Complex formation between guanidinium nitrate and 1,4,7,10,13,16-hexaoxacyclo-octadecane (18-crown-6). Crystal structure of the hydrogen-bonded 2 : 1 complex
- 1 January 1981
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 7,p. 1025-1030
- https://doi.org/10.1039/p29810001025
Abstract
Reaction between guanidinium nitrate and 18-crown-6 in ethanol yielded a crystalline complex of 2 : 1 stoicheiometry. Three-dimensional X-ray crystal structure analysis has shown the monoclinic unit cell, a= 8.969(1), b= 10.278(2), c= 14.253(1)Å, β= 102.682(8)°, space group P21/c, to contain two centrosymmetrical entities, nitrate–guanidinium–18-crown-6-guanidinium–nitrate, the linkages being via a guanidinium hydrogen atom, H … O 1.91(13)Å, to one oxygen atom of the ether, and from a second guanidinium hydrogen atom to one oxygen atom of the nitrate ion, H … O 2.08(18)Å. Full-matrix least-squares refinement gave an R value of 0.083 for 711 reflections measured on a CAD-4 diffractometer. While the crystalline product isolated from an ethanol solution of guanidinium chloride and 18-crown-6 also has 2 : 1 stoicheiometry, calorimetric measurements establish that in methanol solution the interaction ratio is 1 : 1 even when the concentration of guanidinium chloride exceeds that of 18-crown-6 by a ratio of 4 : 1.Keywords
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