Electrochemical heterodifunctionalization of α-CF<sub>3</sub> alkenes to access α-trifluoromethyl-β-sulfonyl tertiary alcohols.
Ye, Zhi-Peng; Gao, Jie; Duan, Xin-Yu; Guan, Jian-Ping; Liu, Fang; Chen, Kai; Xiao, Jun-An; Xiang, Hao-Yue; Yang, Hua; Chemical communications (Cambridge, England) 57 (2021) 8969–8972; doi:10.1039/d1cc03288g

data_7128828
_publ_section_title
;
 Electrochemical heterodifunctionalization of \a-CF<sub>3</sub> alkenes to
 access \a-trifluoromethyl-\b-sulfonyl tertiary alcohols.
;
_journal_issue                   71
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8969
_journal_page_last               8972
_journal_paper_doi               10.1039/d1cc03288g
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C21 H17 F3 O3 S'
_chemical_formula_sum            'C21 H17 F3 O3 S'
_chemical_formula_weight         406.40
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2021-05-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-06-17 deposited with the CCDC.	2021-08-16 downloaded from the CCDC.
;
_cell_angle_alpha                100.6367(19)
_cell_angle_beta                 95.0698(19)
_cell_angle_gamma                103.2609(19)
_cell_formula_units_Z            2
_cell_length_a                   5.9954(2)
_cell_length_b                   10.0675(4)
_cell_length_c                   16.2734(7)
_cell_measurement_reflns_used    11736
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.68
_cell_measurement_theta_min      1.29
_cell_volume                     930.81(6)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11736
_diffrn_reflns_theta_full        27.68
_diffrn_reflns_theta_max         27.68
_diffrn_reflns_theta_min         1.29
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.223
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BAR
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4236
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0431
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0549P)^2^+0.4761P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1154
_refine_ls_wR_factor_ref         0.1215
_reflns_number_gt                3689
_reflns_number_total             4236
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d1cc03288g2.cif
_cod_data_source_block           hyang401_0m
_cod_depositor_comments
;
          Adding full bibliography for 7128828.cif.

2025-03-31
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C42 H34 F6 O6 S2'
_cod_original_formula_weight         812.81
_cod_original_formula_moiety         '2(C21 H17 F3 O3 S)'
_cod_original_formula_units_Z            1
_cod_database_code               7128828
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C1(H1), C4(H4), C2(H2), C15(H15), C7(H7), C9(H9), C17(H17), C11(H11),
 C12(H12), C10(H10), C14(H14), C13(H13), C18(H18)
2.c Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_olex2_submission_special_instructions 'No special instructions were received'