Hi Jacob, it's a bit difficult to tell what went wrong but it seems to be related to running out of memory.
MoI v3 is a 32-bit program and so it isn't able to use all your system memory. I would strongly recommend to instead use the v4 beta release which you can get from http://moi3d.com/beta.htm . The v4 beta is now a 64-bit program and can make use of all your system memory instead of hitting a wall around 2 to 3 GB.
Also the v4 beta is now a native compiled Mac program and doesn't use the "Wineskin" emulation system anymore and this solves a whole bunch of little glitches so it's way better to be running v4 on your Mac rather than v3.