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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/7/13/40/7134087.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_7134087
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         'C25 H37 Au N2 O S2'
_chemical_formula_sum            'C25 H37 Au N2 O S2'
_chemical_formula_weight         642.65
_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_method           SHELXL-2019/3
_audit_update_record
;
2024-10-30 deposited with the CCDC.	2024-12-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.124(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.7924(2)
_cell_length_b                   21.8418(4)
_cell_length_c                   11.5554(2)
_cell_measurement_reflns_used    16615
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      30.030
_cell_measurement_theta_min      2.134
_cell_volume                     2652.76(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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 1.000
_diffrn_measured_fraction_theta_max 0.931
_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  0.0741
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            42924
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.062
_diffrn_reflns_theta_min         2.036
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    5.722
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38049
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_description       prism
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.994
_refine_diff_density_min         -1.445
_refine_diff_density_rms         0.143
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         7253
_refine_ls_number_restraints     247
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0365
_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/[σ²(Fo²)+(0.0432P)²+1.6539P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0854
_refine_ls_wR_factor_ref         0.0934
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6195
_reflns_number_total             7253
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc05193a3.cif
_cod_data_source_block           shelx_CCDC8
_cod_depositor_comments
'Adding full bibliography for 7134079--7134090.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7134087
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.84008(2) 0.19913(2) 0.40174(2) 0.02516(7) Uani 1 1 d . . . . .
S1 S 0.62524(11) 0.19038(4) 0.32275(10) 0.0298(2) Uani 1 1 d . . . . .
S2 S 0.69431(10) 0.06481(5) 0.43094(10) 0.0361(2) Uani 1 1 d . . . . .
N1 N 1.1096(3) 0.24863(16) 0.4498(3) 0.0319(8) Uani 1 1 d . . . . .
N2 N 1.0919(3) 0.17591(17) 0.5703(3) 0.0319(8) Uani 1 1 d . . . . .
O1 O 0.4660(3) 0.10754(13) 0.3307(3) 0.0319(6) Uani 1 1 d . . . . .
C1 C 1.0245(5) 0.2088(2) 0.4770(4) 0.0317(9) Uani 1 1 d . . . . .
C2 C 1.2276(4) 0.2407(2) 0.5250(4) 0.0386(10) Uani 1 1 d . . . . .
H2 H 1.302802 0.262934 0.522987 0.046 Uiso 1 1 calc R U . . .
C3 C 1.2168(5) 0.1964(2) 0.6008(4) 0.0380(11) Uani 1 1 d . . . . .
H3 H 1.282178 0.181562 0.663946 0.046 Uiso 1 1 calc R U . . .
C4 C 1.0792(5) 0.29241(19) 0.3543(4) 0.0338(10) Uani 1 1 d . . . . .
C5 C 1.0388(5) 0.3508(2) 0.3789(4) 0.0390(11) Uani 1 1 d . . . . .
C6 C 1.0115(6) 0.3918(2) 0.2842(4) 0.0510(14) Uani 1 1 d . . . . .
H6 H 0.983894 0.432028 0.296934 0.061 Uiso 1 1 calc R U . . .
C7 C 1.0240(6) 0.3750(2) 0.1714(4) 0.0549(15) Uani 1 1 d . . . . .
H7 H 1.004103 0.403780 0.108207 0.066 Uiso 1 1 calc R U . . .
C8 C 1.0642(5) 0.3182(2) 0.1502(4) 0.0437(12) Uani 1 1 d . . . . .
H8 H 1.072145 0.307680 0.072402 0.052 Uiso 1 1 calc R U . . .
C9 C 1.0944(4) 0.2745(2) 0.2415(4) 0.0329(9) Uani 1 1 d . . . . .
C10 C 1.0303(5) 0.3703(2) 0.5022(4) 0.0460(13) Uani 1 1 d . . . . .
H10 H 1.036970 0.332749 0.552608 0.055 Uiso 1 1 calc R U . . .
C11 C 0.9055(8) 0.4013(3) 0.5037(5) 0.082(2) Uani 1 1 d . . . . .
H11A H 0.894432 0.437087 0.451334 0.124 Uiso 1 1 calc R U . . .
H11B H 0.905626 0.414260 0.584913 0.124 Uiso 1 1 calc R U . . .
H11C H 0.835393 0.372463 0.475904 0.124 Uiso 1 1 calc R U . . .
C12 C 1.1447(8) 0.4118(3) 0.5551(5) 0.087(3) Uani 1 1 d . . . . .
H12A H 1.223567 0.388139 0.565480 0.131 Uiso 1 1 calc R U . . .
H12B H 1.135989 0.427484 0.632371 0.131 Uiso 1 1 calc R U . . .
H12C H 1.147195 0.446206 0.501242 0.131 Uiso 1 1 calc R U . . .
C13 C 1.0475(6) 0.1772(3) 0.1262(7) 0.083(3) Uani 1 1 d . . . . .
H13A H 1.037792 0.196998 0.048584 0.125 Uiso 1 1 calc R U . . .
H13B H 0.965368 0.176855 0.148944 0.125 Uiso 1 1 calc R U . . .
H13C H 1.077038 0.135014 0.121552 0.125 Uiso 1 1 calc R U . . .
C14 C 1.2713(6) 0.2189(4) 0.1871(7) 0.090(3) Uani 1 1 d . . . . .
H14A H 1.259776 0.237569 0.108249 0.134 Uiso 1 1 calc R U . . .
H14B H 1.310574 0.178507 0.186714 0.134 Uiso 1 1 calc R U . . .
H14C H 1.326357 0.245076 0.246106 0.134 Uiso 1 1 calc R U . . .
C15 C 1.1438(4) 0.2122(2) 0.2183(4) 0.0376(10) Uani 1 1 d . . . . .
H15 H 1.157629 0.188587 0.294272 0.045 Uiso 1 1 calc R U . . .
C16 C 1.0363(4) 0.12704(18) 0.6314(3) 0.0294(8) Uani 1 1 d . U . . .
H16 H 0.953622 0.114790 0.577843 0.035 Uiso 1 1 calc R U . A 1
C17 C 1.1274(11) 0.0672(4) 0.6514(12) 0.035(2) Uani 0.542(17) 1 d D U P B 1
H17A H 1.144197 0.054436 0.574181 0.042 Uiso 0.542(17) 1 calc R U P B 1
H17B H 1.209903 0.077980 0.704835 0.042 Uiso 0.542(17) 1 calc R U P B 1
C18 C 1.0687(11) 0.0134(4) 0.7050(12) 0.033(2) Uani 0.542(17) 1 d D U P B 1
H18A H 1.115592 -0.024365 0.694393 0.039 Uiso 0.542(17) 1 calc R U P B 1
H18B H 0.979608 0.008166 0.660182 0.039 Uiso 0.542(17) 1 calc R U P B 1
C19 C 1.0696(11) 0.0204(5) 0.8381(12) 0.040(3) Uani 0.542(17) 1 d D U P B 1
H19A H 1.069300 -0.021102 0.872454 0.048 Uiso 0.542(17) 1 calc R U P B 1
H19B H 1.150668 0.040171 0.877736 0.048 Uiso 0.542(17) 1 calc R U P B 1
C20 C 0.9618(16) 0.0565(5) 0.8691(11) 0.046(3) Uani 0.542(17) 1 d D U P B 1
H20A H 0.990595 0.071186 0.951861 0.056 Uiso 0.542(17) 1 calc R U P B 1
H20B H 0.890001 0.028033 0.867269 0.056 Uiso 0.542(17) 1 calc R U P B 1
C21 C 0.9120(13) 0.1106(5) 0.7921(14) 0.039(3) Uani 0.542(17) 1 d D U P B 1
H21A H 0.866205 0.137401 0.837465 0.047 Uiso 0.542(17) 1 calc R U P B 1
H21B H 0.848670 0.095358 0.722207 0.047 Uiso 0.542(17) 1 calc R U P B 1
C22 C 1.0076(13) 0.1500(4) 0.7469(10) 0.030(2) Uani 0.542(17) 1 d D U P B 1
H22A H 0.974158 0.192265 0.734692 0.036 Uiso 0.542(17) 1 calc R U P B 1
H22B H 1.087964 0.151458 0.808551 0.036 Uiso 0.542(17) 1 calc R U P B 1
C17A C 1.0810(14) 0.0702(5) 0.5972(12) 0.036(3) Uani 0.458(17) 1 d D U P B 2
H17C H 1.174986 0.069739 0.622038 0.043 Uiso 0.458(17) 1 calc R U P B 2
H17D H 1.057617 0.067226 0.509461 0.043 Uiso 0.458(17) 1 calc R U P B 2
C18A C 1.0296(12) 0.0141(5) 0.6489(13) 0.034(3) Uani 0.458(17) 1 d D U P B 2
H18C H 1.051612 -0.022962 0.608581 0.041 Uiso 0.458(17) 1 calc R U P B 2
H18D H 0.935713 0.016873 0.632897 0.041 Uiso 0.458(17) 1 calc R U P B 2
C19A C 1.0834(12) 0.0076(6) 0.7846(16) 0.042(3) Uani 0.458(17) 1 d D U P B 2
H19C H 1.082182 -0.036264 0.805674 0.051 Uiso 0.458(17) 1 calc R U P B 2
H19D H 1.173409 0.020975 0.803077 0.051 Uiso 0.458(17) 1 calc R U P B 2
C20A C 1.0132(16) 0.0437(7) 0.8642(12) 0.045(3) Uani 0.458(17) 1 d D U P B 2
H20C H 0.942294 0.018103 0.878232 0.054 Uiso 0.458(17) 1 calc R U P B 2
H20D H 1.072576 0.050363 0.942033 0.054 Uiso 0.458(17) 1 calc R U P B 2
C21A C 0.9598(15) 0.1048(7) 0.8170(15) 0.040(3) Uani 0.458(17) 1 d D U P B 2
H21C H 0.938207 0.128102 0.883235 0.048 Uiso 0.458(17) 1 calc R U P B 2
H21D H 0.879584 0.097610 0.757223 0.048 Uiso 0.458(17) 1 calc R U P B 2
C22A C 1.0472(13) 0.1451(6) 0.7596(13) 0.029(3) Uiso 0.458(17) 1 d D U P B 2
H22C H 1.022927 0.188662 0.763538 0.035 Uiso 0.458(17) 1 calc R U P B 2
H22D H 1.136461 0.140480 0.804262 0.035 Uiso 0.458(17) 1 calc R U P B 2
C23 C 0.5923(4) 0.11672(17) 0.3631(3) 0.0261(8) Uani 1 1 d . . . . .
C24 C 0.4164(4) 0.04711(19) 0.3502(4) 0.0351(10) Uani 1 1 d . . . . .
H24A H 0.441854 0.035900 0.435316 0.042 Uiso 1 1 calc R U . . .
H24B H 0.449945 0.015799 0.303389 0.042 Uiso 1 1 calc R U . . .
C25 C 0.2767(6) 0.0507(3) 0.3116(8) 0.103(3) Uani 1 1 d . . . . .
H25A H 0.243982 0.078519 0.364280 0.155 Uiso 1 1 calc R U . . .
H25B H 0.240019 0.009914 0.314952 0.155 Uiso 1 1 calc R U . . .
H25C H 0.253156 0.066229 0.229951 0.155 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'
O O 0.0106 0.0060 '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'
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 177.22(13) . . ?
C23 S1 Au1 102.70(14) . . ?
C1 N1 C2 110.6(3) . . ?
C1 N1 C4 123.7(4) . . ?
C2 N1 C4 125.6(3) . . ?
C1 N2 C3 110.1(3) . . ?
C1 N2 C16 123.9(4) . . ?
C3 N2 C16 126.0(4) . . ?
C23 O1 C24 118.4(3) . . ?
N1 C1 N2 104.7(4) . . ?
N1 C1 Au1 129.1(3) . . ?
N2 C1 Au1 126.2(3) . . ?
C3 C2 N1 107.4(4) . . ?
C2 C3 N2 107.1(4) . . ?
C5 C4 C9 123.3(4) . . ?
C5 C4 N1 118.5(4) . . ?
C9 C4 N1 118.2(4) . . ?
C6 C5 C4 116.6(4) . . ?
C6 C5 C10 120.8(4) . . ?
C4 C5 C10 122.6(4) . . ?
C7 C6 C5 121.3(5) . . ?
C8 C7 C6 120.9(5) . . ?
C7 C8 C9 121.0(4) . . ?
C8 C9 C4 116.9(4) . . ?
C8 C9 C15 120.6(4) . . ?
C4 C9 C15 122.4(4) . . ?
C5 C10 C11 112.5(4) . . ?
C5 C10 C12 109.1(4) . . ?
C11 C10 C12 111.6(5) . . ?
C14 C15 C9 109.5(5) . . ?
C14 C15 C13 113.5(6) . . ?
C9 C15 C13 111.5(4) . . ?
C17A C16 N2 107.4(5) . . ?
C17A C16 C22A 123.0(7) . . ?
N2 C16 C22A 109.2(6) . . ?
N2 C16 C22 111.5(5) . . ?
N2 C16 C17 110.6(4) . . ?
C22 C16 C17 112.2(6) . . ?
C18 C17 C16 112.6(7) . . ?
C17 C18 C19 114.7(8) . . ?
C20 C19 C18 117.1(9) . . ?
C19 C20 C21 117.4(9) . . ?
C20 C21 C22 117.9(10) . . ?
C16 C22 C21 113.8(9) . . ?
C16 C17A C18A 114.7(9) . . ?
C17A C18A C19A 112.6(9) . . ?
C20A C19A C18A 115.9(9) . . ?
C21A C20A C19A 116.0(10) . . ?
C20A C21A C22A 116.1(11) . . ?
C16 C22A C21A 110.7(11) . . ?
O1 C23 S2 123.7(3) . . ?
O1 C23 S1 108.7(3) . . ?
S2 C23 S1 127.6(2) . . ?
O1 C24 C25 106.9(4) . . ?
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 1.994(5) . ?
Au1 S1 2.2988(11) . ?
S1 C23 1.734(4) . ?
S2 C23 1.649(4) . ?
N1 C1 1.352(5) . ?
N1 C2 1.380(5) . ?
N1 C4 1.441(5) . ?
N2 C1 1.361(6) . ?
N2 C3 1.388(6) . ?
N2 C16 1.480(5) . ?
O1 C23 1.345(5) . ?
O1 C24 1.461(5) . ?
C2 C3 1.328(6) . ?
C4 C5 1.397(6) . ?
C4 C9 1.406(6) . ?
C5 C6 1.393(6) . ?
C5 C10 1.510(6) . ?
C6 C7 1.390(7) . ?
C7 C8 1.356(7) . ?
C8 C9 1.404(6) . ?
C9 C15 1.508(7) . ?
C10 C11 1.511(9) . ?
C10 C12 1.541(7) . ?
C13 C15 1.515(7) . ?
C14 C15 1.506(7) . ?
C16 C17A 1.420(12) . ?
C16 C22A 1.512(15) . ?
C16 C22 1.522(10) . ?
C16 C17 1.621(10) . ?
C17 C18 1.530(10) . ?
C18 C19 1.543(13) . ?
C19 C20 1.514(13) . ?
C20 C21 1.503(12) . ?
C21 C22 1.523(11) . ?
C17A C18A 1.521(12) . ?
C18A C19A 1.550(14) . ?
C19A C20A 1.535(15) . ?
C20A C21A 1.506(14) . ?
C21A C22A 1.545(12) . ?
C24 C25 1.474(7) . ?
