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Issue 9, 2000
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A supramolecular analog of cyclohexane sustained by aromatic C–H···π interactions between ferrocene moieties: molecular packing of ferrocene-containing thiosemicarbazato metal complexes

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Abstract

Novel supramolecular cyclohexane-like structures, [NiL2] (1) and [ZnL2] (2) (HL=acetylferrocenyl thiosemicarbazone), have been constructed by self-assembly of ferrocene moieties [italic v (to differentiate from Times ital nu)]ia aromatic C–H···π interactions. The nickel(II) atom in 1 is coordinated in a distorted square-planar cis configuration with two ferrocene-containing ligands positioned on the same side. One of the ferrocene moieties interacts with symmetry-related species to form a supramolecular arrangement that is topologically equivalent to cyclohexane, but in which edge-to-face C–H···π interactions between ferrocene moieties serve the same structural functions as the C–C bonds in cyclohexane. The zinc(II) atom in 2 is coordinated in a tetrahedral geometry with two equivalent Zn–S and Zn–N bonds. Each ferrocene moiety interacts with symmetry-related species using C–H···π interactions to form a two-dimensional cyclohexane-like network. Powder X-ray diffraction analyses of complexes 1 and 2, together with the palladium(II) complex [PdL2] (3), copper(II) complex [CuL2] (4), and cobalt(II) complex [CoL2] (5) reveal that the supramolecular cyclohexane-like aggregation is robust enough to be exchanged from one network to another. All the results indicate that although C–H···π interactions have energies only in the 2–20 kJ mol−1 range, these interactions are directional enough in combination that the orientation of molecules in the solid can be predicted with a reasonable degree of accuracy.

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Supplementary files

Article information


Submitted
30 Mar 2000
Accepted
04 Jul 2000
First published
22 Aug 2000

New J. Chem., 2000,24, 697-701
Article type
Paper

A supramolecular analog of cyclohexane sustained by aromatic C–H···π interactions between ferrocene moieties: molecular packing of ferrocene-containing thiosemicarbazato metal complexes

F. Chen-jie, D. Chun-ying, H. Cheng, H. Gang and M. Qing-jin, New J. Chem., 2000, 24, 697
DOI: 10.1039/B002590I

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