Crystal structure of N ′-[( E )-3,5-dichloro-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate

In the title compound, C 14 H 9 Cl 2 N 3 O 4 ·C 3 H 7 NO, the hydrazone molecule adopts an E conformation with respect to azomethine bond, and the dihedral angle between the two aromatic rings [8.96 (11)°] shows that the rings are almost co-planar. The planar conformation of the molecule is stabiliz...

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Bibliographic Details
Published in:Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2015-11, Vol.71 (11), p.o826-o827
Main Authors: Joseph, Bibitha, Sajitha, N. R., Sithambaresan, M., Seena, E. B., Kurup, M. R. Prathapachandra
Format: Article
Language:English
Subjects:
aroyl hydrazone
crystal structure
hydrogen bonding
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Summary:In the title compound, C 14 H 9 Cl 2 N 3 O 4 ·C 3 H 7 NO, the hydrazone molecule adopts an E conformation with respect to azomethine bond, and the dihedral angle between the two aromatic rings [8.96 (11)°] shows that the rings are almost co-planar. The planar conformation of the molecule is stabilized by the intramolecular O—H...N hydrogen bond involving the OH group and azomethine N atom. The azomethine and keto bond distances [1.269 (2) and 1.210 (2) Å, respectively] are very close to the formal C=N and C=O bond lengths. The dimethylformamide solvent molecule is connected to the hydrazone NH group via an N—H...O hydrogen bond. In the crystal, non-classical C—H...O and C—H...Cl hydrogen bonds link the molecules into chains along [322]. A supramolecular three-dimensional architecture is created by weak C—Cl...π [4.163 (3) Å, 83.26 (9)°] and π–π [centroid–centroid distance = 4.0395 (14) Å] interactions.
ISSN:2056-9890
2056-9890
DOI:10.1107/S2056989015018290