32 C34 C33 1.6(5) . . . . ?
C31 C32 C34 C38 179.5(3) . . . . ?
C34 C33 C35 C30 -1.3(5) . . . . ?
C34 C33 C35 C36 178.6(3) . . . . ?
C31 C30 C35 C33 2.6(4) . . . . ?
B2 C30 C35 C33 -174.7(3) . . . . ?
C31 C30 C35 C36 -177.3(3) . . . . ?
B2 C30 C35 C36 5.4(4) . . . . ?
C4 C3 C39 F3 -113(2) . . . . ?
C2 C3 C39 F3 53(2) . . . . ?
C40 C3 C39 F3 154(6) . . . . ?
C4 C3 C39 F1 129.8(16) . . . . ?
C2 C3 C39 F1 -64(2) . . . . ?
C40 C3 C39 F1 37(4) . . . . ?
C4 C3 C39 F2 41(3) . . . . ?
C2 C3 C39 F2 -152.7(14) . . . . ?
C40 C3 C39 F2 -52(4) . . . . ?
C4 C3 C40 F4 -14(3) . . . . ?
C2 C3 C40 F4 172(2) . . . . ?
C39 C3 C40 F4 84(5) . . . . ?
C4 C3 C40 F6 125.9(8) . . . . ?
C2 C3 C40 F6 -47.9(12) . . . . ?
C39 C3 C40 F6 -136(5) . . . . ?
C4 C3 C40 F5 -116.4(8) . . . . ?
C2 C3 C40 F5 69.8(11) . . . . ?
C39 C3 C40 F5 -19(4) . . . . ?

_refine_diff_density_max         0.254
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.068

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5e
_database_code_depnum_ccdc_archive 'CCDC 1583733'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C89 H112 B4 N4 O4'
_chemical_formula_sum            'C89 H112 B4 N4 O4'
_chemical_formula_weight         1345.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.894(3)
_cell_length_b                   12.714(4)
_cell_length_c                   16.323(4)
_cell_angle_alpha                101.384(5)
_cell_angle_beta                 91.511(4)
_cell_angle_gamma                100.757(4)
_cell_volume                     1973.2(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    4421
_cell_measurement_theta_min      2.2976
_cell_measurement_theta_max      31.3379

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.132
_exptl_crystal_F_000             726
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.067
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8837
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            16334
_diffrn_reflns_av_unetI/netI     0.1078
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.197
_diffrn_reflns_theta_max         27.452
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             8672
_reflns_number_gt                4770
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0682P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8672
_refine_ls_number_parameters     490
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1217
_refine_ls_R_factor_gt           0.0659
_refine_ls_wR_factor_ref         0.1656
_refine_ls_wR_factor_gt          0.1350
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_restrained_S_all      0.992
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.77924(15) 0.14650(12) 0.98493(9) 0.0231(4) Uani 1 1 d . . . . .
N1 N 0.62757(19) 0.22308(15) 0.90075(11) 0.0221(4) Uani 1 1 d . . . . .
O2 O 0.75343(17) 0.32395(13) 1.03341(10) 0.0304(4) Uani 1 1 d . . . . .
C1 C 0.6082(2) 0.12691(17) 0.83869(13) 0.0216(5) Uani 1 1 d . . . . .
H1 H 0.6605 0.0748 0.8491 0.026 Uiso 1 1 calc R U . . .
C2 C 0.4232(2) -0.08174(18) 0.68138(13) 0.0219(5) Uani 1 1 d . . . . .
N2 N 0.54891(18) -0.00482(14) 0.71405(11) 0.0204(4) Uani 1 1 d . . . . .
C3 C 0.9247(2) 0.12244(18) 0.73778(14) 0.0215(5) Uani 1 1 d . . . . .
C4 C 0.7310(2) -0.13041(17) 0.67033(13) 0.0188(5) Uani 1 1 d . . . . .
C5 C 0.5277(2) 0.09625(17) 0.76691(13) 0.0199(5) Uani 1 1 d . . . . .
C6 C 0.4351(2) 0.3190(2) 0.92490(14) 0.0283(6) Uani 1 1 d . . . . .
C7 C 0.7307(2) -0.19560(18) 0.73167(14) 0.0210(5) Uani 1 1 d . . . . .
C8 C 0.9985(2) 0.27526(18) 0.66949(16) 0.0280(6) Uani 1 1 d . . . . .
C9 C 0.5639(2) 0.31437(18) 0.89319(14) 0.0223(5) Uani 1 1 d . . . . .
C10 C 0.6347(2) 0.39624(18) 0.85543(14) 0.0260(5) Uani 1 1 d . . . . .
C11 C 0.4178(2) 0.1441(2) 0.73895(14) 0.0260(5) Uani 1 1 d . . . . .
H11 H 0.4207 0.2205 0.7553 0.031 Uiso 1 1 calc R U . . .
C12 C 0.8228(2) -0.33325(18) 0.63533(15) 0.0231(5) Uani 1 1 d . . . . .
C13 C 0.3053(2) -0.0384(2) 0.66690(14) 0.0248(5) Uani 1 1 d . . . . .
C14 C 0.8747(3) 0.24485(18) 0.62082(14) 0.0275(6) Uani 1 1 d . . . . .
H14 H 0.8582 0.2852 0.5797 0.033 Uiso 1 1 calc R U . . .
C15 C 0.7741(2) 0.15639(18) 0.63105(14) 0.0241(5) Uani 1 1 d . . . . .
C16 C 0.4146(2) -0.19462(18) 0.66105(14) 0.0260(5) Uani 1 1 d . . . . .
H16 H 0.4932 -0.2248 0.6703 0.031 Uiso 1 1 calc R U . . .
C17 C 0.7962(2) 0.09192(17) 0.68997(13) 0.0216(5) Uani 1 1 d . . . . .
C18 C 0.9619(2) 0.0588(2) 0.80135(15) 0.0285(6) Uani 1 1 d . . . . .
H18 H 1.0591 0.0851 0.8211 0.043 Uiso 1 1 calc R U . . .
H18A H 0.9470 -0.0191 0.7753 0.043 Uiso 1 1 calc R U . . .
H18B H 0.9038 0.0693 0.8488 0.043 Uiso 1 1 calc R U . . .
C19 C 0.8694(3) 0.3059(2) 1.08377(15) 0.0305(6) Uani 1 1 d . . . . .
C20 C 0.8419(2) 0.17909(18) 1.07039(14) 0.0239(5) Uani 1 1 d . . . . .
C21 C 0.8208(2) -0.27043(18) 0.57498(14) 0.0236(5) Uani 1 1 d . . . . .
H21 H 0.8490 -0.2966 0.5208 0.028 Uiso 1 1 calc R U . . .
C22 C 0.7786(2) -0.29372(18) 0.71329(15) 0.0250(5) Uani 1 1 d . . . . .
H22 H 0.7811 -0.3349 0.7558 0.030 Uiso 1 1 calc R U . . .
C23 C 0.6407(2) 0.13180(19) 0.57499(15) 0.0289(6) Uani 1 1 d . . . . .
H23 H 0.5738 0.1719 0.6032 0.043 Uiso 1 1 calc R U . . .
H23A H 0.6025 0.0531 0.5640 0.043 Uiso 1 1 calc R U . . .
H23B H 0.6605 0.1546 0.5219 0.043 Uiso 1 1 calc R U . . .
C24 C 0.6786(2) -0.16255(19) 0.81740(14) 0.0278(5) Uani 1 1 d . . . . .
H24 H 0.7403 -0.0965 0.8486 0.042 Uiso 1 1 calc R U . . .
H24A H 0.6762 -0.2220 0.8478 0.042 Uiso 1 1 calc R U . . .
H24B H 0.5855 -0.1478 0.8113 0.042 Uiso 1 1 calc R U . . .
C25 C 0.7787(2) -0.16997(18) 0.59142(14) 0.0213(5) Uani 1 1 d . . . . .
C26 C 0.9704(3) 0.1316(2) 1.07409(16) 0.0324(6) Uani 1 1 d . . . . .
H26 H 0.9446 0.0518 1.0658 0.049 Uiso 1 1 calc R U . . .
H26A H 1.0203 0.1612 1.1289 0.049 Uiso 1 1 calc R U . . .
H26B H 1.0296 0.1511 1.0300 0.049 Uiso 1 1 calc R U . . .
C27 C 0.7818(3) -0.10772(19) 0.52126(15) 0.0318(6) Uani 1 1 d . . . . .
H27 H 0.8310 -0.1420 0.4753 0.048 Uiso 1 1 calc R U . . .
H27A H 0.8292 -0.0318 0.5420 0.048 Uiso 1 1 calc R U . . .
H27B H 0.6872 -0.1090 0.5010 0.048 Uiso 1 1 calc R U . . .
C28 C 1.0204(2) 0.21381(18) 0.72831(15) 0.0266(5) Uani 1 1 d . . . . .
H28 H 1.1033 0.2348 0.7632 0.032 Uiso 1 1 calc R U . . .
C29 C 0.1759(3) -0.2211(2) 0.61319(15) 0.0330(6) Uani 1 1 d . . . . .
H29 H 0.0922 -0.2690 0.5900 0.040 Uiso 1 1 calc R U . . .
C30 C 1.0011(3) 0.3525(2) 1.04524(18) 0.0427(7) Uani 1 1 d . . . . .
H30 H 1.0026 0.3112 0.9879 0.064 Uiso 1 1 calc R U . . .
H30A H 1.0817 0.3464 1.0789 0.064 Uiso 1 1 calc R U . . .
H30B H 1.0031 0.4296 1.0443 0.064 Uiso 1 1 calc R U . . .
C31 C 0.7731(2) 0.3880(2) 0.82149(16) 0.0333(6) Uani 1 1 d . . . . .
H31 H 0.8395 0.3892 0.8674 0.050 Uiso 1 1 calc R U . . .
H31A H 0.8049 0.4500 0.7948 0.050 Uiso 1 1 calc R U . . .
H31B H 0.7651 0.3195 0.7801 0.050 Uiso 1 1 calc R U . . .
C32 C 0.8736(3) -0.44009(18) 0.61701(17) 0.0340(6) Uani 1 1 d . . . . .
H32 H 0.9707 -0.4274 0.6370 0.051 Uiso 1 1 calc R U . . .
H32A H 0.8642 -0.4695 0.5565 0.051 Uiso 1 1 calc R U . . .
H32B H 0.8188 -0.4926 0.6457 0.051 Uiso 1 1 calc R U . . .
C33 C 0.3118(2) 0.0792(2) 0.68965(14) 0.0284(6) Uani 1 1 d . . . . .
H33 H 0.2405 0.1101 0.6695 0.034 Uiso 1 1 calc R U . . .
B1 B 0.6863(3) -0.0150(2) 0.69300(15) 0.0210(6) Uani 1 1 d . . . . .
C34 C 0.3764(3) 0.4088(2) 0.91801(15) 0.0354(6) Uani 1 1 d . . . . .
H34 H 0.2885 0.4135 0.9388 0.042 Uiso 1 1 calc R U . . .
C35 C 0.3605(3) 0.2282(2) 0.96328(17) 0.0415(7) Uani 1 1 d . . . . .
H35 H 0.3333 0.1616 0.9198 0.062 Uiso 1 1 calc R U . . .
H35A H 0.2781 0.2493 0.9884 0.062 Uiso 1 1 calc R U . . .
H35B H 0.4215 0.2146 1.0067 0.062 Uiso 1 1 calc R U . . .
C36 C 0.4442(3) 0.4909(2) 0.88139(17) 0.0396(7) Uani 1 1 d . . . . .
H36 H 0.4033 0.5518 0.8774 0.048 Uiso 1 1 calc R U . . .
B2 B 0.7185(3) 0.2310(2) 0.97195(16) 0.0216(6) Uani 1 1 d . . . . .
C37 C 1.1084(3) 0.3713(2) 0.65882(18) 0.0420(7) Uani 1 1 d . . . . .
H37 H 1.0732 0.4089 0.6183 0.063 Uiso 1 1 calc R U . . .
H37A H 1.1907 0.3448 0.6384 0.063 Uiso 1 1 calc R U . . .
H37B H 1.1322 0.4224 0.7128 0.063 Uiso 1 1 calc R U . . .
C38 C 0.1826(2) -0.1100(2) 0.63281(14) 0.0309(6) Uani 1 1 d . . . . .
H38 H 0.1030 -0.0813 0.6231 0.037 Uiso 1 1 calc R U . . .
C39 C 0.2918(2) -0.2628(2) 0.62744(15) 0.0319(6) Uani 1 1 d . . . . .
H39 H 0.2870 -0.3396 0.6139 0.038 Uiso 1 1 calc R U . . .
C40 C 0.5713(3) 0.4843(2) 0.85071(16) 0.0357(6) Uani 1 1 d . . . . .
H40 H 0.6172 0.5413 0.8256 0.043 Uiso 1 1 calc R U . . .
C41 C 0.7369(3) 0.1343(2) 1.12744(16) 0.0417(7) Uani 1 1 d . . . . .
H41 H 0.6548 0.1666 1.1245 0.063 Uiso 1 1 calc R U . . .
H41A H 0.7771 0.1529 1.1852 0.063 Uiso 1 1 calc R U . . .
H41B H 0.7110 0.0546 1.1094 0.063 Uiso 1 1 calc R U . . .
C42 C 0.8661(3) 0.3663(2) 1.17253(17) 0.0488(8) Uani 1 1 d . . . . .
H42 H 0.8812 0.4451 1.1742 0.073 Uiso 1 1 calc R U . . .
H42A H 0.9389 0.3507 1.2075 0.073 Uiso 1 1 calc R U . . .
H42B H 0.7762 0.3424 1.1937 0.073 Uiso 1 1 calc R U . . .
C43 C 0.5092(12) 0.4157(8) 0.6360(5) 0.058(3) Uani 0.5 1 d D . P A -1
H43 H 0.5328 0.3509 0.6524 0.087 Uiso 0.5 1 calc R U P A -1
H44 H 0.5700 0.4816 0.6682 0.087 Uiso 0.5 1 calc R U P A -1
H45 H 0.4131 0.4189 0.6475 0.087 Uiso 0.5 1 calc R U P A -1
C44 C 0.5274(6) 0.4089(5) 0.5417(4) 0.0398(14) Uani 0.5 1 d D . P A -1
H46 H 0.6241 0.4042 0.5302 0.048 Uiso 0.5 1 calc R U P A -1
H47 H 0.4672 0.3415 0.5095 0.048 Uiso 0.5 1 calc R U P A -1
C45 C 0.4917(19) 0.5086(11) 0.5120(7) 0.035(2) Uani 0.5 1 d D . P A -1
H48 H 0.3913 0.5060 0.5143 0.042 Uiso 0.5 1 calc R U P A -1
H49 H 0.5397 0.5762 0.5506 0.042 Uiso 0.5 1 calc R U P A -1
C46 C 0.5329(6) 0.5130(4) 0.4226(4) 0.0407(14) Uani 0.5 1 d D . P A -1
H50 H 0.6321 0.5110 0.4191 0.049 Uiso 0.5 1 calc R U P A -1
H51 H 0.4802 0.4479 0.3832 0.049 Uiso 0.5 1 calc R U P A -1
C47 C 0.5050(12) 0.6163(6) 0.3969(6) 0.053(3) Uani 0.5 1 d D . P A -1
H52 H 0.5322 0.6168 0.3396 0.079 Uiso 0.5 1 calc R U P A -1
H53 H 0.4065 0.6178 0.3993 0.079 Uiso 0.5 1 calc R U P A -1
H54 H 0.5583 0.6808 0.4352 0.079 Uiso 0.5 1 calc R U P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 B2 1.373(3) . ?
O1 C20 1.460(3) . ?
N1 C1 1.404(3) . ?
N1 B2 1.426(3) . ?
N1 C9 1.444(3) . ?
O2 B2 1.372(3) . ?
O2 C19 1.472(3) . ?
C1 C5 1.346(3) . ?
C1 H1 0.9500 . ?
C2 C16 1.394(3) . ?
C2 C13 1.414(3) . ?
C2 N2 1.446(3) . ?
N2 B1 1.434(3) . ?
N2 C5 1.453(3) . ?
C3 C28 1.392(3) . ?
C3 C17 1.421(3) . ?
C3 C18 1.513(3) . ?
C4 C25 1.414(3) . ?
C4 C7 1.420(3) . ?
C4 B1 1.589(3) . ?
C5 C11 1.447(3) . ?
C6 C9 1.394(3) . ?
C6 C34 1.397(3) . ?
C6 C35 1.504(3) . ?
C7 C22 1.397(3) . ?
C7 C24 1.512(3) . ?
C8 C28 1.388(3) . ?
C8 C14 1.389(3) . ?
C8 C37 1.517(3) . ?
C9 C10 1.399(3) . ?
C10 C40 1.395(3) . ?
C10 C31 1.504(3) . ?
C11 C33 1.341(3) . ?
C11 H11 0.9500 . ?
C12 C22 1.386(3) . ?
C12 C21 1.387(3) . ?
C12 C32 1.513(3) . ?
C13 C38 1.401(3) . ?
C13 C33 1.456(3) . ?
C14 C15 1.396(3) . ?
C14 H14 0.9500 . ?
C15 C17 1.418(3) . ?
C15 C23 1.531(3) . ?
C16 C39 1.383(3) . ?
C16 H16 0.9500 . ?
C17 B1 1.584(3) . ?
C18 H18 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C19 C42 1.504(3) . ?
C19 C30 1.532(4) . ?
C19 C20 1.554(3) . ?
C20 C26 1.510(3) . ?
C20 C41 1.520(3) . ?
C21 C25 1.395(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C24 H24 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C25 C27 1.513(3) . ?
C26 H26 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C27 H27 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C28 H28 0.9500 . ?
C29 C38 1.374(4) . ?
C29 C39 1.382(3) . ?
C29 H29 0.9500 . ?
C30 H30 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C31 H31 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C32 H32 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 H33 0.9500 . ?
C34 C36 1.379(4) . ?
C34 H34 0.9500 . ?
C35 H35 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C36 C40 1.377(4) . ?
C36 H36 0.9500 . ?
C37 H37 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C41 H41 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C42 H42 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C43 C44 1.543(7) . ?
C43 H43 0.9800 . ?
C43 H44 0.9800 . ?
C43 H45 0.9800 . ?
C44 C45 1.538(9) . ?
C44 H46 0.9900 . ?
C44 H47 0.9900 . ?
C45 C46 1.534(8) . ?
C45 H48 0.9900 . ?
C45 H49 0.9900 . ?
C46 C47 1.525(8) . ?
C46 H50 0.9900 . ?
C46 H51 0.9900 . ?
C47 H52 0.9800 . ?
C47 H53 0.9800 . ?
C47 H54 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B2 O1 C20 106.05(17) . . ?
C1 N1 B2 117.79(19) . . ?
C1 N1 C9 122.55(18) . . ?
B2 N1 C9 119.61(18) . . ?
B2 O2 C19 105.16(18) . . ?
C5 C1 N1 130.7(2) . . ?
C5 C1 H1 114.7 . . ?
N1 C1 H1 114.7 . . ?
C16 C2 C13 119.1(2) . . ?
C16 C2 N2 123.4(2) . . ?
C13 C2 N2 117.4(2) . . ?
B1 N2 C2 126.55(18) . . ?
B1 N2 C5 118.73(18) . . ?
C2 N2 C5 114.43(17) . . ?
C28 C3 C17 120.6(2) . . ?
C28 C3 C18 117.6(2) . . ?
C17 C3 C18 121.77(19) . . ?
C25 C4 C7 117.5(2) . . ?
C25 C4 B1 122.40(19) . . ?
C7 C4 B1 120.06(19) . . ?
C1 C5 C11 129.4(2) . . ?
C1 C5 N2 113.95(19) . . ?
C11 C5 N2 116.42(18) . . ?
C9 C6 C34 118.0(2) . . ?
C9 C6 C35 120.8(2) . . ?
C34 C6 C35 121.2(2) . . ?
C22 C7 C4 119.9(2) . . ?
C22 C7 C24 118.2(2) . . ?
C4 C7 C24 121.9(2) . . ?
C28 C8 C14 117.9(2) . . ?
C28 C8 C37 120.3(2) . . ?
C14 C8 C37 121.8(2) . . ?
C6 C9 C10 122.2(2) . . ?
C6 C9 N1 119.0(2) . . ?
C10 C9 N1 118.7(2) . . ?
C40 C10 C9 117.2(2) . . ?
C40 C10 C31 122.1(2) . . ?
C9 C10 C31 120.7(2) . . ?
C33 C11 C5 119.1(2) . . ?
C33 C11 H11 120.4 . . ?
C5 C11 H11 120.4 . . ?
C22 C12 C21 117.6(2) . . ?
C22 C12 C32 121.3(2) . . ?
C21 C12 C32 121.1(2) . . ?
C38 C13 C2 119.2(2) . . ?
C38 C13 C33 121.0(2) . . ?
C2 C13 C33 119.8(2) . . ?
C8 C14 C15 121.5(2) . . ?
C8 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C14 C15 C17 121.1(2) . . ?
C14 C15 C23 116.9(2) . . ?
C17 C15 C23 122.0(2) . . ?
C39 C16 C2 120.1(2) . . ?
C39 C16 H16 120.0 . . ?
C2 C16 H16 120.0 . . ?
C15 C17 C3 116.7(2) . . ?
C15 C17 B1 119.5(2) . . ?
C3 C17 B1 123.5(2) . . ?
C3 C18 H18 109.5 . . ?
C3 C18 H18A 109.5 . . ?
H18 C18 H18A 109.5 . . ?
C3 C18 H18B 109.5 . . ?
H18 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O2 C19 C42 108.7(2) . . ?
O2 C19 C30 106.4(2) . . ?
C42 C19 C30 110.5(2) . . ?
O2 C19 C20 102.03(17) . . ?
C42 C19 C20 115.6(2) . . ?
C30 C19 C20 112.7(2) . . ?
O1 C20 C26 108.72(19) . . ?
O1 C20 C41 107.51(18) . . ?
C26 C20 C41 110.8(2) . . ?
O1 C20 C19 101.64(17) . . ?
C26 C20 C19 114.4(2) . . ?
C41 C20 C19 113.1(2) . . ?
C12 C21 C25 122.0(2) . . ?
C12 C21 H21 119.0 . . ?
C25 C21 H21 119.0 . . ?
C12 C22 C7 122.4(2) . . ?
C12 C22 H22 118.8 . . ?
C7 C22 H22 118.8 . . ?
C15 C23 H23 109.5 . . ?
C15 C23 H23A 109.5 . . ?
H23 C23 H23A 109.5 . . ?
C15 C23 H23B 109.5 . . ?
H23 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C7 C24 H24 109.5 . . ?
C7 C24 H24A 109.5 . . ?
H24 C24 H24A 109.5 . . ?
C7 C24 H24B 109.5 . . ?
H24 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C25 C4 120.5(2) . . ?
C21 C25 C27 117.6(2) . . ?
C4 C25 C27 121.8(2) . . ?
C20 C26 H26 109.5 . . ?
C20 C26 H26A 109.5 . . ?
H26 C26 H26A 109.5 . . ?
C20 C26 H26B 109.5 . . ?
H26 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C27 H27 109.5 . . ?
C25 C27 H27A 109.5 . . ?
H27 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C8 C28 C3 122.1(2) . . ?
C8 C28 H28 118.9 . . ?
C3 C28 H28 118.9 . . ?
C38 C29 C39 119.5(2) . . ?
C38 C29 H29 120.3 . . ?
C39 C29 H29 120.3 . . ?
C19 C30 H30 109.5 . . ?
C19 C30 H30A 109.5 . . ?
H30 C30 H30A 109.5 . . ?
C19 C30 H30B 109.5 . . ?
H30 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C10 C31 H31 109.5 . . ?
C10 C31 H31A 109.5 . . ?
H31 C31 H31A 109.5 . . ?
C10 C31 H31B 109.5 . . ?
H31 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C12 C32 H32 109.5 . . ?
C12 C32 H32A 109.5 . . ?
H32 C32 H32A 109.5 . . ?
C12 C32 H32B 109.5 . . ?
H32 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C11 C33 C13 120.4(2) . . ?
C11 C33 H33 119.8 . . ?
C13 C33 H33 119.8 . . ?
N2 B1 C17 119.1(2) . . ?
N2 B1 C4 122.1(2) . . ?
C17 B1 C4 118.8(2) . . ?
C36 C34 C6 121.0(2) . . ?
C36 C34 H34 119.5 . . ?
C6 C34 H34 119.5 . . ?
C6 C35 H35 109.5 . . ?
C6 C35 H35A 109.5 . . ?
H35 C35 H35A 109.5 . . ?
C6 C35 H35B 109.5 . . ?
H35 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C40 C36 C34 119.7(2) . . ?
C40 C36 H36 120.1 . . ?
C34 C36 H36 120.1 . . ?
O2 B2 O1 114.0(2) . . ?
O2 B2 N1 123.0(2) . . ?
O1 B2 N1 123.0(2) . . ?
C8 C37 H37 109.5 . . ?
C8 C37 H37A 109.5 . . ?
H37 C37 H37A 109.5 . . ?
C8 C37 H37B 109.5 . . ?
H37 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C29 C38 C13 121.0(2) . . ?
C29 C38 H38 119.5 . . ?
C13 C38 H38 119.5 . . ?
C29 C39 C16 121.2(2) . . ?
C29 C39 H39 119.4 . . ?
C16 C39 H39 119.4 . . ?
C36 C40 C10 121.8(2) . . ?
C36 C40 H40 119.1 . . ?
C10 C40 H40 119.1 . . ?
C20 C41 H41 109.5 . . ?
C20 C41 H41A 109.5 . . ?
H41 C41 H41A 109.5 . . ?
C20 C41 H41B 109.5 . . ?
H41 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C19 C42 H42 109.5 . . ?
C19 C42 H42A 109.5 . . ?
H42 C42 H42A 109.5 . . ?
C19 C42 H42B 109.5 . . ?
H42 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C44 C43 H43 109.5 . . ?
C44 C43 H44 109.5 . . ?
H43 C43 H44 109.5 . . ?
C44 C43 H45 109.5 . . ?
H43 C43 H45 109.5 . . ?
H44 C43 H45 109.5 . . ?
C45 C44 C43 112.1(7) . . ?
C45 C44 H46 109.2 . . ?
C43 C44 H46 109.2 . . ?
C45 C44 H47 109.2 . . ?
C43 C44 H47 109.2 . . ?
H46 C44 H47 107.9 . . ?
C46 C45 C44 112.5(6) . . ?
C46 C45 H48 109.1 . . ?
C44 C45 H48 109.1 . . ?
C46 C45 H49 109.1 . . ?
C44 C45 H49 109.1 . . ?
H48 C45 H49 107.8 . . ?
C47 C46 C45 111.4(7) . . ?
C47 C46 H50 109.4 . . ?
C45 C46 H50 109.4 . . ?
C47 C46 H51 109.4 . . ?
C45 C46 H51 109.4 . . ?
H50 C46 H51 108.0 . . ?
C46 C47 H52 109.5 . . ?
C46 C47 H53 109.5 . . ?
H52 C47 H53 109.5 . . ?
C46 C47 H54 109.5 . . ?
H52 C47 H54 109.5 . . ?
H53 C47 H54 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
B2 N1 C1 C5 178.4(2) . . . . ?
C9 N1 C1 C5 -4.2(4) . . . . ?
C16 C2 N2 B1 34.3(3) . . . . ?
C13 C2 N2 B1 -143.3(2) . . . . ?
C16 C2 N2 C5 -152.0(2) . . . . ?
C13 C2 N2 C5 30.4(3) . . . . ?
N1 C1 C5 C11 -12.6(4) . . . . ?
N1 C1 C5 N2 172.9(2) . . . . ?
B1 N2 C5 C1 -52.2(3) . . . . ?
C2 N2 C5 C1 133.5(2) . . . . ?
B1 N2 C5 C11 132.5(2) . . . . ?
C2 N2 C5 C11 -41.7(3) . . . . ?
C25 C4 C7 C22 1.2(3) . . . . ?
B1 C4 C7 C22 -175.8(2) . . . . ?
C25 C4 C7 C24 -178.45(19) . . . . ?
B1 C4 C7 C24 4.6(3) . . . . ?
C34 C6 C9 C10 0.1(3) . . . . ?
C35 C6 C9 C10 178.6(2) . . . . ?
C34 C6 C9 N1 179.1(2) . . . . ?
C35 C6 C9 N1 -2.5(3) . . . . ?
C1 N1 C9 C6 90.9(3) . . . . ?
B2 N1 C9 C6 -91.7(3) . . . . ?
C1 N1 C9 C10 -90.1(3) . . . . ?
B2 N1 C9 C10 87.3(3) . . . . ?
C6 C9 C10 C40 0.2(3) . . . . ?
N1 C9 C10 C40 -178.7(2) . . . . ?
C6 C9 C10 C31 -179.6(2) . . . . ?
N1 C9 C10 C31 1.4(3) . . . . ?
C1 C5 C11 C33 -148.6(2) . . . . ?
N2 C5 C11 C33 25.8(3) . . . . ?
C16 C2 C13 C38 0.3(3) . . . . ?
N2 C2 C13 C38 178.02(19) . . . . ?
C16 C2 C13 C33 178.6(2) . . . . ?
N2 C2 C13 C33 -3.7(3) . . . . ?
C28 C8 C14 C15 0.9(3) . . . . ?
C37 C8 C14 C15 -180.0(2) . . . . ?
C8 C14 C15 C17 -2.0(3) . . . . ?
C8 C14 C15 C23 178.9(2) . . . . ?
C13 C2 C16 C39 -0.2(3) . . . . ?
N2 C2 C16 C39 -177.8(2) . . . . ?
C14 C15 C17 C3 0.4(3) . . . . ?
C23 C15 C17 C3 179.45(19) . . . . ?
C14 C15 C17 B1 -173.6(2) . . . . ?
C23 C15 C17 B1 5.5(3) . . . . ?
C28 C3 C17 C15 2.3(3) . . . . ?
C18 C3 C17 C15 -178.7(2) . . . . ?
C28 C3 C17 B1 176.0(2) . . . . ?
C18 C3 C17 B1 -5.0(3) . . . . ?
B2 O2 C19 C42 -149.8(2) . . . . ?
B2 O2 C19 C30 91.1(2) . . . . ?
B2 O2 C19 C20 -27.2(2) . . . . ?
B2 O1 C20 C26 -147.6(2) . . . . ?
B2 O1 C20 C41 92.3(2) . . . . ?
B2 O1 C20 C19 -26.7(2) . . . . ?
O2 C19 C20 O1 32.8(2) . . . . ?
C42 C19 C20 O1 150.5(2) . . . . ?
C30 C19 C20 O1 -81.0(2) . . . . ?
O2 C19 C20 C26 149.70(19) . . . . ?
C42 C19 C20 C26 -92.5(3) . . . . ?
C30 C19 C20 C26 36.0(3) . . . . ?
O2 C19 C20 C41 -82.2(2) . . . . ?
C42 C19 C20 C41 35.6(3) . . . . ?
C30 C19 C20 C41 164.1(2) . . . . ?
C22 C12 C21 C25 1.2(3) . . . . ?
C32 C12 C21 C25 -177.8(2) . . . . ?
C21 C12 C22 C7 1.3(3) . . . . ?
C32 C12 C22 C7 -179.7(2) . . . . ?
C4 C7 C22 C12 -2.5(3) . . . . ?
C24 C7 C22 C12 177.2(2) . . . . ?
C12 C21 C25 C4 -2.4(3) . . . . ?
C12 C21 C25 C27 179.4(2) . . . . ?
C7 C4 C25 C21 1.2(3) . . . . ?
B1 C4 C25 C21 178.1(2) . . . . ?
C7 C4 C25 C27 179.3(2) . . . . ?
B1 C4 C25 C27 -3.9(3) . . . . ?
C14 C8 C28 C3 1.8(3) . . . . ?
C37 C8 C28 C3 -177.3(2) . . . . ?
C17 C3 C28 C8 -3.5(3) . . . . ?
C18 C3 C28 C8 177.5(2) . . . . ?
C5 C11 C33 C13 2.0(3) . . . . ?
C38 C13 C33 C11 164.8(2) . . . . ?
C2 C13 C33 C11 -13.5(3) . . . . ?
C2 N2 B1 C17 145.8(2) . . . . ?
C5 N2 B1 C17 -27.7(3) . . . . ?
C2 N2 B1 C4 -32.6(3) . . . . ?
C5 N2 B1 C4 153.9(2) . . . . ?
C15 C17 B1 N2 -62.7(3) . . . . ?
C3 C17 B1 N2 123.7(2) . . . . ?
C15 C17 B1 C4 115.8(2) . . . . ?
C3 C17 B1 C4 -57.8(3) . . . . ?
C25 C4 B1 N2 118.6(2) . . . . ?
C7 C4 B1 N2 -64.6(3) . . . . ?
C25 C4 B1 C17 -59.9(3) . . . . ?
C7 C4 B1 C17 116.9(2) . . . . ?
C9 C6 C34 C36 -0.4(4) . . . . ?
C35 C6 C34 C36 -178.8(2) . . . . ?
C6 C34 C36 C40 0.3(4) . . . . ?
C19 O2 B2 O1 11.6(3) . . . . ?
C19 O2 B2 N1 -168.1(2) . . . . ?
C20 O1 B2 O2 10.7(3) . . . . ?
C20 O1 B2 N1 -169.6(2) . . . . ?
C1 N1 B2 O2 175.0(2) . . . . ?
C9 N1 B2 O2 -2.5(3) . . . . ?
C1 N1 B2 O1 -4.7(3) . . . . ?
C9 N1 B2 O1 177.7(2) . . . . ?
C39 C29 C38 C13 0.1(4) . . . . ?
C2 C13 C38 C29 -0.2(3) . . . . ?
C33 C13 C38 C29 -178.5(2) . . . . ?
C38 C29 C39 C16 -0.1(4) . . . . ?
C2 C16 C39 C29 0.1(4) . . . . ?
C34 C36 C40 C10 0.0(4) . . . . ?
C9 C10 C40 C36 -0.3(4) . . . . ?
C31 C10 C40 C36 179.5(2) . . . . ?
C43 C44 C45 C46 170.1(10) . . . . ?
C44 C45 C46 C47 -176.3(10) . . . . ?

_refine_diff_density_max         0.243
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.060

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4b
_database_code_depnum_ccdc_archive 'CCDC 1583727'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H47 B2 Cl N2 O2'
_chemical_formula_sum            'C38 H47 B2 Cl N2 O2'
_chemical_formula_weight         620.84

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.777(5)
_cell_length_b                   8.468(4)
_cell_length_c                   38.298(17)
_cell_angle_alpha                90
_cell_angle_beta                 95.088(7)
_cell_angle_gamma                90
_cell_volume                     3481(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    93.1500
_cell_measurement_reflns_used    6346
_cell_measurement_theta_min      2.4637
_cell_measurement_theta_max      30.7475

_exptl_crystal_description       Prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_F_000             1328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.145
_shelx_estimated_absorpt_T_min   0.972
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8937
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            29769
_diffrn_reflns_av_unetI/netI     0.1106
_diffrn_reflns_av_R_equivalents  0.1037
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_theta_min         3.064
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6830
_reflns_number_gt                5065
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-2004
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0547P)²+3.5246P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6830
_refine_ls_number_parameters     418
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1323
_refine_ls_R_factor_gt           0.0983
_refine_ls_wR_factor_ref         0.1962
_refine_ls_wR_factor_gt          0.1784
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_restrained_S_all      1.163
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.0273(4) 0.5974(5) 0.35352(11) 0.0254(9) Uani 1 1 d . . . . .
N1 N 0.1017(3) 0.6697(3) 0.38142(7) 0.0226(6) Uani 1 1 d . . . . .
C1 C 0.2362(3) 0.6930(4) 0.38289(9) 0.0231(8) Uani 1 1 d . . . . .
B2 B 0.3176(4) 0.7328(4) 0.41384(11) 0.0226(9) Uani 1 1 d . . . . .
N2 N 0.4570(3) 0.7562(3) 0.40528(7) 0.0237(7) Uani 1 1 d . . . . .
C2 C 0.4857(3) 0.8614(4) 0.38092(9) 0.0261(8) Uani 1 1 d . . . . .
H37 H 0.421715 0.925977 0.369847 0.031 Uiso 1 1 calc R U . . .
C3 C 0.6056(3) 0.8775(4) 0.37167(9) 0.0265(8) Uani 1 1 d . . . . .
C4 C 0.7004(4) 0.7876(4) 0.38761(10) 0.0320(9) Uani 1 1 d . . . . .
H38 H 0.783283 0.796774 0.381197 0.038 Uiso 1 1 calc R U . . .
C5 C 0.6706(4) 0.6827(5) 0.41348(10) 0.0342(9) Uani 1 1 d . . . . .
H39 H 0.733846 0.619282 0.425296 0.041 Uiso 1 1 calc R U . . .
C6 C 0.5510(3) 0.6706(4) 0.42191(10) 0.0309(9) Uani 1 1 d . . . . .
H40 H 0.532669 0.600048 0.440032 0.037 Uiso 1 1 calc R U . . .
Cl1 Cl 0.63328(10) 1.01961(12) 0.34093(3) 0.0410(3) Uani 1 1 d . . . . .
C7 C 0.3095(3) 0.7547(4) 0.45491(9) 0.0242(8) Uani 1 1 d . . . . .
C8 C 0.3184(3) 0.9073(4) 0.47004(10) 0.0282(8) Uani 1 1 d . . . . .
C9 C 0.3211(4) 0.9272(5) 0.50621(10) 0.0338(9) Uani 1 1 d . . . . .
H41 H 0.326823 1.031060 0.515600 0.041 Uiso 1 1 calc R U . . .
C10 C 0.3157(3) 0.8000(5) 0.52904(10) 0.0313(9) Uani 1 1 d . . . . .
C11 C 0.3084(3) 0.6512(4) 0.51415(10) 0.0307(9) Uani 1 1 d . . . . .
H42 H 0.303937 0.562287 0.529107 0.037 Uiso 1 1 calc R U . . .
C12 C 0.3071(3) 0.6260(4) 0.47820(10) 0.0270(8) Uani 1 1 d . . . . .
C13 C 0.3263(4) 1.0530(4) 0.44800(10) 0.0378(10) Uani 1 1 d . . . . .
H1 H 0.324062 1.022981 0.423241 0.057 Uiso 1 1 calc R U . . .
H2 H 0.404326 1.108663 0.454926 0.057 Uiso 1 1 calc R U . . .
H3 H 0.255639 1.122342 0.451460 0.057 Uiso 1 1 calc R U . . .
C14 C 0.3185(4) 0.8221(5) 0.56805(10) 0.0423(11) Uani 1 1 d . . . . .
H4 H 0.295929 0.722677 0.578966 0.063 Uiso 1 1 calc R U . . .
H5 H 0.258812 0.904395 0.573206 0.063 Uiso 1 1 calc R U . . .
H6 H 0.402388 0.853592 0.577412 0.063 Uiso 1 1 calc R U . . .
C15 C 0.3087(4) 0.4573(4) 0.46604(10) 0.0324(9) Uani 1 1 d . . . . .
H7 H 0.392411 0.413305 0.471320 0.049 Uiso 1 1 calc R U . . .
H8 H 0.286176 0.453037 0.440700 0.049 Uiso 1 1 calc R U . . .
H9 H 0.248728 0.395630 0.478169 0.049 Uiso 1 1 calc R U . . .
C16 C 0.0422(3) 0.7104(4) 0.41262(9) 0.0224(8) Uani 1 1 d . . . . .
C17 C 0.0179(3) 0.8691(4) 0.42026(10) 0.0276(8) Uani 1 1 d . . . . .
C18 C -0.0334(3) 0.9051(5) 0.45144(10) 0.0313(9) Uani 1 1 d . . . . .
H43 H -0.048230 1.012330 0.457080 0.038 Uiso 1 1 calc R U . . .
C19 C -0.0630(3) 0.7884(5) 0.47415(10) 0.0325(9) Uani 1 1 d . . . . .
H44 H -0.093555 0.814861 0.495919 0.039 Uiso 1 1 calc R U . . .
C20 C -0.0479(3) 0.6316(5) 0.46509(10) 0.0309(9) Uani 1 1 d . . . . .
H45 H -0.073839 0.550887 0.480067 0.037 Uiso 1 1 calc R U . . .
C21 C 0.0046(3) 0.5901(4) 0.43445(9) 0.0257(8) Uani 1 1 d . . . . .
C22 C 0.0385(4) 0.9986(4) 0.39450(10) 0.0365(10) Uani 1 1 d . . . . .
H10 H 0.007756 1.098774 0.403221 0.055 Uiso 1 1 calc R U . . .
H11 H -0.006507 0.973604 0.371814 0.055 Uiso 1 1 calc R U . . .
H12 H 0.127734 1.007862 0.391686 0.055 Uiso 1 1 calc R U . . .
C23 C 0.0122(4) 0.4180(4) 0.42500(10) 0.0320(9) Uani 1 1 d . . . . .
H13 H -0.061969 0.388217 0.409776 0.048 Uiso 1 1 calc R U . . .
H14 H 0.016820 0.354115 0.446406 0.048 Uiso 1 1 calc R U . . .
H15 H 0.086803 0.399797 0.412665 0.048 Uiso 1 1 calc R U . . .
C24 C 0.2879(3) 0.6605(4) 0.34818(9) 0.0239(8) Uani 1 1 d . . . . .
C25 C 0.3469(3) 0.5142(4) 0.34278(9) 0.0271(8) Uani 1 1 d . . . . .
C26 C 0.3978(3) 0.4849(5) 0.31146(10) 0.0334(9) Uani 1 1 d . . . . .
H46 H 0.437527 0.386338 0.308352 0.040 Uiso 1 1 calc R U . . .
C27 C 0.3927(4) 0.5951(5) 0.28434(10) 0.0350(9) Uani 1 1 d . . . . .
C28 C 0.3334(4) 0.7362(5) 0.28969(10) 0.0324(9) Uani 1 1 d . . . . .
H47 H 0.329300 0.813474 0.271641 0.039 Uiso 1 1 calc R U . . .
C29 C 0.2793(3) 0.7698(4) 0.32056(9) 0.0270(8) Uani 1 1 d . . . . .
C30 C 0.2118(4) 0.9249(4) 0.32301(10) 0.0330(9) Uani 1 1 d . . . . .
H16 H 0.121720 0.906620 0.320114 0.049 Uiso 1 1 calc R U . . .
H17 H 0.235410 0.996117 0.304538 0.049 Uiso 1 1 calc R U . . .
H18 H 0.234534 0.972877 0.345985 0.049 Uiso 1 1 calc R U . . .
C31 C 0.3520(4) 0.3844(4) 0.36968(10) 0.0358(9) Uani 1 1 d . . . . .
H19 H 0.379291 0.286171 0.359187 0.054 Uiso 1 1 calc R U . . .
H20 H 0.269023 0.369146 0.377748 0.054 Uiso 1 1 calc R U . . .
H21 H 0.410921 0.413164 0.389625 0.054 Uiso 1 1 calc R U . . .
C32 C 0.4512(4) 0.5620(6) 0.25081(11) 0.0519(12) Uani 1 1 d . . . . .
H22 H 0.426590 0.644368 0.233588 0.078 Uiso 1 1 calc R U . . .
H23 H 0.422900 0.459004 0.241564 0.078 Uiso 1 1 calc R U . . .
H24 H 0.542049 0.561259 0.255471 0.078 Uiso 1 1 calc R U . . .
O1 O -0.1006(2) 0.5867(3) 0.35377(6) 0.0283(6) Uani 1 1 d . . . . .
C33 C -0.1495(3) 0.5307(5) 0.31920(10) 0.0302(9) Uani 1 1 d . . . . .
C34 C -0.0344(3) 0.4437(4) 0.30630(10) 0.0308(9) Uani 1 1 d . . . . .
O2 O 0.0687(2) 0.5308(3) 0.32392(7) 0.0341(6) Uani 1 1 d . . . . .
C35 C -0.1878(4) 0.6762(5) 0.29735(11) 0.0454(11) Uani 1 1 d . . . . .
H25 H -0.250690 0.735742 0.308848 0.068 Uiso 1 1 calc R U . . .
H26 H -0.222609 0.643167 0.273979 0.068 Uiso 1 1 calc R U . . .
H27 H -0.114722 0.743175 0.295183 0.068 Uiso 1 1 calc R U . . .
C36 C -0.2612(4) 0.4280(6) 0.32353(12) 0.0486(12) Uani 1 1 d . . . . .
H28 H -0.239022 0.346542 0.341163 0.073 Uiso 1 1 calc R U . . .
H29 H -0.288295 0.377628 0.301098 0.073 Uiso 1 1 calc R U . . .
H30 H -0.329085 0.492979 0.331142 0.073 Uiso 1 1 calc R U . . .
C37 C -0.0219(4) 0.4518(5) 0.26720(10) 0.0415(10) Uani 1 1 d . . . . .
H31 H -0.023583 0.562431 0.259657 0.062 Uiso 1 1 calc R U . . .
H32 H -0.091127 0.394657 0.254590 0.062 Uiso 1 1 calc R U . . .
H33 H 0.057168 0.403587 0.262093 0.062 Uiso 1 1 calc R U . . .
C38 C -0.0212(4) 0.2738(5) 0.31880(12) 0.0475(11) Uani 1 1 d . . . . .
H34 H 0.062647 0.235522 0.315373 0.071 Uiso 1 1 calc R U . . .
H35 H -0.083067 0.207922 0.305354 0.071 Uiso 1 1 calc R U . . .
H36 H -0.034675 0.268478 0.343748 0.071 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 O2 1.375(5) . ?
B1 O1 1.381(5) . ?
B1 N1 1.417(5) . ?
N1 C16 1.446(4) . ?
N1 C1 1.459(4) . ?
C1 B2 1.450(5) . ?
C1 C24 1.511(5) . ?
B2 N2 1.579(5) . ?
B2 C7 1.594(5) . ?
N2 C2 1.346(4) . ?
N2 C6 1.357(5) . ?
C2 C3 1.377(5) . ?
C3 C4 1.373(5) . ?
C3 Cl1 1.728(4) . ?
C4 C5 1.389(5) . ?
C5 C6 1.360(5) . ?
C7 C12 1.410(5) . ?
C7 C8 1.415(5) . ?
C8 C9 1.393(5) . ?
C8 C13 1.502(5) . ?
C9 C10 1.392(5) . ?
C10 C11 1.382(5) . ?
C10 C14 1.503(5) . ?
C11 C12 1.392(5) . ?
C12 C15 1.503(5) . ?
C16 C21 1.401(5) . ?
C16 C17 1.405(5) . ?
C17 C18 1.394(5) . ?
C17 C22 1.505(5) . ?
C18 C19 1.373(5) . ?
C19 C20 1.385(5) . ?
C20 C21 1.392(5) . ?
C21 C23 1.505(5) . ?
C24 C29 1.403(5) . ?
C24 C25 1.416(5) . ?
C25 C26 1.385(5) . ?
C25 C31 1.505(5) . ?
C26 C27 1.394(6) . ?
C27 C28 1.379(5) . ?
C27 C32 1.506(5) . ?
C28 C29 1.393(5) . ?
C29 C30 1.508(5) . ?
O1 C33 1.460(4) . ?
C33 C36 1.507(5) . ?
C33 C35 1.526(5) . ?
C33 C34 1.560(5) . ?
C34 O2 1.450(4) . ?
C34 C37 1.517(5) . ?
C34 C38 1.519(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 B1 O1 112.0(3) . . ?
O2 B1 N1 126.5(3) . . ?
O1 B1 N1 121.4(3) . . ?
B1 N1 C16 117.6(3) . . ?
B1 N1 C1 125.5(3) . . ?
C16 N1 C1 116.6(3) . . ?
B2 C1 N1 126.1(3) . . ?
B2 C1 C24 121.2(3) . . ?
N1 C1 C24 112.6(3) . . ?
C1 B2 N2 112.2(3) . . ?
C1 B2 C7 138.8(3) . . ?
N2 B2 C7 109.0(3) . . ?
C2 N2 C6 118.1(3) . . ?
C2 N2 B2 120.5(3) . . ?
C6 N2 B2 121.3(3) . . ?
N2 C2 C3 121.5(3) . . ?
C4 C3 C2 120.6(3) . . ?
C4 C3 Cl1 121.5(3) . . ?
C2 C3 Cl1 117.8(3) . . ?
C3 C4 C5 117.5(4) . . ?
C6 C5 C4 120.1(4) . . ?
N2 C6 C5 122.2(4) . . ?
C12 C7 C8 116.8(3) . . ?
C12 C7 B2 122.7(3) . . ?
C8 C7 B2 120.2(3) . . ?
C9 C8 C7 120.8(3) . . ?
C9 C8 C13 117.5(3) . . ?
C7 C8 C13 121.7(3) . . ?
C10 C9 C8 122.2(4) . . ?
C11 C10 C9 116.8(3) . . ?
C11 C10 C14 121.2(4) . . ?
C9 C10 C14 122.0(4) . . ?
C10 C11 C12 122.9(4) . . ?
C11 C12 C7 120.5(3) . . ?
C11 C12 C15 116.9(3) . . ?
C7 C12 C15 122.5(3) . . ?
C21 C16 C17 120.2(3) . . ?
C21 C16 N1 119.5(3) . . ?
C17 C16 N1 120.2(3) . . ?
C18 C17 C16 118.9(3) . . ?
C18 C17 C22 119.7(3) . . ?
C16 C17 C22 121.3(3) . . ?
C19 C18 C17 121.2(4) . . ?
C18 C19 C20 119.5(3) . . ?
C19 C20 C21 121.2(3) . . ?
C20 C21 C16 118.7(3) . . ?
C20 C21 C23 118.8(3) . . ?
C16 C21 C23 122.4(3) . . ?
C29 C24 C25 117.9(3) . . ?
C29 C24 C1 122.6(3) . . ?
C25 C24 C1 119.5(3) . . ?
C26 C25 C24 120.1(3) . . ?
C26 C25 C31 118.0(3) . . ?
C24 C25 C31 121.9(3) . . ?
C25 C26 C27 122.2(4) . . ?
C28 C27 C26 117.3(3) . . ?
C28 C27 C32 121.5(4) . . ?
C26 C27 C32 121.3(4) . . ?
C27 C28 C29 122.5(4) . . ?
C28 C29 C24 120.0(3) . . ?
C28 C29 C30 118.1(3) . . ?
C24 C29 C30 121.9(3) . . ?
B1 O1 C33 107.2(3) . . ?
O1 C33 C36 108.4(3) . . ?
O1 C33 C35 107.1(3) . . ?
C36 C33 C35 110.3(4) . . ?
O1 C33 C34 102.0(3) . . ?
C36 C33 C34 115.3(3) . . ?
C35 C33 C34 113.1(3) . . ?
O2 C34 C37 107.7(3) . . ?
O2 C34 C38 106.8(3) . . ?
C37 C34 C38 109.9(3) . . ?
O2 C34 C33 102.1(3) . . ?
C37 C34 C33 115.7(3) . . ?
C38 C34 C33 113.7(3) . . ?
B1 O2 C34 107.5(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 B1 N1 C16 -170.5(3) . . . . ?
O1 B1 N1 C16 9.3(5) . . . . ?
O2 B1 N1 C1 3.0(6) . . . . ?
O1 B1 N1 C1 -177.2(3) . . . . ?
B1 N1 C1 B2 -165.0(3) . . . . ?
C16 N1 C1 B2 8.6(5) . . . . ?
B1 N1 C1 C24 11.3(5) . . . . ?
C16 N1 C1 C24 -175.1(3) . . . . ?
N1 C1 B2 N2 -177.4(3) . . . . ?
C24 C1 B2 N2 6.6(5) . . . . ?
N1 C1 B2 C7 5.4(7) . . . . ?
C24 C1 B2 C7 -170.6(4) . . . . ?
C1 B2 N2 C2 56.1(4) . . . . ?
C7 B2 N2 C2 -125.9(3) . . . . ?
C1 B2 N2 C6 -123.4(4) . . . . ?
C7 B2 N2 C6 54.7(4) . . . . ?
C6 N2 C2 C3 3.1(5) . . . . ?
B2 N2 C2 C3 -176.4(3) . . . . ?
N2 C2 C3 C4 -1.1(5) . . . . ?
N2 C2 C3 Cl1 -178.3(3) . . . . ?
C2 C3 C4 C5 -0.9(5) . . . . ?
Cl1 C3 C4 C5 176.3(3) . . . . ?
C3 C4 C5 C6 0.7(6) . . . . ?
C2 N2 C6 C5 -3.3(5) . . . . ?
B2 N2 C6 C5 176.2(3) . . . . ?
C4 C5 C6 N2 1.4(6) . . . . ?
C1 B2 C7 C12 78.3(6) . . . . ?
N2 B2 C7 C12 -98.9(4) . . . . ?
C1 B2 C7 C8 -108.7(5) . . . . ?
N2 B2 C7 C8 74.0(4) . . . . ?
C12 C7 C8 C9 -1.7(5) . . . . ?
B2 C7 C8 C9 -175.1(3) . . . . ?
C12 C7 C8 C13 177.8(3) . . . . ?
B2 C7 C8 C13 4.4(5) . . . . ?
C7 C8 C9 C10 0.2(6) . . . . ?
C13 C8 C9 C10 -179.3(4) . . . . ?
C8 C9 C10 C11 0.4(6) . . . . ?
C8 C9 C10 C14 -179.9(4) . . . . ?
C9 C10 C11 C12 0.5(6) . . . . ?
C14 C10 C11 C12 -179.2(4) . . . . ?
C10 C11 C12 C7 -2.0(6) . . . . ?
C10 C11 C12 C15 175.4(4) . . . . ?
C8 C7 C12 C11 2.5(5) . . . . ?
B2 C7 C12 C11 175.7(3) . . . . ?
C8 C7 C12 C15 -174.7(3) . . . . ?
B2 C7 C12 C15 -1.5(5) . . . . ?
B1 N1 C16 C21 69.7(4) . . . . ?
C1 N1 C16 C21 -104.4(4) . . . . ?
B1 N1 C16 C17 -107.8(4) . . . . ?
C1 N1 C16 C17 78.1(4) . . . . ?
C21 C16 C17 C18 5.9(5) . . . . ?
N1 C16 C17 C18 -176.7(3) . . . . ?
C21 C16 C17 C22 -170.1(3) . . . . ?
N1 C16 C17 C22 7.3(5) . . . . ?
C16 C17 C18 C19 -1.5(6) . . . . ?
C22 C17 C18 C19 174.5(4) . . . . ?
C17 C18 C19 C20 -3.5(6) . . . . ?
C18 C19 C20 C21 4.4(6) . . . . ?
C19 C20 C21 C16 -0.1(5) . . . . ?
C19 C20 C21 C23 -176.7(3) . . . . ?
C17 C16 C21 C20 -5.1(5) . . . . ?
N1 C16 C21 C20 177.4(3) . . . . ?
C17 C16 C21 C23 171.5(3) . . . . ?
N1 C16 C21 C23 -6.0(5) . . . . ?
B2 C1 C24 C29 -104.4(4) . . . . ?
N1 C1 C24 C29 79.2(4) . . . . ?
B2 C1 C24 C25 76.1(4) . . . . ?
N1 C1 C24 C25 -100.4(4) . . . . ?
C29 C24 C25 C26 2.3(5) . . . . ?
C1 C24 C25 C26 -178.2(3) . . . . ?
C29 C24 C25 C31 -175.1(3) . . . . ?
C1 C24 C25 C31 4.5(5) . . . . ?
C24 C25 C26 C27 -0.4(6) . . . . ?
C31 C25 C26 C27 177.1(4) . . . . ?
C25 C26 C27 C28 -0.5(6) . . . . ?
C25 C26 C27 C32 178.6(4) . . . . ?
C26 C27 C28 C29 -0.5(6) . . . . ?
C32 C27 C28 C29 -179.6(4) . . . . ?
C27 C28 C29 C24 2.4(6) . . . . ?
C27 C28 C29 C30 -177.3(4) . . . . ?
C25 C24 C29 C28 -3.2(5) . . . . ?
C1 C24 C29 C28 177.2(3) . . . . ?
C25 C24 C29 C30 176.5(3) . . . . ?
C1 C24 C29 C30 -3.1(5) . . . . ?
O2 B1 O1 C33 -9.4(4) . . . . ?
N1 B1 O1 C33 170.8(3) . . . . ?
B1 O1 C33 C36 146.2(3) . . . . ?
B1 O1 C33 C35 -94.9(3) . . . . ?
B1 O1 C33 C34 24.1(4) . . . . ?
O1 C33 C34 O2 -29.7(3) . . . . ?
C36 C33 C34 O2 -146.9(3) . . . . ?
C35 C33 C34 O2 84.9(4) . . . . ?
O1 C33 C34 C37 -146.4(3) . . . . ?
C36 C33 C34 C37 96.4(4) . . . . ?
C35 C33 C34 C37 -31.8(5) . . . . ?
O1 C33 C34 C38 85.0(4) . . . . ?
C36 C33 C34 C38 -32.2(5) . . . . ?
C35 C33 C34 C38 -160.4(3) . . . . ?
O1 B1 O2 C34 -11.3(4) . . . . ?
N1 B1 O2 C34 168.6(4) . . . . ?
C37 C34 O2 B1 147.6(3) . . . . ?
C38 C34 O2 B1 -94.4(4) . . . . ?
C33 C34 O2 B1 25.3(4) . . . . ?

_refine_diff_density_max         0.276
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.070

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4a
_database_code_depnum_ccdc_archive 'CCDC 1583726'
_audit_update_record             
;
2017-11-03 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H50 B2 N2 O3, C6 H14'
_chemical_formula_sum            'C45 H64 B2 N2 O3'
_chemical_formula_weight         702.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   19.208(3)
_cell_length_b                   13.253(2)
_cell_length_c                   16.091(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4096.2(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    93.1500
_cell_measurement_reflns_used    8618
_cell_measurement_theta_min      2.4698
_cell_measurement_theta_max      31.3073

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_F_000             1528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7649
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device_type  'Rigaku VariMax Saturn'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            32588
_diffrn_reflns_av_unetI/netI     0.0832
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.074
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9364
_reflns_number_gt                6697
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.928
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.997

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'RIGAKU CrystalClear'
_computing_cell_refinement       'RIGAKU CrystalClear'
_computing_data_reduction        'RIGAKU CrystalClear'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009(Wakita Nemoto et al.)'
_computing_publication_material  'Yadokari-XG 2009(Wakita,Nemoto et al.)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0770P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1881 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9364
_refine_ls_number_parameters     474
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0700
_refine_ls_wR_factor_ref         0.1669
_refine_ls_wR_factor_gt          0.1510
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.67227(17) 0.6193(2) 0.2849(2) 0.0289(7) Uani 1 1 d . . . . .
C1 C 0.6053(2) 0.6450(3) 0.2996(3) 0.0306(9) Uani 1 1 d . . . . .
H1 H 0.5807 0.6836 0.2595 0.037 Uiso 1 1 calc R U . . .
C2 C 0.5719(2) 0.6159(3) 0.3719(3) 0.0350(9) Uani 1 1 d . . . . .
C3 C 0.6071(2) 0.5580(3) 0.4300(3) 0.0407(11) Uani 1 1 d . . . . .
H2 H 0.5850 0.5382 0.4802 0.049 Uiso 1 1 calc R U . . .
C4 C 0.6751(2) 0.5296(3) 0.4137(3) 0.0399(11) Uani 1 1 d . . . . .
H3 H 0.7000 0.4888 0.4519 0.048 Uiso 1 1 calc R U . . .
C5 C 0.7060(2) 0.5617(3) 0.3407(3) 0.0337(9) Uani 1 1 d . . . . .
H4 H 0.7527 0.5424 0.3296 0.040 Uiso 1 1 calc R U . . .
O1 O 0.50459(15) 0.6401(2) 0.3902(2) 0.0440(8) Uani 1 1 d . . . . .
C6 C 0.4676(2) 0.7005(4) 0.3310(3) 0.0453(12) Uani 1 1 d . . . . .
H5 H 0.4633 0.6633 0.2786 0.068 Uiso 1 1 calc R U . . .
H6 H 0.4931 0.7634 0.3214 0.068 Uiso 1 1 calc R U . . .
H7 H 0.4211 0.7160 0.3527 0.068 Uiso 1 1 calc R U . . .
B1 B 0.7108(2) 0.6538(4) 0.2031(3) 0.0283(10) Uani 1 1 d . . . . .
C7 C 0.7068(2) 0.7598(3) 0.1837(2) 0.0275(8) Uani 1 1 d . . . . .
N2 N 0.73484(15) 0.8046(2) 0.1052(2) 0.0256(7) Uani 1 1 d . . . . .
B2 B 0.7098(2) 0.7767(3) 0.0268(3) 0.0264(9) Uani 1 1 d . . . . .
O2 O 0.73473(14) 0.8188(2) -0.04681(17) 0.0316(6) Uani 1 1 d . . . . .
O3 O 0.65813(14) 0.7079(2) 0.01232(17) 0.0307(6) Uani 1 1 d . . . . .
C8 C 0.7482(2) 0.5596(3) 0.1611(2) 0.0284(8) Uani 1 1 d . . . . .
C9 C 0.7077(2) 0.4870(3) 0.1173(3) 0.0309(9) Uani 1 1 d . . . . .
C10 C 0.7393(2) 0.4015(3) 0.0840(3) 0.0341(9) Uani 1 1 d . . . . .
H8 H 0.7117 0.3548 0.0538 0.041 Uiso 1 1 calc R U . . .
C11 C 0.8101(2) 0.3823(3) 0.0935(3) 0.0361(10) Uani 1 1 d . . . . .
C12 C 0.8493(2) 0.4519(3) 0.1382(3) 0.0357(10) Uani 1 1 d . . . . .
H9 H 0.8976 0.4397 0.1461 0.043 Uiso 1 1 calc R U . . .
C13 C 0.8198(2) 0.5388(3) 0.1717(3) 0.0309(9) Uani 1 1 d . . . . .
C14 C 0.6300(2) 0.5000(3) 0.1093(3) 0.0349(9) Uani 1 1 d . . . . .
H10 H 0.6074 0.4802 0.1614 0.052 Uiso 1 1 calc R U . . .
H11 H 0.6128 0.4574 0.0639 0.052 Uiso 1 1 calc R U . . .
H12 H 0.6193 0.5708 0.0972 0.052 Uiso 1 1 calc R U . . .
C15 C 0.8424(3) 0.2882(3) 0.0573(3) 0.0474(12) Uani 1 1 d . . . . .
H13 H 0.8712 0.3063 0.0093 0.071 Uiso 1 1 calc R U . . .
H14 H 0.8055 0.2418 0.0397 0.071 Uiso 1 1 calc R U . . .
H15 H 0.8714 0.2554 0.0995 0.071 Uiso 1 1 calc R U . . .
C16 C 0.8659(2) 0.6080(3) 0.2222(3) 0.0372(10) Uani 1 1 d . . . . .
H16 H 0.9102 0.6178 0.1932 0.056 Uiso 1 1 calc R U . . .
H17 H 0.8746 0.5777 0.2768 0.056 Uiso 1 1 calc R U . . .
H18 H 0.8428 0.6733 0.2294 0.056 Uiso 1 1 calc R U . . .
C17 C 0.6706(2) 0.8347(3) 0.2390(2) 0.0275(8) Uani 1 1 d . . . . .
C18 C 0.7002(2) 0.8625(3) 0.3155(2) 0.0302(9) Uani 1 1 d . . . . .
C19 C 0.6643(2) 0.9281(3) 0.3686(3) 0.0330(9) Uani 1 1 d . . . . .
H19 H 0.6847 0.9454 0.4205 0.040 Uiso 1 1 calc R U . . .
C20 C 0.6003(2) 0.9682(3) 0.3483(3) 0.0334(9) Uani 1 1 d . . . . .
C21 C 0.5711(2) 0.9415(3) 0.2723(3) 0.0318(9) Uani 1 1 d . . . . .
H20 H 0.5272 0.9688 0.2571 0.038 Uiso 1 1 calc R U . . .
C22 C 0.6047(2) 0.8758(3) 0.2181(3) 0.0298(9) Uani 1 1 d . . . . .
C23 C 0.7708(2) 0.8256(3) 0.3420(3) 0.0370(10) Uani 1 1 d . . . . .
H21 H 0.7876 0.8665 0.3886 0.055 Uiso 1 1 calc R U . . .
H22 H 0.8034 0.8314 0.2953 0.055 Uiso 1 1 calc R U . . .
H23 H 0.7675 0.7548 0.3593 0.055 Uiso 1 1 calc R U . . .
C24 C 0.5632(2) 1.0399(3) 0.4064(3) 0.0450(12) Uani 1 1 d . . . . .
H24 H 0.5779 1.1092 0.3945 0.068 Uiso 1 1 calc R U . . .
H25 H 0.5749 1.0230 0.4640 0.068 Uiso 1 1 calc R U . . .
H26 H 0.5128 1.0340 0.3983 0.068 Uiso 1 1 calc R U . . .
C25 C 0.5700(2) 0.8499(3) 0.1369(3) 0.0376(10) Uani 1 1 d . . . . .
H27 H 0.5917 0.8886 0.0919 0.056 Uiso 1 1 calc R U . . .
H28 H 0.5204 0.8666 0.1400 0.056 Uiso 1 1 calc R U . . .
H29 H 0.5754 0.7776 0.1258 0.056 Uiso 1 1 calc R U . . .
C26 C 0.79660(19) 0.8669(3) 0.1140(2) 0.0277(8) Uani 1 1 d . . . . .
C27 C 0.7927(2) 0.9665(3) 0.1441(2) 0.0300(9) Uani 1 1 d . . . . .
C28 C 0.8552(2) 1.0173(3) 0.1612(3) 0.0335(9) Uani 1 1 d . . . . .
H30 H 0.8530 1.0835 0.1838 0.040 Uiso 1 1 calc R U . . .
C29 C 0.9195(2) 0.9751(3) 0.1465(3) 0.0361(10) Uani 1 1 d . . . . .
H31 H 0.9609 1.0097 0.1616 0.043 Uiso 1 1 calc R U . . .
C30 C 0.9224(2) 0.8808(3) 0.1092(3) 0.0339(9) Uani 1 1 d . . . . .
H32 H 0.9664 0.8527 0.0955 0.041 Uiso 1 1 calc R U . . .
C31 C 0.8623(2) 0.8269(3) 0.0917(2) 0.0307(9) Uani 1 1 d . . . . .
C32 C 0.7256(2) 1.0244(3) 0.1515(3) 0.0369(10) Uani 1 1 d . . . . .
H33 H 0.7321 1.0927 0.1295 0.055 Uiso 1 1 calc R U . . .
H34 H 0.7118 1.0282 0.2100 0.055 Uiso 1 1 calc R U . . .
H35 H 0.6891 0.9900 0.1197 0.055 Uiso 1 1 calc R U . . .
C33 C 0.8685(2) 0.7292(3) 0.0434(3) 0.0354(9) Uani 1 1 d . . . . .
H36 H 0.9151 0.7009 0.0513 0.053 Uiso 1 1 calc R U . . .
H37 H 0.8608 0.7425 -0.0158 0.053 Uiso 1 1 calc R U . . .
H38 H 0.8335 0.6812 0.0635 0.053 Uiso 1 1 calc R U . . .
C34 C 0.6853(4) 0.7899(6) -0.1148(5) 0.0230(17) Uiso 0.5 1 d . . P A 1
C35 C 0.6609(5) 0.6851(6) -0.0801(5) 0.0234(18) Uiso 0.5 1 d . . P A 1
C36 C 0.6301(4) 0.8681(6) -0.1249(5) 0.0289(17) Uiso 0.5 1 d . . P A 1
H39 H 0.5983 0.8479 -0.1696 0.043 Uiso 0.5 1 calc R U P A 1
H40 H 0.6040 0.8748 -0.0729 0.043 Uiso 0.5 1 calc R U P A 1
H41 H 0.6517 0.9329 -0.1390 0.043 Uiso 0.5 1 calc R U P A 1
C37 C 0.7292(4) 0.7770(6) -0.1949(5) 0.0279(17) Uiso 0.5 1 d . . P A 1
H42 H 0.7648 0.7251 -0.1859 0.042 Uiso 0.5 1 calc R U P A 1
H43 H 0.6988 0.7564 -0.2408 0.042 Uiso 0.5 1 calc R U P A 1
H44 H 0.7518 0.8411 -0.2088 0.042 Uiso 0.5 1 calc R U P A 1
C38 C 0.7075(4) 0.5980(6) -0.0940(5) 0.0265(16) Uiso 0.5 1 d . . P A 1
H45 H 0.7095 0.5828 -0.1536 0.040 Uiso 0.5 1 calc R U P A 1
H46 H 0.7543 0.6144 -0.0738 0.040 Uiso 0.5 1 calc R U P A 1
H47 H 0.6896 0.5392 -0.0639 0.040 Uiso 0.5 1 calc R U P A 1
C39 C 0.5842(4) 0.6618(7) -0.1042(5) 0.0320(19) Uiso 0.5 1 d . . P A 1
H48 H 0.5553 0.7216 -0.0939 0.048 Uiso 0.5 1 calc R U P A 1
H49 H 0.5818 0.6440 -0.1632 0.048 Uiso 0.5 1 calc R U P A 1
H50 H 0.5670 0.6054 -0.0707 0.048 Uiso 0.5 1 calc R U P A 1
C40 C 0.5792(3) 1.3232(4) 0.2970(3) 0.0557(14) Uani 1 1 d . . . . .
H51 H 0.5447 1.2921 0.3338 0.084 Uiso 1 1 calc R U . . .
H52 H 0.5606 1.3866 0.2748 0.084 Uiso 1 1 calc R U . . .
H53 H 0.6219 1.3369 0.3283 0.084 Uiso 1 1 calc R U . . .
C41 C 0.5953(2) 1.2520(4) 0.2258(3) 0.0481(12) Uani 1 1 d . . . . .
H54 H 0.6132 1.1876 0.2486 0.058 Uiso 1 1 calc R U . . .
H55 H 0.6324 1.2819 0.1908 0.058 Uiso 1 1 calc R U . . .
C42 C 0.5314(3) 1.2301(4) 0.1712(3) 0.0530(13) Uani 1 1 d . . . . .
H56 H 0.4935 1.2034 0.2067 0.064 Uiso 1 1 calc R U . . .
H57 H 0.5149 1.2941 0.1463 0.064 Uiso 1 1 calc R U . . .
C43 C 0.5462(2) 1.1542(4) 0.1015(3) 0.0488(12) Uani 1 1 d . . . . .
H58 H 0.5644 1.0914 0.1266 0.059 Uiso 1 1 calc R U . . .
H59 H 0.5017 1.1374 0.0736 0.059 Uiso 1 1 calc R U . . .
C44 C 0.5970(3) 1.1904(4) 0.0371(3) 0.0483(12) Uani 1 1 d . . . . .
H60 H 0.5792 1.2536 0.0120 0.058 Uiso 1 1 calc R U . . .
H61 H 0.6419 1.2060 0.0645 0.058 Uiso 1 1 calc R U . . .
C45 C 0.6094(3) 1.1145(4) -0.0307(3) 0.0556(13) Uani 1 1 d . . . . .
H62 H 0.5661 1.1036 -0.0616 0.083 Uiso 1 1 calc R U . . .
H63 H 0.6247 1.0506 -0.0061 0.083 Uiso 1 1 calc R U . . .
H64 H 0.6454 1.1397 -0.0685 0.083 Uiso 1 1 calc R U . . .
C46 C 0.7050(5) 0.7542(8) -0.1125(6) 0.039(2) Uiso 0.5 1 d . . P A 2
C47 C 0.7560(5) 0.6644(8) -0.1278(7) 0.058(3) Uiso 0.5 1 d . . P A 2
H65 H 0.7604 0.6246 -0.0768 0.087 Uiso 0.5 1 calc R U P A 2
H66 H 0.7378 0.6216 -0.1725 0.087 Uiso 0.5 1 calc R U P A 2
H67 H 0.8018 0.6907 -0.1438 0.087 Uiso 0.5 1 calc R U P A 2
C48 C 0.6999(6) 0.8116(8) -0.1899(7) 0.051(3) Uiso 0.5 1 d . . P A 2
H68 H 0.6801 0.7686 -0.2335 0.076 Uiso 0.5 1 calc R U P A 2
H69 H 0.6697 0.8703 -0.1814 0.076 Uiso 0.5 1 calc R U P A 2
H70 H 0.7464 0.8343 -0.2067 0.076 Uiso 0.5 1 calc R U P A 2
C49 C 0.6387(5) 0.7126(7) -0.0722(6) 0.034(2) Uiso 0.5 1 d . . P A 2
C50 C 0.5801(5) 0.7955(8) -0.0794(7) 0.053(3) Uiso 0.5 1 d . . P A 2
H71 H 0.5651 0.8012 -0.1374 0.080 Uiso 0.5 1 calc R U P A 2
H72 H 0.5403 0.7762 -0.0447 0.080 Uiso 0.5 1 calc R U P A 2
H73 H 0.5984 0.8606 -0.0605 0.080 Uiso 0.5 1 calc R U P A 2
C51 C 0.6084(6) 0.6165(8) -0.1002(6) 0.051(3) Uiso 0.5 1 d . . P A 2
H74 H 0.5954 0.6218 -0.1589 0.076 Uiso 0.5 1 calc R U P A 2
H75 H 0.6426 0.5623 -0.0933 0.076 Uiso 0.5 1 calc R U P A 2
H76 H 0.5669 0.6013 -0.0670 0.076 Uiso 0.5 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C5 1.345(5) . ?
N1 C1 1.351(5) . ?
N1 B1 1.579(6) . ?
C1 C2 1.383(6) . ?
C1 H1 0.9500 . ?
C2 O1 1.365(5) . ?
C2 C3 1.385(6) . ?
C3 C4 1.383(6) . ?
C3 H2 0.9500 . ?
C4 C5 1.383(6) . ?
C4 H3 0.9500 . ?
C5 H4 0.9500 . ?
O1 C6 1.432(5) . ?
C6 H5 0.9800 . ?
C6 H6 0.9800 . ?
C6 H7 0.9800 . ?
B1 C7 1.441(6) . ?
B1 C8 1.590(6) . ?
C7 N2 1.496(5) . ?
C7 C17 1.503(5) . ?
N2 B2 1.401(5) . ?
N2 C26 1.452(5) . ?
B2 O3 1.368(5) . ?
B2 O2 1.394(5) . ?
O2 C46 1.475(10) . ?
O2 C34 1.498(8) . ?
O3 C49 1.412(9) . ?
O3 C35 1.518(9) . ?
C8 C13 1.414(5) . ?
C8 C9 1.423(5) . ?
C9 C10 1.393(6) . ?
C9 C14 1.508(5) . ?
C10 C11 1.392(6) . ?
C10 H8 0.9500 . ?
C11 C12 1.390(6) . ?
C11 C15 1.510(6) . ?
C12 C13 1.393(5) . ?
C12 H9 0.9500 . ?
C13 C16 1.512(6) . ?
C14 H10 0.9800 . ?
C14 H11 0.9800 . ?
C14 H12 0.9800 . ?
C15 H13 0.9800 . ?
C15 H14 0.9800 . ?
C15 H15 0.9800 . ?
C16 H16 0.9800 . ?
C16 H17 0.9800 . ?
C16 H18 0.9800 . ?
C17 C18 1.404(6) . ?
C17 C22 1.418(5) . ?
C18 C19 1.401(5) . ?
C18 C23 1.503(6) . ?
C19 C20 1.379(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.390(6) . ?
C20 C24 1.511(6) . ?
C21 C22 1.392(5) . ?
C21 H20 0.9500 . ?
C22 C25 1.507(6) . ?
C23 H21 0.9800 . ?
C23 H22 0.9800 . ?
C23 H23 0.9800 . ?
C24 H24 0.9800 . ?
C24 H25 0.9800 . ?
C24 H26 0.9800 . ?
C25 H27 0.9800 . ?
C25 H28 0.9800 . ?
C25 H29 0.9800 . ?
C26 C27 1.408(5) . ?
C26 C31 1.415(5) . ?
C27 C28 1.404(5) . ?
C27 C32 1.504(6) . ?
C28 C29 1.377(6) . ?
C28 H30 0.9500 . ?
C29 C30 1.387(6) . ?
C29 H31 0.9500 . ?
C30 C31 1.387(5) . ?
C30 H32 0.9500 . ?
C31 C33 1.514(6) . ?
C32 H33 0.9800 . ?
C32 H34 0.9800 . ?
C32 H35 0.9800 . ?
C33 H36 0.9800 . ?
C33 H37 0.9800 . ?
C33 H38 0.9800 . ?
C34 C36 1.491(12) . ?
C34 C37 1.551(12) . ?
C34 C35 1.570(11) . ?
C35 C38 1.478(12) . ?
C35 C39 1.554(11) . ?
C36 H39 0.9800 . ?
C36 H40 0.9800 . ?
C36 H41 0.9800 . ?
C37 H42 0.9800 . ?
C37 H43 0.9800 . ?
C37 H44 0.9800 . ?
C38 H45 0.9800 . ?
C38 H46 0.9800 . ?
C38 H47 0.9800 . ?
C39 H48 0.9800 . ?
C39 H49 0.9800 . ?
C39 H50 0.9800 . ?
C40 C41 1.516(7) . ?
C40 H51 0.9800 . ?
C40 H52 0.9800 . ?
C40 H53 0.9800 . ?
C41 C42 1.538(7) . ?
C41 H54 0.9900 . ?
C41 H55 0.9900 . ?
C42 C43 1.533(7) . ?
C42 H56 0.9900 . ?
C42 H57 0.9900 . ?
C43 C44 1.503(7) . ?
C43 H58 0.9900 . ?
C43 H59 0.9900 . ?
C44 C45 1.503(7) . ?
C44 H60 0.9900 . ?
C44 H61 0.9900 . ?
C45 H62 0.9800 . ?
C45 H63 0.9800 . ?
C45 H64 0.9800 . ?
C46 C48 1.462(14) . ?
C46 C49 1.531(13) . ?
C46 C47 1.561(15) . ?
C47 H65 0.9800 . ?
C47 H66 0.9800 . ?
C47 H67 0.9800 . ?
C48 H68 0.9800 . ?
C48 H69 0.9800 . ?
C48 H70 0.9800 . ?
C49 C51 1.472(14) . ?
C49 C50 1.577(15) . ?
C50 H71 0.9800 . ?
C50 H72 0.9800 . ?
C50 H73 0.9800 . ?
C51 H74 0.9800 . ?
C51 H75 0.9800 . ?
C51 H76 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 C1 119.0(3) . . ?
C5 N1 B1 119.7(3) . . ?
C1 N1 B1 121.3(3) . . ?
N1 C1 C2 121.2(4) . . ?
N1 C1 H1 119.4 . . ?
C2 C1 H1 119.4 . . ?
O1 C2 C1 123.7(4) . . ?
O1 C2 C3 116.6(4) . . ?
C1 C2 C3 119.7(4) . . ?
C4 C3 C2 118.9(4) . . ?
C4 C3 H2 120.6 . . ?
C2 C3 H2 120.6 . . ?
C3 C4 C5 118.9(4) . . ?
C3 C4 H3 120.5 . . ?
C5 C4 H3 120.5 . . ?
N1 C5 C4 122.2(4) . . ?
N1 C5 H4 118.9 . . ?
C4 C5 H4 118.9 . . ?
C2 O1 C6 117.3(3) . . ?
O1 C6 H5 109.5 . . ?
O1 C6 H6 109.5 . . ?
H5 C6 H6 109.5 . . ?
O1 C6 H7 109.5 . . ?
H5 C6 H7 109.5 . . ?
H6 C6 H7 109.5 . . ?
C7 B1 N1 115.9(4) . . ?
C7 B1 C8 134.3(4) . . ?
N1 B1 C8 109.8(3) . . ?
B1 C7 N2 123.3(3) . . ?
B1 C7 C17 122.8(3) . . ?
N2 C7 C17 113.9(3) . . ?
B2 N2 C26 121.2(3) . . ?
B2 N2 C7 122.2(3) . . ?
C26 N2 C7 116.0(3) . . ?
O3 B2 O2 111.8(4) . . ?
O3 B2 N2 125.4(4) . . ?
O2 B2 N2 122.8(3) . . ?
B2 O2 C46 104.1(4) . . ?
B2 O2 C34 107.5(4) . . ?
B2 O3 C49 109.0(5) . . ?
B2 O3 C35 105.9(4) . . ?
C13 C8 C9 117.4(3) . . ?
C13 C8 B1 122.7(3) . . ?
C9 C8 B1 119.7(3) . . ?
C10 C9 C8 120.1(4) . . ?
C10 C9 C14 119.4(4) . . ?
C8 C9 C14 120.4(3) . . ?
C11 C10 C9 122.2(4) . . ?
C11 C10 H8 118.9 . . ?
C9 C10 H8 118.9 . . ?
C12 C11 C10 117.7(4) . . ?
C12 C11 C15 121.6(4) . . ?
C10 C11 C15 120.7(4) . . ?
C11 C12 C13 121.9(4) . . ?
C11 C12 H9 119.1 . . ?
C13 C12 H9 119.1 . . ?
C12 C13 C8 120.7(4) . . ?
C12 C13 C16 118.1(4) . . ?
C8 C13 C16 121.1(3) . . ?
C9 C14 H10 109.5 . . ?
C9 C14 H11 109.5 . . ?
H10 C14 H11 109.5 . . ?
C9 C14 H12 109.5 . . ?
H10 C14 H12 109.5 . . ?
H11 C14 H12 109.5 . . ?
C11 C15 H13 109.5 . . ?
C11 C15 H14 109.5 . . ?
H13 C15 H14 109.5 . . ?
C11 C15 H15 109.5 . . ?
H13 C15 H15 109.5 . . ?
H14 C15 H15 109.5 . . ?
C13 C16 H16 109.5 . . ?
C13 C16 H17 109.5 . . ?
H16 C16 H17 109.5 . . ?
C13 C16 H18 109.5 . . ?
H16 C16 H18 109.5 . . ?
H17 C16 H18 109.5 . . ?
C18 C17 C22 118.0(4) . . ?
C18 C17 C7 120.3(3) . . ?
C22 C17 C7 121.6(3) . . ?
C19 C18 C17 119.8(4) . . ?
C19 C18 C23 118.2(4) . . ?
C17 C18 C23 121.9(4) . . ?
C20 C19 C18 122.2(4) . . ?
C20 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
C19 C20 C21 118.0(4) . . ?
C19 C20 C24 121.1(4) . . ?
C21 C20 C24 120.9(4) . . ?
C20 C21 C22 121.6(4) . . ?
C20 C21 H20 119.2 . . ?
C22 C21 H20 119.2 . . ?
C21 C22 C17 120.3(4) . . ?
C21 C22 C25 118.8(4) . . ?
C17 C22 C25 120.9(4) . . ?
C18 C23 H21 109.5 . . ?
C18 C23 H22 109.5 . . ?
H21 C23 H22 109.5 . . ?
C18 C23 H23 109.5 . . ?
H21 C23 H23 109.5 . . ?
H22 C23 H23 109.5 . . ?
C20 C24 H24 109.5 . . ?
C20 C24 H25 109.5 . . ?
H24 C24 H25 109.5 . . ?
C20 C24 H26 109.5 . . ?
H24 C24 H26 109.5 . . ?
H25 C24 H26 109.5 . . ?
C22 C25 H27 109.5 . . ?
C22 C25 H28 109.5 . . ?
H27 C25 H28 109.5 . . ?
C22 C25 H29 109.5 . . ?
H27 C25 H29 109.5 . . ?
H28 C25 H29 109.5 . . ?
C27 C26 C31 119.1(3) . . ?
C27 C26 N2 121.5(3) . . ?
C31 C26 N2 119.4(3) . . ?
C28 C27 C26 118.1(4) . . ?
C28 C27 C32 118.2(4) . . ?
C26 C27 C32 123.5(3) . . ?
C29 C28 C27 122.6(4) . . ?
C29 C28 H30 118.7 . . ?
C27 C28 H30 118.7 . . ?
C28 C29 C30 118.4(4) . . ?
C28 C29 H31 120.8 . . ?
C30 C29 H31 120.8 . . ?
C29 C30 C31 121.3(4) . . ?
C29 C30 H32 119.4 . . ?
C31 C30 H32 119.4 . . ?
C30 C31 C26 119.8(4) . . ?
C30 C31 C33 118.6(4) . . ?
C26 C31 C33 121.4(3) . . ?
C27 C32 H33 109.5 . . ?
C27 C32 H34 109.5 . . ?
H33 C32 H34 109.5 . . ?
C27 C32 H35 109.5 . . ?
H33 C32 H35 109.5 . . ?
H34 C32 H35 109.5 . . ?
C31 C33 H36 109.5 . . ?
C31 C33 H37 109.5 . . ?
H36 C33 H37 109.5 . . ?
C31 C33 H38 109.5 . . ?
H36 C33 H38 109.5 . . ?
H37 C33 H38 109.5 . . ?
C36 C34 O2 110.7(6) . . ?
C36 C34 C37 111.9(7) . . ?
O2 C34 C37 106.9(6) . . ?
C36 C34 C35 116.2(7) . . ?
O2 C34 C35 99.0(6) . . ?
C37 C34 C35 111.1(7) . . ?
C38 C35 O3 109.0(6) . . ?
C38 C35 C39 112.5(7) . . ?
O3 C35 C39 104.6(6) . . ?
C38 C35 C34 117.1(7) . . ?
O3 C35 C34 100.5(6) . . ?
C39 C35 C34 111.7(7) . . ?
C34 C36 H39 109.5 . . ?
C34 C36 H40 109.5 . . ?
H39 C36 H40 109.5 . . ?
C34 C36 H41 109.5 . . ?
H39 C36 H41 109.5 . . ?
H40 C36 H41 109.5 . . ?
C34 C37 H42 109.5 . . ?
C34 C37 H43 109.5 . . ?
H42 C37 H43 109.5 . . ?
C34 C37 H44 109.5 . . ?
H42 C37 H44 109.5 . . ?
H43 C37 H44 109.5 . . ?
C35 C38 H45 109.5 . . ?
C35 C38 H46 109.5 . . ?
H45 C38 H46 109.5 . . ?
C35 C38 H47 109.5 . . ?
H45 C38 H47 109.5 . . ?
H46 C38 H47 109.5 . . ?
C35 C39 H48 109.5 . . ?
C35 C39 H49 109.5 . . ?
H48 C39 H49 109.5 . . ?
C35 C39 H50 109.5 . . ?
H48 C39 H50 109.5 . . ?
H49 C39 H50 109.5 . . ?
C41 C40 H51 109.5 . . ?
C41 C40 H52 109.5 . . ?
H51 C40 H52 109.5 . . ?
C41 C40 H53 109.5 . . ?
H51 C40 H53 109.5 . . ?
H52 C40 H53 109.5 . . ?
C40 C41 C42 112.7(4) . . ?
C40 C41 H54 109.1 . . ?
C42 C41 H54 109.1 . . ?
C40 C41 H55 109.1 . . ?
C42 C41 H55 109.1 . . ?
H54 C41 H55 107.8 . . ?
C43 C42 C41 113.2(4) . . ?
C43 C42 H56 108.9 . . ?
C41 C42 H56 108.9 . . ?
C43 C42 H57 108.9 . . ?
C41 C42 H57 108.9 . . ?
H56 C42 H57 107.8 . . ?
C44 C43 C42 114.6(4) . . ?
C44 C43 H58 108.6 . . ?
C42 C43 H58 108.6 . . ?
C44 C43 H59 108.6 . . ?
C42 C43 H59 108.6 . . ?
H58 C43 H59 107.6 . . ?
C45 C44 C43 112.9(4) . . ?
C45 C44 H60 109.0 . . ?
C43 C44 H60 109.0 . . ?
C45 C44 H61 109.0 . . ?
C43 C44 H61 109.0 . . ?
H60 C44 H61 107.8 . . ?
C44 C45 H62 109.5 . . ?
C44 C45 H63 109.5 . . ?
H62 C45 H63 109.5 . . ?
C44 C45 H64 109.5 . . ?
H62 C45 H64 109.5 . . ?
H63 C45 H64 109.5 . . ?
C48 C46 O2 109.6(8) . . ?
C48 C46 C49 119.4(9) . . ?
O2 C46 C49 103.1(7) . . ?
C48 C46 C47 107.7(9) . . ?
O2 C46 C47 108.2(8) . . ?
C49 C46 C47 108.3(8) . . ?
C46 C47 H65 109.5 . . ?
C46 C47 H66 109.5 . . ?
H65 C47 H66 109.5 . . ?
C46 C47 H67 109.5 . . ?
H65 C47 H67 109.5 . . ?
H66 C47 H67 109.5 . . ?
C46 C48 H68 109.5 . . ?
C46 C48 H69 109.5 . . ?
H68 C48 H69 109.5 . . ?
C46 C48 H70 109.5 . . ?
H68 C48 H70 109.5 . . ?
H69 C48 H70 109.5 . . ?
O3 C49 C51 111.1(8) . . ?
O3 C49 C46 101.8(7) . . ?
C51 C49 C46 120.8(9) . . ?
O3 C49 C50 106.9(8) . . ?
C51 C49 C50 107.3(9) . . ?
C46 C49 C50 108.2(8) . . ?
C49 C50 H71 109.5 . . ?
C49 C50 H72 109.5 . . ?
H71 C50 H72 109.5 . . ?
C49 C50 H73 109.5 . . ?
H71 C50 H73 109.5 . . ?
H72 C50 H73 109.5 . . ?
C49 C51 H74 109.5 . . ?
C49 C51 H75 109.5 . . ?
H74 C51 H75 109.5 . . ?
C49 C51 H76 109.5 . . ?
H74 C51 H76 109.5 . . ?
H75 C51 H76 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 2.2(6) . . . . ?
B1 N1 C1 C2 -179.0(4) . . . . ?
N1 C1 C2 O1 179.6(4) . . . . ?
N1 C1 C2 C3 -1.1(6) . . . . ?
O1 C2 C3 C4 178.6(4) . . . . ?
C1 C2 C3 C4 -0.7(6) . . . . ?
C2 C3 C4 C5 1.3(7) . . . . ?
C1 N1 C5 C4 -1.6(6) . . . . ?
B1 N1 C5 C4 179.7(4) . . . . ?
C3 C4 C5 N1 -0.2(7) . . . . ?
C1 C2 O1 C6 -1.1(6) . . . . ?
C3 C2 O1 C6 179.6(4) . . . . ?
C5 N1 B1 C7 -130.5(4) . . . . ?
C1 N1 B1 C7 50.8(5) . . . . ?
C5 N1 B1 C8 48.0(5) . . . . ?
C1 N1 B1 C8 -130.7(4) . . . . ?
N1 B1 C7 N2 -174.6(3) . . . . ?
C8 B1 C7 N2 7.4(7) . . . . ?
N1 B1 C7 C17 2.3(5) . . . . ?
C8 B1 C7 C17 -175.7(4) . . . . ?
B1 C7 N2 B2 61.6(5) . . . . ?
C17 C7 N2 B2 -115.6(4) . . . . ?
B1 C7 N2 C26 -109.3(4) . . . . ?
C17 C7 N2 C26 73.5(4) . . . . ?
C26 N2 B2 O3 170.8(4) . . . . ?
C7 N2 B2 O3 0.3(6) . . . . ?
C26 N2 B2 O2 -10.6(5) . . . . ?
C7 N2 B2 O2 179.0(3) . . . . ?
O3 B2 O2 C46 -12.2(6) . . . . ?
N2 B2 O2 C46 169.0(5) . . . . ?
O3 B2 O2 C34 12.0(5) . . . . ?
N2 B2 O2 C34 -166.8(5) . . . . ?
O2 B2 O3 C49 -9.1(6) . . . . ?
N2 B2 O3 C49 169.7(6) . . . . ?
O2 B2 O3 C35 14.1(5) . . . . ?
N2 B2 O3 C35 -167.2(5) . . . . ?
C7 B1 C8 C13 79.7(6) . . . . ?
N1 B1 C8 C13 -98.4(4) . . . . ?
C7 B1 C8 C9 -106.6(5) . . . . ?
N1 B1 C8 C9 75.3(4) . . . . ?
C13 C8 C9 C10 -2.6(6) . . . . ?
B1 C8 C9 C10 -176.7(4) . . . . ?
C13 C8 C9 C14 175.2(4) . . . . ?
B1 C8 C9 C14 1.2(6) . . . . ?
C8 C9 C10 C11 1.6(6) . . . . ?
C14 C9 C10 C11 -176.3(4) . . . . ?
C9 C10 C11 C12 0.2(6) . . . . ?
C9 C10 C11 C15 179.3(4) . . . . ?
C10 C11 C12 C13 -0.9(6) . . . . ?
C15 C11 C12 C13 -180.0(4) . . . . ?
C11 C12 C13 C8 -0.2(6) . . . . ?
C11 C12 C13 C16 177.6(4) . . . . ?
C9 C8 C13 C12 1.9(6) . . . . ?
B1 C8 C13 C12 175.8(4) . . . . ?
C9 C8 C13 C16 -175.9(4) . . . . ?
B1 C8 C13 C16 -2.0(6) . . . . ?
B1 C7 C17 C18 71.6(5) . . . . ?
N2 C7 C17 C18 -111.2(4) . . . . ?
B1 C7 C17 C22 -105.4(5) . . . . ?
N2 C7 C17 C22 71.8(5) . . . . ?
C22 C17 C18 C19 0.6(6) . . . . ?
C7 C17 C18 C19 -176.5(4) . . . . ?
C22 C17 C18 C23 -178.0(4) . . . . ?
C7 C17 C18 C23 4.9(6) . . . . ?
C17 C18 C19 C20 -0.8(6) . . . . ?
C23 C18 C19 C20 177.9(4) . . . . ?
C18 C19 C20 C21 0.3(6) . . . . ?
C18 C19 C20 C24 -179.2(4) . . . . ?
C19 C20 C21 C22 0.4(6) . . . . ?
C24 C20 C21 C22 179.9(4) . . . . ?
C20 C21 C22 C17 -0.6(6) . . . . ?
C20 C21 C22 C25 179.9(4) . . . . ?
C18 C17 C22 C21 0.1(6) . . . . ?
C7 C17 C22 C21 177.1(4) . . . . ?
C18 C17 C22 C25 179.6(4) . . . . ?
C7 C17 C22 C25 -3.4(6) . . . . ?
B2 N2 C26 C27 111.5(4) . . . . ?
C7 N2 C26 C27 -77.5(4) . . . . ?
B2 N2 C26 C31 -68.2(5) . . . . ?
C7 N2 C26 C31 102.7(4) . . . . ?
C31 C26 C27 C28 -8.5(6) . . . . ?
N2 C26 C27 C28 171.7(3) . . . . ?
C31 C26 C27 C32 165.8(4) . . . . ?
N2 C26 C27 C32 -14.0(6) . . . . ?
C26 C27 C28 C29 2.8(6) . . . . ?
C32 C27 C28 C29 -171.9(4) . . . . ?
C27 C28 C29 C30 3.5(6) . . . . ?
C28 C29 C30 C31 -4.0(6) . . . . ?
C29 C30 C31 C26 -1.8(6) . . . . ?
C29 C30 C31 C33 174.1(4) . . . . ?
C27 C26 C31 C30 8.1(6) . . . . ?
N2 C26 C31 C30 -172.1(4) . . . . ?
C27 C26 C31 C33 -167.6(4) . . . . ?
N2 C26 C31 C33 12.2(5) . . . . ?
B2 O2 C34 C36 91.4(6) . . . . ?
B2 O2 C34 C37 -146.5(5) . . . . ?
B2 O2 C34 C35 -31.1(6) . . . . ?
B2 O3 C35 C38 91.1(6) . . . . ?
B2 O3 C35 C39 -148.5(5) . . . . ?
B2 O3 C35 C34 -32.6(6) . . . . ?
C36 C34 C35 C38 161.1(7) . . . . ?
O2 C34 C35 C38 -80.5(7) . . . . ?
C37 C34 C35 C38 31.6(10) . . . . ?
C36 C34 C35 O3 -81.1(8) . . . . ?
O2 C34 C35 O3 37.3(6) . . . . ?
C37 C34 C35 O3 149.4(6) . . . . ?
C36 C34 C35 C39 29.3(10) . . . . ?
O2 C34 C35 C39 147.7(6) . . . . ?
C37 C34 C35 C39 -100.2(8) . . . . ?
C40 C41 C42 C43 -177.2(4) . . . . ?
C41 C42 C43 C44 -65.3(6) . . . . ?
C42 C43 C44 C45 -179.2(4) . . . . ?
B2 O2 C46 C48 154.8(8) . . . . ?
B2 O2 C46 C49 26.6(8) . . . . ?
B2 O2 C46 C47 -88.0(7) . . . . ?
B2 O3 C49 C51 155.0(7) . . . . ?
B2 O3 C49 C46 25.1(8) . . . . ?
B2 O3 C49 C50 -88.2(7) . . . . ?
C48 C46 C49 O3 -153.3(9) . . . . ?
O2 C46 C49 O3 -31.5(9) . . . . ?
C47 C46 C49 O3 83.1(9) . . . . ?
C48 C46 C49 C51 83.2(14) . . . . ?
O2 C46 C49 C51 -155.0(9) . . . . ?
C47 C46 C49 C51 -40.5(13) . . . . ?
C48 C46 C49 C50 -40.9(12) . . . . ?
O2 C46 C49 C50 80.9(9) . . . . ?
C47 C46 C49 C50 -164.6(8) . . . . ?

_refine_diff_density_max         0.273
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.062

