Crystal structure of 2-hydroxyimino-2-(pyridin-2-yl)-N′-[1-(pyridin-2-yl)ethylidene]acetohydrazide
The molecule of the title compound, C14H13N5O2, is approximately planar (r.m.s deviation for all non-H atoms = 0.093 Å), with the planes of the two pyridine rings inclined to one another by 5.51 (7)°. The oxime group is syn to the amide group, probably due to the formation of an intramolecular N—H.....
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International Union of Crystallography
2014-12-01
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Series: | Acta Crystallographica Section E |
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Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536814025793 |
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author | Maxym O. Plutenko Rostislav D. Lampeka Matti Haukka Ebbe Nordlander |
author_facet | Maxym O. Plutenko Rostislav D. Lampeka Matti Haukka Ebbe Nordlander |
author_sort | Maxym O. Plutenko |
collection | DOAJ |
description | The molecule of the title compound, C14H13N5O2, is approximately planar (r.m.s deviation for all non-H atoms = 0.093 Å), with the planes of the two pyridine rings inclined to one another by 5.51 (7)°. The oxime group is syn to the amide group, probably due to the formation of an intramolecular N—H...N hydrogen bond that forms an S(6) ring motif. In the crystal, molecules are linked by pairs of bifurcated O—H...(O,N) hydrogen bonds, forming inversion dimers. The latter are linked via C—H...O and C—H...N hydrogen bonds, forming sheets lying parallel to (502). The sheets are linked via π–π stacking interactions [inter-centroid distance = 3.7588 (9) Å], involving the pyridine rings of inversion-related molecules, forming a three-dimensional structure. |
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id | doaj.art-74c0667e16fa44ea99321ea2115a0a76 |
institution | Directory Open Access Journal |
issn | 1600-5368 |
language | English |
last_indexed | 2024-12-13T10:40:28Z |
publishDate | 2014-12-01 |
publisher | International Union of Crystallography |
record_format | Article |
series | Acta Crystallographica Section E |
spelling | doaj.art-74c0667e16fa44ea99321ea2115a0a762022-12-21T23:50:32ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682014-12-01701258458610.1107/S1600536814025793su5024Crystal structure of 2-hydroxyimino-2-(pyridin-2-yl)-N′-[1-(pyridin-2-yl)ethylidene]acetohydrazideMaxym O. Plutenko0Rostislav D. Lampeka1Matti Haukka2Ebbe Nordlander3Department of Chemistry, National Taras Shevchenko University, Volodymyrska Street 64, 01601 Kyiv, UkraineDepartment of Chemistry, National Taras Shevchenko University, Volodymyrska Street 64, 01601 Kyiv, UkraineDepartment of Chemistry, University of Jyvaskyla, PO Box 35, FI-40014 Jyvaskyla, FinlandInorganic Chemistry, Center for Chemistry and Chemical Engineering, Lund University, Box 124, SE-221 00 Lund, SwedenThe molecule of the title compound, C14H13N5O2, is approximately planar (r.m.s deviation for all non-H atoms = 0.093 Å), with the planes of the two pyridine rings inclined to one another by 5.51 (7)°. The oxime group is syn to the amide group, probably due to the formation of an intramolecular N—H...N hydrogen bond that forms an S(6) ring motif. In the crystal, molecules are linked by pairs of bifurcated O—H...(O,N) hydrogen bonds, forming inversion dimers. The latter are linked via C—H...O and C—H...N hydrogen bonds, forming sheets lying parallel to (502). The sheets are linked via π–π stacking interactions [inter-centroid distance = 3.7588 (9) Å], involving the pyridine rings of inversion-related molecules, forming a three-dimensional structure.http://scripts.iucr.org/cgi-bin/paper?S1600536814025793crystal structurehydroxyiminoacetohydrazidepyridylethylidenehydrogen bondingπ–π stacking interactions |
spellingShingle | Maxym O. Plutenko Rostislav D. Lampeka Matti Haukka Ebbe Nordlander Crystal structure of 2-hydroxyimino-2-(pyridin-2-yl)-N′-[1-(pyridin-2-yl)ethylidene]acetohydrazide Acta Crystallographica Section E crystal structure hydroxyimino acetohydrazide pyridylethylidene hydrogen bonding π–π stacking interactions |
title | Crystal structure of 2-hydroxyimino-2-(pyridin-2-yl)-N′-[1-(pyridin-2-yl)ethylidene]acetohydrazide |
title_full | Crystal structure of 2-hydroxyimino-2-(pyridin-2-yl)-N′-[1-(pyridin-2-yl)ethylidene]acetohydrazide |
title_fullStr | Crystal structure of 2-hydroxyimino-2-(pyridin-2-yl)-N′-[1-(pyridin-2-yl)ethylidene]acetohydrazide |
title_full_unstemmed | Crystal structure of 2-hydroxyimino-2-(pyridin-2-yl)-N′-[1-(pyridin-2-yl)ethylidene]acetohydrazide |
title_short | Crystal structure of 2-hydroxyimino-2-(pyridin-2-yl)-N′-[1-(pyridin-2-yl)ethylidene]acetohydrazide |
title_sort | crystal structure of 2 hydroxyimino 2 pyridin 2 yl n 1 pyridin 2 yl ethylidene acetohydrazide |
topic | crystal structure hydroxyimino acetohydrazide pyridylethylidene hydrogen bonding π–π stacking interactions |
url | http://scripts.iucr.org/cgi-bin/paper?S1600536814025793 |
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