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Ethyl 2-{[2-(3-nitrophenyl)-5-phenyl-1H-imidazol-4-yl]sulfanyl}acetate: synthesis via a microwave-mediated combinatorial chemistry approach

Gallagher, John F. and Coleman, Claire M. and O'Shea, Donal F. (2002) Ethyl 2-{[2-(3-nitrophenyl)-5-phenyl-1H-imidazol-4-yl]sulfanyl}acetate: synthesis via a microwave-mediated combinatorial chemistry approach. Acta Crystallographica Section C, 58 (3). pp. 139-141. ISSN 0108-2701

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Abstract

The orange title compound, C₁₉H₁₇N₃O₄S, can be synthesized either via microwave-mediated combinatorial chemistry strategies or conventional synthetic procedures. The phenyl and meta-nitrophenyl C₆ rings are essentially coplanar with the central imidazolyl ring, with interplanar angles of 0.87 (5) and 0.97 (4)°, respectively, resulting in optimum conjugation (SCH₂ moiety included); [lambda]max = 281 nm in CH₃CN. The principal intermolecular interactions are Nimid-H...Onitro and Nimid-H...O=C [N...O = 3.058 (2) and 3.432 (3) Å, and N-H...O = 128 and 153°, respectively]. The closest H...S distance is an intramolecular C-H...S contact, with H...S = 2.54 Å and C-H...S = 136°.

Item Type:Article (Published)
Refereed:Yes
Subjects:Physical Sciences > Organic chemistry
Physical Sciences > Chemistry
Physical Sciences > Crystallography
DCU Faculties and Centres:DCU Faculties and Schools > Faculty of Science and Health > School of Chemical Sciences
Publisher:International Union of Crystallography
Official URL:http://dx.doi.org/10.1107/S0108270101020571
Use License:This item is licensed under a Creative Commons Attribution-NonCommercial-Share Alike 3.0 License. View License
ID Code:155
Deposited On:22 Jan 2008 by DORAS Administrator. Last Modified 02 Feb 2009 11:49

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