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Journal of Chemistry
Volume 2014 (2014), Article ID 504860, 5 pages
http://dx.doi.org/10.1155/2014/504860
Research Article

Synthesis, Characterization, X-Ray Crystal Structure, and Antimicrobial Activity of 1,1′-(3,4-Diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanone

1Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
2King Abdulaziz City for Science and Technology, P.O. Box 6086, Riyadh 11442, Saudi Arabia
3Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, Egypt
4H.E.J. Research Institute of Chemistry, International Center for Chemical Sciences, University of Karachi, Karachi 75270, Pakistan

Received 12 December 2013; Revised 9 February 2014; Accepted 24 April 2014; Published 12 May 2014

Academic Editor: C. Suresh Reddy

Copyright © 2014 Yahia Nasser Mabkhot et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Synthesis of 1,1′-(3,4-diphenylthieno[2,3-b]thiophene-2,5-diyl)diethanone (4) is reported here. The structure of compound 4 was deduced by 1H-NMR, 13C-NMR, FT-IR, MS, microanalysis, and single-crystal X-ray diffraction. Compound crystallizes in the monoclinic space group P21/n with a = 9.3126(7) Å, b = 9.5867(7) Å, c = 20.2811(15) Å, α = 90°, β = 95.436(2)°, γ = 90°, V = 1802.5(2) Å3, and Z = 4. The molecules are packed in crystal structure by weak intermolecular C10–H10A S1 hydrogen bonding interactions. Compound 4 can be a useful intermediate for the synthesis of diphenylthieno[2,3-b]thiophene. Compound 4 was found to be active against Gram-positive bacteria (Bacillus subtilis and Staphylococcus pneumoniae) and Gram-negative bacteria (Escherichia coli) and also was found to be active against fungi (Aspergillus fumigatus and Candida albicans).