Spectroscopic Investigations and DFT Calculations on 3-(Diacetylamino)-2-ethyl-3H-quinazolin-4-one

Table 1

Experimental and calculated geometric parameters of compound 2 (figures in bold relate to parameters discussed in the text).

Geometric parameters	Experimental values	Calculated values
		B3LYP/6-311++G(d,p)	M06-2X/6-311++G(d,p)
Bond lengths (Å)
C1–C2	1.458	1.461	1.462
C1–O14	1.216	1.216	1.209
C1–N35	1.406	1.422	1.411
C2–C3	1.399	1.409	1.402
C2–C6	1.403	1.403	1.399
C3–C7	1.402	1.407	1.403
C3–N13	1.398	1.387	1.389
C4–N13	1.286	1.286	1.280
C4–C15	1.499	1.509	1.505
C4–N35	1.400	1.401	1.397
H5–C6	0.93	1.083	1.084
C6–C9	1.375	1.383	1.380
C7–C8	1.372	1.384	1.381
C7–H10	0.93	1.083	1.083
C8–C9	1.387	1.405	1.403
C8–H11	0.93	1.084	1.084
C9–H12	0.93	1.084	1.083
C15–H16	0.97	1.096	1.095
C15–H17	0.97	1.095	1.095
C15–C18	1.515	1.528	1.522
C18–H19	0.96	1.091	1.090
C18–H20	0.96	1.093	1.091
C18–H21	0.96	1.090	1.089
N22–C23	1.422	1.442	1.433
N22–C29	1.417	1.421	1.416
N22–N35	1.401	1.395	1.383
C23–O24	1.201	1.207	1.201
C23–C25	1.490	1.503	1.499
C25–H26	0.96	1.091	1.089
C25–H27	0.96	1.090	1.089
C25–H28	0.96	1.089	1.088
C29–O30	1.201	1.208	1.201
C29–C31	1.496	1.511	1.508
C31–H32	0.96	1.092	1.092
C31–H33	0.96	1.092	1.092
C31–H34	0.96	1.088	1.087
		0.982	0.9799
Bond angles ()
C2–C1–O14	126.6	126.5	126.6
C2–C1–N35	112.9	113.1	112.8
O14–C1–N35	120.5	120.4	120.5
C1–C2–C3	119.3	119.3	119.3
C1–C2–C6	120.2	120.1	119.8
C3–C2–C6	120.4	120.6	120.9
C2–C3–C7	118.9	118.8	118.7
C2–C3–N13	122.9	122.6	122.8
C7–C3–N13	118.1	118.6	118.4
N13–C4–C15	121.5	120.7	121.1
N13–C4–N35	121.7	121.9	122.3
C15–C4–N35	116.8	117.3	116.5
C2–C6–H5	120.3	118.6	118.5
C2–C6–C9	119.5	119.8	119.6
H5–C6–C9	119.9	121.6	121.9
C3–C7–C8	119.8	120.1	120.1
C3–C7–H10	120.1	118.3	118.1
C8–C7–H10	120.1	121.6	121.8
C7–C8–C9	121.2	120.7	120.9
C7–C8–H11	119.4	119.6	119.6
C9–C8–H11	119.9	119.6	119.5
C6–C9–C8	120.1	119.9	119.8
C6–C9–H12	119.9	120.2	120.2
C8–C9–H12	119.9	119.9	119.9
C3–N13–C4	121.7	119.4	118.7
C4–C15–H16	108.9	109.0	108.8
C4–C15–H17	108.9	107.8	107.5
C4–C15–C18	113.3	113.7	112.7
H16–C15–H17	107.7	105.7	106.1
H16–C15–C18	108.9	110.1	110.8
H17–C15–C18	108.9	110.1	110.6
C15–C18–H19	109.5	111.4	110.9
C15–C18–H20	109.5	109.5	109.7
C15–C18–H21	109.5	111.1	110.7
H19–C18–H20	109.5	108.6	108.9
H19–C18–H21	109.5	107.5	107.6
H20–C18–H21	109.5	108.6	108.9
C23–N22–C29	127.8	126.9	127.1
C23–N22–N35	114.0	114.1	114.0
C29–N22–N35	117.2	118.1	117.8
N22–C23–O24	118.4	117.9	117.8
N22–C23–C25	118.4	118.8	118.4
O24–C23–C25	123.3	123.4	123.8
C23–C25–H26	109.5	111.1	110.7
C23–C25–H27	109.5	111.2	110.7
C23–C25–H28	109.5	106.9	106.7
H26–C25–H27	109.5	106.6	106.9
H26–C25–H28	109.5	110.5	110.8
H27–C25–H28	109.5	110.7	110.9
N22–C29–O30	120.5	120.9	121.1
N22–C29–C31	116.7	116.3	115.5
O30–C29–C31	122.8	122.9	123.4
C29–C31–H32	109.5	112.2	111.5
C29–C31–H33	109.5	110.2	109.8
C29–C31–H34	109.5	107.3	107.3
H32–C31–H33	109.5	108.1	108.3
H32–C31–H34	109.5	109.6	110.0
H33–C31–H34	109.5	109.6	109.9
C1–N35–C4	124.5	123.6	123.9
C1–N35–N22	116.1	115.9	115.9
C4–N35–N22	119.2	119.8	119.4
		0.9596	0.9599