Songs on Authorized Computer Will Not Sync with iPod

Question

I upgraded the hard drives in my computer that contained my iTunes library when one of my RAID disks failed. I was able to recover all of my data (all documents, photographs, songs, etc.) but I had to reinstall Windows XP and all software becuase the OS was compromized on both RAID drives (why, we don't know). (I've read the "helpful" advice from Apple that you should "deauthorize" your computer...before the hard disks crash! If I knew they were going to crash, I would have done more than "deauthorize" my computer.)
When I installed iTunes, it looked into my disk and found my music library. Two things happened:
1. Some albums, but not all, got split up so that a few songs were separated from the balance of the songs on an album. This is a real problem when I want to listen to a symphony and only three of the four movements show up, for example.
2. All of the songs that I had downloaded from the iTunes store were now “unauthorized” on my computer. Although it made me upset to waste an “authorization,” I went ahead and authorized the computer (although all I had done was recover a disk that could no longer be played). Then I tried to sync my computer to my iPod. All of the iTunes downloaded music did not appear on my iPod. In fact, when I sync, iTunes says that my downloaded music is not authorized to be played on this computer and, hence, isn’t authorized on the iPod even though IT IS authorized on the computer (i.e. I can play it on iTunes from my computer just not from my iPod).
BOTTOM LINE:
I have been unable to figure out how to get the music that is now "authorized" (again) on my computer to show up on my iPod so that I can listen to it on the iPod.
I also need help to reassemble my "albums" so that they include all of the songs that were orignally part of them.
Any assistance would be appreciated.

Answer 1

Well, you'll have to look at this article to see if it will help for the albums getting split up - I have no idea why that would have changed, but see if the "Compilation" checkbox helps.
http://support.apple.com/kb/TS1468
Those directions are for itunes 7 - in iTUnes 8, the compilation checkbox for multiple items is on the Option tab.
And for the song not going to the ipod, try this for just one song - remove it from your itunes library (but NOT your hard drive!) and then re-add it back into itunes. It might go to the iPod then.
Nobody has ever posted back whether this works, but you're not alone on authorized songs not syncing to your iPod. More and more folks are seeing this since itunes 7, esp with older purchased songs. Newer purchases seem to sync just fine.