Problem with automatic downloads on multiple computers with shared storage

I have a main Windows computer I use to rip my CD's, download Digital Copies from DVD's, buy iTunes movies, and sync my iPhone/iPad.  My iTunes library points to a shared location on a MediaSmart Windows Home Server as "\\mediasmart\itunes\music".  I have turned on automatic downloads on this computer so it downloads music/apps/books if I buy something on one of my other devices.
I also have iTunes installed on the above mentioned MediaSmart Windows Home Server to serve content to my Apple TV's throughout the house and I point the iTunes library to the same location as the above Windows computer - which is local to the MediaSmart server - as "d:\itunes\music".  I do this because the main Windows computer is also used as the main system for the house - quicken, AnyDVD, etc. and I don't want to impact performance on that computer if I decide to watch a movie on one of my Apple TV's.  Anyway, to avoid having to manually copy music and books to the MediaSmart server, I enabled Automatic Downloads.  In short, it works as advertised.  Now, if I buy a song on the main Windows computer it gets automatically downloaded to the MediaSmart server and added to the iTunes library in the Purchased playlist - which is exactly where I want it to go.  However, I just noticed last night that I now have multiple copies of those songs that are "Automatically Downloaded".
As an example, on the main Windows Computer I recently bought the song Gasoline.  It was placed in a folder named "\\mediasmart\itunes\music\kicking harold" and the song was named "01 gasoline.mp4".  Then....within a few minutes the MediaSmart iTunes automatically downloaded the song Gasoline and placed it in "d:\itunes\music" BUT named the song "01 gasoline 1.mp4".  I figured iTunes would be smart enough to actually check for the physical song before re-downloading it and creating another copy of it.
Is there anyway to fix this or some setting I am missing?  I hope the above makes sense.
Thanks for any assistance.

GoHerdIBG wrote:
As an example, on the main Windows Computer I recently bought the song Gasoline.  It was placed in a folder named "\\mediasmart\itunes\music\kicking harold" and the song was named "01 gasoline.mp4".  Then....within a few minutes the MediaSmart iTunes automatically downloaded the song Gasoline and placed it in "d:\itunes\music" BUT named the song "01 gasoline 1.mp4".  I figured iTunes would be smart enough to actually check for the physical song before re-downloading it and creating another copy of it.
Is there anyway to fix this or some setting I am missing? I hope the above makes sense.
Yes it makes sense, and no I don't think you're missing some obvious setting. I think iTunes needs to gain some optimisation in this area. For instance if I make a purchase on my iPad I see iTunes downloading an independent copy instead of letting the download complete on the iPad and then copying it over to the PC via Wi-Fi. Hopefully these issues will get tidied up as iTunes in the Cloud meets the real world, though it probably wouldn't hurt to add your feedback.
tt2

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