[Homebrew/homebrew-cask] openssl path installed by brew is not valid (#85665)

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Domain: IP info github.com
MX-server: IP info out-15.smtp.github.com
Size: 22459 Bytes
Create: 2020-07-10
Update: 2020-07-13
Score: 0
Safe: Yes

Outbound domains: github.com |

General troubleshooting steps

  • I understand that if I ignore these instructions, my issue may be closed without review.
  • I have retried my command with --force.
  • I ran brew update-reset && brew update and retried my command.
  • I ran brew doctor, fixed as many issues as possible and retried my command.
  • I have checked the instructions for reporting bugs.
  • I made doubly sure this is not a checksum does not match error.

Description of issue

When trying to install openssl@1.1, then run ls $(brew --prefix openssl@1.1), it just outputs the path (/usr/local/opt/openssl@1.1@) instead of what should be the contents of that directory. I believe this is causing issues with the symlink which I need in order to run erlang with asdf.

Note: I thought this should be a bug filed with brew itself but it's not reproducible on my coworkers' machines as far as I know so I ended up here. Please let me know if I should file this issue elsewhere.

Command that failed

brew install openssl@1.1

Output of command with --force --verbose --debug

$ brew install openssl@1.1 --force --verbose --debug
Updating Homebrew...
==> Downloading https://homebrew.bintray.com/bottles/openssl%401.1-1.1.1g.catalina.bottle.tar.gz
/usr/bin/curl --disable --globoff --show-error --user-agent Homebrew/2.4.5\ \(Macintosh\;\ Intel\ Mac\ OS\ X\ 10.15.3\)\ curl/7.64.1 --retry 3 --location --silent --head --request GET https://homebrew.bintray.com/bottles/openssl\%401.1-1.1.1g.catalina.bottle.tar.gz
Already downloaded: /Users/abrooks/Library/Caches/Homebrew/downloads/d6b7a6d80c588c89e79f350ce3e05c95d31d804291cc120efcbb6c9478607a41--openssl@1.1-1.1.1g.catalina.bottle.tar.gz
==> Verifying d6b7a6d80c588c89e79f350ce3e05c95d31d804291cc120efcbb6c9478607a41--openssl@1.1-1.1.1g.catalina.bottle.tar.gz checksum
==> Pouring openssl@1.1-1.1.1g.catalina.bottle.tar.gz
tar xof /Users/abrooks/Library/Caches/Homebrew/downloads/d6b7a6d80c588c89e79f350ce3e05c95d31d804291cc120efcbb6c9478607a41--openssl@1.1-1.1.1g.catalina.bottle.tar.gz -C /var/folders/v1/5pdt0mb94sqd77xrp94p219m0000gn/T/d20200709-43644-n1sfpp
cp -pR /var/folders/v1/5pdt0mb94sqd77xrp94p219m0000gn/T/d20200709-43644-n1sfpp/openssl@1.1/. /usr/local/Cellar/openssl@1.1
chmod -Rf +w /var/folders/v1/5pdt0mb94sqd77xrp94p219m0000gn/T/d20200709-43644-n1sfpp
==> Changing install name in /usr/local/Cellar/openssl@1.1/1.1.1g/bin/openssl
  from @@HOMEBREW_CELLAR@@/openssl@1.1/1.1.1g/lib/libssl.1.1.dylib
    to /usr/local/Cellar/openssl@1.1/1.1.1g/lib/libssl.1.1.dylib
==> Changing install name in /usr/local/Cellar/openssl@1.1/1.1.1g/bin/openssl
  from @@HOMEBREW_CELLAR@@/openssl@1.1/1.1.1g/lib/libcrypto.1.1.dylib
    to /usr/local/Cellar/openssl@1.1/1.1.1g/lib/libcrypto.1.1.dylib
==> Changing install name in /usr/local/Cellar/openssl@1.1/1.1.1g/lib/engines-1.1/capi.dylib
  from @@HOMEBREW_CELLAR@@/openssl@1.1/1.1.1g/lib/libcrypto.1.1.dylib
    to /usr/local/Cellar/openssl@1.1/1.1.1g/lib/libcrypto.1.1.dylib
==> Changing install name in /usr/local/Cellar/openssl@1.1/1.1.1g/lib/engines-1.1/padlock.dylib
  from @@HOMEBREW_CELLAR@@/openssl@1.1/1.1.1g/lib/libcrypto.1.1.dylib
    to /usr/local/Cellar/openssl@1.1/1.1.1g/lib/libcrypto.1.1.dylib
==> Changing dylib ID of /usr/local/Cellar/openssl@1.1/1.1.1g/lib/libcrypto.1.1.dylib
  from @@HOMEBREW_PREFIX@@/opt/openssl@1.1/lib/libcrypto.1.1.dylib
    to /usr/local/opt/openssl@1.1/lib/libcrypto.1.1.dylib
==> Changing dylib ID of /usr/local/Cellar/openssl@1.1/1.1.1g/lib/libssl.1.1.dylib
  from @@HOMEBREW_PREFIX@@/opt/openssl@1.1/lib/libssl.1.1.dylib
    to /usr/local/opt/openssl@1.1/lib/libssl.1.1.dylib
==> Changing install name in /usr/local/Cellar/openssl@1.1/1.1.1g/lib/libssl.1.1.dylib
  from @@HOMEBREW_CELLAR@@/openssl@1.1/1.1.1g/lib/libcrypto.1.1.dylib
    to /usr/local/Cellar/openssl@1.1/1.1.1g/lib/libcrypto.1.1.dylib
==> Finishing up
/usr/bin/sandbox-exec -f /private/tmp/homebrew20200709-44364-153ov1r.sb nice ruby -W0 -I $LOAD_PATH -- /usr/local/Homebrew/Library/Homebrew/postinstall.rb /usr/local/Homebrew/Library/Taps/homebrew/homebrew-core/Formula/openssl@1.1.rb
==> Caveats
A CA file has been bootstrapped using certificates from the system
keychain. To add additional certificates, place .pem files in
  /usr/local/etc/openssl@1.1/certs

and run
  /usr/local/opt/openssl@1.1/bin/c_rehash

openssl@1.1 is keg-only, which means it was not symlinked into /usr/local,
because macOS provides LibreSSL.

If you need to have openssl@1.1 first in your PATH run:
  echo 'export PATH="/usr/local/opt/openssl@1.1/bin:$PATH"' >> ~/.zshrc

For compilers to find openssl@1.1 you may need to set:
  export LDFLAGS="-L/usr/local/opt/openssl@1.1/lib"
  export CPPFLAGS="-I/usr/local/opt/openssl@1.1/include"

For pkg-config to find openssl@1.1 you may need to set:
  export PKG_CONFIG_PATH="/usr/local/opt/openssl@1.1/lib/pkgconfig"

==> Summary
🍺  /usr/local/Cellar/openssl@1.1/1.1.1g: 8,059 files, 18MB
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Output of brew cask doctor

$ brew cask doctor
==> Homebrew Version
2.4.5
==> macOS
10.15.3
==> SIP
Enabled
==> Java
9.0.1, 1.8.0_191
==> xattr issues
Traceback (most recent call last):
  File "/usr/bin/xattr", line 8, in <module>
    from pkg_resources import load_entry_point
  File "/System/Library/Frameworks/Python.framework/Versions/2.7/Extras/lib/python/pkg_resources/__init__.py", line 3241, in <module>
    @_call_aside
  File "/System/Library/Frameworks/Python.framework/Versions/2.7/Extras/lib/python/pkg_resources/__init__.py", line 3225, in _call_aside
    f(*args, **kwargs)
  File "/System/Library/Frameworks/Python.framework/Versions/2.7/Extras/lib/python/pkg_resources/__init__.py", line 3254, in _initialize_master_working_set
    working_set = WorkingSet._build_master()
  File "/System/Library/Frameworks/Python.framework/Versions/2.7/Extras/lib/python/pkg_resources/__init__.py", line 574, in _build_master
    ws = cls()
  File "/System/Library/Frameworks/Python.framework/Versions/2.7/Extras/lib/python/pkg_resources/__init__.py", line 567, in __init__
    self.add_entry(entry)
  File "/System/Library/Frameworks/Python.framework/Versions/2.7/Extras/lib/python/pkg_resources/__init__.py", line 623, in add_entry
    for dist in find_distributions(entry, True):
  File "/System/Library/Frameworks/Python.framework/Versions/2.7/Extras/lib/python/pkg_resources/__init__.py", line 2056, in find_on_path
    for dist in factory(fullpath):
  File "/System/Library/Frameworks/Python.framework/Versions/2.7/Extras/lib/python/pkg_resources/__init__.py", line 2118, in distributions_from_metadata
    if len(os.listdir(path)) == 0:
OSError: [Errno 13] Permission denied: '/Library/Python/2.7/site-packages/urllib3-1.22.dist-info'
==> Gatekeeper support
==> Homebrew Cask Install Location
<NONE>
==> Homebrew Cask Staging Location
/usr/local/Caskroom
==> Homebrew Cask Taps:
/usr/local/Homebrew/Library/Taps/homebrew/homebrew-cask (3607 casks)
==> Contents of $LOAD_PATH
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/ruby-macho-2.2.0/lib
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/rubocop-rspec-1.41.0/lib
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/rubocop-performance-1.7.0/lib
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/rexml-3.2.4/lib
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/plist-3.5.0/lib
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/mechanize-2.7.6/lib
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/activesupport-6.0.3.2/lib
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/zeitwerk-2.3.1/lib
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/tzinfo-1.2.7/lib
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/thread_safe-0.3.6/lib
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/i18n-1.8.3/lib
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/concurrent-ruby-1.1.6/lib/concurrent-ruby
/Library/Ruby/Site/2.6.0
/Library/Ruby/Site/2.6.0/universal-darwin19
/Library/Ruby/Site
/System/Library/Frameworks/Ruby.framework/Versions/2.6/usr/lib/ruby/vendor_ruby/2.6.0
/System/Library/Frameworks/Ruby.framework/Versions/2.6/usr/lib/ruby/vendor_ruby/2.6.0/universal-darwin19
/System/Library/Frameworks/Ruby.framework/Versions/2.6/usr/lib/ruby/vendor_ruby
/System/Library/Frameworks/Ruby.framework/Versions/2.6/usr/lib/ruby/2.6.0
/System/Library/Frameworks/Ruby.framework/Versions/2.6/usr/lib/ruby/2.6.0/universal-darwin19
/usr/local/Homebrew/Library/Homebrew
==> Environment Variables
LC_ALL="en_US.UTF-8"
PATH="/usr/local/Homebrew/Library/Homebrew/shims/scm:/usr/bin:/bin:/usr/sbin:/sbin"
SHELL="/bin/zsh"
Cask's Doctor Checkup: failed
 - unknown xattr error: OSError: [Errno 13] Permission denied: '/Library/Python/2.7/site-packages/urllib3-1.22.dist-info'
 - There's not a working version of xattr.
Error: There are some problems with your setup.

Output of brew tap

$ brew tap
github/gh
homebrew/cask
homebrew/core
homebrew/services
rbenv/tap


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