Glycine ethyl ester hydrochloride

In the crystal structure of the title compound, C4H10NO2 +·Cl− (systematic name: 3-ethoxy-3-oxopropan-1-aminium chloride), there are strong intermolecular N—H⋯Cl, C—H⋯Cl and C—H⋯O hydrogen-bonding interactions between the free chloride anion and the organic cation, resulting in a two-dimensional supramolecular network in the ab plane.


Experimental
Glycine ethyl ester hydrochloride (0.1 mmol, Sigma Aldrich at 99% purity) was dissolved methanol (20 ml) and gently heated under reflux for 1 h. After cooling the solution to ambient temperature, crystals suitable for single-crystal X-ray diffraction were grown by slow evaporation of the solvent after few days.

Refinement
Hydrogen atoms bound to nitrogen and carbon were located at their idealized positions and were included in the final structural model in riding-motion approximation with C-H = 0.98Å and N-H = 0.90 Å. The isotropic thermal displacement parameters for these atoms were fixed at 1.2 (for the -CH 2 -and -CH 3 group) or 1.5 (for the pendant -NH 3 + moieties) times U eq of the atom to which they are attached. Fig. 1. A view of the title compound with the atomic numbering scheme. Displacement ellipsoids were drawn at the 50% probability level.

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds supplementary materials sup-3 in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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.
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )