verify a far-out MM3 result?
I recently obtained the following enthalpy of formation (298 K) for
bicyclo[2.1.0]pent-2-ene (C5H6; cyclobutene with a cyclopropane ring
fused to the edge opposite the double bond):
MM3 545 kJ/mol (expt 333 kJ/mol)
It's so far off I wonder if there's some problem with my copy of MM3
(came with Tripos' "Alchemy2000" software). It reports missing
bond-equivalent parameters for two bonds (the sp2-sp3 bonds)--could
they be worth -106 kJ/mol each? The corresponding bonds in the
bicyclopentane are worth +23 kJ/mol each.
The results look great for these related molecules:
cyclobutene MM3 = 158 expt = 157 kJ/mol
cyclopropane MM3 = 54 expt = 53
bicyclo[2.1.0]pentane MM3 = 156 expt = 158
I don't think the experimental value is bad: from G2 I get 320
kJ/mol and from B3LYP//cc-pVTZ//6-31G* I get 331 kJ/mol.
I'd be grateful to learn the MM3 result obtained from other software
(or even from an independent installation of Alchemy2000).
Thanks for any help!
Karl
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Dr. Karl K. Irikura
National Institute of Standards and Technology
100 Bureau Drive, Stop 8380
Gaithersburg, MD 20899-8380
voice: 301-975-2510 fax: 301-869-4020
e-mail: karl.irikura at.at nist.gov
http://www.nist.gov/compchem/
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