Research Article: 1-Benzyl-2-dimethyl­amino-3-methyl-3,4,5,6-tetra­hydro­pyrimidin-1-ium bromide

Date Published: August 01, 2012

Publisher: International Union of Crystallography

Author(s): Ioannis Tiritiris, Willi Kantlehner.


In the title molecular salt, C14H22N3+·Br−, the ring incorporating the guanidinium grouping exhibits a half-chair conformation and the dihedral angle between the N—C—N and C—C—C planes is 55.0 (3)°. The C—N bond lengths in the central CN3 unit are 1.333 (4), 1.338 (3) and 1.341 (4) Å, indicating partial double-bond character. The central C atom is bonded to the three N atoms in a nearly ideal trigonal–planar geometry and the positive charge is delocalized in the CN3 plane. The distances between the N atom and the terminal methyl C atoms [1.453 (4)–1.461 (4) Å] are all close to a typical single C—N bond length.

Partial Text

For the crystal structure of N,N,N′,N′- tetra­methyl­chloro­formamidinium chloride, see: Tiritiris & Kantlehner (2008 ▶). For the synthesis of 1-methyl-2-dimethyl­amino-1,4,5,6-tetra­hydro­pyrimidine and derived guanidinium salts, see: Tiritiris & Kantlehner (2012b ▶). For the structure of 2-dimethyl­amino-1-(2-eth­oxy-2-oxoeth­yl)-3-methyl-3,4,5,6-tetra­hydro­pyri­midin-1-ium tetra­phenyl­borate see: Tiritiris & Kantlehner (2012a ▶).




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