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In the crystal structure of the title compound, [Sn2(C6H5)6(C4H4O4)(H2O)2]·2C12H8N2, each Sn atom in the centrosymmetric μ-succinato-bis­(aqua­tri­phenyl­tin) mol­ecule interacts with an o-phenanthroline indirectly through the coordinated water mol­ecule [Sn\leftarrowOwater = 2.612 (1) Å], which forms a short hydrogen bond with one of the o-phenanthroline N atoms [Owater...N = 2.899 (2) Å]; the five-coordinate Sn atom shows trans–C3SnO2 trigonal bipyramidal coordination. The weak hydrogen bond involving the second H atom of the water mol­ecule and the carbonyl O atom of an adjacent mol­ecule of μ-succinato-bis­(aqua­tri­phenyl­tin) [O...Oi = 3.123 (2) Å; symmetry code: (i) x, ½ − y, ½ + z] links the mol­ecules into infinite layers parallel to the bc plane of the crystal.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802022213/ya6143sup1.cif
Contains datablocks I, ccf02m

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536802022213/ya6143Isup2.hkl
Contains datablock I

CCDC reference: 202976

Key indicators

  • Single-crystal X-ray study
  • T = 168 K
  • Mean [sigma](C-C) = 0.002 Å
  • R factor = 0.017
  • wR factor = 0.048
  • Data-to-parameter ratio = 15.1

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


Yellow Alert Alert Level C:
PLAT_702 Alert C Angle Calc 117.23(5), Rep 117.30(10), Dev. 1.40 Sigma C1 -SN1 -C13 1.555 1.555 1.555
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
1 Alert Level C = Please check

Computing details top

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; 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.

µ-Succinato-bis(aquatriphenyltin) bis(o-phenanthroline) top
Crystal data top
[Sn2(C6H5)6(H2O)2]·2C12H8N2F(000) = 1228
Mr = 1212.49Dx = 1.535 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 13.5958 (8) ÅCell parameters from 7254 reflections
b = 13.6077 (8) Åθ = 2.1–26.4°
c = 14.4444 (9) ŵ = 1.01 mm1
β = 101.014 (1)°T = 168 K
V = 2623.1 (3) Å3Block, colorless
Z = 20.50 × 0.45 × 0.20 mm
Data collection top
Bruker CCD area-detector
diffractometer
5303 independent reflections
Radiation source: fine-focus sealed tube4570 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.026
ω scansθmax = 26.4°, θmin = 2.1°
Absorption correction: empirical
(SADABS; Sheldrick, 1996)
h = 1616
Tmin = 0.632, Tmax = 0.823k = 1616
33422 measured reflectionsl = 1517
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.017Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.048H atoms treated by a mixture of independent and constrained refinement
S = 1.02 w = 1/[σ2(Fo2) + (0.0316P)2]
where P = (Fo2 + 2Fc2)/3
5303 reflections(Δ/σ)max = 0.001
351 parametersΔρmax = 0.27 e Å3
2 restraintsΔρmin = 0.44 e Å3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn10.628173 (8)0.299052 (8)0.780640 (7)0.01809 (4)
O10.5309 (1)0.3859 (1)0.6818 (1)0.0231 (2)
O20.6431 (1)0.3986 (1)0.5878 (1)0.0280 (3)
O1w0.7256 (1)0.1950 (1)0.9205 (1)0.0263 (3)
N10.9258 (1)0.1270 (1)0.9120 (1)0.0215 (3)
N20.9625 (1)0.1966 (1)1.0940 (1)0.0258 (3)
C10.5117 (1)0.2760 (1)0.8576 (1)0.0193 (3)
C20.4255 (1)0.2241 (1)0.8189 (1)0.0251 (4)
C30.3479 (1)0.2115 (1)0.8681 (1)0.0306 (4)
C40.3550 (1)0.2534 (1)0.9562 (1)0.0324 (4)
C50.4400 (2)0.3054 (1)0.9958 (1)0.0334 (4)
C60.5182 (1)0.3163 (1)0.9475 (1)0.0265 (4)
C70.6653 (1)0.1787 (1)0.7006 (1)0.0197 (3)
C80.7319 (1)0.1894 (1)0.6390 (1)0.0240 (4)
C90.7618 (1)0.1083 (1)0.5929 (1)0.0310 (4)
C100.7238 (2)0.0165 (1)0.6061 (1)0.0351 (5)
C110.6562 (1)0.0045 (1)0.6659 (1)0.0316 (4)
C120.6284 (1)0.0849 (1)0.7142 (1)0.0251 (4)
C130.7351 (1)0.4102 (1)0.8305 (1)0.0206 (3)
C140.8366 (1)0.3899 (1)0.8649 (1)0.0241 (4)
C150.9027 (1)0.4652 (1)0.8981 (1)0.0302 (4)
C160.8700 (2)0.5614 (1)0.8982 (1)0.0339 (4)
C170.7696 (2)0.5827 (1)0.8639 (1)0.0328 (4)
C180.7031 (1)0.5079 (1)0.8309 (1)0.0276 (4)
C190.5607 (1)0.4179 (1)0.6065 (1)0.0205 (3)
C200.4842 (1)0.4816 (1)0.5443 (1)0.0227 (4)
C210.9097 (1)0.0891 (1)0.8264 (1)0.0244 (4)
C220.9827 (1)0.0426 (1)0.7859 (1)0.0260 (4)
C231.0775 (1)0.0324 (1)0.8377 (1)0.0253 (4)
C241.0982 (1)0.0690 (1)0.9305 (1)0.0211 (3)
C251.1947 (1)0.0570 (1)0.9899 (1)0.0253 (4)
C261.2131 (1)0.0910 (1)1.0790 (1)0.0260 (4)
C271.1358 (1)0.1399 (1)1.1168 (1)0.0235 (4)
C281.1512 (1)0.1721 (1)1.2108 (1)0.0290 (4)
C291.0740 (2)0.2141 (1)1.2442 (1)0.0328 (4)
C300.9814 (1)0.2248 (1)1.1831 (1)0.0309 (4)
C311.0394 (1)0.1534 (1)1.0610 (1)0.0206 (3)
C321.0202 (1)0.1169 (1)0.9647 (1)0.0195 (3)
H1w10.786 (1)0.179 (2)0.931 (2)0.041 (6)*
H1w20.699 (2)0.170 (2)0.963 (1)0.054 (7)*
H20.41960.19670.75760.030*
H30.29030.17440.84120.037*
H40.30160.24640.98950.039*
H50.44480.33381.05660.040*
H60.57660.35160.97570.032*
H80.75710.25270.62850.029*
H90.80840.11610.55210.037*
H100.74400.03870.57410.042*
H110.62890.05860.67370.038*
H120.58390.07610.75680.030*
H140.86030.32420.86540.029*
H150.97140.45040.92100.036*
H160.91570.61250.92150.041*
H170.74670.64860.86320.039*
H180.63460.52320.80810.033*
H20a0.42130.44360.52610.027*
H20b0.46930.53900.58150.027*
H210.84390.09370.78980.029*
H220.96670.01830.72310.031*
H231.12840.00120.81140.030*
H251.24650.02460.96600.030*
H261.27760.08261.11720.031*
H281.21490.16451.25080.035*
H291.08280.23581.30780.039*
H300.92840.25451.20740.037*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.01672 (6)0.01943 (6)0.01804 (7)0.00052 (4)0.00312 (4)0.00068 (4)
O10.024 (1)0.028 (1)0.018 (1)0.001 (1)0.004 (1)0.007 (1)
O20.020 (1)0.034 (1)0.031 (1)0.004 (1)0.006 (1)0.011 (1)
O1w0.022 (1)0.034 (1)0.023 (1)0.007 (1)0.003 (1)0.006 (1)
N10.020 (1)0.021 (1)0.023 (1)0.001 (1)0.004 (1)0.004 (1)
N20.025 (1)0.023 (1)0.030 (1)0.004 (1)0.005 (1)0.003 (1)
C10.018 (1)0.020 (1)0.021 (1)0.005 (1)0.003 (1)0.007 (1)
C20.026 (1)0.024 (1)0.025 (1)0.001 (1)0.003 (1)0.001 (1)
C30.020 (1)0.030 (1)0.042 (1)0.003 (1)0.005 (1)0.007 (1)
C40.029 (1)0.036 (1)0.036 (1)0.002 (1)0.015 (1)0.011 (1)
C50.035 (1)0.045 (1)0.022 (1)0.003 (1)0.009 (1)0.001 (1)
C60.021 (1)0.034 (1)0.022 (1)0.001 (1)0.000 (1)0.002 (1)
C70.019 (1)0.022 (1)0.016 (1)0.002 (1)0.002 (1)0.001 (1)
C80.024 (1)0.029 (1)0.018 (1)0.004 (1)0.001 (1)0.005 (1)
C90.031 (1)0.044 (1)0.018 (1)0.011 (1)0.004 (1)0.001 (1)
C100.040 (1)0.035 (1)0.026 (1)0.012 (1)0.003 (1)0.011 (1)
C110.034 (1)0.023 (1)0.034 (1)0.001 (1)0.004 (1)0.004 (1)
C120.021 (1)0.028 (1)0.026 (1)0.002 (1)0.001 (1)0.001 (1)
C130.022 (1)0.025 (1)0.016 (1)0.003 (1)0.004 (1)0.001 (1)
C140.024 (1)0.029 (1)0.020 (1)0.001 (1)0.004 (1)0.003 (1)
C150.023 (1)0.045 (1)0.022 (1)0.009 (1)0.001 (1)0.004 (1)
C160.039 (1)0.037 (1)0.024 (1)0.018 (1)0.003 (1)0.002 (1)
C170.044 (1)0.023 (1)0.031 (1)0.005 (1)0.006 (1)0.000 (1)
C180.027 (1)0.027 (1)0.027 (1)0.001 (1)0.003 (1)0.001 (1)
C190.021 (1)0.019 (1)0.020 (1)0.004 (1)0.001 (1)0.001 (1)
C200.019 (1)0.027 (1)0.022 (1)0.003 (1)0.003 (1)0.005 (1)
C210.024 (1)0.024 (1)0.024 (1)0.001 (1)0.002 (1)0.005 (1)
C220.032 (1)0.025 (1)0.021 (1)0.002 (1)0.008 (1)0.001 (1)
C230.027 (1)0.022 (1)0.031 (1)0.002 (1)0.014 (1)0.004 (1)
C240.022 (1)0.016 (1)0.027 (1)0.000 (1)0.009 (1)0.005 (1)
C250.019 (1)0.024 (1)0.036 (1)0.002 (1)0.010 (1)0.007 (1)
C260.017 (1)0.025 (1)0.035 (1)0.001 (1)0.003 (1)0.007 (1)
C270.022 (1)0.019 (1)0.029 (1)0.003 (1)0.003 (1)0.004 (1)
C280.028 (1)0.024 (1)0.031 (1)0.002 (1)0.003 (1)0.000 (1)
C290.043 (1)0.025 (1)0.029 (1)0.000 (1)0.003 (1)0.006 (1)
C300.032 (1)0.027 (1)0.034 (1)0.004 (1)0.009 (1)0.007 (1)
C310.021 (1)0.015 (1)0.026 (1)0.000 (1)0.006 (1)0.003 (1)
C320.020 (1)0.016 (1)0.024 (1)0.001 (1)0.006 (1)0.005 (1)
Geometric parameters (Å, º) top
Sn1—O12.113 (1)C24—C251.434 (2)
Sn1—O1w2.612 (1)C25—C261.345 (2)
Sn1—C12.124 (2)C26—C271.436 (2)
Sn1—C72.121 (2)C27—C281.404 (2)
Sn1—C132.125 (2)C27—C311.414 (2)
O1—C191.305 (2)C28—C291.363 (3)
O2—C191.230 (2)C29—C301.401 (3)
N1—C211.320 (2)C31—C321.452 (2)
N1—C321.369 (2)O1w—H1w10.83 (1)
N2—C301.320 (2)O1w—H1w20.84 (1)
N2—C311.363 (2)C2—H20.9500
C1—C21.390 (2)C3—H30.9500
C1—C61.397 (2)C4—H40.9500
C2—C31.391 (2)C5—H50.9500
C3—C41.381 (3)C6—H60.9500
C4—C51.382 (3)C8—H80.9500
C5—C61.388 (3)C9—H90.9500
C7—C81.393 (2)C10—H100.9500
C7—C121.399 (2)C11—H110.9500
C8—C91.390 (2)C12—H120.9500
C9—C101.379 (3)C14—H140.9500
C10—C111.386 (3)C15—H150.9500
C11—C121.388 (2)C16—H160.9500
C13—C181.399 (2)C17—H170.9500
C13—C141.402 (2)C18—H180.9500
C14—C151.386 (2)C20—H20a0.9900
C15—C161.383 (3)C20—H20b0.9900
C16—C171.390 (3)C21—H210.9500
C17—C181.384 (2)C22—H220.9500
C19—C201.512 (2)C23—H230.9500
C20—C20i1.511 (3)C25—H250.9500
C21—C221.396 (2)C26—H260.9500
C22—C231.368 (2)C28—H280.9500
C23—C241.408 (2)C29—H290.9500
C24—C321.412 (2)C30—H300.9500
C1—Sn1—C7116.7 (1)N1—C32—C24122.6 (2)
C1—Sn1—C13117.3 (1)N1—C32—C31118.5 (1)
C1—Sn1—O190.2 (1)C24—C32—C31118.9 (1)
C1—Sn1—O1w80.4 (1)Sn1—O1w—H1w1128 (2)
C7—Sn1—C13121.0 (1)Sn1—O1w—H1w2123 (2)
C7—Sn1—O1104.3 (1)H1w1—O1w—H1w2108 (2)
C7—Sn1—O1w82.2 (1)C1—C2—H2119.3
C13—Sn1—O197.5 (1)C3—C2—H2119.3
C13—Sn1—O1w84.9 (1)C4—C3—H3120.2
O1—Sn1—O1w170.3 (1)C2—C3—H3120.2
C19—O1—Sn1119.7 (1)C3—C4—H4120.0
C21—N1—C32116.9 (1)C5—C4—H4120.0
C30—N2—C31116.6 (2)C4—C5—H5119.8
C2—C1—C6118.1 (2)C6—C5—H5119.8
C2—C1—Sn1121.3 (1)C5—C6—H6119.8
C6—C1—Sn1120.5 (1)C1—C6—H6119.8
C1—C2—C3121.4 (2)C9—C8—H8119.7
C4—C3—C2119.5 (2)C7—C8—H8119.7
C3—C4—C5120.0 (2)C10—C9—H9119.9
C4—C5—C6120.4 (2)C8—C9—H9119.9
C5—C6—C1120.5 (2)C9—C10—H10119.9
C8—C7—C12118.7 (2)C11—C10—H10119.9
C8—C7—Sn1121.2 (1)C10—C11—H11120.1
C12—C7—Sn1120.0 (1)C12—C11—H11120.1
C9—C8—C7120.5 (2)C11—C12—H12119.7
C10—C9—C8120.1 (2)C7—C12—H12119.7
C9—C10—C11120.3 (2)C15—C14—H14119.8
C10—C11—C12119.8 (2)C13—C14—H14119.8
C11—C12—C7120.6 (2)C16—C15—H15119.6
C18—C13—C14118.1 (2)C14—C15—H15119.6
C18—C13—Sn1119.0 (1)C15—C16—H16120.3
C14—C13—Sn1122.9 (1)C17—C16—H16120.3
C15—C14—C13120.4 (2)C18—C17—H17119.9
C16—C15—C14120.8 (2)C16—C17—H17119.9
C15—C16—C17119.4 (2)C17—C18—H18119.4
C18—C17—C16120.1 (2)C13—C18—H18119.4
C17—C18—C13121.2 (2)C20i—C20—H20a108.6
O2—C19—O1123.6 (2)C19—C20—H20a108.6
O2—C19—C20122.9 (1)C20i—C20—H20b108.6
O1—C19—C20113.5 (1)C19—C20—H20b108.6
C20i—C20—C19114.7 (2)H20a—C20—H20b107.6
N1—C21—C22124.5 (2)N1—C21—H21117.8
C23—C22—C21119.2 (2)C22—C21—H21117.8
C22—C23—C24118.8 (2)C23—C22—H22120.4
C23—C24—C32118.0 (2)C21—C22—H22120.4
C23—C24—C25121.6 (2)C22—C23—H23120.6
C32—C24—C25120.4 (2)C24—C23—H23120.6
C26—C25—C24121.0 (2)C26—C25—H25119.5
C25—C26—C27120.5 (2)C24—C25—H25119.5
C28—C27—C31117.5 (2)C25—C26—H26119.7
C28—C27—C26121.8 (2)C27—C26—H26119.7
C31—C27—C26120.6 (2)C29—C28—H28120.3
C29—C28—C27119.4 (2)C27—C28—H28120.3
C28—C29—C30118.8 (2)C28—C29—H29120.6
N2—C30—C29124.6 (2)C30—C29—H29120.6
N2—C31—C27123.1 (2)N2—C30—H30117.7
N2—C31—C32118.2 (1)C29—C30—H30117.7
C27—C31—C32118.7 (2)
C7—Sn1—O1—C1956.6 (1)C18—C13—C14—C150.0 (2)
C1—Sn1—O1—C19174.3 (1)Sn1—C13—C14—C15178.9 (1)
C13—Sn1—O1—C1968.2 (1)C13—C14—C15—C160.2 (3)
O1—Sn1—C1—C265.1 (1)C14—C15—C16—C170.4 (3)
C7—Sn1—C1—C241.1 (1)C15—C16—C17—C180.6 (3)
C13—Sn1—C1—C2163.6 (1)C16—C17—C18—C130.5 (3)
O1w—Sn1—C1—C2117.3 (1)C14—C13—C18—C170.2 (2)
O1—Sn1—C1—C6112.3 (1)Sn1—C13—C18—C17179.1 (1)
C7—Sn1—C1—C6141.6 (1)Sn1—O1—C19—O21.6 (2)
C13—Sn1—C1—C613.7 (2)Sn1—O1—C19—C20178.1 (1)
O1w—Sn1—C1—C665.4 (1)O2—C19—C20—C20i1.3 (3)
C6—C1—C2—C30.6 (2)O1—C19—C20—C20i179.0 (2)
Sn1—C1—C2—C3178.0 (1)C32—N1—C21—C221.9 (2)
C1—C2—C3—C41.6 (3)N1—C21—C22—C231.7 (3)
C2—C3—C4—C51.5 (3)C21—C22—C23—C240.2 (2)
C3—C4—C5—C60.3 (3)C22—C23—C24—C321.6 (2)
C4—C5—C6—C10.8 (3)C22—C23—C24—C25177.3 (2)
C2—C1—C6—C50.6 (2)C23—C24—C25—C26179.0 (2)
Sn1—C1—C6—C5176.8 (1)C32—C24—C25—C260.0 (2)
O1—Sn1—C7—C874.7 (1)C24—C25—C26—C270.2 (3)
C1—Sn1—C7—C8172.3 (1)C25—C26—C27—C28176.9 (2)
C13—Sn1—C7—C833.4 (2)C25—C26—C27—C310.2 (2)
O1w—Sn1—C7—C8112.6 (1)C31—C27—C28—C290.1 (2)
O1—Sn1—C7—C12110.0 (1)C26—C27—C28—C29177.1 (2)
C1—Sn1—C7—C1212.4 (1)C27—C28—C29—C300.6 (3)
C13—Sn1—C7—C12142.0 (1)C31—N2—C30—C290.6 (3)
O1w—Sn1—C7—C1262.8 (1)C28—C29—C30—N20.2 (3)
C12—C7—C8—C90.7 (2)C30—N2—C31—C271.1 (2)
Sn1—C7—C8—C9174.8 (1)C30—N2—C31—C32177.0 (2)
C7—C8—C9—C101.5 (2)C28—C27—C31—N20.7 (2)
C8—C9—C10—C110.4 (3)C26—C27—C31—N2178.0 (2)
C9—C10—C11—C121.5 (3)C28—C27—C31—C32177.3 (2)
C10—C11—C12—C72.2 (2)C26—C27—C31—C320.0 (2)
C8—C7—C12—C111.2 (2)C21—N1—C32—C240.3 (2)
Sn1—C7—C12—C11176.7 (1)C21—N1—C32—C31177.0 (1)
O1—Sn1—C13—C1830.6 (1)C23—C24—C32—N11.4 (2)
C7—Sn1—C13—C18142.3 (1)C25—C24—C32—N1177.6 (2)
C1—Sn1—C13—C1863.5 (1)C23—C24—C32—C31178.8 (2)
O1w—Sn1—C13—C18140.0 (1)C25—C24—C32—C310.2 (2)
O1—Sn1—C13—C14150.6 (1)N2—C31—C32—N10.4 (2)
C7—Sn1—C13—C1438.9 (2)C27—C31—C32—N1177.7 (1)
C1—Sn1—C13—C14115.3 (1)N2—C31—C32—C24177.9 (1)
O1w—Sn1—C13—C1438.8 (1)C27—C31—C32—C240.3 (2)
Symmetry code: (i) x+1, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1w—H1w1···N10.83 (1)2.10 (1)2.899 (2)161 (2)
O1w—H1w2···O2ii0.84 (1)2.29 (1)3.123 (2)173 (2)
Symmetry code: (ii) x, y+1/2, z+1/2.
 

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