# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1041500'
_audit_update_record             
;
2014-12-29 deposited with the CCDC.
2015-04-21 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         'C22 H40 Au2 N2 O2 P2 S2'
_chemical_formula_sum            'C22 H40 Au2 N2 O2 P2 S2'
_chemical_formula_weight         884.56

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'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   6.8843(6)
_cell_length_b                   11.6056(7)
_cell_length_c                   17.7118(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.244(6)
_cell_angle_gamma                90
_cell_volume                     1411.23(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6501
_cell_measurement_theta_min      2.8925
_cell_measurement_theta_max      29.3118

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.082
_exptl_crystal_F_000             844
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    10.667
_shelx_estimated_absorpt_T_min   0.176
_shelx_estimated_absorpt_T_max   0.415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.55275
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'CrysAlis PRO (Agilent, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  Mirror
_diffrn_measurement_device_type  
'Agilent Technologies SuperNova Dual diffractometer with Atlas detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean 10.4041
_diffrn_reflns_number            15284
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.898
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        27.499
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3218
_reflns_number_gt                2955
_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       'CrysAlis PRO (Agilent, 2014)'
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2014)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 for Windows (Farrugia, 2012) and DIAMOND (Brandenburg, 2006)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2008)'

_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)+(0.0307P)²+3.1030P] 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         3218
_refine_ls_number_parameters     149
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0253
_refine_ls_wR_factor_ref         0.0639
_refine_ls_wR_factor_gt          0.0600
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_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
Au Au 0.27921(2) 1.01446(2) 0.15650(2) 0.01345(7) Uani 1 1 d . . . . .
S1 S 0.10142(15) 1.18002(9) 0.12753(6) 0.0155(2) Uani 1 1 d . . . . .
P1 P 0.42610(16) 0.84909(9) 0.19798(6) 0.0143(2) Uani 1 1 d . . . . .
N1 N 0.3455(5) 1.2220(3) 0.01272(19) 0.0160(7) Uani 1 1 d . . . . .
O1 O 0.1491(4) 1.3633(2) 0.05126(16) 0.0176(6) Uani 1 1 d . . . . .
C1 C 0.2182(6) 1.2525(3) 0.0561(2) 0.0135(8) Uani 1 1 d . . . . .
C2 C 0.2331(7) 1.4325(4) -0.0056(2) 0.0208(9) Uani 1 1 d . . . . .
H2A H 0.3737 1.4398 0.0067 0.031 Uiso 1 1 calc R U . . .
H2B H 0.1732 1.5091 -0.0070 0.031 Uiso 1 1 calc R U . . .
H2C H 0.2096 1.3954 -0.0552 0.031 Uiso 1 1 calc R U . . .
C3 C 0.4181(6) 1.1090(4) 0.0097(2) 0.0145(8) Uani 1 1 d . . . . .
C4 C 0.3039(7) 1.0185(4) -0.0209(2) 0.0161(9) Uani 1 1 d . . . . .
H4 H 0.1698 1.0310 -0.0352 0.019 Uiso 1 1 calc R U . . .
C5 C 0.6145(6) 1.0896(3) 0.0304(2) 0.0152(8) Uani 1 1 d . . . . .
H5 H 0.6933 1.1506 0.0512 0.018 Uiso 1 1 calc R U . . .
C11 C 0.3583(7) 0.8059(4) 0.2914(2) 0.0184(9) Uani 1 1 d . . . . .
H11A H 0.2278 0.7698 0.2858 0.022 Uiso 1 1 calc R U . . .
H11B H 0.4515 0.7466 0.3116 0.022 Uiso 1 1 calc R U . . .
C12 C 0.3535(7) 0.9029(4) 0.3494(2) 0.0243(10) Uani 1 1 d . . . . .
H12A H 0.4853 0.9336 0.3602 0.036 Uiso 1 1 calc R U . . .
H12B H 0.3049 0.8730 0.3962 0.036 Uiso 1 1 calc R U . . .
H12C H 0.2673 0.9645 0.3291 0.036 Uiso 1 1 calc R U . . .
C21 C 0.3647(7) 0.7231(4) 0.1405(2) 0.0218(9) Uani 1 1 d . . . . .
H21A H 0.4271 0.7299 0.0921 0.026 Uiso 1 1 calc R U . . .
H21B H 0.4186 0.6538 0.1671 0.026 Uiso 1 1 calc R U . . .
C22 C 0.1462(8) 0.7068(5) 0.1234(3) 0.0342(12) Uani 1 1 d . . . . .
H22A H 0.0814 0.7078 0.1709 0.051 Uiso 1 1 calc R U . . .
H22B H 0.1218 0.6327 0.0979 0.051 Uiso 1 1 calc R U . . .
H22C H 0.0948 0.7693 0.0906 0.051 Uiso 1 1 calc R U . . .
C31 C 0.6912(6) 0.8503(4) 0.2016(2) 0.0186(9) Uani 1 1 d . . . . .
H31A H 0.7401 0.7793 0.2275 0.022 Uiso 1 1 calc R U . . .
H31B H 0.7314 0.8476 0.1491 0.022 Uiso 1 1 calc R U . . .
C32 C 0.7894(7) 0.9534(4) 0.2415(3) 0.0283(10) Uani 1 1 d . . . . .
H32A H 0.7246 1.0244 0.2233 0.043 Uiso 1 1 calc R U . . .
H32B H 0.9268 0.9559 0.2305 0.043 Uiso 1 1 calc R U . . .
H32C H 0.7799 0.9464 0.2962 0.043 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
Au P1 2.2663(10) . ?
Au S1 2.3152(10) . ?
S1 C1 1.762(4) . ?
P1 C21 1.814(4) . ?
P1 C31 1.822(4) . ?
P1 C11 1.822(4) . ?
N1 C1 1.258(5) . ?
N1 C3 1.405(5) . ?
O1 C1 1.372(5) . ?
O1 C2 1.442(5) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C5 1.393(6) . ?
C3 C4 1.397(6) . ?
C4 C5 1.390(6) 3_675 ?
C4 H4 0.9500 . ?
C5 C4 1.390(6) 3_675 ?
C5 H5 0.9500 . ?
C11 C12 1.526(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C21 C22 1.524(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C31 C32 1.522(7) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 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
P1 Au S1 172.13(4) . . ?
C1 S1 Au 107.07(14) . . ?
C21 P1 C31 102.6(2) . . ?
C21 P1 C11 102.9(2) . . ?
C31 P1 C11 107.1(2) . . ?
C21 P1 Au 114.88(16) . . ?
C31 P1 Au 115.26(14) . . ?
C11 P1 Au 112.89(14) . . ?
C1 N1 C3 123.5(4) . . ?
C1 O1 C2 114.2(3) . . ?
N1 C1 O1 118.7(4) . . ?
N1 C1 S1 132.8(3) . . ?
O1 C1 S1 108.5(3) . . ?
O1 C2 H2A 109.5 . . ?
O1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C5 C3 C4 119.2(4) . . ?
C5 C3 N1 118.9(4) . . ?
C4 C3 N1 121.6(4) . . ?
C5 C4 C3 120.3(4) 3_675 . ?
C5 C4 H4 119.8 3_675 . ?
C3 C4 H4 119.8 . . ?
C4 C5 C3 120.5(4) 3_675 . ?
C4 C5 H5 119.7 3_675 . ?
C3 C5 H5 119.7 . . ?
C12 C11 P1 115.4(3) . . ?
C12 C11 H11A 108.4 . . ?
P1 C11 H11A 108.4 . . ?
C12 C11 H11B 108.4 . . ?
P1 C11 H11B 108.4 . . ?
H11A C11 H11B 107.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C22 C21 P1 113.4(3) . . ?
C22 C21 H21A 108.9 . . ?
P1 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
P1 C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C32 C31 P1 115.6(3) . . ?
C32 C31 H31A 108.4 . . ?
P1 C31 H31A 108.4 . . ?
C32 C31 H31B 108.4 . . ?
P1 C31 H31B 108.4 . . ?
H31A C31 H31B 107.4 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
C3 N1 C1 O1 -176.2(4) . . . . ?
C3 N1 C1 S1 4.5(7) . . . . ?
C2 O1 C1 N1 0.7(5) . . . . ?
C2 O1 C1 S1 -179.9(3) . . . . ?
Au S1 C1 N1 14.8(5) . . . . ?
Au S1 C1 O1 -164.6(2) . . . . ?
C1 N1 C3 C5 -116.4(5) . . . . ?
C1 N1 C3 C4 70.4(6) . . . . ?
C5 C3 C4 C5 0.1(6) . . . 3_675 ?
N1 C3 C4 C5 173.2(4) . . . 3_675 ?
C4 C3 C5 C4 -0.1(7) . . . 3_675 ?
N1 C3 C5 C4 -173.4(4) . . . 3_675 ?
C21 P1 C11 C12 -167.9(4) . . . . ?
C31 P1 C11 C12 84.4(4) . . . . ?
Au P1 C11 C12 -43.4(4) . . . . ?
C31 P1 C21 C22 -175.7(3) . . . . ?
C11 P1 C21 C22 73.2(4) . . . . ?
Au P1 C21 C22 -49.9(4) . . . . ?
C21 P1 C31 C32 175.3(3) . . . . ?
C11 P1 C31 C32 -76.8(4) . . . . ?
Au P1 C31 C32 49.7(4) . . . . ?

_refine_diff_density_max         1.706
_refine_diff_density_min         -1.462
_refine_diff_density_rms         0.182

#
#  1.71  0.95 A from AU 
# -1.46  0.96 A from AU 
#

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1041501'
_audit_update_record             
;
2014-12-29 deposited with the CCDC.
2015-04-21 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         'C46 H40 Au2 N2 O2 P2 S2'
_chemical_formula_sum            'C46 H40 Au2 N2 O2 P2 S2'
_chemical_formula_weight         1172.79

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'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9980(4)
_cell_length_b                   9.0501(4)
_cell_length_c                   14.2542(6)
_cell_angle_alpha                107.851(4)
_cell_angle_beta                 100.439(4)
_cell_angle_gamma                100.556(4)
_cell_volume                     1050.66(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6592
_cell_measurement_theta_min      3.8630
_cell_measurement_theta_max      30.1920

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.854
_exptl_crystal_F_000             566
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    7.190
_shelx_estimated_absorpt_T_min   0.222
_shelx_estimated_absorpt_T_max   0.327
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.45168
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'CrysAlis PRO (Agilent, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  Mirror
_diffrn_measurement_device_type  
'Agilent Technologies SuperNova Dual diffractometer with Atlas detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean 10.4041
_diffrn_reflns_number            12872
_diffrn_reflns_av_unetI/netI     0.0544
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.946
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        27.499
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             4751
_reflns_number_gt                4433
_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       'CrysAlis PRO (Agilent, 2014)'
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2014)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 for Windows (Farrugia, 2012) and DIAMOND (Brandenburg, 2006)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2008)'

_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)+(0.0081P)²] 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         4751
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0240
_refine_ls_wR_factor_ref         0.0440
_refine_ls_wR_factor_gt          0.0420
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_restrained_S_all      0.970
_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
Au Au 0.51429(2) 0.46904(2) 0.22754(2) 0.01144(5) Uani 1 1 d . . . . .
S1 S 0.29284(10) 0.25876(11) 0.16672(6) 0.01492(19) Uani 1 1 d . . . . .
P1 P 0.72064(10) 0.68031(11) 0.31968(6) 0.01095(19) Uani 1 1 d . . . . .
O1 O 0.2032(3) -0.0056(3) 0.01827(18) 0.0198(6) Uani 1 1 d . . . . .
N1 N 0.3473(3) 0.1859(4) -0.0252(2) 0.0167(7) Uani 1 1 d . . . . .
C1 C 0.2886(4) 0.1463(4) 0.0408(3) 0.0147(8) Uani 1 1 d . . . . .
C2 C 0.1665(5) -0.1083(5) -0.0871(3) 0.0301(10) Uani 1 1 d . . . . .
H2A H 0.1117 -0.0588 -0.1301 0.045 Uiso 1 1 calc R U . . .
H2B H 0.0996 -0.2128 -0.0963 0.045 Uiso 1 1 calc R U . . .
H2C H 0.2634 -0.1232 -0.1064 0.045 Uiso 1 1 calc R U . . .
C3 C 0.4244(4) 0.3446(4) -0.0082(2) 0.0154(8) Uani 1 1 d . . . . .
C4 C 0.3411(4) 0.4610(5) -0.0075(3) 0.0170(8) Uani 1 1 d . . . . .
H4 H 0.2319 0.4347 -0.0130 0.020 Uiso 1 1 calc R U . . .
C5 C 0.5839(4) 0.3858(5) -0.0011(3) 0.0179(8) Uani 1 1 d . . . . .
H5 H 0.6420 0.3078 -0.0021 0.022 Uiso 1 1 calc R U . . .
C11 C 0.8858(4) 0.7081(4) 0.2647(2) 0.0121(7) Uani 1 1 d . . . . .
C12 C 0.9330(4) 0.5736(4) 0.2157(3) 0.0153(8) Uani 1 1 d . . . . .
H12 H 0.8751 0.4700 0.2085 0.018 Uiso 1 1 calc R U . . .
C13 C 1.0626(4) 0.5885(5) 0.1775(3) 0.0228(9) Uani 1 1 d . . . . .
H13 H 1.0950 0.4959 0.1450 0.027 Uiso 1 1 calc R U . . .
C14 C 1.1458(4) 0.7397(5) 0.1867(3) 0.0288(10) Uani 1 1 d . . . . .
H14 H 1.2355 0.7506 0.1605 0.035 Uiso 1 1 calc R U . . .
C15 C 1.0987(4) 0.8733(5) 0.2336(3) 0.0302(10) Uani 1 1 d . . . . .
H15 H 1.1553 0.9764 0.2389 0.036 Uiso 1 1 calc R U . . .
C16 C 0.9694(4) 0.8591(5) 0.2731(3) 0.0218(9) Uani 1 1 d . . . . .
H16 H 0.9377 0.9520 0.3059 0.026 Uiso 1 1 calc R U . . .
C21 C 0.8011(4) 0.6648(4) 0.4412(2) 0.0128(7) Uani 1 1 d . . . . .
C22 C 0.9599(4) 0.7215(4) 0.4900(3) 0.0180(8) Uani 1 1 d . . . . .
H22 H 1.0304 0.7661 0.4577 0.022 Uiso 1 1 calc R U . . .
C23 C 1.0163(4) 0.7136(5) 0.5847(3) 0.0196(8) Uani 1 1 d . . . . .
H23 H 1.1249 0.7522 0.6171 0.023 Uiso 1 1 calc R U . . .
C24 C 0.9148(4) 0.6499(4) 0.6319(3) 0.0183(8) Uani 1 1 d . . . . .
H24 H 0.9532 0.6464 0.6976 0.022 Uiso 1 1 calc R U . . .
C25 C 0.7578(4) 0.5912(5) 0.5845(3) 0.0238(9) Uani 1 1 d . . . . .
H25 H 0.6884 0.5456 0.6170 0.029 Uiso 1 1 calc R U . . .
C26 C 0.7007(4) 0.5986(5) 0.4893(3) 0.0197(8) Uani 1 1 d . . . . .
H26 H 0.5922 0.5580 0.4568 0.024 Uiso 1 1 calc R U . . .
C31 C 0.6653(4) 0.8686(4) 0.3502(3) 0.0136(7) Uani 1 1 d . . . . .
C32 C 0.6871(4) 0.9731(4) 0.4494(3) 0.0173(8) Uani 1 1 d . . . . .
H32 H 0.7378 0.9499 0.5057 0.021 Uiso 1 1 calc R U . . .
C33 C 0.6344(4) 1.1109(5) 0.4653(3) 0.0260(9) Uani 1 1 d . . . . .
H33 H 0.6486 1.1816 0.5329 0.031 Uiso 1 1 calc R U . . .
C34 C 0.5620(4) 1.1467(5) 0.3848(3) 0.0290(10) Uani 1 1 d . . . . .
H34 H 0.5262 1.2417 0.3968 0.035 Uiso 1 1 calc R U . . .
C35 C 0.5411(4) 1.0441(5) 0.2860(3) 0.0281(10) Uani 1 1 d . . . . .
H35 H 0.4920 1.0696 0.2303 0.034 Uiso 1 1 calc R U . . .
C36 C 0.5911(4) 0.9057(5) 0.2682(3) 0.0240(9) Uani 1 1 d . . . . .
H36 H 0.5753 0.8352 0.2003 0.029 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
Au P1 2.2593(9) . ?
Au S1 2.3058(9) . ?
S1 C1 1.761(3) . ?
P1 C31 1.809(4) . ?
P1 C21 1.809(3) . ?
P1 C11 1.814(3) . ?
O1 C1 1.356(4) . ?
O1 C2 1.443(4) . ?
N1 C1 1.268(4) . ?
N1 C3 1.401(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C5 1.392(5) . ?
C3 C4 1.400(5) . ?
C4 C5 1.384(5) 2_665 ?
C4 H4 0.9500 . ?
C5 C4 1.384(5) 2_665 ?
C5 H5 0.9500 . ?
C11 C12 1.388(5) . ?
C11 C16 1.392(5) . ?
C12 C13 1.376(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.389(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.373(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(5) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C26 1.388(5) . ?
C21 C22 1.393(4) . ?
C22 C23 1.382(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.374(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.376(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.388(5) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.395(5) . ?
C31 C36 1.402(5) . ?
C32 C33 1.383(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.371(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.386(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.374(5) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P1 Au S1 167.79(3) . . ?
C1 S1 Au 107.37(12) . . ?
C31 P1 C21 105.44(16) . . ?
C31 P1 C11 106.00(16) . . ?
C21 P1 C11 104.84(15) . . ?
C31 P1 Au 111.99(11) . . ?
C21 P1 Au 110.50(12) . . ?
C11 P1 Au 117.19(12) . . ?
C1 O1 C2 115.7(3) . . ?
C1 N1 C3 122.3(3) . . ?
N1 C1 O1 120.6(3) . . ?
N1 C1 S1 131.3(3) . . ?
O1 C1 S1 108.1(2) . . ?
O1 C2 H2A 109.5 . . ?
O1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C5 C3 C4 118.6(3) . . ?
C5 C3 N1 120.3(3) . . ?
C4 C3 N1 120.9(3) . . ?
C5 C4 C3 120.7(3) 2_665 . ?
C5 C4 H4 119.7 2_665 . ?
C3 C4 H4 119.7 . . ?
C4 C5 C3 120.8(3) 2_665 . ?
C4 C5 H5 119.6 2_665 . ?
C3 C5 H5 119.6 . . ?
C12 C11 C16 119.2(3) . . ?
C12 C11 P1 118.3(3) . . ?
C16 C11 P1 122.4(3) . . ?
C13 C12 C11 120.7(3) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 119.7(4) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C15 C14 C13 120.1(3) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.4(4) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C11 119.8(4) . . ?
C15 C16 H16 120.1 . . ?
C11 C16 H16 120.1 . . ?
C26 C21 C22 118.5(3) . . ?
C26 C21 P1 118.9(2) . . ?
C22 C21 P1 122.5(3) . . ?
C23 C22 C21 120.9(3) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.6 . . ?
C24 C23 C22 119.8(3) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 120.3(3) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C26 120.1(3) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C21 C26 C25 120.4(3) . . ?
C21 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C32 C31 C36 119.3(3) . . ?
C32 C31 P1 123.7(3) . . ?
C36 C31 P1 116.9(3) . . ?
C33 C32 C31 119.6(3) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C34 C33 C32 120.9(4) . . ?
C34 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
C33 C34 C35 119.8(4) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
C36 C35 C34 120.4(4) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C35 C36 C31 120.0(4) . . ?
C35 C36 H36 120.0 . . ?
C31 C36 H36 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N1 C1 O1 174.2(3) . . . . ?
C3 N1 C1 S1 -4.6(5) . . . . ?
C2 O1 C1 N1 -8.4(5) . . . . ?
C2 O1 C1 S1 170.6(2) . . . . ?
Au S1 C1 N1 -25.7(4) . . . . ?
Au S1 C1 O1 155.37(19) . . . . ?
C1 N1 C3 C5 113.9(4) . . . . ?
C1 N1 C3 C4 -72.2(4) . . . . ?
C5 C3 C4 C5 -0.6(5) . . . 2_665 ?
N1 C3 C4 C5 -174.7(3) . . . 2_665 ?
C4 C3 C5 C4 0.6(5) . . . 2_665 ?
N1 C3 C5 C4 174.7(3) . . . 2_665 ?
C31 P1 C11 C12 -167.4(3) . . . . ?
C21 P1 C11 C12 81.4(3) . . . . ?
Au P1 C11 C12 -41.5(3) . . . . ?
C31 P1 C11 C16 14.9(3) . . . . ?
C21 P1 C11 C16 -96.4(3) . . . . ?
Au P1 C11 C16 140.7(3) . . . . ?
C16 C11 C12 C13 1.3(5) . . . . ?
P1 C11 C12 C13 -176.5(3) . . . . ?
C11 C12 C13 C14 -1.0(5) . . . . ?
C12 C13 C14 C15 -0.1(6) . . . . ?
C13 C14 C15 C16 0.8(6) . . . . ?
C14 C15 C16 C11 -0.4(6) . . . . ?
C12 C11 C16 C15 -0.6(5) . . . . ?
P1 C11 C16 C15 177.1(3) . . . . ?
C31 P1 C21 C26 86.4(3) . . . . ?
C11 P1 C21 C26 -161.9(3) . . . . ?
Au P1 C21 C26 -34.8(3) . . . . ?
C31 P1 C21 C22 -91.5(3) . . . . ?
C11 P1 C21 C22 20.1(3) . . . . ?
Au P1 C21 C22 147.3(3) . . . . ?
C26 C21 C22 C23 -0.7(5) . . . . ?
P1 C21 C22 C23 177.3(3) . . . . ?
C21 C22 C23 C24 -0.3(6) . . . . ?
C22 C23 C24 C25 1.2(6) . . . . ?
C23 C24 C25 C26 -1.1(6) . . . . ?
C22 C21 C26 C25 0.8(6) . . . . ?
P1 C21 C26 C25 -177.2(3) . . . . ?
C24 C25 C26 C21 0.0(6) . . . . ?
C21 P1 C31 C32 0.8(3) . . . . ?
C11 P1 C31 C32 -110.0(3) . . . . ?
Au P1 C31 C32 121.0(3) . . . . ?
C21 P1 C31 C36 -176.6(3) . . . . ?
C11 P1 C31 C36 72.5(3) . . . . ?
Au P1 C31 C36 -56.4(3) . . . . ?
C36 C31 C32 C33 0.4(5) . . . . ?
P1 C31 C32 C33 -177.0(3) . . . . ?
C31 C32 C33 C34 -0.5(5) . . . . ?
C32 C33 C34 C35 -0.1(6) . . . . ?
C33 C34 C35 C36 0.7(6) . . . . ?
C34 C35 C36 C31 -0.8(6) . . . . ?
C32 C31 C36 C35 0.2(5) . . . . ?
P1 C31 C36 C35 177.8(3) . . . . ?

_refine_diff_density_max         1.124
_refine_diff_density_min         -1.310
_refine_diff_density_rms         0.140

#
#  1.12  0.90 A from AU  
# -1.31  0.86 A from AU 
#

####################################################################### 
# 
# 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 1041502'
_audit_update_record             
;
2014-12-29 deposited with the CCDC.
2015-04-21 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         'C46 H76 Au2 N2 O2 P2 S2'
_chemical_formula_sum            'C46 H76 Au2 N2 O2 P2 S2'
_chemical_formula_weight         1209.08

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'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   9.7522(3)
_cell_length_b                   12.2227(3)
_cell_length_c                   19.9917(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.683(3)
_cell_angle_gamma                90
_cell_volume                     2378.05(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11237
_cell_measurement_theta_min      2.8096
_cell_measurement_theta_max      29.3087

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_F_000             1204
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    6.355
_shelx_estimated_absorpt_T_min   0.252
_shelx_estimated_absorpt_T_max   0.363
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.59455
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'CrysAlis PRO (Agilent, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  Mirror
_diffrn_measurement_device_type  
'Agilent Technologies SuperNova Dual diffractometer with Atlas detector'
_diffrn_measurement_method       'ω scan'
_diffrn_reflns_number            26714
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.815
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        27.499
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             5408
_reflns_number_gt                4894
_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       'CrysAlis PRO (Agilent, 2014)'
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2014)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 for Windows (Farrugia, 2012) and DIAMOND (Brandenburg, 2006)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2008)'

_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)+(0.0102P)²+1.6984P] 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         5408
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0205
_refine_ls_wR_factor_ref         0.0414
_refine_ls_wR_factor_gt          0.0393
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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
Au Au 0.49200(2) 0.54858(2) 0.17454(2) 0.01133(4) Uani 1 1 d . . . . .
S1 S 0.58586(9) 0.72079(5) 0.16827(3) 0.02126(17) Uani 1 1 d . . . . .
P1 P 0.40786(7) 0.38302(5) 0.20294(3) 0.01079(14) Uani 1 1 d . . . . .
O1 O 0.6540(2) 0.86494(13) 0.08706(9) 0.0153(4) Uani 1 1 d . . . . .
N1 N 0.5728(2) 0.71789(16) 0.02853(11) 0.0134(5) Uani 1 1 d . . . . .
C1 C 0.6015(3) 0.76167(19) 0.08492(13) 0.0120(5) Uani 1 1 d . . . . .
C2 C 0.6760(3) 0.9141(2) 0.02344(14) 0.0214(7) Uani 1 1 d . . . . .
H2A H 0.7431 0.8708 0.0004 0.032 Uiso 1 1 calc R U . . .
H2B H 0.7108 0.9887 0.0304 0.032 Uiso 1 1 calc R U . . .
H2C H 0.5890 0.9164 -0.0039 0.032 Uiso 1 1 calc R U . . .
C3 C 0.5326(3) 0.60817(19) 0.01881(12) 0.0122(5) Uani 1 1 d . . . . .
C4 C 0.4103(3) 0.5844(2) -0.01749(12) 0.0127(5) Uani 1 1 d . . . . .
H4 H 0.3483 0.6419 -0.0298 0.015 Uiso 1 1 calc R U . . .
C5 C 0.6228(3) 0.5221(2) 0.03607(12) 0.0133(5) Uani 1 1 d . . . . .
H5 H 0.7073 0.5368 0.0607 0.016 Uiso 1 1 calc R U . . .
C11 C 0.5092(3) 0.2702(2) 0.17009(13) 0.0123(5) Uani 1 1 d . . . . .
H11 H 0.4950 0.2724 0.1201 0.015 Uiso 1 1 calc R U . . .
C12 C 0.6627(3) 0.2863(2) 0.18729(14) 0.0145(6) Uani 1 1 d . . . . .
H12A H 0.6803 0.2881 0.2366 0.017 Uiso 1 1 calc R U . . .
H12B H 0.6919 0.3575 0.1692 0.017 Uiso 1 1 calc R U . . .
C13 C 0.7475(3) 0.1943(2) 0.15812(14) 0.0177(6) Uani 1 1 d . . . . .
H13A H 0.7387 0.1982 0.1086 0.021 Uiso 1 1 calc R U . . .
H13B H 0.8456 0.2042 0.1727 0.021 Uiso 1 1 calc R U . . .
C14 C 0.6993(3) 0.0824(2) 0.18083(14) 0.0163(6) Uani 1 1 d . . . . .
H14A H 0.7525 0.0245 0.1595 0.020 Uiso 1 1 calc R U . . .
H14B H 0.7164 0.0758 0.2300 0.020 Uiso 1 1 calc R U . . .
C15 C 0.5471(3) 0.0664(2) 0.16217(14) 0.0157(6) Uani 1 1 d . . . . .
H15A H 0.5174 -0.0057 0.1786 0.019 Uiso 1 1 calc R U . . .
H15B H 0.5309 0.0674 0.1128 0.019 Uiso 1 1 calc R U . . .
C16 C 0.4626(3) 0.15658(19) 0.19263(13) 0.0147(6) Uani 1 1 d . . . . .
H16A H 0.4730 0.1518 0.2421 0.018 Uiso 1 1 calc R U . . .
H16B H 0.3642 0.1462 0.1787 0.018 Uiso 1 1 calc R U . . .
C21 C 0.4138(3) 0.3625(2) 0.29470(13) 0.0150(6) Uani 1 1 d . . . . .
H21 H 0.5036 0.3257 0.3069 0.018 Uiso 1 1 calc R U . . .
C22 C 0.3027(3) 0.2869(2) 0.32008(13) 0.0193(6) Uani 1 1 d . . . . .
H22A H 0.2115 0.3217 0.3119 0.023 Uiso 1 1 calc R U . . .
H22B H 0.3020 0.2172 0.2948 0.023 Uiso 1 1 calc R U . . .
C23 C 0.3282(4) 0.2632(2) 0.39492(14) 0.0255(7) Uani 1 1 d . . . . .
H23A H 0.2549 0.2148 0.4100 0.031 Uiso 1 1 calc R U . . .
H23B H 0.4172 0.2249 0.4030 0.031 Uiso 1 1 calc R U . . .
C24 C 0.3304(4) 0.3691(2) 0.43493(14) 0.0269(7) Uani 1 1 d . . . . .
H24A H 0.3517 0.3528 0.4830 0.032 Uiso 1 1 calc R U . . .
H24B H 0.2385 0.4039 0.4303 0.032 Uiso 1 1 calc R U . . .
C25 C 0.4380(4) 0.4481(2) 0.41022(15) 0.0268(7) Uani 1 1 d . . . . .
H25A H 0.4336 0.5180 0.4350 0.032 Uiso 1 1 calc R U . . .
H25B H 0.5308 0.4167 0.4197 0.032 Uiso 1 1 calc R U . . .
C26 C 0.4156(3) 0.4704(2) 0.33536(14) 0.0190(6) Uani 1 1 d . . . . .
H26A H 0.4900 0.5182 0.3208 0.023 Uiso 1 1 calc R U . . .
H26B H 0.3273 0.5092 0.3264 0.023 Uiso 1 1 calc R U . . .
C31 C 0.2296(3) 0.36052(19) 0.17126(12) 0.0114(5) Uani 1 1 d . . . . .
H31 H 0.1944 0.2939 0.1936 0.014 Uiso 1 1 calc R U . . .
C32 C 0.2189(3) 0.3412(2) 0.09568(13) 0.0187(6) Uani 1 1 d . . . . .
H32A H 0.2747 0.2766 0.0850 0.022 Uiso 1 1 calc R U . . .
H32B H 0.2561 0.4054 0.0727 0.022 Uiso 1 1 calc R U . . .
C33 C 0.0697(3) 0.3224(2) 0.07019(15) 0.0244(7) Uani 1 1 d . . . . .
H33A H 0.0648 0.3141 0.0208 0.029 Uiso 1 1 calc R U . . .
H33B H 0.0357 0.2538 0.0896 0.029 Uiso 1 1 calc R U . . .
C34 C -0.0220(3) 0.4174(3) 0.08898(16) 0.0281(7) Uani 1 1 d . . . . .
H34A H 0.0041 0.4840 0.0646 0.034 Uiso 1 1 calc R U . . .
H34B H -0.1188 0.4001 0.0751 0.034 Uiso 1 1 calc R U . . .
C35 C -0.0094(3) 0.4397(2) 0.16385(15) 0.0224(7) Uani 1 1 d . . . . .
H35A H -0.0472 0.3769 0.1879 0.027 Uiso 1 1 calc R U . . .
H35B H -0.0642 0.5053 0.1737 0.027 Uiso 1 1 calc R U . . .
C36 C 0.1398(3) 0.4582(2) 0.18893(14) 0.0151(6) Uani 1 1 d . . . . .
H36A H 0.1451 0.4684 0.2382 0.018 Uiso 1 1 calc R U . . .
H36B H 0.1748 0.5255 0.1684 0.018 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
Au P1 2.2695(6) . ?
Au S1 2.3019(6) . ?
S1 C1 1.756(3) . ?
P1 C31 1.833(3) . ?
P1 C11 1.842(3) . ?
P1 C21 1.849(3) . ?
O1 C1 1.362(3) . ?
O1 C2 1.435(3) . ?
N1 C1 1.263(3) . ?
N1 C3 1.407(3) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.387(4) . ?
C3 C5 1.400(4) . ?
C4 C5 1.386(3) 3_665 ?
C4 H4 0.9500 . ?
C5 C4 1.386(3) 3_665 ?
C5 H5 0.9500 . ?
C11 C12 1.527(4) . ?
C11 C16 1.538(3) . ?
C11 H11 1.0000 . ?
C12 C13 1.533(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.525(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.520(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.526(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C21 C22 1.535(4) . ?
C21 C26 1.548(4) . ?
C21 H21 1.0000 . ?
C22 C23 1.528(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.521(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.531(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.523(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C31 C32 1.526(4) . ?
C31 C36 1.535(3) . ?
C31 H31 1.0000 . ?
C32 C33 1.528(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.527(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.519(4) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.525(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P1 Au S1 168.63(2) . . ?
C1 S1 Au 111.77(9) . . ?
C31 P1 C11 106.46(12) . . ?
C31 P1 C21 106.94(12) . . ?
C11 P1 C21 105.59(12) . . ?
C31 P1 Au 113.43(8) . . ?
C11 P1 Au 111.55(8) . . ?
C21 P1 Au 112.36(8) . . ?
C1 O1 C2 115.95(19) . . ?
C1 N1 C3 124.8(2) . . ?
N1 C1 O1 118.8(2) . . ?
N1 C1 S1 134.3(2) . . ?
O1 C1 S1 106.82(17) . . ?
O1 C2 H2A 109.5 . . ?
O1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 C5 118.5(2) . . ?
C4 C3 N1 119.7(2) . . ?
C5 C3 N1 121.2(3) . . ?
C5 C4 C3 121.0(2) 3_665 . ?
C5 C4 H4 119.5 3_665 . ?
C3 C4 H4 119.5 . . ?
C4 C5 C3 120.5(3) 3_665 . ?
C4 C5 H5 119.7 3_665 . ?
C3 C5 H5 119.7 . . ?
C12 C11 C16 110.8(2) . . ?
C12 C11 P1 111.33(17) . . ?
C16 C11 P1 113.32(17) . . ?
C12 C11 H11 107.0 . . ?
C16 C11 H11 107.0 . . ?
P1 C11 H11 107.0 . . ?
C11 C12 C13 111.3(2) . . ?
C11 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C14 C13 C12 111.2(2) . . ?
C14 C13 H13A 109.4 . . ?
C12 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C15 C14 C13 110.9(2) . . ?
C15 C14 H14A 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 108.0 . . ?
C14 C15 C16 110.7(2) . . ?
C14 C15 H15A 109.5 . . ?
C16 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C15 C16 C11 111.0(2) . . ?
C15 C16 H16A 109.4 . . ?
C11 C16 H16A 109.4 . . ?
C15 C16 H16B 109.4 . . ?
C11 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
C22 C21 C26 108.9(2) . . ?
C22 C21 P1 115.6(2) . . ?
C26 C21 P1 113.82(18) . . ?
C22 C21 H21 105.9 . . ?
C26 C21 H21 105.9 . . ?
P1 C21 H21 105.9 . . ?
C23 C22 C21 111.3(2) . . ?
C23 C22 H22A 109.4 . . ?
C21 C22 H22A 109.4 . . ?
C23 C22 H22B 109.4 . . ?
C21 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C24 C23 C22 110.5(2) . . ?
C24 C23 H23A 109.6 . . ?
C22 C23 H23A 109.6 . . ?
C24 C23 H23B 109.6 . . ?
C22 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
C23 C24 C25 110.7(2) . . ?
C23 C24 H24A 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C25 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
C26 C25 C24 111.8(3) . . ?
C26 C25 H25A 109.3 . . ?
C24 C25 H25A 109.3 . . ?
C26 C25 H25B 109.3 . . ?
C24 C25 H25B 109.3 . . ?
H25A C25 H25B 107.9 . . ?
C25 C26 C21 111.1(2) . . ?
C25 C26 H26A 109.4 . . ?
C21 C26 H26A 109.4 . . ?
C25 C26 H26B 109.4 . . ?
C21 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?
C32 C31 C36 110.2(2) . . ?
C32 C31 P1 111.60(18) . . ?
C36 C31 P1 110.27(17) . . ?
C32 C31 H31 108.2 . . ?
C36 C31 H31 108.2 . . ?
P1 C31 H31 108.2 . . ?
C31 C32 C33 110.9(2) . . ?
C31 C32 H32A 109.5 . . ?
C33 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C33 C32 H32B 109.5 . . ?
H32A C32 H32B 108.1 . . ?
C34 C33 C32 111.3(2) . . ?
C34 C33 H33A 109.4 . . ?
C32 C33 H33A 109.4 . . ?
C34 C33 H33B 109.4 . . ?
C32 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
C35 C34 C33 111.6(3) . . ?
C35 C34 H34A 109.3 . . ?
C33 C34 H34A 109.3 . . ?
C35 C34 H34B 109.3 . . ?
C33 C34 H34B 109.3 . . ?
H34A C34 H34B 108.0 . . ?
C34 C35 C36 111.4(2) . . ?
C34 C35 H35A 109.3 . . ?
C36 C35 H35A 109.3 . . ?
C34 C35 H35B 109.3 . . ?
C36 C35 H35B 109.3 . . ?
H35A C35 H35B 108.0 . . ?
C35 C36 C31 110.8(2) . . ?
C35 C36 H36A 109.5 . . ?
C31 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C31 C36 H36B 109.5 . . ?
H36A C36 H36B 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
C3 N1 C1 O1 172.6(2) . . . . ?
C3 N1 C1 S1 -9.3(4) . . . . ?
C2 O1 C1 N1 -1.8(4) . . . . ?
C2 O1 C1 S1 179.62(19) . . . . ?
Au S1 C1 N1 0.0(3) . . . . ?
Au S1 C1 O1 178.32(14) . . . . ?
C1 N1 C3 C4 124.8(3) . . . . ?
C1 N1 C3 C5 -65.1(4) . . . . ?
C5 C3 C4 C5 0.4(4) . . . 3_665 ?
N1 C3 C4 C5 170.7(2) . . . 3_665 ?
C4 C3 C5 C4 -0.3(4) . . . 3_665 ?
N1 C3 C5 C4 -170.6(2) . . . 3_665 ?
C31 P1 C11 C12 174.18(17) . . . . ?
C21 P1 C11 C12 -72.4(2) . . . . ?
Au P1 C11 C12 49.95(19) . . . . ?
C31 P1 C11 C16 -60.2(2) . . . . ?
C21 P1 C11 C16 53.3(2) . . . . ?
Au P1 C11 C16 175.63(16) . . . . ?
C16 C11 C12 C13 54.7(3) . . . . ?
P1 C11 C12 C13 -178.25(18) . . . . ?
C11 C12 C13 C14 -55.1(3) . . . . ?
C12 C13 C14 C15 56.3(3) . . . . ?
C13 C14 C15 C16 -57.4(3) . . . . ?
C14 C15 C16 C11 57.2(3) . . . . ?
C12 C11 C16 C15 -55.8(3) . . . . ?
P1 C11 C16 C15 178.20(19) . . . . ?
C31 P1 C21 C22 25.9(2) . . . . ?
C11 P1 C21 C22 -87.2(2) . . . . ?
Au P1 C21 C22 150.99(17) . . . . ?
C31 P1 C21 C26 -101.2(2) . . . . ?
C11 P1 C21 C26 145.7(2) . . . . ?
Au P1 C21 C26 23.9(2) . . . . ?
C26 C21 C22 C23 -58.1(3) . . . . ?
P1 C21 C22 C23 172.35(19) . . . . ?
C21 C22 C23 C24 58.8(3) . . . . ?
C22 C23 C24 C25 -56.3(4) . . . . ?
C23 C24 C25 C26 55.5(3) . . . . ?
C24 C25 C26 C21 -55.9(3) . . . . ?
C22 C21 C26 C25 56.4(3) . . . . ?
P1 C21 C26 C25 -173.1(2) . . . . ?
C11 P1 C31 C32 -50.3(2) . . . . ?
C21 P1 C31 C32 -162.85(18) . . . . ?
Au P1 C31 C32 72.72(18) . . . . ?
C11 P1 C31 C36 -173.12(17) . . . . ?
C21 P1 C31 C36 74.37(19) . . . . ?
Au P1 C31 C36 -50.06(19) . . . . ?
C36 C31 C32 C33 -57.3(3) . . . . ?
P1 C31 C32 C33 179.91(19) . . . . ?
C31 C32 C33 C34 56.0(3) . . . . ?
C32 C33 C34 C35 -54.4(3) . . . . ?
C33 C34 C35 C36 54.5(3) . . . . ?
C34 C35 C36 C31 -56.1(3) . . . . ?
C32 C31 C36 C35 57.3(3) . . . . ?
P1 C31 C36 C35 -179.08(19) . . . . ?

_refine_diff_density_max         0.588
_refine_diff_density_min         -0.612
_refine_diff_density_rms         0.108

