Mononuclear nickel(II) and zinc(II) complexes with deprotonated forms of the tripodal hexa­dentate ligand 1,3-bis­(2-hydroxy­benzyl­idene)-2-(2-hydroxy­benzyl­ideneamino­meth­yl)-2-methyl­propane-1,3-diamine

In the crystal structures of both title compounds, [1,3-bis­(2-hydroxy­benzyl­idene)-2-methyl-2-(2-oxido­benzyl­idene­amino­methyl)­propane-1,3-diamine]­nickel(II) [2-(2-hydroxy­benzyl­idene­amino­methyl)-2-methyl-1,3-bis­(2-oxido­benzyl­idene)­propane-1,3-diamine]­nickel(II) chloride methanol disolvate, [Ni(C₂₆H_25.5N₃O₃)]₂Cl·2CH₄O, and [1,3-bis­(2-hydroxy­benzyl­idene)-2-methyl-2-(2-oxido­benzyl­idene­amino­methyl)­propane-1,3-diamine]­zinc(II) perchlorate [2-(2-hydroxy­benzyl­ideneamino­methyl)-2-methyl-1,3-bis­(2-oxido­benzyl­idene)­propane-1,3-diamine]­zinc(II) methanol tri­solvate, [Zn(C₂₆H₂₅N₃O₃)]ClO₄·[Zn(C₂₆H₂₆N₃O₃)]·3CH₄O, the 3d metal ion is in an approximately octa­hedral environment composed of three facially coordinated imine N atoms and three phenol O atoms. The two mononuclear units are linked by three phenol–phenolate O—H...O hydrogen bonds to form a dimeric structure. In the Ni compound, the asymmetric unit consists of one mononuclear unit, one-half of a chloride anion and a methanol solvent mol­ecule. In the O—H...O hydrogen bonds, two H atoms are located near the centre of O...O and one H atom is disordered over two positions. The Ni^II compound is thus formulated as [Ni(H_1.5L)]₂Cl·2CH₃OH [H₃L is 1,3-bis(2-­hy­droxybenzyl­idene)-2-(2-hydroxy­benzyl­idene­amino­methyl)-2-methyl­propane-1,3-diamine]. In the analogous Zn^II com­pound, the asymmetric unit consists of two crystallographically independent mononuclear units, one perchlorate anion and three methanol solvent mol­ecules. The mode of hydrogen bonding connecting the two mononuclear units is slightly different, and the formula can be written as [Zn(H₂L)]ClO₄·[Zn(HL)]·3CH₃OH. In both compounds, each mononuclear unit is chiral with either a Δ or a Λ configuration because of the screw coordination arrangement of the achiral tripodal ligand around the 3d metal ion. In the dimeric structure, mol­ecules with Δ–Δ and Λ–Λ pairs co-exist in the crystal structure to form a racemic crystal. A notable difference is observed between the M—O(phenol) and M—O(phenolate) bond lengths, the former being longer than the latter. In addition, as the ionic radius of the metal ion decreases, the M—O and M—N bond distances decrease.

S1. Comment

Magnetic interactions between paramagnetic metal centres through bridging atoms have been studied extensively to elucidate fundamental factors controlling the exchange interactions (Kahn, 1993). The mononuclear Ni^II title compound with H₃L [H₃L = C₂₆H₂₇N₃O₃, N,N',N''-trisalicylidene-2-(aminomethyl)-2-methyl-1,3-propanediamine], (I), involves three phenolate O atoms and can be used as a ligand to another metal ion. By using this complex-as-ligand strategy, we were able to prepare face-sharing di-, tri- and tetranuclear complexes. Various 3d–3d and 3d–4f ferromagnetic polynuclear complexes have been prepared with this Ni ligand complex (Ohta et al., 2001; Yamaguchi et al., 2004; Kobayashi et al., 2006). The title Zn^II compound, (II), has also been used as a ligand complex. The analogous 3d–4f complexes with this diamagnetic Zn ligand complex have been prepared as reference complexes with respect to the above ferromagnetic complexes (Yamaguchi et al., 2008). However, despite our efforts, we were not able to prepare heterotrinuclear [(Zn^IIL)₂Ln^III(NO₃)] complexes. For example, the reaction of [ZnL]^- with Ln(NO₃)₃·6H₂O yielded only the homometal trinuclear Zn^II–Zn^II–Zn^II complex, [Zn₃L₂] (Ohta et al., 2001). The present crystallographic study was undertaken in order to clarify the molecular structures and coordination geometries of Ni and Zn ligand complexes, which provide fundamental information on ligand activity.

The title Ni^II compound, (I), which was prepared by the reaction of NiCl₂·6H₂O in methanol with H₃L, had been reported to be [Ni(HL)]·H₂O·CH₃OH on the basis of the crystal structure of the Ni^II complex with an analogous 5-methoxy ligand, N,N',N''-tri-5-methoxysalicylidene-2-(amino-methyl)-2-methyl-1,3-propanediamine (Ohta et al., 2001; Kojima & Ohta, 2001). The present X-ray structure analysis of (I), however, showed that it is actually [Ni(H_1.5L)]₂Cl·2CH₃OH. The existence of Cl^- in (I) was also confirmed by the precipitation of AgCl on the addition of aqueous AgNO₃, and the formula was supported by CHN analysis and electrical conductivity measurements. The Zn^II compound, [Zn(H_1.5L)]₂(ClO₄)·3CH₃OH {[Zn(H₂L)][Zn(HL)]ClO₄·3CH₃OH}, (II), was prepared by a similar method to that for the Ni^II compound, (I); Zn(ClO₄)₂·6H₂O was used instead of NiCl₂·6H₂O and the compound was isolated as the perchlorate salt. The presence of ClO₄^- was confirmed by the IR spectrum.

The asymmetric unit of (I) is composed of one [Ni(H_1.5L)]^0.5+ cation, a half-occupied (disordered) Cl^- anion and one methanol solvent molecule of crystallization. The Ni^II ion displays an approximately octahedral environment composed of three facially coordinated imine N atoms and three phenolic O atoms (Fig. 1). Coordinated bond lengths for (I) are listed in Table 1. Two mononuclear cation units related by a twofold rotation axis are linked by three short O(phenol)—H···O(phenolate) hydrogen bonds (Table 2), forming a dimeric structure. Of the three hydrogen bonds, two are very short [O1···O2ⁱ and O2···O1ⁱ = 2.468 (2) Å; symmetry code: (i) -x + 1, y, -z + 1/2]. The H atom is located approximately at the midpoint of the hydrogen bond, which can be described as a proton-centred O···H···O bond in a single-well (SW) potential (Gilli et al., 2004). In the longer hydrogen bond [O3···O3ⁱ = 2.495 (2) Å], the H atom is disordered, with a site occupancy factor of 0.50; the system can be described as a disordered state between two O—H···O and O···H—O tautomers in a double-well (DW) potential.

Furthermore, there are two weak C—H···O interactions and three π–π stacking interactions between the benzene rings of the ligands in the dimeric structure (Fig. 2). The Cg1···Cg1ⁱ distance is 3.4647 (15) Å [Cg1 is the centroid of ring 1 (C5–C10)]. The perpendicular distance of Cg1 from ring 1ⁱ is 3.424 Å, with an interplanar angle of 11.81 (8)°. The Cg2···Cg3ⁱ (or Cg3···Cg2ⁱ) distance is 3.5452 (15) Å [Cg2 and Cg3 are the centroids of rings 2 (C13–C18) and 3 (C21–C26), respectively]. The perpendicular distances of Cg2 from ring 3ⁱ and Cg3 from ring 2ⁱ are 3.268 and 3.357 Å, respectively, with an interplanar angle of 10.62 (11)°.

The extended crystal structure of (I) involves several hydrogen bonds involving CH₃OH and Cl^- (Table 2). Fig. 3 shows the three-dimensional hydrogen-bond network. The Cl^- anion is disordered over two positions with equal occupancies. The hydroxyl group of the methanol molecule is also disordered over two orientations, each pointing towards one site of the disordered Cl^- anion. Fig. 4 shows an enlarged view of the circled area of Fig. 3.

In (II), the asymmetric unit consists of two crystallographically independent mononuclear Zn units, one perchlorate anion and three methanol solvent molecules. Each Zn^II ion is coordinated by the ligand in an N₃O₃ coordination sphere (Fig. 5). Coordinate bond lengths for (II) are listed in Table 3. The two mononuclear Zn units are linked by three O(phenol)—H···O(phenolate) hydrogen bonds (Table 4), forming a dimeric structure in a similar fashion to (I). However, the mode of hydrogen bonding connecting the two mononuclear units is slightly different. The hydrogen-bond distances are slightly longer than those in (I) and the three phenolic H atoms are located near atoms O1, O3 and O6. Therefore atoms O2, O4 and O5 are the phenolate O atoms and the dimeric structure is described as [Zn(H₂L)][Zn(HL)]. Although the O6—H6 bond length is long, as described below, the Zn1—O2 and Zn2—O6 bond lengths imply that atoms O2 and O6 are phenolate and phenol O atoms, respectively.

The benzene rings of the ligands in the dimer are also stacked through π–π interactions. The Cg1···Cg5 distance is 3.571 (2) Å [Cg1 and Cg5 are the centroids of rings 1 (C5–C10) and 5 (C39–C44), respectively], with an average perpendicular distance of ca 3.3 Å and an interplanar angle of 11.28 (13)°. The Cg2···Cg4 distance is 3.772 (2) Å [Cg2 and Cg4 are the centroids of rings 2 (C13–C18) and 4 (C31–C36), respectively], with an average perpendicular distance of ca 3.5 Å and [an interplanar?] angle of 17.96 (13)°. The Cg3···Cg6 distance is 3.590 (2) Å [Cg3 and Cg6 are the centroids of rings 3 (C21–C26) and 6 (C47–C52), respectively], with an average perpendicular distance of ca 3.4 Å and [an interplanar?] angle of 13.04 (12)°.

In the crystal structure of (II), there are also several hydrogen bonds involving CH₃OH and ClO₄^- (Table 4). Fig. 6 shows hydrogen bonds forming a three-dimensional structure. One perchlorate anion and three methanol molecules connected by C—H···O hydrogen bonds are connected in the shape of a curve. Furthermore, methanol molecules and a perchlorate anion are linked with neighbouring Zn dimeric units by C—H···O hydrogen bonds.

In (I) and (II), each mononuclear unit is chiral with either a Δ or a Λ configuration because of the screw coordination arrangement of the achiral tripodal ligand around the 3d metal ion. When two chiral units associate to form a dimeric structure, homochiral (Δ–Δ or Λ–Λ) and heterochiral (Δ–Λ) pairs are possible. As shown in Figs. 1 and 5, both the Ni and Zn dinuclear units are homochiral pairs. The stability of the homochiral pairs is supported by examination of molecular models, which indicates that the heterochiral pair involves severe steric repulsion between the units. On the other hand, strong hydrogen bonding is possible in the homochiral pair. Moreover, in the homochiral pair, aromatic rings in neighbouring molecules can stack efficiently. Because compounds (I) and (II) crystallize in centrosymmetric space groups, the Δ–Δ and Λ–Λ pairs coexist in the crystal structure to form a racemic crystal.

In (I) and (II), a remarkable difference between the M—O(phenol) and M—O(phenolate) bond lengths is observed, as pointed out by Okabe & Muranishi (2002) and Sokolowski et al. (1997). For (I), the Ni1—O1(phenol) bond [2.0926 (15) Å] is longer than the Ni1—O2(phenolate) bond [2.0594 (15) Å]. The Ni1—O3 bond [2.0754 (14) Å] is approximately intermediate between these lengths because of the disordering of the H atom. For (II), the difference is apparent; the Zn1—O1(phenol) [2.1507 (19) Å], Zn1—O3(phenol) [2.2036 (18) Å] and Zn2—O6(phenol) [2.1622 (18) Å] bonds are longer than the Zn1—O2(phenolate) [2.0860 (17) Å], Zn2—O4(phenolate) [2.1243 (17) Å] and Zn2—O5(phenolate) [2.1043 (18) Å] bonds. This difference has also been observed in Ni complexes (Adams et al., 2004; Chaudhuri et al., 2006; You & Chi, 2006) and Zn complexes (Flassbeck et al., 1992).

As expected from the difference in ionic radii (Shannon, 1976) between Ni²⁺ (0.83 Å, six-coordinate) and Zn²⁺ (0.88 Å, six-coordinate), the coordinate bond lengths of (II) [mean Zn—O = 2.139 Å and mean Zn—N = 2.135 Å] are slightly longer than those of (I) [mean Ni—O = 2.076 Å and mean Ni—N = 2.047 Å]. The same is true for other metal complexes, e.g. Ga³⁺ (0.62 Å, six-coordinate), with mean Ga—O = 1.920 Å and mean Ga—N = 2.131 Å (Liu et al., 1993), and Fe³⁺ (0.785 Å, six-coordinate in high-spin state), with mean Fe—O = 1.944 Å and Fe—N = 2.150 Å (Deeney et al., 1998). As the ionic radius of a metal ion decreases, the M—O and M—N bond distances decrease. The difference in reactivity between Ni and Zn ligand complexes, as observed in the synthesis of heteronuclear complexes [(M^IIL)₂Ln^III(NO₃)] (M = Ni and Zn, Ln = Eu, Gd, Tb and Dy; Yamaguchi et al., 2008), may be related to the difference in coordinate bond lengths.

Related literature

For related literature, see: Adams et al. (2004); Chaudhuri et al. (2006); Deeney et al. (1998); Flassbeck et al. (1992); Fleischer et al. (1971); Gilli et al. (2004); Kahn (1993); Kobayashi et al. (2006); Kojima & Ohta (2001); Liu et al. (1993); Ohta et al. (2001); Okabe & Muranishi (2002); Shannon (1976); Sokolowski et al. (1997); Yamaguchi et al. (2004, 2008); You & Chi (2006).

S2. Experimental

The H₃L ligand was prepared according to the method of Fleischer et al. (1971).

Compound (I) was prepared as follows. A methanol solution (100 ml) of NiCl₂·6H₂O (0.48 g, 2.0 mmol) was added slowly with stirring to a dichloromethane solution (50 ml) of H₃L (0.90 g, 2.0 mmol). After the addition was complete, water (50 ml) was added and the organic solvents were removed using a rotary evaporator. A pale-green precipitate was collected by filtration and recrystallized from methanol (yield 0.71 g, 72%). Analysis calculated for [Ni(H_1.5L)]₂Cl·4H₂O = C₅₂H₅₉ClN₃Ni₂O₁₀: C 57.78, H 5.50, N 7.78%; found: C 57.70, H 5.18, N 7.48%. IR (KBr disk): ν(C═N) 1635 cm^-1. Λ_M: 37.2 S mol^-1 cm² in methanol (10^-3 M).

Compound (II) was prepared as follows. A methanol solution (100 ml) of Zn(ClO₄)₂·6H₂O (1.49 g, 4.0 mmol) was added slowly with stirring to a dichloromethane solution (50 ml) of H₃L (1.72 g, 4.0 mmol). After the addition was complete, water (50 ml) was added and the organic solvents were removed using a rotary evaporator. A pale-yellow precipitate was collected by filtration and recrystallized from methanol (yield 0.947 g, 44%). Analysis, calculated for C₅₅H₆₃ClN₆O₁₃Zn₂ = [Zn(H₂L)][Zn(HL)](ClO₄)·3CH₃OH: C 55.87, H 5.37, N 7.10%; found: C 55.88, H 4.45, N 7.43%. IR (KBr disk): ν(C═N) 1636 cm^-1, ν(ClO₄^-) 1093 cm^-1.

S3. Refinement

For both compounds, the hydroxyl H atoms of the methanol solvent molecules and the phenolic H atoms of the ligands were located in a difference Fourier map. The hydroxyl H atoms were then treated as riding, with O—H = 0.82 Å and U_iso(H) = 1.2U_eq(O), while the phenolic H atoms were refined isotropically. The methyl groups of the ligand and of the methanol molecule were refined as rigid groups, with C—H = 0.97 Å and tetrahedral angles, and with U_iso(H) = 1.5U_eq(C), allowing for rotation around the C—O and C—C bond axes, respectively. Other H atoms attached to C were treated as riding, with C—H distances of 0.98 Å (CH₂) and 0.95 Å (CH), and with U_iso(H) = 1.2U_eq(C). For (I), atom H3, one of the phenolic H atoms, was found to be disordered over two sites from the difference Fourier map, where two peaks of almost equal height related approximately by a crystallographic twofold rotation axis were observed between atoms O3 and O3ⁱ. The occupancy factor was constrained to 0.5. The hydroxyl H atom of the methanol molecule was also found to be disordered over two positions from two peaks of almost equal height in the difference Fourier map. The occupancy factors were fixed to 0.5 in the refinement. In (I), the highest residual electron-density peak is located 0.27 Å from atom Cl1.

Computing details

For both compounds, data collection: PROCESS-AUTO (Rigaku/MSC, 2004); cell refinement: PROCESS-AUTO (Rigaku/MSC, 2004); data reduction: CrystalStructure (Rigaku/MSC, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: CrystalStructure (Rigaku/MSC, 2007) and PLATON (Spek, 2003).

Figures

	Fig. 1. The molecular structure of (I), showing the dimeric unit, linked by O—H···O hydrogen bonds (dotted lines), and the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level. H atoms not involved in the hydrogen bonds have been omitted. [Symmetry code: (i) -x + 1, y, -z + 1/2.]
	Fig. 2. A diagram, viewed along the pseudo-threefold axis, of the dimeric unit of (I), linked by π–π interactions (dotted lines). Displacement ellipsoids are drawn at the 50% probability level. H atoms not involved in the hydrogen bonds have been omitted.
	Fig. 3. A packing view of (I), showing the molecules linked by O—H···Cl, C—H···O and C—H···Cl hydrogen bonds (dotted lines). The hydroxyl H atom of the methanol molecule is disordered over the two positions.
	Fig. 4. An enlarged view of the circled area of Fig. 3, showing the packing of (I). Intermolecular hydrogen bonds are shown as dotted lines. [Symmetry codes: (i) -x + 1, y, -z + 1/2; (iv) -x + 1, -y, -z + 1; (v) x, y - 1, z; (vi) -x + 1, -y + 1, -z + 1; (vii) x, -y, z + 1/2.]
	Fig. 5. The molecular structure of (II), showing the dimeric unit linked by O—H···O hydrogen bonds (dotted lines), and the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level. H atoms not involved in the hydrogen bonds have been omitted.
	Fig. 6. A packing view of (II), showing the molecules linked by hydrogen bonds (dotted lines). [Symmetry code: (iii) -x + 1, -y + 1, -z + 2.]

(I) [1,3-bis(2-hydroxybenzylidene)-2-methyl-2-(2- oxidobenzylideneaminomethyl)propane-1,3-diamine]nickel(II) [2-(2-hydroxybenzylideneaminomethyl)-2-methyl-1,3-bis(2- oxidobenzylidene)propane-1,3-diamine]nickel(II) chloride methanol disolvate

Crystal data

[Ni(C26H25.5N3O3)]2Cl·2CH4O	F(000) = 2248.00
Mr = 1072.95	Dx = 1.451 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71075 Å
Hall symbol: -C 2yc	Cell parameters from 40443 reflections
a = 18.530 (4) Å	θ = 3.0–32.2°
b = 13.409 (2) Å	µ = 0.88 mm^−1
c = 19.792 (3) Å	T = 173 K
β = 92.969 (7)°	Block, green
V = 4911.3 (15) Å^3	0.40 × 0.20 × 0.15 mm
Z = 4

Data collection

Rigaku R-AXIS RAPID II diffractometer	6018 reflections with I > 2σ(I)
Detector resolution: 10.00 pixels mm^-1	Rint = 0.034
ω scans	θmax = 30.0°
Absorption correction: numerical (ABSCOR; Higashi, 1999)	h = −26→26
Tmin = 0.767, Tmax = 0.876	k = −18→18
47265 measured reflections	l = −27→24
7140 independent 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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.146	H atoms treated by a mixture of independent and constrained refinement
S = 1.09	w = 1/[σ^2(Fo^2) + (0.0875P)^2 + 7.1937P] where P = (Fo^2 + 2Fc^2)/3
7140 reflections	(Δ/σ)max = 0.001
335 parameters	Δρmax = 2.01 e Å^−3
0 restraints	Δρmin = −0.30 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	Occ. (<1)
Ni1	0.423013 (13)	0.405501 (18)	0.150240 (12)	0.01700 (9)
Cl1	0.41997 (6)	−0.08275 (8)	0.45267 (5)	0.0265 (2)	0.50
O1	0.41997 (8)	0.49547 (11)	0.23643 (7)	0.0211 (3)
O2	0.53376 (8)	0.42053 (11)	0.15600 (7)	0.0203 (3)
O3	0.44021 (8)	0.28873 (11)	0.21799 (7)	0.0193 (3)
O4	0.42395 (16)	0.0501 (2)	0.57005 (13)	0.0618 (7)
H4A	0.4222	0.0172	0.5351	0.074*	0.50
H4B	0.4661	0.0627	0.5628	0.074*	0.50
N1	0.39696 (10)	0.53089 (13)	0.09482 (8)	0.0206 (3)
N2	0.43309 (10)	0.32997 (13)	0.06119 (9)	0.0210 (3)
N3	0.31662 (9)	0.36637 (14)	0.13922 (9)	0.0202 (3)
C1	0.27191 (14)	0.4278 (2)	−0.04337 (12)	0.0301 (5)
H1B	0.3003	0.4382	−0.0826	0.045*
H1A	0.2394	0.4837	−0.0386	0.045*
H1C	0.2441	0.3669	−0.0492	0.045*
C2	0.32238 (12)	0.41936 (16)	0.02018 (10)	0.0220 (4)
C3	0.37213 (12)	0.51112 (16)	0.02426 (10)	0.0236 (4)
H3B	0.4140	0.4996	−0.0031	0.028*
H3A	0.3459	0.5694	0.0058	0.028*
C4	0.38690 (11)	0.61908 (16)	0.11644 (11)	0.0215 (4)
H4	0.3699	0.6667	0.0838	0.026*
C5	0.39850 (11)	0.65506 (15)	0.18544 (10)	0.0202 (4)
C6	0.41318 (10)	0.59459 (14)	0.24222 (11)	0.0189 (4)
C7	0.42062 (11)	0.63945 (17)	0.30641 (11)	0.0234 (4)
H7	0.4299	0.5992	0.3454	0.028*
C8	0.41455 (13)	0.74187 (18)	0.31332 (12)	0.0298 (5)
H8	0.4204	0.7712	0.3569	0.036*
C9	0.39998 (14)	0.80223 (17)	0.25709 (13)	0.0315 (5)
H9	0.3955	0.8724	0.2621	0.038*
C10	0.39217 (12)	0.75894 (16)	0.19438 (12)	0.0262 (4)
H10	0.3822	0.8001	0.1559	0.031*
C11	0.36765 (12)	0.32422 (17)	0.01527 (11)	0.0244 (4)
H11A	0.3386	0.2664	0.0273	0.029*
H11B	0.3818	0.3154	−0.0314	0.029*
C12	0.49068 (12)	0.29109 (16)	0.04006 (10)	0.0225 (4)
H12	0.4863	0.2552	−0.0013	0.027*
C13	0.56182 (11)	0.29660 (16)	0.07332 (10)	0.0219 (4)
C14	0.58167 (11)	0.36205 (15)	0.12697 (10)	0.0199 (4)
C15	0.65478 (12)	0.36666 (19)	0.14906 (11)	0.0268 (4)
H15	0.6696	0.4125	0.1836	0.032*
C16	0.70548 (13)	0.3058 (2)	0.12151 (13)	0.0340 (5)
H16	0.7545	0.3094	0.1379	0.041*
C17	0.68572 (14)	0.2391 (2)	0.06998 (13)	0.0338 (5)
H17	0.7208	0.1967	0.0516	0.041*
C18	0.61501 (13)	0.23542 (17)	0.04602 (11)	0.0273 (4)
H18	0.6016	0.1907	0.0103	0.033*
C19	0.27586 (11)	0.41478 (17)	0.08261 (11)	0.0233 (4)
H19B	0.2623	0.4824	0.0957	0.028*
H19A	0.2315	0.3772	0.0714	0.028*
C20	0.28841 (11)	0.28750 (16)	0.16296 (10)	0.0212 (4)
H20	0.2403	0.2731	0.1470	0.025*
C21	0.32096 (11)	0.21749 (15)	0.21131 (10)	0.0198 (4)
C22	0.39330 (10)	0.21964 (14)	0.23723 (10)	0.0180 (3)
C23	0.41559 (11)	0.14701 (15)	0.28496 (10)	0.0218 (4)
H23	0.4638	0.1483	0.3038	0.026*
C24	0.36895 (13)	0.07364 (17)	0.30510 (11)	0.0263 (4)
H24	0.3852	0.0260	0.3380	0.032*
C25	0.29863 (13)	0.06906 (18)	0.27762 (12)	0.0288 (5)
H25	0.2671	0.0172	0.2902	0.035*
C26	0.27530 (12)	0.14094 (17)	0.23177 (11)	0.0250 (4)
H26	0.2269	0.1386	0.2135	0.030*
C27	0.4216 (2)	−0.0142 (3)	0.62596 (18)	0.0563 (9)
H27A	0.4360	−0.0807	0.6129	0.084*
H27C	0.3728	−0.0162	0.6415	0.084*
H27B	0.4543	0.0099	0.6622	0.084*
H1	0.438 (2)	0.454 (3)	0.289 (2)	0.062 (11)*
H3	0.482 (3)	0.284 (4)	0.240 (3)	0.023 (14)*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.01834 (14)	0.01699 (14)	0.01559 (14)	−0.00032 (8)	0.00018 (9)	−0.00012 (9)
Cl1	0.0318 (5)	0.0223 (4)	0.0248 (5)	−0.0018 (4)	−0.0033 (4)	0.0040 (4)
O1	0.0277 (7)	0.0181 (6)	0.0171 (6)	0.0052 (5)	−0.0016 (5)	0.0001 (5)
O2	0.0201 (7)	0.0230 (7)	0.0179 (6)	−0.0025 (5)	0.0022 (5)	−0.0032 (5)
O3	0.0179 (6)	0.0185 (6)	0.0212 (7)	−0.0028 (5)	−0.0009 (5)	0.0031 (5)
O4	0.0790 (18)	0.0585 (15)	0.0496 (13)	0.0199 (13)	0.0182 (12)	0.0249 (12)
N1	0.0233 (8)	0.0219 (8)	0.0163 (7)	−0.0025 (6)	−0.0011 (6)	0.0018 (6)
N2	0.0227 (8)	0.0212 (8)	0.0189 (8)	−0.0030 (6)	0.0005 (6)	−0.0016 (6)
N3	0.0183 (8)	0.0238 (8)	0.0186 (8)	0.0018 (6)	0.0003 (6)	0.0007 (6)
C1	0.0326 (11)	0.0362 (12)	0.0205 (10)	−0.0057 (9)	−0.0074 (8)	0.0040 (9)
C2	0.0245 (9)	0.0245 (9)	0.0167 (9)	−0.0030 (7)	−0.0030 (7)	0.0015 (7)
C3	0.0306 (10)	0.0229 (9)	0.0170 (9)	−0.0032 (8)	−0.0017 (7)	0.0025 (7)
C4	0.0216 (9)	0.0214 (9)	0.0211 (9)	0.0001 (7)	−0.0016 (7)	0.0040 (8)
C5	0.0180 (8)	0.0194 (9)	0.0229 (9)	0.0011 (7)	0.0000 (7)	−0.0008 (7)
C6	0.0152 (8)	0.0197 (9)	0.0219 (9)	0.0024 (6)	−0.0003 (7)	−0.0016 (7)
C7	0.0212 (9)	0.0265 (10)	0.0223 (9)	0.0033 (7)	−0.0005 (7)	−0.0044 (8)
C8	0.0311 (11)	0.0283 (11)	0.0297 (11)	0.0010 (9)	−0.0006 (9)	−0.0100 (9)
C9	0.0353 (12)	0.0203 (10)	0.0387 (13)	0.0019 (8)	0.0009 (10)	−0.0064 (9)
C10	0.0267 (10)	0.0194 (9)	0.0322 (11)	0.0028 (8)	−0.0004 (8)	0.0004 (8)
C11	0.0256 (10)	0.0259 (10)	0.0214 (9)	−0.0036 (8)	−0.0018 (7)	−0.0051 (8)
C12	0.0280 (10)	0.0206 (9)	0.0189 (9)	−0.0021 (7)	0.0020 (7)	−0.0033 (7)
C13	0.0248 (10)	0.0224 (9)	0.0190 (9)	0.0002 (7)	0.0057 (7)	0.0005 (7)
C14	0.0205 (9)	0.0215 (9)	0.0180 (8)	−0.0014 (7)	0.0041 (7)	0.0035 (7)
C15	0.0219 (10)	0.0357 (11)	0.0230 (10)	−0.0017 (8)	0.0023 (7)	0.0041 (9)
C16	0.0224 (10)	0.0479 (14)	0.0321 (12)	0.0053 (10)	0.0050 (9)	0.0095 (11)
C17	0.0309 (12)	0.0371 (12)	0.0342 (12)	0.0108 (10)	0.0112 (9)	0.0057 (10)
C18	0.0331 (11)	0.0255 (10)	0.0239 (10)	0.0061 (8)	0.0085 (8)	0.0016 (8)
C19	0.0201 (9)	0.0290 (10)	0.0204 (9)	0.0016 (7)	−0.0006 (7)	0.0046 (8)
C20	0.0174 (8)	0.0263 (10)	0.0197 (9)	−0.0011 (7)	0.0010 (7)	0.0004 (8)
C21	0.0200 (9)	0.0216 (9)	0.0179 (8)	−0.0021 (7)	0.0022 (7)	−0.0004 (7)
C22	0.0193 (8)	0.0170 (8)	0.0176 (8)	−0.0014 (6)	0.0025 (6)	−0.0023 (7)
C23	0.0245 (9)	0.0197 (9)	0.0213 (9)	0.0008 (7)	0.0013 (7)	0.0002 (7)
C24	0.0352 (12)	0.0213 (9)	0.0226 (10)	−0.0015 (8)	0.0044 (8)	0.0032 (8)
C25	0.0336 (12)	0.0269 (10)	0.0264 (10)	−0.0093 (9)	0.0052 (9)	0.0041 (9)
C26	0.0231 (9)	0.0286 (10)	0.0234 (10)	−0.0065 (8)	0.0024 (7)	0.0019 (8)
C27	0.069 (2)	0.056 (2)	0.0448 (17)	0.0099 (16)	0.0103 (15)	0.0194 (15)

Geometric parameters (Å, º)

Ni1—N1	2.0514 (18)	C8—C9	1.391 (4)
Ni1—N2	2.0496 (17)	C8—H8	0.9500
Ni1—N3	2.0409 (18)	C9—C10	1.371 (3)
Ni1—O1	2.0926 (15)	C9—H9	0.9500
Ni1—O2	2.0594 (15)	C10—H10	0.9500
Ni1—O3	2.0754 (14)	C11—H11A	0.9800
O1—C6	1.341 (2)	C11—H11B	0.9800
O1—H1	1.21 (4)	C12—C13	1.445 (3)
O2—C14	1.336 (2)	C12—H12	0.9500
O3—C22	1.339 (2)	C13—C18	1.411 (3)
O3—H3	0.87 (5)	C13—C14	1.412 (3)
O4—C27	1.405 (4)	C14—C15	1.403 (3)
O4—H4A	0.8200	C15—C16	1.378 (3)
O4—H4B	0.8200	C15—H15	0.9500
N1—C4	1.275 (3)	C16—C17	1.391 (4)
N1—C3	1.472 (3)	C16—H16	0.9500
N2—C12	1.277 (3)	C17—C18	1.371 (4)
N2—C11	1.479 (3)	C17—H17	0.9500
N3—C20	1.280 (3)	C18—H18	0.9500
N3—C19	1.470 (3)	C19—H19B	0.9800
C1—C2	1.532 (3)	C19—H19A	0.9800
C1—H1B	0.9700	C20—C21	1.450 (3)
C1—H1A	0.9700	C20—H20	0.9500
C1—H1C	0.9700	C21—C26	1.403 (3)
C2—C11	1.533 (3)	C21—C22	1.410 (3)
C2—C3	1.537 (3)	C22—C23	1.404 (3)
C2—C19	1.544 (3)	C23—C24	1.382 (3)
C3—H3B	0.9800	C23—H23	0.9500
C3—H3A	0.9800	C24—C25	1.387 (3)
C4—C5	1.454 (3)	C24—H24	0.9500
C4—H4	0.9500	C25—C26	1.378 (3)
C5—C6	1.401 (3)	C25—H25	0.9500
C5—C10	1.410 (3)	C26—H26	0.9500
C6—C7	1.406 (3)	C27—H27A	0.9700
C7—C8	1.385 (3)	C27—H27C	0.9700
C7—H7	0.9500	C27—H27B	0.9700
N3—Ni1—N2	84.93 (7)	C10—C9—C8	119.0 (2)
N3—Ni1—N1	87.38 (7)	C10—C9—H9	120.5
N2—Ni1—N1	88.55 (7)	C8—C9—H9	120.5
N3—Ni1—O2	170.21 (6)	C9—C10—C5	121.8 (2)
N2—Ni1—O2	87.77 (6)	C9—C10—H10	119.1
N1—Ni1—O2	98.95 (7)	C5—C10—H10	119.1
N3—Ni1—O3	89.44 (6)	N2—C11—C2	110.59 (17)
N2—Ni1—O3	99.49 (7)	N2—C11—H11A	109.5
N1—Ni1—O3	171.06 (7)	C2—C11—H11A	109.5
O2—Ni1—O3	85.34 (6)	N2—C11—H11B	109.5
N3—Ni1—O1	99.71 (7)	C2—C11—H11B	109.5
N2—Ni1—O1	173.42 (6)	H11A—C11—H11B	108.1
N1—Ni1—O1	87.01 (6)	N2—C12—C13	126.02 (19)
O2—Ni1—O1	88.13 (6)	N2—C12—H12	117.0
O3—Ni1—O1	85.29 (6)	C13—C12—H12	117.0
C6—O1—Ni1	130.38 (13)	C18—C13—C14	119.3 (2)
C6—O1—H1	113.9 (19)	C18—C13—C12	115.77 (19)
Ni1—O1—H1	114.7 (19)	C14—C13—C12	124.80 (19)
C14—O2—Ni1	126.94 (13)	O2—C14—C15	119.49 (19)
C22—O3—Ni1	128.71 (12)	O2—C14—C13	122.36 (18)
C22—O3—H3	113 (4)	C15—C14—C13	118.13 (19)
Ni1—O3—H3	118 (4)	C16—C15—C14	121.2 (2)
C27—O4—H4A	109.5	C16—C15—H15	119.4
C27—O4—H4B	109.5	C14—C15—H15	119.4
H4A—O4—H4B	87.7	C15—C16—C17	120.8 (2)
C4—N1—C3	116.21 (18)	C15—C16—H16	119.6
C4—N1—Ni1	127.98 (15)	C17—C16—H16	119.6
C3—N1—Ni1	114.40 (13)	C18—C17—C16	119.2 (2)
C12—N2—C11	116.72 (18)	C18—C17—H17	120.4
C12—N2—Ni1	126.73 (15)	C16—C17—H17	120.4
C11—N2—Ni1	116.47 (13)	C17—C18—C13	121.4 (2)
C20—N3—C19	116.19 (18)	C17—C18—H18	119.3
C20—N3—Ni1	125.73 (14)	C13—C18—H18	119.3
C19—N3—Ni1	115.05 (13)	N3—C19—C2	109.98 (17)
C2—C1—H1B	109.5	N3—C19—H19B	109.7
C2—C1—H1A	109.5	C2—C19—H19B	109.7
H1B—C1—H1A	109.5	N3—C19—H19A	109.7
C2—C1—H1C	109.5	C2—C19—H19A	109.7
H1B—C1—H1C	109.5	H19B—C19—H19A	108.2
H1A—C1—H1C	109.5	N3—C20—C21	127.85 (19)
C1—C2—C11	108.81 (18)	N3—C20—H20	116.1
C1—C2—C3	108.83 (18)	C21—C20—H20	116.1
C11—C2—C3	109.93 (18)	C26—C21—C22	119.06 (19)
C1—C2—C19	108.52 (18)	C26—C21—C20	115.32 (18)
C11—C2—C19	110.35 (17)	C22—C21—C20	125.60 (18)
C3—C2—C19	110.36 (17)	O3—C22—C23	119.90 (18)
N1—C3—C2	110.56 (16)	O3—C22—C21	121.96 (17)
N1—C3—H3B	109.5	C23—C22—C21	118.13 (18)
C2—C3—H3B	109.5	C24—C23—C22	121.4 (2)
N1—C3—H3A	109.5	C24—C23—H23	119.3
C2—C3—H3A	109.5	C22—C23—H23	119.3
H3B—C3—H3A	108.1	C23—C24—C25	120.5 (2)
N1—C4—C5	127.31 (19)	C23—C24—H24	119.8
N1—C4—H4	116.3	C25—C24—H24	119.8
C5—C4—H4	116.3	C26—C25—C24	118.9 (2)
C6—C5—C10	119.01 (19)	C26—C25—H25	120.5
C6—C5—C4	125.08 (18)	C24—C25—H25	120.5
C10—C5—C4	115.89 (19)	C25—C26—C21	121.9 (2)
O1—C6—C5	121.36 (18)	C25—C26—H26	119.0
O1—C6—C7	119.75 (19)	C21—C26—H26	119.0
C5—C6—C7	118.89 (18)	O4—C27—H27A	109.5
C8—C7—C6	120.6 (2)	O4—C27—H27C	109.5
C8—C7—H7	119.7	H27A—C27—H27C	109.5
C6—C7—H7	119.7	O4—C27—H27B	109.5
C7—C8—C9	120.7 (2)	H27A—C27—H27B	109.5
C7—C8—H8	119.6	H27C—C27—H27B	109.5
C9—C8—H8	119.6
N3—Ni1—O1—C6	−94.61 (17)	O1—C6—C7—C8	179.3 (2)
N1—Ni1—O1—C6	−7.78 (17)	C5—C6—C7—C8	−0.9 (3)
O2—Ni1—O1—C6	91.28 (17)	C6—C7—C8—C9	0.9 (4)
O3—Ni1—O1—C6	176.76 (17)	C7—C8—C9—C10	−0.4 (4)
N2—Ni1—O2—C14	−24.21 (16)	C8—C9—C10—C5	0.0 (4)
N1—Ni1—O2—C14	−112.39 (16)	C6—C5—C10—C9	0.0 (3)
O3—Ni1—O2—C14	75.51 (16)	C4—C5—C10—C9	178.3 (2)
O1—Ni1—O2—C14	160.94 (16)	C12—N2—C11—C2	−143.44 (19)
N3—Ni1—O3—C22	3.06 (16)	Ni1—N2—C11—C2	33.7 (2)
N2—Ni1—O3—C22	−81.70 (16)	C1—C2—C11—N2	160.09 (18)
O2—Ni1—O3—C22	−168.65 (16)	C3—C2—C11—N2	41.0 (2)
O1—Ni1—O3—C22	102.85 (16)	C19—C2—C11—N2	−80.9 (2)
N3—Ni1—N1—C4	100.64 (19)	C11—N2—C12—C13	173.57 (19)
N2—Ni1—N1—C4	−174.38 (19)	Ni1—N2—C12—C13	−3.2 (3)
O2—Ni1—N1—C4	−86.87 (19)	N2—C12—C13—C18	170.7 (2)
O1—Ni1—N1—C4	0.76 (19)	N2—C12—C13—C14	−13.4 (3)
N3—Ni1—N1—C3	−65.20 (15)	Ni1—O2—C14—C15	−164.07 (15)
N2—Ni1—N1—C3	19.79 (15)	Ni1—O2—C14—C13	17.4 (3)
O2—Ni1—N1—C3	107.30 (14)	C18—C13—C14—O2	−178.66 (19)
O1—Ni1—N1—C3	−165.07 (15)	C12—C13—C14—O2	5.6 (3)
N3—Ni1—N2—C12	−156.43 (19)	C18—C13—C14—C15	2.8 (3)
N1—Ni1—N2—C12	116.07 (19)	C12—C13—C14—C15	−173.0 (2)
O2—Ni1—N2—C12	17.05 (18)	O2—C14—C15—C16	178.4 (2)
O3—Ni1—N2—C12	−67.85 (19)	C13—C14—C15—C16	−3.0 (3)
N3—Ni1—N2—C11	26.75 (15)	C14—C15—C16—C17	1.2 (4)
N1—Ni1—N2—C11	−60.75 (15)	C15—C16—C17—C18	0.9 (4)
O2—Ni1—N2—C11	−159.77 (15)	C16—C17—C18—C13	−1.1 (4)
O3—Ni1—N2—C11	115.33 (14)	C14—C13—C18—C17	−0.8 (3)
N2—Ni1—N3—C20	91.14 (18)	C12—C13—C18—C17	175.3 (2)
N1—Ni1—N3—C20	179.91 (18)	C20—N3—C19—C2	−120.8 (2)
O3—Ni1—N3—C20	−8.44 (18)	Ni1—N3—C19—C2	40.7 (2)
O1—Ni1—N3—C20	−93.57 (18)	C1—C2—C19—N3	156.59 (18)
N2—Ni1—N3—C19	−68.29 (15)	C11—C2—C19—N3	37.5 (2)
N1—Ni1—N3—C19	20.48 (15)	C3—C2—C19—N3	−84.2 (2)
O3—Ni1—N3—C19	−167.87 (15)	C19—N3—C20—C21	170.3 (2)
O1—Ni1—N3—C19	107.00 (14)	Ni1—N3—C20—C21	11.1 (3)
C4—N1—C3—C2	−127.2 (2)	N3—C20—C21—C26	175.8 (2)
Ni1—N1—C3—C2	40.4 (2)	N3—C20—C21—C22	−5.6 (4)
C1—C2—C3—N1	154.50 (19)	Ni1—O3—C22—C23	−179.04 (14)
C11—C2—C3—N1	−86.4 (2)	Ni1—O3—C22—C21	0.5 (3)
C19—C2—C3—N1	35.5 (2)	C26—C21—C22—O3	177.74 (18)
C3—N1—C4—C5	172.3 (2)	C20—C21—C22—O3	−0.8 (3)
Ni1—N1—C4—C5	6.7 (3)	C26—C21—C22—C23	−2.7 (3)
N1—C4—C5—C6	−9.7 (3)	C20—C21—C22—C23	178.69 (19)
N1—C4—C5—C10	172.1 (2)	O3—C22—C23—C24	−178.91 (19)
Ni1—O1—C6—C5	7.3 (3)	C21—C22—C23—C24	1.6 (3)
Ni1—O1—C6—C7	−172.93 (14)	C22—C23—C24—C25	1.0 (3)
C10—C5—C6—O1	−179.75 (19)	C23—C24—C25—C26	−2.3 (4)
C4—C5—C6—O1	2.1 (3)	C24—C25—C26—C21	1.1 (4)
C10—C5—C6—C7	0.5 (3)	C22—C21—C26—C25	1.5 (3)
C4—C5—C6—C7	−177.71 (19)	C20—C21—C26—C25	−179.8 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O2^i	1.21 (4)	1.27 (4)	2.468 (2)	170 (3)
O3—H3···O3^i	0.87 (6)	1.63 (6)	2.495 (2)	174 (5)
O4—H4A···Cl1	0.82	2.11	2.925 (3)	173
C7—H7···O2^i	0.95	2.49	3.134 (3)	125
C8—H8···Cl1^ii	0.95	2.73	3.622 (3)	158
C12—H12···Cl1^iii	0.95	2.75	3.504 (2)	137
C18—H18···O4^i	0.95	2.50	3.435 (4)	170
C24—H24···Cl1	0.95	2.75	3.679 (3)	167

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

(II) [1,3-bis(2-hydroxybenzylidene)-2-methyl-2-(2- oxidobenzylideneaminomethyl)propane-1,3-diamine]zinc(II) perchlorate [2-(2-hydroxybenzylideneaminomethyl)-2-methyl-1,3-bis(2- oxidobenzylidene)propane-1,3-diamine]zinc(II)methanol trisolvate

Crystal data

[Zn(C26H25N3O3)]ClO4·[Zn(C26H26N3O3)]·3CH4O	F(000) = 2464.00
Mr = 1182.35	Dx = 1.439 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71075 Å
Hall symbol: -P 2yn	Cell parameters from 2737 reflections
a = 13.626 (5) Å	θ = 3.0–27.3°
b = 19.383 (6) Å	µ = 1.00 mm^−1
c = 21.522 (7) Å	T = 103 K
β = 106.270 (7)°	Prism, yellow
V = 5457 (3) Å^3	0.40 × 0.30 × 0.10 mm
Z = 4

Data collection

Rigaku R-AXIS RAPID II diffractometer	9143 reflections with I > 2σ(I)
Detector resolution: 10.00 pixels mm^-1	Rint = 0.045
ω scans	θmax = 27.3°
Absorption correction: numerical (ABSCOR; Higashi, 1999)	h = −17→17
Tmin = 0.834, Tmax = 0.905	k = −24→24
31274 measured reflections	l = −27→27
11737 independent 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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.124	H atoms treated by a mixture of independent and constrained refinement
S = 1.12	w = 1/[σ^2(Fo^2) + (0.066P)^2 + 0.3272P] where P = (Fo^2 + 2Fc^2)/3
11737 reflections	(Δ/σ)max = 0.001
711 parameters	Δρmax = 0.90 e Å^−3
0 restraints	Δρmin = −0.59 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
Zn1	0.77897 (2)	0.589404 (13)	0.304923 (13)	0.01527 (9)
Zn2	0.66471 (2)	0.737809 (14)	0.452202 (13)	0.01549 (9)
Cl1	0.75736 (5)	0.56866 (3)	1.00343 (3)	0.02203 (14)
O1	0.67793 (14)	0.56661 (8)	0.36311 (8)	0.0169 (4)
O2	0.69908 (14)	0.68229 (8)	0.28456 (8)	0.0167 (4)
O3	0.87139 (14)	0.63911 (9)	0.39429 (8)	0.0171 (4)
O4	0.57713 (14)	0.66752 (8)	0.38280 (8)	0.0174 (4)
O5	0.77881 (14)	0.66153 (8)	0.47818 (8)	0.0169 (4)
O6	0.73260 (14)	0.76622 (8)	0.37628 (8)	0.0162 (4)
O7	0.83487 (18)	0.51550 (10)	1.01491 (11)	0.0388 (6)
O8	0.65861 (17)	0.53871 (11)	0.99801 (11)	0.0383 (6)
O9	0.7817 (2)	0.61808 (12)	1.05564 (11)	0.0453 (6)
O10	0.7554 (2)	0.60492 (11)	0.94389 (10)	0.0368 (5)
O11	0.4960 (3)	0.76251 (11)	0.70464 (12)	0.0493 (7)
H11	0.5268	0.7257	0.7113	0.059*
O12	0.59244 (18)	0.63194 (10)	0.71704 (10)	0.0324 (5)
H12	0.6318	0.6152	0.7495	0.039*
O13	0.7136 (2)	0.55863 (17)	0.81858 (12)	0.0633 (8)
H13	0.7166	0.5589	0.8572	0.076*
N1	0.82150 (17)	0.48331 (10)	0.32139 (10)	0.0178 (4)
N2	0.70598 (17)	0.56124 (10)	0.20777 (10)	0.0180 (4)
N3	0.91713 (18)	0.59961 (10)	0.27728 (10)	0.0170 (4)
N4	0.52891 (17)	0.79983 (10)	0.42935 (10)	0.0168 (4)
N5	0.63294 (18)	0.71642 (10)	0.54118 (10)	0.0178 (4)
N6	0.74166 (17)	0.82842 (10)	0.49929 (10)	0.0170 (4)
C1	0.9029 (2)	0.44241 (13)	0.16991 (13)	0.0234 (6)
H1A	0.9008	0.4665	0.1301	0.035*
H1B	0.8611	0.4012	0.1600	0.035*
H1C	0.9729	0.4296	0.1917	0.035*
C2	0.8615 (2)	0.49000 (12)	0.21429 (12)	0.0183 (5)
C3	0.8855 (2)	0.45590 (12)	0.28137 (12)	0.0197 (5)
H3A	0.8744	0.4061	0.2759	0.024*
H3B	0.9577	0.4634	0.3042	0.024*
C4	0.7974 (2)	0.44002 (13)	0.35983 (12)	0.0197 (5)
H4	0.8230	0.3945	0.3595	0.024*
C5	0.7353 (2)	0.45249 (12)	0.40386 (12)	0.0189 (5)
C6	0.6776 (2)	0.51397 (12)	0.40445 (11)	0.0163 (5)
C7	0.6203 (2)	0.51879 (13)	0.44945 (12)	0.0210 (5)
H7	0.5810	0.5591	0.4502	0.025*
C8	0.6199 (2)	0.46568 (14)	0.49292 (13)	0.0258 (6)
H8	0.5813	0.4703	0.5232	0.031*
C9	0.6765 (2)	0.40540 (14)	0.49203 (14)	0.0289 (7)
H9	0.6769	0.3692	0.5219	0.035*
C10	0.7313 (2)	0.39927 (14)	0.44744 (14)	0.0257 (6)
H10	0.7677	0.3577	0.4461	0.031*
C11	0.7454 (2)	0.49799 (12)	0.18438 (12)	0.0200 (5)
H11A	0.7303	0.4999	0.1371	0.024*
H11B	0.7105	0.4576	0.1955	0.024*
C12	0.6402 (2)	0.59650 (12)	0.16504 (12)	0.0184 (5)
H12A	0.6213	0.5787	0.1222	0.022*
C13	0.5915 (2)	0.66095 (12)	0.17537 (12)	0.0171 (5)
C14	0.62169 (19)	0.70056 (12)	0.23382 (11)	0.0144 (5)
C15	0.5659 (2)	0.76178 (12)	0.23637 (12)	0.0187 (5)
H15	0.5845	0.7894	0.2744	0.022*
C16	0.4841 (2)	0.78257 (13)	0.18448 (13)	0.0207 (5)
H16	0.4478	0.8236	0.1878	0.025*
C17	0.4553 (2)	0.74335 (13)	0.12758 (13)	0.0209 (5)
H17	0.3995	0.7572	0.0924	0.025*
C18	0.5097 (2)	0.68423 (13)	0.12372 (12)	0.0215 (6)
H18	0.4914	0.6582	0.0848	0.026*
C19	0.9167 (2)	0.56077 (12)	0.21732 (12)	0.0195 (5)
H19A	0.9873	0.5531	0.2162	0.023*
H19B	0.8820	0.5883	0.1793	0.023*
C20	1.0018 (2)	0.62941 (11)	0.30612 (12)	0.0164 (5)
H20	1.0544	0.6266	0.2851	0.020*
C21	1.0269 (2)	0.66709 (11)	0.36734 (12)	0.0155 (5)
C22	0.9645 (2)	0.67120 (12)	0.40942 (11)	0.0153 (5)
C23	0.9988 (2)	0.70915 (12)	0.46729 (12)	0.0192 (5)
H23	0.9579	0.7114	0.4964	0.023*
C24	1.0919 (2)	0.74329 (13)	0.48198 (13)	0.0237 (6)
H24	1.1129	0.7698	0.5206	0.028*
C25	1.1553 (2)	0.73946 (13)	0.44121 (14)	0.0243 (6)
H25	1.2192	0.7627	0.4518	0.029*
C26	1.1231 (2)	0.70108 (12)	0.38505 (12)	0.0199 (5)
H26	1.1665	0.6973	0.3575	0.024*
C27	0.5551 (2)	0.89234 (14)	0.58864 (12)	0.0239 (6)
H27A	0.5992	0.8878	0.6325	0.036*
H27B	0.4853	0.8816	0.5879	0.036*
H27C	0.5585	0.9393	0.5737	0.036*
C28	0.5908 (2)	0.84209 (13)	0.54392 (12)	0.0185 (5)
C29	0.5320 (2)	0.85946 (12)	0.47305 (12)	0.0188 (5)
H29A	0.4619	0.8732	0.4711	0.023*
H29B	0.5651	0.8986	0.4582	0.023*
C30	0.4412 (2)	0.78535 (13)	0.38984 (12)	0.0183 (5)
H30	0.3862	0.8148	0.3913	0.022*
C31	0.4165 (2)	0.72901 (13)	0.34323 (12)	0.0188 (5)
C32	0.4833 (2)	0.67302 (12)	0.34098 (12)	0.0163 (5)
C33	0.4482 (2)	0.62211 (13)	0.29252 (12)	0.0216 (6)
H33	0.4913	0.5842	0.2901	0.026*
C34	0.3522 (2)	0.62666 (14)	0.24853 (14)	0.0277 (6)
H34	0.3306	0.5919	0.2165	0.033*
C35	0.2865 (2)	0.68160 (15)	0.25058 (14)	0.0293 (6)
H35	0.2209	0.6845	0.2202	0.035*
C36	0.3188 (2)	0.73137 (14)	0.29745 (13)	0.0232 (6)
H36	0.2742	0.7685	0.2992	0.028*
C37	0.5664 (2)	0.76743 (12)	0.56119 (12)	0.0192 (5)
H37B	0.5764	0.7640	0.6080	0.023*
H37A	0.4946	0.7569	0.5395	0.023*
C38	0.6773 (2)	0.67153 (13)	0.58408 (12)	0.0200 (5)
H38	0.6604	0.6727	0.6240	0.024*
C39	0.7506 (2)	0.61911 (13)	0.57771 (11)	0.0186 (5)
C40	0.7988 (2)	0.61605 (12)	0.52703 (12)	0.0167 (5)
C41	0.8708 (2)	0.56250 (13)	0.52930 (12)	0.0204 (5)
H41	0.9065	0.5609	0.4972	0.025*
C42	0.8901 (2)	0.51250 (14)	0.57721 (13)	0.0259 (6)
H42	0.9372	0.4765	0.5768	0.031*
C43	0.8408 (2)	0.51467 (14)	0.62620 (13)	0.0279 (6)
H43	0.8530	0.4798	0.6585	0.033*
C44	0.7743 (2)	0.56814 (13)	0.62703 (13)	0.0233 (6)
H44	0.7435	0.5709	0.6615	0.028*
C45	0.7074 (2)	0.85246 (13)	0.55523 (11)	0.0180 (5)
H45A	0.7239	0.9015	0.5628	0.022*
H45B	0.7445	0.8270	0.5940	0.022*
C46	0.8059 (2)	0.86739 (12)	0.48246 (11)	0.0160 (5)
H46	0.8280	0.9073	0.5081	0.019*
C47	0.8490 (2)	0.85704 (12)	0.42795 (11)	0.0150 (5)
C48	0.8128 (2)	0.80887 (11)	0.37721 (11)	0.0142 (5)
C49	0.8600 (2)	0.80559 (13)	0.32710 (12)	0.0199 (5)
H49	0.8349	0.7743	0.2923	0.024*
C50	0.9432 (2)	0.84772 (13)	0.32770 (13)	0.0227 (6)
H50	0.9750	0.8443	0.2938	0.027*
C51	0.9801 (2)	0.89505 (13)	0.37811 (13)	0.0215 (5)
H51	1.0370	0.9236	0.3787	0.026*
C52	0.9328 (2)	0.89975 (12)	0.42681 (12)	0.0191 (5)
H52	0.9570	0.9325	0.4605	0.023*
C53	0.3915 (4)	0.75046 (18)	0.66782 (18)	0.0486 (10)
H53A	0.3704	0.7049	0.6778	0.073*
H53B	0.3859	0.7533	0.6220	0.073*
H53C	0.3477	0.7850	0.6789	0.073*
C54	0.5268 (3)	0.57941 (15)	0.68195 (15)	0.0335 (7)
H54B	0.4892	0.5970	0.6398	0.050*
H54A	0.4791	0.5655	0.7056	0.050*
H54C	0.5673	0.5399	0.6765	0.050*
C55	0.8114 (3)	0.54661 (18)	0.81136 (16)	0.0416 (8)
H55B	0.8591	0.5379	0.8535	0.062*
H55C	0.8335	0.5868	0.7920	0.062*
H55A	0.8092	0.5068	0.7837	0.062*
H1	0.644 (4)	0.611 (2)	0.375 (2)	0.078 (14)*
H6	0.718 (3)	0.729 (2)	0.332 (2)	0.068 (13)*
H3	0.841 (3)	0.6468 (19)	0.4266 (19)	0.056 (12)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.01556 (17)	0.01558 (15)	0.01445 (15)	0.00074 (10)	0.00385 (12)	−0.00137 (10)
Zn2	0.01672 (17)	0.01626 (15)	0.01403 (15)	0.00180 (11)	0.00517 (12)	0.00010 (10)
Cl1	0.0198 (3)	0.0224 (3)	0.0219 (3)	0.0010 (2)	0.0025 (3)	0.0022 (2)
O1	0.0182 (10)	0.0143 (8)	0.0196 (9)	0.0005 (7)	0.0079 (7)	0.0012 (7)
O2	0.0206 (10)	0.0157 (8)	0.0122 (8)	0.0027 (7)	0.0018 (7)	−0.0014 (6)
O3	0.0131 (10)	0.0239 (9)	0.0141 (9)	−0.0028 (7)	0.0033 (7)	−0.0028 (7)
O4	0.0148 (10)	0.0168 (8)	0.0191 (9)	0.0009 (7)	0.0025 (7)	−0.0029 (6)
O5	0.0175 (10)	0.0194 (8)	0.0140 (8)	0.0039 (7)	0.0049 (7)	0.0032 (6)
O6	0.0173 (10)	0.0184 (8)	0.0131 (8)	−0.0043 (7)	0.0046 (7)	−0.0015 (6)
O7	0.0284 (14)	0.0287 (11)	0.0523 (14)	0.0084 (9)	−0.0002 (11)	0.0019 (10)
O8	0.0212 (13)	0.0396 (12)	0.0509 (14)	−0.0059 (9)	0.0048 (10)	0.0139 (10)
O9	0.0469 (17)	0.0484 (13)	0.0343 (13)	0.0019 (11)	0.0010 (11)	−0.0198 (10)
O10	0.0478 (16)	0.0342 (11)	0.0307 (12)	0.0018 (10)	0.0148 (11)	0.0095 (9)
O11	0.087 (2)	0.0306 (12)	0.0343 (13)	−0.0052 (12)	0.0228 (14)	−0.0035 (9)
O12	0.0314 (13)	0.0377 (11)	0.0279 (11)	−0.0083 (9)	0.0078 (10)	−0.0075 (8)
O13	0.0380 (17)	0.126 (3)	0.0248 (13)	0.0070 (17)	0.0069 (12)	0.0040 (14)
N1	0.0156 (12)	0.0190 (10)	0.0181 (10)	−0.0005 (8)	0.0037 (9)	−0.0021 (8)
N2	0.0181 (12)	0.0177 (10)	0.0173 (10)	0.0013 (8)	0.0032 (9)	−0.0035 (8)
N3	0.0218 (12)	0.0175 (10)	0.0123 (10)	−0.0009 (8)	0.0056 (9)	−0.0032 (8)
N4	0.0191 (12)	0.0173 (10)	0.0141 (10)	0.0028 (8)	0.0046 (9)	0.0006 (8)
N5	0.0192 (12)	0.0176 (10)	0.0182 (10)	0.0013 (8)	0.0077 (9)	0.0017 (8)
N6	0.0190 (12)	0.0188 (10)	0.0131 (10)	0.0014 (8)	0.0041 (9)	−0.0009 (8)
C1	0.0252 (16)	0.0217 (13)	0.0251 (14)	−0.0003 (11)	0.0098 (12)	−0.0053 (10)
C2	0.0208 (14)	0.0185 (12)	0.0155 (12)	0.0002 (10)	0.0049 (10)	−0.0033 (9)
C3	0.0199 (15)	0.0180 (12)	0.0220 (13)	0.0038 (10)	0.0074 (11)	−0.0010 (9)
C4	0.0194 (15)	0.0175 (12)	0.0210 (13)	0.0037 (10)	0.0039 (11)	0.0013 (9)
C5	0.0183 (14)	0.0196 (12)	0.0184 (12)	0.0008 (10)	0.0042 (11)	0.0018 (9)
C6	0.0145 (13)	0.0175 (11)	0.0156 (12)	−0.0018 (9)	0.0020 (10)	0.0022 (9)
C7	0.0186 (15)	0.0223 (13)	0.0216 (13)	−0.0016 (10)	0.0045 (11)	0.0005 (10)
C8	0.0219 (16)	0.0318 (14)	0.0258 (14)	0.0009 (11)	0.0103 (12)	0.0036 (11)
C9	0.0307 (18)	0.0291 (15)	0.0279 (15)	0.0017 (12)	0.0098 (13)	0.0128 (11)
C10	0.0242 (16)	0.0245 (13)	0.0275 (15)	0.0047 (11)	0.0056 (12)	0.0071 (11)
C11	0.0223 (15)	0.0171 (12)	0.0182 (12)	−0.0001 (10)	0.0018 (11)	−0.0048 (9)
C12	0.0169 (14)	0.0232 (13)	0.0142 (12)	−0.0019 (10)	0.0028 (10)	−0.0051 (9)
C13	0.0178 (14)	0.0207 (12)	0.0132 (11)	−0.0014 (10)	0.0050 (10)	0.0003 (9)
C14	0.0122 (13)	0.0173 (11)	0.0129 (11)	−0.0008 (9)	0.0023 (9)	0.0019 (9)
C15	0.0193 (14)	0.0166 (12)	0.0194 (12)	0.0001 (9)	0.0043 (11)	−0.0012 (9)
C16	0.0196 (15)	0.0182 (12)	0.0238 (13)	0.0058 (10)	0.0050 (11)	0.0039 (10)
C17	0.0174 (14)	0.0262 (13)	0.0163 (12)	0.0017 (10)	0.0004 (10)	0.0043 (10)
C18	0.0215 (15)	0.0252 (13)	0.0164 (12)	−0.0008 (10)	0.0032 (11)	−0.0004 (10)
C19	0.0241 (15)	0.0203 (12)	0.0168 (12)	−0.0009 (10)	0.0100 (11)	−0.0034 (9)
C20	0.0167 (14)	0.0149 (11)	0.0191 (12)	0.0032 (9)	0.0075 (10)	0.0036 (9)
C21	0.0149 (13)	0.0130 (11)	0.0183 (12)	0.0026 (9)	0.0041 (10)	0.0034 (9)
C22	0.0162 (13)	0.0137 (11)	0.0144 (11)	0.0016 (9)	0.0016 (10)	0.0005 (9)
C23	0.0194 (14)	0.0196 (12)	0.0176 (12)	0.0026 (10)	0.0037 (11)	−0.0017 (9)
C24	0.0244 (16)	0.0200 (13)	0.0219 (13)	0.0012 (10)	−0.0015 (11)	−0.0053 (10)
C25	0.0194 (15)	0.0198 (13)	0.0307 (15)	−0.0020 (10)	0.0021 (12)	−0.0004 (10)
C26	0.0170 (14)	0.0189 (12)	0.0236 (13)	−0.0015 (10)	0.0052 (11)	−0.0011 (10)
C27	0.0272 (16)	0.0278 (14)	0.0168 (13)	0.0080 (11)	0.0062 (12)	−0.0007 (10)
C28	0.0197 (14)	0.0232 (13)	0.0133 (12)	0.0028 (10)	0.0055 (10)	−0.0015 (9)
C29	0.0222 (15)	0.0181 (12)	0.0157 (12)	0.0040 (10)	0.0047 (11)	−0.0008 (9)
C30	0.0162 (14)	0.0218 (12)	0.0177 (12)	0.0054 (10)	0.0063 (10)	0.0015 (9)
C31	0.0159 (14)	0.0231 (12)	0.0180 (12)	−0.0005 (10)	0.0060 (10)	0.0005 (9)
C32	0.0132 (13)	0.0188 (12)	0.0170 (12)	−0.0023 (9)	0.0043 (10)	0.0017 (9)
C33	0.0216 (15)	0.0205 (12)	0.0226 (13)	−0.0011 (10)	0.0063 (11)	−0.0023 (10)
C34	0.0263 (17)	0.0301 (14)	0.0243 (14)	−0.0068 (12)	0.0030 (12)	−0.0087 (11)
C35	0.0208 (16)	0.0403 (16)	0.0228 (14)	−0.0017 (12)	−0.0005 (12)	−0.0051 (12)
C36	0.0175 (15)	0.0277 (14)	0.0240 (14)	0.0016 (11)	0.0054 (11)	−0.0009 (10)
C37	0.0194 (15)	0.0231 (13)	0.0173 (12)	0.0039 (10)	0.0086 (11)	0.0028 (9)
C38	0.0223 (15)	0.0247 (13)	0.0138 (12)	−0.0008 (10)	0.0065 (11)	0.0006 (9)
C39	0.0210 (15)	0.0211 (12)	0.0117 (11)	0.0003 (10)	0.0014 (10)	0.0011 (9)
C40	0.0156 (13)	0.0163 (11)	0.0155 (12)	−0.0017 (9)	−0.0001 (10)	0.0004 (9)
C41	0.0165 (14)	0.0238 (13)	0.0201 (13)	0.0039 (10)	0.0037 (11)	0.0018 (10)
C42	0.0258 (16)	0.0224 (13)	0.0265 (14)	0.0082 (11)	0.0025 (12)	0.0052 (11)
C43	0.0322 (18)	0.0294 (14)	0.0198 (13)	0.0068 (12)	0.0034 (12)	0.0104 (11)
C44	0.0241 (16)	0.0272 (13)	0.0185 (13)	0.0039 (11)	0.0057 (11)	0.0056 (10)
C45	0.0209 (15)	0.0212 (12)	0.0117 (11)	0.0045 (10)	0.0043 (10)	−0.0002 (9)
C46	0.0158 (13)	0.0150 (11)	0.0138 (11)	0.0026 (9)	−0.0013 (10)	−0.0020 (9)
C47	0.0129 (13)	0.0161 (11)	0.0140 (11)	0.0027 (9)	0.0005 (10)	0.0007 (9)
C48	0.0141 (13)	0.0141 (11)	0.0137 (11)	0.0026 (9)	0.0030 (10)	0.0025 (8)
C49	0.0218 (15)	0.0209 (12)	0.0173 (12)	0.0014 (10)	0.0056 (11)	−0.0008 (9)
C50	0.0229 (16)	0.0267 (13)	0.0214 (13)	0.0021 (11)	0.0113 (12)	0.0017 (10)
C51	0.0146 (14)	0.0243 (13)	0.0251 (14)	−0.0028 (10)	0.0048 (11)	0.0015 (10)
C52	0.0172 (14)	0.0189 (12)	0.0190 (12)	0.0017 (10)	0.0015 (11)	−0.0017 (9)
C53	0.074 (3)	0.0379 (18)	0.0369 (19)	0.0014 (18)	0.021 (2)	0.0030 (14)
C54	0.0295 (18)	0.0333 (16)	0.0341 (17)	−0.0039 (13)	0.0028 (14)	−0.0040 (12)
C55	0.042 (2)	0.0452 (19)	0.0335 (18)	0.0070 (15)	0.0047 (16)	0.0032 (14)

Geometric parameters (Å, º)

Zn1—N1	2.139 (2)	C16—H16	0.9500
Zn1—N2	2.120 (2)	C17—C18	1.380 (4)
Zn1—N3	2.136 (2)	C17—H17	0.9500
Zn1—O1	2.1507 (19)	C18—H18	0.9500
Zn1—O2	2.0860 (17)	C19—H19A	0.9800
Zn1—O3	2.2036 (18)	C19—H19B	0.9800
Zn2—N4	2.145 (2)	C20—C21	1.461 (3)
Zn2—N5	2.119 (2)	C20—H20	0.9500
Zn2—N6	2.148 (2)	C21—C22	1.408 (4)
Zn2—O4	2.1243 (17)	C21—C26	1.420 (4)
Zn2—O5	2.1043 (18)	C22—C23	1.409 (3)
Zn2—O6	2.1622 (18)	C23—C24	1.386 (4)
Cl1—O8	1.440 (2)	C23—H23	0.9500
Cl1—O9	1.443 (2)	C24—C25	1.395 (4)
Cl1—O7	1.446 (2)	C24—H24	0.9500
Cl1—O10	1.455 (2)	C25—C26	1.382 (4)
O1—C6	1.355 (3)	C25—H25	0.9500
O1—H1	1.04 (5)	C26—H26	0.9500
O2—C14	1.336 (3)	C27—C28	1.540 (3)
O2—H6	1.34 (4)	C27—H27A	0.9700
O3—C22	1.368 (3)	C27—H27B	0.9700
O3—H3	0.91 (4)	C27—H27C	0.9700
O4—C32	1.346 (3)	C28—C29	1.548 (3)
O4—H1	1.46 (5)	C28—C45	1.552 (4)
O5—C40	1.340 (3)	C28—C37	1.553 (4)
O6—C48	1.366 (3)	C29—H29A	0.9800
O6—H6	1.17 (4)	C29—H29B	0.9800
O11—C53	1.442 (5)	C30—C31	1.457 (4)
O11—H11	0.8200	C30—H30	0.9500
O12—C54	1.424 (3)	C31—C36	1.418 (4)
O12—H12	0.8200	C31—C32	1.426 (4)
O13—C55	1.404 (5)	C32—C33	1.418 (3)
O13—H13	0.8200	C33—C34	1.387 (4)
N1—C4	1.284 (3)	C33—H33	0.9500
N1—C3	1.485 (3)	C34—C35	1.399 (4)
N2—C12	1.286 (3)	C34—H34	0.9500
N2—C11	1.482 (3)	C35—C36	1.376 (4)
N3—C20	1.283 (3)	C35—H35	0.9500
N3—C19	1.493 (3)	C36—H36	0.9500
N4—C30	1.289 (3)	C37—H37B	0.9800
N4—C29	1.483 (3)	C37—H37A	0.9800
N5—C38	1.289 (3)	C38—C39	1.458 (4)
N5—C37	1.485 (3)	C38—H38	0.9500
N6—C46	1.283 (3)	C39—C44	1.420 (3)
N6—C45	1.483 (3)	C39—C40	1.424 (4)
C1—C2	1.544 (3)	C40—C41	1.419 (4)
C1—H1A	0.9700	C41—C42	1.386 (4)
C1—H1B	0.9700	C41—H41	0.9500
C1—H1C	0.9700	C42—C43	1.401 (4)
C2—C3	1.537 (3)	C42—H42	0.9500
C2—C11	1.539 (4)	C43—C44	1.380 (4)
C2—C19	1.557 (3)	C43—H43	0.9500
C3—H3A	0.9800	C44—H44	0.9500
C3—H3B	0.9800	C45—H45A	0.9800
C4—C5	1.457 (4)	C45—H45B	0.9800
C4—H4	0.9500	C46—C47	1.465 (4)
C5—C10	1.405 (4)	C46—H46	0.9500
C5—C6	1.429 (4)	C47—C52	1.415 (4)
C6—C7	1.408 (4)	C47—C48	1.416 (3)
C7—C8	1.392 (4)	C48—C49	1.403 (4)
C7—H7	0.9500	C49—C50	1.394 (4)
C8—C9	1.403 (4)	C49—H49	0.9500
C8—H8	0.9500	C50—C51	1.402 (4)
C9—C10	1.377 (4)	C50—H50	0.9500
C9—H9	0.9500	C51—C52	1.379 (4)
C10—H10	0.9500	C51—H51	0.9500
C11—H11A	0.9800	C52—H52	0.9500
C11—H11B	0.9800	C53—H53A	0.9700
C12—C13	1.461 (3)	C53—H53B	0.9700
C12—H12A	0.9500	C53—H53C	0.9700
C13—C18	1.409 (4)	C54—H54B	0.9700
C13—C14	1.432 (3)	C54—H54A	0.9700
C14—C15	1.419 (3)	C54—H54C	0.9700
C15—C16	1.398 (4)	C55—H55B	0.9700
C15—H15	0.9500	C55—H55C	0.9700
C16—C17	1.401 (4)	C55—H55A	0.9700
O2—Zn1—N2	86.68 (7)	N3—C19—C2	111.5 (2)
O2—Zn1—N3	108.07 (8)	N3—C19—H19A	109.3
N2—Zn1—N3	87.46 (9)	C2—C19—H19A	109.3
O2—Zn1—N1	164.98 (8)	N3—C19—H19B	109.3
N2—Zn1—N1	86.92 (8)	C2—C19—H19B	109.3
N3—Zn1—N1	85.20 (8)	H19A—C19—H19B	108.0
O2—Zn1—O1	85.30 (7)	N3—C20—C21	127.8 (2)
N2—Zn1—O1	108.75 (8)	N3—C20—H20	116.1
N3—Zn1—O1	159.88 (7)	C21—C20—H20	116.1
N1—Zn1—O1	83.91 (8)	C22—C21—C26	118.7 (2)
O2—Zn1—O3	86.73 (7)	C22—C21—C20	125.3 (2)
N2—Zn1—O3	165.68 (8)	C26—C21—C20	116.1 (2)
N3—Zn1—O3	82.52 (8)	O3—C22—C21	120.5 (2)
N1—Zn1—O3	102.34 (7)	O3—C22—C23	120.3 (2)
O1—Zn1—O3	83.35 (7)	C21—C22—C23	119.2 (2)
O5—Zn2—N5	86.86 (8)	C24—C23—C22	120.5 (3)
O5—Zn2—O4	87.93 (7)	C24—C23—H23	119.8
N5—Zn2—O4	107.05 (8)	C22—C23—H23	119.8
O5—Zn2—N4	168.61 (8)	C23—C24—C25	121.3 (2)
N5—Zn2—N4	86.29 (8)	C23—C24—H24	119.4
O4—Zn2—N4	85.39 (8)	C25—C24—H24	119.4
O5—Zn2—N6	102.85 (8)	C26—C25—C24	118.5 (3)
N5—Zn2—N6	85.98 (8)	C26—C25—H25	120.7
O4—Zn2—N6	163.69 (7)	C24—C25—H25	120.7
N4—Zn2—N6	85.73 (8)	C25—C26—C21	121.8 (3)
O5—Zn2—O6	86.51 (7)	C25—C26—H26	119.1
N5—Zn2—O6	166.31 (8)	C21—C26—H26	119.1
O4—Zn2—O6	84.66 (7)	C28—C27—H27A	109.5
N4—Zn2—O6	102.02 (7)	C28—C27—H27B	109.5
N6—Zn2—O6	83.84 (7)	H27A—C27—H27B	109.5
O8—Cl1—O9	109.69 (16)	C28—C27—H27C	109.5
O8—Cl1—O7	110.34 (14)	H27A—C27—H27C	109.5
O9—Cl1—O7	110.01 (15)	H27B—C27—H27C	109.5
O8—Cl1—O10	109.72 (14)	C27—C28—C29	108.1 (2)
O9—Cl1—O10	107.98 (15)	C27—C28—C45	107.9 (2)
O7—Cl1—O10	109.06 (15)	C29—C28—C45	110.5 (2)
C6—O1—Zn1	131.12 (16)	C27—C28—C37	108.3 (2)
C6—O1—H1	112 (2)	C29—C28—C37	110.6 (2)
Zn1—O1—H1	113 (3)	C45—C28—C37	111.2 (2)
C14—O2—Zn1	130.27 (14)	N4—C29—C28	111.72 (19)
C14—O2—H6	112.5 (18)	N4—C29—H29A	109.3
Zn1—O2—H6	116.8 (18)	C28—C29—H29A	109.3
C22—O3—Zn1	132.21 (15)	N4—C29—H29B	109.3
C22—O3—H3	109 (3)	C28—C29—H29B	109.3
Zn1—O3—H3	118 (3)	H29A—C29—H29B	107.9
C32—O4—Zn2	131.35 (15)	N4—C30—C31	127.6 (2)
C32—O4—H1	119.3 (18)	N4—C30—H30	116.2
Zn2—O4—H1	108.3 (18)	C31—C30—H30	116.2
C40—O5—Zn2	130.05 (17)	C36—C31—C32	119.0 (2)
C48—O6—Zn2	130.77 (15)	C36—C31—C30	116.4 (2)
C48—O6—H6	109 (2)	C32—C31—C30	124.6 (2)
Zn2—O6—H6	117 (2)	O4—C32—C33	119.9 (2)
C53—O11—H11	109.5	O4—C32—C31	122.2 (2)
C54—O12—H12	109.5	C33—C32—C31	117.9 (2)
C55—O13—H13	109.5	C34—C33—C32	121.1 (3)
C4—N1—C3	116.0 (2)	C34—C33—H33	119.4
C4—N1—Zn1	128.94 (18)	C32—C33—H33	119.4
C3—N1—Zn1	115.06 (15)	C33—C34—C35	121.1 (2)
C12—N2—C11	116.3 (2)	C33—C34—H34	119.5
C12—N2—Zn1	127.50 (17)	C35—C34—H34	119.5
C11—N2—Zn1	115.68 (16)	C36—C35—C34	118.7 (3)
C20—N3—C19	115.5 (2)	C36—C35—H35	120.6
C20—N3—Zn1	130.50 (17)	C34—C35—H35	120.6
C19—N3—Zn1	113.80 (16)	C35—C36—C31	122.1 (3)
C30—N4—C29	116.4 (2)	C35—C36—H36	118.9
C30—N4—Zn2	127.61 (17)	C31—C36—H36	118.9
C29—N4—Zn2	114.97 (16)	N5—C37—C28	111.2 (2)
C38—N5—C37	116.3 (2)	N5—C37—H37B	109.4
C38—N5—Zn2	127.30 (19)	C28—C37—H37B	109.4
C37—N5—Zn2	115.34 (15)	N5—C37—H37A	109.4
C46—N6—C45	116.0 (2)	C28—C37—H37A	109.4
C46—N6—Zn2	129.02 (17)	H37B—C37—H37A	108.0
C45—N6—Zn2	114.63 (16)	N5—C38—C39	126.8 (2)
C2—C1—H1A	109.5	N5—C38—H38	116.6
C2—C1—H1B	109.5	C39—C38—H38	116.6
H1A—C1—H1B	109.5	C44—C39—C40	119.1 (2)
C2—C1—H1C	109.5	C44—C39—C38	115.6 (2)
H1A—C1—H1C	109.5	C40—C39—C38	125.2 (2)
H1B—C1—H1C	109.5	O5—C40—C41	119.7 (2)
C3—C2—C11	111.0 (2)	O5—C40—C39	122.5 (2)
C3—C2—C1	107.8 (2)	C41—C40—C39	117.8 (2)
C11—C2—C1	108.2 (2)	C42—C41—C40	121.5 (3)
C3—C2—C19	111.5 (2)	C42—C41—H41	119.2
C11—C2—C19	110.9 (2)	C40—C41—H41	119.2
C1—C2—C19	107.3 (2)	C41—C42—C43	120.5 (3)
N1—C3—C2	112.7 (2)	C41—C42—H42	119.7
N1—C3—H3A	109.0	C43—C42—H42	119.7
C2—C3—H3A	109.0	C44—C43—C42	119.2 (2)
N1—C3—H3B	109.0	C44—C43—H43	120.4
C2—C3—H3B	109.0	C42—C43—H43	120.4
H3A—C3—H3B	107.8	C43—C44—C39	121.7 (3)
N1—C4—C5	127.7 (2)	C43—C44—H44	119.2
N1—C4—H4	116.2	C39—C44—H44	119.2
C5—C4—H4	116.2	N6—C45—C28	111.9 (2)
C10—C5—C6	118.8 (2)	N6—C45—H45A	109.2
C10—C5—C4	116.7 (2)	C28—C45—H45A	109.2
C6—C5—C4	124.4 (2)	N6—C45—H45B	109.2
O1—C6—C7	120.4 (2)	C28—C45—H45B	109.2
O1—C6—C5	121.3 (2)	H45A—C45—H45B	107.9
C7—C6—C5	118.3 (2)	N6—C46—C47	127.1 (2)
C8—C7—C6	121.4 (3)	N6—C46—H46	116.4
C8—C7—H7	119.3	C47—C46—H46	116.4
C6—C7—H7	119.3	C52—C47—C48	118.7 (2)
C7—C8—C9	120.1 (3)	C52—C47—C46	116.1 (2)
C7—C8—H8	120.0	C48—C47—C46	125.2 (2)
C9—C8—H8	120.0	O6—C48—C49	119.9 (2)
C10—C9—C8	119.3 (2)	O6—C48—C47	121.0 (2)
C10—C9—H9	120.4	C49—C48—C47	119.1 (2)
C8—C9—H9	120.4	C50—C49—C48	120.8 (2)
C9—C10—C5	122.1 (3)	C50—C49—H49	119.6
C9—C10—H10	119.0	C48—C49—H49	119.6
C5—C10—H10	119.0	C49—C50—C51	120.3 (3)
N2—C11—C2	111.7 (2)	C49—C50—H50	119.8
N2—C11—H11A	109.3	C51—C50—H50	119.8
C2—C11—H11A	109.3	C52—C51—C50	119.3 (3)
N2—C11—H11B	109.3	C52—C51—H51	120.4
C2—C11—H11B	109.3	C50—C51—H51	120.4
H11A—C11—H11B	107.9	C51—C52—C47	121.7 (2)
N2—C12—C13	126.9 (2)	C51—C52—H52	119.2
N2—C12—H12A	116.5	C47—C52—H52	119.2
C13—C12—H12A	116.5	O11—C53—H53A	109.5
C18—C13—C14	119.4 (2)	O11—C53—H53B	109.5
C18—C13—C12	116.5 (2)	H53A—C53—H53B	109.5
C14—C13—C12	124.1 (2)	O11—C53—H53C	109.5
O2—C14—C15	119.9 (2)	H53A—C53—H53C	109.5
O2—C14—C13	122.9 (2)	H53B—C53—H53C	109.5
C15—C14—C13	117.2 (2)	O12—C54—H54B	109.5
C16—C15—C14	121.7 (2)	O12—C54—H54A	109.5
C16—C15—H15	119.1	H54B—C54—H54A	109.5
C14—C15—H15	119.1	O12—C54—H54C	109.5
C15—C16—C17	120.5 (2)	H54B—C54—H54C	109.5
C15—C16—H16	119.8	H54A—C54—H54C	109.5
C17—C16—H16	119.8	O13—C55—H55B	109.5
C18—C17—C16	118.7 (2)	O13—C55—H55C	109.5
C18—C17—H17	120.7	H55B—C55—H55C	109.5
C16—C17—H17	120.7	O13—C55—H55A	109.5
C17—C18—C13	122.5 (2)	H55B—C55—H55A	109.5
C17—C18—H18	118.7	H55C—C55—H55A	109.5
C13—C18—H18	118.7
O2—Zn1—O1—C6	−172.5 (2)	C4—C5—C10—C9	179.0 (3)
N2—Zn1—O1—C6	102.6 (2)	C12—N2—C11—C2	137.8 (2)
N3—Zn1—O1—C6	−39.6 (3)	Zn1—N2—C11—C2	−34.6 (3)
N1—Zn1—O1—C6	17.9 (2)	C3—C2—C11—N2	83.8 (2)
O3—Zn1—O1—C6	−85.3 (2)	C1—C2—C11—N2	−158.1 (2)
N2—Zn1—O2—C14	11.9 (2)	C19—C2—C11—N2	−40.7 (3)
N3—Zn1—O2—C14	98.1 (2)	C11—N2—C12—C13	−178.9 (2)
N1—Zn1—O2—C14	−53.1 (4)	Zn1—N2—C12—C13	−7.5 (4)
O1—Zn1—O2—C14	−97.3 (2)	N2—C12—C13—C18	−170.0 (3)
O3—Zn1—O2—C14	179.2 (2)	N2—C12—C13—C14	9.9 (4)
O2—Zn1—O3—C22	−97.0 (2)	Zn1—O2—C14—C15	167.30 (17)
N2—Zn1—O3—C22	−34.3 (4)	Zn1—O2—C14—C13	−13.0 (4)
N3—Zn1—O3—C22	11.7 (2)	C18—C13—C14—O2	−179.2 (2)
N1—Zn1—O3—C22	95.1 (2)	C12—C13—C14—O2	0.9 (4)
O1—Zn1—O3—C22	177.3 (2)	C18—C13—C14—C15	0.5 (4)
O5—Zn2—O4—C32	178.5 (2)	C12—C13—C14—C15	−179.4 (2)
N5—Zn2—O4—C32	92.4 (2)	O2—C14—C15—C16	−179.7 (2)
N4—Zn2—O4—C32	7.7 (2)	C13—C14—C15—C16	0.6 (4)
N6—Zn2—O4—C32	−49.5 (4)	C14—C15—C16—C17	−0.6 (4)
O6—Zn2—O4—C32	−94.9 (2)	C15—C16—C17—C18	−0.5 (4)
N5—Zn2—O5—C40	9.4 (2)	C16—C17—C18—C13	1.6 (4)
O4—Zn2—O5—C40	−97.8 (2)	C14—C13—C18—C17	−1.6 (4)
N4—Zn2—O5—C40	−43.7 (5)	C12—C13—C18—C17	178.3 (2)
N6—Zn2—O5—C40	94.6 (2)	C20—N3—C19—C2	137.3 (2)
O6—Zn2—O5—C40	177.4 (2)	Zn1—N3—C19—C2	−38.1 (2)
O5—Zn2—O6—C48	−84.9 (2)	C3—C2—C19—N3	−38.5 (3)
N5—Zn2—O6—C48	−23.7 (4)	C11—C2—C19—N3	85.7 (3)
O4—Zn2—O6—C48	−173.1 (2)	C1—C2—C19—N3	−156.3 (2)
N4—Zn2—O6—C48	102.7 (2)	C19—N3—C20—C21	−175.8 (2)
N6—Zn2—O6—C48	18.4 (2)	Zn1—N3—C20—C21	−1.4 (4)
O2—Zn1—N1—C4	−53.3 (4)	N3—C20—C21—C22	7.0 (4)
N2—Zn1—N1—C4	−118.2 (2)	N3—C20—C21—C26	−173.8 (2)
N3—Zn1—N1—C4	154.1 (2)	Zn1—O3—C22—C21	−10.5 (3)
O1—Zn1—N1—C4	−9.0 (2)	Zn1—O3—C22—C23	169.13 (16)
O3—Zn1—N1—C4	72.8 (2)	C26—C21—C22—O3	−179.9 (2)
O2—Zn1—N1—C3	124.9 (3)	C20—C21—C22—O3	−0.7 (4)
N2—Zn1—N1—C3	60.01 (18)	C26—C21—C22—C23	0.5 (3)
N3—Zn1—N1—C3	−27.70 (18)	C20—C21—C22—C23	179.6 (2)
O1—Zn1—N1—C3	169.25 (18)	O3—C22—C23—C24	−178.3 (2)
O3—Zn1—N1—C3	−108.95 (18)	C21—C22—C23—C24	1.4 (4)
O2—Zn1—N2—C12	−1.7 (2)	C22—C23—C24—C25	−1.9 (4)
N3—Zn1—N2—C12	−110.0 (2)	C23—C24—C25—C26	0.5 (4)
N1—Zn1—N2—C12	164.7 (2)	C24—C25—C26—C21	1.4 (4)
O1—Zn1—N2—C12	82.2 (2)	C22—C21—C26—C25	−1.9 (4)
O3—Zn1—N2—C12	−64.4 (4)	C20—C21—C26—C25	178.9 (2)
O2—Zn1—N2—C11	169.71 (18)	C30—N4—C29—C28	132.9 (2)
N3—Zn1—N2—C11	61.43 (18)	Zn2—N4—C29—C28	−36.3 (3)
N1—Zn1—N2—C11	−23.89 (18)	C27—C28—C29—N4	−157.6 (2)
O1—Zn1—N2—C11	−106.39 (18)	C45—C28—C29—N4	84.5 (3)
O3—Zn1—N2—C11	107.0 (3)	C37—C28—C29—N4	−39.1 (3)
O2—Zn1—N3—C20	78.6 (2)	C29—N4—C30—C31	−178.4 (2)
N2—Zn1—N3—C20	164.3 (2)	Zn2—N4—C30—C31	−10.9 (4)
N1—Zn1—N3—C20	−108.6 (2)	N4—C30—C31—C36	−169.1 (3)
O1—Zn1—N3—C20	−51.2 (3)	N4—C30—C31—C32	10.9 (4)
O3—Zn1—N3—C20	−5.5 (2)	Zn2—O4—C32—C33	170.30 (17)
O2—Zn1—N3—C19	−106.91 (16)	Zn2—O4—C32—C31	−9.5 (4)
N2—Zn1—N3—C19	−21.24 (16)	C36—C31—C32—O4	179.9 (2)
N1—Zn1—N3—C19	65.88 (16)	C30—C31—C32—O4	−0.1 (4)
O1—Zn1—N3—C19	123.3 (2)	C36—C31—C32—C33	0.1 (4)
O3—Zn1—N3—C19	169.02 (16)	C30—C31—C32—C33	−179.9 (2)
O5—Zn2—N4—C30	−52.0 (5)	O4—C32—C33—C34	−179.6 (2)
N5—Zn2—N4—C30	−105.1 (2)	C31—C32—C33—C34	0.2 (4)
O4—Zn2—N4—C30	2.3 (2)	C32—C33—C34—C35	−0.1 (4)
N6—Zn2—N4—C30	168.6 (2)	C33—C34—C35—C36	−0.2 (5)
O6—Zn2—N4—C30	85.9 (2)	C34—C35—C36—C31	0.5 (5)
O5—Zn2—N4—C29	115.7 (4)	C32—C31—C36—C35	−0.4 (4)
N5—Zn2—N4—C29	62.58 (17)	C30—C31—C36—C35	179.5 (3)
O4—Zn2—N4—C29	170.04 (17)	C38—N5—C37—C28	131.3 (2)
N6—Zn2—N4—C29	−23.66 (17)	Zn2—N5—C37—C28	−37.9 (3)
O6—Zn2—N4—C29	−106.43 (17)	C27—C28—C37—N5	−156.8 (2)
O5—Zn2—N5—C38	−0.6 (2)	C29—C28—C37—N5	84.8 (3)
O4—Zn2—N5—C38	86.3 (2)	C45—C28—C37—N5	−38.4 (3)
N4—Zn2—N5—C38	170.3 (2)	C37—N5—C38—C39	−176.0 (2)
N6—Zn2—N5—C38	−103.7 (2)	Zn2—N5—C38—C39	−8.4 (4)
O6—Zn2—N5—C38	−61.7 (4)	N5—C38—C39—C44	−169.1 (3)
O5—Zn2—N5—C37	167.21 (18)	N5—C38—C39—C40	11.3 (4)
O4—Zn2—N5—C37	−105.92 (18)	Zn2—O5—C40—C41	170.65 (17)
N4—Zn2—N5—C37	−21.89 (18)	Zn2—O5—C40—C39	−9.5 (4)
N6—Zn2—N5—C37	64.08 (18)	C44—C39—C40—O5	178.6 (2)
O6—Zn2—N5—C37	106.1 (3)	C38—C39—C40—O5	−1.7 (4)
O5—Zn2—N6—C46	77.6 (2)	C44—C39—C40—C41	−1.5 (4)
N5—Zn2—N6—C46	163.4 (2)	C38—C39—C40—C41	178.2 (2)
O4—Zn2—N6—C46	−52.8 (4)	O5—C40—C41—C42	−176.9 (2)
N4—Zn2—N6—C46	−110.0 (2)	C39—C40—C41—C42	3.2 (4)
O6—Zn2—N6—C46	−7.4 (2)	C40—C41—C42—C43	−1.8 (4)
O5—Zn2—N6—C45	−109.06 (16)	C41—C42—C43—C44	−1.4 (5)
N5—Zn2—N6—C45	−23.21 (16)	C42—C43—C44—C39	3.2 (5)
O4—Zn2—N6—C45	120.5 (3)	C40—C39—C44—C43	−1.7 (4)
N4—Zn2—N6—C45	63.36 (16)	C38—C39—C44—C43	178.6 (3)
O6—Zn2—N6—C45	165.96 (17)	C46—N6—C45—C28	137.8 (2)
C4—N1—C3—C2	146.5 (2)	Zn2—N6—C45—C28	−36.4 (2)
Zn1—N1—C3—C2	−32.0 (3)	C27—C28—C45—N6	−157.8 (2)
C11—C2—C3—N1	−42.6 (3)	C29—C28—C45—N6	−39.7 (3)
C1—C2—C3—N1	−161.0 (2)	C37—C28—C45—N6	83.6 (2)
C19—C2—C3—N1	81.5 (3)	C45—N6—C46—C47	−177.8 (2)
C3—N1—C4—C5	−179.5 (3)	Zn2—N6—C46—C47	−4.5 (4)
Zn1—N1—C4—C5	−1.3 (4)	N6—C46—C47—C52	−168.2 (2)
N1—C4—C5—C10	−171.5 (3)	N6—C46—C47—C48	12.4 (4)
N1—C4—C5—C6	9.8 (5)	Zn2—O6—C48—C49	163.31 (17)
Zn1—O1—C6—C7	163.65 (18)	Zn2—O6—C48—C47	−17.1 (3)
Zn1—O1—C6—C5	−16.1 (3)	C52—C47—C48—O6	179.6 (2)
C10—C5—C6—O1	−179.4 (2)	C46—C47—C48—O6	−1.1 (4)
C4—C5—C6—O1	−0.7 (4)	C52—C47—C48—C49	−0.8 (3)
C10—C5—C6—C7	0.8 (4)	C46—C47—C48—C49	178.5 (2)
C4—C5—C6—C7	179.5 (3)	O6—C48—C49—C50	−178.8 (2)
O1—C6—C7—C8	−179.2 (2)	C47—C48—C49—C50	1.7 (4)
C5—C6—C7—C8	0.6 (4)	C48—C49—C50—C51	−1.0 (4)
C6—C7—C8—C9	−0.8 (4)	C49—C50—C51—C52	−0.4 (4)
C7—C8—C9—C10	−0.6 (4)	C50—C51—C52—C47	1.3 (4)
C8—C9—C10—C5	2.0 (5)	C48—C47—C52—C51	−0.7 (4)
C6—C5—C10—C9	−2.2 (4)	C46—C47—C52—C51	180.0 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O4	1.04 (4)	1.46 (5)	2.494 (3)	168 (5)
O3—H3···O5	0.92 (4)	1.60 (4)	2.513 (3)	175 (4)
O6—H6···O2	1.17 (4)	1.34 (4)	2.499 (2)	175 (4)
O11—H11···O12	0.82	2.01	2.830 (4)	173
O12—H12···O13	0.82	1.93	2.738 (4)	169
O13—H13···O10	0.82	2.00	2.746 (3)	151
C1—H1A···O7^i	0.97	2.57	3.502 (4)	161
C7—H7···O4	0.95	2.55	3.200 (3)	126
C15—H15···O6	0.95	2.57	3.225 (3)	126
C23—H23···O5	0.95	2.55	3.207 (4)	126
C38—H38···O12	0.95	2.56	3.460 (4)	159
C46—H46···O8^ii	0.95	2.56	3.365 (3)	143
C49—H49···O2	0.95	2.54	3.199 (3)	126

Symmetry codes: (i) x, y, z−1; (ii) −x+3/2, y+1/2, −z+3/2.