# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aup_a
_database_code_depnum_ccdc_archive 'CCDC 2330029'
loop_
_audit_author_name
_audit_author_address
'Mikhail Kiskin'
;Kurnakov Institute of General and Inorganic Chemistry
Russia
;
_audit_update_record             
;
2024-01-31 deposited with the CCDC.	2025-07-16 downloaded from the CCDC.
;
_audit_creation_date             2023-01-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Au Cl4), Cl, C14 H13 N2, C14 H14 N2'
_chemical_formula_sum            'C28 H27 Au2 Cl9 N4'
_chemical_formula_weight         1132.52
_chemical_melting_point          ?
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'
Au Au -2.0133 8.8022 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.935(2)
_cell_length_b                   9.239(3)
_cell_length_c                   26.657(9)
_cell_angle_alpha                85.783(12)
_cell_angle_beta                 83.437(10)
_cell_angle_gamma                89.824(9)
_cell_volume                     1692.2(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9946
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.06
_cell_measurement_theta_min      2.29
_shelx_estimated_absorpt_T_max   0.834
_shelx_estimated_absorpt_T_min   0.398
_exptl_absorpt_coefficient_mu    9.398
_exptl_absorpt_correction_T_max  0.7466
_exptl_absorpt_correction_T_min  0.3396
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1472 before and 0.0646 after correction.
The Ratio of minimum to maximum transmission is 0.4549.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.223
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1068
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.0840
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.864
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            22306
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.864
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.206
_diffrn_reflns_theta_min         2.210
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.864
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8737
_reflns_number_total             11221
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.993
_refine_diff_density_min         -3.386
_refine_diff_density_rms         0.308
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     393
_refine_ls_number_reflns         11221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0515
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0240P)²+16.3748P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1118
_refine_ls_wR_factor_ref         0.1235
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H2)=1-FVAR(1)
 Sof(H1)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C2(H2A), C3(H3), C7(H7), C8(H8), C11(H11), C12(H12), N3(H3A),
 N4(H4), C16(H16), C17(H17), C21(H21), C22(H22), C25(H25), C26(H26)
3.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.00134(4) -0.09974(3) 0.85168(2) 0.01517(7) Uani 1 1 d . . . . .
Cl1 Cl -0.3054(3) -0.12227(19) 0.89284(7) 0.0205(3) Uani 1 1 d . . . . .
Cl2 Cl 0.0115(3) -0.34572(19) 0.84306(7) 0.0191(3) Uani 1 1 d . . . . .
Cl3 Cl 0.3062(3) -0.0755(2) 0.80978(8) 0.0230(4) Uani 1 1 d . . . . .
Cl4 Cl -0.0050(3) 0.14429(19) 0.86133(7) 0.0214(3) Uani 1 1 d . . . . .
Au2 Au -0.26400(4) 0.11048(3) 0.65584(2) 0.01496(7) Uani 1 1 d . . . . .
Cl5 Cl -0.2571(3) 0.0621(2) 0.74133(7) 0.0226(4) Uani 1 1 d . . . . .
Cl6 Cl -0.2664(3) -0.13403(19) 0.64616(7) 0.0224(4) Uani 1 1 d . . . . .
Cl7 Cl -0.2583(3) 0.16077(19) 0.57038(7) 0.0197(3) Uani 1 1 d . . . . .
Cl8 Cl -0.2695(3) 0.35610(18) 0.66506(7) 0.0189(3) Uani 1 1 d . . . . .
Cl9 Cl 0.2435(3) 0.68506(18) 0.55922(7) 0.0224(4) Uani 1 1 d . . . . .
N1 N 0.4869(8) 0.5741(6) 0.8534(2) 0.0137(11) Uani 1 1 d . . . . .
H1 H 0.4671 0.6666 0.8579 0.016 Uiso 0.82(11) 1 calc R . P A 1
N2 N 0.3146(8) 0.6675(6) 0.9432(2) 0.0152(11) Uani 1 1 d . . . . .
H2 H 0.3463 0.7293 0.9168 0.018 Uiso 0.18(11) 1 calc R . P A -1
C1 C 0.5732(10) 0.5383(8) 0.8086(3) 0.0170(13) Uani 1 1 d . . . . .
C2 C 0.6041(11) 0.3917(8) 0.8003(3) 0.0196(14) Uani 1 1 d . . . . .
H2A H 0.6647 0.3649 0.7686 0.023 Uiso 1 1 calc R . . . .
C3 C 0.5460(11) 0.2863(8) 0.8385(3) 0.0184(14) Uani 1 1 d . . . . .
H3 H 0.5665 0.1869 0.8326 0.022 Uiso 1 1 calc R . . . .
C4 C 0.4567(10) 0.3239(7) 0.8861(3) 0.0162(13) Uani 1 1 d . . . . .
C5 C 0.4273(10) 0.4738(8) 0.8928(3) 0.0154(13) Uani 1 1 d . . . . .
C6 C 0.2396(9) 0.7125(8) 0.9878(3) 0.0161(13) Uani 1 1 d . . . . .
C7 C 0.1870(10) 0.6143(8) 1.0309(3) 0.0170(13) Uani 1 1 d . . . . .
H7 H 0.1346 0.6496 1.0621 0.020 Uiso 1 1 calc R . . . .
C8 C 0.2128(9) 0.4676(8) 1.0268(3) 0.0148(13) Uani 1 1 d . . . . .
H8 H 0.1787 0.4013 1.0553 0.018 Uiso 1 1 calc R . . . .
C9 C 0.2897(9) 0.4159(7) 0.9802(3) 0.0150(13) Uani 1 1 d . . . . .
C10 C 0.3398(9) 0.5222(7) 0.9402(3) 0.0131(12) Uani 1 1 d . . . . .
C11 C 0.3968(11) 0.2224(8) 0.9275(3) 0.0190(14) Uani 1 1 d . . . . .
H11 H 0.4125 0.1216 0.9235 0.023 Uiso 1 1 calc R . . . .
C12 C 0.3185(10) 0.2660(8) 0.9722(3) 0.0173(13) Uani 1 1 d . . . . .
H12 H 0.2813 0.1953 0.9992 0.021 Uiso 1 1 calc R . . . .
C13 C 0.6298(11) 0.6573(8) 0.7686(3) 0.0211(15) Uani 1 1 d . . . . .
H13A H 0.5134 0.6956 0.7547 0.032 Uiso 1 1 calc GR . . . .
H13B H 0.7183 0.6190 0.7414 0.032 Uiso 1 1 calc GR . . . .
H13C H 0.6947 0.7352 0.7833 0.032 Uiso 1 1 calc GR . . . .
C14 C 0.2118(12) 0.8740(8) 0.9907(3) 0.0230(16) Uani 1 1 d . . . . .
H14A H 0.3387 0.9219 0.9884 0.035 Uiso 1 1 calc GR . . . .
H14B H 0.1363 0.8927 1.0229 0.035 Uiso 1 1 calc GR . . . .
H14C H 0.1422 0.9123 0.9626 0.035 Uiso 1 1 calc GR . . . .
N3 N 0.2437(8) 0.3616(6) 0.5464(2) 0.0143(11) Uani 1 1 d . . . . .
H3A H 0.2403 0.4552 0.5506 0.017 Uiso 1 1 calc R . . . .
N4 N 0.2144(8) 0.4601(6) 0.6481(2) 0.0144(11) Uani 1 1 d . . . . .
H4 H 0.2191 0.5239 0.6218 0.017 Uiso 1 1 calc R . . . .
C15 C 0.2519(10) 0.3185(7) 0.4992(3) 0.0169(13) Uani 1 1 d . . . . .
C16 C 0.2574(11) 0.1706(8) 0.4914(3) 0.0209(15) Uani 1 1 d . . . . .
H16 H 0.2626 0.1388 0.4582 0.025 Uiso 1 1 calc R . . . .
C17 C 0.2551(11) 0.0706(8) 0.5331(3) 0.0192(14) Uani 1 1 d . . . . .
H17 H 0.2589 -0.0303 0.5283 0.023 Uiso 1 1 calc R . . . .
C18 C 0.2472(10) 0.1180(7) 0.5824(2) 0.0134(12) Uani 1 1 d . . . . .
C19 C 0.2403(10) 0.2655(7) 0.5885(3) 0.0149(13) Uani 1 1 d . . . . .
C20 C 0.1948(10) 0.5104(8) 0.6939(3) 0.0171(13) Uani 1 1 d . . . . .
C21 C 0.1846(11) 0.4084(8) 0.7370(3) 0.0203(14) Uani 1 1 d . . . . .
H21 H 0.1665 0.4408 0.7702 0.024 Uiso 1 1 calc R . . . .
C22 C 0.2010(10) 0.2627(8) 0.7300(3) 0.0188(14) Uani 1 1 d . . . . .
H22 H 0.1990 0.1949 0.7587 0.023 Uiso 1 1 calc R . . . .
C23 C 0.2211(9) 0.2118(7) 0.6806(3) 0.0159(13) Uani 1 1 d . . . . .
C24 C 0.2277(9) 0.3163(7) 0.6390(3) 0.0144(13) Uani 1 1 d . . . . .
C25 C 0.2444(11) 0.0156(7) 0.6251(3) 0.0188(14) Uani 1 1 d . . . . .
H25 H 0.2524 -0.0852 0.6203 0.023 Uiso 1 1 calc R . . . .
C26 C 0.2300(10) 0.0622(8) 0.6734(3) 0.0177(14) Uani 1 1 d . . . . .
H26 H 0.2261 -0.0066 0.7018 0.021 Uiso 1 1 calc R . . . .
C27 C 0.2535(13) 0.4313(8) 0.4563(3) 0.0237(16) Uani 1 1 d . . . . .
H27A H 0.1380 0.4199 0.4389 0.036 Uiso 1 1 calc GR . . . .
H27B H 0.3703 0.4206 0.4325 0.036 Uiso 1 1 calc GR . . . .
H27C H 0.2532 0.5278 0.4694 0.036 Uiso 1 1 calc GR . . . .
C28 C 0.1827(11) 0.6700(7) 0.6979(3) 0.0203(15) Uani 1 1 d . . . . .
H28A H 0.3088 0.7148 0.6854 0.030 Uiso 1 1 calc GR . . . .
H28B H 0.1478 0.6902 0.7333 0.030 Uiso 1 1 calc GR . . . .
H28C H 0.0837 0.7103 0.6775 0.030 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 Cl1 2.2819(19) . ?
Au1 Cl2 2.3011(19) . ?
Au1 Cl3 2.2790(19) . ?
Au1 Cl4 2.2878(19) . ?
Au2 Cl5 2.296(2) . ?
Au2 Cl6 2.2928(19) . ?
Au2 Cl7 2.2874(19) . ?
Au2 Cl8 2.3003(18) . ?
N1 H1 0.8800 . ?
N1 C1 1.336(9) . ?
N1 C5 1.375(9) . ?
N2 H2 0.8800 . ?
N2 C6 1.338(9) . ?
N2 C10 1.359(8) . ?
C1 C2 1.400(10) . ?
C1 C13 1.496(10) . ?
C2 H2A 0.9500 . ?
C2 C3 1.382(10) . ?
C3 H3 0.9500 . ?
C3 C4 1.414(10) . ?
C4 C5 1.421(10) . ?
C4 C11 1.420(10) . ?
C5 C10 1.440(10) . ?
C6 C7 1.424(10) . ?
C6 C14 1.510(10) . ?
C7 H7 0.9500 . ?
C7 C8 1.376(10) . ?
C8 H8 0.9500 . ?
C8 C9 1.410(10) . ?
C9 C10 1.410(10) . ?
C9 C12 1.427(10) . ?
C11 H11 0.9500 . ?
C11 C12 1.340(10) . ?
C12 H12 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
N3 H3A 0.8800 . ?
N3 C15 1.342(9) . ?
N3 C19 1.378(8) . ?
N4 H4 0.8800 . ?
N4 C20 1.331(9) . ?
N4 C24 1.370(9) . ?
C15 C16 1.397(9) . ?
C15 C27 1.488(10) . ?
C16 H16 0.9500 . ?
C16 C17 1.391(10) . ?
C17 H17 0.9500 . ?
C17 C18 1.411(10) . ?
C18 C19 1.384(9) . ?
C18 C25 1.424(10) . ?
C19 C24 1.450(10) . ?
C20 C21 1.426(10) . ?
C20 C28 1.488(10) . ?
C21 H21 0.9500 . ?
C21 C22 1.375(10) . ?
C22 H22 0.9500 . ?
C22 C23 1.422(10) . ?
C23 C24 1.414(9) . ?
C23 C26 1.409(10) . ?
C25 H25 0.9500 . ?
C25 C26 1.380(10) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

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
Cl1 Au1 Cl2 90.32(6) . . ?
Cl1 Au1 Cl4 89.98(7) . . ?
Cl3 Au1 Cl1 179.30(7) . . ?
Cl3 Au1 Cl2 89.98(7) . . ?
Cl3 Au1 Cl4 89.73(7) . . ?
Cl4 Au1 Cl2 178.97(7) . . ?
Cl5 Au2 Cl8 91.01(7) . . ?
Cl6 Au2 Cl5 89.50(7) . . ?
Cl6 Au2 Cl8 178.56(7) . . ?
Cl7 Au2 Cl5 177.78(7) . . ?
Cl7 Au2 Cl6 90.98(7) . . ?
Cl7 Au2 Cl8 88.55(6) . . ?
C1 N1 H1 118.3 . . ?
C1 N1 C5 123.4(6) . . ?
C5 N1 H1 118.3 . . ?
C6 N2 H2 121.4 . . ?
C6 N2 C10 117.2(6) . . ?
C10 N2 H2 121.4 . . ?
N1 C1 C2 119.4(7) . . ?
N1 C1 C13 118.4(6) . . ?
C2 C1 C13 122.2(7) . . ?
C1 C2 H2A 120.2 . . ?
C3 C2 C1 119.7(7) . . ?
C3 C2 H2A 120.2 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.1(7) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C5 117.3(6) . . ?
C3 C4 C11 124.5(7) . . ?
C11 C4 C5 118.2(7) . . ?
N1 C5 C4 119.2(6) . . ?
N1 C5 C10 119.7(6) . . ?
C4 C5 C10 121.1(6) . . ?
N2 C6 C7 122.2(6) . . ?
N2 C6 C14 116.8(7) . . ?
C7 C6 C14 120.9(6) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 C6 119.4(7) . . ?
C8 C7 H7 120.3 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.0(7) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 116.1(6) . . ?
C8 C9 C12 124.0(7) . . ?
C10 C9 C12 119.9(6) . . ?
N2 C10 C5 117.4(6) . . ?
N2 C10 C9 125.0(6) . . ?
C9 C10 C5 117.6(6) . . ?
C4 C11 H11 119.4 . . ?
C12 C11 C4 121.3(7) . . ?
C12 C11 H11 119.4 . . ?
C9 C12 H12 119.1 . . ?
C11 C12 C9 121.8(7) . . ?
C11 C12 H12 119.1 . . ?
C1 C13 H13A 109.5 . . ?
C1 C13 H13B 109.5 . . ?
C1 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C14 H14A 109.5 . . ?
C6 C14 H14B 109.5 . . ?
C6 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 N3 H3A 118.6 . . ?
C15 N3 C19 122.8(6) . . ?
C19 N3 H3A 118.6 . . ?
C20 N4 H4 117.7 . . ?
C20 N4 C24 124.7(6) . . ?
C24 N4 H4 117.7 . . ?
N3 C15 C16 119.8(7) . . ?
N3 C15 C27 118.4(6) . . ?
C16 C15 C27 121.8(7) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 C15 118.9(7) . . ?
C17 C16 H16 120.5 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.4(6) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 C25 120.4(6) . . ?
C19 C18 C17 118.8(6) . . ?
C19 C18 C25 120.7(6) . . ?
N3 C19 C18 119.2(6) . . ?
N3 C19 C24 121.1(6) . . ?
C18 C19 C24 119.7(6) . . ?
N4 C20 C21 118.3(7) . . ?
N4 C20 C28 118.6(6) . . ?
C21 C20 C28 123.1(6) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 C20 119.5(7) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 121.0(7) . . ?
C23 C22 H22 119.5 . . ?
C24 C23 C22 117.7(6) . . ?
C26 C23 C22 121.3(6) . . ?
C26 C23 C24 121.0(7) . . ?
N4 C24 C19 123.0(6) . . ?
N4 C24 C23 118.7(6) . . ?
C23 C24 C19 118.2(6) . . ?
C18 C25 H25 119.9 . . ?
C26 C25 C18 120.3(6) . . ?
C26 C25 H25 119.9 . . ?
C23 C26 H26 119.9 . . ?
C25 C26 C23 120.1(6) . . ?
C25 C26 H26 119.9 . . ?
C15 C27 H27A 109.5 . . ?
C15 C27 H27B 109.5 . . ?
C15 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C20 C28 H28A 109.5 . . ?
C20 C28 H28B 109.5 . . ?
C20 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_a
_database_code_depnum_ccdc_archive 'CCDC 2330030'
loop_
_audit_author_name
_audit_author_address
'Mikhail Kiskin'
;Kurnakov Institute of General and Inorganic Chemistry
Russia
;
_audit_update_record             
;
2024-01-31 deposited with the CCDC.	2025-07-16 downloaded from the CCDC.
;
_audit_creation_date             2023-02-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Au0.5 Cl2), N O3, C12 H10 N2'
_chemical_formula_sum            'C12 H10 Au Cl4 N3 O3'
_chemical_formula_weight         583.00
_chemical_melting_point          ?
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'
Au Au -2.0133 8.8022 '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'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0224(8)
_cell_length_b                   10.1313(8)
_cell_length_c                   10.3591(5)
_cell_angle_alpha                118.203(2)
_cell_angle_beta                 95.537(2)
_cell_angle_gamma                100.503(2)
_cell_volume                     802.08(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7684
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.15
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   0.589
_shelx_estimated_absorpt_T_min   0.201
_exptl_absorpt_coefficient_mu    9.853
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.4979
_exptl_absorpt_correction_type   'multi scan'
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0796 before and 0.0364 after correction.
The Ratio of minimum to maximum transmission is 0.6670.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.414
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9764
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.138
_diffrn_reflns_theta_min         2.282
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4387
_reflns_number_total             5425
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.704
_refine_diff_density_min         -1.109
_refine_diff_density_rms         0.129
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         5425
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0196
_refine_ls_restrained_S_all      1.050
_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)+(0.0094P)²+0.5988P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0403
_refine_ls_wR_factor_ref         0.0430
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C1(H1A), C2(H2A), C3(H3), C6(H6), C7(H7), C8(H8), C11(H11), C12(H12)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.0000 1.0000 0.5000 0.01227(3) Uani 1 2 d S T P . .
Cl1 Cl 0.14868(7) 0.83814(7) 0.38233(7) 0.01827(11) Uani 1 1 d . . . . .
Cl2 Cl -0.00707(8) 0.91853(8) 0.67043(7) 0.02328(13) Uani 1 1 d . . . . .
Au2 Au 0.5000 0.5000 1.0000 0.01305(3) Uani 1 2 d S T P . .
Cl3 Cl 0.33717(7) 0.64091(8) 1.12320(7) 0.02168(13) Uani 1 1 d . . . . .
Cl4 Cl 0.70712(7) 0.69272(8) 1.17425(7) 0.02225(13) Uani 1 1 d . . . . .
O1 O 0.5324(2) 0.6079(2) 0.7734(2) 0.0249(4) Uani 1 1 d . . . . .
O2 O 0.7525(2) 0.7725(3) 0.8328(2) 0.0318(5) Uani 1 1 d . . . . .
O3 O 0.5705(2) 0.8459(2) 0.9503(2) 0.0249(4) Uani 1 1 d . . . . .
N3 N 0.6219(2) 0.7400(2) 0.8507(2) 0.0130(4) Uani 1 1 d . . . . .
N1 N 0.2217(3) 0.8711(3) 0.9147(2) 0.0184(4) Uani 1 1 d . . . . .
H1 H 0.279(4) 0.957(4) 0.945(3) 0.022(8) Uiso 1 1 d . . . . .
N2 N 0.4127(3) 0.6439(3) 0.4609(2) 0.0195(4) Uani 1 1 d . . . . .
H2 H 0.4108 0.5594 0.3773 0.023 Uiso 1 1 calc R . . . .
C1 C 0.1322(3) 0.8591(3) 1.0064(3) 0.0215(5) Uani 1 1 d . . . . .
H1A H 0.1362 0.9484 1.0991 0.026 Uiso 1 1 calc R . . . .
C2 C 0.0343(3) 0.7186(4) 0.9680(3) 0.0236(6) Uani 1 1 d . . . . .
H2A H -0.0323 0.7115 1.0314 0.028 Uiso 1 1 calc R . . . .
C3 C 0.0347(3) 0.5895(3) 0.8368(3) 0.0222(5) Uani 1 1 d . . . . .
H3 H -0.0293 0.4912 0.8106 0.027 Uiso 1 1 calc R . . . .
C4 C 0.1298(3) 0.6022(3) 0.7405(3) 0.0170(5) Uani 1 1 d . . . . .
C5 C 0.2241(3) 0.7486(3) 0.7816(3) 0.0151(4) Uani 1 1 d . . . . .
C6 C 0.5080(3) 0.7772(3) 0.4925(3) 0.0224(5) Uani 1 1 d . . . . .
H6 H 0.5739 0.7787 0.4268 0.027 Uiso 1 1 calc R . . . .
C7 C 0.5113(3) 0.9134(3) 0.6203(3) 0.0225(5) Uani 1 1 d . . . . .
H7 H 0.5783 1.0087 0.6421 0.027 Uiso 1 1 calc R . . . .
C8 C 0.4159(3) 0.9096(3) 0.7165(3) 0.0187(5) Uani 1 1 d . . . . .
H8 H 0.4151 1.0029 0.8034 0.022 Uiso 1 1 calc R . . . .
C9 C 0.3203(3) 0.7673(3) 0.6849(3) 0.0160(5) Uani 1 1 d . . . . .
C10 C 0.3178(3) 0.6324(3) 0.5525(3) 0.0174(5) Uani 1 1 d . . . . .
C11 C 0.1332(3) 0.4702(3) 0.6032(3) 0.0204(5) Uani 1 1 d . . . . .
H11 H 0.0707 0.3710 0.5760 0.024 Uiso 1 1 calc R . . . .
C12 C 0.2240(3) 0.4838(3) 0.5109(3) 0.0192(5) Uani 1 1 d . . . . .
H12 H 0.2249 0.3951 0.4196 0.023 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 Cl1 2.2810(6) 2_576 ?
Au1 Cl1 2.2810(6) . ?
Au1 Cl2 2.2765(6) . ?
Au1 Cl2 2.2765(6) 2_576 ?
Au2 Cl3 2.2868(6) . ?
Au2 Cl3 2.2868(6) 2_667 ?
Au2 Cl4 2.2914(7) 2_667 ?
Au2 Cl4 2.2914(7) . ?
O1 N3 1.246(3) . ?
O2 N3 1.220(3) . ?
O3 N3 1.288(3) . ?
N1 C1 1.338(3) . ?
N1 C5 1.356(3) . ?
N2 C6 1.332(4) . ?
N2 C10 1.368(3) . ?
C1 C2 1.379(4) . ?
C2 C3 1.371(4) . ?
C3 C4 1.412(3) . ?
C4 C5 1.406(4) . ?
C4 C11 1.428(3) . ?
C5 C9 1.443(3) . ?
C6 C7 1.381(4) . ?
C7 C8 1.388(3) . ?
C8 C9 1.406(4) . ?
C9 C10 1.400(3) . ?
C10 C12 1.422(4) . ?
C11 C12 1.356(3) . ?

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
Cl1 Au1 Cl1 180.00(2) 2_576 . ?
Cl2 Au1 Cl1 90.49(2) . . ?
Cl2 Au1 Cl1 89.51(2) . 2_576 ?
Cl2 Au1 Cl1 90.49(2) 2_576 2_576 ?
Cl2 Au1 Cl1 89.51(2) 2_576 . ?
Cl2 Au1 Cl2 180.0 . 2_576 ?
Cl3 Au2 Cl3 180.0 2_667 . ?
Cl3 Au2 Cl4 90.14(2) . 2_667 ?
Cl3 Au2 Cl4 89.86(2) 2_667 2_667 ?
Cl3 Au2 Cl4 90.14(2) 2_667 . ?
Cl3 Au2 Cl4 89.86(2) . . ?
Cl4 Au2 Cl4 180.0 . 2_667 ?
O1 N3 O3 117.4(2) . . ?
O2 N3 O1 122.8(2) . . ?
O2 N3 O3 119.8(2) . . ?
C1 N1 C5 123.0(2) . . ?
C6 N2 C10 123.0(2) . . ?
N1 C1 C2 120.8(3) . . ?
C3 C2 C1 118.9(2) . . ?
C2 C3 C4 120.1(3) . . ?
C3 C4 C11 121.6(2) . . ?
C5 C4 C3 119.0(2) . . ?
C5 C4 C11 119.3(2) . . ?
N1 C5 C4 118.0(2) . . ?
N1 C5 C9 121.2(2) . . ?
C4 C5 C9 120.8(2) . . ?
N2 C6 C7 120.4(2) . . ?
C6 C7 C8 119.3(3) . . ?
C7 C8 C9 119.8(2) . . ?
C8 C9 C5 124.4(2) . . ?
C10 C9 C5 116.5(2) . . ?
C10 C9 C8 119.1(2) . . ?
N2 C10 C9 118.4(2) . . ?
N2 C10 C12 118.6(2) . . ?
C9 C10 C12 123.0(2) . . ?
C12 C11 C4 121.2(2) . . ?
C11 C12 C10 119.2(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 2.7(4) . . . . ?
N1 C5 C9 C8 -1.1(4) . . . . ?
N1 C5 C9 C10 177.9(2) . . . . ?
N2 C6 C7 C8 0.8(4) . . . . ?
N2 C10 C12 C11 177.9(2) . . . . ?
C1 N1 C5 C4 -1.2(4) . . . . ?
C1 N1 C5 C9 178.8(2) . . . . ?
C1 C2 C3 C4 -2.4(4) . . . . ?
C2 C3 C4 C5 0.3(4) . . . . ?
C2 C3 C4 C11 180.0(3) . . . . ?
C3 C4 C5 N1 1.5(4) . . . . ?
C3 C4 C5 C9 -178.5(2) . . . . ?
C3 C4 C11 C12 179.4(3) . . . . ?
C4 C5 C9 C8 179.0(2) . . . . ?
C4 C5 C9 C10 -2.0(4) . . . . ?
C4 C11 C12 C10 0.3(4) . . . . ?
C5 N1 C1 C2 -0.9(4) . . . . ?
C5 C4 C11 C12 -0.9(4) . . . . ?
C5 C9 C10 N2 -177.1(2) . . . . ?
C5 C9 C10 C12 1.4(4) . . . . ?
C6 N2 C10 C9 0.5(4) . . . . ?
C6 N2 C10 C12 -178.0(2) . . . . ?
C6 C7 C8 C9 1.7(4) . . . . ?
C7 C8 C9 C5 175.9(2) . . . . ?
C7 C8 C9 C10 -3.1(4) . . . . ?
C8 C9 C10 N2 2.0(4) . . . . ?
C8 C9 C10 C12 -179.5(2) . . . . ?
C9 C10 C12 C11 -0.6(4) . . . . ?
C10 N2 C6 C7 -2.0(4) . . . . ?
C11 C4 C5 N1 -178.2(2) . . . . ?
C11 C4 C5 C9 1.8(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
