ITunes syncing error reports not enough free space

Having an issue with syncing the iPad where iTunes reports that there is not enough free space to transfer the selected data. In this case it was an app(The Elements) which is 1.78 GB. The iPad has 3.8 GB free space, yet the app cannot be transfered because there is "Insufficient space". I used to see the same problem with my iPhone when attempting to sync back the photos i just copied off the camera app. There is definately free space, but iTunes seems to see something different than what is reported.
BTW. I could not sync the app to the iPad using iTunes, but there was enough free space to directly download the app on the iPad. Seems like a problem with iTunes to me.
Is iTunes and the iPad reporting an incorrect amount of free space? Can iTunes be forced to transfer apps without checking for the amount of free space? Any other ideas?

It seems like double the size of the app is needed to install it on the device.

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