ORBITAL INTERACTIONS AND STABILIZATION ENERGIES OF METHYL 5-6 DIHYDRO BENZO(H) QUINOLINE-4-CARBOXYLATE

Nihal Kuş

doi:10.20290/estubtdb.1015146

TR EN

ORBITAL INTERACTIONS AND STABILIZATION ENERGIES OF METHYL 5-6 DIHYDRO BENZO(H) QUINOLINE-4-CARBOXYLATE

Abstract

Quinolines are aromatic compounds consisting of benzene rings with a pyridine heterocyclic system. In this study, the structure and orbital interactions of the methyl 5-6 dihydro benzo(h) quinolone-4-carboxylate (MDQC) molecule, which is a quinoline derivative, were analyzed. In the calculation using the B3LYP/6-311++g(d,p) level, three conformers were found in the minimum energy state according to the O=C-O-C dihedral angle scan. The energy difference (deltaE+ZPV) between the conformers was calculated ca. 1.9 and 34.8 kJ mol-1, respectively. The relative stability of the conformers was explained using the natural bond orbital (NBO) method and performed. The Fock matrix equation calculated donor and acceptor pairs and orbital energies for NBO pairs for the most stable conformer (MDQC-1). Dominant orbital interactions of selected NBOs for MDQC-1 were calculated at the theory level B3LYP/6-311++g(d,p) and plotted. The molecular electrostatic potential (MEP) surfaces were calculated by the DFT/B3LYP/6-311++g(d,p) method and drawn. NBO charges were calculated for MDQC-1 and MDQC-2 and analyzed.

Keywords

Methyl 5-6 dihydro benzo(h) quinolone-4-carboxylate, NBO, Orbital interaction, Stabilization energy

Project Number

20ADP144

ORBITAL INTERACTIONS AND STABILIZATION ENERGIES OF METHYL 5-6 DIHYDRO BENZO(H) QUINOLINE-4-CARBOXYLATE

Abstract

Quinolines are aromatic compounds consisting of benzene rings with a pyridine heterocyclic system. In this study, the structure and orbital interactions of the methyl 5-6 dihydro benzo(h) quinolone-4-carboxylate (MDQC) molecule, which is a quinoline derivative, were analyzed. In the calculation using the B3LYP/6-311++g(d,p) level, three conformers were found in the minimum energy state according to the O=C-O-C dihedral angle scan. The energy difference (E+ZPV) between the conformers was calculated ca. 1.9 and 34.8 kJ mol-1, respectively. The relative stability of the conformers was explained using the natural bond orbital (NBO) method and performed. The Fock matrix equation calculated donor and acceptor pairs and orbital energies for NBO pairs for the most stable conformer (MDQC-1). Dominant orbital interactions of selected NBOs for MDQC-1 were calculated at the theory level B3LYP/6-311++g(d,p) and plotted. The molecular electrostatic potential (MEP) surfaces were calculated by the DFT/B3LYP/6-311++g(d,p) method and drawn. NBO charges were calculated for MDQC-1 and MDQC-2 and analyzed.

Keywords

Methyl 5-6 dihydro benzo(h) quinolone-4-carboxylate, NBO, Orbital interaction, Stabilization energy.

Supporting Institution

Eskisehir Technical University Commission of Research Project

Project Number

20ADP144

Thanks

This work was supported by the Eskisehir Technical University Commission of Research Project under grant no: 20ADP144.

References

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Details

Primary Language

English

Subjects

Engineering

Journal Section

Research Article

Authors

Nihal Kuş ^*
0000-0003-4162-7152
Türkiye

Publication Date

December 24, 2021

Submission Date

October 26, 2021

Acceptance Date

November 10, 2021

Published in Issue

Year 2021 Volume: 9 Number: Iconat Special Issue 2021

DOI

https://doi.org/10.20290/estubtdb.1015146

IZ

https://izlik.org/JA87KA27TW

APA

Kuş, N. (2021). ORBITAL INTERACTIONS AND STABILIZATION ENERGIES OF METHYL 5-6 DIHYDRO BENZO(H) QUINOLINE-4-CARBOXYLATE. Eskişehir Teknik Üniversitesi Bilim Ve Teknoloji Dergisi B - Teorik Bilimler, 9(Iconat Special Issue 2021), 74-84. https://doi.org/10.20290/estubtdb.1015146

AMA

1.Kuş N. ORBITAL INTERACTIONS AND STABILIZATION ENERGIES OF METHYL 5-6 DIHYDRO BENZO(H) QUINOLINE-4-CARBOXYLATE. Eskişehir Teknik Üniversitesi Bilim ve Teknoloji Dergisi B - Teorik Bilimler. 2021;9(Iconat Special Issue 2021):74-84. doi:10.20290/estubtdb.1015146

Chicago

Kuş, Nihal. 2021. “ORBITAL INTERACTIONS AND STABILIZATION ENERGIES OF METHYL 5-6 DIHYDRO BENZO(H) QUINOLINE-4-CARBOXYLATE”. Eskişehir Teknik Üniversitesi Bilim Ve Teknoloji Dergisi B - Teorik Bilimler 9 (Iconat Special Issue 2021): 74-84. https://doi.org/10.20290/estubtdb.1015146.

EndNote

Kuş N (December 1, 2021) ORBITAL INTERACTIONS AND STABILIZATION ENERGIES OF METHYL 5-6 DIHYDRO BENZO(H) QUINOLINE-4-CARBOXYLATE. Eskişehir Teknik Üniversitesi Bilim ve Teknoloji Dergisi B - Teorik Bilimler 9 Iconat Special Issue 2021 74–84.

IEEE

[1]N. Kuş, “ORBITAL INTERACTIONS AND STABILIZATION ENERGIES OF METHYL 5-6 DIHYDRO BENZO(H) QUINOLINE-4-CARBOXYLATE”, Eskişehir Teknik Üniversitesi Bilim ve Teknoloji Dergisi B - Teorik Bilimler, vol. 9, no. Iconat Special Issue 2021, pp. 74–84, Dec. 2021, doi: 10.20290/estubtdb.1015146.

ISNAD

Kuş, Nihal. “ORBITAL INTERACTIONS AND STABILIZATION ENERGIES OF METHYL 5-6 DIHYDRO BENZO(H) QUINOLINE-4-CARBOXYLATE”. Eskişehir Teknik Üniversitesi Bilim ve Teknoloji Dergisi B - Teorik Bilimler 9/Iconat Special Issue 2021 (December 1, 2021): 74-84. https://doi.org/10.20290/estubtdb.1015146.

JAMA

1.Kuş N. ORBITAL INTERACTIONS AND STABILIZATION ENERGIES OF METHYL 5-6 DIHYDRO BENZO(H) QUINOLINE-4-CARBOXYLATE. Eskişehir Teknik Üniversitesi Bilim ve Teknoloji Dergisi B - Teorik Bilimler. 2021;9:74–84.

MLA

Kuş, Nihal. “ORBITAL INTERACTIONS AND STABILIZATION ENERGIES OF METHYL 5-6 DIHYDRO BENZO(H) QUINOLINE-4-CARBOXYLATE”. Eskişehir Teknik Üniversitesi Bilim Ve Teknoloji Dergisi B - Teorik Bilimler, vol. 9, no. Iconat Special Issue 2021, Dec. 2021, pp. 74-84, doi:10.20290/estubtdb.1015146.

Vancouver

1.Nihal Kuş. ORBITAL INTERACTIONS AND STABILIZATION ENERGIES OF METHYL 5-6 DIHYDRO BENZO(H) QUINOLINE-4-CARBOXYLATE. Eskişehir Teknik Üniversitesi Bilim ve Teknoloji Dergisi B - Teorik Bilimler. 2021 Dec. 1;9(Iconat Special Issue 2021):74-8. doi:10.20290/estubtdb.1015146

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