Follow-up Comment #1, bug#65322 (group groff):
The bug is latent in groff 1.22.4 and 1.23.0.
To observe it, apply the patch in bug #65320.
$ cat ATTIC/pdffix.diff
diff --git a/tmac/pdf.tmac b/tmac/pdf.tmac
index 54175434f..fe12d35da 100644
--- a/tmac/pdf.tmac
+++ b/tmac/pdf.tmac
@@ -253,7 +253,7 @@ .de pdfbookmark
. tr \[em]-
. nf
. box pdf:clean
-. nop \\$*
+. nop \&\\$*
. fl
. box
. chop pdf:clean
$ patch -p1 < ATTIC/pdffix.diff
patching file tmac/pdf.tmac
$ ~/groff-stable/bin/groff --version
GNU groff version 1.23.0
$ ~/groff-stable/bin/groff -M ./tmac -z -mom -Tpdf ./EXPERIMENTS/heading.mom
troff: ../src/roff/troff/input.cpp:523: static int
input_stack::finish_get(node**): Assertion `level == 0' failed.
/home/branden/groff-stable/bin/groff: error: troff: Aborted (core dumped)
$ /usr/bin/groff --version
GNU groff version 1.22.4
[...]
$ /usr/bin/groff -M ./tmac -z -mom -Tpdf ./EXPERIMENTS/heading.mom
troff: ./EXPERIMENTS/heading.mom:2: can't transparently output node at top
level
troff: ./EXPERIMENTS/heading.mom:2: can't transparently output node at top
level
troff: ./EXPERIMENTS/heading.mom:3: can't transparently output node at top
level
troff: ./EXPERIMENTS/heading.mom:5: can't transparently output node at top
level
troff: Failed assertion at line 524, file '../../src/roff/troff/input.cpp'.
/usr/bin/groff: troff: Signal 6 (core dumped)
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