2,2'-Bi[benzo[<i>b</i>]thiophene]: an unexpected isolation of the benzo[<i>b</i>]thiophene dimer
Cheung, Eugene Y.; Pennington, Lewis D.; Bartberger, Michael D.; Staples, Richard J.; Acta Crystallographica Section C 70 (2014) 547–549; doi:10.1107/S2053229614009401

data_2019537
_publ_section_title
;
 2,2'-Bi[benzo[<i>b</i>]thiophene]: an unexpected isolation of the
 benzo[<i>b</i>]thiophene dimer
;
_journal_coeditor_code           UK3096
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              547
_journal_page_last               549
_journal_paper_doi               10.1107/S2053229614009401
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C16 H10 S2'
_chemical_formula_moiety         'C16 H10 S2'
_chemical_formula_sum            'C16 H10 S2'
_chemical_formula_weight         266.36
_chemical_name_systematic
;
2,2'-Bi[benzo[<i>b</i>]thiophene]
;
_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           SHELXL97
_cell_angle_alpha                76.2860(10)
_cell_angle_beta                 81.1180(10)
_cell_angle_gamma                88.6990(10)
_cell_formula_units_Z            2
_cell_length_a                   5.84150(10)
_cell_length_b                   7.61970(10)
_cell_length_c                   14.2782(2)
_cell_measurement_reflns_used    5762
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      72.22
_cell_measurement_theta_min      3.22
_cell_volume                     609.944(16)
_computing_cell_refinement       'APEX2 (Bruker, 2010)'
_computing_data_collection       'COSMO (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2010)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 836.6
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       '\w and/f 0.5\%'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0356
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8960
_diffrn_reflns_theta_full        72.22
_diffrn_reflns_theta_max         72.22
_diffrn_reflns_theta_min         3.22
_exptl_absorpt_coefficient_mu    3.733
_exptl_absorpt_correction_T_max  0.8530
_exptl_absorpt_correction_T_min  0.3483
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.226
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.927
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2313
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.927
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0356
_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^)+(0.0700P)^2^+0.3344P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1118
_reflns_number_gt                2129
_reflns_number_total             2313
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            uk3096sup1.cf
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 2019537.cif.'
_cod_database_code               2019537
_cod_database_fobs_code          2019537