Chirality transfer in gold-catalyzed carbothiolation of o-alkynylphenyl 1-arylethyl sulfides.
Nakamura, Itaru; Sato, Takuma; Terada, Masahiro; Yamamoto, Yoshinori; Organic letters 10 (2008) 2649–2651; doi:10.1021/ol8007556

data_1504695
_publ_section_title
;
 Chirality transfer in gold-catalyzed carbothiolation of o-alkynylphenyl
 1-arylethyl sulfides.
;
_journal_issue                   13
_journal_name_full               'Organic letters'
_journal_page_first              2649
_journal_page_last               2651
_journal_paper_doi               10.1021/ol8007556
_journal_volume                  10
_journal_year                    2008
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'
_chemical_formula_moiety         'C31 H28 Br O3 S2 '
_chemical_formula_sum            'C31 H28 Br O3 S2'
_chemical_formula_weight         592.58
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 99.9391(17)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   14.010(4)
_cell_length_b                   6.504(2)
_cell_length_c                   14.749(5)
_cell_measurement_reflns_used    4582
_cell_measurement_temperature    173.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     1323.8(7)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 28.57
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.047
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20778
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    1.747
_exptl_absorpt_correction_T_max  0.769
_exptl_absorpt_correction_T_min  0.591
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             610.00
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.49
_refine_diff_density_min         -1.04
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  2750 Friedel Pairs'
_refine_ls_abs_structure_Flack   -0.000(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.903
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     341
_refine_ls_number_reflns         6040
_refine_ls_R_factor_gt           0.0417
_refine_ls_shift/su_max          0.0533
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0007Fo^2^ + 1.0000\s(Fo^2^)]/(4Fo^2^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1206
_reflns_number_gt                3667
_reflns_number_total             6040
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol8007556-file001.cif
_cod_data_source_block           '_naka070604'
_cod_original_cell_volume        1323.9(7)
_cod_original_formula_sum        'C31 H28 Br O3 S2 '
_cod_database_code               1504695