Comprehensive study on the topological properties of 5-Amino-2-Methyl Benzene Sulfonamide involving inter and intra molecular hydrogen bonds

• Published in: Journal of molecular structure 2020-02, Vol.1201, p.127208, Article 127208
• Main Authors: Anzline, C., Sivakumar, P., Israel, S., Sujatha, K.
• Format: Article
• Language: English
• Subjects: AIM analysis; Hirshfeld surface analysis; Intra molecular hydrogen bonds; Quasi rings
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2019.127208

Density functional calculations with Becke’s three parameter hybrid method using the correlation functional of Lee, Yang and Parr were carried out for the molecule 5-Amino-2-Methyl Benzene Sulfonamide with 6-311G++(d,p) basis set. Attention has been paid to explain one of the most fascinating observation of C–H⋯O and C–H⋯N intra molecular hydrogen bonds. Effect of C–H⋯O hydrogen bond interactions on the C–H bond length was analyzed. The network of inter and intra molecular hydrogen bonds was systematically investigated. Bader’s AIM theory was used to perform the topological study of electron density. Criteria for hydrogen bonding are comprehensively reviewed for each hydrogen bond revealed, and the concept of improper blue shift hydrogen bonding is addressed. [Display omitted] •DFT is used for the estimation of optimized structure and theoretical charge density.•Inter and Intra molecular hydrogen bonds were analyzed using AIM theory.•MESP is mapped to identify the nucleophillic and electrophillic regions.•Blue shift observed in the IR spectrum confirms the existence of intra molecular hydrogen bond.•Multipole analysis is done for the refinement of population parameters.