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_7708902
_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         'C78 H63 Cu N2 O, C H2 Cl2, [+ solvents]'
_chemical_formula_sum            'C79 H65 Cl2 Cu N2 O'
_chemical_formula_weight         1192.78
_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             2021-09-22
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_audit_update_record
;
2021-09-23 deposited with the CCDC.	2021-11-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.7959(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.5491(2)
_cell_length_b                   12.66543(10)
_cell_length_c                   25.2748(3)
_cell_measurement_reflns_used    15856
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.1700
_cell_measurement_theta_min      3.5760
_cell_volume                     6791.77(13)
_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    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.983
_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   -130.00  46.00   1.00    2.00    --  -41.68   0.00 150.00  176
  2  \w     27.00  98.00   1.00    2.00    --   41.68-125.00 -30.00   71
  3  \w     27.00  98.00   1.00    2.00    --   41.68-125.00  60.00   71
  4  \w     30.00 134.00   1.00    7.00    --  106.01 -30.00  60.00  104
  5  \w     97.00 178.00   1.00    7.00    --  106.01 125.00  60.00   81
  6  \w     97.00 178.00   1.00    7.00    --  106.01 125.00 -90.00   81
  7  \w     30.00 139.00   1.00    7.00    --  106.01 -77.00-120.00  109
  8  \w     34.00 135.00   1.00    7.00    --  106.01 -61.00 -30.00  101
  9  \w    103.00 178.00   1.00    7.00    --  106.01  77.00 -30.00   75
 10  \w   -115.00 -14.00   1.00    2.00    --  -41.68 -57.00-180.00  101
 11  \w   -116.00 -17.00   1.00    2.00    --  -41.68 -38.00  60.00   99
 12  \w   -115.00 -14.00   1.00    2.00    --  -41.68 -57.00 -30.00  101
 13  \w     78.00 178.00   1.00    7.00    --  106.01  30.00 -60.00  100
 14  \w     78.00 178.00   1.00    7.00    --  106.01  30.00  60.00  100
 15  \w     80.00 178.00   1.00    7.00    --  106.01  45.00 120.00   98
 16  \w     53.00 178.00   1.00    7.00    --  106.01  15.00-150.00  125
;
_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  0.0539
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            65156
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.849
_diffrn_reflns_theta_min         3.717
_exptl_absorpt_coefficient_mu    1.516
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.430
_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    1.166
_exptl_crystal_description       block
_exptl_crystal_F_000             2496
_exptl_crystal_size_max          0.494
_exptl_crystal_size_mid          0.253
_exptl_crystal_size_min          0.109
_refine_diff_density_max         1.168
_refine_diff_density_min         -1.586
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     779
_refine_ls_number_reflns         13517
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0885
_refine_ls_R_factor_gt           0.0710
_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^)+(0.1320P)^2^+5.1386P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1992
_refine_ls_wR_factor_ref         0.2184
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10353
_reflns_number_total             13517
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt03710b2.cif
_cod_data_source_block           27_05-ome
_cod_depositor_comments
'Adding full bibliography for 7708897--7708904.cif.'
_cod_database_code               7708902
_shelx_shelxl_version_number     2018/3
_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
 C79A-Cl1A = C79A-Cl2A
 1.752 with sigma of 0.01
 C79B-Cl1B = C79B-Cl2B
 1.752 with sigma of 0.01
 Cl1A-Cl2A
 2.904 with sigma of 0.02
 Cl1B-Cl2B
 2.904 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Cl1A \\sim Cl2A \\sim C79A: within 2A with sigma of 0.001 and sigma for
terminal atoms of 0.002 within 2A
Cl1B \\sim Cl2B \\sim C79B: within 2A with sigma of 0.001 and sigma for
terminal atoms of 0.002 within 2A
Uanis(C79A) = Uanis(C79B)
Uanis(Cl1A) = Uanis(Cl1B)
Uanis(Cl2A) = Uanis(Cl2B)
4. Others
 Sof(Cl1B)=Sof(Cl2B)=Sof(C79B)=Sof(H79C)=Sof(H79D)=1-FVAR(1)
 Sof(Cl1A)=Sof(Cl2A)=Sof(C79A)=Sof(H79A)=Sof(H79B)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C10(H10), C24(H24), C43(H43), C57(H57)
5.b Secondary CH2 refined with riding coordinates:
 C79A(H79A,H79B), C79B(H79C,H79D)
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), C78(H78A,H78B,H78C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              39299
_shelx_hkl_checksum              36639
_shelx_fab_checksum              84637
_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
;