6-Amino-7H-dibenzo[a,c]cycloheptene-5-
carbonitrile

NMRanalyst Sample Application
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Sample Description:

 Molecular Formula: C16H12N2
Molecular Weight: 232.280
InChI= 1/C16H12N2/c17-10-15-14-8-4-3-7-13(14)12-6-2-1-5-11(12)9-16(15)18/h1-8H,9,18H2
IUPAC Name:  6-Amino-7H-dibenzo[a,c]cycloheptene-5-carbonitrile
Spectrometer: Bruker AC 300 MHz
Solvent: CDCl3
Provided by:  Institut Organische Chemie, Universitaet Mainz (inhouse database)

DirectorynpF2NSswF2spF2npF1swF1spF1time
proton16384326024.096-1221.6861 m 59 s
carbon16384220018518.518-1858.68258 m 4 s


1D Proton Spectrum:

1D Proton Spectrum


1D Carbon Spectrum (Deuterated Solvent Resonances Subtracted):

1D Carbon Spectrum

 # C   SHIFT[ppm]+/-Err     INTEGRAL+/-Err  RELAXATION[s]+/-Err PHASE[rad]+/-Err
 -------------------------------------------------------------------------------
   1  160.2301  0.00020     3.202   0.0969    0.58201  0.031758   -3.000  0.0303
   2  138.3266  0.00052     1.945   0.3135     2.3444   1.91335   -2.541  0.0850
   3  136.9445  0.00072     4.390   0.4368    0.42577  0.068117   -2.540  0.0850
   4  132.8421  0.00040     1.731   0.1380     1.2798  0.312480   -3.146  0.0798
   5  129.7947  0.00005    10.097   0.1298    0.57824  0.012887   -3.003  0.0042
   6  129.7695  0.00005    10.275   0.1302    0.56927  0.012105   -3.003  0.0042
   7  127.9496  0.00006    10.236   0.1203    0.53919  0.010901   -3.002  0.0042
   8  127.8336  0.00005     9.978   0.1151    0.61952  0.013161   -3.002  0.0042
   9  127.6522  0.00005    10.379   0.1202    0.54844  0.011140   -3.002  0.0042
  10  127.5996  0.00005    10.208   0.1209    0.56311  0.011629   -3.002  0.0042
  11  126.7634  0.00006    10.237   0.1210    0.52255  0.010490   -3.002  0.0042
  12  125.6299  0.00006    10.260   0.1190    0.54851  0.011144   -3.001  0.0042
  13  119.8487  0.00040     2.092   0.1187    0.51472  0.049608   -3.092  0.0567
  14   77.6970  0.00049     1.461   0.1067    0.55104  0.070710   -2.865  0.0735
  15   39.1603  0.00013    12.617   0.1401    0.25366  0.004034   -2.919  0.0111
				
 

Automated VerifyIt Proton Assignments:

Proton Assignments
 

Automated VerifyIt Carbon Assignments:

Carbon Assignments

Top 10 FindIt Molecular Structures Consistent With Molecular Formula and Proton Resonances:

The correct structure is at position 3.

FindIt Structures

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.986958 ( 2749742)    2: 0.986629 (11207012)    3: 0.981358 (     U14)
    4: 0.978457 (10977334)    5: 0.973084 (  146178)    6: 0.970942 (   28510)
    7: 0.970845 (  169139)    8: 0.969295 (  268599)    9: 0.968276 ( 7021099)
   10: 0.967050 (11020757)
			

Top 20 FindIt Molecular Structures Consistent With Proton and Carbon Resonances:

The correct structure is at position 16.

FindIt Structures

 Best 20 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.940019 (10826145)    2: 0.936831 (11176461)    3: 0.931655 (11264055)
    4: 0.928819 (10934830)    5: 0.928047 ( 4517354)    6: 0.926614 (15942618)
    7: 0.926362 ( 3495189)    8: 0.926362 ( 5537944)    9: 0.925910 ( 4727407)
   10: 0.925593 ( 4727408)   11: 0.925381 ( 1962296)   12: 0.925327 (10082958)
   13: 0.924878 (11436574)   14: 0.923891 ( 5236263)   15: 0.923697 (  268599)
   16: 0.923573 (     U14)   17: 0.922472 (  570180)   18: 0.921999 ( 2978419)
   19: 0.920772 ( 8908984)   20: 0.920068 ( 3128409)
			

Comments:

The carbon shift prediction for this seven membered ring with three double bonds and two nitrogen containing side-groups remains challenging. Additivity rules are applicable to all of these carbons. But some of them have no HOSE code of three or more spheres, which would obtain a more accurate shift prediction.


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