2-Carboxy-1-phenylethanaminium nitrate

In the title salt, C9H12NO2 +·NO3 −, the cation and anion are linked by a bifurcated N—H⋯(O,O) hydrogen bond. The crystal packing is stabilized by intermolecular N—H⋯O, O—H⋯O and C—H⋯O hydrogen bonds, which connect neighbouring cations and anions, resulting in a two-dimensional network.

In the title salt, C 9 H 12 NO 2 + ÁNO 3 À , the cation and anion are linked by a bifurcated N-HÁ Á Á(O,O) hydrogen bond. The crystal packing is stabilized by intermolecular N-HÁ Á ÁO, O-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds, which connect neighbouring cations and anions, resulting in a two-dimensional network.
The title compound C 9 H 12 NO 2 + .NO 3 exists as two independent ions linked by bifurcated N-H···O hydrogen bonds ( Fig. 1). The crystal structure is stabilized by intermolecular N-H···O, O-H···O and C-H ···O hydrogen bonds (Table 1) which connect neighbouring cations and anions, resulting in a two-dimensional network (Fig. 2).

Experimental
Benzaldehyde (1.59 g, 15 mmol), malonic acid (2.5 g, 24 mmol) and ammonium acetate (3.0 g, 39 mmol) were added in a flask under nitrogen and refluxed for 24 h yielding a white precipitate. After cooling to room temperature, the solution was filtered to yield 3-3mino-3-phenylpropionic acid. This was dissolved in ethanol and nitric acid. After slowly evaporating over a period of 5 d, colorless prism-like crystals of the title compound, suitable for X-ray diffraction experiments were isolated.

Refinement
Positional parameters of all the H atoms were calculated geometrically and were allowed to ride on the C, N atoms to which they are bonded, with C-H = 0.93 to 1.00 Å, U iso (H) = 1.2 U eq (C), N-H = 0.88 Å, U iso (H)= 1.5 U eq (N).
Figures Fig. 1. The asymmetric unit of the title compound, with displacement ellipsoids drawn at the 30% probability level. Intramolecular hydrogen bonds are drawn as a dashed lines.

Special details
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.