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The mol­ecule of the title compound, C14H11N3O4, assumes an E conformation about the C=N double bond. The benzene rings form a dihedral angle of 3.9 (2)°. The crystal structure is stabilized by N—H...O, O—H...N, O—H...O and C—H...O hydrogen bonds, forming layers parallel to (101). In addition, intra­layer π–π stacking inter­actions [centroid–centroid distance = 3.635 (2) Å] are observed.

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In the title mol­ecule, C18H13FN2O2, the hy­droxy group is involved in an intra­molecular O—H...N hydrogen bond. The naphthyl ring system and the benzene ring form a dihedral angle of 31.0 (2)°. In the crystal, N—H...O hydrogen bonds link the mol­ecules into chains propagating in [101].
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