Synthesis, crystal structure and Hirshfeld surface analysis of 5-cyclopropyl-N-(2-hydroxyethyl)-1-(4-methylphenyl)-1H-1,2,3-triazole-4-carboxamide

The title compound was obtained via a two-step synthesis (Dimroth reaction and amidation) for anti­cancer activity screening and was selected from a 1H-1,2,3-triazole-4-carboxamide library. The cyclo­propyl ring is oriented almost perpendicular to the benzene ring [dihedral angle = 87.9 (1)°], while the dihedral angle between the mean plane of the cyclo­propyl ring and that of the triazole ring is 55.6 (1)°. In the crystal, the mol­ecules are linked by O—H⋯O and C—H⋯N inter­actions into infinite ribbons propagating in the [001] direction, which are inter­connected by weak C—H⋯O inter­actions into layers.
The title compound, C15H18N4O2, was obtained via a two-step synthesis (Dimroth reaction and amidation) for anti­cancer activity screening and was selected from a 1H-1,2,3-triazole-4-carboxamide library. The cyclo­propyl ring is oriented almost perpendicular to the benzene ring [dihedral angle = 87.9 (1)°], while the dihedral angle between the mean plane of the cyclo­propyl ring and that of the triazole ring is 55.6 (1)°. In the crystal, the mol­ecules are linked by O—H⋯O and C—H⋯N inter­actions into infinite ribbons propagating in the [001] direction, which are inter­connected by weak C—H⋯O inter­actions into layers. The inter­molecular inter­actions were characterized via Hirshfeld surface analysis, which indicated that the largest fingerprint contact percentages are H⋯H (55.5%), N⋯H/H⋯N (15.4%), C⋯H/H⋯C (13.2%) and O⋯H/H⋯O (12.9%).