Nickel-catalyzed directed sulfenylation of sp2 and sp3 C-H bonds
Xiaohan Ye; Jeffrey L. Petersen; Xiaodong Shi; Chem.Commun. 51 (2015) 7863–; doi:10.1039/C5cc01970B

data_7117066
_publ_section_title
;
 Nickel-catalyzed directed sulfenylation of sp2 and sp3 C-H bonds
;
_journal_name_full               Chem.Commun.
_journal_page_first              7863
_journal_paper_doi               10.1039/C5cc01970B
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C23 H18 N2 O S'
_chemical_formula_weight         370.45
_chemical_name_systematic
2-methyl-6-(phenylthio)-N-(quinolin-8-yl)benzamide
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_update_record
;
2015-03-05 deposited with the CCDC.
2015-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 118.216(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.2600(6)
_cell_length_b                   8.0578(3)
_cell_length_c                   16.7298(7)
_cell_measurement_reflns_used    9986
_cell_measurement_temperature    296.(2)
_cell_measurement_theta_max      29.0105
_cell_measurement_theta_min      3.4906
_cell_volume                     1931.47(13)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      296.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker AXS D8 Venture fixed chi'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  Triumph
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15986
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.88
_exptl_absorpt_coefficient_mu    0.182
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            'clear colorless'
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       paralellopiped
_exptl_crystal_F_000             776
_exptl_crystal_recrystallization_method 'Vapour Deposition'
_exptl_crystal_size_max          0.623
_exptl_crystal_size_mid          0.435
_exptl_crystal_size_min          0.304
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.373
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         4423
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0553
_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^)+(0.0393P)^2^+0.9520P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1182
_refine_ls_wR_factor_ref         0.1265
_reflns_number_gt                3405
_reflns_number_total             4423
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5cc01970b2.cif
_cod_data_source_block           I
_cod_original_cell_volume        1931.46(13)
_cod_database_code               7117066
_shelx_res_checksum              71055