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#$Date: 2025-03-04 20:14:13 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298001 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/40/7134080.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7134080
loop_
_publ_author_name
'Chakraborty, Supratim'
'Gorski, Aleksander'
'Danylyuk, Oksana'
'Niemirowicz-Laskowska, Katarzyna'
'Car, Halina'
'Michalak, Michał'
_publ_section_title
;
 NHC-Au-xanthate complexes.
;
_journal_issue                   8
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1697
_journal_page_last               1700
_journal_paper_doi               10.1039/d4cc05193a
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C27 H37 Au N2 O S2'
_chemical_formula_sum            'C27 H37 Au N2 O S2'
_chemical_formula_weight         666.67
_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_method           SHELXL-2019/3
_audit_update_record
;
2024-10-30 deposited with the CCDC.	2024-12-23 downloaded from the CCDC.
;
_cell_angle_alpha                95.648(2)
_cell_angle_beta                 102.280(2)
_cell_angle_gamma                102.271(2)
_cell_formula_units_Z            2
_cell_length_a                   9.7973(3)
_cell_length_b                   10.8525(3)
_cell_length_c                   13.7903(3)
_cell_measurement_reflns_used    15196
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      30.028
_cell_measurement_theta_min      2.3880
_cell_volume                     1384.05(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector_area_resol_mean 16.2974
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.897
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.897
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22044
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.074
_diffrn_reflns_theta_min         2.192
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    5.487
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37398
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_description       prism
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.170
_refine_diff_density_max         1.989
_refine_diff_density_min         -1.946
_refine_diff_density_rms         0.135
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         7292
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.980
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0255
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0370P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0609
_refine_ls_wR_factor_ref         0.0630
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6786
_reflns_number_total             7292
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc05193a3.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7134079--7134090.cif.'
_cod_database_code               7134080
_shelx_shelxl_version_number     2019/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.230
_shelx_estimated_absorpt_t_max   0.456
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.42312(2) 0.39182(2) 0.79285(2) 0.01210(4) Uani 1 1 d . . . . .
S1 S 0.64052(8) 0.36114(7) 0.77109(6) 0.01667(15) Uani 1 1 d . . . . .
S2 S 0.74322(10) 0.23263(10) 0.61156(6) 0.0293(2) Uani 1 1 d . . . . .
N1 N 0.1819(3) 0.5181(2) 0.79932(19) 0.0150(5) Uani 1 1 d . . . . .
N2 N 0.1436(3) 0.3349(2) 0.85289(19) 0.0151(5) Uani 1 1 d . . . . .
O1 O 0.4855(2) 0.2831(2) 0.59074(16) 0.0204(5) Uani 1 1 d . . . . .
C1 C 0.2358(3) 0.4178(3) 0.8191(2) 0.0131(5) Uani 1 1 d . . . . .
C2 C 0.0092(3) 0.3758(3) 0.8555(2) 0.0192(6) Uani 1 1 d . . . . .
H2A H -0.007249 0.382024 0.923978 0.023 Uiso 1 1 calc R U . . .
H2B H -0.075228 0.316389 0.808645 0.023 Uiso 1 1 calc R U . . .
C3 C 0.0394(3) 0.5071(3) 0.8217(3) 0.0220(7) Uani 1 1 d . . . . .
H3A H -0.034268 0.510796 0.761222 0.026 Uiso 1 1 calc R U . . .
H3B H 0.042272 0.575424 0.875725 0.026 Uiso 1 1 calc R U . . .
C4 C 0.1642(3) 0.2202(3) 0.8914(2) 0.0139(5) Uani 1 1 d . . . . .
C5 C 0.2061(3) 0.2263(3) 0.9957(2) 0.0157(6) Uani 1 1 d . . . . .
C6 C 0.2089(3) 0.1123(3) 1.0342(2) 0.0175(6) Uani 1 1 d . . . . .
H6 H 0.236245 0.114603 1.104792 0.021 Uiso 1 1 calc R U . . .
C7 C 0.1729(3) -0.0046(3) 0.9719(2) 0.0165(6) Uani 1 1 d . . . . .
C8 C 0.1350(3) -0.0063(3) 0.8685(2) 0.0175(6) Uani 1 1 d . . . . .
H8 H 0.112344 -0.085373 0.825340 0.021 Uiso 1 1 calc R U . . .
C9 C 0.1294(3) 0.1048(3) 0.8268(2) 0.0160(6) Uani 1 1 d . . . . .
C10 C 0.2460(4) 0.3500(3) 1.0666(2) 0.0235(7) Uani 1 1 d . . . . .
H10A H 0.158771 0.369971 1.081108 0.035 Uiso 1 1 calc R U . . .
H10B H 0.294449 0.418601 1.035605 0.035 Uiso 1 1 calc R U . . .
H10C H 0.310783 0.342024 1.129176 0.035 Uiso 1 1 calc R U . . .
C11 C 0.1732(4) -0.1250(3) 1.0173(3) 0.0238(7) Uani 1 1 d . . . . .
H11A H 0.272487 -0.127436 1.047302 0.036 Uiso 1 1 calc R U . . .
H11B H 0.128523 -0.199068 0.965006 0.036 Uiso 1 1 calc R U . . .
H11C H 0.118670 -0.126933 1.069320 0.036 Uiso 1 1 calc R U . . .
C12 C 0.0862(3) 0.1005(3) 0.7145(2) 0.0241(7) Uani 1 1 d . . . . .
H12A H 0.062632 0.011921 0.681488 0.036 Uiso 1 1 calc R U . . .
H12B H 0.165983 0.150689 0.691936 0.036 Uiso 1 1 calc R U . . .
H12C H 0.001821 0.136239 0.697176 0.036 Uiso 1 1 calc R U . . .
C13 C 0.2598(3) 0.6389(3) 0.7824(2) 0.0141(5) Uani 1 1 d . . . . .
C14 C 0.2242(3) 0.6762(3) 0.6880(2) 0.0164(6) Uani 1 1 d . . . . .
C15 C 0.2896(3) 0.7995(3) 0.6764(2) 0.0182(6) Uani 1 1 d . . . . .
H15 H 0.266113 0.826294 0.612677 0.022 Uiso 1 1 calc R U . . .
C16 C 0.3877(3) 0.8842(3) 0.7548(2) 0.0184(6) Uani 1 1 d . . . . .
C17 C 0.4230(3) 0.8422(3) 0.8475(2) 0.0189(6) Uani 1 1 d . . . . .
H17 H 0.491711 0.898509 0.901420 0.023 Uiso 1 1 calc R U . . .
C18 C 0.3604(3) 0.7201(3) 0.8631(2) 0.0162(6) Uani 1 1 d . . . . .
C19 C 0.1201(4) 0.5857(3) 0.6011(2) 0.0229(7) Uani 1 1 d . . . . .
H19A H 0.138845 0.500528 0.601473 0.034 Uiso 1 1 calc R U . . .
H19B H 0.132119 0.615818 0.538036 0.034 Uiso 1 1 calc R U . . .
H19C H 0.021412 0.581681 0.607167 0.034 Uiso 1 1 calc R U . . .
C20 C 0.4539(4) 1.0186(3) 0.7413(3) 0.0287(8) Uani 1 1 d . . . . .
H20A H 0.423230 1.029156 0.670869 0.043 Uiso 1 1 calc R U . . .
H20B H 0.559047 1.034320 0.760671 0.043 Uiso 1 1 calc R U . . .
H20C H 0.422431 1.079388 0.783766 0.043 Uiso 1 1 calc R U . . .
C21 C 0.4001(3) 0.6795(3) 0.9646(2) 0.0192(6) Uani 1 1 d . . . . .
H21A H 0.447320 0.608858 0.959259 0.029 Uiso 1 1 calc R U . . .
H21B H 0.312961 0.651595 0.988617 0.029 Uiso 1 1 calc R U . . .
H21C H 0.465967 0.751494 1.012058 0.029 Uiso 1 1 calc R U . . .
C22 C 0.6145(3) 0.2886(3) 0.6496(2) 0.0180(6) Uani 1 1 d . . . . .
C23 C 0.4527(4) 0.2242(3) 0.4861(2) 0.0257(7) Uani 1 1 d . . . . .
H23A H 0.445887 0.131418 0.482193 0.031 Uiso 1 1 calc R U . . .
H23B H 0.529909 0.261846 0.454146 0.031 Uiso 1 1 calc R U . . .
C24 C 0.3096(4) 0.2476(3) 0.4321(2) 0.0238(7) Uani 1 1 d . . . . .
C25 C 0.1901(4) 0.1958(4) 0.4834(3) 0.0326(8) Uani 1 1 d . . . . .
H25A H 0.211457 0.242942 0.551347 0.049 Uiso 1 1 calc R U . . .
H25B H 0.184072 0.105121 0.487125 0.049 Uiso 1 1 calc R U . . .
H25C H 0.098055 0.206000 0.444595 0.049 Uiso 1 1 calc R U . . .
C26 C 0.3227(4) 0.3891(4) 0.4290(3) 0.0364(9) Uani 1 1 d . . . . .
H26A H 0.347476 0.434902 0.497688 0.055 Uiso 1 1 calc R U . . .
H26B H 0.230787 0.402168 0.392401 0.055 Uiso 1 1 calc R U . . .
H26C H 0.398161 0.421585 0.395027 0.055 Uiso 1 1 calc R U . . .
C27 C 0.2752(4) 0.1742(5) 0.3252(3) 0.0423(10) Uani 1 1 d . . . . .
H27A H 0.184671 0.187098 0.286154 0.063 Uiso 1 1 calc R U . . .
H27B H 0.265789 0.083009 0.328386 0.063 Uiso 1 1 calc R U . . .
H27C H 0.353067 0.205543 0.292931 0.063 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Au1 S1 177.18(8) . . ?
C22 S1 Au1 108.03(11) . . ?
C1 N1 C13 126.4(2) . . ?
C1 N1 C3 112.4(2) . . ?
C13 N1 C3 119.5(2) . . ?
C1 N2 C4 127.9(2) . . ?
C1 N2 C2 112.8(2) . . ?
C4 N2 C2 119.2(2) . . ?
C22 O1 C23 118.8(2) . . ?
N2 C1 N1 109.7(2) . . ?
N2 C1 Au1 125.4(2) . . ?
N1 C1 Au1 124.9(2) . . ?
N2 C2 C3 102.2(2) . . ?
N1 C3 C2 102.9(2) . . ?
C9 C4 C5 121.7(3) . . ?
C9 C4 N2 120.3(3) . . ?
C5 C4 N2 117.7(3) . . ?
C6 C5 C4 118.0(3) . . ?
C6 C5 C10 119.6(3) . . ?
C4 C5 C10 122.5(3) . . ?
C7 C6 C5 121.8(3) . . ?
C8 C7 C6 118.5(3) . . ?
C8 C7 C11 121.9(3) . . ?
C6 C7 C11 119.7(3) . . ?
C7 C8 C9 121.7(3) . . ?
C8 C9 C4 118.3(3) . . ?
C8 C9 C12 120.9(3) . . ?
C4 C9 C12 120.8(3) . . ?
C14 C13 C18 121.8(3) . . ?
C14 C13 N1 118.9(3) . . ?
C18 C13 N1 119.0(3) . . ?
C15 C14 C13 117.9(3) . . ?
C15 C14 C19 121.0(3) . . ?
C13 C14 C19 121.0(3) . . ?
C16 C15 C14 122.2(3) . . ?
C15 C16 C17 118.0(3) . . ?
C15 C16 C20 121.3(3) . . ?
C17 C16 C20 120.6(3) . . ?
C18 C17 C16 122.0(3) . . ?
C17 C18 C13 117.9(3) . . ?
C17 C18 C21 120.2(3) . . ?
C13 C18 C21 121.9(3) . . ?
O1 C22 S2 124.3(2) . . ?
O1 C22 S1 114.3(2) . . ?
S2 C22 S1 121.36(18) . . ?
O1 C23 C24 108.3(2) . . ?
C26 C24 C23 110.6(3) . . ?
C26 C24 C25 109.8(3) . . ?
C23 C24 C25 110.9(3) . . ?
C26 C24 C27 110.4(3) . . ?
C23 C24 C27 105.7(3) . . ?
C25 C24 C27 109.4(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C1 2.015(3) . ?
Au1 S1 2.3002(7) . ?
S1 C22 1.722(3) . ?
S2 C22 1.666(3) . ?
N1 C1 1.333(4) . ?
N1 C13 1.438(4) . ?
N1 C3 1.476(4) . ?
N2 C1 1.326(4) . ?
N2 C4 1.437(4) . ?
N2 C2 1.482(4) . ?
O1 C22 1.335(4) . ?
O1 C23 1.458(4) . ?
C2 C3 1.531(4) . ?
C4 C9 1.395(4) . ?
C4 C5 1.400(4) . ?
C5 C6 1.396(4) . ?
C5 C10 1.506(4) . ?
C6 C7 1.392(4) . ?
C7 C8 1.391(4) . ?
C7 C11 1.504(4) . ?
C8 C9 1.394(4) . ?
C9 C12 1.509(4) . ?
C13 C14 1.397(4) . ?
C13 C18 1.399(4) . ?
C14 C15 1.395(4) . ?
C14 C19 1.505(4) . ?
C15 C16 1.387(4) . ?
C16 C17 1.398(4) . ?
C16 C20 1.511(4) . ?
C17 C18 1.395(4) . ?
C18 C21 1.507(4) . ?
C23 C24 1.526(4) . ?
C24 C26 1.519(5) . ?
C24 C25 1.529(5) . ?
C24 C27 1.538(5) . ?
