Restoring Library after PC Crash

My Windows PC with iTunes Library Crashed.  Am trying to get to the point where my iPad, iPhones, and iPod can sync with the new library.  I have transfered all the content from my devices to the PC to get the music files onto the new PC and into iTunes.  I then exported the playlists of my phone onto the PC, and then imported those playlists into iTunes.  I did have to use an app called Syncios to copy 10 MPEG audio files that would not otherwise transfer from my iphone to my PC.  Once I copied those files to the PC via Syncios, I was able to import them into my iTunes Library...those files were from a CD, not the iTunes store.
Bottom line, it seems I have restored all my media and playlists from my phone.  But when I try to sync which requires my phone's media to be deleted and replaced with that from the PC...its saying I dont have sufficient memory...I cant figure out why every thing fits now, but wont fit after the sync?

Additional info.  On the music tab where you select which playlists to sync, the bar graph at the bottom seems to depict I should have additonal space...yet why I try to sync, it fails saying I need an additional 2GBytes of memory.  Is that bar graph inaccurate?   Do I need to delete the media off my phone manually for the sync to finally work?  Seems like maybe its needing some temp space to get through the process?

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