Nickel-catalyzed enantioselective reductive iminodisulfuration of alkene-tethered oxime esters with dithiosulfonate
Zhou, Jie; Chen, Zhizheng; Nie, Mengna; Li, Wenhao; Tong, Wen-Yan; Wei, Haonan; Yan, Hang; Gao, Qianwen; Qu, Shuanglin; Wang, Xi; Chemical Communications 61 (2025) 7329–7332; doi:10.1039/D5CC01654A

data_7134392
_publ_section_title
;
 Nickel-catalyzed enantioselective reductive iminodisulfuration of
 alkene-tethered oxime esters with dithiosulfonate
;
_journal_issue                   40
_journal_name_full               'Chemical Communications'
_journal_page_first              7329
_journal_page_last               7332
_journal_paper_doi               10.1039/D5CC01654A
_journal_volume                  61
_journal_year                    2025
_chemical_absolute_configuration unk
_chemical_formula_sum            'C25 H28 Cl N S2'
_chemical_formula_weight         442.05
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2023-10-14 deposited with the CCDC.	2025-04-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.15
_cell_angle_gamma                90
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_cell_length_c                   21.111
_cell_measurement_reflns_used    552
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      44.97
_cell_measurement_theta_min      5.12
_cell_volume                     1279.116
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  ccd
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.2458
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3934
_diffrn_reflns_point_group_measured_fraction_full 0.864
_diffrn_reflns_point_group_measured_fraction_max 0.864
_diffrn_reflns_theta_full        66.698
_diffrn_reflns_theta_max         66.698
_diffrn_reflns_theta_min         4.205
_exptl_absorpt_coefficient_mu    2.911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.148
_exptl_crystal_description       block
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_transmission_factor_max   0.864
_exptl_transmission_factor_min   0.864
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.54(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         3934
_refine_ls_number_restraints     119
_refine_ls_restrained_S_all      1.134
_refine_ls_R_factor_all          0.1772
_refine_ls_R_factor_gt           0.1292
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0100P)^2^+1.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3027
_refine_ls_wR_factor_ref         0.3429
_reflns_Friedel_coverage         0.641
_reflns_Friedel_fraction_full    0.723
_reflns_Friedel_fraction_max     0.723
_reflns_number_gt                2421
_reflns_number_total             3934
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc01654a2.cif
_cod_data_source_block           0828_0513_0m_5
_cod_depositor_comments          'Adding full bibliography for 7134392.cif.'
_cod_original_cell_volume        1279.0
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7134392
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.721
_shelx_estimated_absorpt_t_max   0.800
_shelx_res_checksum              2932
_shelx_hkl_checksum              50869