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Lucas, there is nothing particularly special about the configuration parameters that Michael used other than enabling debug. Prior to Xcode 4, Xcode supplied a "standard" (non-LLVM) gcc as the default compiler, 4.2 for 10.6 and 4.0 for 10.5 and 10.4. Python is regularly built and supported on these configurations and is known to work using a default ./configure (with no parameters). Xcode 4.2 is problematic because it no longer includes the non-LLVM gcc and there have been various rumors of problems and at least one patch applied already. As noted above, I am testing the various significant configure and compiler options right now for Xcode 4.2 and will update this issue with recommendations and patches (if necessary) when that is complete.