bug#59178: 28.2 ; Problems with Gnus (Emacs) + GnuPG for signing a mail with S/MIME

bug#59178: 28.2 ; Problems with Gnus (Emacs) + GnuPG for signing a mail with S/MIME

[Angel de Vicente]

Hello,

first time bug reporter here, I hope I include all the necessary
information required to make the bug report informative. I'm afraid I
don't think I could reproduce the bug with 'emacs -Q'. The problem I
found is with signing outgoing mail messages with S-MIME and trying to
get asked for the relevant passphrase in the minibuffer via the loopback
pinentry mode. This is no problem when I sign with PGP, but with S-MIME
there seems to be a problem, since I'm never asked for the
passphrase.

By setting epg-debug in Emacs to True I found that most of the moves are
OK, but that the error comes from not being able to get the
passphrase. I include below the contents of the " *gpg-error* and the
"gpg-agent.log", as well as the gpg version and the contents of the
configuration files.

" *gpg-error* buffer:
,----
| gpgsm: Note: non-critical certificate policy not allowed
| gpgsm: Note: non-critical certificate policy not allowed
| gpgsm: Note: non-critical certificate policy not allowed
| gpgsm: CRLs not checked due to --disable-crl-checks option
| gpgsm: DBG: adding certificates at level -2
| gpgsm: ignoring gpg-agent inquiry 'PASSPHRASE'
| gpgsm: error creating signature: No passphrase given <GPG Agent>
`----

gpg-agent.log:
,----
| DBG: chan_9 -> OK Pleased to meet you, process 3382246
| DBG: chan_9 <- RESET
| DBG: chan_9 -> OK
| DBG: chan_9 <- OPTION ttytype=dumb
| DBG: chan_9 -> OK
| DBG: chan_9 <- OPTION display=:0.0
| DBG: chan_9 -> OK
| DBG: chan_9 <- OPTION xauthority=/home/angelv/.Xauthority
| DBG: chan_9 -> OK
| DBG: chan_9 <- OPTION putenv=XDG_SESSION_TYPE=x11
| DBG: chan_9 -> OK
| DBG: chan_9 <- OPTION putenv=DBUS_SESSION_BUS_ADDRESS=unix:path=/run/user/1000/bus
| DBG: chan_9 -> OK
| DBG: chan_9 <- OPTION putenv=INSIDE_EMACS=28.2,epg
| DBG: chan_9 -> OK
| DBG: chan_9 <- GETINFO version
| DBG: chan_9 -> D 2.2.40
| DBG: chan_9 -> OK
| DBG: chan_9 <- OPTION allow-pinentry-notify
| DBG: chan_9 -> OK
| DBG: chan_9 <- OPTION pinentry-mode=loopback
| DBG: chan_9 -> OK
| DBG: chan_9 <- HAVEKEY FC155E4BAF3DA44364C84711DA0B7137EA89D084
| DBG: chan_9 -> OK
| DBG: chan_9 <- ISTRUSTED D1EB23A46D17D68FD92564C2F1F1601764D8E349
| DBG: chan_9 -> S TRUSTLISTFLAG relax
| DBG: chan_9 -> OK
| DBG: chan_9 <- RESET
| DBG: chan_9 -> OK
| DBG: chan_9 <- SIGKEY FC155E4BAF3DA44364C84711DA0B7137EA89D084
| DBG: chan_9 -> OK
| DBG: chan_9 <- SETKEYDESC
| Please+enter+the+passphrase+to+unlock+the+secret+key+for+the+X.509+certificate:%0A%22/CN=Angel+M+de+Vicente/O=Instituto+de+Astrofisica+de+Canarias/STREET=Calle+Vía+Láctea,+s\x2fn/ST=Santa+Cruz+de+Tenerife/C=ES%22%0AS/N+00B4307E9B17A8814A2B5CAE68E09B520E,+ID+0x74A5504B,%0Acreated+2022-10-31,+expires+2024-10-30.%0A
| DBG: chan_9 -> OK
| DBG: chan_9 <- SETHASH 9 96D6D02821BA0498546EF7BD466B9712FD1C8126AD583F895CD8DDA26DD07B7BBFD74F8A5A6E3087C0893C7BBDD78CCB
| DBG: chan_9 -> OK
| DBG: chan_9 <- PKSIGN
| DBG: agent_get_cache 'FC155E4BAF3DA44364C84711DA0B7137EA89D084'.0 (mode 2) ...
| DBG: ... miss
| DBG: agent_get_cache '6F4B59E5A9FBC6FB684CB55FDBB7CC30EEE197E3'.0 (mode 2) (stored cache key) ...
| DBG: ... miss
| DBG: chan_9 -> S INQUIRE_MAXLEN 255
| DBG: chan_9 -> [[Confidential data not shown]]
| DBG: chan_9 <- [[Confidential data not shown]]
| failed to unprotect the secret key: No passphrase given
| failed to read the secret key
| command 'PKSIGN' failed: No passphrase given
| DBG: chan_9 -> ERR 67109041 No passphrase given <GPG Agent>
| DBG: chan_9 <- [eof]
`----

,----
| angelv@sieladon:~$ gpg --version
| gpg (GnuPG) 2.2.40
| libgcrypt 1.10.1-unknown
| Copyright (C) 2022 g10 Code GmbH
| License GNU GPL-3.0-or-later <https://gnu.org/licenses/gpl.html>
| This is free software: you are free to change and redistribute it.
| There is NO WARRANTY, to the extent permitted by law.
| 
| Home: /home/angelv/.gnupg
| Supported algorithms:
| Pubkey: RSA, ELG, DSA, ECDH, ECDSA, EDDSA
| Cipher: IDEA, 3DES, CAST5, BLOWFISH, AES, AES192, AES256, TWOFISH,
|         CAMELLIA128, CAMELLIA192, CAMELLIA256
| Hash: SHA1, RIPEMD160, SHA256, SHA384, SHA512, SHA224
| Compression: Uncompressed, ZIP, ZLIB, BZIP2
| angelv@sieladon:~$
`----

,----
| angelv@sieladon:~$ cat ~/.gnupg/gpg.conf 
| use-agent
| pinentry-mode loopback
`----

,----
| angelv@sieladon:~$ cat ~/.gnupg/gpg-agent.conf 
| default-cache-ttl 86400
| max-cache-ttl 86400
| 
| allow-emacs-pinentry
| 
| # log-file /home/angelv/.gnupg/gpg-agent.log
| # debug-level guru
| # debug 1024
| # debug-pinentry
| # verbose
| 
| # to reload or kill the agent
| #  gpgconf --reload gpg-agent
| #  gpgconf --kill gpg-agent
`----

,----
| angelv@sieladon:~$ cat ~/.gnupg/gpgsm.conf
| disable-crl-checks
`----



In GNU Emacs 28.2 (build 1, x86_64-pc-linux-gnu)
 of 2022-09-12 built on frederik
System Description: Arch Linux

Configured using:
 'configure --without-x --without-sound --sysconfdir=/etc --prefix=/usr
 --libexecdir=/usr/lib --localstatedir=/var --with-cairo --with-harfbuzz
 --with-libsystemd --with-modules 'CFLAGS=-march=x86-64 -mtune=generic
 -O2 -pipe -fno-plt -fexceptions -Wp,-D_FORTIFY_SOURCE=2 -Wformat
 -Werror=format-security -fstack-clash-protection -fcf-protection -g
 -ffile-prefix-map=/build/emacs/src=/usr/src/debug -flto=auto'
 'LDFLAGS=-Wl,-O1,--sort-common,--as-needed,-z,relro,-z,now -flto=auto''

Configured features:
ACL DBUS GMP GNUTLS GPM JSON LCMS2 LIBSYSTEMD LIBXML2 MODULES NOTIFY
INOTIFY PDUMPER SECCOMP THREADS XIM ZLIB

Important settings:
  value of $LANG: en_GB.UTF-8
  locale-coding-system: utf-8-unix

Major mode: Article

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  magit-auto-revert-mode: t
  recentf-mode: t
  shell-dirtrack-mode: t
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  org-super-agenda-mode: t
  global-company-mode: t
  company-mode: t
  ivy-mode: t
  projectile-mode: t
  ace-window-display-mode: t
  display-time-mode: t
  yas-global-mode: t
  yas-minor-mode: t
  auto-insert-mode: t
  override-global-mode: t
  cl-old-struct-compat-mode: t
  tooltip-mode: t
  global-eldoc-mode: t
  show-paren-mode: t
  electric-indent-mode: t
  file-name-shadow-mode: t
  global-font-lock-mode: t
  font-lock-mode: t
  blink-cursor-mode: t
  auto-composition-mode: t
  auto-encryption-mode: t
  auto-compression-mode: t
  buffer-read-only: t
  column-number-mode: t
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  transient-mark-mode: t

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-- 
Ángel de Vicente
 Research Software Engineer (Supercomputing and BigData)
 Tel.: +34 922-605-747
 Web.: http://research.iac.es/proyecto/polmag/

 GPG: 0x8BDC390B69033F52
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bug#59178: 28.2 ; Problems with Gnus (Emacs) + GnuPG for signing a mail with S/MIME

[Filipp Gunbin]

Just a wild guess: try

- either "pinentry-mode loopback" in gpgsm.conf

- or (setq epg-pinentry-mode 'loopback) in your .emacs

Filipp

bug#59178: 28.2 ; Problems with Gnus (Emacs) + GnuPG for signing a mail with S/MIME

[Angel de Vicente]

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Hello,

Filipp Gunbin <fgunbin@fastmail.fm> writes:

> - either "pinentry-mode loopback" in gpgsm.conf

I just tried. No change.

> - or (setq epg-pinentry-mode 'loopback) in your .emacs

I forgot to say in my original mail that this was set to 'loopback all
the time (and it does work no problems when signing with PGP) 

Thanks,
-- 
Ángel de Vicente
 Research Software Engineer (Supercomputing and BigData)
 Tel.: +34 922-605-747
 Web.: http://research.iac.es/proyecto/polmag/

 GPG: 0x8BDC390B69033F52

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bug#59178: 28.2 ; Problems with Gnus (Emacs) + GnuPG for signing a mail with S/MIME

[Filipp Gunbin]

On 10/11/2022 19:34 +0000, Angel de Vicente wrote:

> Hello,
>
> Filipp Gunbin <fgunbin@fastmail.fm> writes:
>
>> - either "pinentry-mode loopback" in gpgsm.conf
>
> I just tried. No change.
>
>> - or (setq epg-pinentry-mode 'loopback) in your .emacs
>
> I forgot to say in my original mail that this was set to 'loopback all
> the time (and it does work no problems when signing with PGP)

Yeah, thanks.

You say that you cannot reproduce it in emacs -Q, did you try to bisect
your init files?

Filipp

bug#59178: 28.2 ; Problems with Gnus (Emacs) + GnuPG for signing a mail with S/MIME

[Angel de Vicente]

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Hello,

Filipp Gunbin <fgunbin@fastmail.fm> writes:

> You say that you cannot reproduce it in emacs -Q, did you try to bisect
> your init files?

my bad. I didn't want to say that the problem didn't show up when
running with 'emacs -Q'. What I meant is that I didn't try to run it
only with 'emacs -Q', since to get this to work I need to have some
stuff configured in .emacs (to get Gnus + GnuPG working). I will try
when I have some time, but I fail to see what in .emacs could make
PGP+'loopback pinentry' work while SMIME+'loopback pinentry' fail.

Cheers,
-- 
Ángel de Vicente
 Research Software Engineer (Supercomputing and BigData)
 Tel.: +34 922-605-747
 Web.: http://research.iac.es/proyecto/polmag/

 GPG: 0x8BDC390B69033F52

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bug#59178: 28.2 ; Problems with Gnus (Emacs) + GnuPG for signing a mail with S/MIME

[Björn Bidar via Bug reports for GNU Emacs, the Swiss army knife of text editors]

Which pinentry are you using? Recently I learned that not all Pinentry's
support the Emacs hack (INSIDE_EMACS).

I think the Qt pinentry didn't support it for example.

Br,

Björn

bug#59178: [Angel de Vicente] Re: bug#59178: 28.2 ; Problems with Gnus (Emacs) + GnuPG for signing a mail with S/MIME

[Björn Bidar via Bug reports for GNU Emacs, the Swiss army knife of text editors]

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Sorry I forgot reply to the bug and now sending the answers that didn't
went to the bug.


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Hello Björn,

Björn Bidar <bjorn.bidar@thaodan.de> writes:

> Which pinentry are you using? Recently I learned that not all Pinentry's
> support the Emacs hack (INSIDE_EMACS).
>
> I think the Qt pinentry didn't support it for example.

not completely sure. The default pinentry is a text file that redirects
to some of the other pinentrys. 

,----
| $ which pinentry
| /usr/bin/pinentry
| 
| $ ls -ltr /usr/bin/pinentry*
| -rwxr-xr-x 1 root root  55672 Aug 29 22:49 /usr/bin/pinentry-tty
| -rwxr-xr-x 1 root root 182816 Aug 29 22:49 /usr/bin/pinentry-qt
| -rwxr-xr-x 1 root root  84320 Aug 29 22:49 /usr/bin/pinentry-gtk-2
| -rwxr-xr-x 1 root root  76128 Aug 29 22:49 /usr/bin/pinentry-gnome3
| -rwxr-xr-x 1 root root  51576 Aug 29 22:49 /usr/bin/pinentry-emacs
| -rwxr-xr-x 1 root root  63864 Aug 29 22:49 /usr/bin/pinentry-curses
| -rwxr-xr-x 1 root root    369 Aug 29 22:49 /usr/bin/pinentry
`----

From a terminal, if I just check for help, it looks like the gtk-2
version would be used, but once I'm inside Emacs, I don't know how to
check which version is finally really bein used.
,----
| $ pinentry --help
| pinentry-gtk2 (pinentry) 1.2.1
| Copyright (C) 2016 g10 Code GmbH
`----

Thanks,
-- 
Ángel de Vicente
 Research Software Engineer (Supercomputing and BigData)
 Tel.: +34 922-605-747
 Web.: http://research.iac.es/proyecto/polmag/

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bug#59178: [Angel de Vicente] Re: bug#59178: 28.2 ; Problems with Gnus (Emacs) + GnuPG for signing a mail with S/MIME

[Björn Bidar via Bug reports for GNU Emacs, the Swiss army knife of text editors]

Angel de Vicente <angel.de.vicente@iac.es> writes:

> Hello Björn,
>
> Björn Bidar <bjorn.bidar@thaodan.de> writes:
>
>> Which pinentry are you using? Recently I learned that not all Pinentry's
>> support the Emacs hack (INSIDE_EMACS).
>>
>> I think the Qt pinentry didn't support it for example.
>
> not completely sure. The default pinentry is a text file that redirects
> to some of the other pinentrys. 

Check ~/.gnupg/gpg-agent.conf for pinentry-program, for me it looks like
this:
pinentry-program /usr/bin/pinentry-qt

This pinentry doesn't support the Emacs loopback mode, the GTK2 prompt
does support the INSIDE_EMACS hack to redirect the entry to Emacs as
mentioned in the pinentry manual.

The only other thing is that `allow-loopback-pinentry` should be set
into that file too but I think you have already set that.


Br,

Björn 

bug#59178: [Angel de Vicente] Re: bug#59178: 28.2 ; Problems with Gnus (Emacs) + GnuPG for signing a mail with S/MIME

[Angel de Vicente]

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Hello,

Björn Bidar <bjorn.bidar@thaodan.de> writes:

> Check ~/.gnupg/gpg-agent.conf for pinentry-program, for me it looks like
> this:
> pinentry-program /usr/bin/pinentry-qt
>
> This pinentry doesn't support the Emacs loopback mode, the GTK2 prompt
> does support the INSIDE_EMACS hack to redirect the entry to Emacs as
> mentioned in the pinentry manual.
>
> The only other thing is that `allow-loopback-pinentry` should be set
> into that file too but I think you have already set that.

I had no pinentry-program in my gpg-agent.conf file. Just for testing I
added:

,----
| allow-loopback-pinentry
| pinentry-program /usr/bin/pinentry-gtk-2
`----

and restarted the gpg-agent (gpgconf --kill gpg-agent), but exactly the
same behaviour as before.

Cheers,
-- 
Ángel de Vicente
 Research Software Engineer (Supercomputing and BigData)
 Tel.: +34 922-605-747
 Web.: http://research.iac.es/proyecto/polmag/

 GPG: 0x8BDC390B69033F52

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