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IV.D.7. (XVIII.A.2.)

Bad Calculated Bond Lengths

List of molecules with calculated bond lengths that differ by more than 0.050 Å from experimental bond lengths.

Calculated at PBEPBE/STO-3G

Species Name Bond type Bond Length (Å)
Experimental Calculated Difference
C12H8 biphenylene rCC 1.428 6.328 4.900
C12H8 biphenylene rCC 1.370 2.936 1.566
Mg2 Magnesium diatomic rMgMg 3.891 2.681 -1.209
C12H8 biphenylene rCC 1.372 2.489 1.117
NaK Sodium Potassium rNaK 3.589 2.844 -0.745
HClO4 perchloric acid rOCl 1.641 2.168 0.527
C4H6O2 2,3-Butanedione rCH 1.114 1.609 0.495
C4H6O2 2,3-Butanedione rCH 1.114 1.609 0.495
C4H6O2 2,3-Butanedione rCH 1.114 1.608 0.494
CH3CHClCH3 Propane, 2-chloro- rCH 1.092 1.554 0.462
CH2ClCH2CH3 Propane, 1-chloro- rCH 1.113 1.557 0.444
CH2ClCH2CH3 Propane, 1-chloro- rCH 1.113 1.553 0.440
NaLi lithium sodium rLiNa 2.889 2.463 -0.426
K2 Potassium dimer rKK 3.905 3.482 -0.423
HClO4 perchloric acid rOCl 1.404 1.803 0.399
C4H8O2 1,3-Dioxane rCH 1.095 1.481 0.386
HClO4 perchloric acid rOCl 1.414 1.796 0.382
GaF Gallium monofluoride rFGa 1.774 1.439 -0.335
SF5Cl sulfur chloropentafluoride rSCl 2.030 2.354 0.323
Be2 Beryllium diatomic rBeBe 2.460 2.139 -0.321
GaH Gallium monohydride rHGa 1.663 1.371 -0.292
SO2F2 Sulfuryl fluoride rFS 1.530 1.801 0.271
B2 Boron diatomic rBB 1.590 1.321 -0.269
CaF Calcuium monofluoride rFCa 1.967 2.200 0.233
He2+ helium dimer cation rHeHe 1.081 1.309 0.228
SF4 Sulfur tetrafluoride rSF 1.545 1.770 0.225
SO2F2 Sulfuryl fluoride rOS 1.405 1.619 0.214
Cl2+ chlorine diatomic cation rClCl 1.892 2.100 0.208
SOCl2 thionyl chloride rSCl 2.076 2.284 0.208
CuH Copper monohydride rHCu 1.463 1.669 0.206
CuH Copper monohydride rHCu 1.463 1.669 0.206
NaH sodium hydride rNaH 1.887 1.683 -0.204
F2SO Thionyl Fluoride rFS 1.585 1.785 0.199
CHF2Cl difluorochloromethane rCCl 1.747 1.944 0.197
F2SO Thionyl Fluoride rOS 1.413 1.603 0.190
NCl nitrogen monochloride rNCl 1.611 1.801 0.190
NaBr Sodium Bromide rNaBr 2.502 2.313 -0.189
SF5Cl sulfur chloropentafluoride rFS 1.576 1.752 0.176
NCl nitrogen monochloride rNCl 1.611 1.785 0.174
ClO Monochlorine monoxide rClO 1.596 1.770 0.174
C2F6 hexafluoroethane rCC 1.560 1.728 0.168
AlN Aluminum nitride rNAl 1.786 1.620 -0.166
OH- hydroxide anion rOH 0.964 1.126 0.162
CaCl calcium monochloride rClCa 2.437 2.592 0.156
C3F8 perfluoropropane rCC 1.546 1.698 0.152
O2+ diatomic oxygen cation rOO 1.116 1.268 0.152
O2+ diatomic oxygen cation rOO 1.116 1.268 0.152
CO Carbon monoxide rCO 1.128 1.278 0.150
NO+ nitric oxide cation rNO 1.066 1.216 0.150
LiCl- lithium chloride anion rLiCl 2.180 2.031 -0.149
SeO2 Selenium dioxide rSeO 1.607 1.754 0.147
Ne2 Neon dimer rNeNe 3.100 2.954 -0.146
SO+ sulfur monoxide cation rOS 1.424 1.570 0.146
GaCl3 Gallium trichloride rClGa 2.180 2.038 -0.142
SOCl2 thionyl chloride rSO 1.443 1.585 0.142
GeF Germanium monofluoride rFGe 1.745 1.604 -0.142
BrO Bromine monoxide rOBr 1.718 1.859 0.141
SO Sulfur monoxide rSO 1.481 1.622 0.141
SO Sulfur monoxide rSO 1.481 1.622 0.141
Cl2 Chlorine diatomic rClCl 1.988 2.127 0.139
CH2FCl fluorochloromethane rCCl 1.762 1.899 0.137
SO Sulfur monoxide rSO 1.481 1.617 0.136
SO Sulfur monoxide rSO 1.481 1.617 0.136
GeH3CH3 methyl germane rHGe 1.529 1.401 -0.128
NO3 Nitrogen trioxide rNO 1.238 1.364 0.126
C2H2O4 Oxalic Acid rCO 1.205 1.330 0.125
SF4 Sulfur tetrafluoride rSF 1.646 1.770 0.124
HCl+ hydrogen chloride cation rHCl 1.315 1.438 0.123
SCl sulfur monochloride rSCl 1.975 2.098 0.123
C2H2O4 Oxalic Acid rCO 1.205 1.328 0.123
SO Sulfur monoxide rOS 1.500 1.622 0.122
SO Sulfur monoxide rOS 1.500 1.622 0.122
Be2 Beryllium diatomic rBeBe 2.460 2.341 -0.119
NH+ imidogen cation rHN 1.070 1.188 0.118
PO- phosphorus monoxide anion rOP 1.540 1.658 0.118
SCl2 Sulfur dichloride rSCl 2.014 2.132 0.118
SCl2 Sulfur dichloride rSCl 2.014 2.132 0.118
CF3Br Bromotrifluoromethane rCBr 1.923 2.041 0.117
HN3 hydrogen azide rNH 0.975 1.092 0.117
SO Sulfur monoxide rOS 1.500 1.617 0.117
SO Sulfur monoxide rOS 1.500 1.617 0.117
N2O3 Dinitrogen trioxide rNO 1.142 1.257 0.115
PF+ phosphorus monofluoride cation rFP 1.500 1.612 0.112
LiBr Lithium Bromide rLiBr 2.170 2.059 -0.111
N2O3 Dinitrogen trioxide rNO 1.202 1.312 0.110
CaOH Calcium monohydroxide rOCa 1.976 2.085 0.109
NS+ nitrogen sulfide cation rNS 1.440 1.548 0.108
SeO Selenium monoxide rSeO 1.639 1.748 0.108
HOCO+ Hydrocarboxyl cation rCO 1.209 1.316 0.108
CBrCl3 Methane, bromotrichloro- rCCl 1.765 1.872 0.107
HOCH2COOH Hydroxyacetic acid rHO 0.956 1.063 0.107
C4H8O2 Ethyl acetate rCO 1.345 1.451 0.106
CF3COOH trifluoroacetic acid rCC 1.546 1.652 0.106
CO+ carbon monoxide cation rCO 1.115 1.220 0.105
CO+ carbon monoxide cation rCO 1.115 1.220 0.105
C6H5NO2 Nitrobenzene rNO 1.223 1.328 0.105
NH2CONH2 Urea rCN 1.378 1.483 0.105
Al2 Aluminum diatomic rAlAl 2.701 2.597 -0.104
NH2CONH2 Urea rCN 1.378 1.482 0.104
As2 Arsenic diatomic rAsAs 2.103 1.999 -0.103
SeO Selenium monoxide rSeO 1.639 1.742 0.102
C2 Carbon diatomic rCC 1.243 1.345 0.102
C12H8 biphenylene rCC 1.432 1.534 0.102
CH3OCl methyl hypochlorite rCO 1.389 1.490 0.101
S2+ sulfur dimer cation rSS 1.825 1.926 0.101
OH+ hydoxyl cation rHO 1.029 1.130 0.101
HN3 hydrogen azide rNN 1.133 1.234 0.101
GaF3 Gallium trifluoride rFGa 1.725 1.624 -0.101
OH+ hydoxyl cation rHO 1.029 1.129 0.100
N3 azide radical rNN 1.181 1.282 0.100
O2 Oxygen diatomic rOO 1.208 1.307 0.099
C4H8O2 Ethyl acetate rCO 1.345 1.444 0.099
N2 Nitrogen diatomic rNN 1.098 1.195 0.098
MgH+ magnesium monohydride cation rHMg 1.652 1.556 -0.096
CaH Calcium monohydride rHCa 2.003 2.098 0.096
CaH Calcium monohydride rHCa 2.003 2.098 0.096
PO Phosphorus monoxide rPO 1.476 1.571 0.095
PO Phosphorus monoxide rPO 1.476 1.571 0.095
CH2NN diazomethane rNN 1.139 1.234 0.095
ArH+ Argon hydride cation rHAr 1.292 1.387 0.095
B2 Boron diatomic rBB 1.590 1.496 -0.094
B2 Boron diatomic rBB 1.590 1.496 -0.094
CH2Cl chloromethyl radical rCCl 1.691 1.784 0.093
H2O3 Hydrogen trioxide rOH 0.963 1.056 0.093
C6H5NO2 Nitrobenzene rCN 1.486 1.578 0.092
C3H8O2 Methane, dimethoxy- rCO 1.382 1.474 0.092
NH Imidogen rHN 1.034 1.125 0.091
OH Hydroxyl radical rOH 0.970 1.061 0.091
PCl phosphorus chloride rPCl 2.018 2.108 0.090
N2H2 trans-diazine rNN 1.252 1.342 0.090
N2O3 Dinitrogen trioxide rNO 1.217 1.307 0.090
NH Imidogen rNH 1.036 1.125 0.089
DF Hydrofluoric acid-d rDF 0.917 1.006 0.088
NO- nitric oxide anion rNO 1.258 1.346 0.088
HOBr Hypobromous acid rOH 0.961 1.048 0.087
HOBr Hypobromous acid rOH 0.961 1.048 0.087
C4H2O3 Maleic Anhydride rCO 1.386 1.473 0.087
C2F6 hexafluoroethane rCF 1.320 1.407 0.087
CH2O2 Dioxirane rCO 1.388 1.475 0.087
BC boron monocarbide rBC 1.491 1.404 -0.087
C3H8O2 1,3-Propanediol rCO 1.410 1.497 0.087
CF2 Difluoromethylene rCF 1.297 1.384 0.087
CaOH Calcium monohydroxide rHO 0.930 1.016 0.086
CH2Cl chloromethyl radical rCCl 1.691 1.775 0.084
NO- nitric oxide anion rNO 1.258 1.341 0.083
CH3OH Methyl alcohol rOH 0.956 1.039 0.083
CF3COOH trifluoroacetic acid rHO 0.960 1.043 0.083
CF3COOH trifluoroacetic acid rCF 1.325 1.407 0.082
CH2 Methylene rCH 1.085 1.167 0.082
CH2 Methylene rCH 1.085 1.167 0.082
CH2 Methylene rCH 1.085 1.167 0.082
CH2 Methylene rCH 1.085 1.167 0.082
CF3OF Trifluoromethylhypofluorite rCF 1.319 1.401 0.082
SiCl3CH3 methyltrichlorosilane rSiCl 2.026 2.108 0.082
HOBr Hypobromous acid rBrO 1.834 1.916 0.082
HOBr Hypobromous acid rBrO 1.834 1.916 0.082
HCNO fulminic acid rNO 1.199 1.280 0.081
GeH3CH3 methyl germane rCGe 1.945 1.864 -0.081
CF2 Difluoromethylene rCF 1.297 1.378 0.081
N2O3 Dinitrogen trioxide rNN 1.864 1.945 0.081
CF3COOH trifluoroacetic acid rCO 1.353 1.433 0.080
Ne2+ Neon dimer cation rNeNe 1.765 1.685 -0.080
HOCO+ Hydrocarboxyl cation rCO 1.140 1.220 0.080
N2H2 trans-diazine rNH 1.028 1.107 0.079
S2 Sulfur diatomic rSS 1.889 1.968 0.079
CH2CHOH ethenol rOH 0.960 1.038 0.078
HCNO fulminic acid rCN 1.168 1.246 0.078
HOCH2COOH Hydroxyacetic acid rCC 1.495 1.572 0.077
HOCO+ Hydrocarboxyl cation rHO 0.977 1.054 0.077
HClO4 perchloric acid rHO 0.980 1.057 0.077
HCNO fulminic acid rHC 1.027 1.102 0.075
C12H8 biphenylene rCC 1.524 1.449 -0.075
DCl Hydrochloric acid-d rDCl 1.275 1.349 0.075
C3F8 perfluoropropane rCF 1.330 1.404 0.074
SiF2 Silicon difluoride rFSi 1.590 1.664 0.074
C3H5Cl 1-chloro-1-propene(E) rCCl 1.728 1.802 0.074
HFCO formyl fluoride rCO 1.181 1.255 0.074
CF3Br Bromotrifluoromethane rCF 1.327 1.400 0.073
OCS Carbonyl sulfide rCO 1.160 1.233 0.073
PF phosphorus monofluoride rPF 1.593 1.665 0.073
MgF2 Magnesium fluoride rFMg 1.770 1.699 -0.071
FCN Cyanogen fluoride rCF 1.262 1.332 0.070
OCSe Carbonyl selenide rCO 1.159 1.227 0.069
HF+ hydrogen fluoride cation rHF 1.014 1.083 0.068
C3H5Cl 1-chloro-1-propene(Z) rCCl 1.735 1.803 0.068
C4H2O3 Maleic Anhydride rCO 1.192 1.259 0.067
CF3COOH trifluoroacetic acid rCO 1.192 1.259 0.067
CH3COCH2CH3 2-Butanone rCC 1.512 1.579 0.067
CH3CH2O Ethoxy radical rCC 1.521 1.454 -0.067
C2H5F fluoroethane rCC 1.505 1.571 0.066
CH2ClCHCl2 1,1,2-trichloroethane rCCl 1.776 1.842 0.066
S8 Octasulfur rSS 2.059 2.125 0.066
HOCH2COOH Hydroxyacetic acid rCO 1.210 1.275 0.065
FCN Cyanogen fluoride rCN 1.159 1.224 0.065
NH2CONH2 Urea rNH 0.998 1.062 0.064
CH3COCH2CH3 2-Butanone rCC 1.507 1.571 0.064
C2HF3 Trifluoroethylene rCF 1.316 1.380 0.064
NH2CONH2 Urea rNH 0.998 1.061 0.064
HOCH2COOH Hydroxyacetic acid rCO 1.349 1.413 0.064
C3 carbon trimer rCC 1.277 1.340 0.063
NH2CN cyanamide rNH 1.001 1.064 0.063
C3 carbon trimer rCC 1.277 1.340 0.063
C2F2 difluoroacetylene rCC 1.187 1.249 0.063
C4F6 perfluorobutadiene rCC 1.336 1.399 0.063
HBr+ hydrogen bromide cation rHBr 1.448 1.511 0.063
PBr3 Phosphorus tribromide rPBr 2.220 2.283 0.062
NH3 Ammonia rNH 1.012 1.074 0.062
HCCCN Cyanoacetylene rCN 1.161 1.222 0.061
C4F6 perfluorobutadiene rCC 1.336 1.397 0.061
CH2 Methylene rHC 1.107 1.167 0.061
CH2 Methylene rHC 1.107 1.167 0.061
CH2 Methylene rHC 1.107 1.167 0.061
CH2 Methylene rHC 1.107 1.167 0.061
C5H11N Piperidine rNH 1.015 1.074 0.059
CH3NC methyl isocyanide rCN 1.166 1.225 0.059
C5H11N Piperidine rNH 1.015 1.073 0.058
AsN Arsenic mononitride rNAs 1.618 1.560 -0.058
C5H11N Piperidine rCN 1.472 1.530 0.058
H3O+ hydronium rHO 0.976 1.033 0.057
C4H8O2 Ethyl acetate rCO 1.203 1.260 0.057
Si2 Silicon diatomic rSiSi 2.246 2.189 -0.057
C4F6 perfluorobutadiene rCF 1.323 1.380 0.057
C4H8O2 Ethyl acetate rCO 1.203 1.260 0.057
C5H4O2 4-Cyclopentene-1,3-dione rCO 1.208 1.265 0.057
C4F6 perfluorobutadiene rCF 1.323 1.379 0.056
C5H11N Piperidine rCN 1.472 1.528 0.056
C6H5CN phenyl cyanide rCN 1.158 1.214 0.056
AsH Arsenic monohydride rHAs 1.535 1.479 -0.056
HOCH2COOH Hydroxyacetic acid rCO 1.406 1.461 0.055
CH3NH2 methyl amine rNH 1.018 1.073 0.055
CH3NH2 methyl amine rCN 1.471 1.526 0.055
AsH Arsenic monohydride rHAs 1.535 1.480 -0.055
SeS Selenium monosulfide rSSe 2.037 2.092 0.055
C3H8O2 1,3-Propanediol rOH 0.980 1.035 0.055
Se2 Selenium diatomic rSeSe 2.166 2.221 0.055
C6F6 hexafluorobenzene rCF 1.325 1.380 0.055
NF nitrogen fluoride rNF 1.317 1.371 0.054
HFCO formyl fluoride rCF 1.338 1.392 0.054
LiH Lithium Hydride rLiH 1.595 1.542 -0.053
C4H6O Furan, 2,5-dihydro- rCO 1.440 1.493 0.053
HOCH2COOH Hydroxyacetic acid rHO 0.989 1.042 0.053
C(CN)4 tetracyanomethane rCN 1.161 1.214 0.053
BH3NH3 borane ammonia rHN 1.010 1.061 0.051
C4 Carbon tetramer rCC 1.304 1.355 0.050
C3H2N2 Malononitrile rCN 1.160 1.211 0.050
CH2CHCHO Acrolein rCC 1.470 1.520 0.050
HCCF Fluoroacetylene rCF 1.279 1.329 0.050
HCN Hydrogen cyanide rCN 1.156 1.206 0.050
248 molecules.