Bis{[phthalocyaninato(2–)]antimony(III)} tetradecaiodotetraantimonate(III)

The structure of the title compound, [Sb(C₃₂H₁₆N₈)]₂[Sb₄I₁₄] or [SbPc]₂[Sb₄I₁₄], where Pc is the phthalocyaninate(2−) macrocycle, is built up from separate but inter­acting [SbPc]⁺ cations and [Sb₄I₁₄]²⁻ anions. The Sb atom of the [SbPc]⁺ ion is bonded to four isoindole N atoms of the macrocycle and lies 0.974 (1) Å out of the plane defined by these four N atoms. The anion consists of [SbI₃] and [SbI₄]⁻ units which, through an inversion centre, form an [Sb₄I₁₄]²⁻ anion. The anions interact with each other, forming {[Sb₄I₁₄]²⁻}_n chains. The arrangement of oppositely charged ions, viz. [SbPc]⁺ and [Sb₄I₁₄]²⁻, in the crystal structure is determined mainly by the ionic attractions between the [SbPc]⁺ and [Sb₄I₁₄]²⁻ units and by π–π inter­actions between the aromatic macrocycles.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.011 Å
• R factor = 0.048
• wR factor = 0.109
• Data-to-parameter ratio = 21.4

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        Sb3
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         11

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

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S1. Comment

The present study is a continuation of our investigations on the synthesis, characterization and stereochemistry of metallophthalocyaninate complexes, which have been obtained under oxidation conditions of iodine vapour (Janczak & Idemori, 2001; Janczak, 2003). The title compound, (I), is an example of a complex containing the same metal ion in both parts of the complex, in the cation and anion, i.e. [SbPc]⁺ and [Sb₄I₁₄]²⁻. In addition, two isostructural complexes of [(SbPc)₄(Sb₄I₁₆)] (Janczak & Idemori, 2002) and [(BiPc)₄(Bi₄I₁₆)] (Kubiak & Ejsmont, 1999) have been structurally characterized to date. A search of the Cambridge Structural Database (Version 5.24; Allen, 2002) for structures containing both [MPc]⁺ and [M₄I₁₄]²⁻ units shows only one example, the complex [AsPc][As₄I₁₄], (II) (Janczak & Kubiak, 2003), which is not isostructural with the present Sb complex; compound (I) crystallizes in the monoclinic system, while (II) is in the triclinic system.

Compound (I) is built up of separate but interacting [SbPc]⁺ and [Sb₄I₁₄]²⁻ units (Fig. 1). The [Sb₄I₁₄]²⁻ units interact to form chains of {(Sb₄I₁₄)²⁻}_n, which are different from (II), where the [As₄I₁₄]²⁻ anions are more separated (Janczak & Kubiak, 2003). The Pc macroring of the [SbPc]⁺ cation is saucer-shaped, as a result of the interaction of the central Sb^III ion with the I of the oppositely charged [Sb₄I₁₄]²⁻ counter-ion. The greatest deviations from the plane defined by the four isoindole N atoms of the macrocycle are observed for the C atoms of the phenyl rings. The greatest range is 0.347 (1)–0.834 (1) Å for C18–C23. The Sb^III atom is significantly displaced from the N₄–isoindole plane [0.974 (1) Å] towards atom I4 of the anion; the Sb1···I4 distance of 3.693 (1) Å is shorter than the sum of the van der Waals radii of Sb and I (Shannon, 1976). The interaction of atom Sb1 of the [SbPc]⁺ unit with two other I atoms (I1 and I7) of the anion is weaker, with Sb1···I1 and Sb1···I7ⁱ distances of 3.842 (1) and 3.999 (1) Å, respectively [symmetry code (i): 1 − x, 1 − y, 1 − z]. The displacement of the Sb^III atom from the N₄–isoindole plane is comparable with that in [SbPc]⁺I₃⁻ [0.966 (2) Å; Kubiak et al., 1999] and in the [SbPc]₄[Sb₄I₁₆] complex [1.000 (2) Å; Janczak & Idemori, 2002], but slightly shorter than that in [SbPcCl]₂ [1.057 (3) Å; Janczak & Kubiak, 2001]. The displacement of the As^III atom in [(AsPc)₂(As₄I₁₄)] and other iodo As–phthalocyaninato complexes is smaller by about 0.22 Å than in (I). This is quite reasonable, because of the difference in the ionic radii of Sb^III and As^III (Shannon, 1976). The influence of the Sb···I interaction is clearly manifested in the Sb—N coordination, leading to the molecular symmetry of the Sb—N₄ core being close to C_s and not to C_4v, which corresponds to the conformation in solution.

The anionic part of (I), [Sb₄I₁₄]²⁻, consists of two deformed SbI₆ octahedra joined together by two bridging I atoms and two deformed SbI₅ square pyramids that are linked to the SbI₆ octahedra to form a centrosymmetric [Sb₄I₁₄]²⁻ counter-ion (Fig. 1 b). The Sb—I bond lengths fall into two groups, namely shorter Sb—I bonds, which show that the [Sb₄I₁₄]²⁻ ion consists of two pairs of SbI₃ and SbI₄ units, and longer Sb—I bonds, with the I bridging atoms. The distortion of the SbI₆ octahedra and SbI₅ square-pyramidal polyhedra in the [Sb₄I₁₄]²⁻ anion is likely to be due to steric effect of the lone electron pair on the Sb^III atom, as predicted by the valence-shell electron-pair repulsion (VSEPR) model (Gillespie, 1963, 1992). A similar pattern in M—I bond lengths is also observed in [Bi₄I₁₆]⁴⁻ (Kubiak & Ejsmont, 1999), [Sb₄I₁₆]⁴⁻ (Janczak & Idemori, 2002) and [As₄I₁₄]²⁻ ions (Janczak & Kubiak, 2003). The [Sb₄I₁₄]²⁻ anion can also be described as composed of two symmetrically equivalent pairs of SbI₃ and SbI₄⁻ units. However, the mutual orientation and arrangement of both SbI₃ and SbI₄ units, related by an inversion centre in the crystal, leads to the formation of an [Sb₄I₁₄]²⁻ ion, in contrast with the As complex, (II) (Janczak & Kubiak, 2003).

The ionic attraction between the [SbPc]⁺ and [Sb₄I₁₄]²⁻ ions seems to be significant (Fig. 2). The basic packing unit includes two [SbPc]⁺ macrocycles associated by an inversion centre and a [Sb₄I₁₄]²⁻ counter-ion. The central Sb1 atom of the [SbPc]⁺ moiety interacts strongly with atom I4 and weakly with two other I atoms (I1 and I7). In the crystal structure, the pairs of [SbPc]⁺ metallomacrocycles related by the inversion centre are separated by 14.15 Å (N₄–isoindole···N₄–isoindole distance), covering two sides of the [Sb₄I₁₄]²⁻ counter-ion (one SbPc covered on the side of atoms I4/I7/I1ⁱ and the other on the side of atoms I1/I4ⁱ/I7ⁱ).

The asymmetric distortion of the Pc macroring of [SbPc]⁺ from the N₄–isoindole plane and the deviation from C_4v symmetry mentioned above can be understood by taking into account the interaction of the central positively charged atom Sb1 with the [Sb₄I₁₄]²⁻ counter-ion, as well as the interaction of the π-cloud of the phthalocyaninate macroring with the I atoms of the [Sb₄I₁₄]²⁻ anion.

The centrosymmetric {[SbPc]⁺···[Sb₄I₁₄]²⁻···[SbPc]⁺} aggregates in the crystal structure form stacks, with π–π interactions between adjacent back-to-back oriented pairs of Pc macrocycles. The interplanar N₄–isoindole···N₄–isondole distance within the stack is 3.45 Å, indicating a π–π interaction. Strong π–π interactions are a common feature in the structures of phthalocyanine and its metal complexes, determining their crystal architectures.

S2. Experimental

Crystals of the title compund were obtained by the direct reaction of pure powdered antimony with phthalonitrile (Kubiak & Janczak, 1993) under a stream of iodine vapour at 473 K. Compound (I) is not soluble in polar solvents such as H₂O, CH₃OH and C₂H₅OH. It is only sparingly soluble in pyridine, dimethylformamide, dimethyl sulfoxide and related solvents. The electrical conductivity of (I), measured on a single-crystal along the stacking direction of the {[SbPc]⁺···[Sb₄I₁₄]²⁻···[SbPc]⁺} aggregates (the a axis), as well as along the c axis, exhibits non-metallic character (dσ/dT > 0). At room temperature, the conductivity is 2.4–4.2 × 10⁻⁶ Ω⁻¹ cm⁻¹ (along the a axis) and 6.8–8.2 × 10⁻⁷ Ω⁻¹ cm⁻¹ (along the c axis).

Computing details

Data collection: KM-4 CCD Software (Kuma, 2001); cell refinement: KM-4 CCD Software; data reduction: KM-4 CCD Software; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1990); software used to prepare material for publication: SHELXL97.

Figures

	Fig. 1. A view of the molecular structure of the [SbPc]^+ unit of (I), with the atom-labelling. Displacement ellipsoids are drawn at the 50% probability level.
	Fig. 2. A view of the molecular structure of the [Sb4I14]^2− counter-ion of (I), with the atom-labelling. Displacement ellipsoids are drawn at the 50% probability level [symmetry code: (i) 1 − x, 1 − y, 1 − z].
	Fig. 3. The molecular packing in the unit cell, showing the Sb···I interactions (dashed lines).

Bis{[phthalocyaninato(2-)]antimony(III)} tetradecaiodotetraantimony(III)

Crystal data

[Sb(C32H16N8)]2[Sb4I14]	F(000) = 6304
Mr = 3532.16	Dx = 2.835 Mg m^−3 Dm = 2.83 Mg m^−3 Dm measured by flotation in a mixture of CHCl3 and CHBr3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2852 reflections
a = 25.179 (4) Å	θ = 3.4–27.8°
b = 13.822 (3) Å	µ = 7.20 mm^−1
c = 24.112 (4) Å	T = 295 K
β = 99.58 (1)°	Prism, black-violet
V = 8275 (3) Å^3	0.32 × 0.16 × 0.12 mm
Z = 4

Data collection

Kuma KM-4 (plus CCD area-detector) diffractometer	9652 independent reflections
Radiation source: fine-focus sealed tube	6039 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.041
Detector resolution: 1024x1024 with blocks 2x2 pixels mm^-1	θmax = 27.8°, θmin = 3.4°
ω scans	h = −32→27
Absorption correction: analytical (face-indexed; SHELXTL, Sheldrick, 1990)	k = −18→18
Tmin = 0.215, Tmax = 0.486	l = −31→31
34609 measured reflections

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)] = 0.048	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.109	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0578P)^2] where P = (Fo^2 + 2Fc^2)/3
9652 reflections	(Δ/σ)max = 0.001
451 parameters	Δρmax = 1.45 e Å^−3
0 restraints	Δρmin = −2.09 e Å^−3

Special details

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

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq
Sb2	0.49789 (2)	0.33387 (4)	0.64983 (2)	0.04133 (13)
Sb3	0.46389 (2)	0.36881 (4)	0.43846 (2)	0.04593 (14)
I1	0.41033 (2)	0.36587 (4)	0.56055 (2)	0.04759 (14)
I2	0.42006 (2)	0.29721 (5)	0.72394 (2)	0.05650 (16)
I3	0.51380 (3)	0.14543 (4)	0.62158 (3)	0.06319 (17)
I4	0.57288 (2)	0.39764 (4)	0.56149 (2)	0.05472 (15)
I5	0.35692 (2)	0.33326 (4)	0.39522 (2)	0.05548 (16)
I6	0.49377 (3)	0.17455 (5)	0.44241 (3)	0.07011 (19)
I7	0.50118 (2)	0.40274 (5)	0.33514 (2)	0.06062 (17)
Sb1	0.358194 (18)	0.62702 (3)	0.561462 (18)	0.03309 (12)
N1	0.3286 (2)	0.7494 (4)	0.5087 (2)	0.0335 (13)
N2	0.3711 (2)	0.8815 (4)	0.5669 (2)	0.0386 (14)
N3	0.3576 (2)	0.7405 (4)	0.6242 (2)	0.0358 (13)
N4	0.3556 (3)	0.6451 (4)	0.7075 (2)	0.0411 (14)
N5	0.3186 (2)	0.5545 (4)	0.6242 (2)	0.0401 (14)
N6	0.2679 (2)	0.4292 (4)	0.5667 (2)	0.0391 (14)
N7	0.2876 (2)	0.5641 (4)	0.5077 (2)	0.0354 (13)
N8	0.2839 (2)	0.6666 (4)	0.4253 (2)	0.0374 (13)
C1	0.3085 (3)	0.7415 (5)	0.4512 (3)	0.0361 (16)
C2	0.3194 (3)	0.8307 (6)	0.4235 (3)	0.0403 (17)
C3	0.3107 (3)	0.8604 (6)	0.3672 (3)	0.049 (2)
H3	0.2935	0.8196	0.3392	0.059*
C4	0.3274 (3)	0.9475 (7)	0.3542 (3)	0.054 (2)
H4	0.3222	0.9664	0.3167	0.064*
C5	0.3535 (3)	1.0135 (6)	0.3966 (3)	0.052 (2)
H5	0.3635	1.0750	0.3865	0.063*
C6	0.3634 (3)	0.9850 (6)	0.4518 (3)	0.0463 (19)
H6	0.3813	1.0253	0.4796	0.056*
C7	0.3458 (3)	0.8932 (5)	0.4649 (3)	0.0374 (16)
C8	0.3502 (3)	0.8414 (5)	0.5184 (3)	0.0357 (16)
C9	0.3740 (3)	0.8337 (5)	0.6148 (3)	0.0385 (16)
C10	0.3951 (3)	0.8790 (5)	0.6690 (3)	0.0389 (17)
C11	0.4149 (3)	0.9698 (6)	0.6826 (3)	0.051 (2)
H11	0.4165	1.0164	0.6551	0.062*
C12	0.4327 (3)	0.9899 (6)	0.7395 (3)	0.053 (2)
H12	0.4481	1.0498	0.7500	0.063*
C13	0.4279 (4)	0.9217 (6)	0.7808 (3)	0.057 (2)
H13	0.4382	0.9382	0.8184	0.068*
C14	0.4081 (4)	0.8301 (6)	0.7671 (3)	0.052 (2)
H14	0.4067	0.7837	0.7947	0.063*
C15	0.3905 (3)	0.8099 (5)	0.7107 (3)	0.0381 (16)
C16	0.3677 (3)	0.7224 (5)	0.6821 (3)	0.0385 (16)
C17	0.3316 (3)	0.5681 (6)	0.6812 (3)	0.0415 (17)
C18	0.3123 (3)	0.4869 (5)	0.7097 (3)	0.0441 (18)
C19	0.3161 (4)	0.4649 (6)	0.7673 (3)	0.051 (2)
H19	0.3341	0.5055	0.7949	0.062*
C20	0.2923 (4)	0.3815 (6)	0.7808 (4)	0.060 (2)
H20	0.2948	0.3644	0.8185	0.072*
C21	0.2635 (4)	0.3200 (6)	0.7386 (3)	0.057 (2)
H21	0.2468	0.2643	0.7489	0.069*
C22	0.2606 (3)	0.3431 (6)	0.6829 (3)	0.0449 (18)
H22	0.2417	0.3037	0.6551	0.054*
C23	0.2857 (3)	0.4248 (5)	0.6690 (3)	0.0410 (17)
C24	0.2906 (3)	0.4703 (5)	0.6151 (3)	0.0385 (16)
C25	0.2669 (3)	0.4771 (5)	0.5187 (3)	0.0358 (16)
C26	0.2384 (3)	0.4356 (5)	0.4656 (3)	0.0365 (16)
C27	0.2102 (3)	0.3537 (6)	0.4528 (4)	0.053 (2)
H27	0.2057	0.3103	0.4811	0.064*
C28	0.1878 (4)	0.3337 (7)	0.3977 (4)	0.057 (2)
H28	0.1695	0.2760	0.3883	0.068*
C29	0.1935 (3)	0.4025 (6)	0.3562 (3)	0.053 (2)
H29	0.1781	0.3893	0.3192	0.064*
C30	0.2208 (3)	0.4888 (6)	0.3676 (3)	0.0469 (19)
H30	0.2241	0.5336	0.3396	0.056*
C31	0.2432 (3)	0.5045 (5)	0.4238 (3)	0.0367 (16)
C32	0.2733 (3)	0.5867 (5)	0.4513 (3)	0.0365 (16)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sb2	0.0402 (3)	0.0501 (3)	0.0339 (3)	0.0026 (2)	0.0068 (2)	0.0057 (2)
Sb3	0.0341 (3)	0.0646 (3)	0.0377 (3)	0.0017 (2)	0.0020 (2)	−0.0049 (2)
I1	0.0409 (3)	0.0656 (3)	0.0354 (3)	0.0085 (2)	0.0039 (2)	0.0092 (2)
I2	0.0361 (3)	0.0952 (4)	0.0380 (3)	−0.0011 (3)	0.0057 (2)	0.0054 (3)
I3	0.0837 (4)	0.0518 (3)	0.0557 (4)	0.0143 (3)	0.0165 (3)	0.0120 (3)
I4	0.0458 (3)	0.0612 (3)	0.0620 (3)	−0.0007 (3)	0.0228 (3)	0.0005 (3)
I5	0.0363 (3)	0.0739 (4)	0.0532 (3)	−0.0021 (3)	−0.0016 (2)	−0.0029 (3)
I6	0.0683 (4)	0.0738 (4)	0.0652 (4)	0.0223 (3)	0.0021 (3)	−0.0010 (3)
I7	0.0631 (4)	0.0761 (4)	0.0469 (3)	−0.0064 (3)	0.0214 (3)	−0.0054 (3)
Sb1	0.0318 (2)	0.0414 (3)	0.0261 (2)	0.0029 (2)	0.00498 (18)	−0.00033 (19)
N1	0.038 (3)	0.036 (3)	0.025 (3)	0.007 (3)	0.003 (2)	−0.002 (2)
N2	0.034 (3)	0.051 (4)	0.032 (3)	0.000 (3)	0.008 (3)	−0.002 (3)
N3	0.041 (3)	0.040 (3)	0.025 (3)	0.002 (3)	0.002 (2)	0.001 (2)
N4	0.049 (4)	0.045 (4)	0.026 (3)	0.003 (3)	−0.001 (3)	0.001 (3)
N5	0.046 (4)	0.051 (4)	0.024 (3)	−0.003 (3)	0.010 (3)	−0.004 (3)
N6	0.033 (3)	0.048 (4)	0.035 (3)	−0.002 (3)	0.004 (3)	0.005 (3)
N7	0.024 (3)	0.058 (4)	0.023 (3)	0.007 (3)	0.002 (2)	−0.003 (3)
N8	0.036 (3)	0.050 (4)	0.027 (3)	0.007 (3)	0.006 (2)	−0.001 (3)
C1	0.033 (4)	0.047 (4)	0.028 (3)	0.009 (3)	0.005 (3)	0.001 (3)
C2	0.034 (4)	0.061 (5)	0.027 (3)	0.015 (3)	0.008 (3)	0.012 (3)
C3	0.051 (5)	0.063 (5)	0.031 (4)	0.013 (4)	0.004 (3)	0.005 (4)
C4	0.063 (5)	0.071 (6)	0.027 (4)	0.004 (4)	0.008 (4)	0.006 (4)
C5	0.060 (5)	0.050 (5)	0.048 (5)	0.005 (4)	0.012 (4)	0.015 (4)
C6	0.045 (4)	0.058 (5)	0.036 (4)	0.007 (4)	0.006 (3)	0.002 (4)
C7	0.028 (3)	0.047 (4)	0.038 (4)	0.007 (3)	0.007 (3)	0.000 (3)
C8	0.031 (4)	0.049 (4)	0.028 (3)	0.008 (3)	0.010 (3)	0.006 (3)
C9	0.036 (4)	0.046 (4)	0.034 (4)	0.007 (3)	0.006 (3)	0.004 (3)
C10	0.036 (4)	0.041 (4)	0.037 (4)	0.011 (3)	0.001 (3)	−0.008 (3)
C11	0.068 (6)	0.054 (5)	0.030 (4)	−0.003 (4)	0.001 (4)	−0.003 (3)
C12	0.049 (5)	0.050 (5)	0.058 (5)	−0.012 (4)	0.008 (4)	−0.014 (4)
C13	0.065 (6)	0.071 (6)	0.032 (4)	−0.004 (5)	0.003 (4)	−0.001 (4)
C14	0.075 (6)	0.049 (5)	0.032 (4)	−0.001 (4)	0.004 (4)	−0.002 (4)
C15	0.042 (4)	0.042 (4)	0.028 (3)	−0.007 (3)	0.000 (3)	0.000 (3)
C16	0.048 (4)	0.041 (4)	0.026 (3)	−0.004 (3)	0.006 (3)	−0.003 (3)
C17	0.041 (4)	0.053 (5)	0.029 (4)	−0.001 (4)	0.002 (3)	−0.007 (3)
C18	0.061 (5)	0.045 (4)	0.028 (4)	0.010 (4)	0.011 (3)	0.000 (3)
C19	0.071 (6)	0.049 (5)	0.035 (4)	−0.003 (4)	0.011 (4)	0.000 (4)
C20	0.085 (7)	0.058 (5)	0.044 (5)	0.016 (5)	0.031 (5)	0.005 (4)
C21	0.077 (6)	0.058 (5)	0.043 (5)	0.003 (5)	0.028 (4)	0.020 (4)
C22	0.040 (4)	0.051 (5)	0.045 (4)	−0.006 (3)	0.009 (3)	0.009 (3)
C23	0.048 (4)	0.043 (4)	0.035 (4)	0.000 (3)	0.015 (3)	−0.001 (3)
C24	0.046 (4)	0.036 (4)	0.034 (4)	−0.003 (3)	0.009 (3)	−0.006 (3)
C25	0.028 (4)	0.043 (4)	0.034 (4)	−0.003 (3)	−0.001 (3)	0.000 (3)
C26	0.029 (4)	0.045 (4)	0.036 (4)	0.001 (3)	0.010 (3)	−0.005 (3)
C27	0.047 (5)	0.056 (5)	0.057 (5)	−0.005 (4)	0.009 (4)	0.003 (4)
C28	0.058 (5)	0.063 (5)	0.045 (5)	−0.011 (4)	−0.005 (4)	−0.008 (4)
C29	0.045 (5)	0.067 (6)	0.042 (4)	−0.005 (4)	−0.005 (4)	−0.009 (4)
C30	0.036 (4)	0.072 (5)	0.033 (4)	−0.001 (4)	0.006 (3)	−0.002 (4)
C31	0.025 (3)	0.050 (4)	0.034 (4)	−0.002 (3)	0.002 (3)	−0.014 (3)
C32	0.028 (3)	0.050 (4)	0.030 (3)	0.000 (3)	0.003 (3)	−0.002 (3)

Geometric parameters (Å, º)

Sb2—I3	2.7385 (10)	C6—C7	1.397 (9)
Sb2—I1	2.8479 (8)	C6—H6	0.9300
Sb2—I2	2.9079 (8)	C7—C8	1.464 (9)
Sb2—I4	3.1966 (8)	C9—C10	1.466 (9)
Sb2—I7^i	3.658 (1)	C10—C11	1.370 (9)
Sb3—I5	2.7655 (8)	C10—C15	1.406 (9)
Sb3—I6	2.7859 (10)	C11—C12	1.399 (10)
Sb3—I7	2.8438 (9)	C11—H11	0.9300
Sb3—I1	3.4363 (9)	C12—C13	1.390 (10)
Sb3—I4	3.712 (1)	C12—H12	0.9300
Sb3—I4^i	3.358 (1)	C13—C14	1.379 (10)
Sb1—N1	2.172 (5)	C13—H13	0.9300
Sb1—N3	2.181 (6)	C14—C15	1.388 (9)
Sb1—N5	2.188 (6)	C14—H14	0.9300
Sb1—N7	2.197 (5)	C15—C16	1.462 (8)
N1—C8	1.389 (9)	C17—C18	1.443 (9)
N1—C1	1.399 (8)	C18—C23	1.391 (9)
N2—C8	1.320 (9)	C18—C19	1.408 (9)
N2—C9	1.324 (9)	C19—C20	1.363 (9)
N3—C9	1.381 (9)	C19—H19	0.9300
N3—C16	1.400 (8)	C20—C21	1.428 (9)
N4—C16	1.292 (9)	C20—H20	0.9300
N4—C17	1.331 (9)	C21—C22	1.371 (9)
N5—C24	1.360 (9)	C21—H21	0.9300
N5—C17	1.373 (8)	C22—C23	1.364 (9)
N6—C25	1.330 (9)	C22—H22	0.9300
N6—C24	1.337 (8)	C23—C24	1.466 (9)
N7—C25	1.353 (9)	C25—C26	1.476 (8)
N7—C32	1.384 (8)	C26—C27	1.345 (9)
N8—C1	1.311 (9)	C26—C31	1.406 (9)
N8—C32	1.319 (9)	C27—C28	1.381 (10)
C1—C2	1.449 (10)	C27—H27	0.9300
C2—C7	1.400 (9)	C28—C29	1.405 (10)
C2—C3	1.401 (9)	C28—H28	0.9300
C3—C4	1.330 (10)	C29—C30	1.382 (9)
C3—H3	0.9300	C29—H29	0.9300
C4—C5	1.444 (10)	C30—C31	1.395 (8)
C4—H4	0.9300	C30—H30	0.9300
C5—C6	1.372 (9)	C31—C32	1.462 (8)
C5—H5	0.9300
I3—Sb2—I1	94.97 (2)	C11—C10—C15	121.4 (6)
I3—Sb2—I2	97.39 (3)	C11—C10—C9	132.0 (6)
I1—Sb2—I2	88.59 (2)	C15—C10—C9	106.6 (6)
I3—Sb2—I4	88.25 (2)	C10—C11—C12	117.5 (6)
I1—Sb2—I4	85.55 (2)	C10—C11—H11	121.3
I2—Sb2—I4	172.21 (2)	C12—C11—H11	121.3
I1—Sb2—I7^i	84.93 (2)	C13—C12—C11	121.0 (7)
I2—Sb2—I7^i	96.11 (2)	C13—C12—H12	119.5
I4—Sb2—I7^i	78.28 (2)	C11—C12—H12	119.5
I5—Sb3—I6	94.71 (3)	C14—C13—C12	121.5 (6)
I5—Sb3—I7	98.16 (3)	C14—C13—H13	119.3
I6—Sb3—I7	93.57 (3)	C12—C13—H13	119.3
I1—Sb3—I4	70.13 (2)	C13—C14—C15	117.6 (6)
I1—Sb3—I5	79.89 (2)	C13—C14—H14	121.2
I1—Sb3—I6	95.83 (2)	C15—C14—H14	121.2
I4—Sb3—I7	111.99 (2)	C14—C15—C10	120.9 (6)
Sb2—I1—Sb3	106.53 (2)	C14—C15—C16	131.7 (6)
Sb2—I4—Sb3	93.60 (2)	C10—C15—C16	107.3 (6)
Sb2—I4—Sb3^i	94.09 (2)	N4—C16—N3	127.1 (6)
Sb3—I4—Sb3^i	86.34 (2)	N4—C16—C15	124.4 (6)
N1—Sb1—N3	78.7 (2)	N3—C16—C15	108.3 (6)
N1—Sb1—N5	127.6 (2)	N4—C17—N5	126.9 (7)
N3—Sb1—N5	78.1 (2)	N4—C17—C18	123.9 (6)
N1—Sb1—N7	78.3 (2)	N5—C17—C18	109.1 (6)
N3—Sb1—N7	126.5 (2)	C23—C18—C19	120.6 (7)
N5—Sb1—N7	79.0 (2)	C23—C18—C17	107.7 (6)
C8—N1—C1	107.7 (5)	C19—C18—C17	131.7 (7)
C8—N1—Sb1	121.9 (4)	C20—C19—C18	117.3 (8)
C1—N1—Sb1	123.5 (4)	C20—C19—H19	121.4
C8—N2—C9	121.3 (6)	C18—C19—H19	121.4
C9—N3—C16	108.7 (6)	C19—C20—C21	121.6 (8)
C9—N3—Sb1	121.4 (4)	C19—C20—H20	119.2
C16—N3—Sb1	122.8 (4)	C21—C20—H20	119.2
C16—N4—C17	124.0 (6)	C22—C21—C20	119.9 (8)
C24—N5—C17	108.1 (6)	C22—C21—H21	120.1
C24—N5—Sb1	124.4 (4)	C20—C21—H21	120.1
C17—N5—Sb1	124.7 (5)	C23—C22—C21	118.9 (8)
C25—N6—C24	119.4 (6)	C23—C22—H22	120.6
C25—N7—C32	110.3 (6)	C21—C22—H22	120.6
C25—N7—Sb1	122.4 (4)	C22—C23—C18	121.7 (7)
C32—N7—Sb1	122.9 (5)	C22—C23—C24	133.1 (7)
C1—N8—C32	123.5 (6)	C18—C23—C24	105.1 (6)
N8—C1—N1	126.7 (6)	N6—C24—N5	129.7 (6)
N8—C1—C2	124.3 (6)	N6—C24—C23	120.3 (6)
N1—C1—C2	109.0 (6)	N5—C24—C23	110.0 (6)
C7—C2—C3	119.2 (7)	N6—C25—N7	131.3 (6)
C7—C2—C1	107.5 (6)	N6—C25—C26	119.8 (6)
C3—C2—C1	133.2 (7)	N7—C25—C26	108.9 (6)
C4—C3—C2	119.3 (8)	C27—C26—C31	120.7 (7)
C4—C3—H3	120.3	C27—C26—C25	133.6 (7)
C2—C3—H3	120.3	C31—C26—C25	105.7 (6)
C3—C4—C5	122.0 (7)	C26—C27—C28	120.3 (8)
C3—C4—H4	119.0	C26—C27—H27	119.8
C5—C4—H4	119.0	C28—C27—H27	119.8
C6—C5—C4	119.6 (8)	C27—C28—C29	118.4 (8)
C6—C5—H5	120.2	C27—C28—H28	120.8
C4—C5—H5	120.2	C29—C28—H28	120.8
C5—C6—C7	117.8 (7)	C30—C29—C28	123.3 (7)
C5—C6—H6	121.1	C30—C29—H29	118.3
C7—C6—H6	121.1	C28—C29—H29	118.3
C6—C7—C2	122.1 (7)	C29—C30—C31	115.7 (7)
C6—C7—C8	131.5 (7)	C29—C30—H30	122.1
C2—C7—C8	106.4 (6)	C31—C30—H30	122.1
N2—C8—N1	128.3 (6)	C30—C31—C26	121.5 (7)
N2—C8—C7	122.4 (7)	C30—C31—C32	131.0 (7)
N1—C8—C7	109.3 (6)	C26—C31—C32	107.5 (6)
N2—C9—N3	129.3 (6)	N8—C32—N7	128.1 (6)
N2—C9—C10	121.6 (7)	N8—C32—C31	124.4 (6)
N3—C9—C10	109.1 (6)	N7—C32—C31	107.5 (6)

Symmetry code: (i) −x+1, −y+1, −z+1.