#------------------------------------------------------------------------------
#$Date: 2021-07-05 21:11:31 +0300 (Mon, 05 Jul 2021) $
#$Revision: 267231 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/80/7158063.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_7158063
loop_
_publ_author_name
'Magre, Marc'
'Kuziola, Jennifer'
'Nöthling, Nils'
'Cornella, Josep'
_publ_section_title
;
 Dibismuthanes in catalysis: from synthesis and characterization to redox
 behavior towards oxidative cleavage of 1,2-diols.
;
_journal_issue                   22
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              4922
_journal_page_last               4929
_journal_paper_doi               10.1039/d1ob00367d
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C38 H30 Bi2 Cl4 O, C6 H6'
_chemical_formula_sum            'C44 H36 Bi2 Cl4 O'
_chemical_formula_weight         1140.49
_chemical_name_systematic
;
4,6-bis(dichlorodiphenyl-λ⁵-bismuthanyl)-10,11-dihydrodibenzo[b,f]oxepine
;
_chemical_properties_physical    none
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_block_code                KUJ-KA-317-01
_audit_creation_date             2021-02-12
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-02-19 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
_cell_angle_alpha                96.190(5)
_cell_angle_beta                 103.900(4)
_cell_angle_gamma                114.199(3)
_cell_formula_units_Z            2
_cell_length_a                   12.0198(3)
_cell_length_b                   12.1771(7)
_cell_length_c                   15.7796(11)
_cell_measurement_reflns_used    118897
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      37.9999
_cell_measurement_theta_min      2.7121
_cell_volume                     1988.7(2)
_computing_cell_refinement       'EVALCCD V. 1.6, 2008'
_computing_data_collection       'DATCOL (Bruker AXS, 2006)'
_computing_data_reduction        'EVALCCD V. 1.6, 2008'
_computing_molecular_graphics    'DIAMOND (Crystal Impact GbR, 1997-2014)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 18.02
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker AXS Enraf-Nonius KappaCCD'
_diffrn_measurement_method       'CCD φ- and ω-scans'
_diffrn_radiation_monochromator  'Incoatec Helios focusing multilayer optics'
_diffrn_radiation_source         '0.2 x 2mm^2^ focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            75349
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_min         2.716
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.139
_exptl_absorpt_correction_T_max  0.59321
_exptl_absorpt_correction_T_min  0.30255
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 2012)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.905
_exptl_crystal_description       prism
_exptl_crystal_F_000             1084
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent:  benzene, pentane'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.030
_refine_diff_density_min         -1.794
_refine_diff_density_rms         0.120
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         12134
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0270
_refine_ls_R_factor_gt           0.0210
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0102P)²+2.5079P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0436
_refine_ls_wR_factor_ref         0.0457
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10803
_reflns_number_total             12134
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob00367d2.cif
_cod_data_source_block           13708sadabs
_cod_depositor_comments
'Adding full bibliography for 7158061--7158068.cif.'
_cod_database_code               7158063
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12), C16(H16), C17(H17),
 C18(H18), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26),
  C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C34(H34), C35(H35),
 C36(H36), C37(H37), C38(H38), C51(H51), C52(H52), C53(H53), C61(H61), C62(H62),
  C63(H63)
;
_olex2_submission_special_instructions 'No special instructions were received'
_shelx_shelxl_version_number     2018/3
loop_
_space_group_symop_operation_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_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
Bi1 Bi 0.32233(2) 0.24070(2) 0.57263(2) 0.01407(2) Uani 1 1 d . . . . .
Bi2 Bi 0.64570(2) 0.26252(2) 0.86719(2) 0.01979(3) Uani 1 1 d . . . . .
Cl1 Cl 0.20785(6) 0.00068(5) 0.54154(4) 0.02089(11) Uani 1 1 d . . . . .
Cl2 Cl 0.40005(6) 0.47813(5) 0.60044(4) 0.02065(11) Uani 1 1 d . . . . .
Cl3 Cl 0.43027(6) 0.19088(6) 0.90190(5) 0.02676(13) Uani 1 1 d . . . . .
Cl4 Cl 0.86957(7) 0.33729(9) 0.84559(6) 0.03926(18) Uani 1 1 d . . . . .
O1 O 0.44173(16) 0.36366(17) 0.77328(12) 0.0200(4) Uani 1 1 d . . . . .
C1 C 0.3132(2) 0.3315(2) 0.75875(17) 0.0196(5) Uani 1 1 d . . . . .
C2 C 0.2331(2) 0.2483(2) 0.67759(17) 0.0189(5) Uani 1 1 d . . . . .
C3 C 0.1004(2) 0.1932(2) 0.65519(19) 0.0224(5) Uani 1 1 d . . . . .
H3 H 0.047572 0.135921 0.599306 0.027 Uiso 1 1 calc R U . . .
C4 C 0.0471(3) 0.2245(3) 0.7173(2) 0.0289(6) Uani 1 1 d . . . . .
H4 H -0.043082 0.183940 0.706469 0.035 Uiso 1 1 calc R U . . .
C5 C 0.1264(3) 0.3151(3) 0.7947(2) 0.0298(6) Uani 1 1 d . . . . .
H5 H 0.088248 0.339357 0.834508 0.036 Uiso 1 1 calc R U . . .
C6 C 0.2597(3) 0.3724(3) 0.81715(18) 0.0254(5) Uani 1 1 d . . . . .
C7 C 0.3395(3) 0.4861(3) 0.89239(19) 0.0330(7) Uani 1 1 d . . . . .
H7A H 0.390359 0.466759 0.942478 0.040 Uiso 1 1 calc R U . . .
H7B H 0.282683 0.513351 0.914917 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4304(3) 0.5906(3) 0.8593(2) 0.0314(6) Uani 1 1 d . . . . .
H8A H 0.387433 0.586531 0.796257 0.038 Uiso 1 1 calc R U . . .
H8B H 0.451994 0.671884 0.896348 0.038 Uiso 1 1 calc R U . . .
C9 C 0.5507(3) 0.5777(3) 0.86570(17) 0.0232(5) Uani 1 1 d . . . . .
C10 C 0.6710(3) 0.6753(3) 0.91416(19) 0.0289(6) Uani 1 1 d . . . . .
H10 H 0.676002 0.753751 0.935543 0.035 Uiso 1 1 calc R U . . .
C11 C 0.7825(3) 0.6628(3) 0.93223(19) 0.0295(6) Uani 1 1 d . . . . .
H11 H 0.863280 0.732940 0.960661 0.035 Uiso 1 1 calc R U . . .
C12 C 0.7755(2) 0.5469(3) 0.90856(18) 0.0253(5) Uani 1 1 d . . . . .
H12 H 0.850680 0.535247 0.924235 0.030 Uiso 1 1 calc R U . . .
C13 C 0.6570(2) 0.4479(2) 0.86152(16) 0.0198(5) Uani 1 1 d . . . . .
C14 C 0.5462(2) 0.4633(2) 0.83463(16) 0.0191(5) Uani 1 1 d . . . . .
C15 C 0.2179(2) 0.2251(2) 0.43316(16) 0.0166(4) Uani 1 1 d . . . . .
C16 C 0.0905(2) 0.1386(2) 0.39284(18) 0.0238(5) Uani 1 1 d . . . . .
H16 H 0.043888 0.086042 0.425392 0.029 Uiso 1 1 calc R U . . .
C17 C 0.0329(3) 0.1314(3) 0.3033(2) 0.0311(6) Uani 1 1 d . . . . .
H17 H -0.054680 0.073896 0.274251 0.037 Uiso 1 1 calc R U . . .
C18 C 0.1024(3) 0.2074(3) 0.25602(19) 0.0292(6) Uani 1 1 d . . . . .
H18 H 0.062560 0.200808 0.194645 0.035 Uiso 1 1 calc R U . . .
C19 C 0.2294(3) 0.2929(2) 0.29780(19) 0.0261(6) Uani 1 1 d . . . . .
H19 H 0.276349 0.344842 0.265102 0.031 Uiso 1 1 calc R U . . .
C20 C 0.2885(3) 0.3028(2) 0.38740(17) 0.0209(5) Uani 1 1 d . . . . .
H20 H 0.375529 0.361674 0.416714 0.025 Uiso 1 1 calc R U . . .
C21 C 0.5176(2) 0.2588(2) 0.58912(17) 0.0187(5) Uani 1 1 d . . . . .
C22 C 0.6182(3) 0.3760(3) 0.6133(3) 0.0478(10) Uani 1 1 d . . . . .
H22 H 0.604765 0.446625 0.627111 0.057 Uiso 1 1 calc R U . . .
C23 C 0.7400(3) 0.3892(3) 0.6171(3) 0.0550(12) Uani 1 1 d . . . . .
H23 H 0.810534 0.469535 0.633639 0.066 Uiso 1 1 calc R U . . .
C24 C 0.7587(3) 0.2867(3) 0.5972(2) 0.0336(7) Uani 1 1 d . . . . .
H24 H 0.841693 0.296167 0.598680 0.040 Uiso 1 1 calc R U . . .
C25 C 0.6573(3) 0.1705(3) 0.5750(2) 0.0366(7) Uani 1 1 d . . . . .
H25 H 0.671204 0.099864 0.563071 0.044 Uiso 1 1 calc R U . . .
C26 C 0.5341(3) 0.1549(3) 0.5698(2) 0.0298(6) Uani 1 1 d . . . . .
H26 H 0.463559 0.074597 0.553420 0.036 Uiso 1 1 calc R U . . .
C27 C 0.5726(3) 0.0809(3) 0.77403(19) 0.0334(7) Uani 1 1 d . . . . .
C28 C 0.4434(3) 0.0119(3) 0.72891(19) 0.0326(7) Uani 1 1 d . . . . .
H28 H 0.384023 0.043201 0.733569 0.039 Uiso 1 1 calc R U . . .
C29 C 0.4023(4) -0.1054(3) 0.6762(2) 0.0457(9) Uani 1 1 d . . . . .
H29 H 0.313963 -0.154431 0.643188 0.055 Uiso 1 1 calc R U . . .
C30 C 0.4899(5) -0.1509(4) 0.6717(3) 0.0636(14) Uani 1 1 d . . . . .
H30 H 0.461021 -0.231584 0.636639 0.076 Uiso 1 1 calc R U . . .
C31 C 0.6184(5) -0.0796(5) 0.7177(3) 0.0738(16) Uani 1 1 d . . . . .
H31 H 0.677628 -0.111392 0.713990 0.089 Uiso 1 1 calc R U . . .
C32 C 0.6626(4) 0.0386(4) 0.7697(2) 0.0541(11) Uani 1 1 d . . . . .
H32 H 0.751316 0.088548 0.801150 0.065 Uiso 1 1 calc R U . . .
C33 C 0.7342(3) 0.2575(3) 1.00557(18) 0.0235(5) Uani 1 1 d . . . . .
C34 C 0.6695(3) 0.1562(3) 1.0362(2) 0.0357(7) Uani 1 1 d . . . . .
H34 H 0.591788 0.089535 0.997518 0.043 Uiso 1 1 calc R U . . .
C35 C 0.7186(4) 0.1520(3) 1.1241(2) 0.0453(9) Uani 1 1 d . . . . .
H35 H 0.675203 0.081625 1.145641 0.054 Uiso 1 1 calc R U . . .
C36 C 0.8309(4) 0.2503(4) 1.1806(2) 0.0419(8) Uani 1 1 d . . . . .
H36 H 0.863058 0.248104 1.241234 0.050 Uiso 1 1 calc R U . . .
C37 C 0.8967(3) 0.3515(3) 1.1492(2) 0.0374(7) Uani 1 1 d . . . . .
H37 H 0.974073 0.418370 1.188097 0.045 Uiso 1 1 calc R U . . .
C38 C 0.8491(3) 0.3552(3) 1.0604(2) 0.0298(6) Uani 1 1 d . . . . .
H38 H 0.894627 0.423418 1.037761 0.036 Uiso 1 1 calc R U . . .
C51 C 0.0679(3) 0.4370(3) 0.5296(3) 0.0448(9) Uani 1 1 d . . . . .
H51 H 0.115066 0.393589 0.550303 0.054 Uiso 1 1 calc R U . . .
C52 C 0.0983(4) 0.5514(4) 0.5799(3) 0.0498(9) Uani 1 1 d . . . . .
H52 H 0.166368 0.586747 0.635166 0.060 Uiso 1 1 calc R U . . .
C53 C 0.0298(4) 0.6136(3) 0.5498(3) 0.0468(9) Uani 1 1 d . . . . .
H53 H 0.050447 0.692245 0.584282 0.056 Uiso 1 1 calc R U . . .
C61 C 0.0257(3) 0.9586(3) 0.0769(2) 0.0420(8) Uani 1 1 d . . . . .
H61 H 0.043434 0.930196 0.129895 0.050 Uiso 1 1 calc R U . . .
C62 C 0.1059(3) 0.9788(3) 0.0251(2) 0.0409(8) Uani 1 1 d . . . . .
H62 H 0.178984 0.964030 0.042480 0.049 Uiso 1 1 calc R U . . .
C63 C 0.0813(3) 1.0203(3) -0.0517(2) 0.0414(8) Uani 1 1 d . . . . .
H63 H 0.137174 1.034420 -0.087225 0.050 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'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 -2.00 -1.00 0.0650
-1.00 2.00 1.00 0.0650
0.00 -1.00 1.00 0.0400
0.00 1.00 -1.00 0.0400
-1.00 0.00 0.00 0.0350
1.00 0.00 0.00 0.0350
1.00 -1.00 -2.00 0.0750
-1.00 1.00 2.00 0.0750
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
Cl2 Bi1 Cl1 170.725(19) . . ?
C2 Bi1 Cl1 88.91(7) . . ?
C2 Bi1 Cl2 85.48(7) . . ?
C2 Bi1 C15 119.38(9) . . ?
C2 Bi1 C21 127.71(9) . . ?
C15 Bi1 Cl1 88.26(6) . . ?
C15 Bi1 Cl2 88.06(6) . . ?
C15 Bi1 C21 112.80(9) . . ?
C21 Bi1 Cl1 96.08(7) . . ?
C21 Bi1 Cl2 93.19(7) . . ?
Cl4 Bi2 Cl3 175.59(2) . . ?
C13 Bi2 Cl3 91.39(7) . . ?
C13 Bi2 Cl4 89.29(7) . . ?
C27 Bi2 Cl3 90.69(9) . . ?
C27 Bi2 Cl4 91.67(9) . . ?
C27 Bi2 C13 138.46(10) . . ?
C33 Bi2 Cl3 87.62(7) . . ?
C33 Bi2 Cl4 88.07(7) . . ?
C33 Bi2 C13 110.94(10) . . ?
C33 Bi2 C27 110.60(11) . . ?
C14 O1 C1 127.87(19) . . ?
O1 C1 C2 113.8(2) . . ?
O1 C1 C6 126.8(2) . . ?
C2 C1 C6 119.4(2) . . ?
C1 C2 Bi1 116.30(17) . . ?
C3 C2 Bi1 119.50(19) . . ?
C3 C2 C1 122.6(2) . . ?
C2 C3 H3 121.1 . . ?
C2 C3 C4 117.8(2) . . ?
C4 C3 H3 121.1 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 118.5 . . ?
C4 C5 C6 123.1(3) . . ?
C6 C5 H5 118.5 . . ?
C1 C6 C7 121.7(2) . . ?
C5 C6 C1 117.1(3) . . ?
C5 C6 C7 120.5(2) . . ?
C6 C7 H7A 109.6 . . ?
C6 C7 H7B 109.6 . . ?
C6 C7 C8 110.1(2) . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A 109.6 . . ?
C8 C7 H7B 109.6 . . ?
C7 C8 H8A 109.7 . . ?
C7 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 C7 109.6(2) . . ?
C9 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
C10 C9 C8 120.7(2) . . ?
C10 C9 C14 117.3(2) . . ?
C14 C9 C8 121.4(2) . . ?
C9 C10 H10 118.6 . . ?
C11 C10 C9 122.8(3) . . ?
C11 C10 H10 118.6 . . ?
C10 C11 H11 120.4 . . ?
C10 C11 C12 119.3(3) . . ?
C12 C11 H11 120.4 . . ?
C11 C12 H12 120.6 . . ?
C11 C12 C13 118.9(3) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 Bi2 114.97(19) . . ?
C12 C13 C14 121.7(2) . . ?
C14 C13 Bi2 121.05(19) . . ?
O1 C14 C9 125.4(2) . . ?
O1 C14 C13 115.2(2) . . ?
C13 C14 C9 119.3(2) . . ?
C16 C15 Bi1 121.55(19) . . ?
C20 C15 Bi1 116.02(17) . . ?
C20 C15 C16 122.4(2) . . ?
C15 C16 H16 121.0 . . ?
C15 C16 C17 118.0(3) . . ?
C17 C16 H16 121.0 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.4(3) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.2(3) . . ?
C20 C19 H19 119.9 . . ?
C15 C20 C19 118.6(2) . . ?
C15 C20 H20 120.7 . . ?
C19 C20 H20 120.7 . . ?
C22 C21 Bi1 118.0(2) . . ?
C26 C21 Bi1 119.80(18) . . ?
C26 C21 C22 122.1(3) . . ?
C21 C22 H22 120.7 . . ?
C21 C22 C23 118.7(3) . . ?
C23 C22 H22 120.7 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.3(3) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.1 . . ?
C25 C24 C23 119.9(3) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 119.6 . . ?
C24 C25 C26 120.9(3) . . ?
C26 C25 H25 119.6 . . ?
C21 C26 C25 118.1(3) . . ?
C21 C26 H26 120.9 . . ?
C25 C26 H26 120.9 . . ?
C28 C27 Bi2 120.7(2) . . ?
C28 C27 C32 123.0(3) . . ?
C32 C27 Bi2 116.1(3) . . ?
C27 C28 H28 121.0 . . ?
C27 C28 C29 118.0(3) . . ?
C29 C28 H28 121.0 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.3(4) . . ?
C30 C29 H29 119.9 . . ?
C29 C30 H30 119.9 . . ?
C31 C30 C29 120.2(3) . . ?
C31 C30 H30 119.9 . . ?
C30 C31 H31 119.6 . . ?
C30 C31 C32 120.8(4) . . ?
C32 C31 H31 119.6 . . ?
C27 C32 C31 117.7(4) . . ?
C27 C32 H32 121.2 . . ?
C31 C32 H32 121.2 . . ?
C34 C33 Bi2 117.5(2) . . ?
C34 C33 C38 121.3(3) . . ?
C38 C33 Bi2 121.1(2) . . ?
C33 C34 H34 120.3 . . ?
C33 C34 C35 119.5(3) . . ?
C35 C34 H34 120.3 . . ?
C34 C35 H35 120.0 . . ?
C36 C35 C34 120.0(3) . . ?
C36 C35 H35 120.0 . . ?
C35 C36 H36 119.8 . . ?
C37 C36 C35 120.4(3) . . ?
C37 C36 H36 119.8 . . ?
C36 C37 H37 120.1 . . ?
C36 C37 C38 119.9(3) . . ?
C38 C37 H37 120.1 . . ?
C33 C38 C37 118.9(3) . . ?
C33 C38 H38 120.5 . . ?
C37 C38 H38 120.5 . . ?
C52 C51 H51 120.0 . . ?
C53 C51 H51 120.0 2_566 . ?
C53 C51 C52 120.1(3) 2_566 . ?
C51 C52 H52 120.1 . . ?
C53 C52 C51 119.7(3) . . ?
C53 C52 H52 120.1 . . ?
C51 C53 C52 120.2(3) 2_566 . ?
C51 C53 H53 119.9 2_566 . ?
C52 C53 H53 119.9 . . ?
C62 C61 H61 120.0 . . ?
C62 C61 C63 120.0(4) . 2_575 ?
C63 C61 H61 120.0 2_575 . ?
C61 C62 H62 119.8 . . ?
C61 C62 C63 120.4(3) . . ?
C63 C62 H62 119.8 . . ?
C61 C63 H63 120.2 2_575 . ?
C62 C63 C61 119.6(4) . 2_575 ?
C62 C63 H63 120.2 . . ?
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
Bi1 Cl1 2.5972(6) . ?
Bi1 Cl2 2.5962(6) . ?
Bi1 C2 2.192(2) . ?
Bi1 C15 2.200(2) . ?
Bi1 C21 2.212(2) . ?
Bi2 Cl3 2.5881(7) . ?
Bi2 Cl4 2.5856(7) . ?
Bi2 C13 2.218(3) . ?
Bi2 C27 2.216(3) . ?
Bi2 C33 2.206(3) . ?
O1 C1 1.381(3) . ?
O1 C14 1.379(3) . ?
C1 C2 1.386(3) . ?
C1 C6 1.400(3) . ?
C2 C3 1.386(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.392(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.380(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(4) . ?
C6 C7 1.502(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.537(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.499(4) . ?
C9 C10 1.397(4) . ?
C9 C14 1.401(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.376(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.383(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.387(4) . ?
C13 C14 1.392(3) . ?
C15 C16 1.388(3) . ?
C15 C20 1.386(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.392(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.389(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.376(4) . ?
C21 C26 1.373(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.391(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.375(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.373(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.393(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.377(5) . ?
C27 C32 1.387(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.395(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.387(6) . ?
C30 H30 0.9500 . ?
C30 C31 1.376(7) . ?
C31 H31 0.9500 . ?
C31 C32 1.391(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.372(4) . ?
C33 C38 1.389(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.387(5) . ?
C35 H35 0.9500 . ?
C35 C36 1.384(5) . ?
C36 H36 0.9500 . ?
C36 C37 1.382(5) . ?
C37 H37 0.9500 . ?
C37 C38 1.394(4) . ?
C38 H38 0.9500 . ?
C51 H51 0.9500 . ?
C51 C52 1.381(5) . ?
C51 C53 1.364(5) 2_566 ?
C52 H52 0.9500 . ?
C52 C53 1.371(5) . ?
C53 H53 0.9500 . ?
C61 H61 0.9500 . ?
C61 C62 1.372(5) . ?
C61 C63 1.388(5) 2_575 ?
C62 H62 0.9500 . ?
C62 C63 1.377(5) . ?
C63 H63 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
Bi1 C2 C3 C4 -164.7(2) . . . . ?
Bi1 C15 C16 C17 -177.5(2) . . . . ?
Bi1 C15 C20 C19 176.90(19) . . . . ?
Bi1 C21 C22 C23 -175.1(3) . . . . ?
Bi1 C21 C26 C25 175.6(2) . . . . ?
Bi2 C13 C14 O1 -30.8(3) . . . . ?
Bi2 C13 C14 C9 153.4(2) . . . . ?
Bi2 C27 C28 C29 -175.5(2) . . . . ?
Bi2 C27 C32 C31 174.7(3) . . . . ?
Bi2 C33 C34 C35 -177.0(3) . . . . ?
Bi2 C33 C38 C37 175.6(2) . . . . ?
O1 C1 C2 Bi1 -22.3(3) . . . . ?
O1 C1 C2 C3 172.0(2) . . . . ?
O1 C1 C6 C5 -171.2(3) . . . . ?
O1 C1 C6 C7 18.4(4) . . . . ?
C1 O1 C14 C9 -30.1(4) . . . . ?
C1 O1 C14 C13 154.5(2) . . . . ?
C1 C2 C3 C4 0.5(4) . . . . ?
C1 C6 C7 C8 43.5(4) . . . . ?
C2 C1 C6 C5 7.6(4) . . . . ?
C2 C1 C6 C7 -162.8(3) . . . . ?
C2 C3 C4 C5 5.0(4) . . . . ?
C3 C4 C5 C6 -4.1(5) . . . . ?
C4 C5 C6 C1 -2.2(5) . . . . ?
C4 C5 C6 C7 168.3(3) . . . . ?
C5 C6 C7 C8 -126.5(3) . . . . ?
C6 C1 C2 Bi1 158.7(2) . . . . ?
C6 C1 C2 C3 -6.9(4) . . . . ?
C6 C7 C8 C9 -85.4(3) . . . . ?
C7 C8 C9 C10 -124.3(3) . . . . ?
C7 C8 C9 C14 46.6(3) . . . . ?
C8 C9 C10 C11 171.0(3) . . . . ?
C8 C9 C14 O1 20.8(4) . . . . ?
C8 C9 C14 C13 -163.9(3) . . . . ?
C9 C10 C11 C12 -5.7(5) . . . . ?
C10 C9 C14 O1 -168.0(2) . . . . ?
C10 C9 C14 C13 7.3(4) . . . . ?
C10 C11 C12 C13 4.5(4) . . . . ?
C11 C12 C13 Bi2 -160.4(2) . . . . ?
C11 C12 C13 C14 2.6(4) . . . . ?
C12 C13 C14 O1 167.2(2) . . . . ?
C12 C13 C14 C9 -8.6(4) . . . . ?
C14 O1 C1 C2 163.1(2) . . . . ?
C14 O1 C1 C6 -18.1(4) . . . . ?
C14 C9 C10 C11 -0.3(4) . . . . ?
C15 C16 C17 C18 1.0(4) . . . . ?
C16 C15 C20 C19 -0.5(4) . . . . ?
C16 C17 C18 C19 -1.0(5) . . . . ?
C17 C18 C19 C20 0.2(4) . . . . ?
C18 C19 C20 C15 0.5(4) . . . . ?
C20 C15 C16 C17 -0.2(4) . . . . ?
C21 C22 C23 C24 -0.1(7) . . . . ?
C22 C21 C26 C25 -0.2(5) . . . . ?
C22 C23 C24 C25 -1.3(6) . . . . ?
C23 C24 C25 C26 1.9(5) . . . . ?
C24 C25 C26 C21 -1.2(5) . . . . ?
C26 C21 C22 C23 0.8(6) . . . . ?
C27 C28 C29 C30 1.4(5) . . . . ?
C28 C27 C32 C31 -0.6(6) . . . . ?
C28 C29 C30 C31 -1.4(7) . . . . ?
C29 C30 C31 C32 0.3(8) . . . . ?
C30 C31 C32 C27 0.7(7) . . . . ?
C32 C27 C28 C29 -0.5(5) . . . . ?
C33 C34 C35 C36 1.0(6) . . . . ?
C34 C33 C38 C37 -2.3(5) . . . . ?
C34 C35 C36 C37 -1.8(6) . . . . ?
C35 C36 C37 C38 0.5(5) . . . . ?
C36 C37 C38 C33 1.5(5) . . . . ?
C38 C33 C34 C35 1.1(5) . . . . ?
C51 C52 C53 C51 -0.1(7) . . . 2_566 ?
C53 C51 C52 C53 0.1(7) 2_566 . . . ?
C61 C62 C63 C61 -0.2(5) . . . 2_575 ?
C63 C61 C62 C63 0.2(6) 2_575 . . . ?
