National Institute of Standards and Technology
Computational Chemistry Comparison and Benchmark DataBase
Release 22May 2022
NIST Standard Reference Database 101
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II.B.4. (XII.A.4.)

List of experimental bond angles of type aCCC

Bond angles in degrees.
Click on an entry for more experimental geometry data.
Bond type Species Name Angle Comment
aCCC C4H6 1-Methylcyclopropene 50.80 !assumed, C with 2 H in middle
aCCC C3H4 cyclopropene 50.84
aCCC C3H4O Cyclopropanone 57.70
aCCC C4H6 Methylenecyclopropane 58.05 by symmetry
aCCC C3H7N Cyclopropylamine 60.00
aCCC C3H6 Cyclopropane 60.00 b ysymmetry
aCCC C4H6 Bicyclo[1.1.0]butane 60.00 across center and to corner
aCCC C4H6 Bicyclo[1.1.0]butane 60.00 corner of ring
aC=CC C2H2CO cyclopropenone 62.55
aCCC C5H6 Propellane 63.10 Cax - Ceq - Cax
aCCC C5H8 Spiropentane 63.40
aCCC C4H6 Methylenecyclopropane 63.90 in triangle
aCC=C C3H4 cyclopropene 64.58 by symmetry
aCCC C3H4O Cyclopropanone 64.60 middle C has =O
aCCC C3H6O Oxetane 84.60
aCCC C4H6 Cyclobutene 85.80
aCCC C4H6O Cyclobutanone 88.00 oxygen on end C
aCCC C5H7N Cyclobutanecarbonitrile 88.70 in ring, center C has C#N
aCCC C8H8 cubane 90.00 symmetry
aCCC C4H6O Cyclobutanone 90.90 opposite the O
aCCC C7H8 Norbornadiene 91.90
aCCC C5H8 Cyclobutane, methylene- 92.00 center C has methyl
aCCC C4H6O Cyclobutanone 93.10 oxygen on middle C
aCCC C7H12 Norbornane 93.40
aCC=C C4H6 Cyclobutene 94.20
aCCC C5H6 Propellane 95.10 Ceq - Cax - Ceq
aCCC C3H6S Thietane 95.60
aCCC C4H6 Bicyclo[1.1.0]butane 98.30 across a side
aCCC C7H8 Norbornadiene 98.30
aCCC C6H10 Bicyclo[3.1.0]hexane 100.80
aCCC C5H6 1,3-Cyclopentadiene 101.00
aCCC C7H12 Norbornane 102.00
aCCC C7H12 Norbornane 102.70
aCC=C C4H5NO 3-Methylisoxazole 102.70 !assumed
aCC=C C4H5NO Isoxazole, 5-methyl- 102.70 !assumed
aCC=C C3H3NO Isoxazole 103.00
aCCC C5H8O Cyclopentanone 103.00
aCCC C5H8O Cyclopentanone 104.50 going away from =O
aCC=C C3H4N2 1H-Pyrazole 104.50
aCC=C C4H5N Pyrrole 104.70
aCCC C4H9N Pyrrolidine 104.90 dependent
aCCC C4H8S Thiophene, tetrahydro- 105.00
aC=CC C6H6 Benzvalene 105.70
aCC=C C4H4O Furan 106.10
aCCC C5H8 Cyclopentene 106.30
aCCC C6H6 Fulvene 106.62
aC:C:C C10H8 Azulene 106.76
aCC-C C7H8 Norbornadiene 107.13
aCCC C7H8 Norbornadiene 107.58
aCCC C4H8O2 1,3-Dioxane 107.70
aCC=C C6H6 Fulvene 107.71
aCC=C C4H2O3 Maleic Anhydride 107.80
aCCC C6H10 Bicyclo[3.1.0]hexane 107.90
aCCC C5H10O 2-Butanone, 3-methyl- 108.00 to end
aCCC C6H10 Bicyclo[3.1.0]hexane 108.10
aCC=C C6H8 Bicyclo[2.1.1]hex-2-ene 108.40
aC:C:C C10H8 Azulene 108.42
aCCC C5H8 1,4-Pentadiene 108.90
aCC=C C6H6 Fulvene 108.98
aCCC C7H12 Norbornane 109.00
aCCC C5H11N Piperidine 109.30 from C next to N
aCCC C5H10O 2H-Pyran, tetrahydro- 109.60 opposide O
aC:C:C C10H8 Azulene 109.65 re
aCCC C5H10O 2H-Pyran, tetrahydro- 110.00 from C with O
aCCC C(CH3)3NH2 2-Propanamine, 2-methyl- 110.10 average
aCCC C5H8O 2H-Pyran, 3,4-dihydro- 110.30 !assumed
aCCC C6H10 cyclohexene 110.30
aCCC C4H4N2 Succinonitrile 110.40
aC=CC C5H4O2 4-Cyclopentene-1,3-dione 110.40
aCCC C5H9N Pentanenitrile 110.50
aCCC C5H8O Cyclopentanone 110.50 center C has =O
aCCC CH2FCH2CH3 1-Fluoropropane 110.60
aCCC C6H10O cyclohexanone 110.80
aCCC C6H8 1,3-Cyclohexadiene 110.80
aCCC CH3CCl(CH3)CH3 Propane, 2-chloro-2-methyl- 110.90
aCCC C4H10O Ethanol, 1,1-dimethyl- 110.90
aCCC C5H12O Butane, 1-methoxy- 111.10 average
aCCC CH3CH(CH3)CH3 Isobutane 111.15
aCCC C6H12O hexanal 111.26
aCCC C6H12 Cyclohexane 111.28
aCCC CH2ClCH2CH3 Propane, 1-chloro- 111.30
aCCC CH3CHClCH2CH3 Butane, 2-chloro- 111.40 average
aCCC C6H10O cyclohexanone 111.50
aC=CC C6H8 Bicyclo[3.1.0]hex-2-ene 111.50
aCCC C6H10 cyclohexene 111.60
aCCC CH3CH(NH2)COOH Alanine 111.60
aCCC C2H5CN ethyl cyanide 111.68
aCCC C3H7SH 1-Propanethiol 111.70 !assumed
aCCC C5H10O 2-Butanone, 3-methyl- 111.70 around the ends
aCCC C4H10O Methyl propyl ether 111.80
aCCC C6H12 (E)-3-methylpent-2-ene 111.80
aCCC C6H5CH2CH3 Ethylbenzene 111.80
aCCC CHCCH2CH3 1-Butyne 111.90
aCCC C6H14 Hexane 111.90
aCC=C C6H8 Bicyclo[3.1.0]hex-2-ene 112.00
aCCC C3H8O2 1,3-Propanediol 112.00
aCCC CH2CHCH2CH2Cl 1-Butene, 4-chloro- 112.00
aCCC CH2CHCH2CH3 1-Butene 112.10
aCCC CH2ClCH2CH2CH3 Butane, 1-chloro- 112.10 average
aCCC C3H8O2 Propylene glycol 112.20
aCCC C5H10S 2H-Thiopyran, tetrahydro- 112.30 closer to S
aCCC C5H10 2-Pentene, (Z)- 112.40
aCCC C3H8 Propane 112.40
aCC=C C4H4S Thiophene 112.40
aCC=C C5H6S Thiophene, 3-methyl- 112.45 !assumed
aCCC C3H2N2 Malononitrile 112.50
aCCC C7H16 heptane 112.60 rg
aCCC CH2CHCHClCH3 1-Butene, 3-chloro- 112.60
aCCC C4H10O Propane, 2-methoxy- 112.70
aCCC CH3CHClCH3 Propane, 2-chloro- 112.70
aCCC C6H12O hexanal 112.80
aCCC C5H11N Piperidine 112.80 opposite N
aCCC C6H12O hexanal 112.90
aCCC C5H12 Pentane 112.90
aCCC CH3CH(CH3)CN Propanenitrile, 2-methyl- 113.00 !assumed, methyl to methyl
aCCC CH3CCl2CH3 Propane, 2,2-dichloro- 113.00
aCCC CHCl2CH2CH3 1,1-dichloropropane 113.30
aCCC C5H10O 2-Butanone, 3-methyl- 113.40 to end
aCCC CH3CHFCH3 2-Fluoropropane 113.48
aCCC CH3CHSHCH3 2-Propanethiol 113.60
aCCC C5H10S 2H-Thiopyran, tetrahydro- 113.60
aCCC CH3COCH2CH3 2-Butanone 113.80
aCCC CH3CH2CH2CH3 Butane 113.80
aCCC CH3CH2CHO Propanal 113.80
aCCC CH2ClCH2CH3 Propane, 1-chloro- 113.90
aCCC CH2ClCHClCH3 Propane, 1,2-dichloro- 114.40
aC=CC C4H4Se selenophene 114.60
aC:C:C C12H8 biphenylene 115.00
aCCC C3H5Cl3 Propane, 1,2,3-trichloro- 115.20
aCCC CH3CH(CH3)ONO Isopropyl nitrite 115.20
aCCC C6H10O cyclohexanone 115.30
aCCC CH2C(CH3)CH3 1-Propene, 2-methyl- 115.30
aCCC C5H10 2-Pentene, (E)- 115.60
aCCC C5H10 Cyclopropane, 1,1-dimethyl- 115.60 uses out of ring C
aCCC C3F8 perfluoropropane 115.90
aCCC CH3COCH3 Acetone 116.00
aCCC C5H10 1-Butene, 2-methyl- 116.00 ethyl
aCCC CH3COCH2CH3 2-Butanone 116.30
aCCC C4H6O2 2,3-Butanedione 116.30
aCCC C5H8 1,2-Butadiene, 3-methyl- 116.40
aCCC C4H6S Thiophene, 2,5-dihydro- 116.75 adjusted from listed value of 116.5 to get C=C bond length to agree with listed 1.34
aCCC C6H12O hexanal 116.80
aC:C:C C4H4N2 Pyridazine 117.00
aC:C:C C6H5Br bromobenzene 117.40
aC:C:C C6H5NO2 Nitrobenzene 117.70
aC:C:C C4H4N2 1,3-Diazine 117.80
aC:C:C C6H5F Fluorobenzene 117.90
aCCC C5H10O 2-Butanone, 3-methyl- 118.00 center C has =O
aC:C:C C6H4Cl2 1,3-dichlorobenzene 118.10
aC:C:C C6H4Cl2 1,3-dichlorobenzene 118.10
aC:C:C C5H5N Pyridine 118.10
aC:C:C C5H5N Pyridine 118.60
aCC=C C4H4N2O2 Uracil 118.90
aC:C:C C6H5CH3 toluene 119.00
aCCC C3H5ClO Oxirane, (chloromethyl)- 119.00
aC:C:C C6H5CN phenyl cyanide 119.00
aCCC C5H6 Cyclopropylacetylene 119.30
aC:C:C C6H5CH3 toluene 119.38
aC:C:C C10H8 naphthalene 119.40
aC:C:C C6H5Cl chlorobenzene 119.50
aC:C:C C6H5Cl chlorobenzene 119.80
aCCC C6H5CCH phenylacetylene 119.80
aC:C:C C6H5F Fluorobenzene 119.80
aCC=C CHOCHCHCH3 2-Butenal 119.83 !assumed, towards =O
aCCC C6H5CCH phenylacetylene 119.90
aCCC C6H5CCH phenylacetylene 119.90
aC:C:C C6H6 Benzene 120.00
aC:C:C C6F6 hexafluorobenzene 120.00 by symmetry
aC:C:C C6H5CN phenyl cyanide 120.05
aC:C:C C6H5CN phenyl cyanide 120.06
aCCC C5H8 Ethenylcyclopropane 120.10 ring out
aC:C:C C6H5CH3 toluene 120.17
aC:C:C C6H5NO2 Nitrobenzene 120.20
aCC=C C6H8 1,3-Cyclohexadiene 120.20 towards other =
aCC=C C6H8 1,3-Cyclohexadiene 120.20 away from =
aCC=C CH2CHCHO Acrolein 120.30
aCC=C C5H6 1-Buten-3-yne, 2-methyl- 120.30 to C with #
aC:C:C C6H5Cl chlorobenzene 120.40
aC:C:C C6H5Cl chlorobenzene 120.40
aC:C:C C6H5NO2 Nitrobenzene 120.50
aC:C:C C6H5F Fluorobenzene 120.50
aC:C:C C6H5CH3 toluene 120.64
aCCC C6H5CCH phenylacetylene 120.80
aCCC C3H6O Propylene oxide 120.95 !assumed
aCC=C C5H8 1,3-Butadiene, 2-methyl- 121.00 end C to methyl C
aC:C:C C6H4Cl2 1,3-dichlorobenzene 121.10
aCC=C C5H8 1,3-Butadiene, 2-methyl- 121.40 middle C has methyl C
aCC=C CH2CHCHO Acrolein 121.40
aC:C:C C6H4Cl2 1,4-dichlorobenzene 121.60
aC:C:C C6H5CN phenyl cyanide 121.62
aCC=C CH2CHCH2F Allyl Fluoride 121.62
aCC=C C6H8 (Z)-hexa-1,3,5-triene 121.70 from end
aCC=C C5H8 1,2-Butadiene, 3-methyl- 121.80 by symmetry
aC:C:C C6H4Cl2 1,3-dichlorobenzene 122.30
aCC=C CH2C(CH3)CH3 1-Propene, 2-methyl- 122.35 by symmetry
aC:C:C C12H8 biphenylene 122.50
aC:C:C C12H8 biphenylene 122.50
aCC=C C5H10 1-Butene, 2-methyl- 122.50 to methyl
aCC=C C10H10 bullvalene 122.60
aC=CC C3H4O Methylketene 122.60
aCC=C C3H3N acrylonitrile 122.60
aCCC CH2CHCHCH2 1,3-Butadiene 122.90
aC=CC CH2CHCHClCH3 1-Butene, 3-chloro- 122.90
aCCC C5H6S Thiophene, 3-methyl- 123.00 towards methyl
aCC=C C6H8 1,4-Cyclohexadiene 123.00
aCC=C C2H3CCH 1-Buten-3-yne 123.10
aCC=C C4H5N (E)-2-Butenenitrile 123.20 towards C with N
aCC=C C5H8O 2H-Pyran, 3,4-dihydro- 123.30 !assumed
aC=CC C6H10 cyclohexene 123.30
aC:C:C C6H5F Fluorobenzene 123.40
aC:C:C C6H5NO2 Nitrobenzene 123.40
aC=CC CH2CClCHCH2 1,3-Butadiene, 2-chloro- 123.50
aCC=C CH3CHCHCH3 2-Butene, (E)- 123.80
aCC=C C6H12 2,3-dimethyl-but-2-ene 123.90
aCC=C CH2CHCH2CH2Cl 1-Butene, 4-chloro- 123.90
aCC=C CH2C(CH3)OCH3 1-Propene, 2-methoxy- 123.90
aCC=C C3H6O 2-Propen-1-ol 123.90
aCC=C CH2CCHCH3 1,2-Butadiene 124.00
aCC=C C4H5N (E)-2-Butenenitrile 124.30 !assumed, to end C
aCC=C C5H6 1-Buten-3-yne, 2-methyl- 124.30 !assumed, to end C
aCC=C C6H8 (Z)-hexa-1,3,5-triene 124.40
aCC=C C6H12 (E)-3-methylpent-2-ene 124.50
aCC=C CH2CHCH2F Allyl Fluoride 124.57
aCCC C3H5 Allyl radical 124.60
aCCC CH2CHCH3 Propene 124.80
aCC=C C5H10 1-Butene, 2-methyl- 125.20 to ethyl
aCC=C CH2ClCHCHCH3 2-Butene, 1-chloro- 125.30 average
aCC=C CH3CHCHCH3 2-Butene, (Z)- 125.40
aCC=C C5H10 2-Pentene, (E)- 125.40
aCC=C CH2CHCH2CH3 1-Butene 125.40
aCC=C C5H8 1,4-Pentadiene 125.50
aC=CC CH2CClCHCH2 1,3-Butadiene, 2-chloro- 125.60
aCC=C CHOCHCHCH3 2-Butenal 125.64
aC=CC C4F6 perfluorobutadiene 125.80
aCC=C C5H8 Ethenylcyclopropane 126.20
aCC=C C8H8 cyclooctatetraene 126.55 ae
aCC=C C5H8 1,3-Butadiene, 2-methyl- 127.30 middle C is CH
aCC=C C5H10 2-Pentene, (Z)- 127.40 from end
aC=CC C3F6 hexafluoropropene 127.80
aC:C:C C10H8 Azulene 128.07
aC:C:C C10H8 Azulene 128.35
aC:C:C C10H8 Azulene 128.67
aCCC C5H5N Bicyclo[1.1.0]butane-1-carbonitrile 129.10 ring out
aC:C:C C10H8 Azulene 129.83
aCC=C C4H6 Methylenecyclopropane 148.05 by symmetry
aCC=C C4H6 1-Methylcyclopropene 152.80 to methyl C
aCC#C C2H3CCH 1-Buten-3-yne 177.90
aCCC C3O2 Carbon suboxide 178.30 crystal structure
aC#CC HCCCHO 2-propynal 178.60
aC=C=C CH2CCHCH3 1,2-Butadiene 179.50
aC=C=C C3 carbon trimer 180.00
aCC#C CH2ClCCCl 1,3-dichloropropyne 182.70
Average 113.42 ±18.67
Min 50.80
Max 182.70