DFT Study and Antiparasitic Activity of Some Azo Dyes Containing Uracil

Table 1

Some structural parameters obtained by DFT/B3LYP/6-311++G(d,p) method for imine-diketo-hydrazone (T-V) forms of dyes I and II.

Dye I		Dye II
Bond lengths (Å)		Bond lengths (Å)
C1–O20	1.209	C1–O20	1.211
C1–N17	1.373	C1–N17	1.373
C1–N18	1.403	C1–N18	1.401
C2–N17	1.401	C2–N17	1.402
C2–N21	1.272	C2–N21	1.273
C4–N18	1.376	C4–N18	1.379
C4–O19	1.231	C4–O19	1.232
C2–C3	1.487	C2–C3	1.483
C3–C4	1.474	C3–C4	1.468
C3–N16	1.307	C3–N16	1.311
N15–N16	1.309	N15–N16	1.303
C5–N15	1.398	C5–N15	1.405
N22–O23	1.225	C8–Br26	1.913
N22–O24	1.225	—	—
Bond angles (°)		Bond angles (°)
N17–C1–O20	124.2	N17–C1–O20	124.1
N18–C1–O20	121.5	N18–C1–O20	121.6
N17–C2–N21	117.8	N17–C2–N21	117.6
N17–C1–N18	114.3	N17–C1–N18	114.3
C3–C2–N21	127.8	C3–C2–N21	128.0
C2–C3–N16	116.3	C2–C3–N16	116.2
C3–N16–N15	121.4	C3–N16–N15	121.5
C5–N15–N16	121.6	C5–N15–N16	121.8
C6–C5–N15	122.2	C6–C5– N15	122.3
C3–C4–O19	123.3	C3–C4–O19	123.5
C7–C8–N22	119.3	C7–C8–Br26	119.6
O23–N22–O24	124.7	—	—
Torsion angles (°)		Torsion angles (°)
N18–C1–N17–C2	−0.16	N18–C1–N17–C2	−0.1
O20–C1–N17–C2	179.8	O20–C1–N17–C2	179.9
O20–C1–N18–C4	179.9	O20–C1–N18–C4	179.9
N17–C2–C3–C4	−0.2	N17–C2–C3–C4	0.0
N21–C2–C3–N16	−0.14	N21–C2–C3–N16	0.0
C4–C3–N16–N15	0.0	C4–C3–N16–N15	0.0
C2–C3–N16–N15	179.9	C2–C3–N16–N15	−179.9
C6–C5–N15–N16	0.0	C6–C5–N15–N16	0.0
C6–C5–C10–C9	0.0	C6–C5–C10–C9	0.0
C10–C5–N15–N16	180.0	C10–C5–N15–N16	179.9
C5–C6–C7–C8	0.0	C5–C6–C7–C8	0.0
C7–C8–N22–O24	−179.9	C6–C7–C8–Br26	−180.0