Synthesis, crystal structure, Hirschfeld surface analysis and biological activity prediction of N-(dimethoxyphosphoryl)-1-methylpyridinium-4-carboximidate

Abstract

N-(dimethoxyphosphoryl)-1-methylpyridinium-4-carboximidate, a new carbacylamidophosphate-type compound, was synthesized and characterized by means of IR, 1H and 31P NMR and UV-Vis spectroscopies and X-ray analysis. The molecule of the synthesized compound has triclinic (P-1) symmetry, displays monomeric motif in crystal and crystalizes as solvate containing methanol molecule, which is connected to carbacylamidophosphate molecule through O(2)H(5A)–O(5) hydrogen bond. Through – stacking interactions, the molecules of the synthesized compound are linked in the chain along the a crystallographic axis. Several other intermolecular bonds connect these chains along b and c crystallographic axes. The intermolecular interactions with HH and OH contacts prevail in the crystalline structure of N-(dimethoxyphosphoryl)-1-methylpyridinium-4-carboximidate, the contribution of planar stacking CC contacts being equal to 4.1%. The synthesized compound was found to be well soluble in water. By using computer program PASS, we established that the synthesized substance is likely can exhibit 18 types of biological activity in experiment.