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IV.A.4. (XIV.F.)

Relative enthalpies of isomers - Comparison of 298.15K enthalpies (kJ mol-1)

Isomers of C4H6

index Species CAS number Name Relative experimental enthalpy (kJ mol-1) sketch
a CH2CHCHCH2 106990 1,3-Butadiene 0.0 sketch of 1,3-Butadiene
b CH3CCCH3 503173 2-Butyne 36.0 sketch of 2-Butyne
c C4H6 822355 Cyclobutene 47.5 sketch of Cyclobutene
d CH2CCHCH3 590192 1,2-Butadiene 53.1 sketch of 1,2-Butadiene
e CHCCH2CH3 107006 1-Butyne 56.0 sketch of 1-Butyne
f C4H6 6142730 Methylenecyclopropane 91.3 sketch of Methylenecyclopropane
g C4H6 157335 Bicyclo[1.1.0]butane 107.9 sketch of Bicyclo[1.1.0]butane
h C4H6 3100047 1-Methylcyclopropene 134.4 sketch of 1-Methylcyclopropene
The calculated enthalpies include the calculated and scaled vibrational zero-point energy.
Methods with predefined basis sets
semi-empirical AM1 0.0 a
-209.8 b
-152.1 c
-188.2 d
-186.7 e
-144.1 f
-16.8 g
-73.0 h
PM3 0.0 a
-216.7 b
-177.0 c
-184.2 d
-190.9 e
-151.3 f
-44.0 g
-98.9 h
PM6 0.0 a
-183.5 b
-181.3 c
-204.0 d
-155.6 e
-176.4 f
-75.5 g
-120.2 h
MNDOd 0.0 a
-17.0 b
8.6 c
19.2 d
30.0 e
37.4 f
146.9 g
103.5 h
composite G1 0.0 a
-225.5 b
-184.6 c
-211.1 d
-199.5 e
-166.8 f
-120.5 g
-125.7 h
G2MP2 0.0 a
-224.7 b
-187.7 c
-211.6 d
-199.9 e
-169.3 f
-128.4 g
-128.6 h
G2 0.0 a
-221.2 b
-187.7 c
-211.4 d
-199.3 e
-168.9 f
-127.5 g
-128.6 h
G3 0.0 a
-223.9 b
-185.2 c
-212.2 d
-200.3 e
-168.2 f
-123.6 g
-127.0 h
G3B3 0.0 a
-190.2 b
-166.7 c
-176.3 d
-170.4 e
-141.3 f
-104.3 g
-94.8 h
G3MP2 0.0 a
-208.5 b
-171.3 c
-199.0 d
-185.4 e
-153.4 f
-108.0 g
-111.7 h
G4 0.0 a
-201.8 b
-180.7 c
-187.9 d
-181.6 e
-154.1 f
-120.3 g
-108.2 h
CBS-Q 0.0 a
-236.8 b
-196.0 c
-211.8 d
-202.4 e
-171.3 f
-134.8 g
-125.8 h
Group additivity gaw 0.0 a
57.0 e
108.0 g
130.0 h
molecular mechanics DREIDING
  h
MM3 0.0 a
42.3 b
50.8 c
-404.2 d
78.4 e
-80.0 f
111.0 g
-74.0 h

Methods with standard basis sets
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) cc-pVDZ cc-pVTZ aug-cc-pVDZ aug-cc-pVTZ cc-pV(T+d)Z
hartree fock HF
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
 
  b
  c
  d
  e
  f
  g
  h
 
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
0.0 a
32.3 b
67.2 c
53.8 d
55.7 e
92.3 f
139.4 g
142.0 h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
0.0 a
32.4 b
66.9 c
54.0 d
55.9 e
92.6 f
140.4 g
142.5 h
density functional LSDA
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
 
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
  0.0 a
35.3 b
24.1 c
38.5 d
66.5 e
51.0 f
66.3 g
102.6 h
BLYP
  b
  c
  d
  e
  f
  g
  h

  b
  c
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
 
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
0.0 a
49.6 b
68.1 c
47.0 d
74.3 e
89.1 f
137.8 g
140.1 h
  0.0 a
39.8 b
73.9 c
42.1 d
67.3 e
89.9 f
144.6 g
138.6 h
B1B95
  b
  c
  d
  e
  f
  h

  b
  c
  d
  e
  f
  h

  b
  c
  d
  e
  f
  h

  b
  c
  d
  e
  f
  h

  b
  c
  d
  e
  f
  h

  b
  c
  d
  e
  f
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  h

  b
  c
  d
  e
  f
  h

  b
  c
  d
  e
  f
  h
 
  b
  c
  d
  e
  f
  h

  b
  c
  d
  e
  f
  h

  b
  c
  d
  e
  f
  h
  0.0 a
31.5 b
37.0 c
41.0 d
60.0 e
59.9 f
107.6 h
B3LYP
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
0.0 a
37.7 b
65.1 c
44.1 d
64.6 e
83.5 f
130.0 g
133.4 h

  d
  e

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
0.0 a
37.3 b
64.8 c
43.9 d
64.4 e
83.8 f
131.0 g
133.6 h
B3LYPultrafine        
  b
  c
  d
  e
  f
  h
                     
B3PW91
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
 
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
0.0 a
41.1 b
39.3 c
45.1 d
68.6 e
66.5 f
93.5 g
117.2 h
  0.0 a
33.2 b
44.1 c
41.3 d
62.6 e
66.6 f
97.8 g
115.6 h
mPW1PW91
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
 
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
  0.0 a
33.5 b
39.9 c
42.1 d
62.1 e
64.3 f
91.9 g
113.6 h
PBEPBE
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
0.0 a
37.2 b
45.0 c
40.0 d
66.3 e
65.8 f
95.5 g
114.3 h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
0.0 a
36.8 b
44.7 c
39.9 d
66.2 e
66.2 f
96.7 g
114.5 h
Moller Plesset perturbation MP2
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  c
  d
  e
  f
  g
  h
 
  b
  c
  d
  e
  f
  g
  h
 
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
 
  b
  c
  d
  e
  f
  g
  h

  b

  b
  c
  d
  e
  f
  g
  h
  0.0 a
22.8 b
40.7 c
51.4 d
42.0 e
73.7 f
91.0 g
116.1 h
MP2=FULL  
  b
  c
  d
  e
  f
  g
  h
   
  b
  e
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
   
  b
  c
  d
  e
  f
  g
  h
       
MP3        
  b
  c
  d
  e
  f
  g
  h
                     
MP4         0.0 a
45.1 c
49.5 d
-170.9 e
77.9 f
109.9 g
                     
Configuration interaction CID        
  b
  c
  d
  e
  f
  g
  h
                     
CISD        
  b
  c
  d
  e
  f
  g
  h
                     
Quadratic configuration interaction QCISD  
  b
  c
  d
  e
  f
  g
  h
   
  b
  c
  d
  e
  f
  g
  h

  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
             
Coupled Cluster CCD        
  b
  c
  d
  e
  f
  g
  h
                     
CCSD(T)        
  c
  d
                     

Methods with effective core potentials (select basis sets)
CEP-31G CEP-31G* CEP-121G CEP-121G* LANL2DZ SDD
hartree fock HF
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
density functional B1B95 0.0 a
62.3 b
30.7 c
56.7 d
82.1 e
73.1 f
104.3 g
132.4 h
0.0 a
60.4 b
10.9 c
53.3 d
79.6 e
53.4 f
47.9 g
99.0 h
       
B3LYP
  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h
Moller Plesset perturbation MP2
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  c
  d
  e
  f
  g
  h

  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

  b
  c
  d
  e
  f
  g
  h

Single point energy calculations (select basis sets)
6-311+G(3df,2p) cc-pVDZ cc-pVTZ aug-cc-pVDZ cc-pV(T+d)Z
Moller Plesset perturbation MP2FC// HF/6-31G* 0.0 a
-221.9 b
-190.1 c
1495.4 d
-199.3 e
-168.5 f
-59.3 g
-129.6 h
0.0 a
-217.4 b
-194.7 c
-195.0 d
-193.8 e
-165.9 f
-139.7 g
-126.4 h
0.0 a
-221.5 b
-191.1 c
-197.2 d
-198.9 e
-167.4 f
-141.9 g
-128.2 h
0.0 a
-276.1 b
-261.9 c
-258.6 d
-269.9 e
139.8 f
-129.3 g
-196.3 h
0.0 a
-221.5 b
-191.1 c
-197.2 d
-198.9 e
-167.4 f
-141.9 g
-128.2 h
MP2FC// B3LYP/6-31G*
NC
NC
NC
NC
NC
NC
0.0 a
-198.0 b
-186.6 c
-170.5 d
-177.8 e
-149.2 f
-131.2 g
-107.2 h
0.0 a
-201.3 b
-183.6 c
-172.8 d
-181.9 e
-151.0 f
-133.5 g
-108.3 h
0.0 a
-189.4 b
-180.1 c
-166.8 d
-172.6 e
-144.7 f
-125.9 g
-99.1 h
0.0 a
-201.3 b
-183.6 c
-172.8 d
-181.9 e
-151.0 f
-133.5 g
-108.3 h
MP2FC// MP2FC/6-31G* 0.0 a
-204.3 b
47.8 c
51.0 d
-185.3 e
76.0 f
-110.7 h
0.0 a
-201.9 b
44.3 c
53.6 d
-182.1 e
79.5 f
101.4 g
0.0 a
-204.1 b
46.7 c
51.3 d
-185.0 e
77.0 f
97.9 g
-109.7 h
0.0 a
-193.5 b
50.8 c
57.1 d
-177.1 e
84.1 f
107.0 g
-100.0 h
0.0 a
-204.1 b
46.7 c
51.3 d
-185.0 e
77.0 f
97.9 g
-109.7 h
MP4// HF/6-31G* 0.0 a
-214.8 b
-183.7 c
-198.5 d
-192.5 e
-161.7 f
-126.6 g
-120.0 h
0.0 a
-207.7 b
-186.7 c
-195.5 d
-184.1 e
-159.2 f
-119.7 g
-114.6 h
0.0 a
-214.0 b
-183.8 c
-197.9 d
-191.7 e
-160.3 f
-123.2 g
-118.0 h
  0.0 a
-214.0 b
-183.8 c
-197.9 d
-191.7 e
-160.3 f
-123.2 g
-118.0 h
MP4// B3LYP/6-31G*   0.0 a
-188.6 b
-178.8 c
-171.2 d
-168.8 e
-142.0 f
-112.4 g
-96.7 h
0.0 a
-193.2 b
-176.2 c
-173.6 d
-174.4 e
-144.1 f
-114.9 g
-98.2 h
  0.0 a
-193.2 b
-176.2 c
-173.6 d
-174.4 e
-144.1 f
-114.9 g
-98.2 h
MP4// MP2/6-31G* 0.0 a
-193.8 b
54.0 c
49.4 d
-175.0 e
81.5 f
-99.5 h
  0.0 a
-195.9 b
54.5 c
50.5 d
-177.4 e
84.1 f
117.1 g
-99.4 h
  0.0 a
-195.9 b
54.5 c
50.5 d
-177.4 e
84.1 f
117.1 g
-99.4 h
Coupled Cluster CCSD// HF/6-31G*   0.0 a
-205.7 b
-185.7 c
-195.1 d
-182.7 e
-157.9 f
-117.5 g
-113.1 h
0.0 a
-211.0 b
-182.6 c
-197.5 d
-188.9 e
-159.6 f
-119.3 g
-115.4 h
  0.0 a
-211.0 b
-182.6 c
-197.5 d
-188.9 e
-159.6 f
-119.3 g
-115.4 h
CCSD(T)// HF/6-31G*   0.0 a
-202.9 b
-184.5 c
-194.4 d
-180.4 e
-155.9 f
-115.4 g
-111.8 h
0.0 a
-208.0 b
-181.9 c
-196.9 d
-186.5 e
-158.0 f
-118.2 g
-114.3 h
  0.0 a
-208.0 b
-181.9 c
-196.9 d
-186.5 e
-158.0 f
-118.2 g
-114.3 h
CCSD// B3LYP/6-31G*
NC
NC
NC
NC
NC
NC
0.0 a
-184.7 b
-177.9 c
-165.5 e
-142.0 f
-93.9 h
     
CCSD(T)// B3LYP/6-31G*
NC
NC
NC
NC
NC
NC
0.0 a
-181.8 b
-176.2 c
-170.1 d
-163.1 e
-139.4 f
-106.8 g
-92.4 h
     
CCSD(T)//B3LYP/6-31G(2df,p)    
NC
NC
NC
NC
NC
 
NC
NC
NC
NC
NC
CCSD// MP2FC/6-31G* 0.0 a
-191.7 b
54.5 c
49.8 d
-173.6 e
82.4 f
-98.7 h
0.0 a
-187.7 b
53.2 c
52.7 d
-168.8 e
86.8 f
123.7 g
0.0 a
-191.1 b
54.9 c
50.3 d
-172.8 e
83.9 f
120.4 g
-96.7 h
0.0 a
-181.4 b
57.2 c
55.5 d
-165.7 e
89.7 f
126.9 g
-89.1 h
0.0 a
-191.1 b
54.9 c
50.3 d
-172.8 e
83.9 f
120.4 g
-96.7 h
CCSD(T)// MP2FC/6-31G* 0.0 a
-189.2 b
56.4 c
50.9 d
-171.5 e
85.0 f
-97.2 h
0.0 a
-185.3 b
55.1 c
53.9 d
-166.8 e
89.6 f
126.4 g
0.0 a
-188.6 b
56.4 c
51.4 d
-170.9 e
86.3 f
122.1 g
0.0 a
-178.6 b
59.0 c
56.7 d
-163.5 e
92.4 f
129.2 g
-87.3 h
0.0 a
-188.6 b
56.4 c
51.4 d
-170.9 e
86.3 f
122.1 g
NC = not calculated
For descriptions of the methods (AM1, HF, MP2, ...) and basis sets (3-21G, 3-21G*, 6-31G, ...) see the glossary in section I.C. Predefined means the basis set used is determined by the method.
gaw refers to the group additivity method implemeted in the NIST Chemistry Webbook.

See section III.C.1 List or set vibrational scaling factors to change the scale factors used here.
See section III.C.2 Calculate a vibrational scaling factor for a given set of molecules to determine the least squares best scaling factor.