Solution-Processable n-Type Organic Semiconductors Based on Angular-Shaped 2-(12H-Dibenzofluoren-12-ylidene)malononitrilediimide.
Xia, Debin; Marszalek, Tomasz; Li, Mengmeng; Guo, Xin; Baumgarten, Martin; Pisula, Wojciech; Müllen, Klaus; Organic letters 17 (2015) 3074–3077; doi:10.1021/acs.orglett.5b01343

data_1520491
_publ_section_title
;
 Solution-Processable n-Type Organic Semiconductors Based on
 Angular-Shaped 2-(12H-Dibenzofluoren-12-ylidene)malononitrilediimide.
;
_journal_issue                   12
_journal_name_full               'Organic letters'
_journal_page_first              3074
_journal_page_last               3077
_journal_paper_doi               10.1021/acs.orglett.5b01343
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C60 H74 N4 O4'
_chemical_formula_sum            'C60 H74 N4 O4'
_chemical_formula_weight         915.23
_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-2014/7
_cell_angle_alpha                95.185(2)
_cell_angle_beta                 106.067(2)
_cell_angle_gamma                94.622(2)
_cell_formula_units_Z            2
_cell_length_a                   11.2497(8)
_cell_length_b                   12.3730(9)
_cell_length_c                   20.0241(15)
_cell_measurement_reflns_used    4560
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      21.0
_cell_measurement_theta_min      2.4
_cell_volume                     2651.1(3)
_computing_cell_refinement       'Apex II Suite'
_computing_data_collection       'Apex II Suite'
_computing_data_reduction        'Apex II Suite'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Shelxs-1993 (Sheldrick, 1993'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Smart Apex II'
_diffrn_measurement_method       '\w scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1207
_diffrn_reflns_av_unetI/netI     0.2167
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            39905
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        27.501
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_min         1.663
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'light red'
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_description       plate
_exptl_crystal_F_000             988
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.531
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     613
_refine_ls_number_reflns         12120
_refine_ls_number_restraints     728
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.3286
_refine_ls_R_factor_gt           0.1263
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3364
_refine_ls_wR_factor_ref         0.4384
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3311
_reflns_number_total             12120
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol5b01343_si_002.cif
_cod_data_source_block           cnc6c8
_cod_depositor_comments          'Adding full bibliography for 1520491.cif.'
_cod_database_code               1520491
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.978
_shelx_estimated_absorpt_t_max   0.996