Fig. 1 (a) Crystal structure of the cation 3 showing the atom numbering scheme. Selected bond lengths (Å) and angles (°): Au–N1 2.040(5), N1–C1 1.297(8),
C1–C2 1.502(8), C2–C3 1.528(7), C3–N2 1.469(7), N2–C4 1.474(7), C4–N1 1.510(7), N1–C1–C2 122.1(5), C1–C2–C3 112.6(5), C2–C3–N2 108.0(4), C3–
N2–C4 118.3(4), N2–C4–N1 113.6(4), C4–N1–C1 122.6(5). (b) Packing diagram along the c axis of compound 3·ClO showing hydrogen bonds.
4
7
A. Balogh, J. Durmis, K. M., J. Sabados, M. Collak, M. Magura and M.
Holko, Cs 235,379, 1987 (Chem. Abstr. 1988, 108, 167494z).
Notes and references
§
Crystal data for 3·ClO
4
: C18
H
36AuClN
4
O
4
, 0.48 3 0.40 3 0.02 mm,
8 R. Ballardini, V. Borzatta, M. T. Gandolfi and R. Scrima, Res. Discl.,
1993, 354, 701.
9 K. Sasaki, O. M. and K. Myake (Sumitomo Chemical Co), JP
07,291,931, 1995 (Chem. Abstr., 1996, 124, 202290j).
10 G. Shimada (Daicel Chemical Industries, Ltd.), JP 03,188,066, 1989
(Chem. Abstr., 1992, 116, 41319t).
11 Y. Fukuda (Kyowa Yuka Kk), JP 05,117,242, 1991 (Chem. Abstr.,
1993, 119, 180817d).
12 I. Dragutan, S. Serban, P. Obloja, D. Nistor and V. Dragutan
(Combinatul Petrochimic, Pitesti), Rom. RO 96,131, 1987 (Chem.
Abstr., 1990, 113, 172048q).
13 I. Dragutan, S. Servan, P. Obloja, D. Nistor and V. Dragutan
(Combinatul Petrochimic, Pitesti), Rom. RO 96,132, 1987 (Chem.
Abstr., 1990, 113, 212011f).
14 M. Inaba and Y. Inui (Mitsubishi Petrochemical Co., Ltd.), JP
01,233,271, 1989 (Chem. Abstr., 1990, 112, 55627w).
15 R. Kinishi and M. Kasagi (Yoshitomi Pharmaceutical Industries, Ltd.),
JP 62,132,859, 1985 (Chem. Abstr., 1987, 107, 198104f).
16 K. Sakanashi and Y. Azaki (Yoshitomi Pharmaceutical Industries, Ltd.),
JP 62,167,763, 1987 (Chem. Abstr., 1988, 108, 150314t).
monoclinic, C2/c, a = 15.871 (2), b = 14.707 (2), c = 11.841 (2) Å, b =
3
23
123.910 (6)°, V = 2293.8 (5) Å , Z = 4, rcalc = 1.752 Mg m , 2qmax
=
5
0.0°, Mo-Ka radiation, l = 0.71073 Å, w-scans, T = 173(2) K, 3514
reflections measured, 1514 reflections observed [I < 2s(I)], all 2009
independent reflections included in the refinement, Rint 0.0383,
=
2
1
absorption correction based on Y-scans (m = 6.560 mm , min./max.
transmission = 0.140/0.732), the structure was solved by the heavy atom
2
method and refined on F using SHELXS86 and SHELXL93 (G. M.
Sheldrick, University of Göttingen, Germany), 133 parameters, the N–H
hydrogen was found on the difference Fourier synthesis and refined using an
N–H distance restraint, other hydrogen atoms were refined as rigid methyl
groups or using a riding model, the perchlorate anion is disordered over two
sites, R1 [I > 2s(I)] = 0.0287, wR2 (all reflections) = 0.0811, Drmax
=
3
1
.405 e Å2 (at ca. 1 Å from the Au atom). CCDC 182/1322. See
http://www.rsc.org/suppdata/cc/1999/1541 for crystallographic data in .cif
format.
¶
Acetonine was isolated from an acetone solution of NH
solvent at room temperature. d (300 MHz, CDCl ) 1.12 [s, 6H, C(4)Me],
.38 [s, 6H, C(2)Me], 1.87 (s, 2 H, CH ), 1.96 [s, 3H, C(6)Me].
3
by removing the
H
3
1
2
1
7 R. Kinishi (Yoshitomi Pharmaceutical Industries, Ltd.), JP 63,10,761,
988 (Chem. Abstr., 1988, 109, 92800f).
1
1
2
3
4
R. Usón, J. Laguna and J. Vicente, J. Organomet. Chem., 1977, 131,
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J. Vicente, M. T. Chicote, R. Guerrero, P. G. Jones and M. C. Ramírez
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1
1
8 Z. Ma, Q. Huang and J. M. Bobbit, J. Org. Chem., 1993, 58, 4837.
9 W. Schneider, A. Bauer and H. Schmidbaur, J. Chem. Soc., Dalton
Trans., 1997, 415; W. Schneider, A. Bauer, A. Schier and H.
Schmidbaur, Chem. Ber., 1997, 130, 1417.
0 W. Schneider, K. Angermaier and H. Schmidbaur, Z. Naturforsch.,
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4
2
2
1 F. H. Allen, O. Kennard, D. G. Watson, L. Brammer, A. G. Orpen and
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5
6
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Communication 9/04777H
1542
Chem. Commun., 1999, 1541–1542