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Volume 68 
Part 12 
Pages m1524-m1525  
December 2012  

Received 29 October 2012
Accepted 14 November 2012
Online 24 November 2012

Key indicators
Single-crystal X-ray study
T = 183 K
Mean [sigma](C-C) = 0.004 Å
R = 0.050
wR = 0.125
Data-to-parameter ratio = 14.2
Details
Open access

Tris(5,6-dimethyl-1,10-phenanthroline-[kappa]2N,N')iron(II) bis(tricyanomethanide)

aInstitute of Chemistry, Faculty of Science, P.J. Safárik University, Moyzesova 11, SK-041 54 Kosice, Slovakia
Correspondence e-mail: lucia.vahovska@student.upjs.sk

The title compound, [Fe(C14H12N2)3](C4N3)2, consists of one [Fe(dimephen)3]2+ complex cation (dimephen = 5,6-dimethyl-1,10-phenanthroline) and two uncoordinating tcm anions (tcm = tricyanomethanide). In the complex cation, the FeII atom is coordinated by six N atoms from three chelating dimephen ligands at an average Fe-N distance of 1.963 (4) Å giving a distorted octahedral geometry. The crystal structure is stabilized by weak C-H...N hydrogen bonds and C[triple bond]N...[pi] interactions between planar [maximum deviations of 0.024 (3) and 0.015 (3) Å] tcm anions and pyridine rings of dimephen [N2...centroid = 3.531 (3) and 3.726 (3) Å; C[triple bond]N...centroid = 96.4 (2) and 97.1 (2)°].

Related literature

[Fe(phen)2(NCS)2] (phen = 1,10-phenathroline) and [Fe(bpy)2(NCS)2] (bpy = 2,2-bipyridine) are the first known and most extensively studied compounds of iron(II) exhibiting a high spin [leftwards arrow][rightwards arrow] low spin transition, see: König & Watson (1970[König, E. & Watson, K. J. (1970). Chem. Phys. Lett. 6, 457-459.]); Müller et al. (1982[Müller, E. W., Spiering, H. & Gütlich, P. (1982). Chem. Phys. Lett. 93, 567-571.]). For [Fe(phen)3]2+complexes, see: Aparici Plaza et al. (2007[Aparici Plaza, L., Baranowska, K. & Becker, B. (2007). Acta Cryst. E63, m1537-m1539.]); Odoko & Okabe (2004[Odoko, M. & Okabe, N. (2004). Acta Cryst. E60, m1822-m1824.]); Koh et al. (1994[Koh, L. L., Xu, Y., Hsieh, A. K., Song, B., Wu, F. & Ji, L. (1994). Acta Cryst. C50, 884-886.]); Uçar et al. (2005[Uçar, I., Pasaoglu, H., Büyükgüngör, O. & Bulut, A. (2005). Acta Cryst. E61, m1405-m1407.]); Li et al. (2008[Li, Z.-X., Yu, M.-M., Zhang, Y.-N. & Wei, L.-H. (2008). Acta Cryst. E64, m1514.]). For bond lengths and angles in dimephen, see: Toledano-Magaña et al. (2012)[Toledano-Magaña, Y., García-Ramos, J.-C., García-Manrique, C., Flores-Alamo, M. & Ruiz-Azuara, L. (2012). Acta Cryst. E68, m987-m988.] and in tcm ligands, see: Potocnák et al. (2002[Potocnák, I., Pohlová, M., Wagner, C. & Jäger, L. (2002). Acta Cryst. E58, m595-m596.]); Luo et al. (2009[Luo, J., Zhang, X.-R., Qiu, L.-J., Liu, B.-S. & Zhang, Z.-Y. (2009). Acta Cryst. E65, m455-m456.]). For the structure, properties and bonding modes of the tcm anion, see: Golub et al. (1986[Golub, A. M., Köhler, H. & Skopenko, V. V. (1986). Chemistry of Pseudohalides, pp. 313-318. Amsterdam: Elsevier.]); Kohout et al. (2000[Kohout, J., Jäger, L., Hvastijová, M. & Kozísek, J. (2000). J. Coord. Chem. 51, 172-182.]). For the crystal and molecular structure of phen, see: Nishigaki et al. (1978[Nishigaki, S., Yoshioka, H. & Nakatsu, K. (1978). Acta Cryst. B34, 875-879.]). For similar FeII complexes, see: Váhovská & Potocnák (2012[Váhovská, L. & Potocnák, I. (2012). J. Chem. Crystallogr. Submitted.]).

[Scheme 1]

Experimental

Crystal data
  • [Fe(C14H12N2)3](C4N3)2

  • Mr = 860.76

  • Triclinic, [P \overline 1]

  • a = 9.3676 (3) Å

  • b = 12.7079 (9) Å

  • c = 18.1998 (9) Å

  • [alpha] = 75.458 (5)°

  • [beta] = 89.623 (3)°

  • [gamma] = 82.323 (4)°

  • V = 2077.52 (19) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.42 mm-1

  • T = 183 K

  • 0.66 × 0.25 × 0.03 mm

Data collection
  • Agilent Xcalibur (Sapphire2) diffractometer

  • Absorption correction: analytical [CrysAlis PRO (Agilent, 2012[Agilent (2012). CrysAlis PRO. Agilent Technologies, Yarnton, England.]), based on expressions derived by Clark & Reid (1995[Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.])] Tmin = 0.874, Tmax = 0.986

  • 15408 measured reflections

  • 8167 independent reflections

  • 6309 reflections with I > 2[sigma](I)

  • Rint = 0.025

Refinement
  • R[F2 > 2[sigma](F2)] = 0.050

  • wR(F2) = 0.125

  • S = 1.07

  • 8167 reflections

  • 574 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.92 e Å-3

  • [Delta][rho]min = -0.40 e Å-3

Table 1
Selected bond lengths (Å)

Fe1-N20 1.957 (2)
Fe1-N10 1.959 (2)
Fe1-N60 1.963 (2)
Fe1-N30 1.965 (2)
Fe1-N50 1.967 (2)
Fe1-N40 1.968 (2)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C52-H52...N30 0.95 2.59 3.070 (3) 112
C22-H22...N40 0.95 2.59 3.089 (4) 113
C32-H32...N8 0.95 2.43 3.266 (4) 146
C42-H42...N60 0.95 2.57 3.056 (3) 112
C22-H22...N6i 0.95 2.54 3.271 (4) 134
C12-H12...N2ii 0.95 2.55 3.352 (4) 142
C62-H62...N3iii 0.95 2.51 3.266 (4) 137
C44-H44...N7iv 0.95 2.59 3.312 (4) 133
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) x+1, y, z; (iii) -x, -y+1, -z; (iv) x-1, y-1, z.

Data collection: CrysAlis PRO (Agilent, 2012[Agilent (2012). CrysAlis PRO. Agilent Technologies, Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; 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, 2001[Brandenburg, K. (2001). DIAMOND. Crystal Impact, Bonn, Germany.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BX2428 ).


Acknowledgements

This work was supported by the Slovak Research and Development Agency under contract No. APVV-0014-11 and by the internal P. J. Safárik University grant system (VVGS-PF-2012-24 and VVGS 1/12-13).

References

Agilent (2012). CrysAlis PRO. Agilent Technologies, Yarnton, England.
Aparici Plaza, L., Baranowska, K. & Becker, B. (2007). Acta Cryst. E63, m1537-m1539.  [CSD] [CrossRef] [details]
Brandenburg, K. (2001). DIAMOND. Crystal Impact, Bonn, Germany.
Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.  [CrossRef] [details]
Golub, A. M., Köhler, H. & Skopenko, V. V. (1986). Chemistry of Pseudohalides, pp. 313-318. Amsterdam: Elsevier.
Koh, L. L., Xu, Y., Hsieh, A. K., Song, B., Wu, F. & Ji, L. (1994). Acta Cryst. C50, 884-886.  [CrossRef] [details]
Kohout, J., Jäger, L., Hvastijová, M. & Kozísek, J. (2000). J. Coord. Chem. 51, 172-182.  [ISI] [CrossRef]
König, E. & Watson, K. J. (1970). Chem. Phys. Lett. 6, 457-459.  [ISI] [CrossRef]
Li, Z.-X., Yu, M.-M., Zhang, Y.-N. & Wei, L.-H. (2008). Acta Cryst. E64, m1514.  [CrossRef] [details]
Luo, J., Zhang, X.-R., Qiu, L.-J., Liu, B.-S. & Zhang, Z.-Y. (2009). Acta Cryst. E65, m455-m456.  [CSD] [CrossRef] [details]
Müller, E. W., Spiering, H. & Gütlich, P. (1982). Chem. Phys. Lett. 93, 567-571.  [CrossRef] [ISI]
Nishigaki, S., Yoshioka, H. & Nakatsu, K. (1978). Acta Cryst. B34, 875-879.  [CrossRef] [details]
Odoko, M. & Okabe, N. (2004). Acta Cryst. E60, m1822-m1824.  [CrossRef] [details]
Potocnák, I., Pohlová, M., Wagner, C. & Jäger, L. (2002). Acta Cryst. E58, m595-m596.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Toledano-Magaña, Y., García-Ramos, J.-C., García-Manrique, C., Flores-Alamo, M. & Ruiz-Azuara, L. (2012). Acta Cryst. E68, m987-m988.  [CSD] [CrossRef] [details]
Uçar, I., Pasaoglu, H., Büyükgüngör, O. & Bulut, A. (2005). Acta Cryst. E61, m1405-m1407.  [CSD] [CrossRef] [details]
Váhovská, L. & Potocnák, I. (2012). J. Chem. Crystallogr. Submitted.


Acta Cryst (2012). E68, m1524-m1525   [ doi:10.1107/S1600536812046880 ]

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