The title compound, [Sn4(CH3)8(C6H5N2O2)4O2]·6H2O, is a hydrated cluster containing four Sn atoms, built up by inversion symmetry around the central Sn2O2 ring. The Sn-atom coordination geometry might be regarded as very distorted SnO3C2 trigonal–bipyramidal or possibly as grossly distorted SnO3C2N octahedral. All the cluster non-H atoms, with the exception of the Sn-bonded methyl groups, lie on a mirror plane. Two of the water-molecule O atoms have m site symmetry; the other occupies a twofold rotation axis.
Supporting information
CCDC reference: 647141
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.011 Å
- R factor = 0.030
- wR factor = 0.079
- Data-to-parameter ratio = 14.4
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT415_ALERT_2_A Short Inter D-H..H-X H3 .. H4 .. 1.60 Ang.
| Author Response: The water molecule H atoms are disordered, as
described in the text. This short contact is thus an artefact of
the H-atom disorder.
|
PLAT415_ALERT_2_A Short Inter D-H..H-X H3 .. H4 .. 1.60 Ang.
| Author Response: The water molecule H atoms are disordered, as
described in the text. This short contact is thus an artefact of
the H-atom disorder.
|
PLAT780_ALERT_1_A Coordinates do not Form a Properly Connected Set ?
| Author Response: This seems to be a false alarm or an artefact of the H atom
disorder?
|
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.89
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for N2
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C4
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.12
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 11
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C6
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C12
Alert level G
ABSTM02_ALERT_3_G When printed, the submitted absorption T values will be
replaced by the scaled T values. Since the ratio of scaled T's
is identical to the ratio of reported T values, the scaling
does not imply a change to the absorption corrections used in
the study.
Ratio of Tmax expected/reported 0.895
Tmax scaled 0.447 Tmin scaled 0.390
3 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
8 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
5 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
3 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
Octamethyl-1
κ2C,2
κ2C,3
κ2C,4
κ2C-
di-µ
2-2-methylpyrazine-5-carboxylato-1:2
κ2O:
O;3:4
κ2O:
O-bis(2-methylpyrazine-5-carboxylato)-1
κO,4
κO-di-µ
3-oxido-1:2:3
κ3O:
O:
O;2:3:4
κ3O:
O:
O-tetratin(IV) hexahydrate
top
Crystal data top
[Sn4O2(CH3)8(C6H5N2O2)4]·6H2O | F(000) = 1264 |
Mr = 1283.61 | Dx = 1.768 Mg m−3 |
Monoclinic, C2/m | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2y | Cell parameters from 3146 reflections |
a = 23.735 (6) Å | θ = 2.5–23.4° |
b = 7.543 (2) Å | µ = 2.12 mm−1 |
c = 16.468 (4) Å | T = 298 K |
β = 125.137 (2)° | Block, colourless |
V = 2411.1 (11) Å3 | 0.47 × 0.43 × 0.38 mm |
Z = 2 | |
Data collection top
Bruker SMART 1000 CCD diffractometer | 2541 independent reflections |
Radiation source: fine-focus sealed tube | 1920 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.053 |
ω scans | θmax = 26.0°, θmin = 1.7° |
Absorption correction: multi-scan (SADABS; Bruker, 1998) | h = −29→28 |
Tmin = 0.436, Tmax = 0.500 | k = −9→9 |
6744 measured reflections | l = −17→20 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.030 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.079 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0165P)2 + 4.5809P] where P = (Fo2 + 2Fc2)/3 |
2541 reflections | (Δ/σ)max = 0.001 |
176 parameters | Δρmax = 1.01 e Å−3 |
0 restraints | Δρmin = −0.64 e Å−3 |
Special details top
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 | x | y | z | Uiso*/Ueq | Occ. (<1) |
Sn1 | 0.44627 (2) | 0.0000 | 0.26534 (3) | 0.03740 (14) | |
Sn2 | 0.420929 (19) | 0.0000 | 0.47260 (3) | 0.03460 (14) | |
O1 | 0.3477 (2) | 0.0000 | 0.2413 (3) | 0.0463 (11) | |
O2 | 0.2334 (2) | 0.0000 | 0.1516 (4) | 0.082 (2) | |
O3 | 0.4180 (2) | 0.0000 | 0.6105 (3) | 0.0460 (11) | |
O4 | 0.3688 (3) | 0.0000 | 0.6914 (4) | 0.082 (2) | |
O5 | 0.47866 (18) | 0.0000 | 0.4088 (3) | 0.0376 (10) | |
N1 | 0.3466 (2) | 0.0000 | 0.0782 (4) | 0.0448 (14) | |
N2 | 0.2244 (3) | 0.0000 | −0.1107 (4) | 0.076 (2) | |
N3 | 0.2938 (3) | 0.0000 | 0.4355 (4) | 0.0500 (15) | |
N4 | 0.1742 (3) | 0.0000 | 0.4276 (4) | 0.0670 (19) | |
C1 | 0.2878 (4) | 0.0000 | 0.1589 (5) | 0.0533 (18) | |
C2 | 0.2855 (3) | 0.0000 | 0.0653 (5) | 0.0447 (16) | |
C3 | 0.2251 (3) | 0.0000 | −0.0288 (5) | 0.063 (2) | |
H3A | 0.1834 | 0.0000 | −0.0356 | 0.075* | |
C4 | 0.2850 (4) | 0.0000 | −0.0985 (5) | 0.061 (2) | |
C5 | 0.3455 (4) | 0.0000 | −0.0041 (5) | 0.063 (2) | |
H5A | 0.3872 | 0.0000 | 0.0027 | 0.076* | |
C6 | 0.2847 (4) | 0.0000 | −0.1890 (6) | 0.099 (4) | |
H6A | 0.2379 | 0.0000 | −0.2468 | 0.149* | |
H6B | 0.3079 | −0.1039 | −0.1894 | 0.149* | |
C7 | 0.3657 (3) | 0.0000 | 0.6137 (5) | 0.0488 (17) | |
C8 | 0.2962 (3) | 0.0000 | 0.5181 (4) | 0.0391 (15) | |
C9 | 0.2357 (3) | 0.0000 | 0.5119 (5) | 0.058 (2) | |
H9A | 0.2387 | 0.0000 | 0.5707 | 0.069* | |
C10 | 0.1715 (3) | 0.0000 | 0.3440 (5) | 0.0545 (19) | |
C11 | 0.2320 (3) | 0.0000 | 0.3500 (5) | 0.055 (2) | |
H11A | 0.2293 | 0.0000 | 0.2913 | 0.066* | |
C12 | 0.1027 (4) | 0.0000 | 0.2464 (6) | 0.087 (3) | |
H12A | 0.0670 | 0.0000 | 0.2571 | 0.130* | |
H12B | 0.0984 | −0.1039 | 0.2095 | 0.130* | |
C13 | 0.4566 (3) | 0.2666 (7) | 0.2408 (4) | 0.0597 (14) | |
H13A | 0.4163 | 0.3308 | 0.2239 | 0.090* | |
H13B | 0.4618 | 0.2752 | 0.1873 | 0.090* | |
H13C | 0.4964 | 0.3160 | 0.2999 | 0.090* | |
C14 | 0.3927 (2) | 0.2678 (6) | 0.4373 (4) | 0.0555 (13) | |
H14A | 0.4312 | 0.3347 | 0.4494 | 0.083* | |
H14B | 0.3789 | 0.3133 | 0.4778 | 0.083* | |
H14C | 0.3550 | 0.2777 | 0.3685 | 0.083* | |
O6 | 0.4854 (3) | 0.0000 | 0.8706 (4) | 0.095 (2) | |
H1 | 0.4437 | 0.0000 | 0.8092 | 0.114* | |
H2 | 0.4905 | −0.0844 | 0.9130 | 0.114* | 0.50 |
O7 | 0.0908 (3) | 0.0000 | 0.0081 (4) | 0.103 (2) | |
H3 | 0.1368 | 0.0000 | 0.0541 | 0.123* | |
H4 | 0.0613 | −0.0792 | 0.0052 | 0.123* | 0.50 |
O8 | 0.5000 | 0.7432 (9) | 0.0000 | 0.099 (2) | |
H5 | 0.4948 | 0.8276 | −0.0424 | 0.119* | 0.50 |
H6 | 0.5296 | 0.6642 | 0.0029 | 0.119* | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sn1 | 0.0383 (2) | 0.0389 (3) | 0.0346 (3) | 0.000 | 0.0207 (2) | 0.000 |
Sn2 | 0.0279 (2) | 0.0357 (3) | 0.0350 (2) | 0.000 | 0.01513 (19) | 0.000 |
O1 | 0.035 (2) | 0.071 (3) | 0.033 (2) | 0.000 | 0.019 (2) | 0.000 |
O2 | 0.038 (3) | 0.163 (7) | 0.044 (3) | 0.000 | 0.024 (2) | 0.000 |
O3 | 0.032 (2) | 0.068 (3) | 0.031 (2) | 0.000 | 0.0148 (19) | 0.000 |
O4 | 0.058 (3) | 0.155 (6) | 0.034 (3) | 0.000 | 0.027 (3) | 0.000 |
O5 | 0.028 (2) | 0.048 (3) | 0.029 (2) | 0.000 | 0.0121 (18) | 0.000 |
N1 | 0.033 (3) | 0.066 (4) | 0.032 (3) | 0.000 | 0.017 (2) | 0.000 |
N2 | 0.047 (4) | 0.138 (7) | 0.036 (3) | 0.000 | 0.019 (3) | 0.000 |
N3 | 0.034 (3) | 0.084 (5) | 0.034 (3) | 0.000 | 0.021 (3) | 0.000 |
N4 | 0.039 (3) | 0.116 (6) | 0.051 (4) | 0.000 | 0.029 (3) | 0.000 |
C1 | 0.044 (4) | 0.061 (5) | 0.050 (4) | 0.000 | 0.024 (4) | 0.000 |
C2 | 0.032 (3) | 0.057 (5) | 0.037 (4) | 0.000 | 0.015 (3) | 0.000 |
C3 | 0.039 (4) | 0.107 (7) | 0.041 (4) | 0.000 | 0.023 (3) | 0.000 |
C4 | 0.051 (4) | 0.090 (6) | 0.042 (4) | 0.000 | 0.027 (4) | 0.000 |
C5 | 0.056 (5) | 0.089 (6) | 0.043 (4) | 0.000 | 0.028 (4) | 0.000 |
C6 | 0.069 (6) | 0.188 (12) | 0.041 (5) | 0.000 | 0.032 (5) | 0.000 |
C7 | 0.046 (4) | 0.062 (5) | 0.045 (4) | 0.000 | 0.030 (3) | 0.000 |
C8 | 0.041 (3) | 0.048 (4) | 0.034 (3) | 0.000 | 0.024 (3) | 0.000 |
C9 | 0.049 (4) | 0.093 (6) | 0.042 (4) | 0.000 | 0.033 (4) | 0.000 |
C10 | 0.040 (4) | 0.075 (6) | 0.047 (4) | 0.000 | 0.024 (3) | 0.000 |
C11 | 0.043 (4) | 0.088 (6) | 0.034 (4) | 0.000 | 0.023 (3) | 0.000 |
C12 | 0.040 (4) | 0.143 (10) | 0.060 (5) | 0.000 | 0.019 (4) | 0.000 |
C13 | 0.062 (3) | 0.053 (3) | 0.055 (3) | −0.002 (3) | 0.028 (3) | 0.012 (3) |
C14 | 0.057 (3) | 0.045 (3) | 0.066 (3) | 0.014 (2) | 0.037 (3) | 0.008 (3) |
O6 | 0.067 (4) | 0.114 (6) | 0.064 (4) | 0.000 | 0.015 (3) | 0.000 |
O7 | 0.055 (3) | 0.168 (7) | 0.076 (4) | 0.000 | 0.032 (3) | 0.000 |
O8 | 0.093 (4) | 0.087 (5) | 0.089 (4) | 0.000 | 0.035 (4) | 0.000 |
Geometric parameters (Å, º) top
Sn1—O5 | 2.020 (4) | C2—C3 | 1.377 (9) |
Sn1—C13i | 2.093 (5) | C3—H3A | 0.930 |
Sn1—C13 | 2.093 (5) | C4—C5 | 1.382 (10) |
Sn1—O1 | 2.136 (4) | C4—C6 | 1.485 (10) |
Sn1—N1 | 2.589 (5) | C5—H5A | 0.930 |
Sn1—O3ii | 2.642 (4) | C6—H6A | 0.960 |
Sn2—O5ii | 2.034 (4) | C6—H6B | 0.960 |
Sn2—C14i | 2.102 (5) | C7—C8 | 1.487 (9) |
Sn2—C14 | 2.102 (5) | C8—C9 | 1.379 (8) |
Sn2—O5 | 2.154 (4) | C9—H9A | 0.930 |
Sn2—O3 | 2.312 (4) | C10—C11 | 1.381 (9) |
Sn2—N3 | 2.712 (5) | C10—C12 | 1.494 (10) |
O1—C1 | 1.281 (8) | C11—H11A | 0.930 |
O2—C1 | 1.227 (8) | C12—H12A | 0.960 |
O3—C7 | 1.273 (7) | C12—H12B | 0.960 |
O3—Sn1ii | 2.642 (4) | C13—H13A | 0.960 |
O4—C7 | 1.239 (8) | C13—H13B | 0.960 |
O5—Sn2ii | 2.034 (4) | C13—H13C | 0.960 |
N1—C2 | 1.338 (7) | C14—H14A | 0.960 |
N1—C5 | 1.341 (8) | C14—H14B | 0.960 |
N2—C4 | 1.335 (9) | C14—H14C | 0.960 |
N2—C3 | 1.339 (8) | O6—H1 | 0.9215 |
N3—C11 | 1.326 (8) | O6—H2 | 0.8997 |
N3—C8 | 1.328 (7) | O7—H3 | 0.9008 |
N4—C9 | 1.314 (8) | O7—H4 | 0.9016 |
N4—C10 | 1.340 (8) | O8—H5 | 0.8993 |
C1—C2 | 1.511 (9) | O8—H6 | 0.9013 |
| | | |
O5—Sn1—C13i | 102.58 (15) | C2—C1—Sn1 | 84.1 (4) |
O5—Sn1—C13 | 102.58 (15) | N1—C2—C3 | 120.6 (6) |
C13i—Sn1—C13 | 147.8 (3) | N1—C2—C1 | 115.9 (5) |
O5—Sn1—O1 | 81.70 (15) | C3—C2—C1 | 123.5 (6) |
C13i—Sn1—O1 | 101.63 (15) | N2—C3—C2 | 122.4 (6) |
C13—Sn1—O1 | 101.63 (15) | N2—C3—H3A | 118.8 |
O5—Sn1—N1 | 149.74 (15) | C2—C3—H3A | 118.8 |
C13i—Sn1—N1 | 84.18 (14) | N2—C4—C5 | 120.0 (7) |
C13—Sn1—N1 | 84.18 (14) | N2—C4—C6 | 117.8 (6) |
O1—Sn1—N1 | 68.04 (16) | C5—C4—C6 | 122.1 (7) |
O5—Sn1—O3ii | 67.74 (13) | N1—C5—C4 | 122.7 (7) |
C13i—Sn1—O3ii | 85.61 (14) | N1—C5—H5A | 118.6 |
C13—Sn1—O3ii | 85.61 (14) | C4—C5—H5A | 118.6 |
O1—Sn1—O3ii | 149.44 (14) | C4—C6—H6A | 109.3 |
N1—Sn1—O3ii | 142.52 (14) | C4—C6—H6B | 109.5 |
O5ii—Sn2—C14i | 106.05 (14) | H6A—C6—H6B | 109.5 |
O5ii—Sn2—C14 | 106.05 (14) | O4—C7—O3 | 124.2 (6) |
C14i—Sn2—C14 | 147.9 (3) | O4—C7—C8 | 117.7 (5) |
O5ii—Sn2—O5 | 75.26 (17) | O3—C7—C8 | 118.1 (6) |
C14i—Sn2—O5 | 93.22 (14) | O4—C7—Sn2 | 158.0 (5) |
C14—Sn2—O5 | 93.22 (14) | C8—C7—Sn2 | 84.3 (3) |
O5ii—Sn2—O3 | 74.80 (14) | N3—C8—C9 | 119.7 (6) |
C14i—Sn2—O3 | 94.97 (14) | N3—C8—C7 | 116.9 (5) |
C14—Sn2—O3 | 94.97 (14) | C9—C8—C7 | 123.4 (6) |
O5—Sn2—O3 | 150.06 (14) | N4—C9—C8 | 123.6 (6) |
O5ii—Sn2—N3 | 138.86 (15) | N4—C9—H9A | 118.2 |
C14i—Sn2—N3 | 78.55 (13) | C8—C9—H9A | 118.2 |
C14—Sn2—N3 | 78.55 (13) | N4—C10—C11 | 119.5 (6) |
O5—Sn2—N3 | 145.88 (15) | N4—C10—C12 | 118.8 (6) |
O3—Sn2—N3 | 64.06 (14) | C11—C10—C12 | 121.7 (7) |
C1—O1—Sn1 | 128.7 (4) | N3—C11—C10 | 123.0 (6) |
C1—O1—Sn2 | 141.7 (4) | N3—C11—H11A | 118.5 |
Sn1—O1—Sn2 | 89.60 (13) | C10—C11—H11A | 118.5 |
C7—O3—Sn2 | 128.5 (4) | C10—C12—H12A | 109.6 |
C7—O3—Sn1ii | 138.8 (4) | C10—C12—H12B | 109.4 |
Sn2—O3—Sn1ii | 92.71 (13) | H12A—C12—H12B | 109.5 |
Sn1—O5—Sn2ii | 124.74 (18) | Sn1—C13—H13A | 109.5 |
Sn1—O5—Sn2 | 130.52 (18) | Sn1—C13—H13B | 109.5 |
Sn2ii—O5—Sn2 | 104.74 (17) | H13A—C13—H13B | 109.5 |
C2—N1—C5 | 116.8 (6) | Sn1—C13—H13C | 109.5 |
C2—N1—Sn1 | 110.8 (4) | H13A—C13—H13C | 109.5 |
C5—N1—Sn1 | 132.5 (4) | H13B—C13—H13C | 109.5 |
C4—N2—C3 | 117.4 (6) | Sn2—C14—H14A | 109.5 |
C11—N3—C8 | 117.1 (5) | Sn2—C14—H14B | 109.5 |
C11—N3—Sn2 | 130.3 (4) | H14A—C14—H14B | 109.5 |
C8—N3—Sn2 | 112.6 (4) | Sn2—C14—H14C | 109.5 |
C9—N4—C10 | 116.9 (6) | H14A—C14—H14C | 109.5 |
O2—C1—O1 | 124.6 (7) | H14B—C14—H14C | 109.5 |
O2—C1—C2 | 118.8 (6) | H1—O6—H2 | 115.6 |
O1—C1—C2 | 116.6 (6) | H3—O7—H4 | 125.0 |
O2—C1—Sn1 | 157.1 (5) | H5—O8—H6 | 105.3 |
| | | |
O5—Sn1—O1—C1 | 180.0 | O5—Sn1—C1—O2 | 0.0 |
C13i—Sn1—O1—C1 | −78.78 (15) | C13i—Sn1—C1—O2 | 104.33 (15) |
C13—Sn1—O1—C1 | 78.78 (15) | C13—Sn1—C1—O2 | −104.33 (15) |
N1—Sn1—O1—C1 | 0.0 | O1—Sn1—C1—O2 | 0.0 |
O3ii—Sn1—O1—C1 | 180.0 | N1—Sn1—C1—O2 | 180.000 (1) |
O5—Sn1—O1—Sn2 | 0.0 | O3ii—Sn1—C1—O2 | 0.000 (2) |
C13i—Sn1—O1—Sn2 | 101.22 (15) | O5—Sn1—C1—O1 | 0.0 |
C13—Sn1—O1—Sn2 | −101.22 (15) | C13i—Sn1—C1—O1 | 104.33 (15) |
N1—Sn1—O1—Sn2 | 180.0 | C13—Sn1—C1—O1 | −104.33 (15) |
O3ii—Sn1—O1—Sn2 | 0.0 | N1—Sn1—C1—O1 | 180.000 (1) |
O5ii—Sn2—O1—C1 | 180.0 | O3ii—Sn1—C1—O1 | 0.0 |
C14i—Sn2—O1—C1 | 78.78 (14) | O5—Sn1—C1—C2 | 180.0 |
C14—Sn2—O1—C1 | −78.78 (14) | C13i—Sn1—C1—C2 | −75.67 (15) |
O5—Sn2—O1—C1 | 180.0 | C13—Sn1—C1—C2 | 75.67 (15) |
O3—Sn2—O1—C1 | 0.0 | O1—Sn1—C1—C2 | 180.0 |
N3—Sn2—O1—C1 | 0.0 | N1—Sn1—C1—C2 | 0.0 |
O5ii—Sn2—O1—Sn1 | 0.0 | O3ii—Sn1—C1—C2 | 180.0 |
C14i—Sn2—O1—Sn1 | −101.22 (14) | C5—N1—C2—C3 | 0.0 |
C14—Sn2—O1—Sn1 | 101.22 (14) | Sn1—N1—C2—C3 | 180.0 |
O5—Sn2—O1—Sn1 | 0.0 | C5—N1—C2—C1 | 180.0 |
O3—Sn2—O1—Sn1 | 180.0 | Sn1—N1—C2—C1 | 0.0 |
N3—Sn2—O1—Sn1 | 180.0 | O2—C1—C2—N1 | 180.0 |
O5ii—Sn2—O3—C7 | 180.000 (3) | O1—C1—C2—N1 | 0.0 |
C14i—Sn2—O3—C7 | −74.70 (14) | Sn1—C1—C2—N1 | 0.0 |
C14—Sn2—O3—C7 | 74.70 (14) | O2—C1—C2—C3 | 0.0 |
O5—Sn2—O3—C7 | 180.000 (3) | O1—C1—C2—C3 | 180.0 |
N3—Sn2—O3—C7 | 0.000 (2) | Sn1—C1—C2—C3 | 180.0 |
O5ii—Sn2—O3—Sn1ii | 0.0 | C4—N2—C3—C2 | 0.0 |
C14i—Sn2—O3—Sn1ii | 105.30 (14) | N1—C2—C3—N2 | 0.0 |
C14—Sn2—O3—Sn1ii | −105.30 (14) | C1—C2—C3—N2 | 180.0 |
O5—Sn2—O3—Sn1ii | 0.0 | C3—N2—C4—C5 | 0.0 |
N3—Sn2—O3—Sn1ii | 180.0 | C3—N2—C4—C6 | 180.0 |
C13i—Sn1—O5—Sn2ii | 79.86 (15) | C2—N1—C5—C4 | 0.0 |
C13—Sn1—O5—Sn2ii | −79.86 (15) | Sn1—N1—C5—C4 | 180.0 |
O1—Sn1—O5—Sn2ii | 180.0 | N2—C4—C5—N1 | 0.0 |
N1—Sn1—O5—Sn2ii | 180.0 | C6—C4—C5—N1 | 180.0 |
O3ii—Sn1—O5—Sn2ii | 0.0 | Sn2—O3—C7—O4 | 180.000 (2) |
C13i—Sn1—O5—Sn2 | −100.14 (15) | Sn1ii—O3—C7—O4 | 0.000 (3) |
C13—Sn1—O5—Sn2 | 100.14 (15) | Sn2—O3—C7—C8 | 0.000 (2) |
O1—Sn1—O5—Sn2 | 0.0 | Sn1ii—O3—C7—C8 | 180.000 (2) |
N1—Sn1—O5—Sn2 | 0.0 | Sn1ii—O3—C7—Sn2 | 180.000 (5) |
O3ii—Sn1—O5—Sn2 | 180.0 | O5ii—Sn2—C7—O4 | 0.000 (4) |
O5ii—Sn2—O5—Sn1 | 180.0 | C14i—Sn2—C7—O4 | 106.07 (14) |
C14i—Sn2—O5—Sn1 | 74.25 (14) | C14—Sn2—C7—O4 | −106.07 (14) |
C14—Sn2—O5—Sn1 | −74.25 (14) | O5—Sn2—C7—O4 | 0.000 (5) |
O3—Sn2—O5—Sn1 | 180.0 | O3—Sn2—C7—O4 | 0.000 (4) |
N3—Sn2—O5—Sn1 | 0.0 | N3—Sn2—C7—O4 | 180.000 (5) |
O5ii—Sn2—O5—Sn2ii | 0.0 | O5ii—Sn2—C7—O3 | 0.000 (2) |
C14i—Sn2—O5—Sn2ii | −105.75 (14) | C14i—Sn2—C7—O3 | 106.07 (14) |
C14—Sn2—O5—Sn2ii | 105.75 (14) | C14—Sn2—C7—O3 | −106.07 (14) |
O3—Sn2—O5—Sn2ii | 0.0 | O5—Sn2—C7—O3 | 0.000 (3) |
N3—Sn2—O5—Sn2ii | 180.0 | N3—Sn2—C7—O3 | 180.000 (1) |
O5—Sn1—N1—C2 | 0.0 | O5ii—Sn2—C7—C8 | 180.000 (1) |
C13i—Sn1—N1—C2 | 105.04 (15) | C14i—Sn2—C7—C8 | −73.93 (14) |
C13—Sn1—N1—C2 | −105.04 (15) | C14—Sn2—C7—C8 | 73.93 (14) |
O1—Sn1—N1—C2 | 0.0 | O5—Sn2—C7—C8 | 180.000 (2) |
O3ii—Sn1—N1—C2 | 180.0 | O3—Sn2—C7—C8 | 180.000 (3) |
O5—Sn1—N1—C5 | 180.0 | N3—Sn2—C7—C8 | 0.000 (1) |
C13i—Sn1—N1—C5 | −74.96 (15) | C11—N3—C8—C9 | 0.000 (2) |
C13—Sn1—N1—C5 | 74.96 (15) | Sn2—N3—C8—C9 | 180.000 (2) |
O1—Sn1—N1—C5 | 180.0 | C11—N3—C8—C7 | 180.000 (2) |
O3ii—Sn1—N1—C5 | 0.0 | Sn2—N3—C8—C7 | 0.000 (1) |
O5ii—Sn2—N3—C11 | 180.000 (1) | O4—C7—C8—N3 | 180.000 (1) |
C14i—Sn2—N3—C11 | −78.65 (15) | O3—C7—C8—N3 | 0.000 (2) |
C14—Sn2—N3—C11 | 78.65 (15) | Sn2—C7—C8—N3 | 0.0 |
O5—Sn2—N3—C11 | 0.0 | O4—C7—C8—C9 | 0.000 (2) |
O3—Sn2—N3—C11 | 180.000 (2) | O3—C7—C8—C9 | 180.000 (3) |
O5ii—Sn2—N3—C8 | 0.0 | Sn2—C7—C8—C9 | 180.000 (2) |
C14i—Sn2—N3—C8 | 101.35 (15) | C10—N4—C9—C8 | 0.000 (2) |
C14—Sn2—N3—C8 | −101.35 (15) | N3—C8—C9—N4 | 0.000 (1) |
O5—Sn2—N3—C8 | 180.000 (2) | C7—C8—C9—N4 | 180.000 (2) |
O3—Sn2—N3—C8 | 0.0 | C9—N4—C10—C11 | 0.000 (1) |
Sn1—O1—C1—O2 | 180.0 | C9—N4—C10—C12 | 180.000 (2) |
Sn2—O1—C1—O2 | 0.000 (1) | C8—N3—C11—C10 | 0.000 (1) |
Sn1—O1—C1—C2 | 0.0 | Sn2—N3—C11—C10 | 180.0 |
Sn2—O1—C1—C2 | 180.0 | N4—C10—C11—N3 | 0.000 (1) |
Sn2—O1—C1—Sn1 | 180.000 (2) | C12—C10—C11—N3 | 180.0 |
Symmetry codes: (i) x, −y, z; (ii) −x+1, −y, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H1···O4 | 0.92 | 1.72 | 2.638 (8) | 177 |
O6—H2···O8iii | 0.90 | 1.85 | 2.750 (6) | 179 |
O7—H3···O2 | 0.90 | 1.90 | 2.798 (7) | 180 |
O7—H4···O8iv | 0.90 | 1.87 | 2.774 (6) | 180 |
O8—H5···O6v | 0.90 | 1.85 | 2.750 (6) | 179 |
O8—H6···O7vi | 0.90 | 1.87 | 2.774 (6) | 180 |
Symmetry codes: (iii) x, y−1, z+1; (iv) −x+1/2, −y+1/2, −z; (v) x, y+1, z−1; (vi) x+1/2, y+1/2, z. |