A new phase of 7,16-di­benzyl-1,4,10,13-tetraoxa-7,16-di­aza­cyclo­octa­decane, and 7,16-di­benzyl-1,4,10,13-tetraoxa-7,16-diazo­nia­cyclo­octa­decane bis­(tetra­fluoro­borate) monohydrate, both determined at 123 K

• Published in: Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2005-03, Vol.61 (3), p.o188-o192
• Main Authors: Basok, Stepan S., Croitoru, Lilia, Fonari, Marina S., Ganin, Eduard V., Gelmboldt, Vladimir O., Lipkowski, Janusz, Simonov, Yurii A.
• Format: Article
• Language: English
• ISSN: 0108-2701; 1600-5759
• DOI: 10.1107/S010827010500260X

7,16‐Di­benzyl‐1,4,10,13‐tetraoxa‐7,16‐di­aza­cyclo­octa­decane, C26H38N2O4, (I), crystallizes in space group P21/c, with two independent mol­ecules adopting different conformations. The `free' crowns adopt a typical `parallelogram' shape, in which two methyl­ene groups are turned inward toward the center of the ring and the benzyl groups splay out from the ring. In 7,16‐di­benzyl‐1,4,10,13‐tetraoxa‐7,16‐diazo­nia­cyclo­octa­dec­ane bis­(tetra­fluoro­borate) monohydrate, C26H40N2O42+·2BF4−·H2O, (II), the macrocycle is centrosymmetric, and the protonated N atoms adopt an endo–endo orientation that is stabilized by a bifurcated N—H⋯O hydrogen bond, where the O atoms of the macrocycle act as hydrogen‐bond acceptors. The phenyl groups of the benzyl side arms are turned above and below the macrocycle; C—H⋯π interactions between the phenyl substituents and two macrocyclic methyl­ene H atoms govern the overall conformation of the macrocycle. Bridging tetra­fluoro­borate anions link the macrocyclic cations via weak C—H⋯F hydrogen bonds into channels running along [100], which are filled by the weakly hydrogen‐bonded water mol­ecules.