Reductive C–C Coupling by Desulfurizing Gold-Catalyzed Photoreactions
Zhang, Lumin; Si, Xiaojia; Yang, Yangyang; Witzel, Sina; Sekine, Kohei; Rudolph, Matthias; Rominger, Frank; Hashmi, A. Stephen K.; ACS Catalysis 9 (2019) 6118–; doi:10.1021/acscatal.9b01368

data_4514791
_publ_section_title
;
 Reductive C--C Coupling by Desulfurizing Gold-Catalyzed Photoreactions
;
_journal_issue                   7
_journal_name_full               'ACS Catalysis'
_journal_page_first              6118
_journal_paper_doi               10.1021/acscatal.9b01368
_journal_volume                  9
_journal_year                    2019
_chemical_formula_sum            'C25 H22 I O P'
_chemical_formula_weight         496.29
_chemical_name_common            '25 in manuscript'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.0443(3)
_cell_length_b                   8.9519(2)
_cell_length_c                   34.5515(11)
_cell_measurement_reflns_used    35368
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.55
_cell_measurement_theta_min      5.09
_cell_volume                     4343.92(19)
_computing_cell_refinement       'X-Area Recipe 1.33.0.0 (STOE, 2015)'
_computing_data_collection       'X-Area Pilatus3_SV 1.31.127.0 (STOE, 2016)'
_computing_data_reduction        'X-Area Integrate 1.71.0.0 (STOE, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.81
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'STOE Stadivari'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0551
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            9492
_diffrn_reflns_point_group_measured_fraction_full 0.678
_diffrn_reflns_point_group_measured_fraction_max 0.653
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         71.548
_diffrn_reflns_theta_min         5.104
_diffrn_source                   'Genix3D Cu HF'
_exptl_absorpt_coefficient_mu    12.366
_exptl_absorpt_correction_T_max  2.725
_exptl_absorpt_correction_T_min  0.525
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_description       lance
_exptl_crystal_F_000             1984
_exptl_crystal_size_max          0.196
_exptl_crystal_size_mid          0.191
_exptl_crystal_size_min          0.109
_refine_diff_density_max         0.916
_refine_diff_density_min         -0.880
_refine_diff_density_rms         0.119
_refine_ls_abs_structure_details
; 
 Classical Flack method preferred over Parsons because s.u. lower. 
;
_refine_ls_abs_structure_Flack   0.025(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         5518
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0491
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1006P)^2^+2.2499P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1343
_refine_ls_wR_factor_ref         0.1369
_reflns_Friedel_coverage         0.374
_reflns_Friedel_fraction_full    0.384
_reflns_Friedel_fraction_max     0.362
_reflns_number_gt                5296
_reflns_number_total             5518
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs9b01368_si_002.cif
_cod_data_source_block           lz2
_cod_database_code               4514791
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.195
_shelx_estimated_absorpt_t_max   0.346
_exptl_absorpt_special_details   'X-Area LANA 1.70.0.0 (STOE, 2017)'
_shelx_res_checksum              30017
_shelx_hkl_checksum              62657