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You only use "pip" when installing Python packages, not to run Python scripts/programs.
Indeed, the Penelope script gets executed when you run the Python interpreter (python.exe).
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The -i flag accepts a path, either relative (like "dict.zip", which means "read the file dict.zip in the current directory") or absolute (like "C:\foo\dict.zip", which means "read the file dict.zip in the directory "foo" in drive "C:").
In the first screenshot Penelope was complaining that it cannot find "dict.zip" in the current directory. That's why the error went away when you copied the file in that directory.
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About your problem: from the output, it looks like everything went OK, hence it is strange that the file was not created. (?)
Instead of "-o dicthtml-he.zip", try using an absolute path: "-o C:\dicthtml-he.zip", and see if it solves the issue. You might want to add the "-d" flag to output debug messages too.
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