Cargando…
2-Cyano-5-({4-[N-methyl-N-(2-hydroxyethyl)amino] phenyl}diazenyl)pyridine
In the title compound, C(15)H(15)N(5)O, the benzene and pyridine rings make a dihedral angle of 30.86 (7)°. In the crystal, chains of molecules are wrapped around the screw axes into compressed helices, through hydrogen bonding between the hydroxy and cyano groups. The chains are linked by weak C—...
Autores principales: | , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515185/ https://www.ncbi.nlm.nih.gov/pubmed/23284412 http://dx.doi.org/10.1107/S1600536812041396 |
_version_ | 1782252130092974080 |
---|---|
author | Centore, Roberto Piccialli, Vincenzo |
author_facet | Centore, Roberto Piccialli, Vincenzo |
author_sort | Centore, Roberto |
collection | PubMed |
description | In the title compound, C(15)H(15)N(5)O, the benzene and pyridine rings make a dihedral angle of 30.86 (7)°. In the crystal, chains of molecules are wrapped around the screw axes into compressed helices, through hydrogen bonding between the hydroxy and cyano groups. The chains are linked by weak C—H⋯N and C—H⋯O interactions. The π conjugated unit of the molecule is almost perpendicular to the helix axis, and the formation of the helix is allowed by a gauche-type torsion angle in the hydroxyethyl tail. In this way, consecutive chromophore units along the chain are placed in a strict antiparallel arrangement, and this is energetically favoured because of the high dipole moment of the molecule. |
format | Online Article Text |
id | pubmed-3515185 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35151852013-01-02 2-Cyano-5-({4-[N-methyl-N-(2-hydroxyethyl)amino] phenyl}diazenyl)pyridine Centore, Roberto Piccialli, Vincenzo Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(15)H(15)N(5)O, the benzene and pyridine rings make a dihedral angle of 30.86 (7)°. In the crystal, chains of molecules are wrapped around the screw axes into compressed helices, through hydrogen bonding between the hydroxy and cyano groups. The chains are linked by weak C—H⋯N and C—H⋯O interactions. The π conjugated unit of the molecule is almost perpendicular to the helix axis, and the formation of the helix is allowed by a gauche-type torsion angle in the hydroxyethyl tail. In this way, consecutive chromophore units along the chain are placed in a strict antiparallel arrangement, and this is energetically favoured because of the high dipole moment of the molecule. International Union of Crystallography 2012-10-06 /pmc/articles/PMC3515185/ /pubmed/23284412 http://dx.doi.org/10.1107/S1600536812041396 Text en © Centore and Piccialli 2012 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 Centore, Roberto Piccialli, Vincenzo 2-Cyano-5-({4-[N-methyl-N-(2-hydroxyethyl)amino] phenyl}diazenyl)pyridine |
title | 2-Cyano-5-({4-[N-methyl-N-(2-hydroxyethyl)amino] phenyl}diazenyl)pyridine |
title_full | 2-Cyano-5-({4-[N-methyl-N-(2-hydroxyethyl)amino] phenyl}diazenyl)pyridine |
title_fullStr | 2-Cyano-5-({4-[N-methyl-N-(2-hydroxyethyl)amino] phenyl}diazenyl)pyridine |
title_full_unstemmed | 2-Cyano-5-({4-[N-methyl-N-(2-hydroxyethyl)amino] phenyl}diazenyl)pyridine |
title_short | 2-Cyano-5-({4-[N-methyl-N-(2-hydroxyethyl)amino] phenyl}diazenyl)pyridine |
title_sort | 2-cyano-5-({4-[n-methyl-n-(2-hydroxyethyl)amino] phenyl}diazenyl)pyridine |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515185/ https://www.ncbi.nlm.nih.gov/pubmed/23284412 http://dx.doi.org/10.1107/S1600536812041396 |
work_keys_str_mv | AT centoreroberto 2cyano54nmethyln2hydroxyethylaminophenyldiazenylpyridine AT picciallivincenzo 2cyano54nmethyln2hydroxyethylaminophenyldiazenylpyridine |