Using Gaussian

Spin Works 4 NMR - levetiracetam

Integration Signal intensity #protons

14H=2+1+2+2+2+1+1+3 H8,H9,H100.87 H24.4 or (1.7 & 1.9 ?)

Shielded Protons Magnetic field strength must be increased for a shielded proton to flip at the same frequency. =>

The NMR Graph Depending on their chemical environment, protons in a molecule are shielded by different amounts. =>

# nmr=giao b3lyp/6-31+g(2d,2p) scrf=(solvent=water) Wrong. no reference shielding. TMS value needed!

Carbon-13 12C has no magnetic spin. 13C has a magnetic spin, but is only 1% of the carbon in a sample. The gyromagnetic ratio of 13C is one-fourth of that of 1H. Signals are weak, getting lost in noise. Hundreds of spectra are taken, averaged. Resonance frequency is ~ one-fourth, 15.1 MHz instead of 60 MHz. Peak areas are not proportional to number of carbons. Carbon atoms with more hydrogens absorb more strongly. It is unlikely that a 13C would be adjacent to another 13C, so splitting by carbon is negligible. 13C will magnetically couple with attached protons and adjacent protons. These complex splitting patterns are difficult to interpret. To simplify the spectrum, protons are continuously irradiated with “noise,” so they are rapidly flipping. The carbon nuclei see an average of all the possible proton spin states. Thus, each different kind of carbon gives a single, unsplit peak.

Output file: SCF GIAO Diamagnetic Magnetic shielding tensor (ppm): 1 C Isotropic = 278.3437 XX= 276.5426 YX= 1.7920 ZX= -6.6753 XY= 8.5758 YY= 277.4104 ZY= 8.0261 XZ= 4.6855 YZ= 7.0353 ZZ= 281.0781 SCF GIAO Paramagnetic Magnetic shielding tensor (ppm): 1 C Isotropic = -143.9507 XX= -136.1300 YX= -5.7551 ZX= 7.6560 XY= -3.9934 YY= -138.3884 ZY= 7.3794 XZ= -1.6168 YZ= 5.9614 ZZ= -157.3338 SCF GIAO Magnetic shielding tensor (ppm): 1 C Isotropic = 134.3930 Anisotropy = 20.0251 XX= 140.4126 YX= -3.9631 ZX= 0.9807 XY= 4.5824 YY= 139.0220 ZY= 15.4056 XZ= 3.0687 YZ= 12.9967 ZZ= 123.7442 Eigenvalues: 115.1589 140.2770 147.7430 Eigenvectors: (1) -0.062540 -0.509800 0.858017 (2) 0.982225 -0.183890 -0.037667 (3) 0.176983 0.840409 0.512239

Output file: Excited State 1: Singlet-A 5.3577 eV 231.41 nm f=0.0277 43 -> 47 0.20697 44 -> 47 0.11736 46 -> 47 0.61560 46 -> 49 -0.12885 Excited State 2: Singlet-A 5.7404 eV 215.98 nm f=0.0006 45 -> 47 0.54392 45 -> 49 0.32227 45 -> 50 -0.13762 45 -> 51 -0.14221 46 -> 49 0.13519 ResultsUV spectrum # td=(nstates=10) b3lyp/6-31+g(2d,2p) scrf=(solvent=water)

Simulated UV-Vis transitions of imatinib in water Peak (nm) f Transitions Contributions (%) 320.1 0.1654 HL+1 75.46 296.3 0.3322 HL+2 92.48 284.5 0.4704 H-3L+1 87.91 276.3 0.4821 HL+3 81.92 262.4 0.2544 H-6L H-3L+2 29.79 25.06 236.8 0.3153 HL+5 34.52 205.2 0.2360 H-10L+2 35.17

Relaxed PES (Potential Energy Surface) scan #opt=(z-matrix) am1 geom=connectivity 0 1 C C 1 B1 C 2 B2 1 A1 C 3 B3 2 A2 1 D1 N 4 B4 3 A3 2 D2 C 5 B5 4 A4 3 D3 C 3 B6 2 A5 1 D4 ……. D4 -179.80483576 D5 20.23967617 S 36 10.0 D6 -179.80204971 D7 -0.34800873

Boat, half-boat, chair, twisted Conformations of cyclic molecules piperazine

LUMO LUMO+1 HOMO EditMOs…

BZP benzyl-piperazine MBZP methyl-benzyl-piperazine