#------------------------------------------------------------------------------
#$Date: 2025-08-22 23:12:46 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301866 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/17/7231709.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_7231709
loop_
_publ_author_name
'Adonin, Sergey A.'
'Gorokh, Igor D.'
'Novikov, Alexander S.'
'Samsonenko, Denis G.'
'Yushina, Irina V.'
'Sokolov, Maxim N.'
'Fedin, Vladimir P.'
_publ_section_title
;
 Halobismuthates with halopyridinium cations: appearance or non-appearance
 of unusual colouring
;
_journal_issue                   48
_journal_name_full               CrystEngComm
_journal_page_first              7766
_journal_paper_doi               10.1039/C8CE01749B
_journal_volume                  20
_journal_year                    2018
_chemical_formula_sum            'C20 H20 Bi2 Br4 Cl10 N4'
_chemical_formula_weight         1408.50
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2018-08-24 deposited with the CCDC.
2018-10-26 downloaded from the CCDC.
;
_cell_angle_alpha                99.470(3)
_cell_angle_beta                 97.092(4)
_cell_angle_gamma                108.757(4)
_cell_formula_units_Z            1
_cell_length_a                   8.8204(4)
_cell_length_b                   10.4344(4)
_cell_length_c                   10.4924(4)
_cell_measurement_reflns_used    2671
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      28.81
_cell_measurement_theta_min      3.77
_cell_volume                     885.70(7)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.829
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.829
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7177
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         28.951
_diffrn_reflns_theta_min         3.320
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    15.208
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.641
_exptl_crystal_description       block
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.830
_refine_diff_density_min         -1.450
_refine_diff_density_rms         0.240
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         3893
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0363
_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] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0627
_refine_ls_wR_factor_ref         0.0680
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3444
_reflns_number_total             3893
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c8ce01749b2.cif
_cod_data_source_block           SA1777
_cod_depositor_comments
'Adding full bibliography for 7231701--7231709.cif.'
_cod_database_code               7231709
_shelx_shelxl_version_number     2017/1
_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   0.059
_shelx_estimated_absorpt_t_max   0.225
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
Bi1 Bi 0.42261(3) 0.62936(2) 0.64103(2) 0.01136(8) Uani 1 1 d . .
Cl1 Cl 0.45772(18) 0.79954(16) 0.46877(16) 0.0165(3) Uani 1 1 d . .
Cl2 Cl 0.13546(18) 0.62783(17) 0.65958(17) 0.0188(4) Uani 1 1 d . .
Cl3 Cl 0.40345(18) 0.46404(16) 0.81436(16) 0.0163(3) Uani 1 1 d . .
Cl4 Cl 0.56369(18) 0.84667(16) 0.83450(17) 0.0190(4) Uani 1 1 d . .
Cl5 Cl 0.71820(17) 0.59453(16) 0.58745(17) 0.0169(4) Uani 1 1 d . .
N1 N 0.1428(6) 0.8652(5) 0.4165(5) 0.0159(12) Uani 1 1 d . .
H1 H 0.224078 0.843911 0.453377 0.019 Uiso 1 1 calc R U
C11 C -0.0074(8) 0.8011(7) 0.4370(7) 0.0194(16) Uani 1 1 d . .
H11 H -0.025186 0.733434 0.489272 0.023 Uiso 1 1 calc R U
C12 C -0.1353(7) 0.8341(6) 0.3817(6) 0.0138(14) Uani 1 1 d . .
H12 H -0.242645 0.790498 0.395395 0.017 Uiso 1 1 calc R U
C13 C -0.1037(7) 0.9327(6) 0.3056(7) 0.0151(14) Uani 1 1 d . .
C14 C 0.0504(7) 0.9953(7) 0.2852(6) 0.0174(15) Uani 1 1 d . .
H14 H 0.071322 1.062173 0.232124 0.021 Uiso 1 1 calc R U
C15 C 0.1742(8) 0.9592(7) 0.3432(7) 0.0186(15) Uani 1 1 d . .
H15 H 0.282511 1.001640 0.330873 0.022 Uiso 1 1 calc R U
Br1 Br -0.27721(8) 0.98116(7) 0.23086(7) 0.02194(17) Uani 1 1 d . .
N2 N 0.7106(6) 0.3779(5) 0.8528(5) 0.0150(12) Uani 1 1 d . .
H2 H 0.634312 0.407573 0.820840 0.018 Uiso 1 1 calc R U
C21 C 0.8535(8) 0.4131(6) 0.8103(7) 0.0177(15) Uani 1 1 d . .
H21 H 0.868777 0.465353 0.743845 0.021 Uiso 1 1 calc R U
C22 C 0.9748(8) 0.3738(6) 0.8624(7) 0.0162(15) Uani 1 1 d . .
H22 H 1.077635 0.401612 0.836099 0.019 Uiso 1 1 calc R U
C23 C 0.9474(7) 0.2928(6) 0.9542(7) 0.0152(14) Uani 1 1 d . .
C24 C 0.7978(8) 0.2544(7) 0.9952(7) 0.0183(15) Uani 1 1 d . .
H24 H 0.777585 0.198460 1.058401 0.022 Uiso 1 1 calc R U
C25 C 0.6811(8) 0.3002(7) 0.9411(7) 0.0183(15) Uani 1 1 d . .
H25 H 0.577926 0.276085 0.967042 0.022 Uiso 1 1 calc R U
Br2 Br 1.11628(8) 0.23948(7) 1.03063(7) 0.02103(16) Uani 1 1 d . .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
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_3
_geom_angle_publ_flag
Cl1 Bi1 Cl5 85.88(5) 2_666 yes
Cl1 Bi1 Cl5 87.15(4) . yes
Cl2 Bi1 Cl1 92.90(5) . yes
Cl2 Bi1 Cl3 89.70(5) . yes
Cl2 Bi1 Cl4 93.44(5) . yes
Cl2 Bi1 Cl5 88.79(5) 2_666 yes
Cl2 Bi1 Cl5 171.09(5) . yes
Cl3 Bi1 Cl1 177.25(4) . yes
Cl3 Bi1 Cl5 90.43(4) . yes
Cl3 Bi1 Cl5 95.10(5) 2_666 yes
Cl4 Bi1 Cl1 89.29(5) . yes
Cl4 Bi1 Cl3 89.64(5) . yes
Cl4 Bi1 Cl5 95.47(5) . yes
Cl4 Bi1 Cl5 174.78(5) 2_666 yes
Cl5 Bi1 Cl5 82.33(5) 2_666 yes
Bi1 Cl5 Bi1 97.67(5) 2_666 yes
C11 N1 H1 118.6 . ?
C15 N1 H1 118.6 . ?
C15 N1 C11 122.8(6) . ?
N1 C11 H11 120.3 . ?
N1 C11 C12 119.5(6) . ?
C12 C11 H11 120.3 . ?
C11 C12 H12 120.9 . ?
C11 C12 C13 118.2(6) . ?
C13 C12 H12 120.9 . ?
C12 C13 Br1 118.9(5) . ?
C14 C13 C12 121.1(6) . ?
C14 C13 Br1 120.1(5) . ?
C13 C14 H14 120.8 . ?
C13 C14 C15 118.4(6) . ?
C15 C14 H14 120.8 . ?
N1 C15 C14 120.0(6) . ?
N1 C15 H15 120.0 . ?
C14 C15 H15 120.0 . ?
C21 N2 H2 118.8 . ?
C25 N2 H2 118.8 . ?
C25 N2 C21 122.3(5) . ?
N2 C21 H21 120.1 . ?
N2 C21 C22 119.8(6) . ?
C22 C21 H21 120.1 . ?
C21 C22 H22 120.5 . ?
C21 C22 C23 119.1(6) . ?
C23 C22 H22 120.5 . ?
C22 C23 C24 120.6(6) . ?
C22 C23 Br2 119.8(5) . ?
C24 C23 Br2 119.6(5) . ?
C23 C24 H24 121.2 . ?
C25 C24 C23 117.6(6) . ?
C25 C24 H24 121.2 . ?
N2 C25 C24 120.6(6) . ?
N2 C25 H25 119.7 . ?
C24 C25 H25 119.7 . ?
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 2.7123(16) . yes
Bi1 Cl2 2.5592(14) . yes
Bi1 Cl3 2.6893(16) . yes
Bi1 Cl4 2.6187(17) . yes
Bi1 Cl5 2.8548(14) . yes
Bi1 Cl5 2.8815(17) 2_666 yes
N1 H1 0.8800 . ?
N1 C11 1.340(8) . ?
N1 C15 1.326(8) . ?
C11 H11 0.9500 . ?
C11 C12 1.371(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.383(9) . ?
C13 C14 1.367(8) . ?
C13 Br1 1.883(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.371(9) . ?
C15 H15 0.9500 . ?
N2 H2 0.8800 . ?
N2 C21 1.348(8) . ?
N2 C25 1.323(8) . ?
C21 H21 0.9500 . ?
C21 C22 1.351(8) . ?
C22 H22 0.9500 . ?
C22 C23 1.376(9) . ?
C23 C24 1.394(9) . ?
C23 Br2 1.886(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.368(9) . ?
C25 H25 0.9500 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139205138
