Crystal structure of nuarimol

Abstract

The title compound [systematic name: (RS)-(2-chlorophenyl)(4-fluorophenyl)(pyrimidin-5-yl)methanol], C17H12ClFN2O, is a pyrimidine fungicide. The asymmetric unit comprises two independent molecules,AandB, in which the dihedral angles between the plane of the pyrimidine ring and those of the chlorophenyl and fluorophenyl rings are 71.10 (6) and 70.04 (5)° in moleculeA, and 73.24 (5) and 89.30 (5)° in moleculeB. In the crystal, O—H...N hydrogen bonds link the components into [010] chains of alternatingAandBmolecules. The chains are cross-linked by C—H...F hydrogen bonds and weak C—H...π and C—Cl...π [Cl...ring centroid = 3.7630 (8) Å] interactions, generating a three-dimensional network.