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Department of Chemistry

Common Bond Lengths for Organic Functional Groups

 

C-C RC-CR 154 (2) pm (=1.54 Å) . C-F 140 (2)
  R3C-CR3 158 (3) C(Aryl)-F 136 (4)
  C-CH=C 151 (2) C-Cl 179 (1)
  C=CH-CH=C 146 C(Aryl)-Cl 174 (1)
  C-C[tripple]C, N 145 (3) C-Br 197 (3)
  C[tripple]C-C[tripple]C 138 C(Aryl)-Br 190 (1)
  RC-COOR, H 148 (2) C-I 216 (2)
      C(Aryl)-I 209 (3)
C=C RC=CR 132 (2) C-S 182 (2)
  R=C=C=R 128 C=S 170 (3)
  C=C delocalized aromatic 138 (1) C-P 184 (3)
C[tripple]C . RC[tripple]CR 118 (2) C-Si 188 (3)
C-O C-O-R, H 142 (1) N-N 145
  RC(O)-OR, H 132 (2) RN=NR 126 (2)
  RCOO-R 144 (2) O-O 147 (1)
  C(Aryl)-OR 136 (2) S-S 205
C=O C=O aldehyde, ketone 122 (2) N-P 162 (2)
  C=O carboxylate 125 (2) N-O 133 (3)
  =C=O 116 S-O 144 (1)
C[tripple]O RC[tripple]O 115 (1) NO2 122 (1)
C-N RC-NR, H 147 (1) RP-OR 159 (2)
  RC(O)-NHR Peptide 133 (1) R2P=O 148 (1)
C=N   134 (2) R2S=O 150 (1)
C[tripple]N   114 (1) O=S(R2)=O . 144 (2)
      N-,O-,C-H 85-108 *
 
  Os-/Ru-C 222 (3) Fe-C 210 (4)
  Os-, Ru-P 232 (4) Fe-P 221 (3)
  Os-Cl 242 (2)

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* Bond lengths involving H-atoms can vary considerably due to electronic effects, H-bonds, etc.

Bond lengths in rings can vary, e.g. due to ring strain.

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