https://bugs.winehq.org/show_bug.cgi?id=39688
--- Comment #5 from whatbug n296869@rtrtr.com --- It still happens with v1.9.0, but there might be more to the issue. It does indeed not appear if you just create an overly long filename. The issue appears to happen if the overly long filename is found in a shared virtualbox folder.
I've created a virtualbox shared folder and then mounted it like this in a Xubuntu VM: mkdir ~/music sudo mount -t vboxsf -o uid=$UID,gid=$(id -g) E_DRIVE ~/music In this folder, I have placed an overly long directory name ("1xxxxxxxxx2xxxxxxxxx3xxxxxxxxx4xxxxxxxxx5xxxxxxxxx6xxxxxxxxx7xxxxxxxxx8xxxxxxxxx9xxxxxxxxx0xxxxxxxxx1xxxxxxxxx2xxxxxxxxx3xxxxxxxxx4xxxxxxxxx5xxxxxxxxx6xxxxxxxxx7xxxxxxxxx8xxxxxxxxx9xxxxxxxxx0xxxxxxxxx1xxxxxxxxx2xxxxxxxxx3xxxxxxxxx4xxxxxxxxx5xxx" for testing) which then crashes the Wine explorer.