After installing Crossover I did the following 1st:
sudo apt-get install libglu1-mesa:i386 libxrandr2:i386 libnss-mdns:i386
sudo apt install mesa-vulkan-drivers mesa-vulkan-drivers:i386 libvulkan1 libvulkan1:i386 vulkan-utils
Then check for any missing files/plugins:
sudo /opt/cxoffice/bin/cxfix --auto
sudo /opt/cxoffice/bin/cxdiag
If missing files/plugins try:
sudo apt install gstreamer1.0-libav:i386 \gstreamer1.0-plugins-ugly:i386 gstreamer1.0-plugins-bad:i386
sudo /opt/cxoffice/bin/cxfix missinglibncurses missinglibncurses.amd64
I used the Standard Office 2016 Tie installer (APR 2020 version) which creates a Windows 7 bottle but added the following:
DirectX Modern Games; MS Visual C++ 2008(SP1), 2012 & 2015; OpenAL; MS .NET 4, 4.5, 4.5.2, 4.6.2, 4.7.2 & 4.8;
MS Visual Basic SP6;
MS Visual Basic Power Pack;
XNA Framework 4.0;
Crossover HTML Rendering (IE8);,
Windows Imaging Componant,
MS Visual J# 2.0.
I then installed:
WindowsDesktopRuntime v5, v6 & v7 x86;
Visual C++ 2015-2019;
If “Restart Now” pops up, select it.
Rebooted bottle and everything (as per previous statements ran fine) except the issues with Outlook.
WindowsDesktopRuntime version 5.0.17 here:
https://dotnet.microsoft.com/en-us/download/dotnet/thank-you/runtime-desktop-5.0.17-windows-x86-installer
Hope this helps.