Mohamed I Attia1,2
,
Hazem A Ghabbour1,3,
Maha S Almutairi1,
Soraya W Ghoneim1,
Hoong-Kun Fun1,4
1Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia;
2Medicinal and Pharmaceutical Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Centre, 12622 Dokki, Giza;
3Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt;
4X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 Penang, Malaysia.
For correspondence:- Mohamed Attia
Email: mattia@ksu.edu.sa Tel:+966114677337
Received: 15 June 2015
Accepted: 13 September 2015
Published: 31 October 2015
Citation:
Attia MI, Ghabbour HA, Almutairi MS, Ghoneim SW, Fun H.
Single-crystal x-ray structure of anti-candida agent, (e)-3-(1h-imidazol-1-yl)-1-phenylpropan-1-one o-3-chlorobenzoyl oxime. Trop J Pharm Res 2015; 14(10):1865-1870
doi:
10.4314/tjpr.v14i10.18
© 2015 The authors.
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Abstract
Purpose: To determine the conformation as well as imine double bond configuration of the anti-Candida oximino ester, 3-(1H-imidazol-1-yl)-1-phenyl- propan-1-one O-3-chlorobenzoyl oxime.
Methods: The titled compound was synthesized in a four-step reaction sequence using acetophenone as a starting material. Spectral analysis, viz, nuclear magnetic resonance (1H NMR and 13C NMR spectroscopy) and mass spectrometry (MS) confirmed the chemical structure of the synthesized compounds. Subsequently, single crystals of the titled compound were subjected to x-ray crystallographic analysis.
Results: The single crystal x-ray crystallography of the investigated anti-Candida agent revealed its conformation and the (E)-configuration of its imine double bond. The titled compound crystallizes in the monoclinic space group P21/c with a = 11.1894 (2)Å, b = 19.5577 (4)Å, c = 8.2201 (2)Å, β = 104.919 (2)º, V = 1738.24 (6)Å3, Z = 4. The molecules are packed in crystal structure by weak non-classical intermolecular hydrogen C2—H2A•••O2 interactions.
Conclusion: X-ray crystallography analysis confirms the (E)-configuration of the titled compound.
Keywords: X-ray crystallography, Synthesis, Anti-Candida, Configuration, Conformation, Single crystal