Air-stable organic semiconductors based on 6,6'-dithienylindigo and polymers thereof
E. D. Glowacki; D. H. Apaydin; Z. Bozkurt; U. Monkowius; K. Demirak; E. Tordin; M. Himmelsbach; C. Schwarzinger; M. Burian; R. T. Lechner; N. Demitri; G. Voss; N. S. Sariciftci; Journal of Materials Chemistry C 2 (2014) 8089–8097; doi:10.1039/C4TC00651H

data_7233858
_publ_section_title
;
 Air-stable organic semiconductors based on 6,6'-dithienylindigo and
 polymers thereof
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              8089
_journal_page_last               8097
_journal_paper_doi               10.1039/C4TC00651H
_journal_volume                  2
_journal_year                    2014
_chemical_absolute_configuration rm
_chemical_formula_moiety         "'C24 H14 N2 O2 S2'"
_chemical_formula_sum            'C24 H14 N2 O2 S2'
_chemical_formula_weight         426.50
_chemical_name_common            DTI
_chemical_name_systematic        6,6?-dithienylindigo
_chemical_properties_physical    'semiconductor, photo-sensitive'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 91.932(9)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.7320(9)
_cell_length_b                   4.7810(2)
_cell_length_c                   28.0980(10)
_cell_measurement_reflns_used    10544
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.38
_cell_measurement_theta_min      1.43
_cell_volume                     903.84(13)
_computing_cell_refinement       XDS
_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_data_reduction        XDS
_computing_molecular_graphics    'Ortep3 for Windows - PyMol'
_computing_publication_material  'enCIFer - publCIF'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    Sir2011
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type
;
'Huber 4-circles Kappa Goniometer, Pilatus 2M detector'
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.700
_diffrn_reflns_av_R_equivalents  0.0751
_diffrn_reflns_av_unetI/netI     0.0503
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            12780
_diffrn_reflns_point_group_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        24.835
_diffrn_reflns_theta_max         28.225
_diffrn_reflns_theta_min         1.428
_diffrn_source                   'Elettra Synchrotron'
_diffrn_source_type              'XRD1 BL'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.304
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'Dark purple'
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_description       Needle
_exptl_crystal_F_000             440
_exptl_crystal_size_max          1.000
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.624
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2252
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0431
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0762P)^2^+0.2515P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1238
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1988
_reflns_number_total             2252
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            J-Mater-Chem-C-2014-2-8089.cif
_cod_data_source_block           Indigo100K
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7233858
_shelx_estimated_absorpt_t_min   0.751
_shelx_estimated_absorpt_t_max   0.994
_shelxl_version_number           2014-3
_shelx_hkl_checksum              40785