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The crystal structures of the 1 : 1 proton-transfer compounds of isonipecotamide (piperidine-4-carboxamide) with the monocyclic heteroaromatic carboxylic acids, isonicotinic acid, picolinic acid, dipicolinic acid and pyrazine-2,3-dicarboxylic acid have been determined at 200 K and their hydrogen-bonding patterns examined. The compounds are respectively anhydrous 4-carbamoylpiperidinium pyridine-4-carboxylate ( 1 ), the partial hydrate 4-carbamoylpiperidinium pyridine-2-carboxylate 0.25 water ( 2 ), the solvate 4-carbamoylpiperidinium 6-carboxypyridine-2-carboxylate methanol monosolvate ( 3 ), and anhydrous 4-carbamoylpiperidinium 3-carboxypyrazine-2-carboxylate ( 4 ).

Hydrogen-bonding in the structures of the 1 : 1 salts of isonipecotamide with a set of four polyfunctional monocyclic heteroaromatic carboxylic acids