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The solid-state structure of the title compound, [Sn2(CF3O3S)2(C4H9)4(OH)2]n, consists of an infinite chain of dimeric hydroxo di-n-butyl­tin(IV) complexes bridged by trifluoro­methane­sulfonate ligands. The X-ray crystallographic analysis reveals the presence of seven- and six-coordinate tin(IV) units. The structure contains two types of trifluoro­methane­sulfonate ligands, viz. bridging and terminal. The uncoordinated O atoms of terminal O3SCF3 are involved in both intra- and inter­molecular hydrogen bonding with the bridging hydroxo ligands. The resulting two-dimensional network can be seen as a superimposed three-layer structure along the a axis.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680603964X/ng2109sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680603964X/ng2109Isup2.hkl
Contains datablock I

CCDC reference: 628011

Key indicators

  • Single-crystal X-ray study
  • T = 115 K
  • Mean [sigma](C-C) = 0.006 Å
  • R factor = 0.034
  • wR factor = 0.087
  • Data-to-parameter ratio = 20.6

checkCIF/PLATON results

No syntax errors found



Alert level A PLAT222_ALERT_3_A Large Non-Solvent H Ueq(max)/Ueq(min) ... 5.26 Ratio
Author Response: Absolutely normal in organometallics with n butyl groups attached to a metallic center...

Alert level B PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low ....... 0.95 PLAT220_ALERT_2_B Large Non-Solvent C Ueq(max)/Ueq(min) ... 4.18 Ratio
Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR) is > 1.10 Tmin and Tmax reported: 0.516 0.626 Tmin and Tmax expected: 0.404 0.626 RR = 1.277 Please check that your absorption correction is appropriate. PLAT060_ALERT_3_C Ratio Tmax/Tmin (Exp-to-Rep) (too) Large ....... 1.27 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C11
1 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 3 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 4 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: KappaCCD Server Software (Nonius, 1997); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN; program(s) used to solve structure: DIRDIF99 (Beurskens et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996); software used to prepare material for publication: SHELXL97 and WinGX (Farrugia, 1999).

catena-Poly[[di-n-butyltin(IV)]-µ-trifluoromethanesulfonato- [[di-n-butyl(trifluoromethanesulfonato)tin(IV)]-di-µ-hydroxo]] top
Crystal data top
[Sn2(CF3O3S)2(C4H9)4(OH)2]Z = 2
Mr = 797.98F(000) = 792
Triclinic, P1Dx = 1.763 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.8810 (4) ÅCell parameters from 3814 reflections
b = 11.9158 (5) Åθ = 1–27.5°
c = 13.4110 (5) ŵ = 1.87 mm1
α = 85.212 (2)°T = 115 K
β = 80.197 (2)°Flat, colourless
γ = 75.255 (2)°0.5 × 0.45 × 0.25 mm
V = 1503.38 (10) Å3
Data collection top
Nonius KappaCCD area-detector
diffractometer
6711 independent reflections
Radiation source: fine-focus sealed tube5992 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.049
φ scans (κ = 0) + additional ω scansθmax = 27.7°, θmin = 2.4°
Absorption correction: multi-scan
(Blessing, 1995)
h = 1212
Tmin = 0.516, Tmax = 0.626k = 1415
25813 measured reflectionsl = 1717
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.035 w = 1/[σ2(Fo2) + (0.0418P)2 + 2.5733P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.087(Δ/σ)max = 0.002
S = 1.11Δρmax = 1.05 e Å3
6711 reflectionsΔρmin = 0.89 e Å3
325 parameters
Special details top

Experimental. Spectroscopic analysis: 119Sn{1H} NMR (CDCl3, 253 K, 111.910 MHz, δ, p.p.m., Me4Sn): -119; 13C{1H} (CDCl3, 253 K, 75.46 MHz, 13CDCl3 = 77.00, p.p.m., δ, Me4Si): butyl Cα 30.86 [1J(13C,117Sn) = 592 Hz, 1J(13C, 119Sn) = 608 Hz], Cβ 26.88, Cγ 26.69, Cδ 13.68, isopropoxy Cβ' 68.59, Cγ' 25.25; 1H NMR (CDCl3, 300 K, 300.13 MHz, CHCl3 = 7.24, δ, p.p.m., Me4Si): 4.41 [sept., 3J(H,H) = 6.4 Hz, 1H], 1.9–0.8 (24H).

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
xyzUiso*/Ueq
C10.7800 (3)0.3093 (3)0.4850 (2)0.0194 (6)
H1A0.70870.2660.48650.023*
H1B0.84820.28930.42420.023*
C20.8559 (3)0.2677 (3)0.5758 (2)0.0224 (6)
H2A0.78980.28730.63780.027*
H2B0.93140.30660.57390.027*
C30.9177 (4)0.1366 (3)0.5755 (3)0.0312 (7)
H3A0.84210.09850.57440.037*
H3B0.98550.11790.51420.037*
C40.9905 (5)0.0894 (4)0.6668 (3)0.0462 (10)
H4A1.02730.00690.66270.069*
H4B0.92350.1060.72770.069*
H4C1.06680.12540.66760.069*
C50.7062 (3)0.6467 (3)0.3945 (2)0.0213 (6)
H5A0.78720.66650.41390.026*
H5B0.72640.6350.32230.026*
C60.5766 (4)0.7482 (3)0.4162 (3)0.0275 (7)
H6A0.4970.73070.39280.033*
H6B0.55270.75690.48880.033*
C70.5998 (5)0.8625 (4)0.3656 (5)0.0537 (13)
H7A0.63650.85110.29430.064*
H7B0.67010.88590.3960.064*
C80.4633 (5)0.9595 (4)0.3756 (5)0.0673 (17)
H8A0.48291.02980.34320.101*
H8B0.42720.97180.4460.101*
H8C0.39420.93770.34390.101*
C90.6910 (3)0.6009 (3)0.9597 (2)0.0221 (6)
H9A0.72180.66830.92810.026*
H9B0.62610.58440.91940.026*
C100.6106 (4)0.6322 (4)1.0639 (3)0.0371 (9)
H10A0.67690.63981.10710.045*
H10B0.56840.56921.09250.045*
C110.4954 (4)0.7434 (3)1.0645 (3)0.0334 (8)
H11A0.53830.8081.04350.04*
H11B0.43470.73951.01580.04*
C120.4068 (6)0.7652 (6)1.1671 (4)0.081 (2)
H12A0.33560.83671.1640.121*
H12B0.46620.77031.21540.121*
H12C0.36210.70241.18740.121*
C130.9660 (4)0.2888 (3)0.9023 (2)0.0260 (7)
H13A0.89280.25080.89420.031*
H13B1.02330.29420.83660.031*
C141.0591 (4)0.2154 (3)0.9758 (3)0.0348 (8)
H14A1.12880.2560.98620.042*
H14B1.00030.20831.04060.042*
C151.1349 (5)0.0962 (4)0.9417 (3)0.0475 (11)
H15A1.19870.10250.87920.057*
H15B1.06630.05630.9280.057*
C161.2189 (6)0.0251 (4)1.0203 (4)0.0567 (13)
H16A1.26510.05070.99560.085*
H16B1.1560.01771.08210.085*
H16C1.28870.06321.03270.085*
C170.8180 (4)0.7155 (3)0.6810 (3)0.0262 (7)
C180.7078 (4)0.1989 (3)1.2244 (3)0.0321 (8)
F10.6873 (2)0.74646 (17)0.73081 (17)0.0343 (5)
F20.8221 (3)0.77319 (19)0.59184 (18)0.0427 (6)
F30.9036 (3)0.7480 (2)0.7330 (2)0.0469 (6)
F40.8430 (3)0.1443 (2)1.2025 (2)0.0494 (6)
F50.6665 (3)0.1817 (2)1.32322 (16)0.0449 (6)
F60.6334 (3)0.15009 (19)1.17483 (17)0.0428 (6)
O10.7665 (2)0.5396 (2)0.61023 (18)0.0246 (5)
O21.0128 (2)0.5417 (2)0.6059 (2)0.0316 (5)
O30.8669 (3)0.5081 (2)0.76475 (18)0.0329 (6)
O40.7695 (2)0.3941 (2)1.24691 (17)0.0236 (5)
O50.5300 (2)0.3987 (2)1.22098 (17)0.0265 (5)
O60.7258 (2)0.35436 (19)1.08126 (16)0.0225 (5)
O70.4937 (2)0.47742 (19)0.41487 (16)0.0204 (4)
H70.49620.45770.34960.024*
O80.9562 (2)0.46672 (19)1.08431 (15)0.0199 (4)
H80.91340.44571.14910.024*
S10.87433 (8)0.55903 (6)0.66339 (5)0.01840 (15)
S20.67956 (8)0.35366 (7)1.19072 (5)0.01948 (15)
Sn10.67972 (2)0.489075 (17)0.472346 (14)0.01695 (7)
Sn20.87018 (2)0.457802 (17)0.953767 (14)0.01747 (7)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0173 (14)0.0180 (14)0.0213 (14)0.0013 (11)0.0023 (11)0.0026 (11)
C20.0209 (15)0.0230 (15)0.0204 (15)0.0001 (12)0.0049 (12)0.0021 (12)
C30.0333 (19)0.0238 (16)0.0353 (19)0.0051 (14)0.0077 (15)0.0050 (14)
C40.049 (3)0.038 (2)0.044 (2)0.0058 (19)0.0161 (19)0.0116 (18)
C50.0213 (15)0.0217 (14)0.0230 (15)0.0106 (12)0.0043 (12)0.0060 (12)
C60.0218 (16)0.0244 (16)0.0353 (18)0.0064 (13)0.0032 (13)0.0046 (13)
C70.031 (2)0.031 (2)0.093 (4)0.0081 (17)0.000 (2)0.018 (2)
C80.042 (3)0.028 (2)0.125 (5)0.0062 (19)0.009 (3)0.024 (3)
C90.0190 (15)0.0213 (15)0.0227 (15)0.0020 (12)0.0057 (12)0.0005 (12)
C100.033 (2)0.042 (2)0.0228 (17)0.0124 (16)0.0007 (14)0.0015 (15)
C110.0311 (19)0.0365 (19)0.0270 (18)0.0038 (15)0.0050 (14)0.0053 (14)
C120.065 (4)0.099 (5)0.037 (3)0.046 (3)0.004 (2)0.003 (3)
C130.0337 (18)0.0227 (15)0.0204 (15)0.0059 (13)0.0001 (13)0.0048 (12)
C140.038 (2)0.0266 (17)0.038 (2)0.0007 (15)0.0088 (16)0.0056 (15)
C150.064 (3)0.033 (2)0.033 (2)0.0097 (19)0.0060 (19)0.0016 (16)
C160.067 (3)0.037 (2)0.052 (3)0.013 (2)0.012 (2)0.003 (2)
C170.0221 (16)0.0273 (16)0.0290 (17)0.0065 (13)0.0015 (13)0.0036 (13)
C180.043 (2)0.0304 (18)0.0255 (17)0.0144 (16)0.0063 (15)0.0013 (14)
F10.0260 (11)0.0275 (10)0.0424 (12)0.0006 (8)0.0053 (9)0.0058 (9)
F20.0563 (15)0.0269 (11)0.0381 (12)0.0094 (10)0.0058 (11)0.0077 (9)
F30.0400 (13)0.0385 (13)0.0693 (17)0.0112 (10)0.0161 (12)0.0233 (12)
F40.0486 (15)0.0312 (12)0.0600 (16)0.0016 (11)0.0079 (12)0.0098 (11)
F50.0811 (18)0.0398 (12)0.0229 (10)0.0342 (12)0.0082 (11)0.0085 (9)
F60.0711 (17)0.0351 (12)0.0329 (12)0.0291 (12)0.0128 (11)0.0016 (9)
O10.0192 (11)0.0302 (12)0.0270 (12)0.0060 (9)0.0086 (9)0.0055 (9)
O20.0173 (12)0.0360 (13)0.0408 (14)0.0062 (10)0.0017 (10)0.0109 (11)
O30.0471 (15)0.0280 (13)0.0210 (12)0.0012 (11)0.0107 (10)0.0010 (9)
O40.0231 (12)0.0305 (12)0.0202 (11)0.0110 (9)0.0055 (9)0.0001 (9)
O50.0206 (12)0.0380 (13)0.0222 (11)0.0093 (10)0.0026 (9)0.0042 (10)
O60.0253 (12)0.0260 (11)0.0164 (10)0.0081 (9)0.0013 (9)0.0011 (8)
O70.0149 (10)0.0300 (11)0.0159 (10)0.0043 (9)0.0024 (8)0.0035 (8)
O80.0182 (10)0.0303 (11)0.0130 (10)0.0100 (9)0.0023 (8)0.0007 (8)
S10.0168 (4)0.0210 (3)0.0176 (3)0.0030 (3)0.0049 (3)0.0028 (3)
S20.0206 (4)0.0238 (4)0.0154 (3)0.0084 (3)0.0024 (3)0.0002 (3)
Sn10.01440 (11)0.01886 (11)0.01690 (11)0.00281 (8)0.00293 (8)0.00031 (7)
Sn20.01681 (12)0.01996 (11)0.01544 (11)0.00372 (8)0.00266 (8)0.00172 (7)
Geometric parameters (Å, º) top
Sn1—C12.125 (3)C9—H9B0.97
Sn1—C52.125 (3)C10—C111.511 (5)
Sn1—O12.347 (2)C10—H10A0.97
Sn1—O2i2.980 (2)C10—H10B0.97
Sn1—O4ii3.218 (2)C11—C121.504 (6)
Sn1—O72.150 (2)C11—H11A0.97
Sn1—O7iii2.062 (2)C11—H11B0.97
Sn2—C92.118 (3)C12—H12A0.96
Sn2—C132.113 (3)C12—H12B0.96
Sn2—O32.559 (2)C12—H12C0.96
Sn2—O62.488 (2)C13—C141.530 (5)
Sn2—O82.094 (2)C13—H13A0.97
Sn2—O8iv2.103 (2)C13—H13B0.97
C1—C21.521 (4)C14—C151.495 (5)
C1—H1A0.97C14—H14A0.97
C1—H1B0.97C14—H14B0.97
C2—C31.525 (4)C15—C161.519 (6)
C2—H2A0.97C15—H15A0.97
C2—H2B0.97C15—H15B0.97
C3—C41.520 (5)C16—H16A0.96
C3—H3A0.97C16—H16B0.96
C3—H3B0.97C16—H16C0.96
C4—H4A0.96C17—F11.325 (4)
C4—H4B0.96C17—F21.329 (4)
C4—H4C0.96C17—F31.329 (4)
C5—C61.526 (5)C17—S11.828 (3)
C5—H5A0.97C18—F41.323 (5)
C5—H5B0.97C18—F61.329 (4)
C6—C71.523 (5)C18—F51.334 (4)
C6—H6A0.97C18—S21.823 (4)
C6—H6B0.97O1—S11.452 (2)
C7—C81.531 (6)O2—S11.426 (2)
C7—H7A0.97O3—S11.440 (2)
C7—H7B0.97O4—S21.448 (2)
C8—H8A0.96O5—S21.437 (2)
C8—H8B0.96O6—S21.461 (2)
C8—H8C0.96O7—H70.9194
C9—C101.511 (5)O8—H80.9427
C9—H9A0.97
Sn1iii—O7—Sn1109.92 (9)C7—C8—H8C109.5
Sn2—O8—Sn2iv109.44 (9)H8A—C8—H8C109.5
C1—Sn1—C5142.15 (12)H8B—C8—H8C109.5
C1—Sn1—O194.92 (10)C10—C9—Sn2116.2 (2)
C1—Sn1—O2i71.90 (10)C10—C9—H9A108.2
C1—Sn1—O4ii72.48 (9)Sn2—C9—H9A108.2
C1—Sn1—O799.26 (10)C10—C9—H9B108.2
C1—Sn1—O7iii107.57 (10)Sn2—C9—H9B108.2
C5—Sn1—O189.47 (10)H9A—C9—H9B107.4
C5—Sn1—O2i72.44 (10)C9—C10—C11113.6 (3)
C5—Sn1—O4ii82.08 (10)C9—C10—H10A108.8
C5—Sn1—O798.14 (10)C11—C10—H10A108.8
C5—Sn1—O7iii110.04 (10)C9—C10—H10B108.8
O1—Sn1—O2i77.40 (7)C11—C10—H10B108.8
O1—Sn1—O4ii144.03 (7)H10A—C10—H10B107.7
O1—Sn1—O7145.31 (8)C12—C11—C10112.4 (3)
O1—Sn1—O7iii75.56 (8)C12—C11—H11A109.1
O2i—Sn1—O4ii66.71 (6)C10—C11—H11A109.1
O2i—Sn1—O7137.15 (7)C12—C11—H11B109.1
O2i—Sn1—O7iii152.81 (8)C10—C11—H11B109.1
O4ii—Sn1—O770.65 (7)H11A—C11—H11B107.9
O4ii—Sn1—O7iii140.08 (7)C11—C12—H12A109.5
O7—Sn1—O7iii70.03 (9)C11—C12—H12B109.5
C9—Sn2—C13146.51 (13)H12A—C12—H12B109.5
C9—Sn2—O379.34 (10)C11—C12—H12C109.5
C9—Sn2—O687.83 (10)H12A—C12—H12C109.5
C9—Sn2—O8104.80 (10)H12B—C12—H12C109.5
C9—Sn2—O8iv104.29 (11)C14—C13—Sn2111.9 (2)
C13—Sn2—O382.93 (10)C14—C13—H13A109.2
C13—Sn2—O683.39 (10)Sn2—C13—H13A109.2
C13—Sn2—O8105.06 (11)C14—C13—H13B109.2
C13—Sn2—O8iv99.62 (11)Sn2—C13—H13B109.2
O6—Sn2—O3132.29 (8)H13A—C13—H13B107.9
O6—Sn2—O878.84 (8)C15—C14—C13114.6 (3)
O6—Sn2—O8iv149.08 (8)C15—C14—H14A108.6
O8—Sn2—O3148.86 (9)C13—C14—H14A108.6
O8—Sn2—O8iv70.63 (9)C15—C14—H14B108.6
O8iv—Sn2—O378.40 (8)C13—C14—H14B108.6
C2—C1—Sn1117.3 (2)H14A—C14—H14B107.6
C2—C1—H1A108C14—C15—C16112.2 (4)
Sn1—C1—H1A108C14—C15—H15A109.2
C2—C1—H1B108C16—C15—H15A109.2
Sn1—C1—H1B108C14—C15—H15B109.2
H1A—C1—H1B107.2C16—C15—H15B109.2
C1—C2—C3110.7 (3)H15A—C15—H15B107.9
C1—C2—H2A109.5C15—C16—H16A109.5
C3—C2—H2A109.5C15—C16—H16B109.5
C1—C2—H2B109.5H16A—C16—H16B109.5
C3—C2—H2B109.5C15—C16—H16C109.5
H2A—C2—H2B108.1H16A—C16—H16C109.5
C4—C3—C2113.0 (3)H16B—C16—H16C109.5
C4—C3—H3A109F1—C17—F2108.2 (3)
C2—C3—H3A109F1—C17—F3108.1 (3)
C4—C3—H3B109F2—C17—F3108.1 (3)
C2—C3—H3B109F1—C17—S1111.7 (2)
H3A—C3—H3B107.8F2—C17—S1110.3 (2)
C3—C4—H4A109.5F3—C17—S1110.4 (2)
C3—C4—H4B109.5F4—C18—F6108.2 (3)
H4A—C4—H4B109.5F4—C18—F5108.1 (3)
C3—C4—H4C109.5F6—C18—F5107.6 (3)
H4A—C4—H4C109.5F4—C18—S2111.3 (3)
H4B—C4—H4C109.5F6—C18—S2110.9 (3)
C6—C5—Sn1113.3 (2)F5—C18—S2110.7 (3)
C6—C5—H5A108.9S1—O1—Sn1155.34 (15)
Sn1—C5—H5A108.9S1—O3—Sn2167.20 (16)
C6—C5—H5B108.9S2—O6—Sn2137.42 (13)
Sn1—C5—H5B108.9Sn1iii—O7—H7127.4
H5A—C5—H5B107.7Sn1—O7—H7122.6
C7—C6—C5113.0 (3)Sn2—O8—H8121.7
C7—C6—H6A109Sn2iv—O8—H8128.5
C5—C6—H6A109O2—S1—O3115.67 (16)
C7—C6—H6B109O2—S1—O1115.25 (15)
C5—C6—H6B109O3—S1—O1112.79 (16)
H6A—C6—H6B107.8O2—S1—C17104.34 (15)
C6—C7—C8112.3 (4)O3—S1—C17104.31 (15)
C6—C7—H7A109.1O1—S1—C17102.42 (15)
C8—C7—H7A109.1O5—S2—O4115.22 (14)
C6—C7—H7B109.1O5—S2—O6114.55 (14)
C8—C7—H7B109.1O4—S2—O6113.96 (13)
H7A—C7—H7B107.9O5—S2—C18103.77 (17)
C7—C8—H8A109.5O4—S2—C18104.89 (16)
C7—C8—H8B109.5O6—S2—C18102.40 (15)
H8A—C8—H8B109.5
Symmetry codes: (i) x+2, y+1, z+1; (ii) x, y, z1; (iii) x+1, y+1, z+1; (iv) x+2, y+1, z+2.
 

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