ATTRACTIVE INTERACTIONS BETWEEN AN ALKYNE GROUP AND 2 CARBONYL OXYGEN-ATOMS - THE CRYSTAL-STRUCTURE AND MOLECULAR-STRUCTURE OF 2,2'-ETHYNYLENEDIBENZOIC ACID AT 150-K
M. Pilkington et al., ATTRACTIVE INTERACTIONS BETWEEN AN ALKYNE GROUP AND 2 CARBONYL OXYGEN-ATOMS - THE CRYSTAL-STRUCTURE AND MOLECULAR-STRUCTURE OF 2,2'-ETHYNYLENEDIBENZOIC ACID AT 150-K, Perkin transactions. 2, (12), 1994, pp. 2481-2484
The X-ray crystal structure of 8 shows two attractive intramolecular i
nteractions between sp carbon atoms and adjacent carbonyl oxygen atoms
, leading to a twisting of the triple bond equivalent to an orthogonal
combination of cis and trans bends; the two carboxylic acid groups li
e to the same side of the triple bond to avoid unfavourable contacts b
etween carbonyl oxygen atoms and incipient carbanionic centres.