Spectroscopic Investigations, DFT Calculations, and Molecular Docking Studies of the Anticonvulsant (2E)-2-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]-N-(4-methylphenyl)hydrazinecarboxamide

Table 1

Structural geometry parameters of (2E)-IPPMP compared with their experimental X-ray diffraction results.

Bond length (Å)				Bond angle (°)				Dihedral angle (°)
Parameter	Calc.	Exp.	Solution phase	Parameter	Calc.	Exp.	Solution phase	Parameter	Calc.	Exp.	Solution phase
C4-C5	1.4012	1.386	1.402	C2-C1-C6	120.31	120.52	120.25	C6-C1-C2-C3	0.16	0.21	0.3706
C5-C6	1.4024	1.382	1.4035	C2-C1-H27	120.00	119.72	120.05	C6-C1-C2-H28	−179.76	179.84	−179.83
C1-C6	1.3903	1.384	1.3912	C6-C1-H27	119.69	119.77	119.70	H27-C1-C2-C3	−179.89	179.84	−179.44
C1-C2	1.3956	1.361	1.3965	C1-C2-C3	119.62	119.51	119.65	H27-C1-C2-H28	0.19	−0.13	0.36
C2-C3	1.3928	1.363	1.3937	C1-C2-C28	120.20	120.24	120.17	C2-C1-C6-C5	−0.63	0.23	−0.50
C3-C4	1.3934	1.388	1.3942	C3-C2-H28	120.18	120.26	120.18	C2-C1-C6-H31	179.22	179.80	179.97
C5-C7	1.4919	1.487	1.4924	C2-C3-C4	120.13	120.76	120.19	H27-C1-C6-C5	179.42	179.79	179.31
C8-C7	1.5135	1.508	1.5128	C2-C3-H29	120.15	119.63	120.18	H27-C1-C6-C31	−0.73	0.18	−0.21
C8-C9	1.5434	1.525	1.5428	C4-C3-H29	119.71	119.63	119.64	C1-C2-C3-C4	0.48	0.42	0.25
C8-H32	1.0883	0.958	1.0877	C3-C4-C5	120.69	120.32	120.59	C1-C2-C3-H29	−179.3	179.61	−179.76
C8-H33	1.0932	0.948	1.0932	C3-C4-H30	119.24	119.89	119.12	H28-C2-C3-C4	−179.6	−179.60	−179.54
C9-H34	1.0907	0.970	1.0895	C5-C4-H30	120.05	119.79	120.28	H28-C2-C3-H29	0.61	0.36	0.44
C9-H35	1.0923	0.971	1.0909	C4-C5-C6	118.67	117.99	118.75	C2-C3-C4-C5	−0.65	−0.72	−0.76
N10-C9	1.4584	1.452	1.4623	C4-C5-C7	120.71	120.05	120.75	C2-C3-C4-H30	−178.94	179.25	−179.59
N10-C14	1.3677	1.348	1.3628	C6-C5-C7	120.61	121.06	120.49	H29-C3-C4-C5	179.13	179.31	179.26
N10-C11	1.3810	1.364	1.3800	C1-C6-C5	120.57	120.95	120.57	H29-C3-C4-H30	0.84	0.71	0.42
N13-C12	1.3749	1.366	1.3794	C1-C6-H31	120.54	119.58	120.27	C3-C4-C5-C6	0.18	0.75	0.62
N13-C14	1.3677	1.304	1.3196	C5-C6-H31	118.89	119.58	119.15	C3-C4-C5-C7	−178.58	179.34	−178.67
C11-C12	1.3718	1.345	1.3713	C5-C7-C8	118.92	118.08	118.76	H30-C4-C5-C6	178.46	179.22	179.44
C12-H37	1.0790	0.930	1.0792	C5-C7-N15	115.01	115.92	115.26	H30-C4-C5-C7	−0.31	0.68	0.15
C11-H36	1.0776	0.931	1.0775	C8-C7-N15	125.99	125.96	125.92	C4-C5-C6-C1	0.46	0.51	0.002
C14-H38	1.0803	0.930	1.0799	C7-C8-C9	112.37	112.66	112.28	C4-C5-C6-H31	−179.4	179.51	179.53
C7-N15	1.2849	1.287	1.2860	C7-C8-H32	109.46	109.95	109.63	C7-C5-C6-C1	179.22	179.58	179.30
N15-N16	1.4036	1.367	1.4072	C7-C8-H33	110.05	111.01	109.68	C7-C5-C6-C31	−0.63	−0.39	−1.17
N16-H39	1.0123	0.899	1.0129	C9-C8-H32	108.19	106.60	108.53	C4-C5-C7-C8	−36.92	−29.26	−37.14
C17-N16	1.4179	1.362	1.4056	C9-C8-H33	110.37	110.76	109.71	C4-C5-C7-N15	146.04	152.80	145.29
C17-O18	1.2131	1.230	1.2222	H32-C8-H33	106.18	105.53	106.85	C6-C5-C7-C8	144.33	150.64	143.58
C17-N19	1.3792	1.350	1.3747	C8-C9-N10	111.95	113.52	111.52	C6-C5-C7-N15	−32.7	27.30	−33.99
N19-H40	1.0093	0.889	1.0104	C8-C9-H34	111.61	108.87	111.63	C5-C7-C8-C9	−52.66	−68.80	−55.35
N19-C20	1.4143	1.419	1.4123	C8-C9-H35	109.97	108.87	110.26	C5-C7-C8-H32	−172.89	49.95	−176.06
C20-C21	1.4005	1.384	1.4028	N10-C9-H34	108.78	108.88	108.21	C5-C7-C8-H33	70.77	166.33	66.90
C21-C22	1.3895	1.381	1.3897	N10-C9-H35	107.24	108.83	107.44	C15-C7-C8-C9	124.02	108.92	121.94
C22-C23	1.3984	1.380	1.4006	H34-C9-H35	107.08	107.71	107.60	N15-C7-C8-H32	3.79	−15.96	1.23
C23-C24	1.3972	1.376	1.3974	C9-N10-C11	127.03	126.90	126.69	N15-C7-C8-H33	−112.55	−132.34	−115.80
C24-C25	1.3931	1.384	1.3953	C9-N10-C14	126.64	126.29	126.56	C5-C7-N15-N16	−177.68	179.43	−178.97
C20-C25	1.3987	1.384	1.3999	C11-N10-C14	106.28	106.52	106.69	C8-C7-N15-N16	5.53	1.67	3.66
C21-H41	1.0864	0.929	1.0855	N10-C11-C12	105.73	105.44	105.79	C7-C8-C9-N10	−174.09	−26.97	−178.38
C22-H42	1.0853	0.930	1.0852	N10-C11-H36	122.10	127.32	122.03	C7-C8-C9-H34	63.7	66.15	60.44
C24-H43	1.0855	0.930	1.0855	C12-C11-H36	132.17	124.35	132.18	C7-C8-C9-H35	−54.99	−176.68	−59.11
C25-H44	1.0790	0.929	1.0788	C11-C12-N13	110.47	111.35	110.26	H32-C8-C9-N10	−53.12	175.97	−57.03
C23-C26	1.5095	1.608	1.5097	C11-C12-H37	127.96	124.35	127.94	H32-C8-C9-H34	−175.33	62.64	−178.21
C26-H45	1.0928	0.960	1.0928	N13-C12-H37	121.56	124.30	121.80	H32-C8-C9-H35	65.98	54.53	62.24
C26-H46	1.0926	0.960	1.0922	C12-N13-C14	105.20	104.06	105.21	H33-C8-C9-N10	62.66	−54.53	59.38
C26-H47	1.0957	0.960	1.0956	N10-C14-N13	112.32	112.62	112.05	H33-C8-C9-H34	−59.55	−54.53	−61.80

Taken from [11].