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(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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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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 |
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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 |
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