I. W. Nowell, P. Walker, H. Anderson.N.
Jun 15, 1982
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0
Influential Citations
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Journal
Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry
Abstract
C14H16CIN302, M r = 293.8, P2~/n, a = 8.076(3) , b = 20.317 (8), c = 9.307 (3)A, fl = 97.43 (5) °, u = 1514.2 ,~3, Mo Ka, 2 = 0.71069 ,/k, Z = 4, D m = 1.31 (2), D e = 1-29 Mg m -3,/t = 0.21 mm -~, F(000) = 616. The structure was solved by direct methods and refined to R = 0.058 for 1023 counter reflections classed as observed. The triazolyl ring, which shows significant delocalization, is planar and inclined at angles of 73.1 (9) and 61.8 (9) ° to the p-chlorophenyl ring and to the C C ( O ) C grouping respectively. The exocyclic angles at N(1) of the triazolyl ring are very asymmetric with C N N 119.5 (6) and C N C 130.7 (6) °. * Author to whom correspondence should be addressed. f Present address: Long Ashton Research Station, University of Bristol, Long Ashton, Bristol BS 18 9AF, England. 0567-7408/82/061857-03501.00 Introduction. 1 (4-C hlorophenoxy)3,3-dimethyl1 (1,2,4-triazol-l-yl)-2-butanone, triadimefon, is well established as an effective systemic fungicide (Martin & Morris, 1979). While the exact mode of action of the fungicide has not been established, treatment of fungi with the compound results in the inhibition of ergosterol biosynthesis (Buchenauer, 1976). From the study of structure-activity relationships in related compounds, it was believed that the triazolyl group and the overall conformation of the molecule played important roles. It is to establish the conformation, albeit in the solid state, that we have determined the crystal structure of the title compound. A crystal 0.20 × 0.24 × 0-35 mm was mounted about the crystallographic a axis and data were collected on a Stoe Stadi-2 two-circle diffractometer in layers of constant h up to h = 9. The data were © 1982 International Union of Crystallography