N,N'-Linked 1,2-ethanediyl-poly(benzimidazolin-2-ones) and the X-ray crystal structure of a benzimidazolin-2-one trimer

Article abstract of DOI:10.1016/S0040-4020(97)00434-1

A series of N,N'-linked 1,2-ethanediyl-poly(benzimidazolin-2-ones) that can be classified as podands, are described. Seven dimers (21-27), three trimers (28-30), a cyclic tetramer (31) and an open-chain benzimidazolin-2-one heptamer (32) have been prepared and characterized by ¹H, ¹³C NMR and by MS. The crystal and molecular structure of the trimer, 1,3-bis-2-(2-oxobenzimidazol-1-yl)ethyl-2-oxobenzimidazole monohydrate (30) has been solved by X-Ray analysis. The benzi-midazolin-2-one fragments display a pattern of bond distances and angles similar to that of analogue derivatives retrieved form the CSD. The molecules are hydrogen bonded to four others in a continuous two-dimensional network by N-H···O=C and C-H···O=C interactions in which all N-H donors and O=C accepters are involved.