(2S,4S)-3-Acryloyl-6-oxo-2-phenyl-perhydro-pyrimidine-4-carboxylic acid

Abstract

In the title compound, C(14)H(14)N(2)O(4), the central six-membered ring adopts a twisted boat conformation with the phenyl substituent occupying an orthogonal position [dihedral angle = 86.88 (11)°]. In the crystal, mol-ecules are linked by carboxylic acid-carbonyl O-H⋯O and amide-carbonyl N-H⋯O hydrogen bonds, forming a three-dimensional network.

Fig. 1.

Reaction scheme.

Fig. 2.

Molecular structure of (I), showing atom-labelling scheme and displacement ellipsoids at the 50% probability level.

Fig. 3.

Supramolecular chain aligned along the b axis mediated by O–H···O hydrogen bonds (orange dashed lines). Color code: oxygen, red; nitrogen, blue; carbon, grey; and hydrogen, green.

Fig. 4.

Supramolecular chain aligned along the c axis mediated by N–H···O hydrogen bonds (blue dashed lines). Color code: oxygen, red; nitrogen, blue; carbon, grey; and hydrogen, green.

Fig. 5.

Unit-cell contents viewed in projection down the c axis. The O–H···O and N–H···O hydrogen bonds are shown as orange and blue dashed lines, respectively.