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Experimental and theoretical investigations on a furan‐2‐carboxamide‐bearing thiazole: synthesis, molecular characterization by IR/NMR/XRD, electronic characterization by DFT, Hirshfeld surface analysis and biological activity

A thiazole‐based heterocyclic amide, namely, N‐(thiazol‐2‐yl)furan‐2‐carboxamide, C8H6N2O2S, was synthesized and investigated for its antimicrobial activity. The structure was characterized by elemental analysis and IR, 1H NMR, and 13C NMR spectroscopy. The molecular and electronic structures were i...

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Published in:Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2022-03, Vol.78 (3), p.201-211
Main Authors: Çakmak, Şükriye, Koşar Kırca, Başak, Veyisoğlu, Aysel, Yakan, Hasan, Ersanlı, Cem Cüneyt, Kütük, Halil
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container_title Acta crystallographica. Section C, Crystal structure communications
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creator Çakmak, Şükriye
Koşar Kırca, Başak
Veyisoğlu, Aysel
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Kütük, Halil
description A thiazole‐based heterocyclic amide, namely, N‐(thiazol‐2‐yl)furan‐2‐carboxamide, C8H6N2O2S, was synthesized and investigated for its antimicrobial activity. The structure was characterized by elemental analysis and IR, 1H NMR, and 13C NMR spectroscopy. The molecular and electronic structures were investigated experimentally by single‐crystal X‐ray diffraction (XRD) and theoretically by density functional theory (DFT) modelling. The compound crystallized in the monoclinic space group P21/n and the asymmetric unit contains two symmetrically independent molecules. Several noncovalent interactions were recorded by XRD and analysed with Hirshfeld surface analysis (HSA) calculations. Natural bond orbital, molecular electrostatic potential, second‐order nonlinear optical and thermodynamic property analyses were also carried out using the DFT/B3LYP method. The title compound was evaluated for antimicrobial activity against eight microorganisms consisting of Gram‐negative bacteria, Gram‐positive bacteria and fungi. The compound showed good antimicrobial activity against the eight tested microorganisms. This suggests that the compound merits further study for potential pharmacological and medical applications. A thiazole‐based heterocyclic amide, N‐(thiazol‐2‐yl)furan‐2‐carboxamide, was synthesized and investigated for its antimicrobial activity against eight microorganisms and showed good activity against all eight microorganisms. This suggests that the compound merits further study for potential pharmacological and medical applications.
doi_str_mv 10.1107/S2053229622002066
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subjects Antiinfectives and antibacterials
antimicrobial activity
Antimicrobial agents
Bacteria
Biological activity
carboxamide
Chemical analysis
Chemical bonds
Chemical synthesis
Crystal structure
Crystallization
Crystallography, X-Ray
Density functional theory
Electronics
furan
Furans - pharmacology
Hirshfeld surface
Hydrogen Bonding
Infrared analysis
Infrared spectroscopy
Investigations
Magnetic Resonance Spectroscopy
Microorganisms
NMR spectroscopy
Optical properties
spectroscopic evaluation
Spectroscopy, Fourier Transform Infrared
Surface analysis (chemical)
thiazolamide
Thiazoles - chemistry
Thiazoles - pharmacology
X-ray diffraction
XRD
title Experimental and theoretical investigations on a furan‐2‐carboxamide‐bearing thiazole: synthesis, molecular characterization by IR/NMR/XRD, electronic characterization by DFT, Hirshfeld surface analysis and biological activity
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