N-[2-(5-bromo-2-chloro-pyrimidin-4-yl)thio)-4-methoxy-phenyl]-4-chlorobenzenesulfonamide: The existence of H-bond and halogen bond interactions assisted supramolecular architecture – A quantum chemical investigation

Abstract

Different types of noncovalent interactions like hydrogen bond and halogen bond are analyzed for the pyrimidine containing sulfonamide derivative. Detailed structural, noncovalent, halogen interactions present in the title compound has been investigated by the single crystal X-ray diffraction study. The compound is crystallized in the triclinic crystal system with the space group P1¯.The crystal structure analysis revealed that various N-H...N, N-H...S, C-H...N, and C-H...O interactions are responsible for crystal packing. The different components are connected by a network of hydrogen bonds and halogen...halogen interactions. Also, The Hirshfeld surface analysis were done to validate the interactions quantitatively. The results obtained from ab initio calculations described herein reveal a major contribution from the electrostatic interaction on the stability of the systems considered. Beside the electrostatic interaction, the charge-transfer force and the second-order orbital interaction also play an important role in the formation of the title molecule, as suggested by the NBO analysis. The presence of halogen bonds in the molecule has been identified in terms of the QTAIM and NCI analyses, and several linear relationships have been established to provide more insight into halogen bonding interactions.