Bis­[3-(4-methyl­coumarinyl-7-oxy)-μ-methoxy-1,1,3,3-tetra­methyl­distannoxane]

Centrosymmeric bis­[3-(4-methyl­coumarinyl-7-oxy)-μ-meth­oxy-1,1,3,3-tetra­methyl­distannoxane], [μ-OCH₃-(CH₃)₂(C₁₀H₇O₃)Sn-O-Sn(CH₃)₂]₂, possesses a central rhombic Sn′₂O′₂ core, which is flanked on opposite sides by the Sn′O′Sn′′O′′ unit (where O′ is the distannoxanyl O atom and O′′ is the methoxyl O atom). The two Sn atoms are both five-coordinate, in a cis-C₂SnO₃ trigonal bipyramidal geometry [C—Sn—C 130.6 (4) and 133.3 (4)°].

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.012 Å
• R factor = 0.037
• wR factor = 0.078
• Data-to-parameter ratio = 16.0

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors ....         O1
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
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         12
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          1

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

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 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
   2 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: XSCANS (Bruker, 1997); cell refinement: LEAST SQUARES in XSCANS; data reduction: REDUCE in XSCANS; 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 (Sheldrick, 1997).

Bis[3-(4-methylcoumarinyl-7-oxy)-µ-methoxy-1,1,3,3-tetramethyldistannoxane]

Crystal data

[Sn4(C10H7O3)2(CH3O)2(CH3)8O2]	Z = 1
Mr = 1039.41	F(000) = 504
Triclinic, P1	Dx = 1.848 Mg m^−3
a = 8.811 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 9.717 (3) Å	Cell parameters from 22 reflections
c = 12.724 (4) Å	θ = 3.0–9.9°
α = 104.87 (4)°	µ = 2.69 mm^−1
β = 93.42 (4)°	T = 298 K
γ = 115.266 (7)°	Plate, colorless
V = 934.2 (5) Å^3	0.20 × 0.20 × 0.04 mm

Data collection

Siemens P4 four-circle diffractometer	2285 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.032
Graphite monochromator	θmax = 25.0°, θmin = 2.4°
ω–2θ scan	h = −1→10
Absorption correction: psi scan (North et al., 1968)	k = −11→10
Tmin = 0.642, Tmax = 0.898	l = −15→15
3983 measured reflections	3 standard reflections every 97 reflections
3287 independent reflections	intensity decay: 8.7%

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.078	H-atom parameters constrained
S = 0.99	w = 1/[σ^2(Fo^2) + (0.0271P)^2] where P = (Fo^2 + 2Fc^2)/3
3287 reflections	(Δ/σ)max = 0.001
205 parameters	Δρmax = 0.54 e Å^−3
0 restraints	Δρmin = −0.54 e Å^−3

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

	x	y	z	Uiso*/Ueq
Sn1	0.49536 (6)	0.79255 (5)	0.68476 (4)	0.0367 (2)
Sn2	0.67599 (6)	0.64635 (5)	0.48645 (4)	0.0346 (2)
O1	0.2679 (7)	0.6137 (6)	0.7046 (5)	0.055 (2)
O2	−0.2214 (7)	0.3198 (6)	0.8257 (5)	0.052 (1)
O3	−0.4477 (9)	0.1653 (8)	0.8785 (7)	0.080 (2)
O4	0.4807 (6)	0.6010 (5)	0.5700 (4)	0.040 (1)
O5	0.7162 (7)	0.8715 (6)	0.5999 (5)	0.052 (2)
C1	0.387 (1)	0.915 (1)	0.6212 (8)	0.061 (2)
C2	0.651 (1)	0.848 (1)	0.8371 (9)	0.077 (3)
C3	0.626 (2)	0.693 (1)	0.3388 (7)	0.069 (3)
C4	0.893 (1)	0.648 (1)	0.5605 (9)	0.071 (3)
C5	0.1626 (9)	0.6148 (9)	0.7711 (6)	0.040 (2)
C6	0.177 (1)	0.7557 (9)	0.8502 (6)	0.046 (2)
C7	0.065 (1)	0.7488 (9)	0.9180 (7)	0.046 (2)
C8	−0.0735 (9)	0.6060 (9)	0.9139 (6)	0.041 (2)
C9	−0.195 (1)	0.590 (1)	0.9858 (7)	0.049 (2)
C10	−0.319 (1)	0.442 (1)	0.9748 (7)	0.056 (2)
C11	−0.338 (1)	0.301 (1)	0.8956 (9)	0.060 (2)
C12	−0.0895 (9)	0.4674 (9)	0.8355 (6)	0.043 (2)
C13	0.023 (1)	0.4724 (9)	0.7658 (7)	0.042 (2)
C14	−0.182 (1)	0.732 (1)	1.0713 (8)	0.070 (3)
C15	0.855 (1)	1.020 (1)	0.625 (1)	0.090 (4)
H1a	0.4754	1.0043	0.6061	0.091*
H1b	0.3299	0.9534	0.6744	0.091*
H1c	0.3061	0.8442	0.5539	0.091*
H2a	0.7055	0.7797	0.8290	0.115*
H2b	0.5820	0.8314	0.8926	0.115*
H2c	0.7368	0.9578	0.8592	0.115*
H3a	0.5064	0.6645	0.3214	0.104*
H3b	0.6550	0.6313	0.2795	0.104*
H3c	0.6927	0.8051	0.3484	0.104*
H4a	0.8852	0.6461	0.6351	0.106*
H4b	0.9927	0.7427	0.5614	0.106*
H4c	0.9029	0.5549	0.5192	0.106*
Ha	0.2670	0.8545	0.8552	0.055*
H7	0.0798	0.8433	0.9695	0.056*
H10	−0.3976	0.4328	1.0217	0.068*
H13	0.0059	0.3779	0.7135	0.051*
H14a	−0.2773	0.7008	1.1085	0.105*
H14b	−0.1840	0.8087	1.0366	0.105*
H14c	−0.0774	0.7799	1.1241	0.105*
H15a	0.9541	1.0073	0.6080	0.136*
H15b	0.8752	1.0762	0.7024	0.136*
H15c	0.8331	1.0795	0.5819	0.136*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.0402 (3)	0.0292 (3)	0.0383 (3)	0.0150 (2)	0.0119 (3)	0.0072 (2)
Sn2	0.0304 (3)	0.0279 (3)	0.0418 (3)	0.0093 (2)	0.0132 (2)	0.0110 (2)
O1	0.055 (3)	0.035 (3)	0.064 (4)	0.012 (2)	0.034 (3)	0.010 (3)
O2	0.045 (3)	0.046 (3)	0.053 (3)	0.009 (2)	0.018 (3)	0.014 (3)
O3	0.065 (4)	0.067 (4)	0.094 (5)	0.010 (4)	0.030 (4)	0.038 (4)
O4	0.036 (3)	0.027 (2)	0.050 (3)	0.008 (2)	0.023 (2)	0.007 (2)
O5	0.045 (3)	0.025 (2)	0.062 (4)	0.001 (2)	0.025 (3)	0.000 (2)
C1	0.065 (5)	0.058 (5)	0.081 (7)	0.041 (5)	0.021 (5)	0.030 (5)
C2	0.076 (7)	0.075 (6)	0.064 (6)	0.025 (5)	−0.007 (5)	0.019 (5)
C3	0.119 (9)	0.064 (5)	0.045 (5)	0.054 (6)	0.024 (5)	0.027 (4)
C4	0.043 (5)	0.067 (6)	0.096 (8)	0.028 (4)	0.004 (5)	0.012 (5)
C5	0.040 (4)	0.047 (4)	0.034 (4)	0.019 (3)	0.012 (3)	0.013 (3)
C6	0.041 (4)	0.038 (4)	0.042 (4)	0.008 (3)	0.006 (3)	0.005 (3)
C7	0.049 (4)	0.044 (4)	0.043 (4)	0.021 (4)	0.012 (4)	0.009 (3)
C8	0.042 (4)	0.050 (4)	0.035 (4)	0.023 (3)	0.012 (3)	0.017 (3)
C9	0.046 (4)	0.068 (5)	0.037 (4)	0.026 (4)	0.009 (4)	0.020 (4)
C10	0.050 (5)	0.087 (6)	0.043 (5)	0.037 (5)	0.018 (4)	0.026 (4)
C11	0.043 (5)	0.076 (6)	0.069 (6)	0.026 (5)	0.022 (5)	0.035 (5)
C12	0.036 (4)	0.047 (4)	0.041 (4)	0.012 (3)	0.004 (3)	0.019 (3)
C13	0.043 (4)	0.036 (4)	0.047 (5)	0.018 (3)	0.016 (4)	0.011 (3)
C14	0.075 (7)	0.094 (7)	0.048 (5)	0.045 (6)	0.028 (5)	0.019 (5)
C15	0.066 (6)	0.042 (5)	0.102 (9)	−0.009 (5)	0.031 (6)	−0.016 (5)

Geometric parameters (Å, º)

Sn1—C1	2.087 (8)	C12—C13	1.36 (1)
Sn1—C2	2.11 (1)	C1—H1a	0.96
Sn1—O1	2.101 (5)	C1—H1b	0.96
Sn1—O4	1.998 (5)	C1—H1c	0.96
Sn1—O5	2.223 (5)	C2—H2a	0.96
Sn2—C3	2.108 (8)	C2—H2b	0.96
Sn2—C4	2.077 (9)	C2—H2c	0.96
Sn2—O4	2.024 (5)	C3—H3a	0.96
Sn2—O4^i	2.088 (4)	C3—H3b	0.96
Sn2—O5	2.157 (5)	C3—H3c	0.96
O1—C5	1.294 (9)	C4—H4a	0.96
O2—C12	1.375 (9)	C4—H4b	0.96
O2—C11	1.38 (1)	C4—H4c	0.96
O3—C11	1.21 (1)	C6—Ha	0.93
O5—C15	1.37 (1)	C7—H7	0.93
C5—C13	1.39 (1)	C10—H10	0.93
C5—C6	1.42 (1)	C13—H13	0.93
C6—C7	1.35 (1)	C14—H14a	0.96
C7—C8	1.39 (1)	C14—H14b	0.96
C8—C12	1.40 (1)	C14—H14c	0.96
C8—C9	1.44 (1)	C15—H15a	0.96
C9—C10	1.34 (1)	C15—H15b	0.96
C9—C14	1.48 (1)	C15—H15c	0.96
C10—C11	1.42 (1)
C1—Sn1—C2	133.3 (4)	C12—C13—C5	121.6 (7)
C1—Sn1—O1	97.5 (3)	Sn1—C1—H1a	109.5
C1—Sn1—O4	113.1 (3)	Sn1—C1—H1b	109.5
C1—Sn1—O5	92.8 (3)	H1a—C1—H1b	109.5
C2—Sn1—O1	98.8 (4)	Sn1—C1—H1c	109.5
C2—Sn1—O4	112.7 (4)	H1a—C1—H1c	109.5
C2—Sn1—O5	93.4 (4)	H1b—C1—H1c	109.5
O1—Sn1—O4	79.9 (2)	Sn1—C2—H2a	109.5
O4—Sn1—O5	71.4 (2)	Sn1—C2—H2b	109.5
O1—Sn1—O5	151.3 (2)	H2a—C2—H2b	109.5
C3—Sn2—C4	130.6 (4)	Sn1—C2—H2c	109.5
C3—Sn2—O4	113.3 (4)	H2a—C2—H2c	109.5
C3—Sn2—O4^i	97.4 (3)	H2b—C2—H2c	109.5
C3—Sn2—O5	97.1 (3)	Sn2—C3—H3a	109.5
C4—Sn2—O4	116.1 (4)	Sn2—C3—H3b	109.5
C4—Sn2—O4^i	98.4 (3)	H3a—C3—H3b	109.5
C4—Sn2—O5	95.7 (3)	Sn2—C3—H3c	109.5
O4—Sn2—O4^i	73.0 (2)	H3a—C3—H3c	109.5
O4—Sn2—O5	72.3 (2)	H3b—C3—H3c	109.5
O4^i—Sn2—O5	145.3 (2)	Sn2—C4—H4a	109.5
C5—O1—Sn1	133.4 (5)	Sn2—C4—H4b	109.5
C12—O2—C11	121.8 (7)	H4a—C4—H4b	109.5
Sn1—O4—Sn2	114.9 (2)	Sn2—C4—H4c	109.5
Sn1—O4—Sn2^i	138.0 (2)	H4a—C4—H4c	109.5
Sn2—O4—Sn2^i	107.0 (2)	H4b—C4—H4c	109.5
C15—O5—Sn2	128.9 (6)	C7—C6—Ha	119.3
C15—O5—Sn1	129.1 (6)	C5—C6—Ha	119.3
Sn2—O5—Sn1	101.4 (2)	C6—C7—H7	118.8
O1—C5—C13	119.6 (7)	C8—C7—H7	118.8
O1—C5—C6	124.2 (7)	C9—C10—H10	118.1
C13—C5—C6	116.2 (7)	C11—C10—H10	118.1
C7—C6—C5	121.4 (7)	C12—C13—H13	119.2
C6—C7—C8	122.3 (7)	C5—C13—H13	119.2
C7—C8—C12	116.5 (7)	C9—C14—H14a	109.5
C7—C8—C9	125.2 (7)	C9—C14—H14b	109.5
C12—C8—C9	118.3 (7)	H14a—C14—H14b	109.5
C10—C9—C8	118.6 (8)	C9—C14—H14c	109.5
C10—C9—C14	120.9 (8)	H14a—C14—H14c	109.5
C8—C9—C14	120.5 (8)	H14b—C14—H14c	109.5
C9—C10—C11	123.8 (8)	O5—C15—H15a	109.5
O3—C11—O2	116 (1)	O5—C15—H15b	109.5
O3—C11—C10	127.8 (9)	H15a—C15—H15b	109.5
O2—C11—C10	116.6 (8)	O5—C15—H15c	109.5
C13—C12—O2	117.3 (7)	H15a—C15—H15c	109.5
C13—C12—C8	121.9 (7)	H15b—C15—H15c	109.5
O2—C12—C8	120.8 (7)
O4—Sn1—O1—C5	178.1 (8)	O4—Sn1—O5—Sn2	−1.8 (3)
C1—Sn1—O1—C5	−69.6 (8)	C1—Sn1—O5—Sn2	−115.3 (4)
C2—Sn1—O1—C5	66.5 (8)	O1—Sn1—O5—Sn2	−4.2 (7)
O5—Sn1—O1—C5	−179.6 (6)	C2—Sn1—O5—Sn2	111.1 (4)
C1—Sn1—O4—Sn2	87.0 (4)	Sn1—O1—C5—C13	−177.9 (6)
O1—Sn1—O4—Sn2	−179.1 (3)	Sn1—O1—C5—C6	4 (1)
C2—Sn1—O4—Sn2	−83.7 (4)	O1—C5—C6—C7	−179.3 (8)
O5—Sn1—O4—Sn2	2.1 (3)	C13—C5—C6—C7	2 (1)
C1—Sn1—O4—Sn2^i	−97.7 (5)	C5—C6—C7—C8	−1 (1)
O1—Sn1—O4—Sn2^i	−3.8 (4)	C6—C7—C8—C12	1 (1)
C2—Sn1—O4—Sn2^i	91.6 (5)	C6—C7—C8—C9	178.0 (8)
O5—Sn1—O4—Sn2^i	177.4 (5)	C7—C8—C9—C10	−177.6 (8)
C4—Sn2—O4—Sn1	85.5 (4)	C12—C8—C9—C10	0 (1)
O4^i—Sn2—O4—Sn1	176.7 (5)	C7—C8—C9—C14	2 (1)
C3—Sn2—O4—Sn1	−92.4 (4)	C12—C8—C9—C14	179.1 (8)
O5—Sn2—O4—Sn1	−2.1 (3)	C8—C9—C10—C11	0 (1)
C4—Sn2—O4—Sn2^i	−91.2 (4)	C14—C9—C10—C11	−179.3 (8)
O4^i—Sn2—O4—Sn2^i	0.0	C12—O2—C11—O3	179.9 (8)
C3—Sn2—O4—Sn2^i	90.9 (3)	C12—O2—C11—C10	3 (1)
O5—Sn2—O4—Sn2^i	−178.9 (3)	C9—C10—C11—O3	−178 (1)
O4—Sn2—O5—C15	173 (1)	C9—C10—C11—O2	−1 (1)
C4—Sn2—O5—C15	57 (1)	C11—O2—C12—C13	177.0 (8)
O4^i—Sn2—O5—C15	170.9 (9)	C11—O2—C12—C8	−3 (1)
C3—Sn2—O5—C15	−75 (1)	C7—C8—C12—C13	−1 (1)
O4—Sn2—O5—Sn1	1.8 (2)	C9—C8—C12—C13	−178.5 (7)
C4—Sn2—O5—Sn1	−113.9 (4)	C7—C8—C12—O2	179.4 (7)
O4^i—Sn2—O5—Sn1	−0.2 (5)	C9—C8—C12—O2	2 (1)
C3—Sn2—O5—Sn1	114.0 (4)	O2—C12—C13—C5	−178.4 (7)
O4—Sn1—O5—C15	−173 (1)	C8—C12—C13—C5	2 (1)
C1—Sn1—O5—C15	74 (1)	O1—C5—C13—C12	178.9 (7)
O1—Sn1—O5—C15	−175.2 (9)	C6—C5—C13—C12	−2 (1)
C2—Sn1—O5—C15	−60 (1)

Symmetry code: (i) −x+1, −y+1, −z+1.