Research Article

Synthesis, Crystal Structure, and Fungicidal Activity of 5-(4-cyclopropyl-5-((3-fluorobenzyl)thio)-4H-1,2,4-triazol-3-yl)-4-methyl-1,2,3-thiadiazole

Table 2

Selected bond lengths (Å) and bond angles (°).

BondDist.Angle(°)

S(1)–N(1) 1.6679(19) N(1)–S(1)–C(3) 93.64(10)
S(1)–C(3) 1.697(2) C(5)–S(2)–C(9) 100.28(10)
S(2)–C(5) 1.743(2) N(2)–N(1)–S(1) 111.43(15)
S(2)–C(9) 1.814(2) N(1)–N(2)–C(2) 114.00(18)
F(1)–C(12) 1.336(2) C(4)–N(3)–N(4) 107.69(15)
F(1′)–C(14) 1.193(6) C(5)–N(5)–C(4) 104.16(16)
N(1)–N(2) 1.307(2) C(5)–N(5)–C(6) 127.06(17)
N(2)–C(2) 1.371(3) N(2)–C(2)–C(1) 119.06(18)
N(3)–C(4) 1.314(3) C(3)–C(2)–C(1) 127.53(19)
N(3)–N(4) 1.397(2) C(2)–C(3)–C(4) 126.78(19)
N(4)–C(5) 1.314(3) C(2)–C(3)–S(1) 107.53(16)
N(5)–C(5) 1.367(3) C(4)–C(3)–S(1) 125.60(15)
N(5)–C(4) 1.382(2) N(3)–C(4)–N(5) 110.21(17)
N(5)–C(6) 1.455(2) N(3)–C(4)–C(3) 124.80(18)
C(1)–C(2) 1.488(3) N(4)–C(5)–N(5) 111.48(17)
C(2)–C(3) 1.385(3) N(4)–C(5)–S(2) 127.65(16)
C(3)–C(4) 1.451(3) C(7)–C(8)–C(6) 59.90(14)
C(6)–C(7) 1.494(3) C(10)–C(9)–S(2) 106.41(13)