Bis(μ-propan-2-olato-κ2O:O)bis­[chlor­ido(propan-2-ol-κO)bis­(pro­pan-1-ol­ato-κO)tin(IV)]

Klishin, N.; Brusylovets, O.; Brusilovets, A.; Rusanov, E.

doi:10.1107/S1600536812007799

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 3| March 2012| Pages m337-m338

doi:10.1107/S1600536812007799

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Bis(μ-propan-2-olato-κ²O:O)bis[chlorido(propan-2-ol-κO)bis(propan-1-olato-κO)tin(IV)]

Nikolai Klishin,^a ^* Oleksii Brusylovets,^a Anatoliy Brusilovets ^a and Eduard Rusanov ^b

^aKiev National Taras Shevchenko University, Department of Chemistry, Volodymyrska Street 64, 01601 Kiev, Ukraine, and ^bInstitute of Organic Chemistry, National Academy of Sciences of Ukraine, Chervonatkatska Street 60, 02660 Kiev, Ukraine
^*Correspondence e-mail: nikolai.klishin@gmail.com

(Received 13 February 2012; accepted 21 February 2012; online 24 February 2012)

The binuclear centrosymmetric title compound, [Sn₂(C₃H₇O)₆Cl₂(C₃H₈O)₂], exhibits an edge-shared double octahedral exhibits an edge-shared octahedral structure, which is distorted owing to the presence of asymmetric intramolecular hydrogen bonds between the axially coordinated isopropanol and isopropoxide ligands. The H atom of the hydroxy group is located nearer to an isopropoxy group with the longest Sn—O bond [2.1789 (17) Å].

Related literature

For the synthesis of the title compound, see: Mehrotra & Gupta (1966 ). For related structures, see: Chandler et al. (1995 ); Genge et al. (1996 ); Hampden-Smith et al. (1991 ); Reuter & Kremser (1991 , 1993 ); Reuter & Schröder (1992 ); Sterr & Mattes (1963 ); Webster & Collins (1974 ); Zhang et al. (2011 ). For alcohol adducts of alkoxides, see: Vaartstra et al. (1990 ).

Experimental

Crystal data

[Sn₂(C₃H₇O)₆Cl₂(C₃H₈O)₂]
M_r = 783.02
Monoclinic, P 2₁ /n
a = 11.184 (2) Å
b = 10.354 (2) Å
c = 15.426 (3) Å
β = 102.19 (3)°
V = 1746.0 (6) Å³
Z = 2
Mo Kα radiation
μ = 1.62 mm⁻¹
T = 173 K
0.50 × 0.35 × 0.29 mm

Data collection

Nonius KappaCCD diffractometer
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997 ) T_min = 0.498, T_max = 0.651
16149 measured reflections
3539 independent reflections
3075 reflections with I > 2σ(I)
R_int = 0.029

Refinement

R[F² > 2σ(F²)] = 0.021
wR(F²) = 0.045
S = 1.03
3539 reflections
175 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.45 e Å⁻³
Δρ_min = −0.32 e Å⁻³

Table 1
Selected bond lengths (Å)

Sn1—O1	2.0965 (15)
Sn1—O1ⁱ	2.0866 (16)
Sn1—O2	2.0085 (15)
Sn1—O3	1.9934 (17)
Sn1—O4	2.1789 (17)
Sn1—Cl1	2.3930 (10)
Symmetry code: (i) -x, -y+1, -z.

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H13⋯O2ⁱ	0.78 (3)	1.94 (3)	2.696 (2)	164 (3)
Symmetry code: (i) -x, -y+1, -z.

Data collection: COLLECT (Nonius, 1998 ); cell refinement: DENZO/SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO/SCALEPACK; 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 and publCIF (Westrip, 2010 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536812007799/hy2517sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812007799/hy2517Isup2.hkl

Supporting information file. DOI: 10.1107/S1600536812007799/hy2517Isup3.mol

checkCIF report

Comment top

The structural features of the title compound are consistent with those of other dimeric tin(IV) alkoxides, such as SnCl₃(OR).ROH [R = Me (Sterr & Mattes, 1963) and Et (Genge et al., 1996; Webster & Collins, 1974)], SnCl₃(OCH₃).2CH₃OH (Reuter & Schröder, 1992), Sn(OⁱPr)₄.ⁱPrOH (Hampden-Smith et al., 1991; Reuter & Kremser, 1991), SnCl(OⁱBu)₃.HOⁱBu (Reuter & Kremser, 1993), Sn(OⁱBu)₄.HOⁱBu (Chandler et al., 1995) and Sn₂(CH₃O)₂Cl₆(C₃H₇NO)₂ (Zhang et al., 2011). In all these cases, two octahedrally coordinated Sn atoms are bridged by two µ-OR groups. The molecular structure of the title compound (Fig. 1), [Sn₂Cl₂(µ-OⁱPr)₂(OⁱPr)₄(ⁱPrOH)₂], can be described as distorted edge-shared bi-octahedral, containing two doubly bridging isopropoxide ligands, with two terminal alkoxide ligands (one bonded to each tin) and two terminal chloride ligands in the same plane and four other ligands perpendicular to this plane (two on each metal) that are involved in hydrogen bonding. The molecule has a crystallographically imposed inversion centre. In the (RO)₂Sn(µ-OR)₂Sn(OR)₂ plane, the terminal Sn—O [1.9934 (17) Å] and Sn—Cl [2.3930 (10) Å] distances are longer (Table 1), but comparable to those observed in SnCl(OⁱBu)₃.HOⁱBu (Reuter & Kremser, 1993) [1.961 and 2.363 Å], while the Sn—(µ-OR) distance [2.0866 (16) Å] is analogous to those of SnCl(OⁱBu)₃.HOⁱBu (2.092 Å). Perpendicular to the (RO)₂Sn(µ-OR)₂Sn(OR)₂ plane, there are two isopropoxide ligands and two coordinated propan-2-ol ligands that are involved in hydrogen bonding (Table 2). The hydrogen atom was located in the final difference map. The OH-proton is located nearer to the isopropoxo group with the longest Sn—O bond [2.1789 (17) Å].

Related literature top

For the synthesis of the title compound, see: Mehrotra & Gupta (1966). For related structures, see: Chandler et al. (1995); Genge et al. (1996); Hampden-Smith et al. (1991); Reuter & Kremser (1991, 1993); Reuter & Schröder (1992); Sterr & Mattes (1963); Webster & Collins (1974); Zhang et al. (2011). For alcohol adducts of alkoxides, see: Vaartstra et al. (1990).

Experimental top

Acetyl chloride (0.38 g, 4.8 mmol) was added dropwise to a stirred solution of stannic alkoxide Sn(OⁱPr)₄.HOⁱPr (1.99 g, 4.8 mmol) in 16 ml of anhydrous benzene at room temperature under argon using Schlenk techniques. The reaction was slightly exothermic. The reaction mixture was refluxed under stirring for one hour at 90–95°C and then allowed to reach room temperature. After three weeks, a great deal of colourless crystals were obtained (yield: about 0.76 g, 40% on tin).

Computing details top

Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO/SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO/SCALEPACK (Otwinowski & Minor, 1997); 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) and publCIF (Westrip, 2010).

Figures top

Fig. 1. Molecular structure of the title compound. Displacement ellipsoids are shown at the 30% probability level. H atoms (except the hydroxy H atoms) have been omitted for clarity. Dotted lines denote hydrogen bonds. [Symmetry code: (A) -x, 1-y, -z.]

Bis(µ-propan-2-olato-κ²O:O)bis[chlorido(propan-2-ol- κO)bis(propan-2-olato-κO)tin(IV)] top

Crystal data top

[Sn₂(C₃H₇O)₆Cl₂(C₃H₈O)₂]	F(000) = 800
M_r = 783.02	D_x = 1.489 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 9138 reflections
a = 11.184 (2) Å	θ = 2.4–26.3°
b = 10.354 (2) Å	µ = 1.62 mm⁻¹
c = 15.426 (3) Å	T = 173 K
β = 102.19 (3)°	Prism, colourless
V = 1746.0 (6) Å³	0.50 × 0.35 × 0.29 mm
Z = 2

Data collection top

Nonius KappaCCD diffractometer	3539 independent reflections
Radiation source: sealed tube	3075 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.029
Detector resolution: 9 pixels mm^-1	θ_max = 26.4°, θ_min = 2.1°
phi and ω scans	h = −13→12
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	k = −12→12
T_min = 0.498, T_max = 0.651	l = −19→19
16149 measured reflections

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)] = 0.021	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.045	w = 1/[σ²(F_o²) + (0.0098P)² + 1.9079P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max < 0.001
3539 reflections	Δρ_max = 0.45 e Å⁻³
175 parameters	Δρ_min = −0.32 e Å⁻³
Primary atom site location: structure-invariant direct methods

Crystal data top

[Sn₂(C₃H₇O)₆Cl₂(C₃H₈O)₂]	V = 1746.0 (6) Å³
M_r = 783.02	Z = 2
Monoclinic, P2₁/n	Mo Kα radiation
a = 11.184 (2) Å	µ = 1.62 mm⁻¹
b = 10.354 (2) Å	T = 173 K
c = 15.426 (3) Å	0.50 × 0.35 × 0.29 mm
β = 102.19 (3)°

Data collection top

Nonius KappaCCD diffractometer	3539 independent reflections
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	3075 reflections with I > 2σ(I)
T_min = 0.498, T_max = 0.651	R_int = 0.029
16149 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.021	175 parameters
wR(F²) = 0.045	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	Δρ_max = 0.45 e Å⁻³
3539 reflections	Δρ_min = −0.32 e Å⁻³

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	0.132953 (13)	0.420782 (15)	0.027075 (9)	0.02103 (5)
Cl1	0.30397 (5)	0.44293 (6)	0.14894 (4)	0.03425 (14)
O1	0.03597 (13)	0.57912 (14)	0.06175 (9)	0.0217 (3)
O2	0.18898 (14)	0.53857 (16)	−0.05988 (10)	0.0292 (4)
O3	0.17710 (15)	0.24347 (16)	−0.00562 (11)	0.0332 (4)
O4	0.02365 (17)	0.33292 (18)	0.11269 (11)	0.0335 (4)
C1	0.0799 (2)	0.6650 (2)	0.13774 (15)	0.0303 (5)
H1	0.1577	0.6271	0.1723	0.036*
C2	0.3120 (2)	0.5517 (3)	−0.07082 (17)	0.0377 (6)
H2	0.3627	0.4813	−0.0370	0.045*
C3	0.2933 (2)	0.1919 (3)	0.00686 (17)	0.0379 (6)
H3	0.3543	0.2578	0.0355	0.045*
C4	0.0516 (2)	0.2316 (2)	0.17833 (15)	0.0314 (6)
H4	0.1384	0.2044	0.1822	0.038*
C5	−0.0091 (3)	0.6699 (3)	0.19870 (16)	0.0439 (7)
H5A	−0.0855	0.7101	0.1677	0.066*
H5B	0.0262	0.7207	0.2515	0.066*
H5C	−0.0258	0.5820	0.2165	0.066*
C6	0.1106 (3)	0.7943 (3)	0.10514 (19)	0.0458 (7)
H6A	0.1689	0.7836	0.0664	0.069*
H6B	0.1471	0.8487	0.1558	0.069*
H6C	0.0359	0.8353	0.0719	0.069*
C7	0.3629 (3)	0.6785 (4)	−0.0357 (3)	0.0776 (12)
H7A	0.3149	0.7483	−0.0693	0.116*
H7B	0.4482	0.6852	−0.0417	0.116*
H7C	0.3591	0.6857	0.0270	0.116*
C8	0.3140 (3)	0.5378 (4)	−0.1677 (2)	0.0755 (12)
H8A	0.2776	0.4547	−0.1895	0.113*
H8B	0.3987	0.5413	−0.1754	0.113*
H8C	0.2670	0.6081	−0.2012	0.113*
C9	0.3193 (3)	0.1546 (4)	−0.0820 (2)	0.0693 (10)
H9A	0.2590	0.0908	−0.1105	0.104*
H9B	0.4016	0.1175	−0.0734	0.104*
H9C	0.3142	0.2315	−0.1197	0.104*
C10	0.3020 (3)	0.0748 (3)	0.0657 (2)	0.0683 (10)
H10A	0.2861	0.1000	0.1234	0.102*
H10B	0.3842	0.0376	0.0738	0.102*
H10C	0.2414	0.0107	0.0381	0.102*
C11	−0.0289 (3)	0.1175 (3)	0.1493 (2)	0.0602 (9)
H11A	−0.1143	0.1411	0.1475	0.090*
H11B	−0.0051	0.0464	0.1914	0.090*
H11C	−0.0201	0.0903	0.0902	0.090*
C12	0.0411 (3)	0.2839 (3)	0.26696 (18)	0.0586 (9)
H12A	0.0952	0.3587	0.2817	0.088*
H12B	0.0649	0.2169	0.3122	0.088*
H12C	−0.0436	0.3101	0.2650	0.088*
H13	−0.042 (3)	0.361 (3)	0.104 (2)	0.051 (10)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.01826 (9)	0.02480 (9)	0.01929 (8)	0.00085 (7)	0.00231 (5)	0.00071 (6)
Cl1	0.0261 (3)	0.0421 (4)	0.0292 (3)	0.0027 (3)	−0.0064 (2)	−0.0005 (3)
O1	0.0191 (8)	0.0245 (8)	0.0198 (7)	−0.0002 (7)	0.0002 (6)	−0.0041 (6)
O2	0.0200 (8)	0.0389 (10)	0.0293 (8)	−0.0023 (7)	0.0064 (7)	0.0099 (7)
O3	0.0311 (9)	0.0295 (9)	0.0367 (9)	−0.0017 (8)	0.0020 (7)	−0.0051 (7)
O4	0.0251 (10)	0.0405 (11)	0.0371 (10)	0.0094 (9)	0.0120 (8)	0.0186 (8)
C1	0.0300 (13)	0.0345 (14)	0.0236 (11)	−0.0015 (11)	−0.0009 (10)	−0.0105 (10)
C2	0.0233 (13)	0.0475 (17)	0.0444 (15)	0.0028 (12)	0.0120 (11)	0.0140 (12)
C3	0.0367 (15)	0.0325 (14)	0.0452 (15)	−0.0021 (12)	0.0101 (12)	−0.0062 (12)
C4	0.0317 (13)	0.0345 (14)	0.0291 (12)	0.0057 (11)	0.0091 (10)	0.0131 (10)
C5	0.0553 (18)	0.0507 (18)	0.0262 (13)	−0.0021 (15)	0.0098 (12)	−0.0120 (12)
C6	0.0498 (18)	0.0380 (16)	0.0489 (16)	−0.0137 (14)	0.0089 (14)	−0.0153 (13)
C7	0.050 (2)	0.090 (3)	0.096 (3)	−0.036 (2)	0.024 (2)	−0.016 (2)
C8	0.068 (2)	0.107 (3)	0.066 (2)	−0.020 (2)	0.046 (2)	−0.015 (2)
C9	0.071 (2)	0.084 (3)	0.062 (2)	0.031 (2)	0.0336 (18)	0.0088 (19)
C10	0.072 (2)	0.067 (2)	0.071 (2)	0.032 (2)	0.0261 (19)	0.0242 (19)
C11	0.073 (2)	0.0398 (17)	0.062 (2)	−0.0063 (16)	0.0021 (17)	0.0145 (15)
C12	0.075 (2)	0.070 (2)	0.0316 (15)	0.0147 (19)	0.0118 (15)	0.0076 (14)

Geometric parameters (Å, º) top

Sn1—O1	2.0965 (15)	C5—H5B	0.9800
Sn1—O1ⁱ	2.0866 (16)	C5—H5C	0.9800
Sn1—O2	2.0085 (15)	C6—H6A	0.9800
Sn1—O3	1.9934 (17)	C6—H6B	0.9800
Sn1—O4	2.1789 (17)	C6—H6C	0.9800
Sn1—Cl1	2.3930 (10)	C7—H7A	0.9800
O1—C1	1.471 (3)	C7—H7B	0.9800
O2—C2	1.428 (3)	C7—H7C	0.9800
O3—C3	1.380 (3)	C8—H8A	0.9800
O4—C4	1.445 (3)	C8—H8B	0.9800
O4—H13	0.78 (3)	C8—H8C	0.9800
C1—C6	1.496 (4)	C9—H9A	0.9800
C1—C5	1.508 (3)	C9—H9B	0.9800
C1—H1	1.0000	C9—H9C	0.9800
C2—C7	1.487 (4)	C10—H10A	0.9800
C2—C8	1.506 (4)	C10—H10B	0.9800
C2—H2	1.0000	C10—H10C	0.9800
C3—C10	1.505 (4)	C11—H11A	0.9800
C3—C9	1.510 (4)	C11—H11B	0.9800
C3—H3	1.0000	C11—H11C	0.9800
C4—C11	1.495 (4)	C12—H12A	0.9800
C4—C12	1.498 (4)	C12—H12B	0.9800
C4—H4	1.0000	C12—H12C	0.9800
C5—H5A	0.9800

O3—Sn1—O2	105.15 (7)	C1—C5—H5B	109.5
O3—Sn1—O1ⁱ	94.16 (6)	H5A—C5—H5B	109.5
O2—Sn1—O1ⁱ	85.87 (6)	C1—C5—H5C	109.5
O3—Sn1—O1	162.53 (6)	H5A—C5—H5C	109.5
O2—Sn1—O1	86.94 (6)	H5B—C5—H5C	109.5
O1ⁱ—Sn1—O1	73.84 (6)	C1—C6—H6A	109.5
O3—Sn1—O4	88.25 (7)	C1—C6—H6B	109.5
O2—Sn1—O4	162.24 (7)	H6A—C6—H6B	109.5
O1ⁱ—Sn1—O4	81.50 (6)	C1—C6—H6C	109.5
O1—Sn1—O4	77.60 (7)	H6A—C6—H6C	109.5
O3—Sn1—Cl1	95.02 (5)	H6B—C6—H6C	109.5
O2—Sn1—Cl1	98.98 (5)	C2—C7—H7A	109.5
O1ⁱ—Sn1—Cl1	168.11 (4)	C2—C7—H7B	109.5
O1—Sn1—Cl1	95.47 (4)	H7A—C7—H7B	109.5
O4—Sn1—Cl1	91.23 (5)	C2—C7—H7C	109.5
C1—O1—Sn1ⁱ	128.84 (13)	H7A—C7—H7C	109.5
C1—O1—Sn1	124.90 (13)	H7B—C7—H7C	109.5
Sn1ⁱ—O1—Sn1	106.16 (6)	C2—C8—H8A	109.5
C2—O2—Sn1	125.52 (14)	C2—C8—H8B	109.5
C3—O3—Sn1	126.66 (15)	H8A—C8—H8B	109.5
C4—O4—Sn1	131.40 (15)	C2—C8—H8C	109.5
C4—O4—H13	116 (2)	H8A—C8—H8C	109.5
Sn1—O4—H13	112 (2)	H8B—C8—H8C	109.5
O1—C1—C6	109.58 (19)	C3—C9—H9A	109.5
O1—C1—C5	111.34 (19)	C3—C9—H9B	109.5
C6—C1—C5	114.1 (2)	H9A—C9—H9B	109.5
O1—C1—H1	107.2	C3—C9—H9C	109.5
C6—C1—H1	107.2	H9A—C9—H9C	109.5
C5—C1—H1	107.2	H9B—C9—H9C	109.5
O2—C2—C7	110.2 (2)	C3—C10—H10A	109.5
O2—C2—C8	108.9 (2)	C3—C10—H10B	109.5
C7—C2—C8	111.2 (3)	H10A—C10—H10B	109.5
O2—C2—H2	108.8	C3—C10—H10C	109.5
C7—C2—H2	108.8	H10A—C10—H10C	109.5
C8—C2—H2	108.8	H10B—C10—H10C	109.5
O3—C3—C10	109.6 (2)	C4—C11—H11A	109.5
O3—C3—C9	109.2 (2)	C4—C11—H11B	109.5
C10—C3—C9	109.9 (3)	H11A—C11—H11B	109.5
O3—C3—H3	109.4	C4—C11—H11C	109.5
C10—C3—H3	109.4	H11A—C11—H11C	109.5
C9—C3—H3	109.4	H11B—C11—H11C	109.5
O4—C4—C11	109.6 (2)	C4—C12—H12A	109.5
O4—C4—C12	109.3 (2)	C4—C12—H12B	109.5
C11—C4—C12	113.6 (2)	H12A—C12—H12B	109.5
O4—C4—H4	108.1	C4—C12—H12C	109.5
C11—C4—H4	108.1	H12A—C12—H12C	109.5
C12—C4—H4	108.1	H12B—C12—H12C	109.5
C1—C5—H5A	109.5

O3—Sn1—O1—C1	128.6 (2)	O4—Sn1—O3—C3	−120.29 (19)
O2—Sn1—O1—C1	−96.80 (16)	Cl1—Sn1—O3—C3	−29.20 (19)
O1ⁱ—Sn1—O1—C1	176.62 (19)	O3—Sn1—O4—C4	48.2 (2)
O4—Sn1—O1—C1	92.01 (16)	O2—Sn1—O4—C4	−172.1 (2)
Cl1—Sn1—O1—C1	1.94 (16)	O1ⁱ—Sn1—O4—C4	142.7 (2)
O3—Sn1—O1—Sn1ⁱ	−48.0 (2)	O1—Sn1—O4—C4	−142.1 (2)
O2—Sn1—O1—Sn1ⁱ	86.58 (7)	Cl1—Sn1—O4—C4	−46.7 (2)
O1ⁱ—Sn1—O1—Sn1ⁱ	0.0	Sn1ⁱ—O1—C1—C6	−74.9 (2)
O4—Sn1—O1—Sn1ⁱ	−84.61 (7)	Sn1—O1—C1—C6	109.3 (2)
Cl1—Sn1—O1—Sn1ⁱ	−174.67 (5)	Sn1ⁱ—O1—C1—C5	52.2 (3)
O3—Sn1—O2—C2	−60.20 (19)	Sn1—O1—C1—C5	−123.58 (19)
O1ⁱ—Sn1—O2—C2	−153.40 (19)	Sn1—O2—C2—C7	−108.4 (3)
O1—Sn1—O2—C2	132.60 (19)	Sn1—O2—C2—C8	129.3 (2)
O4—Sn1—O2—C2	161.9 (2)	Sn1—O3—C3—C10	119.9 (2)
Cl1—Sn1—O2—C2	37.53 (19)	Sn1—O3—C3—C9	−119.6 (2)
O2—Sn1—O3—C3	71.53 (19)	Sn1—O4—C4—C11	−115.7 (2)
O1ⁱ—Sn1—O3—C3	158.37 (19)	Sn1—O4—C4—C12	119.3 (2)
O1—Sn1—O3—C3	−155.9 (2)

Symmetry code: (i) −x, −y+1, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H13···O2ⁱ	0.78 (3)	1.94 (3)	2.696 (2)	164 (3)

Symmetry code: (i) −x, −y+1, −z.

Experimental details

Crystal data
Chemical formula	[Sn₂(C₃H₇O)₆Cl₂(C₃H₈O)₂]
M_r	783.02
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	173
a, b, c (Å)	11.184 (2), 10.354 (2), 15.426 (3)
β (°)	102.19 (3)
V (Å³)	1746.0 (6)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.62
Crystal size (mm)	0.50 × 0.35 × 0.29

Data collection
Diffractometer	Nonius KappaCCD diffractometer
Absorption correction	Multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)
T_min, T_max	0.498, 0.651
No. of measured, independent and observed [I > 2σ(I)] reflections	16149, 3539, 3075
R_int	0.029
(sin θ/λ)_max (Å⁻¹)	0.625

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.021, 0.045, 1.03
No. of reflections	3539
No. of parameters	175
No. of restraints	?
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.45, −0.32

Computer programs: COLLECT (Nonius, 1998), DENZO/SCALEPACK (Otwinowski & Minor, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and publCIF (Westrip, 2010).

Selected bond lengths (Å) top

Sn1—O1	2.0965 (15)	Sn1—O3	1.9934 (17)
Sn1—O1ⁱ	2.0866 (16)	Sn1—O4	2.1789 (17)
Sn1—O2	2.0085 (15)	Sn1—Cl1	2.3930 (10)

Symmetry code: (i) −x, −y+1, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H13···O2ⁱ	0.78 (3)	1.94 (3)	2.696 (2)	164 (3)

Symmetry code: (i) −x, −y+1, −z.

Acknowledgements

Financial support from the Ministry of Education, Science, Youth and Sport of Ukraine is gratefully acknowledged.

References

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Volume 68| Part 3| March 2012| Pages m337-m338

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