Gapless play back and itunes auto art question

How do you know that albums are suppose to be Gapless? I assume that you just have to know.
I have some albums that won't retrieve artwork from itunes store yet and the Cd's are in the store. Is there anyways to fix this?
Also do you know any good site for organizing and maintaining your itunes.
Thanks a bunch

My understanding is that iTunes automatically detects if your albums are gapless or not. Gapless CDs that I've ripped have remained gapless when played back in both iTunes and my Nano.
You can manually set albums to gapless by selecting all the tracks in that album, pressing CMD-I and setting the Gapless option.

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