STRUCTURE OF ERGOSTEROL BIOSYNTHESIS INHIBITORS .2. STRUCTURE OF FENARIMOL, ALPHA-(2-CHLOROPHENYL)-ALPHA-(4-CHLOROPHENYL)-5-PYRIMIDINEMETHANOL

C17H12C12N2 O, Mr= 331.204, triclinic, P], a=13.527(3), b=8.525(2), c=7.226(2) A, alpha = 98.50 (3), beta= 82.54 (3), gamma= 74.68 (4) °, V= 782.3 (4) A 3, Z = 2, D,n(flotation) = 1.40, D x = 1.406 g cm -3, 2(Mo Ka) = 0.71069/k,/~ = 4.159 cm -l, F(000)= 340, room temperature, R =0.056 (1525 observed reflections). The product, a commercial fungicide acting as an ergosterol biosynthesis inhibitor, shows dihedral angles between the pyrimidinyl plane and the o-Cl-phenyl and the p-Cl-phenyl planes, respectively, of 91.2 (2), and 82.4 (2)°: the dihedral angle between the two phenyl planes is 84.8 (2) °. An intramolecular hydrogen bond is observed between the hydroxyl H atom and the ortho C1 atom of the adjacent phenyl.