2-[5-(2,3-Dimethoxynaphthalen-1-yl)-4,5-dihydro-1H-pyrazol-3-yl]-3-methoxyphenol

Abstract

In the title compound, C22H22N2O4, the central pyrazoline ring exhibits a nearly planar structure (r.m.s. deviation = 0.025 Å) despite having two sp 3 carbon atoms. The pyrazoline ring subtends dihedral angles of 4.61 (1) and 87.31 (1)° with the pendant benzene ring and naphthalene ring system, respectively. The dihedral angle between the planes of the benzene ring and the naphthalene ring system is 89.76 (2)°. An intramolecular O—H...N hydrogen bond forms an S(6) ring motif. In the crystal, inversion dimers formed by pairwise weak N—H...N hydrogen bonds generate R 2 2(4) loops and the dimers are linked by pairwise C—H...O hydrogen bonds [which generate R 2 2(8) loops] into [100] chains.