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Crystal structure of N-(4-hy­droxy­benz­yl)acetone thio­semicarbazone

The structure of the title compound, C(11)H(15)N(3)OS, shows the flexibility due to the methyl­ene group at the thio­amide N atom in the side chain, resulting in the mol­ecule being non-planar. The dihedral angle between the plane of the benzene ring and that defined by the atoms of the thio­semicar...

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Autores principales: Argibay-Otero, Saray, Vázquez-López, Ezequiel M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588586/
https://www.ncbi.nlm.nih.gov/pubmed/28932480
http://dx.doi.org/10.1107/S2056989017012129
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author Argibay-Otero, Saray
Vázquez-López, Ezequiel M.
author_facet Argibay-Otero, Saray
Vázquez-López, Ezequiel M.
author_sort Argibay-Otero, Saray
collection PubMed
description The structure of the title compound, C(11)H(15)N(3)OS, shows the flexibility due to the methyl­ene group at the thio­amide N atom in the side chain, resulting in the mol­ecule being non-planar. The dihedral angle between the plane of the benzene ring and that defined by the atoms of the thio­semicarbazide arm is 79.847 (4)°. In the crystal, the donor–acceptor hydrogen-bond character of the –OH group dominates the inter­molecular associations, acting as a donor in an O—H⋯S hydrogen bond, as well as being a double acceptor in a centrosymmetric cyclic bridging N—H⋯O,O′ inter­action [graph set R (2) (2)(4)]. The result is a one-dimensional duplex chain structure, extending along [111]. The usual N—H⋯S hydrogen-bonding association common in thio­semicarbazone crystal structures is not observed.
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spelling pubmed-55885862017-09-20 Crystal structure of N-(4-hy­droxy­benz­yl)acetone thio­semicarbazone Argibay-Otero, Saray Vázquez-López, Ezequiel M. Acta Crystallogr E Crystallogr Commun Research Communications The structure of the title compound, C(11)H(15)N(3)OS, shows the flexibility due to the methyl­ene group at the thio­amide N atom in the side chain, resulting in the mol­ecule being non-planar. The dihedral angle between the plane of the benzene ring and that defined by the atoms of the thio­semicarbazide arm is 79.847 (4)°. In the crystal, the donor–acceptor hydrogen-bond character of the –OH group dominates the inter­molecular associations, acting as a donor in an O—H⋯S hydrogen bond, as well as being a double acceptor in a centrosymmetric cyclic bridging N—H⋯O,O′ inter­action [graph set R (2) (2)(4)]. The result is a one-dimensional duplex chain structure, extending along [111]. The usual N—H⋯S hydrogen-bonding association common in thio­semicarbazone crystal structures is not observed. International Union of Crystallography 2017-08-25 /pmc/articles/PMC5588586/ /pubmed/28932480 http://dx.doi.org/10.1107/S2056989017012129 Text en © Argibay-Otero and Vázquez-López 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
Argibay-Otero, Saray
Vázquez-López, Ezequiel M.
Crystal structure of N-(4-hy­droxy­benz­yl)acetone thio­semicarbazone
title Crystal structure of N-(4-hy­droxy­benz­yl)acetone thio­semicarbazone
title_full Crystal structure of N-(4-hy­droxy­benz­yl)acetone thio­semicarbazone
title_fullStr Crystal structure of N-(4-hy­droxy­benz­yl)acetone thio­semicarbazone
title_full_unstemmed Crystal structure of N-(4-hy­droxy­benz­yl)acetone thio­semicarbazone
title_short Crystal structure of N-(4-hy­droxy­benz­yl)acetone thio­semicarbazone
title_sort crystal structure of n-(4-hy­droxy­benz­yl)acetone thio­semicarbazone
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588586/
https://www.ncbi.nlm.nih.gov/pubmed/28932480
http://dx.doi.org/10.1107/S2056989017012129
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