A novel binucleating macrocyclic ligand with two alcohol pendants

Acta Crystallogr C. 2002 Jan;58(Pt 1):o11-3. doi: 10.1107/s0108270101016146. Epub 2001 Dec 14.

Abstract

A novel binucleating 24-membered macrocyclic ligand, 6,20-bis(2-hydroxyethyl)-3,6,9,17,20,23-hexazatricyclo[23.3.1.1(11,15)]triaconta-1(29),11(30),12,14,25,27-hexaene (L), was synthesized and crystallized as the tetrahydrobromide salt, i.e. 6,20-bis(2-hydroxyethyl)-6,20-diaza-3,9,17,23-hexaazoniatricyclo[23.3.1.1(11,15)]triaconta-1(29),11(30),12,14,25,27-hexaene tetrabromide tetrahydrate, C28H50N6O2(4+)*4Br(-)*4H2O. A crystallographic inversion center is located in the macrocyclic cavity and the two hydroxyethyl pendants are on opposite sides of the macrocyclic plane. The benzene rings of the macrocycle are parallel to each other and a pi-pi-stacking interaction exists between the benzene rings of adjacent macrocycles, which are separated by 3.791 (9) A. An infinite intermolecular hydrogen-bond network stabilizes the crystal.