Acta Crystallographica Section C

Crystal Structure Communications

Volume 58, Part 7 (July 2002)

Acta Cryst. (2002). C58, o416-o420 [doi:10.1107/S0108270102009472]

A comparative study of intermolecular interactions in the crystal structures of phenyl/phenyl end-capped oligoanilines

A. Gawlicka-Chruszcz and K. Stadnicka

Abstract: Three crystal structures have been analysed from the point of view of intermolecular interactions: N,N'-diphenyl-1,4-benzoquinone diimine, C₁₈H₁₄N₂, (I), its reduced form N,N'-diphenyl-1,4-phenylenediamine, C₁₈H₁₆N₂, (II), and N,N'-diphenyl-1,4-phenylenediammonium bis(p-toluenesulfonate), C₁₈H₁₈N₂²⁺·2C₇H₇O₃S^-, (III), which contains fully protonated (II) with p-toluenesulfonic acid. The local molecular C_i symmetry is preserved in all three structures and the packing seems to be dominated by the mutual arrangement of the simple polyaniline oligomers in the different protonation states. In (I), the most significant molecular interactions are stacking forces, forming columns of molecules along [001]. Close packing of the columns results in C-centring of the structure. In (II), only van der Waals interactions can be observed. In the structure of (III), the p-toluenesulfonate ions serve as acceptors in relatively strong N-HO hydrogen bonds. The N,N'-diphenyl-1,4-phenylenediammonium cation intercalates between two anions related by a centre of symmetry.

Formula: C₁₈H₁₄N₂, C₁₈H₁₆N₂ and C₁₈H₁₈N₂²⁺·2C₇H₇O₃S^-

Online 20 June 2002


	Structure factor file (CIF format) (118.3 kbytes) Contains datablock I

	Structure factor file (CIF format) (61.5 kbytes) Contains datablock II

	Structure factor file (CIF format) (159.8 kbytes) Contains datablock III

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