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Appl. Sci. 2012, 2(4), 773-779; doi:10.3390/app2040773

Host–Guest Complex of β-Cyclodextrin and Disulfide Form of 4-Aminothiophenol

2,*  and 1,*
1 Department of Chemistry, Boswell Science Complex, Tennessee State University, 3500 John A. Merritt Blvd, Nashville, TN 37209, USA 2 Rigaku Americas Corp., 9009 New Trails Dr., The Woodlands, TX 77381, USA
* Authors to whom correspondence should be addressed.
Received: 21 September 2012 / Revised: 22 October 2012 / Accepted: 22 October 2012 / Published: 25 October 2012
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An inclusion complex of β-cyclodextrin and 4-aminothiophenol was assembled by hydrophobic interaction of the host (β-cyclodextrin) and guest (4-aminothiophenol). The complex was isolated as crystalline solid and studied by single crystal X-ray diffraction method along with NMR and IR spectroscopy. Two cyclodextrin rings each containing one disulfide form of 4-aminothiophenol were found to pair up by hydrogen bonding of the outer rim -OH groups. The phenyl disulfide moiety of 4-aminophenyl disulfide molecule was found in the core of β-cyclodextrin, while the amino functional groups were positioned to the exterior of the cyclodextrin ring. Phenyl rings of the guest molecule from each partner of the paired cyclodextrin complex were found parallel to each other, indicating possible π-π stacking interaction between them.
Keywords: crystal structure; host–guest complex; inclusion complex; supramolecular interactions crystal structure; host–guest complex; inclusion complex; supramolecular interactions
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Cappadona, T.A.; Daniels, L.M.; Siddiquee, T.A. Host–Guest Complex of β-Cyclodextrin and Disulfide Form of 4-Aminothiophenol. Appl. Sci. 2012, 2, 773-779.

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