First thing to do is not try gaming the system out of the Box. This is a problem being the owner of the "bad Site" and linking to other sites you own. They get connected and bring a harder look at all the sites you own.
Me I would start over and do it the right way it is called Hard Work. The SE's have gotten way smarter than most new comers think and it usually ends up with this type of post.
Msg#: 4362922 posted 3:13 am on Sep 17, 2011 (gmt 0)
There's certainly a chance - also a good chance that Google will have the content "on file" forever and attached the new site to you all over again. There's no predicting something like that. It either flies or it doesn't.