Vladimir Nesterov, PhD, New Mexico Highlands University, Las Vegas, NM, Michael J. Curley, Alabama A&M University, Research Faculty, Normal, AL, Sergey S. Sarkisov, Optical Technologies, LLC, Huntsville, AL, and Augustine Urbas, Air Force Research Laboratory, Wiright Patterson Air Force Base, OH.
Synthesis and X-ray structural investigations have been carried out for organic salts 2a-d that were obtained from 3,5-diarylidene-4-piperidones 1a-d, well known anticancer agents. It was found that under vigorous conditions compounds 1a-d protonate and form stable salts 2a-d. The structures of 2a-d were investigated by X-ray analysis. In the salts, the central piperidone heterocycle has a flattened boat conformation. In the dimethylamino and diethylamino substituents, the nitrogen atoms are protonated and have pyramidal configurations with substituents almost perpendicular to the Ph ring. The bond lengths C(Ph)-N are elongated up to 1.480-1.490 Å. All active H atoms in the cations form strong intermolecular H-bonds with chloride anions.

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