metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890

(Ferrocene­carboxyl­ato-κO)tri­phenyl­tin(IV)

aDepartment of Chemistry and Environmental Engineering, Anyang Institute of Technology, Henan 455000, People's Republic of China, and bCollege of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China
*Correspondence e-mail: 119yyz@163.com

(Received 9 June 2010; accepted 11 June 2010; online 18 June 2010)

In the title compound, [FeSn(C5H5)(C6H5)3(C6H4O2)], the SnIV atom displays a distorted tetra­hedral coordination geometry, provided by one O atom of the monodentate ferrocene­carboxyl­ate ligand [Sn—O = 2.079 (2) Å] and by three C atoms of the three phenyl groups [average Sn—C = 2.130 (4) Å]. No classic hydrogen bonds or inter­molecular inter­actions are observed in the crystal.

Related literature

For related structures, see: Kim et al. (2007[Kim, H. J., Jeon, W. S., Lim, J. H., Hong, C. S. & Kim, H.-J. (2007). Polyhedron, 26, 2517-2522.]); Tao et al. (1997[Tao, J. X., Xiao, W. J. & Yang, Q. C. (1997). J. Organomet. Chem. 531, 223-226.]); Wang et al. (2007[Wang, J. Q., Kuang, D. Z., Zeng, R. Y., Zhang, F. X., Feng, Y. L. & Chen, Z. M. (2007). Chin. J. Struct. Chem. 26, 674-678.]); Zhang et al. (2002[Zhang, F. X., Kuang, D. Z., Xu, Z. F., Wang, J. Q. & Feng, Y. L. (2002). Chin. J. Inorg. Chem. 18, 1127-1130.]); Zheng, Ma, Su et al. (2004[Zheng, G. L., Ma, J. F., Su, Z. M., Yan, L. K., Yang, J., Li, Y. Y. & Liu, J. F. (2004). Angew. Chem. Int. Ed. 43, 2409-2411.]); Zheng, Ma, Yang et al. (2004[Zheng, G. L., Ma, J. F., Yang, J., Li, Y. Y. & Hao, X. R. (2004). Chem. Eur. J. 10, 3761-3768]); Yu et al. (2010[Yu, Y., Guo, Y., Wang, D. & Li, D. (2010). Acta Cryst. E66, m753.]).

[Scheme 1]

Experimental

Crystal data
  • [FeSn(C5H5)(C6H5)3(C6H4O2)]

  • Mr = 579.02

  • Triclinic, [P \overline 1]

  • a = 10.1012 (15) Å

  • b = 11.4066 (18) Å

  • c = 11.6741 (19) Å

  • α = 98.034 (1)°

  • β = 106.107 (2)°

  • γ = 106.082 (2)°

  • V = 1207.1 (3) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 1.66 mm−1

  • T = 298 K

  • 0.50 × 0.40 × 0.38 mm

Data collection
  • Bruker SMART 1000 CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.491, Tmax = 0.571

  • 6299 measured reflections

  • 4182 independent reflections

  • 3539 reflections with I > 2σ(I)

  • Rint = 0.021

Refinement
  • R[F2 > 2σ(F2)] = 0.030

  • wR(F2) = 0.089

  • S = 1.01

  • 4182 reflections

  • 298 parameters

  • H-atom parameters constrained

  • Δρmax = 0.46 e Å−3

  • Δρmin = −0.70 e Å−3

Data collection: SMART (Siemens, 1996[Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Siemens, 1996[Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; 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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.

Supporting information


Comment top

In continuation of structural and biological activity studies of organotin compounds (Zheng, Ma, Su et al., 2004; Zheng, Ma, Yang et al., 2004), we report here the synthesis and the crystal structure of the title compound.

In the crystal structure of the title compound, [Sn(C11H9FeO2)(C6H5)3], the SnIV atom displays a distorted tetrahedral coordination geometry, provided by one O atom of the monodentate ferrocenecarboxylato ligand [Sn-O2 = 2.079 (2) Å] and by three C atoms of the three phenyl groups [average Sn-C = 2.130 (4) Å]. Bond lengths and angles involving the Sn metal centre are typical and comparable with those observed in related SnIV complexes (Zheng, Ma, Su et al., 2004; Zheng, Ma, Yang et al., 2004; Wang et al., 2007).

No classic hydrogen bonds or intermolecular interactions are observed in the crystal.

Related literature top

For related structures, see: Kim et al. (2007); Tao et al. (1997); Wang et al. (2007); Zhang et al. (2002); Zheng, Ma, Su et al. (2004); Zheng, Ma, Yang et al. (2004); Yu et al. (2010).

Experimental top

To a stirred methanol (15 ml) solution of ferrocenecarboxyl sodium (1 mmol, 252 mg) was added triphenylchlorotin(1 mmol, 385 mg). The resulting red solution was stirred for 6 h and then the filtratation was allowed to stand at room temperature for about one week, whereupon red block crystals suitable for an X-ray diffraction analysis were obtained.

Refinement top

All H atoms were placed in geometrically idealized positions (C—H 0.93 Å) and treated as riding on their parent atoms, with Uiso(H) = 1.2Ueq(C).

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); 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
[Figure 1] Fig. 1. The molecular structure of the title compound, with atom labels and 30% probability displacement ellipsoids.
(Ferrocenecarboxylato-κO)triphenyltin(IV) top
Crystal data top
[FeSn(C5H5)(C6H5)3(C6H4O2)]Z = 2
Mr = 579.02F(000) = 580
Triclinic, P1Dx = 1.593 Mg m3
a = 10.1012 (15) ÅMo Kα radiation, λ = 0.71073 Å
b = 11.4066 (18) ÅCell parameters from 3523 reflections
c = 11.6741 (19) Åθ = 2.4–26.9°
α = 98.034 (1)°µ = 1.66 mm1
β = 106.107 (2)°T = 298 K
γ = 106.082 (2)°Block, red
V = 1207.1 (3) Å30.50 × 0.40 × 0.38 mm
Data collection top
Bruker SMART-1000 CCD
diffractometer
4182 independent reflections
Radiation source: fine-focus sealed tube3539 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.021
phi and ω scansθmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1112
Tmin = 0.491, Tmax = 0.571k = 1313
6299 measured reflectionsl = 1310
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.030Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.089H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.0548P)2 + 0.1113P]
where P = (Fo2 + 2Fc2)/3
4182 reflections(Δ/σ)max < 0.001
298 parametersΔρmax = 0.46 e Å3
0 restraintsΔρmin = 0.70 e Å3
Crystal data top
[FeSn(C5H5)(C6H5)3(C6H4O2)]γ = 106.082 (2)°
Mr = 579.02V = 1207.1 (3) Å3
Triclinic, P1Z = 2
a = 10.1012 (15) ÅMo Kα radiation
b = 11.4066 (18) ŵ = 1.66 mm1
c = 11.6741 (19) ÅT = 298 K
α = 98.034 (1)°0.50 × 0.40 × 0.38 mm
β = 106.107 (2)°
Data collection top
Bruker SMART-1000 CCD
diffractometer
4182 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
3539 reflections with I > 2σ(I)
Tmin = 0.491, Tmax = 0.571Rint = 0.021
6299 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0300 restraints
wR(F2) = 0.089H-atom parameters constrained
S = 1.01Δρmax = 0.46 e Å3
4182 reflectionsΔρmin = 0.70 e Å3
298 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn0.15862 (3)0.36001 (2)0.13590 (2)0.03576 (11)
Fe0.30164 (6)0.22737 (5)0.30190 (5)0.04190 (15)
O10.0847 (3)0.1793 (3)0.0970 (3)0.0491 (7)
O20.0337 (3)0.3838 (2)0.1496 (3)0.0443 (6)
C190.1220 (4)0.2694 (4)0.1280 (3)0.0375 (8)
C10.1397 (4)0.2675 (3)0.0417 (3)0.0356 (8)
C70.2778 (4)0.5534 (3)0.1604 (3)0.0380 (8)
C200.2642 (4)0.2547 (4)0.1441 (3)0.0413 (9)
C130.2359 (4)0.2953 (4)0.2959 (3)0.0396 (8)
C20.1279 (4)0.1420 (4)0.0740 (4)0.0453 (9)
H80.13250.09500.01490.054*
C60.1335 (5)0.3349 (4)0.1312 (4)0.0474 (10)
H90.14400.41950.11090.057*
C210.3748 (4)0.1358 (4)0.1220 (4)0.0514 (10)
H100.37200.05310.08890.062*
C270.3368 (6)0.1369 (5)0.4353 (4)0.0729 (15)
H110.42740.07150.42780.087*
C40.0994 (5)0.1542 (4)0.2809 (4)0.0559 (11)
H120.08400.11570.36130.067*
C170.2592 (5)0.1324 (5)0.4016 (5)0.0677 (13)
H130.24530.04790.39930.081*
C230.4528 (5)0.2901 (5)0.1981 (5)0.0666 (14)
H140.51320.33180.22870.080*
C30.1096 (5)0.0867 (4)0.1922 (4)0.0528 (11)
H150.10410.00330.21220.063*
C220.4898 (5)0.1617 (5)0.1555 (4)0.0655 (13)
H160.58030.09850.15150.079*
C80.4041 (4)0.5854 (4)0.1286 (4)0.0533 (11)
H170.43620.52190.09990.064*
C50.1118 (5)0.2781 (4)0.2511 (4)0.0589 (11)
H180.10570.32410.31100.071*
C180.2145 (4)0.1700 (4)0.2944 (4)0.0497 (10)
H190.16940.11040.22010.060*
C240.3112 (5)0.3517 (4)0.1938 (5)0.0584 (12)
H200.25800.44210.21780.070*
C120.2319 (5)0.6496 (4)0.2018 (4)0.0571 (11)
H210.14770.63140.22340.069*
C100.4356 (6)0.8009 (5)0.1798 (4)0.0708 (15)
H220.48830.88410.18690.085*
C140.3036 (5)0.3814 (4)0.4074 (4)0.0586 (11)
H230.32040.46640.41060.070*
C160.3243 (6)0.2196 (6)0.5123 (5)0.0786 (16)
H240.35250.19390.58480.094*
C280.3050 (7)0.2640 (5)0.4773 (5)0.0752 (15)
H250.36850.30390.50510.090*
C250.1146 (6)0.2310 (8)0.4244 (5)0.093 (2)
H260.02000.24450.41190.111*
C260.2222 (8)0.1166 (7)0.4036 (5)0.0824 (17)
H270.21760.03440.37090.099*
C290.1673 (7)0.3262 (6)0.4719 (5)0.0877 (18)
H280.11550.41690.49720.105*
C90.4823 (5)0.7075 (5)0.1385 (4)0.0656 (13)
H290.56660.72650.11710.079*
C150.3470 (6)0.3421 (6)0.5152 (4)0.0793 (16)
H300.39210.40100.58990.095*
C110.3109 (7)0.7730 (4)0.2113 (5)0.0798 (16)
H320.27950.83740.23910.096*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn0.03738 (16)0.03568 (16)0.03835 (16)0.01117 (11)0.01736 (11)0.01373 (11)
Fe0.0444 (3)0.0463 (3)0.0446 (3)0.0188 (3)0.0219 (3)0.0183 (3)
O10.0521 (16)0.0472 (16)0.0579 (18)0.0190 (13)0.0270 (14)0.0197 (13)
O20.0395 (14)0.0443 (16)0.0595 (17)0.0157 (12)0.0253 (13)0.0227 (13)
C190.0342 (19)0.048 (2)0.035 (2)0.0132 (17)0.0141 (16)0.0203 (17)
C10.0385 (19)0.039 (2)0.0353 (19)0.0154 (16)0.0166 (16)0.0121 (16)
C70.0384 (19)0.036 (2)0.036 (2)0.0071 (16)0.0099 (16)0.0124 (16)
C200.0360 (19)0.050 (2)0.040 (2)0.0125 (17)0.0123 (16)0.0239 (18)
C130.0349 (19)0.051 (2)0.039 (2)0.0159 (17)0.0163 (16)0.0152 (17)
C20.053 (2)0.040 (2)0.051 (2)0.0182 (18)0.0224 (19)0.0200 (18)
C60.064 (3)0.038 (2)0.044 (2)0.0186 (19)0.021 (2)0.0153 (18)
C210.044 (2)0.059 (3)0.043 (2)0.003 (2)0.0133 (19)0.017 (2)
C270.107 (4)0.079 (4)0.056 (3)0.037 (3)0.047 (3)0.034 (3)
C40.066 (3)0.054 (3)0.044 (2)0.018 (2)0.020 (2)0.003 (2)
C170.068 (3)0.073 (3)0.069 (3)0.024 (3)0.022 (3)0.041 (3)
C230.047 (2)0.092 (4)0.093 (4)0.040 (3)0.040 (3)0.055 (3)
C30.064 (3)0.038 (2)0.056 (3)0.013 (2)0.026 (2)0.0052 (19)
C220.038 (2)0.090 (4)0.065 (3)0.012 (2)0.017 (2)0.029 (3)
C80.046 (2)0.053 (3)0.057 (3)0.008 (2)0.018 (2)0.017 (2)
C50.081 (3)0.061 (3)0.043 (2)0.029 (2)0.021 (2)0.023 (2)
C180.052 (2)0.054 (3)0.047 (2)0.018 (2)0.018 (2)0.022 (2)
C240.058 (3)0.062 (3)0.078 (3)0.030 (2)0.034 (2)0.045 (2)
C120.064 (3)0.046 (3)0.061 (3)0.016 (2)0.024 (2)0.009 (2)
C100.076 (3)0.048 (3)0.055 (3)0.013 (3)0.002 (3)0.018 (2)
C140.061 (3)0.061 (3)0.048 (3)0.015 (2)0.016 (2)0.008 (2)
C160.064 (3)0.112 (5)0.059 (3)0.022 (3)0.013 (3)0.051 (3)
C280.095 (4)0.086 (4)0.056 (3)0.036 (3)0.040 (3)0.010 (3)
C250.063 (3)0.189 (7)0.043 (3)0.057 (4)0.018 (3)0.046 (4)
C260.120 (5)0.117 (5)0.058 (3)0.081 (4)0.046 (3)0.049 (3)
C290.083 (4)0.093 (4)0.055 (3)0.005 (3)0.009 (3)0.001 (3)
C90.054 (3)0.068 (3)0.062 (3)0.004 (2)0.017 (2)0.027 (3)
C150.074 (3)0.105 (5)0.037 (3)0.013 (3)0.006 (2)0.010 (3)
C110.110 (4)0.041 (3)0.079 (4)0.022 (3)0.024 (3)0.007 (2)
Geometric parameters (Å, º) top
Sn—O22.079 (2)C4—C31.372 (6)
Sn—C12.123 (3)C4—H120.9300
Sn—C132.131 (4)C17—C161.378 (7)
Sn—C72.136 (4)C17—C181.378 (6)
Fe—C252.014 (5)C17—H130.9300
Fe—C292.021 (5)C23—C221.386 (7)
Fe—C262.026 (5)C23—C241.427 (6)
Fe—C202.029 (4)C23—H140.9800
Fe—C242.030 (4)C3—H150.9300
Fe—C232.033 (4)C22—H160.9800
Fe—C212.036 (4)C8—C91.368 (6)
Fe—C222.036 (5)C8—H170.9300
Fe—C272.042 (5)C5—H180.9300
Fe—C282.043 (5)C18—H190.9300
O1—C191.231 (4)C24—H200.9800
O2—C191.304 (4)C12—C111.384 (7)
C19—C201.467 (5)C12—H210.9300
C1—C61.378 (5)C10—C91.362 (7)
C1—C21.392 (5)C10—C111.374 (7)
C7—C121.382 (6)C10—H220.9300
C7—C81.393 (5)C14—C151.392 (7)
C20—C241.431 (6)C14—H230.9300
C20—C211.435 (5)C16—C151.345 (8)
C13—C141.380 (5)C16—H240.9300
C13—C181.382 (6)C28—C291.399 (8)
C2—C31.373 (6)C28—H250.9800
C2—H80.9300C25—C261.387 (9)
C6—C51.386 (6)C25—C291.444 (9)
C6—H90.9300C25—H260.9800
C21—C221.414 (6)C26—H270.9800
C21—H100.9800C29—H280.9800
C27—C261.376 (7)C9—H290.9300
C27—C281.379 (7)C15—H300.9300
C27—H110.9800C11—H320.9300
C4—C51.370 (6)
O2—Sn—C1114.16 (12)C26—C27—H11125.4
O2—Sn—C13102.45 (12)C28—C27—H11125.4
C1—Sn—C13122.73 (14)Fe—C27—H11125.4
O2—Sn—C797.22 (12)C5—C4—C3120.0 (4)
C1—Sn—C7106.57 (14)C5—C4—H12120.0
C13—Sn—C7110.83 (14)C3—C4—H12120.0
C25—Fe—C2941.9 (3)C16—C17—C18120.2 (5)
C25—Fe—C2640.2 (3)C16—C17—H13119.9
C29—Fe—C2668.2 (3)C18—C17—H13119.9
C25—Fe—C20108.67 (19)C22—C23—C24109.4 (4)
C29—Fe—C20124.7 (2)C22—C23—Fe70.2 (3)
C26—Fe—C20124.14 (19)C24—C23—Fe69.3 (2)
C25—Fe—C24123.3 (3)C22—C23—H14125.3
C29—Fe—C24107.1 (2)C24—C23—H14125.3
C26—Fe—C24159.9 (2)Fe—C23—H14125.3
C20—Fe—C2441.31 (17)C4—C3—C2120.3 (4)
C25—Fe—C23159.7 (3)C4—C3—H15119.9
C29—Fe—C23122.0 (3)C2—C3—H15119.9
C26—Fe—C23158.1 (3)C23—C22—C21109.4 (4)
C20—Fe—C2368.39 (17)C23—C22—Fe70.0 (3)
C24—Fe—C2341.12 (17)C21—C22—Fe69.7 (2)
C25—Fe—C21123.7 (2)C23—C22—H16125.3
C29—Fe—C21161.7 (2)C21—C22—H16125.3
C26—Fe—C21108.1 (2)Fe—C22—H16125.3
C20—Fe—C2141.33 (15)C9—C8—C7121.9 (4)
C24—Fe—C2169.90 (19)C9—C8—H17119.0
C23—Fe—C2168.3 (2)C7—C8—H17119.0
C25—Fe—C22159.5 (3)C4—C5—C6119.8 (4)
C29—Fe—C22156.5 (3)C4—C5—H18120.1
C26—Fe—C22123.5 (3)C6—C5—H18120.1
C20—Fe—C2268.30 (16)C17—C18—C13120.7 (4)
C24—Fe—C2268.7 (2)C17—C18—H19119.7
C23—Fe—C2239.8 (2)C13—C18—H19119.7
C21—Fe—C2240.62 (18)C23—C24—C20106.0 (4)
C25—Fe—C2767.4 (2)C23—C24—Fe69.6 (2)
C29—Fe—C2767.3 (2)C20—C24—Fe69.3 (2)
C26—Fe—C2739.5 (2)C23—C24—H20127.0
C20—Fe—C27158.90 (19)C20—C24—H20127.0
C24—Fe—C27158.5 (2)Fe—C24—H20127.0
C23—Fe—C27122.7 (2)C7—C12—C11120.1 (5)
C21—Fe—C27122.1 (2)C7—C12—H21119.9
C22—Fe—C27107.7 (2)C11—C12—H21119.9
C25—Fe—C2868.5 (2)C9—C10—C11120.4 (4)
C29—Fe—C2840.3 (2)C9—C10—H22119.8
C26—Fe—C2867.0 (2)C11—C10—H22119.8
C20—Fe—C28160.6 (2)C13—C14—C15120.5 (5)
C24—Fe—C28122.9 (2)C13—C14—H23119.8
C23—Fe—C28107.2 (2)C15—C14—H23119.8
C21—Fe—C28156.5 (2)C15—C16—C17119.8 (5)
C22—Fe—C28121.2 (2)C15—C16—H24120.1
C27—Fe—C2839.5 (2)C17—C16—H24120.1
C19—O2—Sn103.8 (2)C27—C28—C29108.2 (5)
O1—C19—O2120.4 (3)C27—C28—Fe70.2 (3)
O1—C19—C20122.7 (3)C29—C28—Fe69.0 (3)
O2—C19—C20116.9 (3)C27—C28—H25125.9
C6—C1—C2118.2 (3)C29—C28—H25125.9
C6—C1—Sn117.9 (3)Fe—C28—H25125.9
C2—C1—Sn123.8 (3)C26—C25—C29106.5 (5)
C12—C7—C8117.8 (4)C26—C25—Fe70.4 (3)
C12—C7—Sn122.8 (3)C29—C25—Fe69.3 (3)
C8—C7—Sn119.3 (3)C26—C25—H26126.7
C24—C20—C21108.7 (3)C29—C25—H26126.7
C24—C20—C19127.0 (4)Fe—C25—H26126.7
C21—C20—C19124.0 (4)C27—C26—C25109.2 (5)
C24—C20—Fe69.4 (2)C27—C26—Fe70.9 (3)
C21—C20—Fe69.6 (2)C25—C26—Fe69.5 (3)
C19—C20—Fe122.6 (2)C27—C26—H27125.4
C14—C13—C18118.2 (4)C25—C26—H27125.4
C14—C13—Sn118.6 (3)Fe—C26—H27125.4
C18—C13—Sn123.0 (3)C28—C29—C25106.9 (6)
C3—C2—C1120.7 (4)C28—C29—Fe70.7 (3)
C3—C2—H8119.6C25—C29—Fe68.8 (3)
C1—C2—H8119.6C28—C29—H28126.5
C1—C6—C5120.9 (4)C25—C29—H28126.5
C1—C6—H9119.5Fe—C29—H28126.5
C5—C6—H9119.5C10—C9—C8119.4 (5)
C22—C21—C20106.5 (4)C10—C9—H29120.3
C22—C21—Fe69.7 (3)C8—C9—H29120.3
C20—C21—Fe69.0 (2)C16—C15—C14120.6 (5)
C22—C21—H10126.8C16—C15—H30119.7
C20—C21—H10126.8C14—C15—H30119.7
Fe—C21—H10126.8C10—C11—C12120.3 (5)
C26—C27—C28109.2 (6)C10—C11—H32119.8
C26—C27—Fe69.6 (3)C12—C11—H32119.8
C28—C27—Fe70.3 (3)
C1—Sn—O2—C1964.2 (2)C29—Fe—C22—C21167.5 (5)
C13—Sn—O2—C1970.7 (2)C26—Fe—C22—C2178.5 (3)
C7—Sn—O2—C19176.0 (2)C20—Fe—C22—C2139.0 (3)
Sn—O2—C19—O15.6 (4)C24—Fe—C22—C2183.5 (3)
Sn—O2—C19—C20173.6 (3)C23—Fe—C22—C21120.8 (4)
O2—Sn—C1—C675.2 (3)C27—Fe—C22—C21119.0 (3)
C13—Sn—C1—C6160.1 (3)C28—Fe—C22—C21160.0 (3)
C7—Sn—C1—C630.9 (3)C12—C7—C8—C90.6 (6)
O2—Sn—C1—C2102.4 (3)Sn—C7—C8—C9177.8 (3)
C13—Sn—C1—C222.3 (4)C3—C4—C5—C60.5 (7)
C7—Sn—C1—C2151.5 (3)C1—C6—C5—C41.4 (7)
O2—Sn—C7—C1213.0 (4)C16—C17—C18—C130.9 (7)
C1—Sn—C7—C12130.9 (3)C14—C13—C18—C170.3 (6)
C13—Sn—C7—C1293.3 (4)Sn—C13—C18—C17176.2 (3)
O2—Sn—C7—C8164.1 (3)C22—C23—C24—C201.1 (5)
C1—Sn—C7—C846.2 (3)Fe—C23—C24—C2060.1 (3)
C13—Sn—C7—C889.6 (3)C22—C23—C24—Fe58.9 (3)
O1—C19—C20—C24171.8 (4)C21—C20—C24—C231.6 (5)
O2—C19—C20—C247.4 (6)C19—C20—C24—C23176.2 (4)
O1—C19—C20—C212.1 (6)Fe—C20—C24—C2360.2 (3)
O2—C19—C20—C21178.7 (3)C21—C20—C24—Fe58.7 (3)
O1—C19—C20—Fe84.1 (4)C19—C20—C24—Fe116.0 (4)
O2—C19—C20—Fe95.1 (4)C25—Fe—C24—C23162.5 (4)
C25—Fe—C20—C24119.5 (3)C29—Fe—C24—C23119.3 (4)
C29—Fe—C20—C2475.7 (4)C26—Fe—C24—C23167.6 (6)
C26—Fe—C20—C24161.3 (3)C20—Fe—C24—C23117.1 (4)
C23—Fe—C20—C2439.0 (3)C21—Fe—C24—C2379.7 (3)
C21—Fe—C20—C24120.4 (3)C22—Fe—C24—C2336.2 (3)
C22—Fe—C20—C2482.0 (3)C27—Fe—C24—C2348.1 (7)
C27—Fe—C20—C24164.9 (5)C28—Fe—C24—C2378.1 (4)
C28—Fe—C20—C2441.3 (7)C25—Fe—C24—C2080.4 (3)
C25—Fe—C20—C21120.1 (3)C29—Fe—C24—C20123.6 (3)
C29—Fe—C20—C21164.0 (3)C26—Fe—C24—C2050.5 (8)
C26—Fe—C20—C2178.3 (4)C23—Fe—C24—C20117.1 (4)
C24—Fe—C20—C21120.4 (3)C21—Fe—C24—C2037.4 (2)
C23—Fe—C20—C2181.3 (3)C22—Fe—C24—C2080.9 (3)
C22—Fe—C20—C2138.3 (3)C27—Fe—C24—C20165.2 (5)
C27—Fe—C20—C2144.5 (6)C28—Fe—C24—C20164.8 (3)
C28—Fe—C20—C21161.6 (6)C8—C7—C12—C110.3 (6)
C25—Fe—C20—C192.0 (4)Sn—C7—C12—C11177.5 (4)
C29—Fe—C20—C1945.9 (4)C18—C13—C14—C150.9 (6)
C26—Fe—C20—C1939.8 (4)Sn—C13—C14—C15175.7 (4)
C24—Fe—C20—C19121.6 (4)C18—C17—C16—C151.4 (8)
C23—Fe—C20—C19160.6 (4)C26—C27—C28—C290.2 (6)
C21—Fe—C20—C19118.1 (4)Fe—C27—C28—C2958.7 (4)
C22—Fe—C20—C19156.4 (4)C26—C27—C28—Fe58.9 (4)
C27—Fe—C20—C1973.5 (7)C25—Fe—C28—C2780.1 (4)
C28—Fe—C20—C1980.3 (7)C29—Fe—C28—C27119.6 (5)
O2—Sn—C13—C1477.8 (3)C26—Fe—C28—C2736.6 (4)
C1—Sn—C13—C14152.4 (3)C20—Fe—C28—C27165.5 (5)
C7—Sn—C13—C1425.0 (3)C24—Fe—C28—C27163.2 (3)
O2—Sn—C13—C1898.6 (3)C23—Fe—C28—C27120.9 (4)
C1—Sn—C13—C1831.2 (4)C21—Fe—C28—C2745.9 (7)
C7—Sn—C13—C18158.6 (3)C22—Fe—C28—C2779.7 (4)
C6—C1—C2—C30.4 (6)C25—Fe—C28—C2939.4 (4)
Sn—C1—C2—C3177.1 (3)C26—Fe—C28—C2982.9 (4)
C2—C1—C6—C51.9 (6)C20—Fe—C28—C2946.0 (8)
Sn—C1—C6—C5175.9 (3)C24—Fe—C28—C2977.2 (4)
C24—C20—C21—C221.4 (5)C23—Fe—C28—C29119.5 (4)
C19—C20—C21—C22176.3 (4)C21—Fe—C28—C29165.5 (5)
Fe—C20—C21—C2259.9 (3)C22—Fe—C28—C29160.7 (4)
C24—C20—C21—Fe58.5 (3)C27—Fe—C28—C29119.6 (5)
C19—C20—C21—Fe116.3 (3)C29—Fe—C25—C26117.2 (5)
C25—Fe—C21—C22162.3 (4)C20—Fe—C25—C26121.2 (3)
C29—Fe—C21—C22164.1 (7)C24—Fe—C25—C26164.6 (3)
C26—Fe—C21—C22120.8 (3)C23—Fe—C25—C26160.8 (5)
C20—Fe—C21—C22117.7 (4)C21—Fe—C25—C2677.9 (3)
C24—Fe—C21—C2280.4 (3)C22—Fe—C25—C2643.4 (7)
C23—Fe—C21—C2236.3 (3)C27—Fe—C25—C2636.6 (3)
C27—Fe—C21—C2279.6 (4)C28—Fe—C25—C2679.3 (3)
C28—Fe—C21—C2247.0 (6)C26—Fe—C25—C29117.2 (5)
C25—Fe—C21—C2079.9 (4)C20—Fe—C25—C29121.6 (3)
C29—Fe—C21—C2046.3 (8)C24—Fe—C25—C2978.2 (4)
C26—Fe—C21—C20121.5 (3)C23—Fe—C25—C2943.5 (7)
C24—Fe—C21—C2037.3 (2)C21—Fe—C25—C29164.9 (3)
C23—Fe—C21—C2081.5 (3)C22—Fe—C25—C29160.6 (5)
C22—Fe—C21—C20117.7 (4)C27—Fe—C25—C2980.6 (4)
C27—Fe—C21—C20162.7 (3)C28—Fe—C25—C2937.9 (4)
C28—Fe—C21—C20164.8 (5)C28—C27—C26—C250.3 (6)
C25—Fe—C27—C2637.2 (4)Fe—C27—C26—C2559.1 (4)
C29—Fe—C27—C2682.8 (4)C28—C27—C26—Fe59.3 (4)
C20—Fe—C27—C2646.3 (7)C29—C25—C26—C270.2 (6)
C24—Fe—C27—C26161.7 (6)Fe—C25—C26—C2759.9 (4)
C23—Fe—C27—C26162.8 (4)C29—C25—C26—Fe60.2 (4)
C21—Fe—C27—C2679.4 (4)C25—Fe—C26—C27120.1 (5)
C22—Fe—C27—C26121.6 (4)C29—Fe—C26—C2780.3 (4)
C28—Fe—C27—C26120.4 (6)C20—Fe—C26—C27161.7 (3)
C25—Fe—C27—C2883.2 (4)C24—Fe—C26—C27160.4 (6)
C29—Fe—C27—C2837.6 (4)C23—Fe—C26—C2742.0 (8)
C26—Fe—C27—C28120.4 (6)C21—Fe—C26—C27118.8 (4)
C20—Fe—C27—C28166.6 (5)C22—Fe—C26—C2776.7 (4)
C24—Fe—C27—C2841.3 (8)C28—Fe—C26—C2736.6 (3)
C23—Fe—C27—C2876.8 (4)C29—Fe—C26—C2539.8 (3)
C21—Fe—C27—C28160.2 (3)C20—Fe—C26—C2578.2 (4)
C22—Fe—C27—C28118.0 (4)C24—Fe—C26—C2540.3 (8)
C25—Fe—C23—C22167.1 (5)C23—Fe—C26—C25162.1 (6)
C29—Fe—C23—C22160.0 (3)C21—Fe—C26—C25121.1 (3)
C26—Fe—C23—C2247.7 (7)C22—Fe—C26—C25163.3 (3)
C20—Fe—C23—C2281.6 (3)C27—Fe—C26—C25120.1 (5)
C24—Fe—C23—C22120.8 (4)C28—Fe—C26—C2583.5 (4)
C21—Fe—C23—C2237.0 (3)C27—C28—C29—C250.1 (6)
C27—Fe—C23—C2278.1 (4)Fe—C28—C29—C2559.5 (4)
C28—Fe—C23—C22118.5 (3)C27—C28—C29—Fe59.5 (4)
C25—Fe—C23—C2446.3 (7)C26—C25—C29—C280.1 (6)
C29—Fe—C23—C2479.2 (4)Fe—C25—C29—C2860.8 (4)
C26—Fe—C23—C24168.5 (5)C26—C25—C29—Fe60.9 (3)
C20—Fe—C23—C2439.2 (3)C25—Fe—C29—C28117.8 (6)
C21—Fe—C23—C2483.8 (3)C26—Fe—C29—C2879.7 (4)
C22—Fe—C23—C24120.8 (4)C20—Fe—C29—C28163.1 (3)
C27—Fe—C23—C24161.1 (3)C24—Fe—C29—C28121.1 (4)
C28—Fe—C23—C24120.7 (3)C23—Fe—C29—C2878.6 (4)
C5—C4—C3—C22.0 (7)C21—Fe—C29—C28161.4 (6)
C1—C2—C3—C41.5 (6)C22—Fe—C29—C2845.3 (8)
C24—C23—C22—C210.3 (6)C27—Fe—C29—C2836.8 (4)
Fe—C23—C22—C2158.6 (3)C26—Fe—C29—C2538.1 (3)
C24—C23—C22—Fe58.4 (3)C20—Fe—C29—C2579.1 (4)
C20—C21—C22—C230.7 (5)C24—Fe—C29—C25121.1 (4)
Fe—C21—C22—C2358.8 (3)C23—Fe—C29—C25163.6 (4)
C20—C21—C22—Fe59.5 (3)C21—Fe—C29—C2543.6 (9)
C25—Fe—C22—C23167.2 (6)C22—Fe—C29—C25163.1 (5)
C29—Fe—C22—C2346.7 (7)C27—Fe—C29—C2581.0 (4)
C26—Fe—C22—C23160.7 (3)C28—Fe—C29—C25117.8 (6)
C20—Fe—C22—C2381.9 (3)C11—C10—C9—C80.1 (7)
C24—Fe—C22—C2337.3 (3)C7—C8—C9—C100.4 (7)
C21—Fe—C22—C23120.8 (4)C17—C16—C15—C140.8 (9)
C27—Fe—C22—C23120.2 (3)C13—C14—C15—C160.3 (8)
C28—Fe—C22—C2379.2 (3)C9—C10—C11—C120.3 (8)
C25—Fe—C22—C2146.4 (7)C7—C12—C11—C100.1 (7)

Experimental details

Crystal data
Chemical formula[FeSn(C5H5)(C6H5)3(C6H4O2)]
Mr579.02
Crystal system, space groupTriclinic, P1
Temperature (K)298
a, b, c (Å)10.1012 (15), 11.4066 (18), 11.6741 (19)
α, β, γ (°)98.034 (1), 106.107 (2), 106.082 (2)
V3)1207.1 (3)
Z2
Radiation typeMo Kα
µ (mm1)1.66
Crystal size (mm)0.50 × 0.40 × 0.38
Data collection
DiffractometerBruker SMART1000 CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.491, 0.571
No. of measured, independent and
observed [I > 2σ(I)] reflections
6299, 4182, 3539
Rint0.021
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.030, 0.089, 1.01
No. of reflections4182
No. of parameters298
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.46, 0.70

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

 

Acknowledgements

The authors are indebted to the College of Chemistry and Chemical Engineering, Liaocheng University, for the use of the diffractometer.

References

First citationKim, H. J., Jeon, W. S., Lim, J. H., Hong, C. S. & Kim, H.-J. (2007). Polyhedron, 26, 2517–2522.  Web of Science CSD CrossRef CAS Google Scholar
First citationSheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationSiemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.  Google Scholar
First citationTao, J. X., Xiao, W. J. & Yang, Q. C. (1997). J. Organomet. Chem. 531, 223–226.  CSD CrossRef CAS Web of Science Google Scholar
First citationWang, J. Q., Kuang, D. Z., Zeng, R. Y., Zhang, F. X., Feng, Y. L. & Chen, Z. M. (2007). Chin. J. Struct. Chem. 26, 674–678.  CAS Google Scholar
First citationYu, Y., Guo, Y., Wang, D. & Li, D. (2010). Acta Cryst. E66, m753.  Web of Science CrossRef IUCr Journals Google Scholar
First citationZhang, F. X., Kuang, D. Z., Xu, Z. F., Wang, J. Q. & Feng, Y. L. (2002). Chin. J. Inorg. Chem. 18, 1127–1130.  CAS Google Scholar
First citationZheng, G. L., Ma, J. F., Su, Z. M., Yan, L. K., Yang, J., Li, Y. Y. & Liu, J. F. (2004). Angew. Chem. Int. Ed. 43, 2409–2411.  Web of Science CSD CrossRef CAS Google Scholar
First citationZheng, G. L., Ma, J. F., Yang, J., Li, Y. Y. & Hao, X. R. (2004). Chem. Eur. J. 10, 3761–3768  Web of Science CSD CrossRef PubMed CAS Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds