ITunes Syncing - Playlists/Directories, and Auto-syncing

I have a very large music collection, and have spent many hours organizing into playlists. My current structure looks something like (Windows based):
C:\My Music\Playlists\
C:\My Music\Albums\
C:\My Music\Mixes\
C:\My Music\Singles\
Within the playlists directory, I have multiple subfolders that I have named according to playlists, like
C:\My Music\Playlists\Playlist-A
C:\My Music\Playlists\Playlist-B
C:\My Music\Playlists\Playlist-C
Some of these playlists are for me, some for my wife, some for my children, and some for just listening to around the house.
Is there a way to have iTunes sync only specific Windows directories to a specific device? I.E. Can I have only Playlist-A and Playlist-B sync to my iPhone, Playlist-C and Playlist-D to my wife's iPhone, etc? Would the iTunes function of 'Playlist Folders' be the solution to this where I can pick and choose which playlist can go to which specific device?
Is there a way to have iTunes automatically sync music in a specific Windows directory to the respective iTunes playlist each time a music file is added or deleted from the corresponding Windows directory? Does iTunes have this functionality native, or does this need to be accomplished via a script?
I don't want top try and sync my entire playlist directory to each device (due to storage limitations, and some musical tastes), but rather pick and choose, but I also don't want to have to reorganize my playlist collection to something like:
C:\My Music\Playlists\My Playlists\Playlist-A
C:\My Music\Playlists\My Playlists\Playlist-B
C:\My Music\Playlists\Wife's Playlists\Playlist-C
C:\My Music\Playlists\Wife's Playlists\Playlist-D
C:\My Music\Playlists\Kid's Playlists\Playlist-E
C:\My Music\Playlists\Kid's Playlists\Playlist-F
C:\My Music\Playlists\Shared Playlists\Playlist-G
, because sometimes, we may both want to have access to the same playlists. I'd rather just maintain the original, current directory structure.

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I have all my music on an external hard drive. I just transferred all my files to a new hard drive . How do I sync all my files with my itunes library without losing all my playlists etc and keep everything intact?

I have all my music on an external hard drive. I just transferred all my files to a new hard drive . How do I sync all my files with my itunes library without losing all my playlists etc and keep everything intact?

Launch iTunes with the Option key held down, click on Choose Library, and specify it. If the external drive doesn't contain the iTunes database files, create a new library there and import that music.
If the library contains any rented movies, they won't play on a different computer.
(109334)

I have an iphone 5s and when I make a playlist on itunes for music videos and sync my iphone the playlist does not show up. What can I do to fix the problem?

I have an iphone 5s and when I make a playlist on itunes for music videos and sync my iphone the playlist does not show up. What can I do to fix the problem?

Version 11.1.5.5 of iTunes was just released today. If you update to that, does that help with the recognition troubles?
http://www.apple.com/itunes/download/

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Hello surig84,
Thank you for providing the details of the issue you are experiencing when syncing your iPad. I recommend reviewing the following article specifically the section titled "Authorize using the correct account name."
iTunes repeatedly prompts to authorize computer to play iTunes Store purchases
http://support.apple.com/kb/ts1389
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IPod, iTunes Syncing on Leopard + Apple Wired Keyboard = Hang and problems

Sorry for the cryptic topic title but I search liked crazy and through several different sites I managed to hobble together a configuration that reproduces my problem. Maybe those terms will helps others...
Anyway, I have Mac Pro with OS X 10.5 (Leopard) and a 5G video iPod. Just recently during iTunes syncing it began to randomly hang quite early on in the process. No itunes is still responsive but it just stays on the same song forever, never making any progress. I did restore, auto vs. manual, disk space enable/disable every combination of iTunes and iPod settings I could try.
The crazy part is that I HAVE fixed the problem but I wanted Apple and others to know what to do and that is needs to be fixed correctly
Recently (same time iTunes started failing) I got the new Apple wired keyboard (love it!) but it IS the problem (or rather the combination of stuff). If I just unplug that keyboard during the iTunes sync it works every time, plug it back in and it hangs again next time iTunes syncs.
So maybe someone else is having this problem, I hope you find this forum and I hope Apple already knows about this glitch.
Thanks!

I'm only going to tackle one of your issues; that of "recently added" playlists being whacked out when added to iPhones/iPods.
Here's the issue: You set up a smart playlist with a "recently added" criterion. The playlist looks fine in iTunes, and it displays all the recent music you've added to your library properly.
You then sync to your iPhone, and low and behold, all the tracks in that playlist do not match anything that had shown in iTunes. Believe it or not, this is a really old iTune bug. If memory serves me, it goes back to iTunes 6 or maybe earlier.
There are two known work arounds:
1) you turn off "live updating." This is very poor work around, because most people use a recently added playlist to automagically add their newest music to their device. Turning live updating off defeats the point.
2)create a second smart playlist that points to the first one. What I mean is, if you have a playlist called "Newest 250 tracks" and that is the smart playlist that shows up incorrectly on your iphone, then set up a second smart playlist called "Newest 250 tracks iPhone" and the only criterion in it, is that is populates from playlist "Newest 250 tracks." It will then look identical to your first playlist, but because it doesn't contain a "recently added" criterion in itself, it will avoid the bug. So sync to that second tiered playlist, and all is well.
Yes it's stupid to have to make a second "meta" playlist for every recently added playlist, but c'est la vie.

Create Playlist folder without auto-sync.

Hello everyone. Here is the situation:
I have iPod touch and I'm using two my own computers (and this computers are in different cities) to transfer music to iPod.
Because of this I had to turn off auto-sync feature so I could transfer music without losing it from iPod.
Anyway, I have a lot of music and I like everything to be organized, so the playlist feature is for me.
But. I also have a lot of playlists, during my first ever connection to PC I was able to put some of these playlists into playlist folder (because auto-sync was on).
I find it very useful. But when I connected to another PC, being forced to turn off auto-sync, I discovered the unpleasant thing - I couldn't create playlist folders anymore.
Is there a way to overcome this? Is there a way to turn on auto-sync - so I could create playlist folders - without losing those tracks that are not in iTunes but are in iPod?
Thank you in advance. Cheers.

Thank you for your answer. Still. I see no logical reason for that restriction, I mean, playlist folder isn't such a big (but very convenient) deal to make it available for manual "syncers". I feel like a criminal using manual music management: so many restrictions. =(
Well, I guess the only thing I can do is get them transfering (iPod2PC) software to copy all the music from iPod on my often used computer and turn auto sync on then.

HELP! - Playlist Gone and cannot sync :(

Last night I went to update my iPod and suddenly it started removing the songs from the Playlist I had to put on called "Selection for iPod" and then it said:
"Songs on the iPod "Name" cannot be synced because all of the playlists selected for syncing no longer exist."
How do I remake/get these back?
Thank you

Open iTunes and create a playlist to update your iPod from, call it -My iPod for example (the dash will position it at the top of the playlists in Sources). You can make it a smart playlist that picks the songs for you or just a normal one and drag whatever content you want to have into the playlist. If you are making a smart playlist limit it to just less than the size of your iPod (for example 3700MB for a 4G iPod Nano. Now connect your iPod and when it appears in the Source list click on the iPod icon to bring up the preference tabs in the main pane. Go to the Music tab and choose Sync Music and the Selected playlists radio button. Choose the playlist you just made from the selection and click Apply. You can also sync from any existing playlists by choosing the same setting, you just need to make sure that the size of the playlists don't exceed the capacity of your iPod:
iTunes: Creating playlists of your favorite songs
How to create a Smart Playlist with iTunes
Syncing Music to iPod
To make a random playlist go to File>New Smart Playlist.
Uncheck "Match the following rule"
Check "Limit to" put "3700" in the number box, choose "MB" from the first list box, choose "Random" from the next list box. Check "Live Updating"
When you want to change the selection in the smart playlist just delete everything in it and it will add a new selection. When you want to change the normal playlist just delete out what you don't want and drag in a new selection.

I recently purchased songs from itunes via my pc and I dont know how to get them onto my iphone? When I click the sync button it says I will lose all the music currently on my iphone.. Help :(

I recently purchased songs from itunes via my pc and I dont know how to get them onto my iphone? When I click the sync button it says I will lose all the music currently on my iphone.. Help

If you're syncing with a different iTunes library than the one you previously synced with, then there is no way around it. You're gonna loose the old data. The only way round it would be to make sure that all the music files on your iPhone is also in your iTunes library. If you still have access to the computer with the old library, you could copy the files on to an external harddrive, and then import them into your new iTunes library.
If it is in fact the same library, then the music currently on your iphone, is also in your itunes library. Just make sure that the artists/albums/playlists, or whatever you sync contains these tracks, that you allready have on your phone and don't want deleted. What i do is, i create a playlist specifically for my iPhone, and i set it up to only sync with this playlist. Whenever i hear a track from my iTunes library or buy a new track that i want on my phone, i just drag it to this playlist and next time i synchronize, it's there without deleting anything else.

ITunes synced 20 GB of music to somewhere on my phone that isn't the music directory and saved it as "Other." How do I delete it?

I got a new computer so I went to sync my phone and put music back on it.. so i erased everything off that was originally on it so I could sync with the new computer and it wasn't working... so I restored from a backup and updated. Tried again and it worked, I watched as it copied each song. Sync finished, checked the Music app on my phone and it had nothing except for a couple of iTunes freebies that are available to download through the cloud. Went back to iTunes to try again and I realized that instead of having 20 GB of music, it showed that I had 20 GB added to "Other." Now I can't delete the music off of my phone because it didn't save to the phone as music.
After it failed to work, I was in the process of adding music to my library still and it synced to my phone through the same playlist that I specified to sync originally. I officially have 1 song... when i should have 2700 songs. IDK why it worked for that one song and not the others, but I can't manipulate the 20 GB of music - it is now just used storage space on my phone that I can't touch.

All the music plays. Literally took it off of my old hard drive I used to sync from and put it on my new computer. It all works. I don't know why it wouldn't work or why it would sync all f'ed up.

TS4062 I am trying to sync my iTunes music playlists to my husband's Ipod, which I have never done before...I only have been placing music on my Ipod. The music is not going onto his Ipod....why?

I usually sync songs to my own Ipod....Ipod Nano. My husband gave me his Ipod Classic and I want to put some of my songs onto it. I plugged it into my computer and thought it would automatically sync. The message did show up on the Ipod....Do Not Disconnect....but there are no songs on the Ipod. I cannot click the sync option either....it is not highlighted.

Hi Carollmt,
I love sharing playlists with people too. The instructions for syncing an iPod can be found at the following link:
iTunes: Syncing media content to iPod
http://support.apple.com/kb/HT1351
If is the first time you are syncing your husband's iPod with your computer, it will remove his music currently on his iPod and replace it with the music you are trying to sync. If you don't want to remove the music currently on your husband's iPod, you can transfer your music to his iTunes library using Home Sharing. Expand the Home Sharing section in the following article for steps to setup Home Sharing and use it to transfer music:
iTunes: How to move your music to a new computer
http://support.apple.com/kb/HT4527
Thank you for posting in the Apple Support Communities.
Best,
Sheila M.

ITunes 9 - 'last played' and 'play count' still do not sync on manual

Tonight I upgraded to iTunes 9 and my iPod Touch to v3.1.1 but the 'improved' sync doesn't seem to have improved to what I need.
Alright, basically I have a lot of rare songs and live recordings in my library. My iPod Touch is only 16gb and my music collection is just over 99gb counting all my audiobooks. From what I can tell iTunes 9 will let me sync my music library with only select artists, but even this doesn't allow for instances where I only want four or five songs out of an artist's forty or fifty songs.
The only way to put what I want on my iPod is to set it to Manually Manage my Music and Videos. That's okay with me BUT iTunes won't sync the 'last played' and 'play count' of songs that are on my iPod and in my iTunes library.
Can someone help me solve this issue? I want to be able to manually manage my music and videos AND have iTunes sync the play count and last played for the songs I listen to.

If you manage the music on your iPod Touch manually the playcount and last played data does not get updated in iTunes. It works that way for all iPod models.
To solve this problem you can do the following:
- Create a playlist in which you add all the songs you want to add to your iPod Touch
- Set your iPod to sync music automatically. On the music tab configure the iPod Touch to only sync the previously created playlist.
- Sync your iPod Touch.
Now you can manage the content of your iPod Touch by managing the contents of the playlist and then sync. And most importantly it will update your playcount and last played data.
Hope this helps,
Marc

All songs synced when selected playlists, artists and genres is used

For some reason when I check check "selected playlists, artists and genres" and uncheck the artists I do not want on the iphone they are not removed.
Reading the forums it was indicated that songs that are part of a playlist will not be removed so I deleted all the playlists and the songs/artists are still on the iphone.
I then removed all songs and added them back in but they are still there.
I even disabled genius and the artists/songs are still there.
I know I can manually manage the music but unchecking the artists would be very unwieldy.
The main summary screen is set to open itunes when this iphone is connected and nothing else and the music tab does not have the automatically fill free space with songs checked.

Just installed iTunes 10 in the hopes that this would resolve the issue but to no avail.
Help please I just want to sync my phone and leave off artists I uncheck (multiple albums and compilations)

Library, Playlist, Videos and Photos Lost on Sync

When I tried syncing my ipod touch it says that I cannot be synced to two libraries and if I want to do this current sync then I need to "Erase and Sync" my ipod to this new library. Where did my old library go to? My old library had all my purchased songs, pictures, photos and playlists? I can sync the purchased songs but not the playlist, pictures and videos. Does anyone know how to fix this problem?

Where did my old library go to? My old library had all my purchased songs, pictures, photos and playlists?
So you don't have any music etc. on your computer anymore, i.e. an empty itunes library?
If so, do you have a backup of your library to restore it on the computer? If not, only 3rd party software can transfer your videos back to your computer.

Itunes sync distorts album art and does not recognize purchased tones?

I've avoided syncing my phone b/c every time I do it's jacked up everything. And this time was no exception. After syncing yesterday I now have the wrong album art displaying with the wrong artist as well as after re-purchasing 2 tones I'd already paid for FROM ITUNES not showing up as a selection to assign to a contact! They show up in my Library as well as on the iphone content when plugged in but not as a selection to pick when trying to add to a contact. Also, I have a total of 23 tones showing in my Library with sync all tones checked but only 7 or 8 show up on my phone... I'll be happy if I can just get the 2 I want!! Any suggestions on correcting the art work and syncing the tones I've paid for would be welcome.

If you use automatic syncing, you must set up the iPod's Music tab in iTunes so that the selection of songs includes all the songs you want on the iPod.
Select the iPod in iTunes. There is a row of "tabs" (starting with Summary). Click on Music there. That is the Music tab, where you tell iTunes how to sync songs to the iPod.
To use automatic syncing for songs, Sync Music is checkmarked. You can choose to sync Entire music library, if it fits. Otherwise, you can choose to sync Selected playlists, artists, albums, and genres.
If you chose the latter, you create a selection of songs on the Music tab by selecting playlists, artists, albums, and/or genres. For example, if you want that new playlist, it must be checkmarked under Playlists. If you want to keep it simple, you can create a new playlist in iTunes and put ALL song you want on the iPod on that playlist (including that new purchased song). Back on the Music tab, checkmark that one playlist.
When you Apply the change, your selection of songs on the Music tab syncs to the iPod. If the iPod was not previously set to use automatic syncing, its existing content is replaced. Going forward, any changes to the iTunes Music library that relate to the selection of songs on the Music tab sync automatically when the iPod is connected, or when you click Sync. So, if you are syncing a playlist as your selection of songs, just update that playlist (add and remove songs), and the iPod gets updated with those changes at the next opportunity.

HT1386 I have synced the items from itunes to an iphone 4 without problem, except the two albums I just purchased did not sync. They show up on the itunes on my desktop and on my ipod, but not on the new iphone. What do I need to do?

I have an itunes account and an ipod, and when I purchased 2 albums on the computer they synced straight to the ipod. I bought an iphone and used the usb cord from the computer to it to sync the itunes albums to the new phone. Everything transfered, and those were albums I had uploaded (not purchased from the itunes store), except the two albmus I just purchased from the itunes store. They appear on my itunes on the computer and ipod, but not on the iphone. What did I fail to do or did I do incorrectly?

This might sound weird, but here's an idea which worked for me re music that was newly added to itunes and showed up in my ipod but wouldn't play - I simply played the tracks in itunes first, just a second of time or so will do it, not the whole track, then connect the ipod and sync again and this time they played - hope this helps.

ITunes Syncing - Playlists/Directories, and Auto-syncing

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