Unable to delete photos from iPad with Image Capture or PhoneView

I recently downloaded about 50GB of photos to my iPad. They are RAW+JPG. Some of the RAWs are from a new camera that does not have RAW support on the Mac yet.
Using Image Capture I downloaded all the photos to my Mac. They all have the green check-mark next to them indicating they have been downloaded.
After confirming that the images transferred without becoming corrupted, I went back to Image Capture and selected all, then hit the Delete button. I confirmed that I really want to delete them all permanently.
Then a little floating window appears that says "Deleting..." and it stays like that for a long time. Eventually Image Capture simply loses its connection with the Mac and simply leaves this console message:
5/22/12 10:58:38.494 AM com.apple.launchd.peruser.503: ([0x0-0x91091].com.apple.PTPCamera[9744]) Exited with code: 255
Back on the iPad, I see that some of the JPEG-format photos have been deleted while the RAWs that went with them are still there. Meanwhile for many others, both the RAW & JPEG both still remain.
Any ideas what might cause this? Is it because the Mac doesn't yet have support for the RAW file and therefore doesn't recognize it as an "image" file?

The links below have instructions for deleting photos.
iOS and iPod: Syncing photos using iTunes
http://support.apple.com/kb/HT4236
iPad Tip: How to Delete Photos from Your iPad in the Photos App
http://ipadacademy.com/2011/08/ipad-tip-how-to-delete-photos-from-your-ipad-in-t he-photos-app
Another Way to Quickly Delete Photos from Your iPad (Mac Only)
http://ipadacademy.com/2011/09/another-way-to-quickly-delete-photos-from-your-ip ad-mac-only
How to Delete Photos from iPad
http://www.wondershare.com/apple-idevice/how-to-delete-photos-from-ipad.html
How to: Batch Delete Photos on the iPad
http://www.lifeisaprayer.com/blog/2010/how-batch-delete-photos-ipad
(With iOS 5.1, use 2 fingers)
How to Delete Photos from iCloud’s Photo Stream
http://www.cultofmac.com/124235/how-to-delete-photos-from-iclouds-photo-stream/
 Cheers, Tom

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