Theoretical Study of Hydrogen Bond Formation in Trimethylene Glycol-Water Complex

Table 1

(a) Calculated hydrogen bond distances (d_O⋯H, Å), hydrogen bond angles (A_O⋯H, degree), dipole moment (D, debye) for single TMG, and TMG − n water complex (𝑛=1,2) using 6-31++G(d,p) basis set and various methods. (b) Calculated hydrogen bond distances (d_O⋯H, Å), hydrogen bond angles (A_O⋯H, degree), dipole moment (D, debye) for water dimer, and TMG dimer using 6-31++G(d,p) basis set and various methods.

(a)  

System	Parameters				Methods
		MP2	WB97XD	MO6-2X	B3LYP DFTD	MO6	B3LYP	HF
TMG	dO⋯H, O12⋯H5	2.01	2.02	2.02	2.03	2.04	2.04	2.12
	AO⋯H, O12⋯H5–O4	137.17	137.36	135.62	138.00	136.10	137.45	133.52
	D	4.13	3.85	3.82	3.82	3.78	3.82	3.90
TMG + 1 water complex (TD)	dO⋯H, O14⋯H13	1.89	1.87	1.88	1.85	1.90	1.89	2.01
	dO⋯H, O12⋯H5	1.96	1.97	1.98	1.97	1.98	1.98	2.08
	AO⋯H, O14⋯H13–O12	179.34	179.81	172.01	178.91	166.1	177.74	179.73
	AO⋯H, O12⋯H5–O4	139.93	140.21	137.76	141.10	139.0	140.29	135.43
	D	5.45	5.14	5.61	4.96	5.77	5.04	5.35
TMG + 1 water complex (WD)	dO⋯H, O12⋯H14	2.15	2.15	2.13	2.18	2.18	2.23	2.27
	dO⋯H, O4⋯H16	2.29	2.18	2.16	2.09	2.15	2.21	2.46
	dO⋯H, O12⋯H5	2.08	2.09	2.08	2.08	2.08	2.11	2.19
	AO⋯H, O12⋯H14–O15	153.46	150.23	150.60	145.10	147.59	149.53	156.83
	AO⋯H, O4⋯H16–O15	137.16	140.56	138.92	145.31	142.07	141.43	132.04
	AO⋯H, O12⋯H5–O4	129.04	129.55	127.96	131.17	129.46	129.48	126.30
	D	5.84	5.56	5.44	5.58	5.51	5.67	5.55
TMG + 2 water complex	dO⋯H, O12⋯H16	1.93	1.88	1.92	1.85	1.92	1.92	2.07
	dO⋯H, O14⋯H18	2.03	1.98	2.00	1.96	2.01	2.01	2.16
	dO⋯H, O4⋯H19	2.07	2.04	2.03	2.01	2.04	2.08	2.19
	dO⋯H, O12⋯H5	2.08	2.09	2.05	2.10	2.06	2.13	2.20
	AO⋯H, O12⋯H16–O14	167.66	171.38	159.54	170.48	160.10	168.10	170.42
	AO⋯H, O14⋯H18–O17	159.62	160.19	161.95	160.01	161.85	160.78	158.30
	AO⋯H, O4⋯H19–O17	153.14	152.70	151.64	154.50	153.11	154.97	154.52
	AO⋯H, O12⋯H5–O4	134.18	134.34	133.78	134.72	134.33	133.69	129.97
	D	8.09	7.58	7.10	7.43	7.09	7.60	7.90

(b)

System	Parameters	Methods
		MP2	WB97XD	MO6-2X	B3LYP DFTD	MO6	B3LYP	HF
Water dimer	dO⋯H, O1⋯H6	1.98	1.99	1.99	1.98	1.98	1.98	2.01
	AO⋯H, O1⋯H6–O2	175.61	175.04	172.63	174.40	175.05	174.21	176.21
	D	3.29	3.01	2.98	2.91	3.09	3.04	3.28
	dO⋯H, O12⋯H5	2.0	2.01	1.89	1.97	1.89	2.04	2.12
	dO⋯H, O25⋯H13	1.79	1.81	1.81	1.74	1.84	1.81	1.95
	dO⋯H, O4⋯H18	—	—	1.81	—	1.84	—	—
	dO⋯H, O12⋯H18	1.95	2.00	—	2.00	—	1.96	2.15
TMG dimer	dO⋯H, O17⋯H26	—	2.34	1.89	2.31	1.90	2.49	—
	AO⋯H, O12⋯H5–O4	136.76	136.49	144.21	140.60	144.81	139.91	133.99
	AO⋯H, O25⋯H13–O12	158.08	156.32	157.47	161.39	155.67	157.50	158.65
	AO⋯H, O4⋯H18–O17	—	—	157.46	—	155.76	—	—
	AO⋯H, O12⋯H18–O17	158.78	156.74	—	143.10	—	155.14	163.54
	AO⋯H, O17⋯H26–O25	—	114.80	144.19	116.28	144.77	108.57	—
	D	3.22	2.65	0.0011	1.31	0.0013	1.67	3.84