Acta Crystallographica Section C

Crystal Structure Communications

Volume 60, Part 3 (March 2004)

Acta Cryst. (2004). C60, o169-o172 [doi:10.1107/S0108270104001404]

N,N'-Bis(2-methoxybenzylidene) adducts of ethane-1,2-diamine, propane-1,3-diamine and butane-1,4-diamine

J. Reglinski, M. K. Taylor and A. R. Kennedy

Abstract: We have isolated and crystallographically characterized the three homologous compounds N,N'-bis(2-methoxybenzylidene)ethane-1,2-diamine (MeSalen), C₁₈H₂₀N₂O₂, N,N'-bis(2-methoxybenzylidene)propane-1,3-diamine (MeSalpr), C₁₉H₂₂N₂O₂, and N,N'-bis(2-methoxybenzylidene)butane-1,4-diamine (MeSalbu), C₂₀H₂₄N₂O₂. In contrast with MeSalpr, the molecules of MeSalen and MeSalbu, which have an even number of methylene units, have crystallographic $\overline 1$ symmetry. Comparing these methoxy-substituted species with their hydroxy equivalents shows that the aryl rings rotate upon removal of the O-HN hydrogen bonds. The packing of MeSalen and MeSalpr is controlled by C-H [bold pi] interactions, whereas that of MeSalbu has only van der Waals contacts.

Formula: C₁₈H₂₀N₂O₂, C₁₉H₂₂N₂O₂ and C₂₀H₂₄N₂O₂

Online 10 February 2004


	Structure factor file (CIF format) (89.4 kbytes) Contains datablock I

	Structure factor file (CIF format) (183.2 kbytes) Contains datablock II

	Structure factor file (CIF format) (98.7 kbytes) Contains datablock III

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