#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/94/2019435.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_2019435
loop_
_publ_author_name
'Jones, Ray'
_publ_section_title
;
 Three trithiadiazepines and a trithiatriazepine
;
_journal_coeditor_code           QS3029
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              60
_journal_page_last               66
_journal_paper_doi               10.1107/S2053229613033287
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C2 H N3 O2 S3'
_chemical_formula_moiety         'C2 H N3 O2 S3'
_chemical_formula_sum            'C2 H N3 O2 S3'
_chemical_formula_weight         195.24
_chemical_melting_point          359
_chemical_name_systematic
;
6-Nitro-1,3,5,2,4-trithiadiazepine
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.794(9)
_cell_length_b                   11.696(7)
_cell_length_c                   12.854(8)
_cell_measurement_reflns_used    10
_cell_measurement_temperature    293(2)
_cell_volume                     1322.1(18)
_computing_cell_refinement       'Nicolet R3m software'
_computing_data_collection       'Nicolet R3m software'
_computing_data_reduction        'Nicolet R3m software'
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al., 2009) and
Mercury (Macrae et al., 2008)
;
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008), OLEX2 (Dolomanov et al.,
2009) and
Mercury (Macrae et al., 2008)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS83 (Sheldrick, 1983)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nicolet R3m'
_diffrn_measurement_method       'Scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            881
_diffrn_reflns_theta_full        56.68
_diffrn_reflns_theta_max         56.68
_diffrn_reflns_theta_min         6.89
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    9.813
_exptl_absorpt_correction_T_max  0.9900
_exptl_absorpt_correction_T_min  0.8800
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(SHELXS83; Sheldrick, 1983)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.962
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.477
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         881
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0796
_refine_ls_R_factor_gt           0.0596
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1072P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1457
_refine_ls_wR_factor_ref         0.1578
_reflns_number_gt                629
_reflns_number_total             881
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            qs3029sup1.cif
_cod_data_source_block           I
_cod_database_code               2019435
_cod_database_fobs_code          2019435
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
S S1 -0.0663(2) -0.09035(14) 0.13731(14) 0.0470(6) Uani d . 1 1
N N2 -0.2319(7) -0.0443(5) 0.1062(5) 0.0495(15) Uani d . 1 1
S S3 -0.30395(19) 0.07568(16) 0.08169(15) 0.0526(6) Uani d . 1 1
N N4 -0.2099(6) 0.1884(5) 0.0867(4) 0.0494(16) Uani d . 1 1
S S5 -0.0436(2) 0.23629(14) 0.10978(14) 0.0458(6) Uani d . 1 1
C C6 0.0799(7) 0.1264(6) 0.1373(5) 0.0378(16) Uani d . 1 1
C C7 0.0689(7) 0.0101(6) 0.1464(5) 0.0406(16) Uani d . 1 1
H H7 0.1628 -0.0223 0.1619 0.049 Uiso calc R 1 1
N N8 0.2318(6) 0.1727(5) 0.1537(4) 0.0459(14) Uani d . 1 1
O O9 0.2402(6) 0.2788(5) 0.1543(4) 0.0641(15) Uani d . 1 1
O O10 0.3411(6) 0.1105(5) 0.1663(4) 0.0639(15) Uani d . 1 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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 S1 C7 115.3(3)
S3 N2 S1 135.7(4)
N4 S3 N2 122.2(3)
S3 N4 S5 142.4(4)
N4 S5 C6 110.8(3)
C7 C6 N8 115.0(6)
C7 C6 S5 135.7(5)
N8 C6 S5 109.3(5)
C6 C7 S1 137.8(5)
C6 C7 H7 111.1
S1 C7 H7 111.1
O10 N8 O9 123.3(6)
O10 N8 C6 121.4(6)
O9 N8 C6 115.3(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 N2 1.603(6)
S1 C7 1.676(7)
N2 S3 1.572(6)
S3 N4 1.557(6)
N4 S5 1.594(6)
S5 C6 1.719(7)
C6 C7 1.369(9)
C6 N8 1.457(8)
C7 H7 0.9300
N8 O10 1.217(7)
N8 O9 1.242(7)
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
C7 S1 N2 S3 -0.5(7)
S1 N2 S3 N4 -1.4(8)
N2 S3 N4 S5 0.7(8)
S3 N4 S5 C6 1.4(8)
N4 S5 C6 C7 -1.9(8)
N4 S5 C6 N8 177.6(4)
N8 C6 C7 S1 179.9(5)
S5 C6 C7 S1 -0.6(13)
N2 S1 C7 C6 2.3(9)
C7 C6 N8 O10 5.4(9)
S5 C6 N8 O10 -174.2(5)
C7 C6 N8 O9 -174.2(6)
S5 C6 N8 O9 6.2(7)
