# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_150907
_database_code_depnum_ccdc_archive 'CCDC 1586718'
_audit_update_record             
;
2017-11-20 deposited with the CCDC.
2017-12-14 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C16 H14 S4'
_chemical_formula_moiety         'C16 H14 S4'
_chemical_formula_weight         334.53
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/a 1'
_space_group_name_Hall           '-P 2yab'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,+Z
#------------------------------------------------------------------------------
_cell_length_a                   8.7379(2)
_cell_length_b                   6.35286(10)
_cell_length_c                   13.4028(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.3908(10)
_cell_angle_gamma                90.0000
_cell_volume                     743.98(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8460
_cell_measurement_theta_min      3.30
_cell_measurement_theta_max      68.25
_cell_measurement_temperature    100
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             348.00
_exptl_absorpt_coefficient_mu    5.730
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.414
_exptl_absorpt_correction_T_max  0.564

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            12646
_diffrn_reflns_av_R_equivalents  0.0838
_diffrn_reflns_theta_max         68.252
_diffrn_reflns_theta_min         3.298
_diffrn_reflns_theta_full        67.687
_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
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             1362
_reflns_number_gt                1222
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.1152
_refine_ls_wR_factor_gt          0.1106
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         1362
_refine_ls_number_parameters     92
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0718P)²+0.2191P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.49
_refine_diff_density_min         -0.32
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0094(15)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.56438(7) 0.23926(8) 0.19148(4) 0.0481(3) Uani 1 1 d . . . . .
S2 S 0.42140(7) 0.38006(10) 0.38241(4) 0.0555(3) Uani 1 1 d . . . . .
C1 C 0.3929(2) 0.5751(3) 0.19621(15) 0.0383(5) Uani 1 1 d . . . . .
C2 C 0.4395(2) 0.5513(3) 0.09422(15) 0.0364(5) Uani 1 1 d . . . . .
C3 C 0.5360(2) 0.3740(3) 0.07935(15) 0.0384(5) Uani 1 1 d . . . . .
C4 C 0.5963(2) 0.3203(3) -0.01193(15) 0.0402(5) Uani 1 1 d . . . . .
H4 H 0.6601 0.2002 -0.0190 0.048 Uiso 1 1 calc R U . . .
C5 C 0.4496(2) 0.4183(3) 0.25505(15) 0.0412(5) Uani 1 1 d . . . . .
C6 C 0.2935(3) 0.7496(3) 0.23379(17) 0.0473(6) Uani 1 1 d . . . . .
H6A H 0.1865 0.7224 0.2128 0.057 Uiso 1 1 calc R U . . .
H6B H 0.3262 0.8834 0.2026 0.057 Uiso 1 1 calc R U . . .
C7 C 0.2991(4) 0.7742(4) 0.3462(2) 0.0669(8) Uani 1 1 d . . . . .
H7A H 0.4001 0.8326 0.3655 0.080 Uiso 1 1 calc R U . . .
H7B H 0.2201 0.8772 0.3663 0.080 Uiso 1 1 calc R U . . .
C8 C 0.2740(4) 0.5744(5) 0.4020(2) 0.0675(8) Uani 1 1 d . . . . .
H8A H 0.1742 0.5140 0.3815 0.081 Uiso 1 1 calc R U . . .
H8B H 0.2686 0.6066 0.4742 0.081 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.1 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C5 1.743(2) . ?
S1 C3 1.746(2) . ?
S2 C5 1.743(2) . ?
S2 C8 1.804(3) . ?
C1 C5 1.361(3) . ?
C1 C2 1.437(3) . ?
C1 C6 1.498(3) . ?
C2 C4 1.405(3) 3_665 ?
C2 C3 1.422(3) . ?
C3 C4 1.378(3) . ?
C4 C2 1.405(3) 3_665 ?
C4 H4 0.9500 . ?
C6 C7 1.515(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.491(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 S1 C3 91.25(10) . . ?
C5 S2 C8 98.81(12) . . ?
C5 C1 C2 111.72(19) . . ?
C5 C1 C6 123.8(2) . . ?
C2 C1 C6 124.48(18) . . ?
C4 C2 C3 118.61(19) 3_665 . ?
C4 C2 C1 128.52(19) 3_665 . ?
C3 C2 C1 112.86(17) . . ?
C4 C3 C2 123.46(18) . . ?
C4 C3 S1 126.13(16) . . ?
C2 C3 S1 110.42(15) . . ?
C3 C4 C2 117.93(19) . 3_665 ?
C3 C4 H4 121.0 . . ?
C2 C4 H4 121.0 3_665 . ?
C1 C5 S1 113.73(17) . . ?
C1 C5 S2 128.02(18) . . ?
S1 C5 S2 118.25(12) . . ?
C1 C6 C7 113.3(2) . . ?
C1 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C1 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C8 C7 C6 114.1(2) . . ?
C8 C7 H7A 108.7 . . ?
C6 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C7 C8 S2 113.7(2) . . ?
C7 C8 H8A 108.8 . . ?
S2 C8 H8A 108.8 . . ?
C7 C8 H8B 108.8 . . ?
S2 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C4 179.6(2) . . . 3_665 ?
C6 C1 C2 C4 -0.1(3) . . . 3_665 ?
C5 C1 C2 C3 -1.4(2) . . . . ?
C6 C1 C2 C3 178.94(19) . . . . ?
C4 C2 C3 C4 -0.2(3) 3_665 . . . ?
C1 C2 C3 C4 -179.33(19) . . . . ?
C4 C2 C3 S1 179.94(15) 3_665 . . . ?
C1 C2 C3 S1 0.8(2) . . . . ?
C5 S1 C3 C4 -179.9(2) . . . . ?
C5 S1 C3 C2 -0.05(15) . . . . ?
C2 C3 C4 C2 0.2(3) . . . 3_665 ?
S1 C3 C4 C2 -179.96(15) . . . 3_665 ?
C2 C1 C5 S1 1.4(2) . . . . ?
C6 C1 C5 S1 -178.97(17) . . . . ?
C2 C1 C5 S2 -179.03(15) . . . . ?
C6 C1 C5 S2 0.6(3) . . . . ?
C3 S1 C5 C1 -0.77(17) . . . . ?
C3 S1 C5 S2 179.58(13) . . . . ?
C8 S2 C5 C1 9.7(2) . . . . ?
C8 S2 C5 S1 -170.67(15) . . . . ?
C5 C1 C6 C7 17.0(3) . . . . ?
C2 C1 C6 C7 -163.4(2) . . . . ?
C1 C6 C7 C8 -50.3(3) . . . . ?
C6 C7 C8 S2 64.4(3) . . . . ?
C5 S2 C8 C7 -39.9(2) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_170316-MDT-BDT
_database_code_depnum_ccdc_archive 'CCDC 1586721'
_audit_update_record             
;
2017-11-20 deposited with the CCDC.
2017-12-14 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C12 H6 S6'
_chemical_formula_moiety         'C12 H6 S6'
_chemical_formula_weight         342.54
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   4.03205(8)
_cell_length_b                   21.1574(4)
_cell_length_c                   7.31181(13)
_cell_angle_alpha                90.0000
_cell_angle_beta                 95.8008(12)
_cell_angle_gamma                90.0000
_cell_volume                     620.56(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7735
_cell_measurement_theta_min      4.18
_cell_measurement_theta_max      68.14
_cell_measurement_temperature    100
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.833
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             348.00
_exptl_absorpt_coefficient_mu    9.953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.246
_exptl_absorpt_correction_T_max  0.370

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            10765
_diffrn_reflns_av_R_equivalents  0.1039
_diffrn_reflns_theta_max         68.225
_diffrn_reflns_theta_min         4.179
_diffrn_reflns_theta_full        67.687
_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
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             1134
_reflns_number_gt                891
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.1343
_refine_ls_wR_factor_gt          0.1096
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         1134
_refine_ls_number_parameters     82
_refine_ls_goodness_of_fit_ref   1.197
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0214P)²+2.5725P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.66
_refine_diff_density_min         -0.48
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.0505(3) -0.21575(7) 1.21049(19) 0.0294(4) Uani 1 1 d . . . . .
S2 S 0.2994(3) -0.13843(6) 0.88916(18) 0.0264(4) Uani 1 1 d . . . . .
S3 S 0.1072(3) -0.09671(7) 1.43674(18) 0.0272(4) Uani 1 1 d . . . . .
C4 C 0.4283(12) 0.0203(2) 1.1799(7) 0.0229(11) Uani 1 1 d . . . . .
H4 H 0.3831 0.0336 1.2990 0.027 Uiso 1 1 calc R U . . .
C5 C -0.0876(13) -0.1740(3) 1.4082(7) 0.0268(12) Uani 1 1 d . . . . .
H5A H -0.3328 -0.1689 1.3909 0.032 Uiso 1 1 calc R U . . .
H5B H -0.0308 -0.1994 1.5207 0.032 Uiso 1 1 calc R U . . .
C6 C 0.4221(12) -0.0602(2) 0.9376(7) 0.0226(11) Uani 1 1 d . . . . .
C7 C 0.3464(12) -0.0410(3) 1.1143(7) 0.0229(11) Uani 1 1 d . . . . .
C8 C 0.1997(12) -0.0922(3) 1.2066(7) 0.0225(11) Uani 1 1 d . . . . .
C9 C 0.1656(12) -0.1458(2) 1.1072(7) 0.0243(12) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C9 1.745(5) . ?
S1 C5 1.828(5) . ?
S2 C9 1.741(5) . ?
S2 C6 1.753(5) . ?
S3 C8 1.763(5) . ?
S3 C5 1.816(5) . ?
C4 C6 1.386(7) 3_657 ?
C4 C7 1.411(7) . ?
C4 H4 0.9500 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C4 1.386(7) 3_657 ?
C6 C7 1.417(7) . ?
C7 C8 1.434(7) . ?
C8 C9 1.348(7) . ?

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
C9 S1 C5 92.7(2) . . ?
C9 S2 C6 90.4(2) . . ?
C8 S3 C5 94.0(2) . . ?
C6 C4 C7 116.8(5) 3_657 . ?
C6 C4 H4 121.6 3_657 . ?
C7 C4 H4 121.6 . . ?
S3 C5 S1 111.3(3) . . ?
S3 C5 H5A 109.4 . . ?
S1 C5 H5A 109.4 . . ?
S3 C5 H5B 109.4 . . ?
S1 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C4 C6 C7 122.5(5) 3_657 . ?
C4 C6 S2 125.5(4) 3_657 . ?
C7 C6 S2 111.9(4) . . ?
C4 C7 C6 120.6(5) . . ?
C4 C7 C8 128.9(5) . . ?
C6 C7 C8 110.4(5) . . ?
C9 C8 C7 114.0(5) . . ?
C9 C8 S3 116.7(4) . . ?
C7 C8 S3 128.8(4) . . ?
C8 C9 S2 113.2(4) . . ?
C8 C9 S1 119.9(4) . . ?
S2 C9 S1 126.4(3) . . ?

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
C8 S3 C5 S1 21.5(3) . . . . ?
C9 S1 C5 S3 -22.2(3) . . . . ?
C9 S2 C6 C4 178.4(5) . . . 3_657 ?
C9 S2 C6 C7 -2.4(4) . . . . ?
C6 C4 C7 C6 1.3(8) 3_657 . . . ?
C6 C4 C7 C8 178.2(5) 3_657 . . . ?
C4 C6 C7 C4 -1.3(8) 3_657 . . . ?
S2 C6 C7 C4 179.4(4) . . . . ?
C4 C6 C7 C8 -178.8(5) 3_657 . . . ?
S2 C6 C7 C8 2.0(5) . . . . ?
C4 C7 C8 C9 -177.5(5) . . . . ?
C6 C7 C8 C9 -0.3(6) . . . . ?
C4 C7 C8 S3 -5.8(8) . . . . ?
C6 C7 C8 S3 171.5(4) . . . . ?
C5 S3 C8 C9 -12.2(5) . . . . ?
C5 S3 C8 C7 176.2(5) . . . . ?
C7 C8 C9 S2 -1.5(6) . . . . ?
S3 C8 C9 S2 -174.3(3) . . . . ?
C7 C8 C9 S1 170.4(4) . . . . ?
S3 C8 C9 S1 -2.4(6) . . . . ?
C6 S2 C9 C8 2.2(4) . . . . ?
C6 S2 C9 S1 -169.1(4) . . . . ?
C5 S1 C9 C8 15.5(5) . . . . ?
C5 S1 C9 S2 -173.7(4) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_151224-anti-TTp-BDT
_database_code_depnum_ccdc_archive 'CCDC 1586720'
_audit_update_record             
;
2017-11-20 deposited with the CCDC.
2017-12-14 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C16 H14 S4'
_chemical_formula_moiety         'C16 H14 S4'
_chemical_formula_weight         334.53
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.25568(14)
_cell_length_b                   13.4167(3)
_cell_length_c                   8.21749(16)
_cell_angle_alpha                90.0000
_cell_angle_beta                 112.0241(12)
_cell_angle_gamma                90.0000
_cell_volume                     741.58(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10318
_cell_measurement_theta_min      6.60
_cell_measurement_theta_max      68.25
_cell_measurement_temperature    92
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             348.00
_exptl_absorpt_coefficient_mu    5.748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.790
_exptl_absorpt_correction_T_max  0.944

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      92
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            13133
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_theta_max         68.252
_diffrn_reflns_theta_min         6.599
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             1350
_reflns_number_gt                1128
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_ref         0.1315
_refine_ls_wR_factor_gt          0.1209
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         1350
_refine_ls_number_parameters     92
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0730P)²+0.2562P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.37
_refine_diff_density_min         -0.34
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0071(13)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.92294(11) 0.09222(6) 0.61330(10) 0.0540(3) Uani 1 1 d . . . . .
S2 S 0.65442(12) 0.11617(6) 0.99710(9) 0.0589(3) Uani 1 1 d . . . . .
C1 C 0.7293(5) 0.09486(19) 0.8201(4) 0.0471(7) Uani 1 1 d . . . . .
C2 C 0.5909(4) -0.00596(19) 0.3743(3) 0.0451(6) Uani 1 1 d . . . . .
H2 H 0.6523 -0.0097 0.2907 0.054 Uiso 1 1 calc R U . . .
C3 C 0.5988(4) 0.04520(18) 0.6623(3) 0.0434(6) Uani 1 1 d . . . . .
C4 C 0.6864(4) 0.03838(19) 0.5357(4) 0.0450(6) Uani 1 1 d . . . . .
C5 C 0.9040(4) 0.1230(2) 0.8130(4) 0.0497(7) Uani 1 1 d . . . . .
C6 C 1.0745(5) 0.1739(2) 0.9556(4) 0.0627(8) Uani 1 1 d . . . . .
H6A H 1.0776 0.2452 0.9254 0.075 Uiso 1 1 calc R U . . .
H6B H 1.2015 0.1432 0.9629 0.075 Uiso 1 1 calc R U . . .
C7 C 1.0544(5) 0.1654(2) 1.1318(4) 0.0671(9) Uani 1 1 d . . . . .
H7A H 1.0762 0.0952 1.1714 0.081 Uiso 1 1 calc R U . . .
H7B H 1.1590 0.2063 1.2187 0.081 Uiso 1 1 calc R U . . .
C8 C 0.8533(5) 0.1989(2) 1.1271(4) 0.0659(9) Uani 1 1 d . . . . .
H8A H 0.8257 0.2670 1.0774 0.079 Uiso 1 1 calc R U . . .
H8B H 0.8563 0.2016 1.2485 0.079 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.1 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C5 1.747(3) . ?
S1 C4 1.748(3) . ?
S2 C1 1.757(3) . ?
S2 C8 1.816(3) . ?
C1 C5 1.344(4) . ?
C1 C3 1.449(4) . ?
C2 C4 1.380(4) . ?
C2 C3 1.397(3) 3_656 ?
C2 H2 0.9500 . ?
C3 C2 1.397(3) 3_656 ?
C3 C4 1.411(4) . ?
C5 C6 1.511(4) . ?
C6 C7 1.513(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.513(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 S1 C4 91.58(13) . . ?
C1 S2 C8 99.34(14) . . ?
C5 C1 C3 113.6(3) . . ?
C5 C1 S2 125.4(2) . . ?
C3 C1 S2 120.9(2) . . ?
C4 C2 C3 117.9(2) . 3_656 ?
C4 C2 H2 121.0 . . ?
C3 C2 H2 121.0 3_656 . ?
C2 C3 C4 119.8(2) 3_656 . ?
C2 C3 C1 128.8(2) 3_656 . ?
C4 C3 C1 111.4(2) . . ?
C2 C4 C3 122.3(2) . . ?
C2 C4 S1 126.8(2) . . ?
C3 C4 S1 110.9(2) . . ?
C1 C5 C6 127.2(3) . . ?
C1 C5 S1 112.5(2) . . ?
C6 C5 S1 120.3(2) . . ?
C5 C6 C7 111.3(3) . . ?
C5 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C8 C7 C6 113.0(3) . . ?
C8 C7 H7A 109.0 . . ?
C6 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C7 C8 S2 112.3(2) . . ?
C7 C8 H8A 109.1 . . ?
S2 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
S2 C8 H8B 109.1 . . ?
H8A C8 H8B 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 S2 C1 C5 9.1(3) . . . . ?
C8 S2 C1 C3 -169.5(2) . . . . ?
C5 C1 C3 C2 179.4(3) . . . 3_656 ?
S2 C1 C3 C2 -1.8(4) . . . 3_656 ?
C5 C1 C3 C4 -0.4(3) . . . . ?
S2 C1 C3 C4 178.38(18) . . . . ?
C3 C2 C4 C3 -0.1(4) 3_656 . . . ?
C3 C2 C4 S1 179.72(19) 3_656 . . . ?
C2 C3 C4 C2 0.2(4) 3_656 . . . ?
C1 C3 C4 C2 180.0(2) . . . . ?
C2 C3 C4 S1 -179.74(19) 3_656 . . . ?
C1 C3 C4 S1 0.1(3) . . . . ?
C5 S1 C4 C2 -179.7(3) . . . . ?
C5 S1 C4 C3 0.2(2) . . . . ?
C3 C1 C5 C6 -178.4(3) . . . . ?
S2 C1 C5 C6 2.9(5) . . . . ?
C3 C1 C5 S1 0.5(3) . . . . ?
S2 C1 C5 S1 -178.19(15) . . . . ?
C4 S1 C5 C1 -0.4(2) . . . . ?
C4 S1 C5 C6 178.6(3) . . . . ?
C1 C5 C6 C7 16.2(5) . . . . ?
S1 C5 C6 C7 -162.7(2) . . . . ?
C5 C6 C7 C8 -51.9(4) . . . . ?
C6 C7 C8 S2 67.6(3) . . . . ?
C1 S2 C8 C7 -41.5(3) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_160412-DTBDT
_database_code_depnum_ccdc_archive 'CCDC 1586719'
_audit_update_record             
;
2017-11-20 deposited with the CCDC.
2017-12-14 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C14 H10 S6'
_chemical_formula_moiety         'C14 H10 S6'
_chemical_formula_weight         370.59
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_IT_number           61
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
5 -X,-Y,-Z
6 -1/2-X,-1/2+Y,+Z
7 +X,-1/2-Y,-1/2+Z
8 -1/2+X,+Y,-1/2-Z
#------------------------------------------------------------------------------
_cell_length_a                   12.6401(2)
_cell_length_b                   8.67732(18)
_cell_length_c                   13.7311(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     1506.06(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13318
_cell_measurement_theta_min      3.22
_cell_measurement_theta_max      68.28
_cell_measurement_temperature    100
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             760.00
_exptl_absorpt_coefficient_mu    8.251
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.314
_exptl_absorpt_correction_T_max  0.438

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            24571
_diffrn_reflns_av_R_equivalents  0.1092
_diffrn_reflns_theta_max         68.197
_diffrn_reflns_theta_min         6.447
_diffrn_reflns_theta_full        67.687
_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
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             1381
_reflns_number_gt                1163
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_ref         0.1401
_refine_ls_wR_factor_gt          0.1362
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         1381
_refine_ls_number_parameters     92
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0925P)²+0.1979P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.55
_refine_diff_density_min         -0.36
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0039(7)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.33634(6) 0.74476(9) -0.06818(6) 0.0481(3) Uani 1 1 d . . . . .
S2 S 0.66267(6) 0.84517(10) -0.13766(6) 0.0560(4) Uani 1 1 d . . . . .
S3 S 0.41392(7) 1.02337(11) -0.17272(6) 0.0640(4) Uani 1 1 d . . . . .
C4 C 0.3924(2) 0.4669(3) 0.02166(19) 0.0415(7) Uani 1 1 d . . . . .
H4 H 0.3203 0.4456 0.0359 0.050 Uiso 1 1 calc R U . . .
C5 C 0.4720(2) 0.3653(3) 0.04880(18) 0.0393(6) Uani 1 1 d . . . . .
C6 C 0.42140(19) 0.5999(3) -0.02660(19) 0.0404(6) Uani 1 1 d . . . . .
C7 C 0.5374(2) 0.7806(3) -0.10046(19) 0.0434(7) Uani 1 1 d . . . . .
C8 C 0.4434(2) 0.8498(3) -0.1145(2) 0.0473(7) Uani 1 1 d . . . . .
C9 C 0.6279(3) 1.0055(4) -0.2143(3) 0.0615(9) Uani 1 1 d . . . . .
H9A H 0.6922 1.0674 -0.2272 0.074 Uiso 1 1 calc R U . . .
H9B H 0.6022 0.9656 -0.2776 0.074 Uiso 1 1 calc R U . . .
C10 C 0.5432(3) 1.1101(4) -0.1707(2) 0.0657(10) Uani 1 1 d . . . . .
H10A H 0.5412 1.2080 -0.2077 0.079 Uiso 1 1 calc R U . . .
H10B H 0.5625 1.1347 -0.1025 0.079 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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 1.750(3) . ?
S1 C8 1.751(3) . ?
S2 C7 1.755(3) . ?
S2 C9 1.800(3) . ?
S3 C8 1.746(3) . ?
S3 C10 1.800(4) . ?
C4 C6 1.380(4) . ?
C4 C5 1.389(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.414(3) 5_665 ?
C5 C7 1.457(4) 5_665 ?
C6 C5 1.414(3) 5_665 ?
C7 C8 1.345(4) . ?
C7 C5 1.457(4) 5_665 ?
C9 C10 1.526(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 S1 C8 91.01(14) . . ?
C7 S2 C9 101.34(15) . . ?
C8 S3 C10 99.22(15) . . ?
C6 C4 C5 117.9(2) . . ?
C6 C4 H4 121.1 . . ?
C5 C4 H4 121.1 . . ?
C4 C5 C6 119.8(3) . 5_665 ?
C4 C5 C7 128.5(2) . 5_665 ?
C6 C5 C7 111.6(2) 5_665 5_665 ?
C4 C6 C5 122.3(2) . 5_665 ?
C4 C6 S1 126.5(2) . . ?
C5 C6 S1 111.2(2) 5_665 . ?
C8 C7 C5 112.6(2) . 5_665 ?
C8 C7 S2 127.8(2) . . ?
C5 C7 S2 119.6(2) 5_665 . ?
C7 C8 S3 129.7(2) . . ?
C7 C8 S1 113.5(2) . . ?
S3 C8 S1 116.78(17) . . ?
C10 C9 S2 113.7(2) . . ?
C10 C9 H9A 108.8 . . ?
S2 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
S2 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C9 C10 S3 112.4(3) . . ?
C9 C10 H10A 109.1 . . ?
S3 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
S3 C10 H10B 109.1 . . ?
H10A C10 H10B 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
C6 C4 C5 C6 -0.1(4) . . . 5_665 ?
C6 C4 C5 C7 179.5(3) . . . 5_665 ?
C5 C4 C6 C5 0.1(4) . . . 5_665 ?
C5 C4 C6 S1 179.9(2) . . . . ?
C8 S1 C6 C4 -179.9(3) . . . . ?
C8 S1 C6 C5 0.0(2) . . . 5_665 ?
C9 S2 C7 C8 -9.1(3) . . . . ?
C9 S2 C7 C5 170.1(2) . . . 5_665 ?
C5 C7 C8 S3 -179.4(2) 5_665 . . . ?
S2 C7 C8 S3 -0.2(5) . . . . ?
C5 C7 C8 S1 -0.6(3) 5_665 . . . ?
S2 C7 C8 S1 178.61(16) . . . . ?
C10 S3 C8 C7 -18.4(3) . . . . ?
C10 S3 C8 S1 162.8(2) . . . . ?
C6 S1 C8 C7 0.4(2) . . . . ?
C6 S1 C8 S3 179.35(19) . . . . ?
C7 S2 C9 C10 44.9(3) . . . . ?
S2 C9 C10 S3 -73.1(3) . . . . ?
C8 S3 C10 C9 53.4(2) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


