File talk:Buckminsterfullerene-2D-skeletal.png

I just wanted to say that the structure of the double bonds of the [60]Fullerene molecule is unfortunatly wrong, because [60]Fullerene molecules obey the Isolated Pentagon Rule (IPR) and therefor for stability reasons double bonds in 5-membered rings are forbidden. -[KoniW] — Preceding unsigned comment added by 192.44.85.23 (talk • contribs)

The Isolated Pentagon Rule just means that two five membered rings adjacent to each other are less favored than isolated five membered rings, doesn't it? In any case, there is no way that you could have a C60 structure in which there were no double bonds in any of the 5-membered rings - there wouldn't be any other place to put them. Ed (Edgar181) 14:16, 19 April 2011 (UTC)

Thinking about this some more, I think it is possible to put all the double bonds only in the six-membered rings and have none in the five-membered rings. Different arrangements of the double bonds would be resonance structures of each other - but are they equivalent resonance structures or not? Ed (Edgar181) 17:26, 20 April 2011 (UTC)

DOI:10.1007/978-3-8351-9098-6_2 says: Durch theoretische und experimentelle Untersuchungen wurde nachgewiesen, dass im C60-Molekül nicht alle C-C-Bindungen gleich lang sind. Vielmehr wurde eine Alternanz festgestellt, wobei die (6,6)-Bindungen zwischen zwei benachbarten Sechsringen kürzer als die (5,6)-Bindungen zwischen einem Fünf- und einem Sechsring sind. Die Doppelbindungen sind somit in den Sechsringen lokalisiert, wobei die Bindungslängen von 139 pm und 145 pm in etwa denen in einem mäßig konjugierten Polyolefin entsprechen. I hope you guys understand enough German. ;-) --Leyo 18:06, 20 April 2011 (UTC)

So, if my German is sufficient, it does seem that putting all the double bonds in the six-membered rings such as in the image to the right gives the lowest energy structure. Ed (Edgar181) 20:40, 20 April 2011 (UTC)

I made this image using the template in ChemDraw. I think all I did was made the bits further away lighter grey. --Ben (talk) 21:27, 20 April 2011 (UTC)

p.s. See http://www.benjamin-mills.com/chemistry/structures/C60/ for experimentally determined bond lengths (double click an atom then click on another to display their separation distance). --Ben (talk) 21:38, 20 April 2011 (UTC)

Yeah, you are right. I intended to say, there are two different bond length in [60]Fullerene. This indicates that the "double bonds" are not delocalized over all bonds. In our university it's well known that the template in ChemDraw is wrong.. Koni ([KoniW]) 08:19, 21 April 2011 (UTC)