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Vol. 36 No. 5 (2024): Vol 36 Issue 5, 2024

Copyright (c) 2024 Dr. Manjunatha N K Neralekere Kenchegowda

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This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis, Crystal Structure, Hirshfeld Surface, Energy Frame Work and DFT Analysis of Ethyl-4-aminobenzoate Oxalate Monohydrate Salt

https://doi.org/10.14233/ajchem.2024.31323
N.K. Manjunatha
Department of Chemistry, Sri Venkateshwara College of Engineering, Bangalore-562157, India
https://orcid.org/0000-0002-6493-0464
K. Srinivasa Rao
Department of Mathematics, Sri Venkateshwara College of Engineering, Bangalore-562157, India
https://orcid.org/0000-0001-5254-6521
N. Ranjeeth
Department of Chemistry, Sri Venkateshwara College of Engineering, Bangalore-562157, India
https://orcid.org/0009-0001-6930-2299
A Suvitha
Department of Physics, CMR Institute of Technology, Bengaluru-560037, India
https://orcid.org/0000-0002-3010-472X
M. Manjunatha
Department of Chemistry, East Point College of Engineering, Bangalore-560049, India
https://orcid.org/0009-0003-6496-9080
S. Sunil
Department of Mechanical Engineering, Sri Venkateshwara College of Engineering, Bangalore-562157, India
https://orcid.org/0000-0001-8058-0460
S. Madan Kumar
Department of Chemistry-BMC, University of Uppsala, Husargatan 3, Uppsala, 75237, Sweden
https://orcid.org/0000-0002-7944-1081
B.P. Siddaraju
Department of Chemistry, Cauvery Institute of Technology, Mandya-571402, India
https://orcid.org/0009-0009-5460-4620
S Shivrajkumar
Department of Chemistry, Don Bosco Institute of Technology, Bengaluru-560074, India
https://orcid.org/0000-0001-7741-5202
Nabil Najib Alzubaidy
Physics and Basic Science Department, Faculty of Engineering Technology, Albalqa Applied University, Amman 11134, Jordan
https://orcid.org/0009-0004-9891-7366

Corresponding Author(s) : N.K. Manjunatha

manjunatha.nk16@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 5 (2024): Vol 36 Issue 5, 2024

Abstract

Using the single crystal X-ray diffraction method, the title molecule ethyl-4-aminobenzoate oxalate monohydrate has been synthesized, crystallized and characterized. The Hirshfeld surfaces computational approach was used to analyze the intermolecular interactions in the crystal structure. The aforementioned compound crystallizes in a monoclinic crystal system of space group P21/c with the following cell parameters: a = 15.475(3), b = 5.7117(9), c = 14.029(3), = 101.764(6)º, V = 1214.0(4) 3 and Z = 4. The molecules in the crystal structure are connected by the N1-H1C···O7, O5-H2···O3, O7-H1···O4 and C8-H8A···Cg type intermolecular interaction, where Cg is the centroid of the ring. For the title molecule, the inter contact O···H (48.4%) contributes more to the Hirshfeld surfaces. The proton transfer from oxalic acid’s phenolic group to ethyl-4-aminobenzoate’s amine group, which results in the creation of salt, is revealed by the crystal structure. The ground state of ethyl-4-aminobenzoate oxalate monohydrate was also studied theoretically using the density functional method (DFT/B3LYP) with a basis set of 6–311++G(d,p). Charge transfer happens within the molecule, as shown by the computed HOMO and LUMO energies, DOS and MESP, as well as by the optimized molecular structure, electronic structural analysis and UV spectrum analysis.

Keywords

Ethyl-4-aminobenzoate Crystal structure Intermolecular interaction Hirshfeld surfaces Electrostatic potential surface
Manjunatha, N., Rao, K. S., Ranjeeth, N., Suvitha, A., Manjunatha, M., Sunil, S., … Alzubaidy, N. N. (2024). Synthesis, Crystal Structure, Hirshfeld Surface, Energy Frame Work and DFT Analysis of Ethyl-4-aminobenzoate Oxalate Monohydrate Salt. Asian Journal of Chemistry, 36(5), 1093–1100. https://doi.org/10.14233/ajchem.2024.31323
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