The structures of 1-(2-halo-6-fluorophenylmethyl)-1-methylimidazolium bromide salts

Fabio Lorenzini, Andrew C. Marr, Graham C. Saunders, Hayden Thomas

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Abstract

The crystal structures of 1-(2-halo-6-fluorophenylmethyl)-1-methylimidazolium bromide salts and 1-(2-trifluoromethyl-6-fluorophenylmethyl)-1-methylimidazolium bromide [MeNC3H3NCH2C6H3X-2-F-6]+.Br- [X = F (1), Cl (2), Br (3), I (4), CF3 (5)] have been determined. The crystal structure of the hydrate of salt 1 contains π–π stacked imidazolium···difluorophenyl···difluorophenyl···imidazolium units. Those of salts 2, 4 and 5 possess bromide···halofluorophenyl···halofluorophenyl···bromide motifs comprising anion–π and π–π stacking interactions. That of salt 4 also contains bromide···iodide halogen bonding. The crystal structure of the sesquihydrate of salt 3 possesses bromine···halofluorophenyl···halofluorophenyl···bromine motifs.
Original languageEnglish
JournalJournal of Fluorine Chemistry
Early online date16 Mar 2018
DOIs
Publication statusEarly online date - 16 Mar 2018

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Bromides
bromide
bromides
halos
Salts
salts
salt
crystal structure
Crystal structure
Halogens
halogen
Hydrates
stacking
hydrates
halogens
Anions
anion
anions
interactions

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@article{9317f85237a54a7ca97db5166b82a4c0,
title = "The structures of 1-(2-halo-6-fluorophenylmethyl)-1-methylimidazolium bromide salts",
abstract = "The crystal structures of 1-(2-halo-6-fluorophenylmethyl)-1-methylimidazolium bromide salts and 1-(2-trifluoromethyl-6-fluorophenylmethyl)-1-methylimidazolium bromide [MeNC3H3NCH2C6H3X-2-F-6]+.Br- [X = F (1), Cl (2), Br (3), I (4), CF3 (5)] have been determined. The crystal structure of the hydrate of salt 1 contains π–π stacked imidazolium···difluorophenyl···difluorophenyl···imidazolium units. Those of salts 2, 4 and 5 possess bromide···halofluorophenyl···halofluorophenyl···bromide motifs comprising anion–π and π–π stacking interactions. That of salt 4 also contains bromide···iodide halogen bonding. The crystal structure of the sesquihydrate of salt 3 possesses bromine···halofluorophenyl···halofluorophenyl···bromine motifs.",
author = "Fabio Lorenzini and Marr, {Andrew C.} and Saunders, {Graham C.} and Hayden Thomas",
year = "2018",
month = "3",
day = "16",
doi = "10.1016/j.jfluchem.2018.03.006",
language = "English",
journal = "Journal of Fluorine Chemistry",
issn = "0022-1139",
publisher = "Elsevier",

}

The structures of 1-(2-halo-6-fluorophenylmethyl)-1-methylimidazolium bromide salts. / Lorenzini, Fabio; Marr, Andrew C.; Saunders, Graham C.; Thomas, Hayden.

In: Journal of Fluorine Chemistry, 16.03.2018.

Research output: Contribution to journalArticle

TY - JOUR

T1 - The structures of 1-(2-halo-6-fluorophenylmethyl)-1-methylimidazolium bromide salts

AU - Lorenzini, Fabio

AU - Marr, Andrew C.

AU - Saunders, Graham C.

AU - Thomas, Hayden

PY - 2018/3/16

Y1 - 2018/3/16

N2 - The crystal structures of 1-(2-halo-6-fluorophenylmethyl)-1-methylimidazolium bromide salts and 1-(2-trifluoromethyl-6-fluorophenylmethyl)-1-methylimidazolium bromide [MeNC3H3NCH2C6H3X-2-F-6]+.Br- [X = F (1), Cl (2), Br (3), I (4), CF3 (5)] have been determined. The crystal structure of the hydrate of salt 1 contains π–π stacked imidazolium···difluorophenyl···difluorophenyl···imidazolium units. Those of salts 2, 4 and 5 possess bromide···halofluorophenyl···halofluorophenyl···bromide motifs comprising anion–π and π–π stacking interactions. That of salt 4 also contains bromide···iodide halogen bonding. The crystal structure of the sesquihydrate of salt 3 possesses bromine···halofluorophenyl···halofluorophenyl···bromine motifs.

AB - The crystal structures of 1-(2-halo-6-fluorophenylmethyl)-1-methylimidazolium bromide salts and 1-(2-trifluoromethyl-6-fluorophenylmethyl)-1-methylimidazolium bromide [MeNC3H3NCH2C6H3X-2-F-6]+.Br- [X = F (1), Cl (2), Br (3), I (4), CF3 (5)] have been determined. The crystal structure of the hydrate of salt 1 contains π–π stacked imidazolium···difluorophenyl···difluorophenyl···imidazolium units. Those of salts 2, 4 and 5 possess bromide···halofluorophenyl···halofluorophenyl···bromide motifs comprising anion–π and π–π stacking interactions. That of salt 4 also contains bromide···iodide halogen bonding. The crystal structure of the sesquihydrate of salt 3 possesses bromine···halofluorophenyl···halofluorophenyl···bromine motifs.

U2 - 10.1016/j.jfluchem.2018.03.006

DO - 10.1016/j.jfluchem.2018.03.006

M3 - Article

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

SN - 0022-1139

ER -