#------------------------------------------------------------------------------
#$Date: 2019-11-23 09:12:58 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232669 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/52/7235296.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_7235296
loop_
_publ_author_name
'Wu, Qinghe'
'Qiao, Xiaolan'
'Huang, Qiuliu'
'Li, Jie'
'Xiong, Yu'
'Gao, Xike'
'Li, Hongxiang'
_publ_section_title
;
 High-performance n-channel field effect transistors based on
 solution-processed dicyanomethylene-substituted tetrathienoquinoid
;
_journal_issue                   33
_journal_name_full               'RSC Adv.'
_journal_page_first              16939
_journal_paper_doi               10.1039/C3RA47095D
_journal_volume                  4
_journal_year                    2014
_chemical_formula_sum            'C28 H26 N4 S4'
_chemical_formula_weight         546.77
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_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                92.723(2)
_cell_angle_beta                 96.980(3)
_cell_angle_gamma                110.788(3)
_cell_formula_units_Z            1
_cell_length_a                   5.2700(8)
_cell_length_b                   7.2800(11)
_cell_length_c                   18.461(3)
_cell_measurement_reflns_used    3293
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      30.63
_cell_measurement_theta_min      2.23
_cell_volume                     654.11(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0190
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            6423
_diffrn_reflns_theta_full        30.64
_diffrn_reflns_theta_max         30.64
_diffrn_reflns_theta_min         2.23
_exptl_absorpt_coefficient_mu    0.389
_exptl_absorpt_correction_T_max  0.9884
_exptl_absorpt_correction_T_min  0.8922
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             286
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         3961
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0298
_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)+(0.0392P)²+0.1581P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0746
_refine_ls_wR_factor_ref         0.0797
_reflns_number_gt                3395
_reflns_number_total             3961
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra47095d1.cif
_cod_data_source_block           mo_dm12215_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        654.12(17)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7235296
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 0.33795(5) 0.66208(4) 0.952524(14) 0.01295(7) Uani 1 1 d .
S2 S 1.07198(5) 1.05062(4) 0.890219(14) 0.01274(7) Uani 1 1 d .
N1 N -0.3500(2) 0.34582(16) 0.88649(6) 0.0205(2) Uani 1 1 d .
N2 N -0.0811(3) 0.4850(2) 0.67652(7) 0.0341(3) Uani 1 1 d .
C1 C -0.1740(2) 0.42925(17) 0.85537(6) 0.0156(2) Uani 1 1 d .
C2 C 0.0457(2) 0.53523(17) 0.81720(6) 0.0145(2) Uani 1 1 d .
C3 C -0.0179(3) 0.50914(18) 0.73891(7) 0.0199(2) Uani 1 1 d .
C4 C 0.2971(2) 0.65549(16) 0.85628(6) 0.0126(2) Uani 1 1 d .
C5 C 0.5382(2) 0.78258(16) 0.82930(6) 0.0126(2) Uani 1 1 d .
C6 C 0.7394(2) 0.87849(16) 0.88757(6) 0.0124(2) Uani 1 1 d .
C7 C 0.6701(2) 0.83287(16) 0.95911(6) 0.01222(19) Uani 1 1 d .
C8 C 0.8809(2) 0.93591(15) 1.01406(6) 0.0121(2) Uani 1 1 d .
C9 C 0.5627(2) 0.81883(17) 0.75045(6) 0.0149(2) Uani 1 1 d .
H9A H 0.4833 0.6911 0.7196 0.018 Uiso 1 1 calc R
H9B H 0.7592 0.8785 0.7451 0.018 Uiso 1 1 calc R
C10 C 0.4149(2) 0.95640(17) 0.72322(6) 0.0164(2) Uani 1 1 d .
H10A H 0.2181 0.8956 0.7281 0.020 Uiso 1 1 calc R
H10B H 0.4926 1.0830 0.7548 0.020 Uiso 1 1 calc R
C11 C 0.4402(3) 0.99772(18) 0.64377(6) 0.0177(2) Uani 1 1 d .
H11A H 0.3674 0.8711 0.6122 0.021 Uiso 1 1 calc R
H11B H 0.6365 1.0628 0.6390 0.021 Uiso 1 1 calc R
C12 C 0.2847(3) 1.12931(19) 0.61742(7) 0.0198(2) Uani 1 1 d .
H12A H 0.0859 1.0568 0.6166 0.024 Uiso 1 1 calc R
H12B H 0.3410 1.2479 0.6529 0.024 Uiso 1 1 calc R
C13 C 0.3333(3) 1.1949(2) 0.54140(7) 0.0217(2) Uani 1 1 d .
H13A H 0.5326 1.2636 0.5415 0.026 Uiso 1 1 calc R
H13B H 0.2703 1.0769 0.5054 0.026 Uiso 1 1 calc R
C14 C 0.1843(3) 1.3321(2) 0.51741(8) 0.0290(3) Uani 1 1 d .
H14A H -0.0131 1.2653 0.5175 0.043 Uiso 1 1 calc R
H14B H 0.2177 1.3668 0.4679 0.043 Uiso 1 1 calc R
H14C H 0.2526 1.4524 0.5514 0.043 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'
N N 0.0061 0.0033 '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 S1 C4 90.78(5) . .
C8 S2 C6 89.81(5) 2_777 .
N1 C1 C2 179.31(13) . .
C4 C2 C3 124.71(11) . .
C4 C2 C1 120.00(10) . .
C3 C2 C1 115.28(10) . .
N2 C3 C2 176.92(14) . .
C2 C4 C5 129.06(10) . .
C2 C4 S1 117.80(8) . .
C5 C4 S1 113.13(8) . .
C6 C5 C4 109.48(10) . .
C6 C5 C9 124.40(10) . .
C4 C5 C9 125.97(10) . .
C5 C6 C7 116.04(10) . .
C5 C6 S2 131.00(9) . .
C7 C6 S2 112.96(8) . .
C8 C7 C6 112.31(10) . .
C8 C7 S1 137.11(9) . .
C6 C7 S1 110.57(8) . .
C7 C8 C8 112.33(12) . 2_777
C7 C8 S2 135.08(9) . 2_777
C8 C8 S2 112.59(10) 2_777 2_777
C5 C9 C10 112.01(9) . .
C5 C9 H9A 109.2 . .
C10 C9 H9A 109.2 . .
C5 C9 H9B 109.2 . .
C10 C9 H9B 109.2 . .
H9A C9 H9B 107.9 . .
C11 C10 C9 113.01(9) . .
C11 C10 H10A 109.0 . .
C9 C10 H10A 109.0 . .
C11 C10 H10B 109.0 . .
C9 C10 H10B 109.0 . .
H10A C10 H10B 107.8 . .
C10 C11 C12 111.96(10) . .
C10 C11 H11A 109.2 . .
C12 C11 H11A 109.2 . .
C10 C11 H11B 109.2 . .
C12 C11 H11B 109.2 . .
H11A C11 H11B 107.9 . .
C13 C12 C11 113.61(10) . .
C13 C12 H12A 108.8 . .
C11 C12 H12A 108.8 . .
C13 C12 H12B 108.8 . .
C11 C12 H12B 108.8 . .
H12A C12 H12B 107.7 . .
C14 C13 C12 112.68(11) . .
C14 C13 H13A 109.1 . .
C12 C13 H13A 109.1 . .
C14 C13 H13B 109.1 . .
C12 C13 H13B 109.1 . .
H13A C13 H13B 107.8 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C7 1.7362(12) .
S1 C4 1.7599(11) .
S2 C8 1.7474(11) 2_777
S2 C6 1.7489(12) .
N1 C1 1.1495(16) .
N2 C3 1.1465(17) .
C1 C2 1.4314(16) .
C2 C4 1.3878(15) .
C2 C3 1.4312(16) .
C4 C5 1.4427(15) .
C5 C6 1.3767(15) .
C5 C9 1.5046(15) .
C6 C7 1.4356(15) .
C7 C8 1.3741(15) .
C8 C8 1.445(2) 2_777
C8 S2 1.7474(11) 2_777
C9 C10 1.5390(16) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.5235(15) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C12 1.5267(17) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C13 1.5255(17) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.5244(18) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
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
N1 C1 C2 C4 45(12) . .
N1 C1 C2 C3 -134(12) . .
C4 C2 C3 N2 -162(3) . .
C1 C2 C3 N2 17(3) . .
C3 C2 C4 C5 2.7(2) . .
C1 C2 C4 C5 -176.11(11) . .
C3 C2 C4 S1 -178.16(10) . .
C1 C2 C4 S1 3.04(15) . .
C7 S1 C4 C2 -178.79(10) . .
C7 S1 C4 C5 0.49(9) . .
C2 C4 C5 C6 178.64(11) . .
S1 C4 C5 C6 -0.54(12) . .
C2 C4 C5 C9 3.04(19) . .
S1 C4 C5 C9 -176.15(9) . .
C4 C5 C6 C7 0.32(14) . .
C9 C5 C6 C7 176.01(10) . .
C4 C5 C6 S2 -179.45(9) . .
C9 C5 C6 S2 -3.76(18) . .
C8 S2 C6 C5 179.33(12) 2_777 .
C8 S2 C6 C7 -0.44(9) 2_777 .
C5 C6 C7 C8 -179.46(10) . .
S2 C6 C7 C8 0.35(12) . .
C5 C6 C7 S1 0.04(13) . .
S2 C6 C7 S1 179.85(6) . .
C4 S1 C7 C8 179.03(13) . .
C4 S1 C7 C6 -0.30(8) . .
C6 C7 C8 C8 -0.02(16) . 2_777
S1 C7 C8 C8 -179.34(10) . 2_777
C6 C7 C8 S2 179.57(9) . 2_777
S1 C7 C8 S2 0.2(2) . 2_777
C6 C5 C9 C10 -99.62(13) . .
C4 C5 C9 C10 75.36(14) . .
C5 C9 C10 C11 179.19(10) . .
C9 C10 C11 C12 178.27(10) . .
C10 C11 C12 C13 172.93(11) . .
C11 C12 C13 C14 -177.92(11) . .
