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Crystal structures of (N-methyl-N-phenyl­amino)(N-methyl-N-phenyl­carbamoyl)sulfide and the corresponding disulfane

The title compounds, (N-methyl-N-phenyl­amino)(N-methyl-N-phenyl­car­bam­oyl)sulfide, C(15)H(16)N(2)OS, (I), and (N-methyl-N-phenyl­amino)­(N-methyl-N-phenyl­carbamo­yl)disulfane, C(15)H(16)N(2)OS(2), (II), are stable derivatives of (chloro­carbon­yl)sulfenyl chloride and (chloro­carbon­yl)disulfany...

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Autores principales: Henley, Matthew J., Schroll, Alayne L., Young, Victor G., Barany, George
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645008/
https://www.ncbi.nlm.nih.gov/pubmed/26594513
http://dx.doi.org/10.1107/S2056989015018289
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author Henley, Matthew J.
Schroll, Alayne L.
Young, Victor G.
Barany, George
author_facet Henley, Matthew J.
Schroll, Alayne L.
Young, Victor G.
Barany, George
author_sort Henley, Matthew J.
collection PubMed
description The title compounds, (N-methyl-N-phenyl­amino)(N-methyl-N-phenyl­car­bam­oyl)sulfide, C(15)H(16)N(2)OS, (I), and (N-methyl-N-phenyl­amino)­(N-methyl-N-phenyl­carbamo­yl)disulfane, C(15)H(16)N(2)OS(2), (II), are stable derivatives of (chloro­carbon­yl)sulfenyl chloride and (chloro­carbon­yl)disulfanyl chloride, respectively. The torsion angle about the S—S bond in (II) is −92.62 (6)°, which is close to the theoretical value of 90°. In the crystal of (II), non-classical inter­molecular C—H⋯O hydrogen bonds form centrosymmetric cyclic dimers [graph set R (2) (2)(10)], while inter-dimer C—H⋯S inter­actions generate chains extending along the b axis.
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spelling pubmed-46450082015-11-20 Crystal structures of (N-methyl-N-phenyl­amino)(N-methyl-N-phenyl­carbamoyl)sulfide and the corresponding disulfane Henley, Matthew J. Schroll, Alayne L. Young, Victor G. Barany, George Acta Crystallogr E Crystallogr Commun Research Communications The title compounds, (N-methyl-N-phenyl­amino)(N-methyl-N-phenyl­car­bam­oyl)sulfide, C(15)H(16)N(2)OS, (I), and (N-methyl-N-phenyl­amino)­(N-methyl-N-phenyl­carbamo­yl)disulfane, C(15)H(16)N(2)OS(2), (II), are stable derivatives of (chloro­carbon­yl)sulfenyl chloride and (chloro­carbon­yl)disulfanyl chloride, respectively. The torsion angle about the S—S bond in (II) is −92.62 (6)°, which is close to the theoretical value of 90°. In the crystal of (II), non-classical inter­molecular C—H⋯O hydrogen bonds form centrosymmetric cyclic dimers [graph set R (2) (2)(10)], while inter-dimer C—H⋯S inter­actions generate chains extending along the b axis. International Union of Crystallography 2015-10-24 /pmc/articles/PMC4645008/ /pubmed/26594513 http://dx.doi.org/10.1107/S2056989015018289 Text en © Henley 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 (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
Henley, Matthew J.
Schroll, Alayne L.
Young, Victor G.
Barany, George
Crystal structures of (N-methyl-N-phenyl­amino)(N-methyl-N-phenyl­carbamoyl)sulfide and the corresponding disulfane
title Crystal structures of (N-methyl-N-phenyl­amino)(N-methyl-N-phenyl­carbamoyl)sulfide and the corresponding disulfane
title_full Crystal structures of (N-methyl-N-phenyl­amino)(N-methyl-N-phenyl­carbamoyl)sulfide and the corresponding disulfane
title_fullStr Crystal structures of (N-methyl-N-phenyl­amino)(N-methyl-N-phenyl­carbamoyl)sulfide and the corresponding disulfane
title_full_unstemmed Crystal structures of (N-methyl-N-phenyl­amino)(N-methyl-N-phenyl­carbamoyl)sulfide and the corresponding disulfane
title_short Crystal structures of (N-methyl-N-phenyl­amino)(N-methyl-N-phenyl­carbamoyl)sulfide and the corresponding disulfane
title_sort crystal structures of (n-methyl-n-phenyl­amino)(n-methyl-n-phenyl­carbamoyl)sulfide and the corresponding disulfane
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645008/
https://www.ncbi.nlm.nih.gov/pubmed/26594513
http://dx.doi.org/10.1107/S2056989015018289
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