C6H5C(=O)-N(H)-C6H5







 




 




 





















Nitrogen


Nuclear Quadrupole Coupling Constants

in Benzanilide

(N-Phenylbenzamide)

 








 

 





Calculation of the nitrogen nqcc's in benzanilide was made here on molecular structures given by HF/6-311+G(d,p) and B3LYP/6-311++G(d,p) optimization.  These are compared with the experimental nqcc's of Herbers et al. [1] in Table 1.  Structure parameters are given in Table 2, rotational constants in Table 3.

 








In Table 1, subscripts a,b,c refer to the principal axes of the inertia tensor; subscripts x,y,z to the principal axes of the nqcc tensor.  ETA = (Xxx - Xyy)/Xzz.  Ø (degrees) is the angle between its subscripted parameters.


RMS is the root mean square difference between calculated and experimental diagonal nqcc's (percentage of the average of the magnitudes of the experimental nqcc's).  RSD is the calibration residual standard deviation of the B3PW91/6-311+G(df,pd) model for calculation of the nitrogen efg's/nqcc's.

 








 








   







Table 1.  14N nqcc's in Benzanilide (MHz).  Calculation was made on the (1) HF/6-311+G(d,p) and (2) B3LYP/6-311++G(d,p) optimized structures.
   









Calc. (1)
Calc. (2)
Expt. [1]
   







Xaa
2.151
2.119
2.1481(33) *

Xbb
1.313
1.385
1.3927(20)

Xcc - 3.463 - 3.504 - 3.5408(20)

Xab
0.051
0.029
     ----

Xac
0.166
0.132
     ----

Xbc
1.081
1.095
     ----

 







RMS
0.064 (2.7 %)
0.028 (1.2 %)



RSD
0.030 (1.3 %) 0.030 (1.3 %)


 







Xxx
1.534
1.613



Xyy
2.166
2.127



Xzz - 3.701 - 3.741



ETA
0.171
0.137



Øn,z **
6.03
4.02



 








 








* Calculated here from experimental 1.5 Xaa = 3.2221(49) and 0.25 (Xbb - Xcc) = 1.23339(53) MHz.

** Angle (degrees) between the z-principal axis and the normal to the CNC plane.










 
 


Table 2.  Benzanilide.  HF/6-311+G(d,p) and B3LYP/6-311++G(d,p) optimized structure parameters (Å and degrees).
 








 C
 O,1,B1
 N,1,B2,2,A1
 H,3,B3,1,A2,2,D1,0
 C,1,B4,2,A3,3,D2,0
 C,5,B5,1,A4,2,D3,0
 C,5,B6,1,A5,2,D4,0
 C,6,B7,5,A6,1,D5,0
 H,6,B8,5,A7,1,D6,0
 C,7,B9,5,A8,1,D7,0
 H,7,B10,5,A9,1,D8,0
 C,10,B11,7,A10,5,D9,0
 H,8,B12,6,A11,5,D10,0
 H,10,B13,7,A12,5,D11,0
 H,12,B14,10,A13,7,D12,0
 C,3,B15,1,A14,2,D13,0
 C,16,B16,3,A15,1,D14,0
 C,16,B17,3,A16,1,D15,0
 C,17,B18,16,A17,3,D16,0
 H,17,B19,16,A18,3,D17,0
 C,18,B20,16,A19,3,D18,0
 H,18,B21,16,A20,3,D19,0
 C,21,B22,18,A21,16,D20,0
 H,19,B23,17,A22,16,D21,0
 H,21,B24,18,A23,16,D22,0
 H,23,B25,21,A24,18,D23,0















      HF     B3LYP



 B1=1.19447744
 B2=1.36233924
 B3=0.991636
 B4=1.50490104
 B5=1.3893548
 B6=1.3896411
 B7=1.38569378
 B8=1.07539226
 B9=1.38289189
 B10=1.07345498
 B11=1.38668403
 B12=1.07507323
 B13=1.07507696
 B14=1.07538673
 B15=1.40961427
 B16=1.39272204
 B17=1.38964113
 B18=1.38121449
 B19=1.07702789
 B20=1.38675858
 B21=1.06869423
 B22=1.38320754
 B23=1.07548804
 B24=1.07562161
 B25=1.07478985
 A1=124.05409873
 A2=116.04168557
 A3=120.99029318
 A4=123.14930062
 A5=117.42507889
 A6=120.29350501
 A7=120.71884905
 A8=120.27315779
 A9=118.98125195
 A10=120.09042815
 A11=119.78454415
 A12=119.82205068
 A13=120.06869889
 A14=128.73280613
 A15=116.82498705
 A16=123.82322409
 A17=120.63053377
 A18=119.79122464
 A19=119.33111488
 A20=120.26909937
 A21=121.47598191
 A22=119.39456096
 A23=118.6609597
 A24=120.57431535
 D1=170.08547721
 D2=179.25969943
 D3=149.36915651
 D4=-28.72780961
 D5=-178.78344192
 D6=-0.93724549
 D7=179.62511052
 D8=-0.26768532
 D9=-1.09166668
 D10=179.15545842
 D11=179.30445556
 D12=-179.53228717
 D13=-1.40467752
 D14=169.51416562
 D15=-11.66024993
 D16=178.77246548
 D17=-1.28285312
 D18=-178.74932718
 D19=1.69216178
 D20=0.00961608
 D21=179.98506489
 D22=-179.95680224
 D23=-179.95554875
  B1=1.22074603
 B2=1.37739865
 B3=1.0083648
 B4=1.50558675
 B5=1.40030555
 B6=1.39942513
 B7=1.39339266
 B8=1.08480735
 B9=1.39070945
 B10=1.08294093
 B11=1.3951552
 B12=1.08404888
 B13=1.08410252
 B14=1.08413861
 B15=1.41129932
 B16=1.40307646
 B17=1.40105259
 B18=1.38934156
 B19=1.0861604
 B20=1.39375583
 B21=1.07867232
 B22=1.39274784
 B23=1.08416987
 B24=1.08436901
 B25=1.08361817
 A1=123.76891736
 A2=115.89149114
 A3=121.41458575
 A4=123.54081092
 A5=117.3007147
 A6=120.40165919
 A7=120.6973854
 A8=120.40783912
 A9=118.52039061
 A10=120.16425403
 A11=119.77137967
 A12=119.79570731
 A13=120.1407567
 A14=129.17234081
 A15=117.08154368
 A16=123.53947949
 A17=120.57131015
 A18=119.68044185
 A19=119.33091596
 A20=119.64103172
 A21=121.35797004
 A22=119.45520422
 A23=118.75051201
 A24=120.49666649
 D1=172.22620831
 D2=179.24028862
 D3=152.36341529
 D4=-25.61087037
 D5=-178.84534144
 D6=-1.41696005
 D7=179.54575068
 D8=-0.26241285
 D9=-0.94687953
 D10=179.15291077
 D11=179.34296647
 D12=-179.59227649
 D13=-2.37418255
 D14=175.21139457
 D15=-5.35490205
 D16=179.35041082
 D17=-0.60994069
 D18=-179.28104272
 D19=1.09243398
 D20=-0.08848323
 D21=-179.98086738
 D22=-179.98906726
 D23=-179.93255616







 








 



Table 3.  Benzanilide.  Rotational Constants (MHz).  Calc = HF/6-311+G(d,p) and B3LYP/6-311++G(d,p) optimization.
 




  Calc /HF
 Calc /B3LYP
    Expt. [1]






A   2077.
      2040.

B     273.
        271.

C     247.
        243.


 








 








[1] S.Herbers, D.Wachsmuth, M.K.Jahn, and J.-U.Grabow, J.Mol.Spectrosc. 351,8(2018).











S.Herbers, D.Wachsmuth, M.K.Jahn, and J.-U.Grabow, HRMS, 24th Colloquium, Dijon, France, 24 - 28 Aug, 2015.

 








 








Formamide Acetamide N-Ethylformamidetrans-Acetanilide

N-Acetylglycine trans-Formanilide cis-Formanilide

N-Methylacetamide Propionamide Amides

 








 








Table of Contents




Molecules/Nitrogen




 








 













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Last Modified 7 July 2018