Won't sync all music

My Nano won't sync all the music in my library. I get an error message saying the songs cannot be found, but they are all listed in my playlists. There are 100 songs that won't sync. I had to move my Ipod from my laptop to my desk top.

OK after a long night I think I have answered my own question. I hope this helps others who may have experienced the same level of frustration I have.
If your music won't download from iTunes to your iPod because it is not 'authorised' see if this helps.
Go to the album or song that is not 'authorising'. Select it and push play. It should ask you for authorisation or a username and password. Put in your username and password, it should then go to iTunes store and it will now be authorised.
Be careful not to make the same mistake that I made and have multiple iTunes Store accounts. Mainly because I think it creates these problems on transfer of your library and secondly because you may not remember the password. If you forget the password, then simply get iTunes store to resend it. The only problem may be if your email account no longer exists. Mine does, so not sure what happens if it doesn't.
This in itself may not fix the problem either. I noticed on the left hand side of the music library, met to the song names etc, the '!" symbol in the column. This will also prevent it copying to your iPod. I am not technical, but it seems it lost the file path in transfer. Just double click the song and it will ask you if you want to find the path. Click yes and then search through iTunes library until you find the song. Double click the song and bingo you should now be able to transfer the music.
It took less time for me to finish by Business Degree, but its the only way I found to get around all the authorisation problems
Hope this helps

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    OK after a long night I think I have answered my own question. I hope this helps others who may have experienced the same level of frustration I have.
    If your music won't download from iTunes to your iPod because it is not 'authorised' see if this helps.
    Go to the album or song that is not 'authorising'. Select it and push play. It should ask you for authorisation or a username and password. Put in your username and password, it should then go to iTunes store and it will now be authorised.
    Be careful not to make the same mistake that I made and have multiple iTunes Store accounts. Mainly because I think it creates these problems on transfer of your library and secondly because you may not remember the password. If you forget the password, then simply get iTunes store to resend it. The only problem may be if your email account no longer exists. Mine does, so not sure what happens if it doesn't.
    This in itself may not fix the problem either. I noticed on the left hand side of the music library, met to the song names etc, the '!" symbol in the column. This will also prevent it copying to your iPod. I am not technical, but it seems it lost the file path in transfer. Just double click the song and it will ask you if you want to find the path. Click yes and then search through iTunes library until you find the song. Double click the song and bingo you should now be able to transfer the music.
    It took less time for me to finish by Business Degree, but its the only way I found to get around all the authorisation problems
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