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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...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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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 |
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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 |
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