#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:15:18 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229047 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/17/7231703.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_7231703
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            'C10 H10 Bi Br7 N2'
_chemical_formula_weight         926.55
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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                100.260(3)
_cell_angle_beta                 97.127(3)
_cell_angle_gamma                108.312(3)
_cell_formula_units_Z            2
_cell_length_a                   9.1733(3)
_cell_length_b                   10.5445(3)
_cell_length_c                   10.7330(4)
_cell_measurement_reflns_used    3404
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      28.66
_cell_measurement_theta_min      3.97
_cell_volume                     951.67(6)
_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 0.997
_diffrn_measured_fraction_theta_max 0.813
_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  0.0250
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.813
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7197
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.813
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         29.136
_diffrn_reflns_theta_min         3.370
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    23.950
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25029
_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    3.233
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.659
_refine_diff_density_min         -1.605
_refine_diff_density_rms         0.220
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         4174
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0301
_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)+(0.0150P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0525
_refine_ls_wR_factor_ref         0.0560
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3614
_reflns_number_total             4174
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c8ce01749b2.cif
_cod_data_source_block           IG325
_cod_depositor_comments
'Adding full bibliography for 7231701--7231709.cif.'
_cod_database_code               7231703
_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   0.114
_shelx_estimated_absorpt_t_max   0.328
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 0.42145(2) 0.63128(2) 0.64353(2) 0.01162(7) Uani 1 1 d . .
Br11 Br 0.56762(6) 0.86079(5) 0.84531(6) 0.01877(14) Uani 1 1 d . .
Br12 Br 0.45798(6) 0.80393(5) 0.46393(6) 0.01588(14) Uani 1 1 d . .
Br13 Br 0.12852(6) 0.62911(6) 0.66296(7) 0.01782(15) Uani 1 1 d . .
Br14 Br 0.40234(6) 0.46039(5) 0.82133(6) 0.01643(14) Uani 1 1 d . .
Br15 Br 0.72247(6) 0.60254(5) 0.59270(6) 0.01494(14) Uani 1 1 d . .
N1 N 0.1386(5) 0.8703(5) 0.4142(5) 0.0194(12) Uani 1 1 d . .
H1 H 0.217400 0.850075 0.450270 0.023 Uiso 1 1 calc R U
C11 C -0.0066(6) 0.8065(5) 0.4338(6) 0.0171(14) Uani 1 1 d . .
H11 H -0.022682 0.740255 0.484852 0.021 Uiso 1 1 calc R U
C12 C -0.1305(6) 0.8377(5) 0.3799(6) 0.0128(13) Uani 1 1 d . .
H12 H -0.232692 0.794543 0.394167 0.015 Uiso 1 1 calc R U
C13 C -0.1044(6) 0.9332(5) 0.3040(6) 0.0153(13) Uani 1 1 d . .
C14 C 0.0458(6) 0.9967(6) 0.2854(7) 0.0206(15) Uani 1 1 d . .
H14 H 0.064484 1.062589 0.233948 0.025 Uiso 1 1 calc R U
C15 C 0.1664(7) 0.9635(6) 0.3415(7) 0.0214(15) Uani 1 1 d . .
H15 H 0.269745 1.006288 0.329282 0.026 Uiso 1 1 calc R U
Br1 Br -0.27193(7) 0.97765(6) 0.23014(7) 0.02333(16) Uani 1 1 d . .
N2 N 0.7151(5) 0.3722(4) 0.8549(5) 0.0176(12) Uani 1 1 d . .
H2 H 0.640758 0.400220 0.823089 0.021 Uiso 1 1 calc R U
C21 C 0.6856(6) 0.2934(6) 0.9395(7) 0.0216(15) Uani 1 1 d . .
H21 H 0.586409 0.269095 0.964233 0.026 Uiso 1 1 calc R U
C22 C 0.7984(6) 0.2475(5) 0.9908(6) 0.0191(14) Uani 1 1 d . .
H22 H 0.778295 0.189215 1.049364 0.023 Uiso 1 1 calc R U
C23 C 0.9425(6) 0.2885(5) 0.9546(6) 0.0158(13) Uani 1 1 d . .
C24 C 0.9707(6) 0.3699(5) 0.8654(6) 0.0145(13) Uani 1 1 d . .
H24 H 1.069216 0.396431 0.839622 0.017 Uiso 1 1 calc R U
C25 C 0.8528(6) 0.4109(5) 0.8158(6) 0.0174(14) Uani 1 1 d . .
H25 H 0.868103 0.466069 0.754281 0.021 Uiso 1 1 calc R U
Br2 Br 1.10679(7) 0.23631(6) 1.02833(7) 0.02299(15) 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'
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
Br11 Bi1 Br12 89.871(18) . yes
Br11 Bi1 Br14 89.769(19) . yes
Br11 Bi1 Br15 93.351(17) . yes
Br11 Bi1 Br15 174.583(17) 2_666 yes
Br12 Bi1 Br15 85.112(18) 2_666 yes
Br12 Bi1 Br15 85.728(16) . yes
Br13 Bi1 Br11 94.165(19) . yes
Br13 Bi1 Br12 93.930(17) . yes
Br13 Bi1 Br14 89.231(17) . yes
Br13 Bi1 Br15 88.226(18) 2_666 yes
Br13 Bi1 Br15 172.48(2) . yes
Br14 Bi1 Br12 176.837(16) . yes
Br14 Bi1 Br15 91.156(16) . yes
Br14 Bi1 Br15 95.129(17) 2_666 yes
Br15 Bi1 Br15 84.255(17) 2_666 yes
Bi1 Br15 Bi1 95.746(17) 2_666 yes
C11 N1 H1 119.0 . ?
C15 N1 H1 119.0 . ?
C15 N1 C11 122.1(5) . ?
N1 C11 H11 120.1 . ?
N1 C11 C12 119.9(5) . ?
C12 C11 H11 120.1 . ?
C11 C12 H12 120.5 . ?
C11 C12 C13 119.0(5) . ?
C13 C12 H12 120.5 . ?
C12 C13 C14 119.9(5) . ?
C12 C13 Br1 119.6(4) . ?
C14 C13 Br1 120.5(4) . ?
C13 C14 H14 120.3 . ?
C15 C14 C13 119.4(5) . ?
C15 C14 H14 120.3 . ?
N1 C15 C14 119.8(5) . ?
N1 C15 H15 120.1 . ?
C14 C15 H15 120.1 . ?
C21 N2 H2 118.4 . ?
C21 N2 C25 123.2(5) . ?
C25 N2 H2 118.4 . ?
N2 C21 H21 120.0 . ?
N2 C21 C22 120.0(5) . ?
C22 C21 H21 120.0 . ?
C21 C22 H22 121.0 . ?
C21 C22 C23 118.0(5) . ?
C23 C22 H22 121.0 . ?
C22 C23 C24 121.1(5) . ?
C22 C23 Br2 120.2(4) . ?
C24 C23 Br2 118.7(4) . ?
C23 C24 H24 120.9 . ?
C25 C24 C23 118.3(5) . ?
C25 C24 H24 120.9 . ?
N2 C25 C24 119.3(5) . ?
N2 C25 H25 120.3 . ?
C24 C25 H25 120.3 . ?
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 Br11 2.7782(7) . yes
Bi1 Br12 2.8583(6) . yes
Bi1 Br13 2.7142(5) . yes
Bi1 Br14 2.8336(6) . yes
Bi1 Br15 2.9757(5) . yes
Bi1 Br15 3.0245(7) 2_666 yes
N1 H1 0.8800 . ?
N1 C11 1.352(7) . ?
N1 C15 1.344(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.368(7) . ?
C12 H12 0.9500 . ?
C12 C13 1.387(7) . ?
C13 C14 1.387(7) . ?
C13 Br1 1.869(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.365(8) . ?
C15 H15 0.9500 . ?
N2 H2 0.8800 . ?
N2 C21 1.332(7) . ?
N2 C25 1.344(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.370(8) . ?
C22 H22 0.9500 . ?
C22 C23 1.382(7) . ?
C23 C24 1.392(8) . ?
C23 Br2 1.892(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.368(7) . ?
C25 H25 0.9500 . ?
