1-(5-Bromo-2-oxoindolin-3-yl­idene)-4-phenyl­thio­semicarbazide

In the title compound, C(15)H(11)BrN(4)OS, the least-squares plane through the 5-bromo­isatin fragment forms a dihedral angle of 13.63 (14)° with the phenyl ring. The mol­ecular conformation features intra­molecular N—H⋯N and N—H⋯O hydrogen bonds. In the crystal, mol­ecules are connected via pairs o...

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Autores principales: Bandeira, Katlen C. T., Bresolin, Leandro, Näther, Christian, Jess, Inke, de Oliveira, Adriano Bof
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793820/
https://www.ncbi.nlm.nih.gov/pubmed/24109407
http://dx.doi.org/10.1107/S1600536813020497
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author Bandeira, Katlen C. T.
Bresolin, Leandro
Näther, Christian
Jess, Inke
de Oliveira, Adriano Bof
author_facet Bandeira, Katlen C. T.
Bresolin, Leandro
Näther, Christian
Jess, Inke
de Oliveira, Adriano Bof
author_sort Bandeira, Katlen C. T.
collection PubMed
description In the title compound, C(15)H(11)BrN(4)OS, the least-squares plane through the 5-bromo­isatin fragment forms a dihedral angle of 13.63 (14)° with the phenyl ring. The mol­ecular conformation features intra­molecular N—H⋯N and N—H⋯O hydrogen bonds. In the crystal, mol­ecules are connected via pairs of N—H⋯O inter­actions into centrosymmetric dimers. Additionally, π–π stacking inter­actions link mol­ecules into chains parallel to the a axis with short C⋯C distances being observed between the phenyl and thio­carbonyl [3.236 (8) Å] groups and between the thio­carbonyl and carbonyl [3.351 (4) Å] groups of stacked mol­ecules.
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spelling pubmed-37938202013-10-09 1-(5-Bromo-2-oxoindolin-3-yl­idene)-4-phenyl­thio­semicarbazide Bandeira, Katlen C. T. Bresolin, Leandro Näther, Christian Jess, Inke de Oliveira, Adriano Bof Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(15)H(11)BrN(4)OS, the least-squares plane through the 5-bromo­isatin fragment forms a dihedral angle of 13.63 (14)° with the phenyl ring. The mol­ecular conformation features intra­molecular N—H⋯N and N—H⋯O hydrogen bonds. In the crystal, mol­ecules are connected via pairs of N—H⋯O inter­actions into centrosymmetric dimers. Additionally, π–π stacking inter­actions link mol­ecules into chains parallel to the a axis with short C⋯C distances being observed between the phenyl and thio­carbonyl [3.236 (8) Å] groups and between the thio­carbonyl and carbonyl [3.351 (4) Å] groups of stacked mol­ecules. International Union of Crystallography 2013-07-27 /pmc/articles/PMC3793820/ /pubmed/24109407 http://dx.doi.org/10.1107/S1600536813020497 Text en © Bandeira et al. 2013 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
Bandeira, Katlen C. T.
Bresolin, Leandro
Näther, Christian
Jess, Inke
de Oliveira, Adriano Bof
1-(5-Bromo-2-oxoindolin-3-yl­idene)-4-phenyl­thio­semicarbazide
title 1-(5-Bromo-2-oxoindolin-3-yl­idene)-4-phenyl­thio­semicarbazide
title_full 1-(5-Bromo-2-oxoindolin-3-yl­idene)-4-phenyl­thio­semicarbazide
title_fullStr 1-(5-Bromo-2-oxoindolin-3-yl­idene)-4-phenyl­thio­semicarbazide
title_full_unstemmed 1-(5-Bromo-2-oxoindolin-3-yl­idene)-4-phenyl­thio­semicarbazide
title_short 1-(5-Bromo-2-oxoindolin-3-yl­idene)-4-phenyl­thio­semicarbazide
title_sort 1-(5-bromo-2-oxoindolin-3-yl­idene)-4-phenyl­thio­semicarbazide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793820/
https://www.ncbi.nlm.nih.gov/pubmed/24109407
http://dx.doi.org/10.1107/S1600536813020497
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