oneclick/rubyinstaller — Issue #94: Installer fails on Windows Server 2008 R2 x64 Core edition
Author: petemounce
Created: 2011-12-07 17:03:08+00:00
State: open

... when running from the cmd prompt, first popping up:

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Unsupported 16-Bit Application
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The program or feature "\??\C:\Users\Administrator\rubyinstaller.exe" cannot start or run due to incompatibity with 64-bit versions of Windows. Please contact the software vendor to ask if a 64-bit Windows compatible version is available.
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OK
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and then writing this to the stdout:

This version of C:\Users\Administrator\rubyinstaller.exe is not compatible with the version of Windows you're running. Check your computer's system information to see whether you need a x86 (32-bit) or x64 (64-bit) version of the program, and then contact the software publisher.

[Server Core](http://msdn.microsoft.com/en-us/library/ms723891(v=vs.85\).aspx) being the x64-only stripped-down (cmd and notepad, limited library-support/backwards-compatibility out-of-the-box) version of Windows Server 2008 R2.

I'm trying this out on an Amazon EC2 t1.micro instance built from the eu-west-1 region's ami-fdbe8389 AMI.

I believe I can work around this by deploying from the 7-zip instead (I'm moving on to try that now), but I'd love to just use the installer, since that requires less effort on my part.