Structural and spectroscopic studies of the adducts of quinuclidine and 3,5-dinitrobenzoic acid

Two types of adducts of quinuclidine with 3,5-dinitrobenzoic acid, namely quinuclidinium-3,5-dinitrobenzoate and quinuclidinium-3,5- dinitrobenzoate-3,5-dinitrobenzoic acid have been prepared. Their structures were analyzed using X-ray diffraction, FT-IR and 1H NMR spectroscopic methods. In both adducts, there is an H atom transferred from the acid to the quinuclidine N atom creating an ionic pair consisting of the quinuclidinium cation and the 3,5-dinitrobenzoate anion. The Nþ–H bond acts as a hydrogen bond donor, whereas the carboxylate group acts as hydrogen bond acceptors. q 2003 Elsevier B.V. All rights reserved.