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1-(3-Acetylphenyl)-2-(2-oxidonaphthalen-1-yl)diazen-1-ium
The title compound, C(18)H(14)N(2)O(2), crystallized with two independent zwitterion molecules (A and B) in the asymmetric unit. They are both close to planar, the dihedral angle between the benzene ring and naphthalene ring system being 4.30 (9)° in A and 4.69 (9)° in B. Each molecule has an E co...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3772484/ https://www.ncbi.nlm.nih.gov/pubmed/24046627 http://dx.doi.org/10.1107/S1600536813014918 |
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author | Bougueria, Hassiba Benosmane, Ali Benaouida, Mohamed Amine Bouchoul, Abd El Kader Bouaoud, Salah Eddine |
author_facet | Bougueria, Hassiba Benosmane, Ali Benaouida, Mohamed Amine Bouchoul, Abd El Kader Bouaoud, Salah Eddine |
author_sort | Bougueria, Hassiba |
collection | PubMed |
description | The title compound, C(18)H(14)N(2)O(2), crystallized with two independent zwitterion molecules (A and B) in the asymmetric unit. They are both close to planar, the dihedral angle between the benzene ring and naphthalene ring system being 4.30 (9)° in A and 4.69 (9)° in B. Each molecule has an E conformation with respect to the azo double bond. In each of the independent molecules, an intramolecular N—H⋯O hydrogen bond forms an S(6) ring motif. In the crystal, molecules are linked via C—H⋯O hydrogen bonds, forming –A—A—A– and –B—B—B– chains parallel to one another and propagating along the a-axis direction. There are also π–π interactions between adjacent molecules involving benzene and naphthalene rings [centroid–centroid distance of 3.626 (3) Å for adjacent A molecules and 3.652 (3) Å for adjacent B molecules]. |
format | Online Article Text |
id | pubmed-3772484 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-37724842013-09-17 1-(3-Acetylphenyl)-2-(2-oxidonaphthalen-1-yl)diazen-1-ium Bougueria, Hassiba Benosmane, Ali Benaouida, Mohamed Amine Bouchoul, Abd El Kader Bouaoud, Salah Eddine Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(18)H(14)N(2)O(2), crystallized with two independent zwitterion molecules (A and B) in the asymmetric unit. They are both close to planar, the dihedral angle between the benzene ring and naphthalene ring system being 4.30 (9)° in A and 4.69 (9)° in B. Each molecule has an E conformation with respect to the azo double bond. In each of the independent molecules, an intramolecular N—H⋯O hydrogen bond forms an S(6) ring motif. In the crystal, molecules are linked via C—H⋯O hydrogen bonds, forming –A—A—A– and –B—B—B– chains parallel to one another and propagating along the a-axis direction. There are also π–π interactions between adjacent molecules involving benzene and naphthalene rings [centroid–centroid distance of 3.626 (3) Å for adjacent A molecules and 3.652 (3) Å for adjacent B molecules]. International Union of Crystallography 2013-06-08 /pmc/articles/PMC3772484/ /pubmed/24046627 http://dx.doi.org/10.1107/S1600536813014918 Text en © Bougueria et al. 2013 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 Bougueria, Hassiba Benosmane, Ali Benaouida, Mohamed Amine Bouchoul, Abd El Kader Bouaoud, Salah Eddine 1-(3-Acetylphenyl)-2-(2-oxidonaphthalen-1-yl)diazen-1-ium |
title | 1-(3-Acetylphenyl)-2-(2-oxidonaphthalen-1-yl)diazen-1-ium |
title_full | 1-(3-Acetylphenyl)-2-(2-oxidonaphthalen-1-yl)diazen-1-ium |
title_fullStr | 1-(3-Acetylphenyl)-2-(2-oxidonaphthalen-1-yl)diazen-1-ium |
title_full_unstemmed | 1-(3-Acetylphenyl)-2-(2-oxidonaphthalen-1-yl)diazen-1-ium |
title_short | 1-(3-Acetylphenyl)-2-(2-oxidonaphthalen-1-yl)diazen-1-ium |
title_sort | 1-(3-acetylphenyl)-2-(2-oxidonaphthalen-1-yl)diazen-1-ium |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3772484/ https://www.ncbi.nlm.nih.gov/pubmed/24046627 http://dx.doi.org/10.1107/S1600536813014918 |
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