Dichloro­octa­kis(di-2,4-chloro­benz­yl)di-μ₂-methano­lato-di-μ₃-oxo-tetra­tin(IV)

In the title complex, [Sn₄(C₇H₅Cl₂)₈(CH₃O)₂Cl₂O₂], the O atoms and the methoxy groups bridge four Sn atoms to form a tetra­nuclear complex which is located on an inversion centre. Each Sn atom assumes a distorted trigonal–bipyramidal geometry.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.014 Å
• R factor = 0.045
• wR factor = 0.129
• Data-to-parameter ratio = 15.8

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT220_ALERT_2_C Large Non-Solvent   Cl     Ueq(max)/Ueq(min) ...       2.70 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         C8
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C22
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C5
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C10
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C12
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C17
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C19
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C24
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C26
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         14

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  13 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
  10 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SMART; 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.

Dichlorooctakis(di-2,4-chlorobenzyl)di-µ₂-methanolato-di-µ₃-oxo- tetratin(IV)

Crystal data

[Sn4(C7H5Cl2)8(CH3O)2Cl2O2]	F(000) = 1864
Mr = 1919.81	Dx = 1.840 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 12.462 (3) Å	Cell parameters from 4626 reflections
b = 21.277 (5) Å	θ = 2.5–23.8°
c = 14.201 (3) Å	µ = 2.16 mm^−1
β = 113.045 (3)°	T = 298 K
V = 3464.7 (14) Å^3	Block, colourless
Z = 2	0.50 × 0.48 × 0.45 mm

Data collection

Siemens SMART CCD area-detector diffractometer	6006 independent reflections
Radiation source: fine-focus sealed tube	3838 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.057
φ and ω scans	θmax = 25.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→14
Tmin = 0.351, Tmax = 0.378	k = −23→25
17614 measured reflections	l = −16→12

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)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.129	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0483P)^2 + 7.9094P] where P = (Fo^2 + 2Fc^2)/3
6006 reflections	(Δ/σ)max = 0.001
379 parameters	Δρmax = 0.92 e Å^−3
1 restraint	Δρmin = −0.48 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Sn1	0.66628 (4)	0.41929 (2)	0.69673 (4)	0.04955 (17)
Sn2	0.42039 (4)	0.50246 (2)	0.57194 (4)	0.04581 (16)
Cl1	0.6311 (3)	0.28301 (14)	0.8909 (2)	0.1065 (9)
Cl2	0.9889 (3)	0.14468 (16)	0.8892 (3)	0.1539 (16)
Cl3	1.2804 (3)	0.49823 (18)	0.9258 (3)	0.1227 (12)
Cl4	0.9277 (3)	0.36022 (14)	0.9322 (2)	0.1120 (10)
Cl5	0.1399 (3)	0.50659 (13)	0.6054 (2)	0.1016 (9)
Cl6	0.0980 (4)	0.2893 (2)	0.7691 (4)	0.1749 (18)
Cl7	0.6617 (3)	0.64180 (16)	0.7015 (2)	0.1114 (10)
Cl8	0.6221 (3)	0.68017 (19)	1.0560 (2)	0.1413 (14)
Cl9	0.81397 (17)	0.40440 (10)	0.62565 (15)	0.0648 (6)
O1	0.5751 (4)	0.4709 (2)	0.5721 (3)	0.0469 (12)
O2	0.5079 (4)	0.4554 (2)	0.7130 (4)	0.0574 (14)
C1	0.6025 (7)	0.3236 (4)	0.6772 (6)	0.059 (2)
H1A	0.5413	0.3203	0.7031	0.070*
H1B	0.5684	0.3138	0.6047	0.070*
C2	0.6939 (7)	0.2769 (4)	0.7299 (6)	0.0521 (19)
C3	0.7165 (8)	0.2562 (4)	0.8272 (6)	0.064 (2)
C4	0.8077 (9)	0.2154 (4)	0.8788 (7)	0.079 (3)
H4	0.8239	0.2035	0.9460	0.095*
C5	0.8739 (8)	0.1930 (4)	0.8266 (10)	0.085 (3)
C6	0.8503 (9)	0.2108 (4)	0.7288 (9)	0.085 (3)
H6	0.8941	0.1950	0.6940	0.102*
C7	0.7620 (8)	0.2520 (4)	0.6822 (7)	0.070 (2)
H7	0.7467	0.2640	0.6152	0.084*
C8	0.7696 (8)	0.4706 (5)	0.8331 (7)	0.083 (3)
H8A	0.7384	0.5128	0.8271	0.099*
H8B	0.7603	0.4508	0.8909	0.099*
C9	0.8947 (8)	0.4752 (5)	0.8556 (6)	0.066 (2)
C10	0.9750 (8)	0.4303 (4)	0.9014 (6)	0.064 (2)
C11	1.0929 (8)	0.4369 (5)	0.9231 (7)	0.073 (2)
H11	1.1443	0.4045	0.9554	0.088*
C12	1.1324 (9)	0.4896 (5)	0.8976 (7)	0.076 (3)
C13	1.0600 (10)	0.5363 (6)	0.8502 (8)	0.091 (3)
H13	1.0884	0.5728	0.8319	0.109*
C14	0.9427 (10)	0.5299 (5)	0.8288 (7)	0.088 (3)
H14	0.8928	0.5626	0.7955	0.106*
C15	0.2782 (8)	0.4380 (4)	0.5041 (6)	0.068 (2)
H15A	0.2119	0.4615	0.4578	0.082*
H15B	0.3002	0.4083	0.4630	0.082*
C16	0.2395 (7)	0.4018 (4)	0.5738 (6)	0.063 (2)
C17	0.1706 (7)	0.4280 (4)	0.6196 (6)	0.062 (2)
C18	0.1269 (7)	0.3948 (5)	0.6800 (7)	0.077 (3)
H18	0.0798	0.4143	0.7084	0.093*
C19	0.1539 (10)	0.3336 (6)	0.6966 (9)	0.097 (3)
C20	0.2246 (10)	0.3047 (5)	0.6564 (9)	0.100 (4)
H20	0.2449	0.2627	0.6710	0.120*
C21	0.2658 (9)	0.3383 (5)	0.5940 (9)	0.090 (3)
H21	0.3118	0.3182	0.5650	0.107*
C22	0.4067 (8)	0.5967 (4)	0.6195 (6)	0.069 (2)
H22A	0.4379	0.6245	0.5823	0.083*
H22B	0.3244	0.6063	0.5974	0.083*
C23	0.4639 (7)	0.6132 (3)	0.7299 (6)	0.056 (2)
C24	0.5772 (8)	0.6358 (4)	0.7742 (7)	0.063 (2)
C25	0.6269 (8)	0.6558 (4)	0.8737 (7)	0.073 (2)
H25	0.7027	0.6714	0.9006	0.088*
C26	0.5631 (9)	0.6524 (4)	0.9325 (7)	0.072 (2)
C27	0.4517 (8)	0.6294 (4)	0.8944 (7)	0.072 (2)
H27	0.4092	0.6269	0.9355	0.086*
C28	0.4038 (8)	0.6100 (4)	0.7935 (7)	0.067 (2)
H28	0.3282	0.5942	0.7674	0.080*
C29	0.4762 (8)	0.4461 (5)	0.7985 (7)	0.079 (3)
H29A	0.3928	0.4460	0.7755	0.118*
H29B	0.5080	0.4795	0.8470	0.118*
H29C	0.5067	0.4066	0.8304	0.118*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.0515 (3)	0.0515 (3)	0.0461 (3)	0.0075 (3)	0.0196 (2)	0.0068 (2)
Sn2	0.0479 (3)	0.0478 (3)	0.0485 (3)	0.0063 (2)	0.0261 (2)	0.0037 (2)
Cl1	0.151 (3)	0.100 (2)	0.097 (2)	0.0155 (19)	0.080 (2)	0.0151 (16)
Cl2	0.115 (3)	0.092 (2)	0.199 (4)	0.0319 (19)	0.002 (3)	0.033 (2)
Cl3	0.0891 (19)	0.178 (3)	0.118 (2)	−0.049 (2)	0.0595 (18)	−0.043 (2)
Cl4	0.120 (2)	0.087 (2)	0.122 (2)	−0.0338 (17)	0.0409 (19)	0.0070 (17)
Cl5	0.103 (2)	0.0884 (19)	0.123 (2)	0.0175 (16)	0.0548 (18)	−0.0022 (16)
Cl6	0.178 (4)	0.170 (4)	0.218 (4)	−0.054 (3)	0.123 (4)	0.040 (3)
Cl7	0.129 (2)	0.124 (2)	0.115 (2)	−0.025 (2)	0.085 (2)	−0.0248 (19)
Cl8	0.170 (3)	0.171 (4)	0.084 (2)	−0.042 (3)	0.051 (2)	−0.041 (2)
Cl9	0.0565 (12)	0.0803 (15)	0.0625 (13)	0.0126 (10)	0.0286 (10)	0.0064 (11)
O1	0.044 (3)	0.060 (3)	0.041 (3)	0.013 (2)	0.021 (2)	0.013 (2)
O2	0.062 (3)	0.071 (4)	0.050 (3)	0.018 (3)	0.034 (3)	0.016 (3)
C1	0.058 (5)	0.058 (5)	0.054 (5)	−0.004 (4)	0.015 (4)	0.008 (4)
C2	0.058 (5)	0.047 (5)	0.050 (5)	−0.004 (4)	0.018 (4)	−0.004 (4)
C3	0.077 (6)	0.056 (5)	0.055 (5)	−0.012 (5)	0.020 (5)	−0.003 (4)
C4	0.091 (7)	0.052 (6)	0.068 (6)	−0.010 (5)	0.002 (6)	0.011 (5)
C5	0.066 (6)	0.043 (5)	0.120 (9)	0.004 (4)	0.008 (6)	0.002 (6)
C6	0.094 (8)	0.056 (6)	0.112 (9)	−0.003 (6)	0.048 (7)	−0.007 (6)
C7	0.082 (6)	0.058 (6)	0.066 (6)	−0.003 (5)	0.026 (5)	−0.002 (4)
C8	0.076 (6)	0.096 (7)	0.073 (6)	−0.012 (5)	0.027 (5)	−0.033 (5)
C9	0.062 (6)	0.079 (6)	0.056 (5)	−0.007 (5)	0.022 (4)	−0.011 (5)
C10	0.072 (6)	0.064 (6)	0.054 (5)	−0.013 (5)	0.022 (4)	−0.008 (4)
C11	0.073 (6)	0.076 (7)	0.065 (6)	−0.002 (5)	0.021 (5)	−0.004 (5)
C12	0.079 (7)	0.087 (8)	0.067 (6)	−0.024 (6)	0.035 (5)	−0.022 (5)
C13	0.092 (8)	0.096 (9)	0.100 (8)	−0.035 (7)	0.055 (7)	−0.012 (7)
C14	0.113 (9)	0.078 (7)	0.067 (6)	−0.008 (7)	0.029 (6)	−0.005 (5)
C15	0.077 (6)	0.070 (6)	0.065 (5)	−0.023 (5)	0.036 (5)	−0.014 (4)
C16	0.058 (5)	0.074 (6)	0.064 (5)	−0.006 (4)	0.029 (4)	−0.008 (4)
C17	0.055 (5)	0.073 (6)	0.060 (5)	−0.008 (4)	0.023 (4)	−0.003 (4)
C18	0.057 (5)	0.103 (8)	0.078 (7)	−0.010 (5)	0.032 (5)	−0.012 (6)
C19	0.089 (8)	0.090 (9)	0.121 (9)	−0.024 (7)	0.051 (7)	0.007 (7)
C20	0.104 (8)	0.065 (7)	0.141 (10)	−0.010 (6)	0.059 (8)	0.018 (7)
C21	0.086 (7)	0.069 (7)	0.133 (9)	−0.003 (6)	0.063 (7)	−0.006 (6)
C22	0.085 (6)	0.050 (5)	0.069 (6)	0.025 (4)	0.025 (5)	0.004 (4)
C23	0.069 (6)	0.040 (4)	0.055 (5)	0.019 (4)	0.021 (4)	0.003 (4)
C24	0.085 (6)	0.049 (5)	0.066 (6)	0.006 (4)	0.041 (5)	−0.003 (4)
C25	0.072 (6)	0.066 (6)	0.085 (7)	−0.016 (5)	0.035 (5)	−0.017 (5)
C26	0.088 (7)	0.069 (6)	0.065 (6)	−0.004 (5)	0.036 (5)	−0.012 (5)
C27	0.080 (6)	0.078 (6)	0.073 (6)	0.006 (5)	0.046 (5)	−0.005 (5)
C28	0.063 (5)	0.062 (6)	0.076 (6)	0.000 (4)	0.028 (5)	−0.003 (5)
C29	0.080 (6)	0.096 (7)	0.081 (6)	0.004 (5)	0.054 (5)	−0.003 (5)

Geometric parameters (Å, º)

Sn1—O1	2.014 (4)	C9—C14	1.427 (13)
Sn1—C8	2.155 (8)	C10—C11	1.386 (12)
Sn1—C1	2.164 (8)	C11—C12	1.331 (13)
Sn1—O2	2.213 (5)	C11—H11	0.9300
Sn1—Cl9	2.442 (2)	C12—C13	1.334 (14)
Sn2—O1	2.040 (4)	C13—C14	1.379 (14)
Sn2—O2	2.120 (5)	C13—H13	0.9300
Sn2—C22	2.144 (8)	C14—H14	0.9300
Sn2—O1^i	2.145 (4)	C15—C16	1.476 (11)
Sn2—C15	2.148 (8)	C15—H15A	0.9700
Cl1—C3	1.741 (9)	C15—H15B	0.9700
Cl2—C5	1.704 (10)	C16—C17	1.380 (11)
Cl3—C12	1.736 (10)	C16—C21	1.394 (12)
Cl4—C10	1.722 (9)	C17—C18	1.377 (12)
Cl5—C17	1.710 (9)	C18—C19	1.343 (14)
Cl6—C19	1.730 (11)	C18—H18	0.9300
Cl7—C24	1.743 (9)	C19—C20	1.370 (14)
Cl8—C26	1.719 (9)	C20—C21	1.384 (14)
O1—Sn2^i	2.145 (4)	C20—H20	0.9300
O2—C29	1.429 (8)	C21—H21	0.9300
C1—C2	1.476 (10)	C22—C23	1.488 (11)
C1—H1A	0.9700	C22—H22A	0.9700
C1—H1B	0.9700	C22—H22B	0.9700
C2—C3	1.369 (10)	C23—C28	1.383 (11)
C2—C7	1.382 (11)	C23—C24	1.387 (11)
C3—C4	1.390 (12)	C24—C25	1.371 (12)
C4—C5	1.391 (14)	C25—C26	1.361 (12)
C4—H4	0.9300	C25—H25	0.9300
C5—C6	1.357 (14)	C26—C27	1.367 (12)
C6—C7	1.360 (13)	C27—C28	1.382 (11)
C6—H6	0.9300	C27—H27	0.9300
C7—H7	0.9300	C28—H28	0.9300
C8—C9	1.466 (12)	C29—H29A	0.9600
C8—H8A	0.9700	C29—H29B	0.9600
C8—H8B	0.9700	C29—H29C	0.9600
C9—C10	1.351 (12)
O1—Sn1—C8	116.5 (3)	C10—C11—H11	120.1
O1—Sn1—C1	110.4 (2)	C11—C12—C13	121.1 (10)
C8—Sn1—C1	130.7 (4)	C11—C12—Cl3	119.9 (9)
O1—Sn1—O2	71.49 (17)	C13—C12—Cl3	119.0 (8)
C8—Sn1—O2	88.5 (3)	C12—C13—C14	119.1 (10)
C1—Sn1—O2	92.4 (3)	C12—C13—H13	120.5
O1—Sn1—Cl9	88.00 (13)	C14—C13—H13	120.5
C8—Sn1—Cl9	98.9 (3)	C13—C14—C9	122.8 (10)
C1—Sn1—Cl9	97.1 (2)	C13—C14—H14	118.6
O2—Sn1—Cl9	159.36 (13)	C9—C14—H14	118.6
O1—Sn2—O2	72.98 (17)	C16—C15—Sn2	117.4 (6)
O1—Sn2—C22	119.9 (3)	C16—C15—H15A	108.0
O2—Sn2—C22	102.6 (3)	Sn2—C15—H15A	108.0
O1—Sn2—O1^i	73.16 (19)	C16—C15—H15B	108.0
O2—Sn2—O1^i	146.12 (17)	Sn2—C15—H15B	108.0
C22—Sn2—O1^i	95.1 (3)	H15A—C15—H15B	107.2
O1—Sn2—C15	113.8 (3)	C17—C16—C21	115.7 (8)
O2—Sn2—C15	98.7 (3)	C17—C16—C15	122.2 (8)
C22—Sn2—C15	125.8 (4)	C21—C16—C15	122.0 (8)
O1^i—Sn2—C15	93.8 (3)	C18—C17—C16	123.9 (9)
Sn1—O1—Sn2	112.9 (2)	C18—C17—Cl5	116.7 (7)
Sn1—O1—Sn2^i	140.0 (2)	C16—C17—Cl5	119.3 (7)
Sn2—O1—Sn2^i	106.84 (19)	C19—C18—C17	118.3 (9)
C29—O2—Sn2	131.1 (5)	C19—C18—H18	120.9
C29—O2—Sn1	126.5 (5)	C17—C18—H18	120.9
Sn2—O2—Sn1	102.42 (18)	C18—C19—C20	121.3 (10)
C2—C1—Sn1	113.4 (5)	C18—C19—Cl6	120.1 (10)
C2—C1—H1A	108.9	C20—C19—Cl6	118.6 (10)
Sn1—C1—H1A	108.9	C19—C20—C21	119.7 (11)
C2—C1—H1B	108.9	C19—C20—H20	120.1
Sn1—C1—H1B	108.9	C21—C20—H20	120.1
H1A—C1—H1B	107.7	C20—C21—C16	121.0 (10)
C3—C2—C7	116.7 (8)	C20—C21—H21	119.5
C3—C2—C1	122.7 (8)	C16—C21—H21	119.5
C7—C2—C1	120.6 (7)	C23—C22—Sn2	119.3 (5)
C2—C3—C4	122.4 (9)	C23—C22—H22A	107.5
C2—C3—Cl1	119.5 (7)	Sn2—C22—H22A	107.5
C4—C3—Cl1	118.0 (7)	C23—C22—H22B	107.5
C3—C4—C5	117.7 (9)	Sn2—C22—H22B	107.5
C3—C4—H4	121.1	H22A—C22—H22B	107.0
C5—C4—H4	121.1	C28—C23—C24	115.9 (8)
C6—C5—C4	121.0 (9)	C28—C23—C22	121.2 (8)
C6—C5—Cl2	120.2 (10)	C24—C23—C22	122.8 (8)
C4—C5—Cl2	118.8 (10)	C25—C24—C23	122.9 (8)
C5—C6—C7	119.1 (10)	C25—C24—Cl7	117.0 (7)
C5—C6—H6	120.4	C23—C24—Cl7	120.0 (7)
C7—C6—H6	120.4	C26—C25—C24	118.6 (8)
C6—C7—C2	123.0 (9)	C26—C25—H25	120.7
C6—C7—H7	118.5	C24—C25—H25	120.7
C2—C7—H7	118.5	C25—C26—C27	121.5 (8)
C9—C8—Sn1	116.1 (6)	C25—C26—Cl8	119.2 (8)
C9—C8—H8A	108.3	C27—C26—Cl8	119.2 (7)
Sn1—C8—H8A	108.3	C26—C27—C28	118.4 (8)
C9—C8—H8B	108.3	C26—C27—H27	120.8
Sn1—C8—H8B	108.3	C28—C27—H27	120.8
H8A—C8—H8B	107.4	C27—C28—C23	122.5 (8)
C10—C9—C14	113.3 (8)	C27—C28—H28	118.7
C10—C9—C8	125.6 (9)	C23—C28—H28	118.7
C14—C9—C8	121.1 (10)	O2—C29—H29A	109.5
C9—C10—C11	123.9 (9)	O2—C29—H29B	109.5
C9—C10—Cl4	118.2 (7)	H29A—C29—H29B	109.5
C11—C10—Cl4	118.0 (8)	O2—C29—H29C	109.5
C12—C11—C10	119.8 (9)	H29A—C29—H29C	109.5
C12—C11—H11	120.1	H29B—C29—H29C	109.5

Symmetry code: (i) −x+1, −y+1, −z+1.