#------------------------------------------------------------------------------
#$Date: 2016-02-20 01:53:41 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/55/2105585.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_2105585
loop_
_publ_author_name
'Blake, Alexander J.'
'Clark, Bernard A. J.'
'Gierens, Hedi'
'Gould, Robert O.'
'Hunter, Gordon A.'
'McNab, Hamish'
'Morrow, Mark'
'Sommerville, Craig C.'
_publ_section_title
;
 Intramolecular and intermolecular geometry of thiophenes with
 oxygen-containing substituents
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              963
_journal_page_last               974
_journal_paper_doi               10.1107/S0108768199003547
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C5 H6 O S'
_chemical_formula_sum            'C5 H6 O S'
_chemical_formula_weight         114.16
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.641(4)
_cell_length_b                   7.109(4)
_cell_length_c                   11.594(5)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      16
_cell_measurement_theta_min      14
_cell_volume                     547.4(5)
_computing_cell_refinement       DIF4
_computing_data_collection       'DIF4 (Stoe & Cie, 1992a)'
_computing_data_reduction        'REDU4 (Stoe & Cie, 1992b)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1994)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full .997
_diffrn_measured_fraction_theta_max .997
_diffrn_measurement_device_type  'Stoe Stadi-4 four-circle'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0893
_diffrn_reflns_av_sigmaI/netI    .0303
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1714
_diffrn_reflns_theta_full        30.03
_diffrn_reflns_theta_max         30.03
_diffrn_reflns_theta_min         3.36
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .457
_exptl_absorpt_correction_T_max  .693
_exptl_absorpt_correction_T_min  .624
_exptl_absorpt_correction_type   '\y scans'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             240
_exptl_crystal_size_max          .8
_exptl_crystal_size_mid          .5
_exptl_crystal_size_min          .5
_refine_diff_density_max         .34
_refine_diff_density_min         -.46
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   .05(16)
_refine_ls_extinction_coef       .004(11)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.07
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     89
_refine_ls_number_reflns         1560
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          .0568
_refine_ls_R_factor_gt           .0487
_refine_ls_shift/su_max          .001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.089P)²+0.490P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1425
_reflns_number_gt                1377
_reflns_number_total             1560
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ha0185.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.089P)^2^+0.490P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.089P)^2^+0.490P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2105585
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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_occupancy
_atom_site_type_symbol
S1 .79803(12) .12176(11) .80405(6) .0221(2) Uani d 1 S
C2 .9723(4) .1199(4) .6954(2) .0181(5) Uani d 1 C
H2 1.070(6) .186(6) .700(3) .013(8) Uiso d 1 H
C3 .9123(4) .0047(4) .6070(2) .0146(5) Uani d 1 C
C4 .7221(5) -.0815(4) .6274(2) .0163(5) Uani d 1 C
H4 .675(7) -.155(7) .580(4) .027(11) Uiso d 1 H
C5 .6427(5) -.0303(4) .7329(2) .0183(5) Uani d 1 C
H5 .546(7) -.052(6) .759(4) .016(10) Uiso d 1 H
O3 1.0134(4) -.0314(3) .50728(18) .0202(5) Uani d 1 O
C3M 1.1971(6) .0697(5) .4939(3) .0251(6) Uani d 1 C
H3M1 1.247(7) .028(6) .425(4) .023(10) Uiso d 1 H
H3M2 1.280(7) .032(6) .546(3) .023(10) Uiso d 1 H
H3M3 1.168(10) .200(9) .483(5) .053(16) Uiso d 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 .0250(4) .0236(3) .0177(3) -.0003(3) -.0008(3) -.0059(3)
C2 .0202(12) .0172(11) .0170(11) -.0039(10) -.0008(10) -.0024(12)
C3 .0170(12) .0138(11) .0131(11) .0019(9) -.0018(9) .0013(9)
C4 .0169(11) .0164(11) .0157(11) -.0014(9) -.0037(10) -.0004(9)
C5 .0192(13) .0176(13) .0182(12) .0005(10) -.0076(10) .0000(10)
O3 .0214(11) .0239(10) .0153(9) -.0026(8) .0022(8) -.0007(8)
C3M .0195(14) .0313(15) .0245(13) -.0050(12) .0039(12) .0035(11)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 '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 .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S .1246 .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_publ_flag
C5 S1 C2 92.76(16) yes
C3 C2 S1 111.0(2) yes
O3 C3 C2 127.2(3) yes
O3 C3 C4 119.8(2) yes
C2 C3 C4 113.0(2) yes
C5 C4 C3 111.9(2) yes
C4 C5 S1 111.4(2) yes
C3 O3 C3M 114.8(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C5 1.706(3) yes
S1 C2 1.710(3) yes
C2 C3 1.372(4) yes
C3 O3 1.361(3) yes
C3 C4 1.424(4) yes
C4 C5 1.380(4) yes
O3 C3M 1.425(4) yes
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
C5 S1 C2 C3 -.2(2)
S1 C2 C3 O3 -179.7(2)
S1 C2 C3 C4 .5(3)
O3 C3 C4 C5 179.5(2)
C2 C3 C4 C5 -.7(3)
C3 C4 C5 S1 .5(3)
C2 S1 C5 C4 -.2(2)
C2 C3 O3 C3M -2.7(4)
C4 C3 O3 C3M 177.1(3)
