Alright -- having a bad couple days here compiling Apache 2.2.21 on CentOS 5.7 with the following configure commands:

./configure --enable-ssl=shared --with-ssl=/usr/local/openssl

I've compiled from source OpenSSL 1.0.0e from source:

./config --prefix=/usr/local --openssldir=/usr/local/openssl shared zlib-dynamic

I attempt to start Apache and it returns:

httpd: Syntax error on line 54 of /usr/local/apache2/conf/httpd.conf: Cannot load /usr/local/apache2/modules/mod_ssl.so into server: /usr/local/apache2/modules/mod_ssl.so: undefined symbol: SSL_get_servername

If I look at how the libraries are linked, this is what I get:

[root@web1 modules]# ldd mod_ssl.so libssl.so.6 => /lib64/libssl.so.6 (0x00002aaaaace4000) libcrypto.so.6 => /lib64/libcrypto.so.6 (0x00002aaaaaf30000) libdl.so.2 => /lib64/libdl.so.2 (0x00002aaaab281000) libz.so.1 => /lib64/libz.so.1 (0x00002aaaab486000) libpthread.so.0 => /lib64/libpthread.so.0 (0x00002aaaab69a000) libc.so.6 => /lib64/libc.so.6 (0x00002aaaab8b5000) libgssapi_krb5.so.2 => /usr/lib64/libgssapi_krb5.so.2 (0x00002aaaabc0e000) libkrb5.so.3 => /usr/lib64/libkrb5.so.3 (0x00002aaaabe3c000) libcom_err.so.2 => /lib64/libcom_err.so.2 (0x00002aaaac0d1000) libk5crypto.so.3 => /usr/lib64/libk5crypto.so.3 (0x00002aaaac2d4000) /lib64/ld-linux-x86-64.so.2 (0x0000555555554000) libkrb5support.so.0 => /usr/lib64/libkrb5support.so.0 (0x00002aaaac4f9000) libkeyutils.so.1 => /lib64/libkeyutils.so.1 (0x00002aaaac702000) libresolv.so.2 => /lib64/libresolv.so.2 (0x00002aaaac904000) libselinux.so.1 => /lib64/libselinux.so.1 (0x00002aaaacb19000) libsepol.so.1 => /lib64/libsepol.so.1 (0x00002aaaacd32000)

Basically, I've tired compiling from source OpenSSL (both 0.9.8r and 1e), having yum reinstall from the repos, done a make clean and remade both OpenSSL and Apache numerous times -- but I can't get it to compile into the apache base or dynamically as a shared object file.

What am I doing wrong here?

Update 1:

After doing a make clean and make distclean, I've reconfigured with the same parameters as above without any effect.

The config.log is at Pastebin.

Update 2:

Modifying the LD_LIBRARY_PATH had no effect on the lib-deps of mod_ssl.so.

UPDATE 3:

I've compiled and recompiled many times, and verified with ldconfig that the OpenSSL libs dir is in my path, and included in ld.so.conf. Still cannot get httpd/mod_ssl to load the library at runtime.