Polymeric di-n-butyl­(glutarato)­tin(IV)

The crystal structure of catena-poly­[[di-n-butyl­tin(IV)]-μ-glutarato], [Sn(C₄H₉)₂(C₅H₆O₄)], is composed of polymeric chains formed by coordination of glutarate, through both ends, to di-n-butyl­tin. The geometry around the hexacoordinated Sn atom is highly distorted octahedral, and may best be described as based on a skew-trapezoidal planar geometry. The symmetry-related glutarate ligands are asymmetrically coordinated to the Sn atoms, with Sn—O distances of 2.138 (2) and 2.483 (2) Å. The Sn—C distance involving the n-butyl group is 2.124 (3) Å.

Key indicators

• Single-crystal X-ray study
• T = 223 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.028
• wR factor = 0.066
• Data-to-parameter ratio = 14.6

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry

---

Computing details

Data collection: COLLECT (Hooft, 1998); cell refinement: HKL DENZO (Otwinowski & Minor, 1997); data reduction: SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SAPI91 (Fan, 1991); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

(I)

Crystal data

[Sn(C4H9)2(C5H6O4)]	Dx = 1.555 Mg m^−3
Mr = 363.02	Melting point: 397 K
Orthorhombic, Pccn	Mo Kα radiation, λ = 0.71073 Å
a = 9.9698 (4) Å	Cell parameters from 5771 reflections
b = 15.6977 (4) Å	θ = 1.0–27.5°
c = 9.9088 (8) Å	µ = 1.65 mm^−1
V = 1550.76 (15) Å^3	T = 223 K
Z = 4	Plate, colourless
F(000) = 736	0.27 × 0.24 × 0.09 mm

Data collection

Nonius KappaCCD diffractometer	1727 independent reflections
Radiation source: fine-focus sealed tube	1462 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.016
ω and φ scans	θmax = 27.5°, θmin = 3.0°
Absorption correction: multi-scan (SORTAV; Blessing, 1997)	h = −12→11
Tmin = 0.664, Tmax = 0.866	k = −20→20
5771 measured reflections	l = −12→12

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.028	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.066	w = 1/[σ^2(Fo^2) + 3.123P] where P = (Fo^2 + 2Fc^2)/3
S = 1.19	(Δ/σ)max = 0.001
1727 reflections	Δρmax = 0.54 e Å^−3
118 parameters	Δρmin = −0.51 e Å^−3
0 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0189 (17)

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Sn1	0.2500	0.2500	0.07679 (2)	0.01940 (15)
O1	0.1147 (2)	0.24921 (14)	−0.09068 (18)	0.0258 (4)
O2	0.0030 (2)	0.23451 (14)	0.09756 (19)	0.0272 (5)
C1	0.2433 (3)	0.37660 (19)	0.1521 (3)	0.0271 (6)
H1A	0.274 (4)	0.372 (3)	0.236 (5)	0.060 (4)*
H1B	0.324 (5)	0.405 (3)	0.111 (5)	0.060 (4)*
C2	0.1109 (4)	0.4230 (2)	0.1385 (4)	0.0403 (8)
H2A	0.052 (5)	0.393 (3)	0.189 (5)	0.060 (4)*
H2B	0.086 (5)	0.422 (3)	0.046 (5)	0.060 (4)*
C3	0.1174 (5)	0.5150 (2)	0.1880 (4)	0.0477 (9)
H3A	0.187 (6)	0.546 (3)	0.144 (5)	0.060 (4)*
H3B	0.025 (5)	0.544 (3)	0.168 (4)	0.060 (4)*
C4	0.1416 (8)	0.5226 (4)	0.3357 (6)	0.0765 (18)
H4A	0.114 (5)	0.578 (3)	0.369 (5)	0.060 (4)*
H4B	0.227 (6)	0.511 (3)	0.339 (5)	0.060 (4)*
H4C	0.085 (5)	0.477 (3)	0.386 (5)	0.060 (4)*
C5	0.0023 (3)	0.24117 (17)	−0.0265 (3)	0.0211 (5)
C6	−0.1250 (3)	0.2415 (2)	−0.1081 (3)	0.0251 (6)
H6A	−0.131 (5)	0.189 (3)	−0.153 (4)	0.060 (4)*
H6B	−0.110 (5)	0.290 (3)	−0.174 (5)	0.060 (4)*
C7	−0.2500	0.2500	−0.0242 (4)	0.0253 (8)
H7A	−0.2585	0.1993	0.0347	0.060 (4)*	0.50
H7B	−0.2415	0.3007	0.0347	0.060 (4)*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.01011 (18)	0.0300 (2)	0.01811 (18)	0.00025 (10)	0.000	0.000
O1	0.0098 (9)	0.0487 (12)	0.0189 (9)	0.0010 (9)	0.0002 (7)	0.0008 (9)
O2	0.0127 (9)	0.0495 (13)	0.0193 (10)	−0.0006 (8)	−0.0007 (7)	0.0003 (8)
C1	0.0221 (14)	0.0291 (13)	0.0300 (15)	0.0004 (12)	−0.0009 (13)	−0.0014 (11)
C2	0.0290 (17)	0.0383 (18)	0.054 (2)	0.0102 (14)	−0.0091 (16)	−0.0061 (16)
C3	0.052 (3)	0.0340 (18)	0.057 (2)	0.0117 (17)	−0.0078 (19)	−0.0020 (16)
C4	0.107 (5)	0.057 (3)	0.066 (3)	0.038 (3)	−0.018 (3)	−0.023 (2)
C5	0.0112 (11)	0.0299 (13)	0.0223 (12)	0.0006 (10)	0.0010 (10)	−0.0009 (10)
C6	0.0117 (13)	0.0464 (17)	0.0172 (12)	0.0021 (12)	−0.0008 (10)	−0.0019 (12)
C7	0.0101 (16)	0.047 (2)	0.0189 (17)	0.0020 (17)	0.000	0.000

Geometric parameters (Å, º)

Sn1—C1	2.124 (3)	C3—C4	1.489 (7)
Sn1—C1^i	2.124 (3)	C3—H3A	0.95 (5)
Sn1—O1	2.138 (2)	C3—H3B	1.05 (5)
Sn1—O1^i	2.138 (2)	C4—H4A	0.98 (5)
Sn1—O2^i	2.483 (2)	C4—H4B	0.87 (5)
Sn1—O2	2.483 (2)	C4—H4C	1.04 (5)
O1—C5	1.295 (3)	C5—C6	1.504 (4)
O2—C5	1.234 (3)	C6—C7	1.504 (3)
C1—C2	1.514 (4)	C6—H6A	0.94 (5)
C1—H1A	0.89 (5)	C6—H6B	1.01 (5)
C1—H1B	1.01 (5)	C7—C6^ii	1.504 (3)
C2—C3	1.526 (5)	C7—H7A	0.9900
C2—H2A	0.90 (5)	C7—H7B	0.9900
C2—H2B	0.95 (5)
C1—Sn1—C1^i	138.84 (17)	H2A—C2—H2B	111 (4)
C1—Sn1—O1	104.98 (10)	C4—C3—C2	113.5 (4)
C1^i—Sn1—O1	106.68 (10)	C4—C3—H3A	107 (3)
C1—Sn1—O1^i	106.68 (10)	C2—C3—H3A	112 (3)
C1^i—Sn1—O1^i	104.98 (10)	C4—C3—H3B	107 (2)
O1—Sn1—O1^i	78.20 (10)	C2—C3—H3B	108 (3)
C1—Sn1—O2^i	84.85 (10)	H3A—C3—H3B	109 (4)
C1^i—Sn1—O2^i	91.81 (10)	C3—C4—H4A	111 (3)
O1—Sn1—O2^i	133.66 (7)	C3—C4—H4B	101 (3)
O1^i—Sn1—O2^i	55.83 (7)	H4A—C4—H4B	117 (5)
C1—Sn1—O2	91.81 (10)	C3—C4—H4C	109 (3)
C1^i—Sn1—O2	84.85 (10)	H4A—C4—H4C	108 (4)
O1—Sn1—O2	55.83 (7)	H4B—C4—H4C	111 (4)
O1^i—Sn1—O2	133.66 (7)	O2—C5—O1	119.5 (2)
O2^i—Sn1—O2	170.49 (9)	O2—C5—C6	122.7 (2)
C5—O1—Sn1	99.52 (15)	O1—C5—C6	117.8 (2)
C5—O2—Sn1	85.11 (16)	C7—C6—C5	113.7 (2)
C2—C1—Sn1	116.5 (2)	C7—C6—H6A	107 (3)
C2—C1—H1A	115 (3)	C5—C6—H6A	107 (3)
Sn1—C1—H1A	104 (3)	C7—C6—H6B	114 (3)
C2—C1—H1B	117 (3)	C5—C6—H6B	103 (3)
Sn1—C1—H1B	104 (3)	H6A—C6—H6B	111 (4)
H1A—C1—H1B	98 (4)	C6^ii—C7—C6	112.9 (3)
C1—C2—C3	113.0 (3)	C6^ii—C7—H7A	109.0
C1—C2—H2A	106 (3)	C6—C7—H7A	109.0
C3—C2—H2A	110 (3)	C6^ii—C7—H7B	109.0
C1—C2—H2B	108 (3)	C6—C7—H7B	109.0
C3—C2—H2B	110 (3)	H7A—C7—H7B	107.8
C1—Sn1—O1—C5	−80.87 (18)	O2^i—Sn1—C1—C2	166.1 (3)
C1^i—Sn1—O1—C5	72.49 (18)	O2—Sn1—C1—C2	−22.9 (3)
O1^i—Sn1—O1—C5	174.8 (2)	Sn1—C1—C2—C3	−176.8 (3)
O2^i—Sn1—O1—C5	−178.16 (15)	C1—C2—C3—C4	−65.8 (6)
O2—Sn1—O1—C5	0.95 (15)	Sn1—O2—C5—O1	1.6 (2)
C1—Sn1—O2—C5	105.94 (18)	Sn1—O2—C5—C6	−177.6 (3)
C1^i—Sn1—O2—C5	−115.17 (18)	Sn1—O1—C5—O2	−1.8 (3)
O1—Sn1—O2—C5	−0.99 (15)	Sn1—O1—C5—C6	177.4 (2)
O1^i—Sn1—O2—C5	−9.3 (2)	O2—C5—C6—C7	11.1 (4)
C1^i—Sn1—C1—C2	−107.1 (3)	O1—C5—C6—C7	−168.1 (2)
O1—Sn1—C1—C2	32.2 (3)	C5—C6—C7—C6^ii	174.6 (3)
O1^i—Sn1—C1—C2	114.1 (3)

Symmetry codes: (i) −x+1/2, −y+1/2, z; (ii) −x−1/2, −y+1/2, z.