Document Type
Article
Journal/Book Title
Journal of Molecular Modeling
Publication Date
3-14-2016
Publisher
Springer
Volume
22
Issue
4
First Page
1
Last Page
19
Abstract
Dispersion-corrected Density Functional Theory (DFT) and MP2 quantum chemical methods are used to examine homodimers of temozolomide (TMZ). Of the twelve dimer configurations found to be minima, the antarafacial stacked dimer is the most favored, lower in energy than coplanar dimers which are stabilized by H-bonds. The comparison between B3LYP and B3LYP-D binding energies points to dispersion as a primary factor in stabilizing the stacked geometries. CO(π)→CO(π*)charge transfers between amide groups in the global minimum are identified by NBO, as well as a pair of weak CH∙∙N H-bonds. AIM analysis of the electron density provides an alternative description which includes N∙∙O, N∙∙N and C∙∙C noncovalent bonds.
Recommended Citation
Kasende, O. E., Muya, J. T., Paul N. Nziko, Vincent, Scheiner, S. I. (2016). Hydrogen bonded and stacked geometries of the temozolomide dimer. Journal of Molecular Modeling, 22(4), 1–9. http://dx.doi.org/10.1007/s00894-016-2934-z
Comments
This is a post-peer-review, pre-copyedit version of an article published in Kasende, O. E., Muya, J. T., Paul N. Nziko, Vincent, Scheiner, S. I. (2016). Hydrogen bonded and stacked geometries of the temozolomide dimer. Journal of Molecular Modeling, 22(4), 1–9. http://dx.doi.org/10.1007/s00894-016-2934-z. The final authenticated version is available online at: http://dx.doi.org/10.1007/s00894-016-2934-z