Linear chains in polymeric di­cyclo­hexyl­ammonium tri­butyl­(4-oxo-4H-pyran-2,6-di­carboxyl­ato)­stannate and methyl­phenyl­ammonium tri­butyl(pyridine-2,6-di­carboxyl­ato)­stannate containing trigonal bipyramidal tin

catena-Poly­[di­cyclo­hexyl­ammonium [tri­butyl­tin-[mu]-(4-oxo-4H-pyran-2,6-di­carboxyl­ato-O²:O⁶)]], (C₁₂­H₂₄N)­[Sn(C₇­H₂­O₆)(C₄H₉)₃], consists of 4-oxo-4H-pyran-2,6-di­carboxyl­ato groups that axially link adjacent tri­butyl­tin units into a linear polyanionic chain. The ammonium counter-ions surround the chain, and each cation forms a pair of hydrogen bonds to the double-bond carbonyl O atoms of the same dianionic group. The chain propagates in a zigzag manner along the c axis of the monoclinic cell. In catena-poly­[methyl­(phenyl)­ammonium [tri­butyl­tin-[mu]-(pyridine-2,6-di­carboxyl­ato-O²:O⁶)]], (C₇H₁₀N)­[Sn(C₇H₃NO₄)­(C₄H₉)₃], the pyridine-2,6-di­carboxyl­ato groups also link the tri­butyl­tin groups into a chain, but the hydrogen-bonded chain propagates linearly on the ac face of the monoclinic cell.

S1. Comment

Among the triorganotin derivatives of polycarboxylic acids, the ammonium triorganotin dicarboxylates represent a class of stannates whose biological properties are expected to be improved compared with those of neutral triorganotin monocarboxylates or bis(triorganotin) dicarboxylates because of the potentially greater degree of aqueous solubility. Dicyclohexylammonium tributyltin pyridine-2,6-dicarboxylate exists as a linear hydrogen-bonded polyanionic chain motif; the ammonium counterions surround the chain and they interact with the double-bond carbonyl oxygen atoms through hydrogen bonds [N···O = 2.75, 2.79 Å] (Ng, Kumar Das & Tiekink et al., 1991). The replacement of the pyridyl unit by the 4-oxo-4H-pyranyl entity results in the formation of a similar hydrogen-bonded architecture for dicyclohexylammonium 4-oxo-4H-pyran-2,6-dicarboxylatotributylstannate, (I), which crystallizes as two symmetry-independent hydrogen-bonded chains. These are approximately related by (0.5 + x, y, 0.45 − z), such a relationship suggesting the possibility of a stacking fault. The tin atoms show trans-C₃SnO₂ trigonal bipyramidal coordination [chain a: Sn—O = 2.285 (4), 2.292 (4) Å, O—Sn—O = 174.3 (2)°; chain b: Sn—O = 2.286 (5), 2.292 (5) Å, O—Sn—O = 176.0 (2)°]; the negatively-charged carboxyl oxygen atoms of the dicarboxylato dianion binds to two adjacent tributyltin cations. The tin-oxygen bond distances are longer than covalent tin-oxygen bonds but shorter than dative tin-oxygen bonds found in most triorganotin carboxylates (Tiekink, 1991, 1994). The bond distances are somewhat longer than those [Sn—O = 2.26 (1), 2.31 (1) Å] found in poly(dicyclohexylammonium 2,6-pyridinedicarboxylatotributylstannate) (Ng, Kumar Das & Tiekink et al., 1991) and that [Sn—O = 2.214 (2) Å] found in poly(dicyclohexylammonium succinatotriphenylstannate) (Ng, Kumar Das, Xiao et al., 1991); in (I), the tin atom lies on a special position so that the two tin-oxygen bonds are equivalent. \sch

The connectivity between the dianionic and cationic groups leads to the formation of a polyanionic zigzag chain structure. The sec-ammonium cations surround the chain, and each cation forms a pair of hydrogen bonds [chain a: N···O = 2.785 (7), 2.788 (7) Å; chain b: N···O = 2.765 (7), 2.786 (8) Å]. The ketonic oxygen atom of the 4-oxo-4H-pyran moiety is not involved in hydrogen bonding.

Whereas poly(2,6-pyridinedicarboxylatotributylstannate) adopts a zigzag chain motif in the dicyclohexylammonium derivative (Ng, Kumar Das & Tiekink et al., 1991), the polyanion in methylphenylammonium pyridine-2,6-dicarboxylatotributylstannate, (II), adopts a linear arrangement that is neither zigzag or helical as the chain propagates on the a-c face of the monoclinic cell. The repeat distance of (II) is half the a-c diagonal (a/c = 11.10 Å); this distance is nearly identical to that (c/2 = 11.06 Å) of the dicyclohexylammonium derivative. The similarity of the two repeat distances suggests that the nature of the ammonium counterion governs packing. However, the packing of both compounds appears to be inefficient, as noted from the accessible voids. In (II), there are two such voids of 37.6 ų in the unit cell. The hydrogen bonds in (II) [N···O = 2.732 (5), 2.763 (4) Å] are much shorter than that [N···O = 2.904 (3) Å] found in the methylphenylammonium hydrogen 2,6-pyridinedicarboxylate (Ng & Turnbull, 1998) reactant.

S2. Experimental

Dicyclohexylamine (1.81 g, 10 mmol) and 4-oxo-4H-pyran-2,6-dicarboxylic (chelidonic) acid (1.84 g, 10 mol) were heated in a small volume of ethanol until the acid dissolved completely. The addition of bis(tributyltin) oxide (2.98 g, 5 mmol) gave an immediate precipitate. More ethanol was added to dissolve the solid, and slow evaporation of the filtered solution led to yellow blocks of (I). The solid-state ¹¹⁹Sn NMR spectrum consists of three signals (4:3:1 intensity ratio) at −55, −60 and −64 p.p.m. relative to tetramethyltin. A similar reaction with N-methylaniline, 2,6-pyridinedicarboxylic acid and bis(tributyltin) oxide gave (II) as long plates.

S3. Refinement

For (I), the 1,2- and 1,3-related carbon-carbon distances in the butyl chains and cyclohexyl rings were restrained by DFIX 1.54±0.01 and DFIX 2.52±0.02 Å; temperature factor restraints (SIMU 0.02) were imposed on the six butyl groups. Additionally, the temperature factors were restrained so that the ellipsoids would not be too elongated by an ISOR 0.02 command in SHELXL97 (Sheldrick, 1997). The crystal was measured to 2θ = 56.5°; however, as the refinement converged to R >> 7%, an OMIT −3 50 instruction was used to eliminate the high angle reflections. For (II), one of the butyl chains is disordered over two positions, and this was refined as two half-site occupancy chains sharing a common C_/a atom; the distances were similarly DFIXed.

Computing details

For both compounds, data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997). Molecular graphics: ORTEPII (Johnson, 1976) for (I); ORTEP-II (Johnson, 1976) for (II). For both compounds, software used to prepare material for publication: SHELXL97.

Figures

	Fig. 1. ORTEP (Johnson, 1976) plot of molecules a and b of (I) at the 30% probability level. Hydrogen atoms are shown as spheres of arbitrary radii. For a, symmetry code: (i) x, 1/2 − y, z − 1/2. For b, symmetry code: (i) x, 1/2 − y, z + 1/2.
	Fig. 2. ORTEP (Johnson, 1976) plot of (II) at the 30% probability level. Hydrogen atoms are shown as spheres of arbitrary radii [symmetry code: (i) x − 1/2, 1/2 − y, z − 1/2].

(I) Dicyclohexylammonium 4-oxo-4H-pyran-2,6-dicarboxylatotributylstannate

Crystal data

(C12H24N)[Sn(C7H2O6)(C4H9)3]	F(000) = 2752
Mr = 654.43	Dx = 1.228 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 18.1212 (3) Å	Cell parameters from 7059 reflections
b = 18.0363 (2) Å	θ = 1.1–28.3°
c = 21.8937 (1) Å	µ = 0.76 mm^−1
β = 98.454 (1)°	T = 298 K
V = 7078.0 (1) Å^3	Parallelepiped, colorless
Z = 8	0.38 × 0.24 × 0.20 mm

Data collection

Siemens CCD area-detector diffractometer	12367 independent reflections
Radiation source: fine-focus sealed tube	6929 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.055
ω scan	θmax = 25.0°, θmin = 1.1°
Absorption correction: empirical (SADABS; Sheldrick, 1996)	h = −21→15
Tmin = 0.761, Tmax = 0.863	k = −19→21
36773 measured reflections	l = −26→26

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.068	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.189	H-atom parameters constrained
S = 1.07	w = 1/[σ^2(Fo^2) + (0.0667P)^2 + 9.8444P] where P = (Fo^2 + 2Fc^2)/3
12367 reflections	(Δ/σ)max < 0.001
703 parameters	Δρmax = 0.74 e Å^−3
330 restraints	Δρmin = −0.43 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Sn1a	0.38443 (3)	0.24258 (3)	−0.01880 (2)	0.0833 (2)
O1a	0.3738 (3)	0.1835 (3)	0.0718 (2)	0.091 (2)
O2a	0.4280 (3)	0.2729 (3)	0.1329 (2)	0.084 (1)
O3a	0.3824 (4)	0.1968 (3)	0.3890 (2)	0.111 (2)
O4a	0.4461 (4)	0.2755 (3)	0.3372 (2)	0.104 (2)
O5a	0.3999 (2)	0.2044 (2)	0.2324 (2)	0.061 (1)
O6a	0.3131 (3)	−0.0031 (3)	0.2297 (2)	0.105 (2)
N1a	0.4960 (3)	0.3469 (3)	0.2380 (2)	0.068 (1)
C1a	0.3274 (6)	0.1500 (6)	−0.0637 (4)	0.139 (4)
C2a	0.2441 (7)	0.1542 (8)	−0.0599 (7)	0.212 (5)
C3a	0.2025 (7)	0.0856 (8)	−0.0853 (8)	0.233 (6)
C4a	0.1195 (7)	0.1001 (9)	−0.0904 (8)	0.254 (8)
C5a	0.5030 (6)	0.2388 (6)	0.0000 (5)	0.141 (4)
C6a	0.5256 (8)	0.1562 (7)	0.0011 (8)	0.233 (6)
C7a	0.6077 (8)	0.1408 (9)	0.010 (1)	0.301 (8)
C8a	0.614 (1)	0.059 (1)	−0.007 (1)	0.33 (1)
C9a	0.3191 (7)	0.3291 (6)	0.0063 (5)	0.161 (4)
C10a	0.324 (1)	0.4106 (8)	−0.007 (1)	0.312 (8)
C11a	0.403 (1)	0.436 (1)	0.021 (1)	0.34 (1)
C12a	0.408 (2)	0.512 (1)	−0.014 (2)	0.53 (2)
C13a	0.3950 (4)	0.2137 (4)	0.1231 (3)	0.071 (2)
C14a	0.3790 (3)	0.1678 (4)	0.1780 (2)	0.055 (2)
C15a	0.3483 (4)	0.1013 (4)	0.1748 (3)	0.065 (2)
C16a	0.3360 (4)	0.0605 (4)	0.2304 (3)	0.074 (2)
C17a	0.3549 (4)	0.1038 (4)	0.2862 (3)	0.072 (2)
C18a	0.3852 (4)	0.1700 (4)	0.2853 (2)	0.064 (2)
C19a	0.4082 (5)	0.2209 (5)	0.3417 (3)	0.081 (2)
C20a	0.4675 (4)	0.4239 (4)	0.2426 (3)	0.081 (2)
C21a	0.4933 (4)	0.4564 (4)	0.3065 (4)	0.109 (3)
C22a	0.4613 (5)	0.5341 (5)	0.3125 (5)	0.147 (4)
C23a	0.3763 (5)	0.5325 (6)	0.2983 (6)	0.163 (5)
C24a	0.3508 (5)	0.5009 (5)	0.2338 (5)	0.158 (5)
C25a	0.3823 (4)	0.4225 (4)	0.2285 (4)	0.102 (3)
C26a	0.5778 (4)	0.3393 (4)	0.2344 (3)	0.081 (2)
C27a	0.6010 (4)	0.2601 (4)	0.2505 (5)	0.125 (3)
C28a	0.6843 (5)	0.2496 (7)	0.2483 (6)	0.165 (5)
C29a	0.7005 (5)	0.2689 (6)	0.1840 (6)	0.148 (5)
C30a	0.6769 (4)	0.3481 (6)	0.1661 (5)	0.133 (4)
C31a	0.5945 (4)	0.3611 (5)	0.1709 (3)	0.105 (3)
Sn1b	0.88239 (4)	0.27728 (3)	0.45858 (2)	0.1011 (3)
O1b	0.8709 (4)	0.2207 (3)	0.3642 (2)	0.113 (2)
O2b	0.9337 (4)	0.2965 (3)	0.3101 (2)	0.109 (2)
O3b	0.8857 (3)	0.1692 (3)	0.0539 (2)	0.106 (2)
O4b	0.9351 (4)	0.2662 (3)	0.1076 (2)	0.101 (2)
O5b	0.9012 (2)	0.2109 (2)	0.2110 (2)	0.068 (1)
O6b	0.8210 (3)	0.0027 (3)	0.2234 (3)	0.111 (2)
N1b	0.9903 (3)	0.3531 (3)	0.2080 (2)	0.071 (1)
C1b	0.8083 (7)	0.1914 (8)	0.4868 (5)	0.189 (5)
C2b	0.7364 (9)	0.201 (1)	0.4416 (9)	0.301 (8)
C3b	0.687 (1)	0.134 (1)	0.447 (1)	0.39 (1)
C4b	0.617 (1)	0.137 (2)	0.398 (1)	0.47 (2)
C5b	0.9993 (6)	0.2498 (6)	0.4712 (5)	0.133 (3)
C6b	1.0086 (7)	0.1642 (6)	0.4733 (7)	0.192 (5)
C7b	1.0904 (8)	0.1419 (9)	0.4738 (9)	0.256 (7)
C8b	1.098 (1)	0.0579 (9)	0.493 (1)	0.33 (1)
C9b	0.8353 (6)	0.3795 (6)	0.4219 (4)	0.151 (4)
C10b	0.8924 (7)	0.4417 (6)	0.4278 (6)	0.174 (4)
C11b	0.8562 (7)	0.5163 (6)	0.4056 (7)	0.202 (5)
C12b	0.9200 (9)	0.5724 (8)	0.4079 (8)	0.249 (8)
C13b	0.8978 (5)	0.2405 (5)	0.3170 (3)	0.087 (2)
C14b	0.8822 (4)	0.1849 (4)	0.2653 (2)	0.065 (2)
C15b	0.8543 (4)	0.1175 (4)	0.2705 (3)	0.073 (2)
C16b	0.8415 (4)	0.0668 (4)	0.2189 (3)	0.076 (2)
C17b	0.8580 (4)	0.0989 (4)	0.1624 (3)	0.073 (2)
C18b	0.8863 (4)	0.1665 (4)	0.1600 (2)	0.064 (2)
C19b	0.9056 (5)	0.2054 (4)	0.1029 (3)	0.082 (2)
C20b	0.9556 (3)	0.4269 (4)	0.1938 (3)	0.079 (2)
C21b	0.9762 (5)	0.4823 (4)	0.2459 (4)	0.127 (4)
C22b	0.9406 (5)	0.5584 (4)	0.2278 (6)	0.161 (5)
C23b	0.8562 (5)	0.5512 (5)	0.2137 (5)	0.141 (4)
C24b	0.8342 (5)	0.4945 (5)	0.1631 (5)	0.124 (3)
C25b	0.8704 (4)	0.4192 (4)	0.1804 (4)	0.100 (3)
C26b	1.0735 (4)	0.3487 (4)	0.2144 (3)	0.086 (2)
C27b	1.1023 (4)	0.3733 (5)	0.1561 (4)	0.117 (3)
C28b	1.1876 (4)	0.3627 (6)	0.1608 (5)	0.148 (4)
C29b	1.2098 (6)	0.2840 (7)	0.1812 (7)	0.198 (8)
C30b	1.1831 (6)	0.2621 (7)	0.2417 (7)	0.197 (8)
C31b	1.0969 (5)	0.2701 (4)	0.2343 (6)	0.149 (5)
H1a1	0.4704	0.3255	0.2042	0.102*
H1a2	0.4860	0.3211	0.2710	0.102*
H1a3	0.3349	0.1491	−0.1066	0.209*
H1a4	0.3477	0.1046	−0.0443	0.209*
H2a1	0.2372	0.1608	−0.0171	0.318*
H2a2	0.2232	0.1972	−0.0829	0.318*
H3a1	0.2162	0.0438	−0.0581	0.350*
H3a2	0.2154	0.0738	−0.1257	0.350*
H4a1	0.0926	0.0571	−0.1073	0.382*
H4a2	0.1065	0.1418	−0.1170	0.382*
H4a3	0.1069	0.1104	−0.0502	0.382*
H5a1	0.5246	0.2650	−0.0318	0.211*
H5a2	0.5205	0.2618	0.0395	0.211*
H6a1	0.5043	0.1319	0.0340	0.349*
H6a2	0.5035	0.1338	−0.0375	0.349*
H7a1	0.6295	0.1492	0.0528	0.451*
H7a2	0.6327	0.1722	−0.0163	0.451*
H8a1	0.6654	0.0464	−0.0061	0.493*
H8a2	0.5877	0.0513	−0.0481	0.493*
H8a3	0.5922	0.0289	0.0215	0.493*
H9a1	0.2682	0.3155	−0.0100	0.242*
H9a2	0.3228	0.3257	0.0508	0.242*
H10a	0.2871	0.4378	0.0114	0.468*
H10b	0.3159	0.4193	−0.0513	0.468*
H11a	0.4410	0.4016	0.0117	0.512*
H11b	0.4075	0.4436	0.0649	0.512*
H12a	0.4547	0.5352	0.0004	0.793*
H12b	0.3677	0.5431	−0.0067	0.793*
H12c	0.4046	0.5022	−0.0577	0.793*
H15a	0.3340	0.0798	0.1363	0.098*
H17a	0.3453	0.0844	0.3236	0.108*
H20a	0.4868	0.4548	0.2118	0.122*
H21a	0.5474	0.4588	0.3137	0.163*
H21b	0.4774	0.4242	0.3377	0.163*
H22a	0.4764	0.5524	0.3541	0.220*
H22b	0.4809	0.5674	0.2841	0.220*
H23a	0.3569	0.5824	0.3007	0.244*
H23b	0.3565	0.5023	0.3288	0.244*
H24a	0.3678	0.5329	0.2031	0.237*
H24b	0.2967	0.4992	0.2259	0.237*
H25a	0.3626	0.3897	0.2573	0.153*
H25b	0.3670	0.4036	0.1871	0.153*
H26a	0.6055	0.3725	0.2651	0.121*
H27a	0.5725	0.2265	0.2215	0.187*
H27b	0.5903	0.2484	0.2916	0.187*
H28a	0.7132	0.2815	0.2786	0.247*
H28b	0.6985	0.1986	0.2581	0.247*
H29a	0.6740	0.2347	0.1543	0.223*
H29b	0.7535	0.2633	0.1826	0.223*
H30a	0.6854	0.3577	0.1241	0.200*
H30b	0.7072	0.3825	0.1931	0.200*
H31a	0.5824	0.4130	0.1634	0.157*
H31b	0.5637	0.3320	0.1397	0.157*
H1b1	0.9712	0.3215	0.1780	0.107*
H1b2	0.9764	0.3368	0.2435	0.107*
H1b3	0.8292	0.1424	0.4833	0.284*
H1b4	0.7997	0.1991	0.5290	0.284*
H2b1	0.7106	0.2457	0.4515	0.451*
H2b2	0.7476	0.2055	0.3998	0.451*
H3b1	0.6733	0.1316	0.4878	0.582*
H3b2	0.7153	0.0889	0.4407	0.582*
H4b1	0.5907	0.0905	0.3974	0.705*
H4b2	0.6305	0.1465	0.3582	0.705*
H4b3	0.5848	0.1761	0.4086	0.705*
H5b1	1.0222	0.2700	0.4374	0.200*
H5b2	1.0240	0.2713	0.5094	0.200*
H6b1	0.9912	0.1450	0.5100	0.288*
H6b2	0.9782	0.1425	0.4375	0.288*
H7b1	1.1227	0.1720	0.5031	0.384*
H7b2	1.1046	0.1490	0.4331	0.384*
H8b1	1.1488	0.0425	0.4945	0.497*
H8b2	1.0666	0.0284	0.4628	0.497*
H8b3	1.0825	0.0513	0.5326	0.497*
H9b1	0.8153	0.3727	0.3787	0.227*
H9b2	0.7944	0.3933	0.4436	0.227*
H10c	0.9314	0.4297	0.4035	0.261*
H10d	0.9151	0.4462	0.4706	0.261*
H11c	0.8301	0.5118	0.3638	0.303*
H11d	0.8210	0.5320	0.4323	0.303*
H12d	0.9003	0.6198	0.3939	0.373*
H12e	0.9549	0.5558	0.3818	0.373*
H12f	0.9450	0.5767	0.4496	0.373*
H15b	0.8426	0.1025	0.3086	0.109*
H17b	0.8486	0.0713	0.1262	0.110*
H20b	0.9731	0.4463	0.1567	0.118*
H21c	1.0300	0.4875	0.2545	0.191*
H21d	0.9587	0.4645	0.2831	0.191*
H22c	0.9536	0.5932	0.2614	0.241*
H22d	0.9598	0.5773	0.1918	0.241*
H23c	0.8367	0.5362	0.2507	0.212*
H23d	0.8347	0.5989	0.2008	0.212*
H24c	0.8496	0.5119	0.1250	0.187*
H24d	0.7804	0.4891	0.1562	0.187*
H25c	0.8571	0.3845	0.1467	0.150*
H25d	0.8519	0.3998	0.2165	0.150*
H26b	1.0941	0.3824	0.2477	0.129*
H27c	1.0902	0.4252	0.1485	0.176*
H27d	1.0776	0.3449	0.1213	0.176*
H28c	1.2030	0.3725	0.1210	0.221*
H28d	1.2129	0.3978	0.1904	0.221*
H29c	1.2637	0.2797	0.1862	0.296*
H29d	1.1891	0.2497	0.1491	0.296*
H30c	1.2062	0.2939	0.2749	0.296*
H30d	1.1972	0.2113	0.2520	0.296*
H31c	1.0739	0.2351	0.2037	0.223*
H31d	1.0799	0.2589	0.2733	0.223*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1a	0.1075 (4)	0.1069 (4)	0.0382 (2)	−0.0017 (3)	0.0198 (2)	−0.0033 (2)
O1a	0.129 (4)	0.110 (4)	0.034 (2)	−0.027 (3)	0.017 (2)	−0.008 (2)
O2a	0.112 (4)	0.091 (3)	0.049 (2)	−0.028 (3)	0.012 (2)	0.004 (2)
O3a	0.175 (5)	0.123 (4)	0.041 (3)	−0.031 (4)	0.040 (3)	−0.008 (2)
O4a	0.147 (5)	0.117 (4)	0.050 (3)	−0.038 (4)	0.020 (3)	−0.011 (3)
O5a	0.076 (3)	0.075 (3)	0.034 (2)	0.000 (2)	0.015 (2)	0.001 (2)
O6a	0.154 (5)	0.070 (3)	0.098 (4)	−0.015 (3)	0.039 (3)	0.005 (3)
N1a	0.066 (4)	0.076 (4)	0.063 (3)	−0.010 (3)	0.014 (3)	−0.008 (2)
C1a	0.160 (8)	0.178 (8)	0.082 (5)	−0.043 (8)	0.023 (6)	−0.029 (6)
C2a	0.23 (1)	0.22 (1)	0.182 (9)	−0.04 (1)	0.021 (9)	−0.085 (8)
C3a	0.23 (1)	0.24 (1)	0.22 (1)	−0.03 (1)	0.02 (1)	−0.09 (1)
C4a	0.22 (1)	0.27 (1)	0.27 (1)	0.03 (1)	0.02 (1)	−0.10 (1)
C5a	0.145 (8)	0.177 (9)	0.105 (7)	−0.009 (7)	0.037 (6)	0.007 (6)
C6a	0.19 (1)	0.26 (1)	0.25 (1)	0.02 (1)	0.05 (1)	0.07 (1)
C7a	0.30 (1)	0.30 (1)	0.31 (1)	−0.00 (1)	0.07 (1)	0.04 (1)
C8a	0.34 (2)	0.30 (2)	0.35 (2)	0.01 (2)	0.05 (2)	0.00 (2)
C9a	0.22 (1)	0.172 (9)	0.100 (6)	0.050 (9)	0.053 (7)	0.021 (6)
C10a	0.33 (1)	0.31 (1)	0.30 (1)	0.02 (1)	0.08 (1)	−0.01 (1)
C11a	0.33 (2)	0.33 (2)	0.36 (2)	0.00 (1)	0.06 (1)	0.01 (1)
C12a	0.52 (2)	0.52 (2)	0.55 (2)	0.03 (2)	0.09 (2)	0.00 (2)
C13a	0.082 (5)	0.090 (5)	0.044 (4)	0.000 (4)	0.020 (3)	0.000 (3)
C14a	0.059 (4)	0.071 (4)	0.036 (3)	0.007 (3)	0.008 (3)	0.001 (2)
C15a	0.074 (4)	0.072 (4)	0.051 (3)	0.002 (4)	0.016 (3)	−0.003 (3)
C16a	0.095 (5)	0.066 (5)	0.066 (4)	0.004 (4)	0.025 (4)	0.004 (3)
C17a	0.095 (5)	0.072 (5)	0.053 (4)	−0.002 (4)	0.023 (3)	0.009 (3)
C18a	0.069 (4)	0.087 (5)	0.039 (3)	0.011 (4)	0.017 (3)	0.005 (3)
C19a	0.105 (6)	0.100 (6)	0.040 (4)	0.003 (5)	0.020 (4)	−0.004 (3)
C20a	0.083 (6)	0.072 (5)	0.092 (5)	−0.005 (4)	0.030 (4)	−0.006 (4)
C21a	0.095 (6)	0.109 (7)	0.128 (7)	−0.020 (5)	0.033 (5)	−0.047 (5)
C22a	0.114 (8)	0.112 (8)	0.22 (1)	−0.010 (6)	0.046 (8)	−0.070 (8)
C23a	0.13 (1)	0.105 (8)	0.27 (2)	−0.002 (7)	0.08 (1)	−0.064 (9)
C24a	0.113 (8)	0.13 (1)	0.24 (2)	0.034 (7)	0.069 (9)	−0.005 (9)
C25a	0.081 (6)	0.104 (6)	0.123 (7)	0.006 (5)	0.024 (5)	−0.006 (5)
C26a	0.069 (5)	0.086 (5)	0.086 (5)	−0.001 (4)	0.008 (4)	−0.015 (4)
C27a	0.087 (7)	0.113 (7)	0.17 (1)	0.021 (6)	0.019 (6)	0.024 (6)
C28a	0.115 (9)	0.18 (1)	0.20 (1)	0.060 (8)	0.024 (9)	0.00 (1)
C29a	0.085 (7)	0.14 (1)	0.22 (1)	0.012 (7)	0.040 (8)	−0.067 (9)
C30a	0.090 (7)	0.150 (9)	0.17 (1)	−0.008 (7)	0.065 (6)	−0.028 (8)
C31a	0.078 (6)	0.138 (7)	0.107 (6)	−0.001 (5)	0.044 (5)	−0.004 (5)
Sn1b	0.1472 (6)	0.1153 (5)	0.0449 (3)	−0.0084 (4)	0.0284 (3)	0.0004 (2)
O1b	0.157 (5)	0.143 (5)	0.044 (3)	−0.033 (4)	0.032 (3)	−0.011 (3)
O2b	0.165 (6)	0.112 (4)	0.054 (3)	−0.031 (4)	0.028 (3)	−0.010 (3)
O3b	0.178 (6)	0.098 (4)	0.046 (3)	−0.020 (4)	0.026 (3)	−0.007 (2)
O4b	0.170 (6)	0.086 (4)	0.051 (3)	−0.027 (4)	0.033 (3)	0.000 (2)
O5b	0.089 (3)	0.077 (3)	0.040 (2)	−0.006 (2)	0.016 (2)	0.000 (2)
O6b	0.143 (5)	0.082 (4)	0.120 (4)	−0.016 (4)	0.059 (4)	0.007 (3)
N1b	0.077 (4)	0.071 (4)	0.068 (3)	−0.006 (3)	0.022 (3)	−0.003 (3)
C1b	0.20 (1)	0.27 (1)	0.099 (7)	−0.09 (1)	0.024 (7)	−0.003 (8)
C2b	0.32 (1)	0.33 (1)	0.27 (1)	−0.09 (1)	0.10 (1)	0.04 (1)
C3b	0.40 (2)	0.39 (2)	0.37 (2)	−0.05 (1)	0.04 (1)	0.02 (1)
C4b	0.48 (2)	0.47 (2)	0.46 (2)	0.03 (2)	0.05 (2)	0.01 (2)
C5b	0.141 (7)	0.169 (8)	0.098 (6)	−0.036 (7)	0.044 (6)	−0.009 (6)
C6b	0.178 (9)	0.22 (1)	0.186 (9)	0.037 (9)	0.037 (8)	−0.024 (9)
C7b	0.25 (1)	0.26 (1)	0.25 (1)	0.04 (1)	0.03 (1)	−0.04 (1)
C8b	0.34 (2)	0.33 (2)	0.32 (2)	0.06 (2)	0.06 (1)	−0.03 (2)
C9b	0.19 (1)	0.176 (9)	0.082 (6)	0.006 (8)	0.010 (6)	0.005 (6)
C10b	0.22 (1)	0.164 (9)	0.129 (7)	0.004 (8)	0.000 (7)	0.033 (7)
C11b	0.24 (1)	0.20 (1)	0.149 (9)	0.01 (1)	−0.004 (9)	0.018 (9)
C12b	0.30 (2)	0.21 (1)	0.22 (1)	−0.04 (1)	0.01 (1)	−0.01 (1)
C13b	0.114 (6)	0.101 (6)	0.047 (4)	0.000 (5)	0.016 (4)	−0.002 (4)
C14b	0.072 (4)	0.086 (5)	0.038 (3)	0.003 (4)	0.013 (3)	0.011 (3)
C15b	0.073 (5)	0.094 (5)	0.055 (4)	0.008 (4)	0.022 (3)	0.015 (3)
C16b	0.079 (5)	0.077 (5)	0.079 (5)	−0.001 (4)	0.030 (4)	0.009 (4)
C17b	0.091 (5)	0.073 (5)	0.060 (4)	−0.004 (4)	0.025 (3)	−0.005 (3)
C18b	0.074 (4)	0.077 (5)	0.041 (3)	0.002 (4)	0.008 (3)	−0.001 (3)
C19b	0.122 (6)	0.083 (5)	0.043 (4)	0.005 (5)	0.025 (4)	0.002 (3)
C20b	0.073 (5)	0.077 (5)	0.089 (5)	−0.008 (4)	0.022 (4)	0.006 (4)
C21b	0.099 (7)	0.099 (7)	0.18 (1)	−0.004 (6)	0.000 (6)	−0.046 (6)
C22b	0.095 (8)	0.089 (7)	0.30 (2)	0.010 (6)	0.019 (8)	−0.046 (8)
C23b	0.107 (8)	0.105 (7)	0.22 (1)	0.006 (6)	0.033 (8)	−0.017 (8)
C24b	0.084 (6)	0.132 (8)	0.156 (9)	0.011 (6)	0.014 (6)	0.025 (7)
C25b	0.078 (6)	0.094 (6)	0.129 (7)	−0.004 (5)	0.020 (5)	0.000 (5)
C26b	0.079 (5)	0.082 (5)	0.095 (5)	0.005 (4)	0.009 (4)	−0.008 (4)
C27b	0.089 (6)	0.152 (8)	0.119 (7)	0.003 (6)	0.041 (5)	−0.011 (6)
C28b	0.084 (7)	0.19 (1)	0.18 (1)	−0.004 (7)	0.046 (7)	−0.032 (9)
C29b	0.109 (9)	0.13 (1)	0.35 (2)	0.039 (9)	0.02 (1)	−0.07 (1)
C30b	0.12 (1)	0.14 (1)	0.33 (2)	0.038 (9)	0.01 (1)	0.06 (1)
C31b	0.115 (9)	0.087 (7)	0.24 (1)	0.016 (6)	0.007 (8)	0.023 (7)

Geometric parameters (Å, º)

Sn1a—C1a	2.127 (9)	C6a—H6a1	0.9700
Sn1a—C5a	2.13 (1)	C6a—H6a2	0.9700
Sn1a—C9a	2.08 (1)	C7a—H7a1	0.9700
Sn1a—O1a	2.285 (4)	C7a—H7a2	0.9700
Sn1a—O3a^i	2.292 (4)	C8a—H8a1	0.9600
O1a—C13a	1.256 (8)	C8a—H8a2	0.9600
O2a—C13a	1.226 (8)	C8a—H8a3	0.9600
O3a—C19a	1.274 (8)	C9a—H9a1	0.9700
O4a—C19a	1.213 (8)	C9a—H9a2	0.9700
O5a—C14a	1.365 (6)	C10a—H10a	0.9700
O5a—C18a	1.376 (7)	C10a—H10b	0.9700
O6a—C16a	1.220 (8)	C11a—H11a	0.9700
N1a—C20a	1.490 (8)	C11a—H11b	0.9700
N1a—C26a	1.501 (8)	C12a—H12a	0.9600
C1a—C2a	1.525 (9)	C12a—H12b	0.9600
C2a—C3a	1.513 (9)	C12a—H12c	0.9600
C3a—C4a	1.514 (9)	C15a—H15a	0.9300
C5a—C6a	1.544 (9)	C17a—H17a	0.9300
C6a—C7a	1.497 (9)	C20a—H20a	0.9800
C7a—C8a	1.53 (1)	C21a—H21a	0.9700
C9a—C10a	1.50 (1)	C21a—H21b	0.9700
C10a—C11a	1.54 (1)	C22a—H22a	0.9700
C11a—C12a	1.56 (1)	C22a—H22b	0.9700
C13a—C14a	1.523 (8)	C23a—H23a	0.9700
C14a—C15a	1.319 (8)	C23a—H23b	0.9700
C15a—C16a	1.467 (9)	C24a—H24a	0.9700
C16a—C17a	1.449 (9)	C24a—H24b	0.9700
C17a—C18a	1.315 (9)	C25a—H25a	0.9700
C18a—C19a	1.544 (9)	C25a—H25b	0.9700
C20a—C21a	1.525 (7)	C26a—H26a	0.9800
C20a—C25a	1.530 (7)	C27a—H27a	0.9700
C21a—C22a	1.529 (8)	C27a—H27b	0.9700
C22a—C23a	1.527 (8)	C28a—H28a	0.9700
C23a—C24a	1.530 (9)	C28a—H28b	0.9700
C24a—C25a	1.536 (8)	C29a—H29a	0.9700
C26a—C27a	1.516 (7)	C29a—H29b	0.9700
C26a—C31a	1.519 (7)	C30a—H30a	0.9700
C27a—C28a	1.530 (8)	C30a—H30b	0.9700
C28a—C29a	1.521 (9)	C31a—H31a	0.9700
C29a—C30a	1.527 (8)	C31a—H31b	0.9700
C30a—C31a	1.530 (7)	N1b—H1b1	0.9000
Sn1b—C1b	2.20 (1)	N1b—H1b2	0.9000
Sn1b—C5b	2.15 (1)	C1b—H1b3	0.9700
Sn1b—C9b	2.14 (1)	C1b—H1b4	0.9700
Sn1b—O1b	2.286 (5)	C2b—H2b1	0.9700
Sn1b—O3b^ii	2.292 (5)	C2b—H2b2	0.9700
O1b—C13b	1.258 (9)	C3b—H3b1	0.9700
O2b—C13b	1.223 (9)	C3b—H3b2	0.9700
O3b—C19b	1.262 (8)	C4b—H4b1	0.9600
O4b—C19b	1.218 (8)	C4b—H4b2	0.9600
O5b—C18b	1.367 (7)	C4b—H4b3	0.9600
O5b—C14b	1.369 (7)	C5b—H5b1	0.9700
O6b—C16b	1.222 (8)	C5b—H5b2	0.9700
N1b—C20b	1.486 (8)	C6b—H6b1	0.9700
N1b—C26b	1.495 (8)	C6b—H6b2	0.9700
C1b—C2b	1.53 (1)	C7b—H7b1	0.9700
C2b—C3b	1.52 (1)	C7b—H7b2	0.9700
C3b—C4b	1.54 (1)	C8b—H8b1	0.9600
C5b—C6b	1.552 (9)	C8b—H8b2	0.9600
C6b—C7b	1.534 (9)	C8b—H8b3	0.9600
C7b—C8b	1.57 (1)	C9b—H9b1	0.9700
C9b—C10b	1.519 (9)	C9b—H9b2	0.9700
C10b—C11b	1.544 (9)	C10b—H10c	0.9700
C11b—C12b	1.531 (9)	C10b—H10d	0.9700
C13b—C14b	1.51 (1)	C11b—H11c	0.9700
C14b—C15b	1.327 (9)	C11b—H11d	0.9700
C15b—C16b	1.445 (9)	C12b—H12d	0.9600
C18b—C19b	1.520 (9)	C12b—H12e	0.9600
C20b—C21b	1.521 (7)	C12b—H12f	0.9600
C20b—C25b	1.534 (7)	C15b—H15b	0.9300
C21b—C22b	1.542 (8)	C17b—H17b	0.9300
C22b—C23b	1.519 (8)	C20b—H20b	0.9800
C23b—C24b	1.516 (8)	C21b—H21c	0.9700
C24b—C25b	1.532 (8)	C21b—H21d	0.9700
C26b—C27b	1.516 (7)	C22b—H22c	0.9700
C26b—C31b	1.524 (7)	C22b—H22d	0.9700
C27b—C28b	1.545 (8)	C23b—H23c	0.9700
C28b—C29b	1.524 (9)	C23b—H23d	0.9700
C29b—C30b	1.527 (9)	C24b—H24c	0.9700
C30b—C31b	1.552 (9)	C24b—H24d	0.9700
N1a—H1a1	0.9000	C25b—H25c	0.9700
N1a—H1a2	0.9000	C25b—H25d	0.9700
C1a—H1a3	0.9700	C26b—H26b	0.9800
C1a—H1a4	0.9700	C27b—H27c	0.9700
C2a—H2a1	0.9700	C27b—H27d	0.9700
C2a—H2a2	0.9700	C28b—H28c	0.9700
C3a—H3a1	0.9700	C28b—H28d	0.9700
C3a—H3a2	0.9700	C29b—H29c	0.9700
C4a—H4a1	0.9600	C29b—H29d	0.9700
C4a—H4a2	0.9600	C30b—H30c	0.9700
C4a—H4a3	0.9600	C30b—H30d	0.9700
C5a—H5a1	0.9700	C31b—H31c	0.9700
C5a—H5a2	0.9700	C31b—H31d	0.9700
C1a—Sn1a—C5a	118.2 (4)	N1a—C20a—H20a	108.7
C1a—Sn1a—C9a	117.0 (5)	C21a—C20a—H20a	108.7
C1a—Sn1a—O1a	86.5 (3)	C25a—C20a—H20a	108.7
C1a—Sn1a—O3a^i	91.4 (3)	C20a—C21a—H21a	109.4
C5a—Sn1a—C9a	124.8 (5)	C22a—C21a—H21a	109.4
C5a—Sn1a—O1a	91.6 (3)	C20a—C21a—H21b	109.4
C5a—Sn1a—O3a^i	94.0 (3)	C22a—C21a—H21b	109.4
C9a—Sn1a—O1a	89.8 (3)	H21a—C21a—H21b	108.0
C9a—Sn1a—O3a^i	86.5 (3)	C23a—C22a—H22a	109.6
O1a—Sn1a—O3a^i	174.3 (2)	C21a—C22a—H22a	109.6
C13a—O1a—Sn1a	121.3 (5)	C23a—C22a—H22b	109.6
C19a—O3a—Sn1a^ii	126.4 (5)	C21a—C22a—H22b	109.6
C14a—O5a—C18a	117.0 (5)	H22a—C22a—H22b	108.1
C20a—N1a—C26a	116.3 (5)	C22a—C23a—H23a	109.5
C2a—C1a—Sn1a	110.7 (7)	C24a—C23a—H23a	109.5
C3a—C2a—C1a	113 (1)	C22a—C23a—H23b	109.5
C2a—C3a—C4a	109 (1)	C24a—C23a—H23b	109.5
C6a—C5a—Sn1a	107.0 (8)	H23a—C23a—H23b	108.1
C7a—C6a—C5a	116 (1)	C23a—C24a—H24a	109.6
C6a—C7a—C8a	105 (1)	C25a—C24a—H24a	109.6
C10a—C9a—Sn1a	129 (1)	C23a—C24a—H24b	109.6
C9a—C10a—C11a	107 (1)	C25a—C24a—H24b	109.6
C10a—C11a—C12a	101 (1)	H24a—C24a—H24b	108.1
O2a—C13a—O1a	127.7 (6)	C20a—C25a—H25a	109.6
O2a—C13a—C14a	118.7 (6)	C24a—C25a—H25a	109.6
O1a—C13a—C14a	113.6 (6)	C20a—C25a—H25b	109.6
C15a—C14a—O5a	123.2 (5)	C24a—C25a—H25b	109.6
C15a—C14a—C13a	125.5 (5)	H25a—C25a—H25b	108.1
O5a—C14a—C13a	111.3 (5)	N1a—C26a—H26a	108.6
C14a—C15a—C16a	121.7 (6)	C27a—C26a—H26a	108.6
O6a—C16a—C17a	123.7 (6)	C31a—C26a—H26a	108.6
O6a—C16a—C15a	123.6 (6)	C26a—C27a—H27a	109.5
C17a—C16a—C15a	112.6 (6)	C28a—C27a—H27a	109.5
C18a—C17a—C16a	121.6 (6)	C26a—C27a—H27b	109.5
C17a—C18a—O5a	123.7 (5)	C28a—C27a—H27b	109.5
C17a—C18a—C19a	126.3 (6)	H27a—C27a—H27b	108.1
O5a—C18a—C19a	110.0 (6)	C29a—C28a—H28a	109.9
O4a—C19a—O3a	128.5 (7)	C27a—C28a—H28a	109.9
O4a—C19a—C18a	120.5 (6)	C29a—C28a—H28b	109.9
O3a—C19a—C18a	111.0 (7)	C27a—C28a—H28b	109.9
N1a—C20a—C21a	111.0 (6)	H28a—C28a—H28b	108.3
N1a—C20a—C25a	108.7 (5)	C28a—C29a—H29a	109.3
C21a—C20a—C25a	110.8 (6)	C30a—C29a—H29a	109.3
C20a—C21a—C22a	111.2 (7)	C28a—C29a—H29b	109.3
C23a—C22a—C21a	110.5 (7)	C30a—C29a—H29b	109.3
C22a—C23a—C24a	110.7 (8)	H29a—C29a—H29b	108.0
C23a—C24a—C25a	110.4 (7)	C29a—C30a—H30a	109.3
C20a—C25a—C24a	110.2 (6)	C31a—C30a—H30a	109.3
N1a—C26a—C27a	108.4 (6)	C29a—C30a—H30b	109.3
N1a—C26a—C31a	110.8 (5)	C31a—C30a—H30b	109.3
C27a—C26a—C31a	111.7 (6)	H30a—C30a—H30b	108.0
C26a—C27a—C28a	110.5 (7)	C26a—C31a—H31a	109.5
C29a—C28a—C27a	109.1 (8)	C30a—C31a—H31a	109.5
C28a—C29a—C30a	111.4 (8)	C26a—C31a—H31b	109.5
C29a—C30a—C31a	111.4 (7)	C30a—C31a—H31b	109.5
C26a—C31a—C30a	110.5 (6)	H31a—C31a—H31b	108.1
C1b—Sn1b—C5b	115.6 (5)	C20b—N1b—H1b1	108.0
C1b—Sn1b—C9b	119.1 (5)	C26b—N1b—H1b1	108.0
C1b—Sn1b—O1b	87.8 (4)	C20b—N1b—H1b2	108.0
C1b—Sn1b—O3b^ii	88.6 (4)	C26b—N1b—H1b2	108.0
C5b—Sn1b—C9b	125.3 (4)	H1b1—N1b—H1b2	107.2
C5b—Sn1b—O1b	88.3 (3)	C2b—C1b—H1b3	111.0
C5b—Sn1b—O3b^ii	94.9 (3)	Sn1b—C1b—H1b3	111.0
C9b—Sn1b—O1b	93.8 (3)	C2b—C1b—H1b4	111.0
C9b—Sn1b—O3b^ii	86.2 (3)	Sn1b—C1b—H1b4	111.0
O1b—Sn1b—O3b^ii	176.0 (2)	H1b3—C1b—H1b4	109.0
C13b—O1b—Sn1b	128.4 (5)	C3b—C2b—H2b1	110.1
C19b—O3b—Sn1b^i	121.4 (5)	C1b—C2b—H2b1	110.1
C18b—O5b—C14b	117.6 (5)	C3b—C2b—H2b2	110.1
C20b—N1b—C26b	117.3 (5)	C1b—C2b—H2b2	110.1
C2b—C1b—Sn1b	103.7 (9)	H2b1—C2b—H2b2	108.4
C3b—C2b—C1b	108 (1)	C2b—C3b—H3b1	109.5
C2b—C3b—C4b	111 (1)	C4b—C3b—H3b1	109.5
C6b—C5b—Sn1b	109.4 (7)	C2b—C3b—H3b2	109.5
C7b—C6b—C5b	111 (1)	C4b—C3b—H3b2	109.5
C6b—C7b—C8b	108 (1)	H3b1—C3b—H3b2	108.1
C10b—C9b—Sn1b	112.1 (7)	C3b—C4b—H4b1	109.5
C9b—C10b—C11b	111.4 (9)	C3b—C4b—H4b2	109.5
C12b—C11b—C10b	106 (1)	H4b1—C4b—H4b2	109.5
O2b—C13b—O1b	127.9 (7)	C3b—C4b—H4b3	109.5
O2b—C13b—C14b	120.1 (7)	H4b1—C4b—H4b3	109.5
O1b—C13b—C14b	112.0 (8)	H4b2—C4b—H4b3	109.5
C15b—C14b—O5b	122.4 (6)	C6b—C5b—H5b1	109.8
C15b—C14b—C13b	125.2 (6)	Sn1b—C5b—H5b1	109.8
O5b—C14b—C13b	112.4 (6)	C6b—C5b—H5b2	109.8
C14b—C15b—C16b	122.1 (6)	Sn1b—C5b—H5b2	109.8
O6b—C16b—C17b	123.6 (7)	H5b1—C5b—H5b2	108.2
O6b—C16b—C15b	123.5 (7)	C7b—C6b—H6b1	109.4
C17b—C16b—C15b	112.9 (6)	C5b—C6b—H6b1	109.4
C18b—C17b—C16b	122.2 (6)	C7b—C6b—H6b2	109.4
C17b—C18b—O5b	122.6 (5)	C5b—C6b—H6b2	109.4
C17b—C18b—C19b	126.4 (6)	H6b1—C6b—H6b2	108.0
O5b—C18b—C19b	111.1 (6)	C6b—C7b—H7b1	110.2
O4b—C19b—O3b	127.3 (6)	C8b—C7b—H7b1	110.2
O4b—C19b—C18b	119.8 (6)	C6b—C7b—H7b2	110.2
O3b—C19b—C18b	112.9 (7)	C8b—C7b—H7b2	110.2
N1b—C20b—C21b	112.5 (6)	H7b1—C7b—H7b2	108.5
N1b—C20b—C25b	110.0 (5)	C7b—C8b—H8b1	109.5
C21b—C20b—C25b	109.5 (6)	C7b—C8b—H8b2	109.5
C20b—C21b—C22b	110.1 (7)	H8b1—C8b—H8b2	109.5
C23b—C22b—C21b	110.3 (7)	C7b—C8b—H8b3	109.5
C24b—C23b—C22b	110.8 (7)	H8b1—C8b—H8b3	109.5
C23b—C24b—C25b	111.1 (7)	H8b2—C8b—H8b3	109.5
C24b—C25b—C20b	110.4 (6)	C10b—C9b—H9b1	109.2
N1b—C26b—C27b	111.9 (6)	Sn1b—C9b—H9b1	109.2
N1b—C26b—C31b	108.1 (6)	C10b—C9b—H9b2	109.2
C27b—C26b—C31b	113.4 (7)	Sn1b—C9b—H9b2	109.2
C26b—C27b—C28b	111.8 (7)	H9b1—C9b—H9b2	107.9
C29b—C28b—C27b	110.7 (7)	C9b—C10b—H10c	109.3
C28b—C29b—C30b	113.0 (9)	C11b—C10b—H10c	109.3
C29b—C30b—C31b	109.1 (9)	C9b—C10b—H10d	109.3
C26b—C31b—C30b	110.5 (7)	C11b—C10b—H10d	109.3
C20a—N1a—H1a1	108.2	H10c—C10b—H10d	108.0
C26a—N1a—H1a1	108.2	C12b—C11b—H11c	110.5
C20a—N1a—H1a2	108.2	C10b—C11b—H11c	110.5
C26a—N1a—H1a2	108.2	C12b—C11b—H11d	110.5
H1a1—N1a—H1a2	107.4	C10b—C11b—H11d	110.5
C2a—C1a—H1a3	109.5	H11c—C11b—H11d	108.6
Sn1a—C1a—H1a3	109.5	C11b—C12b—H12d	109.5
C2a—C1a—H1a4	109.5	C11b—C12b—H12e	109.5
Sn1a—C1a—H1a4	109.5	H12d—C12b—H12e	109.5
H1a3—C1a—H1a4	108.1	C11b—C12b—H12f	109.5
C3a—C2a—H2a1	109.1	H12d—C12b—H12f	109.5
C1a—C2a—H2a1	109.1	H12e—C12b—H12f	109.5
C3a—C2a—H2a2	109.1	C14b—C15b—H15b	118.9
C1a—C2a—H2a2	109.1	C16b—C15b—H15b	118.9
H2a1—C2a—H2a2	107.8	C18b—C17b—H17b	118.9
C2a—C3a—H3a1	109.9	C16b—C17b—H17b	118.9
C4a—C3a—H3a1	109.9	N1b—C20b—H20b	108.3
C2a—C3a—H3a2	109.9	C21b—C20b—H20b	108.3
C4a—C3a—H3a2	109.9	C25b—C20b—H20b	108.3
H3a1—C3a—H3a2	108.3	C20b—C21b—H21c	109.6
C3a—C4a—H4a1	109.5	C22b—C21b—H21c	109.6
C3a—C4a—H4a2	109.5	C20b—C21b—H21d	109.6
H4a1—C4a—H4a2	109.5	C22b—C21b—H21d	109.6
C3a—C4a—H4a3	109.5	H21c—C21b—H21d	108.1
H4a1—C4a—H4a3	109.5	C23b—C22b—H22c	109.6
H4a2—C4a—H4a3	109.5	C21b—C22b—H22c	109.6
C6a—C5a—H5a1	110.3	C23b—C22b—H22d	109.6
Sn1a—C5a—H5a1	110.3	C21b—C22b—H22d	109.6
C6a—C5a—H5a2	110.3	H22c—C22b—H22d	108.1
Sn1a—C5a—H5a2	110.3	C24b—C23b—H23c	109.5
H5a1—C5a—H5a2	108.6	C22b—C23b—H23c	109.5
C7a—C6a—H6a1	108.3	C24b—C23b—H23d	109.5
C5a—C6a—H6a1	108.3	C22b—C23b—H23d	109.5
C7a—C6a—H6a2	108.3	H23c—C23b—H23d	108.1
C5a—C6a—H6a2	108.3	C23b—C24b—H24c	109.4
H6a1—C6a—H6a2	107.4	C25b—C24b—H24c	109.4
C6a—C7a—H7a1	110.8	C23b—C24b—H24d	109.4
C8a—C7a—H7a1	110.8	C25b—C24b—H24d	109.4
C6a—C7a—H7a2	110.8	H24c—C24b—H24d	108.0
C8a—C7a—H7a2	110.8	C24b—C25b—H25c	109.6
H7a1—C7a—H7a2	108.9	C20b—C25b—H25c	109.6
C7a—C8a—H8a1	109.5	C24b—C25b—H25d	109.6
C7a—C8a—H8a2	109.5	C20b—C25b—H25d	109.6
H8a1—C8a—H8a2	109.5	H25c—C25b—H25d	108.1
C7a—C8a—H8a3	109.5	N1b—C26b—H26b	107.7
H8a1—C8a—H8a3	109.5	C27b—C26b—H26b	107.7
H8a2—C8a—H8a3	109.5	C31b—C26b—H26b	107.7
C10a—C9a—H9a1	105.1	C26b—C27b—H27c	109.3
Sn1a—C9a—H9a1	105.1	C28b—C27b—H27c	109.3
C10a—C9a—H9a2	105.1	C26b—C27b—H27d	109.3
Sn1a—C9a—H9a2	105.1	C28b—C27b—H27d	109.3
H9a1—C9a—H9a2	105.9	H27c—C27b—H27d	107.9
C9a—C10a—H10a	110.2	C29b—C28b—H28c	109.5
C11a—C10a—H10a	110.2	C27b—C28b—H28c	109.5
C9a—C10a—H10b	110.2	C29b—C28b—H28d	109.5
C11a—C10a—H10b	110.2	C27b—C28b—H28d	109.5
H10a—C10a—H10b	108.5	H28c—C28b—H28d	108.1
C10a—C11a—H11a	111.6	C28b—C29b—H29c	109.0
C12a—C11a—H11a	111.6	C30b—C29b—H29c	109.0
C10a—C11a—H11b	111.6	C28b—C29b—H29d	109.0
C12a—C11a—H11b	111.6	C30b—C29b—H29d	109.0
H11a—C11a—H11b	109.4	H29c—C29b—H29d	107.8
C11a—C12a—H12a	109.5	C29b—C30b—H30c	109.9
C11a—C12a—H12b	109.5	C31b—C30b—H30c	109.9
H12a—C12a—H12b	109.5	C29b—C30b—H30d	109.9
C11a—C12a—H12c	109.5	C31b—C30b—H30d	109.9
H12a—C12a—H12c	109.5	H30c—C30b—H30d	108.3
H12b—C12a—H12c	109.5	C26b—C31b—H31c	109.6
C14a—C15a—H15a	119.2	C30b—C31b—H31c	109.6
C16a—C15a—H15a	119.2	C26b—C31b—H31d	109.6
C18a—C17a—H17a	119.2	C30b—C31b—H31d	109.6
C16a—C17a—H17a	119.2	H31c—C31b—H31d	108.1
C9a—Sn1a—O1a—C13a	−58.3 (6)	C9b—Sn1b—O1b—C13b	58.0 (8)
C1a—Sn1a—O1a—C13a	−175.4 (6)	C5b—Sn1b—O1b—C13b	−67.2 (8)
C5a—Sn1a—O1a—C13a	66.4 (6)	C1b—Sn1b—O1b—C13b	177.1 (8)
O3a^i—Sn1a—O1a—C13a	−108 (2)	O3b^ii—Sn1b—O1b—C13b	149 (3)
C9a—Sn1a—C1a—C2a	−11 (1)	C9b—Sn1b—C1b—C2b	33 (1)
C5a—Sn1a—C1a—C2a	166.8 (9)	C5b—Sn1b—C1b—C2b	−147 (1)
O1a—Sn1a—C1a—C2a	76.9 (9)	O1b—Sn1b—C1b—C2b	−60 (1)
O3a^i—Sn1a—C1a—C2a	−97.8 (9)	O3b^ii—Sn1b—C1b—C2b	118 (1)
Sn1a—C1a—C2a—C3a	−174 (1)	Sn1b—C1b—C2b—C3b	167 (2)
C1a—C2a—C3a—C4a	−170 (1)	C1b—C2b—C3b—C4b	−175 (2)
C9a—Sn1a—C5a—C6a	155.2 (9)	C9b—Sn1b—C5b—C6b	−157.5 (8)
C1a—Sn1a—C5a—C6a	−23 (1)	C1b—Sn1b—C5b—C6b	22.7 (9)
O1a—Sn1a—C5a—C6a	64.2 (9)	O1b—Sn1b—C5b—C6b	−64.0 (8)
O3a^i—Sn1a—C5a—C6a	−116.4 (9)	O3b^ii—Sn1b—C5b—C6b	113.6 (8)
Sn1a—C5a—C6a—C7a	177 (1)	Sn1b—C5b—C6b—C7b	173 (1)
C5a—C6a—C7a—C8a	−166 (2)	C5b—C6b—C7b—C8b	166 (1)
C1a—Sn1a—C9a—C10a	−129 (1)	C5b—Sn1b—C9b—C10b	−22 (1)
C5a—Sn1a—C9a—C10a	54 (1)	C1b—Sn1b—C9b—C10b	158.0 (8)
O1a—Sn1a—C9a—C10a	146 (1)	O1b—Sn1b—C9b—C10b	−112.4 (8)
O3a^i—Sn1a—C9a—C10a	−39 (1)	O3b^ii—Sn1b—C9b—C10b	71.6 (8)
Sn1a—C9a—C10a—C11a	−58 (2)	Sn1b—C9b—C10b—C11b	−175.8 (9)
C9a—C10a—C11a—C12a	163 (2)	C9b—C10b—C11b—C12b	−175 (1)
Sn1a—O1a—C13a—O2a	−6 (1)	Sn1b—O1b—C13b—O2b	−3 (1)
Sn1a—O1a—C13a—C14a	176.4 (4)	Sn1b—O1b—C13b—C14b	175.6 (5)
C18a—O5a—C14a—C15a	−2.4 (8)	C18b—O5b—C14b—C15b	3.9 (9)
C18a—O5a—C14a—C13a	177.1 (5)	C18b—O5b—C14b—C13b	−176.9 (6)
O2a—C13a—C14a—C15a	−175.6 (6)	O2b—C13b—C14b—C15b	169.0 (8)
O1a—C13a—C14a—C15a	2 (1)	O1b—C13b—C14b—C15b	−10 (1)
O2a—C13a—C14a—O5a	4.9 (8)	O2b—C13b—C14b—O5b	−10 (1)
O1a—C13a—C14a—O5a	−177.2 (5)	O1b—C13b—C14b—O5b	170.7 (6)
O5a—C14a—C15a—C16a	−2 (1)	O5b—C14b—C15b—C16b	0 (1)
C13a—C14a—C15a—C16a	178.9 (6)	C13b—C14b—C15b—C16b	−179.4 (7)
C14a—C15a—C16a—O6a	−174.2 (7)	C14b—C15b—C16b—O6b	174.5 (7)
C14a—C15a—C16a—C17a	5.2 (9)	C14b—C15b—C16b—C17b	−3 (1)
O6a—C16a—C17a—C18a	174.3 (7)	O6b—C16b—C17b—C18b	−174.1 (7)
C15a—C16a—C17a—C18a	−5 (1)	C15b—C16b—C17b—C18b	4 (1)
C16a—C17a—C18a—O5a	2 (1)	C16b—C17b—C18b—O5b	−1 (1)
C16a—C17a—C18a—C19a	−179.4 (6)	C16b—C17b—C18b—C19b	−179.9 (7)
C14a—O5a—C18a—C17a	2.5 (9)	C14b—O5b—C18b—C17b	−3.4 (9)
C14a—O5a—C18a—C19a	−176.7 (5)	C14b—O5b—C18b—C19b	176.0 (5)
Sn1a^ii—O3a—C19a—O4a	9 (1)	Sn1b^i—O3b—C19b—O4b	−12 (1)
Sn1a^ii—O3a—C19a—C18a	−170.7 (4)	Sn1b^i—O3b—C19b—C18b	166.1 (4)
C17a—C18a—C19a—O4a	168.5 (8)	C17b—C18b—C19b—O4b	−176.0 (7)
O5a—C18a—C19a—O4a	−12 (1)	O5b—C18b—C19b—O4b	5 (1)
C17a—C18a—C19a—O3a	−12 (1)	C17b—C18b—C19b—O3b	6 (1)
O5a—C18a—C19a—O3a	167.6 (6)	O5b—C18b—C19b—O3b	−173.4 (6)
C26a—N1a—C20a—C21a	−72.8 (7)	C26b—N1b—C20b—C21b	−65.3 (8)
C26a—N1a—C20a—C25a	165.1 (6)	C26b—N1b—C20b—C25b	172.4 (6)
N1a—C20a—C21a—C22a	−177.4 (6)	N1b—C20b—C21b—C22b	178.2 (7)
C25a—C20a—C21a—C22a	−56.5 (9)	C25b—C20b—C21b—C22b	−59.1 (9)
C20a—C21a—C22a—C23a	56 (1)	C20b—C21b—C22b—C23b	59 (1)
C21a—C22a—C23a—C24a	−57 (1)	C21b—C22b—C23b—C24b	−57 (1)
C22a—C23a—C24a—C25a	58 (1)	C22b—C23b—C24b—C25b	56 (1)
N1a—C20a—C25a—C24a	179.2 (7)	C23b—C24b—C25b—C20b	−57 (1)
C21a—C20a—C25a—C24a	56.9 (9)	N1b—C20b—C25b—C24b	−177.7 (6)
C23a—C24a—C25a—C20a	−58 (1)	C21b—C20b—C25b—C24b	58.2 (9)
C20a—N1a—C26a—C27a	162.1 (6)	C20b—N1b—C26b—C27b	−59.3 (8)
C20a—N1a—C26a—C31a	−75.0 (7)	C20b—N1b—C26b—C31b	175.1 (7)
N1a—C26a—C27a—C28a	−179.4 (8)	N1b—C26b—C27b—C28b	−175.4 (7)
C31a—C26a—C27a—C28a	58 (1)	C31b—C26b—C27b—C28b	−53 (1)
C26a—C27a—C28a—C29a	−59 (1)	C26b—C27b—C28b—C29b	51 (1)
C27a—C28a—C29a—C30a	58 (1)	C27b—C28b—C29b—C30b	−55 (1)
C28a—C29a—C30a—C31a	−56 (1)	C28b—C29b—C30b—C31b	58 (2)
N1a—C26a—C31a—C30a	−176.0 (6)	N1b—C26b—C31b—C30b	179.9 (9)
C27a—C26a—C31a—C30a	−55.0 (9)	C27b—C26b—C31b—C30b	55 (1)
C29a—C30a—C31a—C26a	54 (1)	C29b—C30b—C31b—C26b	−56 (1)

Symmetry codes: (i) x, −y+1/2, z−1/2; (ii) x, −y+1/2, z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1a—H1a1···O2a	0.90	1.89	2.785 (7)	172
N1a—H1a2···O4a	0.90	1.90	2.788 (7)	169
N1b—H1b2···O2b	0.90	1.89	2.786 (8)	171
N1b—H1b1···O4b	0.90	1.87	2.765 (7)	172

(II) Methylphenylammonium 2,6-pyridinedicarboxylatotributylstannate

Crystal data

(C7H10N)[Sn(C7H3NO4)(C4H9)3]	F(000) = 1168
Mr = 563.29	Dx = 1.289 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 17.7536 (3) Å	Cell parameters from 5832 reflections
b = 9.3746 (1) Å	θ = 2.8–28.3°
c = 17.8985 (2) Å	µ = 0.91 mm^−1
β = 102.981 (1)°	T = 298 K
V = 2902.77 (7) Å^3	Block, colorless
Z = 4	0.44 × 0.22 × 0.18 mm

Data collection

Siemens SMART CCD area-detector diffractometer	7133 independent reflections
Radiation source: fine-focus sealed tube	4770 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.059
ω scan	θmax = 28.3°, θmin = 2.8°
Absorption correction: empirical (SADABS; Sheldrick, 1996)	h = −23→12
Tmin = 0.690, Tmax = 0.853	k = −12→12
19786 measured reflections	l = −23→23

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.155	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0751P)^2 + 0.3874P] where P = (Fo^2 + 2Fc^2)/3
7133 reflections	(Δ/σ)max = 0.001
307 parameters	Δρmax = 0.88 e Å^−3
20 restraints	Δρmin = −1.08 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Sn1	0.41074 (2)	0.25654 (2)	0.21949 (1)	0.0460 (1)
O1	0.4960 (2)	0.1554 (3)	0.3195 (2)	0.061 (1)
O2	0.5899 (2)	0.3179 (4)	0.3319 (2)	0.071 (1)
O3	0.8179 (2)	0.1391 (3)	0.6270 (1)	0.062 (1)
O4	0.8014 (2)	0.3116 (4)	0.5384 (2)	0.068 (1)
N1	0.6707 (2)	0.1854 (4)	0.4594 (2)	0.043 (1)
N2	0.7288 (2)	0.4356 (4)	0.4011 (2)	0.072 (1)
C1	0.3293 (3)	0.0980 (5)	0.2371 (3)	0.070 (1)
C2	0.353 (3)	−0.058 (2)	0.247 (2)	0.115 (3)	0.50
C3	0.392 (2)	−0.109 (2)	0.185 (1)	0.125 (5)	0.50
C4	0.363 (2)	−0.248 (2)	0.146 (1)	0.138 (7)	0.50
C2'	0.355 (3)	−0.051 (2)	0.264 (1)	0.115 (3)	0.50
C3'	0.393 (2)	−0.138 (2)	0.211 (1)	0.125 (5)	0.50
C4'	0.342 (2)	−0.160 (2)	0.131 (1)	0.138 (7)	0.50
C5	0.4090 (3)	0.4525 (4)	0.2817 (2)	0.064 (1)
C6	0.3986 (3)	0.4362 (5)	0.3629 (3)	0.077 (1)
C7	0.3933 (3)	0.5779 (5)	0.4035 (3)	0.084 (2)
C8	0.4653 (4)	0.6663 (7)	0.4168 (3)	0.098 (2)
C9	0.4870 (3)	0.2310 (5)	0.1452 (3)	0.067 (1)
C10	0.5293 (4)	0.3638 (7)	0.1289 (3)	0.098 (2)
C11	0.5839 (5)	0.3339 (9)	0.0762 (5)	0.140 (3)
C12	0.6285 (6)	0.461 (1)	0.0600 (6)	0.193 (5)
C13	0.5612 (2)	0.2092 (4)	0.3517 (2)	0.049 (1)
C14	0.6050 (2)	0.1260 (4)	0.4218 (2)	0.042 (1)
C15	0.5768 (2)	0.0004 (4)	0.4441 (2)	0.055 (1)
C16	0.6181 (3)	−0.0649 (5)	0.5094 (3)	0.069 (1)
C17	0.6860 (2)	−0.0047 (4)	0.5498 (2)	0.055 (1)
C18	0.7104 (2)	0.1210 (4)	0.5227 (2)	0.042 (1)
C19	0.7829 (2)	0.1973 (5)	0.5650 (2)	0.049 (1)
C20	0.7123 (4)	0.5856 (6)	0.4216 (4)	0.107 (2)
C21	0.7805 (3)	0.4203 (6)	0.3492 (3)	0.076 (1)
C22	0.7579 (4)	0.469 (1)	0.2747 (4)	0.128 (3)
C23	0.8104 (6)	0.448 (1)	0.2269 (4)	0.165 (4)
C24	0.8784 (6)	0.390 (1)	0.2507 (5)	0.132 (3)
C25	0.9001 (5)	0.341 (1)	0.3240 (6)	0.146 (3)
C26	0.8496 (4)	0.3622 (9)	0.3739 (4)	0.126 (3)
H2a	0.7493	0.3883	0.4446	0.108*
H2b	0.6836	0.3932	0.3797	0.108*
H1a	0.3114	0.1256	0.2824	0.105*
H1b	0.2851	0.1036	0.1941	0.105*
H2c	0.3881	−0.0704	0.2964	0.172*	0.50
H2d	0.3077	−0.1157	0.2457	0.172*	0.50
H3a	0.4472	−0.1192	0.2075	0.188*	0.50
H3b	0.3870	−0.0350	0.1461	0.188*	0.50
H4a	0.3917	−0.2694	0.1072	0.208*	0.50
H4b	0.3093	−0.2392	0.1219	0.208*	0.50
H4c	0.3704	−0.3235	0.1828	0.208*	0.50
H2'1	0.3110	−0.1029	0.2725	0.172*	0.50
H2'2	0.3920	−0.0427	0.3131	0.172*	0.50
H3'1	0.4069	−0.2302	0.2341	0.188*	0.50
H3'2	0.4400	−0.0905	0.2060	0.188*	0.50
H4'1	0.3705	−0.2131	0.1003	0.208*	0.50
H4'2	0.3273	−0.0697	0.1073	0.208*	0.50
H4'3	0.2967	−0.2130	0.1346	0.208*	0.50
H5a	0.4571	0.5028	0.2834	0.095*
H5b	0.3674	0.5116	0.2534	0.095*
H6a	0.4417	0.3820	0.3924	0.115*
H6b	0.3518	0.3820	0.3619	0.115*
H7a	0.3511	0.6330	0.3732	0.126*
H7b	0.3809	0.5586	0.4526	0.126*
H8a	0.4572	0.7534	0.4421	0.147*
H8b	0.4776	0.6880	0.3685	0.147*
H8c	0.5072	0.6143	0.4483	0.147*
H9a	0.5251	0.1596	0.1670	0.101*
H9b	0.4577	0.1939	0.0967	0.101*
H10a	0.5586	0.4025	0.1770	0.147*
H10b	0.4918	0.4351	0.1054	0.147*
H11a	0.6201	0.2603	0.0994	0.211*
H11b	0.5540	0.2969	0.0280	0.211*
H12a	0.6610	0.4336	0.0262	0.290*
H12b	0.6599	0.4961	0.1071	0.290*
H12c	0.5933	0.5337	0.0363	0.290*
H15	0.5312	−0.0393	0.4159	0.082*
H16	0.6002	−0.1495	0.5264	0.103*
H17	0.7145	−0.0475	0.5940	0.082*
H20a	0.6777	0.5843	0.4559	0.161*
H20b	0.6888	0.6370	0.3759	0.161*
H20c	0.7597	0.6316	0.4461	0.161*
H22	0.7105	0.5133	0.2568	0.192*
H23	0.7957	0.4769	0.1759	0.248*
H24	0.9119	0.3821	0.2177	0.198*
H25	0.9472	0.2953	0.3410	0.219*
H26	0.8652	0.3346	0.4249	0.189*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.0373 (2)	0.0584 (2)	0.0354 (2)	0.0001 (1)	−0.0064 (1)	−0.0043 (1)
O1	0.047 (2)	0.067 (2)	0.054 (2)	−0.001 (1)	−0.019 (1)	0.003 (1)
O2	0.052 (2)	0.090 (2)	0.058 (2)	−0.012 (2)	−0.014 (1)	0.030 (2)
O3	0.058 (2)	0.074 (2)	0.039 (1)	−0.010 (2)	−0.017 (1)	0.005 (1)
O4	0.060 (2)	0.079 (2)	0.054 (2)	−0.026 (2)	−0.013 (1)	0.011 (2)
N1	0.039 (2)	0.054 (2)	0.031 (1)	−0.004 (1)	−0.003 (1)	−0.001 (1)
N2	0.062 (2)	0.083 (3)	0.064 (2)	−0.023 (2)	0.000 (2)	0.026 (2)
C1	0.057 (3)	0.084 (3)	0.066 (3)	−0.007 (2)	0.005 (2)	0.004 (2)
C2	0.105 (6)	0.096 (5)	0.15 (1)	−0.025 (5)	0.037 (9)	−0.009 (6)
C3	0.157 (8)	0.091 (7)	0.16 (2)	−0.031 (7)	0.09 (1)	0.005 (8)
C4	0.16 (2)	0.15 (2)	0.10 (1)	−0.04 (2)	0.02 (1)	0.00 (1)
C2'	0.105 (6)	0.096 (5)	0.15 (1)	−0.025 (5)	0.037 (9)	−0.009 (6)
C3'	0.157 (8)	0.091 (7)	0.16 (2)	−0.031 (7)	0.09 (1)	0.005 (8)
C4'	0.16 (2)	0.15 (2)	0.10 (1)	−0.04 (2)	0.02 (1)	0.00 (1)
C5	0.075 (3)	0.058 (2)	0.047 (2)	0.002 (2)	−0.009 (2)	−0.006 (2)
C6	0.089 (4)	0.072 (3)	0.075 (3)	−0.019 (3)	0.030 (3)	−0.022 (2)
C7	0.084 (4)	0.081 (3)	0.088 (3)	−0.004 (3)	0.025 (3)	−0.030 (3)
C8	0.095 (4)	0.110 (4)	0.089 (4)	−0.030 (4)	0.020 (3)	−0.039 (3)
C9	0.058 (3)	0.086 (3)	0.059 (3)	−0.002 (2)	0.014 (2)	0.000 (2)
C10	0.095 (4)	0.123 (5)	0.079 (4)	−0.020 (4)	0.024 (3)	0.009 (3)
C11	0.161 (8)	0.148 (7)	0.141 (7)	−0.021 (6)	0.094 (6)	0.007 (6)
C12	0.170 (9)	0.26 (1)	0.159 (8)	−0.071 (9)	0.057 (7)	0.074 (8)
C13	0.040 (2)	0.060 (2)	0.038 (2)	0.001 (2)	−0.007 (2)	0.001 (2)
C14	0.036 (2)	0.052 (2)	0.033 (2)	−0.001 (2)	−0.003 (1)	−0.003 (1)
C15	0.044 (2)	0.059 (2)	0.053 (2)	−0.014 (2)	−0.006 (2)	0.001 (2)
C16	0.062 (3)	0.063 (2)	0.068 (3)	−0.015 (2)	−0.012 (2)	0.022 (2)
C17	0.054 (2)	0.056 (2)	0.046 (2)	−0.004 (2)	−0.004 (2)	0.013 (2)
C18	0.036 (2)	0.054 (2)	0.032 (2)	−0.002 (2)	0.001 (1)	−0.002 (1)
C19	0.040 (2)	0.066 (2)	0.036 (2)	−0.005 (2)	−0.004 (2)	−0.001 (2)
C20	0.118 (5)	0.087 (4)	0.119 (5)	−0.008 (4)	0.031 (4)	0.015 (3)
C21	0.065 (3)	0.086 (3)	0.072 (3)	−0.027 (3)	0.001 (3)	0.019 (2)
C22	0.087 (5)	0.219 (9)	0.076 (4)	−0.011 (5)	0.014 (3)	0.045 (5)
C23	0.125 (7)	0.29 (1)	0.085 (5)	−0.040 (9)	0.022 (5)	0.047 (6)
C24	0.125 (7)	0.167 (8)	0.114 (6)	−0.038 (6)	0.051 (5)	−0.003 (5)
C25	0.116 (6)	0.172 (8)	0.167 (8)	0.023 (6)	0.069 (6)	0.065 (7)
C26	0.101 (5)	0.167 (7)	0.116 (5)	0.020 (5)	0.036 (4)	0.073 (5)

Geometric parameters (Å, º)

Sn1—C1	2.146 (5)	C2—H2d	0.9700
Sn1—C5	2.152 (4)	C3—H3a	0.9700
Sn1—C9	2.113 (5)	C3—H3b	0.9700
Sn1—O1	2.275 (2)	C4—H4a	0.9600
Sn1—O3^i	2.279 (2)	C4—H4b	0.9600
O1—C13	1.275 (5)	C4—H4c	0.9600
O2—C13	1.226 (5)	C2'—H2'1	0.9700
O3—C19	1.266 (4)	C2'—H2'2	0.9700
O4—C19	1.247 (5)	C3'—H3'1	0.9700
N1—C14	1.332 (4)	C3'—H3'2	0.9700
N1—C18	1.336 (4)	C4'—H4'1	0.9600
N2—C21	1.452 (7)	C4'—H4'2	0.9600
N2—C20	1.499 (7)	C4'—H4'3	0.9600
C1—C2	1.519 (9)	C5—H5a	0.9700
C2—C3	1.511 (9)	C5—H5b	0.9700
C3—C4	1.518 (9)	C6—H6a	0.9700
C1—C2'	1.513 (9)	C6—H6b	0.9700
C2'—C3'	1.515 (9)	C7—H7a	0.9700
C3'—C4'	1.53 (1)	C7—H7b	0.9700
C5—C6	1.514 (5)	C8—H8a	0.9600
C6—C7	1.527 (5)	C8—H8b	0.9600
C7—C8	1.496 (6)	C8—H8c	0.9600
C9—C10	1.516 (6)	C9—H9a	0.9700
C10—C11	1.523 (7)	C9—H9b	0.9700
C11—C12	1.492 (8)	C10—H10a	0.9700
C13—C14	1.533 (5)	C10—H10b	0.9700
C14—C15	1.373 (5)	C11—H11a	0.9700
C15—C16	1.377 (6)	C11—H11b	0.9700
C16—C17	1.379 (6)	C12—H12a	0.9600
C17—C18	1.380 (5)	C12—H12b	0.9600
C18—C19	1.518 (5)	C12—H12c	0.9600
C21—C26	1.324 (8)	C15—H15	0.9300
C21—C22	1.381 (8)	C16—H16	0.9300
C22—C23	1.41 (1)	C17—H17	0.9300
C23—C24	1.31 (1)	C20—H20a	0.9600
C24—C25	1.36 (1)	C20—H20b	0.9600
C25—C26	1.41 (1)	C20—H20c	0.9600
N2—H2a	0.9000	C22—H22	0.9300
N2—H2b	0.9000	C23—H23	0.9300
C1—H1a	0.9700	C24—H24	0.9300
C1—H1b	0.9700	C25—H25	0.9300
C2—H2c	0.9700	C26—H26	0.9300
C1—Sn1—C5	115.3 (2)	H2'1—C2'—H2'2	107.4
C1—Sn1—C9	124.2 (2)	C2'—C3'—H3'1	108.6
C1—Sn1—O1	87.0 (1)	C4'—C3'—H3'1	108.6
C1—Sn1—O3^i	90.2 (2)	C2'—C3'—H3'2	108.6
C5—Sn1—C9	120.5 (2)	C4'—C3'—H3'2	108.6
C5—Sn1—O1	91.9 (1)	H3'1—C3'—H3'2	107.6
C5—Sn1—O3^i	85.3 (1)	C3'—C4'—H4'1	109.5
C9—Sn1—O1	92.3 (2)	C3'—C4'—H4'2	109.5
C9—Sn1—O3^i	93.0 (2)	H4'1—C4'—H4'2	109.5
O1—Sn1—O3^i	174.7 (1)	C3'—C4'—H4'3	109.5
C13—O1—Sn1	124.5 (3)	H4'1—C4'—H4'3	109.5
C19—O3—Sn1^ii	125.7 (3)	H4'2—C4'—H4'3	109.5
C14—N1—C18	118.3 (3)	C6—C5—H5a	108.4
C21—N2—C20	115.9 (4)	Sn1—C5—H5a	108.4
C2—C1—Sn1	120 (2)	C6—C5—H5b	108.4
C3—C2—C1	113 (1)	Sn1—C5—H5b	108.4
C2—C3—C4	117 (1)	H5a—C5—H5b	107.5
C2'—C1—Sn1	121 (1)	C5—C6—H6a	108.8
C3'—C2'—C1	116 (1)	C7—C6—H6a	108.8
C2'—C3'—C4'	115 (1)	C5—C6—H6b	108.8
C6—C5—Sn1	115.5 (3)	C7—C6—H6b	108.8
C5—C6—C7	113.8 (4)	H6a—C6—H6b	107.7
C8—C7—C6	114.6 (5)	C8—C7—H7a	108.6
C10—C9—Sn1	116.3 (3)	C6—C7—H7a	108.6
C9—C10—C11	112.3 (5)	C8—C7—H7b	108.6
C12—C11—C10	114.4 (7)	C6—C7—H7b	108.6
O2—C13—O1	126.3 (3)	H7a—C7—H7b	107.6
O2—C13—C14	119.5 (3)	C7—C8—H8a	109.5
O1—C13—C14	114.2 (3)	C7—C8—H8b	109.5
N1—C14—C15	123.2 (3)	H8a—C8—H8b	109.5
N1—C14—C13	115.2 (3)	C7—C8—H8c	109.5
C15—C14—C13	121.6 (3)	H8a—C8—H8c	109.5
C16—C15—C14	118.0 (3)	H8b—C8—H8c	109.5
C17—C16—C15	119.9 (4)	C10—C9—H9a	108.2
C16—C17—C18	118.1 (3)	Sn1—C9—H9a	108.2
N1—C18—C17	122.5 (3)	C10—C9—H9b	108.2
N1—C18—C19	115.8 (3)	Sn1—C9—H9b	108.2
C17—C18—C19	121.6 (3)	H9a—C9—H9b	107.4
O4—C19—O3	125.8 (3)	C9—C10—H10a	109.1
O4—C19—C18	118.8 (3)	C11—C10—H10a	109.1
O3—C19—C18	115.3 (4)	C9—C10—H10b	109.1
C26—C21—C22	120.2 (6)	C11—C10—H10b	109.1
C26—C21—N2	119.9 (5)	H10a—C10—H10b	107.9
C22—C21—N2	119.8 (5)	C12—C11—H11a	108.7
C21—C22—C23	116.9 (7)	C10—C11—H11a	108.7
C24—C23—C22	123.2 (8)	C12—C11—H11b	108.7
C23—C24—C25	119.6 (8)	C10—C11—H11b	108.7
C24—C25—C26	118.8 (8)	H11a—C11—H11b	107.6
C21—C26—C25	121.2 (7)	C11—C12—H12a	109.5
C21—N2—H2a	108.3	C11—C12—H12b	109.5
C20—N2—H2a	108.3	H12a—C12—H12b	109.5
C21—N2—H2b	108.3	C11—C12—H12c	109.5
C20—N2—H2b	108.3	H12a—C12—H12c	109.5
H2a—N2—H2b	107.4	H12b—C12—H12c	109.5
C2—C1—H1a	107.3	C16—C15—H15	121.0
Sn1—C1—H1a	107.3	C14—C15—H15	121.0
C2—C1—H1b	107.3	C17—C16—H16	120.0
Sn1—C1—H1b	107.3	C15—C16—H16	120.0
H1a—C1—H1b	106.9	C16—C17—H17	120.9
C3—C2—H2c	109.1	C18—C17—H17	120.9
C1—C2—H2c	109.1	N2—C20—H20a	109.5
C3—C2—H2d	109.1	N2—C20—H20b	109.5
C1—C2—H2d	109.1	H20a—C20—H20b	109.5
H2c—C2—H2d	107.8	N2—C20—H20c	109.5
C2—C3—H3a	108.1	H20a—C20—H20c	109.5
C4—C3—H3a	108.1	H20b—C20—H20c	109.5
C2—C3—H3b	108.1	C21—C22—H22	121.6
C4—C3—H3b	108.1	C23—C22—H22	121.6
H3a—C3—H3b	107.3	C24—C23—H23	118.4
C3—C4—H4a	109.5	C22—C23—H23	118.4
C3—C4—H4b	109.5	C23—C24—H24	120.2
H4a—C4—H4b	109.5	C25—C24—H24	120.2
C3—C4—H4c	109.5	C24—C25—H25	120.6
H4a—C4—H4c	109.5	C26—C25—H25	120.6
H4b—C4—H4c	109.5	C21—C26—H26	119.4
C3'—C2'—H2'1	108.2	C25—C26—H26	119.4
C3'—C2'—H2'2	108.2
C9—Sn1—O1—C13	65.7 (4)	O1—C13—C14—N1	−175.6 (3)
C1—Sn1—O1—C13	−170.1 (4)	O2—C13—C14—C15	−177.0 (4)
C5—Sn1—O1—C13	−54.9 (4)	O1—C13—C14—C15	3.4 (6)
O3^i—Sn1—O1—C13	−113 (1)	N1—C14—C15—C16	1.4 (6)
C9—Sn1—C1—C2	43 (1)	C13—C14—C15—C16	−177.5 (4)
C5—Sn1—C1—C2	−138 (1)	C14—C15—C16—C17	−0.7 (7)
O1—Sn1—C1—C2	−48 (1)	C15—C16—C17—C18	0.0 (7)
O3^i—Sn1—C1—C2	137 (1)	C14—N1—C18—C17	0.5 (5)
Sn1—C1—C2—C3	−50 (3)	C14—N1—C18—C19	−177.3 (3)
C1—C2—C3—C4	−131 (3)	C16—C17—C18—N1	0.1 (6)
C9—Sn1—C5—C6	−141.5 (4)	C16—C17—C18—C19	177.8 (4)
C1—Sn1—C5—C6	39.9 (4)	Sn1^ii—O3—C19—O4	12.1 (7)
O1—Sn1—C5—C6	−47.6 (4)	Sn1^ii—O3—C19—C18	−165.1 (2)
O3^i—Sn1—C5—C6	127.9 (4)	N1—C18—C19—O4	−1.0 (6)
Sn1—C5—C6—C7	−176.9 (4)	C17—C18—C19—O4	−178.9 (4)
C5—C6—C7—C8	−64.7 (7)	N1—C18—C19—O3	176.5 (4)
C1—Sn1—C9—C10	168.9 (4)	C17—C18—C19—O3	−1.4 (6)
C5—Sn1—C9—C10	−9.6 (5)	C20—N2—C21—C26	113.0 (7)
O1—Sn1—C9—C10	−103.2 (4)	C20—N2—C21—C22	−65.8 (7)
O3^i—Sn1—C9—C10	76.7 (4)	C26—C21—C22—C23	3 (1)
Sn1—C9—C10—C11	178.8 (5)	N2—C21—C22—C23	−178.8 (8)
C9—C10—C11—C12	−178.6 (7)	C21—C22—C23—C24	−2 (2)
Sn1—O1—C13—O2	−4.2 (7)	C22—C23—C24—C25	3 (2)
Sn1—O1—C13—C14	175.4 (2)	C23—C24—C25—C26	−4 (2)
C18—N1—C14—C15	−1.3 (5)	C22—C21—C26—C25	−4 (1)
C18—N1—C14—C13	177.7 (3)	N2—C21—C26—C25	177.8 (7)
O2—C13—C14—N1	4.0 (6)	C24—C25—C26—C21	4 (2)

Symmetry codes: (i) x−1/2, −y+1/2, z−1/2; (ii) x+1/2, −y+1/2, z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2b···O2	0.90	1.83	2.732 (5)	176
N2—H2a···O4	0.90	1.87	2.763 (4)	172