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6-[(2-Hy­droxy­eth­yl)amino]-7H-dibenzo[de,h]quinolin-7-one

The title compound, C(18)H(14)N(2)O(2), is a new oxoisoaporphine derivative synthesized by alkyl­ation of 6-chloro-1-aza­benzanthrone. The oxoisoaporphine fragment deviates significantly from planarity with a dihedral angle of 5.1 (1)° between the heterocycle and the remote benzene ring. The amino a...

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Detalles Bibliográficos
Autores principales: Tang, Huang, Wang, Zhi-Yu, Liu, Yan-Cheng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393276/
https://www.ncbi.nlm.nih.gov/pubmed/22807833
http://dx.doi.org/10.1107/S1600536812024440
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author Tang, Huang
Wang, Zhi-Yu
Liu, Yan-Cheng
author_facet Tang, Huang
Wang, Zhi-Yu
Liu, Yan-Cheng
author_sort Tang, Huang
collection PubMed
description The title compound, C(18)H(14)N(2)O(2), is a new oxoisoaporphine derivative synthesized by alkyl­ation of 6-chloro-1-aza­benzanthrone. The oxoisoaporphine fragment deviates significantly from planarity with a dihedral angle of 5.1 (1)° between the heterocycle and the remote benzene ring. The amino and oxo groups are involved in an intra­molecular N—H⋯O hydrogen bond, while the hy­droxy groups form inter­molecular O—H⋯N hydrogen bonds, which link pairs of mol­ecules into inversion dimers. In the dimer, two approximately parallel oxoisoaporphine fragments exhibit π–π inter­actions between the aromatic rings, the shortest centroid–centroid distance being 3.649 (3) Å.
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spelling pubmed-33932762012-07-17 6-[(2-Hy­droxy­eth­yl)amino]-7H-dibenzo[de,h]quinolin-7-one Tang, Huang Wang, Zhi-Yu Liu, Yan-Cheng Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(18)H(14)N(2)O(2), is a new oxoisoaporphine derivative synthesized by alkyl­ation of 6-chloro-1-aza­benzanthrone. The oxoisoaporphine fragment deviates significantly from planarity with a dihedral angle of 5.1 (1)° between the heterocycle and the remote benzene ring. The amino and oxo groups are involved in an intra­molecular N—H⋯O hydrogen bond, while the hy­droxy groups form inter­molecular O—H⋯N hydrogen bonds, which link pairs of mol­ecules into inversion dimers. In the dimer, two approximately parallel oxoisoaporphine fragments exhibit π–π inter­actions between the aromatic rings, the shortest centroid–centroid distance being 3.649 (3) Å. International Union of Crystallography 2012-06-02 /pmc/articles/PMC3393276/ /pubmed/22807833 http://dx.doi.org/10.1107/S1600536812024440 Text en © Tang et al. 2012 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
Tang, Huang
Wang, Zhi-Yu
Liu, Yan-Cheng
6-[(2-Hy­droxy­eth­yl)amino]-7H-dibenzo[de,h]quinolin-7-one
title 6-[(2-Hy­droxy­eth­yl)amino]-7H-dibenzo[de,h]quinolin-7-one
title_full 6-[(2-Hy­droxy­eth­yl)amino]-7H-dibenzo[de,h]quinolin-7-one
title_fullStr 6-[(2-Hy­droxy­eth­yl)amino]-7H-dibenzo[de,h]quinolin-7-one
title_full_unstemmed 6-[(2-Hy­droxy­eth­yl)amino]-7H-dibenzo[de,h]quinolin-7-one
title_short 6-[(2-Hy­droxy­eth­yl)amino]-7H-dibenzo[de,h]quinolin-7-one
title_sort 6-[(2-hy­droxy­eth­yl)amino]-7h-dibenzo[de,h]quinolin-7-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393276/
https://www.ncbi.nlm.nih.gov/pubmed/22807833
http://dx.doi.org/10.1107/S1600536812024440
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