Cyanated isoindigos for n-type and ambipolar organic thin film transistors
Wan Yue; Tao He; Matthias Stolte; Marcel Gsanger; Frank Wurthner; Chem.Commun. 50 (2014) 545–; doi:10.1039/c3cc48037b

data_7110228
_publ_section_title
;
 Cyanated isoindigos for n-type and ambipolar organic thin film
 transistors
;
_journal_name_full               Chem.Commun.
_journal_page_first              545
_journal_paper_doi               10.1039/c3cc48037b
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety         'C34 H40 N4 O2'
_chemical_formula_sum            'C34 H40 N4 O2'
_chemical_formula_weight         536.70
_chemical_name_common            dicyano-isoindigo
_chemical_name_systematic
;
6,6'-dicyano-N.N'-(1-octyl)isoindigo 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                107.491(2)
_cell_angle_beta                 90.824(2)
_cell_angle_gamma                93.038(2)
_cell_formula_units_Z            1
_cell_length_a                   5.2943(4)
_cell_length_b                   9.7777(8)
_cell_length_c                   14.7860(12)
_cell_measurement_reflns_used    9986
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.41
_cell_measurement_theta_min      3.14
_cell_volume                     728.63(10)
_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-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  multi_layered_optics
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15978
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.256
_diffrn_reflns_theta_min         3.135
_diffrn_source                   'Incoatec ImuS_microsource_with_mirror'
_exptl_absorpt_coefficient_mu    0.602
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.5968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker, 2008)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.749
_exptl_crystal_size_mid          0.346
_exptl_crystal_size_min          0.059
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2869
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0422
_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
'w=1/[\s^2^(Fo^2^)+(0.0677P)^2^+0.1776P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1135
_refine_ls_wR_factor_ref         0.1155
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2707
_reflns_number_total             2869
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c3cc48037b.txt
_cod_data_source_block           yw27b_c
_cod_database_code               7110228
_shelxl_version_number           2013-4
_shelx_res_checksum              60469
_shelx_hkl_checksum              86259