Investigation of the crystal structures of N-(4-fluorobenzoyl)benzenesulfonamide and N-(4-fluoro-benzoyl)-4-methylbenzenesulfonamide.

Suchetan, Parameshwar Adimule; Sreenivasa, Swamy; Srivishnu, Kalavala Shivaprakash; Lakshmikantha, Hanumanahalli Nagaraju; Supriya, Gundagallu Madanagopalareddy; Naveen, Shivalingegowda; Lokanath, Neratur Krishnappagowda

The crystal structures of two closely related compounds, namely, N-(4-fluorobenzoyl)-benzenesulfonamide (I) and N-(4-fluorobenzoyl)-4-methylbenzenesulfonamide (II) are investigated by analysing the packing patterns and intermolecular interactions, and also by Hirshfeld surface analysis. The crystal structure of each of (I) and (II) displays a two-dimensional architecture. Hirshfeld surfaces comprising dnorm surface and 2D fingerprint plots were analysed for both molecules in order to understand the relationship between the crystal structures. The analysis shows that the lengths of the observed hydrogen bonds and other intermolecular interactions in (II) are relatively shorter than those observed in (I). Further, the analysis demonstrates the predominant participation of the sulfonyl-O atom and the carbonyl-O atom as the hydrogen bond acceptors in (I) and (II), respectively.

CRYSTAL structure; HYDROGEN bonding; INTERMOLECULAR interactions; SULFONAMIDES; BENZENESULFONAMIDES

Zeitschrift für Kristallographie. Crystalline Materials, 2015, Vol 230, Issue 8, p543

2194-4946

Academic Journal

10.1515/zkri-2014-1832