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Crystal structure and intermolecular coordination behavior of a porphyrin bearing a hydroquinone receptor, meso-mono(hydroquinonyl) triphenylporphyrinatozinc

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Abstract

The structure of a porphyrin bearing a hydroquinone receptor unit, meso-mono(hydroquinonyl)triphenylporphyrinatozinc (1), is reported. The compound crystallizes from benzene in the monoclinic space group P21/c(#14) with a = 10.896(2) Å, b = 15.674(4) Å, c = 12.564(3) Å, β = 102.04(2)° and d calc= 1.368 g/cm3 for Z = 2. The unit cell has two porphyrins and four benzene solvates. The structural study reveals no self-assembled aggregates due to intermolecular coordination of the hydroxy groups of the hydroquinone to the zinc ion in the porphyrin cavity, an observation that agrees with the results of 1H NMR studies performed in benzene-d6 solutions. On the contrary, the 1H NMR results in CDCl3 indicate the existence of self-assembled aggregates.

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Deviprasad, G.R., Eichhorn, D.M. & D'Souza, F. Crystal structure and intermolecular coordination behavior of a porphyrin bearing a hydroquinone receptor, meso-mono(hydroquinonyl) triphenylporphyrinatozinc. Journal of Chemical Crystallography 29, 849–853 (1999). https://doi.org/10.1023/A:1009516424660

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