dl-Asparaginium perchlorate

Abstract

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) (+)·ClO(4) (-), with a 1:1 cation-anion ratio. The structure is built up from asparginium cations and perchlorate anions. In the crystal, mol-ecules 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.

Fig. 1.

The asymmetric unit of of DL-asparaginium perchlorate, showing the crystallographic numbering scheme. Displacement ellipsoids are drawn at the 50% probability level and H atoms are shown as spheres of arbitrary radii.

Fig. 2.

A packing diagram for the title compound, viewed down the a axis, showing the double layers. Dashed lines indicate N—H···O, O—H···O and C—H···O hydrogen bonds

Fig. 3.

Part of the crystal structure, showing the aggregation of C22(6) motif via N—H···O hydrogen bonds. Atoms marked with a hash symbol (#), dollar sign ($), a percent sign (%), or a star (*) are at the symmetry positions (1 - x, 1 - y, 1 - z), (1/2 + x,1/2 - y, 1 - z), (1.5 - x, 1/2 + y, z), (1.5 - x, -1/2 + y, z) respectively.

Fig. 4.

Part of the crystal structure, showing the formation of a finite chaine D(4) and S(6) rings. Atoms marked with an hash symbol (#), are at the symmetry position (x, 1.5 - y,-1/2 + z).

Fig. 5.

Part of the crystal structure, showing the formation of R22(8) and R43(18) rings. Atoms marked with an ampersand (&), a hash symbol (#), dollar sign ($), or a star (*) are at the symmetry positions (1 - x, 1/2 + y, 1.5 - z), (1 - x, -1/2 + y, 1.5 - z), (-1/2 + x, y, 1.5 - z), (1/2 + x, y, 1.5 - z), respectively.

Fig. 6.

Part of the crystal structure, showing the formation of R88(32) rings. Atoms marked with a star (*), dollar sign ($), an ampersand (&), a hash symbol (#) are at the symmetry positions (1/2 + x, 1/2 - y, 1 - z), (1.5 - x, 1/2 + y, z), (-1/2 + x, y, 1.5 - z), (1/2 + x, y, 1.5 - z) respectively.