Consecutive Thiophene-Annulation Approach to π-Extended Thienoacene-Based Organic Semiconductors with [1]Benzothieno[3,2-b][1]benzothiophene (BTBT) Substructure
Takamichi Mori; Takeshi Nishimura; Tatsuya Yamamoto; Iori Doi; Eigo Miyazaki; Itaru Osaka; Kazuo Takimiya; Journal of the American Chemical Society 135 (2013) 13900–13913; doi:10.1021/ja406257u

data_4120795
_publ_section_title
;
 Consecutive Thiophene-Annulation Approach to \p-Extended
 Thienoacene-Based Organic Semiconductors with
 [1]Benzothieno[3,2-b][1]benzothiophene (BTBT) Substructure
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13900
_journal_page_last               13913
_journal_paper_doi               10.1021/ja406257u
_journal_volume                  135
_journal_year                    2013
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'
_chemical_formula_moiety         'C22 H12 S2'
_chemical_formula_sum            'C22 H12 S2'
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_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
_cell_angle_alpha                91.001(7)
_cell_angle_beta                 92.437(7)
_cell_angle_gamma                90.097(7)
_cell_formula_units_Z            2
_cell_length_a                   6.1853(2)
_cell_length_b                   7.5335(3)
_cell_length_c                   16.1995(6)
_cell_measurement_reflns_used    8794
_cell_measurement_temperature    93
_cell_measurement_theta_max      68.32
_cell_measurement_theta_min      5.47
_cell_volume                     754.05(5)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'CRYSTALS (Carruthers, et al., 1999)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_limit_h_max       7
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_diffrn_reflns_limit_k_max       8
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_diffrn_reflns_limit_l_min       -18
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_diffrn_reflns_theta_max         68.23
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.162
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.348
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_description       platelet
_exptl_crystal_F_000             352.00
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.005
_refine_diff_density_max         1.750
_refine_diff_density_min         -1.080
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  1892 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.91(4)
_refine_ls_extinction_coef       15(4)
_refine_ls_extinction_method
'Larson (1970) Crystallographic Computing eq. 22'
_refine_ls_goodness_of_fit_ref   1.433
_refine_ls_hydrogen_treatment    constr
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_refine_ls_R_factor_gt           0.0896
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/\s^2^(Fo^2^)'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_ref         0.1937
_reflns_number_gt                3912
_reflns_number_total             4603
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja406257u_si_002.cif
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