[Python] Cleaning Text with python and re

I need to clean some text like the code below says:

import re
def clean_text(text):
text = text.lower()
#foction de replacement
text = re.sub(r"i'm","i am",text)
text = re.sub(r"she's","she is",text)
text = re.sub(r"can't","cannot",text)
text = re.sub(r"[-()\"#/@;:<>{}-=~|.?,]","",text)
return text

clean_questions= []
for question in questions:
clean_questions.append(clean_text(question))


and this code must give me the questions list clean but I got the clean questions empty. I reopened the spyder and the list got full but without being cleaned and then reopened it and I got it empty .. the console error says:

In [10] :clean_questions= []
...: for question in questions:
...: clean_questions.append(clean_text(question))
Traceback (most recent call last):

File "<ipython-input-6-d1c7ac95a43f>", line 3, in <module>
clean_questions.append(clean_text(question))

File "<ipython-input-5-8f5da8f003ac>", line 16, in clean_text
text = re.sub(r"[-()\"#/@;:<>{}-=~|.?,]","",text)

File "C:\Users\hp\Anaconda3\lib\re.py", line 192, in sub
return _compile(pattern, flags).sub(repl, string, count)

File "C:\Users\hp\Anaconda3\lib\re.py", line 286, in _compile
p = sre_compile.compile(pattern, flags)

File "C:\Users\hp\Anaconda3\lib\sre_compile.py", line 764, in compile
p = sre_parse.parse(p, flags)

File "C:\Users\hp\Anaconda3\lib\sre_parse.py", line 930, in parse
p = _parse_sub(source, pattern, flags & SRE_FLAG_VERBOSE, 0)

File "C:\Users\hp\Anaconda3\lib\sre_parse.py", line 426, in _parse_sub
not nested and not items))

File "C:\Users\hp\Anaconda3\lib\sre_parse.py", line 580, in _parse
raise source.error(msg, len(this) + 1 + len(that))

error: bad character range }-=


I am using Python 3.6, specifically the Anaconda build Anaconda3-2018.12-Windows-x86_64.

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