Experimental

R factor = 0.044; wR factor = 0.146; data-to-parameter ratio = 13.5. The molecule of the title compound, C14H13N3O, adopts an E conformation with respect to the azomethine C N bond, and is roughly planar, with an r.m.s. deviation of the non-H atoms from the least-squares plane of 0.100 (2) A ̊ and a dihedral angle between the terminal benzene rings of 5.74 (12). An intramolecular N—H N hydrogen bond closes an S(6) ring. In the crystal, molecules are linked by the pairs of N—H O hydrogen bonds into centrosymmetric dimers. Dimers related by translation along [010] form slanted stacks, the shortest C C intermolecular distance within the stack being 3.283 (3) Å. Weak C—H interactions link the stacks into a three-dimensional structure. Related literature For the synthesis of related compounds, see: Siji et al. (2010). For biological applications of hydrazinecarboxamide and its derivatives, see: Rivadeneira et al. (2009); Shalini et al. (2009)