Supplementary Material 1
Heats of formation for 622 molecules determined by the PDDG/PM3 and PDDG/MNDO methods with results from PM5, PM3, AM1, and MNDO for comparison. Molecules whose heats of formation were included as reference functions (i.e. members of the fit set) are denoted.
Heats of Formation
PDDG Standard NDDO
Molecules Mol. Set PM3 MNDO PM5 MNDO AM1 PM3 Exp. Ref.
Hydrogen -22.22 -0.71 8.72 0.72 -5.18 -13.39 0.00
Methane Fit -16.27 -16.86 -9.99 -11.95 -8.78 -13.01 -17.89 1 Ethane Fit -18.82 -21.21 -15.22 -19.72 -17.41 -18.14 -20.04 2
n-Propane Fit -24.13 -27.20 -20.95 -24.93 -24.26 -23.62 -25.02 2
n-Butane Fit -29.37 -33.29 -26.57 -29.70 -31.13 -29.06 -30.03 2
n-Pentane -34.61 -39.34 -32.17 -34.41 -37.97 -34.48 -35.08 2
n-Hexane -39.85 -45.39 -37.76 -39.12 -44.82 -39.90 -39.95 2
n-Heptane -45.08 -51.45 -43.35 -43.83 -51.67 -45.32 -44.89 2
n-Octane -50.34 -57.51 -48.95 -48.54 -58.51 -50.74 -49.82 2
n-Nonane -55.58 -63.56 -54.54 -53.25 -65.36 -56.16 -54.75 2
2,4-Dimethylhexane -53.41 -57.25 -47.50 -37.41 -52.21 -50.37 -52.40 1 2,5-Dimethylhexane -54.36 -57.81 -48.47 -39.27 -53.22 -50.64 -53.18 1 3,3-Dimethylhexane -53.52 -56.26 -46.99 -31.11 -48.89 -48.92 -52.58 1 3,4-Dimethylhexane -50.54 -54.29 -45.55 -32.14 -49.94 -48.92 -50.87 1 3-Ethyl-2-methylpentane -50.72 -53.12 -45.43 -31.56 -49.19 -48.47 -50.44 1 3-Ethyl-3-methylpentane -53.39 -52.40 -45.48 -27.68 -46.84 -47.45 -51.35 1 2,2,3-Trimethylpentane -55.34 -55.51 -46.34 -24.44 -45.98 -48.61 -52.58 1 2,2,4-Trimethylpentane -57.16 -57.24 -47.39 -29.14 -47.45 -49.80 -53.54 1 2,3,3-Trimethylpentane -53.60 -54.67 -45.41 -22.19 -44.49 -47.72 -51.69 1 2,3,4-Trimethylpentane Fit -53.21 -55.31 -45.89 -28.35 -47.74 -48.58 -51.94 1 3,3-Diethylpentane -56.24 -54.25 -49.06 -27.92 -51.21 -50.65 -55.65 2 2,2,3,3-Tetramethylpentane -61.71 -60.44 -49.30 -12.26 -45.17 -52.08 -56.67 1 2,2,3,4-Tetramethylpentane -57.90 -56.04 -46.54 -14.83 -45.14 -49.84 -56.61 1 2,2,4,4-Tetramethylpentane -61.97 -60.26 -49.16 -19.58 -46.19 -52.41 -57.80 1 2,3,3,4-Tetramethylpentane -56.85 -54.24 -46.44 -13.32 -44.76 -46.26 -56.43 1 Ethylene Fit 14.57 14.14 15.09 15.40 16.47 16.63 12.45 1
Propene Fit 5.36 3.85 6.94 5.16 7.12 7.07 4.88 1
1-Butene Fit 0.08 -2.39 1.34 -0.17 0.25 1.48 -0.20 1
1-Pentene Fit -5.16 -8.60 -4.30 -5.03 -6.68 -4.01 -5.33 1
1-Hexene -10.39 -14.28 -9.88 -9.76 -13.53 -9.43 -9.95 1
1-Heptene -15.63 -20.62 -15.48 -14.47 -20.38 -14.85 -14.81 1 1-Octene -20.87 -26.92 -21.07 -19.18 -27.22 -20.27 -19.41 1 1-Nonene -26.11 -32.87 -26.66 -23.89 -34.07 -25.69 -25.00 4 1-Decene -31.36 -38.05 -32.25 -28.60 -40.92 -31.11 -29.78 5
trans-2-Butene -4.89 -6.61 -1.75 -5.08 -3.35 -3.77 -2.99 1
cis-2-Butene -3.23 -5.79 -0.90 -3.89 -2.21 -3.56 -1.86 1
cis-2-Pentane -9.12 -10.89 -6.84 -8.98 -8.85 -7.79 -7.00 1
trans-2-Pentene -8.31 -13.08 -6.44 -9.53 -8.97 -7.76 -7.93 1
cis-2-Hexene -13.30 -17.69 -11.97 -14.08 -15.21 -12.72 -12.51 1
trans-2-Hexene -14.73 -18.13 -12.62 -15.08 -16.59 -14.17 -12.88 1
cis-3-Hexene -12.40 -17.39 -11.23 -14.25 -14.36 -13.52 -11.38 1
4-Methyl-1-pentene -12.30 -14.12 -9.89 -5.61 -10.61 -9.15 -12.25 1 2-Methyl-2-pentene -18.05 -21.41 -14.24 -15.25 -16.01 -16.88 -15.98 1
cis-3-Methyl-2-pentene -18.72 -20.78 -14.09 -14.47 -15.60 -16.74 -14.89 1
trans-3-Methyl-2-pentene -18.47 -20.99 -14.35 -14.92 -15.60 -16.64 -15.09 1
cis-4-Methyl-2-pentene -15.24 -17.64 -12.10 -11.18 -13.09 -12.69 -13.74 1
trans-4-Methyl-2-pentene -15.72 -16.65 -12.26 -11.40 -12.89 -12.84 -14.70 1 2-Ethyl-1-butene -14.23 -17.01 -11.37 -11.02 -12.52 -12.43 -13.39 1 3,3-Dimethyl-1-butene -15.40 -16.17 -10.03 1.90 -6.45 -8.55 -14.51 1 5-Methyl-1-hexene -17.39 -21.59 -15.35 -7.75 -16.19 -14.57 -15.70 1 3-Methyl-trans-3-hexene -23.03 -27.16 -19.72 -19.42 -22.15 -21.67 -18.36 1 3-Methyl-cis-3-hexene -22.41 -27.35 -19.39 -18.77 -21.94 -22.65 -18.98 1 2,4-Dimethyl-1-pentene -21.60 -24.99 -17.95 -10.47 -16.66 -17.58 -20.03 1 4,4-Dimethyl-1-pentene -21.20 -22.86 -16.10 -0.96 -13.04 -14.95 -19.44 1 2,4-Dimethyl-2-pentene -24.49 -28.39 -20.00 -16.52 -19.99 -21.60 -21.20 1 4,4-Dimethyl-trans
-2-pentene -24.19 -26.37 -17.83 -7.67 -15.69 -17.96 -21.22 1 4,4-Dimethyl-cis-2-pentene -20.52 -22.59 -16.07 -4.14 -12.67 -14.81 -17.36 1 3-Methyl-2-ethyl-1-butene -20.98 -21.53 -16.76 -11.37 -16.06 -16.88 -19.01 1 2,3,3-Trimethyl-1-butene -24.33 -25.24 -16.52 0.42 -11.92 -16.36 -20.43 1 2,2-Dimethyl-cis-3-hexene -27.56 -29.64 -21.29 -9.18 -20.07 -23.55 -21.34 1 2,2-Dimethyl-trans
-3-hexene -29.29 -33.60 -23.63 -12.51 -22.05 -23.20 -25.73 1 2-Methyl-3-ethyl-1-pentene Fit -25.71 -26.32 -21.97 -12.83 -21.02 -21.31 -23.97 1 2,4,4-Trimethyl-1-pentene -27.01 -31.63 -23.30 -6.29 -18.79 -21.42 -26.37 1 2,4,4-Trimethyl-2-pentene -33.04 -34.15 -23.55 -9.74 -20.76 -27.02 -25.07 1
Allene Fit 46.98 43.48 42.42 43.93 46.14 47.06 45.63 1
1,2-Butadiene 39.21 33.62 34.91 33.54 37.11 37.99 38.78 1 1,2-Pentadiene 35.43 27.59 29.44 28.69 31.72 33.94 33.62 1 2,3-Pentadiene 31.27 23.80 27.34 23.17 28.14 28.95 31.80 1 3-Methyl-1,2-butadiene 30.48 22.64 27.31 26.09 30.12 29.20 30.85 6
trans-Dimethyl butatriene 64.60 52.05 55.85 50.14 57.21 59.52 63.30 7 1,3-Butadiene Fit 28.12 27.38 28.74 28.96 29.91 31.03 26.11 1 1, trans-3-Pentadiene 18.91 16.86 20.23 18.99 20.32 21.29 18.12 1 1, cis-3-Pentadiene 19.19 23.07 20.60 19.39 20.57 21.28 19.13 1 1,4-Pentadiene 24.27 23.13 23.88 24.72 24.71 26.49 25.25 1
cis-1,3,5-Hexatriene 41.42 40.42 42.27 42.56 42.91 45.06 41.10 8 1,5-Hexadiene 19.15 15.83 18.03 20.17 18.02 21.08 20.11 1
Isoprene 18.79 17.99 21.26 23.67 23.33 22.65 18.06 1
Propyne Fit 41.11 38.73 37.60 41.39 43.41 40.22 44.39 1 1-Butyne Fit 36.93 33.34 32.63 36.14 37.49 35.69 39.49 1 1-Pentyne Fit 31.69 27.19 26.93 31.30 30.61 30.24 34.40 10
1-Hexyne 26.49 21.17 21.37 26.57 23.78 24.83 29.23 10
1-Heptyne 21.32 16.09 15.78 21.86 16.94 19.41 24.80 10
1-Octyne 16.02 9.06 10.19 17.15 10.09 14.00 19.29 10
1-Nonyne 10.78 3.01 4.60 12.44 3.25 8.58 14.88 10
1-Decyne 5.54 -3.05 -0.99 7.73 -3.59 3.16 10.01 5
2-Butyne 34.98 26.10 28.87 24.89 31.97 29.76 34.71 1
2-Pentyne 30.80 20.74 23.90 19.65 26.09 25.25 30.70 10
2-Hexyne 25.56 14.58 18.21 14.82 19.21 19.81 25.73 10
3-Hexyne 26.63 17.68 18.94 15.68 20.22 20.78 25.19 10
3-Methyl-1-butyne 30.24 26.39 27.11 33.90 33.30 30.71 32.60 3 3,3-Dimethylbutyne 21.44 17.86 21.07 35.36 30.84 25.27 25.57 11
2-Heptyne 20.36 8.56 12.65 10.09 12.38 14.47 20.26 12
1,3-Butadiyne 105.08 99.68 95.33 103.20 106.08 102.46 113.00 3
3-Heptyne 21.36 9.22 13.22 9.57 13.32 15.29 19.78 12
2-Octyne 15.11 2.50 7.05 5.38 5.53 8.99 15.24 12
3-Octyne 16.16 3.19 7.66 4.84 6.49 9.88 14.94 12
4-Octyne 16.12 3.07 7.52 4.74 6.43 9.83 14.36 12
1-Buten-3-yne 66.24 63.40 61.03 65.58 67.92 66.37 72.80 3 1-Pentyne-cis-3-ene 57.39 54.04 52.34 55.84 58.40 56.62 61.10 13 1-Pentyne-trans-3-ene 56.30 52.84 52.41 55.41 57.77 55.98 61.40 13 3-Methyl-1-butyne-3-ene 56.65 52.53 53.20 58.27 61.12 57.55 61.80 14
Benzene Fit 23.22 25.59 22.17 21.32 22.02 23.45 19.81 1
Napthalene 40.81 40.31 37.60 38.33 40.58 40.68 36.05 1
Anthracene 62.22 58.45 56.81 58.85 63.71 61.69 55.2 1
Biphenyl 47.27 50.64 44.20 46.08 47.68 48.08 43.53 1
Azulene 82.88 78.82 77.47 72.14 84.44 81.35 73.5 1
Indene 41.64 42.45 39.91 38.32 45.77 40.67 39.08 1
Biphenylene 113.33 103.95 94.78 120.37 109.83 100.48 5
Toluene Fit 13.52 13.59 14.06 13.57 14.42 14.11 11.99 1
Ethylbenzene 9.99 10.17 8.99 10.91 9.11 10.50 7.15 1
Styrene 37.93 38.60 36.54 39.04 38.72 39.19 35.30 1
Phenylacetylene 75.80 74.05 69.18 73.90 76.49 74.66 78.22 3
Cumene 2.25 4.22 3.57 8.17 4.71 4.75 0.94 3
n-Propylbenzene 4.89 4.19 4.26 6.54 2.35 5.27 1.87 3
o-Xylene 4.90 4.76 6.30 8.92 8.03 6.20 4.56 1
m-Xylene 3.82 1.60 6.00 5.93 6.86 4.81 4.14 1
p-Xylene 3.73 2.40 6.02 5.75 6.79 4.74 4.31 1
1-Methyl-2-ethylbenzene 0.39 -0.79 1.92 4.56 2.09 0.84 0.39 1 1-Methyl-3-ethylbenzene -0.20 -2.89 0.95 1.15 1.10 0.15 -0.43 1 1-Methyl-4-ethylbenzene -0.22 -2.76 0.90 0.96 1.05 0.14 -0.76 1 1,2,4-Trimethylbenzene -5.90 -7.77 -1.72 1.08 0.40 -3.70 -3.31 1 1,2,3-Trimethylbenzene -4.71 -6.61 -0.30 4.67 1.25 -2.03 -2.26 1
Mesitylene -5.83 -10.31 -1.99 -1.62 -0.65 -4.46 -3.81 1
Indane 14.10 32.51 9.21 6.49 11.51 11.25 14.42 1
Cyclopropane Fit 13.50 13.17 16.85 11.22 17.78 16.27 12.73 1 Cyclobutane Fit -3.23 -5.40 -3.28 -11.89 -0.99 -3.79 6.78 1 Cyclopentane Fit -20.83 -21.55 -24.86 -30.37 -28.77 -23.78 -18.44 1 Cyclohexane Fit -27.47 -33.56 -33.84 -34.75 -38.53 -31.00 -29.50 1 Cycloheptane -27.08 -30.68 -34.95 -33.60 -40.73 -30.85 -28.22 1 Cyclooctane -29.90 -33.45 -36.91 -34.62 -45.03 -34.13 -29.73 1 Cyclononane -35.31 -36.33 -40.25 -34.13 -50.07 -39.82 -31.73 1 Methylcyclopropane 5.18 4.24 8.99 4.04 10.81 8.55 5.50 4 Methylcyclopentane -28.25 -30.09 -31.17 -32.84 -34.05 -29.93 -25.27 1
ax-Methylcyclohexane -34.35 -38.02 -38.99 -35.15 -42.26 -35.73 -35.24 15
Ethylcyclopropane 2.63 2.15 3.63 1.97 6.47 5.73 1.10 16
Ethylcyclopentane -33.23 -35.27 -36.45 -36.59 -40.31 -34.89 -30.34 1 Propylcyclopentane Fit -38.53 -41.23 -42.04 -41.19 -47.18 -40.33 -35.37 1 Butylcyclopentane -43.76 -47.49 -47.64 -45.88 -53.99 -45.75 -40.22 3 Ethylcyclohexane -38.50 -46.29 -44.84 -39.35 -48.42 -38.81 -41.03 1
n-Propylcyclohexane -44.24 -50.99 -49.74 -43.02 -55.47 -46.75 -46.17 1 Methylenecyclopropane 42.19 41.36 41.99 37.90 47.66 44.52 47.92 1 Methylenecyclobutane 19.64 15.85 17.40 10.90 25.11 19.66 29.05 2 Methylenecyclopentane -2.22 -5.52 -6.40 -8.79 -6.07 -3.86 3.00 2
1,2,3-Trimethylenecyclopropane 98.72 93.96 91.99 90.74 105.58 100.88 94.60 17 1,2-Dimethylenecyclobutane 43.04 36.69 38.82 33.64 51.19 43.66 48.80 7
3-(2-Propylidenen)-1,4-pentadiene 28.45 25.48 28.41 32.63 33.82 32.02 30.90 7
cis
-1,2-Dimethylcyclopropane
-1.20 -3.59 1.91 -2.09 4.77 1.48 1.30 10
Ethylcyclobutane -16.00 -19.48 -15.90 -21.05 -13.44 -15.79 -6.29 7
cis
-1,2-Dimethylcyclopentane -34.41 -34.92 -36.14 -32.31 -37.30 -33.89 -30.95 1
trans
-1,2-Dimethylcyclopentane -35.94 -37.24 -37.27 -34.53 -39.19 -35.90 -32.66 1
cis
-1,3-Dimethylcyclopentane
trans
-1,3-Dimethylcyclopentane -35.36 -38.31 -37.27 -35.08 -39.18 -35.86 -31.92 1
cis
-1,2-Dimethylcyclohexane
-41.09 -43.86 -44.25 -34.40 -46.25 -40.36 -41.13 1
trans
-1,2-Dimethylcyclohexane -42.17 -47.84 -45.18 -35.23 -47.71 -42.00 -42.99 1
cis
-1,3-Dimethylcyclohexane -43.03 -49.33 -46.06 -37.55 -48.83 -42.69 -44.13 1
trans
-1,3-Dimethylcyclohexane
-42.05 -45.99 -45.04 -36.44 -47.30 -34.23 -42.18 1
cis
-1,4-Dimethylcyclohexane -42.13 -45.83 -45.11 -36.60 -38.40 -41.59 -42.20 1
trans
-1,4-Dimethylcyclohexane -43.04 -49.37 -46.10 -37.66 -48.85 -42.71 -44.10 1
cis-cis
-1,3,5-Trimethylcyclohexane
-50.78 -57.14 -52.11 -38.83 -53.95 -48.50 -50.69 1
cis-trans
-1,3,5-Trimethylcyclohexane -49.75 -53.77 -51.06 -37.63 -52.48 -47.34 -49.37 3 1,1-Dimethylcyclopropane -4.41 -6.36 1.02 2.05 5.71 0.77 -1.97 18 1,1-Dimethylcyclopentane -37.31 -38.07 -37.45 -29.98 -36.92 -35.86 -33.04 1 1,1-Dimethylcyclohexane -43.72 -38.99 -45.15 -31.49 -45.34 -41.56 -43.23 1 Vinylcyclopropane 29.31 28.45 31.68 29.00 34.95 33.87 30.40 7 1,3-Cycloheptadiene 22.83 17.88 13.00 11.38 12.95 19.17 22.56 1 Cyclooctatetraene 68.84 64.43 57.92 56.64 64.40 66.75 71.13 1 Cyclopropene Fit 62.69 68.25 66.53 68.30 74.81 68.17 66.20 1 Cyclobutene Fit 35.95 33.93 35.89 31.03 45.76 37.67 37.45 1
Cyclopentene Fit 4.41 4.51 2.66 -0.26 2.98 3.02 8.23 1
Cyclohexene -1.61 -6.59 -8.71 -9.88 -10.05 -4.88 -1.08 1 Cyclooctene -2.67 -5.47 -12.76 -5.81 -14.92 -2.11 -6.45 1 1-Methylcyclopropene 54.78 56.33 56.42 53.70 64.66 57.38 58.21 1 1,2-Dimethylcyclopropene 47.42 44.60 46.42 39.27 54.71 46.92 46.40 10
cis -1-Methyl-2-vinylcyclopropane
21.99 21.38 24.26 22.38 28.90 27.14 24.60 7
3,4-Dimethylenecyclobutene 85.61 78.65 80.83 77.59 99.70 88.43 80.40 7 1,2,3,4,5-Pentamethyl
cyclopentadiene
-12.27 -17.84 -7.67 -6.37 0.38 -11.91 -5.90 7
1-Methylcyclopentene -5.22 -7.71 -6.39 -10.22 -5.57 -7.03 -0.60 1 3-Methylcyclopentene -2.34 -3.37 -3.45 -3.66 -1.99 -2.63 2.00 1 4-Methylcyclopentene -2.74 -3.77 -3.63 -3.06 -2.29 -3.01 3.50 1 1-Ethylcyclohexene -16.05 -22.41 -21.70 -21.39 -23.46 -18.90 -15.16 1 1,3,5-Cycloheptatriene 43.98 41.42 35.21 33.87 38.31 42.51 43.90 1 1,3-Cyclopentadiene Fit 30.64 33.82 33.00 32.09 37.06 31.76 31.94 1
Fulvene Fit 53.96 53.70 55.83 53.69 62.66 56.21 53.60 7
1,3-Cyclohexadiene 22.86 19.17 16.48 14.54 17.56 20.52 25.38 1
Bullvalene 78.26 72.87 60.15 84.29 75.44 76.85 79.85 5
Spiropentane 38.57 40.66 41.77 33.69 50.45 43.11 44.25 1 Bicyclopropyl 30.45 30.83 34.22 28.88 40.21 36.49 30.90 1 Bicyclo[2.1.0]pentane 34.13 32.67 35.77 30.20 46.06 37.80 37.30 10 Norbornane -11.85 -13.36 -18.01 -10.43 -14.44 -13.69 -12.42 16 Norbornadiene 57.44 59.40 53.55 62.90 67.70 58.78 58.64 2 Cyclo[2.2.2]octane -23.27 -28.57 -37.01 -26.31 -35.68 -27.61 -23.64 2 1,4-Dimethylnorbornane -30.10 -32.31 -34.15 -16.38 -23.45 -27.97 -30.63 19 2,3-Dimethylnorbornane -25.09 -26.58 -29.33 -13.45 -23.23 -24.92 -25.71 19 Bicyclo[2.2.0]hexane 11.69 9.09 9.73 2.53 21.22 12.14 29.80 20
cis-Bicyclo[4.2.0]octane -12.08 -17.12 -21.30 -23.60 -17.19 -15.74 -6.39 1
cis-Bicyclo[3.3.0]octane -27.57 -27.22 -35.90 -36.43 -37.13 -31.62 -22.21 2
trans-Bicyclo[3.3.0]octane -14.74 -17.42 -23.47 -21.60 -23.38 -18.83 -15.91 2
cis-Bicyclo[4.3.0]nonane -24.18 -35.75 -43.01 -37.91 -40.66 -36.01 -30.38 1
trans-Bicyclo[4.3.0]nonane -28.16 -31.31 -39.87 -34.02 -41.42 -31.85 -31.42 1
cis-Bicyclo[4.4.0]decane -39.42 -44.99 -51.65 -40.37 -54.06 -42.69 -40.43 2
trans-Bicyclo[4.4.0]decane -41.04 -49.92 -53.18 -41.77 -56.25 -44.49 -43.52 2 Cubane 109.56 109.52 105.32 99.08 151.22 113.82 148.70 1 Adamantane -30.19 -38.80 -49.17 -26.38 -43.21 -34.64 -31.93 2 Diamantane -32.77 -45.00 -65.29 -22.55 -48.72 -38.45 -34.87 21 Bicyclo[3.1.0]hexane 6.92 6.06 4.69 2.06 8.60 8.08 9.09 1 Bicyclo[4.1.0]heptane 1.31 -1.88 -4.34 -5.73 -1.59 1.23 0.34 1 Bicyclo[5.1.0]octane 0.97 -0.89 -6.43 -5.54 -4.53 0.25 -3.85 1 Bicyclo[6.1.0]nonane -0.85 5.64 -8.75 -5.40 -7.22 -3.06 -7.39 1 Bicyclo[1.1.1]pentane 65.60 60.31 60.38 58.28 82.97 68.32 49.60 20 Bicyclo[2.1.1]hexane 21.27 16.91 17.06 19.34 29.04 21.21 15.30 20 Cyclodecane -39.76 -41.96 -44.22 -34.91 -54.95 -44.42 -36.88 2 Cyclododecane -52.76 -53.01 -56.81 -43.27 -70.85 -27.02 -54.58 2
eq-Methylcyclohexane -35.27 -41.48 -39.97 -36.19 -43.70 -36.86 -36.98 2 Protoadamantane -21.27 -25.32 -38.97 -17.69 -32.48 -25.09 -20.53 2 tri-tert-Butylmethane -59.56 -51.55 -42.68 32.57 -33.28 -49.91 -56.21 22
Nitrogen 9.51 26.37 30.59 8.28 11.17 17.57
Ammonia Fit -11.21 -10.70 -9.31 -6.37 -7.28 -3.07 -10.98 23 Methylamine Fit -7.19 -8.61 -5.06 -7.55 -7.37 -5.18 -5.50 1 Ethylamine Fit -12.71 -14.40 -11.05 -13.60 -13.50 -11.14 -11.35 1
n-Propylamine Fit -17.84 -20.42 -16.57 -18.31 -20.35 -16.50 -16.77 1
n-Butylamine -22.98 -26.43 -22.11 -23.02 -27.03 -21.83 -22.71 2 Dimethylamine Fit -6.14 -8.00 -1.97 -6.64 -5.63 -7.89 -4.43 1 Trimethylamine Fit -7.56 -7.44 0.62 -2.78 -1.71 -10.87 -5.67 2 Isopropylamine Fit -20.57 -21.37 -17.25 -16.37 -17.48 -17.32 -20.02 2
tert-Butylamine Fit -32.11 -31.67 -25.81 -15.46 -21.33 -25.21 -28.91 2 Diethylamine -16.90 -19.93 -13.70 -17.82 -17.92 -19.57 -17.33 2 Triethylamine -21.04 -16.65 -13.55 -14.70 -16.16 -26.53 -22.06 2 Diisopropylamine -33.24 -31.91 -26.19 -20.37 -25.56 -31.92 -34.41 4 Hydrocyanic acid Fit 26.83 33.92 30.31 35.32 31.01 32.95 32.30 24 Acetonitrile Fit 20.38 21.05 20.14 19.23 19.28 23.29 17.70 25 Propionitrile Fit 15.92 14.73 15.03 13.77 13.02 18.55 12.31 2
n-Propyl cyanide Fit 10.70 8.58 9.32 8.93 6.14 13.13 8.12 2 Isopropyl cyanide Fit 8.97 6.85 9.33 11.33 8.47 13.40 5.57 2
Cyanogen 74.50 77.81 69.31 66.59 67.93 77.47 73.30 2
Malononitrile 60.89 63.18 56.28 55.61 54.27 64.44 63.64 26 Acrylonitrile Fit 46.48 46.48 44.34 43.85 44.96 50.16 43.16 2 E-2-Butenedinitrile 81.33 82.65 77.01 74.74 76.01 85.99 81.30 1 Tricyanoethylene Fit 121.68 122.15 114.04 110.48 113.33 126.86 124.39 1 Dicyanacetylene Fit 131.05 125.34 117.94 111.40 119.79 128.05 127.50 24
Hydrazine 18.17 16.93 16.57 14.21 13.68 20.67 22.79 24
Methylhydrazine Fit 19.41 17.85 19.12 14.47 17.33 17.90 22.60 1 1,2-Dimethylhydrazine Fit 21.57 21.06 22.45 15.10 24.02 16.46 21.99 2 1,1-Dimethylhydrazine Fit 18.62 19.31 21.49 18.14 23.97 15.11 20.06 2 2,3-Diazabutadiene 54.98 51.65 56.47 46.19 58.16 57.00 58.00 4 Tetramethyltetrazene 68.96 57.56 76.84 47.84 88.59 62.28 64.70 2 Azidomethylbenzene 89.15 109.95 94.30 92.87 101.84 95.91 99.50 5 Methyl azide 63.46 83.57 72.95 67.27 77.64 70.56 67.00 4 Isocyanomethane Fit 47.10 40.47 53.95 60.35 50.38 54.69 39.08 2
trans-Diazene 29.67 45.29 42.81 31.85 31.55 37.75 36.00 4
Azoisopropane 4.13 9.77 16.74 2.64 14.76 6.06 8.55 2
Ethylenediamine -6.25 -7.18 -6.46 -7.26 -9.36 -4.01 -4.07 5 Methyleneimine 16.63 22.11 19.59 19.74 18.69 21.08 16 27
Guanidine 3.35 2.97 4.72 12.64 18.69 13.29 8.00 4
Aziridine Fit 30.72 30.13 31.59 25.09 33.13 31.61 30.24 2 Pryrrolidine Fit -6.46 -6.34 -10.62 -15.84 -10.43 -11.38 -0.81 2 Piperidine Fit -10.82 -13.99 -15.99 -19.03 -19.03 -16.51 -11.27 2 Cyclopentyl azide 51.08 71.43 53.00 51.49 59.23 56.38 52.80 4 Cyclohexyl azide 45.25 61.88 44.73 47.91 49.75 50.09 36.90 4
Diazirine 88.75 90.60 95.01 72.42 86.83 91.68 63.85 28
Pyrrole Fit 24.66 29.36 32.68 32.45 39.88 27.11 25.88 2
Tetrazole 83.85 69.38 79.76 53.84 109.65 86.25 79.95 2
Pyridazine Fit 53.28 54.05 50.88 43.61 55.33 56.00 66.52 2
Pyrimidine 35.42 38.61 36.39 34.97 43.92 37.97 46.83 2
Pyrazine 36.99 41.63 39.74 37.76 44.23 39.32 46.86 2
2-Methylpyridine 19.32 21.94 21.33 19.85 25.65 21.15 23.70 2 3-Methylpyridine 19.09 20.42 20.89 20.48 24.11 20.86 25.42 2 4-Methylpyridine 18.88 20.59 20.51 20.86 24.16 20.78 24.80 2 2,3-Dimethylpyridine 11.53 10.91 13.10 15.14 20.61 12.21 16.32 1 2,4-Dimethylpyridine 9.28 9.70 12.71 12.06 17.82 11.62 15.27 1 2,5-Dimethylpyridine 9.60 9.53 13.09 11.44 17.68 11.67 15.88 1 2,6-Dimethylpyridine 9.80 11.12 13.59 10.97 19.48 12.06 14.03 1 3,4-Dimethylpyridine 9.98 10.87 13.32 15.35 17.24 12.52 16.74 1 3,5-Dimethylpyridine 9.28 8.06 12.60 12.24 16.17 11.35 17.40 1 Benzotriazole 85.82 75.93 82.81 64.02 104.20 85.60 80.19 5
Indole 42.37 43.33 45.84 44.22 55.16 42.65 37.41 2
Aniline Fit 18.46 19.21 19.13 21.72 20.50 22.96 20.81 2
Phenyl cyanide Fit 56.15 56.69 52.45 51.98 53.38 58.49 51.55 2 Phenylhydrazine 48.27 50.07 46.00 45.28 49.97 47.65 48.49 2 Cyclobutylamine -3.08 -3.97 -3.95 -6.44 0.23 -0.89 9.84 2 Cyclopentyamine -16.84 -18.41 -21.50 -22.47 -22.68 -17.79 -13.13 2 Cyclohexylamine -23.84 -28.20 -30.05 -25.72 -31.87 -24.60 -25.06 2 Isobutylamine 14.92 -26.98 17.67 14.57 20.50 19.91 18.42 5 Quinuclidine -5.31 -3.19 -14.84 -3.56 -8.22 -13.00 -1.01 2 2-Methylpiperidine -18.63 -21.62 -22.18 -21.26 -23.15 -22.61 -20.18 2
Quinoline 46.76 48.52 45.24 44.75 52.19 47.55 47.93 29
Isoquinoline 46.24 47.24 44.35 45.29 50.17 47.19 48.9 29 Quinoxaline 54.77 58.25 56.29 52.79 65.57 56.17 57.43 30
Acridine 74.91 69.71 65.02 66.99 78.84 72.71 65.46 31
Phenazine 78.35 77.94 76.78 88.55 92.97 78.92 80.86 32
3,4-Benzoquinoline 61.94 61.50 58.58 60.70 68.03 61.13 57.48 29 5,6-Benzoquinoline 63.09 61.98 61.59 69.17 62.10 55.86 33 7,8-Benzoquinoline 62.56 62.53 58.32 60.00 68.28 62.60 59.85 31
Carbazole 56.22 54.88 55.88 78.92 67.76 53.93 50.10 34
Benzimidazole 46.72 45.00 49.40 45.89 67.09 47.75 43.43 35
Indazole 66.53 62.92 65.54 58.09 82.30 65.26 58.08 35
Pyrazole 47.23 47.85 50.53 45.40 65.56 48.83 42.88 35
Imidazole 27.98 29.68 33.98 33.27 50.84 31.31 31.76 35
Methanol Fit -49.01 -50.59 -47.55 -57.35 -57.03 -51.88 -48.07 1 Ethanol Fit -55.09 -55.95 -53.68 -62.99 -62.66 -56.85 -56.24 1 1-Propanol Fit -60.21 -62.05 -59.20 -67.72 -69.53 -62.20 -61.17 1 1-Butanol Fit -65.39 -68.03 -64.69 -72.44 -76.32 -67.57 -65.79 1 1-Pentanol Fit -70.64 -74.09 -70.29 -77.14 -83.17 -73.00 -70.66 1 1-Hexanol -75.87 -80.14 -75.87 -81.85 -90.01 -78.41 -75.65 1 1-Heptanol -81.11 -86.19 -81.46 -86.56 -96.86 -83.83 -79.09 1 1-Octanol -86.35 -92.25 -87.05 -91.27 -103.71 -89.25 -85.30 1 1-Nonanol -91.59 -98.30 -92.64 -95.98 -110.55 -94.68 -91.12 1 2-Propanol Fit -65.53 -65.17 -62.17 -65.41 -68.03 -63.95 -65.12 1 Isobutanol -69.15 -69.44 -67.64 -68.72 -75.38 -69.36 -67.84 1 2-Butanol Fit -70.65 -69.94 -67.74 -69.42 -74.62 -69.14 -69.98 1
tert-Butanol Fit -77.49 -75.36 -70.79 -64.27 -71.60 -71.28 -74.72 1 2-Pentanol -75.71 -75.86 -73.18 -74.01 -81.40 -74.82 -75.18 1 3-Pentanol -74.62 -74.02 -73.13 -73.46 -80.67 -73.51 -75.21 1 2-Methyl-1-butanol -71.42 -76.29 -70.03 -71.71 -80.01 -71.93 -72.19 5 3-Methyl-1-butanol -74.92 -77.27 -72.40 -72.42 -82.22 -74.60 -72.02 1 2-Methyl-2-butanol -81.69 -79.27 -75.50 -66.49 -77.03 -75.64 -79.07 1 3-Methyl-2-butanol -76.90 -75.70 -72.68 -68.04 -78.44 -74.01 -75.35 1 2-Ethyl-1-hexanol -89.01 -90.33 -87.76 -82.83 -100.60 -89.61 -87.31 1 Ethylene glycol -90.90 -94.58 -90.85 -106.10 -107.50 -95.22 -92.62 2 1,2-Propanediol -102.40 -103.19 -103.81 -109.26 -115.06 -103.62 -104.63 1 1,3-Butanediol -107.65 -108.63 -107.78 -111.91 -120.81 -108.67 -107.51 1 2,3-Butanediol -109.79 -104.59 -107.81 -108.54 -117.07 -107.79 -115.27 1 Glycerol Fit -140.01 -139.98 -143.08 -153.82 -162.06 -143.59 -139.30 1 L-Erythritol -184.35 -181.39 -190.85 -195.23 -210.30 -187.84 -185.28 1 Allyl alcohol Fit -30.15 -32.74 -30.24 -37.57 -37.34 -31.25 -29.55 1
tert-Pentyl alcohol -78.69 -78.68 -73.98 -65.57 -78.75 -75.49 -78.65 3 Cyclopentanol -61.67 -62.16 -66.25 -71.62 -73.03 -64.42 -57.97 1 Cyclohexanol Fit -68.72 -71.67 -74.96 -74.96 -82.42 -71.18 -68.38 1
cis-2-Methylcyclohexanol -74.39 -74.73 -79.79 -74.26 -85.48 -74.96 -78.16 2
trans-2-Methylcyclohexanol -76.03 -78.12 -80.94 -75.09 -87.13 -77.01 -84.26 2
cis-3-Methylcyclohexanol -76.47 -81.37 -81.03 -76.30 -87.54 -76.99 -83.86 2
trans-3-Methylcyclohexanol -74.68 -79.12 -83.46 -76.04 -86.31 -75.95 -78.66 2
cis-4-Methylcyclohexanol -74.50 -79.46 -83.61 -76.17 -86.29 -75.93 -83.06 2
trans-4-Methylcyclohexanol -76.47 -79.64 -81.08 -76.41 -87.58 -77.02 -87.76 2 Phenol Fit -23.67 -24.29 -22.06 -26.67 -22.24 -21.66 -23.04 1 Benzyl alcohol -22.86 -22.76 -25.94 -29.29 -31.18 -25.11 -22.60 5
o-Cresol -31.75 -33.54 -30.03 -33.20 -29.01 -29.62 -30.73 1
p-Cresol -33.05 -36.22 -30.02 -34.55 -29.79 -30.91 -29.96 1 2,3-Xylenol -41.16 -43.39 -36.53 -35.94 -35.65 -39.19 -37.57 1 2,4-Xylenol -41.94 -46.03 -37.75 -40.18 -36.96 -39.51 -38.93 1 2,5-Xylenol -42.19 -46.13 -37.90 -40.01 -37.00 -39.63 -38.63 1 2,6-Xylenol -40.47 -43.05 -37.70 -38.48 -36.10 -38.07 -38.66 1 3,4-Xylenol -41.79 -45.76 -37.78 -38.89 -36.14 -38.75 -37.42 1 3,5-Xylenol -43.19 -48.17 -38.21 -41.55 -37.34 -40.29 -38.61 1 Hydroquinone -69.51 -73.33 -65.20 -73.93 -65.65 -65.97 -63.38 1 Furfuryl alcohol -56.88 -58.63 -49.10 -62.68 -49.19 -51.78 -50.62 1 Diethylene glycol -132.23 -130.43 -132.55 -147.49 -156.55 -136.86 -136.52 2 Dimethyl ether Fit -46.00 -45.72 -42.53 -51.22 -53.17 -48.31 -43.99 1 Diethyl ether Fit -57.30 -57.05 -54.32 -61.99 -64.36 -57.44 -60.26 1 Dipropyl ether Fit -67.48 -69.21 -65.26 -71.43 -78.03 -68.06 -69.85 1 Dibutyl ether Fit -77.84 -81.18 -76.25 -80.85 -91.61 -78.82 -79.82 1 Diisopropyl ether -76.35 -71.02 -69.17 -64.78 -72.08 -68.92 -76.20 1 di-sec-Butyl ether Fit -83.45 -77.34 -78.93 -71.73 -82.78 -76.69 -86.26 1 di-tert-Butyl ether -93.80 -83.49 -80.89 -51.63 -71.42 -76.69 -86.51 2 Methyl ethyl ether -51.69 -51.40 -48.44 -56.62 -58.78 -52.93 -51.72 1 Methyl propyl ether -56.77 -57.49 -53.91 -61.34 -65.62 -58.24 -56.82 1 Methyl isopropyl ether -61.04 -58.15 -55.51 -58.16 -62.23 -58.48 -60.24 1 Methyl tert-butyl ether -71.79 -65.80 -63.75 -54.56 -64.82 -64.15 -67.69 2 Isopropyl tert-Butyl ether -86.40 -77.65 -76.53 -60.38 -73.52 -74.25 -85.60 3 Dimethoxymethane -84.79 -83.20 -74.15 -89.94 -95.44 -87.43 -83.27 1 1,1-Dimethoxyethane Fit -96.79 -89.54 -92.41 -91.20 -103.04 -94.71 -93.26 1 2,2-Diethoxypropane -118.75 -109.08 -113.39 -96.25 -109.81 -107.98 -121.09 2 Divinyl ether Fit -7.97 -8.87 -1.26 -3.45 2.15 0.79 -3.27 1 Ethyl vinyl ether -32.58 -33.59 -28.02 -32.81 -31.33 -28.30 -33.63 1 Ethylene oxide Fit -10.47 -8.99 -8.32 -15.53 -8.96 -8.13 -12.58 1 Propylene oxide -20.62 -18.83 -17.95 -23.03 -15.70 -16.58 -22.63 1 Oxetane -25.46 -27.38 -23.87 -37.16 -25.55 -26.71 -19.25 2 Tetrahydrofuran Fit -47.72 -47.28 -51.66 -59.28 -58.40 -51.29 -44.02 2 Tetrahydropyran Fit -54.25 -55.21 -60.00 -62.03 -67.03 -57.41 -53.39 2 1,3-Dioxolan -78.34 -78.63 -79.81 -92.98 -93.73 -82.32 -71.22 2 1,4-Dioxane -80.50 -77.78 -84.29 -89.21 -94.97 -83.12 -75.51 1 1,3-Dioxane -84.97 -83.08 -89.06 -94.26 -101.88 -87.78 -83.71 1 2-Methyl-1,3-dioxan -93.76 -90.72 -95.85 -97.94 -104.60 -92.25 -95.37 1 4-Methyl-1,3-dioxan -93.07 -91.07 -95.74 -97.01 -105.88 -92.91 -90.46 1
2-cis-4-trans
-6-Trimethyl-1,3-dioxan -111.24 -105.08 -110.12 -102.11 -112.25 -102.88 -106.76 1 2-Methoxytetrahydropyran Fit -92.48 -90.08 -94.48 -100.61 -104.91 -93.11 -95.50 2 1,3-Dioxacycloheptane -88.61 -85.73 -95.21 -94.96 -106.67 -90.99 -82.83 2 -Trioxan Fit -119.66 -118.32 -119.49 -131.10 -143.02 -122.42 -113.27 2 Anisole Fit -18.00 -16.67 -14.53 -17.66 -15.84 -14.54 -17.27 1
Furan Fit -12.03 -8.99 -0.98 -8.61 2.96 -4.03 -8.30 1
Dihydropyran -28.01 -32.89 -37.49 -38.00 -34.02 -29.41 -26.96 5 Formaldeyde Fit -30.18 -31.20 -27.28 -32.88 -31.49 -34.08 -25.95 2 Acetaldehyde Fit -43.54 -43.72 -40.04 -42.28 -41.56 -44.20 -39.73 1 Propanal Fit -46.99 -48.24 -45.61 -47.53 -47.66 -48.58 -45.45 1 Butanal Fit -52.36 -54.31 -51.39 -52.18 -54.60 -54.07 -48.94 1 Pentanal Fit -57.53 -60.33 -56.91 -56.89 -61.41 -59.45 -54.45 3 Hexanal -62.79 -66.38 -62.52 -61.59 -68.26 -64.88 -59.37 3 Heptanal -68.02 -72.43 -68.10 -66.30 -75.10 -70.29 -63.10 3 Octanal -73.26 -78.49 -73.24 -71.01 -81.95 -75.71 -69.23 3 2-Methylpropanal -54.02 -55.01 -51.18 -50.30 -51.80 -53.99 -52.25 1 2-Butanone -59.24 -61.50 -56.96 -54.04 -55.15 -57.44 -57.02 1 2-Butenal Fit -28.24 -29.02 -27.11 -28.28 -26.94 -28.72 -24.03 1 Glyoxal -61.96 -63.59 -54.78 -61.39 -58.71 -64.31 -50.66 2 Benzaldehyde Fit -9.41 -8.40 -10.02 -9.93 -8.07 -10.64 -8.78 2 Acetic anhydride Fit -142.94 -146.99 -139.55 -131.50 -131.15 -134.94 -137.06 1 Maleic anhydride -97.36 -100.34 -87.93 -88.47 -76.35 -90.08 -95.19 2 Acetone Fit -55.83 -57.12 -51.56 -49.40 -49.19 -53.32 -51.90 1 3-Pentanone Fit -62.60 -65.74 -62.32 -58.61 -61.10 -61.52 -61.65 1 2-Pentanone -64.62 -67.56 -62.71 -58.61 -62.09 -62.93 -61.92 1 3-Methyl-2-butanone -65.40 -68.16 -62.24 -56.59 -59.37 -62.41 -62.76 36 2-Hexanone -69.79 -73.57 -68.22 -63.32 -68.90 -68.31 -66.87 1 3,3-Dimethyl-2-butanone Fit -74.07 -75.08 -67.66 -50.53 -61.25 -66.73 -69.47 36 3-Hexanone -67.98 -71.81 -68.07 -63.16 -68.04 -67.01 -66.51 1 2-Methyl-3-pentanone -68.86 -72.38 -67.69 -61.12 -65.33 -66.50 -68.38 37 2,2-Dimethyl-3-pentaone -77.16 -79.59 -72.89 -54.49 -67.07 -70.70 -75.00 37 2,4-Dimethyl-3-pentanone -75.98 -79.05 -72.77 -63.00 -69.30 -71.37 -74.40 37 Isopropyl tert-butyl ketone -84.30 -85.58 -77.79 -56.45 -70.88 -76.55 -80.84 1 Diacetyl -86.21 -87.37 -81.16 -75.55 -74.12 -81.39 -78.20 1 Acetylacetone Fit -93.93 -94.98 -91.32 -80.52 -81.55 -87.64 -90.47 1
Acetophenone Fit -19.10 -20.07 -20.24 -17.00 -9.73 -18.00 -20.71 2 Furfural -54.01 -54.47 -43.79 -48.42 -32.66 -44.92 -36.08 2 Tropolone -27.80 -36.00 -37.49 -38.57 -32.87 -30.97 -37.09 2 Formic acid Fit -93.21 -92.28 -90.96 -92.58 -97.38 -94.41 -90.57 1 Acetic acid Fit -103.67 -104.62 -100.63 -101.11 -102.99 -102.00 -103.26 1 Propionic acid Fit -107.25 -109.00 -106.28 -105.65 -109.04 -106.32 -108.37 2
n-Butyric acid Fit -112.60 -115.07 -111.96 -110.25 -115.95 -111.79 -113.73 2
n-Valeric acid -117.76 -121.07 -117.46 -114.96 -122.75 -117.16 -117.14 2 Hexanoic acid -122.98 -127.13 -123.06 -119.65 -129.60 -122.58 -122.54 2 Heptanoic acid -128.23 -133.18 -128.64 -124.36 -136.44 -127.99 -127.74 2 Oxalic acid -178.27 -184.90 -169.45 -170.54 -169.70 -174.53 -172.98 2 Maleic acid -161.63 -168.43 -157.46 -157.57 -152.14 -157.76 -162.38 2 Succinic acid -193.24 -196.31 -191.37 -186.65 -193.25 -190.70 -196.69 2 Acrylic acid Fit -76.16 -78.04 -72.77 -72.22 -71.36 -73.01 -80.36 3 Benzoic acid -65.80 -67.82 -68.81 -67.68 -65.13 -65.48 -70.67 2 Methyl formate Fit -87.45 -85.11 -85.15 -85.52 -91.05 -87.03 -84.96 2 Ethyl acetate Fit -103.78 -103.22 -100.84 -98.94 -102.21 -98.90 -106.34 1 Ethyl propionate Fit -107.30 -107.55 -106.44 -103.43 -108.22 -103.13 -111.12 2 Isopropyl acrylate -87.55 -89.31 -87.81 -83.25 -89.38 -82.79 -89.70 38 Methyl valerate -111.81 -113.81 -111.22 -107.45 -116.15 -109.19 -112.70 2
n-Butyl acetate -113.95 -115.26 -111.73 -108.38 -115.77 -109.51 -116.06 2 Methyl caproate -117.06 -119.87 -116.82 -112.15 -123.00 -114.61 -118.01 2 Ethyl pentanoate -117.82 -119.62 -117.62 -112.72 -121.93 -113.96 -121.16 2 Vinyl acetate -77.27 -78.09 -72.85 -69.00 -67.78 -68.48 -75.27 2 Methyl crotonate -82.01 -82.15 -79.91 -78.44 -80.57 -78.19 -81.72 2 Ethyl crotonate -88.01 -87.95 -86.28 -83.70 -86.34 -82.94 -89.78 2 Ethyl pent-4-ynotate -51.10 -52.63 -57.91 -46.95 -52.95 -49.01 -55.73 2 Ethyl pent-3-ynoate -50.82 -58.98 -58.97 -58.14 -55.62 -53.13 -56.83 2 Ethyl pent-2-ynoate -48.35 -57.54 -54.37 -56.10 -50.29 -49.92 -59.83 2 Ethyl -vinylacrylate -64.11 -64.01 -63.52 -59.88 -62.64 -58.07 -69.20 1 Ethyl 4-pentenoate -88.22 -88.83 -89.60 -83.38 -90.52 -83.43 -92.15 2 Ethyl cis-3-pentenoate -91.00 -91.98 -91.51 -87.58 -92.86 -87.92 -92.65 2 Ethyl trans-3-pentenoate -92.45 -92.69 -91.99 -88.75 -93.36 -88.05 -93.25 2 Ethyl cis-2-pentenoate -90.49 -92.51 -91.41 -86.79 -91.92 -86.07 -94.35 2 Ethyl trans-2-pentenoate -92.55 -94.07 -91.43 -88.92 -92.70 -87.85 -94.25 2
Hydrogen peroxide -40.96 -52.68 -41.58 -38.23 -35.32 -40.78 -32.53 40 Dimethyl peroxide Fit -33.89 -42.07 -33.73 -28.30 -26.96 -34.10 -30.05 2 Diethyl peroxide -42.73 -53.84 -43.64 -38.92 -38.38 -39.97 -46.08 2
Ozone Fit 35.48 -17.27 87.66 128.71 37.75 51.10 34.10 5
Carbon monoxide Fit -26.67 -21.28 1.67 -5.92 -5.68 -19.74 -26.42 5 Carbon dioxide -87.97 -79.91 -86.12 -75.08 -79.83 -85.04 -94.05 5 Ketene Fit -11.47 -12.56 -11.39 -6.80 -5.66 -9.20 -11.40 5 Carbon suboxide -19.59 -21.34 -24.19 -23.49 -14.59 -24.01 -22.38 5 Pentamethylene formal -92.32 -88.19 -97.05 -97.07 -111.28 -94.43 -80.50 2 1,3-Dioxaindane -75.79 -46.85 -74.17 -80.23 -73.10 -72.92 -71.53 5 Furoic acid -99.30 -102.69 -87.53 -95.72 -80.11 -90.44 -93.20 2 Fumeric Acid -165.84 -169.81 -160.41 -161.57 -160.97 -162.48 -161.51 2 1-Ethyoxypropane -62.39 -63.13 -59.79 -66.71 -71.19 -62.75 -65.07 2 3,3-Dimethyl oxetane -43.10 -47.28 -39.73 -44.19 -36.60 -41.15 -35.43 2 3-Oxabicyclo[3.2.2]nonane -51.87 -53.44 -69.16 -57.92 -70.17 -57.06 -53.20 41 1,2-Diethyoxyethane -95.07 -93.25 -91.92 -104.05 -110.63 -96.16 -97.56 2 2,2-Dimethoxypropane -108.07 -97.98 -97.90 -86.33 -99.56 -99.15 -102.68 2 2-Ethylhexanal -73.76 -76.37 -72.28 -65.26 -77.83 -74.13 -71.60 1 4-Heptanone -73.37 -77.87 -73.82 -67.71 -74.98 -72.50 -71.30 42 5-Nonanone -83.70 -89.92 -84.84 -77.11 -88.59 -83.25 -82.44 36 6-Undecanone -94.22 -102.01 -96.05 -86.51 -102.30 -94.11 -92.59 42 3-Methyl-2-pentanone -70.79 -73.26 -67.34 -59.87 -65.45 -67.28 -67.90 42 3,3-Dimethyl-2-pentanone -77.18 -77.91 -71.41 -51.32 -66.27 -70.71 -72.60 42 4-Methyl-2-pentanone -71.21 -74.31 -68.33 -59.57 -66.45 -67.93 -69.60 42 4,4-Dimethyl-2-pentanone -78.58 -77.85 -72.24 -53.72 -68.14 -71.59 -76.60 42 3,3,4-Trimethyl-2-pentanone -82.84 -81.17 -76.38 -48.26 -69.12 -73.83 -78.50 42
3,3,4,4-Tetramethyl-2-pentanone -90.00 -85.66 -79.49 -37.40 -69.45 -76.88 -83.10 42 di-tert-Butyl ketone -87.35 -86.30 -77.59 -43.49 -68.68 -78.71 -82.65 37
Diadamantanone -62.42 -14.99 -95.40 -50.27 -72.81 -66.78 -56.63 45 Camphor -63.20 -63.14 -67.98 -33.72 -47.74 -57.01 -63.90 45 2-Methyl-2-propenal -27.49 -29.71 -25.00 -24.80 -23.79 -27.22 -25.43 5 2-Ethylacrolein -31.49 -32.50 -29.83 -27.33 -29.50 -31.07 -31.36 5 Xanthone -22.19 -28.66 -25.28 -22.19 -6.78 -16.00 -23.50 5 Methyl acetate Fit -97.76 -97.40 -94.43 -93.65 -96.41 -94.10 -98.77 2 Isovaleric acid -117.95 -121.24 -113.26 -106.97 -114.58 -114.19 -123.02 2 Pivalic acid -122.18 -122.00 -114.23 -98.98 -110.55 -114.34 -117.43 2 Octanoic acid -131.88 -138.70 -129.57 -124.71 -137.49 -130.79 -132.81 2 2-Ethylhexanoic acid -131.89 -134.16 -127.96 -118.45 -133.01 -129.47 -133.73 2 Methyl heptanoate -122.29 -125.92 -122.40 -116.85 -129.84 -120.01 -123.54 2
n-Propyl pentanoate -122.80 -125.68 -123.01 -117.46 -128.70 -119.19 -127.53 2
n-Butyl pentanoate -127.99 -131.66 -128.51 -122.17 -135.50 -124.58 -133.89 2 Methyl pivalate -115.37 -115.08 -112.19 -96.18 -108.70 -107.38 -118.15 2 Ethyl pivalate -121.37 -120.83 -118.59 -101.41 -114.47 -112.17 -128.10 2 Methyl isovalerate -113.51 -114.63 -111.56 -103.86 -113.83 -109.04 -119.00 2 Ethyl isovalerate -119.53 -120.41 -117.96 -108.90 -119.62 -113.84 -125.96 2 Methyl -methylbutrate -112.39 -113.84 -110.87 -103.88 -112.69 -108.06 -117.70 2 Ethyl -methylbutyrate -118.42 -119.65 -117.29 -109.16 -118.53 -112.96 -124.86 2
sec-Butyl butyrate -125.83 -125.58 -124.55 -112.72 -125.30 -118.66 -130.33 2
sec-Butyl pentanoate -131.00 -131.64 -130.05 -117.63 -132.11 -124.03 -136.99 2 Isopropyl pentanoate -126.41 -126.46 -125.30 -114.19 -125.92 -119.35 -130.23 2 Isobutyl pentanoate -129.53 -132.21 -129.05 -118.34 -133.14 -124.21 -135.89 2 Butyrolactione -93.46 -94.09 -92.41 -93.92 -91.39 -91.46 -87.60 46 Valerolactone -96.98 -100.74 -99.58 -96.05 -98.26 -95.92 -90.73 46 Caprolactone -98.14 -99.17 -102.26 -94.34 -101.11 -96.58 -94.70 47 Hepanlactone -102.73 -102.88 -106.19 -96.20 -107.03 -101.89 -98.30 47
tert-Butyl hydroperoxide -61.11 -68.84 -59.61 -38.69 -44.37 -51.48 -58.77 2 di-tert-Butyl peroxide -82.29 -83.82 -75.72 -38.31 -49.17 -61.75 -83.44 2
eq-Cyclohexyl
hydroperoxide -54.48 -67.17 -64.20 -50.30 -53.02 -53.55 -55.00 40 1-Methyl cyclohexyl
hydroperoxide
-62.67 -72.18 -70.96 -45.77 -57.37 -57.26 -63.00 40
1-Hydroperoxylhexane -62.87 -76.94 -65.38 -57.46 -64.40 -61.08 -62.00 40 2-Hydroperoxylhexane -64.89 -75.83 -67.63 -53.43 -60.84 -60.76 -64.00 40 3-Hydroperoxylhexane -66.42 -75.32 -70.45 -52.54 -61.68 -62.58 -63.00 40
Tropone 15.07 9.95 5.81 7.54 13.87 14.35 10.50 2
Formamide Fit -44.12 -46.67 -46.56 -39.38 -44.76 -41.82 -44.50 49 Dimethylformamide Fit -41.16 -42.69 -38.06 -37.17 -35.72 -44.56 -45.8 1 Acetamide -55.52 -59.41 -56.55 -48.22 -50.69 -50.99 -56.96 5 Butanamide -64.31 -69.68 -67.53 -57.28 -63.36 -60.52 -66.72 5 Pentanamide Fit -69.34 -75.68 -73.02 -60.88 -70.17 -65.90 -69.37 2 Hexanamide Fit -74.56 -81.74 -78.63 -65.58 -77.03 -71.33 -78.37 2 Urea Fit -53.87 -59.02 -56.18 -44.85 -44.95 -47.00 -58.74 2 Oxamide -88.33 -94.22 -94.61 -77.03 -81.96 -80.90 -96.23 2
n-Propylcarbamate -107.19 -112.09 -106.37 -99.05 -103.75 -99.80 -112.67 2 -Caprolactam -55.97 -60.09 -64.81 -55.38 -60.56 -58.62 -58.84 2 N,N-Dimethylbutryamide -60.34 -63.00 -57.77 -49.39 -53.97 -61.27 -64.74 5 Nitromethane Fit -18.83 -13.54 -11.57 3.32 -9.93 -15.94 -17.86 1 Nitroethane Fit -23.23 -19.75 -18.50 -3.31 -16.77 -21.40 -24.38 1 1-Nitropropane Fit -28.35 -25.78 -23.98 -8.12 -23.60 -26.77 -29.98 1 2-Nitropropane Fit -30.36 -26.58 -25.73 -6.34 -21.63 -27.10 -33.21 1 1-Nitrobutane -33.51 -31.79 -29.47 -12.83 -30.41 -32.14 -34.39 1 2-Nitrobutane -34.79 -31.27 -31.00 -10.11 -28.16 -31.82 -39.11 1 Nitric acid -39.39 -38.34 -30.26 -17.54 -37.46 -38.01 -32.10 24 Methyl nitrate Fit -34.97 -33.91 -28.74 -12.43 -31.32 -32.42 -29.11 1 Ethyl nitrate Fit -40.44 -40.05 -34.44 -17.90 -37.27 -36.38 -36.83 1
2-Methyl propanamide -65.54 -70.22 -67.46 -55.13 -60.86 -60.18 -67.50 5
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Supplementary Material 2
Molecular geometries from the PDDG methods and MNDO, AM1, and PM3 for comparison. Connectivity is listed in the references.
Molecular Geometries
PDDG Standard NDDO
Variable PM3 MNDO MNDO AM1 PM3 Exp. Ref.
Bond lengths
Hydrogen HH 0.681 0.659 0.663 0.677 0.699 0.741 a
Methane CH 1.082 1.101 1.104 1.112 1.087 1.094 a
Ethane CC 1.509 1.530 1.521 1.500 1.504 1.536 a
CH 1.095 1.107 1.109 1.117 1.098 1.091 a
n-Propane CC 1.515 1.536 1.530 1.507 1.512 1.526 a
CH 1.096 1.106 1.109 1.117 1.098 1.096 a
CH 1.108 1.112 1.115 1.122 1.108 1.115 a
n-Butane CC 1.515 1.536 1.531 1.507 1.512 1.533 a
CC 1.522 1.542 1.540 1.514 1.521 1.533 a
1,3-Butadiene C=C 1.334 1.346 1.344 1.335 1.331 1.344 a
CC 1.459 1.474 1.465 1.451 1.456 1.467 a
Acetylene C%C 1.190 1.197 1.195 1.195 1.190 1.203 a
CH 1.068 1.055 1.051 1.061 1.064 1.060 a
Propyne C%C 1.190 1.197 1.197 1.197 1.191 1.206 a
CC 1.432 1.445 1.445 1.427 1.433 1.459 a
CH 1.067 1.055 1.051 1.060 1.064 1.056 a
CH 1.097 1.106 1.111 1.121 1.098 1.105 a
Isobutane CC 1.520 1.543 1.541 1.514 1.520 1.525 a
2-Butyne CH 1.097 1.107 1.111 1.121 1.098 1.115 a
C%C 1.189 1.197 1.199 1.198 1.193 1.213 a
CC 1.431 1.444 1.444 1.425 1.432 1.467 a
1,3-Butadiyne CC 1.367 1.368 1.368 1.356 1.371 1.376 a
C%C 1.192 1.199 1.199 1.199 1.193 1.205 a
CH 1.068 1.055 1.050 1.060 1.065 1.046 a
Neopentane CH 1.097 1.105 1.109 1.116 1.098 1.120 a
CC 1.523 1.549 1.554 1.521 1.527 1.539 a
Vinylacetylene C=C 1.335 1.347 1.345 1.336 1.332 1.341 a
C%C 1.191 1.198 1.198 1.198 1.193 1.208 a
CC 1.415 1.422 1.417 1.405 1.414 1.431 a
Benzene CH 1.099 1.091 1.090 1.100 1.095 1.084 a
CC 1.392 1.410 1.407 1.395 1.391 1.399 a
Napthalene CC 1.404 1.428 1.435 1.419 1.410 1.418 b
CC 1.420 1.443 1.439 1.422 1.421 1.421 b
CC 1.370 1.383 1.382 1.373 1.368 1.364 b
CC 1.416 1.436 1.429 1.416 1.415 1.415 b
Cyclopropane CH 1.100 1.096 1.096 1.104 1.095 1.089 a
CC 1.500 1.534 1.526 1.501 1.498 1.510 a
Cyclobutane CH 1.103 1.103 1.104 1.110 1.100 1.105 a
CC 1.543 1.557 1.551 1.543 1.542 1.548 a
Cyclopentane CC 1.529 1.548 1.542 1.522 1.527 1.546 b
Cyclohexane CH 1.111 1.109 1.114 1.122 1.108 1.121 a
CH 1.108 1.112 1.114 1.121 1.107 1.121 a
CC 1.522 1.544 1.538 1.515 1.521 1.536 a
Cyclopropene CC 1.484 1.523 1.512 1.489 1.484 1.509 a
C=C 1.314 1.330 1.328 1.318 1.314 1.296 a
CH 1.079 1.067 1.062 1.069 1.073 1.072 a
Cyclohexene C=C 1.335 1.348 1.345 1.337 1.334 1.335 a
CC 1.487 1.508 1.502 1.483 1.487 1.504 a
CC 1.522 1.544 1.542 1.517 1.522 1.515 a
CC 1.519 1.543 1.540 1.514 1.519 1.550 a
Fulvene CC 1.474 1.497 1.491 1.483 1.478 1.470 a
CC 1.358 1.370 1.366 1.363 1.355 1.355 a
CC 1.474 1.492 1.476 1.477 1.471 1.476 a
CC 1.331 1.342 1.345 1.332 1.331 1.349 a
Bicyclobutane CH 1.104 1.096 1.097 1.104 1.097 1.093 a
CH 1.093 1.078 1.074 1.079 1.083 1.071 a
CC 1.473 1.538 1.536 1.496 1.481 1.497 a
CC 1.507 1.537 1.527 1.509 1.506 1.498 a
Spiropentane CC 1.473 1.502 1.509 1.480 1.479 1.469 b
CC 1.511 1.548 1.529 1.507 1.506 1.519 b
CH 1.101 1.096 1.097 1.105 1.096 1.091 b
Norbornane CC 1.541 1.566 1.561 1.542 1.543 1.539 b
CC 1.546 1.565 1.557 1.541 1.543 1.557 b
CC 1.544 1.571 1.562 1.551 1.543 1.560 b
Norbornadiene CC 1.527 1.550 1.540 1.531 1.528 1.535 b
C=C 1.349 1.362 1.358 1.354 1.347 1.343 b
CC 1.568 1.592 1.580 1.577 1.568 1.573 b
Ethylene C=C 1.326 1.337 1.335 1.326 1.322 1.339 a
CH 1.087 1.087 1.089 1.098 1.086 1.086 a
Propene CH 1.088 1.085 1.089 1.098 1.086 1.091 a
CH 1.099 1.090 1.096 1.103 1.096 1.090 a
CH 1.096 1.105 1.109 1.117 1.097 1.085 a
CC 1.484 1.502 1.497 1.478 1.482 1.501 a
C=C 1.331 1.342 1.341 1.332 1.328 1.336 a
trans-2-Butene CC 1.482 1.502 1.496 1.475 1.479 1.508 a
C=C 1.336 1.348 1.346 1.336 1.334 1.347 a
2-Methylpropene C=C 1.335 1.348 1.350 1.338 1.334 1.330 a
CC 1.487 1.507 1.508 1.484 1.488 1.507 a
Allene C=C 1.296 1.306 1.306 1.298 1.297 1.308 a
CH 1.088 1.086 1.090 1.100 1.086 1.087 a
Nitrogen CH 1.091 1.098 1.104 1.106 1.098 1.094 b
Ammonia CH 0.990 1.000 1.007 0.998 1.000 1.012 a
Methylamine NC 1.471 1.444 1.460 1.432 1.469 1.474 a
NH 0.989 1.000 1.008 1.000 0.999 1.011 a
Dimethylamine NC 1.475 1.451 1.462 1.438 1.474 1.426 b
NH 0.990 0.998 1.009 1.003 0.998 1.019 b
Trimethylamine NC 1.479 1.464 1.464 1.445 1.481 1.451 a
Hydrogen cyanide N%C 1.151 1.154 1.160 1.160 1.156 1.154 a
CH 1.077 1.062 1.055 1.069 1.070 1.063 a
Acetonitrile CC 1.440 1.456 1.452 1.440 1.440 1.458 a
CH 1.098 1.106 1.110 1.120 1.098 1.104 a
Cyanogen N%C 1.153 1.154 1.162 1.162 1.159 1.154 a
CC 1.380 1.386 1.378 1.384 1.382 1.389 a
Acrylonitrile C=C 1.334 1.346 1.344 1.334 1.331 1.339 b
CC 1.425 1.435 1.423 1.419 1.423 1.426 b
N%C 1.154 1.156 1.163 1.164 1.160 1.164 b
Hydrazine NN 1.421 1.379 1.396 1.379 1.440 1.449 a
NH 0.993 1.016 1.022 1.014 1.001 1.022 a
Isocyanomethane NC 1.428 1.420 1.424 1.395 1.433 1.424 a
CH 1.099 1.112 1.115 1.125 1.097 1.101 a
N%C 1.173 1.184 1.191 1.181 1.181 1.166 a
Azirane NC 1.481 1.462 1.479 1.455 1.486 1.475 b
CC 1.497 1.537 1.515 1.496 1.493 1.481 b
NH 0.990 0.999 1.008 1.002 0.994 1.016 b
Pyrrole NC 1.394 1.392 1.398 1.391 1.397 1.370 b
C=C 1.392 1.402 1.395 1.402 1.390 1.382 b
CC 1.423 1.442 1.437 1.434 1.421 1.417 b
Pyridine NC 1.346 1.344 1.353 1.347 1.353 1.338 b
CC 1.398 1.419 1.411 1.407 1.395 1.394 b
CC 1.394 1.410 1.405 1.396 1.392 1.392 b
CH 1.103 1.098 1.095 1.105 1.096 1.086 b
CH 1.099 1.090 1.089 1.097 1.094 1.082 b
CH 1.100 1.090 1.090 1.099 1.095 1.081 b
Water OH 0.955 0.940 0.943 0.961 0.951 0.957 b
Methanol OC 1.399 1.385 1.391 1.410 1.395 1.425 a
CH 1.093 1.115 1.115 1.119 1.094 1.094 a
OH 0.951 0.941 0.947 0.964 0.949 0.945 a
Glyoxal O=C 1.210 1.224 1.220 1.229 1.207 1.207 a
CC 1.532 1.541 1.529 1.508 1.526 1.525 a
Acetone CC 1.504 1.528 1.527 1.495 1.505 1.507 b
O=C 1.216 1.227 1.227 1.235 1.216 1.222 b
p-Benzoquinone CC 1.484 1.502 1.501 1.479 1.487 1.477 a
C=C 1.336 1.350 1.349 1.338 1.335 1.322 a
O=C 1.217 1.229 1.226 1.236 1.217 1.222 a
Formic acid O=C 1.218 1.234 1.227 1.230 1.211 1.202 a
OC 1.342 1.340 1.354 1.357 1.344 1.343 a
OH 0.958 0.942 0.949 0.971 0.953 0.972 a
CH 1.112 1.112 1.105 1.103 1.095 1.097 a
Acetic acid CC 1.502 1.531 1.522 1.486 1.497 1.520 b
O=C 1.221 1.235 1.231 1.234 1.218 1.214 b
OC 1.351 1.343 1.359 1.364 1.355 1.364 b
OH 0.956 0.943 0.949 0.971 0.952 0.970 b
Methyl formate O=C 1.216 1.232 1.224 1.229 1.208 1.200 b
OC 1.352 1.347 1.357 1.362 1.356 1.334 b
OC 1.416 1.399 1.404 1.428 1.413 1.437 b
Hydrogen peroxide OO 1.405 1.276 1.296 1.310 1.482 1.475 a
OH 0.949 0.956 0.961 0.981 0.945 0.950 a
Ketene O=C 1.175 1.185 1.184 1.193 1.175 1.161 a
C=C 1.310 1.320 1.319 1.307 1.308 1.314 a
CH 1.086 1.082 1.085 1.095 1.084 1.083 a
Methyl ether OC 1.409 1.395 1.396 1.417 1.405 1.410 a
Furan OC 1.373 1.359 1.367 1.395 1.378 1.362 a
Formaldehyde O=C 1.209 1.225 1.217 1.227 1.202 1.208 a
CH 1.099 1.104 1.106 1.110 1.091 1.116 a
Acetaldehyde CC 1.502 1.525 1.517 1.490 1.499 1.501 b
O=C 1.213 1.226 1.221 1.231 1.210 1.216 b
CH 1.111 1.111 1.112 1.114 1.102 1.114 b
Nitric Acid O=N 1.195 1.212 1.202 1.186 1.192 1.206 a
ON 1.380 1.324 1.340 1.333 1.410 1.405 a
OH 0.960 0.960 0.962 0.982 0.954 0.960 a
Bond angles
Ethane CCH 111.7 110.9 111.2 110.7 111.6 110.9 a
n-Propane CCH 111.5 111.0 110.3 110.4 111.4 111.8 a
CCC 110.2 111.3 115.4 111.8 111.7 112.4 a
n-Butane CCC 110.0 111.4 114.8 111.6 111.5 112.8 a
1,3-Butadiene CCC 120.8 123.6 125.7 123.4 122.3 122.9 a
Propyne CCH 110.8 109.9 111.0 110.5 110.7 111.0 a
Isobutane CCH 111.8 110.2 112.2 110.5 111.6 111.2 b
2-Butyne CCH 110.8 109.9 111.0 110.5 110.7 110.7 a
Neopentane CCH 111.5 110.5 111.7 110.3 111.3 110.0 a
Vinylacetylene CCC 121.4 123.7 125.4 124.2 122.5 123.1 a
Cyclopentane CCH 111.1 110.1 110.7 110.3 110.3 111.7 b
Cyclopropene CCH 151.5 151.9 151.6 151.9 151.5 149.9 a
Ethylene CCH 122.6 122.9 123.2 122.7 123.1 121.2 a
Propene CCC 121.6 121.9 126.2 123.7 122.8 124.3 a
CCH 121.9 123.3 122.5 122.3 122.8 121.5 a
CCH 112.0 111.9 111.1 111.0 111.8 111.2 a
1-Butene CCC 121.8 123.5 126.6 124.1 123.3 123.8 a
trans-2-Butene CCC 121.7 124.4 126.2 123.9 123.1 123.8 a 2-Methylpropene CCC 120.8 120.4 120.8 121.3 121.2 122.4 a
Allene CCH 121.8 122.1 122.9 122.3 122.3 120.9 a
Ammonia HNH 108.2 113.4 105.3 109.1 108.0 106.7 a
Methylamine NCH 109.5 113.2 109.8 111.3 109.7 112.0 a
Dimethylamine CNH 109.8 112.0 109.5 110.5 109.6 112.2 b
Trimethylamine NCC 112.0 113.6 116.0 113.0 112.2 110.9 a
Acetonitrile CCH 110.7 109.6 110.6 110.1 110.4 109.5 a
Hydrazine NNH 107.8 109.3 106.7 107.4 106.6 112.0 a
Isocyanomethane HCN 110.6 110.1 110.2 110.2 109.7 109.1 a
Pyrrole CCC 108.0 107.5 107.7 107.2 108.1 109.8 a
Pyridine NCC 121.2 122.4 122.8 123.3 121.5 123.8 b
CCC 118.9 118.6 118.8 118.8 119.0 118.5 b
CCC 119.3 118.5 118.6 118.6 119.4 118.4 b
CCH 122.1 121.3 121.3 120.8 122.7 120.2 b
Water HOH 105.4 118.5 106.8 103.5 107.6 104.5 a
Methanol OCH 104.2 108.4 108.1 105.1 104.4 108.5 a
COH 105.0 116.9 111.6 107.2 107.5 107.0 a
Glyoxal OCC 119.3 120.6 122.0 121.1 120.5 121.2 a
p-Benzoquinone CCC 121.7 122.2 122.2 122.0 121.8 121.1 a
Formic acid OCO 119.6 119.1 120.6 117.6 117.1 124.9 a
COH 113.4 123.5 116.2 110.6 111.7 106.3 a
OCH 130.6 126.4 126.8 130.1 130.5 124.1 a
Acetic acid OCC 127.3 125.8 126.8 129.4 129.0 126.6 b
OCC 112.9 116.0 114.6 114.0 115.2 110.6 b
Methyl formate OCO 120.3 120.1 122.0 119.2 120.6 125.9 b
COC 118.9 127.9 125.7 117.4 119.6 114.8 b
Hydrogen peroxide OOH 96.5 110.8 107.0 104.4 96.5 94.8 a
Ketene CCH 121.7 121.3 121.8 121.5 122.0 118.7 a
Methyl ether COC 113.4 119.5 120.0 112.9 114.1 111.3 a
Furan OCC 110.1 109.5 110.3 110.2 110.3 106.6 a
CCC 106.2 105.9 105.9 106.6 106.3 110.7 a
Formaldehyde OCH 121.7 123.2 123.5 122.2 121.8 121.8 a
Acetaldehyde OCC 122.5 123.7 125.0 123.6 123.4 123.9 b
CCH 115.8 114.9 114.0 115.2 116.7 117.5 b
Nitric Acid NOH 112.3 119.8 114.0 109.7 109.0 102.0 a
Dihedral angles
Cyclohexane CCCC 59.1 57.0 46.2 55.1 56.0 46.3 a
Cyclohexene CCCC 14.5 17.0 15.5 13.8 15.2 21.8 a
Bicyclobutane CCCC -119.2 -121.7 -122.6 -122.0 -120.0 -121.7 a
Hydrazene HNNH 177.1 170.1 175.0 179.8 174.8 90.0 a
Azirane NCCH -108.2 -107.9 -105.1 -106.6 -106.7 -112.5 b Hydrogen peroxide HOOH 180.0 179.9 180.0 179.3 179.4 119.8 a
a. Stewart, J. J. P. J Comput Chem 1989, 10, 209.
