Experimental, DFT dimeric modeling and AIM study of H-bond-mediated composite vibrational structure of Chelidonic acid
The composite vibrational structure near 3650–3200 and 3000–2400 cm−1 in the observed IR absorption spectrum of Chelidonic acid has been explained in terms of intra- and inter-molecular −O−H∙∙∙O H-bonding attributed to monomer and dimer species computed at B3LYP/6–311++G(d,p) level. Three of the six...
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2019-05-01
|
| Series: | Heliyon |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2405844018373626 |
| _version_ | 1818328729518080000 |
|---|---|
| author | Shivanand S. Malaganvi Jayashree Tonannavar (Yenagi) J. Tonannavar |
| author_facet | Shivanand S. Malaganvi Jayashree Tonannavar (Yenagi) J. Tonannavar |
| author_sort | Shivanand S. Malaganvi |
| collection | DOAJ |
| description | The composite vibrational structure near 3650–3200 and 3000–2400 cm−1 in the observed IR absorption spectrum of Chelidonic acid has been explained in terms of intra- and inter-molecular −O−H∙∙∙O H-bonding attributed to monomer and dimer species computed at B3LYP/6–311++G(d,p) level. Three of the six dimer species derived out of ten monomeric components have shown both intra- and inter-molecular H-bonding. Vibrational modes of the monomer and dimer species are satisfactorily identified with the observed IR and Raman bands including frequency shifts associated with the H-bondings. The H-bond interactions in the monomer and dimer species have been characterized in terms of electron density, ρ(r), its Laplacian, ∇2ρ(r) and potential energy density at the O∙∙∙H bond critical points (BCPs) based on the Atoms in Molecules (AIM) theory. The attractive (van der Waals, H-bonds) and repulsive steric clash (SC) interactions are explained using computed reduced density gradient values from the noncovalent interaction (NCI) method. The AIM analysis confirms the presence of the intra- and inter-molecular H-bondings in the monomer/dimer species. The natural bond orbital (NBO) analysis of the natural charges and stabilization energy of the H-bonds for the dimer species further points to the stronger inter-than intra-molecular H-bonding. |
| first_indexed | 2024-12-13T12:36:48Z |
| format | Article |
| id | doaj.art-729ef405a97b484bac2d63adc2266adb |
| institution | Directory Open Access Journal |
| issn | 2405-8440 |
| language | English |
| last_indexed | 2024-12-13T12:36:48Z |
| publishDate | 2019-05-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Heliyon |
| spelling | doaj.art-729ef405a97b484bac2d63adc2266adb2022-12-21T23:45:48ZengElsevierHeliyon2405-84402019-05-0155e01586Experimental, DFT dimeric modeling and AIM study of H-bond-mediated composite vibrational structure of Chelidonic acidShivanand S. Malaganvi0Jayashree Tonannavar (Yenagi)1J. Tonannavar2Vibrational Spectroscopy Group, Department of Physics, Karnatak University, Dharwad, 580 003, IndiaVibrational Spectroscopy Group, Department of Physics, Karnatak University, Dharwad, 580 003, IndiaCorresponding author.; Vibrational Spectroscopy Group, Department of Physics, Karnatak University, Dharwad, 580 003, IndiaThe composite vibrational structure near 3650–3200 and 3000–2400 cm−1 in the observed IR absorption spectrum of Chelidonic acid has been explained in terms of intra- and inter-molecular −O−H∙∙∙O H-bonding attributed to monomer and dimer species computed at B3LYP/6–311++G(d,p) level. Three of the six dimer species derived out of ten monomeric components have shown both intra- and inter-molecular H-bonding. Vibrational modes of the monomer and dimer species are satisfactorily identified with the observed IR and Raman bands including frequency shifts associated with the H-bondings. The H-bond interactions in the monomer and dimer species have been characterized in terms of electron density, ρ(r), its Laplacian, ∇2ρ(r) and potential energy density at the O∙∙∙H bond critical points (BCPs) based on the Atoms in Molecules (AIM) theory. The attractive (van der Waals, H-bonds) and repulsive steric clash (SC) interactions are explained using computed reduced density gradient values from the noncovalent interaction (NCI) method. The AIM analysis confirms the presence of the intra- and inter-molecular H-bondings in the monomer/dimer species. The natural bond orbital (NBO) analysis of the natural charges and stabilization energy of the H-bonds for the dimer species further points to the stronger inter-than intra-molecular H-bonding.http://www.sciencedirect.com/science/article/pii/S2405844018373626Theoretical chemistryPhysical chemistryMolecular physics |
| spellingShingle | Shivanand S. Malaganvi Jayashree Tonannavar (Yenagi) J. Tonannavar Experimental, DFT dimeric modeling and AIM study of H-bond-mediated composite vibrational structure of Chelidonic acid Heliyon Theoretical chemistry Physical chemistry Molecular physics |
| title | Experimental, DFT dimeric modeling and AIM study of H-bond-mediated composite vibrational structure of Chelidonic acid |
| title_full | Experimental, DFT dimeric modeling and AIM study of H-bond-mediated composite vibrational structure of Chelidonic acid |
| title_fullStr | Experimental, DFT dimeric modeling and AIM study of H-bond-mediated composite vibrational structure of Chelidonic acid |
| title_full_unstemmed | Experimental, DFT dimeric modeling and AIM study of H-bond-mediated composite vibrational structure of Chelidonic acid |
| title_short | Experimental, DFT dimeric modeling and AIM study of H-bond-mediated composite vibrational structure of Chelidonic acid |
| title_sort | experimental dft dimeric modeling and aim study of h bond mediated composite vibrational structure of chelidonic acid |
| topic | Theoretical chemistry Physical chemistry Molecular physics |
| url | http://www.sciencedirect.com/science/article/pii/S2405844018373626 |
| work_keys_str_mv | AT shivanandsmalaganvi experimentaldftdimericmodelingandaimstudyofhbondmediatedcompositevibrationalstructureofchelidonicacid AT jayashreetonannavaryenagi experimentaldftdimericmodelingandaimstudyofhbondmediatedcompositevibrationalstructureofchelidonicacid AT jtonannavar experimentaldftdimericmodelingandaimstudyofhbondmediatedcompositevibrationalstructureofchelidonicacid |