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(2Z)-1-(5-Hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-(4-methoxyanilino)but-2-en-1-one
The central residue in the title compound, C(21)H(21)N(3)O(3), is close to planar (r.m.s. deviation = 0.0753 Å for all non-H atoms from OH to NH inclusive): the hydroxy, amino and carbonyl groups all lie to the same side of the molecule (the conformation about the ethene bond is Z), facilitating t...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200693/ https://www.ncbi.nlm.nih.gov/pubmed/22064834 http://dx.doi.org/10.1107/S1600536811032491 |
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author | Asiri, Abdullah M. Al-Youbi, Abdulrahman O. Faidallah, Hassan M. Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | Asiri, Abdullah M. Al-Youbi, Abdulrahman O. Faidallah, Hassan M. Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | Asiri, Abdullah M. |
collection | PubMed |
description | The central residue in the title compound, C(21)H(21)N(3)O(3), is close to planar (r.m.s. deviation = 0.0753 Å for all non-H atoms from OH to NH inclusive): the hydroxy, amino and carbonyl groups all lie to the same side of the molecule (the conformation about the ethene bond is Z), facilitating the formation of intramolecular O—H⋯O and N—H⋯O hydrogen bonds that close S(6) rings. However, overall the molecule is twisted as the terminal aromatic rings are not coplanar with the central plane [dihedral angles = 20.55 (5) and 80.90 (4)° for the N-bound phenyl ring and the methoxybenzene ring, respectively]. The dihedral angle between the rings is 82.14 (7)°. Supramolecular layers in the ac plane mediated by C—H⋯π interactions are found in the crystal. |
format | Online Article Text |
id | pubmed-3200693 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32006932011-11-06 (2Z)-1-(5-Hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-(4-methoxyanilino)but-2-en-1-one Asiri, Abdullah M. Al-Youbi, Abdulrahman O. Faidallah, Hassan M. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The central residue in the title compound, C(21)H(21)N(3)O(3), is close to planar (r.m.s. deviation = 0.0753 Å for all non-H atoms from OH to NH inclusive): the hydroxy, amino and carbonyl groups all lie to the same side of the molecule (the conformation about the ethene bond is Z), facilitating the formation of intramolecular O—H⋯O and N—H⋯O hydrogen bonds that close S(6) rings. However, overall the molecule is twisted as the terminal aromatic rings are not coplanar with the central plane [dihedral angles = 20.55 (5) and 80.90 (4)° for the N-bound phenyl ring and the methoxybenzene ring, respectively]. The dihedral angle between the rings is 82.14 (7)°. Supramolecular layers in the ac plane mediated by C—H⋯π interactions are found in the crystal. International Union of Crystallography 2011-08-17 /pmc/articles/PMC3200693/ /pubmed/22064834 http://dx.doi.org/10.1107/S1600536811032491 Text en © Asiri et al. 2011 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 Asiri, Abdullah M. Al-Youbi, Abdulrahman O. Faidallah, Hassan M. Ng, Seik Weng Tiekink, Edward R. T. (2Z)-1-(5-Hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-(4-methoxyanilino)but-2-en-1-one |
title | (2Z)-1-(5-Hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-(4-methoxyanilino)but-2-en-1-one |
title_full | (2Z)-1-(5-Hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-(4-methoxyanilino)but-2-en-1-one |
title_fullStr | (2Z)-1-(5-Hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-(4-methoxyanilino)but-2-en-1-one |
title_full_unstemmed | (2Z)-1-(5-Hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-(4-methoxyanilino)but-2-en-1-one |
title_short | (2Z)-1-(5-Hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-(4-methoxyanilino)but-2-en-1-one |
title_sort | (2z)-1-(5-hydroxy-3-methyl-1-phenyl-1h-pyrazol-4-yl)-3-(4-methoxyanilino)but-2-en-1-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200693/ https://www.ncbi.nlm.nih.gov/pubmed/22064834 http://dx.doi.org/10.1107/S1600536811032491 |
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