Crystal structure ofN-[3-(dimethylamino)propyl]-N′,N′,N′′,N′′-tetramethyl-N-(N,N,N′,N′-tetramethylformamidiniumyl)guanidinium bis(tetraphenylborate)

Abstract

In the title salt, C15H36N6 2+·2C24H20B−, the three N—C bond lengths in the central C3N unit of the bis­amidinium ion range between 1.388 (3) and 1.506 (3) Å, indicating single- and double-bond character. Furthermore, four C—N bonds have double-bond character. Here, the bond lengths range from 1.319 (3) to 1.333 (3) Å. Delocalization of the positive charges occurs in the N/C/N and C/N/C planes. The dihedral angle between both N/C/N planes is 70.5 (2)°. In the crystal, C—H⋯π inter­actions between H atoms of the cation and the benzene rings of both tetra­phenyl­borate ions are present. The benzene rings form aromatic pockets, in which the bis­amidinium ion is embedded. This leads to the formation of a two-dimensional supra­molecular pattern along the ab plane.

Crystal structure ofN-[3-(dimethylazaniumyl)propyl]-N′,N′,N′′,N′′-tetramethyl-N-(N,N,N′,N′-tetramethylformamidiniumyl)guanidinium dibromide hydroxide monohydrate

“…The dihedral angle between the N1/C1/N2 and N3/C6/N4 planes is 70.1 (3)°. Structural data for the cation agree very well with those from the crystal structure analysis of N-[3-(dimethylamino)propyl]-N-(N,N,N′,N′-tetra- methyl-formamidinio)-N′,N′,N′′,N′′-tetramethylguanidinium bis(tetraphenylborate)(Tiritiris & Kantlehner, 2015). Two of the positive charges are delocalized in the N1/C1/N2, N3/C6/N4 and C1/N5/C6, planes the third positive charge is localized on the dimethylammonium group.…”

“…For the crystal structure of N,N,N 0 ,N 0 -tetramethylchloroformamidinium chloride, see: Tiritiris & Kantlehner (2008); for ethyltriphenylphosphonium bromide dihydrate, see: Betz & Gerber (2011); for N-[3-(dimethylamino)propyl]-N-(N,N,N 0 ,N 0 -tetramethyl-formamidiniumyl)-N 0 ,N 0 ,N 00 ,N 00 -tetramethylguanidinium bis(tetraphenylborate), see: Tiritiris & Kantlehner (2015). For the synthesis of N 00 -[3-(dimethylamino)propyl]-N,N,N 0 ,N 0 -tetramethylguanidine, see: Tiritiris & Kantlehner (2012) Symmetry codes: (i) x; y À 1; z þ 1; (ii) Àx þ 1; y À 1 2 ; Àz þ 1; (iii) x À 1; y; z; (iv) Àx þ 1; y À 1 2 ; Àz þ 2; (v) Àx þ 1; y þ 1 2 ; Àz þ 1; (vi) Àx; y À 1 2 ; Àz þ 1.…”