passenger-install-apache2-module fails with OpenSSL development headers not found on OSX El Capitan #1630

Fallen-Zen-zz · 2015-10-05T18:08:56Z

After upgrading to El Capitan I'm unable to install the Apache module by running passenger-install-apache2-module.

I'm getting this error:
* Checking for OpenSSL development headers... Found: no

There's for sure a default installation of OpenSSL on the system, also tried installing the latest one (OpenSSL 1.0.2d 9 Jul 2015) to /opt/local/bin/openssl but that did not help at all. Still the same problem.

How can I point to the correct path?

The text was updated successfully, but these errors were encountered:

FooBarWidget · 2015-10-05T21:43:40Z

Can you re-run the installer with the environment variable VERBOSE=1 and tell me what you see?

Fallen-Zen-zz · 2015-10-06T18:29:29Z

Here you go:

`* Checking for OpenSSL development headers...
       -> Checking for openssl/ssl.h
          Running: cc -v -c '/var/folders/6m/b07y8np14m98dzr7q5t5mw8h0000gn/T/passenger.59hzdd/passenger-compile-check.c' -o '/var/folders/6m/b07y8np14m98dzr7q5t5mw8h0000gn/T/passenger.59hzdd/passenger-compile-check.c.o'
          Source file contains:
          -------------------------
          #include <openssl/ssl.h>
          -------------------------
       -> Output:
          -------------------------
          Apple LLVM version 7.0.0 (clang-700.0.72)
          Target: x86_64-apple-darwin15.0.0
          Thread model: posix
           "/Applications/Xcode.app/Contents/Developer/Toolchains/XcodeDefault.xctoolchain/usr/bin/clang" -cc1 -triple x86_64-apple-macosx10.11.0 -Wdeprecated-objc-isa-usage -Werror=deprecated-objc-isa-usage -emit-obj -mrelax-all -disable-free -disable-llvm-verifier -main-file-name passenger-compile-check.c -mrelocation-model pic -pic-level 2 -mthread-model posix -mdisable-fp-elim -masm-verbose -munwind-tables -target-cpu core2 -target-linker-version 253.2 -v -dwarf-column-info -coverage-file /var/folders/6m/b07y8np14m98dzr7q5t5mw8h0000gn/T/passenger.59hzdd/passenger-compile-check.c.o -resource-dir /Applications/Xcode.app/Contents/Developer/Toolchains/XcodeDefault.xctoolchain/usr/bin/../lib/clang/7.0.0 -fdebug-compilation-dir /Library/Ruby/Gems/2.0.0/gems/passenger-5.0.20 -ferror-limit 19 -fmessage-length 0 -stack-protector 1 -mstackrealign -fblocks -fobjc-runtime=macosx-10.11.0 -fencode-extended-block-signature -fmax-type-align=16 -fdiagnostics-show-option -o /var/folders/6m/b07y8np14m98dzr7q5t5mw8h0000gn/T/passenger.59hzdd/passenger-compile-check.c.o -x c /var/folders/6m/b07y8np14m98dzr7q5t5mw8h0000gn/T/passenger.59hzdd/passenger-compile-check.c
          clang -cc1 version 7.0.0 based upon LLVM 3.7.0svn default target x86_64-apple-darwin15.0.0
          ignoring nonexistent directory "/usr/local/include"
          #include "..." search starts here:
          #include <...> search starts here:
           /Applications/Xcode.app/Contents/Developer/Toolchains/XcodeDefault.xctoolchain/usr/bin/../lib/clang/7.0.0/include
           /Applications/Xcode.app/Contents/Developer/Toolchains/XcodeDefault.xctoolchain/usr/include
           /usr/include
           /System/Library/Frameworks (framework directory)
           /Library/Frameworks (framework directory)
          End of search list.
          /var/folders/6m/b07y8np14m98dzr7q5t5mw8h0000gn/T/passenger.59hzdd/passenger-compile-check.c:2:20: fatal error: 'openssl/ssl.h' file not found
                    #include <openssl/ssl.h>
                             ^
          1 error generated.

          -------------------------
       -> Check failed with exit status 1
      Found: no`

Also here's the output for locating ssl.h header:

`/Applications/Server.app/Contents/ServerRoot/usr/share/postgresql/html/libpq-ssl.html
/Applications/Xcode.app/Contents/Developer/Platforms/MacOSX.platform/Developer/SDKs/MacOSX10.11.sdk/usr/include/apache2/mod_ssl.h
/Applications/Xcode.app/Contents/Developer/Toolchains/XcodeDefault.xctoolchain/usr/lib/swift-migrator/sdk/MacOSX.sdk/usr/include/apache2/mod_ssl.h
/Applications/Xcode.app/Contents/Developer/Toolchains/XcodeDefault.xctoolchain/usr/lib/swift-migrator/sdk/MacOSX.sdk/usr/include/openssl/kssl.h
/Applications/Xcode.app/Contents/Developer/Toolchains/XcodeDefault.xctoolchain/usr/lib/swift-migrator/sdk/MacOSX.sdk/usr/include/openssl/ssl.h
/Library/WebServer/share/httpd/manual/mod/mod_nw_ssl.html
/Library/WebServer/share/httpd/manual/mod/mod_nw_ssl.html.en
/Library/WebServer/share/httpd/manual/mod/mod_nw_ssl.html.fr
/Library/WebServer/share/httpd/manual/mod/mod_ssl.html
/Library/WebServer/share/httpd/manual/mod/mod_ssl.html.en
/Library/WebServer/share/httpd/manual/mod/mod_ssl.html.en.orig
/Library/WebServer/share/httpd/manual/mod/mod_ssl.html.fr
/opt/local/include/boost/asio/ssl.hpp
/opt/local/include/openssl/kssl.h
/opt/local/include/openssl/ssl.h
/opt/local/share/doc/boost/doc/html/boost_asio/overview/ssl.html
/opt/local/share/doc/boost/doc/html/boost_asio/reference/ssl__stream__impl_struct/ssl.html
/usr/include/apache2/mod_ssl.h`

FooBarWidget · 2015-10-06T19:05:00Z

It looks like El Cptain no longer includes OpenSSL headers?

Can you try reinstalling the developer tools? Previous OS X upgrades broke development headers, which was fixed by reinstalling developer tools.

If that doesn't help, can you run the installer with these environment variables?

EXTRA_CFLAGS="-I/opt/local/include"
EXTRA_CXXFLAGS="-I/opt/local/include"
EXTRA_LDFLAGS="-L/opt/local/lib"

Fallen-Zen-zz · 2015-10-06T19:30:19Z

Environment variables seemed to help, thanks! Also on Mac OS X Server the apache config file is under: /Library/Server/Web/Config/apache2/.

FooBarWidget · 2015-10-06T19:40:14Z

So reinstalling the developer tools did not help?

Fallen-Zen-zz · 2015-10-06T21:09:02Z

Yes.

zhimin · 2015-10-08T00:17:16Z

I am having the same issue with Passenger Nginx installer after upgrading to Mac OS X El Capitan.

gremz · 2015-10-09T20:52:03Z

@Fallen-Zen are the environment variables all you set before running passenger-install-apache2-module again? I am having the same issue

Fallen-Zen-zz · 2015-10-09T20:56:40Z

@gremz I've also had to install OpenSSL from source.

gremz · 2015-10-09T21:20:45Z

@Fallen-Zen I've built OpenSSL 1.1.0-dev from source and linked to bin. Should I be looking elsewhere?

PeterMozesMerl · 2015-10-12T09:22:45Z

Setting the EXTRA_XXXLAGS makes the apache2-module compile.

System: Mac OS X El Capitan, Macports, RVM.

joebrislin · 2015-10-12T17:12:15Z

For those that use homebrew, you can simply install openssl using homebrew.

brew install openssl

Make sure that you have updated XCode and agreed to the license and then run

xcode-select --install

Then you can simply run the following with the included environment variables

export EXTRA_CFLAGS=-I/usr/local/opt/openssl/include && export EXTRA_CXXFLAGS=-I/usr/local/opt/openssl/include & export EXTRA_LDFLAGS=-L/usr/local/opt/openssl/lib & passenger-install-apache2-module

b-mandelbrot · 2015-10-12T21:30:20Z

brew install openssl
brew link openssl --force

zhimin · 2015-10-12T22:32:36Z

brew link openssl --force does not work for me (passenger-install-nginx).

Undefined symbols for architecture x86_64:
  "_SSL_CTX_set_alpn_select_cb", referenced from:
      _ngx_http_ssl_merge_srv_conf in ngx_http_ssl_module.o
  "_SSL_CTX_set_next_protos_advertised_cb", referenced from:
      _ngx_http_ssl_merge_srv_conf in ngx_http_ssl_module.o
  "_SSL_select_next_proto", referenced from:
      _ngx_http_ssl_alpn_select in ngx_http_ssl_module.o
  "_X509_check_host", referenced from:
      _ngx_ssl_check_host in ngx_event_openssl.o
ld: symbol(s) not found for architecture x86_64
clang: error: linker command failed with exit code 1 (use -v to see invocation)
make[1]: *** [objs/nginx] Error 1

FooBarWidget · 2015-10-12T22:45:04Z

What if you run passenger-install-nginx-module with --extra-configure-flags=--with-openssl=/usr/local/opt/openssl ?

zhimin · 2015-10-13T00:00:26Z

Still no luck, the commands below:

export EXTRA_CFLAGS=-I/usr/local/opt/openssl/include && export EXTRA_CXXFLAGS=-I/usr/local/opt/openssl/include && export EXTRA_LDFLAGS=-L/usr/local/opt/openssl/lib
passenger-install-nginx-module --extra-configure-flags=--with-openssl=/usr/local/opt/openssl

Configuration summary
  + using system PCRE library
  + using OpenSSL library: /usr/local/opt/openssl
  + md5: using OpenSSL library
  + sha1: using OpenSSL library
  + using system zlib library

  nginx path prefix: "/opt/nginx-1.8.0.2"
  nginx binary file: "/opt/nginx-1.8.0.2/sbin/nginx"
  nginx configuration prefix: "/opt/nginx-1.8.0.2/conf"
  nginx configuration file: "/opt/nginx-1.8.0.2/conf/nginx.conf"
  nginx pid file: "/opt/nginx-1.8.0.2/logs/nginx.pid"
  nginx error log file: "/opt/nginx-1.8.0.2/logs/error.log"
  nginx http access log file: "/opt/nginx-1.8.0.2/logs/access.log"
  nginx http client request body temporary files: "client_body_temp"
  nginx http proxy temporary files: "proxy_temp"
  nginx http fastcgi temporary files: "fastcgi_temp"
  nginx http uwsgi temporary files: "uwsgi_temp"
  nginx http scgi temporary files: "scgi_temp"

# make
/Applications/Xcode.app/Contents/Developer/usr/bin/make -f objs/Makefile
cd /usr/local/opt/openssl \
    && if [ -f Makefile ]; then /Applications/Xcode.app/Contents/Developer/usr/bin/make clean; fi \
    && ./config --prefix=/usr/local/opt/openssl/.openssl no-shared  \
    && /Applications/Xcode.app/Contents/Developer/usr/bin/make \
    && /Applications/Xcode.app/Contents/Developer/usr/bin/make install LIBDIR=lib
/bin/sh: ./config: No such file or directory
make[1]: *** [/usr/local/opt/openssl/.openssl/include/openssl/ssl.h] Error 127
make: *** [build] Error 2

PeterMozesMerl · 2015-10-13T11:42:32Z

What framework are you using Passenger for?

openssl is installed by Macports as a dependency for RVM/Ruby. On my machine the following packages depend on it:

serf1 @1.3.4_0
postgresql94 @9.4.4_0
qt5-mac @5.4.2_1
apache2 @2.2.31_0+preforkmpm
python27 @2.7.10_3
kerberos5 @1.13.2_1
cyrus-sasl2 @2.1.26_4+kerberos
p5.16-net-ssleay @1.710.0_0
libevent @2.0.22_1
nodejs @0.12.7_0+python27+ssl
openvpn2 @2.3.4_0
curl @7.45.0_0+ssl
git @2.6.1_0+credential_osxkeychain+doc+pcre+perl5_16+python27

And probably by Ruby too. The RVM dependencies are not on this list.

This covers ruby, python and nodejs. I’m wondering how you can have openssl not installed if you are working with Passenger.

Closes GH-1630.

FooBarWidget · 2015-10-19T19:02:00Z

I think I have fixed this problem in the GH-1630 branch. Passenger will automatically use the OpenSSL installation from Homebrew.

I am not able to upgrade to El Capitain; the El Capitan installer keeps crashing on me. So can anybody verify this for me?

zhimin · 2015-10-19T20:54:02Z

Yes, I could install Passenger-Nginx on my El Capitan with GH-1630 branch. Thanks!

jensb · 2015-10-22T19:57:03Z

Seems to work for Macports OpenSSL on El Capitan too.

PikachuEXE · 2015-10-26T01:47:30Z

Can this be backported to 4.0.*?

derakoola · 2016-10-13T13:04:06Z

install port: https://guide.macports.org/
install or upgrade openssl package: sudo port install openssl or sudo port upgrade openssl
that's it.

knasim · 2016-12-14T20:11:00Z

i having the same issue on macOS (Sierra)
I compiling NGIN from source and install a 3rd party module

./configure --prefix=/Users/managerd/git/nginx-src/nginx-1.9.13 --with-pcre=/Users/managerd/git/pcre/pcre-8.39 --with-zlib=/Users/managerd/git/zlib/zlib-1.2.8 --with-http_ssl_module --with-openssl=./

/bin/sh: ./config: No such file or directory
make[1]: *** [.openssl/include/openssl/ssl.h] Error 127

OnixGH · 2016-12-14T21:14:14Z

@knasim check the path you are passing to --with-openssl, doesn't look like the same issue.

Please post to our Community support forum for further help, the original issue is solved and closed.

knasim · 2016-12-14T21:26:03Z

@OnixGH - it doesn't seem to matter what path you pass to it .
For example you give it: --with-openssl=/tmp/foo/openssl
after you run make it craps out with an invalid path to the SSL headers.
i.e. /tmp/foo/openssl./.openssl/include/openssl/ssl.h

sharkzp · 2016-12-14T23:30:30Z

Same issue as @knasim on OSX Sierra.

CamJN · 2016-12-15T15:28:23Z

@sharkzp @knasim please use https://groups.google.com/forum/#!topic/phusion-passenger/feL69qGWFXg for further discussion.

sharkzp · 2016-12-15T15:52:49Z

@CamJN thank you but I was able to figure out the problem.
First is the issue with internal package which is resolved by adding this to ./configure

--with-cc-opt="-I/usr/local/opt/openssl/include" \
--with-ld-opt="-L/usr/local/opt/openssl/lib"

Another one is disabling csrutil for some reason after update it was enabled for me again. But of course I wouldn't recommend anyone to do that if they don't know what they are doing.

knasim · 2016-12-15T16:59:56Z

@sharkzp can you paste your full command here .

update: resolved it on my end. you have to supply the path to the openssl source code.
otherwise when building nginx from source it will continually crap put if you just put it to openssl binaries folder.

moeabdol · 2017-06-26T10:37:46Z

Try
xcode-select --install
To install xcode commandline utilities.

knasim · 2017-06-26T17:43:02Z

you should rely on the default system SSL version - compiling you're own version can cause deployment issues with SSL incompatibilities.

daaang - someone need to close this thread .

moritzmair · 2021-01-23T21:13:26Z

Amazingly I came across this issue in 2021 still.
I checked where passenger was looking for open ssl by passing the VERBOSE = 1 option
after that I linked openssl to one of the folders listed:
sudo ln -s /opt/homebrew/opt/openssl@1.1/include/openssl /opt/local/include/openssl

igordelorenzi · 2023-02-19T01:35:49Z

On Debian 11, I solved with the following env vars:

export EXTRA_CFLAGS=-I/usr/local/src/openssl-1.1.1c/include && \
export EXTRA_CXXFLAGS=-I/usr/local/src/openssl-1.1.1c/include && \
export EXTRA_LDFLAGS=-L/usr/local/src/openssl-1.1.1c && \
passenger-install-apache2-module

FooBarWidget added this to the 5.0.21 milestone Oct 13, 2015

FooBarWidget added the Priority/High label Oct 13, 2015

FooBarWidget changed the title ~~Installing Apache module on Mac OS X El Capitan (fails to find OpenSSL)~~ OpenSSL problems on OS X El Captain Oct 13, 2015

FooBarWidget self-assigned this Oct 13, 2015

phedinkus mentioned this issue Oct 19, 2015

Upgrade to El Capitan and passenger won't start #1644

Closed

FooBarWidget added a commit that referenced this issue Oct 19, 2015

Autodetect Homebrew OpenSSL on OS X 10.11 El Capitan

c843757

Closes GH-1630.

FooBarWidget added the NeedsFeedback label Oct 19, 2015

FooBarWidget closed this as completed Oct 19, 2015

pdso mentioned this issue Oct 20, 2015

Checking for OpenSSL development headers... #1645

Closed

mattbk mentioned this issue Sep 24, 2016

openssl fails during make clean env OS X 11.6 (El Capitan) gratipay/gratipay.com#4131

Closed

FooBarWidget added the SupportCentral label Oct 13, 2016

OnixGH removed the SupportCentral label Oct 13, 2016

FooBarWidget added the SupportCentral label Dec 14, 2016

OnixGH changed the title ~~OpenSSL problems on OS X El Captain~~ passenger-install-apache2-module fails with OpenSSL development headers not found on OSX El Capitan Dec 14, 2016

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passenger-install-apache2-module fails with OpenSSL development headers not found on OSX El Capitan #1630

passenger-install-apache2-module fails with OpenSSL development headers not found on OSX El Capitan #1630

Fallen-Zen-zz commented Oct 5, 2015

FooBarWidget commented Oct 5, 2015

Fallen-Zen-zz commented Oct 6, 2015

FooBarWidget commented Oct 6, 2015

Fallen-Zen-zz commented Oct 6, 2015

FooBarWidget commented Oct 6, 2015

Fallen-Zen-zz commented Oct 6, 2015

zhimin commented Oct 8, 2015

gremz commented Oct 9, 2015

Fallen-Zen-zz commented Oct 9, 2015

gremz commented Oct 9, 2015

PeterMozesMerl commented Oct 12, 2015

joebrislin commented Oct 12, 2015

b-mandelbrot commented Oct 12, 2015

zhimin commented Oct 12, 2015

FooBarWidget commented Oct 12, 2015

zhimin commented Oct 13, 2015

PeterMozesMerl commented Oct 13, 2015

FooBarWidget commented Oct 19, 2015

zhimin commented Oct 19, 2015

jensb commented Oct 22, 2015

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derakoola commented Oct 13, 2016

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passenger-install-apache2-module fails with OpenSSL development headers not found on OSX El Capitan #1630

passenger-install-apache2-module fails with OpenSSL development headers not found on OSX El Capitan #1630

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