Straightforward synthesis of [Cu(NHC)(alkynyl)] and [Cu(NHC)(thiolato)] complexes (NHC = N-heterocyclic carbene).
Ibni Hashim, Ishfaq; Scattolin, Thomas; Tzouras, Nikolaos V.; Bourda, Laurens; Van Hecke, Kristof; Ritacco, Ida; Caporaso, Lucia; Cavallo, Luigi; Nolan, Steven P.; Cazin, Catherine S. J.; Dalton transactions (Cambridge, England : 2003) 51 (2021) 231–240; doi:10.1039/d1dt03710b

data_7708898
_publ_section_title
;
 Straightforward synthesis of [Cu(NHC)(alkynyl)] and [Cu(NHC)(thiolato)]
 complexes (NHC = N-heterocyclic carbene).
;
_journal_issue                   1
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              231
_journal_page_last               240
_journal_paper_doi               10.1039/d1dt03710b
_journal_volume                  51
_journal_year                    2021
_chemical_formula_moiety         '2(C78 H60 Cu F3 N2), C H2 Cl2'
_chemical_formula_sum            'C157 H122 Cl2 Cu2 F6 N4'
_chemical_formula_weight         2376.56
_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   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2021-03-17
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-09-23 deposited with the CCDC.	2021-11-22 downloaded from the CCDC.
;
_cell_angle_alpha                88.395(2)
_cell_angle_beta                 74.166(3)
_cell_angle_gamma                89.909(3)
_cell_formula_units_Z            1
_cell_length_a                   10.6498(4)
_cell_length_b                   16.3284(4)
_cell_length_c                   18.4972(6)
_cell_measurement_reflns_used    11902
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.4460
_cell_measurement_theta_min      2.6770
_cell_volume                     3093.23(18)
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_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 0.987
_diffrn_measured_fraction_theta_max 0.987
_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    -70.00  32.00   1.00    9.00    --  -41.55  57.00 -30.00  102
  2  \w   -116.00 -17.00   1.00    9.00    --  -41.55 -38.00   0.00   99
  3  \w     30.00  99.00   1.00    9.00    --   41.55-128.00 -12.00   69
  4  \w     33.00 132.00   1.00   17.00    --  106.01 -45.00-150.00   99
  5  \w     33.00 112.00   1.00   17.00    --  106.01-125.00 120.00   79
  6  \w    103.00 178.00   1.00   17.00    --  106.01  77.00 -90.00   75
  7  \w     53.00 178.00   1.00   17.00    --  106.01  15.00-120.00  125
  8  \w     34.00 135.00   1.00   17.00    --  106.01 -61.00  90.00  101
  9  \w   -114.00 -13.00   1.00    9.00    --  -41.55 -57.00 -90.00  101
 10  \w   -114.00 -13.00   1.00    9.00    --  -41.55 -57.00 150.00  101
 11  \w     53.00 178.00   1.00   17.00    --  106.01  15.00  60.00  125
 12  \w     80.00 178.00   1.00   17.00    --  106.01  45.00 120.00   98
 13  \w     77.00 178.00   1.00   17.00    --  106.01  61.00 -60.00  101
 14  \w     33.00 112.00   1.00   17.00    --  106.01-125.00  60.00   79
 15  \w    -87.00  -6.00   1.00    9.00    --  -41.55 125.00  60.00   81
 16  \w   -114.00 -13.00   1.00    9.00    --  -41.55 -57.00  60.00  101
 17  \w     33.00 112.00   1.00   17.00    --  106.01-125.00 -90.00   79
 18  \w     77.00 104.00   1.00   17.00    --  106.01  61.00  60.00   27
;
_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      0.0306434000
_diffrn_orient_matrix_UB_12      -0.0372499000
_diffrn_orient_matrix_UB_13      -0.0784742000
_diffrn_orient_matrix_UB_21      0.0503321000
_diffrn_orient_matrix_UB_22      0.0839780000
_diffrn_orient_matrix_UB_23      -0.0363280000
_diffrn_orient_matrix_UB_31      0.1383339000
_diffrn_orient_matrix_UB_32      -0.0216732000
_diffrn_orient_matrix_UB_33      0.0048788000
_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  0.0265
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            29545
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.077
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         2.707
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.335
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.849
_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 colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       block
_exptl_crystal_F_000             1238
_exptl_crystal_size_max          0.154
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.033
_refine_diff_density_max         0.825
_refine_diff_density_min         -0.843
_refine_diff_density_rms         0.055
_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     774
_refine_ls_number_reflns         10904
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0497
_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^)+(0.0670P)^2^+2.7094P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1284
_refine_ls_wR_factor_ref         0.1372
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9103
_reflns_number_total             10904
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt03710b2.cif
_cod_data_source_block           27_04-cf3
_cod_depositor_comments
'Adding full bibliography for 7708897--7708904.cif.'
_cod_original_cell_volume        3093.24(18)
_cod_database_code               7708898
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C78H60N2F3Cu
_shelx_estimated_absorpt_t_max   0.957
_shelx_estimated_absorpt_t_min   0.821
_reflns_odcompleteness_completeness 98.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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. Restrained distances
 Cl1-C79 = Cl2-C79
 1.746 with sigma of 0.005
 Cl1-Cl2
 2.9 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(Cl1) \\sim Ueq, Uanis(C79) \\sim Ueq, Uanis(Cl2) \\sim Ueq: with sigma of
0.1 and sigma for terminal atoms of 0.2
Uanis(Cl1) = Uanis(C79) = Uanis(Cl2)
4. Others
 Fixed Sof: Cl1(0.5) Cl2(0.5) C79(0.5) H79A(0.5) H79B(0.5)
5.a Ternary CH refined with riding coordinates:
 C10(H10), C24(H24), C43(H43), C57(H57)
5.b Secondary CH2 refined with riding coordinates:
 C79(H79A,H79B)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C8(H8), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C26(H26), C27(H27),
  C28(H28), C29(H29), C30(H30), C32(H32), C33(H33), C34(H34), C35(H35),
 C36(H36), C39(H39), C41(H41), C45(H45), C46(H46), C47(H47), C48(H48), C49(H49),
  C51(H51), C52(H52), C53(H53), C54(H54), C55(H55), C59(H59), C60(H60),
 C61(H61), C62(H62), C63(H63), C65(H65), C66(H66), C67(H67), C68(H68), C69(H69),
  C73(H73), C74(H74), C76(H76), C77(H77)
5.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C56(H56A,H56B,H56C)
;
_shelx_res_checksum              89220
_shelx_hkl_checksum              40571
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.199
_oxdiff_exptl_absorpt_empirical_full_min 0.843