Literature DB >> 25734851

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

Thomas Gelbrich1, Isabella Meischberger1, Ulrich J Griesser1.   

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.

Entities:  

Keywords:  barbiturates; crystal structure; hcb topology; hot-stage microscopy; hydrogen bonding; isostructurality; polymorphism

Mesh:

Substances:

Year:  2015        PMID: 25734851     DOI: 10.1107/S2053229615002880

Source DB:  PubMed          Journal:  Acta Crystallogr C Struct Chem        ISSN: 2053-2296            Impact factor:   1.172


  3 in total

1.  Specific energy contributions from competing hydrogen-bonded structures in six polymorphs of phenobarbital.

Authors:  Thomas Gelbrich; Doris E Braun; Ulrich J Griesser
Journal:  Chem Cent J       Date:  2016-02-22       Impact factor: 4.215

2.  Crystal structure of 5-hy-droxy-5-propyl-barbituric acid.

Authors:  Thomas Gelbrich; Ulrich J Griesser
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-10-14

3.  The Hydrogen Bonded Structures of Two 5-Bromobarbituric Acids and Analysis of Unequal C5-X and C5-X' Bond Lengths (X = X' = F, Cl, Br or Me) in 5,5-Disubstituted Barbituric Acids.

Authors:  Thomas Gelbrich; Doris E Braun; Stefan Oberparleiter; Herwig Schottenberger; Ulrich J Griesser
Journal:  Crystals (Basel)       Date:  2016-04-22       Impact factor: 2.589

  3 in total

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