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

@article{Long2008InversionSA,
  title={Inversion symmetry and local vs. dispersive interactions in the nucleation of hydrogen bonded cyclic n-mer and tape of imidazolecarboxamidines},
  author={Sihui Long and Venkatraj Muthusamy and Peter G. Willis and Sean R. Parkin and Arthur Cammers},
  journal={Beilstein Journal of Organic Chemistry},
  year={2008},
  volume={4},
  pages={48 - 76}
}
Substitutional changes to imidazolecarboxamidine that preserved intermolecular hydrogen bonding in the solid state were used to study the relationship between packing and the hydrogen bond motif. Various motifs competed, but the most common imidazolecarboxamidine crystalline phase was a C(i) symmetric dimer that established inversion centers by associating enantiomeric tautomers. Counter to intuition, the calculated gas-phase energies per molecule of the solid state atomic coordinates of the C… CONTINUE READING