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

Isomers of C4H4

index Species CAS number Name Relative experimental enthalpy (kJ mol-1) sketch
a C4H4 157391 Tetrahedrane   sketch of Tetrahedrane
b C4H4 1120532 cyclobutadiene   sketch of cyclobutadiene
c H2CCCCH2 2873509 Butatriene   sketch of Butatriene
d C2H3CCH 689974 1-Buten-3-yne 0.0 sketch of 1-Buten-3-yne
The calculated enthalpies include the calculated and scaled vibrational zero-point energy.
Methods with predefined basis sets
semi-empirical AM1 552.5 a
34.2 c
0.0 d
PM3 477.2 a
435.1 b
51.3 c
0.0 d
PM6 501.2 a
composite G1 256.1 a
143.7 b
28.8 c
0.0 d
G2MP2 242.9 a
139.2 b
28.0 c
0.0 d
G2 244.7 a
140.0 b
28.3 c
0.0 d
G3 251.1 a
143.9 b
27.2 c
0.0 d
G3B3 251.3 a
320.3 b
30.5 c
0.0 d
G3MP2
25.9 c
0.0 d
G4 244.5 a
316.5 b
30.0 c
0.0 d
CBS-Q NC
NC
molecular mechanics MM3
-65.6 c

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) TZVP cc-pVDZ cc-pVTZ cc-pVQZ aug-cc-pVDZ aug-cc-pVTZ aug-cc-pVQZ cc-pV(T+d)Z daug-cc-pVTZ
hartree fock HF
152.6 b
82.0 c
0.0 d

219.9 b
42.8 c
0.0 d

219.9 b
42.8 c
0.0 d

208.2 b
41.4 c
0.0 d

44.2 c
0.0 d

172.9 b
44.3 c
0.0 d

173.9 b
45.6 c
0.0 d

178.7 b
45.5 c
0.0 d

178.8 b
47.3 c
0.0 d

175.6 b
42.8 c
0.0 d

45.7 c
0.0 d

183.5 b
47.1 c
0.0 d

170.4 b
44.1 c
0.0 d

178.8 b
46.1 c
0.0 d

NC

169.2 b
44.8 c
0.0 d

177.9 b
46.0 c
0.0 d

NC

46.1 c
0.0 d

45.9 c
0.0 d
density functional LSDA
80.7 b
11.8 c
0.0 d

148.8 b
-0.1 c
0.0 d

148.8 b
-0.1 c
0.0 d

139.5 b
-2.7 c
0.0 d

114.1 b
-5.6 c
0.0 d

113.3 b
-4.8 c
0.0 d

115.5 b
-2.1 c
0.0 d

125.6 b
-1.4 c
0.0 d

125.0 b
0.5 c
0.0 d

118.8 b
-4.1 c
0.0 d
 
NC

110.9 b
-1.4 c
0.0 d

125.0 b
0.7 c
0.0 d
 
112.2 b
0.9 c
0.0 d

NC
 
0.7 c
0.0 d
 
BLYP
114.5 b
15.2 c
0.0 d

179.5 b
3.6 c
0.0 d

179.5 b
3.6 c
0.0 d

175.7 b
0.5 c
0.0 d

309.1 b
-2.5 c
0.0 d

153.2 b
-1.5 c
0.0 d

156.1 b
1.4 c
0.0 d

165.6 b
1.7 c
0.0 d

165.1 b
3.7 c
0.0 d

161.2 b
-1.5 c
0.0 d
 
NC

152.1 b
2.2 c
0.0 d

167.4 b
3.5 c
0.0 d
 
4.7 c
0.0 d
   
3.5 c
0.0 d
 
B1B95
104.0 b
28.6 c
0.0 d

170.9 b
13.3 c
0.0 d

170.9 b
0.0 d

164.2 b
10.0 c
0.0 d

130.4 b
9.1 c
0.0 d

152.6 b
8.3 c
0.0 d

137.1 b
10.7 c
0.0 d

144.7 b
11.1 c
0.0 d

144.2 b
12.8 c
0.0 d

139.0 b
8.6 c
0.0 d
 
NC

131.9 b
10.6 c
0.0 d

138.7 b
0.0 d
 
127.9 b
0.0 d

138.1 b
0.0 d
 
0.0 d
 
B3LYP
115.6 b
28.2 c
0.0 d

182.3 b
11.9 c
0.0 d

182.3 b
11.9 c
0.0 d

175.7 b
9.1 c
0.0 d

6.9 c
0.0 d

150.4 b
7.6 c
0.0 d

152.8 b
10.2 c
0.0 d

162.1 b
10.6 c
0.0 d

161.7 b
12.6 c
0.0 d

157.9 b
7.4 c
0.0 d

12.2 c
0.0 d

165.0 b
12.4 c
0.0 d

149.1 b
10.6 c
0.0 d

163.5 b
12.2 c
0.0 d

NC

151.0 b
12.2 c
0.0 d

162.9 b
12.5 c
0.0 d

NC

-124.5 c
0.0 d
 
B3LYPultrafine        
151.3 b
6.9 c
0.0 d
 
NC
         
NC

NC
NC
 
NC

162.9 b
12.5 c
0.0 d
     
B3PW91
105.9 b
-121.9 c
0.0 d

167.8 b
11.7 c
0.0 d

167.8 b
11.7 c
0.0 d

161.7 b
8.7 c
0.0 d

136.1 b
6.4 c
0.0 d

135.0 b
7.1 c
0.0 d

136.5 b
9.4 c
0.0 d

144.3 b
9.7 c
0.0 d

143.8 b
11.5 c
0.0 d

140.4 b
7.3 c
0.0 d
 
NC

132.6 b
9.5 c
0.0 d

145.0 b
11.0 c
0.0 d
 
10.8 c
0.0 d

0.0 d
 
11.0 c
0.0 d
 
mPW1PW91
30.6 c
0.0 d

14.0 c
0.0 d

14.0 c
0.0 d

11.0 c
0.0 d

8.9 c
0.0 d

9.5 c
0.0 d

11.9 c
0.0 d

12.0 c
0.0 d

13.8 c
0.0 d

9.7 c
0.0 d
   
11.7 c
0.0 d

13.3 c
0.0 d
 
13.1 c
0.0 d
   
13.3 c
0.0 d
 
M06-2X
NC

NC

27.9 c
0.0 d

NC

143.2 b
22.4 c
0.0 d

NC

NC

NC

NC

148.4 b
0.0 d
 
NC

NC

152.0 b
0.0 d
 
NC

151.7 b
0.0 d
     
PBEPBE
98.6 b
14.1 c
0.0 d

158.3 b
3.3 c
0.0 d

158.3 b
3.3 c
0.0 d

155.3 b
-0.1 c
0.0 d

131.3 b
-3.0 c
0.0 d

130.4 b
-2.2 c
0.0 d

132.6 b
0.7 c
0.0 d

140.0 b
0.6 c
0.0 d

139.4 b
2.5 c
0.0 d

135.3 b
-1.7 c
0.0 d
 
NC

128.1 b
0.8 c
0.0 d

140.9 b
2.3 c
0.0 d
 
129.9 b
2.5 c
0.0 d

140.1 b
2.8 c
0.0 d
 
2.3 c
0.0 d
 
PBEPBEultrafine        
131.3 b
-3.0 c
0.0 d
             
NC

NC
 
NC

NC
     
PBE1PBE
NC

NC

NC

NC

130.0 b
8.7 c
0.0 d

NC

NC

NC

NC

NC
 
NC

NC

NC
 
NC

NC
     
HSEh1PBE
NC

166.8 b
12.8 c
0.0 d

NC

NC

133.1 b
7.9 c
0.0 d

NC

10.9 c
0.0 d

NC

NC

NC
 
NC

NC

142.1 b
12.4 c
0.0 d
 
NC

NC
     
TPSSh        
4.5 c
0.0 d
 
7.6 c
0.0 d
   
5.2 c
0.0 d
     
302.9 b
8.7 c
0.0 d
           
wB97X-D    
23.8 c
0.0 d
 
18.5 c
0.0 d
 
21.4 c
0.0 d
 
23.8 c
0.0 d
   
23.2 c
0.0 d

21.4 c
0.0 d

23.3 c
0.0 d
   
23.5 c
0.0 d
     
B97D3  
333.3 b
6.6 c
0.0 d
   
306.3 b
0.9 c
0.0 d
 
307.1 b
4.4 c
0.0 d
 
313.4 b
6.0 c
0.0 d
 
315.2 b
5.8 c
0.0 d

317.8 b
5.8 c
0.0 d
 
316.4 b
5.5 c
0.0 d
   
5.8 c
0.0 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 cc-pVQZ aug-cc-pVDZ aug-cc-pVTZ aug-cc-pVQZ cc-pV(T+d)Z daug-cc-pVTZ
Moller Plesset perturbation MP2
176.0 b
113.6 c
0.0 d

218.0 b
62.3 c
0.0 d

218.0 b
62.3 c
0.0 d

  b
  c

49.9 c
0.0 d

152.1 b
48.8 c
0.0 d
 
49.9 c
0.0 d

153.5 b
50.0 c
0.0 d

152.7 b
45.1 c
0.0 d
 
  c

147.4 b
47.9 c
0.0 d

153.5 b
46.7 c
0.0 d

NC

148.8 b
48.4 c
0.0 d

152.3 b
0.0 d

NC

46.7 c
0.0 d
 
MP2=FULL
NC

218.0 b
62.1 c
0.0 d

218.0 b
62.1 c
0.0 d

207.4 b
62.6 c
0.0 d

155.5 b
49.1 c
0.0 d

152.8 b
48.2 c
0.0 d

153.8 b
49.3 c
0.0 d

155.4 b
49.4 c
0.0 d

153.5 b
49.7 c
0.0 d

152.3 b
0.0 d
   
148.1 b
47.5 c
0.0 d

154.4 b
45.1 c
0.0 d

NC

NC

153.7 b
0.0 d

NC

45.1 c
0.0 d
 
MP3        
141.3 b
37.0 c
0.0 d
                             
MP3=FULL        
36.3 c
0.0 d
 
37.4 c
0.0 d
                         
MP4  
NC
NC
   
NC
NC
     
NC
     
NC

NC
 
NC
       
MP4=FULL  
NC
   
NC
             
NC

NC
 
NC
       
B2PLYP        
23.8 c
0.0 d
       
0.0 d
     
26.0 c
0.0 d
   
0.0 d
     
Configuration interaction CID  
NC

204.2 b
45.8 c
0.0 d

191.6 b
44.2 c
0.0 d

151.5 b
41.2 c
0.0 d
   
154.6 b
42.3 c
0.0 d
                       
CISD  
NC

204.4 b
45.0 c
0.0 d

192.2 b
43.4 c
0.0 d

152.1 b
40.8 c
0.0 d
   
154.9 b
42.0 c
0.0 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 cc-pVQZ aug-cc-pVDZ aug-cc-pVTZ aug-cc-pVQZ cc-pV(T+d)Z daug-cc-pVTZ
Quadratic configuration interaction QCISD  
193.1 b
41.2 c
0.0 d

193.1 b
41.2 c
0.0 d

182.0 b
39.8 c
0.0 d

143.5 b
36.8 c
0.0 d

140.9 b
36.2 c
0.0 d

NC

145.4 b
38.1 c
0.0 d

NC

143.4 b
0.0 d
   
136.5 b
35.7 c
0.0 d

145.6 b
0.0 d
 
NC

144.4 b
0.0 d
     
QCISD(T)        
NC
             
NC

NC
 
NC

NC
     
Coupled Cluster CCD  
193.3 b
43.7 c
0.0 d

193.3 b
43.7 c
0.0 d

181.4 b
0.0 d

142.4 b
38.8 c
0.0 d

139.7 b
38.0 c
0.0 d

NC

144.8 b
40.0 c
0.0 d

NC

NC
   
136.1 b
37.1 c
0.0 d

NC
 
NC

NC
     
CCSD        
142.6 b
0.0 d
       
0.0 d
   
NC

145.0 b
0.0 d
 
NC

  b
     
CCSD=FULL        
143.3 b
0.0 d
       
0.0 d
   
NC

146.2 b
0.0 d
 
NC
       
CCSD(T)        
137.4 b
32.5 c
0.0 d
             
NC
   
NC
       
CCSD(T)=FULL        
NC
             
NC

NC
 
NC

NC
     
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 cc-pVQZ aug-cc-pVDZ aug-cc-pVTZ aug-cc-pVQZ cc-pV(T+d)Z daug-cc-pVTZ

Methods with effective core potentials (select basis sets)
CEP-31G CEP-31G* CEP-121G CEP-121G* LANL2DZ SDD cc-pVTZ-PP aug-cc-pVTZ-PP Def2TZVPP
hartree fock HF
158.5 b
54.7 c
0.0 d

126.9 b
53.1 c
0.0 d

193.1 b
49.3 c
0.0 d

169.4 b
49.5 c
0.0 d

200.1 b
47.0 c
0.0 d

200.7 b
47.3 c
0.0 d
   
45.9 c
0.0 d
density functional B1B95
22.9 c
0.0 d

20.3 c
0.0 d
             
B3LYP
131.9 b
23.3 c
0.0 d

112.8 b
20.3 c
0.0 d

158.7 b
16.5 c
0.0 d

146.2 b
13.6 c
0.0 d

163.4 b
14.6 c
0.0 d

163.4 b
14.7 c
0.0 d
   
11.9 c
0.0 d
PBEPBE                
295.8 b
2.1 c
0.0 d
Moller Plesset perturbation MP2
164.1 b
69.8 c
0.0 d

116.3 b
59.9 c
0.0 d

66.6 c
0.0 d

143.9 b
54.3 c
0.0 d

198.3 b
62.5 c
0.0 d

198.6 b
62.7 c
0.0 d
   
46.3 c
0.0 d

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*
42.5 c
0.0 d
 
42.4 c
0.0 d
 
42.4 c
0.0 d
MP2FC// B3LYP/6-31G*
46.9 c
0.0 d

46.9 c
0.0 d

46.9 c
0.0 d
 
46.9 c
0.0 d
MP2FC// MP2FC/6-31G*
48.0 c
0.0 d
 
48.0 c
0.0 d

50.1 c
0.0 d

48.0 c
0.0 d
MP4// HF/6-31G*
33.4 c
0.0 d
 
33.2 c
0.0 d
 
33.2 c
0.0 d
MP4// B3LYP/6-31G*  
36.1 c
0.0 d

36.8 c
0.0 d
 
36.8 c
0.0 d
MP4// MP2/6-31G*
38.0 c
0.0 d
 
37.8 c
0.0 d
 
37.8 c
0.0 d
Coupled Cluster CCSD// HF/6-31G*    
35.5 c
0.0 d
 
35.5 c
0.0 d
CCSD(T)// HF/6-31G*    
30.6 c
0.0 d
 
30.6 c
0.0 d
CCSD// B3LYP/6-31G*
37.7 c
0.0 d
       
CCSD(T)// B3LYP/6-31G*
33.6 c
0.0 d
       
CCSD(T)//B3LYP/6-31G(2df,p)    
32.7 c
0.0 d
 
32.7 c
0.0 d
CCSD// MP2FC/6-31G*
37.7 c
0.0 d
   
39.3 c
0.0 d
 
CCSD(T)// MP2FC/6-31G*
34.0 c
0.0 d
   
35.8 c
0.0 d
 
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 Calculated; Vibrations; Scale Factors; Scale factors to list vibrational scaling factors.
See section Calculated; Vibrations; Scale Factors; Calculate a scale factor to calculate a vibrational scaling factor for a given set of molecules.