Synthesis, crystal structure, and Hirschfeld surface analysis of novel ethyl 5-bromo-2-(4-methoxyphenyl) oxazole-4-carboxylate

Sheikh Murtuja; Venkatesan Jayaprakash; Barij Nayan Sinha

doi:10.14805/jphchem.2023.art297

Vol. 9 (2023), Research Articles

Vol. 9 (2023)

Synthesis, crystal structure, and Hirschfeld surface analysis of novel ethyl 5-bromo-2-(4-methoxyphenyl) oxazole-4-carboxylate

Research Articles

Published 2024-12-21 — Updated on 2023-07-11

Sheikh Murtuja⁺⁻
Venkatesan Jayaprakash⁺⁻
Professor Barij Nayan Sinha⁺⁻

Sheikh Murtuja

Birla Institute of Technology, Mesra

Venkatesan Jayaprakash

Birla Institute of Technology, Mesra, India

Professor Barij Nayan Sinha

Birla Institute of Technology, Mesra, India

10.14805/jphchem.2023.art297

Keywords

oxazole
NMR
mass spectroscopy
single-crystal X-ray diffraction
Hirschfeld surface analysis
two-dimensional fingerprint plots

How to Cite

(1)

Murtuja, S.; Jayaprakash, V.; Sinha, B. N. Synthesis, Crystal Structure, and Hirschfeld Surface Analysis of Novel Ethyl 5-Bromo-2-(4-Methoxyphenyl) Oxazole-4-Carboxylate. J Pharm Chem 2023, 9. https://doi.org/10.14805/jphchem.2023.art297.

Abstract

A new oxazole derivative, ethyl 5-bromo-2-(4-methoxyphenyl) oxazole-4-carboxylate, was synthesized and characterized by IR spectroscopy, ¹³C NMR, Mass spectroscopy, and single-crystal X-ray diffraction analysis. The asymmetric unit of the title compound has two independent molecules (A and B) arranged in an inverted planar orientation, stabilized by intramolecular C-H…O and C-H…N hydrogen bonds and intermolecular C-H…O hydrogen bonds. The crystallographic parameter for the structure C₁₃H₁₂BrNO₄is M =326.15 g/mol, monoclinic, sp. gr. P2₁/n (no. 14), a = 14.828(2) Å, b = 7.1335(9) Å, c = 25.119(2) Å, β = 100.066(11) °, V = 2616.1(6) Å³, Z = 8. Hirschfeld surface analysis and two-dimensional fingerprint plots provided insight into the short intermolecular interactions, and it was found that H···H (34.4%) interactions contributed the most to the intermolecular interactions. In contrast, the contribution of C · · · C (2.5 %) remained the least among all the interactions.

10.14805/jphchem.2023.art297

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