Synthesis of pentacene-, tetracene- and anthracene bisimides using double-cyclization reaction mediated by bismuth(III) triflate
Shuhei Katsuta; Kazuki Tanaka; Yukihiro Maruya; Shigeki Mori; Sadahiro Masuo; Tetsuo Okujima; Hidemitsu Uno; Ken-ichi Nakayama; Hiroko Yamada; Chem.Commun. 47 (2011) 10112–; doi:10.1039/c1cc13980k

data_7106830
_publ_section_title
;
 Synthesis of pentacene-, tetracene- and anthracene bisimides using
 double-cyclization reaction mediated by bismuth(III) triflate
;
_journal_name_full               Chem.Commun.
_journal_page_first              10112
_journal_paper_doi               10.1039/c1cc13980k
_journal_volume                  47
_journal_year                    2011
_chemical_formula_moiety         'C34 H34 N2 O4'
_chemical_formula_sum            'C34 H34 N2 O4'
_chemical_formula_weight         534.65
_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
_cell_angle_alpha                76.275(5)
_cell_angle_beta                 75.947(5)
_cell_angle_gamma                64.225(6)
_cell_formula_units_Z            2
_cell_length_a                   10.0736(10)
_cell_length_b                   11.1410(12)
_cell_length_c                   13.7743(11)
_cell_measurement_reflns_used    2161
_cell_measurement_temperature    100
_cell_measurement_theta_max      67.92
_cell_measurement_theta_min      3.35
_cell_volume                     1335.0(2)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0989
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15037
_diffrn_reflns_theta_full        66.00
_diffrn_reflns_theta_max         66.00
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.696
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.634
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             568.00
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.310
_refine_diff_density_min         -0.350
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4588
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0839
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0890P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2334
_reflns_number_gt                2164
_reflns_number_total             4605
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            c1cc13980k.txt
_cod_data_source_block           20100929
_cod_original_cell_volume        1335.0(3)
_cod_database_code               7106830