Synthesis, Crystal Structure and Insecticidal Activity of N-(pyridin-2-ylmethyl)-1-phenyl-1,4,5,6,7,8-hexahydrocycloheptacpyrazole-3-carboxamide

摘要

The title compound N-(pyridin-2-ylmethyl)-1-phenyl-1,4,5,6,7,8-hexahydrocyclohepta[c]pyrazole-3-carboxamide 5 (C21H22N4O,Mr =346.42) has been synthesized and structurally characterized by IR,1H NMR,13C NMR,H RMS and single-crystal X-ray diffraction.The crystal crystallizes in monoclinic system,space group P21 with a =8.668(2),b =22.236(4),c =9.539(2) (A),fβ =108.68(3)°,V =1786.4(7) (A)3,Z =4,Dx=1.288 g/cm3,F(000) =736,μ(MoKa) =0.649 mm-l,the final R =0.0354 and wR =0.0933 with 3234 observed reflections with 1 ＞ 2σ(I).The benzene and pyrazole rings are nearly coplanar with a dihedral angle of 50.977(46)°.The dihedral angle between the central pyrazole and pyridine rings is 11.688(46)°.No classical hydrogen bonds were found in the molecules.Two adjacent molecules in crystal packing of compound 5 were linked by two intramolecular hydrogen-bonding interactions C(15)-H(15)...O(1)to generate a stable structure.Compound 5 had weak insecticidal activity against the diamondback moth (Plutella xylostella),but exhibited good activity against cotton bollworm (Helicoverpa armigera).