# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_fq09

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H4 S12'
_chemical_formula_weight         556.89

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.2212(3)
_cell_length_b                   6.4416(3)
_cell_length_c                   12.3200(6)
_cell_angle_alpha                96.924(4)
_cell_angle_beta                 103.818(4)
_cell_angle_gamma                97.070(4)
_cell_volume                     469.99(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    292(2)
_cell_measurement_reflns_used    1098
_cell_measurement_theta_min      3.45
_cell_measurement_theta_max      27.50

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.968
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             280
_exptl_absorpt_coefficient_mu    1.393
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7492
_exptl_absorpt_correction_T_max  0.9862
_exptl_absorpt_process_details   'APEX2 Software Suite (Bruker, 2005)'

_exptl_special_details           
; 
Scan width 0.5° ω, Crystal to detector distance 5.96 cm, 20s per frame, 16 h for data collection  
;

_diffrn_ambient_temperature      292(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            6972
_diffrn_reflns_av_R_equivalents  0.0521
_diffrn_reflns_av_sigmaI/netI    0.0649
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.23
_diffrn_reflns_theta_max         27.88
_reflns_number_total             2210
_reflns_number_gt                1255
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0387P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2210
_refine_ls_number_parameters     126
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0937
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.0942
_refine_ls_wR_factor_gt          0.0797
_refine_ls_goodness_of_fit_ref   0.928
_refine_ls_restrained_S_all      0.928
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.81220(16) 0.94098(15) 0.59403(8) 0.0423(3) Uani 1 1 d . . .
S3 S 0.47346(16) 1.01533(14) 0.72776(8) 0.0416(3) Uani 1 1 d . . .
S6 S 0.15990(15) 0.73023(13) 0.97019(8) 0.0360(2) Uani 1 1 d . . .
S5 S 0.16583(15) 1.15096(13) 0.88997(8) 0.0369(3) Uani 1 1 d . . .
S2 S 0.82212(16) 0.48388(15) 0.68200(8) 0.0401(3) Uani 1 1 d . . .
S4 S 0.47960(16) 0.59871(14) 0.80547(8) 0.0376(3) Uani 1 1 d . . .
C1 C 0.7738(6) 0.7008(6) 0.5042(4) 0.0402(10) Uani 1 1 d . . .
C3 C 0.6658(5) 0.8594(5) 0.6899(3) 0.0297(8) Uani 1 1 d . . .
C5 C 0.3888(5) 0.8469(5) 0.8172(3) 0.0292(8) Uani 1 1 d . . .
C6 C 0.2565(5) 0.9023(5) 0.8850(3) 0.0306(8) Uani 1 1 d . . .
C7 C 0.0024(5) 1.0935(5) 0.9824(3) 0.0289(8) Uani 1 1 d . . .
C2 C 0.7755(6) 0.5151(6) 0.5387(3) 0.0383(9) Uani 1 1 d . . .
C4 C 0.6677(5) 0.6728(5) 0.7260(3) 0.0313(8) Uani 1 1 d . . .
H1 H 0.750(5) 0.708(5) 0.436(3) 0.029(10) Uiso 1 1 d . . .
H2 H 0.741(5) 0.392(5) 0.492(3) 0.031(10) Uiso 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
S1 C1 1.745(4) . ?
S1 C3 1.746(3) . ?
S3 C5 1.759(3) . ?
S3 C3 1.763(3) . ?
S6 C7 1.748(3) 2_577 ?
S6 C6 1.763(3) . ?
S5 C7 1.740(3) . ?
S5 C6 1.761(3) . ?
S2 C4 1.754(3) . ?
S2 C2 1.760(4) . ?
S4 C4 1.754(3) . ?
S4 C5 1.761(3) . ?
C1 C2 1.317(5) . ?
C1 H1 0.83(3) . ?
C3 C4 1.331(4) . ?
C5 C6 1.353(4) . ?
C7 C7 1.328(6) 2_577 ?
C7 S6 1.748(3) 2_577 ?
C2 H2 0.89(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C3 99.22(18) . . ?
C5 S3 C3 94.81(15) . . ?
C7 S6 C6 93.32(14) 2_577 . ?
C7 S5 C6 93.29(15) . . ?
C4 S2 C2 99.11(16) . . ?
C4 S4 C5 94.24(15) . . ?
C2 C1 S1 124.2(3) . . ?
C2 C1 H1 120(2) . . ?
S1 C1 H1 116(2) . . ?
C4 C3 S1 124.2(3) . . ?
C4 C3 S3 116.7(2) . . ?
S1 C3 S3 118.59(18) . . ?
C6 C5 S3 122.1(2) . . ?
C6 C5 S4 123.5(2) . . ?
S3 C5 S4 114.32(17) . . ?
C5 C6 S5 121.2(2) . . ?
C5 C6 S6 122.5(2) . . ?
S5 C6 S6 116.29(17) . . ?
C7 C7 S5 118.9(3) 2_577 . ?
C7 C7 S6 118.2(3) 2_577 2_577 ?
S5 C7 S6 122.96(17) . 2_577 ?
C1 C2 S2 123.1(3) . . ?
C1 C2 H2 124(2) . . ?
S2 C2 H2 113(2) . . ?
C3 C4 S2 122.8(3) . . ?
C3 C4 S4 118.4(2) . . ?
S2 C4 S4 118.26(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 S1 C1 C2 -37.9(4) . . . . ?
C1 S1 C3 C4 38.2(3) . . . . ?
C1 S1 C3 S3 -132.9(2) . . . . ?
C5 S3 C3 C4 6.8(3) . . . . ?
C5 S3 C3 S1 178.6(2) . . . . ?
C3 S3 C5 C6 171.0(3) . . . . ?
C3 S3 C5 S4 -11.9(2) . . . . ?
C4 S4 C5 C6 -170.9(3) . . . . ?
C4 S4 C5 S3 12.1(2) . . . . ?
S3 C5 C6 S5 -1.5(4) . . . . ?
S4 C5 C6 S5 -178.33(19) . . . . ?
S3 C5 C6 S6 177.0(2) . . . . ?
S4 C5 C6 S6 0.2(4) . . . . ?
C7 S5 C6 C5 176.6(3) . . . . ?
C7 S5 C6 S6 -2.0(2) . . . . ?
C7 S6 C6 C5 -176.2(3) 2_577 . . . ?
C7 S6 C6 S5 2.3(2) 2_577 . . . ?
C6 S5 C7 C7 0.6(4) . . . 2_577 ?
C6 S5 C7 S6 -178.4(2) . . . 2_577 ?
S1 C1 C2 S2 -1.1(5) . . . . ?
C4 S2 C2 C1 39.8(3) . . . . ?
S1 C3 C4 S2 0.6(5) . . . . ?
S3 C3 C4 S2 171.84(18) . . . . ?
S1 C3 C4 S4 -170.57(19) . . . . ?
S3 C3 C4 S4 0.7(4) . . . . ?
C2 S2 C4 C3 -39.3(4) . . . . ?
C2 S2 C4 S4 131.9(2) . . . . ?
C5 S4 C4 C3 -7.7(3) . . . . ?
C5 S4 C4 S2 -179.3(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        27.88
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.083
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CS2'
_exptl_crystal_preparation       'Electric conductive'
_database_code_depnum_ccdc_archive 'CCDC 942662'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_fq68raw

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H4 S12'
_chemical_formula_weight         556.89

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

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

_cell_length_a                   6.4084(4)
_cell_length_b                   17.7164(12)
_cell_length_c                   9.0918(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.547(4)
_cell_angle_gamma                90.00
_cell_volume                     972.74(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    210(2)
_cell_measurement_reflns_used    2198
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      26.41

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.901
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             560
_exptl_absorpt_coefficient_mu    1.346
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8015
_exptl_absorpt_correction_T_max  0.9710
_exptl_absorpt_process_details   'APEX2 Software Suite (Bruker, 2005)'

_exptl_special_details           
; 
Scan width 0.3°, Crystal to detector distance 5.96 cm,
35 hours for data collection. without sadabs correction. 
;


_diffrn_ambient_temperature      210(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            11260
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_av_sigmaI/netI    0.1001
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         27.92
_reflns_number_total             4572
_reflns_number_gt                2811
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0170P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.05(15)
_refine_ls_number_reflns         4572
_refine_ls_number_parameters     251
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.0684
_refine_ls_wR_factor_gt          0.0610
_refine_ls_goodness_of_fit_ref   0.814
_refine_ls_restrained_S_all      0.814
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9202(13) 0.0254(4) 1.1285(7) 0.0572(18) Uani 1 1 d . . .
C2 C 1.1351(13) 0.0325(4) 1.1799(8) 0.056(2) Uani 1 1 d . . .
C3 C 0.9059(9) 0.0546(3) 0.8382(5) 0.0371(13) Uani 1 1 d . . .
C4 C 1.1272(9) 0.0620(3) 0.8879(6) 0.0368(14) Uani 1 1 d . . .
C5 C 0.9882(8) 0.1363(3) 0.6319(5) 0.0325(12) Uani 1 1 d . . .
C6 C 0.9775(8) 0.1707(3) 0.4953(5) 0.0345(13) Uani 1 1 d . . .
C7 C 0.8525(8) 0.2135(3) 0.2117(5) 0.0330(12) Uani 1 1 d . . .
C8 C 1.0739(8) 0.2203(4) 0.2640(6) 0.0327(12) Uani 1 1 d . . .
C9 C 0.9495(8) 0.2634(3) -0.0194(5) 0.0324(12) Uani 1 1 d . . .
C10 C 0.9358(7) 0.2988(3) -0.1538(5) 0.0331(12) Uani 1 1 d . . .
C11 C 0.7939(8) 0.3729(3) -0.4101(5) 0.0335(12) Uani 1 1 d . . .
C12 C 1.0143(9) 0.3794(3) -0.3632(5) 0.0335(14) Uani 1 1 d . . .
C13 C 0.7779(13) 0.3993(4) -0.7038(7) 0.0564(19) Uani 1 1 d . . .
C14 C 0.9957(12) 0.4057(4) -0.6538(7) 0.0504(17) Uani 1 1 d . . .
S1 S 0.7636(2) 0.00124(9) 0.93496(16) 0.0508(4) Uani 1 1 d . . .
S2 S 1.3000(3) 0.01972(9) 1.05934(15) 0.0556(4) Uani 1 1 d . . .
S3 S 0.7536(2) 0.10681(7) 0.67314(15) 0.0367(3) Uani 1 1 d . . .
S4 S 1.2413(2) 0.12274(8) 0.78356(15) 0.0395(4) Uani 1 1 d . . .
S5 S 0.7244(2) 0.18753(8) 0.34627(14) 0.0412(4) Uani 1 1 d . . .
S6 S 1.2151(2) 0.20620(8) 0.46226(13) 0.0406(4) Uani 1 1 d . . .
S7 S 0.7122(2) 0.22827(8) 0.01524(13) 0.0409(4) Uani 1 1 d . . .
S8 S 1.2033(2) 0.24632(8) 0.13071(14) 0.0396(4) Uani 1 1 d . . .
S9 S 0.6825(2) 0.31175(8) -0.30380(14) 0.0397(4) Uani 1 1 d . . .
S10 S 1.1693(2) 0.32733(7) -0.19984(14) 0.0355(3) Uani 1 1 d . . .
S11 S 0.6146(2) 0.41275(9) -0.58299(15) 0.0554(5) Uani 1 1 d . . .
S12 S 1.1526(2) 0.43193(9) -0.46402(18) 0.0536(4) Uani 1 1 d . . .
H1 H 0.834(9) 0.029(3) 1.193(7) 0.08(2) Uiso 1 1 d . . .
H2 H 1.227(8) 0.037(3) 1.278(5) 0.051(17) Uiso 1 1 d . . .
H13 H 0.712(8) 0.370(3) -0.788(6) 0.055(17) Uiso 1 1 d . . .
H14 H 1.106(7) 0.389(3) -0.716(5) 0.052(15) Uiso 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
C1 C2 1.303(8) . ?
C1 S1 1.762(7) . ?
C1 H1 0.93(6) . ?
C2 S2 1.773(7) . ?
C2 H2 0.89(4) . ?
C3 C4 1.343(7) . ?
C3 S1 1.742(5) . ?
C3 S3 1.755(5) . ?
C4 S4 1.749(6) . ?
C4 S2 1.749(5) . ?
C5 C6 1.365(7) . ?
C5 S3 1.747(5) . ?
C5 S4 1.759(5) . ?
C6 S5 1.756(5) . ?
C6 S6 1.764(5) . ?
C7 C8 1.343(5) . ?
C7 S7 1.730(4) . ?
C7 S5 1.747(5) . ?
C8 S8 1.743(5) . ?
C8 S6 1.743(5) . ?
C9 C10 1.349(6) . ?
C9 S8 1.765(5) . ?
C9 S7 1.767(5) . ?
C10 S9 1.751(4) . ?
C10 S10 1.757(5) . ?
C11 C12 1.337(6) . ?
C11 S11 1.755(5) . ?
C11 S9 1.755(5) . ?
C12 S12 1.742(5) . ?
C12 S10 1.748(5) . ?
C13 C14 1.320(8) . ?
C13 S11 1.768(6) . ?
C13 H13 0.90(5) . ?
C14 S12 1.745(7) . ?
C14 H14 1.09(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 S1 124.2(5) . . ?
C2 C1 H1 123(3) . . ?
S1 C1 H1 113(4) . . ?
C1 C2 S2 122.8(5) . . ?
C1 C2 H2 129(4) . . ?
S2 C2 H2 107(4) . . ?
C4 C3 S1 123.7(4) . . ?
C4 C3 S3 117.3(4) . . ?
S1 C3 S3 118.8(3) . . ?
C3 C4 S4 117.6(4) . . ?
C3 C4 S2 122.7(4) . . ?
S4 C4 S2 119.5(3) . . ?
C6 C5 S3 123.0(3) . . ?
C6 C5 S4 121.8(4) . . ?
S3 C5 S4 115.2(3) . . ?
C5 C6 S5 122.0(4) . . ?
C5 C6 S6 122.1(3) . . ?
S5 C6 S6 115.8(3) . . ?
C8 C7 S7 118.3(3) . . ?
C8 C7 S5 117.7(3) . . ?
S7 C7 S5 124.0(3) . . ?
C7 C8 S8 118.0(3) . . ?
C7 C8 S6 118.3(3) . . ?
S8 C8 S6 123.6(3) . . ?
C10 C9 S8 122.9(4) . . ?
C10 C9 S7 121.7(3) . . ?
S8 C9 S7 115.3(3) . . ?
C9 C10 S9 121.9(4) . . ?
C9 C10 S10 123.1(3) . . ?
S9 C10 S10 114.7(3) . . ?
C12 C11 S11 123.8(4) . . ?
C12 C11 S9 117.2(4) . . ?
S11 C11 S9 118.4(3) . . ?
C11 C12 S12 123.1(4) . . ?
C11 C12 S10 117.7(4) . . ?
S12 C12 S10 119.0(3) . . ?
C14 C13 S11 123.5(5) . . ?
C14 C13 H13 119(4) . . ?
S11 C13 H13 113(4) . . ?
C13 C14 S12 123.8(5) . . ?
C13 C14 H14 127(2) . . ?
S12 C14 H14 109(2) . . ?
C3 S1 C1 98.8(3) . . ?
C4 S2 C2 99.5(3) . . ?
C5 S3 C3 93.9(2) . . ?
C4 S4 C5 93.8(2) . . ?
C7 S5 C6 93.2(2) . . ?
C8 S6 C6 92.8(2) . . ?
C7 S7 C9 93.2(2) . . ?
C8 S8 C9 93.1(2) . . ?
C10 S9 C11 93.9(2) . . ?
C12 S10 C10 93.9(2) . . ?
C11 S11 C13 99.0(3) . . ?
C12 S12 C14 98.7(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
S1 C1 C2 S2 0.9(9) . . . . ?
S1 C3 C4 S4 -175.8(3) . . . . ?
S3 C3 C4 S4 0.0(6) . . . . ?
S1 C3 C4 S2 -1.1(7) . . . . ?
S3 C3 C4 S2 174.7(3) . . . . ?
S3 C5 C6 S5 -0.8(7) . . . . ?
S4 C5 C6 S5 -177.6(3) . . . . ?
S3 C5 C6 S6 175.2(3) . . . . ?
S4 C5 C6 S6 -1.6(6) . . . . ?
S7 C7 C8 S8 1.8(5) . . . . ?
S5 C7 C8 S8 -179.9(4) . . . . ?
S7 C7 C8 S6 179.5(4) . . . . ?
S5 C7 C8 S6 -2.3(5) . . . . ?
S8 C9 C10 S9 177.5(3) . . . . ?
S7 C9 C10 S9 -0.4(6) . . . . ?
S8 C9 C10 S10 3.5(7) . . . . ?
S7 C9 C10 S10 -174.4(3) . . . . ?
S11 C11 C12 S12 2.9(7) . . . . ?
S9 C11 C12 S12 175.0(3) . . . . ?
S11 C11 C12 S10 -172.9(3) . . . . ?
S9 C11 C12 S10 -0.8(6) . . . . ?
S11 C13 C14 S12 -2.6(9) . . . . ?
C4 C3 S1 C1 40.0(5) . . . . ?
S3 C3 S1 C1 -135.7(3) . . . . ?
C2 C1 S1 C3 -40.1(6) . . . . ?
C3 C4 S2 C2 -38.5(6) . . . . ?
S4 C4 S2 C2 136.2(4) . . . . ?
C1 C2 S2 C4 38.8(7) . . . . ?
C6 C5 S3 C3 168.6(4) . . . . ?
S4 C5 S3 C3 -14.4(3) . . . . ?
C4 C3 S3 C5 8.7(4) . . . . ?
S1 C3 S3 C5 -175.3(3) . . . . ?
C3 C4 S4 C5 -8.6(5) . . . . ?
S2 C4 S4 C5 176.5(4) . . . . ?
C6 C5 S4 C4 -168.5(5) . . . . ?
S3 C5 S4 C4 14.4(3) . . . . ?
C8 C7 S5 C6 -7.1(4) . . . . ?
S7 C7 S5 C6 171.0(4) . . . . ?
C5 C6 S5 C7 -169.7(5) . . . . ?
S6 C6 S5 C7 14.1(4) . . . . ?
C7 C8 S6 C6 10.3(4) . . . . ?
S8 C8 S6 C6 -172.2(5) . . . . ?
C5 C6 S6 C8 168.8(5) . . . . ?
S5 C6 S6 C8 -15.0(4) . . . . ?
C8 C7 S7 C9 -9.7(4) . . . . ?
S5 C7 S7 C9 172.2(4) . . . . ?
C10 C9 S7 C7 -167.6(5) . . . . ?
S8 C9 S7 C7 14.3(3) . . . . ?
C7 C8 S8 C9 7.1(4) . . . . ?
S6 C8 S8 C9 -170.4(4) . . . . ?
C10 C9 S8 C8 168.4(5) . . . . ?
S7 C9 S8 C8 -13.6(4) . . . . ?
C9 C10 S9 C11 170.0(5) . . . . ?
S10 C10 S9 C11 -15.6(3) . . . . ?
C12 C11 S9 C10 9.9(4) . . . . ?
S11 C11 S9 C10 -177.6(3) . . . . ?
C11 C12 S10 C10 -8.8(4) . . . . ?
S12 C12 S10 C10 175.3(3) . . . . ?
C9 C10 S10 C12 -170.3(5) . . . . ?
S9 C10 S10 C12 15.3(3) . . . . ?
C12 C11 S11 C13 36.6(5) . . . . ?
S9 C11 S11 C13 -135.4(4) . . . . ?
C14 C13 S11 C11 -36.8(6) . . . . ?
C11 C12 S12 C14 -41.6(5) . . . . ?
S10 C12 S12 C14 134.1(4) . . . . ?
C13 C14 S12 C12 41.6(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.92
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.072
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CS2'
_exptl_crystal_preparation       'Electrical conductive'
_database_code_depnum_ccdc_archive 'CCDC 942663'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_fq29

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            BEDT-TTP
_chemical_melting_point          'decomposing above 510(2)'
_chemical_formula_moiety         'C14 H8 S12'
_chemical_formula_sum            'C14 H8 S12'
_chemical_formula_weight         560.92

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   11.955(2)
_cell_length_b                   5.8261(10)
_cell_length_c                   29.396(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.861(2)
_cell_angle_gamma                90.00
_cell_volume                     2047.4(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    3822
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      27.15

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.820
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1136
_exptl_absorpt_coefficient_mu    1.280
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6849
_exptl_absorpt_correction_T_max  0.9811
_exptl_absorpt_process_details   'APEX2 Software Suite (Bruker, 2005)'

_exptl_special_details           
; 
 Scan width 0.4° ω. It is a single component organic semiconductive crystal. It is air-stable.  
;

_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            11144
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_sigmaI/netI    0.0328
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         1.39
_diffrn_reflns_theta_max         27.00
_reflns_number_total             2224
_reflns_number_gt                1749
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 Software Suite (Bruker,2005)'
_computing_cell_refinement       'APEX2 Software Suite (Bruker,2005)'
_computing_data_reduction        'APEX2 Software Suite (Bruker,2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0622P)²+8.2807P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2224
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1361
_refine_ls_wR_factor_gt          0.1305
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_restrained_S_all      0.987
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S4 S 0.13145(10) 0.1045(2) 0.09984(4) 0.0506(3) Uani 1 1 d . . .
S3 S 0.37826(10) 0.1075(2) 0.10022(4) 0.0510(3) Uani 1 1 d . . .
S5 S 0.37639(9) 0.5294(2) 0.02852(4) 0.0482(3) Uani 1 1 d . . .
S1 S 0.39668(11) -0.1635(3) 0.18689(4) 0.0607(4) Uani 1 1 d . . .
S2 S 0.11940(11) -0.1655(2) 0.18627(4) 0.0603(4) Uani 1 1 d . . .
S6 S 0.37329(9) 0.9723(2) -0.02814(4) 0.0479(3) Uani 1 1 d . . .
C5 C 0.2536(4) 0.2347(7) 0.07956(12) 0.0426(9) Uani 1 1 d . . .
C4 C 0.2014(4) -0.0212(8) 0.14683(13) 0.0437(10) Uani 1 1 d . A .
C7 C 0.3056(3) 0.7505(8) -0.00003(14) 0.0424(9) Uani 1 1 d . . .
C3 C 0.3124(4) -0.0192(8) 0.14723(13) 0.0432(9) Uani 1 1 d . A .
C6 C 0.2521(3) 0.4101(7) 0.04991(12) 0.0405(8) Uani 1 1 d . . .
C1 C 0.3131(18) -0.427(3) 0.1835(7) 0.053(4) Uani 0.50(4) 1 d P A 1
H1A H 0.3020 -0.4672 0.1518 0.064 Uiso 0.50(4) 1 calc PR A 1
H1B H 0.3548 -0.5504 0.1979 0.064 Uiso 0.50(4) 1 calc PR A 1
C2 C 0.2068(16) -0.410(4) 0.2043(9) 0.063(5) Uani 0.50(4) 1 d P A 1
H2A H 0.2184 -0.4007 0.2370 0.076 Uiso 0.50(4) 1 calc PR A 1
H2B H 0.1657 -0.5504 0.1981 0.076 Uiso 0.50(4) 1 calc PR A 1
C1' C 0.319(2) -0.411(5) 0.2027(11) 0.081(7) Uani 0.50(4) 1 d P A 2
H1'1 H 0.3588 -0.5451 0.1920 0.098 Uiso 0.50(4) 1 calc PR A 2
H1'2 H 0.3188 -0.4186 0.2357 0.098 Uiso 0.50(4) 1 calc PR A 2
C2' C 0.1923(19) -0.428(3) 0.1847(9) 0.064(4) Uani 0.50(4) 1 d P A 2
H2'1 H 0.1529 -0.5389 0.2031 0.077 Uiso 0.50(4) 1 calc PR A 2
H2'2 H 0.1919 -0.4837 0.1537 0.077 Uiso 0.50(4) 1 calc PR 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
S4 C5 1.758(4) . ?
S4 C4 1.763(4) . ?
S3 C3 1.763(4) . ?
S3 C5 1.764(4) . ?
S5 C7 1.749(4) . ?
S5 C6 1.764(4) . ?
S1 C3 1.745(4) . ?
S1 C1' 1.78(3) . ?
S1 C1 1.83(2) . ?
S2 C4 1.745(4) . ?
S2 C2' 1.76(2) . ?
S2 C2 1.840(18) . ?
S6 C7 1.740(4) . ?
S6 C6 1.760(4) 7_565 ?
C5 C6 1.343(5) . ?
C4 C3 1.327(6) . ?
C7 C7 1.328(8) 7_565 ?
C6 S6 1.760(4) 7_565 ?
C1 C2 1.42(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C1' C2' 1.60(4) . ?
C1' H1'1 0.9700 . ?
C1' H1'2 0.9700 . ?
C2' H2'1 0.9700 . ?
C2' H2'2 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 S4 C4 93.33(19) . . ?
C3 S3 C5 93.48(19) . . ?
C7 S5 C6 93.27(19) . . ?
C3 S1 C1' 105.5(8) . . ?
C3 S1 C1 93.3(7) . . ?
C1' S1 C1 18.3(8) . . ?
C4 S2 C2' 96.8(7) . . ?
C4 S2 C2 104.0(7) . . ?
C2' S2 C2 19.3(6) . . ?
C7 S6 C6 93.53(19) . 7_565 ?
C6 C5 S4 123.1(4) . . ?
C6 C5 S3 123.1(4) . . ?
S4 C5 S3 113.8(2) . . ?
C3 C4 S2 124.8(3) . . ?
C3 C4 S4 117.8(3) . . ?
S2 C4 S4 117.1(3) . . ?
C7 C7 S6 118.5(5) 7_565 . ?
C7 C7 S5 118.2(5) 7_565 . ?
S6 C7 S5 123.3(2) . . ?
C4 C3 S1 124.7(3) . . ?
C4 C3 S3 117.1(3) . . ?
S1 C3 S3 117.7(2) . . ?
C5 C6 S6 122.3(3) . 7_565 ?
C5 C6 S5 121.9(3) . . ?
S6 C6 S5 115.7(2) 7_565 . ?
C2 C1 S1 114.1(16) . . ?
C2 C1 H1A 108.7 . . ?
S1 C1 H1A 108.7 . . ?
C2 C1 H1B 108.7 . . ?
S1 C1 H1B 108.7 . . ?
H1A C1 H1B 107.6 . . ?
C1 C2 S2 115.9(16) . . ?
C1 C2 H2A 108.3 . . ?
S2 C2 H2A 108.3 . . ?
C1 C2 H2B 108.3 . . ?
S2 C2 H2B 108.3 . . ?
H2A C2 H2B 107.4 . . ?
C2' C1' S1 117.2(15) . . ?
C2' C1' H1'1 108.0 . . ?
S1 C1' H1'1 108.0 . . ?
C2' C1' H1'2 108.0 . . ?
S1 C1' H1'2 108.0 . . ?
H1'1 C1' H1'2 107.2 . . ?
C1' C2' S2 113.9(18) . . ?
C1' C2' H2'1 108.8 . . ?
S2 C2' H2'1 108.8 . . ?
C1' C2' H2'2 108.8 . . ?
S2 C2' H2'2 108.8 . . ?
H2'1 C2' H2'2 107.7 . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.088
_database_code_depnum_ccdc_archive 'CCDC 942664'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_fq47

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            EMDT-TTP
_chemical_melting_point          'decomposing above 498(2)'
_chemical_formula_moiety         'C13 H6 S12'
_chemical_formula_sum            'C13 H6 S12'
_chemical_formula_weight         546.90

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.4227(4)
_cell_length_b                   9.4246(5)
_cell_length_c                   16.9326(9)
_cell_angle_alpha                83.890(3)
_cell_angle_beta                 81.735(3)
_cell_angle_gamma                70.108(3)
_cell_volume                     951.96(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4459
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      27.48

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.908
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    1.373
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7385
_exptl_absorpt_correction_T_max  0.9864
_exptl_absorpt_process_details   'SADABS (Bruker, 2005)'

_exptl_special_details           
; 
 Scan width 0.5°, Crystal to detector distance 5.96 cm. It is a new single component organic semiconductive crystal. It is air-stable. 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            10924
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_sigmaI/netI    0.0364
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         27.49
_reflns_number_total             4200
_reflns_number_gt                3160
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0486P)²+5.8702P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     refall
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4200
_refine_ls_number_parameters     250
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1336
_refine_ls_wR_factor_gt          0.1241
_refine_ls_goodness_of_fit_ref   0.906
_refine_ls_restrained_S_all      0.906
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S8 S 0.69603(17) 0.63550(12) 0.59046(6) 0.0235(2) Uani 1 1 d . . .
S5 S 1.25592(17) 0.75772(12) 0.47524(6) 0.0230(2) Uani 1 1 d . . .
S4 S 0.85041(17) 1.10181(13) 0.31161(6) 0.0257(3) Uani 1 1 d . . .
S9 S 1.09748(18) 0.29031(13) 0.75465(6) 0.0268(3) Uani 1 1 d . . .
S6 S 0.76685(17) 0.87257(12) 0.45992(6) 0.0247(2) Uani 1 1 d . . .
S7 S 1.18507(17) 0.52136(13) 0.60581(6) 0.0246(2) Uani 1 1 d . . .
S10 S 0.61717(18) 0.39881(14) 0.73102(6) 0.0273(3) Uani 1 1 d . . .
S3 S 1.33273(17) 0.98867(13) 0.32663(6) 0.0251(2) Uani 1 1 d . . .
S1 S 1.4479(2) 1.12325(17) 0.16441(7) 0.0391(3) Uani 1 1 d . . .
S11 S 0.9814(2) 0.18583(16) 0.92995(7) 0.0372(3) Uani 1 1 d . . .
S2 S 0.9122(2) 1.24360(18) 0.14594(8) 0.0426(4) Uani 1 1 d . . .
S12 S 0.4995(2) 0.29150(19) 0.90488(8) 0.0479(4) Uani 1 1 d . . .
C7 C 1.0852(7) 0.6717(4) 0.5362(2) 0.0183(8) Uani 1 1 d . . .
C11 C 0.9063(8) 0.2670(5) 0.8355(3) 0.0268(9) Uani 1 1 d . . .
C4 C 1.0302(7) 1.1353(5) 0.2289(2) 0.0262(9) Uani 1 1 d . . .
C9 C 0.9191(7) 0.5102(5) 0.6398(2) 0.0203(8) Uani 1 1 d . . .
C8 C 0.8676(7) 0.7222(5) 0.5293(2) 0.0193(8) Uani 1 1 d . . .
C6 C 1.0341(7) 0.8794(5) 0.4235(2) 0.0209(8) Uani 1 1 d . . .
C12 C 0.6913(8) 0.3152(5) 0.8242(2) 0.0266(9) Uani 1 1 d . . .
C10 C 0.8840(7) 0.4129(5) 0.7007(2) 0.0218(8) Uani 1 1 d . . .
C3 C 1.2482(8) 1.0821(6) 0.2353(3) 0.0284(10) Uani 1 1 d . . .
C5 C 1.0695(7) 0.9739(5) 0.3615(2) 0.0223(9) Uani 1 1 d . . .
C1 C 1.2966(11) 1.3236(7) 0.1498(4) 0.0492(15) Uani 1 1 d . . .
C13 C 0.7217(10) 0.1435(8) 0.9522(4) 0.0462(15) Uani 1 1 d . . .
C2 C 1.0919(11) 1.3553(8) 0.1110(4) 0.0495(15) Uani 1 1 d . . .
H13A H 0.718(11) 0.057(8) 0.937(4) 0.06(2) Uiso 1 1 d . . .
H13B H 0.694(9) 0.159(6) 1.003(4) 0.043(16) Uiso 1 1 d . . .
H1A H 1.270(11) 1.355(7) 0.209(4) 0.06(2) Uiso 1 1 d . . .
H2A H 1.016(14) 1.447(10) 0.130(5) 0.10(3) Uiso 1 1 d . . .
H2B H 1.178(15) 1.307(10) 0.055(5) 0.11(3) Uiso 1 1 d . . .
H1B H 1.42(2) 1.370(15) 0.110(8) 0.21(6) Uiso 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
S8 C8 1.749(4) . ?
S8 C9 1.769(4) . ?
S5 C7 1.739(4) . ?
S5 C6 1.774(4) . ?
S4 C4 1.755(4) . ?
S4 C5 1.766(4) . ?
S9 C11 1.751(5) . ?
S9 C10 1.763(4) . ?
S6 C8 1.746(4) . ?
S6 C6 1.759(4) . ?
S7 C7 1.747(4) . ?
S7 C9 1.757(4) . ?
S10 C12 1.742(4) . ?
S10 C10 1.762(4) . ?
S3 C5 1.755(4) . ?
S3 C3 1.757(4) . ?
S1 C3 1.742(4) . ?
S1 C1 1.815(7) . ?
S11 C11 1.757(4) . ?
S11 C13 1.823(6) . ?
S2 C4 1.751(4) . ?
S2 C2 1.813(6) . ?
S12 C12 1.752(4) . ?
S12 C13 1.833(6) . ?
C7 C8 1.333(6) . ?
C11 C12 1.334(6) . ?
C4 C3 1.333(6) . ?
C9 C10 1.352(6) . ?
C6 C5 1.348(6) . ?
C1 C2 1.480(9) . ?
C1 H1A 1.05(7) . ?
C1 H1B 1.13(14) . ?
C13 H13A 0.89(7) . ?
C13 H13B 0.87(6) . ?
C2 H2A 0.90(9) . ?
C2 H2B 1.09(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
C8 S8 C9 93.22(19) . . ?
C7 S5 C6 93.33(19) . . ?
C4 S4 C5 93.6(2) . . ?
C11 S9 C10 92.2(2) . . ?
C8 S6 C6 93.46(19) . . ?
C7 S7 C9 93.67(19) . . ?
C12 S10 C10 92.2(2) . . ?
C5 S3 C3 93.5(2) . . ?
C3 S1 C1 96.3(3) . . ?
C11 S11 C13 90.3(2) . . ?
C4 S2 C2 104.0(3) . . ?
C12 S12 C13 90.7(2) . . ?
C8 C7 S5 118.5(3) . . ?
C8 C7 S7 118.2(3) . . ?
S5 C7 S7 123.3(2) . . ?
C12 C11 S9 117.6(3) . . ?
C12 C11 S11 118.6(3) . . ?
S9 C11 S11 123.8(3) . . ?
C3 C4 S2 124.4(3) . . ?
C3 C4 S4 117.3(3) . . ?
S2 C4 S4 118.2(3) . . ?
C10 C9 S7 122.5(3) . . ?
C10 C9 S8 121.2(3) . . ?
S7 C9 S8 116.3(2) . . ?
C7 C8 S6 118.4(3) . . ?
C7 C8 S8 118.6(3) . . ?
S6 C8 S8 123.0(2) . . ?
C5 C6 S6 122.6(3) . . ?
C5 C6 S5 121.5(3) . . ?
S6 C6 S5 115.9(2) . . ?
C11 C12 S10 118.4(3) . . ?
C11 C12 S12 117.7(3) . . ?
S10 C12 S12 123.9(3) . . ?
C9 C10 S10 121.6(3) . . ?
C9 C10 S9 123.4(3) . . ?
S10 C10 S9 115.1(2) . . ?
C4 C3 S1 123.6(3) . . ?
C4 C3 S3 117.6(3) . . ?
S1 C3 S3 118.2(3) . . ?
C6 C5 S3 123.5(3) . . ?
C6 C5 S4 122.4(3) . . ?
S3 C5 S4 114.0(2) . . ?
C2 C1 S1 113.2(5) . . ?
C2 C1 H1A 115(4) . . ?
S1 C1 H1A 100(4) . . ?
C2 C1 H1B 110(7) . . ?
S1 C1 H1B 104(7) . . ?
H1A C1 H1B 114(8) . . ?
S11 C13 S12 109.7(3) . . ?
S11 C13 H13A 118(4) . . ?
S12 C13 H13A 105(4) . . ?
S11 C13 H13B 99(4) . . ?
S12 C13 H13B 106(4) . . ?
H13A C13 H13B 118(6) . . ?
C1 C2 S2 118.0(5) . . ?
C1 C2 H2A 98(6) . . ?
S2 C2 H2A 104(6) . . ?
C1 C2 H2B 95(5) . . ?
S2 C2 H2B 103(5) . . ?
H2A C2 H2B 139(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 S5 C7 C8 -3.1(4) . . . . ?
C6 S5 C7 S7 176.4(3) . . . . ?
C9 S7 C7 C8 -1.8(4) . . . . ?
C9 S7 C7 S5 178.6(3) . . . . ?
C10 S9 C11 C12 12.9(4) . . . . ?
C10 S9 C11 S11 -166.6(3) . . . . ?
C13 S11 C11 C12 21.7(5) . . . . ?
C13 S11 C11 S9 -158.8(4) . . . . ?
C2 S2 C4 C3 -34.2(5) . . . . ?
C2 S2 C4 S4 142.5(3) . . . . ?
C5 S4 C4 C3 -10.3(4) . . . . ?
C5 S4 C4 S2 172.7(3) . . . . ?
C7 S7 C9 C10 -176.6(4) . . . . ?
C7 S7 C9 S8 2.8(3) . . . . ?
C8 S8 C9 C10 176.7(4) . . . . ?
C8 S8 C9 S7 -2.7(3) . . . . ?
S5 C7 C8 S6 -0.4(5) . . . . ?
S7 C7 C8 S6 180.0(2) . . . . ?
S5 C7 C8 S8 179.8(2) . . . . ?
S7 C7 C8 S8 0.2(5) . . . . ?
C6 S6 C8 C7 3.8(4) . . . . ?
C6 S6 C8 S8 -176.5(3) . . . . ?
C9 S8 C8 C7 1.5(4) . . . . ?
C9 S8 C8 S6 -178.2(3) . . . . ?
C8 S6 C6 C5 176.0(4) . . . . ?
C8 S6 C6 S5 -5.8(3) . . . . ?
C7 S5 C6 C5 -176.1(4) . . . . ?
C7 S5 C6 S6 5.7(3) . . . . ?
S9 C11 C12 S10 -0.7(6) . . . . ?
S11 C11 C12 S10 178.8(3) . . . . ?
S9 C11 C12 S12 179.8(3) . . . . ?
S11 C11 C12 S12 -0.7(6) . . . . ?
C10 S10 C12 C11 -11.9(4) . . . . ?
C10 S10 C12 S12 167.6(3) . . . . ?
C13 S12 C12 C11 -20.6(5) . . . . ?
C13 S12 C12 S10 159.9(4) . . . . ?
S7 C9 C10 S10 -177.5(2) . . . . ?
S8 C9 C10 S10 3.2(5) . . . . ?
S7 C9 C10 S9 1.8(6) . . . . ?
S8 C9 C10 S9 -177.6(2) . . . . ?
C12 S10 C10 C9 -160.2(4) . . . . ?
C12 S10 C10 S9 20.5(3) . . . . ?
C11 S9 C10 C9 159.9(4) . . . . ?
C11 S9 C10 S10 -20.8(3) . . . . ?
S2 C4 C3 S1 4.5(7) . . . . ?
S4 C4 C3 S1 -172.2(3) . . . . ?
S2 C4 C3 S3 175.0(3) . . . . ?
S4 C4 C3 S3 -1.8(6) . . . . ?
C1 S1 C3 C4 43.7(5) . . . . ?
C1 S1 C3 S3 -126.7(3) . . . . ?
C5 S3 C3 C4 12.9(4) . . . . ?
C5 S3 C3 S1 -176.1(3) . . . . ?
S6 C6 C5 S3 177.2(2) . . . . ?
S5 C6 C5 S3 -0.8(6) . . . . ?
S6 C6 C5 S4 0.8(6) . . . . ?
S5 C6 C5 S4 -177.3(2) . . . . ?
C3 S3 C5 C6 163.8(4) . . . . ?
C3 S3 C5 S4 -19.5(3) . . . . ?
C4 S4 C5 C6 -164.4(4) . . . . ?
C4 S4 C5 S3 18.8(3) . . . . ?
C3 S1 C1 C2 -67.6(5) . . . . ?
C11 S11 C13 S12 -33.6(4) . . . . ?
C12 S12 C13 S11 33.6(4) . . . . ?
S1 C1 C2 S2 44.4(7) . . . . ?
C4 S2 C2 C1 6.2(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.960
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.960
_refine_diff_density_max         0.910
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.111
_database_code_depnum_ccdc_archive 'CCDC 942665'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_fq24

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H6 S12'
_chemical_formula_weight         558.91

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   6.45720(10)
_cell_length_b                   19.2326(2)
_cell_length_c                   24.0962(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.4460(10)
_cell_angle_gamma                90.00
_cell_volume                     2967.24(6)
_cell_formula_units_Z            6
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    7692
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      28.22

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.877
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1692
_exptl_absorpt_coefficient_mu    1.324
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7163
_exptl_absorpt_correction_T_max  0.9189
_exptl_absorpt_process_details   'APEX2 Software Suite (Bruker, 2005)'

_exptl_special_details           
; 
Crystal to detector distance 6.02 cm,explosure time 20s per frame
13 hours for data collection. without sadabs correction. 
;

_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.2
_diffrn_reflns_number            32419
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_sigmaI/netI    0.0465
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.36
_diffrn_reflns_theta_max         28.00
_reflns_number_total             7151
_reflns_number_gt                4399
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0446P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7151
_refine_ls_number_parameters     412
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0377
_refine_ls_wR_factor_ref         0.0908
_refine_ls_wR_factor_gt          0.0836
_refine_ls_goodness_of_fit_ref   0.909
_refine_ls_restrained_S_all      0.913
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S3 S 1.20648(11) 1.04350(4) 0.27324(3) 0.04574(18) Uani 1 1 d . A .
S4 S 0.79697(11) 1.02478(4) 0.31336(3) 0.04746(19) Uani 1 1 d . A .
S5 S 1.03903(11) 0.95076(4) 0.16214(3) 0.04557(18) Uani 1 1 d . . .
S6 S 0.62534(11) 0.93862(4) 0.20493(3) 0.0493(2) Uani 1 1 d . . .
S7 S 0.87901(10) 0.85774(4) 0.06268(3) 0.04209(17) Uani 1 1 d . . .
S8 S 0.46424(10) 0.84663(4) 0.10531(3) 0.04294(18) Uani 1 1 d . . .
S9 S 0.69722(11) 0.76398(4) -0.04506(3) 0.04588(18) Uani 1 1 d . . .
S10 S 0.29051(11) 0.75466(4) -0.00199(3) 0.04855(19) Uani 1 1 d . . .
S11 S 0.60936(13) 0.64023(5) -0.12055(3) 0.0662(3) Uani 1 1 d . . .
S12 S 0.15392(13) 0.62997(4) -0.07146(3) 0.0617(2) Uani 1 1 d . . .
S21 S 1.11185(13) 0.24604(5) 0.22843(4) 0.0667(2) Uani 1 1 d . . .
S22 S 0.64497(12) 0.23253(5) 0.27359(3) 0.0593(2) Uani 1 1 d . B .
S23 S 0.95254(10) 0.14384(4) 0.14022(3) 0.04543(18) Uani 1 1 d . . .
S24 S 0.53759(10) 0.13256(4) 0.17879(3) 0.04405(18) Uani 1 1 d . . .
S25 S 0.78689(10) 0.05186(3) 0.02988(2) 0.03753(16) Uani 1 1 d . B .
S26 S 0.36710(10) 0.04221(4) 0.06975(2) 0.03884(16) Uani 1 1 d . . .
S1 S 1.4187(10) 1.0851(7) 0.3837(3) 0.111(2) Uani 0.504(17) 1 d P A 1
S1' S 1.4133(11) 1.1040(4) 0.3806(3) 0.0700(14) Uani 0.496(17) 1 d P A 2
S2 S 0.9425(17) 1.0601(4) 0.4302(3) 0.0526(11) Uani 0.504(17) 1 d P A 1
S2' S 0.9491(19) 1.0802(7) 0.4290(4) 0.091(3) Uani 0.496(17) 1 d P A 2
C1 C 1.348(2) 1.1073(13) 0.4437(6) 0.109(6) Uani 0.504(17) 1 d P A 1
H1A H 1.4745 1.1092 0.4703 0.109 Uiso 0.504(17) 1 calc PR A 1
H1B H 1.2953 1.1545 0.4396 0.109 Uiso 0.504(17) 1 calc PR A 1
C1' C 1.3793(19) 1.0673(6) 0.4497(4) 0.053(2) Uani 0.496(17) 1 d P A 2
H1'1 H 1.3709 1.0169 0.4483 0.053 Uiso 0.496(17) 1 calc PR A 2
H1'2 H 1.4926 1.0809 0.4780 0.053 Uiso 0.496(17) 1 calc PR A 2
C2 C 1.207(2) 1.0701(9) 0.4679(6) 0.067(3) Uani 0.504(17) 1 d PU A 1
H2A H 1.1942 1.0912 0.5038 0.067 Uiso 0.504(17) 1 calc PR A 1
H2B H 1.2641 1.0239 0.4754 0.067 Uiso 0.504(17) 1 calc PR A 1
C2' C 1.158(2) 1.1015(11) 0.4617(6) 0.084(4) Uani 0.496(17) 1 d PU A 2
H2'1 H 1.1468 1.0936 0.5010 0.084 Uiso 0.496(17) 1 calc PR A 2
H2'2 H 1.1710 1.1514 0.4571 0.084 Uiso 0.496(17) 1 calc PR A 2
C3 C 1.1893(4) 1.06276(16) 0.34344(11) 0.0519(8) Uani 1 1 d . . .
C4 C 1.0045(4) 1.05294(16) 0.36212(10) 0.0494(7) Uani 1 1 d . A .
C5 C 0.9555(4) 1.00739(13) 0.26098(9) 0.0372(6) Uani 1 1 d . . .
C6 C 0.8848(4) 0.96991(13) 0.21553(9) 0.0369(6) Uani 1 1 d . A .
C7 C 0.8463(4) 0.89872(13) 0.12536(9) 0.0359(6) Uani 1 1 d . . .
C8 C 0.6624(4) 0.89365(13) 0.14448(9) 0.0365(6) Uani 1 1 d . . .
C9 C 0.6219(4) 0.82510(13) 0.05303(9) 0.0364(6) Uani 1 1 d . . .
C10 C 0.5487(4) 0.78621(13) 0.00850(10) 0.0379(6) Uani 1 1 d . . .
C11 C 0.5300(4) 0.69572(13) -0.06955(10) 0.0411(6) Uani 1 1 d . . .
C12 C 0.3476(4) 0.69117(13) -0.05009(10) 0.0408(6) Uani 1 1 d . . .
C13 C 0.3692(6) 0.6257(2) -0.16138(16) 0.0769(12) Uani 1 1 d . . .
H13 H 0.388(6) 0.625(2) -0.1949(15) 0.111(15) Uiso 1 1 d . . .
C14 C 0.1869(6) 0.6234(2) -0.14235(14) 0.0697(11) Uani 1 1 d . . .
H14 H 0.069(5) 0.6133(17) -0.1610(13) 0.077(11) Uiso 1 1 d . . .
C21 C 1.062(4) 0.2550(10) 0.2914(7) 0.086(5) Uani 0.50 1 d PU B 1
H21A H 1.1841 0.2363 0.3145 0.086 Uiso 0.50 1 calc PR B 1
H21B H 1.0659 0.3048 0.2980 0.086 Uiso 0.50 1 calc PR B 1
C21' C 1.071(4) 0.2298(9) 0.3035(7) 0.059(3) Uani 0.50 1 d PU B 2
C22 C 0.8861(6) 0.2302(2) 0.31712(14) 0.0737(10) Uani 1 1 d . . .
H22A H 0.8745 0.2581 0.3501 0.074 Uiso 0.50 1 calc PR B 1
H22B H 0.9136 0.1827 0.3294 0.074 Uiso 0.50 1 calc PR B 1
C23 C 0.9042(4) 0.19606(14) 0.19657(10) 0.0414(6) Uani 1 1 d . B .
C24 C 0.7153(4) 0.19060(13) 0.21423(10) 0.0387(6) Uani 1 1 d . B .
C25 C 0.6959(4) 0.11258(12) 0.12664(9) 0.0337(6) Uani 1 1 d . B .
C26 C 0.6265(4) 0.07396(12) 0.08147(9) 0.0324(6) Uani 1 1 d . . .
C27 C 0.5934(3) 0.00247(12) -0.00905(9) 0.0310(5) Uani 1 1 d . . .
H22 H 0.860(7) 0.221(2) 0.3582(18) 0.031 Uiso 0.50 1 d P . .
H21' H 1.184(8) 0.245(2) 0.3236(19) 0.031 Uiso 0.50 1 d 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
S3 C3 1.749(3) . ?
S3 C5 1.753(3) . ?
S4 C4 1.750(3) . ?
S4 C5 1.757(2) . ?
S5 C7 1.746(3) . ?
S5 C6 1.765(2) . ?
S6 C8 1.737(2) . ?
S6 C6 1.767(3) . ?
S7 C7 1.741(2) . ?
S7 C9 1.762(3) . ?
S8 C8 1.742(2) . ?
S8 C9 1.768(2) . ?
S9 C11 1.753(3) . ?
S9 C10 1.758(2) . ?
S10 C12 1.755(2) . ?
S10 C10 1.761(3) . ?
S11 C13 1.748(4) . ?
S11 C11 1.753(2) . ?
S12 C12 1.746(3) . ?
S12 C14 1.753(3) . ?
S21 C21 1.601(19) . ?
S21 C23 1.745(3) . ?
S21 C21' 1.888(17) . ?
S22 C24 1.752(2) . ?
S22 C22 1.762(3) . ?
S23 C23 1.749(2) . ?
S23 C25 1.753(2) . ?
S24 C24 1.743(3) . ?
S24 C25 1.762(2) . ?
S25 C27 1.744(2) . ?
S25 C26 1.770(2) . ?
S26 C27 1.743(2) 3_655 ?
S26 C26 1.771(2) . ?
S1 C1 1.628(14) . ?
S1 C3 1.716(7) . ?
S1' C3 1.785(8) . ?
S1' C1' 1.847(12) . ?
S2 C4 1.744(8) . ?
S2 C2 1.837(18) . ?
S2' C2' 1.53(2) . ?
S2' C4 1.774(10) . ?
C1 C2 1.35(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1' C2' 1.63(2) . ?
C1' H1'1 0.9700 . ?
C1' H1'2 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2' H2'1 0.9700 . ?
C2' H2'2 0.9700 . ?
C3 C4 1.342(4) . ?
C5 C6 1.341(3) . ?
C7 C8 1.332(3) . ?
C9 C10 1.343(3) . ?
C11 C12 1.326(3) . ?
C13 C14 1.319(5) . ?
C13 H13 0.83(3) . ?
C14 H14 0.86(3) . ?
C21 C22 1.44(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21' 1.04(6) . ?
C21' C22 1.28(2) . ?
C21' H21' 0.87(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22 1.04(4) . ?
C23 C24 1.347(3) . ?
C25 C26 1.346(3) . ?
C27 C27 1.338(4) 3_655 ?
C27 S26 1.744(2) 3_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 S3 C5 94.23(12) . . ?
C4 S4 C5 94.26(12) . . ?
C7 S5 C6 93.28(11) . . ?
C8 S6 C6 93.42(11) . . ?
C7 S7 C9 93.31(11) . . ?
C8 S8 C9 93.28(11) . . ?
C11 S9 C10 93.35(12) . . ?
C12 S10 C10 93.35(12) . . ?
C13 S11 C11 99.98(15) . . ?
C12 S12 C14 99.40(15) . . ?
C21 S21 C23 103.9(9) . . ?
C21 S21 C21' 16.1(11) . . ?
C23 S21 C21' 97.8(7) . . ?
C24 S22 C22 99.89(14) . . ?
C23 S23 C25 94.72(11) . . ?
C24 S24 C25 94.76(11) . . ?
C27 S25 C26 93.72(10) . . ?
C27 S26 C26 93.75(10) 3_655 . ?
C1 S1 C3 104.3(6) . . ?
C3 S1' C1' 95.7(5) . . ?
C4 S2 C2 99.3(7) . . ?
C2' S2' C4 106.2(8) . . ?
C2 C1 S1 121.8(17) . . ?
C2 C1 H1A 106.9 . . ?
S1 C1 H1A 106.9 . . ?
C2 C1 H1B 106.9 . . ?
S1 C1 H1B 106.9 . . ?
H1A C1 H1B 106.7 . . ?
C2' C1' S1' 102.4(10) . . ?
C2' C1' H1'1 111.3 . . ?
S1' C1' H1'1 111.3 . . ?
C2' C1' H1'2 111.3 . . ?
S1' C1' H1'2 111.3 . . ?
H1'1 C1' H1'2 109.2 . . ?
C1 C2 S2 118.6(13) . . ?
C1 C2 H2A 107.7 . . ?
S2 C2 H2A 107.7 . . ?
C1 C2 H2B 107.7 . . ?
S2 C2 H2B 107.7 . . ?
H2A C2 H2B 107.1 . . ?
S2' C2' C1' 122.3(11) . . ?
S2' C2' H2'1 106.8 . . ?
C1' C2' H2'1 106.8 . . ?
S2' C2' H2'2 106.8 . . ?
C1' C2' H2'2 106.8 . . ?
H2'1 C2' H2'2 106.6 . . ?
C4 C3 S1 125.8(3) . . ?
C4 C3 S3 117.7(2) . . ?
S1 C3 S3 116.2(2) . . ?
C4 C3 S1' 126.3(3) . . ?
S1 C3 S1' 12.0(5) . . ?
S3 C3 S1' 115.5(2) . . ?
C3 C4 S2 128.8(4) . . ?
C3 C4 S4 117.07(19) . . ?
S2 C4 S4 114.0(4) . . ?
C3 C4 S2' 123.8(5) . . ?
S2 C4 S2' 12.7(6) . . ?
S4 C4 S2' 118.3(4) . . ?
C6 C5 S3 124.09(19) . . ?
C6 C5 S4 121.4(2) . . ?
S3 C5 S4 114.55(13) . . ?
C5 C6 S5 122.9(2) . . ?
C5 C6 S6 121.16(19) . . ?
S5 C6 S6 115.95(13) . . ?
C8 C7 S7 118.73(19) . . ?
C8 C7 S5 118.36(18) . . ?
S7 C7 S5 122.79(14) . . ?
C7 C8 S6 118.66(19) . . ?
C7 C8 S8 118.43(18) . . ?
S6 C8 S8 122.78(14) . . ?
C10 C9 S7 122.13(19) . . ?
C10 C9 S8 121.6(2) . . ?
S7 C9 S8 116.24(13) . . ?
C9 C10 S9 123.6(2) . . ?
C9 C10 S10 122.35(19) . . ?
S9 C10 S10 114.03(13) . . ?
C12 C11 S9 117.85(19) . . ?
C12 C11 S11 124.1(2) . . ?
S9 C11 S11 117.95(15) . . ?
C11 C12 S12 125.1(2) . . ?
C11 C12 S10 117.4(2) . . ?
S12 C12 S10 117.39(15) . . ?
C14 C13 S11 125.2(3) . . ?
C14 C13 H13 126(3) . . ?
S11 C13 H13 108(3) . . ?
C13 C14 S12 124.3(3) . . ?
C13 C14 H14 127(2) . . ?
S12 C14 H14 108(2) . . ?
C22 C21 S21 129.5(15) . . ?
C22 C21 H21A 104.9 . . ?
S21 C21 H21A 104.9 . . ?
C22 C21 H21B 104.9 . . ?
S21 C21 H21B 104.9 . . ?
H21A C21 H21B 105.8 . . ?
C22 C21 H21' 100(3) . . ?
S21 C21 H21' 117(3) . . ?
H21A C21 H21' 15.3 . . ?
H21B C21 H21' 93.3 . . ?
C22 C21' S21 119.6(12) . . ?
C22 C21' H21' 127(3) . . ?
S21 C21' H21' 105(3) . . ?
C21' C22 C21 22.9(11) . . ?
C21' C22 S22 129.1(8) . . ?
C21 C22 S22 114.9(7) . . ?
C21' C22 H22A 112.8 . . ?
C21 C22 H22A 108.5 . . ?
S22 C22 H22A 108.5 . . ?
C21' C22 H22B 86.1 . . ?
C21 C22 H22B 108.5 . . ?
S22 C22 H22B 108.5 . . ?
H22A C22 H22B 107.5 . . ?
C21' C22 H22 121(3) . . ?
C21 C22 H22 134(3) . . ?
S22 C22 H22 109(2) . . ?
H22A C22 H22 43.9 . . ?
H22B C22 H22 65.8 . . ?
C24 C23 S21 125.43(19) . . ?
C24 C23 S23 117.42(19) . . ?
S21 C23 S23 116.97(15) . . ?
C23 C24 S24 117.44(19) . . ?
C23 C24 S22 124.3(2) . . ?
S24 C24 S22 118.07(15) . . ?
C26 C25 S23 123.23(18) . . ?
C26 C25 S24 122.27(19) . . ?
S23 C25 S24 114.44(12) . . ?
C25 C26 S25 122.47(18) . . ?
C25 C26 S26 121.90(18) . . ?
S25 C26 S26 115.64(13) . . ?
C27 C27 S26 118.3(2) 3_655 3_655 ?
C27 C27 S25 118.5(2) 3_655 . ?
S26 C27 S25 123.17(13) 3_655 . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        28.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.067
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CS2'
_exptl_crystal_preparation       'electrical conductive'
_database_code_depnum_ccdc_archive 'CCDC 968034'
