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Supporting information
NPA charges and NBO bond orders of E-4m (s-cis).
Coordinates and energies of all conformers optimized by
B3LYP/6-31G(d,p) in benzene. NMR spectra of 4m and 4e. This
material is available electronically on J-STAGE.
7
a) D. Bingham, D. E. Webster, P. B. Wells, J. Chem.
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Table 3. Crystallographic data of E-4m, Z-4m, and E-4e
E-4m
C9H13NO3
183.21
Z-4m
E-4e
8
a) S. Krompiec, M. Pigulla, W. Szczepankiewicz, T.
Formula
Formula weight
Space group
a/Å
C9H13NO3 C10H15NO3
183.21
P–1
Bieg, N. Kuznik, K. Leszczynska-Sejda, M. Kubickib, T.
Borowiak, Tetrahedron Lett. 2001, 42, 7095–7098. b) N. Kuźnik,
S. Krompiec, T. Bieg, S. Baj, K. Skutil, A. Chrobok, J.
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Kuźnik, M. Krompiec, R. Penczek, J. Mrzigod, A. Tórz, J. Mol.
Cat. A: Chemical 2006, 253, 132–146. d) N. Kuźnik, S.
Krompiec, Coord. Chem. Rev. 2007, 251, 222–233.
197.23
P21/n
12.308(5)
7.671(3)
12.406(4)
90
114.021(4)
90
1069.9(6)
4
P–1
6.369(1)
7.734(1)
10.640(2)
100.390(3)
106.682(4)
101.530(3)
475.9(2)
2
7.681(4)
7.899(4)
8.117(4)
85.37(2)
83.05(2)
77.96(1)
477.3(5)
2
b/Å
c/Å
α/deg
β/deg
γ/deg
V/Å3
Z
9
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3.
ρcalcd/g cm–3
μ(Mo Kα)/mm–1
No. unique reflns
Rint
1.278
0.096
2167
0.0215
1.275
0.096
2264
0.0214
1.224
0.090
2531
0.0185
10
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Transmn factor 0.841–0.993 0.841–0.981 0.790–0.982
Yamamoto, J. Chem. Soc., Chem. Commun. 1991, 703–704. b)
T. Mise, Y. Takaguchi, T. Umemiya, S. Shimizu, Y. Wakatsuki,
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No. variables
R1a)
170
170
0.0325
0.0962
1.091
2
187
0.0357
0.0982
1.074
0.0330
0.0933
1.067
wR2b)
gofc)
a) R1 = ∑||Fo| – |Fc||/∑|Fo| (Fo2 > 2σ(Fo )). b) wR2 = [∑(w(Fo
2
– Fc2)2)/∑w(Fo2)2]1/2 (all data); w = [(σ(Fo ))2 + (aP)2 + bP]–1, P
2
= (Fo2 + 2Fc2)/3 c) gof = [∑w(|Fo| – |Fc|)2/{(No. unique reflns)
– (No. variables)}]1/2
.
11
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For recent examples of β-monosubstituted α-