I nominate Fleetwood Mac's Rumours as the single greatest artifact ever created documenting failed relationships. You've got two couples in the band, neither is working, everyone's nose is bleeding from cocaine use during the recording, Don Hendley probably slipped into the studio to get a handie from Stevie Nicks after she found out Silver Springs was being left off the album.
It starts with Secondhand News, Lyndsey Buckingham's pre break up break up song:
Two songs later the similar Never Going Back Again:
Two songs later and two songs later again you get Go Your Own Way and The Chain respectively
After The Chain you get Christine McVie's seemingly innocuous You Make Loving Fun which is about the affair she was having, not her husband, bassist John McVie.
And the previously mentioned rebuttal to Buckingham's 3-4 songs about Stevie Nicks, Silver Springs, was left off the album and released as a b-side
You can find some great performances of The Chain from the late seventies on YouTube, Stevie Nicks is singing backup on a song about her, Nicks and Buckingham stare each other down, Stevie hippie dances and bangs a tambourine on the stage for some reason. I really want to find a live performance of Silver Springs where Stevie yells "You'll never get away from the sound of the woman who loved you," while maintaining eye contact with Lyndsey Buckingham but I don't think they performed that song as often as The Chain. Y'know, because it was just a b-side.
The band during this period is just the most unbelievable soap opera and it resulted in some of the best rock from the period.
I'm so glad I'm not the only person who knows voltaire
Well honestly, if you count the entire internet that is sort of cheating. But I've never seen someone reference him or have any clue what I'm talking about when I do. I mean the man did a song for billy and mandy you'd think everyone would know...
This first one is more of an anti-love song, not really a break-up song per se.
Next we have one of the most cathartic (if immature) songs ever written and one of the best covers of all time.
Finally we have my favorite break-up song.