CRYSTAL AND MOLECULAR-STRUCTURE OF 2-PHENYLSPARTEINE PERCHLORATE

The structure of the title compound has been solved: it comprises two ionic components. The cation skeleton is built of two quinolizidine moieties with a trans A/B and a cis C/D configuration. All four heterocyclic rings adopt a chair conformation. Owing to an N(16) protonation, an intramolecular hydrogen bond has been formed with an N(1) ... N+(16) distance of 2.742(4) angstrom. The protonation and subsequent hydrogen-bond formation are the main factors that cause an inversion of the N(16) configuration. The phenyl substituent at C(2) has weakened the intramolecular hydrogen bond in comparison with that of the 2-methylsparteine cation. The ClO4- anions are disordered with occupancy factors of 0.70 and 0.30.