Heteroleptic six-coordinate bismuth(iii) complexes with 2-acetylthiophene thiosemicarbazones: synthesis, characterization, and biological properties
Ozturk, Ibrahim I.; Turk, Kadriye; Grześkiewicz, Anita M.; Kubicki, Maciej; Banti, Christina N.; Hadjikakou, Sotiris K.; New Journal of Chemistry 47 (2023) 12779–12789; doi:10.1039/D3NJ01411H

data_7062580
_publ_section_title
;
 Heteroleptic six-coordinate bismuth(iii) complexes with 2-acetylthiophene
 thiosemicarbazones: synthesis, characterization, and biological
 properties
;
_journal_issue                   27
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              12779
_journal_page_last               12789
_journal_paper_doi               10.1039/D3NJ01411H
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C16 H22 Bi Br3 N6 S4'
_chemical_formula_sum            'C16 H22 Bi Br3 N6 S4'
_chemical_formula_weight         875.34
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2023-04-18
_audit_creation_method
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_audit_update_record
;
2023-04-20 deposited with the CCDC.	2023-06-05 downloaded from the CCDC.
;
_cell_angle_alpha                96.255(2)
_cell_angle_beta                 107.865(2)
_cell_angle_gamma                103.806(2)
_cell_formula_units_Z            2
_cell_length_a                   10.5852(3)
_cell_length_b                   11.5076(3)
_cell_length_c                   11.7328(3)
_cell_measurement_reflns_used    16751
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      28.3390
_cell_measurement_theta_min      2.7800
_cell_volume                     1295.06(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1544
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -11.00  85.00   1.00   12.31    --   16.41  72.00  52.00   96
  2  \w    -53.00  44.00   1.00   12.31    --   16.41 -72.00 -77.00   97
  3  \w     -9.00  89.00   1.00   12.31    --   16.41  37.00 -30.00   98
  4  \w    -39.00  52.00   1.00   12.31    --  -17.27  57.00-180.00   91
  5  \w    -39.00  13.00   1.00   12.31    --  -17.27 -77.00  60.00   52
  6  \w    -86.00   4.00   1.00   12.31    --  -17.27 -57.00 150.00   90
  7  \w    -20.00  58.00   1.00   12.31    --   16.41 -99.00  30.00   78
  8  \w    -20.00  58.00   1.00   12.31    --   16.41 -99.00-180.00   78
  9  \w    -14.00  39.00   1.00   12.31    --   16.41  77.00 -90.00   53
 10  \w     39.00  92.00   1.00   12.31    --   16.41 178.00-180.00   53
 11  \w    -20.00  58.00   1.00   12.31    --   16.41 -99.00 -90.00   78
 12  \w     39.00  92.00   1.00   12.31    --   16.41 178.00 150.00   53
 13  \w    -90.00  -3.00   1.00   12.31    --  -17.27 -37.00 120.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0165921000
_diffrn_orient_matrix_UB_12      -0.0510573000
_diffrn_orient_matrix_UB_13      -0.0246528000
_diffrn_orient_matrix_UB_21      -0.0270031000
_diffrn_orient_matrix_UB_22      0.0115308000
_diffrn_orient_matrix_UB_23      -0.0595407000
_diffrn_orient_matrix_UB_31      0.0663245000
_diffrn_orient_matrix_UB_32      0.0380995000
_diffrn_orient_matrix_UB_33      0.0066793000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.894
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            26149
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.894
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.588
_diffrn_reflns_theta_min         2.357
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    11.775
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21306
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.245
_exptl_crystal_description       plate
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.876
_refine_diff_density_min         -0.792
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         5927
_refine_ls_number_restraints     74
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0218
_refine_ls_R_factor_gt           0.0182
_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/[\s^2^(Fo^2^)+(0.0194P)^2^+0.7240P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0404
_refine_ls_wR_factor_ref         0.0419
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5512
_reflns_number_total             5927
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3nj01411h2.cif
_cod_data_source_block           ibo_92_lt_2
_cod_database_code               7062580
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.719
_shelx_estimated_absorpt_t_min   0.386
_reflns_odcompleteness_completeness 52.53
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.63
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S1A-C5
 1.72 with sigma of 0.001
 S1-C5
 1.72 with sigma of 0.001
 S21-C25
 1.72 with sigma of 0.001
 S21A-C25
 1.72 with sigma of 0.001
 C24-C25
 1.36 with sigma of 0.001
 C4-C5
 1.36 with sigma of 0.001
 C4A-C5
 1.36 with sigma of 0.001
 S1A-C2A
 1.7 with sigma of 0.002
 S21-C22 \\sim S21A-C22A
 with sigma of 0.02
 S21-C26 \\sim S21A-C26
 with sigma of 0.04
 S1-C2 \\sim S1A-C2A
 with sigma of 0.02
 C4-C2 \\sim C4A-C2A
 with sigma of 0.04
 C4-C3 \\sim C4A-C3A
 with sigma of 0.02
 C4-C6 \\sim C4A-C6
 with sigma of 0.04
 C2-C3 \\sim C2A-C3A
 with sigma of 0.02
 S1-C4 \\sim S1A-C4A
 with sigma of 0.04
 S1-C6 \\sim S1A-C6
 with sigma of 0.04
 S1-C3 \\sim S1A-C3A
 with sigma of 0.04
3. Restrained planarity
 C25, S21A, C22A, C23, C24
 with sigma of 0.1
 S21, C25, C24, C23, C22
 with sigma of 0.1
4. Rigid bond restraints
 C4, C5, S1, C2, C3
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 H23a, C3A, S1A, S21A, C22A, C2A, H22A, C4A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
S1 \\sim C3 \\sim C22 \\sim S21 \\sim C2 \\sim H23 \\sim H22 \\sim C4 \\sim C5:
within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
C4A \\sim S1A \\sim C2A \\sim C3A: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 1.7A
6. Others
 Fixed Sof: S1(0.5) S21(0.5) H23(0.5) H23a(0.5) C4(0.5) H4(0.5) C2(0.5)
 H2(0.5) C22(0.5) H22(0.5) C3(0.5) H3(0.5) S21A(0.5) C22A(0.5) H22A(0.5)
 C4A(0.5) H4A(0.5) S1A(0.5) C2A(0.5) H2A(0.5) C3A(0.5) H3A(0.5)
7.a Aromatic/amide H refined with riding coordinates:
 N10(H10), N30(H30), N28(H28), N8(H8), C23(H23), C23(H23a), C24(H24), C4(H4),
 C2(H2), C22(H22), C3(H3), C22A(H22A), C4A(H4A), C2A(H2A), C3A(H3A)
7.b Idealised Me refined as rotating group:
 C11(H11a,H11b,H11c), C31(H31a,H31b,H31c), C26'(H26a,H26b,H26c), C6'(H6'a,H6'b,
 H6'c)
;
_shelx_res_checksum              82860
_shelx_hkl_checksum              70589
_olex2_date_sample_data_collection 2022-10-11
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.378
_oxdiff_exptl_absorpt_empirical_full_min 0.660