Article
Ask iLounge 8-7-09
By Jesse Hollington
Applications Editor, iLounge
Published: Friday, August 7, 2009
Category: Ask iLounge
Ask iLounge offers readers the opportunity to get answers to their iPod-, iPhone-, iPad-, iTunes-, or Apple TV-related questions from a member of the iLounge editorial team. We'll answer several questions here each week, and of course, you can always get help with more immediate concerns from the iLounge Discussion Forums. Submit your questions for consideration using our Ask iLounge Submit Form. We reserve the right to edit questions for grammar, spelling, and length.
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Q:
Hi there. I just read some great advice from your site about moving files other than just the music to an external hard drive. Of course, before I read it, I tried on my own to move just the album art to my hard drive. When that didn’t work and I lost a bunch of my artwork, I asked for it to download again. Now that all of my iTunes data is neatly on my external hard drive, the album art folder has doubled in size.
Is there a way to get rid of the duplicate downloaded artwork without losing the artwork that I have copied and pasted from various other sources? I have spent many hours filling in missing artwork with my own images and/or correcting the downloaded artwork.
- Wendy
A:Actually, clearing out the downloaded artwork is relatively straightforward: simply exit iTunes and delete the “Album Artwork” folder from within your iTunes folder entirely and this will take care of clearing out your automatically downloaded album artwork as well as any cached copies of any artwork you’ve added manually yourself.
The key here is that when you add artwork to a track directly via copy-and-paste or through the track info dialog box, the artwork is actually stored within the tags for the MP3 or AAC file itself, and only a copy is cached in the iTunes “Album Artwork” folder for faster access. On the other hand, artwork downloaded automatically through iTunes is not embedded into the tracks themselves, but only stored in the iTunes “Album Artwork” folder structure.
In fact, if you look inside the “Album Artwork” folder, you’ll see two sub-folders: Download and Cache, representing these two types of album artwork. Although you could just delete the “Download” folder to remove downloaded artwork, it is possible that the content of your Cache artwork folder has been duplicated as well, taking up additional disk space unnecessarily.
The Album Artwork folder will be recreated the next time you restart iTunes, and any artwork contained in your tracks will be re-cached by iTunes and stored in the “Cache” folder. You can then manually re-download any missing artwork from the iTunes Store as you normally would.
I have an odd-ball scenario that I simply don’t know about: My old iPod was stolen and I am considering replacing it with an iPod touch. One of my questions is related to syncing with Outlook 2007. I know it will sync, but my problem is that my copy of iTunes (with the music library) is on my home PC while all of the contacts and calendar that I need are on my work laptop. Can you sync an iPod touch with one computer for the media content and another computer for the contacts and calendar? I’m trying to see if I can eliminate an HP iPaq Pocket PC if I get an iPod touch as a replacement instead of just an iPod.
- Greg
A:Actually, you can do this quite easily. The settings on the “Info” tab are handled independently of the Music and Video settings, so you can easily sync your media content from one computer and your contact and calendar info from another.
To do this, simply start by setting up your iPod touch on your primary iTunes computer that contains your media content. Configure all of the settings for Music, Movies, TV Shows, Podcasts and Applications. Do not enable anything on the “Info” tab, which would be where your calendar, contact and bookmark sync settings are specified. Once you’ve set up your iPod touch for your media content and synced it, you can then connect it to iTunes on your work computer and select the “Info” tab to specify your calendar and contact sync settings.
Once this is configured, your iPod touch will automatically sync media content with your home computer and your calendar and contact info with your work computer. Further, you could even set the iPod touch to “manual” mode, which works the same as it does for any other iPod; in this mode your media content is managed manually and you could therefore add content from either computer, but your contact and calendar information will continue to be synced automatically from the last computer you had configured it on (ie, your work computer).
By using your tutorials and a free application I was able to transfer songs that were saved on my iPod back to my computer after I had lost everything. The music folders are now located under Documents & Settings/Owner/My Documents/My Music and each time I try to play a song on my computer for the first time I have to “locate” the song in that file folder. Is there an easy way to put my music files back into an iTunes library that iTunes recognizes instead of having to locate each song I’m trying to play? I have an external hard drive where any CD’s I download are saved. Can I drag and drop the folders from My Music to the external hard drive I specifically have my iTunes save new CDs to? Will that put everything
back into an iTunes library? Thanks.
- Evelyn
A:The problem here is that iTunes stores the full path to each of your media files in the iTunes library, and when it can’t find the file in that location, it falls back to asking you to locate the file yourself. Before it does this, however, it will make one other attempt to locate the track in the standard location where iTunes would store your music by default, specifically in your iTunes Music folder, organized into sub-folders by Artist and Album.
Your iTunes Music folder location is specified under your iTunes Advanced preferences tab, and by default would be a folder named “iTunes Music” under the main iTunes folder on your C: drive. However, if you’ve previously specified another location, such as a folder on your external hard drive, this means that iTunes will fall back to looking for the music in that location instead of looking for it in the location where you’ve stored the recovered files.

Basically, to solve this problem easily, you need to put the files back where iTunes would expect to find them. If you’ve recovered them to a standard ARTIST\ALBUM\SONGNAME file system structure, then you’re probably already most of the way there, and might be able to get away with just copying then en masse to your external hard drive, or resetting your “iTunes Music folder” path in your iTunes Advanced preferences back to your C: drive location.
A useful tip for getting your tracks organized in the way that iTunes wants to see them is to let iTunes re-organize the tracks for you by re-importing them into a new, separate iTunes library. The idea here is that the iTunes application will always organize your tracks in the same way, regardless of which iTunes library database you’re using. On the basis of this, you can create a new iTunes library database to work with, import all of the tracks into that new, dummy library and let iTunes organize them for you, and then switch back to your original iTunes library database.
You can create a new iTunes library without affecting your existing library files simply by holding down the SHIFT key (Windows) or OPT key (Mac) when starting iTunes. iTunes will prompt you to either choose or create a new library.

Simply choose to create a new iTunes library and specify a path for the new library database. Note that even in a new library, all of your iTunes preferences remain the same, so your preferred iTunes Music folder path will apply to both libraries. As part of this process, make sure that the “Copy files to iTunes Music folder when adding to library” option is enabled under your iTunes Advanced preferences:

Once you’ve created a new iTunes library, simply re-import all of your music as you normally would, by selecting File, Add to Library or dragging and dropping the music into iTunes. As iTunes imports your tracks, it will copy them into your iTunes Music folder location, as specified in your iTunes preferences. organizing them into the proper folder structure in the process.
Once this process has been completed, close iTunes and restart it again while holding down the SHIFT/OPT key to bring up the library selection dialog box, and select “Choose Library” and switch back to your original iTunes library database. With all of the files having been copied and re-organized by iTunes, your primary library should now have no problem locating your music.
Thanks in advance for answering this question. I currently have an iPhone 3GS and a fourth-generation iPod nano using the same account in iTunes on my Windows computer. Can I also use an iPod touch on the same account? A total of three devices? Thanks.
- Richard
A:Absolutely. In fact, there is no practical limit to how many iPod, iPhone or Apple TV devices can be connected to the same iTunes library. iTunes treats each device distinctly, with its own configuration and synchronization settings, so you can easily sync different types of content and different playlists to each device, or even manage some of your devices manually while synchronizing others automatically.
You can even connect multiple iPods or iPhones to your computer simultaneously, subject to how many USB ports you have available. Each iPod or iPhone will show up as a separate device in iTunes, and you can manage each one simply by selecting it from the device listing on the left-hand side, in the same way you would manage a single iPod or iPhone. iTunes can even sync all of your devices in parallel.

For the purposes of illustration, the image above shows three iPhones, an iPod touch, an iPod classic, three iPod nanos, three iPod shuffles and two Apple TV devices, all connected and synchronizing with the same iTunes library simultaneously.
I want to upgrade my iPod to the newer version of the iPod nano but I am worried that I won’t be able to sync the new iPod with my current iTunes and that I will have to start from scratch. I’m under the impression that only one iPod can be synced to an iTunes library at any one time. Can anyone help before I lose 1,000 tracks??
- Rachel
A:Upgrading to a new iPod will definitely not be a problem. As illustrated above, iTunes can not only handle more than one iPod syncing to the same iTunes library, but can even handle many at the same time. A given iPod can only automatically sync with a single iTunes library, but a single iTunes library can support many iPods.
You’re at no risk of losing any tracks in this process either as long as these are stored in your iTunes library. If you’ve been managing your iPod content manually and deleting music from your computer after transferring it to your iPod, then you will need to copy these tracks from your old iPod back into your iTunes library before you can add them to your new iPod. If you’re in this situation, you can check out our iPod 201 article on Copying Content from your iPod to your Computer for some tips on how to do this. Once the tracks are in your iTunes library, however, you can just sync them to your new iPod in the same way as you would have synced them to your original one.
Note that each iPod gets its own synchronization settings, so when you first connect your new iPod nano, you will be prompted as to whether you want to sync your content automatically and you may have to customize your sync settings further. Your new iPod begins as a clean slate as far as iTunes is concerned, but you can very easily tweak the sync settings in iTunes to get it set it up to store the same content as you have on your existing iPod.
My wife and I have just got iPhones but we only have one iTunes on one computer. I have activated mine and am getting my wife’s in the post on Monday. When I go to activate hers on iTunes will it automatically copy all my settings to her phone or will I be able to have two separate set ups. Similarly, will it only copy all the same music over to her phone that is on my phone or can we set different sync options.
- Jon
A:iTunes will treat each iPhone as a separate device, with its own configuration settings. As illustrated above, when you connect your wife’s iPhone, it will appear in the iTunes Devices section separately, and you can configure her settings in iTunes in terms of what information to sync in much the same way as you’ve already configured your own.
Any content in your iTunes library can be syncing to either or both of your iPhones, although you will need to configure the sync settings for each iPhone individually. This also includes choosing which applications you want to store on each iPhone. Application data and the configuration settings on each iPhone will be stored separately on each device, although iTunes will store a backup for each of your iPhone separately in the event that you ever need to restore this information. These backups include all of the information and configuration settings for each iPhone with the exception of the actual media content, which of course should already be stored in iTunes and therefore re-synced to the iPhone from there. You can view the backups that iTunes has stored for your iPhones by choosing the “Devices” tab in your iTunes preferences:

Note that if you are syncing both iPhones automatically, some of the metadata such as ratings and play counts for your media content will also be shared between both iPhones. This means that if your wife listens to a song or applies a rating to a song on the iPhone, that will be reflected in your iTunes library and on your own iPhone. Likewise, the iTunes Store account you are using on your computer will be configured as the default iTunes Store account on both iPhone devices, although you can manually log out and log into another iTunes Store account directly on the iPhone itself if you so desire.
Ask iLounge Archives:
2-3-12: Deleting pictures from Photo Stream, Transferring Apps to a new iTunes library, Apple Universal Dock and iPhone 4S, Getting Track Names after CD Import, Video Playlists on the iPad
11-25-11: Removing music after activating iTunes Match, Smart Playlists and iTunes Match, Backing up data from an iPhone, Syncing MP3s to an iPod nano, Migrating Playlists to a new Computer
11-11-11: Configure Apple IDs on family iOS devices, Recovering lost audiobooks, Unable to disable passcode lock on iOS devices, Buying an iPod for audio-only use, Preventing deleted tracks from coming back from an iOS device
11-4-11: iPhone 4S storage capacity doesn't match, Transferring HD video from iPhone 4S to a computer, Recovering photos from iPod touch, Notification Center and iMessage in iOS 5
10-21-11: Using iCloud's Find My iPhone on older devices, Batch deleting photos in Camera Roll, Using iTunes Gift Cards internationally, Audiobooks and iCloud, Merging contacts from two devices into iCloud
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1
I run iTunes on my office PC with my music stored on an external hard drive syncing with an iPod Classic.
Is there a way to have all, or the vast majority, of the iTunes files (music, album art, playlist info, etc.) stored on my external hard drive?
Everytime I log on/off my office PC it backs up the Documents and Settings folder to our network. Unfortunately it currently contains multiple iTunes folders and files. This adds time to the process, takes up extra back-up storage space and will eventually lead to iTunes being blocked as at some other offices I know of.
Thanks.
Posted by David E. on August 14, 2009 at 8:37 AM (PDT)