return to home page

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 B3LYP/3-21G

Species Name Bond type Bond Length (Å)
Experimental Calculated Difference
C5H10O 2-Butanone, 3-methyl- rCC 1.534 4.192 2.658
H2SO4 Sulfuric acid rOH 0.970 3.293 2.323
C5H10O 2-Butanone, 3-methyl- rCH 1.113 3.136 2.023
C5H10O 2-Butanone, 3-methyl- rCC 1.525 2.544 1.019
C2H5NO3 Nitric acid, ethyl ester rCO 1.430 2.378 0.948
Al2 Aluminum diatomic rAlAl 2.701 3.187 0.486
HBS hydrogen boron sulfide rBH 1.169 1.626 0.456
Be2 Beryllium diatomic rBeBe 2.460 2.009 -0.451
CH2ClCH2CH3 Propane, 1-chloro- rCH 1.113 1.548 0.435
HBS hydrogen boron sulfide rBS 1.599 1.169 -0.431
CH2ClCH2CH3 Propane, 1-chloro- rCH 1.113 1.541 0.428
C4H6O2 2,3-Butanedione rCH 1.114 1.540 0.426
C4H8O2 1,3-Dioxane rCH 1.095 1.445 0.350
C5H10O 2-Butanone, 3-methyl- rCO 1.217 1.534 0.317
Mg2 Magnesium diatomic rMgMg 3.891 4.201 0.311
SOCl2 thionyl chloride rSCl 2.076 2.378 0.302
SO2Cl2 Sulfuryl chloride rSCl 2.076 2.376 0.300
Cl2+ chlorine diatomic cation rClCl 1.892 2.165 0.273
ONNO NO dimer rNN 2.236 1.966 -0.270
ClS2 Sulfur chloride rSCl 2.071 2.336 0.265
SCl sulfur monochloride rSCl 1.975 2.220 0.245
SSO Disulfur monoxide rSS 1.884 2.129 0.245
Cl2 Chlorine diatomic rClCl 1.988 2.232 0.244
OClO Chlorine dioxide rClO 1.470 1.713 0.243
ClFO3 Perchloryl fluoride rClO 1.400 1.642 0.242
ClFO3 Perchloryl fluoride rFCl 1.598 1.840 0.242
SCl2 Sulfur dichloride rSCl 2.014 2.253 0.239
S2Cl2 Disulfur dichloride rSCl 2.057 2.296 0.239
S2Cl2 Disulfur dichloride rSS 1.931 2.170 0.239
H2S2 HSSH rSS 2.056 2.294 0.238
I2 Iodine diatomic rII 2.665 2.902 0.237
CH3SSCH3 Disulfide, dimethyl rSS 2.038 2.274 0.236
Cl3PO Phosphoryl chloride rPCl 1.989 2.225 0.236
P4 Phosphorus tetramer rPP 2.210 2.438 0.228
ClF+ clorine monofluoride cation rFCl 1.448 1.675 0.226
PCl5 Phosphorus pentachloride rPCl 2.020 2.239 0.219
PCl phosphorus chloride rPCl 2.018 2.234 0.216
S8 Octasulfur rSS 2.059 2.274 0.215
BrCl Bromine monochloride rClBr 2.136 2.350 0.214
PCl3 Phosphorus trichloride rPCl 2.043 2.254 0.211
NCl nitrogen monochloride rNCl 1.611 1.817 0.207
PCl phosphorus chloride rPCl 2.018 2.219 0.201
S2 Sulfur diatomic rSS 1.889 2.086 0.197
ClS2 Sulfur chloride rSS 1.906 2.100 0.194
Br2 Bromine diatomic rBrBr 2.281 2.474 0.193
S2 Sulfur diatomic rSS 1.889 2.082 0.192
CCl carbon monochloride rCCl 1.649 1.836 0.187
ClF3 Chlorine trifluoride rFCl 1.597 1.779 0.182
CH3COCl Acetyl Chloride rCCl 1.798 1.976 0.178
ClOOCl Dichlorine dioxide rOCl 1.704 1.881 0.177
P2H4 H2PPH2 rPP 2.219 2.395 0.176
CHF2Cl difluorochloromethane rCCl 1.747 1.923 0.176
NCl nitrogen monochloride rNCl 1.611 1.783 0.172
SiCl Clorosilylidyne rSiCl 2.061 2.233 0.172
CCl2 dichloromethylene rCCl 1.711 1.883 0.171
ClO Monochlorine monoxide rClO 1.596 1.764 0.168
ClNO2 Nitryl chloride rNCl 1.840 2.006 0.166
S2+ sulfur dimer cation rSS 1.825 1.989 0.164
C2H6O2S Dimethyl sulfone rSO 1.431 1.594 0.163
CH2FCl fluorochloromethane rCCl 1.762 1.923 0.161
SeS Selenium monosulfide rSSe 2.037 2.197 0.160
SO3 Sulfur trioxide rSO 1.418 1.577 0.160
Al2 Aluminum diatomic rAlAl 2.701 2.545 -0.156
Se2 Selenium diatomic rSeSe 2.166 2.321 0.155
SiCl2 Dichlorosilylene rSiCl 2.076 2.231 0.155
H2SO4 Sulfuric acid rSO 1.574 1.729 0.155
CH3SOCH3 Dimethyl sulfoxide rSO 1.485 1.638 0.153
CH3CHClCH2CH3 Butane, 2-chloro- rCCl 1.781 1.933 0.152
He2+ helium dimer cation rHeHe 1.081 1.233 0.152
SO2 Sulfur dioxide rSO 1.432 1.582 0.150
SO2F2 Sulfuryl fluoride rFS 1.530 1.680 0.150
Se2 Selenium diatomic rSeSe 2.166 2.316 0.150
SSO Disulfur monoxide rSO 1.456 1.605 0.148
CuF Copper monofluoride rCuF 1.745 1.597 -0.148
KBr Potassium Bromide rKBr 2.821 2.967 0.147
H2SO4 Sulfuric acid rSO 1.422 1.568 0.146
SO2F2 Sulfuryl fluoride rOS 1.405 1.551 0.146
ClF3 Chlorine trifluoride rFCl 1.697 1.842 0.145
SiH3Cl chlorosilane rSiCl 2.051 2.194 0.144
HOCl hypochlorous acid rClO 1.691 1.834 0.144
C3H5Cl3 Propane, 1,2,3-trichloro- rCCl 1.790 1.932 0.142
SO Sulfur monoxide rSO 1.481 1.624 0.142
SO Sulfur monoxide rSO 1.481 1.623 0.142
AlCl Aluminum monochloride rAlCl 2.130 2.272 0.142
CF3Cl Methane, chlorotrifluoro- rCCl 1.752 1.892 0.140
Cl2O Dichlorine monoxide rClO 1.696 1.835 0.139
Si2 Silicon diatomic rSiSi 2.246 2.107 -0.139
CH3CCl(CH3)CH3 Propane, 2-chloro-2-methyl- rCCl 1.803 1.941 0.138
SiH2Cl2 dichlorosilane rSiCl 2.033 2.171 0.138
CF2Cl2 difluorodichloromethane rCCl 1.744 1.881 0.137
FO2 Dioxygen monofluoride rOO 1.200 1.337 0.137
CH2ClCH2CH2CH3 Butane, 1-chloro- rCCl 1.780 1.916 0.136
SF4 Sulfur tetrafluoride rSF 1.545 1.680 0.135
PS phosphorus sulfide rPS 1.900 2.034 0.134
CH3SOCH3 Dimethyl sulfoxide rCS 1.799 1.932 0.133
SiHCl3 Trichlorosilane rSiCl 2.020 2.153 0.133
CH3CHClCH3 Propane, 2-chloro- rCCl 1.798 1.930 0.132
CH2CHCHClCH3 1-Butene, 3-chloro- rCCl 1.813 1.944 0.131
LiO lithium oxide rLiO 1.688 1.557 -0.131
C2H4S Thiirane rCS 1.815 1.945 0.130
KCl Potassium Chloride rKCl 2.667 2.795 0.129
CH3CH2Cl Ethyl chloride rCCl 1.789 1.917 0.128
SO2Cl2 Sulfuryl chloride rSO 1.443 1.571 0.128
CCl2O Phosgene rCCl 1.737 1.864 0.128
SOCl2 thionyl chloride rSO 1.443 1.570 0.127
BrO Bromine monoxide rOBr 1.718 1.843 0.125
CH2CHCH2CH2Cl 1-Butene, 4-chloro- rCCl 1.794 1.919 0.125
ClF Chlorine monofluoride rFCl 1.628 1.753 0.124
PO- phosphorus monoxide anion rOP 1.540 1.664 0.124
CH2ClCHClCH3 Propane, 1,2-dichloro- rCCl 1.793 1.915 0.122
SiCl4 Silane, tetrachloro- rSiCl 2.019 2.140 0.121
CH2ClCH2Cl Ethane, 1,2-dichloro- rCCl 1.790 1.911 0.121
SO+ sulfur monoxide cation rOS 1.424 1.545 0.121
PCl5 Phosphorus pentachloride rPCl 2.214 2.335 0.121
CH2Cl chloromethyl radical rCCl 1.691 1.810 0.119
C2H6O2S Dimethyl sulfone rCS 1.777 1.896 0.119
CH3CHCl2 Ethane, 1,1-dichloro- rCCl 1.766 1.885 0.119
P2+ phosphorus dimer cation rPP 1.986 2.105 0.119
CH2ClCHCl2 1,1,2-trichloroethane rCCl 1.776 1.895 0.119
C3H5ClO Oxirane, (chloromethyl)- rCCl 1.798 1.916 0.118
PO2 Phosphorus dioxide rPO 1.467 1.583 0.117
SF2 sulfur difluoride rSF 1.587 1.704 0.116
CH3Cl Methyl chloride rCCl 1.785 1.901 0.116
CH2CHCl Ethene, chloro- rCCl 1.726 1.841 0.115
CH2Cl chloromethyl radical rCCl 1.691 1.806 0.115
C3H5Cl 1-chloro-1-propene(E) rCCl 1.728 1.842 0.114
C3H5Cl 1-chloro-1-propene(Z) rCCl 1.735 1.846 0.111
CHClCHCl Ethene, 1,2-dichloro-, (E)- rCCl 1.718 1.829 0.111
C6H5Cl chlorobenzene rCCl 1.725 1.835 0.110
NS Mononitrogen monosulfide rNS 1.497 1.607 0.110
BrF3 Bromine trifluoride rFBr 1.721 1.830 0.109
PF+ phosphorus monofluoride cation rFP 1.500 1.609 0.109
BrF5 bromine pentafluoride rFBr 1.689 1.798 0.109
SF6 Sulfur Hexafluoride rSF 1.561 1.669 0.108
ClNO Nitrosyl chloride rNCl 1.975 2.081 0.106
CH3CH(CH3)ONO Iso-propyl nitrite rON 1.414 1.519 0.105
CH3SCH2CH3 Ethane, (methylthio)- rCS 1.804 1.909 0.105
C4H6S Thiophene, 2,5-dihydro- rCS 1.816 1.921 0.105
CuO Copper Monoxide rCuO 1.724 1.620 -0.104
SF Monosulfur monofluoride rSF 1.599 1.703 0.104
CH2CCl2 Ethene, 1,1-dichloro- rCCl 1.710 1.814 0.104
AlCl3 Aluminum trichloride rAlCl 2.060 2.164 0.104
CFCl3 Trichloromonofluoromethane rCCl 1.764 1.867 0.103
FO2 Dioxygen monofluoride rFO 1.649 1.546 -0.103
CH2ClCHCHCH3 2-Butene, 1-chloro- rCCl 1.807 1.909 0.102
CH3CCl3 Ethane, 1,1,1-trichloro- rCCl 1.767 1.869 0.102
CH2SHCH2SH 1,2-Ethanedithiol rCS 1.819 1.921 0.102
CBrCl3 Methane, bromotrichloro- rCCl 1.765 1.867 0.102
CH3CH2SH ethanethiol rCS 1.820 1.920 0.100
C3H6S Thietane rCS 1.847 1.947 0.100
FNO3 Fluorine nitrate rNO 1.507 1.607 0.100
OH- hydroxide anion rOH 0.964 1.064 0.100
MgCl magnesium monochloride rMgCl 2.199 2.299 0.100
C3H7SH 1-Propanethiol rCS 1.820 1.919 0.099
PO Phosphorus monoxide rPO 1.476 1.575 0.099
C2Cl2 dichloroacetylene rCCl 1.612 1.710 0.098
AlS Aluminum sulfide rAlS 2.029 2.127 0.098
CH3CCl2CH3 Propane, 2,2-dichloro- rCCl 1.799 1.897 0.098
CH3SCH3 Dimethyl sulfide rCS 1.802 1.900 0.098
CH3SCH2CH3 Ethane, (methylthio)- rCS 1.804 1.902 0.098
CH2Cl2 Methylene chloride rCCl 1.772 1.870 0.098
Cl3PO Phosphoryl chloride rPO 1.455 1.552 0.097
CH3S thiomethoxy rCS 1.791 1.887 0.096
CH3SSCH3 Disulfide, dimethyl rCS 1.810 1.906 0.096
CHClCHCl Ethene, 1,2-dichloro-, (Z)- rCCl 1.717 1.813 0.096
SiS silicon monosulfide rSiS 1.929 2.025 0.096
C5H10S 2H-Thiopyran, tetrahydro- rCS 1.811 1.906 0.095
CH3NO3 Methyl nitrate rNO 1.402 1.497 0.095
C5H6S Thiophene, 3-methyl- rCS 1.714 1.808 0.094
CHClCCl2 Trichloroethylene rCCl 1.714 1.808 0.094
C4H4S Thiophene rCS 1.714 1.808 0.094
CHCl3 Chloroform rCCl 1.762 1.856 0.094
F3PO Phosphoryl fluoride rPO 1.436 1.529 0.093
O2 Oxygen diatomic rOO 1.208 1.300 0.093
CHClCCl2 Trichloroethylene rCCl 1.720 1.812 0.092
HO2 Hydroperoxy radical rOO 1.331 1.422 0.092
CH3SH Methanethiol rCS 1.818 1.910 0.092
F3PO Phosphoryl fluoride rPF 1.524 1.616 0.092
KF Potassium Fluoride rKF 2.171 2.263 0.091
CuH Copper monohydride rHCu 1.463 1.372 -0.091
GeCl2 Germanium dichloride rClGe 2.186 2.277 0.091
NF3 Nitrogen trifluoride rNF 1.365 1.456 0.091
C4H8S Thiophene, tetrahydro- rCS 1.835 1.924 0.089
CH3ONO Methyl nitrite rNO 1.398 1.487 0.089
SF4 Sulfur tetrafluoride rSF 1.646 1.735 0.089
O3 Ozone rOO 1.278 1.367 0.089
NaK Sodium Potassium rNaK 3.589 3.501 -0.088
C3H3NO Isoxazole rNO 1.399 1.487 0.088
NO- nitric oxide anion rNO 1.258 1.345 0.087
NO- nitric oxide anion rNO 1.258 1.345 0.087
PF3 Phosphorus trifluoride rPF 1.561 1.648 0.087
CCl4 Carbon tetrachloride rCCl 1.767 1.854 0.087
C4H5NO Isoxazole, 5-methyl- rNO 1.403 1.488 0.085
C2H5NO3 Nitric acid, ethyl ester rNO 1.407 1.492 0.085
KH Potassium hydride rHK 2.243 2.327 0.085
PF phosphorus monofluoride rPF 1.593 1.677 0.084
C4H5NO 3-Methylisoxazole rNO 1.403 1.487 0.084
CH3OCl methyl hypochlorite rCO 1.389 1.473 0.084
PF phosphorus monofluoride rPF 1.593 1.676 0.084
HNO3 Nitric acid rNO 1.406 1.490 0.084
Cu2 Copper dimer rCuCu 2.220 2.303 0.083
PF5 Phosphorus pentafluoride rPF 1.534 1.616 0.082
BrF Bromine monofluoride rFBr 1.759 1.841 0.082
BCl boron monochloride rBCl 1.719 1.802 0.082
CHClCCl2 Trichloroethylene rCCl 1.712 1.794 0.082
SiO+ silicon monoxide cation rOSi 1.519 1.600 0.081
N2F2 (Z)-Difluorodiazene rNF 1.384 1.464 0.080
NF nitrogen fluoride rNF 1.317 1.397 0.080
O2+ diatomic oxygen cation rOO 1.116 1.196 0.079
C2 Carbon diatomic rCC 1.243 1.322 0.079
P2 Phosphorus diatomic rPP 1.893 1.972 0.079
C2Cl4 Tetrachloroethylene rCCl 1.718 1.796 0.078
BrF3 Bromine trifluoride rFBr 1.810 1.888 0.078
NaOH sodium hydroxide rNaO 1.950 1.872 -0.078
H2+ Hydrogen cation rHH 1.052 1.129 0.077
CH3CHNOH Acetaldoxime rNO 1.408 1.485 0.077
CH3I methyl iodide rCI 2.136 2.213 0.077
HNO2 Nitrous acid rNO 1.442 1.518 0.076
FO Oxygen monofluoride rFO 1.354 1.430 0.076
CH2ClCHCl2 1,1,2-trichloroethane rCC 1.580 1.505 -0.075
CF3Br Bromotrifluoromethane rCBr 1.923 1.998 0.075
C2H4O Ethylene oxide rCO 1.425 1.499 0.074
ClCN chlorocyanogen rCCl 1.629 1.703 0.074
CH3CHSHCH3 2-Propanethiol rCS 1.849 1.922 0.073
MgS magnesium sulfide rMgS 2.143 2.214 0.072
CH2O2 Dioxirane rCO 1.388 1.460 0.072
HPO HPO rPO 1.512 1.584 0.072
SeO Selenium monoxide rSeO 1.639 1.710 0.071
SeO Selenium monoxide rSeO 1.639 1.710 0.071
CH3Br methyl bromide rCBr 1.934 2.005 0.071
NS+ nitrogen sulfide cation rNS 1.440 1.510 0.070
Na2+ sodium dimer cation rNaNa 3.540 3.610 0.070
CH3PH2 Methyl phosphine rCP 1.858 1.927 0.069
NF nitrogen fluoride rNF 1.317 1.386 0.069
BrF5 bromine pentafluoride rFBr 1.774 1.843 0.069
CF3OF Trifluoromethylhypofluorite rOF 1.421 1.489 0.068
C3H8O2 1,3-Propanediol rCO 1.410 1.477 0.067
LiCl lithium chloride rLiCl 2.021 2.088 0.067
C3H6O Propylene oxide rCO 1.436 1.502 0.066
F3NO Nitrogen trifluoride oxide rNF 1.431 1.497 0.066
SiO Silicon monoxide rSiO 1.510 1.575 0.065
SiH3F monofluorosilane rSiF 1.595 1.659 0.065
AlN Aluminum nitride rNAl 1.786 1.722 -0.064
AlN Aluminum nitride rNAl 1.786 1.851 0.064
CH2Br2 dibromomethane rCBr 1.925 1.988 0.063
NH2OH hydroxylamine rNO 1.453 1.516 0.063
C3H5ClO Oxirane, (chloromethyl)- rCO 1.442 1.505 0.063
MgCl2 Magnesium dichloride rMgCl 2.180 2.242 0.062
SeO2 Selenium dioxide rSeO 1.607 1.669 0.062
F2O Difluorine monoxide rFO 1.412 1.474 0.062
CHBr3 bromoform rCBr 1.924 1.986 0.062
PF5 Phosphorus pentafluoride rPF 1.577 1.639 0.062
C2H6N2O2 Dimethylnitroamine rNO 1.223 1.285 0.062
SiF2 Silicon difluoride rFSi 1.590 1.652 0.062
SiF silicon monofluoride rSiF 1.604 1.666 0.062
HN3 hydrogen azide rNH 0.975 1.036 0.061
B2 Boron diatomic rBB 1.590 1.651 0.061
C3H6O Oxetane rCO 1.446 1.507 0.061
C6H5NO2 Nitrobenzene rNO 1.223 1.284 0.061
HPO HPO rPH 1.433 1.494 0.061
NF2 Difluoroamino radical rNF 1.370 1.430 0.060
As2 Arsenic diatomic rAsAs 2.103 2.163 0.060
PN Phosphorus mononitride rPN 1.491 1.551 0.060
CF2 Difluoromethylene rCF 1.297 1.357 0.060
HF+ hydrogen fluoride cation rHF 1.014 1.073 0.059
B2 Boron diatomic rBB 1.590 1.531 -0.059
C3H8O2 Methane, dimethoxy- rCO 1.382 1.441 0.059
CH2O2 Dioxirane rOO 1.516 1.574 0.058
C4H6 1-Methylcyclopropene rCC 1.476 1.534 0.058
CH3CHS Thioacetaldehyde rCS 1.610 1.668 0.058
CS carbon monosulfide rCS 1.535 1.593 0.058
CH3NO3 Methyl nitrate rNO 1.205 1.262 0.057
NO2 Nitrogen dioxide rNO 1.193 1.250 0.057
CH3CH(CH3)ONO Iso-propyl nitrite rCO 1.432 1.489 0.057
CBr4 Carbon tetrabromide rCBr 1.942 1.997 0.055
OH+ hydoxyl cation rHO 1.029 1.084 0.055
OH+ hydoxyl cation rHO 1.029 1.084 0.055
AlO Aluminum monoxide rAlO 1.618 1.673 0.055
SiF4 Silicon tetrafluoride rSiF 1.554 1.609 0.055
CH3CH2SH ethanethiol rSH 1.322 1.377 0.055
C5H8O 2H-Pyran, 3,4-dihydro- rCO 1.420 1.474 0.054
FNO3 Fluorine nitrate rFO 1.409 1.463 0.054
CH3NO2 Methane, nitro- rNO 1.224 1.278 0.054
CF2 Difluoromethylene rCF 1.297 1.351 0.054
HNO3 Nitric acid rNO 1.211 1.265 0.054
Zn(CH3)2 dimethyl zinc rZnC 1.930 1.877 -0.053
N2O3 Dinitrogen trioxide rNO 1.202 1.255 0.053
OCS Carbonyl sulfide rCS 1.560 1.613 0.053
H2O2 Hydrogen peroxide rOO 1.475 1.528 0.053
HCF Fluoromethylene rCF 1.305 1.358 0.053
SiN Silicon nitride rSiN 1.575 1.628 0.053
C6H5NH2 aniline rCN 1.431 1.378 -0.053
HI Hydrogen iodide rHI 1.609 1.662 0.052
CF Fluoromethylidyne rCF 1.276 1.328 0.052
CO Carbon monoxide rCO 1.206 1.153 -0.052
CO Carbon monoxide rCO 1.206 1.153 -0.052
BeCl beryllium chloride rBeCl 1.797 1.849 0.052
SiH2(CH3)2 dimethylsilane rSiC 1.868 1.920 0.052
Li2 Lithium diatomic rLiLi 2.673 2.725 0.052
HF Hydrogen fluoride rHF 0.917 0.969 0.052
DF Hydrofluoric acid-d rDF 0.917 0.969 0.052
C4H10O Methyl propyl ether rCO 1.408 1.459 0.051
HCNO fulminic acid rNO 1.199 1.250 0.051
C5H8 Bicyclo[2.1.0]pentane rCC 1.507 1.558 0.051
H2O2 Hydrogen peroxide rOH 0.950 1.001 0.051
CH3SiH3 methyl silane rSiC 1.869 1.920 0.051
CH2C(CH3)OCH3 1-Propene, 2-methoxy- rCO 1.353 1.404 0.051
C3H8O2 Methane, dimethoxy- rCO 1.382 1.433 0.051
C4H8O2 1,3-Dioxolane, 2-methyl- rCO 1.422 1.472 0.050
C3H4N2 1H-Pyrazole rNN 1.351 1.401 0.050
HNO Nitrosyl hydride rNO 1.209 1.259 0.050
AlH aluminum monohydride rAlH 1.648 1.698 0.050
312 molecules.