It actually used to be a bit more difference, because DD3 was the product that contained the specialized dungeon tools for making things like rooms and connecting corridors and such, so without DD3 you wouldn't have these specialized tools.

However, as of the latest CC3+ version, these dungeon tools are installed in all CC3+ installation, so that isn't a concern any more.

So, the big difference comes down to two things:

• Amount of artwork: The dedicated products (DD3, SS2, SS4) do contain more artwork in a given style than the various dungeon issues in the annuals, which are a bit more light-weight.
• The style: Down to what visual style you prefer.

With the exception of Symbol Set 1 & 2, you'll find the entire list in the Tools menu -> Add Ons

Only way to check SS1 and 2 is to go into the new map wizard, and under overland and dungeon respectively, see if you have templates for these.

Bundle is a very nice deal even if you own CC3+ itself, but need some add-ons. Each of the three main add-ons in there (Dungeon Designer, City Designer, Perspectives) normally cost more by themselves than you can get the entire bundle for. And the bundle also contains much more.

Just hit the :ICON_CATALOG: button and load the file. Note that it doesn't have a filter by default for .dwg files, but all you have to do is to enter *.dwg in the file name field and hit enter in the browse dialog, and then browse to the appropriate directory and pick the file, just as with a standard symbol catalog.

Note that some of these symbols are made with white lines only, which can make them rather invisible in the symbol catalog window, but you can change the default background color by going to View -> View-Window Color and setting another color. This will impact the mapping window too, but it won't affect prints or exports.

Seems to work fine for me in your drawing, but notice this:

• Turn of snap when placing cutting symbols. Snaps modifies placement, which often lead to the symbol not aligning/cutting correctly
• I found at least one bulkhead in your drawing that were doubled up with two bulkheads on top of each other. The cutting symbol will only cut one, leaving the other, making it appear as if nothing were cut.
• Some of the symbols only cut the size of the actual door portion of the symbol, and not the doorframe, this can also lead to an initial appearance of not being cut until you look closer.