4-aminosalicylic acid - 4−acetylpyridine cocrystals: synthesis, crystal structure and hirshfeld surface analysis [Articol]

Abstract

A new cocrystal of pharmaceutically relevant 4-aminosalicylic acid (ASA) with 4−acetylpyridine (AP) was obtained by solvent co-crystallization from methanol and characterized. The ASA−AP binary product crystallizes in the monoclinic space group P21/n, with a = 7.032(2), b = 15.2527(19), c = 12.7106(14) Å; β = 105.48(2), V = 1313.8(4) Å3, Z = 4. The ASA and AP molecules are present in a 1:1 molar ratio in the asymmetric unit. Classical O−H•••N and non-classical C−H•••O hydrogen bonds stabilize the supramolecular architecture through the interplay of homomeric and heteromeric supramolecular motifs. The acid–pyridine O–H•••N hydrogen bond plays a key role in the formation of the supramolecular assembly. In addition, Hirshfeld surface analysis provides deeper insight into the distribution of intermolecular interactions in the cocrystal.