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Crystal structure of 1-benzyl-2-hy­droxy-5-oxopyrrolidin-3-yl acetate

In the title compound, C(13)H(15)NO(4), the oxopyrrolidin-3-yl ring has an envelope conformation, with the C atom bearing the acetate group being the flap. The acetate and phenyl groups are inclined with respect to the central ring, forming dihedral angles of 50.20 (12) and 87.40 (9)°, respectively,...

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Autores principales: Caracelli, Ignez, Zukerman-Schpector, Julio, Stefani, Hélio A., Ali, Bakhat, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571408/
https://www.ncbi.nlm.nih.gov/pubmed/26396808
http://dx.doi.org/10.1107/S2056989015013353
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author Caracelli, Ignez
Zukerman-Schpector, Julio
Stefani, Hélio A.
Ali, Bakhat
Tiekink, Edward R. T.
author_facet Caracelli, Ignez
Zukerman-Schpector, Julio
Stefani, Hélio A.
Ali, Bakhat
Tiekink, Edward R. T.
author_sort Caracelli, Ignez
collection PubMed
description In the title compound, C(13)H(15)NO(4), the oxopyrrolidin-3-yl ring has an envelope conformation, with the C atom bearing the acetate group being the flap. The acetate and phenyl groups are inclined with respect to the central ring, forming dihedral angles of 50.20 (12) and 87.40 (9)°, respectively, with the least-squares plane through the ring. The dihedral angle between the acetate group and the phenyl ring is 63.22 (8)°, indicating a twisted conformation in the mol­ecule. In the crystal, supra­molecular chains along the b axis are formed by (hy­droxy)O—H⋯O(ring carbon­yl) hydrogen bonds. The chains are consolidated into the three-dimensional architecture by C—H⋯O inter­actions.
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spelling pubmed-45714082015-09-22 Crystal structure of 1-benzyl-2-hy­droxy-5-oxopyrrolidin-3-yl acetate Caracelli, Ignez Zukerman-Schpector, Julio Stefani, Hélio A. Ali, Bakhat Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Data Reports In the title compound, C(13)H(15)NO(4), the oxopyrrolidin-3-yl ring has an envelope conformation, with the C atom bearing the acetate group being the flap. The acetate and phenyl groups are inclined with respect to the central ring, forming dihedral angles of 50.20 (12) and 87.40 (9)°, respectively, with the least-squares plane through the ring. The dihedral angle between the acetate group and the phenyl ring is 63.22 (8)°, indicating a twisted conformation in the mol­ecule. In the crystal, supra­molecular chains along the b axis are formed by (hy­droxy)O—H⋯O(ring carbon­yl) hydrogen bonds. The chains are consolidated into the three-dimensional architecture by C—H⋯O inter­actions. International Union of Crystallography 2015-07-17 /pmc/articles/PMC4571408/ /pubmed/26396808 http://dx.doi.org/10.1107/S2056989015013353 Text en © Caracelli et al. 2015 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Data Reports
Caracelli, Ignez
Zukerman-Schpector, Julio
Stefani, Hélio A.
Ali, Bakhat
Tiekink, Edward R. T.
Crystal structure of 1-benzyl-2-hy­droxy-5-oxopyrrolidin-3-yl acetate
title Crystal structure of 1-benzyl-2-hy­droxy-5-oxopyrrolidin-3-yl acetate
title_full Crystal structure of 1-benzyl-2-hy­droxy-5-oxopyrrolidin-3-yl acetate
title_fullStr Crystal structure of 1-benzyl-2-hy­droxy-5-oxopyrrolidin-3-yl acetate
title_full_unstemmed Crystal structure of 1-benzyl-2-hy­droxy-5-oxopyrrolidin-3-yl acetate
title_short Crystal structure of 1-benzyl-2-hy­droxy-5-oxopyrrolidin-3-yl acetate
title_sort crystal structure of 1-benzyl-2-hy­droxy-5-oxopyrrolidin-3-yl acetate
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571408/
https://www.ncbi.nlm.nih.gov/pubmed/26396808
http://dx.doi.org/10.1107/S2056989015013353
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