Acetatodiaqua[3-(salicyloylhydrazono)butan-2-one oximato]nickel(II) ethanol solvate

Article abstract of DOI:10.1107/S0108270100000329

In the title compound, [Ni(C₁₁H₁₂N₃O₃)(CH ₃CO₂)-(H₂O)₂]·C ₂H₅OH, the coordination geometry of the Ni¹¹ atom is a distorted octahedron, with one carbonyl O and two imino N atoms of the hydrazone ligand, together with an acetate O atom, comprising the basal plane, and the two water O atoms occupying axial positions.

Full text of DOI:10.1107/S0108270100000329

metal-organic compounds
Acta Crystallographica Section C
Crystal Structure
Communications
molecules from two neighbouring molecules of the complex by
strong intermolecular hydrogen bonds of the form O1WiÐ
H2iÁ Á ÁO6, O2WiiÐH3iiÁ Á ÁO6, O1WÐH1Á Á ÁO3 and O2WiiiÐ
H4iiiÁ Á ÁO3; atom O6 has additional intramolecular hydrogen
ISSN 0108-2701
bonding with N3 (N3ÐH3AÁ Á ÁO6) [symmetry codes: (i)
x
2, y, z; (ii)
x
3, y, z; (iii) x + 1, y, z]. Thus, two rows
Acetatodiaqua[3-(salicyloylhydra-
zono)butan-2-one oximato]nickel(II)
ethanol solvate
of complex molecules are connected by these hydrogen bonds
to form polymeric chains, which are then connected by O3Ð
H6AÁ Á ÁO2iv hydrogen bonds to yield a two-dimensional layer
structure (see Fig. 2) [symmetry code: (iv)
x
1, 1
y,
1
z].
You Song, Yan Xu, Dun-Ru Zhu and Xiao-Zeng You*
Coordination Chemistry Institute, State Key Laboratory of Coordination Chemistry,
Nanjing University, Nanjing 210093, People's Republic of China
Correspondence e-mail: xraychem@nju.edu.cn
Received 10 September 1999
Accepted 6 January 2000
In the title compound, [Ni(C11H12N3O3)(CH3CO2)-
(H2O)2]ÁC2H5OH, the coordination geometry of the NiII atom
is a distorted octahedron, with one carbonyl O and two imino
N atoms of the hydrazone ligand, together with an acetate O
atom, comprising the basal plane, and the two water O atoms
occupying axial positions.
Comment
Salicylhydroxamic acid and analogous derivatives, because of
their nature as polydentate ligands, may function as cation
recognition agents to form metallacrown ether compounds
(Gibney et al., 1994; Psomas et al., 1998), but salicylic hydra-
zide, with a similar structure, does not exhibit this function.
Compared with salicylic hydrazide, salicyloyl hydrazone Schiff
bases have additional donor atoms, whose presence introduces
a wider range of properties (Kwak et al., 1998) as new types of
inorganic host molecules. We report here the crystal structure
of a new nickel(II)±salicyloylhydrazone complex, (I), derived
from salicylic hydrazide.
Figure 1
The structure of (I) showing 50% probability displacement ellipsoids and
the atom-numbering scheme. H atoms are shown as spheres of arbitrary
radii.
The coordination geometry of the NiII atom in (I) is a
distorted octahedron. The two water molecules occupy axial
positions, while the carbonyl O5 and the imino N1 and N2
atoms of the hydrazone ligand, together with the acetate O1
atom, comprise the basal plane (mean deviation from the
Figure 2
Packing diagram for (I).
Ê
plane of 0.0084 A). The basal plane is stabilized by intramo-
Experimental
lecular O4ÐH4AÁ Á ÁO2 hydrogen bonds, in which O4 is from
the oxime and O2 from the acetate. Atom O6 of the hydra-
zone ligand and atom O3 of the ethanol solvate molecule do
not form coordination bonds but can both link two water
Compound (I) was synthesized by the reaction of a 1:1 molar ratio of
diacetyl monoxime salicyloylhydrazone and nickel(II) acetate tetra-
hydrate in ethanol at room temperature. Green single crystals of (I)
ꢀ
430 # 2000 International Union of Crystallography
Printed in Great Britain ± all rights reserved
Acta Cryst. (2000). C56, 430±431

metal-organic compounds
suitable for X-ray diffraction were obtained by evaporating the
solution in air for several weeks.
Table 2
Hydrogen-bonding geometry (A, ).
ꢁ
Ê
DÐHÁ Á ÁA
DÁ Á ÁA
DÐHÁ Á ÁA
Crystal data
[Ni(C11H12N3O3)(C2H3O2)-
(H2O)2]ÁC2H6O
Mr = 434.09
Z = 2
Dx = 1.449 Mg m
Mo Kꢀ radiation
O4ÐH4AÁ Á ÁO2
O1WiÐH2iÁ Á ÁO6
O2WiiÐH3iiÁ Á ÁO6
O1WÐH1Á Á ÁO3
O2WiiiÐH4iiiÁ Á ÁO3
O3ÐH6AÁ Á ÁO2iv
N3ÐH3AÁ Á ÁO6
2.576 (5)
2.688 (5)
2.658 (5)
2.754 (4)
2.773 (5)
2.648 (4)
2.522 (3)
163
164
172
166
158
173
135
3
Triclinic, P1
a = 7.4120 (15) A
Cell parameters from 25
re¯ections
Ê
b = 11.505 (2) A
ꢃ = 1.56±6.68ꢁ
ꢄ = 1.020 mm
T = 293 (2) K
Ê
1
Ê
c = 13.255 (3) A
ꢀ = 103.13 (3)ꢁ
ꢁ = 103.97 (3)ꢁ
ꢂ = 106.80 (3)ꢁ
Symmetry codes: (i)
x; 1 y; 1 z.
2
x; y; z; (ii)
3
x; y; z; (iii) 1 ‡ x; y; z; (iv)
Prism, green
0.40 Â 0.20 Â 0.05 mm
1
3
Ê
V = 995.0 (3) A
Data collection: CAD-4 Software (Enraf±Nonius, 1989);
Data collection
program(s) used to solve structure: SHELXS86 (Sheldrick, 1990a);
program(s) used to re®ne structure: SHELXL93 (Sheldrick, 1993);
molecular graphics: SHELXTL-Plus (Sheldrick, 1990b); software
used to prepare material for publication: SHELXL93.
Enraf±Nonius CAD-4 diffract-
ometer
2ꢃ/! scans
Absorption correction: empirical
via scan (North et al., 1968)
Tmin = 0.654, Tmax = 0.947
3784 measured re¯ections
3486 independent re¯ections
2472 re¯ections with I > 2ꢅ(I)
Rint = 0.022
max = 24.98ꢁ
ꢃ
h = 0 ! 8
k = 13 ! 13
l = 15 ! 15
3 standard re¯ections
every 97 re¯ections
intensity decay: none
The work is supported by the National Science Foundation
of China and the Analysis and Testing Found of Nanjing
University. The authors would like to thank Hua-Qing Wang
for help in the structure determination.
Re®nement
Re®nement on F2
R[F2 > 2ꢅ(F2)] = 0.047
wR(F2) = 0.134
S = 1.000
3484 re¯ections
244 parameters
H-atom parameters constrained
w = 1/[ꢅ2(Fo2) + (0.0842P)2]
where P = (Fo2 + 2Fc2)/3
(Á/ꢅ)max < 0.001
Supplementary data for this paper are available from the IUCr electronic
archives (Reference: DE1121). Services for accessing these data are
described at the back of the journal.
3
Ê
Áꢆmax = 0.63 e A
3
Ê
0.59 e A
Áꢆmin
=
References
Enraf±Nonius (1989). CAD-4 Software. Version 5.0. Enraf±Nonius, Delft, The
Netherlands.
Gibney, B. R., Kessissoglou, D. P., Kampf, J. W. & Pecoraro, V. L. (1994). Inorg.
Chem. 33, 4840±4849.
Table 1
Selected geometric parameters (A, ).
ꢁ
Ê
Kwak, B., Rhee, H., Park, S. & Lah, M. S. (1998). Inorg. Chem. 37, 3599±3602.
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351±
359.
Psomas, G., Dendrinou-Samara, C., Alexiou, M., Tsohos, A., Raptopoulou,
C. P., Terzis, A. & Kessissoglou, D. P. (1998). Inorg. Chem. 37, 6556±6557.
Sheldrick, G. M. (1990a). Acta Cryst. A46, 467±473.
Sheldrick, G. M. (1990b). SHELXTL-Plus. Siemens Analytical X-ray
Instruments Inc., Madison, Wisconsin, USA.
Ni1ÐO1
Ni1ÐN1
Ni1ÐO2W
1.990 (3)
2.012 (3)
2.037 (3)
Ni1ÐO1W
Ni1ÐN2
Ni1ÐO5
2.040 (3)
2.100 (3)
2.148 (3)
O2WÐNi1ÐO1W
O1ÐNi1ÐN2
N1ÐNi1ÐN2
177.10 (11)
109.91 (12)
74.92 (13)
O1ÐNi1ÐO5
N1ÐNi1ÐO5
98.23 (11)
76.94 (12)
È
Sheldrick, G. M. (1993). SHELXL93. University of Gottingen, Germany.
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Acta Cryst. (2000). C56, 430±431
Song, Xu, Zhu and You [Ni(C11H12N3O3)(C2H3O2)(H2O)2]ÁC2H6O 431