TABLE S1 Comparison of Experimental and Predicted Values of Gas to Heptane Solvation Enthalpy

TABLE S1 Comparison of experimental and predicted values of gas to heptane solvation enthalpy (ΔHSolv in units of kJ mole-1) for training and test sets

ΔHSolv (SVM) / ΔHSolv (ANN) / ΔHSolv (PLS) / ΔHSolv (EXP) / Name / Number
Training set
-3.83 / -4.35 / -2.36 / -3.81 / Methane / 1
-27.25 / -27.33 / -29.04 / -26.53 / Pentane / 2
-31.97 / -32.13 / -33.75 / -31.55 / Hexane / 3
-35.95 / -37.07 / -38.36 / -36.57 / Heptane / 4
-46.18 / -47.10 / -49.23 / -46.40 / Nonane / 5
-52.29 / -52.20 / -54.50 / -51.38 / Decane / 6
-79.81 / -78.84 / -75.84 / -80.92 / Hexadecane / 7
-36.03 / -36.75 / -37.06 / -35.19 / 3-Ethylpentane / 8
-31.64 / -31.81 / -32.95 / -30.05 / 2-Methylpentane / 9
-29.56 / -31.16 / -31.35 / -27.85 / 2,2-Dimethylbutane / 10
-30.45 / -30.72 / -32.88 / -29.30 / 2,3-Dimethylbutane / 11
-36.07 / -40.07 / -38.78 / -35.06 / 2,2,4-Trimethylpentane / 12
-31.75 / -32.91 / -36.09 / -32.29 / Cyclohexane / 13
-38.23 / -36.84 / -41.14 / -37.81 / Cycloheptane / 14
-51.19 / -48.70 / -45.60 / -52.10 / Cyclodecane / 15
-32.22 / -32.99 / -35.91 / -31.39 / Methylcyclopentane / 16
-40.28 / -40.94 / -44.68 / -39.76 / cis-1,2-Dimethylcyclohexane / 17
-40.14 / -41.27 / -42.18 / -38.69 / trans-1,2-Dimethylcyclohexane / 18
-49.75 / -49.44 / -58.76 / -50.82 / cis-Decalin / 19
-49.22 / -50.57 / -53.43 / -49.95 / trans-Decalin / 20
-56.92 / -58.86 / -64.51 / -57.84 / Bicyclohexyl / 21
-52.24 / -50.25 / -45.62 / -52.80 / Tetralin / 22
-31.18 / -31.26 / -33.93 / -30.38 / 1-Hexene / 23
-40.54 / -41.48 / -44.33 / -40.04 / 1-Octyne / 24
-41.36 / -41.00 / -40.31 / -42.63 / 2-Octyne / 25
-20.61 / -22.45 / -22.60 / -20.19 / Propanal / 26
-32.02 / -31.98 / -34.47 / -31.15 / Pentanal / 27
-35.83 / -36.82 / -39.94 / -36.45 / Hexanal / 28
-41.28 / -41.66 / -37.37 / -41.59 / Heptanal / 29
-51.13 / -51.28 / -46.96 / -50.84 / Nonanal / 30
-26.87 / -26.45 / -28.39 / -26.30 / 2-Methylpropanal / 31
-27.05 / -26.38 / -24.66 / -26.53 / 2-Butanone / 32
-40.57 / -41.13 / -37.58 / -41.09 / 2-Heptanone / 33
-40.60 / -41.52 / -38.81 / -41.51 / 4-Heptanone / 34
-51.10 / -50.91 / -54.56 / -50.08 / 5-Nonanone / 35
-42.85 / -39.40 / -38.68 / -42.13 / 2,2,4,4-Tetramethyl-3-pentanone / 36
-36.89 / -37.21 / -35.64 / -37.78 / Cyclohexanone / 37
-37.65 / -38.54 / -35.39 / -38.72 / Butyl acetate / 38
-43.60 / -43.04 / -40.48 / -44.52 / Pentyl acetate / 39
-52.16 / -52.57 / -47.62 / -53.08 / Ethyl benzoate / 40
-32.09 / -32.84 / -30.30 / -33.11 / Methyl methacrylate / 41
-25.86 / -27.37 / -27.66 / -24.31 / Diethyl ether / 42
-45.92 / -46.73 / -48.84 / -44.22 / Dibutyl ether / 43
-31.32 / -33.09 / -33.79 / -30.96 / Diisopropyl ether / 44
-47.20 / -46.12 / -42.85 / -46.11 / Methyl heptyl ether / 45
-34.64 / -36.45 / -35.37 / -32.28 / Ethyl tert-butyl ether / 46
-33.71 / -34.90 / -31.69 / -34.61 / Methyl tert-amyl ether / 47
-28.36 / -29.97 / -30.57 / -29.32 / Tetrahydrofuran / 48
-31.07 / -33.33 / -34.99 / -31.59 / 2-Methyltetrahydrofuran / 49

TABLE S1 Continued

ΔHSolv (SVM) / ΔHSolv (ANN) / ΔHSolv (PLS) / ΔHSolv (EXP) / Name / Number
-53.14 / -54.32 / -59.02 / -54.12 / 2,5,8,11-Tetraoxododecane / 50
-40.75 / -44.32 / -43.26 / -39.94 / 2,5,8-Trioxanonane / 51
-34.99 / -34.47 / -36.91 / -33.14 / Diethoxymethane / 52
-30.85 / -30.71 / -27.31 / -31.76 / 1,2-Dimethoxyethane / 53
-27.95 / -25.16 / -23.84 / -26.06 / Dimethoxymethane / 54
-47.21 / -46.07 / -43.01 / -47.86 / 1-Fluorooctane / 55
-32.03 / -30.97 / -28.16 / -31.21 / Tetrachloromethane / 56
-28.87 / -27.17 / -24.16 / -27.98 / 1,2-Dichloroethane / 57
-48.86 / -51.19 / -47.03 / -50.88 / 1-Chlorooctane / 58
-37.04 / -37.89 / -41.78 / -37.74 / Diiodomethane / 59
-18.85 / -17.51 / -17.25 / -18.60 / Ethanol / 60
-23.27 / -21.94 / -24.39 / -22.10 / 1-Propanol / 61
-26.62 / -26.64 / -29.62 / -27.87 / Butan-1-ol / 62
-33.19 / -31.60 / -31.33 / -34.14 / Pentan-1-ol / 63
-37.26 / -36.72 / -36.92 / -38.32 / 1-Hexanol / 64
-46.35 / -46.76 / -44.72 / -47.57 / 1-Octanol / 65
-62.75 / -62.68 / -56.27 / -61.83 / 1-Undecanol / 66
-25.72 / -26.34 / -24.58 / -26.70 / 2-Butanol / 67
-27.32 / -26.36 / -27.13 / -26.60 / 2-Methyl-1-propanol / 68
-34.09 / -31.64 / -32.65 / -35.63 / 3-Methyl-1-butanol / 69
-34.91 / -31.66 / -31.81 / -35.90 / 2-Pentanol / 70
-27.28 / -30.82 / -29.69 / -26.44 / 2-Methyl-2-butanol / 71
-35.75 / -33.73 / -33.11 / -37.21 / Cyclopentanol / 72
-36.20 / -37.61 / -40.10 / -37.50 / Cyclohexanol / 73
-32.61 / -27.50 / -26.82 / -34.22 / 2-Methoxyethanol / 74
-36.36 / -36.72 / -36.06 / -34.45 / Triethylamine / 75
-22.85 / -22.02 / -25.66 / -22.87 / Isopropylamine / 76
-28.80 / -27.17 / -26.04 / -29.97 / Butylamine / 77
-26.51 / -26.97 / -25.70 / -27.89 / sec-Butylamine / 78
-25.98 / -26.36 / -26.48 / -24.98 / tert-Butylamine / 79
-32.45 / -32.18 / -30.69 / -34.12 / Pentylamine / 80
-37.19 / -37.25 / -36.28 / -39.47 / Hexylamine / 81
-47.18 / -47.35 / -44.08 / -49.41 / Octylamine / 82
-58.67 / -57.88 / -55.54 / -58.69 / Decylamine / 83
-40.35 / -41.92 / -35.73 / -39.92 / 3-Methylphenol / 84
-31.23 / -33.24 / -35.73 / -30.54 / Benzene / 85
-45.41 / -43.38 / -41.18 / -46.23 / Mesitylene / 86
-50.18 / -52.53 / -47.95 / -51.82 / Naphthalene / 87
-33.00 / -34.53 / -37.53 / -33.35 / Trifluorotoluene / 88
-43.51 / -45.23 / -40.46 / -44.73 / Nitrobenzene / 86
-39.19 / -41.63 / -37.65 / -41.21 / Anisole / 90
-42.07 / -38.40 / -37.71 / -40.75 / Aniline / 91
-17.04 / -18.30 / -16.28 / -17.56 / Acetonitrile / 92
-19.59 / -18.59 / -16.66 / -18.91 / Difluorodichloromethane / 93
-29.76 / -31.27 / -36.04 / -31.62 / Hexafluorobenzene / 94
-13.24 / -13.74 / -11.31 / -12.84 / Chlorotrifluoromethane / 95

TABLE S1 Continued

ΔHSolv (SVM) / ΔHSolv (ANN) / ΔHSolv (PLS) / ΔHSolv (EXP) / Name / Number
-23.38 / -21.14 / -17.03 / -24.40 / Nitromethane / 96
-31.97 / -31.40 / -31.62 / -33.81 / 1-Butanethiol / 97
-47.93 / -44.09 / -40.42 / -46.76 / 1,2,4-Trimethylbenzene / 98
Test set
-11.71 / -12.27 / -14.94 / -11.17 / Ethane / 99
-40.35 / -42.18 / -45.81 / -41.51 / Octane / 100
-59.87 / -65.45 / -54.85 / -61.17 / Dodecane / 101
-31.63 / -31.96 / -34.39 / -30.43 / 3-Methylpentane / 102
-34.54 / -35.95 / -37.98 / -32.92 / 2,4-Dimethylpentane / 103
-41.55 / -38.33 / -38.12 / -42.66 / Cyclooctane / 104
-37.61 / -37.68 / -39.77 / -35.37 / Methylcyclohexane / 105
-26.42 / -28.06 / -28.58 / -25.19 / Butanal / 106
-46.20 / -48.18 / -40.68 / -45.76 / Octanal / 107
-20.40 / -23.68 / -17.68 / -21.59 / Acetone / 108
-50.44 / -52.52 / -56.56 / -50.12 / 2-Nonanone / 109
-53.47 / -54.65 / -57.15 / -52.54 / Dipentyl ether / 110
-32.11 / -33.85 / -34.11 / -30.79 / Butyl methyl ether / 111
-26.46 / -27.38 / -29.09 / -24.81 / Methyl tert-butyl ether / 112
-66.97 / -65.22 / -73.51 / -68.10 / 2,5,8,11,14-Pentaoxopentadecane / 113
-15.13 / -14.38 / -11.13 / -14.90 / Methanol / 114
-52.83 / -50.60 / -47.97 / -53.66 / 1-Nonanol / 115
-24.34 / -24.91 / -25.55 / -22.60 / 2-Methyl-2-propanol / 116
-32.06 / -31.62 / -26.03 / -31.93 / 3-Methyl-2-butanol / 117
-23.88 / -23.11 / -20.92 / -25.14 / Propylamine / 118
-26.64 / -26.38 / -23.41 / -28.11 / iso-Butylamine / 119
-42.12 / -42.71 / -40.73 / -44.97 / Heptylamine / 120
-52.33 / -52.67 / -47.34 / -54.09 / Nonylamine / 121
-37.44 / -38.20 / -39.97 / -35.94 / Toluene / 122
-56.10 / -52.82 / -47.61 / -54.06 / 1-Methylnaphthalene / 123

TABLE S2 Comparison of experimental and predicted values of gas to hexadecane solvation enthalpy (ΔHSolv in units of kJ mole-1) for training and test sets

ΔHSolv (SVM) / ΔHSolv (ANN) / ΔHSolv (PLS) / ΔHSolv (EXP) / Name / Number
Training set
-4.02 / -4.33 / -3.13 / -3.97 / Methane / 1
-15.89 / -17.14 / -17.61 / -15.94 / Propane / 2
-24.91 / -26.98 / -27.94 / -25.94 / Pentane / 3
-31.19 / -34.66 / -33.09 / -31.04 / Hexane / 4
-43.19 / -43.88 / -45.95 / -41.13 / Octane / 5
-81.33 / -78.82 / -75.95 / -81.38 / Hexadecane / 6
-19.90 / -20.66 / -21.10 / -18.74 / 2-Methylpropane / 7
-22.65 / -23.27 / -25.28 / -21.14 / 2,2-Dimethylpropane / 8
-25.69 / -28.10 / -32.60 / -27.66 / Cyclopentane / 9
-31.55 / -32.22 / -36.34 / -31.50 / Cyclohexane / 10
-13.51 / -14.70 / -16.77 / -13.35 / Propene / 11
-21.47 / -20.77 / -17.58 / -21.42 / Acetone / 12
-24.34 / -25.54 / -22.93 / -26.48 / 2-Butanone / 13
-35.72 / -37.30 / -39.10 / -35.77 / 2-Hexanone / 14
-39.90 / -42.49 / -43.38 / -40.46 / 2-Heptanone / 15
-43.17 / -47.73 / -48.80 / -44.89 / 4-Heptanone / 16
-49.42 / -51.98 / -52.15 / -49.37 / 2-Nonanone / 17
-36.02 / -37.93 / -38.63 / -36.48 / Cyclohexanone / 18
-25.25 / -26.34 / -28.86 / -25.19 / Diethyl ether / 19
-44.99 / -46.03 / -46.65 / -43.42 / Dibutyl ether / 20
-31.99 / -31.76 / -32.05 / -30.53 / Butyl methyl ether / 21
-35.86 / -36.84 / -31.02 / -34.12 / Methyl tert-amyl ether / 22
-27.70 / -27.17 / -31.10 / -28.53 / Tetrahydrofuran / 23
-30.90 / -31.22 / -34.03 / -30.78 / 2-Methyltetrahydrofuran / 24
-28.12 / -25.80 / -24.55 / -28.07 / Chloroform / 25
-30.87 / -32.51 / -32.05 / -30.92 / Carbon tetrachloride / 26
-30.93 / -28.18 / -29.98 / -30.88 / 1-Chlorobutane / 27
-38.46 / -38.73 / -41.56 / -38.41 / Tetrachloroethene / 28
-25.41 / -23.28 / -16.93 / -25.36 / Nitromethane / 29
-30.10 / -31.26 / -25.54 / -30.15 / 2-Nitropropane / 30
-19.08 / -18.24 / -15.21 / -19.08 / Acetonitrile / 31
-13.30 / -12.99 / -9.53 / -13.35 / Methanol / 32
-21.12 / -21.38 / -25.08 / -21.17 / 1-Propanol / 33
-26.85 / -26.21 / -27.58 / -28.07 / 1-Butanol / 34
-38.97 / -36.18 / -37.72 / -39.79 / 1-Hexanol / 35
-44.48 / -42.62 / -40.56 / -44.43 / Heptan-1-ol / 36
-49.12 / -47.65 / -45.34 / -49.07 / 1-Octanol / 37
-53.93 / -50.75 / -46.00 / -52.81 / 1-Nonanol / 38
-24.38 / -25.09 / -27.26 / -23.01 / tert-Butanol / 39
-44.65 / -45.61 / -38.89 / -47.53 / Cyclohexanol / 40
-28.88 / -29.88 / -29.87 / -27.99 / Ethyl acetate / 41
-51.47 / -45.25 / -44.11 / -48.37 / Methyl benzoate / 42
-30.43 / -32.49 / -34.63 / -30.38 / Benzene / 43
-40.96 / -42.25 / -45.43 / -40.12 / Ethylbenzene / 44
-44.19 / -47.21 / -49.63 / -44.14 / Propylbenzene / 45
-41.32 / -38.25 / -37.86 / -41.37 / m-Xylene / 46
-41.32 / -40.04 / -37.79 / -41.51 / p-Xylene / 47
-46.61 / -43.42 / -42.35 / -46.56 / Mesitylene / 48
-41.29 / -44.67 / -35.68 / -41.24 / Anisole / 49
-40.47 / -40.64 / -41.26 / -41.17 / Benzaldehyde / 50

TABLE S2Continued

ΔHSolv (SVM) / ΔHSolv (ANN) / ΔHSolv (PLS) / ΔHSolv (EXP) / Name / Number
-39.90 / -40.31 / -46.35 / -41.25 / Benzonitrile / 51
-39.51 / -37.16 / -39.87 / -38.24 / Chlorobenzene / 52
-33.24 / -32.84 / -36.75 / -31.05 / Fluorobenzene / 53
-32.24 / -34.82 / -37.61 / -32.19 / 1,4-Difluorobenzene / 54
-39.30 / -38.23 / -37.14 / -41.80 / Aniline / 55
-45.60 / -42.35 / -40.98 / -45.65 / Nitrobenzene / 56
-48.31 / -45.69 / -43.55 / -48.36 / N,N-Dimethylaniline / 57
-32.59 / -29.94 / -36.44 / -32.64 / Pyridine / 58
-35.98 / -37.33 / -38.34 / -35.90 / 2-Methylpyridine / 59
-36.60 / -36.98 / -32.57 / -36.78 / 4-Methylpyridine / 60
-21.54 / -21.67 / -20.40 / -23.97 / Propylamine / 61
-32.94 / -32.51 / -30.97 / -34.81 / Pentylamine / 62
-38.48 / -38.19 / -35.97 / -39.46 / Hexylamine / 63
-44.16 / -43.87 / -42.82 / -45.27 / Heptylamine / 64
-53.58 / -54.28 / -50.24 / -55.03 / Nonylamine / 65
-57.73 / -59.77 / -56.82 / -60.02 / Decylamine / 66
-25.52 / -26.29 / -27.40 / -24.60 / Diethylamine / 67
-36.42 / -36.89 / -38.10 / -34.14 / Triethylamine / 68
-38.90 / -38.96 / -42.64 / -38.95 / Diiodomethane / 69
-20.93 / -19.30 / -23.73 / -20.88 / 2,2,2-Trifluoroethanol / 70
-22.04 / -23.08 / -30.70 / -22.09 / 1,1,1,3,3,3-Hexafluoropropan-2-ol / 71
-42.83 / -42.08 / -38.19 / -42.38 / Benzyl alcohol / 72
-29.87 / -30.21 / -35.15 / -29.92 / Thiophene / 73
-42.76 / -44.21 / -47.62 / -43.32 / Benzyl chloride / 74
-55.75 / -55.38 / -52.74 / -55.80 / 1-Methylnaphthalene / 75
Test set
-11.47 / -13.17 / -9.90 / -11.51 / Ethane / 76
-19.77 / -22.85 / -25.46 / -20.79 / Butane / 77
-37.48 / -39.42 / -41.10 / -36.15 / Heptane / 78
-10.93 / -11.97 / -13.63 / -11.17 / Ethene / 79
-29.67 / -34.52 / -26.56 / -31.05 / 2-Pentanone / 80
-41.57 / -42.11 / -35.42 / -44.89 / 2-Octanone / 81
-36.01 / -37.70 / -38.85 / -34.15 / Dipropyl ether / 82
-32.65 / -33.14 / -36.68 / -30.67 / Diisopropyl ether / 83
-23.65 / -21.37 / -19.92 / -23.18 / Dichloromethane / 84
-17.89 / -17.56 / -14.28 / -16.32 / Ethanol / 85
-21.10 / -20.11 / -16.78 / -22.38 / 2-Propanol / 86
-32.31 / -33.51 / -37.73 / -31.34 / 1-Pentanol / 87
-62.35 / -64.66 / -57.07 / -61.39 / 1-Undecanol / 88
-40.24 / -41.09 / -42.22 / -38.49 / Butyl acetate / 86
-36.35 / -37.81 / -38.50 / -35.90 / Toluene / 90
-46.09 / -44.66 / -42.61 / -47.36 / Acetophenone / 91
-36.57 / -34.24 / -32.53 / -37.49 / 3-Methylpyridine / 92
-27.52 / -26.75 / -24.85 / -29.41 / Butylamine / 93
-24.64 / -24.91 / -22.90 / -26.15 / tert-Butylamine / 94
-64.64 / -64.47 / -55.61 / -61.74 / 1-Chloronaphthalene / 95

Table S3Specification of best PLS model for prediction of gas to heptane solvation enthalpy

Descriptor / Notation / Coefficient / Mean effect / VIF
Average Randic-type eigenvector-based index from adjacency matrix / VRA2 / -13.172 / -23.661 / 2.873
Second Zagreb index by valence vertex degrees / ZM2V / 0.106 / 5.058 / 1.708
Molecular weight / MW / -0.086 / -8.631 / 1.882
R autocorrelation of lag 2/weighted by atomic Sanderson electronegativities / R2E / 4.630 / 3.612 / 1.087
Constant / -8.803

Table S4Specification of best PLS model for prediction of gas to hexadecane solvation enthalpy

Descriptor / Notation / Coefficient / Mean effect / VIF
Average Randic-type eigenvector-based index from adjacency matrix / VRA2 / -13.635 / -23.145 / 2.656
Second Zagreb index by valence vertex degrees / ZM2V / 0.085 / 4.018 / 1.928
Molecular weight / MW / -0.101 / -10.197 / 1.718
R autocorrelation of lag 2/weighted by atomic Sanderson electronegativities / R2E / 3.106 / 3.612 / 1.090
Constant / -6.892

Table S5 Correlation matrix for descriptors of gas to heptane solvation enthalpy a

VRA2 / ZM2V / MW / R2E
VRA2 / 1 / 0.411 / 0.578 / -0.105
ZM2V / 1 / 0.352 / -0.207
MW / 1 / 0.018
R2E / 1

a. The definitions of the descriptors are given in Table S3.

Table S6Correlation matrix for descriptors of gas to hexadecane solvation enthalpy a

VRA2 / ZM2V / MW / R2E
VRA2 / 1 / 0.435 / 0.548 / -0.159
ZM2V / 1 / 0.404 / -0.217
MW / 1 / 0.034
R2E / 1

a. The definitions of the descriptors are given in Table S3.