Facile synthesis and antifungal evaluation of hypervalent organoantimony(iii) and organobismuth(iii) thioates with tridentate C,N,C-coordinating ligands
Wang, Zixiu; Huang, Yan; Deng, Dandan; Li, Shan; Yu, Yimei; Ye, Yifei; Chen, Yi; Lei, Jian; Organic & Biomolecular Chemistry 22 (2024) 7164–7172; doi:10.1039/D4OB00702F

data_7160043
_publ_section_title
;
 Facile synthesis and antifungal evaluation of hypervalent
 organoantimony(iii) and organobismuth(iii) thioates with tridentate
 C,N,C-coordinating ligands
;
_journal_issue                   35
_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_page_first              7164
_journal_page_last               7172
_journal_paper_doi               10.1039/D4OB00702F
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C26 H21 Bi Cl N S'
_chemical_formula_sum            'C26 H21 Bi Cl N S'
_chemical_formula_weight         623.93
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-11-21
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2024-03-03 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.2140(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.80600(10)
_cell_length_b                   13.52470(10)
_cell_length_c                   21.4223(2)
_cell_measurement_reflns_used    9877
_cell_measurement_temperature    293.00(10)
_cell_measurement_theta_max      73.8490
_cell_measurement_theta_min      4.1740
_cell_volume                     2248.35(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.970
_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    -82.00 -32.00   0.50    0.50    --    0.00 -19.00-150.00  100
  2  \w    -32.00  28.00   0.50    0.50    --    0.00 -82.00-120.00  120
  3  \w    -33.00  -8.00   0.50    0.50    --    0.00 -82.00 -60.00   50
  4  \w    -32.00  30.00   0.50    0.50    --    0.00 -82.00  60.00  124
  5  \w      7.00 108.00   0.50    0.50    --   95.80 -30.00-180.00  202
  6  \w    124.00 167.00   0.50    0.50    --   95.80  77.00-150.00   86
  7  \w    128.00 154.00   0.50    0.50    --   95.80  61.00 120.00   52
  8  \w     10.00  98.00   0.50    0.50    --   95.80 -45.00 -30.00  176
  9  \w      8.00  70.00   0.50    0.50    --   95.80 -45.00-180.00  124
 10  \w     76.00 111.00   0.50    0.50    --   95.80 -45.00-180.00   70
 11  \w     72.00 109.00   0.50    0.50    --   95.80  61.00 120.00   74
 12  \w     12.00 105.00   0.50    0.50    --   95.80 -30.00 -30.00  186
 13  \w     72.00 156.00   0.50    0.50    --   95.80  15.00-180.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0258601000
_diffrn_orient_matrix_UB_12      -0.0757143000
_diffrn_orient_matrix_UB_13      0.0518865000
_diffrn_orient_matrix_UB_21      0.1826903000
_diffrn_orient_matrix_UB_22      -0.0406236000
_diffrn_orient_matrix_UB_23      -0.0042724000
_diffrn_orient_matrix_UB_31      0.0731768000
_diffrn_orient_matrix_UB_32      0.0748060000
_diffrn_orient_matrix_UB_33      0.0502222000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12325
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.256
_diffrn_reflns_theta_min         3.872
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    17.441
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54288
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.843
_exptl_crystal_description       prism
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.647
_refine_diff_density_min         -1.628
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4451
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0269
_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^)+(0.0374P)^2^+2.6160P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0683
_refine_ls_wR_factor_ref         0.0691
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4273
_reflns_number_total             4451
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob00702f2.cif
_cod_data_source_block           hy-2
_cod_depositor_comments
'Adding full bibliography for 7160041--7160043.cif.'
_cod_database_code               7160043
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O N Bi S Cl'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22), C23(H23), C25(H25),
  C26(H26)
;
_shelx_res_checksum              67182
_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 1.482
_oxdiff_exptl_absorpt_empirical_full_min 0.822