J. Reglinski, Michelle Taylor, A. Kennedy
Feb 10, 2004
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Journal
Acta crystallographica. Section C, Crystal structure communications
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 -1 symmetry. Comparing these methoxy-substituted species with their hydroxy equivalents shows that the aryl rings rotate upon removal of the O-H.N hydrogen bonds. The packing of MeSalen and MeSalpr is controlled by C-H.pi interactions, whereas that of MeSalbu has only van der Waals contacts.