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| dc.creator | Zhu, Shuguang | |
| dc.creator | Schriver, Melbourne J. | |
| dc.creator | Hendsbee, Arthur D. | |
| dc.creator | Masuda, Jason Douglas, 1977- | |
| dc.date.accessioned | 2021-09-24T13:04:11Z | |
| dc.date.available | 2021-09-24T13:04:11Z | |
| dc.date.issued | 2017-11-01 | |
| dc.identifier.issn | 2056-9890 | |
| dc.identifier.uri | http://library2.smu.ca/xmlui/handle/01/29929 | |
| dc.description | Published version | en_CA |
| dc.description.abstract | The syntheses and crystal structures of two isomers of phenyl iso­thia­zolyl oxa­thia­zolone, C<sub>11</sub>H<sub>6</sub>N<sub>2</sub>O<sub>2</sub>S<sub>2</sub>, are described [systematic names: 5-(3-phenyl­iso­thia­zol-5-yl)-1,3,4-oxa­thia­zol-2-one, (I), and 5-(3-phenyl­iso­thia­zol-4-yl)-1,3,4-oxa­thia­zol-2-one, (II)]. There are two almost planar (r.m.s. deviations = 0.032 and 0.063 Å) mol­ecules of isomer (I) in the asymmetric unit, which form centrosymmetric tetra­mers linked by strong S<sup>...</sup>N [3.072 (2) Å] and S<sup>...</sup>O contacts [3.089 (1) Å]. The tetra­mers are π-stacked parallel to the <em>a</em>-axis direction. The single mol­ecule in the asymmetric unit of isomer (II) is twisted into a non-planar conformation by steric repulsion [dihedral angles between the central iso­thia­zolyl ring and the pendant oxa­thia­zolone and phenyl rings are 13.27 (6) and 61.18 (7)°, respectively], which disrupts the π-conjugation between the heteroaromatic iso­thia­zoloyl ring and the non-aromatic oxa­thia­zolone heterocycle. In the crystal of isomer (II), the strong S<sup>...</sup>O [3.020 (1) Å] and S<sup>...</sup>C contacts [3.299 (2) Å] and the non-planar structure of the mol­ecule lead to a form of π-stacking not observed in isomer (I) or other oxathiazolone derivatives. | en_CA |
| dc.description.provenance | Submitted by Sherry Briere (sherry.briere@smu.ca) on 2021-09-24T13:04:11Z No. of bitstreams: 1 Masuda_Jason_D_article_2017.pdf: 839386 bytes, checksum: 21e37bb226cb67c41e776fe3177521c9 (MD5) | en |
| dc.description.provenance | Made available in DSpace on 2021-09-24T13:04:11Z (GMT). No. of bitstreams: 1 Masuda_Jason_D_article_2017.pdf: 839386 bytes, checksum: 21e37bb226cb67c41e776fe3177521c9 (MD5) Previous issue date: 2017-11-01 | en |
| dc.language.iso | en | en_CA |
| dc.publisher | International Union of Crystallography | en_CA |
| dc.relation.uri | https://doi.org/10.1107/S2056989017015067 | |
| dc.rights | <a rel="license" href="http://creativecommons.org/licenses/by/4.0/"><img alt="Creative Commons License" style="border-width:0" src="https://i.creativecommons.org/l/by/4.0/80x15.png" /></a> This work is licensed under a <a rel="license" href="http://creativecommons.org/licenses/by/4.0/">Creative Commons Attribution 4.0 International License</a> | |
| dc.subject.lcsh | Thiazoles | |
| dc.subject.lcsh | Bioconjugates | |
| dc.subject.lcsh | Nitriles | |
| dc.title | The crystal structures of two isomers of 5-(phenyl- isothiazolyl)-1,3,4-oxathiazol-2-one | en_CA |
| dc.type | Text | en_CA |
| dcterms.bibliographicCitation | Acta Crystallographica: Section E 73(11), 1726-1731. (2017) | en_CA |
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