77 songs not transferred when synching to new iMac

I synched my video ipod to the newly purchased iMac after copying the library over on firewire to iTunes. I do not see a 'purchased music' file on the new iTunes. 77 songs and a purchased video did not load on the ipod. Do I need the 'purchased file' as proof for the iMac to synch? If so, anyone know where it is and how I transfer it?
iMac 20" Mac OS X (10.4.10)

There is no Music folder.
Perhaps I should try to start from a clean slate again. Do you think it will make sense to wipe out all the data and re-install OSX, re-migrate? There will not be any lost data (compared to what I have now..)
When I re-installed OSX, I had to state a name. I chose the name on the previous computer, which led to a conflict when I tried to migrate. I had to choose another name for the new iMac. Could this have led to the inability to restore properly? (am I making sense?)

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My old iMac's graphics card broke. Luckily I have used Time Machine to back up to ann external HDD.
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Perhaps I should try to start from a clean slate again. Do you think it will make sense to wipe out all the data and re-install OSX, re-migrate? There will not be any lost data (compared to what I have now..)
When I re-installed OSX, I had to state a name. I chose the name on the previous computer, which led to a conflict when I tried to migrate. I had to choose another name for the new iMac. Could this have led to the inability to restore properly? (am I making sense?)

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77 songs not transferred when synching to new iMac

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