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The title compound, C20H17N3O2·CH4O·H2O, was synthesized by the condensation reaction of 2-benzyl­oxybenzaldehyde with isoniazid (isonicotinic acid hydrazide). The tricyclic compound displays a trans configuration with respect to the C=N double bond. The central benzene ring makes dihedral angles of 8.83 (7) and 70.39 (8)° with the pyridine ring and the terminal benzene ring, respectively. The dihedral angle between the pyridine ring and the terminal benzene ring is 73.11 (8)°. In the crystal structure, mol­ecules are connected by inter­molecular N—H...O, O—H...O, O—H...(N,N) and C—H...O hydrogen bonds, forming a two-dimensional network perpendicular to the a axis.

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The asymmetric unit of the title Schiff base compound, C12H15N3O, contains two crystallographically independent mol­ecules, with both existing in an E configuration with respect to the C=N double bonds. In the crystal structure, inter­molecular N—H...N and C—H...O hydrogen bonds link the mol­ecules into a three-dimensional network.

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The title isoniazid derivative, C16H17N3O, exists in an E configuration with respect to the Schiff base C=N bond. The pyridine ring is essentially planar [maximum deviation = 0.009 (3) Å]. The mean plane through the hydrazide unit forms dihedral angles of 38.38 (16) and 39.42 (16)°, respectively, with the pyridine and benzene rings. In the crystal structure, symmetry-related mol­ecules are linked via inter­molecular N—H...O hydrogen bonds into chains along [100]. The crystal structure is further stabilized by weak inter­molecular C—H...π inter­actions.
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