catena-Poly[[(5-bromopyridine-3-carbox­yl­ato)dimetyltin(IV)]-μ-5-bromopyridine-3-carboxyl­ato]

Gao, Z.

doi:10.1107/S1600536807067165

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 1| January 2008| Page m249

https://doi.org/10.1107/S1600536807067165

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catena-Poly[[(5-bromopyridine-3-carboxylato)dimetyltin(IV)]-μ-5-bromopyridine-3-carboxylato]

Zhongjun Gao ^a ^*

^aDepartment of Chemistry, Jining University, Shandong 273155, People's Republic of China
^*Correspondence e-mail: gaozhongjun72@163.com

(Received 11 December 2007; accepted 16 December 2007; online 21 December 2007)

The title compound, [Sn(CH₃)₂(C₆H₃BrNO₂)₂], possesses an infinite chain structure owing to the presence of Sn—N bridges between adjacent molecules. The SnO₄NC₂ centre has a distorted pentagonal–bipyramidal geometry with the C atoms in the axial positions.

Related literature

For related literature, see: Tiekink (1991 ); Yin et al. (2006 ).

Experimental

Crystal data

[Sn(CH₃)₂(C₆H₃BrNO₂)₂]
M_r = 550.77
Triclinic, $[P \overline 1]$
a = 7.579 (4) Å
b = 8.212 (5) Å
c = 14.894 (8) Å
α = 74.962 (7)°
β = 77.733 (8)°
γ = 88.642 (8)°
V = 874.4 (8) Å³
Z = 2
Mo Kα radiation
μ = 6.05 mm⁻¹
T = 298 (2) K
0.27 × 0.12 × 0.02 mm

Data collection

Siemens SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.292, T_max = 0.889
4540 measured reflections
3165 independent reflections
2652 reflections with I > 2σ(I)
R_int = 0.029

Refinement

R[F² > 2σ(F²)] = 0.060
wR(F²) = 0.162
S = 1.04
3165 reflections
210 parameters
H-atom parameters constrained
Δρ_max = 3.01 e Å⁻³
Δρ_min = −1.02 e Å⁻³

Table 1
Selected bond lengths (Å)

Sn1—C13	2.089 (8)
Sn1—C14	2.086 (8)
Sn1—O1	2.189 (5)
Sn1—O2	2.546 (6)
Sn1—O3	2.482 (6)
Sn1—O4	2.175 (5)
Sn1—N1ⁱ	2.710 (6)
Symmetry code: (i) x, y+1, z.

Data collection: SMART (Siemens, 1996 ); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a ); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b ); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536807067165/hb2677sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536807067165/hb2677Isup2.hkl

checkCIF report

Comment top

The title compound, (I), possesses an infinite one-dimensional chain structure arising from Sn—N bridges (Fig. 1 and Table 1). As shown in Fig. 2, both carboxylate ligands chelate the Sn atom via the O atoms. One of the ligands also bridges a translationally related Sn atom via the N1 atom to form [010] chains.

The overall configuration at tin atom is best decribed as distorted pentagonal geometry with the C13 and C14 in the apical positions [C13—Sn1—C14 = 161.4 (4)°]. The sum of the equatorial angles about tin is 360°, indicating approximate co-planarity for these atoms. While the SnO₄NC₂ coordination geometry in (I) is similar to that seen recently in the structure of dioctyltin(IV) bis(2-pyrazinecarboxylate) (Yin et al., 2006), this type of coordination is, in general, rare in this class of compound (Tiekink, 1991).

Related literature top

For related literature, see: Tiekink (1991); Yin et al. (2006).

Experimental top

A mixture of dimetyltin oxide (0.329 g, 2.0 mmol) and 5-bromo-nicotinic acid (0.808 g, 4.0 mmol), in methanol (50 ml) was heated under reflux for 5 h. The clear solution was evaporated under vacuum. The product was crystallized from a mixture of dichloromethane/ethanol (1:1) to yield colourless plates of (I). Yield 0.860 g, 78%, m.p. 422 K. Analysis, calculated for C₁₄H₁₂Br₂N₂O₄Sn: C 30.53, H 2.20, N 5.09%; found: C 30.56, H 2.15, N 5.13%.

Structure description top

For related literature, see: Tiekink (1991); Yin et al. (2006).

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, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL (Sheldrick, 1997b).

Figures top

	Fig. 1. The molecular structure of (I) showing 50% displacement ellipsoids (arbitrary spheres for the H atoms). N1a is at the symmetry position (x, y + 1, z).
	Fig. 2. Polymeric chain formation in (I). H atoms omitted for clarity.

catena-Poly[[(5-bromopyridine-3-carboxylato)dimetyltin(IV)]-µ-5- bromopyridine-3-carboxylato] top

Crystal data top

[Sn(CH₃)₂(C₆H₃BrNO₂)₂]	Z = 2
M_r = 550.77	F(000) = 524
Triclinic, P1	D_x = 2.092 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.579 (4) Å	Cell parameters from 1572 reflections
b = 8.212 (5) Å	θ = 2.6–25.2°
c = 14.894 (8) Å	µ = 6.05 mm⁻¹
α = 74.962 (7)°	T = 298 K
β = 77.733 (8)°	Plate, colourless
γ = 88.642 (8)°	0.27 × 0.12 × 0.02 mm
V = 874.4 (8) Å³

Data collection top

Siemens SMART CCD diffractometer	3165 independent reflections
Radiation source: fine-focus sealed tube	2652 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.029
ω scans	θ_max = 25.5°, θ_min = 2.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→9
T_min = 0.292, T_max = 0.889	k = −9→9
4540 measured reflections	l = −15→18

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.060	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.162	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.1072P)²] where P = (F_o² + 2F_c²)/3
3165 reflections	(Δ/σ)_max < 0.001
210 parameters	Δρ_max = 3.01 e Å⁻³
0 restraints	Δρ_min = −1.02 e Å⁻³

Crystal data top

[Sn(CH₃)₂(C₆H₃BrNO₂)₂]	γ = 88.642 (8)°
M_r = 550.77	V = 874.4 (8) Å³
Triclinic, P1	Z = 2
a = 7.579 (4) Å	Mo Kα radiation
b = 8.212 (5) Å	µ = 6.05 mm⁻¹
c = 14.894 (8) Å	T = 298 K
α = 74.962 (7)°	0.27 × 0.12 × 0.02 mm
β = 77.733 (8)°

Data collection top

Siemens SMART CCD diffractometer	3165 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2652 reflections with I > 2σ(I)
T_min = 0.292, T_max = 0.889	R_int = 0.029
4540 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.060	0 restraints
wR(F²) = 0.162	H-atom parameters constrained
S = 1.04	Δρ_max = 3.01 e Å⁻³
3165 reflections	Δρ_min = −1.02 e Å⁻³
210 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
Sn1	0.27918 (6)	0.22587 (5)	0.41226 (3)	0.0314 (2)
N1	0.3215 (9)	−0.4573 (7)	0.2957 (5)	0.0385 (14)
N2	0.1125 (16)	0.0212 (13)	0.8575 (6)	0.085 (3)
O1	0.2868 (8)	−0.0342 (6)	0.4001 (4)	0.0437 (13)
O2	0.3393 (9)	0.1381 (6)	0.2569 (4)	0.0515 (15)
O3	0.2327 (8)	0.3727 (6)	0.5412 (4)	0.0471 (14)
O4	0.2194 (7)	0.0988 (6)	0.5634 (4)	0.0414 (12)
C1	0.3192 (11)	−0.0074 (9)	0.3115 (6)	0.0389 (17)
C2	0.3315 (10)	−0.1571 (9)	0.2713 (5)	0.0358 (16)
C3	0.3136 (10)	−0.3225 (9)	0.3298 (6)	0.0371 (16)
H3	0.2955	−0.3384	0.3953	0.045*
C4	0.3463 (12)	−0.4365 (10)	0.2031 (6)	0.048 (2)
H4	0.3519	−0.5314	0.1795	0.057*
C5	0.3641 (12)	−0.2788 (10)	0.1398 (6)	0.047 (2)
C6	0.3554 (13)	−0.1378 (10)	0.1752 (6)	0.048 (2)
H6	0.3657	−0.0303	0.1339	0.058*
C7	0.2118 (11)	0.2291 (10)	0.5950 (6)	0.0393 (17)
C8	0.1759 (11)	0.2050 (10)	0.7006 (5)	0.0388 (17)
C9	0.1421 (14)	0.0468 (12)	0.7643 (7)	0.060 (2)
H9	0.1402	−0.0464	0.7399	0.072*
C10	0.1141 (17)	0.1545 (19)	0.8910 (7)	0.085 (4)
H10	0.0920	0.1389	0.9566	0.102*
C11	0.1475 (13)	0.3180 (14)	0.8323 (7)	0.061 (3)
C12	0.1766 (12)	0.3431 (11)	0.7366 (6)	0.047 (2)
H12	0.1966	0.4514	0.6963	0.056*
C13	0.0130 (11)	0.2696 (11)	0.3972 (6)	0.0472 (19)
H13A	−0.0314	0.3620	0.4230	0.071*
H13B	−0.0611	0.1702	0.4307	0.071*
H13C	0.0091	0.2966	0.3310	0.071*
C14	0.5570 (10)	0.2598 (11)	0.3969 (7)	0.051 (2)
H14A	0.6137	0.2901	0.3305	0.076*
H14B	0.6055	0.1568	0.4282	0.076*
H14C	0.5794	0.3480	0.4249	0.076*
Br1	0.3949 (2)	−0.25908 (15)	0.00921 (7)	0.0939 (5)
Br2	0.1448 (2)	0.5021 (2)	0.88551 (10)	0.1127 (6)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.0359 (3)	0.0229 (3)	0.0347 (3)	0.00097 (18)	−0.0081 (2)	−0.0057 (2)
N1	0.051 (4)	0.022 (3)	0.042 (4)	−0.001 (3)	−0.013 (3)	−0.005 (3)
N2	0.132 (9)	0.071 (6)	0.042 (5)	−0.018 (6)	−0.022 (5)	0.008 (5)
O1	0.065 (4)	0.026 (3)	0.038 (3)	0.000 (2)	−0.008 (3)	−0.008 (2)
O2	0.083 (5)	0.021 (3)	0.047 (3)	0.000 (3)	−0.011 (3)	−0.004 (2)
O3	0.069 (4)	0.026 (3)	0.045 (3)	0.000 (2)	−0.013 (3)	−0.006 (2)
O4	0.053 (3)	0.030 (3)	0.041 (3)	0.003 (2)	−0.012 (2)	−0.008 (2)
C1	0.049 (5)	0.025 (4)	0.042 (5)	0.001 (3)	−0.006 (3)	−0.009 (3)
C2	0.047 (4)	0.027 (4)	0.036 (4)	−0.004 (3)	−0.013 (3)	−0.009 (3)
C3	0.047 (4)	0.028 (4)	0.037 (4)	0.005 (3)	−0.011 (3)	−0.009 (3)
C4	0.065 (6)	0.031 (4)	0.050 (5)	−0.003 (4)	−0.016 (4)	−0.013 (4)
C5	0.068 (6)	0.038 (4)	0.036 (4)	−0.008 (4)	−0.011 (4)	−0.011 (4)
C6	0.074 (6)	0.028 (4)	0.043 (5)	−0.001 (4)	−0.016 (4)	−0.006 (3)
C7	0.048 (5)	0.029 (4)	0.042 (4)	0.000 (3)	−0.008 (3)	−0.012 (3)
C8	0.041 (4)	0.043 (4)	0.031 (4)	0.002 (3)	−0.006 (3)	−0.009 (3)
C9	0.080 (7)	0.052 (5)	0.044 (5)	−0.003 (5)	−0.015 (5)	−0.003 (4)
C10	0.091 (9)	0.129 (12)	0.025 (5)	−0.014 (7)	−0.015 (5)	0.000 (6)
C11	0.058 (6)	0.075 (7)	0.049 (6)	−0.018 (5)	−0.003 (4)	−0.022 (5)
C12	0.058 (5)	0.048 (5)	0.034 (4)	0.003 (4)	−0.004 (4)	−0.013 (4)
C13	0.042 (5)	0.046 (5)	0.054 (5)	−0.001 (3)	−0.010 (4)	−0.013 (4)
C14	0.029 (4)	0.049 (5)	0.076 (6)	0.005 (3)	−0.010 (4)	−0.019 (4)
Br1	0.1824 (15)	0.0638 (7)	0.0358 (6)	−0.0216 (8)	−0.0196 (7)	−0.0141 (5)
Br2	0.1363 (13)	0.1431 (14)	0.0718 (9)	−0.0287 (10)	0.0096 (8)	−0.0741 (10)

Geometric parameters (Å, º) top

Sn1—C13	2.089 (8)	C4—C5	1.380 (11)
Sn1—C14	2.086 (8)	C4—H4	0.9300
Sn1—O1	2.189 (5)	C5—C6	1.387 (11)
Sn1—O2	2.546 (6)	C5—Br1	1.873 (8)
Sn1—O3	2.482 (6)	C6—H6	0.9300
Sn1—O4	2.175 (5)	C7—C8	1.499 (11)
Sn1—N1ⁱ	2.710 (6)	C8—C12	1.376 (11)
N1—C4	1.319 (11)	C8—C9	1.388 (12)
N1—C3	1.327 (9)	C9—H9	0.9300
N1—Sn1ⁱⁱ	2.710 (6)	C10—C11	1.394 (16)
N2—C10	1.317 (16)	C10—H10	0.9300
N2—C9	1.319 (13)	C11—C12	1.356 (12)
O1—C1	1.251 (9)	C11—Br2	1.878 (10)
O2—C1	1.250 (9)	C12—H12	0.9300
O3—C7	1.233 (9)	C13—H13A	0.9600
O4—C7	1.272 (9)	C13—H13B	0.9600
C1—C2	1.493 (10)	C13—H13C	0.9600
C2—C6	1.370 (11)	C14—H14A	0.9600
C2—C3	1.403 (10)	C14—H14B	0.9600
C3—H3	0.9300	C14—H14C	0.9600

C13—Sn1—O1	97.0 (3)	C5—C4—H4	118.9
C13—Sn1—O2	88.1 (3)	C4—C5—C6	118.7 (8)
C13—Sn1—O3	90.5 (3)	C4—C5—Br1	119.8 (6)
C13—Sn1—O4	97.5 (3)	C6—C5—Br1	121.5 (6)
C14—Sn1—O1	96.4 (3)	C2—C6—C5	119.9 (8)
C14—Sn1—O2	89.2 (3)	C2—C6—H6	120.1
C14—Sn1—O3	88.3 (3)	C5—C6—H6	120.1
C13—Sn1—C14	161.4 (4)	O3—C7—O4	121.8 (7)
C14—Sn1—O4	97.1 (3)	O3—C7—C8	119.9 (7)
O1—Sn1—O2	54.55 (18)	O4—C7—C8	118.3 (7)
O1—Sn1—O4	81.98 (19)	O3—C7—Sn1	67.9 (4)
O4—Sn1—O3	55.59 (18)	O4—C7—Sn1	53.9 (4)
O1—Sn1—O3	137.54 (19)	C8—C7—Sn1	172.1 (5)
O4—Sn1—O2	136.52 (18)	C12—C8—C9	118.2 (8)
O3—Sn1—O2	167.88 (17)	C12—C8—C7	119.6 (7)
C13—Sn1—N1ⁱ	80.1 (3)	C9—C8—C7	122.2 (8)
C14—Sn1—N1ⁱ	81.3 (3)	N2—C9—C8	123.7 (9)
O1—Sn1—N1ⁱ	138.4 (2)	N2—C9—H9	118.2
O2—Sn1—N1ⁱ	83.81 (18)	C8—C9—H9	118.2
O3—Sn1—N1ⁱ	84.09 (19)	N2—C10—C11	122.7 (9)
O4—Sn1—N1ⁱ	139.66 (19)	N2—C10—H10	118.6
C4—N1—C3	119.2 (6)	C11—C10—H10	118.6
C4—N1—Sn1ⁱⁱ	119.2 (5)	C12—C11—C10	119.4 (10)
C3—N1—Sn1ⁱⁱ	121.6 (5)	C12—C11—Br2	120.3 (8)
C10—N2—C9	117.5 (9)	C10—C11—Br2	120.3 (8)
C1—O1—Sn1	99.8 (4)	C11—C12—C8	118.5 (8)
C1—O2—Sn1	83.2 (5)	C11—C12—H12	120.7
C7—O3—Sn1	84.7 (5)	C8—C12—H12	120.7
C7—O4—Sn1	97.9 (5)	Sn1—C13—H13A	109.5
O2—C1—O1	122.5 (7)	Sn1—C13—H13B	109.5
O2—C1—C2	119.9 (7)	H13A—C13—H13B	109.5
O1—C1—C2	117.6 (7)	Sn1—C13—H13C	109.5
C6—C2—C3	117.2 (7)	H13A—C13—H13C	109.5
C6—C2—C1	121.0 (7)	H13B—C13—H13C	109.5
C3—C2—C1	121.8 (7)	Sn1—C14—H14A	109.5
N1—C3—C2	122.8 (7)	Sn1—C14—H14B	109.5
N1—C3—H3	118.6	H14A—C14—H14B	109.5
C2—C3—H3	118.6	Sn1—C14—H14C	109.5
N1—C4—C5	122.2 (7)	H14A—C14—H14C	109.5
N1—C4—H4	118.9	H14B—C14—H14C	109.5

C14—Sn1—O1—C1	−84.8 (5)	C4—C5—C6—C2	0.7 (14)
C13—Sn1—O1—C1	82.3 (5)	Br1—C5—C6—C2	179.5 (6)
O4—Sn1—O1—C1	178.9 (5)	Sn1—O3—C7—O4	−1.2 (8)
O3—Sn1—O1—C1	−179.2 (4)	Sn1—O3—C7—C8	178.9 (7)
O2—Sn1—O1—C1	−0.4 (5)	Sn1—O4—C7—O3	1.4 (9)
C7—Sn1—O1—C1	−180.0 (5)	Sn1—O4—C7—C8	−178.7 (6)
C14—Sn1—O2—C1	98.8 (5)	C14—Sn1—C7—O3	81.1 (5)
C13—Sn1—O2—C1	−99.6 (5)	C13—Sn1—C7—O3	−81.8 (5)
O4—Sn1—O2—C1	−0.7 (6)	O4—Sn1—C7—O3	−178.7 (8)
O1—Sn1—O2—C1	0.4 (5)	O1—Sn1—C7—O3	178.9 (5)
O3—Sn1—O2—C1	176.7 (8)	O2—Sn1—C7—O3	177.7 (7)
C7—Sn1—O2—C1	1.7 (11)	C14—Sn1—C7—O4	−100.1 (5)
C14—Sn1—O3—C7	−99.1 (5)	C13—Sn1—C7—O4	96.9 (5)
C13—Sn1—O3—C7	99.5 (5)	O1—Sn1—C7—O4	−2.4 (5)
O4—Sn1—O3—C7	0.7 (5)	O3—Sn1—C7—O4	178.7 (8)
O1—Sn1—O3—C7	−1.5 (6)	O2—Sn1—C7—O4	−3.6 (11)
O2—Sn1—O3—C7	−177.1 (8)	C14—Sn1—C7—C8	−92 (4)
C14—Sn1—O4—C7	82.3 (5)	C13—Sn1—C7—C8	105 (4)
C13—Sn1—O4—C7	−86.2 (5)	O4—Sn1—C7—C8	8 (4)
O1—Sn1—O4—C7	177.8 (5)	O1—Sn1—C7—C8	6 (4)
O3—Sn1—O4—C7	−0.7 (4)	O3—Sn1—C7—C8	−173 (4)
O2—Sn1—O4—C7	178.6 (4)	O2—Sn1—C7—C8	5 (4)
Sn1—O2—C1—O1	−0.6 (8)	O3—C7—C8—C12	−3.6 (12)
Sn1—O2—C1—C2	178.6 (7)	O4—C7—C8—C12	176.5 (7)
Sn1—O1—C1—O2	0.7 (9)	Sn1—C7—C8—C12	169 (4)
Sn1—O1—C1—C2	−178.6 (6)	O3—C7—C8—C9	176.6 (8)
O2—C1—C2—C6	−3.4 (12)	O4—C7—C8—C9	−3.3 (12)
O1—C1—C2—C6	175.9 (8)	Sn1—C7—C8—C9	−11 (4)
O2—C1—C2—C3	178.6 (7)	C10—N2—C9—C8	0.6 (18)
O1—C1—C2—C3	−2.1 (12)	C12—C8—C9—N2	−0.8 (15)
C4—N1—C3—C2	−0.3 (12)	C7—C8—C9—N2	179.1 (10)
C6—C2—C3—N1	0.9 (12)	C9—N2—C10—C11	−0.8 (19)
C1—C2—C3—N1	179.0 (7)	N2—C10—C11—C12	1.2 (18)
C3—N1—C4—C5	−0.1 (13)	N2—C10—C11—Br2	179.3 (10)
N1—C4—C5—C6	−0.1 (14)	C10—C11—C12—C8	−1.4 (15)
N1—C4—C5—Br1	−178.9 (6)	Br2—C11—C12—C8	−179.4 (7)
C3—C2—C6—C5	−1.1 (13)	C9—C8—C12—C11	1.2 (13)
C1—C2—C6—C5	−179.2 (8)	C7—C8—C12—C11	−178.7 (8)

Symmetry codes: (i) x, y+1, z; (ii) x, y−1, z.

Experimental details

Crystal data
Chemical formula	[Sn(CH₃)₂(C₆H₃BrNO₂)₂]
M_r	550.77
Crystal system, space group	Triclinic, P1
Temperature (K)	298
a, b, c (Å)	7.579 (4), 8.212 (5), 14.894 (8)
α, β, γ (°)	74.962 (7), 77.733 (8), 88.642 (8)
V (Å³)	874.4 (8)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	6.05
Crystal size (mm)	0.27 × 0.12 × 0.02

Data collection
Diffractometer	Siemens SMART CCD
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.292, 0.889
No. of measured, independent and observed [I > 2σ(I)] reflections	4540, 3165, 2652
R_int	0.029
(sin θ/λ)_max (Å⁻¹)	0.606

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.060, 0.162, 1.04
No. of reflections	3165
No. of parameters	210
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	3.01, −1.02

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 1997a), SHELXL97 (Sheldrick, 1997a), SHELXTL (Sheldrick, 1997b).

Selected bond lengths (Å) top

Sn1—C13	2.089 (8)	Sn1—O3	2.482 (6)
Sn1—C14	2.086 (8)	Sn1—O4	2.175 (5)
Sn1—O1	2.189 (5)	Sn1—N1ⁱ	2.710 (6)
Sn1—O2	2.546 (6)

Symmetry code: (i) x, y+1, z.

Acknowledgements

The author ackowledges financial support from Shandong Province Science Foundation.

References

Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (1997a). SHELXL97 and SHELXS97. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (1997b). SHELXTL. Version 5.1. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Google Scholar
Tiekink, E. R. T. (1991). Appl. Organomet. Chem. 5, 1–23. CrossRef CAS Web of Science Google Scholar
Yin, H. D., Li, G., Gao, Z. J. & Xu, H. L. (2006). J. Organomet. Chem. 69, 1235–1241. Web of Science CSD CrossRef Google Scholar

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