Guest-Induced Supramolecular Isomerism and Chirality of Brucine Inclusion Crystals with Aliphatic Alcohols: A Hierarchical Interpretation

Abstract

Abstract Cocrystallization of brucine with a series of aliphatic alcohols was systematically investigated to understand molecular recognition through supramolecular isomerism and chirality. Guest-induced supramolecular isomers of brucine were obtained by cocrystallization and were categorized into three structural types based on the common 21 helical tape-like assemblies. These supramolecular isomers were elucidated from the molecular structures on the basis of qualitative hierarchical structural analysis through supramolecular chirality. Moreover, it was found that the supramolecular isomerization occurred depending on the size of the guest molecules. This dependence was clearly evaluated on the relationship between the volume of the guest molecules and the packing coefficient of the void spaces in the host cavities.