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Issue 5, 2008
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Crystalline packings of diketoarylhydrazones controlled by a methyl for trifluoromethyl structural change

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Abstract

Three new hydrazone compounds having a p-iodoaryl and diketohydrazone molecular skeleton in common but feature a gradual replacement of the two methyl groups for trifluoromethyl terminal ones were prepared and comparatively studied with regard to their crystal structures. A quantum chemical calculation of the single trifluoromethyl modified compound was undertaken to decide on the hydrogen bonded ring site. While the molecular structures of the compounds remain rather unimpaired by the fluorine substitution, their crystalline packings are markedly affected, showing a distinct supramolecular control in the crystal lattices.

Graphical abstract: Crystalline packings of diketoarylhydrazones controlled by a methyl for trifluoromethyl structural change

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Supplementary files

Article information


Submitted
01 Oct 2007
Accepted
13 Dec 2007
First published
10 Jan 2008

CrystEngComm, 2008,10, 541-547
Article type
Paper

Crystalline packings of diketoarylhydrazones controlled by a methyl for trifluoromethyl structural change

J. Marten, W. Seichter, E. Weber and U. Böhme, CrystEngComm, 2008, 10, 541
DOI: 10.1039/B715090C

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