What mail port are you expecting it connect to on 127.0.0.1?
Here's my config. $ grep -v "^//" config.inc.php
<?php /* Local configuration for Roundcube Webmail */ $config['mime_types'] = '/usr/local/etc/apache22/mime.types'; $config['db_dsnw'] = 'pgsql://roundcube:<elided>@localhost/roundcubemail'; $config['default_host'] = 'tls://thebighonker.lerctr.org'; $config['imap_timeout'] = 3600; $config['imap_vendor'] = 'dovecot'; $config['smtp_server'] = 'tls://thebighonker.lerctr.org'; $config['smtp_port'] = 587; $config['smtp_user'] = '%u'; $config['smtp_pass'] = '%p'; $config['support_url'] = 'mailto<elided>'; $config['log_dir'] = 'logs/'; $config['temp_dir'] = 'temp/'; $config['login_lc'] = 0; $config['session_domain'] = '.<elided>.org'; $config['des_key'] = '<elided>'; $config['product_name'] = '<elided>'; $config['http_received_header'] = true; $config['plugins'] = array('contextmenu','automatic_addressbook','thunderbird_labels','managesieve','jqueryui','attachment_reminder','hide_blockquote','markasjunk','vcard_attachments','enigma'); $config['date_formats'] = array('Y-m-d', 'd-m-Y', 'Y/m/d', 'm/d/Y', 'd/m/Y', 'd.m.Y', 'j.n.Y'); $config['mime_param_folding'] = 0; $config['display_next'] = false; $config['default_font'] = ''; $config['message_cache_lifetime'] = '10d'; $ -- Larry Rosenman http://www.lerctr.org/~ler Phone: +1 214-642-9640 E-Mail: larryrtx@gmail.com US Mail: 5708 Sabbia Drive, Round Rock, TX 78665-2106 On 7/11/18, 4:29 PM, "dovecot on behalf of Teno Deuter" <dovecot-bounces@dovecot.org on behalf of gvgter@googlemail.com> wrote: Dear list, in a box with the following setup: openbsd 6.3 opensmtpd dovecot 2.2.34 roundcubemail 1.3.5 httpd web server when a system user is authenticated via roundcubemail and tries to send an email, the following errors pops in the roundcube log file: Connection refused (61) Failed to connect socket: Connection refused () here is my roundcube config file: $config['default_host'] = '127.0.0.1'; $config['smtp_server'] = 'tls://127.0.0.1'; $config['smtp_server'] = 'tls://127.0.0.1'; $config['smtp_user'] = '%u'; $config['smtp_pass'] = '%p'; and the dovecot config: mail_location = maildir:~/var/mail/%u:LAYOUT=fs log_path = /var/log/dovecot.log info_log_path = /var/log/dovecot-info.log ssl = yes ssl_cert = </etc/ssl/server.crt ssl_key = </etc/ssl/server.key the system users emails are in maildir format and follow the below structure: /var/mail/[user]/Drafts Inbox Sent Spam Trash Thank you for your help