Crystallographic and DFT study of novel dimethoxybenzene derivatives

Abstract Dimethoxybenzene derivatives are versatile compounds with significant pharmaceutical applications. This study investigates the synthesis of two dimethoxybenzene derivatives, focusing on their structural, electronic, and intermolecular interaction properties. Crystallographic analysis showed...

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Main Authors: Nancy N. Elewa, Ahmed F. Mabied
Format: Article
Language:English
Published: BMC 2025-05-01
Series:BMC Chemistry
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Online Access:https://doi.org/10.1186/s13065-025-01496-0
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author Nancy N. Elewa
Ahmed F. Mabied
author_facet Nancy N. Elewa
Ahmed F. Mabied
author_sort Nancy N. Elewa
collection DOAJ
description Abstract Dimethoxybenzene derivatives are versatile compounds with significant pharmaceutical applications. This study investigates the synthesis of two dimethoxybenzene derivatives, focusing on their structural, electronic, and intermolecular interaction properties. Crystallographic analysis showed that the compounds crystallize in the monoclinic system, with planar phenyls, stabilizing their structures by hydrogen bonds and intermolecular interactions. Density Functional Theory (DFT) calculations were employed to analyze electronic properties, including HOMO and LUMO energy levels, energy gaps (Eg), and molecular electrostatic potentials (MEPs). The study compared (PBE) DFT functional to hybrid functionals PBE0 and B3LYP. The most time-efficient calculation was PBE; however, the one with the lowest total energy was the hybrid functional B3LYP, as the energies were − 172,318.3710 eV and − 33,332.8726 eV for compounds 1 and 2, respectively. The basis set Def2-TZVP produced the lowest energy but required more computation than 6-311G(d,p). The compounds' energy gaps, hardness, and softness values demonstrated their thermodynamic stability, which is particularly advantageous for pharmaceutical applications. The MEPs revealed compound 2 was more electrophilic and a hydrogen bond donor, while compound 1 was more nucleophilic and a strong hydrogen bond acceptor. The study highlights the significance of dimethoxybenzene derivatives as therapeutic materials, paving the way for further research on their various applications.
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spelling doaj-art-c4b2e272a2c14d43932ddd4efa079cf42025-08-20T02:32:00ZengBMCBMC Chemistry2661-801X2025-05-0119111710.1186/s13065-025-01496-0Crystallographic and DFT study of novel dimethoxybenzene derivativesNancy N. Elewa0Ahmed F. Mabied1Physics Department, Faculty of Science, Ain Shams UniversityX-Ray Crystallography Lab, Solid State Physics Department, National Research CentreAbstract Dimethoxybenzene derivatives are versatile compounds with significant pharmaceutical applications. This study investigates the synthesis of two dimethoxybenzene derivatives, focusing on their structural, electronic, and intermolecular interaction properties. Crystallographic analysis showed that the compounds crystallize in the monoclinic system, with planar phenyls, stabilizing their structures by hydrogen bonds and intermolecular interactions. Density Functional Theory (DFT) calculations were employed to analyze electronic properties, including HOMO and LUMO energy levels, energy gaps (Eg), and molecular electrostatic potentials (MEPs). The study compared (PBE) DFT functional to hybrid functionals PBE0 and B3LYP. The most time-efficient calculation was PBE; however, the one with the lowest total energy was the hybrid functional B3LYP, as the energies were − 172,318.3710 eV and − 33,332.8726 eV for compounds 1 and 2, respectively. The basis set Def2-TZVP produced the lowest energy but required more computation than 6-311G(d,p). The compounds' energy gaps, hardness, and softness values demonstrated their thermodynamic stability, which is particularly advantageous for pharmaceutical applications. The MEPs revealed compound 2 was more electrophilic and a hydrogen bond donor, while compound 1 was more nucleophilic and a strong hydrogen bond acceptor. The study highlights the significance of dimethoxybenzene derivatives as therapeutic materials, paving the way for further research on their various applications.https://doi.org/10.1186/s13065-025-01496-0DimethoxybenzeneBioactivityCrystal structureHirshfeld analysisDFT
spellingShingle Nancy N. Elewa
Ahmed F. Mabied
Crystallographic and DFT study of novel dimethoxybenzene derivatives
BMC Chemistry
Dimethoxybenzene
Bioactivity
Crystal structure
Hirshfeld analysis
DFT
title Crystallographic and DFT study of novel dimethoxybenzene derivatives
title_full Crystallographic and DFT study of novel dimethoxybenzene derivatives
title_fullStr Crystallographic and DFT study of novel dimethoxybenzene derivatives
title_full_unstemmed Crystallographic and DFT study of novel dimethoxybenzene derivatives
title_short Crystallographic and DFT study of novel dimethoxybenzene derivatives
title_sort crystallographic and dft study of novel dimethoxybenzene derivatives
topic Dimethoxybenzene
Bioactivity
Crystal structure
Hirshfeld analysis
DFT
url https://doi.org/10.1186/s13065-025-01496-0
work_keys_str_mv AT nancynelewa crystallographicanddftstudyofnoveldimethoxybenzenederivatives
AT ahmedfmabied crystallographicanddftstudyofnoveldimethoxybenzenederivatives