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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 mPW1PW91/3-21G

Species Name Bond type Bond Length (Å)
Experimental Calculated Difference
C12H8 biphenylene rCC 1.428 6.248 4.820
C12H8 biphenylene rCC 1.370 2.888 1.518
C12H8 biphenylene rCC 1.372 2.449 1.077
C2H5NO3 Nitric acid, ethyl ester rCO 1.430 2.365 0.935
Al2 Aluminum diatomic rAlAl 2.701 3.158 0.457
Be2 Beryllium diatomic rBeBe 2.460 2.019 -0.441
Be2 Beryllium diatomic rBeBe 2.460 2.020 -0.440
CH2ClCH2CH3 Propane, 1-chloro- rCH 1.113 1.540 0.427
CH3CHClCH3 Propane, 2-chloro- rCH 1.092 1.517 0.425
CH2ClCH2CH3 Propane, 1-chloro- rCH 1.113 1.533 0.420
C4H6O2 2,3-Butanedione rCH 1.114 1.533 0.419
C4H8O2 1,3-Dioxane rCH 1.095 1.436 0.341
SF5Cl sulfur chloropentafluoride rSCl 2.030 2.325 0.295
SOCl2 thionyl chloride rSCl 2.076 2.346 0.270
SO2Cl2 Sulfuryl chloride rSCl 2.076 2.334 0.258
Cl2+ chlorine diatomic cation rClCl 1.892 2.140 0.248
Ne2 Neon dimer rNeNe 3.100 3.334 0.234
HClO4 perchloric acid rOCl 1.404 1.636 0.232
ClS2 Sulfur chloride rSCl 2.071 2.303 0.232
CaCl calcium monochloride rClCa 2.437 2.667 0.230
HClO4 perchloric acid rOCl 1.641 1.868 0.227
SCl sulfur monochloride rSCl 1.975 2.199 0.224
SCl sulfur monochloride rSCl 1.975 2.199 0.224
S2Cl2 Disulfur dichloride rSS 1.931 2.155 0.224
ClFO3 Perchloryl fluoride rClO 1.400 1.624 0.224
NO3 Nitrogen trioxide rNO 1.238 1.459 0.222
OClO Chlorine dioxide rClO 1.470 1.691 0.222
Cl2 Chlorine diatomic rClCl 1.988 2.209 0.221
Cl2 Chlorine diatomic rClCl 1.988 2.209 0.221
HClO4 perchloric acid rOCl 1.414 1.630 0.216
SCl2 Sulfur dichloride rSCl 2.014 2.230 0.216
SCl2 Sulfur dichloride rSCl 2.014 2.230 0.216
SSO Disulfur monoxide rSS 1.884 2.100 0.216
H2S2 HSSH rSS 2.056 2.268 0.211
CH3SSCH3 Disulfide, dimethyl rSS 2.038 2.249 0.211
S2Cl2 Disulfur dichloride rSCl 2.057 2.267 0.210
ClFO3 Perchloryl fluoride rFCl 1.598 1.808 0.210
P4 Phosphorus tetramer rPP 2.210 2.418 0.208
Cl3PO Phosphoryl chloride rPCl 1.989 2.195 0.206
Mg2 Magnesium diatomic rMgMg 3.891 3.687 -0.204
Mg2 Magnesium diatomic rMgMg 3.891 3.687 -0.204
I2 Iodine diatomic rII 2.665 2.868 0.203
PCl phosphorus chloride rPCl 2.018 2.216 0.199
BrCl Bromine monochloride rClBr 2.136 2.328 0.192
NCl nitrogen monochloride rNCl 1.611 1.803 0.192
S8 Octasulfur rSS 2.059 2.249 0.190
PCl3 Phosphorus trichloride rPCl 2.043 2.231 0.188
PCl5 Phosphorus pentachloride rPCl 2.020 2.207 0.187
IBr Iodine monobromide rBrI 2.469 2.650 0.181
PCl phosphorus chloride rPCl 2.018 2.198 0.180
ClS2 Sulfur chloride rSS 1.906 2.084 0.178
Al2 Aluminum diatomic rAlAl 2.701 2.524 -0.177
S2 Sulfur diatomic rSS 1.889 2.065 0.176
Br2 Bromine diatomic rBrBr 2.281 2.452 0.171
S2 Sulfur diatomic rSS 1.889 2.060 0.171
CCl carbon monochloride rCCl 1.649 1.820 0.171
PBr3 Phosphorus tribromide rPBr 2.220 2.389 0.169
CaH Calcium monohydride rHCa 2.003 2.169 0.166
CaH Calcium monohydride rHCa 2.003 2.169 0.166
K2 Potassium dimer rKK 3.905 4.068 0.163
SiCl Clorosilylidyne rSiCl 2.061 2.217 0.156
ClF3 Chlorine trifluoride rFCl 1.597 1.753 0.156
C2H6O2S Dimethyl sulfone rSO 1.431 1.585 0.154
NCl nitrogen monochloride rNCl 1.611 1.764 0.153
ClO Monochlorine monoxide rClO 1.596 1.748 0.152
ClO Monochlorine monoxide rClO 1.596 1.748 0.152
CCl2 dichloromethylene rCCl 1.711 1.863 0.152
Si2 Silicon diatomic rSiSi 2.246 2.097 -0.149
CHF2Cl difluorochloromethane rCCl 1.747 1.896 0.149
CuF Copper monofluoride rCuF 1.745 1.596 -0.148
SO3 Sulfur trioxide rSO 1.418 1.565 0.148
P2H4 H2PPH2 rPP 2.219 2.366 0.147
As4 Arsenic tetramer rAsAs 2.435 2.580 0.145
CH3SOCH3 Dimethyl sulfoxide rSO 1.485 1.630 0.145
CH3COCl Acetyl Chloride rCCl 1.798 1.943 0.145
He2+ helium dimer cation rHeHe 1.081 1.225 0.144
S2+ sulfur dimer cation rSS 1.825 1.969 0.144
SeS Selenium monosulfide rSSe 2.037 2.177 0.140
SO2 Sulfur dioxide rSO 1.432 1.571 0.139
SiCl2 Dichlorosilylene rSiCl 2.076 2.214 0.138
SSO Disulfur monoxide rSO 1.456 1.594 0.138
H2SO4 Sulfuric acid rSO 1.422 1.559 0.137
SO2F2 Sulfuryl fluoride rOS 1.405 1.541 0.136
Se2 Selenium diatomic rSeSe 2.166 2.302 0.136
Be2 Beryllium diatomic rBeBe 2.460 2.596 0.136
SO2F2 Sulfuryl fluoride rFS 1.530 1.665 0.135
CH2FCl fluorochloromethane rCCl 1.762 1.897 0.135
KBr Potassium Bromide rKBr 2.821 2.955 0.134
AlCl Aluminum monochloride rAlCl 2.130 2.264 0.133
H2SO4 Sulfuric acid rSO 1.574 1.707 0.133
F2SO Thionyl Fluoride rOS 1.413 1.544 0.131
SO Sulfur monoxide rSO 1.481 1.612 0.131
SO Sulfur monoxide rSO 1.481 1.612 0.131
Se2 Selenium diatomic rSeSe 2.166 2.296 0.130
SO Sulfur monoxide rSO 1.481 1.611 0.130
SO Sulfur monoxide rSO 1.481 1.611 0.130
SO Sulfur monoxide rSO 1.481 1.611 0.130
SO Sulfur monoxide rSO 1.481 1.611 0.130
LiO lithium oxide rLiO 1.688 1.559 -0.130
FO2 Dioxygen monofluoride rOO 1.200 1.329 0.129
SiH3Cl chlorosilane rSiCl 2.051 2.179 0.129
CH3CHClCH2CH3 Butane, 2-chloro- rCCl 1.781 1.906 0.125
ClNO2 Nitryl chloride rNCl 1.840 1.965 0.125
SiH2Cl2 dichlorosilane rSiCl 2.033 2.157 0.124
ClF3 Chlorine trifluoride rFCl 1.697 1.819 0.122
SF4 Sulfur tetrafluoride rSF 1.545 1.667 0.122
HOCl hypochlorous acid rClO 1.691 1.812 0.121
FO2 Dioxygen monofluoride rFO 1.649 1.528 -0.121
PS phosphorus sulfide rPS 1.900 2.020 0.120
SiHCl3 Trichlorosilane rSiCl 2.020 2.139 0.119
SiCl3CH3 methyltrichlorosilane rSiCl 2.026 2.144 0.118
SOCl2 thionyl chloride rSO 1.443 1.560 0.117
SO2Cl2 Sulfuryl chloride rSO 1.443 1.560 0.117
Cl2O Dichlorine monoxide rClO 1.696 1.813 0.117
KCl Potassium Chloride rKCl 2.667 2.783 0.117
PO- phosphorus monoxide anion rOP 1.540 1.654 0.114
CaF Calcuium monofluoride rFCa 1.967 2.081 0.114
CF3Cl Methane, chlorotrifluoro- rCCl 1.752 1.865 0.113
Cu2 Copper dimer rCuCu 2.220 2.333 0.113
CF2Cl2 difluorodichloromethane rCCl 1.744 1.857 0.113
BrO Bromine monoxide rOBr 1.718 1.830 0.112
C3H5Cl3 Propane, 1,2,3-trichloro- rCCl 1.790 1.902 0.112
F2SO Thionyl Fluoride rFS 1.585 1.698 0.112
CH2ClCH2CH2CH3 Butane, 1-chloro- rCCl 1.780 1.892 0.112
CH2ClCHCHCH3 2-Butene, 1-chloro- rCCl 1.807 1.919 0.112
SO Sulfur monoxide rOS 1.500 1.612 0.112
SO Sulfur monoxide rOS 1.500 1.612 0.112
SO Sulfur monoxide rOS 1.500 1.611 0.111
SO Sulfur monoxide rOS 1.500 1.611 0.111
SO Sulfur monoxide rOS 1.500 1.611 0.111
SO Sulfur monoxide rOS 1.500 1.611 0.111
SO+ sulfur monoxide cation rOS 1.424 1.535 0.111
CH3CCl(CH3)CH3 Propane, 2-chloro-2-methyl- rCCl 1.803 1.913 0.110
PO2 Phosphorus dioxide rPO 1.467 1.575 0.109
CO Carbon monoxide rCO 1.128 1.235 0.107
SiCl4 Silane, tetrachloro- rSiCl 2.019 2.125 0.106
ClF Chlorine monofluoride rFCl 1.628 1.734 0.106
C2H4S Thiirane rCS 1.815 1.920 0.105
GeCl Germanium monochloride rClGe 2.164 2.269 0.105
CH3CH2Cl Ethyl chloride rCCl 1.789 1.894 0.105
CH3SOCH3 Dimethyl sulfoxide rCS 1.799 1.903 0.104
CuO Copper Monoxide rCuO 1.724 1.620 -0.104
SF2 sulfur difluoride rSF 1.587 1.690 0.103
PF+ phosphorus monofluoride cation rFP 1.500 1.603 0.103
CH2Cl chloromethyl radical rCCl 1.691 1.794 0.103
CCl2O Phosgene rCCl 1.737 1.839 0.103
P2+ phosphorus dimer cation rPP 1.986 2.088 0.102
NS Mononitrogen monosulfide rNS 1.497 1.598 0.101
CH2CHCHClCH3 1-Butene, 3-chloro- rCCl 1.813 1.914 0.101
CH2Cl chloromethyl radical rCCl 1.691 1.792 0.101
CH2CHCH2CH2Cl 1-Butene, 4-chloro- rCCl 1.794 1.894 0.100
CH3CHCl2 Ethane, 1,1-dichloro- rCCl 1.766 1.864 0.098
MgCl magnesium monochloride rMgCl 2.199 2.297 0.098
CH2ClCHClCH3 Propane, 1,2-dichloro- rCCl 1.793 1.889 0.096
CH2ClCH2Cl Ethane, 1,2-dichloro- rCCl 1.790 1.886 0.096
AlCl3 Aluminum trichloride rAlCl 2.060 2.156 0.096
CuH Copper monohydride rHCu 1.463 1.367 -0.096
CuH Copper monohydride rHCu 1.463 1.367 -0.096
CH2ClCHCl2 1,1,2-trichloroethane rCCl 1.776 1.871 0.095
CH3CH2O Ethoxy radical rCC 1.521 1.426 -0.095
SF5Cl sulfur chloropentafluoride rFS 1.576 1.671 0.095
SF6 Sulfur Hexafluoride rSF 1.561 1.655 0.095
CH2CHCl Ethene, chloro- rCCl 1.726 1.821 0.095
C12H8 biphenylene rCC 1.524 1.430 -0.094
CH3Cl Methyl chloride rCCl 1.785 1.879 0.094
C3H5Cl 1-chloro-1-propene(E) rCCl 1.728 1.822 0.094
PCl5 Phosphorus pentachloride rPCl 2.214 2.308 0.094
Cl3PO Phosphoryl chloride rPO 1.455 1.549 0.094
Li2 Lithium diatomic rLiLi 2.673 2.766 0.093
PO Phosphorus monoxide rPO 1.476 1.568 0.092
C3H5ClO Oxirane, (chloromethyl)- rCCl 1.798 1.890 0.092
PO Phosphorus monoxide rPO 1.476 1.568 0.092
C12H8 biphenylene rCC 1.432 1.524 0.092
Li2 Lithium diatomic rLiLi 2.673 2.765 0.092
SF Monosulfur monofluoride rSF 1.599 1.691 0.091
C2H6O2S Dimethyl sulfone rCS 1.777 1.868 0.091
CHClCHCl Ethene, 1,2-dichloro-, (E)- rCCl 1.718 1.809 0.091
C3H5Cl 1-chloro-1-propene(Z) rCCl 1.735 1.825 0.090
C6H5Cl chlorobenzene rCCl 1.725 1.815 0.090
BrF5 bromine pentafluoride rFBr 1.689 1.778 0.089
BrF3 Bromine trifluoride rFBr 1.721 1.809 0.088
F3PO Phosphoryl fluoride rPO 1.436 1.523 0.087
NaLi lithium sodium rLiNa 2.889 2.976 0.087
O2 Oxygen diatomic rOO 1.208 1.294 0.086
SiS silicon monosulfide rSiS 1.929 2.015 0.086
C2Cl2 dichloroacetylene rCCl 1.612 1.697 0.086
CH2CCl2 Ethene, 1,1-dichloro- rCCl 1.710 1.796 0.086
OH- hydroxide anion rOH 0.964 1.049 0.085
CH3SCH2CH3 Ethane, (methylthio)- rCS 1.804 1.889 0.085
C4H6S Thiophene, 2,5-dihydro- rCS 1.816 1.901 0.085
F3PO Phosphoryl fluoride rPF 1.524 1.609 0.085
KH Potassium hydride rHK 2.243 2.327 0.084
AlS Aluminum sulfide rAlS 2.029 2.112 0.083
CH3CCl3 Ethane, 1,1,1-trichloro- rCCl 1.767 1.849 0.082
GaCl Gallium monochloride rClGa 2.202 2.284 0.082
O2 Oxygen diatomic rOO 1.208 1.289 0.082
CBrCl3 Methane, bromotrichloro- rCCl 1.765 1.847 0.082
CH3CH(CH3)ONO Iso-propyl nitrite rON 1.414 1.496 0.082
CFCl3 Trichloromonofluoromethane rCCl 1.764 1.845 0.081
CaOH Calcium monohydroxide rOCa 1.976 2.057 0.081
C3H6S Thietane rCS 1.847 1.928 0.081
HO2 Hydroperoxy radical rOO 1.331 1.411 0.081
BBr Boron monobromide rBBr 1.888 1.968 0.080
CH2SHCH2SH 1,2-Ethanedithiol rCS 1.819 1.899 0.080
CH2ClCHCl2 1,1,2-trichloroethane rCC 1.580 1.500 -0.080
PF3 Phosphorus trifluoride rPF 1.561 1.641 0.080
CH3CH2SH ethanethiol rCS 1.820 1.899 0.079
GaO Gallium monoxide rOGa 1.743 1.664 -0.079
CH3SCH3 Dimethyl sulfide rCS 1.802 1.881 0.079
C2 Carbon diatomic rCC 1.243 1.321 0.079
C5H6S Thiophene, 3-methyl- rCS 1.714 1.793 0.079
CH3SCH2CH3 Ethane, (methylthio)- rCS 1.804 1.883 0.079
CH2Cl2 Methylene chloride rCCl 1.772 1.851 0.079
GeCl2 Germanium dichloride rClGe 2.186 2.264 0.078
C3H7SH 1-Propanethiol rCS 1.820 1.898 0.078
NaOH sodium hydroxide rNaO 1.950 1.872 -0.078
C4H4S Thiophene rCS 1.714 1.792 0.078
CH3S thiomethoxy rCS 1.791 1.868 0.077
CHClCHCl Ethene, 1,2-dichloro-, (Z)- rCCl 1.717 1.794 0.077
NF3 Nitrogen trifluoride rNF 1.365 1.442 0.077
NO- nitric oxide anion rNO 1.258 1.335 0.077
NO- nitric oxide anion rNO 1.258 1.335 0.077
PF phosphorus monofluoride rPF 1.593 1.669 0.077
BCl boron monochloride rBCl 1.719 1.796 0.076
PF5 Phosphorus pentafluoride rPF 1.534 1.610 0.076
CH3SSCH3 Disulfide, dimethyl rCS 1.810 1.886 0.076
CHClCCl2 Trichloroethylene rCCl 1.714 1.790 0.076
PF phosphorus monofluoride rPF 1.593 1.668 0.075
CH3CCl2CH3 Propane, 2,2-dichloro- rCCl 1.799 1.874 0.075
CHCl3 Chloroform rCCl 1.762 1.837 0.075
C5H10S 2H-Thiopyran, tetrahydro- rCS 1.811 1.886 0.075
ClNO Nitrosyl chloride rNCl 1.975 2.050 0.075
CH3OCl methyl hypochlorite rCO 1.389 1.464 0.075
O3 Ozone rOO 1.278 1.353 0.075
LiCl lithium chloride rLiCl 2.021 2.095 0.075
Na2 Sodium diatomic rNaNa 3.079 3.152 0.073
SF4 Sulfur tetrafluoride rSF 1.646 1.719 0.073
FNO3 Fluorine nitrate rNO 1.507 1.580 0.073
CHClCCl2 Trichloroethylene rCCl 1.720 1.792 0.072
CH3SH Methanethiol rCS 1.818 1.890 0.072
CH3NO3 Methyl nitrate rNO 1.402 1.473 0.071
GaF Gallium monofluoride rFGa 1.774 1.703 -0.071
NF nitrogen fluoride rNF 1.317 1.388 0.071
BeCl2 Beryllium chloride rBeCl 1.750 1.820 0.070
C4H8S Thiophene, tetrahydro- rCS 1.835 1.905 0.070
KF Potassium Fluoride rKF 2.171 2.241 0.070
P2 Phosphorus diatomic rPP 1.893 1.963 0.069
P2 Phosphorus diatomic rPP 1.893 1.963 0.069
C3H3NO Isoxazole rNO 1.399 1.468 0.069
AlN Aluminum nitride rNAl 1.786 1.718 -0.068
CCl4 Carbon tetrachloride rCCl 1.767 1.835 0.068
O2+ diatomic oxygen cation rOO 1.116 1.184 0.068
O2+ diatomic oxygen cation rOO 1.116 1.184 0.068
C4H5NO Isoxazole, 5-methyl- rNO 1.403 1.470 0.067
CH3ONO Methyl nitrite rNO 1.398 1.465 0.067
FO Oxygen monofluoride rFO 1.354 1.421 0.066
C4H5NO 3-Methylisoxazole rNO 1.403 1.469 0.066
HPO HPO rPO 1.512 1.578 0.066
B2 Boron diatomic rBB 1.590 1.655 0.065
BrF Bromine monofluoride rFBr 1.759 1.824 0.065
MgS magnesium sulfide rMgS 2.143 2.208 0.065
AlN Aluminum nitride rNAl 1.786 1.851 0.065
N2F2 (Z)-Difluorodiazene rNF 1.384 1.449 0.065
B2 Boron diatomic rBB 1.590 1.655 0.065
C2H4O Ethylene oxide rCO 1.425 1.489 0.064
CHClCCl2 Trichloroethylene rCCl 1.712 1.776 0.064
CH2O2 Dioxirane rCO 1.388 1.451 0.063
MgCl2 Magnesium dichloride rMgCl 2.180 2.243 0.063
HNO3 Nitric acid rNO 1.406 1.469 0.063
SiH3F monofluorosilane rSiF 1.595 1.657 0.062
C2H5NO3 Nitric acid, ethyl ester rNO 1.407 1.469 0.062
NS+ nitrogen sulfide cation rNS 1.440 1.502 0.062
H2O3 Hydrogen trioxide rOO 1.428 1.489 0.061
CH3CHNOH Acetaldoxime rNO 1.408 1.469 0.061
SiO Silicon monoxide rSiO 1.510 1.571 0.061
ClCN chlorocyanogen rCCl 1.629 1.690 0.061
SeO Selenium monoxide rSeO 1.639 1.700 0.060
SeO Selenium monoxide rSeO 1.639 1.699 0.060
C2Cl4 Tetrachloroethylene rCCl 1.718 1.778 0.060
HOBr Hypobromous acid rBrO 1.834 1.893 0.059
HOBr Hypobromous acid rBrO 1.834 1.893 0.059
B2 Boron diatomic rBB 1.590 1.531 -0.059
B2 Boron diatomic rBB 1.590 1.531 -0.059
BC boron monocarbide rBC 1.491 1.432 -0.059
C6H5NH2 aniline rCN 1.431 1.372 -0.059
NF nitrogen fluoride rNF 1.317 1.375 0.058
SiF2 Silicon difluoride rFSi 1.590 1.648 0.058
SiF silicon monofluoride rSiF 1.604 1.662 0.058
HN3 hydrogen azide rNH 0.975 1.033 0.058
C3H8O2 1,3-Propanediol rCO 1.410 1.468 0.058
F2O Difluorine monoxide rFO 1.405 1.462 0.057
BrF3 Bromine trifluoride rFBr 1.810 1.867 0.057
C3H6O Propylene oxide rCO 1.436 1.492 0.056
Zn(CH3)2 dimethyl zinc rZnC 1.930 1.875 -0.055
PN Phosphorus mononitride rPN 1.491 1.546 0.055
Zn(CH3)2 dimethyl zinc rZnC 1.930 1.875 -0.055
C4F6 perfluorobutadiene rCC 1.488 1.433 -0.055
PF5 Phosphorus pentafluoride rPF 1.577 1.631 0.054
CF3Br Bromotrifluoromethane rCBr 1.923 1.978 0.054
C2H6N2O2 Dimethylnitroamine rNO 1.223 1.277 0.054
HNO2 Nitrous acid rNO 1.442 1.496 0.054
LiBr Lithium Bromide rLiBr 2.170 2.225 0.054
CH3CHNOH Acetaldoxime rCC 1.550 1.497 -0.053
CF3OF Trifluoromethylhypofluorite rOF 1.421 1.474 0.053
CH3PH2 Methyl phosphine rCP 1.858 1.911 0.053
HPO HPO rPH 1.433 1.486 0.053
NaBr Sodium Bromide rNaBr 2.502 2.555 0.053
CS carbon monosulfide rCS 1.535 1.588 0.053
CF2 Difluoromethylene rCF 1.297 1.350 0.052
NaF sodium fluoride rNaF 1.926 1.874 -0.052
SeO2 Selenium dioxide rSeO 1.607 1.659 0.052
HF+ hydrogen fluoride cation rHF 1.014 1.066 0.052
CH3Br methyl bromide rCBr 1.934 1.986 0.052
C4H6 1-Methylcyclopropene rCC 1.476 1.528 0.052
SiF4 Silicon tetrafluoride rSiF 1.554 1.605 0.051
BHCl2 Borane, dichloro- rBH 1.130 1.181 0.051
CH3I methyl iodide rCI 2.136 2.187 0.051
C3H6O Oxetane rCO 1.446 1.497 0.051
C3H5ClO Oxirane, (chloromethyl)- rCO 1.442 1.493 0.051
BeCl beryllium chloride rBeCl 1.797 1.848 0.051
CH3CHSHCH3 2-Propanethiol rCS 1.849 1.900 0.051
C2Cl2 dichloroacetylene rCC 1.246 1.195 -0.051
CH3CHS Thioacetaldehyde rCS 1.610 1.660 0.050
AlH aluminum monohydride rAlH 1.648 1.698 0.050
CH3CH2SH ethanethiol rSH 1.322 1.372 0.050
325 molecules.