Meanings of calculate to embitter in English

Mrs. Joyce and Mrs. Flanagan disliked each other heartily and never met without using language calculated to embitter the feeling between them.

Would it have been possible to design a system better calculated to embitter, impoverish, and demoralize a valuable portion of the Empire?

The apprehension, too, which was afterwards fatally realized, that many of us should never meet again, was calculated to embitter my leave-taking, even more poignantly.