Synthesis, characterization, crystal structure and theoretical simulation of novel ethyl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate
Novel coumarin derivative, ethyl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate has been synthesized by Pechmann condensation reaction and the single crystals of the compound were obtained by slow evaporation technique using ethanol as crystallization solvent. The compound C28H28O10 was spectro...
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my.utm.925892021-10-28T10:18:19Z http://eprints.utm.my/id/eprint/92589/ Synthesis, characterization, crystal structure and theoretical simulation of novel ethyl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate Mahesha, Mahesha Abdul Razak, Nurhayatun Sobariah Jamalis, Joazaizulfazli Urs, M. V. Deepa Gowda, N. S. Linge Reddy, Kakarla Raghava Lokanath, N. K. Naveen, S. QD Chemistry Novel coumarin derivative, ethyl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate has been synthesized by Pechmann condensation reaction and the single crystals of the compound were obtained by slow evaporation technique using ethanol as crystallization solvent. The compound C28H28O10 was spectroscopically characterized using 1H NMR, 13C NMR and IR techniques. Finally single crystal X-ray diffraction studies revealed the molecular structure conformation of the coumarin derivative. The compound crystallized in the orthorhombic crystal system with P212121 space group. The crystal structure of C28H28O10 is stabilized by various intra and inter (O--H...O and C--H...O) intermolecular hydrogen bond interactions. The existence and nature of various intermolecular interactions are quantified by the 3-D molecular Hirshfeld surface and 2-D fingerprint plot analysis. Further, the DFT calculations were performed to optimize structural coordinates and the minima point on the potential energy surface is confirmed by the frequency calculation. The optimized structural parameters showed very good correlation with the single crystal XRD results. Frontier molecular orbitals (HOMO-LUMO), their energy gap and associated reactive parameters were determined to understand the properties of the molecule. Elsevier B.V. 2020-08 Article PeerReviewed Mahesha, Mahesha and Abdul Razak, Nurhayatun Sobariah and Jamalis, Joazaizulfazli and Urs, M. V. Deepa and Gowda, N. S. Linge and Reddy, Kakarla Raghava and Lokanath, N. K. and Naveen, S. (2020) Synthesis, characterization, crystal structure and theoretical simulation of novel ethyl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate. Chemical Data Collections, 28 . ISSN 2405-8300 http://dx.doi.org/10.1016/j.cdc.2020.100425 DOI:10.1016/j.cdc.2020.100425 |
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QD Chemistry Mahesha, Mahesha Abdul Razak, Nurhayatun Sobariah Jamalis, Joazaizulfazli Urs, M. V. Deepa Gowda, N. S. Linge Reddy, Kakarla Raghava Lokanath, N. K. Naveen, S. Synthesis, characterization, crystal structure and theoretical simulation of novel ethyl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate |
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Novel coumarin derivative, ethyl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate has been synthesized by Pechmann condensation reaction and the single crystals of the compound were obtained by slow evaporation technique using ethanol as crystallization solvent. The compound C28H28O10 was spectroscopically characterized using 1H NMR, 13C NMR and IR techniques. Finally single crystal X-ray diffraction studies revealed the molecular structure conformation of the coumarin derivative. The compound crystallized in the orthorhombic crystal system with P212121 space group. The crystal structure of C28H28O10 is stabilized by various intra and inter (O--H...O and C--H...O) intermolecular hydrogen bond interactions. The existence and nature of various intermolecular interactions are quantified by the 3-D molecular Hirshfeld surface and 2-D fingerprint plot analysis. Further, the DFT calculations were performed to optimize structural coordinates and the minima point on the potential energy surface is confirmed by the frequency calculation. The optimized structural parameters showed very good correlation with the single crystal XRD results. Frontier molecular orbitals (HOMO-LUMO), their energy gap and associated reactive parameters were determined to understand the properties of the molecule. |
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Article |
author |
Mahesha, Mahesha Abdul Razak, Nurhayatun Sobariah Jamalis, Joazaizulfazli Urs, M. V. Deepa Gowda, N. S. Linge Reddy, Kakarla Raghava Lokanath, N. K. Naveen, S. |
author_facet |
Mahesha, Mahesha Abdul Razak, Nurhayatun Sobariah Jamalis, Joazaizulfazli Urs, M. V. Deepa Gowda, N. S. Linge Reddy, Kakarla Raghava Lokanath, N. K. Naveen, S. |
author_sort |
Mahesha, Mahesha |
title |
Synthesis, characterization, crystal structure and theoretical simulation of novel ethyl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate |
title_short |
Synthesis, characterization, crystal structure and theoretical simulation of novel ethyl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate |
title_full |
Synthesis, characterization, crystal structure and theoretical simulation of novel ethyl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate |
title_fullStr |
Synthesis, characterization, crystal structure and theoretical simulation of novel ethyl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate |
title_full_unstemmed |
Synthesis, characterization, crystal structure and theoretical simulation of novel ethyl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate |
title_sort |
synthesis, characterization, crystal structure and theoretical simulation of novel ethyl 2-(7-hydroxy-4-methyl-2-oxo-2h-chromen-3-yl)acetate |
publisher |
Elsevier B.V. |
publishDate |
2020 |
url |
http://eprints.utm.my/id/eprint/92589/ http://dx.doi.org/10.1016/j.cdc.2020.100425 |
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1715189660284616704 |