# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_solidair
_database_code_depnum_ccdc_archive 'CCDC 1583077'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2018-11-30 downloaded from the CCDC.
;
_audit_creation_date             2017-04-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C47 H59 B N2'
_chemical_formula_sum            'C47 H59 B N2'
_chemical_formula_weight         662.77
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O B'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.2461(3)
_cell_length_b                   23.0691(6)
_cell_length_c                   15.3687(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.7643(19)
_cell_angle_gamma                90.00
_cell_volume                     3940.67(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4362
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      27.9320
_cell_measurement_theta_min      2.0190
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.117
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.21
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13082
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.12
_diffrn_reflns_theta_min         2.03
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9160
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.881
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -40.00  67.00   1.00   55.00    --   28.47 -57.00 -90.00  107
  2  ω     -8.00 107.00   1.00   55.00    --   28.47  77.00 120.00  115
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0577459000
_diffrn_orient_matrix_UB_12      -0.0032004000
_diffrn_orient_matrix_UB_13      -0.0125817000
_diffrn_orient_matrix_UB_21      -0.0113403000
_diffrn_orient_matrix_UB_22      -0.0299096000
_diffrn_orient_matrix_UB_23      -0.0079754000
_diffrn_orient_matrix_UB_31      -0.0246755000
_diffrn_orient_matrix_UB_32      0.0062814000
_diffrn_orient_matrix_UB_33      -0.0442946000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                6694
_reflns_number_total             8482
_reflns_odcompleteness_completeness 98.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     459
_refine_ls_number_reflns         8482
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0494
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0395P)²+2.2202P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1130
_refine_ls_wR_factor_ref         0.1251
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C21(H21), C18(H18), C42(H42), C46(H46), C36(H36), B1(H1), C39(H39)
2.b Secondary CH2 refined with riding coordinates:
 C49(H49A,H49B), C43(H43A,H43B), C45(H45A,H45B), C48(H48A,H48B), C44(H44A,
 H44B), C47(H47A,H47B)
2.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C29(H29), C11(H11), C10(H10), C26(H26), C32(H32), C16(H16),
 C28(H28), C7(H7), C14(H14), C9(H9), C25(H25), C8(H8), C33(H33), C27(H27),
 C34(H34)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C23(H23A,H23B,H23C), C41(H41A,H41B,H41C), C22(H22A,H22B,
 H22C), C20(H20A,H20B,H20C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C), C40(H40A,
 H40B,H40C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
N3 N 0.82470(11) 0.12212(5) 0.24785(8) 0.0138(3) Uani 1 d . . .
N1 N 1.00154(11) 0.14867(6) 0.22615(8) 0.0138(3) Uani 1 d . . .
C31 C 1.13453(15) 0.14346(7) 0.11552(11) 0.0196(3) Uani 1 d . . .
C30 C 1.12288(14) 0.14459(7) 0.20538(11) 0.0162(3) Uani 1 d . . .
C17 C 0.66236(14) 0.05285(7) 0.20478(11) 0.0169(3) Uani 1 d . . .
C6 C 0.70052(14) 0.21064(7) 0.20378(10) 0.0149(3) Uani 1 d . . .
C12 C 0.72429(13) 0.08879(7) 0.26914(10) 0.0148(3) Uani 1 d . . .
C13 C 0.69761(14) 0.09348(7) 0.35514(10) 0.0162(3) Uani 1 d . . .
C2 C 0.93685(14) 0.10212(7) 0.24564(10) 0.0146(3) Uani 1 d . . .
C5 C 0.93105(14) 0.19971(7) 0.21492(10) 0.0148(3) Uani 1 d . . .
C15 C 0.53986(15) 0.02309(7) 0.31304(12) 0.0223(4) Uani 1 d . . .
H15 H 0.4773 0.0006 0.3279 0.027 Uiso 1 calc . . R
C24 C 0.97599(14) 0.04089(7) 0.25717(10) 0.0166(3) Uani 1 d . . .
C29 C 1.06848(15) 0.01870(7) 0.21479(11) 0.0198(3) Uani 1 d . . .
H29 H 1.1072 0.0430 0.1797 0.024 Uiso 1 calc . . R
C35 C 1.21995(15) 0.13937(7) 0.27364(11) 0.0192(3) Uani 1 d . . .
C11 C 0.62434(15) 0.22405(7) 0.26449(11) 0.0187(3) Uani 1 d . . .
H11 H 0.6473 0.2147 0.3235 0.022 Uiso 1 calc . . R
C21 C 0.77011(15) 0.13203(7) 0.42436(10) 0.0189(3) Uani 1 d . . .
H21 H 0.8015 0.1645 0.3935 0.023 Uiso 1 calc . . R
C4 C 0.81881(14) 0.18132(6) 0.22631(10) 0.0142(3) Uani 1 d . . .
C18 C 0.69486(15) 0.04778(7) 0.11245(11) 0.0201(4) Uani 1 d . . .
H18 H 0.7663 0.0717 0.1102 0.024 Uiso 1 calc . . R
C49 C 1.16770(14) 0.33184(7) 0.23820(11) 0.0200(3) Uani 1 d . . .
H49A H 1.2291 0.3443 0.2858 0.024 Uiso 1 calc . . R
H49B H 1.2084 0.3190 0.1903 0.024 Uiso 1 calc . . R
C10 C 0.51495(15) 0.25112(7) 0.23786(11) 0.0209(4) Uani 1 d . . .
H10 H 0.4649 0.2597 0.2790 0.025 Uiso 1 calc . . R
C26 C 0.95429(16) -0.05520(7) 0.31717(12) 0.0242(4) Uani 1 d . . .
H26 H 0.9149 -0.0801 0.3509 0.029 Uiso 1 calc . . R
C32 C 1.25022(17) 0.13634(8) 0.09563(12) 0.0258(4) Uani 1 d . . .
H32 H 1.2620 0.1355 0.0370 0.031 Uiso 1 calc . . R
C43 C 1.05580(16) 0.29044(8) 0.35848(11) 0.0231(4) Uani 1 d . . .
H43A H 1.0237 0.2544 0.3775 0.028 Uiso 1 calc . . R
H43B H 1.1240 0.3011 0.4021 0.028 Uiso 1 calc . . R
C19 C 0.59428(16) 0.07061(8) 0.04270(11) 0.0258(4) Uani 1 d . . .
H19A H 0.5220 0.0490 0.0453 0.039 Uiso 1 calc . . GR
H19B H 0.6173 0.0663 -0.0146 0.039 Uiso 1 calc . . GR
H19C H 0.5804 0.1108 0.0536 0.039 Uiso 1 calc . . GR
C16 C 0.56850(15) 0.02008(7) 0.22907(12) 0.0211(4) Uani 1 d . . .
H16 H 0.5245 -0.0042 0.1879 0.025 Uiso 1 calc . . R
C42 C 1.10083(14) 0.27984(7) 0.27041(10) 0.0174(3) Uani 1 d . . .
H42 H 1.1567 0.2470 0.2782 0.021 Uiso 1 calc . . R
C28 C 1.10279(16) -0.03901(8) 0.22465(12) 0.0245(4) Uani 1 d . . .
H28 H 1.1649 -0.0528 0.1967 0.029 Uiso 1 calc . . R
C46 C 0.89898(15) 0.31833(7) 0.18882(11) 0.0185(3) Uani 1 d . . .
H46 H 0.8271 0.3097 0.1462 0.022 Uiso 1 calc . . R
C45 C 0.85831(15) 0.33274(8) 0.27779(12) 0.0239(4) Uani 1 d . . .
H45A H 0.8151 0.3693 0.2718 0.029 Uiso 1 calc . . R
H45B H 0.8023 0.3031 0.2905 0.029 Uiso 1 calc . . R
C48 C 1.08902(15) 0.38430(7) 0.20638(12) 0.0208(4) Uani 1 d . . .
H48A H 1.1328 0.4086 0.1706 0.025 Uiso 1 calc . . R
H48B H 1.0756 0.4068 0.2573 0.025 Uiso 1 calc . . R
C7 C 0.66401(15) 0.22566(7) 0.11568(11) 0.0190(3) Uani 1 d . . .
H7 H 0.7136 0.2172 0.0742 0.023 Uiso 1 calc . . R
C44 C 0.95935(16) 0.33729(8) 0.35670(11) 0.0255(4) Uani 1 d . . .
H44A H 0.9972 0.3750 0.3556 0.031 Uiso 1 calc . . R
H44B H 0.9244 0.3348 0.4105 0.031 Uiso 1 calc . . R
C14 C 0.60366(15) 0.05937(7) 0.37555(11) 0.0205(4) Uani 1 d . . .
H14 H 0.5833 0.0609 0.4319 0.025 Uiso 1 calc . . R
C9 C 0.47976(15) 0.26554(7) 0.15020(11) 0.0225(4) Uani 1 d . . .
H9 H 0.4061 0.2835 0.1325 0.027 Uiso 1 calc . . R
C25 C 0.92029(15) 0.00257(7) 0.30932(11) 0.0209(4) Uani 1 d . . .
H25 H 0.8597 0.0161 0.3390 0.025 Uiso 1 calc . . R
C47 C 0.96606(15) 0.36905(7) 0.15247(12) 0.0218(4) Uani 1 d . . .
H47A H 0.9780 0.3596 0.0929 0.026 Uiso 1 calc . . R
H47B H 0.9152 0.4032 0.1492 0.026 Uiso 1 calc . . R
C8 C 0.55438(16) 0.25309(8) 0.08935(11) 0.0242(4) Uani 1 d . . .
H8 H 0.5313 0.2631 0.0306 0.029 Uiso 1 calc . . R
C36 C 1.20793(16) 0.14089(8) 0.37084(11) 0.0240(4) Uani 1 d . . .
H36 H 1.1257 0.1530 0.3759 0.029 Uiso 1 calc . . R
C33 C 1.34811(17) 0.13051(8) 0.16139(14) 0.0299(4) Uani 1 d . . .
H33 H 1.4246 0.1255 0.1466 0.036 Uiso 1 calc . . R
C23 C 0.69228(17) 0.15744(8) 0.48849(12) 0.0273(4) Uani 1 d . . .
H23A H 0.6185 0.1719 0.4561 0.041 Uiso 1 calc . . GR
H23B H 0.7348 0.1886 0.5210 0.041 Uiso 1 calc . . GR
H23C H 0.6748 0.1278 0.5285 0.041 Uiso 1 calc . . GR
C27 C 1.04606(17) -0.07622(8) 0.27538(12) 0.0270(4) Uani 1 d . . .
H27 H 1.0692 -0.1149 0.2814 0.032 Uiso 1 calc . . R
C34 C 1.33320(16) 0.13213(8) 0.24872(13) 0.0266(4) Uani 1 d . . .
H34 H 1.4002 0.1283 0.2920 0.032 Uiso 1 calc . . R
B1 B 0.98847(16) 0.26239(8) 0.19398(12) 0.0162(4) Uani 1 d . . .
H1 H 1.0192 0.2593 0.1378 0.019 Uiso 1 calc . . R
C41 C 0.98442(17) 0.08619(8) 0.00978(12) 0.0279(4) Uani 1 d . . .
H41A H 1.0474 0.0671 -0.0150 0.042 Uiso 1 calc . . GR
H41B H 0.9146 0.0898 -0.0344 0.042 Uiso 1 calc . . GR
H41C H 0.9646 0.0638 0.0582 0.042 Uiso 1 calc . . GR
C22 C 0.87798(17) 0.10024(9) 0.47624(12) 0.0291(4) Uani 1 d . . .
H22A H 0.8503 0.0665 0.5037 0.044 Uiso 1 calc . . GR
H22B H 0.9188 0.1256 0.5206 0.044 Uiso 1 calc . . GR
H22C H 0.9323 0.0888 0.4369 0.044 Uiso 1 calc . . GR
C20 C 0.72691(17) -0.01488(8) 0.09208(12) 0.0266(4) Uani 1 d . . .
H20A H 0.7931 -0.0277 0.1347 0.040 Uiso 1 calc . . GR
H20B H 0.7491 -0.0167 0.0343 0.040 Uiso 1 calc . . GR
H20C H 0.6586 -0.0394 0.0945 0.040 Uiso 1 calc . . GR
C37 C 1.29529(18) 0.18457(9) 0.42208(13) 0.0333(5) Uani 1 d . . .
H37A H 1.3766 0.1718 0.4221 0.050 Uiso 1 calc . . GR
H37B H 1.2795 0.1872 0.4816 0.050 Uiso 1 calc . . GR
H37C H 1.2843 0.2219 0.3945 0.050 Uiso 1 calc . . GR
C38 C 1.22936(18) 0.08107(9) 0.41380(13) 0.0321(4) Uani 1 d . . .
H38A H 1.1727 0.0539 0.3839 0.048 Uiso 1 calc . . GR
H38B H 1.2191 0.0834 0.4746 0.048 Uiso 1 calc . . GR
H38C H 1.3097 0.0684 0.4098 0.048 Uiso 1 calc . . GR
C40 C 1.0514(2) 0.18313(9) -0.03585(13) 0.0414(5) Uani 1 d . . .
H40A H 1.0829 0.2201 -0.0151 0.062 Uiso 1 calc . . GR
H40B H 0.9778 0.1886 -0.0757 0.062 Uiso 1 calc . . GR
H40C H 1.1088 0.1637 -0.0658 0.062 Uiso 1 calc . . GR
C39 C 1.02697(17) 0.14644(8) 0.04235(11) 0.0236(4) Uani 1 d . . .
H39 H 0.9608 0.1648 0.0668 0.028 Uiso 1 calc . . R


_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
N3 C12 1.4443(19) . ?
N3 C2 1.3483(19) . ?
N3 C4 1.4044(19) . ?
N1 C30 1.4512(19) . ?
N1 C2 1.356(2) . ?
N1 C5 1.4152(19) . ?
C31 C30 1.407(2) . ?
C31 C32 1.391(2) . ?
C31 C39 1.523(2) . ?
C30 C35 1.399(2) . ?
C17 C12 1.393(2) . ?
C17 C18 1.523(2) . ?
C17 C16 1.395(2) . ?
C6 C11 1.394(2) . ?
C6 C4 1.486(2) . ?
C6 C7 1.397(2) . ?
C12 C13 1.403(2) . ?
C13 C21 1.524(2) . ?
C13 C14 1.391(2) . ?
C2 C24 1.482(2) . ?
C5 C4 1.368(2) . ?
C5 B1 1.635(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(2) . ?
C15 C14 1.389(2) . ?
C24 C29 1.405(2) . ?
C24 C25 1.403(2) . ?
C29 H29 0.9300 . ?
C29 C28 1.388(2) . ?
C35 C36 1.521(2) . ?
C35 C34 1.395(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.385(2) . ?
C21 H21 0.9800 . ?
C21 C23 1.531(2) . ?
C21 C22 1.533(2) . ?
C18 H18 0.9800 . ?
C18 C19 1.529(2) . ?
C18 C20 1.534(2) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 C42 1.537(2) . ?
C49 C48 1.535(2) . ?
C10 H10 0.9300 . ?
C10 C9 1.386(2) . ?
C26 H26 0.9300 . ?
C26 C25 1.387(2) . ?
C26 C27 1.384(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.383(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C42 1.535(2) . ?
C43 C44 1.528(2) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C16 H16 0.9300 . ?
C42 H42 0.9800 . ?
C42 B1 1.639(2) . ?
C28 H28 0.9300 . ?
C28 C27 1.379(3) . ?
C46 H46 0.9800 . ?
C46 C45 1.543(2) . ?
C46 C47 1.542(2) . ?
C46 B1 1.631(2) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 C44 1.534(3) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C48 C47 1.541(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.390(2) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C14 H14 0.9300 . ?
C9 H9 0.9300 . ?
C9 C8 1.379(2) . ?
C25 H25 0.9300 . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C8 H8 0.9300 . ?
C36 H36 0.9800 . ?
C36 C37 1.538(3) . ?
C36 C38 1.533(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.378(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C27 H27 0.9300 . ?
C34 H34 0.9300 . ?
B1 H1 0.9800 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C41 C39 1.529(2) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C40 C39 1.529(3) . ?
C39 H39 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
C2 N3 C12 126.18(13) . . ?
C2 N3 C4 109.72(13) . . ?
C4 N3 C12 124.10(13) . . ?
C2 N1 C30 123.47(13) . . ?
C2 N1 C5 112.11(12) . . ?
C5 N1 C30 123.72(13) . . ?
C30 C31 C39 122.81(14) . . ?
C32 C31 C30 116.61(16) . . ?
C32 C31 C39 120.50(15) . . ?
C31 C30 N1 116.64(14) . . ?
C35 C30 N1 119.54(14) . . ?
C35 C30 C31 123.76(15) . . ?
C12 C17 C18 122.84(14) . . ?
C12 C17 C16 116.71(15) . . ?
C16 C17 C18 120.44(15) . . ?
C11 C6 C4 124.39(14) . . ?
C11 C6 C7 118.28(15) . . ?
C7 C6 C4 117.34(14) . . ?
C17 C12 N3 118.66(14) . . ?
C17 C12 C13 123.99(14) . . ?
C13 C12 N3 117.32(14) . . ?
C12 C13 C21 122.27(14) . . ?
C14 C13 C12 116.58(15) . . ?
C14 C13 C21 121.10(14) . . ?
N3 C2 N1 105.67(13) . . ?
N3 C2 C24 125.80(14) . . ?
N1 C2 C24 128.44(14) . . ?
N1 C5 B1 121.93(13) . . ?
C4 C5 N1 103.71(13) . . ?
C4 C5 B1 134.35(14) . . ?
C16 C15 H15 119.7 . . ?
C16 C15 C14 120.54(15) . . ?
C14 C15 H15 119.7 . . ?
C29 C24 C2 121.27(15) . . ?
C25 C24 C2 121.23(14) . . ?
C25 C24 C29 117.49(15) . . ?
C24 C29 H29 119.6 . . ?
C28 C29 C24 120.79(16) . . ?
C28 C29 H29 119.6 . . ?
C30 C35 C36 123.96(14) . . ?
C34 C35 C30 116.43(16) . . ?
C34 C35 C36 119.61(15) . . ?
C6 C11 H11 119.6 . . ?
C10 C11 C6 120.74(15) . . ?
C10 C11 H11 119.6 . . ?
C13 C21 H21 107.6 . . ?
C13 C21 C23 112.04(14) . . ?
C13 C21 C22 112.38(14) . . ?
C23 C21 H21 107.6 . . ?
C23 C21 C22 109.45(14) . . ?
C22 C21 H21 107.6 . . ?
N3 C4 C6 120.41(13) . . ?
C5 C4 N3 108.69(13) . . ?
C5 C4 C6 129.78(14) . . ?
C17 C18 H18 107.7 . . ?
C17 C18 C19 111.72(14) . . ?
C17 C18 C20 111.09(14) . . ?
C19 C18 H18 107.7 . . ?
C19 C18 C20 110.69(14) . . ?
C20 C18 H18 107.7 . . ?
H49A C49 H49B 107.5 . . ?
C42 C49 H49A 108.4 . . ?
C42 C49 H49B 108.4 . . ?
C48 C49 H49A 108.4 . . ?
C48 C49 H49B 108.4 . . ?
C48 C49 C42 115.56(13) . . ?
C11 C10 H10 119.8 . . ?
C11 C10 C9 120.32(15) . . ?
C9 C10 H10 119.8 . . ?
C25 C26 H26 119.6 . . ?
C27 C26 H26 119.6 . . ?
C27 C26 C25 120.77(17) . . ?
C31 C32 H32 119.4 . . ?
C33 C32 C31 121.20(17) . . ?
C33 C32 H32 119.4 . . ?
H43A C43 H43B 107.5 . . ?
C42 C43 H43A 108.5 . . ?
C42 C43 H43B 108.5 . . ?
C44 C43 H43A 108.5 . . ?
C44 C43 H43B 108.5 . . ?
C44 C43 C42 115.18(14) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C16 H16 119.4 . . ?
C15 C16 C17 121.17(16) . . ?
C15 C16 H16 119.4 . . ?
C49 C42 H42 107.9 . . ?
C49 C42 B1 108.81(13) . . ?
C43 C42 C49 113.75(13) . . ?
C43 C42 H42 107.9 . . ?
C43 C42 B1 110.43(13) . . ?
B1 C42 H42 107.9 . . ?
C29 C28 H28 119.5 . . ?
C27 C28 C29 120.91(17) . . ?
C27 C28 H28 119.5 . . ?
C45 C46 H46 108.1 . . ?
C45 C46 B1 113.04(14) . . ?
C47 C46 H46 108.1 . . ?
C47 C46 C45 112.65(14) . . ?
C47 C46 B1 106.60(13) . . ?
B1 C46 H46 108.1 . . ?
C46 C45 H45A 108.4 . . ?
C46 C45 H45B 108.4 . . ?
H45A C45 H45B 107.4 . . ?
C44 C45 C46 115.57(14) . . ?
C44 C45 H45A 108.4 . . ?
C44 C45 H45B 108.4 . . ?
C49 C48 H48A 108.6 . . ?
C49 C48 H48B 108.6 . . ?
C49 C48 C47 114.71(13) . . ?
H48A C48 H48B 107.6 . . ?
C47 C48 H48A 108.6 . . ?
C47 C48 H48B 108.6 . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.77(15) . . ?
C8 C7 H7 119.6 . . ?
C43 C44 C45 113.82(14) . . ?
C43 C44 H44A 108.8 . . ?
C43 C44 H44B 108.8 . . ?
C45 C44 H44A 108.8 . . ?
C45 C44 H44B 108.8 . . ?
H44A C44 H44B 107.7 . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.01(15) . . ?
C15 C14 H14 119.5 . . ?
C10 C9 H9 120.1 . . ?
C8 C9 C10 119.77(16) . . ?
C8 C9 H9 120.1 . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 120.93(16) . . ?
C26 C25 H25 119.5 . . ?
C46 C47 H47A 108.5 . . ?
C46 C47 H47B 108.5 . . ?
C48 C47 C46 115.27(14) . . ?
C48 C47 H47A 108.5 . . ?
C48 C47 H47B 108.5 . . ?
H47A C47 H47B 107.5 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.13(16) . . ?
C9 C8 H8 119.9 . . ?
C35 C36 H36 108.1 . . ?
C35 C36 C37 111.88(15) . . ?
C35 C36 C38 111.76(15) . . ?
C37 C36 H36 108.1 . . ?
C38 C36 H36 108.1 . . ?
C38 C36 C37 108.85(15) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 C32 120.50(16) . . ?
C34 C33 H33 119.7 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C26 C27 H27 120.5 . . ?
C28 C27 C26 119.09(16) . . ?
C28 C27 H27 120.5 . . ?
C35 C34 H34 119.3 . . ?
C33 C34 C35 121.49(17) . . ?
C33 C34 H34 119.3 . . ?
C5 B1 C42 111.13(13) . . ?
C5 B1 H1 108.2 . . ?
C42 B1 H1 108.2 . . ?
C46 B1 C5 116.74(13) . . ?
C46 B1 C42 104.07(13) . . ?
C46 B1 H1 108.2 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
C31 C39 C41 111.99(14) . . ?
C31 C39 C40 112.82(16) . . ?
C31 C39 H39 107.5 . . ?
C41 C39 H39 107.5 . . ?
C40 C39 C41 109.31(15) . . ?
C40 C39 H39 107.5 . . ?

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 C12 C13 C21 0.2(2) . . . . ?
N3 C12 C13 C14 -177.55(13) . . . . ?
N3 C2 C24 C29 148.98(16) . . . . ?
N3 C2 C24 C25 -29.6(2) . . . . ?
N1 C30 C35 C36 -3.5(2) . . . . ?
N1 C30 C35 C34 176.24(15) . . . . ?
N1 C2 C24 C29 -27.0(3) . . . . ?
N1 C2 C24 C25 154.39(16) . . . . ?
N1 C5 C4 N3 2.83(16) . . . . ?
N1 C5 C4 C6 -164.89(15) . . . . ?
N1 C5 B1 C42 -57.08(18) . . . . ?
N1 C5 B1 C46 -176.20(13) . . . . ?
C31 C30 C35 C36 179.66(16) . . . . ?
C31 C30 C35 C34 -0.6(2) . . . . ?
C31 C32 C33 C34 -0.6(3) . . . . ?
C30 N1 C2 N3 -171.08(13) . . . . ?
C30 N1 C2 C24 5.5(2) . . . . ?
C30 N1 C5 C4 169.11(14) . . . . ?
C30 N1 C5 B1 -11.2(2) . . . . ?
C30 C31 C32 C33 0.2(2) . . . . ?
C30 C31 C39 C41 -94.70(19) . . . . ?
C30 C31 C39 C40 141.45(17) . . . . ?
C30 C35 C36 C37 -128.95(17) . . . . ?
C30 C35 C36 C38 108.69(18) . . . . ?
C30 C35 C34 C33 0.3(3) . . . . ?
C17 C12 C13 C21 178.14(15) . . . . ?
C17 C12 C13 C14 0.4(2) . . . . ?
C6 C11 C10 C9 -0.3(3) . . . . ?
C6 C7 C8 C9 -0.4(3) . . . . ?
C12 N3 C2 N1 -177.68(13) . . . . ?
C12 N3 C2 C24 5.6(2) . . . . ?
C12 N3 C4 C6 -14.3(2) . . . . ?
C12 N3 C4 C5 176.58(14) . . . . ?
C12 C17 C18 C19 -114.91(17) . . . . ?
C12 C17 C18 C20 120.95(17) . . . . ?
C12 C17 C16 C15 -0.5(2) . . . . ?
C12 C13 C21 C23 147.47(15) . . . . ?
C12 C13 C21 C22 -88.81(19) . . . . ?
C12 C13 C14 C15 -0.5(2) . . . . ?
C2 N3 C12 C17 -78.9(2) . . . . ?
C2 N3 C12 C13 99.18(18) . . . . ?
C2 N3 C4 C6 165.80(13) . . . . ?
C2 N3 C4 C5 -3.28(17) . . . . ?
C2 N1 C30 C31 96.78(18) . . . . ?
C2 N1 C30 C35 -80.31(19) . . . . ?
C2 N1 C5 C4 -1.58(17) . . . . ?
C2 N1 C5 B1 178.09(13) . . . . ?
C2 C24 C29 C28 -178.70(15) . . . . ?
C2 C24 C25 C26 177.55(16) . . . . ?
C5 N1 C30 C31 -72.87(19) . . . . ?
C5 N1 C30 C35 110.04(17) . . . . ?
C5 N1 C2 N3 -0.36(17) . . . . ?
C5 N1 C2 C24 176.25(15) . . . . ?
C24 C29 C28 C27 0.8(3) . . . . ?
C29 C24 C25 C26 -1.1(2) . . . . ?
C29 C28 C27 C26 -0.4(3) . . . . ?
C11 C6 C4 N3 72.3(2) . . . . ?
C11 C6 C4 C5 -121.20(19) . . . . ?
C11 C6 C7 C8 -0.2(2) . . . . ?
C11 C10 C9 C8 -0.3(3) . . . . ?
C21 C13 C14 C15 -178.21(15) . . . . ?
C4 N3 C12 C17 101.26(17) . . . . ?
C4 N3 C12 C13 -80.65(19) . . . . ?
C4 N3 C2 N1 2.17(16) . . . . ?
C4 N3 C2 C24 -174.56(14) . . . . ?
C4 C6 C11 C10 -179.53(15) . . . . ?
C4 C6 C7 C8 179.85(15) . . . . ?
C4 C5 B1 C42 122.48(19) . . . . ?
C4 C5 B1 C46 3.4(3) . . . . ?
C18 C17 C12 N3 -0.9(2) . . . . ?
C18 C17 C12 C13 -178.81(15) . . . . ?
C18 C17 C16 C15 178.38(15) . . . . ?
C49 C42 B1 C5 168.20(13) . . . . ?
C49 C42 B1 C46 -65.35(15) . . . . ?
C49 C48 C47 C46 42.9(2) . . . . ?
C10 C9 C8 C7 0.6(3) . . . . ?
C32 C31 C30 N1 -176.57(14) . . . . ?
C32 C31 C30 C35 0.4(2) . . . . ?
C32 C31 C39 C41 81.9(2) . . . . ?
C32 C31 C39 C40 -42.0(2) . . . . ?
C32 C33 C34 C35 0.3(3) . . . . ?
C43 C42 B1 C5 -66.28(17) . . . . ?
C43 C42 B1 C46 60.18(16) . . . . ?
C16 C17 C12 N3 178.01(14) . . . . ?
C16 C17 C12 C13 0.1(2) . . . . ?
C16 C17 C18 C19 66.3(2) . . . . ?
C16 C17 C18 C20 -57.9(2) . . . . ?
C16 C15 C14 C13 0.0(3) . . . . ?
C42 C49 C48 C47 -39.9(2) . . . . ?
C42 C43 C44 C45 46.0(2) . . . . ?
C46 C45 C44 C43 -41.7(2) . . . . ?
C45 C46 C47 C48 66.91(19) . . . . ?
C45 C46 B1 C5 65.61(18) . . . . ?
C45 C46 B1 C42 -57.24(16) . . . . ?
C48 C49 C42 C43 -70.90(19) . . . . ?
C48 C49 C42 B1 52.66(18) . . . . ?
C7 C6 C11 C10 0.5(2) . . . . ?
C7 C6 C4 N3 -107.74(17) . . . . ?
C7 C6 C4 C5 58.7(2) . . . . ?
C44 C43 C42 C49 65.14(19) . . . . ?
C44 C43 C42 B1 -57.54(19) . . . . ?
C14 C13 C21 C23 -34.9(2) . . . . ?
C14 C13 C21 C22 88.80(19) . . . . ?
C14 C15 C16 C17 0.5(3) . . . . ?
C25 C24 C29 C28 0.0(2) . . . . ?
C25 C26 C27 C28 -0.8(3) . . . . ?
C47 C46 C45 C44 -70.64(19) . . . . ?
C47 C46 B1 C5 -170.09(13) . . . . ?
C47 C46 B1 C42 67.05(15) . . . . ?
C36 C35 C34 C33 180.00(16) . . . . ?
C27 C26 C25 C24 1.5(3) . . . . ?
C34 C35 C36 C37 51.4(2) . . . . ?
C34 C35 C36 C38 -71.0(2) . . . . ?
B1 C5 C4 N3 -176.78(15) . . . . ?
B1 C5 C4 C6 15.5(3) . . . . ?
B1 C46 C45 C44 50.29(19) . . . . ?
B1 C46 C47 C48 -57.63(18) . . . . ?
C39 C31 C30 N1 0.1(2) . . . . ?
C39 C31 C30 C35 177.10(15) . . . . ?
C39 C31 C32 C33 -176.57(16) . . . . ?

_olex2_date_sample_data_collection 2016-10-04
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.309
_oxdiff_exptl_absorpt_empirical_full_min 0.690
####################################################################### 
# 
# 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_gbco2air
_database_code_depnum_ccdc_archive 'CCDC 1583079'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2018-11-30 downloaded from the CCDC.
;
_audit_creation_date             2017-04-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C H O2, B H3 O3, C39 H45 N2, C3 H3'
_chemical_formula_sum            'C43 H52 B N2 O5'
_chemical_formula_weight         687.68
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N B'
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 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.6081(5)
_cell_length_b                   14.3388(6)
_cell_length_c                   22.0714(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.028(4)
_cell_angle_gamma                90.00
_cell_volume                     3951.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2201
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.3670
_cell_measurement_theta_min      1.7000
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1476
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.37
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7693
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.70
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -48.00   65.00   1.0000  125.0000
omega____ theta____ kappa____ phi______ frames
    -       28.1467  -57.0000  120.0000 113

#__ type_ start__ end____ width___ exp.time_
  2 omega   -5.00   36.00   1.0000  125.0000
omega____ theta____ kappa____ phi______ frames
    -       28.1467  -99.0000   60.0000 41
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_orient_matrix_UB_11      -0.0360175000
_diffrn_orient_matrix_UB_12      0.0356215000
_diffrn_orient_matrix_UB_13      0.0060391000
_diffrn_orient_matrix_UB_21      -0.0275548000
_diffrn_orient_matrix_UB_22      -0.0322962000
_diffrn_orient_matrix_UB_23      0.0164973000
_diffrn_orient_matrix_UB_31      0.0341713000
_diffrn_orient_matrix_UB_32      0.0116561000
_diffrn_orient_matrix_UB_33      0.0273157000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4163
_reflns_number_total             5554
_reflns_odcompleteness_completeness 77.29
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     474
_refine_ls_number_reflns         5554
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0766
_refine_ls_R_factor_gt           0.0527
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0326P)²+3.1061P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1220
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O5-H5A \\sim O4-H4 \\sim O3-H3
 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C12(H12), C30(H30), C33(H33), C15(H15)
3.b Aromatic/amide H refined with riding coordinates:
 C40(H40), C5(H5), C37(H37), C19(H19), C23(H23), C28(H28), C20(H20), C26(H26),
 C41(H41), C27(H27), C38(H38), C22(H22), C1(H1), C21(H21), C8(H8), C9(H9),
 C10(H10), C39(H39), C43(H43), C42(H42), C44(H44)
3.c Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C32(H32A,H32B,H32C), C14(H14A,H14B,H14C), C34(H34A,H34B,
 H34C), C17(H17A,H17B,H17C), C31(H31A,H31B,H31C), C16(H16A,H16B,H16C), C13(H13A,
 H13B,H13C)
3.d Idealised tetrahedral OH refined as rotating group:
 O5(H5A), O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O2 O 0.19586(16) 0.88926(14) 0.45925(8) 0.0319(5) Uani 1 d . . .
O5 O 0.56387(17) 0.23078(14) 0.48756(10) 0.0394(6) Uani 1 d . . D
H5A H 0.6292 0.2344 0.4955 0.059 Uiso 1 calc . . DGR
N1 N 0.52851(16) 0.55468(14) 0.80178(9) 0.0167(5) Uani 1 d . . .
O4 O 0.60367(16) 0.06782(14) 0.50495(9) 0.0336(5) Uani 1 d . . D
O1 O 0.22266(17) 0.74072(14) 0.48961(9) 0.0403(6) Uani 1 d . . .
O3 O 0.42613(15) 0.12179(14) 0.48476(10) 0.0368(5) Uani 1 d . . D
H3 H 0.4170 0.0652 0.4859 0.055 Uiso 1 calc . . DGR
N3 N 0.61627(16) 0.55303(14) 0.72379(9) 0.0153(5) Uani 1 d . . .
C36 C 0.8111(2) 0.55190(18) 0.77888(11) 0.0186(6) Uani 1 d . . .
C35 C 0.4929(2) 0.3310(2) 0.62508(13) 0.0323(7) Uani 1 d . . .
H35A H 0.4332 0.3726 0.6252 0.048 Uiso 1 calc . . GR
H35B H 0.4802 0.2750 0.6468 0.048 Uiso 1 calc . . GR
H35C H 0.5012 0.3158 0.5836 0.048 Uiso 1 calc . . GR
C4 C 0.6932(2) 0.55257(17) 0.77627(11) 0.0167(6) Uani 1 d . . .
C2 C 0.5175(2) 0.55287(17) 0.73961(11) 0.0161(6) Uani 1 d . . .
C12 C 0.4775(2) 0.40075(19) 0.88027(12) 0.0257(7) Uani 1 d . . .
H12 H 0.5241 0.3999 0.8482 0.031 Uiso 1 calc . . R
C30 C 0.6771(2) 0.72846(18) 0.67295(12) 0.0253(7) Uani 1 d . . .
H30 H 0.6930 0.7091 0.7158 0.030 Uiso 1 calc . . R
C29 C 0.6558(2) 0.64016(19) 0.63418(12) 0.0220(7) Uani 1 d . . .
C25 C 0.6167(2) 0.47056(18) 0.62657(11) 0.0200(6) Uani 1 d . . .
C40 C 0.9766(2) 0.5561(2) 0.73500(13) 0.0311(7) Uani 1 d . . .
H40 H 1.0117 0.5580 0.7006 0.037 Uiso 1 calc . . R
C33 C 0.5955(2) 0.37844(18) 0.65652(12) 0.0239(6) Uani 1 d . . .
H33 H 0.5855 0.3915 0.6989 0.029 Uiso 1 calc . . R
C24 C 0.63313(19) 0.55440(18) 0.65936(11) 0.0168(6) Uani 1 d . . .
C5 C 0.6366(2) 0.55465(17) 0.82411(11) 0.0189(6) Uani 1 d . . .
H5 H 0.6657 0.5559 0.8652 0.023 Uiso 1 calc . . R
C37 C 0.8723(2) 0.55145(19) 0.83696(12) 0.0252(7) Uani 1 d . . .
H37 H 0.8381 0.5498 0.8716 0.030 Uiso 1 calc . . R
C19 C 0.3936(2) 0.59589(18) 0.64342(11) 0.0192(6) Uani 1 d . . .
H19 H 0.4476 0.6310 0.6298 0.023 Uiso 1 calc . . R
C15 C 0.4242(2) 0.73499(19) 0.79894(12) 0.0263(7) Uani 1 d . . .
H15 H 0.4769 0.7113 0.7740 0.032 Uiso 1 calc . . R
C18 C 0.4130(2) 0.54798(17) 0.69954(11) 0.0177(6) Uani 1 d . . .
C7 C 0.3944(2) 0.65514(19) 0.83839(11) 0.0229(6) Uani 1 d . . .
C23 C 0.3323(2) 0.49468(18) 0.71851(11) 0.0200(6) Uani 1 d . . .
H23 H 0.3454 0.4615 0.7550 0.024 Uiso 1 calc . . R
C28 C 0.6583(2) 0.6410(2) 0.57123(12) 0.0268(7) Uani 1 d . . .
H28 H 0.6717 0.6966 0.5520 0.032 Uiso 1 calc . . R
C6 C 0.4447(2) 0.56779(19) 0.83979(11) 0.0203(6) Uani 1 d . . .
C20 C 0.2937(2) 0.59035(18) 0.60863(12) 0.0227(6) Uani 1 d . . .
H20 H 0.2807 0.6221 0.5716 0.027 Uiso 1 calc . . R
C32 C 0.5802(2) 0.79311(19) 0.66752(13) 0.0307(7) Uani 1 d . . .
H32A H 0.5628 0.8135 0.6259 0.046 Uiso 1 calc . . GR
H32B H 0.5965 0.8463 0.6936 0.046 Uiso 1 calc . . GR
H32C H 0.5202 0.7603 0.6797 0.046 Uiso 1 calc . . GR
C14 C 0.5487(2) 0.3917(2) 0.94263(12) 0.0297(7) Uani 1 d . . .
H14A H 0.6009 0.4409 0.9470 0.045 Uiso 1 calc . . GR
H14B H 0.5847 0.3325 0.9449 0.045 Uiso 1 calc . . GR
H14C H 0.5051 0.3960 0.9748 0.045 Uiso 1 calc . . GR
C26 C 0.6221(2) 0.4763(2) 0.56386(12) 0.0272(7) Uani 1 d . . .
H26 H 0.6127 0.4228 0.5400 0.033 Uiso 1 calc . . R
C41 C 0.8651(2) 0.5527(2) 0.72794(12) 0.0279(7) Uani 1 d . . .
H41 H 0.8264 0.5508 0.6889 0.033 Uiso 1 calc . . R
C11 C 0.4194(2) 0.49381(19) 0.87701(11) 0.0224(6) Uani 1 d . . .
C27 C 0.6413(2) 0.5603(2) 0.53690(12) 0.0294(7) Uani 1 d . . .
H27 H 0.6427 0.5627 0.4949 0.035 Uiso 1 calc . . R
C38 C 0.9828(2) 0.5534(2) 0.84338(13) 0.0297(7) Uani 1 d . . .
H38 H 1.0222 0.5525 0.8823 0.036 Uiso 1 calc . . R
C22 C 0.2322(2) 0.49040(19) 0.68357(12) 0.0247(7) Uani 1 d . . .
H22 H 0.1779 0.4556 0.6971 0.030 Uiso 1 calc . . R
C1 C 0.1667(2) 0.8066(2) 0.46694(12) 0.0303(7) Uani 1 d . . .
H1 H 0.0948 0.7934 0.4541 0.036 Uiso 1 calc . . R
C34 C 0.6925(2) 0.3139(2) 0.65810(13) 0.0352(8) Uani 1 d . . .
H34A H 0.6791 0.2568 0.6784 0.053 Uiso 1 calc . . GR
H34B H 0.7546 0.3439 0.6798 0.053 Uiso 1 calc . . GR
H34C H 0.7048 0.3005 0.6170 0.053 Uiso 1 calc . . GR
C21 C 0.2129(2) 0.53808(19) 0.62831(12) 0.0257(7) Uani 1 d . . .
H21 H 0.1458 0.5348 0.6047 0.031 Uiso 1 calc . . R
C8 C 0.3148(2) 0.6668(2) 0.87577(12) 0.0301(7) Uani 1 d . . .
H8 H 0.2796 0.7237 0.8759 0.036 Uiso 1 calc . . R
C17 C 0.4768(2) 0.8154(2) 0.83807(13) 0.0325(7) Uani 1 d . . .
H17A H 0.4293 0.8364 0.8656 0.049 Uiso 1 calc . . GR
H17B H 0.4915 0.8659 0.8119 0.049 Uiso 1 calc . . GR
H17C H 0.5426 0.7941 0.8611 0.049 Uiso 1 calc . . GR
C31 C 0.7746(2) 0.7824(2) 0.65710(16) 0.0433(9) Uani 1 d . . .
H31A H 0.8354 0.7416 0.6602 0.065 Uiso 1 calc . . GR
H31B H 0.7898 0.8335 0.6851 0.065 Uiso 1 calc . . GR
H31C H 0.7595 0.8060 0.6161 0.065 Uiso 1 calc . . GR
C9 C 0.2872(2) 0.5954(2) 0.91251(12) 0.0328(8) Uani 1 d . . .
H9 H 0.2339 0.6045 0.9371 0.039 Uiso 1 calc . . R
C16 C 0.3256(2) 0.7682(2) 0.75491(13) 0.0338(8) Uani 1 d . . .
H16A H 0.2958 0.7167 0.7305 0.051 Uiso 1 calc . . GR
H16B H 0.3468 0.8162 0.7287 0.051 Uiso 1 calc . . GR
H16C H 0.2728 0.7925 0.7781 0.051 Uiso 1 calc . . GR
C10 C 0.3388(2) 0.5102(2) 0.91279(12) 0.0285(7) Uani 1 d . . .
H10 H 0.3191 0.4626 0.9376 0.034 Uiso 1 calc . . R
C13 C 0.4000(2) 0.3176(2) 0.86950(13) 0.0379(8) Uani 1 d . . .
H13A H 0.4403 0.2607 0.8700 0.057 Uiso 1 calc . . GR
H13B H 0.3562 0.3244 0.8305 0.057 Uiso 1 calc . . GR
H13C H 0.3553 0.3158 0.9013 0.057 Uiso 1 calc . . GR
C39 C 1.0352(2) 0.5567(2) 0.79251(13) 0.0303(7) Uani 1 d . . .
H39 H 1.1096 0.5594 0.7971 0.036 Uiso 1 calc . . R
C43 C 0.0792(2) 0.5431(2) 0.47216(13) 0.0368(8) Uani 1 d . . .
H43 H 0.1322 0.5719 0.4534 0.044 Uiso 1 calc . . R
C42 C 0.0097(2) 0.5958(2) 0.50106(13) 0.0370(8) Uani 1 d . . .
H42 H 0.0159 0.6605 0.5020 0.044 Uiso 1 calc . . R
B1 B 0.5331(3) 0.1407(2) 0.49259(14) 0.0305(8) Uani 1 d . . .
C44 C -0.0693(2) 0.5526(2) 0.52863(13) 0.0374(8) Uani 1 d . . .
H44 H -0.1161 0.5885 0.5479 0.045 Uiso 1 calc . . R
H4 H 0.6701(15) 0.084(2) 0.5170(16) 0.058(11) Uiso 1 d . . D


_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 C1 1.260(3) . ?
O5 B1 1.358(4) . ?
N1 C2 1.360(3) . ?
N1 C5 1.383(3) . ?
N1 C6 1.450(3) . ?
O4 B1 1.375(4) . ?
O1 C1 1.242(3) . ?
O3 B1 1.363(4) . ?
N3 C4 1.403(3) . ?
N3 C2 1.339(3) . ?
N3 C24 1.467(3) . ?
C36 C4 1.480(4) . ?
C36 C37 1.401(3) . ?
C36 C41 1.394(4) . ?
C35 C33 1.539(3) . ?
C4 C5 1.355(4) . ?
C2 C18 1.482(3) . ?
C12 C14 1.540(3) . ?
C12 C11 1.519(4) . ?
C12 C13 1.539(4) . ?
C30 C29 1.531(4) . ?
C30 C32 1.525(4) . ?
C30 C31 1.533(4) . ?
C29 C24 1.395(4) . ?
C29 C28 1.394(4) . ?
C25 C33 1.518(4) . ?
C25 C24 1.404(3) . ?
C25 C26 1.398(4) . ?
C40 C41 1.394(4) . ?
C40 C39 1.377(4) . ?
C33 C34 1.531(4) . ?
C37 C38 1.380(4) . ?
C19 C18 1.408(3) . ?
C19 C20 1.384(3) . ?
C15 C7 1.517(4) . ?
C15 C17 1.534(4) . ?
C15 C16 1.543(3) . ?
C18 C23 1.383(4) . ?
C7 C6 1.402(4) . ?
C7 C8 1.396(4) . ?
C23 C22 1.386(3) . ?
C28 C27 1.383(4) . ?
C6 C11 1.406(4) . ?
C20 C21 1.383(4) . ?
C26 C27 1.379(4) . ?
C11 C10 1.391(4) . ?
C38 C39 1.381(4) . ?
C22 C21 1.390(4) . ?
C8 C9 1.381(4) . ?
C9 C10 1.383(4) . ?
C43 C42 1.379(4) . ?
C43 C44 1.378(4) 3_566 ?
C42 C44 1.384(4) . ?
C44 C43 1.378(4) 3_566 ?

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
C2 N1 C5 108.4(2) . . ?
C2 N1 C6 127.3(2) . . ?
C5 N1 C6 123.7(2) . . ?
C4 N3 C24 128.6(2) . . ?
C2 N3 C4 110.19(19) . . ?
C2 N3 C24 121.24(18) . . ?
C37 C36 C4 117.3(2) . . ?
C41 C36 C4 124.8(2) . . ?
C41 C36 C37 118.0(2) . . ?
N3 C4 C36 127.4(2) . . ?
C5 C4 N3 105.4(2) . . ?
C5 C4 C36 127.3(2) . . ?
N1 C2 C18 124.0(3) . . ?
N3 C2 N1 107.2(2) . . ?
N3 C2 C18 128.7(2) . . ?
C11 C12 C14 109.5(2) . . ?
C11 C12 C13 112.5(2) . . ?
C13 C12 C14 110.5(2) . . ?
C29 C30 C31 111.9(2) . . ?
C32 C30 C29 112.5(2) . . ?
C32 C30 C31 109.5(2) . . ?
C24 C29 C30 122.4(2) . . ?
C28 C29 C30 121.6(3) . . ?
C28 C29 C24 116.0(3) . . ?
C24 C25 C33 122.9(2) . . ?
C26 C25 C33 121.3(2) . . ?
C26 C25 C24 115.8(2) . . ?
C39 C40 C41 120.4(3) . . ?
C25 C33 C35 112.1(2) . . ?
C25 C33 C34 110.3(2) . . ?
C34 C33 C35 111.2(2) . . ?
C29 C24 N3 117.6(2) . . ?
C29 C24 C25 125.0(2) . . ?
C25 C24 N3 117.2(2) . . ?
C4 C5 N1 108.8(2) . . ?
C38 C37 C36 120.9(3) . . ?
C20 C19 C18 119.6(3) . . ?
C7 C15 C17 111.5(2) . . ?
C7 C15 C16 110.6(2) . . ?
C17 C15 C16 111.7(2) . . ?
C19 C18 C2 122.2(2) . . ?
C23 C18 C2 118.4(2) . . ?
C23 C18 C19 119.4(2) . . ?
C6 C7 C15 122.6(3) . . ?
C8 C7 C15 120.4(3) . . ?
C8 C7 C6 117.0(3) . . ?
C18 C23 C22 120.5(2) . . ?
C27 C28 C29 121.0(3) . . ?
C7 C6 N1 117.8(2) . . ?
C7 C6 C11 123.2(3) . . ?
C11 C6 N1 118.9(2) . . ?
C21 C20 C19 120.7(2) . . ?
C27 C26 C25 121.0(3) . . ?
C36 C41 C40 120.6(2) . . ?
C6 C11 C12 122.9(3) . . ?
C10 C11 C12 120.5(3) . . ?
C10 C11 C6 116.6(3) . . ?
C26 C27 C28 121.2(3) . . ?
C37 C38 C39 120.5(2) . . ?
C23 C22 C21 120.1(3) . . ?
O1 C1 O2 127.6(3) . . ?
C20 C21 C22 119.7(2) . . ?
C9 C8 C7 121.3(3) . . ?
C8 C9 C10 120.0(3) . . ?
C9 C10 C11 121.8(3) . . ?
C40 C39 C38 119.5(3) . . ?
C44 C43 C42 119.3(3) 3_566 . ?
C43 C42 C44 120.0(3) . . ?
O5 B1 O4 123.7(3) . . ?
O5 B1 O3 117.9(3) . . ?
O3 B1 O4 118.4(3) . . ?
C43 C44 C42 120.7(3) 3_566 . ?

_olex2_date_sample_data_collection 2015-02-01
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_9BBN_Carbene
_database_code_depnum_ccdc_archive 'CCDC 1583080'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2018-11-30 downloaded from the CCDC.
;
_audit_creation_date             2017-09-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_formula_moiety         'B0.5 H1.5 O1.5, C39 H45 N2, C H O3'
_chemical_formula_sum            'C40 H47.5 B0.5 N2 O4.5'
_chemical_formula_weight         633.75
_chemical_absolute_configuration unk
_chemical_oxdiff_formula         'C H N O B'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           ' P 2 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x+1/2,y+1/2,-z
4 -x,-y,z

_symmetry_Int_Tables_number      18
_cell_length_a                   19.3779(19)
_cell_length_b                   14.5134(16)
_cell_length_c                   13.085(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3680.0(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2018
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      24.8210
_cell_measurement_theta_min      2.0940
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.1438
_exptl_crystal_description       block
_exptl_crystal_F_000             1360.6245
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.2
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_unetI/netI     0.0778
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            6541
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.75
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9160
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00  25.00   1.00  101.43    --  -26.98 -99.00 120.00   44
  2  ω     -1.00 100.00   1.00  101.43    --   28.55  77.00  60.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0214260000
_diffrn_orient_matrix_UB_12      -0.0130201000
_diffrn_orient_matrix_UB_13      -0.0416193000
_diffrn_orient_matrix_UB_21      -0.0170730000
_diffrn_orient_matrix_UB_22      -0.0431021000
_diffrn_orient_matrix_UB_23      -0.0030496000
_diffrn_orient_matrix_UB_31      -0.0243572000
_diffrn_orient_matrix_UB_32      0.0188809000
_diffrn_orient_matrix_UB_33      -0.0345600000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.652
_reflns_limit_h_max              22
_reflns_limit_h_min              -22
_reflns_limit_k_max              17
_reflns_limit_k_min              -17
_reflns_limit_l_max              15
_reflns_limit_l_min              -15
_reflns_number_gt                4783
_reflns_number_total             5474
_reflns_odcompleteness_completeness 85.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.2940
_refine_diff_density_min         -0.4850
_refine_diff_density_rms         0.0760
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.5(5)
_refine_ls_d_res_high            0.8404
_refine_ls_d_res_low             11.6165
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0616
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    80
_refine_ls_number_parameters     437
_refine_ls_number_reflns         5474
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0845
_refine_ls_restrained_S_all      1.0616
_refine_ls_shift/su_max          0.0156
_refine_ls_shift/su_mean         0.0010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0785P)²+6.8814P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2081
_refine_ls_wR_factor_ref         0.2179
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: H5a(0.5)
3.a Ternary CH refined with riding coordinates:
 C18(H18), C36(H36), C21(H21), C39(H39)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C11(H11), C16(H16), C25(H25), C32(H32), C7(H7), C29(H29), C15(H15),
 C27(H27), C33(H33), C28(H28), C9(H9), C14(H14), C26(H26), C34(H34), C8(H8),
 C10(H10)
3.c Idealised Me refined as rotating group:
 C41(H41a,H41b,H41c), C38(H38a,H38b,H38c), C23(H23a,H23b,H23c), C40(H40a,H40b,
 H40c), C20(H20a,H20b,H20c), C37(H37a,H37b,H37c), C19(H19a,H19b,H19c), C22(H22a,
 H22b,H22c)
3.d Idealised tetrahedral OH refined as rotating group:
 O4(H4), O5(H5a), O1(H1)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
O4 O 0.0123(2) 0.4224(3) 0.9763(3) 0.0454(11) Uani 1.000000 1 . . .
H4 H 0.013(4) 0.3779(8) 1.0149(8) 0.0681(16) Uiso 1.000000 1 GR . .
N1 N 0.1932(2) 0.3004(3) 0.8485(3) 0.0262(10) Uani 1.000000 1 . . .
N3 N 0.2139(2) 0.3661(3) 0.7033(3) 0.0275(10) Uani 1.000000 1 . . .
O2 O 0.5128(3) 0.2279(3) 0.9003(3) 0.0580(13) Uani 1.000000 1 . . .
O3 O 0.5639(2) 0.1371(4) 0.7704(4) 0.0548(12) Uani 1.000000 1 . . .
O5 O 0.0 0.5 1.1326(4) 0.0565(19) Uani 1.000000 2 S T P
H5a H 0.005(10) 0.4472(18) 1.1535(4) 0.085(3) Uiso 0.500000 1 GR . .
C24 C 0.2748(2) 0.2142(4) 0.7346(4) 0.0282(12) Uani 1.000000 1 . . .
C5 C 0.1584(2) 0.3826(3) 0.8476(4) 0.0274(11) Uani 1.000000 1 . . .
H5 H 0.1304(2) 0.4046(3) 0.8999(4) 0.0329(14) Uiso 1.000000 1 R . .
C6 C 0.1473(3) 0.5168(4) 0.7242(4) 0.0295(12) Uani 1.000000 1 . . .
C12 C 0.2317(3) 0.3738(4) 0.5941(4) 0.0273(11) Uani 1.000000 1 . . .
C2 C 0.2275(2) 0.2913(3) 0.7599(4) 0.0247(11) Uani 1.000000 1 . . .
C13 C 0.1797(3) 0.3543(4) 0.5235(4) 0.0299(12) Uani 1.000000 1 . . .
C11 C 0.1829(3) 0.5719(4) 0.6574(4) 0.0362(13) Uani 1.000000 1 . . .
H11 H 0.2242(3) 0.5509(4) 0.6296(4) 0.0434(16) Uiso 1.000000 1 R . .
C16 C 0.3141(3) 0.3998(4) 0.4624(5) 0.0380(14) Uani 1.000000 1 . . .
H16 H 0.3582(3) 0.4160(4) 0.4409(5) 0.0456(17) Uiso 1.000000 1 R . .
C30 C 0.1884(3) 0.2289(4) 0.9273(4) 0.0325(13) Uani 1.000000 1 . . .
C4 C 0.1711(3) 0.4258(3) 0.7603(4) 0.0293(12) Uani 1.000000 1 . . .
C31 C 0.2271(3) 0.2407(4) 1.0169(4) 0.0305(12) Uani 1.000000 1 . . .
C35 C 0.1479(3) 0.1510(4) 0.9059(4) 0.0294(12) Uani 1.000000 1 . . .
C18 C 0.1058(3) 0.3290(4) 0.5530(4) 0.0323(13) Uani 1.000000 1 . . .
H18 H 0.1023(3) 0.3312(4) 0.6277(4) 0.0388(15) Uiso 1.000000 1 R . .
C17 C 0.3000(3) 0.3963(4) 0.5667(4) 0.0290(12) Uani 1.000000 1 . . .
C25 C 0.2692(3) 0.1643(4) 0.6431(4) 0.0312(12) Uani 1.000000 1 . . .
H25 H 0.2353(3) 0.1795(4) 0.5956(4) 0.0375(15) Uiso 1.000000 1 R . .
C32 C 0.2235(3) 0.1681(4) 1.0878(5) 0.0412(14) Uani 1.000000 1 . . .
H32 H 0.2477(3) 0.1728(4) 1.1489(5) 0.0494(17) Uiso 1.000000 1 R . .
C7 C 0.0849(3) 0.5507(4) 0.7673(5) 0.0360(14) Uani 1.000000 1 . . .
H7 H 0.0603(3) 0.5147(4) 0.8135(5) 0.0432(16) Uiso 1.000000 1 R . .
C29 C 0.3264(3) 0.1946(4) 0.8050(4) 0.0340(13) Uani 1.000000 1 . . .
H29 H 0.3312(3) 0.2294(4) 0.8643(4) 0.0408(16) Uiso 1.000000 1 R . .
C15 C 0.2645(3) 0.3800(4) 0.3902(5) 0.0368(13) Uani 1.000000 1 . . .
H15 H 0.2757(3) 0.3815(4) 0.3211(5) 0.0442(16) Uiso 1.000000 1 R . .
C27 C 0.3655(3) 0.0692(4) 0.6951(5) 0.0420(15) Uani 1.000000 1 . . .
H27 H 0.3954(3) 0.0203(4) 0.6831(5) 0.0504(18) Uiso 1.000000 1 R . .
C36 C 0.1023(3) 0.1428(4) 0.8136(4) 0.0335(13) Uani 1.000000 1 . . .
H36 H 0.1125(3) 0.1948(4) 0.7682(4) 0.0402(15) Uiso 1.000000 1 R . .
C33 C 0.1857(3) 0.0918(4) 1.0695(5) 0.0398(14) Uani 1.000000 1 . . .
H33 H 0.1857(3) 0.0444(4) 1.1173(5) 0.0478(17) Uiso 1.000000 1 R . .
C21 C 0.3573(3) 0.4150(4) 0.6424(5) 0.0385(14) Uani 1.000000 1 . . .
H21 H 0.3389(3) 0.4073(4) 0.7116(5) 0.0462(17) Uiso 1.000000 1 R . .
C39 C 0.2684(3) 0.3280(4) 1.0390(5) 0.0355(13) Uani 1.000000 1 . . .
H39 H 0.2794(3) 0.3576(4) 0.9737(5) 0.0426(16) Uiso 1.000000 1 R . .
C41 C 0.2244(3) 0.3949(4) 1.1024(5) 0.0414(15) Uani 1.000000 1 . . .
H41a H 0.1838(11) 0.411(2) 1.0646(14) 0.062(2) Uiso 1.000000 1 GR . .
H41b H 0.2112(19) 0.3657(11) 1.1653(15) 0.062(2) Uiso 1.000000 1 GR . .
H41c H 0.2507(8) 0.4493(13) 1.117(3) 0.062(2) Uiso 1.000000 1 GR . .
C28 C 0.3707(3) 0.1216(4) 0.7844(5) 0.0419(15) Uani 1.000000 1 . . .
H28 H 0.4048(3) 0.1071(4) 0.8316(5) 0.0503(18) Uiso 1.000000 1 R . .
C9 C 0.0971(3) 0.6922(4) 0.6713(5) 0.0405(14) Uani 1.000000 1 . . .
H9 H 0.0804(3) 0.7499(4) 0.6531(5) 0.0486(17) Uiso 1.000000 1 R . .
C14 C 0.1971(3) 0.3576(4) 0.4208(5) 0.0340(13) Uani 1.000000 1 . . .
H14 H 0.1637(3) 0.3449(4) 0.3717(5) 0.0408(16) Uiso 1.000000 1 R . .
C38 C 0.1149(3) 0.0544(4) 0.7544(5) 0.0411(15) Uani 1.000000 1 . . .
H38a H 0.1633(4) 0.0479(14) 0.741(3) 0.062(2) Uiso 1.000000 1 GR . .
H38b H 0.0991(19) 0.0028(5) 0.7940(14) 0.062(2) Uiso 1.000000 1 GR . .
H38c H 0.0901(17) 0.0565(12) 0.6909(15) 0.062(2) Uiso 1.000000 1 GR . .
C26 C 0.3142(3) 0.0925(4) 0.6240(4) 0.0361(13) Uani 1.000000 1 . . .
H26 H 0.3104(3) 0.0592(4) 0.5635(4) 0.0433(16) Uiso 1.000000 1 R . .
C34 C 0.1471(3) 0.0826(4) 0.9819(5) 0.0411(14) Uani 1.000000 1 . . .
H34 H 0.1201(3) 0.0302(4) 0.9729(5) 0.0493(17) Uiso 1.000000 1 R . .
C8 C 0.0610(3) 0.6357(4) 0.7412(5) 0.0397(14) Uani 1.000000 1 . . .
H8 H 0.0202(3) 0.6571(4) 0.7699(5) 0.0476(17) Uiso 1.000000 1 R . .
C23 C 0.4175(3) 0.3458(4) 0.6273(5) 0.0387(14) Uani 1.000000 1 . . .
H23a H 0.4003(5) 0.2840(4) 0.633(3) 0.058(2) Uiso 1.000000 1 GR . .
H23b H 0.4375(14) 0.354(2) 0.5609(13) 0.058(2) Uiso 1.000000 1 GR . .
H23c H 0.4520(10) 0.3560(19) 0.679(2) 0.058(2) Uiso 1.000000 1 GR . .
C40 C 0.3371(3) 0.3051(5) 1.0941(5) 0.0435(15) Uani 1.000000 1 . . .
H40a H 0.3274(3) 0.273(3) 1.1564(17) 0.065(2) Uiso 1.000000 1 GR . .
H40b H 0.3652(10) 0.267(2) 1.0506(14) 0.065(2) Uiso 1.000000 1 GR . .
H40c H 0.3612(11) 0.3612(5) 1.110(3) 0.065(2) Uiso 1.000000 1 GR . .
B1 B 0.0 0.5 1.0310(8) 0.046(3) Uani 1.000000 2 S T P
C20 C 0.0540(3) 0.3982(4) 0.5088(5) 0.0428(15) Uani 1.000000 1 . . .
H20a H 0.0651(13) 0.4591(6) 0.532(3) 0.064(2) Uiso 1.000000 1 GR . .
H20b H 0.0560(15) 0.397(2) 0.4355(5) 0.064(2) Uiso 1.000000 1 GR . .
H20c H 0.0082(4) 0.3823(17) 0.531(3) 0.064(2) Uiso 1.000000 1 GR . .
C42 C 0.5499(4) 0.2181(6) 0.8146(6) 0.056(2) Uani 1.000000 1 . . .
C37 C 0.0246(3) 0.1501(5) 0.8468(5) 0.0467(16) Uani 1.000000 1 . . .
H37a H 0.0128(7) 0.0982(17) 0.889(3) 0.070(2) Uiso 1.000000 1 GR . .
H37b H 0.0177(6) 0.2059(16) 0.885(3) 0.070(2) Uiso 1.000000 1 GR . .
H37c H -0.0042(3) 0.151(3) 0.7871(5) 0.070(2) Uiso 1.000000 1 GR . .
C19 C 0.0856(3) 0.2316(4) 0.5180(5) 0.0427(15) Uani 1.000000 1 . . .
H19a H 0.092(2) 0.2267(10) 0.4453(7) 0.064(2) Uiso 1.000000 1 GR . .
H19b H 0.1143(15) 0.1872(5) 0.552(2) 0.064(2) Uiso 1.000000 1 GR . .
H19c H 0.0382(7) 0.2203(11) 0.535(3) 0.064(2) Uiso 1.000000 1 GR . .
C10 C 0.1585(3) 0.6586(4) 0.6305(5) 0.0414(15) Uani 1.000000 1 . . .
H10 H 0.1834(3) 0.6946(4) 0.5847(5) 0.0497(18) Uiso 1.000000 1 R . .
O1 O 0.5762(4) 0.2874(5) 0.7618(6) 0.100(2) Uani 1.000000 1 . . .
H1 H 0.5454(12) 0.324(5) 0.747(9) 0.149(3) Uiso 1.000000 1 GR . .
C22 C 0.3854(3) 0.5133(4) 0.6320(6) 0.0540(18) Uani 1.000000 1 . . .
H22a H 0.400(2) 0.5238(12) 0.5628(10) 0.081(3) Uiso 1.000000 1 GR . .
H22b H 0.3500(8) 0.5566(4) 0.650(4) 0.081(3) Uiso 1.000000 1 GR . .
H22c H 0.4242(16) 0.5210(11) 0.677(3) 0.081(3) Uiso 1.000000 1 GR . .


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
O4 H4 0.8200 . ?
O4 B1 1.356(7) . ?
N1 C5 1.371(6) . ?
N1 C2 1.343(6) . ?
N1 C30 1.464(7) . ?
N3 C12 1.474(6) . ?
N3 C2 1.341(6) . ?
N3 C4 1.412(7) . ?
O2 C42 1.339(8) . ?
O3 C42 1.338(9) . ?
O5 H5a 0.8200 . ?
O5 H5a 0.8200 4_565 ?
O5 B1 1.329(12) . ?
C24 C2 1.484(7) . ?
C24 C25 1.402(7) . ?
C24 C29 1.390(7) . ?
C5 H5 0.9300 . ?
C5 C4 1.326(7) . ?
C6 C11 1.371(8) . ?
C6 C4 1.477(7) . ?
C6 C7 1.422(7) . ?
C12 C13 1.396(7) . ?
C12 C17 1.409(7) . ?
C13 C18 1.529(7) . ?
C13 C14 1.385(8) . ?
C11 H11 0.9300 . ?
C11 C10 1.391(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.392(8) . ?
C16 C15 1.378(8) . ?
C30 C31 1.403(7) . ?
C30 C35 1.405(7) . ?
C31 C32 1.405(8) . ?
C31 C39 1.526(8) . ?
C35 C36 1.501(7) . ?
C35 C34 1.406(8) . ?
C18 H18 0.9800 . ?
C18 C20 1.534(8) . ?
C18 C19 1.537(8) . ?
C17 C21 1.513(7) . ?
C25 H25 0.9300 . ?
C25 C26 1.382(8) . ?
C32 H32 0.9300 . ?
C32 C33 1.349(8) . ?
C7 H7 0.9300 . ?
C7 C8 1.361(8) . ?
C29 H29 0.9300 . ?
C29 C28 1.389(8) . ?
C15 H15 0.9300 . ?
C15 C14 1.405(8) . ?
C27 H27 0.9300 . ?
C27 C28 1.397(9) . ?
C27 C26 1.403(8) . ?
C36 H36 0.9800 . ?
C36 C38 1.519(8) . ?
C36 C37 1.571(8) . ?
C33 H33 0.9300 . ?
C33 C34 1.374(8) . ?
C21 H21 0.9800 . ?
C21 C23 1.553(8) . ?
C21 C22 1.532(8) . ?
C39 H39 0.9800 . ?
C39 C41 1.536(8) . ?
C39 C40 1.549(8) . ?
C41 H41a 0.9600 . ?
C41 H41b 0.9600 . ?
C41 H41c 0.9600 . ?
C28 H28 0.9300 . ?
C9 H9 0.9300 . ?
C9 C8 1.413(9) . ?
C9 C10 1.390(8) . ?
C14 H14 0.9300 . ?
C38 H38a 0.9600 . ?
C38 H38b 0.9600 . ?
C38 H38c 0.9600 . ?
C26 H26 0.9300 . ?
C34 H34 0.9300 . ?
C8 H8 0.9300 . ?
C23 H23a 0.9600 . ?
C23 H23b 0.9600 . ?
C23 H23c 0.9600 . ?
C40 H40a 0.9600 . ?
C40 H40b 0.9600 . ?
C40 H40c 0.9600 . ?
C20 H20a 0.9600 . ?
C20 H20b 0.9600 . ?
C20 H20c 0.9600 . ?
C42 O1 1.322(9) . ?
C37 H37a 0.9600 . ?
C37 H37b 0.9600 . ?
C37 H37c 0.9600 . ?
C19 H19a 0.9600 . ?
C19 H19b 0.9600 . ?
C19 H19c 0.9600 . ?
C10 H10 0.9300 . ?
O1 H1 0.8200 . ?
C22 H22a 0.9600 . ?
C22 H22b 0.9600 . ?
C22 H22c 0.9600 . ?

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 O4 H4 109.5 . . ?
C2 N1 C5 108.7(4) . . ?
C30 N1 C5 126.2(4) . . ?
C30 N1 C2 124.8(4) . . ?
C2 N3 C12 123.4(4) . . ?
C4 N3 C12 127.1(4) . . ?
C4 N3 C2 108.7(4) . . ?
H5a O5 H5a 141.1(9) 4_565 . ?
B1 O5 H5a 109.5 . . ?
B1 O5 H5a 109.5 . 4_565 ?
C25 C24 C2 122.2(5) . . ?
C29 C24 C2 116.8(5) . . ?
C29 C24 C25 121.1(5) . . ?
H5 C5 N1 125.4(3) . . ?
C4 C5 N1 109.1(5) . . ?
C4 C5 H5 125.4(3) . . ?
C4 C6 C11 124.6(5) . . ?
C7 C6 C11 118.7(5) . . ?
C7 C6 C4 116.7(5) . . ?
C13 C12 N3 117.2(4) . . ?
C17 C12 N3 119.0(5) . . ?
C17 C12 C13 123.8(5) . . ?
N3 C2 N1 107.5(4) . . ?
C24 C2 N1 124.9(4) . . ?
C24 C2 N3 127.5(5) . . ?
C18 C13 C12 123.9(5) . . ?
C14 C13 C12 117.4(5) . . ?
C14 C13 C18 118.7(5) . . ?
H11 C11 C6 119.4(3) . . ?
C10 C11 C6 121.1(5) . . ?
C10 C11 H11 119.4(4) . . ?
C17 C16 H16 119.1(3) . . ?
C15 C16 H16 119.1(3) . . ?
C15 C16 C17 121.9(5) . . ?
C31 C30 N1 117.9(5) . . ?
C35 C30 N1 117.7(5) . . ?
C35 C30 C31 124.3(5) . . ?
C5 C4 N3 105.9(4) . . ?
C6 C4 N3 124.3(5) . . ?
C6 C4 C5 129.8(5) . . ?
C32 C31 C30 115.7(5) . . ?
C39 C31 C30 122.6(5) . . ?
C39 C31 C32 121.6(5) . . ?
C36 C35 C30 123.5(5) . . ?
C34 C35 C30 115.7(5) . . ?
C34 C35 C36 120.5(5) . . ?
H18 C18 C13 108.0(3) . . ?
C20 C18 C13 111.2(4) . . ?
C20 C18 H18 108.0(3) . . ?
C19 C18 C13 112.6(5) . . ?
C19 C18 H18 108.0(3) . . ?
C19 C18 C20 108.8(5) . . ?
C16 C17 C12 116.2(5) . . ?
C21 C17 C12 124.4(5) . . ?
C21 C17 C16 119.4(5) . . ?
H25 C25 C24 120.2(3) . . ?
C26 C25 C24 119.7(5) . . ?
C26 C25 H25 120.2(3) . . ?
H32 C32 C31 119.2(3) . . ?
C33 C32 C31 121.7(5) . . ?
C33 C32 H32 119.2(4) . . ?
H7 C7 C6 119.9(3) . . ?
C8 C7 C6 120.2(6) . . ?
C8 C7 H7 119.9(4) . . ?
H29 C29 C24 120.9(3) . . ?
C28 C29 C24 118.1(5) . . ?
C28 C29 H29 120.9(3) . . ?
H15 C15 C16 120.0(3) . . ?
C14 C15 C16 120.1(5) . . ?
C14 C15 H15 120.0(3) . . ?
C28 C27 H27 120.8(3) . . ?
C26 C27 H27 120.8(3) . . ?
C26 C27 C28 118.3(5) . . ?
H36 C36 C35 108.0(3) . . ?
C38 C36 C35 112.5(5) . . ?
C38 C36 H36 108.0(3) . . ?
C37 C36 C35 109.7(5) . . ?
C37 C36 H36 108.0(3) . . ?
C37 C36 C38 110.6(5) . . ?
H33 C33 C32 119.2(4) . . ?
C34 C33 C32 121.6(6) . . ?
C34 C33 H33 119.2(3) . . ?
H21 C21 C17 108.5(3) . . ?
C23 C21 C17 110.6(5) . . ?
C23 C21 H21 108.5(3) . . ?
C22 C21 C17 111.7(5) . . ?
C22 C21 H21 108.5(4) . . ?
C22 C21 C23 108.9(5) . . ?
H39 C39 C31 108.3(3) . . ?
C41 C39 C31 109.6(4) . . ?
C41 C39 H39 108.3(3) . . ?
C40 C39 C31 111.1(5) . . ?
C40 C39 H39 108.3(3) . . ?
C40 C39 C41 111.1(5) . . ?
H41a C41 C39 109.5 . . ?
H41b C41 C39 109.5 . . ?
H41b C41 H41a 109.5 . . ?
H41c C41 C39 109.5 . . ?
H41c C41 H41a 109.5 . . ?
H41c C41 H41b 109.5 . . ?
C27 C28 C29 122.2(5) . . ?
H28 C28 C29 118.9(3) . . ?
H28 C28 C27 118.9(3) . . ?
C8 C9 H9 121.0(3) . . ?
C10 C9 H9 121.0(4) . . ?
C10 C9 C8 117.9(5) . . ?
C15 C14 C13 120.7(5) . . ?
H14 C14 C13 119.7(3) . . ?
H14 C14 C15 119.7(3) . . ?
H38a C38 C36 109.5 . . ?
H38b C38 C36 109.5 . . ?
H38b C38 H38a 109.5 . . ?
H38c C38 C36 109.5 . . ?
H38c C38 H38a 109.5 . . ?
H38c C38 H38b 109.5 . . ?
C27 C26 C25 120.6(5) . . ?
H26 C26 C25 119.7(3) . . ?
H26 C26 C27 119.7(3) . . ?
C33 C34 C35 121.0(5) . . ?
H34 C34 C35 119.5(3) . . ?
H34 C34 C33 119.5(3) . . ?
C9 C8 C7 121.3(5) . . ?
H8 C8 C7 119.3(4) . . ?
H8 C8 C9 119.3(3) . . ?
H23a C23 C21 109.5 . . ?
H23b C23 C21 109.5 . . ?
H23b C23 H23a 109.5 . . ?
H23c C23 C21 109.5 . . ?
H23c C23 H23a 109.5 . . ?
H23c C23 H23b 109.5 . . ?
H40a C40 C39 109.5 . . ?
H40b C40 C39 109.5 . . ?
H40b C40 H40a 109.5 . . ?
H40c C40 C39 109.5 . . ?
H40c C40 H40a 109.5 . . ?
H40c C40 H40b 109.5 . . ?
O4 B1 O4 116.3(8) 4_565 . ?
O5 B1 O4 121.9(4) . . ?
O5 B1 O4 121.9(4) . 4_565 ?
H20a C20 C18 109.5 . . ?
H20b C20 C18 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 C18 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
O3 C42 O2 124.3(6) . . ?
O1 C42 O2 124.3(8) . . ?
O1 C42 O3 111.4(7) . . ?
H37a C37 C36 109.5 . . ?
H37b C37 C36 109.5 . . ?
H37b C37 H37a 109.5 . . ?
H37c C37 C36 109.5 . . ?
H37c C37 H37a 109.5 . . ?
H37c C37 H37b 109.5 . . ?
H19a C19 C18 109.5 . . ?
H19b C19 C18 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 C18 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?
C9 C10 C11 120.8(6) . . ?
H10 C10 C11 119.6(4) . . ?
H10 C10 C9 119.6(4) . . ?
H1 O1 C42 109.5 . . ?
H22a C22 C21 109.5 . . ?
H22b C22 C21 109.5 . . ?
H22b C22 H22a 109.5 . . ?
H22c C22 C21 109.5 . . ?
H22c C22 H22a 109.5 . . ?
H22c C22 H22b 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.111 81.3 33.8 ?
2 0.000 0.000 0.587 33.2 1.1 ?
3 0.156 0.563 0.984 9.4 0.6 ?
4 0.344 0.063 0.016 9.4 0.6 ?
5 0.500 0.500 0.889 81.3 33.8 ?
6 0.500 0.500 0.413 33.2 1.1 ?
7 0.656 0.937 0.016 9.4 0.6 ?
8 0.844 0.437 -0.016 9.4 0.6 ?


_olex2_date_sample_data_collection 2017-06-17
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.197
_oxdiff_exptl_absorpt_empirical_full_min 0.837
####################################################################### 
# 
# 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_bm-dd-4-s
_database_code_depnum_ccdc_archive 'CCDC 1583078'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2018-11-30 downloaded from the CCDC.
;
_audit_creation_date             2017-09-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C39 H45 N2, Cl, H2 O'
_chemical_formula_sum            'C39 H47 Cl N2 O'
_chemical_formula_weight         595.24
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H20 N4 O6'
_chemical_oxdiff_usercomment     'COLOURLESS BLOCK, 295K, 0.75 0.44 0.42'
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'
Cl Cl 0.1484 0.1585 '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'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, z+1/2'
3 '-x+1/2, y+1/2, z+1/2'
4 'x+1/2, -y+1/2, z'

_cell_length_a                   18.4291(7)
_cell_length_b                   13.1243(4)
_cell_length_c                   14.5076(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3508.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6226
_cell_measurement_temperature    295
_cell_measurement_theta_max      29.1380
_cell_measurement_theta_min      3.5945
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97803
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.42
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            23112
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.20
_diffrn_reflns_theta_min         4.42
_diffrn_ambient_temperature      295
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.901
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -23.00    4.00   1.0000   46.0400
omega____ theta____ kappa____ phi______ frames
    -      -17.3397  -99.0000  120.0000 27

#__ type_ start__ end____ width___ exp.time_
  2 omega  -94.00  -59.00   1.0000   46.0400
omega____ theta____ kappa____ phi______ frames
    -      -17.3397  178.0000   60.0000 35

#__ type_ start__ end____ width___ exp.time_
  3 omega   -3.00   23.00   1.0000   46.0400
omega____ theta____ kappa____ phi______ frames
    -      -17.3397  -97.0000   28.0000 26

#__ type_ start__ end____ width___ exp.time_
  4 omega  -42.00   21.00   1.0000   46.0400
omega____ theta____ kappa____ phi______ frames
    -      -17.3397   37.0000  -30.0000 63

#__ type_ start__ end____ width___ exp.time_
  5 omega  -57.00  -27.00   1.0000   46.0400
omega____ theta____ kappa____ phi______ frames
    -      -17.3397  -77.0000  -30.0000 30

#__ type_ start__ end____ width___ exp.time_
  6 omega  -12.00   13.00   1.0000   46.0400
omega____ theta____ kappa____ phi______ frames
    -      -17.3397  -77.0000  -30.0000 25

#__ type_ start__ end____ width___ exp.time_
  7 omega  -28.00   -1.00   1.0000   46.0400
omega____ theta____ kappa____ phi______ frames
    -      -17.3397   97.0000  151.0000 27

#__ type_ start__ end____ width___ exp.time_
  8 omega   24.00   53.00   1.0000   46.0400
omega____ theta____ kappa____ phi______ frames
    -      -17.3397   36.0000  129.0000 29

#__ type_ start__ end____ width___ exp.time_
  9 omega   16.00   48.00   1.0000   46.0400
omega____ theta____ kappa____ phi______ frames
    -      -17.3397   57.0000  -30.0000 32

#__ type_ start__ end____ width___ exp.time_
 10 omega  -85.00  -53.00   1.0000   46.0400
omega____ theta____ kappa____ phi______ frames
    -      -17.3397  -37.0000  -30.0000 32

#__ type_ start__ end____ width___ exp.time_
 11 omega   27.00   53.00   1.0000   46.0400
omega____ theta____ kappa____ phi______ frames
    -      -17.3397   37.0000  150.0000 26
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0373088000
_diffrn_orient_matrix_UB_12      0.0122535000
_diffrn_orient_matrix_UB_13      -0.0045898000
_diffrn_orient_matrix_UB_21      -0.0006795000
_diffrn_orient_matrix_UB_22      0.0173017000
_diffrn_orient_matrix_UB_23      0.0462971000
_diffrn_orient_matrix_UB_31      0.0094148000
_diffrn_orient_matrix_UB_32      0.0497336000
_diffrn_orient_matrix_UB_33      -0.0149875000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                5680
_reflns_number_total             7869
_reflns_odcompleteness_completeness 99.23
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.029
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(6)
_refine_ls_extinction_coef       0.0026(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         7869
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0750
_refine_ls_R_factor_gt           0.0463
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0596P)²+0.3635P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1208
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O1(H1A,H1B)
2.b Ternary CH refined with riding coordinates:
 C15(H15), C30(H30), C33(H33), C12(H12)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C38(H38), C22(H22), C23(H23), C19(H19), C37(H37), C28(H28), C41(H41),
 C27(H27), C40(H40), C8(H8), C26(H26), C39(H39), C9(H9), C21(H21), C10(H10),
 C20(H20)
2.d Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C17(H17A,H17B,H17C), C16(H16A,H16B,H16C), C31(H31A,H31B,
 H31C), C32(H32A,H32B,H32C), C35(H35A,H35B,H35C), C14(H14A,H14B,H14C), C13(H13A,
 H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
N3 N -0.45390(8) -0.22221(10) -0.40224(11) 0.0370(3) Uani 1 d . . .
N1 N -0.43559(8) -0.37148(11) -0.34366(12) 0.0409(4) Uani 1 d . . .
C29 C -0.42641(13) -0.04154(15) -0.38167(14) 0.0506(5) Uani 1 d . . .
C4 C -0.41112(10) -0.27631(13) -0.46543(13) 0.0379(4) Uani 1 d . . .
C5 C -0.39984(10) -0.36915(14) -0.42693(14) 0.0424(4) Uani 1 d . . .
H5 H -0.3727 -0.4219 -0.4523 0.051 Uiso 1 calc . . R
C18 C -0.51383(11) -0.25689(15) -0.24839(13) 0.0442(5) Uani 1 d . . .
C24 C -0.47677(11) -0.11567(13) -0.40702(13) 0.0409(4) Uani 1 d . . .
C2 C -0.46862(10) -0.28168(14) -0.32885(13) 0.0385(4) Uani 1 d . . .
C25 C -0.54829(12) -0.09514(15) -0.43296(13) 0.0465(5) Uani 1 d . . .
C6 C -0.43419(12) -0.45577(15) -0.27803(15) 0.0496(5) Uani 1 d . . .
C15 C -0.53083(14) -0.54239(19) -0.37688(19) 0.0654(7) Uani 1 d . . .
H15 H -0.5365 -0.4733 -0.4014 0.078 Uiso 1 calc . . R
C36 C -0.38473(10) -0.23850(14) -0.55488(13) 0.0400(4) Uani 1 d . . .
C38 C -0.38925(14) -0.12738(19) -0.68678(16) 0.0615(6) Uani 1 d . . .
H38 H -0.4105 -0.0730 -0.7177 0.074 Uiso 1 calc . . R
C7 C -0.48318(14) -0.53604(16) -0.29222(18) 0.0592(6) Uani 1 d . . .
C22 C -0.60830(14) -0.3041(2) -0.14225(18) 0.0666(7) Uani 1 d . . .
H22 H -0.6435 -0.3501 -0.1230 0.080 Uiso 1 calc . . R
C23 C -0.56702(12) -0.32470(17) -0.21901(16) 0.0530(5) Uani 1 d . . .
H23 H -0.5748 -0.3847 -0.2517 0.064 Uiso 1 calc . . R
C19 C -0.50444(15) -0.16678(18) -0.19956(15) 0.0595(6) Uani 1 d . . .
H19 H -0.4697 -0.1199 -0.2185 0.071 Uiso 1 calc . . R
C30 C -0.34785(15) -0.0651(2) -0.35903(19) 0.0683(7) Uani 1 d . . .
H30 H -0.3427 -0.1394 -0.3569 0.082 Uiso 1 calc . . R
C37 C -0.41687(13) -0.15866(16) -0.60223(15) 0.0528(5) Uani 1 d . . .
H37 H -0.4571 -0.1259 -0.5773 0.063 Uiso 1 calc . . R
C33 C -0.59993(12) -0.17491(17) -0.46839(18) 0.0612(6) Uani 1 d . . .
H33 H -0.5739 -0.2399 -0.4714 0.073 Uiso 1 calc . . R
C28 C -0.45195(17) 0.05903(16) -0.38051(17) 0.0656(7) Uani 1 d . . .
H28 H -0.4206 0.1117 -0.3645 0.079 Uiso 1 calc . . R
C41 C -0.32625(12) -0.28819(19) -0.59489(16) 0.0565(6) Uani 1 d . . .
H41 H -0.3046 -0.3428 -0.5646 0.068 Uiso 1 calc . . R
C27 C -0.52259(17) 0.08067(17) -0.4027(2) 0.0720(8) Uani 1 d . . .
H27 H -0.5384 0.1479 -0.3998 0.086 Uiso 1 calc . . R
C40 C -0.29988(14) -0.2568(2) -0.67975(17) 0.0676(7) Uani 1 d . . .
H40 H -0.2608 -0.2908 -0.7063 0.081 Uiso 1 calc . . R
C8 C -0.4849(2) -0.6108(2) -0.2253(2) 0.0836(9) Uani 1 d . . .
H8 H -0.5170 -0.6651 -0.2311 0.100 Uiso 1 calc . . R
C26 C -0.57049(14) 0.00695(16) -0.42878(17) 0.0604(6) Uani 1 d . . .
H26 H -0.6179 0.0244 -0.4439 0.072 Uiso 1 calc . . R
C39 C -0.33090(15) -0.1763(2) -0.72467(17) 0.0658(6) Uani 1 d . . .
H39 H -0.3123 -0.1547 -0.7810 0.079 Uiso 1 calc . . R
C11 C -0.38553(14) -0.4495(2) -0.20578(18) 0.0651(7) Uani 1 d . . .
C9 C -0.4403(2) -0.6057(2) -0.1513(3) 0.0992(11) Uani 1 d . . .
H9 H -0.4438 -0.6557 -0.1061 0.119 Uiso 1 calc . . R
C21 C -0.59741(16) -0.2155(2) -0.09418(17) 0.0737(8) Uani 1 d . . .
H21 H -0.6248 -0.2021 -0.0417 0.088 Uiso 1 calc . . R
C34 C -0.62594(16) -0.1485(3) -0.5655(2) 0.0868(9) Uani 1 d . . .
H34A H -0.6561 -0.0889 -0.5631 0.130 Uiso 1 calc . . GR
H34B H -0.6533 -0.2045 -0.5900 0.130 Uiso 1 calc . . GR
H34C H -0.5848 -0.1355 -0.6043 0.130 Uiso 1 calc . . GR
C17 C -0.60690(17) -0.5846(3) -0.3569(3) 0.0990(11) Uani 1 d . . .
H17A H -0.6033 -0.6548 -0.3391 0.149 Uiso 1 calc . . GR
H17B H -0.6363 -0.5790 -0.4112 0.149 Uiso 1 calc . . GR
H17C H -0.6287 -0.5462 -0.3077 0.149 Uiso 1 calc . . GR
C16 C -0.49342(17) -0.6070(2) -0.4508(2) 0.0867(9) Uani 1 d . . .
H16A H -0.4469 -0.5781 -0.4649 0.130 Uiso 1 calc . . GR
H16B H -0.5228 -0.6082 -0.5054 0.130 Uiso 1 calc . . GR
H16C H -0.4871 -0.6753 -0.4283 0.130 Uiso 1 calc . . GR
C10 C -0.39016(19) -0.5292(3) -0.1407(2) 0.0926(10) Uani 1 d . . .
H10 H -0.3590 -0.5300 -0.0903 0.111 Uiso 1 calc . . R
C20 C -0.54658(18) -0.1467(2) -0.12292(17) 0.0748(8) Uani 1 d . . .
H20 H -0.5403 -0.0860 -0.0907 0.090 Uiso 1 calc . . R
C31 C -0.29737(17) -0.0256(3) -0.4340(2) 0.0960(10) Uani 1 d . . .
H31A H -0.3121 -0.0527 -0.4925 0.144 Uiso 1 calc . . GR
H31B H -0.2485 -0.0465 -0.4209 0.144 Uiso 1 calc . . GR
H31C H -0.2997 0.0475 -0.4358 0.144 Uiso 1 calc . . GR
C12 C -0.32842(17) -0.3686(3) -0.1975(2) 0.0883(10) Uani 1 d . . .
H12 H -0.3343 -0.3214 -0.2493 0.106 Uiso 1 calc . . R
C32 C -0.3239(2) -0.0231(3) -0.2652(3) 0.1145(14) Uani 1 d . . .
H32A H -0.3227 0.0500 -0.2676 0.172 Uiso 1 calc . . GR
H32B H -0.2764 -0.0484 -0.2507 0.172 Uiso 1 calc . . GR
H32C H -0.3576 -0.0445 -0.2186 0.172 Uiso 1 calc . . GR
C35 C -0.66604(16) -0.1890(3) -0.4054(2) 0.0869(9) Uani 1 d . . .
H35A H -0.6500 -0.2042 -0.3440 0.130 Uiso 1 calc . . GR
H35B H -0.6953 -0.2442 -0.4280 0.130 Uiso 1 calc . . GR
H35C H -0.6942 -0.1275 -0.4048 0.130 Uiso 1 calc . . GR
C14 C -0.2529(2) -0.4218(4) -0.2077(4) 0.1367(16) Uani 1 d . . .
H14A H -0.2434 -0.4626 -0.1541 0.205 Uiso 1 calc . . GR
H14B H -0.2157 -0.3710 -0.2139 0.205 Uiso 1 calc . . GR
H14C H -0.2531 -0.4646 -0.2614 0.205 Uiso 1 calc . . GR
C13 C -0.3337(2) -0.3074(3) -0.1089(3) 0.1142(12) Uani 1 d . . .
H13A H -0.3823 -0.2826 -0.1015 0.171 Uiso 1 calc . . GR
H13B H -0.3007 -0.2509 -0.1116 0.171 Uiso 1 calc . . GR
H13C H -0.3213 -0.3502 -0.0575 0.171 Uiso 1 calc . . GR
Cl1 Cl -0.27281(3) -0.55497(5) -0.47890(7) 0.0834(2) Uani 1 d . . .
O1 O -0.3293(2) -0.7338(2) -0.3543(3) 0.1578(15) Uani 1 d . . .
H1A H -0.3147 -0.6871 -0.3182 0.237 Uiso 1 d . . G
H1B H -0.3723 -0.7206 -0.3719 0.237 Uiso 1 d . . G


_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
N3 C4 1.402(2) . ?
N3 C24 1.462(2) . ?
N3 C2 1.348(2) . ?
N1 C5 1.376(3) . ?
N1 C2 1.344(2) . ?
N1 C6 1.460(3) . ?
C29 C24 1.394(3) . ?
C29 C30 1.516(4) . ?
C29 C28 1.401(3) . ?
C4 C5 1.356(3) . ?
C4 C36 1.472(3) . ?
C5 H5 0.9300 . ?
C18 C2 1.471(3) . ?
C18 C23 1.391(3) . ?
C18 C19 1.389(3) . ?
C24 C25 1.397(3) . ?
C25 C33 1.505(3) . ?
C25 C26 1.402(3) . ?
C6 C7 1.403(3) . ?
C6 C11 1.382(3) . ?
C15 H15 0.9800 . ?
C15 C7 1.512(4) . ?
C15 C17 1.535(4) . ?
C15 C16 1.531(4) . ?
C36 C37 1.386(3) . ?
C36 C41 1.387(3) . ?
C38 H38 0.9300 . ?
C38 C37 1.390(3) . ?
C38 C39 1.367(4) . ?
C7 C8 1.380(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.376(3) . ?
C22 C21 1.370(4) . ?
C23 H23 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.382(4) . ?
C30 H30 0.9800 . ?
C30 C31 1.522(4) . ?
C30 C32 1.533(4) . ?
C37 H37 0.9300 . ?
C33 H33 0.9800 . ?
C33 C34 1.528(4) . ?
C33 C35 1.534(4) . ?
C28 H28 0.9300 . ?
C28 C27 1.371(4) . ?
C41 H41 0.9300 . ?
C41 C40 1.386(3) . ?
C27 H27 0.9300 . ?
C27 C26 1.364(4) . ?
C40 H40 0.9300 . ?
C40 C39 1.367(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.354(5) . ?
C26 H26 0.9300 . ?
C39 H39 0.9300 . ?
C11 C10 1.412(4) . ?
C11 C12 1.500(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.373(5) . ?
C21 H21 0.9300 . ?
C21 C20 1.366(4) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C10 H10 0.9300 . ?
C20 H20 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C12 H12 0.9800 . ?
C12 C14 1.565(5) . ?
C12 C13 1.519(5) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
O1 H1A 0.8496 . ?
O1 H1B 0.8499 . ?

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
C4 N3 C24 127.97(15) . . ?
C2 N3 C4 109.66(14) . . ?
C2 N3 C24 122.23(15) . . ?
C5 N1 C6 125.52(16) . . ?
C2 N1 C5 109.74(15) . . ?
C2 N1 C6 124.63(17) . . ?
C24 C29 C30 123.40(19) . . ?
C24 C29 C28 115.9(2) . . ?
C28 C29 C30 120.7(2) . . ?
N3 C4 C36 126.26(15) . . ?
C5 C4 N3 105.77(16) . . ?
C5 C4 C36 127.97(17) . . ?
N1 C5 H5 126.0 . . ?
C4 C5 N1 107.94(16) . . ?
C4 C5 H5 126.0 . . ?
C23 C18 C2 120.06(18) . . ?
C19 C18 C2 121.50(19) . . ?
C19 C18 C23 118.4(2) . . ?
C29 C24 N3 117.58(18) . . ?
C29 C24 C25 124.38(18) . . ?
C25 C24 N3 117.99(16) . . ?
N3 C2 C18 127.80(16) . . ?
N1 C2 N3 106.88(16) . . ?
N1 C2 C18 125.29(16) . . ?
C24 C25 C33 123.67(17) . . ?
C24 C25 C26 116.6(2) . . ?
C26 C25 C33 119.7(2) . . ?
C7 C6 N1 117.52(19) . . ?
C11 C6 N1 117.46(19) . . ?
C11 C6 C7 125.0(2) . . ?
C7 C15 H15 107.8 . . ?
C7 C15 C17 113.4(2) . . ?
C7 C15 C16 109.7(2) . . ?
C17 C15 H15 107.8 . . ?
C16 C15 H15 107.8 . . ?
C16 C15 C17 110.1(2) . . ?
C37 C36 C4 123.42(18) . . ?
C37 C36 C41 118.69(19) . . ?
C41 C36 C4 117.85(18) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C39 C38 C37 120.3(2) . . ?
C6 C7 C15 122.3(2) . . ?
C8 C7 C6 116.5(3) . . ?
C8 C7 C15 121.2(2) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.9(3) . . ?
C18 C23 H23 119.6 . . ?
C22 C23 C18 120.8(2) . . ?
C22 C23 H23 119.6 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.2(2) . . ?
C20 C19 H19 119.9 . . ?
C29 C30 H30 107.6 . . ?
C29 C30 C31 111.0(2) . . ?
C29 C30 C32 113.2(3) . . ?
C31 C30 H30 107.6 . . ?
C31 C30 C32 109.6(2) . . ?
C32 C30 H30 107.6 . . ?
C36 C37 C38 120.3(2) . . ?
C36 C37 H37 119.9 . . ?
C38 C37 H37 119.9 . . ?
C25 C33 H33 108.1 . . ?
C25 C33 C34 110.8(2) . . ?
C25 C33 C35 112.5(2) . . ?
C34 C33 H33 108.1 . . ?
C34 C33 C35 109.1(2) . . ?
C35 C33 H33 108.1 . . ?
C29 C28 H28 119.6 . . ?
C27 C28 C29 120.8(2) . . ?
C27 C28 H28 119.6 . . ?
C36 C41 H41 119.8 . . ?
C40 C41 C36 120.3(2) . . ?
C40 C41 H41 119.8 . . ?
C28 C27 H27 118.9 . . ?
C26 C27 C28 122.2(2) . . ?
C26 C27 H27 118.9 . . ?
C41 C40 H40 119.8 . . ?
C39 C40 C41 120.4(2) . . ?
C39 C40 H40 119.8 . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.6(3) . . ?
C9 C8 H8 119.7 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.1(2) . . ?
C27 C26 H26 120.0 . . ?
C38 C39 H39 120.0 . . ?
C40 C39 C38 120.0(2) . . ?
C40 C39 H39 120.0 . . ?
C6 C11 C10 115.1(3) . . ?
C6 C11 C12 123.9(2) . . ?
C10 C11 C12 120.9(3) . . ?
C8 C9 H9 118.9 . . ?
C8 C9 C10 122.2(3) . . ?
C10 C9 H9 118.9 . . ?
C22 C21 H21 119.8 . . ?
C20 C21 C22 120.4(2) . . ?
C20 C21 H21 119.8 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C11 C10 H10 119.7 . . ?
C9 C10 C11 120.5(3) . . ?
C9 C10 H10 119.7 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.3(2) . . ?
C21 C20 H20 119.8 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C11 C12 H12 108.0 . . ?
C11 C12 C14 107.5(3) . . ?
C11 C12 C13 113.4(3) . . ?
C14 C12 H12 108.0 . . ?
C13 C12 H12 108.0 . . ?
C13 C12 C14 111.9(3) . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
H1A O1 H1B 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 C4 C5 N1 0.8(2) . . . . ?
N3 C4 C36 C37 -21.8(3) . . . . ?
N3 C4 C36 C41 160.55(19) . . . . ?
N3 C24 C25 C33 -8.5(3) . . . . ?
N3 C24 C25 C26 174.35(17) . . . . ?
N1 C6 C7 C15 6.2(3) . . . . ?
N1 C6 C7 C8 -175.0(2) . . . . ?
N1 C6 C11 C10 175.5(2) . . . . ?
N1 C6 C11 C12 -7.9(4) . . . . ?
C29 C24 C25 C33 174.2(2) . . . . ?
C29 C24 C25 C26 -2.9(3) . . . . ?
C29 C28 C27 C26 -1.7(4) . . . . ?
C4 N3 C24 C29 -79.0(2) . . . . ?
C4 N3 C24 C25 103.6(2) . . . . ?
C4 N3 C2 N1 0.7(2) . . . . ?
C4 N3 C2 C18 -177.48(19) . . . . ?
C4 C36 C37 C38 -179.6(2) . . . . ?
C4 C36 C41 C40 179.0(2) . . . . ?
C5 N1 C2 N3 -0.1(2) . . . . ?
C5 N1 C2 C18 178.06(18) . . . . ?
C5 N1 C6 C7 -84.2(3) . . . . ?
C5 N1 C6 C11 96.8(2) . . . . ?
C5 C4 C36 C37 158.0(2) . . . . ?
C5 C4 C36 C41 -19.6(3) . . . . ?
C18 C19 C20 C21 0.5(4) . . . . ?
C24 N3 C4 C5 174.90(18) . . . . ?
C24 N3 C4 C36 -5.2(3) . . . . ?
C24 N3 C2 N1 -175.46(16) . . . . ?
C24 N3 C2 C18 6.4(3) . . . . ?
C24 C29 C30 C31 109.4(3) . . . . ?
C24 C29 C30 C32 -126.8(3) . . . . ?
C24 C29 C28 C27 0.5(3) . . . . ?
C24 C25 C33 C34 -120.2(2) . . . . ?
C24 C25 C33 C35 117.4(2) . . . . ?
C24 C25 C26 C27 1.6(3) . . . . ?
C2 N3 C4 C5 -0.9(2) . . . . ?
C2 N3 C4 C36 178.93(17) . . . . ?
C2 N3 C24 C29 96.3(2) . . . . ?
C2 N3 C24 C25 -81.1(2) . . . . ?
C2 N1 C5 C4 -0.5(2) . . . . ?
C2 N1 C6 C7 100.1(2) . . . . ?
C2 N1 C6 C11 -78.8(3) . . . . ?
C2 C18 C23 C22 178.0(2) . . . . ?
C2 C18 C19 C20 -178.5(2) . . . . ?
C6 N1 C5 C4 -176.66(18) . . . . ?
C6 N1 C2 N3 176.12(17) . . . . ?
C6 N1 C2 C18 -5.7(3) . . . . ?
C6 C7 C8 C9 -0.9(4) . . . . ?
C6 C11 C10 C9 -0.1(5) . . . . ?
C6 C11 C12 C14 -113.1(3) . . . . ?
C6 C11 C12 C13 122.6(3) . . . . ?
C15 C7 C8 C9 177.9(3) . . . . ?
C36 C4 C5 N1 -179.03(18) . . . . ?
C36 C41 C40 C39 0.4(4) . . . . ?
C7 C6 C11 C10 -3.3(4) . . . . ?
C7 C6 C11 C12 173.3(3) . . . . ?
C7 C8 C9 C10 -2.3(5) . . . . ?
C22 C21 C20 C19 -1.5(4) . . . . ?
C23 C18 C2 N3 130.9(2) . . . . ?
C23 C18 C2 N1 -46.9(3) . . . . ?
C23 C18 C19 C20 1.0(3) . . . . ?
C23 C22 C21 C20 1.1(4) . . . . ?
C19 C18 C2 N3 -49.7(3) . . . . ?
C19 C18 C2 N1 132.5(2) . . . . ?
C19 C18 C23 C22 -1.4(3) . . . . ?
C30 C29 C24 N3 6.4(3) . . . . ?
C30 C29 C24 C25 -176.4(2) . . . . ?
C30 C29 C28 C27 178.8(2) . . . . ?
C37 C36 C41 C40 1.3(3) . . . . ?
C37 C38 C39 C40 0.6(4) . . . . ?
C33 C25 C26 C27 -175.6(2) . . . . ?
C28 C29 C24 N3 -175.39(18) . . . . ?
C28 C29 C24 C25 1.9(3) . . . . ?
C28 C29 C30 C31 -68.8(3) . . . . ?
C28 C29 C30 C32 55.0(3) . . . . ?
C28 C27 C26 C25 0.6(4) . . . . ?
C41 C36 C37 C38 -2.0(3) . . . . ?
C41 C40 C39 C38 -1.3(4) . . . . ?
C8 C9 C10 C11 2.9(6) . . . . ?
C26 C25 C33 C34 56.8(3) . . . . ?
C26 C25 C33 C35 -65.6(3) . . . . ?
C39 C38 C37 C36 1.1(4) . . . . ?
C11 C6 C7 C15 -175.0(2) . . . . ?
C11 C6 C7 C8 3.9(4) . . . . ?
C21 C22 C23 C18 0.4(4) . . . . ?
C17 C15 C7 C6 -142.9(2) . . . . ?
C17 C15 C7 C8 38.3(3) . . . . ?
C16 C15 C7 C6 93.5(3) . . . . ?
C16 C15 C7 C8 -85.3(3) . . . . ?
C10 C11 C12 C14 63.3(4) . . . . ?
C10 C11 C12 C13 -61.0(4) . . . . ?
C12 C11 C10 C9 -176.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
