Supramolecular synthons in 4-chloroanilinium-5-sulfosalicylate monohydrate: In vitro antioxidant and antimicrobial studies

M.Rajkumar^a, K. Parameswaran^b, E. Suresh^c, A. Chandramohan^d

Solid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore-560012, India.

Abstract

An organic molecular salt hydrate crystal, 4-chloroanilinium-5-sulfosalicylate monohydrate (4CA5SSA) was obtained in 2:2:1 ratio. A proton of SO₃H group in 5-sulfosalicylic acid was transferred to nitrogen atom of 4-chloroaniline leading to form primary N- H…O hydrogen bonding in its crystal structure. R₂²(8) motif is also observed due to homo dimmer synthon of carboxylic acid. Further, the strong N-H…O and O-H…O hydrogen bonding interactions construct the supramolecular architecture whereas weak C- H…O hydrogen bonds play the dominant role in controlling the interactions between layers in 4CA5SSA salt hydrate. The thermal stability of title crystal was determined by TG/DTA thermogravimetric analysis. The in vitro antimicrobial activity of 4CA5SSA crystal was investigated against bacterial and fungal pathogens. The title compound was also evaluated for its in vitro antioxidant susceptibilities through DPPH radical scavenging methods.

Keywords: Crystal engineering, Supramolecular synthons, Organic salt hydrate, Antioxidant, Antimicrobial activity.