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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Main Authors: Maxym O. Plutenko, Rostislav D. Lampeka, Matti Haukka, Ebbe Nordlander
Format: Article
Language:English
Published: International Union of Crystallography 2014-12-01
Series:Acta Crystallographica Section E
Subjects:
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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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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AT rostislavdlampeka crystalstructureof2hydroxyimino2pyridin2yln1pyridin2ylethylideneacetohydrazide
AT mattihaukka crystalstructureof2hydroxyimino2pyridin2yln1pyridin2ylethylideneacetohydrazide
AT ebbenordlander crystalstructureof2hydroxyimino2pyridin2yln1pyridin2ylethylideneacetohydrazide