Received 6 June 2013
In the title salt, C6H9N2+·C7H5O3-, the anion is essentially planar, with a dihedral angle of 2.72 (17)° between the benzene ring and the carboxylate group. In the crystal, the anions are connected by O-HO hydrogen bonds, forming a 41 helical chain along the c axis. The protonated N atom and the 2-amino group of the cation are hydrogen bonded to the carboxylate O atoms of the anion via a pair of N-HO hydrogen bonds with an R22(8) ring motif. The ion pairs are further connected via another N-HO hydrogen bond, resulting in a three-dimensional network.
For the role of hydrogen bonding in crystal engineering, see: Goswami & Ghosh (1997); Goswami et al. (1998); Lehn (1992). For related structures, see: Kvick & Noordik (1977). For hydrogen-bond motifs, see: Bernstein et al. (1995). For bond-length data, see: Allen et al. (1987). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986).
Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IS5282 ).
The authors thank the Malaysian Government and Universiti Sains Malaysia (USM) for the research facilities and USM Short Term Grant, No. 304/PFIZIK/6312078 to conduct this work. KT thanks the Academy of Sciences for the Developing World and USM for the TWAS-USM fellowship.
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