Bis­[1,1,3,3-tetra­methyl-1,3-bis­(di­chloro­acetato)­distannoxane]

In centrosymmetric octa­methyl-1κ²C,2κ²C,3κ²C,4κ²C-tetrakis-μ-di­chloro­acetato-1:2κ²O,O′;2:3κ²O,O′;3:4κ²O,O′;1:4-κ²O-bis-μ₃-oxo-1:2:3:κ³O;1:3:4κ³O-tetratin(IV), [[(CH₃)₂SnO₂CCHCl₂]₂O]₂, two Sn atoms are six-coordinate in a C₂SnO₄ skew-trapezoidal bipyramidal geometry [C—Sn—C 145.7 (4)°]. The other two Sn atoms are five-coordinate [C—Sn—C 154.3 (4)°], but the geometry is better regarded as a trans-C₂SnO₄ octahedron owing to a long intermolecular Sn—O bond [Sn—O 2.846 (6) Å], which links the mol­ecules into a linear chain.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.013 Å
• R factor = 0.059
• wR factor = 0.129
• Data-to-parameter ratio = 22.6

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low .......       0.91

Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR) is > 1.10
            Tmin and Tmax reported:      0.540     0.659
            Tmin and Tmax expected:      0.481     0.659
            RR =      1.121
            Please check that your absorption correction is appropriate.
REFLT03_ALERT_3_C  Reflection count < 95% complete
           From the CIF: _diffrn_reflns_theta_max           28.30
           From the CIF: _diffrn_reflns_theta_full           0.00
           From the CIF: _reflns_number_total               3977
           TEST2: Reflns within _diffrn_reflns_theta_max
           Count of symmetry unique reflns         4345
           Completeness (_total/calc)             91.53%
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT060_ALERT_3_C Ratio Tmax/Tmin (Exp-to-Rep) (too) Large .......       1.13
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT230_ALERT_2_C Hirshfeld Test Diff for    O5     -   C7       =       5.17 su
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors ....         O2
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors ....         O3
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....        Sn1
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....        Sn2
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....         C3
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....         C4
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....         C8
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         13
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          9
            O4  -SN2 -O1  -SN1  -179.00  1.00   2.767   1.555   1.555   2.666

   1 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  15 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   8 ALERT type 2 Indicator that the structure model may be wrong or deficient
   5 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

Bis[1,1,3,3-tetramethyl-1,3-bis(dichloroacetato)distannoxane]

Crystal data

[Sn4(C2HO2Cl2)4(CH3)8O2]	Z = 1
Mr = 1138.74	F(000) = 540
Triclinic, P1	Dx = 2.164 Mg m^−3
a = 8.9026 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 9.6131 (6) Å	Cell parameters from 3478 reflections
c = 11.2145 (7) Å	θ = 2.5–28.3°
α = 91.674 (1)°	µ = 3.48 mm^−1
β = 113.129 (1)°	T = 298 K
γ = 96.651 (1)°	Parallelepiped, colorless
V = 873.73 (9) Å^3	0.29 × 0.18 × 0.12 mm

Data collection

Bruker APEX area-detector diffractometer	3977 independent reflections
Radiation source: fine-focus sealed tube	3218 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.037
φ and ω scan	θmax = 28.3°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
Tmin = 0.540, Tmax = 0.659	k = −12→12
7696 measured reflections	l = −14→14

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.129	H-atom parameters constrained
S = 1.08	w = 1/[σ^2(Fo^2) + (0.0466P)^2] where P = (Fo^2 + 2Fc^2)/3
3977 reflections	(Δ/σ)max = 0.001
176 parameters	Δρmax = 0.98 e Å^−3
0 restraints	Δρmin = −1.07 e Å^−3

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

	x	y	z	Uiso*/Ueq
Sn1	0.53413 (6)	0.65625 (5)	0.45625 (5)	0.0347 (2)
Sn2	0.81844 (6)	0.56161 (5)	0.78598 (5)	0.0359 (2)
Cl1	1.0390 (4)	1.0824 (3)	0.8366 (3)	0.094 (1)
Cl2	1.1522 (4)	0.9440 (4)	0.6663 (4)	0.107 (1)
Cl3	0.5971 (4)	0.0404 (3)	0.7906 (3)	0.087 (1)
Cl4	0.5547 (5)	0.2089 (4)	0.9883 (4)	0.103 (1)
O1	0.6257 (6)	0.5365 (5)	0.6092 (4)	0.034 (1)
O2	0.7362 (8)	0.8427 (6)	0.5732 (6)	0.067 (2)
O3	0.9055 (8)	0.7784 (7)	0.7596 (6)	0.073 (2)
O4	0.9013 (7)	0.3557 (6)	0.9778 (6)	0.060 (2)
O5	0.6993 (6)	0.3439 (5)	0.7862 (5)	0.041 (1)
C1	0.376 (1)	0.7754 (9)	0.4970 (9)	0.058 (2)
C2	0.678 (1)	0.639 (1)	0.3506 (9)	0.058 (3)
C3	0.860 (1)	0.8568 (9)	0.6675 (8)	0.049 (2)
C4	0.981 (1)	0.9918 (9)	0.6864 (9)	0.055 (2)
C5	1.008 (1)	0.498 (1)	0.7458 (9)	0.057 (2)
C6	0.715 (1)	0.643 (1)	0.9072 (9)	0.059 (3)
C7	0.774 (1)	0.2991 (7)	0.8942 (8)	0.041 (1)
C8	0.695 (1)	0.1606 (9)	0.9242 (8)	0.056 (2)
H1a	0.3983	0.7767	0.5882	0.086*
H1b	0.2635	0.7346	0.4474	0.086*
H1c	0.3925	0.8698	0.4743	0.086*
H2a	0.7927	0.6579	0.4081	0.088*
H2b	0.6539	0.7058	0.2857	0.088*
H2c	0.6546	0.5458	0.3090	0.088*
H4	0.9282	1.0533	0.6185	0.066*
H5a	0.9744	0.4842	0.6533	0.085*
H5b	1.0353	0.4113	0.7840	0.085*
H5c	1.1031	0.5686	0.7813	0.085*
H6a	0.7268	0.7439	0.9078	0.089*
H6b	0.7707	0.6171	0.9940	0.089*
H6c	0.6001	0.6064	0.8753	0.089*
H8	0.7808	0.1179	0.9914	0.068*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.0364 (3)	0.0281 (3)	0.0320 (3)	0.0019 (2)	0.0063 (2)	0.0030 (2)
Sn2	0.0341 (3)	0.0338 (3)	0.0308 (3)	0.0010 (2)	0.0045 (2)	0.0012 (2)
Cl1	0.099 (2)	0.059 (2)	0.095 (2)	−0.006 (2)	0.013 (2)	−0.028 (2)
Cl2	0.072 (2)	0.132 (3)	0.129 (3)	0.002 (2)	0.055 (2)	0.021 (3)
Cl3	0.093 (2)	0.048 (2)	0.107 (2)	−0.020 (1)	0.037 (2)	−0.008 (2)
Cl4	0.129 (3)	0.101 (2)	0.120 (3)	0.009 (2)	0.094 (3)	0.021 (2)
O1	0.036 (3)	0.028 (3)	0.024 (3)	−0.004 (2)	−0.002 (2)	0.003 (2)
O2	0.056 (4)	0.047 (4)	0.061 (4)	−0.011 (3)	−0.013 (3)	0.013 (3)
O3	0.075 (5)	0.054 (4)	0.055 (4)	−0.016 (3)	−0.004 (4)	0.026 (3)
O4	0.056 (4)	0.053 (4)	0.049 (4)	−0.004 (3)	0.000 (3)	0.000 (3)
O5	0.041 (3)	0.037 (3)	0.031 (3)	0.001 (2)	0.000 (2)	0.011 (2)
C1	0.063 (6)	0.051 (5)	0.057 (6)	0.024 (5)	0.017 (5)	−0.009 (4)
C2	0.050 (5)	0.077 (7)	0.057 (6)	0.014 (5)	0.029 (5)	0.024 (5)
C3	0.047 (5)	0.045 (5)	0.040 (5)	−0.013 (4)	0.007 (4)	−0.015 (4)
C4	0.047 (5)	0.043 (5)	0.055 (6)	−0.008 (4)	0.002 (4)	−0.002 (4)
C5	0.040 (5)	0.071 (7)	0.056 (6)	0.009 (5)	0.015 (4)	0.007 (5)
C6	0.068 (6)	0.060 (6)	0.047 (5)	0.021 (5)	0.017 (5)	−0.010 (4)
C7	0.047 (5)	0.018 (4)	0.047 (5)	−0.003 (3)	0.010 (4)	−0.011 (3)
C8	0.062 (6)	0.050 (6)	0.047 (5)	0.003 (5)	0.011 (5)	0.014 (4)

Geometric parameters (Å, º)

Sn1—C1	2.088 (8)	O4—C7	1.206 (9)
Sn1—C2	2.076 (8)	O5—C7	1.249 (9)
Sn1—O1	2.041 (4)	C3—C4	1.54 (1)
Sn1—O1^i	2.118 (5)	C7—C8	1.54 (1)
Sn1—O2	2.330 (6)	C1—H1a	0.96
Sn1—O5^i	2.696 (5)	C1—H1b	0.96
Sn2—C5	2.062 (8)	C1—H1c	0.96
Sn2—C6	2.099 (8)	C2—H2a	0.96
Sn2—O1	2.034 (4)	C2—H2b	0.96
Sn2—O3	2.207 (6)	C2—H2c	0.96
Sn2—O4^ii	2.846 (6)	C4—H4	0.98
Sn2—O5	2.234 (5)	C5—H5a	0.96
Cl1—C4	1.730 (9)	C5—H5b	0.96
Cl2—C4	1.733 (9)	C5—H5c	0.96
Cl3—C8	1.726 (9)	C6—H6a	0.96
Cl4—C8	1.76 (1)	C6—H6b	0.96
O2—C3	1.180 (9)	C6—H6c	0.96
O3—C3	1.26 (1)	C8—H8	0.98
C1—Sn1—C2	145.7 (4)	O3—C3—C4	114.2 (7)
C1—Sn1—O1	106.6 (3)	C3—C4—Cl1	112.7 (7)
C1—Sn1—O1^i	98.7 (3)	C3—C4—Cl2	107.7 (6)
C1—Sn1—O2	84.0 (3)	Cl1—C4—Cl2	110.6 (5)
C1—Sn1—O5^i	80.6 (3)	O4—C7—O5	125.7 (8)
C2—Sn1—O1	105.4 (3)	O4—C7—C8	117.1 (8)
C2—Sn1—O1^i	100.0 (3)	O5—C7—C8	117.2 (7)
C2—Sn1—O2	84.4 (3)	C7—C8—Cl3	113.7 (6)
C2—Sn1—O5^i	80.7 (3)	C7—C8—Cl4	105.7 (6)
O1—Sn1—O1^i	77.2 (2)	Cl3—C8—Cl4	111.1 (5)
O1—Sn1—O2	89.4 (2)	Sn1—C1—H1a	109.5
O1—Sn1—O5^i	144.0 (2)	Sn1—C1—H1b	109.5
O1^i—Sn1—O2	166.6 (2)	H1a—C1—H1b	109.5
O1^i—Sn1—O5^i	66.9 (2)	Sn1—C1—H1c	109.5
O2—Sn1—O5^i	126.6 (2)	H1a—C1—H1c	109.5
C5—Sn2—C6	154.3 (4)	H1b—C1—H1c	109.5
C5—Sn2—O1	103.2 (3)	Sn1—C2—H2a	109.5
C5—Sn2—O3	87.9 (3)	Sn1—C2—H2b	109.5
C5—Sn2—O4^ii	77.2 (3)	H2a—C2—H2b	109.5
C5—Sn2—O5	94.9 (3)	Sn1—C2—H2c	109.5
C6—Sn2—O1	102.5 (3)	H2a—C2—H2c	109.5
C6—Sn2—O3	89.0 (3)	H2b—C2—H2c	109.5
C6—Sn2—O4^ii	77.2 (3)	C3—C4—H4	108.6
C6—Sn2—O5	91.7 (3)	Cl1—C4—H4	108.6
O1—Sn2—O3	93.7 (2)	Cl2—C4—H4	108.6
O1—Sn2—O4^ii	170.2 (2)	Sn2—C5—H5a	109.5
O1—Sn2—O5	78.2 (2)	Sn2—C5—H5b	109.5
O3—Sn2—O4^ii	76.5 (2)	H5a—C5—H5b	109.5
O3—Sn2—O5	171.8 (2)	Sn2—C5—H5c	109.5
O4^ii—Sn2—O5	111.6 (2)	H5a—C5—H5c	109.5
Sn1—O1—Sn1^i	102.8 (2)	H5b—C5—H5c	109.5
Sn1—O1—Sn2	136.1 (2)	Sn2—C6—H6a	109.5
Sn1^i—O1—Sn2	121.0 (2)	Sn2—C6—H6b	109.5
Sn1^i—O5—Sn2	93.8 (2)	H6a—C6—H6b	109.5
C3—O2—Sn1	136.1 (6)	Sn2—C6—H6c	109.5
C3—O3—Sn2	133.9 (6)	H6a—C6—H6c	109.5
C7—O5—Sn2	108.5 (4)	H6b—C6—H6c	109.5
C7—O5—Sn1^i	157.6 (5)	C7—C8—H8	108.7
O2—C3—O3	128.7 (8)	Cl3—C8—H8	108.7
O2—C3—C4	117.0 (8)	Cl4—C8—H8	108.7
C5—Sn2—O1—Sn1	−88.4 (4)	C6—Sn2—O3—C3	−106 (1)
C6—Sn2—O1—Sn1	90.1 (4)	O4^ii—Sn2—O3—C3	177 (1)
O3—Sn2—O1—Sn1	0.3 (4)	O1—Sn2—O5—C7	−176.2 (6)
O5—Sn2—O1—Sn1	179.3 (4)	C5—Sn2—O5—C7	81.3 (6)
C5—Sn2—O1—Sn1^i	89.5 (4)	C6—Sn2—O5—C7	−73.8 (6)
C6—Sn2—O1—Sn1^i	−92.0 (4)	O4^ii—Sn2—O5—C7	3.1 (6)
O3—Sn2—O1—Sn1^i	178.1 (3)	O1—Sn2—O5—Sn1^i	1.9 (2)
O5—Sn2—O1—Sn1^i	−2.9 (3)	C5—Sn2—O5—Sn1^i	−100.6 (3)
O4^ii—Sn2—O1—Sn1^i	−179 (1)	C6—Sn2—O5—Sn1^i	104.3 (3)
C2—Sn1—O1—Sn2	81.1 (5)	O4^ii—Sn2—O5—Sn1^i	−178.8 (2)
C1—Sn1—O1—Sn2	−86.5 (4)	Sn1—O2—C3—O3	−21 (2)
O1^i—Sn1—O1—Sn2	178.1 (5)	Sn1—O2—C3—C4	161.8 (6)
O2—Sn1—O1—Sn2	−2.9 (4)	Sn2—O3—C3—O2	14 (2)
O5^i—Sn1—O1—Sn2	176.5 (2)	Sn2—O3—C3—C4	−169.0 (6)
C2—Sn1—O1—Sn1^i	−97.0 (3)	O2—C3—C4—Cl1	127.2 (8)
C1—Sn1—O1—Sn1^i	95.4 (3)	O3—C3—C4—Cl1	−50 (1)
O1^i—Sn1—O1—Sn1^i	0.0	O2—C3—C4—Cl2	−110.5 (9)
O2—Sn1—O1—Sn1^i	178.9 (3)	O3—C3—C4—Cl2	72.1 (9)
O5^i—Sn1—O1—Sn1^i	−1.6 (4)	Sn2—O5—C7—O4	−9 (1)
O1—Sn1—O2—C3	14 (1)	Sn1^i—O5—C7—O4	175.8 (9)
C2—Sn1—O2—C3	−92 (1)	Sn2—O5—C7—C8	170.0 (6)
C1—Sn1—O2—C3	121 (1)	Sn1^i—O5—C7—C8	−5 (2)
O1^i—Sn1—O2—C3	19 (2)	O4—C7—C8—Cl3	−144.9 (7)
O5^i—Sn1—O2—C3	−165.5 (9)	O5—C7—C8—Cl3	36 (1)
O1—Sn2—O3—C3	−3 (1)	O4—C7—C8—Cl4	93.0 (8)
C5—Sn2—O3—C3	100 (1)	O5—C7—C8—Cl4	−86.2 (8)

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