How Do I Change Ownership of Directories and then Make Them Writable

[Ermiasmarino]

I am trying to install Youtube-dl using Homebrew, but after passing the command brew install youtube-dl on the terminal, I am getting the following error:

Error: The following directories are not writable by your user:
/usr/local/lib/python3.7/site-packages
You should change the ownership of these directories to your user.
sudo chown -R $(whoami) /usr/local/lib/python3.7/site-packages
And make sure that your user has write permission.
chmod u+w /usr/local/lib/python3.7/site-packages

I have researched a lot, but I have not been successful. How do I solve this problem? Thanks.

[carlocab]

What happened when you tried running

sudo chown -R $(whoami) /usr/local/lib/python3.7/site-packages
chmod u+w /usr/local/lib/python3.7/site-packages

?

[Ermiasmarino]

I get "Operation not permitted" error messages.

[carlocab]

Can you paste the exact output of each of those two commands here?

Then, please paste the exact output of

ls -la /usr/local/lib/python3.7
ls -la /usr/local/lib/python3.7/site-packages

[Ermiasmarino]

The output for "sudo chown -R $(whoami) /usr/local/lib/python3.7/site-packages" is:

Last login: Sat Feb 13 19:07:50 on ttys000
Ermiass-MacBook-Pro:~ ermmy$ sudo chown -R $(whoami) /usr/local/lib/python3.7/site-packages
Password:
chown: /usr/local/lib/python3.7/site-packages/easy_install.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/setuptools-41.6.0-py3.7.egg-info/PKG-INFO: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/setuptools-41.6.0-py3.7.egg-info/zip-safe: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/setuptools-41.6.0-py3.7.egg-info/SOURCES.txt: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/setuptools-41.6.0-py3.7.egg-info/entry_points.txt: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/setuptools-41.6.0-py3.7.egg-info/requires.txt: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/setuptools-41.6.0-py3.7.egg-info/top_level.txt: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/setuptools-41.6.0-py3.7.egg-info/dependency_links.txt: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/setuptools-41.6.0-py3.7.egg-info: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/metadata.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/util.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/init.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/pycache/wheelfile.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/pycache/util.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/pycache/bdist_wheel.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/pycache/main.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/pycache/pep425tags.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/pycache/pkginfo.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/pycache/metadata.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/pycache/init.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/pycache: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/cli/pack.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/cli/convert.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/cli/init.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/cli/pycache/convert.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/cli/pycache/pack.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/cli/pycache/unpack.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/cli/pycache/init.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/cli/pycache: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/cli/unpack.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/cli: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/pkginfo.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/bdist_wheel.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/pep425tags.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/wheelfile.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel/main.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pycache/sitecustomize.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pycache/easy_install.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pycache: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/sitecustomize.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel-0.33.6-py3.7.egg-info/PKG-INFO: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel-0.33.6-py3.7.egg-info/not-zip-safe: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel-0.33.6-py3.7.egg-info/SOURCES.txt: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel-0.33.6-py3.7.egg-info/entry_points.txt: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel-0.33.6-py3.7.egg-info/requires.txt: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel-0.33.6-py3.7.egg-info/top_level.txt: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel-0.33.6-py3.7.egg-info/dependency_links.txt: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/wheel-0.33.6-py3.7.egg-info: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/configuration.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/pyproject.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/index.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/download.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/network/auth.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/network/xmlrpc.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/network/session.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/network/cache.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/network/init.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/network/pycache/xmlrpc.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/network/pycache/cache.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/network/pycache/auth.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/network/pycache/session.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/network/pycache/init.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/network/pycache: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/network: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/collector.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/cache.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/init.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/logging.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/misc.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/compat.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/encoding.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/models.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/deprecation.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/ui.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/subprocess.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/filesystem.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/init.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/appdirs.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/filetypes.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/logging.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/marker_files.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/deprecation.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/inject_securetransport.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/filesystem.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/glibc.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/models.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/compat.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/hashes.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/encoding.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/subprocess.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/typing.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/packaging.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/temp_dir.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/ui.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/setuptools_build.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/unpacking.cpython-37.pyc: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache/urls.cpython-37.pyc: Operation not permitted
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chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/pycache: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/temp_dir.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/appdirs.py: Operation not permitted
chown: /usr/local/lib/python3.7/site-packages/pip/_internal/utils/inject_securetransport.py: Operation not permitted
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Ermiass-MacBook-Pro:~ ermmy$

The output for "chmod u+w /usr/local/lib/python3.7/site-packages":
"Ermiass-MacBook-Pro:~ ermmy$"

The output for "ls -la /usr/local/lib/python3.7":
total 0
drwxrwxrwx 3 502 admin 96 Nov 19 2019 .
drwxrwxrwx@ 31 ermmy admin 992 Feb 13 18:23 ..
drwxrwxrwx 15 502 admin 480 Nov 19 2019 site-packages
Ermiass-MacBook-Pro:~ ermmy$

The output for ls "-la /usr/local/lib/python3.7/site-packages":
total 16
drwxrwxrwx 15 502 admin 480 Nov 19 2019 .
drwxrwxrwx 3 502 admin 96 Nov 19 2019 ..
drwxrwxrwx 4 502 admin 128 Nov 19 2019 pycache
-rwxrwxrwx 1 502 admin 126 Oct 14 2019 easy_install.py
drwxrwxrwx 7 502 admin 224 Nov 19 2019 pip
drwxrwxrwx 8 ermmy staff 256 Mar 10 2019 pip-19.0.2-py3.7.egg-info
drwxrwxrwx 8 502 admin 256 Nov 19 2019 pip-19.3.1-py3.7.egg-info
drwxrwxrwx 7 502 admin 224 Nov 19 2019 pkg_resources
drwxrwxrwx 44 502 admin 1408 Nov 19 2019 setuptools
drwxrwxrwx 9 ermmy staff 288 Mar 10 2019 setuptools-40.8.0-py3.7.egg-info
drwxrwxrwx 9 502 admin 288 Nov 19 2019 setuptools-41.6.0-py3.7.egg-info
-rwxrwxrwx 1 502 admin 2073 Nov 19 2019 sitecustomize.py
drwxrwxrwx 12 502 admin 384 Nov 19 2019 wheel
drwxrwxrwx 9 ermmy staff 288 Mar 10 2019 wheel-0.33.0-py3.7.egg-info
drwxrwxrwx 9 502 admin 288 Nov 19 2019 wheel-0.33.6-py3.7.egg-info
Ermiass-MacBook-Pro:~ ermmy$

Thanks.

[gromgit]

The output for "ls -la /usr/local/lib/python3.7":

total 0
drwxrwxrwx 3 502 admin 96 Nov 19 2019 .
drwxrwxrwx@ 31 ermmy admin 992 Feb 13 18:23 ..
drwxrwxrwx 15 502 admin 480 Nov 19 2019 site-packages

That @ in the output indicates that /usr/local/lib has extended attributes that may be the source of your issue. What's the output of ls -ld@eO /usr/local /usr/local/lib?

[Ermiasmarino]

The output of "ls -ld@eO /usr/local /usr/local/lib":

drwxr-xr-x 16 root wheel sunlnk 512 Feb 13 18:42 /usr/local
drwxrwxrwx@ 31 ermmy admin - 992 Feb 13 18:23 /usr/local/lib
com.apple.quarantine 57
Ermiass-MacBook-Pro:~ ermmy$

[gromgit]

drwxrwxrwx@ 31 ermmy admin - 992 Feb 13 18:23 /usr/local/lib
com.apple.quarantine 57

A quarantine flag on /usr/local/lib is not normal. Are you running an anti-virus program, or some other system management software? If so, you should look into their configuration and see if /usr/local/lib was tagged as dangerous for some reason.

That said, you can try to remove the quarantine flag with xattr -d com.apple.quarantine /usr/local/lib, then install youtube-dl again and see if that works.