European Journal of Chemistry 2019, 10(4), 281-294 | doi: https://doi.org/10.5155/eurjchem.10.4.281-294.1844 | Get rights and content

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Detailed analytical studies of 1,2,4-triazole derivatized quinoline


Shilpa Mallappa Somagond (1) orcid , Manjunath Ningappa Wari (2) orcid , Saba Kauser Jaweed Shaikh (3) orcid , Sanjeev Ramchandra Inamdar (4) orcid , Madan Kumar Shankar (5) orcid , Dasappa Jagadeesh Prasad (6) orcid , Ravindra Ramappa Kamble (7,*) orcid

(1) Department of Chemistry, Karnatak University, Dharwad, Karnataka 580003, India
(2) Department of Physics, Karnatak University Dharwad, Karnataka 580003, India
(3) Department of Chemistry, Karnatak University, Dharwad, Karnataka 580003, India
(4) Department of Physics, Karnatak University Dharwad, Karnataka 580003, India
(5) Department of Science and Technology, PURSE Laboratory, Mangalore University, Mangalagangothri, Karnataka 574199, India
(6) Department of Chemistry, Mangalore University, Konaje, Mangalore, Karnataka 574199, India
(7) Department of Chemistry, Karnatak University, Dharwad, Karnataka 580003, India
(*) Corresponding Author

Received: 07 Mar 2019 | Revised: 25 Jul 2019 | Accepted: 30 Jul 2019 | Published: 31 Dec 2019 | Issue Date: December 2019

Abstract


The present study describes, the X-ray single crystal analysis of 4-((2-chloro-6-methoxyquinolin-3-yl)methyl)-2-phenyl-2H-1,2,4-triazol-3(4H)-one (TMQ). The crystal data for C19H15ClN4O2: monoclinic, space group P21/n (no. 14), a = 7.3314(15) Å, b = 12.459(3) Å, c = 18.948(4) Å, β = 98.322(9)°, V = 1712.5(6) Å3, Z = 4, T = 296.15 K, μ(MoKα) = 0.245 mm-1, Dcalc = 1.423 g/cm3, 5082 reflections measured (3.926° ≤ 2Θ ≤ 38.556°), 1428 unique (Rint = 0.0545, Rsigma = 0.0574) which were used in all calculations. The final R1 was 0.0423 (I >2σ(I)) and wR2 was 0.1145 (all data). The Density functional theory optimized molecular geometries in TMQ agree closely with those obtained from crystallographic studies. The Highest Occupied Molecular Orbital (HOMO) and Lowest Unoccupied Molecular Orbital (LUMO) energy levels and energy gap were calculated by experimental (UV absorption & Cyclic voltammetry) and theoretical studies in two different solvents. The natural bond orbital analysis was performed to understand the molecular interaction on the basis of stability of molecule arising from hyper-conjugative interaction and charge delocalization. Hirshfeld surface and their related fingerprint plots enabled the identification of significant intermolecular interaction. The molecular electrostatic potential analysis provides the visual image of the chemically active sites and comparable reaction of atoms.


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Keywords


UV absorption; Hirshfeld surface; Cyclic voltammetry; Single crystal structure; Natural bond orbital (NBO); Time Dependent-Density Functional Theory

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DOI: 10.5155/eurjchem.10.4.281-294.1844

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UGC UPE FAR-I “Antitumor activity: An Integrated Approach” vide F. No. 14-3/2012 (NS/PE), University Grants commission (UGC), New Delhi, India.

Citations

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How to cite


Somagond, S.; Wari, M.; Shaikh, S.; Inamdar, S.; Shankar, M.; Prasad, D.; Kamble, R. Eur. J. Chem. 2019, 10(4), 281-294. doi:10.5155/eurjchem.10.4.281-294.1844
Somagond, S.; Wari, M.; Shaikh, S.; Inamdar, S.; Shankar, M.; Prasad, D.; Kamble, R. Detailed analytical studies of 1,2,4-triazole derivatized quinoline. Eur. J. Chem. 2019, 10(4), 281-294. doi:10.5155/eurjchem.10.4.281-294.1844
Somagond, S., Wari, M., Shaikh, S., Inamdar, S., Shankar, M., Prasad, D., & Kamble, R. (2019). Detailed analytical studies of 1,2,4-triazole derivatized quinoline. European Journal of Chemistry, 10(4), 281-294. doi:10.5155/eurjchem.10.4.281-294.1844
Somagond, Shilpa, Manjunath Ningappa Wari, Saba Kauser Jaweed Shaikh, Sanjeev Ramchandra Inamdar, Madan Kumar Shankar, Dasappa Jagadeesh Prasad, & Ravindra Ramappa Kamble. "Detailed analytical studies of 1,2,4-triazole derivatized quinoline." European Journal of Chemistry [Online], 10.4 (2019): 281-294. Web. 3 Jun. 2023
Somagond, Shilpa, Wari, Manjunath, Shaikh, Saba, Inamdar, Sanjeev, Shankar, Madan, Prasad, Dasappa, AND Kamble, Ravindra. "Detailed analytical studies of 1,2,4-triazole derivatized quinoline" European Journal of Chemistry [Online], Volume 10 Number 4 (31 December 2019)

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