Synthesis, properties, and structures of benzo[1,2-b:4,5-b']bis[b]benzothiophene and benzo[1,2-b:4,5-b']bis[b]benzoselenophene.
Ebata, Hideaki; Miyazaki, Eigo; Yamamoto, Tatsuya; Takimiya, Kazuo; Organic letters 9 (2007) 4499–4502; doi:10.1021/ol701815j

data_1505553
_publ_section_title
;
 Synthesis, properties, and structures of
 benzo[1,2-b:4,5-b']bis[b]benzothiophene and
 benzo[1,2-b:4,5-b']bis[b]benzoselenophene.
;
_journal_issue                   22
_journal_name_full               'Organic letters'
_journal_page_first              4499
_journal_page_last               4502
_journal_paper_doi               10.1021/ol701815j
_journal_volume                  9
_journal_year                    2007
_chemical_formula_moiety         'C18 H10 Se2 '
_chemical_formula_sum            'C18 H10 Se2'
_chemical_formula_weight         384.20
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_audit_creation_date             'Wed Oct  1 12:48:43 2005'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 103.934(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.646(2)
_cell_length_b                   8.669(1)
_cell_length_c                   10.955(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298.2
_cell_measurement_theta_max      17.5
_cell_measurement_theta_min      15.0
_cell_volume                     1350.0(3)
_computing_cell_refinement       WinAFC
_computing_data_collection       WinAFC
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  SHELXL97
_computing_structure_solution    SIR92
_diffrn_measured_fraction_theta_full 0.9993
_diffrn_measured_fraction_theta_max 0.9993
_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  0.023
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3976
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_standards_decay_%        0.25
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    5.462
_exptl_absorpt_correction_T_max  0.804
_exptl_absorpt_correction_T_min  0.496
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.890
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.41
_refine_diff_density_min         -0.65
_refine_ls_extinction_coef       0.0008
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.790
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2094
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          -0.0010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^) + (0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1197
_reflns_number_gt                2094
_reflns_number_total             3101
_reflns_threshold_expression     >2.0sigma(I)
_cod_data_source_file            ol701815j-file001.cif
_cod_data_source_block           2b
_cod_original_cell_volume        1350.1(3)
_cod_original_formula_sum        'C18 H10 Se2 '
_cod_database_code               1505553