Synching clickwheel iPods with Catalina— request for confirmation

Fzarpo

macrumors newbie
Original poster
Sep 13, 2018
6
1
I still use my almost two-dimensional little iPod nano 5g and will continue to do so until one of us croaks.

With iTunes going away I believe Finder will take over syncing, and I'm hopeful that this applies to clickwheel iPods as well.

I did come across this blogpost so am optimistic, but would still like to request definitive confirmation.
 
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ruslan120

macrumors 6502a
Jul 12, 2009
632
401
*Sigh* *

Confirmed.

* Had to look for my old Classic and 30 pin cable to check. :p
 

iRock1

macrumors 6502a
Apr 23, 2011
987
87
I just wonder if there still are problems related to gapless playback on classic iPods.

Also, what’s with Doug Scripts’ functionality? Is that totally broken now?
 

retta283

macrumors 6502a
Jun 8, 2018
976
660
Kingman, AZ
I just wonder if there still are problems related to gapless playback on classic iPods.

Also, what’s with Doug Scripts’ functionality? Is that totally broken now?
There's a chance that I will be installing it tonight, so I may be able to aid in testing.

Do you know which iPod was the first with gapless? I only have a 3rd, 4th, and 6th gen Classic, along with a lot of early Nanos and shuffles.
 

Slix

macrumors 65816
Mar 24, 2010
1,070
1,277
There's a chance that I will be installing it tonight, so I may be able to aid in testing.

Do you know which iPod was the first with gapless? I only have a 3rd, 4th, and 6th gen Classic, along with a lot of early Nanos and shuffles.
Had to look it up to be sure (https://en.wikipedia.org/wiki/Gapless_playback#Hardware) but the 5th gen Classic was the first to support Gapless Playback. I know it doesn't work on my 4th gen as well. :)
 

dauber

macrumors regular
Jan 10, 2012
136
11
Chicago
My 7th-generation iPod Classic seems to work...fine...with Catalina, but there are issues. I don't like the new methods. My issues:
  1. You will likely have to reformat your iPod for Catalina to work properly with it.
  2. When my podcasts transferred to the iPod, none of them had artwork.
  3. I now have to use two apps to add music and podcasts to my iPod -- it was much easier when I could use just iTunes. Never understood the vitriol for iTunes.
  4. I don't know if this is necessary Catalina-related, but...this same thing was not an issue under Mojave. I just got the 50th anniversary editions of Abbey Road (the full "super deluxe" edition) and Chicago Transit Authority. I ripped both with XLD, latest version, in Apple Lossless. The Abbey Road stuff transfers with no problem, but I had problems with Chicago Transit Authority. First, every song except "Does Anybody Really Know What Time It Is?" would transfer to the iPod -- and without the artwork. I reformatted the iPod, and then suddenly NONE of the CTA tracks would transfer. (Again, all of the super-deluxe edition of Abbey Road, ripped the exact same way with the exact same software in the exact same session, went over with no trouble.) I used iTunes Apple Music to convert the CTA tracks to MP3 (256kbps), and those also wouldn't transfer over. They play fine on the computer, but they will NOT be copied to the computer. They won't drag-and-drop, and if you try the "Add to device" option, the iPod doesn't show up when any of the tracks are selected. Every single track copied over fine under Mojave though.
  5. There is no support for modifying playlists on the device itself.
  6. No "Column Browser," either in the app or on the device.
  7. You can't delete stuff by hitting the Delete key or cmd/Delete combination.
  8. Apple Music has a nice feature that, if you hit shift/cmd/F, you get a filter prompt. Type what you want, and whatever songs has what you type will show up. Very handy. Except you can't do that on the device!
  9. I cannot eject my iPod. Ever. It always tells me that there's another app using it. If I want to safely eject my iPod, I actually have to shut down my Mac.
  10. No progress indicator when adding stuff to the iPod. It just says "Syncing..." (And it makes me cringe seeing that spelling! Listen, Apple...it's "Synching...", not "Syncing..." "Syncing" is pronounced like the prison in Ossining, NY!) So you have zero idea how far your transfer is unless you actually open up the iPod in the Finder and drill down into the file system and watch the cryptically named files and folders generate.
 
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iRock1

macrumors 6502a
Apr 23, 2011
987
87
My 7th-generation iPod Classic seems to work...fine...with Catalina, but there are issues. I don't like the new methods. My issues:
  1. You will likely have to reformat your iPod for Catalina to work properly with it.
  2. When my podcasts transferred to the iPod, none of them had artwork.
  3. I now have to use two apps to add music and podcasts to my iPod -- it was much easier when I could use just iTunes. Never understood the vitriol for iTunes.
  4. I don't know if this is necessary Catalina-related, but...this same thing was not an issue under Mojave. I just got the 50th anniversary editions of Abbey Road (the full "super deluxe" edition) and Chicago Transit Authority. I ripped both with XLD, latest version, in Apple Lossless. The Abbey Road stuff transfers with no problem, but I had problems with Chicago Transit Authority. First, every song except "Does Anybody Really Know What Time It Is?" would transfer to the iPod -- and without the artwork. I reformatted the iPod, and then suddenly NONE of the CTA tracks would transfer. (Again, all of the super-deluxe edition of Abbey Road, ripped the exact same way with the exact same software in the exact same session, went over with no trouble.) I used iTunes Apple Music to convert the CTA tracks to MP3 (256kbps), and those also wouldn't transfer over. They play fine on the computer, but they will NOT be copied to the computer. They won't drag-and-drop, and if you try the "Add to device" option, the iPod doesn't show up when any of the tracks are selected. Every single track copied over fine under Mojave though.
  5. There is no support for modifying playlists on the device itself.
  6. No "Column Browser," either in the app or on the device.
  7. You can't delete stuff by hitting the Delete key or cmd/Delete combination.
  8. Apple Music has a nice feature that, if you hit shift/cmd/F, you get a filter prompt. Type what you want, and whatever songs has what you type will show up. Very handy. Except you can't do that on the device!
  9. I cannot eject my iPod. Ever. It always tells me that there's another app using it. If I want to safely eject my iPod, I actually have to shut down my Mac.
  10. No progress indicator when adding stuff to the iPod. It just says "Syncing..." (And it makes me cringe seeing that spelling! Listen, Apple...it's "Synching...", not "Syncing..." "Syncing" is pronounced like the prison in Ossining, NY!) So you have zero idea how far your transfer is unless you actually open up the iPod in the Finder and drill down into the file system and watch the cryptically named files and folders generate.
Yikes. It looks like the relationship between classic iPods and Catalina is far from being perfect.
 

dauber

macrumors regular
Jan 10, 2012
136
11
Chicago
Oh...and I'm confirming that the Chicago Transit Authority issue I was having is Catalina-related. I just reverted to Mojave and tried transferring it...iTunes gladly tossed it onto my iPod.
 

ScreenSavers

macrumors 6502a
Feb 26, 2016
656
448
Bloomingdale, GA
Sort of unrelated but sort of related as well… I tried to restore an iPad mini with Catalina today and it absolutely wouldn’t work. Ended up having to dig out my surface three with Windows 8! Thanks Apple.

Catalina is great in theory – but Finder syncing is currently a disaster.