The system will be going down for regular maintenance. Please save your work and logout. No submissions will be possible in the meantime
Files in this item
Utilizing sulfoxide···iodine halogen bonding for cocrystallization
Eccles, Kevin S.; Morrison, Robin E.; Stokes, Stephen P.; O'Mahony, Graham E.; Hayes, John A.; Kelly, Dawn M.; O'Boyle, Noel M.; Fábián, László; Moynihan, Humphrey A.; Maguire, Anita R.; Lawrence, Simon E.
Date:
2012-05
Copyright:
© 2012, American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in Crystal Growth and Design, copyright © American Chemical Society after peer review and technical editing by the publisher.To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/cg300189v
Full text restriction information:
Access to this article is restricted for 12 months after original publication by request of the publisher. Full text will be available from 17 May 2013.
Citation:
Eccles, Kevin; Morrison, Robin; Stokes, Stephen; O'Mahony, Graham; Hayes, John; Kelly, Dawn; O'Boyle, Noel; Fabian, Laszlo; Moynihan, H.; Maguire, Anita; Lawrence, Simon E. (2012) 'Utilizing Sulfoxide...Iodine Halogen Bonding for Cocrystallization'. Crystal Growth and Design, 12 (6):2969-2977. http://dx.doi.org/10.1021/cg300189v
Abstract:
The propensity of a range of different sulfoxides and sulfones to
cocrystallize with either 1,2- or 1,4-diiodotetrafluorobenzene, via I•••O=S
halogen bonding, was investigated. Cocrystallization occurred exclusively with
1,4-diiodotetrafluorobenzene in either a 1:1 or 1:2 stoichiometry of the
organohalide and the sulfoxide, respectively, depending on the sulfoxide used.
It was found that the stoichiometry observed was not necessarily related to
whether the oxygen acts as a single halogen bond acceptor or if it is bifurcated; with I•••π interactions observed in two of the
cocrystals synthesized. Only those cocrystals with a 1:2 stoichiometry exhibit C−H•••O hydrogen bonding in addition to I•••O=S
halogen bonding. Examination of the Cambridge Structural Database shows that (i) the I•••O=S interaction is similar to other
I•••O interactions, and (ii) the I•••π interaction is significant, with the distances in the two cocrystals among the shortest known.
Show full item record
This item appears in the following Collection(s)
