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DOI: 10.1039/A804676J (Paper) Reference Section for: J. Chem. Soc., Perkin Trans. 2, 1998, 2459-2470

Interchangeability of halogen and ethynyl substituents in the solid state structures of di- and tri-substituted benzenes[hair space]†

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James M. A. Robinson, Benson M. Kariuki, Kenneth D. M. Harris and Douglas Philp

Abstract

Examination of the solid state structures of bromo- and fluoro-substituted ethynylbenzenes, determined by single crystal X-ray diffraction, has demonstrated that the halogen and ethynyl substituents on these 1,4- and 1,3,5-substituted benzene rings can be interchanged without significant changes in their average solid state structures. Consideration of these structures, together with those of 1,4- and 1,3,5-substituted halogenobenzenes, suggests that, in most cases, shape complementarity may be of equal importance to interactional complementarity when attempting to rationalise the packing of these molecules in the solid state.

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