Inversion symmetry and local vs. dispersive interactions in the nucleation of hydrogen bonded cyclic n-mer and tape of imidazolecarboxamidines
2008

Study of Hydrogen Bonding in Imidazolecarboxamidines

Sample size: 15 publication Evidence: moderate

Author Information

Author(s): Long Sihui, Muthusamy Venkatraj, Willis Peter G, Parkin Sean, Cammers Arthur

Primary Institution: University of Kentucky, Department of Chemistry

Hypothesis

How do the stabilities of the hydrogen bonded n-mers compare energetically in the absence of packing?

Conclusion

The study found that while Ci symmetric dimers were the most common, they were less stable than other hydrogen bonding motifs.

Supporting Evidence

  • The most common hydrogen bonding motif was found to be the Ci symmetric dimer.
  • Calculated gas-phase energies of Ci dimers were higher than those of other motifs.
  • Packing density was higher for Ci dimers despite their lower stability.

Takeaway

The researchers looked at how certain molecules stick together and found that some shapes are better at packing than others, even if they seem less stable.

Methodology

The study involved synthesizing various imidazolecarboxamidines and analyzing their crystalline phases and hydrogen bonding motifs.

Limitations

The study was limited to a small number of synthesized compounds and may not represent all possible hydrogen bonding motifs.

Digital Object Identifier (DOI)

10.3762/bjoc.4.23

Want to read the original?

Access the complete publication on the publisher's website

View Original Publication