# 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_Compound_III
_database_code_depnum_ccdc_archive 'CCDC 1505685'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H14 O S3'
_chemical_formula_weight         258.40

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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P2(1)2(1)2(1) '

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

_cell_length_a                   8.3881(3)
_cell_length_b                   9.2948(5)
_cell_length_c                   15.6577(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1220.76(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1979
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      26.51

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             544
_exptl_absorpt_coefficient_mu    0.578
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8103
_exptl_absorpt_correction_T_max  0.9773
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5393
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_sigmaI/netI    0.0464
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         25.68
_reflns_number_total             2256
_reflns_number_gt                1989
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0275P)²+0.0992P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(9)
_refine_ls_number_reflns         2256
_refine_ls_number_parameters     140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0654
_refine_ls_wR_factor_gt          0.0628
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.86238(8) 0.74268(7) 0.04479(4) 0.02306(16) Uani 1 1 d . . .
S2 S 0.65912(7) 0.59140(7) 0.18410(4) 0.01863(15) Uani 1 1 d . . .
S3 S 1.00202(8) 0.91979(8) 0.18460(4) 0.02508(17) Uani 1 1 d . . .
O1 O 1.0764(2) 0.9475(2) 0.02139(12) 0.0353(5) Uani 1 1 d . . .
C1 C 0.9969(3) 0.8831(3) 0.07315(16) 0.0255(6) Uani 1 1 d . . .
C2 C 0.7998(3) 0.7103(3) 0.14894(16) 0.0184(6) Uani 1 1 d . . .
C3 C 0.6833(3) 0.6517(3) 0.28899(15) 0.0164(6) Uani 1 1 d . . .
C4 C 0.5790(3) 0.5875(3) 0.35761(15) 0.0220(6) Uani 1 1 d . . .
H12 H 0.6406 0.5907 0.4123 0.026 Uiso 1 1 calc R . .
C5 C 0.5362(3) 0.4304(3) 0.34062(17) 0.0321(7) Uani 1 1 d . . .
H14 H 0.4758 0.4234 0.2872 0.048 Uiso 1 1 calc R . .
H1 H 0.4713 0.3935 0.3878 0.048 Uiso 1 1 calc R . .
H13 H 0.6341 0.3733 0.3359 0.048 Uiso 1 1 calc R . .
C6 C 0.7941(3) 0.7587(3) 0.29578(15) 0.0174(6) Uani 1 1 d . . .
C7 C 0.8608(3) 0.7902(3) 0.21346(15) 0.0168(5) Uani 1 1 d . . .
C8 C 0.8403(3) 0.8338(3) 0.37766(15) 0.0215(6) Uani 1 1 d . . .
H5 H 0.7795 0.7874 0.4252 0.026 Uiso 1 1 calc R . .
C9 C 1.0182(3) 0.8154(3) 0.39703(17) 0.0263(7) Uani 1 1 d . . .
H3 H 1.0422 0.7131 0.4048 0.039 Uiso 1 1 calc R . .
H2 H 1.0450 0.8680 0.4493 0.039 Uiso 1 1 calc R . .
H4 H 1.0811 0.8534 0.3493 0.039 Uiso 1 1 calc R . .
C10 C 0.7942(4) 0.9931(4) 0.37596(19) 0.0362(8) Uani 1 1 d . . .
H6 H 0.8517 1.0416 0.3297 0.054 Uiso 1 1 calc R . .
H8 H 0.8223 1.0377 0.4306 0.054 Uiso 1 1 calc R . .
H7 H 0.6792 1.0021 0.3664 0.054 Uiso 1 1 calc R . .
C11 C 0.4289(4) 0.6789(4) 0.37018(19) 0.0376(8) Uani 1 1 d . . .
H11 H 0.4595 0.7766 0.3869 0.056 Uiso 1 1 calc R . .
H10 H 0.3627 0.6360 0.4150 0.056 Uiso 1 1 calc R . .
H9 H 0.3686 0.6823 0.3166 0.056 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
S1 C2 1.739(3) . ?
S1 C1 1.782(3) . ?
S2 C2 1.708(3) . ?
S2 C3 1.747(2) . ?
S3 C7 1.749(3) . ?
S3 C1 1.779(3) . ?
O1 C1 1.208(3) . ?
C2 C7 1.354(4) . ?
C3 C6 1.366(3) . ?
C3 C4 1.508(3) . ?
C4 C5 1.528(4) . ?
C4 C11 1.531(4) . ?
C4 H12 1.0000 . ?
C5 H14 0.9800 . ?
C5 H1 0.9800 . ?
C5 H13 0.9800 . ?
C6 C7 1.435(3) . ?
C6 C8 1.510(3) . ?
C8 C10 1.530(4) . ?
C8 C9 1.532(4) . ?
C8 H5 1.0000 . ?
C9 H3 0.9800 . ?
C9 H2 0.9800 . ?
C9 H4 0.9800 . ?
C10 H6 0.9800 . ?
C10 H8 0.9800 . ?
C10 H7 0.9800 . ?
C11 H11 0.9800 . ?
C11 H10 0.9800 . ?
C11 H9 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
C2 S1 C1 94.84(12) . . ?
C2 S2 C3 90.88(12) . . ?
C7 S3 C1 96.05(12) . . ?
O1 C1 S3 123.4(2) . . ?
O1 C1 S1 123.1(2) . . ?
S3 C1 S1 113.57(15) . . ?
C7 C2 S2 112.1(2) . . ?
C7 C2 S1 119.4(2) . . ?
S2 C2 S1 128.52(16) . . ?
C6 C3 C4 128.8(2) . . ?
C6 C3 S2 112.69(18) . . ?
C4 C3 S2 118.40(18) . . ?
C3 C4 C5 113.0(2) . . ?
C3 C4 C11 110.5(2) . . ?
C5 C4 C11 111.1(2) . . ?
C3 C4 H12 107.4 . . ?
C5 C4 H12 107.4 . . ?
C11 C4 H12 107.4 . . ?
C4 C5 H14 109.5 . . ?
C4 C5 H1 109.5 . . ?
H14 C5 H1 109.5 . . ?
C4 C5 H13 109.5 . . ?
H14 C5 H13 109.5 . . ?
H1 C5 H13 109.5 . . ?
C3 C6 C7 110.1(2) . . ?
C3 C6 C8 125.3(2) . . ?
C7 C6 C8 124.6(2) . . ?
C2 C7 C6 114.3(2) . . ?
C2 C7 S3 116.16(19) . . ?
C6 C7 S3 129.52(19) . . ?
C6 C8 C10 111.6(2) . . ?
C6 C8 C9 111.5(2) . . ?
C10 C8 C9 110.9(2) . . ?
C6 C8 H5 107.5 . . ?
C10 C8 H5 107.5 . . ?
C9 C8 H5 107.5 . . ?
C8 C9 H3 109.5 . . ?
C8 C9 H2 109.5 . . ?
H3 C9 H2 109.5 . . ?
C8 C9 H4 109.5 . . ?
H3 C9 H4 109.5 . . ?
H2 C9 H4 109.5 . . ?
C8 C10 H6 109.5 . . ?
C8 C10 H8 109.5 . . ?
H6 C10 H8 109.5 . . ?
C8 C10 H7 109.5 . . ?
H6 C10 H7 109.5 . . ?
H8 C10 H7 109.5 . . ?
C4 C11 H11 109.5 . . ?
C4 C11 H10 109.5 . . ?
H11 C11 H10 109.5 . . ?
C4 C11 H9 109.5 . . ?
H11 C11 H9 109.5 . . ?
H10 C11 H9 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.052
####################################################################### 
# 
# 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_compound_1
_database_code_depnum_ccdc_archive 'CCDC 1505686'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H20 Au S6, C24 H20 P'
_chemical_formula_sum            'C40 H40 Au P S6'
_chemical_formula_weight         941.02

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'
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'
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                   20.3392(4)
_cell_length_b                   18.2631(4)
_cell_length_c                   11.2610(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.3530(10)
_cell_angle_gamma                90.00
_cell_volume                     3970.21(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7488
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      27.11

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1880
_exptl_absorpt_coefficient_mu    4.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3207
_exptl_absorpt_correction_T_max  0.5983
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15779
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.69
_diffrn_reflns_theta_max         26.37
_reflns_number_total             4062
_reflns_number_gt                3370
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare et al, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP3(Farrugia,1997)
_computing_publication_material  'WinGX (Farrugia, 1999)'


_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 > 2σ(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)+(0.0238P)²+1.2169P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4062
_refine_ls_number_parameters     241
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0220
_refine_ls_wR_factor_ref         0.0573
_refine_ls_wR_factor_gt          0.0547
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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 0.2500 0.2500 0.5000 0.03686(6) Uani 1 2 d S . .
S1 S 0.16351(4) 0.16672(5) 0.40722(7) 0.04953(19) Uani 1 1 d . . .
S2 S 0.28647(5) 0.25229(4) 0.32490(9) 0.0508(2) Uani 1 1 d . A .
P1 P 0.5000 0.08353(5) 0.2500 0.02388(18) Uani 1 2 d S . .
C1 C 0.22675(16) 0.19145(17) 0.2287(3) 0.0470(7) Uani 1 1 d . . .
C2 C 0.17690(15) 0.15629(16) 0.2617(3) 0.0454(7) Uani 1 1 d . A .
C4 C 0.16000(14) 0.11864(16) 0.0507(2) 0.0383(6) Uani 1 1 d . . .
C5 C 0.13109(15) 0.08777(18) -0.0795(3) 0.0481(7) Uani 1 1 d . A .
C6 C 0.09519(17) 0.1502(2) -0.1689(3) 0.0616(9) Uani 1 1 d . . .
H6A H 0.0574 0.1703 -0.1423 0.092 Uiso 1 1 calc R A .
H6B H 0.0764 0.1310 -0.2542 0.092 Uiso 1 1 calc R . .
H6C H 0.1289 0.1888 -0.1669 0.092 Uiso 1 1 calc R . .
C7 C 0.07859(19) 0.0271(2) -0.0823(3) 0.0730(11) Uani 1 1 d . . .
H7A H 0.1016 -0.0124 -0.0255 0.109 Uiso 1 1 calc R A .
H7B H 0.0598 0.0079 -0.1675 0.109 Uiso 1 1 calc R . .
H7C H 0.0408 0.0471 -0.0555 0.109 Uiso 1 1 calc R . .
C8 C 0.18942(17) 0.0566(2) -0.1228(3) 0.0744(12) Uani 1 1 d . . .
H8A H 0.2235 0.0951 -0.1199 0.112 Uiso 1 1 calc R A .
H8B H 0.1702 0.0385 -0.2088 0.112 Uiso 1 1 calc R . .
H8C H 0.2120 0.0163 -0.0676 0.112 Uiso 1 1 calc R . .
C10 C 0.42561(12) 0.02621(14) 0.2287(2) 0.0292(5) Uani 1 1 d . . .
C11 C 0.41767(14) -0.03472(15) 0.1510(2) 0.0376(6) Uani 1 1 d . . .
H11 H 0.4539 -0.0488 0.1193 0.045 Uiso 1 1 calc R . .
C12 C 0.35698(16) -0.07461(17) 0.1202(3) 0.0483(7) Uani 1 1 d . . .
H12 H 0.3516 -0.1164 0.0679 0.058 Uiso 1 1 calc R . .
C13 C 0.30430(14) -0.05377(16) 0.1655(3) 0.0472(7) Uani 1 1 d . . .
H13 H 0.2624 -0.0810 0.1431 0.057 Uiso 1 1 calc R . .
C14 C 0.31186(14) 0.00598(16) 0.2426(3) 0.0455(7) Uani 1 1 d . . .
H14 H 0.2754 0.0195 0.2741 0.055 Uiso 1 1 calc R . .
C15 C 0.37236(13) 0.04648(14) 0.2746(2) 0.0343(6) Uani 1 1 d . . .
H15 H 0.3775 0.0880 0.3277 0.041 Uiso 1 1 calc R . .
C20 C 0.51658(11) 0.14083(13) 0.3859(2) 0.0256(5) Uani 1 1 d . . .
C21 C 0.46885(13) 0.19446(15) 0.3901(2) 0.0352(6) Uani 1 1 d . . .
H21 H 0.4288 0.2020 0.3199 0.042 Uiso 1 1 calc R . .
C22 C 0.47971(17) 0.23674(15) 0.4964(3) 0.0453(7) Uani 1 1 d . . .
H22 H 0.4463 0.2722 0.5003 0.054 Uiso 1 1 calc R . .
C23 C 0.53904(17) 0.22751(18) 0.5966(3) 0.0453(7) Uani 1 1 d . . .
H23 H 0.5463 0.2565 0.6697 0.054 Uiso 1 1 calc R . .
C24 C 0.58775(15) 0.17642(16) 0.5912(2) 0.0439(7) Uani 1 1 d . . .
H24 H 0.6292 0.1716 0.6596 0.053 Uiso 1 1 calc R . .
C25 C 0.57709(13) 0.13212(15) 0.4878(2) 0.0358(6) Uani 1 1 d . . .
H25 H 0.6104 0.0961 0.4855 0.043 Uiso 1 1 calc R . .
S3 S 0.23196(9) 0.17613(10) 0.07724(16) 0.0443(5) Uani 0.621(4) 1 d P A 1
C3 C 0.1400(3) 0.1150(4) 0.1546(6) 0.0366(16) Uani 0.621(4) 1 d P A 1
H3 H 0.1019 0.0853 0.1558 0.044 Uiso 0.621(4) 1 calc PR A 1
S3A S 0.11498(16) 0.09648(17) 0.1559(3) 0.0372(8) Uani 0.379(4) 1 d P A 2
C3A C 0.2101(7) 0.1653(7) 0.1065(9) 0.053(3) Uani 0.379(4) 1 d P A 2
H3A H 0.2376 0.1827 0.0581 0.064 Uiso 0.379(4) 1 calc PR A 2


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 S1 2.3112(8) 7_556 ?
Au1 S1 2.3112(8) . ?
Au1 S2 2.3154(9) . ?
Au1 S2 2.3154(9) 7_556 ?
S1 C2 1.755(3) . ?
S2 C1 1.748(3) . ?
P1 C10 1.793(2) 2_655 ?
P1 C10 1.793(2) . ?
P1 C20 1.796(2) . ?
P1 C20 1.796(2) 2_655 ?
C1 C2 1.348(4) . ?
C1 C3A 1.394(10) . ?
C1 S3 1.764(3) . ?
C2 C3 1.419(7) . ?
C2 S3A 1.804(4) . ?
C4 C3A 1.325(13) . ?
C4 C3 1.356(8) . ?
C4 C5 1.507(4) . ?
C4 S3 1.749(3) . ?
C4 S3A 1.757(4) . ?
C5 C8 1.528(4) . ?
C5 C7 1.532(5) . ?
C5 C6 1.543(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C10 C15 1.389(3) . ?
C10 C11 1.393(3) . ?
C11 C12 1.380(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.377(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.373(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.383(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C20 C21 1.390(3) . ?
C20 C25 1.402(3) . ?
C21 C22 1.382(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.379(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.376(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.378(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C3 H3 0.9500 . ?
C3A H3A 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
S1 Au1 S1 180.00(5) 7_556 . ?
S1 Au1 S2 88.33(3) 7_556 . ?
S1 Au1 S2 91.67(3) . . ?
S1 Au1 S2 91.67(3) 7_556 7_556 ?
S1 Au1 S2 88.33(3) . 7_556 ?
S2 Au1 S2 180.00(4) . 7_556 ?
C2 S1 Au1 100.01(11) . . ?
C1 S2 Au1 99.80(11) . . ?
C10 P1 C10 108.55(17) 2_655 . ?
C10 P1 C20 107.58(10) 2_655 . ?
C10 P1 C20 112.22(11) . . ?
C10 P1 C20 112.22(11) 2_655 2_655 ?
C10 P1 C20 107.58(10) . 2_655 ?
C20 P1 C20 108.74(15) . 2_655 ?
C2 C1 C3A 98.0(6) . . ?
C2 C1 S2 124.6(2) . . ?
C3A C1 S2 137.3(6) . . ?
C2 C1 S3 118.1(3) . . ?
C3A C1 S3 20.1(6) . . ?
S2 C1 S3 117.3(2) . . ?
C1 C2 C3 105.1(4) . . ?
C1 C2 S1 123.9(2) . . ?
C3 C2 S1 130.9(4) . . ?
C1 C2 S3A 122.4(3) . . ?
C3 C2 S3A 17.3(3) . . ?
S1 C2 S3A 113.7(2) . . ?
C3A C4 C3 91.0(5) . . ?
C3A C4 C5 135.0(5) . . ?
C3 C4 C5 133.7(4) . . ?
C3A C4 S3 19.2(4) . . ?
C3 C4 S3 110.1(3) . . ?
C5 C4 S3 116.1(2) . . ?
C3A C4 S3A 108.4(5) . . ?
C3 C4 S3A 17.4(3) . . ?
C5 C4 S3A 116.3(2) . . ?
S3 C4 S3A 127.51(19) . . ?
C4 C5 C8 110.2(2) . . ?
C4 C5 C7 110.3(3) . . ?
C8 C5 C7 109.3(3) . . ?
C4 C5 C6 108.5(3) . . ?
C8 C5 C6 108.8(3) . . ?
C7 C5 C6 109.7(3) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C15 C10 C11 119.8(2) . . ?
C15 C10 P1 121.24(19) . . ?
C11 C10 P1 118.46(19) . . ?
C12 C11 C10 119.8(3) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C13 C12 C11 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C14 C13 C12 120.6(3) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 120.2(3) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C10 119.7(3) . . ?
C14 C15 H15 120.2 . . ?
C10 C15 H15 120.2 . . ?
C21 C20 C25 119.6(2) . . ?
C21 C20 P1 119.57(17) . . ?
C25 C20 P1 120.79(19) . . ?
C22 C21 C20 120.0(2) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C23 C22 C21 120.0(3) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C24 C23 C22 120.2(3) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 120.8(3) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C24 C25 C20 119.3(3) . . ?
C24 C25 H25 120.4 . . ?
C20 C25 H25 120.4 . . ?
C4 S3 C1 87.62(16) . . ?
C4 C3 C2 119.1(5) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C4 S3A C2 84.37(18) . . ?
C4 C3A C1 126.8(10) . . ?
C4 C3A H3A 116.6 . . ?
C1 C3A H3A 116.6 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.496
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.068
####################################################################### 
# 
# 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_compound_2
_database_code_depnum_ccdc_archive 'CCDC 1505687'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H20 Ni S6, C24 H20 P'
_chemical_formula_sum            'C40 H40 Ni P S6'
_chemical_formula_weight         802.76

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'
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'
Ni Ni 0.3393 1.1124 '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                   20.4780(4)
_cell_length_b                   18.0224(4)
_cell_length_c                   11.1559(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.4950(10)
_cell_angle_gamma                90.00
_cell_volume                     3904.58(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5096
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      26.29

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1676
_exptl_absorpt_coefficient_mu    0.887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6182
_exptl_absorpt_correction_T_max  0.8711
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15253
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.71
_diffrn_reflns_theta_max         26.36
_reflns_number_total             3979
_reflns_number_gt                3164
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare et al, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP3(Farrugia,1997)
_computing_publication_material  'WinGX (Farrugia, 1999)'

_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 > 2σ(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)+(0.0468P)²+0.8985P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3979
_refine_ls_number_parameters     241
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0917
_refine_ls_wR_factor_gt          0.0861
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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
Ni1 Ni 0.2500 0.2500 0.5000 0.03377(12) Uani 1 2 d S . .
S1 S 0.16771(3) 0.17377(3) 0.41103(5) 0.04292(16) Uani 1 1 d . . .
S2 S 0.28774(3) 0.25065(3) 0.33972(6) 0.04418(16) Uani 1 1 d . A .
P1 P 0.5000 0.08280(4) 0.2500 0.02230(16) Uani 1 2 d S . .
C1 C 0.23059(11) 0.19250(13) 0.2349(2) 0.0413(5) Uani 1 1 d . . .
C2 C 0.17863(11) 0.15815(12) 0.2651(2) 0.0409(5) Uani 1 1 d . A .
C4 C 0.16208(10) 0.11889(12) 0.0541(2) 0.0356(5) Uani 1 1 d . . .
C5 C 0.13217(11) 0.08777(14) -0.0779(2) 0.0452(6) Uani 1 1 d . A .
C6 C 0.08047(15) 0.02649(17) -0.0794(3) 0.0708(8) Uani 1 1 d . . .
H6A H 0.1038 -0.0138 -0.0230 0.106 Uiso 1 1 calc R A .
H6B H 0.0609 0.0073 -0.1656 0.106 Uiso 1 1 calc R . .
H6C H 0.0435 0.0466 -0.0507 0.106 Uiso 1 1 calc R . .
C7 C 0.09619(12) 0.15102(16) -0.1672(2) 0.0559(7) Uani 1 1 d . . .
H7A H 0.0584 0.1708 -0.1404 0.084 Uiso 1 1 calc R A .
H7B H 0.0778 0.1319 -0.2537 0.084 Uiso 1 1 calc R . .
H7C H 0.1295 0.1906 -0.1644 0.084 Uiso 1 1 calc R . .
C8 C 0.18965(13) 0.05680(19) -0.1243(2) 0.0711(9) Uani 1 1 d . . .
H8A H 0.2237 0.0957 -0.1200 0.107 Uiso 1 1 calc R A .
H8B H 0.1700 0.0399 -0.2119 0.107 Uiso 1 1 calc R . .
H8C H 0.2120 0.0150 -0.0708 0.107 Uiso 1 1 calc R . .
C10 C 0.42596(9) 0.02484(11) 0.22779(17) 0.0266(4) Uani 1 1 d . . .
C11 C 0.41779(10) -0.03666(12) 0.14868(19) 0.0368(5) Uani 1 1 d . . .
H11 H 0.4538 -0.0508 0.1166 0.044 Uiso 1 1 calc R . .
C12 C 0.35750(11) -0.07699(13) 0.1170(2) 0.0446(6) Uani 1 1 d . . .
H12 H 0.3518 -0.1190 0.0633 0.054 Uiso 1 1 calc R . .
C13 C 0.30519(10) -0.05583(13) 0.1639(2) 0.0442(6) Uani 1 1 d . . .
H13 H 0.2634 -0.0831 0.1411 0.053 Uiso 1 1 calc R . .
C14 C 0.31337(10) 0.00433(13) 0.2430(2) 0.0423(5) Uani 1 1 d . . .
H14 H 0.2774 0.0181 0.2752 0.051 Uiso 1 1 calc R . .
C15 C 0.37350(9) 0.04466(12) 0.27583(19) 0.0320(4) Uani 1 1 d . . .
H15 H 0.3792 0.0859 0.3312 0.038 Uiso 1 1 calc R . .
C20 C 0.51660(8) 0.14085(10) 0.38752(16) 0.0242(4) Uani 1 1 d . . .
C21 C 0.46828(9) 0.19458(11) 0.39105(19) 0.0311(4) Uani 1 1 d . . .
H21 H 0.4280 0.2014 0.3205 0.037 Uiso 1 1 calc R . .
C22 C 0.47948(11) 0.23778(12) 0.4981(2) 0.0409(5) Uani 1 1 d . . .
H22 H 0.4462 0.2737 0.5017 0.049 Uiso 1 1 calc R . .
C23 C 0.53862(11) 0.22909(13) 0.5998(2) 0.0407(5) Uani 1 1 d . . .
H23 H 0.5454 0.2584 0.6736 0.049 Uiso 1 1 calc R . .
C24 C 0.58756(11) 0.17831(13) 0.59465(19) 0.0395(5) Uani 1 1 d . . .
H24 H 0.6291 0.1742 0.6634 0.047 Uiso 1 1 calc R . .
C25 C 0.57685(9) 0.13290(12) 0.48981(18) 0.0329(5) Uani 1 1 d . . .
H25 H 0.6102 0.0967 0.4876 0.039 Uiso 1 1 calc R . .
S3 S 0.23497(6) 0.17492(6) 0.08322(11) 0.0401(3) Uani 0.685(3) 1 d P A 1
C3 C 0.1408(3) 0.1165(3) 0.1576(5) 0.0377(12) Uani 0.685(3) 1 d P A 1
H3 H 0.1019 0.0879 0.1579 0.045 Uiso 0.685(3) 1 calc PR A 1
S3A S 0.11667(16) 0.09893(18) 0.1584(3) 0.0374(8) Uani 0.315(3) 1 d P A 2
C3A C 0.2135(6) 0.1653(6) 0.1110(9) 0.053(3) Uani 0.315(3) 1 d P A 2
H3A H 0.2413 0.1816 0.0624 0.063 Uiso 0.315(3) 1 calc PR A 2


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
Ni1 S1 2.1566(6) . ?
Ni1 S1 2.1566(6) 7_556 ?
Ni1 S2 2.1613(5) 7_556 ?
Ni1 S2 2.1613(5) . ?
S1 C2 1.735(2) . ?
S2 C1 1.723(2) . ?
P1 C10 1.7925(18) . ?
P1 C10 1.7925(18) 2_655 ?
P1 C20 1.7981(18) . ?
P1 C20 1.7981(18) 2_655 ?
C1 C2 1.363(3) . ?
C1 C3A 1.402(10) . ?
C1 S3 1.752(2) . ?
C2 C3 1.419(6) . ?
C2 S3A 1.791(4) . ?
C4 C3A 1.337(12) . ?
C4 C3 1.357(6) . ?
C4 C5 1.512(3) . ?
C4 S3A 1.742(3) . ?
C4 S3 1.745(2) . ?
C5 C6 1.526(4) . ?
C5 C8 1.534(3) . ?
C5 C7 1.539(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C10 C15 1.391(2) . ?
C10 C11 1.393(3) . ?
C11 C12 1.379(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.387(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.375(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.376(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C20 C21 1.394(2) . ?
C20 C25 1.397(2) . ?
C21 C22 1.382(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.381(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.372(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C3 H3 0.9500 . ?
C3A H3A 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
S1 Ni1 S1 180.00(3) . 7_556 ?
S1 Ni1 S2 86.85(2) . 7_556 ?
S1 Ni1 S2 93.15(2) 7_556 7_556 ?
S1 Ni1 S2 93.15(2) . . ?
S1 Ni1 S2 86.85(2) 7_556 . ?
S2 Ni1 S2 180.0 7_556 . ?
C2 S1 Ni1 102.75(8) . . ?
C1 S2 Ni1 102.36(8) . . ?
C10 P1 C10 108.71(13) . 2_655 ?
C10 P1 C20 112.31(8) . . ?
C10 P1 C20 107.37(8) 2_655 . ?
C10 P1 C20 107.37(8) . 2_655 ?
C10 P1 C20 112.31(8) 2_655 2_655 ?
C20 P1 C20 108.83(12) . 2_655 ?
C2 C1 C3A 96.6(6) . . ?
C2 C1 S2 121.61(18) . . ?
C3A C1 S2 141.8(5) . . ?
C2 C1 S3 116.12(19) . . ?
C3A C1 S3 19.6(5) . . ?
S2 C1 S3 122.27(14) . . ?
C1 C2 C3 106.9(3) . . ?
C1 C2 S1 120.11(18) . . ?
C3 C2 S1 133.0(3) . . ?
C1 C2 S3A 123.4(2) . . ?
C3 C2 S3A 16.5(2) . . ?
S1 C2 S3A 116.46(16) . . ?
C3A C4 C3 91.9(4) . . ?
C3A C4 C5 135.2(4) . . ?
C3 C4 C5 132.6(3) . . ?
C3A C4 S3A 108.6(4) . . ?
C3 C4 S3A 16.7(2) . . ?
C5 C4 S3A 115.89(19) . . ?
C3A C4 S3 18.5(4) . . ?
C3 C4 S3 110.3(3) . . ?
C5 C4 S3 117.02(15) . . ?
S3A C4 S3 126.99(16) . . ?
C4 C5 C6 110.19(19) . . ?
C4 C5 C8 110.30(19) . . ?
C6 C5 C8 109.7(2) . . ?
C4 C5 C7 108.6(2) . . ?
C6 C5 C7 109.9(2) . . ?
C8 C5 C7 108.1(2) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C15 C10 C11 119.74(17) . . ?
C15 C10 P1 121.33(15) . . ?
C11 C10 P1 118.52(13) . . ?
C12 C11 C10 119.98(19) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 119.6(2) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C14 C13 C12 120.54(19) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 120.26(19) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C10 119.8(2) . . ?
C14 C15 H15 120.1 . . ?
C10 C15 H15 120.1 . . ?
C21 C20 C25 119.94(17) . . ?
C21 C20 P1 118.98(14) . . ?
C25 C20 P1 121.07(14) . . ?
C22 C21 C20 119.40(19) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C23 C22 C21 120.5(2) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C24 C23 C22 120.2(2) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 120.46(19) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C20 119.39(18) . . ?
C24 C25 H25 120.3 . . ?
C20 C25 H25 120.3 . . ?
C4 S3 C1 88.94(12) . . ?
C4 C3 C2 117.8(4) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
C4 S3A C2 84.57(16) . . ?
C4 C3A C1 126.9(9) . . ?
C4 C3A H3A 116.6 . . ?
C1 C3A H3A 116.6 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.36
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.051
####################################################################### 
# 
# 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_compound_3
_database_code_depnum_ccdc_archive 'CCDC 1505688'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H28 Au S6, C24 H20 P'
_chemical_formula_sum            'C44 H48 Au P S6'
_chemical_formula_weight         997.12

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'
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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.6900(13)
_cell_length_b                   12.0874(3)
_cell_length_c                   15.5643(4)
_cell_angle_alpha                92.4960(10)
_cell_angle_beta                 92.1280(10)
_cell_angle_gamma                102.2660(10)
_cell_volume                     2144.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5502
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      27.15

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow-brown
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1004
_exptl_absorpt_coefficient_mu    3.790
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4894
_exptl_absorpt_correction_T_max  0.8632
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15560
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0559
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.56
_diffrn_reflns_theta_max         25.68
_reflns_number_total             8124
_reflns_number_gt                6082
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare et al, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP3(Farrugia,1997)
_computing_publication_material  'WinGX (Farrugia, 1999)'


_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)+(0.0459P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8124
_refine_ls_number_parameters     480
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.0927
_refine_ls_wR_factor_gt          0.0869
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.5000 0.5000 0.5000 0.03140(9) Uani 1 2 d S . .
Au2 Au 0.0000 0.5000 0.0000 0.02179(8) Uani 1 2 d S . .
S1 S 0.37766(13) 0.52741(12) 0.60765(10) 0.0375(3) Uani 1 1 d . . .
S2 S 0.41939(13) 0.30832(12) 0.48745(10) 0.0395(3) Uani 1 1 d . . .
S3 S 0.22644(14) 0.34882(12) 0.70774(9) 0.0401(4) Uani 1 1 d . . .
S4 S 0.13616(11) 0.43979(11) 0.08790(8) 0.0279(3) Uani 1 1 d . . .
S5 S -0.12623(11) 0.49779(12) 0.11053(8) 0.0298(3) Uani 1 1 d . . .
S6 S -0.11374(12) 0.38902(11) 0.28152(8) 0.0295(3) Uani 1 1 d . . .
P1 P 0.62182(11) 0.16342(11) 0.84529(9) 0.0252(3) Uani 1 1 d . . .
C1 C 0.3186(5) 0.3858(4) 0.6246(3) 0.0336(13) Uani 1 1 d . . .
C2 C 0.3313(5) 0.2933(4) 0.5779(3) 0.0326(13) Uani 1 1 d . . .
C3 C 0.2671(5) 0.1890(4) 0.6080(4) 0.0375(14) Uani 1 1 d . . .
C4 C 0.2088(5) 0.2066(5) 0.6784(4) 0.0396(14) Uani 1 1 d . . .
C5 C 0.2613(5) 0.0739(4) 0.5647(4) 0.0389(14) Uani 1 1 d . . .
H5 H 0.2101 0.0177 0.5997 0.047 Uiso 1 1 calc R . .
C6 C 0.3792(6) 0.0383(5) 0.5615(5) 0.059(2) Uani 1 1 d . . .
H6C H 0.4345 0.0945 0.5315 0.089 Uiso 1 1 calc R . .
H6A H 0.3684 -0.0359 0.5307 0.089 Uiso 1 1 calc R . .
H6B H 0.4103 0.0336 0.6203 0.089 Uiso 1 1 calc R . .
C7 C 0.2022(6) 0.0635(5) 0.4750(4) 0.058(2) Uani 1 1 d . . .
H7C H 0.2517 0.1143 0.4373 0.086 Uiso 1 1 calc R . .
H7B H 0.1259 0.0844 0.4782 0.086 Uiso 1 1 calc R . .
H7A H 0.1911 -0.0149 0.4516 0.086 Uiso 1 1 calc R . .
C8 C 0.1284(6) 0.1206(6) 0.7297(5) 0.0562(18) Uani 1 1 d . . .
H8 H 0.1649 0.0534 0.7354 0.067 Uiso 1 1 calc R . .
C9 C 0.1133(7) 0.1686(6) 0.8213(5) 0.074(2) Uani 1 1 d . . .
H9C H 0.1897 0.1886 0.8527 0.112 Uiso 1 1 calc R . .
H9B H 0.0603 0.1113 0.8520 0.112 Uiso 1 1 calc R . .
H9A H 0.0803 0.2364 0.8174 0.112 Uiso 1 1 calc R . .
C10 C 0.0104(6) 0.0807(6) 0.6828(5) 0.066(2) Uani 1 1 d . . .
H10B H -0.0204 0.1465 0.6664 0.099 Uiso 1 1 calc R . .
H10C H -0.0439 0.0350 0.7206 0.099 Uiso 1 1 calc R . .
H10A H 0.0189 0.0347 0.6310 0.099 Uiso 1 1 calc R . .
C11 C -0.0522(4) 0.4319(4) 0.1871(3) 0.0264(11) Uani 1 1 d . . .
C12 C 0.0553(4) 0.4071(4) 0.1800(3) 0.0233(11) Uani 1 1 d . . .
C13 C 0.0920(4) 0.3527(4) 0.2543(3) 0.0258(11) Uani 1 1 d . . .
C14 C 0.0080(5) 0.3365(4) 0.3134(3) 0.0284(12) Uani 1 1 d . . .
C15 C 0.2057(5) 0.3145(5) 0.2628(3) 0.0345(13) Uani 1 1 d . . .
H15 H 0.2096 0.2849 0.3216 0.041 Uiso 1 1 calc R . .
C16 C 0.3146(5) 0.4098(5) 0.2573(4) 0.0462(16) Uani 1 1 d . . .
H16A H 0.3161 0.4395 0.1997 0.069 Uiso 1 1 calc R . .
H16B H 0.3851 0.3800 0.2683 0.069 Uiso 1 1 calc R . .
H16C H 0.3122 0.4708 0.3003 0.069 Uiso 1 1 calc R . .
C17 C 0.2070(5) 0.2146(5) 0.1983(4) 0.0442(16) Uani 1 1 d . . .
H17A H 0.1443 0.1501 0.2104 0.066 Uiso 1 1 calc R . .
H17C H 0.2829 0.1926 0.2039 0.066 Uiso 1 1 calc R . .
H17B H 0.1949 0.2374 0.1396 0.066 Uiso 1 1 calc R . .
C18 C 0.0089(6) 0.2809(5) 0.3975(4) 0.0402(14) Uani 1 1 d . . .
H18 H 0.0493 0.2165 0.3886 0.048 Uiso 1 1 calc R . .
C19 C -0.1136(6) 0.2305(6) 0.4246(4) 0.063(2) Uani 1 1 d . . .
H19B H -0.1561 0.2913 0.4346 0.095 Uiso 1 1 calc R . .
H19C H -0.1087 0.1908 0.4777 0.095 Uiso 1 1 calc R . .
H19A H -0.1553 0.1769 0.3790 0.095 Uiso 1 1 calc R . .
C20 C 0.0792(5) 0.3602(5) 0.4685(3) 0.0444(15) Uani 1 1 d . . .
H20C H 0.1588 0.3891 0.4501 0.067 Uiso 1 1 calc R . .
H20B H 0.0829 0.3187 0.5209 0.067 Uiso 1 1 calc R . .
H20A H 0.0412 0.4238 0.4803 0.067 Uiso 1 1 calc R . .
C21 C 0.6986(4) 0.2376(4) 0.7607(3) 0.0284(12) Uani 1 1 d . . .
C22 C 0.8165(5) 0.2889(5) 0.7698(4) 0.0369(13) Uani 1 1 d . . .
H22 H 0.8586 0.2850 0.8225 0.044 Uiso 1 1 calc R . .
C23 C 0.8732(6) 0.3449(5) 0.7040(4) 0.0454(15) Uani 1 1 d . . .
H23 H 0.9543 0.3790 0.7109 0.054 Uiso 1 1 calc R . .
C24 C 0.8126(6) 0.3519(5) 0.6279(4) 0.0531(18) Uani 1 1 d . . .
H24 H 0.8521 0.3912 0.5824 0.064 Uiso 1 1 calc R . .
C25 C 0.6957(6) 0.3027(5) 0.6169(4) 0.0504(17) Uani 1 1 d . . .
H25 H 0.6547 0.3085 0.5640 0.060 Uiso 1 1 calc R . .
C26 C 0.6372(6) 0.2445(5) 0.6826(4) 0.0441(15) Uani 1 1 d . . .
H26 H 0.5564 0.2096 0.6749 0.053 Uiso 1 1 calc R . .
C31 C 0.7238(4) 0.1287(4) 0.9236(3) 0.0282(12) Uani 1 1 d . . .
C32 C 0.7929(5) 0.2144(5) 0.9768(4) 0.0381(14) Uani 1 1 d . . .
H32 H 0.7838 0.2903 0.9730 0.046 Uiso 1 1 calc R . .
C33 C 0.8747(5) 0.1895(5) 1.0350(4) 0.0458(16) Uani 1 1 d . . .
H33 H 0.9233 0.2484 1.0703 0.055 Uiso 1 1 calc R . .
C34 C 0.8857(6) 0.0781(5) 1.0415(4) 0.0487(17) Uani 1 1 d . . .
H34 H 0.9416 0.0606 1.0817 0.058 Uiso 1 1 calc R . .
C35 C 0.8162(5) -0.0069(5) 0.9900(4) 0.0415(15) Uani 1 1 d . . .
H35 H 0.8241 -0.0829 0.9950 0.050 Uiso 1 1 calc R . .
C36 C 0.7348(5) 0.0170(4) 0.9311(3) 0.0330(13) Uani 1 1 d . . .
H36 H 0.6867 -0.0424 0.8959 0.040 Uiso 1 1 calc R . .
C41 C 0.5326(4) 0.0335(4) 0.7999(3) 0.0262(11) Uani 1 1 d . . .
C42 C 0.4222(5) -0.0081(5) 0.8290(4) 0.0455(15) Uani 1 1 d . . .
H42 H 0.3895 0.0341 0.8708 0.055 Uiso 1 1 calc R . .
C43 C 0.3595(6) -0.1146(5) 0.7950(4) 0.0534(18) Uani 1 1 d . . .
H43 H 0.2830 -0.1438 0.8137 0.064 Uiso 1 1 calc R . .
C44 C 0.4057(6) -0.1763(5) 0.7364(4) 0.0454(16) Uani 1 1 d . . .
H44 H 0.3627 -0.2491 0.7161 0.055 Uiso 1 1 calc R . .
C45 C 0.5141(5) -0.1345(4) 0.7063(3) 0.0354(13) Uani 1 1 d . . .
H45 H 0.5456 -0.1772 0.6641 0.042 Uiso 1 1 calc R . .
C46 C 0.5785(4) -0.0282(4) 0.7382(3) 0.0286(12) Uani 1 1 d . . .
H46 H 0.6537 0.0014 0.7174 0.034 Uiso 1 1 calc R . .
C51 C 0.5348(4) 0.2474(4) 0.8985(4) 0.0333(13) Uani 1 1 d . . .
C52 C 0.5120(6) 0.2309(5) 0.9845(4) 0.0519(17) Uani 1 1 d . . .
H52 H 0.5434 0.1765 1.0146 0.062 Uiso 1 1 calc R . .
C53 C 0.4425(6) 0.2950(6) 1.0260(5) 0.069(2) Uani 1 1 d . . .
H53 H 0.4266 0.2845 1.0848 0.083 Uiso 1 1 calc R . .
C54 C 0.3974(6) 0.3723(7) 0.9826(6) 0.076(3) Uani 1 1 d . . .
H54 H 0.3501 0.4156 1.0114 0.091 Uiso 1 1 calc R . .
C55 C 0.4193(6) 0.3882(6) 0.8984(5) 0.071(3) Uani 1 1 d . . .
H55 H 0.3871 0.4424 0.8687 0.085 Uiso 1 1 calc R . .
C56 C 0.4881(6) 0.3261(5) 0.8557(5) 0.056(2) Uani 1 1 d . . .
H56 H 0.5032 0.3376 0.7968 0.067 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 S1 2.3008(15) . ?
Au1 S1 2.3008(15) 2_666 ?
Au1 S2 2.3051(14) 2_666 ?
Au1 S2 2.3051(14) . ?
Au2 S5 2.3051(13) 2_565 ?
Au2 S5 2.3051(13) . ?
Au2 S4 2.3134(11) 2_565 ?
Au2 S4 2.3134(11) . ?
S1 C1 1.739(6) . ?
S2 C2 1.767(6) . ?
S3 C4 1.727(6) . ?
S3 C1 1.728(6) . ?
S4 C12 1.759(5) . ?
S5 C11 1.761(5) . ?
S6 C11 1.713(5) . ?
S6 C14 1.742(5) . ?
P1 C51 1.783(5) . ?
P1 C21 1.786(6) . ?
P1 C41 1.790(5) . ?
P1 C31 1.798(5) . ?
C1 C2 1.345(7) . ?
C2 C3 1.432(8) . ?
C3 C4 1.344(8) . ?
C3 C5 1.507(7) . ?
C4 C8 1.521(9) . ?
C5 C7 1.523(8) . ?
C5 C6 1.531(8) . ?
C5 H5 1.0000 . ?
C6 H6C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7A 0.9800 . ?
C8 C10 1.510(9) . ?
C8 C9 1.547(10) . ?
C8 H8 1.0000 . ?
C9 H9C 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C10 H10A 0.9800 . ?
C11 C12 1.359(6) . ?
C12 C13 1.451(6) . ?
C13 C14 1.360(7) . ?
C13 C15 1.500(7) . ?
C14 C18 1.497(7) . ?
C15 C16 1.533(8) . ?
C15 C17 1.539(7) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17C 0.9800 . ?
C17 H17B 0.9800 . ?
C18 C19 1.515(9) . ?
C18 C20 1.524(8) . ?
C18 H18 1.0000 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C19 H19A 0.9800 . ?
C20 H20C 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20A 0.9800 . ?
C21 C22 1.384(7) . ?
C21 C26 1.404(7) . ?
C22 C23 1.366(8) . ?
C22 H22 0.9500 . ?
C23 C24 1.372(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.371(9) . ?
C24 H24 0.9500 . ?
C25 C26 1.385(9) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.390(7) . ?
C31 C36 1.393(7) . ?
C32 C33 1.381(7) . ?
C32 H32 0.9500 . ?
C33 C34 1.387(8) . ?
C33 H33 0.9500 . ?
C34 C35 1.372(8) . ?
C34 H34 0.9500 . ?
C35 C36 1.379(7) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C42 1.382(8) . ?
C41 C46 1.383(7) . ?
C42 C43 1.410(8) . ?
C42 H42 0.9500 . ?
C43 C44 1.352(9) . ?
C43 H43 0.9500 . ?
C44 C45 1.369(8) . ?
C44 H44 0.9500 . ?
C45 C46 1.404(7) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C51 C56 1.377(8) . ?
C51 C52 1.388(8) . ?
C52 C53 1.393(8) . ?
C52 H52 0.9500 . ?
C53 C54 1.358(10) . ?
C53 H53 0.9500 . ?
C54 C55 1.359(11) . ?
C54 H54 0.9500 . ?
C55 C56 1.380(8) . ?
C55 H55 0.9500 . ?
C56 H56 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
S1 Au1 S1 180.0 . 2_666 ?
S1 Au1 S2 88.22(5) . 2_666 ?
S1 Au1 S2 91.78(5) 2_666 2_666 ?
S1 Au1 S2 91.78(5) . . ?
S1 Au1 S2 88.22(5) 2_666 . ?
S2 Au1 S2 180.0 2_666 . ?
S5 Au2 S5 180.0 2_565 . ?
S5 Au2 S4 91.78(4) 2_565 2_565 ?
S5 Au2 S4 88.22(4) . 2_565 ?
S5 Au2 S4 88.22(4) 2_565 . ?
S5 Au2 S4 91.78(4) . . ?
S4 Au2 S4 180.00(6) 2_565 . ?
C1 S1 Au1 98.16(19) . . ?
C2 S2 Au1 100.67(18) . . ?
C4 S3 C1 91.3(3) . . ?
C12 S4 Au2 100.79(15) . . ?
C11 S5 Au2 98.79(17) . . ?
C11 S6 C14 91.6(2) . . ?
C51 P1 C21 111.1(3) . . ?
C51 P1 C41 110.9(2) . . ?
C21 P1 C41 108.3(2) . . ?
C51 P1 C31 108.3(2) . . ?
C21 P1 C31 110.3(2) . . ?
C41 P1 C31 107.9(2) . . ?
C2 C1 S3 110.9(4) . . ?
C2 C1 S1 128.2(5) . . ?
S3 C1 S1 120.8(3) . . ?
C1 C2 C3 113.8(5) . . ?
C1 C2 S2 119.9(4) . . ?
C3 C2 S2 126.3(4) . . ?
C4 C3 C2 111.6(5) . . ?
C4 C3 C5 123.9(6) . . ?
C2 C3 C5 124.5(6) . . ?
C3 C4 C8 129.0(6) . . ?
C3 C4 S3 112.3(5) . . ?
C8 C4 S3 118.6(5) . . ?
C3 C5 C7 111.7(4) . . ?
C3 C5 C6 114.5(5) . . ?
C7 C5 C6 110.4(5) . . ?
C3 C5 H5 106.6 . . ?
C7 C5 H5 106.6 . . ?
C6 C5 H5 106.6 . . ?
C5 C6 H6C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
H6C C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6C C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7C C7 H7B 109.5 . . ?
C5 C7 H7A 109.5 . . ?
H7C C7 H7A 109.5 . . ?
H7B C7 H7A 109.5 . . ?
C10 C8 C4 110.7(6) . . ?
C10 C8 C9 110.3(6) . . ?
C4 C8 C9 111.9(6) . . ?
C10 C8 H8 107.9 . . ?
C4 C8 H8 107.9 . . ?
C9 C8 H8 107.9 . . ?
C8 C9 H9C 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9C C9 H9B 109.5 . . ?
C8 C9 H9A 109.5 . . ?
H9C C9 H9A 109.5 . . ?
H9B C9 H9A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
H10B C10 H10A 109.5 . . ?
H10C C10 H10A 109.5 . . ?
C12 C11 S6 112.1(4) . . ?
C12 C11 S5 126.4(4) . . ?
S6 C11 S5 121.5(3) . . ?
C11 C12 C13 113.0(5) . . ?
C11 C12 S4 121.2(4) . . ?
C13 C12 S4 125.8(4) . . ?
C14 C13 C12 111.3(4) . . ?
C14 C13 C15 124.4(5) . . ?
C12 C13 C15 124.2(5) . . ?
C13 C14 C18 128.7(5) . . ?
C13 C14 S6 112.0(4) . . ?
C18 C14 S6 119.3(4) . . ?
C13 C15 C16 114.1(4) . . ?
C13 C15 C17 111.0(4) . . ?
C16 C15 C17 111.6(5) . . ?
C13 C15 H15 106.6 . . ?
C16 C15 H15 106.6 . . ?
C17 C15 H15 106.6 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17C C17 H17B 109.5 . . ?
C14 C18 C19 112.3(5) . . ?
C14 C18 C20 112.2(5) . . ?
C19 C18 C20 111.3(5) . . ?
C14 C18 H18 106.9 . . ?
C19 C18 H18 106.9 . . ?
C20 C18 H18 106.9 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
H19B C19 H19A 109.5 . . ?
H19C C19 H19A 109.5 . . ?
C18 C20 H20C 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20C C20 H20B 109.5 . . ?
C18 C20 H20A 109.5 . . ?
H20C C20 H20A 109.5 . . ?
H20B C20 H20A 109.5 . . ?
C22 C21 C26 118.9(5) . . ?
C22 C21 P1 122.2(4) . . ?
C26 C21 P1 118.8(4) . . ?
C23 C22 C21 121.1(5) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C22 C23 C24 119.8(6) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 120.7(6) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C26 120.2(6) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C21 119.3(6) . . ?
C25 C26 H26 120.4 . . ?
C21 C26 H26 120.4 . . ?
C32 C31 C36 119.7(5) . . ?
C32 C31 P1 119.5(4) . . ?
C36 C31 P1 120.8(4) . . ?
C33 C32 C31 120.2(5) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 119.6(5) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?
C35 C34 C33 120.2(5) . . ?
C35 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C34 C35 C36 120.7(5) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 H35 119.6 . . ?
C35 C36 C31 119.5(5) . . ?
C35 C36 H36 120.2 . . ?
C31 C36 H36 120.2 . . ?
C42 C41 C46 120.2(5) . . ?
C42 C41 P1 120.9(4) . . ?
C46 C41 P1 118.8(4) . . ?
C41 C42 C43 118.3(6) . . ?
C41 C42 H42 120.9 . . ?
C43 C42 H42 120.9 . . ?
C44 C43 C42 121.5(6) . . ?
C44 C43 H43 119.2 . . ?
C42 C43 H43 119.2 . . ?
C43 C44 C45 120.4(6) . . ?
C43 C44 H44 119.8 . . ?
C45 C44 H44 119.8 . . ?
C44 C45 C46 119.6(5) . . ?
C44 C45 H45 120.2 . . ?
C46 C45 H45 120.2 . . ?
C41 C46 C45 120.0(5) . . ?
C41 C46 H46 120.0 . . ?
C45 C46 H46 120.0 . . ?
C56 C51 C52 119.7(5) . . ?
C56 C51 P1 121.4(5) . . ?
C52 C51 P1 119.0(4) . . ?
C51 C52 C53 119.2(7) . . ?
C51 C52 H52 120.4 . . ?
C53 C52 H52 120.4 . . ?
C54 C53 C52 120.3(7) . . ?
C54 C53 H53 119.9 . . ?
C52 C53 H53 119.9 . . ?
C53 C54 C55 120.6(6) . . ?
C53 C54 H54 119.7 . . ?
C55 C54 H54 119.7 . . ?
C54 C55 C56 120.4(7) . . ?
C54 C55 H55 119.8 . . ?
C56 C55 H55 119.8 . . ?
C51 C56 C55 119.9(7) . . ?
C51 C56 H56 120.1 . . ?
C55 C56 H56 120.1 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.605
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.126
####################################################################### 
# 
# 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_compound_4
_database_code_depnum_ccdc_archive 'CCDC 1505689'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H28 Ni S6, C24 H20 P'
_chemical_formula_sum            'C44 H48 Ni P S6'
_chemical_formula_weight         858.86

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'
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.6857(4)
_cell_length_b                   12.1266(4)
_cell_length_c                   15.3809(5)
_cell_angle_alpha                92.5270(10)
_cell_angle_beta                 91.6840(10)
_cell_angle_gamma                102.4910(10)
_cell_volume                     2124.24(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7261
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      27.10

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             902
_exptl_absorpt_coefficient_mu    0.820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6846
_exptl_absorpt_correction_T_max  0.9525
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15695
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_sigmaI/netI    0.0436
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.56
_diffrn_reflns_theta_max         25.68
_reflns_number_total             8003
_reflns_number_gt                6733
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare et al, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP3(Farrugia,1997)
_computing_publication_material  'WinGX (Farrugia, 1999)'

_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)+(0.0310P)²+0.4882P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8003
_refine_ls_number_parameters     480
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0780
_refine_ls_wR_factor_gt          0.0745
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
Ni1 Ni 0.5000 0.5000 0.5000 0.02115(9) Uani 1 2 d S . .
Ni2 Ni 0.0000 0.5000 0.0000 0.01727(9) Uani 1 2 d S . .
S1 S 0.39202(5) 0.52849(4) 0.60627(3) 0.02532(13) Uani 1 1 d . . .
S3 S 0.22759(5) 0.35662(4) 0.71012(3) 0.02677(13) Uani 1 1 d . . .
S2 S 0.42654(5) 0.31997(4) 0.49034(3) 0.02605(13) Uani 1 1 d . . .
S4 S 0.12719(4) 0.44089(4) 0.07980(3) 0.02132(12) Uani 1 1 d . . .
S5 S -0.12348(5) 0.48881(4) 0.10260(3) 0.02190(12) Uani 1 1 d . . .
S6 S -0.11531(5) 0.38557(4) 0.28015(3) 0.02439(12) Uani 1 1 d . . .
P1 P 0.62558(5) 0.16328(4) 0.84646(3) 0.02051(12) Uani 1 1 d . . .
C1 C 0.32239(18) 0.39248(16) 0.62707(13) 0.0222(4) Uani 1 1 d . . .
C4 C 0.20754(19) 0.21284(16) 0.68036(14) 0.0254(5) Uani 1 1 d . . .
C8 C 0.1251(2) 0.12783(18) 0.73157(15) 0.0341(5) Uani 1 1 d . . .
H8 H 0.1617 0.0614 0.7392 0.041 Uiso 1 1 calc R . .
C9 C 0.1051(3) 0.1762(2) 0.82276(15) 0.0450(7) Uani 1 1 d . . .
H9C H 0.1796 0.1947 0.8568 0.068 Uiso 1 1 calc R . .
H9B H 0.0485 0.1200 0.8524 0.068 Uiso 1 1 calc R . .
H9A H 0.0745 0.2448 0.8171 0.068 Uiso 1 1 calc R . .
C10 C 0.0076(2) 0.0857(2) 0.68158(17) 0.0451(7) Uani 1 1 d . . .
H10B H -0.0310 0.1490 0.6743 0.068 Uiso 1 1 calc R . .
H10C H -0.0426 0.0276 0.7142 0.068 Uiso 1 1 calc R . .
H10A H 0.0209 0.0533 0.6242 0.068 Uiso 1 1 calc R . .
C3 C 0.26858(19) 0.19431(16) 0.60904(13) 0.0235(5) Uani 1 1 d . . .
C5 C 0.2620(2) 0.07837(16) 0.56559(14) 0.0273(5) Uani 1 1 d . . .
H5 H 0.2095 0.0225 0.6007 0.033 Uiso 1 1 calc R . .
C7 C 0.2050(2) 0.06971(18) 0.47402(15) 0.0370(6) Uani 1 1 d . . .
H7C H 0.2537 0.1240 0.4376 0.055 Uiso 1 1 calc R . .
H7B H 0.1269 0.0866 0.4773 0.055 Uiso 1 1 calc R . .
H7A H 0.1979 -0.0071 0.4485 0.055 Uiso 1 1 calc R . .
C6 C 0.3798(2) 0.04444(18) 0.56399(17) 0.0389(6) Uani 1 1 d . . .
H6C H 0.4335 0.0968 0.5292 0.058 Uiso 1 1 calc R . .
H6A H 0.3691 -0.0326 0.5381 0.058 Uiso 1 1 calc R . .
H6B H 0.4127 0.0473 0.6236 0.058 Uiso 1 1 calc R . .
C2 C 0.33597(18) 0.29874(16) 0.57856(13) 0.0218(4) Uani 1 1 d . . .
C34 C 0.8861(2) 0.0724(2) 1.04313(15) 0.0374(6) Uani 1 1 d . . .
H34 H 0.9411 0.0541 1.0837 0.045 Uiso 1 1 calc R . .
C33 C 0.8808(2) 0.18389(19) 1.03386(15) 0.0355(6) Uani 1 1 d . . .
H33 H 0.9323 0.2421 1.0681 0.043 Uiso 1 1 calc R . .
C32 C 0.8015(2) 0.21132(17) 0.97555(14) 0.0300(5) Uani 1 1 d . . .
H32 H 0.7974 0.2882 0.9703 0.036 Uiso 1 1 calc R . .
C31 C 0.72663(18) 0.12624(16) 0.92387(13) 0.0231(4) Uani 1 1 d . . .
C21 C 0.70151(18) 0.23946(15) 0.76036(13) 0.0221(4) Uani 1 1 d . . .
C26 C 0.6399(2) 0.24566(18) 0.68279(15) 0.0322(5) Uani 1 1 d . . .
H26 H 0.5592 0.2098 0.6759 0.039 Uiso 1 1 calc R . .
C25 C 0.6971(2) 0.3047(2) 0.61530(16) 0.0407(6) Uani 1 1 d . . .
H25 H 0.6553 0.3098 0.5622 0.049 Uiso 1 1 calc R . .
C24 C 0.8137(2) 0.35548(18) 0.62552(16) 0.0391(6) Uani 1 1 d . . .
H24 H 0.8524 0.3954 0.5791 0.047 Uiso 1 1 calc R . .
C44 C 0.4065(2) -0.17313(18) 0.73357(15) 0.0348(6) Uani 1 1 d . . .
H44 H 0.3629 -0.2448 0.7116 0.042 Uiso 1 1 calc R . .
C45 C 0.5177(2) -0.13187(17) 0.70503(14) 0.0289(5) Uani 1 1 d . . .
H45 H 0.5503 -0.1751 0.6633 0.035 Uiso 1 1 calc R . .
C46 C 0.58170(19) -0.02797(16) 0.73690(13) 0.0236(4) Uani 1 1 d . . .
H46 H 0.6578 0.0007 0.7165 0.028 Uiso 1 1 calc R . .
C41 C 0.53481(18) 0.03493(16) 0.79907(13) 0.0216(4) Uani 1 1 d . . .
C23 C 0.8755(2) 0.34944(18) 0.70198(16) 0.0371(6) Uani 1 1 d . . .
H23 H 0.9564 0.3848 0.7081 0.045 Uiso 1 1 calc R . .
C22 C 0.81965(19) 0.29177(17) 0.76994(14) 0.0297(5) Uani 1 1 d . . .
H22 H 0.8620 0.2879 0.8230 0.036 Uiso 1 1 calc R . .
C51 C 0.53829(18) 0.24570(16) 0.90346(14) 0.0262(5) Uani 1 1 d . . .
C52 C 0.5243(2) 0.23460(19) 0.99218(16) 0.0401(6) Uani 1 1 d . . .
H52 H 0.5617 0.1847 1.0225 0.048 Uiso 1 1 calc R . .
C53 C 0.4557(3) 0.2965(2) 1.03640(19) 0.0522(8) Uani 1 1 d . . .
H53 H 0.4465 0.2893 1.0972 0.063 Uiso 1 1 calc R . .
C54 C 0.4012(2) 0.3678(2) 0.99302(19) 0.0497(8) Uani 1 1 d . . .
H54 H 0.3538 0.4095 1.0238 0.060 Uiso 1 1 calc R . .
C55 C 0.4143(2) 0.3798(2) 0.90516(19) 0.0499(7) Uani 1 1 d . . .
H55 H 0.3760 0.4295 0.8754 0.060 Uiso 1 1 calc R . .
C56 C 0.4839(2) 0.3186(2) 0.85988(16) 0.0397(6) Uani 1 1 d . . .
H56 H 0.4938 0.3271 0.7993 0.048 Uiso 1 1 calc R . .
C35 C 0.8111(2) -0.01270(19) 0.99338(15) 0.0375(6) Uani 1 1 d . . .
H35 H 0.8145 -0.0894 1.0001 0.045 Uiso 1 1 calc R . .
C36 C 0.7317(2) 0.01365(17) 0.93420(14) 0.0287(5) Uani 1 1 d . . .
H36 H 0.6803 -0.0450 0.9003 0.034 Uiso 1 1 calc R . .
C42 C 0.4227(2) -0.00635(18) 0.82735(14) 0.0307(5) Uani 1 1 d . . .
H42 H 0.3899 0.0364 0.8693 0.037 Uiso 1 1 calc R . .
C43 C 0.3585(2) -0.11067(19) 0.79400(16) 0.0393(6) Uani 1 1 d . . .
H43 H 0.2814 -0.1390 0.8128 0.047 Uiso 1 1 calc R . .
C12 C 0.05530(18) 0.40735(15) 0.17586(12) 0.0189(4) Uani 1 1 d . . .
C11 C -0.05502(18) 0.42884(15) 0.18261(12) 0.0204(4) Uani 1 1 d . . .
C14 C 0.0086(2) 0.33566(16) 0.31106(13) 0.0251(5) Uani 1 1 d . . .
C18 C 0.0107(2) 0.27838(18) 0.39652(13) 0.0317(5) Uani 1 1 d . . .
H18 H 0.0529 0.2157 0.3869 0.038 Uiso 1 1 calc R . .
C19 C -0.1118(3) 0.2251(2) 0.42396(16) 0.0498(8) Uani 1 1 d . . .
H19B H -0.1554 0.2844 0.4355 0.075 Uiso 1 1 calc R . .
H19C H -0.1064 0.1840 0.4769 0.075 Uiso 1 1 calc R . .
H19A H -0.1527 0.1724 0.3772 0.075 Uiso 1 1 calc R . .
C20 C 0.0787(2) 0.3582(2) 0.46918(14) 0.0363(6) Uani 1 1 d . . .
H20C H 0.1590 0.3876 0.4515 0.054 Uiso 1 1 calc R . .
H20B H 0.0808 0.3168 0.5223 0.054 Uiso 1 1 calc R . .
H20A H 0.0400 0.4212 0.4803 0.054 Uiso 1 1 calc R . .
C13 C 0.09274(19) 0.35399(16) 0.25033(13) 0.0232(5) Uani 1 1 d . . .
C15 C 0.2077(2) 0.31732(18) 0.25953(14) 0.0306(5) Uani 1 1 d . . .
H15 H 0.2127 0.2892 0.3194 0.037 Uiso 1 1 calc R . .
C17 C 0.2096(2) 0.21813(19) 0.19453(15) 0.0383(6) Uani 1 1 d . . .
H17A H 0.1428 0.1558 0.2038 0.057 Uiso 1 1 calc R . .
H17C H 0.2828 0.1925 0.2033 0.057 Uiso 1 1 calc R . .
H17B H 0.2042 0.2427 0.1350 0.057 Uiso 1 1 calc R . .
C16 C 0.3139(2) 0.4134(2) 0.25091(15) 0.0380(6) Uani 1 1 d . . .
H16A H 0.3125 0.4421 0.1924 0.057 Uiso 1 1 calc R . .
H16B H 0.3858 0.3854 0.2603 0.057 Uiso 1 1 calc R . .
H16C H 0.3120 0.4744 0.2944 0.057 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
Ni1 S1 2.1547(5) . ?
Ni1 S1 2.1547(5) 2_666 ?
Ni1 S2 2.1630(5) 2_666 ?
Ni1 S2 2.1630(5) . ?
Ni2 S5 2.1584(5) . ?
Ni2 S5 2.1584(5) 2_565 ?
Ni2 S4 2.1588(5) 2_565 ?
Ni2 S4 2.1588(5) . ?
S1 C1 1.722(2) . ?
S3 C1 1.724(2) . ?
S3 C4 1.747(2) . ?
S2 C2 1.739(2) . ?
S4 C12 1.7413(19) . ?
S5 C11 1.719(2) . ?
S6 C11 1.7303(19) . ?
S6 C14 1.747(2) . ?
P1 C31 1.791(2) . ?
P1 C21 1.793(2) . ?
P1 C41 1.794(2) . ?
P1 C51 1.796(2) . ?
C1 C2 1.373(3) . ?
C4 C3 1.362(3) . ?
C4 C8 1.516(3) . ?
C8 C10 1.529(3) . ?
C8 C9 1.540(3) . ?
C8 H8 1.0000 . ?
C9 H9C 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C10 H10A 0.9800 . ?
C3 C2 1.444(3) . ?
C3 C5 1.515(3) . ?
C5 C6 1.520(3) . ?
C5 C7 1.529(3) . ?
C5 H5 1.0000 . ?
C7 H7C 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7A 0.9800 . ?
C6 H6C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C34 C33 1.380(3) . ?
C34 C35 1.385(3) . ?
C34 H34 0.9500 . ?
C33 C32 1.373(3) . ?
C33 H33 0.9500 . ?
C32 C31 1.399(3) . ?
C32 H32 0.9500 . ?
C31 C36 1.395(3) . ?
C21 C26 1.389(3) . ?
C21 C22 1.390(3) . ?
C26 C25 1.392(3) . ?
C26 H26 0.9500 . ?
C25 C24 1.370(4) . ?
C25 H25 0.9500 . ?
C24 C23 1.375(4) . ?
C24 H24 0.9500 . ?
C44 C45 1.380(3) . ?
C44 C43 1.381(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.379(3) . ?
C45 H45 0.9500 . ?
C46 C41 1.394(3) . ?
C46 H46 0.9500 . ?
C41 C42 1.388(3) . ?
C23 C22 1.384(3) . ?
C23 H23 0.9500 . ?
C22 H22 0.9500 . ?
C51 C56 1.380(3) . ?
C51 C52 1.388(3) . ?
C52 C53 1.384(3) . ?
C52 H52 0.9500 . ?
C53 C54 1.365(4) . ?
C53 H53 0.9500 . ?
C54 C55 1.375(4) . ?
C54 H54 0.9500 . ?
C55 C56 1.395(3) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C35 C36 1.377(3) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C42 C43 1.391(3) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C12 C11 1.375(3) . ?
C12 C13 1.442(3) . ?
C14 C13 1.366(3) . ?
C14 C18 1.515(3) . ?
C18 C19 1.518(3) . ?
C18 C20 1.529(3) . ?
C18 H18 1.0000 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C19 H19A 0.9800 . ?
C20 H20C 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20A 0.9800 . ?
C13 C15 1.509(3) . ?
C15 C16 1.521(3) . ?
C15 C17 1.534(3) . ?
C15 H15 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17C 0.9800 . ?
C17 H17B 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 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
S1 Ni1 S1 180.0 . 2_666 ?
S1 Ni1 S2 86.919(18) . 2_666 ?
S1 Ni1 S2 93.081(19) 2_666 2_666 ?
S1 Ni1 S2 93.081(19) . . ?
S1 Ni1 S2 86.919(18) 2_666 . ?
S2 Ni1 S2 180.0 2_666 . ?
S5 Ni2 S5 180.00(3) . 2_565 ?
S5 Ni2 S4 86.924(19) . 2_565 ?
S5 Ni2 S4 93.076(19) 2_565 2_565 ?
S5 Ni2 S4 93.076(19) . . ?
S5 Ni2 S4 86.924(19) 2_565 . ?
S4 Ni2 S4 180.00(2) 2_565 . ?
C1 S1 Ni1 101.75(7) . . ?
C1 S3 C4 91.46(10) . . ?
C2 S2 Ni1 103.53(7) . . ?
C12 S4 Ni2 103.72(7) . . ?
C11 S5 Ni2 101.76(7) . . ?
C11 S6 C14 91.51(10) . . ?
C31 P1 C21 111.04(10) . . ?
C31 P1 C41 108.08(9) . . ?
C21 P1 C41 107.86(9) . . ?
C31 P1 C51 108.00(10) . . ?
C21 P1 C51 111.32(10) . . ?
C41 P1 C51 110.51(10) . . ?
C2 C1 S1 123.53(15) . . ?
C2 C1 S3 111.64(15) . . ?
S1 C1 S3 124.83(12) . . ?
C3 C4 C8 128.90(18) . . ?
C3 C4 S3 112.16(15) . . ?
C8 C4 S3 118.89(15) . . ?
C4 C8 C10 110.84(19) . . ?
C4 C8 C9 112.23(18) . . ?
C10 C8 C9 110.0(2) . . ?
C4 C8 H8 107.9 . . ?
C10 C8 H8 107.9 . . ?
C9 C8 H8 107.9 . . ?
C8 C9 H9C 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9C C9 H9B 109.5 . . ?
C8 C9 H9A 109.5 . . ?
H9C C9 H9A 109.5 . . ?
H9B C9 H9A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
H10B C10 H10A 109.5 . . ?
H10C C10 H10A 109.5 . . ?
C4 C3 C2 111.65(17) . . ?
C4 C3 C5 123.66(18) . . ?
C2 C3 C5 124.65(18) . . ?
C3 C5 C6 113.38(18) . . ?
C3 C5 C7 110.97(17) . . ?
C6 C5 C7 111.06(19) . . ?
C3 C5 H5 107.0 . . ?
C6 C5 H5 107.0 . . ?
C7 C5 H5 107.0 . . ?
C5 C7 H7C 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7C C7 H7B 109.5 . . ?
C5 C7 H7A 109.5 . . ?
H7C C7 H7A 109.5 . . ?
H7B C7 H7A 109.5 . . ?
C5 C6 H6C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
H6C C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6C C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C1 C2 C3 113.07(18) . . ?
C1 C2 S2 117.68(15) . . ?
C3 C2 S2 129.24(15) . . ?
C33 C34 C35 120.0(2) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C32 C33 C34 120.5(2) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C33 C32 C31 120.1(2) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C36 C31 C32 119.1(2) . . ?
C36 C31 P1 121.20(16) . . ?
C32 C31 P1 119.67(16) . . ?
C26 C21 C22 119.89(19) . . ?
C26 C21 P1 118.69(16) . . ?
C22 C21 P1 121.42(17) . . ?
C21 C26 C25 119.6(2) . . ?
C21 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C24 C25 C26 119.9(2) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C25 C24 C23 120.9(2) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C45 C44 C43 120.3(2) . . ?
C45 C44 H44 119.9 . . ?
C43 C44 H44 119.9 . . ?
C46 C45 C44 120.2(2) . . ?
C46 C45 H45 119.9 . . ?
C44 C45 H45 119.9 . . ?
C45 C46 C41 120.1(2) . . ?
C45 C46 H46 120.0 . . ?
C41 C46 H46 120.0 . . ?
C42 C41 C46 119.73(18) . . ?
C42 C41 P1 121.34(15) . . ?
C46 C41 P1 118.78(16) . . ?
C24 C23 C22 119.9(2) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C22 C21 119.8(2) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C56 C51 C52 119.8(2) . . ?
C56 C51 P1 120.78(17) . . ?
C52 C51 P1 119.43(18) . . ?
C53 C52 C51 119.8(3) . . ?
C53 C52 H52 120.1 . . ?
C51 C52 H52 120.1 . . ?
C54 C53 C52 120.3(3) . . ?
C54 C53 H53 119.9 . . ?
C52 C53 H53 119.9 . . ?
C53 C54 C55 120.6(2) . . ?
C53 C54 H54 119.7 . . ?
C55 C54 H54 119.7 . . ?
C54 C55 C56 119.8(3) . . ?
C54 C55 H55 120.1 . . ?
C56 C55 H55 120.1 . . ?
C51 C56 C55 119.7(2) . . ?
C51 C56 H56 120.1 . . ?
C55 C56 H56 120.1 . . ?
C36 C35 C34 120.1(2) . . ?
C36 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C35 C36 C31 120.2(2) . . ?
C35 C36 H36 119.9 . . ?
C31 C36 H36 119.9 . . ?
C41 C42 C43 119.7(2) . . ?
C41 C42 H42 120.2 . . ?
C43 C42 H42 120.2 . . ?
C44 C43 C42 120.1(2) . . ?
C44 C43 H43 120.0 . . ?
C42 C43 H43 120.0 . . ?
C11 C12 C13 113.37(17) . . ?
C11 C12 S4 117.56(15) . . ?
C13 C12 S4 129.00(16) . . ?
C12 C11 S5 123.57(15) . . ?
C12 C11 S6 111.31(15) . . ?
S5 C11 S6 125.11(12) . . ?
C13 C14 C18 128.6(2) . . ?
C13 C14 S6 112.16(16) . . ?
C18 C14 S6 119.26(16) . . ?
C14 C18 C19 112.0(2) . . ?
C14 C18 C20 112.25(18) . . ?
C19 C18 C20 110.97(19) . . ?
C14 C18 H18 107.1 . . ?
C19 C18 H18 107.1 . . ?
C20 C18 H18 107.1 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
H19B C19 H19A 109.5 . . ?
H19C C19 H19A 109.5 . . ?
C18 C20 H20C 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20C C20 H20B 109.5 . . ?
C18 C20 H20A 109.5 . . ?
H20C C20 H20A 109.5 . . ?
H20B C20 H20A 109.5 . . ?
C14 C13 C12 111.61(19) . . ?
C14 C13 C15 123.35(19) . . ?
C12 C13 C15 124.98(18) . . ?
C13 C15 C16 113.16(18) . . ?
C13 C15 C17 110.26(19) . . ?
C16 C15 C17 111.18(19) . . ?
C13 C15 H15 107.3 . . ?
C16 C15 H15 107.3 . . ?
C17 C15 H15 107.3 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17C C17 H17B 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.057
####################################################################### 
# 
# 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_compound_5
_database_code_depnum_ccdc_archive 'CCDC 1505690'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H20 Au S6'
_chemical_formula_sum            'C16 H20 Au S6'
_chemical_formula_weight         601.65

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'
S S 0.1246 0.1234 '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   P21/n

loop_
_symmetry_equiv_pos_as_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                   6.2699(2)
_cell_length_b                   16.2029(7)
_cell_length_c                   19.4387(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.973(2)
_cell_angle_gamma                90.00
_cell_volume                     1967.35(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3690
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      26.38

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.031
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1164
_exptl_absorpt_coefficient_mu    8.110
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1398
_exptl_absorpt_correction_T_max  0.8546
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16617
_diffrn_reflns_av_R_equivalents  0.0608
_diffrn_reflns_av_sigmaI/netI    0.0550
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.28
_diffrn_reflns_theta_max         25.67
_reflns_number_total             3740
_reflns_number_gt                2871
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare et al, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP3(Farrugia,1997)
_computing_publication_material  'WinGX (Farrugia, 1999)'


_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)+(0.0207P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3740
_refine_ls_number_parameters     253
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.0527
_refine_ls_wR_factor_gt          0.0495
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_restrained_S_all      0.970
_refine_ls_shift/su_max          0.008
_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 0.40774(3) 0.952271(13) 0.102175(10) 0.01549(7) Uani 1 1 d . . .
S1 S 0.7030(2) 0.88980(10) 0.06006(7) 0.0252(3) Uani 1 1 d . A .
S2 S 0.2038(2) 0.92560(9) -0.00086(7) 0.0226(3) Uani 1 1 d . . .
S3 S 0.6102(2) 0.97412(9) 0.20462(7) 0.0251(4) Uani 1 1 d . B .
S4 S 0.1145(2) 1.01402(10) 0.14357(7) 0.0250(3) Uani 1 1 d . . .
S5 S 0.2854(6) 0.8166(2) -0.11781(18) 0.0197(9) Uani 0.557(7) 1 d P A 1
C3 C 0.667(2) 0.7946(9) -0.0625(8) 0.022(5) Uani 0.557(7) 1 d PU A 1
H3 H 0.8093 0.7746 -0.0561 0.027 Uiso 0.557(7) 1 calc PR A 1
S5A S 0.7482(8) 0.7833(3) -0.0611(2) 0.0213(12) Uani 0.443(7) 1 d P A 2
C3A C 0.358(3) 0.8176(11) -0.1014(9) 0.022(6) Uani 0.443(7) 1 d PU A 2
H3A H 0.2276 0.8174 -0.1301 0.026 Uiso 0.443(7) 1 calc PR A 2
S6 S 0.0575(8) 1.0933(3) 0.2801(2) 0.0232(10) Uani 0.544(7) 1 d P B 1
C11 C 0.440(3) 1.0550(13) 0.3226(9) 0.034(7) Uani 0.544(7) 1 d PU B 1
H11 H 0.5668 1.0488 0.3527 0.041 Uiso 0.544(7) 1 calc PR B 1
S6A S 0.5039(9) 1.0499(4) 0.3353(3) 0.0248(12) Uani 0.456(7) 1 d P B 2
C11B C 0.123(3) 1.0801(13) 0.2829(11) 0.027(7) Uani 0.456(7) 1 d PU B 2
H11B H -0.0235 1.0953 0.2800 0.032 Uiso 0.456(7) 1 calc PR B 2
C1 C 0.5870(8) 0.8482(3) -0.0152(3) 0.0209(13) Uani 1 1 d . . .
C2 C 0.3759(8) 0.8650(3) -0.0402(3) 0.0207(13) Uani 1 1 d . A .
C4 C 0.5308(8) 0.7711(3) -0.1198(3) 0.0183(12) Uani 1 1 d . . .
C5 C 0.5571(10) 0.7089(4) -0.1761(3) 0.0302(15) Uani 1 1 d . A .
C6 C 0.7914(11) 0.7024(5) -0.1916(4) 0.061(2) Uani 1 1 d . . .
H6A H 0.8394 0.7557 -0.2084 0.091 Uiso 1 1 calc R A .
H6B H 0.8055 0.6601 -0.2270 0.091 Uiso 1 1 calc R . .
H6C H 0.8794 0.6872 -0.1494 0.091 Uiso 1 1 calc R . .
C7 C 0.4790(10) 0.6250(4) -0.1523(3) 0.0381(17) Uani 1 1 d . . .
H7A H 0.5713 0.6063 -0.1120 0.057 Uiso 1 1 calc R A .
H7B H 0.4842 0.5848 -0.1898 0.057 Uiso 1 1 calc R . .
H7C H 0.3315 0.6301 -0.1398 0.057 Uiso 1 1 calc R . .
C8 C 0.4216(11) 0.7339(4) -0.2425(3) 0.0437(18) Uani 1 1 d . . .
H8A H 0.2697 0.7335 -0.2341 0.066 Uiso 1 1 calc R A .
H8B H 0.4461 0.6948 -0.2794 0.066 Uiso 1 1 calc R . .
H8C H 0.4625 0.7895 -0.2563 0.066 Uiso 1 1 calc R . .
C9 C 0.4234(9) 1.0242(3) 0.2515(3) 0.0219(13) Uani 1 1 d . . .
C10 C 0.2216(8) 1.0416(3) 0.2259(3) 0.0205(12) Uani 1 1 d . B .
C12 C 0.2626(9) 1.0929(4) 0.3426(3) 0.0259(14) Uani 1 1 d . . .
C13 C 0.2259(11) 1.1347(4) 0.4106(3) 0.0449(18) Uani 1 1 d . B .
C14 C 0.3688(19) 1.0878(8) 0.4727(6) 0.064(4) Uiso 0.645(10) 1 d P B 1
H14A H 0.5195 1.0879 0.4628 0.096 Uiso 0.645(10) 1 calc PR B 1
H14B H 0.3189 1.0308 0.4762 0.096 Uiso 0.645(10) 1 calc PR B 1
H14C H 0.3541 1.1166 0.5163 0.096 Uiso 0.645(10) 1 calc PR B 1
C15 C 0.3243(16) 1.2223(7) 0.4096(6) 0.045(3) Uiso 0.645(10) 1 d P B 1
H15A H 0.3291 1.2463 0.4560 0.067 Uiso 0.645(10) 1 calc PR B 1
H15B H 0.2363 1.2572 0.3772 0.067 Uiso 0.645(10) 1 calc PR B 1
H15C H 0.4698 1.2189 0.3951 0.067 Uiso 0.645(10) 1 calc PR B 1
C16 C 0.0085(19) 1.1346(9) 0.4277(6) 0.065(4) Uiso 0.645(10) 1 d P B 1
H16A H -0.0034 1.1679 0.4693 0.098 Uiso 0.645(10) 1 calc PR B 1
H16B H -0.0362 1.0778 0.4362 0.098 Uiso 0.645(10) 1 calc PR B 1
H16C H -0.0837 1.1579 0.3893 0.098 Uiso 0.645(10) 1 calc PR B 1
C14A C 0.117(3) 1.0744(13) 0.4533(11) 0.056(7) Uiso 0.355(10) 1 d P B 2
H14D H 0.2067 1.0253 0.4612 0.084 Uiso 0.355(10) 1 calc PR B 2
H14E H -0.0209 1.0586 0.4292 0.084 Uiso 0.355(10) 1 calc PR B 2
H14F H 0.0921 1.0997 0.4978 0.084 Uiso 0.355(10) 1 calc PR B 2
C15A C 0.388(3) 1.1780(15) 0.4408(12) 0.061(7) Uiso 0.355(10) 1 d P B 2
H15D H 0.3467 1.2004 0.4846 0.092 Uiso 0.355(10) 1 calc PR B 2
H15E H 0.4228 1.2234 0.4105 0.092 Uiso 0.355(10) 1 calc PR B 2
H15F H 0.5127 1.1421 0.4497 0.092 Uiso 0.355(10) 1 calc PR B 2
C16A C 0.005(3) 1.1967(15) 0.3888(12) 0.066(8) Uiso 0.355(10) 1 d P B 2
H16D H -0.0176 1.2337 0.4274 0.100 Uiso 0.355(10) 1 calc PR B 2
H16E H -0.1218 1.1620 0.3789 0.100 Uiso 0.355(10) 1 calc PR B 2
H16F H 0.0297 1.2295 0.3479 0.100 Uiso 0.355(10) 1 calc PR B 2


_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 S3 2.2944(14) . ?
Au1 S4 2.2988(14) . ?
Au1 S1 2.3203(14) . ?
Au1 S2 2.3214(14) . ?
S1 C1 1.714(5) . ?
S2 C2 1.690(6) . ?
S3 C9 1.746(6) . ?
S4 C10 1.740(5) . ?
S5 C4 1.709(6) . ?
S5 C2 1.750(6) . ?
C3 C1 1.389(15) . ?
C3 C4 1.394(14) . ?
C3 H3 0.9500 . ?
S5A C4 1.711(7) . ?
S5A C1 1.755(7) . ?
C3A C4 1.391(18) . ?
C3A C2 1.411(18) . ?
C3A H3A 0.9500 . ?
S6 C12 1.690(7) . ?
S6 C10 1.748(7) . ?
C11 C12 1.358(19) . ?
C11 C9 1.463(19) . ?
C11 H11 0.9500 . ?
S6A C12 1.683(8) . ?
S6A C9 1.713(7) . ?
C11B C12 1.41(2) . ?
C11B C10 1.45(2) . ?
C11B H11B 0.9500 . ?
C1 C2 1.397(7) . ?
C4 C5 1.508(7) . ?
C5 C6 1.528(8) . ?
C5 C7 1.530(8) . ?
C5 C8 1.537(8) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.349(7) . ?
C12 C13 1.520(8) . ?
C13 C15A 1.33(2) . ?
C13 C16 1.431(13) . ?
C13 C14A 1.49(2) . ?
C13 C15 1.549(12) . ?
C13 C14 1.628(13) . ?
C13 C16A 1.73(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C14A H14D 0.9800 . ?
C14A H14E 0.9800 . ?
C14A H14F 0.9800 . ?
C15A H15D 0.9800 . ?
C15A H15E 0.9800 . ?
C15A H15F 0.9800 . ?
C16A H16D 0.9800 . ?
C16A H16E 0.9800 . ?
C16A H16F 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
S3 Au1 S4 91.61(5) . . ?
S3 Au1 S1 88.59(5) . . ?
S4 Au1 S1 179.80(5) . . ?
S3 Au1 S2 178.15(5) . . ?
S4 Au1 S2 89.18(5) . . ?
S1 Au1 S2 90.63(5) . . ?
C1 S1 Au1 100.39(18) . . ?
C2 S2 Au1 99.99(19) . . ?
C9 S3 Au1 100.33(18) . . ?
C10 S4 Au1 100.21(18) . . ?
C4 S5 C2 89.3(3) . . ?
C1 C3 C4 118.1(11) . . ?
C1 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C4 S5A C1 87.0(3) . . ?
C4 C3A C2 120.3(13) . . ?
C4 C3A H3A 119.8 . . ?
C2 C3A H3A 119.8 . . ?
C12 S6 C10 88.9(3) . . ?
C12 C11 C9 115.6(12) . . ?
C12 C11 H11 122.2 . . ?
C9 C11 H11 122.2 . . ?
C12 S6A C9 89.3(4) . . ?
C12 C11B C10 114.7(13) . . ?
C12 C11B H11B 122.6 . . ?
C10 C11B H11B 122.6 . . ?
C3 C1 C2 105.9(8) . . ?
C3 C1 S1 131.4(7) . . ?
C2 C1 S1 122.7(4) . . ?
C3 C1 S5A 14.7(6) . . ?
C2 C1 S5A 120.6(4) . . ?
S1 C1 S5A 116.7(3) . . ?
C1 C2 C3A 101.0(9) . . ?
C1 C2 S2 125.3(4) . . ?
C3A C2 S2 133.7(8) . . ?
C1 C2 S5 116.1(4) . . ?
C3A C2 S5 15.1(7) . . ?
S2 C2 S5 118.6(3) . . ?
C3A C4 C3 94.7(9) . . ?
C3A C4 C5 133.3(9) . . ?
C3 C4 C5 131.7(8) . . ?
C3A C4 S5 16.0(7) . . ?
C3 C4 S5 110.7(7) . . ?
C5 C4 S5 117.4(4) . . ?
C3A C4 S5A 111.0(8) . . ?
C3 C4 S5A 16.4(6) . . ?
C5 C4 S5A 115.5(4) . . ?
S5 C4 S5A 127.0(4) . . ?
C4 C5 C6 110.9(5) . . ?
C4 C5 C7 108.4(5) . . ?
C6 C5 C7 109.7(5) . . ?
C4 C5 C8 110.2(5) . . ?
C6 C5 C8 108.9(5) . . ?
C7 C5 C8 108.7(5) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C11 105.4(8) . . ?
C10 C9 S6A 119.3(5) . . ?
C11 C9 S6A 14.0(7) . . ?
C10 C9 S3 123.7(4) . . ?
C11 C9 S3 130.9(8) . . ?
S6A C9 S3 117.0(4) . . ?
C9 C10 C11B 104.8(9) . . ?
C9 C10 S4 124.1(4) . . ?
C11B C10 S4 131.0(9) . . ?
C9 C10 S6 117.4(4) . . ?
C11B C10 S6 12.9(8) . . ?
S4 C10 S6 118.5(3) . . ?
C11 C12 C11B 99.3(11) . . ?
C11 C12 C13 129.8(9) . . ?
C11B C12 C13 130.8(9) . . ?
C11 C12 S6A 12.3(8) . . ?
C11B C12 S6A 111.6(9) . . ?
C13 C12 S6A 117.6(5) . . ?
C11 C12 S6 112.8(8) . . ?
C11B C12 S6 13.6(9) . . ?
C13 C12 S6 117.4(5) . . ?
S6A C12 S6 125.0(4) . . ?
C15A C13 C16 127.2(12) . . ?
C15A C13 C14A 118.1(14) . . ?
C16 C13 C14A 51.3(9) . . ?
C15A C13 C12 117.0(11) . . ?
C16 C13 C12 114.9(7) . . ?
C14A C13 C12 107.8(9) . . ?
C15A C13 C15 39.8(10) . . ?
C16 C13 C15 113.1(8) . . ?
C14A C13 C15 144.2(10) . . ?
C12 C13 C15 107.9(6) . . ?
C15A C13 C14 64.4(11) . . ?
C16 C13 C14 107.5(8) . . ?
C14A C13 C14 62.0(9) . . ?
C12 C13 C14 108.8(7) . . ?
C15 C13 C14 104.0(7) . . ?
C15A C13 C16A 111.4(14) . . ?
C16 C13 C16A 45.6(8) . . ?
C14A C13 C16A 96.9(12) . . ?
C12 C13 C16A 103.0(9) . . ?
C15 C13 C16A 77.1(9) . . ?
C14 C13 C16A 145.9(10) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
C13 C14A H14D 109.5 . . ?
C13 C14A H14E 109.5 . . ?
H14D C14A H14E 109.5 . . ?
C13 C14A H14F 109.5 . . ?
H14D C14A H14F 109.5 . . ?
H14E C14A H14F 109.5 . . ?
C13 C15A H15D 109.5 . . ?
C13 C15A H15E 109.5 . . ?
H15D C15A H15E 109.5 . . ?
C13 C15A H15F 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
C13 C16A H16D 109.5 . . ?
C13 C16A H16E 109.5 . . ?
H16D C16A H16E 109.5 . . ?
C13 C16A H16F 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.67
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.820
_refine_diff_density_min         -0.738
_refine_diff_density_rms         0.152
####################################################################### 
# 
# 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_compound_6
_database_code_depnum_ccdc_archive 'CCDC 1505691'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H20 Ni S6'
_chemical_formula_sum            'C16 H20 Ni S6'
_chemical_formula_weight         463.39

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/n  '


loop_
_symmetry_equiv_pos_as_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                   6.1910(2)
_cell_length_b                   29.9727(9)
_cell_length_c                   10.4844(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.240(2)
_cell_angle_gamma                90.00
_cell_volume                     1933.97(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3371
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.55

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    1.646
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7343
_exptl_absorpt_correction_T_max  0.9523
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15239
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_av_sigmaI/netI    0.0556
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.35
_diffrn_reflns_theta_max         25.68
_reflns_number_total             3676
_reflns_number_gt                2827
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare et al, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ORTEP3(Farrugia,1997)
_computing_publication_material  'WinGX (Farrugia, 1999)'


_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)+(0.0283P)²+1.6533P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3676
_refine_ls_number_parameters     252
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.0857
_refine_ls_wR_factor_gt          0.0802
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
Ni1 Ni 0.49838(7) 0.072543(14) 0.42792(4) 0.01990(13) Uani 1 1 d . . .
S1 S 0.61169(14) 0.03644(3) 0.27165(8) 0.0267(2) Uani 1 1 d . B .
S2 S 0.21780(14) 0.03089(3) 0.43221(8) 0.0248(2) Uani 1 1 d . . .
S4 S 0.77660(14) 0.11491(3) 0.42221(8) 0.0287(2) Uani 1 1 d . A .
S5 S 0.37242(15) 0.11044(3) 0.57679(8) 0.0298(2) Uani 1 1 d . . .
S6 S 0.5163(4) 0.19544(7) 0.7104(2) 0.0225(6) Uani 0.582(5) 1 d P A 1
C11 C 0.8459(17) 0.1939(3) 0.5812(9) 0.027(2) Uani 0.582(5) 1 d P A 1
H11 H 0.9774 0.2026 0.5492 0.032 Uiso 0.582(5) 1 calc PR A 1
S6A S 0.9345(6) 0.19749(13) 0.5596(3) 0.0227(9) Uani 0.418(5) 1 d P A 2
C11A C 0.597(2) 0.1920(4) 0.6767(11) 0.032(4) Uani 0.418(5) 1 d P A 2
H11A H 0.4958 0.1993 0.7352 0.038 Uiso 0.418(5) 1 calc PR A 2
C1 C 0.4135(6) -0.00201(11) 0.2365(3) 0.0248(8) Uani 1 1 d . . .
C2 C 0.2367(5) -0.00450(11) 0.3086(3) 0.0237(8) Uani 1 1 d . B .
C4 C 0.1774(5) -0.06056(11) 0.1449(3) 0.0167(7) Uani 1 1 d . . .
C5 C 0.0712(5) -0.09535(11) 0.0533(3) 0.0206(7) Uani 1 1 d . B .
C6 C -0.0628(6) -0.07041(12) -0.0574(3) 0.0271(8) Uani 1 1 d . . .
H6A H -0.1719 -0.0517 -0.0224 0.041 Uiso 1 1 calc R B .
H6B H -0.1355 -0.0921 -0.1174 0.041 Uiso 1 1 calc R . .
H6C H 0.0340 -0.0516 -0.1024 0.041 Uiso 1 1 calc R . .
C7 C 0.2459(6) -0.12342(13) -0.0009(3) 0.0348(9) Uani 1 1 d . . .
H7A H 0.3394 -0.1040 -0.0463 0.052 Uiso 1 1 calc R B .
H7B H 0.1766 -0.1456 -0.0606 0.052 Uiso 1 1 calc R . .
H7C H 0.3337 -0.1386 0.0695 0.052 Uiso 1 1 calc R . .
C8 C -0.0780(6) -0.12501(12) 0.1223(3) 0.0335(9) Uani 1 1 d . . .
H8A H 0.0067 -0.1401 0.1940 0.050 Uiso 1 1 calc R B .
H8B H -0.1458 -0.1473 0.0623 0.050 Uiso 1 1 calc R . .
H8C H -0.1911 -0.1067 0.1550 0.050 Uiso 1 1 calc R . .
C9 C 0.7377(6) 0.15422(12) 0.5351(3) 0.0312(9) Uani 1 1 d . . .
C10 C 0.5586(6) 0.15204(12) 0.6021(3) 0.0315(9) Uani 1 1 d . A .
C12 C 0.7617(5) 0.21912(12) 0.6704(3) 0.0203(7) Uani 1 1 d . . .
C13 C 0.8363(6) 0.26162(11) 0.7380(3) 0.0255(8) Uani 1 1 d . A .
C14 C 0.9359(9) 0.25079(15) 0.8727(4) 0.0674(16) Uani 1 1 d . . .
H14A H 0.8271 0.2363 0.9199 0.101 Uiso 1 1 calc R A .
H14B H 0.9853 0.2784 0.9168 0.101 Uiso 1 1 calc R . .
H14C H 1.0599 0.2307 0.8688 0.101 Uiso 1 1 calc R . .
C15 C 0.6459(8) 0.29315(16) 0.7445(5) 0.0685(16) Uani 1 1 d . . .
H15A H 0.5732 0.2981 0.6579 0.103 Uiso 1 1 calc R A .
H15B H 0.6988 0.3217 0.7814 0.103 Uiso 1 1 calc R . .
H15C H 0.5429 0.2800 0.7985 0.103 Uiso 1 1 calc R . .
C16 C 0.9999(9) 0.28547(17) 0.6647(5) 0.0739(17) Uani 1 1 d . . .
H16A H 1.1271 0.2663 0.6601 0.111 Uiso 1 1 calc R A .
H16B H 1.0449 0.3133 0.7089 0.111 Uiso 1 1 calc R . .
H16C H 0.9335 0.2922 0.5777 0.111 Uiso 1 1 calc R . .
S3 S 0.4208(5) -0.03820(11) 0.1084(3) 0.0213(7) Uani 0.548(5) 1 d P B 1
C3 C 0.1108(17) -0.0407(4) 0.2501(11) 0.024(3) Uani 0.548(5) 1 d P B 1
H3 H -0.0168 -0.0505 0.2843 0.028 Uiso 0.548(5) 1 calc PR B 1
S3A S 0.0328(6) -0.04350(13) 0.2683(4) 0.0202(8) Uani 0.452(5) 1 d P B 2
C3A C 0.364(2) -0.0362(5) 0.1436(13) 0.028(4) Uani 0.452(5) 1 d P B 2
H3A H 0.4603 -0.0420 0.0809 0.034 Uiso 0.452(5) 1 calc PR B 2


_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
Ni1 S2 2.1437(10) . ?
Ni1 S1 2.1441(9) . ?
Ni1 S5 2.1446(10) . ?
Ni1 S4 2.1460(10) . ?
S1 C1 1.694(4) . ?
S2 C2 1.689(3) . ?
S4 C9 1.706(4) . ?
S5 C10 1.699(4) . ?
S6 C10 1.765(4) . ?
S6 C12 1.768(4) . ?
C11 C12 1.351(11) . ?
C11 C9 1.422(10) . ?
S6A C9 1.779(5) . ?
S6A C12 1.785(4) . ?
C11A C12 1.310(14) . ?
C11A C10 1.436(13) . ?
C1 C2 1.398(5) . ?
C1 C3A 1.423(15) . ?
C1 S3 1.731(4) . ?
C2 C3 1.434(13) . ?
C2 S3A 1.738(5) . ?
C4 C3 1.356(12) . ?
C4 C3A 1.369(16) . ?
C4 C5 1.519(4) . ?
C4 S3A 1.729(4) . ?
C4 S3 1.729(4) . ?
C5 C8 1.521(5) . ?
C5 C7 1.527(5) . ?
C5 C6 1.544(4) . ?
C9 C10 1.377(5) . ?
C12 C13 1.506(5) . ?
C13 C14 1.514(5) . ?
C13 C16 1.516(6) . ?
C13 C15 1.518(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
S2 Ni1 S1 93.17(4) . . ?
S2 Ni1 S5 86.20(4) . . ?
S1 Ni1 S5 176.87(4) . . ?
S2 Ni1 S4 179.23(4) . . ?
S1 Ni1 S4 86.96(4) . . ?
S5 Ni1 S4 93.63(4) . . ?
C1 S1 Ni1 102.71(12) . . ?
C2 S2 Ni1 103.05(12) . . ?
C9 S4 Ni1 102.42(14) . . ?
C10 S5 Ni1 102.02(14) . . ?
C10 S6 C12 87.2(2) . . ?
C12 C11 C9 120.0(8) . . ?
C9 S6A C12 84.8(2) . . ?
C12 C11A C10 125.1(11) . . ?
C2 C1 C3A 102.0(6) . . ?
C2 C1 S1 120.7(3) . . ?
C3A C1 S1 137.3(6) . . ?
C2 C1 S3 118.3(3) . . ?
C3A C1 S3 16.2(6) . . ?
S1 C1 S3 121.0(2) . . ?
C1 C2 C3 103.3(5) . . ?
C1 C2 S2 120.3(3) . . ?
C3 C2 S2 136.4(5) . . ?
C1 C2 S3A 119.7(3) . . ?
C3 C2 S3A 16.5(4) . . ?
S2 C2 S3A 120.0(2) . . ?
C3 C4 C3A 96.0(7) . . ?
C3 C4 C5 131.9(5) . . ?
C3A C4 C5 131.9(6) . . ?
C3 C4 S3A 14.9(5) . . ?
C3A C4 S3A 110.8(6) . . ?
C5 C4 S3A 116.9(3) . . ?
C3 C4 S3 111.0(5) . . ?
C3A C4 S3 15.0(6) . . ?
C5 C4 S3 117.0(2) . . ?
S3A C4 S3 125.8(2) . . ?
C4 C5 C8 110.1(3) . . ?
C4 C5 C7 109.8(3) . . ?
C8 C5 C7 110.3(3) . . ?
C4 C5 C6 107.7(3) . . ?
C8 C5 C6 109.6(3) . . ?
C7 C5 C6 109.4(3) . . ?
C10 C9 C11 104.0(6) . . ?
C10 C9 S4 120.2(3) . . ?
C11 C9 S4 135.7(5) . . ?
C10 C9 S6A 122.6(3) . . ?
C11 C9 S6A 18.6(4) . . ?
S4 C9 S6A 117.2(3) . . ?
C9 C10 C11A 98.2(7) . . ?
C9 C10 S5 121.7(3) . . ?
C11A C10 S5 140.1(7) . . ?
C9 C10 S6 118.5(3) . . ?
C11A C10 S6 20.4(6) . . ?
S5 C10 S6 119.7(2) . . ?
C11A C12 C11 92.7(6) . . ?
C11A C12 C13 134.6(6) . . ?
C11 C12 C13 132.7(5) . . ?
C11A C12 S6 17.6(6) . . ?
C11 C12 S6 110.2(5) . . ?
C13 C12 S6 117.1(3) . . ?
C11A C12 S6A 109.3(6) . . ?
C11 C12 S6A 16.7(4) . . ?
C13 C12 S6A 116.0(3) . . ?
S6 C12 S6A 126.9(2) . . ?
C12 C13 C14 109.3(3) . . ?
C12 C13 C16 110.4(3) . . ?
C14 C13 C16 110.3(4) . . ?
C12 C13 C15 110.4(3) . . ?
C14 C13 C15 109.3(4) . . ?
C16 C13 C15 107.1(4) . . ?
C4 S3 C1 88.5(2) . . ?
C4 C3 C2 118.7(7) . . ?
C4 S3A C2 87.7(2) . . ?
C4 C3A C1 119.8(9) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.081
####################################################################### 
# 
# 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_compound_7
_database_code_depnum_ccdc_archive 'CCDC 1505692'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H28 Au S6'
_chemical_formula_sum            'C20 H28 Au S6'
_chemical_formula_weight         657.75

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'
S S 0.1246 0.1234 '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           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.7474(4)
_cell_length_b                   8.2872(5)
_cell_length_c                   12.3617(7)
_cell_angle_alpha                97.587(2)
_cell_angle_beta                 98.039(2)
_cell_angle_gamma                98.681(2)
_cell_volume                     569.22(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2655
_cell_measurement_theta_min      2.80
_cell_measurement_theta_max      30.08

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.919
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             323
_exptl_absorpt_coefficient_mu    7.016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1272
_exptl_absorpt_correction_T_max  0.3343
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3890
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_sigmaI/netI    0.0540
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.24
_diffrn_reflns_theta_max         25.02
_reflns_number_total             1974
_reflns_number_gt                1948
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0247P)²+0.0000P] 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         1974
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0282
_refine_ls_R_factor_gt           0.0277
_refine_ls_wR_factor_ref         0.0634
_refine_ls_wR_factor_gt          0.0631
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.0000 0.0000 0.0000 0.01920(11) Uani 1 2 d S . .
S1 S 0.2169(2) 0.04299(16) 0.17628(10) 0.0234(3) Uani 1 1 d . . .
S2 S 0.2936(2) 0.16940(17) -0.05973(10) 0.0252(3) Uani 1 1 d . . .
S3 S 0.7359(2) 0.38495(16) 0.07381(10) 0.0246(3) Uani 1 1 d . . .
C1 C 0.4879(9) 0.2352(6) 0.0621(4) 0.0195(11) Uani 1 1 d . . .
C2 C 0.4645(9) 0.1816(6) 0.1629(4) 0.0204(11) Uani 1 1 d . . .
C3 C 0.6563(9) 0.2615(6) 0.2504(4) 0.0179(10) Uani 1 1 d . . .
C4 C 0.8129(9) 0.3744(6) 0.2141(4) 0.0206(11) Uani 1 1 d . . .
C5 C 0.6853(10) 0.2240(6) 0.3677(4) 0.0221(11) Uani 1 1 d . . .
C6 C 1.0203(10) 0.4999(7) 0.2809(4) 0.0247(12) Uani 1 1 d . . .
C7 C 0.4842(10) 0.2685(7) 0.4275(4) 0.0272(12) Uani 1 1 d . . .
H7A H 0.4690 0.3838 0.4233 0.041 Uiso 1 1 calc R . .
H7B H 0.5197 0.2542 0.5051 0.041 Uiso 1 1 calc R . .
H7C H 0.3343 0.1961 0.3924 0.041 Uiso 1 1 calc R . .
C8 C 0.7184(10) 0.0448(6) 0.3735(4) 0.0272(12) Uani 1 1 d . . .
H8A H 0.5717 -0.0304 0.3376 0.041 Uiso 1 1 calc R . .
H8B H 0.7541 0.0299 0.4510 0.041 Uiso 1 1 calc R . .
H8C H 0.8507 0.0204 0.3355 0.041 Uiso 1 1 calc R . .
C9 C 0.9287(10) 0.6435(7) 0.3407(4) 0.0306(13) Uani 1 1 d . . .
H9A H 0.8332 0.6938 0.2868 0.046 Uiso 1 1 calc R . .
H9B H 1.0641 0.7260 0.3807 0.046 Uiso 1 1 calc R . .
H9C H 0.8296 0.6032 0.3933 0.046 Uiso 1 1 calc R . .
C10 C 1.2064(10) 0.5610(7) 0.2124(5) 0.0310(13) Uani 1 1 d . . .
H10A H 1.2552 0.4661 0.1709 0.047 Uiso 1 1 calc R . .
H10B H 1.3456 0.6284 0.2615 0.047 Uiso 1 1 calc R . .
H10C H 1.1380 0.6279 0.1606 0.047 Uiso 1 1 calc R . .
H5 H 0.826(9) 0.288(6) 0.400(4) 0.017(13) Uiso 1 1 d . . .
H6 H 1.121(11) 0.458(8) 0.327(5) 0.048(19) Uiso 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 S2 2.2959(13) 2 ?
Au1 S2 2.2959(13) . ?
Au1 S1 2.3089(12) . ?
Au1 S1 2.3089(12) 2 ?
S1 C2 1.730(5) . ?
S2 C1 1.715(5) . ?
S3 C1 1.719(5) . ?
S3 C4 1.746(5) . ?
C1 C2 1.394(7) . ?
C2 C3 1.442(7) . ?
C3 C4 1.363(7) . ?
C3 C5 1.515(7) . ?
C4 C6 1.519(8) . ?
C5 C7 1.521(7) . ?
C5 C8 1.536(7) . ?
C5 H5 0.90(5) . ?
C6 C9 1.518(7) . ?
C6 C10 1.524(7) . ?
C6 H6 0.90(6) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 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
S2 Au1 S2 180.00(7) 2 . ?
S2 Au1 S1 88.76(4) 2 . ?
S2 Au1 S1 91.24(4) . . ?
S2 Au1 S1 91.24(4) 2 2 ?
S2 Au1 S1 88.76(4) . 2 ?
S1 Au1 S1 180.00(3) . 2 ?
C2 S1 Au1 101.60(17) . . ?
C1 S2 Au1 100.17(17) . . ?
C1 S3 C4 91.4(2) . . ?
C2 C1 S2 125.9(4) . . ?
C2 C1 S3 111.6(4) . . ?
S2 C1 S3 122.4(3) . . ?
C1 C2 C3 112.7(4) . . ?
C1 C2 S1 120.9(4) . . ?
C3 C2 S1 126.3(4) . . ?
C4 C3 C2 111.5(4) . . ?
C4 C3 C5 123.6(4) . . ?
C2 C3 C5 124.9(4) . . ?
C3 C4 C6 128.8(4) . . ?
C3 C4 S3 112.8(4) . . ?
C6 C4 S3 118.0(4) . . ?
C3 C5 C7 112.4(4) . . ?
C3 C5 C8 112.5(4) . . ?
C7 C5 C8 111.4(4) . . ?
C3 C5 H5 103(3) . . ?
C7 C5 H5 111(3) . . ?
C8 C5 H5 106(3) . . ?
C4 C6 C9 110.2(4) . . ?
C4 C6 C10 113.4(4) . . ?
C9 C6 C10 111.0(5) . . ?
C4 C6 H6 115(4) . . ?
C9 C6 H6 112(4) . . ?
C10 C6 H6 95(4) . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C10 H10A 109.5 . . ?
C6 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C6 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.715
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.142
####################################################################### 
# 
# 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_compound_8
_database_code_depnum_ccdc_archive 'CCDC 1505693'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H28 Ni S6'
_chemical_formula_sum            'C20 H28 Ni S6'
_chemical_formula_weight         519.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.6359(2)
_cell_length_b                   8.3540(4)
_cell_length_c                   12.3983(5)
_cell_angle_alpha                97.787(2)
_cell_angle_beta                 97.987(2)
_cell_angle_gamma                100.485(2)
_cell_volume                     560.62(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2937
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      27.85

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             272
_exptl_absorpt_coefficient_mu    1.429
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5988
_exptl_absorpt_correction_T_max  0.9720
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5873
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0349
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.25
_diffrn_reflns_theta_max         25.67
_reflns_number_total             2107
_reflns_number_gt                1830
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare et al, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0302P)²+0.2631P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2107
_refine_ls_number_parameters     128
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0279
_refine_ls_wR_factor_ref         0.0661
_refine_ls_wR_factor_gt          0.0644
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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
Ni1 Ni 0.0000 0.0000 0.0000 0.01687(12) Uani 1 2 d S . .
S1 S 0.20258(10) 0.03883(7) 0.16453(4) 0.01903(14) Uani 1 1 d . . .
S2 S 0.27367(10) 0.16691(7) -0.05561(4) 0.01941(14) Uani 1 1 d . . .
S3 S 0.73902(10) 0.39327(7) 0.07415(4) 0.01976(15) Uani 1 1 d . . .
C1 C 0.4824(4) 0.2396(3) 0.06104(18) 0.0169(5) Uani 1 1 d . . .
C2 C 0.4579(4) 0.1833(3) 0.16070(17) 0.0159(4) Uani 1 1 d . . .
C3 C 0.6562(4) 0.2646(3) 0.24914(17) 0.0164(5) Uani 1 1 d . . .
C4 C 0.8151(4) 0.3822(3) 0.21398(17) 0.0169(5) Uani 1 1 d . . .
C5 C 0.6833(4) 0.2265(3) 0.36525(17) 0.0186(5) Uani 1 1 d . . .
H5 H 0.8385 0.2994 0.4071 0.022 Uiso 1 1 calc R . .
C6 C 1.0284(4) 0.5091(3) 0.28247(18) 0.0197(5) Uani 1 1 d . . .
H6 H 1.1072 0.4554 0.3412 0.024 Uiso 1 1 calc R . .
C7 C 0.4754(4) 0.2678(3) 0.42493(19) 0.0251(5) Uani 1 1 d . . .
H7A H 0.4668 0.3838 0.4243 0.038 Uiso 1 1 calc R . .
H7C H 0.5070 0.2489 0.5014 0.038 Uiso 1 1 calc R . .
H7B H 0.3197 0.1971 0.3872 0.038 Uiso 1 1 calc R . .
C10 C 1.2227(4) 0.5709(3) 0.2152(2) 0.0250(5) Uani 1 1 d . . .
H10B H 1.3628 0.6440 0.2646 0.037 Uiso 1 1 calc R . .
H10A H 1.1535 0.6317 0.1606 0.037 Uiso 1 1 calc R . .
H10C H 1.2766 0.4766 0.1772 0.037 Uiso 1 1 calc R . .
C8 C 0.7100(4) 0.0479(3) 0.36906(19) 0.0239(5) Uani 1 1 d . . .
H8B H 0.7407 0.0314 0.4461 0.036 Uiso 1 1 calc R . .
H8A H 0.8474 0.0259 0.3329 0.036 Uiso 1 1 calc R . .
H8C H 0.5591 -0.0277 0.3306 0.036 Uiso 1 1 calc R . .
C9 C 0.9363(4) 0.6528(3) 0.33924(19) 0.0259(5) Uani 1 1 d . . .
H9B H 0.8248 0.6128 0.3883 0.039 Uiso 1 1 calc R . .
H9C H 0.8491 0.7037 0.2835 0.039 Uiso 1 1 calc R . .
H9A H 1.0754 0.7348 0.3826 0.039 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
Ni1 S2 2.1382(5) . ?
Ni1 S2 2.1382(5) 2 ?
Ni1 S1 2.1468(5) 2 ?
Ni1 S1 2.1468(5) . ?
S1 C2 1.712(2) . ?
S2 C1 1.695(2) . ?
S3 C1 1.723(2) . ?
S3 C4 1.746(2) . ?
C1 C2 1.396(3) . ?
C2 C3 1.447(3) . ?
C3 C4 1.364(3) . ?
C3 C5 1.509(3) . ?
C4 C6 1.516(3) . ?
C5 C8 1.533(3) . ?
C5 C7 1.535(3) . ?
C5 H5 1.0000 . ?
C6 C9 1.519(3) . ?
C6 C10 1.525(3) . ?
C6 H6 1.0000 . ?
C7 H7A 0.9800 . ?
C7 H7C 0.9800 . ?
C7 H7B 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10C 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C9 H9A 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
S2 Ni1 S2 180.00(3) . 2 ?
S2 Ni1 S1 86.79(2) . 2 ?
S2 Ni1 S1 93.21(2) 2 2 ?
S2 Ni1 S1 93.21(2) . . ?
S2 Ni1 S1 86.79(2) 2 . ?
S1 Ni1 S1 180.000(15) 2 . ?
C2 S1 Ni1 103.69(7) . . ?
C1 S2 Ni1 102.45(8) . . ?
C1 S3 C4 90.95(10) . . ?
C2 C1 S2 122.49(17) . . ?
C2 C1 S3 111.88(16) . . ?
S2 C1 S3 125.59(13) . . ?
C1 C2 C3 112.68(19) . . ?
C1 C2 S1 118.07(17) . . ?
C3 C2 S1 129.20(17) . . ?
C4 C3 C2 110.92(19) . . ?
C4 C3 C5 124.27(19) . . ?
C2 C3 C5 124.80(19) . . ?
C3 C4 C6 128.11(19) . . ?
C3 C4 S3 113.51(16) . . ?
C6 C4 S3 118.15(16) . . ?
C3 C5 C8 112.29(18) . . ?
C3 C5 C7 112.40(18) . . ?
C8 C5 C7 111.02(19) . . ?
C3 C5 H5 106.9 . . ?
C8 C5 H5 106.9 . . ?
C7 C5 H5 106.9 . . ?
C4 C6 C9 110.01(18) . . ?
C4 C6 C10 112.95(19) . . ?
C9 C6 C10 110.40(19) . . ?
C4 C6 H6 107.8 . . ?
C9 C6 H6 107.8 . . ?
C10 C6 H6 107.8 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7C C7 H7B 109.5 . . ?
C6 C10 H10B 109.5 . . ?
C6 C10 H10A 109.5 . . ?
H10B C10 H10A 109.5 . . ?
C6 C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8A 109.5 . . ?
H8B C8 H8A 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
H9B C9 H9A 109.5 . . ?
H9C C9 H9A 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.67
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.064










