#------------------------------------------------------------------------------
#$Date: 2021-02-05 00:33:29 +0200 (Fri, 05 Feb 2021) $
#$Revision: 261537 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/75/7127579.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_7127579
loop_
_publ_author_name
'Liu, Yu-Hua'
'Peng, Hang'
'Liao, Wei-Qiang'
_publ_section_title
;
 A lead-free bismuth iodide organic-inorganic ferroelectric semiconductor.
;
_journal_issue                   5
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              647
_journal_page_last               650
_journal_paper_doi               10.1039/d0cc07443h
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         '3(Bi I5), 3(C4 H14 N2)'
_chemical_formula_sum            'C12 H42 Bi3 I15 N6'
_chemical_formula_weight         2800.96
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-10-09 deposited with the CCDC.	2020-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.185(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.180(5)
_cell_length_b                   8.575(4)
_cell_length_c                   27.548(13)
_cell_measurement_reflns_used    7319
_cell_measurement_temperature    383(2)
_cell_measurement_theta_max      27.4739
_cell_measurement_theta_min      1.5021
_cell_volume                     2599(2)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      383(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0862
_diffrn_reflns_av_unetI/netI     0.0780
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            16086
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.870
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    19.056
_exptl_absorpt_correction_T_max  0.004
_exptl_absorpt_correction_T_min  0.003
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'Dark red'
_exptl_crystal_density_diffrn    3.579
_exptl_crystal_description       Block
_exptl_crystal_F_000             2400
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.310
_exptl_crystal_size_min          0.300
_refine_diff_density_max         1.190
_refine_diff_density_min         -1.368
_refine_diff_density_rms         0.246
_refine_ls_extinction_coef       0.00216(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         4891
_refine_ls_number_restraints     142
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0725
_refine_ls_shift/su_max          0.086
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0414P)²+69.9987P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1446
_refine_ls_wR_factor_ref         0.1557
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4107
_reflns_number_total             4891
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc07443h2.cif
_cod_data_source_block           P21m
_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 

 Adding full bibliography for 7127578--7127579.cif.
;
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               7127579
_shelx_shelxl_version_number     2014/7
_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_min   0.067
_shelx_estimated_absorpt_t_max   0.069
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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
I8' I 0.3707(2) 0.9787(3) 0.15605(11) 0.0981(5) Uani 0.5 1 d . . P . .
I8 I 0.3431(2) 1.0267(3) 0.16127(11) 0.0981(5) Uani 0.5 1 d . . P . .
Bi1 Bi 0.84725(6) 0.2500 0.55477(3) 0.04853(18) Uani 1 2 d S T P . .
Bi2 Bi 0.13939(6) 0.7500 0.13423(3) 0.0518(2) Uani 1 2 d S T P . .
Bi3 Bi 0.57102(6) 1.2500 0.19817(3) 0.0550(2) Uani 1 2 d S T P . .
C1 C 0.3180(18) 0.2500 0.5676(5) 0.213(4) Uani 1 2 d DS TU P . .
H1D H 0.2686 0.3408 0.5691 0.255 Uiso 1 1 d R U . . .
C2 C 0.406(2) 0.322(2) 0.6027(3) 0.210(3) Uani 0.5 1 d D U P . .
H2D H 0.3869 0.4311 0.6050 0.252 Uiso 0.5 1 d R U P . .
H2E H 0.4843 0.3139 0.5933 0.252 Uiso 0.5 1 d R U P . .
C3 C 0.4123(16) 0.2500 0.6485(5) 0.208(3) Uani 1 2 d DS TU P . .
H3A H 0.3707 0.1589 0.6571 0.249 Uiso 1 1 d R U . . .
C4 C 0.5236(16) 0.2500 0.6810(6) 0.205(3) Uani 1 2 d DS TU P . .
H4A H 0.5708 0.3092 0.6617 0.246 Uiso 0.5 1 d R U P . .
H4B H 0.5535 0.1449 0.6829 0.246 Uiso 0.5 1 d R U P . .
C5 C 0.0831(10) 0.2500 0.2629(3) 0.249(3) Uani 1 2 d DS TU P . .
H5D H 0.0543 0.1444 0.2621 0.299 Uiso 0.5 1 d R U P . .
H5E H 0.1542 0.2500 0.2882 0.299 Uiso 1 2 d R U P . .
C6 C 0.0263(19) 0.336(2) 0.2953(6) 0.249(3) Uani 0.5 1 d D U P . .
H6D H -0.0513 0.3397 0.2739 0.299 Uiso 0.5 1 d R U P . .
H6E H 0.0521 0.4411 0.3026 0.299 Uiso 0.5 1 d R U P . .
C7 C -0.0161(7) 0.2500 0.3312(3) 0.249(3) Uani 1 2 d DS TU P . .
H7A H 0.0520 0.2853 0.3550 0.299 Uiso 0.5 1 d R U P . .
H7B H -0.0010 0.1416 0.3260 0.299 Uiso 0.5 1 d R U P . .
C8 C -0.1002(10) 0.2500 0.3632(5) 0.250(3) Uani 1 2 d DS TU P . .
H8A H -0.0670 0.1921 0.3923 0.300 Uiso 0.5 1 d R U P . .
H8B H -0.1557 0.1792 0.3438 0.300 Uiso 0.5 1 d R U P . .
C9 C 0.7363(13) 0.7500 -0.0234(6) 0.264(6) Uani 1 2 d DS TU P . .
H9A H 0.6981 0.8407 -0.0398 0.317 Uiso 1 1 d R U . . .
C10 C 0.6925(8) 0.7500 0.0205(3) 0.263(5) Uani 1 2 d DS TU P . .
H10A H 0.6887 0.8568 0.0306 0.316 Uiso 0.5 1 d R U P . .
H10B H 0.7650 0.7061 0.0394 0.316 Uiso 0.5 1 d R U P . .
C11 C 0.5935(15) 0.676(3) 0.0346(6) 0.261(5) Uani 0.5 1 d D U P . .
H11A H 0.6182 0.5723 0.0456 0.313 Uiso 0.5 1 d R U P . .
H11B H 0.5304 0.6660 0.0062 0.313 Uiso 0.5 1 d R U P . .
C12 C 0.5506(9) 0.7500 0.0739(3) 0.257(7) Uani 1 2 d DS TU P . .
H12A H 0.4722 0.7057 0.0750 0.309 Uiso 0.5 1 d R U P . .
H12B H 0.5373 0.8569 0.0640 0.309 Uiso 0.5 1 d R U P . .
I1 I 0.64204(16) 0.2500 0.45928(7) 0.0960(6) Uani 1 2 d S T P . .
I2 I 1.0000 0.5000 0.5000 0.1090(6) Uani 1 2 d S . P . .
I3 I 1.05450(14) 0.2500 0.64043(5) 0.0745(5) Uani 1 2 d S T P . .
I4 I 0.71798(10) 0.50269(12) 0.59582(5) 0.0849(3) Uani 1 1 d . . . . .
I5 I 0.12370(17) 0.7500 0.24290(6) 0.0917(6) Uani 1 2 d S T P . .
I6 I -0.03798(10) 1.00400(13) 0.11306(5) 0.0917(4) Uani 1 1 d . . . . .
I7 I 0.18521(19) 0.7500 0.02583(6) 0.0980(6) Uani 1 2 d S T P . .
I9 I 0.63467(14) 1.2500 0.09647(6) 0.0785(5) Uani 1 2 d S T P . .
I10 I 0.73451(11) 0.98689(13) 0.22997(5) 0.0899(4) Uani 1 1 d . . . . .
I11 I 0.4877(2) 1.2500 0.30179(6) 0.1039(6) Uani 1 2 d S T P . .
N1 N 0.341(2) 0.2500 0.5199(3) 0.217(6) Uani 1 2 d DS TU P . .
H1A H 0.2796 0.2500 0.4940 0.325 Uiso 1 2 d R U P . .
H1B H 0.3872 0.3357 0.5188 0.325 Uiso 1 1 d R U . . .
N2 N 0.524(3) 0.311(4) 0.7277(6) 0.205(4) Uani 0.5 1 d D U P . .
H2A H 0.6034 0.3088 0.7414 0.307 Uiso 0.5 1 d R U P . .
H2B H 0.4977 0.4107 0.7261 0.307 Uiso 0.5 1 d R U P . .
H2C H 0.4813 0.2498 0.7463 0.307 Uiso 1 2 d R U P . .
N3 N 0.1538(18) 0.2500 0.2265(7) 0.251(6) Uani 1 2 d DS TU P . .
H3C H 0.1308 0.1877 0.2002 0.377 Uiso 0.5 1 d R U P . .
H3D H 0.1646 0.3477 0.2162 0.377 Uiso 0.5 1 d R U P . .
H3E H 0.2239 0.2145 0.2442 0.377 Uiso 0.5 1 d R U P . .
N4 N -0.1790(8) 0.3505(15) 0.3826(4) 0.252(4) Uani 0.5 1 d D U P . .
H4C H -0.1932 0.3728 0.4130 0.378 Uiso 0.5 1 d R U P . .
H4D H -0.1720 0.4397 0.3662 0.378 Uiso 0.5 1 d R U P . .
H4E H -0.2411 0.2940 0.3663 0.378 Uiso 0.5 1 d R U P . .
N5 N 0.8548(14) 0.7500 -0.0333(11) 0.263(11) Uani 1 2 d DS TU P . .
H5A H 0.8643 0.7500 -0.0650 0.395 Uiso 1 2 d R U P . .
H5B H 0.8900 0.8357 -0.0181 0.395 Uiso 1 1 d R U . . .
N6 N 0.641(2) 0.7500 0.1155(7) 0.241(12) Uani 1 2 d DS TU P . .
H6A H 0.5995 0.8036 0.1352 0.362 Uiso 0.5 1 d R U P . .
H6B H 0.6518 0.6512 0.1264 0.362 Uiso 0.5 1 d R U P . .
H6C H 0.7138 0.7952 0.1160 0.362 Uiso 0.5 1 d R U P . .
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'
N N 0.0061 0.0033 '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'
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
I8 I8' Bi2 92.0(4) . . ?
I8 I8' Bi3 76.0(4) . . ?
Bi2 I8' Bi3 166.02(10) . . ?
I8' I8 Bi3 94.5(4) . . ?
I8' I8 Bi2 78.4(4) . . ?
Bi3 I8 Bi2 169.91(10) . . ?
I4 Bi1 I4 94.98(6) 4_565 . ?
I4 Bi1 I3 93.51(4) 4_565 . ?
I4 Bi1 I3 93.51(4) . . ?
I4 Bi1 I1 89.22(4) 4_565 . ?
I4 Bi1 I1 89.22(4) . . ?
I3 Bi1 I1 175.96(5) . . ?
I4 Bi1 I2 173.15(3) 4_565 . ?
I4 Bi1 I2 91.53(4) . . ?
I3 Bi1 I2 88.24(4) . . ?
I1 Bi1 I2 88.71(4) . . ?
I4 Bi1 I2 91.53(4) 4_565 2_746 ?
I4 Bi1 I2 173.15(3) . 2_746 ?
I3 Bi1 I2 88.24(4) . 2_746 ?
I1 Bi1 I2 88.71(4) . 2_746 ?
I2 Bi1 I2 81.90(4) . 2_746 ?
I6 Bi2 I6 95.87(6) . 4_575 ?
I6 Bi2 I5 92.36(4) . . ?
I6 Bi2 I5 92.36(4) 4_575 . ?
I6 Bi2 I7 91.68(4) . . ?
I6 Bi2 I7 91.69(4) 4_575 . ?
I5 Bi2 I7 173.96(6) . . ?
I6 Bi2 I8' 169.32(6) . 4_575 ?
I6 Bi2 I8' 94.43(6) 4_575 4_575 ?
I5 Bi2 I8' 90.02(6) . 4_575 ?
I7 Bi2 I8' 85.19(6) . 4_575 ?
I6 Bi2 I8' 94.43(6) . . ?
I6 Bi2 I8' 169.32(6) 4_575 . ?
I5 Bi2 I8' 90.02(6) . . ?
I7 Bi2 I8' 85.19(6) . . ?
I8' Bi2 I8' 75.15(10) 4_575 . ?
I6 Bi2 I8 177.92(6) . 4_575 ?
I6 Bi2 I8 85.75(6) 4_575 4_575 ?
I5 Bi2 I8 86.26(6) . 4_575 ?
I7 Bi2 I8 89.57(6) . 4_575 ?
I8' Bi2 I8 9.62(7) 4_575 4_575 ?
I8' Bi2 I8 84.02(7) . 4_575 ?
I6 Bi2 I8 85.75(6) . . ?
I6 Bi2 I8 177.92(6) 4_575 . ?
I5 Bi2 I8 86.26(6) . . ?
I7 Bi2 I8 89.57(6) . . ?
I8' Bi2 I8 84.02(7) 4_575 . ?
I8' Bi2 I8 9.62(7) . . ?
I8 Bi2 I8 92.61(10) 4_575 . ?
I10 Bi3 I10 100.33(6) 4_585 . ?
I10 Bi3 I9 92.32(4) 4_585 . ?
I10 Bi3 I9 92.32(4) . . ?
I10 Bi3 I11 89.88(4) 4_585 . ?
I10 Bi3 I11 89.87(4) . . ?
I9 Bi3 I11 176.57(5) . . ?
I10 Bi3 I8 166.14(6) 4_585 . ?
I10 Bi3 I8 93.08(6) . . ?
I9 Bi3 I8 90.59(6) . . ?
I11 Bi3 I8 86.66(7) . . ?
I10 Bi3 I8 93.08(6) 4_585 4_585 ?
I10 Bi3 I8 166.14(6) . 4_585 ?
I9 Bi3 I8 90.59(6) . 4_585 ?
I11 Bi3 I8 86.66(7) . 4_585 ?
I8 Bi3 I8 73.34(10) . 4_585 ?
I10 Bi3 I8' 84.90(6) 4_585 4_585 ?
I10 Bi3 I8' 174.57(6) . 4_585 ?
I9 Bi3 I8' 85.99(6) . 4_585 ?
I11 Bi3 I8' 91.58(6) . 4_585 ?
I8 Bi3 I8' 81.79(7) . 4_585 ?
I8 Bi3 I8' 9.56(7) 4_585 4_585 ?
I10 Bi3 I8' 174.57(6) 4_585 . ?
I10 Bi3 I8' 84.90(6) . . ?
I9 Bi3 I8' 85.99(6) . . ?
I11 Bi3 I8' 91.58(6) . . ?
I8 Bi3 I8' 9.56(7) . . ?
I8 Bi3 I8' 81.79(7) 4_585 . ?
I8' Bi3 I8' 89.83(10) 4_585 . ?
N1 C1 C2 115.5(14) . 4_565 ?
N1 C1 C2 115.5(14) . . ?
C2 C1 C2 52.8(18) 4_565 . ?
N1 C1 H1D 104.3 . . ?
C2 C1 H1D 132.1 4_565 . ?
C2 C1 H1D 87.1 . . ?
C2 C2 C3 63.6(8) 4_565 . ?
C2 C2 C1 63.6(9) 4_565 . ?
C3 C2 C1 110.2(15) . . ?
C2 C2 H2D 166.0 4_565 . ?
C3 C2 H2D 110.4 . . ?
C1 C2 H2D 109.9 . . ?
C2 C2 H2E 85.6 4_565 . ?
C3 C2 H2E 107.9 . . ?
C1 C2 H2E 110.0 . . ?
H2D C2 H2E 108.4 . . ?
C2 C3 C2 52.8(17) 4_565 . ?
C2 C3 C4 118.5(16) 4_565 . ?
C2 C3 C4 118.4(16) . . ?
C2 C3 H3A 84.9 4_565 . ?
C2 C3 H3A 129.4 . . ?
C4 C3 H3A 104.9 . . ?
N2 C4 N2 45(3) 4_565 . ?
N2 C4 C3 116.8(18) 4_565 . ?
N2 C4 C3 116.8(18) . . ?
N2 C4 H4A 143.4 4_565 . ?
N2 C4 H4A 113.7 . . ?
C3 C4 H4A 99.1 . . ?
N2 C4 H4B 69.5 4_565 . ?
N2 C4 H4B 111.1 . . ?
C3 C4 H4B 107.3 . . ?
H4A C4 H4B 107.8 . . ?
N3 C5 C6 148.1(8) . . ?
N3 C5 C6 148.1(8) . 4_565 ?
C6 C5 C6 63.6(15) . 4_565 ?
N3 C5 H5D 102.5 . . ?
C6 C5 H5D 108.8 . . ?
C6 C5 H5D 47.8 4_565 . ?
N3 C5 H5E 91.2 . . ?
C6 C5 H5E 87.0 . . ?
C6 C5 H5E 87.0 4_565 . ?
H5D C5 H5E 104.3 . . ?
C7 C6 C5 115.6(14) . . ?
C7 C6 C6 57.9(7) . 4_565 ?
C5 C6 C6 58.2(8) . 4_565 ?
C7 C6 H6D 94.1 . . ?
C5 C6 H6D 95.2 . . ?
C6 C6 H6D 92.1 4_565 . ?
C7 C6 H6E 118.7 . . ?
C5 C6 H6E 118.4 . . ?
C6 C6 H6E 160.5 4_565 . ?
H6D C6 H6E 107.5 . . ?
C6 C7 C6 64.2(15) 4_565 . ?
C6 C7 C8 143.7(9) 4_565 . ?
C6 C7 C8 143.7(9) . . ?
C6 C7 H7A 108.9 4_565 . ?
C6 C7 H7A 89.4 . . ?
C8 C7 H7A 96.4 . . ?
C6 C7 H7B 44.4 4_565 . ?
C6 C7 H7B 108.4 . . ?
C8 C7 H7B 104.5 . . ?
H7A C7 H7B 105.6 . . ?
C7 C8 N4 141.0(7) . . ?
C7 C8 N4 141.0(7) . 4_565 ?
N4 C8 N4 75.7(12) . 4_565 ?
C7 C8 H8A 108.8 . . ?
N4 C8 H8A 100.1 . . ?
N4 C8 H8A 62.6 4_565 . ?
C7 C8 H8B 95.2 . . ?
N4 C8 H8B 102.3 . . ?
N4 C8 H8B 55.7 4_565 . ?
H8A C8 H8B 104.7 . . ?
C10 C9 N5 131.6(18) . . ?
C10 C9 H9A 102.3 . . ?
N5 C9 H9A 105.5 . . ?
C9 C10 C11 131.9(10) . 4_575 ?
C9 C10 C11 131.9(10) . . ?
C11 C10 C11 54.6(18) 4_575 . ?
C9 C10 H10A 107.1 . . ?
C11 C10 H10A 53.4 4_575 . ?
C11 C10 H10A 106.1 . . ?
C9 C10 H10B 94.6 . . ?
C11 C10 H10B 131.6 4_575 . ?
C11 C10 H10B 107.8 . . ?
H10A C10 H10B 107.0 . . ?
C11 C11 C10 62.7(9) 4_575 . ?
C11 C11 C12 63.1(9) 4_575 . ?
C10 C11 C12 113.7(14) . . ?
C11 C11 H11A 157.3 4_575 . ?
C10 C11 H11A 108.2 . . ?
C12 C11 H11A 107.2 . . ?
C11 C11 H11B 94.9 4_575 . ?
C10 C11 H11B 108.4 . . ?
C12 C11 H11B 111.3 . . ?
H11A C11 H11B 107.8 . . ?
N6 C12 C11 109.7(13) . . ?
N6 C12 C11 109.7(13) . 4_575 ?
C11 C12 C11 53.8(18) . 4_575 ?
N6 C12 H12A 120.6 . . ?
C11 C12 H12A 106.3 . . ?
C11 C12 H12A 129.7 4_575 . ?
N6 C12 H12B 106.7 . . ?
C11 C12 H12B 105.7 . . ?
C11 C12 H12B 53.6 4_575 . ?
H12A C12 H12B 106.9 . . ?
Bi1 I2 Bi1 179.999(18) . 3_766 ?
C1 N1 H1A 120.3 . . ?
C1 N1 H1B 103.8 . . ?
H1A N1 H1B 109.5 . . ?
N2 N2 C4 67.7(15) 4_565 . ?
N2 N2 H2A 88.6 4_565 . ?
C4 N2 H2A 102.7 . . ?
N2 N2 H2B 161.2 4_565 . ?
C4 N2 H2B 111.4 . . ?
H2A N2 H2B 109.5 . . ?
N2 N2 H2C 55.2 4_565 . ?
C4 N2 H2C 112.2 . . ?
H2A N2 H2C 108.8 . . ?
H2B N2 H2C 111.7 . . ?
C5 N3 H3C 117.8 . . ?
C5 N3 H3D 110.8 . . ?
H3C N3 H3D 109.5 . . ?
C5 N3 H3E 99.3 . . ?
H3C N3 H3E 109.5 . . ?
H3D N3 H3E 109.5 . . ?
C8 N4 N4 52.1(6) . 4_565 ?
C8 N4 H4C 135.3 . . ?
N4 N4 H4C 102.3 4_565 . ?
C8 N4 H4D 102.3 . . ?
N4 N4 H4D 148.2 4_565 . ?
H4C N4 H4D 109.5 . . ?
C8 N4 H4E 87.7 . . ?
N4 N4 H4E 57.4 4_565 . ?
H4C N4 H4E 109.5 . . ?
H4D N4 H4E 109.5 . . ?
C9 N5 H5A 117.8 . . ?
C9 N5 H5B 105.2 . . ?
H5A N5 H5B 109.5 . . ?
C12 N6 H6A 96.9 . . ?
C12 N6 H6B 108.1 . . ?
H6A N6 H6B 109.5 . . ?
C12 N6 H6C 122.4 . . ?
H6A N6 H6C 109.5 . . ?
H6B N6 H6C 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
I8' I8 0.549(4) . ?
I8' Bi2 3.216(3) . ?
I8' Bi3 3.295(3) . ?
I8 Bi3 3.206(3) . ?
I8 Bi2 3.282(3) . ?
Bi1 I4 2.9395(14) 4_565 ?
Bi1 I4 2.9395(14) . ?
Bi1 I3 3.0007(19) . ?
Bi1 I1 3.170(2) . ?
Bi1 I2 3.2710(11) . ?
Bi1 I2 3.2710(11) 2_746 ?
Bi2 I6 2.9337(15) . ?
Bi2 I6 2.9337(15) 4_575 ?
Bi2 I5 3.030(2) . ?
Bi2 I7 3.118(2) . ?
Bi2 I8' 3.216(3) 4_575 ?
Bi2 I8 3.282(3) 4_575 ?
Bi3 I10 2.9381(15) 4_585 ?
Bi3 I10 2.9381(15) . ?
Bi3 I9 3.010(2) . ?
Bi3 I11 3.155(2) . ?
Bi3 I8 3.206(3) 4_585 ?
Bi3 I8' 3.295(3) 4_585 ?
C1 N1 1.383(15) . ?
C1 C2 1.397(15) 4_565 ?
C1 C2 1.397(15) . ?
C1 H1D 0.9600 . ?
C2 C2 1.24(4) 4_565 ?
C2 C3 1.397(15) . ?
C2 H2D 0.9600 . ?
C2 H2E 0.9598 . ?
C3 C2 1.397(15) 4_565 ?
C3 C4 1.399(16) . ?
C3 H3A 0.9599 . ?
C4 N2 1.388(16) 4_565 ?
C4 N2 1.388(16) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C5 N3 1.381(16) . ?
C5 C6 1.393(16) . ?
C5 C6 1.393(16) 4_565 ?
C5 H5D 0.9600 . ?
C5 H5E 0.9600 . ?
C6 C7 1.382(15) . ?
C6 C6 1.47(4) 4_565 ?
C6 H6D 0.9601 . ?
C6 H6E 0.9600 . ?
C7 C6 1.382(15) 4_565 ?
C7 C8 1.398(11) . ?
C7 H7A 0.9601 . ?
C7 H7B 0.9600 . ?
C8 N4 1.404(8) . ?
C8 N4 1.404(8) 4_565 ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C9 C10 1.383(14) . ?
C9 N5 1.399(16) . ?
C9 H9A 0.9599 . ?
C10 C11 1.392(16) 4_575 ?
C10 C11 1.392(16) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C11 C11 1.28(4) 4_575 ?
C11 C12 1.411(16) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C12 N6 1.388(16) . ?
C12 C11 1.411(16) 4_575 ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
I2 Bi1 3.2711(11) 3_766 ?
N1 H1A 0.8998 . ?
N1 H1B 0.9000 . ?
N2 N2 1.05(7) 4_565 ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
N2 H2C 0.9248 . ?
N3 H3C 0.8999 . ?
N3 H3D 0.9000 . ?
N3 H3E 0.8999 . ?
N4 N4 1.72(3) 4_565 ?
N4 H4C 0.9001 . ?
N4 H4D 0.9000 . ?
N4 H4E 0.9000 . ?
N5 H5A 0.9002 . ?
N5 H5B 0.9000 . ?
N6 H6A 0.9001 . ?
N6 H6B 0.9000 . ?
N6 H6C 0.9000 . ?
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
Bi2 I8' I8 Bi3 172.80(7) . . . . ?
Bi3 I8' I8 Bi2 -172.80(7) . . . . ?
N1 C1 C2 C2 -103.7(11) . . . 4_565 ?
N1 C1 C2 C3 -148.3(14) . . . . ?
C2 C1 C2 C3 -44.6(19) 4_565 . . . ?
C1 C2 C3 C2 45(2) . . . 4_565 ?
C2 C2 C3 C4 105.6(13) 4_565 . . . ?
C1 C2 C3 C4 150.2(13) . . . . ?
C2 C3 C4 N2 -124(2) 4_565 . . 4_565 ?
C2 C3 C4 N2 175(2) . . . 4_565 ?
C2 C3 C4 N2 -175(2) 4_565 . . . ?
C2 C3 C4 N2 124(2) . . . . ?
N3 C5 C6 C7 -168(2) . . . . ?
C6 C5 C6 C7 8(2) 4_565 . . . ?
N3 C5 C6 C6 -176(3) . . . 4_565 ?
C5 C6 C7 C6 -8(2) . . . 4_565 ?
C5 C6 C7 C8 -156.5(13) . . . . ?
C6 C6 C7 C8 -149(2) 4_565 . . . ?
C6 C7 C8 N4 -141.2(18) 4_565 . . . ?
C6 C7 C8 N4 -14(3) . . . . ?
C6 C7 C8 N4 14(3) 4_565 . . 4_565 ?
C6 C7 C8 N4 141.2(18) . . . 4_565 ?
N5 C9 C10 C11 142.0(14) . . . 4_575 ?
N5 C9 C10 C11 -142.0(14) . . . . ?
C9 C10 C11 C11 -117.6(14) . . . 4_575 ?
C9 C10 C11 C12 -156.0(10) . . . . ?
C11 C10 C11 C12 -38.5(17) 4_575 . . . ?
C11 C11 C12 N6 -100.4(8) 4_575 . . . ?
C10 C11 C12 N6 -62.1(18) . . . . ?
C10 C11 C12 C11 38.3(17) . . . 4_575 ?
C3 C4 N2 N2 101.9(13) . . . 4_565 ?
C7 C8 N4 N4 164(2) . . . 4_565 ?
