# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_m17168
_database_code_depnum_ccdc_archive 'CCDC 1845793'
loop_
_audit_author_name
_audit_author_address
'Sean Parkin' 'University of Kentucky'
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2017). 
# CIFFIX: http://xray.uky.edu/people/parkin/programs/ciffix 
_audit_update_record             
;
2018-05-28 deposited with the CCDC.	2019-03-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1

_shelx_SHELXL_version_number     2018/1

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Ag2 Cl4, 2(C12 H8 N O)'
_chemical_formula_sum            'C24 H16 Ag2 Cl4 N2 O2'
_chemical_formula_weight         721.93

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'
Ag Ag -0.8971 1.1015 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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'

_cell_length_a                   6.8483(2)
_cell_length_b                   14.6095(5)
_cell_length_c                   23.8424(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.371(2)
_cell_angle_gamma                90
_cell_volume                     2365.73(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    6173
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      27.35

_exptl_crystal_description       slab
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.027
_exptl_crystal_F_000             1408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    2.134
_shelx_estimated_absorpt_T_min   0.628
_shelx_estimated_absorpt_T_max   0.754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.607
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   
; 
In addition to absorption, multi-scan techniques also correct other slowly 
varying changes in scale factor over reciprocal space, such as those caused 
by x-ray beam inhomogeneity, goniometer imperfection, crystal decomposition, 
crystal longer than the x-ray beam cross section, absorption by the crystal 
mount etc.  These account, by and large, for much of the difference between 
estimated values of Tmin and Tmax and the _exptl_absorpt_correction_ values. 
;

_exptl_special_details           
; 
The crystal was mounted using polyisobutene oil on the tip of a fine glass 
fibre, which was fastened in a copper mounting pin with electrical solder. 
It was placed directly into the cold gas stream of a liquid-nitrogen based 
cryostat (Hope, 1994; Parkin & Hope, 1998). 
 
Diffraction data were collected with the crystal at 90K, which is standard 
practice in this laboratory for the majority of flash-cooled crystals. 
;

_diffrn_ambient_temperature      90.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker D8 Venture dual source'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 5.6
_diffrn_reflns_number            17897
_diffrn_reflns_av_unetI/netI     0.0622
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.216
_diffrn_reflns_theta_max         27.468
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.991

_reflns_number_total             5285
_reflns_number_gt                3504
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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. 
;

_computing_data_collection       'APEX3 (Bruker-AXS, 2016)'
_computing_cell_refinement       'APEX3 (Bruker-AXS, 2016)'
_computing_data_reduction        'APEX3 (Bruker-AXS, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2015b)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELX (Sheldrick, 2008) and CIFFIX (Parkin, 2013)'

_refine_special_details          
; 
Refinement progress was checked using Platon (Spek, 2009) and by 
an R-tensor (Parkin, 2000). The final model was further checked 
with the IUCr utility checkCIF. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0140P)²+1.2991P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5285
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0805
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.0747
_refine_ls_wR_factor_gt          0.0661
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Ag1 Ag 0.61815(5) 0.51496(2) 0.67853(2) 0.01974(10) Uani 1 1 d . . . . .
Ag2 Ag 0.11387(5) 0.49285(2) 0.67335(2) 0.02253(10) Uani 1 1 d . . . . .
Cl1 Cl 0.33893(16) 0.59645(7) 0.61822(5) 0.0197(3) Uani 1 1 d . . . . .
Cl2 Cl 0.40072(17) 0.39710(7) 0.72499(5) 0.0214(3) Uani 1 1 d . . . . .
Cl3 Cl 0.90283(16) 0.59225(7) 0.73863(5) 0.0192(3) Uani 1 1 d . . . . .
Cl4 Cl -0.17639(16) 0.40361(7) 0.62137(5) 0.0209(3) Uani 1 1 d . . . . .
O1A O 0.1916(5) 0.48904(19) 0.93298(14) 0.0249(8) Uani 1 1 d . . . . .
N1A N 0.2641(5) 0.3115(2) 0.84031(16) 0.0149(8) Uani 1 1 d . . . . .
C1A C 0.4494(6) 0.3098(3) 0.87696(19) 0.0141(10) Uani 1 1 d . . . . .
C2A C 0.6065(6) 0.2531(3) 0.8743(2) 0.0181(10) Uani 1 1 d . . . . .
H2A H 0.603679 0.205877 0.846834 0.022 Uiso 1 1 calc R U . . .
C3A C 0.7713(7) 0.2682(3) 0.9141(2) 0.0202(11) Uani 1 1 d . . . . .
H3A H 0.883941 0.230334 0.913793 0.024 Uiso 1 1 calc R U . . .
C4A C 0.7741(7) 0.3381(3) 0.9543(2) 0.0189(10) Uani 1 1 d . . . . .
H4A H 0.888770 0.347449 0.980631 0.023 Uiso 1 1 calc R U . . .
C5A C 0.6114(6) 0.3936(3) 0.9562(2) 0.0193(10) Uani 1 1 d . . . . .
H5A H 0.611868 0.440303 0.983900 0.023 Uiso 1 1 calc R U . . .
C6A C 0.4479(6) 0.3793(3) 0.91669(19) 0.0153(10) Uani 1 1 d . . . . .
C7A C 0.2555(7) 0.4272(3) 0.9064(2) 0.0179(10) Uani 1 1 d . . . . .
C8A C 0.1483(6) 0.3815(3) 0.8556(2) 0.0165(10) Uani 1 1 d . . . . .
C9A C -0.0307(6) 0.3979(3) 0.8258(2) 0.0191(10) Uani 1 1 d . . . . .
H9A H -0.109652 0.447157 0.835918 0.023 Uiso 1 1 calc R U . . .
C10A C -0.0976(7) 0.3416(3) 0.7800(2) 0.0215(11) Uani 1 1 d . . . . .
H10A H -0.222112 0.352202 0.758485 0.026 Uiso 1 1 calc R U . . .
C11A C 0.0200(7) 0.2703(3) 0.7665(2) 0.0218(11) Uani 1 1 d . . . . .
H11A H -0.026111 0.230362 0.736275 0.026 Uiso 1 1 calc R U . . .
C12A C 0.2059(6) 0.2562(3) 0.7968(2) 0.0175(10) Uani 1 1 d . . . . .
H12A H 0.288892 0.208475 0.786669 0.021 Uiso 1 1 calc R U . . .
O1B O -0.3015(4) 0.2347(2) 0.51042(14) 0.0216(8) Uani 1 1 d . . . . .
N1B N 0.1764(5) 0.2834(2) 0.57134(16) 0.0133(8) Uani 1 1 d . . . . .
C1B C 0.1257(6) 0.2086(3) 0.60697(19) 0.0128(9) Uani 1 1 d . . . . .
C2B C 0.2420(7) 0.1687(3) 0.65140(19) 0.0174(10) Uani 1 1 d . . . . .
H2B H 0.373213 0.188266 0.663056 0.021 Uiso 1 1 calc R U . . .
C3B C 0.1547(6) 0.0973(3) 0.6785(2) 0.0183(10) Uani 1 1 d . . . . .
H3B H 0.228902 0.067100 0.709478 0.022 Uiso 1 1 calc R U . . .
C4B C -0.0385(7) 0.0693(3) 0.6611(2) 0.0205(11) Uani 1 1 d . . . . .
H4B H -0.094002 0.021083 0.680594 0.025 Uiso 1 1 calc R U . . .
C5B C -0.1499(7) 0.1111(3) 0.6158(2) 0.0194(11) Uani 1 1 d . . . . .
H5B H -0.280904 0.091728 0.603602 0.023 Uiso 1 1 calc R U . . .
C6B C -0.0660(6) 0.1819(3) 0.58849(19) 0.0152(10) Uani 1 1 d . . . . .
C7B C -0.1428(7) 0.2384(3) 0.5393(2) 0.0191(11) Uani 1 1 d . . . . .
C8B C 0.0207(6) 0.3026(3) 0.5306(2) 0.0149(10) Uani 1 1 d . . . . .
C9B C 0.0354(6) 0.3696(3) 0.4917(2) 0.0181(11) Uani 1 1 d . . . . .
H9B H -0.071157 0.382874 0.463296 0.022 Uiso 1 1 calc R U . . .
C10B C 0.2120(6) 0.4182(3) 0.4948(2) 0.0207(11) Uani 1 1 d . . . . .
H10B H 0.226336 0.465124 0.468059 0.025 Uiso 1 1 calc R U . . .
C11B C 0.3657(7) 0.3989(3) 0.5363(2) 0.0209(11) Uani 1 1 d . . . . .
H11B H 0.485291 0.432346 0.537956 0.025 Uiso 1 1 calc R U . . .
C12B C 0.3457(6) 0.3303(3) 0.5757(2) 0.0196(11) Uani 1 1 d . . . . .
H12B H 0.449577 0.317041 0.604889 0.024 Uiso 1 1 calc R U . . .


_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
Ag1 Cl3 2.5322(12) . ?
Ag1 Cl1 2.5370(11) . ?
Ag1 Cl2 2.6140(12) . ?
Ag1 Cl4 2.6411(12) 1_655 ?
Ag2 Cl4 2.5602(12) . ?
Ag2 Cl2 2.5906(12) . ?
Ag2 Cl1 2.6294(12) . ?
Ag2 Cl3 2.6828(12) 1_455 ?
O1A C7A 1.216(5) . ?
N1A C12A 1.335(5) . ?
N1A C8A 1.371(5) . ?
N1A C1A 1.446(5) . ?
C1A C2A 1.366(6) . ?
C1A C6A 1.389(6) . ?
C2A C3A 1.395(6) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.399(6) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.383(6) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.383(6) . ?
C5A H5A 0.9500 . ?
C6A C7A 1.485(6) . ?
C7A C8A 1.491(6) . ?
C8A C9A 1.358(6) . ?
C9A C10A 1.396(6) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.379(6) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.396(6) . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
O1B C7B 1.211(5) . ?
N1B C12B 1.339(5) . ?
N1B C8B 1.376(5) . ?
N1B C1B 1.453(5) . ?
C1B C2B 1.371(6) . ?
C1B C6B 1.386(6) . ?
C2B C3B 1.401(6) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.396(6) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.382(6) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.385(6) . ?
C5B H5B 0.9500 . ?
C6B C7B 1.474(6) . ?
C7B C8B 1.495(6) . ?
C8B C9B 1.362(6) . ?
C9B C10B 1.396(6) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.377(6) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.393(6) . ?
C11B H11B 0.9500 . ?
C12B H12B 0.9500 . ?

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
Cl3 Ag1 Cl1 125.53(3) . . ?
Cl3 Ag1 Cl2 119.54(4) . . ?
Cl1 Ag1 Cl2 96.92(4) . . ?
Cl3 Ag1 Cl4 98.29(4) . 1_655 ?
Cl1 Ag1 Cl4 114.16(4) . 1_655 ?
Cl2 Ag1 Cl4 100.55(4) . 1_655 ?
Cl4 Ag2 Cl2 116.71(4) . . ?
Cl4 Ag2 Cl1 121.31(4) . . ?
Cl2 Ag2 Cl1 95.22(4) . . ?
Cl4 Ag2 Cl3 96.54(4) . 1_455 ?
Cl2 Ag2 Cl3 116.66(4) . 1_455 ?
Cl1 Ag2 Cl3 111.86(3) . 1_455 ?
Ag1 Cl1 Ag2 83.92(3) . . ?
Ag2 Cl2 Ag1 83.18(3) . . ?
Ag1 Cl3 Ag2 82.14(3) . 1_655 ?
Ag2 Cl4 Ag1 82.45(3) . 1_455 ?
C12A N1A C8A 122.2(4) . . ?
C12A N1A C1A 127.6(4) . . ?
C8A N1A C1A 110.1(4) . . ?
C2A C1A C6A 123.3(4) . . ?
C2A C1A N1A 128.2(4) . . ?
C6A C1A N1A 108.5(4) . . ?
C1A C2A C3A 116.5(4) . . ?
C1A C2A H2A 121.8 . . ?
C3A C2A H2A 121.8 . . ?
C2A C3A C4A 121.3(4) . . ?
C2A C3A H3A 119.3 . . ?
C4A C3A H3A 119.3 . . ?
C5A C4A C3A 120.6(4) . . ?
C5A C4A H4A 119.7 . . ?
C3A C4A H4A 119.7 . . ?
C6A C5A C4A 118.3(4) . . ?
C6A C5A H5A 120.8 . . ?
C4A C5A H5A 120.8 . . ?
C5A C6A C1A 119.9(4) . . ?
C5A C6A C7A 131.7(4) . . ?
C1A C6A C7A 108.4(4) . . ?
O1A C7A C6A 129.5(4) . . ?
O1A C7A C8A 125.7(4) . . ?
C6A C7A C8A 104.8(4) . . ?
C9A C8A N1A 120.4(4) . . ?
C9A C8A C7A 131.6(4) . . ?
N1A C8A C7A 108.0(4) . . ?
C8A C9A C10A 119.3(4) . . ?
C8A C9A H9A 120.3 . . ?
C10A C9A H9A 120.3 . . ?
C11A C10A C9A 119.0(4) . . ?
C11A C10A H10A 120.5 . . ?
C9A C10A H10A 120.5 . . ?
C10A C11A C12A 120.8(4) . . ?
C10A C11A H11A 119.6 . . ?
C12A C11A H11A 119.6 . . ?
N1A C12A C11A 118.3(4) . . ?
N1A C12A H12A 120.9 . . ?
C11A C12A H12A 120.9 . . ?
C12B N1B C8B 122.3(4) . . ?
C12B N1B C1B 127.5(4) . . ?
C8B N1B C1B 110.1(3) . . ?
C2B C1B C6B 124.0(4) . . ?
C2B C1B N1B 127.8(4) . . ?
C6B C1B N1B 108.3(4) . . ?
C1B C2B C3B 115.6(4) . . ?
C1B C2B H2B 122.2 . . ?
C3B C2B H2B 122.2 . . ?
C4B C3B C2B 121.7(4) . . ?
C4B C3B H3B 119.2 . . ?
C2B C3B H3B 119.2 . . ?
C5B C4B C3B 120.6(4) . . ?
C5B C4B H4B 119.7 . . ?
C3B C4B H4B 119.7 . . ?
C4B C5B C6B 118.5(4) . . ?
C4B C5B H5B 120.8 . . ?
C6B C5B H5B 120.8 . . ?
C5B C6B C1B 119.6(4) . . ?
C5B C6B C7B 131.6(4) . . ?
C1B C6B C7B 108.8(4) . . ?
O1B C7B C6B 129.1(4) . . ?
O1B C7B C8B 125.6(4) . . ?
C6B C7B C8B 105.3(4) . . ?
C9B C8B N1B 120.6(4) . . ?
C9B C8B C7B 131.9(4) . . ?
N1B C8B C7B 107.5(4) . . ?
C8B C9B C10B 118.0(4) . . ?
C8B C9B H9B 121.0 . . ?
C10B C9B H9B 121.0 . . ?
C11B C10B C9B 120.7(4) . . ?
C11B C10B H10B 119.6 . . ?
C9B C10B H10B 119.6 . . ?
C10B C11B C12B 119.9(4) . . ?
C10B C11B H11B 120.0 . . ?
C12B C11B H11B 120.0 . . ?
N1B C12B C11B 118.4(4) . . ?
N1B C12B H12B 120.8 . . ?
C11B C12B H12B 120.8 . . ?

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
C12A N1A C1A C2A 1.7(7) . . . . ?
C8A N1A C1A C2A -177.3(4) . . . . ?
C12A N1A C1A C6A -179.9(4) . . . . ?
C8A N1A C1A C6A 1.1(5) . . . . ?
C6A C1A C2A C3A -0.3(6) . . . . ?
N1A C1A C2A C3A 177.9(4) . . . . ?
C1A C2A C3A C4A -0.1(7) . . . . ?
C2A C3A C4A C5A 0.8(7) . . . . ?
C3A C4A C5A C6A -1.2(6) . . . . ?
C4A C5A C6A C1A 0.8(6) . . . . ?
C4A C5A C6A C7A -178.3(4) . . . . ?
C2A C1A C6A C5A 0.0(7) . . . . ?
N1A C1A C6A C5A -178.5(4) . . . . ?
C2A C1A C6A C7A 179.2(4) . . . . ?
N1A C1A C6A C7A 0.7(5) . . . . ?
C5A C6A C7A O1A -4.3(8) . . . . ?
C1A C6A C7A O1A 176.5(4) . . . . ?
C5A C6A C7A C8A 177.1(5) . . . . ?
C1A C6A C7A C8A -2.1(5) . . . . ?
C12A N1A C8A C9A -1.3(6) . . . . ?
C1A N1A C8A C9A 177.9(4) . . . . ?
C12A N1A C8A C7A 178.5(4) . . . . ?
C1A N1A C8A C7A -2.4(5) . . . . ?
O1A C7A C8A C9A 3.7(8) . . . . ?
C6A C7A C8A C9A -177.6(5) . . . . ?
O1A C7A C8A N1A -176.0(4) . . . . ?
C6A C7A C8A N1A 2.7(5) . . . . ?
N1A C8A C9A C10A 1.3(7) . . . . ?
C7A C8A C9A C10A -178.3(4) . . . . ?
C8A C9A C10A C11A 0.3(7) . . . . ?
C9A C10A C11A C12A -2.2(7) . . . . ?
C8A N1A C12A C11A -0.6(6) . . . . ?
C1A N1A C12A C11A -179.5(4) . . . . ?
C10A C11A C12A N1A 2.3(7) . . . . ?
C12B N1B C1B C2B -2.0(7) . . . . ?
C8B N1B C1B C2B 178.8(4) . . . . ?
C12B N1B C1B C6B 178.3(4) . . . . ?
C8B N1B C1B C6B -0.9(5) . . . . ?
C6B C1B C2B C3B -0.3(6) . . . . ?
N1B C1B C2B C3B -179.9(4) . . . . ?
C1B C2B C3B C4B -0.2(6) . . . . ?
C2B C3B C4B C5B 0.7(7) . . . . ?
C3B C4B C5B C6B -0.7(7) . . . . ?
C4B C5B C6B C1B 0.2(7) . . . . ?
C4B C5B C6B C7B 178.9(4) . . . . ?
C2B C1B C6B C5B 0.3(7) . . . . ?
N1B C1B C6B C5B 180.0(4) . . . . ?
C2B C1B C6B C7B -178.7(4) . . . . ?
N1B C1B C6B C7B 1.0(5) . . . . ?
C5B C6B C7B O1B -0.8(8) . . . . ?
C1B C6B C7B O1B 178.0(5) . . . . ?
C5B C6B C7B C8B -179.6(4) . . . . ?
C1B C6B C7B C8B -0.8(5) . . . . ?
C12B N1B C8B C9B 1.8(6) . . . . ?
C1B N1B C8B C9B -179.0(4) . . . . ?
C12B N1B C8B C7B -178.9(4) . . . . ?
C1B N1B C8B C7B 0.3(4) . . . . ?
O1B C7B C8B C9B 0.7(8) . . . . ?
C6B C7B C8B C9B 179.5(5) . . . . ?
O1B C7B C8B N1B -178.5(4) . . . . ?
C6B C7B C8B N1B 0.3(5) . . . . ?
N1B C8B C9B C10B -0.5(6) . . . . ?
C7B C8B C9B C10B -179.7(4) . . . . ?
C8B C9B C10B C11B -0.3(7) . . . . ?
C9B C10B C11B C12B -0.1(7) . . . . ?
C8B N1B C12B C11B -2.1(6) . . . . ?
C1B N1B C12B C11B 178.9(4) . . . . ?
C10B C11B C12B N1B 1.2(7) . . . . ?

_refine_diff_density_max         0.541
_refine_diff_density_min         -0.981
_refine_diff_density_rms         0.131

####################################################################### 
# 
# 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_m18136
_database_code_depnum_ccdc_archive 'CCDC 1869535'
loop_
_audit_author_name
_audit_author_address
'Sean Parkin'
;UKy
United States of America
;
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2017). 
# CIFFIX: http://xray.uky.edu/people/parkin/programs/ciffix 
_audit_update_record             
;
2018-09-24 deposited with the CCDC.	2019-03-22 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT934_m18136              
;
PROBLEM: Number of (Iobs-Icalc)/SigmaW > 10 Outliers ....          5 Check 
RESPONSE: All these had Fo^2 >> Fc^2, indicating that there were counts in 
the experimental data that are not accounted for by the model.  Often this 
is a symptom of twinning, but not in this case. The exact cause is unknown, 
but it is better to leave the ill-fitting data points in than to remove them.
;
_vrf_PLAT972_m18136              
;
PROBLEM: Check Calcd Resid. Dens.  1.75A   From N2             -2.65 eA-3  
RESPONSE: No good explanation. The crystal and data quality were not great,
but there is no ambiguity in the model.
;
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3

_shelx_SHELXL_version_number     2018/3

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H32 Au Cl2 N3 O, 0.767(C H2 Cl2)'
_chemical_formula_sum            'C33.77 H33.53 Au Cl3.53 N3 O'
_chemical_formula_weight         819.59

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.3471(3)
_cell_length_b                   13.4416(5)
_cell_length_c                   21.6337(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3299.64(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    9399
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      26.28

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_F_000             1617
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    4.776
_shelx_estimated_absorpt_T_min   0.381
_shelx_estimated_absorpt_T_max   0.673
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.366
_exptl_absorpt_correction_T_max  0.563
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   
; 
In addition to absorption, multi-scan techniques also correct other slowly 
varying changes in scale factor over reciprocal space, such as those caused 
by X-ray beam inhomogeneity, goniometer imperfection, crystal decomposition, 
crystal longer than the X-ray beam cross section, absorption by the crystal 
mount etc.  These account, by and large, for much of the difference between 
estimated values of Tmin and Tmax and the _exptl_absorpt_correction_ values. 
;

_exptl_special_details           
; 
The crystal was mounted using polyisobutene oil on the tip of a fine glass 
fibre, which was fastened in a copper mounting pin with electrical solder. 
It was placed directly into the cold gas stream of a liquid-nitrogen based 
cryostat (Hope, 1994; Parkin & Hope, 1998). 
 
Diffraction data were collected with the crystal at 90K, which is standard 
practice in this laboratory for the majority of flash-cooled crystals. 
;

_diffrn_ambient_temperature      90.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker D8 Venture dual source'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 5.6
_diffrn_reflns_number            55092
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.011
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.995

_reflns_number_total             7534
_reflns_number_gt                7158
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.786
_reflns_Friedel_fraction_max     0.987
_reflns_Friedel_fraction_full    0.992
_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.  Completness statistics refer to single and 
 composite reflections containing twin component 1 only. 
;

_computing_data_collection       'APEX3 (Bruker-AXS, 2016)'
_computing_cell_refinement       'APEX3 (Bruker-AXS, 2016)'
_computing_data_reduction        'APEX3 (Bruker-AXS, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELX (Sheldrick, 2008) and CIFFIX (Parkin, 2013)'

_refine_special_details          
; 
Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+26.9459P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00124(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.035(12)
_chemical_absolute_configuration .
# This crystal was twinned by inversion, so "absolute configuration" has 
# no relevance in this case. 
_refine_ls_number_reflns         7534
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0379
_refine_ls_wR_factor_ref         0.0928
_refine_ls_wR_factor_gt          0.0916
_refine_ls_goodness_of_fit_ref   1.208
_refine_ls_restrained_S_all      1.208
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.71246(3) 0.67843(3) 0.77083(2) 0.01542(11) Uani 1 1 d . . . . .
Cl1 Cl 0.8123(2) 0.52673(19) 0.77883(12) 0.0233(5) Uani 1 1 d . . . . .
Cl2 Cl 0.5733(2) 0.6247(2) 0.84495(12) 0.0236(5) Uani 1 1 d . . . . .
O1 O 0.6459(7) 0.5929(6) 0.6634(3) 0.0217(16) Uani 1 1 d . . . . .
N1 N 0.7436(8) 0.6196(7) 0.5137(4) 0.025(2) Uani 1 1 d . . . . .
N2 N 0.6452(8) 0.8848(6) 0.8131(4) 0.0186(18) Uani 1 1 d . . . . .
N3 N 0.5406(7) 0.8425(6) 0.7343(4) 0.0180(17) Uani 1 1 d . . . . .
C1 C 0.8355(9) 0.7132(8) 0.7059(5) 0.022(2) Uani 1 1 d . . . . .
C2 C 0.9338(9) 0.7684(8) 0.7242(6) 0.024(2) Uani 1 1 d . . . . .
H2 H 0.938612 0.794844 0.764813 0.028 Uiso 1 1 calc R U . . .
C3 C 1.0239(10) 0.7839(9) 0.6824(6) 0.030(3) Uani 1 1 d . . . . .
H3 H 1.091524 0.820416 0.694797 0.036 Uiso 1 1 calc R U . . .
C4 C 1.0175(10) 0.7474(9) 0.6229(6) 0.031(3) Uani 1 1 d . . . . .
H4 H 1.079791 0.759404 0.594539 0.037 Uiso 1 1 calc R U . . .
C5 C 0.9208(9) 0.6938(9) 0.6052(5) 0.024(2) Uani 1 1 d . . . . .
H5 H 0.917394 0.667809 0.564396 0.029 Uiso 1 1 calc R U . . .
C6 C 0.8266(8) 0.6761(10) 0.6458(4) 0.021(2) Uani 1 1 d . . . . .
C7 C 0.7255(9) 0.6120(7) 0.6267(4) 0.0171(19) Uani 1 1 d . . . . .
C8 C 0.7174(11) 0.5652(7) 0.5639(4) 0.021(2) Uani 1 1 d . . . . .
C9 C 0.6836(10) 0.4656(10) 0.5601(5) 0.029(3) Uani 1 1 d . . . . .
H9 H 0.665047 0.429143 0.596447 0.035 Uiso 1 1 calc R U . . .
C10 C 0.6776(11) 0.4209(10) 0.5027(6) 0.034(3) Uani 1 1 d . . . . .
H10 H 0.655365 0.352995 0.499003 0.041 Uiso 1 1 calc R U . . .
C11 C 0.7040(12) 0.4753(10) 0.4515(5) 0.036(3) Uani 1 1 d . . . . .
H11 H 0.701498 0.446034 0.411554 0.044 Uiso 1 1 calc R U . . .
C12 C 0.7350(11) 0.5756(10) 0.4589(5) 0.032(3) Uani 1 1 d . . . . .
H12 H 0.750619 0.613972 0.422954 0.039 Uiso 1 1 calc R U . . .
C13 C 0.6322(7) 0.8115(7) 0.7699(5) 0.0137(16) Uani 1 1 d . . . . .
C14 C 0.5613(9) 0.9574(8) 0.8034(5) 0.020(2) Uani 1 1 d . . . . .
H14 H 0.552458 1.016596 0.826948 0.024 Uiso 1 1 calc R U . . .
C15 C 0.4951(10) 0.9309(9) 0.7559(5) 0.021(2) Uani 1 1 d . . . . .
H15 H 0.429255 0.965924 0.739744 0.025 Uiso 1 1 calc R U . . .
C16 C 0.7382(8) 0.8943(7) 0.8578(5) 0.017(2) Uani 1 1 d . . . . .
C17 C 0.8419(9) 0.9415(8) 0.8410(5) 0.019(2) Uani 1 1 d . . . . .
C18 C 0.9291(10) 0.9544(9) 0.8866(5) 0.026(2) Uani 1 1 d . . . . .
H18 H 1.001650 0.985277 0.875935 0.031 Uiso 1 1 calc R U . . .
C19 C 0.9109(10) 0.9227(9) 0.9473(5) 0.028(3) Uani 1 1 d . . . . .
C20 C 0.8036(11) 0.8794(8) 0.9629(5) 0.024(2) Uani 1 1 d . . . . .
H20 H 0.790386 0.859383 1.004438 0.029 Uiso 1 1 calc R U . . .
C21 C 0.7161(11) 0.8646(7) 0.9197(5) 0.022(2) Uani 1 1 d . . . . .
C22 C 0.8611(12) 0.9924(9) 0.7785(6) 0.035(3) Uani 1 1 d . . . . .
H22A H 0.945663 1.002660 0.771858 0.052 Uiso 1 1 calc R U . . .
H22B H 0.820625 1.056759 0.778264 0.052 Uiso 1 1 calc R U . . .
H22C H 0.829408 0.950264 0.745512 0.052 Uiso 1 1 calc R U . . .
C23 C 1.0040(12) 0.9391(12) 0.9961(6) 0.039(3) Uani 1 1 d . . . . .
H23A H 0.978027 0.909308 1.035130 0.059 Uiso 1 1 calc R U . . .
H23B H 1.016352 1.010646 1.001909 0.059 Uiso 1 1 calc R U . . .
H23C H 1.077907 0.907983 0.982910 0.059 Uiso 1 1 calc R U . . .
C24 C 0.5986(10) 0.8264(12) 0.9399(5) 0.033(3) Uani 1 1 d . . . . .
H24A H 0.607958 0.787452 0.977910 0.050 Uiso 1 1 calc R U . . .
H24B H 0.565192 0.784191 0.907448 0.050 Uiso 1 1 calc R U . . .
H24C H 0.545672 0.882628 0.947779 0.050 Uiso 1 1 calc R U . . .
C25 C 0.4943(9) 0.7924(8) 0.6809(5) 0.021(2) Uani 1 1 d . . . . .
C26 C 0.5469(10) 0.8110(9) 0.6236(5) 0.024(2) Uani 1 1 d . . . . .
C27 C 0.5019(12) 0.7598(9) 0.5727(5) 0.029(3) Uani 1 1 d . . . . .
H27 H 0.537598 0.768868 0.533406 0.035 Uiso 1 1 calc R U . . .
C28 C 0.4057(12) 0.6954(9) 0.5781(6) 0.033(3) Uani 1 1 d . . . . .
C29 C 0.3516(10) 0.6846(10) 0.6344(5) 0.030(2) Uani 1 1 d . . . . .
H29 H 0.283252 0.644157 0.637398 0.036 Uiso 1 1 calc R U . . .
C30 C 0.395(1) 0.7323(8) 0.6880(5) 0.023(2) Uani 1 1 d . . . . .
C31 C 0.6444(11) 0.8856(9) 0.6173(6) 0.028(3) Uani 1 1 d . . . . .
H31A H 0.672485 0.886332 0.574490 0.042 Uiso 1 1 calc R U . . .
H31B H 0.709376 0.867388 0.644912 0.042 Uiso 1 1 calc R U . . .
H31C H 0.614964 0.951761 0.628428 0.042 Uiso 1 1 calc R U . . .
C32 C 0.3594(17) 0.6389(10) 0.5235(6) 0.053(5) Uani 1 1 d . . . . .
H32A H 0.289865 0.600462 0.535900 0.080 Uiso 1 1 calc R U . . .
H32B H 0.420377 0.593553 0.508193 0.080 Uiso 1 1 calc R U . . .
H32C H 0.337535 0.685712 0.490718 0.080 Uiso 1 1 calc R U . . .
C33 C 0.3375(10) 0.7227(9) 0.7489(6) 0.031(3) Uani 1 1 d . . . . .
H33A H 0.265770 0.682623 0.744717 0.047 Uiso 1 1 calc R U . . .
H33B H 0.316914 0.788930 0.764460 0.047 Uiso 1 1 calc R U . . .
H33C H 0.391510 0.690226 0.777886 0.047 Uiso 1 1 calc R U . . .
Cl1S Cl 1.1418(4) 0.7516(3) 0.8783(2) 0.0433(13) Uani 0.767(10) 1 d . . P A 1
Cl2S Cl 1.1005(4) 0.5396(3) 0.89320(19) 0.0379(12) Uani 0.767(10) 1 d . . P A 1
C1S C 1.0466(14) 0.6523(13) 0.8665(9) 0.039(5) Uani 0.767(10) 1 d . . P A 1
H1SA H 0.970995 0.666626 0.887546 0.047 Uiso 0.767(10) 1 calc R U P A 1
H1SB H 1.030210 0.646386 0.821688 0.047 Uiso 0.767(10) 1 calc R U P A 1


_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 C13 2.007(9) . ?
Au1 C1 2.034(10) . ?
Au1 Cl1 2.339(2) . ?
Au1 Cl2 2.363(3) . ?
O1 C7 1.228(12) . ?
N1 C12 1.329(15) . ?
N1 C8 1.342(13) . ?
N2 C13 1.366(12) . ?
N2 C14 1.379(13) . ?
N2 C16 1.437(13) . ?
N3 C13 1.359(12) . ?
N3 C15 1.377(14) . ?
N3 C25 1.437(13) . ?
C1 C2 1.396(14) . ?
C1 C6 1.398(15) . ?
C2 C3 1.381(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.378(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.368(16) . ?
C4 H4 0.9500 . ?
C5 C6 1.404(14) . ?
C5 H5 0.9500 . ?
C6 C7 1.493(15) . ?
C7 C8 1.501(13) . ?
C8 C9 1.395(16) . ?
C9 C10 1.382(16) . ?
C9 H9 0.9500 . ?
C10 C11 1.361(19) . ?
C10 H10 0.9500 . ?
C11 C12 1.402(18) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C14 C15 1.322(15) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.385(14) . ?
C16 C21 1.420(14) . ?
C17 C18 1.410(15) . ?
C17 C22 1.530(16) . ?
C18 C19 1.395(17) . ?
C18 H18 0.9500 . ?
C19 C20 1.391(17) . ?
C19 C23 1.510(15) . ?
C20 C21 1.379(16) . ?
C20 H20 0.9500 . ?
C21 C24 1.494(17) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C30 1.395(15) . ?
C25 C26 1.397(15) . ?
C26 C27 1.395(15) . ?
C26 C31 1.499(16) . ?
C27 C28 1.398(18) . ?
C27 H27 0.9500 . ?
C28 C29 1.370(18) . ?
C28 C32 1.500(16) . ?
C29 C30 1.413(15) . ?
C29 H29 0.9500 . ?
C30 C33 1.476(17) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
Cl1S C1S 1.736(16) . ?
Cl2S C1S 1.734(18) . ?
C1S H1SA 0.9900 . ?
C1S H1SB 0.9900 . ?

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
C13 Au1 C1 95.7(4) . . ?
C13 Au1 Cl1 175.8(3) . . ?
C1 Au1 Cl1 85.3(3) . . ?
C13 Au1 Cl2 88.6(3) . . ?
C1 Au1 Cl2 175.5(3) . . ?
Cl1 Au1 Cl2 90.42(9) . . ?
C12 N1 C8 117.5(10) . . ?
C13 N2 C14 109.4(8) . . ?
C13 N2 C16 127.1(8) . . ?
C14 N2 C16 123.2(9) . . ?
C13 N3 C15 111.0(9) . . ?
C13 N3 C25 126.3(8) . . ?
C15 N3 C25 122.7(8) . . ?
C2 C1 C6 120.7(10) . . ?
C2 C1 Au1 118.4(8) . . ?
C6 C1 Au1 120.7(8) . . ?
C3 C2 C1 119.1(11) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C4 C3 C2 121.2(11) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C5 C4 C3 119.4(11) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 121.7(11) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 117.8(10) . . ?
C1 C6 C7 121.3(9) . . ?
C5 C6 C7 120.7(9) . . ?
O1 C7 C6 120.5(9) . . ?
O1 C7 C8 116.9(10) . . ?
C6 C7 C8 122.6(9) . . ?
N1 C8 C9 122.5(10) . . ?
N1 C8 C7 119.4(9) . . ?
C9 C8 C7 118.1(9) . . ?
C10 C9 C8 118.9(12) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C11 C10 C9 119.1(12) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C12 118.6(10) . . ?
C10 C11 H11 120.7 . . ?
C12 C11 H11 120.7 . . ?
N1 C12 C11 123.3(11) . . ?
N1 C12 H12 118.4 . . ?
C11 C12 H12 118.4 . . ?
N3 C13 N2 104.4(8) . . ?
N3 C13 Au1 128.7(7) . . ?
N2 C13 Au1 126.0(7) . . ?
C15 C14 N2 108.6(10) . . ?
C15 C14 H14 125.7 . . ?
N2 C14 H14 125.7 . . ?
C14 C15 N3 106.5(10) . . ?
C14 C15 H15 126.8 . . ?
N3 C15 H15 126.8 . . ?
C17 C16 C21 121.8(10) . . ?
C17 C16 N2 119.2(9) . . ?
C21 C16 N2 118.6(9) . . ?
C16 C17 C18 118.(1) . . ?
C16 C17 C22 123.9(10) . . ?
C18 C17 C22 117.6(10) . . ?
C19 C18 C17 121.1(10) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C20 C19 C18 119.1(10) . . ?
C20 C19 C23 120.2(11) . . ?
C18 C19 C23 120.6(11) . . ?
C21 C20 C19 121.7(11) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C20 C21 C16 118.1(11) . . ?
C20 C21 C24 119.5(10) . . ?
C16 C21 C24 122.1(10) . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C30 C25 C26 123.1(10) . . ?
C30 C25 N3 118.5(10) . . ?
C26 C25 N3 118.3(10) . . ?
C27 C26 C25 117.1(11) . . ?
C27 C26 C31 121.9(11) . . ?
C25 C26 C31 121.(1) . . ?
C26 C27 C28 121.7(12) . . ?
C26 C27 H27 119.2 . . ?
C28 C27 H27 119.2 . . ?
C29 C28 C27 119.3(11) . . ?
C29 C28 C32 119.3(13) . . ?
C27 C28 C32 121.4(13) . . ?
C28 C29 C30 121.7(12) . . ?
C28 C29 H29 119.2 . . ?
C30 C29 H29 119.2 . . ?
C25 C30 C29 117.0(11) . . ?
C25 C30 C33 120.4(10) . . ?
C29 C30 C33 122.6(10) . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C28 C32 H32A 109.5 . . ?
C28 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C28 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
Cl2S C1S Cl1S 113.8(9) . . ?
Cl2S C1S H1SA 108.8 . . ?
Cl1S C1S H1SA 108.8 . . ?
Cl2S C1S H1SB 108.8 . . ?
Cl1S C1S H1SB 108.8 . . ?
H1SA C1S H1SB 107.7 . . ?

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
C6 C1 C2 C3 -1.6(17) . . . . ?
Au1 C1 C2 C3 173.4(9) . . . . ?
C1 C2 C3 C4 1.1(18) . . . . ?
C2 C3 C4 C5 -0.8(19) . . . . ?
C3 C4 C5 C6 1.0(19) . . . . ?
C2 C1 C6 C5 1.8(17) . . . . ?
Au1 C1 C6 C5 -173.1(8) . . . . ?
C2 C1 C6 C7 176.3(10) . . . . ?
Au1 C1 C6 C7 1.5(15) . . . . ?
C4 C5 C6 C1 -1.5(18) . . . . ?
C4 C5 C6 C7 -176.1(11) . . . . ?
C1 C6 C7 O1 2.1(16) . . . . ?
C5 C6 C7 O1 176.5(10) . . . . ?
C1 C6 C7 C8 -175.7(10) . . . . ?
C5 C6 C7 C8 -1.3(16) . . . . ?
C12 N1 C8 C9 0.8(17) . . . . ?
C12 N1 C8 C7 -179.8(10) . . . . ?
O1 C7 C8 N1 137.9(11) . . . . ?
C6 C7 C8 N1 -44.2(15) . . . . ?
O1 C7 C8 C9 -42.7(15) . . . . ?
C6 C7 C8 C9 135.2(11) . . . . ?
N1 C8 C9 C10 0.4(18) . . . . ?
C7 C8 C9 C10 -178.9(11) . . . . ?
C8 C9 C10 C11 -0.4(18) . . . . ?
C9 C10 C11 C12 -0.8(19) . . . . ?
C8 N1 C12 C11 -2.2(18) . . . . ?
C10 C11 C12 N1 2(2) . . . . ?
C15 N3 C13 N2 -1.9(11) . . . . ?
C25 N3 C13 N2 177.9(9) . . . . ?
C15 N3 C13 Au1 167.6(8) . . . . ?
C25 N3 C13 Au1 -12.5(15) . . . . ?
C14 N2 C13 N3 0.7(11) . . . . ?
C16 N2 C13 N3 -172.4(9) . . . . ?
C14 N2 C13 Au1 -169.3(7) . . . . ?
C16 N2 C13 Au1 17.7(15) . . . . ?
C13 N2 C14 C15 0.9(13) . . . . ?
C16 N2 C14 C15 174.2(10) . . . . ?
N2 C14 C15 N3 -2.0(13) . . . . ?
C13 N3 C15 C14 2.5(12) . . . . ?
C25 N3 C15 C14 -177.4(10) . . . . ?
C13 N2 C16 C17 85.7(13) . . . . ?
C14 N2 C16 C17 -86.4(13) . . . . ?
C13 N2 C16 C21 -101.1(12) . . . . ?
C14 N2 C16 C21 86.8(13) . . . . ?
C21 C16 C17 C18 3.7(16) . . . . ?
N2 C16 C17 C18 176.6(9) . . . . ?
C21 C16 C17 C22 -168.(1) . . . . ?
N2 C16 C17 C22 5.0(15) . . . . ?
C16 C17 C18 C19 -1.4(17) . . . . ?
C22 C17 C18 C19 170.8(11) . . . . ?
C17 C18 C19 C20 -1.2(18) . . . . ?
C17 C18 C19 C23 -178.6(11) . . . . ?
C18 C19 C20 C21 1.7(18) . . . . ?
C23 C19 C20 C21 179.1(11) . . . . ?
C19 C20 C21 C16 0.5(17) . . . . ?
C19 C20 C21 C24 -174.3(12) . . . . ?
C17 C16 C21 C20 -3.3(16) . . . . ?
N2 C16 C21 C20 -176.3(9) . . . . ?
C17 C16 C21 C24 171.4(11) . . . . ?
N2 C16 C21 C24 -1.6(16) . . . . ?
C13 N3 C25 C30 97.7(12) . . . . ?
C15 N3 C25 C30 -82.4(13) . . . . ?
C13 N3 C25 C26 -86.0(13) . . . . ?
C15 N3 C25 C26 93.8(13) . . . . ?
C30 C25 C26 C27 -5.3(17) . . . . ?
N3 C25 C26 C27 178.6(9) . . . . ?
C30 C25 C26 C31 172.6(10) . . . . ?
N3 C25 C26 C31 -3.5(16) . . . . ?
C25 C26 C27 C28 2.3(17) . . . . ?
C31 C26 C27 C28 -175.6(11) . . . . ?
C26 C27 C28 C29 2.1(18) . . . . ?
C26 C27 C28 C32 -178.7(12) . . . . ?
C27 C28 C29 C30 -4.0(18) . . . . ?
C32 C28 C29 C30 176.9(12) . . . . ?
C26 C25 C30 C29 3.6(16) . . . . ?
N3 C25 C30 C29 179.7(9) . . . . ?
C26 C25 C30 C33 -174.5(10) . . . . ?
N3 C25 C30 C33 1.6(15) . . . . ?
C28 C29 C30 C25 1.2(17) . . . . ?
C28 C29 C30 C33 179.3(11) . . . . ?

_refine_diff_density_max         1.880
_refine_diff_density_min         -2.501
_refine_diff_density_rms         0.175

