# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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. 
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data_cd15265
_database_code_depnum_ccdc_archive 'CCDC 1481258'
_audit_update_record             
;
2016-05-23 deposited with the CCDC.
2016-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H22 S2'
_chemical_formula_weight         362.52

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   10.023(4)
_cell_length_b                   7.569(3)
_cell_length_c                   13.421(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.949(7)
_cell_angle_gamma                90
_cell_volume                     962.9(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1113
_cell_measurement_theta_min      6.142
_cell_measurement_theta_max      50.048

_exptl_crystal_description       prismatic
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.279
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4855
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5445
_diffrn_reflns_av_unetI/netI     0.0991
_diffrn_reflns_av_R_equivalents  0.0755
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.604
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.836
_diffrn_reflns_point_group_measured_fraction_full 0.838
_reflns_number_total             2986
_reflns_number_gt                2459
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.545
_reflns_Friedel_fraction_max     0.642
_reflns_Friedel_fraction_full    0.648

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0983P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 640 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.24(19)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         2986
_refine_ls_number_parameters     229
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0822
_refine_ls_R_factor_gt           0.0694
_refine_ls_wR_factor_ref         0.1791
_refine_ls_wR_factor_gt          0.1679
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.3915(2) 0.0312(3) -0.00733(12) 0.0532(5) Uani 1 1 d . . . . .
S2 S 0.39573(18) 0.0156(2) 0.29820(11) 0.0472(5) Uani 1 1 d . . . . .
C1 C 0.1889(5) 0.4665(8) 0.0443(4) 0.0319(13) Uani 1 1 d . . . . .
C2 C 0.0862(6) 0.5939(10) 0.0008(5) 0.0435(15) Uani 1 1 d . . . . .
H2 H 0.0551 0.6686 0.0437 0.052 Uiso 1 1 calc R U . . .
C3 C 0.0314(6) 0.6067(12) -0.1082(5) 0.0531(19) Uani 1 1 d . . . . .
H3 H -0.0352 0.6934 -0.1384 0.064 Uiso 1 1 calc R U . . .
C4 C 0.0743(7) 0.4916(11) -0.1734(5) 0.052(2) Uani 1 1 d . . . . .
H4 H 0.0349 0.5023 -0.2462 0.063 Uiso 1 1 calc R U . . .
C5 C 0.1737(6) 0.3629(11) -0.1320(5) 0.0464(17) Uani 1 1 d . . . . .
H5 H 0.1999 0.2850 -0.1759 0.056 Uiso 1 1 calc R U . . .
C6 C 0.2352(6) 0.3515(8) -0.0214(4) 0.0344(13) Uani 1 1 d . . . . .
C7 C 0.3443(6) 0.2270(8) 0.0427(4) 0.0319(13) Uani 1 1 d . . . . .
C8 C 0.3730(5) 0.2804(8) 0.1434(4) 0.0324(13) Uani 1 1 d . . . . .
C9 C 0.2726(6) 0.4136(8) 0.1520(4) 0.0316(12) Uani 1 1 d . . . . .
C10 C 0.2960(6) 0.3772(8) 0.2568(4) 0.0324(12) Uani 1 1 d . . . . .
C11 C 0.4219(6) 0.2479(9) 0.2637(4) 0.0352(13) Uani 1 1 d . . . . .
C12 C 0.3270(7) -0.0950(9) 0.1718(5) 0.0486(16) Uani 1 1 d . . . . .
H12A H 0.2976 -0.2130 0.1838 0.058 Uiso 1 1 calc R U . . .
H12B H 0.2436 -0.0320 0.1295 0.058 Uiso 1 1 calc R U . . .
C13 C 0.4296(8) -0.1110(9) 0.1073(5) 0.0504(17) Uani 1 1 d . . . . .
H13A H 0.4290 -0.2326 0.0843 0.060 Uiso 1 1 calc R U . . .
H13B H 0.5242 -0.0850 0.1535 0.060 Uiso 1 1 calc R U . . .
C14 C 0.2173(6) 0.4196(9) 0.3290(4) 0.0350(14) Uani 1 1 d . . . . .
C15 C 0.1119(6) 0.5432(12) 0.3014(5) 0.0495(18) Uani 1 1 d . . . . .
H15 H 0.0914 0.6011 0.2370 0.059 Uiso 1 1 calc R U . . .
C16 C 0.0347(7) 0.5838(13) 0.3680(6) 0.064(2) Uani 1 1 d . . . . .
H16 H -0.0345 0.6708 0.3490 0.076 Uiso 1 1 calc R U . . .
C17 C 0.0612(7) 0.4949(12) 0.4620(5) 0.057(2) Uani 1 1 d . . . . .
H17 H 0.0085 0.5205 0.5058 0.068 Uiso 1 1 calc R U . . .
C18 C 0.1652(7) 0.3686(11) 0.4914(5) 0.0529(18) Uani 1 1 d . . . . .
H18 H 0.1831 0.3099 0.5553 0.063 Uiso 1 1 calc R U . . .
C19 C 0.2438(7) 0.3283(10) 0.4256(5) 0.0465(16) Uani 1 1 d . . . . .
H19 H 0.3134 0.2419 0.4451 0.056 Uiso 1 1 calc R U . . .
C20 C 0.5722(6) 0.3150(10) 0.3244(5) 0.0430(16) Uani 1 1 d . . . . .
C21 C 0.5840(7) 0.5105(12) 0.3015(6) 0.0549(18) Uani 1 1 d . . . . .
H21A H 0.5628 0.5274 0.2271 0.082 Uiso 1 1 calc R U . . .
H21B H 0.6782 0.5507 0.3377 0.082 Uiso 1 1 calc R U . . .
H21C H 0.5184 0.5768 0.3253 0.082 Uiso 1 1 calc R U . . .
C22 C 0.6075(7) 0.2907(13) 0.4445(5) 0.057(2) Uani 1 1 d . . . . .
H22A H 0.5404 0.3546 0.4679 0.086 Uiso 1 1 calc R U . . .
H22B H 0.7006 0.3350 0.4800 0.086 Uiso 1 1 calc R U . . .
H22C H 0.6035 0.1675 0.4603 0.086 Uiso 1 1 calc R U . . .
C23 C 0.6823(7) 0.2149(13) 0.2878(5) 0.0544(19) Uani 1 1 d . . . . .
H23A H 0.6799 0.0915 0.3037 0.082 Uiso 1 1 calc R U . . .
H23B H 0.7747 0.2612 0.3237 0.082 Uiso 1 1 calc R U . . .
H23C H 0.6609 0.2299 0.2132 0.082 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C7 1.755(6) . ?
S1 C13 1.813(7) . ?
S2 C12 1.815(7) . ?
S2 C11 1.858(7) . ?
C1 C2 1.393(8) . ?
C1 C6 1.420(8) . ?
C1 C9 1.471(7) . ?
C2 C3 1.389(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.398(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.414(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.487(9) . ?
C7 C8 1.348(8) . ?
C8 C9 1.456(8) . ?
C8 C11 1.547(8) . ?
C9 C10 1.376(7) . ?
C10 C14 1.470(8) . ?
C10 C11 1.575(8) . ?
C11 C20 1.547(9) . ?
C12 C13 1.549(10) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.369(9) . ?
C14 C19 1.416(9) . ?
C15 C16 1.392(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.378(11) . ?
C16 H16 0.9300 . ?
C17 C18 1.374(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.395(10) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.524(12) . ?
C20 C23 1.545(9) . ?
C20 C22 1.545(9) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

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
C7 S1 C13 100.7(3) . . ?
C12 S2 C11 104.2(3) . . ?
C2 C1 C6 120.7(5) . . ?
C2 C1 C9 135.1(5) . . ?
C6 C1 C9 104.3(5) . . ?
C3 C2 C1 118.4(6) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 121.3(7) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 121.2(5) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 118.7(6) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
C5 C6 C1 119.7(6) . . ?
C5 C6 C7 129.4(6) . . ?
C1 C6 C7 110.9(5) . . ?
C8 C7 C6 105.5(5) . . ?
C8 C7 S1 129.8(5) . . ?
C6 C7 S1 123.5(4) . . ?
C7 C8 C9 111.1(5) . . ?
C7 C8 C11 152.9(6) . . ?
C9 C8 C11 91.1(4) . . ?
C10 C9 C8 92.8(5) . . ?
C10 C9 C1 155.8(5) . . ?
C8 C9 C1 107.4(5) . . ?
C9 C10 C14 132.8(5) . . ?
C9 C10 C11 93.0(4) . . ?
C14 C10 C11 133.5(5) . . ?
C20 C11 C8 115.0(5) . . ?
C20 C11 C10 116.8(5) . . ?
C8 C11 C10 82.2(4) . . ?
C20 C11 S2 111.8(4) . . ?
C8 C11 S2 112.9(4) . . ?
C10 C11 S2 115.3(4) . . ?
C13 C12 S2 116.0(5) . . ?
C13 C12 H12A 108.3 . . ?
S2 C12 H12A 108.3 . . ?
C13 C12 H12B 108.3 . . ?
S2 C12 H12B 108.3 . . ?
H12A C12 H12B 107.4 . . ?
C12 C13 S1 115.7(5) . . ?
C12 C13 H13A 108.4 . . ?
S1 C13 H13A 108.4 . . ?
C12 C13 H13B 108.4 . . ?
S1 C13 H13B 108.4 . . ?
H13A C13 H13B 107.4 . . ?
C15 C14 C19 118.7(5) . . ?
C15 C14 C10 120.2(5) . . ?
C19 C14 C10 121.1(5) . . ?
C14 C15 C16 121.2(6) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C17 C16 C15 119.9(7) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C18 C17 C16 120.4(6) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 120.1(6) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C14 119.7(6) . . ?
C18 C19 H19 120.1 . . ?
C14 C19 H19 120.1 . . ?
C21 C20 C23 107.5(6) . . ?
C21 C20 C22 108.6(6) . . ?
C23 C20 C22 109.2(5) . . ?
C21 C20 C11 109.8(5) . . ?
C23 C20 C11 110.2(6) . . ?
C22 C20 C11 111.4(6) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.6(9) . . . . ?
C9 C1 C2 C3 178.8(6) . . . . ?
C1 C2 C3 C4 1.9(10) . . . . ?
C2 C3 C4 C5 -0.8(11) . . . . ?
C3 C4 C5 C6 -1.7(11) . . . . ?
C4 C5 C6 C1 2.9(10) . . . . ?
C4 C5 C6 C7 -179.6(6) . . . . ?
C2 C1 C6 C5 -1.8(9) . . . . ?
C9 C1 C6 C5 178.6(6) . . . . ?
C2 C1 C6 C7 -179.7(5) . . . . ?
C9 C1 C6 C7 0.7(6) . . . . ?
C5 C6 C7 C8 175.8(6) . . . . ?
C1 C6 C7 C8 -6.6(7) . . . . ?
C5 C6 C7 S1 -15.4(9) . . . . ?
C1 C6 C7 S1 162.3(4) . . . . ?
C13 S1 C7 C8 20.2(7) . . . . ?
C13 S1 C7 C6 -145.7(5) . . . . ?
C6 C7 C8 C9 9.8(7) . . . . ?
S1 C7 C8 C9 -158.1(5) . . . . ?
C6 C7 C8 C11 152.8(10) . . . . ?
S1 C7 C8 C11 -15.1(15) . . . . ?
C7 C8 C9 C10 156.7(5) . . . . ?
C11 C8 C9 C10 -7.4(5) . . . . ?
C7 C8 C9 C1 -9.8(7) . . . . ?
C11 C8 C9 C1 -173.8(5) . . . . ?
C2 C1 C9 C10 40.4(17) . . . . ?
C6 C1 C9 C10 -140.1(13) . . . . ?
C2 C1 C9 C8 -174.4(7) . . . . ?
C6 C1 C9 C8 5.1(6) . . . . ?
C8 C9 C10 C14 -163.7(7) . . . . ?
C1 C9 C10 C14 -16.7(18) . . . . ?
C8 C9 C10 C11 7.3(5) . . . . ?
C1 C9 C10 C11 154.2(13) . . . . ?
C7 C8 C11 C20 104.7(12) . . . . ?
C9 C8 C11 C20 -109.5(6) . . . . ?
C7 C8 C11 C10 -139.3(11) . . . . ?
C9 C8 C11 C10 6.5(4) . . . . ?
C7 C8 C11 S2 -25.1(13) . . . . ?
C9 C8 C11 S2 120.7(4) . . . . ?
C9 C10 C11 C20 107.2(5) . . . . ?
C14 C10 C11 C20 -82.0(8) . . . . ?
C9 C10 C11 C8 -6.9(5) . . . . ?
C14 C10 C11 C8 164.0(6) . . . . ?
C9 C10 C11 S2 -118.5(4) . . . . ?
C14 C10 C11 S2 52.3(8) . . . . ?
C12 S2 C11 C20 -128.6(4) . . . . ?
C12 S2 C11 C8 2.8(5) . . . . ?
C12 S2 C11 C10 94.8(4) . . . . ?
C11 S2 C12 C13 66.6(5) . . . . ?
S2 C12 C13 S1 -107.3(6) . . . . ?
C7 S1 C13 C12 40.8(6) . . . . ?
C9 C10 C14 C15 -13.7(10) . . . . ?
C11 C10 C14 C15 178.8(7) . . . . ?
C9 C10 C14 C19 163.3(6) . . . . ?
C11 C10 C14 C19 -4.2(10) . . . . ?
C19 C14 C15 C16 2.2(10) . . . . ?
C10 C14 C15 C16 179.2(7) . . . . ?
C14 C15 C16 C17 -2.0(12) . . . . ?
C15 C16 C17 C18 1.2(12) . . . . ?
C16 C17 C18 C19 -0.6(12) . . . . ?
C17 C18 C19 C14 0.8(11) . . . . ?
C15 C14 C19 C18 -1.5(10) . . . . ?
C10 C14 C19 C18 -178.5(6) . . . . ?
C8 C11 C20 C21 55.0(7) . . . . ?
C10 C11 C20 C21 -38.8(7) . . . . ?
S2 C11 C20 C21 -174.6(5) . . . . ?
C8 C11 C20 C23 -63.2(8) . . . . ?
C10 C11 C20 C23 -157.1(6) . . . . ?
S2 C11 C20 C23 67.1(6) . . . . ?
C8 C11 C20 C22 175.4(6) . . . . ?
C10 C11 C20 C22 81.6(7) . . . . ?
S2 C11 C20 C22 -54.3(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C13 H13A S1 0.97 2.95 3.730(7) 138.1 2_645

_refine_diff_density_max         0.436
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.073

_shelxl_version_number           2013-4

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

data_cd16034
_database_code_depnum_ccdc_archive 'CCDC 1481260'
_audit_update_record             
;
2016-05-23 deposited with the CCDC.
2016-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H16 O S2'
_chemical_formula_weight         276.40

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'

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

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

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

_cell_length_a                   15.567(2)
_cell_length_b                   7.3046(11)
_cell_length_c                   12.5049(18)
_cell_angle_alpha                90
_cell_angle_beta                 107.222(3)
_cell_angle_gamma                90
_cell_volume                     1358.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2654
_cell_measurement_theta_min      5.479
_cell_measurement_theta_max      56.666

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_F_000             584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.377
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6566
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7799
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.740
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2658
_reflns_number_gt                2214
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0744P)²+0.5815P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2658
_refine_ls_number_parameters     163
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0481
_refine_ls_wR_factor_ref         0.1401
_refine_ls_wR_factor_gt          0.1325
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.27201(5) 0.34100(9) 0.11181(6) 0.0623(2) Uani 1 1 d . U . . .
S2 S 0.26746(5) 0.44205(10) 0.37470(5) 0.0574(2) Uani 1 1 d . . . . .
O1 O 0.37728(15) 0.9175(3) 0.26865(18) 0.0717(6) Uani 1 1 d . . . . .
C1 C 0.39704(16) 0.8314(3) 0.1962(2) 0.0490(6) Uani 1 1 d . . . . .
C2 C 0.4667(2) 0.8903(5) 0.1424(3) 0.0792(10) Uani 1 1 d . . . . .
H2A H 0.4524 1.0112 0.1099 0.095 Uiso 1 1 calc R U . . .
H2B H 0.5254 0.8951 0.1978 0.095 Uiso 1 1 calc R U . . .
C3 C 0.4672(2) 0.7564(5) 0.0548(3) 0.0734(9) Uani 1 1 d . . . . .
H3A H 0.5278 0.7114 0.0656 0.088 Uiso 1 1 calc R U . . .
H3B H 0.4466 0.8138 -0.0183 0.088 Uiso 1 1 calc R U . . .
C4 C 0.40605(18) 0.6007(4) 0.0614(2) 0.0553(6) Uani 1 1 d . . . . .
H4A H 0.4404 0.4891 0.0841 0.066 Uiso 1 1 calc R U . . .
H4B H 0.3620 0.5804 -0.0108 0.066 Uiso 1 1 calc R U . . .
C5 C 0.36019(14) 0.6547(3) 0.14713(17) 0.0406(5) Uani 1 1 d . . . . .
C6 C 0.29981(14) 0.5530(3) 0.17746(17) 0.0393(5) Uani 1 1 d . . . . .
C7 C 0.1959(2) 0.2459(4) 0.1808(3) 0.0716(8) Uani 1 1 d . U . . .
H7A H 0.1417 0.3197 0.1615 0.086 Uiso 1 1 calc R U . . .
H7B H 0.1791 0.1240 0.1512 0.086 Uiso 1 1 calc R U . . .
C8 C 0.2298(2) 0.2332(4) 0.3033(3) 0.0740(8) Uani 1 1 d . . . . .
H8A H 0.2793 0.1466 0.3227 0.089 Uiso 1 1 calc R U . . .
H8B H 0.1824 0.1837 0.3307 0.089 Uiso 1 1 calc R U . . .
C9 C 0.25614(15) 0.6118(3) 0.26390(17) 0.0403(5) Uani 1 1 d . . . . .
H9 H 0.2928 0.7153 0.3017 0.048 Uiso 1 1 calc R U . . .
C10 C 0.16249(15) 0.6907(3) 0.21824(19) 0.0414(5) Uani 1 1 d . . . . .
C11 C 0.11519(17) 0.6895(4) 0.1062(2) 0.0575(6) Uani 1 1 d . . . . .
H11 H 0.1399 0.6328 0.0556 0.069 Uiso 1 1 calc R U . . .
C12 C 0.0312(2) 0.7715(5) 0.0677(3) 0.0747(9) Uani 1 1 d . . . . .
H12 H -0.0002 0.7678 -0.0082 0.090 Uiso 1 1 calc R U . . .
C13 C -0.0052(2) 0.8570(4) 0.1402(3) 0.0755(9) Uani 1 1 d . . . . .
H13 H -0.0615 0.9120 0.1142 0.091 Uiso 1 1 calc R U . . .
C14 C 0.0410(2) 0.8620(4) 0.2516(3) 0.0738(9) Uani 1 1 d . . . . .
H14 H 0.0165 0.9217 0.3014 0.089 Uiso 1 1 calc R U . . .
C15 C 0.12346(18) 0.7791(4) 0.2901(2) 0.0574(6) Uani 1 1 d . . . . .
H15 H 0.1539 0.7825 0.3662 0.069 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C6 1.746(2) . ?
S1 C7 1.799(3) . ?
S2 C8 1.777(3) . ?
S2 C9 1.828(2) . ?
O1 C1 1.215(3) . ?
C1 C5 1.471(3) . ?
C1 C2 1.498(4) . ?
C2 C3 1.470(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.501(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.505(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.338(3) . ?
C6 C9 1.500(3) . ?
C7 C8 1.468(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.514(3) . ?
C9 H9 0.9800 . ?
C10 C11 1.376(3) . ?
C10 C15 1.385(3) . ?
C11 C12 1.388(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.356(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.366(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.371(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 S1 C7 102.92(12) . . ?
C8 S2 C9 104.96(12) . . ?
O1 C1 C5 127.7(2) . . ?
O1 C1 C2 124.3(2) . . ?
C5 C1 C2 108.0(2) . . ?
C3 C2 C1 108.0(2) . . ?
C3 C2 H2A 110.1 . . ?
C1 C2 H2A 110.1 . . ?
C3 C2 H2B 110.1 . . ?
C1 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
C2 C3 C4 108.6(2) . . ?
C2 C3 H3A 110.0 . . ?
C4 C3 H3A 110.0 . . ?
C2 C3 H3B 110.0 . . ?
C4 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
C3 C4 C5 106.4(2) . . ?
C3 C4 H4A 110.4 . . ?
C5 C4 H4A 110.4 . . ?
C3 C4 H4B 110.4 . . ?
C5 C4 H4B 110.4 . . ?
H4A C4 H4B 108.6 . . ?
C6 C5 C1 126.1(2) . . ?
C6 C5 C4 125.3(2) . . ?
C1 C5 C4 108.6(2) . . ?
C5 C6 C9 123.46(19) . . ?
C5 C6 S1 117.15(16) . . ?
C9 C6 S1 119.39(16) . . ?
C8 C7 S1 116.1(2) . . ?
C8 C7 H7A 108.2 . . ?
S1 C7 H7A 108.2 . . ?
C8 C7 H7B 108.2 . . ?
S1 C7 H7B 108.2 . . ?
H7A C7 H7B 107.4 . . ?
C7 C8 S2 115.7(2) . . ?
C7 C8 H8A 108.4 . . ?
S2 C8 H8A 108.4 . . ?
C7 C8 H8B 108.4 . . ?
S2 C8 H8B 108.4 . . ?
H8A C8 H8B 107.4 . . ?
C6 C9 C10 115.38(17) . . ?
C6 C9 S2 112.91(15) . . ?
C10 C9 S2 114.21(15) . . ?
C6 C9 H9 104.2 . . ?
C10 C9 H9 104.2 . . ?
S2 C9 H9 104.2 . . ?
C11 C10 C15 117.3(2) . . ?
C11 C10 C9 123.2(2) . . ?
C15 C10 C9 119.5(2) . . ?
C10 C11 C12 121.1(3) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C13 C12 C11 120.3(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 119.7(3) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 120.1(3) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C10 121.6(3) . . ?
C14 C15 H15 119.2 . . ?
C10 C15 H15 119.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -176.7(3) . . . . ?
C5 C1 C2 C3 4.2(4) . . . . ?
C1 C2 C3 C4 -6.6(4) . . . . ?
C2 C3 C4 C5 6.4(4) . . . . ?
O1 C1 C5 C6 -2.8(4) . . . . ?
C2 C1 C5 C6 176.3(3) . . . . ?
O1 C1 C5 C4 -179.3(3) . . . . ?
C2 C1 C5 C4 -0.2(3) . . . . ?
C3 C4 C5 C6 179.7(2) . . . . ?
C3 C4 C5 C1 -3.7(3) . . . . ?
C1 C5 C6 C9 3.7(4) . . . . ?
C4 C5 C6 C9 179.6(2) . . . . ?
C1 C5 C6 S1 -176.14(18) . . . . ?
C4 C5 C6 S1 -0.2(3) . . . . ?
C7 S1 C6 C5 176.84(19) . . . . ?
C7 S1 C6 C9 -3.0(2) . . . . ?
C6 S1 C7 C8 -55.5(3) . . . . ?
S1 C7 C8 S2 56.4(3) . . . . ?
C9 S2 C8 C7 -3.1(3) . . . . ?
C5 C6 C9 C10 99.5(2) . . . . ?
S1 C6 C9 C10 -80.7(2) . . . . ?
C5 C6 C9 S2 -126.6(2) . . . . ?
S1 C6 C9 S2 53.2(2) . . . . ?
C8 S2 C9 C6 -51.3(2) . . . . ?
C8 S2 C9 C10 83.1(2) . . . . ?
C6 C9 C10 C11 7.6(3) . . . . ?
S2 C9 C10 C11 -125.7(2) . . . . ?
C6 C9 C10 C15 -168.2(2) . . . . ?
S2 C9 C10 C15 58.5(3) . . . . ?
C15 C10 C11 C12 -0.9(4) . . . . ?
C9 C10 C11 C12 -176.8(3) . . . . ?
C10 C11 C12 C13 0.9(5) . . . . ?
C11 C12 C13 C14 -0.1(5) . . . . ?
C12 C13 C14 C15 -0.7(5) . . . . ?
C13 C14 C15 C10 0.7(4) . . . . ?
C11 C10 C15 C14 0.1(4) . . . . ?
C9 C10 C15 C14 176.2(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9 O1 0.98 2.10 2.912(3) 139.2 .
C8 H8A O1 0.97 2.49 3.371(4) 151.1 1_545

_refine_diff_density_max         0.427
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.053

_shelxl_version_number           2013-4

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

data_cd15255
_database_code_depnum_ccdc_archive 'CCDC 1481261'
_audit_update_record             
;
2016-05-23 deposited with the CCDC.
2016-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H40 O2 S4'
_chemical_formula_weight         825.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   10.601(2)
_cell_length_b                   19.272(4)
_cell_length_c                   11.193(2)
_cell_angle_alpha                90
_cell_angle_beta                 117.501(4)
_cell_angle_gamma                90
_cell_volume                     2028.4(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2376
_cell_measurement_theta_min      4.380
_cell_measurement_theta_max      56.682

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.278
_shelx_estimated_absorpt_T_min   0.954
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6199
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10876
_diffrn_reflns_av_unetI/netI     0.1015
_diffrn_reflns_av_R_equivalents  0.0783
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.051
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.832
_diffrn_reflns_point_group_measured_fraction_full 0.811
_reflns_number_total             5962
_reflns_number_gt                3694
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.613
_reflns_Friedel_fraction_max     0.654
_reflns_Friedel_fraction_full    0.637

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1163P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1047 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.26(14)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         5962
_refine_ls_number_parameters     552
_refine_ls_number_restraints     475
_refine_ls_R_factor_all          0.1405
_refine_ls_R_factor_gt           0.0938
_refine_ls_wR_factor_ref         0.2244
_refine_ls_wR_factor_gt          0.1988
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.0643(4) 0.2781(2) 0.2690(4) 0.0673(11) Uani 1 1 d . U . . .
S2 S 0.347(7) 0.165(4) 0.345(5) 0.059(6) Uani 0.5 1 d . U P . .
S3 S 1.301(8) 0.384(5) 1.012(8) 0.053(6) Uani 0.5 1 d . U P . .
S4 S 1.015(5) 0.493(3) 0.889(4) 0.066(6) Uani 0.6 1 d . U P . .
S2' S 0.339(7) 0.160(4) 0.368(5) 0.059(5) Uani 0.5 1 d . U P . .
S3' S 1.296(8) 0.378(4) 0.998(8) 0.049(5) Uani 0.5 1 d . U P . .
S4' S 1.027(8) 0.498(4) 0.921(6) 0.061(6) Uani 0.4 1 d . U P . .
O1 O 1.0490(9) 0.1813(5) 0.5646(9) 0.063(2) Uani 1 1 d . U . . .
O2 O 0.3086(9) 0.4748(5) 0.6952(8) 0.067(3) Uani 1 1 d . U . . .
C1 C 0.7394(12) 0.2939(5) 0.4809(9) 0.033(2) Uani 1 1 d . U . . .
C2 C 0.8800(12) 0.2762(6) 0.5229(10) 0.043(3) Uani 1 1 d . U . . .
H2 H 0.9507 0.3100 0.5512 0.052 Uiso 1 1 calc R U . . .
C3 C 0.9130(13) 0.2060(7) 0.5214(11) 0.046(3) Uani 1 1 d . U . . .
C4 C 0.8081(13) 0.1557(6) 0.4683(12) 0.048(3) Uani 1 1 d . U . . .
H4 H 0.8312 0.1099 0.4608 0.058 Uiso 1 1 calc R U . . .
C5 C 0.6674(12) 0.1750(6) 0.4263(10) 0.041(3) Uani 1 1 d . U . . .
H5 H 0.5967 0.1413 0.3931 0.049 Uiso 1 1 calc R U . . .
C6 C 0.6295(12) 0.2445(6) 0.4328(9) 0.036(3) Uani 1 1 d . U . . .
C7 C 0.4942(11) 0.2811(6) 0.3971(9) 0.035(3) Uani 1 1 d . U . . .
C8 C 0.5254(11) 0.3529(5) 0.4186(9) 0.030(2) Uani 1 1 d . U . . .
C9 C 0.6795(11) 0.3658(6) 0.4691(10) 0.040(3) Uani 1 1 d . U . . .
H9 H 0.7186 0.3869 0.5587 0.048 Uiso 1 1 calc R U . . .
C10 C 0.7140(10) 0.4126(5) 0.3751(10) 0.034(2) Uani 1 1 d . U . . .
C11 C 0.7909(13) 0.4730(6) 0.4200(15) 0.064(4) Uani 1 1 d . U . . .
H11 H 0.8223 0.4870 0.5087 0.077 Uiso 1 1 calc R U . . .
C12 C 0.8227(14) 0.5137(7) 0.3327(19) 0.083(5) Uani 1 1 d . U . . .
H12 H 0.8755 0.5543 0.3625 0.100 Uiso 1 1 calc R U . . .
C13 C 0.7733(15) 0.4915(8) 0.2025(17) 0.073(4) Uani 1 1 d . U . . .
H13 H 0.7933 0.5179 0.1438 0.088 Uiso 1 1 calc R U . . .
C14 C 0.6984(13) 0.4341(8) 0.1572(13) 0.063(4) Uani 1 1 d . U . . .
H14 H 0.6674 0.4203 0.0684 0.075 Uiso 1 1 calc R U . . .
C15 C 0.6662(11) 0.3943(6) 0.2425(11) 0.046(3) Uani 1 1 d . U . . .
H15 H 0.6112 0.3545 0.2095 0.056 Uiso 1 1 calc R U . . .
C16 C 0.3556(12) 0.2559(6) 0.3582(10) 0.039(3) Uani 1 1 d . U . . .
C17 C 0.1713(14) 0.1451(7) 0.3369(13) 0.062(4) Uani 1 1 d . U . . .
H17A H 0.1501 0.0967 0.3117 0.074 Uiso 1 1 d R U . . .
H17B H 0.1645 0.1519 0.4197 0.074 Uiso 1 1 d R U . . .
C18 C 0.0586(15) 0.1887(8) 0.2301(15) 0.081(5) Uani 1 1 d . U . . .
H18A H -0.0337 0.1705 0.2126 0.097 Uiso 1 1 calc R U . . .
H18B H 0.0670 0.1839 0.1477 0.097 Uiso 1 1 calc R U . . .
C19 C 0.2445(12) 0.3009(6) 0.3250(10) 0.044(3) Uani 1 1 d . U . . .
C20 C 0.2730(11) 0.3743(7) 0.3421(10) 0.044(3) Uani 1 1 d . U . . .
C21 C 0.4134(12) 0.4000(6) 0.3929(9) 0.035(3) Uani 1 1 d . U . . .
C22 C 0.4416(12) 0.4721(6) 0.4152(10) 0.042(3) Uani 1 1 d . U . . .
H22 H 0.5332 0.4896 0.4465 0.050 Uiso 1 1 calc R U . . .
C23 C 0.3291(13) 0.5148(7) 0.3890(10) 0.051(3) Uani 1 1 d . U . . .
H23 H 0.3474 0.5617 0.4091 0.062 Uiso 1 1 calc R U . . .
C24 C 0.1925(16) 0.4931(8) 0.3357(13) 0.070(4) Uani 1 1 d . U . . .
H24 H 0.1201 0.5251 0.3167 0.084 Uiso 1 1 calc R U . . .
C25 C 0.1606(14) 0.4246(7) 0.3100(12) 0.056(3) Uani 1 1 d . U . . .
H25 H 0.0664 0.4101 0.2716 0.068 Uiso 1 1 calc R U . . .
C26 C 1.1621(14) 0.2288(9) 0.6333(13) 0.078(5) Uani 1 1 d . U . . .
H26A H 1.1657 0.2614 0.5701 0.117 Uiso 1 1 calc R U . . .
H26B H 1.2504 0.2039 0.6762 0.117 Uiso 1 1 calc R U . . .
H26C H 1.1467 0.2532 0.7002 0.117 Uiso 1 1 calc R U . . .
C27 C 0.6195(11) 0.3644(6) 0.7759(10) 0.037(3) Uani 1 1 d . U . . .
C28 C 0.4780(12) 0.3808(7) 0.7328(10) 0.046(3) Uani 1 1 d . U . . .
H28 H 0.4081 0.3467 0.7029 0.055 Uiso 1 1 calc R U . . .
C29 C 0.4447(14) 0.4493(7) 0.7358(11) 0.051(3) Uani 1 1 d . U . . .
C30 C 0.5495(15) 0.5003(7) 0.7777(12) 0.061(4) Uani 1 1 d . U . . .
H30 H 0.5253 0.5467 0.7779 0.073 Uiso 1 1 calc R U . . .
C31 C 0.6880(13) 0.4822(6) 0.8184(11) 0.045(3) Uani 1 1 d . U . . .
H31 H 0.7575 0.5165 0.8470 0.054 Uiso 1 1 calc R U . . .
C32 C 0.7260(12) 0.4152(6) 0.8181(10) 0.037(3) Uani 1 1 d . U . . .
C33 C 0.8606(11) 0.3766(6) 0.8569(9) 0.032(2) Uani 1 1 d . U . . .
C34 C 0.8385(10) 0.3075(5) 0.8422(9) 0.029(2) Uani 1 1 d . U . . .
C35 C 0.6818(11) 0.2914(5) 0.7827(9) 0.036(3) Uani 1 1 d . U . . .
H35 H 0.6475 0.2727 0.6915 0.044 Uiso 1 1 calc R U . . .
C36 C 0.6412(11) 0.2423(6) 0.8666(12) 0.045(3) Uani 1 1 d . U . . .
C37 C 0.5572(13) 0.1857(7) 0.8087(15) 0.060(3) Uani 1 1 d . U . . .
H37 H 0.5282 0.1769 0.7181 0.073 Uiso 1 1 calc R U . . .
C38 C 0.5141(15) 0.1418(9) 0.878(2) 0.099(6) Uani 1 1 d . U . . .
H38 H 0.4529 0.1053 0.8338 0.118 Uiso 1 1 calc R U . . .
C39 C 0.5611(18) 0.1517(9) 1.012(3) 0.109(7) Uani 1 1 d . U . . .
H39 H 0.5362 0.1204 1.0611 0.130 Uiso 1 1 calc R U . . .
C40 C 0.6474(17) 0.2094(9) 1.0774(16) 0.084(5) Uani 1 1 d . U . . .
H40 H 0.6767 0.2172 1.1684 0.101 Uiso 1 1 calc R U . . .
C41 C 0.6888(14) 0.2549(7) 1.0044(11) 0.059(3) Uani 1 1 d . U . . .
H41 H 0.7469 0.2928 1.0463 0.071 Uiso 1 1 calc R U . . .
C42 C 1.0041(12) 0.4043(6) 0.9014(10) 0.038(3) Uani 1 1 d . U . . .
C43 C 1.1964(17) 0.5157(9) 0.957(2) 0.115(6) Uani 1 1 d . U . . .
H43A H 1.2019 0.5103 0.8730 0.138 Uiso 1 1 d R U . . .
H43B H 1.2207 0.5634 0.9857 0.138 Uiso 1 1 d R U . . .
C44 C 1.3034(17) 0.4708(7) 1.0530(17) 0.093(5) Uani 1 1 d . U . . .
H44A H 1.2948 0.4748 1.1353 0.111 Uiso 1 1 d R U . . .
H44B H 1.3964 0.4886 1.0719 0.111 Uiso 1 1 d R U . . .
C45 C 1.1166(11) 0.3567(6) 0.9437(10) 0.039(3) Uani 1 1 d . U . . .
C46 C 1.0940(11) 0.2841(5) 0.9339(10) 0.032(2) Uani 1 1 d . U . . .
C47 C 0.9485(11) 0.2587(5) 0.8765(10) 0.033(2) Uani 1 1 d . U . . .
C48 C 0.9297(13) 0.1865(6) 0.8569(12) 0.049(3) Uani 1 1 d . U . . .
H48 H 0.8377 0.1688 0.8145 0.059 Uiso 1 1 calc R U . . .
C49 C 1.0409(14) 0.1414(6) 0.8975(12) 0.055(3) Uani 1 1 d . U . . .
H49 H 1.0244 0.0939 0.8856 0.066 Uiso 1 1 calc R U . . .
C50 C 1.1771(13) 0.1665(7) 0.9560(13) 0.055(3) Uani 1 1 d . U . . .
H50 H 1.2523 0.1353 0.9837 0.065 Uiso 1 1 calc R U . . .
C51 C 1.2052(13) 0.2339(6) 0.9744(12) 0.045(3) Uani 1 1 d . U . . .
H51 H 1.2994 0.2487 1.0146 0.054 Uiso 1 1 calc R U . . .
C52 C 0.1940(13) 0.4262(9) 0.6411(13) 0.080(5) Uani 1 1 d . U . . .
H52A H 0.1893 0.4057 0.5610 0.120 Uiso 1 1 calc R U . . .
H52B H 0.1063 0.4497 0.6195 0.120 Uiso 1 1 calc R U . . .
H52C H 0.2095 0.3906 0.7064 0.120 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C19 1.769(12) . ?
S1 C18 1.772(15) . ?
S2 C16 1.76(7) . ?
S2 C17 1.86(6) . ?
S3 C44 1.73(9) . ?
S3 C45 1.81(8) . ?
S4 C42 1.72(5) . ?
S4 C43 1.77(5) . ?
S2' C17 1.68(6) . ?
S2' C16 1.86(7) . ?
S3' C45 1.75(8) . ?
S3' C44 1.88(8) . ?
S4' C43 1.68(9) . ?
S4' C42 1.82(8) . ?
O1 C3 1.377(13) . ?
O1 C26 1.420(17) . ?
O2 C29 1.387(14) . ?
O2 C52 1.428(17) . ?
C1 C2 1.383(15) . ?
C1 C6 1.406(15) . ?
C1 C9 1.504(14) . ?
C2 C3 1.399(17) . ?
C2 H2 0.9300 . ?
C3 C4 1.386(17) . ?
C4 C5 1.392(15) . ?
C4 H4 0.9300 . ?
C5 C6 1.409(14) . ?
C5 H5 0.9300 . ?
C6 C7 1.479(14) . ?
C7 C16 1.412(14) . ?
C7 C8 1.416(15) . ?
C8 C21 1.415(13) . ?
C8 C9 1.482(14) . ?
C9 C10 1.553(14) . ?
C9 H9 0.9800 . ?
C10 C15 1.374(14) . ?
C10 C11 1.376(15) . ?
C11 C12 1.41(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.37(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.32(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.384(15) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C19 1.369(16) . ?
C17 C18 1.498(19) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.440(17) . ?
C20 C21 1.415(16) . ?
C20 C25 1.447(16) . ?
C21 C22 1.419(16) . ?
C22 C23 1.364(14) . ?
C22 H22 0.9300 . ?
C23 C24 1.353(18) . ?
C23 H23 0.9300 . ?
C24 C25 1.36(2) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.384(15) . ?
C27 C32 1.402(15) . ?
C27 C35 1.541(15) . ?
C28 C29 1.370(17) . ?
C28 H28 0.9300 . ?
C29 C30 1.393(18) . ?
C30 C31 1.367(16) . ?
C30 H30 0.9300 . ?
C31 C32 1.353(15) . ?
C31 H31 0.9300 . ?
C32 C33 1.484(14) . ?
C33 C34 1.349(14) . ?
C33 C42 1.466(15) . ?
C34 C47 1.407(14) . ?
C34 C35 1.510(14) . ?
C35 C36 1.529(14) . ?
C35 H35 0.9800 . ?
C36 C37 1.366(16) . ?
C36 C41 1.404(16) . ?
C37 C38 1.36(2) . ?
C37 H37 0.9300 . ?
C38 C39 1.36(3) . ?
C38 H38 0.9300 . ?
C39 C40 1.41(3) . ?
C39 H39 0.9300 . ?
C40 C41 1.400(18) . ?
C40 H40 0.9300 . ?
C41 H41 0.9300 . ?
C42 C45 1.402(15) . ?
C43 C44 1.44(2) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.416(15) . ?
C46 C51 1.427(15) . ?
C46 C47 1.455(14) . ?
C47 C48 1.409(15) . ?
C48 C49 1.362(15) . ?
C48 H48 0.9300 . ?
C49 C50 1.369(16) . ?
C49 H49 0.9300 . ?
C50 C51 1.327(17) . ?
C50 H50 0.9300 . ?
C51 H51 0.9300 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?

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
C19 S1 C18 103.7(6) . . ?
C16 S2 C17 103(4) . . ?
C44 S3 C45 106(4) . . ?
C42 S4 C43 108(3) . . ?
C17 S2' C16 106(4) . . ?
C45 S3' C44 103(4) . . ?
C43 S4' C42 107(4) . . ?
C3 O1 C26 116.9(10) . . ?
C29 O2 C52 117.3(11) . . ?
C2 C1 C6 122.4(10) . . ?
C2 C1 C9 127.1(10) . . ?
C6 C1 C9 110.4(9) . . ?
C1 C2 C3 118.1(11) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 H2 121.0 . . ?
O1 C3 C4 114.2(11) . . ?
O1 C3 C2 123.9(12) . . ?
C4 C3 C2 121.8(11) . . ?
C3 C4 C5 118.7(11) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C4 C5 C6 121.6(11) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 117.3(10) . . ?
C1 C6 C7 108.0(10) . . ?
C5 C6 C7 134.7(11) . . ?
C16 C7 C8 121.1(10) . . ?
C16 C7 C6 131.3(11) . . ?
C8 C7 C6 107.4(10) . . ?
C21 C8 C7 118.9(10) . . ?
C21 C8 C9 130.1(10) . . ?
C7 C8 C9 111.0(8) . . ?
C8 C9 C1 103.1(9) . . ?
C8 C9 C10 113.7(8) . . ?
C1 C9 C10 111.8(8) . . ?
C8 C9 H9 109.3 . . ?
C1 C9 H9 109.3 . . ?
C10 C9 H9 109.3 . . ?
C15 C10 C11 118.2(11) . . ?
C15 C10 C9 119.9(9) . . ?
C11 C10 C9 122.0(10) . . ?
C10 C11 C12 120.6(13) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 117.8(13) . . ?
C13 C12 H12 121.1 . . ?
C11 C12 H12 121.1 . . ?
C14 C13 C12 122.5(15) . . ?
C14 C13 H13 118.7 . . ?
C12 C13 H13 118.7 . . ?
C13 C14 C15 119.7(14) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C10 C15 C14 121.1(12) . . ?
C10 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C19 C16 C7 120.5(11) . . ?
C19 C16 S2 127(2) . . ?
C7 C16 S2 112(2) . . ?
C19 C16 S2' 124(2) . . ?
C7 C16 S2' 116(2) . . ?
S2 C16 S2' 9(3) . . ?
C18 C17 S2' 116(2) . . ?
C18 C17 S2 110(2) . . ?
S2' C17 S2 8(3) . . ?
C18 C17 H17A 108.3 . . ?
S2' C17 H17A 108.0 . . ?
S2 C17 H17A 107.7 . . ?
C18 C17 H17B 107.7 . . ?
S2' C17 H17B 108.7 . . ?
S2 C17 H17B 115.9 . . ?
H17A C17 H17B 107.4 . . ?
C17 C18 S1 115.1(10) . . ?
C17 C18 H18A 108.5 . . ?
S1 C18 H18A 108.5 . . ?
C17 C18 H18B 108.5 . . ?
S1 C18 H18B 108.5 . . ?
H18A C18 H18B 107.5 . . ?
C16 C19 C20 119.0(11) . . ?
C16 C19 S1 126.3(10) . . ?
C20 C19 S1 114.6(8) . . ?
C21 C20 C19 121.0(10) . . ?
C21 C20 C25 117.2(12) . . ?
C19 C20 C25 121.8(11) . . ?
C8 C21 C20 119.0(11) . . ?
C8 C21 C22 120.2(11) . . ?
C20 C21 C22 120.7(10) . . ?
C23 C22 C21 117.4(11) . . ?
C23 C22 H22 121.3 . . ?
C21 C22 H22 121.3 . . ?
C24 C23 C22 124.1(13) . . ?
C24 C23 H23 118.0 . . ?
C22 C23 H23 118.0 . . ?
C23 C24 C25 120.2(12) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C20 120.2(13) . . ?
C24 C25 H25 119.9 . . ?
C20 C25 H25 119.9 . . ?
O1 C26 H26A 109.5 . . ?
O1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C32 122.2(11) . . ?
C28 C27 C35 126.7(10) . . ?
C32 C27 C35 111.1(9) . . ?
C29 C28 C27 117.6(12) . . ?
C29 C28 H28 121.2 . . ?
C27 C28 H28 121.2 . . ?
C28 C29 O2 125.0(13) . . ?
C28 C29 C30 120.8(12) . . ?
O2 C29 C30 114.1(12) . . ?
C31 C30 C29 120.0(13) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C32 C31 C30 121.2(12) . . ?
C32 C31 H31 119.4 . . ?
C30 C31 H31 119.4 . . ?
C31 C32 C27 118.2(11) . . ?
C31 C32 C33 136.4(11) . . ?
C27 C32 C33 105.4(9) . . ?
C34 C33 C42 119.6(10) . . ?
C34 C33 C32 111.7(10) . . ?
C42 C33 C32 128.6(10) . . ?
C33 C34 C47 123.5(10) . . ?
C33 C34 C35 110.5(9) . . ?
C47 C34 C35 125.9(9) . . ?
C34 C35 C36 114.9(8) . . ?
C34 C35 C27 101.1(8) . . ?
C36 C35 C27 111.0(8) . . ?
C34 C35 H35 109.8 . . ?
C36 C35 H35 109.8 . . ?
C27 C35 H35 109.8 . . ?
C37 C36 C41 119.0(12) . . ?
C37 C36 C35 120.6(11) . . ?
C41 C36 C35 120.5(10) . . ?
C38 C37 C36 122.8(15) . . ?
C38 C37 H37 118.6 . . ?
C36 C37 H37 118.6 . . ?
C37 C38 C39 119.7(17) . . ?
C37 C38 H38 120.2 . . ?
C39 C38 H38 120.2 . . ?
C38 C39 C40 119.9(14) . . ?
C38 C39 H39 120.0 . . ?
C40 C39 H39 120.0 . . ?
C41 C40 C39 119.7(15) . . ?
C41 C40 H40 120.1 . . ?
C39 C40 H40 120.1 . . ?
C40 C41 C36 118.8(14) . . ?
C40 C41 H41 120.6 . . ?
C36 C41 H41 120.6 . . ?
C45 C42 C33 117.7(11) . . ?
C45 C42 S4 127(2) . . ?
C33 C42 S4 116(2) . . ?
C45 C42 S4' 124(3) . . ?
C33 C42 S4' 118(3) . . ?
S4 C42 S4' 10(3) . . ?
C44 C43 S4' 116(3) . . ?
C44 C43 S4 120(2) . . ?
S4' C43 S4 11(4) . . ?
C44 C43 H43A 106.4 . . ?
S4' C43 H43A 106.3 . . ?
S4 C43 H43A 95.6 . . ?
C44 C43 H43B 108.9 . . ?
S4' C43 H43B 111.0 . . ?
S4 C43 H43B 116.6 . . ?
H43A C43 H43B 107.4 . . ?
C43 C44 S3 118(3) . . ?
C43 C44 S3' 115(3) . . ?
S3 C44 S3' 3(5) . . ?
C43 C44 H44A 106.1 . . ?
S3 C44 H44A 109.2 . . ?
S3' C44 H44A 112.1 . . ?
C43 C44 H44B 108.8 . . ?
S3 C44 H44B 107.0 . . ?
S3' C44 H44B 107.2 . . ?
H44A C44 H44B 107.2 . . ?
C42 C45 C46 122.2(10) . . ?
C42 C45 S3' 125(3) . . ?
C46 C45 S3' 112(3) . . ?
C42 C45 S3 122(3) . . ?
C46 C45 S3 115(3) . . ?
S3' C45 S3 5(5) . . ?
C45 C46 C51 124.0(10) . . ?
C45 C46 C47 118.3(9) . . ?
C51 C46 C47 117.7(10) . . ?
C34 C47 C48 125.4(10) . . ?
C34 C47 C46 118.1(9) . . ?
C48 C47 C46 116.5(10) . . ?
C49 C48 C47 122.7(12) . . ?
C49 C48 H48 118.7 . . ?
C47 C48 H48 118.7 . . ?
C48 C49 C50 119.6(12) . . ?
C48 C49 H49 120.2 . . ?
C50 C49 H49 120.2 . . ?
C51 C50 C49 122.1(11) . . ?
C51 C50 H50 118.9 . . ?
C49 C50 H50 118.9 . . ?
C50 C51 C46 121.3(11) . . ?
C50 C51 H51 119.3 . . ?
C46 C51 H51 119.3 . . ?
O2 C52 H52A 109.5 . . ?
O2 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
O2 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -2.4(15) . . . . ?
C9 C1 C2 C3 -177.5(9) . . . . ?
C26 O1 C3 C4 -173.3(10) . . . . ?
C26 O1 C3 C2 10.2(16) . . . . ?
C1 C2 C3 O1 -177.9(9) . . . . ?
C1 C2 C3 C4 5.9(16) . . . . ?
O1 C3 C4 C5 177.7(9) . . . . ?
C2 C3 C4 C5 -5.8(16) . . . . ?
C3 C4 C5 C6 2.0(16) . . . . ?
C2 C1 C6 C5 -1.2(13) . . . . ?
C9 C1 C6 C5 174.7(8) . . . . ?
C2 C1 C6 C7 180.0(8) . . . . ?
C9 C1 C6 C7 -4.2(10) . . . . ?
C4 C5 C6 C1 1.3(14) . . . . ?
C4 C5 C6 C7 179.8(9) . . . . ?
C1 C6 C7 C16 -172.4(9) . . . . ?
C5 C6 C7 C16 9.1(17) . . . . ?
C1 C6 C7 C8 2.8(10) . . . . ?
C5 C6 C7 C8 -175.7(10) . . . . ?
C16 C7 C8 C21 -3.6(13) . . . . ?
C6 C7 C8 C21 -179.4(7) . . . . ?
C16 C7 C8 C9 175.4(8) . . . . ?
C6 C7 C8 C9 -0.4(10) . . . . ?
C21 C8 C9 C1 176.9(9) . . . . ?
C7 C8 C9 C1 -2.0(10) . . . . ?
C21 C8 C9 C10 -61.8(13) . . . . ?
C7 C8 C9 C10 119.3(9) . . . . ?
C2 C1 C9 C8 179.4(9) . . . . ?
C6 C1 C9 C8 3.8(10) . . . . ?
C2 C1 C9 C10 56.9(13) . . . . ?
C6 C1 C9 C10 -118.7(9) . . . . ?
C8 C9 C10 C15 -55.7(12) . . . . ?
C1 C9 C10 C15 60.5(12) . . . . ?
C8 C9 C10 C11 123.7(11) . . . . ?
C1 C9 C10 C11 -120.0(11) . . . . ?
C15 C10 C11 C12 -1.7(17) . . . . ?
C9 C10 C11 C12 178.9(10) . . . . ?
C10 C11 C12 C13 0.7(19) . . . . ?
C11 C12 C13 C14 0(2) . . . . ?
C12 C13 C14 C15 1(2) . . . . ?
C11 C10 C15 C14 2.2(16) . . . . ?
C9 C10 C15 C14 -178.3(10) . . . . ?
C13 C14 C15 C10 -1.7(19) . . . . ?
C8 C7 C16 C19 7.7(14) . . . . ?
C6 C7 C16 C19 -177.6(9) . . . . ?
C8 C7 C16 S2 -177.4(18) . . . . ?
C6 C7 C16 S2 -3(2) . . . . ?
C8 C7 C16 S2' -168.1(19) . . . . ?
C6 C7 C16 S2' 7(2) . . . . ?
C17 S2 C16 C19 -19(3) . . . . ?
C17 S2 C16 C7 166.3(16) . . . . ?
C17 S2 C16 S2' 51(24) . . . . ?
C17 S2' C16 C19 -3(4) . . . . ?
C17 S2' C16 C7 172.6(18) . . . . ?
C17 S2' C16 S2 -118(26) . . . . ?
C16 S2' C17 C18 39(3) . . . . ?
C16 S2' C17 S2 72(33) . . . . ?
C16 S2 C17 C18 51(3) . . . . ?
C16 S2 C17 S2' -98(34) . . . . ?
S2' C17 C18 S1 -67(3) . . . . ?
S2 C17 C18 S1 -71(2) . . . . ?
C19 S1 C18 C17 49.0(11) . . . . ?
C7 C16 C19 C20 -5.7(15) . . . . ?
S2 C16 C19 C20 -180(2) . . . . ?
S2' C16 C19 C20 170(2) . . . . ?
C7 C16 C19 S1 177.7(7) . . . . ?
S2 C16 C19 S1 4(2) . . . . ?
S2' C16 C19 S1 -7(2) . . . . ?
C18 S1 C19 C16 -13.1(11) . . . . ?
C18 S1 C19 C20 170.2(8) . . . . ?
C16 C19 C20 C21 -0.2(14) . . . . ?
S1 C19 C20 C21 176.7(7) . . . . ?
C16 C19 C20 C25 -179.4(10) . . . . ?
S1 C19 C20 C25 -2.5(13) . . . . ?
C7 C8 C21 C20 -2.2(13) . . . . ?
C9 C8 C21 C20 179.0(9) . . . . ?
C7 C8 C21 C22 179.1(8) . . . . ?
C9 C8 C21 C22 0.3(15) . . . . ?
C19 C20 C21 C8 4.2(13) . . . . ?
C25 C20 C21 C8 -176.5(8) . . . . ?
C19 C20 C21 C22 -177.2(8) . . . . ?
C25 C20 C21 C22 2.1(14) . . . . ?
C8 C21 C22 C23 -179.8(9) . . . . ?
C20 C21 C22 C23 1.6(14) . . . . ?
C21 C22 C23 C24 -4.2(16) . . . . ?
C22 C23 C24 C25 2.8(19) . . . . ?
C23 C24 C25 C20 1.3(18) . . . . ?
C21 C20 C25 C24 -3.6(16) . . . . ?
C19 C20 C25 C24 175.6(10) . . . . ?
C32 C27 C28 C29 -1.7(15) . . . . ?
C35 C27 C28 C29 179.4(9) . . . . ?
C27 C28 C29 O2 179.4(9) . . . . ?
C27 C28 C29 C30 1.6(16) . . . . ?
C52 O2 C29 C28 -2.7(16) . . . . ?
C52 O2 C29 C30 175.3(10) . . . . ?
C28 C29 C30 C31 -1.0(17) . . . . ?
O2 C29 C30 C31 -179.1(10) . . . . ?
C29 C30 C31 C32 0.6(17) . . . . ?
C30 C31 C32 C27 -0.7(15) . . . . ?
C30 C31 C32 C33 -178.1(10) . . . . ?
C28 C27 C32 C31 1.3(15) . . . . ?
C35 C27 C32 C31 -179.7(8) . . . . ?
C28 C27 C32 C33 179.4(9) . . . . ?
C35 C27 C32 C33 -1.6(10) . . . . ?
C31 C32 C33 C34 176.5(11) . . . . ?
C27 C32 C33 C34 -1.1(11) . . . . ?
C31 C32 C33 C42 -6.0(18) . . . . ?
C27 C32 C33 C42 176.4(9) . . . . ?
C42 C33 C34 C47 4.6(14) . . . . ?
C32 C33 C34 C47 -177.6(8) . . . . ?
C42 C33 C34 C35 -174.4(8) . . . . ?
C32 C33 C34 C35 3.4(10) . . . . ?
C33 C34 C35 C36 -123.6(10) . . . . ?
C47 C34 C35 C36 57.4(13) . . . . ?
C33 C34 C35 C27 -4.0(9) . . . . ?
C47 C34 C35 C27 177.0(9) . . . . ?
C28 C27 C35 C34 -177.7(9) . . . . ?
C32 C27 C35 C34 3.3(10) . . . . ?
C28 C27 C35 C36 -55.3(13) . . . . ?
C32 C27 C35 C36 125.7(9) . . . . ?
C34 C35 C36 C37 -130.1(11) . . . . ?
C27 C35 C36 C37 115.9(11) . . . . ?
C34 C35 C36 C41 50.4(14) . . . . ?
C27 C35 C36 C41 -63.6(13) . . . . ?
C41 C36 C37 C38 1.9(19) . . . . ?
C35 C36 C37 C38 -177.7(12) . . . . ?
C36 C37 C38 C39 -3(2) . . . . ?
C37 C38 C39 C40 4(2) . . . . ?
C38 C39 C40 C41 -2(2) . . . . ?
C39 C40 C41 C36 0.9(19) . . . . ?
C37 C36 C41 C40 -0.6(17) . . . . ?
C35 C36 C41 C40 178.9(10) . . . . ?
C34 C33 C42 C45 -8.0(14) . . . . ?
C32 C33 C42 C45 174.6(9) . . . . ?
C34 C33 C42 S4 169.3(18) . . . . ?
C32 C33 C42 S4 -8(2) . . . . ?
C34 C33 C42 S4' -179(2) . . . . ?
C32 C33 C42 S4' 3(3) . . . . ?
C43 S4 C42 C45 -7(3) . . . . ?
C43 S4 C42 C33 176.5(17) . . . . ?
C43 S4 C42 S4' 73(24) . . . . ?
C43 S4' C42 C45 15(5) . . . . ?
C43 S4' C42 C33 -174(2) . . . . ?
C43 S4' C42 S4 -93(27) . . . . ?
C42 S4' C43 C44 -43(4) . . . . ?
C42 S4' C43 S4 68(22) . . . . ?
C42 S4 C43 C44 -24(3) . . . . ?
C42 S4 C43 S4' -98(23) . . . . ?
S4' C43 C44 S3 63(5) . . . . ?
S4 C43 C44 S3 52(4) . . . . ?
S4' C43 C44 S3' 65(4) . . . . ?
S4 C43 C44 S3' 54(4) . . . . ?
C45 S3 C44 C43 -45(5) . . . . ?
C45 S3 C44 S3' -74(83) . . . . ?
C45 S3' C44 C43 -50(5) . . . . ?
C45 S3' C44 S3 102(86) . . . . ?
C33 C42 C45 C46 5.3(14) . . . . ?
S4 C42 C45 C46 -171.6(19) . . . . ?
S4' C42 C45 C46 176(3) . . . . ?
C33 C42 C45 S3' 179(3) . . . . ?
S4 C42 C45 S3' 2(4) . . . . ?
S4' C42 C45 S3' -10(4) . . . . ?
C33 C42 C45 S3 -176(3) . . . . ?
S4 C42 C45 S3 8(4) . . . . ?
S4' C42 C45 S3 -5(4) . . . . ?
C44 S3' C45 C42 23(5) . . . . ?
C44 S3' C45 C46 -163(2) . . . . ?
C44 S3' C45 S3 -35(58) . . . . ?
C44 S3 C45 C42 16(6) . . . . ?
C44 S3 C45 C46 -165(3) . . . . ?
C44 S3 C45 S3' 140(64) . . . . ?
C42 C45 C46 C51 179.3(10) . . . . ?
S3' C45 C46 C51 5(3) . . . . ?
S3 C45 C46 C51 0(3) . . . . ?
C42 C45 C46 C47 0.7(14) . . . . ?
S3' C45 C46 C47 -174(3) . . . . ?
S3 C45 C46 C47 -178(3) . . . . ?
C33 C34 C47 C48 -176.8(9) . . . . ?
C35 C34 C47 C48 2.0(16) . . . . ?
C33 C34 C47 C46 1.6(15) . . . . ?
C35 C34 C47 C46 -179.6(8) . . . . ?
C45 C46 C47 C34 -4.3(13) . . . . ?
C51 C46 C47 C34 177.0(9) . . . . ?
C45 C46 C47 C48 174.3(9) . . . . ?
C51 C46 C47 C48 -4.5(14) . . . . ?
C34 C47 C48 C49 -177.1(10) . . . . ?
C46 C47 C48 C49 4.5(16) . . . . ?
C47 C48 C49 C50 -2.2(18) . . . . ?
C48 C49 C50 C51 -0.2(19) . . . . ?
C49 C50 C51 C46 0.0(19) . . . . ?
C45 C46 C51 C50 -176.2(11) . . . . ?
C47 C46 C51 C50 2.4(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C52 H52C S3' 0.96 2.97 3.74(8) 138.8 1_455
C17 H17B O1 0.97 2.51 3.422(15) 157.2 1_455
C17 H17A S4 0.97 2.91 3.78(5) 149.4 2_646
C17 H17A S4 0.97 2.91 3.78(5) 149.4 2_646
C17 H17B O1 0.97 2.51 3.422(15) 157.2 1_455
C52 H52C S3' 0.96 2.97 3.74(8) 138.8 1_455

_refine_diff_density_max         0.699
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.102

_shelxl_version_number           2013-4

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

data_cd16270
_database_code_depnum_ccdc_archive 'CCDC 1481263'
_audit_update_record             
;
2016-05-23 deposited with the CCDC.
2016-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H20 O S2'
_chemical_formula_weight         412.54

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+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                   22.945(10)
_cell_length_b                   11.378(4)
_cell_length_c                   16.575(6)
_cell_angle_alpha                90
_cell_angle_beta                 111.887(12)
_cell_angle_gamma                90
_cell_volume                     4015(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    905
_cell_measurement_theta_min      5.215
_cell_measurement_theta_max      42.027

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_F_000             1728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.281
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4948
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9896
_diffrn_reflns_av_unetI/netI     0.1262
_diffrn_reflns_av_R_equivalents  0.1123
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.029
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             3532
_reflns_number_gt                1866
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1288P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3532
_refine_ls_number_parameters     282
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1679
_refine_ls_R_factor_gt           0.0942
_refine_ls_wR_factor_ref         0.2571
_refine_ls_wR_factor_gt          0.2161
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.72795(8) 1.09768(14) 1.05913(11) 0.0540(5) Uani 1 1 d . . . . .
S2 S 0.64211(8) 1.00290(16) 0.86280(12) 0.0611(6) Uani 1 1 d . . . . .
C1 C 0.8369(3) 0.8484(5) 1.0143(3) 0.0394(14) Uani 1 1 d . . . . .
C2 C 0.8960(3) 0.7985(6) 1.0615(4) 0.0553(17) Uani 1 1 d . . . . .
H2 H 0.9095 0.7335 1.0392 0.066 Uiso 1 1 calc R U . . .
C3 C 0.9341(3) 0.8447(7) 1.1404(4) 0.069(2) Uani 1 1 d . . . . .
H3 H 0.9732 0.8117 1.1709 0.083 Uiso 1 1 calc R U . . .
C4 C 0.9136(3) 0.9409(7) 1.1743(4) 0.067(2) Uani 1 1 d . . . . .
H4 H 0.9391 0.9718 1.2278 0.080 Uiso 1 1 calc R U . . .
C5 C 0.8563(3) 0.9905(6) 1.1295(4) 0.0521(16) Uani 1 1 d . . . . .
H5 H 0.8434 1.0552 1.1528 0.063 Uiso 1 1 calc R U . . .
C6 C 0.8166(3) 0.9453(5) 1.0491(3) 0.0376(14) Uani 1 1 d . . . . .
C7 C 0.7538(3) 0.9924(5) 1.0016(4) 0.0394(14) Uani 1 1 d . . . . .
C8 C 0.7170(2) 0.9459(5) 0.9222(4) 0.0400(14) Uani 1 1 d . . . . .
C9 C 0.7401(2) 0.8510(5) 0.8873(3) 0.0370(13) Uani 1 1 d . . . . .
C10 C 0.7972(3) 0.8025(5) 0.9321(3) 0.0351(13) Uani 1 1 d . . . . .
C11 C 0.8098(3) 0.6962(5) 0.8872(4) 0.0428(14) Uani 1 1 d . . . . .
H11 H 0.8089 0.6276 0.9224 0.051 Uiso 1 1 calc R U . . .
C12 C 0.7522(3) 0.6915(5) 0.8065(4) 0.0448(15) Uani 1 1 d . . . . .
C13 C 0.7104(3) 0.7809(5) 0.8055(3) 0.0424(15) Uani 1 1 d . . . . .
C14 C 0.6528(3) 0.7900(6) 0.7372(4) 0.0537(17) Uani 1 1 d . . . . .
H14 H 0.6245 0.8493 0.7355 0.064 Uiso 1 1 calc R U . . .
C15 C 0.6390(4) 0.7047(7) 0.6700(4) 0.064(2) Uani 1 1 d . . . . .
C16 C 0.6800(4) 0.6180(7) 0.6704(4) 0.064(2) Uani 1 1 d . . . . .
C17 C 0.7366(3) 0.6107(6) 0.7387(4) 0.0578(18) Uani 1 1 d . . . . .
H17 H 0.7648 0.5514 0.7397 0.069 Uiso 1 1 calc R U . . .
C18 C 0.8711(3) 0.6918(6) 0.8725(4) 0.0460(15) Uani 1 1 d . . . . .
C19 C 0.9068(4) 0.5912(7) 0.8902(5) 0.072(2) Uani 1 1 d . . . . .
H19 H 0.8929 0.5258 0.9116 0.086 Uiso 1 1 calc R U . . .
C20 C 0.9627(4) 0.5850(9) 0.8772(5) 0.092(3) Uani 1 1 d . . . . .
H20 H 0.9857 0.5155 0.8893 0.111 Uiso 1 1 calc R U . . .
C21 C 0.9842(4) 0.6784(10) 0.8470(5) 0.096(3) Uani 1 1 d . . . . .
H21 H 1.0224 0.6748 0.8396 0.116 Uiso 1 1 calc R U . . .
C22 C 0.9487(4) 0.7793(8) 0.8273(5) 0.083(3) Uani 1 1 d . . . . .
H22 H 0.9631 0.8440 0.8058 0.100 Uiso 1 1 calc R U . . .
C23 C 0.8912(3) 0.7867(6) 0.8389(4) 0.0601(18) Uani 1 1 d . . . . .
H23 H 0.8672 0.8549 0.8241 0.072 Uiso 1 1 calc R U . . .
C24 C 0.6674(3) 1.1844(6) 0.9796(5) 0.0595(18) Uani 1 1 d . . . . .
H24A H 0.6279 1.1714 0.9871 0.071 Uiso 1 1 calc R U . . .
H24B H 0.6779 1.2670 0.9903 0.071 Uiso 1 1 calc R U . . .
C25 C 0.6587(3) 1.1563(6) 0.8874(4) 0.0564(17) Uani 1 1 d . . . . .
H25A H 0.6965 1.1775 0.8777 0.068 Uiso 1 1 calc R U . . .
H25B H 0.6243 1.2030 0.8484 0.068 Uiso 1 1 calc R U . . .
O1 O 0.5821(3) 0.7171(5) 0.6056(4) 0.0509(15) Uani 0.7 1 d . U P A 1
C26 C 0.5584(5) 0.6242(9) 0.5473(7) 0.061(2) Uani 0.7 1 d . U P A 1
H26A H 0.5808 0.6197 0.5087 0.091 Uiso 0.7 1 calc R U P A 1
H26B H 0.5146 0.6372 0.5142 0.091 Uiso 0.7 1 calc R U P A 1
H26C H 0.5635 0.5518 0.5790 0.091 Uiso 0.7 1 calc R U P A 1
O1' O 0.6483(8) 0.5682(14) 0.6012(10) 0.076(4) Uani 0.3 1 d . U P B 2
C26' C 0.5785(12) 0.578(2) 0.5364(17) 0.062(3) Uani 0.3 1 d . U P B 2
H26D H 0.5515 0.5855 0.5686 0.093 Uiso 0.3 1 calc R U P B 2
H26E H 0.5673 0.5085 0.5010 0.093 Uiso 0.3 1 calc R U P B 2
H26F H 0.5738 0.6456 0.5000 0.093 Uiso 0.3 1 calc R U P 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
S1 C7 1.765(6) . ?
S1 C24 1.810(7) . ?
S2 C8 1.756(6) . ?
S2 C25 1.800(7) . ?
C1 C6 1.402(8) . ?
C1 C2 1.408(8) . ?
C1 C10 1.426(7) . ?
C2 C3 1.377(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.389(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.368(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.401(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.461(8) . ?
C7 C8 1.377(8) . ?
C8 C9 1.417(8) . ?
C9 C10 1.361(7) . ?
C9 C13 1.499(7) . ?
C10 C11 1.503(8) . ?
C11 C12 1.492(8) . ?
C11 C18 1.515(8) . ?
C11 H11 0.9800 . ?
C12 C17 1.392(8) . ?
C12 C13 1.393(8) . ?
C13 C14 1.387(8) . ?
C14 C15 1.422(9) . ?
C14 H14 0.9300 . ?
C15 O1 1.351(9) . ?
C15 C16 1.360(10) . ?
C16 O1' 1.243(15) . ?
C16 C17 1.371(10) . ?
C17 H17 0.9300 . ?
C18 C23 1.371(8) . ?
C18 C19 1.373(9) . ?
C19 C20 1.380(11) . ?
C19 H19 0.9300 . ?
C20 C21 1.344(12) . ?
C20 H20 0.9300 . ?
C21 C22 1.374(11) . ?
C21 H21 0.9300 . ?
C22 C23 1.405(10) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C25 1.499(9) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
O1 C26 1.399(11) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
O1' C26' 1.56(3) . ?
C26' H26D 0.9600 . ?
C26' H26E 0.9600 . ?
C26' H26F 0.9600 . ?

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
C7 S1 C24 107.3(3) . . ?
C8 S2 C25 98.7(3) . . ?
C6 C1 C2 119.2(5) . . ?
C6 C1 C10 119.3(5) . . ?
C2 C1 C10 121.5(5) . . ?
C3 C2 C1 120.8(6) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 119.6(6) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 120.5(6) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 121.2(6) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 118.8(6) . . ?
C5 C6 C7 122.6(5) . . ?
C1 C6 C7 118.6(5) . . ?
C8 C7 C6 120.2(5) . . ?
C8 C7 S1 124.5(5) . . ?
C6 C7 S1 114.9(4) . . ?
C7 C8 C9 119.7(5) . . ?
C7 C8 S2 121.1(5) . . ?
C9 C8 S2 119.2(4) . . ?
C10 C9 C8 121.1(5) . . ?
C10 C9 C13 107.3(5) . . ?
C8 C9 C13 131.5(5) . . ?
C9 C10 C1 121.0(5) . . ?
C9 C10 C11 112.3(5) . . ?
C1 C10 C11 126.6(5) . . ?
C12 C11 C10 101.7(5) . . ?
C12 C11 C18 114.9(5) . . ?
C10 C11 C18 117.9(5) . . ?
C12 C11 H11 107.2 . . ?
C10 C11 H11 107.2 . . ?
C18 C11 H11 107.2 . . ?
C17 C12 C13 120.3(6) . . ?
C17 C12 C11 128.6(6) . . ?
C13 C12 C11 111.1(5) . . ?
C14 C13 C12 120.4(5) . . ?
C14 C13 C9 132.1(6) . . ?
C12 C13 C9 107.4(5) . . ?
C13 C14 C15 117.0(7) . . ?
C13 C14 H14 121.5 . . ?
C15 C14 H14 121.5 . . ?
O1 C15 C16 122.8(7) . . ?
O1 C15 C14 114.5(7) . . ?
C16 C15 C14 122.6(7) . . ?
O1' C16 C15 99.3(10) . . ?
O1' C16 C17 141.5(11) . . ?
C15 C16 C17 119.3(6) . . ?
C16 C17 C12 120.3(7) . . ?
C16 C17 H17 119.8 . . ?
C12 C17 H17 119.8 . . ?
C23 C18 C19 118.6(6) . . ?
C23 C18 C11 120.8(6) . . ?
C19 C18 C11 120.5(6) . . ?
C18 C19 C20 121.6(8) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C21 C20 C19 120.6(8) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C22 118.9(8) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
C21 C22 C23 121.3(8) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C18 C23 C22 119.0(7) . . ?
C18 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
C25 C24 S1 113.6(4) . . ?
C25 C24 H24A 108.8 . . ?
S1 C24 H24A 108.8 . . ?
C25 C24 H24B 108.8 . . ?
S1 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C24 C25 S2 112.0(5) . . ?
C24 C25 H25A 109.2 . . ?
S2 C25 H25A 109.2 . . ?
C24 C25 H25B 109.2 . . ?
S2 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
C15 O1 C26 118.6(7) . . ?
O1 C26 H26A 109.5 . . ?
O1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C16 O1' C26' 134.2(16) . . ?
O1' C26' H26D 109.5 . . ?
O1' C26' H26E 109.5 . . ?
H26D C26' H26E 109.5 . . ?
O1' C26' H26F 109.5 . . ?
H26D C26' H26F 109.5 . . ?
H26E C26' H26F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.9(9) . . . . ?
C10 C1 C2 C3 179.3(6) . . . . ?
C1 C2 C3 C4 0.7(10) . . . . ?
C2 C3 C4 C5 -0.5(11) . . . . ?
C3 C4 C5 C6 0.5(10) . . . . ?
C4 C5 C6 C1 -0.7(9) . . . . ?
C4 C5 C6 C7 176.9(6) . . . . ?
C2 C1 C6 C5 0.9(8) . . . . ?
C10 C1 C6 C5 -179.3(5) . . . . ?
C2 C1 C6 C7 -176.8(5) . . . . ?
C10 C1 C6 C7 3.0(8) . . . . ?
C5 C6 C7 C8 179.1(5) . . . . ?
C1 C6 C7 C8 -3.3(8) . . . . ?
C5 C6 C7 S1 -7.6(7) . . . . ?
C1 C6 C7 S1 170.0(4) . . . . ?
C24 S1 C7 C8 -29.3(6) . . . . ?
C24 S1 C7 C6 157.8(4) . . . . ?
C6 C7 C8 C9 0.8(8) . . . . ?
S1 C7 C8 C9 -171.8(4) . . . . ?
C6 C7 C8 S2 -178.7(4) . . . . ?
S1 C7 C8 S2 8.7(7) . . . . ?
C25 S2 C8 C7 37.7(5) . . . . ?
C25 S2 C8 C9 -141.8(4) . . . . ?
C7 C8 C9 C10 2.1(8) . . . . ?
S2 C8 C9 C10 -178.4(4) . . . . ?
C7 C8 C9 C13 177.6(5) . . . . ?
S2 C8 C9 C13 -3.0(8) . . . . ?
C8 C9 C10 C1 -2.4(8) . . . . ?
C13 C9 C10 C1 -178.9(5) . . . . ?
C8 C9 C10 C11 174.6(5) . . . . ?
C13 C9 C10 C11 -1.8(6) . . . . ?
C6 C1 C10 C9 -0.2(8) . . . . ?
C2 C1 C10 C9 179.6(5) . . . . ?
C6 C1 C10 C11 -176.8(5) . . . . ?
C2 C1 C10 C11 3.0(9) . . . . ?
C9 C10 C11 C12 2.1(6) . . . . ?
C1 C10 C11 C12 179.0(5) . . . . ?
C9 C10 C11 C18 128.7(5) . . . . ?
C1 C10 C11 C18 -54.4(8) . . . . ?
C10 C11 C12 C17 -179.8(5) . . . . ?
C18 C11 C12 C17 51.6(8) . . . . ?
C10 C11 C12 C13 -1.6(6) . . . . ?
C18 C11 C12 C13 -130.2(5) . . . . ?
C17 C12 C13 C14 0.4(8) . . . . ?
C11 C12 C13 C14 -178.0(5) . . . . ?
C17 C12 C13 C9 179.0(5) . . . . ?
C11 C12 C13 C9 0.7(6) . . . . ?
C10 C9 C13 C14 179.1(6) . . . . ?
C8 C9 C13 C14 3.2(10) . . . . ?
C10 C9 C13 C12 0.7(6) . . . . ?
C8 C9 C13 C12 -175.2(5) . . . . ?
C12 C13 C14 C15 0.1(8) . . . . ?
C9 C13 C14 C15 -178.1(5) . . . . ?
C13 C14 C15 O1 179.5(5) . . . . ?
C13 C14 C15 C16 -0.9(9) . . . . ?
O1 C15 C16 O1' -0.1(12) . . . . ?
C14 C15 C16 O1' -179.7(10) . . . . ?
O1 C15 C16 C17 -179.4(6) . . . . ?
C14 C15 C16 C17 1.0(10) . . . . ?
O1' C16 C17 C12 -179.3(15) . . . . ?
C15 C16 C17 C12 -0.4(10) . . . . ?
C13 C12 C17 C16 -0.3(9) . . . . ?
C11 C12 C17 C16 177.8(6) . . . . ?
C12 C11 C18 C23 72.8(7) . . . . ?
C10 C11 C18 C23 -47.1(8) . . . . ?
C12 C11 C18 C19 -105.3(7) . . . . ?
C10 C11 C18 C19 134.7(6) . . . . ?
C23 C18 C19 C20 1.7(11) . . . . ?
C11 C18 C19 C20 179.9(7) . . . . ?
C18 C19 C20 C21 0.5(12) . . . . ?
C19 C20 C21 C22 -1.7(13) . . . . ?
C20 C21 C22 C23 0.7(13) . . . . ?
C19 C18 C23 C22 -2.6(10) . . . . ?
C11 C18 C23 C22 179.3(6) . . . . ?
C21 C22 C23 C18 1.4(11) . . . . ?
C7 S1 C24 C25 -6.0(6) . . . . ?
S1 C24 C25 S2 56.2(6) . . . . ?
C8 S2 C25 C24 -72.2(5) . . . . ?
C16 C15 O1 C26 14.5(11) . . . . ?
C14 C15 O1 C26 -165.9(7) . . . . ?
C15 C16 O1' C26' -10(3) . . . . ?
C17 C16 O1' C26' 168.7(18) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C24 H24B S1 0.97 3.00 3.671(7) 127.0 7_677
C14 H14 S2 0.93 2.65 3.262(7) 123.8 .
C24 H24B S1 0.97 3.00 3.671(7) 127.0 7_677
C14 H14 S2 0.93 2.65 3.262(7) 123.8 .
C14 H14 S2 0.93 2.65 3.262(7) 123.8 .
C24 H24B S1 0.97 3.00 3.671(7) 127.0 7_677
C14 H14 S2 0.93 2.65 3.262(7) 123.8 .
C24 H24B S1 0.97 3.00 3.671(7) 127.0 7_677

_refine_diff_density_max         0.534
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.086

_shelxl_version_number           2013-4

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

data_cd214517
_database_code_depnum_ccdc_archive 'CCDC 1481264'
_audit_update_record             
;
2016-05-23 deposited with the CCDC.
2016-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H38 Au F6 N O2 P Sb'
_chemical_formula_weight         884.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   12.9088(8)
_cell_length_b                   13.5954(8)
_cell_length_c                   18.3182(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.2680(10)
_cell_angle_gamma                90
_cell_volume                     3209.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4666
_cell_measurement_theta_min      4.454
_cell_measurement_theta_max      45.101

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.830
_exptl_crystal_F_000             1712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.165
_exptl_crystal_size_mid          0.143
_exptl_crystal_size_min          0.112
_exptl_absorpt_coefficient_mu    5.517
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6299
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19232
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.984
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6293
_reflns_number_gt                4886
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0478P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00073(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6293
_refine_ls_number_parameters     401
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0911
_refine_ls_wR_factor_gt          0.0845
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.16125(2) 0.72649(2) 0.17547(2) 0.04948(10) Uani 1 1 d . . . . .
Sb1 Sb 0.19141(4) 0.59287(4) 0.90272(2) 0.07867(16) Uani 1 1 d . . . . .
P1 P 0.00896(11) 0.79238(9) 0.20175(7) 0.0440(3) Uani 1 1 d . . . . .
N1 N 0.2921(4) 0.6581(3) 0.1442(2) 0.0602(12) Uani 1 1 d . . . . .
O1 O 0.1288(3) 0.9593(3) 0.04436(17) 0.0595(10) Uani 1 1 d . . . . .
O2 O 0.2473(3) 0.9450(3) 0.28783(19) 0.0694(11) Uani 1 1 d . . . . .
F1 F 0.2130(18) 0.6564(13) 0.8175(9) 0.164(4) Uani 0.5 1 d . U P A 1
F2 F 0.1913(10) 0.5147(7) 0.9842(4) 0.171(4) Uani 0.6 1 d . U P A 1
F5 F 0.1842(11) 0.4812(7) 0.8477(6) 0.176(4) Uani 0.6 1 d . U P A 1
F6 F 0.2399(10) 0.6988(8) 0.9639(7) 0.159(4) Uani 0.6 1 d . U P A 1
F1' F 0.2339(18) 0.6999(13) 0.8492(10) 0.172(5) Uani 0.5 1 d . U P A 2
F2' F 0.1096(18) 0.4876(12) 0.9115(10) 0.194(4) Uani 0.4 1 d . U P A 2
F5' F 0.1917(17) 0.5354(15) 0.8084(10) 0.186(4) Uani 0.4 1 d . U P A 2
F6' F 0.1694(17) 0.6615(16) 0.9783(11) 0.178(6) Uani 0.4 1 d . U P A 2
F3 F 0.3325(5) 0.5608(6) 0.9095(5) 0.204(3) Uani 1 1 d . . . . .
F4 F 0.0606(5) 0.6415(8) 0.8900(6) 0.248(4) Uani 1 1 d . . . . .
C1 C 0.2721(5) 0.9311(4) 0.2177(3) 0.0548(13) Uani 1 1 d . . . . .
C2 C 0.3687(5) 0.9005(4) 0.1969(4) 0.0680(16) Uani 1 1 d . . . . .
H2 H 0.4226 0.8898 0.2319 0.082 Uiso 1 1 calc R U . . .
C3 C 0.3838(5) 0.8863(5) 0.1233(4) 0.0720(17) Uani 1 1 d . . . . .
H3 H 0.4480 0.8647 0.1092 0.086 Uiso 1 1 calc R U . . .
C4 C 0.3046(5) 0.9038(4) 0.0704(3) 0.0671(16) Uani 1 1 d . . . . .
H4 H 0.3153 0.8933 0.0212 0.080 Uiso 1 1 calc R U . . .
C5 C 0.2098(4) 0.9372(4) 0.0919(3) 0.0519(13) Uani 1 1 d . . . . .
C6 C 0.1919(4) 0.9490(4) 0.1647(3) 0.0490(12) Uani 1 1 d . . . . .
C7 C 0.0892(4) 0.9857(4) 0.1880(2) 0.0478(12) Uani 1 1 d . . . . .
C8 C 0.0767(5) 1.0877(4) 0.1900(3) 0.0609(15) Uani 1 1 d . . . . .
H8 H 0.1307 1.1282 0.1770 0.073 Uiso 1 1 calc R U . . .
C9 C -0.0149(6) 1.1297(4) 0.2112(3) 0.0689(17) Uani 1 1 d . . . . .
H9 H -0.0227 1.1977 0.2107 0.083 Uiso 1 1 calc R U . . .
C10 C -0.0932(5) 1.0715(5) 0.2326(3) 0.0667(16) Uani 1 1 d . . . . .
H10 H -0.1535 1.1000 0.2484 0.080 Uiso 1 1 calc R U . . .
C11 C -0.0840(5) 0.9704(4) 0.2312(3) 0.0588(14) Uani 1 1 d . . . . .
H11 H -0.1383 0.9313 0.2457 0.071 Uiso 1 1 calc R U . . .
C12 C 0.0067(4) 0.9262(4) 0.2081(2) 0.0461(12) Uani 1 1 d . . . . .
C13 C -0.0369(5) 0.7449(4) 0.2879(3) 0.0521(13) Uani 1 1 d . . . . .
H13 H -0.1060 0.7722 0.2946 0.063 Uiso 1 1 calc R U . . .
C14 C -0.0459(5) 0.6333(4) 0.2841(3) 0.0689(16) Uani 1 1 d . . . . .
H14A H 0.0206 0.6054 0.2731 0.083 Uiso 1 1 calc R U . . .
H14B H -0.0962 0.6152 0.2450 0.083 Uiso 1 1 calc R U . . .
C15 C -0.0799(6) 0.5909(6) 0.3571(4) 0.087(2) Uani 1 1 d . . . . .
H15A H -0.1488 0.6146 0.3663 0.105 Uiso 1 1 calc R U . . .
H15B H -0.0825 0.5197 0.3542 0.105 Uiso 1 1 calc R U . . .
C16 C -0.0054(6) 0.6214(6) 0.4180(4) 0.093(2) Uani 1 1 d . . . . .
H16A H 0.0628 0.5949 0.4099 0.112 Uiso 1 1 calc R U . . .
H16B H -0.0276 0.5950 0.4638 0.112 Uiso 1 1 calc R U . . .
C17 C 0.0004(6) 0.7326(6) 0.4227(3) 0.082(2) Uani 1 1 d . . . . .
H17A H 0.0490 0.7511 0.4627 0.098 Uiso 1 1 calc R U . . .
H17B H -0.0672 0.7584 0.4331 0.098 Uiso 1 1 calc R U . . .
C18 C 0.0353(5) 0.7782(4) 0.3513(3) 0.0648(16) Uani 1 1 d . . . . .
H18A H 0.0341 0.8494 0.3549 0.078 Uiso 1 1 calc R U . . .
H18B H 0.1057 0.7579 0.3432 0.078 Uiso 1 1 calc R U . . .
C19 C -0.0866(4) 0.7566(4) 0.1278(3) 0.0507(13) Uani 1 1 d . . . . .
H19 H -0.0889 0.6845 0.1279 0.061 Uiso 1 1 calc R U . . .
C20 C -0.0470(5) 0.7865(4) 0.0541(3) 0.0614(15) Uani 1 1 d . . . . .
H20A H -0.0448 0.8577 0.0508 0.074 Uiso 1 1 calc R U . . .
H20B H 0.0230 0.7619 0.0502 0.074 Uiso 1 1 calc R U . . .
C21 C -0.1170(6) 0.7456(5) -0.0086(3) 0.0778(19) Uani 1 1 d . . . . .
H21A H -0.0921 0.7672 -0.0549 0.093 Uiso 1 1 calc R U . . .
H21B H -0.1154 0.6743 -0.0075 0.093 Uiso 1 1 calc R U . . .
C22 C -0.2266(6) 0.7810(6) -0.0017(4) 0.092(2) Uani 1 1 d . . . . .
H22A H -0.2712 0.7525 -0.0405 0.110 Uiso 1 1 calc R U . . .
H22B H -0.2289 0.8519 -0.0071 0.110 Uiso 1 1 calc R U . . .
C23 C -0.2672(6) 0.7527(6) 0.0723(4) 0.087(2) Uani 1 1 d . . . . .
H23A H -0.3364 0.7794 0.0760 0.105 Uiso 1 1 calc R U . . .
H23B H -0.2718 0.6817 0.0756 0.105 Uiso 1 1 calc R U . . .
C24 C -0.1970(5) 0.7911(5) 0.1355(3) 0.0676(17) Uani 1 1 d . . . . .
H24A H -0.1989 0.8624 0.1360 0.081 Uiso 1 1 calc R U . . .
H24B H -0.2216 0.7675 0.1813 0.081 Uiso 1 1 calc R U . . .
C25 C 0.1352(6) 0.9321(5) -0.0321(3) 0.0769(19) Uani 1 1 d . . . . .
H25A H 0.1893 0.9694 -0.0530 0.115 Uiso 1 1 calc R U . . .
H25B H 0.0702 0.9457 -0.0582 0.115 Uiso 1 1 calc R U . . .
H25C H 0.1505 0.8632 -0.0355 0.115 Uiso 1 1 calc R U . . .
C26 C 0.3264(6) 0.9271(6) 0.3444(3) 0.093(2) Uani 1 1 d . . . . .
H26A H 0.3494 0.8602 0.3416 0.139 Uiso 1 1 calc R U . . .
H26B H 0.2988 0.9386 0.3912 0.139 Uiso 1 1 calc R U . . .
H26C H 0.3838 0.9706 0.3382 0.139 Uiso 1 1 calc R U . . .
C27 C 0.3588(5) 0.6199(4) 0.1199(3) 0.0613(15) Uani 1 1 d . . . . .
C28 C 0.4437(6) 0.5714(6) 0.0886(4) 0.100(3) Uani 1 1 d . . . . .
H28A H 0.4947 0.6192 0.0765 0.151 Uiso 1 1 calc R U . . .
H28B H 0.4193 0.5372 0.0452 0.151 Uiso 1 1 calc R U . . .
H28C H 0.4743 0.5253 0.1232 0.151 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 N1 2.038(5) . ?
Au1 P1 2.2376(14) . ?
Sb1 F6' 1.707(17) . ?
Sb1 F2' 1.792(16) . ?
Sb1 F4 1.816(7) . ?
Sb1 F1 1.819(18) . ?
Sb1 F5 1.821(9) . ?
Sb1 F2 1.832(7) . ?
Sb1 F1' 1.855(18) . ?
Sb1 F3 1.870(7) . ?
Sb1 F5' 1.897(17) . ?
Sb1 F6 1.909(9) . ?
P1 C12 1.823(5) . ?
P1 C13 1.834(5) . ?
P1 C19 1.845(5) . ?
N1 C27 1.120(7) . ?
O1 C5 1.356(6) . ?
O1 C25 1.456(6) . ?
O2 C1 1.355(6) . ?
O2 C26 1.433(6) . ?
C1 C2 1.388(8) . ?
C1 C6 1.399(7) . ?
C2 C3 1.386(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.389(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.376(7) . ?
C6 C7 1.502(8) . ?
C7 C8 1.396(7) . ?
C7 C12 1.404(7) . ?
C8 C9 1.388(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.359(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.379(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.403(7) . ?
C11 H11 0.9300 . ?
C13 C18 1.516(8) . ?
C13 C14 1.523(8) . ?
C13 H13 0.9800 . ?
C14 C15 1.543(8) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.490(10) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.516(10) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.538(9) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C24 1.513(8) . ?
C19 C20 1.526(7) . ?
C19 H19 0.9800 . ?
C20 C21 1.526(8) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.506(10) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.530(10) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.520(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.426(9) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Au1 P1 174.40(14) . . ?
F6' Sb1 F2' 103.7(10) . . ?
F6' Sb1 F4 73.1(8) . . ?
F2' Sb1 F4 75.7(8) . . ?
F4 Sb1 F1 84.5(8) . . ?
F4 Sb1 F5 102.4(6) . . ?
F1 Sb1 F5 85.8(6) . . ?
F4 Sb1 F2 105.7(5) . . ?
F1 Sb1 F2 169.0(8) . . ?
F5 Sb1 F2 88.0(5) . . ?
F6' Sb1 F1' 93.9(10) . . ?
F2' Sb1 F1' 150.2(9) . . ?
F4 Sb1 F1' 87.0(8) . . ?
F6' Sb1 F3 106.3(8) . . ?
F2' Sb1 F3 112.6(8) . . ?
F4 Sb1 F3 171.3(4) . . ?
F1 Sb1 F3 88.4(8) . . ?
F5 Sb1 F3 82.0(5) . . ?
F2 Sb1 F3 81.8(5) . . ?
F1' Sb1 F3 84.4(8) . . ?
F6' Sb1 F5' 166.8(11) . . ?
F2' Sb1 F5' 77.6(8) . . ?
F4 Sb1 F5' 94.8(8) . . ?
F1' Sb1 F5' 80.0(8) . . ?
F3 Sb1 F5' 84.9(7) . . ?
F4 Sb1 F6 94.2(5) . . ?
F1 Sb1 F6 94.8(7) . . ?
F5 Sb1 F6 163.4(6) . . ?
F2 Sb1 F6 88.5(5) . . ?
F3 Sb1 F6 81.4(5) . . ?
C12 P1 C13 106.8(2) . . ?
C12 P1 C19 107.3(2) . . ?
C13 P1 C19 107.7(3) . . ?
C12 P1 Au1 115.51(19) . . ?
C13 P1 Au1 112.02(19) . . ?
C19 P1 Au1 107.19(19) . . ?
C27 N1 Au1 172.6(5) . . ?
C5 O1 C25 118.5(5) . . ?
C1 O2 C26 117.7(5) . . ?
O2 C1 C2 124.5(5) . . ?
O2 C1 C6 115.3(5) . . ?
C2 C1 C6 120.2(5) . . ?
C3 C2 C1 119.1(6) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 121.1(6) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 119.0(6) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
O1 C5 C6 115.5(5) . . ?
O1 C5 C4 123.6(5) . . ?
C6 C5 C4 120.9(5) . . ?
C5 C6 C1 119.6(5) . . ?
C5 C6 C7 120.9(5) . . ?
C1 C6 C7 119.4(5) . . ?
C8 C7 C12 118.4(5) . . ?
C8 C7 C6 116.3(5) . . ?
C12 C7 C6 125.3(4) . . ?
C9 C8 C7 121.1(6) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C10 C9 C8 120.1(6) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 120.6(6) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C10 C11 C12 120.4(6) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C7 119.4(5) . . ?
C11 C12 P1 117.6(4) . . ?
C7 C12 P1 122.9(4) . . ?
C18 C13 C14 112.0(5) . . ?
C18 C13 P1 109.9(4) . . ?
C14 C13 P1 109.8(4) . . ?
C18 C13 H13 108.4 . . ?
C14 C13 H13 108.4 . . ?
P1 C13 H13 108.4 . . ?
C13 C14 C15 110.9(5) . . ?
C13 C14 H14A 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 108.0 . . ?
C16 C15 C14 110.0(6) . . ?
C16 C15 H15A 109.7 . . ?
C14 C15 H15A 109.7 . . ?
C16 C15 H15B 109.7 . . ?
C14 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
C15 C16 C17 110.4(6) . . ?
C15 C16 H16A 109.6 . . ?
C17 C16 H16A 109.6 . . ?
C15 C16 H16B 109.6 . . ?
C17 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?
C16 C17 C18 111.7(5) . . ?
C16 C17 H17A 109.3 . . ?
C18 C17 H17A 109.3 . . ?
C16 C17 H17B 109.3 . . ?
C18 C17 H17B 109.3 . . ?
H17A C17 H17B 107.9 . . ?
C13 C18 C17 109.5(5) . . ?
C13 C18 H18A 109.8 . . ?
C17 C18 H18A 109.8 . . ?
C13 C18 H18B 109.8 . . ?
C17 C18 H18B 109.8 . . ?
H18A C18 H18B 108.2 . . ?
C24 C19 C20 111.4(5) . . ?
C24 C19 P1 116.3(4) . . ?
C20 C19 P1 109.6(4) . . ?
C24 C19 H19 106.3 . . ?
C20 C19 H19 106.3 . . ?
P1 C19 H19 106.3 . . ?
C21 C20 C19 110.7(5) . . ?
C21 C20 H20A 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 108.1 . . ?
C22 C21 C20 109.9(5) . . ?
C22 C21 H21A 109.7 . . ?
C20 C21 H21A 109.7 . . ?
C22 C21 H21B 109.7 . . ?
C20 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C21 C22 C23 111.4(6) . . ?
C21 C22 H22A 109.4 . . ?
C23 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
C23 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C24 C23 C22 111.7(6) . . ?
C24 C23 H23A 109.3 . . ?
C22 C23 H23A 109.3 . . ?
C24 C23 H23B 109.3 . . ?
C22 C23 H23B 109.3 . . ?
H23A C23 H23B 108.0 . . ?
C19 C24 C23 110.3(5) . . ?
C19 C24 H24A 109.6 . . ?
C23 C24 H24A 109.6 . . ?
C19 C24 H24B 109.6 . . ?
C23 C24 H24B 109.6 . . ?
H24A C24 H24B 108.1 . . ?
O1 C25 H25A 109.5 . . ?
O1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O1 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O2 C26 H26A 109.5 . . ?
O2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N1 C27 C28 179.8(7) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C26 O2 C1 C2 0.1(8) . . . . ?
C26 O2 C1 C6 179.6(6) . . . . ?
O2 C1 C2 C3 178.3(5) . . . . ?
C6 C1 C2 C3 -1.2(8) . . . . ?
C1 C2 C3 C4 1.2(9) . . . . ?
C2 C3 C4 C5 0.8(9) . . . . ?
C25 O1 C5 C6 -169.1(5) . . . . ?
C25 O1 C5 C4 10.3(8) . . . . ?
C3 C4 C5 O1 177.9(5) . . . . ?
C3 C4 C5 C6 -2.7(8) . . . . ?
O1 C5 C6 C1 -177.9(4) . . . . ?
C4 C5 C6 C1 2.7(8) . . . . ?
O1 C5 C6 C7 -1.0(7) . . . . ?
C4 C5 C6 C7 179.6(5) . . . . ?
O2 C1 C6 C5 179.8(5) . . . . ?
C2 C1 C6 C5 -0.7(8) . . . . ?
O2 C1 C6 C7 2.8(7) . . . . ?
C2 C1 C6 C7 -177.6(5) . . . . ?
C5 C6 C7 C8 -85.6(6) . . . . ?
C1 C6 C7 C8 91.3(6) . . . . ?
C5 C6 C7 C12 95.1(6) . . . . ?
C1 C6 C7 C12 -88.0(6) . . . . ?
C12 C7 C8 C9 -0.2(7) . . . . ?
C6 C7 C8 C9 -179.6(5) . . . . ?
C7 C8 C9 C10 2.1(8) . . . . ?
C8 C9 C10 C11 -2.2(9) . . . . ?
C9 C10 C11 C12 0.4(8) . . . . ?
C10 C11 C12 C7 1.5(7) . . . . ?
C10 C11 C12 P1 -175.8(4) . . . . ?
C8 C7 C12 C11 -1.6(7) . . . . ?
C6 C7 C12 C11 177.8(4) . . . . ?
C8 C7 C12 P1 175.5(3) . . . . ?
C6 C7 C12 P1 -5.2(7) . . . . ?
C13 P1 C12 C11 -48.8(4) . . . . ?
C19 P1 C12 C11 66.5(4) . . . . ?
Au1 P1 C12 C11 -174.1(3) . . . . ?
C13 P1 C12 C7 134.1(4) . . . . ?
C19 P1 C12 C7 -110.7(4) . . . . ?
Au1 P1 C12 C7 8.8(4) . . . . ?
C12 P1 C13 C18 -61.2(4) . . . . ?
C19 P1 C13 C18 -176.2(4) . . . . ?
Au1 P1 C13 C18 66.2(4) . . . . ?
C12 P1 C13 C14 175.2(4) . . . . ?
C19 P1 C13 C14 60.2(5) . . . . ?
Au1 P1 C13 C14 -57.4(4) . . . . ?
C18 C13 C14 C15 55.3(7) . . . . ?
P1 C13 C14 C15 177.6(5) . . . . ?
C13 C14 C15 C16 -57.0(8) . . . . ?
C14 C15 C16 C17 58.7(8) . . . . ?
C15 C16 C17 C18 -59.2(8) . . . . ?
C14 C13 C18 C17 -54.0(7) . . . . ?
P1 C13 C18 C17 -176.3(4) . . . . ?
C16 C17 C18 C13 55.9(7) . . . . ?
C12 P1 C19 C24 -57.0(5) . . . . ?
C13 P1 C19 C24 57.6(5) . . . . ?
Au1 P1 C19 C24 178.3(4) . . . . ?
C12 P1 C19 C20 70.4(4) . . . . ?
C13 P1 C19 C20 -175.0(4) . . . . ?
Au1 P1 C19 C20 -54.3(4) . . . . ?
C24 C19 C20 C21 -57.6(6) . . . . ?
P1 C19 C20 C21 172.3(4) . . . . ?
C19 C20 C21 C22 57.4(7) . . . . ?
C20 C21 C22 C23 -56.6(8) . . . . ?
C21 C22 C23 C24 56.1(9) . . . . ?
C20 C19 C24 C23 55.7(7) . . . . ?
P1 C19 C24 C23 -177.8(5) . . . . ?
C22 C23 C24 C19 -54.7(8) . . . . ?

_refine_diff_density_max         0.637
_refine_diff_density_min         -0.755
_refine_diff_density_rms         0.096

_shelxl_version_number           2013-4

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

data_cd16329
_database_code_depnum_ccdc_archive 'CCDC 1485534'
_audit_update_record             
;
2016-06-14 deposited with the CCDC.
2016-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H20 S2'
_chemical_formula_weight         396.54

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   11.9307(16)
_cell_length_b                   11.8029(15)
_cell_length_c                   13.8044(18)
_cell_angle_alpha                90
_cell_angle_beta                 98.163(3)
_cell_angle_gamma                90
_cell_volume                     1924.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2099
_cell_measurement_theta_min      4.869
_cell_measurement_theta_max      48.716

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.286
_shelx_estimated_absorpt_T_min   0.945
_shelx_estimated_absorpt_T_max   0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6134
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10927
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.113
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3587
_reflns_number_gt                2647
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0758P)²+0.5563P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3587
_refine_ls_number_parameters     272
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1507
_refine_ls_wR_factor_gt          0.1388
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.56483(7) 0.25898(6) 0.17416(6) 0.0646(3) Uani 1 1 d D . . . .
S2 S 0.63822(10) 0.11348(6) -0.01540(6) 0.0830(4) Uani 1 1 d D . . . .
C1 C 0.70152(19) 0.43913(19) -0.07949(16) 0.0378(5) Uani 1 1 d . . . . .
C2 C 0.7389(2) 0.4961(2) -0.15928(17) 0.0467(6) Uani 1 1 d . . . . .
H2 H 0.7453 0.5746 -0.1579 0.056 Uiso 1 1 calc R U . . .
C3 C 0.7655(2) 0.4381(2) -0.23778(18) 0.0553(7) Uani 1 1 d . . . . .
H3 H 0.7892 0.4768 -0.2900 0.066 Uiso 1 1 calc R U . . .
C4 C 0.7573(3) 0.3203(2) -0.23974(19) 0.0571(7) Uani 1 1 d . . . . .
H4 H 0.7767 0.2806 -0.2931 0.068 Uiso 1 1 calc R U . . .
C5 C 0.7215(2) 0.2630(2) -0.16499(18) 0.0504(7) Uani 1 1 d . . . . .
H5 H 0.7164 0.1844 -0.1681 0.060 Uiso 1 1 calc R U . . .
C6 C 0.6917(2) 0.31980(19) -0.08258(17) 0.0408(6) Uani 1 1 d . . . . .
C7 C 0.6511(2) 0.26167(19) -0.00361(18) 0.0449(6) Uani 1 1 d . . . . .
C8 C 0.6207(2) 0.32010(18) 0.07520(16) 0.0400(6) Uani 1 1 d . . . . .
C9 C 0.63141(18) 0.44010(18) 0.07761(15) 0.0363(5) Uani 1 1 d . . . . .
C10 C 0.67192(19) 0.49658(18) 0.00232(16) 0.0368(5) Uani 1 1 d . . . . .
C11 C 0.6734(2) 0.62271(17) 0.01937(16) 0.0384(5) Uani 1 1 d . . . . .
H11 H 0.6195 0.6587 -0.0316 0.046 Uiso 1 1 calc R U . . .
C12 C 0.6280(2) 0.63080(18) 0.11560(17) 0.0393(5) Uani 1 1 d . . . . .
C13 C 0.60376(19) 0.52376(18) 0.14965(16) 0.0389(5) Uani 1 1 d . . . . .
C14 C 0.5596(2) 0.5164(2) 0.23733(17) 0.0477(6) Uani 1 1 d . . . . .
H14 H 0.5420 0.4461 0.2616 0.057 Uiso 1 1 calc R U . . .
C15 C 0.5422(2) 0.6138(2) 0.28800(19) 0.0533(7) Uani 1 1 d . . . . .
H15 H 0.5118 0.6080 0.3462 0.064 Uiso 1 1 calc R U . . .
C16 C 0.5682(2) 0.7195(2) 0.25519(19) 0.0513(6) Uani 1 1 d . . . . .
C17 C 0.6116(2) 0.7273(2) 0.16789(19) 0.0494(6) Uani 1 1 d . . . . .
H17 H 0.6298 0.7978 0.1444 0.059 Uiso 1 1 calc R U . . .
C18 C 0.5505(3) 0.8251(2) 0.3130(2) 0.0742(9) Uani 1 1 d . . . . .
H18A H 0.4938 0.8109 0.3543 0.111 Uiso 1 1 calc R U . . .
H18B H 0.5261 0.8859 0.2687 0.111 Uiso 1 1 calc R U . . .
H18C H 0.6203 0.8457 0.3525 0.111 Uiso 1 1 calc R U . . .
C19 C 0.7863(2) 0.68168(18) 0.02457(15) 0.0380(5) Uani 1 1 d . . . . .
C20 C 0.7894(2) 0.7972(2) 0.00599(17) 0.0464(6) Uani 1 1 d . . . . .
H20 H 0.7225 0.8355 -0.0159 0.056 Uiso 1 1 calc R U . . .
C21 C 0.8901(3) 0.8557(2) 0.0196(2) 0.0586(7) Uani 1 1 d . . . . .
H21 H 0.8908 0.9331 0.0072 0.070 Uiso 1 1 calc R U . . .
C22 C 0.9884(3) 0.8006(3) 0.0509(2) 0.0634(8) Uani 1 1 d . . . . .
H22 H 1.0564 0.8403 0.0610 0.076 Uiso 1 1 calc R U . . .
C23 C 0.9872(2) 0.6859(2) 0.0679(2) 0.0581(7) Uani 1 1 d . . . . .
H23 H 1.0547 0.6479 0.0883 0.070 Uiso 1 1 calc R U . . .
C24 C 0.8870(2) 0.6273(2) 0.05473(18) 0.0472(6) Uani 1 1 d . . . . .
H24 H 0.8872 0.5497 0.0664 0.057 Uiso 1 1 calc R U . . .
C25 C 0.6645(14) 0.0766(9) 0.1141(8) 0.081(2) Uani 0.5 1 d D U P A 1
H25A H 0.6770 -0.0042 0.1225 0.097 Uiso 0.5 1 calc R U P A 1
H25B H 0.7304 0.1165 0.1467 0.097 Uiso 0.5 1 calc R U P A 1
C26 C 0.5561(7) 0.1136(6) 0.1562(6) 0.079(2) Uani 0.5 1 d D U P A 1
H26A H 0.5517 0.0753 0.2177 0.095 Uiso 0.5 1 calc R U P A 1
H26B H 0.4890 0.0948 0.1107 0.095 Uiso 0.5 1 calc R U P A 1
C25' C 0.6453(15) 0.0572(9) 0.0981(8) 0.083(2) Uani 0.5 1 d D U P A 2
H25C H 0.5992 -0.0107 0.0911 0.100 Uiso 0.5 1 calc R U P A 2
H25D H 0.7229 0.0322 0.1163 0.100 Uiso 0.5 1 calc R U P A 2
C26' C 0.6161(9) 0.1147(7) 0.1795(6) 0.082(2) Uani 0.5 1 d D U P A 2
H26C H 0.6824 0.1131 0.2290 0.099 Uiso 0.5 1 calc R U P A 2
H26D H 0.5588 0.0692 0.2044 0.099 Uiso 0.5 1 calc R U P A 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
S1 C26 1.734(8) . ?
S1 C8 1.758(2) . ?
S1 C26' 1.807(7) . ?
S2 C25' 1.693(11) . ?
S2 C7 1.761(2) . ?
S2 C25 1.824(11) . ?
C1 C10 1.405(3) . ?
C1 C6 1.413(3) . ?
C1 C2 1.415(3) . ?
C2 C3 1.357(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.394(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.353(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.409(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.430(3) . ?
C7 C8 1.379(3) . ?
C8 C9 1.422(3) . ?
C9 C10 1.379(3) . ?
C9 C13 1.472(3) . ?
C10 C11 1.507(3) . ?
C11 C12 1.507(3) . ?
C11 C19 1.508(3) . ?
C11 H11 0.9800 . ?
C12 C17 1.377(3) . ?
C12 C13 1.393(3) . ?
C13 C14 1.389(3) . ?
C14 C15 1.377(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.378(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.380(4) . ?
C16 C18 1.511(3) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C24 1.374(3) . ?
C19 C20 1.389(3) . ?
C20 C21 1.375(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.357(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.374(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.371(4) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.555(15) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C25' C26' 1.398(12) . ?
C25' H25C 0.9700 . ?
C25' H25D 0.9700 . ?
C26' H26C 0.9700 . ?
C26' H26D 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C26 S1 C8 108.5(3) . . ?
C8 S1 C26' 104.8(3) . . ?
C25' S2 C7 108.2(4) . . ?
C7 S2 C25 98.4(3) . . ?
C10 C1 C6 118.4(2) . . ?
C10 C1 C2 122.6(2) . . ?
C6 C1 C2 118.9(2) . . ?
C3 C2 C1 121.1(2) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 119.6(2) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 120.9(2) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 121.4(2) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C1 118.0(2) . . ?
C5 C6 C7 122.6(2) . . ?
C1 C6 C7 119.4(2) . . ?
C8 C7 C6 121.1(2) . . ?
C8 C7 S2 122.69(19) . . ?
C6 C7 S2 116.15(18) . . ?
C7 C8 C9 118.9(2) . . ?
C7 C8 S1 125.38(18) . . ?
C9 C8 S1 115.68(17) . . ?
C10 C9 C8 120.3(2) . . ?
C10 C9 C13 108.74(19) . . ?
C8 C9 C13 131.0(2) . . ?
C9 C10 C1 121.9(2) . . ?
C9 C10 C11 110.96(19) . . ?
C1 C10 C11 127.1(2) . . ?
C12 C11 C10 101.68(17) . . ?
C12 C11 C19 111.03(19) . . ?
C10 C11 C19 117.00(19) . . ?
C12 C11 H11 108.9 . . ?
C10 C11 H11 108.9 . . ?
C19 C11 H11 108.9 . . ?
C17 C12 C13 121.4(2) . . ?
C17 C12 C11 127.6(2) . . ?
C13 C12 C11 110.98(19) . . ?
C14 C13 C12 118.3(2) . . ?
C14 C13 C9 134.1(2) . . ?
C12 C13 C9 107.65(19) . . ?
C15 C14 C13 119.6(2) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 122.1(2) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C15 C16 C17 118.5(2) . . ?
C15 C16 C18 121.2(2) . . ?
C17 C16 C18 120.3(2) . . ?
C12 C17 C16 120.1(2) . . ?
C12 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C19 C20 118.0(2) . . ?
C24 C19 C11 122.3(2) . . ?
C20 C19 C11 119.4(2) . . ?
C21 C20 C19 120.9(3) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C22 C21 C20 120.1(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 119.8(3) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C24 C23 C22 120.3(3) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C19 120.8(2) . . ?
C23 C24 H24 119.6 . . ?
C19 C24 H24 119.6 . . ?
C26 C25 S2 105.2(9) . . ?
C26 C25 H25A 110.7 . . ?
S2 C25 H25A 110.7 . . ?
C26 C25 H25B 110.7 . . ?
S2 C25 H25B 110.7 . . ?
H25A C25 H25B 108.8 . . ?
C25 C26 S1 107.1(7) . . ?
C25 C26 H26A 110.3 . . ?
S1 C26 H26A 110.3 . . ?
C25 C26 H26B 110.3 . . ?
S1 C26 H26B 110.3 . . ?
H26A C26 H26B 108.5 . . ?
C26' C25' S2 124.6(9) . . ?
C26' C25' H25C 106.2 . . ?
S2 C25' H25C 106.2 . . ?
C26' C25' H25D 106.2 . . ?
S2 C25' H25D 106.2 . . ?
H25C C25' H25D 106.4 . . ?
C25' C26' S1 123.1(8) . . ?
C25' C26' H26C 106.5 . . ?
S1 C26' H26C 106.5 . . ?
C25' C26' H26D 106.5 . . ?
S1 C26' H26D 106.5 . . ?
H26C C26' H26D 106.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 -179.2(2) . . . . ?
C6 C1 C2 C3 -0.2(4) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C2 C3 C4 C5 1.0(4) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C4 C5 C6 C1 -0.7(4) . . . . ?
C4 C5 C6 C7 178.5(3) . . . . ?
C10 C1 C6 C5 179.9(2) . . . . ?
C2 C1 C6 C5 0.9(3) . . . . ?
C10 C1 C6 C7 0.7(3) . . . . ?
C2 C1 C6 C7 -178.3(2) . . . . ?
C5 C6 C7 C8 -178.8(2) . . . . ?
C1 C6 C7 C8 0.4(4) . . . . ?
C5 C6 C7 S2 -0.8(3) . . . . ?
C1 C6 C7 S2 178.39(18) . . . . ?
C25' S2 C7 C8 -26.1(7) . . . . ?
C25 S2 C7 C8 -32.2(5) . . . . ?
C25' S2 C7 C6 155.9(6) . . . . ?
C25 S2 C7 C6 149.9(5) . . . . ?
C6 C7 C8 C9 -0.7(4) . . . . ?
S2 C7 C8 C9 -178.51(18) . . . . ?
C6 C7 C8 S1 177.48(19) . . . . ?
S2 C7 C8 S1 -0.4(3) . . . . ?
C26 S1 C8 C7 0.6(4) . . . . ?
C26' S1 C8 C7 25.5(4) . . . . ?
C26 S1 C8 C9 178.8(3) . . . . ?
C26' S1 C8 C9 -156.3(4) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?
S1 C8 C9 C10 -178.52(18) . . . . ?
C7 C8 C9 C13 178.5(2) . . . . ?
S1 C8 C9 C13 0.1(3) . . . . ?
C8 C9 C10 C1 1.3(3) . . . . ?
C13 C9 C10 C1 -177.6(2) . . . . ?
C8 C9 C10 C11 178.7(2) . . . . ?
C13 C9 C10 C11 -0.2(3) . . . . ?
C6 C1 C10 C9 -1.6(3) . . . . ?
C2 C1 C10 C9 177.4(2) . . . . ?
C6 C1 C10 C11 -178.5(2) . . . . ?
C2 C1 C10 C11 0.5(4) . . . . ?
C9 C10 C11 C12 0.1(2) . . . . ?
C1 C10 C11 C12 177.3(2) . . . . ?
C9 C10 C11 C19 121.2(2) . . . . ?
C1 C10 C11 C19 -61.6(3) . . . . ?
C10 C11 C12 C17 179.3(2) . . . . ?
C19 C11 C12 C17 54.2(3) . . . . ?
C10 C11 C12 C13 0.1(3) . . . . ?
C19 C11 C12 C13 -125.1(2) . . . . ?
C17 C12 C13 C14 1.5(4) . . . . ?
C11 C12 C13 C14 -179.2(2) . . . . ?
C17 C12 C13 C9 -179.5(2) . . . . ?
C11 C12 C13 C9 -0.2(3) . . . . ?
C10 C9 C13 C14 179.0(3) . . . . ?
C8 C9 C13 C14 0.2(4) . . . . ?
C10 C9 C13 C12 0.3(3) . . . . ?
C8 C9 C13 C12 -178.5(2) . . . . ?
C12 C13 C14 C15 -0.5(4) . . . . ?
C9 C13 C14 C15 -179.2(3) . . . . ?
C13 C14 C15 C16 -0.7(4) . . . . ?
C14 C15 C16 C17 1.0(4) . . . . ?
C14 C15 C16 C18 -178.8(3) . . . . ?
C13 C12 C17 C16 -1.2(4) . . . . ?
C11 C12 C17 C16 179.6(2) . . . . ?
C15 C16 C17 C12 0.0(4) . . . . ?
C18 C16 C17 C12 179.8(3) . . . . ?
C12 C11 C19 C24 88.5(3) . . . . ?
C10 C11 C19 C24 -27.6(3) . . . . ?
C12 C11 C19 C20 -86.2(2) . . . . ?
C10 C11 C19 C20 157.7(2) . . . . ?
C24 C19 C20 C21 -1.4(3) . . . . ?
C11 C19 C20 C21 173.5(2) . . . . ?
C19 C20 C21 C22 0.4(4) . . . . ?
C20 C21 C22 C23 0.9(4) . . . . ?
C21 C22 C23 C24 -1.1(4) . . . . ?
C22 C23 C24 C19 0.0(4) . . . . ?
C20 C19 C24 C23 1.3(3) . . . . ?
C11 C19 C24 C23 -173.5(2) . . . . ?
C25' S2 C25 C26 -77(5) . . . . ?
C7 S2 C25 C26 72.6(8) . . . . ?
S2 C25 C26 S1 -79.1(8) . . . . ?
C8 S1 C26 C25 39.8(8) . . . . ?
C26' S1 C26 C25 -45.0(10) . . . . ?
C7 S2 C25' C26' 25.7(17) . . . . ?
C25 S2 C25' C26' 58(4) . . . . ?
S2 C25' C26' S1 0(2) . . . . ?
C26 S1 C26' C25' 76.6(16) . . . . ?
C8 S1 C26' C25' -25.7(13) . . . . ?

_refine_diff_density_max         0.349
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.049

_shelxl_version_number           2013-4

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

data_cd16332
_database_code_depnum_ccdc_archive 'CCDC 1485535'
_audit_update_record             
;
2016-06-14 deposited with the CCDC.
2016-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H20 S2'
_chemical_formula_weight         432.57

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'

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

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

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

_cell_length_a                   15.8061(19)
_cell_length_b                   6.3393(8)
_cell_length_c                   21.023(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.291(3)
_cell_angle_gamma                90
_cell_volume                     2097.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2090
_cell_measurement_theta_min      4.471
_cell_measurement_theta_max      45.112

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.269
_shelx_estimated_absorpt_T_min   0.948
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6745
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11503
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.946
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3895
_reflns_number_gt                2745
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0837P)²+0.0598P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3895
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1506
_refine_ls_wR_factor_gt          0.1362
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.20031(6) 0.71348(11) 0.35973(3) 0.0684(3) Uani 1 1 d . . . . .
S2 S 0.08162(5) 1.08482(12) 0.28165(4) 0.0750(3) Uani 1 1 d . . . . .
C1 C 0.12818(15) 0.6579(4) 0.14726(10) 0.0437(6) Uani 1 1 d . . . . .
C2 C 0.09189(16) 0.6120(4) 0.08496(12) 0.0545(7) Uani 1 1 d . . . . .
H2 H 0.1093 0.4921 0.0642 0.065 Uiso 1 1 calc R U . . .
C3 C 0.03256(19) 0.7382(5) 0.05499(13) 0.0640(8) Uani 1 1 d . . . . .
H3 H 0.0090 0.7043 0.0141 0.077 Uiso 1 1 calc R U . . .
C4 C 0.00620(19) 0.9194(5) 0.08491(14) 0.0670(8) Uani 1 1 d . . . . .
H4 H -0.0342 1.0070 0.0635 0.080 Uiso 1 1 calc R U . . .
C5 C 0.03883(17) 0.9693(4) 0.14490(13) 0.0573(7) Uani 1 1 d . . . . .
H5 H 0.0203 1.0907 0.1642 0.069 Uiso 1 1 calc R U . . .
C6 C 0.10058(15) 0.8398(4) 0.17853(11) 0.0445(6) Uani 1 1 d . . . . .
C7 C 0.12862(15) 0.8731(4) 0.24393(11) 0.0454(6) Uani 1 1 d . . . . .
C8 C 0.18687(15) 0.7402(3) 0.27608(11) 0.0434(6) Uani 1 1 d . . . . .
C9 C 0.22758(14) 0.5847(3) 0.24029(10) 0.0396(5) Uani 1 1 d . . . . .
C10 C 0.19239(15) 0.5358(3) 0.17948(11) 0.0420(5) Uani 1 1 d . . . . .
C11 C 0.22727(16) 0.3301(3) 0.15783(11) 0.0470(6) Uani 1 1 d . . . . .
H11 H 0.1824 0.2236 0.1580 0.056 Uiso 1 1 calc R U . . .
C12 C 0.29370(16) 0.2809(4) 0.21145(12) 0.0482(6) Uani 1 1 d . . . . .
C13 C 0.29832(15) 0.4369(3) 0.25761(10) 0.0431(6) Uani 1 1 d . . . . .
C14 C 0.36911(16) 0.4383(4) 0.30555(11) 0.0484(6) Uani 1 1 d . . . . .
C15 C 0.42314(17) 0.2575(4) 0.30897(13) 0.0557(7) Uani 1 1 d . . . . .
C16 C 0.40998(19) 0.0940(4) 0.26397(14) 0.0642(8) Uani 1 1 d . . . . .
H16 H 0.4444 -0.0251 0.2678 0.077 Uiso 1 1 calc R U . . .
C17 C 0.34837(19) 0.1070(4) 0.21547(13) 0.0610(7) Uani 1 1 d . . . . .
H17 H 0.3422 0.0009 0.1848 0.073 Uiso 1 1 calc R U . . .
C18 C 0.49257(19) 0.2524(5) 0.35622(15) 0.0715(9) Uani 1 1 d . . . . .
H18 H 0.5259 0.1315 0.3607 0.086 Uiso 1 1 calc R U . . .
C19 C 0.5117(2) 0.4165(6) 0.39468(16) 0.0775(9) Uani 1 1 d . . . . .
H19 H 0.5576 0.4086 0.4256 0.093 Uiso 1 1 calc R U . . .
C20 C 0.46303(19) 0.5987(5) 0.38855(14) 0.0727(9) Uani 1 1 d . . . . .
H20 H 0.4783 0.7146 0.4142 0.087 Uiso 1 1 calc R U . . .
C21 C 0.39337(17) 0.6106(4) 0.34553(12) 0.0581(7) Uani 1 1 d . . . . .
H21 H 0.3614 0.7340 0.3425 0.070 Uiso 1 1 calc R U . . .
C22 C 0.26310(16) 0.3219(4) 0.09388(11) 0.0489(6) Uani 1 1 d . . . . .
C23 C 0.2510(2) 0.1446(5) 0.05583(14) 0.0737(9) Uani 1 1 d . . . . .
H23 H 0.2178 0.0338 0.0685 0.088 Uiso 1 1 calc R U . . .
C24 C 0.2881(3) 0.1322(7) -0.00074(16) 0.0957(12) Uani 1 1 d . . . . .
H24 H 0.2794 0.0131 -0.0264 0.115 Uiso 1 1 calc R U . . .
C25 C 0.3366(3) 0.2900(8) -0.01925(15) 0.1009(14) Uani 1 1 d . . . . .
H25 H 0.3624 0.2779 -0.0571 0.121 Uiso 1 1 calc R U . . .
C26 C 0.3488(2) 0.4698(7) 0.01723(15) 0.0876(10) Uani 1 1 d . . . . .
H26 H 0.3818 0.5801 0.0040 0.105 Uiso 1 1 calc R U . . .
C27 C 0.31121(17) 0.4830(5) 0.07358(12) 0.0646(8) Uani 1 1 d . . . . .
H27 H 0.3187 0.6043 0.0984 0.078 Uiso 1 1 calc R U . . .
C28 C 0.1562(2) 1.1265(4) 0.34826(14) 0.0682(8) Uani 1 1 d . . . . .
H28A H 0.2119 1.1493 0.3337 0.082 Uiso 1 1 calc R U . . .
H28B H 0.1408 1.2524 0.3708 0.082 Uiso 1 1 calc R U . . .
C29 C 0.1599(2) 0.9439(4) 0.39278(13) 0.0716(8) Uani 1 1 d . . . . .
H29A H 0.1033 0.9155 0.4048 0.086 Uiso 1 1 calc R U . . .
H29B H 0.1955 0.9806 0.4313 0.086 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C8 1.760(2) . ?
S1 C29 1.762(3) . ?
S2 C7 1.758(2) . ?
S2 C28 1.765(3) . ?
C1 C10 1.400(3) . ?
C1 C2 1.411(3) . ?
C1 C6 1.416(3) . ?
C2 C3 1.345(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.392(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.355(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.414(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.421(3) . ?
C7 C8 1.378(3) . ?
C8 C9 1.429(3) . ?
C9 C10 1.381(3) . ?
C9 C13 1.478(3) . ?
C10 C11 1.503(3) . ?
C11 C12 1.501(3) . ?
C11 C22 1.507(3) . ?
C11 H11 0.9800 . ?
C12 C13 1.383(3) . ?
C12 C17 1.399(3) . ?
C13 C14 1.435(3) . ?
C14 C21 1.410(4) . ?
C14 C15 1.427(3) . ?
C15 C16 1.406(4) . ?
C15 C18 1.411(4) . ?
C16 C17 1.346(4) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.334(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.387(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.361(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C27 1.365(4) . ?
C22 C23 1.383(3) . ?
C23 C24 1.376(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.340(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.378(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.376(4) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.486(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 S1 C29 107.42(12) . . ?
C7 S2 C28 101.13(12) . . ?
C10 C1 C2 123.3(2) . . ?
C10 C1 C6 117.8(2) . . ?
C2 C1 C6 118.9(2) . . ?
C3 C2 C1 121.2(3) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 120.3(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 120.6(3) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 121.0(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 118.0(2) . . ?
C5 C6 C7 122.5(2) . . ?
C1 C6 C7 119.2(2) . . ?
C8 C7 C6 121.2(2) . . ?
C8 C7 S2 122.44(18) . . ?
C6 C7 S2 116.28(18) . . ?
C7 C8 C9 118.5(2) . . ?
C7 C8 S1 124.23(17) . . ?
C9 C8 S1 116.16(17) . . ?
C10 C9 C8 118.7(2) . . ?
C10 C9 C13 108.47(19) . . ?
C8 C9 C13 132.4(2) . . ?
C9 C10 C1 122.4(2) . . ?
C9 C10 C11 110.3(2) . . ?
C1 C10 C11 127.1(2) . . ?
C12 C11 C10 101.76(18) . . ?
C12 C11 C22 111.6(2) . . ?
C10 C11 C22 118.60(19) . . ?
C12 C11 H11 108.1 . . ?
C10 C11 H11 108.1 . . ?
C22 C11 H11 108.1 . . ?
C13 C12 C17 121.9(2) . . ?
C13 C12 C11 111.5(2) . . ?
C17 C12 C11 126.5(2) . . ?
C12 C13 C14 119.0(2) . . ?
C12 C13 C9 106.9(2) . . ?
C14 C13 C9 133.8(2) . . ?
C21 C14 C15 117.6(2) . . ?
C21 C14 C13 125.1(2) . . ?
C15 C14 C13 117.0(2) . . ?
C16 C15 C18 121.0(3) . . ?
C16 C15 C14 120.5(3) . . ?
C18 C15 C14 118.5(3) . . ?
C17 C16 C15 121.1(3) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C12 119.6(3) . . ?
C16 C17 H17 120.2 . . ?
C12 C17 H17 120.2 . . ?
C19 C18 C15 121.8(3) . . ?
C19 C18 H18 119.1 . . ?
C15 C18 H18 119.1 . . ?
C18 C19 C20 120.0(3) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C21 C20 C19 121.0(3) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C14 120.8(3) . . ?
C20 C21 H21 119.6 . . ?
C14 C21 H21 119.6 . . ?
C27 C22 C23 118.6(2) . . ?
C27 C22 C11 121.3(2) . . ?
C23 C22 C11 120.1(2) . . ?
C24 C23 C22 119.9(3) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C25 C24 C23 120.6(3) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C26 120.7(3) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C27 C26 C25 118.7(3) . . ?
C27 C26 H26 120.6 . . ?
C25 C26 H26 120.6 . . ?
C22 C27 C26 121.4(3) . . ?
C22 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C29 C28 S2 111.6(2) . . ?
C29 C28 H28A 109.3 . . ?
S2 C28 H28A 109.3 . . ?
C29 C28 H28B 109.3 . . ?
S2 C28 H28B 109.3 . . ?
H28A C28 H28B 108.0 . . ?
C28 C29 S1 113.1(2) . . ?
C28 C29 H29A 109.0 . . ?
S1 C29 H29A 109.0 . . ?
C28 C29 H29B 109.0 . . ?
S1 C29 H29B 109.0 . . ?
H29A C29 H29B 107.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 -177.5(2) . . . . ?
C6 C1 C2 C3 0.5(3) . . . . ?
C1 C2 C3 C4 0.6(4) . . . . ?
C2 C3 C4 C5 -1.0(4) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C4 C5 C6 C1 0.9(4) . . . . ?
C4 C5 C6 C7 -172.3(2) . . . . ?
C10 C1 C6 C5 176.8(2) . . . . ?
C2 C1 C6 C5 -1.3(3) . . . . ?
C10 C1 C6 C7 -9.8(3) . . . . ?
C2 C1 C6 C7 172.1(2) . . . . ?
C5 C6 C7 C8 177.9(2) . . . . ?
C1 C6 C7 C8 4.8(3) . . . . ?
C5 C6 C7 S2 0.4(3) . . . . ?
C1 C6 C7 S2 -172.63(16) . . . . ?
C28 S2 C7 C8 21.9(2) . . . . ?
C28 S2 C7 C6 -160.68(19) . . . . ?
C6 C7 C8 C9 8.5(3) . . . . ?
S2 C7 C8 C9 -174.26(17) . . . . ?
C6 C7 C8 S1 -158.78(18) . . . . ?
S2 C7 C8 S1 18.5(3) . . . . ?
C29 S1 C8 C7 -22.0(3) . . . . ?
C29 S1 C8 C9 170.50(18) . . . . ?
C7 C8 C9 C10 -16.7(3) . . . . ?
S1 C8 C9 C10 151.60(18) . . . . ?
C7 C8 C9 C13 172.0(2) . . . . ?
S1 C8 C9 C13 -19.7(3) . . . . ?
C8 C9 C10 C1 11.9(3) . . . . ?
C13 C9 C10 C1 -174.84(19) . . . . ?
C8 C9 C10 C11 -163.12(19) . . . . ?
C13 C9 C10 C11 10.2(2) . . . . ?
C2 C1 C10 C9 179.4(2) . . . . ?
C6 C1 C10 C9 1.4(3) . . . . ?
C2 C1 C10 C11 -6.5(4) . . . . ?
C6 C1 C10 C11 175.5(2) . . . . ?
C9 C10 C11 C12 -5.9(2) . . . . ?
C1 C10 C11 C12 179.4(2) . . . . ?
C9 C10 C11 C22 -128.7(2) . . . . ?
C1 C10 C11 C22 56.6(3) . . . . ?
C10 C11 C12 C13 -0.9(2) . . . . ?
C22 C11 C12 C13 126.6(2) . . . . ?
C10 C11 C12 C17 -178.2(2) . . . . ?
C22 C11 C12 C17 -50.7(3) . . . . ?
C17 C12 C13 C14 9.9(3) . . . . ?
C11 C12 C13 C14 -167.55(19) . . . . ?
C17 C12 C13 C9 -175.8(2) . . . . ?
C11 C12 C13 C9 6.7(2) . . . . ?
C10 C9 C13 C12 -10.5(2) . . . . ?
C8 C9 C13 C12 161.5(2) . . . . ?
C10 C9 C13 C14 162.6(2) . . . . ?
C8 C9 C13 C14 -25.4(4) . . . . ?
C12 C13 C14 C21 164.0(2) . . . . ?
C9 C13 C14 C21 -8.4(4) . . . . ?
C12 C13 C14 C15 -10.3(3) . . . . ?
C9 C13 C14 C15 177.3(2) . . . . ?
C21 C14 C15 C16 -170.3(2) . . . . ?
C13 C14 C15 C16 4.4(3) . . . . ?
C21 C14 C15 C18 6.3(3) . . . . ?
C13 C14 C15 C18 -179.0(2) . . . . ?
C18 C15 C16 C17 -174.1(3) . . . . ?
C14 C15 C16 C17 2.4(4) . . . . ?
C15 C16 C17 C12 -3.2(4) . . . . ?
C13 C12 C17 C16 -3.0(4) . . . . ?
C11 C12 C17 C16 174.0(2) . . . . ?
C16 C15 C18 C19 172.3(3) . . . . ?
C14 C15 C18 C19 -4.2(4) . . . . ?
C15 C18 C19 C20 -0.4(4) . . . . ?
C18 C19 C20 C21 2.8(4) . . . . ?
C19 C20 C21 C14 -0.5(4) . . . . ?
C15 C14 C21 C20 -4.0(4) . . . . ?
C13 C14 C21 C20 -178.2(2) . . . . ?
C12 C11 C22 C27 -77.5(3) . . . . ?
C10 C11 C22 C27 40.3(3) . . . . ?
C12 C11 C22 C23 99.4(3) . . . . ?
C10 C11 C22 C23 -142.9(3) . . . . ?
C27 C22 C23 C24 0.9(4) . . . . ?
C11 C22 C23 C24 -176.0(3) . . . . ?
C22 C23 C24 C25 0.5(5) . . . . ?
C23 C24 C25 C26 -1.5(6) . . . . ?
C24 C25 C26 C27 1.0(6) . . . . ?
C23 C22 C27 C26 -1.4(4) . . . . ?
C11 C22 C27 C26 175.5(3) . . . . ?
C25 C26 C27 C22 0.5(5) . . . . ?
C7 S2 C28 C29 -65.7(2) . . . . ?
S2 C28 C29 S1 66.5(3) . . . . ?
C8 S1 C29 C28 -21.7(3) . . . . ?

_refine_diff_density_max         0.484
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.051

_shelxl_version_number           2013-4

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

data_mo_dm15876_0m
_database_code_depnum_ccdc_archive 'CCDC 1485536'
_audit_update_record             
;
2016-06-14 deposited with the CCDC.
2016-08-10 downloaded from the CCDC.
;
_audit_creation_date             2015-12-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H24 O3 S2'
_chemical_formula_sum            'C28 H24 O3 S2'
_chemical_formula_weight         472.59
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8628(16)
_cell_length_b                   11.7010(19)
_cell_length_c                   12.236(2)
_cell_angle_alpha                108.538(3)
_cell_angle_beta                 104.931(3)
_cell_angle_gamma                90.240(3)
_cell_volume                     1287.9(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2243
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.43
_cell_measurement_theta_min      2.41
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.233
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5860
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0725 before and 0.0362 after correction.
The Ratio of minimum to maximum transmission is 0.7854.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0679
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12851
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.538
_diffrn_reflns_theta_min         1.825
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3759
_reflns_number_total             7718
_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.888
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         7718
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1132
_refine_ls_R_factor_gt           0.0483
_refine_ls_restrained_S_all      0.888
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0601P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1134
_refine_ls_wR_factor_ref         0.1295
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C11(H11), C12(H12), C13(H13), C14(H14), C21(H21), C22(H22), C23(H23),
 C24(H24), C25(H25)
2.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.69395(6) -0.14366(5) 0.23093(4) 0.06429(18) Uani 1 1 d . . . . .
S2 S 0.79448(5) 0.10324(5) 0.44603(4) 0.05571(16) Uani 1 1 d . . . . .
O1 O 0.62656(13) 0.10100(11) 0.96208(10) 0.0497(3) Uani 1 1 d . . . . .
O2 O 0.77836(14) 0.32789(11) 1.03822(11) 0.0570(4) Uani 1 1 d . . . . .
O3 O 0.88720(15) 0.39575(11) 0.88777(12) 0.0573(4) Uani 1 1 d . . . . .
C1 C 0.68825(17) -0.00838(15) 0.57712(14) 0.0377(4) Uani 1 1 d . . . . .
C2 C 0.72488(17) 0.09350(15) 0.69211(14) 0.0379(4) Uani 1 1 d . . . . .
C3 C 0.79771(18) 0.20666(15) 0.72708(15) 0.0418(4) Uani 1 1 d . . . . .
H3 H 0.8332 0.2305 0.6734 0.050 Uiso 1 1 calc R . . . .
C4 C 0.81653(18) 0.28354(15) 0.84355(16) 0.0444(4) Uani 1 1 d . . . . .
C5 C 0.75919(18) 0.24971(16) 0.92288(15) 0.0443(4) Uani 1 1 d . . . . .
C6 C 0.68731(18) 0.13586(16) 0.88772(14) 0.0405(4) Uani 1 1 d . . . . .
C7 C 0.67139(17) 0.05796(15) 0.77227(14) 0.0374(4) Uani 1 1 d . . . . .
C8 C 0.60243(17) -0.06949(15) 0.71765(14) 0.0384(4) Uani 1 1 d . . . . .
H8 H 0.5028 -0.0699 0.7168 0.046 Uiso 1 1 calc R . . . .
C9 C 0.61521(17) -0.10136(15) 0.59082(14) 0.0386(4) Uani 1 1 d . . . . .
C10 C 0.56209(18) -0.20962(15) 0.49605(15) 0.0425(4) Uani 1 1 d . . . . .
C11 C 0.4833(2) -0.30391(17) 0.50661(18) 0.0541(5) Uani 1 1 d . . . . .
H11 H 0.4647 -0.2957 0.5793 0.065 Uiso 1 1 calc R . . . .
C12 C 0.4335(2) -0.40787(18) 0.4114(2) 0.0655(6) Uani 1 1 d . . . . .
H12 H 0.3803 -0.4689 0.4195 0.079 Uiso 1 1 calc R . . . .
C13 C 0.4622(2) -0.4222(2) 0.3032(2) 0.0702(6) Uani 1 1 d . . . . .
H13 H 0.4296 -0.4938 0.2396 0.084 Uiso 1 1 calc R . . . .
C14 C 0.5365(2) -0.33403(19) 0.28869(18) 0.0605(6) Uani 1 1 d . . . . .
H14 H 0.5538 -0.3455 0.2149 0.073 Uiso 1 1 calc R . . . .
C15 C 0.58902(19) -0.22381(16) 0.38374(15) 0.0465(5) Uani 1 1 d . . . . .
C16 C 0.66415(18) -0.12709(17) 0.37064(15) 0.0456(4) Uani 1 1 d . . . . .
C17 C 0.71408(17) -0.02025(16) 0.46510(14) 0.0418(4) Uani 1 1 d . . . . .
C18 C 0.8783(2) -0.0918(2) 0.2839(2) 0.0761(7) Uani 1 1 d . . . . .
H18A H 0.9258 -0.1360 0.3353 0.091 Uiso 1 1 calc R . . . .
H18B H 0.9173 -0.1104 0.2158 0.091 Uiso 1 1 calc R . . . .
C19 C 0.9080(2) 0.0396(2) 0.35099(19) 0.0734(7) Uani 1 1 d . . . . .
H19A H 0.9004 0.0824 0.2938 0.088 Uiso 1 1 calc R . . . .
H19B H 1.0047 0.0547 0.4005 0.088 Uiso 1 1 calc R . . . .
C20 C 0.67532(18) -0.15084(15) 0.78512(14) 0.0399(4) Uani 1 1 d . . . . .
C21 C 0.6120(2) -0.19640(17) 0.85133(17) 0.0523(5) Uani 1 1 d . . . . .
H21 H 0.5192 -0.1823 0.8508 0.063 Uiso 1 1 calc R . . . .
C22 C 0.6843(3) -0.26375(18) 0.91971(18) 0.0634(6) Uani 1 1 d . . . . .
H22 H 0.6396 -0.2943 0.9642 0.076 Uiso 1 1 calc R . . . .
C23 C 0.8195(3) -0.2846(2) 0.9213(2) 0.0726(7) Uani 1 1 d . . . . .
H23 H 0.8684 -0.3284 0.9679 0.087 Uiso 1 1 calc R . . . .
C24 C 0.8836(3) -0.2416(2) 0.8549(3) 0.0846(8) Uani 1 1 d . . . . .
H24 H 0.9759 -0.2575 0.8547 0.102 Uiso 1 1 calc R . . . .
C25 C 0.8124(2) -0.1740(2) 0.7870(2) 0.0658(6) Uani 1 1 d . . . . .
H25 H 0.8578 -0.1441 0.7424 0.079 Uiso 1 1 calc R . . . .
C26 C 0.7226(2) 0.0832(2) 1.06312(17) 0.0653(6) Uani 1 1 d . . . . .
H26A H 0.7956 0.0366 1.0379 0.098 Uiso 1 1 calc GR . . . .
H26B H 0.6731 0.0405 1.0987 0.098 Uiso 1 1 calc GR . . . .
H26C H 0.7637 0.1603 1.1208 0.098 Uiso 1 1 calc GR . . . .
C27 C 0.6779(3) 0.4141(2) 1.0494(2) 0.0947(9) Uani 1 1 d . . . . .
H27A H 0.5847 0.3729 1.0193 0.142 Uiso 1 1 calc GR . . . .
H27B H 0.6872 0.4660 1.0042 0.142 Uiso 1 1 calc GR . . . .
H27C H 0.6936 0.4618 1.1322 0.142 Uiso 1 1 calc GR . . . .
C28 C 0.9578(2) 0.42975(19) 0.8146(2) 0.0680(6) Uani 1 1 d . . . . .
H28A H 0.8900 0.4371 0.7458 0.102 Uiso 1 1 calc GR . . . .
H28B H 1.0189 0.3692 0.7891 0.102 Uiso 1 1 calc GR . . . .
H28C H 1.0126 0.5061 0.8593 0.102 Uiso 1 1 calc GR . . . .


_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 C16 1.7593(18) . ?
S1 C18 1.796(2) . ?
S2 C17 1.752(2) . ?
S2 C19 1.813(2) . ?
O1 C6 1.367(2) . ?
O1 C26 1.425(2) . ?
O2 C5 1.3800(19) . ?
O2 C27 1.418(2) . ?
O3 C4 1.360(2) . ?
O3 C28 1.410(2) . ?
C1 C2 1.483(2) . ?
C1 C9 1.379(2) . ?
C1 C17 1.422(2) . ?
C2 C3 1.388(2) . ?
C2 C7 1.392(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(2) . ?
C4 C5 1.394(3) . ?
C5 C6 1.390(3) . ?
C6 C7 1.384(2) . ?
C7 C8 1.502(2) . ?
C8 H8 0.9800 . ?
C8 C9 1.515(2) . ?
C8 C20 1.518(2) . ?
C9 C10 1.404(2) . ?
C10 C11 1.405(3) . ?
C10 C15 1.425(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.370(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.383(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.346(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.419(3) . ?
C15 C16 1.423(3) . ?
C16 C17 1.387(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.481(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.365(2) . ?
C20 C25 1.376(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.395(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.353(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.355(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.390(3) . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

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
C16 S1 C18 97.85(9) . . ?
C17 S2 C19 105.77(10) . . ?
C6 O1 C26 115.33(14) . . ?
C5 O2 C27 113.91(15) . . ?
C4 O3 C28 117.57(15) . . ?
C9 C1 C2 108.45(14) . . ?
C9 C1 C17 120.43(15) . . ?
C17 C1 C2 131.10(16) . . ?
C3 C2 C1 132.10(16) . . ?
C3 C2 C7 120.67(15) . . ?
C7 C2 C1 107.23(15) . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.70(17) . . ?
C4 C3 H3 120.6 . . ?
O3 C4 C3 123.72(18) . . ?
O3 C4 C5 115.54(15) . . ?
C3 C4 C5 120.73(17) . . ?
O2 C5 C4 119.82(17) . . ?
O2 C5 C6 119.84(17) . . ?
C6 C5 C4 120.29(15) . . ?
O1 C6 C5 121.80(15) . . ?
O1 C6 C7 119.19(16) . . ?
C7 C6 C5 118.94(17) . . ?
C2 C7 C8 111.81(14) . . ?
C6 C7 C2 120.60(16) . . ?
C6 C7 C8 127.58(16) . . ?
C7 C8 H8 109.8 . . ?
C7 C8 C9 101.19(14) . . ?
C7 C8 C20 111.57(13) . . ?
C9 C8 H8 109.8 . . ?
C9 C8 C20 114.26(13) . . ?
C20 C8 H8 109.8 . . ?
C1 C9 C8 111.21(14) . . ?
C1 C9 C10 122.09(15) . . ?
C10 C9 C8 126.70(16) . . ?
C9 C10 C11 123.16(17) . . ?
C9 C10 C15 118.19(17) . . ?
C11 C10 C15 118.64(16) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 121.0(2) . . ?
C12 C11 H11 119.5 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.2(2) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.3(2) . . ?
C15 C14 H14 119.3 . . ?
C14 C15 C10 117.93(19) . . ?
C14 C15 C16 122.90(18) . . ?
C16 C15 C10 119.16(15) . . ?
C15 C16 S1 119.04(13) . . ?
C17 C16 S1 119.31(15) . . ?
C17 C16 C15 121.65(16) . . ?
C1 C17 S2 119.70(13) . . ?
C16 C17 S2 121.64(14) . . ?
C16 C17 C1 118.45(17) . . ?
S1 C18 H18A 108.8 . . ?
S1 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 S1 113.87(15) . . ?
C19 C18 H18A 108.8 . . ?
C19 C18 H18B 108.8 . . ?
S2 C19 H19A 108.4 . . ?
S2 C19 H19B 108.4 . . ?
C18 C19 S2 115.69(17) . . ?
C18 C19 H19A 108.4 . . ?
C18 C19 H19B 108.4 . . ?
H19A C19 H19B 107.4 . . ?
C21 C20 C8 121.88(16) . . ?
C21 C20 C25 118.10(17) . . ?
C25 C20 C8 119.89(16) . . ?
C20 C21 H21 119.5 . . ?
C20 C21 C22 121.07(19) . . ?
C22 C21 H21 119.5 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(2) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.8(2) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.5(2) . . ?
C25 C24 H24 119.8 . . ?
C20 C25 C24 120.5(2) . . ?
C20 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
O1 C26 H26A 109.5 . . ?
O1 C26 H26B 109.5 . . ?
O1 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O2 C27 H27A 109.5 . . ?
O2 C27 H27B 109.5 . . ?
O2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O3 C28 H28A 109.5 . . ?
O3 C28 H28B 109.5 . . ?
O3 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C16 C17 S2 4.92(19) . . . . ?
S1 C16 C17 C1 179.66(12) . . . . ?
S1 C18 C19 S2 37.1(2) . . . . ?
O1 C6 C7 C2 176.23(14) . . . . ?
O1 C6 C7 C8 -5.2(2) . . . . ?
O2 C5 C6 O1 4.2(2) . . . . ?
O2 C5 C6 C7 -178.86(14) . . . . ?
O3 C4 C5 O2 -1.0(2) . . . . ?
O3 C4 C5 C6 -178.65(15) . . . . ?
C1 C2 C3 C4 -179.46(15) . . . . ?
C1 C2 C7 C6 -178.93(14) . . . . ?
C1 C2 C7 C8 2.33(17) . . . . ?
C1 C9 C10 C11 -177.76(16) . . . . ?
C1 C9 C10 C15 1.9(2) . . . . ?
C2 C1 C9 C8 -1.98(17) . . . . ?
C2 C1 C9 C10 178.05(14) . . . . ?
C2 C1 C17 S2 -3.8(2) . . . . ?
C2 C1 C17 C16 -178.65(15) . . . . ?
C2 C3 C4 O3 179.35(15) . . . . ?
C2 C3 C4 C5 -2.2(2) . . . . ?
C2 C7 C8 C9 -3.31(17) . . . . ?
C2 C7 C8 C20 118.60(15) . . . . ?
C3 C2 C7 C6 1.3(2) . . . . ?
C3 C2 C7 C8 -177.39(14) . . . . ?
C3 C4 C5 O2 -179.58(15) . . . . ?
C3 C4 C5 C6 2.8(3) . . . . ?
C4 C5 C6 O1 -178.21(15) . . . . ?
C4 C5 C6 C7 -1.3(2) . . . . ?
C5 C6 C7 C2 -0.8(2) . . . . ?
C5 C6 C7 C8 177.72(15) . . . . ?
C6 C7 C8 C9 178.07(15) . . . . ?
C6 C7 C8 C20 -60.0(2) . . . . ?
C7 C2 C3 C4 0.2(2) . . . . ?
C7 C8 C9 C1 3.16(16) . . . . ?
C7 C8 C9 C10 -176.87(15) . . . . ?
C7 C8 C20 C21 110.99(19) . . . . ?
C7 C8 C20 C25 -64.7(2) . . . . ?
C8 C9 C10 C11 2.3(3) . . . . ?
C8 C9 C10 C15 -178.08(15) . . . . ?
C8 C20 C21 C22 -175.30(16) . . . . ?
C8 C20 C25 C24 175.7(2) . . . . ?
C9 C1 C2 C3 179.47(16) . . . . ?
C9 C1 C2 C7 -0.20(17) . . . . ?
C9 C1 C17 S2 174.88(12) . . . . ?
C9 C1 C17 C16 0.0(2) . . . . ?
C9 C8 C20 C21 -134.99(18) . . . . ?
C9 C8 C20 C25 49.3(2) . . . . ?
C9 C10 C11 C12 179.90(17) . . . . ?
C9 C10 C15 C14 179.26(15) . . . . ?
C9 C10 C15 C16 -2.0(2) . . . . ?
C10 C11 C12 C13 1.0(3) . . . . ?
C10 C15 C16 S1 -178.66(12) . . . . ?
C10 C15 C16 C17 1.2(2) . . . . ?
C11 C10 C15 C14 -1.1(2) . . . . ?
C11 C10 C15 C16 177.66(15) . . . . ?
C11 C12 C13 C14 -1.4(3) . . . . ?
C12 C13 C14 C15 0.5(3) . . . . ?
C13 C14 C15 C10 0.7(3) . . . . ?
C13 C14 C15 C16 -177.97(18) . . . . ?
C14 C15 C16 S1 0.0(2) . . . . ?
C14 C15 C16 C17 179.89(16) . . . . ?
C15 C10 C11 C12 0.3(3) . . . . ?
C15 C16 C17 S2 -174.96(13) . . . . ?
C15 C16 C17 C1 -0.2(2) . . . . ?
C16 S1 C18 C19 -69.97(18) . . . . ?
C17 S2 C19 C18 17.43(19) . . . . ?
C17 C1 C2 C3 -1.7(3) . . . . ?
C17 C1 C2 C7 178.60(16) . . . . ?
C17 C1 C9 C8 179.07(13) . . . . ?
C17 C1 C9 C10 -0.9(2) . . . . ?
C18 S1 C16 C15 -132.62(15) . . . . ?
C18 S1 C16 C17 47.49(16) . . . . ?
C19 S2 C17 C1 143.52(14) . . . . ?
C19 S2 C17 C16 -41.80(16) . . . . ?
C20 C8 C9 C1 -116.85(16) . . . . ?
C20 C8 C9 C10 63.1(2) . . . . ?
C20 C21 C22 C23 0.1(3) . . . . ?
C21 C20 C25 C24 -0.2(3) . . . . ?
C21 C22 C23 C24 -1.1(3) . . . . ?
C22 C23 C24 C25 1.4(4) . . . . ?
C23 C24 C25 C20 -0.8(4) . . . . ?
C25 C20 C21 C22 0.5(3) . . . . ?
C26 O1 C6 C5 -69.2(2) . . . . ?
C26 O1 C6 C7 113.89(18) . . . . ?
C27 O2 C5 C4 85.2(2) . . . . ?
C27 O2 C5 C6 -97.1(2) . . . . ?
C28 O3 C4 C3 -7.1(3) . . . . ?
C28 O3 C4 C5 174.41(16) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.017 -0.056 0.083 7.2 0.0 ?
2 -0.017 0.056 0.917 7.2 0.0 ?
3 0.000 0.500 0.500 224.8 41.7 ?

_olex2_submission_special_instructions 'No special instructions were received'
