Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

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 and José Elguero C
+ Author Affiliations
- Author Affiliations

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

Australian Journal of Chemistry 58(11) 817-822 https://doi.org/10.1071/CH05238
Submitted: 2 September 2005  Accepted: 15 November 2005   Published: 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.


Acknowledgments

Financial support was provided by the Spanish DGI/MCYT (Projects no. BQU2003–00976 and BQU2003–01251).


References


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


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