#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/78/2227860.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2227860
loop_
_publ_author_name
'Gao, Shan'
'Ng, Seik Weng'
_publ_section_title
;
 (3-Aminopyrazin-4-ium-2-carboxylate-κ²N¹,O)diaquazinc(II)
 dinitrate
;
_journal_coeditor_code           NK2064
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1466
_journal_paper_doi               10.1107/S1600536810042509
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Zn (C5 H5 N3 O2)2 (H2 O)2] (N O3)2'
_chemical_formula_moiety         'C10 H14 N6 O6 Zn 2+, 2N O3 -'
_chemical_formula_sum            'C10 H14 N8 O12 Zn'
_chemical_formula_weight         503.66
_chemical_name_systematic
;
(3-Aminopyrazin-4-ium-2-carboxylate-κ²N¹,O)diaquazinc(II)
dinitrate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.610(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.4676(14)
_cell_length_b                   9.7059(9)
_cell_length_c                   6.6682(6)
_cell_measurement_reflns_used    7197
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     865.84(14)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       'ω scans'
_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  0.0529
_diffrn_reflns_av_sigmaI/netI    0.0469
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            8164
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.05
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.508
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.932
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.367
_refine_diff_density_min         -1.658
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1983
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.149
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0599
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0553P)²+4.4842P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1721
_refine_ls_wR_factor_ref         0.1745
_reflns_number_gt                1739
_reflns_number_total             1983
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            nk2064.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2227860
_cod_database_fobs_code          2227860
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'
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_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.5000 0.5000 0.5000 0.0239(3) Uani d S 1 . .
O O1 0.5443(3) 0.7058(4) 0.5390(6) 0.0286(8) Uani d . 1 . .
O O2 0.6686(3) 0.8494(4) 0.4874(6) 0.0302(8) Uani d . 1 . .
O O3 1.0229(3) 0.4552(5) 0.2346(9) 0.0472(12) Uani d . 1 . .
O O4 1.0421(4) 0.6731(5) 0.2591(11) 0.0630(17) Uani d . 1 . .
O O5 1.1600(3) 0.5475(5) 0.1631(8) 0.0452(11) Uani d . 1 . .
O O1W 0.5552(3) 0.4400(5) 0.8042(6) 0.0388(10) Uani d . 1 . .
H H1W1 0.5111 0.3991 0.8552 0.058 Uiso calc R 1 . .
H H1W2 0.5717 0.5089 0.8710 0.058 Uiso calc R 1 . .
N N1 0.6477(3) 0.4895(4) 0.4259(7) 0.0280(10) Uani d . 1 . .
N N2 0.8377(3) 0.5065(5) 0.3357(8) 0.0288(9) Uani d . 1 . .
H H2 0.9001 0.5100 0.3091 0.035 Uiso calc R 1 . .
N N3 0.8428(3) 0.7410(5) 0.3867(8) 0.0331(11) Uani d . 1 . .
H H31 0.9044 0.7417 0.3544 0.040 Uiso calc R 1 . .
H H32 0.8146 0.8183 0.4193 0.040 Uiso calc R 1 . .
N N4 1.0755(3) 0.5598(5) 0.2176(8) 0.0320(10) Uani d . 1 . .
C C1 0.6305(4) 0.7331(5) 0.4932(8) 0.0235(10) Uani d . 1 . .
C C2 0.6923(4) 0.6113(5) 0.4370(7) 0.0221(9) Uani d . 1 . .
C C3 0.7931(4) 0.6243(5) 0.3862(8) 0.0245(10) Uani d . 1 . .
C C4 0.7906(4) 0.3840(6) 0.3245(10) 0.0357(12) Uani d . 1 . .
H H4 0.8231 0.3057 0.2849 0.043 Uiso calc R 1 . .
C C5 0.6951(4) 0.3757(6) 0.3717(10) 0.0358(13) Uani d . 1 . .
H H5 0.6625 0.2910 0.3664 0.043 Uiso calc R 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'
Zn Zn 0.2839 1.4301 '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
O1 Zn1 O1 . 3_666 180.0 ?
O1 Zn1 N1 . 3_666 100.84(15) ?
O1 Zn1 N1 3_666 3_666 79.16(15) ?
O1 Zn1 N1 . . 79.16(15) ?
O1 Zn1 N1 3_666 . 100.84(15) ?
N1 Zn1 N1 3_666 . 180.0 ?
O1 Zn1 O1W . 3_666 85.51(16) ?
O1 Zn1 O1W 3_666 3_666 94.49(16) ?
N1 Zn1 O1W 3_666 3_666 88.56(18) ?
N1 Zn1 O1W . 3_666 91.44(18) ?
O1 Zn1 O1W . . 94.49(16) ?
O1 Zn1 O1W 3_666 . 85.51(16) ?
N1 Zn1 O1W 3_666 . 91.44(18) ?
N1 Zn1 O1W . . 88.56(18) ?
O1W Zn1 O1W 3_666 . 180.0 ?
C1 O1 Zn1 . . 115.3(3) ?
Zn1 O1W H1W1 . . 109.5 ?
Zn1 O1W H1W2 . . 109.5 ?
H1W1 O1W H1W2 . . 109.5 ?
C2 N1 C5 . . 121.5(5) ?
C2 N1 Zn1 . . 112.2(3) ?
C5 N1 Zn1 . . 126.3(4) ?
C4 N2 C3 . . 122.8(4) ?
C4 N2 H2 . . 118.6 ?
C3 N2 H2 . . 118.6 ?
C3 N3 H31 . . 120.0 ?
C3 N3 H32 . . 120.0 ?
H31 N3 H32 . . 120.0 ?
O4 N4 O5 . . 121.5(5) ?
O4 N4 O3 . . 118.6(5) ?
O5 N4 O3 . . 119.9(5) ?
O2 C1 O1 . . 126.4(5) ?
O2 C1 C2 . . 117.4(4) ?
O1 C1 C2 . . 116.2(4) ?
N1 C2 C3 . . 119.9(4) ?
N1 C2 C1 . . 116.8(4) ?
C3 C2 C1 . . 123.2(4) ?
N3 C3 N2 . . 119.2(4) ?
N3 C3 C2 . . 124.6(5) ?
N2 C3 C2 . . 116.2(5) ?
N2 C4 C5 . . 119.4(5) ?
N2 C4 H4 . . 120.3 ?
C5 C4 H4 . . 120.3 ?
N1 C5 C4 . . 120.2(5) ?
N1 C5 H5 . . 119.9 ?
C4 C5 H5 . . 119.9 ?
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
Zn1 O1 . 2.092(4) ?
Zn1 O1 3_666 2.092(4) ?
Zn1 N1 3_666 2.107(4) ?
Zn1 N1 . 2.107(4) ?
Zn1 O1w 3_666 2.158(4) ?
Zn1 O1w . 2.158(4) ?
O1 C1 . 1.262(6) ?
O2 C1 . 1.242(6) ?
O3 N4 . 1.250(6) ?
O4 N4 . 1.232(7) ?
O5 N4 . 1.240(6) ?
O1W H1W1 . 0.8200 ?
O1W H1W2 . 0.8200 ?
N1 C2 . 1.324(6) ?
N1 C5 . 1.346(7) ?
N2 C4 . 1.345(7) ?
N2 C3 . 1.353(7) ?
N2 H2 . 0.8800 ?
N3 C3 . 1.315(7) ?
N3 H31 . 0.8800 ?
N3 H32 . 0.8800 ?
C1 C2 . 1.517(7) ?
C2 C3 . 1.442(7) ?
C4 C5 . 1.362(8) ?
C4 H4 . 0.9300 ?
C5 H5 . 0.9300 ?
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
_geom_hbond_publ_flag
O1w H1w1 O1 2_646 0.82 2.17 2.895(5) 148 yes
O1w H1w2 O2 4_576 0.82 1.99 2.752(6) 154 yes
N2 H2 O3 . 0.88 1.86 2.703(6) 161 yes
N3 H31 O4 . 0.88 2.14 2.981(6) 161 yes
N3 H32 O5 2_755 0.88 2.33 2.994(7) 133 yes
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
N1 Zn1 O1 C1 3_666 . . . -176.2(4) ?
N1 Zn1 O1 C1 . . . . 3.8(4) ?
O1W Zn1 O1 C1 3_666 . . . -88.5(4) ?
O1W Zn1 O1 C1 . . . . 91.5(4) ?
O1 Zn1 N1 C2 . . . . -0.9(4) ?
O1 Zn1 N1 C2 3_666 . . . 179.1(4) ?
O1W Zn1 N1 C2 3_666 . . . 84.2(4) ?
O1W Zn1 N1 C2 . . . . -95.8(4) ?
O1 Zn1 N1 C5 . . . . 179.4(5) ?
O1 Zn1 N1 C5 3_666 . . . -0.6(5) ?
O1W Zn1 N1 C5 3_666 . . . -95.5(5) ?
O1W Zn1 N1 C5 . . . . 84.5(5) ?
Zn1 O1 C1 O2 . . . . 173.2(4) ?
Zn1 O1 C1 C2 . . . . -5.7(6) ?
C5 N1 C2 C3 . . . . 1.3(8) ?
Zn1 N1 C2 C3 . . . . -178.4(4) ?
C5 N1 C2 C1 . . . . 178.1(5) ?
Zn1 N1 C2 C1 . . . . -1.6(6) ?
O2 C1 C2 N1 . . . . -174.0(5) ?
O1 C1 C2 N1 . . . . 5.0(7) ?
O2 C1 C2 C3 . . . . 2.6(7) ?
O1 C1 C2 C3 . . . . -178.3(5) ?
C4 N2 C3 N3 . . . . -177.5(6) ?
C4 N2 C3 C2 . . . . 2.7(8) ?
N1 C2 C3 N3 . . . . 178.0(5) ?
C1 C2 C3 N3 . . . . 1.4(8) ?
N1 C2 C3 N2 . . . . -2.2(7) ?
C1 C2 C3 N2 . . . . -178.8(5) ?
C3 N2 C4 C5 . . . . -2.2(10) ?
C2 N1 C5 C4 . . . . -0.7(10) ?
Zn1 N1 C5 C4 . . . . 179.0(5) ?
N2 C4 C5 N1 . . . . 1.1(10) ?
