Exo double left right arrow Endo Isomerism, MEP/DFT, XRD/HSA-Interactions of 2,5-Dimethoxybenzaldehyde: Thermal, 1BNA-Docking, Optical, and TD-DFT Studies

Al-Zaqri, Nabil and Suleiman, Mohammed and Al-Ali, Anas and Alkanad, Khaled and Kumara, Karthik and Lokanath, Neartur K. and Zarrouk, Abdelkader and Alsalme, Ali and Alharthi, Fahad A. and Al-Taleb, Afnan and Alsyahi, Amjad and Warad, Ismail (2020) Exo double left right arrow Endo Isomerism, MEP/DFT, XRD/HSA-Interactions of 2,5-Dimethoxybenzaldehyde: Thermal, 1BNA-Docking, Optical, and TD-DFT Studies. molecules, 25 (24). ISSN 1420-3049

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Abstract

The exo double left right arrow endo isomerization of 2,5-dimethoxybenzaldehyde was theoretically studied by density functional theory (DFT) to examine its favored conformers via sp(2)-sp(2) single rotation. Both isomers were docked against 1BNA DNA to elucidate their binding ability, and the DFT-computed structural parameters results were matched with the X-ray diffraction (XRD) crystallographic parameters. XRD analysis showed that the exo-isomer was structurally favored and was also considered as the kinetically preferred isomer, while several hydrogen-bonding interactions detected in the crystal lattice by XRD were in good agreement with the Hirshfeld surface analysis calculations. The molecular electrostatic potential, Mulliken and natural population analysis charges, frontier molecular orbitals (HOMO/LUMO), and global reactivity descriptors quantum parameters were also determined at the B3LYP/6-311G(d,p) level of theory. The computed electronic calculations, i.e., TD-SCF/DFT, B3LYP-IR, NMR-DB, and GIAO-NMR, were compared to the experimental UV-Vis., optical energy gap, FTIR, and H-1-NMR, respectively. The thermal behavior of 2,5-dimethoxybenzaldehyde was also evaluated in an open atmosphere by a thermogravimetric-derivative thermogravimetric analysis, indicating its stability up to 95 degrees C.

Item Type: Article
Uncontrolled Keywords: exo⇔ endo isomerism; docking; density functional theory; thermal stability; X-ray diffraction; 2; 5-dimethoxybenzaldehyde
Subjects: D Physical Science > Physics
Divisions: Department of > Physics
Depositing User: Mr Umendra uom
Date Deposited: 01 Apr 2021 05:46
Last Modified: 01 Apr 2021 05:46
URI: http://eprints.uni-mysore.ac.in/id/eprint/15461

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