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

• Published in: Acta crystallographica. Section E, Structure reports online Vol. 70; no. 5; p. o565
• Main Authors: Ishikawa, Yoshinobu, Watanabe, Kohzoh
• Format: Journal Article
• Language: English
• Published: United States International Union of Crystallography 01.05.2014
• Subjects: Organic Papers
• ISSN: 1600-5368; 1600-5368
• DOI: 10.1107/S1600536814008113

In the title chromone-tethered benzohydrazide derivative, C 18 H 14 N 2 O 3 , the 4 H -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 4 H -chromen-4-one and the –CH=N–NH–CO– units, the 4 H -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 π–π stacking interactions between the 4 H -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 π–π stacking interactions between two 4 H -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.