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DIGITAL.CSIC
Article . 2011 . Peer-reviewed
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The unusual properties of 5-methyl-4,5,6,7-tetrahydro-1H-indazole in the solid state

Authors: Foces-Foces, Concepción; Hager, Orm; Jagerovic, Nadine; Jimeno, M. Luisa;

The unusual properties of 5-methyl-4,5,6,7-tetrahydro-1H-indazole in the solid state

Abstract

The crystal structure of the title compound was determined by X-ray analysis at 200K. Three independent molecules form a trimer joined by strong and linear N- H. . . N hydrogen bonds. There is another centrosymmetrically related trimer in the unit cell. Both tautomers (1H and 2H) are present in each trimer. Disorder of the NHprotons involved in the NH . . N hydrogen bonds has been observed. Solid-state 13C CPMAS NMR was used to establish the dynamic nature of the NH-proton disorder, the title compound being the first example of proton transfer in a tautomeric mixture of pyrazoles with an equilibrium constant other than 1.

The authors thank the European Community for financial support, Project No. CHRX-CT94-0582. 0.H. gratefully acknowledges a grant from the same project. We are indebted to Dr. Marfisi (Bruker Es- pabola) for the "C CPMAS NMR spectrum.

Peer reviewed

Country
Spain
Related Organizations
Keywords

NMR spectroscopy, Crystal structures, Pyrazoles, Proton transfer, Tautomerism

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selected citations
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This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
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