#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/08/2010884.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_2010884
loop_
_publ_author_name
'Parvez, Masood'
'Mesher, Shaun T.'
'Clark, Peter D. '
_publ_section_title
;
 2,5-Bis(methylthio)-1,4-benzoquinone and
 2-methyl-3-(methylsulfonyl)benzo[b]thiophene
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              574
_journal_page_last               576
_journal_paper_doi               10.1107/S0108270100001402
_journal_volume                  56
_journal_year                    2000
_chemical_formula_moiety         'C8 H8 O2 S2'
_chemical_formula_sum            'C8 H8 O2 S2'
_chemical_formula_weight         200.26
_chemical_name_common            2,5-bis(methylthio)-1,4-benzoquinone
_chemical_name_systematic
;
2,5-Bis(methylthio)-1,4-benzoquinone
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                86.040(10)
_cell_angle_beta                 80.60(2)
_cell_angle_gamma                86.09(3)
_cell_formula_units_Z            1
_cell_length_a                   4.032(2)
_cell_length_b                   5.7170(10)
_cell_length_c                   9.6260(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      10
_cell_volume                     218.02(12)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1994)'
_computing_molecular_graphics    TEXSAN
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SAPI91 (Fan, 1991)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       'ω-2θ '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  .030
_diffrn_reflns_av_sigmaI/netI    .033
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            1535
_diffrn_reflns_theta_max         68.0
_diffrn_reflns_theta_min         5.0
_diffrn_standards_decay_%        <0.5
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    5.17
_exptl_absorpt_correction_T_max  .66
_exptl_absorpt_correction_T_min  .22
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
 ψ-scan (3 reflections) (North et al., 1968)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             104
_exptl_crystal_size_max          .36
_exptl_crystal_size_mid          .28
_exptl_crystal_size_min          .08
_refine_diff_density_max         .39
_refine_diff_density_min         -.32
_refine_ls_extinction_coef       .060(10)
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.15
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     56
_refine_ls_number_reflns         791
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.15
_refine_ls_R_factor_all          .044
_refine_ls_R_factor_gt           .043
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .00
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0671P)²+0.0706P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .111
_reflns_number_gt                757
_reflns_number_total             791
_reflns_threshold_expression     I<2σ(I)
_cod_data_source_file            bk1513.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured ' was changed to
'?' - the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        218.00(10)
_cod_original_sg_symbol_H-M      ' P -1 '
_cod_database_code               2010884
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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
_atom_site_type_symbol
S1 .08707(14) -.02197(9) .16908(5) .0402(3) Uani d . 1 . . S
O1 .2593(5) -.3313(3) .66402(18) .0496(5) Uani d . 1 . . O
C1 .0574(5) -.0295(4) .3500(2) .0313(5) Uani d . 1 . . C
C2 .1864(5) -.1979(4) .4351(2) .0349(5) Uani d . 1 . . C
H2 .3073 -.3280 .3955 .042 Uiso calc R 1 . . H
C3 .1404(5) -.1802(4) .5863(2) .0338(5) Uani d . 1 . . C
C4 .2975(7) -.2992(4) .1260(3) .0455(6) Uani d . 1 . . C
H4A .5134 -.3105 .1565 .068 Uiso calc R 1 . . H
H4B .3274 -.3126 .0258 .068 Uiso calc R 1 . . H
H4C .1646 -.4234 .1726 .068 Uiso calc R 1 . . H
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 .0562(5) .0385(4) .0247(4) .0085(3) -.0079(3) -.0006(2)
O1 .0707(12) .0401(9) .0353(9) .0213(8) -.0131(8) .0040(7)
C1 .0348(10) .0304(10) .0280(10) .0005(8) -.0054(8) .0006(8)
C2 .0435(11) .0300(10) .0300(11) .0070(8) -.0064(9) -.0017(8)
C3 .0405(11) .0290(11) .0314(11) .0034(8) -.0083(8) .0017(8)
C4 .0562(14) .0445(13) .0338(12) .0080(10) -.0033(10) -.0081(10)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0181 .0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0492 .0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S .3331 .5567 '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
C1 S1 C4 . . 102.83(11) y
C2 C1 C3 . 2_556 119.5(2) y
C2 C1 S1 . . 127.68(17) y
C3 C1 S1 2_556 . 112.84(15) y
C1 C2 C3 . . 121.5(2) y
O1 C3 C2 . . 121.8(2) y
O1 C3 C1 . 2_556 119.1(2) y
C2 C3 C1 . 2_556 119.1(2) y
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 C1 . 1.724(2) y
S1 C4 . 1.788(2) y
O1 C3 . 1.227(3) y
C1 C2 . 1.353(3) y
C1 C3 2_556 1.504(3) y
C2 C3 . 1.447(3) y
C3 C1 2_556 1.504(3) n
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_4
_geom_torsion
_geom_torsion_publ_flag
C4 S1 C1 C2 . . 4.5(2) y
C4 S1 C1 C3 . 2_556 -175.06(15) y
C3 C1 C2 C3 2_556 . -.4(3) y
S1 C1 C2 C3 . . -179.95(16) y
C1 C2 C3 O1 . . -179.4(2) y
C1 C2 C3 C1 . 2_556 .4(3) y
