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

The Structure of Two 1-(Nitrophenyl)-Δ2-pyrazolines: a Crystallographic and Theoretical Study

Glenn P. A. Yap A , Ibon Alkorta B , Nadine Jagerovic B and José Elguero B C
+ Author Affiliations
- Author Affiliations

A Department of Chemistry and Biochemistry, University of Delaware, Newark, DE 19716, USA.

B Instituto de Química Médica, CSIC, Juan de la Cierva 3, 28006 Madrid, Spain.

C Corresponding author. Email: iqmbe17@iqm.csic.es

Australian Journal of Chemistry 57(11) 1103-1108 https://doi.org/10.1071/CH04142
Submitted: 29 May 2004  Accepted: 2 September 2004   Published: 1 November 2004

Abstract

The crystal and molecular structures of two nitrophenylpyrazolines have been determined. The geometries have been used as starting geometries for density functional theory (DFT) calculations. The differences in conformation between both molecules and between the solid state and gas phase are explained in terms of steric effects. An attractive intramolecular N···N interaction between the nitro group and the pyrazoline N2 nitrogens has been found. Absolute shieldings have been calculated (GIAO) and compared with experimental 1H and 13C chemical shifts.


Acknowledgments

Financial support was provided by the Spanish DGI/MCYT (Projects no. BQU-2003-01251 and SAF-2003-08003-C02-02).


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