Using the AppleCommander 1.6.0 GUI on macOS 10.13.6 I created a DOS 3.3 DOS order disk image.
If I try to add files to the disk image that will occupy more space than is available on the disk image, AppleCommander quits immediately when I press the Finish button in the Import dialog. It should instead tell me the disk is out of space and remain open so that I can correct the problem.
If I delete existing files on the disk and then try to add a new file, it quits just the same, even though there should now be enough space. It should instead add the files to the disk and not quit.