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Entangle is a spell with a range of 90 feet. But, the wording of it...
Grasping weeds and vines sprout from the ground in a 20-foot square starting from a point within range.
Can I orient the square so it points directly away from me, covering a 20x20 space which can encompass a creature which is 105 feet away from me?
Notably, a square area of effect is not defined in the Player's Handbook. Most area of effect shapes are given clear and precise definitions for their points of origin. We have nothing for the square.
So we have two possible DM rulings.
If the DM rules that the point of origin is the center of a square, then the furthest our entangle area can effect is 100 feet away. This ruling would be consistent with how spheres work.
This would bring entangle in line with the wording of the spell grease, which says:
Slick grease covers the ground in a 10-foot square centered on a point within range
Since entangle lacks the "centered" language found in grease, it would be reasonable to rule that the point of origin can be any part of the square. If this is the case, then our entangle can affect area up to 110 feet away.
Either way, we know we can affect some area past the 90 foot range, because of the spellcasting rule that says:
Once a spell is cast, its effects aren't limited by its range, unless the spell's description says otherwise.
The spellcasting rules tell us how to deal with cones, cubes, cylinders, lines and spheres but they don’t deal with squares. So, RAW, it’s up to your DM.
This particular DM would say use the rules for cubes as that seems to be the closest analog. Which means: yes, you can.
I think that by it's terms ("square starting from a point within range"), it's up to 110'. Any point within 90' is "within range" and a square by its very nature 'starts' on the perimeter. Any point within the four sides is inside the square, so can't be the start of the square.
