#------------------------------------------------------------------------------
#$Date: 2024-10-06 07:29:34 +0200 (Sun 06 de Oct de 2024) $
#$Revision: 295116 $
#$URL: svn://www.crystallography.net/cod/cif/7/13/35/7133587.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_7133587
loop_
_publ_author_name
'Kuziola, Jennifer'
'Nöthling, Nils'
'Leutzsch, Markus'
'Cornella, Josep'
_publ_section_title
;
 Synthesis and characterization of chlorotriarylbismuthonium salts.
;
_journal_issue                   76
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              10532
_journal_page_last               10535
_journal_paper_doi               10.1039/d4cc03364g
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C24 H27 Bi Cl2'
_chemical_formula_sum            'C24 H27 Bi Cl2'
_chemical_formula_weight         595.33
_chemical_name_systematic
;
tris(3,5-diemthylphenyl)bimuth dichloride
;
_chemical_properties_physical    none
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_block_code                15527
_audit_creation_date             2024-03-06
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-05-17 deposited with the CCDC.	2024-08-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.9412(6)
_cell_length_b                   10.4632(4)
_cell_length_c                   13.6006(5)
_cell_measurement_reflns_used    9992
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      34.59
_cell_measurement_theta_min      2.33
_cell_volume                     2268.53(15)
_computing_cell_refinement       'SAINT software (Bruker AXS, 2004)'
_computing_data_collection       'APEX3 (Bruker AXS, 2005-2017)'
_computing_data_reduction        'SAINT software (Bruker AXS, 2004)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact GbR, 1997-2014)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (G. M. Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (G. M. Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 66.67
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker-AXS Kappa Mach3 APEX-II'
_diffrn_measurement_method       'CCD φ- and ω-scans'
_diffrn_radiation_monochromator  'Incoatec Helios mirrors'
_diffrn_radiation_source         1\mS
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            85206
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.958
_diffrn_reflns_theta_min         2.328
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    8.014
_exptl_absorpt_correction_T_max  0.83538
_exptl_absorpt_correction_T_min  0.52512
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 2012)'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.743
_exptl_crystal_description       plate
_exptl_crystal_F_000             1152
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent:  dichloromethane, pentane'
_exptl_crystal_size_max          0.091
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.043
_refine_diff_density_max         0.830
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.111
_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     127
_refine_ls_number_reflns         4976
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0163
_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)+(0.0095P)²+2.0990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0291
_refine_ls_wR_factor_ref         0.0330
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3558
_reflns_number_total             4976
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc03364g2.cif
_cod_data_source_block           15527sadabs
_cod_depositor_comments
'Adding full bibliography for 7133586--7133592.cif.'
_cod_database_code               7133587
_shelx_shelxl_version_number     2019/3
_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.
;
_shelx_estimated_absorpt_t_max   0.724
_shelx_estimated_absorpt_t_min   0.529
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C6(H6), C10(H10), C13(H13)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C12(H12A,H12B,H12C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-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
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.500000 0.39687(2) 0.750000 0.00820(2) Uani 1 2 d S T P . .
Cl1 Cl 0.59029(2) 0.40251(4) 0.59175(3) 0.01396(7) Uani 1 1 d . . . . .
C1 C 0.40465(10) 0.28353(14) 0.67238(11) 0.0108(3) Uani 1 1 d . . . . .
C2 C 0.36507(10) 0.18659(16) 0.72428(12) 0.0135(3) Uani 1 1 d . . . . .
H2 H 0.379097 0.170490 0.791024 0.016 Uiso 1 1 calc R U . . .
C3 C 0.30453(11) 0.11343(16) 0.67688(13) 0.0161(3) Uani 1 1 d . . . . .
C4 C 0.28438(11) 0.14262(17) 0.57965(13) 0.0176(3) Uani 1 1 d . . . . .
H4 H 0.242114 0.094043 0.547591 0.021 Uiso 1 1 calc R U . . .
C5 C 0.32380(11) 0.24005(17) 0.52794(13) 0.0167(3) Uani 1 1 d . . . . .
C6 C 0.38611(10) 0.31117(16) 0.57540(12) 0.0140(3) Uani 1 1 d . . . . .
H6 H 0.415126 0.377207 0.541620 0.017 Uiso 1 1 calc R U . . .
C7 C 0.26264(13) 0.0040(2) 0.72902(14) 0.0268(4) Uani 1 1 d . . . . .
H7A H 0.290722 -0.011264 0.792038 0.040 Uiso 1 1 calc R U . . .
H7B H 0.266339 -0.073100 0.688281 0.040 Uiso 1 1 calc R U . . .
H7C H 0.203553 0.024866 0.740716 0.040 Uiso 1 1 calc R U . . .
C8 C 0.30123(13) 0.2696(2) 0.42306(14) 0.0289(5) Uani 1 1 d . . . . .
H8A H 0.296370 0.362329 0.414641 0.043 Uiso 1 1 calc R U . . .
H8B H 0.247559 0.229060 0.406853 0.043 Uiso 1 1 calc R U . . .
H8C H 0.345030 0.236682 0.379302 0.043 Uiso 1 1 calc R U . . .
C9 C 0.500000 0.60732(19) 0.750000 0.0127(3) Uani 1 2 d S T P . .
C10 C 0.52674(11) 0.66941(16) 0.83375(13) 0.0165(3) Uani 1 1 d . . . . .
H10 H 0.544114 0.622570 0.890016 0.020 Uiso 1 1 calc R U . . .
C11 C 0.52765(12) 0.80339(18) 0.83379(14) 0.0211(4) Uani 1 1 d . . . . .
C12 C 0.55641(16) 0.87452(19) 0.92383(16) 0.0339(5) Uani 1 1 d . . . . .
H12A H 0.555257 0.966618 0.910783 0.051 Uiso 1 1 calc R U . . .
H12B H 0.613733 0.848404 0.940398 0.051 Uiso 1 1 calc R U . . .
H12C H 0.518980 0.854873 0.978952 0.051 Uiso 1 1 calc R U . . .
C13 C 0.500000 0.8675(2) 0.750000 0.0237(5) Uani 1 2 d S T P . .
H13 H 0.500000 0.958254 0.749999 0.028 Uiso 1 2 calc R U 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'
Cl Cl 0.1484 0.1585 '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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 -1.00 0.00 0.0200
1.00 1.00 0.00 0.0250
0.00 0.00 -1.00 0.0450
0.00 0.00 1.00 0.0450
-1.00 1.00 0.00 0.0050
1.00 -1.00 0.00 0.0200
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
Cl1 Bi1 Cl1 177.391(18) 3_656 . ?
C1 Bi1 Cl1 89.86(4) . . ?
C1 Bi1 Cl1 89.86(4) 3_656 3_656 ?
C1 Bi1 Cl1 91.55(4) . 3_656 ?
C1 Bi1 Cl1 91.55(4) 3_656 . ?
C1 Bi1 C1 114.70(8) 3_656 . ?
C1 Bi1 C9 122.65(4) . . ?
C1 Bi1 C9 122.65(4) 3_656 . ?
C9 Bi1 Cl1 88.696(9) . . ?
C9 Bi1 Cl1 88.695(9) . 3_656 ?
C2 C1 Bi1 117.68(11) . . ?
C6 C1 Bi1 119.55(11) . . ?
C6 C1 C2 122.76(15) . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.84(15) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 C4 118.61(15) . . ?
C2 C3 C7 120.60(16) . . ?
C4 C3 C7 120.78(16) . . ?
C3 C4 H4 118.8 . . ?
C5 C4 C3 122.46(16) . . ?
C5 C4 H4 118.8 . . ?
C4 C5 C6 118.56(16) . . ?
C4 C5 C8 121.54(16) . . ?
C6 C5 C8 119.89(16) . . ?
C1 C6 C5 118.74(15) . . ?
C1 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 Bi1 118.11(10) 3_656 . ?
C10 C9 Bi1 118.11(10) . . ?
C10 C9 C10 123.8(2) 3_656 . ?
C9 C10 H10 120.8 . . ?
C9 C10 C11 118.34(17) . . ?
C11 C10 H10 120.8 . . ?
C10 C11 C12 119.88(18) . . ?
C13 C11 C10 118.52(18) . . ?
C13 C11 C12 121.60(17) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 C11 122.5(2) 3_656 . ?
C11 C13 H13 118.8 3_656 . ?
C11 C13 H13 118.8 . . ?
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 2.5898(4) . ?
Bi1 Cl1 2.5898(4) 3_656 ?
Bi1 C1 2.1980(15) . ?
Bi1 C1 2.1980(15) 3_656 ?
Bi1 C9 2.202(2) . ?
C1 C2 1.387(2) . ?
C1 C6 1.382(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.390(2) . ?
C3 C4 1.395(3) . ?
C3 C7 1.504(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(2) . ?
C5 C6 1.399(2) . ?
C5 C8 1.503(3) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.379(2) 3_656 ?
C9 C10 1.379(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.402(3) . ?
C11 C12 1.505(3) . ?
C11 C13 1.394(2) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Bi1 C1 C2 C3 -179.97(12) . . . . ?
Bi1 C1 C6 C5 -178.46(12) . . . . ?
Bi1 C9 C10 C11 179.38(12) . . . . ?
C1 C2 C3 C4 -1.7(2) . . . . ?
C1 C2 C3 C7 177.46(17) . . . . ?
C2 C1 C6 C5 1.2(2) . . . . ?
C2 C3 C4 C5 1.4(3) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C3 C4 C5 C8 179.83(18) . . . . ?
C4 C5 C6 C1 -1.4(3) . . . . ?
C6 C1 C2 C3 0.4(2) . . . . ?
C7 C3 C4 C5 -177.68(18) . . . . ?
C8 C5 C6 C1 178.89(17) . . . . ?
C9 C10 C11 C12 179.99(16) . . . . ?
C9 C10 C11 C13 1.2(2) . . . . ?
C10 C9 C10 C11 -0.62(12) 3_656 . . . ?
C10 C11 C13 C11 -0.62(12) . . . 3_656 ?
C12 C11 C13 C11 -179.4(2) . . . 3_656 ?
