suppmat498.doc 486KB Jun 05 2011 09:30:54 PM

Supplementary Material

Heats of Formation for 583 Molecules Determined Through Application of the BGE Scheme

with AM1, PM3, and MNDO.

Heats of Formation (kcal/mol)

AM1 PM3 MNDO Equiv.

Ref. Standard BGE Standard BGE Standard BGE Exp. Fittingxx

Methane a -8.78 -17.89 -13.01 -17.89 -11.95 -17.89 -17.89 TR 1 Ethane a -17.41 -18.87 -18.14 -20.23 -19.72 -13.97 -20.04 TR 1

n-Propane a -24.26 -24.26 -23.62 -25.20 -24.93 -21.58 -25.02 TR 1

n-Butane a -31.13 -29.39 -29.06 -30.18 -29.70 -27.24 -30.03 TR 1

n-Pentane a -37.97 -34.51 -34.48 -35.14 -34.41 -32.85 -35.08 TR 1

n-Hexane a -44.82 -39.63 -39.90 -40.10 -39.12 -38.46 -39.95 TR 1

n-Heptane a -51.67 -44.74 -45.32 -45.05 -43.83 -44.06 -44.89 TR 1

n-Octane a -58.51 -49.86 -50.74 -50.02 -48.54 -49.66 -49.82 TR 1

n-Nonane a -65.36 -54.98 -56.16 -54.98 -53.25 -55.27 -54.75 TR 1

Norbornane d -14.44 -5.65 -13.69 -8.23 -10.43 -1.63 -12.42 TR 1

cis-Bicyclo[3.3.0]octane a -37.13 -26.89 -31.62 -25.64 -36.43 -30.04 -22.21 TR 1

trans-Bicyclo[3.3.0]octane a -23.38 -13.14 -18.83 -12.85 -21.60 -15.21 -15.91 TR 1 Protoadamantane a -32.48 -21.40 -25.09 -20.97 -17.69 -19.52 -20.53 TR 1

eq-Methylcyclohexane a -43.70 -35.94 -36.86 -35.68 -36.19 -37.20 -36.98 TR 1 Cyclo[2.2.2]octane a -35.68 -24.54 -27.61 -25.23 -26.31 -24.46 -23.64 TR 1 Adamantane a -43.21 -31.68 -34.64 -32.32 -26.38 -30.47 -31.93 TR 1

cis-Bicyclo[4.4.0]decane a -54.06 -40.01 -42.69 -39.27 -40.37 -43.33 -40.43 TR 1

trans-Bicyclo[4.4.0]decane a -56.25 -42.19 -44.49 -41.07 -41.77 -44.73 -43.52 TR 1 Tri-tert-butylmethane e -33.28 -55.30 -49.91 -58.61 32.57 -44.86 -56.21 TR 1 Cyclopropane b 17.78 14.10 16.27 13.60 11.22 17.11 12.73 TR 1 Cyclobutane b -0.99 6.78 -3.79 6.78 -11.89 6.78 6.78 TR 1 Methylcyclopropane f 10.81 4.13 8.55 4.63 4.04 1.12 5.50 TR 1 2-Methylpentane b -42.19 -41.71 -39.67 -41.58 -34.56 -41.81 -41.77 TE 1 3-Methylpentane b -41.24 -40.77 -38.75 -40.66 -32.97 -40.22 -41.13 TE 1 2,3-Dimethylpentane b -44.50 -47.01 -43.92 -47.08 -30.09 -46.15 -47.33 TE 1 3-Ethylhexane b -52.85 -48.91 -48.92 -49.91 -39.68 -48.72 -50.36 TE 1 2,4-Dimethylhexane b -52.21 -53.00 -50.37 -53.07 -37.41 -54.37 -52.40 TE 1 2,5-Dimethylhexane b -53.22 -54.00 -50.64 -53.36 -39.27 -56.23 -53.18 TE 1 3,3-Dimethylhexane b -48.89 -51.77 -48.92 -51.53 -31.11 -53.53 -52.58 TE 1 3,4-Dimethylhexane b -49.94 -50.73 -48.92 -51.62 -32.14 -49.10 -50.87 TE 1 3-Ethyl-2-methylpentane b -49.19 -49.98 -48.47 -51.18 -31.56 -48.52 -50.44 TE 1 2,2,3-Trimethylpentane b -45.98 -53.58 -48.61 -52.93 -24.44 -54.78 -52.58 TE 1 2,2,4-Trimethylpentane b -47.45 -55.04 -49.80 -54.12 -29.14 -59.48 -53.54 TE 1 2,3,3-Trimethylpentane b -44.49 -52.09 -47.72 -52.05 -22.19 -52.54 -51.69 TE 1 2,3,4-Trimethylpentane b -47.74 -53.24 -48.58 -52.99 -28.35 -53.24 -51.94 TE 1 2,2,3,4-Tetramethylpentane b -45.14 -55.73 -49.84 -55.41 -14.83 -53.99 -56.61 TE 1 2,3,3,4-Tetramethylpentane b -44.76 -55.35 -46.26 -53.49 -13.32 -52.48 -56.43 TE 1 Ethylcyclopropane d 6.47 1.53 5.73 2.27 1.97 -1.85 1.10 TE 1

n-Propylcyclopentane b -47.18 -37.59 -40.33 -37.01 -41.19 -37.79 -35.37 TE 1

n-Butylcyclopentane c -53.99 -42.68 -45.75 -41.97 -45.88 -43.38 -40.22 TE 1 Ethylcyclohexane b -48.42 -38.93 -38.81 -38.39 -39.35 -41.25 -41.03 TE 1

n-Propylcyclohexane b -55.47 -44.25 -46.75 -44.65 -43.02 -45.81 -46.17 TE 1

cis

-1,2-Dimethylcyclopropane g 4.77 -4.89 1.48 -3.76 -2.09 -13.84 1.30 TE 1 Ethylcyclobutane h -13.44 -6.93 -15.79 -6.01 -21.05 -12.09 -6.29 TE 1

cis

-1,2-Dimethylcyclopentane b -37.30 -34.17 -33.89 -32.74 -32.31 -35.95 -30.95 TE 1

trans

-1,2-Dimethylcyclopentane b -39.19 -36.05 -35.90 -34.75 -34.53 -38.17 -32.66 TE 1

cis

-1,3-Dimethylcyclopentane b -39.32 -36.19 -35.92 -34.77 -35.23 -38.86 -32.48 TE 1

trans

-1,3-Dimethylcyclopentane b -39.18 -36.05 -35.86 -34.71 -35.08 -38.71 -31.92 TE 1

cis

-1,2-Dimethylcyclohexane b -46.25 -41.48 -40.36 -40.44 -34.40 -44.22 -41.13 TE 1

trans

-1,2-Dimethylcyclohexane

b -47.71 -42.94 -42.00 -42.06 -35.23 -45.06 -42.99 TE 1

cis

-1,3-Dimethylcyclohexane b -48.83 -44.07 -42.69 -42.77 -37.55 -47.37 -44.13 TE 1

trans

-1,3-Dimethylcyclohexane b -47.30 -42.62 -34.23 -41.63 -36.44 -46.26 -42.18 TE 1

Dimethylcyclohexane

trans

-1,4-Dimethylcyclohexane

b -48.85 -44.09 -42.71 -42.78 -37.66 -47.49 -44.10 TE 1

cis-cis

-1,3,5-Trimethylcyclohexane b -53.95 -52.17 -48.50 -49.82 -38.83 -57.46 -50.69 TE 1

cis-trans -1,3,5-Trimethylcyclohexane

c -52.48 -50.70 -47.34 -48.66 -37.63 -56.27 -49.37 TE 1

1,1-Dimethylcyclopropane i 5.71 -6.05 0.77 -4.31 2.05 -15.15 -1.97 TE 1 1,1-Dimethylcyclohexane b -45.34 -42.67 -41.56 -41.55 -31.49 -46.78 -43.23 TE 1 Bicyclobutane b 78.10 63.30 69.24 62.45 64.07 57.27 51.90 TE 1 Spiropentane b 50.45 35.01 43.11 36.93 33.69 19.03 44.25 TE 1 Bicyclopropyl b 40.21 28.59 36.49 30.68 28.88 18.79 30.90 TE 1 Bicyclo[2.1.0]pentane g 46.06 42.70 37.80 44.26 30.20 36.19 37.30 TE 1 1,4-Dimethylnorbornane j -23.45 -24.84 -27.97 -24.84 -16.38 -36.14 -30.63 TE 1 2,3-Dimethylnorbornane j -23.23 -20.43 -24.92 -21.97 -13.45 -22.28 -25.71 TE 1 Bicyclo[2.2.0]hexane k 21.22 29.31 12.14 31.83 2.53 21.29 29.80 TE 1

cis-Bicyclo[4.2.0]octane b -17.19 -6.12 -15.74 -4.19 -23.60 -15.70 -6.39 TE 1

cis-Bicyclo[4.3.0]nonane b -40.66 -32.18 -36.01 -31.31 -37.91 -36.19 -30.38 TE 1

trans-Bicyclo[4.3.0]nonane b -41.42 -29.27 -31.85 -27.15 -34.02 -32.30 -31.42 TE 1 Cubane b 141.69 144.95 117.61 162.58 105.28 133.94 148.70 TE 1 Diamantane l -48.72 -36.40 -38.45 -36.24 -22.55 -38.55 -34.87 TE 1 Bicyclo[3.1.0]hexane b 8.60 6.32 8.08 7.67 2.06 1.86 9.09 TE 1 Bicyclo[4.1.0]heptane b 8.60 -1.97 1.18 -0.46 -5.73 -10.60 0.34 TE 1 Bicyclo[5.1.0]octane b -4.53 -3.45 0.25 -0.91 -5.54 -12.82 -3.85 TE 1 Bicyclo[6.1.0]nonane b -7.22 -4.68 -3.06 -3.70 -5.40 -15.09 -7.39 TE 1 Bicyclo[1.1.1]pentane k 82.97 89.60 68.32 87.49 58.28 79.44 49.60 TE 1 Bicyclo[2.1.1]hexane k 29.04 36.75 21.21 33.52 19.34 34.32 15.30 TE 1 Ethylene b 16.47 12.23 16.63 11.57 15.40 15.85 12.45 TR 2

Propene b 7.12 4.98 7.07 4.64 5.16 7.28 4.88 TR 2

1-Butene b 0.25 -0.17 1.48 -0.49 -0.17 1.06 -0.20 TR 2

cis-2-Butene b -2.21 -2.25 -3.56 -3.37 -3.89 -0.09 -1.86 TR 2

trans-2-Butene b -3.35 -3.40 -3.77 -3.59 -5.08 -1.29 -2.99 TR 2 2-Methylpropene b -0.02 -3.26 -2.12 -3.53 -1.38 -3.03 -4.26 TR 2

cis-2-Pentane b -8.85 -7.17 -7.79 -7.14 -8.98 -6.08 -7.00 TR 2

trans-2-Pentene b -8.97 -7.29 -7.76 -7.11 -9.53 -6.63 -7.93 TR 2 2-Methyl-2-butene b -9.27 -10.42 -11.45 -10.25 -9.73 -9.71 -10.12 TR 2 2-Methyl-2-pentene b -16.01 -15.42 -16.88 -15.22 -15.25 -16.12 -15.98 TR 2 2-Methyl-1-butene b -6.83 -8.34 -7.83 -8.79 -6.53 -9.08 -8.55 TR 2 3,3-Dimethyl-1-butene b -6.45 -14.94 -8.55 -12.94 1.90 -19.97 -14.51 TR 2 3-Methyl-1-butene b -3.85 -7.25 -3.56 -6.79 -2.27 -9.86 -6.61 TR 2 2,3-Dimethyl-2-butene b -15.71 -17.95 -19.44 -17.22 -12.20 -15.94 -16.42 TR 2 2,3-Dimethyl-1-butene b -10.55 -15.05 -12.37 -14.59 -7.21 -18.57 -15.19 TR 2 Cyclopentene b 2.98 10.31 3.02 7.98 -0.26 15.07 8.23 TR 2 1-Methylcyclopentene b -5.57 0.67 -7.03 -1.06 -10.22 1.34 -0.60 TR 2 3-Methylcyclopentene b -1.99 2.35 -2.63 1.08 -3.66 2.86 2.00 TR 2 4,4-Dimethyl-cis-2-pentene b -12.67 -19.06 -14.81 -16.57 -4.14 -24.33 -17.36 TR 2 4,4-Dimethyl-trans

1,2-Butadiene b 37.11 38.74 37.99 38.98 33.54 37.85 38.78 TR 2 1-Pentene b -6.68 -5.37 -4.01 -5.52 -5.03 -4.70 -5.33 TE 2 1-Hexene b -13.53 -10.49 -9.43 -10.48 -9.76 -10.32 -9.95 TE 2 1-Heptene b -20.38 -15.60 -14.85 -15.44 -14.47 -15.93 -14.81 TE 2 1-Octene b -27.22 -20.72 -20.27 -20.40 -19.18 -21.53 -19.41 TE 2

cis-2-Hexene b -15.21 -11.80 -12.72 -11.61 -14.08 -12.08 -12.51 TE 2

trans-2-Hexene b -16.59 -13.17 -14.17 -13.07 -15.08 -13.07 -12.88 TE 2

cis-3-Hexene b -14.36 -10.95 -13.52 -12.41 -14.25 -12.25 -11.38 TE 2

trans-3-Hexene b -15.86 -12.44 -13.62 -12.52 -15.50 -13.50 -13.01 TE 2 2-Methyl-1-pentene b -13.61 -13.39 -13.27 -13.77 -11.25 -14.69 -14.19 TE 2 3-Methyl-1-pentene b -9.02 -10.69 -7.42 -10.18 -4.87 -13.35 -11.83 TE 2 4-Methyl-1-pentene b -10.61 -12.29 -9.15 -11.91 -5.61 -14.09 -12.25 TE 2

cis-3-Methyl-2-pentene b -15.60 -15.01 -16.74 -15.08 -14.47 -15.34 -14.89 TE 2

trans-3-Methyl-2-pentene b -15.60 -15.01 -16.64 -14.98 -14.92 -15.79 -15.09 TE 2

cis-4-Methyl-2-pentene b -13.09 -14.39 -12.69 -13.30 -11.18 -17.10 -13.74 TE 2

trans-4-Methyl-2-pentene b -12.89 -14.20 -12.84 -13.44 -11.40 -17.31 -14.70 TE 2 2-Ethyl-1-butene b -12.52 -12.30 -12.43 -12.93 -11.02 -14.46 -13.39 TE 2 5-Methyl-1-hexene b -16.19 -16.13 -14.57 -16.87 -7.75 -17.13 -15.70 TE 2 3-Methyl-trans-3-hexene b -22.15 -19.83 -21.67 -19.55 -19.42 -21.19 -18.36 TE 2 3-Methyl-cis-3-hexene b -21.94 -19.62 -22.65 -20.53 -18.77 -20.53 -18.98 TE 2 2,4-Dimethyl-1-pentene b -16.66 -19.42 -17.58 -19.33 -10.47 -22.76 -20.03 TE 2 4,4-Dimethyl-1-pentene b -13.04 -19.80 -14.95 -18.88 -0.96 -23.72 -19.44 TE 2 2,4-Dimethyl-2-pentene b -19.99 -22.39 -21.60 -21.19 -16.52 -26.20 -21.20 TE 2 3-Methyl-2-ethyl-1-butene b -16.06 -18.83 -16.88 -18.63 -11.37 -23.63 -19.01 TE 2 2,3,3-Trimethyl-1-butene b -11.92 -21.50 -16.36 -19.74 0.42 -25.22 -20.43 TE 2 2,2-Dimethyl-cis-3-hexene b -20.07 -24.73 -23.55 -24.86 -9.18 -30.27 -21.34 TE 2 2,2-Dimethyl-trans

-3-hexene

b -22.05 -26.71 -23.20 -24.51 -12.51 -33.60 -25.73 TE 2

2-Methyl-3-ethyl-1-pentene b -21.02 -23.16 -21.31 -22.60 -12.83 -25.98 -23.97 TE 2 2,4,4-Trimethyl-1-pentene b -18.79 -26.65 -21.42 -24.34 -6.29 -32.81 -26.37 TE 2 2,4,4-Trimethyl-2-pentene b -20.76 -28.24 -27.02 -27.77 -9.74 -33.70 -25.07 TE 2 1, trans-3-Pentadiene b 20.32 18.43 21.29 18.65 18.99 18.32 18.12 TE 2 1, cis-3-Pentadiene b 22.67 20.77 23.32 20.68 21.53 20.86 19.13 TE 2 1,4-Pentadiene b 24.71 23.87 26.49 24.12 24.72 23.82 25.25 TE 2

cis-1,3,5-Hexatriene m 42.91 39.17 45.06 39.58 42.56 37.43 41.10 TE 2 1,5-Hexadiene b 18.02 18.92 21.08 19.17 20.17 18.37 20.11 TE 2 2,3-Dimethyl-1,3-butadiene b 17.65 11.47 13.81 10.57 15.19 5.31 10.78 TE 2 4-Methyl-1,3-pentadiene n 13.67 10.68 11.34 9.71 14.68 9.34 11.40 TE 2 1,3-Cycloheptadiene b 12.95 20.99 19.17 22.11 11.38 21.65 22.56 TE 2 Cyclooctatetraene b 63.57 66.59 66.67 65.32 56.31 67.40 71.13 TE 2 Vinylcyclopropane h 34.95 27.86 33.87 29.55 29.00 23.96 30.40 TE 2 Methylenecyclopropane b 47.66 40.73 44.52 42.01 37.90 38.79 47.92 TE 2 Methylenecyclobutane a 25.11 29.64 19.66 30.39 10.90 24.56 29.05 TE 2 Methylenecyclopentane a -6.07 -0.48 -3.86 0.01 -8.79 -1.30 3.00 TE 2

1,2,3-Trimethylenecyclopropane

o 105.58 88.71 100.88 91.20 90.74 79.15 94.60 TE 2

1,2-Dimethylenecyclobutane h 51.19 51.31 43.66 52.05 33.64 41.48 48.80 TE 2

Cyclooctene b -14.92 -2.75 -2.11 2.36 -5.81 -0.23 -6.45 TE 2 1-Methylcyclopropene b 64.66 58.37 57.38 56.97 53.70 58.68 58.21 TE 2 1,2-Dimethylcyclopropene g 54.71 47.33 46.92 47.52 39.27 40.47 46.40 TE 2

cis -1-Methyl-2-vinylcyclopropene

h 28.90 18.82 27.14 21.57 22.38 8.52 24.60 TE 2

3,4-Dimethylenecyclobutene h 99.70 96.01 88.43 93.07 77.59 86.62 80.40 TE 2 1,2,3,4,5-Pentamethyl

cyclopentadiene h 0.38 -2.31 -11.91 -5.40 -6.37 -12.90 -5.90 TE 2 4-Methylcyclopentene b -2.29 2.05 -3.01 0.70 -3.06 3.46 3.50 TE 2 1-Ethylcyclohexene b -2.29 -13.59 -18.90 -13.76 -21.43 -15.40 -15.16 TE 2 1,3,5-Cycloheptatriene b 38.31 43.68 42.51 44.21 33.87 46.16 43.90 TE 2 1,3-Cyclopentadiene b 37.06 41.73 31.76 35.46 32.09 49.44 31.94 TE 2 Fulvene h 62.66 61.78 56.21 55.09 53.69 64.39 53.60 TE 2 1,3-Cyclohexadiene b 17.56 24.14 20.52 22.95 14.54 27.22 25.38 TE 2 1,2-Pentadiene b 31.72 35.08 33.94 35.39 28.69 32.10 33.62 TE 2 2,3-Pentadiene b 28.14 31.87 28.95 32.56 23.17 29.15 31.80 TE 2 3-Methyl-1,2-butadiene p 30.12 30.65 29.20 31.21 26.09 26.63 30.85 TE 2

trans-Dimethyl butatriene h 57.21 64.72 59.52 66.56 50.14 58.31 63.30 TE 2 Acetylene b 54.80 54.55 50.71 53.56 57.89 57.90 54.34 TR 3 Propyne b 43.41 44.81 40.22 43.92 41.39 48.11 44.39 TR 3 Butyne b 38.82 40.35 37.12 39.91 37.42 40.45 39.49 TR 3 Pentyne g 30.61 35.19 30.24 34.91 31.30 34.72 34.40 TR 3 Hexyne g 24.48 30.10 25.17 29.97 27.23 29.09 29.23 TR 3 Heptyne g 17.69 25.74 19.59 25.19 22.63 24.26 24.80 TR 3 Octyne g 11.54 19.87 14.79 20.05 18.60 17.89 19.29 TR 3

Nonyne g 4.76 14.75 9.19 15.09 14.00 12.28 14.88 TR 3

2-Butyne b 31.97 35.02 29.76 34.31 24.89 38.31 34.71 TR 3 2-Pentyne g 26.09 30.60 25.25 30.32 19.65 30.66 30.70 TR 3 3-Methyl-1-butyne c 33.30 33.17 30.71 33.68 33.90 29.39 32.60 TR 3 1,3-Butadiyne c 106.08 110.34 102.46 111.96 103.20 110.88 113.00 TE 3 2-Hexyne g 19.21 25.45 19.81 25.34 14.82 24.94 25.73 TE 3 3-Hexyne g 20.22 26.18 20.78 26.35 15.68 24.29 25.19 TE 3 3,3-Dimethylbutyne q 30.84 25.63 25.27 27.07 35.36 16.58 25.57 TE 3 2-Heptyne r 12.38 20.35 14.47 20.39 10.09 19.31 20.26 TE 3 3-Heptyne r 13.32 21.02 15.29 21.34 9.57 17.29 19.78 TE 3 2-Octyne r 5.53 15.23 8.99 15.43 5.38 13.71 15.24 TE 3 3-Octyne r 6.49 15.92 9.88 16.39 4.84 11.66 14.94 TE 3 4-Octyne r 6.43 15.86 9.83 16.34 4.74 11.56 14.36 TE 3 1-Buten-3-yne c 67.92 68.63 66.37 69.73 65.58 68.66 72.80 TE 3 1-Petnyne-cis-3-ene s 58.40 61.20 56.62 62.60 55.84 60.60 61.10 TE 3 1-Pentyne-trans-3-ene s 57.77 60.58 55.98 61.96 55.41 60.17 61.40 TE 3 3-Methyl-1-butyne-3-ene t 61.12 60.74 57.55 61.93 58.27 57.58 61.80 TE 3 Benzene b 22.02 19.00 23.45 18.34 21.32 24.18 19.81 TR 4 Napthalene b 40.58 34.33 40.68 34.65 38.33 37.82 36.05 TR 4

Anthracene b 63.0 53.5 40.7 54.75 61.7 55.0 55.2 TR 4

Biphenyl b 47.68 42.25 48.08 43.25 46.08 40.56 43.53 TR 4

Azulene b 84.4 78.2 81.4 75.3 72.1 71.6 73.5 TR 4

Phenylacetylene c 76.49 75.88 74.66 76.97 73.90 74.96 78.22 TR 4

Cumene c 4.71 -0.03 4.76 0.47 8.17 -1.45 0.94 TR 4

n-Propylbenzene c 2.35 2.34 5.27 2.69 6.54 4.84 1.87 TR 4

-Methylstyrene c 33.13 27.87 31.19 28.37 30.60 23.28 27.00 TR 4

-cis-Methylstyrene c 31.51 29.44 31.16 29.95 28.16 26.28 29.00 TR 4

-trans-Methylstyrene c 30.59 28.52 29.36 28.15 27.66 25.78 28.00 TR 4

o-Xylene b 8.03 4.14 6.20 4.37 8.92 6.28 4.56 TR 4

m-xylene b 6.86 2.96 4.81 2.97 5.93 3.29 4.14 TR 4

p-Xylene b 6.79 2.89 4.74 2.90 5.75 3.11 4.31 TR 4

1-Methyl-2-ethylbenzene b 2.09 -0.09 0.84 -0.63 4.56 1.02 0.39 TR 4 1-Methyl-3-ethylbenzene b 1.10 -1.07 0.15 -1.24 1.15 -2.40 -0.43 TR 4 1-Methyl-4-ethylbenzene b 1.05 -1.12 0.14 -1.25 0.96 -2.59 -0.76 TR 4 1,2,4-Trimethylbenzene b 0.40 -3.94 -3.70 -3.90 1.08 -4.31 -3.31 TR 4 1,2,3-Trimethylbenzene b 1.25 -3.08 -2.03 -2.23 4.67 -0.72 -2.26 TR 4 Mesitylene b -0.65 -4.99 -4.46 -4.66 -1.62 -7.01 -3.81 TR 4 Indane b 11.51 14.98 11.25 14.17 6.49 15.38 14.42 TR 4 Glycerol b -162.06 -138.12 -143.59 -136.82 -153.82 -140.41 -139.30 TR 5 Ethyl vinyl ether b -31.33 -28.41 -28.30 -30.79 -32.81 -30.19 -33.63 TR 5 Methanol b -57.03 -49.17 -51.88 -49.52 -57.35 -45.90 -48.07 TR 5 Ethanol b -62.66 -55.88 -56.85 -56.48 -62.99 -54.29 -56.24 TR 5 1-Propanol b -69.53 -61.02 -62.20 -61.36 -67.72 -59.91 -61.17 TR 5 2-Propanol b -68.03 -65.20 -63.95 -65.74 -65.41 -64.08 -65.12 TR 5 Isobutanol b -75.38 -69.86 -69.36 -69.78 -68.72 -69.73 -67.84 TR 5 1-Butanol b -76.32 -66.08 -67.57 -66.28 -72.44 -65.52 -65.79 TR 5 2-Butanol b -74.62 -70.06 -69.14 -70.47 -69.42 -68.98 -69.98 TR 5

1,3-Dioxolan a -93.73 -74.06 -82.32 -73.73 -92.98 -72.39 -71.22 TR 5 1,3-Dioxane b -101.88 -82.62 -87.78 -82.29 -94.26 -81.43 -83.71 TR 5 1,4-Dioxane b -94.97 -76.92 -83.12 -78.82 -89.21 -73.70 -75.51 TR 5 1,3-Dioxacycloheptane a -106.67 -85.96 -90.99 -84.97 -94.96 -84.53 -82.83 TR 5 2,2-Dimethoxypropane a -99.56 -102.68 -99.15 -102.68 -86.33 -102.68 -102.68 TR 5 Water c -59.24 -50.20 -53.43 -51.20 -60.94 -44.34 -57.80 TE 5 1-Heptanol b -96.86 -81.43 -83.83 -81.16 -86.56 -82.32 -79.09 TE 5 1-Nonanol b -110.55 -91.66 -94.68 -91.09 -95.98 -93.53 -91.12 TE 5 3-Pentanol b -80.67 -74.38 -73.51 -74.39 -73.46 -73.91 -75.21 TE 5 3-Methyl-1-butanol b -82.22 -74.97 -74.60 -74.56 -72.42 -74.32 -72.02 TE 5 3-Methyl-2-butanol b -78.44 -76.87 -74.01 -76.59 -68.04 -76.41 -75.35 TE 5 2-Ethyl-1-hexanol b -101.10 -88.66 -91.11 -89.69 -83.03 -87.61 -87.31 TE 5 1,2-Propanediol b -115.06 -101.67 -103.62 -101.13 -109.26 -101.89 -104.63 TE 5 1,3-Butanediol b -120.81 -107.75 -108.67 -107.60 -111.91 -107.01 -107.51 TE 5 2,3-Butanediol b -117.07 -107.63 -107.79 -107.46 -108.54 -108.55 -115.27 TE 5 L-Erythritol b -210.30 -179.75 -187.84 -178.96 -195.23 -183.16 -185.28 TE 5 Allyl alcohol b -37.34 -30.98 -31.25 -31.28 -37.57 -30.99 -29.55 TE 5

neo-Pentyl Alcohol c -78.75 -78.32 -75.49 -77.08 -65.57 -80.85 -78.65 TE 5

cis-2-Methylcyclohexanol a -85.48 -74.90 -74.96 -74.00 -74.26 -77.29 -78.16 TE 5

trans-2-Methylcyclohexanol a -87.13 -76.55 -77.01 -76.05 -75.09 -78.11 -84.26 TE 5

cis-3-Methylcyclohexanol a -87.54 -76.96 -76.99 -76.03 -76.30 -79.32 -83.86 TE 5

trans-3-Methylcyclohexanol a -86.31 -75.73 -75.95 -74.98 -76.04 -79.07 -78.66 TE 5

cis-4-Methylcyclohexanol a -86.29 -75.70 -75.93 -74.97 -76.17 -79.19 -83.06 TE 5

trans-4-Methylcyclohexanol a -87.58 -77.00 -77.02 -76.05 -76.41 -79.43 -87.76 TE 5 Diethylene glycol a -156.55 -130.37 -136.86 -129.90 -147.49 -131.58 -136.52 TE 5 Di-sec-butyl ether b -82.78 -82.15 -76.69 -81.70 -71.73 -84.43 -86.26 TE 5 Isopropyl tert-Butyl ether c -73.52 -82.33 -74.25 -82.09 -60.38 -83.23 -85.60 TE 5 2,2-Diethoxypropane a -109.81 -114.53 -107.98 -115.57 -96.25 -115.06 -121.09 TE 5 Divinyl ether b 2.15 2.92 0.79 -2.53 -3.45 -2.07 -3.27 TE 5 Ethylene oxide b -8.96 -11.03 -8.13 -11.74 -15.53 -7.36 -12.58 TE 5 Propylene oxide b -15.70 -21.73 -16.58 -22.36 -23.03 -22.23 -22.63 TE 5 2-Methyl-1,3-dioxan b -104.60 -92.61 -92.25 -92.71 -97.94 -94.43 -95.37 TE 5 4-Methyl-1,3-dioxan b -105.88 -90.57 -92.91 -89.58 -97.01 -91.55 -90.46 TE 5

cis-2,4-Dimethyl-1,3-dioxan b -108.56 -100.52 -97.28 -99.90 -100.65 -104.51 -102.26 TE 5 4,5-Dimethyl-1,3-dioxan b -110.73 -98.41 -98.41 -96.34 -97.87 -101.23 -98.16 TE 5 5,5-Dimethyl-1,3-dioxan b -109.90 -98.71 -99.13 -96.06 -93.59 -103.85 -100.67 TE 5 2-cis-4-trans

-6-Trimethyl-1,3-dioxan b -112.25 -108.15 -102.88 -107.67 -102.11 -113.35 -106.76 TE 5 2-Methoxytetrahydropyran a -113.20 -96.94 -97.98 -95.47 -103.01 -100.05 -95.50 TE 5

3-Pentanone b -61.10 -62.38 -61.52 -62.88 -58.61 -60.38 -61.65 TR 6 2-Hexanone b -68.90 -67.16 -68.31 -67.73 -63.32 -66.62 -66.87 TR 6 3-Hexanone b -68.04 -67.59 -67.01 -67.90 -63.16 -65.83 -66.51 TR 6 4-Heptanone v -74.98 -72.80 -72.50 -72.93 -67.71 -71.27 -71.30 TR 6 5-Nonanone w -88.59 -82.95 -83.25 -82.76 -77.11 -82.48 -82.44 TR 6 6-Undecanone w -102.30 -93.20 -94.11 -92.70 -86.51 -93.66 -92.59 TR 6 3-Methyl-2-butanone w -59.37 -63.05 -62.41 -62.61 -56.59 -64.40 -62.76 TR 6 3,3-Dimethyl-2-butanone v -61.25 -70.33 -66.73 -70.63 -50.53 -70.44 -69.47 TR 6 3-Methyl-2-pentanone v -65.45 -67.40 -67.28 -67.02 -59.87 -68.57 -67.90 TR 6 4-Methyl-2-pentanone v -66.45 -69.42 -67.93 -69.07 -59.57 -70.79 -69.60 TR 6 4,4-Dimethyl-2-pentanone v -68.14 -76.20 -71.59 -73.89 -53.72 -79.22 -76.60 TR 6 2-Methyl-3-pentanone x -65.33 -68.58 -66.50 -67.71 -61.12 -69.19 -68.38 TR 6 2,2-Dimethyl-3-pentaone x -67.07 -75.71 -70.70 -75.62 -54.49 -74.65 -75.00 TR 6 2,4-Dimethyl-3-pentanone x -69.30 -74.51 -71.37 -72.43 -63.00 -77.36 -74.40 TR 6

3,3,4-Trimethyl-2-pentanone v -69.12 -79.45 -73.83 -78.53 -48.26 -77.88 -78.50 TR 6

3,3,4,4-Tetramethyl-2-pentanone v -69.45 -84.87 -76.88 -82.74 -37.40 -81.30 -83.10 TR 6 Di-tert-butyl ketone x -68.68 -84.67 -78.71 -87.19 -43.49 -82.06 -82.65 TR 6

tert-Butyl neopentyl ketone x -79.83 -94.81 -85.78 -92.65 -53.43 -97.58 -94.14 TR 6 Dineopentyl ketone y -86.89 -100.86 -89.55 -94.82 -57.64 -107.39 -100.67 TR 6 Cyclopentanone b -55.33 -51.23 -54.97 -51.96 -57.02 -47.87 -46.03 TR 6 Cyclohexanone b -63.33 -57.33 -60.15 -58.41 -60.11 -55.64 -54.04 TR 6 Cycloheptanone a -65.50 -58.04 -60.04 -57.83 -59.43 -57.37 -59.15 TR 6 Cyclooctanone a -71.12 -62.20 -64.26 -61.49 -61.24 -61.58 -64.91 TR 6 Norbornan-2-one z -39.01 -33.95 -43.07 -36.92 -0.49 -29.29 -40.77 TR 6 Norbornan-7-one z -36.46 -30.37 -40.71 -33.15 -37.56 -27.06 -32.00 TR 6 Bicyclo[3.2.1]octan-2-one aa -58.13 -51.16 -56.35 -51.47 -51.94 -48.63 -51.80 TR 6 Bicyclo[3.2.1]octan-3-one aa -59.09 -53.14 -57.42 -53.93 -51.90 -51.11 -52.90 TR 6 Bicyclo[3.2.1]octan-8-one aa -56.37 -48.38 -54.70 -48.42 -52.48 -46.65 -46.20 TR 6 Bicyclo[3.3.1]nonane-3-one aa -70.92 -63.07 -64.93 -62.73 -59.55 -63.44 -63.80 TR 6 Bicyclo[3.3.1]nonane-9-one aa -67.39 -57.49 -63.16 -58.16 -59.96 -58.81 -57.30 TR 6 Adamantanone aa -67.32 -58.48 -62.99 -58.57 -53.51 -55.90 -55.10 TR 6 Diadamantanone aa -72.81 -63.19 -66.78 -62.48 -50.27 -64.56 -56.63 TR 6 Camphor aa -47.74 -56.14 -57.01 -56.97 -33.72 -60.92 -63.90 TR 6 Formic acid b -97.38 -93.26 -94.41 -92.05 -92.58 -89.45 -90.57 TR 6 Acetic acid b -102.99 -104.08 -102.00 -103.71 -101.11 -103.32 -103.26 TR 6 Methyl formate a -91.05 -88.87 -87.03 -88.09 -85.52 -85.30 -84.96 TR 6 Methyl acetate a -96.41 -99.45 -94.10 -99.22 -93.65 -98.76 -98.77 TR 6 Propionic acid a -109.04 -109.69 -106.32 -109.04 -105.65 -108.11 -108.37 TR 6

n-Butyric acid a -115.95 -114.87 -111.79 -114.05 -110.25 -113.61 -113.73 TR 6

n-Valeric acid a -122.75 -119.95 -117.16 -118.96 -114.96 -119.21 -117.14 TR 6 Isovaleric acid a -114.58 -116.49 -114.19 -117.70 -106.97 -119.14 -123.02 TR 6 Pivalic acid a -110.55 -118.55 -114.34 -120.62 -98.98 -119.84 -117.43 TR 6 Hexanoic acid a -129.60 -125.07 -122.58 -123.92 -119.65 -124.80 -122.54 TR 6 Heptanoic acid a -136.44 -130.18 -127.99 -128.87 -124.36 -130.41 -127.74 TR 6 Octanoic acid a -137.49 -129.50 -130.79 -131.22 -124.71 -131.65 -132.81 TR 6 2-Ethylhexanoic acid a -133.01 -128.71 -129.47 -130.20 -118.45 -130.79 -133.73 TR 6 Ethyl acetate b -102.21 -106.05 -98.90 -106.06 -98.94 -105.28 -106.34 TR 6 Isopropyl acrylate bb -89.38 -92.93 -82.79 -92.55 -83.25 -95.85 -89.70 TR 6

Methyl caproate a -123.00 -120.41 -114.61 -119.36 -112.15 -120.20 -118.01 TR 6 Methyl heptanoate a -129.84 -125.52 -120.01 -124.31 -116.85 -125.80 -123.54 TR 6 Ethyl propionate a -108.22 -111.62 -103.13 -111.30 -103.43 -110.03 -111.12 TR 6 Ethyl pentanoate a -121.93 -121.88 -113.96 -121.22 -112.72 -121.11 -121.16 TR 6

n-Propyl pentanoate a -128.70 -126.91 -119.19 -125.99 -117.46 -126.74 -127.53 TR 6

n-Butyl pentanoate a -135.50 -131.98 -124.58 -130.92 -122.17 -132.34 -133.89 TR 6 Methyl pivalate a -108.70 -118.65 -107.38 -117.07 -96.18 -119.94 -118.15 TR 6 Ethyl pivalate a -114.47 -125.22 -112.17 -123.90 -101.41 -126.41 -128.10 TR 6 Methyl isovalerate a -113.83 -117.68 -109.04 -115.96 -103.86 -118.94 -119.00 TR 6 Ethyl isovalerate a -119.62 -124.28 -113.84 -122.80 -108.90 -125.21 -125.96 TR 6 Methyl -methylbutrate a -112.69 -115.52 -108.06 -113.59 -103.88 -116.44 -117.70 TR 6 Ethyl -methylbutyrate a -118.53 -122.16 -112.96 -120.53 -109.16 -122.95 -124.86 TR 6

sec-Butyl butyrate a -125.30 -129.20 -118.66 -128.08 -112.72 -128.48 -130.33 TR 6

sec-Butyl pentanoate a -132.11 -134.27 -124.03 -132.99 -117.63 -134.29 -136.99 TR 6 Isopropyl pentanoate a -125.92 -129.81 -119.35 -128.77 -114.19 -129.95 -130.23 TR 6 Isobutyl pentanoate a -133.14 -134.34 -124.21 -132.25 -118.34 -136.44 -135.89 TR 6 Propiolactone a -54.19 -55.02 -62.24 -59.65 -68.86 -57.46 -67.61 TR 6 Butyrolactione cc -91.39 -91.15 -91.46 -95.72 -93.92 -88.71 -87.60 TR 6 Valerolactone cc -98.26 -96.11 -95.92 -101.47 -96.05 -95.51 -90.73 TR 6 Caprolactone dd -101.11 -97.50 -96.58 -101.60 -94.34 -96.21 -94.70 TR 6 Hepanlactone dd -107.03 -101.97 -101.89 -106.39 -96.20 -100.48 -98.30 TR 6 Tropone a 13.87 12.12 14.35 11.93 7.54 13.58 10.50 TR 6 Benzaldehyde a -8.07 -8.23 -10.64 -8.68 -9.93 -10.79 -8.78 TR 6 Acetophenone a -9.73 -18.66 -18.00 -20.10 -17.00 -23.19 -20.71 TR 6 Ethyl phenyl ketone a -20.80 -25.74 -21.87 -24.98 -22.09 -28.54 -25.98 TR 6 Formaldeyde a -31.49 -23.22 -34.08 -25.27 -32.88 -23.47 -25.95 TE 6 Heptanal c -75.10 -64.69 -70.29 -64.72 -66.30 -66.06 -63.10 TE 6 Octanal c -81.95 -69.81 -75.71 -69.68 -71.01 -71.66 -69.23 TE 6 2-Butenal b -26.94 -24.96 -28.72 -24.88 -28.28 -27.00 -24.03 TE 6 Glyoxal a -58.71 -54.92 -64.31 -57.39 -61.39 -59.18 -50.66 TE 6 Acetic Anhydride b -131.15 -143.90 -134.94 -147.66 -131.50 -148.03 -137.06 TE 6 Isopropyl tert-butyl ketone b -70.88 -81.48 -76.55 -81.32 -56.45 -82.91 -80.84 TE 6 Diacetyl b -74.12 -80.75 -81.39 -82.61 -75.55 -84.02 -78.20 TE 6 Acetylacetone b -81.55 -84.99 -87.64 -86.75 -80.52 -86.90 -90.47 TE 6

Ethyl trans-2-pentenoate a -92.70 -95.89 -87.85 -95.45 -88.92 -98.95 -94.25 TE 6

n-Propyl crotonate a -93.10 -96.29 -88.20 -95.80 -88.43 -98.46 -94.45 TE 6 Isopropyl crotonate a -87.67 -96.54 -86.79 -97.01 -85.55 -102.06 -98.25 TE 6 Ethylene carbonate a -127.55 -129.11 -125.03 -134.70 -128.44 -125.59 -121.50 TE 6 4-Hydroxy-3-pentene-2-one ee -84.91 -82.46 -88.91 -86.17 -83.92 -86.38 -92.10 TE 6 Fumeric acid a -160.97 -165.26 -162.48 -167.88 -161.57 -175.37 -161.51 TE 6 3,3-Dimethyl-2-pentanone vv -66.27 -73.61 -70.71 -74.15 -51.32 -72.13 -72.60 TE 6 Maleic anhydride a -76.35 -90.20 -90.08 -103.55 -88.47 -92.89 -95.19 TE 6 Hydrogen peroxide ff -35.23 -37.98 -40.78 -40.15 -38.24 -33.38 -32.53 TR 7 Dimethyl peroxide a -26.96 -31.80 -34.10 -33.28 -28.30 -32.21 -30.05 TR 7 Diethyl peroxide a -38.38 -44.83 -39.97 -43.23 -38.92 -45.30 -46.08 TR 7

tert-Butyl hydroperoxide a -44.37 -59.04 -51.48 -56.84 -38.69 -59.52 -58.77 TR 7 Di-tert-butyl peroxide a -49.17 -75.48 -61.75 -73.15 -38.31 -83.31 -83.44 TR 7 Methyl hydroperoxide gg -30.52 -34.45 -37.14 -36.39 -33.30 -33.58 -31.31 TR 7 Ethyl hydroperoxide a -37.95 -42.69 -42.78 -44.07 -38.37 -39.89 -47.55 TR 7 Isopropyl hydroperoxide gg -41.87 -50.56 -46.28 -49.73 -40.77 -49.66 -47.11 TR 7 Phenol b -22.24 -22.59 -21.66 -23.06 -26.67 -20.68 -23.04 TR 7

p-Cresol b -29.79 -30.56 -30.91 -30.65 -34.55 -31.30 -29.96 TR 7 Hydroquinone b -65.65 -63.39 -65.97 -63.72 -73.93 -64.87 -63.38 TR 7 Furfuryl alcohol b -49.19 -49.49 -51.78 -48.87 -62.68 -49.78 -50.62 TR 7 Anisole b -15.84 -17.09 -14.54 -15.87 -17.66 -15.31 -17.27 TR 7

Furan b 2.96 -5.42 -4.03 -5.18 -8.61 2.56 -8.30 TR 7

Furfural a -32.66 -43.46 -44.92 -43.13 -48.42 -46.36 -36.08 TR 7 Furoic acid a -80.11 -89.84 -90.44 -91.02 -95.72 -94.61 -93.20 TR 7

o-Cresol b -29.01 -29.78 -29.62 -29.37 -33.20 -29.95 -30.73 TE 7

m-Cresol b -29.83 -30.60 -30.99 -30.74 -34.17 -30.92 -31.62 TE 7 2,3-Xylenol b -35.65 -36.84 -39.19 -37.28 -35.94 -35.42 -37.57 TE 7 2,4-Xylenol b -36.96 -38.15 -39.51 -37.60 -40.18 -39.66 -38.93 TE 7 2,5-Xylenol b -37.00 -38.21 -39.63 -37.73 -40.01 -39.49 -38.63 TE 7 2,6-Xylenol b -36.10 -37.30 -38.07 -36.17 -38.48 -37.97 -38.66 TE 7 3,4-Xylenol b -36.74 -37.94 -39.43 -37.53 -39.47 -38.95 -37.42 TE 7 3,5-Xylenol b -37.34 -38.53 -40.29 -38.39 -41.55 -41.04 -38.61 TE 7

eq-Cyclohexyl

hydroperoxide ff -53.02 -54.08 -53.55 -52.99 -50.30 -54.73 -55.00 TE 7 1-Methyl cyclohexyl

hydroperoxide ff -57.37 -61.30 -57.26 -58.61 -45.77 -62.14 -63.00 TE 7 1-Hydroperoxylhexane ff -64.40 -62.22 -61.80 -61.24 -57.46 -62.55 -62.00 TE 7 2-Hydroperoxylhexane ff -60.84 -64.33 -60.76 -62.83 -53.43 -64.99 -64.00 TE 7 3-Hydroperoxylhexane ff -61.68 -65.18 -62.58 -64.66 -52.54 -64.11 -63.00 TE 7 Ammonia hh -7.28 -10.98 -3.07 -10.98 -6.37 -10.98 -10.98 TR 8 Methylamine b -7.37 -5.45 -5.18 -5.59 -7.55 -2.34 -5.50 TR 8 Ethylamine b -13.50 -12.79 -11.14 -12.48 -13.60 -10.92 -11.35 TR 8

n-Propylamine b -20.35 -17.92 -16.50 -17.38 -18.31 -16.53 -16.77 TR 8

n-Butylamine a -27.03 -22.86 -21.83 -22.25 -23.02 -22.13 -22.71 TR 8 Dimethylamine b -5.63 -2.35 -7.89 -2.94 -6.64 -3.83 -4.43 TR 8 Trimethylamine a -1.71 -3.88 -10.87 -3.67 -2.78 -6.38 -5.67 TR 8 Isopropylamine a -17.48 -19.59 -17.32 -19.78 -16.37 -19.24 -20.02 TR 8

sec-Butylamine a -25.53 -25.91 -23.17 -25.16 -20.35 -24.11 -25.36 TR 8

Propionitrile a 13.02 12.90 18.55 12.71 13.77 13.20 12.31 TR 8

n-Propyl cyanide a 6.14 7.74 13.13 7.75 8.93 7.47 8.12 TR 8 Isopropyl cyanide a 8.47 5.36 13.40 6.31 11.33 1.95 5.57 TR 8 1,2-Dimethylhydrazine a 24.02 21.39 16.46 19.69 15.10 22.76 21.99 TR 8 1,1-Dimethylhydrazine a 23.97 14.27 15.11 15.28 18.14 20.26 20.06 TR 8 Tetramethyltetrazene a 88.59 67.89 62.28 68.24 47.84 64.22 64.70 TR 8 Methyl azide f 77.64 66.43 70.56 65.43 67.27 65.75 67.00 TR 8 Azoisopropane a 14.76 9.23 6.06 6.74 2.64 9.05 8.55 TR 8 Aziridine a 33.13 27.37 31.61 32.57 25.09 30.20 30.24 TR 8 Pryrrolidine a -10.43 -3.39 -11.38 -4.10 -15.84 -2.63 -0.81 TR 8 Piperidine a -19.03 -10.37 -16.51 -10.45 -19.03 -12.01 -11.27 TR 8 Cyclopentyl azide f 59.23 53.37 56.38 54.37 51.49 54.05 52.80 TR 8 Cyclobutylamine a 0.23 5.88 -0.89 8.80 -6.44 6.00 9.84 TR 8 Cyclopentyamine a -22.68 -15.68 -17.79 -15.01 -22.47 -14.69 -13.13 TR 8 Cyclohexylamine a -31.87 -23.24 -24.60 -23.05 -25.72 -24.14 -25.06 TR 8 Isobutylamine a -25.23 -25.79 -21.74 -23.88 -18.81 -25.84 -23.58 TR 8 Quinuclidine a -8.22 -4.29 -13.00 -5.06 -3.56 -0.22 -1.01 TR 8 2-Methylpiperidine a -23.15 -17.30 -22.61 -17.66 -21.47 -19.99 -20.18 TR 8 Pyrrole a 39.88 25.88 27.11 25.88 32.45 25.88 25.88 TR 8 Pyridine a 32.05 31.66 30.37 31.43 28.82 34.69 33.55 TR 8 Isoquinoline jj 50.2 46.6 47.2 47.4 45.3 47.8 48.9 TR 8 Quinoxaline kk 65.57 64.56 56.17 62.47 52.79 58.30 57.43 TR 8 Pyridazine a 55.33 56.46 56.00 60.09 43.61 64.70 66.52 TR 8 Pyrazole ll 65.56 37.85 48.83 39.67 45.40 41.97 42.88 TR 8

trans-Diazene f 31.55 32.12 37.75 34.27 31.85 35.98 36.00 TR 8 N-Methylmethanimine a 17.36 9.53 14.56 11.21 16.44 17.54 18.53 TR 8 Guanidine f 18.69 15.75 13.29 11.46 12.64 8.04 8.00 TR 8 N-Benzylideneaniline a 74.10 61.84 69.26 64.46 70.04 61.54 60.60 TR 8 Tetrazole a 109.65 84.98 86.25 83.16 53.84 80.86 79.95 TR 8 Diisopropylamine a -25.558 -29.81 -31.92 -31.18 -20.37 -30.69 -34.41 TE 8 Hydrocyanic acid mm 31.01 27.77 32.95 25.75 35.32 30.46 32.30 TE 8 Cyanogen a 67.93 66.22 77.47 66.85 66.59 64.52 73.30 TE 8 Malononitrile nn 54.27 54.02 64.44 54.34 55.61 51.14 63.64 TE 8 Acrylonitrile a 44.96 42.69 50.16 43.46 43.85 42.05 43.16 TE 8

trans-2-Butenedinitrile b 76.01 75.71 85.99 77.65 74.74 70.71 81.30 TE 8 Tricyanoethylene b 113.33 111.81 126.86 115.28 110.48 98.76 124.39 TE 8 Dicyanacetylene mm 119.79 122.58 128.05 124.08 111.40 116.99 127.50 TE 8 Hydrazine mm 13.68 8.07 20.67 13.24 14.21 25.15 22.79 TE 8 Methylhydrazine b 17.33 13.08 17.90 15.83 14.47 23.01 22.60 TE 8 2,3-Diazabutadiene f 58.16 33.05 57.00 43.68 46.19 48.92 58.00 TE 8

Methyleneimine oo 18 10 21 13 19 13 16 TE 8

2,6-Dimethylpyridine b 19.48 18.24 12.06 16.42 10.97 11.37 14.03 TE 8 3,4-Dimethylpyridine b 17.24 16.00 12.52 16.88 15.35 15.75 16.74 TE 8 3,5-Dimethylpyridine b 16.17 14.94 11.35 15.71 12.24 12.64 17.40 TE 8 Benzotriazole qq 104.20 74.82 85.60 78.60 64.02 72.50 80.19 TE 8 Indole a 55.16 37.97 42.65 40.55 44.22 34.33 37.41 TE 8 Aniline a 20.50 17.82 22.96 18.22 21.72 21.23 20.81 TE 8 Phenyl cyanide a 53.38 49.87 58.49 50.82 51.98 48.25 51.55 TE 8 Phenylhydrazine a 46.74 37.89 47.65 42.82 45.27 48.11 48.49 TE 8 Quinoline jj 52.19 48.61 47.55 47.73 44.75 47.31 47.93 TE 8 Acridine rr 77.17 70.40 69.40 68.72 64.38 63.63 65.46 TE 8 Phenazine ss 92.97 88.76 78.91 84.34 71.81 74.00 80.86 TE 8 3,4-Benzoquinoline rr 68.03 61.25 61.13 60.44 60.68 59.92 57.48 TE 8 5,6-Benzoquinoline tt 69.17 62.40 62.10 61.41 74.82 60.83 55.86 TE 8 7,8-Benzoquinoline rr 68.28 61.50 62.60 61.91 60.00 59.24 59.85 TE 8 Carbazole uu 67.76 47.37 53.93 50.95 78.92 40.37 50.10 TE 8 Benzimidazole ll 67.09 52.46 47.75 51.76 45.89 38.94 43.43 TE 8 Indazole ll 82.30 51.40 65.26 55.23 58.09 51.34 58.08 TE 8 Imidazole ll 50.84 39.41 31.31 36.19 33.27 29.64 31.76 TE 8 Formamide vv -44.76 -46.68 -41.82 -44.44 -39.38 -41.24 -44.50 TR 9 Dimethylformamide b -35.7 -41.7 -44.6 -39.6 -37.2 -47.8 -45.8 TR 9 Pentanamide a -70.17 -73.41 -65.90 -72.68 -60.88 -70.11 -69.37 TR 9 Hexanamide a -77.03 -78.54 -71.33 -77.65 -65.58 -75.70 -78.37 TR 9 Urea a -44.95 -57.07 -47.00 -61.03 -44.85 -57.97 -58.74 TR 9 Oxamide a -81.96 -98.56 -80.90 -96.82 -77.03 -97.36 -96.23 TR 9

n-Propylcarbamate a -103.75 -110.84 -99.80 -113.85 -99.05 -112.22 -112.67 TR 9

Caprolactam a -60.56 -59.57 -58.62 -58.85 -55.38 -59.99 -58.84 TR 9 Nitromethane b -9.93 -17.43 -15.94 -19.00 3.32 -16.98 -17.86 TR 9 Nitroethane b -16.77 -25.21 -21.40 -25.45 -3.31 -24.63 -24.38 TR 9 1-Nitropropane b -23.60 -30.32 -26.77 -30.37 -8.12 -30.33 -29.98 TR 9 2-Nitropropane b -21.63 -32.89 -27.10 -32.28 -6.34 -33.20 -33.21 TR 9 1-Nitrobutane b -30.41 -35.39 -32.14 -35.28 -12.83 -35.93 -34.39 TR 9 2-Nitrobutane b -28.16 -37.69 -31.82 -36.54 -10.11 -37.86 -39.11 TR 9 Nitric acid mm -37.46 -34.42 -38.01 -35.44 -17.54 -31.25 -32.10 TR 9 Methyl nitrate b -31.32 -29.19 -32.42 -29.78 -12.43 -29.78 -29.11 TR 9 Ethyl nitrate b -37.27 -35.93 -36.38 -35.78 -17.90 -36.48 -36.83 TR 9

n-Propylnitrate b -44.02 -40.95 -41.62 -40.56 -22.61 -42.08 -41.56 TR 9 Isopropylnitrate b -42.13 -44.75 -42.10 -43.67 -19.71 -45.66 -45.64 TR 9 5-Methylisoxazole b 35.4 6.2 26.1 5.7 8.2 10.3 3.6 TR 9 3-Methylisoxazole b 35.0 5.8 25.7 5.3 7.5 9.6 4.8 TR 9 3,5-Dimethylisoxazole b 27.4 -2.2 16.7 -2.0 -3.5 -4.1 -4.3 TR 9 3,4,5-Trimethylisoxazole b 19.5 -10.5 7.4 -9.7 -13.2 -16.5 -4.8 TR 9

n-Butyl acetamide b -66.99 -70.26 -68.18 -69.57 -62.14 -74.54 -72.82 TR 9 Glycine b -98.13 -98.08 -93.82 -96.30 -95.23 -98.37 -93.72 TE 9 L-Alanine ww -100.59 -102.51 -98.22 -100.55 -97.23 -106.66 -99.12 TE 9 L-Valine b -110.86 -114.03 -107.67 -110.80 -99.09 -118.23 -108.78 TE 9 L-Leucine b -117.33 -118.77 -113.82 -116.49 -105.11 -125.15 -116.34 TE 9

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xx. Population in the test (TE) or training (TR) sets for a given molecule used to determine the values of the

following equivalents sequentially: (1) Alkanes, C-C, C-H, Me, Iso, Neo, R3, R4, R5, R6, TOR, (2) Alkenes,

C=C, =C-H, =C-C=, =CR2, =C=C, (3) Alkynes, C≡C, ≡C-H, (4) Aromatics, aC-aC, aC-H, # Sub, (5) Alcohols

and ethers, C-O, O-H, MeO, IsoO, NeoO, OCCO, OCO, OC1O, OC2O, (6) Carbonyl containing compounds,

C=O, sp2 C-O, acidH, H-C=O, MeO2, IsoO2, NeoO2, cC-C=O, (7) Peroxides and oxyaromatics, O,

O-aC, aO-O-aC, (8) Amines and nitriles, C-N, C=N, C≡N, N-N, N=N, N3, N-H, =N-H, aC-aN, aN-aN, aN-aN(H),

aN-H, N-Me, N-Iso, N-Neo, SecN, TerN, (9) Amides and nitro containing compounds, N(=O)2, aN-O, N-O,

(O)=C-N.