Dual gold and photoredox catalysis: visible light-mediated intermolecular atom transfer thiosulfonylation of alkenes
Li, Haoyu; Shan, Cuicui; Tung, Chen-Ho; Xu, Zhenghu; Chem. Sci. 8 (2017) 2610–; doi:10.1039/C6SC05093J

data_1544992
_publ_section_title
;
 Dual gold and photoredox catalysis: visible light-mediated intermolecular
 atom transfer thiosulfonylation of alkenes
;
_journal_issue                   4
_journal_name_full               'Chem. Sci.'
_journal_page_first              2610
_journal_paper_doi               10.1039/C6SC05093J
_journal_volume                  8
_journal_year                    2017
_chemical_formula_moiety         'C12 H13 F3 O2 S2'
_chemical_formula_sum            'C12 H13 F3 O2 S2'
_chemical_formula_weight         310.34
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-02-25
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-07-18 deposited with the CCDC.
2017-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                95.353(8)
_cell_angle_beta                 96.231(8)
_cell_angle_gamma                102.129(8)
_cell_formula_units_Z            2
_cell_length_a                   5.6786(6)
_cell_length_b                   8.4547(9)
_cell_length_c                   15.2755(16)
_cell_measurement_reflns_used    1063
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      19.681
_cell_measurement_theta_min      2.482
_cell_volume                     707.68(13)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      298.15
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.710
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_unetI/netI     0.0640
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6401
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.479
_exptl_absorpt_coefficient_mu    0.404
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.833
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         2475
_refine_ls_number_restraints     105
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.1544
_refine_ls_R_factor_gt           0.0978
_refine_ls_shift/su_max          0.706
_refine_ls_shift/su_mean         0.038
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1871P)^2^+1.1288P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2709
_refine_ls_wR_factor_ref         0.3262
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1403
_reflns_number_total             2475
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6sc05093j2.cif
_cod_data_source_block           p
_cod_depositor_comments
'Adding full bibliography for 1544991--1544992.cif.'
_cod_database_code               1544992
_shelx_estimated_absorpt_t_max   0.968
_shelx_estimated_absorpt_t_min   0.942
_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. Restrained distances
 C12-F6
 1.45 with sigma of 0.01
 F1-C12
 1.45 with sigma of 0.01
 C12-F3
 1.45 with sigma of 0.01
 F3-F6
 2.35 with sigma of 0.01
 F3-F1
 2.35 with sigma of 0.01
 C12-F8
 1.45 with sigma of 0.01
 F8-F6
 2.35 with sigma of 0.01
 F1-F8
 2.35 with sigma of 0.01
 F8-F3
 2.35 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
S1 \\sim S1A \\sim F1 \\sim F3 \\sim F6 \\sim F8 \\sim C11 \\sim C11A \\sim
C12: within 1.7A with sigma of 0.004 and sigma for terminal atoms of 0.08
F1 \\sim F2 \\sim F3 \\sim F4 \\sim F5 \\sim F6 \\sim F7 \\sim F8: within 1.7A
with sigma of 0.004 and sigma for terminal atoms of 0.08
4. Others
 Fixed Sof: S1(0.5) S1A(0.5) F1(0.25) F2(0.25) F3(0.5) F4(0.5) F5(0.25)
 F6(0.25) F7(0.5) F8(0.5) H10(0.6) H10A(0.4) C11(0.4) H11A(0.4) H11B(0.4)
 C11A(0.6) H11C(0.6) H11D(0.6)
5.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C11(H11A,H11B), C11A(H11C,H11D)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C10(H10A)
5.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'