How can I play a movie in iTunes mini player? (Progress bar button broken?)

It took forever to figure out how to get iTunes to even OPEN a new window for movie playback, but once I finally found instructions (click the button with movie art to the left of the progress bar to open in new window) they only partially worked. A new window opens, but movie playback continues in the main window. The new window shows a freeze frame of the scene displayed at the moment I clicked the progress bar button. The new window looks just like the mini player, and its control buttons work, but they effect the main window's movie playback not the new window/mini player where I want to watch the movie.
Is it my progress bar that's broken? I'm all updated with iTunes version 11.1.5. Does this version not play well with my OS X 10.6.8?
Ultimately I just want to be able to play a movie in the mini player while using other applications; surely that's possible.
[Also, on the "Operating System" dropdown menu below, I just selected OS X 10.6.8 and then the dropdown showed "No operating system selected" and the selection arrows no longer work. Any ideas what happened? My MacBook Old feels so janky right now.]

You need to convert the AVI file to MP4. Here is just one of the many converters available (via Google) http://www.divx.com/en/software/divx-plus/oca/mp4-converter?gclid=CJnqnpaF37gCFc fJtAod8RUAeg

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