#------------------------------------------------------------------------------
#$Date: 2022-09-05 05:17:28 +0300 (Mon, 05 Sep 2022) $
#$Revision: 277617 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/06/7130644.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_7130644
loop_
_publ_author_name
'Ramler, Jacqueline'
'Stoy, Andreas'
'Preitschopf, Tobias'
'Kettner, Janosch'
'Fischer, Ingo'
'Roling, Bernhard'
'Fantuzzi, Felipe'
'Lichtenberg, Crispin'
_publ_section_title
;
 Dihalo bismuth cations: unusual coordination properties and inverse
 solvent effects in Lewis acidity.
;
_journal_issue                   70
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9826
_journal_page_last               9829
_journal_paper_doi               10.1039/d2cc04017d
_journal_volume                  58
_journal_year                    2022
_chemical_formula_sum            'C10 H10 Bi Br3 N2'
_chemical_formula_weight         606.91
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-I 2y'
_space_group_name_H-M_alt        'I 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-07-15 deposited with the CCDC.	2022-08-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.262(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.5209(13)
_cell_length_b                   16.657(2)
_cell_length_c                   13.686(2)
_cell_measurement_reflns_used    9972
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.45
_cell_volume                     1711.7(4)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker 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  0.0390
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            17238
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.003
_diffrn_reflns_theta_min         2.446
_diffrn_source                   'sealed tube micro focus'
_exptl_absorpt_coefficient_mu    17.283
_exptl_absorpt_correction_T_max  0.5633
_exptl_absorpt_correction_T_min  0.2463
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.355
_exptl_crystal_description       needle
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.395
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.076
_refine_diff_density_max         0.568
_refine_diff_density_min         -0.841
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     75
_refine_ls_number_reflns         1743
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0137
_refine_ls_R_factor_gt           0.0135
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0190P)²+6.0260P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0378
_refine_ls_wR_factor_ref         0.0379
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1720
_reflns_number_total             1743
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc04017d2.cif
_cod_data_source_block           2-Br
_cod_original_cell_volume        1711.7(5)
_cod_original_sg_symbol_H-M      'I 2/m'
_cod_database_code               7130644
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, -y+1/2, z+1/2'
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
N1_1 N 0.3430(3) 0.63632(14) 0.65679(18) 0.0155(5) Uani 1 1 d . . . . .
C2_1 C 0.4239(4) 0.66023(19) 0.7419(2) 0.0188(6) Uani 1 1 d . . . . .
H2_1 H 0.546218 0.674586 0.743130 0.023 Uiso 1 1 calc R U . . .
C3_1 C 0.3365(4) 0.66478(19) 0.8275(2) 0.0205(6) Uani 1 1 d . . . . .
H3_1 H 0.397534 0.682149 0.886424 0.025 Uiso 1 1 calc R U . . .
C4_1 C 0.1582(4) 0.64364(19) 0.8264(2) 0.0205(6) Uani 1 1 d . . . . .
H4_1 H 0.094969 0.646274 0.884432 0.025 Uiso 1 1 calc R U . . .
C5_1 C 0.0741(4) 0.61861(19) 0.7391(2) 0.0209(6) Uani 1 1 d . . . . .
H5_1 H -0.047896 0.603441 0.736291 0.025 Uiso 1 1 calc R U . . .
C6_1 C 0.1705(4) 0.61604(19) 0.6560(2) 0.0182(6) Uani 1 1 d . . . . .
H6_1 H 0.112195 0.599257 0.596035 0.022 Uiso 1 1 calc R U . . .
Bi1_2 Bi 0.500000 0.63216(2) 0.500000 0.01087(6) Uani 1 2 d S T P . .
Br2_2 Br 0.73660(3) 0.74160(2) 0.57308(2) 0.01736(8) Uani 1 1 d . . . . .
Br3_2 Br 0.26090(5) 0.500000 0.41872(3) 0.01806(10) Uani 1 2 d S T 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'
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
_geom_angle_publ_flag
C6_1 N1_1 C2_1 118.2(3) . . ?
C6_1 N1_1 Bi1_2 119.24(19) . . ?
C2_1 N1_1 Bi1_2 122.55(19) . . ?
N1_1 C2_1 C3_1 122.6(3) . . ?
C2_1 C3_1 C4_1 119.0(3) . . ?
C5_1 C4_1 C3_1 118.8(3) . . ?
C4_1 C5_1 C6_1 118.9(3) . . ?
N1_1 C6_1 C5_1 122.5(3) . . ?
N1_1 Bi1_2 N1_1 176.84(11) . 2_656 ?
N1_1 Bi1_2 Br2_2 88.04(6) . 2_656 ?
N1_1 Bi1_2 Br2_2 89.82(6) 2_656 2_656 ?
N1_1 Bi1_2 Br2_2 89.82(6) . . ?
N1_1 Bi1_2 Br2_2 88.04(6) 2_656 . ?
Br2_2 Bi1_2 Br2_2 95.050(17) 2_656 . ?
N1_1 Bi1_2 Br3_2 90.26(6) . 5_666 ?
N1_1 Bi1_2 Br3_2 92.05(6) 2_656 5_666 ?
Br2_2 Bi1_2 Br3_2 175.225(9) 2_656 5_666 ?
Br2_2 Bi1_2 Br3_2 89.405(14) . 5_666 ?
N1_1 Bi1_2 Br3_2 92.05(6) . . ?
N1_1 Bi1_2 Br3_2 90.25(6) 2_656 . ?
Br2_2 Bi1_2 Br3_2 89.404(14) 2_656 . ?
Br2_2 Bi1_2 Br3_2 175.225(9) . . ?
Br3_2 Bi1_2 Br3_2 86.197(15) 5_666 . ?
Bi1_2 Br3_2 Bi1_2 93.802(15) 5_666 . ?
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
N1_1 C6_1 1.340(4) . ?
N1_1 C2_1 1.344(4) . ?
N1_1 Bi1_2 2.508(2) . ?
C2_1 C3_1 1.377(4) . ?
C3_1 C4_1 1.385(4) . ?
C4_1 C5_1 1.384(4) . ?
C5_1 C6_1 1.385(4) . ?
Bi1_2 Br2_2 2.6994(4) 2_656 ?
Bi1_2 Br2_2 2.6994(4) . ?
Bi1_2 Br3_2 3.0149(4) 5_666 ?
Bi1_2 Br3_2 3.0149(4) . ?
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
C6_1 N1_1 C2_1 C3_1 -0.2(5) . . . . ?
Bi1_2 N1_1 C2_1 C3_1 178.1(2) . . . . ?
N1_1 C2_1 C3_1 C4_1 0.3(5) . . . . ?
C2_1 C3_1 C4_1 C5_1 0.0(5) . . . . ?
C3_1 C4_1 C5_1 C6_1 -0.4(5) . . . . ?
C2_1 N1_1 C6_1 C5_1 -0.2(5) . . . . ?
Bi1_2 N1_1 C6_1 C5_1 -178.5(2) . . . . ?
C4_1 C5_1 C6_1 N1_1 0.5(5) . . . . ?
