Cargando…

(Z)-2-(5-Fluoro-2-oxoindolin-3-yl­idene)-N-phenyl­hydrazinecarbothio­amide

The title compound, C(15)H(11)FN(4)OS, crystallizes with three independent mol­ecules (A, B and C) in the asymmetric unit. The dihedral angles between the nine-membered 5-fluoro­indolin-2-one ring system and the benzene ring are 22.14 (11), 12.56 (11) and 3.70 (11)° in mol­ecules A, B and C, respect...

Descripción completa

Detalles Bibliográficos
Autores principales: Ali, Amna Qasem, Eltayeb, Naser Eltaher, Teoh, Siang Guan, Salhin, Abdussalam, Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3274981/
https://www.ncbi.nlm.nih.gov/pubmed/22346926
http://dx.doi.org/10.1107/S160053681105433X
_version_ 1782223148427509760
author Ali, Amna Qasem
Eltayeb, Naser Eltaher
Teoh, Siang Guan
Salhin, Abdussalam
Fun, Hoong-Kun
author_facet Ali, Amna Qasem
Eltayeb, Naser Eltaher
Teoh, Siang Guan
Salhin, Abdussalam
Fun, Hoong-Kun
author_sort Ali, Amna Qasem
collection PubMed
description The title compound, C(15)H(11)FN(4)OS, crystallizes with three independent mol­ecules (A, B and C) in the asymmetric unit. The dihedral angles between the nine-membered 5-fluoro­indolin-2-one ring system and the benzene ring are 22.14 (11), 12.56 (11) and 3.70 (11)° in mol­ecules A, B and C, respectively. In all three mol­ecules, intra­molecular cyclic N—H⋯O and C—H⋯S hydrogen-bonding inter­actions [graph set S(6)] are present in the N—N—C—N chain between the ring systems. In the crystal, the A mol­ecules form centrosymmetric cyclic dimers through inter­molecular N—H⋯O hydrogen bonds, which are linked into a supramolecular chain along [100] via C—H⋯F interactions; each type of hydrogen bond has graph set graph set R (2) (2)(8). A similar chain stabilised by similar interactions and also along [100] but, comprising alternating molecules of B and C is found. The latter chains are connected via C—H⋯S interactions, forming a layer with a zigzag topology parallel to (001).
format Online
Article
Text
id pubmed-3274981
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-32749812012-02-15 (Z)-2-(5-Fluoro-2-oxoindolin-3-yl­idene)-N-phenyl­hydrazinecarbothio­amide Ali, Amna Qasem Eltayeb, Naser Eltaher Teoh, Siang Guan Salhin, Abdussalam Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(11)FN(4)OS, crystallizes with three independent mol­ecules (A, B and C) in the asymmetric unit. The dihedral angles between the nine-membered 5-fluoro­indolin-2-one ring system and the benzene ring are 22.14 (11), 12.56 (11) and 3.70 (11)° in mol­ecules A, B and C, respectively. In all three mol­ecules, intra­molecular cyclic N—H⋯O and C—H⋯S hydrogen-bonding inter­actions [graph set S(6)] are present in the N—N—C—N chain between the ring systems. In the crystal, the A mol­ecules form centrosymmetric cyclic dimers through inter­molecular N—H⋯O hydrogen bonds, which are linked into a supramolecular chain along [100] via C—H⋯F interactions; each type of hydrogen bond has graph set graph set R (2) (2)(8). A similar chain stabilised by similar interactions and also along [100] but, comprising alternating molecules of B and C is found. The latter chains are connected via C—H⋯S interactions, forming a layer with a zigzag topology parallel to (001). International Union of Crystallography 2012-01-07 /pmc/articles/PMC3274981/ /pubmed/22346926 http://dx.doi.org/10.1107/S160053681105433X Text en © Ali 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
Ali, Amna Qasem
Eltayeb, Naser Eltaher
Teoh, Siang Guan
Salhin, Abdussalam
Fun, Hoong-Kun
(Z)-2-(5-Fluoro-2-oxoindolin-3-yl­idene)-N-phenyl­hydrazinecarbothio­amide
title (Z)-2-(5-Fluoro-2-oxoindolin-3-yl­idene)-N-phenyl­hydrazinecarbothio­amide
title_full (Z)-2-(5-Fluoro-2-oxoindolin-3-yl­idene)-N-phenyl­hydrazinecarbothio­amide
title_fullStr (Z)-2-(5-Fluoro-2-oxoindolin-3-yl­idene)-N-phenyl­hydrazinecarbothio­amide
title_full_unstemmed (Z)-2-(5-Fluoro-2-oxoindolin-3-yl­idene)-N-phenyl­hydrazinecarbothio­amide
title_short (Z)-2-(5-Fluoro-2-oxoindolin-3-yl­idene)-N-phenyl­hydrazinecarbothio­amide
title_sort (z)-2-(5-fluoro-2-oxoindolin-3-yl­idene)-n-phenyl­hydrazinecarbothio­amide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3274981/
https://www.ncbi.nlm.nih.gov/pubmed/22346926
http://dx.doi.org/10.1107/S160053681105433X
work_keys_str_mv AT aliamnaqasem z25fluoro2oxoindolin3ylidenenphenylhydrazinecarbothioamide
AT eltayebnasereltaher z25fluoro2oxoindolin3ylidenenphenylhydrazinecarbothioamide
AT teohsiangguan z25fluoro2oxoindolin3ylidenenphenylhydrazinecarbothioamide
AT salhinabdussalam z25fluoro2oxoindolin3ylidenenphenylhydrazinecarbothioamide
AT funhoongkun z25fluoro2oxoindolin3ylidenenphenylhydrazinecarbothioamide