Songs "not copied to the ipod because it cannot be played on this ipod"

After having my ipod stolen i purchased a new Ipod classic. When syncing my music to my ipod i get an error on a number of songs, "not copied to ipod because it cannot be played on this ipod." This did not happen with my old ipod which i purchased just one year prior. Why can these songs not be played on my new ipod?

"I bought this song on iTunes - wrote the song to CD - made an MP3. Then tried to copy the song (MP3) to my Nano."
Was there some particular reason you did this? I'm just curious as to why you didn't leave it as an AAC file.
Do you still have the original downloaded AAC file and does this play on the iPod ok?

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