How to revert to Postfix 2.5.5 on Mac OS X Tiger 10.4.11?

Christopher Rasch crasch at
Mon Nov 12 10:12:40 PST 2012


tldr:  Upgraded to Postfix 2.9.4 on Mac OS X Tiger 10.4.9.  Need to 
revert back to Postfix 2.5.5, having troubles.

I recently upgraded Postfix 2.1.5 to Postfix 2.9.4 on a machine running 
Mac OS  X Tiger 10.4.9.  (Note: I can't update the operating system  
since it's needed to run some legacy software. )   Postfix 2.9.4 appears 
to require openssl 1.0.x and greater.  However, I discovered that the 
legacy software depends on the openssl 0.9.8 libraries.  So I'm trying 
to revert back to the last Postfix that used the openssl 0.9.8 
libraries, which appears to be 2.5.5.

I've downloaded what I think is the last MacPorts Postfix 2.5.5 revision:

$ svn co -r 56520

$ cd postfix

Here's the top of the Portfile, verifying I have the 2.5.5 version of 

# $Id: Portfile 56520 2009-08-29 11:49:09Z ryandesign at $

PortSystem  1.0

name            postfix
version         2.5.5
categories      mail
maintainers     nomaintainer
description     Fast and robust mail transfer agent

Here's the openssl library I have installed:

stocks:/Users/crasch/src/postfix root# port installed | grep 'openssl'
   openssl @0.9.8o_0 (active)
   openssl @1.0.1c_0

However, when I attempt to build Postfix 2.5.5, I get the following 
error (see below).  Much debugging output deleted for brevity; full 
output available here:

Not sure why it says I'm not running as root, as I am running as root.

stocks:/Users/crasch/src/postfix root# whoami

Any suggestions?  Thanks for any help you may wish to provide.
DEBUG: Privilege de-escalation not attempted as not running as root.
DEBUG: configure phase started at Mon Nov 12 12:53:07 EST 2012
--->  Configuring postfix
DEBUG: Using compiler 'Mac OS X gcc 4.0'
DEBUG: euid/egid changed to: 0/0
DEBUG: chowned /tmp/macports to macports
DEBUG: euid/egid changed to: 501/500
Warning: setrlimit failed (1)
DEBUG: Executing org.macports.configure (postfix)
make: *** No rule to make target `makefiles'.  Stop.
shell command "make makefiles CCARGS="-DNO_PCRE -DUSE_TLS -DHAS_SSL 
-I/opt/local/include -DUSE_CYRUS_SASL -DUSE_SASL_AUTH 
-I/opt/local/include/sasl -DHAS_LDAP" AUXLIBS="-L/opt/local/lib 
-R/opt/local/lib -L/opt/local/lib -lssl -lcrypto -lsasl2 -lldap -llber"" 
returned error 2
Error: Target org.macports.configure returned: shell command failed (see 
log for details)
DEBUG: Backtrace: shell command failed (see log for details)
     while executing
"$procedure $targetname"
Warning: the following items did not execute (for postfix): 
org.macports.activate org.macports.configure 
org.macports.destroot org.macports.install
Log for postfix is at: 
Error: Status 1 encountered during processing.

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