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Wiley, Photochemistry and Photobiology, 2(70), p. 206-216, 1999

DOI: 10.1111/j.1751-1097.1999.tb07991.x

Wiley, Photochemistry and Photobiology, 2(70), p. 206

DOI: 10.1562/0031-8655(1999)070<0206:sacopp>2.3.co;2

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Structure and Conformation of Photosynthetic Pigments and Related Compounds. 12. A Crystallographic Analysis of Porphyrin‐quinones and Their Precursors

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This paper is available in a repository.

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Abstract

A comprehensive crystallographic analysis of 10 porphyrin quinone precursors (dimethoxybenzene derivatives), and six porphyrin quinones has been performed. The free bases and zinc(II) complexes of the porphyrin quinones are of the 5,10,15-triaryl/alkyl-20-quinone-porphyrin type and carry various bridging and quinone units. The structural and conformational parameters were determined for all compounds; the donor-acceptor separation distances range from 6.3 to 10.9 Å. Knowledge of these data is a prerequisite for a detailed interpretation of theoretical and spectroscopic studies on such systems. Despite the obvious influence of the type and geometry of the bridging unit and quinone on the spatial arrangement of the donor and acceptor components, a large variety of different packing arrangements in the crystal were observed. These include π stacking, aggregate formation and axial ligation in the zinc(II) porphyrins. The latter often utilized the quinone (or dimethoxy) oxygen atoms for coordination to zinc(II) centers leading to porphyrin quinone dimers and even polymers.