Can't get albums/songs in correct order!!! (11.1.3)

I can't get songs and albums to order correctly on my iPod. All but one album has the correct song order on iTunes on my laptop and they are all ordered by artist/year on iTunes, I can't get that ordering method to transfer to the iPod. And on half the albums on the iPod the songs are out of order and/or the albums are out of chronological order.
So I had been using some outdated version of iTunes on my old computer for some time, and with that version and my 4th gen Nano I was able to get my albums arranged by year like I like them.
I bought a new computer (old one still works) and had my iPod stolen about the same time so I had a new computer and was forced to resort to a secondhand 3rd gen Nano, using iTunes 11.1.3, completely unfamiliar to me. Some of the stuff I own isn't off iTunes and that's what I'm having the biggest problem with.
I had the issue of two songs being in the wrong place on one album. The track numbers were appropriate, everything else in the "get info" field was identical to the rest of the album. Frustrated, I once again copied my library from my old computer to my new one. This was a huge mistake.
In an attempt to get everything back the way it was I started messing with the iPod settings in iTunes, checking boxes like "manually manage songs" without having a clue what they did. I tried "converting higher bit songs to 192kbps" due to this old turd not being able to hold all my music otherwise. This helped none.
At least half of my albums were now out of chronological order, some of them were split into 2 albums, (one album would claim to only have one song. It had all 12 or so songs from that album but they were out of order.) Some had all the songs in order but were chronologically incorrect. (2002 album appearing before 1997 album) and some (like the one I got off a CD) are impossible to order correctly. I manually filled out every. single. field. in the "properties" section. The track listing still goes like 2,3,4,5,1,10,7,8,9 or something like that. It is just infuriating.
I have just had it. I've tried everything I can think of, I've scowered the internet and can't find anything helpful.
I'm at the point right now where I think it would be easier to just buy 50 CDs and use those to listen to in my car rather than have to deal with Satan's idea of user-friendliness. Any help is greatly appreciated, I've just had it.

Cal Burke wrote:
This is a programming error, obviously - to me. Is someone addressing that issue? Anybody?
What behaviour exactly do you consider to be a programming error? If repeatable and clearly not an intended design choice then a bug report might be in order. If it works as designed but you think it should work differently then feedback would be the way to go. Either way nobody is likely to address an issue that isn't brought to their attention.
I am unable to put the songs of a playlist I created in the order I want. iTunes 11.1.3 has been on my machine since September of last year and this issue began today. I'd lke to believe it's the result of something I have done, but the world is full of things I would like to believe that are not.
"View Options" was set to 'manual' and songs would snap back when I attempted to move them, so - as that was the only preference I could find that applied - I changed it to "Artist Name" and back to manual. Now they don't budge when I attempt to move them.
Ah, when viewing a playlist use the List view and select the heading of the left-most column of numbers. This is the Play Order column. You can drag tracks up and down the list. If you sort on some other column and would like to use this as an initial order which you can then modify, right-click on the playlist name and click Copy to Play Order then select the play order column. Note the triangle should be pointing upwards otherwise the list will play in reverse on your device.
tt2
Message was edited by: turingtest2

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