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6,6′-Dimeth­oxy-2,2′-[(E,E′)-(4-chloro-m-phenyl­ene)bis­(nitrilo­methyl­idyne)]diphenol

The title compound, C(22)H(19)ClN(2)O(4), has the appearance of a warped butterfly. One 2-hydr­oxy-3-methoxy­benzyl­idene­amino fragment is planar [with a maximum deviation of 0.056 (3) Å] and forms a dihedral angle of 9.85 (9)° with the central benzene ring. The other fragment is not planar; howeve...

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Autores principales: Yamin, Bohari M., Bakar, Siti Najihah A., Kassim, Karimah, Bahron, Hadariah
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970302/
https://www.ncbi.nlm.nih.gov/pubmed/21578010
http://dx.doi.org/10.1107/S1600536809037386
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author Yamin, Bohari M.
Bakar, Siti Najihah A.
Kassim, Karimah
Bahron, Hadariah
author_facet Yamin, Bohari M.
Bakar, Siti Najihah A.
Kassim, Karimah
Bahron, Hadariah
author_sort Yamin, Bohari M.
collection PubMed
description The title compound, C(22)H(19)ClN(2)O(4), has the appearance of a warped butterfly. One 2-hydr­oxy-3-methoxy­benzyl­idene­amino fragment is planar [with a maximum deviation of 0.056 (3) Å] and forms a dihedral angle of 9.85 (9)° with the central benzene ring. The other fragment is not planar; however, the methoxy­phenol group is planar [with the maximum deviation of 0.033 (2) Å] and makes a dihedral angle of 41.7 (3)° with the central benzene ring. The mol­ecule is stabilized by intra­molecular O—H⋯N hydrogen bonding. The crystal structure is stabilized by weak inter­molecular C—H⋯O hydrogen bonding and C—H⋯π inter­actions.
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spelling pubmed-29703022010-12-30 6,6′-Dimeth­oxy-2,2′-[(E,E′)-(4-chloro-m-phenyl­ene)bis­(nitrilo­methyl­idyne)]diphenol Yamin, Bohari M. Bakar, Siti Najihah A. Kassim, Karimah Bahron, Hadariah Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(22)H(19)ClN(2)O(4), has the appearance of a warped butterfly. One 2-hydr­oxy-3-methoxy­benzyl­idene­amino fragment is planar [with a maximum deviation of 0.056 (3) Å] and forms a dihedral angle of 9.85 (9)° with the central benzene ring. The other fragment is not planar; however, the methoxy­phenol group is planar [with the maximum deviation of 0.033 (2) Å] and makes a dihedral angle of 41.7 (3)° with the central benzene ring. The mol­ecule is stabilized by intra­molecular O—H⋯N hydrogen bonding. The crystal structure is stabilized by weak inter­molecular C—H⋯O hydrogen bonding and C—H⋯π inter­actions. International Union of Crystallography 2009-09-30 /pmc/articles/PMC2970302/ /pubmed/21578010 http://dx.doi.org/10.1107/S1600536809037386 Text en © Yamin et al. 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
Yamin, Bohari M.
Bakar, Siti Najihah A.
Kassim, Karimah
Bahron, Hadariah
6,6′-Dimeth­oxy-2,2′-[(E,E′)-(4-chloro-m-phenyl­ene)bis­(nitrilo­methyl­idyne)]diphenol
title 6,6′-Dimeth­oxy-2,2′-[(E,E′)-(4-chloro-m-phenyl­ene)bis­(nitrilo­methyl­idyne)]diphenol
title_full 6,6′-Dimeth­oxy-2,2′-[(E,E′)-(4-chloro-m-phenyl­ene)bis­(nitrilo­methyl­idyne)]diphenol
title_fullStr 6,6′-Dimeth­oxy-2,2′-[(E,E′)-(4-chloro-m-phenyl­ene)bis­(nitrilo­methyl­idyne)]diphenol
title_full_unstemmed 6,6′-Dimeth­oxy-2,2′-[(E,E′)-(4-chloro-m-phenyl­ene)bis­(nitrilo­methyl­idyne)]diphenol
title_short 6,6′-Dimeth­oxy-2,2′-[(E,E′)-(4-chloro-m-phenyl­ene)bis­(nitrilo­methyl­idyne)]diphenol
title_sort 6,6′-dimeth­oxy-2,2′-[(e,e′)-(4-chloro-m-phenyl­ene)bis­(nitrilo­methyl­idyne)]diphenol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970302/
https://www.ncbi.nlm.nih.gov/pubmed/21578010
http://dx.doi.org/10.1107/S1600536809037386
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