Question 1
If you contribute $2,000 worth of appreciated stock to a Roth IRA, do you avoid the capital gain on that stock if you leave it in the Roth for the required period?

Question 2
Can you make unlimited contribtutions to a contributory Roth if you are willing to pay a one time 6% excise tax on the excess over the $2,000 annual limit?

Q1: You cannot contribute anything but cash to any type of IRA (except for a qualified rollover), so the question is moot.

Q2: The IRA cannot accept more than $2K, even if you're willing to pay the penalty.