[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_7717681
_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         'C31 H36 Cu F9 N2 O'
_chemical_formula_sum            'C31 H36 Cu F9 N2 O'
_chemical_formula_weight         687.17
_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     direct
_audit_creation_date             2024-08-08
_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                 106.149(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.8398(6)
_cell_length_b                   12.8584(2)
_cell_length_c                   20.9327(4)
_cell_measurement_reflns_used    27400
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.6430
_cell_measurement_theta_min      3.6670
_cell_volume                     6422.1(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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_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    -66.00  33.00   1.00    1.00    --  -41.43  37.00 -60.00   99
  2  \w      6.00  81.00   1.00    1.00    --   41.43 -99.00  60.00   75
  3  \w     27.00  95.00   1.00    1.00    --   41.43-125.00-180.00   68
  4  \w     27.00  95.00   1.00    1.00    --   41.43-125.00 -60.00   68
  5  \w     33.00 132.00   1.00   10.00    --  106.01 -45.00 -60.00   99
  6  \w     33.00 132.00   1.00   10.00    --  106.01 -45.00 150.00   99
  7  \w    103.00 178.00   1.00   10.00    --  106.01  77.00 -60.00   75
  8  \w     23.00 107.00   1.00   10.00    --  106.01 -94.00 -60.00   84
  9  \w     18.00 178.00   1.00   10.00    --  106.01   0.00  60.00  160
 10  \w   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00-180.00  101
 11  \w   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00 -60.00  101
 12  \w     53.00 178.00   1.00   10.00    --  106.01  15.00-180.00  125
 13  \w     35.00 112.00   1.00   10.00    --  106.01-125.00-180.00   77
 14  \w     77.00 178.00   1.00   10.00    --  106.01  61.00  90.00  101
 15  \w     77.00 178.00   1.00   10.00    --  106.01  61.00-120.00  101
 16  \w   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00   0.00  101
 17  \w   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00  60.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            61519
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.842
_diffrn_reflns_theta_min         3.705
_exptl_absorpt_coefficient_mu    1.671
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.848
_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    1.421
_exptl_crystal_description       plate
_exptl_crystal_F_000             2832
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.738
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     823
_refine_ls_number_reflns         12798
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0373
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0587P)^2^+2.2644P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.1034
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10788
_reflns_number_total             12798
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt03322a2.cif
_cod_data_source_block           tr25_et_p
_cod_depositor_comments
'Adding full bibliography for 7717681--7717684.cif.'
_cod_database_code               7717681
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.864
_shelx_estimated_absorpt_t_min   0.690
_olex2_refinement_description
;
1. Restrained distances
 C59-C60A = C59-C60B
 1.55 with sigma of 0.01
 C60A-F13A = C60A-F14A = C60A-F15A
 1.33 with sigma of 0.01
 C60B-F13B = C60B-F14B = C60B-F15B
 1.33 with sigma of 0.01
 F13A-F14A = F13A-F15A = F14A-F15A
 2.15 with sigma of 0.02
 F13B-F14B = F13B-F15B = F14B-F15B
 2.15 with sigma of 0.02
 C59-F13A = C59-F14A = C59-F15A
 2.39 with sigma of 0.02
 C59-F13B = C59-F14B = C59-F15B
 2.39 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
Uanis(F13A) = Uanis(F13B)
Uanis(F14A) = Uanis(F14B)
Uanis(F15A) = Uanis(F15B)
Uanis(C60A) = Uanis(C60B)
3. Others
 Sof(F14B)=Sof(F15B)=Sof(F13B)=1-FVAR(1)
 Sof(F13A)=Sof(F14A)=Sof(F15A)=FVAR(1)
 Sof(C60B)=1-FVAR(2)
 Sof(C60A)=FVAR(2)
4.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13), C22(H22), C25(H25), C56(H56), C53(H53), C41(H41), C44(H44)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20),
 C34(H34), C33(H33), C51(H51), C50(H50), C49(H49), C37(H37), C38(H38), C39(H39)
4.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C15(H15A,H15B,H15C), C14(H14A,H14B,H14C), C24(H24A,H24B,
 H24C), C23(H23A,H23B,H23C), C27(H27A,H27B,H27C), C26(H26A,H26B,H26C), C12(H12A,
 H12B,H12C), C57(H57A,H57B,H57C), C58(H58A,H58B,H58C), C54(H54A,H54B,H54C),
 C55(H55A,H55B,H55C), C43(H43A,H43B,H43C), C42(H42A,H42B,H42C), C45(H45A,H45B,
 H45C), C46(H46A,H46B,H46C)
;
_shelx_res_checksum              11941
_olex2_exptl_crystal_mounting_method 'mounted on a LithoLoop'
_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
;