Structure of 1,1-dichloro-2-(4-methoxyphenyl)-2,3-diphenylcyclopropane

Acta Crystallogr C. 1992 May 15:48 ( Pt 5):887-91. doi: 10.1107/s0108270191011186.

Abstract

C22H18Cl2O, M(r) = 369.3, monoclinic, P2(1)/a, a = 16.585(1), b = 17.328(1), c = 13.192(3) A, beta = 107.443(8) degrees, V = 3616.8 A3, Z = 8, Dx = 1.356 g cm-3, lambda(Mo K alpha) = 0.71069 A, mu = 3.2 cm-1, F(000) = 1536, T = 138 K, R = 0.039 for 5450 observed reflections. The structural features of the two independent molecules are quite similar except in the orientation of the methoxy group. The cyclopropane ring shows the expected bond-length asymmetry with C(2)-C(3) as the longest bond. The two cis-arranged phenyl rings adopt similar conformations as observed in diaryl-cyclopropanes, with one ring in the bisecting position and the other near the perpendicular position. The conformation of the third aryl ring is also near the perpendicular position. The overall conformation of the three aryl rings is different from the helical propeller conformation consistently observed in tamoxifen and all other known tri(tetra)aryl-vinyl systems.

Publication types

  • Comparative Study
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Chemical Phenomena
  • Chemistry, Physical
  • Crystallization
  • Cyclopropanes / chemistry*
  • Estrogen Antagonists / chemistry*
  • Molecular Structure
  • Tamoxifen / chemistry
  • X-Ray Diffraction

Substances

  • Cyclopropanes
  • Estrogen Antagonists
  • Tamoxifen
  • 1,1-dichloro-2,3-diphenyl-2-(4-methoxyphenyl)cyclopropane