#------------------------------------------------------------------------------
#$Date: 2017-03-30 04:26:08 +0300 (Thu, 30 Mar 2017) $
#$Revision: 194611 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/51/1505169.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_1505169
loop_
_publ_author_name
'San Miguel, Lidaris'
'Matzger, Adam J.'
_publ_section_title
;
 Dialkyl-Substituted Thieno[3,2-b]thiophene-Based Polymers Containing
 2,2‘-Bithiophene, Thieno[3,2-b]thiophene, and Ethynylene Spacers
;
_journal_issue                   26
_journal_name_full               Macromolecules
_journal_page_first              9233
_journal_paper_doi               10.1021/ma702073m
_journal_volume                  40
_journal_year                    2007
_chemical_formula_moiety         'C32 H44 S4'
_chemical_formula_sum            'C32 H44 S4'
_chemical_formula_weight         557.0
_chemical_name_common            T-dinonylT2-T
_chemical_name_systematic
;
poly(2-[2,2']bithiophen-5-yl-3,6-dinonylthieno[3,2-b]thiophene)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_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                95.1950(10)
_cell_angle_beta                 99.1370(10)
_cell_angle_gamma                97.2320(10)
_cell_formula_units_Z            1
_cell_length_a                   4.80255(9)
_cell_length_b                   9.70196(18)
_cell_length_c                   17.3834(3)
_cell_measurement_reflns_used    7241
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.5
_cell_measurement_theta_min      6.6
_cell_volume                     788.26(3)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.907
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'Rigaku RAXIS-SPIDER'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_sigmaI/netI    0.0312
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9340
_diffrn_reflns_theta_full        66.53
_diffrn_reflns_theta_max         66.53
_diffrn_reflns_theta_min         6.55
_exptl_absorpt_coefficient_mu    2.891
_exptl_absorpt_correction_T_max  0.8689
_exptl_absorpt_correction_T_min  0.5956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.173
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2530
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0489
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0686P)²+0.1057P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1249
_refine_ls_wR_factor_ref         0.1363
_reflns_number_gt                1867
_reflns_number_total             2530
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ma702073m-file004.cif
_cod_data_source_block           T-dinonylT2-T
_cod_depositor_comments
;
 Replacing the "?" symbol with the "'" symbol in the
 _chemical_name_systematic data item value.

 Antanas Vaitkus,
 2017-03-30
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1505169
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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1A S 0.2786(7) 0.1165(3) 0.34717(19) 0.0767(8) Uani 0.28 1 d P A 1
C3B C 0.7639(13) 0.0311(5) 0.3893(3) 0.1042(17) Uani 0.28 1 d P A 1
H3B H 0.9523 0.0271 0.4109 0.125 Uiso 0.28 1 calc PR A 1
C3A C 0.2786(7) 0.1165(3) 0.34717(19) 0.0767(8) Uani 0.10 1 d P A 2
H3A H 0.1206 0.1634 0.3416 0.092 Uiso 0.10 1 calc PR A 2
S1B S 0.7639(13) 0.0311(5) 0.3893(3) 0.1042(17) Uani 0.10 1 d P A 2
C3C C 0.6044(8) 0.0188(3) 0.4427(2) 0.0912(10) Uani 0.47 1 d P A 1
S1D S 0.4160(7) 0.1344(2) 0.31162(13) 0.1343(11) Uani 0.47 1 d P A 1
S1C S 0.6044(8) 0.0188(3) 0.4427(2) 0.0912(10) Uani 0.15 1 d P . 2
C3D C 0.4160(7) 0.1344(2) 0.31162(13) 0.1343(11) Uani 0.15 1 d P A 2
H3D H 0.3609 0.1949 0.2754 0.161 Uiso 0.15 1 calc PR A 2
C2A C 0.575(3) -0.0802(15) 0.3457(8) 0.082(4) Uani 0.39 1 d P A 1
H2A H 0.6131 -0.1719 0.3405 0.099 Uiso 0.39 1 calc PR A 1
C2B C 0.454(2) -0.0856(10) 0.3728(6) 0.103(3) Uani 0.61 1 d P A 2
H2B H 0.4487 -0.1813 0.3751 0.124 Uiso 0.61 1 calc PR A 2
S2 S 1.04734(14) 0.29369(6) 0.51059(3) 0.0654(3) Uani 1 1 d . . .
C1 C 0.3404(10) -0.0404(4) 0.3132(2) 0.1265(16) Uani 1 1 d . . .
H1 H 0.213(9) -0.084(4) 0.276(2) 0.152 Uiso 1 1 d . . .
H3C H 0.738(18) 0.042(8) 0.488(5) 0.152 Uiso 0.47 1 d P . .
C4 C 0.6181(6) 0.1568(3) 0.39583(14) 0.0676(7) Uani 1 1 d . . .
C5 C 0.7568(5) 0.2930(2) 0.43540(13) 0.0583(6) Uani 1 1 d . A .
C6 C 0.7000(5) 0.4257(2) 0.42263(13) 0.0549(6) Uani 1 1 d . . .
C7 C 0.9009(5) 0.5266(2) 0.47449(12) 0.0537(6) Uani 1 1 d . . .
C8 C 0.4753(5) 0.4662(3) 0.36219(13) 0.0617(7) Uani 1 1 d . A .
H8A H 0.3948 0.5436 0.3852 0.074 Uiso 1 1 calc R . .
H8B H 0.3235 0.3880 0.3467 0.074 Uiso 1 1 calc R . .
C9 C 0.5898(6) 0.5085(3) 0.28999(13) 0.0681(7) Uani 1 1 d . . .
H9A H 0.7452 0.5848 0.3060 0.082 Uiso 1 1 calc R A .
H9B H 0.6667 0.4301 0.2666 0.082 Uiso 1 1 calc R . .
C10 C 0.3699(6) 0.5534(3) 0.22841(14) 0.0717(8) Uani 1 1 d . A .
H10A H 0.2795 0.6255 0.2529 0.086 Uiso 1 1 calc R . .
H10B H 0.2239 0.4742 0.2085 0.086 Uiso 1 1 calc R . .
C11 C 0.4915(6) 0.6087(3) 0.16009(15) 0.0856(9) Uani 1 1 d . . .
H11A H 0.6432 0.6851 0.1806 0.103 Uiso 1 1 calc R A .
H11B H 0.5760 0.5351 0.1348 0.103 Uiso 1 1 calc R . .
C12 C 0.2840(6) 0.6596(3) 0.09905(15) 0.0877(9) Uani 1 1 d . A .
H12A H 0.1996 0.7336 0.1241 0.105 Uiso 1 1 calc R . .
H12B H 0.1321 0.5834 0.0783 0.105 Uiso 1 1 calc R . .
C13 C 0.4088(7) 0.7139(4) 0.03166(16) 0.0982(10) Uani 1 1 d . . .
H13A H 0.5673 0.7866 0.0528 0.118 Uiso 1 1 calc R A .
H13B H 0.4849 0.6384 0.0053 0.118 Uiso 1 1 calc R . .
C14 C 0.2087(7) 0.7719(4) -0.02812(17) 0.1018(11) Uani 1 1 d . A .
H14A H 0.1266 0.8449 -0.0015 0.122 Uiso 1 1 calc R . .
H14B H 0.0543 0.6982 -0.0510 0.122 Uiso 1 1 calc R . .
C15 C 0.3392(9) 0.8310(4) -0.09338(19) 0.1279(14) Uani 1 1 d . . .
H15A H 0.5003 0.9012 -0.0705 0.153 Uiso 1 1 calc R A .
H15B H 0.4119 0.7566 -0.1219 0.153 Uiso 1 1 calc R . .
C16 C 0.1440(10) 0.8948(5) -0.1498(2) 0.1629(19) Uani 1 1 d . A .
H16A H 0.0510 0.8251 -0.1918 0.195 Uiso 1 1 calc R . .
H16B H 0.2507 0.9688 -0.1706 0.195 Uiso 1 1 calc R . .
H16C H 0.0036 0.9321 -0.1236 0.195 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 0.0181 0.0091 '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 0.3331 0.5567 '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
C1 S1A C4 91.3(2) . .
C2A C3B C4 109.7(7) . .
C2A C3B H3B 125.2 . .
C4 C3B H3B 125.2 . .
C4 C3C H3C 106(5) . .
C4 S1D C1 93.35(19) . .
C1 C2A C3B 112.0(11) . .
C1 C2A H2A 124.0 . .
C3B C2A H2A 124.0 . .
C1 C2B H2B 120.6 . .
C7 S2 C5 91.44(10) 2_766 .
C2B C1 C2A 36.9(5) . .
C2B C1 S1A 103.0(5) . .
C2A C1 S1A 116.3(7) . .
C2B C1 S1D 115.1(5) . .
C2A C1 S1D 105.8(7) . .
S1A C1 S1D 34.09(14) . .
C2B C1 H1 128(3) . .
C2A C1 H1 128(3) . .
S1A C1 H1 115(3) . .
S1D C1 H1 116(3) . .
C5 C4 C3B 124.0(3) . .
C5 C4 S1D 124.1(2) . .
C3B C4 S1D 99.6(3) . .
C5 C4 C3C 120.9(2) . .
C3B C4 C3C 49.0(2) . .
S1D C4 C3C 113.8(2) . .
C5 C4 S1A 127.0(2) . .
C3B C4 S1A 108.9(3) . .
S1D C4 S1A 34.59(12) . .
C3C C4 S1A 94.3(2) . .
C6 C5 C4 130.3(2) . .
C6 C5 S2 112.74(17) . .
C4 C5 S2 116.92(18) . .
C5 C6 C7 109.7(2) . .
C5 C6 C8 127.9(2) . .
C7 C6 C8 122.3(2) . .
C7 C7 C6 115.7(3) 2_766 .
C7 C7 S2 110.4(2) 2_766 2_766
C6 C7 S2 133.87(17) . 2_766
C6 C8 C9 112.7(2) . .
C6 C8 H8A 109.1 . .
C9 C8 H8A 109.1 . .
C6 C8 H8B 109.1 . .
C9 C8 H8B 109.1 . .
H8A C8 H8B 107.8 . .
C10 C9 C8 114.1(2) . .
C10 C9 H9A 108.7 . .
C8 C9 H9A 108.7 . .
C10 C9 H9B 108.7 . .
C8 C9 H9B 108.7 . .
H9A C9 H9B 107.6 . .
C9 C10 C11 113.8(2) . .
C9 C10 H10A 108.8 . .
C11 C10 H10A 108.8 . .
C9 C10 H10B 108.8 . .
C11 C10 H10B 108.8 . .
H10A C10 H10B 107.7 . .
C12 C11 C10 115.8(2) . .
C12 C11 H11A 108.3 . .
C10 C11 H11A 108.3 . .
C12 C11 H11B 108.3 . .
C10 C11 H11B 108.3 . .
H11A C11 H11B 107.4 . .
C11 C12 C13 115.0(3) . .
C11 C12 H12A 108.5 . .
C13 C12 H12A 108.5 . .
C11 C12 H12B 108.5 . .
C13 C12 H12B 108.5 . .
H12A C12 H12B 107.5 . .
C14 C13 C12 116.0(3) . .
C14 C13 H13A 108.3 . .
C12 C13 H13A 108.3 . .
C14 C13 H13B 108.3 . .
C12 C13 H13B 108.3 . .
H13A C13 H13B 107.4 . .
C13 C14 C15 115.4(3) . .
C13 C14 H14A 108.4 . .
C15 C14 H14A 108.4 . .
C13 C14 H14B 108.4 . .
C15 C14 H14B 108.4 . .
H14A C14 H14B 107.5 . .
C16 C15 C14 115.1(3) . .
C16 C15 H15A 108.5 . .
C14 C15 H15A 108.5 . .
C16 C15 H15B 108.5 . .
C14 C15 H15B 108.5 . .
H15A C15 H15B 107.5 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1A C1 1.662(5) .
S1A C4 1.694(4) .
C3B C2A 1.396(15) .
C3B C4 1.485(6) .
C3B H3B 0.9300 .
C3C C4 1.629(4) .
C3C H3C 0.93(8) .
S1D C4 1.603(3) .
S1D C1 1.694(4) .
C2A C1 1.298(16) .
C2A H2A 0.9300 .
C2B C1 1.235(11) .
C2B H2B 0.9300 .
S2 C7 1.720(2) 2_766
S2 C5 1.753(2) .
C1 H1 0.86(4) .
C4 C5 1.459(3) .
C5 C6 1.379(3) .
C6 C7 1.424(3) .
C6 C8 1.498(3) .
C7 C7 1.377(4) 2_766
C7 S2 1.720(2) 2_766
C8 C9 1.517(3) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C10 1.514(3) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C11 1.515(3) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 C12 1.498(3) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.505(4) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C14 1.498(4) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 C15 1.504(4) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C16 1.480(4) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
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
C4 C3B C2A C1 9.3(12) . .
C3B C2A C1 C2B -91.1(18) . .
C3B C2A C1 S1A -15.1(12) . .
C3B C2A C1 S1D 19.8(11) . .
C4 S1A C1 C2B 49.5(6) . .
C4 S1A C1 C2A 12.7(8) . .
C4 S1A C1 S1D -66.4(3) . .
C4 S1D C1 C2B 0.3(7) . .
C4 S1D C1 C2A -37.9(7) . .
C4 S1D C1 S1A 75.8(3) . .
C2A C3B C4 C5 -177.9(6) . .
C2A C3B C4 S1D -34.8(7) . .
C2A C3B C4 C3C 78.5(7) . .
C2A C3B C4 S1A -0.3(8) . .
C1 S1D C4 C5 -177.3(3) . .
C1 S1D C4 C3B 39.7(4) . .
C1 S1D C4 C3C -9.6(3) . .
C1 S1D C4 S1A -69.9(3) . .
C1 S1A C4 C5 171.1(3) . .
C1 S1A C4 C3B -6.3(4) . .
C1 S1A C4 S1D 72.9(3) . .
C1 S1A C4 C3C -54.2(3) . .
C3B C4 C5 C6 151.9(4) . .
S1D C4 C5 C6 17.6(4) . .
C3C C4 C5 C6 -149.3(3) . .
S1A C4 C5 C6 -25.2(4) . .
C3B C4 C5 S2 -26.9(4) . .
S1D C4 C5 S2 -161.2(2) . .
C3C C4 C5 S2 31.9(4) . .
S1A C4 C5 S2 156.0(2) . .
C7 S2 C5 C6 -0.51(19) 2_766 .
C7 S2 C5 C4 178.5(2) 2_766 .
C4 C5 C6 C7 -177.9(3) . .
S2 C5 C6 C7 0.9(3) . .
C4 C5 C6 C8 -0.7(4) . .
S2 C5 C6 C8 178.09(19) . .
C5 C6 C7 C7 -1.1(4) . 2_766
C8 C6 C7 C7 -178.4(2) . 2_766
C5 C6 C7 S2 179.83(19) . 2_766
C8 C6 C7 S2 2.5(4) . 2_766
C5 C6 C8 C9 -97.7(3) . .
C7 C6 C8 C9 79.1(3) . .
C6 C8 C9 C10 -178.6(2) . .
C8 C9 C10 C11 174.4(2) . .
C9 C10 C11 C12 -177.8(2) . .
C10 C11 C12 C13 -179.9(3) . .
C11 C12 C13 C14 -177.1(3) . .
C12 C13 C14 C15 177.7(3) . .
C13 C14 C15 C16 -176.9(4) . .
