(±)-2-Oxocyclododecaneacetic Acid: Structure and Hydrogen-Bonding Pattern of a Large-Ring [gamma]-Keto Acid

In the title compound, C₁₄H₂₄O₃, the ring adopts a typical `square' [3333] cyclododecane conformation and enantiomeric pairs of molecules form centrosymmetric dimers across the cell corners by mutual hydrogen bonding of carboxyl groups, O(2)...O(3)(-x, 2 - y, - z) [2.662 (4) Å]. The ketonic O(1) does not participate in the hydrogen bonding but has a close contact [2.487 (3) Å] to the ring H(12B) of an adjacent molecule. The observed carboxyl C-O and C=O bond lengths and angles correspond to accepted values for a well ordered dimer.

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