#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/30/2203072.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_2203072
loop_
_publ_author_name
'Laura Andrau'
'Jonathan White'
_publ_section_title
;
 Low-temperature 4-thiacyclohexyl m-nitrobenzoate
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o134
_journal_page_last               o136
_journal_paper_doi               10.1107/S1600536803029040
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C12 H13 N O4 S'
_chemical_formula_moiety         'C12 H13 N O4 S'
_chemical_formula_sum            'C12 H13 N O4 S'
_chemical_formula_weight         267.29
_chemical_melting_point          .379E-305
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.971(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   20.736(4)
_cell_length_b                   8.4331(17)
_cell_length_c                   14.106(3)
_cell_measurement_reflns_used    2963
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      28.00
_cell_measurement_theta_min      2.44
_cell_volume                     2466.3(9)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 1997)'
_diffrn_ambient_temperature      130.0(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0821
_diffrn_reflns_av_sigmaI/netI    0.0597
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6668
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.96
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.268
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.229
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2173
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0474
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0869P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1265
_refine_ls_wR_factor_ref         0.1322
_reflns_number_gt                1779
_reflns_number_total             2173
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg6012.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2203072
_cod_database_fobs_code          2203072
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_type_symbol
C1 0.84736(10) -0.1681(3) 0.30505(16) 0.0386(5) Uani d . 1 C
H1A 0.8910 -0.1387 0.3287 0.046 Uiso calc R 1 H
H1B 0.8513 -0.2669 0.2677 0.046 Uiso calc R 1 H
C2 0.82154(10) -0.0362(3) 0.24052(14) 0.0355(5) Uani d . 1 C
H2A 0.8512 -0.0229 0.1868 0.043 Uiso calc R 1 H
H2B 0.7790 -0.0688 0.2141 0.043 Uiso calc R 1 H
C3 0.81422(8) 0.1217(2) 0.29017(14) 0.0310(5) Uani d . 1 C
H3A 0.7970 0.2017 0.2440 0.037 Uiso calc R 1 H
C4 0.77090(9) 0.1160(3) 0.37585(15) 0.0376(5) Uani d . 1 C
H4A 0.7696 0.2227 0.4051 0.045 Uiso calc R 1 H
H4B 0.7265 0.0892 0.3544 0.045 Uiso calc R 1 H
C5 0.79262(11) -0.0030(3) 0.45010(16) 0.0414(6) Uani d . 1 C
H5A 0.7626 0.0007 0.5039 0.050 Uiso calc R 1 H
H5B 0.8359 0.0275 0.4744 0.050 Uiso calc R 1 H
C6 0.89235(9) 0.3225(2) 0.32848(14) 0.0301(5) Uani d . 1 C
C7 0.96053(9) 0.3528(2) 0.36018(13) 0.0291(5) Uani d . 1 C
C8 0.98119(9) 0.5091(2) 0.36586(13) 0.0304(5) Uani d . 1 C
H8 0.9529 0.5939 0.3500 0.036 Uiso calc R 1 H
C9 1.04411(9) 0.5384(3) 0.39523(13) 0.0335(5) Uani d . 1 C
C10 1.08698(9) 0.4188(3) 0.41910(15) 0.0401(5) Uani d . 1 C
H10 1.1298 0.4424 0.4395 0.048 Uiso calc R 1 H
C11 1.06567(10) 0.2637(3) 0.41247(16) 0.0421(6) Uani d . 1 C
H11 1.0943 0.1795 0.4286 0.050 Uiso calc R 1 H
C12 1.00316(9) 0.2294(3) 0.38261(15) 0.0351(5) Uani d . 1 C
H12 0.9893 0.1223 0.3774 0.042 Uiso calc R 1 H
N1 1.06559(9) 0.7044(2) 0.40279(13) 0.0420(5) Uani d . 1 N
O2 0.85383(7) 0.42732(17) 0.31193(12) 0.0465(4) Uani d . 1 O
O1 0.87975(6) 0.16841(16) 0.32109(9) 0.0311(4) Uani d . 1 O
O3 1.02931(9) 0.8087(2) 0.37358(14) 0.0623(5) Uani d . 1 O
O4 1.11879(8) 0.7303(2) 0.43894(13) 0.0568(5) Uani d . 1 O
S1 0.79586(3) -0.20426(6) 0.40493(4) 0.0416(2) Uani d . 1 S
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
_geom_angle_publ_flag
C2 C1 S1 112.41(15) y
C2 C1 H1A 109.1 ?
S1 C1 H1A 109.1 ?
C2 C1 H1B 109.1 ?
S1 C1 H1B 109.1 ?
H1A C1 H1B 107.9 ?
C3 C2 C1 113.68(17) y
C3 C2 H2A 108.8 ?
C1 C2 H2A 108.8 ?
C3 C2 H2B 108.8 ?
C1 C2 H2B 108.8 ?
H2A C2 H2B 107.7 ?
O1 C3 C2 105.84(15) y
O1 C3 C4 109.13(15) y
C2 C3 C4 113.97(17) y
O1 C3 H3A 109.3 ?
C2 C3 H3A 109.3 ?
C4 C3 H3A 109.3 ?
C5 C4 C3 113.47(17) y
C5 C4 H4A 108.9 ?
C3 C4 H4A 108.9 ?
C5 C4 H4B 108.9 ?
C3 C4 H4B 108.9 ?
H4A C4 H4B 107.7 ?
C4 C5 S1 112.93(15) y
C4 C5 H5A 109.0 ?
S1 C5 H5A 109.0 ?
C4 C5 H5B 109.0 ?
S1 C5 H5B 109.0 ?
H5A C5 H5B 107.8 ?
O2 C6 O1 124.76(17) ?
O2 C6 C7 123.30(18) ?
O1 C6 C7 111.94(16) ?
C8 C7 C12 120.04(17) ?
C8 C7 C6 117.93(17) ?
C12 C7 C6 122.02(19) ?
C9 C8 C7 118.38(18) ?
C9 C8 H8 120.8 ?
C7 C8 H8 120.8 ?
C10 C9 C8 122.8(2) ?
C10 C9 N1 118.94(18) ?
C8 C9 N1 118.29(19) ?
C9 C10 C11 118.07(18) ?
C9 C10 H10 121.0 ?
C11 C10 H10 121.0 ?
C10 C11 C12 120.9(2) ?
C10 C11 H11 119.5 ?
C12 C11 H11 119.5 ?
C11 C12 C7 119.8(2) ?
C11 C12 H12 120.1 ?
C7 C12 H12 120.1 ?
O3 N1 O4 123.71(19) ?
O3 N1 C9 118.37(17) ?
O4 N1 C9 117.92(19) ?
C6 O1 C3 117.63(14) ?
C1 S1 C5 98.14(10) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.528(3) y
C1 S1 1.808(2) y
C1 H1A 0.9900 ?
C1 H1B 0.9900 ?
C2 C3 1.513(3) y
C2 H2A 0.9900 ?
C2 H2B 0.9900 ?
C3 O1 1.474(2) y
C3 C4 1.519(3) ?
C3 H3A 1.0000 ?
C4 C5 1.514(3) y
C4 H4A 0.9900 ?
C4 H4B 0.9900 ?
C5 S1 1.815(2) y
C5 H5A 0.9900 ?
C5 H5B 0.9900 ?
C6 O2 1.211(2) ?
C6 O1 1.329(2) ?
C6 C7 1.498(2) ?
C7 C8 1.388(3) ?
C7 C12 1.399(3) ?
C8 C9 1.384(3) ?
C8 H8 0.9500 ?
C9 C10 1.383(3) ?
C9 N1 1.472(3) ?
C10 C11 1.383(3) ?
C10 H10 0.9500 ?
C11 C12 1.387(3) ?
C11 H11 0.9500 ?
C12 H12 0.9500 ?
N1 O3 1.224(2) ?
N1 O4 1.227(2) ?
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
_geom_torsion_publ_flag
S1 C1 C2 C3 59.4(2) y
C1 C2 C3 O1 62.8(2) y
C1 C2 C3 C4 -57.2(2) y
O1 C3 C4 C5 -61.0(2) y
C2 C3 C4 C5 57.0(2) y
C3 C4 C5 S1 -59.3(2) y
O2 C6 C7 C8 -3.5(3) ?
O1 C6 C7 C8 176.56(17) ?
O2 C6 C7 C12 177.3(2) ?
O1 C6 C7 C12 -2.7(3) ?
C12 C7 C8 C9 -0.9(3) ?
C6 C7 C8 C9 179.91(17) ?
C7 C8 C9 C10 -0.1(3) ?
C7 C8 C9 N1 -178.96(18) ?
C8 C9 C10 C11 0.4(3) ?
N1 C9 C10 C11 179.33(19) ?
C9 C10 C11 C12 0.1(3) ?
C10 C11 C12 C7 -1.0(3) ?
C8 C7 C12 C11 1.4(3) ?
C6 C7 C12 C11 -179.4(2) ?
C10 C9 N1 O3 173.6(2) ?
C8 C9 N1 O3 -7.5(3) ?
C10 C9 N1 O4 -7.0(3) ?
C8 C9 N1 O4 171.90(18) ?
O2 C6 O1 C3 0.2(3) ?
C7 C6 O1 C3 -179.84(15) ?
C2 C3 O1 C6 151.45(17) ?
C4 C3 O1 C6 -85.5(2) ?
C2 C1 S1 C5 -53.81(16) ?
C4 C5 S1 C1 54.19(16) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21131200
