#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:30:31 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180397 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/66/7206643.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7206643
loop_
_publ_author_name
'Otón, Francisco'
'Pfattner, Raphael'
'Pavlica, Egon'
'Olivier, Yoann'
'Bratina, Gvido'
'Cornil, Jérôme'
'Puigdollers, Joaquim'
'Alcubilla, Ramón'
'Fontrodona, Xavier'
'Mas-Torrent, Marta'
'Veciana, Jaume'
'Rovira, Concepció'
_publ_section_title
;
 Electronic and structural characterisation of a tetrathiafulvalene
 compound as a potential candidate for ambipolar transport properties
;
_journal_issue                   22
_journal_name_full               CrystEngComm
_journal_page_first              6597
_journal_paper_doi               10.1039/c1ce05559c
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C22 H8 O4 S4'
_chemical_formula_sum            'C22 H8 O4 S4'
_chemical_formula_weight         464.52
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.590(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   3.881(4)
_cell_length_b                   7.532(8)
_cell_length_c                   31.35(3)
_cell_measurement_reflns_used    831
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      20.76
_cell_measurement_theta_min      2.60
_cell_volume                     916.4(16)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      300(2)
_diffrn_measured_fraction_theta_full 0.929
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_device_type  ccd
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1597
_diffrn_reflns_av_sigmaI/netI    0.2249
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            7114
_diffrn_reflns_theta_full        28.18
_diffrn_reflns_theta_max         28.18
_diffrn_reflns_theta_min         2.60
_exptl_absorpt_coefficient_mu    0.549
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.574621
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS v2.10 BRUKER 2001'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.364
_refine_diff_density_min         -0.938
_refine_diff_density_rms         0.224
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.876
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2095
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.876
_refine_ls_R_factor_all          0.2976
_refine_ls_R_factor_gt           0.2174
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0800P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4178
_refine_ls_wR_factor_ref         0.4364
_reflns_number_gt                1070
_reflns_number_total             2095
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce05559c.txt
_cod_data_source_block           fovb87
_cod_original_cell_volume        916.4(17)
_cod_original_sg_symbol_H-M      p21/n
_cod_database_code               7206643
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
S1 S 0.6854(11) 0.7284(4) 0.01596(11) 0.0425(12) Uani 1 1 d .
O1 O 0.898(3) 0.4076(13) 0.0664(3) 0.057(3) Uani 1 1 d .
C1 C 0.508(4) 0.9511(18) 0.0174(5) 0.045(4) Uani 1 1 d .
S2 S 0.3544(11) 1.0161(4) 0.06832(12) 0.0428(12) Uani 1 1 d .
O2 O 0.260(3) 0.9073(13) 0.1608(3) 0.058(3) Uani 1 1 d .
C2 C 0.621(4) 0.6862(16) 0.0703(4) 0.039(4) Uani 1 1 d .
C3 C 0.738(4) 0.5124(17) 0.0875(5) 0.046(4) Uani 1 1 d .
C4 C 0.668(4) 0.4785(19) 0.1340(4) 0.045(4) Uani 1 1 d .
C5 C 0.748(4) 0.3191(17) 0.1527(5) 0.046(4) Uani 1 1 d .
H5A H 0.8357 0.2278 0.1360 0.055 Uiso 1 1 calc R
C6 C 0.703(5) 0.2917(18) 0.1952(6) 0.059(5) Uani 1 1 d .
H6A H 0.7664 0.1827 0.2068 0.071 Uiso 1 1 calc R
C7 C 0.561(5) 0.423(2) 0.2229(5) 0.065(6) Uani 1 1 d .
H7A H 0.5319 0.4048 0.2519 0.078 Uiso 1 1 calc R
C8 C 0.471(5) 0.583(2) 0.2024(5) 0.065(5) Uani 1 1 d .
H8A H 0.3782 0.6724 0.2192 0.078 Uiso 1 1 calc R
C9 C 0.508(4) 0.6174(18) 0.1602(5) 0.042(4) Uani 1 1 d .
C10 C 0.394(5) 0.7912(19) 0.1406(5) 0.052(5) Uani 1 1 d .
C11 C 0.475(4) 0.8172(18) 0.0934(5) 0.042(4) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.067(3) 0.0291(17) 0.0317(19) -0.0003(15) 0.0026(18) 0.0014(19)
O1 0.081(9) 0.034(5) 0.056(7) 0.007(5) 0.019(6) 0.023(6)
C1 0.060(10) 0.030(7) 0.044(9) -0.003(6) 0.013(8) -0.010(7)
S2 0.062(3) 0.0285(18) 0.037(2) -0.0019(15) -0.0034(19) 0.0060(19)
O2 0.097(10) 0.032(5) 0.044(7) -0.010(5) 0.004(6) 0.003(6)
C2 0.056(10) 0.026(7) 0.036(8) -0.005(6) -0.017(7) 0.016(7)
C3 0.075(12) 0.027(7) 0.037(8) -0.001(6) -0.003(8) 0.007(8)
C4 0.064(11) 0.046(8) 0.025(8) 0.004(6) -0.015(7) 0.003(8)
C5 0.068(12) 0.023(7) 0.045(9) 0.003(6) -0.021(8) -0.008(7)
C6 0.097(14) 0.023(7) 0.057(11) 0.010(7) -0.019(10) 0.005(9)
C7 0.108(16) 0.054(10) 0.034(9) 0.020(8) -0.009(10) -0.022(10)
C8 0.092(15) 0.054(10) 0.048(11) -0.013(9) -0.006(10) 0.008(10)
C9 0.038(10) 0.040(8) 0.048(10) -0.004(7) -0.016(7) 0.001(7)
C10 0.087(14) 0.037(8) 0.033(8) 0.003(7) -0.010(9) -0.009(9)
C11 0.041(9) 0.047(9) 0.040(9) 0.000(7) -0.013(7) 0.007(7)
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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 0.00 0.00 0.4000
-1.00 0.00 0.00 0.4000
0.00 0.00 1.00 0.0250
0.00 0.00 -1.00 0.0250
0.00 1.00 0.00 0.0250
0.00 -1.00 0.00 0.0250
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
C2 S1 C1 94.9(6) .
C1 C1 S2 125.3(16) 3_675
C1 C1 S1 120.6(16) 3_675
S2 C1 S1 114.1(8) .
C11 S2 C1 94.4(7) .
C11 C2 C3 125.4(13) .
C11 C2 S1 116.8(10) .
C3 C2 S1 117.8(11) .
O1 C3 C2 122.4(14) .
O1 C3 C4 121.3(13) .
C2 C3 C4 116.2(13) .
C5 C4 C9 118.8(13) .
C5 C4 C3 121.2(14) .
C9 C4 C3 120.0(12) .
C6 C5 C4 121.2(14) .
C6 C5 H5A 119.4 .
C4 C5 H5A 119.4 .
C5 C6 C7 122.9(13) .
C5 C6 H6A 118.5 .
C7 C6 H6A 118.5 .
C8 C7 C6 114.3(15) .
C8 C7 H7A 122.9 .
C6 C7 H7A 122.9 .
C9 C8 C7 125.5(17) .
C9 C8 H8A 117.3 .
C7 C8 H8A 117.3 .
C8 C9 C4 117.1(13) .
C8 C9 C10 121.9(15) .
C4 C9 C10 121.0(13) .
O2 C10 C9 123.0(14) .
O2 C10 C11 120.8(13) .
C9 C10 C11 116.2(14) .
C2 C11 C10 121.0(13) .
C2 C11 S2 119.8(11) .
C10 C11 S2 119.1(11) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C2 1.755(15) .
S1 C1 1.814(15) .
O1 C3 1.205(17) .
C1 C1 1.32(3) 3_675
C1 S2 1.777(15) .
S2 C11 1.752(14) .
O2 C10 1.200(17) .
C2 C11 1.351(19) .
C2 C3 1.485(17) .
C3 C4 1.51(2) .
C4 C5 1.370(18) .
C4 C9 1.47(2) .
C5 C6 1.36(2) .
C5 H5A 0.9300 .
C6 C7 1.43(2) .
C6 H6A 0.9300 .
C7 C8 1.41(2) .
C7 H7A 0.9300 .
C8 C9 1.36(2) .
C8 H8A 0.9300 .
C9 C10 1.51(2) .
C10 C11 1.53(2) .
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_4
C2 S1 C1 C1 -180(2) . 3_675
C2 S1 C1 S2 -1.4(10) . .
C1 C1 S2 C11 -180(2) 3_675 .
S1 C1 S2 C11 1.7(10) . .
C1 S1 C2 C11 0.4(14) . .
C1 S1 C2 C3 -178.3(12) . .
C11 C2 C3 O1 -172.5(16) . .
S1 C2 C3 O1 6(2) . .
C11 C2 C3 C4 3(2) . .
S1 C2 C3 C4 -178.0(11) . .
O1 C3 C4 C5 -7(2) . .
C2 C3 C4 C5 176.5(14) . .
O1 C3 C4 C9 173.0(14) . .
C2 C3 C4 C9 -3(2) . .
C9 C4 C5 C6 -4(2) . .
C3 C4 C5 C6 176.3(16) . .
C4 C5 C6 C7 2(3) . .
C5 C6 C7 C8 0(3) . .
C6 C7 C8 C9 0(3) . .
C7 C8 C9 C4 -3(3) . .
C7 C8 C9 C10 178.2(17) . .
C5 C4 C9 C8 5(2) . .
C3 C4 C9 C8 -175.9(16) . .
C5 C4 C9 C10 -176.2(14) . .
C3 C4 C9 C10 3(2) . .
C8 C9 C10 O2 -1(3) . .
C4 C9 C10 O2 179.4(15) . .
C8 C9 C10 C11 175.7(15) . .
C4 C9 C10 C11 -4(2) . .
C3 C2 C11 C10 -4(2) . .
S1 C2 C11 C10 177.5(12) . .
C3 C2 C11 S2 179.3(12) . .
S1 C2 C11 S2 0.8(18) . .
O2 C10 C11 C2 -179.1(16) . .
C9 C10 C11 C2 4(2) . .
O2 C10 C11 S2 -2(2) . .
C9 C10 C11 S2 -179.4(10) . .
C1 S2 C11 C2 -1.5(14) . .
C1 S2 C11 C10 -178.3(12) . .
