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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...

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Autores principales: Asiri, Abdullah M., Al-Youbi, Abdulrahman O., Faidallah, Hassan M., Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
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.
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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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