Synthesis, single crystal X-ray, DFT, Hirshfeld surface and molecular docking studies of 9-(2,4-dichlorophenyl)-4a-hydroxy-tetramethyl-octahydro-1H-xanthene-1,8(2H)-dione

Abstract

The synthesis and crystal structures of a 9-(2,4-dichlorophenyl)-4a-hydroxy-tetramethyl-octahydro-1H-xanthene-1,8(2H)-dione are described (DCX). Single crystal X-ray diffraction was used to investigate the crystal, and the most stable optimised structure was identified using the B3LYP/6-311++G(d,p) basis set, followed by FTIR and NMR analysis. The titled molecule has been the subject of theoretical and experimental research (DCX). The optimal structure of the investigated chemical matches the results of the X-ray study. In addition, TD-DFT analysis was used to offer more light on the manner in which the electronic transitions determined in the UV–Vis spectra were calculated. The compound's Hirshfeld surface analyses were presented and debated. The Density Functional Theory (DFT) approach was used to accomplish the theoretical computations. Using the TD-DFT/6-311++G(d,p) approach, the estimated maximum wavelength (λ) absorbance and the band gap energy of DCX were derived for various solvents and compared to experimental results. For various solvents, chemical reactivity assessments, Molecular Electrostatic Potential (MEP) maps with surface area maps, and electron excitation investigations were performed. Aside from that, topological and atomic charge distribution analyses were discussed. Individual vibrational modes were used to complete the vibrational assignments, which were then compared to experimental data. The docking studies were used to look into the interactions of the ligand (DCX) with appropriate protein targets, indicating that DCX could be used as an anticancer and anti-inflammmetry drug. As a result of the current research, DCX may be considered a possible therapeutic molecule. In terms of geometric and spectroscopic parameters, the experimental and theoretical results were very similar.