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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...

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Autores principales: Mammadova, Gunay Z., Matsulevich, Zhanna V., Osmanov, Vladimir K., Borisov, Alexander V., Khrustalev, Victor N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
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.
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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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