Crystal structure,DFT calculations and herbicidal activity of a new 1,2,3-triazole derivative containing sulfonyl group

A new 1,2,4-triazole with sulfonyl moiety was synthesized and confirmed by 1h-nmr,ms and elemental analyses. the crystal structure of the title compound 5 (c13h14fn3so2,mr = 295.33) was determined by single-crystal x-ray diffraction. the crystal structure of this compound is triclinic,space group p-1 with a = 7.3111(15),b = 8.8637(18),c = 11.514(2) å,α = 69.09(3)°,β = 80.17(3)°,γ = 72.08(3)°,v = 661.6(2) å3,z = 2,f(000) = 308,dc = 1.482 g/cm3,μ = 0.262 mm-1,the final r1 = 0.0292 and wr2 = 0.0848 for 1960 observed reflections with i > 2ς(i). a total of 4393 reflections were collected,of which 2305 were independent (rint = 0.0223). the herbicidal activity of the triazole was moderate against rape root and barn-yard grass. theoretical calculations of the title compound were carried out using b3lyp with the 6-31++g (d,p) basis set employing full geometry optimization and frontier orbital energies. the optimized geometric bond lengths and bond angles obtained by using dft(b3lyp) showed the good agreement with the experimental data.