Hello Tracy,  

First, your confusion regarding the iTunes Library source files is
completely understandable.  In fact, the more research one does on this
subject, the more confusing the issue can become; this is because, in part,
there are several ways to accomplish the same task and the method used will
depend upon how you start and where you wish to end up, as it were.  

1.
Keep in mind that, simply put, an iTunes Library consist of two main
components.  The component that most people think of when dealing with a
Library is the source files or Library contents.  The contents of any iTunes
Library can be spread across many different folders and even drives so it is
important to know where your source folders are located.  In many cases,
people just use the default configuration which is often the most intuitive.
Since you have the contents of your Library on an external drive, you
obviously understand this component.  

2.
The second component of an iTunes Library is a file or series of files that
keep track of how the Library appears and where the contents are located.
This is what the .ITL file you mentioned does.  In fact, iTunes for Windows
now uses three files to keep track of this information and they are as
follows:
iTunes Library.itl
iTunes Library.xml
iTunes Music Library.xml

The most important of these is the first, iTunes Library.itl.  It is
important to remember that the three files listed above need not be in the
same folder or even on the same drive as the actual contents of the Library.

Tracy, it is quite possible that if you copied your iTunes Library from the
local disc drive of your Windows computer, the .itl and .xml files were not
copied with it because they are located in you’re My Documents Folder.

If this is the case, then you will need to first find and then copy these
files to your external drive as well.  Remember, these files only serve to
retain appearance, play lists, and meta data for the Library.  Without these
files, you will need to re-create play lists, etc. 

3.
So, whenever you create a new iTunes Library, a .itl file is created along
with any other .xml files as needed.  Consequently, should you choose to
open a different Library other than the one already selected, you will
select the folder where a .itl lives.  As an example, on my Windows
computer, the contents of my iTunes Library is on drive P, a network
attached storage drive.  However, the .itl file is on the local drive of my
computer.  So, assuming I needed to open the Library manually, from within
iTunes, I would choose c:\My Documents\My Music\...  The path is not
important in this example for it is to illustrate the point that the .itl is
the proverbial gateway to your iTunes Library.

4.
Although many Mac users do not concern themselves with the underlying file
structure of the iTunes Library, grasping these fundamental points will
greatly enhance more advanced aspects of iTunes including sharing one
Library in a cross-platform environment.

5.
Assuming you wish to keep the contents of your iTunes Library on the local
drive of your Mac, you will simply copy the Library from your external drive
to any Folder of your choice, on the Mac.  Then, point iTunes, on your Mac,
to the Folder containing the .itl file.

Even after all of this, you will most likely need to manually adjust source
file properties from within iTunes.  This is because of the difference in
file structure between Windows and Mac.

6.
While this will not help you in your current situation, I strongly recommend
that, in the future, you keep both your .itl and .xml files on a network
attached storage drive along with the contents of your iTunes Library.
Then, you can easily open the Library, completely intact, from any computer,
Windows or Mac, on your network.

Good Luck,

Mark

From: macvisionaries@googlegroups.com
[mailto:macvisionaries@googlegroups.com] On Behalf Of Traci
Sent: Friday, August 26, 2011 12:13 PM
To: macvisionaries
Subject: Windows to Mac, ITunes

Hi all,
 
I've been googling like crazy, and yet I'm still unclear.  :)
 
I have my entire iTunes folder from windows on an external harddrive.  What
do I need to do to move this over to my Mac?
 
If possible, I'd like to keep all my settings, as far as playlists and the
like.
 
I've read something about renaming an ITL file?  This is where I get
confused.  :)
 
Hope you guys can help.
 
Thanks,
Traci
 
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