Incisive analysis of hydrogen-bonded supramolecular architectures in designer polycyclitols: observation of some interesting self-assembly patterns

Abstract

An incisive analysis of C–H⋯O and O–H⋯O hydrogen-bonded patterns and their three-dimensional crystal packing networks in some polyoxygenated decalins, encountered during our quest for recently conceptualised and synthetically accessed polycyclitols, has revealed several distinctive motifs in their supramolecular architectures. The observed supramolecular packing motifs displayed significant variabilities, ranging from simple ribbon-like designs to fittingly organized columnar architectures, depending on the spatial disposition of oxyfunctionalisation patterns. The crucial role of the surrogate carbonate protecting group present in some of the intermediates has been studied by comparing the crystal packing in substrates with and without this functionality.