Pyridino[3,4]tribenzoporphyrazines: edge-to-faceversus face-to-face assemblies among phthalocyanine analogues

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Abstract
The metal-free and nickel derivatives of hexaoctylpyridino[3,4]tribenzoporphyrazine generate conventional face-to-face aggregates in solution, exhibit columnar mesophases and form columnar assemblies upon evaporation of solutions. By contrast, the zinc derivative forms alternative edge-to-face complexes through axial ligation of one molecule to the zinc atom of another, a process which inhibits mesophase behaviour and leads to new types of visible region absorption signatures.

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