Enlarging photos after rotating with the crop tool

Hi,
I will try a second attempt for my wish to add a feature to the crop tool:
I like the cropping tool in lightroom, but there is one feature I miss:
Sometimes I have this situation:
http://www.flickr.com/photos/ellersiek/2633499034
Knowing, that in most situations the limiting cropping is ok, I wish to have an option to enlarge the resulting image like this way:
http://www.flickr.com/photos/ellersiek/2632678737
It is okay, if there is an option in the preferences with the ablility to select a color for the "new" pixels and the crop tool will only enlarge the picture while pressing the control key (to avoid undesirable results).
You can say: "take the right picture, move your camera", but in such photo sessions we have some good reasons to take the pictures in this way.
With greatings from germany
Ralf

Of cause, after enlarging by Lightroom, I have to do something with the new area/pixels by hand. By the way, I only wish new pixels in a, in the settings definable, color - no "intelligent" enlarging.
In the session of the shown example we took 50 product pictures. In 45 pictures are the products inside enough for the cropping tool. We need a fix rotate angle for all the picture so we use sync settings to transfer all settings (white balancing, color, light, rotate, crop). 5 pictures we cropped to much, so we have to rotate in later in photoshop - this breaked the workflow.
I like Lightroom very much, because it is much faster than Photoshop, non destruktive and it is easy and fast to repeate the processing if you need to change some parameters. So I which to do the most steps in Lightroom and only those steps, for which lightroom is not designed, I will done with Photoshop.
I miss the enlarging also in other situations (like architectual or landscape photos). Sure I have to do some steps later by hand but I was able to the most steps in Lighroom in a single workflow with a single setting.
Greeting from Germany
Ralf
PS.: I'm not a native english speaker: What do you mean with "How is it supposed to make a judgement call about how to create the new pixels"?

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