##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section C. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section C, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_E1
_audit_creation_method     SHELXL97
_chemical_name_systematic
;
Methyl 2-(pyrazin-2-ylcarbonyl)hydrazinecarbodithioate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C7 H8 N4 O S2'
_chemical_formula_sum     'C7 H8 N4 O S2'
_chemical_formula_iupac     'C7 H8 N4 O S2'
_chemical_formula_weight     228.29
_chemical_melting_point     ?
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     7.2326(3)
_cell_length_b     12.7207(4)
_cell_length_c     17.7516(5)
_cell_angle_alpha     77.877(3)
_cell_angle_beta     79.096(3)
_cell_angle_gamma     73.968(4)
_cell_volume     1519.67(9)
_cell_formula_units_Z     6
_cell_measurement_reflns_used     7143
_cell_measurement_theta_min     2.9453
_cell_measurement_theta_max     28.5742
_cell_measurement_temperature     295
_exptl_crystal_description     prism
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.3
_exptl_crystal_size_mid     0.2
_exptl_crystal_size_min     0.05
_exptl_crystal_density_diffrn     1.497
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     708
_exptl_absorpt_coefficient_mu     0.498
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(CrysAlis PRO; Oxford Diffraction, 2010)'
_exptl_absorpt_correction_T_min     0.87566
_exptl_absorpt_correction_T_max     1.00000
_exptl_special_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature     295
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Kuma KM4 CCD area-detector'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     18215
_diffrn_reflns_av_R_equivalents     0.0211
_diffrn_reflns_av_sigmaI/netI     0.0355
_diffrn_reflns_theta_min     2.67
_diffrn_reflns_theta_max     26.37
_diffrn_reflns_theta_full     26.37
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -7
_diffrn_reflns_limit_h_max     9
_diffrn_reflns_limit_k_min     -15
_diffrn_reflns_limit_k_max     15
_diffrn_reflns_limit_l_min     -22
_diffrn_reflns_limit_l_max     22
_refine_special_details
;
Refinement of F² against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F², conventional
R-factors R are based on F, with F set to zero for
negative F². The threshold expression of F² >
σ(F²) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F² are statistically about twice as large
as those based on F, and R-factors based on ALL data will be
even larger.
;
_reflns_number_total     6187
_reflns_number_gt     4162
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0610
_refine_ls_R_factor_gt     0.0352
_refine_ls_wR_factor_gt     0.0898
_refine_ls_wR_factor_ref     0.0944
_refine_ls_goodness_of_fit_ref     1.000
_refine_ls_restrained_S_all     1.000
_refine_ls_number_reflns     6187
_refine_ls_number_parameters     382
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0504P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.233
_refine_diff_density_min     -0.203
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
_computing_data_collection     'CrysAlis CCD (Oxford Diffraction, 2007)'
_computing_cell_refinement     'CrysAlis RED (Oxford Diffraction, 2007)'
_computing_data_reduction     'CrysAlis RED (Oxford Diffraction, 2007)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics
;
PLATON (Spek, 2009) and Mercury (Macrae et al., 2008)
;
_computing_publication_material     'PLATON (Spek, 2009)'
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
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C01A 0.5803(4) 0.93418(18) 0.11244(14) 0.0707(7) Uani d . 1 1 . .
    H H01A 0.7066 0.9309 0.0826 0.085 Uiso calc R 1 1 . .
    H H02A 0.5631 0.9772 0.1528 0.085 Uiso calc R 1 1 . .
    H H03A 0.4825 0.9682 0.0790 0.085 Uiso calc R 1 1 . .
    C C1A 0.6331(3) 0.72665(16) 0.07501(11) 0.0421(5) Uani d . 1 1 . .
    C C4A 0.6857(3) 0.44277(17) 0.06383(12) 0.0459(5) Uani d . 1 1 . .
    C C41A 0.7674(3) 0.37711(16) -0.00071(11) 0.0426(5) Uani d . 1 1 . .
    C C43A 0.9093(3) 0.3683(2) -0.12376(12) 0.0581(6) Uani d . 1 1 . .
    H H43A 0.9617 0.4006 -0.1721 0.070 Uiso calc R 1 1 . .
    C C44A 0.9067(4) 0.2589(2) -0.11229(14) 0.0610(7) Uani d . 1 1 . .
    H H44A 0.9580 0.2200 -0.1535 0.073 Uiso calc R 1 1 . .
    C C46A 0.7652(3) 0.26699(17) 0.01052(13) 0.0523(6) Uani d . 1 1 . .
    H H46A 0.7133 0.2344 0.0589 0.063 Uiso calc R 1 1 . .
    N N2A 0.6215(3) 0.62144(13) 0.09642(9) 0.0467(4) Uani d . 1 1 . .
    H H2A 0.5740 0.5983 0.1432 0.056 Uiso calc R 1 1 . .
    N N3A 0.6862(3) 0.55006(13) 0.04312(9) 0.0493(5) Uani d . 1 1 . .
    H H3A 0.7275 0.5748 -0.0042 0.059 Uiso calc R 1 1 . .
    N N42A 0.8395(3) 0.42982(14) -0.06819(9) 0.0495(5) Uani d . 1 1 . .
    N N45A 0.8350(3) 0.20530(15) -0.04555(12) 0.0611(5) Uani d . 1 1 . .
    O O5A 0.6208(3) 0.40357(13) 0.12862(8) 0.0775(6) Uani d . 1 1 . .
    S S1A 0.55927(9) 0.79772(4) 0.15484(3) 0.05317(17) Uani d . 1 1 . .
    S S2A 0.71449(9) 0.77865(5) -0.01443(3) 0.05572(18) Uani d . 1 1 . .
    C C01B -0.1677(4) 0.6732(2) 0.79005(12) 0.0821(9) Uani d . 1 1 . .
    H H01B -0.2106 0.6073 0.7930 0.099 Uiso calc R 1 1 . .
    H H02B -0.2539 0.7183 0.8256 0.099 Uiso calc R 1 1 . .
    H H03B -0.0386 0.6532 0.8035 0.099 Uiso calc R 1 1 . .
    C C1B -0.0180(3) 0.65363(16) 0.63673(11) 0.0408(5) Uani d . 1 1 . .
    C C4B 0.1625(3) 0.68096(16) 0.43404(11) 0.0406(5) Uani d . 1 1 . .
    C C41B 0.2845(3) 0.59841(15) 0.38473(10) 0.0369(5) Uani d . 1 1 . .
    C C43B 0.4427(3) 0.42223(16) 0.37351(11) 0.0498(6) Uani d . 1 1 . .
    H H43B 0.4838 0.3478 0.3949 0.060 Uiso calc R 1 1 . .
    C C44B 0.4933(3) 0.45526(16) 0.29415(11) 0.0473(5) Uani d . 1 1 . .
    H H44B 0.5661 0.4021 0.2642 0.057 Uiso calc R 1 1 . .
    C C46B 0.3346(3) 0.63171(16) 0.30648(11) 0.0426(5) Uani d . 1 1 . .
    H H46B 0.2937 0.7062 0.2852 0.051 Uiso calc R 1 1 . .
    N N2B 0.0146(3) 0.70125(13) 0.56241(9) 0.0504(5) Uani d . 1 1 . .
    H H2B -0.0319 0.7712 0.5485 0.061 Uiso calc R 1 1 . .
    N N3B 0.1230(3) 0.63722(13) 0.50854(9) 0.0514(5) Uani d . 1 1 . .
    H H3B 0.1665 0.5672 0.5232 0.062 Uiso calc R 1 1 . .
    N N42B 0.3386(2) 0.49264(13) 0.41958(9) 0.0443(4) Uani d . 1 1 . .
    N N45B 0.4411(3) 0.55972(13) 0.25994(9) 0.0448(4) Uani d . 1 1 . .
    O O5B 0.1056(2) 0.77963(11) 0.40820(8) 0.0586(4) Uani d . 1 1 . .
    S S1B -0.16796(10) 0.74930(5) 0.69347(3) 0.0639(2) Uani d . 1 1 . .
    S S2B 0.07308(9) 0.51988(4) 0.66708(3) 0.05409(17) Uani d . 1 1 . .
    C C01C 0.0262(4) 1.0298(2) 0.14471(12) 0.0697(7) Uani d . 1 1 . .
    H H01C -0.1046 1.0420 0.1348 0.084 Uiso calc R 1 1 . .
    H H02C 0.1141 0.9878 0.1077 0.084 Uiso calc R 1 1 . .
    H H03C 0.0568 1.0999 0.1399 0.084 Uiso calc R 1 1 . .
    C C1C -0.1290(3) 1.04085(16) 0.29803(12) 0.0445(5) Uani d . 1 1 . .
    C C4C -0.2617(3) 1.01784(16) 0.50341(12) 0.0449(5) Uani d . 1 1 . .
    C C41C -0.4024(3) 1.09280(16) 0.55445(11) 0.0426(5) Uani d . 1 1 . .
    C C43C -0.6220(3) 1.25454(18) 0.56748(13) 0.0582(6) Uani d . 1 1 . .
    H H43C -0.6933 1.3238 0.5464 0.070 Uiso calc R 1 1 . .
    C C44C -0.6478(4) 1.22093(18) 0.64723(13) 0.0589(6) Uani d . 1 1 . .
    H H44C -0.7357 1.2686 0.6780 0.071 Uiso calc R 1 1 . .
    C C46C -0.4282(3) 1.05988(17) 0.63357(12) 0.0518(6) Uani d . 1 1 . .
    H H46C -0.3569 0.9907 0.6548 0.062 Uiso calc R 1 1 . .
    N N2C -0.1305(3) 0.99887(13) 0.37343(9) 0.0493(5) Uani d . 1 1 . .
    H H2C -0.0540 0.9357 0.3880 0.059 Uiso calc R 1 1 . .
    N N3C -0.2554(3) 1.05719(14) 0.42809(10) 0.0514(5) Uani d . 1 1 . .
    H H3C -0.3307 1.1204 0.4128 0.062 Uiso calc R 1 1 . .
    N N42C -0.4989(3) 1.19107(14) 0.52009(10) 0.0516(5) Uani d . 1 1 . .
    N N45C -0.5526(3) 1.12401(15) 0.68122(10) 0.0578(5) Uani d . 1 1 . .
    O O5C -0.1632(2) 0.92709(12) 0.52968(8) 0.0626(4) Uani d . 1 1 . .
    S S1C 0.04954(10) 0.95473(5) 0.24070(3) 0.05990(19) Uani d . 1 1 . .
    S S2C -0.27473(10) 1.15904(5) 0.26468(4) 0.0662(2) Uani d . 1 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
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
    C01A S1A . 1.777(2) ?
    C01A H01A . 0.9600 ?
    C01A H02A . 0.9600 ?
    C01A H03A . 0.9600 ?
    C1A N2A . 1.334(2) ?
    C1A S2A . 1.6508(19) ?
    C1A S1A . 1.7594(19) ?
    C4A O5A . 1.215(2) ?
    C4A N3A . 1.338(2) ?
    C4A C41A . 1.494(3) ?
    C41A N42A . 1.333(2) ?
    C41A C46A . 1.377(3) ?
    C43A N42A . 1.326(2) ?
    C43A C44A . 1.369(3) ?
    C43A H43A . 0.9300 ?
    C44A N45A . 1.327(3) ?
    C44A H44A . 0.9300 ?
    C46A N45A . 1.334(3) ?
    C46A H46A . 0.9300 ?
    N2A N3A . 1.377(2) ?
    N2A H2A . 0.8600 ?
    N3A H3A . 0.8600 ?
    C01B S1B . 1.783(2) ?
    C01B H01B . 0.9600 ?
    C01B H02B . 0.9600 ?
    C01B H03B . 0.9600 ?
    C1B N2B . 1.337(2) ?
    C1B S2B . 1.658(2) ?
    C1B S1B . 1.7449(19) ?
    C4B O5B . 1.225(2) ?
    C4B N3B . 1.333(2) ?
    C4B C41B . 1.493(2) ?
    C41B N42B . 1.341(2) ?
    C41B C46B . 1.374(2) ?
    C43B N42B . 1.319(2) ?
    C43B C44B . 1.392(3) ?
    C43B H43B . 0.9300 ?
    C44B N45B . 1.322(2) ?
    C44B H44B . 0.9300 ?
    C46B N45B . 1.342(2) ?
    C46B H46B . 0.9300 ?
    N2B N3B . 1.372(2) ?
    N2B H2B . 0.8600 ?
    N3B H3B . 0.8600 ?
    C01C S1C . 1.783(2) ?
    C01C H01C . 0.9600 ?
    C01C H02C . 0.9600 ?
    C01C H03C . 0.9600 ?
    C1C N2C . 1.332(2) ?
    C1C S2C . 1.646(2) ?
    C1C S1C . 1.759(2) ?
    C4C O5C . 1.226(2) ?
    C4C N3C . 1.322(3) ?
    C4C C41C . 1.498(3) ?
    C41C N42C . 1.334(2) ?
    C41C C46C . 1.371(3) ?
    C43C N42C . 1.326(3) ?
    C43C C44C . 1.383(3) ?
    C43C H43C . 0.9300 ?
    C44C N45C . 1.317(3) ?
    C44C H44C . 0.9300 ?
    C46C N45C . 1.337(3) ?
    C46C H46C . 0.9300 ?
    N2C N3C . 1.382(2) ?
    N2C H2C . 0.8600 ?
    N3C H3C . 0.8600 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    S1A C01A H01A . . 109.5 ?
    S1A C01A H02A . . 109.5 ?
    H01A C01A H02A . . 109.5 ?
    S1A C01A H03A . . 109.5 ?
    H01A C01A H03A . . 109.5 ?
    H02A C01A H03A . . 109.5 ?
    N2A C1A S2A . . 123.16(14) ?
    N2A C1A S1A . . 110.90(13) ?
    S2A C1A S1A . . 125.90(12) ?
    O5A C4A N3A . . 122.82(18) ?
    O5A C4A C41A . . 123.54(19) ?
    N3A C4A C41A . . 113.61(17) ?
    N42A C41A C46A . . 122.54(18) ?
    N42A C41A C4A . . 117.24(18) ?
    C46A C41A C4A . . 120.21(19) ?
    N42A C43A C44A . . 122.2(2) ?
    N42A C43A H43A . . 118.9 ?
    C44A C43A H43A . . 118.9 ?
    N45A C44A C43A . . 123.5(2) ?
    N45A C44A H44A . . 118.2 ?
    C43A C44A H44A . . 118.2 ?
    N45A C46A C41A . . 122.4(2) ?
    N45A C46A H46A . . 118.8 ?
    C41A C46A H46A . . 118.8 ?
    C1A N2A N3A . . 119.58(16) ?
    C1A N2A H2A . . 120.2 ?
    N3A N2A H2A . . 120.2 ?
    C4A N3A N2A . . 120.99(16) ?
    C4A N3A H3A . . 119.5 ?
    N2A N3A H3A . . 119.5 ?
    C43A N42A C41A . . 115.02(19) ?
    C44A N45A C46A . . 114.4(2) ?
    C1A S1A C01A . . 102.83(10) ?
    S1B C01B H01B . . 109.5 ?
    S1B C01B H02B . . 109.5 ?
    H01B C01B H02B . . 109.5 ?
    S1B C01B H03B . . 109.5 ?
    H01B C01B H03B . . 109.5 ?
    H02B C01B H03B . . 109.5 ?
    N2B C1B S2B . . 122.37(14) ?
    N2B C1B S1B . . 111.18(14) ?
    S2B C1B S1B . . 126.44(11) ?
    O5B C4B N3B . . 123.44(17) ?
    O5B C4B C41B . . 122.87(17) ?
    N3B C4B C41B . . 113.69(16) ?
    N42B C41B C46B . . 122.47(17) ?
    N42B C41B C4B . . 117.52(16) ?
    C46B C41B C4B . . 120.00(17) ?
    N42B C43B C44B . . 122.40(18) ?
    N42B C43B H43B . . 118.8 ?
    C44B C43B H43B . . 118.8 ?
    N45B C44B C43B . . 122.12(17) ?
    N45B C44B H44B . . 118.9 ?
    C43B C44B H44B . . 118.9 ?
    N45B C46B C41B . . 121.80(17) ?
    N45B C46B H46B . . 119.1 ?
    C41B C46B H46B . . 119.1 ?
    C1B N2B N3B . . 119.25(16) ?
    C1B N2B H2B . . 120.4 ?
    N3B N2B H2B . . 120.4 ?
    C4B N3B N2B . . 121.60(16) ?
    C4B N3B H3B . . 119.2 ?
    N2B N3B H3B . . 119.2 ?
    C43B N42B C41B . . 115.44(16) ?
    C44B N45B C46B . . 115.76(16) ?
    C1B S1B C01B . . 103.38(11) ?
    S1C C01C H01C . . 109.5 ?
    S1C C01C H02C . . 109.5 ?
    H01C C01C H02C . . 109.5 ?
    S1C C01C H03C . . 109.5 ?
    H01C C01C H03C . . 109.5 ?
    H02C C01C H03C . . 109.5 ?
    N2C C1C S2C . . 123.48(15) ?
    N2C C1C S1C . . 111.10(14) ?
    S2C C1C S1C . . 125.42(12) ?
    O5C C4C N3C . . 123.20(18) ?
    O5C C4C C41C . . 122.44(18) ?
    N3C C4C C41C . . 114.35(18) ?
    N42C C41C C46C . . 122.21(18) ?
    N42C C41C C4C . . 117.66(18) ?
    C46C C41C C4C . . 120.13(19) ?
    N42C C43C C44C . . 122.0(2) ?
    N42C C43C H43C . . 119.0 ?
    C44C C43C H43C . . 119.0 ?
    N45C C44C C43C . . 122.5(2) ?
    N45C C44C H44C . . 118.8 ?
    C43C C44C H44C . . 118.8 ?
    N45C C46C C41C . . 122.1(2) ?
    N45C C46C H46C . . 119.0 ?
    C41C C46C H46C . . 119.0 ?
    C1C N2C N3C . . 119.72(17) ?
    C1C N2C H2C . . 120.1 ?
    N3C N2C H2C . . 120.1 ?
    C4C N3C N2C . . 121.41(17) ?
    C4C N3C H3C . . 119.3 ?
    N2C N3C H3C . . 119.3 ?
    C43C N42C C41C . . 115.58(18) ?
    C44C N45C C46C . . 115.64(18) ?
    C1C S1C C01C . . 102.27(11) ?
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O5A C4A C41A N42A . . . . -177.9(2) ?
    N3A C4A C41A N42A . . . . 3.7(3) ?
    O5A C4A C41A C46A . . . . 2.5(3) ?
    N3A C4A C41A C46A . . . . -175.9(2) ?
    N42A C43A C44A N45A . . . . 0.1(4) ?
    N42A C41A C46A N45A . . . . -0.1(3) ?
    C4A C41A C46A N45A . . . . 179.4(2) ?
    S2A C1A N2A N3A . . . . 2.4(3) ?
    S1A C1A N2A N3A . . . . -175.47(14) ?
    O5A C4A N3A N2A . . . . 3.6(3) ?
    C41A C4A N3A N2A . . . . -177.91(17) ?
    C1A N2A N3A C4A . . . . 176.6(2) ?
    C44A C43A N42A C41A . . . . 0.1(3) ?
    C46A C41A N42A C43A . . . . -0.1(3) ?
    C4A C41A N42A C43A . . . . -179.65(18) ?
    C43A C44A N45A C46A . . . . -0.3(4) ?
    C41A C46A N45A C44A . . . . 0.3(3) ?
    N2A C1A S1A C01A . . . . -178.49(17) ?
    S2A C1A S1A C01A . . . . 3.69(19) ?
    O5B C4B C41B N42B . . . . 179.8(2) ?
    N3B C4B C41B N42B . . . . 0.2(3) ?
    O5B C4B C41B C46B . . . . -1.2(3) ?
    N3B C4B C41B C46B . . . . 179.26(19) ?
    N42B C43B C44B N45B . . . . 0.5(4) ?
    N42B C41B C46B N45B . . . . 0.2(3) ?
    C4B C41B C46B N45B . . . . -178.81(19) ?
    S2B C1B N2B N3B . . . . 1.7(3) ?
    S1B C1B N2B N3B . . . . -177.20(16) ?
    O5B C4B N3B N2B . . . . -0.4(4) ?
    C41B C4B N3B N2B . . . . 179.22(18) ?
    C1B N2B N3B C4B . . . . -178.79(19) ?
    C44B C43B N42B C41B . . . . 0.1(3) ?
    C46B C41B N42B C43B . . . . -0.4(3) ?
    C4B C41B N42B C43B . . . . 178.64(19) ?
    C43B C44B N45B C46B . . . . -0.7(3) ?
    C41B C46B N45B C44B . . . . 0.3(3) ?
    N2B C1B S1B C01B . . . . -173.40(18) ?
    S2B C1B S1B C01B . . . . 7.8(2) ?
    O5C C4C C41C N42C . . . . 178.3(2) ?
    N3C C4C C41C N42C . . . . -2.6(3) ?
    O5C C4C C41C C46C . . . . -1.5(3) ?
    N3C C4C C41C C46C . . . . 177.6(2) ?
    N42C C43C C44C N45C . . . . -0.2(4) ?
    N42C C41C C46C N45C . . . . 0.4(4) ?
    C4C C41C C46C N45C . . . . -179.8(2) ?
    S2C C1C N2C N3C . . . . -2.0(3) ?
    S1C C1C N2C N3C . . . . 177.19(15) ?
    O5C C4C N3C N2C . . . . -2.1(3) ?
    C41C C4C N3C N2C . . . . 178.82(17) ?
    C1C N2C N3C C4C . . . . 179.6(2) ?
    C44C C43C N42C C41C . . . . 0.2(4) ?
    C46C C41C N42C C43C . . . . -0.3(3) ?
    C4C C41C N42C C43C . . . . 179.9(2) ?
    C43C C44C N45C C46C . . . . 0.2(4) ?
    C41C C46C N45C C44C . . . . -0.3(3) ?
    N2C C1C S1C C01C . . . . -178.52(16) ?
    S2C C1C S1C C01C . . . . 0.6(2) ?
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
    N2A H2A N45B . 0.86 2.13 2.987(2) 174
    C44B H44B O5A . 0.93 2.36 3.061(2) 132
    N2B H2B O5C . 0.86 1.94 2.790(2) 172
    N2C H2C O5B . 0.86 2.00 2.850(2) 170
data_F1
_audit_creation_method     SHELXL97
_chemical_name_systematic
;
N'-[bis(methylsulfanyl)methylidene]pyrazine-2-carbohydrazide
;
_chemical_name_common     ?
_chemical_formula_moiety     'C8 H10 N4 O S2'
_chemical_formula_sum     'C8 H10 N4 O S2'
_chemical_formula_iupac     'C8 H10 N4 O S2'
_chemical_formula_weight     242.32
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     7.8332(2)
_cell_length_b     21.0883(4)
_cell_length_c     7.3920(2)
_cell_angle_alpha     90.00
_cell_angle_beta     116.121(4)
_cell_angle_gamma     90.00
_cell_volume     1096.36(5)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     8241
_cell_measurement_theta_min     2.8947
_cell_measurement_theta_max     28.5739
_cell_measurement_temperature     297
_exptl_crystal_description     prism
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.2
_exptl_crystal_size_mid     0.1
_exptl_crystal_size_min     0.05
_exptl_crystal_density_diffrn     1.468
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     504
_exptl_absorpt_coefficient_mu     0.464
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(CrysAlis PRO; Oxford Diffraction, 2010)'
_exptl_absorpt_correction_T_min     0.94616
_exptl_absorpt_correction_T_max     1.00000
_exptl_special_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature     297
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Kuma KM4 CCD area-detector'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     12975
_diffrn_reflns_av_R_equivalents     0.0146
_diffrn_reflns_av_sigmaI/netI     0.0112
_diffrn_reflns_theta_min     2.90
_diffrn_reflns_theta_max     26.37
_diffrn_reflns_theta_full     26.37
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -9
_diffrn_reflns_limit_h_max     8
_diffrn_reflns_limit_k_min     -26
_diffrn_reflns_limit_k_max     26
_diffrn_reflns_limit_l_min     -9
_diffrn_reflns_limit_l_max     9
_refine_special_details
;
Refinement of F² against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F², conventional
R-factors R are based on F, with F set to zero for
negative F². The threshold expression of F² >
σ(F²) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F² are statistically about twice as large
as those based on F, and R-factors based on ALL data will be
even larger.
;
_reflns_number_total     2236
_reflns_number_gt     1960
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0361
_refine_ls_R_factor_gt     0.0311
_refine_ls_wR_factor_gt     0.0848
_refine_ls_wR_factor_ref     0.0869
_refine_ls_goodness_of_fit_ref     1.071
_refine_ls_restrained_S_all     1.071
_refine_ls_number_reflns     2236
_refine_ls_number_parameters     139
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0445P)²+0.2852P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.260
_refine_diff_density_min     -0.198
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_extinction_coef     0.0042(11)
_refine_ls_extinction_expression
                                  'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
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'
_computing_data_collection     'CrysAlis CCD (Oxford Diffraction, 2007)'
_computing_cell_refinement     'CrysAlis RED (Oxford Diffraction, 2007)'
_computing_data_reduction     'CrysAlis RED (Oxford Diffraction, 2007)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics
;
PLATON (Spek, 2009) and Mercury (Macrae et al., 2008)
;
_computing_publication_material     'PLATON (Spek, 2009)'
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
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C1 1.0226(2) 0.61366(8) 0.7928(2) 0.0423(4) Uani d . 1 1 . .
    C C01 1.3336(3) 0.61423(10) 0.7154(3) 0.0628(5) Uani d . 1 1 . .
    H H01A 1.4011 0.6417 0.8281 0.075 Uiso calc R 1 1 . .
    H H01B 1.2553 0.6392 0.5998 0.075 Uiso calc R 1 1 . .
    H H01C 1.4230 0.5903 0.6867 0.075 Uiso calc R 1 1 . .
    C C02 0.7790(3) 0.50863(9) 0.6980(3) 0.0624(5) Uani d . 1 1 . .
    H H02A 0.8867 0.4810 0.7363 0.075 Uiso calc R 1 1 . .
    H H02B 0.7338 0.5203 0.5590 0.075 Uiso calc R 1 1 . .
    H H02C 0.6798 0.4872 0.7165 0.075 Uiso calc R 1 1 . .
    C C4 0.8997(2) 0.77379(8) 0.7750(2) 0.0398(3) Uani d . 1 1 . .
    C C41 0.7227(2) 0.80257(7) 0.7710(2) 0.0374(3) Uani d . 1 1 . .
    C C43 0.4284(2) 0.78993(8) 0.7531(3) 0.0490(4) Uani d . 1 1 . .
    H H43 0.3279 0.7644 0.7431 0.059 Uiso calc R 1 1 . .
    C C44 0.4121(2) 0.85490(8) 0.7613(3) 0.0490(4) Uani d . 1 1 . .
    H H44 0.3002 0.8716 0.7562 0.059 Uiso calc R 1 1 . .
    C C46 0.7053(2) 0.86748(8) 0.7796(3) 0.0458(4) Uani d . 1 1 . .
    H H46 0.8049 0.8933 0.7881 0.055 Uiso calc R 1 1 . .
    N N2 1.03942(18) 0.67337(6) 0.7761(2) 0.0421(3) Uani d . 1 1 . .
    N N3 0.89650(18) 0.71015(6) 0.7821(2) 0.0425(3) Uani d . 1 1 . .
    H H3 0.8023 0.6918 0.7906 0.051 Uiso calc R 1 1 . .
    N N42 0.58415(18) 0.76297(6) 0.7590(2) 0.0456(3) Uani d . 1 1 . .
    N N45 0.5491(2) 0.89439(7) 0.7761(2) 0.0529(4) Uani d . 1 1 . .
    O O5 1.02739(17) 0.80592(6) 0.7719(2) 0.0585(3) Uani d . 1 1 . .
    S S1 1.18679(6) 0.56102(2) 0.77482(9) 0.05940(17) Uani d . 1 1 . .
    S S2 0.84763(6) 0.57861(2) 0.85177(8) 0.05666(16) Uani d . 1 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
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
    C1 N2 . 1.278(2) ?
    C1 S1 . 1.7478(15) ?
    C1 S2 . 1.7723(16) ?
    C01 S1 . 1.794(2) ?
    C01 H01A . 0.9600 ?
    C01 H01B . 0.9600 ?
    C01 H01C . 0.9600 ?
    C02 S2 . 1.795(2) ?
    C02 H02A . 0.9600 ?
    C02 H02B . 0.9600 ?
    C02 H02C . 0.9600 ?
    C4 O5 . 1.2165(19) ?
    C4 N3 . 1.344(2) ?
    C4 C41 . 1.502(2) ?
    C41 N42 . 1.3411(19) ?
    C41 C46 . 1.380(2) ?
    C43 N42 . 1.329(2) ?
    C43 C44 . 1.380(2) ?
    C43 H43 . 0.9300 ?
    C44 N45 . 1.324(2) ?
    C44 H44 . 0.9300 ?
    C46 N45 . 1.339(2) ?
    C46 H46 . 0.9300 ?
    N2 N3 . 1.3785(17) ?
    N3 H3 . 0.8600 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    N2 C1 S1 . . 120.54(12) ?
    N2 C1 S2 . . 123.95(12) ?
    S1 C1 S2 . . 115.37(9) ?
    S1 C01 H01A . . 109.5 ?
    S1 C01 H01B . . 109.5 ?
    H01A C01 H01B . . 109.5 ?
    S1 C01 H01C . . 109.5 ?
    H01A C01 H01C . . 109.5 ?
    H01B C01 H01C . . 109.5 ?
    S2 C02 H02A . . 109.5 ?
    S2 C02 H02B . . 109.5 ?
    H02A C02 H02B . . 109.5 ?
    S2 C02 H02C . . 109.5 ?
    H02A C02 H02C . . 109.5 ?
    H02B C02 H02C . . 109.5 ?
    O5 C4 N3 . . 125.92(14) ?
    O5 C4 C41 . . 122.27(14) ?
    N3 C4 C41 . . 111.81(13) ?
    N42 C41 C46 . . 121.83(14) ?
    N42 C41 C4 . . 117.57(14) ?
    C46 C41 C4 . . 120.60(14) ?
    N42 C43 C44 . . 121.67(16) ?
    N42 C43 H43 . . 119.2 ?
    C44 C43 H43 . . 119.2 ?
    N45 C44 C43 . . 122.71(15) ?
    N45 C44 H44 . . 118.6 ?
    C43 C44 H44 . . 118.6 ?
    N45 C46 C41 . . 121.85(15) ?
    N45 C46 H46 . . 119.1 ?
    C41 C46 H46 . . 119.1 ?
    C1 N2 N3 . . 115.58(13) ?
    C4 N3 N2 . . 122.10(13) ?
    C4 N3 H3 . . 119.0 ?
    N2 N3 H3 . . 119.0 ?
    C43 N42 C41 . . 116.10(14) ?
    C44 N45 C46 . . 115.82(14) ?
    C1 S1 C01 . . 101.17(9) ?
    C1 S2 C02 . . 103.63(9) ?
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O5 C4 C41 N42 . . . . 174.91(15) ?
    N3 C4 C41 N42 . . . . -5.0(2) ?
    O5 C4 C41 C46 . . . . -5.2(2) ?
    N3 C4 C41 C46 . . . . 174.88(15) ?
    N42 C43 C44 N45 . . . . -0.2(3) ?
    N42 C41 C46 N45 . . . . -0.1(3) ?
    C4 C41 C46 N45 . . . . 179.96(14) ?
    S1 C1 N2 N3 . . . . 176.70(11) ?
    S2 C1 N2 N3 . . . . -7.8(2) ?
    O5 C4 N3 N2 . . . . -3.4(3) ?
    C41 C4 N3 N2 . . . . 176.49(12) ?
    C1 N2 N3 C4 . . . . 177.07(15) ?
    C44 C43 N42 C41 . . . . -0.8(3) ?
    C46 C41 N42 C43 . . . . 0.9(2) ?
    C4 C41 N42 C43 . . . . -179.16(14) ?
    C43 C44 N45 C46 . . . . 1.0(3) ?
    C41 C46 N45 C44 . . . . -0.8(3) ?
    N2 C1 S1 C01 . . . . -4.05(17) ?
    S2 C1 S1 C01 . . . . -179.90(10) ?
    N2 C1 S2 C02 . . . . 141.69(15) ?
    S1 C1 S2 C02 . . . . -42.62(12) ?
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
    C44 H44 O5 1_455 0.93 2.59 3.219(2) 125
data_F2
_audit_creation_method     SHELXL97
_chemical_name_systematic
;
N'-[bis(methylsulfanyl)methylidene]-6-methoxypyrazine-2-carbohydrazide
;
_chemical_name_common     ?
_chemical_formula_moiety     'C9 H12 N4 O2 S2'
_chemical_formula_sum     'C9 H12 N4 O2 S2'
_chemical_formula_iupac     'C9 H12 N4 O2 S2'
_chemical_formula_weight     272.35
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'C 2/c'
_symmetry_space_group_name_Hall     '-C 2yc'
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'
_cell_length_a     23.111(2)
_cell_length_b     7.5812(7)
_cell_length_c     15.6547(14)
_cell_angle_alpha     90.00
_cell_angle_beta     115.430(2)
_cell_angle_gamma     90.00
_cell_volume     2477.1(4)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     8658
_cell_measurement_theta_min     2.70
_cell_measurement_theta_max     26.99
_cell_measurement_temperature     270
_exptl_crystal_description     prisme
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.5
_exptl_crystal_size_mid     0.2
_exptl_crystal_size_min     0.1
_exptl_crystal_density_diffrn     1.461
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1136
_exptl_absorpt_coefficient_mu     0.426
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_correction_T_min     0.516
_exptl_absorpt_correction_T_max     1
_exptl_special_details
;
;
_diffrn_ambient_temperature     270
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     27591
_diffrn_reflns_av_R_equivalents     0.0427
_diffrn_reflns_av_sigmaI/netI     0.0206
_diffrn_reflns_theta_min     1.95
_diffrn_reflns_theta_max     28.32
_diffrn_reflns_theta_full     28.32
_diffrn_measured_fraction_theta_max     0.987
_diffrn_measured_fraction_theta_full     0.987
_diffrn_reflns_limit_h_min     -30
_diffrn_reflns_limit_h_max     30
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     9
_diffrn_reflns_limit_l_min     -20
_diffrn_reflns_limit_l_max     20
_refine_special_details
;
Refinement of F² against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F², conventional
R-factors R are based on F, with F set to zero for
negative F². The threshold expression of F² >
σ(F²) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F² are statistically about twice as large
as those based on F, and R-factors based on ALL data will be
even larger.
;
_reflns_number_total     3051
_reflns_number_gt     2351
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0560
_refine_ls_R_factor_gt     0.0425
_refine_ls_wR_factor_gt     0.1144
_refine_ls_wR_factor_ref     0.1257
_refine_ls_goodness_of_fit_ref     1.027
_refine_ls_restrained_S_all     1.027
_refine_ls_number_reflns     3051
_refine_ls_number_parameters     157
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0720P)²+1.1533P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.409
_refine_diff_density_min     -0.412
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
_computing_data_collection     'APEX2 (Bruker, 2002)'
_computing_cell_refinement     'SAINT-Plus (Bruker, 2003)'
_computing_data_reduction     'SAINT-Plus (Bruker, 2003)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics
;
PLATON (Spek, 2009) and Mercury (Macrae et al., 2008)
;
_computing_publication_material     'PLATON (Spek, 2009)'
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
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C1 0.32187(8) 0.0500(2) 0.93843(13) 0.0441(4) Uani d . 1 1 . .
    C C01 0.30859(12) 0.0459(3) 1.10871(16) 0.0677(6) Uani d . 1 1 . .
    H H01A 0.2641 0.0784 1.0808 0.081 Uiso calc R 1 1 . .
    H H01B 0.3278 0.0790 1.1743 0.081 Uiso calc R 1 1 . .
    H H01C 0.3124 -0.0793 1.1034 0.081 Uiso calc R 1 1 . .
    C C02 0.23931(11) -0.1431(3) 0.78714(16) 0.0634(5) Uani d . 1 1 . .
    H H02A 0.2379 -0.0503 0.7446 0.076 Uiso calc R 1 1 . .
    H H02B 0.2007 -0.2115 0.7593 0.076 Uiso calc R 1 1 . .
    H H02C 0.2755 -0.2177 0.7991 0.076 Uiso calc R 1 1 . .
    C C4 0.44767(9) 0.1438(2) 0.87865(12) 0.0460(4) Uani d . 1 1 . .
    C C11 0.56273(13) 0.3733(3) 1.20507(16) 0.0721(6) Uani d . 1 1 . .
    H H11A 0.5205 0.4214 1.1714 0.086 Uiso calc R 1 1 . .
    H H11B 0.5820 0.4214 1.2679 0.086 Uiso calc R 1 1 . .
    H H11C 0.5600 0.2473 1.2085 0.086 Uiso calc R 1 1 . .
    C C41 0.51134(8) 0.2302(2) 0.93364(12) 0.0431(4) Uani d . 1 1 . .
    C C43 0.58091(9) 0.3626(2) 1.06730(14) 0.0513(4) Uani d . 1 1 . .
    C C44 0.62150(10) 0.3955(3) 1.02402(17) 0.0635(6) Uani d . 1 1 . .
    H H44 0.6592 0.4578 1.0573 0.076 Uiso calc R 1 1 . .
    C C46 0.55275(9) 0.2544(3) 0.89284(14) 0.0552(5) Uani d . 1 1 . .
    H H46 0.5422 0.2096 0.8327 0.066 Uiso calc R 1 1 . .
    N N2 0.35298(7) 0.05000(19) 0.88799(10) 0.0447(3) Uani d . 1 1 . .
    N N3 0.41252(7) 0.13022(19) 0.92788(10) 0.0434(3) Uani d . 1 1 . .
    H H3 0.4271 0.1716 0.9844 0.052 Uiso calc R 1 1 . .
    N N42 0.52559(7) 0.28252(19) 1.02262(10) 0.0438(3) Uani d . 1 1 . .
    N N45 0.60835(9) 0.3418(3) 0.93820(15) 0.0655(5) Uani d . 1 1 . .
    O O5 0.43033(8) 0.0961(2) 0.79736(10) 0.0717(5) Uani d . 1 1 . .
    O O6 0.60084(8) 0.4175(2) 1.15676(11) 0.0686(4) Uani d . 1 1 . .
    S S1 0.34869(3) 0.15723(7) 1.04845(4) 0.06153(19) Uani d . 1 1 . .
    S S2 0.24630(2) -0.05000(7) 0.89574(4) 0.06069(18) Uani d . 1 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
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
    C1 N2 . 1.276(2) ?
    C1 S2 . 1.7519(17) ?
    C1 S1 . 1.7592(18) ?
    C01 S1 . 1.792(2) ?
    C01 H01A . 0.9600 ?
    C01 H01B . 0.9600 ?
    C01 H01C . 0.9600 ?
    C02 S2 . 1.783(2) ?
    C02 H02A . 0.9600 ?
    C02 H02B . 0.9600 ?
    C02 H02C . 0.9600 ?
    C4 O5 . 1.214(2) ?
    C4 N3 . 1.342(2) ?
    C4 C41 . 1.499(2) ?
    C11 O6 . 1.425(3) ?
    C11 H11A . 0.9600 ?
    C11 H11B . 0.9600 ?
    C11 H11C . 0.9600 ?
    C41 N42 . 1.346(2) ?
    C41 C46 . 1.372(3) ?
    C43 N42 . 1.313(2) ?
    C43 O6 . 1.339(3) ?
    C43 C44 . 1.395(3) ?
    C44 N45 . 1.308(3) ?
    C44 H44 . 0.9300 ?
    C46 N45 . 1.345(3) ?
    C46 H46 . 0.9300 ?
    N2 N3 . 1.3839(19) ?
    N3 H3 . 0.8600 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    N2 C1 S2 . . 119.89(13) ?
    N2 C1 S1 . . 123.41(13) ?
    S2 C1 S1 . . 116.61(10) ?
    S1 C01 H01A . . 109.5 ?
    S1 C01 H01B . . 109.5 ?
    H01A C01 H01B . . 109.5 ?
    S1 C01 H01C . . 109.5 ?
    H01A C01 H01C . . 109.5 ?
    H01B C01 H01C . . 109.5 ?
    S2 C02 H02A . . 109.5 ?
    S2 C02 H02B . . 109.5 ?
    H02A C02 H02B . . 109.5 ?
    S2 C02 H02C . . 109.5 ?
    H02A C02 H02C . . 109.5 ?
    H02B C02 H02C . . 109.5 ?
    O5 C4 N3 . . 124.78(17) ?
    O5 C4 C41 . . 122.21(16) ?
    N3 C4 C41 . . 112.99(15) ?
    O6 C11 H11A . . 109.5 ?
    O6 C11 H11B . . 109.5 ?
    H11A C11 H11B . . 109.5 ?
    O6 C11 H11C . . 109.5 ?
    H11A C11 H11C . . 109.5 ?
    H11B C11 H11C . . 109.5 ?
    N42 C41 C46 . . 122.19(17) ?
    N42 C41 C4 . . 117.81(15) ?
    C46 C41 C4 . . 120.00(17) ?
    N42 C43 O6 . . 121.31(18) ?
    N42 C43 C44 . . 121.85(19) ?
    O6 C43 C44 . . 116.84(18) ?
    N45 C44 C43 . . 122.32(19) ?
    N45 C44 H44 . . 118.8 ?
    C43 C44 H44 . . 118.8 ?
    N45 C46 C41 . . 121.27(19) ?
    N45 C46 H46 . . 119.4 ?
    C41 C46 H46 . . 119.4 ?
    C1 N2 N3 . . 115.85(14) ?
    C4 N3 N2 . . 120.27(14) ?
    C4 N3 H3 . . 119.9 ?
    N2 N3 H3 . . 119.9 ?
    C43 N42 C41 . . 115.91(16) ?
    C44 N45 C46 . . 116.32(18) ?
    C43 O6 C11 . . 117.95(16) ?
    C1 S1 C01 . . 104.67(10) ?
    C1 S2 C02 . . 101.68(10) ?
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O5 C4 C41 N42 . . . . 178.34(18) ?
    N3 C4 C41 N42 . . . . 0.0(2) ?
    O5 C4 C41 C46 . . . . -1.3(3) ?
    N3 C4 C41 C46 . . . . -179.71(16) ?
    N42 C43 C44 N45 . . . . -3.1(3) ?
    O6 C43 C44 N45 . . . . 177.2(2) ?
    N42 C41 C46 N45 . . . . -4.1(3) ?
    C4 C41 C46 N45 . . . . 175.60(17) ?
    S2 C1 N2 N3 . . . . -179.29(11) ?
    S1 C1 N2 N3 . . . . 4.4(2) ?
    O5 C4 N3 N2 . . . . 3.1(3) ?
    C41 C4 N3 N2 . . . . -178.58(14) ?
    C1 N2 N3 C4 . . . . -177.06(16) ?
    O6 C43 N42 C41 . . . . -178.65(16) ?
    C44 C43 N42 C41 . . . . 1.7(3) ?
    C46 C41 N42 C43 . . . . 1.8(3) ?
    C4 C41 N42 C43 . . . . -177.90(15) ?
    C43 C44 N45 C46 . . . . 0.9(3) ?
    C41 C46 N45 C44 . . . . 2.6(3) ?
    N42 C43 O6 C11 . . . . 5.2(3) ?
    C44 C43 O6 C11 . . . . -175.1(2) ?
    N2 C1 S1 C01 . . . . -156.84(16) ?
    S2 C1 S1 C01 . . . . 26.73(14) ?
    N2 C1 S2 C02 . . . . 4.43(17) ?
    S1 C1 S2 C02 . . . . -179.00(11) ?
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
    C46 H46 O5 2_656 0.93 2.53 3.385(3) 153
data_G1
_audit_creation_method     SHELXL97
_chemical_name_systematic
;
methyl 1-methyl-2-(pyrazin-2-ylcarbonyl)hydrazinecarbodithioate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C8 H10 N4 O S2'
_chemical_formula_sum     'C8 H10 N4 O S2'
_chemical_formula_iupac     'C8 H10 N4 O S2'
_chemical_formula_weight     242.32
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21'
_symmetry_space_group_name_Hall     'P 2yb'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z'
_cell_length_a     4.0900(4)
_cell_length_b     6.4482(6)
_cell_length_c     20.7828(19)
_cell_angle_alpha     90.00
_cell_angle_beta     91.151(2)
_cell_angle_gamma     90.00
_cell_volume     548.00(9)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     8014
_cell_measurement_theta_min     2.94
_cell_measurement_theta_max     30.41
_cell_measurement_temperature     290
_exptl_crystal_description     prism
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.35
_exptl_crystal_size_mid     0.2
_exptl_crystal_size_min     0.1
_exptl_crystal_density_diffrn     1.469
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     252
_exptl_absorpt_coefficient_mu     0.465
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_correction_T_min     0.716
_exptl_absorpt_correction_T_max     1
_exptl_special_details
;
;
_diffrn_ambient_temperature     290
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     12608
_diffrn_reflns_av_R_equivalents     0.0234
_diffrn_reflns_av_sigmaI/netI     0.0177
_diffrn_reflns_theta_min     1.96
_diffrn_reflns_theta_max     28.28
_diffrn_reflns_theta_full     28.28
_diffrn_measured_fraction_theta_max     0.989
_diffrn_measured_fraction_theta_full     0.989
_diffrn_reflns_limit_h_min     -5
_diffrn_reflns_limit_h_max     5
_diffrn_reflns_limit_k_min     -8
_diffrn_reflns_limit_k_max     8
_diffrn_reflns_limit_l_min     -26
_diffrn_reflns_limit_l_max     27
_refine_special_details
;
Refinement of F² against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F², conventional
R-factors R are based on F, with F set to zero for
negative F². The threshold expression of F² >
σ(F²) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F² are statistically about twice as large
as those based on F, and R-factors based on ALL data will be
even larger.
;
_reflns_number_total     2642
_reflns_number_gt     2523
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0482
_refine_ls_R_factor_gt     0.0460
_refine_ls_wR_factor_gt     0.1215
_refine_ls_wR_factor_ref     0.1232
_refine_ls_goodness_of_fit_ref     1.104
_refine_ls_restrained_S_all     1.104
_refine_ls_number_reflns     2642
_refine_ls_number_parameters     138
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0713P)²+0.2203P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.680
_refine_diff_density_min     -0.210
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details
                             'Flack (1983), with how many Friedel pairs?'
_refine_ls_abs_structure_Flack     0.18(11)
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'
    'S' 'S' 0.1246 0.1234
                         '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'
_computing_data_collection     'APEX2 (Bruker, 2002)'
_computing_cell_refinement     'SAINT-Plus (Bruker, 2003)'
_computing_data_reduction     'SAINT-Plus (Bruker, 2003)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics
;
PLATON (Spek, 2009) and Mercury (Macrae et al., 2008)
;
_computing_publication_material     'PLATON (Spek, 2009)'
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
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C1 1.0937(7) 0.8741(5) 0.85674(13) 0.0386(6) Uani d . 1 1 . .
    C C01 1.4285(9) 0.5824(6) 0.93116(16) 0.0562(9) Uani d . 1 1 . .
    H H01A 1.2695 0.6055 0.9638 0.067 Uiso calc R 1 1 . .
    H H01B 1.6046 0.6797 0.9366 0.067 Uiso calc R 1 1 . .
    H H01C 1.5123 0.4438 0.9349 0.067 Uiso calc R 1 1 . .
    C C4 0.9719(7) 0.8113(5) 0.69513(14) 0.0388(6) Uani d . 1 1 . .
    C C10 0.7799(9) 1.1372(6) 0.79370(16) 0.0524(7) Uani d . 1 1 . .
    H H10A 0.9419 1.2346 0.7801 0.063 Uiso calc R 1 1 . .
    H H10B 0.6903 1.1826 0.8337 0.063 Uiso calc R 1 1 . .
    H H10C 0.6084 1.1282 0.7616 0.063 Uiso calc R 1 1 . .
    C C41 0.8459(7) 0.6519(4) 0.64844(12) 0.0362(5) Uani d . 1 1 . .
    C C43 0.5792(9) 0.3512(5) 0.62875(18) 0.0534(8) Uani d . 1 1 . .
    H H43 0.4588 0.2380 0.6427 0.064 Uiso calc R 1 1 . .
    C C44 0.6554(10) 0.3659(6) 0.56436(18) 0.0576(8) Uani d . 1 1 . .
    H H44 0.5901 0.2599 0.5366 0.069 Uiso calc R 1 1 . .
    C C46 0.9132(9) 0.6699(5) 0.58369(14) 0.0488(7) Uani d . 1 1 . .
    H H46 1.0275 0.7854 0.5696 0.059 Uiso calc R 1 1 . .
    N N2 0.9302(7) 0.9338(4) 0.80247(11) 0.0419(5) Uani d . 1 1 . .
    N N3 0.8641(6) 0.7856(4) 0.75509(11) 0.0402(5) Uani d . 1 1 . .
    H H3 0.7532 0.6767 0.7644 0.048 Uiso calc R 1 1 . .
    N N42 0.6733(7) 0.4945(4) 0.67133(12) 0.0451(6) Uani d . 1 1 . .
    N N45 0.8187(9) 0.5261(6) 0.54075(13) 0.0591(7) Uani d . 1 1 . .
    O O5 1.1584(6) 0.9485(4) 0.67904(12) 0.0572(6) Uani d . 1 1 . .
    S S1 1.23971(17) 0.61678(12) 0.85307(3) 0.04268(18) Uani d . 1 1 . .
    S S2 1.1449(2) 1.03003(14) 0.91904(4) 0.0560(2) Uani d . 1 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
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
    C1 N2 . 1.355(4) ?
    C1 S2 . 1.649(3) ?
    C1 S1 . 1.765(3) ?
    C01 S1 . 1.797(3) ?
    C01 H01A . 0.9600 ?
    C01 H01B . 0.9600 ?
    C01 H01C . 0.9600 ?
    C4 O5 . 1.219(4) ?
    C4 N3 . 1.341(4) ?
    C4 C41 . 1.497(4) ?
    C10 N2 . 1.458(4) ?
    C10 H10A . 0.9600 ?
    C10 H10B . 0.9600 ?
    C10 H10C . 0.9600 ?
    C41 N42 . 1.330(4) ?
    C41 C46 . 1.384(4) ?
    C43 N42 . 1.331(4) ?
    C43 C44 . 1.383(5) ?
    C43 H43 . 0.9300 ?
    C44 N45 . 1.329(5) ?
    C44 H44 . 0.9300 ?
    C46 N45 . 1.338(4) ?
    C46 H46 . 0.9300 ?
    N2 N3 . 1.395(3) ?
    N3 H3 . 0.8600 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    N2 C1 S2 . . 122.2(2) ?
    N2 C1 S1 . . 113.1(2) ?
    S2 C1 S1 . . 124.69(18) ?
    S1 C01 H01A . . 109.5 ?
    S1 C01 H01B . . 109.5 ?
    H01A C01 H01B . . 109.5 ?
    S1 C01 H01C . . 109.5 ?
    H01A C01 H01C . . 109.5 ?
    H01B C01 H01C . . 109.5 ?
    O5 C4 N3 . . 124.3(3) ?
    O5 C4 C41 . . 121.9(3) ?
    N3 C4 C41 . . 113.7(2) ?
    N2 C10 H10A . . 109.5 ?
    N2 C10 H10B . . 109.5 ?
    H10A C10 H10B . . 109.5 ?
    N2 C10 H10C . . 109.5 ?
    H10A C10 H10C . . 109.5 ?
    H10B C10 H10C . . 109.5 ?
    N42 C41 C46 . . 121.9(3) ?
    N42 C41 C4 . . 118.0(2) ?
    C46 C41 C4 . . 120.0(3) ?
    N42 C43 C44 . . 121.9(3) ?
    N42 C43 H43 . . 119.1 ?
    C44 C43 H43 . . 119.1 ?
    N45 C44 C43 . . 122.3(3) ?
    N45 C44 H44 . . 118.8 ?
    C43 C44 H44 . . 118.8 ?
    N45 C46 C41 . . 122.0(3) ?
    N45 C46 H46 . . 119.0 ?
    C41 C46 H46 . . 119.0 ?
    C1 N2 N3 . . 118.6(3) ?
    C1 N2 C10 . . 124.0(3) ?
    N3 N2 C10 . . 116.9(2) ?
    C4 N3 N2 . . 120.6(2) ?
    C4 N3 H3 . . 119.7 ?
    N2 N3 H3 . . 119.7 ?
    C41 N42 C43 . . 116.1(3) ?
    C44 N45 C46 . . 115.6(3) ?
    C1 S1 C01 . . 102.50(16) ?
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O5 C4 C41 N42 . . . . 172.6(3) ?
    N3 C4 C41 N42 . . . . -6.5(4) ?
    O5 C4 C41 C46 . . . . -6.7(5) ?
    N3 C4 C41 C46 . . . . 174.2(3) ?
    N42 C43 C44 N45 . . . . -1.9(6) ?
    N42 C41 C46 N45 . . . . -2.5(5) ?
    C4 C41 C46 N45 . . . . 176.8(3) ?
    S2 C1 N2 N3 . . . . -172.5(2) ?
    S1 C1 N2 N3 . . . . 7.3(3) ?
    S2 C1 N2 C10 . . . . -1.0(4) ?
    S1 C1 N2 C10 . . . . 178.8(2) ?
    O5 C4 N3 N2 . . . . 8.0(5) ?
    C41 C4 N3 N2 . . . . -172.9(3) ?
    C1 N2 N3 C4 . . . . -121.9(3) ?
    C10 N2 N3 C4 . . . . 66.0(4) ?
    C46 C41 N42 C43 . . . . 2.4(5) ?
    C4 C41 N42 C43 . . . . -176.9(3) ?
    C44 C43 N42 C41 . . . . -0.3(5) ?
    C43 C44 N45 C46 . . . . 1.9(6) ?
    C41 C46 N45 C44 . . . . 0.2(6) ?
    N2 C1 S1 C01 . . . . -178.2(2) ?
    S2 C1 S1 C01 . . . . 1.6(2) ?
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
    N3 H3 S1 1_455 0.86 2.85 3.473(3) 131
    C43 H43 O5 1_445 0.93 2.37 3.297(4) 179
data_global
_journal_date_recd_electronic     2011-03-25
_journal_date_accepted     2011-06-06
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2011
_journal_volume     67
_journal_issue      7
_journal_page_first     o235
_journal_page_last     o240
_journal_paper_category     FO
_journal_coeditor_code     GD3386
_publ_contact_author_name     "Główka, Marek L."
_publ_contact_author_address
;
Institute of General and Ecological Chemistry
University of Łódź
Poland
;
_publ_contact_author_email     marekglo@p.lodz.pl
_publ_contact_author_fax     ?
_publ_contact_author_phone     ?
_publ_section_title
;
Planarity of heteroaryldithiocarbazic acid derivatives showing tuberculostatic
activity. III. Mono- and diesters of 3-(pyrazin-2-ylcarbonyl)dithiocarbazic
acid
;
loop_
    _publ_author_name
    _publ_author_address
    'Szczesio, Małgorzata'
;
Institute of General and Ecological Chemistry
Technical University of Łódź
Poland
;
    'Olczak, Andrzej'
;
Institute of General and Ecological Chemistry
Technical University of Łódź
Poland
;
    'Gołka, Jolanta'
;
Institute of General and Ecological Chemistry
Technical University of Łódź
Poland
;
    'Gobis, Katarzyna'
;
Department of Organic Chemistry
Medical University of Gdańsk
Poland
;
    'Foks, Henryk'
;
Department of Organic Chemistry
Medical University of Gdańsk
Poland
;
    'Główka, Marek L.'
;
Institute of General and Ecological Chemistry
Technical University of Łódź
Poland
;
