Improved synthetic routes to N-heterocyclic carbene-metal-diketonato complexes of gold and copper
Ibni Hashim, Ishfaq; Tzouras, Nikolaos V.; Ma, Xinyuan; Bourda, Laurens; Van Hecke, Kristof; Nolan, Steven P.; Cazin, Catherine S. J.; Dalton Transactions  (2022) –; doi:10.1039/D2DT02276A

data_7711016
_publ_section_title
;
 Improved synthetic routes to N-heterocyclic carbene-metal-diketonato
 complexes of gold and copper
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT02276A
_journal_year                    2022
_chemical_formula_moiety         'C38 H46 Cu N O2'
_chemical_formula_sum            'C38 H46 Cu N O2'
_chemical_formula_weight         612.30
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-11-13
_audit_creation_method
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_audit_update_record
;
2022-07-12 deposited with the CCDC.	2022-08-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.7550(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.1820(2)
_cell_length_b                   15.5460(2)
_cell_length_c                   15.0156(2)
_cell_measurement_reflns_used    15773
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      73.6880
_cell_measurement_theta_min      3.8460
_cell_volume                     3228.85(8)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_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      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.982
_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  38.00-180.00   99
  2  \w    -66.00  33.00   1.00    1.00    --  -41.43  38.00  60.00   99
  3  \w     27.00  97.00   1.00    1.00    --   41.43-125.00 -60.00   70
  4  \w     33.00 112.00   1.00    5.00    --  106.01-125.00  60.00   79
  5  \w     33.00 112.00   1.00    5.00    --  106.01-125.00 -30.00   79
  6  \w    103.00 178.00   1.00    5.00    --  106.01  77.00 150.00   75
  7  \w     33.00 112.00   1.00    5.00    --  106.01-125.00 -90.00   79
  8  \w    103.00 178.00   1.00    5.00    --  106.01  77.00-150.00   75
  9  \w     33.00 132.00   1.00    5.00    --  106.01 -45.00  60.00   99
 10  \w    103.00 178.00   1.00    5.00    --  106.01  77.00-180.00   75
 11  \w   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00 150.00  101
 12  \w   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00 -90.00  101
 13  \w   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00  60.00  101
 14  \w     53.00 178.00   1.00    5.00    --  106.01  15.00-120.00  125
 15  \w     53.00 178.00   1.00    5.00    --  106.01  15.00   0.00  125
 16  \w     77.00 178.00   1.00    5.00    --  106.01  61.00 120.00  101
 17  \w     23.00 107.00   1.00    5.00    --  106.01 -94.00  90.00   84
 18  \w     77.00 178.00   1.00    5.00    --  106.01  61.00  30.00  101
 19  \w     53.00 178.00   1.00    5.00    --  106.01  15.00 120.00  125
 20  \w   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00   0.00  101
 21  \w   -114.00 -13.00   1.00    1.00    --  -41.43 -57.00-150.00  101
 22  \w    -21.00  40.00   1.00    1.00    --   41.43 -77.00 -90.00   61
;
_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      -0.0819985000
_diffrn_orient_matrix_UB_12      0.0021925000
_diffrn_orient_matrix_UB_13      -0.0865876000
_diffrn_orient_matrix_UB_21      0.0092580000
_diffrn_orient_matrix_UB_22      -0.0980081000
_diffrn_orient_matrix_UB_23      -0.0104704000
_diffrn_orient_matrix_UB_31      -0.0747521000
_diffrn_orient_matrix_UB_32      -0.0144331000
_diffrn_orient_matrix_UB_33      0.0589227000
_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  0.0541
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            39455
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.894
_diffrn_reflns_theta_min         3.881
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.201
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.702
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
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            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_description       plate
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.241
_exptl_crystal_size_mid          0.156
_exptl_crystal_size_min          0.059
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         6431
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0355
_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^)+(0.0567P)^2^+0.7479P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0985
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5661
_reflns_number_total             6431
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt02276a2.cif
_cod_data_source_block           131_01-thf
_cod_database_code               7711016
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C38H46CuNO2
_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 C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C18(H18), C21(H21)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C16(H16), C24(H24), C25(H25), C26(H26), C27(H27),
 C28(H28), C31(H31), C34(H34), C35(H35), C36(H36), C37(H37), C38(H38)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C)
;
_shelx_res_checksum              54846
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.522
_oxdiff_exptl_absorpt_empirical_full_min 0.535