About 3 months ago I began receiving the following error in iTunes when trying to sync a Smart Album in Aperture 3 to my iPad and iPhone 4.
“The iPad “Tom Gee’s iPad” cannot be synced. An unknown error occurred (-50).”
iTunes Error (-50)
Narrowing down the picture(s) that were causing the issue was not a fast process because the Smart Album in question had 1,500+ images in it. I began my troubleshooting process by adding a Date filter to the Smart Album and then syncing the updated album to my iPad via iTunes. After about an hour, I identified the date that contained the photos which were causing the issue.
I then switched my Aperture Browser view to List View (see 1 below) and then scrolled through the data to see if anything looked odd to me. Immediately, I saw that there a bunch of photos that had a Project Path of “Facebook” (see 2 below). I right-clicked some of the photos and selected Show in Project, but there was no project found; simply an empty browser window.
Instead of deleting the photos from my Aperture library, I updated my Smart Album properties to exclude any items that contained the text “Facebook.”
Updated Smart Album Properties
After doing this, I tried syncing the Smart Album to my iPad via iTunes and all the photos/videos copied over without error!
I hope this helps others who may be having the same problem that I was! =D
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