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The six-coordinate Sn atom in bis­(diiso­propyl­ammonium) di­methyl­dioxalatostannate, [(C3H7)2NH2]2+ [(CH3)2Sn(O2CCO2)]2-, exists in a cis-C2SnO4 coordination sphere [Sn-C 2.127 (5) Å; C-Sn-C 109.2 (3)°]. The anion lies on a special position of 2 symmetry. The ammonium cations and the stannate anions are linked by hydrogen bonds into a linear chain.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803019251/bt6338sup1.cif
Contains datablocks I, tin1

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536803019251/bt6338Isup2.hkl
Contains datablock I

CCDC reference: 225659

Key indicators

  • Single-crystal X-ray study
  • T = 298 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.041
  • wR factor = 0.098
  • Data-to-parameter ratio = 16.8

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 2.00 Ratio PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT223_ALERT_4_C Large Solvent/Anion H Ueq(max)/Ueq(min) ... 3.18 Ratio PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... Sn1 PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors .... C7 PLAT369_ALERT_2_C Long C(sp2)-C(sp2) Bond C2 - C3 = 1.55 Ang. PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 1 C6 H16 N
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 10 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 3 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 0 ALERT type 3 Indicator that the structure quality may be low 5 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

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(diisopropylammonium) dimethyldioxalatostannate top
Crystal data top
[Sn(C6H8O8)2]2C6H16NF(000) = 1096
Mr = 529.19Dx = 1.387 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
a = 16.4714 (8) ÅCell parameters from 5928 reflections
b = 14.0769 (7) Åθ = 2.5–27.6°
c = 11.0443 (5) ŵ = 1.05 mm1
β = 98.128 (1)°T = 298 K
V = 2535.1 (2) Å3Parallelelpiped, colorless
Z = 40.47 × 0.40 × 0.09 mm
Data collection top
Bruker APEX area-detector
diffractometer
2234 independent reflections
Radiation source: fine-focus sealed tube2062 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.036
φ and ω scanθmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1919
Tmin = 0.652, Tmax = 0.910k = 1616
8978 measured reflectionsl = 1313
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)] = 0.041Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.098H-atom parameters constrained
S = 1.08 w = 1/[σ2(Fo2) + (0.0578P)2]
where P = (Fo2 + 2Fc2)/3
2234 reflections(Δ/σ)max = 0.001
133 parametersΔρmax = 0.83 e Å3
0 restraintsΔρmin = 0.45 e Å3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn10.50000.34503 (2)0.75000.0463 (2)
O10.5191 (1)0.2258 (2)0.8775 (2)0.0516 (6)
O20.4604 (2)0.1542 (2)1.0228 (3)0.0610 (8)
O30.3817 (2)0.3179 (2)0.8008 (2)0.0543 (7)
O40.3138 (2)0.2304 (2)0.9185 (2)0.0637 (8)
N10.3279 (2)0.1588 (2)1.1708 (3)0.0454 (7)
C10.5566 (3)0.4325 (4)0.8948 (5)0.087 (2)
C20.4591 (2)0.2054 (3)0.9334 (3)0.044 (1)
C30.3770 (2)0.2537 (3)0.8811 (3)0.045 (1)
C40.3674 (2)0.2136 (3)1.2792 (3)0.056 (1)
C50.3824 (3)0.3126 (4)1.2363 (5)0.083 (2)
C60.3132 (3)0.2153 (4)1.3799 (4)0.084 (2)
C70.3056 (3)0.0568 (3)1.1890 (4)0.063 (1)
C80.3812 (4)0.0006 (4)1.2341 (7)0.114 (2)
C90.2604 (3)0.0212 (3)1.0694 (5)0.092 (2)
H1n10.36200.16041.11380.054*
H1n20.28190.18981.13950.054*
H1a0.54220.49760.87750.130*
H1b0.61510.42540.90240.130*
H1C0.53820.41390.97000.130*
H40.42000.18411.31070.069*
H5a0.39030.35481.30520.125*
H5b0.33600.33331.17990.125*
H5c0.43050.31301.19630.125*
H6a0.34020.25011.44880.126*
H6b0.30330.15141.40440.126*
H6c0.26200.24541.35000.126*
H70.26840.05421.25080.076*
H8a0.36570.05721.27350.172*
H8b0.41740.03651.29140.172*
H8c0.40870.01751.16610.172*
H9a0.22820.03331.08410.137*
H9b0.29930.00381.01610.137*
H9c0.22510.07031.03170.137*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.0382 (2)0.0567 (3)0.0465 (2)0.0000.0146 (2)0.000
O10.033 (1)0.072 (2)0.051 (2)0.010 (1)0.011 (1)0.009 (1)
O20.049 (2)0.080 (2)0.054 (2)0.007 (1)0.006 (1)0.020 (1)
O30.035 (1)0.075 (2)0.055 (2)0.012 (1)0.014 (1)0.019 (1)
O40.035 (1)0.101 (2)0.058 (2)0.005 (1)0.014 (1)0.024 (2)
N10.037 (2)0.057 (2)0.042 (2)0.000 (1)0.007 (1)0.010 (1)
C10.098 (4)0.083 (4)0.083 (3)0.016 (3)0.025 (3)0.038 (3)
C20.038 (2)0.055 (2)0.039 (2)0.000 (2)0.004 (2)0.001 (2)
C30.034 (2)0.065 (2)0.038 (2)0.005 (2)0.007 (1)0.000 (2)
C40.041 (2)0.081 (3)0.048 (2)0.005 (2)0.005 (2)0.001 (2)
C50.079 (3)0.085 (3)0.085 (3)0.035 (3)0.012 (3)0.016 (3)
C60.084 (3)0.122 (5)0.047 (2)0.021 (3)0.014 (2)0.009 (3)
C70.061 (3)0.058 (3)0.072 (3)0.006 (2)0.016 (2)0.017 (2)
C80.114 (5)0.079 (4)0.148 (6)0.021 (3)0.011 (4)0.043 (4)
C90.110 (4)0.061 (3)0.103 (4)0.022 (3)0.014 (3)0.014 (3)
Geometric parameters (Å, º) top
Sn1—C12.127 (5)N1—H1n20.90
Sn1—C1i2.127 (5)C1—H1a0.96
Sn1—O32.138 (2)C1—H1b0.96
Sn1—O3i2.138 (2)C1—H1c0.96
Sn1—O12.185 (3)C4—H40.98
Sn1—O1i2.185 (3)C5—H5a0.96
O1—C21.269 (4)C5—H5b0.96
O2—C21.220 (4)C5—H5c0.96
O3—C31.276 (4)C6—H6a0.96
O4—C31.218 (4)C6—H6b0.96
N1—C41.494 (5)C6—H6c0.96
N1—C71.503 (5)C7—H70.98
C2—C31.551 (5)C8—H8a0.96
C4—C51.504 (6)C8—H8b0.96
C4—C61.521 (6)C8—H8c0.96
C7—C91.508 (6)C9—H9a0.96
C7—C81.509 (7)C9—H9b0.96
N1—H1n10.90C9—H9c0.96
C1—Sn1—C1i109.2 (3)Sn1—C1—H1b109.5
C1—Sn1—O187.3 (2)H1a—C1—H1b109.5
C1—Sn1—O1i159.6 (2)Sn1—C1—H1c109.5
C1—Sn1—O3103.0 (2)H1a—C1—H1c109.5
C1—Sn1—O3i89.0 (2)H1b—C1—H1c109.5
C1i—Sn1—O1159.6 (2)N1—C4—H4109.2
C1i—Sn1—O389.0 (2)C5—C4—H4109.2
C1i—Sn1—O1i87.3 (2)C6—C4—H4109.2
C1i—Sn1—O3i103.0 (2)C4—C5—H5a109.5
O1—Sn1—O1i79.6 (1)C4—C5—H5b109.5
O1—Sn1—O375.3 (1)H5a—C5—H5b109.5
O1—Sn1—O3i88.8 (1)C4—C5—H5c109.5
O1i—Sn1—O388.8 (1)H5a—C5—H5c109.5
O1i—Sn1—O3i75.3 (1)H5b—C5—H5c109.5
O3—Sn1—O3i159.4 (2)C4—C6—H6a109.5
C2—O1—Sn1115.9 (2)C4—C6—H6b109.5
C3—O3—Sn1117.1 (2)H6a—C6—H6b109.5
C4—N1—C7118.2 (3)C4—C6—H6c109.5
O2—C2—O1127.0 (3)H6a—C6—H6c109.5
O2—C2—C3118.3 (3)H6b—C6—H6c109.5
O1—C2—C3114.7 (3)N1—C7—H7108.6
O4—C3—O3124.4 (3)C9—C7—H7108.6
O4—C3—C2119.9 (3)C8—C7—H7108.6
O3—C3—C2115.7 (3)C7—C8—H8a109.5
N1—C4—C5107.3 (3)C7—C8—H8b109.5
N1—C4—C6111.1 (3)H8a—C8—H8b109.5
C5—C4—C6110.9 (4)C7—C8—H8c109.5
N1—C7—C9107.5 (3)H8a—C8—H8c109.5
N1—C7—C8110.5 (4)H8b—C8—H8c109.5
C9—C7—C8113.2 (5)C7—C9—H9a109.5
C4—N1—H1n1107.8C7—C9—H9b109.5
C7—N1—H1n1107.8H9a—C9—H9b109.5
C4—N1—H1n2107.8C7—C9—H9c109.5
C7—N1—H1n2107.8H9a—C9—H9c109.5
H1n1—N1—H1n2107.1H9b—C9—H9c109.5
Sn1—C1—H1a109.5
C1—Sn1—O1—C294.8 (3)Sn1—O1—C2—C312.8 (4)
C1i—Sn1—O1—C250.1 (5)Sn1—O3—C3—O4179.6 (3)
O3—Sn1—O1—C29.4 (2)Sn1—O3—C3—C21.4 (4)
O3i—Sn1—O1—C2176.2 (2)O2—C2—C3—O49.9 (5)
O1i—Sn1—O1—C2100.9 (3)O1—C2—C3—O4171.3 (3)
C1—Sn1—O3—C379.9 (3)O2—C2—C3—O3169.2 (3)
C1i—Sn1—O3—C3170.6 (3)O1—C2—C3—O39.7 (5)
O3i—Sn1—O3—C344.3 (3)C7—N1—C4—C5179.5 (4)
O1—Sn1—O3—C33.7 (3)C7—N1—C4—C658.1 (5)
O1i—Sn1—O3—C383.3 (3)C4—N1—C7—C9175.0 (4)
Sn1—O1—C2—O2166.0 (3)C4—N1—C7—C861.2 (5)
Symmetry code: (i) x+1, y, z+3/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1n1···O20.902.032.906 (4)165
N1—H1n1···O40.902.402.941 (4)119
N1—H1n2···O4ii0.901.972.864 (4)174
Symmetry code: (ii) x+1/2, y+1/2, z+2.
 

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