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A Study X-ray Crystal Structure of Compound 2-[Methylthio(morpholino)methylene]malononitrile, C9H11N3OS
American Journal of Quantum Chemistry and Molecular Spectroscopy
Volume 3, Issue 1, June 2019, Pages: 12-16
Received: Jul. 28, 2019; Accepted: Aug. 19, 2019; Published: Sep. 2, 2019
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Authors
Wedad Melad Al-Adiwish, Department Chemistry, Faculty of Science, Zawia University, Zawia, Libya
Mabrouka Mouloud Hamza, Department Chemistry, Faculty of Education, Zawia University, Zawia, Libya
Khairi Mohamed Hamza, Department Chemistry, Faculty of Education, Zawia University, Zawia, Libya
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Abstract
In this paper we reported the crystal structure of 2-[methylthio(morpholino)methylene]malononitrile (C9H11N3OS). The compound was obtained by crystallization reaction between 2-(bis(methylthio)methylene)malononitrile and morpholine. The structure of compound C9H11N3OS was identified by performing X-ray diffraction analysis. Suitable crystals were grown by slow crystallisation from ethanol for 24h. The compound C9H11N3OS crystallized in an orthorhombic crystal system with a space group of Pna21. In the title compound, C9H11N3OS, the two cyano groups and the morpholinyl ring adopt a cis-trans configuration of the C=C bond, showing an Z, E configuration. The morpholine ring is adopting chair conformation. In the compound C9H11N3OS, the central fragment S1/N3/C2/C9, the morpholine ring O6/N3/O4/C5/C7/C8 and the 1,1-dicyanomethylen fragment N11/N13/C9/C10/C12 are almost planar. The central fragment makes dihedral angle of 23.11 (15)° with the 1,1-dicyano methylen fragment. The morpholine ring is twisted out of the plane of the central fragment as seen in the value of the C8—N3—C2—S1 torsional angle of 33.1 (3)°. The dihedral angle between the central fragment and the morpholine ring is 35.26 (12)°. In the crystal structure a weak intramolecular hydrogen bond C8—H(8 2)…S1 has been observed and intermolecular classical C(4)—H(41)...S(1), C(5—H(52)...S(1) and weak C(8)—(H81)...O(6) hydrogen bonds link the molecules into chains along the a axis.
Keywords
Synthesis, Single-crystal X-ray Study, R Factor = 0.0374, wR Factor = 0.0872, Data-to-parameter Ratio = 15.0
To cite this article
Wedad Melad Al-Adiwish, Mabrouka Mouloud Hamza, Khairi Mohamed Hamza, A Study X-ray Crystal Structure of Compound 2-[Methylthio(morpholino)methylene]malononitrile, C9H11N3OS, American Journal of Quantum Chemistry and Molecular Spectroscopy. Vol. 3, No. 1, 2019, pp. 12-16. doi: 10.11648/j.ajqcms.20190301.13
Copyright
Copyright © 2019 Authors retain the copyright of this article.
This article is an open access article distributed under the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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