Oruganti, M.Khade, P.Das, U.K.Trivedi, D.R.2020-03-312020-03-312016RSC Advances, 2016, Vol.6, 19, pp.15868-15876https://idr.nitk.ac.in/handle/123456789/13381A series of two salts of isoniazid and two cocrystals of its Schiff base have been synthesised and characterized using FT-IR, 1H-NMR, DSC, XRPD and SCXRD. The crystal structures with 2,5-dihydroxybenzoic acid, 2,6-dihydroxy benzoic acid, 3-aminobenzoic acid and o-phthalic acid have been deduced. In all complexes the involvement of pyridine N (proton transfer/robust synthon) is noticed. The unit cell similarity index was calculated between two cocrystals (N-(propan-2-ylidene)isonicotinohydrazide) (2,5-dihydroxybenzoic acid) and (3-aminobenozic acid) (N-(propan-2-ylidene)isonicotinohydrazide). Furthermore, the index was compared with the reported complexes and it was found to be close to zero indicating isostructurality. The correlation between the NPyr-H?O (acid) hydrogen bond distance for the reported cocrystals and their corresponding pKa values has been deduced and validated. The Royal Society of Chemistry 2016.The hierarchies of hydrogen bonds in salts/cocrystals of isoniazid and its Schiff base - A case studyArticle