#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/76/1507659.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_1507659
loop_
_publ_author_name
'Shomura, Ryo'
'Sugiyasu, Kazunori'
'Yasuda, Takeshi'
'Sato, Akira'
'Takeuchi, Masayuki'
_publ_section_title
;
 Electrochemical Generation and Spectroscopic Characterization of Charge
 Carriers within Isolated Planar Polythiophene
;
_journal_issue                   9
_journal_name_full               Macromolecules
_journal_page_first              3759
_journal_paper_doi               10.1021/ma300373n
_journal_volume                  45
_journal_year                    2012
_chemical_formula_sum            'C20 H14 O4 S4'
_chemical_formula_weight         446.55
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                71.983(15)
_cell_angle_beta                 82.531(15)
_cell_angle_gamma                89.837(15)
_cell_formula_units_Z            2
_cell_length_a                   8.298(8)
_cell_length_b                   10.140(10)
_cell_length_c                   11.904(12)
_cell_measurement_temperature    393(2)
_cell_volume                     943.7(16)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      393(2)
_diffrn_measured_fraction_theta_full 0.884
_diffrn_measured_fraction_theta_max 0.884
_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  0.0168
_diffrn_reflns_av_sigmaI/netI    0.0257
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7328
_diffrn_reflns_theta_full        27.10
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         1.82
_exptl_absorpt_coefficient_mu    0.529
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             460
_refine_diff_density_max         0.704
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3679
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0383
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0562P)²+0.8196P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1049
_reflns_number_gt                3324
_reflns_number_total             3679
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ma300373n_si_004.cif
_cod_data_source_block           t2ed
_cod_database_code               1507659
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.46657(6) 0.66647(5) 0.08026(5) 0.02015(14) Uani 1 1 d .
S2 S 0.88278(6) 0.33751(6) 0.45025(5) 0.02094(15) Uani 1 1 d .
S3 S 0.62693(7) 0.66813(6) 0.41544(5) 0.02390(15) Uani 1 1 d .
S4 S 0.79628(7) 0.09431(6) 0.33369(5) 0.02685(16) Uani 1 1 d .
O1 O 1.07531(19) 0.33528(16) 0.06249(13) 0.0230(3) Uani 1 1 d .
O2 O 0.3361(2) 0.86702(17) 0.19831(15) 0.0279(4) Uani 1 1 d .
O3 O 0.37605(19) 0.99859(17) 0.37764(15) 0.0274(4) Uani 1 1 d .
O4 O 0.89739(19) 0.12890(16) -0.00093(14) 0.0251(3) Uani 1 1 d .
C5 C 0.9915(2) 0.3234(2) 0.31984(18) 0.0191(4) Uani 1 1 d .
C6 C 0.4324(2) 0.8166(2) 0.28520(19) 0.0188(4) Uani 1 1 d .
C7 C 0.5269(2) 0.6100(2) 0.22104(18) 0.0182(4) Uani 1 1 d .
C8 C 0.5197(2) 0.7001(2) 0.29492(18) 0.0183(4) Uani 1 1 d .
C9 C 0.9334(2) 0.2315(2) 0.26041(19) 0.0198(4) Uani 1 1 d .
C10 C 0.5134(2) 0.5105(2) 0.05542(18) 0.0189(4) Uani 1 1 d .
C11 C 0.5771(3) 0.4765(2) 0.24621(19) 0.0222(4) Uani 1 1 d .
H11 H 0.6119 0.4276 0.3183 0.027 Uiso 1 1 calc R
C12 C 0.9690(2) 0.2395(2) 0.14294(19) 0.0188(4) Uani 1 1 d .
C13 C 1.1232(3) 0.4144(2) 0.28372(19) 0.0206(4) Uani 1 1 d .
H13 H 1.1978 0.4210 0.2166 0.025 Uiso 1 1 calc R
C14 C 1.1345(2) 0.4969(2) 0.35834(19) 0.0210(4) Uani 1 1 d .
H14 H 1.2168 0.5643 0.3446 0.025 Uiso 1 1 calc R
C15 C 0.4516(2) 0.8794(2) 0.37443(19) 0.0202(4) Uani 1 1 d .
C16 C 0.5518(3) 0.8104(2) 0.45173(19) 0.0225(4) Uani 1 1 d .
H16 H 0.5770 0.8363 0.5160 0.027 Uiso 1 1 calc R
C17 C 0.8834(3) 0.1376(2) 0.11181(19) 0.0207(4) Uani 1 1 d .
C18 C 1.0133(2) 0.4687(2) 0.45299(18) 0.0178(4) Uani 1 1 d .
C19 C 0.7861(3) 0.0516(2) 0.2059(2) 0.0262(5) Uani 1 1 d .
H19 H 0.7218 -0.0213 0.2019 0.031 Uiso 1 1 calc R
C20 C 0.5710(3) 0.4201(2) 0.15205(19) 0.0218(4) Uani 1 1 d .
H20 H 0.6027 0.3311 0.1553 0.026 Uiso 1 1 calc R
C21 C 1.0304(3) 0.2147(2) -0.0784(2) 0.0290(5) Uani 1 1 d .
H21A H 1.0152 0.2295 -0.1607 0.035 Uiso 1 1 calc R
H21B H 1.1313 0.1675 -0.0650 0.035 Uiso 1 1 calc R
C22 C 1.0421(3) 0.3522(3) -0.0571(2) 0.0304(5) Uani 1 1 d .
H22A H 1.1282 0.4097 -0.1139 0.036 Uiso 1 1 calc R
H22B H 0.9407 0.3989 -0.0694 0.036 Uiso 1 1 calc R
C23 C 0.3006(7) 1.0576(5) 0.2761(5) 0.107(2) Uani 1 1 d .
H23A H 0.2052 1.1021 0.3015 0.129 Uiso 1 1 calc R
H23B H 0.3743 1.1312 0.2231 0.129 Uiso 1 1 calc R
C24 C 0.2522(6) 0.9846(4) 0.2095(4) 0.0767(14) Uani 1 1 d .
H24A H 0.2526 1.0483 0.1296 0.092 Uiso 1 1 calc R
H24B H 0.1398 0.9543 0.2402 0.092 Uiso 1 1 calc R
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_
_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
C10 S1 C7 91.92(11) . .
C18 S2 C5 92.20(11) . .
C16 S3 C8 92.55(11) . .
C19 S4 C9 92.43(12) . .
C12 O1 C22 110.25(18) . .
C6 O2 C24 112.78(19) . .
C15 O3 C23 111.98(19) . .
C17 O4 C21 112.39(17) . .
C13 C5 C9 128.7(2) . .
C13 C5 S2 110.44(16) . .
C9 C5 S2 120.74(16) . .
O2 C6 C8 122.95(19) . .
O2 C6 C15 123.49(19) . .
C8 C6 C15 113.57(19) . .
C11 C7 C8 128.5(2) . .
C11 C7 S1 110.68(16) . .
C8 C7 S1 120.78(17) . .
C6 C8 C7 128.3(2) . .
C6 C8 S3 109.81(16) . .
C7 C8 S3 121.88(17) . .
C12 C9 C5 127.8(2) . .
C12 C9 S4 109.95(16) . .
C5 C9 S4 122.20(17) . .
C20 C10 C10 129.0(2) . 2_665
C20 C10 S1 111.03(16) . .
C10 C10 S1 119.9(2) 2_665 .
C7 C11 C20 113.4(2) . .
O1 C12 C9 123.95(19) . .
O1 C12 C17 122.5(2) . .
C9 C12 C17 113.52(19) . .
C5 C13 C14 113.23(19) . .
C18 C14 C13 113.75(19) . .
C16 C15 O3 125.08(19) . .
C16 C15 C6 113.0(2) . .
O3 C15 C6 121.9(2) . .
C15 C16 S3 111.06(17) . .
C19 C17 O4 124.1(2) . .
C19 C17 C12 112.6(2) . .
O4 C17 C12 123.3(2) . .
C14 C18 C18 129.1(2) . 2_766
C14 C18 S2 110.36(16) . .
C18 C18 S2 120.6(2) 2_766 .
C17 C19 S4 111.46(18) . .
C10 C20 C11 112.9(2) . .
O4 C21 C22 111.4(2) . .
O1 C22 C21 111.09(19) . .
C24 C23 O3 123.3(3) . .
C23 C24 O2 120.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C10 1.731(3) .
S1 C7 1.735(3) .
S2 C18 1.728(2) .
S2 C5 1.737(2) .
S3 C16 1.722(3) .
S3 C8 1.731(2) .
S4 C19 1.717(3) .
S4 C9 1.729(2) .
O1 C12 1.360(3) .
O1 C22 1.443(3) .
O2 C6 1.362(3) .
O2 C24 1.412(3) .
O3 C15 1.369(3) .
O3 C23 1.399(4) .
O4 C17 1.362(3) .
O4 C21 1.439(3) .
C5 C13 1.366(3) .
C5 C9 1.450(3) .
C6 C8 1.366(3) .
C6 C15 1.422(3) .
C7 C11 1.369(3) .
C7 C8 1.447(3) .
C9 C12 1.368(3) .
C10 C20 1.371(3) .
C10 C10 1.444(4) 2_665
C11 C20 1.413(3) .
C12 C17 1.421(3) .
C13 C14 1.407(3) .
C14 C18 1.368(3) .
C15 C16 1.351(3) .
C17 C19 1.353(3) .
C18 C18 1.442(4) 2_766
C21 C22 1.497(4) .
C23 C24 1.337(4) .
