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1-Methyl-3,3-bis(phenylsulfanyl)piperidin-2-one
The piperidone ring in the title compound, C(18)H(19)NOS(2), is in a distorted half-chair conformation, distorted towards a twisted boat, with the central methylene C atom of the propyl backbone lying 0.606 (2) Å out of the plane defined by the other five atoms (r.m.s. deviation = 0.1197 Å). One of...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379371/ https://www.ncbi.nlm.nih.gov/pubmed/22719569 http://dx.doi.org/10.1107/S1600536812021277 |
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author | Caracelli, Ignez Olivato, Paulo R. Cerqueira Jr, Carlos R. Santos, Jean M. M. Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | Caracelli, Ignez Olivato, Paulo R. Cerqueira Jr, Carlos R. Santos, Jean M. M. Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | Caracelli, Ignez |
collection | PubMed |
description | The piperidone ring in the title compound, C(18)H(19)NOS(2), is in a distorted half-chair conformation, distorted towards a twisted boat, with the central methylene C atom of the propyl backbone lying 0.606 (2) Å out of the plane defined by the other five atoms (r.m.s. deviation = 0.1197 Å). One of the S-bound phenyl rings is almost perpendicular to the least-squares plane through the piperidone ring, whereas the other is splayed [dihedral angles = 75.97 (6) and 44.21 (7)°, respectively]. The most prominent feature of the crystal packing is the formation of helical supramolecular chains along the b axis sustained by C—H⋯O interactions. The chains are consolidated into a three-dimensional architecture via C—H⋯π interactions whereby one S-bound phenyl ring accepts two C—H⋯π contacts. |
format | Online Article Text |
id | pubmed-3379371 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33793712012-06-20 1-Methyl-3,3-bis(phenylsulfanyl)piperidin-2-one Caracelli, Ignez Olivato, Paulo R. Cerqueira Jr, Carlos R. Santos, Jean M. M. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The piperidone ring in the title compound, C(18)H(19)NOS(2), is in a distorted half-chair conformation, distorted towards a twisted boat, with the central methylene C atom of the propyl backbone lying 0.606 (2) Å out of the plane defined by the other five atoms (r.m.s. deviation = 0.1197 Å). One of the S-bound phenyl rings is almost perpendicular to the least-squares plane through the piperidone ring, whereas the other is splayed [dihedral angles = 75.97 (6) and 44.21 (7)°, respectively]. The most prominent feature of the crystal packing is the formation of helical supramolecular chains along the b axis sustained by C—H⋯O interactions. The chains are consolidated into a three-dimensional architecture via C—H⋯π interactions whereby one S-bound phenyl ring accepts two C—H⋯π contacts. International Union of Crystallography 2012-05-19 /pmc/articles/PMC3379371/ /pubmed/22719569 http://dx.doi.org/10.1107/S1600536812021277 Text en © Caracelli et al. 2012 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 Caracelli, Ignez Olivato, Paulo R. Cerqueira Jr, Carlos R. Santos, Jean M. M. Ng, Seik Weng Tiekink, Edward R. T. 1-Methyl-3,3-bis(phenylsulfanyl)piperidin-2-one |
title | 1-Methyl-3,3-bis(phenylsulfanyl)piperidin-2-one |
title_full | 1-Methyl-3,3-bis(phenylsulfanyl)piperidin-2-one |
title_fullStr | 1-Methyl-3,3-bis(phenylsulfanyl)piperidin-2-one |
title_full_unstemmed | 1-Methyl-3,3-bis(phenylsulfanyl)piperidin-2-one |
title_short | 1-Methyl-3,3-bis(phenylsulfanyl)piperidin-2-one |
title_sort | 1-methyl-3,3-bis(phenylsulfanyl)piperidin-2-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379371/ https://www.ncbi.nlm.nih.gov/pubmed/22719569 http://dx.doi.org/10.1107/S1600536812021277 |
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