#------------------------------------------------------------------------------
#$Date: 2016-02-20 01:53:41 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/55/2105587.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_2105587
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 H3 N O S'
_chemical_formula_sum            'C5 H3 N O S'
_chemical_formula_weight         125.14
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 100.19(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.516(2)
_cell_length_b                   8.332(2)
_cell_length_c                   9.059(2)
_cell_measurement_reflns_used    33
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      16
_cell_measurement_theta_min      14
_cell_volume                     558.4(2)
_computing_cell_refinement       DIF4
_computing_data_collection       DIF4
_computing_data_reduction        REDU4
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_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  .0198
_diffrn_reflns_av_sigmaI/netI    .0194
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1742
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.25
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .461
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'tapered column'
_exptl_crystal_F_000             256
_exptl_crystal_size_max          .86
_exptl_crystal_size_mid          .47
_exptl_crystal_size_min          .35
_refine_diff_density_max         .19
_refine_diff_density_min         -.26
_refine_ls_extinction_coef       .002(4)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.08
_refine_ls_goodness_of_fit_obs   1.09
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     86
_refine_ls_number_reflns         981
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.13
_refine_ls_restrained_S_obs      1.09
_refine_ls_R_factor_all          .0284
_refine_ls_R_factor_obs          .0243
_refine_ls_shift/esd_max         -.013
_refine_ls_shift/esd_mean        .001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.040P)²+0.148P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         .0703
_refine_ls_wR_factor_obs         .0651
_reflns_number_observed          910
_reflns_number_total             984
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ha0185.cif
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.040P)^2^+0.148P] 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^)+(0.040P)^2^+0.148P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        558.3(2)
_cod_database_code               2105587
loop_
_symmetry_equiv_pos_as_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_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 .0316(2) .0194(2) .0211(2) -.00103(12) -.00294(14) -.00003(12)
C2 .0271(7) .0156(6) .0247(7) .0014(5) .0021(5) .0033(6)
C3 .0219(6) .0151(6) .0220(7) .0004(5) .0032(5) .0005(5)
O3 .0407(6) .0147(5) .0284(6) -.0021(4) -.0036(4) -.0020(4)
C4 .0225(7) .0191(7) .0200(7) .0023(5) .0024(6) .0023(5)
C5 .0239(6) .0162(7) .0221(7) .0014(5) .0046(5) .0017(5)
C6 .0352(8) .0193(8) .0238(7) .0005(6) .0054(6) -.0009(5)
N7 .0578(9) .0189(7) .0359(7) .0016(6) .0084(6) .0010(6)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_type_symbol
S1 .14998(5) .97733(4) .35386(4) .0250(2) Uani d 1 S
C2 .2093(2) 1.1623(2) .4274(2) .0228(3) Uani d 1 C
H2 .175(3) 1.252(3) .374(2) .040(5) Uiso d 1 H
C3 .3120(2) 1.15200(15) .56767(15) .0198(3) Uani d 1 C
O3 .38079(14) 1.27651(13) .65667(12) .0291(3) Uani d 1 O
H3 .346(3) 1.354(3) .615(3) .050(6) Uiso d 1 H
C4 .3436(2) .9927(2) .6178(2) .0207(3) Uani d 1 C
H4 .412(2) .9658(19) .713(2) .031(4) Uiso d 1 H
C5 .2641(2) .8850(2) .51280(14) .0207(3) Uani d 1 C
C6 .2663(2) .7149(2) .5250(2) .0261(3) Uani d 1 C
N7 .2682(2) .5775(2) .53365(15) .0375(3) Uani d 1 N
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'
N N .0061 .0033 '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
C2 S1 C5 91.15(7) yes
C3 C2 S1 111.82(10) yes
O3 C3 C2 126.62(12) yes
O3 C3 C4 120.19(12) yes
C2 C3 C4 113.18(12) yes
C5 C4 C3 111.47(12) yes
C4 C5 C6 127.11(13) yes
C4 C5 S1 112.37(11) yes
C6 C5 S1 120.51(10) yes
N7 C6 C5 179.5(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C2 1.7062(14) yes
S1 C5 1.7217(13) yes
C2 C3 1.368(2) yes
C3 O3 1.359(2) yes
C3 C4 1.409(2) yes
C4 C5 1.366(2) yes
C5 C6 1.421(2) yes
C6 N7 1.147(2) 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 -.05(11)
S1 C2 C3 O3 -179.96(10)
S1 C2 C3 C4 -.2(2)
O3 C3 C4 C5 -179.84(11)
C2 C3 C4 C5 .4(2)
C3 C4 C5 C6 -179.49(12)
C3 C4 C5 S1 -.38(14)
C2 S1 C5 C4 .25(10)
C2 S1 C5 C6 179.43(11)
C4 C5 C6 N7 -143(18)
S1 C5 C6 N7 38(18)
