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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...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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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. |
format | Online Article Text |
id | pubmed-5588586 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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