Open Notebook NMR – the good and the ugly
Creators & Contributors
We've started going through the structures in serial order. Here are two in the first 4 I looked at. One shows near perfect agreement, the other is frankly awful.
Here' s the link to NMRShiftDB: nmrshiftdb2470-1 (solvent: chloroform)

You can see that the RMS is of the order of 1 ppm (we haven't yet calibrated the offset so it's improper to give a clearer figure).
Now here is one that is all over the shop: nmrshiftdb2275-1 (solvent: acetone)

Here is the Additional data on NMRShiftDB:
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Molecule (2275)
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http://www.nmrshiftdb.org:8080/portal/_sdathe_Fri Oct 04 10:25:31 CEST 2002.002.ms
|
|---|---|
| Chemical name(s) | N-Mercapto-4-formylcarbostyril |
| Molecular weight | 205.233 |
| Number of all rings, size of smallest set of smallest rings | 3, 2 |
| CAS-Number | |
| Molecule keywords | bacteria, antibiotics, Pseudomonas fluorescens G308, |
| Type | 13C |
| Temperature [K] | 298 |
| Solvent | Acetone-D6 ((CD3)2CO) |
| Additional comments | antifungal effects in vitro against several plant pathogenic fungi; Multiplicities generated automatically from H count |
I have no idea what is going on. Nor has Christoph. So here is your chance to solve the problem. Here are some ideas I suggested
- spectrum and compound got muddled.
- compound is "wrong". I am not clear whether N-SH groups are stable but I don't think they are common.
- there is some serious tautomerism going on.
- this compound disobeys the laws of physics
Anyway you know as much as we do now and you have a link to the entry and the literature. Please add your comments below and if you do discover something fantastic remember where you found the data.
Additional details
Description
We've started going through the structures in serial order. Here are two in the first 4 I looked at. One shows near perfect agreement, the other is frankly awful.
Identifiers
- GUID
- https://blogs.ch.cam.ac.uk/pmr/?p=726
- URL
- https://blogs.ch.cam.ac.uk/pmr/2007/10/24/open-notebook-nmr-the-good-and-the-ugly/
Dates
- Issued
-
2007-10-24T00:02:00Z
- Updated
-
2007-10-24T00:02:00Z