Yes, this has been pointed out many times already (for me, I must have done this 15 times for one of the artist groups I set, still pi$$es me off that it's not working and the time I wasted). But Apple is no longer a true customer focused company when it comes to their software. Not like the old days. Understandably so, now Apple has a massive company to run, shifting priorities, focus on new products to appease the critics that they are still innovators, lawsuits, typical corporate stuff. But when people (not just you!) post 'hacks' like this:
"Some times you may have to do this a few times but they will group."
the team leader or sr. manager for iTunes or software development should be all over this as it is an embarrassment to their product line and the people involved in development. More importantly: it's crappy customer service!
Is this the biggest bug or priority? No. But being in tech for almost four decades I would have to believe that this indexing issue is NOT a huge problem to overcome. Heck, I bet you could have an intern find the root cause and implement a fix in a day or two. Nope. All their focus is on the new iPhone now and how to make emojis look cool.