2-Methoxy-4-[3-(3-nitrophenyl)-4,5-dihydro-1H-pyrazol-5-yl]phenol

Abstract

In the title compound, C16H15N3O4, the pyrazole ring has an envelope conformation, with the C atom substituted by the 2-methoxyphenol ring as the flap. Its mean plane makes dihedral angles of 56.78 (9) and 9.7 (1)° with the 2-methoxyphenol and 3-nitrophenyl rings, respectively. The benzene rings are inclined to one another by 49.37 (8)°. In the crystal, molecules are linked by pairs of O—H...N hydrogen bonds, forming inversion dimers with anR22(16) ring motif. The dimers are linked by C—H...O hydrogen bonds, forming slabs parallel to theacplane. There are slipped parallel π–π interactions present within the slabs, involving inversion-related 2-methoxyphenol rings [intercentroid distance = 3.729 (1) Å] and inversion-related 3-nitrophenyl rings [intercentroid distance = 3.831 (1) Å].

Synthesis, crystal structure and Hirshfeld surface analysis of 4-[3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-5-yl]-2-methoxyphenol monohydrate

“…In addition, two structures have substituted benzene rings as both substituents and are very similar to 2. The first one, 2-methoxy-4-[3-(3-nitrophenyl)-4,5-dihydro-1Hpyrazol-5-yl]phenol (refcode UJUDOU; Inturi et al, 2016), crystallizes in P2 1 /c with one molecule in the asymmetric unit.…”