ITunes does not sync properly anymore

When I try sync my iPhone 5 (iOS7.0.3) with iTunes 11.1.2.31 it syncs my apps and co. but actually does not sync my music.
The music I bought with iTunes is automatically downloaded on all my Apple devices. But when I add those ne songs to playlists on my PC and then connect my iPhone and start the sync, all steps are done, but in the music app, nothing changed. The playslists, to which I add the new songs, still remain same on the iPhone, as if I'd never changed anything...
Can anyone help me with my problem or does have the same problem?

So I've been looking for a solution for days. There has been so many problems for the past week.
- Some songs play counts going up by 6 plays each time I sync
- Songs not transferring from PC to phone
- Songs appearing on the phone with download icon
- When viewing 'What's on this phone' on itunes songs have the 'grey dotted circle of death' next to them
Now I've deleted an album I bought the other day from iTunes from my PC and it doesn't even appear in my transactions from the past few days, And when I view it in the store it says purchased but there is no option to download it again.
WHAT A MESS! Apple please fix this ASAP. There are numerous threads with issues that I have stated above and there is not ONE solution.

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ITunes does not sync music anymore (iPhone)

I have had the iPhone for 10 months, always worked just fine, but the last firmware update is giving me serious headaches. The last issue is that it syncs everything via iTunes BUT not the music. I get an error message that says some files are not found. The path to the library is intact, I can play any song from my Mac, it is just the sync process that does not recognize things properly. All the settings are correct (sync music tab, etc).
I ran a RESTORE but no luck. Any suggestion? Any way to go back to firmware 2.0 and previous version of iTunes? I never had issues before upgrading both, so not sure which one is causing the problems.
Thanks

ran a second RESTORE, this time after doing a RESET ALL settings... it worked

Sync between MacBookPro and iPhone 3G does not sync properly. Calendars duplicate events but worse is that only contacts from Address book from letter T onwards sync. Any contacts on iPhone which are not on Mac are lost during sync.

Sync between MacBookPro and iPhone 3G does not sync properly. Calendars duplicate events but worse is that only contacts from Address book from letter T onwards sync. Any contacts on iPhone which are not on Mac are lost during sync.
Solutions?

No, I never really found an easy solution. I believe it is an issue with some corruption in the iTunes database on the specific device. In my case, both my iPad and iPhone now show duplicate stream songs if viewed through iTunes on my Mac, but they show different songs. A couple years ago I had a similar issue on my iPhone, and Apple support suggested I back up the phone, completely reset it, and then restore it from the backup. It did work, so I imagine it would probably work for my current issues with the iPhone and iPad. But resetting and restoring an iPad or iPhone always makes me a little nervous that something will get lost. When I did reset/restore the iPhone, I do have to say, the restore process was 100% perfect and I did not lose any data at all even though Apple support said I might. If you try to go that route, I would suggest backing the device up both to a computer through iTunes, and to the iCloud so that you have a double backup.
None of this really resolves the issue with how the iTunes databases are becoming corrupted on the apple devices though, so it is very likely to happen again until they fix it. I have been unable to determine if there were any specific actions or conditions which caused the corruption to happen in the first place.
Might be worth another call to Apple support, or dropping in the local Apple store if you have one near by.

Itunes does not sync my Photos + Videos

Hi,
I have Tried everything i could think of .. and need help with this issue
Itunes does not sync my Photos + Videos anymore, this use to happen seamlessly in the past. There has been no changes done to the system/Software.
I have removed the Cache Folder does not work
I have Erased the Phone and tried it does not work
Reinstalled the Itunes Software does not work
Restored the Phone with Itunes does not work
Relocated my Photo Albums to Removable HDD and Used another System to Sync Photos + Videos does not work
Installed a USB FIX from Microsoft nothing.
Some times it will Sync Just the Photos but want the videos to sync also.
Working with IPHONE 4 16gb IOS: 4.3.5
HP ELite Book with Windows 7 Enterprise with SP1 x64bit
Dell Studio Windows 7 Ultimate with SP1 x64bit.
Also for some weird Reason in Windows Under Protable Devices
the Phone Camera shows as 27.1GB Capacity .. wonder where that extra Space came from.
I really need this Fixed. Driving me Nuts.

Sorry, that was a typo. 10.4.1.
If you go through those discussions of people have the issue I think you will find that people have had it with every version for almost 4 years. https://discussions.apple.com/community/iphone/search.jspa?peopleEnabled=true&us erID=&containerType=&container=&spotlight=true&q=photo%20sync%20problem
shows reports from as far back as 2008.

Music does not sync properly when updated to latest version. Can see computer but can't play from ipod

Music does not sync properly when updated to latest version. Can see on computer but can't play from ipod.

Hope this helps...
I was having the same problem where only 1.7GB of 10GB of selected music would sync so I decided to start fresh. The following steps worked for me:
1. Open itunes and connect iphone 5 if not already. Uncheck all playlists, artists, etc. till nothing is checked to sync. Then uncheck the sync music box so that all music will be removed from the phone. Sync iphone
2. Eject device. Quit itunes (don't just close). unplug iphone.
3. Restart imac, macbook, or PC.
4. Restart iphone.
5. Now after power up, restart itunes then plug in iphone, check sync music and select music to sync. Sync iphone
6. It worked for me!!! Good luck.

My problem is that since I update my iphone 4s ios 8 and then restore it and when I connect to itunes does not sync my music only applications

my problem is that since I update my iphone 4s ios 8 and then restore it and when I connect to itunes does not sync my music only applications

I had a similar issue and I was told that my iTunes match was on.
I had to disable iTunes match on my iPhone.
Following which - after you plugged in your iPhone to iTunes, select your iPhone on iTunes menu. You should see a summary page of your iPhone where it provides options to update or restore. On the bottom there should be an option to select "sync only selected music/playlists". I can't remember the exact wording. Once that's been checked, select your iPhone's music tab and it should allow you to select the music playlists you want to sync.

After downloading iTones 10.5.1, the artwork matchs the song that is playing on my iMac but the artwork does not sync properly on my Apple TV. The artwork lags one cover behind. Is anyone else experiencing the same problem.

After downloading iTones 10.5.1, the artwork matchs the song that is playing on my iMac but the artwork does not sync properly on my Apple TV. The artwork lags one cover behind. Is anyone else experiencing the same problem.

I think it is just a bug, but it in very frustrating. I was using just now for about an hour and suddenly the correct artwork appeared for what was playing....but then all went wrong again!!
Apple, please, please issue a patch for this. It surely cannot be too complicated to correct.

Why itunes does not sync the calendar?

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Hey ThierryWillame,
Thanks for the question. Were these songs purchased from the iTunes Store? If so, see the following resource. If not, follow the same steps for the content, based on how you acquired it (delete and re-add).
Songs in iTunes may not play back completely
http://support.apple.com/kb/TS4357
Symptoms
Occasionally, if a song purchased from the iTunes Store on a Mac or PC was not downloaded completely, the song may not play back fully. The song may abruptly stop during playback, and iTunes may start playing the next song in your library or playlist.
Resolution
If iTunes in the Cloud is available in your country, try the following steps to resolve the issue:
1. Delete the purchased song that is exhibiting the problem from your iTunes library.
2. Click on the Purchased link in the iTunes Store to view your previously purchased music.
3. Download your previously purchased song from this list.
Note: iTunes in the Cloud, which allows you to download previously purchased songs from the iTunes Store, is not available in every country. Learn if iTunes in the Cloud is offered in your country.
Additional Information:
iTunes 11 for Mac: Delete songs, playlists, or other items
http://support.apple.com/kb/PH12159
Download past purchases
http://support.apple.com/kb/HT2519
Thanks,
Matt M.

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Background: The sync was fine until I got the Lenovo 64 bit with Windows 7. I have tried to follow lots of Q/As.
Dear iTunes / Apple, This must be solved within iTunes, I believe.
- Windows 7 Prof, vers 6.1, SP 1, 64 bit
- iTunes: 11.1.3.8
- iPhone: 3GS, 32GB, iOS 6.1.3
- Computer: Lenovo X301, 64 bit
- Processor: Intel Core 2 Duo 2 CPU U9400 @ 1.4 GHz.
Sincerely
Soren

Hi there nocomano!
I have an article here that can help you troubleshoot this issue:
iPhone, iPad, iPod touch: Troubleshooting contact and calendar syncing via USB on Windows
http://support.apple.com/kb/ht1692
Thanks for coming to the Apple Support Communities!
Regards,
Braden

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Hi there, I hope someone could help me out here.
I have just recently formatted/re-installed Mac OS Maverick on my MBP, and iTunes (v 11.3) was also updated.
I have moved my previous library and re-directed iTunes (iTune -> Preferences -> Advanced) to the library. However, iTunes does not recognize the library anymore and does not appear in it. Only my iPhone 5 has the records of playlists and songs. For now, when I want to sync the music with my iPhone in iTunes, iTunes will ask to ERASE the entire music library in the iPhone, which I do not want. How can I resolve this thing?
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nickeldoor

You don't say what exactly you moved. You don't tell iTunes to use a previous library with preferences, you do it by holding down the option/alt key while starting iTunes and guiding it to the iTunes Library.itl file in the iTunes folder you want to use. A library is everything in the iTunes folder. Hopefully you copied the entire folder and not just the media files or else you will have to rebuild the library structure from scratch (and erase the phone).

Itunes does not sync after upgrade to iPhone 5s from 4s, same user id

I have upgraded from iPhone 4s to 5s, but my Windows 8 laptop itunes keeps trying to sync with old iphone 4s (which I do not use anymore) and my new iphone 5s does not sync at all with itunes in Windows 8 laptop. I am using same apple id for iPhone 5s that I used for iPhone 4s. Please help me so that I can sync my iPhone 5s with the existing itunes in Windows 8 laptop.

Apparently something is not being saved somewhere and this technique forces the save. Below is a C&P from another poster describing the technique on a different thread. It's been working for him for some fifteen hours. I tried it and it's been working but it's been only ten minutes. My gut feel is that quitting and relaunching iTunes are critical steps.
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Click Apply
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not just not sync it does not recognize the windows itunes recognizes not only the most work when he wants ¬ ¬

ITunes does not sync properly anymore

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