More Manually manage music problems

Question

OK, I have got this to work ONCE.  But now, every time I try to drag from the main pane to the right-hand sidebar it just doesn't work.
I think I'm doing the right things:
          not using Match,
          iTunes 11 GUI ( i.e. no LHS sidebar),
          plug in iPad,
          click on its pushbutton @ t/r of window,
          in Summary verify "Manually manage music and videos" is checked,
          click "On This iPad",
          click "Add To..." (below blue Done pushbutton @ t/r of window).
But when I try to drag to the RHS sidebar,  I just do not get the blue outline selectoid around the iPad sidebar.
Any ideas?

Answer 1

This is maybe getting confusing for others, so with iTunes Match turned off, here's a list of what this is all about.  To see what goes on, don't plug in your iPad yet.
On you Mac, launch iTunes.  You don't want Store or Match.  Maybe you DO want Manually Manage music.
Don't use Ctrl-S or Alt-Cmd-S, use View > Hide Sidebar (if it's visible), to see the new iTunes 11 GUI.
       There's a familiar looking Toolbar, under the Player slider:-
              At right of Toolbar (under Search Music box), there may be an iTunes Store pushbutton.  Don't touch.
              At the left is a multiple-choice control for Music, Books etc.  Leave it on Music.
       Now when you plug in the iPad, the Toolbar has a new iPad pushbutton at the right: this is new in iTunes 11.
Click iPad pushbutton and the center of the Toobar changes a little.  Importantly, at the right of the center the Toolbar has "On This iPad"
When you click On This iPad the window changes radically:-
       The Toolbar has a blue Done pushbutton at the right.
       At the left is the name of your iPad, with an Ejector control.
There may be a left-hand sidebar with PLs (Playlists), and a list of Songs in the main pane;  these show you the iPad, not your Music library.  As in iTunes 10, the Toolbar lets you change what appears in the main pane.
Now, look again at the right of the Toolbar:  below the blue Done pushbutton there's an icon:  stripes with an Add (or cross-head screw!), and the words "Add To..." -- click this.
Again the window has changed:  the main pane maybe shows your LIBRARY Albums (you can change this in the Toolbar), and a new list of iPad PLs appears in a new Right-hand sidebar.
Now you can drag albums, songs etc from your Library to the RHS iPad sidebar.  If, as I found, some will drag and some won't, even though iTunes Match may be switched off, it seems that the items downloaded by Match have been tagged in some way, which prevents them dropping onto the iPad sidebar.
If so, provided you have a pre-Match copy on an old Mac, delete the ones that won't drop (you might need to make a list) then use Add to Library to replace the Matched ones with your own originals.