2-[5-(2,3-Di-meth-oxy-naphthalen-1-yl)-4,5-di-hydro-1 H-pyrazol-3-yl]-3-meth-oxy-phenol

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 intra-molecular 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.

Keywords: N—H⋯N hydrogen bonds; crystal structure; inversion dimers; pyrazoline.