# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016

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

data_DA66
_database_code_depnum_ccdc_archive 'CCDC 1486023'
_audit_update_record             
;
2016-06-16 deposited with the CCDC.
2016-10-04 downloaded from the CCDC.
;


#----------------------------------------------------------------------------#
#                              CHEMICAL_INFORMATION                          #
#----------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C12 H9 N O S4'
_chemical_formula_sum            'C12 H9 N O S4'
_chemical_formula_weight         311.44
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration rm/ad/rmad/syn/unk/.

#----------------------------------------------------------------------------#
#                             UNIT CELL INFORMATION                          #
#----------------------------------------------------------------------------#


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.4177(2)
_cell_length_b                   12.5899(5)
_cell_length_c                   16.6644(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1346.45(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7370
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      27.43
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                              CRYSTAL INFORMATION                           #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.160
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             640
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                             ABSORPTION CORRECTION                          #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.690
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_T_max  0.895

#----------------------------------------------------------------------------#
#                                DATA COLLECTION                             #
#----------------------------------------------------------------------------#

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_r_equivalents  0.0270
_diffrn_reflns_av_uneti/neti     0.0239
_diffrn_reflns_number            12162
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.932
_diffrn_reflns_theta_max         27.450
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_reflns_number_total             3060
_reflns_number_gt                2958
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                             COMPUTER PROGRAMS USED                         #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2014)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2016)'

#----------------------------------------------------------------------------#
#                             REFINEMENT INFORMATION                         #
#----------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0289P)²+0.1379P] 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         3060
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0226
_refine_ls_R_factor_gt           0.0214
_refine_ls_wR_factor_ref         0.0527
_refine_ls_wR_factor_gt          0.0521
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
Flack x determined using 1214 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(3)



# ............... End of .RES file .............................................

#
# .HKL SHELXL file: DA66.hkl
#
#----------------------------------------------------------------------------#

#----------------------------------------------------------------------------#
#                ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS            #
#----------------------------------------------------------------------------#

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 1.0608(4) 0.25529(18) 0.10617(13) 0.0294(5) Uani 1 1 d . . . . .
H1 H 1.1759 0.2082 0.1106 0.035 Uiso 1 1 calc R U . . .
C2 C 1.0472(4) 0.32360(18) 0.04070(14) 0.0375(6) Uani 1 1 d . . . . .
H2 H 1.1528 0.3227 0.0008 0.045 Uiso 1 1 calc R U . . .
C3 C 0.8815(4) 0.39245(18) 0.03348(13) 0.0384(6) Uani 1 1 d . . . . .
H3 H 0.8728 0.4393 -0.0111 0.046 Uiso 1 1 calc R U . . .
C4 C 0.7280(4) 0.39283(19) 0.09166(14) 0.0403(6) Uani 1 1 d . . . . .
H4 H 0.6134 0.4402 0.0871 0.048 Uiso 1 1 calc R U . . .
C5 C 0.7403(4) 0.32454(18) 0.15659(13) 0.0321(5) Uani 1 1 d . . . . .
H5 H 0.6330 0.3250 0.1959 0.038 Uiso 1 1 calc R U . . .
C6 C 0.9079(3) 0.25519(16) 0.16505(11) 0.0210(4) Uani 1 1 d . . . . .
C7 C 0.9112(3) 0.18074(15) 0.23670(11) 0.0208(4) Uani 1 1 d . . . . .
H7 H 0.7811 0.1372 0.2341 0.025 Uiso 1 1 calc R U . . .
C8 C 1.0935(4) 0.10345(17) 0.24156(13) 0.0279(5) Uani 1 1 d . . . . .
H8A H 1.2245 0.1433 0.2433 0.042 Uiso 1 1 calc R U . . .
H8B H 1.0926 0.0571 0.1943 0.042 Uiso 1 1 calc R U . . .
H8C H 1.0805 0.0602 0.2902 0.042 Uiso 1 1 calc R U . . .
N9 N 0.9015(3) 0.24365(13) 0.31272(9) 0.0192(3) Uani 1 1 d . . . . .
C10 C 0.7596(3) 0.22233(15) 0.37181(11) 0.0194(4) Uani 1 1 d . . . . .
C11 C 1.0237(3) 0.35791(15) 0.40976(12) 0.0211(4) Uani 1 1 d . . . . .
C12 C 1.0463(3) 0.32040(15) 0.33434(12) 0.0196(4) Uani 1 1 d . . . . .
C13 C 1.3464(3) 0.45497(18) 0.35391(12) 0.0283(5) Uani 1 1 d . . . . .
O14 O 1.4975(3) 0.50947(15) 0.34515(10) 0.0435(5) Uani 1 1 d . . . . .
S1 S 0.56517(8) 0.13474(4) 0.36804(3) 0.02678(13) Uani 1 1 d . . . . .
S2 S 0.81267(8) 0.29872(4) 0.45692(3) 0.02219(12) Uani 1 1 d . . . . .
S3 S 1.19866(8) 0.45173(4) 0.44489(3) 0.02619(13) Uani 1 1 d . . . . .
S4 S 1.24617(8) 0.37187(4) 0.27543(3) 0.02518(12) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                               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
C1 C6 1.388(3) . ?
C1 C2 1.392(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.377(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.382(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.518(3) . ?
C7 N9 1.495(2) . ?
C7 C8 1.524(3) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
N9 C10 1.368(2) . ?
N9 C12 1.388(3) . ?
C10 S1 1.6666(19) . ?
C10 S2 1.7471(19) . ?
C11 C12 1.350(3) . ?
C11 S3 1.7315(19) . ?
C11 S2 1.7343(19) . ?
C12 S4 1.740(2) . ?
C13 O14 1.197(3) . ?
C13 S3 1.789(2) . ?
C13 S4 1.794(2) . ?

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 C1 C2 120.7(2) . . ?
C6 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 119.4(2) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 120.4(2) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C6 120.8(2) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 118.29(19) . . ?
C1 C6 C7 123.1(2) . . ?
C5 C6 C7 118.54(18) . . ?
N9 C7 C6 109.80(15) . . ?
N9 C7 C8 108.97(16) . . ?
C6 C7 C8 116.55(17) . . ?
N9 C7 H7 107.0 . . ?
C6 C7 H7 107.0 . . ?
C8 C7 H7 107.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 N9 C12 113.29(15) . . ?
C10 N9 C7 122.25(16) . . ?
C12 N9 C7 124.11(16) . . ?
N9 C10 S1 126.96(14) . . ?
N9 C10 S2 110.29(13) . . ?
S1 C10 S2 122.73(11) . . ?
C12 C11 S3 118.92(15) . . ?
C12 C11 S2 110.82(15) . . ?
S3 C11 S2 130.26(12) . . ?
C11 C12 N9 114.39(17) . . ?
C11 C12 S4 118.29(15) . . ?
N9 C12 S4 127.31(15) . . ?
O14 C13 S3 123.09(18) . . ?
O14 C13 S4 122.40(17) . . ?
S3 C13 S4 114.50(11) . . ?
C11 S2 C10 91.19(9) . . ?
C11 S3 C13 94.16(10) . . ?
C12 S4 C13 94.02(10) . . ?

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 0.1(3) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C3 C4 C5 C6 0.7(4) . . . . ?
C2 C1 C6 C5 0.4(3) . . . . ?
C2 C1 C6 C7 178.4(2) . . . . ?
C4 C5 C6 C1 -0.9(3) . . . . ?
C4 C5 C6 C7 -178.9(2) . . . . ?
C1 C6 C7 N9 124.2(2) . . . . ?
C5 C6 C7 N9 -57.8(2) . . . . ?
C1 C6 C7 C8 -0.3(3) . . . . ?
C5 C6 C7 C8 177.70(18) . . . . ?
C6 C7 N9 C10 128.67(19) . . . . ?
C8 C7 N9 C10 -102.6(2) . . . . ?
C6 C7 N9 C12 -58.6(2) . . . . ?
C8 C7 N9 C12 70.2(2) . . . . ?
C12 N9 C10 S1 -179.43(15) . . . . ?
C7 N9 C10 S1 -6.0(3) . . . . ?
C12 N9 C10 S2 -1.1(2) . . . . ?
C7 N9 C10 S2 172.36(14) . . . . ?
S3 C11 C12 N9 178.45(14) . . . . ?
S2 C11 C12 N9 -1.0(2) . . . . ?
S3 C11 C12 S4 -2.0(2) . . . . ?
S2 C11 C12 S4 178.52(11) . . . . ?
C10 N9 C12 C11 1.4(2) . . . . ?
C7 N9 C12 C11 -171.90(17) . . . . ?
C10 N9 C12 S4 -178.09(15) . . . . ?
C7 N9 C12 S4 8.6(3) . . . . ?
C12 C11 S2 C10 0.33(16) . . . . ?
S3 C11 S2 C10 -179.09(16) . . . . ?
N9 C10 S2 C11 0.45(15) . . . . ?
S1 C10 S2 C11 178.85(13) . . . . ?
C12 C11 S3 C13 -0.32(19) . . . . ?
S2 C11 S3 C13 179.06(16) . . . . ?
O14 C13 S3 C11 -179.0(2) . . . . ?
S4 C13 S3 C11 2.39(14) . . . . ?
C11 C12 S4 C13 3.08(18) . . . . ?
N9 C12 S4 C13 -177.41(19) . . . . ?
O14 C13 S4 C12 178.2(2) . . . . ?
S3 C13 S4 C12 -3.17(14) . . . . ?

#----------------------------------------------------------------------------#
#===END OF CIF FILE FOR compound2R                                                #
#----------------------------------------------------------------------------#
####################################################################### 
# 
# 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_compound2S
_database_code_depnum_ccdc_archive 'CCDC 1486024'
_audit_update_record             
;
2016-06-16 deposited with the CCDC.
2016-10-04 downloaded from the CCDC.
;


#----------------------------------------------------------------------------#
#                              CHEMICAL_INFORMATION                          #
#----------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C12 H9 N O S4'
_chemical_formula_sum            'C12 H9 N O S4'
_chemical_formula_weight         311.44
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration rm/ad/rmad/syn/unk/.

#----------------------------------------------------------------------------#
#                             UNIT CELL INFORMATION                          #
#----------------------------------------------------------------------------#


_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.3994(14)
_cell_length_b                   12.570(3)
_cell_length_c                   16.622(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1337.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4919
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.51
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                              CRYSTAL INFORMATION                           #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.580
_exptl_crystal_size_min          0.550
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             640
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                             ABSORPTION CORRECTION                          #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.695
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.596
_exptl_absorpt_correction_T_max  0.682

#----------------------------------------------------------------------------#
#                                DATA COLLECTION                             #
#----------------------------------------------------------------------------#

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_r_equivalents  0.0578
_diffrn_reflns_av_uneti/neti     0.0508
_diffrn_reflns_number            10644
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.938
_diffrn_reflns_theta_max         27.545
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_reflns_number_total             3071
_reflns_number_gt                2928
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                             COMPUTER PROGRAMS USED                         #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2014)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2016)'

#----------------------------------------------------------------------------#
#                             REFINEMENT INFORMATION                         #
#----------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0262P)²+0.1380P] 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         3071
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0726
_refine_ls_wR_factor_gt          0.0714
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 
;
Flack x determined using 1176 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(6)



# ............... End of .RES file .............................................

#
# .HKL SHELXL file: Y324.hkl
#
#----------------------------------------------------------------------------#

#----------------------------------------------------------------------------#
#                ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS            #
#----------------------------------------------------------------------------#

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.8467(5) 0.4550(3) 0.14622(17) 0.0273(6) Uani 1 1 d . . . . .
C2 C 0.5240(4) 0.3578(2) 0.09038(16) 0.0205(6) Uani 1 1 d . . . . .
C3 C 0.5460(5) 0.3202(2) 0.16569(16) 0.0194(6) Uani 1 1 d . . . . .
C4 C 0.2599(4) 0.2224(2) 0.12828(15) 0.0196(5) Uani 1 1 d . . . . .
C5 C 0.4111(5) 0.1810(2) 0.26343(15) 0.0198(6) Uani 1 1 d . . . . .
H5 H 0.2805 0.1374 0.2661 0.024 Uiso 1 1 calc R U . . .
C6 C 0.5936(5) 0.1034(2) 0.25854(17) 0.0277(7) Uani 1 1 d . . . . .
H6A H 0.5792 0.0593 0.2102 0.041 Uiso 1 1 calc R U . . .
H6B H 0.5940 0.0577 0.3063 0.041 Uiso 1 1 calc R U . . .
H6C H 0.7251 0.1432 0.2559 0.041 Uiso 1 1 calc R U . . .
C7 C 0.4079(5) 0.2556(2) 0.33535(15) 0.0204(6) Uani 1 1 d . . . . .
C8 C 0.5597(5) 0.2552(3) 0.39404(18) 0.0293(7) Uani 1 1 d . . . . .
H8 H 0.6745 0.2076 0.3898 0.035 Uiso 1 1 calc R U . . .
C9 C 0.5467(6) 0.3238(3) 0.45944(19) 0.0373(8) Uani 1 1 d . . . . .
H9 H 0.6531 0.3231 0.4993 0.045 Uiso 1 1 calc R U . . .
C10 C 0.3817(6) 0.3923(3) 0.46674(18) 0.0380(8) Uani 1 1 d . . . . .
H10 H 0.3729 0.4388 0.5117 0.046 Uiso 1 1 calc R U . . .
C11 C 0.2283(6) 0.3935(3) 0.40857(19) 0.0409(9) Uani 1 1 d . . . . .
H11 H 0.1139 0.4412 0.4131 0.049 Uiso 1 1 calc R U . . .
C12 C 0.2412(5) 0.3249(3) 0.34342(18) 0.0312(7) Uani 1 1 d . . . . .
H12 H 0.1341 0.3254 0.3038 0.037 Uiso 1 1 calc R U . . .
N1 N 0.4013(4) 0.24366(18) 0.18739(13) 0.0182(5) Uani 1 1 d . . . . .
O1 O 0.9976(4) 0.5090(2) 0.15503(13) 0.0427(7) Uani 1 1 d . . . . .
S1 S 0.06539(12) 0.13494(6) 0.13203(4) 0.02646(18) Uani 1 1 d . . . . .
S2 S 0.31318(11) 0.29874(6) 0.04304(4) 0.02202(17) Uani 1 1 d . . . . .
S3 S 0.69904(12) 0.45154(6) 0.05516(4) 0.02608(18) Uani 1 1 d . . . . .
S4 S 0.74616(11) 0.37189(6) 0.22470(4) 0.02492(18) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                               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
C1 O1 1.189(4) . ?
C1 S3 1.785(3) . ?
C1 S4 1.791(3) . ?
C2 C3 1.345(4) . ?
C2 S3 1.728(3) . ?
C2 S2 1.729(3) . ?
C3 N1 1.383(4) . ?
C3 S4 1.739(3) . ?
C4 N1 1.362(3) . ?
C4 S1 1.662(3) . ?
C4 S2 1.745(3) . ?
C5 N1 1.491(3) . ?
C5 C7 1.519(4) . ?
C5 C6 1.524(4) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.377(4) . ?
C7 C12 1.384(4) . ?
C8 C9 1.390(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.369(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.378(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 S3 123.3(2) . . ?
O1 C1 S4 122.3(2) . . ?
S3 C1 S4 114.40(16) . . ?
C3 C2 S3 119.1(2) . . ?
C3 C2 S2 110.7(2) . . ?
S3 C2 S2 130.11(16) . . ?
C2 C3 N1 114.6(2) . . ?
C2 C3 S4 118.1(2) . . ?
N1 C3 S4 127.3(2) . . ?
N1 C4 S1 126.9(2) . . ?
N1 C4 S2 110.36(19) . . ?
S1 C4 S2 122.72(16) . . ?
N1 C5 C7 109.9(2) . . ?
N1 C5 C6 109.0(2) . . ?
C7 C5 C6 116.6(2) . . ?
N1 C5 H5 107.0 . . ?
C7 C5 H5 107.0 . . ?
C6 C5 H5 107.0 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C12 118.5(3) . . ?
C8 C7 C5 123.1(3) . . ?
C12 C7 C5 118.4(3) . . ?
C7 C8 C9 120.6(3) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C10 C9 C8 120.4(3) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 119.6(3) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C12 120.0(3) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C7 C12 C11 120.9(3) . . ?
C7 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C4 N1 C3 113.2(2) . . ?
C4 N1 C5 122.4(2) . . ?
C3 N1 C5 124.1(2) . . ?
C2 S2 C4 91.09(13) . . ?
C2 S3 C1 94.16(14) . . ?
C3 S4 C1 94.13(13) . . ?

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
S3 C2 C3 N1 -178.5(2) . . . . ?
S2 C2 C3 N1 1.0(3) . . . . ?
S3 C2 C3 S4 2.1(3) . . . . ?
S2 C2 C3 S4 -178.51(15) . . . . ?
N1 C5 C7 C8 -124.5(3) . . . . ?
C6 C5 C7 C8 0.1(4) . . . . ?
N1 C5 C7 C12 57.5(3) . . . . ?
C6 C5 C7 C12 -177.9(3) . . . . ?
C12 C7 C8 C9 -0.7(5) . . . . ?
C5 C7 C8 C9 -178.7(3) . . . . ?
C7 C8 C9 C10 0.4(5) . . . . ?
C8 C9 C10 C11 -0.3(5) . . . . ?
C9 C10 C11 C12 0.5(5) . . . . ?
C8 C7 C12 C11 0.8(5) . . . . ?
C5 C7 C12 C11 178.9(3) . . . . ?
C10 C11 C12 C7 -0.7(5) . . . . ?
S1 C4 N1 C3 179.4(2) . . . . ?
S2 C4 N1 C3 1.0(3) . . . . ?
S1 C4 N1 C5 6.1(4) . . . . ?
S2 C4 N1 C5 -172.34(19) . . . . ?
C2 C3 N1 C4 -1.3(4) . . . . ?
S4 C3 N1 C4 178.1(2) . . . . ?
C2 C3 N1 C5 171.9(2) . . . . ?
S4 C3 N1 C5 -8.7(4) . . . . ?
C7 C5 N1 C4 -128.8(3) . . . . ?
C6 C5 N1 C4 102.3(3) . . . . ?
C7 C5 N1 C3 58.6(3) . . . . ?
C6 C5 N1 C3 -70.3(3) . . . . ?
C3 C2 S2 C4 -0.3(2) . . . . ?
S3 C2 S2 C4 179.1(2) . . . . ?
N1 C4 S2 C2 -0.4(2) . . . . ?
S1 C4 S2 C2 -178.91(19) . . . . ?
C3 C2 S3 C1 0.3(3) . . . . ?
S2 C2 S3 C1 -179.1(2) . . . . ?
O1 C1 S3 C2 178.8(3) . . . . ?
S4 C1 S3 C2 -2.34(19) . . . . ?
C2 C3 S4 C1 -3.1(3) . . . . ?
N1 C3 S4 C1 177.5(3) . . . . ?
O1 C1 S4 C3 -178.0(3) . . . . ?
S3 C1 S4 C3 3.15(19) . . . . ?

#----------------------------------------------------------------------------#
#===END OF CIF FILE FOR compound2S                                                 #
#----------------------------------------------------------------------------#
####################################################################### 
# 
# 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_RRM3
_database_code_depnum_ccdc_archive 'CCDC 1486025'
_audit_update_record             
;
2016-06-16 deposited with the CCDC.
2016-10-04 downloaded from the CCDC.
;

_audit_creation_date             2014-05-27T09:10:25-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C22 H18 N2 S6, S8'
_chemical_formula_sum            'C22 H18 N2 S14'
_chemical_formula_weight         759.22
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   8.4457(6)
_cell_length_b                   15.3090(12)
_cell_length_c                   23.682(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3062.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5055
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      27.46
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.647
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1552
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.013
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.849
_exptl_absorpt_correction_T_max  0.960


#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0567
_diffrn_reflns_number            14124
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.96
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_reflns_number_total             6330
_reflns_number_gt                5535
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2006)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2006)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2006)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  
;
           WinGX publication routines (Farrugia, 2012),
           CRYSCAL (T. Roisnel, local program)
;

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0393P)²+1.9925P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6330
_refine_ls_number_parameters     345
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.0944
_refine_ls_wR_factor_gt          0.0892
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.11(9)
_refine_diff_density_max         0.742
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.096

# End of res file
#----------------------------------------------------------------------------#

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.81938(14) 0.73136(7) 0.44484(4) 0.0253(3) Uani 1 1 d . . .
S2 S 0.93994(12) 0.70485(6) 0.32664(4) 0.0175(2) Uani 1 1 d . . .
S3 S 1.06090(12) 0.97003(6) 0.29436(4) 0.0175(2) Uani 1 1 d . . .
C1 C 1.1954(5) 0.9258(3) 0.43461(17) 0.0203(9) Uani 1 1 d . . .
H1 H 1.1915 0.864 0.4314 0.024 Uiso 1 1 calc R . .
C2 C 1.3366(5) 0.9654(3) 0.44792(16) 0.0252(10) Uani 1 1 d . . .
H2 H 1.4293 0.9313 0.4535 0.03 Uiso 1 1 calc R . .
C3 C 1.3431(5) 1.0562(3) 0.45320(17) 0.0264(11) Uani 1 1 d . . .
H3 H 1.4401 1.0844 0.4622 0.032 Uiso 1 1 calc R . .
C4 C 1.2085(5) 1.1039(3) 0.44521(17) 0.0258(10) Uani 1 1 d . . .
H4 H 1.2129 1.1656 0.4492 0.031 Uiso 1 1 calc R . .
C5 C 1.0648(5) 1.0647(3) 0.43131(17) 0.0215(9) Uani 1 1 d . . .
H5 H 0.9726 1.0992 0.4257 0.026 Uiso 1 1 calc R . .
C6 C 1.0583(5) 0.9740(3) 0.42571(15) 0.0169(8) Uani 1 1 d . . .
C7 C 0.9041(5) 0.9263(2) 0.41441(16) 0.0158(8) Uani 1 1 d . . .
H7 H 0.8742 0.8972 0.4507 0.019 Uiso 1 1 calc R . .
C8 C 0.7626(5) 0.9818(3) 0.39735(19) 0.0238(10) Uani 1 1 d . . .
H8A H 0.7873 1.0134 0.3625 0.036 Uiso 1 1 calc R . .
H8B H 0.7388 1.0236 0.4275 0.036 Uiso 1 1 calc R . .
H8C H 0.6707 0.9439 0.3911 0.036 Uiso 1 1 calc R . .
N9 N 0.9303(4) 0.8551(2) 0.37282(13) 0.0130(7) Uani 1 1 d . . .
C10 C 0.8957(5) 0.7699(3) 0.38508(16) 0.0174(9) Uani 1 1 d . . .
C11 C 1.0095(4) 0.7940(2) 0.28853(15) 0.0130(7) Uani 1 1 d . . .
C12 C 0.9943(4) 0.8675(2) 0.31936(16) 0.0139(8) Uani 1 1 d . . .
S11 S 1.29611(13) 0.72421(7) 0.08194(4) 0.0231(2) Uani 1 1 d . . .
S12 S 1.16769(11) 0.70492(6) 0.19960(4) 0.0170(2) Uani 1 1 d . . .
S13 S 0.96964(11) 0.95974(6) 0.21345(4) 0.0166(2) Uani 1 1 d . . .
C21 C 0.9402(5) 1.0276(3) 0.07119(14) 0.0154(8) Uani 1 1 d . . .
H21 H 1.0221 1.0699 0.0742 0.019 Uiso 1 1 calc R . .
C22 C 0.7901(5) 1.0529(3) 0.05529(17) 0.0247(10) Uani 1 1 d . . .
H22 H 0.7694 1.1126 0.0473 0.03 Uiso 1 1 calc R . .
C23 C 0.6697(5) 0.9927(3) 0.05090(17) 0.0292(11) Uani 1 1 d . . .
H23 H 0.5662 1.0109 0.0405 0.035 Uiso 1 1 calc R . .
C24 C 0.6997(5) 0.9064(3) 0.06153(18) 0.0304(11) Uani 1 1 d . . .
H24 H 0.6173 0.8645 0.0579 0.036 Uiso 1 1 calc R . .
C25 C 0.8506(5) 0.8800(3) 0.07757(17) 0.0225(9) Uani 1 1 d . . .
H25 H 0.8704 0.8201 0.085 0.027 Uiso 1 1 calc R . .
C26 C 0.9726(5) 0.9400(3) 0.08291(15) 0.0142(8) Uani 1 1 d . . .
C27 C 1.1396(5) 0.9091(3) 0.09610(16) 0.0149(8) Uani 1 1 d . . .
H27 H 1.177 0.8764 0.0621 0.018 Uiso 1 1 calc R . .
C28 C 1.2619(5) 0.9796(3) 0.10747(18) 0.0203(9) Uani 1 1 d . . .
H28A H 1.2266 1.0161 0.139 0.03 Uiso 1 1 calc R . .
H28B H 1.2748 1.0159 0.0737 0.03 Uiso 1 1 calc R . .
H28C H 1.3634 0.9523 0.117 0.03 Uiso 1 1 calc R . .
N29 N 1.1361(4) 0.8454(2) 0.14316(13) 0.0133(7) Uani 1 1 d . . .
C30 C 1.0638(5) 0.8610(2) 0.19531(15) 0.0134(8) Uani 1 1 d . . .
C31 C 1.0685(4) 0.7916(2) 0.23131(15) 0.0130(7) Uani 1 1 d . . .
C32 C 1.1991(5) 0.7632(2) 0.13757(16) 0.0157(8) Uani 1 1 d . . .
S51 S 0.60711(14) 0.84943(8) 0.28395(6) 0.0338(3) Uani 1 1 d . . .
S52 S 0.41739(15) 0.80294(10) 0.32942(6) 0.0449(4) Uani 1 1 d . . .
S53 S 0.48249(16) 0.68558(10) 0.36323(5) 0.0441(4) Uani 1 1 d . . .
S54 S 0.39701(15) 0.58777(8) 0.31205(5) 0.0335(3) Uani 1 1 d . . .
S55 S 0.58202(16) 0.55176(8) 0.26106(5) 0.0359(3) Uani 1 1 d . . .
S56 S 0.55100(14) 0.60767(8) 0.18362(5) 0.0288(3) Uani 1 1 d . . .
S57 S 0.69628(14) 0.71419(9) 0.18046(5) 0.0336(3) Uani 1 1 d . . .
S58 S 0.56805(16) 0.82333(7) 0.20071(5) 0.0344(3) Uani 1 1 d . . .





#----------------------------------------------------------------------------#
#                   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 C10 1.663(4) . ?
S2 C11 1.738(4) . ?
S2 C10 1.746(4) . ?
S3 C12 1.769(4) . ?
S3 S13 2.0714(14) . ?
C1 C2 1.375(6) . ?
C1 C6 1.389(6) . ?
C1 H1 0.95 . ?
C2 C3 1.396(7) . ?
C2 H2 0.95 . ?
C3 C4 1.364(6) . ?
C3 H3 0.95 . ?
C4 C5 1.394(6) . ?
C4 H4 0.95 . ?
C5 C6 1.396(5) . ?
C5 H5 0.95 . ?
C6 C7 1.517(6) . ?
C7 N9 1.486(5) . ?
C7 C8 1.520(6) . ?
C7 H7 1 . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
N9 C10 1.368(5) . ?
N9 C12 1.389(5) . ?
C11 C12 1.348(5) . ?
C11 C31 1.444(5) . ?
S11 C32 1.663(4) . ?
S12 C32 1.739(4) . ?
S12 C31 1.740(4) . ?
S13 C30 1.761(4) . ?
C21 C22 1.379(6) . ?
C21 C26 1.396(5) . ?
C21 H21 0.95 . ?
C22 C23 1.377(6) . ?
C22 H22 0.95 . ?
C23 C24 1.368(7) . ?
C23 H23 0.95 . ?
C24 C25 1.390(6) . ?
C24 H24 0.95 . ?
C25 C26 1.385(6) . ?
C25 H25 0.95 . ?
C26 C27 1.520(5) . ?
C27 N29 1.481(5) . ?
C27 C28 1.519(5) . ?
C27 H27 1 . ?
C28 H28A 0.98 . ?
C28 H28B 0.98 . ?
C28 H28C 0.98 . ?
N29 C32 1.372(5) . ?
N29 C30 1.398(5) . ?
C30 C31 1.362(5) . ?
S51 S58 2.0382(18) . ?
S51 S52 2.0576(19) . ?
S52 S53 2.042(2) . ?
S53 S54 2.0573(18) . ?
S54 S55 2.0503(18) . ?
S55 S56 2.0408(17) . ?
S56 S57 2.0421(17) . ?
S57 S58 2.0480(18) . ?


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
C11 S2 C10 92.08(18) . . ?
C12 S3 S13 97.11(13) . . ?
C2 C1 C6 121.6(4) . . ?
C2 C1 H1 119.2 . . ?
C6 C1 H1 119.2 . . ?
C1 C2 C3 119.6(4) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 119.2(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 121.8(4) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C4 C5 C6 119.0(4) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C1 C6 C5 118.8(4) . . ?
C1 C6 C7 119.1(3) . . ?
C5 C6 C7 121.9(4) . . ?
N9 C7 C6 110.0(3) . . ?
N9 C7 C8 110.5(3) . . ?
C6 C7 C8 116.9(3) . . ?
N9 C7 H7 106.2 . . ?
C6 C7 H7 106.2 . . ?
C8 C7 H7 106.2 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 N9 C12 114.0(3) . . ?
C10 N9 C7 121.8(3) . . ?
C12 N9 C7 124.2(3) . . ?
N9 C10 S1 127.0(3) . . ?
N9 C10 S2 109.3(3) . . ?
S1 C10 S2 123.7(2) . . ?
C12 C11 C31 124.2(3) . . ?
C12 C11 S2 110.0(3) . . ?
C31 C11 S2 125.8(3) . . ?
C11 C12 N9 114.6(3) . . ?
C11 C12 S3 122.0(3) . . ?
N9 C12 S3 123.4(3) . . ?
C32 S12 C31 92.66(18) . . ?
C30 S13 S3 97.06(13) . . ?
C22 C21 C26 120.3(4) . . ?
C22 C21 H21 119.9 . . ?
C26 C21 H21 119.9 . . ?
C23 C22 C21 120.8(4) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C24 C23 C22 119.7(4) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 120.0(4) . . ?
C23 C24 H24 120 . . ?
C25 C24 H24 120 . . ?
C26 C25 C24 121.0(4) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C25 C26 C21 118.2(4) . . ?
C25 C26 C27 120.1(3) . . ?
C21 C26 C27 121.4(3) . . ?
N29 C27 C28 110.4(3) . . ?
N29 C27 C26 109.9(3) . . ?
C28 C27 C26 116.5(3) . . ?
N29 C27 H27 106.5 . . ?
C28 C27 H27 106.5 . . ?
C26 C27 H27 106.5 . . ?
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 . . ?
C32 N29 C30 114.3(3) . . ?
C32 N29 C27 121.5(3) . . ?
C30 N29 C27 124.1(3) . . ?
C31 C30 N29 114.0(3) . . ?
C31 C30 S13 122.0(3) . . ?
N29 C30 S13 124.0(3) . . ?
C30 C31 C11 123.9(3) . . ?
C30 C31 S12 109.8(3) . . ?
C11 C31 S12 126.2(3) . . ?
N29 C32 S11 126.7(3) . . ?
N29 C32 S12 109.3(3) . . ?
S11 C32 S12 124.1(2) . . ?
S58 S51 S52 108.20(7) . . ?
S53 S52 S51 107.45(8) . . ?
S52 S53 S54 108.35(8) . . ?
S55 S54 S53 105.98(7) . . ?
S56 S55 S54 108.58(8) . . ?
S55 S56 S57 106.90(7) . . ?
S56 S57 S58 108.97(7) . . ?
S51 S58 S57 107.51(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
C6 C1 C2 C3 0.6(6) . . . . ?
C1 C2 C3 C4 0.2(6) . . . . ?
C2 C3 C4 C5 -0.7(6) . . . . ?
C3 C4 C5 C6 0.4(6) . . . . ?
C2 C1 C6 C5 -0.9(6) . . . . ?
C2 C1 C6 C7 -176.6(4) . . . . ?
C4 C5 C6 C1 0.5(6) . . . . ?
C4 C5 C6 C7 176.0(3) . . . . ?
C1 C6 C7 N9 -45.0(5) . . . . ?
C5 C6 C7 N9 139.5(4) . . . . ?
C1 C6 C7 C8 -172.2(4) . . . . ?
C5 C6 C7 C8 12.3(5) . . . . ?
C6 C7 N9 C10 122.2(4) . . . . ?
C8 C7 N9 C10 -107.2(4) . . . . ?
C6 C7 N9 C12 -56.4(5) . . . . ?
C8 C7 N9 C12 74.3(5) . . . . ?
C12 N9 C10 S1 179.6(3) . . . . ?
C7 N9 C10 S1 0.9(6) . . . . ?
C12 N9 C10 S2 -1.8(4) . . . . ?
C7 N9 C10 S2 179.6(3) . . . . ?
C11 S2 C10 N9 1.8(3) . . . . ?
C11 S2 C10 S1 -179.5(3) . . . . ?
C10 S2 C11 C12 -1.4(3) . . . . ?
C10 S2 C11 C31 -178.7(3) . . . . ?
C31 C11 C12 N9 178.1(3) . . . . ?
S2 C11 C12 N9 0.7(4) . . . . ?
C31 C11 C12 S3 -5.1(5) . . . . ?
S2 C11 C12 S3 177.5(2) . . . . ?
C10 N9 C12 C11 0.7(5) . . . . ?
C7 N9 C12 C11 179.4(3) . . . . ?
C10 N9 C12 S3 -176.0(3) . . . . ?
C7 N9 C12 S3 2.6(5) . . . . ?
S13 S3 C12 C11 45.1(3) . . . . ?
S13 S3 C12 N9 -138.4(3) . . . . ?
C12 S3 S13 C30 -55.96(18) . . . . ?
C26 C21 C22 C23 0.3(6) . . . . ?
C21 C22 C23 C24 -1.1(6) . . . . ?
C22 C23 C24 C25 1.0(7) . . . . ?
C23 C24 C25 C26 -0.2(7) . . . . ?
C24 C25 C26 C21 -0.6(6) . . . . ?
C24 C25 C26 C27 -175.3(4) . . . . ?
C22 C21 C26 C25 0.6(6) . . . . ?
C22 C21 C26 C27 175.2(3) . . . . ?
C25 C26 C27 N29 -47.1(5) . . . . ?
C21 C26 C27 N29 138.4(3) . . . . ?
C25 C26 C27 C28 -173.6(4) . . . . ?
C21 C26 C27 C28 11.9(5) . . . . ?
C28 C27 N29 C32 -106.2(4) . . . . ?
C26 C27 N29 C32 123.9(4) . . . . ?
C28 C27 N29 C30 76.9(4) . . . . ?
C26 C27 N29 C30 -53.0(5) . . . . ?
C32 N29 C30 C31 -0.1(5) . . . . ?
C27 N29 C30 C31 177.0(3) . . . . ?
C32 N29 C30 S13 -178.6(3) . . . . ?
C27 N29 C30 S13 -1.4(5) . . . . ?
S3 S13 C30 C31 45.0(3) . . . . ?
S3 S13 C30 N29 -136.7(3) . . . . ?
N29 C30 C31 C11 176.4(3) . . . . ?
S13 C30 C31 C11 -5.1(5) . . . . ?
N29 C30 C31 S12 0.7(4) . . . . ?
S13 C30 C31 S12 179.1(2) . . . . ?
C12 C11 C31 C30 -23.8(6) . . . . ?
S2 C11 C31 C30 153.2(3) . . . . ?
C12 C11 C31 S12 151.2(3) . . . . ?
S2 C11 C31 S12 -31.8(5) . . . . ?
C32 S12 C31 C30 -0.8(3) . . . . ?
C32 S12 C31 C11 -176.4(3) . . . . ?
C30 N29 C32 S11 -178.5(3) . . . . ?
C27 N29 C32 S11 4.2(5) . . . . ?
C30 N29 C32 S12 -0.5(4) . . . . ?
C27 N29 C32 S12 -177.7(3) . . . . ?
C31 S12 C32 N29 0.7(3) . . . . ?
C31 S12 C32 S11 178.9(3) . . . . ?
S58 S51 S52 S53 99.95(9) . . . . ?
S51 S52 S53 S54 -97.76(9) . . . . ?
S52 S53 S54 S55 97.82(9) . . . . ?
S53 S54 S55 S56 -101.49(9) . . . . ?
S54 S55 S56 S57 100.94(8) . . . . ?
S55 S56 S57 S58 -96.67(8) . . . . ?
S52 S51 S58 S57 -100.06(9) . . . . ?
S56 S57 S58 S51 97.68(8) . . . . ?


#----------------------------------------------------------------------------#
# END OF CIF FILE FOR RRM3                                                   #
#----------------------------------------------------------------------------#
####################################################################### 
# 
# 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_SSP3
_database_code_depnum_ccdc_archive 'CCDC 1486026'
_audit_update_record             
;
2016-06-16 deposited with the CCDC.
2016-10-04 downloaded from the CCDC.
;

_audit_creation_date             2015-06-30T18:30:13-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C22 H18 N2 S6, S8'
_chemical_formula_sum            'C22 H18 N2 S14'
_chemical_formula_weight         759.22
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   8.4463(2)
_cell_length_b                   15.3100(4)
_cell_length_c                   23.6692(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3060.73(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8533
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      27.15
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.09
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1552
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.013
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.736
_exptl_absorpt_correction_T_max  0.913


#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_number            20181
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.96
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_full        27.56
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_reflns_number_total             6967
_reflns_number_gt                6349
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2006)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2006)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2006)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  
;
          WinGX publication routines (Farrugia, 2012),
          CRYSCALc (T. Roisnel, local program, 2014)
;

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0285P)²+0.8876P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6967
_refine_ls_number_parameters     345
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0651
_refine_ls_wR_factor_gt          0.0631
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(6)
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.059

# End of res file
#----------------------------------------------------------------------------#

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.29640(8) 0.27575(4) 0.91764(3) 0.02600(15) Uani 1 1 d . . .
S2 S -0.16861(7) 0.29477(4) 0.80002(3) 0.01962(13) Uani 1 1 d . . .
S3 S 0.03041(7) 0.03999(4) 0.78639(3) 0.01998(13) Uani 1 1 d . . .
C1 C 0.1498(3) 0.12098(18) 0.92224(11) 0.0269(6) Uani 1 1 d . . .
H1 H 0.1291 0.1809 0.9148 0.032 Uiso 1 1 calc R . .
C2 C 0.3011(3) 0.0952(2) 0.93808(12) 0.0334(7) Uani 1 1 d . . .
H2 H 0.3834 0.1372 0.9412 0.04 Uiso 1 1 calc R . .
C3 C 0.3317(3) 0.0083(2) 0.94923(11) 0.0320(7) Uani 1 1 d . . .
H3 H 0.4351 -0.0096 0.96 0.038 Uiso 1 1 calc R . .
C4 C 0.2119(3) -0.05254(18) 0.94472(12) 0.0277(6) Uani 1 1 d . . .
H4 H 0.2331 -0.1122 0.9528 0.033 Uiso 1 1 calc R . .
C5 C 0.0610(3) -0.02738(16) 0.92857(10) 0.0202(5) Uani 1 1 d . . .
H5 H -0.0206 -0.0698 0.9253 0.024 Uiso 1 1 calc R . .
C6 C 0.0287(3) 0.06057(15) 0.91714(10) 0.0176(5) Uani 1 1 d . . .
C7 C -0.1384(3) 0.09084(15) 0.90409(11) 0.0185(5) Uani 1 1 d . . .
H7 H -0.1756 0.1238 0.9381 0.022 Uiso 1 1 calc R . .
C8 C -0.2612(3) 0.02067(17) 0.89295(12) 0.0247(6) Uani 1 1 d . . .
H8A H -0.363 0.0482 0.884 0.037 Uiso 1 1 calc R . .
H8B H -0.273 -0.016 0.9266 0.037 Uiso 1 1 calc R . .
H8C H -0.2271 -0.0155 0.861 0.037 Uiso 1 1 calc R . .
N9 N -0.1350(2) 0.15468(12) 0.85649(9) 0.0174(4) Uani 1 1 d . . .
C10 C -0.1992(3) 0.23655(15) 0.86232(11) 0.0189(5) Uani 1 1 d . . .
C11 C -0.0700(3) 0.20765(15) 0.76811(10) 0.0163(5) Uani 1 1 d . . .
C12 C -0.0650(3) 0.13900(14) 0.80488(10) 0.0175(5) Uani 1 1 d . . .
S11 S 0.17771(9) 0.26826(4) 0.55475(3) 0.02781(16) Uani 1 1 d . . .
S12 S 0.05785(8) 0.29474(4) 0.67291(3) 0.01993(13) Uani 1 1 d . . .
S13 S -0.06144(8) 0.02932(4) 0.70563(3) 0.02044(13) Uani 1 1 d . . .
C21 C -0.0668(3) -0.06495(16) 0.56847(11) 0.0245(6) Uani 1 1 d . . .
H21 H 0.0258 -0.0992 0.5737 0.029 Uiso 1 1 calc R . .
C22 C -0.2107(3) -0.10494(17) 0.55467(11) 0.0281(6) Uani 1 1 d . . .
H22 H -0.2152 -0.1667 0.5508 0.034 Uiso 1 1 calc R . .
C23 C -0.3452(3) -0.05638(19) 0.54660(11) 0.0299(7) Uani 1 1 d . . .
H23 H -0.4422 -0.0844 0.5374 0.036 Uiso 1 1 calc R . .
C24 C -0.3390(3) 0.03423(19) 0.55203(11) 0.0282(6) Uani 1 1 d . . .
H24 H -0.4318 0.0683 0.5467 0.034 Uiso 1 1 calc R . .
C25 C -0.1979(3) 0.07385(16) 0.56508(11) 0.0230(6) Uani 1 1 d . . .
H25 H -0.194 0.1357 0.5678 0.028 Uiso 1 1 calc R . .
C26 C -0.0602(3) 0.02587(16) 0.57445(10) 0.0191(5) Uani 1 1 d . . .
C27 C 0.0945(3) 0.07320(15) 0.58525(11) 0.0191(5) Uani 1 1 d . . .
H27 H 0.1238 0.1023 0.5489 0.023 Uiso 1 1 calc R . .
C28 C 0.2361(3) 0.01826(17) 0.60236(12) 0.0249(6) Uani 1 1 d . . .
H28A H 0.3281 0.0562 0.6081 0.037 Uiso 1 1 calc R . .
H28B H 0.2594 -0.0241 0.5725 0.037 Uiso 1 1 calc R . .
H28C H 0.2121 -0.0128 0.6375 0.037 Uiso 1 1 calc R . .
N29 N 0.0675(2) 0.14461(12) 0.62697(8) 0.0169(4) Uani 1 1 d . . .
C30 C 0.1023(3) 0.22969(15) 0.61430(10) 0.0194(5) Uani 1 1 d . . .
C31 C -0.0108(3) 0.20546(14) 0.71166(10) 0.0166(5) Uani 1 1 d . . .
C32 C 0.0044(3) 0.13165(15) 0.68029(10) 0.0164(5) Uani 1 1 d . . .
S21 S 0.43151(10) 0.17633(4) 0.79919(3) 0.03399(17) Uani 1 1 d . . .
S22 S 0.30304(9) 0.28552(5) 0.81954(3) 0.03201(16) Uani 1 1 d . . .
S23 S 0.44881(9) 0.39242(4) 0.81604(3) 0.02764(15) Uani 1 1 d . . .
S24 S 0.41650(9) 0.44819(5) 0.73854(3) 0.03241(17) Uani 1 1 d . . .
S25 S 0.60067(9) 0.41182(5) 0.68763(3) 0.03446(18) Uani 1 1 d . . .
S26 S 0.51612(10) 0.31438(6) 0.63621(3) 0.0401(2) Uani 1 1 d . . .
S27 S 0.58042(9) 0.19645(5) 0.67040(4) 0.0411(2) Uani 1 1 d . . .
S28 S 0.39089(9) 0.15065(4) 0.71559(3) 0.03092(17) Uani 1 1 d . . .





#----------------------------------------------------------------------------#
#                   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 C10 1.658(3) . ?
S2 C10 1.742(3) . ?
S2 C11 1.745(2) . ?
S3 C12 1.772(2) . ?
S3 S13 2.0695(9) . ?
C1 C6 1.384(3) . ?
C1 C2 1.390(4) . ?
C1 H1 0.95 . ?
C2 C3 1.381(4) . ?
C2 H2 0.95 . ?
C3 C4 1.379(4) . ?
C3 H3 0.95 . ?
C4 C5 1.386(4) . ?
C4 H4 0.95 . ?
C5 C6 1.400(3) . ?
C5 H5 0.95 . ?
C6 C7 1.517(3) . ?
C7 N9 1.492(3) . ?
C7 C8 1.517(3) . ?
C7 H7 1 . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
N9 C10 1.372(3) . ?
N9 C12 1.378(3) . ?
C11 C12 1.365(3) . ?
C11 C31 1.427(3) . ?
S11 C30 1.655(3) . ?
S12 C31 1.745(2) . ?
S12 C30 1.749(3) . ?
S13 C32 1.767(2) . ?
C21 C26 1.399(3) . ?
C21 C22 1.400(4) . ?
C21 H21 0.95 . ?
C22 C23 1.371(4) . ?
C22 H22 0.95 . ?
C23 C24 1.394(4) . ?
C23 H23 0.95 . ?
C24 C25 1.373(4) . ?
C24 H24 0.95 . ?
C25 C26 1.393(4) . ?
C25 H25 0.95 . ?
C26 C27 1.516(3) . ?
C27 N29 1.491(3) . ?
C27 C28 1.517(4) . ?
C27 H27 1 . ?
C28 H28A 0.98 . ?
C28 H28B 0.98 . ?
C28 H28C 0.98 . ?
N29 C30 1.369(3) . ?
N29 C32 1.384(3) . ?
C31 C32 1.358(3) . ?
S21 S28 2.0464(11) . ?
S21 S22 2.0504(11) . ?
S22 S23 2.0497(10) . ?
S23 S24 2.0416(10) . ?
S24 S25 2.0450(11) . ?
S25 S26 2.0535(11) . ?
S26 S27 2.0518(13) . ?
S27 S28 2.0490(11) . ?


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
C10 S2 C11 92.64(11) . . ?
C12 S3 S13 97.19(8) . . ?
C6 C1 C2 120.9(3) . . ?
C6 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C3 C2 119.9(3) . . ?
C4 C3 H3 120 . . ?
C2 C3 H3 120 . . ?
C3 C4 C5 120.6(3) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 120.0(2) . . ?
C4 C5 H5 120 . . ?
C6 C5 H5 120 . . ?
C1 C6 C5 118.8(2) . . ?
C1 C6 C7 120.1(2) . . ?
C5 C6 C7 120.9(2) . . ?
N9 C7 C8 110.2(2) . . ?
N9 C7 C6 109.64(19) . . ?
C8 C7 C6 117.1(2) . . ?
N9 C7 H7 106.4 . . ?
C8 C7 H7 106.4 . . ?
C6 C7 H7 106.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 N9 C12 114.7(2) . . ?
C10 N9 C7 121.0(2) . . ?
C12 N9 C7 124.29(19) . . ?
N9 C10 S1 127.25(19) . . ?
N9 C10 S2 108.89(18) . . ?
S1 C10 S2 123.82(14) . . ?
C12 C11 C31 124.6(2) . . ?
C12 C11 S2 109.10(17) . . ?
C31 C11 S2 126.20(17) . . ?
C11 C12 N9 114.7(2) . . ?
C11 C12 S3 121.00(19) . . ?
N9 C12 S3 124.28(17) . . ?
C31 S12 C30 92.42(11) . . ?
C32 S13 S3 97.22(8) . . ?
C26 C21 C22 119.5(3) . . ?
C26 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C23 C22 C21 121.0(3) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C22 C23 C24 119.7(3) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 119.5(3) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 121.8(2) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 H25 119.1 . . ?
C25 C26 C21 118.4(2) . . ?
C25 C26 C27 119.6(2) . . ?
C21 C26 C27 121.8(2) . . ?
N29 C27 C26 109.30(19) . . ?
N29 C27 C28 110.5(2) . . ?
C26 C27 C28 117.4(2) . . ?
N29 C27 H27 106.3 . . ?
C26 C27 H27 106.3 . . ?
C28 C27 H27 106.3 . . ?
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 . . ?
C30 N29 C32 114.77(19) . . ?
C30 N29 C27 121.3(2) . . ?
C32 N29 C27 123.89(19) . . ?
N29 C30 S11 127.50(19) . . ?
N29 C30 S12 108.78(17) . . ?
S11 C30 S12 123.71(14) . . ?
C32 C31 C11 124.4(2) . . ?
C32 C31 S12 109.46(18) . . ?
C11 C31 S12 126.16(17) . . ?
C31 C32 N29 114.5(2) . . ?
C31 C32 S13 121.50(18) . . ?
N29 C32 S13 123.89(17) . . ?
S28 S21 S22 107.16(4) . . ?
S23 S22 S21 108.88(4) . . ?
S24 S23 S22 106.86(4) . . ?
S23 S24 S25 108.29(5) . . ?
S24 S25 S26 106.41(5) . . ?
S27 S26 S25 108.27(5) . . ?
S28 S27 S26 107.47(5) . . ?
S21 S28 S27 107.94(4) . . ?


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 -0.4(4) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C2 C3 C4 C5 0.6(4) . . . . ?
C3 C4 C5 C6 -0.5(4) . . . . ?
C2 C1 C6 C5 0.4(4) . . . . ?
C2 C1 C6 C7 175.4(3) . . . . ?
C4 C5 C6 C1 0.1(4) . . . . ?
C4 C5 C6 C7 -174.9(2) . . . . ?
C1 C6 C7 N9 47.2(3) . . . . ?
C5 C6 C7 N9 -137.9(2) . . . . ?
C1 C6 C7 C8 173.7(2) . . . . ?
C5 C6 C7 C8 -11.4(4) . . . . ?
C8 C7 N9 C10 105.6(3) . . . . ?
C6 C7 N9 C10 -124.1(2) . . . . ?
C8 C7 N9 C12 -76.7(3) . . . . ?
C6 C7 N9 C12 53.6(3) . . . . ?
C12 N9 C10 S1 177.93(19) . . . . ?
C7 N9 C10 S1 -4.1(3) . . . . ?
C12 N9 C10 S2 -0.1(3) . . . . ?
C7 N9 C10 S2 177.88(17) . . . . ?
C11 S2 C10 N9 -0.23(19) . . . . ?
C11 S2 C10 S1 -178.30(17) . . . . ?
C10 S2 C11 C12 0.45(19) . . . . ?
C10 S2 C11 C31 177.3(2) . . . . ?
C31 C11 C12 N9 -177.4(2) . . . . ?
S2 C11 C12 N9 -0.6(3) . . . . ?
C31 C11 C12 S3 4.3(3) . . . . ?
S2 C11 C12 S3 -178.82(13) . . . . ?
C10 N9 C12 C11 0.4(3) . . . . ?
C7 N9 C12 C11 -177.4(2) . . . . ?
C10 N9 C12 S3 178.61(18) . . . . ?
C7 N9 C12 S3 0.8(3) . . . . ?
S13 S3 C12 C11 -44.8(2) . . . . ?
S13 S3 C12 N9 137.2(2) . . . . ?
C12 S3 S13 C32 56.22(11) . . . . ?
C26 C21 C22 C23 0.4(4) . . . . ?
C21 C22 C23 C24 0.2(4) . . . . ?
C22 C23 C24 C25 0.4(4) . . . . ?
C23 C24 C25 C26 -1.5(4) . . . . ?
C24 C25 C26 C21 2.1(4) . . . . ?
C24 C25 C26 C27 176.3(2) . . . . ?
C22 C21 C26 C25 -1.5(4) . . . . ?
C22 C21 C26 C27 -175.6(2) . . . . ?
C25 C26 C27 N29 45.8(3) . . . . ?
C21 C26 C27 N29 -140.1(2) . . . . ?
C25 C26 C27 C28 172.6(2) . . . . ?
C21 C26 C27 C28 -13.4(3) . . . . ?
C26 C27 N29 C30 -122.3(2) . . . . ?
C28 C27 N29 C30 107.1(3) . . . . ?
C26 C27 N29 C32 56.6(3) . . . . ?
C28 C27 N29 C32 -74.0(3) . . . . ?
C32 N29 C30 S11 -179.67(19) . . . . ?
C27 N29 C30 S11 -0.6(4) . . . . ?
C32 N29 C30 S12 1.6(3) . . . . ?
C27 N29 C30 S12 -179.41(17) . . . . ?
C31 S12 C30 N29 -1.45(19) . . . . ?
C31 S12 C30 S11 179.72(17) . . . . ?
C12 C11 C31 C32 25.0(4) . . . . ?
S2 C11 C31 C32 -151.3(2) . . . . ?
C12 C11 C31 S12 -153.1(2) . . . . ?
S2 C11 C31 S12 30.5(3) . . . . ?
C30 S12 C31 C32 1.01(19) . . . . ?
C30 S12 C31 C11 179.4(2) . . . . ?
C11 C31 C32 N29 -178.7(2) . . . . ?
S12 C31 C32 N29 -0.3(3) . . . . ?
C11 C31 C32 S13 4.2(3) . . . . ?
S12 C31 C32 S13 -177.42(13) . . . . ?
C30 N29 C32 C31 -0.9(3) . . . . ?
C27 N29 C32 C31 -179.9(2) . . . . ?
C30 N29 C32 S13 176.18(18) . . . . ?
C27 N29 C32 S13 -2.8(3) . . . . ?
S3 S13 C32 C31 -44.7(2) . . . . ?
S3 S13 C32 N29 138.44(19) . . . . ?
S28 S21 S22 S23 -97.59(5) . . . . ?
S21 S22 S23 S24 96.78(5) . . . . ?
S22 S23 S24 S25 -100.93(5) . . . . ?
S23 S24 S25 S26 101.81(5) . . . . ?
S24 S25 S26 S27 -97.57(5) . . . . ?
S25 S26 S27 S28 97.41(5) . . . . ?
S22 S21 S28 S27 100.54(5) . . . . ?
S26 S27 S28 S21 -100.43(5) . . . . ?


#----------------------------------------------------------------------------#
#===END OF CIF FILE FOR SSP3                                               #
#----------------------------------------------------------------------------#
