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The molecule of the title compound, C24H23NO3, consists of five rings, of which the pyrrole ring and oxazole ring are not planar. The compound was designed as a catalyst of the asymmetric Baylis–Hillman reaction, but it only has poor catalysis activity. According to the crystal structure analysis, this might be caused by steric hindrance due to the intramolecular O—H...N hydrogen bond. In the crystal structure, the mol­ecules are connected by O—H...O and C—H...O hydrogen bonds, forming chains along [010]. The chains further interact through C—H...O hydrogen bonds, stacking along [100]. In the third direction [001], there is only weak interaction, which explains the crystal habit of a thin plate.

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The title compound, C33H32ClNO4, prepared by methyl­ation of 12-chloro-2,10-dibenz­yl­oxy-9-hydroxy-3-methoxy­tetra­hydro­protoberberine with diazo­methane, contains a fused four-ring system in which the trans-fused rings both have half-chair conformations. No significant inter­molecular inter­actions are observed in the structure.

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In the title compound, [Ni(C14H10N2O3)(C5H5N)3]·1.5C5H5N, the NiII ion is coordinated by one N and two O atoms from a Schiff base ligand and by the N atoms of three pyridine mol­ecules to form a distorted octa­hedral geometry.
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