Crystal structure of N,N′-bis[(pyridin-4-yl)methyl]naphthalene diimide
In the centrosymmetric title compound, C26H16N4O4 {systematic name: 6,13-bis[(pyridin-4-yl)methyl]-6,13-diazatetracyclo[6.6.2.04,16011,15]hexadeca-1,3,8,10,15-pantaene-5,7,12,14-tetrone}, the central ring system is essentially planar [maximum deviation = 0.0234 (8) Å] and approximately perpendicular...
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International Union of Crystallography
2014-09-01
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| Series: | Acta Crystallographica Section E |
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| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536814017917 |
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doaj-cf76416769cd44d086f3c9e56eddee2c2020-11-25T00:20:49ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682014-09-01709o985o98610.1107/S1600536814017917xu5806Crystal structure of N,N′-bis[(pyridin-4-yl)methyl]naphthalene diimideMariana Nicolas-Gomez0Diego Martínez-Otero1Alejandro Dorazco-González2Centro Conjunto de Investigacion en Quimica Sustentable UAEM-UNAM, Instituto de Quimica, Universidad Nacional Autonoma de Mexico, Carretera Toluca-Atlacomulco Km 14.5 CP 50200 Toluca, Estado de Mexico, MexicoCentro Conjunto de Investigacion en Quimica Sustentable UAEM-UNAM, Instituto de Quimica, Universidad Nacional Autonoma de Mexico, Carretera Toluca-Atlacomulco Km 14.5 CP 50200 Toluca, Estado de Mexico, MexicoCentro Conjunto de Investigacion en Quimica Sustentable UAEM-UNAM, Instituto de Quimica, Universidad Nacional Autonoma de Mexico, Carretera Toluca-Atlacomulco Km 14.5 CP 50200 Toluca, Estado de Mexico, MexicoIn the centrosymmetric title compound, C26H16N4O4 {systematic name: 6,13-bis[(pyridin-4-yl)methyl]-6,13-diazatetracyclo[6.6.2.04,16011,15]hexadeca-1,3,8,10,15-pantaene-5,7,12,14-tetrone}, the central ring system is essentially planar [maximum deviation = 0.0234 (8) Å] and approximately perpendicular to the terminal pyridine ring [dihedral angle = 84.38 (3)°]. The molecules displays a trans conformation with the (pyridin-4-yl)methyl groups on both sides of the central naphthalene diimide plane. In the crystal, molecules are linked by π–π stacking between parallel pyridine rings [centroid–centroid distances = 3.7014 (8) and 3.8553 (8) Å] and weak C—H...O hydrogen bonds, forming a three-dimensional supramolecular architecture.http://scripts.iucr.org/cgi-bin/paper?S1600536814017917crystal structurenaphthalene diimidetransistorsorganic supramolecular solidshydrogen bondingπ–π stacking |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Mariana Nicolas-Gomez Diego Martínez-Otero Alejandro Dorazco-González |
| spellingShingle |
Mariana Nicolas-Gomez Diego Martínez-Otero Alejandro Dorazco-González Crystal structure of N,N′-bis[(pyridin-4-yl)methyl]naphthalene diimide Acta Crystallographica Section E crystal structure naphthalene diimide transistors organic supramolecular solids hydrogen bonding π–π stacking |
| author_facet |
Mariana Nicolas-Gomez Diego Martínez-Otero Alejandro Dorazco-González |
| author_sort |
Mariana Nicolas-Gomez |
| title |
Crystal structure of N,N′-bis[(pyridin-4-yl)methyl]naphthalene diimide |
| title_short |
Crystal structure of N,N′-bis[(pyridin-4-yl)methyl]naphthalene diimide |
| title_full |
Crystal structure of N,N′-bis[(pyridin-4-yl)methyl]naphthalene diimide |
| title_fullStr |
Crystal structure of N,N′-bis[(pyridin-4-yl)methyl]naphthalene diimide |
| title_full_unstemmed |
Crystal structure of N,N′-bis[(pyridin-4-yl)methyl]naphthalene diimide |
| title_sort |
crystal structure of n,n′-bis[(pyridin-4-yl)methyl]naphthalene diimide |
| publisher |
International Union of Crystallography |
| series |
Acta Crystallographica Section E |
| issn |
1600-5368 |
| publishDate |
2014-09-01 |
| description |
In the centrosymmetric title compound, C26H16N4O4 {systematic name: 6,13-bis[(pyridin-4-yl)methyl]-6,13-diazatetracyclo[6.6.2.04,16011,15]hexadeca-1,3,8,10,15-pantaene-5,7,12,14-tetrone}, the central ring system is essentially planar [maximum deviation = 0.0234 (8) Å] and approximately perpendicular to the terminal pyridine ring [dihedral angle = 84.38 (3)°]. The molecules displays a trans conformation with the (pyridin-4-yl)methyl groups on both sides of the central naphthalene diimide plane. In the crystal, molecules are linked by π–π stacking between parallel pyridine rings [centroid–centroid distances = 3.7014 (8) and 3.8553 (8) Å] and weak C—H...O hydrogen bonds, forming a three-dimensional supramolecular architecture. |
| topic |
crystal structure naphthalene diimide transistors organic supramolecular solids hydrogen bonding π–π stacking |
| url |
http://scripts.iucr.org/cgi-bin/paper?S1600536814017917 |
| work_keys_str_mv |
AT mariananicolasgomez crystalstructureofnnbispyridin4ylmethylnaphthalenediimide AT diegomartinezotero crystalstructureofnnbispyridin4ylmethylnaphthalenediimide AT alejandrodorazcogonzalez crystalstructureofnnbispyridin4ylmethylnaphthalenediimide |
| _version_ |
1725365742378942464 |