Stereoselective thiosulfonylation of alkynes using sodium thiosulfate as a sulfur transfer agent to access <i>bis</i>-(<i>Z</i>)-vinyl sulfones.
Tiwari, Shashikant; Kumar, Nitin; Rawat, Diwan S.; Chemical communications (Cambridge, England) 62 (2026) 6751–6754; doi:10.1039/d5cc07298k

data_7135451
_publ_section_title
;
 Stereoselective thiosulfonylation of alkynes using sodium thiosulfate as
 a sulfur transfer agent to access <i>bis</i>-(<i>Z</i>)-vinyl sulfones.
;
_journal_issue                   25
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6751
_journal_page_last               6754
_journal_paper_doi               10.1039/d5cc07298k
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C38 H42 O4 S3'
_chemical_formula_sum            'C38 H42 O4 S3'
_chemical_formula_weight         658.89
_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
_audit_creation_date             2025-10-15
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2025-10-15 deposited with the CCDC.	2026-02-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.895(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.9287(4)
_cell_length_b                   24.5829(13)
_cell_length_c                   20.8338(11)
_cell_measurement_reflns_used    8085
_cell_measurement_temperature    297.78(17)
_cell_measurement_theta_max      28.9860
_cell_measurement_theta_min      1.9330
_cell_volume                     3540.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.78(17)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -60.00   4.00   0.50    4.00    --    6.31 -38.00  60.00  128
  2  \w    -20.00   7.00   0.50    4.00    --   -5.22 -99.00  60.00   54
  3  \w    -23.00  13.00   0.50    4.00    --   -5.22 -99.00 -90.00   72
  4  \w     -8.00  70.00   0.50    4.00    --   -5.22  19.00-150.00  156
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0340712000
_diffrn_orient_matrix_UB_12      -0.0037960000
_diffrn_orient_matrix_UB_13      -0.0310204000
_diffrn_orient_matrix_UB_21      0.0187737000
_diffrn_orient_matrix_UB_22      0.0282880000
_diffrn_orient_matrix_UB_23      -0.0022319000
_diffrn_orient_matrix_UB_31      0.0949679000
_diffrn_orient_matrix_UB_32      -0.0041970000
_diffrn_orient_matrix_UB_33      0.0140118000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_unetI/netI     0.0778
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18696
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.711
_diffrn_reflns_theta_max         24.711
_diffrn_reflns_theta_min         1.925
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.247
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30597
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.106a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_description       block
_exptl_crystal_F_000             1400
_refine_diff_density_max         0.647
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         6014
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.1024
_refine_ls_R_factor_gt           0.0816
_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^)+(0.0733P)^2^+7.0305P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2118
_refine_ls_wR_factor_ref         0.2223
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4427
_reflns_number_total             6014
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc07298k2.cif
_cod_data_source_block           ukt-tbu_auto
_cod_depositor_comments
'Adding full bibliography for 7135450--7135451.cif.'
_cod_database_code               7135451
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         'C H O S'
_chemical_oxdiff_usercomment     12-03-2025
_reflns_odcompleteness_completeness 99.49
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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), C5(H5), C6(H6), C23(H23), C14(H14), C3(H3), C27(H27), C26(H26),
 C10(H10), C24(H24), C37(H37), C36(H36), C44(H44), C40(H40), C33(H33), C34(H34),
  C43(H43), C41(H41)
2.b Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,
 H31C), C45(H45A,H45B,H45C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,
 H21B,H21C)
;
_shelx_res_checksum              36074
_shelx_hkl_checksum              69946
_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 3.835
_oxdiff_exptl_absorpt_empirical_full_min 0.493