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Crystal structure determination as part of an ongoing undergraduate organic laboratory project: 5-[(E)-styr­yl]-1,3,4-oxa­thia­zol-2-one

The title compound, C(10)H(7)NO(2)S, provides the first structure of an α-alkenyl oxa­thia­zolone ring. The phenyl ring and the oxa­thia­zolone groups make dihedral angles of 0.3 (3) and −2.8 (3)°, respectively, with the plane of the central alkene group; the dihedral angle between the rings is 2.68...

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Detalles Bibliográficos
Autores principales: Nason, Trevor R., Schriver, Melbourne J., Hendsbee, Arthur D., Masuda, Jason D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588565/
https://www.ncbi.nlm.nih.gov/pubmed/28932459
http://dx.doi.org/10.1107/S2056989017011264
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author Nason, Trevor R.
Schriver, Melbourne J.
Hendsbee, Arthur D.
Masuda, Jason D.
author_facet Nason, Trevor R.
Schriver, Melbourne J.
Hendsbee, Arthur D.
Masuda, Jason D.
author_sort Nason, Trevor R.
collection PubMed
description The title compound, C(10)H(7)NO(2)S, provides the first structure of an α-alkenyl oxa­thia­zolone ring. The phenyl ring and the oxa­thia­zolone groups make dihedral angles of 0.3 (3) and −2.8 (3)°, respectively, with the plane of the central alkene group; the dihedral angle between the rings is 2.68 (8)°. A careful consideration of bond lengths provides insight into the electronic structure and reactivity of the title compound. In the crystal, extended π-stacking is observed parallel to the a-axis direction, consisting of cofacial head-to-tail dimeric units [centroid–centroid distance of 3.6191 (11) Å]. These dimeric units are separated by a slightly longer centroid–centroid distance of 3.8383 (12) Å, generating infinite stacks of mol­ecules.
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spelling pubmed-55885652017-09-20 Crystal structure determination as part of an ongoing undergraduate organic laboratory project: 5-[(E)-styr­yl]-1,3,4-oxa­thia­zol-2-one Nason, Trevor R. Schriver, Melbourne J. Hendsbee, Arthur D. Masuda, Jason D. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(10)H(7)NO(2)S, provides the first structure of an α-alkenyl oxa­thia­zolone ring. The phenyl ring and the oxa­thia­zolone groups make dihedral angles of 0.3 (3) and −2.8 (3)°, respectively, with the plane of the central alkene group; the dihedral angle between the rings is 2.68 (8)°. A careful consideration of bond lengths provides insight into the electronic structure and reactivity of the title compound. In the crystal, extended π-stacking is observed parallel to the a-axis direction, consisting of cofacial head-to-tail dimeric units [centroid–centroid distance of 3.6191 (11) Å]. These dimeric units are separated by a slightly longer centroid–centroid distance of 3.8383 (12) Å, generating infinite stacks of mol­ecules. International Union of Crystallography 2017-08-04 /pmc/articles/PMC5588565/ /pubmed/28932459 http://dx.doi.org/10.1107/S2056989017011264 Text en © Nason et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Nason, Trevor R.
Schriver, Melbourne J.
Hendsbee, Arthur D.
Masuda, Jason D.
Crystal structure determination as part of an ongoing undergraduate organic laboratory project: 5-[(E)-styr­yl]-1,3,4-oxa­thia­zol-2-one
title Crystal structure determination as part of an ongoing undergraduate organic laboratory project: 5-[(E)-styr­yl]-1,3,4-oxa­thia­zol-2-one
title_full Crystal structure determination as part of an ongoing undergraduate organic laboratory project: 5-[(E)-styr­yl]-1,3,4-oxa­thia­zol-2-one
title_fullStr Crystal structure determination as part of an ongoing undergraduate organic laboratory project: 5-[(E)-styr­yl]-1,3,4-oxa­thia­zol-2-one
title_full_unstemmed Crystal structure determination as part of an ongoing undergraduate organic laboratory project: 5-[(E)-styr­yl]-1,3,4-oxa­thia­zol-2-one
title_short Crystal structure determination as part of an ongoing undergraduate organic laboratory project: 5-[(E)-styr­yl]-1,3,4-oxa­thia­zol-2-one
title_sort crystal structure determination as part of an ongoing undergraduate organic laboratory project: 5-[(e)-styr­yl]-1,3,4-oxa­thia­zol-2-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588565/
https://www.ncbi.nlm.nih.gov/pubmed/28932459
http://dx.doi.org/10.1107/S2056989017011264
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