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_7708901
_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         'C79 H71 Cu N2 O4 S, C4 H8 O'
_chemical_formula_sum            'C83 H79 Cu N2 O5 S'
_chemical_formula_weight         1280.10
_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     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                 99.8190(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.94570(10)
_cell_length_b                   26.9367(2)
_cell_length_c                   22.4800(2)
_cell_measurement_reflns_used    18089
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.7960
_cell_measurement_theta_min      3.2660
_cell_volume                     6530.94(10)
_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(2)
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_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    -87.00  -6.00   1.00    5.00    --  -41.68 125.00 120.00   81
  2  \w    -70.00  31.00   1.00    5.00    --  -41.68  57.00 -60.00  101
  3  \w     30.00 134.00   1.00   20.00    --  106.01 -30.00  60.00  104
  4  \w     33.00 112.00   1.00   20.00    --  106.01-125.00  90.00   79
  5  \w     78.00 178.00   1.00   20.00    --  106.01  30.00-120.00  100
  6  \w     97.00 178.00   1.00   20.00    --  106.01 125.00 120.00   81
  7  \w     80.00 178.00   1.00   20.00    --  106.01  45.00  30.00   98
  8  \w     14.00 115.00   1.00    5.00    --   41.68  57.00-180.00  101
  9  \w     14.00 115.00   1.00    5.00    --   41.68  57.00 -30.00  101
 10  \w     77.00 178.00   1.00   20.00    --  106.01  61.00  90.00  101
 11  \w     77.00 178.00   1.00   20.00    --  106.01  61.00 150.00  101
 12  \w     78.00 178.00   1.00   20.00    --  106.01  30.00 -30.00  100
 13  \w     23.00 107.00   1.00   20.00    --  106.01 -94.00-150.00   84
 14  \w    -66.00  33.00   1.00    5.00    --  -41.68  38.00 120.00   99
 15  \w     14.00 115.00   1.00    5.00    --   41.68  57.00  60.00  101
 16  \w     23.00 107.00   1.00   20.00    --  106.01 -94.00 120.00   84
 17  \w     33.00  69.00   1.00   20.00    --  106.01-125.00 -30.00   36
;
_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  0.0521
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            62472
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.869
_diffrn_reflns_theta_min         2.583
_exptl_absorpt_coefficient_mu    1.214
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.649
_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    1.302
_exptl_crystal_description       block
_exptl_crystal_F_000             2704
_exptl_crystal_size_max          0.387
_exptl_crystal_size_mid          0.033
_exptl_crystal_size_min          0.033
_refine_diff_density_max         0.695
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.155
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     870
_refine_ls_number_reflns         12997
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.155
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0630
_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^)+(0.0228P)^2^+15.5635P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1361
_refine_ls_wR_factor_ref         0.1411
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11123
_reflns_number_total             12997
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt03710b2.cif
_cod_data_source_block           51_01
_cod_depositor_comments
'Adding full bibliography for 7708897--7708904.cif.'
_cod_original_cell_volume        6530.93(10)
_cod_database_code               7708901
_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, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O5-C80
 1.436 with sigma of 0.01
 O5-C83
 1.436 with sigma of 0.01
 C80-C81
 1.492 with sigma of 0.01
 C82A-C83
 1.492 with sigma of 0.01
 C82B-C83
 1.492 with sigma of 0.01
 C81-C82A
 1.494 with sigma of 0.01
 C81-C82B
 1.494 with sigma of 0.01
 C80-C83
 2.317 with sigma of 0.02
 O5-C81
 2.337 with sigma of 0.02
 O5-C82A
 2.337 with sigma of 0.02
 O5-C82B
 2.337 with sigma of 0.02
 C83-C81
 2.347 with sigma of 0.02
 C80-C82A
 2.347 with sigma of 0.02
 C80-C82B
 2.347 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C73A) = Uanis(C73B)
Uanis(C74A) = Uanis(C74B)
Uanis(C75A) = Uanis(C75B)
Uanis(C76A) = Uanis(C76B)
Uanis(C77A) = Uanis(C77B)
Uanis(C78A) = Uanis(C79B)
Uanis(C79A) = Uanis(C78B)
Uanis(O4A) = Uanis(O4B)
4. Others
 Sof(O4B)=Sof(H72C)=Sof(H72D)=Sof(C73B)=Sof(H73A)=Sof(H73B)=Sof(C74B)=
 Sof(H74B)=Sof(C75B)=Sof(H75A)=Sof(H75B)=Sof(C76B)=Sof(C77B)=Sof(C78B)=
 Sof(H78A)=Sof(H78B)=Sof(H78C)=Sof(C79B)=Sof(H79A)=Sof(H79B)=Sof(H79C)=1-FVAR(1)
 Sof(H72A)=Sof(H72B)=Sof(O4A)=Sof(C73A)=Sof(H73C)=Sof(H73D)=Sof(C74A)=
 Sof(H74A)=Sof(C75A)=Sof(H75C)=Sof(H75D)=Sof(C76A)=Sof(C77A)=Sof(C78A)=
 Sof(H78D)=Sof(H78E)=Sof(H78F)=Sof(C79A)=Sof(H79D)=Sof(H79E)=Sof(H79F)=FVAR(1)
 Sof(H81C)=Sof(H81D)=Sof(C82B)=Sof(H82A)=Sof(H82B)=Sof(H83C)=Sof(H83D)=1-FVAR(2)
 Sof(H81A)=Sof(H81B)=Sof(H83A)=Sof(H83B)=Sof(C82A)=Sof(H82C)=Sof(H82D)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C10(H10), C24(H24), C43(H43), C57(H57), C74B(H74B), C74A(H74A)
5.b Secondary CH2 refined with riding coordinates:
 C70(H70A,H70B), C72(H72A,H72B), C72(H72C,H72D), C73B(H73A,H73B), C75B(H75A,
 H75B), C80(H80A,H80B), C81(H81A,H81B), C81(H81C,H81D), C82B(H82A,H82B),
 C83(H83A,H83B), C83(H83C,H83D), C73A(H73C,H73D), C75A(H75C,H75D), C82A(H82C,
 H82D)
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)
5.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C56(H56A,H56B,H56C), C78B(H78A,H78B,H78C), C79B(H79A,
 H79B,H79C), C78A(H78D,H78E,H78F), C79A(H79D,H79E,H79F)
;
_shelx_res_checksum              98347
_shelx_hkl_checksum              95143
_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
;