#------------------------------------------------------------------------------
#$Date: 2023-01-06 11:34:43 +0200 (Fri, 06 Jan 2023) $
#$Revision: 280166 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/78/1567895.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_1567895
loop_
_publ_author_name
'Wu, Tien-Lin'
'Lei, Jian'
'Hsieh, Chia-Min'
'Chen, Yi-Kuan'
'Huang, Pei-Yun'
'Lai, Po-Ting'
'Chou, Tsu-Yu'
'Lin, Wei-Chen'
'Chen, Wei'
'Yu, Chi-Hua'
'Hsu, Liang-Yan'
'Lin, Hao-Wu'
'Cheng, Chien-Hong'
_publ_section_title
;
 Substituent engineering of the diboron molecular architecture for a
 nondoped and ultrathin emitting layer.
;
_journal_issue                   44
_journal_name_full               'Chemical science'
_journal_page_first              12996
_journal_page_last               13005
_journal_paper_doi               10.1039/d2sc04725j
_journal_volume                  13
_journal_year                    2022
_chemical_formula_sum            'C60 H56 B2 N2'
_chemical_formula_weight         826.68
_chemical_name_common            iCzDBA
_chemical_name_systematic
5,10-bis(4-(9H-carbazol-9-yl)-2,6-diisopropylphenyl)-5,10-diboranthrene
_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
_audit_block_doi                 10.5517/ccdc.csd.cc2d67tp
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2022-09-30 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.171(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   27.7304(12)
_cell_length_b                   9.0103(4)
_cell_length_c                   18.6100(8)
_cell_measurement_reflns_used    9971
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.6262
_cell_measurement_theta_min      3.2201
_cell_volume                     4602.7(3)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            36127
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         66.688
_diffrn_reflns_theta_min         1.609
_exptl_absorpt_coefficient_mu    0.509
_exptl_absorpt_correction_T_max  0.9492
_exptl_absorpt_correction_T_min  0.7249
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tabullar
_exptl_crystal_F_000             1760
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method Sublimation
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.041
_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     585
_refine_ls_number_reflns         8142
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0381
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0493P)²+1.8388P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.0981
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7579
_reflns_number_total             8142
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc04725j2.cif
_cod_data_source_block           171129LT
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 1567894--1567896.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1567895
_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.
;
_shelxl_version_number           2014/6
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 0.58658(3) 0.46851(11) 0.31119(5) 0.0192(2) Uani 1 1 d . . . . .
N2 N 0.92817(4) 1.20966(11) 0.86114(5) 0.0193(2) Uani 1 1 d . . . . .
C1 C 0.47322(5) 0.21757(17) 0.36823(8) 0.0350(3) Uani 1 1 d . . . . .
H1 H 0.4467 0.1587 0.3790 0.042 Uiso 1 1 calc R U . . .
C2 C 0.49060(5) 0.19873(15) 0.30296(7) 0.0315(3) Uani 1 1 d . . . . .
H53 H 0.4765 0.1265 0.2691 0.038 Uiso 1 1 calc R U . . .
C3 C 0.52910(4) 0.28704(13) 0.28727(7) 0.0234(3) Uani 1 1 d . . . . .
C4 C 0.54901(4) 0.39419(13) 0.33825(6) 0.0200(2) Uani 1 1 d . . . . .
C5 C 0.62055(4) 0.56081(13) 0.35622(6) 0.0181(2) Uani 1 1 d . . . . .
C6 C 0.60757(4) 0.70340(13) 0.37355(6) 0.0195(2) Uani 1 1 d . . . . .
H4 H 0.5779 0.7453 0.3505 0.023 Uiso 1 1 calc R U . . .
C7 C 0.63816(4) 0.78577(13) 0.42503(6) 0.0188(2) Uani 1 1 d . . . . .
C8 C 0.68165(4) 0.72250(12) 0.46001(6) 0.0173(2) Uani 1 1 d . . . . .
C9 C 0.70477(4) 0.77088(12) 0.60518(6) 0.0173(2) Uani 1 1 d . . . . .
C10 C 0.73641(4) 0.83055(12) 0.66540(6) 0.0167(2) Uani 1 1 d . . . . .
C11 C 0.81625(4) 1.00333(12) 0.71755(6) 0.0177(2) Uani 1 1 d . . . . .
C12 C 0.85380(4) 0.91817(12) 0.75704(6) 0.0190(2) Uani 1 1 d . . . . .
C13 C 0.89002(4) 0.98743(13) 0.80481(6) 0.0196(2) Uani 1 1 d . . . . .
H16 H 0.9154 0.9298 0.8308 0.024 Uiso 1 1 calc R U . . .
C14 C 0.88937(4) 1.13967(13) 0.81487(6) 0.0182(2) Uani 1 1 d . . . . .
C15 C 0.94310(4) 1.17556(13) 0.93403(6) 0.0199(2) Uani 1 1 d . . . . .
C16 C 0.92288(5) 1.07673(14) 0.97846(7) 0.0248(3) Uani 1 1 d . . . . .
H21 H 0.8954 1.0178 0.9605 0.030 Uiso 1 1 calc R U . . .
C17 C 0.94456(5) 1.06750(15) 1.05049(7) 0.0297(3) Uani 1 1 d . . . . .
H22 H 0.9316 1.0009 1.0824 0.036 Uiso 1 1 calc R U . . .
C18 C 0.98489(5) 1.15408(16) 1.07668(7) 0.0303(3) Uani 1 1 d . . . . .
H2 H 0.9987 1.1460 1.1262 0.036 Uiso 1 1 calc R U . . .
C19 C 0.58930(6) 0.24798(15) 0.11688(7) 0.0335(3) Uani 1 1 d . . . . .
H3 H 0.5889 0.1943 0.0729 0.040 Uiso 1 1 calc R U . . .
C20 C 0.62386(5) 0.36017(15) 0.13444(7) 0.0285(3) Uani 1 1 d . . . . .
H56 H 0.6464 0.3816 0.1019 0.034 Uiso 1 1 calc R U . . .
C21 C 0.62595(4) 0.44081(14) 0.19829(7) 0.0236(3) Uani 1 1 d . . . . .
H55 H 0.6493 0.5175 0.2099 0.028 Uiso 1 1 calc R U . . .
C22 C 0.59259(4) 0.40502(13) 0.24472(6) 0.0201(2) Uani 1 1 d . . . . .
C23 C 0.66439(4) 0.50035(13) 0.38750(6) 0.0189(2) Uani 1 1 d . . . . .
H50 H 0.6737 0.4046 0.3731 0.023 Uiso 1 1 calc R U . . .
C24 C 0.69487(4) 0.57883(13) 0.43990(6) 0.0183(2) Uani 1 1 d . . . . .
C25 C 0.62395(4) 0.94336(13) 0.44296(7) 0.0236(3) Uani 1 1 d . . . . .
H5 H 0.6465 0.9758 0.4869 0.028 Uiso 1 1 calc R U . . .
C26 C 0.57222(5) 0.95298(16) 0.46121(8) 0.0357(3) Uani 1 1 d . . . . .
H6 H 0.5490 0.9285 0.4180 0.054 Uiso 1 1 calc R U . . .
H7 H 0.5660 1.0539 0.4771 0.054 Uiso 1 1 calc R U . . .
H8 H 0.5684 0.8827 0.5002 0.054 Uiso 1 1 calc R U . . .
C27 C 0.63039(6) 1.05122(15) 0.38140(8) 0.0358(3) Uani 1 1 d . . . . .
H10 H 0.6087 1.0222 0.3374 0.054 Uiso 1 1 calc R U . . .
H9 H 0.6643 1.0484 0.3720 0.054 Uiso 1 1 calc R U . . .
H11 H 0.6223 1.1520 0.3954 0.054 Uiso 1 1 calc R U . . .
C28 C 0.72769(4) 0.79491(13) 0.73554(6) 0.0191(2) Uani 1 1 d . . . . .
H15 H 0.7484 0.8347 0.7760 0.023 Uiso 1 1 calc R U . . .
C29 C 0.68947(4) 0.70284(13) 0.74757(6) 0.0218(2) Uani 1 1 d . . . . .
H14 H 0.6845 0.6794 0.7957 0.026 Uiso 1 1 calc R U . . .
C30 C 0.65855(4) 0.64522(14) 0.68903(7) 0.0233(3) Uani 1 1 d . . . . .
H13 H 0.6322 0.5827 0.6969 0.028 Uiso 1 1 calc R U . . .
C31 C 0.66632(4) 0.67956(13) 0.61886(6) 0.0210(2) Uani 1 1 d . . . . .
H12 H 0.6449 0.6399 0.5791 0.025 Uiso 1 1 calc R U . . .
C32 C 0.98415(4) 1.26262(13) 0.95967(6) 0.0210(2) Uani 1 1 d . . . . .
C33 C 0.99496(4) 1.35158(13) 0.89991(7) 0.0210(2) Uani 1 1 d . . . . .
C34 C 0.95974(4) 1.31687(12) 0.83995(6) 0.0186(2) Uani 1 1 d . . . . .
C35 C 0.96003(4) 1.38384(13) 0.77263(7) 0.0220(2) Uani 1 1 d . . . . .
H20 H 0.9365 1.3589 0.7322 0.026 Uiso 1 1 calc R U . . .
C36 C 0.99599(5) 1.48832(14) 0.76669(7) 0.0258(3) Uani 1 1 d . . . . .
H19 H 0.9967 1.5368 0.7215 0.031 Uiso 1 1 calc R U . . .
C37 C 1.03113(5) 1.52387(15) 0.82551(7) 0.0295(3) Uani 1 1 d . . . . .
H18 H 1.0554 1.5957 0.8197 0.035 Uiso 1 1 calc R U . . .
C38 C 1.03114(5) 1.45607(15) 0.89184(7) 0.0274(3) Uani 1 1 d . . . . .
H17 H 1.0554 1.4799 0.9316 0.033 Uiso 1 1 calc R U . . .
C39 C 1.00507(5) 1.25099(15) 1.03221(7) 0.0277(3) Uani 1 1 d . . . . .
H23 H 1.0327 1.3089 1.0505 0.033 Uiso 1 1 calc R U . . .
C40 C 0.85123(4) 1.22326(12) 0.77993(6) 0.0193(2) Uani 1 1 d . . . . .
H31 H 0.8500 1.3269 0.7890 0.023 Uiso 1 1 calc R U . . .
C41 C 0.81458(4) 1.15706(12) 0.73164(6) 0.0186(2) Uani 1 1 d . . . . .
C42 C 0.77087(5) 1.24962(13) 0.69904(7) 0.0237(3) Uani 1 1 d . . . . .
H24 H 0.7549 1.1975 0.6545 0.028 Uiso 1 1 calc R U . . .
C43 C 0.73353(5) 1.25898(16) 0.75282(8) 0.0323(3) Uani 1 1 d . . . . .
H26 H 0.7481 1.3113 0.7968 0.048 Uiso 1 1 calc R U . . .
H25 H 0.7242 1.1586 0.7656 0.048 Uiso 1 1 calc R U . . .
H27 H 0.7046 1.3130 0.7303 0.048 Uiso 1 1 calc R U . . .
C44 C 0.78432(5) 1.40530(14) 0.67702(8) 0.0339(3) Uani 1 1 d . . . . .
H30 H 0.7975 1.4617 0.7204 0.051 Uiso 1 1 calc R U . . .
H29 H 0.7552 1.4554 0.6524 0.051 Uiso 1 1 calc R U . . .
H28 H 0.8089 1.3990 0.6441 0.051 Uiso 1 1 calc R U . . .
C45 C 0.85659(4) 0.75103(13) 0.74607(7) 0.0234(3) Uani 1 1 d . . . . .
H35 H 0.8225 0.7136 0.7337 0.028 Uiso 1 1 calc R U . . .
C46 C 0.88377(6) 0.71230(15) 0.68295(8) 0.0373(3) Uani 1 1 d . . . . .
H32 H 0.8682 0.7620 0.6388 0.056 Uiso 1 1 calc R U . . .
H33 H 0.8829 0.6046 0.6754 0.056 Uiso 1 1 calc R U . . .
H34 H 0.9177 0.7453 0.6940 0.056 Uiso 1 1 calc R U . . .
C47 C 0.87960(5) 0.66993(14) 0.81459(7) 0.0313(3) Uani 1 1 d . . . . .
H37 H 0.8752 0.5627 0.8078 0.047 Uiso 1 1 calc R U . . .
H38 H 0.8639 0.7023 0.8559 0.047 Uiso 1 1 calc R U . . .
H36 H 0.9145 0.6928 0.8240 0.047 Uiso 1 1 calc R U . . .
C48 C 0.78909(4) 0.96624(12) 0.57341(6) 0.0182(2) Uani 1 1 d . . . . .
C49 C 0.75750(4) 0.90664(12) 0.51330(6) 0.0190(2) Uani 1 1 d . . . . .
C50 C 0.76707(4) 0.93902(14) 0.44322(6) 0.0236(3) Uani 1 1 d . . . . .
H42 H 0.7462 0.8999 0.4027 0.028 Uiso 1 1 calc R U . . .
C51 C 0.80628(5) 1.02691(15) 0.43139(7) 0.0275(3) Uani 1 1 d . . . . .
H41 H 0.8116 1.0488 0.3832 0.033 Uiso 1 1 calc R U . . .
C52 C 0.83758(5) 1.08265(14) 0.48971(7) 0.0266(3) Uani 1 1 d . . . . .
H39 H 0.8648 1.1414 0.4818 0.032 Uiso 1 1 calc R U . . .
C53 C 0.82892(4) 1.05201(13) 0.55987(7) 0.0227(3) Uani 1 1 d . . . . .
H40 H 0.8506 1.0902 0.5997 0.027 Uiso 1 1 calc R U . . .
C54 C 0.74124(4) 0.50518(14) 0.47690(7) 0.0236(3) Uani 1 1 d . . . . .
H46 H 0.7530 0.5637 0.5216 0.028 Uiso 1 1 calc R U . . .
C55 C 0.73163(5) 0.34607(15) 0.50075(8) 0.0347(3) Uani 1 1 d . . . . .
H45 H 0.7217 0.2844 0.4578 0.052 Uiso 1 1 calc R U . . .
H44 H 0.7056 0.3469 0.5313 0.052 Uiso 1 1 calc R U . . .
H43 H 0.7614 0.3053 0.5284 0.052 Uiso 1 1 calc R U . . .
C56 C 0.78136(5) 0.50721(19) 0.42887(8) 0.0378(3) Uani 1 1 d . . . . .
H47 H 0.7704 0.4533 0.3838 0.057 Uiso 1 1 calc R U . . .
H48 H 0.8106 0.4595 0.4545 0.057 Uiso 1 1 calc R U . . .
H49 H 0.7888 0.6101 0.4175 0.057 Uiso 1 1 calc R U . . .
C57 C 0.49415(5) 0.32229(16) 0.41872(7) 0.0306(3) Uani 1 1 d . . . . .
H51 H 0.4819 0.3322 0.4636 0.037 Uiso 1 1 calc R U . . .
C58 C 0.53234(4) 0.41193(14) 0.40483(7) 0.0241(3) Uani 1 1 d . . . . .
H52 H 0.5466 0.4827 0.4393 0.029 Uiso 1 1 calc R U . . .
C59 C 0.55720(5) 0.29350(13) 0.22758(7) 0.0234(3) Uani 1 1 d . . . . .
C60 C 0.55585(5) 0.21439(15) 0.16264(7) 0.0313(3) Uani 1 1 d . . . . .
H54 H 0.5323 0.1388 0.1503 0.038 Uiso 1 1 calc R U . . .
B1 B 0.71428(5) 0.80315(14) 0.52563(7) 0.0181(3) Uani 1 1 d . . . . .
B2 B 0.77995(5) 0.93321(14) 0.65312(7) 0.0177(3) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D2SC04725J 2022
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 C22 108.28(9) . . ?
C4 N1 C5 122.06(9) . . ?
C22 N1 C5 127.23(10) . . ?
C15 N2 C34 108.38(9) . . ?
C15 N2 C14 125.72(10) . . ?
C34 N2 C14 125.77(10) . . ?
C2 C1 C57 120.74(13) . . ?
C2 C1 H1 119.6 . . ?
C57 C1 H1 119.6 . . ?
C1 C2 C3 119.18(12) . . ?
C1 C2 H53 120.4 . . ?
C3 C2 H53 120.4 . . ?
C2 C3 C4 119.20(12) . . ?
C2 C3 C59 134.09(12) . . ?
C4 C3 C59 106.68(10) . . ?
N1 C4 C58 128.86(11) . . ?
N1 C4 C3 109.13(10) . . ?
C58 C4 C3 121.98(11) . . ?
C23 C5 C6 120.63(10) . . ?
C23 C5 N1 118.86(10) . . ?
C6 C5 N1 120.21(10) . . ?
C5 C6 C7 119.96(10) . . ?
C5 C6 H4 120.0 . . ?
C7 C6 H4 120.0 . . ?
C6 C7 C8 119.89(10) . . ?
C6 C7 C25 119.61(10) . . ?
C8 C7 C25 120.50(10) . . ?
C7 C8 C24 119.15(10) . . ?
C7 C8 B1 121.83(10) . . ?
C24 C8 B1 118.86(10) . . ?
C31 C9 C10 118.59(10) . . ?
C31 C9 B1 121.07(10) . . ?
C10 C9 B1 120.31(10) . . ?
C28 C10 C9 118.55(10) . . ?
C28 C10 B2 120.80(10) . . ?
C9 C10 B2 120.65(10) . . ?
C41 C11 C12 118.53(10) . . ?
C41 C11 B2 119.87(10) . . ?
C12 C11 B2 121.30(10) . . ?
C13 C12 C11 120.05(10) . . ?
C13 C12 C45 118.91(10) . . ?
C11 C12 C45 120.99(10) . . ?
C14 C13 C12 120.57(11) . . ?
C14 C13 H16 119.7 . . ?
C12 C13 H16 119.7 . . ?
C40 C14 C13 119.98(10) . . ?
C40 C14 N2 120.27(10) . . ?
C13 C14 N2 119.76(10) . . ?
C16 C15 N2 129.20(11) . . ?
C16 C15 C32 122.11(11) . . ?
N2 C15 C32 108.69(10) . . ?
C15 C16 C17 117.18(12) . . ?
C15 C16 H21 121.4 . . ?
C17 C16 H21 121.4 . . ?
C16 C17 C18 121.27(12) . . ?
C16 C17 H22 119.4 . . ?
C18 C17 H22 119.4 . . ?
C39 C18 C17 121.31(12) . . ?
C39 C18 H2 119.3 . . ?
C17 C18 H2 119.3 . . ?
C60 C19 C20 120.85(12) . . ?
C60 C19 H3 119.6 . . ?
C20 C19 H3 119.6 . . ?
C21 C20 C19 121.49(13) . . ?
C21 C20 H56 119.3 . . ?
C19 C20 H56 119.3 . . ?
C20 C21 C22 117.41(12) . . ?
C20 C21 H55 121.3 . . ?
C22 C21 H55 121.3 . . ?
C21 C22 N1 129.06(11) . . ?
C21 C22 C59 121.88(11) . . ?
N1 C22 C59 109.05(11) . . ?
C5 C23 C24 120.37(11) . . ?
C5 C23 H50 119.8 . . ?
C24 C23 H50 119.8 . . ?
C23 C24 C8 119.87(10) . . ?
C23 C24 C54 119.09(10) . . ?
C8 C24 C54 120.99(10) . . ?
C26 C25 C7 112.52(10) . . ?
C26 C25 C27 110.13(11) . . ?
C7 C25 C27 111.49(10) . . ?
C26 C25 H5 107.5 . . ?
C7 C25 H5 107.5 . . ?
C27 C25 H5 107.5 . . ?
C25 C26 H6 109.5 . . ?
C25 C26 H7 109.5 . . ?
H6 C26 H7 109.5 . . ?
C25 C26 H8 109.5 . . ?
H6 C26 H8 109.5 . . ?
H7 C26 H8 109.5 . . ?
C25 C27 H10 109.5 . . ?
C25 C27 H9 109.5 . . ?
H10 C27 H9 109.5 . . ?
C25 C27 H11 109.5 . . ?
H10 C27 H11 109.5 . . ?
H9 C27 H11 109.5 . . ?
C29 C28 C10 121.66(11) . . ?
C29 C28 H15 119.2 . . ?
C10 C28 H15 119.2 . . ?
C30 C29 C28 119.82(11) . . ?
C30 C29 H14 120.1 . . ?
C28 C29 H14 120.1 . . ?
C29 C30 C31 119.60(11) . . ?
C29 C30 H13 120.2 . . ?
C31 C30 H13 120.2 . . ?
C30 C31 C9 121.77(11) . . ?
C30 C31 H12 119.1 . . ?
C9 C31 H12 119.1 . . ?
C39 C32 C15 119.38(12) . . ?
C39 C32 C33 133.38(12) . . ?
C15 C32 C33 107.23(10) . . ?
C38 C33 C34 119.40(11) . . ?
C38 C33 C32 133.65(11) . . ?
C34 C33 C32 106.95(10) . . ?
C35 C34 N2 129.62(10) . . ?
C35 C34 C33 121.62(11) . . ?
N2 C34 C33 108.75(10) . . ?
C36 C35 C34 117.53(11) . . ?
C36 C35 H20 121.2 . . ?
C34 C35 H20 121.2 . . ?
C35 C36 C37 121.53(12) . . ?
C35 C36 H19 119.2 . . ?
C37 C36 H19 119.2 . . ?
C38 C37 C36 120.82(12) . . ?
C38 C37 H18 119.6 . . ?
C36 C37 H18 119.6 . . ?
C37 C38 C33 119.08(12) . . ?
C37 C38 H17 120.5 . . ?
C33 C38 H17 120.5 . . ?
C18 C39 C32 118.75(12) . . ?
C18 C39 H23 120.6 . . ?
C32 C39 H23 120.6 . . ?
C14 C40 C41 120.64(10) . . ?
C14 C40 H31 119.7 . . ?
C41 C40 H31 119.7 . . ?
C40 C41 C11 120.02(10) . . ?
C40 C41 C42 119.27(10) . . ?
C11 C41 C42 120.54(10) . . ?
C44 C42 C41 113.56(10) . . ?
C44 C42 C43 109.71(11) . . ?
C41 C42 C43 109.94(10) . . ?
C44 C42 H24 107.8 . . ?
C41 C42 H24 107.8 . . ?
C43 C42 H24 107.8 . . ?
C42 C43 H26 109.5 . . ?
C42 C43 H25 109.5 . . ?
H26 C43 H25 109.5 . . ?
C42 C43 H27 109.5 . . ?
H26 C43 H27 109.5 . . ?
H25 C43 H27 109.5 . . ?
C42 C44 H30 109.5 . . ?
C42 C44 H29 109.5 . . ?
H30 C44 H29 109.5 . . ?
C42 C44 H28 109.5 . . ?
H30 C44 H28 109.5 . . ?
H29 C44 H28 109.5 . . ?
C12 C45 C46 111.71(11) . . ?
C12 C45 C47 112.58(10) . . ?
C46 C45 C47 109.88(11) . . ?
C12 C45 H35 107.5 . . ?
C46 C45 H35 107.5 . . ?
C47 C45 H35 107.5 . . ?
C45 C46 H32 109.5 . . ?
C45 C46 H33 109.5 . . ?
H32 C46 H33 109.5 . . ?
C45 C46 H34 109.5 . . ?
H32 C46 H34 109.5 . . ?
H33 C46 H34 109.5 . . ?
C45 C47 H37 109.5 . . ?
C45 C47 H38 109.5 . . ?
H37 C47 H38 109.5 . . ?
C45 C47 H36 109.5 . . ?
H37 C47 H36 109.5 . . ?
H38 C47 H36 109.5 . . ?
C53 C48 C49 118.67(11) . . ?
C53 C48 B2 120.85(10) . . ?
C49 C48 B2 120.47(10) . . ?
C50 C49 C48 118.47(11) . . ?
C50 C49 B1 120.89(10) . . ?
C48 C49 B1 120.61(10) . . ?
C51 C50 C49 121.60(11) . . ?
C51 C50 H42 119.2 . . ?
C49 C50 H42 119.2 . . ?
C52 C51 C50 120.05(11) . . ?
C52 C51 H41 120.0 . . ?
C50 C51 H41 120.0 . . ?
C51 C52 C53 119.49(11) . . ?
C51 C52 H39 120.3 . . ?
C53 C52 H39 120.3 . . ?
C52 C53 C48 121.70(11) . . ?
C52 C53 H40 119.2 . . ?
C48 C53 H40 119.2 . . ?
C24 C54 C56 111.71(10) . . ?
C24 C54 C55 111.57(10) . . ?
C56 C54 C55 110.62(11) . . ?
C24 C54 H46 107.6 . . ?
C56 C54 H46 107.6 . . ?
C55 C54 H46 107.6 . . ?
C54 C55 H45 109.5 . . ?
C54 C55 H44 109.5 . . ?
H45 C55 H44 109.5 . . ?
C54 C55 H43 109.5 . . ?
H45 C55 H43 109.5 . . ?
H44 C55 H43 109.5 . . ?
C54 C56 H47 109.5 . . ?
C54 C56 H48 109.5 . . ?
H47 C56 H48 109.5 . . ?
C54 C56 H49 109.5 . . ?
H47 C56 H49 109.5 . . ?
H48 C56 H49 109.5 . . ?
C58 C57 C1 121.56(13) . . ?
C58 C57 H51 119.2 . . ?
C1 C57 H51 119.2 . . ?
C57 C58 C4 117.31(12) . . ?
C57 C58 H52 121.3 . . ?
C4 C58 H52 121.3 . . ?
C60 C59 C22 119.43(12) . . ?
C60 C59 C3 133.77(12) . . ?
C22 C59 C3 106.79(10) . . ?
C19 C60 C59 118.93(12) . . ?
C19 C60 H54 120.5 . . ?
C59 C60 H54 120.5 . . ?
C49 B1 C9 119.04(10) . . ?
C49 B1 C8 121.70(10) . . ?
C9 B1 C8 119.17(10) . . ?
C10 B2 C48 118.85(10) . . ?
C10 B2 C11 123.13(10) . . ?
C48 B2 C11 118.01(10) . . ?
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 1.3915(15) . ?
N1 C22 1.3941(15) . ?
N1 C5 1.4343(14) . ?
N2 C15 1.3952(15) . ?
N2 C34 1.3975(15) . ?
N2 C14 1.4260(14) . ?
C1 C2 1.379(2) . ?
C1 C57 1.398(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.3953(18) . ?
C2 H53 0.9500 . ?
C3 C4 1.4100(17) . ?
C3 C59 1.4459(18) . ?
C4 C58 1.3919(18) . ?
C5 C23 1.3828(16) . ?
C5 C6 1.3847(16) . ?
C6 C7 1.3988(16) . ?
C6 H4 0.9500 . ?
C7 C8 1.4073(16) . ?
C7 C25 1.5232(16) . ?
C8 C24 1.4103(16) . ?
C8 B1 1.5887(16) . ?
C9 C31 1.3985(16) . ?
C9 C10 1.4267(15) . ?
C9 B1 1.5673(17) . ?
C10 C28 1.3984(16) . ?
C10 B2 1.5632(17) . ?
C11 C41 1.4117(16) . ?
C11 C12 1.4126(16) . ?
C11 B2 1.5834(16) . ?
C12 C13 1.3910(16) . ?
C12 C45 1.5232(16) . ?
C13 C14 1.3850(16) . ?
C13 H16 0.9500 . ?
C14 C40 1.3832(16) . ?
C15 C16 1.3866(18) . ?
C15 C32 1.4087(17) . ?
C16 C17 1.3914(18) . ?
C16 H21 0.9500 . ?
C17 C18 1.394(2) . ?
C17 H22 0.9500 . ?
C18 C39 1.376(2) . ?
C18 H2 0.9500 . ?
C19 C60 1.379(2) . ?
C19 C20 1.3992(19) . ?
C19 H3 0.9500 . ?
C20 C21 1.3869(18) . ?
C20 H56 0.9500 . ?
C21 C22 1.3906(18) . ?
C21 H55 0.9500 . ?
C22 C59 1.4089(17) . ?
C23 C24 1.3897(16) . ?
C23 H50 0.9500 . ?
C24 C54 1.5219(16) . ?
C25 C26 1.5229(18) . ?
C25 C27 1.5318(19) . ?
C25 H5 1.0000 . ?
C26 H6 0.9800 . ?
C26 H7 0.9800 . ?
C26 H8 0.9800 . ?
C27 H10 0.9800 . ?
C27 H9 0.9800 . ?
C27 H11 0.9800 . ?
C28 C29 1.3889(17) . ?
C28 H15 0.9500 . ?
C29 C30 1.3877(17) . ?
C29 H14 0.9500 . ?
C30 C31 1.3883(17) . ?
C30 H13 0.9500 . ?
C31 H12 0.9500 . ?
C32 C39 1.3956(17) . ?
C32 C33 1.4366(18) . ?
C33 C38 1.3993(17) . ?
C33 C34 1.4096(16) . ?
C34 C35 1.3917(17) . ?
C35 C36 1.3872(18) . ?
C35 H20 0.9500 . ?
C36 C37 1.3954(19) . ?
C36 H19 0.9500 . ?
C37 C38 1.3771(19) . ?
C37 H18 0.9500 . ?
C38 H17 0.9500 . ?
C39 H23 0.9500 . ?
C40 C41 1.3916(16) . ?
C40 H31 0.9500 . ?
C41 C42 1.5245(16) . ?
C42 C44 1.5225(17) . ?
C42 C43 1.5411(19) . ?
C42 H24 1.0000 . ?
C43 H26 0.9800 . ?
C43 H25 0.9800 . ?
C43 H27 0.9800 . ?
C44 H30 0.9800 . ?
C44 H29 0.9800 . ?
C44 H28 0.9800 . ?
C45 C46 1.5237(19) . ?
C45 C47 1.5283(18) . ?
C45 H35 1.0000 . ?
C46 H32 0.9800 . ?
C46 H33 0.9800 . ?
C46 H34 0.9800 . ?
C47 H37 0.9800 . ?
C47 H38 0.9800 . ?
C47 H36 0.9800 . ?
C48 C53 1.3999(17) . ?
C48 C49 1.4244(16) . ?
C48 B2 1.5685(17) . ?
C49 C50 1.3982(17) . ?
C49 B1 1.5610(17) . ?
C50 C51 1.3877(18) . ?
C50 H42 0.9500 . ?
C51 C52 1.3842(19) . ?
C51 H41 0.9500 . ?
C52 C53 1.3884(18) . ?
C52 H39 0.9500 . ?
C53 H40 0.9500 . ?
C54 C56 1.5229(19) . ?
C54 C55 1.5353(18) . ?
C54 H46 1.0000 . ?
C55 H45 0.9800 . ?
C55 H44 0.9800 . ?
C55 H43 0.9800 . ?
C56 H47 0.9800 . ?
C56 H48 0.9800 . ?
C56 H49 0.9800 . ?
C57 C58 1.3851(18) . ?
C57 H51 0.9500 . ?
C58 H52 0.9500 . ?
C59 C60 1.3990(18) . ?
C60 H54 0.9500 . ?
