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1-(4-Fluoro­phen­yl)-3-methyl-4-phenyl­sulfanyl-1H-pyrazol-5(4H)-one

The title compound, C(16)H(13)FN(2)OS, has undergone enol-to-keto tautomerism during the crystallization process. The 1H-pyrazole-5-one ring [maximum deviation = 0.0198 (11) Å] is inclined at angles of 33.10 (5) and 79.57 (5)° with respect to the fluoro­phenyl [maximum deviation = 0.0090 (12) Å] and...

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Autores principales: Shahani, Tara, Fun, Hoong-Kun, Ragavan, R. Venkat, Vijayakumar, V., Venkatesh, M.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009262/
https://www.ncbi.nlm.nih.gov/pubmed/21589006
http://dx.doi.org/10.1107/S1600536810040596
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author Shahani, Tara
Fun, Hoong-Kun
Ragavan, R. Venkat
Vijayakumar, V.
Venkatesh, M.
author_facet Shahani, Tara
Fun, Hoong-Kun
Ragavan, R. Venkat
Vijayakumar, V.
Venkatesh, M.
author_sort Shahani, Tara
collection PubMed
description The title compound, C(16)H(13)FN(2)OS, has undergone enol-to-keto tautomerism during the crystallization process. The 1H-pyrazole-5-one ring [maximum deviation = 0.0198 (11) Å] is inclined at angles of 33.10 (5) and 79.57 (5)° with respect to the fluoro­phenyl [maximum deviation = 0.0090 (12) Å] and phenyl­thiol [maximum deviation = 0.0229 (3) Å] rings attached to it. In the crystal, neighbouring mol­ecules are linked into inversion dimers, generating R (2) (2)(8) ring motifs. These dimers are further linked into two-dimensional arrays parallel to the bc plane via inter­molecular N—H⋯O, C—H⋯F and C—H⋯O hydrogen bonds. The crystal is further stabilized by weak π–π [centroid–centroid distance = 3.6921 (7) Å] and C—H⋯π inter­actions.
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spelling pubmed-30092622010-12-30 1-(4-Fluoro­phen­yl)-3-methyl-4-phenyl­sulfanyl-1H-pyrazol-5(4H)-one Shahani, Tara Fun, Hoong-Kun Ragavan, R. Venkat Vijayakumar, V. Venkatesh, M. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(13)FN(2)OS, has undergone enol-to-keto tautomerism during the crystallization process. The 1H-pyrazole-5-one ring [maximum deviation = 0.0198 (11) Å] is inclined at angles of 33.10 (5) and 79.57 (5)° with respect to the fluoro­phenyl [maximum deviation = 0.0090 (12) Å] and phenyl­thiol [maximum deviation = 0.0229 (3) Å] rings attached to it. In the crystal, neighbouring mol­ecules are linked into inversion dimers, generating R (2) (2)(8) ring motifs. These dimers are further linked into two-dimensional arrays parallel to the bc plane via inter­molecular N—H⋯O, C—H⋯F and C—H⋯O hydrogen bonds. The crystal is further stabilized by weak π–π [centroid–centroid distance = 3.6921 (7) Å] and C—H⋯π inter­actions. International Union of Crystallography 2010-10-20 /pmc/articles/PMC3009262/ /pubmed/21589006 http://dx.doi.org/10.1107/S1600536810040596 Text en © Shahani et al. 2010 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
Shahani, Tara
Fun, Hoong-Kun
Ragavan, R. Venkat
Vijayakumar, V.
Venkatesh, M.
1-(4-Fluoro­phen­yl)-3-methyl-4-phenyl­sulfanyl-1H-pyrazol-5(4H)-one
title 1-(4-Fluoro­phen­yl)-3-methyl-4-phenyl­sulfanyl-1H-pyrazol-5(4H)-one
title_full 1-(4-Fluoro­phen­yl)-3-methyl-4-phenyl­sulfanyl-1H-pyrazol-5(4H)-one
title_fullStr 1-(4-Fluoro­phen­yl)-3-methyl-4-phenyl­sulfanyl-1H-pyrazol-5(4H)-one
title_full_unstemmed 1-(4-Fluoro­phen­yl)-3-methyl-4-phenyl­sulfanyl-1H-pyrazol-5(4H)-one
title_short 1-(4-Fluoro­phen­yl)-3-methyl-4-phenyl­sulfanyl-1H-pyrazol-5(4H)-one
title_sort 1-(4-fluoro­phen­yl)-3-methyl-4-phenyl­sulfanyl-1h-pyrazol-5(4h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009262/
https://www.ncbi.nlm.nih.gov/pubmed/21589006
http://dx.doi.org/10.1107/S1600536810040596
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