title: Structure of cycloguanil hydrochloride by neutron diffraction.
abstract: 4,6-Diamino-1-(p-chlorophenyl)-1,2-dihydro-2,2-dimethyl-s-triazine hydrochloride, C11H15-CIN5+.Cl-, Mr = 288.20, monoclinic, P21/c, a = 8.783 (2), b = 10.267 (2), c = 17.234 (3) A, beta = 115.72 (1) degrees, U = 1400.1 (5) A3, Z = 4, Dx = 1.337 Mg m-3, lambda = 1.15882 (7) A for unit-cell determination and 1.04702 (7) A for collection of intensity data, mu = 0.191 mm-1, T = 15.0 (5) K, final R(F2) = 0.050 and wR(F2) = 0.063 for 3099 independent reflections. Five atoms of the triazine ring are nearly coplanar. The sixth, the quaternary C(2), is displaced from this plane (P1) so that the bond to one of its methyl substituents is nearly perpendicular to P1 while the other methyl substituent lies almost in the plane. The chlorophenyl-ring plane is nearly perpendicular to P1. The heterocycles form cyclic dimers via hydrogen bonds from the 6-amino group to ring atom N(5) of an adjacent molecule. All other N-H units are hydrogen bonded to the Cl- counter ion. The ring is protonated at position N(3).
authors.affiliation: Department of Pharmaceutical Sciences, Aston University, Birmingham, England.
authors.forename: C H
authors.initials: CH
authors.lastname: Schwalbe
authors.forename: G J
authors.initials: GJ
authors.lastname: Williams
authors.forename: T F
authors.initials: TF
authors.lastname: Koetzle
mesh_terms: D055598:Chemical Phenomena; D002627:Chemistry, Physical; D003460:Crystallization; D003461:Crystallography; D015394:Molecular Structure; D009502:Neutrons; D002727:Proguanil; D014227:Triazines
chemical_list: D014227:Triazines; C026009:cycloguanil; D002727:Proguanil