Automatic Evaluation Report from CSEARCH
created on 2021-04-27 at 07:01:30
based on 340,554 reference spectra




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Request from: molecules@robien.at

Compound: [E]-5-[4-BROMOBENZYLIDENEAMINO]-6-HYDROXYBENZO-[D]-[1,3]-OXATHIOL-2-ONE_COMPOUN

Project: MOLECULES,20,1968[2015]CSEARCH-NUMBER:UWPA002082-20151112



Database Number of Entries Owner of Database


Please cite the CSEARCH-Robot-Referee as:

N. Haider, W. Robien; https://c13nmr.at/c13robot/robot.php


 CSEARCH 
74,997 (A) CSEARCH-Data / Wolfgang Robien
 CSEARCH 
56,549 (B) CSEARCH-Data / Wolfgang Robien
 CSEARCH 
28,196 (C) CSEARCH-Data / Wolfgang Robien
 CSEARCH 
33,587 (D) CSEARCH-Data / Wolfgang Robien
 CSEARCH 
39,132 (E) CSEARCH-Data / Wolfgang Robien + NMR-Database University of Mainz
 CSEARCH 
26,196 (F) CSEARCH-Data / Wolfgang Robien
 CSEARCH 
50,594 (I) Upcoming CSEARCH-Data / Wolfgang Robien
 CSEARCH 
31,307 (L) NMRShiftDB-Data / Version February 2012

CSEARCH-Version: 9.4.0
Robot-Referee: 2017:06:10





Request from: molecules@robien.at

Compound: [E]-5-[4-BROMOBENZYLIDENEAMINO]-6-HYDROXYBENZO-[D]-[1,3]-OXATHIOL-2-ONE_COMPOUN

Project: MOLECULES,20,1968[2015]CSEARCH-NUMBER:UWPA002082-20151112

Recommendation given here

Details of Prediction given here



Summary of Supplied Data

Understanding the Color Coding Scheme







The NMR-Spectrum for this compound is available in commercial & non-commercial databases
All Spectra from NMRPREDICT, SPECINFO, NMRShiftDB, MESTRENOVA and
CSEARCH (including spectra not yet released) were screened




Structure Proposal

Structural diagram

Molecular formula is: C14H8BrNO3S     Molecular weight is: 350.21 amu

INCHIKEY is: WKMAVJLZCMSXEW-FRKPEAEDBJ



Numbering Scheme derived from the drawing sequence used during the calculation

Structural diagram


The marked carbons have been fully assigned

Structural diagram


Carbon number Chemical Shift Value Multiplicity from Structure Multiplicity from Experiment

1 169.90 S -
2 111.60 S -
3 100.20 D -
4 125.10 S -
6 113.10 D -
8 158.60 D -
9 146.90 S -
10 130.80 D -
11 131.80 D -
12 151.70 S -
13 131.80 D -
14 130.80 D -




The marked carbons have been fully assigned

Structural diagram


The marked carbons have exchangeable assigned lines

Structural diagram


Carbon number Chemical Shift Value Exchange Flag Multiplicity from Structure Multiplicity from Experiment

5 135.80 A S -
7 135.20 A S -




Chemical shift values of exchange-group A

Structural diagram


Graphical summary of the Chemical Shift Data

Spectrum






Searching external databases





The NMR-Spectrum for this compound is available in commercial & non-commercial databases
All Spectra from NMRPREDICT, SPECINFO, NMRShiftDB, MESTRENOVA and
CSEARCH (including spectra not yet released) were screened


138,184,003 Compounds searched in PUBCHEM - nothing found


4,400,967 Compounds searched in Emolecules - nothing found


Search the Internet for this compound ( Skeleton only )
Search the Internet for this compound ( Skeleton + Stereochemistry )


Search CHEMSPIDER for this compound ( Skeleton only )
Search CHEMSPIDER for this compound ( Skeleton + Stereochemistry )


Search the Internet for the molecular formula C14H8BrNO3S


Search CHEMSPIDER for the molecular formula C14H8BrNO3S



(Description)






Basic Evaluation: Checking Multiplicities




Checking lines & multiplicity Carbons/Lines Singlet Dublet Triplet Quartet Odd Even None

From structure 14 7 7 0 0 7 7 0
From spectrum 14 7 7 0 0 7 7 0


Overall impression on compatibility of multiplicity from structure and experiment

Quality bar






Basic Evaluation: Checking Exchange Flags




Flag Number of Shifts Lowest Shift value Highest Shift value Range Multiplicity Comment

A 2 135.20ppm 135.80ppm 0.60ppm S

Quality bar






Evaluation based on Spectrum Prediction







Numbering Scheme

Structural diagram



Carbon Number Neural Network
Prediction
HOSE-Code
Prediction
Preferred Value
from both Predictions
Experimental
values
Difference
(Exp-Pred/ppm)
Assignment Prediction Quality
1 171.1 169.8 170.4 169.9 0.5 Assigned by author
2 108.1 133.8 108.1 111.6 3.5 Assigned by author Large Difference between NET & HOSE
Only reference material with low similarity
3 107.3 119.0 113.1 100.2 12.9 Assigned by author
Check assignment - maybe 113.10 ?
Large Difference between NET & HOSE
Only reference material with low similarity
Only very few similar structures
4 120.7 135.5 128.1 125.1 3.0 Assigned by author
Check assignment - maybe 130.80 ?
Large Difference between NET & HOSE
Only reference material with low similarity
5 150.9 156.8 153.9 135.8 18.1 Exchangeable assigned by author
Check assignment - maybe 151.70 ?
Large Difference between NET & HOSE
Only reference material with low similarity
Only very few similar structures
6 97.8 95.9 96.9 113.1 16.2 Assigned by author
Check assignment - maybe 100.20 ?
Only reference material with low similarity
7 148.5 148.4 148.5 135.2 13.3 Exchangeable assigned by author
Check assignment - maybe 146.90 ?
Only reference material with low similarity
Only very few similar structures
8 157.4 159.7 158.6 158.6 0.0 Assigned by author
9 133.2 133.8 133.5 146.9 13.4 Assigned by author
Check assignment - maybe 131.80 ?
Inconsistent assignments in reference material
10 131.2 129.2 129.6 130.8 1.2 Assigned by author
11 132.4 131.4 131.4 131.8 0.4 Assigned by author
12 128.7 124.6 124.6 151.7 27.1 Assigned by author
Check assignment - maybe 125.10 ?
Inconsistent assignments in reference material
13 132.4 131.4 131.4 131.8 0.4 Assigned by author
14 131.2 129.2 129.6 130.8 1.2 Assigned by author
  Absolute  
Signed
   7.14ppm   (14)  
   1.59ppm   (14)  
   10.59ppm   (14)  
   -1.81ppm   (14)  
   7.95ppm   (14)  
   1.12ppm   (14)  


   1.37ppm   (14)  
   1.12ppm   (14)  
Average deviation to experimental values
( Number of shift pairs used )

Structure representation by reference data over 3.1 shells on average



Visualization of the differences between predicted and experimental values

Spectrum


Quality of the Spectrum Prediction

Quality bar



Experimental Chemical Shift Values as given

Structural diagram


Experimental Chemical Shift Values using Symmetry

Structural diagram


Preferred Chemical Shift Values from both predictions

Structural diagram


Comparison of Prediction Techniques

Spectrum


Contribution of the methods

HOSE NET NET&HOSE NONE
Structural diagram


Similarity between predicted and experimental data based on positions

Quality bar



Matching map of predicted versus experimental data

Structural diagram


Differences between predicted and experimental data in ppm

Structural diagram


Comparison of Experimental versus Predicted Chemical Shift Values

Spectrum


Overall deviation between predicted and experimental data is 8.0ppm

Quality bar



Spectrum
Spectrum
Spectrum


  Your assignment  
 Difference to predicted values 
Highlighting
Highlighting








Nothing found when searching CSEARCH for identical structures

(Description)











No alternative structure found when searching CSEARCH for identical spectra

(Description)












Overall Impression


Major revision
Quality bar



Major revision necessary; high probability for errors




Compound: [E]-5-[4-BROMOBENZYLIDENEAMINO]-6-HYDROXYBENZO-[D]-[1,3]-OXATHIOL-2-ONE_COMPOUN

Project: MOLECULES,20,1968[2015]CSEARCH-NUMBER:UWPA002082-20151112


Major revision


The CSEARCH Robot Referee recommends: Major revision necessary; high probability for errors

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Experimental values
Highlighting
Predicted values
Highlighting
Matching map
Highlighting
Deviation per position ( Average is 8.0ppm )
Highlighting
Contribution of methods
HOSE NET NET&HOSE NONE
Highlighting
Overall Similarity Index is 5.8
0.0 is a "perfect match", up to approximately 3.0 it is "reasonable",
above 5.0 it is more or less "unbelievable"

  Your assignment  
 Difference to predicted values 
Highlighting
Highlighting


The NMR-Spectrum for this compound is available in commercial & non-commercial databases
All Spectra from NMRPREDICT, SPECINFO, NMRShiftDB, MESTRENOVA and
CSEARCH (including spectra not yet released) were screened


138,184,003 Compounds searched in PUBCHEM - nothing found


4,400,967 Compounds searched in Emolecules - nothing found


Search the Internet for this compound ( Skeleton only )
Search the Internet for this compound ( Skeleton + Stereochemistry )


Search CHEMSPIDER for this compound ( Skeleton only )
Search CHEMSPIDER for this compound ( Skeleton + Stereochemistry )


Search the Internet for the molecular formula C14H8BrNO3S


Search CHEMSPIDER for the molecular formula C14H8BrNO3S



(Description)



Your Total Usage of the CSEARCH-Robot-Referee




   670 Requests have been launched by molecules@robien.at   


  Year  


  Accept  


  Minor Revision  


  Major Revision  


  Reject  


  Only Prediction  

2021 36 449 163 22





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Wolfgang.Robien(at)univie.ac.at