#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/52/4025287.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_4025287
loop_
_publ_author_name
'Andrew C. Benniston'
'Graeme Copley'
'Anthony Harriman'
'David Howgego'
'Ross W. Harrington'
'William Clegg'
_publ_section_title
;
 Cofacial Boron Dipyrromethene (Bodipy) Dimers: Synthesis, Charge
 Delocalization, and Exciton Coupling
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2018
_journal_page_last               2027
_journal_paper_doi               10.1021/jo1000803
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C46 H50 B2 F4 N4 S'
_chemical_formula_sum            'C46 H50 B2 F4 N4 S'
_chemical_formula_weight         788.58
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                68.336(1)
_cell_angle_beta                 73.174(1)
_cell_angle_gamma                67.157(1)
_cell_formula_units_Z            2
_cell_length_a                   10.8919(9)
_cell_length_b                   12.7666(10)
_cell_length_c                   17.0269(14)
_cell_measurement_reflns_used    7420
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.75
_cell_measurement_theta_min      3.30
_cell_volume                     1998.1(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX2 CCD diffractometer'
_diffrn_measurement_method       'thin-slice ω scans'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_source         ALS
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7749
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_sigmaI/netI    0.0392
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            24991
_diffrn_reflns_theta_full        30.86
_diffrn_reflns_theta_max         30.86
_diffrn_reflns_theta_min         2.96
_exptl_absorpt_coefficient_mu    0.139
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.853
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     526
_refine_ls_number_reflns         9597
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0613
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1001P)²+1.5215P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1690
_refine_ls_wR_factor_ref         0.1820
_reflns_number_gt                7462
_reflns_number_total             9597
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jo1000803_si_002_1.cif
_cod_data_source_block           acb66_BD1
_cod_database_code               4025287
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.74054(5) 0.75467(5) 0.25217(3) 0.02396(14) Uani 1 1 d . . .
N1 N 0.65965(18) 0.76634(16) -0.00775(11) 0.0234(4) Uani 1 1 d . . .
N2 N 0.71711(18) 0.55320(16) 0.07736(11) 0.0233(4) Uani 1 1 d . . .
N3 N 0.34244(18) 0.93646(17) 0.41645(12) 0.0245(4) Uani 1 1 d . . .
N4 N 0.40911(18) 0.72743(17) 0.50845(11) 0.0240(4) Uani 1 1 d . . .
F1 F 0.65454(15) 0.61823(12) -0.06194(9) 0.0319(3) Uani 1 1 d . . .
F2 F 0.49059(13) 0.66609(12) 0.04869(9) 0.0313(3) Uani 1 1 d . . .
F3 F 0.21341(14) 0.80839(13) 0.43919(9) 0.0333(3) Uani 1 1 d . . .
F4 F 0.20223(14) 0.87100(13) 0.55057(9) 0.0342(3) Uani 1 1 d . . .
B1 B 0.6266(2) 0.6503(2) 0.01277(16) 0.0247(5) Uani 1 1 d . . .
B2 B 0.2856(3) 0.8368(2) 0.47945(16) 0.0264(5) Uani 1 1 d . . .
C1 C 0.6012(2) 0.8734(2) -0.06041(14) 0.0255(4) Uani 1 1 d . . .
C2 C 0.6600(2) 0.9568(2) -0.06521(14) 0.0263(4) Uani 1 1 d . . .
C3 C 0.7583(2) 0.8984(2) -0.01247(14) 0.0254(4) Uani 1 1 d . . .
C4 C 0.7579(2) 0.77784(19) 0.02343(13) 0.0231(4) Uani 1 1 d . . .
C5 C 0.8343(2) 0.67913(19) 0.07973(13) 0.0223(4) Uani 1 1 d . . .
C6 C 0.8158(2) 0.5681(2) 0.10560(13) 0.0232(4) Uani 1 1 d . . .
C7 C 0.8784(2) 0.4570(2) 0.16300(14) 0.0251(4) Uani 1 1 d . . .
C8 C 0.8151(2) 0.3781(2) 0.16860(14) 0.0257(4) Uani 1 1 d . . .
C9 C 0.7159(2) 0.4403(2) 0.11501(14) 0.0249(4) Uani 1 1 d . . .
C10 C 0.4879(2) 0.8958(2) -0.10323(16) 0.0314(5) Uani 1 1 d . . .
H10A H 0.4630 0.8233 -0.0852 0.047 Uiso 1 1 calc R . .
H10B H 0.5166 0.9188 -0.1656 0.047 Uiso 1 1 calc R . .
H10C H 0.4097 0.9598 -0.0870 0.047 Uiso 1 1 calc R . .
C11 C 0.6239(2) 1.0826(2) -0.12211(15) 0.0294(5) Uani 1 1 d . . .
H11A H 0.6537 1.1310 -0.1021 0.035 Uiso 1 1 calc R . .
H11B H 0.5244 1.1162 -0.1184 0.035 Uiso 1 1 calc R . .
C12 C 0.6909(3) 1.0889(2) -0.21611(16) 0.0379(6) Uani 1 1 d . . .
H12A H 0.6638 1.1715 -0.2520 0.057 Uiso 1 1 calc R . .
H12B H 0.6621 1.0404 -0.2358 0.057 Uiso 1 1 calc R . .
H12C H 0.7894 1.0587 -0.2203 0.057 Uiso 1 1 calc R . .
C13 C 0.8457(2) 0.9538(2) 0.00163(16) 0.0309(5) Uani 1 1 d . . .
H13A H 0.8249 1.0372 -0.0330 0.046 Uiso 1 1 calc R . .
H13B H 0.9410 0.9112 -0.0153 0.046 Uiso 1 1 calc R . .
H13C H 0.8284 0.9490 0.0624 0.046 Uiso 1 1 calc R . .
C14 C 0.9912(2) 0.4287(2) 0.20890(16) 0.0320(5) Uani 1 1 d . . .
H14A H 1.0056 0.3490 0.2496 0.048 Uiso 1 1 calc R . .
H14B H 0.9674 0.4870 0.2399 0.048 Uiso 1 1 calc R . .
H14C H 1.0742 0.4318 0.1671 0.048 Uiso 1 1 calc R . .
C15 C 0.8419(3) 0.2507(2) 0.22240(16) 0.0318(5) Uani 1 1 d . . .
H15A H 0.7544 0.2352 0.2477 0.038 Uiso 1 1 calc R . .
H15B H 0.8853 0.2383 0.2702 0.038 Uiso 1 1 calc R . .
C16 C 0.9305(4) 0.1623(3) 0.1739(2) 0.0514(8) Uani 1 1 d . . .
H16A H 0.9397 0.0815 0.2123 0.077 Uiso 1 1 calc R . .
H16B H 1.0200 0.1728 0.1523 0.077 Uiso 1 1 calc R . .
H16C H 0.8895 0.1750 0.1256 0.077 Uiso 1 1 calc R . .
C17 C 0.6180(2) 0.3958(2) 0.10155(16) 0.0301(5) Uani 1 1 d . . .
H17A H 0.6066 0.4288 0.0413 0.045 Uiso 1 1 calc R . .
H17B H 0.5307 0.4205 0.1381 0.045 Uiso 1 1 calc R . .
H17C H 0.6524 0.3089 0.1165 0.045 Uiso 1 1 calc R . .
C18 C 0.2695(2) 1.0460(2) 0.37444(14) 0.0263(4) Uani 1 1 d . . .
C19 C 0.3569(2) 1.1138(2) 0.32510(14) 0.0285(5) Uani 1 1 d . . .
C20 C 0.4882(2) 1.0418(2) 0.33793(14) 0.0282(5) Uani 1 1 d . . .
C21 C 0.4787(2) 0.9297(2) 0.39448(13) 0.0244(4) Uani 1 1 d . . .
C22 C 0.5783(2) 0.8228(2) 0.42555(13) 0.0241(4) Uani 1 1 d . . .
C23 C 0.5451(2) 0.7224(2) 0.48092(14) 0.0240(4) Uani 1 1 d . . .
C24 C 0.6260(2) 0.6056(2) 0.52257(14) 0.0274(5) Uani 1 1 d . . .
C25 C 0.5364(2) 0.5447(2) 0.57467(14) 0.0280(5) Uani 1 1 d . . .
C26 C 0.4044(2) 0.6216(2) 0.56397(14) 0.0269(5) Uani 1 1 d . . .
C27 C 0.1208(2) 1.0822(2) 0.37957(16) 0.0323(5) Uani 1 1 d . . .
H27A H 0.0812 1.0383 0.4354 0.049 Uiso 1 1 calc R . .
H27B H 0.1019 1.0645 0.3338 0.049 Uiso 1 1 calc R . .
H27C H 0.0813 1.1677 0.3729 0.049 Uiso 1 1 calc R . .
C28 C 0.3129(3) 1.2394(2) 0.26908(16) 0.0348(5) Uani 1 1 d . . .
H28A H 0.2411 1.2486 0.2400 0.042 Uiso 1 1 calc R . .
H28B H 0.3905 1.2547 0.2242 0.042 Uiso 1 1 calc R . .
C29 C 0.2601(3) 1.3317(2) 0.31704(19) 0.0445(7) Uani 1 1 d . . .
H29A H 0.2324 1.4112 0.2767 0.067 Uiso 1 1 calc R . .
H29B H 0.3316 1.3254 0.3443 0.067 Uiso 1 1 calc R . .
H29C H 0.1823 1.3181 0.3611 0.067 Uiso 1 1 calc R . .
C30 C 0.6122(3) 1.0792(2) 0.29926(17) 0.0370(6) Uani 1 1 d . . .
H30A H 0.5873 1.1613 0.2623 0.055 Uiso 1 1 calc R . .
H30B H 0.6764 1.0269 0.2651 0.055 Uiso 1 1 calc R . .
H30C H 0.6540 1.0738 0.3450 0.055 Uiso 1 1 calc R . .
C31 C 0.7774(2) 0.5567(2) 0.51229(17) 0.0337(5) Uani 1 1 d . . .
H31A H 0.8043 0.4731 0.5464 0.051 Uiso 1 1 calc R . .
H31B H 0.8109 0.6021 0.5320 0.051 Uiso 1 1 calc R . .
H31C H 0.8159 0.5630 0.4517 0.051 Uiso 1 1 calc R . .
C32 C 0.5643(3) 0.4227(2) 0.63748(16) 0.0341(5) Uani 1 1 d . . .
H32A H 0.6611 0.3772 0.6248 0.041 Uiso 1 1 calc R . .
H32B H 0.5102 0.3806 0.6308 0.041 Uiso 1 1 calc R . .
C33 C 0.5292(3) 0.4279(2) 0.73164(16) 0.0363(6) Uani 1 1 d . . .
H33A H 0.5443 0.3471 0.7710 0.054 Uiso 1 1 calc R . .
H33B H 0.4343 0.4751 0.7438 0.054 Uiso 1 1 calc R . .
H33C H 0.5872 0.4646 0.7394 0.054 Uiso 1 1 calc R . .
C34 C 0.2745(2) 0.5954(2) 0.60598(16) 0.0330(5) Uani 1 1 d . . .
H34A H 0.2090 0.6389 0.5667 0.049 Uiso 1 1 calc R . .
H34B H 0.2388 0.6201 0.6584 0.049 Uiso 1 1 calc R . .
H34C H 0.2905 0.5099 0.6204 0.049 Uiso 1 1 calc R . .
C35 C 0.9374(2) 0.69267(19) 0.11380(14) 0.0235(4) Uani 1 1 d . . .
C36 C 1.0715(2) 0.6702(2) 0.07353(14) 0.0269(5) Uani 1 1 d . . .
H36A H 1.0983 0.6461 0.0229 0.032 Uiso 1 1 calc R . .
C37 C 1.1682(2) 0.6822(2) 0.10599(16) 0.0306(5) Uani 1 1 d . . .
H37A H 1.2594 0.6659 0.0774 0.037 Uiso 1 1 calc R . .
C38 C 1.1321(2) 0.7174(2) 0.17919(15) 0.0286(5) Uani 1 1 d . . .
H38A H 1.1979 0.7262 0.2006 0.034 Uiso 1 1 calc R . .
C39 C 0.9975(2) 0.7403(2) 0.22178(14) 0.0245(4) Uani 1 1 d . . .
C40 C 0.9020(2) 0.72645(19) 0.18873(13) 0.0229(4) Uani 1 1 d . . .
C41 C 0.8001(2) 0.7854(2) 0.32403(14) 0.0242(4) Uani 1 1 d . . .
C42 C 0.9380(2) 0.7755(2) 0.30020(14) 0.0249(4) Uani 1 1 d . . .
C43 C 0.9989(2) 0.7995(2) 0.35039(15) 0.0295(5) Uani 1 1 d . . .
H43A H 1.0922 0.7926 0.3350 0.035 Uiso 1 1 calc R . .
C44 C 0.9229(2) 0.8332(2) 0.42247(16) 0.0329(5) Uani 1 1 d . . .
H44A H 0.9639 0.8506 0.4563 0.040 Uiso 1 1 calc R . .
C45 C 0.7865(2) 0.8421(2) 0.44604(15) 0.0295(5) Uani 1 1 d . . .
H45A H 0.7357 0.8659 0.4957 0.035 Uiso 1 1 calc R . .
C46 C 0.7233(2) 0.8167(2) 0.39830(14) 0.0254(4) 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 0.0033 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
C40 S1 C41 90.83(10) . . ?
B1 N1 C1 126.17(18) . . ?
B1 N1 C4 125.90(17) . . ?
C1 N1 C4 107.91(18) . . ?
B1 N2 C6 125.24(18) . . ?
B1 N2 C9 126.29(18) . . ?
C6 N2 C9 108.47(18) . . ?
B2 N3 C18 126.16(19) . . ?
B2 N3 C21 125.59(18) . . ?
C18 N3 C21 108.23(18) . . ?
B2 N4 C23 125.74(18) . . ?
B2 N4 C26 126.19(18) . . ?
C23 N4 C26 108.06(18) . . ?
N1 B1 N2 106.85(17) . . ?
N1 B1 F1 110.05(18) . . ?
N1 B1 F2 110.32(19) . . ?
N2 B1 F1 110.20(19) . . ?
N2 B1 F2 110.15(18) . . ?
F1 B1 F2 109.25(18) . . ?
N3 B2 N4 106.72(17) . . ?
N3 B2 F3 110.35(19) . . ?
N3 B2 F4 110.6(2) . . ?
N4 B2 F3 110.2(2) . . ?
N4 B2 F4 109.36(19) . . ?
F3 B2 F4 109.58(19) . . ?
N1 C1 C2 110.02(19) . . ?
N1 C1 C10 122.9(2) . . ?
C2 C1 C10 127.0(2) . . ?
C1 C2 C3 107.54(19) . . ?
C1 C2 C11 123.7(2) . . ?
C3 C2 C11 128.7(2) . . ?
C2 C3 C4 106.34(19) . . ?
C2 C3 C13 125.6(2) . . ?
C4 C3 C13 128.1(2) . . ?
N1 C4 C3 108.19(18) . . ?
N1 C4 C5 119.65(19) . . ?
C3 C4 C5 132.2(2) . . ?
C4 C5 C6 121.68(19) . . ?
C4 C5 C35 119.29(19) . . ?
C6 C5 C35 119.03(18) . . ?
N2 C6 C5 120.56(19) . . ?
N2 C6 C7 107.71(18) . . ?
C5 C6 C7 131.67(19) . . ?
C6 C7 C8 106.86(19) . . ?
C6 C7 C14 127.4(2) . . ?
C8 C7 C14 125.8(2) . . ?
C7 C8 C9 107.43(19) . . ?
C7 C8 C15 127.6(2) . . ?
C9 C8 C15 124.9(2) . . ?
N2 C9 C8 109.53(19) . . ?
N2 C9 C17 122.40(19) . . ?
C8 C9 C17 128.0(2) . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C2 C11 H11A 109.4 . . ?
C2 C11 H11B 109.4 . . ?
C2 C11 C12 111.1(2) . . ?
H11A C11 H11B 108.0 . . ?
H11A C11 C12 109.4 . . ?
H11B C11 C12 109.4 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C3 C13 H13A 109.5 . . ?
C3 C13 H13B 109.5 . . ?
C3 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C7 C14 H14A 109.5 . . ?
C7 C14 H14B 109.5 . . ?
C7 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C15 H15A 108.7 . . ?
C8 C15 H15B 108.7 . . ?
C8 C15 C16 114.1(2) . . ?
H15A C15 H15B 107.6 . . ?
H15A C15 C16 108.7 . . ?
H15B C15 C16 108.7 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C9 C17 H17A 109.5 . . ?
C9 C17 H17B 109.5 . . ?
C9 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N3 C18 C19 109.5(2) . . ?
N3 C18 C27 122.7(2) . . ?
C19 C18 C27 127.7(2) . . ?
C18 C19 C20 107.4(2) . . ?
C18 C19 C28 125.0(2) . . ?
C20 C19 C28 127.6(2) . . ?
C19 C20 C21 106.7(2) . . ?
C19 C20 C30 125.3(2) . . ?
C21 C20 C30 128.0(2) . . ?
N3 C21 C20 108.14(19) . . ?
N3 C21 C22 120.30(19) . . ?
C20 C21 C22 131.5(2) . . ?
C21 C22 C23 121.6(2) . . ?
C21 C22 C46 119.21(19) . . ?
C23 C22 C46 119.19(19) . . ?
N4 C23 C22 119.87(19) . . ?
N4 C23 C24 107.78(18) . . ?
C22 C23 C24 132.3(2) . . ?
C23 C24 C25 106.4(2) . . ?
C23 C24 C31 127.7(2) . . ?
C25 C24 C31 125.9(2) . . ?
C24 C25 C26 107.8(2) . . ?
C24 C25 C32 129.4(2) . . ?
C26 C25 C32 122.7(2) . . ?
N4 C26 C25 110.0(2) . . ?
N4 C26 C34 122.5(2) . . ?
C25 C26 C34 127.5(2) . . ?
C18 C27 H27A 109.5 . . ?
C18 C27 H27B 109.5 . . ?
C18 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C19 C28 H28A 108.8 . . ?
C19 C28 H28B 108.8 . . ?
C19 C28 C29 113.9(2) . . ?
H28A C28 H28B 107.7 . . ?
H28A C28 C29 108.8 . . ?
H28B C28 C29 108.8 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C20 C30 H30A 109.5 . . ?
C20 C30 H30B 109.5 . . ?
C20 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C24 C31 H31A 109.5 . . ?
C24 C31 H31B 109.5 . . ?
C24 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C25 C32 H32A 109.3 . . ?
C25 C32 H32B 109.3 . . ?
C25 C32 C33 111.6(2) . . ?
H32A C32 H32B 108.0 . . ?
H32A C32 C33 109.3 . . ?
H32B C32 C33 109.3 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C26 C34 H34A 109.5 . . ?
C26 C34 H34B 109.5 . . ?
C26 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C5 C35 C36 121.5(2) . . ?
C5 C35 C40 120.75(19) . . ?
C36 C35 C40 117.7(2) . . ?
C35 C36 H36A 119.3 . . ?
C35 C36 C37 121.4(2) . . ?
H36A C36 C37 119.3 . . ?
C36 C37 H37A 119.7 . . ?
C36 C37 C38 120.6(2) . . ?
H37A C37 C38 119.7 . . ?
C37 C38 H38A 120.2 . . ?
C37 C38 C39 119.5(2) . . ?
H38A C38 C39 120.2 . . ?
C38 C39 C40 119.1(2) . . ?
C38 C39 C42 128.9(2) . . ?
C40 C39 C42 112.04(19) . . ?
S1 C40 C35 125.76(16) . . ?
S1 C40 C39 112.55(17) . . ?
C35 C40 C39 121.7(2) . . ?
S1 C41 C42 113.00(17) . . ?
S1 C41 C46 125.85(16) . . ?
C42 C41 C46 121.2(2) . . ?
C39 C42 C41 111.58(19) . . ?
C39 C42 C43 128.9(2) . . ?
C41 C42 C43 119.5(2) . . ?
C42 C43 H43A 120.2 . . ?
C42 C43 C44 119.5(2) . . ?
H43A C43 C44 120.2 . . ?
C43 C44 H44A 119.7 . . ?
C43 C44 C45 120.6(2) . . ?
H44A C44 C45 119.7 . . ?
C44 C45 H45A 119.4 . . ?
C44 C45 C46 121.2(2) . . ?
H45A C45 C46 119.4 . . ?
C22 C46 C41 121.28(19) . . ?
C22 C46 C45 120.8(2) . . ?
C41 C46 C45 117.9(2) . . ?
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
S1 C40 1.756(2) . ?
S1 C41 1.756(2) . ?
N1 B1 1.551(3) . ?
N1 C1 1.352(3) . ?
N1 C4 1.399(3) . ?
N2 B1 1.546(3) . ?
N2 C6 1.396(3) . ?
N2 C9 1.348(3) . ?
N3 B2 1.540(3) . ?
N3 C18 1.352(3) . ?
N3 C21 1.397(3) . ?
N4 B2 1.555(3) . ?
N4 C23 1.401(3) . ?
N4 C26 1.343(3) . ?
F1 B1 1.394(3) . ?
F2 B1 1.394(3) . ?
F3 B2 1.392(3) . ?
F4 B2 1.389(3) . ?
C1 C2 1.409(3) . ?
C1 C10 1.493(3) . ?
C2 C3 1.397(3) . ?
C2 C11 1.502(3) . ?
C3 C4 1.433(3) . ?
C3 C13 1.497(3) . ?
C4 C5 1.398(3) . ?
C5 C6 1.398(3) . ?
C5 C35 1.493(3) . ?
C6 C7 1.429(3) . ?
C7 C8 1.388(3) . ?
C7 C14 1.502(3) . ?
C8 C9 1.414(3) . ?
C8 C15 1.502(3) . ?
C9 C17 1.489(3) . ?
C10 H10A 0.980 . ?
C10 H10B 0.980 . ?
C10 H10C 0.980 . ?
C11 H11A 0.990 . ?
C11 H11B 0.990 . ?
C11 C12 1.541(3) . ?
C12 H12A 0.980 . ?
C12 H12B 0.980 . ?
C12 H12C 0.980 . ?
C13 H13A 0.980 . ?
C13 H13B 0.980 . ?
C13 H13C 0.980 . ?
C14 H14A 0.980 . ?
C14 H14B 0.980 . ?
C14 H14C 0.980 . ?
C15 H15A 0.990 . ?
C15 H15B 0.990 . ?
C15 C16 1.506(4) . ?
C16 H16A 0.980 . ?
C16 H16B 0.980 . ?
C16 H16C 0.980 . ?
C17 H17A 0.980 . ?
C17 H17B 0.980 . ?
C17 H17C 0.980 . ?
C18 C19 1.414(3) . ?
C18 C27 1.487(3) . ?
C19 C20 1.396(3) . ?
C19 C28 1.499(3) . ?
C20 C21 1.424(3) . ?
C20 C30 1.496(3) . ?
C21 C22 1.403(3) . ?
C22 C23 1.391(3) . ?
C22 C46 1.491(3) . ?
C23 C24 1.436(3) . ?
C24 C25 1.386(3) . ?
C24 C31 1.502(3) . ?
C25 C26 1.410(3) . ?
C25 C32 1.501(3) . ?
C26 C34 1.494(3) . ?
C27 H27A 0.980 . ?
C27 H27B 0.980 . ?
C27 H27C 0.980 . ?
C28 H28A 0.990 . ?
C28 H28B 0.990 . ?
C28 C29 1.516(4) . ?
C29 H29A 0.980 . ?
C29 H29B 0.980 . ?
C29 H29C 0.980 . ?
C30 H30A 0.980 . ?
C30 H30B 0.980 . ?
C30 H30C 0.980 . ?
C31 H31A 0.980 . ?
C31 H31B 0.980 . ?
C31 H31C 0.980 . ?
C32 H32A 0.990 . ?
C32 H32B 0.990 . ?
C32 C33 1.557(4) . ?
C33 H33A 0.980 . ?
C33 H33B 0.980 . ?
C33 H33C 0.980 . ?
C34 H34A 0.980 . ?
C34 H34B 0.980 . ?
C34 H34C 0.980 . ?
C35 C36 1.388(3) . ?
C35 C40 1.398(3) . ?
C36 H36A 0.950 . ?
C36 C37 1.401(3) . ?
C37 H37A 0.950 . ?
C37 C38 1.380(4) . ?
C38 H38A 0.950 . ?
C38 C39 1.403(3) . ?
C39 C40 1.409(3) . ?
C39 C42 1.456(3) . ?
C41 C42 1.405(3) . ?
C41 C46 1.399(3) . ?
C42 C43 1.395(3) . ?
C43 H43A 0.950 . ?
C43 C44 1.379(4) . ?
C44 H44A 0.950 . ?
C44 C45 1.392(3) . ?
C45 H45A 0.950 . ?
C45 C46 1.390(3) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N2 B1 N1 -4.2(3) . . . . ?
C6 N2 B1 F1 115.3(2) . . . . ?
C6 N2 B1 F2 -124.1(2) . . . . ?
C9 N2 B1 N1 176.69(19) . . . . ?
C9 N2 B1 F1 -63.8(3) . . . . ?
C9 N2 B1 F2 56.8(3) . . . . ?
C1 N1 B1 N2 -178.8(2) . . . . ?
C1 N1 B1 F1 61.6(3) . . . . ?
C1 N1 B1 F2 -59.0(3) . . . . ?
C4 N1 B1 N2 2.9(3) . . . . ?
C4 N1 B1 F1 -116.7(2) . . . . ?
C4 N1 B1 F2 122.7(2) . . . . ?
C18 N3 B2 N4 178.3(2) . . . . ?
C18 N3 B2 F3 58.6(3) . . . . ?
C18 N3 B2 F4 -62.8(3) . . . . ?
C21 N3 B2 N4 -3.2(3) . . . . ?
C21 N3 B2 F3 -122.9(2) . . . . ?
C21 N3 B2 F4 115.6(2) . . . . ?
C23 N4 B2 N3 -0.6(3) . . . . ?
C23 N4 B2 F3 119.2(2) . . . . ?
C23 N4 B2 F4 -120.3(2) . . . . ?
C26 N4 B2 N3 179.4(2) . . . . ?
C26 N4 B2 F3 -60.8(3) . . . . ?
C26 N4 B2 F4 59.7(3) . . . . ?
B1 N1 C1 C2 -178.2(2) . . . . ?
B1 N1 C1 C10 3.6(3) . . . . ?
C4 N1 C1 C2 0.3(3) . . . . ?
C4 N1 C1 C10 -177.9(2) . . . . ?
N1 C1 C2 C3 -0.5(3) . . . . ?
N1 C1 C2 C11 176.4(2) . . . . ?
C10 C1 C2 C3 177.5(2) . . . . ?
C10 C1 C2 C11 -5.5(4) . . . . ?
C1 C2 C3 C4 0.5(3) . . . . ?
C1 C2 C3 C13 -179.9(2) . . . . ?
C11 C2 C3 C4 -176.2(2) . . . . ?
C11 C2 C3 C13 3.4(4) . . . . ?
B1 N1 C4 C3 178.6(2) . . . . ?
B1 N1 C4 C5 -1.4(3) . . . . ?
C1 N1 C4 C3 0.0(2) . . . . ?
C1 N1 C4 C5 -179.9(2) . . . . ?
C2 C3 C4 N1 -0.4(2) . . . . ?
C2 C3 C4 C5 179.6(2) . . . . ?
C13 C3 C4 N1 -179.9(2) . . . . ?
C13 C3 C4 C5 0.0(4) . . . . ?
N1 C4 C5 C6 0.4(3) . . . . ?
N1 C4 C5 C35 -179.01(19) . . . . ?
C3 C4 C5 C6 -179.5(2) . . . . ?
C3 C4 C5 C35 1.1(4) . . . . ?
B1 N2 C6 C5 3.9(3) . . . . ?
B1 N2 C6 C7 -178.6(2) . . . . ?
C9 N2 C6 C5 -176.8(2) . . . . ?
C9 N2 C6 C7 0.6(2) . . . . ?
C4 C5 C6 N2 -1.7(3) . . . . ?
C4 C5 C6 C7 -178.4(2) . . . . ?
C35 C5 C6 N2 177.76(19) . . . . ?
C35 C5 C6 C7 1.1(4) . . . . ?
N2 C6 C7 C8 -0.5(2) . . . . ?
N2 C6 C7 C14 179.3(2) . . . . ?
C5 C6 C7 C8 176.5(2) . . . . ?
C5 C6 C7 C14 -3.7(4) . . . . ?
C6 C7 C8 C9 0.3(3) . . . . ?
C6 C7 C8 C15 -178.4(2) . . . . ?
C14 C7 C8 C9 -179.5(2) . . . . ?
C14 C7 C8 C15 1.8(4) . . . . ?
B1 N2 C9 C8 178.8(2) . . . . ?
B1 N2 C9 C17 -3.3(3) . . . . ?
C6 N2 C9 C8 -0.4(3) . . . . ?
C6 N2 C9 C17 177.4(2) . . . . ?
C7 C8 C9 N2 0.1(3) . . . . ?
C7 C8 C9 C17 -177.6(2) . . . . ?
C15 C8 C9 N2 178.8(2) . . . . ?
C15 C8 C9 C17 1.1(4) . . . . ?
C1 C2 C11 C12 -77.2(3) . . . . ?
C3 C2 C11 C12 99.1(3) . . . . ?
C7 C8 C15 C16 -99.7(3) . . . . ?
C9 C8 C15 C16 81.9(3) . . . . ?
B2 N3 C18 C19 177.7(2) . . . . ?
B2 N3 C18 C27 -4.5(4) . . . . ?
C21 N3 C18 C19 -0.9(3) . . . . ?
C21 N3 C18 C27 176.9(2) . . . . ?
N3 C18 C19 C20 0.1(3) . . . . ?
N3 C18 C19 C28 179.3(2) . . . . ?
C27 C18 C19 C20 -177.6(2) . . . . ?
C27 C18 C19 C28 1.7(4) . . . . ?
C18 C19 C20 C21 0.8(3) . . . . ?
C18 C19 C20 C30 -178.6(2) . . . . ?
C28 C19 C20 C21 -178.4(2) . . . . ?
C28 C19 C20 C30 2.2(4) . . . . ?
B2 N3 C21 C20 -177.2(2) . . . . ?
B2 N3 C21 C22 4.8(3) . . . . ?
C18 N3 C21 C20 1.4(3) . . . . ?
C18 N3 C21 C22 -176.5(2) . . . . ?
C19 C20 C21 N3 -1.4(3) . . . . ?
C19 C20 C21 C22 176.2(2) . . . . ?
C30 C20 C21 N3 178.0(2) . . . . ?
C30 C20 C21 C22 -4.4(4) . . . . ?
N3 C21 C22 C23 -2.2(3) . . . . ?
N3 C21 C22 C46 177.5(2) . . . . ?
C20 C21 C22 C23 -179.6(2) . . . . ?
C20 C21 C22 C46 0.2(4) . . . . ?
C21 C22 C23 N4 -1.5(3) . . . . ?
C21 C22 C23 C24 -178.3(2) . . . . ?
C46 C22 C23 N4 178.76(19) . . . . ?
C46 C22 C23 C24 1.9(4) . . . . ?
B2 N4 C23 C22 2.9(3) . . . . ?
B2 N4 C23 C24 -179.6(2) . . . . ?
C26 N4 C23 C22 -177.2(2) . . . . ?
C26 N4 C23 C24 0.4(2) . . . . ?
N4 C23 C24 C25 -0.9(3) . . . . ?
N4 C23 C24 C31 178.7(2) . . . . ?
C22 C23 C24 C25 176.3(2) . . . . ?
C22 C23 C24 C31 -4.2(4) . . . . ?
C23 C24 C25 C26 1.0(3) . . . . ?
C23 C24 C25 C32 -175.0(2) . . . . ?
C31 C24 C25 C26 -178.6(2) . . . . ?
C31 C24 C25 C32 5.4(4) . . . . ?
B2 N4 C26 C25 -179.8(2) . . . . ?
B2 N4 C26 C34 0.2(4) . . . . ?
C23 N4 C26 C25 0.2(3) . . . . ?
C23 N4 C26 C34 -179.8(2) . . . . ?
C24 C25 C26 N4 -0.8(3) . . . . ?
C24 C25 C26 C34 179.3(2) . . . . ?
C32 C25 C26 N4 175.6(2) . . . . ?
C32 C25 C26 C34 -4.4(4) . . . . ?
C18 C19 C28 C29 82.5(3) . . . . ?
C20 C19 C28 C29 -98.4(3) . . . . ?
C24 C25 C32 C33 102.7(3) . . . . ?
C26 C25 C32 C33 -72.8(3) . . . . ?
C4 C5 C35 C36 -92.9(3) . . . . ?
C4 C5 C35 C40 88.3(3) . . . . ?
C6 C5 C35 C36 87.6(3) . . . . ?
C6 C5 C35 C40 -91.1(3) . . . . ?
C5 C35 C36 C37 -179.6(2) . . . . ?
C40 C35 C36 C37 -0.8(3) . . . . ?
C35 C36 C37 C38 -0.3(4) . . . . ?
C36 C37 C38 C39 0.6(4) . . . . ?
C37 C38 C39 C40 0.1(3) . . . . ?
C37 C38 C39 C42 178.5(2) . . . . ?
C5 C35 C40 S1 1.0(3) . . . . ?
C5 C35 C40 C39 -179.71(19) . . . . ?
C36 C35 C40 S1 -177.84(17) . . . . ?
C36 C35 C40 C39 1.5(3) . . . . ?
C38 C39 C40 S1 178.25(17) . . . . ?
C38 C39 C40 C35 -1.2(3) . . . . ?
C42 C39 C40 S1 -0.4(2) . . . . ?
C42 C39 C40 C35 -179.8(2) . . . . ?
C41 S1 C40 C35 179.4(2) . . . . ?
C41 S1 C40 C39 0.00(17) . . . . ?
C40 S1 C41 C42 0.44(18) . . . . ?
C40 S1 C41 C46 -179.4(2) . . . . ?
S1 C41 C42 C39 -0.8(2) . . . . ?
S1 C41 C42 C43 178.82(18) . . . . ?
C46 C41 C42 C39 179.1(2) . . . . ?
C46 C41 C42 C43 -1.4(3) . . . . ?
C38 C39 C42 C41 -177.8(2) . . . . ?
C38 C39 C42 C43 2.7(4) . . . . ?
C40 C39 C42 C41 0.8(3) . . . . ?
C40 C39 C42 C43 -178.8(2) . . . . ?
C39 C42 C43 C44 179.2(2) . . . . ?
C41 C42 C43 C44 -0.3(3) . . . . ?
C42 C43 C44 C45 0.8(4) . . . . ?
C43 C44 C45 C46 0.4(4) . . . . ?
C44 C45 C46 C22 178.1(2) . . . . ?
C44 C45 C46 C41 -2.0(4) . . . . ?
S1 C41 C46 C22 2.2(3) . . . . ?
S1 C41 C46 C45 -177.75(18) . . . . ?
C42 C41 C46 C22 -177.6(2) . . . . ?
C42 C41 C46 C45 2.5(3) . . . . ?
C21 C22 C46 C41 -88.6(3) . . . . ?
C21 C22 C46 C45 91.3(3) . . . . ?
C23 C22 C46 C41 91.2(3) . . . . ?
C23 C22 C46 C45 -88.9(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 45277003
