Engineering the solid state with 2-benzimidazolones

KE Schwiebert, DN Chin, JC MacDonald…

Index: Schwiebert, Kathryn E.; Chin, Donovan N.; MacDonald, John C.; Whitesides, George M. Journal of the American Chemical Society, 1996 , vol. 118, # 17 p. 4018 - 4029

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Citation Number: 113

Abstract

Six derivatives of 2-benzimidazolone, disubstituted in the 4 and 5 positions, have been synthesized, and their structures have been determined in the solid state. Four of these compounds crystallize as molecular tapes. Compounds 1-(CH3) 2, 1-Cl2, and 1-Br2 form tapes that pack with their long axes parallel; compounds 1-H2 and 2-H2 form tapes that pack with their long axes at an angle to one another. Compounds 1-F2 and 1-I2 crystallize with ...