802
R. GAWINECKI ET AL.
Ref. 28. Quantum chemical calculations were performed
at the HF and B3LYP levels of theory with the Gaussian
94 package.29 Geometries were optimized to the global
minima at the ab initio HF level with the 3-21G basis
set using C1-symmetry (no symmetry constraints). The
GIAO/DFT calculations for 13C chemical shifts were
performed at the B3LYP level with the 6-311G basis set.
Table 6. Experimental data for the X-ray diffraction studies
on 2 and 3 at 173 K
2
3
Formula
C22H18N2O2
C21H16N2O2
Formula weight/
g molÀ1
342.38
328.36
The chemical shifts are referenced to TMS for 1H and 13
C
Crystal system
Space group
Crystal size/mm
Dcalc/Mg mÀ3
Monoclinic
P21/n (no. 14)
Monoclinic
P21/n (no. 14)
NMR (both in experiment and in calculations), and to
0.30 Â 0.40 Â 0.40 0.30 Â 0.35 Â 0.40
nitromethane for 15N NMR.
1.295
1.313
˚
a/A
12.2247(5)
10.2064(5)
14.1663(6)
96.528(3)
1756.1(1)
4
9.7232(3)
10.1709(4)
17.1549(4)
101.756(2)
1660.63(9)
4
˚
b/A
˚
c/A
Acknowledgements
b/°
3
˚
V/A
Z
We are very much indebted to the Interdisciplinary
Centre for Mathematical and Computational Modelling
(ICM) of Warsaw University for supply of computer time
and providing programs. M.N. wishes to thank the
Finnish Ministry of Education for financial support.
B.O. gratefully acknowledges receipt of a Fellowship
from the Foundation for Polish Science (FNP).
m(Mo Ka)/mmÀ1
0.084
0.086
8814
Reflections collected 10 221
Independent
reflections
3087
0.036
2920
0.025
Rint
Drmax, Drmin/eÀ
R/%a
A
0.198, À0.185
0.154, À0.181
À3
˚
4.02
3.60
Rw/%a
8.77
8.46
GOF
1.058
1.059
a
I >2ꢁI
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Copyright 2001 John Wiley & Sons, Ltd.
J. Phys. Org. Chem. 2001; 14: 797–803