Ok, I finally figured it out... there is 2 files that play a critical role in this
first is manifest.xml
in this file ensure that the library_item type string references the xid for your video file, and it has to be a proper xid. The iAd Producer manual explains how to create one if it does
example:
<library_item type="video" local_id="feature" xid="TEST:uuid:C7AE7CED-3F60-4C08-AA01-E3F9647B95CC" name="Your Movie"/>
second file and even more critical is iTunesMetadata.plist. There is a couple of strings in there that lace the iTunes Extra to the film and vice versa
| <key>itemId</key> |
| <integer>987654321</integer> |
| <key>itemName</key> |
| <string>Your Movie - iTunes Extras</string> |
The first is a unique 9 digit number that identifies your iTunes Extra file, the second is the name of the file that should follow the convention "Your Movie Title - iTunes Extras"
| <key>playlistId</key> |
| <integer>123456789</integer> |
| <key>playlistName</key> |
| <string>Your Movie</string> |
This is what ties it back to the movie file, we will come back to it later where in the movie MetaData you need to place this 9 digit string
| <key>xid</key> |
| <string>TEST:uuid:C7AE7CED-3F60-4C08-AA01-E3F9647B95CC_ITUNES_EXTRAS</string> |
This is the convention in how to properly xid your iTunes Extra, it is your movie's XID with "_ITUNES_EXTRAS" added to the end of it
| <key>Name File</key> |
| <string>Your Movie - iTunes Extras.ite</string> |
| <key>associated-adam-ids</key> |
| <array> |
| <integer>123456789</integer> |
The first is self explanatory but the second is again this 9 digit number that you will need to place into the meta data of your movie. It is what will make iTunes lace the two files together
| <key>xid-asset-mapping</key> |
| <dict> |
| <key>TEST:uuid:C7AE7CED-3F60-4C08-AA01-E3F9647B95CC</key> |
| <array> |
| <integer>123456789</integer> |
| </array> |
| <key>TEST:uuid:C7AE7CED-3F60-4C08-AA01-E3F9647B95CC_ITUNES_EXTRAS</key> |
| <array> |
| <integer>987654321</integer> |
| </array> |
| </dict> |
This is the last critical piece, it laces the two files tigthly together. Now the 9 digit number counting down from 9 is part of the unique ID of the iTunes Extra, the 9 digit number counting up from 1 needs to be put into the metadata of your movie. The annotation type for this is "contentID".
That's pretty much it. If you did it right your files will now appear as one file in cover view just like a movie bought in the store.
The easiest to do this right is to grab the manifest.xml and iTunesMetadata.plist from an iTunes store movie and copy paste and edit it for your purposes, which is what I did.
Cheers everyone!
