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This issue has been frustrating me as well. I was originally blaming the iPod as it seemed whenever I rebooted it or when I picked particular playlists it would communicate correctly. But after reading other people's comments it seems to be a fault with the iPod adapter when dealing with larger capacity iPods.
Something that is working for me is keep the number of tracks loaded on the iPod below 4000 or so (the more tracks on the iPod the greater chance of it not connecting correctly). This kind of defeats the purpose in being able to keep my complete music library on the iPod but not being able to use the iPod in my car is something I can't live without.
Hopefully they'll come up with a fix soon (and before my warranty expires).
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300C AWD Cool Vanilla
Protection Group II (side/curtain air bags, air filtering, parksense, self sealing tires)
Luxury Group II (4 heated seats, dimming exterior mirrors with signals, courtesy lamps)
California Walnut Wood Trim
Sunroof, Kenwood DNX8120, Rear Seat DVD VES, iPod integration unit
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