Cargando…

Crystal structure of (3,5-dibromo-2-hy­droxyphenyl){1-[(naphthalen-1-yl)carbonyl]-1H-pyrazol-4-yl}methanone

In the title compound, C(21)H(12)Br(2)N(2)O(3), a 1,4-diaroyl pyrazole derivative, the dihedral angles between the naphthalene ring system and the pyrazole ring, the pyrazole and benzene rings, and the naphthalene ring system and benzene ring are 50.0 (2), 51.1 (2) and 1.34 (16)°, respectively. The...

Descripción completa

Detalles Bibliográficos
Autores principales: Ishikawa, Yoshinobu, Motohashi, Yuya
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186182/
https://www.ncbi.nlm.nih.gov/pubmed/25309210
http://dx.doi.org/10.1107/S1600536814018601
_version_ 1782338015710937088
author Ishikawa, Yoshinobu
Motohashi, Yuya
author_facet Ishikawa, Yoshinobu
Motohashi, Yuya
author_sort Ishikawa, Yoshinobu
collection PubMed
description In the title compound, C(21)H(12)Br(2)N(2)O(3), a 1,4-diaroyl pyrazole derivative, the dihedral angles between the naphthalene ring system and the pyrazole ring, the pyrazole and benzene rings, and the naphthalene ring system and benzene ring are 50.0 (2), 51.1 (2) and 1.34 (16)°, respectively. The phenolic proton forms an intra­molecular O—H⋯O hydrogen bond with the adjacent carbonyl O atom. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds, forming inversion dimers. The dimers are linked by C—H⋯Br hydrogen bonds, forming double stranded chains along [01-1]. The chains are linked by π–π inter­actions between the pyrazole rings and between the naphthalene and benzene rings [centroid–centroid distances = 3.592 (4) and 3.632 (4) Å, respectively].
format Online
Article
Text
id pubmed-4186182
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-41861822014-10-12 Crystal structure of (3,5-dibromo-2-hy­droxyphenyl){1-[(naphthalen-1-yl)carbonyl]-1H-pyrazol-4-yl}methanone Ishikawa, Yoshinobu Motohashi, Yuya Acta Crystallogr Sect E Struct Rep Online Data Reports In the title compound, C(21)H(12)Br(2)N(2)O(3), a 1,4-diaroyl pyrazole derivative, the dihedral angles between the naphthalene ring system and the pyrazole ring, the pyrazole and benzene rings, and the naphthalene ring system and benzene ring are 50.0 (2), 51.1 (2) and 1.34 (16)°, respectively. The phenolic proton forms an intra­molecular O—H⋯O hydrogen bond with the adjacent carbonyl O atom. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds, forming inversion dimers. The dimers are linked by C—H⋯Br hydrogen bonds, forming double stranded chains along [01-1]. The chains are linked by π–π inter­actions between the pyrazole rings and between the naphthalene and benzene rings [centroid–centroid distances = 3.592 (4) and 3.632 (4) Å, respectively]. International Union of Crystallography 2014-08-20 /pmc/articles/PMC4186182/ /pubmed/25309210 http://dx.doi.org/10.1107/S1600536814018601 Text en © Ishikawa and Motohashi 2014 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 Data Reports
Ishikawa, Yoshinobu
Motohashi, Yuya
Crystal structure of (3,5-dibromo-2-hy­droxyphenyl){1-[(naphthalen-1-yl)carbonyl]-1H-pyrazol-4-yl}methanone
title Crystal structure of (3,5-dibromo-2-hy­droxyphenyl){1-[(naphthalen-1-yl)carbonyl]-1H-pyrazol-4-yl}methanone
title_full Crystal structure of (3,5-dibromo-2-hy­droxyphenyl){1-[(naphthalen-1-yl)carbonyl]-1H-pyrazol-4-yl}methanone
title_fullStr Crystal structure of (3,5-dibromo-2-hy­droxyphenyl){1-[(naphthalen-1-yl)carbonyl]-1H-pyrazol-4-yl}methanone
title_full_unstemmed Crystal structure of (3,5-dibromo-2-hy­droxyphenyl){1-[(naphthalen-1-yl)carbonyl]-1H-pyrazol-4-yl}methanone
title_short Crystal structure of (3,5-dibromo-2-hy­droxyphenyl){1-[(naphthalen-1-yl)carbonyl]-1H-pyrazol-4-yl}methanone
title_sort crystal structure of (3,5-dibromo-2-hy­droxyphenyl){1-[(naphthalen-1-yl)carbonyl]-1h-pyrazol-4-yl}methanone
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186182/
https://www.ncbi.nlm.nih.gov/pubmed/25309210
http://dx.doi.org/10.1107/S1600536814018601
work_keys_str_mv AT ishikawayoshinobu crystalstructureof35dibromo2hydroxyphenyl1naphthalen1ylcarbonyl1hpyrazol4ylmethanone
AT motohashiyuya crystalstructureof35dibromo2hydroxyphenyl1naphthalen1ylcarbonyl1hpyrazol4ylmethanone