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In the title compound, C13H13NO3, the conformation across the C=C bond is synperiplanar, the torsion angle of the segment C(ring)—C=C—C(N) being 3.2 (5)°. In the crystal, mol­ecules are linked into inversion dimers, arranged in a zigzag pattern, through two C—H...O inter­actions generating R22(10) and R22(14) motifs. These dimers are arranged in a zigzag pattern in the crystal structure. The mol­ecules are further linked along the c axis through weak C—H...π inter­actions, and weak π...π inter­actions [centroid–centroid separation = 3.9986 (17) Å] are also observed.

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In the title compound, C15H13F3N2O2·H2O, the dihedral angle between the benzene and pyridine rings is 74.97 (1)°. The –CF3 group attached to the benzene ring is syn to the C=O bond in the adjacent side chain. In the crystal, mol­ecules are linked to one another through the water mol­ecules by strong N—H...O, O—H...O and O—H...N hydrogen bonds, forming a ladder-type network. The benzamide mol­ecules are also linked to one another through C—H...F inter­actions, forming C(6) chains parallel to the b-axis direction. Aromatic π–π stacking inter­actions [centroid–centroid separations = 3.7150 (1) and 3.7857 (1) Å] between adjacent pairs of pyridine and benzene rings are also observed, resulting in a three-dimensional architecture are also observed.
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