2,6-F2-C5H3N



 

 








Nitrogen


Nuclear Quadrupole Coupling Constants


in 2,6-Difluoropyridine


 







 
 
Calculation of the nitrogen nqcc's in 2,6-difluoropyridine was made on the substitution structure of  Stiefvater [1], and on a structure obtained by optimization at the B3P86/6-31G(3d,3p) level of theory.  These are compared in Tables 1 and 2 with the experimental nqcc's of Stiefvater et al. [2].  Structure parameters are compared in Table 3.  Substitution coordinates are given in Table 4, rotational constants are compared in Table 5.
 
Subscripts a,b,c refer to the principal axes of the inertia tensor; x,y,z to the principal axes of the nqcc tensor.  RMS is the root mean square difference between calculated and experimental nqcc's.  RSD is the calibration residual standard deviation of the B3PW91/6-311+G(df,pd) model for calculation of the nqcc's.
 

 







   







Table 1. Nitrogen nqcc's in 2,6-Difluoropyridine (MHz).  Calculation was made on the substitution structure [1].
 




Calc.
Expt. [2]
   






14N Xaa 1.849 1.82(5)
Xbb - 3.965 - 4.16(2)
Xcc 2.116 2.34(5)
ETA * 0.067
 
RMS 0.17 (6.2 %)
RSD 0.030 (1.3 %)
 
 
* ETA = (Xaa - Xcc)/Xbb = (Xxx - Xyy)/Xzz.
 
 
   







Table 2. Nitrogen nqcc's in 2,6-Difluoropyridine (MHz).  Calculation was made on the B3P86/6-31G(3d,3p) ropt structure.
 




Calc.
Expt. [2]
   






14N Xaa 1.897 1.82(5)
Xbb - 4.049 - 4.16(2)
Xcc 2.152 2.34(5)
ETA * 0.063
 
RMS 0.13 (4.8 %)
RSD 0.030 (1.3 %)
 
 
* ETA = (Xaa - Xcc)/Xbb = (Xxx - Xyy)/Xzz.
 
 
 
Table 3.  2,6-Difluoropyridine.  Molecular structure parameters, rs and ropt (Å and degrees).
 
 rs [1]   ropt
N(1)C(2) 1.3168(17) 1.3138
C(2)C(3) 1.3767(10) 1.3860
C(3)C(4) 1.3941(5) 1.3887
C(2)F(2) 1.347(1) 1.3315
C(3)H(3) 1.0795(7) 1.0818
C(4)H(4) 1.0822(5) 1.0844
C(6)N(1)C(2) 115.0(3) 115.93
N(1)C(2)C(3) 126.5(1) 125.70
C(2)C(3)C(4) 116.1(1) 116.37
C(3)C(4)C(5) 119.8(1) 119.94
N(1)C(2)F(2) 114.7(1) 115.62
C(2)C(3)H(3) 120.8(1) 120.60
C(3)C(4)H(4) 120.1(1) 120.03


 
 
Table 4.  2,6-Difluoropyridine.  Atomic coordinates, rs [1].
 
 a (Å)  b (Å)
N(1) 0.0 - 0.9437
C(2,6) ± 1.1100 - 0.2353
C(3,5) ± 1.2058 1.1376
C(4) 0.0 1.8368
F(2,6) ± 2.2420 - 0.9659
H(3,5) ± 2.1690 1.6251
H(4) 0.0 2.9192
 
 

Table 5.  2,6-Difluoropyridine.  Rotational Constants (MHz).
 
Calc ropt Calc rs *        Expt. [1]
A 3770.6 3751.7 3747.701(24)
B 1911.8 1907.5 1905.832(12)
C 1268.6 1264.6 1263.253(11)
 
* Calculated here.


 
 
[1] O.L.Stiefvater, Z.Naturforsch. 30a,1765(1975).
O.L.Stiefvater, S.Lui, and J.A.Ladd, Z.Naturforsch. 31a,53(1976).
 
See also ...
S.Doraiswamy and S.D.Sharma, Chem. Phys.Lett. 37,527(1976).  These authors report for nitrogen in 2,6-difluoropyridine the following: Xaa =  1.91(4), Xbb = -4.24(4), and Xcc = 2.33(10) MHz.
 
 

Pyridine 2-Fluoropyridine 2,3-Difluoropyridine

3-Fluoropyridine 4-Fluoropyridine 2,4-Difluoropyridine
3,4-Difluoropyridine 3,5-Difluoropyridine 2,5-Difluoropyridine
2,6-Dichloropyridine 2,6-Lutidine 2,6-Dicyanopyridine
 
 

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Molecules/Nitrogen



 

 













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Last Modified 18 Nov 2003