# 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_m17109
_database_code_depnum_ccdc_archive 'CCDC 1868472'
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2017). 
# CIFFIX: http://xray.uky.edu/people/parkin/programs/ciffix 
_audit_update_record             
;
2018-09-18 deposited with the CCDC.
2019-01-08 downloaded from the CCDC.
;

_audit_creation_method           'SHELXL-2017 and CIFFIX/1'

_shelx_SHELXL_version_number     2017/1

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H8 Au Cl2 N2, 0.5(Au Cl4), 0.5(Au Cl2)'
_chemical_formula_sum            'C12 H8 Au2 Cl5 N2'
_chemical_formula_weight         751.39

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   7.4092(2)
_cell_length_b                   7.7822(2)
_cell_length_c                   14.3986(3)
_cell_angle_alpha                84.463(1)
_cell_angle_beta                 77.729(1)
_cell_angle_gamma                87.429(1)
_cell_volume                     807.22(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    9150
_cell_measurement_theta_min      2.81
_cell_measurement_theta_max      27.48

_exptl_crystal_description       'small block cut from needle'
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.091
_exptl_crystal_F_000             674
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    18.972
_shelx_estimated_absorpt_T_min   0.396
_shelx_estimated_absorpt_T_max   0.451
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.477
_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            21007
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.814
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999

_reflns_number_total             3691
_reflns_number_gt                3541
_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-2017/1 (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)+0.8980P] 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-2017/1 (Sheldrick, 2015b)'
_refine_ls_extinction_coef       0.00121(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3691
_refine_ls_number_parameters     194
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0134
_refine_ls_R_factor_gt           0.0122
_refine_ls_wR_factor_ref         0.0257
_refine_ls_wR_factor_gt          0.0254
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_restrained_S_all      1.138
_refine_ls_shift/su_max          0.003
_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
Au3 Au 1.000000 0.500000 0.500000 0.01097(4) Uani 1 2 d S . P . .
Cl4 Cl 0.69036(9) 0.52575(8) 0.55898(5) 0.02032(14) Uani 1 1 d . . . . .
Cl5 Cl 1.02626(9) 0.79288(7) 0.48048(5) 0.01716(13) Uani 1 1 d . . . . .
Au1 Au 0.38824(2) 0.47040(2) 0.77466(2) 0.01446(3) Uani 1 1 d . . . . .
Cl1 Cl 0.3651(1) 0.70674(8) 0.85622(5) 0.02362(14) Uani 1 1 d . . . . .
Cl2 Cl 0.14303(10) 0.56819(9) 0.71270(5) 0.02218(14) Uani 1 1 d . . . . .
N1 N 0.6197(3) 0.3739(3) 0.81905(16) 0.0168(5) Uani 1 1 d . . . . .
N2 N 0.4182(3) 0.2473(3) 0.70860(15) 0.0147(4) Uani 1 1 d . . . . .
C1 C 0.7089(4) 0.4378(4) 0.8780(2) 0.0216(6) Uani 1 1 d . . . . .
H1 H 0.668737 0.544940 0.902840 0.026 Uiso 1 1 calc R U . . .
C2 C 0.8609(4) 0.3494(4) 0.9039(2) 0.0243(6) Uani 1 1 d . . . . .
H2 H 0.924355 0.397372 0.945734 0.029 Uiso 1 1 calc R U . . .
C3 C 0.9195(4) 0.1942(4) 0.8696(2) 0.0229(6) Uani 1 1 d . . . . .
H3 H 1.021737 0.133544 0.888575 0.028 Uiso 1 1 calc R U . . .
C4 C 0.8282(4) 0.1246(4) 0.80625(19) 0.0180(5) Uani 1 1 d . . . . .
C5 C 0.6760(4) 0.2188(3) 0.78314(18) 0.0156(5) Uani 1 1 d . . . . .
C6 C 0.5706(4) 0.1523(3) 0.72496(18) 0.0145(5) Uani 1 1 d . . . . .
C7 C 0.6177(4) -0.0067(3) 0.68717(18) 0.0162(5) Uani 1 1 d . . . . .
C8 C 0.5030(4) -0.0641(3) 0.63148(19) 0.0184(5) Uani 1 1 d . . . . .
H8 H 0.531639 -0.170259 0.603437 0.022 Uiso 1 1 calc R U . . .
C9 C 0.3501(4) 0.0309(3) 0.61701(19) 0.0189(6) Uani 1 1 d . . . . .
H9 H 0.271103 -0.010258 0.580446 0.023 Uiso 1 1 calc R U . . .
C10 C 0.3109(4) 0.1893(3) 0.65652(19) 0.0177(5) Uani 1 1 d . . . . .
H10 H 0.205674 0.256099 0.645740 0.021 Uiso 1 1 calc R U . . .
C11 C 0.8753(4) -0.0385(4) 0.76779(19) 0.0202(6) Uani 1 1 d . . . . .
H11 H 0.978181 -0.104094 0.782810 0.024 Uiso 1 1 calc R U . . .
C12 C 0.7758(4) -0.1003(3) 0.71058(19) 0.0190(6) Uani 1 1 d . . . . .
H12 H 0.811074 -0.207965 0.685255 0.023 Uiso 1 1 calc R U . . .
Au2 Au 0.500000 0.000000 1.000000 0.01622(4) Uani 1 2 d S . P . .
Cl3 Cl 0.27884(9) 0.20559(9) 0.98335(5) 0.02108(14) Uani 1 1 d . . . . .


_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
Au3 Cl4 2.2777(6) 2_766 ?
Au3 Cl4 2.2777(6) . ?
Au3 Cl5 2.2814(6) 2_766 ?
Au3 Cl5 2.2814(6) . ?
Au1 N2 2.040(2) . ?
Au1 N1 2.042(2) . ?
Au1 Cl1 2.2570(7) . ?
Au1 Cl2 2.2605(7) . ?
N1 C1 1.324(4) . ?
N1 C5 1.372(3) . ?
N2 C10 1.322(3) . ?
N2 C6 1.372(3) . ?
C1 C2 1.393(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.366(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.405(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.399(4) . ?
C4 C11 1.433(4) . ?
C5 C6 1.406(4) . ?
C6 C7 1.400(4) . ?
C7 C8 1.399(4) . ?
C7 C12 1.435(4) . ?
C8 C9 1.367(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.400(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.349(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
Au2 Cl3 2.2716(7) . ?
Au2 Cl3 2.2716(7) 2_657 ?

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
Cl4 Au3 Cl4 180.0 2_766 . ?
Cl4 Au3 Cl5 91.18(2) 2_766 2_766 ?
Cl4 Au3 Cl5 88.82(2) . 2_766 ?
Cl4 Au3 Cl5 88.82(2) 2_766 . ?
Cl4 Au3 Cl5 91.19(2) . . ?
Cl5 Au3 Cl5 180.0 2_766 . ?
N2 Au1 N1 81.98(9) . . ?
N2 Au1 Cl1 175.72(6) . . ?
N1 Au1 Cl1 94.29(7) . . ?
N2 Au1 Cl2 94.01(6) . . ?
N1 Au1 Cl2 174.85(6) . . ?
Cl1 Au1 Cl2 89.84(3) . . ?
C1 N1 C5 120.1(2) . . ?
C1 N1 Au1 128.58(19) . . ?
C5 N1 Au1 111.26(17) . . ?
C10 N2 C6 120.2(2) . . ?
C10 N2 Au1 128.26(18) . . ?
C6 N2 Au1 111.50(17) . . ?
N1 C1 C2 120.7(3) . . ?
N1 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 120.5(3) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 119.9(3) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 117.0(3) . . ?
C5 C4 C11 118.4(2) . . ?
C3 C4 C11 124.5(3) . . ?
N1 C5 C4 121.8(2) . . ?
N1 C5 C6 117.8(2) . . ?
C4 C5 C6 120.3(2) . . ?
N2 C6 C7 121.5(2) . . ?
N2 C6 C5 117.4(2) . . ?
C7 C6 C5 121.0(2) . . ?
C8 C7 C6 117.1(2) . . ?
C8 C7 C12 125.1(2) . . ?
C6 C7 C12 117.8(2) . . ?
C9 C8 C7 120.7(2) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 119.4(3) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
N2 C10 C9 121.0(2) . . ?
N2 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C12 C11 C4 121.0(2) . . ?
C12 C11 H11 119.5 . . ?
C4 C11 H11 119.5 . . ?
C11 C12 C7 121.4(3) . . ?
C11 C12 H12 119.3 . . ?
C7 C12 H12 119.3 . . ?
Cl3 Au2 Cl3 180.0 . 2_657 ?

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
C5 N1 C1 C2 0.3(4) . . . . ?
Au1 N1 C1 C2 177.0(2) . . . . ?
N1 C1 C2 C3 -0.7(4) . . . . ?
C1 C2 C3 C4 1.3(4) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C2 C3 C4 C11 -178.5(3) . . . . ?
C1 N1 C5 C4 -0.6(4) . . . . ?
Au1 N1 C5 C4 -177.8(2) . . . . ?
C1 N1 C5 C6 176.7(2) . . . . ?
Au1 N1 C5 C6 -0.5(3) . . . . ?
C3 C4 C5 N1 1.2(4) . . . . ?
C11 C4 C5 N1 178.4(2) . . . . ?
C3 C4 C5 C6 -176.0(2) . . . . ?
C11 C4 C5 C6 1.2(4) . . . . ?
C10 N2 C6 C7 0.3(4) . . . . ?
Au1 N2 C6 C7 179.50(19) . . . . ?
C10 N2 C6 C5 -178.2(2) . . . . ?
Au1 N2 C6 C5 0.9(3) . . . . ?
N1 C5 C6 N2 -0.3(3) . . . . ?
C4 C5 C6 N2 177.0(2) . . . . ?
N1 C5 C6 C7 -178.9(2) . . . . ?
C4 C5 C6 C7 -1.5(4) . . . . ?
N2 C6 C7 C8 0.3(4) . . . . ?
C5 C6 C7 C8 178.9(2) . . . . ?
N2 C6 C7 C12 -177.9(2) . . . . ?
C5 C6 C7 C12 0.6(4) . . . . ?
C6 C7 C8 C9 -1.3(4) . . . . ?
C12 C7 C8 C9 176.8(3) . . . . ?
C7 C8 C9 C10 1.6(4) . . . . ?
C6 N2 C10 C9 -0.1(4) . . . . ?
Au1 N2 C10 C9 -179.09(19) . . . . ?
C8 C9 C10 N2 -0.9(4) . . . . ?
C5 C4 C11 C12 0.0(4) . . . . ?
C3 C4 C11 C12 177.0(3) . . . . ?
C4 C11 C12 C7 -0.9(4) . . . . ?
C8 C7 C12 C11 -177.5(3) . . . . ?
C6 C7 C12 C11 0.6(4) . . . . ?

_refine_diff_density_max         0.775
_refine_diff_density_min         -0.695
_refine_diff_density_rms         0.103

####################################################################### 
# 
# 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_m18193
_database_code_depnum_ccdc_archive 'CCDC 1868474'
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2017). 
# CIFFIX: http://xray.uky.edu/people/parkin/programs/ciffix 
_audit_update_record             
;
2018-09-18 deposited with the CCDC.
2019-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3

_shelx_SHELXL_version_number     2018/3

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H12 Au Cl2 N2, F6 P'
_chemical_formula_sum            'C14 H12 Au Cl2 F6 N2 P'
_chemical_formula_weight         621.09

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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 '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                   7.0330(2)
_cell_length_b                   14.1302(3)
_cell_length_c                   17.3904(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.714(1)
_cell_angle_gamma                90
_cell_volume                     1724.59(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    9889
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      27.47

_exptl_crystal_description       'cut block'
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.392
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    8.995
_shelx_estimated_absorpt_T_min   0.498
_shelx_estimated_absorpt_T_max   0.662
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.548
_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            23696
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.755
_diffrn_reflns_theta_max         27.467
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998

_reflns_number_total             3936
_reflns_number_gt                3661
_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-2018/3 (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)+(0.0049P)²+2.1822P] 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       0.00037(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3936
_refine_ls_number_parameters     238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0173
_refine_ls_R_factor_gt           0.0146
_refine_ls_wR_factor_ref         0.0313
_refine_ls_wR_factor_gt          0.0303
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0.005
_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 0.93942(2) 0.57813(2) 0.81064(2) 0.01421(4) Uani 1 1 d . . . . .
Cl1 Cl 1.22129(9) 0.59402(4) 0.87898(3) 0.02175(13) Uani 1 1 d . . . . .
Cl2 Cl 0.85047(10) 0.47170(5) 0.89780(4) 0.02644(14) Uani 1 1 d . . . . .
N1 N 1.0041(3) 0.67237(13) 0.72791(11) 0.0141(4) Uani 1 1 d . . . . .
N2 N 0.6977(3) 0.56639(14) 0.74091(11) 0.0158(4) Uani 1 1 d . . . . .
C1 C 1.1572(3) 0.72701(17) 0.72648(14) 0.0172(5) Uani 1 1 d . . . . .
H1 H 1.251604 0.724268 0.768028 0.021 Uiso 1 1 calc R U . . .
C2 C 1.1821(3) 0.78822(17) 0.66532(14) 0.0185(5) Uani 1 1 d . . . . .
H2 H 1.292948 0.826734 0.666101 0.022 Uiso 1 1 calc R U . . .
C3 C 1.0490(3) 0.79419(16) 0.60341(13) 0.0167(5) Uani 1 1 d . . . . .
C4 C 0.8835(3) 0.73661(16) 0.60505(13) 0.0151(5) Uani 1 1 d . . . . .
C5 C 0.8658(3) 0.67737(16) 0.66881(13) 0.0133(4) Uani 1 1 d . . . . .
C6 C 0.7036(3) 0.61975(15) 0.67546(13) 0.0131(4) Uani 1 1 d . . . . .
C7 C 0.5566(3) 0.61835(16) 0.61740(13) 0.0145(5) Uani 1 1 d . . . . .
C8 C 0.3972(3) 0.55800(16) 0.62777(14) 0.0168(5) Uani 1 1 d . . . . .
C9 C 0.3962(3) 0.50780(17) 0.69541(14) 0.0192(5) Uani 1 1 d . . . . .
H9 H 0.290156 0.468608 0.704384 0.023 Uiso 1 1 calc R U . . .
C10 C 0.5474(3) 0.51315(17) 0.75113(14) 0.0176(5) Uani 1 1 d . . . . .
H10 H 0.542045 0.477764 0.797389 0.021 Uiso 1 1 calc R U . . .
C11 C 0.7321(3) 0.73420(17) 0.54586(13) 0.0172(5) Uani 1 1 d . . . . .
H11 H 0.740043 0.772938 0.501534 0.021 Uiso 1 1 calc R U . . .
C12 C 0.5771(3) 0.67767(16) 0.55172(13) 0.0167(5) Uani 1 1 d . . . . .
H12 H 0.479960 0.677553 0.511144 0.020 Uiso 1 1 calc R U . . .
C13 C 1.0800(4) 0.85879(17) 0.53704(14) 0.0209(5) Uani 1 1 d . . . . .
H13A H 1.078447 0.821826 0.489319 0.031 Uiso 1 1 calc R U . . .
H13B H 1.203553 0.890481 0.545582 0.031 Uiso 1 1 calc R U . . .
H13C H 0.978410 0.906312 0.532808 0.031 Uiso 1 1 calc R U . . .
C14 C 0.2395(4) 0.54794(19) 0.56637(15) 0.0228(5) Uani 1 1 d . . . . .
H14A H 0.190539 0.610716 0.551562 0.034 Uiso 1 1 calc R U . . .
H14B H 0.136706 0.509883 0.585985 0.034 Uiso 1 1 calc R U . . .
H14C H 0.288008 0.516619 0.521319 0.034 Uiso 1 1 calc R U . . .
P1 P 0.85418(9) 0.33037(4) 0.65509(4) 0.01701(13) Uani 1 1 d . . . . .
F1 F 0.9354(2) 0.23509(11) 0.69421(10) 0.0307(4) Uani 1 1 d . . . . .
F2 F 0.7730(3) 0.42566(11) 0.61667(9) 0.0351(4) Uani 1 1 d . . . . .
F3 F 1.0094(3) 0.32432(11) 0.59275(10) 0.0358(4) Uani 1 1 d . . . . .
F4 F 0.6996(2) 0.33651(11) 0.71835(9) 0.0278(3) Uani 1 1 d . . . . .
F5 F 0.9980(2) 0.39146(12) 0.71046(10) 0.0361(4) Uani 1 1 d . . . . .
F6 F 0.7088(2) 0.26886(12) 0.60122(10) 0.0387(4) Uani 1 1 d . . . . .


_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 N2 2.030(2) . ?
Au1 N1 2.0332(19) . ?
Au1 Cl2 2.2525(6) . ?
Au1 Cl1 2.2556(6) . ?
N1 C1 1.327(3) . ?
N1 C5 1.370(3) . ?
N2 C10 1.319(3) . ?
N2 C6 1.368(3) . ?
C1 C2 1.391(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.383(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.422(3) . ?
C3 C13 1.499(3) . ?
C4 C5 1.401(3) . ?
C4 C11 1.433(3) . ?
C5 C6 1.412(3) . ?
C6 C7 1.398(3) . ?
C7 C8 1.429(3) . ?
C7 C12 1.432(3) . ?
C8 C9 1.374(3) . ?
C8 C14 1.496(3) . ?
C9 C10 1.393(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.360(3) . ?
C11 H11 0.9500 . ?
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 . ?
P1 F3 1.5896(17) . ?
P1 F2 1.5925(16) . ?
P1 F1 1.5973(15) . ?
P1 F6 1.5981(17) . ?
P1 F4 1.5985(16) . ?
P1 F5 1.6030(16) . ?

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
N2 Au1 N1 81.25(8) . . ?
N2 Au1 Cl2 95.11(6) . . ?
N1 Au1 Cl2 176.35(6) . . ?
N2 Au1 Cl1 175.08(6) . . ?
N1 Au1 Cl1 94.50(6) . . ?
Cl2 Au1 Cl1 89.13(2) . . ?
C1 N1 C5 119.6(2) . . ?
C1 N1 Au1 127.84(16) . . ?
C5 N1 Au1 112.60(15) . . ?
C10 N2 C6 119.6(2) . . ?
C10 N2 Au1 127.86(17) . . ?
C6 N2 Au1 112.51(15) . . ?
N1 C1 C2 121.3(2) . . ?
N1 C1 H1 119.4 . . ?
C2 C1 H1 119.4 . . ?
C3 C2 C1 121.4(2) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 117.6(2) . . ?
C2 C3 C13 120.8(2) . . ?
C4 C3 C13 121.6(2) . . ?
C5 C4 C3 118.2(2) . . ?
C5 C4 C11 117.0(2) . . ?
C3 C4 C11 124.8(2) . . ?
N1 C5 C4 122.0(2) . . ?
N1 C5 C6 116.5(2) . . ?
C4 C5 C6 121.5(2) . . ?
N2 C6 C7 122.2(2) . . ?
N2 C6 C5 117.0(2) . . ?
C7 C6 C5 120.8(2) . . ?
C6 C7 C8 117.8(2) . . ?
C6 C7 C12 117.4(2) . . ?
C8 C7 C12 124.8(2) . . ?
C9 C8 C7 117.6(2) . . ?
C9 C8 C14 121.2(2) . . ?
C7 C8 C14 121.2(2) . . ?
C8 C9 C10 121.4(2) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
N2 C10 C9 121.3(2) . . ?
N2 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C12 C11 C4 121.5(2) . . ?
C12 C11 H11 119.3 . . ?
C4 C11 H11 119.3 . . ?
C11 C12 C7 121.8(2) . . ?
C11 C12 H12 119.1 . . ?
C7 C12 H12 119.1 . . ?
C3 C13 H13A 109.5 . . ?
C3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C8 C14 H14A 109.5 . . ?
C8 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C8 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
F3 P1 F2 90.16(9) . . ?
F3 P1 F1 90.16(9) . . ?
F2 P1 F1 179.59(10) . . ?
F3 P1 F6 90.71(10) . . ?
F2 P1 F6 90.89(10) . . ?
F1 P1 F6 89.35(9) . . ?
F3 P1 F4 179.51(10) . . ?
F2 P1 F4 90.08(9) . . ?
F1 P1 F4 89.60(9) . . ?
F6 P1 F4 89.72(9) . . ?
F3 P1 F5 90.24(10) . . ?
F2 P1 F5 89.54(10) . . ?
F1 P1 F5 90.21(9) . . ?
F6 P1 F5 178.96(11) . . ?
F4 P1 F5 89.33(9) . . ?

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
C5 N1 C1 C2 -1.2(3) . . . . ?
Au1 N1 C1 C2 179.76(17) . . . . ?
N1 C1 C2 C3 -0.4(4) . . . . ?
C1 C2 C3 C4 1.1(4) . . . . ?
C1 C2 C3 C13 -178.5(2) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C13 C3 C4 C5 179.4(2) . . . . ?
C2 C3 C4 C11 180.0(2) . . . . ?
C13 C3 C4 C11 -0.4(4) . . . . ?
C1 N1 C5 C4 2.1(3) . . . . ?
Au1 N1 C5 C4 -178.75(17) . . . . ?
C1 N1 C5 C6 -177.8(2) . . . . ?
Au1 N1 C5 C6 1.4(2) . . . . ?
C3 C4 C5 N1 -1.3(3) . . . . ?
C11 C4 C5 N1 178.5(2) . . . . ?
C3 C4 C5 C6 178.5(2) . . . . ?
C11 C4 C5 C6 -1.7(3) . . . . ?
C10 N2 C6 C7 -1.6(3) . . . . ?
Au1 N2 C6 C7 176.49(17) . . . . ?
C10 N2 C6 C5 178.2(2) . . . . ?
Au1 N2 C6 C5 -3.7(2) . . . . ?
N1 C5 C6 N2 1.6(3) . . . . ?
C4 C5 C6 N2 -178.3(2) . . . . ?
N1 C5 C6 C7 -178.6(2) . . . . ?
C4 C5 C6 C7 1.5(3) . . . . ?
N2 C6 C7 C8 -0.6(3) . . . . ?
C5 C6 C7 C8 179.7(2) . . . . ?
N2 C6 C7 C12 179.5(2) . . . . ?
C5 C6 C7 C12 -0.3(3) . . . . ?
C6 C7 C8 C9 2.2(3) . . . . ?
C12 C7 C8 C9 -177.9(2) . . . . ?
C6 C7 C8 C14 -176.3(2) . . . . ?
C12 C7 C8 C14 3.7(4) . . . . ?
C7 C8 C9 C10 -1.8(4) . . . . ?
C14 C8 C9 C10 176.6(2) . . . . ?
C6 N2 C10 C9 2.0(3) . . . . ?
Au1 N2 C10 C9 -175.73(17) . . . . ?
C8 C9 C10 N2 -0.3(4) . . . . ?
C5 C4 C11 C12 0.7(3) . . . . ?
C3 C4 C11 C12 -179.5(2) . . . . ?
C4 C11 C12 C7 0.5(4) . . . . ?
C6 C7 C12 C11 -0.7(3) . . . . ?
C8 C7 C12 C11 179.4(2) . . . . ?

_refine_diff_density_max         0.438
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.086

####################################################################### 
# 
# 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_m18128
_database_code_depnum_ccdc_archive 'CCDC 1868473'
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2017). 
# CIFFIX: http://xray.uky.edu/people/parkin/programs/ciffix 
_audit_update_record             
;
2018-09-18 deposited with the CCDC.
2019-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3

_shelx_SHELXL_version_number     2018/3

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H8 Au Cl2 N2, Cl'
_chemical_formula_sum            'C12 H8 Au Cl3 N2'
_chemical_formula_weight         483.52

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           63
_space_group_name_H-M_alt        'C m c m'
_space_group_name_Hall           '-C 2c 2'

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

_cell_length_a                   11.2927(17)
_cell_length_b                   17.827(3)
_cell_length_c                   6.4414(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1296.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    7371
_cell_measurement_theta_min      3.61
_cell_measurement_theta_max      27.46

_exptl_crystal_description       tablet
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.477
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    11.943
_shelx_estimated_absorpt_T_min   0.448
_shelx_estimated_absorpt_T_max   0.716
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.469
_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. 

The crystal was not single.  There were at least three slightly mis-aligned 
pieces.
;

_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            16820
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_av_R_equivalents  0.0934
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.608
_diffrn_reflns_theta_max         27.572
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.997

_reflns_number_total             857
_reflns_number_gt                782
_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-2018/3 (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)+(0.0297P)²+21.4312P] 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         857
_refine_ls_number_parameters     57
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.0899
_refine_ls_wR_factor_gt          0.0870
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_restrained_S_all      1.162
_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 0.500000 0.75866(3) 0.750000 0.0292(2) Uani 1 4 d S T P . .
C1 C 0.2628(9) 0.6754(5) 0.750000 0.029(2) Uani 1 2 d S T P . .
H1 H 0.224384 0.722821 0.750000 0.034 Uiso 1 2 calc R U P . .
Cl1 Cl 0.6420(3) 0.84803(13) 0.750000 0.0378(6) Uani 1 2 d S T P . .
N1 N 0.3807(7) 0.6716(4) 0.750000 0.0279(17) Uani 1 2 d S T P . .
Cl2 Cl 0.500000 0.72689(18) 0.250000 0.0296(7) Uani 1 4 d S T P . .
C2 C 0.1967(9) 0.6105(6) 0.750000 0.030(2) Uani 1 2 d S T P . .
H2 H 0.112779 0.614046 0.750000 0.036 Uiso 1 2 calc R U P . .
C3 C 0.2482(10) 0.5415(6) 0.750000 0.033(2) Uani 1 2 d S T P . .
H3 H 0.200964 0.497424 0.750000 0.039 Uiso 1 2 calc R U P . .
C5 C 0.4377(8) 0.6039(5) 0.750000 0.0270(19) Uani 1 2 d S T P . .
C4 C 0.3757(8) 0.5364(5) 0.750000 0.0260(19) Uani 1 2 d S T P . .
C6 C 0.4398(9) 0.4677(5) 0.750000 0.029(2) Uani 1 2 d S T P . .
H6 H 0.398065 0.421404 0.750000 0.034 Uiso 1 2 calc R U P . .


_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 N1 2.055(7) . ?
Au1 N1 2.055(7) 3_656 ?
Au1 Cl1 2.260(3) 3_656 ?
Au1 Cl1 2.260(3) . ?
C1 N1 1.334(12) . ?
C1 C2 1.376(14) . ?
C1 H1 0.9500 . ?
N1 C5 1.369(12) . ?
C2 C3 1.361(14) . ?
C2 H2 0.9500 . ?
C3 C4 1.443(14) . ?
C3 H3 0.9500 . ?
C5 C4 1.391(13) . ?
C5 C5 1.407(19) 3_656 ?
C4 C6 1.423(13) . ?
C6 C6 1.36(2) 3_656 ?
C6 H6 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
N1 Au1 N1 81.9(5) . 3_656 ?
N1 Au1 Cl1 93.8(2) . 3_656 ?
N1 Au1 Cl1 175.8(2) 3_656 3_656 ?
N1 Au1 Cl1 175.8(2) . . ?
N1 Au1 Cl1 93.9(2) 3_656 . ?
Cl1 Au1 Cl1 90.38(15) 3_656 . ?
N1 C1 C2 119.9(9) . . ?
N1 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 N1 C5 120.9(8) . . ?
C1 N1 Au1 128.1(7) . . ?
C5 N1 Au1 111.0(6) . . ?
C3 C2 C1 121.9(10) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C2 C3 C4 118.9(9) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
N1 C5 C4 121.8(9) . . ?
N1 C5 C5 118.0(5) . 3_656 ?
C4 C5 C5 120.2(6) . 3_656 ?
C5 C4 C6 119.3(9) . . ?
C5 C4 C3 116.6(9) . . ?
C6 C4 C3 124.1(9) . . ?
C6 C6 C4 120.5(5) 3_656 . ?
C6 C6 H6 119.7 3_656 . ?
C4 C6 H6 119.7 . . ?

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
C2 C1 N1 C5 0.0 . . . . ?
C2 C1 N1 Au1 180.0 . . . . ?
N1 C1 C2 C3 0.0 . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C1 N1 C5 C4 0.0 . . . . ?
Au1 N1 C5 C4 180.0 . . . . ?
C1 N1 C5 C5 180.0 . . . 3_656 ?
Au1 N1 C5 C5 0.0 . . . 3_656 ?
N1 C5 C4 C6 180.0 . . . . ?
C5 C5 C4 C6 0.0 3_656 . . . ?
N1 C5 C4 C3 0.0 . . . . ?
C5 C5 C4 C3 180.0 3_656 . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C2 C3 C4 C6 180.0 . . . . ?
C5 C4 C6 C6 0.0 . . . 3_656 ?
C3 C4 C6 C6 180.0 . . . 3_656 ?

_refine_diff_density_max         1.863
_refine_diff_density_min         -1.278
_refine_diff_density_rms         0.226

####################################################################### 
# 
# 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_m17107
_database_code_depnum_ccdc_archive 'CCDC 1868475'
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2017). 
# CIFFIX: http://xray.uky.edu/people/parkin/programs/ciffix 
_audit_update_record             
;
2018-09-18 deposited with the CCDC.
2019-01-08 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT934_m17107              
;
PROBLEM: Number of (Iobs-Icalc)/SigmaW > 10 Outliers ....          4 Check 
RESPONSE: The worst offenders have Fo^2 > Fc^2.  The crystal was not 
completely single, which meant that some refections had additional 
counts from one or more of the satellite crystals.
;
# end Validation Reply Form

_audit_creation_method           'SHELXL-2017 and CIFFIX/1'

_shelx_SHELXL_version_number     2017/1

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H8 Au Cl2 N2, Au Cl2'
_chemical_formula_sum            'C12 H8 Au2 Cl4 N2'
_chemical_formula_weight         715.94

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   7.3559(2)
_cell_length_b                   7.9171(2)
_cell_length_c                   13.8613(4)
_cell_angle_alpha                74.929(1)
_cell_angle_beta                 77.645(1)
_cell_angle_gamma                84.574(1)
_cell_volume                     760.78(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    9914
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      27.48

_exptl_crystal_description       chip
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.125
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    19.952
_shelx_estimated_absorpt_T_min   0.381
_shelx_estimated_absorpt_T_max   0.586
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.397
_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            10349
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.667
_diffrn_reflns_theta_max         27.476
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.990

_reflns_number_total             3472
_reflns_number_gt                3256
_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-2017/1 (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)+(0.0088P)²+3.1613P] 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         3472
_refine_ls_number_parameters     184
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0213
_refine_ls_R_factor_gt           0.0193
_refine_ls_wR_factor_ref         0.0467
_refine_ls_wR_factor_gt          0.0461
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_restrained_S_all      1.199
_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
Au2 Au 0.500000 0.500000 0.500000 0.01592(6) Uani 1 2 d S . P . .
Cl3 Cl 0.41973(16) 0.78481(15) 0.43923(9) 0.0211(2) Uani 1 1 d . . . . .
Au3 Au 0.500000 0.500000 1.000000 0.01886(7) Uani 1 2 d S . P . .
Cl4 Cl 0.73513(16) 0.29454(16) 0.98528(9) 0.0237(2) Uani 1 1 d . . . . .
Au1 Au 0.80106(2) 0.15647(2) 0.75746(2) 0.01734(5) Uani 1 1 d . . . . .
Cl1 Cl 1.09773(17) 0.09617(17) 0.68604(10) 0.0275(3) Uani 1 1 d . . . . .
Cl2 Cl 0.76670(18) -0.12797(16) 0.84121(10) 0.0259(3) Uani 1 1 d . . . . .
N1 N 0.8176(5) 0.4180(5) 0.6904(3) 0.0171(8) Uani 1 1 d . . . . .
N2 N 0.5331(5) 0.2317(5) 0.8093(3) 0.0176(8) Uani 1 1 d . . . . .
C1 C 0.9644(6) 0.5038(7) 0.6319(4) 0.0212(10) Uani 1 1 d . . . . .
H1 H 1.080469 0.441964 0.618925 0.025 Uiso 1 1 calc R U . . .
C2 C 0.9503(7) 0.6836(7) 0.5892(4) 0.0223(10) Uani 1 1 d . . . . .
H2 H 1.056943 0.743239 0.547970 0.027 Uiso 1 1 calc R U . . .
C3 C 0.7838(7) 0.7744(7) 0.6065(4) 0.0214(10) Uani 1 1 d . . . . .
H3 H 0.773569 0.896173 0.575845 0.026 Uiso 1 1 calc R U . . .
C4 C 0.6263(6) 0.6852(6) 0.6704(3) 0.0180(9) Uani 1 1 d . . . . .
C5 C 0.6512(6) 0.5049(6) 0.7103(3) 0.0158(9) Uani 1 1 d . . . . .
C6 C 0.5000(6) 0.4068(6) 0.7726(3) 0.0158(9) Uani 1 1 d . . . . .
C7 C 0.3265(6) 0.4880(7) 0.7962(4) 0.0187(9) Uani 1 1 d . . . . .
C8 C 0.1827(7) 0.3820(7) 0.8625(4) 0.0239(11) Uani 1 1 d . . . . .
H8 H 0.062283 0.432281 0.881918 0.029 Uiso 1 1 calc R U . . .
C9 C 0.2192(7) 0.2070(7) 0.8981(4) 0.0248(11) Uani 1 1 d . . . . .
H9 H 0.123481 0.135389 0.942259 0.030 Uiso 1 1 calc R U . . .
C10 C 0.3975(7) 0.1320(7) 0.8697(4) 0.023(1) Uani 1 1 d . . . . .
H10 H 0.420932 0.009745 0.893800 0.028 Uiso 1 1 calc R U . . .
C11 C 0.4472(7) 0.7661(7) 0.6948(4) 0.0191(9) Uani 1 1 d . . . . .
H11 H 0.428646 0.888223 0.667639 0.023 Uiso 1 1 calc R U . . .
C12 C 0.3016(6) 0.6720(7) 0.7565(4) 0.0201(10) Uani 1 1 d . . . . .
H12 H 0.183676 0.729009 0.772942 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
Au2 Cl3 2.2618(11) 2_666 ?
Au2 Cl3 2.2618(11) . ?
Au3 Cl4 2.2734(12) . ?
Au3 Cl4 2.2734(12) 2_667 ?
Au1 N2 2.037(4) . ?
Au1 N1 2.041(4) . ?
Au1 Cl1 2.2571(12) . ?
Au1 Cl2 2.2595(12) . ?
N1 C1 1.328(6) . ?
N1 C5 1.357(6) . ?
N2 C10 1.330(6) . ?
N2 C6 1.365(6) . ?
C1 C2 1.396(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.368(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.420(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.400(7) . ?
C4 C11 1.422(7) . ?
C5 C6 1.411(6) . ?
C6 C7 1.387(7) . ?
C7 C8 1.421(7) . ?
C7 C12 1.426(7) . ?
C8 C9 1.366(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.407(7) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.364(7) . ?
C11 H11 0.9500 . ?
C12 H12 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 Au2 Cl3 180.0 2_666 . ?
Cl4 Au3 Cl4 180.0 . 2_667 ?
N2 Au1 N1 81.70(16) . . ?
N2 Au1 Cl1 174.19(12) . . ?
N1 Au1 Cl1 93.22(11) . . ?
N2 Au1 Cl2 94.64(12) . . ?
N1 Au1 Cl2 175.73(12) . . ?
Cl1 Au1 Cl2 90.54(5) . . ?
C1 N1 C5 120.2(4) . . ?
C1 N1 Au1 128.2(3) . . ?
C5 N1 Au1 111.6(3) . . ?
C10 N2 C6 120.4(4) . . ?
C10 N2 Au1 127.9(4) . . ?
C6 N2 Au1 111.6(3) . . ?
N1 C1 C2 120.9(4) . . ?
N1 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C3 C2 C1 120.3(5) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 119.5(5) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 116.8(4) . . ?
C5 C4 C11 118.7(4) . . ?
C3 C4 C11 124.5(5) . . ?
N1 C5 C4 122.3(4) . . ?
N1 C5 C6 117.7(4) . . ?
C4 C5 C6 120.0(4) . . ?
N2 C6 C7 122.2(4) . . ?
N2 C6 C5 117.3(4) . . ?
C7 C6 C5 120.5(4) . . ?
C6 C7 C8 117.3(5) . . ?
C6 C7 C12 119.4(4) . . ?
C8 C7 C12 123.2(5) . . ?
C9 C8 C7 119.4(5) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 120.5(5) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
N2 C10 C9 120.2(5) . . ?
N2 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C12 C11 C4 121.3(5) . . ?
C12 C11 H11 119.3 . . ?
C4 C11 H11 119.3 . . ?
C11 C12 C7 119.9(4) . . ?
C11 C12 H12 120.0 . . ?
C7 C12 H12 120.0 . . ?

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
C5 N1 C1 C2 -0.5(7) . . . . ?
Au1 N1 C1 C2 178.0(3) . . . . ?
N1 C1 C2 C3 -0.5(7) . . . . ?
C1 C2 C3 C4 1.7(7) . . . . ?
C2 C3 C4 C5 -1.8(7) . . . . ?
C2 C3 C4 C11 179.2(5) . . . . ?
C1 N1 C5 C4 0.4(7) . . . . ?
Au1 N1 C5 C4 -178.4(3) . . . . ?
C1 N1 C5 C6 179.7(4) . . . . ?
Au1 N1 C5 C6 1.0(5) . . . . ?
C3 C4 C5 N1 0.8(7) . . . . ?
C11 C4 C5 N1 179.9(4) . . . . ?
C3 C4 C5 C6 -178.5(4) . . . . ?
C11 C4 C5 C6 0.6(7) . . . . ?
C10 N2 C6 C7 0.2(7) . . . . ?
Au1 N2 C6 C7 179.1(3) . . . . ?
C10 N2 C6 C5 179.0(4) . . . . ?
Au1 N2 C6 C5 -2.1(5) . . . . ?
N1 C5 C6 N2 0.8(6) . . . . ?
C4 C5 C6 N2 -179.8(4) . . . . ?
N1 C5 C6 C7 179.6(4) . . . . ?
C4 C5 C6 C7 -1.0(6) . . . . ?
N2 C6 C7 C8 1.1(7) . . . . ?
C5 C6 C7 C8 -177.7(4) . . . . ?
N2 C6 C7 C12 179.1(4) . . . . ?
C5 C6 C7 C12 0.4(7) . . . . ?
C6 C7 C8 C9 -1.2(7) . . . . ?
C12 C7 C8 C9 -179.2(5) . . . . ?
C7 C8 C9 C10 0.2(8) . . . . ?
C6 N2 C10 C9 -1.4(7) . . . . ?
Au1 N2 C10 C9 180.0(4) . . . . ?
C8 C9 C10 N2 1.2(8) . . . . ?
C5 C4 C11 C12 0.6(7) . . . . ?
C3 C4 C11 C12 179.6(5) . . . . ?
C4 C11 C12 C7 -1.2(7) . . . . ?
C6 C7 C12 C11 0.7(7) . . . . ?
C8 C7 C12 C11 178.7(5) . . . . ?

_refine_diff_density_max         1.093
_refine_diff_density_min         -1.211
_refine_diff_density_rms         0.161

####################################################################### 
# 
# 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_m17146
_database_code_depnum_ccdc_archive 'CCDC 1868477'
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2017). 
# CIFFIX: http://xray.uky.edu/people/parkin/programs/ciffix 
_audit_update_record             
;
2018-09-18 deposited with the CCDC.
2019-01-08 downloaded from the CCDC.
;

_audit_creation_method           'SHELXL-2017 and CIFFIX/1'

_shelx_SHELXL_version_number     2017/1

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H8 Au Cl2 N2, Cl O4'
_chemical_formula_sum            'C12 H8 Au Cl3 N2 O4'
_chemical_formula_weight         547.52

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           61
_space_group_name_H-M_alt        'P b c a'
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.2841(3)
_cell_length_b                   12.1249(3)
_cell_length_c                   15.5256(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2877.18(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    9756
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      27.47

_exptl_crystal_description       'tiny block'
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.528
_exptl_crystal_F_000             2048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    10.801
_shelx_estimated_absorpt_T_min   0.443
_shelx_estimated_absorpt_T_max   0.519
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.465
_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            37512
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.943
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999

_reflns_number_total             3302
_reflns_number_gt                3116
_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-2017/1 (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)+(0.0055P)²+4.4968P] 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-2017/1 (Sheldrick, 2015b)'
_refine_ls_extinction_coef       0.00036(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3302
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0137
_refine_ls_R_factor_gt           0.0122
_refine_ls_wR_factor_ref         0.0261
_refine_ls_wR_factor_gt          0.0256
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.006
_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 0.03231(2) -0.02971(2) 0.60657(2) 0.00972(3) Uani 1 1 d . . . . .
Cl1 Cl -0.09693(3) 0.03279(4) 0.65763(3) 0.01586(10) Uani 1 1 d . . . . .
Cl2 Cl -0.03655(4) -0.17848(4) 0.55120(3) 0.01688(10) Uani 1 1 d . . . . .
N1 N 0.15241(11) -0.07676(14) 0.56220(11) 0.0112(3) Uani 1 1 d . . . . .
N2 N 0.10270(12) 0.09795(14) 0.6553(1) 0.0113(3) Uani 1 1 d . . . . .
C1 C 0.17273(14) -0.16134(17) 0.51191(13) 0.0135(4) Uani 1 1 d . . . . .
H1 H 0.127824 -0.209187 0.492068 0.016 Uiso 1 1 calc R U . . .
C2A C 0.25989(15) -0.18104(18) 0.48763(13) 0.0153(4) Uani 1 1 d . . . . .
H2 H 0.273549 -0.241996 0.451617 0.018 Uiso 1 1 calc R U . . .
C3 C 0.32515(15) -0.11267(17) 0.51570(13) 0.0153(4) Uani 1 1 d . . . . .
H3 H 0.384107 -0.126349 0.499550 0.018 Uiso 1 1 calc R U . . .
C4 C 0.30455(14) -0.02166(17) 0.56877(13) 0.0129(4) Uani 1 1 d . . . . .
C5 C 0.21633(14) -0.00606(17) 0.59006(12) 0.0112(4) Uani 1 1 d . . . . .
C6 C 0.19014(13) 0.08496(17) 0.64059(12) 0.0112(4) Uani 1 1 d . . . . .
C7 C 0.25228(14) 0.16009(17) 0.67207(12) 0.0134(4) Uani 1 1 d . . . . .
C8 C 0.22043(15) 0.25011(18) 0.72040(13) 0.0162(4) Uani 1 1 d . . . . .
H8 H 0.260046 0.302135 0.744318 0.019 Uiso 1 1 calc R U . . .
C9 C 0.13205(15) 0.26225(18) 0.73272(14) 0.0173(4) Uani 1 1 d . . . . .
H9 H 0.110342 0.323769 0.764014 0.021 Uiso 1 1 calc R U . . .
C10 C 0.07378(15) 0.18404(17) 0.69923(13) 0.0149(4) Uani 1 1 d . . . . .
H10 H 0.012702 0.192948 0.708185 0.018 Uiso 1 1 calc R U . . .
C11 C 0.36773(15) 0.05578(18) 0.60104(14) 0.0162(4) Uani 1 1 d . . . . .
H11 H 0.427828 0.046685 0.587142 0.019 Uiso 1 1 calc R U . . .
C12 C 0.34246(14) 0.14170(18) 0.65111(13) 0.0154(4) Uani 1 1 d . . . . .
H12 H 0.385538 0.190876 0.672825 0.019 Uiso 1 1 calc R U . . .
Cl3 Cl 0.59570(3) -0.08921(4) 0.64946(3) 0.0135(1) Uani 1 1 d . . . . .
O1 O 0.57981(11) 0.02762(13) 0.65309(10) 0.0207(3) Uani 1 1 d . . . . .
O2 O 0.53458(12) -0.14033(15) 0.59141(11) 0.0261(4) Uani 1 1 d . . . . .
O3 O 0.58438(10) -0.13586(13) 0.73523(9) 0.0178(3) Uani 1 1 d . . . . .
O4 O 0.68354(11) -0.11050(15) 0.62080(11) 0.0265(4) Uani 1 1 d . . . . .


_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 N2 2.0312(17) . ?
Au1 N1 2.0421(17) . ?
Au1 Cl2 2.2585(5) . ?
Au1 Cl1 2.2593(5) . ?
N1 C1 1.326(3) . ?
N1 C5 1.370(3) . ?
N2 C10 1.323(3) . ?
N2 C6 1.365(3) . ?
C1 C2A 1.405(3) . ?
C1 H1 0.9500 . ?
C2A C3 1.368(3) . ?
C2A H2 0.9500 . ?
C3 C4 1.413(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.401(3) . ?
C4 C11 1.437(3) . ?
C5 C6 1.412(3) . ?
C6 C7 1.404(3) . ?
C7 C8 1.411(3) . ?
C7 C12 1.434(3) . ?
C8 C9 1.372(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.401(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.356(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
Cl3 O4 1.4378(17) . ?
Cl3 O1 1.4383(16) . ?
Cl3 O2 1.4385(17) . ?
Cl3 O3 1.4570(15) . ?

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
N2 Au1 N1 82.09(7) . . ?
N2 Au1 Cl2 175.76(5) . . ?
N1 Au1 Cl2 93.86(5) . . ?
N2 Au1 Cl1 94.41(5) . . ?
N1 Au1 Cl1 176.41(5) . . ?
Cl2 Au1 Cl1 89.658(19) . . ?
C1 N1 C5 120.20(18) . . ?
C1 N1 Au1 128.71(15) . . ?
C5 N1 Au1 111.08(13) . . ?
C10 N2 C6 120.29(18) . . ?
C10 N2 Au1 128.05(15) . . ?
C6 N2 Au1 111.62(13) . . ?
N1 C1 C2A 120.8(2) . . ?
N1 C1 H1 119.6 . . ?
C2A C1 H1 119.6 . . ?
C3 C2A C1 120.18(19) . . ?
C3 C2A H2 119.9 . . ?
C1 C2A H2 119.9 . . ?
C2A C3 C4 119.8(2) . . ?
C2A C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 117.22(19) . . ?
C5 C4 C11 118.44(19) . . ?
C3 C4 C11 124.3(2) . . ?
N1 C5 C4 121.83(19) . . ?
N1 C5 C6 117.54(19) . . ?
C4 C5 C6 120.63(19) . . ?
N2 C6 C7 121.96(19) . . ?
N2 C6 C5 117.44(18) . . ?
C7 C6 C5 120.58(19) . . ?
C6 C7 C8 117.0(2) . . ?
C6 C7 C12 118.07(19) . . ?
C8 C7 C12 124.9(2) . . ?
C9 C8 C7 119.8(2) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 120.1(2) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
N2 C10 C9 120.9(2) . . ?
N2 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C12 C11 C4 120.7(2) . . ?
C12 C11 H11 119.7 . . ?
C4 C11 H11 119.7 . . ?
C11 C12 C7 121.6(2) . . ?
C11 C12 H12 119.2 . . ?
C7 C12 H12 119.2 . . ?
O4 Cl3 O1 110.28(11) . . ?
O4 Cl3 O2 109.58(11) . . ?
O1 Cl3 O2 109.83(10) . . ?
O4 Cl3 O3 108.91(10) . . ?
O1 Cl3 O3 109.06(9) . . ?
O2 Cl3 O3 109.16(10) . . ?

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
C5 N1 C1 C2A 1.1(3) . . . . ?
Au1 N1 C1 C2A 179.91(15) . . . . ?
N1 C1 C2A C3 -0.1(3) . . . . ?
C1 C2A C3 C4 -0.4(3) . . . . ?
C2A C3 C4 C5 -0.1(3) . . . . ?
C2A C3 C4 C11 -179.3(2) . . . . ?
C1 N1 C5 C4 -1.7(3) . . . . ?
Au1 N1 C5 C4 179.33(15) . . . . ?
C1 N1 C5 C6 177.51(18) . . . . ?
Au1 N1 C5 C6 -1.5(2) . . . . ?
C3 C4 C5 N1 1.1(3) . . . . ?
C11 C4 C5 N1 -179.58(18) . . . . ?
C3 C4 C5 C6 -178.01(18) . . . . ?
C11 C4 C5 C6 1.3(3) . . . . ?
C10 N2 C6 C7 1.0(3) . . . . ?
Au1 N2 C6 C7 -176.80(15) . . . . ?
C10 N2 C6 C5 -177.28(18) . . . . ?
Au1 N2 C6 C5 4.9(2) . . . . ?
N1 C5 C6 N2 -2.3(3) . . . . ?
C4 C5 C6 N2 176.87(18) . . . . ?
N1 C5 C6 C7 179.34(18) . . . . ?
C4 C5 C6 C7 -1.5(3) . . . . ?
N2 C6 C7 C8 0.3(3) . . . . ?
C5 C6 C7 C8 178.61(18) . . . . ?
N2 C6 C7 C12 -178.05(18) . . . . ?
C5 C6 C7 C12 0.2(3) . . . . ?
C6 C7 C8 C9 -1.6(3) . . . . ?
C12 C7 C8 C9 176.7(2) . . . . ?
C7 C8 C9 C10 1.6(3) . . . . ?
C6 N2 C10 C9 -1.1(3) . . . . ?
Au1 N2 C10 C9 176.31(15) . . . . ?
C8 C9 C10 N2 -0.2(3) . . . . ?
C5 C4 C11 C12 0.2(3) . . . . ?
C3 C4 C11 C12 179.4(2) . . . . ?
C4 C11 C12 C7 -1.5(3) . . . . ?
C6 C7 C12 C11 1.3(3) . . . . ?
C8 C7 C12 C11 -177.0(2) . . . . ?

_refine_diff_density_max         0.420
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.079

####################################################################### 
# 
# 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_m18196
_database_code_depnum_ccdc_archive 'CCDC 1868476'
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2017). 
# CIFFIX: http://xray.uky.edu/people/parkin/programs/ciffix 
_audit_update_record             
;
2018-09-18 deposited with the CCDC.
2019-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3

_shelx_SHELXL_version_number     2018/3

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H8 Au Cl2 N2, F6 P'
_chemical_formula_sum            'C10 H8 Au Cl2 F6 N2 P'
_chemical_formula_weight         569.02

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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 '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                   6.6826(1)
_cell_length_b                   14.7624(3)
_cell_length_c                   14.6209(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.956(1)
_cell_angle_gamma                90
_cell_volume                     1416.08(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    9981
_cell_measurement_theta_min      2.84
_cell_measurement_theta_max      27.47

_exptl_crystal_description       'block cut from needle'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.669
_exptl_crystal_F_000             1056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    10.941
_shelx_estimated_absorpt_T_min   0.515
_shelx_estimated_absorpt_T_max   0.611
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.622
_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            30775
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.760
_diffrn_reflns_theta_max         27.488
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000

_reflns_number_total             3237
_reflns_number_gt                3107
_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-2018/3 (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)+(0.0035P)²+2.1998P] 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       0.00095(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3237
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0137
_refine_ls_R_factor_gt           0.0125
_refine_ls_wR_factor_ref         0.0269
_refine_ls_wR_factor_gt          0.0265
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_restrained_S_all      1.127
_refine_ls_shift/su_max          0.003
_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 0.58780(2) 0.47951(2) 0.66198(2) 0.01091(3) Uani 1 1 d . . . . .
Cl1 Cl 0.69041(9) 0.40986(4) 0.54107(4) 0.01812(11) Uani 1 1 d . . . . .
Cl2 Cl 0.30032(9) 0.39496(4) 0.63307(4) 0.01691(11) Uani 1 1 d . . . . .
N1 N 0.8227(3) 0.56911(12) 0.68731(13) 0.0117(4) Uani 1 1 d . . . . .
N2 N 0.5243(3) 0.53918(12) 0.77828(13) 0.0115(4) Uani 1 1 d . . . . .
C1 C 0.9603(4) 0.58128(15) 0.63266(16) 0.0155(5) Uani 1 1 d . . . . .
H1 H 0.956931 0.543607 0.579716 0.019 Uiso 1 1 calc R U . . .
C2 C 1.1074(4) 0.64820(16) 0.65254(16) 0.0167(5) Uani 1 1 d . . . . .
H2 H 1.204348 0.656681 0.613441 0.020 Uiso 1 1 calc R U . . .
C3 C 1.1117(4) 0.70240(15) 0.72978(16) 0.0151(4) Uani 1 1 d . . . . .
H3 H 1.212872 0.748038 0.744678 0.018 Uiso 1 1 calc R U . . .
C4 C 0.9673(3) 0.68997(15) 0.78570(15) 0.0130(4) Uani 1 1 d . . . . .
H4 H 0.969311 0.726644 0.839250 0.016 Uiso 1 1 calc R U . . .
C5 C 0.8210(3) 0.62356(15) 0.76232(15) 0.0114(4) Uani 1 1 d . . . . .
C6 C 0.6554(3) 0.60700(15) 0.81290(15) 0.0121(4) Uani 1 1 d . . . . .
C7 C 0.6285(3) 0.65397(16) 0.89131(15) 0.0143(4) Uani 1 1 d . . . . .
H7 H 0.715195 0.703351 0.913747 0.017 Uiso 1 1 calc R U . . .
C8 C 0.4734(3) 0.62831(16) 0.93705(16) 0.0157(5) Uani 1 1 d . . . . .
H8 H 0.453624 0.659921 0.991236 0.019 Uiso 1 1 calc R U . . .
C9 C 0.3479(3) 0.55658(16) 0.90339(16) 0.0162(5) Uani 1 1 d . . . . .
H9 H 0.243690 0.537414 0.935060 0.019 Uiso 1 1 calc R U . . .
C10 C 0.3761(3) 0.51283(15) 0.82264(16) 0.0142(4) Uani 1 1 d . . . . .
H10 H 0.289666 0.463844 0.798687 0.017 Uiso 1 1 calc R U . . .
P1 P 0.56939(9) 0.84157(4) 0.62391(4) 0.01202(11) Uani 1 1 d . . . . .
F1 F 0.8133(2) 0.84435(10) 0.64228(10) 0.0207(3) Uani 1 1 d . . . . .
F2 F 0.3248(2) 0.83973(10) 0.60583(10) 0.0203(3) Uani 1 1 d . . . . .
F3 F 0.5717(2) 0.73394(10) 0.62439(13) 0.0355(4) Uani 1 1 d . . . . .
F4 F 0.5658(2) 0.94946(11) 0.62427(16) 0.0462(5) Uani 1 1 d . . . . .
F5 F 0.5781(3) 0.84124(15) 0.73380(11) 0.0432(5) Uani 1 1 d . . . . .
F6 F 0.5612(2) 0.84146(14) 0.51479(10) 0.0376(4) Uani 1 1 d . . . . .


_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 N2 2.0301(18) . ?
Au1 N1 2.0321(19) . ?
Au1 Cl1 2.2613(5) . ?
Au1 Cl2 2.2625(6) . ?
N1 C1 1.340(3) . ?
N1 C5 1.361(3) . ?
N2 C10 1.341(3) . ?
N2 C6 1.363(3) . ?
C1 C2 1.385(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.380(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.464(3) . ?
C6 C7 1.380(3) . ?
C7 C8 1.389(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.382(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
P1 F6 1.5859(15) . ?
P1 F3 1.5889(16) . ?
P1 F4 1.5929(17) . ?
P1 F5 1.5968(16) . ?
P1 F1 1.6014(14) . ?
P1 F2 1.6054(14) . ?

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
N2 Au1 N1 80.91(7) . . ?
N2 Au1 Cl1 174.14(5) . . ?
N1 Au1 Cl1 95.74(5) . . ?
N2 Au1 Cl2 95.21(5) . . ?
N1 Au1 Cl2 172.84(5) . . ?
Cl1 Au1 Cl2 88.62(2) . . ?
C1 N1 C5 120.84(19) . . ?
C1 N1 Au1 124.93(16) . . ?
C5 N1 Au1 114.01(14) . . ?
C10 N2 C6 121.00(19) . . ?
C10 N2 Au1 124.79(15) . . ?
C6 N2 Au1 114.09(14) . . ?
N1 C1 C2 120.7(2) . . ?
N1 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C3 C2 C1 119.3(2) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 119.7(2) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 119.1(2) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N1 C5 C4 120.3(2) . . ?
N1 C5 C6 115.53(19) . . ?
C4 C5 C6 124.1(2) . . ?
N2 C6 C7 120.1(2) . . ?
N2 C6 C5 115.42(19) . . ?
C7 C6 C5 124.5(2) . . ?
C6 C7 C8 119.3(2) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C9 C8 C7 119.7(2) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 119.2(2) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
N2 C10 C9 120.5(2) . . ?
N2 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
F6 P1 F3 90.11(11) . . ?
F6 P1 F4 90.38(12) . . ?
F3 P1 F4 179.42(12) . . ?
F6 P1 F5 179.74(12) . . ?
F3 P1 F5 89.66(11) . . ?
F4 P1 F5 89.85(12) . . ?
F6 P1 F1 90.46(8) . . ?
F3 P1 F1 90.93(8) . . ?
F4 P1 F1 89.38(8) . . ?
F5 P1 F1 89.44(9) . . ?
F6 P1 F2 89.72(8) . . ?
F3 P1 F2 89.57(8) . . ?
F4 P1 F2 90.12(8) . . ?
F5 P1 F2 90.39(9) . . ?
F1 P1 F2 179.46(9) . . ?

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
C5 N1 C1 C2 1.6(3) . . . . ?
Au1 N1 C1 C2 175.78(17) . . . . ?
N1 C1 C2 C3 0.2(4) . . . . ?
C1 C2 C3 C4 -0.8(3) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C1 N1 C5 C4 -2.8(3) . . . . ?
Au1 N1 C5 C4 -177.61(16) . . . . ?
C1 N1 C5 C6 176.3(2) . . . . ?
Au1 N1 C5 C6 1.5(2) . . . . ?
C3 C4 C5 N1 2.2(3) . . . . ?
C3 C4 C5 C6 -176.8(2) . . . . ?
C10 N2 C6 C7 -4.4(3) . . . . ?
Au1 N2 C6 C7 179.33(16) . . . . ?
C10 N2 C6 C5 174.72(19) . . . . ?
Au1 N2 C6 C5 -1.5(2) . . . . ?
N1 C5 C6 N2 0.0(3) . . . . ?
C4 C5 C6 N2 179.1(2) . . . . ?
N1 C5 C6 C7 179.1(2) . . . . ?
C4 C5 C6 C7 -1.8(4) . . . . ?
N2 C6 C7 C8 3.3(3) . . . . ?
C5 C6 C7 C8 -175.8(2) . . . . ?
C6 C7 C8 C9 -0.3(3) . . . . ?
C7 C8 C9 C10 -1.7(3) . . . . ?
C6 N2 C10 C9 2.5(3) . . . . ?
Au1 N2 C10 C9 178.27(16) . . . . ?
C8 C9 C10 N2 0.6(3) . . . . ?

_refine_diff_density_max         0.547
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.086

