Supramolecular interactions and self-assembling in adducts of cymantrenecarboxylic acid with amino derivatives of five- and six-membered heterocyclic N-bases

The structures of eleven new derivatives of cymantrenecarboxylic acid with heterocyclic N-bases as well as with ethanolamine were characterized by X-ray analysis. Depending on the strength of the bases, the complexes are either ionic salts in which the N atoms of the aromatic ring are protonated, or supramolecular adducts in which the carboxylic acid protons form hydrogen bonds. In the structures of compounds, the various supramolecular interactions take place due both to the specific geometry of the cymantrene fragment and to the geometry of the N-base. It was shown that the location of the H-bond donor and acceptor fragments of the base molecules is a factor determining the self-assembly. The crystal structure of the triclinic modification of cymantrenecarboxylic acid was described for the first time. (C) 2019 Elsevier B.V. All rights reserved.