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1-[(2-Anilinoeth­yl)iminiometh­yl]-2-naph­thol­ate

The title Schiff base compound, C(19)H(18)N(2)O, was prepared by the reaction of equimolar quanti­ties of 2-hydr­oxy-1-naphthaldehyde with N-phenyl­ethane-1,2-diamine in a methanol solution. The mol­ecule adopts a zwitterionic conformation with the naphthyl OH group deprotonated and the imine N atom...

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Autor principal: Hao, Yu-Mei
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969739/
https://www.ncbi.nlm.nih.gov/pubmed/21583245
http://dx.doi.org/10.1107/S1600536809019096
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author Hao, Yu-Mei
author_facet Hao, Yu-Mei
author_sort Hao, Yu-Mei
collection PubMed
description The title Schiff base compound, C(19)H(18)N(2)O, was prepared by the reaction of equimolar quanti­ties of 2-hydr­oxy-1-naphthaldehyde with N-phenyl­ethane-1,2-diamine in a methanol solution. The mol­ecule adopts a zwitterionic conformation with the naphthyl OH group deprotonated and the imine N atom protonated. An intra­molecular N—H⋯O hydrogen bond forms between them. The dihedral angle between the benzene ring and the naphthyl system is 86.9 (2)°. In the crystal structure, mol­ecules are linked through inter­molecular N—H⋯O hydrogen bonds, forming chains running along the b axis.
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spelling pubmed-29697392010-12-30 1-[(2-Anilinoeth­yl)iminiometh­yl]-2-naph­thol­ate Hao, Yu-Mei Acta Crystallogr Sect E Struct Rep Online Organic Papers The title Schiff base compound, C(19)H(18)N(2)O, was prepared by the reaction of equimolar quanti­ties of 2-hydr­oxy-1-naphthaldehyde with N-phenyl­ethane-1,2-diamine in a methanol solution. The mol­ecule adopts a zwitterionic conformation with the naphthyl OH group deprotonated and the imine N atom protonated. An intra­molecular N—H⋯O hydrogen bond forms between them. The dihedral angle between the benzene ring and the naphthyl system is 86.9 (2)°. In the crystal structure, mol­ecules are linked through inter­molecular N—H⋯O hydrogen bonds, forming chains running along the b axis. International Union of Crystallography 2009-05-23 /pmc/articles/PMC2969739/ /pubmed/21583245 http://dx.doi.org/10.1107/S1600536809019096 Text en © Yu-Mei Hao 2009 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
Hao, Yu-Mei
1-[(2-Anilinoeth­yl)iminiometh­yl]-2-naph­thol­ate
title 1-[(2-Anilinoeth­yl)iminiometh­yl]-2-naph­thol­ate
title_full 1-[(2-Anilinoeth­yl)iminiometh­yl]-2-naph­thol­ate
title_fullStr 1-[(2-Anilinoeth­yl)iminiometh­yl]-2-naph­thol­ate
title_full_unstemmed 1-[(2-Anilinoeth­yl)iminiometh­yl]-2-naph­thol­ate
title_short 1-[(2-Anilinoeth­yl)iminiometh­yl]-2-naph­thol­ate
title_sort 1-[(2-anilinoeth­yl)iminiometh­yl]-2-naph­thol­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969739/
https://www.ncbi.nlm.nih.gov/pubmed/21583245
http://dx.doi.org/10.1107/S1600536809019096
work_keys_str_mv AT haoyumei 12anilinoethyliminiomethyl2naphtholate