Today's progress: got my least favourite part of the map so far done!
Least favourite because it's in that bend of the river and doesn't quite work out in a neat grid (as it ought to be in real life) - so, after bouncing between good looks and accuracy, I ended up settling on neither and focused on roughly how well it would play.
High-rise buildings along Lenin Prospekt, the city's main thoroughfare, dominate the lines of sight here, while off to the sides are some of the older low-rise areas.
Off in the lower right corner, Minutka Square - one of Grozny's great battlegrounds - is beginning to take shape. With its underground passages and towering apartment blocks, and a key bottleneck for movement, it was heavily fought over and practically flattened during the wars.
For comparison, here's a satellite shot of the same area in 2002 (after the war, with much of the city still destroyed):
With placing things diagonnaly taking up a lot more space, there was no way I could preserve the grid alignment, so I chose to "save" the main lines of movement through the district instead.
Overall state of the map as of now.