#------------------------------------------------------------------------------
#$Date: 2025-03-04 22:19:48 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298273 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/77/7717791.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_7717791
loop_
_publ_author_name
'Geppert, Marcel'
'Müller, Michelle'
'Linseis, Michael'
'Winter, Rainer F.'
_publ_section_title
;
 Room-temperature phosphorescence and static excimer excitation of
 pyrene-modified (NCN) pincer bismuth complexes.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1779
_journal_page_last               1783
_journal_paper_doi               10.1039/d4dt03304c
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C26 H31 Bi Cl2 N2, C5 H12'
_chemical_formula_sum            'C31 H43 Bi Cl2 N2'
_chemical_formula_weight         723.55
_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             2024-02-22
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-08-12 deposited with the CCDC.	2025-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                113.090(3)
_cell_angle_beta                 92.143(3)
_cell_angle_gamma                98.505(3)
_cell_formula_units_Z            2
_cell_length_a                   8.0167(3)
_cell_length_b                   13.3464(5)
_cell_length_c                   15.4903(6)
_cell_measurement_reflns_used    11906
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.14
_cell_measurement_theta_min      1.72
_cell_volume                     1499.52(11)
_computing_cell_refinement
;
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_collection
;
X-Area WinXpose 2.0.22.0 (STOE, 2016)
;
_computing_data_reduction
;
X-Area Integrate 1.74.2.0 (STOE, 2018)
X-Area LANA 1.75.3.0 (STOE, 2018)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 1.86, Darmstadt 2018
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details
;
 224 frames, detector distance = 80 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0600
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13209
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.552
_diffrn_reflns_theta_min         1.719
_diffrn_source
'Sealed Mo X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    6.079
_exptl_absorpt_correction_T_max  0.0928
_exptl_absorpt_correction_T_min  0.0589
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             720
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane, pentane'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         3.434
_refine_diff_density_min         -2.982
_refine_diff_density_rms         0.270
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         6856
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.140
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0558
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0133P)²+30.3202P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1191
_refine_ls_wR_factor_ref         0.1456
_reflns_d_resolution_high        0.768
_reflns_d_resolution_low         11.844
_reflns_Friedel_coverage         0.000
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              17
_reflns_limit_k_min              -17
_reflns_limit_l_max              20
_reflns_limit_l_min              -20
_reflns_number_gt                5518
_reflns_number_total             6856
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt03304c2.cif
_cod_data_source_block           mmg17-2
_cod_depositor_comments
'Adding full bibliography for 7717790--7717791.cif.'
_cod_original_cell_volume        1499.52(10)
_cod_database_code               7717791
_shelx_shelxl_version_number     2018/3
_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   0.751
_shelx_estimated_absorpt_t_min   0.462
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C29(H29A,H29B), C30(H30A,H30B), C7(H7A,H7B), C28(H28A,H28B)
1.b Aromatic/amide H refined with riding coordinates:
 C21(H21), C20(H20), C15(H15), C14(H14), C13(H13), C17(H17)
1.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C26(H26A,H26B,
 H26C), C8(H8A,H8B,H8C), C24(H24A,H24B,H24C), C31(H31A,H31B,H31C), C25(H25A,
 H25B,H25C), C27(H27A,H27B,H27C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_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 0.22840(5) 0.44672(3) 0.89939(3) 0.02730(11) Uani 1 1 d . . . . .
Cl1 Cl 0.5455(3) 0.5497(2) 0.89384(17) 0.0316(5) Uani 1 1 d . . . . .
Cl2 Cl -0.0861(3) 0.3430(2) 0.89001(18) 0.0337(5) Uani 1 1 d . . . . .
N1 N 0.2943(11) 0.2574(8) 0.8545(7) 0.036(2) Uani 1 1 d . . . . .
N2 N 0.1422(10) 0.5801(6) 0.8350(6) 0.0291(18) Uani 1 1 d . . . . .
C1 C 0.2149(12) 0.3672(8) 0.7421(7) 0.028(2) Uani 1 1 d . . . . .
C12 C 0.1936(14) 0.6965(8) 0.8998(7) 0.033(2) Uani 1 1 d . . . . .
H12A H 0.126907 0.712754 0.953917 0.050 Uiso 1 1 calc R U . . .
H12B H 0.173922 0.743844 0.866910 0.050 Uiso 1 1 calc R U . . .
H12C H 0.314347 0.710706 0.921951 0.050 Uiso 1 1 calc R U . . .
C9 C 0.2427(14) 0.2028(9) 0.9178(7) 0.035(2) Uani 1 1 d . . . . .
H9A H 0.309312 0.242758 0.979497 0.052 Uiso 1 1 calc R U . . .
H9B H 0.262494 0.126282 0.890701 0.052 Uiso 1 1 calc R U . . .
H9C H 0.121909 0.202934 0.925458 0.052 Uiso 1 1 calc R U . . .
C11 C -0.0443(13) 0.5554(9) 0.8107(8) 0.035(2) Uani 1 1 d . . . . .
H11A H -0.075604 0.484845 0.755792 0.052 Uiso 1 1 calc R U . . .
H11B H -0.079915 0.614589 0.795966 0.052 Uiso 1 1 calc R U . . .
H11C H -0.100572 0.550657 0.864424 0.052 Uiso 1 1 calc R U . . .
C22 C 0.2748(12) 0.1288(8) 0.2524(7) 0.029(2) Uani 1 1 d . . . . .
C23 C 0.2806(13) 0.0832(8) 0.1452(7) 0.029(2) Uani 1 1 d . . . . .
C10 C 0.2266(13) 0.5584(8) 0.7474(7) 0.030(2) Uani 1 1 d . . . . .
H10A H 0.345547 0.597831 0.763880 0.037 Uiso 1 1 calc R U . . .
H10B H 0.168224 0.587529 0.707195 0.037 Uiso 1 1 calc R U . . .
C4 C 0.2340(12) 0.2741(8) 0.5487(7) 0.028(2) Uani 1 1 d . . . . .
C21 C 0.2810(13) 0.2445(8) 0.3007(7) 0.029(2) Uani 1 1 d . . . . .
H21 H 0.293461 0.289949 0.266229 0.035 Uiso 1 1 calc R U . . .
C6 C 0.2239(13) 0.4361(8) 0.6928(7) 0.030(2) Uani 1 1 d . . . . .
C20 C 0.2596(14) 0.0662(8) 0.3042(7) 0.034(2) Uani 1 1 d . . . . .
H20 H 0.258364 -0.011036 0.272927 0.041 Uiso 1 1 calc R U . . .
C26 C 0.1290(15) 0.1114(10) 0.0993(8) 0.042(3) Uani 1 1 d . . . . .
H26A H 0.022509 0.078050 0.114052 0.064 Uiso 1 1 calc R U . . .
H26B H 0.131935 0.082056 0.030781 0.064 Uiso 1 1 calc R U . . .
H26C H 0.136691 0.191893 0.124242 0.064 Uiso 1 1 calc R U . . .
C16 C 0.2492(13) 0.2256(8) 0.4493(7) 0.029(2) Uani 1 1 d . . . . .
C3 C 0.2220(14) 0.2049(8) 0.5997(7) 0.032(2) Uani 1 1 d . . . . .
C18 C 0.2459(13) 0.1105(8) 0.4013(7) 0.030(2) Uani 1 1 d . . . . .
C19 C 0.2691(13) 0.2928(8) 0.3974(7) 0.030(2) Uani 1 1 d . . . . .
C5 C 0.2365(12) 0.3891(8) 0.5946(7) 0.029(2) Uani 1 1 d . . . . .
C8 C 0.4787(15) 0.2640(9) 0.8476(8) 0.040(2) Uani 1 1 d . . . . .
H8A H 0.512766 0.301684 0.806354 0.059 Uiso 1 1 calc R U . . .
H8B H 0.505407 0.189170 0.821360 0.059 Uiso 1 1 calc R U . . .
H8C H 0.540064 0.305604 0.910579 0.059 Uiso 1 1 calc R U . . .
C15 C 0.2267(14) 0.0437(8) 0.4548(7) 0.033(2) Uani 1 1 d . . . . .
H15 H 0.222140 -0.033927 0.423436 0.040 Uiso 1 1 calc R U . . .
C14 C 0.2556(15) 0.4554(8) 0.5402(7) 0.035(2) Uani 1 1 d . . . . .
H14 H 0.256355 0.532644 0.570458 0.042 Uiso 1 1 calc R U . . .
C2 C 0.2137(13) 0.2555(9) 0.6974(7) 0.032(2) Uani 1 1 d . . . . .
C13 C 0.2149(15) 0.0879(9) 0.5482(8) 0.038(2) Uani 1 1 d . . . . .
H13 H 0.201474 0.040740 0.581089 0.046 Uiso 1 1 calc R U . . .
C24 C 0.4426(14) 0.1365(10) 0.1204(8) 0.039(2) Uani 1 1 d . . . . .
H24A H 0.449770 0.217020 0.146918 0.058 Uiso 1 1 calc R U . . .
H24B H 0.441396 0.108742 0.051677 0.058 Uiso 1 1 calc R U . . .
H24C H 0.540903 0.118072 0.146783 0.058 Uiso 1 1 calc R U . . .
C17 C 0.2726(14) 0.4095(8) 0.4465(7) 0.033(2) Uani 1 1 d . . . . .
H17 H 0.287041 0.455614 0.412748 0.040 Uiso 1 1 calc R U . . .
C29 C 0.7483(14) 0.2040(9) 0.4667(8) 0.037(2) Uani 1 1 d . . . . .
H29A H 0.849105 0.178192 0.483814 0.044 Uiso 1 1 calc R U . . .
H29B H 0.649465 0.143976 0.452633 0.044 Uiso 1 1 calc R U . . .
C30 C 0.7748(15) 0.2251(10) 0.3792(9) 0.044(3) Uani 1 1 d . . . . .
H30A H 0.875186 0.283981 0.392831 0.053 Uiso 1 1 calc R U . . .
H30B H 0.675120 0.252346 0.362795 0.053 Uiso 1 1 calc R U . . .
C31 C 0.8005(16) 0.1241(10) 0.2957(8) 0.044(3) Uani 1 1 d . . . . .
H31A H 0.814975 0.142828 0.240927 0.066 Uiso 1 1 calc R U . . .
H31B H 0.701365 0.065488 0.281425 0.066 Uiso 1 1 calc R U . . .
H31C H 0.901894 0.098391 0.310373 0.066 Uiso 1 1 calc R U . . .
C25 C 0.2685(18) -0.0409(9) 0.1035(8) 0.048(3) Uani 1 1 d . . . . .
H25A H 0.365612 -0.060094 0.130190 0.073 Uiso 1 1 calc R U . . .
H25B H 0.268880 -0.067946 0.034879 0.073 Uiso 1 1 calc R U . . .
H25C H 0.163122 -0.075238 0.118460 0.073 Uiso 1 1 calc R U . . .
C7 C 0.2020(16) 0.1876(10) 0.7578(7) 0.042(3) Uani 1 1 d . . . . .
H7A H 0.081577 0.163435 0.763532 0.050 Uiso 1 1 calc R U . . .
H7B H 0.253362 0.120762 0.727395 0.050 Uiso 1 1 calc R U . . .
C28 C 0.7187(16) 0.3055(9) 0.5509(8) 0.044(3) Uani 1 1 d . . . . .
H28A H 0.818698 0.365071 0.566243 0.053 Uiso 1 1 calc R U . . .
H28B H 0.619363 0.332477 0.533593 0.053 Uiso 1 1 calc R U . . .
C27 C 0.6883(16) 0.2818(10) 0.6375(9) 0.050(3) Uani 1 1 d . . . . .
H27A H 0.595999 0.218402 0.621307 0.075 Uiso 1 1 calc R U . . .
H27B H 0.657265 0.346811 0.687144 0.075 Uiso 1 1 calc R U . . .
H27C H 0.791877 0.264818 0.660173 0.075 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'
N N 0.0061 0.0033 '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
0 0 -1 0.0300
-3 -6 2 0.0350
2 5 -2 0.0950
0 1 6 0.0390
6 -5 1 0.0150
-6 5 -1 0.0550
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 175.32(8) . . ?
N1 Bi1 Cl1 97.4(2) . . ?
N1 Bi1 Cl2 82.6(2) . . ?
N1 Bi1 N2 143.9(3) . . ?
N2 Bi1 Cl1 82.18(19) . . ?
N2 Bi1 Cl2 95.05(19) . . ?
C1 Bi1 Cl1 86.2(3) . . ?
C1 Bi1 Cl2 89.4(3) . . ?
C1 Bi1 N1 72.1(3) . . ?
C1 Bi1 N2 71.8(3) . . ?
C9 N1 Bi1 115.7(6) . . ?
C9 N1 C8 109.8(8) . . ?
C9 N1 C7 108.0(8) . . ?
C8 N1 Bi1 108.0(6) . . ?
C8 N1 C7 108.6(9) . . ?
C7 N1 Bi1 106.6(7) . . ?
C12 N2 Bi1 113.6(6) . . ?
C12 N2 C11 109.3(8) . . ?
C12 N2 C10 109.7(8) . . ?
C11 N2 Bi1 109.6(6) . . ?
C11 N2 C10 109.1(8) . . ?
C10 N2 Bi1 105.3(5) . . ?
C6 C1 Bi1 117.9(7) . . ?
C2 C1 Bi1 119.8(7) . . ?
C2 C1 C6 122.0(9) . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C21 C22 C23 117.3(9) . . ?
C20 C22 C23 124.9(9) . . ?
C20 C22 C21 117.8(9) . . ?
C22 C23 C26 109.2(8) . . ?
C24 C23 C22 110.8(8) . . ?
C24 C23 C26 107.6(9) . . ?
C25 C23 C22 111.2(9) . . ?
C25 C23 C26 108.4(9) . . ?
C25 C23 C24 109.5(9) . . ?
N2 C10 H10A 109.3 . . ?
N2 C10 H10B 109.3 . . ?
N2 C10 C6 111.5(8) . . ?
H10A C10 H10B 108.0 . . ?
C6 C10 H10A 109.3 . . ?
C6 C10 H10B 109.3 . . ?
C3 C4 C16 118.9(9) . . ?
C5 C4 C16 119.7(9) . . ?
C5 C4 C3 121.4(9) . . ?
C22 C21 H21 119.3 . . ?
C19 C21 C22 121.4(9) . . ?
C19 C21 H21 119.3 . . ?
C1 C6 C10 118.7(9) . . ?
C1 C6 C5 118.7(9) . . ?
C5 C6 C10 122.6(9) . . ?
C22 C20 H20 118.5 . . ?
C22 C20 C18 123.1(9) . . ?
C18 C20 H20 118.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C18 C16 C4 121.0(9) . . ?
C18 C16 C19 118.7(9) . . ?
C19 C16 C4 120.3(8) . . ?
C4 C3 C13 118.5(9) . . ?
C2 C3 C4 117.5(9) . . ?
C2 C3 C13 123.9(9) . . ?
C20 C18 C16 119.3(9) . . ?
C20 C18 C15 122.6(9) . . ?
C16 C18 C15 118.1(9) . . ?
C21 C19 C16 119.7(9) . . ?
C21 C19 C17 121.9(9) . . ?
C16 C19 C17 118.4(9) . . ?
C4 C5 C6 119.2(9) . . ?
C4 C5 C14 118.9(9) . . ?
C6 C5 C14 121.9(9) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C18 C15 H15 119.1 . . ?
C13 C15 C18 121.7(9) . . ?
C13 C15 H15 119.1 . . ?
C5 C14 H14 119.4 . . ?
C17 C14 C5 121.2(9) . . ?
C17 C14 H14 119.4 . . ?
C1 C2 C3 121.2(9) . . ?
C1 C2 C7 117.8(9) . . ?
C3 C2 C7 121.0(10) . . ?
C3 C13 H13 119.2 . . ?
C15 C13 C3 121.7(10) . . ?
C15 C13 H13 119.2 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C19 C17 H17 119.3 . . ?
C14 C17 C19 121.5(9) . . ?
C14 C17 H17 119.3 . . ?
H29A C29 H29B 107.7 . . ?
C30 C29 H29A 108.9 . . ?
C30 C29 H29B 108.9 . . ?
C30 C29 C28 113.6(9) . . ?
C28 C29 H29A 108.9 . . ?
C28 C29 H29B 108.9 . . ?
C29 C30 H30A 108.9 . . ?
C29 C30 H30B 108.9 . . ?
C29 C30 C31 113.4(10) . . ?
H30A C30 H30B 107.7 . . ?
C31 C30 H30A 108.9 . . ?
C31 C30 H30B 108.9 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1 C7 C2 109.4(9) . . ?
N1 C7 H7A 109.8 . . ?
N1 C7 H7B 109.8 . . ?
C2 C7 H7A 109.8 . . ?
C2 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
C29 C28 H28A 109.1 . . ?
C29 C28 H28B 109.1 . . ?
H28A C28 H28B 107.8 . . ?
C27 C28 C29 112.7(10) . . ?
C27 C28 H28A 109.1 . . ?
C27 C28 H28B 109.1 . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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 2.726(2) . ?
Bi1 Cl2 2.660(3) . ?
Bi1 N1 2.489(9) . ?
Bi1 N2 2.519(8) . ?
Bi1 C1 2.235(10) . ?
N1 C9 1.472(13) . ?
N1 C8 1.478(14) . ?
N1 C7 1.508(14) . ?
N2 C12 1.466(12) . ?
N2 C11 1.483(13) . ?
N2 C10 1.484(12) . ?
C1 C6 1.403(13) . ?
C1 C2 1.374(14) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C22 C23 1.534(13) . ?
C22 C21 1.420(13) . ?
C22 C20 1.363(14) . ?
C23 C26 1.550(15) . ?
C23 C24 1.522(14) . ?
C23 C25 1.510(14) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C6 1.512(13) . ?
C4 C16 1.436(14) . ?
C4 C3 1.427(13) . ?
C4 C5 1.413(13) . ?
C21 H21 0.9500 . ?
C21 C19 1.393(14) . ?
C6 C5 1.414(13) . ?
C20 H20 0.9500 . ?
C20 C18 1.399(14) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C16 C18 1.416(13) . ?
C16 C19 1.418(14) . ?
C3 C2 1.403(14) . ?
C3 C13 1.439(14) . ?
C18 C15 1.433(14) . ?
C19 C17 1.435(13) . ?
C5 C14 1.439(13) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C15 H15 0.9500 . ?
C15 C13 1.345(14) . ?
C14 H14 0.9500 . ?
C14 C17 1.357(14) . ?
C2 C7 1.534(14) . ?
C13 H13 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C17 H17 0.9500 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.504(16) . ?
C29 C28 1.525(15) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.505(16) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C27 1.515(17) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
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 N1 C7 C2 39.9(10) . . . . ?
Bi1 N2 C10 C6 39.2(9) . . . . ?
Bi1 C1 C6 C10 -5.3(12) . . . . ?
Bi1 C1 C6 C5 172.4(7) . . . . ?
Bi1 C1 C2 C3 -173.7(8) . . . . ?
Bi1 C1 C2 C7 6.6(13) . . . . ?
N2 C10 C6 C1 -26.3(13) . . . . ?
N2 C10 C6 C5 156.1(9) . . . . ?
C1 C6 C5 C4 2.1(14) . . . . ?
C1 C6 C5 C14 -176.5(10) . . . . ?
C1 C2 C7 N1 -33.6(14) . . . . ?
C12 N2 C10 C6 161.8(8) . . . . ?
C9 N1 C7 C2 164.8(9) . . . . ?
C11 N2 C10 C6 -78.4(10) . . . . ?
C22 C21 C19 C16 -0.4(15) . . . . ?
C22 C21 C19 C17 -179.0(10) . . . . ?
C22 C20 C18 C16 -0.6(16) . . . . ?
C22 C20 C18 C15 178.7(10) . . . . ?
C23 C22 C21 C19 177.2(9) . . . . ?
C23 C22 C20 C18 -176.5(10) . . . . ?
C10 C6 C5 C4 179.6(9) . . . . ?
C10 C6 C5 C14 1.1(16) . . . . ?
C4 C16 C18 C20 179.5(9) . . . . ?
C4 C16 C18 C15 0.1(15) . . . . ?
C4 C16 C19 C21 -179.0(9) . . . . ?
C4 C16 C19 C17 -0.4(15) . . . . ?
C4 C3 C2 C1 0.8(16) . . . . ?
C4 C3 C2 C7 -179.5(10) . . . . ?
C4 C3 C13 C15 2.9(17) . . . . ?
C4 C5 C14 C17 -0.6(16) . . . . ?
C21 C22 C23 C26 -59.0(12) . . . . ?
C21 C22 C23 C24 59.4(12) . . . . ?
C21 C22 C23 C25 -178.5(10) . . . . ?
C21 C22 C20 C18 1.6(16) . . . . ?
C21 C19 C17 C14 177.9(10) . . . . ?
C6 C1 C2 C3 0.3(16) . . . . ?
C6 C1 C2 C7 -179.5(10) . . . . ?
C6 C5 C14 C17 178.0(10) . . . . ?
C20 C22 C23 C26 119.2(11) . . . . ?
C20 C22 C23 C24 -122.5(11) . . . . ?
C20 C22 C23 C25 -0.4(15) . . . . ?
C20 C22 C21 C19 -1.1(15) . . . . ?
C20 C18 C15 C13 179.5(11) . . . . ?
C16 C4 C3 C2 177.7(9) . . . . ?
C16 C4 C3 C13 -3.9(15) . . . . ?
C16 C4 C5 C6 -179.1(9) . . . . ?
C16 C4 C5 C14 -0.5(14) . . . . ?
C16 C18 C15 C13 -1.1(16) . . . . ?
C16 C19 C17 C14 -0.7(16) . . . . ?
C3 C4 C16 C18 2.4(15) . . . . ?
C3 C4 C16 C19 -177.2(9) . . . . ?
C3 C4 C5 C6 -1.1(15) . . . . ?
C3 C4 C5 C14 177.6(10) . . . . ?
C3 C2 C7 N1 146.7(10) . . . . ?
C18 C16 C19 C21 1.4(15) . . . . ?
C18 C16 C19 C17 -179.9(9) . . . . ?
C18 C15 C13 C3 -0.4(18) . . . . ?
C19 C16 C18 C20 -1.0(15) . . . . ?
C19 C16 C18 C15 179.7(10) . . . . ?
C5 C4 C16 C18 -179.5(9) . . . . ?
C5 C4 C16 C19 0.9(15) . . . . ?
C5 C4 C3 C2 -0.3(15) . . . . ?
C5 C4 C3 C13 178.1(10) . . . . ?
C5 C14 C17 C19 1.1(17) . . . . ?
C8 N1 C7 C2 -76.3(11) . . . . ?
C2 C1 C6 C10 -179.4(10) . . . . ?
C2 C1 C6 C5 -1.7(15) . . . . ?
C2 C3 C13 C15 -178.7(11) . . . . ?
C13 C3 C2 C1 -177.6(11) . . . . ?
C13 C3 C2 C7 2.1(17) . . . . ?
C30 C29 C28 C27 178.7(10) . . . . ?
C28 C29 C30 C31 -178.8(10) . . . . ?
