Structure of new derivatives of perhydropyrimidine-2-ones and intermolecular interactions in their crystals

Abstract

Six new derivatives of perhydropyrimidine-2-ones obtained in a three-component system of urea, aromatic aldehydes, and dichloromethylacetylbenzoylmethanes are studied by single crystal X-ray diffraction. The molecules have three chiral centers, but out of four possible diastereomeric pairs for each of the compounds, crystals of only one diastereomer are obtained. Moreover, four of them crystallize as true racemates, and two as racemic conglomerates. Crystals of five compounds are solvates with solvents of different nature (water, acetonitrile, dimethylformamide, dimethylsulfoxide). Crystals of the compounds are stabilized by both classical hydrogen bonds of N–H⋯O and O–H⋯O types and interactions of the С–H⋯O type.