ITunes cannot copy music file to iPhone

When I sync my iPhone 4, I get an iTunes error stating "iTunes could not copy "song" to the iPhone "iPhone" because the file could not be converted. It happens with only one song. There seems to be nothing unusual about that song; other songs from that album sync normally, and this has never happened with any other song file.

iMac, Mac OS X (10.6.5), iPhone 4 with iOS 4.1

Posted on Nov 20, 2010 8:38 AM

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Posted on Apr 29, 2012 11:47 AM

Thanks Simon. I had 28 songs with this problem. Deleting and redownloading the tracks fixed it. If you have iTunes Match, then the process is a little easier, as you can do it for tracks that didn't originally come from the iTunes Store. My flow (if you have iTunes Match enabled):


1) Sync.
2) After sync finishes, use Grab or Captur or whatever to take a screenshot of the window that lists all the "problem" tracks. I had to enlarge that window and grab it in two shots to get the full list.
3) Find each problem track in your iTunes library and delete it. DO NOT check the box that says "Also delete this song from iCloud."
4) Create a smart playlist as shown here.User uploaded file

(To add that third line, you hold down the "option" key while you click the + button.)
5) That playlist will contain all the songs that you just deleted, and it will show the iCloud download button for each one. Click the iCloud download button next to the *playlist name* in your list of playlists in order to download all of them with one click.
6) Sync with no errors (hopefully)!


Cheers,

Matt

42 replies
Question marked as Top-ranking reply

Apr 29, 2012 11:47 AM in response to simonfromchorlton-cum-hardy

Thanks Simon. I had 28 songs with this problem. Deleting and redownloading the tracks fixed it. If you have iTunes Match, then the process is a little easier, as you can do it for tracks that didn't originally come from the iTunes Store. My flow (if you have iTunes Match enabled):


1) Sync.
2) After sync finishes, use Grab or Captur or whatever to take a screenshot of the window that lists all the "problem" tracks. I had to enlarge that window and grab it in two shots to get the full list.
3) Find each problem track in your iTunes library and delete it. DO NOT check the box that says "Also delete this song from iCloud."
4) Create a smart playlist as shown here.User uploaded file

(To add that third line, you hold down the "option" key while you click the + button.)
5) That playlist will contain all the songs that you just deleted, and it will show the iCloud download button for each one. Click the iCloud download button next to the *playlist name* in your list of playlists in order to download all of them with one click.
6) Sync with no errors (hopefully)!


Cheers,

Matt

May 20, 2011 10:38 PM in response to GDawson

I messed around with the settings and found the simplest solution was this... Uncheck the 'convert to 128" option and sync the offending songs. They should work after that, then recheck the "convert to 128" box. It will mean that the songs in questions won't be converted, but the amount of space for a few songs is negligible. Seems the easiest work around for right now.

Feb 10, 2013 7:54 AM in response to stevejones1588

Thank you stevejones1588!

I'm running iTunes 11.0.1(12) with an iPhone 5 (6.1) named "Cologne."


In iTunes, I made a playlist ("new") with one song that I wanted to move to my iPhone:

File/New/Playlist/typed in "new"

Songs/then dragged the song over to the playlist window.


Then I clicked the "iPhone" button. Then I clicked the "On this iPhone" button.


But when I selected the playlist "new" next to the "Autofill From:" dropdown menu, and then clicked on the "Autofill" button, I got the following error:


"iTunes cannot add any songs to the iPhone Cologne because no songs in the playlist new can be copied to this iPhone."


So, I took your advice.


I control-clicked on the problematic song, and selected "Create AAC Version." And then I put that copy of the song into playlist new instead of the old copy (which I had purchased and downloaded back in 2009).


That did the trick!

Sep 18, 2015 10:30 PM in response to paramanand

At least in my case, it seems that the reason random tracks kept failing and the same few tracks keep needing to re-sync was because I had "Convert higher bit rate songs to 192kpbs AAC version" check-marked.


As soon as I unchecked it and hit Sync again, everything synced up, at whatever bit rate they are normally and nothing failed. So, woo! Thanks for the help!


(Every time I went to sync my 4s, the same 11-36 tracks (it changed each time but I kept seeing the same offenders in the status bar) would re-sync and at least three would fail (could not be converted), BUT the tracks that failed were never the same tracks each time. Even tracks downloaded the same day from the iTunes Store would fail. Un-checking that "Convert song," box seems to have solved the problem!)

May 9, 2016 4:03 PM in response to GDawson

I seem to have found an answer that doesn't involve unchecking the conversions.

iTunes seems to be unable to convert WAV files that aren't at 1411 kbps.

Even if that doesn't fit the description of your song, here's what I recommend doing: Go to Edit > Preferences > Import Settings, and for the encoder choose the one that results in your music file's extension. Then, right click your music file that won't sync and "Convert to (file extension)", and iTunes will create a version that it can later convert to 128m4a for your device.


If iTunes is unable to, try doing this conversion in a video editor like Premiere Pro or Vegas Pro and getting it to do the initial conversion.

May 25, 2012 4:17 PM in response to GDawson

I had the same issue. I resolved it.


Here is how:


In iTunes, find the song(s) that are not syncing. Delete them from iTunes (including the original file - Move To Trash) and then redownload them from the iTunes Store.


To do this, go to the iTunes Store and click on Purchased in the right hand menu column. There you find Not On This Computer and all the songs you just deleted. Download them (all) and then re-sync your iPhone.


This should work!

Sep 2, 2012 1:11 PM in response to GDawson

Same thing happened to me, but I found a very simple solution. You have to open the file with itunes once it's downloaded. Once it's opened in this way then you can sync. I opened it originally from a dowload that I purchased and it wouldn't sync. But, when I actually opened the file that was saved in my documents and opened it with itunes, it save it in itunes and I was able to sync.


Hope this helps!

Oct 17, 2011 9:13 AM in response to GDawson

I've got the latest iTunes and iOS5 on iPhone, and have just managed the following workaround:


  1. Back up the tracks causing an issue
  2. Delete the tracks from iTunes
  3. Sync
  4. Go to "iTunes Store"
  5. Choose "Purchased" on the right
  6. Choose "Music" (there may be a possibility this option isn't available in your country)
  7. Find your song and click on the iCloud icon to redownload
  8. Sync when downloaded


Your mileage may vary of course, but I hope this helps.

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ITunes cannot copy music file to iPhone

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