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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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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. |
format | Text |
id | pubmed-3009262 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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