Synthesis, Crystal Structure, Hirshfeld Surface Analysis and Computational Study of Hydrazone Derivative of 5,5-dimethylcyclohexane-1,3-dione

Abstract

The diazotization reaction of p-fluoroaniline from aromatic amines with 5,5-dimethylcyclohexane-1,3-dione was studied, as a result 2-(2-(p-fluorophenyl)hydrazone)-5,5-dimethylcyclohexane-1,3-dione (FHDCD) was synthesized and its structure was confirmed by single crystal X-ray diffraction (XRD) technique. The crystal packing was governed by various intermolecular interactions which was inspected by Hirshfeld surface analysis. 2D fingerprint plots were formed to find the contact that has most significant contribution in crystal packing. Enrichment ratio was calculated in order to find the contact that has highest propensity to form crystal packing interaction. Void analysis was carried out to predict the mechanical response of the crystal. Moreover, interaction energy calculations were performed at HF/3-21G electron density model to further inspect the supramolecular assembly of the crystal.