# 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 2022

####################################################################### 
# 
# 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_3_vim107
_database_code_depnum_ccdc_archive 'CCDC 2115817'
loop_
_audit_author_name
_audit_author_address
'Irina Bagryanskaya'
;Institute of Organic Chemistry, Novosibirsk 
Russia
;
_audit_update_record             
;
2021-10-15 deposited with the CCDC.	2022-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
 6-Methoxy-3,1,2,4-benzothiaselenadiazine
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 N2 O S Se'
_chemical_formula_sum            'C7 H6 N2 O S Se'
_chemical_formula_weight         245.16

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.6599(4)
_cell_length_b                   7.4329(4)
_cell_length_c                   8.7949(5)
_cell_angle_alpha                87.367(3)
_cell_angle_beta                 75.419(3)
_cell_angle_gamma                87.060(3)
_cell_volume                     420.55(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5045
_cell_measurement_theta_min      4.10
_cell_measurement_theta_max      27.49

_exptl_crystal_description       plate-prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.936
_exptl_crystal_F_000             240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    4.660
_shelx_estimated_absorpt_T_min   0.335
_shelx_estimated_absorpt_T_max   0.767
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5556
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7576
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.394
_diffrn_reflns_theta_max         27.520
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             1931
_reflns_number_gt                1761
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0351P)²+0.3393P] 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         1931
_refine_ls_number_parameters     110
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0283
_refine_ls_wR_factor_ref         0.0775
_refine_ls_wR_factor_gt          0.0727
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.42754(4) 0.08540(4) 0.22130(3) 0.04678(12) Uani 1 1 d . . . . .
S3 S 0.00651(12) 0.13512(11) 0.17307(8) 0.05000(19) Uani 1 1 d . . . . .
O1 O -0.0275(3) 0.4073(3) 0.8397(2) 0.0543(5) Uani 1 1 d . . . . .
N4 N -0.0746(3) 0.1783(3) 0.3471(3) 0.0415(5) Uani 1 1 d . . . . .
C5 C -0.0515(4) 0.2888(3) 0.5919(3) 0.0335(5) Uani 1 1 d . . . . .
H5 H -0.1956 0.3024 0.6185 0.040 Uiso 1 1 calc R U . . .
N2 N 0.2404(4) 0.1010(4) 0.0982(3) 0.0580(7) Uani 1 1 d . . . . .
C4A C 0.0522(4) 0.2183(3) 0.4474(3) 0.0314(5) Uani 1 1 d . . . . .
C6 C 0.0601(4) 0.3390(4) 0.6963(3) 0.0386(5) Uani 1 1 d . . . . .
C1 C -0.2472(5) 0.4154(4) 0.8940(4) 0.0513(7) Uani 1 1 d . . . . .
H3 H -0.3052 0.4950 0.8256 0.077 Uiso 1 1 calc R U . . .
H2 H -0.2863 0.4595 0.9987 0.077 Uiso 1 1 calc R U . . .
H1 H -0.2987 0.2970 0.8944 0.077 Uiso 1 1 calc R U . . .
C7 C 0.2731(5) 0.3202(5) 0.6554(4) 0.0569(8) Uani 1 1 d . . . . .
H7 H 0.3484 0.3534 0.7247 0.068 Uiso 1 1 calc R U . . .
C8 C 0.3763(4) 0.2521(5) 0.5113(4) 0.0522(7) Uani 1 1 d . . . . .
H8 H 0.5206 0.2433 0.4834 0.063 Uiso 1 1 calc R U . . .
C8A C 0.2675(4) 0.1974(3) 0.4092(3) 0.0352(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 N2 1.842(3) . ?
Se1 C8A 1.926(2) . ?
S3 N4 1.532(2) . ?
S3 N2 1.544(3) . ?
O1 C6 1.359(3) . ?
O1 C1 1.419(4) . ?
N4 C4A 1.416(3) . ?
C5 C6 1.392(4) . ?
C5 C4A 1.396(3) . ?
C5 H5 0.9300 . ?
C4A C8A 1.390(3) . ?
C6 C7 1.374(4) . ?
C1 H3 0.9600 . ?
C1 H2 0.9600 . ?
C1 H1 0.9600 . ?
C7 C8 1.385(4) . ?
C7 H7 0.9300 . ?
C8 C8A 1.374(4) . ?
C8 H8 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Se1 C8A 101.14(11) . . ?
N4 S3 N2 121.50(13) . . ?
C6 O1 C1 118.7(2) . . ?
C4A N4 S3 124.69(18) . . ?
C6 C5 C4A 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
C4A C5 H5 119.9 . . ?
S3 N2 Se1 120.45(15) . . ?
C8A C4A C5 119.5(2) . . ?
C8A C4A N4 124.7(2) . . ?
C5 C4A N4 115.9(2) . . ?
O1 C6 C7 116.2(2) . . ?
O1 C6 C5 124.3(2) . . ?
C7 C6 C5 119.5(2) . . ?
O1 C1 H3 109.5 . . ?
O1 C1 H2 109.5 . . ?
H3 C1 H2 109.5 . . ?
O1 C1 H1 109.5 . . ?
H3 C1 H1 109.5 . . ?
H2 C1 H1 109.5 . . ?
C8 C7 C6 120.3(3) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C8A C8 C7 120.7(3) . . ?
C8A C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C8A C4A 119.8(2) . . ?
C8 C8A Se1 116.60(19) . . ?
C4A C8A Se1 123.59(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
N2 S3 N4 C4A 10.2(3) . . . . ?
N4 S3 N2 Se1 7.1(3) . . . . ?
C8A Se1 N2 S3 -18.1(2) . . . . ?
C6 C5 C4A C8A 0.4(4) . . . . ?
C6 C5 C4A N4 -177.5(2) . . . . ?
S3 N4 C4A C8A -10.2(4) . . . . ?
S3 N4 C4A C5 167.63(19) . . . . ?
C1 O1 C6 C7 -174.7(3) . . . . ?
C1 O1 C6 C5 5.4(4) . . . . ?
C4A C5 C6 O1 -179.4(2) . . . . ?
C4A C5 C6 C7 0.7(4) . . . . ?
O1 C6 C7 C8 -179.9(3) . . . . ?
C5 C6 C7 C8 0.1(5) . . . . ?
C6 C7 C8 C8A -1.9(5) . . . . ?
C7 C8 C8A C4A 3.0(5) . . . . ?
C7 C8 C8A Se1 -174.6(3) . . . . ?
C5 C4A C8A C8 -2.3(4) . . . . ?
N4 C4A C8A C8 175.5(3) . . . . ?
C5 C4A C8A Se1 175.18(18) . . . . ?
N4 C4A C8A Se1 -7.1(4) . . . . ?

_refine_diff_density_max         0.629
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.080

####################################################################### 
# 
# 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_25_26_vim201f
_database_code_depnum_ccdc_archive 'CCDC 2115820'
loop_
_audit_author_name
_audit_author_address
'Irina Bagryanskaya'
;Institute of Organic Chemistry, Novosibirsk 
Russia
;
_audit_update_record             
;
2022-01-11 deposited with the CCDC.	2022-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'1 : 1 complex between 4,7-Di-tert-butyl-1,2,3-benzodithiazolium chloride and 5,8-Di-tert-butyl-7-chlor-1,3,2,4-benzodithiadiazine 3,3-dioxide'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H21.33 Cl0.67 N2 O2 S2, C14 H20 N S2, Cl'
_chemical_formula_sum            'C28 H41.33 Cl1.67 N3 O2 S4'
_chemical_formula_weight         639.41

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5054(7)
_cell_length_b                   12.3360(8)
_cell_length_c                   14.6228(10)
_cell_angle_alpha                113.319(3)
_cell_angle_beta                 98.895(3)
_cell_angle_gamma                103.186(3)
_cell_volume                     1629.55(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9907
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      27.21

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_F_000             677
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.458
_shelx_estimated_absorpt_T_min   0.820
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7655
_exptl_absorpt_correction_T_max  0.9166
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10427
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.070
_diffrn_reflns_theta_max         27.509
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7060
_reflns_number_gt                5218
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0629P)²+0.9988P] 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         7060
_refine_ls_number_parameters     365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1379
_refine_ls_wR_factor_gt          0.1224
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.37300(6) 0.74188(6) 1.28541(5) 0.03999(16) Uani 1 1 d . . . . .
S1' S 0.77250(7) -0.13931(6) 0.75238(6) 0.04877(19) Uani 1 1 d . . . . .
S3 S 0.61359(7) -0.31709(6) 0.55158(5) 0.04542(18) Uani 1 1 d . . . . .
S2 S 0.53025(7) 0.90107(6) 1.36924(5) 0.04586(18) Uani 1 1 d . . . . .
Cl1 Cl 0.27841(7) 0.95338(6) 1.40493(5) 0.04828(18) Uani 1 1 d . . . . .
C7' C 0.4915(3) 0.0201(3) 0.8459(2) 0.0533(7) Uani 0.668(4) 1 d . . P A 1
Cl2 Cl 0.46454(16) 0.16272(12) 0.91270(11) 0.0788(6) Uani 0.668(4) 1 d . . P A
1
C7" C 0.4915(3) 0.0201(3) 0.8459(2) 0.0533(7) Uani 0.332(4) 1 d . . P A 2
H1 H 0.485099 0.094826 0.892677 0.064 Uiso 0.332(4) 1 calc R U P A 2
O1 O 0.6577(2) -0.42215(18) 0.53701(18) 0.0643(6) Uani 1 1 d . . . . .
O2 O 0.5535(2) -0.3095(2) 0.46128(15) 0.0630(6) Uani 1 1 d . . . . .
N2 N 0.7362(2) -0.1869(2) 0.62326(17) 0.0452(5) Uani 1 1 d . . . . .
H2 H 0.780204 -0.144614 0.596867 0.054 Uiso 1 1 calc R U . . .
N4 N 0.5153(2) -0.31205(19) 0.62868(16) 0.0430(5) Uani 1 1 d . . . . .
H4 H 0.470811 -0.381014 0.626827 0.052 Uiso 1 1 calc R U . . .
N3 N 0.6504(2) 0.8501(2) 1.33994(17) 0.0434(5) Uani 1 1 d . . . . .
C10' C 0.7179(5) 0.1976(4) 1.0327(3) 0.1027(16) Uani 1 1 d . . . . .
H10D H 0.652340 0.156441 1.057264 0.154 Uiso 1 1 calc R U . . .
H10E H 0.682270 0.250604 1.010126 0.154 Uiso 1 1 calc R U . . .
H10F H 0.800207 0.246841 1.087712 0.154 Uiso 1 1 calc R U . . .
C9' C 0.7483(3) 0.0991(3) 0.9410(2) 0.0489(7) Uani 1 1 d . . . . .
C8' C 0.6172(3) 0.0052(2) 0.85321(19) 0.0411(6) Uani 1 1 d . . . . .
C6' C 0.3720(3) -0.0692(3) 0.7728(2) 0.0493(7) Uani 1 1 d . . . . .
H6' H 0.290470 -0.051897 0.773778 0.059 Uiso 1 1 calc R U . A 1
C5' C 0.3710(3) -0.1828(2) 0.69907(19) 0.0421(6) Uani 1 1 d . . . . .
C13' C 0.2345(3) -0.2802(3) 0.6244(2) 0.0488(7) Uani 1 1 d . . . . .
C14' C 0.2331(4) -0.3147(3) 0.5105(2) 0.0631(8) Uani 1 1 d . . . . .
H14D H 0.145306 -0.371059 0.465950 0.095 Uiso 1 1 calc R U . . .
H14E H 0.301111 -0.353951 0.493748 0.095 Uiso 1 1 calc R U . . .
H14F H 0.252181 -0.240659 0.500845 0.095 Uiso 1 1 calc R U . . .
C15' C 0.1154(3) -0.2318(4) 0.6417(3) 0.0764(10) Uani 1 1 d . . . . .
H15D H 0.032117 -0.296570 0.597126 0.115 Uiso 1 1 calc R U . . .
H15E H 0.124766 -0.162009 0.626391 0.115 Uiso 1 1 calc R U . . .
H15F H 0.114035 -0.206141 0.712601 0.115 Uiso 1 1 calc R U . . .
C11' C 0.8414(4) 0.1697(3) 0.8994(3) 0.0759(11) Uani 1 1 d . . . . .
H11D H 0.922263 0.226280 0.953663 0.114 Uiso 1 1 calc R U . . .
H11E H 0.795386 0.215694 0.874493 0.114 Uiso 1 1 calc R U . . .
H11F H 0.865284 0.111857 0.843652 0.114 Uiso 1 1 calc R U . . .
C12' C 0.8186(5) 0.0305(4) 0.9879(3) 0.0924(14) Uani 1 1 d . . . . .
H12D H 0.855174 -0.021783 0.938080 0.139 Uiso 1 1 calc R U . . .
H12E H 0.754043 -0.019799 1.006680 0.139 Uiso 1 1 calc R U . . .
H12F H 0.890913 0.089860 1.048388 0.139 Uiso 1 1 calc R U . . .
C8A C 0.6193(3) -0.1070(2) 0.77328(19) 0.0388(5) Uani 1 1 d . . . . .
C4A C 0.4992(3) -0.1990(2) 0.69930(18) 0.0380(5) Uani 1 1 d . . . . .
C16' C 0.2086(3) -0.3966(3) 0.6436(3) 0.0624(8) Uani 1 1 d . . . . .
H16D H 0.206355 -0.373445 0.714131 0.094 Uiso 1 1 calc R U . . .
H16E H 0.280146 -0.432176 0.630881 0.094 Uiso 1 1 calc R U . . .
H16F H 0.123068 -0.456731 0.597893 0.094 Uiso 1 1 calc R U . . .
C13 C 0.9118(3) 0.7994(3) 1.4123(2) 0.0615(8) Uani 1 1 d . . . . .
H13A H 0.883200 0.733030 1.430823 0.092 Uiso 1 1 calc R U . . .
H13B H 0.867928 0.860412 1.440755 0.092 Uiso 1 1 calc R U . . .
H13C H 1.008572 0.837541 1.439469 0.092 Uiso 1 1 calc R U . . .
C12 C 0.8727(3) 0.7466(3) 1.2932(2) 0.0473(6) Uani 1 1 d . . . . .
C4 C 0.7206(3) 0.6713(3) 1.25041(19) 0.0413(6) Uani 1 1 d . . . . .
C5 C 0.6719(3) 0.5459(3) 1.1870(2) 0.0546(7) Uani 1 1 d . . . . .
H5 H 0.733847 0.504519 1.166428 0.065 Uiso 1 1 calc R U . . .
C6 C 0.5322(3) 0.4760(3) 1.1512(2) 0.0552(7) Uani 1 1 d . . . . .
H6 H 0.507820 0.391074 1.108345 0.066 Uiso 1 1 calc R U . . .
C7 C 0.4299(3) 0.5249(2) 1.17521(19) 0.0400(6) Uani 1 1 d . . . . .
C8 C 0.2790(3) 0.4461(2) 1.1360(2) 0.0470(6) Uani 1 1 d . . . . .
C9 C 0.2226(3) 0.4513(3) 1.2275(3) 0.0640(9) Uani 1 1 d . . . . .
H9A H 0.130669 0.396295 1.202108 0.096 Uiso 1 1 calc R U . . .
H9B H 0.224424 0.534863 1.268662 0.096 Uiso 1 1 calc R U . . .
H9C H 0.277286 0.425997 1.269073 0.096 Uiso 1 1 calc R U . . .
C10 C 0.2627(4) 0.3079(3) 1.0683(3) 0.0741(10) Uani 1 1 d . . . . .
H10A H 0.314727 0.278656 1.107877 0.111 Uiso 1 1 calc R U . . .
H10B H 0.294828 0.300439 1.008743 0.111 Uiso 1 1 calc R U . . .
H10C H 0.168588 0.258973 1.046207 0.111 Uiso 1 1 calc R U . . .
C14 C 0.9598(3) 0.6653(3) 1.2530(3) 0.0664(9) Uani 1 1 d . . . . .
H14A H 0.940367 0.633908 1.179166 0.100 Uiso 1 1 calc R U . . .
H14B H 0.939944 0.596823 1.270047 0.100 Uiso 1 1 calc R U . . .
H14C H 1.054124 0.713728 1.284297 0.100 Uiso 1 1 calc R U . . .
C15 C 0.9020(3) 0.8527(3) 1.2616(3) 0.0623(8) Uani 1 1 d . . . . .
H15A H 0.997519 0.897850 1.286951 0.093 Uiso 1 1 calc R U . . .
H15B H 0.852170 0.908009 1.290637 0.093 Uiso 1 1 calc R U . . .
H15C H 0.874509 0.818536 1.187500 0.093 Uiso 1 1 calc R U . . .
C3A C 0.6185(2) 0.7269(2) 1.27649(18) 0.0371(5) Uani 1 1 d . . . . .
C7A C 0.4762(2) 0.6556(2) 1.23991(18) 0.0351(5) Uani 1 1 d . . . . .
C11 C 0.1971(3) 0.4915(3) 1.0712(3) 0.0659(9) Uani 1 1 d . . . . .
H11A H 0.233430 0.487344 1.013951 0.099 Uiso 1 1 calc R U . . .
H11B H 0.202848 0.575998 1.113333 0.099 Uiso 1 1 calc R U . . .
H11C H 0.103804 0.439629 1.045512 0.099 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C7A 1.715(2) . ?
S1 S2 2.0189(9) . ?
S1' N2 1.689(2) . ?
S1' C8A 1.786(3) . ?
S3 O2 1.420(2) . ?
S3 O1 1.423(2) . ?
S3 N2 1.626(2) . ?
S3 N4 1.635(2) . ?
S2 N3 1.577(2) . ?
C7' C8' 1.369(4) . ?
C7' C6' 1.398(4) . ?
C7' Cl2 1.755(3) . ?
C7" C8' 1.369(4) . ?
C7" C6' 1.398(4) . ?
C7" H1 0.9300 . ?
N2 H2 0.8600 . ?
N4 C4A 1.436(3) . ?
N4 H4 0.8600 . ?
N3 C3A 1.356(3) . ?
C10' C9' 1.548(5) . ?
C10' H10D 0.9600 . ?
C10' H10E 0.9600 . ?
C10' H10F 0.9600 . ?
C9' C11' 1.517(4) . ?
C9' C12' 1.522(5) . ?
C9' C8' 1.561(4) . ?
C8' C8A 1.422(4) . ?
C6' C5' 1.386(4) . ?
C6' H6' 0.9300 . ?
C5' C4A 1.405(4) . ?
C5' C13' 1.544(4) . ?
C13' C15' 1.518(5) . ?
C13' C16' 1.544(4) . ?
C13' C14' 1.545(4) . ?
C14' H14D 0.9600 . ?
C14' H14E 0.9600 . ?
C14' H14F 0.9600 . ?
C15' H15D 0.9600 . ?
C15' H15E 0.9600 . ?
C15' H15F 0.9600 . ?
C11' H11D 0.9600 . ?
C11' H11E 0.9600 . ?
C11' H11F 0.9600 . ?
C12' H12D 0.9600 . ?
C12' H12E 0.9600 . ?
C12' H12F 0.9600 . ?
C8A C4A 1.416(3) . ?
C16' H16D 0.9600 . ?
C16' H16E 0.9600 . ?
C16' H16F 0.9600 . ?
C13 C12 1.544(4) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C12 C14 1.519(4) . ?
C12 C15 1.536(4) . ?
C12 C4 1.537(4) . ?
C4 C5 1.367(4) . ?
C4 C3A 1.421(4) . ?
C5 C6 1.414(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.373(4) . ?
C6 H6 0.9300 . ?
C7 C7A 1.423(3) . ?
C7 C8 1.537(4) . ?
C8 C11 1.530(4) . ?
C8 C10 1.547(4) . ?
C8 C9 1.529(4) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C3A C7A 1.441(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7A S1 S2 93.33(9) . . ?
N2 S1' C8A 98.80(12) . . ?
O2 S3 O1 117.21(14) . . ?
O2 S3 N2 107.07(13) . . ?
O1 S3 N2 111.71(13) . . ?
O2 S3 N4 113.08(13) . . ?
O1 S3 N4 106.01(13) . . ?
N2 S3 N4 100.57(11) . . ?
N3 S2 S1 99.14(9) . . ?
C8' C7' C6' 124.4(3) . . ?
C8' C7' Cl2 123.7(2) . . ?
C6' C7' Cl2 111.1(2) . . ?
C8' C7" C6' 124.4(3) . . ?
C8' C7" H1 117.8 . . ?
C6' C7" H1 117.8 . . ?
S3 N2 S1' 116.37(13) . . ?
S3 N2 H2 121.8 . . ?
S1' N2 H2 121.8 . . ?
C4A N4 S3 123.73(17) . . ?
C4A N4 H4 118.1 . . ?
S3 N4 H4 118.1 . . ?
C3A N3 S2 117.58(18) . . ?
C9' C10' H10D 109.5 . . ?
C9' C10' H10E 109.5 . . ?
H10D C10' H10E 109.5 . . ?
C9' C10' H10F 109.5 . . ?
H10D C10' H10F 109.5 . . ?
H10E C10' H10F 109.5 . . ?
C11' C9' C12' 112.0(3) . . ?
C11' C9' C10' 106.8(3) . . ?
C12' C9' C10' 105.0(3) . . ?
C11' C9' C8' 110.1(2) . . ?
C12' C9' C8' 109.9(2) . . ?
C10' C9' C8' 112.8(3) . . ?
C7" C8' C8A 113.9(2) . . ?
C7' C8' C8A 113.9(2) . . ?
C7" C8' C9' 124.6(2) . . ?
C7' C8' C9' 124.6(2) . . ?
C8A C8' C9' 121.5(3) . . ?
C5' C6' C7' 122.2(3) . . ?
C5' C6' C7" 122.2(3) . . ?
C5' C6' H6' 118.9 . . ?
C7' C6' H6' 118.9 . . ?
C6' C5' C4A 115.3(2) . . ?
C6' C5' C13' 119.5(3) . . ?
C4A C5' C13' 125.1(2) . . ?
C15' C13' C16' 106.8(3) . . ?
C15' C13' C14' 106.4(3) . . ?
C16' C13' C14' 111.0(3) . . ?
C15' C13' C5' 112.0(2) . . ?
C16' C13' C5' 109.4(2) . . ?
C14' C13' C5' 111.1(2) . . ?
C13' C14' H14D 109.5 . . ?
C13' C14' H14E 109.5 . . ?
H14D C14' H14E 109.5 . . ?
C13' C14' H14F 109.5 . . ?
H14D C14' H14F 109.5 . . ?
H14E C14' H14F 109.5 . . ?
C13' C15' H15D 109.5 . . ?
C13' C15' H15E 109.5 . . ?
H15D C15' H15E 109.5 . . ?
C13' C15' H15F 109.5 . . ?
H15D C15' H15F 109.5 . . ?
H15E C15' H15F 109.5 . . ?
C9' C11' H11D 109.5 . . ?
C9' C11' H11E 109.5 . . ?
H11D C11' H11E 109.5 . . ?
C9' C11' H11F 109.5 . . ?
H11D C11' H11F 109.5 . . ?
H11E C11' H11F 109.5 . . ?
C9' C12' H12D 109.5 . . ?
C9' C12' H12E 109.5 . . ?
H12D C12' H12E 109.5 . . ?
C9' C12' H12F 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?
C4A C8A C8' 122.2(2) . . ?
C4A C8A S1' 114.38(19) . . ?
C8' C8A S1' 123.3(2) . . ?
C5' C4A C8A 121.6(2) . . ?
C5' C4A N4 122.2(2) . . ?
C8A C4A N4 116.1(2) . . ?
C13' C16' H16D 109.5 . . ?
C13' C16' H16E 109.5 . . ?
H16D C16' H16E 109.5 . . ?
C13' C16' H16F 109.5 . . ?
H16D C16' H16F 109.5 . . ?
H16E C16' H16F 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C14 C12 C15 108.7(3) . . ?
C14 C12 C4 111.5(2) . . ?
C15 C12 C4 110.0(2) . . ?
C14 C12 C13 107.6(3) . . ?
C15 C12 C13 110.5(3) . . ?
C4 C12 C13 108.6(2) . . ?
C5 C4 C3A 114.4(2) . . ?
C5 C4 C12 123.5(3) . . ?
C3A C4 C12 122.1(2) . . ?
C4 C5 C6 123.3(3) . . ?
C4 C5 H5 118.4 . . ?
C6 C5 H5 118.4 . . ?
C7 C6 C5 124.6(3) . . ?
C7 C6 H6 117.7 . . ?
C5 C6 H6 117.7 . . ?
C6 C7 C7A 113.9(2) . . ?
C6 C7 C8 123.3(2) . . ?
C7A C7 C8 122.8(2) . . ?
C11 C8 C10 108.7(3) . . ?
C11 C8 C7 110.6(2) . . ?
C10 C8 C7 110.0(2) . . ?
C11 C8 C9 110.4(3) . . ?
C10 C8 C9 106.9(3) . . ?
C7 C8 C9 110.1(2) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N3 C3A C4 121.6(2) . . ?
N3 C3A C7A 116.2(2) . . ?
C4 C3A C7A 122.2(2) . . ?
C7 C7A C3A 121.6(2) . . ?
C7 C7A S1 124.58(19) . . ?
C3A C7A S1 113.77(18) . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 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
O2 S3 N2 S1' 150.62(15) . . . . ?
O1 S3 N2 S1' -79.80(18) . . . . ?
N4 S3 N2 S1' 32.30(17) . . . . ?
C8A S1' N2 S3 -67.19(16) . . . . ?
O2 S3 N4 C4A -79.7(2) . . . . ?
O1 S3 N4 C4A 150.5(2) . . . . ?
N2 S3 N4 C4A 34.1(2) . . . . ?
S1 S2 N3 C3A -1.9(2) . . . . ?
C6' C7" C8' C8A 5.1(4) . . . . ?
C6' C7" C8' C9' -173.8(3) . . . . ?
C6' C7' C8' C8A 5.1(4) . . . . ?
Cl2 C7' C8' C8A -163.9(2) . . . . ?
C6' C7' C8' C9' -173.8(3) . . . . ?
Cl2 C7' C8' C9' 17.1(4) . . . . ?
C11' C9' C8' C7" -106.9(3) . . . . ?
C12' C9' C8' C7" 129.3(3) . . . . ?
C10' C9' C8' C7" 12.4(4) . . . . ?
C11' C9' C8' C7' -106.9(3) . . . . ?
C12' C9' C8' C7' 129.3(3) . . . . ?
C10' C9' C8' C7' 12.4(4) . . . . ?
C11' C9' C8' C8A 74.3(3) . . . . ?
C12' C9' C8' C8A -49.6(4) . . . . ?
C10' C9' C8' C8A -166.5(3) . . . . ?
C8' C7' C6' C5' -0.8(5) . . . . ?
Cl2 C7' C6' C5' 169.5(2) . . . . ?
C8' C7" C6' C5' -0.8(5) . . . . ?
C7' C6' C5' C4A -3.3(4) . . . . ?
C7" C6' C5' C4A -3.3(4) . . . . ?
C7' C6' C5' C13' 176.7(3) . . . . ?
C7" C6' C5' C13' 176.7(3) . . . . ?
C6' C5' C13' C15' 2.2(4) . . . . ?
C4A C5' C13' C15' -177.7(3) . . . . ?
C6' C5' C13' C16' -116.0(3) . . . . ?
C4A C5' C13' C16' 64.1(3) . . . . ?
C6' C5' C13' C14' 121.1(3) . . . . ?
C4A C5' C13' C14' -58.8(4) . . . . ?
C7" C8' C8A C4A -5.6(4) . . . . ?
C7' C8' C8A C4A -5.6(4) . . . . ?
C9' C8' C8A C4A 173.3(2) . . . . ?
C7" C8' C8A S1' 170.2(2) . . . . ?
C7' C8' C8A S1' 170.2(2) . . . . ?
C9' C8' C8A S1' -10.8(3) . . . . ?
N2 S1' C8A C4A 44.3(2) . . . . ?
N2 S1' C8A C8' -131.9(2) . . . . ?
C6' C5' C4A C8A 2.7(4) . . . . ?
C13' C5' C4A C8A -177.4(2) . . . . ?
C6' C5' C4A N4 179.1(2) . . . . ?
C13' C5' C4A N4 -0.9(4) . . . . ?
C8' C8A C4A C5' 1.9(4) . . . . ?
S1' C8A C4A C5' -174.30(19) . . . . ?
C8' C8A C4A N4 -174.8(2) . . . . ?
S1' C8A C4A N4 9.0(3) . . . . ?
S3 N4 C4A C5' 125.1(2) . . . . ?
S3 N4 C4A C8A -58.3(3) . . . . ?
C14 C12 C4 C5 2.1(4) . . . . ?
C15 C12 C4 C5 122.7(3) . . . . ?
C13 C12 C4 C5 -116.2(3) . . . . ?
C14 C12 C4 C3A -179.7(3) . . . . ?
C15 C12 C4 C3A -59.1(3) . . . . ?
C13 C12 C4 C3A 61.9(3) . . . . ?
C3A C4 C5 C6 -0.9(4) . . . . ?
C12 C4 C5 C6 177.3(3) . . . . ?
C4 C5 C6 C7 0.1(5) . . . . ?
C5 C6 C7 C7A 0.8(5) . . . . ?
C5 C6 C7 C8 -179.2(3) . . . . ?
C6 C7 C8 C11 -119.7(3) . . . . ?
C7A C7 C8 C11 60.3(3) . . . . ?
C6 C7 C8 C10 0.4(4) . . . . ?
C7A C7 C8 C10 -179.7(3) . . . . ?
C6 C7 C8 C9 118.0(3) . . . . ?
C7A C7 C8 C9 -62.1(3) . . . . ?
S2 N3 C3A C4 -176.5(2) . . . . ?
S2 N3 C3A C7A 1.7(3) . . . . ?
C5 C4 C3A N3 179.0(3) . . . . ?
C12 C4 C3A N3 0.7(4) . . . . ?
C5 C4 C3A C7A 0.9(4) . . . . ?
C12 C4 C3A C7A -177.4(2) . . . . ?
C6 C7 C7A C3A -0.8(4) . . . . ?
C8 C7 C7A C3A 179.3(2) . . . . ?
C6 C7 C7A S1 -178.3(2) . . . . ?
C8 C7 C7A S1 1.7(4) . . . . ?
N3 C3A C7A C7 -178.3(2) . . . . ?
C4 C3A C7A C7 -0.1(4) . . . . ?
N3 C3A C7A S1 -0.5(3) . . . . ?
C4 C3A C7A S1 177.70(19) . . . . ?
S2 S1 C7A C7 177.1(2) . . . . ?
S2 S1 C7A C3A -0.58(18) . . . . ?

_refine_diff_density_max         0.594
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.062

####################################################################### 
# 
# 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_25_vim225
_database_code_depnum_ccdc_archive 'CCDC 2115819'
loop_
_audit_author_name
_audit_author_address
'Irina Bagryanskaya'
;Institute of Organic Chemistry, Novosibirsk 
Russia
;
_audit_update_record             
;
2021-10-15 deposited with the CCDC.	2022-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
  4,7-Di-tert-butyl-1,2,3-benzodithiazolium chloride 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H20 N S2, Cl'
_chemical_formula_sum            'C14 H20 Cl N S2'
_chemical_formula_weight         301.88

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

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

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

_cell_length_a                   10.6876(18)
_cell_length_b                   7.0309(14)
_cell_length_c                   20.882(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.119(9)
_cell_angle_gamma                90
_cell_volume                     1562.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1962
_cell_measurement_theta_min      3.47
_cell_measurement_theta_max      20.66

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.495
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7702
_exptl_absorpt_correction_T_max  0.9280
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12917
_diffrn_reflns_av_unetI/netI     0.1549
_diffrn_reflns_av_R_equivalents  0.1021
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         0.979
_diffrn_reflns_theta_max         25.022
_diffrn_reflns_theta_full        25.022
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             1502
_reflns_number_gt                857
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0665P)²+8.8056P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1502
_refine_ls_number_parameters     113
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.1300
_refine_ls_R_factor_gt           0.0931
_refine_ls_wR_factor_ref         0.2457
_refine_ls_wR_factor_gt          0.2361
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.0988(2) 0.0000 0.20798(13) 0.0417(8) Uani 1 2 d S T P . .
S2 S 0.1705(2) 0.0000 0.29990(14) 0.0443(9) Uani 1 2 d S T P . .
N3 N 0.0441(7) 0.0000 0.3337(4) 0.044(2) Uani 1 2 d S TU P . .
C10 C -0.0914(12) 0.1768(16) 0.0873(4) 0.103(4) Uani 1 1 d . . . . .
H10C H -0.0896 0.1743 0.0414 0.154 Uiso 1 1 calc R U . . .
H10B H -0.1347 0.2889 0.0995 0.154 Uiso 1 1 calc R U . . .
H10A H -0.0070 0.1780 0.1073 0.154 Uiso 1 1 calc R U . . .
C8 C -0.1598(12) 0.0000 0.1090(5) 0.053(3) Uani 1 2 d S T P . .
C7 C -0.1641(10) 0.0000 0.1808(5) 0.038(3) Uani 1 2 d S T P . .
C6 C -0.2749(8) 0.0000 0.2094(4) 0.030(2) Uani 1 2 d S T P . .
H6 H -0.3487 0.0000 0.1822 0.036 Uiso 1 2 calc R U P . .
C5 C -0.2874(9) 0.0000 0.2754(5) 0.041(3) Uani 1 2 d S T P . .
H5 H -0.3673 0.0000 0.2898 0.049 Uiso 1 2 calc R U P . .
C4 C -0.1823(8) 0.0000 0.3202(5) 0.035(2) Uani 1 2 d S TU P . .
C11 C -0.1962(10) 0.0000 0.3936(5) 0.042(3) Uani 1 2 d S T P . .
C12 C -0.3352(12) 0.0000 0.4073(7) 0.058(4) Uani 1 2 d S T P . .
H12B H -0.340(12) 0.0000 0.453(6) 0.087 Uiso 1 2 d S U P . .
H12A H -0.375(8) 0.097(13) 0.382(4) 0.087 Uiso 1 1 d . U . . .
C13 C -0.1356(8) -0.1772(13) 0.4246(4) 0.062(2) Uani 1 1 d . . . . .
H13C H -0.1743 -0.2883 0.4048 0.093 Uiso 1 1 calc R U . . .
H13B H -0.0475 -0.1776 0.4188 0.093 Uiso 1 1 calc R U . . .
H13A H -0.1468 -0.1776 0.4697 0.093 Uiso 1 1 calc R U . . .
C7A C -0.0572(8) 0.0000 0.2271(5) 0.027(2) Uani 1 2 d S TU P . .
C9 C -0.2900(19) 0.0000 0.0726(8) 0.100(7) Uani 1 2 d S T P . .
H9B H -0.299(13) -0.12(2) 0.084(6) 0.150 Uiso 1 1 d . U . . .
H9A H -0.280(18) 0.0000 0.030(9) 0.150 Uiso 1 2 d S U P . .
C3A C -0.0668(7) 0.0000 0.2950(5) 0.0271(19) Uani 1 2 d S TU P . .
Cl1 Cl -0.1120(3) 0.5000 0.23332(17) 0.0656(11) Uani 1 2 d S T P . .


_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 C7A 1.749(9) . ?
S1 S2 2.002(4) . ?
S2 N3 1.579(8) . ?
N3 C3A 1.374(12) . ?
C10 C8 1.532(12) . ?
C10 H10C 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10A 0.9600 . ?
C8 C7 1.505(14) . ?
C8 C9 1.53(2) . ?
C8 C10 1.532(12) 6 ?
C7 C6 1.373(13) . ?
C7 C7A 1.429(13) . ?
C6 C5 1.398(13) . ?
C6 H6 0.9300 . ?
C5 C4 1.396(14) . ?
C5 H5 0.9300 . ?
C4 C3A 1.384(12) . ?
C4 C11 1.554(14) . ?
C11 C13 1.521(10) 6 ?
C11 C13 1.521(10) . ?
C11 C12 1.538(16) . ?
C12 H12B 0.96(12) . ?
C12 H12A 0.95(9) . ?
C13 H13C 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13A 0.9600 . ?
C7A C3A 1.430(13) . ?
C9 H9B 0.89(14) . ?
C9 H9A 0.91(17) . ?

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
C7A S1 S2 94.1(3) . . ?
N3 S2 S1 99.2(3) . . ?
C3A N3 S2 117.7(7) . . ?
C8 C10 H10C 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10C C10 H10B 109.5 . . ?
C8 C10 H10A 109.5 . . ?
H10C C10 H10A 109.5 . . ?
H10B C10 H10A 109.5 . . ?
C7 C8 C9 113.0(11) . . ?
C7 C8 C10 110.7(7) . 6 ?
C9 C8 C10 106.9(8) . 6 ?
C7 C8 C10 110.7(7) . . ?
C9 C8 C10 106.9(8) . . ?
C10 C8 C10 108.5(12) 6 . ?
C6 C7 C7A 112.0(8) . . ?
C6 C7 C8 122.5(9) . . ?
C7A C7 C8 125.5(9) . . ?
C7 C6 C5 126.2(9) . . ?
C7 C6 H6 116.9 . . ?
C5 C6 H6 116.9 . . ?
C6 C5 C4 121.3(8) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C3A C4 C5 115.9(9) . . ?
C3A C4 C11 122.8(8) . . ?
C5 C4 C11 121.3(8) . . ?
C13 C11 C13 110.0(10) 6 . ?
C13 C11 C4 110.2(6) 6 . ?
C13 C11 C4 110.2(6) . . ?
C13 C11 C12 107.6(6) 6 . ?
C13 C11 C12 107.6(6) . . ?
C4 C11 C12 111.2(9) . . ?
C11 C12 H12B 109(8) . . ?
C11 C12 H12A 107(6) . . ?
H12B C12 H12A 120(7) . . ?
C11 C13 H13C 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13C C13 H13B 109.5 . . ?
C11 C13 H13A 109.5 . . ?
H13C C13 H13A 109.5 . . ?
H13B C13 H13A 109.5 . . ?
C3A C7A C7 123.1(8) . . ?
C3A C7A S1 112.4(6) . . ?
C7 C7A S1 124.5(7) . . ?
C8 C9 H9B 89(10) . . ?
C8 C9 H9A 108(10) . . ?
H9B C9 H9A 107(9) . . ?
N3 C3A C4 121.9(9) . . ?
N3 C3A C7A 116.6(7) . . ?
C4 C3A C7A 121.5(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 S2 N3 C3A 0.000(1) . . . . ?
C9 C8 C7 C6 0.000(1) . . . . ?
C10 C8 C7 C6 -119.8(8) 6 . . . ?
C10 C8 C7 C6 119.8(8) . . . . ?
C9 C8 C7 C7A 180.000(1) . . . . ?
C10 C8 C7 C7A 60.2(8) 6 . . . ?
C10 C8 C7 C7A -60.2(8) . . . . ?
C7A C7 C6 C5 0.000(1) . . . . ?
C8 C7 C6 C5 180.000(1) . . . . ?
C7 C6 C5 C4 0.000(2) . . . . ?
C6 C5 C4 C3A 0.000(2) . . . . ?
C6 C5 C4 C11 180.000(2) . . . . ?
C3A C4 C11 C13 60.8(6) . . . 6 ?
C5 C4 C11 C13 -119.2(6) . . . 6 ?
C3A C4 C11 C13 -60.8(6) . . . . ?
C5 C4 C11 C13 119.2(6) . . . . ?
C3A C4 C11 C12 180.000(2) . . . . ?
C5 C4 C11 C12 0.000(3) . . . . ?
C6 C7 C7A C3A 0.000(1) . . . . ?
C8 C7 C7A C3A 180.000(1) . . . . ?
C6 C7 C7A S1 180.000(1) . . . . ?
C8 C7 C7A S1 0.000(1) . . . . ?
S2 S1 C7A C3A 0.000(1) . . . . ?
S2 S1 C7A C7 180.000(1) . . . . ?
S2 N3 C3A C4 180.000(1) . . . . ?
S2 N3 C3A C7A 0.000(2) . . . . ?
C5 C4 C3A N3 180.000(1) . . . . ?
C11 C4 C3A N3 0.000(2) . . . . ?
C5 C4 C3A C7A 0.000(2) . . . . ?
C11 C4 C3A C7A 180.000(2) . . . . ?
C7 C7A C3A N3 180.000(1) . . . . ?
S1 C7A C3A N3 0.000(1) . . . . ?
C7 C7A C3A C4 0.000(2) . . . . ?
S1 C7A C3A C4 180.000(1) . . . . ?

_refine_diff_density_max         0.699
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.092

####################################################################### 
# 
# 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_24_zm566
_database_code_depnum_ccdc_archive 'CCDC 2115818'
loop_
_audit_author_name
_audit_author_address
'Irina Bagryanskaya'
;Institute of Organic Chemistry, Novosibirsk 
Russia
;
_audit_update_record             
;
2021-10-15 deposited with the CCDC.	2022-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
 2,1,3-Benzothiaselenazolium chloride 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H4 Cl N S Se'
_chemical_formula_sum            'C6 H4 Cl N S Se'
_chemical_formula_weight         236.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.8867(4)
_cell_length_b                   5.5755(2)
_cell_length_c                   17.6217(8)
_cell_angle_alpha                90
_cell_angle_beta                 97.319(2)
_cell_angle_gamma                90
_cell_volume                     768.55(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    8881
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      35.00

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.045
_exptl_crystal_F_000             456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    5.419
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2825
_exptl_absorpt_correction_T_max  0.4840
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18803
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_av_R_equivalents  0.0638
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.331
_diffrn_reflns_theta_max         35.044
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3382
_reflns_number_gt                2830
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0331P)²+2.5224P] 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         3382
_refine_ls_number_parameters     91
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_ref         0.0994
_refine_ls_wR_factor_gt          0.0932
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Se1 Se -0.08296(3) 1.08069(5) 0.21504(2) 0.02250(7) Uani 1 1 d . . . . .
Cl1 Cl -0.21781(10) 0.97005(14) 0.36949(4) 0.03186(15) Uani 1 1 d . . . . .
S2 S 0.02794(9) 0.75227(13) 0.26673(4) 0.02688(14) Uani 1 1 d . . . . .
N3 N 0.1554(3) 0.6804(5) 0.20757(15) 0.0281(5) Uani 1 1 d . . . . .
C7A C 0.0625(3) 1.0418(5) 0.14084(15) 0.0216(4) Uani 1 1 d . . . . .
C3A C 0.1662(3) 0.8311(5) 0.14845(16) 0.0241(5) Uani 1 1 d . . . . .
C4 C 0.2813(4) 0.7834(6) 0.09428(19) 0.0319(6) Uani 1 1 d . . . . .
H4 H 0.3502 0.6430 0.0985 0.038 Uiso 1 1 calc R U . . .
C5 C 0.2909(4) 0.9425(7) 0.03623(19) 0.0354(7) Uani 1 1 d . . . . .
H5 H 0.3651 0.9099 -0.0009 0.042 Uiso 1 1 calc R U . . .
C6 C 0.1927(4) 1.1546(7) 0.03035(18) 0.0331(6) Uani 1 1 d . . . . .
H6 H 0.2062 1.2656 -0.0093 0.040 Uiso 1 1 calc R U . . .
C7 C 0.0773(4) 1.2047(6) 0.08095(16) 0.0273(5) Uani 1 1 d . . . . .
H7 H 0.0095 1.3460 0.0755 0.033 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C7A 1.859(3) . ?
Se1 S2 2.1782(8) . ?
S2 N3 1.589(3) . ?
N3 C3A 1.349(4) . ?
C7A C7 1.408(4) . ?
C7A C3A 1.428(4) . ?
C3A C4 1.424(4) . ?
C4 C5 1.364(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.410(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.381(4) . ?
C6 H6 0.9500 . ?
C7 H7 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
C7A Se1 S2 86.86(9) . . ?
N3 S2 Se1 101.05(10) . . ?
C3A N3 S2 117.2(2) . . ?
C7 C7A C3A 120.0(2) . . ?
C7 C7A Se1 124.7(2) . . ?
C3A C7A Se1 115.3(2) . . ?
N3 C3A C4 120.6(3) . . ?
N3 C3A C7A 119.6(2) . . ?
C4 C3A C7A 119.8(3) . . ?
C5 C4 C3A 118.9(3) . . ?
C5 C4 H4 120.6 . . ?
C3A C4 H4 120.6 . . ?
C4 C5 C6 121.2(3) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C7 C6 C5 121.5(3) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C6 C7 C7A 118.5(3) . . ?
C6 C7 H7 120.7 . . ?
C7A C7 H7 120.7 . . ?

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
Se1 S2 N3 C3A 2.4(2) . . . . ?
S2 Se1 C7A C7 -176.7(2) . . . . ?
S2 Se1 C7A C3A 2.13(19) . . . . ?
S2 N3 C3A C4 178.1(2) . . . . ?
S2 N3 C3A C7A -1.1(4) . . . . ?
C7 C7A C3A N3 177.7(3) . . . . ?
Se1 C7A C3A N3 -1.2(3) . . . . ?
C7 C7A C3A C4 -1.6(4) . . . . ?
Se1 C7A C3A C4 179.6(2) . . . . ?
N3 C3A C4 C5 -178.7(3) . . . . ?
C7A C3A C4 C5 0.5(4) . . . . ?
C3A C4 C5 C6 1.7(5) . . . . ?
C4 C5 C6 C7 -2.9(5) . . . . ?
C5 C6 C7 C7A 1.9(5) . . . . ?
C3A C7A C7 C6 0.4(4) . . . . ?
Se1 C7A C7 C6 179.1(2) . . . . ?

_refine_diff_density_max         1.889
_refine_diff_density_min         -1.197
_refine_diff_density_rms         0.302

