Acta Crystallographica Section C

Crystal Structure Communications

Volume 61, Part 7 (July 2005)

organic compounds

sk1846 scheme

Acta Cryst. (2005). C61, o445-o449 [doi:10.1107/S0108270105016239]

Solvent-dependent polymorphism in isomeric N-(nitrobenzylidene)iodoanilines

G. Ferguson, C. Glidewell, J. N. Low, J. M. S. Skakle and J. L. Wardell

Abstract: Three of the nine isomeric N-(nitrobenzylidene)iodoanilines, C₁₃H₉IN₂O₂, have been found, when crystallized from acetone, to yield polymorphs which differ from those obtained upon crystallization from ethanol. In the second polymorph of 2-iodo-N-(2-nitrobenzylidene)aniline, the molecules are disordered across inversion centres in space group C2/c, but there are no direction-specific interactions between the molecules. In the second polymorph of 2-iodo-N-(3-nitrobenzylidene)aniline, the molecules adopt a different conformation from those in the first polymorph, and they are linked into sheets by a combination of a three-centre iodo-nitro interaction and an aromatic [bold pi] - stacking interaction, both of which are absent from the supramolecular structure of the first polymorph. The second polymorph of 3-iodo-N-(2-nitrobenzylidene)aniline crystallizes with Z' = 2 in space group P2₁, and the molecules are linked into sheets by one C-HO hydrogen bond and two C-H [bold pi] (arene) hydrogen bonds.

Formula: C₅₂H₃₆I₄N₈O₈, C₁₃H₉IN₂O₂ and C₁₃H₉IN₂O₂


	Structure factor file (CIF format) (65.7 kbytes) Contains datablock I

	Structure factor file (CIF format) (225.8 kbytes) Contains datablock II

	Structure factor file (CIF format) (272.5 kbytes) Contains datablock IV

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