#------------------------------------------------------------------------------
#$Date: 2019-10-28 09:23:29 +0200 (Mon, 28 Oct 2019) $
#$Revision: 219800 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/02/2230206.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2230206
loop_
_publ_author_name
'Selvaraju, Devipriya'
'Venkatesh, Ranjithkumar'
'Sundararajan, Vairam'
_publ_section_title
;
 Hydrazine-1,2-diium bis(3-carboxy-4-hydroxybenzenesulfonate)
 tetrahydrate
;
_journal_coeditor_code           ZQ2096
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1236
_journal_page_last               o1237
_journal_paper_doi               10.1107/S1600536811014231
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'N2 H6 2+ , 2C7 H5 O6 S - , 4H2 O'
_chemical_formula_moiety         'H6 N2 2+, 2(C7 H5 O6 S -), 4(H2 O)'
_chemical_formula_sum            'C14 H24 N2 O16 S2'
_chemical_formula_weight         540.50
_chemical_name_systematic
;
Hydrazine-1,2-diium bis(3-carboxy-4-hydroxybenzenesulfonate) tetrahydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                78.460(3)
_cell_angle_beta                 75.806(3)
_cell_angle_gamma                77.379(3)
_cell_formula_units_Z            1
_cell_length_a                   7.0620(5)
_cell_length_b                   7.2069(4)
_cell_length_c                   11.5995(8)
_cell_measurement_reflns_used    6221
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.2
_cell_measurement_theta_min      2.5
_cell_volume                     551.77(6)
_computing_cell_refinement
;
APEX2 (Bruker, 2004) and SAINT (Bruker, 2004)
;
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction
;
SAINT (Bruker, 2004) and XPREP (Bruker, 2004)
;
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD area-detector'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0567
_diffrn_reflns_av_sigmaI/netI    0.0421
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9320
_diffrn_reflns_theta_full        28.23
_diffrn_reflns_theta_max         28.23
_diffrn_reflns_theta_min         2.93
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.326
_exptl_absorpt_correction_T_max  0.882
_exptl_absorpt_correction_T_min  0.823
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1999)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             282
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.517
_refine_ls_extinction_coef       1.12(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2711
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.120
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0396
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0527P)²+0.1344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1056
_refine_ls_wR_factor_ref         0.1070
_reflns_number_gt                2582
_reflns_number_total             2711
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            zq2096.cif
_cod_data_source_block           I
_cod_depositor_comments
;

2019-10-14
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C7 H12 N O8 S'
_cod_original_formula_weight         270.25
_cod_original_formula_moiety         '0.5(H6 N2 2+), C7 H5 O6 S -, 2(H2 O)'
_cod_original_formula_iupac          '0.5N2 H6 2+ , C7 H5 O6 S - , 2H2 O'
_cod_original_formula_units_Z            2
_cod_database_code               2230206
_cod_database_fobs_code          2230206
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.28715(19) 1.12543(18) 0.37831(12) 0.0277(3) Uani d . 1 1 . .
H H7 0.2576 1.2577 0.3783 0.033 Uiso calc R 1 1 . .
C C2 0.36576(19) 1.05458(18) 0.27144(12) 0.0268(3) Uani d . 1 1 . .
C C3 0.4096(2) 0.8553(2) 0.27042(15) 0.0373(3) Uani d . 1 1 . .
H H1 0.4618 0.8079 0.1981 0.045 Uiso calc R 1 1 . .
C C4 0.3755(3) 0.7304(2) 0.37640(16) 0.0434(4) Uani d . 1 1 . .
H H3 0.4049 0.5983 0.3756 0.052 Uiso calc R 1 1 . .
C C5 0.2966(2) 0.8008(2) 0.48587(14) 0.0364(3) Uani d . 1 1 . .
C C6 0.2515(2) 1.00021(19) 0.48664(13) 0.0290(3) Uani d . 1 1 . .
C C7 0.1686(2) 1.0757(2) 0.60113(13) 0.0323(3) Uani d . 1 1 . .
N N1 0.01665(18) -0.00608(18) 0.93729(10) 0.0272(3) Uani d . 1 1 . .
O O1 0.59710(15) 1.13796(16) 0.06468(10) 0.0369(3) Uani d . 1 1 . .
O O7 -0.03247(17) 0.36335(14) 0.80737(10) 0.0340(3) Uani d D 1 1 . .
O O2 0.40796(15) 1.40062(14) 0.17028(9) 0.0333(3) Uani d . 1 1 . .
O O8 0.19337(19) 0.5388(2) 0.88950(13) 0.0505(3) Uani d D 1 1 . .
O O3 0.24335(15) 1.22941(15) 0.07799(10) 0.0356(3) Uani d . 1 1 . .
O O4 0.1284(2) 1.26416(17) 0.58929(11) 0.0445(3) Uani d . 1 1 . .
O O5 0.1392(2) 0.97087(18) 0.69881(10) 0.0454(3) Uani d . 1 1 . .
O O6 0.2667(2) 0.67267(18) 0.58729(12) 0.0568(4) Uani d . 1 1 . .
H H6 0.2187 0.7301 0.6450 0.085 Uiso calc R 1 1 . .
S S1 0.40819(4) 1.21604(4) 0.13623(3) 0.02543(16) Uani d . 1 1 . .
H H7A -0.144(2) 0.430(3) 0.8122(19) 0.046(5) Uiso d D 1 1 . .
H H7B 0.043(3) 0.425(3) 0.825(2) 0.062(7) Uiso d D 1 1 . .
H H4 0.086(4) 1.300(4) 0.653(2) 0.058(7) Uiso d . 1 1 . .
H H8B 0.312(3) 0.559(4) 0.858(2) 0.069(7) Uiso d D 1 1 . .
H H8A 0.208(4) 0.446(3) 0.949(2) 0.091(10) Uiso d D 1 1 . .
H H1A -0.060(3) -0.070(3) 0.9285(17) 0.035(5) Uiso d . 1 1 . .
H H1B -0.008(3) 0.118(3) 0.8930(19) 0.045(5) Uiso d . 1 1 . .
H H1C 0.144(3) -0.067(3) 0.9181(19) 0.047(5) Uiso d . 1 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C6 . . 120.48(12) ?
C2 C1 H7 . . 119.8 ?
C6 C1 H7 . . 119.8 ?
C1 C2 C3 . . 120.22(13) ?
C1 C2 S1 . . 119.44(10) ?
C3 C2 S1 . . 120.34(11) ?
C4 C3 C2 . . 119.94(14) ?
C4 C3 H1 . . 120.0 ?
C2 C3 H1 . . 120.0 ?
C3 C4 C5 . . 120.36(13) ?
C3 C4 H3 . . 119.8 ?
C5 C4 H3 . . 119.8 ?
O6 C5 C4 . . 118.15(13) ?
O6 C5 C6 . . 122.23(14) ?
C4 C5 C6 . . 119.63(14) ?
C1 C6 C5 . . 119.37(13) ?
C1 C6 C7 . . 120.56(12) ?
C5 C6 C7 . . 120.07(13) ?
O5 C7 O4 . . 123.15(14) ?
O5 C7 C6 . . 122.77(14) ?
O4 C7 C6 . . 114.08(13) ?
N1 N1 H1A 2_557 . 108.5(13) ?
N1 N1 H1B 2_557 . 109.8(13) ?
H1A N1 H1B . . 109.2(19) ?
N1 N1 H1C 2_557 . 104.8(14) ?
H1A N1 H1C . . 110.6(18) ?
H1B N1 H1C . . 113.7(18) ?
H7A O7 H7B . . 108.4(18) ?
H8B O8 H8A . . 104(2) ?
C7 O4 H4 . . 111.4(18) ?
C5 O6 H6 . . 109.5 ?
O1 S1 O3 . . 112.19(7) ?
O1 S1 O2 . . 112.97(6) ?
O3 S1 O2 . . 110.87(6) ?
O1 S1 C2 . . 107.30(6) ?
O3 S1 C2 . . 106.83(6) ?
O2 S1 C2 . . 106.24(6) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.3775(19) ?
C1 C6 . 1.3954(19) ?
C1 H7 . 0.9300 ?
C2 C3 . 1.4030(18) ?
C2 S1 . 1.7594(14) ?
C3 C4 . 1.374(2) ?
C3 H1 . 0.9300 ?
C4 C5 . 1.403(2) ?
C4 H3 . 0.9300 ?
C5 O6 . 1.3453(19) ?
C5 C6 . 1.404(2) ?
C6 C7 . 1.473(2) ?
C7 O5 . 1.2282(18) ?
C7 O4 . 1.3115(19) ?
N1 N1 2_557 1.433(2) ?
N1 H1A . 0.82(2) ?
N1 H1B . 0.94(2) ?
N1 H1C . 0.91(2) ?
O1 S1 . 1.4495(10) ?
O7 H7A . 0.826(15) ?
O7 H7B . 0.847(15) ?
O2 S1 . 1.4610(10) ?
O8 H8B . 0.859(16) ?
O8 H8A . 0.874(17) ?
O3 S1 . 1.4599(10) ?
O4 H4 . 0.79(3) ?
O6 H6 . 0.8200 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O6 H6 O5 . 0.82 1.88 2.6074(18) 146.4
O7 H7A O2 2_576 0.826(15) 1.978(15) 2.8036(15) 177(2)
O7 H7B O8 . 0.847(15) 1.836(16) 2.6754(17) 171(2)
O4 H4 O7 1_565 0.79(3) 1.89(3) 2.6758(16) 174(3)
O8 H8B O2 2_676 0.859(16) 2.001(18) 2.8384(16) 165(2)
O8 H8A O3 1_546 0.874(17) 1.948(17) 2.8213(17) 177(3)
N1 H1A O3 2_566 0.82(2) 1.93(2) 2.7493(17) 175.2(19)
N1 H1B O7 . 0.94(2) 1.84(2) 2.7798(16) 174.5(19)
N1 H1C O1 2_666 0.91(2) 1.84(2) 2.6813(16) 154(2)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . 0.4(2) ?
C6 C1 C2 S1 . . . . 179.78(10) ?
C1 C2 C3 C4 . . . . -0.5(2) ?
S1 C2 C3 C4 . . . . -179.82(13) ?
C2 C3 C4 C5 . . . . 0.1(3) ?
C3 C4 C5 O6 . . . . -179.70(16) ?
C3 C4 C5 C6 . . . . 0.3(3) ?
C2 C1 C6 C5 . . . . 0.0(2) ?
C2 C1 C6 C7 . . . . 179.62(12) ?
O6 C5 C6 C1 . . . . 179.65(14) ?
C4 C5 C6 C1 . . . . -0.4(2) ?
O6 C5 C6 C7 . . . . 0.0(2) ?
C4 C5 C6 C7 . . . . 180.00(15) ?
C1 C6 C7 O5 . . . . -178.27(14) ?
C5 C6 C7 O5 . . . . 1.3(2) ?
C1 C6 C7 O4 . . . . 2.0(2) ?
C5 C6 C7 O4 . . . . -178.35(14) ?
C1 C2 S1 O1 . . . . 139.04(11) ?
C3 C2 S1 O1 . . . . -41.61(14) ?
C1 C2 S1 O3 . . . . -100.46(12) ?
C3 C2 S1 O3 . . . . 78.89(13) ?
C1 C2 S1 O2 . . . . 17.95(13) ?
C3 C2 S1 O2 . . . . -162.70(12) ?
