I wrote about quinine a
while ago. I was told that I had the structure wrong. This is what it should look like.
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The difference is the configuration at the stereogenic quinuclidine carbon.
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An important difference to the "epi-quinidine" which I drew before is that a hydrogen bond is not possible. In the picture below it can be seen that the -OH and N are bent away from each other.
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Rotation around the σ-bond that would lead to an H-bond is not possible for steric reasons.
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This is apparent in the spacefill model.
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I used the typical programs (I wrote about before) and the
Open Babel package that I recently read about at
Noel's blog. It's a convient way for converting chemical file types. It was very useful for passing structures between the different modelling and graphics programs.
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