Quantum chemical studies on nanostructures of the hydrated methylimidazolium–based ionic liquids

Hossein Roohi*, Shiva Khyrkhah

Department of Chemistry, Faculty of Science, University of Guilan, Rasht, Iran.

Table S1. Selected geometrical parameters (distances in Å and angles in °) for anion- water and cation- water complexes at B3LYP/6-311++G(2d,2p) level of theory

Bond / [MIM]+ W1 / [MIM]+ W2 / [MIM]+ W3 / [MIM]+ W4
N2−H11···O14 / 1.739 / 1.878 / 1.680 / 1.741
C1−H10···O17 / 2.139 / 2.456 / 2.321
N H···O / 178.1 / 172.4 / 163.7 / 167.1
C H···O / 135.7 / 136.9 / 136.2
X1-W1 / X1-W2 / X1-W3 / X1-W4
O2···H9−O8 / 1.963 / 1.888 / 1.969 / 1.696
O3···H10−O8 / 2.047 / 1.910 / 1.952
O2···H12−O11 / 1.863
O3···H15−O14 / 1.776
O2···HO / 146.2 / 144.6 / 161.9 / 153.6
O3···HO / 140.7 / 143.3 / 173.0 / 136.2
X2-W1 / X2-W2 / X2-W3 / X2-W4
O2···H9−O8 / 2.034 / 1.966 / 2.071 / 1.772
O3···H10−O8 / 2.125 / 1.987 / 2.057
O2···H12−O11 / 1.957
O3···H15−O14 / 1.845
O2···HO / 145.3 / 143.0 / 157.7 / 152.6
O3···HO / 139.0 / 141.9 / 170.3 / 133.6
X3-W1 / X3-W2 / X3-W3 / X3-W4
O2···H6−O5 / 2.105 / 1.982 / 1.851 / 2.330
O3···H7−O5 / 2.039 / 1.959 / 1.662
O3···H9−O8 / 2.002
O3···H12−O11 / 2.047
O2···HO / 139.3 / 141.1 / 173.7 / 117.1
O3···HO / 139.3 / 142.9 / 154.5 / 167.1
X4-W1 / X4-W2 / X4-W3 / X4-W4
F2···H7−O6 / 2.062 / 2.036 / 1.910 / 1.799
F3···H8−O6 / 2.042 / 2.037
F3···H10−O9 / 1.918 / 1.798
F4···H10−O9 / 2.017
F4···H13−O12 / 1.914
F2···HO / 141.3 / 140.9 / 164.2 / 173.7
F3···HO / 142.9 / 140.8 / 163.5 / 173.0
F4···HO / 163.6 / 164
X5-W1 / X5-W2 / X5-W3 / X5-W4
N3···H7−O6 / 1.863 / 1.918 / 2.008 / 1.941
N5···H13(10)−O12(9) / 2.245 / 2.024 / 1.937
N3···HO / 172.9 / 169.4 / 169.6 / 169.6
N5···HO / 172.1 / 168.1 / 169.7

Table S2. Selected geometrical parameters (distances in Å and angles in °) for anion- water and cation- water complexes at M062X/6-311++G(2d,2p) level of theory

Bond / [MIM]+ W1 / [MIM]+ W2 / [MIM]+ W3 / [MIM]+ W4
N2−H11···O14 / 1.730 / 1.926 / 1.778 / 1.831
C1−H10···O17 / 2.326 / 2.247 / 2.521
N H···O / 176.2 / 164.3 / 167.7 / 159.4
C H···O / 112.0 / 132.5 / 107.5
X1-W1 / X1-W2 / X1-W3 / X1-W4
O2···H9−O8 / 1.974 / 1.881 / 1.929 / 2.356
O3···H10−O8 / 1.996 / 1.904 / 1.602
O2···H12−O11 / 1.857
O3···H15−O14 / 1.763
O3···H18−O17 / 1.853
O2···HO / 144.1 / 144.5 / 161.0 / 116.4
O3···HO / 142.7 / 143.0 / 173.7 / 166.6
X2-W1 / X2-W2 / X2-W3 / X2-W4
O2···H9−O8 / 2.029 / 1.949 / 2.000 / 1.878
O3···H10−O8 / 2.060 / 1.979 / 2.254
O2···H12−O11 / 1.931
O3···H15−O14 / 1.844
O3···H18−O17 / 1.796
O2···HO / 143.4 / 143.3 / 157.3 / 153.5
O3···HO / 141.1 / 141.2 / 170.4 / 151.9
X3-W1 / X3-W2 / X3-W3 / X3-W4
O2···H6−O5 / 2.078 / 1.977 / 1.851 / 2.532
O3···H7−O5 / 2.020 / 1.956 / 1.669
O3···H9−O8 / 1.978
O3···H12−O11 / 1.972 / 1.922
O3···H15−O14
O2···H O / 138.7 / 140.4 / 174.6 / 107.0
O3···H O / 144.1 / 142.6 / 153.8 / 165.1
X4-W1 / X4-W2 / X4-W3 / X4-W4
F2···H7−O6 / 1.990 / 1.972 / 1.894 / 1.919
F3···H8−O6 / 2.003 / 1.972
F3···H10−O9 / 1.896 / 1.899
F4···H10−O9 / 1.944
F4···H13−O12 / 1.894 / 2.020
F2···H16−O15 / 2.441
F4···H16−O15 / 2.082
F2···HO / 141.5 / 140.9 / 158.7 / 142.1
F3···HO / 143.0 / 140.9 / 159.0 / 157.0
F4···HO / 168.6 / 158.8 / 144.4
X5-W1 / X5-W2 / X5-W3 / X5-W4
N3···H7−O6 / 1.885 / 2.140 / 1.992 / 1.934
N5···H13(10)−O12(9) / 2.287 / 2.007 / 1.935
N3···H11−O9 / 2.367
N3···HO / 169.4 / 153.3 / 168.6 / 169.1
N5···HO / 161.8 / 166.2 / 169.1