The X-Ray Molecular Structure of 1-(2′,4′-Dinitrophenyl)-1,2,3-triazole and the Problem of the Orthogonal Interaction Between a 'Pyridine-Like' Nitrogen and a Nitro Group

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doi:10.1071/CH05238

The X-Ray Molecular Structure of 1-(2′,4′-Dinitrophenyl)-1,2,3-triazole and the Problem of the Orthogonal Interaction Between a ‘Pyridine-Like’ Nitrogen and a Nitro Group*

Glenn P. A. Yap ^A, Fernando A. Jové ^A, Rosa M. Claramunt ^B, Dionisia Sanz ^B, Ibon Alkorta ^C ^D, José Elguero ^C

^A Department of Chemistry and Biochemistry, University of Delaware, Newark, DE 19716, USA.
^B Departamento de Química Orgánica y Bio-Orgánica, Universidad Nacional de Educación a Distancia (UNED), Facultad de Ciencias, 28040 Madrid, Spain.
^C Instituto de Química Médica, Consejo Superior de Investigaciones Científicas (CSIC), 28006 Madrid, Spain.
^D Corresponding author. Email: ibon@iqm.csic.es





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Australian Journal of Chemistry 58(11) 817–822 http://dx.doi.org/10.1071/CH05238
Submitted: 2 September 2005 Accepted: 15 November 2005 Published online: 9 December 2005

Abstract

The structure of the title compound serves for a discussion about the topic of orthogonal interactions. This interaction, although weak, is important due to its peculiar geometry. Other examples from the Cambridge Crystallographic Database, together with theoretical calculations are reported.

^* Dedicated to our friend Dr J. F. K. Wilshire on occasion of his retirement.