3,3′-(5,5,7,12,12,14-Hexamethyl-1,4,8,11-tetraazacyclotetradecane-1,8-diyl)dipropanonitrile methanol disolvate

Abstract

The asymmetric unit of the title compound, C22H42N6·2CH4O, comprises one half of a 14-membered tetra­azacyclo­tetra­decane macrocycle with cyano­ethyl substituents on one of the N atoms and a methanol solvent mol­ecule. The macrocycle lies about an inversion centre. The cyano­ethyl substituents are oriented so that the cyano groups lie over opposite faces of the central cavity of the macrocycle. The methanol solvate mol­ecules lie away from the cavity of the macrocycle and are linked to the macrocycles via O—H⋯N hydrogen bonds.

3,3’-(4,11-Bis(4-(trifluoromethyl)benzyl)-1,4,8,11-Tetraazacyclotetradecane-1,8-diyl)dipropanenitrile

“…Similar C-H … N interactions can be observed in other cyclam derivatives conta CH2CH2CN pendant arms (NUPZII [32], ICALON [33] and ICALON01 [34]). Nev less, antiparallel nitrile-nitrile interactions are only observed in 3,3'- (5,5,7,12,12,14 methyl-1,4,8,11-tetraazacyclotetradecane-1,8-diyl)dipropanenitrile (NUPZII) but longer centroid-to-centroid distances (3.653 Å) [32]. The above-mentioned interactions are responsible for the tridimensional arr ment of 2 at a supramolecular level that reveals tubular chains growing along the b tion (see Figure 3).…”

“…. N interactions can be observed in other cyclam derivatives containing CH 2 CH 2 CN pendant arms (NUPZII [32], ICALON [33] and ICALON01 [34]). Nevertheless, antiparallel nitrile-nitrile interactions are only observed in 3,3'-(5,5,7,12,12,14hexamethyl-1,4,8,11-tetraazacyclotetradecane-1,8-diyl)dipropanenitrile (NUPZII) but with longer centroid-to-centroid distances (3.653 Å) [32].…”