#------------------------------------------------------------------------------
#$Date: 2022-06-24 02:12:50 +0300 (Fri, 24 Jun 2022) $
#$Revision: 276209 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/05/7710568.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_7710568
loop_
_publ_author_name
'Duneș, Gabriel'
'Soran, Albert'
'Silvestru, Cristian'
_publ_section_title
;
 Organopnictogen(III) bis(arylthiolates) containing NCN-aryl pincer
 ligands: from synthesis and characterization to reactivity
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT01436J
_journal_year                    2022
_chemical_formula_moiety         'C16 H23 Bi I2 N2 O2'
_chemical_formula_sum            'C16 H23 Bi I2 N2 O2'
_chemical_formula_weight         738.14
_chemical_name_common            DG173
_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_update_record
;
2022-06-01 deposited with the CCDC.	2022-06-07 downloaded from the CCDC.
;
_cell_angle_alpha                100.7360(10)
_cell_angle_beta                 91.0790(10)
_cell_angle_gamma                106.0340(10)
_cell_formula_units_Z            4
_cell_length_a                   10.9293(4)
_cell_length_b                   13.7803(6)
_cell_length_c                   13.8198(5)
_cell_measurement_reflns_used    4640
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      26.3591
_cell_measurement_theta_min      2.5023
_cell_volume                     1959.95(13)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker APEX4 2021.10-0'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1328)'
_computing_publication_material  'Bruker APEX4 2021.10-0'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            51306
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.94
_diffrn_source                   'Incoatec Mo--I\mS 3.0 microfocus source'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    12.156
_exptl_absorpt_correction_T_max  0.37
_exptl_absorpt_correction_T_min  0.18
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    2.502
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.106
_exptl_crystal_size_min          0.102
_refine_diff_density_max         1.082
_refine_diff_density_min         -1.928
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         6891
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.0193
_refine_ls_R_factor_gt           0.0192
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+11.8325P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0474
_refine_ls_wR_factor_ref         0.0475
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6849
_reflns_number_total             6891
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt01436j2.cif
_cod_data_source_block           compound_17_CCDC_2156666
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7710568
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi Bi1 0.45824(2) 0.29400(2) 0.40321(2) 0.01093(5) Uani d . . . 1 . .
Bi Bi2 0.98073(2) 0.31402(2) 0.91728(2) 0.01301(5) Uani d . . . 1 . .
I I1 0.53272(3) 0.50542(2) 0.33483(2) 0.01830(7) Uani d . . . 1 . .
I I2 0.38478(3) 0.09526(2) 0.47600(2) 0.02253(8) Uani d . . . 1 . .
I I3 1.02175(3) 0.47215(3) 0.78478(3) 0.02503(8) Uani d . . . 1 . .
I I4 0.92739(3) 0.16142(2) 1.05946(2) 0.02085(7) Uani d . . . 1 . .
O O1 0.1105(3) 0.3952(3) 0.4693(3) 0.0218(7) Uani d . . . 1 . .
O O2 0.8437(3) 0.2461(3) 0.4894(2) 0.0193(7) Uani d . . . 1 . .
O O3 0.4956(3) 0.1512(3) 0.8034(3) 0.0259(8) Uani d . . . 1 . .
O O4 1.3739(3) 0.5238(3) 1.0420(3) 0.0224(7) Uani d . . . 1 . .
N N1 0.2161(4) 0.2441(3) 0.3550(3) 0.0151(8) Uani d . . . 1 . .
N N2 0.6770(4) 0.2749(3) 0.3392(3) 0.0158(8) Uani d . . . 1 . .
N N3 0.7728(4) 0.2238(3) 0.8075(3) 0.0173(8) Uani d . . . 1 . .
N N4 1.2200(4) 0.3218(3) 0.9428(3) 0.0169(8) Uani d . . . 1 . .
C C1 0.4252(4) 0.2140(3) 0.2468(3) 0.0139(9) Uani d . . . 1 . .
C C2 0.3025(4) 0.1584(3) 0.2085(3) 0.0145(9) Uani d . . . 1 . .
C C3 0.2828(5) 0.1059(4) 0.1103(3) 0.0196(10) Uani d . . . 1 . .
H H3 0.199024 0.067984 0.082983 0.023000 Uiso calc U . R 1 . .
C C4 0.3860(5) 0.1095(4) 0.0527(4) 0.0233(11) Uani d . . . 1 . .
H H4 0.372475 0.073388 -0.013970 0.028000 Uiso calc U . R 1 . .
C C5 0.5093(5) 0.1653(4) 0.0916(4) 0.0218(10) Uani d . . . 1 . .
H H5 0.579192 0.167157 0.051545 0.026000 Uiso calc U . R 1 . .
C C6 0.5299(4) 0.2187(3) 0.1896(3) 0.0144(9) Uani d . . . 1 . .
C C7 0.1945(4) 0.1514(3) 0.2762(3) 0.0151(9) Uani d . . . 1 . .
H H7A 0.114031 0.141703 0.236597 0.018000 Uiso calc U . R 1 . .
H H7B 0.184632 0.090405 0.306643 0.018000 Uiso calc U . R 1 . .
C C8 0.1287(4) 0.2212(4) 0.4340(3) 0.0166(9) Uani d . . . 1 . .
H H8A 0.149665 0.168102 0.465188 0.020000 Uiso calc U . R 1 . .
H H8B 0.039682 0.193224 0.404585 0.020000 Uiso calc U . R 1 . .
C C9 0.1397(4) 0.3164(4) 0.5114(4) 0.0192(10) Uani d . . . 1 . .
H H9A 0.080293 0.298776 0.562834 0.023000 Uiso calc U . R 1 . .
H H9B 0.227546 0.342199 0.543248 0.023000 Uiso calc U . R 1 . .
C C10 0.1953(5) 0.4205(4) 0.3958(4) 0.0197(10) Uani d . . . 1 . .
H H10A 0.283688 0.447866 0.426653 0.024000 Uiso calc U . R 1 . .
H H10B 0.174895 0.475394 0.367187 0.024000 Uiso calc U . R 1 . .
C C11 0.1877(4) 0.3290(3) 0.3144(3) 0.0161(9) Uani d . . . 1 . .
H H11A 0.101123 0.304310 0.280160 0.019000 Uiso calc U . R 1 . .
H H11B 0.249690 0.349870 0.265482 0.019000 Uiso calc U . R 1 . .
C C12 0.6599(4) 0.2831(4) 0.2344(3) 0.0178(10) Uani d . . . 1 . .
H H12A 0.726008 0.259722 0.196474 0.021000 Uiso calc U . R 1 . .
H H12B 0.670634 0.355941 0.230581 0.021000 Uiso calc U . R 1 . .
C C13 0.6969(4) 0.1735(4) 0.3428(4) 0.0180(10) Uani d . . . 1 . .
H H13A 0.764968 0.162632 0.299416 0.022000 Uiso calc U . R 1 . .
H H13B 0.617421 0.118343 0.317415 0.022000 Uiso calc U . R 1 . .
C C14 0.7338(4) 0.1657(4) 0.4463(4) 0.0193(10) Uani d . . . 1 . .
H H14A 0.661596 0.168423 0.487838 0.023000 Uiso calc U . R 1 . .
H H14B 0.750722 0.098463 0.444558 0.023000 Uiso calc U . R 1 . .
C C15 0.8188(4) 0.3424(4) 0.4919(4) 0.0180(10) Uani d . . . 1 . .
H H15A 0.894037 0.398770 0.523891 0.022000 Uiso calc U . R 1 . .
H H15B 0.745327 0.345910 0.531828 0.022000 Uiso calc U . R 1 . .
C C16 0.7899(4) 0.3567(4) 0.3891(4) 0.0175(10) Uani d . . . 1 . .
H H16A 0.774250 0.424659 0.392983 0.021000 Uiso calc U . R 1 . .
H H16B 0.864592 0.355543 0.349975 0.021000 Uiso calc U . R 1 . .
C C17 1.0216(4) 0.2018(3) 0.7961(3) 0.0145(9) Uani d . . . 1 . .
C C18 0.9354(4) 0.1623(3) 0.7133(3) 0.0135(9) Uani d . . . 1 . .
C C19 0.9638(5) 0.0935(4) 0.6354(3) 0.0202(10) Uani d . . . 1 . .
H H19 0.905214 0.064059 0.579014 0.024000 Uiso calc U . R 1 . .
C C20 1.0782(5) 0.0681(4) 0.6406(4) 0.0196(10) Uani d . . . 1 . .
H H20 1.098002 0.022327 0.586941 0.024000 Uiso calc U . R 1 . .
C C21 1.1640(5) 0.1090(4) 0.7237(4) 0.0190(10) Uani d . . . 1 . .
H H21 1.242044 0.091603 0.726397 0.023000 Uiso calc U . R 1 . .
C C22 1.1349(4) 0.1754(3) 0.8024(3) 0.0144(9) Uani d . . . 1 . .
C C23 0.8167(4) 0.1973(4) 0.7079(3) 0.0171(10) Uani d . . . 1 . .
H H23A 0.834788 0.258316 0.676600 0.021000 Uiso calc U . R 1 . .
H H23B 0.748138 0.141754 0.666315 0.021000 Uiso calc U . R 1 . .
C C24 0.7028(4) 0.1293(4) 0.8429(3) 0.0176(10) Uani d . . . 1 . .
H H24A 0.696752 0.147345 0.915055 0.021000 Uiso calc U . R 1 . .
H H24B 0.752155 0.078449 0.830736 0.021000 Uiso calc U . R 1 . .
C C25 0.5697(4) 0.0804(4) 0.7932(4) 0.0213(10) Uani d . . . 1 . .
H H25A 0.575661 0.054564 0.722105 0.026000 Uiso calc U . R 1 . .
H H25B 0.526538 0.020757 0.822565 0.026000 Uiso calc U . R 1 . .
C C26 0.5568(5) 0.2365(4) 0.7600(4) 0.0250(11) Uani d . . . 1 . .
H H26A 0.504356 0.285273 0.765884 0.030000 Uiso calc U . R 1 . .
H H26B 0.564035 0.211908 0.688946 0.030000 Uiso calc U . R 1 . .
C C27 0.6882(5) 0.2913(4) 0.8103(4) 0.0228(11) Uani d . . . 1 . .
H H27A 0.728620 0.349430 0.778052 0.027000 Uiso calc U . R 1 . .
H H27B 0.679489 0.320450 0.880106 0.027000 Uiso calc U . R 1 . .
C C28 1.2188(4) 0.2151(4) 0.8975(3) 0.0171(10) Uani d . . . 1 . .
H H28A 1.187556 0.169312 0.944524 0.021000 Uiso calc U . R 1 . .
H H28B 1.306981 0.213582 0.884120 0.021000 Uiso calc U . R 1 . .
C C29 1.3049(4) 0.3959(4) 0.8896(3) 0.0175(10) Uani d . . . 1 . .
H H29A 1.266331 0.386412 0.821859 0.021000 Uiso calc U . R 1 . .
H H29B 1.388405 0.381131 0.884300 0.021000 Uiso calc U . R 1 . .
C C30 1.3253(5) 0.5061(4) 0.9418(4) 0.0204(10) Uani d . . . 1 . .
H H30A 1.385977 0.552280 0.906388 0.024000 Uiso calc U . R 1 . .
H H30B 1.243253 0.523249 0.940069 0.024000 Uiso calc U . R 1 . .
C C31 1.2881(5) 0.4566(4) 1.0927(4) 0.0213(10) Uani d . . . 1 . .
H H31A 1.204140 0.470828 1.091357 0.026000 Uiso calc U . R 1 . .
H H31B 1.320900 0.469930 1.162639 0.026000 Uiso calc U . R 1 . .
C C32 1.2714(5) 0.3452(4) 1.0468(3) 0.0196(10) Uani d . . . 1 . .
H H32A 1.354752 0.330325 1.050019 0.024000 Uiso calc U . R 1 . .
H H32B 1.212340 0.300609 1.084584 0.024000 Uiso calc U . R 1 . .
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'
I I -0.4742 1.8119 '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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Bi1 N1 . . 72.13(15) ?
C1 Bi1 N2 . . 71.47(14) ?
N1 Bi1 N2 . . 143.44(12) ?
C1 Bi1 I2 . . 92.62(11) ?
N1 Bi1 I2 . . 82.51(8) ?
N2 Bi1 I2 . . 95.82(8) ?
C1 Bi1 I1 . . 89.34(11) ?
N1 Bi1 I1 . . 97.38(8) ?
N2 Bi1 I1 . . 85.53(8) ?
I2 Bi1 I1 . . 177.892(10) ?
C17 Bi2 N3 . . 72.00(15) ?
C17 Bi2 N4 . . 72.41(15) ?
N3 Bi2 N4 . . 144.40(12) ?
C17 Bi2 I3 . . 89.98(11) ?
N3 Bi2 I3 . . 84.89(9) ?
N4 Bi2 I3 . . 96.15(9) ?
C17 Bi2 I4 . . 93.50(11) ?
N3 Bi2 I4 . . 94.58(9) ?
N4 Bi2 I4 . . 86.52(9) ?
I3 Bi2 I4 . . 176.135(11) ?
C10 O1 C9 . . 109.5(3) ?
C15 O2 C14 . . 108.9(3) ?
C25 O3 C26 . . 109.4(4) ?
C31 O4 C30 . . 109.3(4) ?
C7 N1 C8 . . 109.6(4) ?
C7 N1 C11 . . 109.9(3) ?
C8 N1 C11 . . 107.9(3) ?
C7 N1 Bi1 . . 103.5(2) ?
C8 N1 Bi1 . . 117.1(3) ?
C11 N1 Bi1 . . 108.6(3) ?
C16 N2 C13 . . 108.6(3) ?
C16 N2 C12 . . 110.2(4) ?
C13 N2 C12 . . 109.1(4) ?
C16 N2 Bi1 . . 114.3(3) ?
C13 N2 Bi1 . . 113.5(3) ?
C12 N2 Bi1 . . 100.7(3) ?
C27 N3 C23 . . 112.5(4) ?
C27 N3 C24 . . 108.1(4) ?
C23 N3 C24 . . 111.1(4) ?
C27 N3 Bi2 . . 111.5(3) ?
C23 N3 Bi2 . . 104.0(3) ?
C24 N3 Bi2 . . 109.5(3) ?
C32 N4 C28 . . 109.1(4) ?
C32 N4 C29 . . 108.3(4) ?
C28 N4 C29 . . 109.6(4) ?
C32 N4 Bi2 . . 115.2(3) ?
C28 N4 Bi2 . . 101.8(3) ?
C29 N4 Bi2 . . 112.5(3) ?
C2 C1 C6 . . 121.6(4) ?
C2 C1 Bi1 . . 119.6(3) ?
C6 C1 Bi1 . . 118.8(3) ?
C1 C2 C3 . . 119.3(4) ?
C1 C2 C7 . . 118.9(4) ?
C3 C2 C7 . . 121.8(4) ?
C4 C3 C2 . . 119.7(5) ?
C4 C3 H3 . . 120.100000 ?
C2 C3 H3 . . 120.100000 ?
C3 C4 C5 . . 120.8(5) ?
C3 C4 H4 . . 119.600000 ?
C5 C4 H4 . . 119.600000 ?
C4 C5 C6 . . 119.9(4) ?
C4 C5 H5 . . 120.000000 ?
C6 C5 H5 . . 120.000000 ?
C5 C6 C1 . . 118.7(4) ?
C5 C6 C12 . . 122.3(4) ?
C1 C6 C12 . . 119.0(4) ?
N1 C7 C2 . . 112.6(4) ?
N1 C7 H7A . . 109.100000 ?
C2 C7 H7A . . 109.100000 ?
N1 C7 H7B . . 109.100000 ?
C2 C7 H7B . . 109.100000 ?
H7A C7 H7B . . 107.800000 ?
N1 C8 C9 . . 111.2(4) ?
N1 C8 H8A . . 109.400000 ?
C9 C8 H8A . . 109.400000 ?
N1 C8 H8B . . 109.400000 ?
C9 C8 H8B . . 109.400000 ?
H8A C8 H8B . . 108.000000 ?
O1 C9 C8 . . 111.2(4) ?
O1 C9 H9A . . 109.400000 ?
C8 C9 H9A . . 109.400000 ?
O1 C9 H9B . . 109.400000 ?
C8 C9 H9B . . 109.400000 ?
H9A C9 H9B . . 108.000000 ?
O1 C10 C11 . . 112.3(4) ?
O1 C10 H10A . . 109.100000 ?
C11 C10 H10A . . 109.100000 ?
O1 C10 H10B . . 109.100000 ?
C11 C10 H10B . . 109.100000 ?
H10A C10 H10B . . 107.900000 ?
N1 C11 C10 . . 110.7(4) ?
N1 C11 H11A . . 109.500000 ?
C10 C11 H11A . . 109.500000 ?
N1 C11 H11B . . 109.500000 ?
C10 C11 H11B . . 109.500000 ?
H11A C11 H11B . . 108.100000 ?
N2 C12 C6 . . 110.9(4) ?
N2 C12 H12A . . 109.500000 ?
C6 C12 H12A . . 109.500000 ?
N2 C12 H12B . . 109.500000 ?
C6 C12 H12B . . 109.500000 ?
H12A C12 H12B . . 108.100000 ?
N2 C13 C14 . . 112.0(4) ?
N2 C13 H13A . . 109.200000 ?
C14 C13 H13A . . 109.200000 ?
N2 C13 H13B . . 109.200000 ?
C14 C13 H13B . . 109.200000 ?
H13A C13 H13B . . 107.900000 ?
O2 C14 C13 . . 112.2(4) ?
O2 C14 H14A . . 109.200000 ?
C13 C14 H14A . . 109.200000 ?
O2 C14 H14B . . 109.200000 ?
C13 C14 H14B . . 109.200000 ?
H14A C14 H14B . . 107.900000 ?
O2 C15 C16 . . 111.1(4) ?
O2 C15 H15A . . 109.400000 ?
C16 C15 H15A . . 109.400000 ?
O2 C15 H15B . . 109.400000 ?
C16 C15 H15B . . 109.400000 ?
H15A C15 H15B . . 108.000000 ?
N2 C16 C15 . . 111.3(4) ?
N2 C16 H16A . . 109.400000 ?
C15 C16 H16A . . 109.400000 ?
N2 C16 H16B . . 109.400000 ?
C15 C16 H16B . . 109.400000 ?
H16A C16 H16B . . 108.000000 ?
C22 C17 C18 . . 121.7(4) ?
C22 C17 Bi2 . . 119.3(3) ?
C18 C17 Bi2 . . 119.0(3) ?
C17 C18 C19 . . 118.7(4) ?
C17 C18 C23 . . 119.7(4) ?
C19 C18 C23 . . 121.6(4) ?
C20 C19 C18 . . 119.9(4) ?
C20 C19 H19 . . 120.100000 ?
C18 C19 H19 . . 120.100000 ?
C19 C20 C21 . . 120.8(4) ?
C19 C20 H20 . . 119.600000 ?
C21 C20 H20 . . 119.600000 ?
C22 C21 C20 . . 119.7(4) ?
C22 C21 H21 . . 120.100000 ?
C20 C21 H21 . . 120.100000 ?
C21 C22 C17 . . 119.3(4) ?
C21 C22 C28 . . 122.1(4) ?
C17 C22 C28 . . 118.6(4) ?
N3 C23 C18 . . 111.1(4) ?
N3 C23 H23A . . 109.400000 ?
C18 C23 H23A . . 109.400000 ?
N3 C23 H23B . . 109.400000 ?
C18 C23 H23B . . 109.400000 ?
H23A C23 H23B . . 108.000000 ?
N3 C24 C25 . . 113.2(4) ?
N3 C24 H24A . . 108.900000 ?
C25 C24 H24A . . 108.900000 ?
N3 C24 H24B . . 108.900000 ?
C25 C24 H24B . . 108.900000 ?
H24A C24 H24B . . 107.800000 ?
O3 C25 C24 . . 111.8(4) ?
O3 C25 H25A . . 109.300000 ?
C24 C25 H25A . . 109.300000 ?
O3 C25 H25B . . 109.300000 ?
C24 C25 H25B . . 109.300000 ?
H25A C25 H25B . . 107.900000 ?
O3 C26 C27 . . 110.8(4) ?
O3 C26 H26A . . 109.500000 ?
C27 C26 H26A . . 109.500000 ?
O3 C26 H26B . . 109.500000 ?
C27 C26 H26B . . 109.500000 ?
H26A C26 H26B . . 108.100000 ?
N3 C27 C26 . . 113.4(4) ?
N3 C27 H27A . . 108.900000 ?
C26 C27 H27A . . 108.900000 ?
N3 C27 H27B . . 108.900000 ?
C26 C27 H27B . . 108.900000 ?
H27A C27 H27B . . 107.700000 ?
N4 C28 C22 . . 111.8(4) ?
N4 C28 H28A . . 109.200000 ?
C22 C28 H28A . . 109.200000 ?
N4 C28 H28B . . 109.200000 ?
C22 C28 H28B . . 109.200000 ?
H28A C28 H28B . . 107.900000 ?
N4 C29 C30 . . 111.8(4) ?
N4 C29 H29A . . 109.300000 ?
C30 C29 H29A . . 109.300000 ?
N4 C29 H29B . . 109.300000 ?
C30 C29 H29B . . 109.300000 ?
H29A C29 H29B . . 107.900000 ?
O4 C30 C29 . . 112.2(4) ?
O4 C30 H30A . . 109.200000 ?
C29 C30 H30A . . 109.200000 ?
O4 C30 H30B . . 109.200000 ?
C29 C30 H30B . . 109.200000 ?
H30A C30 H30B . . 107.900000 ?
O4 C31 C32 . . 111.5(4) ?
O4 C31 H31A . . 109.300000 ?
C32 C31 H31A . . 109.300000 ?
O4 C31 H31B . . 109.300000 ?
C32 C31 H31B . . 109.300000 ?
H31A C31 H31B . . 108.000000 ?
N4 C32 C31 . . 111.0(4) ?
N4 C32 H32A . . 109.400000 ?
C31 C32 H32A . . 109.400000 ?
N4 C32 H32B . . 109.400000 ?
C31 C32 H32B . . 109.400000 ?
H32A C32 H32B . . 108.000000 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Bi1 C1 . 2.209(4) ?
Bi1 N1 . 2.585(4) ?
Bi1 N2 . 2.629(4) ?
Bi1 I2 . 2.9999(4) ?
Bi1 I1 . 3.1287(3) ?
Bi2 C17 . 2.200(4) ?
Bi2 N3 . 2.573(4) ?
Bi2 N4 . 2.602(4) ?
Bi2 I3 . 3.0463(4) ?
Bi2 I4 . 3.0866(4) ?
O1 C10 . 1.415(6) ?
O1 C9 . 1.427(6) ?
O2 C15 . 1.420(6) ?
O2 C14 . 1.421(6) ?
O3 C25 . 1.420(6) ?
O3 C26 . 1.426(6) ?
O4 C31 . 1.420(6) ?
O4 C30 . 1.425(6) ?
N1 C7 . 1.476(6) ?
N1 C8 . 1.485(6) ?
N1 C11 . 1.489(6) ?
N2 C16 . 1.476(6) ?
N2 C13 . 1.483(6) ?
N2 C12 . 1.486(6) ?
N3 C27 . 1.479(6) ?
N3 C23 . 1.480(6) ?
N3 C24 . 1.490(6) ?
N4 C32 . 1.477(6) ?
N4 C28 . 1.483(6) ?
N4 C29 . 1.493(6) ?
C1 C2 . 1.386(6) ?
C1 C6 . 1.396(6) ?
C2 C3 . 1.396(7) ?
C2 C7 . 1.513(6) ?
C3 C4 . 1.388(7) ?
C3 H3 . 0.950000 ?
C4 C5 . 1.394(7) ?
C4 H4 . 0.950000 ?
C5 C6 . 1.396(7) ?
C5 H5 . 0.950000 ?
C6 C12 . 1.502(6) ?
C7 H7A . 0.990000 ?
C7 H7B . 0.990000 ?
C8 C9 . 1.505(7) ?
C8 H8A . 0.990000 ?
C8 H8B . 0.990000 ?
C9 H9A . 0.990000 ?
C9 H9B . 0.990000 ?
C10 C11 . 1.508(6) ?
C10 H10A . 0.990000 ?
C10 H10B . 0.990000 ?
C11 H11A . 0.990000 ?
C11 H11B . 0.990000 ?
C12 H12A . 0.990000 ?
C12 H12B . 0.990000 ?
C13 C14 . 1.508(7) ?
C13 H13A . 0.990000 ?
C13 H13B . 0.990000 ?
C14 H14A . 0.990000 ?
C14 H14B . 0.990000 ?
C15 C16 . 1.510(7) ?
C15 H15A . 0.990000 ?
C15 H15B . 0.990000 ?
C16 H16A . 0.990000 ?
C16 H16B . 0.990000 ?
C17 C22 . 1.390(6) ?
C17 C18 . 1.392(6) ?
C18 C19 . 1.396(6) ?
C18 C23 . 1.509(6) ?
C19 C20 . 1.392(7) ?
C19 H19 . 0.950000 ?
C20 C21 . 1.393(7) ?
C20 H20 . 0.950000 ?
C21 C22 . 1.386(6) ?
C21 H21 . 0.950000 ?
C22 C28 . 1.508(6) ?
C23 H23A . 0.990000 ?
C23 H23B . 0.990000 ?
C24 C25 . 1.513(7) ?
C24 H24A . 0.990000 ?
C24 H24B . 0.990000 ?
C25 H25A . 0.990000 ?
C25 H25B . 0.990000 ?
C26 C27 . 1.512(7) ?
C26 H26A . 0.990000 ?
C26 H26B . 0.990000 ?
C27 H27A . 0.990000 ?
C27 H27B . 0.990000 ?
C28 H28A . 0.990000 ?
C28 H28B . 0.990000 ?
C29 C30 . 1.508(7) ?
C29 H29A . 0.990000 ?
C29 H29B . 0.990000 ?
C30 H30A . 0.990000 ?
C30 H30B . 0.990000 ?
C31 C32 . 1.506(7) ?
C31 H31A . 0.990000 ?
C31 H31B . 0.990000 ?
C32 H32A . 0.990000 ?
C32 H32B . 0.990000 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . -0.1(7) ?
Bi1 C1 C2 C3 . . . . -178.5(3) ?
C6 C1 C2 C7 . . . . 176.5(4) ?
Bi1 C1 C2 C7 . . . . -1.8(5) ?
C1 C2 C3 C4 . . . . 0.5(7) ?
C7 C2 C3 C4 . . . . -176.1(4) ?
C2 C3 C4 C5 . . . . -0.4(7) ?
C3 C4 C5 C6 . . . . -0.1(7) ?
C4 C5 C6 C1 . . . . 0.4(7) ?
C4 C5 C6 C12 . . . . -177.8(4) ?
C2 C1 C6 C5 . . . . -0.3(7) ?
Bi1 C1 C6 C5 . . . . 178.0(3) ?
C2 C1 C6 C12 . . . . 178.0(4) ?
Bi1 C1 C6 C12 . . . . -3.7(5) ?
C8 N1 C7 C2 . . . . -163.7(4) ?
C11 N1 C7 C2 . . . . 77.8(4) ?
Bi1 N1 C7 C2 . . . . -38.0(4) ?
C1 C2 C7 N1 . . . . 31.1(6) ?
C3 C2 C7 N1 . . . . -152.3(4) ?
C7 N1 C8 C9 . . . . -175.0(4) ?
C11 N1 C8 C9 . . . . -55.3(5) ?
Bi1 N1 C8 C9 . . . . 67.5(4) ?
C10 O1 C9 C8 . . . . -59.1(5) ?
N1 C8 C9 O1 . . . . 58.9(5) ?
C9 O1 C10 C11 . . . . 59.1(5) ?
C7 N1 C11 C10 . . . . 173.9(4) ?
C8 N1 C11 C10 . . . . 54.3(5) ?
Bi1 N1 C11 C10 . . . . -73.5(4) ?
O1 C10 C11 N1 . . . . -58.0(5) ?
C16 N2 C12 C6 . . . . -166.0(4) ?
C13 N2 C12 C6 . . . . 74.8(4) ?
Bi1 N2 C12 C6 . . . . -44.9(4) ?
C5 C6 C12 N2 . . . . -143.3(4) ?
C1 C6 C12 N2 . . . . 38.4(6) ?
C16 N2 C13 C14 . . . . 51.6(5) ?
C12 N2 C13 C14 . . . . 171.8(4) ?
Bi1 N2 C13 C14 . . . . -76.8(4) ?
C15 O2 C14 C13 . . . . 59.0(5) ?
N2 C13 C14 O2 . . . . -55.7(5) ?
C14 O2 C15 C16 . . . . -60.9(5) ?
C13 N2 C16 C15 . . . . -53.5(5) ?
C12 N2 C16 C15 . . . . -173.1(4) ?
Bi1 N2 C16 C15 . . . . 74.3(4) ?
O2 C15 C16 N2 . . . . 59.9(5) ?
C22 C17 C18 C19 . . . . 0.7(7) ?
Bi2 C17 C18 C19 . . . . 178.1(3) ?
C22 C17 C18 C23 . . . . -177.0(4) ?
Bi2 C17 C18 C23 . . . . 0.4(6) ?
C17 C18 C19 C20 . . . . -1.8(7) ?
C23 C18 C19 C20 . . . . 175.9(4) ?
C18 C19 C20 C21 . . . . 1.3(7) ?
C19 C20 C21 C22 . . . . 0.4(7) ?
C20 C21 C22 C17 . . . . -1.5(7) ?
C20 C21 C22 C28 . . . . 174.9(4) ?
C18 C17 C22 C21 . . . . 1.0(7) ?
Bi2 C17 C22 C21 . . . . -176.5(3) ?
C18 C17 C22 C28 . . . . -175.5(4) ?
Bi2 C17 C22 C28 . . . . 7.1(6) ?
C27 N3 C23 C18 . . . . 159.7(4) ?
C24 N3 C23 C18 . . . . -78.8(5) ?
Bi2 N3 C23 C18 . . . . 38.9(4) ?
C17 C18 C23 N3 . . . . -30.8(6) ?
C19 C18 C23 N3 . . . . 151.6(4) ?
C27 N3 C24 C25 . . . . 49.2(5) ?
C23 N3 C24 C25 . . . . -74.8(5) ?
Bi2 N3 C24 C25 . . . . 170.9(3) ?
C26 O3 C25 C24 . . . . 59.6(5) ?
N3 C24 C25 O3 . . . . -55.6(5) ?
C25 O3 C26 C27 . . . . -60.3(5) ?
C23 N3 C27 C26 . . . . 72.6(5) ?
C24 N3 C27 C26 . . . . -50.5(5) ?
Bi2 N3 C27 C26 . . . . -171.0(3) ?
O3 C26 C27 N3 . . . . 57.8(6) ?
C32 N4 C28 C22 . . . . 163.9(4) ?
C29 N4 C28 C22 . . . . -77.6(5) ?
Bi2 N4 C28 C22 . . . . 41.7(4) ?
C21 C22 C28 N4 . . . . 145.9(4) ?
C17 C22 C28 N4 . . . . -37.7(6) ?
C32 N4 C29 C30 . . . . -52.5(5) ?
C28 N4 C29 C30 . . . . -171.4(4) ?
Bi2 N4 C29 C30 . . . . 76.1(4) ?
C31 O4 C30 C29 . . . . -58.0(5) ?
N4 C29 C30 O4 . . . . 55.5(5) ?
C30 O4 C31 C32 . . . . 60.2(5) ?
C28 N4 C32 C31 . . . . 173.7(4) ?
C29 N4 C32 C31 . . . . 54.4(5) ?
Bi2 N4 C32 C31 . . . . -72.6(4) ?
O4 C31 C32 N4 . . . . -60.1(5) ?
