Hmm.. difficult. Black M4 seems to kill, and the only cases it won't will be if white can kill some black stones afterwards(probably the black corner, or s6), or do something around p8. My initial guess was there must be something in the corner, but as I don't see a way to continue after white o1 or n1, I'm now assuming there must be something around p8, possibly in conjunction with r10 or something. But still unclear to me.
Thanks in advance to any strong players who can clear this up.