#------------------------------------------------------------------------------
#$Date: 2025-03-04 20:14:13 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298001 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/40/7134084.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_7134084
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
'C36 H43 Au Br N3 S2, 0.5(C H2 Cl2), 0.5(C H Cl3)'
_chemical_formula_sum            'C37 H44.5 Au Br Cl2.5 N3 S2'
_chemical_formula_weight         960.87
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 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                 113.020(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.7221(4)
_cell_length_b                   14.5417(2)
_cell_length_c                   24.1478(4)
_cell_measurement_reflns_used    26572
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      29.4590
_cell_measurement_theta_min      2.6940
_cell_volume                     7989.9(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.66a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.66a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.66a (Rigaku OD, 2022)'
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0697
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            53485
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.700
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    4.983
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27708
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.66a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_description       block
_exptl_crystal_F_000             3808
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.075
_refine_diff_density_max         2.687
_refine_diff_density_min         -1.118
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         8154
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0324
_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)+(0.0429P)²+15.4592P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0776
_refine_ls_wR_factor_ref         0.0837
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6794
_reflns_number_total             8154
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc05193a3.cif
_cod_data_source_block           shelx_CCDC5
_cod_depositor_comments
'Adding full bibliography for 7134079--7134090.cif.'
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_original_formula_sum        'C37 H44.50 Au Br Cl2.50 N3 S2'
_cod_database_code               7134084
_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   0.346
_shelx_estimated_absorpt_t_max   0.706
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -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
Br1 Br -0.22533(2) 0.76737(4) -0.10503(2) 0.04325(14) Uani 1 1 d . . . . .
Au1 Au 0.03838(2) 0.98263(2) 0.26691(2) 0.02020(6) Uani 1 1 d . . . . .
S1 S -0.00673(5) 0.90193(8) 0.17904(5) 0.0296(3) Uani 1 1 d . . . . .
S2 S 0.09017(5) 1.00342(9) 0.16134(6) 0.0337(3) Uani 1 1 d . . . . .
N1 N 0.05157(14) 1.0670(2) 0.38486(15) 0.0208(7) Uani 1 1 d . . . . .
N2 N 0.12111(13) 1.1090(2) 0.35644(15) 0.0192(7) Uani 1 1 d . . . . .
N3 N 0.00452(15) 0.9140(2) 0.07500(15) 0.0237(8) Uani 1 1 d . . . . .
C1 C 0.07272(17) 1.0576(3) 0.34189(18) 0.0200(8) Uani 1 1 d . . . . .
C2 C 0.08320(18) 1.1373(3) 0.42944(19) 0.0260(9) Uani 1 1 d . . . . .
H2A H 0.094069 1.114322 0.471006 0.031 Uiso 1 1 calc R U . . .
H2B H 0.059568 1.194045 0.423911 0.031 Uiso 1 1 calc R U . . .
C3 C 0.13781(18) 1.1537(3) 0.41529(19) 0.0272(10) Uani 1 1 d . . . . .
H3A H 0.145259 1.220149 0.412901 0.033 Uiso 1 1 calc R U . . .
H3B H 0.173131 1.124661 0.445811 0.033 Uiso 1 1 calc R U . . .
C4 C -0.00116(18) 1.0225(3) 0.38322(19) 0.0213(9) Uani 1 1 d . . . . .
C5 C 0.00572(19) 0.9434(3) 0.41837(19) 0.0258(9) Uani 1 1 d . . . . .
C6 C -0.0454(2) 0.9009(3) 0.4170(2) 0.0296(10) Uani 1 1 d . . . . .
H6 H -0.042426 0.847591 0.440700 0.036 Uiso 1 1 calc R U . . .
C7 C -0.1004(2) 0.9352(3) 0.3816(2) 0.0341(11) Uani 1 1 d . . . . .
H7 H -0.134717 0.904484 0.380659 0.041 Uiso 1 1 calc R U . . .
C8 C -0.1057(2) 1.0136(3) 0.3477(2) 0.0314(11) Uani 1 1 d . . . . .
H8 H -0.143751 1.036321 0.323658 0.038 Uiso 1 1 calc R U . . .
C9 C -0.05588(18) 1.0603(3) 0.3480(2) 0.0265(9) Uani 1 1 d . . . . .
C10 C -0.06378(19) 1.1480(3) 0.3119(2) 0.0307(10) Uani 1 1 d . . . . .
H10 H -0.023754 1.173105 0.319927 0.037 Uiso 1 1 calc R U . . .
C11 C -0.0972(2) 1.2210(3) 0.3312(2) 0.0420(12) Uani 1 1 d . . . . .
H11A H -0.137230 1.199260 0.322510 0.063 Uiso 1 1 calc R U . . .
H11B H -0.098881 1.277987 0.308902 0.063 Uiso 1 1 calc R U . . .
H11C H -0.077033 1.232578 0.374398 0.063 Uiso 1 1 calc R U . . .
C12 C -0.0942(2) 1.1307(4) 0.2442(2) 0.0411(12) Uani 1 1 d . . . . .
H12A H -0.070850 1.087147 0.231703 0.062 Uiso 1 1 calc R U . . .
H12B H -0.097728 1.188813 0.222491 0.062 Uiso 1 1 calc R U . . .
H12C H -0.133394 1.105037 0.235000 0.062 Uiso 1 1 calc R U . . .
C13 C 0.06601(19) 0.9040(3) 0.4546(2) 0.0284(10) Uani 1 1 d . . . . .
H13 H 0.094939 0.955638 0.464145 0.034 Uiso 1 1 calc R U . . .
C14 C 0.0831(2) 0.8331(3) 0.4167(2) 0.0380(12) Uani 1 1 d . . . . .
H14A H 0.055057 0.781965 0.406081 0.057 Uiso 1 1 calc R U . . .
H14B H 0.122704 0.809782 0.440132 0.057 Uiso 1 1 calc R U . . .
H14C H 0.082387 0.862547 0.379954 0.057 Uiso 1 1 calc R U . . .
C15 C 0.0708(2) 0.8615(3) 0.5138(2) 0.0371(11) Uani 1 1 d . . . . .
H15A H 0.059188 0.906916 0.537055 0.056 Uiso 1 1 calc R U . . .
H15B H 0.111530 0.842427 0.536764 0.056 Uiso 1 1 calc R U . . .
H15C H 0.044912 0.807859 0.505790 0.056 Uiso 1 1 calc R U . . .
C16 C 0.15674(16) 1.1121(3) 0.32148(18) 0.0196(8) Uani 1 1 d . . . . .
C17 C 0.14819(16) 1.1850(3) 0.28147(18) 0.0205(8) Uani 1 1 d . . . . .
C18 C 0.18193(17) 1.1862(3) 0.24657(18) 0.0225(9) Uani 1 1 d . . . . .
H18 H 0.177170 1.235005 0.218883 0.027 Uiso 1 1 calc R U . . .
C19 C 0.22204(17) 1.1174(3) 0.25187(19) 0.0258(9) Uani 1 1 d . . . . .
H19 H 0.244459 1.118939 0.227674 0.031 Uiso 1 1 calc R U . . .
C20 C 0.22981(18) 1.0462(3) 0.2922(2) 0.0267(9) Uani 1 1 d . . . . .
H20 H 0.257782 0.999544 0.295370 0.032 Uiso 1 1 calc R U . . .
C21 C 0.19767(17) 1.0411(3) 0.3283(2) 0.0233(9) Uani 1 1 d . . . . .
C22 C 0.10206(18) 1.2587(3) 0.2731(2) 0.0247(9) Uani 1 1 d . . . . .
H22 H 0.088625 1.252622 0.306961 0.030 Uiso 1 1 calc R U . . .
C23 C 0.1268(2) 1.3558(3) 0.2758(2) 0.0350(11) Uani 1 1 d . . . . .
H23A H 0.159403 1.365125 0.314754 0.052 Uiso 1 1 calc R U . . .
H23B H 0.095817 1.400983 0.270964 0.052 Uiso 1 1 calc R U . . .
H23C H 0.140917 1.363613 0.243417 0.052 Uiso 1 1 calc R U . . .
C24 C 0.04858(19) 1.2431(3) 0.2144(2) 0.0360(11) Uani 1 1 d . . . . .
H24A H 0.060337 1.248895 0.180246 0.054 Uiso 1 1 calc R U . . .
H24B H 0.018374 1.288958 0.210844 0.054 Uiso 1 1 calc R U . . .
H24C H 0.032792 1.181295 0.214619 0.054 Uiso 1 1 calc R U . . .
C25 C 0.2687(2) 0.9679(4) 0.4227(3) 0.0542(16) Uani 1 1 d . . . . .
H25A H 0.298242 0.958195 0.405594 0.081 Uiso 1 1 calc R U . . .
H25B H 0.272678 0.920047 0.452666 0.081 Uiso 1 1 calc R U . . .
H25C H 0.274630 1.028419 0.442061 0.081 Uiso 1 1 calc R U . . .
C26 C 0.2069(2) 0.9632(3) 0.3723(2) 0.0326(11) Uani 1 1 d . . . . .
H26 H 0.177655 0.970522 0.391276 0.039 Uiso 1 1 calc R U . . .
C27 C 0.1959(3) 0.8701(4) 0.3406(3) 0.0556(16) Uani 1 1 d . . . . .
H27A H 0.156068 0.868775 0.309230 0.083 Uiso 1 1 calc R U . . .
H27B H 0.200011 0.821195 0.369911 0.083 Uiso 1 1 calc R U . . .
H27C H 0.224543 0.860599 0.322333 0.083 Uiso 1 1 calc R U . . .
C28 C 0.02938(18) 0.9415(3) 0.13550(18) 0.0244(9) Uani 1 1 d . . . . .
C29 C 0.03738(19) 0.9072(3) 0.03913(19) 0.0268(9) Uani 1 1 d . . . . .
H29 H 0.077590 0.923774 0.051614 0.032 Uiso 1 1 calc R U . . .
C30 C 0.00358(19) 0.8738(3) -0.0156(2) 0.0271(9) Uani 1 1 d . . . . .
H30 H 0.015876 0.862518 -0.047664 0.033 Uiso 1 1 calc R U . . .
C31 C -0.05500(19) 0.8582(3) -0.01694(19) 0.0247(9) Uani 1 1 d . . . . .
C32 C -0.05346(18) 0.8853(3) 0.03945(19) 0.0247(9) Uani 1 1 d . . . . .
C33 C -0.1060(2) 0.8241(3) -0.0612(2) 0.0299(10) Uani 1 1 d . . . . .
H33 H -0.106941 0.804456 -0.099024 0.036 Uiso 1 1 calc R U . . .
C34 C -0.15525(19) 0.8201(3) -0.0479(2) 0.0323(11) Uani 1 1 d . . . . .
C35 C -0.1559(2) 0.8535(3) 0.0060(2) 0.0338(11) Uani 1 1 d . . . . .
H35 H -0.191591 0.853708 0.012039 0.041 Uiso 1 1 calc R U . . .
C36 C -0.10479(19) 0.8866(3) 0.0508(2) 0.0307(10) Uani 1 1 d . . . . .
H36 H -0.104702 0.909085 0.087809 0.037 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 176.21(11) . . ?
C28 S1 Au1 102.29(15) . . ?
C1 N1 C4 123.8(3) . . ?
C1 N1 C2 112.4(3) . . ?
C4 N1 C2 123.3(3) . . ?
C1 N2 C16 123.6(3) . . ?
C1 N2 C3 112.7(3) . . ?
C16 N2 C3 123.3(3) . . ?
C29 N3 C28 122.6(3) . . ?
C29 N3 C32 107.4(3) . . ?
C28 N3 C32 130.0(3) . . ?
N2 C1 N1 108.7(3) . . ?
N2 C1 Au1 124.3(3) . . ?
N1 C1 Au1 127.0(3) . . ?
N1 C2 C3 102.0(3) . . ?
N2 C3 C2 102.0(3) . . ?
C9 C4 C5 123.4(4) . . ?
C9 C4 N1 119.3(4) . . ?
C5 C4 N1 117.2(4) . . ?
C6 C5 C4 117.1(4) . . ?
C6 C5 C13 121.6(4) . . ?
C4 C5 C13 121.3(4) . . ?
C7 C6 C5 121.2(4) . . ?
C8 C7 C6 120.3(4) . . ?
C7 C8 C9 121.1(5) . . ?
C4 C9 C8 116.9(4) . . ?
C4 C9 C10 123.8(4) . . ?
C8 C9 C10 119.2(4) . . ?
C9 C10 C11 112.0(4) . . ?
C9 C10 C12 112.0(4) . . ?
C11 C10 C12 110.0(4) . . ?
C5 C13 C15 113.2(4) . . ?
C5 C13 C14 110.3(4) . . ?
C15 C13 C14 110.3(4) . . ?
C17 C16 C21 123.1(4) . . ?
C17 C16 N2 117.9(3) . . ?
C21 C16 N2 119.0(3) . . ?
C16 C17 C18 117.5(4) . . ?
C16 C17 C22 122.1(3) . . ?
C18 C17 C22 120.3(4) . . ?
C19 C18 C17 120.8(4) . . ?
C18 C19 C20 120.4(4) . . ?
C19 C20 C21 121.6(4) . . ?
C20 C21 C16 116.6(4) . . ?
C20 C21 C26 121.0(4) . . ?
C16 C21 C26 122.4(4) . . ?
C17 C22 C24 110.5(4) . . ?
C17 C22 C23 112.3(3) . . ?
C24 C22 C23 111.3(4) . . ?
C21 C26 C27 111.3(4) . . ?
C21 C26 C25 110.7(4) . . ?
C27 C26 C25 111.3(4) . . ?
N3 C28 S2 120.8(3) . . ?
N3 C28 S1 114.8(3) . . ?
S2 C28 S1 124.3(3) . . ?
C30 C29 N3 110.1(4) . . ?
C29 C30 C31 108.0(4) . . ?
C33 C31 C32 121.2(4) . . ?
C33 C31 C30 132.2(4) . . ?
C32 C31 C30 106.6(4) . . ?
C36 C32 C31 120.8(4) . . ?
C36 C32 N3 131.2(4) . . ?
C31 C32 N3 107.9(4) . . ?
C34 C33 C31 117.2(4) . . ?
C33 C34 C35 122.4(4) . . ?
C33 C34 Br1 119.1(4) . . ?
C35 C34 Br1 118.5(3) . . ?
C36 C35 C34 120.7(4) . . ?
C35 C36 C32 117.4(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
Br1 C34 1.903(4) . ?
Au1 C1 1.997(4) . ?
Au1 S1 2.2961(11) . ?
S1 C28 1.723(4) . ?
S2 C28 1.651(4) . ?
N1 C1 1.339(5) . ?
N1 C4 1.442(5) . ?
N1 C2 1.468(5) . ?
N2 C1 1.335(5) . ?
N2 C16 1.439(5) . ?
N2 C3 1.468(5) . ?
N3 C29 1.404(5) . ?
N3 C28 1.404(5) . ?
N3 C32 1.415(5) . ?
C2 C3 1.535(5) . ?
C4 C9 1.398(6) . ?
C4 C5 1.399(6) . ?
C5 C6 1.396(6) . ?
C5 C13 1.515(6) . ?
C6 C7 1.386(7) . ?
C7 C8 1.380(7) . ?
C8 C9 1.404(6) . ?
C9 C10 1.514(6) . ?
C10 C11 1.524(6) . ?
C10 C12 1.531(6) . ?
C13 C15 1.519(6) . ?
C13 C14 1.542(6) . ?
C16 C17 1.395(6) . ?
C16 C21 1.409(6) . ?
C17 C18 1.399(5) . ?
C17 C22 1.519(6) . ?
C18 C19 1.379(6) . ?
C19 C20 1.383(6) . ?
C20 C21 1.392(6) . ?
C21 C26 1.509(6) . ?
C22 C24 1.530(6) . ?
C22 C23 1.530(6) . ?
C25 C26 1.539(7) . ?
C26 C27 1.527(7) . ?
C29 C30 1.348(6) . ?
C30 C31 1.454(6) . ?
C31 C33 1.387(6) . ?
C31 C32 1.404(6) . ?
C32 C36 1.400(6) . ?
C33 C34 1.375(6) . ?
C34 C35 1.395(6) . ?
C35 C36 1.389(6) . ?
