Acta Crystallographica Section E

Structure Reports Online

Volume 70, Part 5 (May 2014)


organic compounds



gk2609 scheme

Acta Cryst. (2014). E70, o565    [ doi:10.1107/S1600536814008113 ]

(E)-4-Methyl-N'-[(4-oxo-4H-chromen-3-yl)methyl­idene]benzohydrazide

Y. Ishikawa and K. Watanabe

Abstract: In the title chromone-tethered benzohydrazide derivative, C18H14N2O3, the 4H-chromen-4-one and the -CH=N-NH-CO- units are each essentially planar, with the largest deviations from thei planes being 0.052 (2) and 0.003 (2) Å, respectively. The dihedral angles between the 4H-chromen-4-one and the -CH=N-NH-CO- units, the 4H-chromen-4-one unit and the benzene ring of the 4-tolyl group, and the benzene ring of the 4-tolyl group and the -CH=N-NH-CO- unit are 8.09 (7), 9.94 (5) and 17.97 (8)°, respectively. In the crystal, the mol­ecules form two types of centrosymmetric dimers: one by N-H...O hydrogen bonds and the other by [pi]-[pi] stacking inter­actions between the 4H-chromen-4-one unit and the 4-tolyl group [centroid-centroid distance = 3.641 (5) Å]. These dimers form one-dimensional assemblies extending along the a-axis direction. Additional [pi]-[pi] stacking inter­actions between two 4H-chromen-4-one units [centroid-centroid distance = 3.591 (5) Å] and two 4-tolyl groups [centroid-centroid distance = 3.792 (5) Å] organize the mol­ecules into a three-dimensional network.

CCDC reference: 996675


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