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Benzene: NMR Chemical Shifts

An NMR calculation gives the absolute magnetic shielding σ of every nucleus. Spectra report chemical shifts δ relative to a reference compound, so two calculations at the same level are needed: the molecule of interest and the reference, tetramethylsilane (TMS). Then

δ = σ(TMS) − σ(molecule).

Benzene

Benzene (D6h)

TMS

Tetramethylsilane, the shift reference

Copy and run

benzene-nmr.oqp
dft/pbe0/6-31g* nmr
geom="""
C      1.392883     0.000000     0.000000
C      0.696465     1.206259     0.000000
C     -0.696465     1.206259     0.000000
C     -1.392883     0.000000     0.000000
C     -0.696465    -1.206259     0.000000
C      0.696465    -1.206259     0.000000
H      2.479666     0.000000     0.000000
H      1.239913     2.147463     0.000000
H     -1.239913     2.147463     0.000000
H     -2.479666     0.000000     0.000000
H     -1.239913    -2.147463     0.000000
H      1.239913    -2.147463     0.000000
"""

Download benzene-nmr.oqp · Download tms-nmr.oqp (TMS, 17 atoms, same first line)

openqp benzene-nmr.oqp
openqp tms-nmr.oqp

nmr computes GIAO (gauge-including atomic orbital) shieldings, which do not depend on the choice of coordinate origin. Both geometries were optimized at PBE0/6-31G*. Benzene takes about 25 seconds and TMS about 40 seconds.

What you get

The end of each log has the isotropic shielding of every atom, in ppm. The column to use is total_coupled, which includes the response of the orbitals to the magnetic field (coupled-perturbed Kohn–Sham). For benzene:

    Isotropic shielding (GIAO, ppm)   [exact-exchange c_x =  0.2500]
       Atom    Z   sigma_dia   para_uncoupled   para_coupled   total_uncoupled   total_coupled
         1   6.0      256.824629     -143.610570     -184.723650      113.214059       72.100980
         2   6.0      256.835108     -143.625026     -184.741975      113.210082       72.093133
       ...
         7   1.0       29.549782       -3.924546       -4.810611       25.625236       24.739171
         8   1.0       29.545189       -3.921758       -4.807423       25.623431       24.737766

OQP Studio can color the atoms by these values and print them on the structure:

Benzene shieldings on the atoms

Benzene GIAO shieldings (ppm) on the atoms: C 72.1, H 24.7

Equivalent atoms agree to 0.01 ppm; the small spread comes from the DFT integration grid. Averaging over equivalent atoms:

Nucleus σ(benzene) σ(TMS) δ = σ(TMS) − σ Experiment (CDCl₃)
¹H 24.738 ppm 32.109 ppm 7.37 ppm 7.34 ppm
¹³C 72.10 ppm 194.49 ppm 122.4 ppm 128.4 ppm

TMS has four equivalent carbons and twelve equivalent hydrogens; its geometry here is not exactly Td, and the individual values spread by 0.2 ppm (C) and 0.02 ppm (H) around the averages above.

Reading the result

The ¹H shift is close to experiment. The ¹³C shift is 6 ppm too low; ¹³C shieldings depend more strongly on the functional and the basis set than ¹H shieldings, so test a larger basis set such as cc-pvtz before relying on absolute ¹³C values. The experimental values are for solution, while the calculation is for an isolated molecule.

Cross-check

To test the GIAO implementation, the benzene calculation was repeated at the Hartree–Fock level (hf/6-31g* nmr) in OpenQP and in PySCF 2.13 at the same geometry. Both give σ(C) = 73.519 ppm and σ(H) = 25.083 ppm.

Try next

  • Compute the shifts of a substituted benzene, such as toluene, at the same level; the TMS reference values above can be reused.
  • Repeat the benzene run at the Hartree–Fock level, hf/6-31g* nmr, and compare with the values in the cross-check above.

See also: NMR, IR, and Raman, properties.

Scientific references

Vibrational and magnetic properties.