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

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

data_l5-au
_audit_block_doi                 10.5517/ccdc.csd.cc204c5q
_database_code_depnum_ccdc_archive 'CCDC 1851232'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1016/j.ejmech.2018.11.047 2019
loop_
_audit_author_name
_audit_author_address
'Zhen-Feng Chen'
;Guangxi Normal University
China
;
_audit_update_record             
;
2018-06-23 deposited with the CCDC.	2019-06-20 downloaded from the CCDC.
;
_audit_creation_date             2015-10-12
_audit_creation_method           
;
  Olex2 1.2
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C16 H16 Au Cl2 N2 O'
_chemical_formula_sum            'C16 H16 Au Cl2 N2 O'
_chemical_formula_weight         520.17
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x-1/2, y, -z-1/2'
7 '-x-1/2, y-1/2, z'
8 'x, -y-1/2, z-1/2'

_cell_length_a                   13.5520(14)
_cell_length_b                   7.7992(8)
_cell_length_c                   29.960(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3166.6(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3300
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.68
_cell_measurement_theta_min      3.01
_exptl_absorpt_coefficient_mu    9.631
_exptl_absorpt_correction_T_max  0.5521
_exptl_absorpt_correction_T_min  0.1383
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            block
_exptl_crystal_density_diffrn    2.182
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Columnar
_exptl_crystal_F_000             1976
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            10265
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         1.36
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                2293
_reflns_number_total             2872
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         1.275
_refine_diff_density_min         -1.554
_refine_diff_density_rms         0.181
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.870
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2872
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0313
_refine_ls_restrained_S_all      0.870
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1172
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  H18 of C18, H16 of C16, H8 of C8, {H9A,H9B} of C9, H14 of C14, H13 of C13,
  H12 of C12, {H15A,H15B} of C15, H19 of C19, {H4A,H4B} of N4
 At 1.5 times of:
  {H17A,H17B,H17C} of C17
2.a Secondary CH2 refined with riding coordinates:
 N4(H4A,H4B), C9(H9A,H9B), C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C12(H12), C13(H13), C14(H14), C16(H16), C18(H18), C19(H19)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.27099(2) 0.05715(3) 0.885641(9) 0.03119(16) Uani 1 1 d . . .
Cl2 Cl 0.31873(16) 0.1778(3) 0.95321(7) 0.0540(5) Uani 1 1 d . . .
Cl3 Cl 0.43243(15) 0.0368(3) 0.86480(8) 0.0535(6) Uani 1 1 d . . .
C2 C -0.0494(6) 0.0579(8) 0.8797(2) 0.0292(16) Uani 1 1 d . . .
O3 O -0.3449(4) 0.0444(6) 0.9123(2) 0.0485(15) Uani 1 1 d . . .
N4 N 0.2378(5) -0.0674(8) 0.8294(2) 0.0427(17) Uani 1 1 d . . .
H4A H 0.2939 -0.0824 0.8138 0.051 Uiso 1 1 calc R . .
H4B H 0.2151 -0.1721 0.8368 0.051 Uiso 1 1 calc R . .
N5 N 0.1229(4) 0.0822(7) 0.8985(2) 0.0301(13) Uani 1 1 d . . .
C6 C 0.0555(5) 0.0709(8) 0.8668(2) 0.0293(15) Uani 1 1 d . . .
C7 C -0.2480(6) 0.0501(8) 0.9041(3) 0.0375(18) Uani 1 1 d . . .
C8 C -0.2151(6) -0.0335(10) 0.8656(3) 0.0414(19) Uani 1 1 d . . .
H8 H -0.2600 -0.0937 0.8482 0.050 Uiso 1 1 calc R . .
C9 C -0.0007(5) 0.1977(9) 0.9496(2) 0.0375(17) Uani 1 1 d . . .
H9A H -0.0234 0.2005 0.9803 0.045 Uiso 1 1 calc R . .
H9B H 0.0169 0.3133 0.9407 0.045 Uiso 1 1 calc R . .
C10 C -0.0799(5) 0.1284(8) 0.9198(2) 0.0288(14) Uani 1 1 d . . .
C11 C 0.1701(6) 0.0090(9) 0.8021(3) 0.0375(17) Uani 1 1 d . . .
C12 C -0.1789(5) 0.1271(8) 0.9319(2) 0.0319(15) Uani 1 1 d . . .
H12 H -0.1988 0.1777 0.9585 0.038 Uiso 1 1 calc R . .
C13 C -0.1181(6) -0.0285(9) 0.8532(3) 0.0390(18) Uani 1 1 d . . .
H13 H -0.0978 -0.0826 0.8271 0.047 Uiso 1 1 calc R . .
C14 C 0.1868(7) 0.0171(11) 0.7558(3) 0.049(2) Uani 1 1 d . . .
H14 H 0.2443 -0.0287 0.7438 0.059 Uiso 1 1 calc R . .
C15 C 0.0868(6) 0.0804(11) 0.9452(3) 0.0442(19) Uani 1 1 d . . .
H15A H 0.1390 0.1178 0.9651 0.053 Uiso 1 1 calc R . .
H15B H 0.0681 -0.0353 0.9535 0.053 Uiso 1 1 calc R . .
C16 C 0.0145(6) 0.1558(9) 0.7896(2) 0.0399(17) Uani 1 1 d . . .
H16 H -0.0432 0.2038 0.8008 0.048 Uiso 1 1 calc R . .
C17 C -0.3837(6) 0.1359(10) 0.9504(3) 0.048(2) Uani 1 1 d . . .
H17A H -0.3756 0.2569 0.9459 0.072 Uiso 1 1 calc R . .
H17B H -0.3487 0.1016 0.9768 0.072 Uiso 1 1 calc R . .
H17C H -0.4525 0.1099 0.9539 0.072 Uiso 1 1 calc R . .
C18 C 0.1180(8) 0.0926(11) 0.7281(3) 0.055(2) Uani 1 1 d . . .
H18 H 0.1298 0.0949 0.6976 0.067 Uiso 1 1 calc R . .
C19 C 0.0330(7) 0.1644(11) 0.7442(2) 0.050(2) Uani 1 1 d . . .
H19 H -0.0114 0.2178 0.7251 0.060 Uiso 1 1 calc R . .
C1 C 0.0807(6) 0.0765(8) 0.8191(2) 0.0312(15) Uani 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 Cl2 2.324(2) . ?
Au1 Cl3 2.281(2) . ?
Au1 N4 1.996(7) . ?
Au1 N5 2.053(6) . ?
C2 C6 1.476(11) . ?
C2 C10 1.383(9) . ?
C2 C13 1.398(10) . ?
O3 C7 1.337(10) . ?
O3 C17 1.445(9) . ?
N4 H4A 0.9000 . ?
N4 H4B 0.9000 . ?
N4 C11 1.366(10) . ?
N5 C6 1.321(10) . ?
N5 C15 1.480(9) . ?
C6 C1 1.472(9) . ?
C7 C8 1.398(13) . ?
C7 C12 1.389(11) . ?
C8 H8 0.9300 . ?
C8 C13 1.367(11) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.496(9) . ?
C9 C15 1.504(10) . ?
C10 C12 1.390(10) . ?
C11 C14 1.405(11) . ?
C11 C1 1.416(11) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C14 C18 1.379(13) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16 0.9300 . ?
C16 C19 1.384(9) . ?
C16 C1 1.402(10) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18 0.9300 . ?
C18 C19 1.369(12) . ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl3 Au1 Cl2 89.98(8) . . ?
N4 Au1 Cl2 174.2(2) . . ?
N4 Au1 Cl3 87.2(2) . . ?
N4 Au1 N5 89.1(3) . . ?
N5 Au1 Cl2 94.00(18) . . ?
N5 Au1 Cl3 174.77(17) . . ?
C10 C2 C6 119.2(6) . . ?
C10 C2 C13 119.1(7) . . ?
C13 C2 C6 121.7(6) . . ?
C7 O3 C17 119.1(6) . . ?
Au1 N4 H4A 108.2 . . ?
Au1 N4 H4B 108.2 . . ?
H4A N4 H4B 107.3 . . ?
C11 N4 Au1 116.4(5) . . ?
C11 N4 H4A 108.2 . . ?
C11 N4 H4B 108.2 . . ?
C6 N5 Au1 122.3(5) . . ?
C6 N5 C15 116.7(6) . . ?
C15 N5 Au1 120.0(5) . . ?
N5 C6 C2 118.8(6) . . ?
N5 C6 C1 122.5(7) . . ?
C1 C6 C2 118.7(6) . . ?
O3 C7 C8 116.7(7) . . ?
O3 C7 C12 124.5(8) . . ?
C12 C7 C8 118.7(7) . . ?
C7 C8 H8 119.4 . . ?
C13 C8 C7 121.2(7) . . ?
C13 C8 H8 119.4 . . ?
H9A C9 H9B 108.6 . . ?
C10 C9 H9A 110.3 . . ?
C10 C9 H9B 110.3 . . ?
C10 C9 C15 107.1(6) . . ?
C15 C9 H9A 110.3 . . ?
C15 C9 H9B 110.3 . . ?
C2 C10 C9 116.6(6) . . ?
C2 C10 C12 120.7(6) . . ?
C12 C10 C9 122.6(6) . . ?
N4 C11 C14 120.2(7) . . ?
N4 C11 C1 121.4(7) . . ?
C14 C11 C1 118.4(7) . . ?
C7 C12 C10 119.9(7) . . ?
C7 C12 H12 120.1 . . ?
C10 C12 H12 120.1 . . ?
C2 C13 H13 120.0 . . ?
C8 C13 C2 120.0(7) . . ?
C8 C13 H13 120.0 . . ?
C11 C14 H14 119.9 . . ?
C18 C14 C11 120.2(8) . . ?
C18 C14 H14 119.9 . . ?
N5 C15 C9 109.7(6) . . ?
N5 C15 H15A 109.7 . . ?
N5 C15 H15B 109.7 . . ?
C9 C15 H15A 109.7 . . ?
C9 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
C19 C16 H16 119.2 . . ?
C19 C16 C1 121.6(8) . . ?
C1 C16 H16 119.2 . . ?
O3 C17 H17A 109.5 . . ?
O3 C17 H17B 109.5 . . ?
O3 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18 118.9 . . ?
C19 C18 C14 122.1(8) . . ?
C19 C18 H18 118.9 . . ?
C16 C19 H19 120.7 . . ?
C18 C19 C16 118.6(7) . . ?
C18 C19 H19 120.7 . . ?
C11 C1 C6 122.5(6) . . ?
C16 C1 C6 118.5(7) . . ?
C16 C1 C11 119.0(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Au1 N4 C11 C14 135.3(7) . . . . ?
Au1 N4 C11 C1 -46.7(9) . . . . ?
Au1 N5 C6 C2 168.7(4) . . . . ?
Au1 N5 C6 C1 -13.4(9) . . . . ?
Au1 N5 C15 C9 146.1(5) . . . . ?
Cl2 Au1 N4 C11 172.5(17) . . . . ?
Cl2 Au1 N5 C6 163.6(5) . . . . ?
Cl2 Au1 N5 C15 -28.3(5) . . . . ?
Cl3 Au1 N4 C11 -126.5(6) . . . . ?
Cl3 Au1 N5 C6 24(2) . . . . ?
Cl3 Au1 N5 C15 -167.7(15) . . . . ?
C2 C6 C1 C11 -149.1(6) . . . . ?
C2 C6 C1 C16 32.6(9) . . . . ?
C2 C10 C12 C7 1.8(10) . . . . ?
O3 C7 C8 C13 177.0(7) . . . . ?
O3 C7 C12 C10 -178.9(6) . . . . ?
N4 Au1 N5 C6 -21.3(5) . . . . ?
N4 Au1 N5 C15 146.9(6) . . . . ?
N4 C11 C14 C18 179.4(8) . . . . ?
N4 C11 C1 C6 0.7(11) . . . . ?
N4 C11 C1 C16 179.1(6) . . . . ?
N5 Au1 N4 C11 49.8(6) . . . . ?
N5 C6 C1 C11 33.1(10) . . . . ?
N5 C6 C1 C16 -145.3(7) . . . . ?
C6 C2 C10 C9 -6.2(9) . . . . ?
C6 C2 C10 C12 176.4(6) . . . . ?
C6 C2 C13 C8 -178.1(7) . . . . ?
C6 N5 C15 C9 -45.1(9) . . . . ?
C7 C8 C13 C2 1.6(12) . . . . ?
C8 C7 C12 C10 3.7(11) . . . . ?
C9 C10 C12 C7 -175.4(6) . . . . ?
C10 C2 C6 N5 27.4(9) . . . . ?
C10 C2 C6 C1 -150.5(6) . . . . ?
C10 C2 C13 C8 3.9(11) . . . . ?
C10 C9 C15 N5 62.0(8) . . . . ?
C11 C14 C18 C19 1.1(14) . . . . ?
C12 C7 C8 C13 -5.4(12) . . . . ?
C13 C2 C6 N5 -150.5(7) . . . . ?
C13 C2 C6 C1 31.5(9) . . . . ?
C13 C2 C10 C9 171.8(6) . . . . ?
C13 C2 C10 C12 -5.6(10) . . . . ?
C14 C11 C1 C6 178.7(7) . . . . ?
C14 C11 C1 C16 -3.0(11) . . . . ?
C14 C18 C19 C16 -2.0(14) . . . . ?
C15 N5 C6 C2 0.2(9) . . . . ?
C15 N5 C6 C1 178.0(6) . . . . ?
C15 C9 C10 C2 -36.8(8) . . . . ?
C15 C9 C10 C12 140.6(7) . . . . ?
C17 O3 C7 C8 -176.9(7) . . . . ?
C17 O3 C7 C12 5.6(11) . . . . ?
C19 C16 C1 C6 -179.4(7) . . . . ?
C19 C16 C1 C11 2.2(11) . . . . ?
C1 C11 C14 C18 1.4(12) . . . . ?
C1 C16 C19 C18 0.3(13) . . . . ?
####################################################################### 
# 
# 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_aaa
_audit_block_doi                 10.5517/ccdc.csd.cc204c6r
_database_code_depnum_ccdc_archive 'CCDC 1851233'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1016/j.ejmech.2018.11.047 2019
loop_
_audit_author_name
_audit_author_address
'Zhen-Feng Chen'
;Guangxi Normal University
China
;
_audit_update_record             
;
2018-06-23 deposited with the CCDC.	2019-06-20 downloaded from the CCDC.
;
_audit_creation_date             2018-03-02
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled Mar 30 2012 14:54:36, GUI svn.r4156)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C17 H18 Au Cl2 N2 O2'
_chemical_formula_sum            'C17 H18 Au Cl2 N2 O2'
_chemical_formula_weight         550.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   9.297(5)
_cell_length_b                   8.811(4)
_cell_length_c                   22.272(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.878(18)
_cell_angle_gamma                90.00
_cell_volume                     1763.3(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5306
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.43
_cell_measurement_theta_min      2.31
_exptl_absorpt_coefficient_mu    8.658
_exptl_absorpt_correction_T_max  0.5824
_exptl_absorpt_correction_T_min  0.1568
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.073
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Columnar
_exptl_crystal_F_000             1052
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            13054
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         1.89
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                2737
_reflns_number_total             3226
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         1.001
_refine_diff_density_min         -1.169
_refine_diff_density_rms         0.147
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0303
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0422P)²+2.3391P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.0885
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.08029(2) 0.25688(2) 0.151211(10) 0.03602(11) Uani 1 1 d . . .
Cl1 Cl -0.0191(2) 0.4772(2) 0.09984(9) 0.0685(5) Uani 1 1 d . . .
Cl2 Cl -0.0845(2) 0.25936(19) 0.21053(10) 0.0590(5) Uani 1 1 d . . .
O1 O 0.8189(4) -0.0575(4) 0.09255(17) 0.0403(9) Uani 1 1 d . . .
O2 O 0.8000(5) 0.1075(5) -0.00361(19) 0.0472(11) Uani 1 1 d . . .
N1 N 0.1683(5) 0.0675(5) 0.1952(2) 0.0369(11) Uani 1 1 d . . .
H1A H 0.1146 0.0382 0.2215 0.044 Uiso 1 1 calc R . .
H1B H 0.1645 -0.0072 0.1673 0.044 Uiso 1 1 calc R . .
N2 N 0.2412(6) 0.2399(5) 0.1046(2) 0.0329(11) Uani 1 1 d . . .
C1 C 0.3142(6) 0.0907(6) 0.2280(2) 0.0310(12) Uani 1 1 d . . .
C2 C 0.3628(7) 0.0504(6) 0.2903(3) 0.0401(14) Uani 1 1 d . . .
H2 H 0.2954 0.0112 0.3107 0.048 Uiso 1 1 calc R . .
C3 C 0.5103(7) 0.0681(7) 0.3221(3) 0.0469(15) Uani 1 1 d . . .
H3 H 0.5419 0.0381 0.3634 0.056 Uiso 1 1 calc R . .
C4 C 0.6103(7) 0.1295(7) 0.2932(3) 0.0444(15) Uani 1 1 d . . .
H4 H 0.7088 0.1445 0.3152 0.053 Uiso 1 1 calc R . .
C5 C 0.5636(6) 0.1687(6) 0.2314(2) 0.0341(12) Uani 1 1 d . . .
H5 H 0.6317 0.2104 0.2120 0.041 Uiso 1 1 calc R . .
C6 C 0.4181(6) 0.1478(5) 0.1976(2) 0.0278(11) Uani 1 1 d . . .
C7 C 0.3727(6) 0.1842(6) 0.1304(2) 0.0288(11) Uani 1 1 d . . .
C8 C 0.4785(5) 0.1583(6) 0.0927(2) 0.0277(11) Uani 1 1 d . . .
C9 C 0.5961(6) 0.0537(6) 0.1110(2) 0.0294(11) Uani 1 1 d . . .
H9 H 0.6030 -0.0059 0.1461 0.035 Uiso 1 1 calc R . .
C10 C 0.6998(6) 0.0388(6) 0.0779(2) 0.0300(11) Uani 1 1 d . . .
C11 C 0.8340(7) -0.1487(7) 0.1458(3) 0.0470(15) Uani 1 1 d . . .
H11A H 0.7480 -0.2127 0.1406 0.070 Uiso 1 1 calc R . .
H11B H 0.8427 -0.0851 0.1815 0.070 Uiso 1 1 calc R . .
H11C H 0.9214 -0.2106 0.1515 0.070 Uiso 1 1 calc R . .
C12 C 0.6902(6) 0.1272(6) 0.0248(2) 0.0338(12) Uani 1 1 d . . .
C13 C 0.7947(9) 0.1888(9) -0.0596(3) 0.0592(19) Uani 1 1 d . . .
H13A H 0.7051 0.1631 -0.0903 0.089 Uiso 1 1 calc R . .
H13B H 0.8794 0.1622 -0.0746 0.089 Uiso 1 1 calc R . .
H13C H 0.7961 0.2959 -0.0515 0.089 Uiso 1 1 calc R . .
C14 C 0.5681(7) 0.2248(6) 0.0047(3) 0.0356(13) Uani 1 1 d . . .
H14 H 0.5578 0.2803 -0.0317 0.043 Uiso 1 1 calc R . .
C15 C 0.4640(7) 0.2393(5) 0.0380(3) 0.0326(12) Uani 1 1 d . . .
C16 C 0.3260(6) 0.3376(6) 0.0171(2) 0.0384(13) Uani 1 1 d . . .
H16A H 0.3457 0.4379 0.0354 0.046 Uiso 1 1 calc R . .
H16B H 0.3003 0.3485 -0.0277 0.046 Uiso 1 1 calc R . .
C17 C 0.2003(7) 0.2675(6) 0.0365(3) 0.0392(14) Uani 1 1 d . . .
H17A H 0.1738 0.1721 0.0147 0.047 Uiso 1 1 calc R . .
H17B H 0.1144 0.3341 0.0255 0.047 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 Cl1 2.3214(19) . ?
Au1 Cl2 2.2657(19) . ?
Au1 N1 2.001(5) . ?
Au1 N2 2.034(5) . ?
O1 C10 1.366(6) . ?
O1 C11 1.409(6) . ?
O2 C12 1.343(6) . ?
O2 C13 1.428(7) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
N1 C1 1.380(7) . ?
N2 C7 1.306(7) . ?
N2 C17 1.486(8) . ?
C1 C2 1.390(7) . ?
C1 C6 1.407(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(9) . ?
C3 H3 0.9300 . ?
C3 C4 1.371(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.377(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.381(7) . ?
C6 C7 1.482(7) . ?
C7 C8 1.465(7) . ?
C8 C9 1.408(7) . ?
C8 C15 1.389(7) . ?
C9 H9 0.9300 . ?
C9 C10 1.364(7) . ?
C10 C12 1.399(7) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C14 1.403(8) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14 0.9300 . ?
C14 C15 1.369(9) . ?
C15 C16 1.518(8) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.480(8) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?

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
Cl2 Au1 Cl1 92.08(7) . . ?
N1 Au1 Cl1 179.28(13) . . ?
N1 Au1 Cl2 88.59(14) . . ?
N1 Au1 N2 85.81(18) . . ?
N2 Au1 Cl1 93.52(13) . . ?
N2 Au1 Cl2 174.10(13) . . ?
C10 O1 C11 117.1(4) . . ?
C12 O2 C13 119.1(5) . . ?
Au1 N1 H1A 109.4 . . ?
Au1 N1 H1B 109.4 . . ?
H1A N1 H1B 108.0 . . ?
C1 N1 Au1 111.0(3) . . ?
C1 N1 H1A 109.4 . . ?
C1 N1 H1B 109.4 . . ?
C7 N2 Au1 122.0(4) . . ?
C7 N2 C17 118.4(5) . . ?
C17 N2 Au1 118.7(4) . . ?
N1 C1 C2 120.9(5) . . ?
N1 C1 C6 120.1(5) . . ?
C2 C1 C6 118.9(5) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.6(5) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.5(6) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.3(6) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.1 . . ?
C4 C5 C6 121.8(5) . . ?
C6 C5 H5 119.1 . . ?
C1 C6 C7 120.7(5) . . ?
C5 C6 C1 118.8(5) . . ?
C5 C6 C7 120.5(5) . . ?
N2 C7 C6 121.2(5) . . ?
N2 C7 C8 119.8(5) . . ?
C8 C7 C6 119.0(4) . . ?
C9 C8 C7 121.4(4) . . ?
C15 C8 C7 119.6(5) . . ?
C15 C8 C9 118.9(5) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.7(5) . . ?
C10 C9 H9 119.6 . . ?
O1 C10 C12 114.9(4) . . ?
C9 C10 O1 124.9(5) . . ?
C9 C10 C12 120.2(5) . . ?
O1 C11 H11A 109.5 . . ?
O1 C11 H11B 109.5 . . ?
O1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O2 C12 C10 115.7(5) . . ?
O2 C12 C14 125.4(5) . . ?
C10 C12 C14 118.8(5) . . ?
O2 C13 H13A 109.5 . . ?
O2 C13 H13B 109.5 . . ?
O2 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14 119.6 . . ?
C15 C14 C12 120.7(5) . . ?
C15 C14 H14 119.6 . . ?
C8 C15 C16 116.5(5) . . ?
C14 C15 C8 120.3(5) . . ?
C14 C15 C16 123.2(5) . . ?
C15 C16 H16A 109.7 . . ?
C15 C16 H16B 109.7 . . ?
H16A C16 H16B 108.2 . . ?
C17 C16 C15 109.9(4) . . ?
C17 C16 H16A 109.7 . . ?
C17 C16 H16B 109.7 . . ?
N2 C17 H17A 109.5 . . ?
N2 C17 H17B 109.5 . . ?
C16 C17 N2 110.6(5) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 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
Au1 N1 C1 C2 129.1(4) . . . . ?
Au1 N1 C1 C6 -54.6(5) . . . . ?
Au1 N2 C7 C6 -7.7(7) . . . . ?
Au1 N2 C7 C8 173.0(3) . . . . ?
Au1 N2 C17 C16 146.9(4) . . . . ?
Cl1 Au1 N1 C1 40(12) . . . . ?
Cl1 Au1 N2 C7 146.8(4) . . . . ?
Cl1 Au1 N2 C17 -43.5(4) . . . . ?
Cl2 Au1 N1 C1 -116.7(3) . . . . ?
Cl2 Au1 N2 C7 -14.8(16) . . . . ?
Cl2 Au1 N2 C17 154.9(11) . . . . ?
O1 C10 C12 O2 -1.1(7) . . . . ?
O1 C10 C12 C14 177.4(5) . . . . ?
O2 C12 C14 C15 -178.4(5) . . . . ?
N1 Au1 N2 C7 -32.9(4) . . . . ?
N1 Au1 N2 C17 136.7(4) . . . . ?
N1 C1 C2 C3 177.3(5) . . . . ?
N1 C1 C6 C5 -179.5(5) . . . . ?
N1 C1 C6 C7 0.2(7) . . . . ?
N2 Au1 N1 C1 61.5(4) . . . . ?
N2 C7 C8 C9 -157.5(5) . . . . ?
N2 C7 C8 C15 23.1(8) . . . . ?
C1 C2 C3 C4 1.8(9) . . . . ?
C1 C6 C7 N2 35.5(7) . . . . ?
C1 C6 C7 C8 -145.1(5) . . . . ?
C2 C1 C6 C5 -3.1(7) . . . . ?
C2 C1 C6 C7 176.7(5) . . . . ?
C2 C3 C4 C5 -2.2(9) . . . . ?
C3 C4 C5 C6 0.0(9) . . . . ?
C4 C5 C6 C1 2.7(8) . . . . ?
C4 C5 C6 C7 -177.0(5) . . . . ?
C5 C6 C7 N2 -144.8(5) . . . . ?
C5 C6 C7 C8 34.6(7) . . . . ?
C6 C1 C2 C3 0.9(8) . . . . ?
C6 C7 C8 C9 23.1(7) . . . . ?
C6 C7 C8 C15 -156.3(5) . . . . ?
C7 N2 C17 C16 -43.0(6) . . . . ?
C7 C8 C9 C10 -175.2(5) . . . . ?
C7 C8 C15 C14 175.1(5) . . . . ?
C7 C8 C15 C16 -7.0(7) . . . . ?
C8 C9 C10 O1 178.8(5) . . . . ?
C8 C9 C10 C12 -0.3(8) . . . . ?
C8 C15 C16 C17 -31.7(7) . . . . ?
C9 C8 C15 C14 -4.3(8) . . . . ?
C9 C8 C15 C16 173.6(5) . . . . ?
C9 C10 C12 O2 178.1(5) . . . . ?
C9 C10 C12 C14 -3.4(8) . . . . ?
C10 C12 C14 C15 3.3(8) . . . . ?
C11 O1 C10 C9 0.6(8) . . . . ?
C11 O1 C10 C12 179.8(5) . . . . ?
C12 C14 C15 C8 0.6(8) . . . . ?
C12 C14 C15 C16 -177.2(5) . . . . ?
C13 O2 C12 C10 177.3(5) . . . . ?
C13 O2 C12 C14 -1.0(9) . . . . ?
C14 C15 C16 C17 146.1(5) . . . . ?
C15 C8 C9 C10 4.2(8) . . . . ?
C15 C16 C17 N2 55.4(6) . . . . ?
C17 N2 C7 C6 -177.3(5) . . . . ?
C17 N2 C7 C8 3.3(7) . . . . ?
