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#$Date: 2021-07-15 10:49:38 +0300 (Thu, 15 Jul 2021) $
#$Revision: 267548 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/41/1564155.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_1564155
loop_
_publ_author_name
'Pandey, Souvik'
'Pradeep, Prajisha'
'Venugopal M, Anjali'
'Aswanth, A.A.'
'Andrews, Alex P.'
'Venugopal, Ajay'
_publ_section_title
;
 Incorporation of nitrate ions into halobismuthates
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119754
_journal_paper_doi               10.1016/j.ica.2020.119754
_journal_volume                  511
_journal_year                    2020
_chemical_formula_moiety         'Bi2 Br10, 4(C6 H9 N2)'
_chemical_formula_sum            'C24 H36 Bi2 Br10 N8'
_chemical_formula_weight         1653.67
_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
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                102.6910(10)
_cell_angle_beta                 105.5270(10)
_cell_angle_gamma                103.9970(10)
_cell_formula_units_Z            1
_cell_length_a                   9.1931(3)
_cell_length_b                   11.2082(4)
_cell_length_c                   11.2833(4)
_cell_measurement_reflns_used    7523
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.44
_cell_measurement_theta_min      2.43
_cell_volume                     1035.39(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker KAPPA APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            16254
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         3.113
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    18.163
_exptl_absorpt_correction_T_max  0.171
_exptl_absorpt_correction_T_min  0.093
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.652
_exptl_crystal_density_meas      2.651
_exptl_crystal_density_method    NONE
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.628
_refine_diff_density_min         -0.623
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       0.00578(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         4060
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0197
_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)+(0.0160P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0383
_refine_ls_wR_factor_ref         0.0399
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3499
_reflns_number_total             4060
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ICA-2020-511-119754.cif
_cod_data_source_block           2
_cod_database_code               1564155
_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   0.093
_shelx_estimated_absorpt_t_max   0.171
_shelxl_version_number           2014-3
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3278(4) 0.3595(3) 0.3570(3) 0.0397(9) Uani 1 1 d . . . . .
H1 H 0.2510 0.3835 0.3041 0.048 Uiso 1 1 calc R U . . .
C2 C 0.2977(4) 0.3098(4) 0.4525(3) 0.0377(9) Uani 1 1 d . . . . .
C3 C 0.4131(5) 0.2751(4) 0.5307(4) 0.0473(10) Uani 1 1 d . . . . .
H3 H 0.3929 0.2412 0.5950 0.057 Uiso 1 1 calc R U . . .
C4 C 0.5584(5) 0.2907(4) 0.5130(4) 0.0545(11) Uani 1 1 d . . . . .
H4 H 0.6360 0.2675 0.5660 0.065 Uiso 1 1 calc R U . . .
C5 C 0.5899(5) 0.3401(4) 0.4185(4) 0.0490(11) Uani 1 1 d . . . . .
H5 H 0.6882 0.3511 0.4068 0.059 Uiso 1 1 calc R U . . .
C6 C 0.4726(5) 0.3727(4) 0.3414(3) 0.0423(9) Uani 1 1 d . . . . .
C7 C 0.7092(5) 0.1322(4) 0.1512(3) 0.0402(9) Uani 1 1 d . . . . .
H7 H 0.7674 0.1815 0.1128 0.048 Uiso 1 1 calc R U . . .
C8 C 0.5513(5) 0.1218(4) 0.1319(3) 0.0448(10) Uani 1 1 d . . . . .
C9 C 0.4663(5) 0.0482(4) 0.1880(4) 0.0536(11) Uani 1 1 d . . . . .
H9 H 0.3593 0.0400 0.1729 0.064 Uiso 1 1 calc R U . . .
C10 C 0.5390(6) -0.0136(4) 0.2665(4) 0.0582(12) Uani 1 1 d . . . . .
H10 H 0.4811 -0.0627 0.3052 0.070 Uiso 1 1 calc R U . . .
C11 C 0.6966(5) -0.0034(4) 0.2883(4) 0.0487(10) Uani 1 1 d . . . . .
H11 H 0.7467 -0.0440 0.3424 0.058 Uiso 1 1 calc R U . . .
C12 C 0.7780(4) 0.0677(4) 0.2286(3) 0.0389(9) Uani 1 1 d . . . . .
N1 N 0.1451(4) 0.2899(3) 0.4651(3) 0.0606(10) Uani 1 1 d . . . . .
H1A H 0.1109 0.3554 0.4528 0.091 Uiso 1 1 calc R U . . .
H1B H 0.1513 0.2850 0.5439 0.091 Uiso 1 1 calc R U . . .
H1C H 0.0773 0.2166 0.4066 0.091 Uiso 0.5 1 calc R U P . .
N2 N 0.5011(5) 0.4172(3) 0.2339(3) 0.0640(11) Uani 1 1 d . . . . .
H2A H 0.5019 0.3515 0.1735 0.096 Uiso 0.5 1 calc R U P . .
H2B H 0.5946 0.4795 0.2628 0.096 Uiso 1 1 calc R U . . .
H2C H 0.4240 0.4476 0.2004 0.096 Uiso 1 1 calc R U . . .
N3 N 0.4820(5) 0.1951(4) 0.0583(3) 0.0615(10) Uani 1 1 d . . . . .
H3A H 0.3772 0.1562 0.0226 0.092 Uiso 1 1 calc R U . . .
H3B H 0.5241 0.2009 -0.0035 0.092 Uiso 1 1 calc R U . . .
H3C H 0.5015 0.2739 0.1098 0.092 Uiso 0.5 1 calc R U P . .
N4 N 0.9470(4) 0.0797(3) 0.2506(3) 0.0519(9) Uani 1 1 d . . . . .
H4A H 1.0076 0.1444 0.3220 0.078 Uiso 0.5 1 calc R U P . .
H4B H 0.9725 0.0955 0.1835 0.078 Uiso 1 1 calc R U . . .
H4C H 0.9631 0.0065 0.2596 0.078 Uiso 1 1 calc R U . . .
Br1 Br 0.67185(4) -0.33322(4) 0.15737(4) 0.04743(11) Uani 1 1 d . . . . .
Br2 Br 0.94686(5) -0.51247(4) 0.30289(4) 0.05341(12) Uani 1 1 d . . . . .
Br3 Br 0.75927(4) -0.58796(4) -0.09277(4) 0.04829(11) Uani 1 1 d . . . . .
Br4 Br 1.11600(5) -0.13879(4) 0.35379(4) 0.05907(13) Uani 1 1 d . . . . .
Br5 Br 0.93566(5) -0.18140(4) -0.01332(4) 0.05309(12) Uani 1 1 d . . . . .
Bi1 Bi 0.95346(2) -0.35497(2) 0.14101(2) 0.03091(6) 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_1
_geom_angle_site_symmetry_3
C6 C1 C2 118.7(4) . .
C6 C1 H1 120.6 . .
C2 C1 H1 120.6 . .
C1 C2 C3 120.0(4) . .
C1 C2 N1 119.0(3) . .
C3 C2 N1 120.9(4) . .
C2 C3 C4 119.7(4) . .
C2 C3 H3 120.1 . .
C4 C3 H3 120.1 . .
C5 C4 C3 120.9(4) . .
C5 C4 H4 119.6 . .
C3 C4 H4 119.6 . .
C6 C5 C4 118.2(4) . .
C6 C5 H5 120.9 . .
C4 C5 H5 120.9 . .
C1 C6 C5 122.5(4) . .
C1 C6 N2 118.9(4) . .
C5 C6 N2 118.6(4) . .
C12 C7 C8 118.2(4) . .
C12 C7 H7 120.9 . .
C8 C7 H7 120.9 . .
C9 C8 C7 120.5(4) . .
C9 C8 N3 121.0(4) . .
C7 C8 N3 118.4(4) . .
C8 C9 C10 120.0(4) . .
C8 C9 H9 120.0 . .
C10 C9 H9 120.0 . .
C11 C10 C9 120.5(4) . .
C11 C10 H10 119.8 . .
C9 C10 H10 119.8 . .
C12 C11 C10 118.5(4) . .
C12 C11 H11 120.8 . .
C10 C11 H11 120.8 . .
C11 C12 C7 122.3(4) . .
C11 C12 N4 119.3(4) . .
C7 C12 N4 118.4(4) . .
C2 N1 H1A 109.5 . .
C2 N1 H1B 109.5 . .
H1A N1 H1B 109.5 . .
C2 N1 H1C 109.5 . .
H1A N1 H1C 109.5 . .
H1B N1 H1C 109.5 . .
C6 N2 H2A 109.5 . .
C6 N2 H2B 109.5 . .
H2A N2 H2B 109.5 . .
C6 N2 H2C 109.5 . .
H2A N2 H2C 109.5 . .
H2B N2 H2C 109.5 . .
C8 N3 H3A 109.5 . .
C8 N3 H3B 109.5 . .
H3A N3 H3B 109.5 . .
C8 N3 H3C 109.5 . .
H3A N3 H3C 109.5 . .
H3B N3 H3C 109.5 . .
C12 N4 H4A 109.5 . .
C12 N4 H4B 109.5 . .
H4A N4 H4B 109.5 . .
C12 N4 H4C 109.5 . .
H4A N4 H4C 109.5 . .
H4B N4 H4C 109.5 . .
Bi1 Br3 Bi1 94.426(11) 2_745 .
Br1 Bi1 Br4 90.324(15) . .
Br1 Bi1 Br2 88.456(13) . .
Br4 Bi1 Br2 90.310(14) . .
Br1 Bi1 Br5 85.454(12) . .
Br4 Bi1 Br5 87.243(14) . .
Br2 Bi1 Br5 173.422(13) . .
Br1 Bi1 Br3 172.233(12) . 2_745
Br4 Bi1 Br3 97.433(13) . 2_745
Br2 Bi1 Br3 91.093(13) . 2_745
Br5 Bi1 Br3 95.276(13) . 2_745
Br1 Bi1 Br3 86.674(12) . .
Br4 Bi1 Br3 176.918(12) . .
Br2 Bi1 Br3 90.307(13) . .
Br5 Bi1 Br3 91.818(13) . .
Br3 Bi1 Br3 85.574(11) 2_745 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.366(5) .
C1 C2 1.376(5) .
C1 H1 0.9300 .
C2 C3 1.380(5) .
C2 N1 1.417(5) .
C3 C4 1.378(6) .
C3 H3 0.9300 .
C4 C5 1.369(6) .
C4 H4 0.9300 .
C5 C6 1.372(6) .
C5 H5 0.9300 .
C6 N2 1.470(5) .
C7 C12 1.374(5) .
C7 C8 1.380(5) .
C7 H7 0.9300 .
C8 C9 1.369(6) .
C8 N3 1.429(5) .
C9 C10 1.374(6) .
C9 H9 0.9300 .
C10 C11 1.375(6) .
C10 H10 0.9300 .
C11 C12 1.366(5) .
C11 H11 0.9300 .
C12 N4 1.474(4) .
N1 H1A 0.8900 .
N1 H1B 0.8900 .
N1 H1C 0.8900 .
N2 H2A 0.8900 .
N2 H2B 0.8900 .
N2 H2C 0.8900 .
N3 H3A 0.8900 .
N3 H3B 0.8900 .
N3 H3C 0.8900 .
N4 H4A 0.8900 .
N4 H4B 0.8900 .
N4 H4C 0.8900 .
Br1 Bi1 2.7087(4) .
Br2 Bi1 2.8072(4) .
Br3 Bi1 3.0189(4) 2_745
Br3 Bi1 3.0269(4) .
Br4 Bi1 2.7640(4) .
Br5 Bi1 2.8868(4) .
Bi1 Br3 3.0188(4) 2_745
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3 H3 Br1 0.93 3.02 3.760(4) 137.2 2_656
N1 H1A Br2 0.89 2.85 3.678(4) 154.8 1_465
N1 H1A Br2 0.89 3.18 3.624(3) 113.5 2_656
N1 H1C N4 0.89 1.92 2.790(4) 165.5 1_455
N2 H2A N3 0.89 1.87 2.755(5) 170.1 .
N2 H2B Br1 0.89 2.67 3.271(3) 125.3 1_565
N2 H2C Br3 0.89 2.79 3.666(4) 166.6 2_655
N3 H3A Br5 0.89 2.93 3.696(4) 144.7 2_655
N3 H3C N2 0.89 1.89 2.755(5) 164.8 .
N4 H4A N1 0.89 1.90 2.790(4) 174.9 1_655
N4 H4B Br5 0.89 2.57 3.453(3) 170.3 2_755
N4 H4C Br4 0.89 2.61 3.448(3) 156.7 .
C3 H3 Br1 0.93 3.02 3.760(4) 137.2 2_656
N1 H1A Br2 0.89 2.85 3.678(4) 154.8 1_465
N1 H1C N4 0.89 1.92 2.790(4) 165.5 1_455
N2 H2A N3 0.89 1.87 2.755(5) 170.1 .
N2 H2B Br1 0.89 2.67 3.271(3) 125.3 1_565
N2 H2B Br2 0.89 3.12 3.806(4) 135.1 1_565
N2 H2C Br3 0.89 2.79 3.666(4) 166.6 2_655
N3 H3A Br5 0.89 2.93 3.696(4) 144.7 2_655
N3 H3C N2 0.89 1.89 2.755(5) 164.8 .
N4 H4A N1 0.89 1.90 2.790(4) 174.9 1_655
N4 H4B Br5 0.89 2.57 3.453(3) 170.3 2_755
N4 H4C Br4 0.89 2.61 3.448(3) 156.7 .
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
C6 C1 C2 C3 0.3(5) . . . .
C6 C1 C2 N1 -176.9(3) . . . .
C1 C2 C3 C4 0.2(6) . . . .
N1 C2 C3 C4 177.4(4) . . . .
C2 C3 C4 C5 -0.2(6) . . . .
C3 C4 C5 C6 -0.4(6) . . . .
C2 C1 C6 C5 -0.9(6) . . . .
C2 C1 C6 N2 175.8(3) . . . .
C4 C5 C6 C1 0.9(6) . . . .
C4 C5 C6 N2 -175.8(3) . . . .
C12 C7 C8 C9 -0.5(5) . . . .
C12 C7 C8 N3 176.1(3) . . . .
C7 C8 C9 C10 1.5(6) . . . .
N3 C8 C9 C10 -175.0(4) . . . .
C8 C9 C10 C11 -0.7(6) . . . .
C9 C10 C11 C12 -1.0(6) . . . .
C10 C11 C12 C7 2.0(6) . . . .
C10 C11 C12 N4 -180.0(3) . . . .
C8 C7 C12 C11 -1.3(5) . . . .
C8 C7 C12 N4 -179.4(3) . . . .
