# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1523451'
_audit_update_record             
;
2016-12-19 deposited with the CCDC.
2017-01-17 downloaded from the CCDC.
;

__audit_creation_method          SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H17 Au Cl N4 O3, Cl, 2(H2 O)'
_chemical_formula_sum            'C11 H21 Au Cl2 N4 O5'
_chemical_formula_weight         557.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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'

_cell_length_a                   6.9310(4)
_cell_length_b                   11.7421(7)
_cell_length_c                   12.5963(8)
_cell_angle_alpha                68.927(6)
_cell_angle_beta                 79.453(5)
_cell_angle_gamma                88.221(5)
_cell_volume                     939.75(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    10199
_cell_measurement_theta_min      3.4470
_cell_measurement_theta_max      27.9080

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.969
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    8.138
_shelx_estimated_absorpt_T_min   0.121
_shelx_estimated_absorpt_T_max   0.418
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.105
_exptl_absorpt_correction_T_max  0.532
_exptl_absorpt_process_details   
;   
CrysAlisPro (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897,
Agilent Technologies, 2014)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21633
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.989
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_full        25.026
_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 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6620
_reflns_number_gt                6230
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.998
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.997

_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       
;
CrysAlisPro, Agilent Technologies (2014)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies (2014)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies (2014)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury (Bruno, et al. 2002)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2015)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0303P)²+0.1049P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2937 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.012(4)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         6620
_refine_ls_number_parameters     421
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_ref         0.0551
_refine_ls_wR_factor_gt          0.0535
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_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
C1 C 0.6950(17) 0.8143(9) 0.2298(10) 0.061(3) Uani 1 1 d . . . . .
H1 H 0.5633 0.8471 0.2290 0.073 Uiso 1 1 calc R U . . .
C2 C 0.7151(16) 0.7257(10) 0.1652(9) 0.057(3) Uani 1 1 d . . . . .
C3 C 0.8031(15) 0.5232(10) 0.1674(9) 0.050(2) Uani 1 1 d . . . . .
H3 H 0.8690 0.5657 0.0872 0.060 Uiso 1 1 calc R U . . .
C4 C 0.9343(15) 0.4272(10) 0.2249(10) 0.062(3) Uani 1 1 d . . . . .
H4A H 1.0506 0.4663 0.2314 0.074 Uiso 1 1 calc R U . . .
H4B H 0.9760 0.3793 0.1767 0.074 Uiso 1 1 calc R U . . .
C5 C 0.8389(14) 0.3432(9) 0.3432(9) 0.052(2) Uani 1 1 d . . . . .
C6 C 0.8082(19) 0.2218(11) 0.3930(13) 0.078(4) Uani 1 1 d . . . . .
H6 H 0.8500 0.1656 0.3580 0.094 Uiso 1 1 calc R U . . .
C7 C 0.6795(14) 0.2968(9) 0.5200(9) 0.050(2) Uani 1 1 d . . . . .
H7 H 0.6160 0.3025 0.5895 0.060 Uiso 1 1 calc R U . . .
C8 C 0.6129(16) 0.4617(9) 0.1648(8) 0.054(2) Uani 1 1 d . . . . .
C9 C 0.846(2) 0.9217(11) 0.1645(13) 0.086(4) Uani 1 1 d . . . . .
H9 H 0.8270 0.9494 0.0840 0.103 Uiso 1 1 calc R U . . .
C10 C 1.053(2) 0.8798(14) 0.1602(13) 0.091(4) Uani 1 1 d . . . . .
H10A H 1.1430 0.9494 0.1240 0.110 Uiso 1 1 calc R U . . .
H10B H 1.0746 0.8270 0.1163 0.110 Uiso 1 1 calc R U . . .
H10C H 1.0748 0.8362 0.2374 0.110 Uiso 1 1 calc R U . . .
C11 C 0.806(3) 1.0226(15) 0.197(2) 0.161(10) Uani 1 1 d . . . . .
H11A H 0.7631 0.9959 0.2790 0.194 Uiso 1 1 calc R U . . .
H11B H 0.7053 1.0680 0.1585 0.194 Uiso 1 1 calc R U . . .
H11C H 0.9233 1.0737 0.1748 0.194 Uiso 1 1 calc R U . . .
C21 C 0.1958(18) 0.6001(10) 0.7686(10) 0.062(3) Uani 1 1 d . . . . .
H21 H 0.3310 0.6240 0.7668 0.075 Uiso 1 1 calc R U . . .
C22 C 0.1718(18) 0.4661(12) 0.8322(11) 0.064(3) Uani 1 1 d . . . . .
C23 C 0.1089(16) 0.2675(10) 0.8295(9) 0.056(3) Uani 1 1 d . . . . .
H23 H 0.0414 0.2488 0.9097 0.067 Uiso 1 1 calc R U . . .
C24 C -0.0160(17) 0.2117(12) 0.7707(11) 0.085(4) Uani 1 1 d . . . . .
H24A H -0.0468 0.1265 0.8184 0.101 Uiso 1 1 calc R U . . .
H24B H -0.1388 0.2535 0.7651 0.101 Uiso 1 1 calc R U . . .
C25 C 0.0836(16) 0.2201(10) 0.6533(11) 0.065(3) Uani 1 1 d . . . . .
C26 C 0.117(2) 0.1382(12) 0.6030(14) 0.087(4) Uani 1 1 d . . . . .
H26 H 0.0789 0.0559 0.6380 0.104 Uiso 1 1 calc R U . . .
C27 C 0.2378(15) 0.3094(10) 0.4754(10) 0.059(3) Uani 1 1 d . . . . .
H27 H 0.2988 0.3682 0.4063 0.071 Uiso 1 1 calc R U . . .
C28 C 0.3051(16) 0.2047(8) 0.8324(9) 0.053(2) Uani 1 1 d . . . . .
C29 C 0.060(2) 0.6700(12) 0.8309(11) 0.084(4) Uani 1 1 d . . . . .
H29 H 0.0816 0.6396 0.9110 0.101 Uiso 1 1 calc R U . . .
C30 C -0.161(2) 0.6354(12) 0.8368(11) 0.086(4) Uani 1 1 d . . . . .
H30A H -0.2462 0.6769 0.8791 0.103 Uiso 1 1 calc R U . . .
H30B H -0.1840 0.5487 0.8751 0.103 Uiso 1 1 calc R U . . .
H30C H -0.1881 0.6595 0.7597 0.103 Uiso 1 1 calc R U . . .
C31 C 0.097(3) 0.7980(14) 0.7883(14) 0.110(5) Uani 1 1 d . . . . .
H31A H 0.2154 0.8157 0.8096 0.132 Uiso 1 1 calc R U . . .
H31B H -0.0110 0.8358 0.8210 0.132 Uiso 1 1 calc R U . . .
H31C H 0.1107 0.8295 0.7055 0.132 Uiso 1 1 calc R U . . .
N1 N 0.7160(13) 0.7508(7) 0.3539(8) 0.052(2) Uani 1 1 d . . . . .
H1A H 0.6138 0.7669 0.3998 0.063 Uiso 1 1 calc R U . . .
H1B H 0.8241 0.7798 0.3656 0.063 Uiso 1 1 calc R U . . .
N2 N 0.7604(19) 0.6184(11) 0.2254(10) 0.063(3) Uani 1 1 d . . . . .
N3 N 0.7525(11) 0.3887(7) 0.4281(7) 0.0454(19) Uani 1 1 d . . . . .
N4 N 0.7084(14) 0.1945(8) 0.5004(9) 0.064(2) Uani 1 1 d . . . . .
H4 H 0.6697 0.1225 0.5484 0.077 Uiso 1 1 calc R U . . .
N21 N 0.1708(13) 0.6326(7) 0.6457(8) 0.055(2) Uani 1 1 d . . . . .
H21A H 0.2679 0.6844 0.5989 0.066 Uiso 1 1 calc R U . . .
H21B H 0.0581 0.6700 0.6362 0.066 Uiso 1 1 calc R U . . .
N22 N 0.1324(17) 0.4017(12) 0.7732(9) 0.063(3) Uani 1 1 d . . . . .
N23 N 0.1631(12) 0.3287(8) 0.5685(9) 0.052(2) Uani 1 1 d . . . . .
N24 N 0.2131(15) 0.1910(9) 0.4949(11) 0.076(3) Uani 1 1 d . . . . .
H24 H 0.2521 0.1553 0.4464 0.091 Uiso 1 1 calc R U . . .
O1 O 0.6982(15) 0.7586(7) 0.0642(6) 0.084(3) Uani 1 1 d . . . . .
O2 O 0.4548(11) 0.4692(8) 0.2173(7) 0.075(2) Uani 1 1 d . . . . .
O1W O 0.9446(11) 0.8256(7) 0.4926(7) 0.074(2) Uani 1 1 d . . . . .
H11W H 1.0244 0.8813 0.4522 0.089 Uiso 1 1 d R U . . .
H12W H 0.8709 0.8612 0.5281 0.089 Uiso 1 1 d R U . . .
O3 O 0.6538(13) 0.3961(9) 0.0971(8) 0.080(2) Uani 1 1 d . . . . .
H3A H 0.5520 0.3786 0.0810 0.096 Uiso 1 1 calc R U . . .
O2W O 0.4341(12) 0.8270(7) 0.5028(7) 0.073(2) Uani 1 1 d . . . . .
H21W H 0.3998 0.8864 0.4524 0.088 Uiso 1 1 d R U . . .
H22W H 0.4865 0.8333 0.5538 0.088 Uiso 1 1 d R U . . .
O3W O 0.5927(16) -0.0400(8) 0.8936(7) 0.098(3) Uani 1 1 d . . . . .
H31W H 0.6083 -0.0586 0.8358 0.118 Uiso 1 1 d R U . . .
H32W H 0.6243 -0.1002 0.9444 0.118 Uiso 1 1 d R U . . .
O4W O 0.3789(16) 0.2619(8) 1.0920(9) 0.111(4) Uani 1 1 d . . . . .
H41W H 0.3207 0.2030 1.1449 0.133 Uiso 1 1 d R U . . .
H42W H 0.3185 0.3097 1.0455 0.133 Uiso 1 1 d R U . . .
O21 O 0.1774(15) 0.4207(9) 0.9371(7) 0.092(3) Uani 1 1 d . . . . .
O22 O 0.4562(10) 0.2520(7) 0.7756(7) 0.067(2) Uani 1 1 d . . . . .
O23 O 0.2824(13) 0.0901(7) 0.9045(8) 0.086(3) Uani 1 1 d . . . . .
H23A H 0.3866 0.0558 0.8989 0.103 Uiso 1 1 calc R U . . .
Cl1 Cl 0.6840(3) 0.5376(3) 0.5889(2) 0.0489(6) Uani 1 1 d . . . . .
Cl2 Cl 0.2201(4) 0.6002(3) 0.4088(2) 0.0525(6) Uani 1 1 d . . . . .
Cl3 Cl 0.2562(5) 0.0430(3) 0.3349(3) 0.0819(9) Uani 1 1 d . . . . .
Cl4 Cl 0.6330(5) -0.0737(3) 0.6514(3) 0.0756(8) Uani 1 1 d . . . . .
Au1 Au 0.73152(3) 0.56878(2) 0.39627(2) 0.03837(12) Uani 1 1 d . . . . .
Au2 Au 0.17083(3) 0.48396(2) 0.60197(2) 0.04243(13) 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
C1 N1 1.503(13) . ?
C1 C2 1.524(16) . ?
C1 C9 1.544(15) . ?
C1 H1 0.9800 . ?
C2 O1 1.217(13) . ?
C2 N2 1.279(15) . ?
C3 C4 1.487(14) . ?
C3 C8 1.534(14) . ?
C3 N2 1.536(16) . ?
C3 H3 0.9800 . ?
C4 C5 1.501(14) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.340(16) . ?
C5 N3 1.395(13) . ?
C6 N4 1.331(16) . ?
C6 H6 0.9300 . ?
C7 N3 1.296(12) . ?
C7 N4 1.313(13) . ?
C7 H7 0.9300 . ?
C8 O2 1.190(12) . ?
C8 O3 1.331(13) . ?
C9 C11 1.39(2) . ?
C9 C10 1.50(2) . ?
C9 H9 0.9800 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C21 C22 1.485(16) . ?
C21 N21 1.497(14) . ?
C21 C29 1.523(16) . ?
C21 H21 0.9800 . ?
C22 O21 1.242(14) . ?
C22 N22 1.300(18) . ?
C23 N22 1.478(16) . ?
C23 C28 1.527(14) . ?
C23 C24 1.531(18) . ?
C23 H23 0.9800 . ?
C24 C25 1.483(19) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.323(19) . ?
C25 N23 1.386(14) . ?
C26 N24 1.329(18) . ?
C26 H26 0.9300 . ?
C27 N23 1.287(14) . ?
C27 N24 1.333(14) . ?
C27 H27 0.9300 . ?
C28 O22 1.180(12) . ?
C28 O23 1.320(11) . ?
C29 C31 1.417(19) . ?
C29 C30 1.58(2) . ?
C29 H29 0.9800 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
N1 Au1 2.013(8) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N2 Au1 1.990(12) . ?
N3 Au1 2.012(8) . ?
N4 H4 0.8600 . ?
N21 Au2 2.010(8) . ?
N21 H21A 0.8900 . ?
N21 H21B 0.8900 . ?
N22 Au2 1.991(11) . ?
N23 Au2 2.017(9) . ?
N24 H24 0.8600 . ?
O1W H11W 0.8200 . ?
O1W H12W 0.8200 . ?
O3 H3A 0.8200 . ?
O2W H21W 0.8199 . ?
O2W H22W 0.8202 . ?
O3W H31W 0.8202 . ?
O3W H32W 0.8201 . ?
O4W H41W 0.8200 . ?
O4W H42W 0.8201 . ?
O23 H23A 0.8200 . ?
Cl1 Au1 2.282(2) . ?
Cl2 Au2 2.288(2) . ?

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 C1 C2 111.3(8) . . ?
N1 C1 C9 112.4(10) . . ?
C2 C1 C9 109.0(11) . . ?
N1 C1 H1 108.0 . . ?
C2 C1 H1 108.0 . . ?
C9 C1 H1 108.0 . . ?
O1 C2 N2 124.8(12) . . ?
O1 C2 C1 121.5(10) . . ?
N2 C2 C1 113.6(10) . . ?
C4 C3 C8 108.9(9) . . ?
C4 C3 N2 112.6(9) . . ?
C8 C3 N2 111.4(10) . . ?
C4 C3 H3 107.9 . . ?
C8 C3 H3 107.9 . . ?
N2 C3 H3 107.9 . . ?
C3 C4 C5 113.4(9) . . ?
C3 C4 H4A 108.9 . . ?
C5 C4 H4A 108.9 . . ?
C3 C4 H4B 108.9 . . ?
C5 C4 H4B 108.9 . . ?
H4A C4 H4B 107.7 . . ?
C6 C5 N3 104.8(10) . . ?
C6 C5 C4 134.0(11) . . ?
N3 C5 C4 121.2(9) . . ?
N4 C6 C5 109.2(11) . . ?
N4 C6 H6 125.4 . . ?
C5 C6 H6 125.4 . . ?
N3 C7 N4 110.0(9) . . ?
N3 C7 H7 125.0 . . ?
N4 C7 H7 125.0 . . ?
O2 C8 O3 125.6(10) . . ?
O2 C8 C3 125.3(10) . . ?
O3 C8 C3 109.1(9) . . ?
C11 C9 C10 116.5(14) . . ?
C11 C9 C1 113.5(14) . . ?
C10 C9 C1 111.8(10) . . ?
C11 C9 H9 104.5 . . ?
C10 C9 H9 104.5 . . ?
C1 C9 H9 104.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C22 C21 N21 111.0(10) . . ?
C22 C21 C29 111.6(11) . . ?
N21 C21 C29 112.2(9) . . ?
C22 C21 H21 107.2 . . ?
N21 C21 H21 107.2 . . ?
C29 C21 H21 107.2 . . ?
O21 C22 N22 122.7(13) . . ?
O21 C22 C21 121.2(13) . . ?
N22 C22 C21 115.9(11) . . ?
N22 C23 C28 112.7(9) . . ?
N22 C23 C24 112.2(9) . . ?
C28 C23 C24 108.3(10) . . ?
N22 C23 H23 107.8 . . ?
C28 C23 H23 107.8 . . ?
C24 C23 H23 107.8 . . ?
C25 C24 C23 112.8(9) . . ?
C25 C24 H24A 109.0 . . ?
C23 C24 H24A 109.0 . . ?
C25 C24 H24B 109.0 . . ?
C23 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C26 C25 N23 104.5(12) . . ?
C26 C25 C24 132.6(12) . . ?
N23 C25 C24 122.8(11) . . ?
C25 C26 N24 109.9(11) . . ?
C25 C26 H26 125.0 . . ?
N24 C26 H26 125.0 . . ?
N23 C27 N24 108.5(11) . . ?
N23 C27 H27 125.8 . . ?
N24 C27 H27 125.8 . . ?
O22 C28 O23 124.7(10) . . ?
O22 C28 C23 124.2(9) . . ?
O23 C28 C23 111.1(9) . . ?
C31 C29 C21 115.5(13) . . ?
C31 C29 C30 112.1(12) . . ?
C21 C29 C30 109.8(11) . . ?
C31 C29 H29 106.2 . . ?
C21 C29 H29 106.2 . . ?
C30 C29 H29 106.2 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C1 N1 Au1 112.0(6) . . ?
C1 N1 H1A 109.2 . . ?
Au1 N1 H1A 109.2 . . ?
C1 N1 H1B 109.2 . . ?
Au1 N1 H1B 109.2 . . ?
H1A N1 H1B 107.9 . . ?
C2 N2 C3 118.9(11) . . ?
C2 N2 Au1 119.8(10) . . ?
C3 N2 Au1 120.4(8) . . ?
C7 N3 C5 108.0(8) . . ?
C7 N3 Au1 129.5(7) . . ?
C5 N3 Au1 122.3(7) . . ?
C7 N4 C6 108.0(10) . . ?
C7 N4 H4 126.0 . . ?
C6 N4 H4 126.0 . . ?
C21 N21 Au2 111.6(6) . . ?
C21 N21 H21A 109.3 . . ?
Au2 N21 H21A 109.3 . . ?
C21 N21 H21B 109.3 . . ?
Au2 N21 H21B 109.3 . . ?
H21A N21 H21B 108.0 . . ?
C22 N22 C23 119.4(11) . . ?
C22 N22 Au2 117.2(10) . . ?
C23 N22 Au2 121.7(10) . . ?
C27 N23 C25 109.5(10) . . ?
C27 N23 Au2 128.7(8) . . ?
C25 N23 Au2 121.6(9) . . ?
C26 N24 C27 107.6(11) . . ?
C26 N24 H24 126.2 . . ?
C27 N24 H24 126.2 . . ?
H11W O1W H12W 100.1 . . ?
C8 O3 H3A 109.5 . . ?
H21W O2W H22W 122.6 . . ?
H31W O3W H32W 105.0 . . ?
H41W O4W H42W 119.9 . . ?
C28 O23 H23A 109.5 . . ?
N2 Au1 N3 95.7(4) . . ?
N2 Au1 N1 80.8(4) . . ?
N3 Au1 N1 176.4(4) . . ?
N2 Au1 Cl1 172.3(4) . . ?
N3 Au1 Cl1 91.7(3) . . ?
N1 Au1 Cl1 91.8(3) . . ?
N22 Au2 N21 81.0(5) . . ?
N22 Au2 N23 95.5(5) . . ?
N21 Au2 N23 176.4(4) . . ?
N22 Au2 Cl2 173.0(4) . . ?
N21 Au2 Cl2 92.0(3) . . ?
N23 Au2 Cl2 91.5(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 O1 178.3(10) . . . . ?
C9 C1 C2 O1 -57.2(15) . . . . ?
N1 C1 C2 N2 -5.1(15) . . . . ?
C9 C1 C2 N2 119.4(12) . . . . ?
C8 C3 C4 C5 -54.7(12) . . . . ?
N2 C3 C4 C5 69.4(12) . . . . ?
C3 C4 C5 C6 123.9(13) . . . . ?
C3 C4 C5 N3 -54.1(13) . . . . ?
N3 C5 C6 N4 0.6(12) . . . . ?
C4 C5 C6 N4 -177.7(10) . . . . ?
C4 C3 C8 O2 112.5(12) . . . . ?
N2 C3 C8 O2 -12.2(15) . . . . ?
C4 C3 C8 O3 -65.8(11) . . . . ?
N2 C3 C8 O3 169.5(9) . . . . ?
N1 C1 C9 C11 -72.6(17) . . . . ?
C2 C1 C9 C11 163.5(14) . . . . ?
N1 C1 C9 C10 61.6(16) . . . . ?
C2 C1 C9 C10 -62.3(15) . . . . ?
N21 C21 C22 O21 -176.4(11) . . . . ?
C29 C21 C22 O21 -50.5(16) . . . . ?
N21 C21 C22 N22 -0.7(16) . . . . ?
C29 C21 C22 N22 125.3(13) . . . . ?
N22 C23 C24 C25 68.9(13) . . . . ?
C28 C23 C24 C25 -56.1(11) . . . . ?
C23 C24 C25 C26 128.9(13) . . . . ?
C23 C24 C25 N23 -52.3(14) . . . . ?
N23 C25 C26 N24 0.9(13) . . . . ?
C24 C25 C26 N24 179.8(11) . . . . ?
N22 C23 C28 O22 -15.6(17) . . . . ?
C24 C23 C28 O22 109.1(12) . . . . ?
N22 C23 C28 O23 166.0(10) . . . . ?
C24 C23 C28 O23 -69.3(11) . . . . ?
C22 C21 C29 C31 169.2(13) . . . . ?
N21 C21 C29 C31 -65.5(17) . . . . ?
C22 C21 C29 C30 -62.8(13) . . . . ?
N21 C21 C29 C30 62.5(13) . . . . ?
C2 C1 N1 Au1 -6.7(11) . . . . ?
C9 C1 N1 Au1 -129.2(9) . . . . ?
O1 C2 N2 C3 2(2) . . . . ?
C1 C2 N2 C3 -174.7(10) . . . . ?
O1 C2 N2 Au1 -168.0(10) . . . . ?
C1 C2 N2 Au1 15.5(15) . . . . ?
C4 C3 N2 C2 154.4(12) . . . . ?
C8 C3 N2 C2 -82.9(14) . . . . ?
C4 C3 N2 Au1 -35.8(13) . . . . ?
C8 C3 N2 Au1 86.8(11) . . . . ?
N4 C7 N3 C5 -1.3(10) . . . . ?
N4 C7 N3 Au1 172.7(6) . . . . ?
C6 C5 N3 C7 0.4(11) . . . . ?
C4 C5 N3 C7 178.9(9) . . . . ?
C6 C5 N3 Au1 -174.1(7) . . . . ?
C4 C5 N3 Au1 4.5(12) . . . . ?
N3 C7 N4 C6 1.7(11) . . . . ?
C5 C6 N4 C7 -1.4(13) . . . . ?
C22 C21 N21 Au2 -12.0(12) . . . . ?
C29 C21 N21 Au2 -137.6(9) . . . . ?
O21 C22 N22 C23 -5.2(19) . . . . ?
C21 C22 N22 C23 179.2(10) . . . . ?
O21 C22 N22 Au2 -170.6(10) . . . . ?
C21 C22 N22 Au2 13.7(15) . . . . ?
C28 C23 N22 C22 -81.3(14) . . . . ?
C24 C23 N22 C22 156.2(12) . . . . ?
C28 C23 N22 Au2 83.5(12) . . . . ?
C24 C23 N22 Au2 -39.1(13) . . . . ?
N24 C27 N23 C25 -0.6(11) . . . . ?
N24 C27 N23 Au2 174.3(6) . . . . ?
C26 C25 N23 C27 -0.2(12) . . . . ?
C24 C25 N23 C27 -179.3(10) . . . . ?
C26 C25 N23 Au2 -175.5(7) . . . . ?
C24 C25 N23 Au2 5.4(13) . . . . ?
C25 C26 N24 C27 -1.2(14) . . . . ?
N23 C27 N24 C26 1.1(12) . . . . ?

_refine_diff_density_max         0.902
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.077

####################################################################### 
# 
# 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_4a
_database_code_depnum_ccdc_archive 'CCDC 1523452'
_audit_update_record             
;
2016-12-19 deposited with the CCDC.
2017-01-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H19 Au Cl N4 O3, Cl'
_chemical_formula_sum            'C12 H19 Au Cl2 N4 O3'
_chemical_formula_weight         535.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_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                   9.8509(2)
_cell_length_b                   10.7911(2)
_cell_length_c                   15.3736(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1634.25(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    11386
_cell_measurement_theta_min      3.0780
_cell_measurement_theta_max      28.6280

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.175
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    9.345
_shelx_estimated_absorpt_T_min   0.257
_shelx_estimated_absorpt_T_max   0.335
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.300
_exptl_absorpt_correction_T_max  0.505
_exptl_absorpt_process_details   
;   
CrysAlisPro (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897,
Agilent Technologies, 2014)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18637
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.098
_diffrn_reflns_theta_max         25.021
_diffrn_reflns_theta_full        25.021
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2895
_reflns_number_gt                2795
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.732
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       
;
CrysAlisPro, Agilent Technologies (2014)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies (2014)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies (2014)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury (Bruno, et al. 2002)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2015)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0165P)²+1.2624P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1160 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.016(5)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         2895
_refine_ls_number_parameters     203
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0209
_refine_ls_R_factor_gt           0.0190
_refine_ls_wR_factor_ref         0.0394
_refine_ls_wR_factor_gt          0.0387
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
C1 C 0.4328(6) 0.4639(6) 0.3860(4) 0.0286(15) Uani 1 1 d . . . . .
H1 H 0.3525 0.5104 0.3672 0.034 Uiso 1 1 calc R U . . .
C2 C 0.5278(7) 0.5525(6) 0.4323(4) 0.0295(16) Uani 1 1 d . . . . .
C3 C 0.7336(7) 0.6717(6) 0.4279(5) 0.0290(17) Uani 1 1 d . . . . .
H3 H 0.7116 0.6804 0.4897 0.035 Uiso 1 1 calc R U . . .
C4 C 0.8838(8) 0.6395(7) 0.4207(5) 0.0376(19) Uani 1 1 d . . . . .
H4A H 0.9354 0.7062 0.4472 0.045 Uiso 1 1 calc R U . . .
H4B H 0.9001 0.5655 0.4550 0.045 Uiso 1 1 calc R U . . .
C5 C 0.9385(7) 0.6181(6) 0.3322(5) 0.0359(18) Uani 1 1 d . . . . .
C6 C 1.0626(8) 0.6441(7) 0.2999(6) 0.048(2) Uani 1 1 d . . . . .
H6 H 1.1295 0.6906 0.3274 0.058 Uiso 1 1 calc R U . . .
C7 C 0.9574(7) 0.5325(7) 0.2029(5) 0.0431(19) Uani 1 1 d . . . . .
H7 H 0.9389 0.4876 0.1526 0.052 Uiso 1 1 calc R U . . .
C8 C 0.7007(8) 0.7944(6) 0.3833(5) 0.0319(17) Uani 1 1 d . . . . .
C9 C 0.3865(7) 0.3614(6) 0.4475(4) 0.0314(16) Uani 1 1 d . . . . .
H9A H 0.4652 0.3122 0.4633 0.038 Uiso 1 1 calc R U . . .
H9B H 0.3527 0.3997 0.5003 0.038 Uiso 1 1 calc R U . . .
C10 C 0.2774(7) 0.2743(6) 0.4129(5) 0.0326(18) Uani 1 1 d . . . . .
H10 H 0.3099 0.2396 0.3578 0.039 Uiso 1 1 calc R U . . .
C11 C 0.1448(8) 0.3390(8) 0.3955(6) 0.051(2) Uani 1 1 d . . . . .
H11A H 0.1111 0.3743 0.4486 0.061 Uiso 1 1 calc R U . . .
H11B H 0.0801 0.2804 0.3734 0.061 Uiso 1 1 calc R U . . .
H11C H 0.1586 0.4036 0.3535 0.061 Uiso 1 1 calc R U . . .
C12 C 0.2610(8) 0.1686(7) 0.4768(5) 0.046(2) Uani 1 1 d . . . . .
H12A H 0.2410 0.2013 0.5334 0.056 Uiso 1 1 calc R U . . .
H12B H 0.3436 0.1215 0.4792 0.056 Uiso 1 1 calc R U . . .
H12C H 0.1880 0.1159 0.4583 0.056 Uiso 1 1 calc R U . . .
N1 N 0.4993(6) 0.4101(5) 0.3071(4) 0.0352(15) Uani 1 1 d . . . . .
H1A H 0.4458 0.4224 0.2613 0.042 Uiso 1 1 calc R U . . .
H1B H 0.5082 0.3287 0.3144 0.042 Uiso 1 1 calc R U . . .
N2 N 0.6470(6) 0.5752(5) 0.3920(3) 0.0285(14) Uani 1 1 d . . . . .
N3 N 0.8723(5) 0.5495(5) 0.2697(4) 0.0334(14) Uani 1 1 d . . . . .
N4 N 1.0726(6) 0.5906(6) 0.2207(5) 0.0515(18) Uani 1 1 d . . . . .
H4 H 1.1425 0.5938 0.1873 0.062 Uiso 1 1 calc R U . . .
O1 O 0.4944(6) 0.5991(5) 0.5014(4) 0.0494(15) Uani 1 1 d . . . . .
O2 O 0.7042(7) 0.8077(5) 0.3064(4) 0.0636(19) Uani 1 1 d . . . . .
O3 O 0.6676(7) 0.8817(4) 0.4382(3) 0.0463(14) Uani 1 1 d . . . . .
H3O H 0.6506 0.9456 0.4114 0.06(3) Uiso 1 1 calc R . . . .
Cl1 Cl 0.6896(2) 0.37421(16) 0.15548(11) 0.0414(4) Uani 1 1 d . . . . .
Cl2 Cl 0.61947(19) 1.12176(16) 0.33446(13) 0.0414(5) Uani 1 1 d . . . . .
Au1 Au 0.68216(2) 0.48355(2) 0.28269(2) 0.02481(8) 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
C1 N1 1.495(8) . ?
C1 C2 1.515(9) . ?
C1 C9 1.525(9) . ?
C1 H1 0.9800 . ?
C2 O1 1.220(8) . ?
C2 N2 1.350(9) . ?
C3 N2 1.455(8) . ?
C3 C4 1.523(10) . ?
C3 C8 1.526(9) . ?
C3 H3 0.9800 . ?
C4 C5 1.482(11) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.349(10) . ?
C5 N3 1.377(9) . ?
C6 N4 1.351(11) . ?
C6 H6 0.9300 . ?
C7 N4 1.325(9) . ?
C7 N3 1.338(9) . ?
C7 H7 0.9300 . ?
C8 O2 1.192(8) . ?
C8 O3 1.306(8) . ?
C9 C10 1.524(9) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.505(10) . ?
C10 C12 1.515(10) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
N1 Au1 2.004(5) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N2 Au1 1.981(5) . ?
N3 Au1 2.014(5) . ?
N4 H4 0.8600 . ?
O3 H3O 0.8200 . ?
Cl1 Au1 2.2852(17) . ?

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 C1 C2 110.8(5) . . ?
N1 C1 C9 110.7(5) . . ?
C2 C1 C9 110.5(5) . . ?
N1 C1 H1 108.3 . . ?
C2 C1 H1 108.3 . . ?
C9 C1 H1 108.3 . . ?
O1 C2 N2 123.9(6) . . ?
O1 C2 C1 120.2(6) . . ?
N2 C2 C1 115.9(6) . . ?
N2 C3 C4 112.3(6) . . ?
N2 C3 C8 109.0(6) . . ?
C4 C3 C8 111.8(6) . . ?
N2 C3 H3 107.8 . . ?
C4 C3 H3 107.8 . . ?
C8 C3 H3 107.8 . . ?
C5 C4 C3 117.0(6) . . ?
C5 C4 H4A 108.0 . . ?
C3 C4 H4A 108.0 . . ?
C5 C4 H4B 108.0 . . ?
C3 C4 H4B 108.0 . . ?
H4A C4 H4B 107.3 . . ?
C6 C5 N3 106.5(7) . . ?
C6 C5 C4 129.4(7) . . ?
N3 C5 C4 123.6(6) . . ?
C5 C6 N4 108.0(7) . . ?
C5 C6 H6 126.0 . . ?
N4 C6 H6 126.0 . . ?
N4 C7 N3 108.2(7) . . ?
N4 C7 H7 125.9 . . ?
N3 C7 H7 125.9 . . ?
O2 C8 O3 124.2(6) . . ?
O2 C8 C3 122.9(6) . . ?
O3 C8 C3 112.9(6) . . ?
C10 C9 C1 116.2(6) . . ?
C10 C9 H9A 108.2 . . ?
C1 C9 H9A 108.2 . . ?
C10 C9 H9B 108.2 . . ?
C1 C9 H9B 108.2 . . ?
H9A C9 H9B 107.4 . . ?
C11 C10 C12 111.8(6) . . ?
C11 C10 C9 112.8(6) . . ?
C12 C10 C9 108.3(6) . . ?
C11 C10 H10 107.9 . . ?
C12 C10 H10 107.9 . . ?
C9 C10 H10 107.9 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 N1 Au1 113.1(4) . . ?
C1 N1 H1A 109.0 . . ?
Au1 N1 H1A 109.0 . . ?
C1 N1 H1B 109.0 . . ?
Au1 N1 H1B 109.0 . . ?
H1A N1 H1B 107.8 . . ?
C2 N2 C3 117.8(6) . . ?
C2 N2 Au1 116.8(4) . . ?
C3 N2 Au1 125.2(5) . . ?
C7 N3 C5 108.2(6) . . ?
C7 N3 Au1 127.6(5) . . ?
C5 N3 Au1 124.1(5) . . ?
C7 N4 C6 109.0(7) . . ?
C7 N4 H4 125.5 . . ?
C6 N4 H4 125.5 . . ?
C8 O3 H3O 109.5 . . ?
N2 Au1 N1 83.2(2) . . ?
N2 Au1 N3 94.0(2) . . ?
N1 Au1 N3 174.1(2) . . ?
N2 Au1 Cl1 171.73(17) . . ?
N1 Au1 Cl1 89.15(16) . . ?
N3 Au1 Cl1 93.88(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 O1 -175.1(6) . . . . ?
C9 C1 C2 O1 -52.1(9) . . . . ?
N1 C1 C2 N2 5.4(8) . . . . ?
C9 C1 C2 N2 128.4(6) . . . . ?
N2 C3 C4 C5 59.5(8) . . . . ?
C8 C3 C4 C5 -63.5(8) . . . . ?
C3 C4 C5 C6 146.0(8) . . . . ?
C3 C4 C5 N3 -43.6(10) . . . . ?
N3 C5 C6 N4 -1.2(8) . . . . ?
C4 C5 C6 N4 170.5(7) . . . . ?
N2 C3 C8 O2 -55.5(10) . . . . ?
C4 C3 C8 O2 69.3(10) . . . . ?
N2 C3 C8 O3 124.0(7) . . . . ?
C4 C3 C8 O3 -111.2(8) . . . . ?
N1 C1 C9 C10 -63.9(8) . . . . ?
C2 C1 C9 C10 173.0(6) . . . . ?
C1 C9 C10 C11 -64.3(8) . . . . ?
C1 C9 C10 C12 171.3(6) . . . . ?
C2 C1 N1 Au1 -5.3(7) . . . . ?
C9 C1 N1 Au1 -128.3(5) . . . . ?
O1 C2 N2 C3 -7.5(10) . . . . ?
C1 C2 N2 C3 172.1(5) . . . . ?
O1 C2 N2 Au1 177.6(6) . . . . ?
C1 C2 N2 Au1 -2.9(7) . . . . ?
C4 C3 N2 C2 143.7(6) . . . . ?
C8 C3 N2 C2 -91.8(7) . . . . ?
C4 C3 N2 Au1 -41.8(8) . . . . ?
C8 C3 N2 Au1 82.7(7) . . . . ?
N4 C7 N3 C5 -1.6(8) . . . . ?
N4 C7 N3 Au1 -179.4(4) . . . . ?
C6 C5 N3 C7 1.7(8) . . . . ?
C4 C5 N3 C7 -170.6(6) . . . . ?
C6 C5 N3 Au1 179.6(5) . . . . ?
C4 C5 N3 Au1 7.3(9) . . . . ?
N3 C7 N4 C6 0.8(8) . . . . ?
C5 C6 N4 C7 0.3(8) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A Cl2 0.89 2.68 3.365(7) 134.1 3_645
N1 H1A O2 0.89 2.19 2.879(8) 133.7 3_645
N1 H1B Cl2 0.89 2.51 3.356(6) 159.7 1_545
C3 H3 Cl1 0.98 2.79 3.614(7) 142.1 2_665
O3 H3O Cl2 0.82 2.26 3.079(5) 175.9 .
N4 H4 Cl2 0.86 2.39 3.167(6) 151.0 3_745
C7 H7 O1 0.93 2.59 3.441(10) 152.1 2_664
C7 H7 Cl1 0.93 2.74 3.227(8) 113.2 .
C6 H6 Cl1 0.93 2.68 3.550(8) 156.3 3_755
C4 H4A O1 0.97 2.32 3.253(9) 161.1 4_566
N1 H1A Cl2 0.89 2.68 3.365(7) 134.1 3_645
N1 H1A O2 0.89 2.19 2.879(8) 133.7 3_645
N1 H1B Cl2 0.89 2.51 3.356(6) 159.7 1_545
C3 H3 Cl1 0.98 2.79 3.614(7) 142.1 2_665
O3 H3O Cl2 0.82 2.26 3.079(5) 175.9 .
N4 H4 Cl2 0.86 2.39 3.167(6) 151.0 3_745
C7 H7 O1 0.93 2.59 3.441(10) 152.1 2_664
C7 H7 Cl1 0.93 2.74 3.227(8) 113.2 .
C6 H6 Cl1 0.93 2.68 3.550(8) 156.3 3_755
C4 H4A O1 0.97 2.32 3.253(9) 161.1 4_566

_refine_diff_density_max         0.624
_refine_diff_density_min         -0.388
_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_4b
_database_code_depnum_ccdc_archive 'CCDC 1523453'
_audit_update_record             
;
2016-12-19 deposited with the CCDC.
2017-01-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H19 Au Cl N4 O3, Au Cl4, H2 O'
_chemical_formula_sum            'C12 H21 Au2 Cl5 N4 O4'
_chemical_formula_weight         856.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_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                   8.35190(10)
_cell_length_b                   11.12680(10)
_cell_length_c                   24.3707(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2264.77(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    21574
_cell_measurement_theta_min      3.3320
_cell_measurement_theta_max      28.6060

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.512
_exptl_crystal_F_000             1584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    13.555
_shelx_estimated_absorpt_T_min   0.133
_shelx_estimated_absorpt_T_max   0.450
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.113
_exptl_absorpt_correction_T_max  0.528
_exptl_absorpt_process_details   
;   
CrysAlisPro (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897,
Agilent Technologies, 2014)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40694
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.957
_diffrn_reflns_theta_max         25.015
_diffrn_reflns_theta_full        25.015
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3993
_reflns_number_gt                3835
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.739
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       
;
CrysAlisPro, Agilent Technologies (2014)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies (2014)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies (2014)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury (Bruno, et al. 2002)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2015)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0207P)²+1.7418P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1582 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.015(3)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         3993
_refine_ls_number_parameters     245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0193
_refine_ls_R_factor_gt           0.0179
_refine_ls_wR_factor_ref         0.0405
_refine_ls_wR_factor_gt          0.0401
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
C1 C 0.7098(9) 0.4307(7) 0.6895(3) 0.0322(17) Uani 1 1 d . . . . .
H1 H 0.6582 0.4409 0.7254 0.039 Uiso 1 1 calc R U . . .
C2 C 0.8466(9) 0.5187(6) 0.6863(3) 0.0349(17) Uani 1 1 d . . . . .
C3 C 0.9528(8) 0.6978(7) 0.6447(3) 0.0323(17) Uani 1 1 d . . . . .
H3 H 1.0571 0.6595 0.6506 0.039 Uiso 1 1 calc R U . . .
C4 C 0.9572(9) 0.7569(8) 0.5881(3) 0.0393(19) Uani 1 1 d . . . . .
H4A H 1.0500 0.8092 0.5863 0.047 Uiso 1 1 calc R U . . .
H4B H 0.9708 0.6947 0.5606 0.047 Uiso 1 1 calc R U . . .
C5 C 0.8111(9) 0.8290(7) 0.5742(3) 0.0342(17) Uani 1 1 d . . . . .
C6 C 0.7942(11) 0.9366(8) 0.5511(3) 0.047(2) Uani 1 1 d . . . . .
H6 H 0.8760 0.9875 0.5397 0.056 Uiso 1 1 calc R U . . .
C7 C 0.5557(11) 0.8676(8) 0.5688(4) 0.049(2) Uani 1 1 d . . . . .
H7 H 0.4449 0.8621 0.5714 0.059 Uiso 1 1 calc R U . . .
C8 C 0.9290(9) 0.7896(6) 0.6906(3) 0.0329(17) Uani 1 1 d . . . . .
C9 C 0.7650(10) 0.3004(7) 0.6853(3) 0.0395(19) Uani 1 1 d . . . . .
H9A H 0.8521 0.2881 0.7110 0.047 Uiso 1 1 calc R U . . .
H9B H 0.8072 0.2872 0.6487 0.047 Uiso 1 1 calc R U . . .
C10 C 0.6360(11) 0.2064(6) 0.6965(3) 0.046(2) Uani 1 1 d . . . . .
H10 H 0.5455 0.2215 0.6718 0.055 Uiso 1 1 calc R U . . .
C11 C 0.5761(13) 0.2119(9) 0.7553(4) 0.071(3) Uani 1 1 d . . . . .
H11A H 0.4954 0.1517 0.7608 0.085 Uiso 1 1 calc R U . . .
H11B H 0.6637 0.1977 0.7800 0.085 Uiso 1 1 calc R U . . .
H11C H 0.5314 0.2899 0.7624 0.085 Uiso 1 1 calc R U . . .
C12 C 0.7040(15) 0.0814(8) 0.6838(4) 0.072(3) Uani 1 1 d . . . . .
H12A H 0.7413 0.0793 0.6466 0.087 Uiso 1 1 calc R U . . .
H12B H 0.7915 0.0647 0.7082 0.087 Uiso 1 1 calc R U . . .
H12C H 0.6218 0.0221 0.6887 0.087 Uiso 1 1 calc R U . . .
N1 N 0.5884(7) 0.4566(5) 0.6467(3) 0.0348(14) Uani 1 1 d . . . . .
H1A H 0.4909 0.4486 0.6610 0.042 Uiso 1 1 calc R U . . .
H1B H 0.5982 0.4036 0.6196 0.042 Uiso 1 1 calc R U . . .
N2 N 0.8319(7) 0.6045(5) 0.6484(2) 0.0303(13) Uani 1 1 d . . . . .
N3 N 0.6599(7) 0.7867(5) 0.5857(2) 0.0342(14) Uani 1 1 d . . . . .
N4 N 0.6372(10) 0.9576(6) 0.5473(3) 0.0556(19) Uani 1 1 d . . . . .
H4 H 0.5953 1.0208 0.5330 0.067 Uiso 1 1 calc R U . . .
O1 O 0.9609(7) 0.5108(5) 0.7174(3) 0.0513(16) Uani 1 1 d . . . . .
O2 O 0.8157(8) 0.7887(5) 0.7204(3) 0.0574(17) Uani 1 1 d . . . . .
O1W O 0.2937(7) 0.4146(6) 0.6881(3) 0.0635(19) Uani 1 1 d . . . . .
H1W H 0.2424 0.4021 0.6599 0.076 Uiso 1 1 d R U . . .
H2W H 0.2447 0.3659 0.7069 0.076 Uiso 1 1 d R U . . .
O3 O 1.0451(7) 0.8671(5) 0.6924(2) 0.0511(15) Uani 1 1 d . . . . .
H3A H 1.0296 0.9144 0.7177 0.061 Uiso 1 1 calc R U . . .
Cl1 Cl 0.3552(2) 0.6286(2) 0.58578(8) 0.0491(5) Uani 1 1 d . . . . .
Cl2 Cl 0.7225(3) 0.5052(2) 0.49471(11) 0.0635(7) Uani 1 1 d . . . . .
Cl3 Cl 0.7215(5) 0.3843(3) 0.37518(12) 0.1106(13) Uani 1 1 d . . . . .
Cl4 Cl 0.5828(4) 0.1370(2) 0.42768(10) 0.0746(8) Uani 1 1 d . . . . .
Cl5 Cl 0.5811(4) 0.2576(2) 0.54506(10) 0.0813(10) Uani 1 1 d . . . . .
Au1 Au 0.61297(3) 0.62353(2) 0.61638(2) 0.02774(7) Uani 1 1 d . . . . .
Au2 Au 0.65633(4) 0.32090(3) 0.46035(2) 0.04443(10) 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
C1 N1 1.484(9) . ?
C1 C2 1.507(11) . ?
C1 C9 1.525(10) . ?
C1 H1 0.9800 . ?
C2 O1 1.222(9) . ?
C2 N2 1.335(9) . ?
C3 N2 1.450(9) . ?
C3 C4 1.528(10) . ?
C3 C8 1.528(10) . ?
C3 H3 0.9800 . ?
C4 C5 1.499(11) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.331(11) . ?
C5 N3 1.377(10) . ?
C6 N4 1.334(12) . ?
C6 H6 0.9300 . ?
C7 N3 1.318(10) . ?
C7 N4 1.319(11) . ?
C7 H7 0.9300 . ?
C8 O2 1.193(9) . ?
C8 O3 1.299(9) . ?
C9 C10 1.527(11) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.520(12) . ?
C10 C12 1.533(12) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
N1 Au1 2.009(5) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N2 Au1 1.999(6) . ?
N3 Au1 2.002(6) . ?
N4 H4 0.8600 . ?
O1W H1W 0.8201 . ?
O1W H2W 0.8200 . ?
O3 H3A 0.8200 . ?
Cl1 Au1 2.2789(18) . ?
Cl2 Au2 2.283(3) . ?
Cl3 Au2 2.258(3) . ?
Cl4 Au2 2.280(3) . ?
Cl5 Au2 2.270(2) . ?

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 C1 C2 110.8(6) . . ?
N1 C1 C9 110.1(6) . . ?
C2 C1 C9 112.7(6) . . ?
N1 C1 H1 107.7 . . ?
C2 C1 H1 107.7 . . ?
C9 C1 H1 107.7 . . ?
O1 C2 N2 123.5(7) . . ?
O1 C2 C1 120.9(7) . . ?
N2 C2 C1 115.6(6) . . ?
N2 C3 C4 112.4(6) . . ?
N2 C3 C8 110.0(6) . . ?
C4 C3 C8 112.1(6) . . ?
N2 C3 H3 107.4 . . ?
C4 C3 H3 107.4 . . ?
C8 C3 H3 107.4 . . ?
C5 C4 C3 114.6(6) . . ?
C5 C4 H4A 108.6 . . ?
C3 C4 H4A 108.6 . . ?
C5 C4 H4B 108.6 . . ?
C3 C4 H4B 108.6 . . ?
H4A C4 H4B 107.6 . . ?
C6 C5 N3 107.3(7) . . ?
C6 C5 C4 131.6(7) . . ?
N3 C5 C4 121.1(6) . . ?
C5 C6 N4 106.9(8) . . ?
C5 C6 H6 126.5 . . ?
N4 C6 H6 126.5 . . ?
N3 C7 N4 107.6(8) . . ?
N3 C7 H7 126.2 . . ?
N4 C7 H7 126.2 . . ?
O2 C8 O3 125.2(7) . . ?
O2 C8 C3 122.9(7) . . ?
O3 C8 C3 111.8(6) . . ?
C1 C9 C10 115.2(7) . . ?
C1 C9 H9A 108.5 . . ?
C10 C9 H9A 108.5 . . ?
C1 C9 H9B 108.5 . . ?
C10 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
C11 C10 C9 111.9(7) . . ?
C11 C10 C12 110.4(7) . . ?
C9 C10 C12 108.9(8) . . ?
C11 C10 H10 108.5 . . ?
C9 C10 H10 108.5 . . ?
C12 C10 H10 108.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 N1 Au1 111.6(4) . . ?
C1 N1 H1A 109.3 . . ?
Au1 N1 H1A 109.3 . . ?
C1 N1 H1B 109.3 . . ?
Au1 N1 H1B 109.3 . . ?
H1A N1 H1B 108.0 . . ?
C2 N2 C3 119.4(6) . . ?
C2 N2 Au1 115.4(5) . . ?
C3 N2 Au1 122.5(4) . . ?
C7 N3 C5 107.9(7) . . ?
C7 N3 Au1 127.4(6) . . ?
C5 N3 Au1 124.5(5) . . ?
C7 N4 C6 110.3(7) . . ?
C7 N4 H4 124.9 . . ?
C6 N4 H4 124.9 . . ?
H1W O1W H2W 95.5 . . ?
C8 O3 H3A 109.5 . . ?
N2 Au1 N3 93.6(2) . . ?
N2 Au1 N1 81.5(2) . . ?
N3 Au1 N1 174.5(3) . . ?
N2 Au1 Cl1 173.87(17) . . ?
N3 Au1 Cl1 92.32(18) . . ?
N1 Au1 Cl1 92.67(18) . . ?
Cl3 Au2 Cl5 177.86(15) . . ?
Cl3 Au2 Cl4 91.38(12) . . ?
Cl5 Au2 Cl4 87.97(9) . . ?
Cl3 Au2 Cl2 89.91(12) . . ?
Cl5 Au2 Cl2 90.69(9) . . ?
Cl4 Au2 Cl2 178.14(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
N1 C1 C2 O1 -178.3(7) . . . . ?
C9 C1 C2 O1 -54.5(10) . . . . ?
N1 C1 C2 N2 2.6(9) . . . . ?
C9 C1 C2 N2 126.4(7) . . . . ?
N2 C3 C4 C5 67.0(8) . . . . ?
C8 C3 C4 C5 -57.5(8) . . . . ?
C3 C4 C5 C6 136.1(9) . . . . ?
C3 C4 C5 N3 -43.0(10) . . . . ?
N3 C5 C6 N4 -1.7(9) . . . . ?
C4 C5 C6 N4 179.1(8) . . . . ?
N2 C3 C8 O2 -7.5(10) . . . . ?
C4 C3 C8 O2 118.3(8) . . . . ?
N2 C3 C8 O3 172.9(6) . . . . ?
C4 C3 C8 O3 -61.3(8) . . . . ?
N1 C1 C9 C10 -64.3(8) . . . . ?
C2 C1 C9 C10 171.6(6) . . . . ?
C1 C9 C10 C11 -64.5(9) . . . . ?
C1 C9 C10 C12 173.2(7) . . . . ?
C2 C1 N1 Au1 -17.6(7) . . . . ?
C9 C1 N1 Au1 -142.9(5) . . . . ?
O1 C2 N2 C3 -3.0(11) . . . . ?
C1 C2 N2 C3 176.0(6) . . . . ?
O1 C2 N2 Au1 -164.9(6) . . . . ?
C1 C2 N2 Au1 14.1(8) . . . . ?
C4 C3 N2 C2 157.4(6) . . . . ?
C8 C3 N2 C2 -77.0(8) . . . . ?
C4 C3 N2 Au1 -42.0(8) . . . . ?
C8 C3 N2 Au1 83.6(6) . . . . ?
N4 C7 N3 C5 -0.1(9) . . . . ?
N4 C7 N3 Au1 -174.6(5) . . . . ?
C6 C5 N3 C7 1.1(9) . . . . ?
C4 C5 N3 C7 -179.6(7) . . . . ?
C6 C5 N3 Au1 175.8(5) . . . . ?
C4 C5 N3 Au1 -4.9(9) . . . . ?
N3 C7 N4 C6 -1.0(10) . . . . ?
C5 C6 N4 C7 1.7(10) . . . . ?

_refine_diff_density_max         0.664
_refine_diff_density_min         -0.764
_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_2a
_database_code_depnum_ccdc_archive 'CCDC 1523450'
_audit_update_record             
;
2016-12-19 deposited with the CCDC.
2017-01-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H13 Au Cl N4 O3, Au Cl4, H2 O'
_chemical_formula_sum            'C9 H15 Au2 Cl5 N4 O4'
_chemical_formula_weight         814.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

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

_cell_length_a                   27.3091(7)
_cell_length_b                   8.6678(2)
_cell_length_c                   8.6743(2)
_cell_angle_alpha                90
_cell_angle_beta                 108.081(2)
_cell_angle_gamma                90
_cell_volume                     1951.90(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    10741
_cell_measurement_theta_min      3.6330
_cell_measurement_theta_max      28.4000

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.771
_exptl_crystal_F_000             1488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.350
_exptl_absorpt_coefficient_mu    15.720
_shelx_estimated_absorpt_T_min   0.053
_shelx_estimated_absorpt_T_max   0.073
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.019
_exptl_absorpt_correction_T_max  0.070
_exptl_absorpt_process_details   
;   
CrysAlisPro (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897,
Agilent Technologies, 2014)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18553
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.139
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_full        25.025
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3462
_reflns_number_gt                3403
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.866
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_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       
;
CrysAlisPro, Agilent Technologies (2014)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies (2014)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies (2014)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury (Bruno, et al. 2002)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2015)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0204P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2015)'
_refine_ls_extinction_coef       0.00160(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1544 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.025(4)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         3462
_refine_ls_number_parameters     220
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0175
_refine_ls_R_factor_gt           0.0171
_refine_ls_wR_factor_ref         0.0416
_refine_ls_wR_factor_gt          0.0414
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_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
C1 C 0.7083(3) 0.6626(9) 0.3098(10) 0.034(2) Uani 1 1 d . . . . .
H1 H 0.7456 0.6647 0.3278 0.041 Uiso 1 1 calc R U . . .
C2 C 0.6939(3) 0.7993(9) 0.3978(8) 0.0267(17) Uani 1 1 d . . . . .
C3 C 0.6479(3) 0.8970(10) 0.5726(9) 0.0287(18) Uani 1 1 d . . . . .
H3 H 0.6492 0.9924 0.5135 0.034 Uiso 1 1 calc R U . . .
C4 C 0.5935(3) 0.8797(11) 0.5776(10) 0.038(2) Uani 1 1 d . . . . .
H4A H 0.5844 0.9719 0.6258 0.045 Uiso 1 1 calc R U . . .
H4B H 0.5706 0.8729 0.4672 0.045 Uiso 1 1 calc R U . . .
C5 C 0.5848(3) 0.7431(12) 0.6696(9) 0.038(2) Uani 1 1 d . . . . .
C6 C 0.5567(4) 0.7302(15) 0.7749(11) 0.054(3) Uani 1 1 d . . . . .
H6 H 0.5384 0.8077 0.8070 0.065 Uiso 1 1 calc R U . . .
C7 C 0.5901(4) 0.5051(12) 0.7549(11) 0.052(3) Uani 1 1 d . . . . .
H7 H 0.5983 0.4010 0.7701 0.062 Uiso 1 1 calc R U . . .
C8 C 0.6879(3) 0.9118(9) 0.7387(9) 0.0298(18) Uani 1 1 d . . . . .
C9 C 0.6811(5) 0.6736(11) 0.1320(10) 0.056(3) Uani 1 1 d . . . . .
H9A H 0.6919 0.5903 0.0771 0.067 Uiso 1 1 calc R U . . .
H9B H 0.6893 0.7701 0.0917 0.067 Uiso 1 1 calc R U . . .
H9C H 0.6446 0.6674 0.1127 0.067 Uiso 1 1 calc R U . . .
N1 N 0.6949(3) 0.5157(7) 0.3787(8) 0.0315(17) Uani 1 1 d . . . . .
H1A H 0.7238 0.4686 0.4358 0.038 Uiso 1 1 calc R U . . .
H1B H 0.6784 0.4534 0.2976 0.038 Uiso 1 1 calc R U . . .
N2 N 0.6624(3) 0.7718(7) 0.4841(8) 0.0269(15) Uani 1 1 d . . . . .
N3 N 0.6062(3) 0.6000(8) 0.6599(8) 0.0353(18) Uani 1 1 d . . . . .
N4 N 0.5612(3) 0.5799(12) 0.8230(10) 0.062(3) Uani 1 1 d . . . . .
H4 H 0.5469 0.5401 0.8891 0.075 Uiso 1 1 calc R U . . .
O1 O 0.7123(2) 0.9283(7) 0.3851(6) 0.0333(14) Uani 1 1 d . . . . .
O2 O 0.7295(3) 0.8522(9) 0.7742(7) 0.0520(18) Uani 1 1 d . . . . .
O1W O 0.7399(2) 1.0437(10) 1.1192(6) 0.0475(15) Uani 1 1 d . . . . .
H1W H 0.7317 1.0097 1.1959 0.057 Uiso 1 1 d R U . . .
H2W H 0.7485 1.1319 1.1498 0.057 Uiso 1 1 d R U . . .
O3 O 0.6721(3) 1.0035(7) 0.8328(6) 0.0467(17) Uani 1 1 d . . . . .
H3O H 0.6957 1.0191 0.9166 0.056 Uiso 1 1 calc R U . . .
Cl1 Cl 0.64715(11) 0.2916(3) 0.5635(3) 0.0525(7) Uani 1 1 d . . . . .
Cl2 Cl 0.55554(10) 0.4766(3) 0.1902(3) 0.0468(6) Uani 1 1 d . . . . .
Cl3 Cl 0.49456(12) 0.1770(4) 0.2591(4) 0.0673(8) Uani 1 1 d . . . . .
Cl4 Cl 0.57273(13) -0.0437(4) 0.1533(3) 0.0639(8) Uani 1 1 d . . . . .
Cl5 Cl 0.63555(10) 0.2547(3) 0.0952(3) 0.0569(7) Uani 1 1 d . . . . .
Au1 Au 0.65052(2) 0.55079(4) 0.52189(3) 0.02733(10) Uani 1 1 d . . . . .
Au2 Au 0.56428(2) 0.21439(4) 0.17438(4) 0.03930(12) 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
C1 C9 1.493(12) . ?
C1 N1 1.500(10) . ?
C1 C2 1.527(10) . ?
C1 H1 0.9800 . ?
C2 O1 1.245(9) . ?
C2 N2 1.325(10) . ?
C3 N2 1.453(11) . ?
C3 C4 1.507(11) . ?
C3 C8 1.518(11) . ?
C3 H3 0.9800 . ?
C4 C5 1.488(12) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.368(12) . ?
C5 N3 1.385(12) . ?
C6 N4 1.362(16) . ?
C6 H6 0.9300 . ?
C7 N4 1.296(13) . ?
C7 N3 1.332(11) . ?
C7 H7 0.9300 . ?
C8 O2 1.199(10) . ?
C8 O3 1.305(9) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
N1 Au1 2.009(6) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N2 Au1 1.987(6) . ?
N3 Au1 1.994(7) . ?
N4 H4 0.8600 . ?
O1W H1W 0.8200 . ?
O1W H2W 0.8200 . ?
O3 H3O 0.8200 . ?
Cl1 Au1 2.282(3) . ?
Cl2 Au2 2.294(3) . ?
Cl3 Au2 2.267(3) . ?
Cl4 Au2 2.262(3) . ?
Cl5 Au2 2.283(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 C1 N1 111.1(7) . . ?
C9 C1 C2 110.1(7) . . ?
N1 C1 C2 109.0(6) . . ?
C9 C1 H1 108.8 . . ?
N1 C1 H1 108.8 . . ?
C2 C1 H1 108.8 . . ?
O1 C2 N2 124.2(7) . . ?
O1 C2 C1 118.6(7) . . ?
N2 C2 C1 117.2(7) . . ?
N2 C3 C4 111.9(7) . . ?
N2 C3 C8 109.4(6) . . ?
C4 C3 C8 113.9(6) . . ?
N2 C3 H3 107.1 . . ?
C4 C3 H3 107.1 . . ?
C8 C3 H3 107.1 . . ?
C5 C4 C3 114.7(7) . . ?
C5 C4 H4A 108.6 . . ?
C3 C4 H4A 108.6 . . ?
C5 C4 H4B 108.6 . . ?
C3 C4 H4B 108.6 . . ?
H4A C4 H4B 107.6 . . ?
C6 C5 N3 107.6(9) . . ?
C6 C5 C4 129.8(9) . . ?
N3 C5 C4 122.6(7) . . ?
N4 C6 C5 105.5(10) . . ?
N4 C6 H6 127.3 . . ?
C5 C6 H6 127.3 . . ?
N4 C7 N3 109.8(9) . . ?
N4 C7 H7 125.1 . . ?
N3 C7 H7 125.1 . . ?
O2 C8 O3 125.0(7) . . ?
O2 C8 C3 123.5(7) . . ?
O3 C8 C3 111.4(7) . . ?
C1 C9 H9A 109.5 . . ?
C1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C1 N1 Au1 112.8(5) . . ?
C1 N1 H1A 109.0 . . ?
Au1 N1 H1A 109.0 . . ?
C1 N1 H1B 109.0 . . ?
Au1 N1 H1B 109.0 . . ?
H1A N1 H1B 107.8 . . ?
C2 N2 C3 119.7(7) . . ?
C2 N2 Au1 115.7(5) . . ?
C3 N2 Au1 123.2(5) . . ?
C7 N3 C5 106.7(8) . . ?
C7 N3 Au1 128.2(7) . . ?
C5 N3 Au1 125.1(6) . . ?
C7 N4 C6 110.4(8) . . ?
C7 N4 H4 124.8 . . ?
C6 N4 H4 124.8 . . ?
H1W O1W H2W 101.2 . . ?
C8 O3 H3O 109.5 . . ?
N2 Au1 N3 93.0(3) . . ?
N2 Au1 N1 83.3(3) . . ?
N3 Au1 N1 176.3(3) . . ?
N2 Au1 Cl1 172.7(2) . . ?
N3 Au1 Cl1 93.1(2) . . ?
N1 Au1 Cl1 90.60(19) . . ?
Cl4 Au2 Cl3 90.11(12) . . ?
Cl4 Au2 Cl5 90.52(12) . . ?
Cl3 Au2 Cl5 178.57(10) . . ?
Cl4 Au2 Cl2 178.81(10) . . ?
Cl3 Au2 Cl2 90.51(11) . . ?
Cl5 Au2 Cl2 88.88(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
C9 C1 C2 O1 -73.9(10) . . . . ?
N1 C1 C2 O1 163.9(7) . . . . ?
C9 C1 C2 N2 106.3(8) . . . . ?
N1 C1 C2 N2 -15.8(10) . . . . ?
N2 C3 C4 C5 65.4(9) . . . . ?
C8 C3 C4 C5 -59.4(10) . . . . ?
C3 C4 C5 C6 138.4(9) . . . . ?
C3 C4 C5 N3 -41.0(11) . . . . ?
N3 C5 C6 N4 -1.2(10) . . . . ?
C4 C5 C6 N4 179.4(9) . . . . ?
N2 C3 C8 O2 14.8(11) . . . . ?
C4 C3 C8 O2 140.8(9) . . . . ?
N2 C3 C8 O3 -168.7(7) . . . . ?
C4 C3 C8 O3 -42.7(10) . . . . ?
C9 C1 N1 Au1 -109.5(7) . . . . ?
C2 C1 N1 Au1 12.1(8) . . . . ?
O1 C2 N2 C3 -0.7(12) . . . . ?
C1 C2 N2 C3 179.0(7) . . . . ?
O1 C2 N2 Au1 -167.6(6) . . . . ?
C1 C2 N2 Au1 12.1(9) . . . . ?
C4 C3 N2 C2 145.9(7) . . . . ?
C8 C3 N2 C2 -86.8(8) . . . . ?
C4 C3 N2 Au1 -48.2(8) . . . . ?
C8 C3 N2 Au1 79.0(8) . . . . ?
N4 C7 N3 C5 -0.9(11) . . . . ?
N4 C7 N3 Au1 -178.9(6) . . . . ?
C6 C5 N3 C7 1.3(10) . . . . ?
C4 C5 N3 C7 -179.2(8) . . . . ?
C6 C5 N3 Au1 179.3(6) . . . . ?
C4 C5 N3 Au1 -1.1(11) . . . . ?
N3 C7 N4 C6 0.2(12) . . . . ?
C5 C6 N4 C7 0.6(12) . . . . ?

_refine_diff_density_max         0.703
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.089

