# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

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

data_SSI
_database_code_depnum_ccdc_archive 'CCDC 1473069'
_audit_update_record             
;
2016-05-11 deposited with the CCDC.
2016-05-27 downloaded from the CCDC.
;

_audit_creation_date             2016-03-21T14:59:52-00:00
_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_formula_moiety         'C3 H1 I1 S3'
_chemical_formula_sum            'C3 H I S3'
_chemical_formula_weight         260.12
_chemical_compound_source        'synthesis as described'

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   4.2277(2)
_cell_length_b                   11.0881(8)
_cell_length_c                   14.3608(12)
_cell_angle_alpha                90
_cell_angle_beta                 95.224(5)
_cell_angle_gamma                90
_cell_volume                     670.40(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    12810
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      27.48
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       stick
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_exptl_crystal_density_diffrn    2.577
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             480
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-10 1 19 0.216
9 -1 -19 0.246
1 1 19 0.304
-1 -1 -19 0.405
0 1 0 0.011
0 -1 0 0.01
1 -2 -15 0.363
-1 -1 14 0.317


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

_exptl_absorpt_coefficient_mu    5.585
_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  0.139
_exptl_absorpt_correction_T_max  0.366

#----------------------------- Remark ------------------------------------#
# SADABS output:                                                          #
# Estimated minimum and maximum transmission:  0.376 0.759  #
# The ratio of these values is more reliable than their absolute values!  #
#-------------------------------------------------------------------------#



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

_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_orient_matrix_type       'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_ub_11      0.130982
_diffrn_orient_matrix_ub_12      -0.06204
_diffrn_orient_matrix_ub_13      0.037329
_diffrn_orient_matrix_ub_21      -0.110674
_diffrn_orient_matrix_ub_22      0.02032
_diffrn_orient_matrix_ub_23      0.058174
_diffrn_orient_matrix_ub_31      -0.166437
_diffrn_orient_matrix_ub_32      -0.062335
_diffrn_orient_matrix_ub_33      -0.018189
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_unetI/netI     0.0765
_diffrn_reflns_number            3628
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.675
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.891
_diffrn_reflns_Laue_measured_fraction_full 0.959
_diffrn_reflns_Laue_measured_fraction_max 0.891
_diffrn_reflns_point_group_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.891
_reflns_Friedel_coverage         0
_reflns_number_total             1380
_reflns_number_gt                998
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.025(8)
_refine_ls_number_reflns         1380
_refine_ls_number_parameters     65
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.1504
_refine_ls_R_factor_gt           0.0814
_refine_ls_wR_factor_ref         0.3345
_refine_ls_wR_factor_gt          0.235
_refine_ls_goodness_of_fit_ref   1.401
_refine_ls_restrained_S_all      1.401
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         2.549
_refine_diff_density_min         -2.943
_refine_diff_density_rms         0.659

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
I1 I 0.8401(2) 0.14577(8) 0.11402(7) 0.0501(7) Uani 1 1 d . . . . .
S1 S 0.1137(10) 0.4692(4) -0.1825(3) 0.0649(13) Uani 1 1 d . . . . .
S2 S 0.4397(10) 0.3513(3) -0.0137(3) 0.0520(11) Uani 1 1 d . . . . .
S3 S 0.4043(9) 0.2237(4) -0.1893(3) 0.0578(11) Uani 1 1 d . . . . .
C1 C 0.310(3) 0.3532(11) -0.1301(11) 0.044(3) Uani 1 1 d . . . . .
C2 C 0.625(3) 0.2134(13) -0.0141(10) 0.051(3) Uani 1 1 d . . . . .
C3 C 0.606(4) 0.1523(10) -0.0941(11) 0.046(3) Uani 1 1 d . . . . .
H3 H 0.6958 0.0762 -0.0987 0.055 Uiso 1 1 calc R U . . .



#----------------------------------------------------------------------------#
#                   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
I1 C2 2.114(13) . ?
S1 C1 1.671(13) . ?
S2 C1 1.712(15) . ?
S2 C2 1.719(15) . ?
S3 C1 1.734(14) . ?
S3 C3 1.736(15) . ?
C2 C3 1.33(2) . ?
C3 H3 0.93 . ?

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
C1 S3 C3 96.3(7) . . ?
C1 S2 C2 96.5(6) . . ?
S1 C1 S2 123.5(9) . . ?
S1 C1 S3 122.9(9) . . ?
S2 C1 S3 113.6(7) . . ?
C3 C2 S2 117.7(11) . . ?
C3 C2 I1 124.0(11) . . ?
S2 C2 I1 118.2(8) . . ?
C2 C3 S3 115.8(10) . . ?
C2 C3 H3 122.1 . . ?
S3 C3 H3 122.1 . . ?

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
C2 S2 C1 S1 -177.3(9) . . . . ?
C2 S2 C1 S3 2.0(9) . . . . ?
C3 S3 C1 S1 178.1(9) . . . . ?
C3 S3 C1 S2 -1.2(10) . . . . ?
C1 S2 C2 C3 -2.4(13) . . . . ?
C1 S2 C2 I1 -178.1(7) . . . . ?
S2 C2 C3 S3 2.0(17) . . . . ?
I1 C2 C3 S3 177.4(7) . . . . ?
C1 S3 C3 C2 -0.4(14) . . . . ?

####################################################################### 
# 
# 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_SSI2
_database_code_depnum_ccdc_archive 'CCDC 1473070'
_audit_update_record             
;
2016-04-30 deposited with the CCDC.
2016-05-27 downloaded from the CCDC.
;

_audit_creation_date             2016-03-21T15:09:36-00:00
_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_formula_moiety         'C7 I4.67 S7'
_chemical_formula_sum            'C7 I4.67 S7'
_chemical_formula_weight         900.8
_chemical_compound_source        'synthesis as described'

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   4.2308(8)
_cell_length_b                   28.570(6)
_cell_length_c                   15.756(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.70(3)
_cell_angle_gamma                90
_cell_volume                     1895.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9950
_cell_measurement_theta_min      3.56
_cell_measurement_theta_max      27.49
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    3.157
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1606

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

_exptl_absorpt_coefficient_mu    8.419
_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  0.544
_exptl_absorpt_correction_T_max  0.879

#----------------------------- Remark ------------------------------------#
# SADABS output:                                                          #
# Estimated minimum and maximum transmission:  0.5053  0.7456   #
# The ratio of these values is more reliable than their absolute values!  #
#-------------------------------------------------------------------------#

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

_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_number            46618
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.795
_diffrn_reflns_theta_max         27.541
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_reflns_Friedel_coverage         0
_reflns_number_total             4377
_reflns_number_gt                3155
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#


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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0267P)²+6.9262P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4377
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_ref         0.079
_refine_ls_wR_factor_gt          0.0687
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.119
_refine_diff_density_min         -1.346
_refine_diff_density_rms         0.183

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
C1A C 0.767(6) 0.4665(7) 0.0516(13) 0.054(6) Uani 0.3333 1 d . . P . .
C2A C 0.572(6) 0.5383(7) -0.0433(13) 0.044(5) Uani 0.3333 1 d . . P . .
C3A C 0.886(5) 0.5391(8) -0.0427(14) 0.044(5) Uani 0.3333 1 d . . P . .
S1A S 0.4177(13) 0.4932(2) 0.0177(4) 0.0560(15) Uani 0.3333 1 d . . P . .
S2A S 1.0977(13) 0.4940(2) 0.0167(4) 0.0527(14) Uani 0.3333 1 d . . P . .
S3A S 0.7934(2) 0.41679(3) 0.10706(5) 0.0773(2) Uani 0.3333 1 d . . P . .
I1A I 0.7934(2) 0.41679(3) 0.10706(5) 0.0773(2) Uani 0.6667 1 d . . P . .
C1 C 0.3876(14) 0.5005(2) 0.6456(4) 0.0347(14) Uani 1 1 d . . . . .
C2 C 0.6824(14) 0.4208(2) 0.6458(4) 0.0355(14) Uani 1 1 d . . . . .
C3 C 0.7372(14) 0.4361(2) 0.7257(4) 0.0344(14) Uani 1 1 d . . . . .
C4 C 0.4537(15) 0.2835(2) 0.8994(4) 0.0348(14) Uani 1 1 d . . . . .
C5 C 0.6161(14) 0.2342(2) 0.7717(4) 0.0354(14) Uani 1 1 d . . . . .
C6 C 0.7024(15) 0.2082(2) 0.8402(4) 0.0356(14) Uani 1 1 d . . . . .
S1 S 0.1680(4) 0.54717(6) 0.61939(12) 0.0459(4) Uani 1 1 d . . . . .
S2 S 0.4545(4) 0.45664(6) 0.57389(10) 0.0386(4) Uani 1 1 d . . . . .
S3 S 0.5747(4) 0.49032(6) 0.74690(11) 0.0407(4) Uani 1 1 d . . . . .
S4 S 0.3231(5) 0.32420(6) 0.96183(11) 0.0497(5) Uani 1 1 d . . . . .
S5 S 0.4367(4) 0.28758(6) 0.78949(10) 0.0396(4) Uani 1 1 d . . . . .
S6 S 0.6223(4) 0.23159(6) 0.93822(10) 0.0411(4) Uani 1 1 d . . . . .
I1 I 0.83199(11) 0.35725(2) 0.59967(3) 0.04725(13) Uani 1 1 d . . . . .
I2 I 0.97771(10) 0.39925(2) 0.82772(3) 0.04046(12) Uani 1 1 d . . . . .
I3 I 0.69225(11) 0.21631(2) 0.64634(3) 0.04198(12) Uani 1 1 d . . . . .
I4 I 0.92220(10) 0.14224(2) 0.84354(3) 0.04241(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
C1A C2A 1.43(3) 3_665 ?
C1A C3A 1.50(3) 3_765 ?
C1A S3A 1.66(2) . ?
C1A S2A 1.70(2) 3_765 ?
C1A S1A 1.70(2) . ?
C1A S1A 1.72(2) 3_665 ?
C1A S2A 1.74(3) . ?
C2A S1A 0.99(2) 3_665 ?
C2A C3A 1.33(3) . ?
C2A C1A 1.43(3) 3_665 ?
C2A S2A 1.69(2) 3_765 ?
C2A S1A 1.77(3) . ?
C2A I1A 2.18(2) 3_665 ?
C2A S3A 2.18(2) 3_665 ?
C3A S2A 1.03(2) 3_765 ?
C3A C1A 1.50(3) 3_765 ?
C3A S1A 1.66(2) 3_665 ?
C3A S2A 1.78(3) . ?
C3A I1A 2.17(2) 3_765 ?
C3A S3A 2.17(2) 3_765 ?
S1A C2A 0.99(2) 3_665 ?
S1A S1A 1.012(11) 3_665 ?
S1A S2A 1.352(8) 1_455 ?
S1A C3A 1.66(2) 3_665 ?
S1A C1A 1.72(2) 3_665 ?
S1A S2A 2.202(8) 3_765 ?
S1A S2A 2.224(8) 3_665 ?
S2A S2A 0.996(11) 3_765 ?
S2A C3A 1.03(2) 3_765 ?
S2A S1A 1.352(8) 1_655 ?
S2A C2A 1.69(2) 3_765 ?
S2A C1A 1.70(2) 3_765 ?
S2A S1A 2.202(8) 3_765 ?
S2A S1A 2.224(8) 3_665 ?
S3A C3A 2.17(2) 3_765 ?
S3A C2A 2.18(2) 3_665 ?
C1 S1 1.653(6) . ?
C1 S2 1.729(6) . ?
C1 S3 1.735(6) . ?
C2 C3 1.331(8) . ?
C2 S2 1.745(6) . ?
C2 I1 2.078(6) . ?
C3 S3 1.740(6) . ?
C3 I2 2.098(6) . ?
C4 S4 1.654(6) . ?
C4 S5 1.729(6) . ?
C4 S6 1.730(6) . ?
C5 C6 1.331(9) . ?
C5 S5 1.739(6) . ?
C5 I3 2.096(6) . ?
C6 S6 1.746(6) . ?
C6 I4 2.100(6) . ?

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
C2A C1A C3A 164(2) 3_665 3_765 ?
C2A C1A S3A 88.9(16) 3_665 . ?
C3A C1A S3A 86.7(14) 3_765 . ?
C2A C1A S2A 113.8(16) 3_665 3_765 ?
C3A C1A S2A 67.4(14) 3_765 3_765 ?
S3A C1A S2A 152.9(15) . 3_765 ?
C2A C1A S1A 35.4(10) 3_665 . ?
C3A C1A S1A 148.0(18) 3_765 . ?
S3A C1A S1A 124.0(16) . . ?
S2A C1A S1A 80.8(9) 3_765 . ?
C2A C1A S1A 67.6(13) 3_665 3_665 ?
C3A C1A S1A 113.5(17) 3_765 3_665 ?
S3A C1A S1A 155.1(18) . 3_665 ?
S2A C1A S1A 46.6(6) 3_765 3_665 ?
S1A C1A S1A 34.4(6) . 3_665 ?
C2A C1A S2A 147.4(17) 3_665 . ?
C3A C1A S2A 36.1(11) 3_765 . ?
S3A C1A S2A 122.4(14) . . ?
S2A C1A S2A 33.6(6) 3_765 . ?
S1A C1A S2A 113.5(12) . . ?
S1A C1A S2A 80.0(10) 3_665 . ?
S1A C2A C3A 91(2) 3_665 . ?
S1A C2A C1A 87.3(19) 3_665 3_665 ?
C3A C2A C1A 173(2) . 3_665 ?
S1A C2A S2A 53.0(11) 3_665 3_765 ?
C3A C2A S2A 37.5(12) . 3_765 ?
C1A C2A S2A 139.8(18) 3_665 3_765 ?
S1A C2A S1A 28.0(10) 3_665 . ?
C3A C2A S1A 115.5(18) . . ?
C1A C2A S1A 63.9(12) 3_665 . ?
S2A C2A S1A 78.9(10) 3_765 . ?
S1A C2A I1A 136.7(19) 3_665 3_665 ?
C3A C2A I1A 131.1(19) . 3_665 ?
C1A C2A I1A 49.9(11) 3_665 3_665 ?
S2A C2A I1A 165.3(14) 3_765 3_665 ?
S1A C2A I1A 113.3(12) . 3_665 ?
S1A C2A S3A 136.7(19) 3_665 3_665 ?
C3A C2A S3A 131.1(19) . 3_665 ?
C1A C2A S3A 49.9(11) 3_665 3_665 ?
S2A C2A S3A 165.3(14) 3_765 3_665 ?
S1A C2A S3A 113.3(12) . 3_665 ?
I1A C2A S3A 0 3_665 3_665 ?
S2A C3A C2A 90.8(19) 3_765 . ?
S2A C3A C1A 84.9(18) 3_765 3_765 ?
C2A C3A C1A 171(2) . 3_765 ?
S2A C3A S1A 54.4(11) 3_765 3_665 ?
C2A C3A S1A 36.5(11) . 3_665 ?
C1A C3A S1A 138.7(19) 3_765 3_665 ?
S2A C3A S2A 27.9(9) 3_765 . ?
C2A C3A S2A 116.2(19) . . ?
C1A C3A S2A 61.7(12) 3_765 . ?
S1A C3A S2A 80.4(11) 3_665 . ?
S2A C3A I1A 134.2(17) 3_765 3_765 ?
C2A C3A I1A 132.6(19) . 3_765 ?
C1A C3A I1A 49.8(10) 3_765 3_765 ?
S1A C3A I1A 165.0(14) 3_665 3_765 ?
S2A C3A I1A 111.1(10) . 3_765 ?
S2A C3A S3A 134.2(17) 3_765 3_765 ?
C2A C3A S3A 132.6(19) . 3_765 ?
C1A C3A S3A 49.8(10) 3_765 3_765 ?
S1A C3A S3A 165.0(14) 3_665 3_765 ?
S2A C3A S3A 111.1(10) . 3_765 ?
I1A C3A S3A 0 3_765 3_765 ?
C2A S1A S1A 124.7(18) 3_665 3_665 ?
C2A S1A S2A 91.3(15) 3_665 1_455 ?
S1A S1A S2A 136.9(10) 3_665 1_455 ?
C2A S1A C3A 53.0(16) 3_665 3_665 ?
S1A S1A C3A 159.1(12) 3_665 3_665 ?
S2A S1A C3A 38.3(8) 1_455 3_665 ?
C2A S1A C1A 57.3(16) 3_665 . ?
S1A S1A C1A 73.8(10) 3_665 . ?
S2A S1A C1A 148.0(10) 1_455 . ?
C3A S1A C1A 110.1(13) 3_665 . ?
C2A S1A C1A 150.4(16) 3_665 3_665 ?
S1A S1A C1A 71.8(11) 3_665 3_665 ?
S2A S1A C1A 65.9(10) 1_455 3_665 ?
C3A S1A C1A 102.1(13) 3_665 3_665 ?
C1A S1A C1A 145.6(6) . 3_665 ?
C2A S1A C2A 152.0(10) 3_665 . ?
S1A S1A C2A 27.3(9) 3_665 . ?
S2A S1A C2A 113.9(9) 1_455 . ?
C3A S1A C2A 150.3(12) 3_665 . ?
C1A S1A C2A 98.2(10) . . ?
C1A S1A C2A 48.4(11) 3_665 . ?
C2A S1A S2A 104.4(15) 3_665 3_765 ?
S1A S1A S2A 24.8(6) 3_665 3_765 ?
S2A S1A S2A 161.7(5) 1_455 3_765 ?
C3A S1A S2A 155.7(9) 3_665 3_765 ?
C1A S1A S2A 49.6(8) . 3_765 ?
C1A S1A S2A 96.2(9) 3_665 3_765 ?
C2A S1A S2A 48.9(7) . 3_765 ?
C2A S1A S2A 104.6(15) 3_665 3_665 ?
S1A S1A S2A 121.0(8) 3_665 3_665 ?
S2A S1A S2A 15.9(5) 1_455 3_665 ?
C3A S1A S2A 52.2(9) 3_665 3_665 ?
C1A S1A S2A 161.8(9) . 3_665 ?
C1A S1A S2A 50.5(9) 3_665 3_665 ?
C2A S1A S2A 98.8(8) . 3_665 ?
S2A S1A S2A 145.8(5) 3_765 3_665 ?
S2A S2A C3A 123.2(16) 3_765 3_765 ?
S2A S2A S1A 142.2(11) 3_765 1_655 ?
C3A S2A S1A 87.3(13) 3_765 1_655 ?
S2A S2A C2A 160.3(11) 3_765 3_765 ?
C3A S2A C2A 51.7(14) 3_765 3_765 ?
S1A S2A C2A 35.7(8) 1_655 3_765 ?
S2A S2A C1A 75.6(11) 3_765 3_765 ?
C3A S2A C1A 148.2(15) 3_765 3_765 ?
S1A S2A C1A 67.5(9) 1_655 3_765 ?
C2A S2A C1A 101.4(12) 3_765 3_765 ?
S2A S2A C1A 70.8(10) 3_765 . ?
C3A S2A C1A 58.9(14) 3_765 . ?
S1A S2A C1A 145.5(9) 1_655 . ?
C2A S2A C1A 110.2(11) 3_765 . ?
C1A S2A C1A 146.4(6) 3_765 . ?
S2A S2A C3A 28.9(9) 3_765 . ?
C3A S2A C3A 152.1(9) 3_765 . ?
S1A S2A C3A 117.9(9) 1_655 . ?
C2A S2A C3A 152.2(11) 3_765 . ?
C1A S2A C3A 50.9(11) 3_765 . ?
C1A S2A C3A 96.6(10) . . ?
S2A S2A S1A 123.9(9) 3_765 3_765 ?
C3A S2A S1A 102.9(13) 3_765 3_765 ?
S1A S2A S1A 18.3(5) 1_655 3_765 ?
C2A S2A S1A 52.1(9) 3_765 3_765 ?
C1A S2A S1A 49.7(8) 3_765 3_765 ?
C1A S2A S1A 161.7(8) . 3_765 ?
C3A S2A S1A 100.5(8) . 3_765 ?
S2A S2A S1A 21.9(6) 3_765 3_665 ?
C3A S2A S1A 105.9(13) 3_765 3_665 ?
S1A S2A S1A 164.1(5) 1_655 3_665 ?
C2A S2A S1A 156.3(9) 3_765 3_665 ?
C1A S2A S1A 96.9(9) 3_765 3_665 ?
C1A S2A S1A 49.6(7) . 3_665 ?
C3A S2A S1A 47.4(7) . 3_665 ?
S1A S2A S1A 145.8(5) 3_765 3_665 ?
C1A S3A C3A 43.5(11) . 3_765 ?
C1A S3A C2A 41.2(11) . 3_665 ?
C3A S3A C2A 83.8(8) 3_765 3_665 ?
S1 C1 S2 123.1(4) . . ?
S1 C1 S3 124.0(4) . . ?
S2 C1 S3 112.9(3) . . ?
C3 C2 S2 117.0(5) . . ?
C3 C2 I1 126.0(5) . . ?
S2 C2 I1 117.0(3) . . ?
C2 C3 S3 116.0(5) . . ?
C2 C3 I2 125.8(5) . . ?
S3 C3 I2 118.1(3) . . ?
S4 C4 S5 124.4(4) . . ?
S4 C4 S6 122.9(4) . . ?
S5 C4 S6 112.8(3) . . ?
C6 C5 S5 116.6(5) . . ?
C6 C5 I3 124.9(5) . . ?
S5 C5 I3 118.4(3) . . ?
C5 C6 S6 116.2(5) . . ?
C5 C6 I4 127.3(5) . . ?
S6 C6 I4 116.5(3) . . ?
C1 S2 C2 96.7(3) . . ?
C1 S3 C3 97.2(3) . . ?
C4 S5 C5 97.2(3) . . ?
C4 S6 C6 97.1(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
S1A C2A C3A S2A 0.6(18) 3_665 . . 3_765 ?
S1A C2A C3A S2A 14(2) . . . 3_765 ?
I1A C2A C3A S2A -166.3(15) 3_665 . . 3_765 ?
S3A C2A C3A S2A -166.3(15) 3_665 . . 3_765 ?
S2A C2A C3A S1A -0.6(18) 3_765 . . 3_665 ?
S1A C2A C3A S1A 13.1(8) . . . 3_665 ?
I1A C2A C3A S1A -167(3) 3_665 . . 3_665 ?
S3A C2A C3A S1A -167(3) 3_665 . . 3_665 ?
S1A C2A C3A S2A -11(2) 3_665 . . . ?
S2A C2A C3A S2A -12.0(8) 3_765 . . . ?
S1A C2A C3A S2A 2(2) . . . . ?
I1A C2A C3A S2A -178.3(11) 3_665 . . . ?
S3A C2A C3A S2A -178.3(11) 3_665 . . . ?
S1A C2A C3A I1A 164.5(16) 3_665 . . 3_765 ?
S2A C2A C3A I1A 164(3) 3_765 . . 3_765 ?
S1A C2A C3A I1A 177.5(11) . . . 3_765 ?
I1A C2A C3A I1A -2(3) 3_665 . . 3_765 ?
S3A C2A C3A I1A -2(3) 3_665 . . 3_765 ?
S1A C2A C3A S3A 164.5(16) 3_665 . . 3_765 ?
S2A C2A C3A S3A 164(3) 3_765 . . 3_765 ?
S1A C2A C3A S3A 177.5(11) . . . 3_765 ?
I1A C2A C3A S3A -2(3) 3_665 . . 3_765 ?
S3A C2A C3A S3A -2(3) 3_665 . . 3_765 ?
C3A C1A S1A C2A 152(4) 3_765 . . 3_665 ?
S3A C1A S1A C2A -8.9(17) . . . 3_665 ?
S2A C1A S1A C2A 159.1(18) 3_765 . . 3_665 ?
S1A C1A S1A C2A 153.0(19) 3_665 . . 3_665 ?
S2A C1A S1A C2A 167(2) . . . 3_665 ?
C2A C1A S1A S1A -153.0(19) 3_665 . . 3_665 ?
C3A C1A S1A S1A -1(3) 3_765 . . 3_665 ?
S3A C1A S1A S1A -162.0(17) . . . 3_665 ?
S2A C1A S1A S1A 6.1(9) 3_765 . . 3_665 ?
S2A C1A S1A S1A 14.0(13) . . . 3_665 ?
C2A C1A S1A S2A 13(2) 3_665 . . 1_455 ?
C3A C1A S1A S2A 165(2) 3_765 . . 1_455 ?
S3A C1A S1A S2A 4(3) . . . 1_455 ?
S2A C1A S1A S2A 171.8(12) 3_765 . . 1_455 ?
S1A C1A S1A S2A 166(2) 3_665 . . 1_455 ?
S2A C1A S1A S2A 179.7(11) . . . 1_455 ?
C2A C1A S1A C3A 5.3(17) 3_665 . . 3_665 ?
C3A C1A S1A C3A 158(3) 3_765 . . 3_665 ?
S3A C1A S1A C3A -3.6(18) . . . 3_665 ?
S2A C1A S1A C3A 164.4(9) 3_765 . . 3_665 ?
S1A C1A S1A C3A 158.3(13) 3_665 . . 3_665 ?
S2A C1A S1A C3A 172.4(11) . . . 3_665 ?
C2A C1A S1A C1A -153.1(19) 3_665 . . 3_665 ?
C3A C1A S1A C1A -1(3) 3_765 . . 3_665 ?
S3A C1A S1A C1A -162.0(17) . . . 3_665 ?
S2A C1A S1A C1A 6.1(9) 3_765 . . 3_665 ?
S1A C1A S1A C1A -0.008(3) 3_665 . . 3_665 ?
S2A C1A S1A C1A 14.0(13) . . . 3_665 ?
C2A C1A S1A C2A -165.5(11) 3_665 . . . ?
C3A C1A S1A C2A -13(3) 3_765 . . . ?
S3A C1A S1A C2A -174.4(14) . . . . ?
S2A C1A S1A C2A -6.3(10) 3_765 . . . ?
S1A C1A S1A C2A -12.4(9) 3_665 . . . ?
S2A C1A S1A C2A 1.6(14) . . . . ?
C2A C1A S1A S2A -159.1(18) 3_665 . . 3_765 ?
C3A C1A S1A S2A -7(3) 3_765 . . 3_765 ?
S3A C1A S1A S2A -168(2) . . . 3_765 ?
S1A C1A S1A S2A -6.1(9) 3_665 . . 3_765 ?
S2A C1A S1A S2A 8.0(7) . . . 3_765 ?
C2A C1A S1A S2A -7(3) 3_665 . . 3_665 ?
C3A C1A S1A S2A 145(3) 3_765 . . 3_665 ?
S3A C1A S1A S2A -16(4) . . . 3_665 ?
S2A C1A S1A S2A 152(2) 3_765 . . 3_665 ?
S1A C1A S1A S2A 146(3) 3_665 . . 3_665 ?
S2A C1A S1A S2A 160.2(17) . . . 3_665 ?
S1A C2A S1A C2A 0.007(10) 3_665 . . 3_665 ?
C3A C2A S1A C2A -28.8(18) . . . 3_665 ?
C1A C2A S1A C2A 144(2) 3_665 . . 3_665 ?
S2A C2A S1A C2A -20.4(15) 3_765 . . 3_665 ?
I1A C2A S1A C2A 151(2) 3_665 . . 3_665 ?
S3A C2A S1A C2A 151(2) 3_665 . . 3_665 ?
C3A C2A S1A S1A -28.8(18) . . . 3_665 ?
C1A C2A S1A S1A 144(2) 3_665 . . 3_665 ?
S2A C2A S1A S1A -20.4(15) 3_765 . . 3_665 ?
I1A C2A S1A S1A 151(2) 3_665 . . 3_665 ?
S3A C2A S1A S1A 151(2) 3_665 . . 3_665 ?
S1A C2A S1A S2A -152(2) 3_665 . . 1_455 ?
C3A C2A S1A S2A 179.1(14) . . . 1_455 ?
C1A C2A S1A S2A -8.2(13) 3_665 . . 1_455 ?
S2A C2A S1A S2A -172.5(6) 3_765 . . 1_455 ?
I1A C2A S1A S2A -1.0(12) 3_665 . . 1_455 ?
S3A C2A S1A S2A -1.0(12) 3_665 . . 1_455 ?
S1A C2A S1A C3A -135(3) 3_665 . . 3_665 ?
C3A C2A S1A C3A -164.2(11) . . . 3_665 ?
C1A C2A S1A C3A 8(3) 3_665 . . 3_665 ?
S2A C2A S1A C3A -155.8(18) 3_765 . . 3_665 ?
I1A C2A S1A C3A 16(3) 3_665 . . 3_665 ?
S3A C2A S1A C3A 16(3) 3_665 . . 3_665 ?
S1A C2A S1A C1A 26.8(19) 3_665 . . . ?
C3A C2A S1A C1A -2.0(18) . . . . ?
C1A C2A S1A C1A 170.7(7) 3_665 . . . ?
S2A C2A S1A C1A 6.4(10) 3_765 . . . ?
I1A C2A S1A C1A 177.9(10) 3_665 . . . ?
S3A C2A S1A C1A 177.9(10) 3_665 . . . ?
S1A C2A S1A C1A -144(2) 3_665 . . 3_665 ?
C3A C2A S1A C1A -173(2) . . . 3_665 ?
S2A C2A S1A C1A -164.3(15) 3_765 . . 3_665 ?
I1A C2A S1A C1A 7.2(10) 3_665 . . 3_665 ?
S3A C2A S1A C1A 7.2(10) 3_665 . . 3_665 ?
S1A C2A S1A S2A 20.4(15) 3_665 . . 3_765 ?
C3A C2A S1A S2A -8.4(12) . . . 3_765 ?
C1A C2A S1A S2A 164.3(15) 3_665 . . 3_765 ?
I1A C2A S1A S2A 171.5(14) 3_665 . . 3_765 ?
S3A C2A S1A S2A 171.5(14) 3_665 . . 3_765 ?
S1A C2A S1A S2A -146.6(19) 3_665 . . 3_665 ?
C3A C2A S1A S2A -175.4(15) . . . 3_665 ?
C1A C2A S1A S2A -2.7(12) 3_665 . . 3_665 ?
S2A C2A S1A S2A -167.0(6) 3_765 . . 3_665 ?
I1A C2A S1A S2A 4.5(10) 3_665 . . 3_665 ?
S3A C2A S1A S2A 4.5(10) 3_665 . . 3_665 ?
C2A C1A S2A S2A 0(3) 3_665 . . 3_765 ?
C3A C1A S2A S2A 152.3(18) 3_765 . . 3_765 ?
S3A C1A S2A S2A 161.8(17) . . . 3_765 ?
S1A C1A S2A S2A -14.3(12) . . . 3_765 ?
S1A C1A S2A S2A -6.3(8) 3_665 . . 3_765 ?
C2A C1A S2A C3A -153(4) 3_665 . . 3_765 ?
S3A C1A S2A C3A 9.4(16) . . . 3_765 ?
S2A C1A S2A C3A -152.3(18) 3_765 . . 3_765 ?
S1A C1A S2A C3A -167(2) . . . 3_765 ?
S1A C1A S2A C3A -158.6(17) 3_665 . . 3_765 ?
C2A C1A S2A S1A -166(2) 3_665 . . 1_655 ?
C3A C1A S2A S1A -14(2) 3_765 . . 1_655 ?
S3A C1A S2A S1A -4(3) . . . 1_655 ?
S2A C1A S2A S1A -165.9(17) 3_765 . . 1_655 ?
S1A C1A S2A S1A 179.8(11) . . . 1_655 ?
S1A C1A S2A S1A -172.2(10) 3_665 . . 1_655 ?
C2A C1A S2A C2A -159(3) 3_665 . . 3_765 ?
C3A C1A S2A C2A -6.8(16) 3_765 . . 3_765 ?
S3A C1A S2A C2A 2.7(18) . . . 3_765 ?
S2A C1A S2A C2A -159.1(12) 3_765 . . 3_765 ?
S1A C1A S2A C2A -173.4(11) . . . 3_765 ?
S1A C1A S2A C2A -165.4(9) 3_665 . . 3_765 ?
C2A C1A S2A C1A 0(3) 3_665 . . 3_765 ?
C3A C1A S2A C1A 152.3(18) 3_765 . . 3_765 ?
S3A C1A S2A C1A 161.8(17) . . . 3_765 ?
S2A C1A S2A C1A 0.001(4) 3_765 . . 3_765 ?
S1A C1A S2A C1A -14.3(12) . . . 3_765 ?
S1A C1A S2A C1A -6.3(8) 3_665 . . 3_765 ?
C2A C1A S2A C3A 13(3) 3_665 . . . ?
C3A C1A S2A C3A 165.7(10) 3_765 . . . ?
S3A C1A S2A C3A 175.1(14) . . . . ?
S2A C1A S2A C3A 13.4(9) 3_765 . . . ?
S1A C1A S2A C3A -0.9(14) . . . . ?
S1A C1A S2A C3A 7.1(10) 3_665 . . . ?
C2A C1A S2A S1A -146(2) 3_665 . . 3_765 ?
C3A C1A S2A S1A 6(3) 3_765 . . 3_765 ?
S3A C1A S2A S1A 16(4) . . . 3_765 ?
S2A C1A S2A S1A -146(3) 3_765 . . 3_765 ?
S1A C1A S2A S1A -160.3(16) . . . 3_765 ?
S1A C1A S2A S1A -152(2) 3_665 . . 3_765 ?
C2A C1A S2A S1A 6(3) 3_665 . . 3_665 ?
C3A C1A S2A S1A 158.6(17) 3_765 . . 3_665 ?
S3A C1A S2A S1A 168.1(19) . . . 3_665 ?
S2A C1A S2A S1A 6.3(8) 3_765 . . 3_665 ?
S1A C1A S2A S1A -8.0(7) . . . 3_665 ?
C2A C3A S2A S2A 26.4(17) . . . 3_765 ?
C1A C3A S2A S2A -144(2) 3_765 . . 3_765 ?
S1A C3A S2A S2A 19.5(14) 3_665 . . 3_765 ?
I1A C3A S2A S2A -150(2) 3_765 . . 3_765 ?
S3A C3A S2A S2A -150(2) 3_765 . . 3_765 ?
S2A C3A S2A C3A 0.002(3) 3_765 . . 3_765 ?
C2A C3A S2A C3A 26.4(17) . . . 3_765 ?
C1A C3A S2A C3A -144(2) 3_765 . . 3_765 ?
S1A C3A S2A C3A 19.5(14) 3_665 . . 3_765 ?
I1A C3A S2A C3A -150(2) 3_765 . . 3_765 ?
S3A C3A S2A C3A -150(2) 3_765 . . 3_765 ?
S2A C3A S2A S1A 152.7(19) 3_765 . . 1_655 ?
C2A C3A S2A S1A 179.1(14) . . . 1_655 ?
C1A C3A S2A S1A 9.1(13) 3_765 . . 1_655 ?
S1A C3A S2A S1A 172.2(5) 3_665 . . 1_655 ?
I1A C3A S2A S1A 2.4(13) 3_765 . . 1_655 ?
S3A C3A S2A S1A 2.4(13) 3_765 . . 1_655 ?
S2A C3A S2A C2A 138(3) 3_765 . . 3_765 ?
C2A C3A S2A C2A 164.2(11) . . . 3_765 ?
C1A C3A S2A C2A -6(3) 3_765 . . 3_765 ?
S1A C3A S2A C2A 157.4(18) 3_665 . . 3_765 ?
I1A C3A S2A C2A -12(3) 3_765 . . 3_765 ?
S3A C3A S2A C2A -12(3) 3_765 . . 3_765 ?
S2A C3A S2A C1A 144(2) 3_765 . . 3_765 ?
C2A C3A S2A C1A 170(2) . . . 3_765 ?
S1A C3A S2A C1A 163.2(15) 3_665 . . 3_765 ?
I1A C3A S2A C1A -6.7(10) 3_765 . . 3_765 ?
S3A C3A S2A C1A -6.7(10) 3_765 . . 3_765 ?
S2A C3A S2A C1A -26.8(18) 3_765 . . . ?
C2A C3A S2A C1A -0.5(18) . . . . ?
C1A C3A S2A C1A -170.5(6) 3_765 . . . ?
S1A C3A S2A C1A -7.3(10) 3_665 . . . ?
I1A C3A S2A C1A -177.2(10) 3_765 . . . ?
S3A C3A S2A C1A -177.2(10) 3_765 . . . ?
S2A C3A S2A S1A 146.7(18) 3_765 . . 3_765 ?
C2A C3A S2A S1A 173.1(15) . . . 3_765 ?
C1A C3A S2A S1A 3.1(12) 3_765 . . 3_765 ?
S1A C3A S2A S1A 166.2(7) 3_665 . . 3_765 ?
I1A C3A S2A S1A -3.6(10) 3_765 . . 3_765 ?
S3A C3A S2A S1A -3.6(10) 3_765 . . 3_765 ?
S2A C3A S2A S1A -19.5(14) 3_765 . . 3_665 ?
C2A C3A S2A S1A 6.8(12) . . . 3_665 ?
C1A C3A S2A S1A -163.2(15) 3_765 . . 3_665 ?
I1A C3A S2A S1A -169.9(14) 3_765 . . 3_665 ?
S3A C3A S2A S1A -169.9(14) 3_765 . . 3_665 ?
C2A C1A S3A C3A 165.0(19) 3_665 . . 3_765 ?
S2A C1A S3A C3A 17(3) 3_765 . . 3_765 ?
S1A C1A S3A C3A 170(2) . . . 3_765 ?
S1A C1A S3A C3A 146(4) 3_665 . . 3_765 ?
S2A C1A S3A C3A -5.5(10) . . . 3_765 ?
C3A C1A S3A C2A -165.0(19) 3_765 . . 3_665 ?
S2A C1A S3A C2A -148(4) 3_765 . . 3_665 ?
S1A C1A S3A C2A 5.1(10) . . . 3_665 ?
S1A C1A S3A C2A -19(3) 3_665 . . 3_665 ?
S2A C1A S3A C2A -170(2) . . . 3_665 ?
S2 C2 C3 S3 -0.5(7) . . . . ?
I1 C2 C3 S3 -178.5(3) . . . . ?
S2 C2 C3 I2 176.0(3) . . . . ?
I1 C2 C3 I2 -2.0(8) . . . . ?
S5 C5 C6 S6 0.0(7) . . . . ?
I3 C5 C6 S6 178.2(3) . . . . ?
S5 C5 C6 I4 179.8(3) . . . . ?
I3 C5 C6 I4 -2.0(8) . . . . ?
S1 C1 S2 C2 -178.1(4) . . . . ?
S3 C1 S2 C2 1.9(4) . . . . ?
C3 C2 S2 C1 -0.9(6) . . . . ?
I1 C2 S2 C1 177.3(3) . . . . ?
S1 C1 S3 C3 177.9(4) . . . . ?
S2 C1 S3 C3 -2.1(4) . . . . ?
C2 C3 S3 C1 1.6(6) . . . . ?
I2 C3 S3 C1 -175.2(3) . . . . ?
S4 C4 S5 C5 179.2(4) . . . . ?
S6 C4 S5 C5 -1.0(4) . . . . ?
C6 C5 S5 C4 0.6(6) . . . . ?
I3 C5 S5 C4 -177.7(3) . . . . ?
S4 C4 S6 C6 -179.2(4) . . . . ?
S5 C4 S6 C6 1.0(4) . . . . ?
C5 C6 S6 C4 -0.6(6) . . . . ?
I4 C6 S6 C4 179.6(3) . . . . ?

####################################################################### 
# 
# 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_SNI2
_database_code_depnum_ccdc_archive 'CCDC 1473071'
_audit_update_record             
;
2016-04-08 deposited with the CCDC.
2016-05-27 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
3-ethyl-4,5-diiodothiazole-2(3H)-thione
;
_chemical_formula_moiety         'C5 H5 I2 N S2'
_chemical_formula_sum            'C5 H5 I2 N S2'
_chemical_formula_weight         397.02
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      Monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.9979(3)
_cell_length_b                   8.1038(3)
_cell_length_c                   14.8354(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.7610(10)
_cell_angle_gamma                90
_cell_volume                     954.85(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4303
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      27.53
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.762
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             720
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    6.956
_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  0.247
_exptl_absorpt_correction_T_max  0.499

#----------------------------------------------------------------------------#
#                                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  0.0543
_diffrn_reflns_av_uneti/neti     0.0467
_diffrn_reflns_number            8038
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.054
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.990
_reflns_number_total             2171
_reflns_number_gt                2028
_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    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'CRYSCALc (T. Roisnel, local program, 2015)'

#----------------------------------------------------------------------------#
#                             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)+(0.0362P)²+0.0549P] 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         2171
_refine_ls_number_parameters     92
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0309
_refine_ls_wR_factor_ref         0.0767
_refine_ls_wR_factor_gt          0.0753
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.172
_refine_diff_density_min         -1.584
_refine_diff_density_rms         0.277

#....................................................................
# .res SHELXL file: job.res
# .hkl SHELXL file: job.hkl
#....................................................................



# End of hkl 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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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 0.3103(5) 0.3266(5) 0.1809(3) 0.0230(9) Uani 1 1 d . . . . .
H1A H 0.3812 0.3561 0.2370 0.034 Uiso 1 1 calc R U . . .
H1B H 0.1921 0.3236 0.1923 0.034 Uiso 1 1 calc R U . . .
H1C H 0.3245 0.4089 0.1340 0.034 Uiso 1 1 calc R U . . .
C2 C 0.3615(5) 0.1584(5) 0.1491(3) 0.0174(8) Uani 1 1 d . . . . .
H2A H 0.3431 0.0749 0.1956 0.021 Uiso 1 1 calc R U . . .
H2B H 0.2897 0.1290 0.0925 0.021 Uiso 1 1 calc R U . . .
C3 C 0.6631(5) 0.1099(4) 0.1992(2) 0.0145(8) Uani 1 1 d . . . . .
C4 C 0.7656(5) 0.1845(5) 0.0516(2) 0.0160(8) Uani 1 1 d . . . . .
C5 C 0.5979(5) 0.1985(5) 0.0502(2) 0.0149(8) Uani 1 1 d . . . . .
N6 N 0.5398(4) 0.1551(4) 0.1325(2) 0.0134(6) Uani 1 1 d . . . . .
S7 S 0.63962(12) 0.05127(12) 0.30506(6) 0.0189(2) Uani 1 1 d . . . . .
S8 S 0.85463(12) 0.11499(12) 0.15710(7) 0.0168(2) Uani 1 1 d . . . . .
I9 I 0.91264(4) 0.25381(3) -0.04729(2) 0.01993(11) Uani 1 1 d . . . . .
I10 I 0.42961(3) 0.28323(3) -0.05933(2) 0.01536(11) 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 C2 1.515(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 N6 1.475(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N6 1.362(4) . ?
C3 S7 1.673(4) . ?
C3 S8 1.722(4) . ?
C4 C5 1.344(5) . ?
C4 S8 1.736(4) . ?
C4 I9 2.063(4) . ?
C5 N6 1.402(5) . ?
C5 I10 2.100(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N6 C2 C1 111.7(3) . . ?
N6 C2 H2A 109.3 . . ?
C1 C2 H2A 109.3 . . ?
N6 C2 H2B 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
N6 C3 S7 127.3(3) . . ?
N6 C3 S8 109.3(3) . . ?
S7 C3 S8 123.4(2) . . ?
C5 C4 S8 110.1(3) . . ?
C5 C4 I9 128.2(3) . . ?
S8 C4 I9 121.4(2) . . ?
C4 C5 N6 113.5(3) . . ?
C4 C5 I10 125.9(3) . . ?
N6 C5 I10 120.6(3) . . ?
C3 N6 C5 114.5(3) . . ?
C3 N6 C2 121.0(3) . . ?
C5 N6 C2 124.5(3) . . ?
C3 S8 C4 92.66(18) . . ?

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
S8 C4 C5 N6 0.3(4) . . . . ?
I9 C4 C5 N6 -173.7(3) . . . . ?
S8 C4 C5 I10 178.3(2) . . . . ?
I9 C4 C5 I10 4.3(5) . . . . ?
S7 C3 N6 C5 179.9(3) . . . . ?
S8 C3 N6 C5 -2.1(4) . . . . ?
S7 C3 N6 C2 0.7(5) . . . . ?
S8 C3 N6 C2 178.7(3) . . . . ?
C4 C5 N6 C3 1.2(5) . . . . ?
I10 C5 N6 C3 -176.9(2) . . . . ?
C4 C5 N6 C2 -179.6(3) . . . . ?
I10 C5 N6 C2 2.3(5) . . . . ?
C1 C2 N6 C3 91.7(4) . . . . ?
C1 C2 N6 C5 -87.4(4) . . . . ?
N6 C3 S8 C4 1.8(3) . . . . ?
S7 C3 S8 C4 180.0(2) . . . . ?
C5 C4 S8 C3 -1.2(3) . . . . ?
I9 C4 S8 C3 173.2(2) . . . . ?

#----------------------------------------------------------------------------#
#===END OF CIF FILE FOR Y56                                                  #
#----------------------------------------------------------------------------#
####################################################################### 
# 
# 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_SNI
_database_code_depnum_ccdc_archive 'CCDC 1473072'
_audit_update_record             
;
2016-04-08 deposited with the CCDC.
2016-05-27 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
3-ethyl-5-iodothiazole-2-thione
;
_chemical_formula_moiety         'C5 H6 I N S2'
_chemical_formula_sum            'C5 H6 I N S2'
_chemical_formula_weight         271.13
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration rm/ad/rmad/syn/unk/.

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


_space_group_crystal_system      Monoclinic
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
_space_group_IT_number           4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   6.9028(13)
_cell_length_b                   15.231(3)
_cell_length_c                   8.4906(16)
_cell_angle_alpha                90
_cell_angle_beta                 108.101(6)
_cell_angle_gamma                90
_cell_volume                     848.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4690
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      27.32
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       stick
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.560
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.170
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.122
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             512
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    4.184
_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  0.292
_exptl_absorpt_correction_T_max  0.491

#----------------------------------------------------------------------------#
#                                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  0.0305
_diffrn_reflns_av_uneti/neti     0.0414
_diffrn_reflns_number            6666
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.105
_diffrn_reflns_theta_max         27.322
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_reflns_number_total             3235
_reflns_number_gt                3147
_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    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'CRYSCALc (T. Roisnel, local program, 2015)'

#----------------------------------------------------------------------------#
#                             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)+(0.0254P)²+1.4309P] 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         3235
_refine_ls_number_parameters     166
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.0720
_refine_ls_wR_factor_gt          0.0715
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_restrained_S_all      1.143
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.760
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.134
_refine_ls_abs_structure_details 
;
Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.51(4)

#....................................................................
# .res SHELXL file: job.res
# .hkl SHELXL file: job.hkl
#....................................................................



# End of hkl 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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
I11 I -0.35044(8) 0.08142(4) 0.48215(6) 0.02478(15) Uani 1 1 d . . . . .
I1 I 0.09042(8) -0.13657(4) 0.48284(6) 0.02458(15) Uani 1 1 d . . . . .
S2 S 0.5689(3) -0.14592(18) 0.7358(2) 0.0225(5) Uani 1 1 d . . . . .
S12 S 0.1271(3) 0.09569(16) 0.7326(2) 0.0211(5) Uani 1 1 d . . . . .
S11 S 0.4417(3) 0.10318(17) 1.0716(3) 0.0254(6) Uani 1 1 d . . . . .
S1 S 0.8806(3) -0.15380(17) 1.0757(3) 0.0257(6) Uani 1 1 d . . . . .
N11 N 0.0310(9) 0.0786(7) 0.9960(8) 0.0186(13) Uani 1 1 d . . . . .
N1 N 0.4654(9) -0.1354(6) 0.9950(7) 0.0180(13) Uani 1 1 d . . . . .
C4 C 0.3093(10) -0.1371(7) 0.7162(9) 0.0200(15) Uani 1 1 d . . . . .
C5 C 0.2831(12) -0.1323(9) 0.8675(10) 0.0215(17) Uani 1 1 d . . . . .
H5 H 0.1537 -0.1273 0.8842 0.026 Uiso 1 1 calc R U . . .
C14 C -0.1298(12) 0.0793(7) 0.7137(9) 0.0230(17) Uani 1 1 d . . . . .
C2 C 0.4722(13) -0.1322(7) 1.1724(10) 0.0251(18) Uani 1 1 d . . . . .
H2A H 0.3518 -0.0997 1.1812 0.030 Uiso 1 1 calc R U . . .
H2B H 0.5957 -0.0999 1.2371 0.030 Uiso 1 1 calc R U . . .
C11 C 0.0326(15) 0.1664(7) 1.2407(12) 0.033(2) Uani 1 1 d . . . . .
H11A H 0.1404 0.2019 1.2199 0.050 Uiso 1 1 calc R U . . .
H11B H 0.0543 0.1632 1.3602 0.050 Uiso 1 1 calc R U . . .
H11C H -0.1002 0.1932 1.1856 0.050 Uiso 1 1 calc R U . . .
C13 C 0.1996(12) 0.0920(7) 0.9485(10) 0.0177(18) Uani 1 1 d . . . . .
C15 C -0.1540(12) 0.0719(8) 0.8663(11) 0.0218(19) Uani 1 1 d . . . . .
H15 H -0.2823 0.0630 0.8833 0.026 Uiso 1 1 calc R U . . .
C3 C 0.6376(11) -0.1435(8) 0.9512(10) 0.0190(17) Uani 1 1 d . . . . .
C12 C 0.0377(12) 0.0743(7) 1.1727(10) 0.0229(18) Uani 1 1 d . . . . .
H12A H 0.1638 0.0440 1.2385 0.027 Uiso 1 1 calc R U . . .
H12B H -0.0803 0.0402 1.1821 0.027 Uiso 1 1 calc R U . . .
C1 C 0.4745(16) -0.2222(7) 1.2451(12) 0.034(2) Uani 1 1 d . . . . .
H1A H 0.3504 -0.2538 1.1836 0.052 Uiso 1 1 calc R U . . .
H1B H 0.4805 -0.2170 1.3616 0.052 Uiso 1 1 calc R U . . .
H1C H 0.5941 -0.2545 1.2377 0.052 Uiso 1 1 calc R U . . .



#----------------------------------------------------------------------------#
#                               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
I11 C14 2.080(8) . ?
I1 C4 2.085(7) . ?
S2 C3 1.741(8) . ?
S2 C4 1.753(7) . ?
S12 C13 1.745(8) . ?
S12 C14 1.748(8) . ?
S11 C13 1.682(8) . ?
S1 C3 1.689(8) . ?
N11 C13 1.360(10) . ?
N11 C15 1.407(10) . ?
N11 C12 1.488(10) . ?
N1 C3 1.357(10) . ?
N1 C5 1.382(10) . ?
N1 C2 1.493(9) . ?
C4 C5 1.353(11) . ?
C5 H5 0.9500 . ?
C14 C15 1.361(11) . ?
C2 C1 1.501(15) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C11 C12 1.521(14) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C15 H15 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 S2 C4 92.0(4) . . ?
C13 S12 C14 92.5(4) . . ?
C13 N11 C15 115.5(7) . . ?
C13 N11 C12 122.9(7) . . ?
C15 N11 C12 121.5(6) . . ?
C3 N1 C5 116.7(6) . . ?
C3 N1 C2 121.6(6) . . ?
C5 N1 C2 121.7(6) . . ?
C5 C4 S2 110.4(5) . . ?
C5 C4 I1 129.1(5) . . ?
S2 C4 I1 120.5(4) . . ?
C4 C5 N1 112.6(7) . . ?
C4 C5 H5 123.7 . . ?
N1 C5 H5 123.7 . . ?
C15 C14 S12 110.2(6) . . ?
C15 C14 I11 129.1(6) . . ?
S12 C14 I11 120.6(4) . . ?
N1 C2 C1 112.2(8) . . ?
N1 C2 H2A 109.2 . . ?
C1 C2 H2A 109.2 . . ?
N1 C2 H2B 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N11 C13 S11 127.4(6) . . ?
N11 C13 S12 108.9(6) . . ?
S11 C13 S12 123.7(5) . . ?
C14 C15 N11 112.9(7) . . ?
C14 C15 H15 123.6 . . ?
N11 C15 H15 123.6 . . ?
N1 C3 S1 128.4(6) . . ?
N1 C3 S2 108.3(5) . . ?
S1 C3 S2 123.3(5) . . ?
N11 C12 C11 110.1(9) . . ?
N11 C12 H12A 109.6 . . ?
C11 C12 H12A 109.6 . . ?
N11 C12 H12B 109.6 . . ?
C11 C12 H12B 109.6 . . ?
H12A C12 H12B 108.1 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 S2 C4 C5 0.3(10) . . . . ?
C3 S2 C4 I1 -179.0(7) . . . . ?
S2 C4 C5 N1 0.1(14) . . . . ?
I1 C4 C5 N1 179.4(8) . . . . ?
C3 N1 C5 C4 -0.7(16) . . . . ?
C2 N1 C5 C4 -179.2(10) . . . . ?
C13 S12 C14 C15 0.1(9) . . . . ?
C13 S12 C14 I11 176.3(6) . . . . ?
C3 N1 C2 C1 -85.1(11) . . . . ?
C5 N1 C2 C1 93.3(12) . . . . ?
C15 N11 C13 S11 179.8(9) . . . . ?
C12 N11 C13 S11 1.8(14) . . . . ?
C15 N11 C13 S12 -0.4(11) . . . . ?
C12 N11 C13 S12 -178.5(9) . . . . ?
C14 S12 C13 N11 0.2(8) . . . . ?
C14 S12 C13 S11 179.9(7) . . . . ?
S12 C14 C15 N11 -0.4(13) . . . . ?
I11 C14 C15 N11 -176.1(8) . . . . ?
C13 N11 C15 C14 0.6(14) . . . . ?
C12 N11 C15 C14 178.6(10) . . . . ?
C5 N1 C3 S1 -176.9(11) . . . . ?
C2 N1 C3 S1 1.6(14) . . . . ?
C5 N1 C3 S2 0.9(12) . . . . ?
C2 N1 C3 S2 179.4(9) . . . . ?
C4 S2 C3 N1 -0.7(8) . . . . ?
C4 S2 C3 S1 177.3(8) . . . . ?
C13 N11 C12 C11 83.4(11) . . . . ?
C15 N11 C12 C11 -94.5(12) . . . . ?

#----------------------------------------------------------------------------#
#===END OF CIF FILE FOR Y67                                                  #
#----------------------------------------------------------------------------#
