# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1471327'
_audit_update_record             
;
2016-03-30 deposited with the CCDC.
2017-04-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H9 Au Cl3 N'
_chemical_formula_sum            'C9 H9 Au Cl3 N'
_chemical_formula_weight         434.49

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'
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           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                   8.2328(3)
_cell_length_b                   13.6539(6)
_cell_length_c                   10.9324(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.002(2)
_cell_angle_gamma                90
_cell_volume                     1202.05(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4815
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      26.42

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.401
_exptl_crystal_F_000             800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.315
_exptl_crystal_size_mid          0.276
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    12.866
_shelx_estimated_absorpt_T_min   0.107
_shelx_estimated_absorpt_T_max   0.194
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.024
_exptl_absorpt_correction_T_max  0.087
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9451
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.832
_diffrn_reflns_theta_max         26.450
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2465
_reflns_number_gt                2051
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+12.4187P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2465
_refine_ls_number_parameters     129
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0301
_refine_ls_wR_factor_ref         0.0731
_refine_ls_wR_factor_gt          0.0703
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.117
_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 0.91482(3) 0.37428(2) 0.55403(2) 0.01906(10) Uani 1 1 d . . . . .
Cl1 Cl 1.0335(3) 0.37977(17) 0.76071(18) 0.0374(5) Uani 1 1 d . . . . .
Cl2 Cl 0.6548(2) 0.36201(15) 0.59521(18) 0.0321(4) Uani 1 1 d . . . . .
Cl3 Cl 1.1700(2) 0.38800(14) 0.5039(2) 0.0301(4) Uani 1 1 d . . . . .
N1 N 0.7375(7) 0.3720(4) 0.2751(5) 0.0200(12) Uani 1 1 d . . . . .
C1 C 0.8073(8) 0.3714(5) 0.3770(7) 0.0203(14) Uani 1 1 d . . . . .
C2 C 0.6491(8) 0.3731(5) 0.1512(6) 0.0206(14) Uani 1 1 d . . . . .
C3 C 0.4745(9) 0.3777(6) 0.1333(6) 0.0233(15) Uani 1 1 d . . . . .
C4 C 0.3948(10) 0.3771(5) 0.0101(7) 0.0267(16) Uani 1 1 d . . . . .
H6 H 0.2769 0.3794 -0.0086 0.032 Uiso 1 1 calc R U . . .
C5 C 0.4755(10) 0.3732(6) -0.0888(7) 0.0278(16) Uani 1 1 d . . . . .
H1 H 0.4124 0.3730 -0.1721 0.033 Uiso 1 1 calc R U . . .
C6 C 0.6465(10) 0.3696(6) -0.0680(7) 0.0284(16) Uani 1 1 d . . . . .
H5 H 0.7014 0.3670 -0.1362 0.034 Uiso 1 1 calc R U . . .
C7 C 0.7378(8) 0.3697(5) 0.0553(7) 0.0225(15) Uani 1 1 d . . . . .
C8 C 0.9244(9) 0.3638(7) 0.0861(8) 0.0353(19) Uani 1 1 d . . . . .
H2 H 0.9700 0.4245 0.1274 0.053 Uiso 1 1 calc R U . . .
H4 H 0.9656 0.3549 0.0089 0.053 Uiso 1 1 calc R U . . .
H3 H 0.9592 0.3082 0.1421 0.053 Uiso 1 1 calc R U . . .
C9 C 0.3866(9) 0.3837(6) 0.2380(8) 0.0313(18) Uani 1 1 d . . . . .
H9A H 0.4232 0.3300 0.2967 0.047 Uiso 1 1 calc R U . . .
H9B H 0.2667 0.3785 0.2054 0.047 Uiso 1 1 calc R U . . .
H9C H 0.4117 0.4465 0.2812 0.047 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
Au1 C1 1.954(7) . ?
Au1 Cl1 2.2687(19) . ?
Au1 Cl2 2.2837(18) . ?
Au1 Cl3 2.2868(18) . ?
N1 C1 1.143(9) . ?
N1 C2 1.398(8) . ?
C2 C7 1.398(10) . ?
C2 C3 1.411(10) . ?
C3 C4 1.371(10) . ?
C3 C9 1.478(9) . ?
C4 C5 1.382(11) . ?
C4 H6 0.9500 . ?
C5 C6 1.380(11) . ?
C5 H1 0.9500 . ?
C6 C7 1.400(11) . ?
C6 H5 0.9500 . ?
C7 C8 1.505(10) . ?
C8 H2 0.9800 . ?
C8 H4 0.9800 . ?
C8 H3 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Au1 Cl1 178.4(2) . . ?
C1 Au1 Cl2 86.78(19) . . ?
Cl1 Au1 Cl2 91.90(7) . . ?
C1 Au1 Cl3 90.8(2) . . ?
Cl1 Au1 Cl3 90.54(8) . . ?
Cl2 Au1 Cl3 177.49(7) . . ?
C1 N1 C2 178.9(7) . . ?
N1 C1 Au1 176.5(6) . . ?
N1 C2 C7 118.6(6) . . ?
N1 C2 C3 116.4(6) . . ?
C7 C2 C3 125.0(6) . . ?
C4 C3 C2 113.7(6) . . ?
C4 C3 C9 123.4(7) . . ?
C2 C3 C9 122.9(7) . . ?
C3 C4 C5 124.0(7) . . ?
C3 C4 H6 118.0 . . ?
C5 C4 H6 118.0 . . ?
C6 C5 C4 120.8(7) . . ?
C6 C5 H1 119.6 . . ?
C4 C5 H1 119.6 . . ?
C5 C6 C7 118.9(7) . . ?
C5 C6 H5 120.5 . . ?
C7 C6 H5 120.5 . . ?
C2 C7 C6 117.5(6) . . ?
C2 C7 C8 120.2(7) . . ?
C6 C7 C8 122.3(7) . . ?
C7 C8 H2 109.5 . . ?
C7 C8 H4 109.5 . . ?
H2 C8 H4 109.5 . . ?
C7 C8 H3 109.5 . . ?
H2 C8 H3 109.5 . . ?
H4 C8 H3 109.5 . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

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 C2 C3 C4 -179.0(6) . . . . ?
C7 C2 C3 C4 1.1(11) . . . . ?
N1 C2 C3 C9 1.5(11) . . . . ?
C7 C2 C3 C9 -178.4(7) . . . . ?
C2 C3 C4 C5 -0.6(11) . . . . ?
C9 C3 C4 C5 178.9(8) . . . . ?
C3 C4 C5 C6 0.1(12) . . . . ?
C4 C5 C6 C7 0.1(11) . . . . ?
N1 C2 C7 C6 179.2(6) . . . . ?
C3 C2 C7 C6 -0.9(12) . . . . ?
N1 C2 C7 C8 0.7(11) . . . . ?
C3 C2 C7 C8 -179.4(7) . . . . ?
C5 C6 C7 C2 0.3(11) . . . . ?
C5 C6 C7 C8 178.7(7) . . . . ?

_refine_diff_density_max         2.012
_refine_diff_density_min         -2.215
_refine_diff_density_rms         0.181

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_ATP193
_database_code_depnum_ccdc_archive 'CCDC 1471329'
_audit_update_record             
;
2016-03-30 deposited with the CCDC.
2017-04-04 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         '2(C8 H12 N), Au Cl4, Cl'
_chemical_formula_sum            'C16 H24 Au Cl5 N2'
_chemical_formula_weight         618.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           20
_space_group_name_H-M_alt        'C 2 2 21'
_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'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   8.9036(5)
_cell_length_b                   21.1337(13)
_cell_length_c                   26.6726(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5018.9(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3690
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      22.57

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_F_000             2384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.203
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.087
_exptl_absorpt_coefficient_mu    6.396
_shelx_estimated_absorpt_T_min   0.357
_shelx_estimated_absorpt_T_max   0.606
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.490
_exptl_absorpt_correction_T_max  0.581
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16434
_diffrn_reflns_av_unetI/netI     0.0881
_diffrn_reflns_av_R_equivalents  0.0711
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.459
_diffrn_reflns_theta_max         26.356
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             5012
_reflns_number_gt                3613
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.811
_reflns_Friedel_fraction_max     0.991
_reflns_Friedel_fraction_full    0.993

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury CSD 3.5.1'
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0700P)²+1.7987P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.03(2)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         5012
_refine_ls_number_parameters     195
_refine_ls_number_restraints     96
_refine_ls_R_factor_all          0.0834
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1420
_refine_ls_wR_factor_gt          0.1278
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.011
_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 0.7777(15) 0.0251(6) 0.3844(4) 0.059(5) Uani 1 1 d G U . . .
C2 C 0.8856(14) 0.0154(6) 0.4213(5) 0.075(5) Uani 1 1 d G U . . .
H2 H 0.9370 -0.0240 0.4232 0.090 Uiso 1 1 calc R U . . .
C3 C 0.9182(15) 0.0631(7) 0.4554(5) 0.094(7) Uani 1 1 d G U . . .
H3 H 0.9919 0.0564 0.4806 0.113 Uiso 1 1 calc R U . . .
C4 C 0.8430(18) 0.1207(6) 0.4527(5) 0.100(8) Uani 1 1 d G U . . .
H4 H 0.8653 0.1533 0.4760 0.120 Uiso 1 1 calc R U . . .
C5 C 0.7352(18) 0.1304(6) 0.4158(6) 0.094(7) Uani 1 1 d G U . . .
H5 H 0.6838 0.1698 0.4140 0.112 Uiso 1 1 calc R U . . .
C6 C 0.7025(15) 0.0827(7) 0.3817(5) 0.095(8) Uani 1 1 d G U . . .
H6 H 0.6288 0.0894 0.3565 0.114 Uiso 1 1 calc R U . . .
C7 C 0.745(2) -0.0283(9) 0.3477(7) 0.060(5) Uani 1 1 d . U . . .
H7 H 0.8169 -0.0639 0.3529 0.072 Uiso 1 1 calc R U . . .
C8 C 0.589(3) -0.0514(12) 0.3522(10) 0.098(7) Uani 1 1 d . U . . .
H8A H 0.5721 -0.0856 0.3281 0.147 Uiso 1 1 calc R U . . .
H8B H 0.5720 -0.0673 0.3863 0.147 Uiso 1 1 calc R U . . .
H8C H 0.5190 -0.0167 0.3454 0.147 Uiso 1 1 calc R U . . .
C11 C 1.2768(19) 0.1651(11) 0.3578(6) 0.065(4) Uani 1 1 d . U . . .
H11 H 1.3838 0.1720 0.3679 0.078 Uiso 1 1 calc R U . . .
C12 C 1.1838(14) 0.2116(7) 0.3877(5) 0.059(5) Uani 1 1 d G U . . .
C13 C 1.2268(16) 0.2211(8) 0.4372(6) 0.115(9) Uani 1 1 d G U . . .
H13 H 1.3149 0.2013 0.4498 0.138 Uiso 1 1 calc R U . . .
C14 C 1.141(2) 0.2595(9) 0.4683(4) 0.127(10) Uani 1 1 d G U . . .
H14 H 1.1702 0.2660 0.5021 0.153 Uiso 1 1 calc R U . . .
C15 C 1.012(2) 0.2884(8) 0.4498(6) 0.122(10) Uani 1 1 d G U . . .
H15 H 0.9533 0.3147 0.4711 0.146 Uiso 1 1 calc R U . . .
C16 C 0.9690(15) 0.2789(8) 0.4003(7) 0.103(8) Uani 1 1 d G U . . .
H16 H 0.8809 0.2987 0.3877 0.123 Uiso 1 1 calc R U . . .
C17 C 1.0549(15) 0.2405(8) 0.3692(5) 0.084(6) Uani 1 1 d G U . . .
H17 H 1.0255 0.2340 0.3354 0.101 Uiso 1 1 calc R U . . .
C18 C 1.244(3) 0.0944(10) 0.3658(9) 0.085(7) Uani 1 1 d . U . . .
H18A H 1.3106 0.0691 0.3446 0.128 Uiso 1 1 calc R U . . .
H18B H 1.2603 0.0835 0.4011 0.128 Uiso 1 1 calc R U . . .
H18C H 1.1390 0.0856 0.3568 0.128 Uiso 1 1 calc R U . . .
N1 N 0.7620(16) -0.0010(7) 0.2939(5) 0.058(4) Uani 1 1 d . . . . .
N2 N 1.2678(15) 0.1787(6) 0.3014(5) 0.055(4) Uani 1 1 d . . . . .
Cl1 Cl 1.0288(7) 0.1679(3) 0.6077(2) 0.0987(18) Uani 1 1 d . . . . .
Cl2 Cl 1.1415(6) 0.0573(2) 0.6814(2) 0.0757(13) Uani 1 1 d . . . . .
Cl3 Cl 1.2415(6) 0.1625(3) 0.76309(18) 0.0763(13) Uani 1 1 d . . . . .
Cl4 Cl 1.1327(7) 0.2725(2) 0.68986(19) 0.0754(13) Uani 1 1 d . . . . .
Cl5A Cl 0.5000 0.0814(3) 0.2500 0.0580(17) Uani 1 2 d S T P . .
Cl5B Cl 0.0000 0.1019(4) 0.2500 0.0641(18) Uani 1 2 d S T P . .
Au1 Au 1.13536(7) 0.16475(3) 0.68536(2) 0.0513(2) Uani 1 1 d . . . . .
H1A H 0.7711 -0.0332 0.2721 0.077 Uiso 1 1 d . U . . .
H1B H 0.8458 0.0239 0.2930 0.077 Uiso 1 1 d . U . . .
H1C H 0.6800 0.0228 0.2868 0.077 Uiso 1 1 d . U . . .
H2A H 1.3483 0.1611 0.2860 0.077 Uiso 1 1 d . U . . .
H2B H 1.2678 0.2212 0.2966 0.077 Uiso 1 1 d . U . . .
H2C H 1.1817 0.1617 0.2892 0.077 Uiso 1 1 d . 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
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C1 C7 1.52(2) . ?
C2 C3 1.3900 . ?
C2 H2 0.9500 . ?
C3 C4 1.3900 . ?
C3 H3 0.9500 . ?
C4 C5 1.3900 . ?
C4 H4 0.9500 . ?
C5 C6 1.3900 . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.48(3) . ?
C7 N1 1.55(2) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C11 C12 1.51(2) . ?
C11 C18 1.54(3) . ?
C11 N2 1.54(2) . ?
C11 H11 1.0000 . ?
C12 C13 1.3900 . ?
C12 C17 1.3900 . ?
C13 C14 1.3900 . ?
C13 H13 0.9500 . ?
C14 C15 1.3900 . ?
C14 H14 0.9500 . ?
C15 C16 1.3900 . ?
C15 H15 0.9500 . ?
C16 C17 1.3900 . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N1 H1A 0.900 . ?
N1 H1B 0.910 . ?
N1 H1C 0.910 . ?
N2 H2A 0.910 . ?
N2 H2B 0.910 . ?
N2 H2C 0.910 . ?
Cl1 Au1 2.278(5) . ?
Cl2 Au1 2.273(5) . ?
Cl3 Au1 2.279(4) . ?
Cl4 Au1 2.280(5) . ?

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
C2 C1 C6 120.0 . . ?
C2 C1 C7 118.6(11) . . ?
C6 C1 C7 121.4(11) . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 120.0 . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C8 C7 C1 112.0(16) . . ?
C8 C7 N1 107.0(18) . . ?
C1 C7 N1 107.5(13) . . ?
C8 C7 H7 110.1 . . ?
C1 C7 H7 110.1 . . ?
N1 C7 H7 110.1 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C12 C11 C18 116.9(15) . . ?
C12 C11 N2 111.5(15) . . ?
C18 C11 N2 107.9(16) . . ?
C12 C11 H11 106.6 . . ?
C18 C11 H11 106.6 . . ?
N2 C11 H11 106.6 . . ?
C13 C12 C17 120.0 . . ?
C13 C12 C11 116.3(12) . . ?
C17 C12 C11 123.5(12) . . ?
C12 C13 C14 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 120.0 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 C12 120.0 . . ?
C16 C17 H17 120.0 . . ?
C12 C17 H17 120.0 . . ?
C11 C18 H18A 109.5 . . ?
C11 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C11 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C7 N1 H1A 109.00 . . ?
C7 N1 H1B 109.00 . . ?
H1A N1 H1B 110.00 . . ?
C7 N1 H1C 109.00 . . ?
H1A N1 H1C 111.00 . . ?
H1B N1 H1C 109.00 . . ?
C11 N2 H2A 109.00 . . ?
C11 N2 H2B 109.00 . . ?
H2A N2 H2B 110.00 . . ?
C11 N2 H2C 109.00 . . ?
H2A N2 H2C 110.00 . . ?
H2B N2 H2C 110.00 . . ?
Cl2 Au1 Cl1 89.8(2) . . ?
Cl2 Au1 Cl4 179.15(19) . . ?
Cl1 Au1 Cl4 90.8(2) . . ?
Cl2 Au1 Cl3 90.68(19) . . ?
Cl1 Au1 Cl3 179.5(3) . . ?
Cl4 Au1 Cl3 88.7(2) . . ?

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
C8 H8A Cl3 0.98 2.90 3.67(2) 136.1 2_754
C11 H11 Cl4 1.00 2.94 3.660(19) 129.3 7_556
N1 H1A Cl2 0.900 2.590 3.342(14) 141.3(10) 2_754
N1 H1A Cl3 0.900 2.750 3.510(17) 143.8(10) 2_754
N1 H1B Cl5B 0.910 2.430 3.256(16) 149.8(9) 1_655
N1 H1C Cl5A 0.910 2.250 3.138(14) 166.00 .
N2 H2A Cl4 0.910 2.970 3.417(15) 112.5(9) 7_556
N2 H2A Cl5A 0.910 2.360 3.221(13) 158.3(9) 1_655
N2 H2B Cl3 0.910 2.620 3.509(16) 167.9(8) 6_754
N2 H2C Cl5B 0.910 2.300 3.193(14) 166.7(8) 1_655
C8 H8A Cl3 0.98 2.90 3.67(2) 136.1 2_754
C11 H11 Cl4 1.00 2.94 3.660(19) 129.3 7_556

_refine_diff_density_max         0.832
_refine_diff_density_min         -1.175
_refine_diff_density_rms         0.138



####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1471328'
_audit_update_record             
;
2016-03-30 deposited with the CCDC.
2017-04-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H21 Au Cl3 N3, C H Cl3'
_chemical_formula_sum            'C23 H22 Au Cl6 N3'
_chemical_formula_weight         750.10

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'
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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   10.0454(10)
_cell_length_b                   14.1896(12)
_cell_length_c                   19.4905(18)
_cell_angle_alpha                90
_cell_angle_beta                 93.721(5)
_cell_angle_gamma                90
_cell_volume                     2772.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5334
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      24.24

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.797
_exptl_crystal_F_000             1448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.371
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.159
_exptl_absorpt_coefficient_mu    5.902
_shelx_estimated_absorpt_T_min   0.218
_shelx_estimated_absorpt_T_max   0.454
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.312
_exptl_absorpt_correction_T_max  0.391
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24691
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.822
_diffrn_reflns_theta_max         25.378
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5061
_reflns_number_gt                3945
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick,2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0236P)²+3.9801P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5061
_refine_ls_number_parameters     306
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0661
_refine_ls_wR_factor_gt          0.0608
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.033
_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 0.57144(2) 0.12103(2) 0.05779(2) 0.01840(7) Uani 1 1 d . . . . .
Cl2 Cl 0.77525(14) 0.12295(10) 0.11520(7) 0.0319(3) Uani 1 1 d . . . . .
Cl1 Cl 0.46505(15) 0.07939(9) 0.15582(7) 0.0265(3) Uani 1 1 d . . . . .
Cl3 Cl 0.37313(13) 0.11275(9) -0.00788(7) 0.0253(3) Uani 1 1 d . . . . .
Cl4 Cl 0.11646(18) 0.35433(12) 0.67972(9) 0.0539(5) Uani 1 1 d . . . . .
Cl5 Cl 0.0602(2) 0.23438(14) 0.56208(10) 0.0629(5) Uani 1 1 d . . . . .
Cl6 Cl 0.2677(3) 0.18482(13) 0.66141(13) 0.0858(8) Uani 1 1 d . . . . .
N2 N 0.6948(5) 0.2495(3) -0.0343(2) 0.0248(12) Uani 1 1 d . . . . .
N3 N 0.6741(5) 0.3164(3) 0.0157(2) 0.0250(11) Uani 1 1 d . . . . .
C11 C 0.7562(6) 0.1274(3) -0.1348(3) 0.0268(13) Uani 1 1 d . . . . .
C1 C 0.6631(5) 0.1604(3) -0.0260(3) 0.0185(12) Uani 1 1 d . . . . .
C2 C 0.7076(6) 0.4012(3) -0.0001(3) 0.0227(13) Uani 1 1 d . . . . .
C3 C 0.6971(6) 0.4749(3) 0.0527(3) 0.0226(13) Uani 1 1 d . . . . .
C4 C 0.7068(6) 0.5695(3) 0.0357(3) 0.0279(14) Uani 1 1 d . . . . .
H5 H 0.7163 0.5873 -0.0107 0.034 Uiso 1 1 calc R U . . .
C5 C 0.7029(6) 0.6382(4) 0.0860(3) 0.0344(15) Uani 1 1 d . . . . .
H4 H 0.7085 0.7029 0.0739 0.041 Uiso 1 1 calc R U . . .
C6 C 0.6908(6) 0.6128(4) 0.1534(3) 0.0336(14) Uani 1 1 d . . . . .
H3 H 0.6888 0.6601 0.1878 0.040 Uiso 1 1 calc R U . . .
C7 C 0.6815(6) 0.5189(4) 0.1713(3) 0.0311(14) Uani 1 1 d . . . . .
H2 H 0.6731 0.5017 0.2179 0.037 Uiso 1 1 calc R U . . .
C8 C 0.6844(6) 0.4505(4) 0.1214(3) 0.0305(15) Uani 1 1 d . . . . .
H1 H 0.6776 0.3860 0.1338 0.037 Uiso 1 1 calc R U . . .
C21 C 0.7612(6) 0.4246(3) -0.0685(3) 0.0211(12) Uani 1 1 d . . . . .
C22 C 0.8955(6) 0.4355(4) -0.0750(3) 0.0333(15) Uani 1 1 d . . . . .
H6 H 0.9553 0.4322 -0.0352 0.040 Uiso 1 1 calc R U . . .
C23 C 0.9454(7) 0.4513(4) -0.1387(3) 0.0408(17) Uani 1 1 d . . . . .
H10 H 1.0386 0.4585 -0.1427 0.049 Uiso 1 1 calc R U . . .
C24 C 0.8584(7) 0.4563(4) -0.1960(3) 0.0378(17) Uani 1 1 d . . . . .
H9 H 0.8914 0.4673 -0.2399 0.045 Uiso 1 1 calc R U . . .
C25 C 0.7241(7) 0.4456(4) -0.1901(3) 0.0390(17) Uani 1 1 d . . . . .
H7 H 0.6646 0.4484 -0.2299 0.047 Uiso 1 1 calc R U . . .
C26 C 0.6747(6) 0.4306(4) -0.1262(3) 0.0308(14) Uani 1 1 d . . . . .
H8 H 0.5814 0.4246 -0.1222 0.037 Uiso 1 1 calc R U . . .
N1 N 0.6886(5) 0.1003(3) -0.0745(2) 0.0208(11) Uani 1 1 d . . . . .
C16 C 0.6788(7) 0.1716(4) -0.1881(3) 0.0363(15) Uani 1 1 d . U . . .
C15 C 0.7471(9) 0.2038(5) -0.2441(4) 0.0539(19) Uani 1 1 d . U . . .
H16 H 0.7001 0.2364 -0.2807 0.065 Uiso 1 1 calc R U . . .
C14 C 0.8741(10) 0.1892(5) -0.2462(4) 0.064(2) Uani 1 1 d . U . . .
H15 H 0.9160 0.2103 -0.2857 0.077 Uiso 1 1 calc R U . . .
C13 C 0.9528(9) 0.1455(5) -0.1954(4) 0.066(2) Uani 1 1 d . U . . .
H14 H 1.0456 0.1372 -0.2001 0.079 Uiso 1 1 calc R U . . .
C12 C 0.8917(7) 0.1123(4) -0.1345(4) 0.0456(18) Uani 1 1 d . . . . .
C17 C 0.9684(7) 0.0688(6) -0.0762(4) 0.070(3) Uani 1 1 d . . . . .
H11 H 0.9554 0.1048 -0.0343 0.105 Uiso 1 1 calc R U . . .
H13 H 1.0634 0.0685 -0.0851 0.105 Uiso 1 1 calc R U . . .
H12 H 0.9378 0.0039 -0.0703 0.105 Uiso 1 1 calc R U . . .
C18 C 0.5324(9) 0.1847(5) -0.1872(4) 0.064(3) Uani 1 1 d . . . . .
H17 H 0.4991 0.2173 -0.2292 0.096 Uiso 1 1 calc R U . . .
H18 H 0.5124 0.2224 -0.1470 0.096 Uiso 1 1 calc R U . . .
H19 H 0.4889 0.1231 -0.1847 0.096 Uiso 1 1 calc R U . . .
C10 C 0.1839(6) 0.2777(4) 0.6207(3) 0.0339(15) Uani 1 1 d . . . . .
H21 H 0.2492 0.3139 0.5945 0.041 Uiso 1 1 calc R U . . .
H2N H 0.735(7) 0.265(4) -0.070(3) 0.051 Uiso 1 1 d . U . . .
H20 H 0.662(7) 0.048(4) -0.072(3) 0.051 Uiso 1 1 d . 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
Au1 C1 2.005(5) . ?
Au1 Cl2 2.2688(15) . ?
Au1 Cl3 2.2999(14) . ?
Au1 Cl1 2.3252(13) . ?
Cl4 C10 1.751(6) . ?
Cl5 C10 1.744(6) . ?
Cl6 C10 1.729(6) . ?
N2 C1 1.316(6) . ?
N2 N3 1.387(5) . ?
N2 H2N 0.86(6) . ?
N3 C2 1.293(6) . ?
C11 C12 1.377(9) . ?
C11 C16 1.405(8) . ?
C11 N1 1.447(6) . ?
C1 N1 1.311(6) . ?
C2 C3 1.475(7) . ?
C2 C21 1.506(7) . ?
C3 C4 1.388(7) . ?
C3 C8 1.398(7) . ?
C4 C5 1.384(7) . ?
C4 H5 0.9500 . ?
C5 C6 1.375(8) . ?
C5 H4 0.9500 . ?
C6 C7 1.382(8) . ?
C6 H3 0.9500 . ?
C7 C8 1.376(7) . ?
C7 H2 0.9500 . ?
C8 H1 0.9500 . ?
C21 C22 1.372(8) . ?
C21 C26 1.378(8) . ?
C22 C23 1.387(8) . ?
C22 H6 0.9500 . ?
C23 C24 1.376(9) . ?
C23 H10 0.9500 . ?
C24 C25 1.369(9) . ?
C24 H9 0.9500 . ?
C25 C26 1.385(8) . ?
C25 H7 0.9500 . ?
C26 H8 0.9500 . ?
N1 H20 0.80(6) . ?
C16 C15 1.403(9) . ?
C16 C18 1.484(10) . ?
C15 C14 1.296(11) . ?
C15 H16 0.9500 . ?
C14 C13 1.374(11) . ?
C14 H15 0.9500 . ?
C13 C12 1.449(10) . ?
C13 H14 0.9500 . ?
C12 C17 1.468(10) . ?
C17 H11 0.9800 . ?
C17 H13 0.9800 . ?
C17 H12 0.9800 . ?
C18 H17 0.9800 . ?
C18 H18 0.9800 . ?
C18 H19 0.9800 . ?
C10 H21 1.0000 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Au1 Cl2 87.17(16) . . ?
C1 Au1 Cl3 89.32(16) . . ?
Cl2 Au1 Cl3 175.15(5) . . ?
C1 Au1 Cl1 178.51(13) . . ?
Cl2 Au1 Cl1 92.63(5) . . ?
Cl3 Au1 Cl1 90.96(5) . . ?
C1 N2 N3 121.4(4) . . ?
C1 N2 H2N 119(4) . . ?
N3 N2 H2N 119(4) . . ?
C2 N3 N2 114.5(4) . . ?
C12 C11 C16 124.8(6) . . ?
C12 C11 N1 118.2(6) . . ?
C16 C11 N1 116.9(5) . . ?
N1 C1 N2 118.4(4) . . ?
N1 C1 Au1 121.8(3) . . ?
N2 C1 Au1 119.8(4) . . ?
N3 C2 C3 117.5(4) . . ?
N3 C2 C21 122.0(4) . . ?
C3 C2 C21 120.5(4) . . ?
C4 C3 C8 118.7(5) . . ?
C4 C3 C2 120.7(5) . . ?
C8 C3 C2 120.6(4) . . ?
C5 C4 C3 120.5(5) . . ?
C5 C4 H5 119.8 . . ?
C3 C4 H5 119.8 . . ?
C6 C5 C4 120.0(5) . . ?
C6 C5 H4 120.0 . . ?
C4 C5 H4 120.0 . . ?
C5 C6 C7 120.4(5) . . ?
C5 C6 H3 119.8 . . ?
C7 C6 H3 119.8 . . ?
C8 C7 C6 119.8(5) . . ?
C8 C7 H2 120.1 . . ?
C6 C7 H2 120.1 . . ?
C7 C8 C3 120.7(5) . . ?
C7 C8 H1 119.7 . . ?
C3 C8 H1 119.7 . . ?
C22 C21 C26 119.3(5) . . ?
C22 C21 C2 121.1(5) . . ?
C26 C21 C2 119.6(5) . . ?
C21 C22 C23 121.0(6) . . ?
C21 C22 H6 119.5 . . ?
C23 C22 H6 119.5 . . ?
C24 C23 C22 119.2(6) . . ?
C24 C23 H10 120.4 . . ?
C22 C23 H10 120.4 . . ?
C25 C24 C23 120.2(6) . . ?
C25 C24 H9 119.9 . . ?
C23 C24 H9 119.9 . . ?
C24 C25 C26 120.4(6) . . ?
C24 C25 H7 119.8 . . ?
C26 C25 H7 119.8 . . ?
C21 C26 C25 119.9(6) . . ?
C21 C26 H8 120.0 . . ?
C25 C26 H8 120.0 . . ?
C1 N1 C11 122.5(4) . . ?
C1 N1 H20 119(5) . . ?
C11 N1 H20 118(5) . . ?
C15 C16 C11 116.5(7) . . ?
C15 C16 C18 120.3(7) . . ?
C11 C16 C18 123.2(5) . . ?
C14 C15 C16 120.3(8) . . ?
C14 C15 H16 119.9 . . ?
C16 C15 H16 119.9 . . ?
C15 C14 C13 124.8(8) . . ?
C15 C14 H15 117.6 . . ?
C13 C14 H15 117.6 . . ?
C14 C13 C12 118.8(8) . . ?
C14 C13 H14 120.6 . . ?
C12 C13 H14 120.6 . . ?
C11 C12 C13 114.7(7) . . ?
C11 C12 C17 122.5(6) . . ?
C13 C12 C17 122.8(7) . . ?
C12 C17 H11 109.5 . . ?
C12 C17 H13 109.5 . . ?
H11 C17 H13 109.5 . . ?
C12 C17 H12 109.5 . . ?
H11 C17 H12 109.5 . . ?
H13 C17 H12 109.5 . . ?
C16 C18 H17 109.5 . . ?
C16 C18 H18 109.5 . . ?
H17 C18 H18 109.5 . . ?
C16 C18 H19 109.5 . . ?
H17 C18 H19 109.5 . . ?
H18 C18 H19 109.5 . . ?
Cl6 C10 Cl5 109.7(3) . . ?
Cl6 C10 Cl4 111.6(3) . . ?
Cl5 C10 Cl4 111.1(3) . . ?
Cl6 C10 H21 108.1 . . ?
Cl5 C10 H21 108.1 . . ?
Cl4 C10 H21 108.1 . . ?

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
C1 N2 N3 C2 -178.8(5) . . . . ?
N3 N2 C1 N1 -178.2(5) . . . . ?
N3 N2 C1 Au1 4.3(8) . . . . ?
N2 N3 C2 C3 -175.8(5) . . . . ?
N2 N3 C2 C21 1.6(8) . . . . ?
N3 C2 C3 C4 -167.8(6) . . . . ?
C21 C2 C3 C4 14.7(8) . . . . ?
N3 C2 C3 C8 15.7(8) . . . . ?
C21 C2 C3 C8 -161.8(6) . . . . ?
C8 C3 C4 C5 -0.5(9) . . . . ?
C2 C3 C4 C5 -177.1(6) . . . . ?
C3 C4 C5 C6 0.8(9) . . . . ?
C4 C5 C6 C7 -0.5(10) . . . . ?
C5 C6 C7 C8 0.0(9) . . . . ?
C6 C7 C8 C3 0.3(9) . . . . ?
C4 C3 C8 C7 0.0(9) . . . . ?
C2 C3 C8 C7 176.6(6) . . . . ?
N3 C2 C21 C22 -100.1(7) . . . . ?
C3 C2 C21 C22 77.3(7) . . . . ?
N3 C2 C21 C26 76.8(7) . . . . ?
C3 C2 C21 C26 -105.9(6) . . . . ?
C26 C21 C22 C23 -0.9(8) . . . . ?
C2 C21 C22 C23 176.0(5) . . . . ?
C21 C22 C23 C24 0.2(9) . . . . ?
C22 C23 C24 C25 -0.2(9) . . . . ?
C23 C24 C25 C26 0.7(9) . . . . ?
C22 C21 C26 C25 1.4(8) . . . . ?
C2 C21 C26 C25 -175.5(5) . . . . ?
C24 C25 C26 C21 -1.4(8) . . . . ?
N2 C1 N1 C11 3.3(8) . . . . ?
Au1 C1 N1 C11 -179.2(4) . . . . ?
C12 C11 N1 C1 96.5(6) . . . . ?
C16 C11 N1 C1 -80.5(7) . . . . ?
C12 C11 C16 C15 -1.4(8) . . . . ?
N1 C11 C16 C15 175.5(5) . . . . ?
C12 C11 C16 C18 178.7(6) . . . . ?
N1 C11 C16 C18 -4.5(8) . . . . ?
C11 C16 C15 C14 2.6(9) . . . . ?
C18 C16 C15 C14 -177.4(6) . . . . ?
C16 C15 C14 C13 -2.1(12) . . . . ?
C15 C14 C13 C12 0.2(12) . . . . ?
C16 C11 C12 C13 -0.4(8) . . . . ?
N1 C11 C12 C13 -177.2(5) . . . . ?
C16 C11 C12 C17 177.8(6) . . . . ?
N1 C11 C12 C17 1.0(8) . . . . ?
C14 C13 C12 C11 1.0(9) . . . . ?
C14 C13 C12 C17 -177.1(7) . . . . ?

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 H20 Cl1 0.80(6) 2.69(6) 3.328(5) 138(6) 3_655
N1 H20 Cl3 0.80(6) 2.79(6) 3.497(4) 148(6) 3_655

_refine_diff_density_max         1.022
_refine_diff_density_min         -0.808
_refine_diff_density_rms         0.127

_shelxl_version_number           2013-4

