4-Methyl-2,7-dioxo-3,6-dioxa-1(1,1′)-ferrocenacyclo­hepta­phane

Leng, X.; Yang, B.; Zhang, P.; Fang, X.

doi:10.1107/S1600536811019398

Volume 67
Part 7
Page m947
July 2011

Received 15 May 2011
Accepted 23 May 2011
Online 18 June 2011

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.008 Å
R = 0.036
wR = 0.087
Data-to-parameter ratio = 10.8
Details

4-Methyl-2,7-dioxo-3,6-dioxa-1(1,1')-ferrocenacycloheptaphane

Xin Leng,^a Bingqin Yang,^a ^* Pengfei Zhang ^a and Xianwen Fang ^a

^aKey Laboratory of Synthetic and Natural Chemistry of the Ministry of Education, College of Chemistry and Materials Science, Northwest University of Xi'an, Taibai Bei Avenue 229, Xi'an 710069, Shaanxi, People's Republic of China
Correspondence e-mail: yangbq@nwu.edu.cn

In the title compound, [Fe(C₁₅H₁₄O₄)], the two cyclopentadienyl (Cp) rings are nearly parallel, making a dihedral angle of 2.6 (1)°. The distance between the centroids of the Cp rings is 3.309 (8) Å. The relative orientation of the two Cp rings is characterized by a torsion angle of -43.99 (6)° defined by the two centroids and the two substituted C atoms.

Related literature

For the definition of ferrocenophanes, see: Otón et al. (2005). For the properties of ferrocenophanes, see: Cayuela et al. (2004); Kulbaba & Manners (2001); Lu et al. (2006); Mizuta et al. (2003); Nguyen et al. (1999); Otón et al. (2006a,b); Suzaki et al. (2006). For the synthesis and related structures, see: Gao et al. (2009); Leng et al. (2010). For studies of host structures for the investigation of molecular recognition, see: Bond et al. (2009); Choi et al. (2006); Nakagaki et al. (2010). For a description of the Cambridge Structural Database, see: Allen (2002).

Experimental

Crystal data

[Fe(C₁₅H₁₄O₄)]
M_r = 314.11
Monoclinic, C c
a = 7.1665 (14) Å
b = 20.131 (4) Å
c = 9.2464 (19) Å
= 103.193 (2)°
V = 1298.7 (4) Å³
Z = 4
Mo K radiation
= 1.17 mm^-1
T = 296 K
0.29 × 0.21 × 0.12 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.727, T_max = 0.870
3177 measured reflections
1971 independent reflections
1721 reflections with I > 2(I)
R_int = 0.024

Refinement

R[F² > 2(F²)] = 0.036
wR(F²) = 0.087
S = 0.96
1971 reflections
182 parameters
2 restraints
H-atom parameters constrained
_max = 0.30 e Å^-3
_min = -0.41 e Å^-3
Absolute structure: Flack (1983), 812 Friedel pairs
Flack parameter: 0.03 (3)

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2432 ).

Acknowledgements

Financial support from the National Natural Science Foundation of China (grant No. 20972125) is gratefully acknowledged.

References

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Bond, A. D., Fleming, A., Gaire, J., Kelleher, F., McGinley, J. & Mckee, V. (2009). Tetrahedron, 65, 7942-7947.
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metal-organic compounds