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I have much the same issue. INstalled 2017, found that didnt work, so un-installed everything. INstalled 2016, then openstudio 1.13. And when starting sketch-up I have a bunch of errors . I also have installed both apps to the same folder.

Errors below:

Error Loading File C:/ProgramData/SketchUp/SketchUp 2016/SketchUp/Plugins/OpenStudio/Startup.rb Error: #<runtimeerror: unable="" to="" initialize="" openssl:="" verify="" that="" ruby="" can="" access="" the="" openssl="" libraries=""> D:/CymapDev/IFC/OpenStudio/OpenStudio 1.13.0/Ruby/openstudio.rb:153:in <top (required)>' D:/CymapDev/IFC/OpenStudio/OpenStudio 1.13.0/sketchup/Tools/RubyStdLib/rubygems/core_ext/kernel_require.rb:45:inrequire' D:/CymapDev/IFC/OpenStudio/OpenStudio 1.13.0/sketchup/Tools/RubyStdLib/rubygems/core_ext/kernel_require.rb:45:in require' C:/ProgramData/SketchUp/SketchUp 2016/SketchUp/Plugins/OpenStudio/OpenStudio-config:2:in<top (required)&gt;'="" c:="" programdata="" sketchup="" sketchup="" 2016="" sketchup="" plugins="" openstudio="" startup.rb:33:in="" <code="">load' C:/ProgramData/SketchUp/SketchUp 2016/SketchUp/Plugins/OpenStudio/Startup.rb:33:in<top (required)&gt;'="" d:="" cymapdev="" ifc="" openstudio="" openstudio="" 1.13.0="" sketchup="" tools="" extensions.rb:197:in="" <code="">require' D:/CymapDev/IFC/OpenStudio/OpenStudio 1.13.0/sketchup/Tools/extensions.rb:197:inload' C:/ProgramData/SketchUp/SketchUp 2016/SketchUp/Plugins/OpenStudio.rb:176:in register_extension' C:/ProgramData/SketchUp/SketchUp 2016/SketchUp/Plugins/OpenStudio.rb:176:in<top (required)&gt;'<="" p="">