#------------------------------------------------------------------------------
#$Date: 2021-05-05 11:49:38 +0300 (Wed, 05 May 2021) $
#$Revision: 264913 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/25/7242526.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_7242526
loop_
_publ_author_name
'Levent, Emre'
'Sala, Oliver'
'Wilm, Lukas F. B.'
'Löwe, Pawel'
'Dielmann, Fabian'
_publ_section_title
;
 Heterobimetallic complexes composed of bismuth and lithium carboxylates
 as polyurethane catalysts -- alternatives to organotin compounds
;
_journal_issue                   7
_journal_name_full               'Green Chemistry'
_journal_page_first              2747
_journal_page_last               2755
_journal_paper_doi               10.1039/D1GC00446H
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C34 H41 Bi O7, C4 H8 O'
_chemical_formula_sum            'C38 H49 Bi O8'
_chemical_formula_weight         842.75
_chemical_name_systematic        'Bismuth 2-phenylisobutyrate'
_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
_audit_creation_date             2020-03-12
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2021-01-20 deposited with the CCDC.	2021-03-22 downloaded from the CCDC.
;
_cell_angle_alpha                106.319(3)
_cell_angle_beta                 105.558(2)
_cell_angle_gamma                107.521(3)
_cell_formula_units_Z            2
_cell_length_a                   12.5878(6)
_cell_length_b                   12.6544(6)
_cell_length_c                   13.1098(6)
_cell_measurement_reflns_used    8374
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.53
_cell_measurement_theta_min      2.65
_cell_volume                     1763.44(16)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_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  0.0550
_diffrn_reflns_av_unetI/netI     0.0598
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            27767
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.360
_diffrn_reflns_theta_min         1.754
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.050
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6618
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1065 before and 0.0570 after correction.
The Ratio of minimum to maximum transmission is 0.6618.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_description       needle
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.306
_exptl_crystal_size_mid          0.114
_exptl_crystal_size_min          0.089
_refine_diff_density_max         2.913
_refine_diff_density_min         -1.578
_refine_diff_density_rms         0.166
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     430
_refine_ls_number_reflns         8719
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0412
_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)+(0.0427P)²+3.0049P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0944
_refine_ls_wR_factor_ref         0.0986
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7598
_reflns_number_total             8719
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1gc00446h2.cif
_cod_data_source_block           p1_a
_cod_depositor_comments
'Adding full bibliography for 7242526--7242531.cif.'
_cod_original_cell_volume        1763.44(15)
_cod_database_code               7242526
_shelxl_version_number           2013-4
_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   0.662
_shelx_estimated_absorpt_t_min   0.307
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C35(H35A,H35B), C34(H34A,H34B), C31(H31A,H31B), C38(H38A,
 H38B), C32(H32A,H32B), C37(H37A,H37B), C33(H33A,H33B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C12(H12), C30(H30), C28(H28), C26(H26), C10(H10), C21(H21), C27(H27),
 C9(H9), C11(H11), C20(H20), C29(H29), C19(H19), C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C5(H5A,H5B,H5C), C23(H23A,H23B,H23C), C14(H14A,H14B,H14C),
 C24(H24A,H24B,H24C), C15(H15A,H15B,H15C)
;
_olex2_date_sample_data_collection 2020-03-12
_olex2_date_sample_submission    2020-03-10
_olex2_submission_original_sample_id EL049
_olex2_submission_special_instructions 'No special instructions were received'
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 0.64146(2) 0.49710(2) 0.44241(2) 0.02087(7) Uani 1 1 d . . . . .
O2 O 0.6141(3) 0.5701(3) 0.6328(3) 0.0202(7) Uani 1 1 d . . . . .
O1 O 0.7374(3) 0.4837(3) 0.6066(3) 0.0218(7) Uani 1 1 d . . . . .
O5 O 0.7751(3) 0.6872(3) 0.5264(3) 0.0260(8) Uani 1 1 d . . . . .
O3 O 0.8048(3) 0.4787(4) 0.4147(3) 0.0297(8) Uani 1 1 d . . . . .
O6 O 0.5965(3) 0.6803(3) 0.4398(3) 0.0303(8) Uani 1 1 d . . . . .
O4 O 0.7013(4) 0.5208(4) 0.2801(3) 0.0379(10) Uani 1 1 d . . . . .
O7 O 0.5717(4) 0.2607(4) 0.3641(4) 0.0490(12) Uani 1 1 d . . . . .
C1 C 0.6879(4) 0.5278(4) 0.6697(4) 0.0177(9) Uani 1 1 d . . . . .
C4 C 0.7236(4) 0.5333(4) 0.7925(4) 0.0218(10) Uani 1 1 d . . . . .
C3 C 0.7058(4) 0.7400(5) 0.4971(4) 0.0255(11) Uani 1 1 d . . . . .
C7 C 0.7357(4) 0.4171(4) 0.7937(4) 0.0195(9) Uani 1 1 d . . . . .
C2 C 0.7918(5) 0.5044(5) 0.3259(4) 0.0270(11) Uani 1 1 d . . . . .
C22 C 0.7656(4) 0.8740(5) 0.5315(5) 0.0309(12) Uani 1 1 d . . . . .
C8 C 0.6448(4) 0.3077(4) 0.7159(4) 0.0254(11) Uani 1 1 d . . . . .
H8 H 0.5761 0.3055 0.6614 0.030 Uiso 1 1 calc R U . . .
C16 C 0.8878(4) 0.3867(5) 0.2365(5) 0.0279(11) Uani 1 1 d . . . . .
C12 C 0.8346(5) 0.4179(5) 0.8729(4) 0.0262(11) Uani 1 1 d . . . . .
H12 H 0.8978 0.4925 0.9280 0.031 Uiso 1 1 calc R U . . .
C30 C 0.7818(5) 0.8968(5) 0.7317(5) 0.0351(13) Uani 1 1 d . . . . .
H30 H 0.7071 0.8284 0.6989 0.042 Uiso 1 1 calc R U . . .
C25 C 0.8331(5) 0.9354(5) 0.6602(5) 0.0297(12) Uani 1 1 d . . . . .
C6 C 0.8430(5) 0.6459(5) 0.8635(5) 0.0309(12) Uani 1 1 d . . . . .
H6A H 0.9069 0.6325 0.8398 0.046 Uiso 1 1 calc R U . . .
H6B H 0.8648 0.6613 0.9455 0.046 Uiso 1 1 calc R U . . .
H6C H 0.8332 0.7155 0.8504 0.046 Uiso 1 1 calc R U . . .
O8 O 0.7031(5) 0.7626(6) 0.1365(5) 0.0749(17) Uani 1 1 d . . . . .
C5 C 0.6282(5) 0.5500(5) 0.8387(4) 0.0286(11) Uani 1 1 d . . . . .
H5A H 0.6200 0.6239 0.8364 0.043 Uiso 1 1 calc R U . . .
H5B H 0.6527 0.5560 0.9184 0.043 Uiso 1 1 calc R U . . .
H5C H 0.5507 0.4808 0.7911 0.043 Uiso 1 1 calc R U . . .
C28 C 0.9480(6) 1.0578(5) 0.8976(5) 0.0386(14) Uani 1 1 d . . . . .
H28 H 0.9870 1.1000 0.9788 0.046 Uiso 1 1 calc R U . . .
C26 C 0.9427(5) 1.0348(5) 0.7106(5) 0.0358(13) Uani 1 1 d . . . . .
H26 H 0.9795 1.0612 0.6627 0.043 Uiso 1 1 calc R U . . .
C10 C 0.7510(5) 0.2016(5) 0.7943(5) 0.0370(14) Uani 1 1 d . . . . .
H10 H 0.7564 0.1283 0.7943 0.044 Uiso 1 1 calc R U . . .
C13 C 0.8899(5) 0.5125(5) 0.2773(5) 0.0290(11) Uani 1 1 d . . . . .
C23 C 0.6684(5) 0.9218(6) 0.4964(5) 0.0396(15) Uani 1 1 d . . . . .
H23A H 0.6104 0.9010 0.5322 0.059 Uiso 1 1 calc R U . . .
H23B H 0.6262 0.8853 0.4124 0.059 Uiso 1 1 calc R U . . .
H23C H 0.7068 1.0097 0.5222 0.059 Uiso 1 1 calc R U . . .
C21 C 0.9641(5) 0.3512(6) 0.3063(5) 0.0322(12) Uani 1 1 d . . . . .
H21 H 1.0209 0.4079 0.3808 0.039 Uiso 1 1 calc R U . . .
C27 C 0.9991(5) 1.0958(5) 0.8276(5) 0.0376(13) Uani 1 1 d . . . . .
H27 H 1.0737 1.1643 0.8600 0.045 Uiso 1 1 calc R U . . .
C36 C 0.4901(6) 0.6811(6) 0.0527(6) 0.0448(16) Uani 1 1 d . . . . .
H36A H 0.4689 0.6303 -0.0286 0.054 Uiso 1 1 calc R U . . .
H36B H 0.4192 0.6554 0.0734 0.054 Uiso 1 1 calc R U . . .
C9 C 0.6519(5) 0.2006(5) 0.7160(5) 0.0342(13) Uani 1 1 d . . . . .
H9 H 0.5882 0.1259 0.6618 0.041 Uiso 1 1 calc R U . . .
C14 C 1.0116(5) 0.6058(6) 0.3744(5) 0.0396(14) Uani 1 1 d . . . . .
H14A H 1.0277 0.5806 0.4391 0.059 Uiso 1 1 calc R U . . .
H14B H 1.0081 0.6848 0.4003 0.059 Uiso 1 1 calc R U . . .
H14C H 1.0763 0.6111 0.3454 0.059 Uiso 1 1 calc R U . . .
C11 C 0.8418(5) 0.3109(5) 0.8722(5) 0.0354(13) Uani 1 1 d . . . . .
H11 H 0.9106 0.3128 0.9264 0.043 Uiso 1 1 calc R U . . .
C24 C 0.8471(5) 0.8912(6) 0.4622(5) 0.0439(16) Uani 1 1 d . . . . .
H24A H 0.8830 0.9765 0.4753 0.066 Uiso 1 1 calc R U . . .
H24B H 0.7985 0.8432 0.3799 0.066 Uiso 1 1 calc R U . . .
H24C H 0.9113 0.8646 0.4875 0.066 Uiso 1 1 calc R U . . .
C20 C 0.9575(5) 0.2364(6) 0.2684(6) 0.0406(15) Uani 1 1 d . . . . .
H20 H 1.0088 0.2139 0.3175 0.049 Uiso 1 1 calc R U . . .
C29 C 0.8379(6) 0.9566(5) 0.8495(5) 0.0378(14) Uani 1 1 d . . . . .
H29 H 0.8024 0.9295 0.8979 0.045 Uiso 1 1 calc R U . . .
C19 C 0.8774(6) 0.1524(6) 0.1598(6) 0.0450(15) Uani 1 1 d . . . . .
H19 H 0.8753 0.0735 0.1332 0.054 Uiso 1 1 calc R U . . .
C15 C 0.8656(6) 0.5555(6) 0.1794(5) 0.0363(13) Uani 1 1 d . . . . .
H15A H 0.9246 0.5526 0.1440 0.054 Uiso 1 1 calc R U . . .
H15B H 0.8725 0.6385 0.2097 0.054 Uiso 1 1 calc R U . . .
H15C H 0.7839 0.5031 0.1214 0.054 Uiso 1 1 calc R U . . .
C17 C 0.8059(6) 0.2995(6) 0.1282(5) 0.0473(17) Uani 1 1 d . . . . .
H17 H 0.7524 0.3201 0.0791 0.057 Uiso 1 1 calc R U . . .
C35 C 0.5983(6) 0.6778(8) 0.1321(6) 0.056(2) Uani 1 1 d . . . . .
H35A H 0.5967 0.6969 0.2102 0.068 Uiso 1 1 calc R U . . .
H35B H 0.5974 0.5962 0.1041 0.068 Uiso 1 1 calc R U . . .
C18 C 0.8007(7) 0.1843(7) 0.0909(6) 0.059(2) Uani 1 1 d . . . . .
H18 H 0.7438 0.1265 0.0169 0.071 Uiso 1 1 calc R U . . .
C34 C 0.6457(8) 0.2054(7) 0.4124(7) 0.063(2) Uani 1 1 d . . . . .
H34A H 0.6072 0.1603 0.4527 0.076 Uiso 1 1 calc R U . . .
H34B H 0.7261 0.2678 0.4684 0.076 Uiso 1 1 calc R U . . .
C31 C 0.5282(7) 0.2075(8) 0.2403(7) 0.061(2) Uani 1 1 d . . . . .
H31A H 0.5729 0.2634 0.2117 0.073 Uiso 1 1 calc R U . . .
H31B H 0.4412 0.1893 0.2057 0.073 Uiso 1 1 calc R U . . .
C38 C 0.6650(9) 0.8413(7) 0.0930(10) 0.087(3) Uani 1 1 d . . . . .
H38A H 0.6757 0.8333 0.0195 0.104 Uiso 1 1 calc R U . . .
H38B H 0.7142 0.9259 0.1486 0.104 Uiso 1 1 calc R U . . .
C32 C 0.5477(9) 0.0967(8) 0.2098(7) 0.070(2) Uani 1 1 d . . . . .
H32A H 0.5664 0.0808 0.1397 0.084 Uiso 1 1 calc R U . . .
H32B H 0.4762 0.0267 0.1971 0.084 Uiso 1 1 calc R U . . .
C37 C 0.5347(9) 0.8098(8) 0.0739(9) 0.074(3) Uani 1 1 d . . . . .
H37A H 0.5255 0.8570 0.1428 0.089 Uiso 1 1 calc R U . . .
H37B H 0.4921 0.8233 0.0067 0.089 Uiso 1 1 calc R U . . .
C33 C 0.6577(9) 0.1239(8) 0.3170(8) 0.071(2) Uani 1 1 d . . . . .
H33A H 0.6550 0.0491 0.3281 0.085 Uiso 1 1 calc R U . . .
H33B H 0.7344 0.1627 0.3093 0.085 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'
O O 0.0106 0.0060 '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
O2 Bi1 O7 109.26(13) . . ?
O2 Bi1 C1 27.00(12) . . ?
O2 Bi1 C3 76.66(13) . . ?
O2 Bi1 C2 148.71(13) . . ?
O1 Bi1 O2 53.83(11) . . ?
O1 Bi1 O3 78.79(12) . . ?
O1 Bi1 O6 122.53(12) . . ?
O1 Bi1 O4 132.75(12) . . ?
O1 Bi1 O7 81.49(13) . . ?
O1 Bi1 C1 26.86(12) . . ?
O1 Bi1 C3 104.99(13) . . ?
O1 Bi1 C2 105.92(13) . . ?
O5 Bi1 O2 78.05(12) . . ?
O5 Bi1 O1 84.54(12) . . ?
O5 Bi1 O3 78.40(14) . . ?
O5 Bi1 O6 54.17(12) . . ?
O5 Bi1 O4 79.27(14) . . ?
O5 Bi1 O7 155.08(14) . . ?
O5 Bi1 C1 81.29(13) . . ?
O5 Bi1 C3 27.55(13) . . ?
O5 Bi1 C2 76.22(15) . . ?
O3 Bi1 O2 128.43(11) . . ?
O3 Bi1 O6 121.12(13) . . ?
O3 Bi1 O4 54.63(12) . . ?
O3 Bi1 O7 78.71(15) . . ?
O3 Bi1 C1 104.18(13) . . ?
O3 Bi1 C3 100.36(15) . . ?
O3 Bi1 C2 27.63(13) . . ?
O6 Bi1 O2 77.57(11) . . ?
O6 Bi1 O7 149.68(13) . . ?
O6 Bi1 C1 101.03(13) . . ?
O6 Bi1 C3 26.62(13) . . ?
O6 Bi1 C2 100.99(14) . . ?
O4 Bi1 O2 155.42(13) . . ?
O4 Bi1 O6 81.55(13) . . ?
O4 Bi1 O7 95.31(15) . . ?
O4 Bi1 C1 153.76(13) . . ?
O4 Bi1 C3 78.85(15) . . ?
O4 Bi1 C2 27.05(13) . . ?
O7 Bi1 C1 94.93(14) . . ?
O7 Bi1 C3 173.22(14) . . ?
O7 Bi1 C2 87.90(16) . . ?
C3 Bi1 C1 91.81(14) . . ?
C2 Bi1 C1 129.79(14) . . ?
C2 Bi1 C3 88.35(16) . . ?
C1 O2 Bi1 85.6(3) . . ?
C1 O1 Bi1 99.9(3) . . ?
C3 O5 Bi1 100.0(3) . . ?
C2 O3 Bi1 97.6(3) . . ?
C3 O6 Bi1 85.7(3) . . ?
C2 O4 Bi1 86.6(3) . . ?
C34 O7 Bi1 121.9(4) . . ?
C31 O7 Bi1 111.6(4) . . ?
C31 O7 C34 109.5(5) . . ?
O2 C1 Bi1 67.4(2) . . ?
O2 C1 O1 120.5(4) . . ?
O2 C1 C4 120.8(4) . . ?
O1 C1 Bi1 53.2(2) . . ?
O1 C1 C4 118.6(4) . . ?
C4 C1 Bi1 171.7(3) . . ?
C1 C4 C7 109.7(4) . . ?
C1 C4 C6 105.4(4) . . ?
C7 C4 C6 113.0(4) . . ?
C5 C4 C1 109.7(4) . . ?
C5 C4 C7 109.9(4) . . ?
C5 C4 C6 108.9(4) . . ?
O5 C3 Bi1 52.5(2) . . ?
O5 C3 C22 116.9(4) . . ?
O6 C3 Bi1 67.7(3) . . ?
O6 C3 O5 120.2(5) . . ?
O6 C3 C22 122.9(5) . . ?
C22 C3 Bi1 168.8(4) . . ?
C8 C7 C4 119.5(4) . . ?
C8 C7 C12 118.5(5) . . ?
C12 C7 C4 122.0(4) . . ?
O3 C2 Bi1 54.8(2) . . ?
O3 C2 C13 117.7(4) . . ?
O4 C2 Bi1 66.3(3) . . ?
O4 C2 O3 120.9(5) . . ?
O4 C2 C13 121.4(4) . . ?
C13 C2 Bi1 171.7(3) . . ?
C3 C22 C25 109.6(4) . . ?
C3 C22 C23 109.4(4) . . ?
C3 C22 C24 105.5(5) . . ?
C25 C22 C23 108.7(5) . . ?
C25 C22 C24 114.0(4) . . ?
C23 C22 C24 109.6(5) . . ?
C7 C8 H8 119.5 . . ?
C7 C8 C9 121.0(5) . . ?
C9 C8 H8 119.5 . . ?
C21 C16 C13 122.3(5) . . ?
C17 C16 C13 120.7(5) . . ?
C17 C16 C21 117.0(6) . . ?
C7 C12 H12 119.8 . . ?
C11 C12 C7 120.4(5) . . ?
C11 C12 H12 119.8 . . ?
C25 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C29 C30 C25 120.7(5) . . ?
C30 C25 C22 119.7(5) . . ?
C26 C25 C22 121.9(5) . . ?
C26 C25 C30 118.2(5) . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C35 O8 C38 105.4(6) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0(6) . . ?
C29 C28 H28 120.0 . . ?
C25 C26 H26 119.1 . . ?
C27 C26 C25 121.7(6) . . ?
C27 C26 H26 119.1 . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C11 C10 C9 118.6(5) . . ?
C2 C13 C14 108.1(4) . . ?
C16 C13 C2 106.0(4) . . ?
C16 C13 C14 112.1(4) . . ?
C16 C13 C15 111.8(5) . . ?
C15 C13 C2 110.4(4) . . ?
C15 C13 C14 108.4(5) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C16 C21 H21 119.6 . . ?
C20 C21 C16 120.9(6) . . ?
C20 C21 H21 119.6 . . ?
C28 C27 C26 119.8(6) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
H36A C36 H36B 109.4 . . ?
C35 C36 H36A 111.6 . . ?
C35 C36 H36B 111.6 . . ?
C37 C36 H36A 111.6 . . ?
C37 C36 H36B 111.6 . . ?
C37 C36 C35 100.6(6) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.5(5) . . ?
C10 C9 H9 119.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C11 H11 119.5 . . ?
C10 C11 C12 121.0(5) . . ?
C10 C11 H11 119.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C20 H20 119.5 . . ?
C21 C20 C19 121.1(5) . . ?
C19 C20 H20 119.5 . . ?
C30 C29 C28 119.5(6) . . ?
C30 C29 H29 120.3 . . ?
C28 C29 H29 120.3 . . ?
C20 C19 H19 120.4 . . ?
C18 C19 C20 119.1(6) . . ?
C18 C19 H19 120.4 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.5(6) . . ?
C18 C17 H17 119.2 . . ?
O8 C35 C36 109.1(6) . . ?
O8 C35 H35A 109.9 . . ?
O8 C35 H35B 109.9 . . ?
C36 C35 H35A 109.9 . . ?
C36 C35 H35B 109.9 . . ?
H35A C35 H35B 108.3 . . ?
C19 C18 C17 120.4(7) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
O7 C34 H34A 110.3 . . ?
O7 C34 H34B 110.3 . . ?
O7 C34 C33 107.0(7) . . ?
H34A C34 H34B 108.6 . . ?
C33 C34 H34A 110.3 . . ?
C33 C34 H34B 110.3 . . ?
O7 C31 H31A 110.4 . . ?
O7 C31 H31B 110.4 . . ?
O7 C31 C32 106.8(7) . . ?
H31A C31 H31B 108.6 . . ?
C32 C31 H31A 110.4 . . ?
C32 C31 H31B 110.4 . . ?
O8 C38 H38A 109.9 . . ?
O8 C38 H38B 109.9 . . ?
O8 C38 C37 109.0(6) . . ?
H38A C38 H38B 108.3 . . ?
C37 C38 H38A 109.9 . . ?
C37 C38 H38B 109.9 . . ?
C31 C32 H32A 111.2 . . ?
C31 C32 H32B 111.2 . . ?
C31 C32 C33 102.8(7) . . ?
H32A C32 H32B 109.1 . . ?
C33 C32 H32A 111.2 . . ?
C33 C32 H32B 111.2 . . ?
C36 C37 C38 102.2(7) . . ?
C36 C37 H37A 111.3 . . ?
C36 C37 H37B 111.3 . . ?
C38 C37 H37A 111.3 . . ?
C38 C37 H37B 111.3 . . ?
H37A C37 H37B 109.2 . . ?
C34 C33 C32 104.2(7) . . ?
C34 C33 H33A 110.9 . . ?
C34 C33 H33B 110.9 . . ?
C32 C33 H33A 110.9 . . ?
C32 C33 H33B 110.9 . . ?
H33A C33 H33B 108.9 . . ?
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 O2 2.561(3) . ?
Bi1 O1 2.248(3) . ?
Bi1 O5 2.216(4) . ?
Bi1 O3 2.249(3) . ?
Bi1 O6 2.553(4) . ?
Bi1 O4 2.504(4) . ?
Bi1 O7 2.643(5) . ?
Bi1 C1 2.765(4) . ?
Bi1 C3 2.752(6) . ?
Bi1 C2 2.729(5) . ?
O2 C1 1.259(5) . ?
O1 C1 1.269(6) . ?
O5 C3 1.292(6) . ?
O3 C2 1.277(6) . ?
O6 C3 1.237(6) . ?
O4 C2 1.243(6) . ?
O7 C34 1.443(8) . ?
O7 C31 1.441(9) . ?
C1 C4 1.526(6) . ?
C4 C7 1.527(7) . ?
C4 C6 1.539(7) . ?
C4 C5 1.525(7) . ?
C3 C22 1.505(8) . ?
C7 C8 1.376(7) . ?
C7 C12 1.386(7) . ?
C2 C13 1.524(7) . ?
C22 C25 1.506(8) . ?
C22 C23 1.540(8) . ?
C22 C24 1.549(8) . ?
C8 H8 0.9500 . ?
C8 C9 1.385(7) . ?
C16 C13 1.520(8) . ?
C16 C21 1.408(7) . ?
C16 C17 1.395(8) . ?
C12 H12 0.9500 . ?
C12 C11 1.383(8) . ?
C30 H30 0.9500 . ?
C30 C25 1.388(8) . ?
C30 C29 1.375(8) . ?
C25 C26 1.386(7) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
O8 C35 1.403(9) . ?
O8 C38 1.417(12) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C28 H28 0.9500 . ?
C28 C27 1.365(9) . ?
C28 C29 1.403(9) . ?
C26 H26 0.9500 . ?
C26 C27 1.369(9) . ?
C10 H10 0.9500 . ?
C10 C9 1.380(7) . ?
C10 C11 1.374(8) . ?
C13 C14 1.543(8) . ?
C13 C15 1.523(7) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C21 H21 0.9500 . ?
C21 C20 1.365(9) . ?
C27 H27 0.9500 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C35 1.496(9) . ?
C36 C37 1.468(11) . ?
C9 H9 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C11 H11 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C20 H20 0.9500 . ?
C20 C19 1.381(9) . ?
C29 H29 0.9500 . ?
C19 H19 0.9500 . ?
C19 C18 1.373(9) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C17 H17 0.9500 . ?
C17 C18 1.376(10) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C18 H18 0.9500 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C33 1.456(11) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.460(11) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38 C37 1.497(12) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.552(12) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
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 O2 C1 O1 3.8(4) . . . . ?
Bi1 O2 C1 C4 -178.7(4) . . . . ?
Bi1 O1 C1 O2 -4.4(5) . . . . ?
Bi1 O1 C1 C4 178.1(3) . . . . ?
Bi1 O5 C3 O6 1.6(5) . . . . ?
Bi1 O5 C3 C22 -175.8(4) . . . . ?
Bi1 O3 C2 O4 -5.0(6) . . . . ?
Bi1 O3 C2 C13 175.8(4) . . . . ?
Bi1 O6 C3 O5 -1.4(4) . . . . ?
Bi1 O6 C3 C22 175.8(5) . . . . ?
Bi1 O4 C2 O3 4.4(5) . . . . ?
Bi1 O4 C2 C13 -176.4(5) . . . . ?
Bi1 O7 C34 C33 -127.6(6) . . . . ?
Bi1 O7 C31 C32 153.1(6) . . . . ?
Bi1 C3 C22 C25 -74.9(19) . . . . ?
Bi1 C3 C22 C23 166.1(16) . . . . ?
Bi1 C3 C22 C24 48.2(19) . . . . ?
O2 C1 C4 C7 141.5(4) . . . . ?
O2 C1 C4 C6 -96.6(5) . . . . ?
O2 C1 C4 C5 20.6(6) . . . . ?
O1 C1 C4 C7 -41.0(6) . . . . ?
O1 C1 C4 C6 81.0(5) . . . . ?
O1 C1 C4 C5 -161.9(4) . . . . ?
O5 C3 C22 C25 -57.3(6) . . . . ?
O5 C3 C22 C23 -176.4(5) . . . . ?
O5 C3 C22 C24 65.8(6) . . . . ?
O3 C2 C13 C16 64.2(6) . . . . ?
O3 C2 C13 C14 -56.2(7) . . . . ?
O3 C2 C13 C15 -174.6(5) . . . . ?
O6 C3 C22 C25 125.4(5) . . . . ?
O6 C3 C22 C23 6.3(7) . . . . ?
O6 C3 C22 C24 -111.5(6) . . . . ?
O4 C2 C13 C16 -115.1(6) . . . . ?
O4 C2 C13 C14 124.6(6) . . . . ?
O4 C2 C13 C15 6.2(8) . . . . ?
O7 C34 C33 C32 -22.1(9) . . . . ?
O7 C31 C32 C33 -27.7(9) . . . . ?
C1 C4 C7 C8 -49.2(6) . . . . ?
C1 C4 C7 C12 132.4(5) . . . . ?
C4 C7 C8 C9 -178.9(5) . . . . ?
C4 C7 C12 C11 179.3(5) . . . . ?
C3 C22 C25 C30 -40.8(7) . . . . ?
C3 C22 C25 C26 143.2(5) . . . . ?
C7 C8 C9 C10 -0.2(9) . . . . ?
C7 C12 C11 C10 -0.7(9) . . . . ?
C22 C25 C26 C27 174.9(5) . . . . ?
C8 C7 C12 C11 0.9(8) . . . . ?
C16 C21 C20 C19 1.1(9) . . . . ?
C16 C17 C18 C19 -0.3(12) . . . . ?
C12 C7 C8 C9 -0.4(8) . . . . ?
C30 C25 C26 C27 -1.2(9) . . . . ?
C25 C30 C29 C28 0.2(9) . . . . ?
C25 C26 C27 C28 0.9(9) . . . . ?
C6 C4 C7 C8 -166.5(5) . . . . ?
C6 C4 C7 C12 15.1(7) . . . . ?
O8 C38 C37 C36 -27.4(10) . . . . ?
C5 C4 C7 C8 71.6(6) . . . . ?
C5 C4 C7 C12 -106.8(5) . . . . ?
C13 C16 C21 C20 178.0(5) . . . . ?
C13 C16 C17 C18 -178.5(7) . . . . ?
C23 C22 C25 C30 78.7(6) . . . . ?
C23 C22 C25 C26 -97.4(6) . . . . ?
C21 C16 C13 C2 -94.3(6) . . . . ?
C21 C16 C13 C14 23.5(7) . . . . ?
C21 C16 C13 C15 145.3(5) . . . . ?
C21 C16 C17 C18 -0.7(10) . . . . ?
C21 C20 C19 C18 -2.1(10) . . . . ?
C27 C28 C29 C30 -0.5(9) . . . . ?
C9 C10 C11 C12 0.1(10) . . . . ?
C11 C10 C9 C8 0.3(10) . . . . ?
C24 C22 C25 C30 -158.7(5) . . . . ?
C24 C22 C25 C26 25.2(8) . . . . ?
C20 C19 C18 C17 1.7(12) . . . . ?
C29 C30 C25 C22 -175.6(5) . . . . ?
C29 C30 C25 C26 0.6(9) . . . . ?
C29 C28 C27 C26 0.0(9) . . . . ?
C17 C16 C13 C2 83.4(6) . . . . ?
C17 C16 C13 C14 -158.9(5) . . . . ?
C17 C16 C13 C15 -37.0(7) . . . . ?
C17 C16 C21 C20 0.3(8) . . . . ?
C35 O8 C38 C37 6.2(10) . . . . ?
C35 C36 C37 C38 35.3(9) . . . . ?
C34 O7 C31 C32 15.1(9) . . . . ?
C31 O7 C34 C33 5.3(9) . . . . ?
C31 C32 C33 C34 30.6(9) . . . . ?
C38 O8 C35 C36 17.5(9) . . . . ?
C37 C36 C35 O8 -34.2(8) . . . . ?
