Error message when trying to play/charge via dock and home stero

My new Nano 5G will play via my stero when I hook it up through my "older" dock. However, I get an error message stating something about the accessory not being supported and it won't charge while in the dock.
I noticed the older flat plug that that plugs in to the dock or my iPod Mini has two buttons to release it from either device. The older flat plug seems "deeper" than the plug I received with my new nano.
The new Nano plug will fit into the dock, but does not "seat" as well as the other plug.
Do I need a new dock? It seems silly that Apple would include an adapter with my Nano to make sure it fits into the dock, but not the plugs.
Thoughts?
Thank you.

I spoke with a Mac employee who tolkd me the new Nano's software doesn't recogize the feature that charges it while in the older dock.
My choice-live with it or get a new dock.
Thanks for reading.
a

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