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6-Chloro-N′-(2-hydr­oxy-1-naphthyl­methyl­ene)nicotinohydrazide

The title compound, C(17)H(12)ClN(3)O(2), was synthesized by the Schiff base condensation reaction of 2-hydr­oxy-1-naphthaldehyde with 6-chloro­nicotinic acid hydrazide in a methanol solution. The mol­ecule displays a trans configuration with respect to the C=N and C—N bonds. The dihedral angle betw...

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Detalles Bibliográficos
Autor principal: Zhi, Feng
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2007
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2915218/
https://www.ncbi.nlm.nih.gov/pubmed/21200715
http://dx.doi.org/10.1107/S1600536807063611
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author Zhi, Feng
author_facet Zhi, Feng
author_sort Zhi, Feng
collection PubMed
description The title compound, C(17)H(12)ClN(3)O(2), was synthesized by the Schiff base condensation reaction of 2-hydr­oxy-1-naphthaldehyde with 6-chloro­nicotinic acid hydrazide in a methanol solution. The mol­ecule displays a trans configuration with respect to the C=N and C—N bonds. The dihedral angle between the naphthyl ring system and the pyridine ring is 7.6 (4)°. There is an intra­molecular O—H⋯N hydrogen bond. The crystal structure is stabilized by inter­molecular N—H⋯O and C—H⋯O hydrogen bonds, forming chains running along the b axis.
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spelling pubmed-29152182010-12-30 6-Chloro-N′-(2-hydr­oxy-1-naphthyl­methyl­ene)nicotinohydrazide Zhi, Feng Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(17)H(12)ClN(3)O(2), was synthesized by the Schiff base condensation reaction of 2-hydr­oxy-1-naphthaldehyde with 6-chloro­nicotinic acid hydrazide in a methanol solution. The mol­ecule displays a trans configuration with respect to the C=N and C—N bonds. The dihedral angle between the naphthyl ring system and the pyridine ring is 7.6 (4)°. There is an intra­molecular O—H⋯N hydrogen bond. The crystal structure is stabilized by inter­molecular N—H⋯O and C—H⋯O hydrogen bonds, forming chains running along the b axis. International Union of Crystallography 2007-12-06 /pmc/articles/PMC2915218/ /pubmed/21200715 http://dx.doi.org/10.1107/S1600536807063611 Text en © International Union of Crystallography 2008 http://journals.iucr.org/services/termsofuse.html This is an open-access article distributed under the terms described at http://journals.iucr.org/services/termsofuse.html.
spellingShingle Organic Papers
Zhi, Feng
6-Chloro-N′-(2-hydr­oxy-1-naphthyl­methyl­ene)nicotinohydrazide
title 6-Chloro-N′-(2-hydr­oxy-1-naphthyl­methyl­ene)nicotinohydrazide
title_full 6-Chloro-N′-(2-hydr­oxy-1-naphthyl­methyl­ene)nicotinohydrazide
title_fullStr 6-Chloro-N′-(2-hydr­oxy-1-naphthyl­methyl­ene)nicotinohydrazide
title_full_unstemmed 6-Chloro-N′-(2-hydr­oxy-1-naphthyl­methyl­ene)nicotinohydrazide
title_short 6-Chloro-N′-(2-hydr­oxy-1-naphthyl­methyl­ene)nicotinohydrazide
title_sort 6-chloro-n′-(2-hydr­oxy-1-naphthyl­methyl­ene)nicotinohydrazide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2915218/
https://www.ncbi.nlm.nih.gov/pubmed/21200715
http://dx.doi.org/10.1107/S1600536807063611
work_keys_str_mv AT zhifeng 6chloron2hydroxy1naphthylmethylenenicotinohydrazide