Gold-Catalyzed Anti-Markovnikov Selective Hydrothiolation of Unactivated Alkenes.
Tamai, Taichi; Fujiwara, Keiko; Higashimae, Shinya; Nomoto, Akihiro; Ogawa, Akiya; Organic letters 18 (2016) 2114–2117; doi:10.1021/acs.orglett.6b00746

data_1555537
_publ_section_title
;
 Gold-Catalyzed Anti-Markovnikov Selective Hydrothiolation of Unactivated
 Alkenes.
;
_journal_issue                   9
_journal_name_full               'Organic letters'
_journal_page_first              2114
_journal_page_last               2117
_journal_paper_doi               10.1021/acs.orglett.6b00746
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety
'C42 H35 Au2 P2 S +, C2 F6 N O4 S2 -, 0.5(C4 H8 O2)'
_chemical_formula_sum            'C46 H39 Au2 F6 N O5 P2 S3'
_chemical_formula_weight         1351.87
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 105.001(7)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   14.0110(3)
_cell_length_b                   16.7528(3)
_cell_length_c                   20.7802(4)
_cell_measurement_reflns_used    76021
_cell_measurement_temperature    123
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      3.01
_cell_volume                     4711.4(2)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.2'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      123
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            76930
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         3.010
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.513
_exptl_absorpt_correction_T_max  0.330
_exptl_absorpt_correction_T_min  0.257
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.906
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2608.00
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.170
_refine_diff_density_max         2.35
_refine_diff_density_min         -0.67
_refine_ls_abs_structure_details
;
 Flack x determined using 8594 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.062(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     1158
_refine_ls_number_reflns         20852
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0294
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0382P)^2^+8.8314P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0730
_refine_ls_wR_factor_ref         0.0741
_reflns_Friedel_coverage         0.929
_reflns_Friedel_fraction_full    0.916
_reflns_Friedel_fraction_max     0.929
_reflns_number_gt                19665
_reflns_number_total             20852
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol6b00746_si_001.cif
_cod_data_source_block           Au-2
_cod_depositor_comments
;

2022-04-28
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety
'2(C42 H35 Au2 P2 S +), 2(C2 F6 N O4 S2 -), C4 H8 O2'
_cod_original_formula_sum        'C92 H78 Au4 F12 N2 O10 P4 S6'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     2703.74
_cod_database_code               1555537
_shelx_res_checksum              4942
_shelx_hkl_checksum              25354