Hydrogen Bonding of O-Ethylxanthate Compounds and Neutron Structural Determination of C–H···S Interactions

Simple item page
dc.contributor.authorMacreadie, LKen_AU
dc.contributor.authorEdwards, AJen_AU
dc.contributor.authorChesman, ASRen_AU
dc.contributor.authorTurner, DRen_AU
dc.date.accessioned2016-09-28T06:43:54Zen_AU
dc.date.available2016-09-28T06:43:54Zen_AU
dc.date.issued2014-10-10en_AU
dc.date.statistics2016-09-28en_AU
dc.description.abstractA range of ethylxanthate (EtXn) salts, containing either protic or aprotic cations (guanidinium (1), methylammonium (2), dimethylammonium (3), trimethylammonium (4), tetramethylammonium (5), tetraethylammonium (6), and tetrapropylammonium (7)), have been synthesised and structurally characterised. The cations in these compounds differ in their degree of hydrogen-bonding ability, i.e. the number of donor groups, with significant structural consequences. Compounds 1–4 contain cations that are able to form N–H···S hydrogen bonds, with six, three, two, and one donor groups in 1–4 respectively. The number of donor atoms affects greatly the dimensionality of the hydrogen-bonding networks in the solid state. The structure of 1 has a 3-D hydrogen-bonding network, 2 and 3 form 2-D sheets and 1-D chains respectively, whereas the lone NH donor group in 4 has strong hydrogen bonding only within a discrete cation–anion pair. The tetraalkylammonium salts 5–7 have no strong hydrogen bonding, with only C–H···S and C–H···O interactions possible. To determine unambiguously the presence of such interactions, single-crystal Laue neutron diffraction data were obtained for compound 5, providing a fully anisotropic model, which can be used to rationalise potential close interactions in the other structures. The neutron structure of 5 confirms the existence of C–H···S hydrogen bonds, with the H···S distance falling well within the sum of the van der Waals radii of the atoms. The close-packing in 5–7 is mediated solely through these weak interactions, with the size of the cations influencing the structures. © CSIRO 1996-2020en_AU
dc.identifier.citationMacreadie, L. K., Edwards, A. J., Chesman, A. S. R., & Turner, D. R. (2014). Hydrogen bonding of O-Ethylxanthate compounds and neutron structural determination of C–H···S interactions. Australian Journal of Chemistry, 67(12), 1829-1839. doi:10.1071/CH14355en_AU
dc.identifier.govdoc7179en_AU
dc.identifier.issn0004-9425en_AU
dc.identifier.issue12en_AU
dc.identifier.journaltitleAustralian Journal of Chemistryen_AU
dc.identifier.pagination1829-1839en_AU
dc.identifier.urihttp://dx.doi.org/10.1071/CH14355en_AU
dc.identifier.urihttp://apo.ansto.gov.au/dspace/handle/10238/7597en_AU
dc.identifier.volume67en_AU
dc.language.isoenen_AU
dc.publisherCSIRO Publishingen_AU
dc.subjectSaltsen_AU
dc.subjectCationsen_AU
dc.subjectMonocrystalsen_AU
dc.subjectHydrogenen_AU
dc.subjectNeutron diffractionen_AU
dc.subjectLaue methoden_AU
dc.titleHydrogen Bonding of O-Ethylxanthate Compounds and Neutron Structural Determination of C–H···S Interactionsen_AU
dc.typeJournal Articleen_AU
Files
License bundle
Now showing 1 - 1 of 1
Thumbnail Image
Name:
license.txt
Size:
1.71 KB
Format:
Item-specific license agreed upon to submission
Description:
Download
Collections
Journal Articles