[Journal logo]

Volume 69 
Part 5 
Pages m286-m287  
May 2013  

Received 17 April 2013
Accepted 19 April 2013
Online 24 April 2013

Key indicators
Single-crystal X-ray study
T = 150 K
Mean [sigma](C-C) = 0.006 Å
R = 0.040
wR = 0.097
Data-to-parameter ratio = 21.2
Details
Open access

[mu]3-Methoxido-[kappa]3O:O:O-tris([mu]-L-p-tyrosinato-[kappa]3N,O:O)tris(L-p-tyrosinato-[kappa]2N,O)trinickel(II,III) methanol tetrasolvate

aDepartment of Chemistry, Faculty of Science, Chiang Mai University, Chiang Mai 50200, Thailand, and bDepartment of Chemistry, University of Hull, Cottingham Road, Hull HU6 7RX, England
Correspondence e-mail: apinpus@gmail.com

A trinuclear nickel complex, [Ni3(C9H10NO3)6(CH3O)]·4CH4O, was synthesized and characterized as a neutral cluster containing the incomplete cubane {Ni3([mu]1-O)([mu]2-O)2([mu]3-O)} core of 2M3-1 topology. The three nickel cations show similar octahedral coordination, {Ni([mu]1-O)([mu]2-O)2([mu]3-O)([mu]1-N)2}; the positive charge is balanced by six tyrosinate ligands and one methoxide ion. The mean oxidation state of each NiII ion is therefore +2.33. The common coordination modes, chelating (via the amino N and the carboxylate O atoms) and bridging (via the carboxylate O atom), are exhibited by the tyrosinates. Three interligand (intracluster) N-H...O hydrogen-bonding interactions stabilize the incomplete cubane-type moiety. Additional N-H...O, O-H...O and C-H...O interactions are formed between clusters, and between the clusters and methanol molecules to regulate the spatial orientation of the tyrosinate and the assembly of the clusters in the crystal. The approximate equilateral triangular arrangement of the three nickel cations in the incomplete cubane-type moiety suggests the possible magnetic frustration, and the proximity of these metal cations indicates weak metallic bonds. The structure contains approximately 39% solvent-accessible volume between the clusters. This is filled with 17 molecules of disordered methanol and was modelled with SQUEEZE [Spek (2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]). Acta Cryst. D65, 148-155]; the reported unit-cell characteristics do not take these molecules into account. The H atoms of the solvent molecules have not been included in the crystal data.

Related literature

For related incomplete cubane clusters, see: Ama et al. (2000[Ama, T., Rashid, Md. M., Yonemura, T., Kawaguchi, H. & Yasui, T. (2000). Coord. Chem. Rev. 198, 101-116.]); Lalia-Kantouri et al. (2010[Lalia-Kantouri, M., Papadopoulos, C. D., Hatzidimitriou, A. G., Bakas, T. & Pachini, S. (2010). Z. Anorg. Allg. Chem. 636, 531-538.]). For a nickel complex with L-tyrosine, see: Pei & Wang (2006[Pei, Y. & Wang, L. (2006). Acta Cryst. E62, m1668-m1670.]). For structures with tyrosinate, see: Wojciechowska et al. (2011[Wojciechowska, A., Daszkiewicz, M., Staszak, Z., Trusz-Zdybek, A., Bienko, A. & Ozarowski, A. (2011). Inorg. Chem. 50, 11532-11542.], 2012[Wojciechowska, A., Gagor, A., Wysokinski, R. & Trusz-Zdybek, A. (2012). J. Inorg. Biochem. 117, 93-102.]). For assignment of topology, see: Blatov (2012[Blatov, V. A. (2012). Struct. Chem. 23, 955-963.]). For background to magnetic frustration, see: Hendrickson et al. (2005[Hendrickson, D., Yang, E.-C., Isidro, R. M., Kirman, C., Lawrence, J., Edwards, R. S., Hill, S., Yamaguchi, A., Ishimoto, H., Wernsdorfer, W., Ramsey, C., Dalal, N. & Olmstead, M. M. (2005). Polyhedron, 24, 2280-2283.]); Nakatsuji et al. (2005[Nakatsuji, S., Nambu, Y., Tonomura, H., Sakai, O., Jonas, S., Broholm, C., Tsunetsugu, H., Qiu, Y. & Maeno, Y. (2005). Science, 309, 1607-1700.]). For the CSD, see: Allen (2002[Allen, F. H. (2002). Acta Cryst. B58, 380-388.]).

[Scheme 1]

Experimental

Crystal data
  • [Ni3(C9H10NO3)6(CH3O)]·4CH4O

  • Mr = 1400.28

  • Monoclinic, P 21

  • a = 12.5688 (6) Å

  • b = 25.3381 (9) Å

  • c = 13.1058 (7) Å

  • [beta] = 96.740 (4)°

  • V = 4145.0 (3) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.74 mm-1

  • T = 150 K

  • 0.36 × 0.35 × 0.34 mm

Data collection
  • Stoe IPDS2 diffractometer

  • Absorption correction: analytical (a face-indexed absorption correction was applied using the Tompa method; Meulenaer de & Tompa, 1965[Meulenaer, J. de & Tompa, H. (1965). Acta Cryst. 19, 1014-1018.]) Tmin = 0.716, Tmax = 0.780

  • 41350 measured reflections

  • 16565 independent reflections

  • 11845 reflections with I > 2[sigma](I)

  • Rint = 0.074

Refinement
  • R[F2 > 2[sigma](F2)] = 0.040

  • wR(F2) = 0.097

  • S = 0.88

  • 16565 reflections

  • 780 parameters

  • 1 restraint

  • H-atom parameters constrained

  • [Delta][rho]max = 0.83 e Å-3

  • [Delta][rho]min = -0.38 e Å-3

  • Absolute structure: Flack (1983[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]), 8080 Friedel pairs

  • Flack parameter: 0.023 (9)

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1A...O15i 0.90 2.26 3.082 (4) 153
N1-H1B...O18i 0.90 2.20 3.042 (4) 157
O3-H3...O3M 0.82 1.79 2.601 (5) 170
O6-H6A...O14ii 0.82 1.88 2.685 (4) 166
N3-H3C...O13 0.90 2.36 3.174 (4) 150
O9-H9A...O2iii 0.82 1.78 2.597 (4) 173
N4-H4B...O17 0.90 2.29 3.050 (5) 142
O12-H12...O2Miii 0.82 1.90 2.669 (7) 155
N5-H5A...O1 0.90 2.46 3.251 (4) 146
N5-H5A...O9iv 0.90 2.54 3.216 (4) 133
O15-H15A...O8v 0.82 2.02 2.815 (4) 164
O15-H15A...O7v 0.82 2.47 2.983 (4) 122
O18-H18A...O11v 0.82 1.84 2.638 (4) 163
C1M-H1M1...O1 0.96 2.52 3.042 (4) 114
C30-H30A...O11 0.97 2.55 2.893 (5) 101
C38-H38...O9iv 0.98 2.38 3.178 (5) 138
C54-H54...O5 0.93 2.42 3.338 (5) 167
Symmetry codes: (i) x, y, z+1; (ii) [-x+1, y-{\script{1\over 2}}, -z+1]; (iii) x-1, y, z; (iv) x+1, y, z; (v) x, y, z-1.

Data collection: X-AREA (Stoe & Cie, 2002[Stoe & Cie (2002). X-AREA. Stoe & Cie, Darmstadt, Germany.]); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: DIAMOND (Brandenburg, 2006[Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK5221 ).


Acknowledgements

The Thailand Research Fund and the National Research University Project under the Thailand office of the Higher Education Commission are acknowledged for financial support. W. Tapala thanks the Royal Golden Jubilee PhD Program and the Graduate School of Chiang Mai University for graduate scholarships.

References

Allen, F. H. (2002). Acta Cryst. B58, 380-388.  [ISI] [CrossRef] [details]
Ama, T., Rashid, Md. M., Yonemura, T., Kawaguchi, H. & Yasui, T. (2000). Coord. Chem. Rev. 198, 101-116.  [ISI] [CrossRef] [ChemPort]
Blatov, V. A. (2012). Struct. Chem. 23, 955-963.  [ISI] [CrossRef] [ChemPort]
Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.  [CrossRef] [details]
Hendrickson, D., Yang, E.-C., Isidro, R. M., Kirman, C., Lawrence, J., Edwards, R. S., Hill, S., Yamaguchi, A., Ishimoto, H., Wernsdorfer, W., Ramsey, C., Dalal, N. & Olmstead, M. M. (2005). Polyhedron, 24, 2280-2283.  [ISI] [CrossRef] [ChemPort]
Lalia-Kantouri, M., Papadopoulos, C. D., Hatzidimitriou, A. G., Bakas, T. & Pachini, S. (2010). Z. Anorg. Allg. Chem. 636, 531-538.  [ChemPort]
Meulenaer, J. de & Tompa, H. (1965). Acta Cryst. 19, 1014-1018.  [CrossRef] [details]
Nakatsuji, S., Nambu, Y., Tonomura, H., Sakai, O., Jonas, S., Broholm, C., Tsunetsugu, H., Qiu, Y. & Maeno, Y. (2005). Science, 309, 1607-1700.  [ISI] [CrossRef]
Pei, Y. & Wang, L. (2006). Acta Cryst. E62, m1668-m1670.  [CSD] [CrossRef] [ChemPort] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [ChemPort] [details]
Stoe & Cie (2002). X-AREA. Stoe & Cie, Darmstadt, Germany.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [ISI] [CrossRef] [ChemPort] [details]
Wojciechowska, A., Daszkiewicz, M., Staszak, Z., Trusz-Zdybek, A., Bienko, A. & Ozarowski, A. (2011). Inorg. Chem. 50, 11532-11542.  [ISI] [CSD] [CrossRef] [ChemPort] [PubMed]
Wojciechowska, A., Gagor, A., Wysokinski, R. & Trusz-Zdybek, A. (2012). J. Inorg. Biochem. 117, 93-102.  [ISI] [CSD] [CrossRef] [ChemPort] [PubMed]


Acta Cryst (2013). E69, m286-m287   [ doi:10.1107/S1600536813010696 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.