Two polymorphs of 5-cyclohexyl-5-ethylbarbituric acid and their packing relationships with other barbiturates

Acta Crystallographica. Section C, Structural Chemistry
Thomas GelbrichUlrich J Griesser

Abstract

Polymorph (Ia) (m.p. 474 K) of the title compound, C(12)H(18)N(2)O(3), displays an N-H...O=C hydrogen-bonded layer structure which contains R(6)(6)(28) rings connecting six molecules, as well as R2(2)(8) rings linking two molecules. The 3-connected hydrogen-bonded net resulting from these interactions has the hcb topology. Form (Ib) (m.p. 471 K) displays N-H...O=C hydrogen-bonded looped chains in which neighbouring molecules are linked to one another by two different R(2)(2)(8) rings. Polymorph (Ia) is isostructural with the previously reported form II of 5-(2-bromoallyl)-5-isopropylbarbituric acid (noctal) and polymorph (Ib) is isostructural with the known crystal structures of four other barbiturates.

References

Apr 1, 1990·Acta Crystallographica. Section B, Structural Science·M C EtterJ Bernstein
Oct 15, 1969·Acta Crystallographica. Section B, Structural Science·B M Craven, E A Vizzini
Dec 25, 2007·Acta Crystallographica. Section A, Foundations of Crystallography·George M Sheldrick
Oct 7, 2008·Accounts of Chemical Research·Michael O'KeeffeOmar M Yaghi
Jan 3, 2014·Angewandte Chemie·Colin R Groom, Frank H Allen
Feb 28, 2014·The Journal of Physical Chemistry. B·Neslihan ZencirciRobin K Harris
Jan 9, 2015·Acta Crystallographica. Section C, Structural Chemistry·George M Sheldrick

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Citations

Feb 26, 2016·Chemistry Central Journal·Thomas GelbrichUlrich J Griesser
Nov 26, 2015·Acta Crystallographica. Section E, Crystallographic Communications·Thomas Gelbrich, Ulrich J Griesser
Apr 3, 2020·Chemical Communications : Chem Comm·Takumi AizawaShiki Yagai

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