Cargando…

(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...

Descripción completa

Detalles Bibliográficos
Autores principales: Asiri, Abdullah M., Al-Youbi, Abdulrahman O., Alamry, Khalid A., 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/PMC3213593/
https://www.ncbi.nlm.nih.gov/pubmed/22091170
http://dx.doi.org/10.1107/S1600536811029473
_version_ 1782216158578999296
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
work_keys_str_mv AT asiriabdullahm 2z34chloroanilino15hydroxy3methyl1phenyl1hpyrazol4ylbut2en1one
AT alyoubiabdulrahmano 2z34chloroanilino15hydroxy3methyl1phenyl1hpyrazol4ylbut2en1one
AT alamrykhalida 2z34chloroanilino15hydroxy3methyl1phenyl1hpyrazol4ylbut2en1one
AT faidallahhassanm 2z34chloroanilino15hydroxy3methyl1phenyl1hpyrazol4ylbut2en1one
AT ngseikweng 2z34chloroanilino15hydroxy3methyl1phenyl1hpyrazol4ylbut2en1one
AT tiekinkedwardrt 2z34chloroanilino15hydroxy3methyl1phenyl1hpyrazol4ylbut2en1one