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The mol­ecular structures of five diorganotin(IV) carboxyl­ates, (I)–(V), can be categorized into two main well-known structural types for such Sn com­plexes. One is the mononuclear dialkytin(IV) carboxyl­ates with an [R2Sn(LH)2]-type skew-trapezoidal bipyramid, where the alkyl ligands are in pseudo-axial positions and the O atoms from two asymmetrically coordinated bidentate carboxyl­ate ligands are in the equatorial plane. This structure type is adopted by di­butyl­bis­{(E)-2-hy­droxy-5-[(3-methyl­phen­yl)diazen­yl]benzoato}tin(IV) cyclo­hexane hemisolvate, [Sn(C4H9)2(C14H11N2O3)2]·0.5C6H12, (I), di­benzyl­bis­{(E)-5-[(4-bromo­phen­yl)diazen­yl]-2-hy­droxy­benzoato}tin(IV), [Sn(C7H7)2(C13H8BrN2O3)2], (II), and aqua­dibenzyl­bis­(4-{(E)-[(Z)-4-hy­droxy­pent-3-en-2-yl­idene]amino}­benzoato)tin(IV) benzene disolvate, [Sn(C7H7)2(C12H12NO3)2(H2O)]·2C6H6, (III), although the latter has an additional water ligand to give a distorted penta­gonal bipyramidal coordination geometry in which the carboxyl­ate groups are more symmetrically coordinated to the Sn atom than in (I) and (II). The other structure motif is that of the tetra­nuclear bis­(di­carboxyl­ato­tetra­organodistannoxanes), {[R2Sn(LH)]2O}2, which contain an Sn4O2 core decorated with four bridging carboxyl­ate ligands, plus two alkyl ligands at each SnIV centre. The complexes octa­butyl­tetra­kis­{μ-(E)-4-[(4-hy­droxy-3,5-di­methyl­phen­yl)diazen­yl]benzoato}di-μ3-oxido-tetra­tin(IV) ethanol disolvate, [Sn4(C4H9)8(C15H13N2O3)4O2]·2C2H6O, (IV), and octa­butyl­tetra­kis­{(E)-3-[(2-hy­droxy­benzyl­idene)amino]­propano­ato}di-μ3-oxido-tetra­tin(IV), [Sn4(C4H9)8(C10H10NO3)4O2], (V), display this motif. The structures obtained correlate with the 1:1 and 1:2 stoichiometric ratios of the di­alkyl­tin(IV) and carb­oxy­lic acid starting materials in the syntheses. The supra­molecular structures arising from consideration of secondary Sn...O inter­actions and/or classic hydrogen bonds include discrete mol­ecules for (V), centrosymmetric dimers for (I), extended chains for (II) and (III), and sheets for (IV).

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229621003545/ov3150sup1.cif
Contains datablocks I, II, III, IV, V, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229621003545/ov3150Isup2.hkl
Contains datablock I

cdx

Chemdraw file https://doi.org/10.1107/S2053229621003545/ov3150Isup8.cdx
Supplementary material

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229621003545/ov3150IIsup3.hkl
Contains datablock II

cdx

Chemdraw file https://doi.org/10.1107/S2053229621003545/ov3150IIsup9.cdx
Supplementary material

cml

Chemical Markup Language (CML) file https://doi.org/10.1107/S2053229621003545/ov3150IIIsup10.cml
Supplementary material

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229621003545/ov3150IIIsup4.hkl
Contains datablock III

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229621003545/ov3150IVsup5.hkl
Contains datablock IV

cml

Chemical Markup Language (CML) file https://doi.org/10.1107/S2053229621003545/ov3150IVsup7.cml
Supplementary material

cml

Chemical Markup Language (CML) file https://doi.org/10.1107/S2053229621003545/ov3150Vsup11.cml
Supplementary material

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229621003545/ov3150Vsup6.hkl
Contains datablock V

CCDC references: 2074914; 2074913; 2074912; 2074911; 2074910

Computing details top

For all structures, data collection: COLLECT (Nonius, 2000); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997). Program(s) used to solve structure: SIR92 (Altomare et al., 1994) for (I); SHELXS97 (Sheldrick, 2008) for (II), (IV), (V); PATTY and DIRDIF94 (Beurskens et al., 1992, 1994) for (III). For all structures, program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL2018 (Sheldrick, 2015), Mercury (Macrae et al., 2020) and PLATON (Spek, 2020).

Dibutylbis{(E)-2-hydroxy-5-[(3-methylphenyl)diazenyl]benzoato}tin(IV) cyclohexane hemisolvate (I) top
Crystal data top
[Sn(C4H9)2(C14H11N2O3)2]·0.5C6H12F(000) = 1624
Mr = 785.49Dx = 1.424 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 9.4028 (1) ÅCell parameters from 84811 reflections
b = 25.1718 (2) Åθ = 2.0–30.0°
c = 15.5008 (1) ŵ = 0.75 mm1
β = 93.3046 (3)°T = 160 K
V = 3662.71 (5) Å3Prism, orange
Z = 40.25 × 0.17 × 0.12 mm
Data collection top
Nonius KappaCCD area detector
diffractometer
10708 independent reflections
Radiation source: Nonius FR590 sealed tube generator7109 reflections with I > 2σ(I)
Horizontally mounted graphite crystal monochromatorRint = 0.066
Detector resolution: 9 pixels mm-1θmax = 30.0°, θmin = 2.6°
φ and ω scans with κ offsetsh = 1313
Absorption correction: multi-scan
(SORTAV; Blessing, 1995)
k = 3535
Tmin = 0.854, Tmax = 0.917l = 2121
90950 measured reflections
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)] = 0.040Hydrogen site location: mixed
wR(F2) = 0.110H atoms treated by a mixture of independent and constrained refinement
S = 1.04 w = 1/[σ2(Fo2) + (0.0545P)2 + 1.0512P]
where P = (Fo2 + 2Fc2)/3
10702 reflections(Δ/σ)max = 0.001
623 parametersΔρmax = 0.90 e Å3
645 restraintsΔρmin = 0.63 e Å3
Special details top

Experimental. Data collection and full structure determination done by Prof. Anthony Linden: anthony.linden@chem.uzh.ch

Solvent used: petrolum ether Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: on a glass fibre Mosaicity (deg.): 0.504 (1) Frames collected: 817 Seconds exposure per frame: 33 Degrees rotation per frame: 1.1 Crystal-detector distance (mm): 39.0 Client: Tushar Basubaul Sample code: TSBB-2 (L0218)

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. The asymmetric unit contains one molecule of the Sn-complex, plus one half of a cyclohexane molecule. The cyclohexane molecule sits about a crystallographic centre of inversion. One of the carboxylate ligands is disordered in its entirety over two conformations, the difference arising from a reversal of the direction of the zig-zag at the N=N bond. Two positions were defined for all atoms of this ligand, except for the carboxylate O atom bound strongly with the Sn-atom, which is not significantly disordered. Refinement of constrained site occupation factors for the two orientations yielded a value of 0.563 (5) for the major conformation. Similarity restraints were applied to the chemically equivalent bond lengths and angles of all atoms in the carboxylate ligands, including those of the ordered ligand. Furthermore, neighbouring atoms within and between each conformation of the disordered ligand were restrained to have similar atomic displacement parameters. The geometry of the cyclohexane molecule is poor because of possible disorder, as indicated by the enlarged atomic displacement parameters, but no attempt was made to resolve the disorder; the C-C distances within the solvent molecule were restrained to 1.52 (1) Å.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Sn11.14355 (2)0.40458 (2)0.17524 (2)0.03777 (7)
O10.99456 (19)0.45491 (7)0.22890 (10)0.0422 (4)
O21.01081 (19)0.48431 (7)0.09670 (11)0.0459 (4)
O30.8742 (2)0.57069 (8)0.04591 (11)0.0452 (4)
H30.922 (4)0.5455 (14)0.045 (2)0.069 (12)*
N10.6414 (2)0.57079 (8)0.36788 (13)0.0389 (5)
N20.5572 (2)0.60765 (8)0.38296 (13)0.0385 (5)
C10.9573 (3)0.48839 (10)0.16860 (14)0.0375 (5)
C20.8560 (2)0.53078 (9)0.18696 (14)0.0354 (5)
C30.8204 (3)0.56998 (10)0.12480 (15)0.0364 (5)
C40.7271 (3)0.61062 (10)0.14413 (16)0.0414 (6)
H40.7045420.6373860.1023460.050*
C50.6672 (3)0.61257 (10)0.22263 (16)0.0401 (6)
H50.6043740.6407280.2351190.048*
C60.6987 (3)0.57297 (10)0.28457 (15)0.0359 (5)
C70.7924 (3)0.53284 (9)0.26635 (15)0.0358 (5)
H70.8140770.5061540.3084040.043*
C80.4993 (3)0.60429 (9)0.46625 (15)0.0370 (5)
C90.3989 (3)0.64256 (10)0.48359 (16)0.0404 (6)
H90.3744030.6687610.4411860.049*
C100.3330 (3)0.64347 (11)0.56202 (17)0.0442 (6)
C110.3726 (3)0.60474 (11)0.62258 (17)0.0475 (7)
H110.3307060.6047560.6769130.057*
C120.4716 (3)0.56619 (11)0.60530 (17)0.0474 (6)
H120.4951790.5396360.6472730.057*
C130.5368 (3)0.56584 (10)0.52760 (16)0.0419 (6)
H130.6062520.5396960.5163680.050*
C270.2235 (3)0.68518 (13)0.5788 (2)0.0584 (8)
H2710.1847680.6787790.6352720.088*
H2720.1463490.6835830.5336460.088*
H2730.2680680.7203750.5785920.088*
O41.16131 (18)0.37375 (7)0.30096 (11)0.0428 (4)
O5A1.335 (2)0.3262 (13)0.2380 (11)0.038 (3)0.437 (5)
O6A1.4503 (15)0.2495 (6)0.3328 (6)0.0458 (18)0.437 (5)
H6A1.4266810.2650780.2861910.069*0.437 (5)
N3A1.1171 (13)0.3174 (6)0.5944 (7)0.0364 (18)0.437 (5)
N4A1.1244 (5)0.2927 (2)0.6633 (3)0.0403 (12)0.437 (5)
C14A1.263 (3)0.3393 (10)0.3002 (11)0.035 (2)0.437 (5)
C15A1.276 (2)0.3105 (7)0.3838 (9)0.0336 (17)0.437 (5)
C16A1.3711 (14)0.2678 (5)0.3955 (6)0.0361 (17)0.437 (5)
C17A1.3879 (9)0.2418 (3)0.4754 (5)0.0358 (15)0.437 (5)
H1711.4550090.2138210.4839920.043*0.437 (5)
C18A1.3061 (8)0.2576 (3)0.5407 (4)0.0292 (13)0.437 (5)
H1811.3165260.2399760.5948950.035*0.437 (5)
C19A1.2077 (8)0.2987 (3)0.5299 (4)0.0309 (14)0.437 (5)
C20A1.1937 (12)0.3254 (4)0.4520 (6)0.0303 (16)0.437 (5)
H2011.1282340.3540460.4448840.036*0.437 (5)
C21A1.0284 (8)0.3130 (3)0.7254 (5)0.0394 (15)0.437 (5)
C22A0.9380 (17)0.3551 (7)0.7085 (9)0.047 (2)0.437 (5)
H2210.9380300.3728090.6544060.057*0.437 (5)
C23A0.846 (3)0.3720 (12)0.7709 (13)0.0523 (19)0.437 (5)
C24A0.8551 (14)0.3465 (5)0.8502 (8)0.056 (2)0.437 (5)
H2410.7958210.3583440.8939550.067*0.437 (5)
C25A0.9464 (10)0.3049 (4)0.8683 (6)0.0552 (18)0.437 (5)
H25A0.9486160.2880990.9232880.066*0.437 (5)
C26A1.0355 (8)0.2874 (3)0.8057 (6)0.0447 (16)0.437 (5)
H2611.0997380.2587320.8171000.054*0.437 (5)
C28A0.7532 (13)0.4206 (5)0.7581 (10)0.059 (2)0.437 (5)
H2810.6658350.4111680.7240090.089*0.437 (5)
H2820.8048990.4479360.7275970.089*0.437 (5)
H2830.7285240.4343210.8145420.089*0.437 (5)
O5B1.3096 (18)0.3282 (9)0.2321 (9)0.038 (2)0.563 (5)
O6B1.4630 (12)0.2517 (4)0.3081 (5)0.0430 (13)0.563 (5)
H6B1.4376410.2729180.2682200.064*0.563 (5)
N3B1.1851 (4)0.28580 (16)0.6084 (2)0.0382 (10)0.563 (5)
N4B1.0894 (10)0.3200 (5)0.6092 (5)0.0395 (15)0.563 (5)
C14B1.253 (2)0.3355 (7)0.3023 (9)0.034 (2)0.563 (5)
C15B1.2916 (16)0.3040 (5)0.3807 (7)0.0325 (14)0.563 (5)
C16B1.3935 (10)0.2631 (4)0.3785 (5)0.0335 (14)0.563 (5)
C17B1.4235 (7)0.2322 (3)0.4516 (4)0.0376 (13)0.563 (5)
H1721.4931500.2049360.4505000.045*0.563 (5)
C18B1.3532 (6)0.2410 (2)0.5249 (4)0.0350 (11)0.563 (5)
H1821.3738900.2193410.5742440.042*0.563 (5)
C19B1.2507 (6)0.2814 (3)0.5287 (3)0.0314 (12)0.563 (5)
C20B1.2228 (9)0.3132 (3)0.4569 (5)0.0328 (14)0.563 (5)
H2021.1563120.3414970.4593720.039*0.563 (5)
C21B1.0245 (7)0.3227 (3)0.6912 (4)0.0404 (13)0.563 (5)
C22B0.9174 (13)0.3598 (5)0.6964 (7)0.0474 (17)0.563 (5)
H2220.8908030.3808980.6473210.057*0.563 (5)
C23B0.847 (3)0.3667 (9)0.7726 (10)0.0531 (17)0.563 (5)
C24B0.8824 (11)0.3341 (4)0.8423 (6)0.0554 (18)0.563 (5)
H2420.8331960.3375970.8938340.067*0.563 (5)
C25B0.9873 (8)0.2969 (3)0.8375 (5)0.0541 (15)0.563 (5)
H2521.0116940.2751870.8863490.065*0.563 (5)
C26B1.0593 (6)0.2902 (2)0.7617 (5)0.0465 (12)0.563 (5)
H2631.1310370.2637930.7584460.056*0.563 (5)
C28B0.7288 (11)0.4068 (4)0.7728 (8)0.071 (2)0.563 (5)
H2840.7544290.4349890.8145030.107*0.563 (5)
H2850.6411720.3893350.7891380.107*0.563 (5)
H2860.7136130.4222410.7149970.107*0.563 (5)
C291.0163 (3)0.34748 (10)0.10760 (16)0.0412 (6)
H2910.9785640.3627210.0520150.049*
H2921.0753190.3162160.0947480.049*
C300.8923 (3)0.32999 (11)0.16058 (16)0.0429 (6)
H3010.9307990.3151120.2162470.051*
H3020.8341540.3614910.1735030.051*
C310.7970 (3)0.28867 (11)0.11466 (17)0.0444 (6)
H3110.7570290.3034760.0592650.053*
H3120.8544620.2570360.1015450.053*
C320.6759 (3)0.27222 (14)0.1699 (2)0.0600 (8)
H3210.7152350.2561590.2237280.090*
H3220.6149860.2463560.1382490.090*
H3230.6194060.3035530.1833970.090*
C331.3355 (3)0.44608 (11)0.16023 (18)0.0474 (6)
H3311.3123070.4830830.1429930.057*
H3321.3896920.4474180.2168900.057*
C341.4310 (3)0.42214 (11)0.09390 (18)0.0450 (6)
H3411.4475140.3841760.1078540.054*
H3421.3809920.4240350.0359940.054*
C351.5724 (3)0.44980 (13)0.0910 (2)0.0536 (7)
H3511.6265980.4448000.1471160.064*
H3521.5560300.4883630.0828240.064*
C361.6606 (3)0.42936 (15)0.0192 (2)0.0639 (8)
H3611.6793300.3913640.0277680.096*
H3621.7511820.4486740.0200650.096*
H3631.6083700.4348160.0366270.096*
C370.9061 (6)0.5119 (2)0.5726 (4)0.149 (3)
H3710.9489570.4939580.6246240.179*
H3720.8220290.5324050.5891140.179*
C381.0160 (4)0.54900 (15)0.5328 (3)0.0857 (12)
H3810.9639400.5725100.4906550.103*
H3821.0579660.5719230.5795480.103*
C391.1321 (5)0.5243 (2)0.4897 (3)0.1039 (15)
H3911.1880270.5526530.4631750.125*
H3921.1956440.5065520.5339440.125*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.03821 (10)0.04234 (12)0.03366 (10)0.00372 (7)0.00971 (7)0.00012 (7)
O10.0486 (10)0.0441 (10)0.0349 (9)0.0126 (8)0.0111 (8)0.0026 (8)
O20.0468 (10)0.0604 (12)0.0316 (9)0.0075 (9)0.0107 (8)0.0006 (8)
O30.0548 (12)0.0512 (12)0.0307 (9)0.0075 (10)0.0120 (8)0.0062 (8)
N10.0425 (12)0.0396 (12)0.0354 (11)0.0001 (9)0.0097 (9)0.0034 (9)
N20.0390 (11)0.0406 (12)0.0368 (11)0.0005 (9)0.0098 (9)0.0027 (9)
C10.0387 (13)0.0442 (14)0.0298 (12)0.0005 (11)0.0040 (10)0.0001 (10)
C20.0351 (12)0.0407 (13)0.0305 (12)0.0014 (10)0.0043 (9)0.0033 (10)
C30.0399 (13)0.0389 (13)0.0308 (12)0.0033 (10)0.0055 (10)0.0015 (10)
C40.0506 (15)0.0387 (13)0.0352 (13)0.0013 (11)0.0045 (11)0.0046 (10)
C50.0462 (15)0.0353 (13)0.0393 (14)0.0013 (11)0.0069 (11)0.0022 (11)
C60.0376 (13)0.0374 (13)0.0334 (12)0.0039 (10)0.0084 (10)0.0028 (10)
C70.0405 (13)0.0358 (13)0.0314 (12)0.0004 (10)0.0045 (10)0.0025 (9)
C80.0368 (13)0.0404 (14)0.0342 (12)0.0040 (10)0.0065 (10)0.0051 (10)
C90.0427 (14)0.0412 (14)0.0380 (13)0.0019 (11)0.0080 (11)0.0025 (11)
C100.0423 (14)0.0505 (16)0.0406 (14)0.0029 (12)0.0087 (11)0.0089 (12)
C110.0535 (17)0.0553 (17)0.0346 (13)0.0057 (13)0.0111 (12)0.0065 (12)
C120.0578 (17)0.0490 (16)0.0360 (14)0.0013 (13)0.0070 (12)0.0023 (12)
C130.0439 (14)0.0425 (15)0.0397 (14)0.0005 (11)0.0052 (11)0.0034 (11)
C270.0598 (18)0.0632 (19)0.0541 (18)0.0109 (15)0.0194 (14)0.0048 (15)
O40.0445 (10)0.0474 (11)0.0369 (9)0.0082 (8)0.0057 (8)0.0012 (8)
O5A0.031 (6)0.055 (5)0.028 (4)0.010 (4)0.008 (4)0.006 (3)
O6A0.051 (4)0.051 (3)0.037 (5)0.005 (3)0.017 (4)0.011 (4)
N3A0.035 (4)0.041 (3)0.033 (3)0.000 (3)0.007 (3)0.001 (3)
N4A0.044 (2)0.044 (2)0.034 (2)0.004 (2)0.009 (2)0.0025 (19)
C14A0.036 (4)0.039 (4)0.032 (4)0.003 (4)0.006 (3)0.002 (3)
C15A0.031 (4)0.035 (4)0.035 (3)0.001 (3)0.004 (3)0.002 (3)
C16A0.034 (4)0.042 (3)0.033 (3)0.004 (3)0.015 (3)0.002 (3)
C17A0.035 (3)0.036 (3)0.037 (4)0.003 (3)0.011 (3)0.002 (3)
C18A0.029 (3)0.030 (4)0.029 (3)0.000 (3)0.009 (3)0.002 (3)
C19A0.032 (3)0.029 (3)0.032 (2)0.001 (2)0.003 (2)0.001 (2)
C20A0.030 (4)0.033 (4)0.029 (3)0.004 (3)0.005 (2)0.001 (2)
C21A0.037 (3)0.045 (3)0.037 (4)0.002 (3)0.007 (3)0.001 (3)
C22A0.045 (4)0.053 (4)0.043 (4)0.003 (3)0.002 (3)0.009 (3)
C23A0.047 (3)0.061 (4)0.050 (3)0.005 (3)0.010 (3)0.017 (3)
C24A0.049 (4)0.063 (5)0.057 (4)0.006 (3)0.016 (3)0.015 (4)
C25A0.058 (4)0.058 (4)0.052 (4)0.008 (3)0.023 (3)0.009 (3)
C26A0.047 (4)0.049 (3)0.039 (4)0.002 (3)0.009 (3)0.000 (3)
C28A0.050 (4)0.063 (5)0.067 (5)0.007 (4)0.020 (3)0.010 (4)
O5B0.037 (5)0.047 (4)0.031 (3)0.002 (4)0.004 (3)0.001 (3)
O6B0.046 (3)0.050 (2)0.035 (3)0.0119 (19)0.018 (3)0.009 (3)
N3B0.039 (2)0.041 (2)0.0348 (19)0.0003 (16)0.0087 (15)0.0036 (16)
N4B0.043 (4)0.043 (3)0.034 (3)0.003 (3)0.006 (2)0.000 (2)
C14B0.034 (3)0.037 (3)0.033 (3)0.005 (3)0.005 (3)0.004 (3)
C15B0.033 (3)0.037 (3)0.028 (2)0.001 (2)0.007 (2)0.000 (2)
C16B0.032 (3)0.038 (3)0.032 (3)0.001 (2)0.011 (2)0.001 (2)
C17B0.036 (3)0.036 (3)0.041 (3)0.000 (2)0.005 (2)0.001 (2)
C18B0.035 (3)0.034 (3)0.037 (3)0.005 (2)0.005 (2)0.003 (2)
C19B0.030 (3)0.033 (3)0.032 (2)0.001 (2)0.004 (2)0.002 (2)
C20B0.030 (3)0.033 (3)0.036 (2)0.002 (2)0.003 (2)0.004 (2)
C21B0.042 (2)0.042 (3)0.038 (3)0.008 (2)0.007 (2)0.007 (2)
C22B0.044 (4)0.053 (3)0.045 (3)0.002 (3)0.004 (3)0.013 (3)
C23B0.045 (3)0.065 (4)0.050 (3)0.002 (3)0.007 (3)0.018 (3)
C24B0.054 (4)0.062 (4)0.052 (3)0.007 (3)0.010 (3)0.013 (3)
C25B0.057 (4)0.059 (3)0.048 (4)0.002 (3)0.014 (3)0.003 (3)
C26B0.048 (3)0.051 (3)0.042 (3)0.005 (2)0.010 (2)0.002 (3)
C28B0.066 (4)0.086 (5)0.064 (4)0.007 (4)0.017 (3)0.013 (4)
C290.0446 (14)0.0470 (15)0.0325 (12)0.0051 (11)0.0080 (10)0.0024 (11)
C300.0454 (15)0.0493 (15)0.0345 (13)0.0006 (12)0.0077 (11)0.0012 (11)
C310.0435 (14)0.0481 (15)0.0414 (14)0.0049 (12)0.0008 (11)0.0033 (12)
C320.0463 (16)0.068 (2)0.066 (2)0.0095 (14)0.0066 (14)0.0134 (16)
C330.0475 (15)0.0461 (15)0.0491 (15)0.0055 (12)0.0080 (12)0.0029 (12)
C340.0393 (14)0.0487 (15)0.0473 (15)0.0024 (12)0.0043 (11)0.0005 (12)
C350.0438 (15)0.0635 (19)0.0539 (17)0.0032 (13)0.0059 (13)0.0034 (14)
C360.0453 (17)0.081 (2)0.067 (2)0.0053 (16)0.0131 (15)0.0117 (18)
C370.113 (4)0.210 (7)0.119 (4)0.063 (5)0.036 (4)0.073 (5)
C380.081 (3)0.069 (2)0.109 (3)0.007 (2)0.022 (2)0.003 (2)
C390.098 (3)0.125 (4)0.090 (3)0.032 (3)0.011 (3)0.001 (3)
Geometric parameters (Å, º) top
Sn1—O12.0961 (16)C26A—H2610.9500
Sn1—O22.6252 (18)C28A—H2810.9800
Sn1—O42.0954 (17)C28A—H2820.9800
Sn1—O5A2.81 (3)C28A—H2830.9800
Sn1—O5B2.60 (2)O5B—C14B1.253 (4)
Sn1—C292.110 (3)O6B—C16B1.336 (6)
Sn1—C332.110 (3)O6B—H6B0.8400
Sn1—O3i3.4786 (17)N3B—N4B1.246 (8)
O1—C11.292 (3)N3B—C19B1.418 (6)
O2—C11.253 (2)N4B—C21B1.444 (8)
O3—C31.350 (3)C14B—C15B1.480 (8)
O3—H30.78 (3)C15B—C20B1.398 (8)
N1—N21.250 (3)C15B—C16B1.407 (8)
N1—C61.429 (3)C16B—C17B1.389 (8)
N2—C81.433 (3)C17B—C18B1.366 (7)
C1—C21.469 (3)C17B—H1720.9500
C2—C71.400 (3)C18B—C19B1.405 (7)
C2—C31.406 (3)C18B—H1820.9500
C3—C41.392 (4)C19B—C20B1.383 (7)
C4—C51.371 (3)C20B—H2020.9500
C4—H40.9500C21B—C22B1.377 (8)
C5—C61.404 (3)C21B—C26B1.390 (7)
C5—H50.9500C22B—C23B1.397 (9)
C6—C71.380 (3)C22B—H2220.9500
C7—H70.9500C23B—C24B1.381 (9)
C8—C91.386 (3)C23B—C28B1.503 (10)
C8—C131.388 (3)C24B—C25B1.366 (9)
C9—C101.396 (3)C24B—H2420.9500
C9—H90.9500C25B—C26B1.401 (8)
C10—C111.389 (4)C25B—H2520.9500
C10—C271.504 (4)C26B—H2630.9500
C11—C121.382 (4)C28B—H2840.9800
C11—H110.9500C28B—H2850.9800
C12—C131.383 (3)C28B—H2860.9800
C12—H120.9500C29—C301.529 (3)
C13—H130.9500C29—H2910.9900
C27—H2710.9800C29—H2920.9900
C27—H2720.9800C30—C311.522 (4)
C27—H2730.9800C30—H3010.9900
O4—C14B1.291 (4)C30—H3020.9900
O4—C14A1.291 (4)C31—C321.521 (4)
O5A—C14A1.254 (4)C31—H3110.9900
O6A—C16A1.340 (9)C31—H3120.9900
O6A—H6A0.8400C32—H3210.9800
N3A—N4A1.233 (10)C32—H3220.9800
N3A—C19A1.430 (10)C32—H3230.9800
N4A—C21A1.450 (8)C33—C341.527 (4)
C14A—C15A1.485 (11)C33—H3310.9900
C15A—C20A1.395 (10)C33—H3320.9900
C15A—C16A1.405 (10)C34—C351.504 (4)
C16A—C17A1.401 (10)C34—H3410.9900
C17A—C18A1.365 (8)C34—H3420.9900
C17A—H1710.9500C35—C361.516 (4)
C18A—C19A1.393 (8)C35—H3510.9900
C18A—H1810.9500C35—H3520.9900
C19A—C20A1.382 (9)C36—H3610.9800
C20A—H2010.9500C36—H3620.9800
C21A—C22A1.375 (10)C36—H3630.9800
C21A—C26A1.399 (9)C37—C39ii1.360 (5)
C22A—C23A1.401 (11)C37—C381.546 (6)
C22A—H2210.9500C37—H3710.9900
C23A—C24A1.386 (11)C37—H3720.9900
C23A—C28A1.508 (11)C38—C391.453 (5)
C24A—C25A1.374 (11)C38—H3810.9900
C24A—H2410.9500C38—H3820.9900
C25A—C26A1.390 (9)C39—H3910.9900
C25A—H25A0.9500C39—H3920.9900
O1—Sn1—O253.93 (5)C23A—C28A—H283109.5
O1—Sn1—O482.76 (6)H281—C28A—H283109.5
O1—Sn1—O5A135.8 (3)H282—C28A—H283109.5
O1—Sn1—O5B135.6 (2)C14B—O5B—Sn184.7 (9)
O1—Sn1—C29103.65 (9)C16B—O6B—H6B109.5
O1—Sn1—C33109.89 (9)N4B—N3B—C19B114.4 (5)
O2—Sn1—O4136.44 (6)N3B—N4B—C21B112.5 (7)
O2—Sn1—O5A167.5 (4)O5B—C14B—O4114.3 (11)
O2—Sn1—O5B169.5 (3)O5B—C14B—C15B122.5 (10)
O2—Sn1—C2992.83 (8)O4—C14B—C15B123.1 (8)
O2—Sn1—C3387.56 (9)C20B—C15B—C16B119.4 (7)
O4—Sn1—O5A53.3 (3)C20B—C15B—C14B120.1 (7)
O4—Sn1—O5B52.9 (2)C16B—C15B—C14B120.5 (6)
O4—Sn1—C29102.85 (9)O6B—C16B—C17B117.4 (6)
O4—Sn1—C33105.25 (9)O6B—C16B—C15B122.8 (7)
O5A—Sn1—C2991.6 (6)C17B—C16B—C15B119.7 (6)
O5A—Sn1—C3381.4 (6)C18B—C17B—C16B120.2 (5)
O5B—Sn1—C2988.7 (5)C18B—C17B—H172119.9
O5B—Sn1—C3384.4 (5)C16B—C17B—H172119.9
C29—Sn1—C33138.31 (10)C17B—C18B—C19B121.2 (5)
C1—O1—Sn1105.49 (14)C17B—C18B—H182119.4
C1—O2—Sn181.66 (14)C19B—C18B—H182119.4
C3—O3—H3105 (3)C20B—C19B—C18B119.0 (5)
N2—N1—C6114.6 (2)C20B—C19B—N3B125.8 (6)
N1—N2—C8113.7 (2)C18B—C19B—N3B115.3 (5)
O2—C1—O1118.9 (2)C19B—C20B—C15B120.5 (6)
O2—C1—C2122.0 (2)C19B—C20B—H202119.7
O1—C1—C2119.07 (19)C15B—C20B—H202119.7
C7—C2—C3118.7 (2)C22B—C21B—C26B119.6 (6)
C7—C2—C1120.8 (2)C22B—C21B—N4B115.5 (7)
C3—C2—C1120.6 (2)C26B—C21B—N4B124.9 (6)
O3—C3—C4117.3 (2)C21B—C22B—C23B121.1 (8)
O3—C3—C2122.9 (2)C21B—C22B—H222119.5
C4—C3—C2119.8 (2)C23B—C22B—H222119.5
C5—C4—C3120.9 (2)C24B—C23B—C22B118.9 (8)
C5—C4—H4119.5C24B—C23B—C28B122.8 (8)
C3—C4—H4119.5C22B—C23B—C28B118.1 (9)
C4—C5—C6120.0 (2)C25B—C24B—C23B120.4 (8)
C4—C5—H5120.0C25B—C24B—H242119.8
C6—C5—H5120.0C23B—C24B—H242119.8
C7—C6—C5119.5 (2)C24B—C25B—C26B120.9 (7)
C7—C6—N1115.8 (2)C24B—C25B—H252119.6
C5—C6—N1124.7 (2)C26B—C25B—H252119.6
C6—C7—C2121.1 (2)C21B—C26B—C25B119.1 (6)
C6—C7—H7119.4C21B—C26B—H263120.5
C2—C7—H7119.4C25B—C26B—H263120.5
C9—C8—C13120.1 (2)C23B—C28B—H284109.5
C9—C8—N2115.6 (2)C23B—C28B—H285109.5
C13—C8—N2124.3 (2)H284—C28B—H285109.5
C8—C9—C10121.4 (2)C23B—C28B—H286109.5
C8—C9—H9119.3H284—C28B—H286109.5
C10—C9—H9119.3H285—C28B—H286109.5
C11—C10—C9117.5 (2)C30—C29—Sn1110.95 (16)
C11—C10—C27122.2 (2)C30—C29—H291109.4
C9—C10—C27120.3 (3)Sn1—C29—H291109.4
C12—C11—C10121.3 (2)C30—C29—H292109.4
C12—C11—H11119.4Sn1—C29—H292109.4
C10—C11—H11119.4H291—C29—H292108.0
C11—C12—C13120.7 (3)C31—C30—C29113.1 (2)
C11—C12—H12119.6C31—C30—H301109.0
C13—C12—H12119.6C29—C30—H301109.0
C12—C13—C8119.0 (2)C31—C30—H302109.0
C12—C13—H13120.5C29—C30—H302109.0
C8—C13—H13120.5H301—C30—H302107.8
C10—C27—H271109.5C32—C31—C30111.2 (2)
C10—C27—H272109.5C32—C31—H311109.4
H271—C27—H272109.5C30—C31—H311109.4
C10—C27—H273109.5C32—C31—H312109.4
H271—C27—H273109.5C30—C31—H312109.4
H272—C27—H273109.5H311—C31—H312108.0
C14B—O4—Sn1108.0 (5)C31—C32—H321109.5
C14A—O4—Sn1105.1 (6)C31—C32—H322109.5
C14A—O5A—Sn173.6 (12)H321—C32—H322109.5
C16A—O6A—H6A109.5C31—C32—H323109.5
N4A—N3A—C19A115.7 (9)H321—C32—H323109.5
N3A—N4A—C21A113.1 (7)H322—C32—H323109.5
O5A—C14A—O4128.0 (15)C34—C33—Sn1114.74 (18)
O5A—C14A—C15A121.5 (13)C34—C33—H331108.6
O4—C14A—C15A110.0 (9)Sn1—C33—H331108.6
C20A—C15A—C16A119.0 (9)C34—C33—H332108.6
C20A—C15A—C14A120.6 (9)Sn1—C33—H332108.6
C16A—C15A—C14A120.3 (8)H331—C33—H332107.6
O6A—C16A—C17A116.3 (8)C35—C34—C33113.1 (2)
O6A—C16A—C15A123.1 (9)C35—C34—H341109.0
C17A—C16A—C15A120.6 (8)C33—C34—H341109.0
C18A—C17A—C16A118.7 (7)C35—C34—H342109.0
C18A—C17A—H171120.6C33—C34—H342109.0
C16A—C17A—H171120.7H341—C34—H342107.8
C17A—C18A—C19A121.8 (6)C34—C35—C36112.8 (3)
C17A—C18A—H181119.1C34—C35—H351109.0
C19A—C18A—H181119.1C36—C35—H351109.0
C20A—C19A—C18A119.7 (6)C34—C35—H352109.0
C20A—C19A—N3A114.9 (7)C36—C35—H352109.0
C18A—C19A—N3A125.4 (7)H351—C35—H352107.8
C19A—C20A—C15A120.1 (8)C35—C36—H361109.5
C19A—C20A—H201119.9C35—C36—H362109.5
C15A—C20A—H201119.9H361—C36—H362109.5
C22A—C21A—C26A121.5 (8)C35—C36—H363109.5
C22A—C21A—N4A123.1 (8)H361—C36—H363109.5
C26A—C21A—N4A115.4 (7)H362—C36—H363109.5
C21A—C22A—C23A120.2 (11)C39ii—C37—C38106.1 (5)
C21A—C22A—H221119.9C39ii—C37—H371110.5
C23A—C22A—H221119.9C38—C37—H371110.5
C24A—C23A—C22A117.5 (10)C39ii—C37—H372110.5
C24A—C23A—C28A119.9 (10)C38—C37—H372110.5
C22A—C23A—C28A122.1 (11)H371—C37—H372108.7
C25A—C24A—C23A122.8 (10)C39—C38—C37117.5 (4)
C25A—C24A—H241118.6C39—C38—H381107.9
C23A—C24A—H241118.6C37—C38—H381107.9
C24A—C25A—C26A119.6 (9)C39—C38—H382107.9
C24A—C25A—H25A120.2C37—C38—H382107.9
C26A—C25A—H25A120.2H381—C38—H382107.2
C25A—C26A—C21A118.4 (8)C37ii—C39—C38116.0 (4)
C25A—C26A—H261120.8C37ii—C39—H391108.3
C21A—C26A—H261120.8C38—C39—H391108.3
C23A—C28A—H281109.5C37ii—C39—H392108.3
C23A—C28A—H282109.5C38—C39—H392108.3
H281—C28A—H282109.5H391—C39—H392107.4
C6—N1—N2—C8179.1 (2)N3A—C19A—C20A—C15A179.4 (15)
Sn1—O2—C1—O10.6 (2)C16A—C15A—C20A—C19A1 (2)
Sn1—O2—C1—C2178.0 (2)C14A—C15A—C20A—C19A179 (2)
Sn1—O1—C1—O20.7 (3)N3A—N4A—C21A—C22A0.5 (16)
Sn1—O1—C1—C2177.90 (18)N3A—N4A—C21A—C26A178.1 (10)
O2—C1—C2—C7176.8 (2)C26A—C21A—C22A—C23A3 (3)
O1—C1—C2—C74.6 (4)N4A—C21A—C22A—C23A179 (2)
O2—C1—C2—C32.9 (4)C21A—C22A—C23A—C24A3 (5)
O1—C1—C2—C3175.7 (2)C21A—C22A—C23A—C28A175 (2)
C7—C2—C3—O3178.8 (2)C22A—C23A—C24A—C25A2 (4)
C1—C2—C3—O30.9 (4)C28A—C23A—C24A—C25A174 (2)
C7—C2—C3—C42.0 (4)C23A—C24A—C25A—C26A1 (2)
C1—C2—C3—C4178.3 (2)C24A—C25A—C26A—C21A0.3 (14)
O3—C3—C4—C5179.6 (2)C22A—C21A—C26A—C25A1.3 (15)
C2—C3—C4—C51.1 (4)N4A—C21A—C26A—C25A179.9 (7)
C3—C4—C5—C60.6 (4)C19B—N3B—N4B—C21B179.3 (7)
C4—C5—C6—C71.3 (4)Sn1—O5B—C14B—O42.1 (19)
C4—C5—C6—N1179.3 (2)Sn1—O5B—C14B—C15B180 (2)
N2—N1—C6—C7179.8 (2)Sn1—O4—C14B—O5B3 (2)
N2—N1—C6—C50.4 (4)Sn1—O4—C14B—C15B179.5 (19)
C5—C6—C7—C20.3 (4)O5B—C14B—C15B—C20B179 (2)
N1—C6—C7—C2179.8 (2)O4—C14B—C15B—C20B4 (3)
C3—C2—C7—C61.3 (4)O5B—C14B—C15B—C16B2 (3)
C1—C2—C7—C6179.0 (2)O4—C14B—C15B—C16B179.1 (18)
N1—N2—C8—C9176.3 (2)C20B—C15B—C16B—O6B179.6 (12)
N1—N2—C8—C133.3 (4)C14B—C15B—C16B—O6B2 (2)
C13—C8—C9—C100.3 (4)C20B—C15B—C16B—C17B0.6 (18)
N2—C8—C9—C10179.3 (2)C14B—C15B—C16B—C17B176.8 (16)
C8—C9—C10—C110.5 (4)O6B—C16B—C17B—C18B178.2 (8)
C8—C9—C10—C27179.5 (3)C15B—C16B—C17B—C18B0.8 (13)
C9—C10—C11—C121.1 (4)C16B—C17B—C18B—C19B0.7 (9)
C27—C10—C11—C12178.9 (3)C17B—C18B—C19B—C20B0.9 (9)
C10—C11—C12—C131.5 (4)C17B—C18B—C19B—N3B179.5 (5)
C11—C12—C13—C81.2 (4)N4B—N3B—C19B—C20B4.0 (10)
C9—C8—C13—C120.6 (4)N4B—N3B—C19B—C18B176.5 (8)
N2—C8—C13—C12178.9 (2)C18B—C19B—C20B—C15B2.3 (12)
C19A—N3A—N4A—C21A179.0 (10)N3B—C19B—C20B—C15B178.1 (9)
Sn1—O5A—C14A—O41 (3)C16B—C15B—C20B—C19B2.2 (17)
Sn1—O5A—C14A—C15A173 (3)C14B—C15B—C20B—C19B175.2 (16)
Sn1—O4—C14A—O5A1 (4)N3B—N4B—C21B—C22B179.9 (10)
Sn1—O4—C14A—C15A174.0 (19)N3B—N4B—C21B—C26B2.0 (14)
O5A—C14A—C15A—C20A179 (3)C26B—C21B—C22B—C23B3 (2)
O4—C14A—C15A—C20A6 (4)N4B—C21B—C22B—C23B179 (2)
O5A—C14A—C15A—C16A1 (4)C21B—C22B—C23B—C24B3 (4)
O4—C14A—C15A—C16A174 (2)C21B—C22B—C23B—C28B178.4 (15)
C20A—C15A—C16A—O6A177.7 (15)C22B—C23B—C24B—C25B2 (3)
C14A—C15A—C16A—O6A3 (3)C28B—C23B—C24B—C25B177.4 (18)
C20A—C15A—C16A—C17A2 (2)C23B—C24B—C25B—C26B1.3 (19)
C14A—C15A—C16A—C17A177 (2)C22B—C21B—C26B—C25B1.8 (11)
O6A—C16A—C17A—C18A177.7 (10)N4B—C21B—C26B—C25B179.6 (8)
C15A—C16A—C17A—C18A2.4 (18)C24B—C25B—C26B—C21B1.1 (11)
C16A—C17A—C18A—C19A0.4 (12)Sn1—C29—C30—C31179.94 (18)
C17A—C18A—C19A—C20A1.4 (11)C29—C30—C31—C32179.6 (2)
C17A—C18A—C19A—N3A179.4 (11)Sn1—C33—C34—C35174.66 (19)
N4A—N3A—C19A—C20A177.4 (11)C33—C34—C35—C36174.4 (2)
N4A—N3A—C19A—C18A3.5 (19)C39ii—C37—C38—C3948.3 (6)
C18A—C19A—C20A—C15A1.4 (16)C37—C38—C39—C37ii53.0 (7)
Symmetry codes: (i) x+2, y+1, z; (ii) x+2, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H3···O20.78 (3)1.91 (3)2.623 (3)153 (3)
O3—H3···O2i0.78 (3)2.44 (3)2.872 (3)117 (3)
O6A—H6A···O5A0.841.902.62 (3)144
O6B—H6B···O5B0.841.902.64 (2)146
Symmetry code: (i) x+2, y+1, z.
Dibenzylbis{(E)-5-[(4-bromophenyl)diazenyl]-2-hydroxybenzoato}tin(IV) (II) top
Crystal data top
[Sn(C7H7)2(C13H8BrN2O3)2]F(000) = 1864
Mr = 941.19Dx = 1.686 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 13.6816 (1) ÅCell parameters from 89697 reflections
b = 12.5767 (1) Åθ = 2.0–30.0°
c = 22.5401 (2) ŵ = 2.90 mm1
β = 107.0174 (6)°T = 160 K
V = 3708.65 (5) Å3Tablet, orange
Z = 40.25 × 0.15 × 0.10 mm
Data collection top
Nonius KappaCCD area detector
diffractometer
10845 independent reflections
Radiation source: Nonius FR590 sealed tube generator8598 reflections with I > 2σ(I)
Horizontally mounted graphite crystal monochromatorRint = 0.059
Detector resolution: 9 pixels mm-1θmax = 30.0°, θmin = 2.0°
φ and ω scans with κ offsetsh = 1919
Absorption correction: multi-scan
(SORTAV; Blessing, 1995)
k = 1716
Tmin = 0.652, Tmax = 0.843l = 3131
107473 measured reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: mixed
R[F2 > 2σ(F2)] = 0.032H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.076 w = 1/[σ2(Fo2) + (0.0342P)2 + 2.2611P]
where P = (Fo2 + 2Fc2)/3
S = 1.04(Δ/σ)max = 0.002
10845 reflectionsΔρmax = 0.69 e Å3
487 parametersΔρmin = 0.87 e Å3
0 restraintsExtinction correction: SHELXL2018 (Sheldrick 2015), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.00044 (10)
Special details top

Experimental. Data collection and full structure determination done by Prof. Anthony Linden: anthony.linden@chem.uzh.ch

Solvent used: benzene Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: on a glass fibre Mosaicity (deg.): 0.497 (1) Frames collected: 621 Seconds exposure per frame: 42 Degrees rotation per frame: 1.4 Crystal-detector distance (mm): 33.0 Client: Tushar Basu Sample code: TSBB-116 (L0503)

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn11.12288 (2)0.92949 (2)0.21744 (2)0.02364 (5)
Br10.35337 (2)0.38616 (2)0.16642 (2)0.04522 (8)
Br20.24024 (2)1.11571 (2)0.12676 (2)0.04297 (7)
O11.03424 (11)0.81362 (11)0.15792 (7)0.0267 (3)
O21.18264 (11)0.73803 (12)0.20301 (7)0.0295 (3)
O31.21624 (12)0.54381 (14)0.17681 (8)0.0341 (4)
H31.227 (2)0.600 (2)0.1896 (14)0.043 (9)*
O40.99008 (11)1.02063 (12)0.17848 (7)0.0287 (3)
O51.10390 (12)1.12542 (12)0.23962 (7)0.0336 (4)
O61.06615 (14)1.32629 (15)0.24788 (9)0.0413 (4)
H61.095 (2)1.273 (3)0.2523 (14)0.048 (9)*
N10.81504 (14)0.53194 (15)0.02420 (8)0.0293 (4)
N20.79016 (14)0.44594 (15)0.00499 (9)0.0312 (4)
N30.67967 (13)1.26118 (15)0.08248 (8)0.0290 (4)
N40.66500 (14)1.17649 (15)0.05176 (9)0.0304 (4)
C11.09302 (15)0.73155 (16)0.16653 (9)0.0241 (4)
C21.05433 (16)0.63236 (16)0.13312 (9)0.0246 (4)
C31.11879 (16)0.54387 (17)0.13959 (10)0.0275 (4)
C41.08292 (18)0.45075 (18)0.10642 (11)0.0336 (5)
H41.1268470.3909420.1106290.040*
C50.98481 (18)0.44523 (18)0.06788 (11)0.0326 (5)
H50.9614110.3819450.0451430.039*
C60.91881 (16)0.53244 (18)0.06183 (10)0.0283 (4)
C70.95369 (16)0.62502 (16)0.09410 (9)0.0261 (4)
H70.9091030.6842810.0898390.031*
C80.68605 (16)0.43989 (17)0.04158 (10)0.0282 (4)
C90.66170 (19)0.35179 (19)0.08038 (11)0.0353 (5)
H90.7135740.3021890.0813610.042*
C100.56283 (18)0.33562 (19)0.11754 (11)0.0347 (5)
H100.5462010.2753660.1440090.042*
C110.48879 (17)0.40869 (18)0.11544 (10)0.0312 (5)
C120.51050 (17)0.49732 (18)0.07683 (10)0.0316 (5)
H120.4581570.5462550.0757510.038*
C130.61031 (17)0.51274 (18)0.03988 (10)0.0313 (5)
H130.6268840.5730380.0134450.038*
C141.01655 (16)1.11307 (17)0.20191 (10)0.0270 (4)
C150.94456 (15)1.20272 (16)0.18346 (9)0.0246 (4)
C160.97321 (17)1.30496 (17)0.20791 (10)0.0295 (4)
C170.90408 (19)1.38837 (18)0.19048 (11)0.0348 (5)
H170.9225341.4574320.2070460.042*
C180.80892 (18)1.37121 (18)0.14927 (11)0.0312 (5)
H180.7621751.4287240.1376960.037*
C190.78022 (16)1.27034 (17)0.12426 (9)0.0258 (4)
C200.84821 (15)1.18649 (17)0.14157 (9)0.0252 (4)
H200.8291091.1176520.1248350.030*
C210.56306 (16)1.16501 (18)0.01224 (10)0.0289 (4)
C220.47863 (17)1.21300 (19)0.02333 (11)0.0338 (5)
H220.4871921.2564490.0589650.041*
C230.38202 (18)1.1977 (2)0.01744 (12)0.0371 (5)
H230.3240281.2302420.0100480.045*
C240.37124 (17)1.13422 (18)0.06909 (11)0.0326 (5)
C250.45375 (19)1.0834 (2)0.07959 (11)0.0382 (5)
H250.4446561.0388320.1148390.046*
C260.55027 (19)1.0977 (2)0.03824 (12)0.0364 (5)
H260.6074271.0614890.0444660.044*
C271.23394 (17)0.9824 (2)0.17457 (11)0.0345 (5)
H2711.2744981.0405390.1997060.041*
H2721.2812100.9230370.1740090.041*
C281.18727 (16)1.02131 (18)0.10939 (10)0.0289 (4)
C291.15565 (19)1.1265 (2)0.09827 (11)0.0367 (5)
H291.1634121.1737050.1322620.044*
C301.1131 (2)1.1634 (2)0.03845 (12)0.0470 (7)
H301.0914231.2353060.0316720.056*
C311.1021 (2)1.0965 (3)0.01115 (13)0.0511 (7)
H311.0732821.1221620.0522030.061*
C321.1324 (2)0.9933 (3)0.00152 (13)0.0537 (8)
H321.1242920.9469470.0359000.064*
C331.1756 (2)0.9551 (2)0.05899 (13)0.0436 (6)
H331.1970670.8830710.0653090.052*
C341.11013 (17)0.88479 (18)0.30603 (10)0.0295 (5)
H3411.1777310.8610670.3326840.035*
H3421.0891040.9473790.3259710.035*
C351.03402 (16)0.79736 (17)0.30103 (9)0.0262 (4)
C361.06646 (18)0.69271 (18)0.31317 (11)0.0316 (5)
H361.1375710.6774010.3260860.038*
C370.9968 (2)0.6103 (2)0.30672 (12)0.0387 (5)
H371.0201310.5390840.3146060.046*
C380.89273 (19)0.6322 (2)0.28872 (11)0.0376 (5)
H380.8446330.5761060.2845600.045*
C390.85972 (18)0.7355 (2)0.27695 (10)0.0355 (5)
H390.7885750.7506190.2647050.043*
C400.92922 (17)0.81773 (19)0.28278 (10)0.0308 (5)
H400.9053110.8886400.2742770.037*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.02239 (7)0.01846 (7)0.02550 (7)0.00111 (5)0.00014 (5)0.00225 (5)
Br10.03174 (13)0.03595 (14)0.05510 (16)0.00582 (10)0.00740 (11)0.00544 (11)
Br20.03208 (13)0.04611 (16)0.04141 (14)0.00977 (11)0.00380 (10)0.00158 (11)
O10.0273 (7)0.0195 (7)0.0282 (7)0.0003 (6)0.0004 (6)0.0008 (6)
O20.0267 (7)0.0252 (8)0.0304 (8)0.0004 (6)0.0010 (6)0.0007 (6)
O30.0263 (8)0.0271 (9)0.0392 (9)0.0044 (7)0.0054 (7)0.0047 (7)
O40.0254 (7)0.0202 (7)0.0346 (8)0.0010 (6)0.0005 (6)0.0005 (6)
O50.0284 (8)0.0264 (8)0.0360 (8)0.0014 (6)0.0063 (6)0.0032 (6)
O60.0376 (9)0.0239 (9)0.0475 (10)0.0030 (7)0.0112 (8)0.0047 (7)
N10.0283 (9)0.0261 (9)0.0290 (9)0.0018 (7)0.0013 (7)0.0022 (7)
N20.0278 (9)0.0276 (10)0.0329 (10)0.0019 (7)0.0007 (7)0.0043 (7)
N30.0253 (9)0.0277 (10)0.0311 (9)0.0030 (7)0.0038 (7)0.0010 (7)
N40.0270 (9)0.0289 (10)0.0316 (9)0.0032 (7)0.0028 (7)0.0013 (7)
C10.0254 (10)0.0224 (10)0.0225 (9)0.0000 (8)0.0041 (7)0.0003 (7)
C20.0259 (10)0.0215 (10)0.0238 (9)0.0012 (8)0.0032 (8)0.0011 (7)
C30.0235 (10)0.0259 (11)0.0294 (10)0.0019 (8)0.0020 (8)0.0003 (8)
C40.0292 (11)0.0256 (12)0.0416 (13)0.0052 (9)0.0033 (9)0.0048 (9)
C50.0322 (11)0.0255 (11)0.0355 (12)0.0004 (9)0.0028 (9)0.0079 (9)
C60.0254 (10)0.0280 (11)0.0276 (10)0.0003 (8)0.0019 (8)0.0004 (8)
C70.0265 (10)0.0214 (10)0.0270 (10)0.0012 (8)0.0024 (8)0.0013 (8)
C80.0276 (10)0.0247 (11)0.0280 (10)0.0039 (8)0.0016 (8)0.0004 (8)
C90.0357 (12)0.0250 (11)0.0402 (13)0.0013 (9)0.0035 (10)0.0042 (9)
C100.0354 (12)0.0247 (11)0.0372 (12)0.0061 (9)0.0000 (10)0.0049 (9)
C110.0275 (11)0.0288 (12)0.0319 (11)0.0066 (9)0.0001 (9)0.0029 (9)
C120.0291 (11)0.0296 (12)0.0340 (11)0.0008 (9)0.0059 (9)0.0014 (9)
C130.0311 (11)0.0276 (12)0.0326 (11)0.0027 (9)0.0051 (9)0.0046 (9)
C140.0276 (10)0.0213 (10)0.0282 (10)0.0017 (8)0.0018 (8)0.0025 (8)
C150.0261 (10)0.0199 (10)0.0245 (9)0.0011 (8)0.0026 (8)0.0001 (7)
C160.0304 (11)0.0244 (11)0.0284 (10)0.0034 (9)0.0005 (8)0.0010 (8)
C170.0417 (13)0.0190 (10)0.0390 (12)0.0016 (9)0.0044 (10)0.0053 (9)
C180.0332 (11)0.0230 (11)0.0362 (12)0.0051 (9)0.0082 (9)0.0004 (9)
C190.0253 (10)0.0270 (11)0.0230 (9)0.0016 (8)0.0035 (8)0.0001 (8)
C200.0262 (10)0.0209 (10)0.0261 (10)0.0000 (8)0.0039 (8)0.0007 (8)
C210.0271 (10)0.0262 (11)0.0293 (11)0.0006 (9)0.0020 (8)0.0004 (8)
C220.0307 (11)0.0328 (12)0.0350 (12)0.0011 (9)0.0048 (9)0.0064 (9)
C230.0265 (11)0.0364 (13)0.0451 (14)0.0014 (10)0.0051 (10)0.0054 (10)
C240.0277 (11)0.0296 (12)0.0339 (11)0.0059 (9)0.0010 (9)0.0026 (9)
C250.0392 (13)0.0402 (14)0.0330 (12)0.0060 (11)0.0071 (10)0.0088 (10)
C260.0324 (12)0.0358 (13)0.0410 (13)0.0004 (10)0.0105 (10)0.0084 (10)
C270.0256 (11)0.0349 (13)0.0386 (12)0.0025 (9)0.0024 (9)0.0129 (10)
C280.0229 (10)0.0300 (12)0.0331 (11)0.0002 (9)0.0069 (8)0.0052 (9)
C290.0399 (13)0.0337 (13)0.0346 (12)0.0034 (10)0.0080 (10)0.0069 (10)
C300.0483 (15)0.0506 (17)0.0422 (14)0.0141 (13)0.0135 (12)0.0193 (12)
C310.0479 (16)0.070 (2)0.0322 (13)0.0005 (14)0.0074 (11)0.0115 (13)
C320.0634 (19)0.066 (2)0.0359 (14)0.0111 (16)0.0215 (13)0.0134 (13)
C330.0518 (16)0.0363 (14)0.0482 (15)0.0037 (12)0.0234 (13)0.0030 (11)
C340.0322 (11)0.0263 (11)0.0261 (10)0.0051 (9)0.0024 (8)0.0019 (8)
C350.0296 (10)0.0254 (11)0.0220 (9)0.0021 (8)0.0050 (8)0.0015 (8)
C360.0305 (11)0.0281 (11)0.0357 (12)0.0009 (9)0.0090 (9)0.0041 (9)
C370.0447 (14)0.0257 (12)0.0461 (14)0.0028 (10)0.0141 (11)0.0042 (10)
C380.0384 (13)0.0363 (13)0.0392 (13)0.0131 (10)0.0134 (10)0.0024 (10)
C390.0275 (11)0.0452 (15)0.0329 (12)0.0034 (10)0.0072 (9)0.0028 (10)
C400.0315 (11)0.0279 (11)0.0309 (11)0.0010 (9)0.0060 (9)0.0006 (9)
Geometric parameters (Å, º) top
Sn1—O12.1077 (14)C16—C171.390 (3)
Sn1—O22.5939 (15)C17—C181.377 (3)
Sn1—O42.1100 (14)C17—H170.9500
Sn1—O52.5426 (16)C18—C191.397 (3)
Sn1—C272.132 (2)C18—H180.9500
Sn1—C342.130 (2)C19—C201.385 (3)
Sn1—O3i3.0858 (16)C20—H200.9500
Br1—C111.894 (2)C21—C261.388 (3)
Br2—C241.895 (2)C21—C221.389 (3)
O1—C11.288 (2)C22—C231.385 (3)
O2—C11.263 (2)C22—H220.9500
O3—C31.352 (3)C23—C241.383 (3)
O3—H30.77 (3)C23—H230.9500
O4—C141.284 (3)C24—C251.377 (4)
O5—C141.257 (2)C25—C261.387 (3)
O6—C161.353 (3)C25—H250.9500
O6—H60.76 (3)C26—H260.9500
N1—N21.260 (3)C27—C281.502 (3)
N1—C61.425 (3)C27—H2710.9900
N2—C81.424 (3)C27—H2720.9900
N3—N41.254 (3)C28—C331.379 (3)
N3—C191.426 (3)C28—C291.392 (3)
N4—C211.425 (3)C29—C301.383 (3)
C1—C21.473 (3)C29—H290.9500
C2—C31.401 (3)C30—C311.372 (4)
C2—C71.403 (3)C30—H300.9500
C3—C41.399 (3)C31—C321.360 (5)
C4—C51.371 (3)C31—H310.9500
C4—H40.9500C32—C331.403 (4)
C5—C61.402 (3)C32—H320.9500
C5—H50.9500C33—H330.9500
C6—C71.382 (3)C34—C351.496 (3)
C7—H70.9500C34—H3410.9900
C8—C91.390 (3)C34—H3420.9900
C8—C131.392 (3)C35—C361.390 (3)
C9—C101.382 (3)C35—C401.395 (3)
C9—H90.9500C36—C371.387 (3)
C10—C111.379 (3)C36—H360.9500
C10—H100.9500C37—C381.389 (4)
C11—C121.392 (3)C37—H370.9500
C12—C131.389 (3)C38—C391.376 (4)
C12—H120.9500C38—H380.9500
C13—H130.9500C39—C401.385 (3)
C14—C151.475 (3)C39—H390.9500
C15—C201.394 (3)C40—H400.9500
C15—C161.409 (3)
O1—Sn1—O254.69 (5)C17—C16—C15119.34 (19)
O1—Sn1—O481.12 (6)C18—C17—C16120.2 (2)
O1—Sn1—O5136.25 (5)C18—C17—H17119.9
O1—Sn1—C27106.31 (8)C16—C17—H17119.9
O1—Sn1—C34102.97 (7)C17—C18—C19120.9 (2)
O2—Sn1—O4135.78 (5)C17—C18—H18119.6
O2—Sn1—O5168.06 (5)C19—C18—H18119.6
O2—Sn1—C2786.57 (8)C20—C19—C18119.44 (19)
O2—Sn1—C3489.30 (7)C20—C19—N3124.27 (19)
O4—Sn1—O555.27 (5)C18—C19—N3116.27 (19)
O4—Sn1—C27106.44 (7)C19—C20—C15120.24 (19)
O4—Sn1—C34103.69 (8)C19—C20—H20119.9
O5—Sn1—C2785.08 (8)C15—C20—H20119.9
O5—Sn1—C3491.74 (7)C26—C21—C22120.0 (2)
C27—Sn1—C34140.54 (9)C26—C21—N4116.1 (2)
O1—Sn1—O3i164.01 (5)C22—C21—N4123.8 (2)
O4—Sn1—O3i113.64 (5)C23—C22—C21120.2 (2)
C34—Sn1—O3i68.56 (7)C23—C22—H22119.9
C27—Sn1—O3i76.28 (7)C21—C22—H22119.9
O5—Sn1—O3i59.16 (5)C24—C23—C22119.0 (2)
O2—Sn1—O3i110.47 (5)C24—C23—H23120.5
C1—O1—Sn1103.93 (12)C22—C23—H23120.5
C1—O2—Sn181.95 (12)C25—C24—C23121.5 (2)
C3—O3—Sn1ii146.18 (14)C25—C24—Br2118.91 (18)
C3—O3—H3106 (2)C23—C24—Br2119.64 (18)
Sn1ii—O3—H397 (2)C24—C25—C26119.4 (2)
C14—O4—Sn1102.46 (12)C24—C25—H25120.3
C14—O5—Sn183.04 (12)C26—C25—H25120.3
C16—O6—H6105 (2)C25—C26—C21119.8 (2)
N2—N1—C6112.60 (18)C25—C26—H26120.1
N1—N2—C8114.82 (18)C21—C26—H26120.1
N4—N3—C19113.63 (18)C28—C27—Sn1112.94 (14)
N3—N4—C21113.59 (18)C28—C27—H271109.0
O2—C1—O1119.38 (18)Sn1—C27—H271109.0
O2—C1—C2121.50 (18)C28—C27—H272109.0
O1—C1—C2119.12 (17)Sn1—C27—H272109.0
C3—C2—C7119.04 (19)H271—C27—H272107.8
C3—C2—C1119.90 (18)C33—C28—C29118.1 (2)
C7—C2—C1121.06 (19)C33—C28—C27121.5 (2)
O3—C3—C4117.35 (19)C29—C28—C27120.4 (2)
O3—C3—C2122.80 (19)C30—C29—C28120.9 (2)
C4—C3—C2119.85 (19)C30—C29—H29119.5
C5—C4—C3120.4 (2)C28—C29—H29119.5
C5—C4—H4119.8C31—C30—C29120.2 (3)
C3—C4—H4119.8C31—C30—H30119.9
C4—C5—C6120.4 (2)C29—C30—H30119.9
C4—C5—H5119.8C32—C31—C30120.0 (3)
C6—C5—H5119.8C32—C31—H31120.0
C7—C6—C5119.6 (2)C30—C31—H31120.0
C7—C6—N1116.58 (19)C31—C32—C33120.3 (3)
C5—C6—N1123.8 (2)C31—C32—H32119.9
C6—C7—C2120.65 (19)C33—C32—H32119.9
C6—C7—H7119.7C28—C33—C32120.5 (3)
C2—C7—H7119.7C28—C33—H33119.7
C9—C8—C13119.9 (2)C32—C33—H33119.7
C9—C8—N2115.0 (2)C35—C34—Sn1111.69 (14)
C13—C8—N2125.13 (19)C35—C34—H341109.3
C10—C9—C8120.7 (2)Sn1—C34—H341109.3
C10—C9—H9119.7C35—C34—H342109.3
C8—C9—H9119.7Sn1—C34—H342109.3
C11—C10—C9118.7 (2)H341—C34—H342107.9
C11—C10—H10120.7C36—C35—C40118.3 (2)
C9—C10—H10120.7C36—C35—C34120.4 (2)
C10—C11—C12122.1 (2)C40—C35—C34121.3 (2)
C10—C11—Br1118.52 (17)C37—C36—C35121.1 (2)
C12—C11—Br1119.42 (18)C37—C36—H36119.4
C13—C12—C11118.6 (2)C35—C36—H36119.4
C13—C12—H12120.7C36—C37—C38119.8 (2)
C11—C12—H12120.7C36—C37—H37120.1
C12—C13—C8120.0 (2)C38—C37—H37120.1
C12—C13—H13120.0C39—C38—C37119.6 (2)
C8—C13—H13120.0C39—C38—H38120.2
O5—C14—O4119.19 (19)C37—C38—H38120.2
O5—C14—C15121.37 (19)C38—C39—C40120.6 (2)
O4—C14—C15119.44 (18)C38—C39—H39119.7
C20—C15—C16119.90 (19)C40—C39—H39119.7
C20—C15—C14120.02 (18)C39—C40—C35120.6 (2)
C16—C15—C14120.08 (18)C39—C40—H40119.7
O6—C16—C17117.9 (2)C35—C40—H40119.7
O6—C16—C15122.8 (2)
C6—N1—N2—C8177.82 (18)C20—C15—C16—O6178.8 (2)
C19—N3—N4—C21177.10 (18)C14—C15—C16—O60.9 (3)
Sn1—O2—C1—O11.81 (17)C20—C15—C16—C170.9 (3)
Sn1—O2—C1—C2178.70 (19)C14—C15—C16—C17179.4 (2)
Sn1—O1—C1—O22.3 (2)O6—C16—C17—C18179.1 (2)
Sn1—O1—C1—C2178.23 (15)C15—C16—C17—C180.6 (4)
O2—C1—C2—C32.6 (3)C16—C17—C18—C190.1 (4)
O1—C1—C2—C3176.92 (19)C17—C18—C19—C200.5 (3)
O2—C1—C2—C7178.11 (19)C17—C18—C19—N3179.5 (2)
O1—C1—C2—C72.4 (3)N4—N3—C19—C2015.1 (3)
Sn1ii—O3—C3—C452.7 (3)N4—N3—C19—C18166.0 (2)
Sn1ii—O3—C3—C2127.6 (2)C18—C19—C20—C150.2 (3)
C7—C2—C3—O3179.1 (2)N3—C19—C20—C15179.07 (19)
C1—C2—C3—O31.6 (3)C16—C15—C20—C190.5 (3)
C7—C2—C3—C41.2 (3)C14—C15—C20—C19179.8 (2)
C1—C2—C3—C4178.1 (2)N3—N4—C21—C26156.8 (2)
O3—C3—C4—C5179.9 (2)N3—N4—C21—C2226.1 (3)
C2—C3—C4—C50.4 (4)C26—C21—C22—C232.9 (4)
C3—C4—C5—C60.8 (4)N4—C21—C22—C23180.0 (2)
C4—C5—C6—C71.2 (4)C21—C22—C23—C240.1 (4)
C4—C5—C6—N1178.1 (2)C22—C23—C24—C252.2 (4)
N2—N1—C6—C7178.1 (2)C22—C23—C24—Br2178.11 (19)
N2—N1—C6—C52.6 (3)C23—C24—C25—C261.4 (4)
C5—C6—C7—C20.3 (3)Br2—C24—C25—C26179.0 (2)
N1—C6—C7—C2178.98 (19)C24—C25—C26—C211.6 (4)
C3—C2—C7—C60.8 (3)C22—C21—C26—C253.8 (4)
C1—C2—C7—C6178.5 (2)N4—C21—C26—C25179.0 (2)
N1—N2—C8—C9171.5 (2)Sn1—C27—C28—C3394.1 (2)
N1—N2—C8—C139.8 (3)Sn1—C27—C28—C2986.8 (2)
C13—C8—C9—C100.1 (4)C33—C28—C29—C300.5 (4)
N2—C8—C9—C10178.9 (2)C27—C28—C29—C30179.6 (2)
C8—C9—C10—C110.1 (4)C28—C29—C30—C310.5 (4)
C9—C10—C11—C120.5 (4)C29—C30—C31—C320.5 (4)
C9—C10—C11—Br1179.97 (19)C30—C31—C32—C330.4 (5)
C10—C11—C12—C130.7 (4)C29—C28—C33—C320.5 (4)
Br1—C11—C12—C13179.82 (17)C27—C28—C33—C32179.6 (2)
C11—C12—C13—C80.5 (3)C31—C32—C33—C280.4 (4)
C9—C8—C13—C120.1 (3)Sn1—C34—C35—C3699.9 (2)
N2—C8—C13—C12178.5 (2)Sn1—C34—C35—C4078.5 (2)
Sn1—O5—C14—O41.63 (19)C40—C35—C36—C370.7 (3)
Sn1—O5—C14—C15177.6 (2)C34—C35—C36—C37177.8 (2)
Sn1—O4—C14—O52.0 (2)C35—C36—C37—C380.9 (4)
Sn1—O4—C14—C15177.22 (16)C36—C37—C38—C390.5 (4)
O5—C14—C15—C20180.0 (2)C37—C38—C39—C400.1 (4)
O4—C14—C15—C200.8 (3)C38—C39—C40—C350.4 (3)
O5—C14—C15—C160.3 (3)C36—C35—C40—C390.0 (3)
O4—C14—C15—C16178.9 (2)C34—C35—C40—C39178.4 (2)
Symmetry codes: (i) x+5/2, y+1/2, z+1/2; (ii) x+5/2, y1/2, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H3···O20.77 (3)1.89 (3)2.586 (2)152 (3)
O3—H3···O5ii0.77 (3)2.42 (3)2.818 (2)114 (3)
O6—H6···O50.76 (3)1.89 (3)2.596 (2)153 (3)
Symmetry code: (ii) x+5/2, y1/2, z+1/2.
Aquadibenzylbis(4-{(E)-[(Z)-4-hydroxypent-3-en-2-ylidene]amino}benzoato)tin(IV) benzene disolvate (III) top
Crystal data top
[Sn(C7H7)2(C12H12NO3)2(H2O)]·2C6H6F(000) = 1888
Mr = 911.62Dx = 1.358 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
a = 23.6530 (5) ÅCell parameters from 125492 reflections
b = 10.1034 (2) Åθ = 2.0–30.0°
c = 20.5952 (4) ŵ = 0.63 mm1
β = 115.0715 (12)°T = 160 K
V = 4458.02 (16) Å3Tablet, colorless
Z = 40.25 × 0.22 × 0.10 mm
Data collection top
Nonius KappaCCD area detector
diffractometer
6506 independent reflections
Radiation source: Nonius FR590 sealed tube generator5193 reflections with I > 2σ(I)
Horizontally mounted graphite crystal monochromatorRint = 0.101
Detector resolution: 9 pixels mm-1θmax = 30.0°, θmin = 2.2°
ω scans with κ offsetsh = 3232
Absorption correction: multi-scan
(SORTAV; Blessing, 1995)
k = 1414
Tmin = 0.753, Tmax = 0.943l = 2829
58583 measured reflections
Refinement top
Refinement on F2Primary atom site location: heavy-atom method
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.056Hydrogen site location: mixed
wR(F2) = 0.148H atoms treated by a mixture of independent and constrained refinement
S = 1.05 w = 1/[σ2(Fo2) + (0.0943P)2 + 4.7027P]
where P = (Fo2 + 2Fc2)/3
6506 reflections(Δ/σ)max < 0.001
228 parametersΔρmax = 1.06 e Å3
2 restraintsΔρmin = 2.17 e Å3
Special details top

Experimental. Data collection and full structure determination done by Prof. Anthony Linden: anthony.linden@chem.uzh.ch

Solvent used: benzene Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: on a glass fibre Mosaicity (deg.): 1.053 (1) Frames collected: 0 Seconds exposure per frame: 33 Degrees rotation per frame: 0.0 Crystal-detector distance (mm): 0.0 Client: Tushar Basu Sample code: TSBB-192 (L0711)

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. The asymmetric unit contains one half of a molecule of the Sn-complex, which sits across a two-fold axis, plus a highly disordered benzene molecule. The disordered solvent molecule could not be modelled adequately, so its contribution to the diffraction data was removed using the SQUEEZE routine of the program PLATON. When the solvent molecule is excluded from the model, there are four cavities of 324 Å3 per unit cell. The total number of electrons contributing to each void was calculated by the SQUEEZE routine to be approximately 85 e. A benzene molecule has 42 e, which suggests that the cavities have two molecules of benzene (one per asymmetric unit) and this approximation was used in the subsequent calculation of the empirical formula, formula weight, density, linear absorption coefficient and F(000). Based on the assumption, the overall ratio of Sn-complex molecules to benzene is 1:2.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn10.0000000.20944 (3)0.2500000.01902 (10)
O10.06248 (9)0.0370 (2)0.19456 (11)0.0248 (4)
O20.10242 (10)0.2366 (2)0.16188 (12)0.0247 (4)
O30.0000000.4408 (3)0.2500000.0353 (8)
H30.0301 (14)0.476 (4)0.2841 (16)0.051 (13)*
O100.43538 (10)0.1170 (2)0.14546 (12)0.0303 (5)
N10.34338 (12)0.1205 (3)0.01611 (14)0.0255 (5)
H10.3581 (18)0.084 (4)0.055 (2)0.033 (10)*
C10.10849 (13)0.1113 (3)0.15772 (15)0.0213 (6)
C20.16937 (13)0.0487 (3)0.11166 (15)0.0222 (6)
C30.17658 (13)0.0879 (3)0.11204 (16)0.0239 (6)
H3A0.1420470.1418540.1405360.029*
C40.23372 (14)0.1456 (3)0.07121 (17)0.0261 (6)
H40.2384800.2388540.0718220.031*
C50.28419 (13)0.0668 (3)0.02923 (15)0.0236 (6)
C60.27703 (14)0.0703 (3)0.02811 (17)0.0268 (6)
H60.3113960.1242130.0008800.032*
C70.21968 (14)0.1274 (3)0.06939 (17)0.0277 (6)
H70.2147500.2206310.0687820.033*
C80.37763 (15)0.2072 (3)0.00003 (18)0.0291 (7)
C90.43476 (15)0.2480 (3)0.05114 (18)0.0263 (6)
H90.4576070.3108950.0375490.032*
C100.46156 (15)0.2012 (3)0.12320 (18)0.0258 (6)
C110.52313 (16)0.2589 (4)0.17386 (18)0.0322 (7)
H11A0.5470180.2850540.1469950.048*
H11B0.5158150.3365830.1977290.048*
H11C0.5466980.1924780.2098890.048*
C120.3541 (2)0.2594 (6)0.0753 (2)0.0541 (12)
H12A0.3235630.3298400.0823060.081*
H12B0.3891260.2948070.0834290.081*
H12C0.3342030.1874650.1093310.081*
C130.04032 (16)0.2193 (4)0.17412 (18)0.0316 (7)
H13A0.0695390.2951460.1870020.038*
H13B0.0650920.1379040.1789040.038*
C140.00517 (15)0.2337 (3)0.09721 (17)0.0253 (6)
C150.03435 (18)0.1238 (4)0.0575 (2)0.0372 (8)
H150.0241410.0386320.0788740.045*
C160.0783 (2)0.1349 (5)0.0130 (2)0.0474 (10)
H160.0979700.0580610.0395920.057*
C170.0931 (2)0.2581 (6)0.0441 (2)0.0494 (11)
H170.1240520.2671390.0919270.059*
C180.06295 (19)0.3685 (4)0.0056 (2)0.0436 (10)
H180.0719620.4532150.0276850.052*
C190.01989 (18)0.3569 (4)0.06461 (19)0.0346 (8)
H190.0000910.4338800.0909410.042*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.01201 (14)0.02281 (16)0.01816 (14)0.0000.00244 (10)0.000
O10.0133 (10)0.0248 (11)0.0282 (10)0.0007 (8)0.0008 (8)0.0012 (9)
O20.0183 (10)0.0220 (11)0.0292 (11)0.0009 (8)0.0057 (9)0.0012 (9)
O30.039 (2)0.0160 (15)0.0325 (18)0.0000.0025 (16)0.000
O100.0229 (11)0.0344 (13)0.0259 (11)0.0022 (10)0.0030 (9)0.0022 (10)
N10.0153 (12)0.0317 (14)0.0215 (12)0.0003 (10)0.0002 (10)0.0034 (11)
C10.0156 (13)0.0229 (14)0.0236 (13)0.0010 (11)0.0067 (11)0.0015 (11)
C20.0161 (13)0.0283 (15)0.0198 (12)0.0009 (11)0.0052 (11)0.0017 (11)
C30.0141 (13)0.0286 (15)0.0240 (13)0.0037 (11)0.0033 (11)0.0021 (12)
C40.0204 (14)0.0228 (15)0.0304 (15)0.0019 (12)0.0061 (12)0.0057 (13)
C50.0158 (13)0.0309 (16)0.0211 (13)0.0027 (11)0.0050 (11)0.0020 (12)
C60.0139 (13)0.0311 (16)0.0294 (15)0.0016 (12)0.0034 (12)0.0091 (13)
C70.0212 (15)0.0269 (15)0.0294 (15)0.0012 (12)0.0055 (12)0.0051 (13)
C80.0205 (15)0.0376 (18)0.0271 (15)0.0012 (13)0.0079 (12)0.0009 (13)
C90.0209 (15)0.0276 (14)0.0288 (15)0.0022 (12)0.0089 (12)0.0002 (13)
C100.0190 (14)0.0257 (15)0.0282 (15)0.0012 (12)0.0057 (12)0.0040 (12)
C110.0206 (16)0.0419 (19)0.0277 (16)0.0037 (14)0.0039 (13)0.0031 (14)
C120.032 (2)0.091 (3)0.0306 (19)0.021 (2)0.0044 (16)0.017 (2)
C130.0213 (15)0.046 (2)0.0287 (16)0.0012 (14)0.0116 (13)0.0015 (14)
C140.0218 (15)0.0290 (17)0.0265 (15)0.0010 (12)0.0118 (12)0.0011 (12)
C150.045 (2)0.0318 (18)0.0383 (18)0.0037 (16)0.0206 (17)0.0007 (16)
C160.046 (2)0.062 (3)0.0314 (18)0.016 (2)0.0139 (17)0.0117 (19)
C170.034 (2)0.086 (3)0.0244 (17)0.008 (2)0.0086 (15)0.003 (2)
C180.047 (2)0.050 (2)0.042 (2)0.0243 (19)0.0264 (18)0.0200 (19)
C190.043 (2)0.0318 (19)0.0389 (18)0.0051 (15)0.0266 (17)0.0031 (15)
Geometric parameters (Å, º) top
Sn1—O12.257 (2)C9—C101.425 (5)
Sn1—O22.348 (2)C9—H90.9500
Sn1—O32.337 (3)C10—C111.504 (4)
Sn1—C132.150 (3)C11—H11A0.9800
O1—C11.274 (4)C11—H11B0.9800
O2—C11.273 (4)C11—H11C0.9800
O3—H30.838 (7)C12—H12A0.9800
O10—C101.248 (4)C12—H12B0.9800
N1—C51.421 (4)C12—H12C0.9800
N1—C81.327 (4)C13—C141.498 (5)
N1—H10.82 (4)C13—H13A0.9900
C1—C21.489 (4)C13—H13B0.9900
C2—C71.389 (4)C14—C151.378 (5)
C2—C31.391 (4)C14—C191.388 (5)
C3—C41.382 (4)C15—C161.386 (5)
C3—H3A0.9500C15—H150.9500
C4—C51.390 (4)C16—C171.376 (7)
C4—H40.9500C16—H160.9500
C5—C61.397 (5)C17—C181.380 (7)
C6—C71.385 (4)C17—H170.9500
C6—H60.9500C18—C191.376 (5)
C7—H70.9500C18—H180.9500
C8—C91.378 (5)C19—H190.9500
C8—C121.505 (5)
O1—Sn1—O1i78.94 (11)C9—C8—C12119.9 (3)
O1—Sn1—O257.26 (8)C8—C9—C10123.8 (3)
O1—Sn1—O2i136.18 (8)C8—C9—H9118.1
O1—Sn1—O3140.53 (5)C10—C9—H9118.1
O1—Sn1—C1393.73 (11)O10—C10—C9122.5 (3)
O1—Sn1—C13i90.36 (11)O10—C10—C11119.6 (3)
O2—Sn1—O2i166.56 (11)C9—C10—C11117.8 (3)
O2—Sn1—O383.28 (6)C10—C11—H11A109.5
O2—Sn1—C1393.61 (11)C10—C11—H11B109.5
O2—Sn1—C13i85.77 (11)H11A—C11—H11B109.5
O3—Sn1—C1387.35 (10)C10—C11—H11C109.5
C13—Sn1—C13i174.7 (2)H11A—C11—H11C109.5
C1—O1—Sn193.31 (18)H11B—C11—H11C109.5
C1—O2—Sn189.18 (17)C8—C12—H12A109.5
Sn1—O3—H3115 (3)C8—C12—H12B109.5
Sn1—O3—H3i115 (3)H12A—C12—H12B109.5
H3—O3—H3i130 (7)C8—C12—H12C109.5
C8—N1—C5128.6 (3)H12A—C12—H12C109.5
C8—N1—H1120 (3)H12B—C12—H12C109.5
C5—N1—H1111 (3)C14—C13—Sn1115.6 (2)
O2—C1—O1120.1 (3)C14—C13—H13A108.4
O2—C1—C2121.1 (3)Sn1—C13—H13A108.4
O1—C1—C2118.7 (3)C14—C13—H13B108.4
C7—C2—C3119.8 (3)Sn1—C13—H13B108.4
C7—C2—C1119.8 (3)H13A—C13—H13B107.4
C3—C2—C1120.4 (3)C15—C14—C19118.4 (3)
C4—C3—C2120.4 (3)C15—C14—C13120.3 (3)
C4—C3—H3A119.8C19—C14—C13121.3 (3)
C2—C3—H3A119.8C14—C15—C16121.4 (4)
C3—C4—C5119.9 (3)C14—C15—H15119.3
C3—C4—H4120.1C16—C15—H15119.3
C5—C4—H4120.1C17—C16—C15119.4 (4)
C4—C5—C6120.0 (3)C17—C16—H16120.3
C4—C5—N1122.5 (3)C15—C16—H16120.3
C6—C5—N1117.4 (3)C16—C17—C18119.7 (4)
C7—C6—C5119.8 (3)C16—C17—H17120.1
C7—C6—H6120.1C18—C17—H17120.1
C5—C6—H6120.1C19—C18—C17120.5 (4)
C6—C7—C2120.2 (3)C19—C18—H18119.7
C6—C7—H7119.9C17—C18—H18119.7
C2—C7—H7119.9C18—C19—C14120.5 (4)
N1—C8—C9120.8 (3)C18—C19—H19119.8
N1—C8—C12119.4 (3)C14—C19—H19119.8
Sn1—O2—C1—O13.3 (3)C3—C2—C7—C60.5 (5)
Sn1—O2—C1—C2175.1 (2)C1—C2—C7—C6177.9 (3)
Sn1—O1—C1—O23.4 (3)C5—N1—C8—C9179.5 (3)
Sn1—O1—C1—C2175.0 (2)C5—N1—C8—C120.6 (6)
O2—C1—C2—C73.5 (4)N1—C8—C9—C100.6 (5)
O1—C1—C2—C7178.1 (3)C12—C8—C9—C10178.2 (4)
O2—C1—C2—C3174.9 (3)C8—C9—C10—O101.2 (5)
O1—C1—C2—C33.5 (4)C8—C9—C10—C11177.5 (3)
C7—C2—C3—C40.7 (5)Sn1—C13—C14—C1583.5 (4)
C1—C2—C3—C4177.7 (3)Sn1—C13—C14—C1995.3 (3)
C2—C3—C4—C50.3 (5)C19—C14—C15—C161.2 (5)
C3—C4—C5—C60.3 (5)C13—C14—C15—C16177.7 (3)
C3—C4—C5—N1177.4 (3)C14—C15—C16—C170.0 (6)
C8—N1—C5—C451.0 (5)C15—C16—C17—C181.8 (6)
C8—N1—C5—C6131.8 (4)C16—C17—C18—C192.6 (6)
C4—C5—C6—C70.6 (5)C17—C18—C19—C141.4 (5)
N1—C5—C6—C7177.8 (3)C15—C14—C19—C180.4 (5)
C5—C6—C7—C20.2 (5)C13—C14—C19—C18178.4 (3)
Symmetry code: (i) x, y, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1···O100.82 (4)2.01 (4)2.631 (3)132 (4)
O3—H3···O10ii0.84 (1)1.95 (2)2.712 (3)151 (4)
Symmetry code: (ii) x+1/2, y+1/2, z+1/2.
Octabutyltetrakis{µ-(E)-4-[(4-hydroxy-3,5-dimethylphenyl)diazenyl]benzoato}di-µ3-oxido-tetratin(IV) ethanol disolvate (IV) top
Crystal data top
[Sn4(C4H9)8(C15H13N2O3)4O2]·2C2H6OF(000) = 2192
Mr = 2132.88Dx = 1.422 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 11.8395 (1) ÅCell parameters from 171311 reflections
b = 24.2855 (3) Åθ = 2.0–27.5°
c = 17.3557 (2) ŵ = 1.06 mm1
β = 93.2962 (7)°T = 160 K
V = 4982.00 (9) Å3Tablet, orange
Z = 20.35 × 0.20 × 0.15 mm
Data collection top
Nonius KappaCCD area detector
diffractometer
11376 independent reflections
Radiation source: Nonius FR590 sealed tube generator9553 reflections with I > 2σ(I)
Horizontally mounted graphite crystal monochromatorRint = 0.049
Detector resolution: 9 pixels mm-1θmax = 27.5°, θmin = 2.1°
φ and ω scans with κ offsetsh = 1515
Absorption correction: multi-scan
(SORTAV; Blessing, 1995)
k = 3131
Tmin = 0.829, Tmax = 0.922l = 2222
94026 measured reflections
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)] = 0.033Hydrogen site location: mixed
wR(F2) = 0.077H atoms treated by a mixture of independent and constrained refinement
S = 1.04 w = 1/[σ2(Fo2) + (0.0278P)2 + 6.8029P]
where P = (Fo2 + 2Fc2)/3
11371 reflections(Δ/σ)max = 0.001
628 parametersΔρmax = 0.91 e Å3
144 restraintsΔρmin = 0.93 e Å3
Special details top

Experimental. Data collection and full structure determination done by Prof. Anthony Linden: anthony.linden@chem.uzh.ch

Solvent used: toluene Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: on a glass fibre Mosaicity (deg.): 0.746 (1) Frames collected: 718 Seconds exposure per frame: 60 Degrees rotation per frame: 1.0 Crystal-detector distance (mm): 38.0 Client: Tushar Basu-Baul Sample code: TSBB-304 (L1014)

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. The Sn-complex molecule sits across a crystallographic centre of inversion and the asymmetric includes a molecule of EtOH. Two butyl groups at the same Sn atom are disordered over two conformations. Two sets of overlapping positions were defined for the atoms of one methylene group in one ligand and for all atoms of the other disordered butyl group and the site occupation factors of the major conformations of these groups refined to 0.846 (6) and 0.683 (5), respectively. Similarity restraints were applied to the chemically equivalent bond lengths and angles involving all disordered C-atoms, while neighbouring atoms within and between each conformation of the disordered butyl groups were restrained to have similar atomic displacement parameters.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Sn10.05001 (2)0.37049 (2)0.45148 (2)0.03285 (6)
Sn20.08779 (2)0.52372 (2)0.43610 (2)0.02578 (5)
O10.19192 (17)0.47981 (8)0.34877 (12)0.0416 (5)
O20.1733 (3)0.39106 (10)0.36369 (17)0.0832 (10)
O30.86222 (19)0.39724 (10)0.16369 (12)0.0469 (5)
H30.893 (3)0.3655 (15)0.159 (2)0.055 (11)*
O40.07448 (14)0.36432 (7)0.53976 (10)0.0289 (4)
O50.06043 (16)0.27469 (8)0.51891 (12)0.0375 (4)
O60.96252 (16)0.32178 (10)0.86854 (13)0.0446 (5)
H60.966 (3)0.3262 (17)0.921 (2)0.076 (13)*
O70.02343 (14)0.45122 (7)0.47392 (10)0.0263 (4)
N10.49994 (19)0.38861 (10)0.08500 (13)0.0346 (5)
N20.5496 (2)0.42950 (10)0.05843 (13)0.0366 (5)
N30.52091 (18)0.28868 (10)0.69716 (13)0.0356 (5)
N40.53547 (19)0.31997 (11)0.75336 (13)0.0377 (5)
C10.2124 (2)0.43154 (13)0.33106 (16)0.0367 (6)
C20.2894 (2)0.42124 (12)0.26719 (15)0.0342 (6)
C30.3003 (3)0.36865 (13)0.23750 (18)0.0438 (7)
H310.2605550.3388210.2587940.053*
C40.3693 (3)0.35950 (13)0.17654 (17)0.0413 (7)
H40.3757300.3235630.1556190.050*
C50.4283 (2)0.40272 (12)0.14652 (15)0.0330 (6)
C60.4202 (2)0.45534 (13)0.17723 (16)0.0384 (6)
H610.4629260.4848080.1577050.046*
C70.3490 (2)0.46434 (12)0.23667 (16)0.0375 (6)
H70.3410640.5004580.2566700.045*
C80.6245 (2)0.41710 (12)0.00080 (15)0.0335 (6)
C90.6373 (2)0.36544 (12)0.03379 (14)0.0323 (6)
H90.5913690.3356930.0187300.039*
C100.7166 (2)0.35691 (12)0.08854 (15)0.0338 (6)
C110.7829 (2)0.40186 (12)0.10944 (15)0.0347 (6)
C120.7715 (2)0.45410 (12)0.07742 (16)0.0372 (6)
C130.6898 (2)0.46103 (12)0.02381 (16)0.0376 (6)
H130.6783000.4964990.0025180.045*
C140.1081 (2)0.31416 (11)0.54896 (14)0.0290 (5)
C150.2107 (2)0.30627 (11)0.59369 (14)0.0282 (5)
C160.2756 (2)0.25913 (11)0.58262 (15)0.0331 (6)
H160.2503330.2303320.5507980.040*
C170.3774 (2)0.25384 (12)0.61792 (16)0.0353 (6)
H170.4232310.2221200.6088420.042*
C180.4119 (2)0.29533 (11)0.66666 (15)0.0317 (6)
C190.3446 (2)0.34171 (11)0.68061 (16)0.0339 (6)
H190.3669600.3693750.7153110.041*
C200.2452 (2)0.34710 (12)0.64359 (16)0.0335 (6)
H200.1997960.3789940.6522140.040*
C210.6464 (2)0.31876 (12)0.78052 (16)0.0353 (6)
C220.7403 (2)0.29662 (12)0.73911 (15)0.0342 (6)
H220.7313440.2799020.6903590.041*
C230.8464 (2)0.29884 (12)0.76852 (15)0.0341 (6)
C240.8561 (2)0.32229 (12)0.84176 (16)0.0340 (6)
C250.7646 (2)0.34633 (12)0.88293 (16)0.0367 (6)
C260.6596 (2)0.34449 (13)0.85090 (16)0.0384 (6)
H260.5959810.3610540.8775540.046*
C270.7332 (3)0.30115 (12)0.12382 (17)0.0417 (7)
H2710.8058580.2858050.1041780.063*
H2720.7328980.3046920.1800800.063*
H2730.6717970.2765970.1101900.063*
C280.8491 (3)0.50027 (14)0.0985 (2)0.0493 (8)
H2810.9255680.4930580.0761330.074*
H2820.8213450.5350950.0781670.074*
H2830.8507780.5026700.1547430.074*
C290.9499 (2)0.27881 (15)0.72325 (18)0.0467 (8)
H2911.0028890.3094360.7143490.070*
H2920.9860170.2497060.7522240.070*
H2930.9283310.2641650.6735580.070*
C300.7776 (3)0.37509 (15)0.95911 (19)0.0510 (8)
H3010.8373170.4029490.9529710.076*
H3020.7060640.3928940.9758390.076*
H3030.7978670.3480700.9979170.076*
C310.0504 (3)0.33948 (15)0.35816 (19)0.0621 (10)
H3110.0199660.3540210.3102650.074*0.846 (6)
H3120.0403460.2990230.3574450.074*0.846 (6)
H3130.0036730.3193100.3271250.074*0.154 (6)
H3140.0970150.3107600.3814640.074*0.154 (6)
C32A0.1746 (3)0.35092 (16)0.35450 (19)0.0482 (10)0.846 (6)
H3210.1865470.3909640.3609170.058*0.846 (6)
H3220.2087160.3319090.3979410.058*0.846 (6)
C32B0.1307 (9)0.3665 (5)0.2985 (9)0.048 (3)0.154 (6)
H3230.1541430.4027440.3182020.057*0.154 (6)
H3240.0903530.3729930.2508810.057*0.154 (6)
C330.2352 (3)0.33224 (16)0.2787 (2)0.0650 (10)
H3310.2070860.3535060.2350280.078*0.846 (6)
H3320.2200960.2927170.2697710.078*0.846 (6)
H3330.2277300.3222440.2238960.078*0.154 (6)
H3340.2209170.2977280.3080010.078*0.154 (6)
C340.3584 (4)0.34142 (18)0.2837 (3)0.0750 (12)
H3410.3849990.3213240.3281950.112*
H3420.3986580.3281490.2364200.112*
H3430.3729870.3808470.2899560.112*
C35A0.1923 (5)0.3365 (3)0.5137 (3)0.0520 (11)0.683 (5)
H3510.2561820.3627390.5124780.062*0.683 (5)
H3520.1741830.3316030.5682420.062*0.683 (5)
C36A0.2283 (3)0.28175 (18)0.4817 (3)0.0561 (11)0.683 (5)
H3610.2153170.2820170.4248860.067*0.683 (5)
H3620.1811770.2521610.5024190.067*0.683 (5)
C37A0.3522 (3)0.2694 (2)0.5023 (3)0.0584 (11)0.683 (5)
H3710.3689560.2776670.5576740.070*0.683 (5)
H3720.3660590.2296710.4944760.070*0.683 (5)
C38A0.4320 (5)0.3023 (3)0.4547 (4)0.0740 (14)0.683 (5)
H3810.4144690.2952360.3997700.111*0.683 (5)
H3820.5102450.2913220.4684710.111*0.683 (5)
H3830.4229150.3416780.4652640.111*0.683 (5)
C35B0.1813 (8)0.3411 (7)0.5291 (5)0.0499 (18)0.317 (5)
H3530.1804190.3654660.5747150.060*0.317 (5)
H3540.1554120.3045660.5463190.060*0.317 (5)
C36B0.3053 (7)0.3336 (4)0.5138 (6)0.0556 (13)0.317 (5)
H3630.3353710.3685970.4939950.067*0.317 (5)
H3640.3482020.3248120.5629010.067*0.317 (5)
C37B0.3229 (7)0.2882 (5)0.4560 (7)0.0624 (14)0.317 (5)
H3730.2683320.2931800.4111720.075*0.317 (5)
H3740.3064600.2523460.4801110.075*0.317 (5)
C38B0.4416 (9)0.2867 (6)0.4277 (9)0.069 (2)0.317 (5)
H3840.4557170.3204550.3989890.104*0.317 (5)
H3850.4492360.2547240.3939220.104*0.317 (5)
H3860.4964590.2838020.4720140.104*0.317 (5)
C390.0139 (2)0.55226 (11)0.33912 (15)0.0341 (6)
H3910.0634980.5820670.3565410.041*
H3920.0364370.5684970.3015960.041*
C400.0874 (3)0.50922 (12)0.29784 (17)0.0408 (7)
H4010.1365480.4917850.3351130.049*
H4020.0385300.4802280.2773780.049*
C410.1604 (3)0.53376 (16)0.2320 (2)0.0556 (9)
H4110.2048040.5645610.2522640.067*
H4120.1106120.5491530.1934990.067*
C420.2410 (4)0.4931 (2)0.1921 (3)0.0872 (15)
H4210.1977180.4641500.1678010.131*
H4220.2886840.5122440.1526000.131*
H4230.2889240.4765690.2301180.131*
C430.2440 (2)0.53863 (12)0.49912 (17)0.0366 (6)
H4310.2964300.5566900.4645880.044*
H4320.2306640.5645080.5417290.044*
C440.3002 (2)0.48697 (13)0.53277 (18)0.0417 (7)
H4410.2440560.4658610.5608690.050*
H4420.3245090.4636030.4900020.050*
C450.4017 (3)0.49905 (16)0.5872 (2)0.0636 (10)
H4510.3778200.5227060.6297620.076*
H4520.4585410.5196620.5590230.076*
C460.4560 (4)0.44683 (19)0.6211 (3)0.0981 (18)
H4610.4006220.4266450.6499660.147*
H4620.5211290.4566750.6557620.147*
H4630.4813110.4235880.5792100.147*
O80.0246 (2)0.16675 (10)0.50888 (14)0.0595 (7)
H80.032 (4)0.2013 (19)0.528 (3)0.084 (14)*
C470.0545 (3)0.12520 (15)0.5618 (2)0.0549 (9)
H4710.0400730.0885070.5395890.066*
H4720.1363350.1278630.5702490.066*
C480.0098 (4)0.13068 (18)0.6355 (2)0.0752 (12)
H4810.0107560.1652170.6603400.113*
H4820.0908940.1308890.6268750.113*
H4830.0073770.0996190.6689400.113*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.03794 (11)0.02823 (10)0.03422 (10)0.00428 (8)0.01800 (8)0.00162 (7)
Sn20.02240 (9)0.02967 (10)0.02597 (9)0.00093 (7)0.00740 (6)0.00225 (7)
O10.0458 (12)0.0420 (12)0.0398 (11)0.0046 (9)0.0260 (9)0.0031 (9)
O20.117 (2)0.0470 (13)0.0948 (19)0.0125 (14)0.0868 (18)0.0092 (13)
O30.0464 (13)0.0545 (14)0.0422 (12)0.0101 (11)0.0240 (10)0.0074 (10)
O40.0293 (9)0.0298 (9)0.0285 (9)0.0024 (7)0.0102 (7)0.0004 (7)
O50.0395 (11)0.0287 (10)0.0460 (11)0.0028 (8)0.0171 (9)0.0038 (8)
O60.0283 (10)0.0646 (14)0.0419 (12)0.0000 (9)0.0122 (9)0.0002 (11)
O70.0267 (9)0.0238 (8)0.0297 (9)0.0022 (7)0.0121 (7)0.0017 (7)
N10.0319 (12)0.0415 (13)0.0315 (12)0.0047 (10)0.0104 (9)0.0013 (10)
N20.0360 (12)0.0425 (13)0.0322 (12)0.0065 (10)0.0110 (10)0.0002 (10)
N30.0277 (11)0.0430 (13)0.0371 (12)0.0018 (10)0.0099 (9)0.0032 (10)
N40.0294 (12)0.0519 (15)0.0326 (12)0.0011 (10)0.0089 (9)0.0018 (11)
C10.0348 (14)0.0470 (17)0.0294 (14)0.0086 (13)0.0121 (11)0.0071 (12)
C20.0327 (14)0.0431 (16)0.0277 (13)0.0094 (12)0.0105 (11)0.0047 (11)
C30.0462 (17)0.0426 (17)0.0451 (17)0.0056 (14)0.0238 (14)0.0059 (13)
C40.0438 (16)0.0405 (16)0.0413 (16)0.0053 (13)0.0180 (13)0.0039 (13)
C50.0302 (13)0.0425 (16)0.0270 (13)0.0063 (11)0.0079 (10)0.0000 (11)
C60.0364 (15)0.0445 (16)0.0355 (15)0.0003 (12)0.0134 (12)0.0005 (12)
C70.0372 (15)0.0418 (16)0.0348 (15)0.0017 (12)0.0130 (12)0.0048 (12)
C80.0327 (14)0.0411 (15)0.0276 (13)0.0075 (12)0.0092 (10)0.0024 (11)
C90.0327 (14)0.0401 (15)0.0245 (12)0.0025 (11)0.0046 (10)0.0043 (11)
C100.0334 (14)0.0407 (15)0.0275 (13)0.0070 (12)0.0045 (11)0.0003 (11)
C110.0314 (13)0.0490 (17)0.0246 (13)0.0082 (12)0.0089 (10)0.0057 (11)
C120.0353 (15)0.0427 (16)0.0344 (15)0.0014 (12)0.0088 (12)0.0054 (12)
C130.0429 (16)0.0367 (15)0.0340 (15)0.0050 (12)0.0100 (12)0.0006 (12)
C140.0286 (13)0.0303 (14)0.0281 (13)0.0011 (10)0.0027 (10)0.0004 (10)
C150.0235 (12)0.0332 (13)0.0282 (12)0.0014 (10)0.0049 (10)0.0046 (10)
C160.0314 (13)0.0361 (14)0.0326 (14)0.0020 (11)0.0079 (11)0.0030 (11)
C170.0290 (13)0.0386 (15)0.0391 (15)0.0074 (11)0.0077 (11)0.0001 (12)
C180.0252 (12)0.0385 (15)0.0319 (13)0.0009 (11)0.0065 (10)0.0052 (11)
C190.0329 (14)0.0369 (15)0.0328 (14)0.0008 (11)0.0101 (11)0.0012 (11)
C200.0295 (13)0.0356 (14)0.0361 (14)0.0038 (11)0.0090 (11)0.0026 (11)
C210.0251 (13)0.0464 (16)0.0352 (14)0.0003 (12)0.0082 (11)0.0027 (12)
C220.0321 (14)0.0412 (15)0.0298 (13)0.0002 (12)0.0060 (11)0.0004 (11)
C230.0284 (13)0.0419 (15)0.0320 (14)0.0010 (11)0.0026 (11)0.0068 (12)
C240.0261 (13)0.0413 (15)0.0353 (14)0.0022 (11)0.0090 (11)0.0056 (12)
C250.0324 (14)0.0448 (16)0.0338 (14)0.0005 (12)0.0077 (11)0.0002 (12)
C260.0313 (14)0.0508 (17)0.0333 (14)0.0026 (12)0.0044 (11)0.0001 (13)
C270.0492 (17)0.0429 (16)0.0339 (15)0.0047 (13)0.0108 (13)0.0043 (12)
C280.0472 (18)0.0511 (19)0.0510 (19)0.0071 (15)0.0144 (15)0.0035 (15)
C290.0358 (16)0.066 (2)0.0387 (16)0.0102 (15)0.0038 (12)0.0011 (15)
C300.0418 (17)0.069 (2)0.0424 (17)0.0033 (16)0.0095 (14)0.0133 (16)
C310.097 (3)0.052 (2)0.0355 (17)0.006 (2)0.0037 (18)0.0078 (15)
C32A0.066 (3)0.043 (2)0.0354 (19)0.0070 (18)0.0004 (17)0.0079 (16)
C32B0.064 (5)0.045 (5)0.034 (5)0.008 (5)0.001 (5)0.006 (5)
C330.077 (3)0.049 (2)0.067 (2)0.0024 (19)0.014 (2)0.0099 (18)
C340.082 (3)0.066 (3)0.074 (3)0.006 (2)0.023 (2)0.011 (2)
C35A0.0279 (19)0.040 (2)0.089 (3)0.0098 (17)0.006 (2)0.000 (2)
C36A0.0394 (19)0.047 (2)0.082 (3)0.0142 (17)0.0011 (19)0.007 (2)
C37A0.043 (2)0.059 (2)0.074 (3)0.0158 (18)0.0034 (19)0.009 (2)
C38A0.059 (2)0.078 (3)0.085 (4)0.015 (2)0.003 (3)0.002 (3)
C35B0.027 (3)0.035 (3)0.087 (4)0.009 (3)0.006 (3)0.000 (3)
C36B0.037 (2)0.048 (3)0.082 (3)0.012 (2)0.004 (2)0.003 (2)
C37B0.048 (2)0.059 (3)0.081 (3)0.016 (2)0.005 (3)0.005 (3)
C38B0.058 (4)0.065 (4)0.085 (5)0.020 (4)0.006 (4)0.009 (4)
C390.0365 (14)0.0352 (15)0.0304 (14)0.0007 (12)0.0008 (11)0.0057 (11)
C400.0456 (17)0.0414 (16)0.0350 (15)0.0039 (13)0.0025 (12)0.0002 (12)
C410.059 (2)0.065 (2)0.0413 (18)0.0038 (17)0.0136 (16)0.0034 (16)
C420.090 (3)0.102 (4)0.065 (3)0.020 (3)0.034 (2)0.004 (3)
C430.0253 (13)0.0379 (15)0.0464 (16)0.0003 (11)0.0001 (11)0.0015 (12)
C440.0316 (14)0.0448 (17)0.0478 (17)0.0073 (12)0.0052 (12)0.0026 (13)
C450.048 (2)0.060 (2)0.080 (3)0.0170 (17)0.0227 (18)0.016 (2)
C460.089 (3)0.079 (3)0.118 (4)0.034 (3)0.063 (3)0.017 (3)
O80.0842 (18)0.0429 (13)0.0552 (15)0.0171 (12)0.0370 (13)0.0126 (11)
C470.060 (2)0.054 (2)0.051 (2)0.0039 (17)0.0091 (16)0.0125 (16)
C480.091 (3)0.073 (3)0.062 (3)0.001 (2)0.006 (2)0.010 (2)
Geometric parameters (Å, º) top
Sn1—O22.227 (2)C30—H3020.9800
Sn1—O42.1914 (16)C30—H3030.9800
Sn1—O52.9442 (18)C31—C32A1.494 (4)
Sn1—O72.0270 (16)C31—C32B1.515 (5)
Sn1—C312.094 (3)C31—H3110.9900
Sn1—C35A2.115 (4)C31—H3120.9900
Sn1—C35B2.121 (5)C31—H3130.9900
Sn2—O12.2736 (18)C31—H3140.9900
Sn2—O4i2.7571 (18)C32A—C331.531 (3)
Sn2—O72.0418 (16)C32A—H3210.9900
Sn2—O7i2.1864 (16)C32A—H3220.9900
Sn2—C392.128 (3)C32B—C331.514 (5)
Sn2—C432.125 (3)C32B—H3230.9900
O1—C11.239 (3)C32B—H3240.9900
O2—C11.237 (4)C33—C341.484 (6)
O3—C111.372 (3)C33—H3310.9900
O3—H30.85 (4)C33—H3320.9900
O4—C141.294 (3)C33—H3330.9900
O5—C141.243 (3)C33—H3340.9900
O6—C241.368 (3)C34—H3410.9800
O6—H60.93 (4)C34—H3420.9800
N1—N21.255 (3)C34—H3430.9800
N1—C51.442 (3)C35A—C36A1.512 (4)
N2—C81.428 (3)C35A—H3510.9900
N3—N41.256 (3)C35A—H3520.9900
N3—C181.432 (3)C36A—C37A1.519 (4)
N4—C211.421 (3)C36A—H3610.9900
C1—C21.497 (3)C36A—H3620.9900
C2—C71.385 (4)C37A—C38A1.518 (4)
C2—C31.386 (4)C37A—H3710.9900
C3—C41.391 (4)C37A—H3720.9900
C3—H310.9500C38A—H3810.9800
C4—C51.380 (4)C38A—H3820.9800
C4—H40.9500C38A—H3830.9800
C5—C61.390 (4)C35B—C36B1.518 (5)
C6—C71.386 (4)C35B—H3530.9900
C6—H610.9500C35B—H3540.9900
C7—H70.9500C36B—C37B1.513 (4)
C8—C131.389 (4)C36B—H3630.9900
C8—C91.391 (4)C36B—H3640.9900
C9—C101.389 (4)C37B—C38B1.515 (4)
C9—H90.9500C37B—H3730.9900
C10—C111.404 (4)C37B—H3740.9900
C10—C271.504 (4)C38B—H3840.9800
C11—C121.395 (4)C38B—H3850.9800
C12—C131.391 (4)C38B—H3860.9800
C12—C281.508 (4)C39—C401.513 (4)
C13—H130.9500C39—H3910.9900
C14—C151.491 (3)C39—H3920.9900
C15—C161.386 (4)C40—C411.514 (4)
C15—C201.393 (4)C40—H4010.9900
C16—C171.390 (4)C40—H4020.9900
C16—H160.9500C41—C421.513 (5)
C17—C181.392 (4)C41—H4110.9900
C17—H170.9500C41—H4120.9900
C18—C191.393 (4)C42—H4210.9800
C19—C201.379 (4)C42—H4220.9800
C19—H190.9500C42—H4230.9800
C20—H200.9500C43—C441.521 (4)
C21—C261.389 (4)C43—H4310.9900
C21—C221.397 (4)C43—H4320.9900
C22—C231.383 (4)C44—C451.514 (4)
C22—H220.9500C44—H4410.9900
C23—C241.404 (4)C44—H4420.9900
C23—C291.498 (4)C45—C461.524 (5)
C24—C251.392 (4)C45—H4510.9900
C25—C261.392 (4)C45—H4520.9900
C25—C301.511 (4)C46—H4610.9800
C26—H260.9500C46—H4620.9800
C27—H2710.9800C46—H4630.9800
C27—H2720.9800O8—C471.423 (4)
C27—H2730.9800O8—H80.91 (5)
C28—H2810.9800C47—C481.457 (5)
C28—H2820.9800C47—H4710.9900
C28—H2830.9800C47—H4720.9900
C29—H2910.9800C48—H4810.9800
C29—H2920.9800C48—H4820.9800
C29—H2930.9800C48—H4830.9800
C30—H3010.9800
O2—Sn1—O4170.96 (8)C32A—C31—Sn1118.7 (2)
O2—Sn1—O5140.62 (7)C32B—C31—Sn1132.8 (6)
O2—Sn1—O791.70 (8)C32A—C31—H311107.6
O2—Sn1—C3185.24 (14)Sn1—C31—H311107.6
O2—Sn1—C35A84.4 (2)C32A—C31—H312107.6
O2—Sn1—C35B91.4 (3)Sn1—C31—H312107.6
O4—Sn1—O548.40 (6)H311—C31—H312107.1
O4—Sn1—O779.26 (6)C32B—C31—H313104.0
O4—Sn1—C3198.12 (12)Sn1—C31—H313104.0
O4—Sn1—C35A99.5 (2)C32B—C31—H314104.0
O4—Sn1—C35B91.8 (3)Sn1—C31—H314104.0
O5—Sn1—O7127.63 (6)H313—C31—H314105.5
O5—Sn1—C3177.16 (12)C31—C32A—C33113.1 (3)
O5—Sn1—C35A81.2 (2)C31—C32A—H321109.0
O5—Sn1—C35B78.9 (5)C33—C32A—H321109.0
O7—Sn1—C31114.14 (11)C31—C32A—H322109.0
O7—Sn1—C35A114.02 (18)C33—C32A—H322109.0
O7—Sn1—C35B108.7 (4)H321—C32A—H322107.8
C31—Sn1—C35A130.91 (17)C33—C32B—C31112.9 (5)
C31—Sn1—C35B137.1 (4)C33—C32B—H323109.0
O1—Sn2—O4i127.00 (6)C31—C32B—H323109.0
O1—Sn2—O792.10 (7)C33—C32B—H324109.0
O1—Sn2—O7i168.16 (7)C31—C32B—H324109.0
O1—Sn2—C3985.96 (10)H323—C32B—H324107.8
O1—Sn2—C4386.21 (10)C34—C33—C32B134.2 (8)
O4i—Sn2—O7140.89 (6)C34—C33—C32A108.6 (3)
O4i—Sn2—O7i64.84 (5)C34—C33—H331110.0
O4i—Sn2—C3976.37 (8)C32A—C33—H331110.0
O4i—Sn2—C4379.00 (9)C34—C33—H332110.0
O7—Sn2—O7i76.07 (7)C32A—C33—H332110.0
O7—Sn2—C39109.29 (9)H331—C33—H332108.4
O7i—Sn2—C3997.91 (9)C34—C33—H333103.6
O7—Sn2—C43108.14 (9)C32B—C33—H333103.6
O7i—Sn2—C4397.29 (9)C34—C33—H334103.6
C39—Sn2—C43141.97 (11)C32B—C33—H334103.6
C1—O1—Sn2136.90 (17)H333—C33—H334105.3
C1—O2—Sn1140.2 (2)C33—C34—H341109.5
C11—O3—H3108 (2)C33—C34—H342109.5
C14—O4—Sn1112.01 (15)H341—C34—H342109.5
C14—O4—Sn2i152.71 (15)C33—C34—H343109.5
Sn1—O4—Sn2i94.90 (6)H341—C34—H343109.5
C14—O5—Sn177.29 (14)H342—C34—H343109.5
C24—O6—H6116 (2)C36A—C35A—Sn1112.9 (3)
Sn1—O7—Sn2135.02 (8)C36A—C35A—H351109.0
Sn1—O7—Sn2i120.87 (8)Sn1—C35A—H351109.0
Sn2—O7—Sn2i103.93 (7)C36A—C35A—H352109.0
N2—N1—C5113.1 (2)Sn1—C35A—H352109.0
N1—N2—C8114.9 (2)H351—C35A—H352107.8
N4—N3—C18112.7 (2)C35A—C36A—C37A112.1 (4)
N3—N4—C21114.6 (2)C35A—C36A—H361109.2
O2—C1—O1123.7 (2)C37A—C36A—H361109.2
O2—C1—C2117.8 (3)C35A—C36A—H362109.2
O1—C1—C2118.6 (2)C37A—C36A—H362109.2
C7—C2—C3119.6 (2)H361—C36A—H362107.9
C7—C2—C1120.2 (3)C38A—C37A—C36A113.0 (5)
C3—C2—C1120.2 (3)C38A—C37A—H371109.0
C2—C3—C4120.1 (3)C36A—C37A—H371109.0
C2—C3—H31120.0C38A—C37A—H372109.0
C4—C3—H31120.0C36A—C37A—H372109.0
C5—C4—C3119.9 (3)H371—C37A—H372107.8
C5—C4—H4120.1C37A—C38A—H381109.5
C3—C4—H4120.1C37A—C38A—H382109.5
C4—C5—C6120.4 (2)H381—C38A—H382109.5
C4—C5—N1115.5 (2)C37A—C38A—H383109.5
C6—C5—N1124.0 (2)H381—C38A—H383109.5
C7—C6—C5119.3 (3)H382—C38A—H383109.5
C7—C6—H61120.4C36B—C35B—Sn1127.6 (7)
C5—C6—H61120.4C36B—C35B—H353105.4
C2—C7—C6120.7 (3)Sn1—C35B—H353105.4
C2—C7—H7119.7C36B—C35B—H354105.4
C6—C7—H7119.7Sn1—C35B—H354105.4
C13—C8—C9119.9 (2)H353—C35B—H354106.0
C13—C8—N2115.1 (2)C37B—C36B—C35B111.9 (5)
C9—C8—N2125.0 (2)C37B—C36B—H363109.2
C10—C9—C8120.6 (3)C35B—C36B—H363109.2
C10—C9—H9119.7C37B—C36B—H364109.2
C8—C9—H9119.7C35B—C36B—H364109.2
C9—C10—C11118.1 (3)H363—C36B—H364107.9
C9—C10—C27121.5 (3)C36B—C37B—C38B113.5 (6)
C11—C10—C27120.5 (2)C36B—C37B—H373108.9
O3—C11—C12115.7 (3)C38B—C37B—H373108.9
O3—C11—C10121.9 (3)C36B—C37B—H374108.9
C12—C11—C10122.4 (2)C38B—C37B—H374108.9
C13—C12—C11117.6 (3)H373—C37B—H374107.7
C13—C12—C28121.9 (3)C37B—C38B—H384109.5
C11—C12—C28120.4 (3)C37B—C38B—H385109.5
C8—C13—C12121.3 (3)H384—C38B—H385109.5
C8—C13—H13119.4C37B—C38B—H386109.5
C12—C13—H13119.4H384—C38B—H386109.5
O5—C14—O4121.6 (2)H385—C38B—H386109.5
O5—C14—C15121.5 (2)C40—C39—Sn2115.66 (19)
O4—C14—C15116.8 (2)C40—C39—H391108.4
C16—C15—C20119.6 (2)Sn2—C39—H391108.4
C16—C15—C14119.7 (2)C40—C39—H392108.4
C20—C15—C14120.6 (2)Sn2—C39—H392108.4
C15—C16—C17120.2 (3)H391—C39—H392107.4
C15—C16—H16119.9C39—C40—C41111.9 (3)
C17—C16—H16119.9C39—C40—H401109.2
C16—C17—C18119.6 (3)C41—C40—H401109.2
C16—C17—H17120.2C39—C40—H402109.2
C18—C17—H17120.2C41—C40—H402109.2
C17—C18—C19120.4 (2)H401—C40—H402107.9
C17—C18—N3116.4 (2)C42—C41—C40114.0 (3)
C19—C18—N3123.1 (2)C42—C41—H411108.8
C20—C19—C18119.4 (3)C40—C41—H411108.8
C20—C19—H19120.3C42—C41—H412108.8
C18—C19—H19120.3C40—C41—H412108.8
C19—C20—C15120.7 (3)H411—C41—H412107.7
C19—C20—H20119.6C41—C42—H421109.5
C15—C20—H20119.6C41—C42—H422109.5
C26—C21—C22120.0 (2)H421—C42—H422109.5
C26—C21—N4115.8 (2)C41—C42—H423109.5
C22—C21—N4124.1 (2)H421—C42—H423109.5
C23—C22—C21120.5 (3)H422—C42—H423109.5
C23—C22—H22119.7C44—C43—Sn2113.95 (19)
C21—C22—H22119.7C44—C43—H431108.8
C22—C23—C24118.2 (2)Sn2—C43—H431108.8
C22—C23—C29121.7 (3)C44—C43—H432108.8
C24—C23—C29120.0 (2)Sn2—C43—H432108.8
O6—C24—C25122.3 (2)H431—C43—H432107.7
O6—C24—C23115.4 (2)C45—C44—C43113.2 (3)
C25—C24—C23122.2 (2)C45—C44—H441108.9
C26—C25—C24117.9 (3)C43—C44—H441108.9
C26—C25—C30120.2 (3)C45—C44—H442108.9
C24—C25—C30121.8 (2)C43—C44—H442108.9
C21—C26—C25120.9 (3)H441—C44—H442107.7
C21—C26—H26119.5C44—C45—C46112.4 (3)
C25—C26—H26119.5C44—C45—H451109.1
C10—C27—H271109.5C46—C45—H451109.1
C10—C27—H272109.5C44—C45—H452109.1
H271—C27—H272109.5C46—C45—H452109.1
C10—C27—H273109.5H451—C45—H452107.8
H271—C27—H273109.5C45—C46—H461109.5
H272—C27—H273109.5C45—C46—H462109.5
C12—C28—H281109.5H461—C46—H462109.5
C12—C28—H282109.5C45—C46—H463109.5
H281—C28—H282109.5H461—C46—H463109.5
C12—C28—H283109.5H462—C46—H463109.5
H281—C28—H283109.5C47—O8—H8113 (3)
H282—C28—H283109.5O8—C47—C48111.4 (3)
C23—C29—H291109.5O8—C47—H471109.3
C23—C29—H292109.5C48—C47—H471109.3
H291—C29—H292109.5O8—C47—H472109.3
C23—C29—H293109.5C48—C47—H472109.3
H291—C29—H293109.5H471—C47—H472108.0
H292—C29—H293109.5C47—C48—H481109.5
C25—C30—H301109.5C47—C48—H482109.5
C25—C30—H302109.5H481—C48—H482109.5
H301—C30—H302109.5C47—C48—H483109.5
C25—C30—H303109.5H481—C48—H483109.5
H301—C30—H303109.5H482—C48—H483109.5
H302—C30—H303109.5
C5—N1—N2—C8177.9 (2)O5—C14—C15—C1620.6 (4)
C18—N3—N4—C21174.0 (2)O4—C14—C15—C16156.1 (2)
Sn1—O2—C1—O16.9 (7)O5—C14—C15—C20162.7 (3)
Sn1—O2—C1—C2173.7 (3)O4—C14—C15—C2020.6 (4)
Sn2—O1—C1—O20.4 (5)C20—C15—C16—C173.3 (4)
Sn2—O1—C1—C2179.79 (19)C14—C15—C16—C17173.4 (2)
O2—C1—C2—C7170.1 (3)C15—C16—C17—C182.3 (4)
O1—C1—C2—C79.3 (4)C16—C17—C18—C190.5 (4)
O2—C1—C2—C310.8 (5)C16—C17—C18—N3176.2 (2)
O1—C1—C2—C3169.8 (3)N4—N3—C18—C17164.6 (2)
C7—C2—C3—C41.0 (5)N4—N3—C18—C1918.8 (4)
C1—C2—C3—C4178.0 (3)C17—C18—C19—C202.2 (4)
C2—C3—C4—C51.1 (5)N3—C18—C19—C20174.3 (3)
C3—C4—C5—C60.6 (5)C18—C19—C20—C151.2 (4)
C3—C4—C5—N1178.3 (3)C16—C15—C20—C191.6 (4)
N2—N1—C5—C4178.4 (3)C14—C15—C20—C19175.1 (2)
N2—N1—C5—C64.0 (4)N3—N4—C21—C26168.2 (3)
C4—C5—C6—C72.2 (4)N3—N4—C21—C2215.6 (4)
N1—C5—C6—C7179.7 (3)C26—C21—C22—C231.6 (4)
C3—C2—C7—C60.6 (4)N4—C21—C22—C23177.7 (3)
C1—C2—C7—C6179.7 (3)C21—C22—C23—C242.0 (4)
C5—C6—C7—C22.2 (4)C21—C22—C23—C29175.9 (3)
N1—N2—C8—C13172.6 (2)C22—C23—C24—O6178.1 (2)
N1—N2—C8—C95.7 (4)C29—C23—C24—O63.9 (4)
C13—C8—C9—C101.4 (4)C22—C23—C24—C254.3 (4)
N2—C8—C9—C10176.8 (3)C29—C23—C24—C25173.6 (3)
C8—C9—C10—C110.1 (4)O6—C24—C25—C26179.7 (3)
C8—C9—C10—C27178.9 (3)C23—C24—C25—C262.9 (4)
C9—C10—C11—O3179.2 (2)O6—C24—C25—C301.9 (5)
C27—C10—C11—O31.8 (4)C23—C24—C25—C30175.5 (3)
C9—C10—C11—C120.1 (4)C22—C21—C26—C253.1 (4)
C27—C10—C11—C12179.1 (3)N4—C21—C26—C25179.4 (3)
O3—C11—C12—C13178.2 (3)C24—C25—C26—C210.9 (4)
C10—C11—C12—C131.0 (4)C30—C25—C26—C21179.3 (3)
O3—C11—C12—C284.3 (4)Sn1—C31—C32A—C33172.7 (3)
C10—C11—C12—C28176.6 (3)Sn1—C31—C32B—C33141.5 (7)
C9—C8—C13—C122.5 (4)C31—C32B—C33—C34120.3 (10)
N2—C8—C13—C12175.8 (3)C31—C32A—C33—C34175.5 (3)
C11—C12—C13—C82.3 (4)Sn1—C35A—C36A—C37A156.1 (4)
C28—C12—C13—C8175.2 (3)C35A—C36A—C37A—C38A75.5 (7)
Sn1—O5—C14—O47.2 (2)Sn1—C35B—C36B—C37B67.6 (15)
Sn1—O5—C14—C15169.3 (2)C35B—C36B—C37B—C38B169.0 (12)
Sn1—O4—C14—O510.2 (3)Sn2—C39—C40—C41177.4 (2)
Sn2i—O4—C14—O5179.9 (2)C39—C40—C41—C42176.2 (3)
Sn1—O4—C14—C15166.49 (17)Sn2—C43—C44—C45171.4 (2)
Sn2i—O4—C14—C153.5 (5)C43—C44—C45—C46179.3 (4)
Symmetry code: (i) x, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H3···O6ii0.85 (4)2.05 (4)2.801 (3)146 (3)
O6—H6···O8iii0.93 (4)1.71 (4)2.599 (3)159 (4)
O8—H8···O50.91 (5)1.82 (5)2.663 (3)154 (4)
Symmetry codes: (ii) x+2, y, z1; (iii) x1, y+1/2, z+1/2.
Octabutyltetrakis{(E)-3-[(2-hydroxybenzylidene)amino]propanoato}di-µ3-oxido-tetratin(IV) (V) top
Crystal data top
[Sn4(C4H9)8(C10H10NO3)4O2]Z = 2
Mr = 1732.41F(000) = 1768
Triclinic, P1Dx = 1.446 Mg m3
a = 12.0054 (3) ÅMo Kα radiation, λ = 0.71073 Å
b = 14.7309 (4) ÅCell parameters from 106136 reflections
c = 23.9132 (6) Åθ = 2.0–25.0°
α = 76.3707 (18)°µ = 1.30 mm1
β = 75.5206 (16)°T = 160 K
γ = 88.1609 (16)°Plate, yellow
V = 3977.81 (18) Å30.25 × 0.20 × 0.05 mm
Data collection top
Nonius KappaCCD area detector
diffractometer
14030 independent reflections
Radiation source: Nonius FR590 sealed tube generator8004 reflections with I > 2σ(I)
Horizontally mounted graphite crystal monochromatorRint = 0.107
Detector resolution: 9 pixels mm-1θmax = 25.0°, θmin = 2.0°
φ and ω scans with κ offsetsh = 1414
Absorption correction: multi-scan
(SORTAV; Blessing, 1995)
k = 1717
Tmin = 0.358, Tmax = 0.537l = 2828
68065 measured reflections
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)] = 0.046Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.114H-atom parameters constrained
S = 1.02 w = 1/[σ2(Fo2) + (0.0465P)2 + 1.4894P]
where P = (Fo2 + 2Fc2)/3
14030 reflections(Δ/σ)max = 0.001
859 parametersΔρmax = 1.20 e Å3
0 restraintsΔρmin = 1.11 e Å3
Special details top

Experimental. Data collection and full structure determination done by Prof. Anthony Linden: anthony.linden@chem.uzh.ch

Solvent used: hexane / chloroform Cooling Device: Oxford Cryosystems Cryostream 700 Crystal mount: on a glass fibre Mosaicity (deg.): 0.885 (1) Frames collected: 539 Seconds exposure per frame: 16 Degrees rotation per frame: 1.1 Crystal-detector distance (mm): 33.8 Client: Tushar Basu Sample code: TSBB-71 (L0403)

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn10.38021 (3)0.02573 (3)0.23737 (2)0.03287 (12)
Sn20.38814 (3)0.28443 (3)0.22852 (2)0.03121 (12)
Sn30.60632 (3)0.15581 (3)0.26223 (2)0.03134 (12)
Sn40.61477 (3)0.41241 (3)0.25625 (2)0.03435 (13)
O10.5272 (3)0.0175 (3)0.27270 (16)0.0351 (10)
O20.4760 (4)0.1604 (3)0.27374 (19)0.0491 (12)
O30.8718 (4)0.0556 (3)0.1265 (2)0.0649 (14)
H30.8459800.0845440.1620590.097*
O40.2463 (3)0.0988 (3)0.19408 (17)0.0392 (10)
O50.2152 (3)0.2340 (3)0.22109 (18)0.0400 (10)
O60.1493 (4)0.0000 (3)0.3391 (2)0.0546 (12)
H60.1137640.0327330.3059750.082*
O70.4375 (3)0.1493 (2)0.24415 (15)0.0324 (10)
O80.5543 (3)0.2917 (2)0.24699 (17)0.0348 (10)
O90.4733 (3)0.4609 (3)0.21652 (17)0.0372 (10)
O100.5336 (4)0.5998 (3)0.2193 (2)0.0501 (12)
O110.1346 (4)0.4953 (3)0.3665 (2)0.0639 (14)
H110.1542350.5283400.3316070.096*
O120.7414 (3)0.3336 (3)0.30478 (17)0.0419 (11)
O130.7794 (3)0.2045 (3)0.27115 (18)0.0397 (10)
O141.1290 (4)0.4380 (3)0.1734 (2)0.0595 (13)
H141.0971500.4026870.2062860.089*
N10.7526 (4)0.1796 (3)0.2140 (2)0.0432 (14)
N20.0146 (4)0.0327 (4)0.2316 (2)0.0420 (13)
N30.2564 (4)0.6223 (4)0.2797 (3)0.0482 (14)
N40.9972 (4)0.3938 (4)0.2827 (2)0.0422 (13)
C10.5443 (6)0.1067 (4)0.2818 (3)0.0371 (15)
C20.6454 (5)0.1407 (4)0.3060 (3)0.0430 (16)
H210.6190580.1652570.3495830.052*
H220.7000410.0876440.2984970.052*
C30.7073 (6)0.2173 (4)0.2778 (3)0.0510 (18)
H310.7711450.2406060.2962340.061*
H320.6529730.2703240.2846720.061*
C40.7150 (5)0.2121 (4)0.1774 (3)0.0442 (17)
H40.6610280.2632070.1920230.053*
C50.7517 (6)0.1739 (4)0.1147 (3)0.0471 (17)
C60.8268 (6)0.0944 (5)0.0907 (3)0.0536 (19)
C70.8536 (8)0.0556 (6)0.0308 (4)0.081 (3)
H70.9020990.0011850.0151030.098*
C80.8113 (8)0.0944 (7)0.0066 (4)0.087 (3)
H80.8308240.0667730.0480470.104*
C90.7398 (8)0.1742 (7)0.0157 (4)0.084 (3)
H90.7119900.2019680.0104880.101*
C100.7100 (7)0.2121 (6)0.0756 (4)0.068 (2)
H100.6597730.2655790.0908370.082*
C110.1872 (5)0.1706 (4)0.1998 (2)0.0293 (14)
C120.0828 (5)0.1821 (4)0.1759 (3)0.0374 (15)
H1210.1031230.2239260.1355490.045*
H1220.0234340.2130470.2013250.045*
C130.0318 (5)0.0912 (4)0.1724 (3)0.0447 (17)
H1310.0302280.1050220.1512810.054*
H1320.0920470.0572700.1495010.054*
C140.0147 (5)0.0521 (4)0.2431 (3)0.0417 (16)
H1410.0671970.0746670.2128520.050*
C150.0285 (5)0.1157 (4)0.3004 (3)0.0427 (16)
C160.1085 (5)0.0879 (4)0.3464 (3)0.0470 (17)
C170.1522 (6)0.1512 (5)0.4001 (3)0.0556 (19)
H170.2081560.1330090.4309900.067*
C180.1123 (7)0.2420 (5)0.4079 (4)0.066 (2)
H180.1410160.2856440.4446470.079*
C190.0322 (7)0.2697 (5)0.3634 (4)0.069 (2)
H190.0061260.3320120.3694580.083*
C200.0099 (6)0.2069 (5)0.3103 (3)0.0523 (18)
H200.0660250.2258650.2798390.063*
C210.2455 (5)0.0351 (4)0.3123 (3)0.0433 (16)
H2110.1812420.0088410.3151080.052*
H2120.2168660.0927190.3053950.052*
C220.2778 (5)0.0595 (5)0.3717 (3)0.0496 (18)
H2210.3031500.0018490.3799990.060*
H2220.3432140.1023110.3691540.060*
C230.1767 (6)0.1063 (5)0.4234 (3)0.066 (2)
H2310.1112180.0635780.4259210.079*
H2320.1515240.1640770.4152090.079*
C240.2094 (7)0.1304 (6)0.4828 (3)0.084 (3)
H2410.2791770.1671720.4792870.126*
H2420.1463290.1668350.5134540.126*
H2430.2234720.0726660.4939380.126*
C250.4506 (5)0.0064 (4)0.1540 (2)0.0407 (16)
H2510.4716490.0529390.1235490.049*
H2520.5223370.0406800.1558860.049*
C260.3726 (6)0.0638 (4)0.1340 (3)0.0496 (18)
H2610.3586610.1258900.1621340.060*
H2620.2975870.0330410.1365070.060*
C270.4171 (7)0.0777 (6)0.0726 (3)0.072 (2)
H2710.4936250.1059900.0697380.086*
H2720.4280220.0156770.0444520.086*
C280.3427 (8)0.1376 (5)0.0534 (3)0.085 (3)
H2810.3428610.2023730.0759680.128*
H2820.3725840.1345240.0108770.128*
H2830.2638590.1150820.0606240.128*
C290.2925 (5)0.3094 (4)0.3104 (2)0.0396 (16)
H2910.3445450.3363410.3288840.048*
H2920.2331340.3556770.3029310.048*
C300.2344 (5)0.2202 (4)0.3532 (3)0.0448 (17)
H3010.1728080.1996770.3377250.054*
H3020.2917120.1704520.3547180.054*
C310.1826 (6)0.2317 (5)0.4159 (3)0.0548 (19)
H3110.1315010.2858620.4142800.066*
H3120.2449970.2446530.4334780.066*
C320.1134 (7)0.1439 (6)0.4555 (3)0.088 (3)
H3210.0566950.1272250.4361310.132*
H3220.0737000.1563920.4939000.132*
H3230.1657550.0921830.4616560.132*
C330.4293 (5)0.3434 (4)0.1358 (2)0.0404 (16)
H3310.3659380.3844740.1268040.048*
H3320.4993670.3836590.1255340.048*
C340.4495 (6)0.2764 (4)0.0953 (3)0.0494 (18)
H3410.3806800.2345940.1057790.059*
H3420.5152900.2369910.1023940.059*
C350.4742 (6)0.3249 (5)0.0293 (3)0.065 (2)
H3510.4754640.2771380.0061900.077*
H3520.4108790.3674900.0227020.077*
C360.5858 (6)0.3796 (6)0.0066 (3)0.079 (3)
H3610.5822680.4313270.0263480.118*
H3620.5996660.4046770.0363490.118*
H3630.6485800.3387850.0150730.118*
C370.5619 (5)0.0987 (4)0.3557 (2)0.0356 (15)
H3710.4944290.0555860.3657420.043*
H3720.6266660.0612510.3664090.043*
C380.5335 (5)0.1705 (4)0.3940 (2)0.0381 (15)
H3810.6026070.2107390.3866830.046*
H3820.4719930.2108200.3819340.046*
C390.4949 (6)0.1253 (5)0.4595 (3)0.0544 (19)
H3910.5559180.0841210.4714010.065*
H3920.4250880.0858130.4668820.065*
C400.4685 (6)0.1967 (5)0.4977 (3)0.068 (2)
H4010.5366370.2371040.4898020.102*
H4020.4475130.1640270.5398090.102*
H4030.4043510.2347780.4881200.102*
C410.7007 (5)0.1298 (4)0.1803 (2)0.0364 (15)
H4110.7544760.0788770.1884340.044*
H4120.6464790.1077010.1609290.044*
C420.7696 (5)0.2149 (4)0.1371 (3)0.0433 (16)
H4210.7169770.2673740.1308830.052*
H4220.8279810.2343570.1550860.052*
C430.8301 (5)0.1957 (5)0.0769 (3)0.0477 (17)
H4310.8684980.1350010.0833010.057*
H4320.7719600.1909930.0546530.057*
C440.9186 (6)0.2716 (5)0.0401 (3)0.069 (2)
H4410.8799460.3307600.0306600.104*
H4420.9588920.2544280.0032350.104*
H4430.9741910.2785860.0627720.104*
C450.4637 (6)0.5509 (4)0.2090 (3)0.0391 (16)
C460.3637 (6)0.5915 (5)0.1857 (3)0.0522 (18)
H4610.3071520.5408930.1907810.063*
H4620.3908040.6202520.1426260.063*
C470.3054 (6)0.6647 (4)0.2175 (3)0.0533 (19)
H4710.3622810.7143950.2137730.064*
H4720.2439160.6937540.1988700.064*
C480.2906 (5)0.6530 (4)0.3187 (3)0.0477 (18)
H480.3449800.7038350.3053370.057*
C490.2508 (6)0.6143 (4)0.3820 (3)0.0492 (18)
C500.1750 (6)0.5353 (5)0.4028 (3)0.0558 (19)
C510.1390 (7)0.4968 (6)0.4631 (4)0.074 (2)
H510.0894150.4428770.4773150.089*
C520.1745 (8)0.5359 (7)0.5027 (4)0.088 (3)
H520.1490680.5089460.5441470.106*
C530.2465 (8)0.6135 (7)0.4830 (4)0.086 (3)
H530.2691190.6411520.5107260.104*
C540.2858 (7)0.6511 (5)0.4234 (4)0.071 (2)
H540.3379370.7033550.4100220.086*
C550.8014 (5)0.2636 (4)0.2982 (2)0.0320 (14)
C560.8970 (5)0.2426 (4)0.3284 (3)0.0416 (16)
H5610.9593870.2129660.3036660.050*
H5620.8685220.1973610.3669450.050*
C570.9460 (5)0.3298 (4)0.3391 (3)0.0463 (17)
H5710.8837200.3610650.3627890.056*
H5721.0049040.3115980.3618720.056*
C580.9686 (5)0.4797 (5)0.2747 (3)0.0443 (17)
H580.9162460.4989290.3064250.053*
C591.0122 (5)0.5489 (4)0.2197 (3)0.0439 (17)
C601.0894 (6)0.5256 (5)0.1713 (3)0.0486 (18)
C611.1278 (6)0.5926 (5)0.1191 (3)0.061 (2)
H611.1787960.5759920.0859440.073*
C621.0929 (7)0.6824 (5)0.1149 (4)0.063 (2)
H621.1202320.7282090.0789140.076*
C631.0179 (7)0.7071 (5)0.1628 (4)0.069 (2)
H630.9948960.7700250.1598900.082*
C640.9769 (6)0.6408 (5)0.2146 (4)0.0572 (19)
H640.9240620.6577590.2470720.069*
C650.5379 (5)0.4422 (4)0.3400 (2)0.0388 (15)
H6510.4582050.4623670.3405950.047*
H6520.5335890.3841860.3714690.047*
C660.6028 (6)0.5173 (4)0.3539 (3)0.0518 (18)
H6610.6854890.5027010.3460430.062*
H6620.5950410.5779020.3266050.062*
C670.5619 (7)0.5274 (5)0.4168 (3)0.062 (2)
H6710.5780240.4693460.4438920.074*
H6720.4774840.5348370.4261170.074*
C680.6181 (7)0.6098 (5)0.4283 (3)0.079 (3)
H6810.7017400.6082410.4133430.118*
H6820.5988950.6060350.4710860.118*
H6830.5897630.6681540.4078390.118*
C690.7591 (5)0.4686 (4)0.1851 (3)0.0467 (17)
H6910.7889680.5244880.1936020.056*
H6920.8202840.4219140.1846890.056*
C700.7376 (5)0.4962 (4)0.1236 (3)0.0443 (17)
H7010.6785410.5446330.1230130.053*
H7020.7069540.4410300.1146980.053*
C710.8458 (6)0.5334 (5)0.0757 (3)0.0531 (19)
H7110.8740220.5903860.0836200.064*
H7120.9061330.4862120.0779090.064*
C720.8279 (6)0.5567 (5)0.0135 (3)0.066 (2)
H7210.7997100.5007050.0052540.100*
H7220.9010140.5785640.0153100.100*
H7230.7712440.6058150.0102370.100*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.0271 (2)0.0292 (2)0.0445 (3)0.00029 (18)0.0104 (2)0.01145 (19)
Sn20.0260 (2)0.0288 (2)0.0400 (3)0.00371 (18)0.0085 (2)0.01030 (19)
Sn30.0255 (2)0.0295 (2)0.0408 (3)0.00400 (18)0.00891 (19)0.01158 (19)
Sn40.0289 (2)0.0294 (2)0.0472 (3)0.00047 (19)0.0108 (2)0.0122 (2)
O10.027 (2)0.038 (3)0.042 (2)0.0035 (19)0.0121 (19)0.0107 (19)
O20.049 (3)0.032 (2)0.066 (3)0.000 (2)0.012 (2)0.015 (2)
O30.071 (4)0.050 (3)0.071 (3)0.016 (3)0.011 (3)0.015 (3)
O40.032 (2)0.038 (2)0.054 (3)0.007 (2)0.018 (2)0.016 (2)
O50.031 (2)0.038 (3)0.056 (3)0.004 (2)0.016 (2)0.016 (2)
O60.047 (3)0.046 (3)0.063 (3)0.003 (2)0.001 (2)0.010 (2)
O70.043 (2)0.026 (2)0.033 (2)0.0025 (18)0.0160 (19)0.0096 (17)
O80.021 (2)0.031 (2)0.054 (3)0.0026 (17)0.0106 (19)0.0093 (19)
O90.035 (2)0.028 (2)0.052 (3)0.0007 (19)0.015 (2)0.0107 (19)
O100.046 (3)0.033 (3)0.074 (3)0.001 (2)0.017 (2)0.016 (2)
O110.068 (4)0.053 (3)0.070 (3)0.007 (3)0.009 (3)0.020 (3)
O120.035 (3)0.041 (3)0.054 (3)0.005 (2)0.017 (2)0.014 (2)
O130.030 (2)0.041 (3)0.053 (3)0.0041 (19)0.014 (2)0.017 (2)
O140.052 (3)0.054 (3)0.068 (3)0.005 (2)0.002 (3)0.024 (3)
N10.040 (3)0.028 (3)0.059 (4)0.011 (2)0.008 (3)0.012 (3)
N20.028 (3)0.043 (3)0.056 (4)0.001 (2)0.011 (3)0.013 (3)
N30.041 (3)0.041 (3)0.068 (4)0.013 (3)0.020 (3)0.018 (3)
N40.033 (3)0.047 (3)0.055 (4)0.001 (3)0.014 (3)0.025 (3)
C10.062 (5)0.015 (3)0.040 (4)0.004 (3)0.022 (3)0.011 (3)
C20.040 (4)0.043 (4)0.050 (4)0.017 (3)0.024 (3)0.007 (3)
C30.043 (4)0.040 (4)0.065 (5)0.011 (3)0.012 (4)0.007 (3)
C40.043 (4)0.030 (4)0.062 (5)0.007 (3)0.013 (4)0.017 (3)
C50.048 (4)0.042 (4)0.056 (5)0.014 (3)0.014 (4)0.024 (4)
C60.052 (5)0.049 (4)0.053 (5)0.004 (4)0.002 (4)0.012 (4)
C70.104 (7)0.068 (6)0.057 (6)0.012 (5)0.004 (5)0.009 (5)
C80.101 (8)0.098 (7)0.053 (5)0.017 (6)0.006 (5)0.019 (5)
C90.087 (7)0.096 (7)0.087 (7)0.017 (6)0.032 (6)0.044 (6)
C100.061 (5)0.071 (5)0.078 (6)0.008 (4)0.015 (5)0.032 (5)
C110.025 (3)0.030 (3)0.027 (3)0.005 (3)0.001 (3)0.002 (3)
C120.029 (3)0.045 (4)0.038 (4)0.003 (3)0.015 (3)0.006 (3)
C130.033 (4)0.059 (4)0.049 (4)0.003 (3)0.019 (3)0.017 (4)
C140.033 (4)0.047 (4)0.054 (4)0.000 (3)0.013 (3)0.026 (3)
C150.032 (4)0.037 (4)0.062 (5)0.000 (3)0.016 (3)0.013 (3)
C160.040 (4)0.037 (4)0.066 (5)0.001 (3)0.019 (4)0.010 (4)
C170.041 (4)0.059 (5)0.061 (5)0.005 (4)0.010 (4)0.006 (4)
C180.073 (6)0.042 (4)0.079 (6)0.007 (4)0.030 (5)0.006 (4)
C190.058 (5)0.049 (5)0.111 (7)0.005 (4)0.039 (5)0.022 (5)
C200.041 (4)0.045 (4)0.074 (5)0.004 (3)0.017 (4)0.018 (4)
C210.038 (4)0.044 (4)0.045 (4)0.007 (3)0.008 (3)0.007 (3)
C220.039 (4)0.053 (4)0.052 (4)0.001 (3)0.006 (3)0.010 (3)
C230.052 (5)0.090 (6)0.044 (4)0.007 (4)0.001 (4)0.004 (4)
C240.074 (6)0.114 (7)0.055 (5)0.007 (5)0.011 (5)0.008 (5)
C250.045 (4)0.037 (4)0.039 (4)0.000 (3)0.007 (3)0.011 (3)
C260.061 (5)0.041 (4)0.047 (4)0.009 (3)0.011 (4)0.013 (3)
C270.079 (6)0.091 (6)0.061 (5)0.000 (5)0.022 (4)0.041 (5)
C280.121 (8)0.072 (6)0.087 (6)0.008 (5)0.045 (6)0.044 (5)
C290.035 (4)0.040 (4)0.050 (4)0.009 (3)0.011 (3)0.023 (3)
C300.032 (4)0.057 (4)0.045 (4)0.001 (3)0.006 (3)0.014 (3)
C310.039 (4)0.090 (6)0.042 (4)0.009 (4)0.011 (3)0.028 (4)
C320.066 (6)0.128 (8)0.052 (5)0.013 (5)0.011 (4)0.009 (5)
C330.045 (4)0.035 (3)0.040 (4)0.004 (3)0.012 (3)0.005 (3)
C340.052 (4)0.050 (4)0.047 (4)0.006 (3)0.011 (3)0.014 (3)
C350.060 (5)0.080 (5)0.057 (5)0.011 (4)0.013 (4)0.022 (4)
C360.064 (5)0.108 (7)0.052 (5)0.007 (5)0.006 (4)0.006 (5)
C370.031 (3)0.027 (3)0.046 (4)0.004 (3)0.007 (3)0.006 (3)
C380.036 (4)0.037 (4)0.041 (4)0.002 (3)0.006 (3)0.014 (3)
C390.058 (5)0.054 (4)0.051 (4)0.009 (4)0.011 (4)0.013 (4)
C400.069 (5)0.086 (6)0.047 (4)0.002 (5)0.002 (4)0.027 (4)
C410.024 (3)0.034 (3)0.056 (4)0.005 (3)0.009 (3)0.024 (3)
C420.037 (4)0.041 (4)0.050 (4)0.002 (3)0.008 (3)0.009 (3)
C430.044 (4)0.059 (4)0.042 (4)0.004 (3)0.017 (3)0.010 (3)
C440.054 (5)0.095 (6)0.048 (5)0.008 (4)0.005 (4)0.005 (4)
C450.049 (4)0.027 (4)0.041 (4)0.006 (3)0.014 (3)0.005 (3)
C460.056 (5)0.049 (4)0.058 (4)0.015 (4)0.028 (4)0.012 (4)
C470.048 (4)0.042 (4)0.068 (5)0.014 (3)0.023 (4)0.002 (4)
C480.032 (4)0.033 (4)0.076 (5)0.005 (3)0.013 (4)0.010 (4)
C490.041 (4)0.038 (4)0.070 (5)0.006 (3)0.016 (4)0.015 (4)
C500.052 (5)0.052 (5)0.066 (5)0.017 (4)0.013 (4)0.023 (4)
C510.073 (6)0.065 (5)0.081 (6)0.008 (4)0.012 (5)0.020 (5)
C520.101 (8)0.084 (7)0.067 (6)0.020 (6)0.011 (6)0.003 (5)
C530.102 (8)0.093 (7)0.082 (7)0.019 (6)0.040 (6)0.036 (6)
C540.068 (6)0.063 (5)0.095 (7)0.003 (4)0.034 (5)0.024 (5)
C550.032 (4)0.038 (4)0.030 (3)0.013 (3)0.013 (3)0.010 (3)
C560.040 (4)0.044 (4)0.047 (4)0.007 (3)0.024 (3)0.010 (3)
C570.035 (4)0.065 (5)0.047 (4)0.003 (3)0.018 (3)0.020 (4)
C580.035 (4)0.052 (4)0.057 (4)0.002 (3)0.017 (3)0.030 (4)
C590.028 (4)0.046 (4)0.061 (5)0.003 (3)0.014 (3)0.016 (4)
C600.038 (4)0.047 (4)0.069 (5)0.000 (3)0.023 (4)0.021 (4)
C610.049 (5)0.065 (5)0.069 (5)0.002 (4)0.017 (4)0.016 (4)
C620.066 (5)0.057 (5)0.071 (6)0.004 (4)0.036 (5)0.003 (4)
C630.055 (5)0.054 (5)0.114 (7)0.012 (4)0.047 (5)0.026 (5)
C640.041 (4)0.052 (5)0.085 (6)0.006 (4)0.018 (4)0.027 (4)
C650.037 (4)0.037 (4)0.047 (4)0.008 (3)0.016 (3)0.015 (3)
C660.055 (5)0.049 (4)0.054 (4)0.002 (3)0.010 (4)0.018 (3)
C670.088 (6)0.057 (5)0.048 (4)0.005 (4)0.022 (4)0.019 (4)
C680.130 (8)0.058 (5)0.057 (5)0.017 (5)0.024 (5)0.027 (4)
C690.028 (4)0.050 (4)0.058 (4)0.002 (3)0.006 (3)0.009 (3)
C700.030 (4)0.047 (4)0.053 (4)0.002 (3)0.007 (3)0.010 (3)
C710.046 (4)0.058 (5)0.050 (4)0.007 (4)0.004 (4)0.010 (4)
C720.053 (5)0.076 (5)0.059 (5)0.017 (4)0.002 (4)0.008 (4)
Geometric parameters (Å, º) top
Sn1—O12.157 (4)C29—C301.527 (8)
Sn1—O22.962 (4)C29—H2910.9900
Sn1—O42.238 (4)C29—H2920.9900
Sn1—O72.021 (4)C30—C311.518 (8)
Sn1—C212.125 (5)C30—H3010.9900
Sn1—C252.118 (6)C30—H3020.9900
Sn2—O52.289 (4)C31—C321.535 (9)
Sn2—O72.035 (4)C31—H3110.9900
Sn2—O82.159 (4)C31—H3120.9900
Sn2—O92.749 (4)C32—H3210.9800
Sn2—C292.115 (5)C32—H3220.9800
Sn2—C332.119 (5)C32—H3230.9800
Sn3—O12.687 (4)C33—C341.513 (8)
Sn3—O72.185 (4)C33—H3310.9900
Sn3—O82.054 (4)C33—H3320.9900
Sn3—O132.295 (4)C34—C351.529 (8)
Sn3—C372.130 (5)C34—H3410.9900
Sn3—C412.117 (5)C34—H3420.9900
Sn4—O82.022 (4)C35—C361.496 (9)
Sn4—O92.170 (4)C35—H3510.9900
Sn4—O102.908 (4)C35—H3520.9900
Sn4—O122.267 (4)C36—H3610.9800
Sn4—C652.125 (6)C36—H3620.9800
Sn4—C692.129 (5)C36—H3630.9800
O1—C11.299 (6)C37—C381.532 (7)
O2—C11.236 (7)C37—H3710.9900
O3—C61.355 (8)C37—H3720.9900
O3—H30.8400C38—C391.509 (8)
O4—C111.270 (6)C38—H3810.9900
O5—C111.254 (6)C38—H3820.9900
O6—C161.357 (7)C39—C401.526 (9)
O6—H60.8400C39—H3910.9900
O9—C451.299 (7)C39—H3920.9900
O10—C451.230 (7)C40—H4010.9800
O11—C501.345 (8)C40—H4020.9800
O11—H110.8400C40—H4030.9800
O12—C551.257 (6)C41—C421.535 (7)
O13—C551.270 (7)C41—H4110.9900
O14—C601.355 (7)C41—H4120.9900
O14—H140.8400C42—C431.528 (8)
N1—C41.267 (8)C42—H4210.9900
N1—C31.463 (8)C42—H4220.9900
N2—C141.273 (7)C43—C441.516 (8)
N2—C131.456 (7)C43—H4310.9900
N3—C481.283 (8)C43—H4320.9900
N3—C471.450 (8)C44—H4410.9800
N4—C581.283 (7)C44—H4420.9800
N4—C571.453 (7)C44—H4430.9800
C1—C21.496 (8)C45—C461.498 (8)
C2—C31.529 (8)C46—C471.518 (8)
C2—H210.9900C46—H4610.9900
C2—H220.9900C46—H4620.9900
C3—H310.9900C47—H4710.9900
C3—H320.9900C47—H4720.9900
C4—C51.430 (9)C48—C491.446 (9)
C4—H40.9500C48—H480.9500
C5—C101.395 (9)C49—C541.387 (10)
C5—C61.416 (9)C49—C501.414 (9)
C6—C71.370 (9)C50—C511.382 (10)
C7—C81.368 (11)C51—C521.373 (11)
C7—H70.9500C51—H510.9500
C8—C91.394 (11)C52—C531.372 (11)
C8—H80.9500C52—H520.9500
C9—C101.368 (10)C53—C541.368 (11)
C9—H90.9500C53—H530.9500
C10—H100.9500C54—H540.9500
C11—C121.493 (8)C55—C561.489 (8)
C12—C131.519 (8)C56—C571.530 (8)
C12—H1210.9900C56—H5610.9900
C12—H1220.9900C56—H5620.9900
C13—H1310.9900C57—H5710.9900
C13—H1320.9900C57—H5720.9900
C14—C151.447 (8)C58—C591.449 (8)
C14—H1410.9500C58—H580.9500
C15—C201.392 (8)C59—C641.392 (9)
C15—C161.399 (9)C59—C601.395 (9)
C16—C171.388 (8)C60—C611.380 (9)
C17—C181.392 (9)C61—C621.363 (9)
C17—H170.9500C61—H610.9500
C18—C191.375 (10)C62—C631.384 (10)
C18—H180.9500C62—H620.9500
C19—C201.371 (9)C63—C641.373 (10)
C19—H190.9500C63—H630.9500
C20—H200.9500C64—H640.9500
C21—C221.525 (8)C65—C661.517 (8)
C21—H2110.9900C65—H6510.9900
C21—H2120.9900C65—H6520.9900
C22—C231.541 (8)C66—C671.502 (8)
C22—H2210.9900C66—H6610.9900
C22—H2220.9900C66—H6620.9900
C23—C241.527 (9)C67—C681.518 (9)
C23—H2310.9900C67—H6710.9900
C23—H2320.9900C67—H6720.9900
C24—H2410.9800C68—H6810.9800
C24—H2420.9800C68—H6820.9800
C24—H2430.9800C68—H6830.9800
C25—C261.512 (8)C69—C701.516 (8)
C25—H2510.9900C69—H6910.9900
C25—H2520.9900C69—H6920.9900
C26—C271.492 (8)C70—C711.519 (8)
C26—H2610.9900C70—H7010.9900
C26—H2620.9900C70—H7020.9900
C27—C281.495 (9)C71—C721.514 (9)
C27—H2710.9900C71—H7110.9900
C27—H2720.9900C71—H7120.9900
C28—H2810.9800C72—H7210.9800
C28—H2820.9800C72—H7220.9800
C28—H2830.9800C72—H7230.9800
O1—Sn1—O247.92 (13)H291—C29—H292107.9
O1—Sn1—O4168.40 (14)C31—C30—C29113.6 (5)
O1—Sn1—O778.96 (14)C31—C30—H301108.9
O1—Sn1—C2199.87 (19)C29—C30—H301108.9
O1—Sn1—C2595.4 (2)C31—C30—H302108.9
O2—Sn1—O4142.74 (13)C29—C30—H302108.9
O2—Sn1—O7126.82 (14)H301—C30—H302107.7
O2—Sn1—C2180.07 (19)C30—C31—C32111.7 (6)
O2—Sn1—C2578.55 (19)C30—C31—H311109.3
O4—Sn1—O790.39 (14)C32—C31—H311109.3
O4—Sn1—C2188.3 (2)C30—C31—H312109.3
O4—Sn1—C2584.7 (2)C32—C31—H312109.3
O7—Sn1—C21111.7 (2)H311—C31—H312107.9
O7—Sn1—C25114.05 (18)C31—C32—H321109.5
C21—Sn1—C25133.7 (2)C31—C32—H322109.5
O5—Sn2—O788.76 (14)H321—C32—H322109.5
O5—Sn2—O8164.11 (14)C31—C32—H323109.5
O5—Sn2—O9131.33 (13)H321—C32—H323109.5
O5—Sn2—C2984.77 (19)H322—C32—H323109.5
O5—Sn2—C3388.4 (2)C34—C33—Sn2117.1 (4)
O7—Sn2—O876.01 (14)C34—C33—H331108.0
O7—Sn2—O9139.90 (13)Sn2—C33—H331108.0
O7—Sn2—C29107.64 (19)C34—C33—H332108.0
O7—Sn2—C33109.61 (19)Sn2—C33—H332108.0
O8—Sn2—O964.10 (12)H331—C33—H332107.3
O8—Sn2—C2995.4 (2)C33—C34—C35113.6 (5)
O8—Sn2—C33100.9 (2)C33—C34—H341108.9
O9—Sn2—C2981.15 (17)C35—C34—H341108.9
O9—Sn2—C3375.58 (18)C33—C34—H342108.9
C29—Sn2—C33141.9 (2)C35—C34—H342108.9
O1—Sn3—O765.19 (12)H341—C34—H342107.7
O1—Sn3—O8140.08 (13)C36—C35—C34113.4 (6)
O1—Sn3—O13129.85 (13)C36—C35—H351108.9
O1—Sn3—C3776.61 (17)C34—C35—H351108.9
O1—Sn3—C4179.64 (16)C36—C35—H352108.9
O7—Sn3—O875.04 (13)C34—C35—H352108.9
O7—Sn3—O13164.68 (13)H351—C35—H352107.7
O7—Sn3—C3799.74 (18)C35—C36—H361109.5
O7—Sn3—C4195.43 (18)C35—C36—H362109.5
O8—Sn3—O1390.05 (14)H361—C36—H362109.5
O8—Sn3—C37108.06 (18)C35—C36—H363109.5
O8—Sn3—C41108.35 (18)H361—C36—H363109.5
O13—Sn3—C3788.07 (18)H362—C36—H363109.5
O13—Sn3—C4185.82 (18)C38—C37—Sn3115.2 (4)
C37—Sn3—C41143.0 (2)C38—C37—H371108.5
O8—Sn4—O978.42 (14)Sn3—C37—H371108.5
O8—Sn4—O10127.46 (14)C38—C37—H372108.5
O8—Sn4—O1290.96 (14)Sn3—C37—H372108.5
O8—Sn4—C65113.08 (19)H371—C37—H372107.5
O8—Sn4—C69111.7 (2)C39—C38—C37112.5 (5)
O9—Sn4—O1049.09 (13)C39—C38—H381109.1
O9—Sn4—O12168.21 (14)C37—C38—H381109.1
O9—Sn4—C6595.69 (19)C39—C38—H382109.1
O9—Sn4—C69101.3 (2)C37—C38—H382109.1
O10—Sn4—O12141.50 (14)H381—C38—H382107.8
O10—Sn4—C6579.04 (18)C38—C39—C40112.6 (5)
O10—Sn4—C6980.90 (19)C38—C39—H391109.1
O12—Sn4—C6583.66 (19)C40—C39—H391109.1
O12—Sn4—C6987.3 (2)C38—C39—H392109.1
C65—Sn4—C69134.4 (2)C40—C39—H392109.1
C1—O1—Sn1114.2 (4)H391—C39—H392107.8
C1—O1—Sn3149.0 (4)C39—C40—H401109.5
Sn1—O1—Sn395.95 (13)C39—C40—H402109.5
C1—O2—Sn176.9 (3)H401—C40—H402109.5
C6—O3—H3109.5C39—C40—H403109.5
C11—O4—Sn1133.7 (4)H401—C40—H403109.5
C11—O5—Sn2133.1 (4)H402—C40—H403109.5
C16—O6—H6109.5C42—C41—Sn3114.3 (4)
Sn1—O7—Sn2136.7 (2)C42—C41—H411108.7
Sn1—O7—Sn3118.47 (17)Sn3—C41—H411108.7
Sn2—O7—Sn3104.34 (15)C42—C41—H412108.7
Sn2—O8—Sn3104.61 (16)Sn3—C41—H412108.7
Sn2—O8—Sn4120.77 (17)H411—C41—H412107.6
Sn3—O8—Sn4134.05 (19)C43—C42—C41112.9 (5)
Sn2—O9—Sn494.56 (13)C43—C42—H421109.0
C45—O9—Sn4111.1 (4)C41—C42—H421109.0
C45—O9—Sn2152.7 (4)C43—C42—H422109.0
C45—O10—Sn477.5 (3)C41—C42—H422109.0
C50—O11—H11109.5H421—C42—H422107.8
C55—O12—Sn4133.0 (4)C44—C43—C42112.2 (6)
C55—O13—Sn3130.1 (4)C44—C43—H431109.2
C60—O14—H14109.5C42—C43—H431109.2
C4—N1—C3119.7 (6)C44—C43—H432109.2
C14—N2—C13119.0 (5)C42—C43—H432109.2
C48—N3—C47118.3 (6)H431—C43—H432107.9
C58—N4—C57118.7 (5)C43—C44—H441109.5
O2—C1—O1120.9 (6)C43—C44—H442109.5
O2—C1—C2122.5 (5)H441—C44—H442109.5
O1—C1—C2116.6 (5)C43—C44—H443109.5
C1—C2—C3111.7 (5)H441—C44—H443109.5
C1—C2—H21109.3H442—C44—H443109.5
C3—C2—H21109.3O10—C45—O9122.1 (6)
C1—C2—H22109.3O10—C45—C46122.0 (5)
C3—C2—H22109.3O9—C45—C46115.9 (6)
H21—C2—H22107.9C45—C46—C47111.8 (6)
N1—C3—C2109.4 (5)C45—C46—H461109.3
N1—C3—H31109.8C47—C46—H461109.3
C2—C3—H31109.8C45—C46—H462109.3
N1—C3—H32109.8C47—C46—H462109.3
C2—C3—H32109.8H461—C46—H462107.9
H31—C3—H32108.2N3—C47—C46110.1 (5)
N1—C4—C5121.7 (6)N3—C47—H471109.6
N1—C4—H4119.1C46—C47—H471109.6
C5—C4—H4119.1N3—C47—H472109.6
C10—C5—C6118.1 (7)C46—C47—H472109.6
C10—C5—C4120.3 (7)H471—C47—H472108.1
C6—C5—C4121.5 (6)N3—C48—C49123.4 (6)
O3—C6—C7119.5 (7)N3—C48—H48118.3
O3—C6—C5120.6 (6)C49—C48—H48118.3
C7—C6—C5119.9 (7)C54—C49—C50118.3 (7)
C8—C7—C6120.8 (8)C54—C49—C48122.3 (7)
C8—C7—H7119.6C50—C49—C48119.3 (7)
C6—C7—H7119.6O11—C50—C51117.5 (7)
C7—C8—C9120.4 (8)O11—C50—C49123.0 (7)
C7—C8—H8119.8C51—C50—C49119.5 (8)
C9—C8—H8119.8C52—C51—C50120.4 (8)
C10—C9—C8119.3 (8)C52—C51—H51119.8
C10—C9—H9120.4C50—C51—H51119.8
C8—C9—H9120.4C53—C52—C51120.5 (9)
C9—C10—C5121.5 (8)C53—C52—H52119.7
C9—C10—H10119.3C51—C52—H52119.7
C5—C10—H10119.3C54—C53—C52119.9 (9)
O5—C11—O4123.9 (5)C54—C53—H53120.1
O5—C11—C12118.8 (5)C52—C53—H53120.1
O4—C11—C12117.1 (5)C53—C54—C49121.3 (8)
C11—C12—C13114.2 (5)C53—C54—H54119.4
C11—C12—H121108.7C49—C54—H54119.4
C13—C12—H121108.7O12—C55—O13123.5 (5)
C11—C12—H122108.7O12—C55—C56119.0 (5)
C13—C12—H122108.7O13—C55—C56117.2 (5)
H121—C12—H122107.6C55—C56—C57112.8 (5)
N2—C13—C12110.8 (5)C55—C56—H561109.0
N2—C13—H131109.5C57—C56—H561109.0
C12—C13—H131109.5C55—C56—H562109.0
N2—C13—H132109.5C57—C56—H562109.0
C12—C13—H132109.5H561—C56—H562107.8
H131—C13—H132108.1N4—C57—C56109.9 (5)
N2—C14—C15122.8 (6)N4—C57—H571109.7
N2—C14—H141118.6C56—C57—H571109.7
C15—C14—H141118.6N4—C57—H572109.7
C20—C15—C16118.8 (6)C56—C57—H572109.7
C20—C15—C14119.6 (6)H571—C57—H572108.2
C16—C15—C14121.6 (6)N4—C58—C59123.3 (6)
O6—C16—C17118.1 (6)N4—C58—H58118.3
O6—C16—C15121.4 (6)C59—C58—H58118.3
C17—C16—C15120.5 (6)C64—C59—C60118.8 (6)
C16—C17—C18118.7 (7)C64—C59—C58119.8 (6)
C16—C17—H17120.7C60—C59—C58121.4 (6)
C18—C17—H17120.7O14—C60—C61117.8 (6)
C19—C18—C17121.4 (7)O14—C60—C59122.1 (6)
C19—C18—H18119.3C61—C60—C59120.1 (7)
C17—C18—H18119.3C62—C61—C60120.4 (7)
C20—C19—C18119.5 (7)C62—C61—H61119.8
C20—C19—H19120.2C60—C61—H61119.8
C18—C19—H19120.2C61—C62—C63120.3 (7)
C19—C20—C15121.0 (7)C61—C62—H62119.9
C19—C20—H20119.5C63—C62—H62119.9
C15—C20—H20119.5C64—C63—C62120.1 (7)
C22—C21—Sn1115.5 (4)C64—C63—H63120.0
C22—C21—H211108.4C62—C63—H63120.0
Sn1—C21—H211108.4C63—C64—C59120.3 (7)
C22—C21—H212108.4C63—C64—H64119.8
Sn1—C21—H212108.4C59—C64—H64119.8
H211—C21—H212107.5C66—C65—Sn4113.4 (4)
C21—C22—C23112.3 (5)C66—C65—H651108.9
C21—C22—H221109.1Sn4—C65—H651108.9
C23—C22—H221109.1C66—C65—H652108.9
C21—C22—H222109.1Sn4—C65—H652108.9
C23—C22—H222109.1H651—C65—H652107.7
H221—C22—H222107.9C67—C66—C65113.9 (5)
C24—C23—C22112.1 (6)C67—C66—H661108.8
C24—C23—H231109.2C65—C66—H661108.8
C22—C23—H231109.2C67—C66—H662108.8
C24—C23—H232109.2C65—C66—H662108.8
C22—C23—H232109.2H661—C66—H662107.7
H231—C23—H232107.9C66—C67—C68113.4 (6)
C23—C24—H241109.5C66—C67—H671108.9
C23—C24—H242109.5C68—C67—H671108.9
H241—C24—H242109.5C66—C67—H672108.9
C23—C24—H243109.5C68—C67—H672108.9
H241—C24—H243109.5H671—C67—H672107.7
H242—C24—H243109.5C67—C68—H681109.5
C26—C25—Sn1115.3 (4)C67—C68—H682109.5
C26—C25—H251108.4H681—C68—H682109.5
Sn1—C25—H251108.4C67—C68—H683109.5
C26—C25—H252108.4H681—C68—H683109.5
Sn1—C25—H252108.4H682—C68—H683109.5
H251—C25—H252107.5C70—C69—Sn4116.3 (4)
C27—C26—C25115.3 (5)C70—C69—H691108.2
C27—C26—H261108.5Sn4—C69—H691108.2
C25—C26—H261108.5C70—C69—H692108.2
C27—C26—H262108.5Sn4—C69—H692108.2
C25—C26—H262108.5H691—C69—H692107.4
H261—C26—H262107.5C69—C70—C71112.5 (5)
C26—C27—C28115.7 (7)C69—C70—H701109.1
C26—C27—H271108.4C71—C70—H701109.1
C28—C27—H271108.4C69—C70—H702109.1
C26—C27—H272108.4C71—C70—H702109.1
C28—C27—H272108.4H701—C70—H702107.8
H271—C27—H272107.4C72—C71—C70113.5 (6)
C27—C28—H281109.5C72—C71—H711108.9
C27—C28—H282109.5C70—C71—H711108.9
H281—C28—H282109.5C72—C71—H712108.9
C27—C28—H283109.5C70—C71—H712108.9
H281—C28—H283109.5H711—C71—H712107.7
H282—C28—H283109.5C71—C72—H721109.5
C30—C29—Sn2112.0 (4)C71—C72—H722109.5
C30—C29—H291109.2H721—C72—H722109.5
Sn2—C29—H291109.2C71—C72—H723109.5
C30—C29—H292109.2H721—C72—H723109.5
Sn2—C29—H292109.2H722—C72—H723109.5
Sn1—O2—C1—O12.8 (5)Sn3—C37—C38—C39176.0 (4)
Sn1—O2—C1—C2178.7 (6)C37—C38—C39—C40179.1 (6)
Sn1—O1—C1—O24.1 (7)Sn3—C41—C42—C43176.1 (4)
Sn3—O1—C1—O2169.8 (4)C41—C42—C43—C44166.9 (5)
Sn1—O1—C1—C2179.7 (4)Sn4—O10—C45—O93.7 (5)
Sn3—O1—C1—C214.1 (10)Sn4—O10—C45—C46177.5 (6)
O2—C1—C2—C343.1 (8)Sn4—O9—C45—O105.2 (7)
O1—C1—C2—C3140.8 (5)Sn2—O9—C45—O10164.3 (5)
C4—N1—C3—C2116.4 (6)Sn4—O9—C45—C46175.9 (4)
C1—C2—C3—N162.4 (7)Sn2—O9—C45—C4616.9 (11)
C3—N1—C4—C5176.3 (5)O10—C45—C46—C4743.4 (9)
N1—C4—C5—C10179.1 (6)O9—C45—C46—C47137.8 (6)
N1—C4—C5—C63.7 (10)C48—N3—C47—C46121.0 (7)
C10—C5—C6—O3178.6 (6)C45—C46—C47—N363.9 (7)
C4—C5—C6—O34.2 (10)C47—N3—C48—C49178.0 (5)
C10—C5—C6—C71.9 (10)N3—C48—C49—C54177.5 (7)
C4—C5—C6—C7175.3 (7)N3—C48—C49—C503.6 (10)
O3—C6—C7—C8178.6 (8)C54—C49—C50—O11178.9 (7)
C5—C6—C7—C81.9 (12)C48—C49—C50—O112.0 (10)
C6—C7—C8—C90.1 (14)C54—C49—C50—C510.6 (10)
C7—C8—C9—C101.6 (14)C48—C49—C50—C51178.4 (6)
C8—C9—C10—C51.5 (13)O11—C50—C51—C52178.2 (7)
C6—C5—C10—C90.2 (11)C49—C50—C51—C521.4 (12)
C4—C5—C10—C9177.0 (7)C50—C51—C52—C530.2 (14)
Sn2—O5—C11—O424.4 (8)C51—C52—C53—C541.7 (14)
Sn2—O5—C11—C12151.2 (4)C52—C53—C54—C492.4 (13)
Sn1—O4—C11—O521.5 (8)C50—C49—C54—C531.3 (11)
Sn1—O4—C11—C12162.8 (3)C48—C49—C54—C53179.7 (7)
O5—C11—C12—C13158.8 (5)Sn4—O12—C55—O1320.6 (8)
O4—C11—C12—C1325.3 (7)Sn4—O12—C55—C56165.5 (4)
C14—N2—C13—C12129.2 (6)Sn3—O13—C55—O1231.0 (8)
C11—C12—C13—N266.6 (7)Sn3—O13—C55—C56143.1 (4)
C13—N2—C14—C15179.0 (5)O12—C55—C56—C5727.0 (8)
N2—C14—C15—C20178.2 (6)O13—C55—C56—C57158.6 (5)
N2—C14—C15—C161.9 (10)C58—N4—C57—C56129.5 (6)
C20—C15—C16—O6179.7 (6)C55—C56—C57—N463.6 (7)
C14—C15—C16—O60.2 (10)C57—N4—C58—C59178.4 (5)
C20—C15—C16—C172.5 (10)N4—C58—C59—C64180.0 (6)
C14—C15—C16—C17177.4 (6)N4—C58—C59—C600.1 (10)
O6—C16—C17—C18179.1 (6)C64—C59—C60—O14178.9 (6)
C15—C16—C17—C181.8 (10)C58—C59—C60—O141.0 (10)
C16—C17—C18—C190.7 (11)C64—C59—C60—C611.3 (10)
C17—C18—C19—C200.2 (12)C58—C59—C60—C61178.8 (6)
C18—C19—C20—C150.9 (11)O14—C60—C61—C62178.5 (6)
C16—C15—C20—C192.0 (10)C59—C60—C61—C621.6 (11)
C14—C15—C20—C19177.9 (6)C60—C61—C62—C630.5 (11)
Sn1—C21—C22—C23178.1 (5)C61—C62—C63—C641.0 (11)
C21—C22—C23—C24179.8 (6)C62—C63—C64—C591.4 (11)
Sn1—C25—C26—C27173.7 (5)C60—C59—C64—C630.3 (10)
C25—C26—C27—C28177.7 (7)C58—C59—C64—C63179.7 (6)
Sn2—C29—C30—C31169.9 (4)Sn4—C65—C66—C67169.9 (5)
C29—C30—C31—C32173.5 (6)C65—C66—C67—C68173.5 (6)
Sn2—C33—C34—C35177.9 (4)Sn4—C69—C70—C71178.7 (4)
C33—C34—C35—C3666.6 (9)C69—C70—C71—C72177.0 (6)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H3···N10.841.832.575 (7)147
O6—H6···N20.841.882.616 (6)146
O11—H11···N30.841.872.602 (7)145
O14—H14···N40.841.902.637 (6)147
 

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