Crystal structure of 4-carbamoylpyridinium chloride

The hydrochloride salt of isonicotinamide, C6H7N2O+center dot Cl-, has been synthesized from a dilute solution of hydrochloric acid in acetonitrile. The compound displays monoclinic symmetry (space group C2/c) at 150 K, similar to the related hydrochloride salt of nicotinamide. The asymmetric unit contains one protonated isonicotinamide molecule and a chloride anion. An array of hydrogen-bonding interactions, including a peculiar bifurcated pyridinium-chloride interaction, results in linear chains running almost perpendicularly in the [150] and [1 (5) over bar0] directions within the structure. A description of the hydrogen-bonding network and comparison with similar compounds are presented.