Organic compounds bond lengths

F H, O Kennard, D G Watson, L Brammer, A G Orpen and R Taylor 1987.1 ables of Bond Lengths determined by X-ray and Neutron Diffraction. 1. Bond Lengths in Organic Compounds. Journal of he Chemical Society Perkin Transactions 11 51-519. 

A somewhat dilferent way to define a molecule is as a simplified molecular input line entry specification (SMILES) structure. It is a way of writing a single text string that defines the atoms and connectivity. It does not define the exact bond lengths, and so forth. Valid SMILES structures for ethane are CC, C2, and H3C-CH3. SMILES is used because it is a very convenient way to describe molecular geometry when large databases of compounds must be maintained. There is also a very minimal version for organic molecules called SSMILES. 

Table 2. Carbon-carbon bond lengths in organic compounds [2J.

Organic thionylamines have planar, cis structures (9.9) in the solid state and in solution, as determined by X-ray crystallography and N NMR spectroscopy, respectively. The gas-phase structures of the parent compound HNSO and MeNSO have been determined by microwave spectroscopy. The S=N and S=0 double bond lengths are 1.51-1.52 and 1.45-1.47 A, respectively. The bond angle [Pg.168]

Tributsch H (1982) Photoelectrochemical Energy Conversion Involving Transition Metal d-States and Intercalation of Layer Compounds. 49 127-175 Truter MR (1973) Structures of Organic Complexes with Alkali Metal Ions. 16 71-111 Tytko KH, Mehmke J, Kurad D (1999) Bond Length-Bond Valence Relationships, With Particular Reference to Polyoxometalate Chemistry. 93 1-64 Tytko KH (1999) A Bond Model for Polyoxometalate Ions Composed of M06 Octahedra (MOk Polyhedra with k > 4). 93 65-124... 

It is remarkable that LDF theory also describes the bond length and vibrational frequency of the fluorine molecule with the same error bar as the other systems discussed here. This finding is significant as it shows that the error made in the LDF approach appears to be consistent in a wide class of different systems. In fact, recent calculations on ferrocene (52) show that also this type of metallo-organic compound does not present an exception - the Fe/ring distance agrees within 0.002 A with experiment. 

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