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#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/35/2223599.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2223599
loop_
_publ_author_name
'Harcourt, Emily M.'
'Lynch, Daniel E.'
'Hamilton, Darren G.'
_publ_section_title
;
 Bis(2-thienyl)acetylene
;
_journal_coeditor_code           ZS2008
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2484
_journal_paper_doi               10.1107/S1600536809036812
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C10 H6 S2'
_chemical_formula_moiety         'C10 H6 S2'
_chemical_formula_sum            'C10 H6 S2'
_chemical_formula_weight         190.29
_chemical_name_common            bis(2-thienyl)acetylene
_chemical_name_systematic
;
Bis(2-thienyl)acetylene
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6325(15)
_cell_length_b                   10.8713(15)
_cell_length_c                   7.5600(5)
_cell_measurement_reflns_used    1041
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     873.85(18)
_computing_cell_refinement
;
DENZO (Otwinowski & Minor, 1997) and COLLECT (Nonius, 1998)
;
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction
;
DENZO (Otwinowski & Minor, 1997) and COLLECT (Nonius, 1998)
;
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  '10 cm confocal mirrors'
_diffrn_radiation_source         'Bruker Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1294
_diffrn_reflns_av_sigmaI/netI    0.1272
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3812
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.68
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.541
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.755
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.410
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     58
_refine_ls_number_reflns         849
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.1587
_refine_ls_R_factor_gt           0.0731
_refine_ls_shift/su_max_lt       0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0500P)²+3.1085P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1731
_reflns_number_gt                493
_reflns_number_total             849
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            zs2008.cif
_cod_data_source_block           I
_cod_database_code               2223599
_cod_database_fobs_code          2223599
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.17278(13) 0.28773(15) 0.17139(19) 0.0303(6) Uani d P 0.80 . .
C C1 0.17278(13) 0.28773(15) 0.17139(19) 0.0303(6) Uani d P 0.20 . .
H H1 0.1105 0.2380 0.2263 0.038 Uiso calc PR 0.20 . .
C C2 0.1671(4) 0.4188(5) 0.0513(6) 0.0220(12) Uani d . 1 . .
C C3 0.2949(3) 0.4642(3) -0.0126(4) 0.0291(9) Uani d P 0.80 . .
H H3 0.3142 0.5342 -0.0827 0.036 Uiso calc PR 0.80 . .
S S3 0.2949(3) 0.4642(3) -0.0126(4) 0.0291(9) Uani d P 0.20 . .
C C4 0.3820(5) 0.3703(5) 0.0635(6) 0.0295(15) Uani d . 1 . .
H H4 0.4705 0.3749 0.0468 0.037 Uiso calc R 1 . .
C C5 0.3285(4) 0.2786(5) 0.1572(6) 0.0271(13) Uani d . 1 . .
H H5 0.3757 0.2144 0.2105 0.034 Uiso calc R 1 . .
C C6 0.0498(4) 0.4768(5) 0.0149(6) 0.0235(14) Uani d . 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1 0.0283(8) 0.0314(11) 0.0311(8) 0.0002(8) -0.0017(6) 0.0030(7)
C1 0.0283(8) 0.0314(11) 0.0311(8) 0.0002(8) -0.0017(6) 0.0030(7)
C2 0.022(2) 0.023(3) 0.021(2) -0.001(2) -0.0019(19) 0.000(2)
C3 0.0264(16) 0.029(2) 0.0322(16) 0.0028(17) -0.0049(13) -0.0064(15)
S3 0.0264(16) 0.029(2) 0.0322(16) 0.0028(17) -0.0049(13) -0.0064(15)
C4 0.021(2) 0.035(4) 0.032(3) -0.002(3) 0.003(2) -0.008(3)
C5 0.030(3) 0.027(3) 0.025(2) 0.012(3) -0.007(2) -0.006(2)
C6 0.025(2) 0.021(4) 0.025(2) -0.002(2) -0.001(2) -0.001(2)
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 C2 C3 . . 125.2(4) ?
C6 C2 S1 . . 120.5(4) ?
C3 C2 S1 . . 114.2(3) ?
C4 C3 C2 . . 102.1(3) ?
C4 C3 H3 . . 128.9 ?
C2 C3 H3 . . 128.9 ?
C5 C4 C3 . . 116.4(4) ?
C5 C4 H4 . . 121.8 ?
C3 C4 H4 . . 121.8 ?
C4 C5 H5 . . 122.9 ?
C6 C6 C2 5_565 . 178.7(7) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C2 . 1.691(5) ?
C2 C6 . 1.424(6) ?
C2 C3 . 1.525(5) ?
C3 C4 . 1.493(6) ?
C3 H3 . 0.95 ?
C4 C5 . 1.349(7) ?
C4 H4 . 0.95 ?
C5 H5 . 0.95 ?
C6 C6 5_565 1.195(9) ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C2 C3 C4 . . . . 179.9(4) ?
S1 C2 C3 C4 . . . . -1.1(4) ?
C2 C3 C4 C5 . . . . 0.8(5) ?
