#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:27:20 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180506 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/75/7217561.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7217561
loop_
_publ_author_name
'Vyas, Vijay S.'
'Gutzler, Rico'
'Nuss, Jürgen'
'Kern, Klaus'
'Lotsch, Bettina V.'
_publ_section_title
;
 Optical gap in herringbone and π-stacked crystals of
 [1]benzothieno[3,2-b]benzothiophene and its brominated derivative
;
_journal_issue                   32
_journal_name_full               CrystEngComm
_journal_page_first              7389
_journal_paper_doi               10.1039/C4CE00752B
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C14 H8 S2'
_chemical_formula_sum            'C14 H8 S2'
_chemical_formula_weight         240.32
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 105.974(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.8009(18)
_cell_length_b                   5.8622(9)
_cell_length_c                   7.9331(12)
_cell_measurement_reflns_used    6463
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.37
_cell_measurement_theta_min      2.67
_cell_volume                     527.61(14)
_computing_cell_refinement       'Bruker Suite (Bruker AXS)'
_computing_data_collection       'Bruker Suite (Bruker AXS)'
_computing_data_reduction        'Bruker Suite (Bruker AXS)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'SMART APEX I, Bruker AXS'
_diffrn_measurement_method       \wscan
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9359
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.393
_diffrn_reflns_theta_min         1.795
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.466
_exptl_absorpt_correction_T_max  0.62
_exptl_absorpt_correction_T_min  0.53
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
semi empirical absorption correction with SADABS,
G.M. Sheldrick, SADABS, Version 2007/4, University of Göttingen. Germany. 
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_description       needle
_exptl_crystal_F_000             248
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.623
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     89
_refine_ls_number_reflns         2555
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0263
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0371P)²+0.1622P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0717
_refine_ls_wR_factor_ref         0.0745
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2320
_reflns_number_total             2555
_reflns_threshold_expression     'I > 2σ(I)'
_cod_duplicate_entry             7215892
_cod_data_source_file            c4ce00752b2.cif
_cod_data_source_block           lot7x
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7217561
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.854
_shelx_estimated_absorpt_t_max   0.977
_shelxl_version_number           2013-2
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
S S 0.07966(2) -0.28753(3) 0.14078(2) 0.01434(6) Uani 1 1 d
C1 C 0.19290(6) -0.11464(12) 0.11080(9) 0.01350(11) Uani 1 1 d
C2 C 0.31333(7) -0.16330(14) 0.16945(10) 0.01713(13) Uani 1 1 d
H2 H 0.3394(12) -0.301(2) 0.2337(18) 0.021(3) Uiso 1 1 d
C3 C 0.39199(7) -0.00799(15) 0.13206(11) 0.01922(14) Uani 1 1 d
H3 H 0.4753(12) -0.041(2) 0.1717(18) 0.026(3) Uiso 1 1 d
C4 C 0.35164(7) 0.19327(14) 0.03868(11) 0.01843(13) Uani 1 1 d
H4 H 0.4075(14) 0.297(3) 0.013(2) 0.033(4) Uiso 1 1 d
C5 C 0.23224(7) 0.24316(13) -0.01816(10) 0.01562(12) Uani 1 1 d
H5 H 0.2050(12) 0.376(3) -0.0805(18) 0.024(3) Uiso 1 1 d
C6 C 0.15108(6) 0.08852(12) 0.01762(9) 0.01244(11) Uani 1 1 d
C7 C 0.02488(6) 0.09421(11) -0.02747(9) 0.01230(11) Uani 1 1 d
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C7 S C1 90.69(3) 3 .
C2 C1 C6 121.43(7) . .
C2 C1 S 125.65(6) . .
C6 C1 S 112.92(5) . .
C3 C2 C1 118.23(7) . .
C2 C3 C4 120.90(7) . .
C5 C4 C3 120.99(7) . .
C4 C5 C6 119.13(7) . .
C5 C6 C1 119.30(6) . .
C5 C6 C7 130.90(7) . .
C1 C6 C7 109.79(6) . .
C7 C7 C6 114.00(8) 3 .
C7 C7 S 112.59(7) 3 3
C6 C7 S 133.40(5) . 3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S C7 1.7332(7) 3
S C1 1.7449(7) .
C1 C2 1.3977(10) .
C1 C6 1.4169(10) .
C2 C3 1.3893(12) .
C3 C4 1.4048(12) .
C4 C5 1.3873(11) .
C5 C6 1.4033(10) .
C6 C7 1.4332(10) .
C7 C7 1.3768(13) 3
C7 S 1.7332(7) 3
