Thiosulfonylation of Unactivated Alkenes with Visible-Light Organic Photocatalysis
Gadde, Karthik; Mampuys, Pieter; Guidetti, Andrea; Ching, H. Y. Vincent; Herrebout, Wouter A.; Van Doorslaer, Sabine; Abbaspour Tehrani, Kourosch; Maes, Bert U. W.; ACS Catalysis  (2020) 8765–8779; doi:10.1021/acscatal.0c02159

data_4517870
_publ_section_title
;
 Thiosulfonylation of Unactivated Alkenes with Visible-Light Organic
 Photocatalysis
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              8765
_journal_page_last               8779
_journal_paper_doi               10.1021/acscatal.0c02159
_journal_year                    2020
_chemical_formula_moiety         'C20 H24 O4 S2'
_chemical_formula_sum            'C20 H24 O4 S2'
_chemical_formula_weight         392.51
_chemical_name_common            3k
_chemical_name_systematic
;
6-(4-methylbenzene-1-sulfonyl)-5-[(4-methylphenyl)sulfanyl]hexanoic acid
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/4
_cell_angle_alpha                90
_cell_angle_beta                 105.975(14)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.047(5)
_cell_length_b                   8.8040(13)
_cell_length_c                   24.664(4)
_cell_measurement_reflns_used    28538
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      81.25
_cell_measurement_theta_min      2
_cell_volume                     3976.2(14)
_computing_cell_refinement       'HKL3000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'CrystalClear 2.1 (Rigaku, 2014)'
_computing_data_reduction        'HKL3000 (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-2016 (Sheldrick, 2016)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measurement_device_type  'Rigaku Rapid2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0809
_diffrn_reflns_av_unetI/netI     0.0581
_diffrn_reflns_Laue_measured_fraction_full 0.953
_diffrn_reflns_Laue_measured_fraction_max 0.916
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            27205
_diffrn_reflns_point_group_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_theta_full        68.000
_diffrn_reflns_theta_max         72.682
_diffrn_reflns_theta_min         3.728
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    2.609
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.58158
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Scalepack (Minor & Otinowski)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.420
_refine_diff_density_min         -0.576
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       0.00055(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     513
_refine_ls_number_reflns         7241
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0611
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0827P)^2^+4.5229P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1621
_refine_ls_wR_factor_ref         0.1863
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5764
_reflns_number_total             7241
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs0c02159_si_002.cif
_cod_data_source_block           kg1236100
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 4517870.cif.
;
_cod_original_cell_volume        3976.2(13)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4517870
_shelx_shelxl_version_number     2016/4
_shelx_res_checksum              93467
_shelx_hkl_checksum              57858