Synthesis, Crystal structure, DFT calculations and Antimicrobial activity of 4-(4-Fluoro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester

Parthasarathi, D.; PADUSHA, M. SYED ALI; Suganya, S.; Kumaradhas, P.; M Howari, Fares; Nazzal, Yousef; Madathil Xavier, Cijo; Meera Moydeen, A.; M. Sajith, Ayyiliath

doi:10.21608/ejchem.2021.74007.3667

Synthesis, Crystal structure, DFT calculations and Antimicrobial activity of 4-(4-Fluoro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester

Document Type : Original Article

Authors

¹ Post Graduate and Research Department of Chemistry, Jamal Mohamed College, (Autonomous), Affiliated to Bharathidasan University, Tiruchirappalli, Tamilnadu,620 020, India

² Post Graduate and Research Department of Chemistry, Jamal Mohamed College, Bharathidasan University, Tiruchirappalli, Tamilnadu,620 020, India

³ Laboratory of X-Ray Crystallography and Computational Molecular biology, Department of Physics, Periyar University, Salem-636 01, India

⁴ College of Natural and Health Sciences, Zayed University, Abudhabi, P.O. 144534, United Arab Emirates

⁵ Department of Chemistry, College of Science, King Saud University, Riyadh 11451, Saudi Arabia

⁶ Ortin laboratories Pvt.Ltd, Malkapur Village, Choutuppal Mandal, Hyderabad, Telengana-508252, India

10.21608/ejchem.2021.74007.3667

Abstract

The title compound was synthesized and confirmed by FT-IR, 1H, 13C NMR analysis. The molecular structure of the compound was precisely determined by Single Crystal X-ray Diffraction (SC-XRD) analysis. The crystallized compound shows P21/C & monoclinic crystal system with cell parameters a = 9.7768 (5), b = 7.4005(3) and c = 24.8099 (12), β=93.734(2)°.The structural and electronic properties of the compound were carried out by Density Functional Theory (DFT) calculations. The compound exhibited H-bonding between N1-H1A-----O1 with bond distance 2.98(7) A°).The energy gap Egap 4.53eV and Egap= 4.34eV for crystal and DFT method respectively. The molecular orbitals energies were studied through Highest Unoccupied Molecular Orbital (HOMO) and Lowest Unoccupied Molecular Orbital (LUMO) analysis. The softness and hardness of the molecule was studied through Global Chemical Reactivity Descriptors (GCRD). The electrophilic and nucleophilic characters were studied through Molecular Electrostatic Potential (MEP) studies. The anti-microbial studies were carried out by in-vitro method against 6 microorganisms.

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