#------------------------------------------------------------------------------
#$Date: 2019-12-25 22:40:42 +0200 (Wed, 25 Dec 2019) $
#$Revision: 245928 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/14/2311493.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_2311493
loop_
_publ_author_name
'Zhu, Shuguang'
'Schriver, Melbourne J.'
'Hendsbee, Arthur D.'
'Masuda, Jason D.'
_publ_section_title
;
 The crystal structures of two isomers of
 5-(phenyl-iso-thia-zol-yl)-1,3,4-oxa-thia-zol-2-one.
;
_journal_issue                   'Pt 11'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              1726
_journal_page_last               1731
_journal_paper_doi               10.1107/S2056989017015067
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C11 H6 N2 O2 S2'
_chemical_formula_moiety         'C11 H6 N2 O2 S2'
_chemical_formula_sum            'C11 H6 N2 O2 S2'
_chemical_formula_weight         262.30
_chemical_name_systematic
;
5-(3-Phenylisothiazol-4-yl)-1,3,4-oxathiazol-2-one
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90.3990(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.7202(6)
_cell_length_b                   9.9723(6)
_cell_length_c                   11.2165(7)
_cell_measurement_reflns_used    6714
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.73
_cell_volume                     1087.22(12)
_computing_cell_refinement
;
SAINT (Bruker, 2008)
;
_computing_data_collection
;
APEX2 (Bruker, 2008)
;
_computing_data_reduction
;
SAINT (Bruker, 2008)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0168
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8041
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.995
_diffrn_reflns_theta_min         2.926
_exptl_absorpt_coefficient_mu    0.478
_exptl_absorpt_correction_T_max  0.837
_exptl_absorpt_correction_T_min  0.719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2008)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.483
_exptl_crystal_size_mid          0.425
_exptl_crystal_size_min          0.372
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.276
_refine_ls_extinction_coef       0.018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2014 (Sheldrick, 2015)
;
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2362
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0297
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0465P)²+0.4061P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0831
_reflns_number_gt                2228
_reflns_number_total             2362
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb7705sup1.cif
_cod_data_source_block           II
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2311493
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_occupancy
S S2 0.45224(4) 0.17168(4) 0.50567(3) 0.04262(13) Uani d 1
S S1 0.88687(4) 0.63218(4) 0.59213(4) 0.04650(14) Uani d 1
O O1 0.65815(9) 0.53305(10) 0.65111(8) 0.0330(2) Uani d 1
C C1 0.74809(14) 0.63165(15) 0.69017(12) 0.0365(3) Uani d 1
C C3 0.62185(13) 0.35992(13) 0.50912(11) 0.0288(3) Uani d 1
O O2 0.72696(12) 0.69783(14) 0.77664(11) 0.0542(3) Uani d 1
C C2 0.70630(13) 0.47087(13) 0.55025(10) 0.0288(3) Uani d 1
N N2 0.55493(14) 0.18187(13) 0.38899(11) 0.0427(3) Uani d 1
N N1 0.82008(12) 0.51010(13) 0.50596(10) 0.0395(3) Uani d 1
C C4 0.51836(13) 0.30589(14) 0.57667(12) 0.0330(3) Uani d 1
H H4 0.4894 0.3384 0.6501 0.040 Uiso calc 1
C C5 0.63936(13) 0.28477(14) 0.40146(11) 0.0325(3) Uani d 1
C C6 0.74116(14) 0.31005(14) 0.30578(11) 0.0337(3) Uani d 1
C C11 0.83741(15) 0.21201(15) 0.27851(13) 0.0386(3) Uani d 1
H H11A 0.8384 0.1317 0.3206 0.046 Uiso calc 1
C C7 0.73957(18) 0.42883(17) 0.24153(14) 0.0472(4) Uani d 1
H H7A 0.6757 0.4951 0.2595 0.057 Uiso calc 1
C C10 0.93225(15) 0.23383(18) 0.18830(14) 0.0465(4) Uani d 1
H H10A 0.9976 0.1687 0.1710 0.056 Uiso calc 1
C C9 0.92952(19) 0.3518(2) 0.12467(15) 0.0530(4) Uani d 1
H H9A 0.9927 0.3662 0.0641 0.064 Uiso calc 1
C C8 0.8330(2) 0.4488(2) 0.15076(15) 0.0560(4) Uani d 1
H H8A 0.8307 0.5280 0.1070 0.067 Uiso calc 1
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
N2 S2 C4 95.45(6)
N1 S1 C1 93.61(6)
C2 O1 C1 111.27(10)
O2 C1 O1 122.58(13)
O2 C1 S1 130.46(12)
O1 C1 S1 106.96(9)
C4 C3 C5 110.58(12)
C4 C3 C2 122.58(12)
C5 C3 C2 126.64(11)
N1 C2 O1 118.86(12)
N1 C2 C3 126.82(12)
O1 C2 C3 114.23(11)
C5 N2 S2 109.98(10)
C2 N1 S1 109.27(9)
C3 C4 S2 109.25(10)
C3 C4 H4 125.4
S2 C4 H4 125.4
N2 C5 C3 114.74(12)
N2 C5 C6 118.14(12)
C3 C5 C6 127.12(12)
C7 C6 C11 119.48(13)
C7 C6 C5 121.01(13)
C11 C6 C5 119.50(13)
C6 C11 C10 120.07(15)
C6 C11 H11A 120.0
C10 C11 H11A 120.0
C8 C7 C6 120.03(15)
C8 C7 H7A 120.0
C6 C7 H7A 120.0
C9 C10 C11 120.04(15)
C9 C10 H10A 120.0
C11 C10 H10A 120.0
C10 C9 C8 119.98(15)
C10 C9 H9A 120.0
C8 C9 H9A 120.0
C9 C8 C7 120.40(17)
C9 C8 H8A 119.8
C7 C8 H8A 119.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S2 N2 1.6546(13)
S2 C4 1.6827(14)
S1 N1 1.6820(12)
S1 C1 1.7463(14)
O1 C2 1.3750(14)
O1 C1 1.3849(17)
C1 O2 1.1921(17)
C3 C4 1.3737(18)
C3 C5 1.4324(17)
C3 C2 1.4511(18)
C2 N1 1.2770(17)
N2 C5 1.3208(18)
C4 H4 0.9300
C5 C6 1.4864(18)
C6 C7 1.386(2)
C6 C11 1.389(2)
C11 C10 1.391(2)
C11 H11A 0.9300
C7 C8 1.383(2)
C7 H7A 0.9300
C10 C9 1.376(3)
C10 H10A 0.9300
C9 C8 1.380(3)
C9 H9A 0.9300
C8 H8A 0.9300
