Synthesis of biphenylenes and tetraphenylenes using copper-catalyzed coupling of arylzinc intermediates
Humayun Kabir, S. M.; Hasegawa, Masashi; Kuwatani, Yoshiyuki; Yoshida, Masato; Matsuyama, Haruo; Iyoda, Masahiko; Journal of the Chemical Society, Perkin Transactions 1  (2001) 159–; doi:10.1039/b006375o

data_7216885
_publ_section_title
;
 Synthesis of biphenylenes and tetraphenylenes using copper-catalyzed
 coupling of arylzinc intermediates
;
_journal_issue                   2
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              159
_journal_paper_doi               10.1039/b006375o
_journal_year                    2001
_chemical_formula_moiety         'C24 H12 Br4 '
_chemical_formula_sum            'C24 H12 Br4'
_chemical_formula_weight         619.97
_chemical_melting_point          'mp 306.5-308 C sublimed'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 104.75(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.148(4)
_cell_length_b                   14.796(4)
_cell_length_c                   16.223(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      14.8
_cell_measurement_theta_min      14.2
_cell_volume                     2123.5(12)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan Ver. 1.10'
_computing_publication_material  'teXsan Ver. 1.10'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR92
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5180
_diffrn_standards_decay_%        0.36
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    7.611
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.160
_exptl_crystal_size_rad          '0.20 x 0.16 x 0.25 mm'
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.33
_refine_ls_extinction_coef       0.0062(3)
_refine_ls_extinction_method     'Zachariasen(1967) type 2 Gaussian isotropic'
_refine_ls_goodness_of_fit_ref   1.238
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     254
_refine_ls_number_reflns         1689
_refine_ls_R_factor_gt           0.0375
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00006|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0358
_reflns_number_gt                1689
_reflns_number_total             0
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            b006375o.txt
_cod_data_source_block           tetrabromo-tetraphenylene
_cod_original_cell_volume        2123(1)
_cod_original_formula_sum        'C24 H12 Br4 '
_cod_database_code               7216885