# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2016

####################################################################### 
# 
# 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 1484721'
_audit_update_record             
;
2016-06-11 deposited with the CCDC.
2016-08-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H20 Au2 Cl2 N4 S2'
_chemical_formula_weight         917.41

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'
S S 0.1246 0.1234 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_xyz
'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, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   28.5599(9)
_cell_length_b                   4.02280(10)
_cell_length_c                   22.5333(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.540(3)
_cell_angle_gamma                90.00
_cell_volume                     2576.78(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1595
_cell_measurement_theta_min      3.6220
_cell_measurement_theta_max      27.2620

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.365
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1712
_exptl_absorpt_coefficient_mu    11.768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.174
_exptl_absorpt_correction_T_max  0.244
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3998
_diffrn_reflns_av_R_equivalents  0.0172
_diffrn_reflns_av_sigmaI/netI    0.0294
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.24
_diffrn_reflns_theta_max         26.37
_reflns_number_total             2603
_reflns_number_gt                2083
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0544P)²+2.3521P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2603
_refine_ls_number_parameters     176
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.1049
_refine_ls_wR_factor_gt          0.0945
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.047
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.482491(10) 0.26721(7) 0.317696(13) 0.05853(15) Uani 1 1 d . . .
Cl1 Cl 0.55202(7) 0.0144(5) 0.34335(9) 0.0658(5) Uani 1 1 d . . .
S1 S 0.45457(18) 0.6503(16) 0.4348(3) 0.0828(16) Uani 0.570(10) 1 d PDU A 1
S1' S 0.3622(3) 0.886(2) 0.4386(4) 0.0808(19) Uani 0.430(10) 1 d PD A 2
N1 N 0.4189(2) 0.4858(15) 0.2993(3) 0.0590(14) Uani 1 1 d . . .
N2 N 0.3961(2) 0.4751(15) 0.2440(3) 0.0594(14) Uani 1 1 d . . .
H2 H 0.4068 0.3768 0.2143 0.071 Uiso 1 1 calc R . .
C1 C 0.4357(7) 0.798(5) 0.5006(8) 0.074(4) Uani 0.570(10) 1 d PDU A 1
H1 H 0.4539 0.8033 0.5371 0.088 Uiso 0.570(10) 1 calc PR A 1
C2 C 0.3903(7) 0.904(7) 0.4912(10) 0.071(3) Uani 0.570(10) 1 d PDU A 1
H2A H 0.3735 0.9926 0.5208 0.086 Uiso 0.570(10) 1 calc PR A 1
C3 C 0.3714(7) 0.865(4) 0.4305(9) 0.0808(19) Uani 0.570(10) 1 d PDU A 1
H3 H 0.3409 0.9258 0.4167 0.097 Uiso 0.570(10) 1 calc PR A 1
C1' C 0.4018(8) 0.906(8) 0.5022(10) 0.071(3) Uani 0.430(10) 1 d PD A 2
H1' H 0.3949 0.9813 0.5395 0.086 Uiso 0.430(10) 1 calc PR A 2
C2' C 0.4445(12) 0.793(8) 0.4887(14) 0.074(4) Uani 0.430(10) 1 d PD A 2
H2' H 0.4709 0.7821 0.5163 0.088 Uiso 0.430(10) 1 calc PR A 2
C3' C 0.4445(7) 0.694(6) 0.4279(12) 0.0828(16) Uani 0.430(10) 1 d PD A 2
H3' H 0.4712 0.6125 0.4122 0.099 Uiso 0.430(10) 1 calc PR A 2
C4 C 0.4023(2) 0.7292(15) 0.3946(3) 0.0601(19) Uani 1 1 d D . .
C5 C 0.3909(3) 0.6585(19) 0.3329(4) 0.0600(18) Uani 1 1 d . A .
C6 C 0.3510(3) 0.7573(16) 0.2970(4) 0.063(2) Uani 1 1 d . . .
H6 H 0.3263 0.8835 0.3089 0.076 Uiso 1 1 calc R A .
C7 C 0.3547(3) 0.6356(19) 0.2409(4) 0.0600(18) Uani 1 1 d . A .
C8 C 0.3234(3) 0.6575(19) 0.1854(4) 0.0608(18) Uani 1 1 d . . .
C9 C 0.2779(3) 0.7970(17) 0.1863(4) 0.065(2) Uani 1 1 d . A .
H9 H 0.2688 0.8784 0.2221 0.078 Uiso 1 1 calc R . .
C10 C 0.2480(4) 0.815(2) 0.1382(5) 0.081(3) Uani 1 1 d . . .
H10 H 0.2182 0.9046 0.1404 0.098 Uiso 1 1 calc R A .
C11 C 0.2610(3) 0.701(2) 0.0846(4) 0.079(3) Uani 1 1 d . A .
H11 H 0.2400 0.7156 0.0506 0.095 Uiso 1 1 calc R . .
C12 C 0.3046(3) 0.565(2) 0.0810(4) 0.077(2) Uani 1 1 d . . .
H12 H 0.3129 0.4852 0.0448 0.093 Uiso 1 1 calc R A .
C13 C 0.3361(3) 0.547(2) 0.1313(3) 0.067(2) Uani 1 1 d . A .
H13 H 0.3660 0.4603 0.1287 0.080 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 N1 2.025(6) . ?
Au1 Cl1 2.2561(19) . ?
Au1 Au1 3.3010(6) 2_655 ?
S1 C4 1.700(7) . ?
S1 C1 1.730(9) . ?
S1' C4 1.706(7) . ?
S1' C1' 1.739(10) . ?
N1 C5 1.347(9) . ?
N1 N2 1.348(8) . ?
N2 C7 1.343(9) . ?
N2 H2 0.8600 . ?
C1 C2 1.362(10) . ?
C1 H1 0.9300 . ?
C2 C3 1.430(10) . ?
C2 H2A 0.9300 . ?
C3 C4 1.366(10) . ?
C3 H3 0.9300 . ?
C1' C2' 1.363(10) . ?
C1' H1' 0.9300 . ?
C2' C3' 1.428(10) . ?
C2' H2' 0.9300 . ?
C3' C4 1.365(10) . ?
C3' H3' 0.9300 . ?
C4 C5 1.424(10) . ?
C5 C6 1.390(12) . ?
C6 C7 1.368(12) . ?
C6 H6 0.9300 . ?
C7 C8 1.469(11) . ?
C8 C13 1.379(11) . ?
C8 C9 1.418(11) . ?
C9 C10 1.315(14) . ?
C9 H9 0.9300 . ?
C10 C11 1.376(14) . ?
C10 H10 0.9300 . ?
C11 C12 1.368(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.379(11) . ?
C12 H12 0.9300 . ?
C13 H13 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
N1 Au1 Cl1 176.68(17) . . ?
N1 Au1 Au1 99.00(17) . 2_655 ?
Cl1 Au1 Au1 84.21(5) . 2_655 ?
C4 S1 C1 93.6(9) . . ?
C4 S1' C1' 94.5(13) . . ?
C5 N1 N2 106.1(6) . . ?
C5 N1 Au1 132.7(6) . . ?
N2 N1 Au1 121.2(5) . . ?
C7 N2 N1 112.1(6) . . ?
C7 N2 H2 123.9 . . ?
N1 N2 H2 123.9 . . ?
C2 C1 S1 110.2(18) . . ?
C2 C1 H1 124.9 . . ?
S1 C1 H1 124.9 . . ?
C1 C2 C3 112(2) . . ?
C1 C2 H2A 123.9 . . ?
C3 C2 H2A 123.9 . . ?
C4 C3 C2 114(2) . . ?
C4 C3 H3 123.0 . . ?
C2 C3 H3 123.0 . . ?
C2' C1' S1' 109(2) . . ?
C2' C1' H1' 125.5 . . ?
S1' C1' H1' 125.5 . . ?
C1' C2' C3' 113(3) . . ?
C1' C2' H2' 123.5 . . ?
C3' C2' H2' 123.5 . . ?
C4 C3' C2' 115(3) . . ?
C4 C3' H3' 122.7 . . ?
C2' C3' H3' 122.7 . . ?
C3' C4 C3 107.6(17) . . ?
C3' C4 C5 128.5(15) . . ?
C3 C4 C5 123.9(12) . . ?
C3' C4 S1 4.9(12) . . ?
C3 C4 S1 110.0(12) . . ?
C5 C4 S1 126.1(6) . . ?
C3' C4 S1' 109.0(16) . . ?
C3 C4 S1' 2.3(11) . . ?
C5 C4 S1' 122.6(6) . . ?
S1 C4 S1' 111.3(5) . . ?
N1 C5 C6 108.4(7) . . ?
N1 C5 C4 124.1(7) . . ?
C6 C5 C4 127.5(7) . . ?
C7 C6 C5 107.7(7) . . ?
C7 C6 H6 126.1 . . ?
C5 C6 H6 126.1 . . ?
N2 C7 C6 105.6(7) . . ?
N2 C7 C8 122.3(7) . . ?
C6 C7 C8 132.1(8) . . ?
C13 C8 C9 117.4(8) . . ?
C13 C8 C7 122.9(8) . . ?
C9 C8 C7 119.7(8) . . ?
C10 C9 C8 122.1(9) . . ?
C10 C9 H9 118.9 . . ?
C8 C9 H9 118.9 . . ?
C9 C10 C11 119.8(9) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C12 C11 C10 120.6(9) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 119.8(9) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C8 C13 C12 120.2(8) . . ?
C8 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 Au1 N1 C5 39(4) . . . . ?
Au1 Au1 N1 C5 -156.1(6) 2_655 . . . ?
Cl1 Au1 N1 N2 -141(3) . . . . ?
Au1 Au1 N1 N2 23.9(5) 2_655 . . . ?
C5 N1 N2 C7 0.3(8) . . . . ?
Au1 N1 N2 C7 -179.7(5) . . . . ?
C4 S1 C1 C2 -0.06(16) . . . . ?
S1 C1 C2 C3 0.0(2) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C4 S1' C1' C2' 0.01(16) . . . . ?
S1' C1' C2' C3' 0.0(2) . . . . ?
C1' C2' C3' C4 -0.1(4) . . . . ?
C2' C3' C4 C3 2.0(11) . . . . ?
C2' C3' C4 C5 179.0(12) . . . . ?
C2' C3' C4 S1 -119(17) . . . . ?
C2' C3' C4 S1' 0.1(5) . . . . ?
C2 C3 C4 C3' -4.6(12) . . . . ?
C2 C3 C4 C5 178.2(9) . . . . ?
C2 C3 C4 S1 -0.1(5) . . . . ?
C2 C3 C4 S1' 123(32) . . . . ?
C1 S1 C4 C3' 61(17) . . . . ?
C1 S1 C4 C3 0.1(3) . . . . ?
C1 S1 C4 C5 -178.2(9) . . . . ?
C1 S1 C4 S1' -1.9(9) . . . . ?
C1' S1' C4 C3' -0.1(3) . . . . ?
C1' S1' C4 C3 -53(32) . . . . ?
C1' S1' C4 C5 -179.0(11) . . . . ?
C1' S1' C4 S1 4.5(10) . . . . ?
N2 N1 C5 C6 -1.0(8) . . . . ?
Au1 N1 C5 C6 179.0(5) . . . . ?
N2 N1 C5 C4 -179.5(7) . . . . ?
Au1 N1 C5 C4 0.5(11) . . . . ?
C3' C4 C5 N1 12.6(14) . . . . ?
C3 C4 C5 N1 -170.9(9) . . . . ?
S1 C4 C5 N1 7.2(11) . . . . ?
S1' C4 C5 N1 -168.7(7) . . . . ?
C3' C4 C5 C6 -165.6(12) . . . . ?
C3 C4 C5 C6 10.9(12) . . . . ?
S1 C4 C5 C6 -171.0(7) . . . . ?
S1' C4 C5 C6 13.1(12) . . . . ?
N1 C5 C6 C7 1.3(9) . . . . ?
C4 C5 C6 C7 179.7(7) . . . . ?
N1 N2 C7 C6 0.5(8) . . . . ?
N1 N2 C7 C8 -179.8(7) . . . . ?
C5 C6 C7 N2 -1.0(8) . . . . ?
C5 C6 C7 C8 179.3(8) . . . . ?
N2 C7 C8 C13 -7.1(12) . . . . ?
C6 C7 C8 C13 172.5(8) . . . . ?
N2 C7 C8 C9 172.8(6) . . . . ?
C6 C7 C8 C9 -7.5(13) . . . . ?
C13 C8 C9 C10 1.7(12) . . . . ?
C7 C8 C9 C10 -178.3(8) . . . . ?
C8 C9 C10 C11 -1.0(14) . . . . ?
C9 C10 C11 C12 0.7(14) . . . . ?
C10 C11 C12 C13 -1.0(14) . . . . ?
C9 C8 C13 C12 -1.9(12) . . . . ?
C7 C8 C13 C12 178.0(8) . . . . ?
C11 C12 C13 C8 1.7(14) . . . . ?

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
N2 H2 Cl1 0.86 2.34 3.174(6) 162.5 2_655

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.357
_refine_diff_density_min         -0.601
_refine_diff_density_rms         0.150
