Crystal structures of two hydrazide derivatives of mefenamic acid, 3-(2,3-di­methyl­anilino)-N′-[(E)-(furan-2-yl)methyl­idene]benzohydrazide and N′-[(E)-benzyl­idene]-2-(2,3-di­methyl­anilino)benzo­hydrazide

2021 
The conformation about the central benzene ring in the mol­ecule of (I), C20H19N3O2, is partially determined by an intra­molecular N—H⋯O hydrogen bond. In the crystal, chains parallel to the c axis are generated by inter­molecular N—H⋯O hydrogen bonds with the chains assembled into a three-dimensional network structure by inter­molecular C—H⋯O hydrogen bonds and C—H⋯π(ring) inter­actions. The mol­ecule of (II), C22H21N3O, differs from (I) only in the substituent at the hydrazide N atom where a phenyl­methyl­ene moiety for (II) is present instead of a furan­methyl­ene moiety for (I). Hence, mol­ecules of (I) and (II) show similarities in their mol­ecular and crystal structures. The conformation of the central portion of the mol­ecule of (II) is also therefore partially determined by an intra­molecular N—H⋯O hydrogen bond and inter­molecular N—H⋯O hydrogen bonds form chains parallel to the c axis. Likewise, the chains are connected into a three-dimensional network by C—H⋯O hydrogen bonds and C—H⋯π(ring) inter­actions.
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