#------------------------------------------------------------------------------
#$Date: 2022-11-07 07:56:25 +0200 (Mon, 07 Nov 2022) $
#$Revision: 279030 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/74/1567481.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1567481
loop_
_publ_author_name
'He, Shuang'
'Liu, Junjie'
'Yang, Ge'
'Bin, Zhengyang'
'You, Jingsong'
_publ_section_title
;
 Dipole moment engineering enables universal B-N-embedded bipolar hosts
 for OLEDs: an old dog learns a new trick.
;
_journal_issue                   11
_journal_name_full               'Materials horizons'
_journal_page_first              2818
_journal_page_last               2823
_journal_paper_doi               10.1039/d2mh00856d
_journal_volume                  9
_journal_year                    2022
_chemical_formula_moiety         'C48 H30 B N3'
_chemical_formula_sum            'C48 H30 B N3'
_chemical_formula_weight         659.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-03-09
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-03-10 deposited with the CCDC.	2022-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.195(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.234(2)
_cell_length_b                   19.457(3)
_cell_length_c                   12.568(2)
_cell_measurement_reflns_used    6493
_cell_measurement_temperature    151(2)
_cell_measurement_theta_max      27.451
_cell_measurement_theta_min      2.549
_cell_volume                     3425.8(9)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      151.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_unetI/netI     0.0652
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23395
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.508
_diffrn_reflns_theta_min         1.951
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6147
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1442 before and 0.0623 after correction.
The Ratio of minimum to maximum transmission is 0.8244.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_description       block
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         7804
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0503
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0402P)²+1.1992P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1126
_refine_ls_wR_factor_ref         0.1277
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5750
_reflns_number_total             7804
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2mh00856d2.cif
_cod_data_source_block           mo_hs_1473_150k_0ma_a
_cod_depositor_comments
'Adding full bibliography for 1567481--1567482.cif.'
_cod_original_cell_volume        3425.9(9)
_cod_database_code               1567481
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.988
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C50(H50), C3(H3), C6(H6), C7(H7), C10(H10), C11(H11), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C22(H22), C24(H24), C25(H25), C26(H26),
  C27(H27), C31(H31), C32(H32), C33(H33), C34(H34), C37(H37), C38(H38),
 C41(H41), C42(H42), C43(H43), C44(H44), C46(H46), C47(H47), C49(H49)
;
_olex2_submission_special_instructions 'No special instructions were received'
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'
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 0.70557(9) 0.84553(7) 0.65733(11) 0.0242(3) Uani 1 1 d . . . . .
N2 N 0.37390(9) 0.77733(6) 0.35931(11) 0.0209(3) Uani 1 1 d . . . . .
N3 N 0.28620(9) 0.49890(6) 0.26910(12) 0.0252(3) Uani 1 1 d . . . . .
C1 C 0.74194(15) 0.91676(11) 0.97327(17) 0.0426(5) Uani 1 1 d . . . . .
H1 H 0.7535 0.9337 1.0453 0.051 Uiso 1 1 calc R U . . .
C50 C 0.64856(14) 0.91312(10) 0.91610(16) 0.0365(4) Uani 1 1 d . . . . .
H50 H 0.5974 0.9265 0.9509 0.044 Uiso 1 1 calc R U . . .
C3 C 0.62850(12) 0.89057(8) 0.81018(15) 0.0282(4) Uani 1 1 d . . . . .
H3 H 0.5647 0.8885 0.7720 0.034 Uiso 1 1 calc R U . . .
C4 C 0.70497(11) 0.87092(8) 0.76120(14) 0.0241(3) Uani 1 1 d . . . . .
C5 C 0.62339(11) 0.82968(8) 0.57873(13) 0.0230(3) Uani 1 1 d . . . . .
C6 C 0.61872(11) 0.76830(8) 0.52113(13) 0.0239(3) Uani 1 1 d . . . . .
H6 H 0.6714 0.7376 0.5315 0.029 Uiso 1 1 calc R U . . .
C7 C 0.53742(11) 0.75254(8) 0.44931(14) 0.0239(3) Uani 1 1 d . . . . .
H7 H 0.5357 0.7115 0.4080 0.029 Uiso 1 1 calc R U . . .
C8 C 0.45691(11) 0.79506(8) 0.43496(13) 0.0213(3) Uani 1 1 d . . . . .
C9 C 0.35250(11) 0.70716(8) 0.33509(13) 0.0216(3) Uani 1 1 d . . . . .
C10 C 0.38092(11) 0.65632(8) 0.41328(14) 0.0244(3) Uani 1 1 d . . . . .
H10 H 0.4161 0.6690 0.4819 0.029 Uiso 1 1 calc R U . . .
C11 C 0.35868(11) 0.58849(8) 0.39218(14) 0.0257(4) Uani 1 1 d . . . . .
H11 H 0.3785 0.5545 0.4458 0.031 Uiso 1 1 calc R U . . .
C12 C 0.30680(11) 0.56961(8) 0.29161(14) 0.0241(3) Uani 1 1 d . . . . .
C13 C 0.35401(12) 0.44663(8) 0.27982(13) 0.0240(3) Uani 1 1 d . . . . .
C14 C 0.30702(12) 0.38325(8) 0.25737(14) 0.0259(4) Uani 1 1 d . . . . .
C15 C 0.36102(14) 0.32333(9) 0.26161(15) 0.0319(4) Uani 1 1 d . . . . .
H15 H 0.3307 0.2801 0.2457 0.038 Uiso 1 1 calc R U . . .
C16 C 0.45907(14) 0.32750(9) 0.28928(15) 0.0348(4) Uani 1 1 d . . . . .
H16 H 0.4962 0.2867 0.2938 0.042 Uiso 1 1 calc R U . . .
C17 C 0.03648(16) 0.38783(12) 0.2004(3) 0.0681(8) Uani 1 1 d . . . . .
H17 H -0.0196 0.3605 0.1859 0.082 Uiso 1 1 calc R U . . .
C18 C 0.02846(15) 0.45909(12) 0.2073(3) 0.0681(8) Uani 1 1 d . . . . .
H18 H -0.0333 0.4792 0.1975 0.082 Uiso 1 1 calc R U . . .
C19 C 0.10729(13) 0.50118(10) 0.2278(2) 0.0448(5) Uani 1 1 d . . . . .
H19 H 0.1012 0.5497 0.2322 0.054 Uiso 1 1 calc R U . . .
C20 C 0.19599(12) 0.46966(9) 0.24178(15) 0.0288(4) Uani 1 1 d . . . . .
C21 C 0.29432(11) 0.68929(8) 0.23600(13) 0.0220(3) Uani 1 1 d . . . . .
C22 C 0.27402(11) 0.61930(8) 0.21596(14) 0.0234(3) Uani 1 1 d . . . . .
H22 H 0.2369 0.6059 0.1487 0.028 Uiso 1 1 calc R U . . .
C23 C 0.25314(10) 0.74282(8) 0.15838(13) 0.0220(3) Uani 1 1 d . . . . .
C24 C 0.21211(11) 0.72664(9) 0.05138(14) 0.0269(4) Uani 1 1 d . . . . .
H24 H 0.2128 0.6804 0.0272 0.032 Uiso 1 1 calc R U . . .
C25 C 0.17089(12) 0.77681(9) -0.01907(14) 0.0303(4) Uani 1 1 d . . . . .
H25 H 0.1424 0.7650 -0.0909 0.036 Uiso 1 1 calc R U . . .
C26 C 0.17097(12) 0.84492(9) 0.01504(15) 0.0315(4) Uani 1 1 d . . . . .
H26 H 0.1429 0.8797 -0.0334 0.038 Uiso 1 1 calc R U . . .
C27 C 0.21205(11) 0.86154(9) 0.11940(15) 0.0282(4) Uani 1 1 d . . . . .
H27 H 0.2125 0.9083 0.1414 0.034 Uiso 1 1 calc R U . . .
C28 C 0.25342(11) 0.81186(8) 0.19474(14) 0.0231(3) Uani 1 1 d . . . . .
B29 B 0.31132(12) 0.82987(9) 0.30793(16) 0.0227(4) Uani 1 1 d . . . . .
C30 C 0.31139(11) 0.89747(8) 0.37317(14) 0.0228(3) Uani 1 1 d . . . . .
C31 C 0.23460(12) 0.94394(8) 0.35450(15) 0.0280(4) Uani 1 1 d . . . . .
H31 H 0.1848 0.9368 0.2944 0.034 Uiso 1 1 calc R U . . .
C32 C 0.22970(12) 0.99973(8) 0.42121(16) 0.0300(4) Uani 1 1 d . . . . .
H32 H 0.1769 1.0303 0.4072 0.036 Uiso 1 1 calc R U . . .
C33 C 0.30234(12) 1.01095(8) 0.50892(15) 0.0276(4) Uani 1 1 d . . . . .
H33 H 0.2997 1.0497 0.5542 0.033 Uiso 1 1 calc R U . . .
C34 C 0.37820(11) 0.96616(8) 0.53057(14) 0.0248(3) Uani 1 1 d . . . . .
H34 H 0.4274 0.9742 0.5909 0.030 Uiso 1 1 calc R U . . .
C35 C 0.38347(11) 0.90877(8) 0.46437(13) 0.0213(3) Uani 1 1 d . . . . .
C36 C 0.46290(11) 0.85920(8) 0.48755(13) 0.0212(3) Uani 1 1 d . . . . .
C37 C 0.54758(11) 0.87518(8) 0.55922(13) 0.0223(3) Uani 1 1 d . . . . .
H37 H 0.5529 0.9183 0.5952 0.027 Uiso 1 1 calc R U . . .
C38 C 0.81742(14) 0.89591(10) 0.92589(16) 0.0396(5) Uani 1 1 d . . . . .
H38 H 0.8809 0.8974 0.9652 0.047 Uiso 1 1 calc R U . . .
C39 C 0.79923(12) 0.87251(9) 0.81933(15) 0.0287(4) Uani 1 1 d . . . . .
C40 C 0.85954(12) 0.84583(8) 0.74764(15) 0.0287(4) Uani 1 1 d . . . . .
C41 C 0.95809(12) 0.83514(10) 0.76048(18) 0.0387(5) Uani 1 1 d . . . . .
H41 H 0.9987 0.8454 0.8270 0.046 Uiso 1 1 calc R U . . .
C42 C 0.99462(13) 0.80949(11) 0.67440(19) 0.0463(5) Uani 1 1 d . . . . .
H42 H 1.0612 0.8008 0.6823 0.056 Uiso 1 1 calc R U . . .
C43 C 0.93582(14) 0.79603(11) 0.57600(19) 0.0452(5) Uani 1 1 d . . . . .
H43 H 0.9634 0.7793 0.5175 0.054 Uiso 1 1 calc R U . . .
C44 C 0.83770(13) 0.80642(10) 0.56095(17) 0.0365(4) Uani 1 1 d . . . . .
H44 H 0.7979 0.7976 0.4933 0.044 Uiso 1 1 calc R U . . .
C45 C 0.80026(11) 0.83032(8) 0.64919(14) 0.0260(4) Uani 1 1 d . . . . .
C46 C 0.45292(12) 0.45143(9) 0.30564(14) 0.0285(4) Uani 1 1 d . . . . .
H46 H 0.4839 0.4946 0.3192 0.034 Uiso 1 1 calc R U . . .
C47 C 0.50439(13) 0.39077(9) 0.31075(15) 0.0329(4) Uani 1 1 d . . . . .
H47 H 0.5720 0.3923 0.3293 0.040 Uiso 1 1 calc R U . . .
C48 C 0.20617(12) 0.39781(8) 0.23460(15) 0.0296(4) Uani 1 1 d . . . . .
C49 C 0.12448(15) 0.35676(10) 0.2144(2) 0.0467(5) Uani 1 1 d . . . . .
H49 H 0.1297 0.3082 0.2104 0.056 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 N1 C5 125.75(14) . . ?
C4 N1 C45 107.93(13) . . ?
C45 N1 C5 125.87(14) . . ?
C8 N2 B29 120.34(13) . . ?
C9 N2 C8 119.87(12) . . ?
C9 N2 B29 119.79(13) . . ?
C13 N3 C12 124.86(13) . . ?
C20 N3 C12 126.35(13) . . ?
C20 N3 C13 108.60(13) . . ?
C50 C1 H1 119.8 . . ?
C38 C1 H1 119.8 . . ?
C38 C1 C50 120.43(19) . . ?
C1 C50 H50 119.1 . . ?
C3 C50 C1 121.81(18) . . ?
C3 C50 H50 119.1 . . ?
C50 C3 H3 121.1 . . ?
C50 C3 C4 117.86(16) . . ?
C4 C3 H3 121.1 . . ?
N1 C4 C39 109.23(15) . . ?
C3 C4 N1 130.03(15) . . ?
C3 C4 C39 120.70(16) . . ?
C6 C5 N1 120.27(14) . . ?
C37 C5 N1 120.21(14) . . ?
C37 C5 C6 119.52(14) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 C5 119.45(14) . . ?
C7 C6 H6 120.3 . . ?
C6 C7 H7 119.0 . . ?
C6 C7 C8 121.97(15) . . ?
C8 C7 H7 119.0 . . ?
C7 C8 N2 120.50(14) . . ?
C7 C8 C36 118.92(14) . . ?
C36 C8 N2 120.21(13) . . ?
C10 C9 N2 120.23(14) . . ?
C10 C9 C21 119.73(14) . . ?
C21 C9 N2 119.74(14) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 120.99(15) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.68(15) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 N3 119.43(14) . . ?
C22 C12 N3 120.52(15) . . ?
C22 C12 C11 120.03(14) . . ?
N3 C13 C14 108.90(14) . . ?
C46 C13 N3 129.00(14) . . ?
C46 C13 C14 122.08(15) . . ?
C13 C14 C48 106.79(14) . . ?
C15 C14 C13 119.11(16) . . ?
C15 C14 C48 134.10(16) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.17(16) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C47 120.90(16) . . ?
C47 C16 H16 119.6 . . ?
C18 C17 H17 119.6 . . ?
C49 C17 H17 119.6 . . ?
C49 C17 C18 120.81(19) . . ?
C17 C18 H18 119.0 . . ?
C19 C18 C17 122.0(2) . . ?
C19 C18 H18 119.0 . . ?
C18 C19 H19 121.5 . . ?
C18 C19 C20 117.03(18) . . ?
C20 C19 H19 121.5 . . ?
N3 C20 C48 108.70(14) . . ?
C19 C20 N3 129.08(16) . . ?
C19 C20 C48 122.15(16) . . ?
C9 C21 C23 120.78(14) . . ?
C22 C21 C9 117.82(14) . . ?
C22 C21 C23 121.36(14) . . ?
C12 C22 C21 121.48(15) . . ?
C12 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C24 C23 C21 121.62(14) . . ?
C24 C23 C28 119.86(15) . . ?
C28 C23 C21 118.50(14) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 120.96(16) . . ?
C25 C24 H24 119.5 . . ?
C24 C25 H25 120.0 . . ?
C24 C25 C26 119.97(16) . . ?
C26 C25 H25 120.0 . . ?
C25 C26 H26 120.2 . . ?
C27 C26 C25 119.59(16) . . ?
C27 C26 H26 120.2 . . ?
C26 C27 H27 118.8 . . ?
C26 C27 C28 122.43(16) . . ?
C28 C27 H27 118.8 . . ?
C23 C28 B29 118.66(14) . . ?
C27 C28 C23 117.17(15) . . ?
C27 C28 B29 123.53(14) . . ?
N2 B29 C28 116.03(14) . . ?
N2 B29 C30 115.15(15) . . ?
C30 B29 C28 128.82(14) . . ?
C31 C30 B29 122.00(15) . . ?
C31 C30 C35 117.80(15) . . ?
C35 C30 B29 119.57(14) . . ?
C30 C31 H31 119.1 . . ?
C32 C31 C30 121.71(16) . . ?
C32 C31 H31 119.1 . . ?
C31 C32 H32 120.2 . . ?
C31 C32 C33 119.67(15) . . ?
C33 C32 H32 120.2 . . ?
C32 C33 H33 119.8 . . ?
C34 C33 C32 120.34(15) . . ?
C34 C33 H33 119.8 . . ?
C33 C34 H34 119.7 . . ?
C33 C34 C35 120.61(16) . . ?
C35 C34 H34 119.7 . . ?
C30 C35 C36 118.63(14) . . ?
C34 C35 C30 119.84(14) . . ?
C34 C35 C36 121.53(15) . . ?
C8 C36 C35 120.41(14) . . ?
C37 C36 C8 118.08(14) . . ?
C37 C36 C35 121.47(14) . . ?
C5 C37 C36 121.69(14) . . ?
C5 C37 H37 119.2 . . ?
C36 C37 H37 119.2 . . ?
C1 C38 H38 120.5 . . ?
C1 C38 C39 118.98(17) . . ?
C39 C38 H38 120.5 . . ?
C4 C39 C40 106.54(15) . . ?
C38 C39 C4 120.18(17) . . ?
C38 C39 C40 133.27(16) . . ?
C41 C40 C39 132.47(17) . . ?
C41 C40 C45 120.30(17) . . ?
C45 C40 C39 107.23(14) . . ?
C40 C41 H41 120.8 . . ?
C42 C41 C40 118.34(18) . . ?
C42 C41 H41 120.8 . . ?
C41 C42 H42 119.4 . . ?
C41 C42 C43 121.11(18) . . ?
C43 C42 H42 119.4 . . ?
C42 C43 H43 119.1 . . ?
C42 C43 C44 121.7(2) . . ?
C44 C43 H43 119.1 . . ?
C43 C44 H44 121.4 . . ?
C43 C44 C45 117.19(18) . . ?
C45 C44 H44 121.4 . . ?
N1 C45 C40 109.06(15) . . ?
C44 C45 N1 129.59(16) . . ?
C44 C45 C40 121.30(16) . . ?
C13 C46 H46 121.3 . . ?
C47 C46 C13 117.32(16) . . ?
C47 C46 H46 121.3 . . ?
C16 C47 H47 119.3 . . ?
C46 C47 C16 121.40(17) . . ?
C46 C47 H47 119.3 . . ?
C20 C48 C14 106.99(14) . . ?
C49 C48 C14 133.77(16) . . ?
C49 C48 C20 119.14(17) . . ?
C17 C49 C48 118.85(19) . . ?
C17 C49 H49 120.6 . . ?
C48 C49 H49 120.6 . . ?
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 C4 1.397(2) . ?
N1 C5 1.425(2) . ?
N1 C45 1.401(2) . ?
N2 C8 1.4218(19) . ?
N2 C9 1.4201(19) . ?
N2 B29 1.433(2) . ?
N3 C12 1.4246(19) . ?
N3 C13 1.392(2) . ?
N3 C20 1.391(2) . ?
C1 H1 0.9500 . ?
C1 C50 1.396(3) . ?
C1 C38 1.379(3) . ?
C50 H50 0.9500 . ?
C50 C3 1.383(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.395(2) . ?
C4 C39 1.410(2) . ?
C5 C6 1.392(2) . ?
C5 C37 1.384(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.370(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.399(2) . ?
C8 C36 1.408(2) . ?
C9 C10 1.403(2) . ?
C9 C21 1.411(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.372(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.395(2) . ?
C12 C22 1.378(2) . ?
C13 C14 1.408(2) . ?
C13 C46 1.391(2) . ?
C14 C15 1.392(2) . ?
C14 C48 1.441(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.380(3) . ?
C16 H16 0.9500 . ?
C16 C47 1.394(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.395(3) . ?
C17 C49 1.374(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.376(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.387(2) . ?
C20 C48 1.410(2) . ?
C21 C22 1.406(2) . ?
C21 C23 1.476(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.404(2) . ?
C23 C28 1.419(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.377(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.393(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.377(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.407(2) . ?
C28 B29 1.553(2) . ?
B29 C30 1.550(2) . ?
C30 C31 1.406(2) . ?
C30 C35 1.414(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.381(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.389(2) . ?
C33 H33 0.9500 . ?
C33 C34 1.377(2) . ?
C34 H34 0.9500 . ?
C34 C35 1.402(2) . ?
C35 C36 1.475(2) . ?
C36 C37 1.406(2) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C38 C39 1.395(3) . ?
C39 C40 1.446(3) . ?
C40 C41 1.399(2) . ?
C40 C45 1.402(2) . ?
C41 H41 0.9500 . ?
C41 C42 1.374(3) . ?
C42 H42 0.9500 . ?
C42 C43 1.390(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.391(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.393(3) . ?
C46 H46 0.9500 . ?
C46 C47 1.385(2) . ?
C47 H47 0.9500 . ?
C48 C49 1.396(2) . ?
C49 H49 0.9500 . ?
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
N1 C4 C39 C38 -179.89(16) . . . . ?
N1 C4 C39 C40 -0.87(18) . . . . ?
N1 C5 C6 C7 177.13(15) . . . . ?
N1 C5 C37 C36 -175.72(15) . . . . ?
N2 C8 C36 C35 -0.3(2) . . . . ?
N2 C8 C36 C37 -178.13(14) . . . . ?
N2 C9 C10 C11 178.30(15) . . . . ?
N2 C9 C21 C22 -179.24(14) . . . . ?
N2 C9 C21 C23 -1.7(2) . . . . ?
N2 B29 C30 C31 -158.06(16) . . . . ?
N2 B29 C30 C35 12.6(2) . . . . ?
N3 C12 C22 C21 -179.33(14) . . . . ?
N3 C13 C14 C15 179.10(15) . . . . ?
N3 C13 C14 C48 -1.40(19) . . . . ?
N3 C13 C46 C47 -179.77(17) . . . . ?
N3 C20 C48 C14 -0.7(2) . . . . ?
N3 C20 C48 C49 176.15(18) . . . . ?
C1 C50 C3 C4 0.3(3) . . . . ?
C1 C38 C39 C4 0.5(3) . . . . ?
C1 C38 C39 C40 -178.17(19) . . . . ?
C50 C1 C38 C39 1.3(3) . . . . ?
C50 C3 C4 N1 178.93(16) . . . . ?
C50 C3 C4 C39 1.6(2) . . . . ?
C3 C4 C39 C38 -2.0(3) . . . . ?
C3 C4 C39 C40 176.99(15) . . . . ?
C4 N1 C5 C6 -134.02(17) . . . . ?
C4 N1 C5 C37 45.9(2) . . . . ?
C4 N1 C45 C40 0.15(18) . . . . ?
C4 N1 C45 C44 -177.27(18) . . . . ?
C4 C39 C40 C41 -179.84(19) . . . . ?
C4 C39 C40 C45 0.95(19) . . . . ?
C5 N1 C4 C3 -4.5(3) . . . . ?
C5 N1 C4 C39 173.11(14) . . . . ?
C5 N1 C45 C40 -172.49(15) . . . . ?
C5 N1 C45 C44 10.1(3) . . . . ?
C5 C6 C7 C8 -2.6(3) . . . . ?
C6 C5 C37 C36 4.2(2) . . . . ?
C6 C7 C8 N2 179.66(15) . . . . ?
C6 C7 C8 C36 6.6(2) . . . . ?
C7 C8 C36 C35 172.78(15) . . . . ?
C7 C8 C36 C37 -5.0(2) . . . . ?
C8 N2 C9 C10 29.7(2) . . . . ?
C8 N2 C9 C21 -156.61(14) . . . . ?
C8 N2 B29 C28 152.74(14) . . . . ?
C8 N2 B29 C30 -26.8(2) . . . . ?
C8 C36 C37 C5 -0.2(2) . . . . ?
C9 N2 C8 C7 28.9(2) . . . . ?
C9 N2 C8 C36 -158.09(15) . . . . ?
C9 N2 B29 C28 -27.7(2) . . . . ?
C9 N2 B29 C30 152.72(14) . . . . ?
C9 C10 C11 C12 -0.2(2) . . . . ?
C9 C21 C22 C12 2.2(2) . . . . ?
C9 C21 C23 C24 166.63(15) . . . . ?
C9 C21 C23 C28 -15.0(2) . . . . ?
C10 C9 C21 C22 -5.5(2) . . . . ?
C10 C9 C21 C23 171.98(14) . . . . ?
C10 C11 C12 N3 178.27(15) . . . . ?
C10 C11 C12 C22 -3.3(2) . . . . ?
C11 C12 C22 C21 2.2(2) . . . . ?
C12 N3 C13 C14 176.21(15) . . . . ?
C12 N3 C13 C46 -5.1(3) . . . . ?
C12 N3 C20 C19 1.6(3) . . . . ?
C12 N3 C20 C48 -175.30(16) . . . . ?
C13 N3 C12 C11 -53.7(2) . . . . ?
C13 N3 C12 C22 127.80(18) . . . . ?
C13 N3 C20 C19 176.7(2) . . . . ?
C13 N3 C20 C48 -0.2(2) . . . . ?
C13 C14 C15 C16 1.0(3) . . . . ?
C13 C14 C48 C20 1.3(2) . . . . ?
C13 C14 C48 C49 -174.9(2) . . . . ?
C13 C46 C47 C16 1.0(3) . . . . ?
C14 C13 C46 C47 -1.3(3) . . . . ?
C14 C15 C16 C47 -1.3(3) . . . . ?
C14 C48 C49 C17 176.8(2) . . . . ?
C15 C14 C48 C20 -179.33(19) . . . . ?
C15 C14 C48 C49 4.5(4) . . . . ?
C15 C16 C47 C46 0.3(3) . . . . ?
C17 C18 C19 C20 -0.1(4) . . . . ?
C18 C17 C49 C48 -0.6(4) . . . . ?
C18 C19 C20 N3 -176.0(2) . . . . ?
C18 C19 C20 C48 0.5(3) . . . . ?
C19 C20 C48 C14 -177.83(19) . . . . ?
C19 C20 C48 C49 -1.0(3) . . . . ?
C20 N3 C12 C11 120.64(19) . . . . ?
C20 N3 C12 C22 -57.8(2) . . . . ?
C20 N3 C13 C14 1.00(19) . . . . ?
C20 N3 C13 C46 179.65(18) . . . . ?
C20 C48 C49 C17 1.0(3) . . . . ?
C21 C9 C10 C11 4.6(2) . . . . ?
C21 C23 C24 C25 177.65(15) . . . . ?
C21 C23 C28 C27 -178.84(14) . . . . ?
C21 C23 C28 B29 9.9(2) . . . . ?
C22 C21 C23 C24 -15.9(2) . . . . ?
C22 C21 C23 C28 162.46(15) . . . . ?
C23 C21 C22 C12 -175.31(15) . . . . ?
C23 C24 C25 C26 1.1(3) . . . . ?
C23 C28 B29 N2 10.6(2) . . . . ?
C23 C28 B29 C30 -169.88(16) . . . . ?
C24 C23 C28 C27 -0.4(2) . . . . ?
C24 C23 C28 B29 -171.64(14) . . . . ?
C24 C25 C26 C27 -0.3(3) . . . . ?
C25 C26 C27 C28 -0.9(3) . . . . ?
C26 C27 C28 C23 1.2(2) . . . . ?
C26 C27 C28 B29 172.01(16) . . . . ?
C27 C28 B29 N2 -160.01(15) . . . . ?
C27 C28 B29 C30 19.5(3) . . . . ?
C28 C23 C24 C25 -0.7(2) . . . . ?
C28 B29 C30 C31 22.4(3) . . . . ?
C28 B29 C30 C35 -166.90(16) . . . . ?
B29 N2 C8 C7 -151.52(16) . . . . ?
B29 N2 C8 C36 21.5(2) . . . . ?
B29 N2 C9 C10 -149.83(16) . . . . ?
B29 N2 C9 C21 23.8(2) . . . . ?
B29 C30 C31 C32 172.01(16) . . . . ?
B29 C30 C35 C34 -173.08(15) . . . . ?
B29 C30 C35 C36 6.8(2) . . . . ?
C30 C31 C32 C33 0.4(3) . . . . ?
C30 C35 C36 C8 -13.5(2) . . . . ?
C30 C35 C36 C37 164.28(15) . . . . ?
C31 C30 C35 C34 -2.0(2) . . . . ?
C31 C30 C35 C36 177.86(14) . . . . ?
C31 C32 C33 C34 -1.1(3) . . . . ?
C32 C33 C34 C35 0.2(3) . . . . ?
C33 C34 C35 C30 1.4(2) . . . . ?
C33 C34 C35 C36 -178.51(15) . . . . ?
C34 C35 C36 C8 166.42(15) . . . . ?
C34 C35 C36 C37 -15.8(2) . . . . ?
C35 C30 C31 C32 1.2(2) . . . . ?
C35 C36 C37 C5 -178.01(15) . . . . ?
C37 C5 C6 C7 -2.8(2) . . . . ?
C38 C1 C50 C3 -1.8(3) . . . . ?
C38 C39 C40 C41 -1.0(3) . . . . ?
C38 C39 C40 C45 179.78(19) . . . . ?
C39 C40 C41 C42 -178.89(19) . . . . ?
C39 C40 C45 N1 -0.68(19) . . . . ?
C39 C40 C45 C44 176.99(16) . . . . ?
C40 C41 C42 C43 1.6(3) . . . . ?
C41 C40 C45 N1 179.99(15) . . . . ?
C41 C40 C45 C44 -2.3(3) . . . . ?
C41 C42 C43 C44 -1.4(3) . . . . ?
C42 C43 C44 C45 -0.6(3) . . . . ?
C43 C44 C45 N1 179.63(18) . . . . ?
C43 C44 C45 C40 2.5(3) . . . . ?
C45 N1 C4 C3 -177.13(16) . . . . ?
C45 N1 C4 C39 0.47(18) . . . . ?
C45 N1 C5 C6 37.3(2) . . . . ?
C45 N1 C5 C37 -142.75(16) . . . . ?
C45 C40 C41 C42 0.2(3) . . . . ?
C46 C13 C14 C15 0.3(3) . . . . ?
C46 C13 C14 C48 179.84(16) . . . . ?
C48 C14 C15 C16 -178.37(19) . . . . ?
C49 C17 C18 C19 0.2(5) . . . . ?
