Acta Crystallographica Section C

Crystal Structure Communications

Volume 63, Part 1 (January 2007)

organic compounds

fa3051 scheme

Acta Cryst. (2007). C63, o61-o64 [ doi:10.1107/S0108270106050979 ]

Hydrogen phosphate and dihydrogen phosphate salts of 4-aminoazobenzene

I. Halasz, K. Lukic and H. Vancik

Abstract: 4-Amino-trans-azobenzene {or 4-[(E)-phenyldiazenyl]aniline} can form isomeric salts depending on the site of protonation. Both orange bis{4-[(E)-phenyldiazenyl]anilinium} hydrogen phosphate, 2C₁₂H₁₂N₃⁺·HPO₄^2-, and purple 4-[(E)-phenyldiazenyl]anilinium dihydrogen phosphate phosphoric acid solvate, C₁₂H₁₂N₃⁺·H₂PO₄^-·H₃PO₄, (II), have layered structures formed through O-HO and N-HO hydrogen bonds. Additionally, azobenzene fragments in (I) are assembled through C-H [pi] interactions and in (II) through [pi] - [pi] interactions. Arguments for the colour difference are tentatively proposed.

Formula: 2C₁₂H₁₂N₃⁺·HPO₄^2- and C₁₂H₁₂N₃⁺·H₂PO₄^-·H₃PO₄


	Structure factor file (CIF format) (192.8 kbytes) [ doi:10.1107/S0108270106050979/fa3051Isup2.hkl ] Contains datablock I

	Structure factor file (CIF format) (224.2 kbytes) [ doi:10.1107/S0108270106050979/fa3051IIsup3.hkl ] Contains datablock II

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