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3-(3-Chloro-2-hydroxyphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde
In the title compound, C(16)H(11)ClN(2)O(2), the pyrazole ring makes dihedral angles of 11.88 (13) and 22.33 (13)° with the 3-chloro-2-hydroxybenzene group and phenyl rings, respectively. The phenolic hydroxy group forms an intramolecular O—H⋯N hydrogen bond with the imine N atom of the pyrazole...
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/PMC3201353/ https://www.ncbi.nlm.nih.gov/pubmed/22058800 http://dx.doi.org/10.1107/S1600536811038025 |
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author | Lokhande, Pradeep Hasanzadeh, Kamal Khaledi, Hamid Mohd Ali, Hapipah |
author_facet | Lokhande, Pradeep Hasanzadeh, Kamal Khaledi, Hamid Mohd Ali, Hapipah |
author_sort | Lokhande, Pradeep |
collection | PubMed |
description | In the title compound, C(16)H(11)ClN(2)O(2), the pyrazole ring makes dihedral angles of 11.88 (13) and 22.33 (13)° with the 3-chloro-2-hydroxybenzene group and phenyl rings, respectively. The phenolic hydroxy group forms an intramolecular O—H⋯N hydrogen bond with the imine N atom of the pyrazole unit. The formyl group is virtually coplanar with the pyrazole ring [dihedral angle = 4.5 (19)°] and acts as an acceptor in an intramolecular C—H⋯O hydrogen bond closing seven-membered ring. In the crystal, adjacent molecules are linked through C—H⋯O hydrogen bonds into infinite chains along the b axis. |
format | Online Article Text |
id | pubmed-3201353 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32013532011-11-06 3-(3-Chloro-2-hydroxyphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde Lokhande, Pradeep Hasanzadeh, Kamal Khaledi, Hamid Mohd Ali, Hapipah Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(16)H(11)ClN(2)O(2), the pyrazole ring makes dihedral angles of 11.88 (13) and 22.33 (13)° with the 3-chloro-2-hydroxybenzene group and phenyl rings, respectively. The phenolic hydroxy group forms an intramolecular O—H⋯N hydrogen bond with the imine N atom of the pyrazole unit. The formyl group is virtually coplanar with the pyrazole ring [dihedral angle = 4.5 (19)°] and acts as an acceptor in an intramolecular C—H⋯O hydrogen bond closing seven-membered ring. In the crystal, adjacent molecules are linked through C—H⋯O hydrogen bonds into infinite chains along the b axis. International Union of Crystallography 2011-09-30 /pmc/articles/PMC3201353/ /pubmed/22058800 http://dx.doi.org/10.1107/S1600536811038025 Text en © Lokhande 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 Lokhande, Pradeep Hasanzadeh, Kamal Khaledi, Hamid Mohd Ali, Hapipah 3-(3-Chloro-2-hydroxyphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde |
title | 3-(3-Chloro-2-hydroxyphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde |
title_full | 3-(3-Chloro-2-hydroxyphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde |
title_fullStr | 3-(3-Chloro-2-hydroxyphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde |
title_full_unstemmed | 3-(3-Chloro-2-hydroxyphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde |
title_short | 3-(3-Chloro-2-hydroxyphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde |
title_sort | 3-(3-chloro-2-hydroxyphenyl)-1-phenyl-1h-pyrazole-4-carbaldehyde |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201353/ https://www.ncbi.nlm.nih.gov/pubmed/22058800 http://dx.doi.org/10.1107/S1600536811038025 |
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