I have not successfully published a pdf that uses custom size, or I have done single page and not able to do multiple sheet pdf.
best to create a named page setup for this - making sure to create and specify your 'custom' page size while doing so
I created fuc%$*ng 5 different ones, I imported and set the layouts to same setup, I re-installed, repaired, plotted custom paper size with KIP, DWF from same drawing of pagesetups.
I tried resetting everything to default and added custom size to default pc3 file, put it in same folder.
Tried on 3 other computers.
Created some other drawings with 2016, 2015, 2013 that had a line and empty to try.
Sometimes it tells me that the plotting folder is read-only and cannot write to file, even though it does not needto, sometimes no info, sometimes cannot find device, sometimes dies immediately, sometimes tries first sheet for 5 to seconds then dies, background, foreground, does not matter.
Can Plot a single one, tried about every different setting you could and 2015 works fine.
I pretty much at point asking people I work with if they would like to have meltdown in conference so they watch and enjoy, or just print it 2015.