Structural aspects and conformational analysis of 1,1-dichloro-2,2-bis[p-(N,N-dimethylamino)phenyl]ethane

Abstract

The crystal and molecular structure of 1,1-dichloro-2,2-bis[p-(N,N-dimethylamino)phenyl]ethane, a structural analogue of the degradation product of the insecticide DDT, has been determined from three dimensional diffractometric data using Mo-K_α radiation. The compound crystallises in the monoclinic space group P2₁/c with unit cell dimensions a= 8.091 (4), b= 6.145(2), c= 34.384(10)Å, β= 91.50(3)°. The structure was solved by direct methods and refined by full-matrix least-squares analysis to a final R value of 0.075 for 1 522 observed reflections. The ethylenic double bond distance is 1.328(11)Å. The twist about the ethylenic bond is 7.1 (5)°. The C–Cl distances are 1.731 (9) and 1.743(8)Å. The conformational parameters of this compound are compared with those of other analogous insecticides studied by X-ray diffractometry methods. The conformational angles are low in comparison with the other active insecticides.