Crystal and molecular structure of 5,5-dimethyl-1,3-dithian-2-ylcarboxylic acid. Is the axial conformer stabilized by hydrogen bonds?
✍ Scribed by Marian Mikołajczyk; Piotr P. Graczyk; Michał W. Wieczorek; Jarosław Błaszczyk
- Publisher
- John Wiley and Sons
- Year
- 1992
- Tongue
- English
- Weight
- 439 KB
- Volume
- 3
- Category
- Article
- ISSN
- 1042-7163
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✦ Synopsis
The crystal structure of the title compound (3) was determined by the X-ray diffraction technique from diffractometer intensity measurements: C,H, O& monoclin{c space group P2, c, a = 12.644( 1) A, b = 6.102(1) A, c = 12.920(2) 1, B = 110.78(1)", 2193 reflections, and R = 0.043. The molecule of 3 adopts a chair conformation in which the carboxyl group occupies an axial position. The contacts between the carbonyl oxygen and axial hydrogens at C(4) and C(6) of 2.564 and 2.697 A are smaller than the sum of van der Waals radii of this oxygen and hydrogen atoms, indicating a possibility of intramolecular C=O. OH-C hydrogen bond formation. The acid 3 forms also d i m ' c structures via intermolecular hydrogen bonds with contact between h droxyl hydrogen and car-176.2".