#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/83/2218391.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_2218391
loop_
_publ_author_name
'Driss, Mohamed'
'Toumi, Meriem'
'Ben Amor, Fatma'
'Driss, Ahmed'
'Boujlel, Khaled'
_publ_section_title
;
 1,2-Bis[bis(methylsulfanyl)methylene]hydrazine
;
_journal_coeditor_code           DN2348
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1132
_journal_paper_doi               10.1107/S1600536808014608
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C6 H12 N2 S4'
_chemical_formula_moiety         'C6 H12 N2 S4'
_chemical_formula_sum            'C6 H12 N2 S4'
_chemical_formula_weight         240.42
_chemical_name_systematic
;
1,2-Bis[bis(methylsulfanyl)methylene]hydrazine
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 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                 117.66(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.683(2)
_cell_length_b                   7.1930(10)
_cell_length_c                   8.309(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      10
_cell_volume                     565.5(2)
_computing_cell_refinement
'CAD-4 EXPRESS (Duisenberg, 1992; Macíček & Yordanov, 1992)'
_computing_data_collection
'CAD-4 EXPRESS (Duisenberg, 1992; Macíček & Yordanov, 1992)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics
'ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4 EXPRESS'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0243
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            1994
_diffrn_reflns_theta_full        29.97
_diffrn_reflns_theta_max         29.97
_diffrn_reflns_theta_min         2.77
_diffrn_standards_decay_%        2
_diffrn_standards_interval_time  120
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.793
_exptl_absorpt_correction_T_max  0.84
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             252
_exptl_crystal_size_max          0.504
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.216
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.218
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     37
_refine_ls_number_reflns         885
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0319
_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)+(0.0422P)²+0.172P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0823
_refine_ls_wR_factor_ref         0.0878
_reflns_number_gt                701
_reflns_number_total             885
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dn2348.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               2218391
_cod_database_fobs_code          2218391
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'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
S S1 0.83746(5) 0.5000 0.78339(7) 0.0648(2) Uani d S 1
S S2 0.58364(5) 0.5000 0.85038(7) 0.0605(2) Uani d S 1
N N1 0.57245(14) 0.5000 0.5218(2) 0.0493(4) Uani d S 1
C C1 0.65298(17) 0.5000 0.6951(2) 0.0435(4) Uani d S 1
C C2 0.7394(3) 0.5000 1.0710(3) 0.0695(7) Uani d S 1
H H2A 0.7109 0.5000 1.1650 0.104 Uiso d SR 1
H H2B 0.7948 0.6090 1.0824 0.104 Uiso d R 1
C C3 0.8586(3) 0.5000 0.5812(4) 0.0732(8) Uani d S 1
H H3A 0.9574 0.5000 0.6140 0.110 Uiso d SR 1
H H3B 0.8148 0.6090 0.5107 0.110 Uiso d R 1
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 0.0283(2) 0.1133(6) 0.0464(3) 0.000 0.01185(19) 0.000
S2 0.0414(3) 0.0984(5) 0.0439(3) 0.000 0.0217(2) 0.000
N1 0.0286(6) 0.0772(12) 0.0392(7) 0.000 0.0132(6) 0.000
C1 0.0302(7) 0.0566(11) 0.0413(8) 0.000 0.0146(6) 0.000
C2 0.0619(13) 0.1011(19) 0.0380(9) 0.000 0.0168(9) 0.000
C3 0.0475(11) 0.116(2) 0.0656(13) 0.000 0.0339(10) 0.000
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 -5 1
-1 -5 1
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
C1 S1 C3 . 102.32(10)
C1 S2 C2 . 103.88(10)
C1 N1 N1 5_666 111.67(18)
N1 C1 S1 . 120.29(14)
N1 C1 S2 . 121.90(13)
S1 C1 S2 . 117.81(10)
S2 C2 H2A . 109.5
S2 C2 H2B . 109.5
H2A C2 H2B . 109.5
S1 C3 H3A . 109.5
S1 C3 H3B . 109.5
H3A C3 H3B . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
S1 C1 . 1.7550(18)
S1 C3 . 1.796(3)
S2 C1 . 1.7609(19)
S2 C2 . 1.816(2)
N1 C1 . 1.290(2)
N1 N1 5_666 1.417(3)
C2 H2A . 0.9600
C2 H2B . 0.9600
C3 H3A . 0.9600
C3 H3B . 0.9600
