The cup-shaped conformation of the title molecule, C21H22N2O4, is largely determined by an intramolecular N—H...O hydrogen bond. In the crystal, double layers of molecules are formed by O—H...O and C—H...O hydrogen bonds. A Hirshfeld surface analysis was performed, which confirms the regions that are active for intermolecular interactions.

In the title molecule, C9H10ClNO2, the methoxy group lies very close to the plane of the phenyl ring while the acetamido group is twisted out of this plane by 28.87 (5)°. In the crystal, a three-dimensional structure is generated by N—H...O, C—H...O and C—H...Cl hydrogen bonds plus C—H...π(ring) interactions. A Hirshfeld surface analysis of the intermolecular interactions was performed and indicated that C...H/H...C interactions make the largest contribution to the surface area (33.4%).