Re-downloading missing music from iTunes

After losing an external HD a year or so ago with my itunes purchased items on - when the new itunes feature of re-downloading previously purchased items was launched, I thought, great I can get all my old stuff back.
However, when using the feature, I find that that my iTunes Music DB still has the items listed in its database (although with the exclamation mark saying that it cant locate the item) so it does not show them as missing items.
On my iPad all is fine and I downloaded my 900 odd missing items.
How do I(if I can) get these items back on my back?
My only idea is to manually remove the exclaimed items from ITunes then try the featrure again from my mac.
Any other ideas?
Many Thanks

Downloading past purchases from the App Store, iBookstore, and iTunes Store - http://support.apple.com/kb/ht2519 - enabled with iTunes 10.3 and newer; not available in all countries; only apps, books (not audiobooks), music, and t.v. shows (not movies).  Discontinued items not available. For items not included in the iCloud list, or locations or computer systems where iCloud is not (yet?) available, you only get one download per fee paid.

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