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... and it would likely damage the rubber in the "pulley" (harmonic balancer).
You don't say how you are trying to remove the bolt, but for sure you need to "counter-hold" the crankshaft.
The "Rope Trick" makes a quick and easy counter-hold. You can do a search for it here, but the basic steps are simple:
1 - Pull plugs and rotate crank to #1 0° TDC Compression
2 - Verify #1 and #2 valves closed - look thru oil fill hole, cams pointed upward.
3 - Rotate crank about 90° past TDC
4 - Stuff 3' to 4' of clothesline into # 1 plug hole, leaving 6" outside
5 - Use socket, breaker bar, and pipe extension to loosen pulley bolt
6 - Tighten bolt the same way, but start with crank about 90° before #1 TDC Comp.
To my knowledge, this is the only "trick" holding tool alternative that allows tightening the bolt to book spec of 44 lb ft, then an additional 60° (B230), or to 122 ft lbs. for B21/23.
Here's what one 1st time user had to say:
"The "rope trick" for holding the engine still while removing the harmonic balancer bolt worked like a charm. Honestly, I doubted that it would, but WOW!"
--
Bruce Young
'93 940-NA (current), 240s (one V8), 140s, 122s, since '63.
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