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Computational Chemistry Comparison and Benchmark DataBase Release 22 (May 2022) Standard Reference Database 101 National Institute of Standards and Technology |
You are here: Comparisons > Energy > Similar molecules > Isomers OR FAQ Help > List > Similar molecules > Isomers |
index | Species | CAS number | Name | Relative experimental enthalpy (kJ mol-1) | sketch |
---|---|---|---|---|---|
a | C5H8O | 120923 | Cyclopentanone | 0.0 | ![]() |
b | C5H8O | 1487156 | Furan, 2,3-dihydro-5-methyl- | 61.9 | ![]() |
c | C5H8O | 765435 | Methyl cyclopropyl ketone | 76.8 | ![]() |
d | C5H8O | 110872 | 2H-Pyran, 3,4-dihydro- | 79.3 | ![]() |
semi-empirical | AM1 | -456.8 b -484.5 d |
---|---|---|
PM3 | -455.7 b -454.5 d |
|
PM6 | -162.5 b |
|
MNDOd | -167.2 b -165.1 d |
|
composite | G1 | 0.0 a 68.4 b 70.7 c 81.1 d |
G2MP2 | 0.0 a 70.1 b 69.2 c 81.9 d |
|
G2 | 0.0 a 70.6 b 69.1 c 82.6 d |
|
G3 | 0.0 a 69.4 b 70.6 c 81.1 d |
|
G3B3 | 0.0 a 68.4 b 70.3 c 79.7 d |
|
G3MP2 | NC NC |
|
G4 | 0.0 a 67.8 b 67.5 c 79.5 d |
|
CBS-Q | 0.0 a 68.6 c |
|
Group additivity | gaw | -125.0 b -125.0 d |
molecular mechanics | MM3 | -131.3 b -121.1 d |
STO-3G | 3-21G | 3-21G* | 6-31G | 6-31G* | 6-31G** | 6-31+G** | 6-311G* | 6-311G** | 6-31G(2df,p) | 6-311+G(3df,2p) | TZVP | cc-pVDZ | cc-pVTZ | aug-cc-pVDZ | aug-cc-pVTZ | cc-pV(T+d)Z | daug-cc-pVTZ | ||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
hartree fock | HF | 0.0 a 52.6 b 167.1 c 67.3 d |
0.0 a 68.2 b 106.7 c 66.4 d |
0.0 a 68.2 b 106.7 c 66.4 d |
0.0 a 73.5 b 87.4 c 80.6 d |
0.0 a 84.1 b 79.3 c 91.3 d |
0.0 a 83.0 b 77.1 c 90.7 d |
0.0 a 81.4 b 76.7 c 88.9 d |
0.0 a 84.1 b 80.4 c 90.8 d |
0.0 a 81.5 b 76.2 c 88.9 d |
0.0 a 79.7 b 76.7 c 88.9 d |
NC NC |
0.0 a 80.9 b 79.9 c 87.7 d |
0.0 a 82.1 b 76.3 c 89.1 d |
0.0 a 75.1 b 74.7 c |
0.0 a 82.7 b 81.6 c 89.8 d |
0.0 a 74.6 b 83.2 d |
NC |
0.0 a 74.6 b 75.4 c 83.2 d |
density functional | LSDA | NC NC |
0.0 a 75.3 b 112.8 c |
NC NC |
NC NC |
0.0 a 63.8 b 80.9 c |
0.0 a 64.0 b 80.1 c |
0.0 a 65.6 b 79.5 c |
0.0 a 70.7 b 83.0 c |
0.0 a 68.2 b 78.3 c |
0.0 a 60.0 b 80.0 c |
0.0 a 80.8 c |
0.0 a 65.0 b 82.1 c |
0.0 a 61.1 b 76.4 c |
0.0 a 65.4 b 82.4 c |
0.0 a | NC |
||
BLYP | 0.0 a 38.7 b 141.1 c 49.7 d |
0.0 a 67.3 b 96.7 c 67.9 d |
0.0 a 96.7 c |
0.0 a 64.5 b 74.5 c 73.6 d |
0.0 a 64.5 b 66.4 c 73.9 d |
0.0 a 64.9 b 65.9 c 74.1 d |
0.0 a 66.5 b 64.5 c 77.2 d |
0.0 a 66.8 c |
0.0 a 67.6 b 63.1 c 76.5 d |
0.0 a 61.7 b 65.2 c 71.3 d |
0.0 a 65.1 c |
0.0 a 66.0 b 67.5 c 72.7 d |
0.0 a 61.9 b 60.8 c 72.6 d |
NC NC |
NC NC |
||||
B1B95 | 0.0 a 50.7 b 146.2 c 64.2 d |
0.0 a 69.3 b 102.3 c 66.8 d |
0.0 a 69.3 b 102.3 c 66.8 d |
0.0 a 63.9 b 79.8 c 72.5 d |
0.0 a 72.6 b 69.4 c 82.0 d |
0.0 a 37.1 b 69.4 c 47.1 d |
0.0 a 65.5 b 67.3 c 76.5 d |
0.0 a 67.9 b 70.4 c 76.6 d |
0.0 a 65.7 b 66.1 c 75.3 d |
0.0 a 61.5 b 67.3 c 73.3 d |
0.0 a 69.5 c |
0.0 a 65.9 b 68.6 c 75.2 d |
0.0 a 67.0 b 65.3 c 78.4 d |
0.0 a 72.6 b 70.6 c 83.2 d |
0.0 a | NC NC |
|||
B3LYP | 0.0 a 43.9 b 149.8 c 54.7 d |
0.0 a 70.8 b 102.4 c 69.5 d |
0.0 a 70.8 b 102.4 c 69.5 d |
0.0 a 68.9 b 80.9 c 76.6 d |
0.0 a 69.3 b 72.3 c 77.4 d |
0.0 a 69.3 b 71.3 c 77.4 d |
0.0 a 70.3 b 70.2 c 79.3 d |
0.0 a 73.1 b 72.8 c 79.9 d |
0.0 a 71.1 b 68.8 c 78.6 d |
0.0 a 65.7 b 70.5 c 74.5 d |
NC |
0.0 a 71.5 b 71.0 c 79.2 d |
0.0 a 70.1 b 72.6 c 76.1 d |
0.0 a 65.1 b 66.6 c 74.3 d |
0.0 a 71.1 b 73.6 c 78.8 d |
0.0 a 64.9 b 74.5 d |
NC NC |
||
B3LYPultrafine | 0.0 a 102.4 c |
0.0 a 69.3 b 72.3 c 77.4 d |
0.0 a 71.3 c |
0.0 a 70.2 c |
0.0 a 72.8 c |
0.0 a 71.0 c |
0.0 a 72.6 c |
0.0 a 66.6 c |
0.0 a 73.6 c |
0.0 a 65.0 b 74.5 d |
|||||||||
B3PW91 | 0.0 a 51.0 b 151.3 c 63.5 d |
0.0 a 79.4 b 107.8 c 77.2 d |
0.0 a 79.4 b 107.8 c 77.2 d |
0.0 a 75.5 b 84.4 c 83.5 d |
0.0 a 74.5 b 75.1 c 83.2 d |
0.0 a 74.4 b 73.9 c 83.2 d |
0.0 a 74.9 b 73.3 c 84.5 d |
0.0 a 77.8 b 76.1 c 85.0 d |
0.0 a 75.6 b 71.9 c 83.7 d |
0.0 a 70.2 b 73.4 c 80.3 d |
0.0 a 74.8 c |
0.0 a 74.5 b 75.0 c 82.0 d |
0.0 a 69.1 b 70.5 c 79.3 d |
NC NC |
NC NC |
||||
mPW1PW91 | 0.0 a 52.5 b 154.7 c 64.2 d |
0.0 a 85.8 b 110.0 c 82.1 d |
0.0 a 80.4 b 110.0 c 76.7 d |
0.0 a 77.0 b 86.9 c 83.9 d |
0.0 a 81.4 b 77.3 c 88.9 d |
0.0 a 81.1 b 75.9 c 88.8 d |
0.0 a 81.5 b 75.5 c 90.0 d |
0.0 a 84.2 b 78.3 c 90.5 d |
0.0 a 76.7 b 74.0 c 84.0 d |
0.0 a 71.6 b 75.4 c 80.8 d |
0.0 a 77.2 c |
0.0 a 81.1 b 76.9 c 87.8 d |
0.0 a 70.3 b 72.7 c 79.7 d |
0.0 a 76.2 b 79.1 c 84.4 d |
0.0 a | NC NC |
|||
M06-2X | 0.0 a 150.7 c |
0.0 a 103.0 c |
0.0 a 70.5 b 103.0 c 62.1 d |
0.0 a 79.6 c |
0.0 a 69.5 b 65.6 c 72.2 d |
0.0 a 64.2 c |
0.0 a 63.2 c |
0.0 a 65.5 c |
0.0 a 61.2 c |
0.0 a 62.6 c |
0.0 a 64.5 c |
0.0 a 63.7 c |
0.0 a 58.8 c |
0.0 a 65.0 c |
0.0 a | ||||
PBEPBE | 0.0 a 46.9 b 145.4 c 57.4 d |
0.0 a 78.1 b 104.6 c 75.4 d |
0.0 a 78.2 b 104.6 c 75.4 d |
0.0 a 74.3 b 80.6 c 81.5 d |
0.0 a 71.9 b 71.1 c 80.0 d |
0.0 a 71.9 b 70.2 c 80.1 d |
0.0 a 73.5 b 69.3 c 83.0 d |
0.0 a 76.1 b 72.1 c 83.0 d |
0.0 a 74.0 b 68.0 c 81.8 d |
0.0 a 67.9 b 69.7 c 77.3 d |
0.0 a 70.8 c |
0.0 a 72.3 b 71.3 c 79.0 d |
0.0 a 67.7 b 66.6 c 77.7 d |
0.0 a 73.1 b 72.4 c 82.0 d |
0.0 a | NC NC |
|||
PBEPBEultrafine | 0.0 a 104.5 c |
0.0 a 72.0 b 71.1 c 80.0 d |
0.0 a 70.1 c |
0.0 a 69.3 c |
0.0 a 72.0 c |
0.0 a 70.8 c |
0.0 a 71.2 c |
0.0 a 66.5 c |
0.0 a 72.4 c |
0.0 a | |||||||||
PBE1PBE | 0.0 a 155.3 c |
0.0 a 110.8 c |
0.0 a 110.8 c |
0.0 a 87.7 c |
0.0 a 77.1 b 77.6 c 84.1 d |
0.0 a 77.6 c |
0.0 a 75.6 c |
0.0 a 78.6 c |
0.0 a 74.2 c |
0.0 a 75.6 c |
0.0 a 77.5 c |
0.0 a 76.9 c |
0.0 a 73.0 c |
0.0 a 79.0 c |
0.0 a | ||||
HSEh1PBE | 0.0 a 154.5 c |
0.0 a 80.7 b 109.1 c 76.1 d |
0.0 a 109.1 c |
0.0 a 86.1 c |
0.0 a 76.5 b 76.0 c 83.1 d |
0.0 a 74.6 c |
0.0 a 76.7 b 73.9 c 84.3 d |
0.0 a 76.9 c |
0.0 a 72.5 c |
0.0 a 73.9 c |
0.0 a 75.6 c |
0.0 a 75.4 c |
0.0 a 70.7 b 71.0 c 79.1 d |
0.0 a 77.3 c |
0.0 a | ||||
TPSSh | 0.0 a 100.9 c |
0.0 a 100.9 c |
0.0 a 76.8 c |
0.0 a 66.8 b 67.4 c 76.2 d |
0.0 a 66.3 c |
0.0 a 67.2 b 65.8 c 77.4 d |
0.0 a 68.1 c |
NC NC |
0.0 a 67.6 c |
0.0 a 67.0 c |
0.0 a 61.2 b 63.4 c 72.4 d |
0.0 a 68.9 c |
0.0 a | ||||||
wB97X-D | 0.0 a 87.6 b 110.7 c 82.5 d |
0.0 a 81.8 b 79.7 c 86.6 d |
0.0 a 81.9 b 77.6 c 87.5 d |
0.0 a 82.6 b 76.4 c 86.9 d |
0.0 a 83.7 b 78.8 c 88.3 d |
0.0 a 81.9 b 77.6 c 87.5 d |
0.0 a 76.3 b 83.0 d |
0.0 a 76.4 b 83.4 d |
|||||||||||
B97D3 | 0.0 a 78.9 b 103.6 c 73.8 d |
0.0 a 74.2 b 69.3 c 78.8 d |
0.0 a 75.2 b 67.7 c 80.8 d |
0.0 a 76.0 b 66.6 c 80.2 d |
0.0 a 71.4 b 64.9 c 77.5 d |
0.0 a 76.4 b 69.4 c 80.9 d |
0.0 a 69.9 b 64.2 c 76.0 d |
0.0 a 70.0 b 65.1 c 76.5 d |
|||||||||||
STO-3G | 3-21G | 3-21G* | 6-31G | 6-31G* | 6-31G** | 6-31+G** | 6-311G* | 6-311G** | 6-31G(2df,p) | 6-311+G(3df,2p) | TZVP | cc-pVDZ | cc-pVTZ | aug-cc-pVDZ | aug-cc-pVTZ | cc-pV(T+d)Z | daug-cc-pVTZ | ||
Moller Plesset perturbation | MP2 | 0.0 a 80.8 b 156.8 c 97.2 d |
0.0 a 86.2 b 106.1 c 87.2 d |
0.0 a 86.2 b 106.1 c 87.2 d |
0.0 a 86.2 b 84.6 c 97.3 d |
0.0 a 83.8 b 73.7 c 91.6 d |
0.0 a 83.6 b 73.7 c 90.7 d |
0.0 a 70.3 c |
0.0 a 89.7 b 76.0 c 96.6 d |
0.0 a 87.7 b 74.3 c 93.9 d |
0.0 a 80.2 b 75.3 c 87.4 d |
0.0 a 81.2 b 72.7 c 87.5 d |
0.0 a 88.7 b 77.0 c 93.4 d |
0.0 a 74.9 b 72.6 c 82.1 d |
0.0 a 78.0 c |
0.0 a | |||
MP2=FULL | 0.0 a 156.8 c |
0.0 a 106.0 c |
0.0 a 106.0 c |
0.0 a 84.6 c |
0.0 a 83.7 b 73.6 c 91.4 d |
0.0 a 73.6 c |
0.0 a 70.2 c |
0.0 a 89.9 b 75.8 c 96.8 d |
0.0 a 87.9 b 74.1 c 94.1 d |
0.0 a 80.8 c |
0.0 a 72.7 c |
0.0 a 76.6 c |
0.0 a 71.3 c |
0.0 a 77.8 c |
0.0 a | ||||
MP3 | 0.0 a 76.4 b 77.4 c 82.4 d |
0.0 a 74.5 c |
0.0 a 76.9 c |
0.0 a 80.0 c |
0.0 a 76.8 c |
||||||||||||||
MP3=FULL | 0.0 a 76.3 b 77.4 c 82.3 d |
0.0 a 72.9 b 74.4 c 78.8 d |
0.0 a 76.9 c |
0.0 a 79.6 c |
0.0 a 75.4 c |
||||||||||||||
MP4 | 0.0 a 108.1 c |
0.0 a 76.8 c |
0.0 a 77.8 c |
0.0 a 75.8 c |
0.0 a 80.0 c |
c |
|||||||||||||
MP4=FULL | 0.0 a 108.1 c |
0.0 a 76.9 c |
0.0 a | c |
c |
||||||||||||||
B2PLYP | 0.0 a 155.0 c |
0.0 a 104.6 c |
0.0 a 104.6 c |
0.0 a 83.4 c |
0.0 a 75.9 b 74.4 c 83.3 d |
0.0 a 73.5 c |
0.0 a 71.7 c |
0.0 a 75.4 c |
0.0 a 72.0 c |
0.0 a 73.3 c |
0.0 a 73.0 c |
0.0 a 75.2 c |
0.0 a 69.5 b 69.9 c 77.6 d |
0.0 a 76.3 c |
0.0 a | ||||
B2PLYP=FULL | 0.0 a 155.0 c |
0.0 a 104.6 c |
0.0 a 104.6 c |
0.0 a 83.4 c |
0.0 a 74.4 c |
0.0 a 73.5 c |
0.0 a 71.6 c |
0.0 a 75.4 c |
0.0 a 71.9 c |
0.0 a 74.8 c |
0.0 a 73.0 c |
0.0 a 75.1 c |
0.0 a 69.5 c |
0.0 a 76.3 c |
0.0 a | ||||
Configuration interaction | CID | 0.0 a 108.6 c |
0.0 a 108.6 c |
0.0 a 88.1 c |
0.0 a 78.9 c |
0.0 a 81.4 c |
|||||||||||||
CISD | 0.0 a 108.4 c |
0.0 a 108.4 c |
0.0 a 87.9 c |
0.0 a 79.0 c |
0.0 a 81.6 c |
||||||||||||||
STO-3G | 3-21G | 3-21G* | 6-31G | 6-31G* | 6-31G** | 6-31+G** | 6-311G* | 6-311G** | 6-31G(2df,p) | 6-311+G(3df,2p) | TZVP | cc-pVDZ | cc-pVTZ | aug-cc-pVDZ | aug-cc-pVTZ | cc-pV(T+d)Z | daug-cc-pVTZ | ||
Quadratic configuration interaction | QCISD | 0.0 a 108.5 c 74.7 d |
0.0 a 108.5 c |
0.0 a 87.4 c |
0.0 a 78.2 c |
0.0 a 77.7 c |
0.0 a 75.2 c |
0.0 a 81.3 c |
0.0 a 79.2 c |
0.0 a 80.0 c |
0.0 a 78.2 c |
0.0 a 80.7 c |
0.0 a | 0.0 a 83.1 c |
|||||
QCISD(T) | 0.0 a 77.3 c |
0.0 a 76.6 c |
0.0 a 80.2 c |
c |
|||||||||||||||
QCISD(T)=FULL | c |
0.0 a 73.7 c |
|||||||||||||||||
Coupled Cluster | CCD | 0.0 a 109.7 c |
0.0 a 109.7 c |
0.0 a 88.4 c |
0.0 a 78.4 c |
0.0 a 78.2 c |
0.0 a 75.5 c |
0.0 a 80.9 c |
0.0 a 79.1 c |
0.0 a 80.0 c |
0.0 a 78.1 c |
0.0 a 80.8 c |
0.0 a 82.8 c |
||||||
CCSD | 0.0 a 78.3 c |
0.0 a 78.3 c |
0.0 a 80.7 c |
0.0 a 83.1 c |
|||||||||||||||
CCSD=FULL | 0.0 a 78.3 c |
0.0 a 78.3 c |
0.0 a 80.4 c |
0.0 a 82.9 c |
|||||||||||||||
CCSD(T) | 0.0 a 77.2 c |
0.0 a 76.6 c |
0.0 a 80.2 c |
||||||||||||||||
CCSD(T)=FULL | 0.0 a 77.3 c |
0.0 a 79.7 c |
|||||||||||||||||
STO-3G | 3-21G | 3-21G* | 6-31G | 6-31G* | 6-31G** | 6-31+G** | 6-311G* | 6-311G** | 6-31G(2df,p) | 6-311+G(3df,2p) | TZVP | cc-pVDZ | cc-pVTZ | aug-cc-pVDZ | aug-cc-pVTZ | cc-pV(T+d)Z | daug-cc-pVTZ |
CEP-31G | CEP-31G* | CEP-121G | CEP-121G* | LANL2DZ | SDD | cc-pVTZ-PP | aug-cc-pVTZ-PP | Def2TZVPP | ||
---|---|---|---|---|---|---|---|---|---|---|
hartree fock | HF | 0.0 a 77.7 b 92.1 c 86.4 d |
0.0 a 91.7 b 87.4 c 99.0 d |
0.0 a 71.5 b 92.5 c 81.2 d |
0.0 a 83.8 b 85.8 c 92.2 d |
0.0 a 71.3 b 93.4 c 80.2 d |
0.0 a 71.8 b 93.9 c 80.7 d |
0.0 a 75.6 b 75.2 c 84.1 d |
||
density functional | B1B95 | NC NC |
NC NC |
|||||||
B3LYP | 0.0 a 71.4 b 84.6 c 81.4 d |
0.0 a 77.3 b 79.4 c 86.2 d |
0.0 a 64.1 b 84.6 c 74.5 d |
0.0 a 70.2 b 78.1 c 79.6 d |
0.0 a 65.9 b 85.4 c 76.4 d |
0.0 a 66.1 b 85.2 c 76.7 d |
0.0 a 66.2 b 67.5 c 75.4 d |
|||
PBEPBE | 0.0 a 68.8 b 67.2 c 78.8 d |
|||||||||
Moller Plesset perturbation | MP2 | 0.0 a 86.9 b 83.1 c 100.1 d |
0.0 a 92.0 b 78.9 c 102.3 d |
0.0 a 78.9 b 79.0 c 91.1 d |
0.0 a 83.0 b 75.0 c 92.6 d |
0.0 a 82.3 b 83.9 c 93.5 d |
0.0 a 82.7 b 84.2 c 94.0 d |
0.0 a 75.3 b 73.0 c 82.7 d |
cc-pVDZ | cc-pVTZ | aug-cc-pVDZ | cc-pV(T+d)Z | ||
---|---|---|---|---|---|
Moller Plesset perturbation | MP2FC// HF/6-31G* | NC NC |
NC NC |
NC NC |
|
MP2FC// B3LYP/6-31G* | NC NC |
||||
MP2FC// MP2FC/6-31G* | NC NC |