Cannot send E-Mails via Mailclient

[BlackJack01090]

Hello,

if I send an email via webmailer I have no problems. If I send an email via mailclient (thunderbird, outlook, windows mail, ...) from my or another pc I can't send an email. I installed ISPConfig 3 on an fresh Debian lenny with all updates. I've read the Perfect server Howto on howtoforge.

Here the Mail log:
Nov 3 11:58:15 alpha002 authdaemond: stopping authdaemond children
Nov 3 11:58:15 alpha002 authdaemond: modules="authmysql", daemons=5
Nov 3 11:58:15 alpha002 authdaemond: Installing libauthmysql
Nov 3 11:58:15 alpha002 authdaemond: Installation complete: authmysql
Nov 3 11:58:49 alpha002 postfix/smtpd[5585]: connect from unknown[212.93.30.30]
Nov 3 11:58:56 alpha002 postfix/smtpd[5585]: warning: unknown[212.93.30.30]: SASL PLAIN authentication failed:
Nov 3 11:58:58 alpha002 postfix/smtpd[5585]: warning: unknown[212.93.30.30]: SASL LOGIN authentication failed: UGFzc3dvcmQ6
Nov 3 11:58:59 alpha002 postfix/smtpd[5585]: disconnect from unknown[212.93.30.30]
Nov 3 11:59:13 alpha002 postfix/smtpd[5601]: connect from unknown[212.93.30.30]
Nov 3 11:59:20 alpha002 postfix/smtpd[5601]: warning: unknown[212.93.30.30]: SASL PLAIN authentication failed:
Nov 3 11:59:22 alpha002 postfix/smtpd[5601]: warning: unknown[212.93.30.30]: SASL LOGIN authentication failed: UGFzc3dvcmQ6
Nov 3 11:59:30 alpha002 postfix/smtpd[5601]: warning: unknown[212.93.30.30]: SASL PLAIN authentication failed: UGFzc3dvcmQ6
Nov 3 11:59:34 alpha002 postfix/smtpd[5601]: warning: unknown[212.93.30.30]: SASL LOGIN authentication failed: UGFzc3dvcmQ6
Nov 3 12:00:02 alpha002 postfix/smtpd[5642]: connect from localhost.localdomain[127.0.0.1]
Nov 3 12:00:02 alpha002 postfix/smtpd[5642]: lost connection after CONNECT from localhost.localdomain[127.0.0.1]
Nov 3 12:00:02 alpha002 postfix/smtpd[5642]: disconnect from localhost.localdomain[127.0.0.1]
Nov 3 12:00:02 alpha002 pop3d: Connection, ip=[::ffff:127.0.0.1]
Nov 3 12:00:02 alpha002 pop3d: Disconnected, ip=[::ffff:127.0.0.1]
Nov 3 12:00:02 alpha002 imapd: Connection, ip=[::ffff:127.0.0.1]
Nov 3 12:00:02 alpha002 imapd: Disconnected, ip=[::ffff:127.0.0.1], time=0
Nov 3 12:00:34 alpha002 postfix/smtpd[5601]: lost connection after AUTH from unknown[212.93.30.30]
Nov 3 12:00:34 alpha002 postfix/smtpd[5601]: disconnect from unknown[212.93.30.30]

[ciprianflorea]

Are you sure you configurea your mail client to use authentication?

In Outlook Express for example: under the accounts management there is a tab called servers: And there you have a chrckbox which says: My server require authentication. Make sure that is checked :)

[BlackJack01090]

Yes, I checked it a few times in outlook, thunderbird, etc.. The Webmailer (Horde) on the same server works fine!

[ciprianflorea]

although this is a typical authentication problem. the webmail client is able to send mails because it can relay on smtp because is acting locally (localhost). the external mail client cannot send emails because your mail server is not open relay and requires authentication.

here is an example, notice the checkbox covered in red

http://yfrog.com/0amailblj

[BlackJack01090]

Hello,

I checked this again. I've set the user and password for the smtp. If tried the following options:

No auth -> The result: Relay access denieded
Auth (email + password): The Mailclient ask again and again for the password (Otlook 2003, Outlook 2007, Outlook Express, Windows Mail and Thunderbird newest version)
Auth (email + password) + TLS: The same as Auth
Auth (email + password) + SSL: The same as Auth

I don't understand what the problem is. Here the server config (Debian Lenny up to date):

# Network/Connections
myhostname = alpha002.frankfurt.www-netzwerk.de
myorigin = /etc/mailname
mydestination = alpha002.frankfurt.www-netzwerk.de, localhost, localhost.localdomain
relayhost =
mynetworks = 127.0.0.0/8 [::1]/128
inet_interfaces = all
default_destination_concurrency_limit = 2

# Databases
alias_maps = hash:/etc/aliases
alias_database = hash:/etc/aliases

# SASL / SMTP authentication
smtpd_sasl_auth_enable = yes
smtpd_sasl_authenticated_header = yes
smtpd_sasl_local_domain =
smtpd_sasl_path = private/auth
smtpd_sasl_type = dovecot
broken_sasl_auth_clients = yes

# TLS parameters
smtpd_tls_cert_file = /etc/postfix/smtpd.cert
smtpd_tls_key_file = /etc/postfix/smtpd.key
smtpd_use_tls = yes
smtpd_tls_session_cache_database = btree:${data_directory}/smtpd_scache
smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache

# Security/Relay
smtpd_delay_reject = yes
smtpd_helo_restrictions = reject_invalid_hostname
smtpd_sender_restrictions = check_sender_access mysql:/etc/postfix/mysql-virtual_sender.cf
smtpd_recipient_restrictions = permit_mynetworks, permit_sasl_authenticated, check_recipient_access mysql:/etc/postfix/mysql-virtual_recipient.cf, reject_unauth_destination

# Mailbox/Message
home_mailbox = Maildir/
mailbox_command = procmail -a "$EXTENSION"
mailbox_size_limit = 0
message_size_limit = 0
unknown_local_recipient_reject_code = 550
recipient_delimiter = +

# misc
biff = no
allow_percent_hack = no
append_at_myorigin = no
append_dot_mydomain = no
swap_bangpath = no
readme_directory = /usr/share/doc/postfix
html_directory = /usr/share/doc/postfix/html
virtual_alias_domains =
virtual_alias_maps = proxy:mysql:/etc/postfix/mysql-virtual_forwardings.cf, mysql:/etc/postfix/mysql-virtual_email2email.cf
virtual_mailbox_domains = proxy:mysql:/etc/postfix/mysql-virtual_domains.cf
virtual_mailbox_maps = proxy:mysql:/etc/postfix/mysql-virtual_mailboxes.cf
virtual_mailbox_base = /var/vmail
virtual_uid_maps = static:5000
virtual_gid_maps = static:5000
smtpd_tls_security_level = may
transport_maps = proxy:mysql:/etc/postfix/mysql-virtual_transports.cf
relay_domains = mysql:/etc/postfix/mysql-virtual_relaydomains.cf
virtual_create_maildirsize = yes
virtual_maildir_extended = yes
virtual_mailbox_limit_maps = proxy:mysql:/etc/postfix/mysql-virtual_mailbox_limit_maps.cf
virtual_mailbox_limit_override = yes
virtual_maildir_limit_message = "The user you are trying to reach is over quota."
virtual_overquota_bounce = yes
proxy_read_maps = $local_recipient_maps $mydestination $virtual_alias_maps $virtual_alias_domains $virtual_mailbox_maps $virtual_mailbox_domains $relay_recipient_maps $relay_domains $canonical_maps $sender_canonical_maps $recipient_canonical_maps $relocated_maps $transport_maps $mynetworks $virtual_mailbox_limit_maps
smtpd_client_restrictions = check_client_access mysql:/etc/postfix/mysql-virtual_client.cf
maildrop_destination_concurrency_limit = 1
maildrop_destination_recipient_limit = 1
virtual_transport = maildrop
header_checks = regexp:/etc/postfix/header_checks
mime_header_checks = regexp:/etc/postfix/mime_header_checks
nested_header_checks = regexp:/etc/postfix/nested_header_checks
body_checks = regexp:/etc/postfix/body_checks
content_filter = amavis:[127.0.0.1]:10024
receive_override_options = no_address_mappings
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
smtp_sasl_security_options =
relay_recipient_maps = mysql:/etc/postfix/mysql-virtual_relayrecipientmaps.cf