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The crystal structure of 4′-{4-[(2,2,5,5-tetramethyl-N-oxyl-3-pyrrolin-3-yl)ethynyl]phenyl}-2,2′:6′,2′′-terpyridine
The terpyridine group of the title compound, C(31)H(27)N(4)O, assumes an all-transoid conformation and is essentially planar with the dihedral angles between the mean planes of the central pyridine and the two outer rings amounting to 3.87 (5) and 1.98 (5)°. The pyrroline-N-oxyl group commonly seen...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518943/ https://www.ncbi.nlm.nih.gov/pubmed/26279889 http://dx.doi.org/10.1107/S2056989015012086 |
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author | Meyer, Andreas Wiecek, Jennifer Schnakenburg, Gregor Schiemann, Olav |
author_facet | Meyer, Andreas Wiecek, Jennifer Schnakenburg, Gregor Schiemann, Olav |
author_sort | Meyer, Andreas |
collection | PubMed |
description | The terpyridine group of the title compound, C(31)H(27)N(4)O, assumes an all-transoid conformation and is essentially planar with the dihedral angles between the mean planes of the central pyridine and the two outer rings amounting to 3.87 (5) and 1.98 (5)°. The pyrroline-N-oxyl group commonly seen in such nitroxyls is found in the title structure and the mean plane of the pyrroline ring subtends a dihedral angle of 88.44 (7)° to the mean plane of the central pyridine ring. The intramolecular separation between the nitrogen atom of the central pyridine unit of the terpyridine group and the nitroxyl group is 14.120 (2) Å. In the crystal, the molecules are arranged in layers stacked along [001]. Slipped face-to-face π–π interactions between the pyridine rings are observed along this direction with the shortest centroid–centroid distances amounting to 3.700 (1) and 3.781 (1) Å. Furthermore, edge-on C—H⋯π interactions between the phenylene rings of neighbouring molecules are observed along this direction. A two-dimensional C—H⋯O hydrogen-bonded network is formed within the (010) plane. The shortest O⋯O separation between neighbouring molecules is 5.412 (3) Å. |
format | Online Article Text |
id | pubmed-4518943 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-45189432015-08-14 The crystal structure of 4′-{4-[(2,2,5,5-tetramethyl-N-oxyl-3-pyrrolin-3-yl)ethynyl]phenyl}-2,2′:6′,2′′-terpyridine Meyer, Andreas Wiecek, Jennifer Schnakenburg, Gregor Schiemann, Olav Acta Crystallogr E Crystallogr Commun Research Communications The terpyridine group of the title compound, C(31)H(27)N(4)O, assumes an all-transoid conformation and is essentially planar with the dihedral angles between the mean planes of the central pyridine and the two outer rings amounting to 3.87 (5) and 1.98 (5)°. The pyrroline-N-oxyl group commonly seen in such nitroxyls is found in the title structure and the mean plane of the pyrroline ring subtends a dihedral angle of 88.44 (7)° to the mean plane of the central pyridine ring. The intramolecular separation between the nitrogen atom of the central pyridine unit of the terpyridine group and the nitroxyl group is 14.120 (2) Å. In the crystal, the molecules are arranged in layers stacked along [001]. Slipped face-to-face π–π interactions between the pyridine rings are observed along this direction with the shortest centroid–centroid distances amounting to 3.700 (1) and 3.781 (1) Å. Furthermore, edge-on C—H⋯π interactions between the phenylene rings of neighbouring molecules are observed along this direction. A two-dimensional C—H⋯O hydrogen-bonded network is formed within the (010) plane. The shortest O⋯O separation between neighbouring molecules is 5.412 (3) Å. International Union of Crystallography 2015-06-30 /pmc/articles/PMC4518943/ /pubmed/26279889 http://dx.doi.org/10.1107/S2056989015012086 Text en © Meyer et al. 2015 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 | Research Communications Meyer, Andreas Wiecek, Jennifer Schnakenburg, Gregor Schiemann, Olav The crystal structure of 4′-{4-[(2,2,5,5-tetramethyl-N-oxyl-3-pyrrolin-3-yl)ethynyl]phenyl}-2,2′:6′,2′′-terpyridine |
title | The crystal structure of 4′-{4-[(2,2,5,5-tetramethyl-N-oxyl-3-pyrrolin-3-yl)ethynyl]phenyl}-2,2′:6′,2′′-terpyridine |
title_full | The crystal structure of 4′-{4-[(2,2,5,5-tetramethyl-N-oxyl-3-pyrrolin-3-yl)ethynyl]phenyl}-2,2′:6′,2′′-terpyridine |
title_fullStr | The crystal structure of 4′-{4-[(2,2,5,5-tetramethyl-N-oxyl-3-pyrrolin-3-yl)ethynyl]phenyl}-2,2′:6′,2′′-terpyridine |
title_full_unstemmed | The crystal structure of 4′-{4-[(2,2,5,5-tetramethyl-N-oxyl-3-pyrrolin-3-yl)ethynyl]phenyl}-2,2′:6′,2′′-terpyridine |
title_short | The crystal structure of 4′-{4-[(2,2,5,5-tetramethyl-N-oxyl-3-pyrrolin-3-yl)ethynyl]phenyl}-2,2′:6′,2′′-terpyridine |
title_sort | crystal structure of 4′-{4-[(2,2,5,5-tetramethyl-n-oxyl-3-pyrrolin-3-yl)ethynyl]phenyl}-2,2′:6′,2′′-terpyridine |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518943/ https://www.ncbi.nlm.nih.gov/pubmed/26279889 http://dx.doi.org/10.1107/S2056989015012086 |
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