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In the title compound, C11H10O3, there is an intra­molecular O—H...O hydrogen bond generating an S(6) ring motif. The O atom of the hy­droxy group deviates by 0.0200 (1) Å from the benzene ring to which it is attached. The propyne group is almost linear, the C—C[triple bond]C angle being 177.83 (15)°, and is almost coplanar with the benzene ring; the C—C—O—C torsion angle being only −1.1 (2)°. In the crystal, mol­ecules are linked via C—H...O hydrogen bonds, forming infinite C(11) chains running parallel to [103]. These chains are linked by a pair of C—H...O hydrogen bonds, enclosing R22(8) inversion dimers, forming a corrugated two-dimensional network lying parallel to (103).

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In the title compound, C27H29N3O2, the piperidine ring exists in a chair conformation with an equatorial orientation of the phenyl and methyl substituents. The C—C=N bond angles are significantly different [119.1 (2) and 127.2 (2)°]. The phenyl rings are inclined to one another by 44.90 (14)°, and by 80.85 (13) and 79.62 (12)° to the mean plane of the piperidine ring. The terminal pyridine ring is inclined to the piperidine ring mean plane by 74.79 (15)°. In the crystal, mol­ecules are linked by C—H...π inter­actions, forming a three-dimensional network.

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In the title compound, C17H18N2O, the aromatic rings are almost normal to one another, making a dihedral angle of 89.00 (8)°. There is an intra­molecular N—H...O hydrogen bond in the mol­ecule enclosing an S(6) ring motif. In the crystal, mol­ecules are linked by N—H...O hydrogen bonds, forming chains along [010].
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