Dear Wolf,

On Sat, Jul 23, 2011 at 10:50 PM, Wolf Ihlenfeldt <[email protected]> wrote:
>
> Ghost atoms for stereo resolution are only added starting after the first
> expanded shell, when a multi-bond to a new ligand is traversed, i.e. the
> first time in the 2nd sphere. Adding ghost atoms directly  to the stereo
> center when going to the first ligand sphere does not make sense because it
> disrupts the  neighbor count, and implicitly the complete tree structure and
> the assumed virtual geometry, of the stereo center. Single vs. double-bonded
> ligands can still be implicitly prioritized via the atoms bonded to the
> ligand in the 2nd sphere (at least when you work with hydrogen-complete
> structures, which is what the R/S algorithm requires anyway).

Your explanation makes sense and is consistent with the behavior of
ChemDraw and Marvin, thanks. Do you have a pointer to a publication
where this is specified?

-greg

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