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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2008
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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. |
format | Text |
id | pubmed-2960672 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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