Aminoguanidinium and Diaminoguanidinium As Adaptive Cationic Building Blocks in Guanidinium–Organosulfonatecrystalline Superstructures

Abstract

Aminoguanidinium and diaminoguanidinium are used as adaptive cationic building blocks together with different organosulfonate anions in order to generate crystalline supramolecular architectures. Compared to the “classical” organosulfonate–guanidinium structures, these compounds offer new H-bonding motifs and architectures while crystallizing with similar ease. Furthermore, (di)aminoguanidinium cations possess structural adaptability of H-bonding interactional patterns, not observed with guanidinium, as a function of the ratio of available H-bond donor and acceptor groups. More precisely, aminoguanidinium cation can act both as H-bond donor and acceptor via amino groups by forming R22(10) dimers, depending on the availability of H-bond acceptors in the sulfonate constituent. When the available H-bond acceptors are too few, aminoguanidinium forms R22(10) dimers. The same type of dimer was observed for diaminoguanidinium.