2-Carboxy-anilinium bromide monohydrate

Abstract

The title compound, C(7)H(8)NO(2) (+)·Br(-)·H(2)O, is isomorphous with 2-carboxy-anilinium chloride monohydrate and contains an intra-molecular N-H⋯O hydrogen bond, forming an S(6) motif. The main inter-molecular inter-actions are of the N-H⋯O/Br and O-H⋯O/Br types. Hydrogen-bonding dimers are formed via the carboxyl groups and the uncoordinated water mol-ecule, with centrosymmetric R(4) (4)(12) ring motifs, in tandem with centrosymmetric R(8) (4)(16) ring motifs formed by the cations and bromide anions. The hydrogen-bonded ring motifs inter-sect, forming chains with graph-set motif C(4) (3)(10) extending along the a axis. These form a two-dimensional hydrogen-bonded network in (101) which is extended along [010] through N-H⋯Br hydrogen bonds. Hydro-philic layers are generated at z = 0 and 1/2 which are sandwiched between alternate hydro-phobic layers across z = 1/4 and 3/4.

Fig. 1.

A view of the asymmetric unit of the title compound with the atom labelling scheme. Displacement ellipsoids are drawn at the 50% probability level and H atoms are shown as small spheres of arbitrary radii. Hydrogen bonds are shown as double dashed lines.

Fig. 2.

A Packing diagram of (I) viewed along the b axis; Hydrogen bonds are shown as dashed lines. The N1—H1A···Br1(1/2 - x,3/2 - y, -z) H-bond is not shown to avoid overlapping with another N—H···Br bond.

Fig. 3.

A view of the hydrogen-bonding motifs. Hydrogen bonds are shown as dashed lines.