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I have a feeling that this won't fix the issue completely because the sql type descriptor for BooleanType is still BooleanTypeDescriptor. And that will fail when trying to insert null value. It wouldn't fail if it was set to BitTypeDescriptor.
I am having that problem with sqlserver2000 right now and if i override Types.Boolean with BitTypeDescriptor in getSqlTypeDescriptorOverride(), it started working.
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