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Volume 67 
Part 2 
Pages o525-o526  
February 2011  

Received 18 January 2011
Accepted 24 January 2011
Online 29 January 2011

Key indicators
Single-crystal X-ray study
T = 150 K
Mean [sigma](C-C) = 0.002 Å
R = 0.036
wR = 0.097
Data-to-parameter ratio = 13.8
Details
Open access

2-Amino-3-carboxypyrazin-1-ium nitrate monohydrate

aLaboratoire de Chimie Appliquée et Technologie des Matériaux, Université Larbi Ben M'Hidi, 04000 Oum El Bouaghi, Algeria,bDépartement Sciences de la Matière, Faculté des Sciences Exactes et Sciences de la Nature et de la Vie, Université Larbi Ben M'hidi, 04000 Oum El Bouaghi, Algeria,cUnité de Recherche de Chimie de l'Environnement et Moléculaire Structurale, CHEMS, Faculté des Sciences Exactes, Université Mentouri Constantine 25000, Algeria, and dCentre de Difractométrie X, UMR 6226 CNRS Unité Sciences Chimiques de Rennes, Université de Rennes I, 263 Avenue du général Leclerc, 35042 Rennes, France
Correspondence e-mail: fadilaber@yahoo.fr

In crystal structure of the title compound, C5H6N3O2+·NO3-·H2O, intermolecular N-H...O, O-H...N and O-H...O hydrogen bonds link the cations, anions and water molecules into ribbons extending in [[\overline{1}]10]. Weak intermolecular C-H...O hydrogen bonds further link these ribbons into sheets parallel to ([\overline{1}][\overline{1}]3).

Related literature

For similar compounds, see: Berrah et al. (2005a[Berrah, F., Benali-Cherif, N. & Lamraoui, H. (2005a). Acta Cryst. E61, o1517-o1519.],b[Berrah, F., Lamraoui, H. & Benali-Cherif, N. (2005b). Acta Cryst. E61, o210-o212.]); Bouacida et al. (2005,[Bouacida, S., Merazig, H., Beghidja, A. & Beghidja, C. (2005). Acta Cryst. E61, m1153-m1155.] 2009[Bouacida, S., Belhouas, R., Kechout, H., Merazig, H. & Bénard-Rocherullé, P. (2009). Acta Cryst. E65, o628-o629.]); Dobson & Gerkin (1996[Dobson, A. J. & Gerkin, R. E. (1996). Acta Cryst. C52, 1512-1514.]). For hydrogen-bond graph-set motifs, see: Etter et al. (1990[Etter, M. C., MacDonald, J. C. & Bernstein, J. (1990). Acta Cryst. B46, 256-262.]); Bernstein et al. (1995[Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.]).

[Scheme 1]

Experimental

Crystal data
  • C5H6N3O2+·NO3-·H2O

  • Mr = 220.15

  • Triclinic, [P \overline 1]

  • a = 5.1277 (4) Å

  • b = 7.6368 (6) Å

  • c = 12.1571 (10) Å

  • [alpha] = 97.872 (3)°

  • [beta] = 100.588 (3)°

  • [gamma] = 106.194 (3)°

  • V = 440.37 (6) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.15 mm-1

  • T = 150 K

  • 0.58 × 0.49 × 0.42 mm

Data collection
  • Bruker APEXII diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2002[Sheldrick, G. M. (2002). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA]) Tmin = 0.773, Tmax = 0.938

  • 5333 measured reflections

  • 1967 independent reflections

  • 1693 reflections with I > 2[sigma](I)

  • Rint = 0.028

Refinement
  • R[F2 > 2[sigma](F2)] = 0.036

  • wR(F2) = 0.097

  • S = 1.03

  • 1967 reflections

  • 143 parameters

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.36 e Å-3

  • [Delta][rho]min = -0.25 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1...O1Wi 0.84 1.69 2.5233 (17) 168
O1W-H1W...O5ii 0.80 (3) 1.93 (3) 2.7152 (18) 167 (3)
O1W-H2W...O1 0.88 (3) 2.39 (3) 2.8825 (19) 116 (2)
O1W-H2W...N4 0.88 (3) 1.99 (3) 2.8566 (18) 170 (2)
N2-H2A...O5 0.88 2.01 2.8549 (17) 161
N2-H2B...O2 0.88 2.08 2.7163 (17) 128
N2-H2B...O2iii 0.88 2.20 2.9125 (18) 137
N3-H3...O4 0.88 1.91 2.7825 (16) 174
C4-H4A...O4iv 0.95 2.24 3.1818 (17) 169
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) x+1, y-1, z; (iii) -x, -y+2, -z+1; (iv) -x+2, -y+3, -z+2.

Data collection: APEX2 (Bruker, 2001[Bruker (2001). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2001[Bruker (2001). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SIR2002 (Burla et al., 2003[Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.]); program(s) used to refine structure: SHELXL97 (Sheldrick,2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]) and DIAMOND (Brandenburg & Berndt, 2001[Brandenburg, K. & Berndt, M. (2001). DIAMOND. Crystal Impact, Bonn, Germany.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV5043 ).


Acknowledgements

We are grateful to the LCATM Laboratory, Université Larbi Ben M'Hidi, Oum El Bouaghi, Algeria, for financial support.

References

Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.  [CrossRef] [ChemPort] [ISI]
Berrah, F., Benali-Cherif, N. & Lamraoui, H. (2005a). Acta Cryst. E61, o1517-o1519.  [CrossRef] [details]
Berrah, F., Lamraoui, H. & Benali-Cherif, N. (2005b). Acta Cryst. E61, o210-o212.  [CrossRef] [details]
Bouacida, S., Belhouas, R., Kechout, H., Merazig, H. & Bénard-Rocherullé, P. (2009). Acta Cryst. E65, o628-o629.  [CSD] [CrossRef] [details]
Bouacida, S., Merazig, H., Beghidja, A. & Beghidja, C. (2005). Acta Cryst. E61, m1153-m1155.  [CSD] [CrossRef] [details]
Brandenburg, K. & Berndt, M. (2001). DIAMOND. Crystal Impact, Bonn, Germany.
Bruker (2001). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.  [ISI] [CrossRef] [ChemPort] [details]
Dobson, A. J. & Gerkin, R. E. (1996). Acta Cryst. C52, 1512-1514.  [CrossRef] [details]
Etter, M. C., MacDonald, J. C. & Bernstein, J. (1990). Acta Cryst. B46, 256-262.  [CrossRef] [ISI] [details]
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  [CrossRef] [details]
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.  [CrossRef] [ChemPort] [details]
Sheldrick, G. M. (2002). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2011). E67, o525-o526   [ doi:10.1107/S1600536811003126 ]

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