Cargando…
Crystal structure and luminescence properties of 2-[(2′,6′-dimethoxy-2,3′-bipyridin-6-yl)oxy]-9-(pyridin-2-yl)-9H-carbazole
In the title compound, C(29)H(22)N(4)O(3), the carbazole system forms a dihedral angle of 68.45 (3)° with the mean plane of the bipyridine ring system. The bipyridine ring system, with two methoxy substituents, is approximately planar (r.m.s. deviation = 0.0670 Å), with a dihedral angle of 7.91 ...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6829735/ https://www.ncbi.nlm.nih.gov/pubmed/31709084 http://dx.doi.org/10.1107/S2056989019013549 |
_version_ | 1783465626803634176 |
---|---|
author | Moon, Suk-Hee Park, Ki-Min Kim, Jinho Kang, Youngjin |
author_facet | Moon, Suk-Hee Park, Ki-Min Kim, Jinho Kang, Youngjin |
author_sort | Moon, Suk-Hee |
collection | PubMed |
description | In the title compound, C(29)H(22)N(4)O(3), the carbazole system forms a dihedral angle of 68.45 (3)° with the mean plane of the bipyridine ring system. The bipyridine ring system, with two methoxy substituents, is approximately planar (r.m.s. deviation = 0.0670 Å), with a dihedral angle of 7.91 (13)° between the planes of the two pyridine rings. Intramolecular C—H⋯O/N hydrogen bonds may promote the planarity of the bipyridyl ring system. In the pyridyl-substituted carbazole fragment, the pyridine ring is tilted by 56.65 (4)° with respect to the mean plane of the carbazole system (r.m.s. deviation = 0.0191 Å). In the crystal, adjacent molecules are connected via C—H⋯O/N hydrogen bonds and C—H⋯π interactions, resulting in the formation of a three-dimensional (3D) supramolecular network. In addition, the 3D structure contains intermolecular π–π stacking interactions, with centroid–centroid distances of 3.5634 (12) Å between pyridine rings. The title compound exhibits a high energy gap (3.48 eV) and triplet energy (2.64 eV), indicating that it could be a suitable host material in organic light-emitting diode (OLED) applications. |
format | Online Article Text |
id | pubmed-6829735 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-68297352019-11-08 Crystal structure and luminescence properties of 2-[(2′,6′-dimethoxy-2,3′-bipyridin-6-yl)oxy]-9-(pyridin-2-yl)-9H-carbazole Moon, Suk-Hee Park, Ki-Min Kim, Jinho Kang, Youngjin Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(29)H(22)N(4)O(3), the carbazole system forms a dihedral angle of 68.45 (3)° with the mean plane of the bipyridine ring system. The bipyridine ring system, with two methoxy substituents, is approximately planar (r.m.s. deviation = 0.0670 Å), with a dihedral angle of 7.91 (13)° between the planes of the two pyridine rings. Intramolecular C—H⋯O/N hydrogen bonds may promote the planarity of the bipyridyl ring system. In the pyridyl-substituted carbazole fragment, the pyridine ring is tilted by 56.65 (4)° with respect to the mean plane of the carbazole system (r.m.s. deviation = 0.0191 Å). In the crystal, adjacent molecules are connected via C—H⋯O/N hydrogen bonds and C—H⋯π interactions, resulting in the formation of a three-dimensional (3D) supramolecular network. In addition, the 3D structure contains intermolecular π–π stacking interactions, with centroid–centroid distances of 3.5634 (12) Å between pyridine rings. The title compound exhibits a high energy gap (3.48 eV) and triplet energy (2.64 eV), indicating that it could be a suitable host material in organic light-emitting diode (OLED) applications. International Union of Crystallography 2019-10-22 /pmc/articles/PMC6829735/ /pubmed/31709084 http://dx.doi.org/10.1107/S2056989019013549 Text en © Moon et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications Moon, Suk-Hee Park, Ki-Min Kim, Jinho Kang, Youngjin Crystal structure and luminescence properties of 2-[(2′,6′-dimethoxy-2,3′-bipyridin-6-yl)oxy]-9-(pyridin-2-yl)-9H-carbazole |
title | Crystal structure and luminescence properties of 2-[(2′,6′-dimethoxy-2,3′-bipyridin-6-yl)oxy]-9-(pyridin-2-yl)-9H-carbazole |
title_full | Crystal structure and luminescence properties of 2-[(2′,6′-dimethoxy-2,3′-bipyridin-6-yl)oxy]-9-(pyridin-2-yl)-9H-carbazole |
title_fullStr | Crystal structure and luminescence properties of 2-[(2′,6′-dimethoxy-2,3′-bipyridin-6-yl)oxy]-9-(pyridin-2-yl)-9H-carbazole |
title_full_unstemmed | Crystal structure and luminescence properties of 2-[(2′,6′-dimethoxy-2,3′-bipyridin-6-yl)oxy]-9-(pyridin-2-yl)-9H-carbazole |
title_short | Crystal structure and luminescence properties of 2-[(2′,6′-dimethoxy-2,3′-bipyridin-6-yl)oxy]-9-(pyridin-2-yl)-9H-carbazole |
title_sort | crystal structure and luminescence properties of 2-[(2′,6′-dimethoxy-2,3′-bipyridin-6-yl)oxy]-9-(pyridin-2-yl)-9h-carbazole |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6829735/ https://www.ncbi.nlm.nih.gov/pubmed/31709084 http://dx.doi.org/10.1107/S2056989019013549 |
work_keys_str_mv | AT moonsukhee crystalstructureandluminescencepropertiesof226dimethoxy23bipyridin6yloxy9pyridin2yl9hcarbazole AT parkkimin crystalstructureandluminescencepropertiesof226dimethoxy23bipyridin6yloxy9pyridin2yl9hcarbazole AT kimjinho crystalstructureandluminescencepropertiesof226dimethoxy23bipyridin6yloxy9pyridin2yl9hcarbazole AT kangyoungjin crystalstructureandluminescencepropertiesof226dimethoxy23bipyridin6yloxy9pyridin2yl9hcarbazole |