3-Phenyl-6-(2-pyridyl)-1,2,4,5-tetrazine
The title compound, C13H9N5, is the first asymmetric diaryl-1,2,4,5-tetrazine to be crystallographically characterized. We have been interested in this motif for incorporation into supramolecular assemblies based on coordination chemistry. The solid state structure shows a centrosymmetric molecule,...
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2008-01-01
|
| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536807064057 |
| _version_ | 1819291449435357184 |
|---|---|
| author | Daniel Chartrand François Laverdière Garry Hanan |
| author_facet | Daniel Chartrand François Laverdière Garry Hanan |
| author_sort | Daniel Chartrand |
| collection | DOAJ |
| description | The title compound, C13H9N5, is the first asymmetric diaryl-1,2,4,5-tetrazine to be crystallographically characterized. We have been interested in this motif for incorporation into supramolecular assemblies based on coordination chemistry. The solid state structure shows a centrosymmetric molecule, forcing a positional disorder of the terminal phenyl and pyridyl rings. The molecule is completely planar, unusual for aromatic rings with N atoms in adjacent ortho positions. The stacking observed is very common in diaryltetrazines and is dominated by π stacking [centroid-to-centroid distance between the tetrazine ring and the aromatic ring of an adjacent molecule is 3.6 Å, perpendicular (centroid-to-plane) distance of about 3.3 Å]. |
| first_indexed | 2024-12-24T03:38:49Z |
| format | Article |
| id | doaj.art-eac66dfc08674698a4281b40ae3eac91 |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-24T03:38:49Z |
| publishDate | 2008-01-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-eac66dfc08674698a4281b40ae3eac912022-12-21T17:16:59ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682008-01-01641o41o4110.1107/S16005368070640573-Phenyl-6-(2-pyridyl)-1,2,4,5-tetrazineDaniel ChartrandFrançois LaverdièreGarry HananThe title compound, C13H9N5, is the first asymmetric diaryl-1,2,4,5-tetrazine to be crystallographically characterized. We have been interested in this motif for incorporation into supramolecular assemblies based on coordination chemistry. The solid state structure shows a centrosymmetric molecule, forcing a positional disorder of the terminal phenyl and pyridyl rings. The molecule is completely planar, unusual for aromatic rings with N atoms in adjacent ortho positions. The stacking observed is very common in diaryltetrazines and is dominated by π stacking [centroid-to-centroid distance between the tetrazine ring and the aromatic ring of an adjacent molecule is 3.6 Å, perpendicular (centroid-to-plane) distance of about 3.3 Å].http://scripts.iucr.org/cgi-bin/paper?S1600536807064057 |
| spellingShingle | Daniel Chartrand François Laverdière Garry Hanan 3-Phenyl-6-(2-pyridyl)-1,2,4,5-tetrazine Acta Crystallographica Section E |
| title | 3-Phenyl-6-(2-pyridyl)-1,2,4,5-tetrazine |
| title_full | 3-Phenyl-6-(2-pyridyl)-1,2,4,5-tetrazine |
| title_fullStr | 3-Phenyl-6-(2-pyridyl)-1,2,4,5-tetrazine |
| title_full_unstemmed | 3-Phenyl-6-(2-pyridyl)-1,2,4,5-tetrazine |
| title_short | 3-Phenyl-6-(2-pyridyl)-1,2,4,5-tetrazine |
| title_sort | 3 phenyl 6 2 pyridyl 1 2 4 5 tetrazine |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536807064057 |
| work_keys_str_mv | AT danielchartrand 3phenyl62pyridyl1245tetrazine AT fran231oislaverdi232re 3phenyl62pyridyl1245tetrazine AT garryhanan 3phenyl62pyridyl1245tetrazine |