Question about Microsoft Windows Vista Ultimate Edition

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Error-69 with iTunes

I can't seem to sync all my iTunes music library with my new 160gb iPOD classic. Instead of auto-synchronizing with my iTunes library which has over 22gb of audio files, it stops at around 4gb then an iTunes error notification message pops up saying there's an unexpected error (-69). I can manually load my files but it still stops at around 18.51gb. Is there a conflict with the Windows Vista OS? I brought my laptop (HP Compaq Presario V3000) and iPOD to the Power Mac Center here in Manila, Philippines and they don't know what to do. I have the latest iTunes software update and even updated the software for the iPOD itself. My Norton Antivirus is likewise updated and licensed. Help me please to get the best satisfaction from my new gadget. What's the point of getting a 160gb if I can't load all my songs in it. Thanks.

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  • RonMorfe Jun 06, 2008

    As I've stated earlier, I already have the latest iTunes software. My windows vista is regularly updated as well. Any more options?

  • RonMorfe Jun 08, 2008

    As I said in my posting, I have the latest iTunes version. My windows vista is also regularly updated but has not resolved the problem. Any other suggestions?

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I suggest you upgrade the versoin of Itunes on your computer. also try to update your windows, this should resolve the concern

Posted on Jun 02, 2008

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SOURCE: error-69 with iTunes

Summary When you try to sync files to any iPod in iTunes on a Mac or Windows computer, you might see the following -69 error message:
"Attempting to copy to the disk failed. An unknown error occurred (-69)" Products Affected iTunes, iPod
This error occurs when iTunes tries to send files to your iPod, but a file (or files) is unusable (something is wrong with it).
To figure out which file (or files) is causing the error, update to the latest version of iTunes and then do this:

  1. Control-click (Mac) or right-click (Windows) on your iPod icon in the iTunes Source pane, then choose Sync Songs from the shortcut menu.
  2. Watch the display at the top of the iTunes window while your iPod is being updated. The name of the problematic file should appear in the display right before the error appears. Then remove the bad file from the list of songs to be synced to your iPod.
  3. Select the iPod in the iTunes Source pane.
  4. Click the Settings tab.
  5. Select the "Only sync checked items" checkbox (please note that this checkbox is only available for an iPod configured to update automatically).
  6. Select the appropriate item under Library in the sidebar and find the bad file in the list. (For example, if the file in question was a song you would select Music in the iTunes Source pane. If it were a video you would select Movies or TV Shows in the sidebar.)
  7. Deselect the checkbox next to the file name.
  8. Repeat steps 1 and 2 to update your iPod. If you have multiple problematic files in your iTunes library, you may need to repeat the other steps to remove them too.
To prevent future issues, you should delete the unusable files from your iTunes library, then restore them from a backup or reimport them from a CD.
If you're not able to isolate to any single file or if another iPod works with the same songs, then disconnect any other devices connected to USB or FireWire and try again. If the issue continues, then then try resetting your iPod. If the issue continues, then restore your iPod.

~~~~~~~~~
Cyber kaka
~~~~~~~~~

Posted on Dec 08, 2008

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160G problem


When you try to sync files to any iPod in iTunes on a Mac or Windows computer, you might see the following -69 error message:
"Attempting to copy to the disk failed. An unknown error occurred (-69)"This error occurs when iTunes tries to send files to your iPod, but a file (or files) is unusable (something is wrong with it).


To figure out which file (or files) is causing the error, update to the latest version of iTunes and then do this:
  1. Control-click (Mac) or right-click (Windows) on your iPod icon in the iTunes Source pane, then choose Sync Songs from the shortcut menu.
  2. Watch the display at the top of the iTunes window while your iPod is being updated. The name of the problematic file should appear in the display right before the error appears.Then remove the bad file from the list of songs to be synced to your iPod:
  3. Select the iPod in the iTunes Source pane.
  4. Click the Settings tab.
  5. Select the "Only sync checked items" checkbox (please note that this checkbox is only available for an iPod configured to update automatically).
  6. Select the appropriate item under Library in the sidebar and find the bad file in the list. (For example, if the file in question was a song you would select Music in the iTunes Source pane. If it were a video you would select Movies or TV Shows in the sidebar.)
  7. Deselect the checkbox next to the file name.
  8. Repeat steps 1 and 2 to update your iPod. If you have multiple problematic files in your iTunes library, you may need to repeat the other steps to remove them too.
To prevent future issues, you should delete the unusable files from your iTunes library, then restore them from a backup or reimport them from a CD.


If you're not able to isolate to any single file or if another iPod works with the same songs, then disconnect any other devices connected to USB or FireWire and try again. If the issue continues, then then try resetting your iPod. If the issue continues, then restore your iPod.

Dec 08, 2008 | Microsoft Windows Vista Home Premium with...

2 Answers

Error-69 with iTunes


Summary When you try to sync files to any iPod in iTunes on a Mac or Windows computer, you might see the following -69 error message:
"Attempting to copy to the disk failed. An unknown error occurred (-69)" Products Affected iTunes, iPod
This error occurs when iTunes tries to send files to your iPod, but a file (or files) is unusable (something is wrong with it).
To figure out which file (or files) is causing the error, update to the latest version of iTunes and then do this:
  1. Control-click (Mac) or right-click (Windows) on your iPod icon in the iTunes Source pane, then choose Sync Songs from the shortcut menu.
  2. Watch the display at the top of the iTunes window while your iPod is being updated. The name of the problematic file should appear in the display right before the error appears. Then remove the bad file from the list of songs to be synced to your iPod.
  3. Select the iPod in the iTunes Source pane.
  4. Click the Settings tab.
  5. Select the "Only sync checked items" checkbox (please note that this checkbox is only available for an iPod configured to update automatically).
  6. Select the appropriate item under Library in the sidebar and find the bad file in the list. (For example, if the file in question was a song you would select Music in the iTunes Source pane. If it were a video you would select Movies or TV Shows in the sidebar.)
  7. Deselect the checkbox next to the file name.
  8. Repeat steps 1 and 2 to update your iPod. If you have multiple problematic files in your iTunes library, you may need to repeat the other steps to remove them too.
To prevent future issues, you should delete the unusable files from your iTunes library, then restore them from a backup or reimport them from a CD.
If you're not able to isolate to any single file or if another iPod works with the same songs, then disconnect any other devices connected to USB or FireWire and try again. If the issue continues, then then try resetting your iPod. If the issue continues, then restore your iPod.

~~~~~~~~~
Cyber kaka
~~~~~~~~~

Dec 08, 2008 | Microsoft Windows Vista Home Premium with...

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