Bistrifluoromethylated organocuprate [Ph4P]+[Cu(CF3)2]−: synthesis, characterization and its application for trifluoromethylation of activated heteroaryl bromides, chlorides and iodides
Liu, He; Shen, Qilong; Organic Chemistry Frontiers 6 (2019) 2324–; doi:10.1039/C9QO00527G

data_1554942
_publ_section_title
;
 Bistrifluoromethylated organocuprate [Ph4P]+[Cu(CF3)2]&#x2212;:
 synthesis, characterization and its application for trifluoromethylation
 of activated heteroaryl bromides, chlorides and iodides
;
_journal_issue                   14
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              2324
_journal_paper_doi               10.1039/C9QO00527G
_journal_volume                  6
_journal_year                    2019
_chemical_formula_moiety         'C2 Cu F6, C24 H20 P'
_chemical_formula_sum            'C26 H20 Cu F6 P'
_chemical_formula_weight         540.93
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-06-11
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2019-04-18 deposited with the CCDC.	2019-05-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.5529(6)
_cell_length_b                   7.3629(3)
_cell_length_c                   19.8862(6)
_cell_measurement_reflns_used    5195
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.62
_cell_volume                     2277.26(15)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.01
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            12640
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_min         2.431
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.091
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6394
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0735 before and 0.0504 after correction. The Ratio of minimum to maximum transmission is 0.8576. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.959
_refine_diff_density_min         -0.799
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2612
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0459
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0873P)^2^+1.7865P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1394
_refine_ls_wR_factor_ref         0.1500
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2132
_reflns_number_total             2612
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9qo00527g2.cif
_cod_data_source_block           d8v18488
_cod_database_code               1554942
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.918
_shelx_estimated_absorpt_t_min   0.853
_olex2_refinement_description
;
1. Others
 Fixed U12: P1(0)
 Fixed U23: P1(0)
 Fixed Uiso: H3(0.035) H4(0.04) H5(0.04) H6(0.04) H7(0.035) H9(0.036)
 H10(0.043) H11(0.046) H12(0.046) H13(0.037)
 Fixed X: Cu1(0.5) P1(0.5) H3(0.5471) H4(0.4752) H5(0.3273) H6(0.2517)
 H7(0.3234) H9(0.4049) H10(0.313) H11(0.2797) H12(0.3376) H13(0.4295)
 Fixed Y: Cu1(0.5) H3(0.7626) H4(0.9528) H5(0.9177) H6(0.6933) H7(0.4979)
 H9(0.1529) H10(-0.0467) H11(-0.0005) H12(0.2473) H13(0.4479)
 Fixed Z: Cu1(0.5) P1(0.75) H3(0.6675) H4(0.5921) H5(0.575) H6(0.6326)
 H7(0.7057) H9(0.7132) H10(0.7694) H11(0.8824) H12(0.9399) H13(0.8848)
;
_olex2_submission_special_instructions 'No special instructions were received'