Cyanonaphthalene Diimide Semiconductors for Air-Stable, Flexible, and Optically Transparent n-Channel Field-Effect Transistors
Jones, Brooks A.; Facchetti, Antonio; Marks, Tobin J.; Wasielewski, Michael R.; Chemistry of Materials 19 (2007) 2703–; doi:10.1021/cm0704579

data_4001368
_publ_section_title
;
 Cyanonaphthalene Diimide Semiconductors for Air-Stable, Flexible, and
 Optically Transparent n-Channel Field-Effect Transistors
;
_journal_issue                   11
_journal_name_full               'Chemistry of Materials'
_journal_page_first              2703
_journal_paper_doi               10.1021/cm0704579
_journal_volume                  19
_journal_year                    2007
_chemical_formula_moiety         'C30 H36 Br2 N2 O4'
_chemical_formula_sum            'C30 H36 Br2 N2 O4'
_chemical_formula_weight         648.43
_chemical_name_common            ndi-8br2
_chemical_name_systematic
N,N'-bis(n-octyl)-2,6-dibromonaphthalene-1,4:5,8-tetracarboxylicdiimide
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                86.392(3)
_cell_angle_beta                 83.962(3)
_cell_angle_gamma                88.200(3)
_cell_formula_units_Z            1
_cell_length_a                   4.6807(8)
_cell_length_b                   8.3340(13)
_cell_length_c                   18.206(3)
_cell_measurement_temperature    153(2)
_cell_volume                     704.6(2)
_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      153(2)
_diffrn_measured_fraction_theta_full 0.880
_diffrn_measured_fraction_theta_max 0.880
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0930
_diffrn_reflns_av_sigmaI/netI    0.0871
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            6473
_diffrn_reflns_theta_full        28.81
_diffrn_reflns_theta_max         28.81
_diffrn_reflns_theta_min         1.13
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.914
_exptl_absorpt_correction_T_max  0.90703
_exptl_absorpt_correction_T_min  0.57167
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             332
_exptl_crystal_recrystallization_method evaporation
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.066
_exptl_crystal_size_min          0.034
_refine_diff_density_max         1.285
_refine_diff_density_min         -0.857
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         3256
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0399
_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/[\s^2^(Fo^2^)+(0.0479P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.1019
_reflns_number_gt                2727
_reflns_number_total             3256
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cm0704579si20070215_041147.cif
_cod_data_source_block           facendi2
_cod_database_code               4001368