2-Cyano-N-(2,6-dimethoxypyrimidin-4-yl)-3-[4-(dimethylamino)phenyl]acrylamide and dimethylammonium 6-cyano-1,3-dimethyl-2,4,5-trioxo-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidin-8-ide: a pi-stacked dimer and a hydrogen-bonded ribbon containing three types of ring.
The bond distances in 2-cyano-N-(2,6-dimethoxypyrimidin-4-yl)-3-[4-(dimethylamino)phenyl]acrylamide, C(18)H(19)N(5)O(3), (I), and in the anionic component of the salt dimethylammonium 6-cyano-1,3-dimethyl-2,4,5-trioxo-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidin-8-ide, C(2)H(8)N(2)(+).C(10)H(7)N(4)O(3)(-), (II), provide evidence for the occurrence of electronic polarization. There are no hydrogen bonds in the structure of (I), instead pairs of molecules are linked into centrosymmetric dimers by a single pi-pi stacking interaction. In (II), a combination of a two-centre N-H...O hydrogen bond, a three-centre N-H...(O)(2) hydrogen bond, together utilizing all three O atoms, and a two-centre C-H...N hydrogen bond, link the components into a ribbon containing R(1)(2)(6), R(2)(2)(10) and R(6)(6)(30) rings.
Quiroga
Jairo
J
Departamento de Química, Universidad de Valle, AA 25360 Cali, Colombia.
Gálvez
Jaime
J
Hursthouse
Michael B
MB
Cobo
Justo
J
Glidewell
Christopher
C
D000178:Acrylamides / Q000737:chemistry*; D000838:Anions / Q000737:chemistry; D018360:Crystallography, X-Ray; D019281:Dimerization; D006860:Hydrogen Bonding; D008744:Methylamines / Q000737:chemistry*; D008958:Models, Molecular; D011743:Pyrimidines / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*
C547119:2-cyano-N-(2,6-dimethoxypyrimidin-4-yl)-3-(4-(dimethylamino)phenyl)acrylamide; D000178:Acrylamides; D000838:Anions; D008744:Methylamines; D011743:Pyrimidines; D000644:Quaternary Ammonium Compounds; C547120:dimethylammonium 6-cyano-1,3-dimethyl-2,4,5-trioxo-1,2,3,4,5,8-hexahydropyrido(2,3-d)pyrimidin-8-ide