V.N. Nesterov et al. / Journal of Molecular Structure 523 (2000) 309–318
311
Table 1
Crystal structure determination summary for compounds 6a–c
6
a
6b
6c
Empirical formula
Formula weight
Temperature (K)
Crystal size (mm)
Crystal system
Space group
C
268.3
298(2)
15
H
12
N
2
O
3
C
268.3
298(2)
15
H
12
N
2
O
3
15 12 2 3
C H N O
268.3
298(2)
0:2 × 0:3 × 0:2
0:3 × 0:3 × 0:2
0:3 × 0:2 × 0:4
Triclinic
Triclinic
Monoclinic
¯
¯
P1
P1
1
P2 /n
Z
2
2
4
Unit cell dimensions
˚
a (A)
8.226(2)
9.320(3)
10.397(3)
88.32(2)
76.16(2)
65.04(2)
699.3(3)
1.274
6.741(2)
10.257(3)
10.942(4)
74.31(2)
74.18(2)
82.08(2)
699.2(3)
1.274
4.896(2)
19.710(9)
14.652(6)
90
93.19(3)
90
1412(1)
1.262
0.090
˚
b (A)
˚
c (A)
a (Њ)
b (Њ)
g (Њ)
3
˚
Volume (A )
3
Density (calc., g/cm )
Absorbtion coeff. (mm
F(000)
Ϫ1
)
0.091
280
0.091
280
560
u range (Њ)
Scan range v (Њ)
Reflections collected
2.0–25.0
1.80
2664
2.0–25.0
1.90
2566
2.0–25.0
1.80
2806
Independent reflections
2475
2333
2495
Data/restraints/parameters
Goodness of fit
2435/0/229
1.112
2299/0/229
1.033
2382/0/229
1.077
Final R=wR I Ͼ 2sꢀI
0.056/0.147
0.087/0.187
0.30
0.040/0.095
0.065/0.118
0.22
0.072/0.132
0.169/0.181
0.15
R=wR indices (all data)
3
˚
˚
Largest difference peak (e/A )
Largest difference hole (e/A )
3
Ϫ0.21
Ϫ0.12
Ϫ0.17
2-(4-Methacryloxy-3-methoxyphenyl)-1,1-dicyano-
2-(2-Methacryloxy-3-methoxyphenyl)-1,1-dicyano-
ethylene 6a: The yield of compound 6a was ca. 73%
ethylene 6c: The yield of compound 6c was ca. 79%
1
1
(
m.p. 109–110ЊC). H NMR (CDCl ): d, 2.06 (3H, s,
(m.p. 144–145ЊC). H NMR (CDCl ): d, 2.09 (3H, s,
3
3
CH ), 3.88 (3H, s, OCH ), 5.82 and 6.39 (2H, s, s,
CH ), 3.86 (3H, s, OCH ), 5.88 and 6.43 (2H, s, s,
3
3
3
3
CH yC, Z and E isomers), 7.22 (1H, d, C H), 7.38
CH yC, Z and E isomers), 7.21 (1H, d, C H), 7.36
2 4
2
5
(
1H, d, C H), 7.70 (1H, d, C H), 7.74 [1H, d, H–
(1H, t.d, C H), 7.85 (1H, d, C H), 7.88 [1H, d, H–
5 6
2
6
13
1
13
1
CyC(CN)2], C[ H] NMR (CDCl ): d, 18.3, 56.1,
CyC(CN)2]. C[ H] NMR (CDCl ): d, 18.3, 56.3,
3
3
8
1
2.2, 112.5, 112.7, 113.6, 124.0, 125.6, 128.3,
29.4, 134.9, 145.2, 152.1, 159.0, 164.6.
84.9, 112.1, 113.6, 117.9, 119.5, 125.2, 127.2,
129.0, 134.5, 140.3, 151.7, 153.3, 164.5.
2-(3-Methacryloxy-4-methoxyphenyl)-1,1-dicyano-
ethylene 6b: The yield of compound 6b was ca. 73%
2
.2. X-ray analysis
1
(
m.p. 131–132ЊC). H NMR (CDCl ): d, 2.07 (3H, s,
3
CH ), 3.93 (3H, s, OCH ), 5.81 and 6.38 (2H, s, s,
Single crystals of 6a–c suitable for X-ray analysis
3
3
CH yC, Z and E isomers), 7.10 (1H, d, C H), 7.63
were obtained by slow evaporation from ethanol.
Single crystalline samples of 6a–c are colorless
needles. The experimental data were obtained at
room temperature using MoKa-radiation and a
2
5
(
1H, d, C H), 7.72 (1H, d, C H), 7.83 [1H, d, H–
2
6
13
1
CyC(CN)2], C[ H] NMR (CDCl ): d, 18.3, 56.4,
3
7
1
9.7, 112.6, 112.9, 114.1, 123.9, 125.1, 128.2,
31.5, 134.9, 140.5, 156.7, 158.1, 164.8.
ꢀ
graphite monochromator ꢀl 0:7107 A with