This looks like
     https://bugs.exim.org/show_bug.cgi?id=2593

On Thu, 11 Apr 2024, Raphael Haas via Exim-users wrote:

Dear list,

I am running an exim4-daemon-heavy (4.90.1-1ubuntu1.10) and

in the context of a userforward "~/.forward" filter file using the vacation command

if personal alias [email protected]
then
      vacation from [email protected] subject "Out of office notification"
endif

with no other options changed from the default values given in
https://www.exim.org/exim-html-4.90/doc/html/spec_html/filter_ch-exim_filter_files.html#SECTmail

especially the once option is still the original ".vacation" and citing from the above link "If a once file is specified, it is used to hold a database..." I understand the ".vacation" is expected to be a file -

while the user filter/vacation triggering message to [email protected] is delivered without problems,

processing the vacation reply message I get this entry in the exim mainlog:

"...R=userforward T=address_reply defer (0): Failed to open db (v4.1+) file .vacation when sending message from address_reply transport: Not a directory"

Now that sounds like exim expects the filename ".vacation" to be a directory?
And after a lot of unfruitful research, I renamed the ".vacation" file in my home directory and created an empty ".vacation" directory, and voila, the vacation message gets delivered and a new ".vacation" db file is created inside the new ".vacation" directory. (which also rules out any possible problems with setting up the current or home directories for the transport, obviously the action happens in the expected place, i.e. the user home dir)

While this is nice in principle,
* I'd like to understand why the vacation filter command expects a directory when it should (after all I read and understand) be a file. * and I'd like to avoid having to change the vacation setup in each home-dir of all the users.

Any hints and explanations would be highly welcome.

Some more background:
The setup ran fine for over 10 years before, the last working setup was with exim 4.86.2-2ubuntu2.

--
Andrew C. Aitchison                      Kendal, UK
                   [email protected]

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