. . . route the emt so the wires go straight thru does that eliminate the crossfill issue?
Welcome to the Forum.
"Crossfill" is an interesting contraction of the
Code term of "cross-section fill". I haven't heard it before.
I'm guessing, having not seen the gutter your inspector gigged, but I'll bet that there is a place in your 8" X 8" gutter where the wires are the most packed. . . that is, the wires are the densest. And I'll bet that the wires in the packed spot are running the long way of the gutter.
This is a pain to do long hand, but, it's like math, that gives you shortcuts after you learn the long way of doing it.
Go to Chapter 9 Table 5, and write down the square inch number for each of the guage and type of conductor you have passing through the most packed part of the 8" X 8" gutter.
Now, count each of the conductors in the gutter, by size and type (unless they are all THHN). Multiply the number of, say, #12 times the square inches from Table 5, Chapter 9, and write that down. Do the same thing for all the other sizes and types. Add all the square inch numbers together and you have the "total size" of the wires in that cross-section area. . . . . The question to you is, is this "total size" equal to or smaller than the percentage of the over all cross-section area (64 square inches) that you are allowed by
Code?
Who knows, your calculation might show the inspector that your installation is OK. Try it.