#------------------------------------------------------------------------------
#$Date: 2025-08-21 16:09:30 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301850 $
#$URL: svn://www.crystallography.net/cod/cif/7/04/61/7046105.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_7046105
loop_
_publ_author_name
'Sorg, Jens R.'
'Wehner, Tobias'
'Matthes, Philipp R.'
'Sure, Rebecca'
'Grimme, Stefan'
'Heine, Johanna'
'Müller-Buschbaum, Klaus'
_publ_section_title
;
 Bismuth as a versatile cation for luminescence in coordination polymers
 from BiX₃/4,4'-bipy: understanding of photophysics by quantum
 chemical calculations and structural parallels to lanthanides.
;
_journal_issue                   23
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7669
_journal_page_last               7681
_journal_paper_doi               10.1039/c8dt00642c
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C10 H8 Bi Cl4 N2, C10 H11 N2'
_chemical_formula_sum            'C20 H19 Bi Cl4 N4'
_chemical_formula_weight         666.17
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-10-11
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2018-03-28 deposited with the CCDC.
2018-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 121.421(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.062(3)
_cell_length_b                   12.287(2)
_cell_length_c                   8.1125(15)
_cell_measurement_reflns_used    6224
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.35
_cell_measurement_theta_min      2.47
_cell_volume                     1111.1(4)
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_collection       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8185
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.346
_diffrn_reflns_theta_min         2.467
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    8.430
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5223
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0787 before and 0.0547 after correction.
The Ratio of minimum to maximum transmission is 0.7004.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.991
_exptl_crystal_description       block
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.301
_exptl_crystal_size_mid          0.214
_exptl_crystal_size_min          0.205
_refine_diff_density_max         1.786
_refine_diff_density_min         -1.708
_refine_diff_density_rms         0.151
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1446
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.173
_refine_ls_R_factor_all          0.0225
_refine_ls_R_factor_gt           0.0223
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0264P)²+2.4370P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0552
_refine_ls_wR_factor_ref         0.0554
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1439
_reflns_number_total             1446
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt00642c2.cif
_cod_data_source_block           compound4
_cod_depositor_comments
'Adding full bibliography for 7046099--7046109.cif.'
_cod_database_code               7046105
_shelxl_version_number           2014/6
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Others
 Fixed Sof: H2(0.25)
3.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C11(H11), N2(H2), C4(H4), C6(H6), C14(H14)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
Bi1 Bi 0.5000 0.0000 0.5000 0.02452(9) Uani 1 4 d S T P
Cl2 Cl 0.31712(9) 0.0000 0.56130(14) 0.0250(2) Uani 1 2 d S T P
Cl3 Cl 0.33157(10) 0.0000 0.12326(14) 0.0309(2) Uani 1 2 d S T P
N4 N 0.5000 0.2095(4) 0.5000 0.0321(9) Uani 1 2 d S T P
C5 C 0.5000 0.4391(4) 0.5000 0.0290(9) Uani 1 2 d S T P
C8 C 0.4116(3) 0.3783(4) 0.3450(5) 0.0421(10) Uani 1 1 d . . .
H8 H 0.3481 0.4145 0.2360 0.051 Uiso 1 1 calc R . .
C11 C 0.4161(3) 0.2668(4) 0.3496(5) 0.0415(9) Uani 1 1 d . . .
H11 H 0.3564 0.2281 0.2400 0.050 Uiso 1 1 calc R . .
N2 N 0.0000 0.1059(3) 0.0000 0.0257(7) Uani 1 2 d S T P
H2 H 0.0000 0.0343 0.0000 0.031 Uiso 0.5 2 calc RS T P
C4 C 0.0932(3) 0.1598(3) 0.1422(5) 0.0327(7) Uani 1 1 d . . .
H4 H 0.1587 0.1202 0.2420 0.039 Uiso 1 1 calc R . .
C6 C 0.0954(4) 0.2717(3) 0.1461(8) 0.0491(11) Uani 1 1 d . . .
H6 H 0.1618 0.3095 0.2480 0.059 Uiso 1 1 calc R . .
C14 C 0.0000 0.3284(4) 0.0000 0.057(2) Uani 1 2 d S T P
H14 H 0.0000 0.4058 0.0000 0.068 Uiso 1 2 calc RS 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'
Bi Bi -4.1077 10.2566 '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'
N N 0.0061 0.0033 '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
Cl2 Bi1 Cl2 180.0 5_656 .
Cl3 Bi1 Cl2 86.01(4) . .
Cl3 Bi1 Cl2 86.01(4) 5_656 5_656
Cl3 Bi1 Cl2 93.99(4) 5_656 .
Cl3 Bi1 Cl2 93.99(4) . 5_656
Cl3 Bi1 Cl3 180.0 5_656 .
N4 Bi1 Cl2 90.0 . 5_656
N4 Bi1 Cl2 90.0 5_656 .
N4 Bi1 Cl2 90.0 5_656 5_656
N4 Bi1 Cl2 90.0 . .
N4 Bi1 Cl3 90.0 . .
N4 Bi1 Cl3 90.0 . 5_656
N4 Bi1 Cl3 90.0 5_656 5_656
N4 Bi1 Cl3 90.0 5_656 .
N4 Bi1 N4 180.0 5_656 .
C11 N4 Bi1 121.7(2) . .
C11 N4 Bi1 121.7(2) 2_656 .
C11 N4 C11 116.6(5) 2_656 .
C8 C5 C5 122.3(2) 2_656 5_666
C8 C5 C5 122.3(2) . 5_666
C8 C5 C8 115.5(5) . 2_656
C5 C8 H8 119.8 . .
C11 C8 C5 120.3(3) . .
C11 C8 H8 119.8 . .
N4 C11 C8 123.6(3) . .
N4 C11 H11 118.2 . .
C8 C11 H11 118.2 . .
C4 N2 H2 119.7 2 .
C4 N2 H2 119.7 . .
C4 N2 C4 120.6(4) 2 .
N2 C4 H4 119.5 . .
N2 C4 C6 120.9(3) . .
C6 C4 H4 119.5 . .
C4 C6 H6 120.5 . .
C4 C6 C14 119.1(4) . .
C14 C6 H6 120.5 . .
C6 C14 C6 119.3(5) . 2
C6 C14 H14 120.3 . .
C6 C14 H14 120.3 2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Bi1 Cl2 2.6818(12) 5_656
Bi1 Cl2 2.6818(12) .
Bi1 Cl3 2.6778(11) 5_656
Bi1 Cl3 2.6778(11) .
Bi1 N4 2.575(5) .
Bi1 N4 2.575(5) 5_656
N4 C11 1.338(4) .
N4 C11 1.338(4) 2_656
C5 C5 1.497(11) 5_666
C5 C8 1.400(5) .
C5 C8 1.400(5) 2_656
C8 H8 0.9500 .
C8 C11 1.371(6) .
C11 H11 0.9500 .
N2 H2 0.8800 .
N2 C4 1.336(4) 2
N2 C4 1.336(4) .
C4 H4 0.9500 .
C4 C6 1.376(5) .
C6 H6 0.9500 .
C6 C14 1.380(5) .
C14 C6 1.380(5) 2
C14 H14 0.9500 .
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_4
Bi1 N4 C11 C8 178.8(3) . .
C5 C5 C8 C11 178.9(3) 5_666 .
C5 C8 C11 N4 2.3(6) . .
C8 C5 C8 C11 -1.1(3) 2_656 .
C11 N4 C11 C8 -1.2(3) 2_656 .
N2 C4 C6 C14 -0.3(6) . .
C4 N2 C4 C6 0.2(3) 2 .
C4 C6 C14 C6 0.2(3) . 2
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139172605
