title: Structure of 6-oxo-1,6-dihydro-3,4'-bipyridine-5-carbonitrile hydrogen bromide.
abstract: 5-Cyano-6-oxo-1,6-dihydro-3,4'-bipyridinium bromide, C11H8N3O+.Br-, Mr = 278.11, triclinic, P1, a = 7.827 (2), b = 9.796 (2), c = 15.548 (4) A, alpha = 76.53 (2), beta = 75.40 (2), gamma = 74.36 (2) degrees, V = 1093.4 (4) A3, Z = 4, Dx = 1.689 Mg m-3, lambda (Mo K alpha) = 0.71073 A, mu = 3.70 mm-1, F(000) = 552, T = 293 K, R = 0.084 for 3989 observed reflections. The bipyridinium ions are planar, the C(2)-C(1)-C(1')-C(2') torsion angles being -3.3 (10) and 2.2 (11) degrees for molecules (1) and (2), respectively. The symmetry-independent bipyridinium ions are assembled in separate chains by hydrogen-bonding Br bridges [respective distances: Br(1)...N(3) 3.227 (6); Br(1)...N(4') 3.374 (6); Br(2)...N(3*) 3.263 (5); Br(2)...N(4'*) 3.540 (7) A] and by forming N...O hydrogen bonds between pyridinium NH groups and keto O atoms, the N(4')...O(4) and N(4'*)...O(4') distances being 2.835 (7) and 2.706 (7) A, respectively. These chains are connected by the series of stacking interactions with an average C...C distance of 3.5 A.
authors.affiliation: Medical Foundation of Buffalo, Inc., NY 14203.
authors.forename: V
authors.initials: V
authors.lastname: Cody
authors.forename: A
authors.initials: A
authors.lastname: Wojtczak
mesh_terms: D002316:Cardiotonic Agents / Q000737:chemistry*; D011728:Pyridones / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: D002316:Cardiotonic Agents; D011728:Pyridones; C072768:6-oxo-1,6-dihydro-3,4'-bipyridine-5-carbonitrile