N '-[1-(5-Bromo-2-hy-droxy-phen-yl)ethyl-idene]isonicotinohydrazide monohydrate: crystal structure and Hirshfeld surface analysis

In the title isonicotinohydrazide hydrate, C H BrN O ·H O {systematic name: '-[(1 )-1-(5-bromo-2-hy-droxy-phen-yl)ethyl-idene]pyridine-4-carbohydrazide monohydrate}, the central CN O region of the organic mol-ecule is planar and the conformation about the imine-C=N bond is . While an intra-mole...

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Veröffentlicht in:Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2017-04, Vol.73 (Pt 4), p.630-636
Hauptverfasser: Lee, See Mun, Halcovitch, Nathan R, Jotani, Mukesh M, Tiekink, Edward R T
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Sprache:eng
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Zusammenfassung:In the title isonicotinohydrazide hydrate, C H BrN O ·H O {systematic name: '-[(1 )-1-(5-bromo-2-hy-droxy-phen-yl)ethyl-idene]pyridine-4-carbohydrazide monohydrate}, the central CN O region of the organic mol-ecule is planar and the conformation about the imine-C=N bond is . While an intra-molecular hy-droxy-O-H⋯N(imine) hydrogen bond is evident, the dihedral angle between the central residue and the benzene rings is 48.99 (9)°. Overall, the mol-ecule is twisted, as seen in the dihedral angle of 71.79 (6)° between the outer rings. In the crystal, hydrogen-bonding inter-actions, . hydrazide-N-H⋯O(water), water-O-H⋯O(carbon-yl) and water-O-H⋯N(pyrid-yl), lead to supra-molecular ribbons along the axis direction. Connections between these, leading to a three-dimensional architecture, are mediated by Br⋯Br halogen bonding [3.5366 (3) Å], pyridyl-C-H⋯O(carbon-yl) as well as weak π-π inter-actions [inter-centroid separation between benzene rings = 3.9315 (12) Å]. The Hirshfeld surface analysis reveals the importance of hydrogen atoms in the supra-molecular connectivity as well as the influence of the Br⋯Br halogen bonding.
ISSN:2056-9890
2056-9890
DOI:10.1107/S2056989017004790