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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...

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Autores principales: Bougueria, Hassiba, Benosmane, Ali, Benaouida, Mohamed Amine, Bouchoul, Abd El Kader, Bouaoud, Salah Eddine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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].
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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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