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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 BLYP/3-21G*

Species Name Bond type Bond Length (Å)
Experimental Calculated Difference
C2H5NO3 Nitric acid, ethyl ester rCO 1.430 2.399 0.969
Na2 Sodium diatomic rNaNa 3.079 2.249 -0.830
Mg2 Magnesium diatomic rMgMg 3.891 3.408 -0.482
C4H6O2 2,3-Butanedione rCH 1.114 1.565 0.451
CH2ClCH2CH3 Propane, 1-chloro- rCH 1.113 1.559 0.446
C4H6O2 2,3-Butanedione rCH 1.114 1.558 0.444
CH2ClCH2CH3 Propane, 1-chloro- rCH 1.113 1.553 0.440
Al2 Aluminum diatomic rAlAl 2.701 3.104 0.403
C4H8O2 1,3-Dioxane rCH 1.095 1.465 0.370
CuH Copper monohydride rHCu 1.463 1.796 0.333
Be2 Beryllium diatomic rBeBe 2.460 2.153 -0.307
CuCl Copper monochloride rCuCl 2.051 2.325 0.273
Al2 Aluminum diatomic rAlAl 2.701 2.495 -0.207
B2 Boron diatomic rBB 1.590 1.385 -0.205
CaCl calcium monochloride rClCa 2.437 2.634 0.197
He2+ helium dimer cation rHeHe 1.081 1.274 0.194
ClF+ clorine monofluoride cation rFCl 1.448 1.638 0.189
CaH Calcium monohydride rHCa 2.003 2.188 0.186
ClNO2 Nitryl chloride rNCl 1.840 2.019 0.179
Si2 Silicon diatomic rSiSi 2.246 2.069 -0.177
FNO3 Fluorine nitrate rNO 1.507 1.665 0.158
CH3NO3 Methyl nitrate rNO 1.402 1.558 0.156
ClS2 Sulfur chloride rSCl 2.071 2.226 0.155
CH3ONO Methyl nitrite rNO 1.398 1.550 0.152
ClF3 Chlorine trifluoride rFCl 1.597 1.746 0.149
C2H5NO3 Nitric acid, ethyl ester rNO 1.407 1.554 0.147
FO2 Dioxygen monofluoride rOO 1.200 1.347 0.147
CuF Copper monofluoride rCuF 1.745 1.600 -0.145
SOCl2 thionyl chloride rSCl 2.076 2.218 0.142
S2Cl2 Disulfur dichloride rSCl 2.057 2.197 0.140
HNO3 Nitric acid rNO 1.406 1.541 0.135
HNO2 Nitrous acid rNO 1.442 1.574 0.132
ZnS Zinc sulfide rSZn 2.046 1.920 -0.126
C3H3NO Isoxazole rNO 1.399 1.524 0.125
NF3 Nitrogen trifluoride rNF 1.365 1.489 0.125
ClFO3 Perchloryl fluoride rFCl 1.598 1.722 0.124
O3 Ozone rOO 1.278 1.401 0.123
NCl nitrogen monochloride rNCl 1.611 1.734 0.123
O2 Oxygen diatomic rOO 1.208 1.330 0.122
OClO Chlorine dioxide rClO 1.470 1.591 0.121
OH- hydroxide anion rOH 0.964 1.084 0.120
CH3COCl Acetyl Chloride rCCl 1.798 1.917 0.119
Cl2O Dichlorine monoxide rClO 1.696 1.815 0.119
O2+ diatomic oxygen cation rOO 1.116 1.234 0.117
HOCl hypochlorous acid rClO 1.691 1.806 0.116
NO- nitric oxide anion rNO 1.258 1.373 0.115
HO2 Hydroperoxy radical rOO 1.331 1.445 0.114
CCl2 dichloromethylene rCCl 1.711 1.825 0.114
NO- nitric oxide anion rNO 1.258 1.371 0.113
CHF2Cl difluorochloromethane rCCl 1.747 1.859 0.112
N2F2 (Z)-Difluorodiazene rNF 1.384 1.494 0.110
NaK Sodium Potassium rNaK 3.589 3.479 -0.110
BrF5 bromine pentafluoride rFBr 1.689 1.797 0.108
ClNO Nitrosyl chloride rNCl 1.975 2.081 0.106
CH3CHClCH2CH3 Butane, 2-chloro- rCCl 1.781 1.887 0.106
BrF3 Bromine trifluoride rFBr 1.721 1.826 0.105
H2+ Hydrogen cation rHH 1.052 1.157 0.105
CH3OCl methyl hypochlorite rCO 1.389 1.493 0.104
ClO Monochlorine monoxide rClO 1.596 1.700 0.104
CH3CHNOH Acetaldoxime rNO 1.408 1.511 0.103
CuO Copper Monoxide rCuO 1.724 1.622 -0.103
F3NO Nitrogen trifluoride oxide rNF 1.431 1.532 0.101
CH2FCl fluorochloromethane rCCl 1.762 1.863 0.101
CF3OF Trifluoromethylhypofluorite rOF 1.421 1.521 0.100
CH3CCl(CH3)CH3 Propane, 2-chloro-2-methyl- rCCl 1.803 1.903 0.100
NF nitrogen fluoride rNF 1.317 1.417 0.100
NH2OH hydroxylamine rNO 1.453 1.551 0.098
BrO Bromine monoxide rOBr 1.718 1.814 0.096
FO Oxygen monofluoride rFO 1.354 1.450 0.095
ClF Chlorine monofluoride rFCl 1.628 1.724 0.095
ClF3 Chlorine trifluoride rFCl 1.697 1.792 0.095
Cl2 Chlorine diatomic rClCl 1.988 2.083 0.095
C2H4O Ethylene oxide rCO 1.425 1.520 0.095
CCl carbon monochloride rCCl 1.649 1.744 0.095
N2O3 Dinitrogen trioxide rNN 1.864 1.958 0.094
NF nitrogen fluoride rNF 1.317 1.410 0.093
KCl Potassium Chloride rKCl 2.667 2.759 0.092
C2 Carbon diatomic rCC 1.243 1.334 0.091
ClFO3 Perchloryl fluoride rClO 1.400 1.491 0.091
CH2O2 Dioxirane rCO 1.388 1.479 0.091
F2O Difluorine monoxide rFO 1.412 1.502 0.090
C3H8O2 1,3-Propanediol rCO 1.410 1.500 0.090
CaF Calcuium monofluoride rFCa 1.967 2.056 0.089
C3H6O Propylene oxide rCO 1.436 1.525 0.089
CH2O2 Dioxirane rOO 1.516 1.604 0.088
NF2 Difluoroamino radical rNF 1.370 1.458 0.088
CH2CHCHClCH3 1-Butene, 3-chloro- rCCl 1.813 1.901 0.088
NCl nitrogen monochloride rNCl 1.611 1.697 0.087
NO3 Nitrogen trioxide rNO 1.238 1.324 0.087
CH3CHClCH3 Propane, 2-chloro- rCCl 1.798 1.884 0.086
CF2Cl2 difluorodichloromethane rCCl 1.744 1.829 0.085
SO Sulfur monoxide rSO 1.481 1.566 0.085
H2O2 Hydrogen peroxide rOO 1.475 1.560 0.085
SO Sulfur monoxide rSO 1.481 1.566 0.085
CH2ClCH2CH2CH3 Butane, 1-chloro- rCCl 1.780 1.864 0.084
C6H5NO2 Nitrobenzene rNO 1.223 1.307 0.084
NO2 Nitrogen dioxide rNO 1.193 1.278 0.084
I2 Iodine diatomic rII 2.665 2.750 0.084
CH3I methyl iodide rCI 2.136 2.220 0.084
NaF sodium fluoride rNaF 1.926 1.842 -0.084
AlN Aluminum nitride rNAl 1.786 1.703 -0.084
C3H6O Oxetane rCO 1.446 1.529 0.083
NaOH sodium hydroxide rNaO 1.950 1.867 -0.083
SeO Selenium monoxide rSeO 1.639 1.722 0.083
C3H5ClO Oxirane, (chloromethyl)- rCO 1.442 1.525 0.083
SeO Selenium monoxide rSeO 1.639 1.722 0.083
CH3SOCH3 Dimethyl sulfoxide rCS 1.799 1.882 0.083
CaOH Calcium monohydroxide rOCa 1.976 2.058 0.082
Cl2+ chlorine diatomic cation rClCl 1.892 1.973 0.082
KH Potassium hydride rHK 2.243 2.324 0.082
CH3CHCl2 Ethane, 1,1-dichloro- rCCl 1.766 1.847 0.081
SCl2 Sulfur dichloride rSCl 2.014 2.094 0.080
SF4 Sulfur tetrafluoride rSF 1.545 1.625 0.080
PO- phosphorus monoxide anion rOP 1.540 1.620 0.080
C2H5N Aziridine rCN 1.475 1.554 0.079
H2SO4 Sulfuric acid rSO 1.574 1.653 0.079
HOBr Hypobromous acid rBrO 1.834 1.913 0.079
N2O3 Dinitrogen trioxide rNO 1.202 1.281 0.079
SO2F2 Sulfuryl fluoride rFS 1.530 1.609 0.079
CF2 Difluoromethylene rCF 1.297 1.375 0.078
CF2 Difluoromethylene rCF 1.297 1.374 0.077
CH3CH2Cl Ethyl chloride rCCl 1.789 1.865 0.076
CH3NO3 Methyl nitrate rNO 1.205 1.281 0.076
CH3NO2 Methane, nitro- rNO 1.224 1.300 0.076
Na2+ sodium dimer cation rNaNa 3.540 3.616 0.076
HOF Hypofluorous acid rFO 1.442 1.518 0.076
CF3Cl Methane, chlorotrifluoro- rCCl 1.752 1.827 0.075
CH3CCl3 Ethane, 1,1,1-trichloro- rCCl 1.767 1.841 0.074
HNO3 Nitric acid rNO 1.211 1.285 0.074
FNO3 Fluorine nitrate rFO 1.409 1.483 0.074
SeO2 Selenium dioxide rSeO 1.607 1.681 0.074
CCl2O Phosgene rCCl 1.737 1.810 0.074
HF+ hydrogen fluoride cation rHF 1.014 1.088 0.073
C4H6 1-Methylcyclopropene rCC 1.476 1.549 0.073
C3H4N2 1H-Pyrazole rNN 1.351 1.423 0.072
HN3 hydrogen azide rNH 0.975 1.047 0.072
HNO Nitrosyl hydride rNO 1.209 1.281 0.072
HCF Fluoromethylene rCF 1.305 1.377 0.072
C3H3NO Oxazole rCO 1.357 1.429 0.072
CH2CHCH2CH2Cl 1-Butene, 4-chloro- rCCl 1.794 1.865 0.071
FNO Nitrosyl fluoride rNO 1.136 1.207 0.071
OH+ hydoxyl cation rHO 1.029 1.100 0.071
OH+ hydoxyl cation rHO 1.029 1.100 0.071
C4H10O Methyl propyl ether rCO 1.408 1.479 0.071
CF Fluoromethylidyne rCF 1.276 1.347 0.071
SF2 sulfur difluoride rSF 1.587 1.657 0.070
NaBr Sodium Bromide rNaBr 2.502 2.432 -0.070
CH2ClCHClCH3 Propane, 1,2-dichloro- rCCl 1.793 1.863 0.070
CH3OCHO methyl formate rCO 1.437 1.507 0.070
BrF Bromine monofluoride rFBr 1.759 1.828 0.069
C5H8 Bicyclo[2.1.0]pentane rCC 1.507 1.576 0.069
C3H8O2 Methane, dimethoxy- rCO 1.382 1.451 0.069
C3H5ClO Oxirane, (chloromethyl)- rCCl 1.798 1.867 0.069
C4H2O3 Maleic Anhydride rCO 1.386 1.455 0.069
FNO3 Fluorine nitrate rNO 1.184 1.253 0.069
CH2ClCH2Cl Ethane, 1,2-dichloro- rCCl 1.790 1.858 0.068
SSO Disulfur monoxide rSO 1.456 1.524 0.068
C4H10O Propane, 2-methoxy- rCO 1.422 1.490 0.068
C4H8O2 Ethyl acetate rCO 1.345 1.413 0.068
SCl sulfur monochloride rSCl 1.975 2.043 0.068
C2H5NO3 Nitric acid, ethyl ester rNO 1.215 1.282 0.067
SO3 Sulfur trioxide rSO 1.418 1.485 0.067
C4H8O Furan, tetrahydro- rCO 1.428 1.495 0.067
CH2C(CH3)OCH3 1-Propene, 2-methoxy- rCO 1.353 1.420 0.067
BrCl Bromine monochloride rClBr 2.136 2.203 0.067
HF Hydrogen fluoride rHF 0.917 0.984 0.067
DF Hydrofluoric acid-d rDF 0.917 0.984 0.066
CH2ClCHCl2 1,1,2-trichloroethane rCCl 1.776 1.842 0.066
H2O2 Hydrogen peroxide rOH 0.950 1.016 0.066
CH3CCl2CH3 Propane, 2,2-dichloro- rCCl 1.799 1.865 0.066
CH2C(CH3)OCH3 1-Propene, 2-methoxy- rCO 1.416 1.482 0.066
C4H10O Ethoxy ethane rCO 1.411 1.476 0.065
C4H6S Thiophene, 2,5-dihydro- rCS 1.816 1.881 0.065
SF Monosulfur monofluoride rSF 1.599 1.665 0.065
SO2Cl2 Sulfuryl chloride rSCl 2.076 2.141 0.065
CH3ONO Methyl nitrite rNO 1.182 1.247 0.065
NO Nitric oxide rNO 1.154 1.219 0.065
CFCl3 Trichloromonofluoromethane rCCl 1.764 1.829 0.065
HNO3 Nitric acid rNO 1.199 1.264 0.065
SO2 Sulfur dioxide rSO 1.432 1.497 0.064
CH3OC2H5 Ethane, methoxy- rCO 1.412 1.476 0.064
OH Hydroxyl radical rOH 0.970 1.033 0.064
DO Hydroxyl-d rDO 0.970 1.033 0.064
CH3OCHO methyl formate rCO 1.334 1.398 0.064
CH3COF Acetyl fluoride rCF 1.348 1.411 0.063
F2 Fluorine diatomic rFF 1.412 1.475 0.063
PCl3 Phosphorus trichloride rPCl 2.043 2.106 0.063
HOF Hypofluorous acid rOH 0.960 1.023 0.063
CaOH Calcium monohydroxide rHO 0.930 0.993 0.063
CBrCl3 Methane, bromotrichloro- rCCl 1.765 1.828 0.063
FNO Nitrosyl fluoride rNF 1.512 1.575 0.063
N2O3 Dinitrogen trioxide rNO 1.142 1.205 0.063
Cl3PO Phosphoryl chloride rPCl 1.989 2.051 0.062
HCNO fulminic acid rNO 1.199 1.261 0.062
HNO2 Nitrous acid rNO 1.169 1.231 0.062
PF+ phosphorus monofluoride cation rFP 1.500 1.562 0.062
N2O Nitrous oxide rNO 1.184 1.246 0.062
HCF Fluoromethylene rCF 1.305 1.367 0.062
CHCl3 Chloroform rCCl 1.762 1.824 0.062
Cu2 Copper dimer rCuCu 2.220 2.281 0.062
S8 Octasulfur rSS 2.059 2.120 0.061
HOCH2COOH Hydroxyacetic acid rHO 0.956 1.017 0.061
C6H5Cl chlorobenzene rCCl 1.725 1.786 0.061
CH3OCH3 Dimethyl ether rCO 1.411 1.471 0.060
C2F6 hexafluoroethane rCF 1.320 1.380 0.060
CH2CCl2 Ethene, 1,1-dichloro- rCCl 1.710 1.770 0.060
SO+ sulfur monoxide cation rOS 1.424 1.484 0.060
N2H4 Hydrazine rNN 1.446 1.506 0.060
BHCl2 Borane, dichloro- rBH 1.130 1.190 0.060
CH3Cl Methyl chloride rCCl 1.785 1.845 0.060
CCl4 Carbon tetrachloride rCCl 1.767 1.827 0.060
CH3NO3 Methyl nitrate rNO 1.208 1.268 0.060
HNO2 Nitrous acid rOH 0.959 1.018 0.059
F3NO Nitrogen trifluoride oxide rNO 1.158 1.217 0.059
SSO Disulfur monoxide rSS 1.884 1.943 0.059
C2H6O2 1,2-Ethanediol rOH 0.950 1.009 0.059
PCl5 Phosphorus pentachloride rPCl 2.020 2.079 0.059
C2H4S Thiirane rCS 1.815 1.873 0.058
CF2O Carbonic difluoride rCF 1.312 1.370 0.058
CH3SCH2CH3 Ethane, (methylthio)- rCS 1.804 1.862 0.058
CH3OC2H5 Ethane, methoxy- rCO 1.412 1.470 0.058
HOCl hypochlorous acid rOH 0.964 1.022 0.058
HOBr Hypobromous acid rOH 0.961 1.019 0.058
GeCl2 Germanium dichloride rClGe 2.186 2.244 0.058
HPO HPO rPH 1.433 1.491 0.058
HFCO formyl fluoride rCF 1.338 1.396 0.058
CH2 Methylene rCH 1.085 1.143 0.058
CH2 Methylene rCH 1.085 1.143 0.058
NH Imidogen rHN 1.034 1.092 0.058
C4H4O Furan rCO 1.362 1.420 0.058
C4H10O Methyl propyl ether rCO 1.413 1.471 0.058
HCO Formyl radical rCH 1.080 1.137 0.057
C3H3NO Oxazole rCO 1.370 1.427 0.057
ClNO Nitrosyl chloride rNO 1.139 1.196 0.057
CH2SHCH2SH 1,2-Ethanedithiol rCS 1.819 1.876 0.057
HNO3 Nitric acid rOH 0.964 1.021 0.057
CH3SSCH3 Disulfide, dimethyl rCS 1.810 1.867 0.057
C2H6O2S Dimethyl sulfone rSO 1.431 1.488 0.057
CH3ONO Methyl nitrite rCO 1.437 1.494 0.057
CH2F2 Methane, difluoro- rCF 1.351 1.407 0.057
C2H3N3 1H-1,2,4-Triazole rNN 1.380 1.437 0.057
CH2Cl2 Methylene chloride rCCl 1.772 1.829 0.057
CF3OF Trifluoromethylhypofluorite rCF 1.319 1.376 0.057
N2O3 Dinitrogen trioxide rNO 1.217 1.273 0.056
Zn(CH3)2 dimethyl zinc rZnC 1.930 1.874 -0.056
PO2 Phosphorus dioxide rPO 1.467 1.522 0.056
Si2 Silicon diatomic rSiSi 2.246 2.302 0.056
C3O2 Carbon suboxide rCO 1.146 1.202 0.056
C2H6O2 1,2-Ethanediol rCO 1.420 1.476 0.056
PO Phosphorus monoxide rPO 1.476 1.532 0.056
CF3 Trifluoromethyl radical rCF 1.318 1.374 0.056
HO2 Hydroperoxy radical rOH 0.971 1.026 0.056
CH3NO3 Methyl nitrate rCO 1.437 1.493 0.056
NH Imidogen rNH 1.036 1.092 0.055
H2S2 HSSH rSS 2.056 2.112 0.055
C3H6O 2-Propen-1-ol rCO 1.428 1.483 0.055
CH3CHNOH Acetaldoxime rOH 0.956 1.011 0.055
GeH3CH3 methyl germane rCGe 1.945 2.001 0.055
C3H6S Thietane rCS 1.847 1.902 0.055
CH3CH2SH ethanethiol rCS 1.820 1.875 0.055
NH Imidogen rHN 1.034 1.089 0.055
C4H6O Furan, 2,5-dihydro- rCO 1.440 1.495 0.055
C3H7SH 1-Propanethiol rCS 1.820 1.875 0.055
Li2 Lithium diatomic rLiLi 2.673 2.728 0.055
LiCl lithium chloride rLiCl 2.021 2.075 0.055
H2O Water rOH 0.958 1.012 0.054
CH3OH Methyl alcohol rOH 0.956 1.010 0.054
C3H5Cl 1-chloro-1-propene(E) rCCl 1.728 1.782 0.054
S2 Sulfur diatomic rSS 1.889 1.943 0.054
C2H6O2S Dimethyl sulfone rCS 1.777 1.831 0.054
CHF3 Methane, trifluoro- rCF 1.332 1.386 0.054
NS Mononitrogen monosulfide rNS 1.497 1.551 0.054
ClNO2 Nitryl chloride rNO 1.202 1.256 0.054
C2H5Br Ethyl bromide rCBr 1.950 2.004 0.054
GeH germylidene rHGe 1.588 1.642 0.054
FCN Cyanogen fluoride rCF 1.262 1.316 0.054
HCOOH Formic acid rCO 1.343 1.396 0.053
CH2CHCl Ethene, chloro- rCCl 1.726 1.779 0.053
C2H3N3 1H-1,2,4-Triazole rCN 1.348 1.401 0.053
CH3Br methyl bromide rCBr 1.934 1.987 0.053
C2H5NO3 Nitric acid, ethyl ester rNO 1.215 1.268 0.053
C3H3NO Isoxazole rCO 1.344 1.397 0.053
C2H3N3 1H-1,2,4-Triazole rCN 1.305 1.358 0.053
CH3CF3 Ethane, 1,1,1-trifluoro- rCF 1.340 1.393 0.053
SO2F2 Sulfuryl fluoride rOS 1.405 1.458 0.053
NH Imidogen rNH 1.036 1.089 0.053
CF4 Carbon tetrafluoride rCF 1.315 1.368 0.053
BCl boron monochloride rBCl 1.719 1.772 0.052
CH3NO2 Methane, nitro- rCN 1.489 1.541 0.052
BF Boron monofluoride rBF 1.267 1.319 0.052
MgCl magnesium monochloride rMgCl 2.199 2.251 0.052
BrF5 bromine pentafluoride rFBr 1.774 1.826 0.052
CH3SSCH3 Disulfide, dimethyl rSS 2.038 2.090 0.052
N2H2 trans-diazine rNN 1.252 1.303 0.051
BrF3 Bromine trifluoride rFBr 1.810 1.861 0.051
BH3NH3 borane ammonia rBN 1.645 1.697 0.051
SF6 Sulfur Hexafluoride rSF 1.561 1.612 0.051
CHClCHCl Ethene, 1,2-dichloro-, (E)- rCCl 1.718 1.769 0.051
CSe Carbon monoselenide rCSe 1.676 1.727 0.051
HI Hydrogen iodide rHI 1.609 1.660 0.051
CH3CHF2 Ethane, 1,1-difluoro- rCF 1.364 1.415 0.051
C4H6O Cyclobutanone rCC 1.527 1.578 0.051
C6H5OH phenol rOH 0.956 1.007 0.051
CH2ClCHCHCH3 2-Butene, 1-chloro- rCCl 1.807 1.858 0.051
S2 Sulfur diatomic rSS 1.889 1.940 0.050
NH2OH hydroxylamine rOH 0.962 1.012 0.050
C3H6O 2-Propen-1-ol rOH 0.960 1.010 0.050
C3H8O2 Propylene glycol rCO 1.420 1.470 0.050
Se2 Selenium diatomic rSeSe 2.166 2.216 0.050
C5H7N Cyclobutanecarbonitrile rCC 1.551 1.601 0.050
CH3SCH2CH3 Ethane, (methylthio)- rCS 1.804 1.854 0.050
HOCH2COOH Hydroxyacetic acid rCO 1.406 1.456 0.050
312 molecules.