{(S)-2-[({2-[1-(Anthracen-9-ylmeth­yl)pyrrolidine-2-carboxamido]­phen­yl}(phen­yl)methyl­idene)amino]­acetato(2−)-κ4N,N′,N′′,O1}nickel(II)

Padělková, Z.; Popkov, A.; Nádvorník, M.

doi:10.1107/S1600536812026827

Volume 68
Part 7
Pages m954-m955
July 2012

Received 14 May 2012
Accepted 13 June 2012
Online 20 June 2012

Key indicators
Single-crystal X-ray study
T = 150 K
Mean (C-C) = 0.005 Å
R = 0.044
wR = 0.087
Data-to-parameter ratio = 16.1
Details

{(S)-2-[({2-[1-(Anthracen-9-ylmethyl)pyrrolidine-2-carboxamido]phenyl}(phenyl)methylidene)amino]acetato(2-)-⁴N,N',N'',O¹}nickel(II)

Zdenka Padelková,^a ^* Alexander Popkov ^b and Milan Nádvorník ^a

^aDepartment of General and Inorganic Chemistry, Faculty of Chemical Technology, University of Pardubice, Studentská 573, 53210 Pardubice, Czech Republic, and ^bNa Klínku 1082, 530 06 Pardubice, Czech Republic
Correspondence e-mail: zdenka.padelkova@upce.cz

The title compound, [Ni(C₃₅H₂₉N₃O₃)], includes a Schiff base ligand derived from (S)-1-[(anthracen-9-yl)methyl]-N-(2-benzoylphenyl)pyrrolidine-2-carboxamide and glycine. The Ni^II atom is coordinated by three N atoms [Ni-N = 1.937 (3), 1.850 (3) and 1.850 (3) Å] and one O atom [Ni-O = 1.859 (2) Å], resulting in a pseudo-square-planar coordination environment.

Related literature

For preparation and evaluation of similar compounds in model reactions, see: Belokon et al. (1988); Kozísek et al. (2004); Popkov et al. (2002, 2010). For an overview of application procedures, see: Popkov et al. (2005) and works cited therein. For NMR in solutions and similar highly unusual long-range spin-spin interactions, see: Jirman et al. (1998); Langer et al. (2007); Popkov et al. (1998, 2003). For the review of applications in positron emission tomography (PET), see: Popkov & De Spiegeleer (2012).

Experimental

Crystal data

[Ni(C₃₅H₂₉N₃O₃)]
M_r = 598.32
Orthorhombic, P 2₁ 2₁ 2₁
a = 8.9080 (5) Å
b = 16.5249 (12) Å
c = 18.6981 (13) Å
V = 2752.4 (3) Å³
Z = 4
Mo K radiation
= 0.75 mm^-1
T = 150 K
0.31 × 0.26 × 0.14 mm

Data collection

Bruker-Nonius KappaCCD area-detector diffractometer
Absorption correction: Gaussian (Coppens, 1970) T_min = 0.856, T_max = 0.925
23768 measured reflections
6120 independent reflections
5037 reflections with I > 2(I)
R_int = 0.071

Refinement

R[F² > 2(F²)] = 0.044
wR(F²) = 0.087
S = 1.19
6120 reflections
379 parameters
H-atom parameters constrained
_max = 0.32 e Å^-3
_min = -0.38 e Å^-3
Absolute structure: Flack (1983), 2615 Friedel pairs
Flack parameter: -0.019 (14)

Data collection: COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997); cell refinement: COLLECT and DENZO; data reduction: COLLECT and DENZO; program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IM2378 ).

Acknowledgements

ZP and MN would like to thank the Faculty of Chemical Technology, University of Pardubice, for financial support of this work.

References

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