Crystal structure of methyl 4-(4-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate monohydrate

Abstract

The title hydrate, C13H14N2O4·H2O, crystallizes with two formula units in the asymmetric unit (Z′ = 2). The dihedral angles between the planes of the tetrahydropyrimidine ring and the 4-hydroxyphenyl ring and ester group are 86.78-(4) and 6.81-(6)°, respectively, for one molecule and 89.35-(4) and 3.02-(4)° for the other. In the crystal, the organic molecules form a dimer, linked by a pair of N - H⋯O hydrogen bonds. The hydroxy groups of the organic molecules donate O - H⋯O hydrogen bonds to water molecules. Further, the hydroxy group accepts N - H⋯O hydrogen bonds from amides whereas the water molecules donate O - H⋯O hydrogen bonds to the both the amide and ester carbonyl groups. Other weak interactions, including C - H⋯O, C - H⋯π and π-π, further consolidate the packing, generating a three-dimensional network.