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Issue 18, 2014
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Observation of strong halogen bonds in the solid state structures of bis-haloimidazolium macrocycles

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Abstract

Two new bis-haloimidazolium macrocycles are described, containing either chloro or iodoimidazolium heterocycles. Crystal structure determinations of these macrocycles as their bromide salts are reported, as well as of the nitrate salt of the analogous bis-bromoimidazolium macrocycle. In all structures, short halogen bonds are observed in the solid state, with the nitrate complex of the bis-bromoimidazolium macrocycle containing a particularly short C–Br⋯O halogen bond. A comparison of the observed halogen bonds with related structures in the Cambridge Structural Database reveals only one halogen bond to an oxoanion shorter than that in the bromoimidazolium⋯nitrate complex, and that this is the shortest halogen bond from a bromine donor.

Graphical abstract: Observation of strong halogen bonds in the solid state structures of bis-haloimidazolium macrocycles

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Supplementary files

Article information


Submitted
25 Sep 2013
Accepted
15 Oct 2013
First published
01 Nov 2013

CrystEngComm, 2014,16, 3722-3729
Article type
Paper

Observation of strong halogen bonds in the solid state structures of bis-haloimidazolium macrocycles

N. G. White, A. Caballero and P. D. Beer, CrystEngComm, 2014, 16, 3722
DOI: 10.1039/C3CE41944D

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