Cis-Difluoromethyl Hetarylative Dearomatization by Radical Docking-Migration Cascade
Wang, Jie; Kang, Hao; Yang, Shan; Zhu, Cao; Chen, Xiangyang; Zhu, Chen; Chemical Science  (2025) –; doi:10.1039/D5SC07904G

data_1576243
_publ_section_title
;
 Cis-Difluoromethyl Hetarylative Dearomatization by Radical
 Docking-Migration Cascade
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D5SC07904G
_journal_year                    2025
_chemical_formula_moiety         'C20 H19 F2 N S2'
_chemical_formula_sum            'C20 H19 F2 N S2'
_chemical_formula_weight         375.48
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-06-27 deposited with the CCDC.	2025-11-10 downloaded from the CCDC.
;
_cell_angle_alpha                78.5730(10)
_cell_angle_beta                 66.7600(10)
_cell_angle_gamma                74.0490(10)
_cell_formula_units_Z            4
_cell_length_a                   11.37560(10)
_cell_length_b                   12.7920(2)
_cell_length_c                   13.8892(2)
_cell_measurement_reflns_used    39552
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.4430
_cell_measurement_theta_min      3.4850
_cell_volume                     1776.39(4)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, HyPix'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            51587
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.514
_diffrn_reflns_theta_min         3.481
_exptl_absorpt_coefficient_mu    2.909
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.00058(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     458
_refine_ls_number_reflns         7084
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0312
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0452P)^2^+0.9510P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0825
_refine_ls_wR_factor_ref         0.0833
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6759
_reflns_number_total             7084
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc07904g2.cif
_cod_data_source_block           t
_cod_database_code               1576243
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.623
_shelx_estimated_absorpt_t_max   0.686
_shelx_res_checksum              26369