For the crack, get some thin super glue and what they call a whip tail, it’s like a thin piece of plastic flexible rod that goes in the end.
you can use that to wick some of the super glue into the crack to stabilise it.
I’d be really careful about widening the hole, I’d be more inclined to get some wax and lubricate the anchor before putting it in.
Give the glue overnight to set and cure before you do it though.






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