dl-Asparaginium perchlorate

Two enantiomeric counterparts (l- and d-asparginium cations related by glide planes) are present in the structure of the title compound, C4H9N2O3 +·ClO4 −, with a 1:1 cation–anion ratio. The structure is built up from asparginium cations and perchlorate anions. In the crystal, molecules assemble in double layers parallel to (100) through N—H⋯O, O—H⋯O and C—H⋯O hydrogen bonds. In the asparginium layers, hydrogen bonds generate alternating R 2 2(8) and R 4 3(18) graph-set motifs. Further hydrogen bonds involving the anions and cations result in the formation of a three-dimensional network.

Two enantiomeric counterparts (l-and d-asparginium cations related by glide planes) are present in the structure of the title compound, C 4 H 9 N 2 O 3 + ÁClO 4 À , with a 1:1 cation-anion ratio. The structure is built up from asparginium cations and perchlorate anions. In the crystal, molecules assemble in double layers parallel to (100) through N-HÁ Á ÁO, O-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds. In the asparginium layers, hydrogen bonds generate alternating R 2 2 (8) and R 4 3 (18) graphset motifs. Further hydrogen bonds involving the anions and cations result in the formation of a three-dimensional network.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: AT2865).

Comment
The asparagine is one of twenty natural amino acids the most common land. DL-asparagine has been used in growth-media for bacteria-growth such as Brucellae (Gerhardt & Wilson, 1948), Pseudomonas fluorescens (Palleroni et al., 1973) and lambda particles (Wagtendonk et al., 1963).
The asymmetric unit of (I) (  (Table 1) into three-dimensional hydrogen bonded double layers which run parallel to the (100) plane (Fig. 2). All ammonium H atoms are involved in hydrogen bonds, with three different perchlorate ions, while two anions accepts one hydrogen bond. These Two interactions link the anions and cations in to zigzag infinite chains along the [010] direction, which can be described by the graph-set motif C 2 2 (6) (Bernstein et al., 1995) (Fig. 3). The third anion participate in two centred hydrogen bonds with O(5) atom to form a finite chaine D(4). An intramolecular hydrogen bond is also observed between the α -amino group and the γ-carbonyl group with the graph-set motif S(6) (Fig. 4).
The carboxylic acid H and carbonyl O atoms participates respectively with a neighbouring cation through an O-H···O and N-H···O hydrogen bond. The combination of these hydrogen bonds generates an alternating noncentrosymmetric rings in two-dimensional network which can be described by the graph-set motif R 2 2 (8) and R 4 3 (18) (Fig. 5).