[Cu(NHC)(OR)] (R = C(CF<sub>3</sub>)<sub>3</sub>) complexes for N-H and S-H bond activation and as pre-catalysts in the Chan-Evans-Lam reaction.
Ruggiero, Tommaso; Van Hecke, Kristof; Cazin, Catherine S. J.; Nolan, Steven P.; Dalton transactions (Cambridge, England : 2003) 54 (2025) 1329–1333; doi:10.1039/d4dt03322a

data_7717682
_publ_section_title
;
 [Cu(NHC)(OR)] (R = C(CF<sub>3</sub>)<sub>3</sub>) complexes for N-H and
 S-H bond activation and as pre-catalysts in the Chan-Evans-Lam reaction.
;
_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1329
_journal_page_last               1333
_journal_paper_doi               10.1039/d4dt03322a
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C34 H39 Cl Cu N3 O2'
_chemical_formula_sum            'C34 H39 Cl Cu N3 O2'
_chemical_formula_weight         620.67
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-08-14
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-10-22 deposited with the CCDC.	2024-12-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.662(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.8667(5)
_cell_length_b                   19.1255(7)
_cell_length_c                   16.0322(7)
_cell_measurement_reflns_used    6913
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.6490
_cell_measurement_theta_min      4.2580
_cell_volume                     3174.9(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -113.00 -13.00   1.00   17.76    --  -41.30 -57.00  90.00  100
  2  \w   -116.00 -17.00   1.00   17.76    --  -41.30 -37.00  30.00   99
  3  \w    -33.00  66.00   1.00   17.76    --   41.30 -37.00  90.00   99
  4  \w     23.00 107.00   1.00   60.03    --  106.01 -94.00 150.00   84
  5  \w     35.00 112.00   1.00   60.03    --  106.01-125.00 150.00   77
  6  \w     33.00 132.00   1.00   60.03    --  106.01 -45.00-150.00   99
  7  \w     78.00 178.00   1.00   60.03    --  106.01  30.00  30.00  100
  8  \w     30.00 134.00   1.00   60.03    --  106.01 -30.00   0.00  104
  9  \w   -113.00 -13.00   1.00   17.76    --  -41.30 -57.00-150.00  100
 10  \w    -87.00  -6.00   1.00   17.76    --  -41.30 125.00 -30.00   81
 11  \w     78.00 178.00   1.00   60.03    --  106.01  30.00-180.00  100
 12  \w     80.00 178.00   1.00   60.03    --  106.01  45.00  90.00   98
 13  \w     35.00 112.00   1.00   60.03    --  106.01-125.00  60.00   77
 14  \w     80.00 178.00   1.00   60.03    --  106.01  45.00 -30.00   98
 15  \w   -113.00 -13.00   1.00   17.76    --  -41.30 -57.00 -60.00  100
 16  \w      6.00  81.00   1.00   17.76    --   41.30 -99.00 -90.00   75
 17  \w     78.00 178.00   1.00   60.03    --  106.01  30.00 -90.00  100
 18  \w     23.00  54.00   1.00   60.03    --  106.01 -94.00-120.00   31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1233131000
_diffrn_orient_matrix_UB_12      -0.0031212000
_diffrn_orient_matrix_UB_13      -0.0282496000
_diffrn_orient_matrix_UB_21      0.0765035000
_diffrn_orient_matrix_UB_22      -0.0274631000
_diffrn_orient_matrix_UB_23      0.0912882000
_diffrn_orient_matrix_UB_31      -0.0327081000
_diffrn_orient_matrix_UB_32      -0.0757300000
_diffrn_orient_matrix_UB_33      -0.0320020000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0774
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            28433
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.597
_diffrn_reflns_theta_max         66.597
_diffrn_reflns_theta_min         3.703
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.006
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.586
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dull whiteish colourless'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_description       plate
_exptl_crystal_F_000             1304
_exptl_crystal_preparation       synthesis
_exptl_crystal_recrystallization_method synthesis
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.233
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     378
_refine_ls_number_reflns         5591
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.1132
_refine_ls_R_factor_gt           0.0906
_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^)+20.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1708
_refine_ls_wR_factor_ref         0.1812
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4221
_reflns_number_total             5591
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt03322a2.cif
_cod_data_source_block           tr223_dcm_pent
_cod_depositor_comments
'Adding full bibliography for 7717681--7717684.cif.'
_cod_database_code               7717682
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         C20H30N3O2Cl1Cu1
_shelx_estimated_absorpt_t_max   0.825
_shelx_estimated_absorpt_t_min   0.656
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13), C34(H34), C10(H10), C24(H24)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C7(H7), C2(H2), C8(H8), C6(H6), C32(H32), C19(H19), C18(H18),
 C20(H20), C29(H29), C30(H30)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C26(H26A,H26B,H26C), C12(H12A,H12B,
 H12C), C25(H25A,H25B,H25C), C22(H22A,H22B,H22C), C11(H11A,H11B,H11C), C23(H23A,
 H23B,H23C)
;
_smtbx_masks_void_probe_radius   1.0
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              55277
_shelx_fab_checksum              69963
_olex2_exptl_crystal_mounting_method 'Mounted on a Litho loop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 2.405
_oxdiff_exptl_absorpt_empirical_full_min 0.472