Bis[2-(butyl­imino­meth­yl)-4-chloro­phenolato]iron(II)

Xia, D.-S.; Chen, W.; Jiang, L.-L.; Zeng, Q.-F.

doi:10.1107/S1600536808015080

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 6| June 2008| Page m837

doi:10.1107/S1600536808015080

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Bis[2-(butyliminomethyl)-4-chlorophenolato]iron(II)

Dong-Sheng Xia,^a Wu Chen,^a Li-Li Jiang ^a and Qing-Fu Zeng ^a ^*

^aEngineering Research Center for the Clean Production of Textile Printing, Ministry of Education, Wuhan University of Science & Engineering, Wuhan 430073, People's Republic of China
^*Correspondence e-mail: qingfu_zeng@163.com

(Received 18 May 2008; accepted 19 May 2008; online 24 May 2008)

In the title compound, [Fe(C₁₁H₁₃ClNO)₂], the Fe^II atom is four-coordinated in a square-planar geometry by the O and N atoms of two 2-(butyliminomethyl)-4-chlorophenolate Schiff base ligands.

Related literature

For related structures, see: Chen & Wang (2006 ); Chen et al. (2007 ); Ran et al. (2006 ); Ye et al. (2007 ); Zhu et al. (2003 ).

Experimental

Crystal data

[Fe(C₁₁H₁₃ClNO)₂]
M_r = 477.20
Triclinic, $[P \overline 1]$
a = 10.059 (2) Å
b = 10.100 (2) Å
c = 11.569 (3) Å
α = 97.093 (3)°
β = 90.800 (2)°
γ = 105.755 (3)°
V = 1121.2 (4) Å³
Z = 2
Mo Kα radiation
μ = 0.93 mm⁻¹
T = 298 (2) K
0.32 × 0.32 × 0.28 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.755, T_max = 0.780
4427 measured reflections
4174 independent reflections
3009 reflections with I > 2σ(I)
R_int = 0.023

Refinement

R[F² > 2σ(F²)] = 0.065
wR(F²) = 0.201
S = 1.06
4174 reflections
265 parameters
H-atom parameters constrained
Δρ_max = 0.91 e Å⁻³
Δρ_min = −0.80 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Fe1—O2	1.890 (4)
Fe1—O1	1.907 (4)
Fe1—N2	2.001 (4)
Fe1—N1	2.010 (4)

O2—Fe1—O1	176.03 (18)
O2—Fe1—N2	91.69 (17)
O1—Fe1—N2	90.18 (16)
O2—Fe1—N1	87.76 (17)
O1—Fe1—N1	90.95 (16)
N2—Fe1—N1	170.71 (16)

Data collection: SMART (Bruker, 1998 ); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808015080/sj2502sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808015080/sj2502Isup2.hkl

checkCIF report

Comment top

As part of our ongoing interest in the structure of iron complexes (Zhu et al., 2003), we report herein the crystal structure of the title compound, a new iron(II) complex, (I), Fig. 1, derived from the Schiff base ligand 2-(butyliminomethyl)-4-chlorophenol.

The Fe^II atom in (I) is four-coordinated by two O and two N atoms from two Schiff base ligands, forming a square-planar geometry. The dihedral angle between the two benzene rings is 8.2 (3) °. The coordinate bond distances and angles (Table 1) are comparable to the values observed in other similar iron(II) complexes (Chen & Wang, 2006; Chen et al., 2007; Ran et al., 2006; Ye et al., 2007).

Related literature top

For related structures, see: Chen & Wang (2006); Chen et al. (2007); Ran et al. (2006); Ye et al. (2007); Zhu et al. (2003).

Experimental top

5-Chlorosalicylaldehyde (31.2 mg, 0.2 mmol), butylamine (14.6 mg, 0.2 mmol), and FeCl₂ (12.6 mg, 0.1 mmol) were dissolved in methanol (30 ml). The mixture was stirred for 30 min at room temperature in an atmosphere of argon. The resulting solution was left in air for a few days, yielding brown crystals.

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. The structure of (I) showing 30% probability displacement ellipsoids and the atom-numbering scheme.

Bis[2-(butyliminomethyl)-4-chlorophenolato]iron(II) top

Crystal data top

[Fe(C₁₁H₁₃ClNO)₂]	Z = 2
M_r = 477.20	F(000) = 496
Triclinic, P1	D_x = 1.414 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.059 (2) Å	Cell parameters from 2122 reflections
b = 10.100 (2) Å	θ = 2.3–24.5°
c = 11.569 (3) Å	µ = 0.93 mm⁻¹
α = 97.093 (3)°	T = 298 K
β = 90.800 (2)°	Block, brown
γ = 105.755 (3)°	0.32 × 0.32 × 0.28 mm
V = 1121.2 (4) Å³

Data collection top

Bruker SMART CCD area-detector diffractometer	4174 independent reflections
Radiation source: fine-focus sealed tube	3009 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.023
ω scans	θ_max = 25.5°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = 0→12
T_min = 0.755, T_max = 0.781	k = −12→11
4427 measured reflections	l = −14→14

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.065	H-atom parameters constrained
wR(F²) = 0.201	w = 1/[σ²(F_o²) + (0.1206P)² + 0.3449P] where P = (F_o² + 2F_c²)/3
S = 1.06	(Δ/σ)_max < 0.001
4174 reflections	Δρ_max = 0.91 e Å⁻³
265 parameters	Δρ_min = −0.80 e Å⁻³
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.027 (4)

Crystal data top

[Fe(C₁₁H₁₃ClNO)₂]	γ = 105.755 (3)°
M_r = 477.20	V = 1121.2 (4) Å³
Triclinic, P1	Z = 2
a = 10.059 (2) Å	Mo Kα radiation
b = 10.100 (2) Å	µ = 0.93 mm⁻¹
c = 11.569 (3) Å	T = 298 K
α = 97.093 (3)°	0.32 × 0.32 × 0.28 mm
β = 90.800 (2)°

Data collection top

Bruker SMART CCD area-detector diffractometer	4174 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3009 reflections with I > 2σ(I)
T_min = 0.755, T_max = 0.781	R_int = 0.023
4427 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.065	0 restraints
wR(F²) = 0.201	H-atom parameters constrained
S = 1.06	Δρ_max = 0.91 e Å⁻³
4174 reflections	Δρ_min = −0.80 e Å⁻³
265 parameters

Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Fe1	0.88207 (6)	0.05266 (6)	0.59267 (5)	0.0378 (3)
Cl1	1.28816 (16)	0.67927 (15)	0.38259 (15)	0.0708 (5)
Cl2	0.43021 (19)	−0.54688 (18)	0.80626 (17)	0.0875 (6)
N1	1.0140 (4)	0.2108 (5)	0.6944 (3)	0.0510 (10)
N2	0.7290 (4)	−0.0862 (4)	0.4948 (4)	0.0505 (10)
O1	0.9611 (4)	0.1217 (4)	0.4557 (3)	0.0585 (9)
O2	0.8151 (5)	−0.0192 (4)	0.7305 (3)	0.0742 (12)
C1	1.0932 (5)	0.3499 (5)	0.5383 (4)	0.0489 (12)
C2	1.0296 (5)	0.2505 (5)	0.4429 (4)	0.0474 (11)
C3	1.0436 (6)	0.2901 (6)	0.3317 (5)	0.0546 (13)
H3	0.9990	0.2270	0.2683	0.065*
C4	1.1218 (6)	0.4204 (6)	0.3124 (5)	0.0554 (13)
H4	1.1309	0.4439	0.2371	0.067*
C5	1.1865 (5)	0.5153 (5)	0.4071 (5)	0.0542 (13)
C6	1.1748 (5)	0.4835 (5)	0.5187 (5)	0.0508 (12)
H6	1.2195	0.5484	0.5810	0.061*
C7	1.0854 (5)	0.3227 (5)	0.6570 (4)	0.0500 (12)
H7	1.1369	0.3927	0.7128	0.060*
C8	1.0251 (6)	0.2141 (6)	0.8225 (4)	0.0620 (14)
H8A	1.1163	0.2703	0.8520	0.074*
H8B	1.0137	0.1207	0.8410	0.074*
C9	0.9166 (7)	0.2733 (6)	0.8810 (5)	0.0685 (16)
H9A	0.9317	0.3682	0.8652	0.082*
H9B	0.8263	0.2205	0.8469	0.082*
C10	0.9164 (8)	0.2719 (8)	1.0105 (5)	0.089 (2)
H10A	1.0081	0.3198	1.0446	0.107*
H10B	0.8947	0.1766	1.0268	0.107*
C11	0.8128 (9)	0.3404 (8)	1.0668 (6)	0.103 (3)
H11A	0.8260	0.4303	1.0423	0.154*
H11B	0.8259	0.3502	1.1501	0.154*
H11C	0.7207	0.2842	1.0436	0.154*
C12	0.6426 (5)	−0.2250 (5)	0.6502 (5)	0.0516 (12)
C13	0.7240 (6)	−0.1362 (6)	0.7427 (5)	0.0597 (14)
C14	0.7078 (7)	−0.1759 (7)	0.8555 (6)	0.0753 (18)
H14	0.7590	−0.1169	0.9183	0.090*
C15	0.6177 (7)	−0.3004 (6)	0.8748 (5)	0.0718 (17)
H15	0.6090	−0.3253	0.9497	0.086*
C16	0.5405 (6)	−0.3874 (6)	0.7816 (6)	0.0632 (15)
C17	0.5499 (5)	−0.3530 (6)	0.6707 (5)	0.0571 (13)
H17	0.4963	−0.4126	0.6093	0.069*
C18	0.6473 (5)	−0.1940 (5)	0.5322 (5)	0.0528 (13)
H18	0.5860	−0.2570	0.4773	0.063*
C19	0.7085 (6)	−0.0779 (6)	0.3698 (4)	0.0551 (13)
H19A	0.6551	−0.1679	0.3313	0.066*
H19B	0.7976	−0.0547	0.3350	0.066*
C20	0.6344 (7)	0.0292 (6)	0.3507 (5)	0.0688 (16)
H20A	0.6864	0.1186	0.3913	0.083*
H20B	0.5442	0.0044	0.3835	0.083*
C21	0.6166 (8)	0.0414 (8)	0.2213 (6)	0.084 (2)
H21A	0.5821	0.1212	0.2149	0.100*
H21B	0.7070	0.0598	0.1885	0.100*
C22	0.5237 (12)	−0.0799 (10)	0.1499 (7)	0.132 (4)
H22A	0.5594	−0.1588	0.1514	0.198*
H22B	0.5178	−0.0608	0.0711	0.198*
H22C	0.4334	−0.0993	0.1808	0.198*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Fe1	0.0373 (4)	0.0346 (4)	0.0378 (4)	0.0053 (3)	0.0030 (3)	0.0005 (2)
Cl1	0.0655 (9)	0.0538 (8)	0.0906 (11)	0.0085 (7)	0.0047 (8)	0.0182 (7)
Cl2	0.0835 (12)	0.0614 (10)	0.1079 (13)	−0.0007 (8)	0.0180 (10)	0.0201 (9)
N1	0.046 (2)	0.058 (3)	0.047 (2)	0.013 (2)	0.0061 (18)	0.0053 (19)
N2	0.048 (2)	0.045 (2)	0.059 (3)	0.015 (2)	0.0049 (19)	0.0032 (19)
O1	0.064 (2)	0.050 (2)	0.053 (2)	0.0039 (18)	0.0052 (17)	0.0005 (16)
O2	0.085 (3)	0.059 (2)	0.057 (2)	−0.012 (2)	0.013 (2)	−0.0011 (18)
C1	0.043 (3)	0.052 (3)	0.055 (3)	0.019 (2)	0.002 (2)	0.003 (2)
C2	0.044 (3)	0.046 (3)	0.054 (3)	0.016 (2)	0.001 (2)	0.006 (2)
C3	0.061 (3)	0.049 (3)	0.052 (3)	0.014 (3)	−0.002 (2)	0.004 (2)
C4	0.060 (3)	0.055 (3)	0.056 (3)	0.022 (3)	0.001 (3)	0.012 (2)
C5	0.046 (3)	0.048 (3)	0.074 (4)	0.020 (2)	0.010 (3)	0.010 (3)
C6	0.047 (3)	0.045 (3)	0.061 (3)	0.016 (2)	0.001 (2)	0.002 (2)
C7	0.041 (3)	0.052 (3)	0.055 (3)	0.014 (2)	0.002 (2)	−0.003 (2)
C8	0.060 (3)	0.070 (4)	0.051 (3)	0.012 (3)	−0.002 (3)	0.002 (3)
C9	0.078 (4)	0.062 (4)	0.062 (3)	0.017 (3)	0.003 (3)	0.000 (3)
C10	0.110 (6)	0.088 (5)	0.059 (4)	0.011 (4)	0.009 (4)	0.002 (3)
C11	0.114 (6)	0.098 (6)	0.089 (5)	0.025 (5)	0.036 (5)	−0.012 (4)
C12	0.047 (3)	0.050 (3)	0.059 (3)	0.018 (2)	0.007 (2)	0.002 (2)
C13	0.060 (3)	0.047 (3)	0.065 (3)	0.004 (3)	0.018 (3)	0.002 (3)
C14	0.085 (5)	0.063 (4)	0.065 (4)	0.001 (3)	0.016 (3)	0.002 (3)
C15	0.086 (4)	0.062 (4)	0.065 (4)	0.014 (3)	0.016 (3)	0.013 (3)
C16	0.056 (3)	0.051 (3)	0.082 (4)	0.014 (3)	0.018 (3)	0.011 (3)
C17	0.043 (3)	0.048 (3)	0.077 (4)	0.011 (2)	0.002 (3)	0.001 (3)
C18	0.046 (3)	0.047 (3)	0.064 (3)	0.016 (2)	0.002 (2)	−0.004 (2)
C19	0.057 (3)	0.057 (3)	0.051 (3)	0.021 (3)	−0.004 (2)	−0.005 (2)
C20	0.075 (4)	0.070 (4)	0.070 (4)	0.036 (3)	0.004 (3)	0.004 (3)
C21	0.087 (5)	0.090 (5)	0.091 (5)	0.043 (4)	0.016 (4)	0.034 (4)
C22	0.186 (11)	0.106 (7)	0.102 (7)	0.049 (7)	−0.044 (7)	−0.002 (5)

Geometric parameters (Å, º) top

Fe1—O2	1.890 (4)	C10—C11	1.513 (10)
Fe1—O1	1.907 (4)	C10—H10A	0.9700
Fe1—N2	2.001 (4)	C10—H10B	0.9700
Fe1—N1	2.010 (4)	C11—H11A	0.9600
Cl1—C5	1.753 (5)	C11—H11B	0.9600
Cl2—C16	1.749 (6)	C11—H11C	0.9600
N1—C7	1.291 (7)	C12—C13	1.399 (7)
N1—C8	1.480 (6)	C12—C17	1.422 (7)
N2—C18	1.299 (7)	C12—C18	1.438 (7)
N2—C19	1.474 (6)	C13—C14	1.410 (8)
O1—C2	1.324 (6)	C14—C15	1.381 (8)
O2—C13	1.309 (6)	C14—H14	0.9300
C1—C2	1.412 (7)	C15—C16	1.383 (9)
C1—C6	1.423 (7)	C15—H15	0.9300
C1—C7	1.432 (7)	C16—C17	1.368 (8)
C2—C3	1.392 (7)	C17—H17	0.9300
C3—C4	1.384 (7)	C18—H18	0.9300
C3—H3	0.9300	C19—C20	1.506 (7)
C4—C5	1.388 (8)	C19—H19A	0.9700
C4—H4	0.9300	C19—H19B	0.9700
C5—C6	1.368 (7)	C20—C21	1.529 (8)
C6—H6	0.9300	C20—H20A	0.9700
C7—H7	0.9300	C20—H20B	0.9700
C8—C9	1.510 (8)	C21—C22	1.470 (10)
C8—H8A	0.9700	C21—H21A	0.9700
C8—H8B	0.9700	C21—H21B	0.9700
C9—C10	1.500 (8)	C22—H22A	0.9600
C9—H9A	0.9700	C22—H22B	0.9600
C9—H9B	0.9700	C22—H22C	0.9600

O2—Fe1—O1	176.03 (18)	H10A—C10—H10B	107.9
O2—Fe1—N2	91.69 (17)	C10—C11—H11A	109.5
O1—Fe1—N2	90.18 (16)	C10—C11—H11B	109.5
O2—Fe1—N1	87.76 (17)	H11A—C11—H11B	109.5
O1—Fe1—N1	90.95 (16)	C10—C11—H11C	109.5
N2—Fe1—N1	170.71 (16)	H11A—C11—H11C	109.5
C7—N1—C8	114.2 (4)	H11B—C11—H11C	109.5
C7—N1—Fe1	123.9 (4)	C13—C12—C17	120.1 (5)
C8—N1—Fe1	121.6 (3)	C13—C12—C18	123.1 (5)
C18—N2—C19	114.8 (5)	C17—C12—C18	116.8 (5)
C18—N2—Fe1	124.0 (4)	O2—C13—C12	123.9 (5)
C19—N2—Fe1	121.1 (3)	O2—C13—C14	118.1 (5)
C2—O1—Fe1	128.2 (3)	C12—C13—C14	118.0 (5)
C13—O2—Fe1	129.4 (4)	C15—C14—C13	121.6 (6)
C2—C1—C6	120.0 (5)	C15—C14—H14	119.2
C2—C1—C7	123.5 (5)	C13—C14—H14	119.2
C6—C1—C7	116.5 (5)	C14—C15—C16	119.2 (6)
O1—C2—C3	119.6 (4)	C14—C15—H15	120.4
O1—C2—C1	122.4 (5)	C16—C15—H15	120.4
C3—C2—C1	118.0 (5)	C17—C16—C15	121.7 (5)
C4—C3—C2	122.1 (5)	C17—C16—Cl2	119.4 (5)
C4—C3—H3	119.0	C15—C16—Cl2	118.9 (5)
C2—C3—H3	119.0	C16—C17—C12	119.3 (5)
C3—C4—C5	119.0 (5)	C16—C17—H17	120.4
C3—C4—H4	120.5	C12—C17—H17	120.4
C5—C4—H4	120.5	N2—C18—C12	126.2 (5)
C6—C5—C4	121.7 (5)	N2—C18—H18	116.9
C6—C5—Cl1	119.2 (4)	C12—C18—H18	116.9
C4—C5—Cl1	119.0 (4)	N2—C19—C20	111.7 (4)
C5—C6—C1	119.1 (5)	N2—C19—H19A	109.3
C5—C6—H6	120.4	C20—C19—H19A	109.3
C1—C6—H6	120.4	N2—C19—H19B	109.3
N1—C7—C1	126.6 (5)	C20—C19—H19B	109.3
N1—C7—H7	116.7	H19A—C19—H19B	107.9
C1—C7—H7	116.7	C19—C20—C21	112.0 (5)
N1—C8—C9	111.1 (5)	C19—C20—H20A	109.2
N1—C8—H8A	109.4	C21—C20—H20A	109.2
C9—C8—H8A	109.4	C19—C20—H20B	109.2
N1—C8—H8B	109.4	C21—C20—H20B	109.2
C9—C8—H8B	109.4	H20A—C20—H20B	107.9
H8A—C8—H8B	108.0	C22—C21—C20	116.1 (6)
C10—C9—C8	113.9 (6)	C22—C21—H21A	108.3
C10—C9—H9A	108.8	C20—C21—H21A	108.3
C8—C9—H9A	108.8	C22—C21—H21B	108.3
C10—C9—H9B	108.8	C20—C21—H21B	108.3
C8—C9—H9B	108.8	H21A—C21—H21B	107.4
H9A—C9—H9B	107.7	C21—C22—H22A	109.5
C9—C10—C11	112.3 (7)	C21—C22—H22B	109.5
C9—C10—H10A	109.2	H22A—C22—H22B	109.5
C11—C10—H10A	109.2	C21—C22—H22C	109.5
C9—C10—H10B	109.2	H22A—C22—H22C	109.5
C11—C10—H10B	109.2	H22B—C22—H22C	109.5

Experimental details

Crystal data
Chemical formula	[Fe(C₁₁H₁₃ClNO)₂]
M_r	477.20
Crystal system, space group	Triclinic, P1
Temperature (K)	298
a, b, c (Å)	10.059 (2), 10.100 (2), 11.569 (3)
α, β, γ (°)	97.093 (3), 90.800 (2), 105.755 (3)
V (Å³)	1121.2 (4)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.93
Crystal size (mm)	0.32 × 0.32 × 0.28

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.755, 0.781
No. of measured, independent and observed [I > 2σ(I)] reflections	4427, 4174, 3009
R_int	0.023
(sin θ/λ)_max (Å⁻¹)	0.606

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.065, 0.201, 1.06
No. of reflections	4174
No. of parameters	265
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.91, −0.80

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected geometric parameters (Å, º) top

Fe1—O2	1.890 (4)	Fe1—N2	2.001 (4)
Fe1—O1	1.907 (4)	Fe1—N1	2.010 (4)

O2—Fe1—O1	176.03 (18)	O2—Fe1—N1	87.76 (17)
O2—Fe1—N2	91.69 (17)	O1—Fe1—N1	90.95 (16)
O1—Fe1—N2	90.18 (16)	N2—Fe1—N1	170.71 (16)

Acknowledgements

The authors appreciate the generous financial support of this work by the Chinese Funds for the Zhicheng Project (2006BAC02A11) and the Wuhan Yindao project (20066009138-07).

References

Bruker (1998). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Chen, K. & Wang, J.-H. (2006). Acta Cryst. E62, m2305–m2306. Web of Science CSD CrossRef IUCr Journals Google Scholar
Chen, K., Zhang, Y.-L., Feng, M.-Q. & Liu, C.-H. (2007). Acta Cryst. E63, m2033. Web of Science CSD CrossRef IUCr Journals Google Scholar
Ran, J.-W., Gong, D.-J. & Li, Y.-H. (2006). Acta Cryst. E62, m2668–m2669. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Ye, Y.-H., Han, Y., Chen, T.-T. & Liu, C.-H. (2007). Acta Cryst. E63, m1963. Web of Science CSD CrossRef IUCr Journals Google Scholar
Zhu, H.-L., Xia, D.-S., Zeng, Q.-F., Wang, Z.-G. & Wang, D.-Q. (2003). Acta Cryst. E59, m1020–m1021. Web of Science CSD CrossRef IUCr Journals Google Scholar