# 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_i:\docume~1\struct~1\qwe97c\qwe97v

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
2-(BEDT-TTF)ethyl thiophene-2-carboxylate 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H14 O2 S9'
_chemical_formula_sum            'C17 H14 O2 S9'
_chemical_formula_weight         538.82

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   37.3030(17)
_cell_length_b                   8.9433(4)
_cell_length_c                   12.9288(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.327(2)
_cell_angle_gamma                90.00
_cell_volume                     4243.3(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9841
_cell_measurement_theta_min      2.89
_cell_measurement_theta_max      28.35

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2208
_exptl_absorpt_coefficient_mu    0.953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.756
_exptl_absorpt_correction_T_max  0.894
_exptl_absorpt_process_details   BRUKER-SADABS

_exptl_special_details           
; 
 ? 
;
_diffrn_ambient_temperature      150(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            29144
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_sigmaI/netI    0.0193
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         28.35
_reflns_number_total             5284
_reflns_number_gt                5097
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_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. 

The thiophene ring is modelled with two orientations in the ratio 0.80 to 0.20,
and related by a near 180 rotation about the C-C(thiophene) bond.
There may be a third orientation which was not modelled.
;

_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)+(0.0352P)²+33.2419P] 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         5284
_refine_ls_number_parameters     246
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1208
_refine_ls_wR_factor_gt          0.1198
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_restrained_S_all      1.190
_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
S1 S 0.16753(2) 0.61563(13) 0.09197(8) 0.0338(2) Uani 1 1 d . . .
S2 S 0.14190(3) 0.64816(12) -0.18373(7) 0.0304(2) Uani 1 1 d . . .
S3 S 0.08916(2) 0.54259(10) 0.08295(6) 0.02037(17) Uani 1 1 d . . .
S4 S 0.06857(2) 0.56700(10) -0.14565(6) 0.02175(18) Uani 1 1 d . . .
S5 S 0.01299(2) 0.70210(9) 0.11118(6) 0.01758(16) Uani 1 1 d . . .
S6 S -0.01188(2) 0.68849(9) -0.11784(6) 0.01808(16) Uani 1 1 d . . .
S7 S -0.03805(2) 0.94135(9) 0.14754(6) 0.01898(17) Uani 1 1 d . . .
S8 S -0.07048(2) 0.91095(10) -0.12539(6) 0.02102(17) Uani 1 1 d . . .
S9 S -0.23739(3) 0.99348(17) 0.23636(15) 0.0485(5) Uani 0.800(4) 1 d PD A 1
O1 O -0.13661(6) 0.8932(3) 0.22677(19) 0.0233(5) Uani 1 1 d . . .
O2 O -0.18763(7) 0.7937(3) 0.1316(2) 0.0348(6) Uani 1 1 d . . .
C1 C 0.19255(13) 0.6940(7) -0.0028(4) 0.0548(13) Uani 1 1 d . . .
H1A H 0.1857 0.8006 -0.0138 0.066 Uiso 1 1 calc R . .
H1B H 0.2189 0.6901 0.0270 0.066 Uiso 1 1 calc R . .
C2 C 0.18636(11) 0.6179(7) -0.1061(4) 0.0491(12) Uani 1 1 d . . .
H2A H 0.1900 0.5091 -0.0945 0.059 Uiso 1 1 calc R . .
H2B H 0.2049 0.6530 -0.1465 0.059 Uiso 1 1 calc R . .
C3 C 0.12450(9) 0.5907(4) 0.0138(3) 0.0210(6) Uani 1 1 d . . .
C4 C 0.11479(9) 0.6025(4) -0.0912(3) 0.0218(6) Uani 1 1 d . . .
C5 C 0.05499(8) 0.5911(4) -0.0236(2) 0.0181(6) Uani 1 1 d . . .
C6 C 0.02299(8) 0.6511(4) -0.0115(2) 0.0167(6) Uani 1 1 d . . .
C7 C -0.02189(8) 0.8277(3) 0.0560(2) 0.0162(6) Uani 1 1 d . . .
C8 C -0.03364(8) 0.8194(4) -0.0482(2) 0.0167(6) Uani 1 1 d . . .
C9 C -0.08460(8) 0.9711(4) 0.0784(2) 0.0183(6) Uani 1 1 d . . .
H9 H -0.0957 1.0476 0.1193 0.022 Uiso 1 1 calc R . .
C10 C -0.08444(9) 1.0381(4) -0.0307(3) 0.0207(6) Uani 1 1 d . . .
H10A H -0.0679 1.1256 -0.0226 0.025 Uiso 1 1 calc R . .
H10B H -0.1093 1.0748 -0.0594 0.025 Uiso 1 1 calc R . .
C11 C -0.10776(9) 0.8306(4) 0.0758(2) 0.0198(6) Uani 1 1 d . . .
H11A H -0.1315 0.8484 0.0292 0.024 Uiso 1 1 calc R . .
H11B H -0.0954 0.7480 0.0451 0.024 Uiso 1 1 calc R . .
C12 C -0.11465(9) 0.7827(4) 0.1827(3) 0.0217(6) Uani 1 1 d . . .
H12A H -0.1275 0.6853 0.1764 0.026 Uiso 1 1 calc R . .
H12B H -0.0911 0.7696 0.2310 0.026 Uiso 1 1 calc R . .
C13 C -0.17274(10) 0.8822(4) 0.1960(3) 0.0262(7) Uani 1 1 d . A .
C14 C -0.19146(6) 0.9901(4) 0.2493(2) 0.0331(8) Uani 1 1 d D . .
C15 C -0.17758(9) 1.0877(4) 0.3309(3) 0.0119(7) Uiso 0.800(4) 1 d PD A 1
H15 H -0.1522 1.0909 0.3589 0.014 Uiso 0.800(4) 1 calc PR A 1
C16 C -0.20202(10) 1.1800(6) 0.3697(4) 0.0397(12) Uiso 0.800(4) 1 d PD A 1
H16 H -0.1959 1.2612 0.4169 0.048 Uiso 0.800(4) 1 calc PR A 1
C17 C -0.23576(8) 1.1346(4) 0.3289(3) 0.0461(14) Uiso 0.800(4) 1 d PD A 1
H17 H -0.2570 1.1761 0.3488 0.055 Uiso 0.800(4) 1 calc PR A 1
S9A S -0.18361(8) 1.0606(4) 0.3684(3) 0.0484(19) Uiso 0.200(4) 1 d PRD A 2
C15A C -0.22760(8) 1.0120(4) 0.2179(3) 0.040 Uiso 0.200(4) 1 d PRD A 2
H15A H -0.2400 0.9678 0.1547 0.048 Uiso 0.200(4) 1 d PR A 2
C16A C -0.2471(5) 1.0996(16) 0.2809(12) 0.040 Uiso 0.200(4) 1 d PD A 2
H16A H -0.2724 1.1222 0.2643 0.048 Uiso 0.200(4) 1 calc PR A 2
C17A C -0.2243(3) 1.146(2) 0.3680(15) 0.040 Uiso 0.200(4) 1 d PD A 2
H17A H -0.2299 1.2136 0.4195 0.048 Uiso 0.200(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
S1 C3 1.751(3) . ?
S1 C1 1.810(5) . ?
S2 C4 1.748(3) . ?
S2 C2 1.798(5) . ?
S3 C5 1.755(3) . ?
S3 C3 1.774(3) . ?
S4 C5 1.755(3) . ?
S4 C4 1.770(3) . ?
S5 C6 1.754(3) . ?
S5 C7 1.769(3) . ?
S6 C6 1.747(3) . ?
S6 C8 1.761(3) . ?
S7 C7 1.748(3) . ?
S7 C9 1.824(3) . ?
S8 C8 1.750(3) . ?
S8 C10 1.815(3) . ?
S9 C14 1.691(2) . ?
S9 C17 1.732(2) . ?
O1 C13 1.339(4) . ?
O1 C12 1.462(4) . ?
O2 C13 1.209(5) . ?
C1 C2 1.480(7) . ?
C3 C4 1.345(5) . ?
C5 C6 1.343(4) . ?
C7 C8 1.342(4) . ?
C9 C11 1.522(4) . ?
C9 C10 1.533(4) . ?
C11 C12 1.512(4) . ?
C13 C14 1.438(5) . ?
C14 C15A 1.350(3) . ?
C14 C15 1.395(3) . ?
C14 S9A 1.640(3) . ?
C15 C16 1.389(6) . ?
C16 C17 1.337(3) . ?
S9A C17A 1.697(3) . ?
C15A C16A 1.421(10) . ?
C16A C17A 1.349(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
C3 S1 C1 100.9(2) . . ?
C4 S2 C2 99.89(19) . . ?
C5 S3 C3 92.59(15) . . ?
C5 S4 C4 92.19(15) . . ?
C6 S5 C7 93.47(15) . . ?
C6 S6 C8 94.09(14) . . ?
C7 S7 C9 99.58(15) . . ?
C8 S8 C10 101.50(15) . . ?
C14 S9 C17 92.01(14) . . ?
C13 O1 C12 116.0(3) . . ?
C2 C1 S1 114.6(4) . . ?
C1 C2 S2 114.4(4) . . ?
C4 C3 S1 128.7(3) . . ?
C4 C3 S3 116.0(2) . . ?
S1 C3 S3 115.28(19) . . ?
C3 C4 S2 128.7(3) . . ?
C3 C4 S4 117.0(3) . . ?
S2 C4 S4 114.32(19) . . ?
C6 C5 S4 124.0(2) . . ?
C6 C5 S3 122.9(2) . . ?
S4 C5 S3 112.90(18) . . ?
C5 C6 S6 122.5(2) . . ?
C5 C6 S5 123.1(2) . . ?
S6 C6 S5 114.37(17) . . ?
C8 C7 S7 128.4(2) . . ?
C8 C7 S5 117.0(2) . . ?
S7 C7 S5 114.45(17) . . ?
C7 C8 S8 128.9(2) . . ?
C7 C8 S6 116.9(2) . . ?
S8 C8 S6 113.96(17) . . ?
C11 C9 C10 113.5(3) . . ?
C11 C9 S7 112.2(2) . . ?
C10 C9 S7 110.3(2) . . ?
C9 C10 S8 115.1(2) . . ?
C12 C11 C9 113.7(3) . . ?
O1 C12 C11 111.3(3) . . ?
O2 C13 O1 124.5(3) . . ?
O2 C13 C14 124.5(3) . . ?
O1 C13 C14 111.0(3) . . ?
C15A C14 C15 110.6(2) . . ?
C15A C14 C13 119.9(2) . . ?
C15 C14 C13 129.5(3) . . ?
C15A C14 S9A 103.13(18) . . ?
C15 C14 S9A 21.66(19) . . ?
C13 C14 S9A 133.4(2) . . ?
C15A C14 S9 13.9(2) . . ?
C15 C14 S9 107.2(2) . . ?
C13 C14 S9 122.3(2) . . ?
S9A C14 S9 95.36(15) . . ?
C16 C15 C14 117.8(3) . . ?
C17 C16 C15 108.0(4) . . ?
C16 C17 S9 114.1(3) . . ?
C14 S9A C17A 99.3(6) . . ?
C14 C15A C16A 119.6(7) . . ?
C17A C16A C15A 109.7(13) . . ?
C16A C17A S9A 107.1(11) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        28.35
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.970
_refine_diff_density_min         -1.544
_refine_diff_density_rms         0.105
_database_code_depnum_ccdc_archive 'CCDC 1016259'
#######################################################################
#
#                 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_qwe102oct16

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
2-(BEDT-TTF)methyl thiophene-2-carboxylate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H12 O2 S9'
_chemical_formula_weight         524.80

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   6.5563(5)
_cell_length_b                   9.9629(8)
_cell_length_c                   16.1326(13)
_cell_angle_alpha                105.019(2)
_cell_angle_beta                 96.449(2)
_cell_angle_gamma                97.549(2)
_cell_volume                     997.10(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9996
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      28.38

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             536
_exptl_absorpt_coefficient_mu    1.012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6111
_exptl_absorpt_correction_T_max  0.9606
_exptl_absorpt_process_details   Bruker-SADABS

_exptl_special_details           
; 
 ? 
;
_diffrn_ambient_temperature      150(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       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28983
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0207
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         28.50
_reflns_number_total             4916
_reflns_number_gt                4638
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_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)+(0.0218P)²+1.7155P] 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         4916
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0830
_refine_ls_wR_factor_gt          0.0793
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_restrained_S_all      1.147
_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 0.9851(4) -0.3469(3) 0.10563(15) 0.0253(5) Uani 1 1 d . . .
H1A H 0.9361 -0.3162 0.0543 0.030 Uiso 1 1 calc R . .
H1B H 1.0783 -0.4160 0.0874 0.030 Uiso 1 1 calc R . .
C2 C 0.7986(4) -0.4203(3) 0.13341(16) 0.0254(5) Uani 1 1 d . . .
H2A H 0.8465 -0.4507 0.1850 0.030 Uiso 1 1 calc R . .
H2B H 0.7354 -0.5060 0.0862 0.030 Uiso 1 1 calc R . .
C3 C 0.9574(3) -0.1379(2) 0.25607(14) 0.0177(4) Uani 1 1 d . . .
C4 C 0.7504(3) -0.1781(2) 0.24519(13) 0.0171(4) Uani 1 1 d . . .
C5 C 0.8353(3) 0.0218(2) 0.38776(14) 0.0153(4) Uani 1 1 d . . .
C6 C 0.8218(3) 0.1328(2) 0.45425(13) 0.0151(4) Uani 1 1 d . . .
C7 C 0.9023(3) 0.3690(2) 0.57604(13) 0.0149(4) Uani 1 1 d . . .
C8 C 0.6953(3) 0.3296(2) 0.56497(13) 0.0161(4) Uani 1 1 d . . .
C9 C 0.8651(3) 0.6330(2) 0.68544(15) 0.0198(4) Uani 1 1 d . . .
H9 H 0.9243 0.7330 0.6905 0.024 Uiso 1 1 calc R . .
C10 C 0.6570(3) 0.5984(2) 0.62592(15) 0.0202(4) Uani 1 1 d . . .
H10A H 0.6810 0.6044 0.5674 0.024 Uiso 1 1 calc R . .
H10B H 0.5698 0.6695 0.6484 0.024 Uiso 1 1 calc R . .
C11 C 0.8427(4) 0.6237(2) 0.77634(15) 0.0220(4) Uani 1 1 d . . .
H11A H 0.7878 0.5258 0.7754 0.026 Uiso 1 1 calc R . .
H11B H 0.9790 0.6543 0.8147 0.026 Uiso 1 1 calc R . .
C12 C 0.6253(4) 0.7070(2) 0.87933(14) 0.0216(4) Uani 1 1 d . . .
C13 C 0.4617(4) 0.7928(2) 0.89707(15) 0.0215(4) Uani 1 1 d . . .
C14 C 0.3618(4) 0.8116(2) 0.97093(16) 0.0231(5) Uani 1 1 d . . .
H14 H 0.3919 0.7716 1.0174 0.028 Uiso 1 1 calc R . .
C15 C 0.2099(4) 0.8989(3) 0.96580(18) 0.0317(6) Uani 1 1 d . . .
H15 H 0.1249 0.9244 1.0094 0.038 Uiso 1 1 calc R . .
C16 C 0.1970(4) 0.9430(3) 0.89259(19) 0.0321(6) Uani 1 1 d . . .
H16 H 0.1021 1.0017 0.8797 0.039 Uiso 1 1 calc R . .
S1 S 1.13507(9) -0.19526(8) 0.18762(4) 0.03102(16) Uani 1 1 d . . .
S2 S 0.60188(9) -0.31197(7) 0.15915(4) 0.02515(13) Uani 1 1 d . . .
S3 S 1.07436(8) -0.01282(6) 0.35419(3) 0.01810(12) Uani 1 1 d . . .
S4 S 0.61853(8) -0.10317(6) 0.33006(3) 0.01686(11) Uani 1 1 d . . .
S5 S 1.04277(8) 0.25125(6) 0.51434(4) 0.01819(11) Uani 1 1 d . . .
S6 S 0.58575(8) 0.16879(5) 0.48846(4) 0.01791(11) Uani 1 1 d . . .
S7 S 1.05559(8) 0.52503(6) 0.64341(4) 0.02053(12) Uani 1 1 d . . .
S8 S 0.51901(8) 0.42553(6) 0.61725(4) 0.02091(12) Uani 1 1 d . . .
S9 S 0.36880(11) 0.88165(7) 0.82686(4) 0.03006(14) Uani 1 1 d . . .
O1 O 0.6983(3) 0.71676(18) 0.80645(11) 0.0253(4) Uani 1 1 d . . .
O2 O 0.6861(3) 0.63567(19) 0.92396(11) 0.0289(4) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.513(3) . ?
C1 S1 1.811(2) . ?
C2 S2 1.804(2) . ?
C3 C4 1.342(3) . ?
C3 S1 1.743(2) . ?
C3 S3 1.761(2) . ?
C4 S2 1.746(2) . ?
C4 S4 1.757(2) . ?
C5 C6 1.347(3) . ?
C5 S4 1.753(2) . ?
C5 S3 1.762(2) . ?
C6 S6 1.750(2) . ?
C6 S5 1.753(2) . ?
C7 C8 1.340(3) . ?
C7 S7 1.754(2) . ?
C7 S5 1.761(2) . ?
C8 S8 1.747(2) . ?
C8 S6 1.755(2) . ?
C9 C11 1.515(3) . ?
C9 C10 1.521(3) . ?
C9 S7 1.828(2) . ?
C10 S8 1.801(2) . ?
C11 O1 1.446(3) . ?
C12 O2 1.207(3) . ?
C12 O1 1.340(3) . ?
C12 C13 1.465(3) . ?
C13 C14 1.405(3) . ?
C13 S9 1.716(2) . ?
C14 C15 1.416(4) . ?
C15 C16 1.360(4) . ?
C16 S9 1.697(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
C2 C1 S1 115.28(17) . . ?
C1 C2 S2 113.71(17) . . ?
C4 C3 S1 129.40(17) . . ?
C4 C3 S3 117.14(16) . . ?
S1 C3 S3 113.44(12) . . ?
C3 C4 S2 125.92(17) . . ?
C3 C4 S4 117.54(16) . . ?
S2 C4 S4 116.18(12) . . ?
C6 C5 S4 122.90(16) . . ?
C6 C5 S3 122.52(16) . . ?
S4 C5 S3 114.55(12) . . ?
C5 C6 S6 123.13(16) . . ?
C5 C6 S5 121.95(16) . . ?
S6 C6 S5 114.92(12) . . ?
C8 C7 S7 128.76(17) . . ?
C8 C7 S5 116.73(16) . . ?
S7 C7 S5 114.51(11) . . ?
C7 C8 S8 126.36(16) . . ?
C7 C8 S6 117.88(16) . . ?
S8 C8 S6 115.73(12) . . ?
C11 C9 C10 112.52(19) . . ?
C11 C9 S7 109.15(16) . . ?
C10 C9 S7 113.67(15) . . ?
C9 C10 S8 112.59(16) . . ?
O1 C11 C9 105.77(18) . . ?
O2 C12 O1 124.1(2) . . ?
O2 C12 C13 124.7(2) . . ?
O1 C12 C13 111.2(2) . . ?
C14 C13 C12 125.3(2) . . ?
C14 C13 S9 112.29(18) . . ?
C12 C13 S9 122.41(18) . . ?
C13 C14 C15 109.9(2) . . ?
C16 C15 C14 113.7(2) . . ?
C15 C16 S9 112.7(2) . . ?
C3 S1 C1 103.90(11) . . ?
C4 S2 C2 98.62(11) . . ?
C3 S3 C5 94.12(10) . . ?
C5 S4 C4 94.22(10) . . ?
C6 S5 C7 95.08(10) . . ?
C6 S6 C8 94.88(10) . . ?
C7 S7 C9 103.82(10) . . ?
C8 S8 C10 97.08(10) . . ?
C16 S9 C13 91.39(13) . . ?
C12 O1 C11 116.40(18) . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        28.50
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         0.917
_refine_diff_density_min         -0.671
_refine_diff_density_rms         0.081
_database_code_depnum_ccdc_archive 'CCDC 1016260'
