Python While loop stops when I have IOError - python-3.x

Question

the below while loop stops when runs the except IOError
SO i get as output:
IP: 192.168.1.1 ,PORT: 80 ,Connection established
IP: 192.168.1.1 ,PORT: 22 ,Connection established
IP: 192.168.1.1 ,PORT: 22 ,Connection established
IP: 192.168.1.1 ,PORT: 22 ,Connection established
IP: 192.168.1.97 ,PORT: 22 ,Cannot Connect (stops here)
Any help would be great. I can't understand why it runs the except IOError: and then stops
Thank you
while True:
f = input('Type the File Name/Path:')
if f == '': break
try:
with open(f, 'r', encoding='utf-8') as f:
for check in f:
check = check.split("\t")
HOSTNAME = check[0]
IP = check[1]
PORT = int(check[2])
s = socket.socket(socket.AF_INET, socket.SOCK_STREAM)
s.settimeout(TIMEOUT)
s.connect((IP, PORT))
f = open("output.txt", "a")
print('IP:', IP, ',' 'PORT:', PORT, ',' "Connection established", file=f)
time.sleep(1)
f.close()
s.close()
except IOError:
f = open("output.txt", "a")
print('IP:', IP,',' 'PORT:', PORT,',' "Cannot Connect", file=f)
f.close()
except FileNotFoundError:
print("\n")
print('The file {} does not exist'.format(f))
input('Press ENTER to continue...')
print("\n")
break

Answer 1

if the IO Error is caused by the socket call, I think your try/except statement has to be changed a bit. You could try:
while True:
file = input('Type the File Name/Path:')
if file == '':
break
try:
with open(file, 'r', encoding='utf-8') as f:
for check in f:
check = check.split("\t")
HOSTNAME = check[0]
IP = check[1]
PORT = int(check[2])
try:
s = socket.socket(socket.AF_INET, socket.SOCK_STREAM)
s.settimeout(TIMEOUT)
s.connect((IP, PORT))
s.close()
except IOError:
log = open("output.txt", "a")
print('IP:', IP,',' 'PORT:', PORT,',' "Cannot Connect", file=log)
log.close()
continue # will go back to the beginning of the while loop
log = open("output.txt", "a")
print('IP:', IP, ',' 'PORT:', PORT, ',' "Connection established", file=log)
log.close()
time.sleep(1)
except FileNotFoundError:
print('\nThe file {} does not exist'.format(file))
input('Press any key to continue...\n')
break