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/SDD

Species Name Bond type Bond Length (Å)
Experimental Calculated Difference
C2H5NO3 Nitric acid, ethyl ester rCO 1.430 2.392 0.962
Be2 Beryllium diatomic rBeBe 2.460 1.888 -0.572
Al2 Aluminum diatomic rAlAl 2.701 3.257 0.556
C4H6O2 2,3-Butanedione rCH 1.114 1.553 0.439
CH2ClCH2CH3 Propane, 1-chloro- rCH 1.113 1.547 0.434
CH2ClCH2CH3 Propane, 1-chloro- rCH 1.113 1.541 0.428
ClFO3 Perchloryl fluoride rFCl 1.598 1.951 0.353
C4H8O2 1,3-Dioxane rCH 1.095 1.448 0.353
Ne2 Neon dimer rNeNe 3.100 2.755 -0.345
ClFO3 Perchloryl fluoride rClO 1.400 1.694 0.294
SOCl2 thionyl chloride rSCl 2.076 2.365 0.289
SO2Cl2 Sulfuryl chloride rSCl 2.076 2.362 0.286
Cl2+ chlorine diatomic cation rClCl 1.892 2.166 0.275
OClO Chlorine dioxide rClO 1.470 1.738 0.268
ClS2 Sulfur chloride rSCl 2.071 2.332 0.261
ClF+ clorine monofluoride cation rFCl 1.448 1.699 0.251
Cl2 Chlorine diatomic rClCl 1.988 2.229 0.241
SCl sulfur monochloride rSCl 1.975 2.216 0.241
S2Cl2 Disulfur dichloride rSS 1.931 2.171 0.240
CH3SSCH3 Disulfide, dimethyl rSS 2.038 2.276 0.238
SCl2 Sulfur dichloride rSCl 2.014 2.252 0.238
S2Cl2 Disulfur dichloride rSCl 2.057 2.294 0.237
Cl3PO Phosphoryl chloride rPCl 1.989 2.226 0.237
SSO Disulfur monoxide rSS 1.884 2.119 0.235
H2S2 HSSH rSS 2.056 2.291 0.235
SO2F2 Sulfuryl fluoride rFS 1.530 1.762 0.232
PCl5 Phosphorus pentachloride rPCl 2.020 2.246 0.226
P4 Phosphorus tetramer rPP 2.210 2.435 0.225
S8 Octasulfur rSS 2.059 2.275 0.216
PCl3 Phosphorus trichloride rPCl 2.043 2.253 0.210
PCl phosphorus chloride rPCl 2.018 2.228 0.210
ClF3 Chlorine trifluoride rFCl 1.597 1.807 0.210
H2SO4 Sulfuric acid rSO 1.574 1.781 0.207
ClF3 Chlorine trifluoride rFCl 1.697 1.903 0.206
C2H6O2S Dimethyl sulfone rSO 1.431 1.633 0.202
BrCl Bromine monochloride rClBr 2.136 2.337 0.201
CH3SOCH3 Dimethyl sulfoxide rSO 1.485 1.684 0.199
BrF5 bromine pentafluoride rFBr 1.689 1.887 0.198
PCl phosphorus chloride rPCl 2.018 2.213 0.196
S2 Sulfur diatomic rSS 1.889 2.084 0.194
ClS2 Sulfur chloride rSS 1.906 2.099 0.193
S2 Sulfur diatomic rSS 1.889 2.080 0.191
NCl nitrogen monochloride rNCl 1.611 1.800 0.190
I2 Iodine diatomic rII 2.665 2.853 0.187
SF6 Sulfur Hexafluoride rSF 1.561 1.745 0.184
Al2 Aluminum diatomic rAlAl 2.701 2.885 0.184
SF4 Sulfur tetrafluoride rSF 1.545 1.728 0.183
SO3 Sulfur trioxide rSO 1.418 1.598 0.180
KBr Potassium Bromide rKBr 2.821 2.998 0.178
SiCl Clorosilylidyne rSiCl 2.061 2.238 0.176
P2H4 H2PPH2 rPP 2.219 2.390 0.171
Br2 Bromine diatomic rBrBr 2.281 2.451 0.170
SF4 Sulfur tetrafluoride rSF 1.646 1.815 0.169
ClO Monochlorine monoxide rClO 1.596 1.764 0.168
SO2F2 Sulfuryl fluoride rOS 1.405 1.572 0.167
H2SO4 Sulfuric acid rSO 1.422 1.588 0.166
S2+ sulfur dimer cation rSS 1.825 1.989 0.164
CCl carbon monochloride rCCl 1.649 1.813 0.163
SO2 Sulfur dioxide rSO 1.432 1.594 0.162
SiCl2 Dichlorosilylene rSiCl 2.076 2.237 0.161
SSO Disulfur monoxide rSO 1.456 1.614 0.158
BrF3 Bromine trifluoride rFBr 1.721 1.879 0.158
NCl nitrogen monochloride rNCl 1.611 1.766 0.156
SF2 sulfur difluoride rSF 1.587 1.742 0.155
BrO Bromine monoxide rOBr 1.718 1.872 0.155
SeS Selenium monosulfide rSSe 2.037 2.189 0.153
CH3CCl(CH3)CH3 Propane, 2-chloro-2-methyl- rCCl 1.803 1.955 0.152
CCl2 dichloromethylene rCCl 1.711 1.863 0.152
CH3CHClCH2CH3 Butane, 2-chloro- rCCl 1.781 1.930 0.149
Cl2O Dichlorine monoxide rClO 1.696 1.845 0.149
SiH3Cl chlorosilane rSiCl 2.051 2.200 0.149
HOCl hypochlorous acid rClO 1.691 1.840 0.149
F3PO Phosphoryl fluoride rPF 1.524 1.671 0.147
SiH2Cl2 dichlorosilane rSiCl 2.033 2.178 0.145
C3H5Cl3 Propane, 1,2,3-trichloro- rCCl 1.790 1.934 0.144
SO2Cl2 Sulfuryl chloride rSO 1.443 1.587 0.144
SiHCl3 Trichlorosilane rSiCl 2.020 2.162 0.142
BrF5 bromine pentafluoride rFBr 1.774 1.915 0.141
PF+ phosphorus monofluoride cation rFP 1.500 1.641 0.141
PF3 Phosphorus trifluoride rPF 1.561 1.701 0.140
He2+ helium dimer cation rHeHe 1.081 1.220 0.140
PF5 Phosphorus pentafluoride rPF 1.534 1.673 0.139
SO Sulfur monoxide rSO 1.481 1.620 0.139
Si2 Silicon diatomic rSiSi 2.246 2.382 0.136
ClNO2 Nitryl chloride rNCl 1.840 1.976 0.136
PF phosphorus monofluoride rPF 1.593 1.726 0.134
PS phosphorus sulfide rPS 1.900 2.034 0.134
SiCl4 Silane, tetrachloro- rSiCl 2.019 2.153 0.134
GeCl2 Germanium dichloride rClGe 2.186 2.319 0.133
SOCl2 thionyl chloride rSO 1.443 1.576 0.133
AlCl Aluminum monochloride rAlCl 2.130 2.262 0.132
Se2 Selenium diatomic rSeSe 2.166 2.297 0.131
PF phosphorus monofluoride rPF 1.593 1.723 0.130
CH2CHCHClCH3 1-Butene, 3-chloro- rCCl 1.813 1.943 0.130
BrF3 Bromine trifluoride rFBr 1.810 1.939 0.129
PO- phosphorus monoxide anion rOP 1.540 1.669 0.129
PCl5 Phosphorus pentachloride rPCl 2.214 2.343 0.129
Si2 Silicon diatomic rSiSi 2.246 2.118 -0.128
CH3CHClCH3 Propane, 2-chloro- rCCl 1.798 1.926 0.128
Se2 Selenium diatomic rSeSe 2.166 2.294 0.128
PO2 Phosphorus dioxide rPO 1.467 1.595 0.128
BCl boron monochloride rBCl 1.719 1.844 0.124
KCl Potassium Chloride rKCl 2.667 2.790 0.123
CH2ClCHCHCH3 2-Butene, 1-chloro- rCCl 1.807 1.929 0.122
KF Potassium Fluoride rKF 2.171 2.294 0.122
BrF Bromine monofluoride rFBr 1.759 1.879 0.120
C2H6O2S Dimethyl sulfone rCS 1.777 1.897 0.120
CH2ClCH2CH2CH3 Butane, 1-chloro- rCCl 1.780 1.900 0.120
PF5 Phosphorus pentafluoride rPF 1.577 1.695 0.118
P2+ phosphorus dimer cation rPP 1.986 2.103 0.117
SiF2 Silicon difluoride rFSi 1.590 1.705 0.114
CH3COCl Acetyl Chloride rCCl 1.798 1.912 0.114
SO+ sulfur monoxide cation rOS 1.424 1.536 0.112
SiH3F monofluorosilane rSiF 1.595 1.706 0.112
CH3CH2Cl Ethyl chloride rCCl 1.789 1.901 0.112
F3PO Phosphoryl fluoride rPO 1.436 1.546 0.110
CH3CHCl2 Ethane, 1,1-dichloro- rCCl 1.766 1.876 0.110
CH2CHCH2CH2Cl 1-Butene, 4-chloro- rCCl 1.794 1.902 0.108
HOBr Hypobromous acid rBrO 1.834 1.941 0.107
CH2ClCHClCH3 Propane, 1,2-dichloro- rCCl 1.793 1.900 0.107
C2H4S Thiirane rCS 1.815 1.922 0.107
CH3SOCH3 Dimethyl sulfoxide rCS 1.799 1.905 0.106
CH2ClCH2Cl Ethane, 1,2-dichloro- rCCl 1.790 1.896 0.106
Cl3PO Phosphoryl chloride rPO 1.455 1.560 0.105
CH2ClCHCl2 1,1,2-trichloroethane rCCl 1.776 1.881 0.105
C6H5Cl chlorobenzene rCCl 1.725 1.828 0.103
MgCl magnesium monochloride rMgCl 2.199 2.300 0.101
SeO2 Selenium dioxide rSeO 1.607 1.708 0.101
CH3CCl2CH3 Propane, 2,2-dichloro- rCCl 1.799 1.900 0.101
C2 Carbon diatomic rCC 1.243 1.343 0.101
CH2FCl fluorochloromethane rCCl 1.762 1.862 0.100
CH3CCl3 Ethane, 1,1,1-trichloro- rCCl 1.767 1.867 0.100
SeO Selenium monoxide rSeO 1.639 1.739 0.099
CH2Cl chloromethyl radical rCCl 1.691 1.790 0.099
C3H5ClO Oxirane, (chloromethyl)- rCCl 1.798 1.897 0.099
CH2Cl chloromethyl radical rCCl 1.691 1.790 0.099
SeO Selenium monoxide rSeO 1.639 1.738 0.099
SiS silicon monosulfide rSiS 1.929 2.028 0.098
AlCl3 Aluminum trichloride rAlCl 2.060 2.158 0.098
C3H5Cl 1-chloro-1-propene(E) rCCl 1.728 1.826 0.098
NS Mononitrogen monosulfide rNS 1.497 1.594 0.097
C2Cl2 dichloroacetylene rCCl 1.612 1.709 0.097
CH2CCl2 Ethene, 1,1-dichloro- rCCl 1.710 1.807 0.097
CCl2O Phosgene rCCl 1.737 1.833 0.096
CHClCHCl Ethene, 1,2-dichloro-, (E)- rCCl 1.718 1.813 0.095
SiF4 Silicon tetrafluoride rSiF 1.554 1.649 0.095
CHF2Cl difluorochloromethane rCCl 1.747 1.842 0.095
CH2CHCl Ethene, chloro- rCCl 1.726 1.820 0.094
C3H5Cl 1-chloro-1-propene(Z) rCCl 1.735 1.827 0.092
CH3Cl Methyl chloride rCCl 1.785 1.878 0.092
AlS Aluminum sulfide rAlS 2.029 2.121 0.092
C2H5Br Ethyl bromide rCBr 1.950 2.042 0.092
B2 Boron diatomic rBB 1.590 1.682 0.092
CF2Cl2 difluorodichloromethane rCCl 1.744 1.835 0.091
CH3SCH2CH3 Ethane, (methylthio)- rCS 1.804 1.895 0.091
CBrCl3 Methane, bromotrichloro- rCCl 1.765 1.854 0.089
NF3 Nitrogen trifluoride rNF 1.365 1.454 0.089
N2F2 (Z)-Difluorodiazene rNF 1.384 1.473 0.089
C4H6S Thiophene, 2,5-dihydro- rCS 1.816 1.904 0.088
CH2SHCH2SH 1,2-Ethanedithiol rCS 1.819 1.907 0.088
CHClCCl2 Trichloroethylene rCCl 1.720 1.807 0.087
LiBr Lithium Bromide rLiBr 2.170 2.257 0.087
CH3COF Acetyl fluoride rCF 1.348 1.434 0.086
C3H7SH 1-Propanethiol rCS 1.820 1.905 0.085
HCF Fluoromethylene rCF 1.305 1.390 0.085
CH3CH2SH ethanethiol rCS 1.820 1.905 0.085
FNO3 Fluorine nitrate rNO 1.507 1.591 0.084
SiO+ silicon monoxide cation rOSi 1.519 1.603 0.084
CH3Br methyl bromide rCBr 1.934 2.018 0.084
CF Fluoromethylidyne rCF 1.276 1.360 0.084
CHClCCl2 Trichloroethylene rCCl 1.714 1.797 0.083
CHCl3 Chloroform rCCl 1.762 1.845 0.083
C5H10S 2H-Thiopyran, tetrahydro- rCS 1.811 1.894 0.083
AsF Arsenic monofluoride rFAs 1.736 1.819 0.083
CHClCHCl Ethene, 1,2-dichloro-, (Z)- rCCl 1.717 1.800 0.082
CF2 Difluoromethylene rCF 1.297 1.380 0.082
CH2Cl2 Methylene chloride rCCl 1.772 1.854 0.082
NaK Sodium Potassium rNaK 3.589 3.508 -0.081
NF nitrogen fluoride rNF 1.317 1.398 0.081
CCl4 Carbon tetrachloride rCCl 1.767 1.848 0.081
C5H6S Thiophene, 3-methyl- rCS 1.714 1.795 0.081
P2 Phosphorus diatomic rPP 1.893 1.974 0.080
AlF Aluminum monofluoride rAlF 1.654 1.734 0.080
C3H6S Thietane rCS 1.847 1.927 0.080
BF Boron monofluoride rBF 1.267 1.346 0.079
HPO HPO rPO 1.512 1.591 0.079
CH3OCl methyl hypochlorite rCO 1.389 1.468 0.079
CH3SCH3 Dimethyl sulfide rCS 1.802 1.881 0.079
CH3SCH2CH3 Ethane, (methylthio)- rCS 1.804 1.882 0.078
CFCl3 Trichloromonofluoromethane rCCl 1.764 1.842 0.078
ClNO Nitrosyl chloride rNCl 1.975 2.053 0.078
C4H4S Thiophene rCS 1.714 1.792 0.078
CHClCCl2 Trichloroethylene rCCl 1.712 1.789 0.077
CF2 Difluoromethylene rCF 1.297 1.375 0.077
CH3SSCH3 Disulfide, dimethyl rCS 1.810 1.887 0.077
C2Cl4 Tetrachloroethylene rCCl 1.718 1.794 0.076
F3NO Nitrogen trifluoride oxide rNF 1.431 1.506 0.075
NO- nitric oxide anion rNO 1.258 1.333 0.075
CF3Cl Methane, chlorotrifluoro- rCCl 1.752 1.827 0.075
C2H3Br vinyl bromide rCBr 1.884 1.959 0.075
HFCO formyl fluoride rCF 1.338 1.412 0.074
C2H4O Ethylene oxide rCO 1.425 1.499 0.074
MgS magnesium sulfide rMgS 2.143 2.216 0.073
CHBr3 bromoform rCBr 1.924 1.997 0.073
CH2Br2 dibromomethane rCBr 1.925 1.998 0.073
C4H8S Thiophene, tetrahydro- rCS 1.835 1.908 0.073
NaBr Sodium Bromide rNaBr 2.502 2.574 0.072
ClCN chlorocyanogen rCCl 1.629 1.700 0.071
CuCl Copper monochloride rCuCl 2.051 2.122 0.071
CH3SH Methanethiol rCS 1.818 1.889 0.071
NO- nitric oxide anion rNO 1.258 1.329 0.071
AlN Aluminum nitride rNAl 1.786 1.716 -0.071
C3H6O Propylene oxide rCO 1.436 1.506 0.070
LiCl lithium chloride rLiCl 2.021 2.091 0.070
H2+ Hydrogen cation rHH 1.052 1.121 0.069
HCF Fluoromethylene rCF 1.305 1.374 0.069
C4H6 1-Methylcyclopropene rCC 1.476 1.545 0.069
CBr4 Carbon tetrabromide rCBr 1.942 2.011 0.069
CH3CHSHCH3 2-Propanethiol rCS 1.849 1.917 0.068
FO Oxygen monofluoride rFO 1.354 1.423 0.068
SiO Silicon monoxide rSiO 1.510 1.578 0.068
AlO Aluminum monoxide rAlO 1.618 1.685 0.068
NF nitrogen fluoride rNF 1.317 1.384 0.067
MgCl2 Magnesium dichloride rMgCl 2.180 2.247 0.067
CH3NO3 Methyl nitrate rNO 1.402 1.469 0.067
KH Potassium hydride rHK 2.243 2.309 0.067
B2 Boron diatomic rBB 1.590 1.657 0.067
CH2F2 Methane, difluoro- rCF 1.351 1.417 0.067
CF3CN Acetonitrile, trifluoro- rCF 1.328 1.394 0.066
C3H8O2 1,3-Propanediol rCO 1.410 1.476 0.066
AlN Aluminum nitride rNAl 1.786 1.852 0.066
CH3I methyl iodide rCI 2.136 2.202 0.066
CH2O2 Dioxirane rCO 1.388 1.454 0.066
CH3CHF2 Ethane, 1,1-difluoro- rCF 1.364 1.430 0.066
C2F6 hexafluoroethane rCF 1.320 1.386 0.066
CH3CF3 Ethane, 1,1,1-trifluoro- rCF 1.340 1.405 0.065
C2H4F2 1,2-difluoroethane rCF 1.390 1.455 0.065
CH3F Methyl fluoride rCF 1.383 1.448 0.065
C3H5ClO Oxirane, (chloromethyl)- rCO 1.442 1.506 0.064
CH3CH(CH3)ONO Iso-propyl nitrite rCO 1.432 1.496 0.064
C2H5F fluoroethane rCF 1.398 1.461 0.063
CF2O Carbonic difluoride rCF 1.312 1.375 0.063
HO2 Hydroperoxy radical rOO 1.331 1.393 0.063
CF4 Carbon tetrafluoride rCF 1.315 1.377 0.062
CF3OF Trifluoromethylhypofluorite rOF 1.421 1.483 0.062
CH2ClCHCl2 1,1,2-trichloroethane rCC 1.580 1.519 -0.061
CF3Br Bromotrifluoromethane rCF 1.327 1.388 0.061
CHF3 Methane, trifluoro- rCF 1.332 1.393 0.061
As2 Arsenic diatomic rAsAs 2.103 2.164 0.061
C2H4F2 1,2-difluoroethane rCF 1.390 1.451 0.061
O2 Oxygen diatomic rOO 1.208 1.268 0.061
CF3OF Trifluoromethylhypofluorite rCF 1.319 1.379 0.060
C3H8O2 Propylene glycol rCO 1.420 1.480 0.060
NS+ nitrogen sulfide cation rNS 1.440 1.500 0.060
CH3NO3 Methyl nitrate rNO 1.205 1.265 0.060
CF3Cl Methane, chlorotrifluoro- rCF 1.325 1.385 0.060
HNO3 Nitric acid rNO 1.406 1.465 0.059
NF2 Difluoroamino radical rNF 1.370 1.429 0.059
C3H8O2 Methane, dimethoxy- rCO 1.382 1.441 0.059
CS carbon monosulfide rCS 1.535 1.594 0.059
CH2O2 Dioxirane rOO 1.516 1.574 0.058
CH2C(CH3)OCH3 1-Propene, 2-methoxy- rCO 1.353 1.411 0.058
CH3CH(CH3)ONO Iso-propyl nitrite rON 1.414 1.472 0.058
C2H5NO3 Nitric acid, ethyl ester rNO 1.407 1.464 0.057
CH3CHS Thioacetaldehyde rCS 1.610 1.667 0.057
AlF3 Aluminum trifluoride rAlF 1.630 1.687 0.057
F2O Difluorine monoxide rFO 1.412 1.469 0.057
HCNO fulminic acid rNO 1.199 1.256 0.057
C3H6O Oxetane rCO 1.446 1.503 0.057
C6H5NO2 Nitrobenzene rNO 1.223 1.280 0.057
N2O Nitrous oxide rNO 1.184 1.241 0.056
FNO Nitrosyl fluoride rNF 1.512 1.568 0.056
CF3 Trifluoromethyl radical rCF 1.318 1.374 0.056
CH2CHF Ethene, fluoro- rCF 1.347 1.403 0.056
Si2H6 disilane rSiSi 2.320 2.376 0.056
MgF Magnesium monofluoride rMgF 1.750 1.806 0.056
C4H5NO Isoxazole, 5-methyl- rNO 1.403 1.459 0.056
HN3 hydrogen azide rNH 0.975 1.031 0.056
C3H3NO Isoxazole rNO 1.399 1.455 0.056
C2H2F2 Ethene, 1,2-difluoro-, (Z)- rCF 1.335 1.391 0.056
CH3CHNOH Acetaldoxime rNO 1.408 1.464 0.056
BeCl beryllium chloride rBeCl 1.797 1.853 0.056
CSe Carbon monoselenide rCSe 1.676 1.731 0.055
HPO HPO rPH 1.433 1.488 0.055
C4H8O2 1,3-Dioxolane, 2-methyl- rCO 1.422 1.477 0.055
FNO3 Fluorine nitrate rFO 1.409 1.464 0.055
HNO3 Nitric acid rNO 1.211 1.266 0.055
C5H8O 2H-Pyran, 3,4-dihydro- rCO 1.420 1.474 0.054
B2Cl4 Diboron tetrachloride rBCl 1.750 1.804 0.054
C4H5NO 3-Methylisoxazole rNO 1.403 1.457 0.054
CH3CH2SH ethanethiol rSH 1.322 1.376 0.054
CaCl calcium monochloride rClCa 2.437 2.491 0.054
NO2 Nitrogen dioxide rNO 1.193 1.247 0.053
GeH germylidene rHGe 1.588 1.641 0.053
CH3ONO Methyl nitrite rNO 1.182 1.235 0.053
CFCl3 Trichloromonofluoromethane rCF 1.345 1.398 0.053
CH2CF2 Ethene, 1,1-difluoro- rCF 1.323 1.376 0.053
CH3SeH Methane selenol rCSe 1.959 2.012 0.053
C2H2F2 Ethene, 1,2-difluoro-, (E)- rCF 1.344 1.397 0.053
CH3CH(CH3)ONO Iso-propyl nitrite rNO 1.170 1.223 0.053
ZnS Zinc sulfide rSZn 2.046 2.099 0.052
CH3PH2 Methyl phosphine rCP 1.858 1.910 0.052
C4H10O Methyl propyl ether rCO 1.408 1.460 0.052
FCN Cyanogen fluoride rCF 1.262 1.314 0.052
C6F6 hexafluorobenzene rCF 1.325 1.377 0.052
N2O3 Dinitrogen trioxide rNO 1.202 1.254 0.052
C5H8 Bicyclo[2.1.0]pentane rCC 1.507 1.559 0.052
BHF2 Difluoroborane rBF 1.311 1.363 0.052
HNO2 Nitrous acid rNO 1.442 1.493 0.051
CF3Br Bromotrifluoromethane rCBr 1.923 1.975 0.051
C2H5NO3 Nitric acid, ethyl ester rNO 1.215 1.266 0.051
CH3ONO Methyl nitrite rNO 1.398 1.449 0.051
C4H10O Propane, 2-methoxy- rCO 1.422 1.473 0.051
C6H5F Fluorobenzene rCF 1.354 1.405 0.051
O3 Ozone rOO 1.278 1.329 0.051
O2+ diatomic oxygen cation rOO 1.116 1.167 0.051
LiO lithium oxide rLiO 1.688 1.739 0.050
CH3NO2 Methane, nitro- rNO 1.224 1.274 0.050
C2HF3 Trifluoroethylene rCF 1.316 1.366 0.050
319 molecules.