iPhone photo rotation issue in Photos app on MacBook Pro

Seems weird. My rotation works normally. To narrow things down, try these steps:

• Restart the computer (of course)
• Re-start in Safe Mode. This bypasses certain potentially disruptive processes, and it often helps. Safe Mode is different for different computers, so see this: 

           Start up your Mac in safe mode - Apple Support 

Those are the easiest things to try first. Then try these:

• Use another library if you have one, or make a small test Library with a few pictures in it and see if the same thing happens. You can create a new Library by closing Photos and then option-clicking on the Photos icon.
• Make a new user and see if the same problem recurs with it
• Rebuild your Photos Library--close Photos and re-launch by option-command-clicking the app icon.

The idea is to find out if the problem is with the Library, with your account, or with caches and login items, and stuff like that. One of these steps may fix the problem, but their failure to work also helps figure out what's happening.

Let us know what happens…

picordion wrote: … New photolibrary was the solution. I Imported the problematic photos and they could be rotated like it should be.

So you know that this main Library has something wrong going on inside. You could go to the original Library and choose Import and re-import the pictures from the new Library-- maybe they got fixed in the new import.

You can Import all the pictures from the original Library into the new one, but if you use the native Photos Import, you will lose all the Albums and folders.

When we want to deal with multiple Libraries (nearly daily for me,) then we use the trusted 3rd party app PowerPhotos ($30) which copies between Libraries maintaining album structure.

Another way to go (probably the best way if you're into it) is to use iCloud. You'd connect the first to iCloud, let it copy all the pictures there, and then connect the second, and they would all be copied to that one. iCloud costs $3/month-- you could just sign up for one month to get it all done. If you need some guidance, we can give advice…

Is it possible that it just doesn't know which way is up? If I take a picture with my camera parallel with the ground, for instance, it doesn't know whether mean vertical or horizontal. But, of course, it fixes when I tell it.

I’ve found the way to rotate photos again. The apple support app has a section on photos and editing.

And for simple 90degree rotations you tap the 3 parallel lines at foot of image, then tap crop on bar at left hand side; then tap arrow in square and rotate as required. I think more gradual adjustments may be possible via the bottom bar but it may only be light shades🤨

This persistence is really weird! Is it correct that this happens only with a few DNG files from your iPhone? Do the pictures behave normally in Photos on your phone?

I have no real experiences with this, I'm afraid. I do use RAW files from my Nikon, but not from my phone. When I edit the RAW files, I do it in Lightroom (which will make interim DNG files) and then export the results as a jpgs that are imported to Photos. So I don't use Photos to directly edit RAW files.

Have you tried importing the RAW Photos into Preview to see what that app does?

It seems like this is a ProRAW problem, but it's not coming up anywhere else. So confusing!

Those are some crazy pictures! Is it always the same pictures? Are they all taken with the same camera?

I've used Macs for 30 years, and I've never needed to re-installed an operating system.