Inversion symmetry and local vs. dispersive interactions in the nucleation of hydrogen bonded cyclic n-mer and tape of imidazolecarboxamidines

• Sihui Long,
• Venkatraj Muthusamy,
• Peter G. Willis,
• Sean Parkin and
• Arthur Cammers

Beilstein J. Org. Chem. 2008, 4, No. 23, doi:10.3762/bjoc.4.23

• related to the coordinates involving one dihedral angle and hydrogen bonding. The results establish a connection between solution and solid phase conformation. Keywords: counterpoise; crystal engineering; packing motif; solution conformation; Wallach's rule; Introduction Bonding in organic compounds and

• Wallach's rule, an obvious advantage of this arrangement is the possibility that the dimeric units possess an inversion center and afford the molecules the assumed advantage of pairing two conformational enantiomers. The molecules that crystallized as dimers of conformational enantiomers with Z' = 1 had

• when there is competition between local interactions and the dispersive interactions, this work suggests that small Ci symmetric units have a slight thermodynamic packing advantage which could be the basis for Wallach's rule. The results bring into question predictive methods based on energy