Interaction between Picric Acid and 5-aminoquinoline: A Theoretical Study
DOI:
https://doi.org/10.26713/jamcnp.v8i1.1496Keywords:
5AQ, DFT/TD-DFT, Hydrogen bonding, Charge transfer complexAbstract
In the present work, density functional theory and time-dependent density functional theory were employed to investigate the hydrogen-bonded charge transfer complex of 5-aminoquinoline (5AQ) and picric acid (PA) at B3LYP/6-31G(d,p) level in the gas phase as well as CHCl\(_3\). The geometrical parameters, optimization energies, interaction energies, frontier molecular orbitals (FMOs), and ground-state dipole moment were considered, which supported the stability of the complex. Hence, the theoretical study of the 5AQ-PA complex provides valuable information about its molecular structure, possible interaction sites and electronically excited states.
Downloads
References
K. M. Al-Ahmary, M. M. Habeeb and S. H. Aljahdali, Synthesis, spectroscopic studies and DFT/TD-DFT/PCM calculations of molecular structure, spectroscopic characterization and NBO of charge transfer complex between 5-amino-1,3-dimethylpyrazole (5-ADMP) with chloranilic acid (CLA) in different solvents, Journal of Molecular Liquids 277 (2019), 453 – 470, DOI: 10.1016/j.molliq.2018.12.072.
S. Amirat, F. Madi, M. Bououdina, A. Gheid, A. Zaboub, L. Nouar and R. Merdes, Computational study on intermolecular charge transfer complex of 2,20-bipyridine with picric acid: TD-DFT, NBO and QTAIM analysis, Materials Research Express 6 (2019), 75104, DOI: 10.1088/2053-1591/ab1507.
M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, G. A. Petersson, H. Nakatsuji, X. Li, M. Caricato, A. V. Marenich, J. Bloino, B. G. Janesko, R. Gomperts, B. Mennucci, H. P. Hratchian, J. V. Ortiz, A. F. Izmaylov, J. L. Sonnenberg, D. Williams-Young, F. Ding, F. Lipparini, F. Egidi, J. Goings, B. Peng, A. Petrone, T. Henderson, D. Ranasinghe, V. G. Zakrzewski, J. Gao, N. Rega, G. Zheng, W. Liang, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, K. Throssell, J. A. Montgomery Jr., J. E. Peralta, F. Ogliaro, M. J. Bearpark, J. J. Heyd, E. N. Brothers, K. N. Kudin, V. N. Staroverov, T. A. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. P. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, J. M. Millam, M. Klene, C. Adamo, R. Cammi, J. W. Ochterski, R. L. Martin, K. Morokuma, O. Farkas, J. B. Foresman and D. J. Fox, Gaussian 09, Revision A.02, Gaussian, Inc., Wallingford CT (2009), URL: https://gaussian.com/g09citation/.
A. Karmakar, P. Bandyopadhyay, S. Banerjee, N. C. Mandal and B. Singh, Synthesis, spectroscopic, theoretical and antimicrobial studies on molecular charge-transfer complex of 4-(2-thiazolylazo)resorcinol (TAR) with 3,5-dinitrosalicylic acid, picric acid, and chloranilic acid, Journal of Molecular Liquids 299 (2020), 112217, DOI: 10.1016/j.molliq.2019.112217.
R. Kavitha, S. Nirmala, R. Nithyabalaji and R. Sribalan, Biological evaluation, molecular docking and DFT studies of charge transfer complexes of quinaldic acid with heterocyclic carboxylic acid, Journal of Molecular Structure 1204 (2020), 127508, DOI: 10.1016/j.molstruc.2019.127508.
L. Miyan and A. Ahmad, Spectroscopic and spectrophotometric studies on hydrogen bonded charge transfer complex of 2-amino-4-methylthiazole with chloranilic acid at different temperatures, Journal of Molecular Liquids 262 (2018), 514 – 526, DOI: 10.1016/j.molliq.2018.04.084.
R. S. Mulliken and W. B. Person, Molecular compounds and their spectra. XXI. Some general considerations, Journal of American Chemical Society 91 (1969), 3409 – 3413, DOI: 10.1021/ja01041a001.
N. Pandey, M. S. Mehata, N. Fatma and S. Pant, Efficient fluorescence quenching of 5-aminoquinoline: Silver ion recognition study, Journal of Luminescence 205 (2020), 475 – 481, DOI: 10.1016/j.jlumin.2018.09.062.
N. Pandey, M. S. Mehata, N. Fatma and S. Pant, Modulation of Fluorescence properties of 5-Aminoquinoline by Agí… in aqueous media via charge transfer, Journal of Photochemistry and Photobiology A: Chemistry 396 (2020), 112549, DOI: 10.1016/j.jphotochem.2020.112549.
S. Shakya and I. M. Khan, Charge transfer complexes: Emerging and promising colorimetric real-time chemosensors for hazardous materials, Journal of Hazardous Materials 403 (2021), 123537, DOI: 10.1016/j.jhazmat.2020.123537.
Downloads
Published
How to Cite
Issue
Section
License
Authors who publish with this journal agree to the following terms:- Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a CCAL that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.
- Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgement of its initial publication in this journal.
- Authors are permitted and encouraged to post their work online (e.g., in institutional repositories or on their website) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work.
