Iodine-mediated photoinduced tuneable disulfonylation and sulfinylsulfonylation of alkynes with sodium arylsulfinates.
Reddy, Mandapati Bhargava; McGarrigle, Eoghan M.; Chemical communications (Cambridge, England) 59 (2023) 7767–7770; doi:10.1039/d3cc02011h

data_7131701
_publ_section_title
;
 Iodine-mediated photoinduced tuneable disulfonylation and
 sulfinylsulfonylation of alkynes with sodium arylsulfinates.
;
_journal_issue                   50
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              7767
_journal_page_last               7770
_journal_paper_doi               10.1039/d3cc02011h
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C25 H24 O6.03 S2'
_chemical_formula_sum            'C25 H24 O6.03 S2'
_chemical_formula_weight         485.04
_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_block_doi                 10.5517/ccdc.csd.cc2fcp9t
_audit_creation_date             2023-02-22
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-03-01 deposited with the CCDC.	2023-05-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.7760(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.48110(10)
_cell_length_b                   14.9608(2)
_cell_length_c                   20.8358(2)
_cell_measurement_reflns_used    17032
_cell_measurement_temperature    92(6)
_cell_measurement_theta_max      72.4880
_cell_measurement_theta_min      2.1020
_cell_volume                     2326.95(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      92(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3196
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_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   -116.00 -17.00   1.00    1.00    --  -42.33 -42.00  -3.00   99
  2  \w    -68.00  31.00   1.00    1.00    --  -42.33  42.00 148.00   99
  3  \w    -31.00  68.00   1.00    1.00    --   42.33 -42.00  -3.00   99
  4  \w     17.00 116.00   1.00    1.00    --   42.33  42.00 148.00   99
  5  \w     31.00 130.00   1.00    3.84    --  104.49 -42.00  -3.00   99
  6  \w     79.00 178.00   1.00    3.84    --  104.49  42.00 148.00   99
  7  \w     27.00  96.00   1.00    1.00    --   42.33-125.00-150.00   69
  8  \w     27.00  96.00   1.00    1.00    --   42.33-125.00 -60.00   69
  9  \w     27.00  96.00   1.00    1.00    --   42.33-125.00 -90.00   69
 10  \w     31.00 109.00   1.00    3.84    --  104.49-111.00  30.00   78
 11  \w     75.00 177.00   1.00    3.84    --  104.49  61.00-180.00  102
 12  \w    104.00 178.00   1.00    3.84    --  104.49 111.00  30.00   74
 13  \w     22.00 106.00   1.00    3.84    --  104.49 -94.00-180.00   84
 14  \w    104.00 178.00   1.00    3.84    --  104.49 111.00-120.00   74
 15  \w    103.00 178.00   1.00    3.84    --  104.49  77.00  60.00   75
 16  \w     31.00 109.00   1.00    3.84    --  104.49-111.00 -30.00   78
 17  \w   -115.00 -14.00   1.00    1.00    --  -42.33 -57.00-180.00  101
 18  \w   -115.00 -14.00   1.00    1.00    --  -42.33 -57.00 -30.00  101
 19  \w   -115.00 -14.00   1.00    1.00    --  -42.33 -57.00 -90.00  101
 20  \w    -87.00  -6.00   1.00    1.00    --  -42.33 125.00 150.00   81
 21  \w   -115.00 -14.00   1.00    1.00    --  -42.33 -57.00 120.00  101
 22  \w   -115.00 -14.00   1.00    1.00    --  -42.33 -57.00  60.00  101
 23  \w     76.00 178.00   1.00    3.84    --  104.49  30.00   0.00  102
 24  \w     75.00 177.00   1.00    3.84    --  104.49  61.00  60.00  102
 25  \w     76.00 178.00   1.00    3.84    --  104.49  30.00 -90.00  102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.2035409000
_diffrn_orient_matrix_UB_12      -0.0167325000
_diffrn_orient_matrix_UB_13      0.0023278000
_diffrn_orient_matrix_UB_21      -0.0233356000
_diffrn_orient_matrix_UB_22      -0.0525214000
_diffrn_orient_matrix_UB_23      -0.0635914000
_diffrn_orient_matrix_UB_31      0.0250502000
_diffrn_orient_matrix_UB_32      0.0869596000
_diffrn_orient_matrix_UB_33      -0.0379678000
_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  0.0439
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            30525
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.591
_diffrn_reflns_theta_min         3.640
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.413
_exptl_absorpt_correction_T_max  0.683
_exptl_absorpt_correction_T_min  0.182
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'translucent light colourless'
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_description       block
_exptl_crystal_F_000             1017
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         4575
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0349
_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^)+(0.0448P)^2^+1.1566P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.0930
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4097
_reflns_number_total             4575
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc02011h2.cif
_cod_data_source_block           1
_cod_depositor_comments          'Adding full bibliography for 7131701.cif.'
_cod_database_code               7131701
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHOS
_chemical_oxdiff_usercomment     BR191_Bhargava_EoghanMcGarrigle
_shelx_estimated_absorpt_t_max   0.714
_shelx_estimated_absorpt_t_min   0.541
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: C251(0.65) C241(0.65) C252(0.35) C242(0.35)
3.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B)
3.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C11(H11), C13(H13), C4(H4), C10(H10), C18(H18), C14(H14), C20(H20),
 C5(H5), C2(H2), C19(H19), C7(H7), C17(H17)
3.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C8(H8A,H8B,H8C), C1(H1A,H1B,H1C)
;
_shelx_res_checksum              28693
_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 1.665
_oxdiff_exptl_absorpt_empirical_full_min 0.651