# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1
#TrackingRef '2-ATHD_H3PO3_precislovany.cif'


_exptl_special_details           
;
The crystal was
placed in the cold stream of an Oxford
Cryosystems open-flow nitrogen cryostat (Cosier &
Glazer, 1986) with a nominal stability of 0.1K.

Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107.
;
_refine_special_details          
;
?
;
# End of 'script/refcif.dat'
#end of refcif
_cell_length_a                   6.2442(5)
_cell_length_b                   13.1523(12)
_cell_length_c                   8.5929(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.820(6)
_cell_angle_gamma                90
_cell_volume                     700.70(9)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/a '
_symmetry_space_group_name_Hall  '-P 2yab'
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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.2955 0.4335 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C5 N1 O2 S2
# Dc = 1.61 Fooo = 372.00 Mu = 63.77 M = 170.19
# Found Formula = C2 H5 N3 O3 P1 S1
# Dc = 1.73 FOOO = 372.00 Mu = 59.73 M = 182.12

_chemical_formula_sum            'C2 H5 N3 O3 P1 S1'
_chemical_formula_moiety         'C2 H4 N3 S, H O3 P'
_chemical_compound_source        ?
_chemical_formula_weight         182.12


_cell_measurement_reflns_used    3719
_cell_measurement_theta_min      3.3575
_cell_measurement_theta_max      62.9787
_cell_measurement_temperature    120(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.3920
_exptl_crystal_size_mid          0.2247
_exptl_crystal_size_min          0.1274

_exptl_crystal_density_diffrn    1.726
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             372
_exptl_absorpt_coefficient_mu    5.973

# Sheldrick geometric approximatio 1.00 1.00
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   'CrysAlis Pro (Oxford Diffraction, 2009)'
_exptl_absorpt_correction_T_min  0.784
_exptl_absorpt_correction_T_max  0.916
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_detector_area_resol_mean 10.3784
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       \w/2\q

# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'CrysAlis Pro (Oxford Diffraction, 2009)'
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction, 2009)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  
; CRYSTALS (Betteridge et al., 2003),
publCIF(MacMahon, 2008)
;
_computing_molecular_graphics    none

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      120(2)
_diffrn_reflns_number            5609
_reflns_number_total             1123
_diffrn_reflns_av_R_equivalents  0.061
# Number of reflections without Friedels Law is 2162
# Number of reflections with Friedels Law is 1123
# Theoretical number of reflections is about 1135


_diffrn_reflns_theta_min         5.184
_diffrn_reflns_theta_max         63.069
_diffrn_measured_fraction_theta_max 0.993

_diffrn_reflns_theta_full        61.808
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_reflns_limit_h_min              -7
_reflns_limit_h_max              7
_reflns_limit_k_min              0
_reflns_limit_k_max              15
_reflns_limit_l_min              0
_reflns_limit_l_max              9

_oxford_diffrn_Wilson_B_factor   2.27
_oxford_diffrn_Wilson_scale      0.07

_atom_sites_solution_primary     geom #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   direct

_refine_diff_density_min         -0.63
_refine_diff_density_max         1.11


# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold


# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         962
_refine_ls_number_restraints     0
_refine_ls_number_parameters     91
_oxford_refine_ls_R_factor_ref   0.0769
_refine_ls_wR_factor_ref         0.0662
_refine_ls_goodness_of_fit_ref   1.1054
_refine_ls_shift/su_max          0.0001533
_refine_ls_shift/su_mean         0.0431998


# The values computed from all data
_oxford_reflns_number_all        1118
_refine_ls_R_factor_all          0.0834
_refine_ls_wR_factor_all         0.0679

# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0\s(I)
_reflns_number_gt                962
_refine_ls_R_factor_gt           0.0769
_refine_ls_wR_factor_gt          0.0662

# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
24.3 24.3 22.8 10.0
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
S1 S 0.87635(15) 0.38115(7) 0.58815(11) 0.0319 1.0000 Uani . . . . . . .
C2 C 0.7095(6) 0.3759(3) 0.4116(4) 0.0289 1.0000 Uani . . . . . . .
N3 N 0.5053(5) 0.3745(2) 0.4388(4) 0.0312 1.0000 Uani . . . . . . .
N4 N 0.4651(5) 0.3771(3) 0.5935(4) 0.0332 1.0000 Uani . . . . . . .
C5 C 0.6437(6) 0.3808(3) 0.6823(4) 0.0311 1.0000 Uani . . . . . . .
N6 N 0.7732(5) 0.3742(3) 0.2724(4) 0.0334 1.0000 Uani . . . . . . .
P1 P 0.73553(15) 0.11180(7) 0.03549(11) 0.0272 1.0000 Uani . . . . . . .
O2 O 0.6910(5) 0.1079(2) 0.2038(3) 0.0354 1.0000 Uani . . . . . . .
O1 O 0.9545(4) 0.1545(2) 0.0150(3) 0.0340 1.0000 Uani . . . . . . .
O3 O 0.5479(4) 0.1665(2) -0.0692(3) 0.0339 1.0000 Uani . . . . . . .
H5 H 0.6498 0.3811 0.7912 0.0430 1.0000 Uiso R . . . . . .
H6A H 0.9089 0.3789 0.2622 0.0430 1.0000 Uiso R . . . . . .
H3 H 0.4020 0.3698 0.3628 0.0413 1.0000 Uiso R . . . . . .
H6B H 0.6796 0.3779 0.1904 0.0431 1.0000 Uiso R . . . . . .
H1 H 0.7240 0.0295 0.0093 0.0500 1.0000 Uiso R . . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0247(6) 0.0495(6) 0.0215(6) -0.0006(4) 0.0020(4) -0.0011(4)
C2 0.024(2) 0.042(2) 0.0209(18) -0.0015(17) 0.0016(15) -0.0003(15)
N3 0.0233(17) 0.0455(19) 0.0251(17) 0.0050(14) 0.0036(14) -0.0035(13)
N4 0.0301(18) 0.048(2) 0.0234(16) 0.0000(14) 0.0096(14) -0.0012(15)
C5 0.028(2) 0.045(2) 0.0221(19) -0.0009(16) 0.0074(16) -0.0021(16)
N6 0.0268(18) 0.051(2) 0.0220(17) 0.0009(15) 0.0021(13) -0.0025(14)
P1 0.0211(6) 0.0387(6) 0.0222(6) -0.0014(4) 0.0039(4) 0.0000(4)
O2 0.0232(14) 0.0571(16) 0.0265(15) 0.0033(11) 0.0050(12) -0.0013(12)
O1 0.0224(15) 0.0522(17) 0.0278(14) 0.0016(12) 0.0045(11) -0.0016(12)
O3 0.0248(15) 0.0488(17) 0.0274(16) -0.0004(11) -0.0004(11) 0.0006(12)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          3.75(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . C2 . 1.736(4) yes
S1 . C5 . 1.745(4) yes
C2 . N3 . 1.323(5) yes
C2 . N6 . 1.306(5) yes
N3 . N4 . 1.382(4) yes
N3 . H3 . 0.865 no
N4 . C5 . 1.275(6) yes
C5 . H5 . 0.932 no
N6 . H6A . 0.864 no
N6 . H6B . 0.862 no
P1 . O2 . 1.505(3) yes
P1 . O1 . 1.508(3) yes
P1 . O3 . 1.565(3) yes
P1 . H1 . 1.106 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . S1 . C5 . 87.64(18) yes
S1 . C2 . N3 . 109.7(3) yes
S1 . C2 . N6 . 125.8(3) yes
N3 . C2 . N6 . 124.5(3) yes
C2 . N3 . N4 . 117.3(3) yes
C2 . N3 . H3 . 121.1 no
N4 . N3 . H3 . 121.6 no
N3 . N4 . C5 . 109.3(3) yes
S1 . C5 . N4 . 116.1(3) yes
S1 . C5 . H5 . 121.9 no
N4 . C5 . H5 . 122.0 no
C2 . N6 . H6A . 120.0 no
C2 . N6 . H6B . 119.8 no
H6A . N6 . H6B . 119.5 no
O2 . P1 . O1 . 113.48(16) yes
O2 . P1 . O3 . 110.88(17) yes
O1 . P1 . O3 . 112.92(16) yes
O2 . P1 . H1 . 98.5 no
O1 . P1 . H1 . 112.2 no
O3 . P1 . H1 . 107.9 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C5 . H5 . O1 3_456 146 0.93 2.44 3.253(5) yes
N6 . H6A . O2 3_555 170 0.86 1.90 2.752(5) yes
N3 . H3 . O2 3_455 167 0.86 1.81 2.654(5) yes
N6 . H6B . O1 3_455 164 0.86 1.98 2.819(5) yes
_database_code_depnum_ccdc_archive 'CCDC 910444'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2_adth_h2so4
#TrackingRef '2_adth_h2so4_precislovany.cif'



_symmetry_space_group_name_hall  'P 2ac 2ab'
#Added by publCIF



_audit_update_record             
;
2010-03-29 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
'2-amino-1,3,4-thiadiazolium(1+) hydrogen sulphate'
_chemical_melting_point          385
_chemical_formula_moiety         'C2 H4 N3 S, H O4 S'
_chemical_formula_sum            'C2 H5 N3 O4 S2'
_chemical_formula_weight         199.21

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P212121


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'

_cell_length_a                   5.20000(7)
_cell_length_b                   10.22430(15)
_cell_length_c                   13.06242(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     694.480(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    7849
_cell_measurement_theta_min      3.3806
_cell_measurement_theta_max      62.3863

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.905
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             408
_exptl_absorpt_coefficient_mu    6.830
_exptl_absorpt_correction_T_min  0.135
_exptl_absorpt_correction_T_max  0.527
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       
; Rotation method data acquisition using \w
scans
;
_diffrn_detector_area_resol_mean 10.3784
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8266
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_sigmaI/netI    0.0222
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         5.49
_diffrn_reflns_theta_max         62.47
_reflns_number_total             1094
_reflns_number_gt                1094
_reflns_threshold_expression     >2sigma(I)

_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    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'publCIF (MacMahon, 2008)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
All hydrogen atoms were found from maps of electron densities and left
unrestrained. Only the distance between O4 and H7 was fixed on 0.82 \%A.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0221P)^2^+1.1901P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0155(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_number_reflns         1094
_refine_ls_number_parameters     121
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0202
_refine_ls_R_factor_gt           0.0202
_refine_ls_wR_factor_ref         0.0503
_refine_ls_wR_factor_gt          0.0503
_refine_ls_goodness_of_fit_ref   0.879
_refine_ls_restrained_S_all      0.879
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
H6A H 0.196(7) 0.469(3) 0.637(2) 0.028(9) Uiso 1 1 d . . .
H5 H 0.623(6) 0.918(3) 0.630(2) 0.014(7) Uiso 1 1 d . . .
H6B H 0.046(7) 0.551(3) 0.701(2) 0.022(8) Uiso 1 1 d . . .
H3 H 0.590(6) 0.564(3) 0.563(2) 0.017(8) Uiso 1 1 d . . .
H7 H -0.169(8) 0.170(4) 0.546(2) 0.059(13) Uiso 1 1 d D . .
S2 S 0.18858(11) 0.14205(6) 0.59836(4) 0.00792(18) Uani 1 1 d . . .
S1 S 0.28474(11) 0.79516(5) 0.69021(4) 0.01173(18) Uani 1 1 d . . .
O2 O 0.2868(4) 0.06473(15) 0.51394(12) 0.0131(4) Uani 1 1 d . . .
O3 O 0.2590(3) 0.27937(15) 0.58632(12) 0.0120(4) Uani 1 1 d . . .
O1 O 0.2510(3) 0.09093(15) 0.69844(11) 0.0124(4) Uani 1 1 d . . .
N3 N 0.5399(4) 0.6301(2) 0.59067(15) 0.0100(4) Uani 1 1 d . . .
N4 N 0.6814(4) 0.74290(19) 0.58064(14) 0.0128(5) Uani 1 1 d . . .
O4 O -0.1118(3) 0.13386(18) 0.59524(13) 0.0142(4) Uani 1 1 d D . .
C2 C 0.3275(5) 0.6369(2) 0.64626(16) 0.0096(5) Uani 1 1 d . . .
N6 N 0.1706(5) 0.5397(2) 0.66549(16) 0.0138(5) Uani 1 1 d . . .
C5 C 0.5692(5) 0.8355(3) 0.62881(18) 0.0126(5) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S2 0.0081(3) 0.0081(3) 0.0075(3) -0.0001(2) -0.0002(2) -0.0006(2)
S1 0.0115(3) 0.0091(3) 0.0146(3) -0.0027(2) 0.0025(2) 0.0007(3)
O2 0.0138(9) 0.0136(8) 0.0120(8) -0.0035(6) -0.0004(7) -0.0011(8)
O3 0.0149(9) 0.0097(8) 0.0116(8) 0.0004(6) 0.0005(7) -0.0013(8)
O1 0.0120(9) 0.0159(8) 0.0094(8) 0.0005(6) -0.0020(7) -0.0006(7)
N3 0.0110(10) 0.0094(11) 0.0095(10) -0.0019(9) 0.0008(8) 0.0025(9)
N4 0.0115(11) 0.0139(10) 0.0129(9) 0.0023(8) -0.0003(9) 0.0003(9)
O4 0.0109(9) 0.0191(10) 0.0126(9) 0.0060(8) -0.0005(7) -0.0005(7)
C2 0.0103(12) 0.0126(12) 0.0059(10) 0.0001(9) -0.0027(9) 0.0016(12)
N6 0.0146(12) 0.0124(12) 0.0146(10) -0.0041(9) 0.0039(10) -0.0004(10)
C5 0.0111(13) 0.0116(14) 0.0150(12) 0.0029(10) -0.0028(10) -0.0002(10)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S2 O1 1.4448(16) . ?
S2 O2 1.4499(17) . ?
S2 O3 1.4594(17) . ?
S2 O4 1.5649(17) . ?
S1 C2 1.731(2) . ?
S1 C5 1.732(3) . ?
N3 C2 1.323(3) . ?
N3 N4 1.374(3) . ?
N3 H3 0.81(3) . ?
N4 C5 1.278(3) . ?
O4 H7 0.803(19) . ?
C2 N6 1.310(3) . ?
N6 H6A 0.82(4) . ?
N6 H6B 0.81(3) . ?
C5 H5 0.89(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S2 O2 114.32(10) . . ?
O1 S2 O3 112.91(9) . . ?
O2 S2 O3 110.75(9) . . ?
O1 S2 O4 103.19(10) . . ?
O2 S2 O4 107.62(10) . . ?
O3 S2 O4 107.40(10) . . ?
C2 S1 C5 87.65(12) . . ?
C2 N3 N4 117.0(2) . . ?
C2 N3 H3 124(2) . . ?
N4 N3 H3 119(2) . . ?
C5 N4 N3 109.3(2) . . ?
S2 O4 H7 111(3) . . ?
N6 C2 N3 125.8(2) . . ?
N6 C2 S1 124.4(2) . . ?
N3 C2 S1 109.80(18) . . ?
C2 N6 H6A 119(2) . . ?
C2 N6 H6B 120(2) . . ?
H6A N6 H6B 121(3) . . ?
N4 C5 S1 116.2(2) . . ?
N4 C5 H5 124.8(19) . . ?
S1 C5 H5 118.9(18) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        62.47
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.065


# publcif 2_adth_h2so4 _publcif_jmolscript.group loop start
loop_
_publcif_jmolscript.group
_publcif_jmolscript.id
_publcif_jmolscript.model
_publcif_jmolscript.model_type
_publcif_jmolscript.type
_publcif_jmolscript.type_group
_publcif_jmolscript.caption
_publcif_jmolscript.script

? ? ? ? ? ? ? ?
_database_code_depnum_ccdc_archive 'CCDC 910445'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2_adth_h3po4_2_jeste
#TrackingRef '2_adth_h3po4_2_precislovany.cif'



_symmetry_space_group_name_hall  'C -2yc'
#Added by publCIF



_audit_update_record             
;
2010-05-12 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
'2-amino-1,3,4-thiadiazolium(1+) dihydrogen phosphate'
_chemical_melting_point          415
_chemical_formula_moiety         'C2 H4 N3 S, H2 O4 P'
_chemical_formula_sum            'C2 H6 N3 O4 P S'
_chemical_formula_weight         199.13

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'
P P 0.2955 0.4335 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Cc

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'

_cell_length_a                   4.41190(10)
_cell_length_b                   21.9024(5)
_cell_length_c                   7.5190(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.531(2)
_cell_angle_gamma                90.00
_cell_volume                     724.30(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2453
_cell_measurement_theta_min      4.0334
_cell_measurement_theta_max      62.3342

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4357
_exptl_crystal_size_mid          0.3533
_exptl_crystal_size_min          0.0812
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.826
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             408
_exptl_absorpt_coefficient_mu    5.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.31817
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       
;
Rotation method data acquisition using \w scans
;
_diffrn_detector_area_resol_mean 10.3784
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2156
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_sigmaI/netI    0.0373
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         4.04
_diffrn_reflns_theta_max         62.42
_reflns_number_total             874
_reflns_number_gt                872
_reflns_threshold_expression     >2sigma(I)

_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    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'publCIF (MacMahon, 2008)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based on F,
with F set to zero for negative F^2^. The threshold expression of F^2^ >
2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not
relevant to the choice of reflections for refinement. R-factors based on F^2^
are statistically about twice as large as those based on F, and R- factors
based on ALL data will be even larger. All hydrogen atoms were found from
difference Fourier maps, but those attached to carbon atoms were repositioned
geometrically. The distance between H8 and O1 and H7 and O2 were fixed to
0.98\%A with\s 0.02. The angle P-O-H was fixed with distance between P and H
2.30\%A with\s 0.05. The bond length between hydrogen atoms and nitrogen
atoms were set to 0.87 \%A with \s 0.02. The isotropic temperature parameters
of hydrogen atoms were calculated as 1.2*<i>U</i>~eq~ of the parent atom. The
position of hydrogen atoms of NH~2~ group were refined in the initial stage
but at the end their positions were fixed to ride with nitrogen atom.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0618P)^2^+0.7109P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0253(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(3)
_refine_ls_number_reflns         874
_refine_ls_number_parameters     102
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0840
_refine_ls_wR_factor_gt          0.0839
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.7178(9) 0.86922(17) 0.5264(6) 0.0131(8) Uani 1 1 d . . .
C5 C 0.6386(11) 0.76152(18) 0.4775(6) 0.0188(10) Uani 1 1 d . . .
H5 H 0.5926 0.7201 0.4822 0.023 Uiso 1 1 calc R . .
N4 N 0.7663(9) 0.78460(15) 0.3481(5) 0.0186(8) Uani 1 1 d . . .
N3 N 0.8127(8) 0.84619(15) 0.3754(5) 0.0138(8) Uani 1 1 d D . .
H3 H 0.8969 0.8678 0.2943 0.017 Uiso 1 1 d RD . .
N6 N 0.7457(8) 0.92634(15) 0.5766(4) 0.0134(8) Uani 1 1 d D . .
H6A H 0.8628 0.9518 0.5286 0.016 Uiso 1 1 d RD . .
H6B H 0.6845 0.9350 0.6839 0.016 Uiso 1 1 d RD . .
O1 O 0.4873(6) 0.90567(13) 0.9193(4) 0.0116(6) Uani 1 1 d D . .
H7 H 0.6923 0.8971 0.9704 0.014 Uiso 1 1 d RD . .
O2 O 0.4166(6) 0.95645(12) 1.2046(3) 0.0124(7) Uani 1 1 d D . .
H8 H 0.3021 0.9834 1.2813 0.015 Uiso 1 1 d RD . .
O3 O 0.0043(6) 0.88771(12) 1.0673(4) 0.0119(7) Uani 1 1 d . . .
O4 O 0.0981(6) 0.98796(12) 0.9192(4) 0.0129(7) Uani 1 1 d . . .
S1 S 0.5542(2) 0.81197(4) 0.64635(13) 0.0148(3) Uani 1 1 d . . .
P1 P 0.23941(18) 0.93544(4) 1.02567(13) 0.0081(3) Uani 1 1 d D . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C2 0.011(2) 0.0125(19) 0.0157(19) 0.0031(17) -0.0008(15) -0.0029(16)
C5 0.030(3) 0.011(2) 0.015(2) -0.0028(17) 0.0026(18) 0.0002(18)
N4 0.030(2) 0.0062(16) 0.020(2) -0.0024(15) 0.0050(15) 0.0002(15)
N3 0.020(2) 0.0074(16) 0.0141(18) 0.0002(13) 0.0045(14) 0.0006(13)
N6 0.0160(19) 0.0108(16) 0.0139(19) -0.0018(12) 0.0056(15) -0.0061(13)
O1 0.0071(14) 0.0144(15) 0.0131(14) -0.0023(11) -0.0007(11) 0.0002(10)
O2 0.0114(15) 0.0152(13) 0.0106(15) -0.0024(11) 0.0014(12) 0.0002(12)
O3 0.0093(16) 0.0138(14) 0.0128(14) 0.0043(11) 0.0022(11) -0.0008(10)
O4 0.0117(15) 0.0140(15) 0.0131(14) 0.0041(12) 0.0023(12) 0.0023(12)
S1 0.0223(6) 0.0103(5) 0.0126(5) 0.0005(4) 0.0060(4) -0.0032(4)
P1 0.0070(6) 0.0089(5) 0.0086(5) 0.0004(4) 0.0020(3) -0.0001(4)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 N6 1.310(5) . ?
C2 N3 1.340(6) . ?
C2 S1 1.735(4) . ?
C5 N4 1.267(6) . ?
C5 S1 1.745(4) . ?
C5 H5 0.9300 . ?
N4 N3 1.377(5) . ?
N3 H3 0.8768 . ?
N6 H6A 0.8586 . ?
N6 H6B 0.8913 . ?
O1 P1 1.549(3) . ?
O1 H7 0.9723 . ?
O2 P1 1.571(3) . ?
O2 H8 0.9916 . ?
O3 P1 1.522(3) . ?
O4 P1 1.508(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N6 C2 N3 125.1(4) . . ?
N6 C2 S1 125.1(3) . . ?
N3 C2 S1 109.8(3) . . ?
N4 C5 S1 116.1(3) . . ?
N4 C5 H5 122.0 . . ?
S1 C5 H5 122.0 . . ?
C5 N4 N3 110.3(3) . . ?
C2 N3 N4 116.2(3) . . ?
C2 N3 H3 124.4 . . ?
N4 N3 H3 119.4 . . ?
C2 N6 H6A 123.0 . . ?
C2 N6 H6B 115.8 . . ?
H6A N6 H6B 118.6 . . ?
P1 O1 H7 123.3 . . ?
P1 O2 H8 115.5 . . ?
C2 S1 C5 87.6(2) . . ?
O4 P1 O3 111.91(15) . . ?
O4 P1 O1 109.02(16) . . ?
O3 P1 O1 109.73(16) . . ?
O4 P1 O2 112.85(16) . . ?
O3 P1 O2 109.02(15) . . ?
O1 P1 O2 103.99(15) . . ?

_diffrn_measured_fraction_theta_max 0.979
_diffrn_reflns_theta_full        62.42
_diffrn_measured_fraction_theta_full 0.979
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.083
_database_code_depnum_ccdc_archive 'CCDC 910446'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2_adth_hno3
#TrackingRef '2_adth_hno3_precislovany.cif'



_symmetry_space_group_name_hall  '-P 2ybc'
#Added by publCIF




_cell_special_details            ?
#Added by publCIF




_exptl_crystal_description       plate
#Added by publCIF



_audit_update_record             
;
2010-04-14 # Formatted by publCIF
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            '2-amino-1,3,4-thiadiazolium(1+) nitrate'
_chemical_melting_point          415
_chemical_formula_moiety         'C2 H4 N3 S, N O3'
_chemical_formula_sum            'C2 H4 N4 O3 S'
_chemical_formula_weight         164.15

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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                   6.6897(2)
_cell_length_b                   8.3773(2)
_cell_length_c                   10.9734(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.301(3)
_cell_angle_gamma                90.00
_cell_volume                     598.47(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3491
_cell_measurement_theta_min      4.1364
_cell_measurement_theta_max      62.3384

_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4699
_exptl_crystal_size_mid          0.3110
_exptl_crystal_size_min          0.1046
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.822
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             336
_exptl_absorpt_coefficient_mu    4.516
_exptl_absorpt_correction_T_min  0.14690
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysallisPro (Oxford Diffraction, 2010)'

_exptl_special_details           
;
<i>CrysAlis PRO</i>, Oxford Diffraction Ltd., Version 1.171.33.55 (release
05--01-2010 CrysAlis171. NET) (compiled Jan 5 2010,16:28:46) Empirical
absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK
scaling algorithm.
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       
;
Rotation method data acquisition using \w scans
;
_diffrn_detector_area_resol_mean 10.3784
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4238
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_sigmaI/netI    0.0153
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         6.72
_diffrn_reflns_theta_max         62.43
_reflns_number_total             935
_reflns_number_gt                841
_reflns_threshold_expression     >2sigma(I)

_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    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'publCIF (MacMahon, 2008)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
The hydrogen atoms could be localized from the difference Fourier map.
Despite of that,all hydrogen atoms, except H3 on N3, were constrained to ideal
positions.
The N---H distance between H3 and N3 was left unrestrained.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0752P)^2^+0.4177P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         935
_refine_ls_number_parameters     91
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1125
_refine_ls_wR_factor_gt          0.1077
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.2453(3) 0.6579(3) 0.0088(2) 0.0156(6) Uani 1 1 d . . .
C5 C 0.4544(4) 0.7009(3) 0.2143(2) 0.0185(6) Uani 1 1 d . . .
H5 H 0.5369 0.6942 0.2949 0.019 Uiso 1 1 calc . . .
S1 S 0.36974(8) 0.53298(7) 0.12728(5) 0.0172(3) Uani 1 1 d . . .
N3 N 0.2780(3) 0.8090(2) 0.04456(18) 0.0176(5) Uani 1 1 d . . .
H3 H 0.2309 0.8874 0.0000 0.026 Uiso 1 1 d . . .
N4 N 0.3971(3) 0.8371(2) 0.16171(19) 0.0199(5) Uani 1 1 d . . .
N6 N 0.1358(3) 0.6099(3) -0.10040(18) 0.0195(5) Uani 1 1 d . . .
H6A H 0.0784 0.6789 -0.1555 0.010 Uiso 1 1 calc . . .
H6B H 0.1216 0.5096 -0.1167 0.010 Uiso 1 1 calc . . .
N1 N 0.8476(3) 0.6759(2) 0.60550(17) 0.0176(5) Uani 1 1 d . . .
O1 O 0.7432(3) 0.7121(2) 0.50063(15) 0.0290(5) Uani 1 1 d . . .
O2 O 0.9185(3) 0.78448(19) 0.68345(15) 0.0215(5) Uani 1 1 d . . .
O3 O 0.8856(3) 0.5333(2) 0.63531(16) 0.0233(5) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C2 0.0159(12) 0.0166(12) 0.0136(12) 0.0035(10) 0.0021(10) -0.0006(9)
C5 0.0220(12) 0.0191(14) 0.0121(12) -0.0019(10) -0.0004(10) -0.0020(9)
S1 0.0232(4) 0.0136(5) 0.0114(4) 0.0006(2) -0.0027(3) 0.0010(2)
N3 0.0241(11) 0.0133(11) 0.0122(10) 0.0003(8) -0.0024(8) 0.0009(8)
N4 0.0243(11) 0.0207(12) 0.0117(10) -0.0029(9) -0.0025(8) -0.0008(9)
N6 0.0256(11) 0.0163(11) 0.0111(10) 0.0002(8) -0.0075(8) -0.0002(8)
N1 0.0205(11) 0.0183(12) 0.0116(10) -0.0007(9) -0.0010(8) -0.0027(8)
O1 0.0365(11) 0.0294(11) 0.0138(10) 0.0031(8) -0.0093(8) 0.0008(8)
O2 0.0316(10) 0.0132(9) 0.0157(9) -0.0023(7) -0.0030(7) 0.0001(7)
O3 0.0347(12) 0.0119(12) 0.0194(11) 0.0003(7) -0.0014(9) 0.0005(6)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 N6 1.316(3) . ?
C2 N3 1.329(3) . ?
C2 S1 1.726(2) . ?
C5 N4 1.296(3) . ?
C5 S1 1.721(2) . ?
C5 H5 0.9300 . ?
N3 N4 1.368(3) . ?
N3 H3 0.8356 . ?
N6 H6A 0.8600 . ?
N6 H6B 0.8600 . ?
N1 O1 1.239(3) . ?
N1 O3 1.250(3) . ?
N1 O2 1.264(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N6 C2 N3 125.4(2) . . ?
N6 C2 S1 124.88(19) . . ?
N3 C2 S1 109.71(17) . . ?
N4 C5 S1 116.53(18) . . ?
N4 C5 H5 121.7 . . ?
S1 C5 H5 121.7 . . ?
C5 S1 C2 87.85(11) . . ?
C2 N3 N4 117.51(19) . . ?
C2 N3 H3 124.2 . . ?
N4 N3 H3 118.3 . . ?
C5 N4 N3 108.40(19) . . ?
C2 N6 H6A 120.0 . . ?
C2 N6 H6B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
O1 N1 O3 121.0(2) . . ?
O1 N1 O2 119.8(2) . . ?
O3 N1 O2 119.27(19) . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        62.43
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.093
_database_code_depnum_ccdc_archive 'CCDC 910447'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2_athd_h2seo4
#TrackingRef '2_athd_h2seo4_precislovany.cif'



_symmetry_space_group_name_hall  'P -2yc'
#Added by publCIF



_audit_update_record             
;
2010-04-30 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
'Bis(2-amino-1,3,4-thiadiazolium(1+) selenate monohydrate'
_chemical_melting_point          378
_chemical_formula_moiety         '2 (C2 H4 N3 S), O4 Se, O'
_chemical_formula_sum            'C4 H8 N6 O5 S2 Se'
_chemical_formula_weight         363.24

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'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   Pc

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   5.53770(10)
_cell_length_b                   13.9715(2)
_cell_length_c                   7.67370(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.4720(10)
_cell_angle_gamma                90.00
_cell_volume                     592.624(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2918
_cell_measurement_theta_min      3.1621
_cell_measurement_theta_max      62.4561

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.5914
_exptl_crystal_size_mid          0.4404
_exptl_crystal_size_min          0.1349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.036
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             360
_exptl_absorpt_coefficient_mu    7.885
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.24152
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55
;
_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       
;
Rotation method data acquisition using \w scans
;
_diffrn_detector_area_resol_mean 10.3784
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2741
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_sigmaI/netI    0.0293
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.16
_diffrn_reflns_theta_max         62.47
_reflns_number_total             1274
_reflns_number_gt                1274
_reflns_threshold_expression     >2sigma(I)

_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    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'publCIF (MacMahon, 2008)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based on F,
with F set to zero for negative F^2^. The threshold expression of F^2^ >
2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not
relevant to the choice of reflections for refinement. R-factors based on F^2^
are statistically about twice as large as those based on F, and R- factors
based on ALL data will be even larger. All hydrogen atoms, except of H23 and
H3, were placed into calculated positions. H23 and H3 were found from the
difference Fourier map and the N---H distances were restrained to 0.87\%A with
\s 0.02. The isotropic temperature parameters of hydrogen atoms were
calculated as 1.2*<i>U</i>~eq~ of the parent atom. The hydrogen atoms of water
molecule could not be located from the difference Fourier map and therefore,
were not modeled. Because of the extinction the thermal parameters of oxygen
atoms in selenate anion were restrained to be identical.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0680P)^2^+0.0511P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0757(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.07(3)
_refine_ls_number_reflns         1274
_refine_ls_number_parameters     141
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.0873
_refine_ls_wR_factor_gt          0.0873
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_restrained_S_all      1.198
_refine_ls_shift/su_max          0.033
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O5 O 0.0838(7) 0.6878(3) 0.6459(5) 0.0216(9) Uani 1 1 d . . .
S1 S 0.3540(2) 0.49938(8) 0.30433(16) 0.0108(2) Uani 1 1 d . A 1
C2 C 0.5467(8) 0.4119(4) 0.3928(6) 0.0113(8) Uani 1 1 d . A 1
C5 C 0.5582(8) 0.5834(3) 0.3919(6) 0.0113(8) Uani 1 1 d . A 1
H5 H 0.5329 0.6488 0.3773 0.014 Uiso 1 1 calc . B 1
N3 N 0.7375(7) 0.4520(3) 0.4787(5) 0.0102(9) Uani 1 1 d D A 1
H3 H 0.8489 0.4219 0.5373 0.042 Uiso 1 1 d D C 1
N4 N 0.7452(8) 0.5504(3) 0.4778(6) 0.0134(9) Uani 1 1 d . A 1
N6 N 0.5088(8) 0.3204(3) 0.3787(6) 0.0143(9) Uani 1 1 d . A 1
H6A H 0.6110 0.2807 0.4268 0.017 Uiso 1 1 calc . D 1
H6B H 0.3814 0.2995 0.3212 0.017 Uiso 1 1 calc . E 1
Se1 Se 0.05713(8) 0.76629(3) 0.16427(7) 0.00846(12) Uani 1 1 d . F 1
S21 S 0.6097(2) 0.84754(8) 0.57789(16) 0.0135(3) Uani 1 1 d . G 1
O4 O -0.2367(7) 0.7864(3) 0.1371(5) 0.0138(4) Uani 1 1 d . F 1
O3 O 0.0958(6) 0.6497(3) 0.1461(5) 0.0138(4) Uani 1 1 d . F 1
C22 C 0.5066(9) 0.9630(3) 0.5505(6) 0.0098(11) Uani 1 1 d . G 1
O2 O 0.1603(7) 0.8009(3) 0.3613(5) 0.0138(4) Uani 1 1 d . F 1
O1 O 0.2009(6) 0.8231(3) 0.0161(5) 0.0138(4) Uani 1 1 d . F 1
N23 N 0.6589(8) 1.0266(3) 0.6371(5) 0.0104(9) Uani 1 1 d D G 1
H23 H 0.6639 1.0979 0.6317 0.045 Uiso 1 1 d D H 1
N24 N 0.8554(8) 0.9836(3) 0.7283(6) 0.0139(10) Uani 1 1 d . G 1
N26 N 0.3091(8) 0.9891(3) 0.4583(6) 0.0138(10) Uani 1 1 d . G 1
H26A H 0.2705 1.0486 0.4504 0.017 Uiso 1 1 calc . I 1
H26B H 0.2187 0.9466 0.4061 0.017 Uiso 1 1 calc . J 1
C25 C 0.8491(9) 0.8928(4) 0.7081(7) 0.0146(12) Uani 1 1 d . G 1
H25 H 0.9670 0.8531 0.7606 0.018 Uiso 1 1 calc . K 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_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O5 0.026(2) 0.0180(18) 0.019(2) 0.0010(16) -0.0084(16) -0.0078(18)
S1 0.0113(5) 0.0090(5) 0.0116(5) 0.0014(4) -0.0026(4) 0.0028(5)
C2 0.0149(15) 0.0105(17) 0.0087(16) -0.0017(12) 0.0021(14) 0.0010(12)
C5 0.0149(15) 0.0105(17) 0.0087(16) -0.0017(12) 0.0021(14) 0.0010(12)
N3 0.0117(18) 0.0065(17) 0.012(2) 0.0009(17) -0.0024(16) 0.0054(18)
N4 0.016(2) 0.0097(18) 0.014(2) -0.0004(18) -0.0009(17) 0.001(2)
N6 0.0118(17) 0.0155(19) 0.015(2) -0.0001(18) -0.0062(16) 0.005(2)
Se1 0.0089(2) 0.0053(2) 0.0107(2) -0.0007(2) -0.00356(18) -0.0001(2)
S21 0.0177(6) 0.0064(5) 0.0158(6) -0.0001(5) -0.0046(5) 0.0021(5)
O4 0.0130(8) 0.0107(8) 0.0172(10) 0.0000(8) -0.0038(8) -0.0003(8)
O3 0.0130(8) 0.0107(8) 0.0172(10) 0.0000(8) -0.0038(8) -0.0003(8)
C22 0.011(2) 0.010(2) 0.008(2) 0.0037(18) 0.0006(19) -0.001(2)
O2 0.0130(8) 0.0107(8) 0.0172(10) 0.0000(8) -0.0038(8) -0.0003(8)
O1 0.0130(8) 0.0107(8) 0.0172(10) 0.0000(8) -0.0038(8) -0.0003(8)
N23 0.0109(17) 0.0102(18) 0.0095(19) -0.0008(16) -0.0042(16) -0.0038(18)
N24 0.011(2) 0.018(2) 0.011(2) 0.0026(19) -0.0064(17) 0.0015(19)
N26 0.016(2) 0.0057(18) 0.019(2) -0.0018(18) -0.0049(19) 0.0006(18)
C25 0.011(2) 0.017(3) 0.014(3) 0.002(2) -0.0055(19) 0.004(2)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C2 1.734(5) . ?
S1 C5 1.737(5) . ?
C2 N6 1.299(7) . ?
C2 N3 1.335(6) . ?
C5 N4 1.280(7) . ?
C5 H5 0.9300 . ?
N3 N4 1.375(6) . ?
N3 H3 0.8521 . ?
N6 H6A 0.8600 . ?
N6 H6B 0.8600 . ?
Se1 O1 1.633(4) . ?
Se1 O3 1.650(4) . ?
Se1 O4 1.652(4) . ?
Se1 O2 1.656(4) . ?
S21 C22 1.720(5) . ?
S21 C25 1.730(5) . ?
C22 N26 1.317(7) . ?
C22 N23 1.370(7) . ?
N23 N24 1.393(6) . ?
N23 H23 0.9976 . ?
N24 C25 1.279(8) . ?
N26 H26A 0.8600 . ?
N26 H26B 0.8600 . ?
C25 H25 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 S1 C5 87.4(2) . . ?
N6 C2 N3 125.1(5) . . ?
N6 C2 S1 124.6(4) . . ?
N3 C2 S1 110.3(3) . . ?
N4 C5 S1 116.3(4) . . ?
N4 C5 H5 121.8 . . ?
S1 C5 H5 121.8 . . ?
C2 N3 N4 116.2(4) . . ?
C2 N3 H3 125.4 . . ?
N4 N3 H3 118.3 . . ?
C5 N4 N3 109.8(4) . . ?
C2 N6 H6A 120.0 . . ?
C2 N6 H6B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
O1 Se1 O3 110.48(17) . . ?
O1 Se1 O4 110.33(18) . . ?
O3 Se1 O4 106.81(18) . . ?
O1 Se1 O2 109.76(18) . . ?
O3 Se1 O2 109.03(18) . . ?
O4 Se1 O2 110.38(19) . . ?
C22 S21 C25 88.0(3) . . ?
N26 C22 N23 123.2(4) . . ?
N26 C22 S21 125.7(4) . . ?
N23 C22 S21 111.0(4) . . ?
C22 N23 N24 113.8(4) . . ?
C22 N23 H23 130.2 . . ?
N24 N23 H23 115.4 . . ?
C25 N24 N23 110.6(4) . . ?
C22 N26 H26A 120.0 . . ?
C22 N26 H26B 120.0 . . ?
H26A N26 H26B 120.0 . . ?
N24 C25 S21 116.5(4) . . ?
N24 C25 H25 121.7 . . ?
S21 C25 H25 121.7 . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        62.47
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.524
_refine_diff_density_min         -1.247
_refine_diff_density_rms         0.145
_database_code_depnum_ccdc_archive 'CCDC 910448'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2_athd_hcl_2ex
#TrackingRef '2_athd_hcl_2ex_precislovany.cif'



_symmetry_space_group_name_hall  '-P 2ybc'
#Added by publCIF




_cell_special_details            ?
#Added by publCIF



_audit_update_record             
;
2010-05-05 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
'2-amino-1,3,4-thiadiazolium(1+) chloride monohydrate'
_chemical_melting_point          380
_chemical_formula_moiety         'C2 H4 N3 S, H2 O, Cl'
_chemical_formula_sum            'C2 H6 Cl N3 O S'
_chemical_formula_weight         155.61

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'
Cl Cl 0.3639 0.7018 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c

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                   4.95740(10)
_cell_length_b                   8.7771(2)
_cell_length_c                   14.2055(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.481(2)
_cell_angle_gamma                90.00
_cell_volume                     612.84(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2409
_cell_measurement_theta_min      3.1350
_cell_measurement_theta_max      62.4879

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4659
_exptl_crystal_size_mid          0.0913
_exptl_crystal_size_min          0.0630
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             320
_exptl_absorpt_coefficient_mu    7.974
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.665
_exptl_absorpt_correction_T_max  0.917
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55
Analytical numeric absorption correction using a multifaceted crystal model
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       
;
Rotation method data acquisition using \w scans
;
_diffrn_detector_area_resol_mean 10.3784
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2330
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         5.94
_diffrn_reflns_theta_max         62.58
_reflns_number_total             961
_reflns_number_gt                913
_reflns_threshold_expression     >2sigma(I)

_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    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'publCIF (MacMahon, 2008)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
The hydrogen atoms were located from difference Fourier maps and left
unrestrained except of H3. The distance between H3 and N3 was fixed to 0.87 \%A
with
\s 0.02. The isotropic temperature parameters of hydrogen atoms were
calculated as 1.2*<i>U</i>~eq~ of the parent atom.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1422P)^2^+0.2885P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         961
_refine_ls_number_parameters     73
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0642
_refine_ls_wR_factor_ref         0.1810
_refine_ls_wR_factor_gt          0.1793
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_restrained_S_all      1.131
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C5 C 1.1289(7) 0.5366(4) 0.3357(2) 0.0148(8) Uani 1 1 d . . .
H5 H 1.1550 0.4766 0.2836 0.018 Uiso 1 1 calc . . .
C2 C 0.9824(6) 0.7126(4) 0.4474(2) 0.0128(8) Uani 1 1 d . . .
N3 N 1.2041(6) 0.6319(3) 0.47717(19) 0.0127(7) Uani 1 1 d D . .
H3 H 1.2904 0.6410 0.5299 0.015 Uiso 1 1 d D . .
N4 N 1.2935(6) 0.5309(3) 0.4142(2) 0.0141(8) Uani 1 1 d . . .
N6 N 0.8686(6) 0.8128(3) 0.49880(19) 0.0163(8) Uani 1 1 d . . .
H6A H 0.9381 0.8302 0.5565 0.020 Uiso 1 1 calc . . .
H6B H 0.7249 0.8609 0.4747 0.020 Uiso 1 1 calc . . .
Cl1 Cl 0.39298(15) 0.94931(9) 0.34907(5) 0.0158(5) Uani 1 1 d . . .
S1 S 0.85794(16) 0.66144(9) 0.33255(5) 0.0134(5) Uani 1 1 d . . .
O1W O 0.2966(5) 0.7548(3) 0.15710(15) 0.0196(7) Uani 1 1 d . . .
H2W H 0.3315 0.8008 0.2046 0.023 Uiso 1 1 d . . .
H1W H 0.3879 0.6758 0.1646 0.023 Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C5 0.0092(17) 0.0202(19) 0.0159(18) -0.0011(12) 0.0047(13) -0.0015(13)
C2 0.0071(17) 0.0179(17) 0.0137(15) 0.0008(14) 0.0028(12) -0.0045(13)
N3 0.0071(15) 0.0178(16) 0.0132(14) 0.0001(10) 0.0013(11) -0.0021(11)
N4 0.0081(14) 0.0159(16) 0.0194(16) -0.0006(10) 0.0064(11) 0.0004(10)
N6 0.0145(16) 0.0198(16) 0.0145(15) -0.0014(11) 0.0015(12) 0.0020(12)
Cl1 0.0136(7) 0.0171(7) 0.0169(7) 0.0007(3) 0.0024(4) -0.0013(3)
S1 0.0078(7) 0.0191(7) 0.0134(6) -0.0007(3) 0.0014(4) 0.0001(3)
O1W 0.0203(15) 0.0239(15) 0.0139(13) -0.0003(10) -0.0002(10) 0.0060(11)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C5 N4 1.294(5) . ?
C5 S1 1.730(3) . ?
C5 H5 0.9300 . ?
C2 N6 1.316(4) . ?
C2 N3 1.330(4) . ?
C2 S1 1.727(3) . ?
N3 N4 1.373(4) . ?
N3 H3 0.8166 . ?
N6 H6A 0.8600 . ?
N6 H6B 0.8600 . ?
O1W H2W 0.7858 . ?
O1W H1W 0.8274 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 C5 S1 116.5(3) . . ?
N4 C5 H5 121.7 . . ?
S1 C5 H5 121.7 . . ?
N6 C2 N3 125.2(3) . . ?
N6 C2 S1 124.9(2) . . ?
N3 C2 S1 109.9(2) . . ?
C2 N3 N4 117.4(3) . . ?
C2 N3 H3 123.5 . . ?
N4 N3 H3 119.1 . . ?
C5 N4 N3 108.4(3) . . ?
C2 N6 H6A 120.0 . . ?
C2 N6 H6B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
C2 S1 C5 87.69(16) . . ?
H2W O1W H1W 105.3 . . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        62.58
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         1.343
_refine_diff_density_min         -0.613
_refine_diff_density_rms         0.167
_database_code_depnum_ccdc_archive 'CCDC 910449'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2_athd_hclo4_2
#TrackingRef '2_athd_hclo4_precislovany.cif'



_symmetry_space_group_name_hall  '-P 2yn'
#Added by publCIF



_audit_update_record             
;
2010-04-28 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
'2-amino-1,3,4-tihiadiazole 2-amino-1,3,4-thiadiazolium(1+) perchlorate'
_chemical_melting_point          389
_chemical_formula_moiety         'C2 H4 N3 S, C2 H3 N3 S, Cl O4'
_chemical_formula_sum            'C4 H7 Cl N6 O4 S2'
_chemical_formula_weight         302.73

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'
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'
Cl Cl 0.3639 0.7018 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   4.98170(10)
_cell_length_b                   20.0865(3)
_cell_length_c                   11.0569(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.643(2)
_cell_angle_gamma                90.00
_cell_volume                     1106.34(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4172
_cell_measurement_theta_min      3.9950
_cell_measurement_theta_max      62.5229

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.6124
_exptl_crystal_size_mid          0.1623
_exptl_crystal_size_min          0.1316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.817
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    6.797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.41952
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       
; Rotation method data acquisition using \w
scans
;
_diffrn_detector_area_resol_mean 10.3784
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4310
_diffrn_reflns_av_R_equivalents  0.0139
_diffrn_reflns_av_sigmaI/netI    0.0128
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.40
_diffrn_reflns_theta_max         62.61
_reflns_number_total             1734
_reflns_number_gt                1686
_reflns_threshold_expression     >2sigma(I)

_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    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'publCIF (MacMahon, 2008)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
The H atoms were all located in a difference map, but those attached to carbon
atoms were repositioned geometrically. The distance between hydrogen atoms and
nitrogen atoms was left unrestrained with exception of hyfrogen atoms on N6.
The bond length was set to 0.87 \%A with \s 0.02. The isotropic temperature
parameters of hydrogen atoms were
calculated as 1.2*<i>U</i>~eq~ of the parent atom.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0466P)^2^+1.2065P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         1734
_refine_ls_number_parameters     155
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0793
_refine_ls_wR_factor_gt          0.0784
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.8421(4) 0.33758(11) 0.57727(19) 0.0166(5) Uani 1 1 d . . .
C5 C 0.5655(5) 0.40927(11) 0.4545(2) 0.0214(5) Uani 1 1 d . . .
H5 H 0.4409 0.4286 0.4020 0.026 Uiso 1 1 calc . . .
C22 C 0.5583(4) 0.36030(10) 0.86444(19) 0.0165(5) Uani 1 1 d . . .
C25 C 0.4300(4) 0.47097(11) 0.81107(19) 0.0196(5) Uani 1 1 d . . .
H25 H 0.4023 0.5164 0.8012 0.024 Uiso 1 1 calc . . .
N6 N 0.9742(4) 0.29154(9) 0.63805(16) 0.0196(4) Uani 1 1 d D . .
H6A H 1.1041 0.3026 0.6858 0.024 Uiso 1 1 d RD . .
H6B H 0.9307 0.2503 0.6300 0.024 Uiso 1 1 d R . .
N3 N 0.8945(4) 0.40251(9) 0.58367(17) 0.0200(4) Uani 1 1 d . . .
H3 H 1.0198 0.4187 0.6293 0.024 Uiso 1 1 d . . .
N4 N 0.7362(4) 0.44419(9) 0.51445(18) 0.0234(4) Uani 1 1 d . . .
N23 N 0.3706(4) 0.36208(9) 0.77979(17) 0.0192(4) Uani 1 1 d . . .
N24 N 0.2989(4) 0.42657(9) 0.75055(17) 0.0194(4) Uani 1 1 d . . .
N26 N 0.6608(4) 0.30405(9) 0.90983(17) 0.0235(4) Uani 1 1 d . . .
H26A H 0.6200 0.2656 0.8746 0.028 Uiso 1 1 d . . .
H26B H 0.8062 0.3057 0.9600 0.028 Uiso 1 1 d . . .
O1 O 0.6272(3) 0.17104(8) 0.80042(14) 0.0231(4) Uani 1 1 d . . .
O2 O 0.6265(3) 0.17485(8) 0.58743(15) 0.0277(4) Uani 1 1 d . . .
O3 O 0.2366(3) 0.14298(8) 0.68938(14) 0.0234(4) Uani 1 1 d . . .
O4 O 0.6098(4) 0.07208(8) 0.68972(17) 0.0315(4) Uani 1 1 d . . .
S1 S 0.58072(10) 0.32371(3) 0.47711(5) 0.01903(19) Uani 1 1 d . . .
S21 S 0.66199(11) 0.43852(3) 0.91225(5) 0.02099(19) Uani 1 1 d . . .
Cl1 Cl 0.52356(9) 0.13973(2) 0.69192(4) 0.01489(18) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C2 0.0106(10) 0.0240(12) 0.0154(11) -0.0025(9) 0.0025(8) -0.0027(9)
C5 0.0198(11) 0.0226(12) 0.0218(11) 0.0021(9) -0.0025(9) -0.0009(9)
C22 0.0168(11) 0.0183(11) 0.0143(11) -0.0040(8) 0.0017(9) -0.0006(8)
C25 0.0199(11) 0.0195(11) 0.0195(11) 0.0006(9) -0.0027(9) 0.0009(9)
N6 0.0175(9) 0.0194(9) 0.0218(9) -0.0015(8) -0.0039(7) -0.0032(8)
N3 0.0174(9) 0.0192(10) 0.0233(9) -0.0030(8) -0.0057(8) -0.0016(7)
N4 0.0206(10) 0.0219(10) 0.0276(10) -0.0002(8) -0.0064(8) 0.0014(8)
N23 0.0212(10) 0.0163(9) 0.0201(10) -0.0021(7) -0.0038(8) 0.0001(7)
N24 0.0189(10) 0.0175(9) 0.0217(10) -0.0007(7) -0.0039(8) 0.0021(8)
N26 0.0303(11) 0.0155(10) 0.0245(10) -0.0027(8) -0.0095(9) 0.0029(8)
O1 0.0236(9) 0.0234(8) 0.0220(8) -0.0065(6) -0.0082(7) 0.0008(6)
O2 0.0239(9) 0.0359(10) 0.0233(8) 0.0077(7) -0.0013(7) -0.0094(7)
O3 0.0130(8) 0.0321(9) 0.0249(8) 0.0011(7) -0.0040(6) -0.0011(6)
O4 0.0324(10) 0.0140(8) 0.0481(11) -0.0062(7) -0.0041(8) 0.0039(7)
S1 0.0168(3) 0.0223(3) 0.0179(3) -0.0001(2) -0.0031(2) -0.0051(2)
S21 0.0251(3) 0.0163(3) 0.0214(3) -0.0020(2) -0.0084(2) -0.0013(2)
Cl1 0.0143(3) 0.0124(3) 0.0179(3) -0.00118(18) -0.0023(2) -0.00082(17)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 N6 1.315(3) . ?
C2 N3 1.332(3) . ?
C2 S1 1.722(2) . ?
C5 N4 1.281(3) . ?
C5 S1 1.738(2) . ?
C5 H5 0.9300 . ?
C22 N23 1.316(3) . ?
C22 N26 1.335(3) . ?
C22 S21 1.734(2) . ?
C25 N24 1.288(3) . ?
C25 S21 1.727(2) . ?
C25 H25 0.9300 . ?
N6 H6A 0.8600 . ?
N6 H6B 0.8600 . ?
N3 N4 1.376(3) . ?
N3 H3 0.8622 . ?
N23 N24 1.381(3) . ?
N26 H26A 0.8883 . ?
N26 H26B 0.9081 . ?
O1 Cl1 1.4449(15) . ?
O2 Cl1 1.4521(16) . ?
O3 Cl1 1.4312(16) . ?
O4 Cl1 1.4254(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N6 C2 N3 124.38(19) . . ?
N6 C2 S1 125.81(17) . . ?
N3 C2 S1 109.81(16) . . ?
N4 C5 S1 116.06(17) . . ?
N4 C5 H5 122.0 . . ?
S1 C5 H5 122.0 . . ?
N23 C22 N26 123.76(19) . . ?
N23 C22 S21 113.52(15) . . ?
N26 C22 S21 122.72(17) . . ?
N24 C25 S21 114.01(16) . . ?
N24 C25 H25 123.0 . . ?
S21 C25 H25 123.0 . . ?
C2 N6 H6A 120.0 . . ?
C2 N6 H6B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
C2 N3 N4 117.08(18) . . ?
C2 N3 H3 122.7 . . ?
N4 N3 H3 120.2 . . ?
C5 N4 N3 109.11(18) . . ?
C22 N23 N24 111.82(17) . . ?
C25 N24 N23 113.54(18) . . ?
C22 N26 H26A 119.2 . . ?
C22 N26 H26B 119.9 . . ?
H26A N26 H26B 118.4 . . ?
C2 S1 C5 87.93(11) . . ?
C25 S21 C22 87.11(11) . . ?
O4 Cl1 O3 110.14(10) . . ?
O4 Cl1 O1 108.91(10) . . ?
O3 Cl1 O1 110.13(9) . . ?
O4 Cl1 O2 109.90(11) . . ?
O3 Cl1 O2 108.89(10) . . ?
O1 Cl1 O2 108.85(10) . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        62.61
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.720
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.064



_database_code_depnum_ccdc_archive 'CCDC 910450'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2_athdclo4_150
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            '2-amino-1,3,5-thiadiazolium(1+) perchlorate'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H Cl N3 O4 S'
_chemical_formula_weight         210.58

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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                   5.0168(3)
_cell_length_b                   18.6658(11)
_cell_length_c                   7.4367(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.148(2)
_cell_angle_gamma                90.00
_cell_volume                     680.80(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4207
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      30.02

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.054
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             420
_exptl_absorpt_coefficient_mu    0.842
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.6512
_exptl_absorpt_correction_T_max  0.8563
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5630
_diffrn_reflns_av_R_equivalents  0.0124
_diffrn_reflns_av_sigmaI/netI    0.0135
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         30.00
_reflns_number_total             1979
_reflns_number_gt                1870
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0672P)^2^+1.1778P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1979
_refine_ls_number_parameters     104
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0235
_refine_ls_R_factor_gt           0.0223
_refine_ls_wR_factor_ref         0.0662
_refine_ls_wR_factor_gt          0.0646
_refine_ls_goodness_of_fit_ref   0.597
_refine_ls_restrained_S_all      0.597
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.39245(5) 0.408111(13) 0.70467(3) 0.01309(8) Uani 1 1 d . . .
S1 S 0.98968(6) 0.318562(16) 0.04551(4) 0.01826(8) Uani 1 1 d . . .
O1 O 0.65061(18) 0.41001(5) 0.64753(13) 0.02003(18) Uani 1 1 d . . .
O2 O 0.4421(2) 0.42438(7) 0.89904(13) 0.0303(2) Uani 1 1 d . . .
O3 O 0.21156(18) 0.46182(5) 0.60549(12) 0.02019(18) Uani 1 1 d . . .
O4 O 0.2718(2) 0.33888(5) 0.66969(18) 0.0315(2) Uani 1 1 d . . .
N1 N 1.1432(2) 0.44972(6) 0.18398(15) 0.0203(2) Uani 1 1 d . . .
H1A H 1.1346 0.4851 0.2607 0.024 Uiso 1 1 calc R . .
H1B H 1.2518 0.4529 0.1055 0.024 Uiso 1 1 calc R . .
N2 N 0.8227(2) 0.38136(6) 0.29940(14) 0.01753(19) Uani 1 1 d . . .
C1 C 0.9934(2) 0.39180(6) 0.18665(15) 0.0145(2) Uani 1 1 d . . .
N1N N 0.6818(2) 0.31803(6) 0.28193(15) 0.0225(2) Uani 1 1 d . . .
C3 C 0.7494(3) 0.28055(7) 0.15330(17) 0.0219(2) Uani 1 1 d . . .
H3 H 0.6722 0.2348 0.1194 0.026 Uiso 1 1 calc R . .
H1N H 0.793(4) 0.4104(11) 0.379(3) 0.032(5) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.01362(13) 0.01265(13) 0.01412(13) 0.00052(8) 0.00547(9) 0.00129(8)
S1 0.02201(15) 0.01578(14) 0.01840(14) -0.00385(9) 0.00746(10) -0.00044(10)
O1 0.0161(4) 0.0246(4) 0.0224(4) -0.0018(3) 0.0108(3) -0.0001(3)
O2 0.0288(5) 0.0509(6) 0.0124(4) -0.0008(4) 0.0069(3) 0.0128(5)
O3 0.0213(4) 0.0174(4) 0.0212(4) 0.0037(3) 0.0029(3) 0.0062(3)
O4 0.0266(5) 0.0133(4) 0.0565(7) -0.0005(4) 0.0131(5) -0.0039(4)
N1 0.0242(5) 0.0181(5) 0.0217(5) -0.0044(4) 0.0119(4) -0.0058(4)
N2 0.0204(5) 0.0184(5) 0.0154(4) -0.0032(4) 0.0073(4) -0.0045(4)
C1 0.0151(5) 0.0152(5) 0.0130(4) -0.0007(4) 0.0027(4) 0.0008(4)
N1N 0.0271(5) 0.0222(5) 0.0195(5) -0.0014(4) 0.0081(4) -0.0097(4)
C3 0.0279(6) 0.0183(5) 0.0198(5) -0.0004(4) 0.0059(4) -0.0068(4)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 O4 1.4275(10) . ?
Cl1 O1 1.4460(9) . ?
Cl1 O3 1.4460(9) . ?
Cl1 O2 1.4465(10) . ?
S1 C1 1.7212(12) . ?
S1 C3 1.7337(13) . ?
N1 C1 1.3191(15) . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
N2 C1 1.3328(15) . ?
N2 N1N 1.3696(14) . ?
N2 H1N 0.84(2) . ?
N1N C3 1.2869(17) . ?
C3 H3 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Cl1 O1 109.90(6) . . ?
O4 Cl1 O3 109.76(6) . . ?
O1 Cl1 O3 109.75(6) . . ?
O4 Cl1 O2 110.45(7) . . ?
O1 Cl1 O2 108.19(6) . . ?
O3 Cl1 O2 108.77(6) . . ?
C1 S1 C3 87.85(6) . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C1 N2 N1N 116.98(10) . . ?
C1 N2 H1N 125.8(14) . . ?
N1N N2 H1N 117.2(14) . . ?
N1 C1 N2 124.94(11) . . ?
N1 C1 S1 125.09(9) . . ?
N2 C1 S1 109.97(8) . . ?
C3 N1N N2 109.16(10) . . ?
N1N C3 S1 116.03(10) . . ?
N1N C3 H3 122.0 . . ?
S1 C3 H3 122.0 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.060


_database_code_depnum_ccdc_archive 'CCDC 910853'