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

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 structur...

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Main Authors: White, N, Caballero, A, Beer, P
Format: Journal article
Language:English
Published: Royal Society of Chemistry 2014
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author White, N
Caballero, A
Beer, P
author_facet White, N
Caballero, A
Beer, P
author_sort White, N
collection OXFORD
description 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. This journal is © the Partner Organisations 2014.
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spelling oxford-uuid:65219a29-231c-43dd-ae1c-d2d62c78b8172022-03-26T18:23:35ZObservation of strong halogen bonds in the solid state structures of bis-haloimidazolium macrocyclesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:65219a29-231c-43dd-ae1c-d2d62c78b817EnglishSymplectic Elements at OxfordRoyal Society of Chemistry2014White, NCaballero, ABeer, PTwo 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. This journal is © the Partner Organisations 2014.
spellingShingle White, N
Caballero, A
Beer, P
Observation of strong halogen bonds in the solid state structures of bis-haloimidazolium macrocycles
title Observation of strong halogen bonds in the solid state structures of bis-haloimidazolium macrocycles
title_full Observation of strong halogen bonds in the solid state structures of bis-haloimidazolium macrocycles
title_fullStr Observation of strong halogen bonds in the solid state structures of bis-haloimidazolium macrocycles
title_full_unstemmed Observation of strong halogen bonds in the solid state structures of bis-haloimidazolium macrocycles
title_short Observation of strong halogen bonds in the solid state structures of bis-haloimidazolium macrocycles
title_sort observation of strong halogen bonds in the solid state structures of bis haloimidazolium macrocycles
work_keys_str_mv AT whiten observationofstronghalogenbondsinthesolidstatestructuresofbishaloimidazoliummacrocycles
AT caballeroa observationofstronghalogenbondsinthesolidstatestructuresofbishaloimidazoliummacrocycles
AT beerp observationofstronghalogenbondsinthesolidstatestructuresofbishaloimidazoliummacrocycles