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N-(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)-2-(piperidin-1-yl)acetamide
The title compound, C(16)H(20)N(4)OS(2), was synthesized by the reaction of 2-benzylsulfanyl-5-chloroacetamido-1,3,4-thiadiazole and piperidine in a 1:2 ratio. The planes of the acetamide and 1,3,4-thiadiazole units are twisted by 10.8 (4)°. The thiadiazole S atom and the acetamide O atom are s...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998473/ https://www.ncbi.nlm.nih.gov/pubmed/24764962 http://dx.doi.org/10.1107/S160053681400213X |
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author | Ismailova, D. S. Okmanov, R. Ya. Ziyaev, A. A. Shakhidoyatov, Kh. M. Tashkhodjaev, B. |
author_facet | Ismailova, D. S. Okmanov, R. Ya. Ziyaev, A. A. Shakhidoyatov, Kh. M. Tashkhodjaev, B. |
author_sort | Ismailova, D. S. |
collection | PubMed |
description | The title compound, C(16)H(20)N(4)OS(2), was synthesized by the reaction of 2-benzylsulfanyl-5-chloroacetamido-1,3,4-thiadiazole and piperidine in a 1:2 ratio. The planes of the acetamide and 1,3,4-thiadiazole units are twisted by 10.8 (4)°. The thiadiazole S atom and the acetamide O atom are syn-oriented due to a hypervalent S⋯O interaction of 2.628 (4) Å. In the crystal, molecules form centrosymmetric dimers via N—H⋯N hydrogen bonds. These dimers are further connected by C—H⋯O interactions into (100) layers. |
format | Online Article Text |
id | pubmed-3998473 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-39984732014-04-24 N-(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)-2-(piperidin-1-yl)acetamide Ismailova, D. S. Okmanov, R. Ya. Ziyaev, A. A. Shakhidoyatov, Kh. M. Tashkhodjaev, B. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(20)N(4)OS(2), was synthesized by the reaction of 2-benzylsulfanyl-5-chloroacetamido-1,3,4-thiadiazole and piperidine in a 1:2 ratio. The planes of the acetamide and 1,3,4-thiadiazole units are twisted by 10.8 (4)°. The thiadiazole S atom and the acetamide O atom are syn-oriented due to a hypervalent S⋯O interaction of 2.628 (4) Å. In the crystal, molecules form centrosymmetric dimers via N—H⋯N hydrogen bonds. These dimers are further connected by C—H⋯O interactions into (100) layers. International Union of Crystallography 2014-02-05 /pmc/articles/PMC3998473/ /pubmed/24764962 http://dx.doi.org/10.1107/S160053681400213X Text en © Ismailova et al. 2014 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 | Organic Papers Ismailova, D. S. Okmanov, R. Ya. Ziyaev, A. A. Shakhidoyatov, Kh. M. Tashkhodjaev, B. N-(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)-2-(piperidin-1-yl)acetamide |
title |
N-(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)-2-(piperidin-1-yl)acetamide |
title_full |
N-(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)-2-(piperidin-1-yl)acetamide |
title_fullStr |
N-(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)-2-(piperidin-1-yl)acetamide |
title_full_unstemmed |
N-(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)-2-(piperidin-1-yl)acetamide |
title_short |
N-(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)-2-(piperidin-1-yl)acetamide |
title_sort | n-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-2-(piperidin-1-yl)acetamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998473/ https://www.ncbi.nlm.nih.gov/pubmed/24764962 http://dx.doi.org/10.1107/S160053681400213X |
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