A highly enantioselective thiolation of sulfonyl indoles to access 3-sec-sulfur-substituted indoles in water
Ping Chen; Sheng-mei Lu; Wengang Guo; Yan Liu; Can Li; Chem.Commun. 52 (2016) 96–; doi:10.1039/C5cc07721D

data_7118168
_publ_section_title
;
 A highly enantioselective thiolation of sulfonyl indoles to access
 3-sec-sulfur-substituted indoles in water
;
_journal_name_full               Chem.Commun.
_journal_page_first              96
_journal_paper_doi               10.1039/C5cc07721D
_journal_volume                  52
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_sum            'C71 H58 Cl4 N2 S2'
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_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
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_audit_update_record
;
2015-09-15 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.4055(7)
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_cell_length_c                   29.1775(16)
_cell_measurement_reflns_used    5289
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      38.181
_cell_measurement_theta_min      4.932
_cell_volume                     5899.5(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
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_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0561
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_Laue_measured_fraction_full 1.000
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_exptl_absorpt_correction_type   multi-scan
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_refine_ls_abs_structure_details
; 
 Flack x determined using 3273 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
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_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0564
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0772P)^2^+0.6742P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1365
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_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                8880
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_reflns_threshold_expression     'I > 2\s(I)'
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_shelxl_version_number           2013-4
_shelx_res_checksum              110
_shelx_hkl_checksum              43960