Sulfur as a hydrogen bond donor in the gas phase: Rotational spectroscopic and computational study of 3-mercaptopropionic acid

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dc.contributor.authorSilva, Weslley G. D. P.
dc.contributor.authorvan Wijngaarden, Jennifer
dc.date.accessioned2021-10-25T23:13:40Z
dc.date.available2021-10-25T23:13:40Z
dc.date.issued2019-05-29
dc.date.submitted2021-10-25T20:49:46Zen_US
dc.description.abstractRotational spectra of 3-mercaptopropionic acid (3-mpa) were measured from 6 to 18 GHz using chirped pulse and cavity-based Fourier transform microwave (FTMW) spectroscopy. Theoretical calculations using the B3LYP-D3BJ and MP2 methods with the aug-cc-pVTZ basis set show the presence of seven energy minima of 3-mpa below 8.4 kJ mol−1. Comparison of calculated rotational and centrifugal distortion constants with experimental data led to the unequivocal assignment of the global energy minimum geometry. This conformer has the mercaptan hydrogen directly oriented towards the carbonyl oxygen of the carboxylic acid moiety suggesting the presence of a six–membered ring SH…OC intramolecular hydrogen bond. Quantum theory of atoms in molecules, noncovalent interactions, and natural bond orbital analyses confirm the stability of the sulfur hydrogen bond which plays a key role in the conformational preferences of 3-mpa.en_US
dc.description.sponsorshipNSERC RGPIN/0653-2016en_US
dc.identifier.citationSilva, W. G. D. P.; van Wijngaarden, J. Sulfur as a hydrogen bond donor in the gas phase: Rotational spectroscopic and computational study of 3-mercaptopropionic acid. J. Mol. Spectrosc. 2019, 362, 1-7.en_US
dc.identifier.doi10.1016/j.jms.2019.05.009
dc.identifier.urihttp://hdl.handle.net/1993/36073
dc.language.isoengen_US
dc.publisherJournal of Molecular Spectroscopyen_US
dc.rightsopen accessen_US
dc.subjectnon-covalent interactionsen_US
dc.subjecthydrogen bondingen_US
dc.subjectmicrowave spectroscopyen_US
dc.subjectquantum chemistry calculationsen_US
dc.subjectthiolsen_US
dc.titleSulfur as a hydrogen bond donor in the gas phase: Rotational spectroscopic and computational study of 3-mercaptopropionic aciden_US
dc.typePreprinten_US
local.author.affiliationFaculty of Scienceen_US
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