Supramolecular formation of large hydrogen-bonded rings in the structures of two amino acid derivatives

Abstract

Two new amino acid derivatives N-(2-oxopyrrolidin-1-ylmethyl)- l-valine (PMV) and N, N-bis(2-oxopyrrolidin-1-ylmethyl)-β-alanine (PMA) were synthesized and their structures were determined by single crystal X-ray crystallography. The geometry and conformation of both molecular aggregates and their hydrogen bond networks are not similar. In the PMV crystal structure, PMV and the solvent water molecule are linked by O–H⋯O intermolecular hydrogen bonds resulting in two ring motifs R 12 12(48) and R 4 4(22). A three-dimensional supramolecular structure is formed by hydrogen bonds N–H⋯O between the layers. In the PMA crystal structure, each water molecule connects three PMA molecules through O–H⋯O intermolecular hydrogen bonds, and a ring motif R 4 4(24) is formed in the structure. But there is no hydrogen bond interaction between the layers, in which van der Waals' interaction is involved only.