#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:27:20 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180506 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/75/7217560.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_7217560
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 H6 Br2 S2'
_chemical_formula_sum            'C14 H6 Br2 S2'
_chemical_formula_weight         398.13
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 99.080(9)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.339(5)
_cell_length_b                   3.915(3)
_cell_length_c                   22.078(14)
_cell_measurement_reflns_used    2062
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      2.82
_cell_volume                     626.4(8)
_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      298(2)
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.956
_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  0.0499
_diffrn_reflns_av_unetI/netI     0.0541
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            2888
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.413
_diffrn_reflns_theta_min         1.868
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    6.778
_exptl_absorpt_correction_T_max  0.49
_exptl_absorpt_correction_T_min  0.27
_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    2.111
_exptl_crystal_description       needle
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_refine_diff_density_max         2.730
_refine_diff_density_min         -2.538
_refine_diff_density_rms         0.337
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.187
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1226
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.187
_refine_ls_R_factor_all          0.0966
_refine_ls_R_factor_gt           0.0920
_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)+(0.0971P)²+21.3774P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2529
_refine_ls_wR_factor_ref         0.2555
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1100
_reflns_number_total             1226
_reflns_threshold_expression     'I > 2σ(I)'
_cod_duplicate_entry             7215891
_cod_data_source_file            c4ce00752b2.cif
_cod_data_source_block           lot5_0m
_cod_original_cell_volume        626.4(7)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7217560
#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   0.236
_shelx_estimated_absorpt_t_max   0.876
_shelxl_version_number           2013-2
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Br Br -0.07697(18) -0.1845(3) 0.29560(6) 0.0346(5) Uani 1 1 d . .
S S 0.2367(4) 0.4004(8) 0.51970(15) 0.0275(8) Uani 1 1 d . .
C1 C 0.2408(18) 0.255(3) 0.4447(6) 0.026(3) Uani 1 1 d . .
C2 C 0.0942(18) 0.107(3) 0.4072(6) 0.029(3) Uani 1 1 d . .
H2 H -0.0189 0.0727 0.4202 0.035 Uiso 1 1 calc R U
C3 C 0.1242(18) 0.013(3) 0.3497(7) 0.031(3) Uani 1 1 d . .
C4 C 0.2928(19) 0.055(3) 0.3297(6) 0.030(3) Uani 1 1 d . .
H4 H 0.3079 -0.0191 0.2908 0.036 Uiso 1 1 calc R U
C5 C 0.438(2) 0.207(3) 0.3677(7) 0.032(3) Uani 1 1 d . .
H5 H 0.5510 0.2396 0.3543 0.038 Uiso 1 1 calc R U
C6 C 0.4136(18) 0.308(3) 0.4258(6) 0.028(3) Uani 1 1 d . .
C7 C 0.5366(18) 0.467(3) 0.4745(6) 0.028(3) 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'
Br Br -0.2901 2.4595 '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 90.5(6) 3_666 .
C2 C1 C6 122.5(13) . .
C2 C1 S 125.1(10) . .
C6 C1 S 112.4(10) . .
C3 C2 C1 116.4(12) . .
C2 C3 C4 123.0(12) . .
C2 C3 Br 117.8(10) . .
C4 C3 Br 119.2(11) . .
C5 C4 C3 120.0(13) . .
C6 C5 C4 119.0(13) . .
C5 C6 C1 119.2(12) . .
C5 C6 C7 131.5(13) . .
C1 C6 C7 109.3(12) . .
C7 C7 C6 115.1(15) 3_666 .
C7 C7 S 112.7(14) 3_666 3_666
C6 C7 S 132.2(11) . 3_666
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br C3 1.910(13) .
S C7 1.728(14) 3_666
S C1 1.755(14) .
C1 C2 1.377(18) .
C1 C6 1.412(19) .
C2 C3 1.37(2) .
C3 C4 1.39(2) .
C4 C5 1.383(19) .
C5 C6 1.38(2) .
C6 C7 1.431(18) .
C7 C7 1.35(3) 3_666
C7 S 1.728(13) 3_666
