Synthesis, Crystal Structure, Hirshfeld Surface, Energy Framework and Molecular Docking Analysis of Two Novel Carbazole Derivatives

Abstract

Carbazole derivatives are important compounds from medicinal point of view because of their widespread biological significance. In the present work two compounds 7-(4-chlorophenyl)-5-methyl- 12-(phenylsulfonyl)-12H-naphtho[1,2-b]carbazole (I) and 7-ethyl-5-methyl-12-(phenylsulfonyl)-12Hnaphtho[ 1,2-b]carbazole (II) have been synthesized and characterized by XRD, Hirshfeld surface, energy framework and docking analysis. Single crystal X-ray diffraction analysis shows that the compound I crystallizes in monoclinic system with space group P21/n whereas compound II crystallizes in triclinic with space group P-1. In both compounds there are two intramolecular C-H···O hydrogen bonds, which generates two S (6) ring motifs. The crystal packing is stabilized through weak C-H···O and C-H···Cl interactions. The molecules also features C-H···π interactions. The intermolecular interactions of both compounds were analyzed using Hirshfeld surface analysis and two dimensional fingerprint plots, which was confirmed by the XRD data. Energy frameworks were used to calculate the intermolecular interaction energies and their distribution over the crystal structure. Molecular docking studies show that the compounds exhibits antitumor activity.