Reglinski John, Taylor Michelle K, Kennedy Alan R
Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, Scotland.
Acta Crystallogr C. 2004 Mar;60(Pt 3):o169-72. doi: 10.1107/S0108270104001404. Epub 2004 Feb 10.
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.
N,N'-双(2-甲氧基亚苄基)乙烷-1,2-二胺（MeSalen），C18H20N2O2；N,N'-双(2-甲氧基亚苄基)丙烷-1,3-二胺（MeSalpr），C19H22N2O2；以及N,N'-双(2-甲氧基亚苄基)丁烷-1,4-二胺（MeSalbu），C20H24N2O2。与MeSalpr不同，具有偶数个亚甲基单元的MeSalen和MeSalbu分子具有晶体学-1对称性。将这些甲氧基取代的物种与其羟基等效物进行比较表明，去除O-H.N氢键后芳环会发生旋转。MeSalen和MeSalpr的堆积由C-H.π相互作用控制，而MeSalbu的堆积仅具有范德华接触。
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