Photochemical Cu(III)-mediated trifluoromethylation of (hetero)arenes and biomolecules
Pospisil, Petr; Motornov, Vladimir; Michal, Ondřej; Wohlrábová, Lucie; Boháčová, Soňa; Slanina, Tomáš; Tarábek, Ján; Klepetářová, Blanka; Beier, Petr; Chemical Science  (2025) –; doi:10.1039/D5SC07405C

data_1576249
_publ_section_title
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 Photochemical Cu(III)-mediated trifluoromethylation of (hetero)arenes and
 biomolecules
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_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D5SC07405C
_journal_year                    2025
_chemical_formula_moiety         'C20 H24 F6'
_chemical_formula_sum            'C20 H24 F6'
_chemical_formula_weight         378.39
_chemical_name_systematic
1,1',3,3',5,5'-hexamethyl-4,4'-bis(trifluoromethyl)-[1,1'-bi(cyclohexane)]-2,2',5,5'-tetraene
_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   difmap
_atom_sites_solution_primary     other
_audit_update_record
;
2025-07-22 deposited with the CCDC.	2025-11-10 downloaded from the CCDC.
;
_cell_angle_alpha                84.334(3)
_cell_angle_beta                 77.131(3)
_cell_angle_gamma                68.244(2)
_cell_formula_units_Z            1
_cell_length_a                   7.1432(4)
_cell_length_b                   8.2660(5)
_cell_length_c                   8.5093(5)
_cell_measurement_reflns_used    9400
_cell_measurement_temperature    180
_cell_measurement_theta_max      68.3747
_cell_measurement_theta_min      5.3331
_cell_volume                     454.86(5)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker Instrument Service vV6.2.15'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      180
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_av_unetI/netI     0.051
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12479
_diffrn_reflns_theta_full        68.370
_diffrn_reflns_theta_max         68.370
_diffrn_reflns_theta_min         5.333
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.056
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             198
_exptl_crystal_size_max          0.147
_exptl_crystal_size_mid          0.093
_exptl_crystal_size_min          0.064
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.22
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9755
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1663
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.0004128
_refine_ls_shift/su_mean         0.0000406
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.08P)^2^ + 0.16P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1263
_refine_ls_wR_factor_gt          0.1193
_refine_ls_wR_factor_ref         0.1263
_reflns_limit_h_max              8
_reflns_limit_h_min              -8
_reflns_limit_k_max              9
_reflns_limit_k_min              -9
_reflns_limit_l_max              10
_reflns_limit_l_min              0
_reflns_number_gt                1448
_reflns_number_total             1663
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   3.80
_oxford_diffrn_Wilson_scale      14.93
_oxford_refine_ls_scale          0.5090(18)
_cod_data_source_file            d5sc07405c2.cif
_cod_data_source_block           I
_cod_depositor_comments
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The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_database_code               1576249
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_r_factor_ref          0.0472
_reflns_number_all               1663