#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/13/2011383.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_2011383
loop_
_publ_author_name
'Shanmuga Sundara Raj, S.'
'Surya Prakash Rao, H.'
'Sakthikumar, L.'
'Fun, Hoong-Kun'
_publ_section_title
;
 2-(Nitromethylene)-1,3-dithietane
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1113
_journal_page_last               1114
_journal_paper_doi               10.1107/S0108270100009100
_journal_volume                  56
_journal_year                    2000
_chemical_formula_sum            'C3 H3 N O2 S2'
_chemical_formula_weight         149.18
_chemical_name_systematic
;
2-(Nitromethylene)-1,3-dithietane
;
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.221(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.91980(10)
_cell_length_b                   18.3222(5)
_cell_length_c                   7.9352(2)
_cell_measurement_reflns_used    2751
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.22
_cell_volume                     554.80(3)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material
'SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 1990)'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full .988
_diffrn_measured_fraction_theta_max .988
_diffrn_measurement_device_type  'Siemens SMART CCD area-detector'
_diffrn_measurement_method       ω
_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  .048
_diffrn_reflns_av_sigmaI/netI    .0515
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3834
_diffrn_reflns_theta_full        28.25
_diffrn_reflns_theta_max         28.25
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    .854
_exptl_absorpt_correction_T_max  .904
_exptl_absorpt_correction_T_min  .772
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            'light green'
_exptl_crystal_density_diffrn    1.786
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       slab
_exptl_crystal_F_000             304
_exptl_crystal_size_max          .32
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .12
_refine_diff_density_max         .374
_refine_diff_density_min         -.547
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   .989
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1359
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      .989
_refine_ls_R_factor_all          .0476
_refine_ls_R_factor_gt           .0384
_refine_ls_shift/su_max          .000
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0538P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .0994
_reflns_number_gt                1108
_reflns_number_total             1359
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk1398.cif
_cod_data_source_block           I
_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      'P 21/n'
_cod_database_code               2011383
_cod_database_fobs_code          2011383
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,1/2+y,1/2-z
-x,-y,-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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S1 .20001(15) .08072(3) .44923(6) .03222(18) Uani d . 1 . . S
S2 -.03068(15) .19503(3) .59751(7) .03488(19) Uani d . 1 . . S
O1 .0405(5) .17114(10) .9379(2) .0523(5) Uani d . 1 . . O
O2 .2745(7) .07835(11) 1.0940(2) .0703(7) Uani d . 1 . . O
N1 .1821(5) .11000(12) .9522(2) .0406(5) Uani d . 1 . . N
C1 .0150(7) .16982(12) .3818(3) .0368(5) Uani d . 1 . . C
H1A -.2078 .1670 .2982 .044 Uiso calc R 1 . . H
H1B .1756 .2013 .3391 .044 Uiso calc R 1 . . H
C2 .1546(5) .11014(11) .6508(2) .0272(4) Uani d . 1 . . C
C3 .2415(6) .07519(12) .8036(3) .0350(5) Uani d . 1 . . C
H3A .3394 .0287 .8108 .042 Uiso calc R 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 .0452(4) .0289(3) .0240(3) .0027(2) .0109(2) -.00018(19)
S2 .0434(3) .0240(3) .0371(3) .0027(2) .0089(2) -.0015(2)
O1 .0739(13) .0422(10) .0409(9) .0132(9) .0131(9) -.0118(8)
O2 .1147(18) .0728(14) .0242(8) .0303(13) .0172(10) .0074(8)
N1 .0536(12) .0423(11) .0253(9) .0038(9) .0077(8) -.0044(8)
C1 .0453(13) .0320(11) .0330(11) .0006(9) .0087(10) .0071(9)
C2 .0317(11) .0229(9) .0270(9) -.0031(8) .0066(8) -.0041(7)
C3 .0504(13) .0307(11) .0243(9) .0044(9) .0095(9) -.0041(8)
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 C1 82.80(10) y
C2 S2 C1 82.90(10) y
O2 N1 O1 122.3(2) y
O2 N1 C3 118.5(2) y
O1 N1 C3 119.2(2) y
S1 C1 S2 94.000(10) y
S1 C1 H1A 112.9 ?
S2 C1 H1A 112.9 ?
S1 C1 H1B 112.9 ?
S2 C1 H1B 112.9 ?
H1A C1 H1B 110.3 ?
C3 C2 S2 131.0(2) ?
C3 C2 S1 128.7(2) ?
S2 C2 S1 100.40(10) ?
C2 C3 N1 118.9(2) ?
C2 C3 H3A 120.5 ?
N1 C3 H3A 120.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C2 . 1.735(2) y
S1 C1 . 1.817(2) y
S2 C2 . 1.728(2) y
S2 C1 . 1.821(2) y
O1 N1 . 1.244(3) y
O2 N1 . 1.244(2) y
N1 C3 . 1.406(3) y
C1 H1A . .9700 ?
C1 H1B . .9700 ?
C2 C3 . 1.344(3) ?
C3 H3A . .9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C3 H3A O2 3_657 .93 2.49 3.387(3) 163 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
C2 S1 C1 S2 -1.10(10)
C2 S2 C1 S1 1.10(10)
C1 S2 C2 C3 178.9(2)
C1 S2 C2 S1 -1.17(10)
C1 S1 C2 C3 -178.9(2)
C1 S1 C2 S2 1.17(10)
S2 C2 C3 N1 -.4(4)
S1 C2 C3 N1 179.70(17)
O2 N1 C3 C2 -177.5(2)
O1 N1 C3 C2 2.3(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21107273
