If you draw rectangle; rotate it for example 90 degree; group it with some other shapes (another rectangle for example) and save it in DOC… the shape that was rotated will not be rotated in Microsoft Office. It only happens if objects are grouped… otherwise, shapes are saved correctly.
I reported the bug since it always happens at my computer, but is it the case with you too? I would appreciate if you can confirm this bug as well.
https://www.libreoffice.org/bugzilla/show_bug.cgi?id=67567
(example file is attached here).