Dianthraceno[a,e]pentalenes: synthesis, crystallographic structures and applications in organic field-effect transistors
Gaole Dai; Jingjing Chang; Wenhua Zhang; Shiqiang Bai; Kuo-Wei Huang; Jianwei Xu; Chunyan Chi; Chem.Commun. 51 (2015) 503–; doi:10.1039/C4cc07630C

data_7116369
_publ_section_title
;
 Dianthraceno[a,e]pentalenes: synthesis, crystallographic structures and
 applications in organic field-effect transistors
;
_journal_name_full               Chem.Commun.
_journal_page_first              503
_journal_paper_doi               10.1039/C4cc07630C
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C86 H78'
_chemical_formula_sum            'C86 H78'
_chemical_formula_weight         1111.48
_chemical_name_common            DAP2
_chemical_name_systematic
'7,16-bis(4-nonylphenyl)-5,9,14,18-tetraphenyl dianthraceno[a,e]pentalene'
_chemical_properties_physical
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive, Light-sensitive'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_audit_update_record
;
2014-01-22 # Formatted by publCIF
;
_cell_angle_alpha                99.203(10)
_cell_angle_beta                 101.335(12)
_cell_angle_gamma                101.921(9)
_cell_formula_units_Z            2
_cell_length_a                   9.7359(19)
_cell_length_b                   16.193(3)
_cell_length_c                   22.166(5)
_cell_measurement_reflns_used    5026
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      67.4
_cell_measurement_theta_min      2.35
_cell_volume                     3278.4(12)
_computing_cell_refinement       'ApexII (Bruker, 2011)'
_computing_data_collection       'ApexII (Bruker, 2011)'
_computing_data_reduction        'ApexII (Bruker, 2011)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2008)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker ApexII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0857
_diffrn_reflns_av_unetI/netI     0.2148
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            28760
_diffrn_reflns_theta_full        63.68
_diffrn_reflns_theta_max         63.68
_diffrn_reflns_theta_min         2.85
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.475
_exptl_absorpt_correction_T_max  0.9813
_exptl_absorpt_correction_T_min  0.8328
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, (Sheldrick 2008)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.126
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1188
_exptl_crystal_recrystallization_method
'slow diffusion of methanol or acetonitrile into a chloroform solution'
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_platon_squeeze_details
;

A small amount of spatially delocalized electron density (50 electrons per cell)
 in the lattice was found due to the uncharacterizable disordered solvent. The
 solvent contribution was thus modeled using SQUEEZE in the Platon program suite
 (Spek, A. J. Appl. Crystallogr. 2003, 36, 7). Whereas relevant, the formula
 presents this compound is after SQUEEZE.

;
_refine_diff_density_max         0.396
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     775
_refine_ls_number_reflns         10632
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.1791
_refine_ls_R_factor_gt           0.1286
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1770P)^2^+0.2043P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3259
_refine_ls_wR_factor_ref         0.3691
_reflns_number_gt                5875
_reflns_number_total             10632
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc07630c2.cif
_cod_data_source_block           DAP2
_cod_original_cell_volume        3278.4(11)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7116369