Let's make life easier and have the VMS version of the configuration be

generated from the Unixly configuration file.

Makefile.org

@@ -449,11 +449,14 @@ crypto/objects/obj_dat.h: crypto/objects/obj_dat.pl crypto/objects/obj_mac.h
 crypto/objects/obj_mac.h: crypto/objects/objects.pl crypto/objects/objects.txt crypto/objects/obj_mac.num
 	$(PERL) crypto/objects/objects.pl crypto/objects/objects.txt crypto/objects/obj_mac.num crypto/objects/obj_mac.h
 
+apps/openssl-vms.cnf: apps/openssl.cnf
+	$(PERL) VMS/VMSify-conf.pl < apps/openssl.cnf > apps/openssl-vms.cnf
+
 TABLE: Configure
 	(echo 'Output of `Configure TABLE'"':"; \
 	$(PERL) Configure TABLE) > TABLE
 
-update: depend errors stacks util/libeay.num util/ssleay.num crypto/objects/obj_dat.h TABLE
+update: depend errors stacks util/libeay.num util/ssleay.num crypto/objects/obj_dat.h apps/openssl-vms.cnf TABLE
 
 # Build distribution tar-file. As the list of files returned by "find" is
 # pretty long, on several platforms a "too many arguments" error or similar

VMS/VMSify-conf.pl

+#! /usr/bin/perl
+
+use strict;
+use warnings;
+
+my @directory_vars = ( "dir", "certs", "crl_dir", "new_certs_dir" );
+my @file_vars = ( "database", "certificate", "serial", "crlnumber",
+		  "crl", "private_key", "RANDFILE" );
+while(<STDIN>) {
+    chomp;
+    foreach my $d (@directory_vars) {
+	if (/^(\s*\#?\s*${d}\s*=\s*)\.\/([^\s\#]*)([\s\#].*)$/) {
+	    $_ = "$1sys\\\$disk:\[.$2$3";
+	} elsif (/^(\s*\#?\s*${d}\s*=\s*)(\w[^\s\#]*)([\s\#].*)$/) {
+	    $_ = "$1sys\\\$disk:\[.$2$3";
+	}
+	s/^(\s*\#?\s*${d}\s*=\s*\$\w+)\/([^\s\#]*)([\s\#].*)$/$1.$2\]$3/;
+	while(/^(\s*\#?\s*${d}\s*=\s*(\$\w+\.|sys\\\$disk:\[\.)[\w\.]+)\/([^\]]*)\](.*)$/) {
+	    $_ = "$1.$3]$4";
+	}
+    }
+    foreach my $f (@file_vars) {
+	s/^(\s*\#?\s*${f}\s*=\s*)\.\/(.*)$/$1sys\\\$disk:\[\/$2/;
+	while(/^(\s*\#?\s*${f}\s*=\s*(\$\w+|sys\\\$disk:\[)[^\/]*)\/(\w+\/[^\s\#]*)([\s\#].*)$/) {
+	    $_ = "$1.$3$4";
+	}
+	if (/^(\s*\#?\s*${f}\s*=\s*(\$\w+|sys\\\$disk:\[)[^\/]*)\/(\w+)([\s\#].*)$/) {
+	    $_ = "$1]$3.$4";
+	} elsif  (/^(\s*\#?\s*${f}\s*=\s*(\$\w+|sys\\\$disk:\[)[^\/]*)\/([^\s\#]*)([\s\#].*)$/) {
+	    $_ = "$1]$3$4";
+	}
+   }
+    print $_,"\n";
+}