sendmail STARTTLS problem?

Knute Johnson knute at frazmtn.com
Wed May 4 17:50:20 UTC 2005


Hi:

I'm having some difficulty configuring my sendmail to use STARTTLS 
with my Winblows Pegasus Mail client.  I uninstalled and reinstalled 
sendmail with yum so I would have a clean installation.  I modified 
the sendmail.mc file, uncommenting the define(`confCACERT_PATH,
define(`confCACERT, define(`confSERVER_CERT and 
define(`confSERVER_KEY lines.  The sendmail.pem file exists in 
/usr/share/ssl/certs, I did not modify it.  I enabled STARTTLS 
connections on port 465.  The rest of the file is unmodified.  The 
maillog shows no errors when restarting sendmail.  When I connect 
with my mail client however, no data is transferred and the socket 
eventually times out.  The following two lines then appear in 
maillog.

May  4 10:20:39 ljr-2 sendmail[11161]: STARTTLS=server, error: accept 
failed=0, SSL_error=5, timedout=0, errno=0

May  4 10:20:39 ljr-2 sendmail[11161]: j44HJngP011161: 
sagebrush.frazmtn.com [208.1.40.46] did not issue MAIL/EXPN/VRFY/ETRN 
during connection to TLSMTA

I'm curious if anybody uses Pegasus Mail with STARTTLS to connect to 
their Linux/sendmail boxes successfully and whether anybody 
recognizes what is causing the above errors.

Thanks very much for your help.

knute...

PS:

My sendmail.mc file;

divert(-1)dnl
dnl #
dnl # This is the sendmail macro config file for m4. If you make 
changes to
dnl # /etc/mail/sendmail.mc, you will need to regenerate the
dnl # /etc/mail/sendmail.cf file by confirming that the sendmail-cf 
package is
dnl # installed and then performing a
dnl #
dnl #     make -C /etc/mail
dnl #
include(`/usr/share/sendmail-cf/m4/cf.m4')dnl
VERSIONID(`setup for Red Hat Linux')dnl
OSTYPE(`linux')dnl
dnl #
dnl # default logging level is 9, you might want to set it higher to
dnl # debug the configuration
dnl #
dnl define(`confLOG_LEVEL', `13')dnl
dnl #
dnl # Uncomment and edit the following line if your outgoing mail 
needs to
dnl # be sent out through an external mail server:
dnl #
dnl define(`SMART_HOST',`smtp.your.provider')
dnl #
define(`confDEF_USER_ID',``8:12'')dnl
dnl define(`confAUTO_REBUILD')dnl
define(`confTO_CONNECT', `1m')dnl
define(`confTRY_NULL_MX_LIST',true)dnl
define(`confDONT_PROBE_INTERFACES',true)dnl
define(`PROCMAIL_MAILER_PATH',`/usr/bin/procmail')dnl
define(`ALIAS_FILE', `/etc/aliases')dnl
define(`STATUS_FILE', `/var/log/mail/statistics')dnl
define(`UUCP_MAILER_MAX', `2000000')dnl
define(`confUSERDB_SPEC', `/etc/mail/userdb.db')dnl
define(`confPRIVACY_FLAGS', 
`authwarnings,novrfy,noexpn,restrictqrun')dnl
define(`confAUTH_OPTIONS', `A')dnl
dnl #
dnl # The following allows relaying if the user authenticates, and 
disallows
dnl # plaintext authentication (PLAIN/LOGIN) on non-TLS links
dnl #
dnl define(`confAUTH_OPTIONS', `A p')dnl
dnl # 
dnl # PLAIN is the preferred plaintext authentication method and used 
by
dnl # Mozilla Mail and Evolution, though Outlook Express and other 
MUAs do
dnl # use LOGIN. Other mechanisms should be used if the connection is 
not
dnl # guaranteed secure.
dnl # Please remember that saslauthd needs to be running for AUTH. 
dnl #
dnl TRUST_AUTH_MECH(`EXTERNAL DIGEST-MD5 CRAM-MD5 LOGIN PLAIN')dnl
dnl define(`confAUTH_MECHANISMS', `EXTERNAL GSSAPI DIGEST-MD5 CRAM-
MD5 LOGIN PLAIN')dnl
dnl #
dnl # Rudimentary information on creating certificates for sendmail 
TLS:
dnl #     cd /usr/share/ssl/certs; make sendmail.pem
dnl # Complete usage:
dnl #     make -C /usr/share/ssl/certs usage
dnl #
define(`confCACERT_PATH',`/usr/share/ssl/certs')
define(`confCACERT',`/usr/share/ssl/certs/ca-bundle.crt')
define(`confSERVER_CERT',`/usr/share/ssl/certs/sendmail.pem')
define(`confSERVER_KEY',`/usr/share/ssl/certs/sendmail.pem')
dnl #
dnl # This allows sendmail to use a keyfile that is shared with 
OpenLDAP's
dnl # slapd, which requires the file to be readble by group ldap
dnl #
dnl define(`confDONT_BLAME_SENDMAIL',`groupreadablekeyfile')dnl
dnl #
dnl define(`confTO_QUEUEWARN', `4h')dnl
dnl define(`confTO_QUEUERETURN', `5d')dnl
dnl define(`confQUEUE_LA', `12')dnl
dnl define(`confREFUSE_LA', `18')dnl
define(`confTO_IDENT', `0')dnl
dnl FEATURE(delay_checks)dnl
FEATURE(`no_default_msa',`dnl')dnl
FEATURE(`smrsh',`/usr/sbin/smrsh')dnl
FEATURE(`mailertable',`hash -o /etc/mail/mailertable.db')dnl
FEATURE(`virtusertable',`hash -o /etc/mail/virtusertable.db')dnl
FEATURE(redirect)dnl
FEATURE(always_add_domain)dnl
FEATURE(use_cw_file)dnl
FEATURE(use_ct_file)dnl
dnl #
dnl # The following limits the number of processes sendmail can fork 
to accept 
dnl # incoming messages or process its message queues to 12.) 
sendmail refuses 
dnl # to accept connections once it has reached its quota of child 
processes.
dnl #
dnl define(`confMAX_DAEMON_CHILDREN', 12)dnl
dnl #
dnl # Limits the number of new connections per second. This caps the 
overhead 
dnl # incurred due to forking new sendmail processes. May be useful 
against 
dnl # DoS attacks or barrages of spam. (As mentioned below, a per-IP 
address 
dnl # limit would be useful but is not available as an option at this 
writing.)
dnl #
dnl define(`confCONNECTION_RATE_THROTTLE', 3)dnl
dnl #
dnl # The -t option will retry delivery if e.g. the user runs over 
his quota.
dnl #
FEATURE(local_procmail,`',`procmail -t -Y -a $h -d $u')dnl
FEATURE(`access_db',`hash -T<TMPF> -o /etc/mail/access.db')dnl
FEATURE(`blacklist_recipients')dnl
EXPOSED_USER(`root')dnl
dnl #
dnl # The following causes sendmail to only listen on the IPv4 
loopback address
dnl # 127.0.0.1 and not on any other network devices. Remove the 
loopback
dnl # address restriction to accept email from the internet or 
intranet.
dnl #
dnl DAEMON_OPTIONS(`Port=smtp,Addr=127.0.0.1, Name=MTA')dnl
dnl #
dnl # The following causes sendmail to additionally listen to port 
587 for
dnl # mail from MUAs that authenticate. Roaming users who can't reach 
their
dnl # preferred sendmail daemon due to port 25 being blocked or 
redirected find
dnl # this useful.
dnl #
dnl DAEMON_OPTIONS(`Port=submission, Name=MSA, M=Ea')dnl
dnl #
dnl # The following causes sendmail to additionally listen to port 
465, but
dnl # starting immediately in TLS mode upon connecting. Port 25 or 
587 followed
dnl # by STARTTLS is preferred, but roaming clients using Outlook 
Express can't
dnl # do STARTTLS on ports other than 25. Mozilla Mail can ONLY use 
STARTTLS
dnl # and doesn't support the deprecated smtps; Evolution <1.1.1 uses 
smtps
dnl # when SSL is enabled-- STARTTLS support is available in version 
1.1.1.
dnl #
dnl # For this to work your OpenSSL certificates must be configured.
dnl #
DAEMON_OPTIONS(`Port=smtps, Name=TLSMTA, M=s')dnl
dnl #
dnl # The following causes sendmail to additionally listen on the 
IPv6 loopback
dnl # device. Remove the loopback address restriction listen to the 
network.
dnl #
dnl DAEMON_OPTIONS(`port=smtp,Addr=::1, Name=MTA-v6, 
Family=inet6')dnl
dnl #
dnl # enable both ipv6 and ipv4 in sendmail:
dnl #
dnl DAEMON_OPTIONS(`Name=MTA-v4, Family=inet, Name=MTA-v6, 
Family=inet6')
dnl #
dnl # We strongly recommend not accepting unresolvable domains if you 
want to
dnl # protect yourself from spam. However, the laptop and users on 
computers
dnl # that do not have 24x7 DNS do need this.
dnl #
FEATURE(`accept_unresolvable_domains')dnl
dnl #
dnl FEATURE(`relay_based_on_MX')dnl
dnl # 
dnl # Also accept email sent to "localhost.localdomain" as local 
email.
dnl # 
LOCAL_DOMAIN(`localhost.localdomain')dnl
dnl #
dnl # The following example makes mail from this host and any 
additional
dnl # specified domains appear to be sent from mydomain.com
dnl #
dnl MASQUERADE_AS(`mydomain.com')dnl
dnl #
dnl # masquerade not just the headers, but the envelope as well
dnl #
dnl FEATURE(masquerade_envelope)dnl
dnl #
dnl # masquerade not just @mydomainalias.com, but 
@*.mydomainalias.com as well
dnl #
dnl FEATURE(masquerade_entire_domain)dnl
dnl #
dnl MASQUERADE_DOMAIN(localhost)dnl
dnl MASQUERADE_DOMAIN(localhost.localdomain)dnl
dnl MASQUERADE_DOMAIN(mydomainalias.com)dnl
dnl MASQUERADE_DOMAIN(mydomain.lan)dnl
MAILER(smtp)dnl
MAILER(procmail)dnl

-- 
Knute Johnson
Molon Labe...






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