https://wiki.archlinux.org/index.php/Msmtp
https://www.linuxsecrets.com/archlinux- … Msmtp.html

вместо директивы password лучше использовать директиву passwordeval, а сам пароль хранить в зашифрованном файле.

msmtp

Related articles

mutt
OfflineIMAP
msmtp is a very simple and easy to use SMTP client with fairly complete sendmail compatibility.

Installing
msmtp can be installed with the package msmtp. Additionally, install msmtp-mta, which creates a sendmail alias to msmtp.

Basic setup
The following is an example of a msmtp configuration (the file is based on the per-user example file located at /usr/share/doc/msmtp/msmtprc-user.example; the system configuration file belongs at /etc/msmtprc and its corresponding example file is located at /usr/share/doc/msmtp/msmtprc-system.example):

~/.msmtprc
# Set default values for all following accounts.
defaults
auth           on
tls            on
tls_trust_file /etc/ssl/certs/ca-certificates.crt
logfile        ~/.msmtp.log

# Gmail
account        gmail
host           smtp.gmail.com
port           587
from           username@gmail.com
user           username
password       plain-text-password

# A freemail service
account        freemail
host           smtp.freemail.example
from           joe_smith@freemail.example
...

# Set a default account
account default : gmail
Note: If you are using SSL/TLS and receive a "Server sent empty reply" error message, see #Server sent empty reply.
The user configuration file must be explicitly readable/writeable by its owner or msmtp will fail:

$ chmod 600 ~/.msmtprc
To avoid saving the password in plain text in the configuration file, use passwordeval to launch an external program, or see the #Password_management section below. This example using Gnu PG is commonly used to perform decryption of a password:

echo -e "password\n" | gpg --encrypt -o .msmtp-gmail.gpg # enter id (email...)
Warning: Most shells save command history(e.g. .bash_history .zhistory). To avoid this, use gpg with shell stdin: gpg --encrypt -o .msmtp-gmail.gpg -r <email> -. The ending dash is not a typo, rather it causes gpg to use stdin. After running that snippet of code, type in your password, press enter, and press Control-d so gpg can encrypt your password.
~/.msmtprc
passwordeval    "gpg --quiet --for-your-eyes-only --no-tty --decrypt ~/.msmtp-gmail.gpg"
Using the mail command
To send mails using the mail command you must install the package s-nail, which also provides the mailx command. You will also need to provide a sendmail-compatible MTA, either by installing msmtp-mta (which symlinks sendmail to msmtp) or by editing /etc/mail.rc to set the sendmail path:

/etc/mail.rc
set sendmail=/usr/bin/msmtp
A .msmtprc file will need to be in the home of every user who wants to send mail or alternatively the system wide /etc/msmtprc can be used.

msmtp also understands aliases. Add the following line to the defaults section of msmtprc or your local configuration file:

/etc/msmtprc
aliases               /etc/aliases
and create an aliases file in /etc

/etc/aliases
# Example aliases file
     
# Send root to Joe and Jane
root: joe_smith@example.com, jane_chang@example.com
   
# Send everything else to admin
default: admin@domain.example
Test functionality
The account option (--account=,-a tells which account to use as sender:

$ echo "hello there username." | msmtp -a default username@domain.com
Or, with the addresses in a file:

To: username@domain.com
From: username@gmail.com
Subject: A test

Hello there.
$ cat test.mail | msmtp -a default <username>@domain.com
Tip: If using Gmail you'll need to either
Allow "Less Secure Apps" in Settings > Security. Make sure to sign out of your other Gmail accounts first because the security settings part of Google Accounts can not manage concurrent sessions of more than one account.
Enable two factor authentication and create an app password.
Tip: You can use --read-envelope-from instead of -a default to automatically chose account by From: field in message you are going to send.
Cronie default email client
Tango-view-refresh-red.pngThis article or section is out of date.Tango-view-refresh-red.png

Reason: Arch uses systemd/Timers instead of cronie (Discuss in Talk:Msmtp#)
To make cronie use msmtp rather than sendmail, make sure msmtp-mta is installed, or edit the cronie.service systemd unit:

/etc/systemd/system/cronie.service.d/msmtp.conf
[Service]
ExecStart=
ExecStart=/usr/bin/crond -n -m '/usr/bin/msmtp -t'
Then you must tell cronie or msmtp what your email address is, either by:

Add to /etc/msmtprc:
aliases /etc/aliases
and create /etc/aliases:
your_username: email@address.com
— OR —.
Add a MAILTO line to the crontab:
MAILTO=email@address.com
Password management
Passwords for msmtp can be stored in plaintext, encrypted files, or a keyring.

GNOME Keyring
Storing passwords in GNOME Keyring is supported natively in msmtp. Setup the keyring as described on the linked wiki page and install libsecret. Then, store a password by running:

secret-tool store --label=msmtp host smtp.your.domain service smtp user yourusername
That's all, now msmtp should find the password automatically.

GnuPG
The password directive may be omitted. In that case, if the account in question has auth set to a legitimate value other than off, invoking msmtp from an interactive shell will ask for the password before sending mail. msmtp will not prompt if it has been called by another type of application, such as Mutt. For such cases, the --passwordeval parameter can be used to call an external keyring tool like GnuPG.

To do this, set up GnuPG, including gpg-agent to avoid having to enter the password every time. Then, create an encrypted password file for msmtp, as follows. Create a secure directory with 700 permissions located on a tmpfs to avoid writing the unencrypted password to the disk. In that directory create a plain text file with the mail account password. Then, encrypt the file with your private key:

$ gpg --default-recipient-self -e /path/to/plain/password
Remove the plain text file and move the encrypted file to the final location, e.g. ~/.mail/.msmtp-credentials.gpg. In ~/.msmtprc add:

~/.msmtprc
passwordeval  "gpg --quiet --for-your-eyes-only --no-tty --decrypt ~/.mail/.msmtp-credentials.gpg"
Normally this is sufficient for a GUI password prompt to appear when, for example, sending a message from Mutt. If gpg prompt for the passphrase cannot be issued, then start the gpg-agent before. A simple hack to start the agent is to execute a external command in your muttrc using the backtick  ` command `  syntax. For example, you can put something like the following in your muttrc

muttrc
set my_msmtp_pass=`gpg -d mypwfile.gpg`
Mutt will execute this when it starts, gpg-agent will cache your password, msmtp will be happy and you can send mail.

Note: If you do this, you will have to restart mutt after gpg-agent clears the password to start sending emails again
If you cannot use a keyring tool for any reason, you may want to use the password directly. There is a patched version msmtp-pwpatchedAUR[broken link: archived in aur-mirror] in the AUR that provides the --password parameter. Note that it is a huge security flaw, since any user connected to your machine can see the parameter of any command (in the /proc filesystem for example).

If this is not desired, an alternative is to place passwords in ~/.netrc, a file that can act as a common pool for msmtp, OfflineIMAP, and associated tools.

Miscellaneous
Using msmtp offline
Although msmtp is great, it requires that you be online to use it. This isn't ideal for people on laptops with intermittent connections to the Internet or dialup users. Several scripts have been written to remedy this fact, collectively called msmtpqueue.

The scripts are installed under /usr/share/doc/msmtp/msmtpqueue. You might want to copy the scripts to a convenient location on your computer, (/usr/local/bin is a good choice).

Finally, change your MUA to use msmtp-enqueue.sh instead of msmtp when sending e-mail. By default, queued messages will be stored in ~/.msmtpqueue. To change this location, change the QUEUEDIR=$HOME/.msmtpqueue line in the scripts (or delete the line, and export the QUEUEDIR variable in .bash_profile like so: export QUEUEDIR="$XDG_DATA_HOME/msmtpqueue").

When you want to send any mail that you've created and queued up run:

$ /usr/local/bin/msmtp-runqueue.sh
Adding /usr/local/bin to your PATH can save you some keystrokes if you're doing it manually. The README file that comes with the scripts has some handy information, reading it is recommended.

Vim syntax highlighting
The msmtp source distribution includes an msmtprc syntax-highlighting script for Vim, which is available at /usr/share/vim/vimfiles/syntax/msmtp.vim. The filetype is not detected automatically. The easiest way to enable it is by adding a modeline at the top of the file(s) e.g.:

   # vim:filetype=msmtp
Send mail with PHP using msmtp
Look for sendmail_path option in your php.ini and edit like this:

sendmail_path = "/usr/bin/msmtp -C /path/to/your/config -t"
Note that you can not use a user configuration file (ie: one under ~/) if you plan on using msmtp as a sendmail replacement with php or something similar. In that case just create /etc/msmtprc, and remove your user configuration (or not if you plan on using it for something else). Also make sure it's readable by whatever you're using it with (php, django, etc...)

From the msmtp manual: Accounts defined in the user configuration file override accounts from the system configuration file. The user configuration file must have no more permissions than user read/write

So it's impossible to have a conf file under ~/ and have it still be readable by the php user.

To test it place this file in your php enabled server or using php-cli.

<?php
mail("your@email.com", "Test email from PHP", "msmtp as sendmail for PHP");
?>
Troubleshooting
Issues with TLS
If you see the following message:

msmtp: TLS certificate verification failed: the certificate hasn't got a known issuer
it probably means your tls_trust_file is not right.

Just follow the fine manual. It explains you how to find out the server certificate issuer of a given smtp server. Then you can explore the /usr/share/ca-certificates/ directory to find out if by any chance, the certificate you need is there. If not, you will have to get the certificate on your own. If you are using your own certificate, you can make msmtp trust it by adding the following to your ~/.msmtprc:

tls_fingerprint <SHA1 (recommended) or MD5 fingerprint of the certificate>
If you are trying to send mail through GMail and are receiving this error, have a look at this thread or just use the second GMail example above.

If you are completely desperate, but are 100% sure you are communicating with the right server, you can always temporarily disable the cert check:

$ msmtp --tls-certcheck off
If you see the following message:

msmtp: TLS handshake failed: the operation timed out
You may be affected by this bug. Recompile with "--with-ssl=openssl" (msmtp is compiled with GnuTLS by default).

Server sent empty reply
If you get a "server sent empty reply" error, add the following line to ~/.msmtprc:

tls_starttls off
This allows msmtp to use SSL/TLS (port 465) in place of STARTTLS (port 587) [1].

Issues with GSSAPI
If you get the following error

GNU SASL: GSSAPI error in client while negotiating security context in gss_init_sec_context() in SASL library.  This is most likely due insufficient credentials or malicious interactions.
Try changing your auth setting to plain, instead of gssapi in your .msmtprc file [2]:

auth plain
Last edited on 10 February 2017, at 06:31
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