# 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 2015

####################################################################### 
# 
# 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_jb037
_database_code_depnum_ccdc_archive 'CCDC 1403503'
_audit_update_record             
;
2015-05-27 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
3,7-bis[5-(5-hexylthiophen-2-yl)thienyl]-1,5,2,4,6,8-dithiatetrazocine
_chemical_name_common            b(HTT08MR
_chemical_melting_point          456
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H17 N2 S3'
_chemical_formula_weight         321.48

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'

_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                   6.6627(4)
_cell_length_b                   9.3450(6)
_cell_length_c                   13.5348(7)
_cell_angle_alpha                98.497(3)
_cell_angle_beta                 102.934(4)
_cell_angle_gamma                107.792(3)
_cell_volume                     760.54(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4401
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      28.30

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_F_000             338
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.478
_shelx_estimated_absorpt_T_min   0.847
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6600
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7798
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.587
_diffrn_reflns_theta_max         28.344
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             3723
_reflns_number_gt                3021
_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       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'
_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)+(0.0542P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3723
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0853
_refine_ls_wR_factor_gt          0.0792
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_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 -0.22437(6) 0.49590(4) 0.57484(3) 0.03289(11) Uani 1 1 d . . . . .
S2 S 0.04266(6) 0.85584(4) 0.41348(3) 0.02727(10) Uani 1 1 d . . . . .
S3 S 0.16658(6) 1.18104(4) 0.21377(3) 0.03399(11) Uani 1 1 d . . . . .
N1 N -0.2116(2) 0.61133(13) 0.50172(9) 0.0292(3) Uani 1 1 d . . . . .
N2 N -0.5639(2) 0.61195(13) 0.40773(9) 0.0302(3) Uani 1 1 d . . . . .
C1 C -0.3460(2) 0.65704(15) 0.43621(10) 0.0257(3) Uani 1 1 d . . . . .
C2 C -0.2393(2) 0.77731(15) 0.38697(10) 0.0260(3) Uani 1 1 d . . . . .
C3 C -0.3426(2) 0.84247(17) 0.31744(12) 0.0344(3) Uani 1 1 d . . . . .
H3A H -0.4978 0.8142 0.2933 0.041 Uiso 1 1 calc R U . . .
C4 C -0.1943(2) 0.95586(18) 0.28539(12) 0.0353(3) Uani 1 1 d . . . . .
H4A H -0.2396 1.0119 0.2371 0.042 Uiso 1 1 calc R U . . .
C5 C 0.0222(2) 0.97783(15) 0.33060(10) 0.0268(3) Uani 1 1 d . . . . .
C6 C 0.2111(2) 1.08583(15) 0.31213(10) 0.0270(3) Uani 1 1 d . . . . .
C7 C 0.4310(2) 1.13015(16) 0.35984(11) 0.0305(3) Uani 1 1 d . . . . .
H7A H 0.4902 1.0909 0.4159 0.037 Uiso 1 1 calc R U . . .
C8 C 0.5627(2) 1.24108(16) 0.31723(11) 0.0320(3) Uani 1 1 d . . . . .
H8A H 0.7187 1.2832 0.3420 0.038 Uiso 1 1 calc R U . . .
C9 C 0.4434(2) 1.28089(15) 0.23749(11) 0.0293(3) Uani 1 1 d . . . . .
C10 C 0.5112(2) 1.39152(18) 0.17097(12) 0.0364(3) Uani 1 1 d . . . . .
H10A H 0.4514 1.4751 0.1840 0.044 Uiso 1 1 calc R U . . .
H10B H 0.4415 1.3359 0.0969 0.044 Uiso 1 1 calc R U . . .
C11 C 0.7570(2) 1.46527(16) 0.18714(11) 0.0304(3) Uani 1 1 d . . . . .
H11A H 0.8205 1.3837 0.1745 0.036 Uiso 1 1 calc R U . . .
H11B H 0.8293 1.5258 0.2600 0.036 Uiso 1 1 calc R U . . .
C12 C 0.7987(2) 1.57084(17) 0.11267(11) 0.0332(3) Uani 1 1 d . . . . .
H12A H 0.7335 1.5071 0.0404 0.040 Uiso 1 1 calc R U . . .
H12B H 0.7206 1.6445 0.1213 0.040 Uiso 1 1 calc R U . . .
C13 C 1.0392(2) 1.66259(17) 0.12665(11) 0.0324(3) Uani 1 1 d . . . . .
H13A H 1.1045 1.7305 0.1977 0.039 Uiso 1 1 calc R U . . .
H13B H 1.1198 1.5903 0.1196 0.039 Uiso 1 1 calc R U . . .
C14 C 1.0660(3) 1.76067(18) 0.04713(12) 0.0388(4) Uani 1 1 d . . . . .
H14A H 1.0037 1.6916 -0.0236 0.047 Uiso 1 1 calc R U . . .
H14B H 0.9794 1.8292 0.0526 0.047 Uiso 1 1 calc R U . . .
C15 C 1.3021(3) 1.8594(2) 0.05929(14) 0.0496(4) Uani 1 1 d . . . . .
H15A H 1.3054 1.9188 0.0054 0.074 Uiso 1 1 calc R U . . .
H15B H 1.3644 1.9304 0.1283 0.074 Uiso 1 1 calc R U . . .
H15C H 1.3888 1.7926 0.0520 0.074 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 N2 1.5531(13) 2_466 ?
S1 N1 1.5644(12) . ?
S2 C2 1.7247(14) . ?
S2 C5 1.7266(13) . ?
S3 C9 1.7236(15) . ?
S3 C6 1.7280(14) . ?
N1 C1 1.3266(18) . ?
N2 C1 1.3272(18) . ?
N2 S1 1.5532(12) 2_466 ?
C1 C2 1.4689(18) . ?
C2 C3 1.3658(19) . ?
C3 C4 1.405(2) . ?
C4 C5 1.373(2) . ?
C5 C6 1.4507(19) . ?
C6 C7 1.3645(19) . ?
C7 C8 1.423(2) . ?
C8 C9 1.360(2) . ?
C9 C10 1.5017(19) . ?
C10 C11 1.520(2) . ?
C11 C12 1.5226(19) . ?
C12 C13 1.522(2) . ?
C13 C14 1.519(2) . ?
C14 C15 1.518(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 S1 N1 126.68(7) 2_466 . ?
C2 S2 C5 91.88(7) . . ?
C9 S3 C6 92.91(7) . . ?
C1 N1 S1 139.10(11) . . ?
C1 N2 S1 143.89(10) . 2_466 ?
N1 C1 N2 130.32(12) . . ?
N1 C1 C2 115.74(12) . . ?
N2 C1 C2 113.94(12) . . ?
C3 C2 C1 126.39(13) . . ?
C3 C2 S2 111.35(11) . . ?
C1 C2 S2 122.26(10) . . ?
C2 C3 C4 112.70(13) . . ?
C5 C4 C3 113.53(13) . . ?
C4 C5 C6 126.01(13) . . ?
C4 C5 S2 110.54(11) . . ?
C6 C5 S2 123.45(11) . . ?
C7 C6 C5 131.38(13) . . ?
C7 C6 S3 110.10(10) . . ?
C5 C6 S3 118.52(11) . . ?
C6 C7 C8 113.25(13) . . ?
C9 C8 C7 113.40(13) . . ?
C8 C9 C10 131.76(13) . . ?
C8 C9 S3 110.34(11) . . ?
C10 C9 S3 117.90(11) . . ?
C9 C10 C11 116.22(13) . . ?
C10 C11 C12 109.93(12) . . ?
C13 C12 C11 115.42(12) . . ?
C14 C13 C12 111.91(12) . . ?
C15 C14 C13 114.48(14) . . ?

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 S1 N1 C1 -0.6(2) 2_466 . . . ?
S1 N1 C1 N2 -0.6(3) . . . . ?
S1 N1 C1 C2 179.04(12) . . . . ?
S1 N2 C1 N1 1.9(3) 2_466 . . . ?
S1 N2 C1 C2 -177.77(14) 2_466 . . . ?
N1 C1 C2 C3 -179.89(14) . . . . ?
N2 C1 C2 C3 -0.2(2) . . . . ?
N1 C1 C2 S2 -0.67(17) . . . . ?
N2 C1 C2 S2 179.05(10) . . . . ?
C5 S2 C2 C3 0.12(12) . . . . ?
C5 S2 C2 C1 -179.21(11) . . . . ?
C1 C2 C3 C4 179.31(13) . . . . ?
S2 C2 C3 C4 0.02(17) . . . . ?
C2 C3 C4 C5 -0.2(2) . . . . ?
C3 C4 C5 C6 179.54(14) . . . . ?
C3 C4 C5 S2 0.28(18) . . . . ?
C2 S2 C5 C4 -0.23(12) . . . . ?
C2 S2 C5 C6 -179.51(12) . . . . ?
C4 C5 C6 C7 171.77(15) . . . . ?
S2 C5 C6 C7 -9.1(2) . . . . ?
C4 C5 C6 S3 -8.3(2) . . . . ?
S2 C5 C6 S3 170.90(8) . . . . ?
C9 S3 C6 C7 -0.30(11) . . . . ?
C9 S3 C6 C5 179.72(11) . . . . ?
C5 C6 C7 C8 -179.81(14) . . . . ?
S3 C6 C7 C8 0.22(16) . . . . ?
C6 C7 C8 C9 0.02(19) . . . . ?
C7 C8 C9 C10 179.76(15) . . . . ?
C7 C8 C9 S3 -0.24(16) . . . . ?
C6 S3 C9 C8 0.31(12) . . . . ?
C6 S3 C9 C10 -179.69(12) . . . . ?
C8 C9 C10 C11 5.8(2) . . . . ?
S3 C9 C10 C11 -174.19(11) . . . . ?
C9 C10 C11 C12 178.66(13) . . . . ?
C10 C11 C12 C13 175.19(13) . . . . ?
C11 C12 C13 C14 178.16(13) . . . . ?
C12 C13 C14 C15 178.00(14) . . . . ?

_refine_diff_density_max         0.355
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.050


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform'
####################################################################### 
# 
# 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_jb036
_database_code_depnum_ccdc_archive 'CCDC 1403504'
_audit_update_record             
;
2015-05-27 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
3,7-bis([5-(thiophen-2-yl)thienyl])-1,5,2,4,6,8-dithiatetrazocine
_chemical_name_common            b(TT)8MR
_chemical_melting_point          533
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H10 N4 S6'
_chemical_formula_weight         474.66

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'

_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                   5.6479(6)
_cell_length_b                   28.280(3)
_cell_length_c                   6.4275(7)
_cell_angle_alpha                90
_cell_angle_beta                 110.342(6)
_cell_angle_gamma                90
_cell_volume                     962.58(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4296
_cell_measurement_theta_min      3.46
_cell_measurement_theta_max      28.15

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_F_000             484
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.724
_shelx_estimated_absorpt_T_min   0.875
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4986
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11549
_diffrn_reflns_av_unetI/netI     0.0638
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         1.440
_diffrn_reflns_theta_max         28.331
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             2354
_reflns_number_gt                1645
_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       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'
_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)+(0.0910P)²+1.4769P] 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         2354
_refine_ls_number_parameters     145
_refine_ls_number_restraints     121
_refine_ls_R_factor_all          0.1155
_refine_ls_R_factor_gt           0.0809
_refine_ls_wR_factor_ref         0.1987
_refine_ls_wR_factor_gt          0.1823
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.8415(2) -0.00410(4) 0.18648(17) 0.0407(3) Uani 1 1 d . . . . .
S2 S 0.3063(2) 0.09422(4) 0.28806(18) 0.0385(3) Uani 1 1 d . . . . .
S3 S -0.0718(8) 0.18424(15) 0.0689(5) 0.0540(8) Uani 0.6 1 d D U P A 1
C7 C -0.221(4) 0.1775(6) 0.399(2) 0.049(3) Uani 0.6 1 d D U P A 1
H7 H -0.2422 0.1673 0.5329 0.058 Uiso 0.6 1 calc R U P A 1
C7' C -0.123(5) 0.1769(9) 0.106(4) 0.064(6) Uani 0.4 1 d D U P A 2
H7' H -0.0642 0.1651 -0.0054 0.077 Uiso 0.4 1 calc R U P A 2
S3' S -0.2210(15) 0.1845(3) 0.4573(10) 0.0502(13) Uani 0.4 1 d D U P A 2
N1 N 0.7092(7) 0.02787(13) 0.3115(6) 0.0372(9) Uani 1 1 d . . . . .
N2 N 0.9126(8) 0.03236(13) 0.7067(6) 0.0379(9) Uani 1 1 d . . . . .
C1 C 0.7323(8) 0.04223(15) 0.5152(7) 0.0332(9) Uani 1 1 d . . . . .
C2 C 0.5364(9) 0.07443(15) 0.5254(7) 0.0363(10) Uani 1 1 d . . . . .
C3 C 0.5100(11) 0.09396(17) 0.7120(8) 0.0459(12) Uani 1 1 d . . . . .
H3 H 0.6178 0.0869 0.8590 0.055 Uiso 1 1 calc R U . . .
C4 C 0.3043(10) 0.12564(18) 0.6603(8) 0.0451(12) Uani 1 1 d . . . . .
H4 H 0.2581 0.1421 0.7693 0.054 Uiso 1 1 calc R U . . .
C5 C 0.1786(9) 0.13026(16) 0.4377(8) 0.0368(10) Uani 1 1 d . . . . .
C6 C -0.0310(10) 0.16158(16) 0.3257(7) 0.0410(11) Uani 1 1 d D U . . .
C8 C -0.3878(12) 0.2124(2) 0.2439(10) 0.0602(14) Uani 1 1 d D U . . .
H8A H -0.5169 0.2306 0.2685 0.072 Uiso 0.6 1 calc R U P A 1
H8B H -0.5353 0.2285 0.2442 0.072 Uiso 0.4 1 calc R U P A 2
C9 C -0.3232(12) 0.2134(2) 0.0638(11) 0.0638(15) Uani 1 1 d D U . . .
H9A H -0.4204 0.2307 -0.0642 0.077 Uiso 0.6 1 calc R U P A 1
H9B H -0.3898 0.2331 -0.0631 0.077 Uiso 0.4 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 N2 1.541(4) 3_756 ?
S1 N1 1.561(4) . ?
S2 C2 1.718(4) . ?
S2 C5 1.722(5) . ?
S3 C9 1.632(7) . ?
S3 C6 1.710(5) . ?
C7 C6 1.393(16) . ?
C7 C8 1.484(17) . ?
C7' C6 1.393(19) . ?
C7' C9 1.48(2) . ?
S3' C8 1.578(9) . ?
S3' C6 1.709(7) . ?
N1 C1 1.333(5) . ?
N2 C1 1.326(6) . ?
N2 S1 1.541(4) 3_756 ?
C1 C2 1.452(6) . ?
C2 C3 1.375(6) . ?
C3 C4 1.412(7) . ?
C4 C5 1.364(6) . ?
C5 C6 1.453(7) . ?
C8 C9 1.330(9) . ?

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 S1 N1 126.1(2) 3_756 . ?
C2 S2 C5 91.8(2) . . ?
C9 S3 C6 91.9(3) . . ?
C6 C7 C8 111.7(12) . . ?
C6 C7' C9 113.3(15) . . ?
C8 S3' C6 92.7(4) . . ?
C1 N1 S1 141.3(3) . . ?
C1 N2 S1 143.6(3) . 3_756 ?
N2 C1 N1 129.0(4) . . ?
N2 C1 C2 116.2(4) . . ?
N1 C1 C2 114.8(4) . . ?
C3 C2 C1 127.4(4) . . ?
C3 C2 S2 111.5(4) . . ?
C1 C2 S2 121.2(3) . . ?
C2 C3 C4 112.3(4) . . ?
C5 C4 C3 113.2(4) . . ?
C4 C5 C6 128.0(4) . . ?
C4 C5 S2 111.2(4) . . ?
C6 C5 S2 120.7(3) . . ?
C7 C6 C5 128.4(8) . . ?
C7' C6 C5 130.2(9) . . ?
C7' C6 S3' 107.8(9) . . ?
C5 C6 S3' 122.0(4) . . ?
C7 C6 S3 110.3(7) . . ?
C5 C6 S3 121.4(4) . . ?
C9 C8 C7 107.4(8) . . ?
C9 C8 S3' 120.4(5) . . ?
C8 C9 C7' 104.3(9) . . ?
C8 C9 S3 118.1(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
N2 S1 N1 C1 -1.2(7) 3_756 . . . ?
S1 N2 C1 N1 -1.9(9) 3_756 . . . ?
S1 N2 C1 C2 -179.5(4) 3_756 . . . ?
S1 N1 C1 N2 2.1(9) . . . . ?
S1 N1 C1 C2 179.7(4) . . . . ?
N2 C1 C2 C3 -3.5(7) . . . . ?
N1 C1 C2 C3 178.6(5) . . . . ?
N2 C1 C2 S2 174.5(3) . . . . ?
N1 C1 C2 S2 -3.5(6) . . . . ?
C5 S2 C2 C3 1.7(4) . . . . ?
C5 S2 C2 C1 -176.5(4) . . . . ?
C1 C2 C3 C4 177.1(5) . . . . ?
S2 C2 C3 C4 -1.0(6) . . . . ?
C2 C3 C4 C5 -0.5(7) . . . . ?
C3 C4 C5 C6 -176.1(5) . . . . ?
C3 C4 C5 S2 1.8(6) . . . . ?
C2 S2 C5 C4 -2.0(4) . . . . ?
C2 S2 C5 C6 176.1(4) . . . . ?
C8 C7 C6 C5 175.1(7) . . . . ?
C8 C7 C6 S3 -5.0(15) . . . . ?
C9 C7' C6 C5 -173.2(9) . . . . ?
C9 C7' C6 S3' 9(2) . . . . ?
C4 C5 C6 C7 -31.6(13) . . . . ?
S2 C5 C6 C7 150.7(11) . . . . ?
C4 C5 C6 C7' 161.2(17) . . . . ?
S2 C5 C6 C7' -16.5(18) . . . . ?
C4 C5 C6 S3' -21.7(8) . . . . ?
S2 C5 C6 S3' 160.6(4) . . . . ?
C4 C5 C6 S3 148.6(5) . . . . ?
S2 C5 C6 S3 -29.2(6) . . . . ?
C8 S3' C6 C7' -2.4(14) . . . . ?
C8 S3' C6 C5 180.0(4) . . . . ?
C9 S3 C6 C7 0.7(9) . . . . ?
C9 S3 C6 C5 -179.4(4) . . . . ?
C6 C7 C8 C9 7.9(15) . . . . ?
C6 S3' C8 C9 -6.4(7) . . . . ?
S3' C8 C9 C7' 11.9(15) . . . . ?
C7 C8 C9 S3 -7.8(11) . . . . ?
C6 C7' C9 C8 -13(2) . . . . ?
C6 S3 C9 C8 4.5(6) . . . . ?

_refine_diff_density_max         0.612
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.096


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Toluene'
####################################################################### 
# 
# 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_jb032
_database_code_depnum_ccdc_archive 'CCDC 1403505'
_audit_update_record             
;
2015-05-27 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
3,7-bis(4-hexylthienyl)-1,5,2,4,6,8-dithiatetrazocine
_chemical_name_common            b(4HT)8MR
_chemical_melting_point          400
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H30 N4 S4'
_chemical_formula_weight         478.74

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'

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

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

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

_cell_length_a                   11.837(4)
_cell_length_b                   5.482(2)
_cell_length_c                   18.312(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.953(12)
_cell_angle_gamma                90
_cell_volume                     1186.8(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3014
_cell_measurement_theta_min      3.45
_cell_measurement_theta_max      28.18

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_F_000             508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.580
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.418
_shelx_estimated_absorpt_T_min   0.794
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4426
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with three batch runs at phi = 0.00 deg 
 (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg 
 (650 frames). 
 Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13302
_diffrn_reflns_av_unetI/netI     0.1469
_diffrn_reflns_av_R_equivalents  0.1728
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.003
_diffrn_reflns_theta_max         28.364
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             2886
_reflns_number_gt                1523
_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       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_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)+(0.0799P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2886
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1625
_refine_ls_R_factor_gt           0.0746
_refine_ls_wR_factor_ref         0.1893
_refine_ls_wR_factor_gt          0.1580
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.60323(10) -1.0045(2) 0.58298(6) 0.0361(3) Uani 1 1 d . . . . .
S2 S 0.40178(10) -0.4150(2) 0.65945(6) 0.0388(4) Uani 1 1 d . . . . .
N1 N 0.5092(3) -0.8031(7) 0.58100(19) 0.0320(9) Uani 1 1 d . . . . .
N2 N 0.3782(3) -0.7940(7) 0.47568(17) 0.0318(9) Uani 1 1 d . . . . .
C1 C 0.4215(3) -0.7202(8) 0.5404(2) 0.0275(10) Uani 1 1 d . . . . .
C2 C 0.3636(4) -0.5119(8) 0.5723(2) 0.0275(9) Uani 1 1 d . . . . .
C3 C 0.2751(3) -0.3770(8) 0.5431(2) 0.0279(10) Uani 1 1 d . . . . .
H3A H 0.2417 -0.4041 0.4955 0.033 Uiso 1 1 calc R U . . .
C4 C 0.2378(3) -0.1913(8) 0.5911(2) 0.0274(9) Uani 1 1 d . . . . .
C5 C 0.2993(4) -0.1951(9) 0.6559(2) 0.0363(11) Uani 1 1 d . . . . .
H5A H 0.2866 -0.0868 0.6952 0.044 Uiso 1 1 calc R U . . .
C6 C 0.1416(4) -0.0193(8) 0.5711(2) 0.0323(10) Uani 1 1 d . . . . .
H6A H 0.0741 -0.1171 0.5559 0.039 Uiso 1 1 calc R U . . .
H6B H 0.1622 0.0788 0.5284 0.039 Uiso 1 1 calc R U . . .
C7 C 0.1103(4) 0.1532(8) 0.6317(2) 0.0294(10) Uani 1 1 d . . . . .
H7A H 0.1757 0.2603 0.6443 0.035 Uiso 1 1 calc R U . . .
H7B H 0.0948 0.0562 0.6757 0.035 Uiso 1 1 calc R U . . .
C8 C 0.0076(4) 0.3116(8) 0.6118(2) 0.0322(10) Uani 1 1 d . . . . .
H8A H -0.0582 0.2046 0.5999 0.039 Uiso 1 1 calc R U . . .
H8B H 0.0226 0.4071 0.5675 0.039 Uiso 1 1 calc R U . . .
C9 C -0.0225(4) 0.4866(8) 0.6724(2) 0.0318(10) Uani 1 1 d . . . . .
H9A H -0.0315 0.3918 0.7178 0.038 Uiso 1 1 calc R U . . .
H9B H 0.0413 0.6010 0.6817 0.038 Uiso 1 1 calc R U . . .
C10 C -0.1292(4) 0.6329(9) 0.6560(2) 0.0364(11) Uani 1 1 d . . . . .
H10A H -0.1938 0.5191 0.6488 0.044 Uiso 1 1 calc R U . . .
H10B H -0.1216 0.7229 0.6097 0.044 Uiso 1 1 calc R U . . .
C11 C -0.1551(4) 0.8133(9) 0.7157(2) 0.0401(12) Uani 1 1 d . . . . .
H11A H -0.2250 0.9016 0.7017 0.060 Uiso 1 1 calc R U . . .
H11B H -0.0925 0.9295 0.7223 0.060 Uiso 1 1 calc R U . . .
H11C H -0.1647 0.7254 0.7615 0.060 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 N2 1.564(4) 3_636 ?
S1 N1 1.567(4) . ?
S2 C5 1.709(4) . ?
S2 C2 1.720(4) . ?
N1 C1 1.326(5) . ?
N2 C1 1.330(5) . ?
N2 S1 1.564(4) 3_636 ?
C1 C2 1.468(6) . ?
C2 C3 1.369(5) . ?
C3 C4 1.430(6) . ?
C4 C5 1.360(5) . ?
C4 C6 1.509(6) . ?
C6 C7 1.519(6) . ?
C7 C8 1.523(5) . ?
C8 C9 1.523(6) . ?
C9 C10 1.513(6) . ?
C10 C11 1.517(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
N2 S1 N1 127.34(18) 3_636 . ?
C5 S2 C2 91.8(2) . . ?
C1 N1 S1 142.1(3) . . ?
C1 N2 S1 140.0(3) . 3_636 ?
N1 C1 N2 130.5(4) . . ?
N1 C1 C2 114.3(3) . . ?
N2 C1 C2 115.2(4) . . ?
C3 C2 C1 128.9(4) . . ?
C3 C2 S2 110.8(3) . . ?
C1 C2 S2 120.2(3) . . ?
C2 C3 C4 113.5(4) . . ?
C5 C4 C3 111.0(4) . . ?
C5 C4 C6 125.8(4) . . ?
C3 C4 C6 123.3(3) . . ?
C4 C5 S2 113.0(3) . . ?
C4 C6 C7 114.9(3) . . ?
C6 C7 C8 113.7(3) . . ?
C7 C8 C9 113.5(3) . . ?
C10 C9 C8 114.4(3) . . ?
C9 C10 C11 113.6(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
N2 S1 N1 C1 -0.3(7) 3_636 . . . ?
S1 N1 C1 N2 -1.2(9) . . . . ?
S1 N1 C1 C2 179.2(4) . . . . ?
S1 N2 C1 N1 2.3(9) 3_636 . . . ?
S1 N2 C1 C2 -178.2(4) 3_636 . . . ?
N1 C1 C2 C3 176.2(4) . . . . ?
N2 C1 C2 C3 -3.4(7) . . . . ?
N1 C1 C2 S2 -6.5(5) . . . . ?
N2 C1 C2 S2 173.9(3) . . . . ?
C5 S2 C2 C3 -0.1(4) . . . . ?
C5 S2 C2 C1 -177.8(4) . . . . ?
C1 C2 C3 C4 178.0(4) . . . . ?
S2 C2 C3 C4 0.5(5) . . . . ?
C2 C3 C4 C5 -0.8(6) . . . . ?
C2 C3 C4 C6 180.0(4) . . . . ?
C3 C4 C5 S2 0.7(5) . . . . ?
C6 C4 C5 S2 179.9(4) . . . . ?
C2 S2 C5 C4 -0.4(4) . . . . ?
C5 C4 C6 C7 -3.0(7) . . . . ?
C3 C4 C6 C7 176.1(4) . . . . ?
C4 C6 C7 C8 -175.8(4) . . . . ?
C6 C7 C8 C9 -179.3(4) . . . . ?
C7 C8 C9 C10 -175.8(4) . . . . ?
C8 C9 C10 C11 -177.7(4) . . . . ?

_refine_diff_density_max         0.658
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.096

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chlorobenzene'
