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2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}phenol

The mol­ecule of the title compound, C(19)H(15)N(3)O, is approximately planar and displays a trans configuration with respect to the C=N and N=N double bonds. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. The dihedral angles between the hydroxy­phenyl ring and the phenyl and b...

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Autores principales: Fun, Hoong-Kun, Kia, Reza, Schiffers, Stefanie, Moghadam, Majid, Raithby, Paul R.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960672/
https://www.ncbi.nlm.nih.gov/pubmed/21201827
http://dx.doi.org/10.1107/S1600536808027244
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author Fun, Hoong-Kun
Kia, Reza
Schiffers, Stefanie
Moghadam, Majid
Raithby, Paul R.
author_facet Fun, Hoong-Kun
Kia, Reza
Schiffers, Stefanie
Moghadam, Majid
Raithby, Paul R.
author_sort Fun, Hoong-Kun
collection PubMed
description The mol­ecule of the title compound, C(19)H(15)N(3)O, is approximately planar and displays a trans configuration with respect to the C=N and N=N double bonds. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. The dihedral angles between the hydroxy­phenyl ring and the phenyl and benzene rings are 4.31 (8) and 6.60 (8)°, respectively. The dihedral angle between the phenyl and benzene rings linked by the azo group is 2.70 (8)°. The imino group is coplanar with the hydroxy­phenyl ring, as shown by the C—C—C—N torsion angle of −1.8 (2)°. The azo group is disordered over two position with refined site-occupancy factors of ca 0.87/0.13. In the crystal structure, mol­ecules are linked together by inter­molecular C—H⋯O inter­actions along the c axis and also are packed as one-dimensional extended chains down the b axis.
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spelling pubmed-29606722010-12-30 2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}phenol Fun, Hoong-Kun Kia, Reza Schiffers, Stefanie Moghadam, Majid Raithby, Paul R. Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecule of the title compound, C(19)H(15)N(3)O, is approximately planar and displays a trans configuration with respect to the C=N and N=N double bonds. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. The dihedral angles between the hydroxy­phenyl ring and the phenyl and benzene rings are 4.31 (8) and 6.60 (8)°, respectively. The dihedral angle between the phenyl and benzene rings linked by the azo group is 2.70 (8)°. The imino group is coplanar with the hydroxy­phenyl ring, as shown by the C—C—C—N torsion angle of −1.8 (2)°. The azo group is disordered over two position with refined site-occupancy factors of ca 0.87/0.13. In the crystal structure, mol­ecules are linked together by inter­molecular C—H⋯O inter­actions along the c axis and also are packed as one-dimensional extended chains down the b axis. International Union of Crystallography 2008-08-30 /pmc/articles/PMC2960672/ /pubmed/21201827 http://dx.doi.org/10.1107/S1600536808027244 Text en © Fun et al. 2008 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
Fun, Hoong-Kun
Kia, Reza
Schiffers, Stefanie
Moghadam, Majid
Raithby, Paul R.
2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}phenol
title 2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}phenol
title_full 2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}phenol
title_fullStr 2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}phenol
title_full_unstemmed 2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}phenol
title_short 2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}phenol
title_sort 2-{[4-(phenyldiazenyl)phenyl]iminomethyl}phenol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960672/
https://www.ncbi.nlm.nih.gov/pubmed/21201827
http://dx.doi.org/10.1107/S1600536808027244
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