OSX El Capitan 10.11.2
Using Homebrew LLVM v3.5.1 (formula homebrew/versions/llvm35)
[2015-12-27 17:41:30] Checking for header 'openssl/ssl.h':
[2015-12-27 17:41:30] ---
#include <stdio.h>
#include <openssl/ssl.h>
int main() {return 0;}
---
[2015-12-27 17:41:30] clang++ -S -o - -x c++ -fPIC -D_DARWIN_USE_64_BIT_INODE /var/folders/zj/nbyln6t97_37bbcv08p18p_00000gp/T/rbx-test20151227-19056-1e1v4wp >>/Users/rod/code/rubinius/configure.log 2>&1
/var/folders/zj/nbyln6t97_37bbcv08p18p_00000gp/T/rbx-test20151227-19056-1e1v4wp:2:10: fatal error: 'openssl/ssl.h' file not found
#include <openssl/ssl.h>
^
1 error generated.
[2015-12-27 17:41:30] not found
[2015-12-27 17:41:30]*** ERROR openssl/ssl.h is required