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1,3-Benzothiazole-2(3H)-selone
The title compound, C(7)H(5)NSSe, is the product of the reaction of 2-chlorobenzothiazole with sodium hydroselenide. The molecule is almost planar (r.m.s. deviation = 0.018 Å) owing to the presence of the long chain of conjugated bonds (Se=C—N—C=C—C=C—C=C). The geometrical parameters correspond...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247443/ https://www.ncbi.nlm.nih.gov/pubmed/22220061 http://dx.doi.org/10.1107/S1600536811043339 |
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author | Mammadova, Gunay Z. Matsulevich, Zhanna V. Osmanov, Vladimir K. Borisov, Alexander V. Khrustalev, Victor N. |
author_facet | Mammadova, Gunay Z. Matsulevich, Zhanna V. Osmanov, Vladimir K. Borisov, Alexander V. Khrustalev, Victor N. |
author_sort | Mammadova, Gunay Z. |
collection | PubMed |
description | The title compound, C(7)H(5)NSSe, is the product of the reaction of 2-chlorobenzothiazole with sodium hydroselenide. The molecule is almost planar (r.m.s. deviation = 0.018 Å) owing to the presence of the long chain of conjugated bonds (Se=C—N—C=C—C=C—C=C). The geometrical parameters correspond well to those of the analog N-methylbenzothiazole-2(3H)-selone, demonstrating that the S atom does not take a significant role in the electron delocalization within the molecule. In the crystal, molecules form centrosymmetric dimers by means of intermolecular N—H⋯Se hydrogen bonds. The dimers have a nonplanar ladder-like structure. Furthermore, the dimers are linked into ribbons propagating in [010] by weak attractive Se⋯S [3.7593 (4) Å] interactions. |
format | Online Article Text |
id | pubmed-3247443 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32474432012-01-04 1,3-Benzothiazole-2(3H)-selone Mammadova, Gunay Z. Matsulevich, Zhanna V. Osmanov, Vladimir K. Borisov, Alexander V. Khrustalev, Victor N. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(7)H(5)NSSe, is the product of the reaction of 2-chlorobenzothiazole with sodium hydroselenide. The molecule is almost planar (r.m.s. deviation = 0.018 Å) owing to the presence of the long chain of conjugated bonds (Se=C—N—C=C—C=C—C=C). The geometrical parameters correspond well to those of the analog N-methylbenzothiazole-2(3H)-selone, demonstrating that the S atom does not take a significant role in the electron delocalization within the molecule. In the crystal, molecules form centrosymmetric dimers by means of intermolecular N—H⋯Se hydrogen bonds. The dimers have a nonplanar ladder-like structure. Furthermore, the dimers are linked into ribbons propagating in [010] by weak attractive Se⋯S [3.7593 (4) Å] interactions. International Union of Crystallography 2011-10-29 /pmc/articles/PMC3247443/ /pubmed/22220061 http://dx.doi.org/10.1107/S1600536811043339 Text en © Mammadova et al. 2011 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 Mammadova, Gunay Z. Matsulevich, Zhanna V. Osmanov, Vladimir K. Borisov, Alexander V. Khrustalev, Victor N. 1,3-Benzothiazole-2(3H)-selone |
title | 1,3-Benzothiazole-2(3H)-selone |
title_full | 1,3-Benzothiazole-2(3H)-selone |
title_fullStr | 1,3-Benzothiazole-2(3H)-selone |
title_full_unstemmed | 1,3-Benzothiazole-2(3H)-selone |
title_short | 1,3-Benzothiazole-2(3H)-selone |
title_sort | 1,3-benzothiazole-2(3h)-selone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247443/ https://www.ncbi.nlm.nih.gov/pubmed/22220061 http://dx.doi.org/10.1107/S1600536811043339 |
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