#------------------------------------------------------------------------------
#$Date: 2019-09-19 09:16:33 +0300 (Thu, 19 Sep 2019) $
#$Revision: 218521 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/39/7233939.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_7233939
loop_
_publ_author_name
'Li Wang'
'Xiaojie Zhang'
'Jidong Zhang'
'Hongkun Tian'
'Yunfeng Lu'
'Yanhou Geng'
'Fosong Wang'
_publ_section_title
;
 Synthesis and characterization of
 oligo(2,5-bis(3-dodecylthiophen-2-yl)thieno[3,2-b]thiophene)s: effect of
 the chain length and end-groups on their optical and charge transport
 properties
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              9978
_journal_page_last               9986
_journal_paper_doi               10.1039/C4TC01899K
_journal_volume                  2
_journal_year                    2014
_chemical_formula_sum            'C26 H32 S4'
_chemical_formula_weight         472.76
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 98.445(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.7143(10)
_cell_length_b                   7.8255(7)
_cell_length_c                   13.5651(12)
_cell_measurement_reflns_used    2342
_cell_measurement_temperature    185(2)
_cell_measurement_theta_max      25.98
_cell_measurement_theta_min      2.49
_cell_volume                     1230.03(19)
_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  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      185(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_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  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0312
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6387
_diffrn_reflns_theta_full        26.03
_diffrn_reflns_theta_max         26.03
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    0.398
_exptl_absorpt_correction_T_max  0.9613
_exptl_absorpt_correction_T_min  0.9282
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2434
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0407
_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)+(0.0634P)²+0.6003P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1129
_refine_ls_wR_factor_ref         0.1204
_reflns_number_gt                2096
_reflns_number_total             2434
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2014-2-9978.cif
_cod_data_source_block           T4_C6
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7233939
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
_atom_site_disorder_assembly
_atom_site_disorder_group
S2 S -0.17846(5) 1.03696(7) 0.15559(4) 0.02850(19) Uani 1 1 d . . .
S1 S -0.11013(5) 1.43160(7) 0.09983(4) 0.03070(19) Uani 1 1 d . . .
C3 C 0.06009(19) 1.2846(3) 0.02509(15) 0.0249(5) Uani 1 1 d . . .
H3 H 0.1168 1.2052 0.0108 0.030 Uiso 1 1 calc R . .
C5 C 0.0416(2) 0.9877(3) 0.19257(16) 0.0270(5) Uani 1 1 d . . .
C8 C 0.16957(19) 1.0038(3) 0.20053(17) 0.0289(5) Uani 1 1 d . . .
H8A H 0.2041 0.9814 0.2704 0.035 Uiso 1 1 calc R . .
H8B H 0.1886 1.1230 0.1846 0.035 Uiso 1 1 calc R . .
C2 C -0.02099(17) 1.2557(3) 0.08975(15) 0.0223(4) Uani 1 1 d . . .
C9 C 0.22513(18) 0.8831(3) 0.13213(17) 0.0279(5) Uani 1 1 d . . .
H9A H 0.2071 0.7635 0.1479 0.034 Uiso 1 1 calc R . .
H9B H 0.1915 0.9053 0.0620 0.034 Uiso 1 1 calc R . .
C12 C 0.54595(19) 0.8093(3) 0.09513(18) 0.0346(5) Uani 1 1 d . . .
H12A H 0.5782 0.8046 0.1667 0.041 Uiso 1 1 calc R . .
H12B H 0.5601 0.9255 0.0707 0.041 Uiso 1 1 calc R . .
C4 C -0.03831(18) 1.1002(3) 0.14493(16) 0.0242(5) Uani 1 1 d . . .
C1 C -0.04363(18) 1.5466(3) 0.01612(16) 0.0243(5) Uani 1 1 d . . .
C10 C 0.3551(2) 0.9050(3) 0.14338(18) 0.0326(5) Uani 1 1 d . . .
H10A H 0.3871 0.8933 0.2148 0.039 Uiso 1 1 calc R . .
H10B H 0.3722 1.0223 0.1226 0.039 Uiso 1 1 calc R . .
C11 C 0.41648(19) 0.7792(3) 0.08397(17) 0.0306(5) Uani 1 1 d . . .
H11A H 0.3836 0.7882 0.0126 0.037 Uiso 1 1 calc R . .
H11B H 0.4021 0.6616 0.1062 0.037 Uiso 1 1 calc R . .
C6 C -0.0135(2) 0.8499(3) 0.23628(17) 0.0333(5) Uani 1 1 d . . .
H6 H 0.0281 0.7592 0.2716 0.040 Uiso 1 1 calc R . .
C13 C 0.6092(2) 0.6803(4) 0.0389(2) 0.0443(6) Uani 1 1 d . . .
H13A H 0.5999 0.5656 0.0657 0.066 Uiso 1 1 calc R . .
H13B H 0.6914 0.7094 0.0469 0.066 Uiso 1 1 calc R . .
H13C H 0.5771 0.6827 -0.0320 0.066 Uiso 1 1 calc R . .
C7 C -0.1296(2) 0.8598(3) 0.22310(18) 0.0351(6) Uani 1 1 d . . .
H7 H -0.1783 0.7785 0.2481 0.042 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'
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
C7 S2 C4 91.68(11) . .
C1 S1 C2 91.53(10) . .
C2 C3 C1 109.10(18) . 3_585
C2 C3 H3 125.4 . .
C1 C3 H3 125.4 3_585 .
C4 C5 C6 111.1(2) . .
C4 C5 C8 126.0(2) . .
C6 C5 C8 123.0(2) . .
C5 C8 C9 114.51(18) . .
C5 C8 H8A 108.6 . .
C9 C8 H8A 108.6 . .
C5 C8 H8B 108.6 . .
C9 C8 H8B 108.6 . .
H8A C8 H8B 107.6 . .
C3 C2 C4 127.85(18) . .
C3 C2 S1 112.93(15) . .
C4 C2 S1 119.21(15) . .
C10 C9 C8 112.21(18) . .
C10 C9 H9A 109.2 . .
C8 C9 H9A 109.2 . .
C10 C9 H9B 109.2 . .
C8 C9 H9B 109.2 . .
H9A C9 H9B 107.9 . .
C11 C12 C13 113.5(2) . .
C11 C12 H12A 108.9 . .
C13 C12 H12A 108.9 . .
C11 C12 H12B 108.9 . .
C13 C12 H12B 108.9 . .
H12A C12 H12B 107.7 . .
C5 C4 C2 129.7(2) . .
C5 C4 S2 111.36(16) . .
C2 C4 S2 118.93(16) . .
C1 C1 C3 115.3(2) 3_585 3_585
C1 C1 S1 111.2(2) 3_585 .
C3 C1 S1 133.58(16) 3_585 .
C9 C10 C11 114.83(19) . .
C9 C10 H10A 108.6 . .
C11 C10 H10A 108.6 . .
C9 C10 H10B 108.6 . .
C11 C10 H10B 108.6 . .
H10A C10 H10B 107.5 . .
C10 C11 C12 113.0(2) . .
C10 C11 H11A 109.0 . .
C12 C11 H11A 109.0 . .
C10 C11 H11B 109.0 . .
C12 C11 H11B 109.0 . .
H11A C11 H11B 107.8 . .
C7 C6 C5 114.2(2) . .
C7 C6 H6 122.9 . .
C5 C6 H6 122.9 . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C6 C7 S2 111.64(18) . .
C6 C7 H7 124.2 . .
S2 C7 H7 124.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S2 C7 1.713(2) .
S2 C4 1.741(2) .
S1 C1 1.722(2) .
S1 C2 1.745(2) .
C3 C2 1.403(3) .
C3 C1 1.436(3) 3_585
C3 H3 0.9500 .
C5 C4 1.375(3) .
C5 C6 1.430(3) .
C5 C8 1.492(3) .
C8 C9 1.535(3) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C2 C4 1.458(3) .
C9 C10 1.517(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C12 C11 1.520(3) .
C12 C13 1.522(3) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C1 C1 1.378(4) 3_585
C1 C3 1.436(3) 3_585
C10 C11 1.519(3) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C6 C7 1.347(3) .
C6 H6 0.9500 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C7 H7 0.9500 .
