How do I get ITunes to reveal my files on a new Mac?

I have IOS 7 on my IOS devices and Itunes 10.6.3 on my PC.  I can no longer synch because ITunes requires me to update to Version 11.1.3.  I have tried several times to download the upgrade and it kept failing, a problem I had in the last major upgrade, so as instructed before I uninstalled ITunes from my PC and tried to download  the latest version of ITunes with no success, because there seems to be remnant files that need to be cleaned up.  The last time I went through this it was a challenge for the Apple Genius and after going through the hassle of trying to make an appointment without the need to download yet another app, I decided to purchase a Mac Book Air.  After I was finally able to download Mavericks, then ITunes 11.1.3 and my purchased music and movies appeared, (although it won't let me play anything), ut none of the the music I had loaded onto the PC is available.  I cannot share between the PC and the Mac, because the PC o longer has ITunes .
So how do I get all my files to reveal in ITunes on the new Mac?  Can I plug in my iPad to sync and hope that it will upload the files and playlists without losing them on the iPad?  Is there a simpler method of getting the material assigned to my ITunes account to show wherever I need it?  ITunes allows you to have up to 5 computers using your account (and presumably it's contents), however this would appear to be hypothetical.  And please advise how to get the movies to play on the Mac. Please help!

Apple provides repeat downloads as a convenience, not a substitute for your computers being the primary source of file transfers.  All your iTunes information such as playlists, ratings, etc. are in a file on your computer, not in the Apple Store.  Typically when you move computers you copy the whole iTunes folder and everything it contains to the new computer.  Moving media files can be done with a drive, or by Home Sharing.  You can also redownload media but let's say somebody desiced Apple may no longer sell a certain album; it cannot be downloaded again but if you already have it on a computer you can move your copy of the file.
5 authorizations:  Some households have multiple computers.  If you want ot use one with an account it has to be authroized.  It means you can use any computer in the house to make purchaes, etc.
Okay, my 5 minute typing limit for any one response is up.
What are the iTunes library files? - http://support.apple.com/kb/HT1660
More on iTunes library files and what they do - http://en.wikipedia.org/wiki/ITunes#Media_management
What are all those iTunes files? - http://www.macworld.com/article/139974/2009/04/itunes_files.html
Where are my iTunes files located? - http://support.apple.com/kb/ht1391

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