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

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

data_anti-3
_database_code_depnum_ccdc_archive 'CCDC 1558291'
_audit_update_record             
;
2017-06-24 deposited with the CCDC.
2017-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        anti-3
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H34 B N'
_chemical_formula_weight         599.54

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'
N N 0.0061 0.0033 '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'

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

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

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

_cell_length_a                   9.6901(8)
_cell_length_b                   9.8569(7)
_cell_length_c                   17.5945(15)
_cell_angle_alpha                87.561(4)
_cell_angle_beta                 78.334(4)
_cell_angle_gamma                83.695(3)
_cell_volume                     1635.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    274(2)
_cell_measurement_reflns_used    9930
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      26.17

_exptl_crystal_description       Plates
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_F_000             632
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.148
_exptl_crystal_size_mid          0.099
_exptl_crystal_size_min          0.041
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.990
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      274(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38424
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.364
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6676
_reflns_number_gt                4626
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0590P)²+0.3802P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6676
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1347
_refine_ls_wR_factor_gt          0.1187
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.02092(13) 0.52859(12) 0.70346(7) 0.0310(3) Uani 1 1 d . . . . .
C25 C 0.5159(3) 0.2917(3) 0.92607(13) 0.0771(8) Uani 1 1 d . . . . .
H16 H 0.5706 0.2329 0.9537 0.092 Uiso 1 1 calc R U . . .
C26 C 0.4073(3) 0.2465(2) 0.89969(14) 0.0749(7) Uani 1 1 d . . . . .
H17 H 0.3867 0.1568 0.9099 0.090 Uiso 1 1 calc R U . . .
C27 C 0.3271(2) 0.3334(2) 0.85764(12) 0.0594(5) Uani 1 1 d . . . . .
H18 H 0.2530 0.3011 0.8398 0.071 Uiso 1 1 calc R U . . .
C22 C 0.35500(18) 0.46758(17) 0.84171(9) 0.0399(4) Uani 1 1 d . . . . .
C3 C 0.26775(16) 0.56032(16) 0.79609(9) 0.0337(4) Uani 1 1 d . . . . .
C4 C 0.28926(16) 0.55166(15) 0.70733(9) 0.0313(4) Uani 1 1 d . . . . .
B1 B 0.13949(19) 0.63563(17) 0.68989(11) 0.0321(4) Uani 1 1 d . . . . .
C40 C 0.14016(17) 0.70077(16) 0.60460(9) 0.0353(4) Uani 1 1 d . . . . .
C42 C 0.1213(3) 0.6773(3) 0.47054(13) 0.0803(8) Uani 1 1 d . . . . .
H30 H 0.1082 0.6216 0.4318 0.096 Uiso 1 1 calc R U . . .
C43 C 0.1420(3) 0.8105(3) 0.45360(13) 0.0722(7) Uani 1 1 d . . . . .
H31 H 0.1417 0.8468 0.4039 0.087 Uiso 1 1 calc R U . . .
C8 C -0.20019(19) 0.36976(18) 0.74485(11) 0.0459(4) Uani 1 1 d . . . . .
H2 H -0.2746 0.3172 0.7629 0.055 Uiso 1 1 calc R U . . .
C9 C -0.22635(18) 0.50545(18) 0.72561(11) 0.0445(4) Uani 1 1 d . . . . .
H3 H -0.3182 0.5446 0.7257 0.053 Uiso 1 1 calc R U . . .
C5 C -0.11445(17) 0.58129(16) 0.70636(10) 0.0369(4) Uani 1 1 d . . . . .
H4 H -0.1323 0.6737 0.6947 0.044 Uiso 1 1 calc R U . . .
C1 C 0.10447(17) 0.74326(16) 0.76411(9) 0.0347(4) Uani 1 1 d . . . . .
H34 H 0.1588 0.8210 0.7468 0.042 Uiso 1 1 calc R U . . .
C2 C 0.17612(17) 0.66586(16) 0.82459(9) 0.0350(4) Uani 1 1 d . . . . .
C28 C 0.15616(18) 0.71642(18) 0.90507(10) 0.0420(4) Uani 1 1 d . . . . .
C33 C 0.1248(2) 0.6327(2) 0.96987(11) 0.0516(5) Uani 1 1 d . . . . .
H23 H 0.1168 0.5408 0.9638 0.062 Uiso 1 1 calc R U . . .
C32 C 0.1050(2) 0.6841(3) 1.04363(12) 0.0670(6) Uani 1 1 d . . . . .
H22 H 0.0817 0.6270 1.0867 0.080 Uiso 1 1 calc R U . . .
C31 C 0.1196(3) 0.8180(3) 1.05356(14) 0.0746(7) Uani 1 1 d . . . . .
H21 H 0.1066 0.8519 1.1033 0.089 Uiso 1 1 calc R U . . .
C30 C 0.1533(3) 0.9022(2) 0.99023(15) 0.0724(7) Uani 1 1 d . . . . .
H20 H 0.1653 0.9930 0.9970 0.087 Uiso 1 1 calc R U . . .
C29 C 0.1695(2) 0.8527(2) 0.91613(12) 0.0567(5) Uani 1 1 d . . . . .
H19 H 0.1894 0.9113 0.8734 0.068 Uiso 1 1 calc R U . . .
C11 C 0.31296(17) 0.40271(15) 0.68409(9) 0.0340(4) Uani 1 1 d . . . . .
C10 C 0.19700(17) 0.32866(16) 0.68937(10) 0.0375(4) Uani 1 1 d . . . . .
C6 C 0.04973(17) 0.39130(15) 0.71218(9) 0.0336(4) Uani 1 1 d . . . . .
C7 C -0.06264(18) 0.31327(17) 0.73699(10) 0.0408(4) Uani 1 1 d . . . . .
H1 H -0.0441 0.2209 0.7485 0.049 Uiso 1 1 calc R U . . .
C15 C 0.2198(2) 0.19029(18) 0.67008(13) 0.0563(5) Uani 1 1 d . . . . .
H8 H 0.1423 0.1420 0.6708 0.068 Uiso 1 1 calc R U . . .
C14 C 0.3535(2) 0.12473(19) 0.65016(15) 0.0686(7) Uani 1 1 d . . . . .
H7 H 0.3666 0.0326 0.6382 0.082 Uiso 1 1 calc R U . . .
C13 C 0.4686(2) 0.19615(19) 0.64794(13) 0.0594(6) Uani 1 1 d . . . . .
H6 H 0.5599 0.1519 0.6357 0.071 Uiso 1 1 calc R U . . .
C12 C 0.44834(18) 0.33306(17) 0.66384(11) 0.0443(4) Uani 1 1 d . . . . .
H5 H 0.5270 0.3807 0.6611 0.053 Uiso 1 1 calc R U . . .
C16 C 0.41198(16) 0.63218(15) 0.66747(9) 0.0346(4) Uani 1 1 d . . . . .
C21 C 0.47275(19) 0.61327(19) 0.58935(10) 0.0470(5) Uani 1 1 d . . . . .
H13 H 0.4386 0.5503 0.5619 0.056 Uiso 1 1 calc R U . . .
C20 C 0.5817(2) 0.6848(2) 0.55156(13) 0.0598(5) Uani 1 1 d . . . . .
H12 H 0.6212 0.6684 0.4996 0.072 Uiso 1 1 calc R U . . .
C19 C 0.6322(2) 0.7807(2) 0.59075(14) 0.0631(6) Uani 1 1 d . . . . .
H11 H 0.7070 0.8280 0.5658 0.076 Uiso 1 1 calc R U . . .
C18 C 0.5713(2) 0.80514(19) 0.66611(13) 0.0544(5) Uani 1 1 d . . . . .
H10 H 0.6029 0.8718 0.6923 0.065 Uiso 1 1 calc R U . . .
C17 C 0.46244(18) 0.73183(16) 0.70462(11) 0.0406(4) Uani 1 1 d . . . . .
H9 H 0.4227 0.7500 0.7563 0.049 Uiso 1 1 calc R U . . .
C24 C 0.5446(2) 0.4245(3) 0.91182(13) 0.0718(7) Uani 1 1 d . . . . .
H15 H 0.6185 0.4558 0.9303 0.086 Uiso 1 1 calc R U . . .
C23 C 0.4647(2) 0.5125(2) 0.87014(11) 0.0529(5) Uani 1 1 d . . . . .
H14 H 0.4849 0.6026 0.8612 0.064 Uiso 1 1 calc R U . . .
C34 C -0.04552(18) 0.80298(17) 0.79549(10) 0.0395(4) Uani 1 1 d . . . . .
C39 C -0.1341(2) 0.7379(2) 0.85457(11) 0.0532(5) Uani 1 1 d . . . . .
H28 H -0.0994 0.6567 0.8762 0.064 Uiso 1 1 calc R U . . .
C38 C -0.2726(2) 0.7908(3) 0.88195(14) 0.0738(7) Uani 1 1 d . . . . .
H27 H -0.3299 0.7453 0.9215 0.089 Uiso 1 1 calc R U . . .
C37 C -0.3257(3) 0.9111(3) 0.85056(19) 0.0870(9) Uani 1 1 d . . . . .
H26 H -0.4187 0.9472 0.8689 0.104 Uiso 1 1 calc R U . . .
C36 C -0.2405(3) 0.9771(2) 0.79214(19) 0.0797(8) Uani 1 1 d . . . . .
H25 H -0.2761 1.0581 0.7707 0.096 Uiso 1 1 calc R U . . .
C35 C -0.1023(2) 0.92392(18) 0.76494(14) 0.0561(5) Uani 1 1 d . . . . .
H24 H -0.0459 0.9700 0.7253 0.067 Uiso 1 1 calc R U . . .
C45 C 0.1632(2) 0.83466(19) 0.58452(12) 0.0568(5) Uani 1 1 d . . . . .
H33 H 0.1796 0.8907 0.6223 0.068 Uiso 1 1 calc R U . . .
C44 C 0.1630(3) 0.8891(2) 0.51080(14) 0.0760(7) Uani 1 1 d . . . . .
H32 H 0.1774 0.9803 0.5004 0.091 Uiso 1 1 calc R U . . .
C41 C 0.1197(2) 0.6243(2) 0.54415(11) 0.0614(6) Uani 1 1 d . . . . .
H29 H 0.1041 0.5331 0.5539 0.074 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C5 1.349(2) . ?
N1 C6 1.3599(19) . ?
N1 B1 1.620(2) . ?
C25 C26 1.356(4) . ?
C25 C24 1.370(4) . ?
C25 H16 0.9300 . ?
C26 C27 1.385(3) . ?
C26 H17 0.9300 . ?
C27 C22 1.384(3) . ?
C27 H18 0.9300 . ?
C22 C23 1.383(3) . ?
C22 C3 1.496(2) . ?
C3 C2 1.336(2) . ?
C3 C4 1.538(2) . ?
C4 C11 1.521(2) . ?
C4 C16 1.536(2) . ?
C4 B1 1.667(2) . ?
B1 C40 1.606(2) . ?
B1 C1 1.675(2) . ?
C40 C45 1.382(2) . ?
C40 C41 1.388(2) . ?
C42 C43 1.361(3) . ?
C42 C41 1.374(3) . ?
C42 H30 0.9300 . ?
C43 C44 1.356(3) . ?
C43 H31 0.9300 . ?
C8 C7 1.369(2) . ?
C8 C9 1.374(2) . ?
C8 H2 0.9300 . ?
C9 C5 1.363(2) . ?
C9 H3 0.9300 . ?
C5 H4 0.9300 . ?
C1 C34 1.510(2) . ?
C1 C2 1.520(2) . ?
C1 H34 0.9800 . ?
C2 C28 1.490(2) . ?
C28 C33 1.382(3) . ?
C28 C29 1.389(3) . ?
C33 C32 1.383(3) . ?
C33 H23 0.9300 . ?
C32 C31 1.365(3) . ?
C32 H22 0.9300 . ?
C31 C30 1.368(3) . ?
C31 H21 0.9300 . ?
C30 C29 1.385(3) . ?
C30 H20 0.9300 . ?
C29 H19 0.9300 . ?
C11 C10 1.391(2) . ?
C11 C12 1.398(2) . ?
C10 C15 1.403(2) . ?
C10 C6 1.475(2) . ?
C6 C7 1.390(2) . ?
C7 H1 0.9300 . ?
C15 C14 1.368(3) . ?
C15 H8 0.9300 . ?
C14 C13 1.376(3) . ?
C14 H7 0.9300 . ?
C13 C12 1.375(2) . ?
C13 H6 0.9300 . ?
C12 H5 0.9300 . ?
C16 C17 1.386(2) . ?
C16 C21 1.393(2) . ?
C21 C20 1.376(3) . ?
C21 H13 0.9300 . ?
C20 C19 1.379(3) . ?
C20 H12 0.9300 . ?
C19 C18 1.358(3) . ?
C19 H11 0.9300 . ?
C18 C17 1.389(3) . ?
C18 H10 0.9300 . ?
C17 H9 0.9300 . ?
C24 C23 1.385(3) . ?
C24 H15 0.9300 . ?
C23 H14 0.9300 . ?
C34 C39 1.390(3) . ?
C34 C35 1.391(3) . ?
C39 C38 1.383(3) . ?
C39 H28 0.9300 . ?
C38 C37 1.378(4) . ?
C38 H27 0.9300 . ?
C37 C36 1.371(4) . ?
C37 H26 0.9300 . ?
C36 C35 1.380(3) . ?
C36 H25 0.9300 . ?
C35 H24 0.9300 . ?
C45 C44 1.383(3) . ?
C45 H33 0.9300 . ?
C44 H32 0.9300 . ?
C41 H29 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 C6 118.95(13) . . ?
C5 N1 B1 116.82(12) . . ?
C6 N1 B1 124.23(12) . . ?
C26 C25 C24 119.6(2) . . ?
C26 C25 H16 120.2 . . ?
C24 C25 H16 120.2 . . ?
C25 C26 C27 120.3(2) . . ?
C25 C26 H17 119.9 . . ?
C27 C26 H17 119.9 . . ?
C22 C27 C26 121.2(2) . . ?
C22 C27 H18 119.4 . . ?
C26 C27 H18 119.4 . . ?
C23 C22 C27 117.71(17) . . ?
C23 C22 C3 121.58(16) . . ?
C27 C22 C3 120.70(16) . . ?
C2 C3 C22 125.35(15) . . ?
C2 C3 C4 112.76(14) . . ?
C22 C3 C4 121.55(13) . . ?
C11 C4 C16 112.07(13) . . ?
C11 C4 C3 109.61(12) . . ?
C16 C4 C3 110.50(12) . . ?
C11 C4 B1 114.64(12) . . ?
C16 C4 B1 107.62(12) . . ?
C3 C4 B1 101.93(12) . . ?
C40 B1 N1 105.65(12) . . ?
C40 B1 C4 118.06(13) . . ?
N1 B1 C4 107.41(12) . . ?
C40 B1 C1 117.24(13) . . ?
N1 B1 C1 108.92(12) . . ?
C4 B1 C1 99.06(12) . . ?
C45 C40 C41 114.44(17) . . ?
C45 C40 B1 123.76(15) . . ?
C41 C40 B1 121.79(15) . . ?
C43 C42 C41 120.8(2) . . ?
C43 C42 H30 119.6 . . ?
C41 C42 H30 119.6 . . ?
C44 C43 C42 118.4(2) . . ?
C44 C43 H31 120.8 . . ?
C42 C43 H31 120.8 . . ?
C7 C8 C9 118.86(16) . . ?
C7 C8 H2 120.6 . . ?
C9 C8 H2 120.6 . . ?
C5 C9 C8 118.41(16) . . ?
C5 C9 H3 120.8 . . ?
C8 C9 H3 120.8 . . ?
N1 C5 C9 123.04(15) . . ?
N1 C5 H4 118.5 . . ?
C9 C5 H4 118.5 . . ?
C34 C1 C2 113.92(14) . . ?
C34 C1 B1 120.50(13) . . ?
C2 C1 B1 102.94(12) . . ?
C34 C1 H34 106.2 . . ?
C2 C1 H34 106.2 . . ?
B1 C1 H34 106.2 . . ?
C3 C2 C28 124.59(15) . . ?
C3 C2 C1 113.59(14) . . ?
C28 C2 C1 121.42(14) . . ?
C33 C28 C29 118.19(17) . . ?
C33 C28 C2 122.49(16) . . ?
C29 C28 C2 119.31(17) . . ?
C28 C33 C32 120.7(2) . . ?
C28 C33 H23 119.7 . . ?
C32 C33 H23 119.7 . . ?
C31 C32 C33 120.4(2) . . ?
C31 C32 H22 119.8 . . ?
C33 C32 H22 119.8 . . ?
C32 C31 C30 119.9(2) . . ?
C32 C31 H21 120.0 . . ?
C30 C31 H21 120.0 . . ?
C31 C30 C29 120.2(2) . . ?
C31 C30 H20 119.9 . . ?
C29 C30 H20 119.9 . . ?
C30 C29 C28 120.6(2) . . ?
C30 C29 H19 119.7 . . ?
C28 C29 H19 119.7 . . ?
C10 C11 C12 117.99(14) . . ?
C10 C11 C4 119.50(14) . . ?
C12 C11 C4 122.27(14) . . ?
C11 C10 C15 119.21(15) . . ?
C11 C10 C6 122.43(14) . . ?
C15 C10 C6 118.33(15) . . ?
N1 C6 C7 118.54(15) . . ?
N1 C6 C10 119.32(14) . . ?
C7 C6 C10 121.96(14) . . ?
C8 C7 C6 121.25(16) . . ?
C8 C7 H1 119.4 . . ?
C6 C7 H1 119.4 . . ?
C14 C15 C10 121.49(17) . . ?
C14 C15 H8 119.3 . . ?
C10 C15 H8 119.3 . . ?
C15 C14 C13 119.47(17) . . ?
C15 C14 H7 120.3 . . ?
C13 C14 H7 120.3 . . ?
C12 C13 C14 119.84(17) . . ?
C12 C13 H6 120.1 . . ?
C14 C13 H6 120.1 . . ?
C13 C12 C11 121.88(16) . . ?
C13 C12 H5 119.1 . . ?
C11 C12 H5 119.1 . . ?
C17 C16 C21 116.47(15) . . ?
C17 C16 C4 122.83(15) . . ?
C21 C16 C4 120.58(14) . . ?
C20 C21 C16 122.14(17) . . ?
C20 C21 H13 118.9 . . ?
C16 C21 H13 118.9 . . ?
C21 C20 C19 119.9(2) . . ?
C21 C20 H12 120.0 . . ?
C19 C20 H12 120.0 . . ?
C18 C19 C20 119.25(18) . . ?
C18 C19 H11 120.4 . . ?
C20 C19 H11 120.4 . . ?
C19 C18 C17 120.85(18) . . ?
C19 C18 H10 119.6 . . ?
C17 C18 H10 119.6 . . ?
C16 C17 C18 121.27(18) . . ?
C16 C17 H9 119.4 . . ?
C18 C17 H9 119.4 . . ?
C25 C24 C23 120.7(2) . . ?
C25 C24 H15 119.7 . . ?
C23 C24 H15 119.7 . . ?
C22 C23 C24 120.5(2) . . ?
C22 C23 H14 119.7 . . ?
C24 C23 H14 119.7 . . ?
C39 C34 C35 117.07(17) . . ?
C39 C34 C1 121.62(16) . . ?
C35 C34 C1 121.28(17) . . ?
C38 C39 C34 121.6(2) . . ?
C38 C39 H28 119.2 . . ?
C34 C39 H28 119.2 . . ?
C37 C38 C39 119.9(2) . . ?
C37 C38 H27 120.0 . . ?
C39 C38 H27 120.0 . . ?
C36 C37 C38 119.6(2) . . ?
C36 C37 H26 120.2 . . ?
C38 C37 H26 120.2 . . ?
C37 C36 C35 120.3(2) . . ?
C37 C36 H25 119.8 . . ?
C35 C36 H25 119.8 . . ?
C36 C35 C34 121.5(2) . . ?
C36 C35 H24 119.3 . . ?
C34 C35 H24 119.3 . . ?
C40 C45 C44 122.96(19) . . ?
C40 C45 H33 118.5 . . ?
C44 C45 H33 118.5 . . ?
C43 C44 C45 120.5(2) . . ?
C43 C44 H32 119.7 . . ?
C45 C44 H32 119.7 . . ?
C42 C41 C40 122.83(19) . . ?
C42 C41 H29 118.6 . . ?
C40 C41 H29 118.6 . . ?

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
C24 C25 C26 C27 0.9(4) . . . . ?
C25 C26 C27 C22 -0.2(4) . . . . ?
C26 C27 C22 C23 -0.9(3) . . . . ?
C26 C27 C22 C3 179.86(19) . . . . ?
C23 C22 C3 C2 -69.2(2) . . . . ?
C27 C22 C3 C2 110.0(2) . . . . ?
C23 C22 C3 C4 103.48(19) . . . . ?
C27 C22 C3 C4 -77.3(2) . . . . ?
C2 C3 C4 C11 -145.58(14) . . . . ?
C22 C3 C4 C11 40.88(19) . . . . ?
C2 C3 C4 C16 90.43(16) . . . . ?
C22 C3 C4 C16 -83.12(17) . . . . ?
C2 C3 C4 B1 -23.74(16) . . . . ?
C22 C3 C4 B1 162.72(14) . . . . ?
C5 N1 B1 C40 -65.01(17) . . . . ?
C6 N1 B1 C40 115.22(15) . . . . ?
C5 N1 B1 C4 168.14(13) . . . . ?
C6 N1 B1 C4 -11.63(19) . . . . ?
C5 N1 B1 C1 61.76(17) . . . . ?
C6 N1 B1 C1 -118.01(15) . . . . ?
C11 C4 B1 C40 -84.75(17) . . . . ?
C16 C4 B1 C40 40.65(17) . . . . ?
C3 C4 B1 C40 156.93(13) . . . . ?
C11 C4 B1 N1 34.43(17) . . . . ?
C16 C4 B1 N1 159.83(12) . . . . ?
C3 C4 B1 N1 -83.89(14) . . . . ?
C11 C4 B1 C1 147.64(13) . . . . ?
C16 C4 B1 C1 -86.95(14) . . . . ?
C3 C4 B1 C1 29.32(14) . . . . ?
N1 B1 C40 C45 145.01(17) . . . . ?
C4 B1 C40 C45 -94.9(2) . . . . ?
C1 B1 C40 C45 23.5(2) . . . . ?
N1 B1 C40 C41 -36.2(2) . . . . ?
C4 B1 C40 C41 83.9(2) . . . . ?
C1 B1 C40 C41 -157.71(17) . . . . ?
C41 C42 C43 C44 1.0(4) . . . . ?
C7 C8 C9 C5 -6.0(3) . . . . ?
C6 N1 C5 C9 7.0(2) . . . . ?
B1 N1 C5 C9 -172.78(15) . . . . ?
C8 C9 C5 N1 1.7(3) . . . . ?
C40 B1 C1 C34 76.92(19) . . . . ?
N1 B1 C1 C34 -42.90(19) . . . . ?
C4 B1 C1 C34 -154.92(14) . . . . ?
C40 B1 C1 C2 -154.89(13) . . . . ?
N1 B1 C1 C2 85.29(14) . . . . ?
C4 B1 C1 C2 -26.73(14) . . . . ?
C22 C3 C2 C28 6.2(3) . . . . ?
C4 C3 C2 C28 -167.10(15) . . . . ?
C22 C3 C2 C1 178.98(15) . . . . ?
C4 C3 C2 C1 5.73(19) . . . . ?
C34 C1 C2 C3 147.20(14) . . . . ?
B1 C1 C2 C3 15.00(18) . . . . ?
C34 C1 C2 C28 -39.7(2) . . . . ?
B1 C1 C2 C28 -171.92(14) . . . . ?
C3 C2 C28 C33 -54.9(2) . . . . ?
C1 C2 C28 C33 132.78(18) . . . . ?
C3 C2 C28 C29 125.03(19) . . . . ?
C1 C2 C28 C29 -47.3(2) . . . . ?
C29 C28 C33 C32 1.0(3) . . . . ?
C2 C28 C33 C32 -179.08(17) . . . . ?
C28 C33 C32 C31 -1.5(3) . . . . ?
C33 C32 C31 C30 0.3(4) . . . . ?
C32 C31 C30 C29 1.5(4) . . . . ?
C31 C30 C29 C28 -2.0(3) . . . . ?
C33 C28 C29 C30 0.8(3) . . . . ?
C2 C28 C29 C30 -179.17(18) . . . . ?
C16 C4 C11 C10 -155.79(15) . . . . ?
C3 C4 C11 C10 81.14(18) . . . . ?
B1 C4 C11 C10 -32.7(2) . . . . ?
C16 C4 C11 C12 30.0(2) . . . . ?
C3 C4 C11 C12 -93.11(18) . . . . ?
B1 C4 C11 C12 153.01(15) . . . . ?
C12 C11 C10 C15 -3.6(3) . . . . ?
C4 C11 C10 C15 -178.10(16) . . . . ?
C12 C11 C10 C6 178.44(15) . . . . ?
C4 C11 C10 C6 4.0(2) . . . . ?
C5 N1 C6 C7 -11.0(2) . . . . ?
B1 N1 C6 C7 168.77(14) . . . . ?
C5 N1 C6 C10 164.27(14) . . . . ?
B1 N1 C6 C10 -16.0(2) . . . . ?
C11 C10 C6 N1 22.1(2) . . . . ?
C15 C10 C6 N1 -155.85(17) . . . . ?
C11 C10 C6 C7 -162.79(16) . . . . ?
C15 C10 C6 C7 19.2(3) . . . . ?
C9 C8 C7 C6 1.8(3) . . . . ?
N1 C6 C7 C8 6.8(2) . . . . ?
C10 C6 C7 C8 -168.35(16) . . . . ?
C11 C10 C15 C14 3.5(3) . . . . ?
C6 C10 C15 C14 -178.5(2) . . . . ?
C10 C15 C14 C13 -0.9(4) . . . . ?
C15 C14 C13 C12 -1.6(4) . . . . ?
C14 C13 C12 C11 1.4(3) . . . . ?
C10 C11 C12 C13 1.2(3) . . . . ?
C4 C11 C12 C13 175.57(18) . . . . ?
C11 C4 C16 C17 -141.78(15) . . . . ?
C3 C4 C16 C17 -19.2(2) . . . . ?
B1 C4 C16 C17 91.30(17) . . . . ?
C11 C4 C16 C21 42.2(2) . . . . ?
C3 C4 C16 C21 164.76(15) . . . . ?
B1 C4 C16 C21 -84.74(18) . . . . ?
C17 C16 C21 C20 3.0(3) . . . . ?
C4 C16 C21 C20 179.23(17) . . . . ?
C16 C21 C20 C19 -1.3(3) . . . . ?
C21 C20 C19 C18 -1.3(3) . . . . ?
C20 C19 C18 C17 2.1(3) . . . . ?
C21 C16 C17 C18 -2.1(2) . . . . ?
C4 C16 C17 C18 -178.32(15) . . . . ?
C19 C18 C17 C16 -0.3(3) . . . . ?
C26 C25 C24 C23 -0.6(4) . . . . ?
C27 C22 C23 C24 1.2(3) . . . . ?
C3 C22 C23 C24 -179.57(18) . . . . ?
C25 C24 C23 C22 -0.5(3) . . . . ?
C2 C1 C34 C39 -33.6(2) . . . . ?
B1 C1 C34 C39 89.5(2) . . . . ?
C2 C1 C34 C35 148.24(16) . . . . ?
B1 C1 C34 C35 -88.69(19) . . . . ?
C35 C34 C39 C38 -0.1(3) . . . . ?
C1 C34 C39 C38 -178.33(17) . . . . ?
C34 C39 C38 C37 -0.1(3) . . . . ?
C39 C38 C37 C36 0.2(3) . . . . ?
C38 C37 C36 C35 -0.2(4) . . . . ?
C37 C36 C35 C34 0.0(3) . . . . ?
C39 C34 C35 C36 0.1(3) . . . . ?
C1 C34 C35 C36 178.35(17) . . . . ?
C41 C40 C45 C44 1.3(3) . . . . ?
B1 C40 C45 C44 -179.8(2) . . . . ?
C42 C43 C44 C45 -0.1(4) . . . . ?
C40 C45 C44 C43 -1.1(4) . . . . ?
C43 C42 C41 C40 -0.8(4) . . . . ?
C45 C40 C41 C42 -0.4(3) . . . . ?
B1 C40 C41 C42 -179.3(2) . . . . ?

_refine_diff_density_max         0.221
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.044

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1558293'
_audit_update_record             
;
2017-06-24 deposited with the CCDC.
2017-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        2
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H33 B N2'
_chemical_formula_weight         600.53

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'
N N 0.0061 0.0033 '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'

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

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

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

_cell_length_a                   10.0560(4)
_cell_length_b                   18.4589(7)
_cell_length_c                   17.5795(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.5170(10)
_cell_angle_gamma                90
_cell_volume                     3242.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9137
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      27.49

_exptl_crystal_description       Blocks
_exptl_crystal_colour            gold
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_F_000             1268
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.203
_exptl_crystal_size_mid          0.189
_exptl_crystal_size_min          0.155
_exptl_absorpt_coefficient_mu    0.071
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.928
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48273
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.207
_diffrn_reflns_theta_max         26.733
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6884
_reflns_number_gt                5478
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0695P)²+1.0219P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6884
_refine_ls_number_parameters     440
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1404
_refine_ls_wR_factor_gt          0.1181
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.26456(12) 0.80645(7) 0.95342(7) 0.0292(3) Uani 1 1 d . . . . .
C5 C 0.35447(15) 0.86091(8) 0.96410(9) 0.0314(3) Uani 1 1 d . . . . .
C4 C 0.07281(14) 0.83692(8) 0.84158(8) 0.0256(3) Uani 1 1 d . . . . .
C3 C 0.08112(14) 0.85309(7) 0.76699(8) 0.0247(3) Uani 1 1 d . . . . .
C7 C -0.01451(15) 0.89750(8) 0.71583(8) 0.0283(3) Uani 1 1 d . . . . .
C8 C -0.15063(16) 0.88084(9) 0.70770(9) 0.0365(4) Uani 1 1 d . . . . .
H20 H -0.1825 0.8426 0.7369 0.044 Uiso 1 1 calc R U . . .
C9 C -0.24013(18) 0.91994(11) 0.65713(10) 0.0481(5) Uani 1 1 d . . . . .
H21 H -0.3326 0.9079 0.6519 0.058 Uiso 1 1 calc R U . . .
C10 C -0.1961(2) 0.97578(12) 0.61475(10) 0.0522(5) Uani 1 1 d . . . . .
H2 H -0.2576 1.0019 0.5800 0.063 Uiso 1 1 calc R U . . .
C6 C 0.39816(16) 0.90266(9) 0.89902(9) 0.0354(4) Uani 1 1 d . . . . .
C17 C 0.5125(3) 0.97781(18) 0.79428(14) 0.0482(8) Uani 0.814(3) 1 d . . P A 1
H1 H 0.5549 1.0042 0.7574 0.058 Uiso 0.814(3) 1 calc R U P A 1
C24 C 0.5834(3) 0.92533(18) 0.83870(14) 0.0525(7) Uani 0.814(3) 1 d . . P A 1
H2A H 0.6735 0.9159 0.8304 0.063 Uiso 0.814(3) 1 calc R U P A 1
N2 N 0.52997(19) 0.88741(14) 0.89272(12) 0.0440(5) Uani 0.814(3) 1 d . . P A 1
C11 C 0.3219(3) 0.95150(15) 0.85860(15) 0.0341(6) Uani 0.814(3) 1 d . . P A 1
H11 H 0.2311 0.9589 0.8667 0.041 Uiso 0.814(3) 1 calc R U P A 1
C12 C 0.3813(3) 0.99150(14) 0.80362(13) 0.0459(6) Uani 0.814(3) 1 d . . P A 1
H12 H 0.3318 1.0272 0.7736 0.055 Uiso 0.814(3) 1 calc R U P A 1
C11A C 0.2772(13) 0.9558(8) 0.8696(9) 0.0341(6) Uani 0.186(3) 1 d . . P A 2
H11A H 0.1931 0.9519 0.8890 0.041 Uiso 0.186(3) 1 calc R U P A 2
C12A C 0.2970(13) 1.0036(6) 0.8192(6) 0.0459(6) Uani 0.186(3) 1 d . . P A 2
H12A H 0.2235 1.0338 0.8013 0.055 Uiso 0.186(3) 1 calc R U P A 2
C17A C 0.4177(13) 1.0152(8) 0.7882(6) 0.0482(8) Uani 0.186(3) 1 d . . P A 2
H1A H 0.4250 1.0504 0.7495 0.058 Uiso 0.186(3) 1 calc R U P A 2
C24A C 0.5341(17) 0.9696(13) 0.8188(9) 0.0525(7) Uani 0.186(3) 1 d . . P A 2
H2B H 0.6200 0.9757 0.8022 0.063 Uiso 0.186(3) 1 calc R U P A 2
N2A N 0.5119(10) 0.9207(6) 0.8698(6) 0.0440(5) Uani 0.186(3) 1 d . . P A 2
C13 C 0.22372(18) 0.77477(9) 1.01631(9) 0.0385(4) Uani 1 1 d . . . . .
H5 H 0.1584 0.7375 1.0093 0.046 Uiso 1 1 calc R U . . .
C14 C 0.2722(2) 0.79397(10) 1.08986(9) 0.0476(5) Uani 1 1 d . . . . .
H6 H 0.2398 0.7709 1.1324 0.057 Uiso 1 1 calc R U . . .
C15 C 0.3681(2) 0.84686(11) 1.10075(10) 0.0539(5) Uani 1 1 d . . . . .
H7 H 0.4054 0.8601 1.1509 0.065 Uiso 1 1 calc R U . . .
C16 C 0.4091(2) 0.88033(11) 1.03746(10) 0.0466(4) Uani 1 1 d . . . . .
H8 H 0.4754 0.9171 1.0440 0.056 Uiso 1 1 calc R U . . .
C1 C 0.27563(14) 0.78097(8) 0.79528(8) 0.0256(3) Uani 1 1 d . . . . .
C18 C 0.38376(15) 0.73047(8) 0.77802(8) 0.0296(3) Uani 1 1 d . . . . .
C19 C 0.51134(16) 0.73135(11) 0.81781(10) 0.0420(4) Uani 1 1 d . . . . .
H13 H 0.5314 0.7645 0.8588 0.050 Uiso 1 1 calc R U . . .
C20 C 0.61000(19) 0.68421(13) 0.79825(12) 0.0562(5) Uani 1 1 d . . . . .
H90 H 0.6972 0.6863 0.8254 0.067 Uiso 1 1 calc R U . . .
C21 C 0.5829(2) 0.63447(12) 0.74001(11) 0.0574(6) Uani 1 1 d . . . . .
H80 H 0.6505 0.6023 0.7271 0.069 Uiso 1 1 calc R U . . .
C22 C 0.4571(2) 0.63210(12) 0.70112(11) 0.0597(6) Uani 1 1 d . . . . .
H10 H 0.4369 0.5978 0.6612 0.072 Uiso 1 1 calc R U . . .
C23 C 0.3594(2) 0.67949(10) 0.71971(10) 0.0454(4) Uani 1 1 d . . . . .
H9 H 0.2728 0.6772 0.6918 0.054 Uiso 1 1 calc R U . . .
C2 C 0.20040(13) 0.81826(7) 0.73917(8) 0.0240(3) Uani 1 1 d . . . . .
C25 C 0.22582(14) 0.82358(7) 0.65758(8) 0.0256(3) Uani 1 1 d . . . . .
C26 C 0.35061(15) 0.84533(8) 0.63847(9) 0.0311(3) Uani 1 1 d . . . . .
H19 H 0.4206 0.8557 0.6779 0.037 Uiso 1 1 calc R U . . .
C27 C 0.37358(18) 0.85193(9) 0.56242(10) 0.0407(4) Uani 1 1 d . . . . .
H15 H 0.4593 0.8663 0.5501 0.049 Uiso 1 1 calc R U . . .
C28 C 0.2723(2) 0.83766(11) 0.50460(10) 0.0488(5) Uani 1 1 d . . . . .
H18 H 0.2877 0.8430 0.4526 0.059 Uiso 1 1 calc R U . . .
C29 C 0.14872(19) 0.81558(12) 0.52259(10) 0.0495(5) Uani 1 1 d . . . . .
H16 H 0.0793 0.8051 0.4828 0.059 Uiso 1 1 calc R U . . .
C30 C 0.12524(16) 0.80862(9) 0.59836(9) 0.0363(4) Uani 1 1 d . . . . .
H17 H 0.0396 0.7935 0.6101 0.044 Uiso 1 1 calc R U . . .
C31 C 0.02848(17) 0.95450(9) 0.67278(9) 0.0359(4) Uani 1 1 d . . . . .
H23 H 0.1208 0.9668 0.6775 0.043 Uiso 1 1 calc R U . . .
C32 C -0.0620(2) 0.99357(10) 0.62306(10) 0.0487(5) Uani 1 1 d . . . . .
H22 H -0.0313 1.0327 0.5946 0.058 Uiso 1 1 calc R U . . .
C33 C -0.02019(14) 0.87106(8) 0.88998(8) 0.0281(3) Uani 1 1 d . . . . .
C34 C -0.07836(16) 0.83093(10) 0.94525(9) 0.0367(4) Uani 1 1 d . . . . .
H28 H -0.0613 0.7804 0.9498 0.044 Uiso 1 1 calc R U . . .
C35 C -0.16054(17) 0.86391(11) 0.99348(10) 0.0440(4) Uani 1 1 d . . . . .
H27 H -0.2002 0.8357 1.0300 0.053 Uiso 1 1 calc R U . . .
C36 C -0.18484(17) 0.93718(11) 0.98864(10) 0.0456(4) Uani 1 1 d . . . . .
H26 H -0.2407 0.9595 1.0219 0.055 Uiso 1 1 calc R U . . .
C37 C -0.12753(17) 0.97824(10) 0.93503(10) 0.0417(4) Uani 1 1 d . . . . .
H25 H -0.1432 1.0290 0.9320 0.050 Uiso 1 1 calc R U . . .
C38 C -0.04743(15) 0.94549(9) 0.88588(9) 0.0330(3) Uani 1 1 d . . . . .
H24 H -0.0102 0.9741 0.8486 0.040 Uiso 1 1 calc R U . . .
C39 C 0.14251(15) 0.69630(8) 0.87715(8) 0.0276(3) Uani 1 1 d . . . . .
C40 C 0.23091(16) 0.64196(9) 0.90768(9) 0.0341(3) Uani 1 1 d . . . . .
H33 H 0.3212 0.6545 0.9243 0.041 Uiso 1 1 calc R U . . .
C41 C 0.19050(18) 0.57061(9) 0.91426(9) 0.0387(4) Uani 1 1 d . . . . .
H32 H 0.2525 0.5353 0.9357 0.046 Uiso 1 1 calc R U . . .
C42 C 0.06004(18) 0.55092(9) 0.88967(10) 0.0422(4) Uani 1 1 d . . . . .
H31 H 0.0312 0.5024 0.8953 0.051 Uiso 1 1 calc R U . . .
C43 C -0.02787(17) 0.60260(9) 0.85685(11) 0.0403(4) Uani 1 1 d . . . . .
H30 H -0.1170 0.5893 0.8385 0.048 Uiso 1 1 calc R U . . .
C44 C 0.01340(15) 0.67393(8) 0.85052(9) 0.0319(3) Uani 1 1 d . . . . .
H29 H -0.0484 0.7085 0.8273 0.038 Uiso 1 1 calc R U . . .
B1 B 0.19124(16) 0.77991(9) 0.86944(9) 0.0268(3) Uani 1 1 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
N1 C5 1.351(2) . ?
N1 C13 1.355(2) . ?
N1 B1 1.648(2) . ?
C5 C16 1.390(2) . ?
C5 C6 1.487(2) . ?
C4 C3 1.357(2) . ?
C4 C33 1.4753(19) . ?
C4 B1 1.623(2) . ?
C3 C7 1.486(2) . ?
C3 C2 1.4914(19) . ?
C7 C31 1.393(2) . ?
C7 C8 1.394(2) . ?
C8 C9 1.393(2) . ?
C8 H20 0.9500 . ?
C9 C10 1.374(3) . ?
C9 H21 0.9500 . ?
C10 C32 1.380(3) . ?
C10 H2 0.9500 . ?
C6 C11 1.335(3) . ?
C6 N2A 1.348(10) . ?
C6 N2 1.372(3) . ?
C6 C11A 1.602(14) . ?
C17 C12 1.372(4) . ?
C17 C24 1.389(5) . ?
C17 H1 0.9500 . ?
C24 N2 1.340(3) . ?
C24 H2A 0.9500 . ?
C11 C12 1.402(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C11A C12A 1.283(18) . ?
C11A H11A 0.9500 . ?
C12A C17A 1.402(16) . ?
C12A H12A 0.9500 . ?
C17A C24A 1.49(3) . ?
C17A H1A 0.9500 . ?
C24A N2A 1.31(2) . ?
C24A H2B 0.9500 . ?
C13 C14 1.376(2) . ?
C13 H5 0.9500 . ?
C14 C15 1.370(3) . ?
C14 H6 0.9500 . ?
C15 C16 1.376(3) . ?
C15 H7 0.9500 . ?
C16 H8 0.9500 . ?
C1 C2 1.360(2) . ?
C1 C18 1.489(2) . ?
C1 B1 1.634(2) . ?
C18 C19 1.390(2) . ?
C18 C23 1.393(2) . ?
C19 C20 1.392(3) . ?
C19 H13 0.9500 . ?
C20 C21 1.379(3) . ?
C20 H90 0.9500 . ?
C21 C22 1.368(3) . ?
C21 H80 0.9500 . ?
C22 C23 1.382(2) . ?
C22 H10 0.9500 . ?
C23 H9 0.9500 . ?
C2 C25 1.4884(19) . ?
C25 C30 1.394(2) . ?
C25 C26 1.394(2) . ?
C26 C27 1.388(2) . ?
C26 H19 0.9500 . ?
C27 C28 1.380(3) . ?
C27 H15 0.9500 . ?
C28 C29 1.378(3) . ?
C28 H18 0.9500 . ?
C29 C30 1.385(2) . ?
C29 H16 0.9500 . ?
C30 H17 0.9500 . ?
C31 C32 1.390(2) . ?
C31 H23 0.9500 . ?
C32 H22 0.9500 . ?
C33 C38 1.401(2) . ?
C33 C34 1.401(2) . ?
C34 C35 1.390(2) . ?
C34 H28 0.9500 . ?
C35 C36 1.375(3) . ?
C35 H27 0.9500 . ?
C36 C37 1.385(3) . ?
C36 H26 0.9500 . ?
C37 C38 1.385(2) . ?
C37 H25 0.9500 . ?
C38 H24 0.9500 . ?
C39 C44 1.392(2) . ?
C39 C40 1.406(2) . ?
C39 B1 1.630(2) . ?
C40 C41 1.387(2) . ?
C40 H33 0.9500 . ?
C41 C42 1.383(3) . ?
C41 H32 0.9500 . ?
C42 C43 1.382(2) . ?
C42 H31 0.9500 . ?
C43 C44 1.389(2) . ?
C43 H30 0.9500 . ?
C44 H29 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 C13 117.90(13) . . ?
C5 N1 B1 124.75(12) . . ?
C13 N1 B1 117.16(13) . . ?
N1 C5 C16 120.56(15) . . ?
N1 C5 C6 122.03(13) . . ?
C16 C5 C6 117.40(15) . . ?
C3 C4 C33 125.18(13) . . ?
C3 C4 B1 108.11(12) . . ?
C33 C4 B1 126.48(12) . . ?
C4 C3 C7 126.84(13) . . ?
C4 C3 C2 111.23(12) . . ?
C7 C3 C2 121.91(12) . . ?
C31 C7 C8 118.19(14) . . ?
C31 C7 C3 121.73(14) . . ?
C8 C7 C3 120.04(14) . . ?
C9 C8 C7 120.46(17) . . ?
C9 C8 H20 119.8 . . ?
C7 C8 H20 119.8 . . ?
C10 C9 C8 120.68(17) . . ?
C10 C9 H21 119.7 . . ?
C8 C9 H21 119.7 . . ?
C9 C10 C32 119.49(16) . . ?
C9 C10 H2 120.3 . . ?
C32 C10 H2 120.3 . . ?
C11 C6 N2 126.70(18) . . ?
C11 C6 C5 123.89(16) . . ?
N2A C6 C5 139.4(5) . . ?
N2 C6 C5 109.17(16) . . ?
N2A C6 C11A 111.9(7) . . ?
C5 C6 C11A 106.6(5) . . ?
C12 C17 C24 120.0(2) . . ?
C12 C17 H1 120.0 . . ?
C24 C17 H1 120.0 . . ?
N2 C24 C17 122.7(3) . . ?
N2 C24 H2A 118.6 . . ?
C17 C24 H2A 118.6 . . ?
C24 N2 C6 114.8(2) . . ?
C6 C11 C12 117.3(2) . . ?
C6 C11 H11 121.4 . . ?
C12 C11 H11 121.4 . . ?
C17 C12 C11 118.4(2) . . ?
C17 C12 H12 120.8 . . ?
C11 C12 H12 120.8 . . ?
C12A C11A C6 118.2(11) . . ?
C12A C11A H11A 120.9 . . ?
C6 C11A H11A 120.9 . . ?
C11A C12A C17A 125.6(13) . . ?
C11A C12A H12A 117.2 . . ?
C17A C12A H12A 117.2 . . ?
C12A C17A C24A 116.9(12) . . ?
C12A C17A H1A 121.5 . . ?
C24A C17A H1A 121.5 . . ?
N2A C24A C17A 116.7(13) . . ?
N2A C24A H2B 121.7 . . ?
C17A C24A H2B 121.7 . . ?
C24A N2A C6 130.5(12) . . ?
N1 C13 C14 123.22(17) . . ?
N1 C13 H5 118.4 . . ?
C14 C13 H5 118.4 . . ?
C15 C14 C13 118.92(17) . . ?
C15 C14 H6 120.5 . . ?
C13 C14 H6 120.5 . . ?
C14 C15 C16 118.52(17) . . ?
C14 C15 H7 120.7 . . ?
C16 C15 H7 120.7 . . ?
C15 C16 C5 120.76(18) . . ?
C15 C16 H8 119.6 . . ?
C5 C16 H8 119.6 . . ?
C2 C1 C18 121.86(12) . . ?
C2 C1 B1 106.75(12) . . ?
C18 C1 B1 127.75(12) . . ?
C19 C18 C23 116.98(15) . . ?
C19 C18 C1 122.93(14) . . ?
C23 C18 C1 120.09(14) . . ?
C18 C19 C20 120.76(18) . . ?
C18 C19 H13 119.6 . . ?
C20 C19 H13 119.6 . . ?
C21 C20 C19 120.87(19) . . ?
C21 C20 H90 119.6 . . ?
C19 C20 H90 119.6 . . ?
C22 C21 C20 119.08(17) . . ?
C22 C21 H80 120.5 . . ?
C20 C21 H80 120.5 . . ?
C21 C22 C23 120.21(19) . . ?
C21 C22 H10 119.9 . . ?
C23 C22 H10 119.9 . . ?
C22 C23 C18 122.08(18) . . ?
C22 C23 H9 119.0 . . ?
C18 C23 H9 119.0 . . ?
C1 C2 C25 126.16(12) . . ?
C1 C2 C3 112.47(12) . . ?
C25 C2 C3 121.34(12) . . ?
C30 C25 C26 118.27(13) . . ?
C30 C25 C2 121.13(13) . . ?
C26 C25 C2 120.58(13) . . ?
C27 C26 C25 120.67(15) . . ?
C27 C26 H19 119.7 . . ?
C25 C26 H19 119.7 . . ?
C28 C27 C26 120.22(16) . . ?
C28 C27 H15 119.9 . . ?
C26 C27 H15 119.9 . . ?
C29 C28 C27 119.77(15) . . ?
C29 C28 H18 120.1 . . ?
C27 C28 H18 120.1 . . ?
C28 C29 C30 120.32(17) . . ?
C28 C29 H16 119.8 . . ?
C30 C29 H16 119.8 . . ?
C29 C30 C25 120.75(16) . . ?
C29 C30 H17 119.6 . . ?
C25 C30 H17 119.6 . . ?
C32 C31 C7 120.82(17) . . ?
C32 C31 H23 119.6 . . ?
C7 C31 H23 119.6 . . ?
C10 C32 C31 120.35(18) . . ?
C10 C32 H22 119.8 . . ?
C31 C32 H22 119.8 . . ?
C38 C33 C34 117.35(14) . . ?
C38 C33 C4 121.48(13) . . ?
C34 C33 C4 121.05(14) . . ?
C35 C34 C33 121.01(16) . . ?
C35 C34 H28 119.5 . . ?
C33 C34 H28 119.5 . . ?
C36 C35 C34 120.46(17) . . ?
C36 C35 H27 119.8 . . ?
C34 C35 H27 119.8 . . ?
C35 C36 C37 119.70(15) . . ?
C35 C36 H26 120.2 . . ?
C37 C36 H26 120.2 . . ?
C36 C37 C38 120.13(16) . . ?
C36 C37 H25 119.9 . . ?
C38 C37 H25 119.9 . . ?
C37 C38 C33 121.33(15) . . ?
C37 C38 H24 119.3 . . ?
C33 C38 H24 119.3 . . ?
C44 C39 C40 116.24(14) . . ?
C44 C39 B1 122.06(13) . . ?
C40 C39 B1 121.63(13) . . ?
C41 C40 C39 122.06(15) . . ?
C41 C40 H33 119.0 . . ?
C39 C40 H33 119.0 . . ?
C42 C41 C40 120.01(15) . . ?
C42 C41 H32 120.0 . . ?
C40 C41 H32 120.0 . . ?
C43 C42 C41 119.24(15) . . ?
C43 C42 H31 120.4 . . ?
C41 C42 H31 120.4 . . ?
C42 C43 C44 120.35(16) . . ?
C42 C43 H30 119.8 . . ?
C44 C43 H30 119.8 . . ?
C43 C44 C39 122.01(15) . . ?
C43 C44 H29 119.0 . . ?
C39 C44 H29 119.0 . . ?
C4 B1 C39 114.96(12) . . ?
C4 B1 C1 100.44(11) . . ?
C39 B1 C1 105.42(12) . . ?
C4 B1 N1 108.42(11) . . ?
C39 B1 N1 108.37(11) . . ?
C1 B1 N1 119.41(12) . . ?

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
C13 N1 C5 C16 4.0(2) . . . . ?
B1 N1 C5 C16 178.72(15) . . . . ?
C13 N1 C5 C6 -175.51(14) . . . . ?
B1 N1 C5 C6 -0.7(2) . . . . ?
C33 C4 C3 C7 -11.5(2) . . . . ?
B1 C4 C3 C7 173.78(13) . . . . ?
C33 C4 C3 C2 170.17(13) . . . . ?
B1 C4 C3 C2 -4.57(16) . . . . ?
C4 C3 C7 C31 129.48(16) . . . . ?
C2 C3 C7 C31 -52.33(19) . . . . ?
C4 C3 C7 C8 -53.0(2) . . . . ?
C2 C3 C7 C8 125.19(15) . . . . ?
C31 C7 C8 C9 0.7(2) . . . . ?
C3 C7 C8 C9 -176.91(14) . . . . ?
C7 C8 C9 C10 -0.4(2) . . . . ?
C8 C9 C10 C32 -0.6(3) . . . . ?
N1 C5 C6 C11 73.3(2) . . . . ?
C16 C5 C6 C11 -106.2(2) . . . . ?
N1 C5 C6 N2A -124.4(7) . . . . ?
C16 C5 C6 N2A 56.1(7) . . . . ?
N1 C5 C6 N2 -111.97(17) . . . . ?
C16 C5 C6 N2 68.5(2) . . . . ?
N1 C5 C6 C11A 74.8(6) . . . . ?
C16 C5 C6 C11A -104.7(6) . . . . ?
C12 C17 C24 N2 -1.5(4) . . . . ?
C17 C24 N2 C6 2.1(4) . . . . ?
C11 C6 N2 C24 -1.6(3) . . . . ?
N2A C6 N2 C24 -11.6(8) . . . . ?
C5 C6 N2 C24 -176.14(18) . . . . ?
C11A C6 N2 C24 -7.1(9) . . . . ?
N2A C6 C11 C12 5.5(5) . . . . ?
N2 C6 C11 C12 0.3(3) . . . . ?
C5 C6 C11 C12 174.08(18) . . . . ?
C11A C6 C11 C12 169(2) . . . . ?
C24 C17 C12 C11 0.0(4) . . . . ?
C6 C11 C12 C17 0.5(3) . . . . ?
C11 C6 C11A C12A -12.2(11) . . . . ?
N2A C6 C11A C12A 5.4(14) . . . . ?
N2 C6 C11A C12A 2.8(18) . . . . ?
C5 C6 C11A C12A 172.0(10) . . . . ?
C6 C11A C12A C17A -1.7(18) . . . . ?
C11A C12A C17A C24A -2.4(18) . . . . ?
C12A C17A C24A N2A 2.6(19) . . . . ?
C17A C24A N2A C6 2(2) . . . . ?
C11 C6 N2A C24A -0.4(14) . . . . ?
N2 C6 N2A C24A 171.5(19) . . . . ?
C5 C6 N2A C24A -165.8(11) . . . . ?
C11A C6 N2A C24A -5.6(16) . . . . ?
C5 N1 C13 C14 -2.0(2) . . . . ?
B1 N1 C13 C14 -177.12(16) . . . . ?
N1 C13 C14 C15 -1.1(3) . . . . ?
C13 C14 C15 C16 2.0(3) . . . . ?
C14 C15 C16 C5 0.0(3) . . . . ?
N1 C5 C16 C15 -3.1(3) . . . . ?
C6 C5 C16 C15 176.43(17) . . . . ?
C2 C1 C18 C19 132.09(16) . . . . ?
B1 C1 C18 C19 -72.4(2) . . . . ?
C2 C1 C18 C23 -47.8(2) . . . . ?
B1 C1 C18 C23 107.72(18) . . . . ?
C23 C18 C19 C20 1.5(2) . . . . ?
C1 C18 C19 C20 -178.39(16) . . . . ?
C18 C19 C20 C21 -1.4(3) . . . . ?
C19 C20 C21 C22 0.3(3) . . . . ?
C20 C21 C22 C23 0.6(3) . . . . ?
C21 C22 C23 C18 -0.4(3) . . . . ?
C19 C18 C23 C22 -0.7(3) . . . . ?
C1 C18 C23 C22 179.26(17) . . . . ?
C18 C1 C2 C25 -9.8(2) . . . . ?
B1 C1 C2 C25 -169.81(13) . . . . ?
C18 C1 C2 C3 168.02(13) . . . . ?
B1 C1 C2 C3 8.01(16) . . . . ?
C4 C3 C2 C1 -2.39(17) . . . . ?
C7 C3 C2 C1 179.17(13) . . . . ?
C4 C3 C2 C25 175.55(13) . . . . ?
C7 C3 C2 C25 -2.9(2) . . . . ?
C1 C2 C25 C30 128.78(16) . . . . ?
C3 C2 C25 C30 -48.9(2) . . . . ?
C1 C2 C25 C26 -52.7(2) . . . . ?
C3 C2 C25 C26 129.69(15) . . . . ?
C30 C25 C26 C27 0.1(2) . . . . ?
C2 C25 C26 C27 -178.50(14) . . . . ?
C25 C26 C27 C28 0.6(2) . . . . ?
C26 C27 C28 C29 -1.1(3) . . . . ?
C27 C28 C29 C30 0.9(3) . . . . ?
C28 C29 C30 C25 -0.2(3) . . . . ?
C26 C25 C30 C29 -0.3(2) . . . . ?
C2 C25 C30 C29 178.25(15) . . . . ?
C8 C7 C31 C32 -0.1(2) . . . . ?
C3 C7 C31 C32 177.49(14) . . . . ?
C9 C10 C32 C31 1.2(3) . . . . ?
C7 C31 C32 C10 -0.9(3) . . . . ?
C3 C4 C33 C38 -40.1(2) . . . . ?
B1 C4 C33 C38 133.66(15) . . . . ?
C3 C4 C33 C34 143.87(16) . . . . ?
B1 C4 C33 C34 -42.4(2) . . . . ?
C38 C33 C34 C35 0.5(2) . . . . ?
C4 C33 C34 C35 176.68(15) . . . . ?
C33 C34 C35 C36 -1.0(3) . . . . ?
C34 C35 C36 C37 0.4(3) . . . . ?
C35 C36 C37 C38 0.8(3) . . . . ?
C36 C37 C38 C33 -1.3(2) . . . . ?
C34 C33 C38 C37 0.7(2) . . . . ?
C4 C33 C38 C37 -175.50(14) . . . . ?
C44 C39 C40 C41 -2.9(2) . . . . ?
B1 C39 C40 C41 -179.80(14) . . . . ?
C39 C40 C41 C42 0.7(2) . . . . ?
C40 C41 C42 C43 1.7(3) . . . . ?
C41 C42 C43 C44 -1.7(3) . . . . ?
C42 C43 C44 C39 -0.6(3) . . . . ?
C40 C39 C44 C43 2.8(2) . . . . ?
B1 C39 C44 C43 179.74(14) . . . . ?
C3 C4 B1 C39 -104.08(14) . . . . ?
C33 C4 B1 C39 81.28(17) . . . . ?
C3 C4 B1 C1 8.50(15) . . . . ?
C33 C4 B1 C1 -166.14(13) . . . . ?
C3 C4 B1 N1 134.49(12) . . . . ?
C33 C4 B1 N1 -40.15(18) . . . . ?
C44 C39 B1 C4 9.53(19) . . . . ?
C40 C39 B1 C4 -173.73(13) . . . . ?
C44 C39 B1 C1 -100.09(15) . . . . ?
C40 C39 B1 C1 76.65(16) . . . . ?
C44 C39 B1 N1 130.99(14) . . . . ?
C40 C39 B1 N1 -52.28(17) . . . . ?
C2 C1 B1 C4 -9.76(14) . . . . ?
C18 C1 B1 C4 -168.21(14) . . . . ?
C2 C1 B1 C39 109.97(13) . . . . ?
C18 C1 B1 C39 -48.48(18) . . . . ?
C2 C1 B1 N1 -127.97(13) . . . . ?
C18 C1 B1 N1 73.58(19) . . . . ?
C5 N1 B1 C4 -77.86(16) . . . . ?
C13 N1 B1 C4 96.94(15) . . . . ?
C5 N1 B1 C39 156.74(13) . . . . ?
C13 N1 B1 C39 -28.46(17) . . . . ?
C5 N1 B1 C1 36.2(2) . . . . ?
C13 N1 B1 C1 -149.05(14) . . . . ?

_refine_diff_density_max         0.339
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.064

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1558294'
_audit_update_record             
;
2017-06-24 deposited with the CCDC.
2017-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        1
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H34 B N'
_chemical_formula_weight         599.54

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'
N N 0.0061 0.0033 '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'

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

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

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

_cell_length_a                   9.8501(6)
_cell_length_b                   17.9052(12)
_cell_length_c                   18.5912(12)
_cell_angle_alpha                90
_cell_angle_beta                 93.551(2)
_cell_angle_gamma                90
_cell_volume                     3272.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9675
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      22.70

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.731
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            93428
_diffrn_reflns_av_unetI/netI     0.1038
_diffrn_reflns_av_R_equivalents  0.1743
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.195
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7508
_reflns_number_gt                4001
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0595P)²+0.2780P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7508
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1522
_refine_ls_R_factor_gt           0.0576
_refine_ls_wR_factor_ref         0.1409
_refine_ls_wR_factor_gt          0.1058
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.70594(15) 0.81844(9) 0.05235(8) 0.0231(4) Uani 1 1 d . . . . .
C3 C 0.91773(18) 0.84243(11) 0.22101(10) 0.0228(5) Uani 1 1 d . . . . .
C31 C 0.7278(2) 0.82067(13) 0.47513(12) 0.0391(6) Uani 1 1 d . . . . .
H22 H 0.7130 0.8235 0.5251 0.047 Uiso 1 1 calc R U . . .
C30 C 0.6281(2) 0.84359(12) 0.42506(11) 0.0334(5) Uani 1 1 d . . . . .
H23 H 0.5438 0.8614 0.4404 0.040 Uiso 1 1 calc R U . . .
C29 C 0.65015(19) 0.84075(11) 0.35236(11) 0.0266(5) Uani 1 1 d . . . . .
H24 H 0.5816 0.8580 0.3182 0.032 Uiso 1 1 calc R U . . .
C28 C 0.77151(18) 0.81300(11) 0.32869(10) 0.0225(5) Uani 1 1 d . . . . .
C2 C 0.79432(18) 0.80954(11) 0.25060(10) 0.0218(4) Uani 1 1 d . . . . .
C1 C 0.71002(18) 0.77837(10) 0.19804(10) 0.0214(5) Uani 1 1 d . . . . .
C6 C 0.61299(18) 0.87445(11) 0.05359(10) 0.0233(5) Uani 1 1 d . . . . .
C10 C 0.5869(2) 0.91670(11) 0.12019(10) 0.0258(5) Uani 1 1 d . . . . .
C15 C 0.6884(2) 0.95996(11) 0.15402(11) 0.0309(5) Uani 1 1 d . . . . .
H9 H 0.7784 0.9576 0.1385 0.037 Uiso 1 1 calc R U . . .
C14 C 0.6590(3) 1.00687(13) 0.21065(12) 0.0440(6) Uani 1 1 d . . . . .
H8 H 0.7287 1.0362 0.2342 0.053 Uiso 1 1 calc R U . . .
C13 C 0.5268(3) 1.01037(14) 0.23242(12) 0.0512(7) Uani 1 1 d . . . . .
H7 H 0.5062 1.0421 0.2712 0.061 Uiso 1 1 calc R U . . .
C25 C 1.2329(3) 0.92700(19) 0.36698(14) 0.0608(8) Uani 1 1 d . . . . .
H17 H 1.3026 0.9442 0.4005 0.073 Uiso 1 1 calc R U . . .
C26 C 1.2569(2) 0.86721(18) 0.32319(14) 0.0542(8) Uani 1 1 d . . . . .
H18 H 1.3430 0.8431 0.3265 0.065 Uiso 1 1 calc R U . . .
C27 C 1.1552(2) 0.84200(14) 0.27409(12) 0.0375(6) Uani 1 1 d . . . . .
H19 H 1.1729 0.8013 0.2432 0.045 Uiso 1 1 calc R U . . .
C22 C 1.02740(19) 0.87570(12) 0.26958(11) 0.0278(5) Uani 1 1 d . . . . .
C34 C 0.59055(19) 0.73198(11) 0.21289(10) 0.0230(5) Uani 1 1 d . . . . .
C35 C 0.47204(19) 0.73303(12) 0.16777(11) 0.0296(5) Uani 1 1 d . . . . .
H29 H 0.4680 0.7643 0.1264 0.036 Uiso 1 1 calc R U . . .
C36 C 0.3602(2) 0.68980(13) 0.18150(12) 0.0391(6) Uani 1 1 d . . . . .
H28 H 0.2805 0.6922 0.1500 0.047 Uiso 1 1 calc R U . . .
C37 C 0.3638(2) 0.64312(14) 0.24069(13) 0.0449(6) Uani 1 1 d . . . . .
H27 H 0.2867 0.6137 0.2505 0.054 Uiso 1 1 calc R U . . .
C38 C 0.4808(2) 0.63968(13) 0.28554(13) 0.0447(6) Uani 1 1 d . . . . .
H26 H 0.4847 0.6075 0.3263 0.054 Uiso 1 1 calc R U . . .
C39 C 0.5921(2) 0.68293(11) 0.27130(11) 0.0332(5) Uani 1 1 d . . . . .
H25 H 0.6722 0.6792 0.3022 0.040 Uiso 1 1 calc R U . . .
C5 C 0.7352(2) 0.79098(12) -0.01273(11) 0.0285(5) Uani 1 1 d . . . . .
H4 H 0.8018 0.7527 -0.0142 0.034 Uiso 1 1 calc R U . . .
C9 C 0.6739(2) 0.81528(12) -0.07670(11) 0.0330(5) Uani 1 1 d . . . . .
H3 H 0.7007 0.7959 -0.1212 0.040 Uiso 1 1 calc R U . . .
C8 C 0.5734(2) 0.86805(12) -0.07520(11) 0.0341(5) Uani 1 1 d . . . . .
H2 H 0.5255 0.8840 -0.1184 0.041 Uiso 1 1 calc R U . . .
C7 C 0.5436(2) 0.89733(12) -0.01000(11) 0.0308(5) Uani 1 1 d . . . . .
H1 H 0.4742 0.9340 -0.0082 0.037 Uiso 1 1 calc R U . . .
C12 C 0.4254(3) 0.96814(14) 0.19820(13) 0.0470(7) Uani 1 1 d . . . . .
H6 H 0.3352 0.9708 0.2133 0.056 Uiso 1 1 calc R U . . .
C11 C 0.4548(2) 0.92233(12) 0.14236(12) 0.0359(6) Uani 1 1 d . . . . .
H5 H 0.3841 0.8940 0.1184 0.043 Uiso 1 1 calc R U . . .
C4 C 0.91732(18) 0.83412(11) 0.14849(10) 0.0228(5) Uani 1 1 d . . . . .
C16 C 1.01248(18) 0.87146(11) 0.10184(10) 0.0240(5) Uani 1 1 d . . . . .
C21 C 1.05344(19) 0.83797(12) 0.03863(11) 0.0300(5) Uani 1 1 d . . . . .
H10 H 1.0247 0.7885 0.0271 0.036 Uiso 1 1 calc R U . . .
C20 C 1.1352(2) 0.87569(13) -0.00753(11) 0.0357(6) Uani 1 1 d . . . . .
H11 H 1.1633 0.8515 -0.0496 0.043 Uiso 1 1 calc R U . . .
C19 C 1.1757(2) 0.94772(14) 0.00720(12) 0.0384(6) Uani 1 1 d . . . . .
H12 H 1.2306 0.9736 -0.0249 0.046 Uiso 1 1 calc R U . . .
C18 C 1.13634(19) 0.98248(13) 0.06884(12) 0.0351(6) Uani 1 1 d . . . . .
H13 H 1.1638 1.0324 0.0791 0.042 Uiso 1 1 calc R U . . .
C17 C 1.05714(19) 0.94466(11) 0.11554(11) 0.0292(5) Uani 1 1 d . . . . .
H14 H 1.0322 0.9690 0.1582 0.035 Uiso 1 1 calc R U . . .
C40 C 0.82933(19) 0.69640(11) 0.10452(10) 0.0252(5) Uani 1 1 d . . . . .
C41 C 0.9632(2) 0.67057(12) 0.11458(11) 0.0311(5) Uani 1 1 d . . . . .
H30 H 1.0320 0.7040 0.1326 0.037 Uiso 1 1 calc R U . . .
C42 C 0.9983(2) 0.59746(13) 0.09902(12) 0.0409(6) Uani 1 1 d . . . . .
H31 H 1.0904 0.5819 0.1054 0.049 Uiso 1 1 calc R U . . .
C43 C 0.9005(3) 0.54791(13) 0.07448(12) 0.0464(7) Uani 1 1 d . . . . .
H32 H 0.9247 0.4980 0.0637 0.056 Uiso 1 1 calc R U . . .
C44 C 0.7667(3) 0.57050(13) 0.06546(12) 0.0444(6) Uani 1 1 d . . . . .
H33 H 0.6982 0.5360 0.0492 0.053 Uiso 1 1 calc R U . . .
C45 C 0.7327(2) 0.64354(12) 0.08024(11) 0.0347(5) Uani 1 1 d . . . . .
H34 H 0.6402 0.6584 0.0737 0.042 Uiso 1 1 calc R U . . .
C32 C 0.8490(2) 0.79363(13) 0.45310(11) 0.0400(6) Uani 1 1 d . . . . .
H21 H 0.9179 0.7777 0.4877 0.048 Uiso 1 1 calc R U . . .
C33 C 0.8703(2) 0.78966(12) 0.38051(11) 0.0308(5) Uani 1 1 d . . . . .
H20 H 0.9541 0.7706 0.3657 0.037 Uiso 1 1 calc R U . . .
C23 C 1.0057(2) 0.93602(13) 0.31447(12) 0.0391(6) Uani 1 1 d . . . . .
H15 H 0.9193 0.9598 0.3123 0.047 Uiso 1 1 calc R U . . .
C24 C 1.1082(3) 0.96205(16) 0.36239(13) 0.0554(7) Uani 1 1 d . . . . .
H16 H 1.0925 1.0040 0.3920 0.066 Uiso 1 1 calc R U . . .
B1 B 0.7893(2) 0.78210(13) 0.12341(12) 0.0231(5) Uani 1 1 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
N1 C5 1.354(2) . ?
N1 C6 1.359(2) . ?
N1 B1 1.646(3) . ?
C3 C4 1.356(3) . ?
C3 C2 1.487(3) . ?
C3 C22 1.489(3) . ?
C31 C32 1.373(3) . ?
C31 C30 1.374(3) . ?
C31 H22 0.9500 . ?
C30 C29 1.383(3) . ?
C30 H23 0.9500 . ?
C29 C28 1.391(3) . ?
C29 H24 0.9500 . ?
C28 C33 1.391(3) . ?
C28 C2 1.484(3) . ?
C2 C1 1.362(3) . ?
C1 C34 1.480(3) . ?
C1 B1 1.635(3) . ?
C6 C7 1.390(3) . ?
C6 C10 1.487(3) . ?
C10 C15 1.385(3) . ?
C10 C11 1.393(3) . ?
C15 C14 1.391(3) . ?
C15 H9 0.9500 . ?
C14 C13 1.389(3) . ?
C14 H8 0.9500 . ?
C13 C12 1.377(3) . ?
C13 H7 0.9500 . ?
C25 C26 1.374(4) . ?
C25 C24 1.377(4) . ?
C25 H17 0.9500 . ?
C26 C27 1.388(3) . ?
C26 H18 0.9500 . ?
C27 C22 1.394(3) . ?
C27 H19 0.9500 . ?
C22 C23 1.389(3) . ?
C34 C35 1.395(3) . ?
C34 C39 1.396(3) . ?
C35 C36 1.383(3) . ?
C35 H29 0.9500 . ?
C36 C37 1.381(3) . ?
C36 H28 0.9500 . ?
C37 C38 1.381(3) . ?
C37 H27 0.9500 . ?
C38 C39 1.381(3) . ?
C38 H26 0.9500 . ?
C39 H25 0.9500 . ?
C5 C9 1.371(3) . ?
C5 H4 0.9500 . ?
C9 C8 1.370(3) . ?
C9 H3 0.9500 . ?
C8 C7 1.369(3) . ?
C8 H2 0.9500 . ?
C7 H1 0.9500 . ?
C12 C11 1.368(3) . ?
C12 H6 0.9500 . ?
C11 H5 0.9500 . ?
C4 C16 1.476(3) . ?
C4 B1 1.613(3) . ?
C16 C21 1.401(3) . ?
C16 C17 1.401(3) . ?
C21 C20 1.388(3) . ?
C21 H10 0.9500 . ?
C20 C19 1.373(3) . ?
C20 H11 0.9500 . ?
C19 C18 1.381(3) . ?
C19 H12 0.9500 . ?
C18 C17 1.380(3) . ?
C18 H13 0.9500 . ?
C17 H14 0.9500 . ?
C40 C45 1.397(3) . ?
C40 C41 1.399(3) . ?
C40 B1 1.628(3) . ?
C41 C42 1.389(3) . ?
C41 H30 0.9500 . ?
C42 C43 1.367(3) . ?
C42 H31 0.9500 . ?
C43 C44 1.379(3) . ?
C43 H32 0.9500 . ?
C44 C45 1.382(3) . ?
C44 H33 0.9500 . ?
C45 H34 0.9500 . ?
C32 C33 1.381(3) . ?
C32 H21 0.9500 . ?
C33 H20 0.9500 . ?
C23 C24 1.385(3) . ?
C23 H15 0.9500 . ?
C24 H16 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 C6 117.65(16) . . ?
C5 N1 B1 116.79(16) . . ?
C6 N1 B1 125.54(15) . . ?
C4 C3 C2 111.86(17) . . ?
C4 C3 C22 127.17(17) . . ?
C2 C3 C22 120.88(17) . . ?
C32 C31 C30 120.1(2) . . ?
C32 C31 H22 119.9 . . ?
C30 C31 H22 119.9 . . ?
C31 C30 C29 120.1(2) . . ?
C31 C30 H23 119.9 . . ?
C29 C30 H23 119.9 . . ?
C30 C29 C28 120.82(19) . . ?
C30 C29 H24 119.6 . . ?
C28 C29 H24 119.6 . . ?
C33 C28 C29 117.81(18) . . ?
C33 C28 C2 121.56(17) . . ?
C29 C28 C2 120.63(17) . . ?
C1 C2 C28 126.62(17) . . ?
C1 C2 C3 111.90(16) . . ?
C28 C2 C3 121.48(17) . . ?
C2 C1 C34 123.54(17) . . ?
C2 C1 B1 106.87(16) . . ?
C34 C1 B1 127.45(16) . . ?
N1 C6 C7 119.94(18) . . ?
N1 C6 C10 122.74(17) . . ?
C7 C6 C10 117.21(18) . . ?
C15 C10 C11 119.1(2) . . ?
C15 C10 C6 120.39(18) . . ?
C11 C10 C6 119.72(19) . . ?
C10 C15 C14 120.2(2) . . ?
C10 C15 H9 119.9 . . ?
C14 C15 H9 119.9 . . ?
C13 C14 C15 119.4(2) . . ?
C13 C14 H8 120.3 . . ?
C15 C14 H8 120.3 . . ?
C12 C13 C14 120.5(2) . . ?
C12 C13 H7 119.8 . . ?
C14 C13 H7 119.8 . . ?
C26 C25 C24 120.2(2) . . ?
C26 C25 H17 119.9 . . ?
C24 C25 H17 119.9 . . ?
C25 C26 C27 119.9(2) . . ?
C25 C26 H18 120.0 . . ?
C27 C26 H18 120.0 . . ?
C26 C27 C22 120.7(2) . . ?
C26 C27 H19 119.6 . . ?
C22 C27 H19 119.6 . . ?
C23 C22 C27 118.2(2) . . ?
C23 C22 C3 122.87(18) . . ?
C27 C22 C3 118.82(19) . . ?
C35 C34 C39 116.39(18) . . ?
C35 C34 C1 121.71(17) . . ?
C39 C34 C1 121.86(18) . . ?
C36 C35 C34 121.9(2) . . ?
C36 C35 H29 119.1 . . ?
C34 C35 H29 119.1 . . ?
C37 C36 C35 120.3(2) . . ?
C37 C36 H28 119.8 . . ?
C35 C36 H28 119.8 . . ?
C36 C37 C38 119.2(2) . . ?
C36 C37 H27 120.4 . . ?
C38 C37 H27 120.4 . . ?
C39 C38 C37 120.1(2) . . ?
C39 C38 H26 119.9 . . ?
C37 C38 H26 119.9 . . ?
C38 C39 C34 122.1(2) . . ?
C38 C39 H25 118.9 . . ?
C34 C39 H25 118.9 . . ?
N1 C5 C9 123.62(19) . . ?
N1 C5 H4 118.2 . . ?
C9 C5 H4 118.2 . . ?
C8 C9 C5 118.8(2) . . ?
C8 C9 H3 120.6 . . ?
C5 C9 H3 120.6 . . ?
C7 C8 C9 118.47(19) . . ?
C7 C8 H2 120.8 . . ?
C9 C8 H2 120.8 . . ?
C8 C7 C6 121.3(2) . . ?
C8 C7 H1 119.4 . . ?
C6 C7 H1 119.4 . . ?
C11 C12 C13 119.9(2) . . ?
C11 C12 H6 120.0 . . ?
C13 C12 H6 120.0 . . ?
C12 C11 C10 120.9(2) . . ?
C12 C11 H5 119.6 . . ?
C10 C11 H5 119.6 . . ?
C3 C4 C16 124.86(18) . . ?
C3 C4 B1 107.74(16) . . ?
C16 C4 B1 127.25(17) . . ?
C21 C16 C17 116.72(18) . . ?
C21 C16 C4 121.70(18) . . ?
C17 C16 C4 121.37(18) . . ?
C20 C21 C16 121.3(2) . . ?
C20 C21 H10 119.4 . . ?
C16 C21 H10 119.4 . . ?
C19 C20 C21 120.4(2) . . ?
C19 C20 H11 119.8 . . ?
C21 C20 H11 119.8 . . ?
C20 C19 C18 119.7(2) . . ?
C20 C19 H12 120.1 . . ?
C18 C19 H12 120.1 . . ?
C17 C18 C19 120.0(2) . . ?
C17 C18 H13 120.0 . . ?
C19 C18 H13 120.0 . . ?
C18 C17 C16 121.9(2) . . ?
C18 C17 H14 119.1 . . ?
C16 C17 H14 119.1 . . ?
C45 C40 C41 115.90(19) . . ?
C45 C40 B1 122.60(17) . . ?
C41 C40 B1 121.45(18) . . ?
C42 C41 C40 121.9(2) . . ?
C42 C41 H30 119.0 . . ?
C40 C41 H30 119.0 . . ?
C43 C42 C41 120.1(2) . . ?
C43 C42 H31 119.9 . . ?
C41 C42 H31 119.9 . . ?
C42 C43 C44 119.9(2) . . ?
C42 C43 H32 120.0 . . ?
C44 C43 H32 120.0 . . ?
C43 C44 C45 119.7(2) . . ?
C43 C44 H33 120.2 . . ?
C45 C44 H33 120.2 . . ?
C44 C45 C40 122.5(2) . . ?
C44 C45 H34 118.8 . . ?
C40 C45 H34 118.8 . . ?
C31 C32 C33 119.8(2) . . ?
C31 C32 H21 120.1 . . ?
C33 C32 H21 120.1 . . ?
C32 C33 C28 121.3(2) . . ?
C32 C33 H20 119.4 . . ?
C28 C33 H20 119.4 . . ?
C24 C23 C22 121.0(2) . . ?
C24 C23 H15 119.5 . . ?
C22 C23 H15 119.5 . . ?
C25 C24 C23 119.9(3) . . ?
C25 C24 H16 120.1 . . ?
C23 C24 H16 120.1 . . ?
C4 B1 C40 114.26(16) . . ?
C4 B1 C1 100.61(15) . . ?
C40 B1 C1 106.23(16) . . ?
C4 B1 N1 110.23(16) . . ?
C40 B1 N1 108.36(15) . . ?
C1 B1 N1 117.17(15) . . ?

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
C32 C31 C30 C29 -1.1(3) . . . . ?
C31 C30 C29 C28 1.7(3) . . . . ?
C30 C29 C28 C33 -1.2(3) . . . . ?
C30 C29 C28 C2 179.54(18) . . . . ?
C33 C28 C2 C1 129.1(2) . . . . ?
C29 C28 C2 C1 -51.7(3) . . . . ?
C33 C28 C2 C3 -51.6(3) . . . . ?
C29 C28 C2 C3 127.6(2) . . . . ?
C4 C3 C2 C1 0.3(2) . . . . ?
C22 C3 C2 C1 -176.55(17) . . . . ?
C4 C3 C2 C28 -179.05(17) . . . . ?
C22 C3 C2 C28 4.1(3) . . . . ?
C28 C2 C1 C34 -10.1(3) . . . . ?
C3 C2 C1 C34 170.59(16) . . . . ?
C28 C2 C1 B1 -174.48(18) . . . . ?
C3 C2 C1 B1 6.2(2) . . . . ?
C5 N1 C6 C7 5.2(3) . . . . ?
B1 N1 C6 C7 -176.27(17) . . . . ?
C5 N1 C6 C10 -170.84(17) . . . . ?
B1 N1 C6 C10 7.7(3) . . . . ?
N1 C6 C10 C15 63.7(3) . . . . ?
C7 C6 C10 C15 -112.5(2) . . . . ?
N1 C6 C10 C11 -126.4(2) . . . . ?
C7 C6 C10 C11 57.5(3) . . . . ?
C11 C10 C15 C14 1.7(3) . . . . ?
C6 C10 C15 C14 171.68(18) . . . . ?
C10 C15 C14 C13 -0.6(3) . . . . ?
C15 C14 C13 C12 -0.3(3) . . . . ?
C24 C25 C26 C27 0.0(4) . . . . ?
C25 C26 C27 C22 -1.3(3) . . . . ?
C26 C27 C22 C23 1.3(3) . . . . ?
C26 C27 C22 C3 -174.4(2) . . . . ?
C4 C3 C22 C23 122.9(2) . . . . ?
C2 C3 C22 C23 -60.7(3) . . . . ?
C4 C3 C22 C27 -61.6(3) . . . . ?
C2 C3 C22 C27 114.8(2) . . . . ?
C2 C1 C34 C35 145.7(2) . . . . ?
B1 C1 C34 C35 -53.2(3) . . . . ?
C2 C1 C34 C39 -36.6(3) . . . . ?
B1 C1 C34 C39 124.5(2) . . . . ?
C39 C34 C35 C36 2.2(3) . . . . ?
C1 C34 C35 C36 -179.96(18) . . . . ?
C34 C35 C36 C37 -0.8(3) . . . . ?
C35 C36 C37 C38 -0.6(3) . . . . ?
C36 C37 C38 C39 0.4(3) . . . . ?
C37 C38 C39 C34 1.1(3) . . . . ?
C35 C34 C39 C38 -2.4(3) . . . . ?
C1 C34 C39 C38 179.80(19) . . . . ?
C6 N1 C5 C9 -1.7(3) . . . . ?
B1 N1 C5 C9 179.70(18) . . . . ?
N1 C5 C9 C8 -2.8(3) . . . . ?
C5 C9 C8 C7 3.6(3) . . . . ?
C9 C8 C7 C6 -0.1(3) . . . . ?
N1 C6 C7 C8 -4.5(3) . . . . ?
C10 C6 C7 C8 171.80(18) . . . . ?
C14 C13 C12 C11 0.0(3) . . . . ?
C13 C12 C11 C10 1.1(3) . . . . ?
C15 C10 C11 C12 -2.0(3) . . . . ?
C6 C10 C11 C12 -172.02(19) . . . . ?
C2 C3 C4 C16 169.06(17) . . . . ?
C22 C3 C4 C16 -14.3(3) . . . . ?
C2 C3 C4 B1 -6.8(2) . . . . ?
C22 C3 C4 B1 169.86(18) . . . . ?
C3 C4 C16 C21 148.84(19) . . . . ?
B1 C4 C16 C21 -36.1(3) . . . . ?
C3 C4 C16 C17 -36.6(3) . . . . ?
B1 C4 C16 C17 138.5(2) . . . . ?
C17 C16 C21 C20 0.5(3) . . . . ?
C4 C16 C21 C20 175.35(17) . . . . ?
C16 C21 C20 C19 -1.3(3) . . . . ?
C21 C20 C19 C18 0.9(3) . . . . ?
C20 C19 C18 C17 0.3(3) . . . . ?
C19 C18 C17 C16 -1.1(3) . . . . ?
C21 C16 C17 C18 0.7(3) . . . . ?
C4 C16 C17 C18 -174.13(18) . . . . ?
C45 C40 C41 C42 2.1(3) . . . . ?
B1 C40 C41 C42 179.64(18) . . . . ?
C40 C41 C42 C43 -1.4(3) . . . . ?
C41 C42 C43 C44 -0.3(3) . . . . ?
C42 C43 C44 C45 1.0(3) . . . . ?
C43 C44 C45 C40 -0.2(3) . . . . ?
C41 C40 C45 C44 -1.3(3) . . . . ?
B1 C40 C45 C44 -178.8(2) . . . . ?
C30 C31 C32 C33 0.1(3) . . . . ?
C31 C32 C33 C28 0.4(3) . . . . ?
C29 C28 C33 C32 0.1(3) . . . . ?
C2 C28 C33 C32 179.42(19) . . . . ?
C27 C22 C23 C24 0.0(3) . . . . ?
C3 C22 C23 C24 175.6(2) . . . . ?
C26 C25 C24 C23 1.3(4) . . . . ?
C22 C23 C24 C25 -1.3(3) . . . . ?
C3 C4 B1 C40 -103.78(19) . . . . ?
C16 C4 B1 C40 80.5(2) . . . . ?
C3 C4 B1 C1 9.6(2) . . . . ?
C16 C4 B1 C1 -166.16(17) . . . . ?
C3 C4 B1 N1 133.92(16) . . . . ?
C16 C4 B1 N1 -41.8(2) . . . . ?
C45 C40 B1 C4 -178.45(18) . . . . ?
C41 C40 B1 C4 4.2(3) . . . . ?
C45 C40 B1 C1 71.6(2) . . . . ?
C41 C40 B1 C1 -105.8(2) . . . . ?
C45 C40 B1 N1 -55.1(2) . . . . ?
C41 C40 B1 N1 127.51(18) . . . . ?
C2 C1 B1 C4 -9.31(19) . . . . ?
C34 C1 B1 C4 -172.93(17) . . . . ?
C2 C1 B1 C40 110.03(18) . . . . ?
C34 C1 B1 C40 -53.6(2) . . . . ?
C2 C1 B1 N1 -128.76(17) . . . . ?
C34 C1 B1 N1 67.6(3) . . . . ?
C5 N1 B1 C4 97.30(19) . . . . ?
C6 N1 B1 C4 -81.2(2) . . . . ?
C5 N1 B1 C40 -28.4(2) . . . . ?
C6 N1 B1 C40 153.06(16) . . . . ?
C5 N1 B1 C1 -148.51(17) . . . . ?
C6 N1 B1 C1 33.0(3) . . . . ?

_refine_diff_density_max         0.225
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.056

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_syn-3
_database_code_depnum_ccdc_archive 'CCDC 1558290'
_audit_update_record             
;
2017-06-24 deposited with the CCDC.
2017-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        syn-3
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H34 B N'
_chemical_formula_weight         599.54

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'
N N 0.0061 0.0033 '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'

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

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

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

_cell_length_a                   11.3768(8)
_cell_length_b                   17.7046(14)
_cell_length_c                   17.1202(14)
_cell_angle_alpha                90
_cell_angle_beta                 108.047(2)
_cell_angle_gamma                90
_cell_volume                     3278.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9781
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      26.99

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8345
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            135146
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_av_R_equivalents  0.0920
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.230
_diffrn_reflns_theta_max         26.024
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6455
_reflns_number_gt                5107
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0572P)²+1.8432P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6455
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0730
_refine_ls_R_factor_gt           0.0522
_refine_ls_wR_factor_ref         0.1523
_refine_ls_wR_factor_gt          0.1344
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_restrained_S_all      1.173
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.91752(15) 0.13015(9) 0.33715(10) 0.0296(4) Uani 1 1 d . . . . .
C31 C 0.9264(2) -0.10954(12) 0.00659(13) 0.0377(5) Uani 1 1 d . . . . .
H21 H 0.9533 -0.1388 -0.0311 0.045 Uiso 1 1 calc R U . . .
C30 C 1.0113(2) -0.07548(13) 0.07291(14) 0.0409(5) Uani 1 1 d . . . . .
H20 H 1.0972 -0.0805 0.0803 0.049 Uiso 1 1 calc R U . . .
C29 C 0.97192(18) -0.03428(12) 0.12846(13) 0.0344(5) Uani 1 1 d . . . . .
H19 H 1.0315 -0.0126 0.1748 0.041 Uiso 1 1 calc R U . . .
C28 C 0.84749(17) -0.02373(10) 0.11822(11) 0.0255(4) Uani 1 1 d . . . . .
C2 C 0.80539(16) 0.02004(10) 0.17855(11) 0.0241(4) Uani 1 1 d . . . . .
C1 C 0.85265(17) -0.00024(10) 0.26890(11) 0.0256(4) Uani 1 1 d . . . . .
H34 H 0.9445 0.0059 0.2855 0.031 Uiso 1 1 calc R U . . .
C40 C 0.76294(18) 0.05730(11) 0.39495(12) 0.0291(4) Uani 1 1 d . . . . .
C45 C 0.68830(19) -0.00436(12) 0.40158(13) 0.0341(5) Uani 1 1 d . . . . .
H33 H 0.6673 -0.0412 0.3591 0.041 Uiso 1 1 calc R U . . .
C44 C 0.6447(2) -0.01292(13) 0.46782(14) 0.0411(5) Uani 1 1 d . . . . .
H32 H 0.5944 -0.0552 0.4701 0.049 Uiso 1 1 calc R U . . .
C43 C 0.6736(2) 0.03941(15) 0.53104(14) 0.0471(6) Uani 1 1 d . . . . .
H31 H 0.6440 0.0333 0.5768 0.056 Uiso 1 1 calc R U . . .
C8 C 1.1365(2) 0.21028(15) 0.37522(17) 0.0550(7) Uani 1 1 d . . . . .
H2 H 1.2121 0.2372 0.3863 0.066 Uiso 1 1 calc R U . . .
C9 C 1.1328(2) 0.14161(14) 0.41289(16) 0.0480(6) Uani 1 1 d . . . . .
H3 H 1.2041 0.1217 0.4526 0.058 Uiso 1 1 calc R U . . .
C5 C 1.02287(19) 0.10330(12) 0.39099(13) 0.0362(5) Uani 1 1 d . . . . .
H4 H 1.0205 0.0552 0.4150 0.043 Uiso 1 1 calc R U . . .
C6 C 0.9174(2) 0.20061(11) 0.30566(12) 0.0342(5) Uani 1 1 d . . . . .
C10 C 0.7993(2) 0.23610(11) 0.25996(12) 0.0331(5) Uani 1 1 d . . . . .
C11 C 0.68963(19) 0.19512(11) 0.22992(11) 0.0294(4) Uani 1 1 d . . . . .
C12 C 0.5809(2) 0.23501(12) 0.19028(13) 0.0374(5) Uani 1 1 d . . . . .
H5 H 0.5055 0.2080 0.1689 0.045 Uiso 1 1 calc R U . . .
C13 C 0.5809(3) 0.31254(13) 0.18162(14) 0.0451(6) Uani 1 1 d . . . . .
H6 H 0.5061 0.3382 0.1545 0.054 Uiso 1 1 calc R U . . .
C14 C 0.6886(3) 0.35252(13) 0.21201(14) 0.0490(6) Uani 1 1 d . . . . .
H7 H 0.6883 0.4059 0.2063 0.059 Uiso 1 1 calc R U . . .
C15 C 0.7970(2) 0.31518(12) 0.25081(13) 0.0438(6) Uani 1 1 d . . . . .
H8 H 0.8714 0.3432 0.2718 0.053 Uiso 1 1 calc R U . . .
C4 C 0.68969(17) 0.10874(10) 0.23331(11) 0.0264(4) Uani 1 1 d . . . . .
C3 C 0.72674(16) 0.07876(10) 0.15991(11) 0.0245(4) Uani 1 1 d . . . . .
C22 C 0.68773(17) 0.11681(10) 0.07830(11) 0.0259(4) Uani 1 1 d . . . . .
C27 C 0.56532(19) 0.12873(12) 0.03218(13) 0.0355(5) Uani 1 1 d . . . . .
H18 H 0.5012 0.1115 0.0525 0.043 Uiso 1 1 calc R U . . .
C26 C 0.5349(2) 0.16550(13) -0.04316(13) 0.0421(5) Uani 1 1 d . . . . .
H17 H 0.4505 0.1723 -0.0742 0.051 Uiso 1 1 calc R U . . .
C25 C 0.6267(2) 0.19224(12) -0.07326(13) 0.0420(5) Uani 1 1 d . . . . .
H16 H 0.6059 0.2170 -0.1250 0.050 Uiso 1 1 calc R U . . .
C24 C 0.7487(2) 0.18251(12) -0.02736(14) 0.0398(5) Uani 1 1 d . . . . .
H15 H 0.8124 0.2014 -0.0471 0.048 Uiso 1 1 calc R U . . .
C23 C 0.77871(19) 0.14542(11) 0.04720(13) 0.0328(5) Uani 1 1 d . . . . .
H14 H 0.8633 0.1392 0.0781 0.039 Uiso 1 1 calc R U . . .
C32 C 0.8022(2) -0.10052(13) -0.00423(13) 0.0387(5) Uani 1 1 d . . . . .
H22 H 0.7430 -0.1240 -0.0494 0.046 Uiso 1 1 calc R U . . .
C33 C 0.76313(19) -0.05726(12) 0.05059(12) 0.0340(5) Uani 1 1 d . . . . .
H23 H 0.6771 -0.0505 0.0417 0.041 Uiso 1 1 calc R U . . .
C41 C 0.7898(2) 0.10872(12) 0.45965(12) 0.0361(5) Uani 1 1 d . . . . .
H29 H 0.8401 0.1511 0.4579 0.043 Uiso 1 1 calc R U . . .
C42 C 0.7464(2) 0.10078(15) 0.52638(14) 0.0472(6) Uani 1 1 d . . . . .
H30 H 0.7665 0.1375 0.5690 0.057 Uiso 1 1 calc R U . . .
C34 C 0.83023(18) -0.08113(11) 0.28820(11) 0.0272(4) Uani 1 1 d . . . . .
C39 C 0.72793(18) -0.12223(11) 0.24291(12) 0.0299(4) Uani 1 1 d . . . . .
H28 H 0.6694 -0.0991 0.1971 0.036 Uiso 1 1 calc R U . . .
C38 C 0.7090(2) -0.19623(12) 0.26282(13) 0.0369(5) Uani 1 1 d . . . . .
H27 H 0.6379 -0.2228 0.2308 0.044 Uiso 1 1 calc R U . . .
C37 C 0.7924(2) -0.23147(13) 0.32865(14) 0.0459(6) Uani 1 1 d . . . . .
H26 H 0.7796 -0.2822 0.3422 0.055 Uiso 1 1 calc R U . . .
C36 C 0.8950(3) -0.19172(13) 0.37465(15) 0.0533(7) Uani 1 1 d . . . . .
H25 H 0.9529 -0.2152 0.4205 0.064 Uiso 1 1 calc R U . . .
C35 C 0.9142(2) -0.11768(12) 0.35442(13) 0.0416(5) Uani 1 1 d . . . . .
H24 H 0.9859 -0.0915 0.3863 0.050 Uiso 1 1 calc R U . . .
C16 C 0.56132(17) 0.08114(11) 0.23225(12) 0.0290(4) Uani 1 1 d . . . . .
C21 C 0.5066(2) 0.11232(12) 0.28776(14) 0.0385(5) Uani 1 1 d . . . . .
H13 H 0.5519 0.1476 0.3275 0.046 Uiso 1 1 calc R U . . .
C20 C 0.3885(2) 0.09286(14) 0.28594(17) 0.0512(7) Uani 1 1 d . . . . .
H12 H 0.3526 0.1156 0.3234 0.061 Uiso 1 1 calc R U . . .
C19 C 0.3224(2) 0.04047(15) 0.22984(19) 0.0562(7) Uani 1 1 d . . . . .
H11 H 0.2402 0.0279 0.2277 0.067 Uiso 1 1 calc R U . . .
C18 C 0.3759(2) 0.00633(13) 0.17675(17) 0.0497(6) Uani 1 1 d . . . . .
H10 H 0.3316 -0.0310 0.1392 0.060 Uiso 1 1 calc R U . . .
C17 C 0.49492(18) 0.02666(11) 0.17835(14) 0.0344(5) Uani 1 1 d . . . . .
H9 H 0.5313 0.0027 0.1418 0.041 Uiso 1 1 calc R U . . .
C7 C 1.0302(2) 0.23915(14) 0.32191(16) 0.0485(6) Uani 1 1 d . . . . .
H1 H 1.0328 0.2860 0.2955 0.058 Uiso 1 1 calc R U . . .
B1 B 0.8003(2) 0.07204(12) 0.31261(13) 0.0272(5) Uani 1 1 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
N1 C5 1.352(3) . ?
N1 C6 1.359(3) . ?
N1 B1 1.633(3) . ?
C31 C32 1.376(3) . ?
C31 C30 1.381(3) . ?
C31 H21 0.9500 . ?
C30 C29 1.379(3) . ?
C30 H20 0.9500 . ?
C29 C28 1.384(3) . ?
C29 H19 0.9500 . ?
C28 C33 1.388(3) . ?
C28 C2 1.484(3) . ?
C2 C3 1.344(3) . ?
C2 C1 1.515(3) . ?
C1 C34 1.509(3) . ?
C1 B1 1.682(3) . ?
C1 H34 1.0000 . ?
C40 C41 1.393(3) . ?
C40 C45 1.409(3) . ?
C40 B1 1.614(3) . ?
C45 C44 1.379(3) . ?
C45 H33 0.9500 . ?
C44 C43 1.385(3) . ?
C44 H32 0.9500 . ?
C43 C42 1.383(3) . ?
C43 H31 0.9500 . ?
C8 C7 1.368(4) . ?
C8 C9 1.383(4) . ?
C8 H2 0.9500 . ?
C9 C5 1.369(3) . ?
C9 H3 0.9500 . ?
C5 H4 0.9500 . ?
C6 C7 1.403(3) . ?
C6 C10 1.470(3) . ?
C10 C11 1.397(3) . ?
C10 C15 1.408(3) . ?
C11 C12 1.403(3) . ?
C11 C4 1.530(3) . ?
C12 C13 1.381(3) . ?
C12 H5 0.9500 . ?
C13 C14 1.370(4) . ?
C13 H6 0.9500 . ?
C14 C15 1.376(4) . ?
C14 H7 0.9500 . ?
C15 H8 0.9500 . ?
C4 C16 1.535(3) . ?
C4 C3 1.538(3) . ?
C4 B1 1.670(3) . ?
C3 C22 1.490(3) . ?
C22 C27 1.388(3) . ?
C22 C23 1.398(3) . ?
C27 C26 1.390(3) . ?
C27 H18 0.9500 . ?
C26 C25 1.383(3) . ?
C26 H17 0.9500 . ?
C25 C24 1.377(3) . ?
C25 H16 0.9500 . ?
C24 C23 1.381(3) . ?
C24 H15 0.9500 . ?
C23 H14 0.9500 . ?
C32 C33 1.387(3) . ?
C32 H22 0.9500 . ?
C33 H23 0.9500 . ?
C41 C42 1.385(3) . ?
C41 H29 0.9500 . ?
C42 H30 0.9500 . ?
C34 C39 1.388(3) . ?
C34 C35 1.395(3) . ?
C39 C38 1.387(3) . ?
C39 H28 0.9500 . ?
C38 C37 1.377(3) . ?
C38 H27 0.9500 . ?
C37 C36 1.381(3) . ?
C37 H26 0.9500 . ?
C36 C35 1.390(3) . ?
C36 H25 0.9500 . ?
C35 H24 0.9500 . ?
C16 C17 1.386(3) . ?
C16 C21 1.400(3) . ?
C21 C20 1.379(3) . ?
C21 H13 0.9500 . ?
C20 C19 1.379(4) . ?
C20 H12 0.9500 . ?
C19 C18 1.380(4) . ?
C19 H11 0.9500 . ?
C18 C17 1.393(3) . ?
C18 H10 0.9500 . ?
C17 H9 0.9500 . ?
C7 H1 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 C6 119.01(18) . . ?
C5 N1 B1 115.78(16) . . ?
C6 N1 B1 125.17(17) . . ?
C32 C31 C30 119.19(19) . . ?
C32 C31 H21 120.4 . . ?
C30 C31 H21 120.4 . . ?
C29 C30 C31 120.27(19) . . ?
C29 C30 H20 119.9 . . ?
C31 C30 H20 119.9 . . ?
C30 C29 C28 121.47(19) . . ?
C30 C29 H19 119.3 . . ?
C28 C29 H19 119.3 . . ?
C29 C28 C33 117.63(18) . . ?
C29 C28 C2 121.34(17) . . ?
C33 C28 C2 121.01(17) . . ?
C3 C2 C28 124.98(17) . . ?
C3 C2 C1 115.17(16) . . ?
C28 C2 C1 119.85(16) . . ?
C34 C1 C2 114.70(15) . . ?
C34 C1 B1 121.15(16) . . ?
C2 C1 B1 102.20(14) . . ?
C34 C1 H34 105.9 . . ?
C2 C1 H34 105.9 . . ?
B1 C1 H34 105.9 . . ?
C41 C40 C45 115.56(18) . . ?
C41 C40 B1 122.46(18) . . ?
C45 C40 B1 121.58(17) . . ?
C44 C45 C40 122.0(2) . . ?
C44 C45 H33 119.0 . . ?
C40 C45 H33 119.0 . . ?
C45 C44 C43 120.7(2) . . ?
C45 C44 H32 119.7 . . ?
C43 C44 H32 119.7 . . ?
C42 C43 C44 118.8(2) . . ?
C42 C43 H31 120.6 . . ?
C44 C43 H31 120.6 . . ?
C7 C8 C9 119.4(2) . . ?
C7 C8 H2 120.3 . . ?
C9 C8 H2 120.3 . . ?
C5 C9 C8 117.7(2) . . ?
C5 C9 H3 121.1 . . ?
C8 C9 H3 121.1 . . ?
N1 C5 C9 123.7(2) . . ?
N1 C5 H4 118.2 . . ?
C9 C5 H4 118.2 . . ?
N1 C6 C7 118.6(2) . . ?
N1 C6 C10 119.47(18) . . ?
C7 C6 C10 121.8(2) . . ?
C11 C10 C15 119.4(2) . . ?
C11 C10 C6 122.62(18) . . ?
C15 C10 C6 117.8(2) . . ?
C10 C11 C12 118.03(19) . . ?
C10 C11 C4 121.01(18) . . ?
C12 C11 C4 120.74(18) . . ?
C13 C12 C11 121.5(2) . . ?
C13 C12 H5 119.2 . . ?
C11 C12 H5 119.2 . . ?
C14 C13 C12 120.2(2) . . ?
C14 C13 H6 119.9 . . ?
C12 C13 H6 119.9 . . ?
C13 C14 C15 119.8(2) . . ?
C13 C14 H7 120.1 . . ?
C15 C14 H7 120.1 . . ?
C14 C15 C10 121.0(2) . . ?
C14 C15 H8 119.5 . . ?
C10 C15 H8 119.5 . . ?
C11 C4 C16 109.17(16) . . ?
C11 C4 C3 108.12(15) . . ?
C16 C4 C3 112.40(15) . . ?
C11 C4 B1 114.26(15) . . ?
C16 C4 B1 111.10(15) . . ?
C3 C4 B1 101.64(14) . . ?
C2 C3 C22 123.75(17) . . ?
C2 C3 C4 113.82(16) . . ?
C22 C3 C4 122.18(15) . . ?
C27 C22 C23 117.34(18) . . ?
C27 C22 C3 123.87(18) . . ?
C23 C22 C3 118.73(17) . . ?
C22 C27 C26 121.1(2) . . ?
C22 C27 H18 119.4 . . ?
C26 C27 H18 119.4 . . ?
C25 C26 C27 120.4(2) . . ?
C25 C26 H17 119.8 . . ?
C27 C26 H17 119.8 . . ?
C24 C25 C26 119.2(2) . . ?
C24 C25 H16 120.4 . . ?
C26 C25 H16 120.4 . . ?
C25 C24 C23 120.3(2) . . ?
C25 C24 H15 119.9 . . ?
C23 C24 H15 119.9 . . ?
C24 C23 C22 121.6(2) . . ?
C24 C23 H14 119.2 . . ?
C22 C23 H14 119.2 . . ?
C31 C32 C33 120.3(2) . . ?
C31 C32 H22 119.9 . . ?
C33 C32 H22 119.9 . . ?
C32 C33 C28 121.13(19) . . ?
C32 C33 H23 119.4 . . ?
C28 C33 H23 119.4 . . ?
C42 C41 C40 122.9(2) . . ?
C42 C41 H29 118.5 . . ?
C40 C41 H29 118.5 . . ?
C43 C42 C41 120.0(2) . . ?
C43 C42 H30 120.0 . . ?
C41 C42 H30 120.0 . . ?
C39 C34 C35 117.09(18) . . ?
C39 C34 C1 123.00(17) . . ?
C35 C34 C1 119.91(17) . . ?
C38 C39 C34 121.67(19) . . ?
C38 C39 H28 119.2 . . ?
C34 C39 H28 119.2 . . ?
C37 C38 C39 120.6(2) . . ?
C37 C38 H27 119.7 . . ?
C39 C38 H27 119.7 . . ?
C38 C37 C36 118.8(2) . . ?
C38 C37 H26 120.6 . . ?
C36 C37 H26 120.6 . . ?
C37 C36 C35 120.6(2) . . ?
C37 C36 H25 119.7 . . ?
C35 C36 H25 119.7 . . ?
C36 C35 C34 121.3(2) . . ?
C36 C35 H24 119.4 . . ?
C34 C35 H24 119.4 . . ?
C17 C16 C21 117.45(19) . . ?
C17 C16 C4 123.36(18) . . ?
C21 C16 C4 119.19(18) . . ?
C20 C21 C16 121.4(2) . . ?
C20 C21 H13 119.3 . . ?
C16 C21 H13 119.3 . . ?
C21 C20 C19 120.1(2) . . ?
C21 C20 H12 120.0 . . ?
C19 C20 H12 120.0 . . ?
C20 C19 C18 119.8(2) . . ?
C20 C19 H11 120.1 . . ?
C18 C19 H11 120.1 . . ?
C19 C18 C17 119.9(2) . . ?
C19 C18 H10 120.1 . . ?
C17 C18 H10 120.1 . . ?
C16 C17 C18 121.3(2) . . ?
C16 C17 H9 119.4 . . ?
C18 C17 H9 119.4 . . ?
C8 C7 C6 121.0(2) . . ?
C8 C7 H1 119.5 . . ?
C6 C7 H1 119.5 . . ?
C40 B1 N1 106.98(15) . . ?
C40 B1 C4 115.92(16) . . ?
N1 B1 C4 108.27(15) . . ?
C40 B1 C1 119.39(16) . . ?
N1 B1 C1 102.70(15) . . ?
C4 B1 C1 102.46(15) . . ?

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
C32 C31 C30 C29 1.3(3) . . . . ?
C31 C30 C29 C28 -2.2(3) . . . . ?
C30 C29 C28 C33 1.1(3) . . . . ?
C30 C29 C28 C2 179.41(19) . . . . ?
C29 C28 C2 C3 126.5(2) . . . . ?
C33 C28 C2 C3 -55.3(3) . . . . ?
C29 C28 C2 C1 -53.0(2) . . . . ?
C33 C28 C2 C1 125.2(2) . . . . ?
C3 C2 C1 C34 124.27(18) . . . . ?
C28 C2 C1 C34 -56.2(2) . . . . ?
C3 C2 C1 B1 -8.7(2) . . . . ?
C28 C2 C1 B1 170.79(16) . . . . ?
C41 C40 C45 C44 0.1(3) . . . . ?
B1 C40 C45 C44 -172.78(19) . . . . ?
C40 C45 C44 C43 -0.2(3) . . . . ?
C45 C44 C43 C42 0.4(4) . . . . ?
C7 C8 C9 C5 3.8(4) . . . . ?
C6 N1 C5 C9 -3.6(3) . . . . ?
B1 N1 C5 C9 174.1(2) . . . . ?
C8 C9 C5 N1 -2.5(4) . . . . ?
C5 N1 C6 C7 8.0(3) . . . . ?
B1 N1 C6 C7 -169.44(19) . . . . ?
C5 N1 C6 C10 -168.36(18) . . . . ?
B1 N1 C6 C10 14.2(3) . . . . ?
N1 C6 C10 C11 -15.9(3) . . . . ?
C7 C6 C10 C11 167.8(2) . . . . ?
N1 C6 C10 C15 160.31(18) . . . . ?
C7 C6 C10 C15 -16.0(3) . . . . ?
C15 C10 C11 C12 1.0(3) . . . . ?
C6 C10 C11 C12 177.20(18) . . . . ?
C15 C10 C11 C4 175.72(18) . . . . ?
C6 C10 C11 C4 -8.1(3) . . . . ?
C10 C11 C12 C13 -0.7(3) . . . . ?
C4 C11 C12 C13 -175.41(19) . . . . ?
C11 C12 C13 C14 0.0(3) . . . . ?
C12 C13 C14 C15 0.4(3) . . . . ?
C13 C14 C15 C10 0.0(3) . . . . ?
C11 C10 C15 C14 -0.7(3) . . . . ?
C6 C10 C15 C14 -177.05(19) . . . . ?
C10 C11 C4 C16 155.91(17) . . . . ?
C12 C11 C4 C16 -29.5(2) . . . . ?
C10 C11 C4 C3 -81.5(2) . . . . ?
C12 C11 C4 C3 93.0(2) . . . . ?
C10 C11 C4 B1 30.8(2) . . . . ?
C12 C11 C4 B1 -154.61(17) . . . . ?
C28 C2 C3 C22 -11.2(3) . . . . ?
C1 C2 C3 C22 168.32(16) . . . . ?
C28 C2 C3 C4 174.52(16) . . . . ?
C1 C2 C3 C4 -6.0(2) . . . . ?
C11 C4 C3 C2 138.26(17) . . . . ?
C16 C4 C3 C2 -101.17(18) . . . . ?
B1 C4 C3 C2 17.7(2) . . . . ?
C11 C4 C3 C22 -36.1(2) . . . . ?
C16 C4 C3 C22 84.4(2) . . . . ?
B1 C4 C3 C22 -156.73(16) . . . . ?
C2 C3 C22 C27 127.5(2) . . . . ?
C4 C3 C22 C27 -58.7(3) . . . . ?
C2 C3 C22 C23 -55.5(3) . . . . ?
C4 C3 C22 C23 118.38(19) . . . . ?
C23 C22 C27 C26 2.1(3) . . . . ?
C3 C22 C27 C26 179.17(19) . . . . ?
C22 C27 C26 C25 -1.1(3) . . . . ?
C27 C26 C25 C24 -0.5(3) . . . . ?
C26 C25 C24 C23 1.0(3) . . . . ?
C25 C24 C23 C22 0.0(3) . . . . ?
C27 C22 C23 C24 -1.6(3) . . . . ?
C3 C22 C23 C24 -178.81(18) . . . . ?
C30 C31 C32 C33 0.5(3) . . . . ?
C31 C32 C33 C28 -1.5(3) . . . . ?
C29 C28 C33 C32 0.7(3) . . . . ?
C2 C28 C33 C32 -177.59(19) . . . . ?
C45 C40 C41 C42 -0.2(3) . . . . ?
B1 C40 C41 C42 172.6(2) . . . . ?
C44 C43 C42 C41 -0.5(4) . . . . ?
C40 C41 C42 C43 0.5(4) . . . . ?
C2 C1 C34 C39 -32.2(3) . . . . ?
B1 C1 C34 C39 91.1(2) . . . . ?
C2 C1 C34 C35 148.08(19) . . . . ?
B1 C1 C34 C35 -88.6(2) . . . . ?
C35 C34 C39 C38 0.6(3) . . . . ?
C1 C34 C39 C38 -179.15(19) . . . . ?
C34 C39 C38 C37 -0.2(3) . . . . ?
C39 C38 C37 C36 0.2(4) . . . . ?
C38 C37 C36 C35 -0.5(4) . . . . ?
C37 C36 C35 C34 0.9(4) . . . . ?
C39 C34 C35 C36 -0.9(3) . . . . ?
C1 C34 C35 C36 178.8(2) . . . . ?
C11 C4 C16 C17 128.95(19) . . . . ?
C3 C4 C16 C17 9.0(3) . . . . ?
B1 C4 C16 C17 -104.1(2) . . . . ?
C11 C4 C16 C21 -50.6(2) . . . . ?
C3 C4 C16 C21 -170.56(17) . . . . ?
B1 C4 C16 C21 76.3(2) . . . . ?
C17 C16 C21 C20 -3.6(3) . . . . ?
C4 C16 C21 C20 175.97(18) . . . . ?
C16 C21 C20 C19 1.4(3) . . . . ?
C21 C20 C19 C18 1.5(4) . . . . ?
C20 C19 C18 C17 -2.0(4) . . . . ?
C21 C16 C17 C18 3.0(3) . . . . ?
C4 C16 C17 C18 -176.51(19) . . . . ?
C19 C18 C17 C16 -0.3(3) . . . . ?
C9 C8 C7 C6 0.8(4) . . . . ?
N1 C6 C7 C8 -6.8(3) . . . . ?
C10 C6 C7 C8 169.5(2) . . . . ?
C41 C40 B1 N1 24.7(2) . . . . ?
C45 C40 B1 N1 -162.96(17) . . . . ?
C41 C40 B1 C4 -96.2(2) . . . . ?
C45 C40 B1 C4 76.2(2) . . . . ?
C41 C40 B1 C1 140.50(19) . . . . ?
C45 C40 B1 C1 -47.1(3) . . . . ?
C5 N1 B1 C40 65.2(2) . . . . ?
C6 N1 B1 C40 -117.29(19) . . . . ?
C5 N1 B1 C4 -169.24(16) . . . . ?
C6 N1 B1 C4 8.3(2) . . . . ?
C5 N1 B1 C1 -61.3(2) . . . . ?
C6 N1 B1 C1 116.21(19) . . . . ?
C11 C4 B1 C40 91.2(2) . . . . ?
C16 C4 B1 C40 -32.8(2) . . . . ?
C3 C4 B1 C40 -152.58(16) . . . . ?
C11 C4 B1 N1 -28.9(2) . . . . ?
C16 C4 B1 N1 -152.97(15) . . . . ?
C3 C4 B1 N1 87.26(16) . . . . ?
C11 C4 B1 C1 -136.98(16) . . . . ?
C16 C4 B1 C1 98.96(17) . . . . ?
C3 C4 B1 C1 -20.80(17) . . . . ?
C34 C1 B1 C40 18.6(3) . . . . ?
C2 C1 B1 C40 147.72(17) . . . . ?
C34 C1 B1 N1 136.71(17) . . . . ?
C2 C1 B1 N1 -94.21(16) . . . . ?
C34 C1 B1 C4 -111.02(18) . . . . ?
C2 C1 B1 C4 18.05(17) . . . . ?

_refine_diff_density_max         0.323
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.096

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_syn-4
_database_code_depnum_ccdc_archive 'CCDC 1558292'
_audit_update_record             
;
2017-06-24 deposited with the CCDC.
2017-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        syn-4
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H33 B N2'
_chemical_formula_weight         600.53

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'
N N 0.0061 0.0033 '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'

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

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

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

_cell_length_a                   11.3303(5)
_cell_length_b                   17.6684(7)
_cell_length_c                   17.0803(6)
_cell_angle_alpha                90
_cell_angle_beta                 107.431(2)
_cell_angle_gamma                90
_cell_volume                     3262.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9960
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      27.42

_exptl_crystal_description       Blocks
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.336
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.070
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            59119
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.243
_diffrn_reflns_theta_max         26.732
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6926
_reflns_number_gt                5681
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0660P)²+0.9105P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6926
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1341
_refine_ls_wR_factor_gt          0.1202
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N 0.30075(15) 0.31020(7) 0.25219(8) 0.0434(3) Uani 1 1 d . . . . .
N1 N 0.41594(11) 0.12893(7) 0.33675(7) 0.0293(3) Uani 1 1 d . . . . .
C25 C 0.17782(17) 0.03721(11) 0.53582(10) 0.0470(4) Uani 1 1 d . . . . .
H13 H 0.1490 0.0311 0.5823 0.056 Uiso 1 1 calc R U . . .
C24 C 0.14503(16) -0.01428(9) 0.47190(10) 0.0401(4) Uani 1 1 d . . . . .
H31 H 0.0935 -0.0560 0.4745 0.048 Uiso 1 1 calc R U . . .
C6 C 0.18696(14) -0.00529(8) 0.40432(9) 0.0330(3) Uani 1 1 d . . . . .
H30 H 0.1635 -0.0414 0.3612 0.040 Uiso 1 1 calc R U . . .
C5 C 0.26311(13) 0.05547(8) 0.39721(8) 0.0281(3) Uani 1 1 d . . . . .
C4 C 0.18669(13) 0.10637(7) 0.23533(8) 0.0259(3) Uani 1 1 d . . . . .
C3 C 0.22440(12) 0.07656(7) 0.16144(8) 0.0244(3) Uani 1 1 d . . . . .
C7 C 0.18419(13) 0.11576(8) 0.08025(8) 0.0273(3) Uani 1 1 d . . . . .
C8 C 0.27461(15) 0.14622(8) 0.04928(9) 0.0355(3) Uani 1 1 d . . . . .
H24 H 0.3594 0.1407 0.0795 0.043 Uiso 1 1 calc R U . . .
C9 C 0.24253(18) 0.18458(9) -0.02528(11) 0.0453(4) Uani 1 1 d . . . . .
H25 H 0.3053 0.2048 -0.0456 0.054 Uiso 1 1 calc R U . . .
C10 C 0.12015(19) 0.19330(10) -0.06962(10) 0.0476(4) Uani 1 1 d . . . . .
H2 H 0.0983 0.2188 -0.1209 0.057 Uiso 1 1 calc R U . . .
C11 C 0.1973(2) 0.34637(9) 0.21419(10) 0.0480(5) Uani 1 1 d . . . . .
H3 H 0.2010 0.3996 0.2075 0.058 Uiso 1 1 calc R U . . .
C12 C 0.29425(15) 0.23432(8) 0.26107(9) 0.0337(3) Uani 1 1 d . . . . .
C13 C 0.41331(15) 0.20060(8) 0.30777(9) 0.0339(3) Uani 1 1 d . . . . .
C14 C 0.52288(14) 0.10262(9) 0.38908(9) 0.0358(3) Uani 1 1 d . . . . .
H4 H 0.5238 0.0532 0.4110 0.043 Uiso 1 1 calc R U . . .
C15 C 0.63028(16) 0.14439(10) 0.41182(11) 0.0465(4) Uani 1 1 d . . . . .
H7 H 0.7033 0.1247 0.4496 0.056 Uiso 1 1 calc R U . . .
C16 C 0.62952(18) 0.21560(11) 0.37845(13) 0.0539(5) Uani 1 1 d . . . . .
H6 H 0.7032 0.2449 0.3913 0.065 Uiso 1 1 calc R U . . .
C17 C 0.52214(17) 0.24358(10) 0.32686(12) 0.0485(4) Uani 1 1 d . . . . .
H5 H 0.5211 0.2926 0.3037 0.058 Uiso 1 1 calc R U . . .
C18 C 0.05902(13) 0.07837(8) 0.23574(9) 0.0298(3) Uani 1 1 d . . . . .
C19 C -0.00667(14) 0.02263(9) 0.18316(10) 0.0347(3) Uani 1 1 d . . . . .
H12 H 0.0297 -0.0018 0.1465 0.042 Uiso 1 1 calc R U . . .
C20 C -0.12502(16) 0.00221(10) 0.18350(12) 0.0489(4) Uani 1 1 d . . . . .
H11 H -0.1687 -0.0361 0.1473 0.059 Uiso 1 1 calc R U . . .
C21 C -0.17952(16) 0.03741(12) 0.23615(14) 0.0557(5) Uani 1 1 d . . . . .
H8 H -0.2618 0.0249 0.2345 0.067 Uiso 1 1 calc R U . . .
C22 C -0.11468(17) 0.09042(11) 0.29073(12) 0.0496(5) Uani 1 1 d . . . . .
H10 H -0.1509 0.1134 0.3283 0.060 Uiso 1 1 calc R U . . .
C23 C 0.00356(15) 0.11052(9) 0.29119(10) 0.0382(4) Uani 1 1 d . . . . .
H9 H 0.0481 0.1468 0.3298 0.046 Uiso 1 1 calc R U . . .
C2 C 0.30389(12) 0.01819(7) 0.17926(8) 0.0239(3) Uani 1 1 d . . . . .
C1 C 0.35062(13) -0.00239(7) 0.26948(8) 0.0253(3) Uani 1 1 d . . . . .
H1 H 0.4426 0.0031 0.2857 0.030 Uiso 1 1 calc R U . . .
C26 C 0.32598(13) -0.08354(8) 0.28861(8) 0.0278(3) Uani 1 1 d . . . . .
C27 C 0.22647(14) -0.12526(8) 0.24068(9) 0.0308(3) Uani 1 1 d . . . . .
H18 H 0.1708 -0.1025 0.1936 0.037 Uiso 1 1 calc R U . . .
C28 C 0.20678(16) -0.19956(9) 0.26022(10) 0.0378(4) Uani 1 1 d . . . . .
H17 H 0.1379 -0.2268 0.2265 0.045 Uiso 1 1 calc R U . . .
C29 C 0.28595(19) -0.23422(9) 0.32784(11) 0.0484(4) Uani 1 1 d . . . . .
H14 H 0.2727 -0.2852 0.3409 0.058 Uiso 1 1 calc R U . . .
C30 C 0.3852(2) -0.19356(10) 0.37642(11) 0.0562(5) Uani 1 1 d . . . . .
H15 H 0.4400 -0.2165 0.4238 0.067 Uiso 1 1 calc R U . . .
C31 C 0.40526(17) -0.11948(9) 0.35652(10) 0.0442(4) Uani 1 1 d . . . . .
H16 H 0.4748 -0.0927 0.3901 0.053 Uiso 1 1 calc R U . . .
C32 C 0.34728(13) -0.02492(7) 0.11844(8) 0.0253(3) Uani 1 1 d . . . . .
C33 C 0.26501(14) -0.05078(9) 0.04568(9) 0.0346(3) Uani 1 1 d . . . . .
H23 H 0.1794 -0.0395 0.0338 0.042 Uiso 1 1 calc R U . . .
C34 C 0.30563(16) -0.09280(9) -0.00999(9) 0.0405(4) Uani 1 1 d . . . . .
H22 H 0.2476 -0.1111 -0.0588 0.049 Uiso 1 1 calc R U . . .
C35 C 0.42933(16) -0.10797(9) 0.00526(10) 0.0403(4) Uani 1 1 d . . . . .
H19 H 0.4574 -0.1358 -0.0333 0.048 Uiso 1 1 calc R U . . .
C36 C 0.51234(16) -0.08253(11) 0.07700(12) 0.0483(4) Uani 1 1 d . . . . .
H21 H 0.5981 -0.0924 0.0877 0.058 Uiso 1 1 calc R U . . .
C37 C 0.47124(14) -0.04258(9) 0.13361(10) 0.0394(4) Uani 1 1 d . . . . .
H20 H 0.5291 -0.0270 0.1837 0.047 Uiso 1 1 calc R U . . .
C38 C 0.06116(15) 0.12654(9) 0.03534(9) 0.0360(3) Uani 1 1 d . . . . .
H27 H -0.0022 0.1075 0.0559 0.043 Uiso 1 1 calc R U . . .
C39 C 0.02926(18) 0.16485(10) -0.03926(10) 0.0454(4) Uani 1 1 d . . . . .
H26 H -0.0554 0.1714 -0.0694 0.054 Uiso 1 1 calc R U . . .
C40 C 0.18583(14) 0.19263(8) 0.23171(8) 0.0299(3) Uani 1 1 d . . . . .
C41 C 0.07880(16) 0.23381(9) 0.19231(9) 0.0384(4) Uani 1 1 d . . . . .
H28 H 0.0019 0.2083 0.1714 0.046 Uiso 1 1 calc R U . . .
C42 C 0.08458(19) 0.31118(10) 0.18378(10) 0.0468(4) Uani 1 1 d . . . . .
H29 H 0.0123 0.3395 0.1575 0.056 Uiso 1 1 calc R U . . .
C43 C 0.25289(18) 0.09752(11) 0.53133(10) 0.0482(4) Uani 1 1 d . . . . .
H32 H 0.2763 0.1332 0.5749 0.058 Uiso 1 1 calc R U . . .
C44 C 0.29425(15) 0.10611(9) 0.46302(9) 0.0369(3) Uani 1 1 d . . . . .
H33 H 0.3457 0.1481 0.4610 0.044 Uiso 1 1 calc R U . . .
B1 B 0.29917(14) 0.06977(9) 0.31384(9) 0.0259(3) Uani 1 1 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
N2 C11 1.322(2) . ?
N2 C12 1.3538(19) . ?
N1 C14 1.3543(19) . ?
N1 C13 1.3567(19) . ?
N1 B1 1.6388(19) . ?
C25 C43 1.380(3) . ?
C25 C24 1.384(2) . ?
C25 H13 0.9500 . ?
C24 C6 1.383(2) . ?
C24 H31 0.9500 . ?
C6 C5 1.405(2) . ?
C6 H30 0.9500 . ?
C5 C44 1.397(2) . ?
C5 B1 1.615(2) . ?
C4 C40 1.5251(18) . ?
C4 C18 1.5309(19) . ?
C4 C3 1.5414(18) . ?
C4 B1 1.678(2) . ?
C3 C2 1.3429(19) . ?
C3 C7 1.4939(18) . ?
C7 C38 1.388(2) . ?
C7 C8 1.394(2) . ?
C8 C9 1.391(2) . ?
C8 H24 0.9500 . ?
C9 C10 1.375(3) . ?
C9 H25 0.9500 . ?
C10 C39 1.379(3) . ?
C10 H2 0.9500 . ?
C11 C42 1.375(3) . ?
C11 H3 0.9500 . ?
C12 C40 1.391(2) . ?
C12 C13 1.472(2) . ?
C13 C17 1.401(2) . ?
C14 C15 1.376(2) . ?
C14 H4 0.9500 . ?
C15 C16 1.380(3) . ?
C15 H7 0.9500 . ?
C16 C17 1.363(3) . ?
C16 H6 0.9500 . ?
C17 H5 0.9500 . ?
C18 C19 1.389(2) . ?
C18 C23 1.404(2) . ?
C19 C20 1.390(2) . ?
C19 H12 0.9500 . ?
C20 C21 1.382(3) . ?
C20 H11 0.9500 . ?
C21 C22 1.370(3) . ?
C21 H8 0.9500 . ?
C22 C23 1.384(2) . ?
C22 H10 0.9500 . ?
C23 H9 0.9500 . ?
C2 C32 1.4855(18) . ?
C2 C1 1.5159(18) . ?
C1 C26 1.5151(19) . ?
C1 B1 1.675(2) . ?
C1 H1 1.0000 . ?
C26 C31 1.390(2) . ?
C26 C27 1.390(2) . ?
C27 C28 1.389(2) . ?
C27 H18 0.9500 . ?
C28 C29 1.376(2) . ?
C28 H17 0.9500 . ?
C29 C30 1.382(3) . ?
C29 H14 0.9500 . ?
C30 C31 1.388(2) . ?
C30 H15 0.9500 . ?
C31 H16 0.9500 . ?
C32 C37 1.385(2) . ?
C32 C33 1.389(2) . ?
C33 C34 1.389(2) . ?
C33 H23 0.9500 . ?
C34 C35 1.373(2) . ?
C34 H22 0.9500 . ?
C35 C36 1.377(2) . ?
C35 H19 0.9500 . ?
C36 C37 1.386(2) . ?
C36 H21 0.9500 . ?
C37 H20 0.9500 . ?
C38 C39 1.392(2) . ?
C38 H27 0.9500 . ?
C39 H26 0.9500 . ?
C40 C41 1.401(2) . ?
C41 C42 1.378(2) . ?
C41 H28 0.9500 . ?
C42 H29 0.9500 . ?
C43 C44 1.390(2) . ?
C43 H32 0.9500 . ?
C44 H33 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 N2 C12 117.63(16) . . ?
C14 N1 C13 118.59(13) . . ?
C14 N1 B1 115.94(12) . . ?
C13 N1 B1 125.47(12) . . ?
C43 C25 C24 119.22(15) . . ?
C43 C25 H13 120.4 . . ?
C24 C25 H13 120.4 . . ?
C6 C24 C25 120.33(15) . . ?
C6 C24 H31 119.8 . . ?
C25 C24 H31 119.8 . . ?
C24 C6 C5 122.23(14) . . ?
C24 C6 H30 118.9 . . ?
C5 C6 H30 118.9 . . ?
C44 C5 C6 115.69(13) . . ?
C44 C5 B1 122.67(13) . . ?
C6 C5 B1 121.33(12) . . ?
C40 C4 C18 109.18(11) . . ?
C40 C4 C3 107.95(11) . . ?
C18 C4 C3 112.79(11) . . ?
C40 C4 B1 114.30(11) . . ?
C18 C4 B1 111.36(11) . . ?
C3 C4 B1 101.08(10) . . ?
C2 C3 C7 124.33(12) . . ?
C2 C3 C4 114.10(11) . . ?
C7 C3 C4 121.29(11) . . ?
C38 C7 C8 117.89(13) . . ?
C38 C7 C3 123.58(13) . . ?
C8 C7 C3 118.47(13) . . ?
C9 C8 C7 121.00(15) . . ?
C9 C8 H24 119.5 . . ?
C7 C8 H24 119.5 . . ?
C10 C9 C8 120.17(16) . . ?
C10 C9 H25 119.9 . . ?
C8 C9 H25 119.9 . . ?
C9 C10 C39 119.70(15) . . ?
C9 C10 H2 120.2 . . ?
C39 C10 H2 120.2 . . ?
N2 C11 C42 123.61(15) . . ?
N2 C11 H3 118.2 . . ?
C42 C11 H3 118.2 . . ?
N2 C12 C40 123.78(15) . . ?
N2 C12 C13 112.94(14) . . ?
C40 C12 C13 123.25(13) . . ?
N1 C13 C17 119.96(15) . . ?
N1 C13 C12 119.47(13) . . ?
C17 C13 C12 120.44(14) . . ?
N1 C14 C15 122.89(15) . . ?
N1 C14 H4 118.6 . . ?
C15 C14 H4 118.6 . . ?
C14 C15 C16 118.47(17) . . ?
C14 C15 H7 120.8 . . ?
C16 C15 H7 120.8 . . ?
C17 C16 C15 119.44(16) . . ?
C17 C16 H6 120.3 . . ?
C15 C16 H6 120.3 . . ?
C16 C17 C13 120.44(16) . . ?
C16 C17 H5 119.8 . . ?
C13 C17 H5 119.8 . . ?
C19 C18 C23 117.48(14) . . ?
C19 C18 C4 123.38(13) . . ?
C23 C18 C4 119.13(14) . . ?
C18 C19 C20 120.79(16) . . ?
C18 C19 H12 119.6 . . ?
C20 C19 H12 119.6 . . ?
C21 C20 C19 120.37(18) . . ?
C21 C20 H11 119.8 . . ?
C19 C20 H11 119.8 . . ?
C22 C21 C20 119.84(16) . . ?
C22 C21 H8 120.1 . . ?
C20 C21 H8 120.1 . . ?
C21 C22 C23 120.03(18) . . ?
C21 C22 H10 120.0 . . ?
C23 C22 H10 120.0 . . ?
C22 C23 C18 121.37(17) . . ?
C22 C23 H9 119.3 . . ?
C18 C23 H9 119.3 . . ?
C3 C2 C32 125.11(12) . . ?
C3 C2 C1 114.89(12) . . ?
C32 C2 C1 119.99(11) . . ?
C26 C1 C2 114.54(11) . . ?
C26 C1 B1 120.75(11) . . ?
C2 C1 B1 102.38(10) . . ?
C26 C1 H1 106.0 . . ?
C2 C1 H1 106.0 . . ?
B1 C1 H1 106.0 . . ?
C31 C26 C27 117.18(13) . . ?
C31 C26 C1 119.84(13) . . ?
C27 C26 C1 122.97(12) . . ?
C28 C27 C26 121.34(13) . . ?
C28 C27 H18 119.3 . . ?
C26 C27 H18 119.3 . . ?
C29 C28 C27 120.74(15) . . ?
C29 C28 H17 119.6 . . ?
C27 C28 H17 119.6 . . ?
C28 C29 C30 118.76(15) . . ?
C28 C29 H14 120.6 . . ?
C30 C29 H14 120.6 . . ?
C29 C30 C31 120.45(15) . . ?
C29 C30 H15 119.8 . . ?
C31 C30 H15 119.8 . . ?
C30 C31 C26 121.52(15) . . ?
C30 C31 H16 119.2 . . ?
C26 C31 H16 119.2 . . ?
C37 C32 C33 117.67(13) . . ?
C37 C32 C2 120.94(12) . . ?
C33 C32 C2 121.37(12) . . ?
C32 C33 C34 121.15(14) . . ?
C32 C33 H23 119.4 . . ?
C34 C33 H23 119.4 . . ?
C35 C34 C33 120.22(15) . . ?
C35 C34 H22 119.9 . . ?
C33 C34 H22 119.9 . . ?
C34 C35 C36 119.42(15) . . ?
C34 C35 H19 120.3 . . ?
C36 C35 H19 120.3 . . ?
C35 C36 C37 120.29(15) . . ?
C35 C36 H21 119.9 . . ?
C37 C36 H21 119.9 . . ?
C32 C37 C36 121.20(15) . . ?
C32 C37 H20 119.4 . . ?
C36 C37 H20 119.4 . . ?
C7 C38 C39 121.00(16) . . ?
C7 C38 H27 119.5 . . ?
C39 C38 H27 119.5 . . ?
C10 C39 C38 120.21(16) . . ?
C10 C39 H26 119.9 . . ?
C38 C39 H26 119.9 . . ?
C12 C40 C41 116.23(14) . . ?
C12 C40 C4 121.36(13) . . ?
C41 C40 C4 122.17(14) . . ?
C42 C41 C40 120.26(17) . . ?
C42 C41 H28 119.9 . . ?
C40 C41 H28 119.9 . . ?
C11 C42 C41 118.48(17) . . ?
C11 C42 H29 120.8 . . ?
C41 C42 H29 120.8 . . ?
C25 C43 C44 119.97(16) . . ?
C25 C43 H32 120.0 . . ?
C44 C43 H32 120.0 . . ?
C43 C44 C5 122.56(15) . . ?
C43 C44 H33 118.7 . . ?
C5 C44 H33 118.7 . . ?
C5 B1 N1 106.78(11) . . ?
C5 B1 C1 119.62(11) . . ?
N1 B1 C1 103.18(11) . . ?
C5 B1 C4 115.65(11) . . ?
N1 B1 C4 108.09(10) . . ?
C1 B1 C4 102.46(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C43 C25 C24 C6 -0.1(3) . . . . ?
C25 C24 C6 C5 -0.2(3) . . . . ?
C24 C6 C5 C44 0.3(2) . . . . ?
C24 C6 C5 B1 -173.48(14) . . . . ?
C40 C4 C3 C2 138.12(13) . . . . ?
C18 C4 C3 C2 -101.17(14) . . . . ?
B1 C4 C3 C2 17.84(14) . . . . ?
C40 C4 C3 C7 -36.03(17) . . . . ?
C18 C4 C3 C7 84.68(15) . . . . ?
B1 C4 C3 C7 -156.31(12) . . . . ?
C2 C3 C7 C38 126.89(16) . . . . ?
C4 C3 C7 C38 -59.58(19) . . . . ?
C2 C3 C7 C8 -56.05(19) . . . . ?
C4 C3 C7 C8 117.48(15) . . . . ?
C38 C7 C8 C9 -1.6(2) . . . . ?
C3 C7 C8 C9 -178.79(14) . . . . ?
C7 C8 C9 C10 0.3(2) . . . . ?
C8 C9 C10 C39 1.0(3) . . . . ?
C12 N2 C11 C42 0.2(2) . . . . ?
C11 N2 C12 C40 0.8(2) . . . . ?
C11 N2 C12 C13 -177.11(13) . . . . ?
C14 N1 C13 C17 5.1(2) . . . . ?
B1 N1 C13 C17 -174.91(14) . . . . ?
C14 N1 C13 C12 -170.84(13) . . . . ?
B1 N1 C13 C12 9.2(2) . . . . ?
N2 C12 C13 N1 165.88(13) . . . . ?
C40 C12 C13 N1 -12.1(2) . . . . ?
N2 C12 C13 C17 -10.0(2) . . . . ?
C40 C12 C13 C17 172.04(14) . . . . ?
C13 N1 C14 C15 -2.4(2) . . . . ?
B1 N1 C14 C15 177.52(14) . . . . ?
N1 C14 C15 C16 -1.4(3) . . . . ?
C14 C15 C16 C17 2.6(3) . . . . ?
C15 C16 C17 C13 0.0(3) . . . . ?
N1 C13 C17 C16 -3.9(3) . . . . ?
C12 C13 C17 C16 171.92(16) . . . . ?
C40 C4 C18 C19 129.88(14) . . . . ?
C3 C4 C18 C19 9.87(18) . . . . ?
B1 C4 C18 C19 -102.97(15) . . . . ?
C40 C4 C18 C23 -49.51(16) . . . . ?
C3 C4 C18 C23 -169.52(12) . . . . ?
B1 C4 C18 C23 77.64(15) . . . . ?
C23 C18 C19 C20 2.7(2) . . . . ?
C4 C18 C19 C20 -176.68(14) . . . . ?
C18 C19 C20 C21 0.2(2) . . . . ?
C19 C20 C21 C22 -2.8(3) . . . . ?
C20 C21 C22 C23 2.2(3) . . . . ?
C21 C22 C23 C18 0.9(2) . . . . ?
C19 C18 C23 C22 -3.3(2) . . . . ?
C4 C18 C23 C22 176.12(13) . . . . ?
C7 C3 C2 C32 -11.1(2) . . . . ?
C4 C3 C2 C32 174.97(12) . . . . ?
C7 C3 C2 C1 168.43(12) . . . . ?
C4 C3 C2 C1 -5.52(17) . . . . ?
C3 C2 C1 C26 122.77(13) . . . . ?
C32 C2 C1 C26 -57.69(17) . . . . ?
C3 C2 C1 B1 -9.74(15) . . . . ?
C32 C2 C1 B1 169.79(11) . . . . ?
C2 C1 C26 C31 151.43(14) . . . . ?
B1 C1 C26 C31 -85.48(18) . . . . ?
C2 C1 C26 C27 -28.24(19) . . . . ?
B1 C1 C26 C27 94.85(16) . . . . ?
C31 C26 C27 C28 0.4(2) . . . . ?
C1 C26 C27 C28 -179.93(14) . . . . ?
C26 C27 C28 C29 -0.2(2) . . . . ?
C27 C28 C29 C30 0.4(3) . . . . ?
C28 C29 C30 C31 -0.9(3) . . . . ?
C29 C30 C31 C26 1.1(3) . . . . ?
C27 C26 C31 C30 -0.9(3) . . . . ?
C1 C26 C31 C30 179.46(17) . . . . ?
C3 C2 C32 C37 134.66(16) . . . . ?
C1 C2 C32 C37 -44.83(19) . . . . ?
C3 C2 C32 C33 -47.2(2) . . . . ?
C1 C2 C32 C33 133.29(14) . . . . ?
C37 C32 C33 C34 -0.1(2) . . . . ?
C2 C32 C33 C34 -178.26(14) . . . . ?
C32 C33 C34 C35 -1.6(3) . . . . ?
C33 C34 C35 C36 1.4(3) . . . . ?
C34 C35 C36 C37 0.6(3) . . . . ?
C33 C32 C37 C36 2.0(2) . . . . ?
C2 C32 C37 C36 -179.76(15) . . . . ?
C35 C36 C37 C32 -2.3(3) . . . . ?
C8 C7 C38 C39 1.6(2) . . . . ?
C3 C7 C38 C39 178.71(14) . . . . ?
C9 C10 C39 C38 -0.9(3) . . . . ?
C7 C38 C39 C10 -0.4(3) . . . . ?
N2 C12 C40 C41 -1.2(2) . . . . ?
C13 C12 C40 C41 176.58(13) . . . . ?
N2 C12 C40 C4 173.29(13) . . . . ?
C13 C12 C40 C4 -9.0(2) . . . . ?
C18 C4 C40 C12 155.24(12) . . . . ?
C3 C4 C40 C12 -81.81(15) . . . . ?
B1 C4 C40 C12 29.78(17) . . . . ?
C18 C4 C40 C41 -30.65(17) . . . . ?
C3 C4 C40 C41 92.30(15) . . . . ?
B1 C4 C40 C41 -156.11(13) . . . . ?
C12 C40 C41 C42 0.5(2) . . . . ?
C4 C40 C41 C42 -173.92(13) . . . . ?
N2 C11 C42 C41 -0.8(3) . . . . ?
C40 C41 C42 C11 0.4(2) . . . . ?
C24 C25 C43 C44 0.2(3) . . . . ?
C25 C43 C44 C5 -0.1(3) . . . . ?
C6 C5 C44 C43 -0.1(2) . . . . ?
B1 C5 C44 C43 173.55(16) . . . . ?
C44 C5 B1 N1 21.90(18) . . . . ?
C6 C5 B1 N1 -164.80(12) . . . . ?
C44 C5 B1 C1 138.35(14) . . . . ?
C6 C5 B1 C1 -48.35(19) . . . . ?
C44 C5 B1 C4 -98.40(16) . . . . ?
C6 C5 B1 C4 74.91(17) . . . . ?
C14 N1 B1 C5 66.07(15) . . . . ?
C13 N1 B1 C5 -113.96(14) . . . . ?
C14 N1 B1 C1 -60.86(14) . . . . ?
C13 N1 B1 C1 119.11(14) . . . . ?
C14 N1 B1 C4 -168.90(11) . . . . ?
C13 N1 B1 C4 11.07(18) . . . . ?
C26 C1 B1 C5 19.84(19) . . . . ?
C2 C1 B1 C5 148.55(12) . . . . ?
C26 C1 B1 N1 138.14(12) . . . . ?
C2 C1 B1 N1 -93.14(11) . . . . ?
C26 C1 B1 C4 -109.62(13) . . . . ?
C2 C1 B1 C4 19.09(13) . . . . ?
C40 C4 B1 C5 90.96(14) . . . . ?
C18 C4 B1 C5 -33.35(16) . . . . ?
C3 C4 B1 C5 -153.38(11) . . . . ?
C40 C4 B1 N1 -28.62(15) . . . . ?
C18 C4 B1 N1 -152.93(11) . . . . ?
C3 C4 B1 N1 87.04(12) . . . . ?
C40 C4 B1 C1 -137.16(11) . . . . ?
C18 C4 B1 C1 98.54(12) . . . . ?
C3 C4 B1 C1 -21.49(12) . . . . ?

_refine_diff_density_max         0.354
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.095

_shelxl_version_number           2013-4

