Send email using "Shared with - Advanced" not working.

I have a problem when sending emails in a particular situation.
if I go to a doc library, then choose a file, click "shared with", then "advanced", then "Stop inheriting", then  "grant permissions to a user", and keep the email option checked, then click "share",
it does NOT send the email even though it assigns the permissions correctly.
but if i don't choose "advanced" and directly invite people, then it works and sends email successfully.
but I cant use the second method because it does not provide the "full control" option.

Hi Ali,
I tested the same scenario per your post in my environment, however the email can be sent when using the first method in your post.
 The method is used for granting item-level permission to the users, and it is similar to granting the permission to users in library level or site level.
I recommend to grant permission to a user in library level or site level to see if the email can be sent.
Please also double check if the Send an email invitation is selected.
Best regards.
Thanks
Victoria Xia
TechNet Community Support

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