Photoelectrocatalytic XAT strategy for the generation of alkyl radicals to synthesize alkylated 3-CF<sub>3</sub>-2-oxindoles.
Wan, Qinhui; Wu, Xia-Die; Xu, Fei-Fei; Hou, Zhong-Wei; Wang, Lei; Chemical communications (Cambridge, England) 61 (2025) 16270–16273; doi:10.1039/d5cc03812j

data_1575719
_publ_section_title
;
 Photoelectrocatalytic XAT strategy for the generation of alkyl radicals
 to synthesize alkylated 3-CF<sub>3</sub>-2-oxindoles.
;
_journal_issue                   83
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              16270
_journal_page_last               16273
_journal_paper_doi               10.1039/d5cc03812j
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         '2(C18 H23 F3 N2 O3)'
_chemical_formula_sum            'C36 H46 F6 N4 O6'
_chemical_formula_weight         744.77
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2024-05-31
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-05-31 deposited with the CCDC.	2025-09-11 downloaded from the CCDC.
;
_cell_angle_alpha                92.5560(10)
_cell_angle_beta                 92.3110(10)
_cell_angle_gamma                90.2000(10)
_cell_formula_units_Z            2
_cell_length_a                   10.0034(2)
_cell_length_b                   12.4144(3)
_cell_length_c                   15.9012(3)
_cell_measurement_reflns_used    9892
_cell_measurement_temperature    303(2)
_cell_measurement_theta_max      68.25
_cell_measurement_theta_min      3.56
_cell_volume                     1971.11(7)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      303.0
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0533
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            31052
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.367
_diffrn_reflns_theta_min         2.784
_exptl_absorpt_coefficient_mu    0.890
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1354 before and 0.0669 after correction.
The Ratio of minimum to maximum transmission is 0.6506.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         7099
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0592
_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^)+(0.1059P)^2^+0.3663P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1795
_refine_ls_wR_factor_ref         0.1895
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6097
_reflns_number_total             7099
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc03812j2.cif
_cod_data_source_block           1
_cod_depositor_comments          'Adding full bibliography for 1575719.cif.'
_cod_database_code               1575719
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.863
_shelx_estimated_absorpt_t_min   0.821
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C25(H25A,H25B), C7(H7A,H7B), C6(H6A,H6B), C26(H26A,H26B),
 C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 N3(H3), N1(H1), C30(H30), C33(H33), C15(H15), C32(H32), C12(H12), C31(H31),
 C13(H13), C14(H14)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C2(H2A,H2B,H2C), C17(H17A,H17B,H17C), C36(H36A,H36B,H36C),
 C21(H21A,H21B,H21C), C1(H1A,H1B,H1C), C20(H20A,H20B,H20C), C19(H19A,H19B,H19C)
;
_shelx_res_checksum              79326
_shelx_hkl_checksum              72955
_olex2_submission_special_instructions 'No special instructions were received'