#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/43/2004386.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_2004386
loop_
_publ_author_name
'Hansell, D. P.'
'Robinson, K. J.'
'Wallis, J. D.'
'Povey, D. C.'
_publ_section_title
;
 N-[3-Methyl-2(3H)-thiazolylidene]benzamide Containing a
 Short Intramolecular S···O Contact
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              136
_journal_page_last               139
_journal_paper_doi               10.1107/S0108270195011577
_journal_volume                  52
_journal_year                    1996
_chemical_formula_analytical     'C11 H10 N2 O S'
_chemical_formula_moiety         'C11 H10 N2 O S'
_chemical_formula_structural     'C11 H10 N2 O S'
_chemical_formula_sum            'C11 H10 N2 O S'
_chemical_formula_weight         218.27
_chemical_melting_point          387.0(10)
_chemical_name_systematic        ?
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            8.00
_cell_length_a                   8.446(3)
_cell_length_b                   23.76(8)
_cell_length_c                   10.454(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      14.8
_cell_measurement_theta_min      13.1
_cell_volume                     2098(7)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'SDP (Frenz, 1983)'
_computing_molecular_graphics    'PLUTON93 (Spek, 1993)'
_computing_publication_material  'PARST (Nardelli, 1992)'
_computing_structure_refinement  'SHELX76 (Sheldrick, 1976)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.026
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2391
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_max         26
_diffrn_reflns_theta_min         1
_diffrn_standards_decay_%        '2%, correction applied'
_diffrn_standards_interval_time  3600
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.268
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            cream
_exptl_crystal_density_diffrn    1.3823
_exptl_crystal_description       'long plates'
_exptl_crystal_F_000             912.0
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.32
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.42
_refine_ls_hydrogen_treatment    'refall, except those on C4 (riding)'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         1580
_refine_ls_R_factor_obs          0.041
_refine_ls_shift/esd_max         0.008
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.001F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.045
_reflns_number_observed          1580
_reflns_number_total             1851
_reflns_observed_criterion       >3\s(I)
_cod_data_source_file            ha1147.cif
_cod_data_source_block           Y
_cod_depositor_comments
;
The following automatic conversions were performed:

'_diffrn_ambient_temperature' value 'Yes' was changed to '?' - the
value is undefined or not given.

'_chemical_melting_point' value
'386-388 K' was changed to '387.0(10)' - the average value was taken
and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F) + 0.001F^2^]'
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^(F) +
0.001F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2097.70(11)
_cod_database_code               2004386
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_attached_atom
_atom_site_type_symbol
S1 0.17420(7) 0.53070(2) 0.19390(5) 0.0516(2) aniso . S
O1 0.0789(2) 0.58160(6) -0.0149(1) 0.0580(5) aniso . O
N1 0.0573(2) 0.59240(7) 0.3674(2) 0.0454(5) aniso . N
N2 -0.0119(2) 0.62590(7) 0.1662(2) 0.0416(5) aniso . N
C1 0.0635(2) 0.58910(8) 0.2385(2) 0.0393(6) aniso . C
C2 0.1381(3) 0.5499(1) 0.4298(2) 0.0558(7) aniso . C
C3 0.2065(3) 0.5139(1) 0.3529(3) 0.0603(8) aniso . C
C4 -0.0343(3) 0.6355(1) 0.4328(2) 0.0603(8) aniso . C
C5 -0.0038(2) 0.61770(7) 0.0383(2) 0.0406(6) aniso . C
C6 -0.1065(2) 0.65530(8) -0.0398(2) 0.0390(6) aniso . C
C7 -0.1671(2) 0.70520(9) 0.0088(2) 0.0474(6) aniso . C
C8 -0.2640(3) 0.7386(1) -0.0660(3) 0.0580(8) aniso . C
C9 -0.3034(3) 0.7221(1) -0.1879(2) 0.0648(10) aniso . C
C10 -0.2438(3) 0.6730(1) -0.2369(2) 0.0653(9) aniso . C
C11 -0.1438(3) 0.6399(1) -0.1639(2) 0.0511(7) aniso . C
H2 0.1396(30) 0.5519(11) 0.5217(28) 0.0719(29) iso C2 H
H3 0.2629(32) 0.4855(12) 0.3742(27) 0.0719(29) iso C3 H
H41 -0.0225(3) 0.6302(1) 0.5350(2) 0.1277(70) iso C4 H
H42 -0.1574(3) 0.6318(1) 0.4063(2) 0.1277(70) iso C4 H
H43 0.0090(3) 0.6766(1) 0.4057(2) 0.1277(70) iso C4 H
H7 -0.1371(29) 0.7162(10) 0.0961(25) 0.0719(29) iso C7 H
H8 -0.3119(29) 0.7726(11) -0.0286(25) 0.0719(29) iso C8 H
H9 -0.3712(31) 0.7457(11) -0.2402(27) 0.0719(29) iso C9 H
H10 -0.2756(34) 0.6616(12) -0.3173(24) 0.0719(29) iso C10 H
H11 -0.0983(34) 0.6049(12) -0.1958(22) 0.0719(29) iso C11 H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S Sulphur 0.110 0.124 'Cromer \& Mann, 1968'
O Oxygen 0.008 0.006 'Cromer \& Mann, 1968'
N Nitrogen 0.004 0.003 'Cromer \& Mann, 1968'
C Carbon 0.002 0.002 'Cromer \& Mann, 1968'
H Hydrogen 0.000 0.000 'Stewart, Davidson \& Simpson, 1965'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
3 -2 -5
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
C1 S1 C3 90.70(10) yes
C2 N1 C4 123.7(2) yes
C1 N1 C4 122.0(2) yes
C1 N1 C2 114.2(2) yes
C1 N2 C5 116.5(2) yes
N1 C1 N2 120.9(2) yes
S1 C1 N2 129.4(2) yes
S1 C1 N1 109.60(10) yes
N1 C2 H2 116(2) no
N1 C2 C3 113.9(2) yes
C3 C2 H2 130(2) no
S1 C3 C2 111.7(2) yes
C2 C3 H3 127(2) no
S1 C3 H3 121(2) no
N1 C4 H43 109.00 no
N1 C4 H42 110.00 no
N1 C4 H41 110.00 no
H42 C4 H43 109.00 no
H41 C4 H43 109.00 no
H41 C4 H42 109.00 no
O1 C5 N2 124.9(2) yes
N2 C5 C6 115.2(2) yes
O1 C5 C6 119.9(2) yes
C5 C6 C11 119.2(2) yes
C5 C6 C7 121.8(2) yes
C7 C6 C11 119.0(2) yes
C6 C7 H7 118.0(10) no
C6 C7 C8 120.1(2) yes
C8 C7 H7 122.0(10) no
C7 C8 H8 119(2) no
C7 C8 C9 120.3(2) yes
C9 C8 H8 120.0(10) no
C8 C9 H9 120(2) no
C8 C9 C10 120.1(2) yes
C10 C9 H9 120(2) no
C9 C10 H10 119(2) no
C9 C10 C11 120.1(2) yes
C11 C10 H10 121(2) no
C6 C11 C10 120.4(2) yes
C10 C11 H11 122.0(10) no
C6 C11 H11 117(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C1 1.737(2) yes
S1 C3 1.731(2) yes
O1 C5 1.238(2) yes
N1 C1 1.351(2) yes
N1 C2 1.382(2) yes
N1 C4 1.454(2) yes
N2 C1 1.319(2) yes
N2 C5 1.353(2) yes
C2 C3 1.308(3) yes
C2 H2 0.96(2) no
C3 H3 0.86(2) no
C4 H41 1.080(3) no
C4 H42 1.080(3) no
C4 H43 1.081(3) no
C5 C6 1.489(2) yes
C6 C7 1.388(2) yes
C6 C11 1.384(2) yes
C7 C8 1.382(3) yes
C7 H7 0.98(2) no
C8 C9 1.374(3) yes
C8 H8 0.98(2) no
C9 C10 1.370(4) yes
C9 H9 0.97(2) no
C10 C11 1.383(3) yes
C10 H10 0.92(2) no
C11 H11 0.97(2) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
S1 O1 2.6220(10)
S1 N1 2.5330(10)
S1 N2 2.7700(10)
S1 C2 2.526(2)
S1 H3 2.30(3)
O1 N2 2.298(2)
O1 C1 2.658(2)
O1 C6 2.363(2)
O1 C11 2.808(2)
O1 H11 2.47(3)
N1 N2 2.324(2)
N1 C3 2.256(3)
N2 C4 2.803(2)
N2 H42 2.798(2)
N2 H43 2.784(2)
N2 C6 2.401(2)
N2 C7 2.824(2)
N2 H7 2.50(2)
C1 C2 2.294(3)
C1 C3 2.466(3)
C1 C4 2.454(3)
C1 H42 2.754(3)
C1 H43 2.755(3)
C1 C5 2.273(2)
C2 C4 2.501(3)
C2 H41 2.586(3)
C4 H2 2.64(3)
H41 H2 2.31(3)
C5 C7 2.514(2)
C5 C11 2.479(2)
C5 H7 2.67(2)
C5 H11 2.59(2)
C6 C8 2.400(3)
C6 C9 2.772(3)
C6 C10 2.401(3)
C7 C9 2.391(3)
C7 C10 2.757(3)
C7 C11 2.388(3)
C8 C10 2.377(3)
C8 C11 2.753(3)
C9 C11 2.386(3)
H2 H3 2.44(4)
H7 H8 2.38(4)
H8 H9 2.36(4)
H9 H10 2.30(4)
H10 H11 2.38(4)
