Sending a mail with smtp on localhost in ubuntu? - msmtp

Question

root#sourav-HP-Pavilion-dv6500-Notebook-PC:/var/log# echo -e "Subject:
Test Mail\r\n\r\n This is my first test email." | msmtp --debug
--from=default -t souravsachdeva13#gmail.com
loaded system configuration file /etc/msmtprc
ignoring user configuration file /root/.msmtprc: No such file or
directory
falling back to default account
using account default from /etc/msmtprc
host = smtp.gmail.com
port = 587
proxy host = (not set)
proxy port = 0
timeout = off
protocol = smtp
domain = localhost
auth = choose
user = souravsachdeva13#gmail.com
password = *
passwordeval = (not set)
ntlmdomain = (not set)
tls = on
tls_starttls = on
tls_trust_file = /etc/ssl/certs/ca-certificates.crt
tls_crl_file = (not set)
tls_fingerprint = (not set)
tls_key_file = (not set)
tls_cert_file = (not set)
tls_certcheck = on
tls_min_dh_prime_bits = (not set)
tls_priorities = (not set)
auto_from = off
maildomain = (not set)
from = default
add_missing_from_header = on
add_missing_date_header = on
remove_bcc_headers = on
dsn_notify = (not set)
dsn_return = (not set)
logfile = /var/log/msmtp.log
syslog = (not set)
aliases = (not set)
reading recipients from the command line and the mail
msmtp: cannot connect to smtp.gmail.com, port 587: Connection timed
out
msmtp: could not send mail (account default from /etc/msmtprc)
root#sourav-HP-Pavilion-dv6500-Notebook-PC:/var/log#
I am trying different servers for past 3-4 hours and none of them seems to work fine for me.This one did showed some output which I think can be helpful to debug it. Do you see any setting missing or wrongly configured.

Answer 1

Do not you have to get an application password ?
I write gmail 'password' in msmtprc. I get error below.
msmtp: authentication failed (method PLAIN)
msmtp: server message: 535-5.7.8 Username and Password not accepted. Learn more at
msmtp: server message: 535 5.7.8 https://support.google.com/mail/?p=BadCredentials k123-v6sm24743490pga.21 - gsmtp
msmtp: could not send mail (account gmail from /home/miwa/.msmtprc)
I setup application pasword (access to URI in error message), then I can send mail to Gmail.
I use msmtp version. (on ArchLinux)
% msmtp --version
msmtp version 1.6.8
Platform: x86_64-pc-linux-gnu
TLS/SSL library: GnuTLS
Authentication library: GNU SASL
Supported authentication methods:
plain scram-sha-1 external gssapi cram-md5 digest-md5 login
IDN support: enabled
NLS: enabled, LOCALEDIR is /usr/share/locale
Keyring support: Gnome
System configuration file name: /etc/msmtprc
User configuration file name: /home/miwa/.msmtprc
Copyright (C) 2018 Martin Lambers and others.
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