Table 2.

Optimized bond angles of DAHA

Parameter	B3LYP/6-311++G	B3LYP/6-31+G(d)	B3LYP-D3	CAM-B3LYP	Experimental
Bond angle (°)
C2–C1–O3	122.99	122.89	122.89	122.84	116.74
C2–C1–O4	114.01	114.20	114.07	114.03	117.73
O3–C1–O4	122.98	122.88	123.01	123.11	125.49
C1–C2–C5	111.04	111.06	110.99	110.84	109.79
C1–C2–H6	104.47	104.89	104.47	104.57	117.31
C1–C2–N7	109.39	109.13	109.48	109.49	109.72
C5–C2–H6	108.69	108.78	108.74	108.72	103.87
C5–C2–N7	115.17	115.10	115.06	114.93	111.75
H6–C2–N7	107.48	107.29	107.51	107.73	104.24
C2–C5–C8	113.81	113.29	113.38	113.59	114.64
C2–C5–H9	108.59	108.66	108.61	108.65	106.06
C2–C5–H10	107.82	108.09	108.04	107.86	108.98
C8–C5–H9	109.99	109.96	110.01	110.01	115.66
C8–C5–H10	110.12	110.30	110.30	110.23	103.51
H9–C5–H10	106.22	106.25	106.24	106.22	107.68
C2–N7–H11	112.49	112.15	112.29	112.81	108.48
C2–N7–H12	111.54	111.12	111.31	111.79	103.52
H11–N7–H12	107.77	107.33	107.66	108.65	123.97
C5–C8–C14	112.88	112.69	112.29	112.75	110.99
C5–C8–H15	110.08	109.05	109.98	110.09	116.72
C5–C8–H16	108.92	109.05	109.01	108.08	113.53
C14–C8–H15	108.97	108.99	109.01	108.99	105.00
C14–C8–H16	109.55	109.62	109.63	109.56	108.28
H15–C8–H16	106.24	106.28	106.26	106.26	101.47
C8–C14–C17	113.26	113.02	113.07	113.12	111.56
C8–C14–H18	109.24	109.21	109.25	109.12	109.69
C8–C14–H19	110.17	110.14	110.13	110.24	116.43
C17–C14–H18	109.10	109.23	109.25	109.12	104.89
C17–C14–H19	108.49	108.59	108.62	108.49	105.19
H18–C14–H19	106.35	106.42	106.39	106.36	108.37
C14–C17–H20	109.07	109.05	108.97	109.06	114.35
C14–C17–H21	109.27	109.26	109.19	109.20	112.13
C14–C17–N22	110.71	110.58	110.66	110.65	110.88
H20–C17–H21	106.68	106.75	106.68	106.71	97.84
H20–C17–N22	113.42	113.57	113.51	113.35	105.91
H21–C17–N22	107.54	107.47	107.68	107.72	115.06
C17–N22–H23	110.85	110.58	110.77	111.22	107.25
C17–N22–H24	111.17	111.01	111.25	111.67	108.39
H23–N22–H24	107.11	106.91	107.14	107.61	96.62