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Crystal structure determination as part of an ongoing undergraduate organic laboratory project: 5-[(E)-styr-yl]-1,3,4-oxa-thia-zol-2-one.

ABSTRACT: The title compound, C10H7NO2S, provides the first structure of an ?-alkenyl oxa-thia-zolone ring. The phenyl ring and the oxa-thia-zolone 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 ?-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 mol-ecules.

SUBMITTER: Nason TR

PROVIDER: S-EPMC5588565 | biostudies-other | 2017 Sep

REPOSITORIES: biostudies-other

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Crystal structure determination as part of an ongoing undergraduate organic laboratory project: 5-[(E)-styr-yl]-1,3,4-oxa-thia-zol-2-one.

Nason Trevor R TR Schriver Melbourne J MJ Hendsbee Arthur D AD Masuda Jason D JD

Acta crystallographica. Section E, Crystallographic communications 20170804 Pt 9

The title compound, C10H7NO2S, provides the first structure of an α-alkenyl oxa-thia-zolone ring. The phenyl ring and the oxa-thia-zolone 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 ob ...[more]

PMID: 28932459

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