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I was thinking about this same thing just the other day. I plan on getting a set of the Denon D2000 next, but after that I was in the same dilemma on what to do.
There is definitely a price difference in the HE-400 vs DT990, but the question is the ~$100 more worth what you would get out of the HE-400s?
I think I would be happy with either set to be honest and each set has its own slight differences.
My vote goes to the DT990/600 for overall value.
I realize the concept of value is very subjective, but there are those that spend thousands on cables alone to chase that last ~3% improvement in SQ. In the grand scheme of the head-fi world, $100 is not that big of a dent, especially since the HE-400 doesn't even really approach his set budget.
OT: Though I have not really extensively listened to the DT-990's aside from quick demo's, I do own the D2000, which should be comparable to your D7000. I agree with your sentiment that the midrange seemed scooped up. Usually, the vocals seemed like they were coming from much farther away than the rest of the spectrum.
What I can tell you, from personal experience, is that:
1. You will not miss the bass from D2000 after listening to the HE400's bass. Though not as loud, the bass is cleaner and more extended. I can discern the texture and nuances of the bass notes from the HE400 much better than from the D2000. The Denons seem uncontrolled and a bit one-note in comparison, though that does not mean it is not enjoyable, if you listen to the right type of music!
2. The vocals came back! When I used to listen to the D2000, I usually felt the need to turn up the volume in order to try to focus in on the singers, but as a result, I would get easily fatigued. And they still felt distant. The more up-front lower mids in conjunction with the superior imaging capabilities of the HE400's put the vocals back in the spotlight. That is not to say that the lower mids overpower the rest of the spectrum; they don't. They're quite balanced. It's just that when you live with a pair of mid-recessed phones like the D2000 for a while, then move to something that isn't (at least with the lower mids), you take note of these things and appreciate them!
3. Though the treble of the HE400s does not have quite as much bite as the D2000, the HE400s still retain a hefty amount of energy. I'd describe the upper registers as smoother, but with just as much liveliness. The main difference, though, is that the HE400 is much less fatiguing. The D2000s have both large treble peaks in sensitive spots in the FR and recessed mids, which makes for a pretty sucky combo. I'd try to turn the volume up to bring out the mids, but then the treble would be to sharp and hot for me, which would lead to listening fatigue. However, since you do like Grado's (which I generally find even more fatiguing), this may not be a problem to you.
It's worth mentioning that I still like my D2000s, even though I may have come off as overwhelmingly negative towards them. This is in direct comparison to headphones that cost almost twice as much. It wasn't supposed to be fair. When I was looking to move on from the D2000's, I was looking for an upgrade... not a side-grade. I got it.