Hello,
I am having an issue with send and receive connectors and I am not sure which side of the equation is causing it. Current I have a setup of a CAS/Hub/Mailbox on one server and TMG/Edge on another server. In the stages of planning a transition from TMG and the Edge to Sophos UTM. Since I have the edge on the machine already I have the connectors that were setup for edge sync. Though since my ISP blocks port 25, I am using DynDNS to route to a non standard port of 10025. Everything works fine currently. Though in the test that I set up for Sophos and Exchange I am getting bounced emails. I setup an Internet connector with smtp * 100 and routing to smarthost outbound.mailhop.org with basic authentication. I did this as this is what I had to do to edge sync to work. Though I am wondering if that is correct. When I check the SMTP log on Sophos I see the following:
2013:09:11-17:29:00 MRM2Sophos exim-out[10926]: 2013-09-11 17:29:00 End queue run: pid=10926
2013:09:11-17:30:00 MRM2Sophos exim-out[11050]: 2013-09-11 17:30:00 Start queue run: pid=11050
2013:09:11-17:30:00 MRM2Sophos exim-out[11050]: 2013-09-11 17:30:00 End queue run: pid=11050
2013:09:11-17:31:00 MRM2Sophos exim-out[11583]: 2013-09-11 17:31:00 Start queue run: pid=11583
2013:09:11-17:31:00 MRM2Sophos exim-out[11583]: 2013-09-11 17:31:00 End queue run: pid=11583
2013:09:11-17:32:00 MRM2Sophos exim-out[11630]: 2013-09-11 17:32:00 Start queue run: pid=11630
2013:09:11-17:32:00 MRM2Sophos exim-out[11630]: 2013-09-11 17:32:00 End queue run: pid=11630
2013:09:11-17:33:00 MRM2Sophos exim-out[11703]: 2013-09-11 17:33:00 Start queue run: pid=11703
2013:09:11-17:33:00 MRM2Sophos exim-out[11703]: 2013-09-11 17:33:00 End queue run: pid=11703
2013:09:11-17:33:21 MRM2Sophos exim-in[4328]: 2013-09-11 17:33:21 SMTP connection from [216.146.33.62]:56936 (TCP/IP connection count = 1)
2013:09:11-17:33:23 MRM2Sophos exim-in[11707]: 2013-09-11 17:33:23 [216.146.33.62] F=<double-bounce@mail-02-ewr.dyndns.com> R=<michael.mastro2@mrm2inc.com> Verifying recipient address with callout
2013:09:11-17:33:25 MRM2Sophos exim-in[4328]: 2013-09-11 17:33:25 SMTP connection from [216.146.33.53]:53704 (TCP/IP connection count = 2)
2013:09:11-17:33:27 MRM2Sophos exim-in[11710]: 2013-09-11 17:33:27 [216.146.33.53] F=<bounce@newsletters.hgtv.com> R=<michael.mastro2@mrm2inc.com> Verifying recipient address with callout
2013:09:11-17:33:28 MRM2Sophos exim-in[11707]: 2013-09-11 17:33:28 id="1003" severity="info" sys="SecureMail" sub="smtp" name="email rejected" srcip="216.146.33.62" from="double-bounce@mail-02-ewr.dyndns.com" to="michael.mastro2@mrm2inc.com" size="-1" reason="address_verification" extra="Address unknown"
2013:09:11-17:33:28 MRM2Sophos exim-in[11707]: 2013-09-11 17:33:28 H=mxout-062-ewr.mailhop.org (mail-02-ewr.dyndns.com) [216.146.33.62]:56936 F=<double-bounce@mail-02-ewr.dyndns.com> rejected RCPT <michael.mastro2@mrm2inc.com>: Address unknown
2013:09:11-17:33:28 MRM2Sophos exim-in[11707]: 2013-09-11 17:33:28 SMTP connection from mxout-062-ewr.mailhop.org (mail-02-ewr.dyndns.com) [216.146.33.62]:56936 closed by QUIT
2013:09:11-17:33:37 MRM2Sophos exim-in[11710]: 2013-09-11 17:33:37 id="1003" severity="info" sys="SecureMail" sub="smtp" name="email rejected" srcip="216.146.33.53" from="bounce@newsletters.hgtv.com" to="michael.mastro2@mrm2inc.com" size="-1" reason="address_verification" extra="Address unknown"
2013:09:11-17:33:37 MRM2Sophos exim-in[11710]: 2013-09-11 17:33:37 H=mxout-053-ewr.mailhop.org (mail-02-ewr.dyndns.com) [216.146.33.53]:53704 F=<bounce@newsletters.hgtv.com> rejected RCPT <michael.mastro2@mrm2inc.com>: Address unknown
2013:09:11-17:33:37 MRM2Sophos exim-in[11710]: 2013-09-11 17:33:37 SMTP connection from mxout-053-ewr.mailhop.org (mail-02-ewr.dyndns.com) [216.146.33.53]:53704 closed by QUIT
2013:09:11-17:34:00 MRM2Sophos exim-out[11718]: 2013-09-11 17:34:00 Start queue run: pid=11718
2013:09:11-17:34:00 MRM2Sophos exim-out[11718]: 2013-09-11 17:34:00 End queue run: pid=11718
2013:09:11-17:35:00 MRM2Sophos exim-out[11733]: 2013-09-11 17:35:00 Start queue run: pid=11733
2013:09:11-17:35:00 MRM2Sophos exim-out[11733]: 2013-09-11 17:35:00 End queue run: pid=11733
2013:09:11-17:36:00 MRM2Sophos exim-out[11781]: 2013-09-11 17:36:00 Start queue run: pid=11781
2013:09:11-17:36:00 MRM2Sophos exim-out[11781]: 2013-09-11 17:36:00 End queue run: pid=11781
2013:09:11-17:37:00 MRM2Sophos exim-out[11797]: 2013-09-11 17:37:00 Start queue run: pid=11797
2013:09:11-17:37:00 MRM2Sophos exim-out[11797]: 2013-09-11 17:37:00 End queue run: pid=11797
2013:09:11-17:38:00 MRM2Sophos exim-out[11807]: 2013-09-11 17:38:00 Start queue run: pid=11807
2013:09:11-17:38:00 MRM2Sophos exim-out[11807]: 2013-09-11 17:38:00 End queue run: pid=11807
2013:09:11-17:38:17 MRM2Sophos exim-in[4328]: 2013-09-11 17:38:17 SMTP connection from [216.146.33.36]:53106 (TCP/IP connection count = 1)
2013:09:11-17:38:18 MRM2Sophos exim-in[11815]: 2013-09-11 17:38:18 [216.146.33.36] F=<reply@tech.pentontech.com> R=<michael.mastro2@mrm2inc.com> Verifying recipient address with callout
2013:09:11-17:38:18 MRM2Sophos exim-in[11815]: 2013-09-11 17:38:18 id="1003" severity="info" sys="SecureMail" sub="smtp" name="email rejected" srcip="216.146.33.36" from="reply@tech.pentontech.com" to="michael.mastro2@mrm2inc.com" size="-1" reason="address_verification" extra="Address unknown"
2013:09:11-17:38:18 MRM2Sophos exim-in[11815]: 2013-09-11 17:38:18 H=mxout-036-ewr.mailhop.org (mail-03-ewr.dyndns.com) [216.146.33.36]:53106 F=<reply@tech.pentontech.com> rejected RCPT <Michael.Mastro2@mrm2inc.com>: Address unknown
2013:09:11-17:38:18 MRM2Sophos exim-in[11815]: 2013-09-11 17:38:18 SMTP connection from mxout-036-ewr.mailhop.org (mail-03-ewr.dyndns.com) [216.146.33.36]:53106 closed by QUIT
2013:09:11-17:39:00 MRM2Sophos exim-out[11824]: 2013-09-11 17:39:00 Start queue run: pid=11824
2013:09:11-17:39:00 MRM2Sophos exim-out[11824]: 2013-09-11 17:39:00 End queue run: pid=11824
2013:09:11-17:40:00 MRM2Sophos exim-out[11839]: 2013-09-11 17:40:00 Start queue run: pid=11839
2013:09:11-17:40:00 MRM2Sophos exim-out[11839]: 2013-09-11 17:40:00 End queue run: pid=11839
2013:09:11-17:41:00 MRM2Sophos exim-out[11920]: 2013-09-11 17:41:00 Start queue run: pid=11920
2013:09:11-17:41:00 MRM2Sophos exim-out[11920]: 2013-09-11 17:41:00 End queue run: pid=11920
2013:09:11-17:42:00 MRM2Sophos exim-out[11940]: 2013-09-11 17:42:00 Start queue run: pid=11940
2013:09:11-17:42:00 MRM2Sophos exim-out[11940]: 2013-09-11 17:42:00 End queue run: pid=11940
2013:09:11-17:42:03 MRM2Sophos smtpd[4299]: MASTER[4299]: (Re-)loading configuration from Confd
2013:09:11-17:42:03 MRM2Sophos smtpd[4299]: MASTER[4299]: QR globally disabled, status one set to 'disabled'
2013:09:11-17:42:03 MRM2Sophos smtpd[4299]: MASTER[4299]: QR globally disabled, status two set to 'disabled'
2013:09:11-17:42:04 MRM2Sophos exim-in[4328]: 2013-09-11 17:42:04 pid 4328: SIGHUP received: re-exec daemon
2013:09:11-17:42:04 MRM2Sophos exim-in[4328]: 2013-09-11 17:42:04 exim 4.76 daemon started: pid=4328, no queue runs, listening for SMTP on port 25 (IPv4) port 587 (IPv4) and for SMTPS on port 465 (IPv4)
2013:09:11-17:43:00 MRM2Sophos exim-out[11964]: 2013-09-11 17:43:00 Start queue run: pid=11964
2013:09:11-17:43:00 MRM2Sophos exim-out[11964]: 2013-09-11 17:43:00 End queue run: pid=11964
2013:09:11-17:44:00 MRM2Sophos exim-out[11981]: 2013-09-11 17:44:00 Start queue run: pid=11981
2013:09:11-17:44:00 MRM2Sophos exim-out[11981]: 2013-09-11 17:44:00 End queue run: pid=11981
2013:09:11-17:44:39 MRM2Sophos exim-in[4328]: 2013-09-11 17:44:39 SMTP connection from [216.146.33.19]:55733 (TCP/IP connection count = 1)
2013:09:11-17:44:40 MRM2Sophos exim-in[11989]: 2013-09-11 17:44:40 [216.146.33.19] F=<mikerm2@hotmail.com> R=<michael.mastro2@mrm2inc.com> Verifying recipient address in Active Directory
2013:09:11-17:44:40 MRM2Sophos exim-in[11989]: 2013-09-11 17:44:40 H=mxout-019-ewr.mailhop.org (mail-04-ewr.dyndns.com) [216.146.33.19]:55733 Warning: ACL "warn" statement skipped: condition test deferred: failed to bind the LDAP connection to server 192.168.0.2:636 - ldap_bind() returned -1
2013:09:11-17:44:41 MRM2Sophos exim-in[11989]: 2013-09-11 17:44:41 1VJsDI-00037N-2g ctasd reports 'Unknown' RefID:str=0001.0A020203.5230E449.004C,ss=1,re=0.000,recu=0.000,reip=0.000,cl=1,cld=1,fgs=0
2013:09:11-17:44:41 MRM2Sophos exim-in[11989]: 2013-09-11 17:44:41 1VJsDI-00037N-2g <=mikerm2@hotmail.com H=mxout-019-ewr.mailhop.org (mail-04-ewr.dyndns.com) [216.146.33.19]:55733 P=esmtp S=3230id=BAY406-EAS304681E505D699E753E519DE8390@phx.gbl
2013:09:11-17:44:41 MRM2Sophos exim-in[11989]: 2013-09-11 17:44:41 SMTP connection from mxout-019-ewr.mailhop.org (mail-04-ewr.dyndns.com) [216.146.33.19]:55733 closed by QUIT
2013:09:11-17:44:43 MRM2Sophos smtpd[4313]: QMGR[4313]: 1VJsDI-00037N-2g moved to work queue
2013:09:11-17:44:50 MRM2Sophos smtpd[11993]: SCANNER[11993]: 1VJsDS-00037R-9w <=mikerm2@hotmail.com R=1VJsDI-00037N-2g P=INPUT S=1659
2013:09:11-17:44:50 MRM2Sophos smtpd[11993]: SCANNER[11993]: id="1000" severity="info" sys="SecureMail" sub="smtp" name="email passed" srcip="216.146.33.19" from="mikerm2@hotmail.com" to="michael.mastro2@mrm2inc.com" subject="Test" queueid="1VJsDS-00037R-9w" size="1659"
2013:09:11-17:44:50 MRM2Sophos smtpd[11993]: SCANNER[11993]: 1VJsDI-00037N-2g => work R=SCANNER T=SCANNER
2013:09:11-17:44:50 MRM2Sophos smtpd[11993]: SCANNER[11993]: 1VJsDI-00037N-2g Completed
2013:09:11-17:44:55 MRM2Sophos exim-out[11997]: 2013-09-11 17:44:55 1VJsDS-00037R-9w **michael.mastro2@mrm2inc.com P=<mikerm2@hotmail.com> R=static_route_hostlist T=static_smtp: SMTP error from remote mail server after MAIL FROM:<mikerm2@hotmail.com> SIZE=4283: host 192.168.0.5 [192.168.0.5]: 530 5.7.1 Client was not authenticated
2013:09:11-17:44:55 MRM2Sophos exim-out[12000]: 2013-09-11 17:44:55 1VJsDX-00037Y-2O <= <> R=1VJsDS-00037R-9w U=exim P=local S=4220
2013:09:11-17:44:55 MRM2Sophos exim-out[11997]: 2013-09-11 17:44:55 1VJsDS-00037R-9w Completed
2013:09:11-17:45:00 MRM2Sophos exim-out[12001]: 2013-09-11 17:45:00 Start queue run: pid=12001
2013:09:11-17:45:01 MRM2Sophos exim-out[12002]: 2013-09-11 17:45:01 1VJsDX-00037Y-2O =>mikerm2@hotmail.com P=<> R=smarthost_route T=smarthost_smtp H=outbound.mailhop.org [204.13.248.71]:10025 X=TLSv1:AES256-SHA:256 C="250 OK id=1VJsDd-0005fp-At"
2013:09:11-17:45:01 MRM2Sophos exim-out[12002]: 2013-09-11 17:45:01 1VJsDX-00037Y-2O Completed
2013:09:11-17:45:01 MRM2Sophos exim-out[12001]: 2013-09-11 17:45:01 End queue run: pid=12001
2013:09:11-17:45:20 MRM2Sophos smtpd[11993]: SCANNER[11993]: Nothing to do, exiting.
2013:09:11-17:46:00 MRM2Sophos exim-out[12647]: 2013-09-11 17:46:00 Start queue run: pid=12647
2013:09:11-17:46:00 MRM2Sophos exim-out[12647]: 2013-09-11 17:46:00 End queue run: pid=12647
I have been going over this on the Sophos forums, but they believe I might have my connectors setup wrong, so I am checking that here. If someone can give me some advice, it would be appreciated.
Michael R. Mastro II