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(2Z)-3-(4-Chloroanilino)-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one
With the exception of the terminal benzene rings, the atoms in the title compound, C(20)H(18)ClN(3)O(2), are approximately coplanar (r.m.s. deviation = 0.0495 Å). The benzene/chlorobenzene rings form dihedral angles of 3.02 (4) and 41.59 (5)°, respectively, with this plane. The hydroxy, amino and...
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/PMC3213593/ https://www.ncbi.nlm.nih.gov/pubmed/22091170 http://dx.doi.org/10.1107/S1600536811029473 |
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author | Asiri, Abdullah M. Al-Youbi, Abdulrahman O. Alamry, Khalid A. Faidallah, Hassan M. Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | Asiri, Abdullah M. Al-Youbi, Abdulrahman O. Alamry, Khalid A. Faidallah, Hassan M. Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | Asiri, Abdullah M. |
collection | PubMed |
description | With the exception of the terminal benzene rings, the atoms in the title compound, C(20)H(18)ClN(3)O(2), are approximately coplanar (r.m.s. deviation = 0.0495 Å). The benzene/chlorobenzene rings form dihedral angles of 3.02 (4) and 41.59 (5)°, respectively, with this plane. The hydroxy, amino and carbonyl groups all lie to the same side of the molecule, enabling the formation of intramolecular O—H⋯O and N—H⋯O hydrogen bonds that close S(6) rings. The configuration about the 2-butene bond is Z. Supramolecular chains mediated by C—H⋯Cl interactions and aligned along the c axis are found in the crystal packing. These assemble into layers that are connected by weak π–π interactions between centrosymmetrically related chlorobenzene rings [3.8156 (9) Å]. |
format | Online Article Text |
id | pubmed-3213593 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32135932011-11-16 (2Z)-3-(4-Chloroanilino)-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one Asiri, Abdullah M. Al-Youbi, Abdulrahman O. Alamry, Khalid A. Faidallah, Hassan M. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers With the exception of the terminal benzene rings, the atoms in the title compound, C(20)H(18)ClN(3)O(2), are approximately coplanar (r.m.s. deviation = 0.0495 Å). The benzene/chlorobenzene rings form dihedral angles of 3.02 (4) and 41.59 (5)°, respectively, with this plane. The hydroxy, amino and carbonyl groups all lie to the same side of the molecule, enabling the formation of intramolecular O—H⋯O and N—H⋯O hydrogen bonds that close S(6) rings. The configuration about the 2-butene bond is Z. Supramolecular chains mediated by C—H⋯Cl interactions and aligned along the c axis are found in the crystal packing. These assemble into layers that are connected by weak π–π interactions between centrosymmetrically related chlorobenzene rings [3.8156 (9) Å]. International Union of Crystallography 2011-07-30 /pmc/articles/PMC3213593/ /pubmed/22091170 http://dx.doi.org/10.1107/S1600536811029473 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. Alamry, Khalid A. Faidallah, Hassan M. Ng, Seik Weng Tiekink, Edward R. T. (2Z)-3-(4-Chloroanilino)-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one |
title | (2Z)-3-(4-Chloroanilino)-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one |
title_full | (2Z)-3-(4-Chloroanilino)-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one |
title_fullStr | (2Z)-3-(4-Chloroanilino)-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one |
title_full_unstemmed | (2Z)-3-(4-Chloroanilino)-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one |
title_short | (2Z)-3-(4-Chloroanilino)-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one |
title_sort | (2z)-3-(4-chloroanilino)-1-(5-hydroxy-3-methyl-1-phenyl-1h-pyrazol-4-yl)but-2-en-1-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213593/ https://www.ncbi.nlm.nih.gov/pubmed/22091170 http://dx.doi.org/10.1107/S1600536811029473 |
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