Diammine{N-[2-(hy­droxy­imino)­propion­yl]-N′-[2-(oxidoimino)­propion­yl]propane-1,3-diaminido-κ4N,N′,N′′,N′′′}iron(III)

Tomyn, S.; Haukka, M.; Nedelkov, R.

doi:10.1107/S160053681204826X

Volume 68
Part 12
Pages m1568-m1569
December 2012

Received 16 November 2012
Accepted 24 November 2012
Online 30 November 2012

Key indicators
Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.004 Å
Disorder in main residue
R = 0.030
wR = 0.074
Data-to-parameter ratio = 12.9
Details

Diammine{N-[2-(hydroxyimino)propionyl]-N'-[2-(oxidoimino)propionyl]propane-1,3-diaminido-⁴N,N',N'',N'''}iron(III)

Stefania Tomyn,^a ^* Matti Haukka ^b and Ruslan Nedelkov ^a

^aDepartment of Chemistry, National Taras Shevchenko University of Kyiv, Volodymyrska Street 64, 01601 Kyiv, Ukraine, and ^bDepartment of Chemistry, University of Jyvãskylã, PO Box 35, FI-40014, Finland
Correspondence e-mail: stefania.tomyn@gmail.com

In the title compound, [Fe(C₉H₁₃N₄O₄)(NH₃)₂], the Fe^III atom, lying on a mirror plane, is coordinated by four N atoms of a triply deprotonated tetradentate N-[2-(hydroxyimino)propionyl]-N'-[2-(oxidoimino)propionyl]propane-1,3-diaminide ligand in the equatorial plane and two N atoms of two ammonia molecules at the axial positions in a distorted octahedral geometry. A short intramolecular O-HO hydrogen bond between the cis-disposed oxime O atoms stabilizes the pseudo-macrocyclic configuration of the ligand. In the crystal, molecules are linked by N-HO hydrogen bonds into a three-dimensional network. The ligand has a mirror-plane symmetry. One of the methylene groups of the propane bridge is disordered over two sets of sites with equal occupancy factors.

Related literature

For oximes as potential bridging ligands, see: Moroz et al. (2008, 2010); Skopenko et al. (1990). For oximes stabilizing high oxidation states of metal ions, see: Fritsky et al. (1998, 2006); Kanderal et al. (2005). For the coordination chemistry of tetradentate open-chain ligands derived from oximes and amides, see: Duda et al. (1997); Fritsky et al. (2004); Kufelnicki et al. (2010). For related structures, see: Dvorkin et al. (1990a,b); Lampeka et al. (1989); Mokhir et al. (2002); Onindo et al. (1995); Sliva et al. (1997a,b).

Experimental

Crystal data

[Fe(C₉H₁₃N₄O₄)(NH₃)₂]
M_r = 331.15
Monoclinic, P 2₁ /m
a = 8.9111 (3) Å
b = 7.2255 (3) Å
c = 10.6194 (4) Å
= 108.994 (2)°
V = 646.52 (4) Å³
Z = 2
Mo K radiation
= 1.19 mm^-1
T = 100 K
0.20 × 0.09 × 0.04 mm

Data collection

Nonius KappaCCD diffractometer
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997) T_min = 0.795, T_max = 0.954
12359 measured reflections
1599 independent reflections
1361 reflections with I > 2(I)
R_int = 0.047

Refinement

R[F² > 2(F²)] = 0.030
wR(F²) = 0.074
S = 1.04
1599 reflections
124 parameters
H-atom parameters constrained
_max = 0.58 e Å^-3
_min = -0.46 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1OO4	0.98	1.54	2.508 (3)	168
N5-H5DO4ⁱ	0.91	2.15	3.015 (2)	158
N5-H5EO2ⁱⁱ	0.91	2.11	2.979 (2)	160
N5-H5FO3ⁱⁱⁱ	0.91	2.10	2.969 (2)	160
Symmetry codes: (i) $[-x+2, y+{\script{1\over 2}}, -z+1]$ ; (ii) $[-x+2, y+{\script{1\over 2}}, -z+2]$ ; (iii) $[-x+1, y+{\script{1\over 2}}, -z+1]$ .

Data collection: COLLECT (Nonius, 2000); cell refinement: DENZO/SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO/SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al., 2006); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2607 ).

Acknowledgements

Financial support from the State Fund for Fundamental Researches of Ukraine (grant No. F40.3/041) is gratefully acknowledged.

References

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