Hepta­aqua­tetra-μ₃-hydroxy-hexa-μ₂-L-leucine-(L-leucine)­tetraytterbium(III) tetrachlorozinc(II) tri­chloro­hydroxyzinc(II) tetrachloride octahydrate

The title bimetallic compound, [Yb₄(μ₃-OH)₄(C₆H₁₃NO₂)₇(H₂O)₇][ZnCl₄][ZnCl₃(OH)]Cl₄·8H₂O, was synthesized at near physiological pH (6.0). The compound exhibits some novel structural features, including an asymmetric [Yb₄(μ₃-OH)₄(L-leucine)₇(H₂O)₇]⁸⁺ complex cation in which four OH groups act as bridging ligands, linking four Yb³⁺ cations into a Yb₄O₄ structural unit. Each pair of adjacent Yb³⁺ ions is further bridged by one carboxy group from a leucine ligand. Water mol­ecules and a monodentate leucine ligand also coordinate to Yb³⁺ ions, completing their eight-coordinate square-antiprismatic coordination. The Yb₄(μ₃-OH)₄(L-leu­cine)₇(H₂O)₇]⁸⁺ cation, the [ZnCl₄]²⁻, [ZnCl₃OH]²⁻ and Cl⁻ anions, and the lattice water mol­ecules are linked via hydrogen bonds.

S1. Comment

Because lanthanides are widely used, for example, as spectroscopic probes in studies of biological systems and as microfertilizers in Chinese agriculture, more and more rare earth compounds are entering into the environment and human body via the food chain and other routes (Brittain et al., 1976; Evans, 1990; Ni, 1995), and therefore many investigations have been undertaken into the biological effects of lanthanides. As a biological trace metal, zinc is an essential component of many proteins, playing important structural and catalytical roles (Karlin et al., 1991; Berg et al., 1996; Karlin et al., 1997). Potential effects of lanthanide ions on biological systems are related to the interactions of lanthanide ions with biological trace metal ions and biological ligands, such as amino acids. Therefore, the study of the coordination chemistry of lanthanide ions, biological trace metal ions and amino acids has implications for the biochemistry of lanthanides. Much effort has already been expended on studying ?the structures and properties of metal? complexes of amino acids (Dalosto et al., 1999). In recent years, some lanthanide complexes with amino acids have been synthesized at near physiological pH (6.0–6.5), by controlling the hydrolysis or alcoholysis of metal ions with the aid of supporting ligands and auxiliary ligands (Blake et al.,1994; Abbati et al., 1998; Wang et al., 1999; Ma et al., 2000; Wang et al., 2001; Wang et al., 2002). However, studies of bimetallic compounds of lanthanide ions and biological trace metal ions with amino acids have rarely been reported. In the present work, we describe the synthesis, at near physiological pH, of the bimetallic title compound, (I), assembled via hydrogen bonding and containing Yb³⁺, Zn²⁺, L-leucine and Cl⁻ ions and water molecules. The crystal structure of (I) is has been studied by X-ray diffraction analysis for the first time, showing that this compound has a novel and complex structure.

Compound (I) is composed of a discrete tetranuclear cation, [Yb₄(µ₃-OH)₄(Leu)₇(H₂O)₇]⁸⁺, [ZnCl₄]²⁻, [ZnCl₃OH]²⁻ and Cl⁻ anions, and lattice water molecules, none of which exhibit crystallographically imposed symmetry, (Fig. 1). The tetranuclear cation contains a Yb₄O₄ structural unit that can be regarded as a distorted cube, in which O atoms from four bridging OH⁻ groups are also considered as vertices of the polyhedron. Each Yb₃ triangular face is capped by a triply bridging hydroxy ligand, with Yb—O bond lengths in the range 2.232 (13)–2.377 (12) Å. Each pair of adjacent Yb³⁺ ions is also bridged by one carboxy group of a leucine ligand [mean Yb—O_carboxyl = 2.292 Å]. In this case, all Yb³⁺ ions are eight-coordinate square antiprismatic, and eight-coordinate rare earth ions are common (Ni, 1995). Of these, atoms Yb1, Yb2 and Yb4 are each surrounded by three OH⁻ groups, three carboxy O atoms and two water molecules. In contrast, atom Yb3 is surrounded by three OH⁻ groups, four carboxy O atoms and one water molecule.

The seven leucine ligands exhibit two different bonding modes with respect to the Yb³⁺ ions Among them, six leucine molecules are bidentate ligands and one is a monodentate ligand. The Yb3—O_carboxy (the O atom is from the monodentate leucine molecule) bond length [2.470 (10) Å] is approximately equal to the mean Yb—OW bond length [2.460 (4) Å], and therefore the monodentate leucine molecule bound to atom Yb3 can be considered to have replaced a water ligand. As a leucine molecule is larger than a water molecule, the steric effect introduces asymmetry into the structure. For example, the Yb1···Yb3, Yb2···Yb3 and Yb3.·Yb4 distances [3.8035 (15), 3.6882 (15) and 3.6905 (15) Å, respectively] are longer than those between other Yb³⁺ ions [3.6414 (14)–3.6875 (15) Å]. Since the tetrameric cation is based on a Yb₄ trigonal pyramid, this unit is also an irregular tetrahedron. Similar Ln₄(–OH)₄ core motifs have been reported (Wang et al., 1999; Ma et al., 2000; Wang et al., 2001; Wang et al., 2002). However, the bonding modes of amino acid ligands and the geometry of the Ln₄O₄ core motif are different from those of Yb₄O₄. Thus the Yb₄O₄ unit exhibits some novel characteristics and is the first example of a Yb₄O₄ cluster (Ni, 1995). Nevertheless, the [Ln₄(–OH)₄]⁸⁺ cluster core appears to be a stable structural entity and can be expected to serve as a building block for more complex structures.

AUTHOR: Please provide missing standard uncertainties (?) on the distances and identify OW? in the following paragraph: Compound 1 is assembled via hydrogen bonding (Fig. 2 and Table 2). Zinc forms two tetrahedral complex anions, namely [ZnCl₄]²⁻ and [ZnCl₃OH]²⁻, with Cl⁻ and OH⁻, which respectively provide four and three hydrogen-bond acceptors. In addition to both coordinated and lattice water molecules, Cl⁻ ions are involved in forming hydrogen bonds. As the leucine molecules exist in zwitterionic form, with the amino groups protonated and the carboxy groups deprotonated, each protonated amino group has three H-atom donors available to form hydrogen bonds. Two Cl atoms from the [ZnCl₃OH]²⁻ ion form hydrogen bonds with two amino groups [N···Cl = 2.363(?)–2.879(?) Å], while the third forms a hydrogen bond with a coordinated water molecule [OW?···Cl = 2.951(?) Å]; the OH⁻ group does not participate in hydrogen bonding. Three of the Cl atoms of the [ZnCl₄]²⁻ ione form hydrogen bonds with an amino group [N···Cl = 2.451(?)–2.779(?) Å] and one forms a weaker hydrogen bond with a coordinated water molecule [OW?···Cl = 3.258(?) Å]. Both free Cl⁻ ions and lattice water molecules form hydrogen bonds with amino groups, and lattice water molecules also form hydrogen bonds with free Cl⁻ ions. In the crystal, the [ZnCl₄]²⁻, [ZnCl₃OH]²⁻ and Cl⁻ ions and lattice water molecules occupy cavities between the [Yb₄(µ₃-OH)₄(Leu)₇(H₂O)₇]⁸⁺ cations. Hydrogen bonds direct the associations of host and guest units into a three-dimensional network.

S2. Experimental

AUTHOR: Please give amounts of reagents in both grams and mmol: YbCl₃ (?.??? g, ?.?? mmol), ZnCl₂ (?.??? g, ?.?? mmol) and L-leucine (?.??? g, ?.?? mmol) were mixed in aqueous solution. The pH of the resulting solution was adjusted to about 6.0 by slow addition of 0.1 M NaOH (?? ml), with heating and stirring. The precipitate formed by partial hydrolysis of YbCl₃ was filtered off and the filtrate was concentrated by slow evaporation at room temperature, yielding colorless prismatic crystals (yield 60% based on L-leucine) after several weeks.

S3. Refinement

Atom Cl3 is equally disordered over two positions. H atoms of amino acids were placed at calculated positions, but water H atoms were not located. H atoms were treated using a riding model, with N—H distances of 0.89 Å, and C—H distances of 0.96, 0.97 and 0.98 Å for methine, methylene and methyl groups, respectively [U_iso(H) = 1.2U_eq(C, N)]. AUTHOR: Please check the distance constraints above.

Computing details

Data collection: XSCANS (Siemens, 1994); cell refinement: XSCANS; data reduction: SHELXTL (Siemens, 1994); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Figures

	Fig. 1. A view of the structure of (I), showing the atom-numbering schme. Displacement ellipsoids are drawn at the ??% probability level. AUTHOR: Please provide a good ellipsoid plot and state the ellipsoid probability level in this caption.
	Fig. 2. Arrangement of the structural components of (I) in the unit cell; the [ZnCl4]^2−, [ZnCl3OH]^2− and Cl^− ions and the lattice water molecules occupy cavities between the [Yb4(µ3-OH)4(Leu)7(H2O)7]^8+ cations.

Heptaaquatetra-µ₃-hydroxy-hexa-µ₂-L-leucine-(L-leucine)tetraytterbium(III) tetrachloratezinc(II) trichlorohydroxyzinc(II) tetrachloride octahydrate

Crystal data

[Yb4(OH)4(C6H13NO2)7(H2O)7][ZnCl4][ZnCl3(OH)]Cl4·8H2O	F(000) = 4904
Mr = 2486.35	Dx = 1.766 Mg m^−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P2ac2ab	Cell parameters from 32 reflections
a = 18.171 (4) Å	θ = 5.2–11.4°
b = 22.130 (5) Å	µ = 4.85 mm^−1
c = 23.251 (7) Å	T = 293 K
V = 9349 (4) Å^3	Square prism, colorless
Z = 4	0.50 × 0.42 × 0.38 mm

Data collection

Siemens P4 diffractometer	5857 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.025
Graphite monochromator	θmax = 25.0°, θmin = 1.7°
ω scans	h = −1→21
Absorption correction: ψ scan (SHELXTL; Siemens, 1994)	k = −1→26
Tmin = 0.440, Tmax = 0.586	l = −1→27
10699 measured reflections	3 standard reflections every 197 reflections
10247 independent reflections	intensity decay: none

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.053	H-atom parameters constrained
wR(F^2) = 0.100	w = 1/[σ^2(Fo^2) + (0.01P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.06	(Δ/σ)max = 0.014
10247 reflections	Δρmax = 1.08 e Å^−3
669 parameters	Δρmin = −0.93 e Å^−3
277 restraints	Absolute structure: Flack (1983)
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.013 (15) − 385 Friedel pairs

Special details

Experimental. ? # Insert any comments here.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Yb1	0.60282 (5)	0.06415 (4)	0.84988 (4)	0.0397 (2)
Yb2	0.73087 (6)	−0.06189 (4)	0.86088 (3)	0.0403 (3)
Yb3	0.72475 (6)	0.02109 (4)	0.72339 (3)	0.0422 (3)
Yb4	0.80233 (6)	0.09383 (4)	0.85272 (4)	0.0479 (3)
Zn1	0.4903 (2)	0.26789 (14)	0.72851 (15)	0.1077 (14)
Zn2	0.45116 (18)	0.18542 (14)	1.03341 (11)	0.0698 (10)
Cl1	0.4376 (4)	0.2233 (3)	0.8035 (3)	0.102 (3)
Cl2	0.4717 (5)	0.3685 (3)	0.7370 (3)	0.098 (3)
Cl3	0.4802 (8)	0.2337 (7)	0.6393 (7)	0.102 (5)*	0.50
Cl3'	0.3892 (9)	0.2429 (6)	0.6594 (6)	0.102 (5)*	0.50
O19	0.6131 (8)	0.2482 (6)	0.7422 (6)	0.072 (5)*
Cl4	0.4349 (3)	0.0846 (3)	1.0100 (2)	0.0709 (19)
Cl5	0.4154 (5)	0.2015 (3)	1.1225 (3)	0.095 (3)
Cl6	0.5771 (4)	0.1965 (3)	1.0250 (3)	0.090 (2)
Cl7	0.3989 (6)	0.2509 (4)	0.9716 (4)	0.149 (4)
Cl8	1.1058 (5)	−0.2005 (4)	0.9553 (3)	0.125 (3)
Cl9	0.6110 (4)	−0.0851 (3)	1.0549 (2)	0.082 (2)
Cl10	0.6372 (5)	0.1305 (4)	0.5330 (3)	0.122 (3)
Cl11	0.9186 (5)	0.0399 (4)	1.0520 (3)	0.125 (3)
O1	0.6466 (7)	−0.0169 (5)	0.7969 (4)	0.039 (3)
O2	0.7132 (7)	0.0376 (5)	0.8922 (5)	0.039 (4)
O3	0.7009 (7)	0.0954 (5)	0.7925 (4)	0.038 (3)
O4	0.7969 (7)	0.0044 (5)	0.8029 (4)	0.040 (4)
OW1	0.4801 (7)	0.1025 (6)	0.8694 (5)	0.051 (4)
OW2	0.5930 (8)	0.0724 (6)	0.9569 (5)	0.062 (5)
OW3	0.7524 (8)	−0.1666 (6)	0.8844 (5)	0.065 (5)
OW4	0.7332 (8)	−0.0615 (6)	0.9674 (4)	0.064 (4)
OW5	0.7243 (8)	0.0217 (6)	0.6172 (4)	0.058 (4)
OW6	0.9035 (9)	0.1518 (6)	0.8782 (6)	0.074 (5)
OW7	0.7996 (8)	0.1094 (6)	0.9656 (5)	0.060 (4)
OW8	0.9093 (11)	−0.1681 (8)	0.8229 (9)	0.135 (9)
OW9	0.7213 (9)	0.0954 (6)	1.0749 (5)	0.071 (5)
OW10	0.9949 (12)	0.1366 (10)	0.9668 (9)	0.153 (9)*
OW11	0.7378 (12)	−0.2320 (10)	0.9832 (9)	0.164 (9)*
OW12	0.6913 (14)	0.2234 (10)	0.6198 (9)	0.179 (10)*
OW13	0.4438 (14)	−0.2491 (11)	1.0119 (11)	0.174 (10)*
OW14	0.3732 (11)	0.1286 (9)	0.5691 (8)	0.135 (8)*
OW15	0.4922 (12)	0.3737 (10)	0.8714 (9)	0.153 (9)*
N1	0.5309 (10)	−0.1631 (7)	0.9537 (8)	0.092 (8)
H1A	0.5196	−0.1599	0.9908	0.092*
H1B	0.5795	−0.1611	0.9494	0.092*
H1C	0.5147	−0.1984	0.9403	0.092*
O5	0.5362 (8)	−0.0164 (6)	0.8837 (6)	0.064 (5)
O6	0.6173 (8)	−0.0892 (6)	0.8963 (6)	0.069 (5)
C1	0.5552 (11)	−0.0691 (9)	0.8975 (12)	0.098 (4)
C2	0.4947 (10)	−0.1117 (9)	0.9204 (10)	0.098 (4)
H2	0.4692	−0.1292	0.8872	0.098*
C3	0.4389 (9)	−0.0799 (10)	0.9567 (9)	0.098 (4)
H3A	0.4595	−0.0740	0.9948	0.098*
H3B	0.4301	−0.0402	0.9403	0.098*
C4	0.3670 (10)	−0.1118 (11)	0.9624 (9)	0.098 (4)
H4	0.3761	−0.1529	0.9764	0.098*
C5	0.3222 (11)	−0.1154 (11)	0.9068 (8)	0.098 (4)
H5A	0.2790	−0.0908	0.9104	0.098*
H5B	0.3080	−0.1566	0.9000	0.098*
H5C	0.3516	−0.1012	0.8753	0.098*
C6	0.3178 (11)	−0.0784 (12)	1.0064 (9)	0.098 (4)
H6A	0.3447	−0.0444	1.0236	0.098*
H6B	0.3030	−0.1049	1.0361	0.098*
H6C	0.2750	−0.0617	0.9874	0.098*
N2	0.5082 (10)	0.0811 (9)	0.6172 (7)	0.090 (7)
H2A	0.5360	0.1139	0.6129	0.090*
H2B	0.4704	0.0827	0.5929	0.090*
H2C	0.5350	0.0483	0.6100	0.090*
O7	0.5416 (8)	0.0799 (6)	0.7675 (5)	0.056 (5)
O8	0.6095 (7)	0.0510 (7)	0.6922 (5)	0.051 (4)
C7	0.5531 (17)	0.0697 (15)	0.7147 (13)	0.101 (4)
C8	0.4789 (15)	0.0783 (14)	0.6799 (12)	0.101 (4)
H8	0.4534	0.1157	0.6908	0.101*
C9	0.4301 (13)	0.0247 (12)	0.6851 (11)	0.101 (4)
H9A	0.3946	0.0251	0.6540	0.101*
H9B	0.4594	−0.0117	0.6814	0.101*
C10	0.3905 (13)	0.0238 (11)	0.7410 (12)	0.101 (4)
H10	0.4252	0.0237	0.7733	0.101*
C11	0.3429 (12)	−0.0298 (10)	0.7425 (11)	0.101 (4)
H11A	0.3232	−0.0347	0.7805	0.101*
H11B	0.3711	−0.0649	0.7324	0.101*
H11C	0.3033	−0.0249	0.7156	0.101*
C12	0.3389 (12)	0.0762 (10)	0.7450 (11)	0.101 (4)
H12A	0.3098	0.0784	0.7105	0.101*
H12B	0.3666	0.1129	0.7493	0.101*
H12C	0.3071	0.0710	0.7776	0.101*
N3	0.5801 (9)	0.2677 (7)	0.8942 (7)	0.079 (5)
H3C	0.5600	0.2326	0.8841	0.079*
H3D	0.5619	0.2970	0.8721	0.079*
H3E	0.5697	0.2754	0.9309	0.079*
O9	0.6252 (8)	0.1607 (6)	0.8742 (5)	0.068 (5)
O10	0.7439 (8)	0.1830 (6)	0.8723 (6)	0.065 (5)
C13	0.6797 (11)	0.1950 (8)	0.8795 (13)	0.107 (5)
C14	0.6623 (11)	0.2644 (8)	0.8865 (10)	0.107 (5)
H14	0.6767	0.2862	0.8515	0.107*
C15	0.7023 (13)	0.2900 (7)	0.9374 (9)	0.107 (5)
H15A	0.7546	0.2872	0.9292	0.107*
H15B	0.6926	0.2636	0.9698	0.107*
C16	0.6870 (13)	0.3546 (8)	0.9572 (8)	0.107 (5)
H16	0.6340	0.3618	0.9611	0.107*
C17	0.7273 (14)	0.3688 (9)	1.0134 (8)	0.107 (5)
H17A	0.7750	0.3851	1.0049	0.107*
H17B	0.7326	0.3325	1.0356	0.107*
H17C	0.6994	0.3979	1.0351	0.107*
C18	0.7214 (14)	0.3986 (8)	0.9137 (8)	0.107 (5)
H18A	0.7734	0.4015	0.9204	0.107*
H18B	0.6994	0.4378	0.9181	0.107*
H18C	0.7128	0.3841	0.8753	0.107*
N4	0.6820 (9)	−0.1747 (7)	0.6411 (6)	0.074 (6)
H4A	0.7044	−0.1444	0.6230	0.074*
H4B	0.6349	−0.1653	0.6466	0.074*
H4C	0.6851	−0.2081	0.6199	0.074*
O11	0.7406 (9)	−0.1224 (5)	0.7783 (5)	0.063 (5)
O12	0.7041 (8)	−0.0766 (5)	0.7000 (4)	0.045 (4)
C19	0.7193 (16)	−0.1206 (8)	0.7267 (8)	0.106 (4)
C20	0.7182 (12)	−0.1851 (8)	0.6980 (8)	0.106 (4)
H20	0.6893	−0.2134	0.7213	0.106*
C21	0.7970 (11)	−0.2064 (8)	0.6930 (10)	0.106 (4)
H21A	0.8200	−0.2014	0.7304	0.106*
H21B	0.8222	−0.1795	0.6666	0.106*
C22	0.8114 (12)	−0.2707 (8)	0.6733 (10)	0.106 (4)
H22	0.7914	−0.2735	0.6343	0.106*
C23	0.8928 (11)	−0.2901 (9)	0.6689 (11)	0.106 (4)
H23A	0.9147	−0.2899	0.7065	0.106*
H23B	0.9188	−0.2625	0.6444	0.106*
H23C	0.8956	−0.3301	0.6530	0.106*
C24	0.7680 (12)	−0.3167 (9)	0.7096 (10)	0.106 (4)
H24A	0.8017	−0.3413	0.7311	0.106*
H24B	0.7392	−0.3420	0.6846	0.106*
H24C	0.7360	−0.2956	0.7356	0.106*
N5	0.9743 (8)	−0.1065 (8)	0.9232 (7)	0.073 (7)
H5D	0.9420	−0.1161	0.9505	0.073*
H5E	1.0188	−0.1194	0.9333	0.073*
H5F	0.9611	−0.1239	0.8902	0.073*
O13	0.8517 (7)	−0.0598 (6)	0.8924 (5)	0.053 (4)
O14	0.8905 (9)	0.0353 (6)	0.8935 (6)	0.069 (5)
C25	0.8976 (11)	−0.0182 (7)	0.8993 (12)	0.099 (4)
C26	0.9758 (9)	−0.0394 (9)	0.9157 (10)	0.099 (4)
H26	0.9864	−0.0221	0.9536	0.099*
C27	1.0348 (9)	−0.0177 (11)	0.8764 (8)	0.099 (4)
H27A	1.0314	−0.0400	0.8406	0.099*
H27B	1.0258	0.0245	0.8676	0.099*
C28	1.1111 (10)	−0.0237 (11)	0.8990 (7)	0.099 (4)
H28	1.1232	−0.0668	0.8977	0.099*
C29	1.1227 (12)	−0.0036 (11)	0.9604 (7)	0.099 (4)
H29A	1.1736	−0.0080	0.9704	0.099*
H29B	1.0932	−0.0280	0.9856	0.099*
H29C	1.1085	0.0380	0.9642	0.099*
C30	1.1634 (10)	0.0077 (11)	0.8574 (8)	0.099 (4)
H30A	1.1741	−0.0188	0.8258	0.099*
H30B	1.2082	0.0178	0.8770	0.099*
H30C	1.1408	0.0440	0.8431	0.099*
N6	0.8379 (11)	0.1967 (6)	0.6318 (6)	0.096 (8)
H6D	0.8207	0.2327	0.6214	0.096*
H6E	0.8033	0.1689	0.6264	0.096*
H6F	0.8772	0.1877	0.6106	0.096*
O15	0.7872 (9)	0.1090 (6)	0.6921 (5)	0.068 (5)
O16	0.8500 (9)	0.1316 (6)	0.7719 (6)	0.071 (5)
C31	0.8331 (15)	0.1371 (10)	0.7222 (9)	0.110 (5)
C32	0.8594 (13)	0.1982 (8)	0.6948 (8)	0.110 (5)
H32	0.9130	0.2016	0.6982	0.110*
C33	0.8231 (13)	0.2485 (8)	0.7285 (10)	0.110 (5)
H33A	0.7703	0.2440	0.7241	0.110*
H33B	0.8342	0.2420	0.7688	0.110*
C34	0.8413 (11)	0.3116 (8)	0.7150 (11)	0.110 (5)
H34	0.8264	0.3178	0.6750	0.110*
C35	0.8004 (12)	0.3594 (9)	0.7501 (10)	0.110 (5)
H35A	0.7491	0.3494	0.7518	0.110*
H35B	0.8063	0.3982	0.7321	0.110*
H35C	0.8202	0.3608	0.7884	0.110*
C36	0.9252 (10)	0.3216 (11)	0.7166 (11)	0.110 (5)
H36A	0.9431	0.3145	0.7548	0.110*
H36B	0.9361	0.3623	0.7054	0.110*
H36C	0.9486	0.2940	0.6904	0.110*
N7	0.9302 (10)	−0.0502 (7)	0.6015 (5)	0.079 (5)
H7A	0.8862	−0.0664	0.5952	0.079*
H7B	0.9623	−0.0647	0.5761	0.079*
H7C	0.9274	−0.0102	0.5980	0.079*
O17	0.8419 (7)	−0.0187 (7)	0.6856 (5)	0.053 (4)
O18	0.9106 (8)	−0.0539 (6)	0.7561 (5)	0.065 (5)
C37	0.8993 (10)	−0.0424 (12)	0.7059 (7)	0.088 (4)
C38	0.9552 (9)	−0.0660 (10)	0.6611 (7)	0.088 (4)
H38	0.9555	−0.1101	0.6639	0.088*
C39	1.0323 (9)	−0.0449 (8)	0.6716 (9)	0.088 (4)
H39A	1.0649	−0.0695	0.6482	0.088*
H39B	1.0442	−0.0532	0.7115	0.088*
C40	1.0504 (10)	0.0206 (8)	0.6599 (9)	0.088 (4)
H40	1.0367	0.0292	0.6200	0.088*
C41	1.1331 (9)	0.0333 (10)	0.6661 (9)	0.088 (4)
H41A	1.1489	0.0225	0.7041	0.088*
H41B	1.1423	0.0755	0.6596	0.088*
H41C	1.1598	0.0098	0.6384	0.088*
C42	1.0089 (11)	0.0663 (9)	0.6988 (9)	0.088 (4)
H42A	0.9569	0.0623	0.6928	0.088*
H42B	1.0240	0.1067	0.6892	0.088*
H42C	1.0203	0.0583	0.7384	0.088*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Yb1	0.0566 (7)	0.0344 (5)	0.0281 (4)	0.0035 (6)	0.0039 (5)	0.0000 (5)
Yb2	0.0558 (7)	0.0368 (5)	0.0282 (4)	0.0024 (6)	0.0022 (5)	0.0017 (5)
Yb3	0.0653 (8)	0.0379 (5)	0.0235 (4)	0.0060 (6)	0.0053 (5)	0.0013 (5)
Yb4	0.0636 (7)	0.0390 (5)	0.0412 (5)	−0.0058 (6)	0.0080 (6)	−0.0068 (5)
Zn1	0.186 (4)	0.060 (2)	0.077 (2)	0.002 (3)	0.002 (3)	0.009 (2)
Zn2	0.091 (3)	0.069 (2)	0.0492 (17)	0.002 (2)	0.0076 (18)	0.0088 (16)
Cl1	0.108 (7)	0.065 (5)	0.133 (7)	0.027 (5)	0.010 (6)	0.022 (5)
Cl2	0.148 (8)	0.054 (4)	0.091 (5)	0.011 (5)	−0.020 (6)	0.013 (4)
Cl4	0.075 (5)	0.069 (4)	0.070 (4)	−0.008 (4)	0.010 (4)	−0.009 (4)
Cl5	0.156 (8)	0.062 (4)	0.067 (4)	0.022 (5)	0.043 (5)	0.002 (4)
Cl6	0.083 (6)	0.109 (6)	0.078 (5)	−0.027 (5)	0.011 (5)	−0.017 (5)
Cl7	0.174 (10)	0.157 (9)	0.116 (7)	−0.041 (8)	−0.060 (7)	0.086 (7)
Cl8	0.183 (9)	0.124 (7)	0.068 (5)	0.064 (7)	−0.007 (6)	−0.018 (5)
Cl9	0.103 (6)	0.091 (5)	0.052 (4)	0.014 (5)	0.012 (4)	0.001 (4)
Cl10	0.159 (8)	0.129 (7)	0.077 (5)	0.000 (7)	0.043 (6)	−0.029 (5)
Cl11	0.183 (9)	0.108 (7)	0.085 (5)	−0.019 (7)	−0.010 (6)	0.012 (5)
O1	0.059 (9)	0.036 (7)	0.022 (6)	0.004 (8)	0.003 (7)	−0.001 (6)
O2	0.034 (9)	0.035 (8)	0.048 (8)	0.010 (7)	−0.007 (7)	−0.004 (6)
O3	0.068 (10)	0.018 (6)	0.027 (6)	−0.012 (8)	0.023 (7)	−0.015 (6)
O4	0.056 (9)	0.032 (8)	0.031 (7)	−0.016 (8)	0.013 (7)	−0.002 (6)
OW1	0.059 (10)	0.047 (9)	0.046 (8)	0.002 (8)	0.003 (8)	−0.016 (8)
OW2	0.094 (13)	0.058 (10)	0.035 (7)	0.002 (10)	0.040 (8)	−0.003 (8)
OW3	0.097 (15)	0.043 (9)	0.055 (9)	0.024 (9)	0.018 (9)	0.018 (7)
OW4	0.091 (12)	0.077 (10)	0.024 (6)	0.021 (12)	−0.008 (8)	0.012 (8)
OW5	0.083 (12)	0.063 (9)	0.029 (6)	0.027 (11)	0.007 (8)	−0.005 (7)
OW6	0.077 (13)	0.058 (10)	0.085 (12)	−0.027 (10)	0.035 (11)	−0.010 (9)
OW7	0.073 (11)	0.049 (10)	0.058 (9)	0.002 (9)	−0.003 (10)	−0.011 (8)
OW8	0.134 (18)	0.096 (14)	0.18 (2)	0.053 (14)	−0.070 (17)	−0.069 (15)
OW9	0.094 (13)	0.055 (9)	0.064 (9)	−0.004 (12)	0.016 (10)	−0.004 (8)
N1	0.11 (2)	0.036 (12)	0.129 (19)	−0.024 (13)	0.044 (17)	0.022 (13)
O5	0.084 (13)	0.043 (9)	0.066 (10)	−0.001 (10)	0.018 (9)	−0.013 (9)
O6	0.115 (15)	0.055 (10)	0.035 (8)	−0.039 (12)	−0.008 (10)	0.019 (8)
C1	0.068 (10)	0.119 (11)	0.107 (10)	−0.008 (8)	0.013 (8)	−0.027 (9)
C2	0.068 (10)	0.119 (11)	0.107 (10)	−0.008 (8)	0.013 (8)	−0.027 (9)
C3	0.068 (10)	0.119 (11)	0.107 (10)	−0.008 (8)	0.013 (8)	−0.027 (9)
C4	0.068 (10)	0.119 (11)	0.107 (10)	−0.008 (8)	0.013 (8)	−0.027 (9)
C5	0.068 (10)	0.119 (11)	0.107 (10)	−0.008 (8)	0.013 (8)	−0.027 (9)
C6	0.068 (10)	0.119 (11)	0.107 (10)	−0.008 (8)	0.013 (8)	−0.027 (9)
N2	0.097 (18)	0.091 (17)	0.082 (14)	−0.031 (16)	−0.022 (14)	0.026 (13)
O7	0.098 (13)	0.042 (9)	0.028 (7)	0.007 (9)	0.003 (9)	0.015 (7)
O8	0.041 (9)	0.082 (12)	0.031 (7)	0.029 (10)	−0.011 (7)	−0.001 (8)
C7	0.092 (11)	0.099 (10)	0.113 (8)	−0.024 (8)	0.009 (8)	0.028 (10)
C8	0.092 (11)	0.099 (10)	0.113 (8)	−0.024 (8)	0.009 (8)	0.028 (10)
C9	0.092 (11)	0.099 (10)	0.113 (8)	−0.024 (8)	0.009 (8)	0.028 (10)
C10	0.092 (11)	0.099 (10)	0.113 (8)	−0.024 (8)	0.009 (8)	0.028 (10)
C11	0.092 (11)	0.099 (10)	0.113 (8)	−0.024 (8)	0.009 (8)	0.028 (10)
C12	0.092 (11)	0.099 (10)	0.113 (8)	−0.024 (8)	0.009 (8)	0.028 (10)
N3	0.140 (15)	0.053 (9)	0.044 (8)	0.022 (10)	0.011 (9)	0.007 (7)
O9	0.108 (15)	0.060 (10)	0.036 (9)	0.021 (10)	0.053 (10)	0.014 (8)
O10	0.094 (15)	0.049 (9)	0.050 (9)	−0.001 (10)	−0.001 (10)	−0.012 (8)
C13	0.153 (12)	0.048 (7)	0.121 (10)	0.012 (9)	0.048 (10)	−0.031 (7)
C14	0.153 (12)	0.048 (7)	0.121 (10)	0.012 (9)	0.048 (10)	−0.031 (7)
C15	0.153 (12)	0.048 (7)	0.121 (10)	0.012 (9)	0.048 (10)	−0.031 (7)
C16	0.153 (12)	0.048 (7)	0.121 (10)	0.012 (9)	0.048 (10)	−0.031 (7)
C17	0.153 (12)	0.048 (7)	0.121 (10)	0.012 (9)	0.048 (10)	−0.031 (7)
C18	0.153 (12)	0.048 (7)	0.121 (10)	0.012 (9)	0.048 (10)	−0.031 (7)
N4	0.103 (18)	0.066 (12)	0.054 (11)	0.007 (13)	−0.020 (14)	−0.017 (11)
O11	0.110 (14)	0.037 (8)	0.043 (8)	−0.003 (9)	0.003 (10)	−0.015 (7)
O12	0.064 (10)	0.034 (8)	0.035 (7)	−0.003 (8)	0.000 (8)	−0.005 (6)
C19	0.134 (12)	0.073 (9)	0.111 (9)	−0.001 (10)	0.019 (11)	−0.004 (7)
C20	0.134 (12)	0.073 (9)	0.111 (9)	−0.001 (10)	0.019 (11)	−0.004 (7)
C21	0.134 (12)	0.073 (9)	0.111 (9)	−0.001 (10)	0.019 (11)	−0.004 (7)
C22	0.134 (12)	0.073 (9)	0.111 (9)	−0.001 (10)	0.019 (11)	−0.004 (7)
C23	0.134 (12)	0.073 (9)	0.111 (9)	−0.001 (10)	0.019 (11)	−0.004 (7)
C24	0.134 (12)	0.073 (9)	0.111 (9)	−0.001 (10)	0.019 (11)	−0.004 (7)
N5	0.016 (11)	0.16 (2)	0.044 (11)	−0.005 (14)	−0.006 (9)	0.002 (14)
O13	0.070 (11)	0.053 (9)	0.034 (7)	0.023 (10)	0.007 (8)	0.022 (8)
O14	0.093 (14)	0.073 (12)	0.041 (9)	0.006 (12)	−0.008 (9)	−0.013 (8)
C25	0.092 (10)	0.124 (10)	0.082 (8)	−0.031 (10)	0.003 (8)	−0.013 (8)
C26	0.092 (10)	0.124 (10)	0.082 (8)	−0.031 (10)	0.003 (8)	−0.013 (8)
C27	0.092 (10)	0.124 (10)	0.082 (8)	−0.031 (10)	0.003 (8)	−0.013 (8)
C28	0.092 (10)	0.124 (10)	0.082 (8)	−0.031 (10)	0.003 (8)	−0.013 (8)
C29	0.092 (10)	0.124 (10)	0.082 (8)	−0.031 (10)	0.003 (8)	−0.013 (8)
C30	0.092 (10)	0.124 (10)	0.082 (8)	−0.031 (10)	0.003 (8)	−0.013 (8)
N6	0.18 (2)	0.024 (10)	0.080 (15)	−0.003 (14)	0.024 (16)	0.028 (10)
O15	0.102 (15)	0.050 (10)	0.050 (8)	0.022 (11)	0.049 (10)	0.014 (8)
O16	0.095 (14)	0.046 (9)	0.071 (11)	0.009 (10)	0.032 (12)	−0.006 (9)
C31	0.114 (11)	0.095 (10)	0.121 (10)	−0.011 (10)	0.012 (10)	−0.015 (9)
C32	0.114 (11)	0.095 (10)	0.121 (10)	−0.011 (10)	0.012 (10)	−0.015 (9)
C33	0.114 (11)	0.095 (10)	0.121 (10)	−0.011 (10)	0.012 (10)	−0.015 (9)
C34	0.114 (11)	0.095 (10)	0.121 (10)	−0.011 (10)	0.012 (10)	−0.015 (9)
C35	0.114 (11)	0.095 (10)	0.121 (10)	−0.011 (10)	0.012 (10)	−0.015 (9)
C36	0.114 (11)	0.095 (10)	0.121 (10)	−0.011 (10)	0.012 (10)	−0.015 (9)
N7	0.140 (15)	0.053 (9)	0.044 (8)	0.022 (10)	0.011 (9)	0.007 (7)
O17	0.058 (10)	0.079 (11)	0.023 (7)	−0.006 (10)	0.022 (7)	−0.008 (8)
O18	0.097 (13)	0.059 (10)	0.039 (8)	0.020 (11)	0.011 (9)	0.026 (8)
C37	0.088 (9)	0.102 (9)	0.076 (7)	−0.020 (9)	−0.004 (7)	0.005 (7)
C38	0.088 (9)	0.102 (9)	0.076 (7)	−0.020 (9)	−0.004 (7)	0.005 (7)
C39	0.088 (9)	0.102 (9)	0.076 (7)	−0.020 (9)	−0.004 (7)	0.005 (7)
C40	0.088 (9)	0.102 (9)	0.076 (7)	−0.020 (9)	−0.004 (7)	0.005 (7)
C41	0.088 (9)	0.102 (9)	0.076 (7)	−0.020 (9)	−0.004 (7)	0.005 (7)
C42	0.088 (9)	0.102 (9)	0.076 (7)	−0.020 (9)	−0.004 (7)	0.005 (7)

Geometric parameters (Å, º)

Yb1—Yb2	3.6414 (14)	C14—H14	0.9800
Yb1—Yb3	3.8035 (15)	C15—C16	1.528 (16)
Yb1—Yb4	3.6849 (16)	C15—H15A	0.9700
Yb2—Yb3	3.6882 (15)	C15—H15B	0.9700
Yb2—Yb4	3.6875 (15)	C16—C18	1.537 (16)
Yb3—Yb4	3.6905 (15)	C16—C17	1.530 (13)
Yb1—O1	2.316 (12)	C16—H16	0.9800
Yb1—O2	2.310 (12)	C17—H17A	0.9600
Yb1—O3	2.332 (12)	C17—H17B	0.9600
Yb1—O5	2.294 (13)	C17—H17C	0.9600
Yb1—O7	2.241 (13)	C18—H18A	0.9600
Yb1—O9	2.247 (14)	C18—H18B	0.9600
Yb1—OW1	2.428 (13)	C18—H18C	0.9600
Yb1—OW2	2.500 (11)	N4—C20	1.495 (16)
Yb2—O1	2.355 (11)	N4—H4A	0.8900
Yb2—O2	2.342 (11)	N4—H4B	0.8900
Yb2—O4	2.327 (11)	N4—H4C	0.8900
Yb2—O6	2.301 (14)	O11—C19	1.260 (15)
Yb2—O11	2.347 (11)	O12—C19	1.188 (14)
Yb2—O13	2.315 (13)	C19—C20	1.575 (18)
Yb2—OW3	2.413 (12)	C20—C21	1.512 (18)
Yb2—OW4	2.477 (10)	C20—H20	0.9800
Yb3—O1	2.377 (12)	C21—C22	1.517 (17)
Yb3—O3	2.339 (10)	C21—H21A	0.9700
Yb3—O4	2.296 (12)	C21—H21B	0.9700
Yb3—O8	2.313 (13)	C22—C24	1.540 (16)
Yb3—O12	2.262 (11)	C22—C23	1.544 (13)
Yb3—O15	2.366 (13)	C22—H22	0.9800
Yb3—O17	2.465 (12)	C23—H23A	0.9600
Yb3—OW5	2.470 (10)	C23—H23B	0.9600
Yb4—O2	2.240 (12)	C23—H23C	0.9600
Yb4—O3	2.314 (13)	C24—H24A	0.9600
Yb4—O4	2.295 (11)	C24—H24B	0.9600
Yb4—O10	2.286 (13)	C24—H24C	0.9600
Yb4—O14	2.269 (14)	N5—C26	1.496 (16)
Yb4—O16	2.232 (13)	N5—H5D	0.8900
Yb4—OW6	2.319 (15)	N5—H5E	0.8900
Yb4—OW7	2.648 (12)	N5—H5F	0.8900
Zn1—Cl1	2.220 (8)	O13—C25	1.252 (12)
Zn1—Cl2	2.261 (7)	O14—C25	1.199 (12)
Zn1—Cl3	2.215 (16)	C25—C26	1.542 (18)
Zn1—Cl3'	2.502 (16)	C26—C27	1.489 (17)
Zn1—O19	2.296 (16)	C26—H26	0.9800
Zn2—Cl4	2.315 (7)	C27—C28	1.489 (17)
Zn2—Cl5	2.201 (6)	C27—H27A	0.9700
Zn2—Cl6	2.309 (8)	C27—H27B	0.9700
Zn2—Cl7	2.252 (8)	C28—C30	1.523 (13)
N1—C2	1.526 (16)	C28—C29	1.510 (15)
N1—H1A	0.8900	C28—H28	0.9800
N1—H1B	0.8900	C29—H29A	0.9600
N1—H1C	0.8900	C29—H29B	0.9600
O5—C1	1.258 (15)	C29—H29C	0.9600
O6—C1	1.213 (15)	C30—H30A	0.9600
C1—C2	1.542 (18)	C30—H30B	0.9600
C2—C3	1.495 (17)	C30—H30C	0.9600
C2—H2	0.9800	N6—C32	1.516 (16)
C3—C4	1.492 (17)	N6—H6D	0.8900
C3—H3A	0.9700	N6—H6E	0.8900
C3—H3B	0.9700	N6—H6F	0.8900
C4—C5	1.529 (16)	O15—C31	1.255 (15)
C4—C6	1.545 (16)	O16—C31	1.200 (15)
C4—H4	0.9800	C31—C32	1.569 (18)
C5—H5A	0.9600	C32—C33	1.513 (17)
C5—H5B	0.9600	C32—H32	0.9800
C5—H5C	0.9600	C33—C34	1.468 (17)
C6—H6A	0.9830	C33—H33A	0.9700
C6—H6B	0.9458	C33—H33B	0.9700
C6—H6C	0.9678	C34—C36	1.540 (16)
N2—C8	1.55 (3)	C34—C35	1.529 (16)
N2—H2A	0.8900	C34—H34	0.9800
N2—H2B	0.8900	C35—H35A	0.9600
N2—H2C	0.8900	C35—H35B	0.9600
O7—C7	1.27 (3)	C35—H35C	0.9600
O8—C7	1.22 (3)	C36—H36A	0.9600
C7—C8	1.59 (3)	C36—H36B	0.9600
C8—C9	1.49 (3)	C36—H36C	0.9600
C8—H8	0.9800	N7—C38	1.498 (15)
C9—C10	1.49 (3)	N7—H7A	0.8900
C9—H9A	0.9700	N7—H7B	0.8900
C9—H9B	0.9700	N7—H7C	0.8900
C10—C11	1.47 (3)	O17—C37	1.259 (12)
C10—C12	1.495 (17)	O18—C37	1.212 (14)
C10—H10	0.9800	C37—C38	1.547 (17)
C11—H11A	0.9600	C38—C39	1.496 (16)
C11—H11B	0.9600	C38—H38	0.9800
C11—H11C	0.9600	C39—C40	1.511 (17)
C12—H12A	0.9600	C39—H39A	0.9700
C12—H12B	0.9600	C39—H39B	0.9700
C12—H12C	0.9600	C40—C41	1.536 (15)
N3—C14	1.506 (16)	C40—C42	1.551 (16)
N3—H3C	0.8900	C40—H40	0.9800
N3—H3D	0.8900	C41—H41A	0.9600
N3—H3E	0.8900	C41—H41B	0.9600
O9—C13	1.255 (15)	C41—H41C	0.9600
O10—C13	1.207 (15)	C42—H42A	0.9600
C13—C14	1.577 (18)	C42—H42B	0.9600
C14—C15	1.500 (17)	C42—H42C	0.9600
O9—Yb1—O7	99.0 (5)	N1—C2—H2	108.0
O9—Yb1—O5	138.4 (5)	C1—C2—H2	108.0
O7—Yb1—O5	98.7 (5)	C4—C3—C2	115.0 (16)
O9—Yb1—O2	88.7 (5)	C4—C3—H3A	108.5
O7—Yb1—O2	146.5 (5)	C2—C3—H3A	108.5
O5—Yb1—O2	96.6 (5)	C4—C3—H3B	108.5
O9—Yb1—O1	143.9 (5)	C2—C3—H3B	108.5
O7—Yb1—O1	80.6 (4)	H3A—C3—H3B	107.5
O5—Yb1—O1	76.2 (4)	C3—C4—C5	114.5 (17)
O2—Yb1—O1	74.4 (4)	C3—C4—C6	109.9 (16)
O9—Yb1—O3	74.0 (4)	C5—C4—C6	106.1 (15)
O7—Yb1—O3	81.0 (5)	C3—C4—H4	108.8
O5—Yb1—O3	146.1 (4)	C5—C4—H4	108.8
O2—Yb1—O3	69.9 (4)	C6—C4—H4	108.8
O1—Yb1—O3	70.3 (4)	C4—C5—H5A	109.5
O9—Yb1—OW1	77.7 (5)	C4—C5—H5B	109.5
O7—Yb1—OW1	69.5 (5)	H5A—C5—H5B	109.5
O5—Yb1—OW1	73.9 (5)	C4—C5—H5C	109.5
O2—Yb1—OW1	143.7 (4)	H5A—C5—H5C	109.5
O1—Yb1—OW1	133.2 (4)	H5B—C5—H5C	109.5
O3—Yb1—OW1	134.8 (4)	C4—C6—H6A	110.3
O9—Yb1—OW2	72.1 (4)	C4—C6—H6B	110.6
O7—Yb1—OW2	143.4 (5)	H6A—C6—H6B	108.7
O5—Yb1—OW2	71.2 (5)	C4—C6—H6C	110.2
O2—Yb1—OW2	69.9 (4)	H6A—C6—H6C	106.9
O1—Yb1—OW2	127.6 (4)	H6B—C6—H6C	110.0
O3—Yb1—OW2	127.0 (4)	C8—N2—H2A	109.5
OW1—Yb1—OW2	73.9 (4)	C8—N2—H2B	109.5
O9—Yb1—Yb2	126.5 (4)	H2A—N2—H2B	109.5
O7—Yb1—Yb2	119.7 (3)	C8—N2—H2C	109.5
O5—Yb1—Yb2	73.6 (4)	H2A—N2—H2C	109.5
O2—Yb1—Yb2	38.8 (3)	H2B—N2—H2C	109.5
O1—Yb1—Yb2	39.2 (3)	C7—O7—Yb1	136.0 (19)
O3—Yb1—Yb2	77.2 (3)	C7—O8—Yb3	136.2 (17)
OW1—Yb1—Yb2	147.3 (3)	O7—C7—O8	128 (3)
OW2—Yb1—Yb2	91.8 (3)	O7—C7—C8	109 (3)
O9—Yb1—Yb4	69.4 (4)	O8—C7—C8	122 (3)
O7—Yb1—Yb4	118.4 (4)	C9—C8—N2	108 (2)
O5—Yb1—Yb4	130.7 (4)	C9—C8—C7	112 (2)
O2—Yb1—Yb4	35.3 (3)	N2—C8—C7	101 (2)
O1—Yb1—Yb4	79.0 (3)	C9—C8—H8	111.8
O3—Yb1—Yb4	37.4 (3)	N2—C8—H8	111.8
OW1—Yb1—Yb4	146.9 (3)	C7—C8—H8	111.8
OW2—Yb1—Yb4	92.2 (3)	C10—C9—C8	112 (2)
Yb2—Yb1—Yb4	60.44 (3)	C10—C9—H9A	109.3
O9—Yb1—Yb3	109.1 (3)	C8—C9—H9A	109.3
O7—Yb1—Yb3	70.6 (4)	C10—C9—H9B	109.3
O5—Yb1—Yb3	112.2 (3)	C8—C9—H9B	109.3
O2—Yb1—Yb3	76.1 (3)	H9A—C9—H9B	107.9
O1—Yb1—Yb3	36.4 (3)	C9—C10—C11	109 (2)
O3—Yb1—Yb3	35.6 (3)	C9—C10—C12	110 (2)
OW1—Yb1—Yb3	140.1 (3)	C11—C10—C12	105 (2)
OW2—Yb1—Yb3	146.0 (3)	C9—C10—H10	111.0
Yb2—Yb1—Yb3	59.34 (3)	C11—C10—H10	111.0
Yb4—Yb1—Yb3	59.03 (3)	C12—C10—H10	111.0
O6—Yb2—O13	137.9 (4)	C10—C11—H11A	109.5
O6—Yb2—O4	146.6 (5)	C10—C11—H11B	109.5
O13—Yb2—O4	71.4 (4)	H11A—C11—H11B	109.5
O6—Yb2—O11	102.1 (5)	C10—C11—H11C	109.5
O13—Yb2—O11	101.5 (5)	H11A—C11—H11C	109.5
O4—Yb2—O11	81.2 (4)	H11B—C11—H11C	109.5
O6—Yb2—O2	90.7 (5)	C10—C12—H12A	109.5
O13—Yb2—O2	90.7 (5)	C10—C12—H12B	109.5
O4—Yb2—O2	70.0 (4)	H12A—C12—H12B	109.5
O11—Yb2—O2	143.2 (4)	C10—C12—H12C	109.5
O6—Yb2—O1	75.7 (4)	H12A—C12—H12C	109.5
O13—Yb2—O1	143.9 (4)	H12B—C12—H12C	109.5
O4—Yb2—O1	72.7 (4)	C14—N3—H3C	109.5
O11—Yb2—O1	76.9 (4)	C14—N3—H3D	109.5
O2—Yb2—O1	73.1 (4)	H3C—N3—H3D	109.5
O6—Yb2—OW3	79.2 (5)	C14—N3—H3E	109.5
O13—Yb2—OW3	78.1 (5)	H3C—N3—H3E	109.5
O4—Yb2—OW3	130.8 (5)	H3D—N3—H3E	109.5
O11—Yb2—OW3	68.0 (4)	C13—O9—Yb1	138.0 (12)
O2—Yb2—OW3	148.7 (4)	C13—O10—Yb4	131.8 (13)
O1—Yb2—OW3	130.9 (5)	O10—C13—O9	128.0 (17)
O6—Yb2—OW4	70.1 (5)	O10—C13—C14	115.0 (17)
O13—Yb2—OW4	70.6 (4)	O9—C13—C14	116.1 (15)
O4—Yb2—OW4	124.6 (4)	C15—C14—N3	111.7 (16)
O11—Yb2—OW4	145.0 (5)	C15—C14—C13	110.6 (16)
O2—Yb2—OW4	71.8 (4)	N3—C14—C13	105.0 (14)
O1—Yb2—OW4	129.8 (4)	C15—C14—H14	109.8
OW3—Yb2—OW4	77.0 (4)	N3—C14—H14	109.8
O6—Yb2—Yb1	69.7 (3)	C13—C14—H14	109.8
O13—Yb2—Yb1	127.8 (3)	C14—C15—C16	120.2 (16)
O4—Yb2—Yb1	78.8 (3)	C14—C15—H15A	107.3
O11—Yb2—Yb1	115.3 (3)	C16—C15—H15A	107.3
O2—Yb2—Yb1	38.2 (3)	C14—C15—H15B	107.3
O1—Yb2—Yb1	38.4 (3)	C16—C15—H15B	107.3
OW3—Yb2—Yb1	148.8 (4)	H15A—C15—H15B	106.9
OW4—Yb2—Yb1	94.5 (3)	C15—C16—C18	108.7 (15)
O6—Yb2—Yb4	125.4 (4)	C15—C16—C17	111.3 (16)
O13—Yb2—Yb4	70.3 (3)	C18—C16—C17	103.8 (15)
O4—Yb2—Yb4	36.8 (3)	C15—C16—H16	110.9
O11—Yb2—Yb4	117.7 (3)	C18—C16—H16	110.9
O2—Yb2—Yb4	35.5 (3)	C17—C16—H16	110.9
O1—Yb2—Yb4	78.5 (3)	C16—C17—H17A	109.5
OW3—Yb2—Yb4	148.5 (4)	C16—C17—H17B	109.5
OW4—Yb2—Yb4	92.4 (3)	H17A—C17—H17B	109.5
Yb1—Yb2—Yb4	60.37 (3)	C16—C17—H17C	109.5
O6—Yb2—Yb3	114.4 (3)	H17A—C17—H17C	109.5
O13—Yb2—Yb3	107.0 (3)	H17B—C17—H17C	109.5
O4—Yb2—Yb3	36.8 (3)	C16—C18—H18A	109.5
O11—Yb2—Yb3	65.0 (3)	C16—C18—H18B	109.5
O2—Yb2—Yb3	78.3 (3)	H18A—C18—H18B	109.5
O1—Yb2—Yb3	39.0 (3)	C16—C18—H18C	109.5
OW3—Yb2—Yb3	132.8 (3)	H18A—C18—H18C	109.5
OW4—Yb2—Yb3	149.9 (3)	H18B—C18—H18C	109.5
Yb1—Yb2—Yb3	62.52 (3)	C20—N4—H4A	109.5
Yb4—Yb2—Yb3	60.05 (3)	C20—N4—H4B	109.5
O12—Yb3—O4	97.7 (4)	H4A—N4—H4B	109.5
O12—Yb3—O8	92.8 (5)	C20—N4—H4C	109.5
O4—Yb3—O8	144.6 (4)	H4A—N4—H4C	109.5
O12—Yb3—O3	143.8 (4)	H4B—N4—H4C	109.5
O4—Yb3—O3	70.5 (4)	C19—O11—Yb2	137.6 (13)
O8—Yb3—O3	81.1 (5)	C19—O12—Yb3	128.3 (12)
O12—Yb3—O15	142.3 (4)	O12—C19—O11	126.5 (17)
O4—Yb3—O15	96.1 (4)	O12—C19—C20	121.1 (15)
O8—Yb3—O15	95.9 (5)	O11—C19—C20	112.3 (14)
O3—Yb3—O15	73.8 (4)	N4—C20—C21	113.4 (17)
O12—Yb3—O1	74.7 (4)	N4—C20—C19	104.0 (13)
O4—Yb3—O1	72.9 (4)	C21—C20—C19	107.6 (17)
O8—Yb3—O1	77.6 (4)	N4—C20—H20	110.5
O3—Yb3—O1	69.1 (4)	C21—C20—H20	110.5
O15—Yb3—O1	143.0 (4)	C19—C20—H20	110.5
O12—Yb3—OW5	76.3 (4)	C20—C21—C22	118.7 (16)
O4—Yb3—OW5	143.9 (5)	C20—C21—H21A	107.7
O8—Yb3—OW5	71.5 (4)	C22—C21—H21A	107.7
O3—Yb3—OW5	133.0 (4)	C20—C21—H21B	107.7
O15—Yb3—OW5	71.9 (4)	C22—C21—H21B	107.7
O1—Yb3—OW5	136.0 (5)	H21A—C21—H21B	107.1
O12—Yb3—O17	73.5 (5)	C21—C22—C24	111.5 (16)
O4—Yb3—O17	74.7 (4)	C21—C22—C23	116.6 (17)
O8—Yb3—O17	140.6 (4)	C24—C22—C23	110.1 (16)
O3—Yb3—O17	131.0 (5)	C21—C22—H22	106.0
O15—Yb3—O17	76.7 (5)	C24—C22—H22	106.0
O1—Yb3—O17	130.2 (4)	C23—C22—H22	106.0
OW5—Yb3—O17	69.4 (4)	C22—C23—H23A	109.5
O4—Yb3—C19	80.6 (4)	C22—C23—H23B	109.5
O8—Yb3—C19	105.4 (6)	H23A—C23—H23B	109.5
O3—Yb3—C19	132.8 (5)	C22—C23—H23C	109.5
O15—Yb3—C19	147.6 (7)	H23A—C23—H23C	109.5
O1—Yb3—C19	67.0 (6)	H23B—C23—H23C	109.5
OW5—Yb3—C19	91.7 (5)	C22—C24—H24A	109.5
O17—Yb3—C19	71.3 (6)	C22—C24—H24B	109.5
O12—Yb3—Yb2	74.8 (3)	H24A—C24—H24B	109.5
O4—Yb3—Yb2	37.4 (3)	C22—C24—H24C	109.5
O8—Yb3—Yb2	116.2 (3)	H24A—C24—H24C	109.5
O3—Yb3—Yb2	76.1 (3)	H24B—C24—H24C	109.5
O15—Yb3—Yb2	131.4 (3)	C26—N5—H5D	109.5
O1—Yb3—Yb2	38.6 (3)	C26—N5—H5E	109.5
OW5—Yb3—Yb2	150.4 (3)	H5D—N5—H5E	109.5
O17—Yb3—Yb2	96.0 (3)	C26—N5—H5F	109.5
C19—Yb3—Yb2	58.8 (3)	H5D—N5—H5F	109.5
O12—Yb3—Yb4	132.6 (3)	H5E—N5—H5F	109.5
O4—Yb3—Yb4	36.5 (3)	C25—O13—Yb2	133.5 (12)
O8—Yb3—Yb4	118.4 (3)	C25—O14—Yb4	133.4 (15)
O3—Yb3—Yb4	37.3 (3)	O14—C25—O13	129.7 (19)
O15—Yb3—Yb4	73.1 (3)	O14—C25—C26	115.3 (16)
O1—Yb3—Yb4	78.3 (3)	O13—C25—C26	115.0 (14)
OW5—Yb3—Yb4	144.5 (4)	O13—C25—Yb4	99.4 (11)
O17—Yb3—Yb4	96.7 (3)	C26—C25—Yb4	144.4 (11)
Yb2—Yb3—Yb4	59.97 (3)	C27—C26—N5	113.8 (17)
O12—Yb3—Yb1	109.2 (3)	C27—C26—C25	114.5 (17)
O4—Yb3—Yb1	75.6 (3)	N5—C26—C25	108.3 (14)
O8—Yb3—Yb1	69.1 (3)	C27—C26—H26	106.6
O3—Yb3—Yb1	35.4 (3)	N5—C26—H26	106.6
O15—Yb3—Yb1	108.1 (3)	C25—C26—H26	106.6
O1—Yb3—Yb1	35.3 (3)	C28—C27—C26	115.2 (14)
OW5—Yb3—Yb1	140.3 (3)	C28—C27—H27A	108.5
O17—Yb3—Yb1	150.2 (3)	C26—C27—H27A	108.5
Yb2—Yb3—Yb1	58.14 (3)	C28—C27—H27B	108.5
Yb4—Yb3—Yb1	58.88 (3)	C26—C27—H27B	108.5
O16—Yb4—O2	146.5 (5)	H27A—C27—H27B	107.5
O16—Yb4—O14	107.0 (6)	C27—C28—C30	108.4 (15)
O2—Yb4—O14	91.3 (5)	C27—C28—C29	115.9 (17)
O16—Yb4—O10	91.4 (5)	C30—C28—C29	112.3 (16)
O2—Yb4—O10	93.5 (5)	C27—C28—H28	106.6
O14—Yb4—O10	137.5 (5)	C30—C28—H28	106.6
O16—Yb4—OW6	72.6 (5)	C29—C28—H28	106.6
O2—Yb4—OW6	140.9 (5)	C28—C29—H29A	109.5
O14—Yb4—OW6	69.4 (5)	C28—C29—H29B	109.5
O10—Yb4—OW6	80.8 (5)	H29A—C29—H29B	109.5
O16—Yb4—O4	85.1 (4)	C28—C29—H29C	109.5
O2—Yb4—O4	72.4 (4)	H29A—C29—H29C	109.5
O14—Yb4—O4	75.5 (5)	H29B—C29—H29C	109.5
O10—Yb4—O4	145.6 (5)	C28—C30—H30A	109.5
OW6—Yb4—O4	129.7 (5)	C28—C30—H30B	109.5
O16—Yb4—O3	78.1 (5)	H30A—C30—H30B	109.5
O2—Yb4—O3	71.4 (4)	C28—C30—H30C	109.5
O14—Yb4—O3	145.5 (4)	H30A—C30—H30C	109.5
O10—Yb4—O3	74.8 (4)	H30B—C30—H30C	109.5
OW6—Yb4—O3	141.0 (5)	C32—N6—H6D	109.5
O4—Yb4—O3	71.0 (4)	C32—N6—H6E	109.5
O16—Yb4—OW7	142.5 (5)	H6D—N6—H6E	109.5
O2—Yb4—OW7	69.6 (4)	C32—N6—H6F	109.5
O14—Yb4—OW7	70.9 (5)	H6D—N6—H6F	109.5
O10—Yb4—OW7	71.4 (5)	H6E—N6—H6F	109.5
OW6—Yb4—OW7	71.9 (5)	C31—O15—Yb3	123.8 (12)
O4—Yb4—OW7	127.7 (4)	C31—O16—Yb4	138.5 (17)
O3—Yb4—OW7	125.6 (4)	O16—C31—O15	131 (2)
O16—Yb4—Yb1	115.7 (4)	O16—C31—C32	113.6 (16)
O2—Yb4—Yb1	36.5 (3)	O15—C31—C32	113.8 (16)
O14—Yb4—Yb1	126.9 (4)	C33—C32—N6	113.8 (17)
O10—Yb4—Yb1	72.6 (4)	C33—C32—C31	106.9 (16)
OW6—Yb4—Yb1	152.1 (4)	N6—C32—C31	107.2 (14)
O4—Yb4—Yb1	78.2 (3)	C33—C32—H32	109.6
O3—Yb4—Yb1	37.7 (3)	N6—C32—H32	109.6
OW7—Yb4—Yb1	91.3 (3)	C31—C32—H32	109.6
O16—Yb4—Yb2	122.0 (3)	C34—C33—C32	119.4 (16)
O2—Yb4—Yb2	37.4 (3)	C34—C33—H33A	107.5
O14—Yb4—Yb2	72.2 (4)	C32—C33—H33A	107.5
O10—Yb4—Yb2	129.2 (4)	C34—C33—H33B	107.5
OW6—Yb4—Yb2	141.5 (4)	C32—C33—H33B	107.5
O4—Yb4—Yb2	37.4 (3)	H33A—C33—H33B	107.0
O3—Yb4—Yb2	76.4 (3)	C33—C34—C36	110.8 (18)
OW7—Yb4—Yb2	93.7 (3)	C33—C34—C35	115.8 (17)
Yb1—Yb4—Yb2	59.20 (3)	C36—C34—C35	111.7 (17)
O16—Yb4—Yb3	68.0 (4)	C33—C34—H34	105.9
O2—Yb4—Yb3	79.4 (3)	C36—C34—H34	105.9
O14—Yb4—Yb3	111.2 (3)	C35—C34—H34	105.9
O10—Yb4—Yb3	111.2 (3)	C34—C35—H35A	109.5
OW6—Yb4—Yb3	138.8 (4)	C34—C35—H35B	109.5
O4—Yb4—Yb3	36.5 (3)	H35A—C35—H35B	109.5
O3—Yb4—Yb3	37.8 (3)	C34—C35—H35C	109.5
OW7—Yb4—Yb3	149.0 (3)	H35A—C35—H35C	109.5
Yb1—Yb4—Yb3	62.09 (3)	H35B—C35—H35C	109.5
Yb2—Yb4—Yb3	59.99 (3)	C34—C36—H36A	109.5
Cl3—Zn1—Cl1	123.2 (5)	C34—C36—H36B	109.5
Cl3—Zn1—Cl2	113.9 (5)	H36A—C36—H36B	109.5
Cl1—Zn1—Cl2	107.8 (3)	C34—C36—H36C	109.5
Cl3—Zn1—O19	98.3 (6)	H36A—C36—H36C	109.5
Cl1—Zn1—O19	103.1 (4)	H36B—C36—H36C	109.5
Cl2—Zn1—O19	108.7 (4)	C38—N7—H7A	109.5
Cl3—Zn1—Cl3'	42.5 (5)	C38—N7—H7B	109.5
Cl1—Zn1—Cl3'	95.1 (4)	H7A—N7—H7B	109.5
Cl2—Zn1—Cl3'	99.4 (4)	C38—N7—H7C	109.5
O19—Zn1—Cl3'	139.5 (5)	H7A—N7—H7C	109.5
Cl5—Zn2—Cl7	111.9 (3)	H7B—N7—H7C	109.5
Cl5—Zn2—Cl4	109.9 (3)	C37—O17—Yb3	136.9 (11)
Cl7—Zn2—Cl4	114.6 (3)	O18—C37—O17	126.1 (17)
Cl5—Zn2—Cl6	110.8 (3)	O18—C37—C38	117.7 (15)
Cl7—Zn2—Cl6	107.2 (3)	O17—C37—C38	115.6 (14)
Cl4—Zn2—Cl6	102.1 (3)	C39—C38—N7	111.2 (15)
Cl3'—Cl3—Zn1	77.6 (8)	C39—C38—C37	113.7 (15)
Cl3—Cl3'—Zn1	59.9 (7)	N7—C38—C37	110.2 (13)
Yb1—O1—Yb2	102.4 (4)	C39—C38—H38	107.2
Yb1—O1—Yb3	108.3 (5)	N7—C38—H38	107.2
Yb2—O1—Yb3	102.4 (5)	C37—C38—H38	107.2
Yb4—O2—Yb1	108.2 (5)	C38—C39—C40	118.2 (15)
Yb4—O2—Yb2	107.2 (5)	C38—C39—H39A	107.8
Yb1—O2—Yb2	103.0 (5)	C40—C39—H39A	107.8
Yb4—O3—Yb1	104.9 (4)	C38—C39—H39B	107.8
Yb4—O3—Yb3	104.9 (5)	C40—C39—H39B	107.8
Yb1—O3—Yb3	109.0 (4)	H39A—C39—H39B	107.1
Yb4—O4—Yb3	107.0 (5)	C39—C40—C41	111.7 (16)
Yb4—O4—Yb2	105.9 (4)	C39—C40—C42	114.6 (16)
Yb3—O4—Yb2	105.8 (5)	C41—C40—C42	107.5 (15)
C2—N1—H1A	109.5	C39—C40—H40	107.6
C2—N1—H1B	109.5	C41—C40—H40	107.6
H1A—N1—H1B	109.5	C42—C40—H40	107.6
C2—N1—H1C	109.5	C40—C41—H41A	109.5
H1A—N1—H1C	109.5	C40—C41—H41B	109.5
H1B—N1—H1C	109.5	H41A—C41—H41B	109.5
C1—O5—Yb1	131.5 (13)	C40—C41—H41C	109.5
C1—O6—Yb2	138.2 (13)	H41A—C41—H41C	109.5
O6—C1—O5	126.1 (19)	H41B—C41—H41C	109.5
O6—C1—C2	116.6 (15)	C40—C42—H42A	109.5
O5—C1—C2	117.3 (16)	C40—C42—H42B	109.5
C3—C2—N1	110.9 (16)	H42A—C42—H42B	109.5
C3—C2—C1	113.0 (16)	C40—C42—H42C	109.5
N1—C2—C1	108.9 (13)	H42A—C42—H42C	109.5
C3—C2—H2	108.0	H42B—C42—H42C	109.5

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl9	0.89	2.78	3.261 (19)	115
N1—H1A···OW13	0.89	2.46	2.82 (3)	105
N1—H1B···O6	0.89	2.13	2.63 (2)	115
N1—H1C···OW13	0.89	2.39	2.82 (3)	110
N1—H1C···Cl3^i	0.89	2.39	3.15 (2)	144
N2—H2A···Cl10	0.89	2.64	3.24 (2)	126
N2—H2B···OW14	0.89	2.11	2.89 (3)	146
N2—H2C···Cl11^ii	0.89	2.52	3.35 (2)	156
N3—H3C···O9	0.89	2.00	2.55 (2)	119
N3—H3D···OW15	0.89	2.12	2.89 (3)	144
N3—H3E···Cl6	0.89	2.80	3.426 (18)	128
N4—H4A···OW9^ii	0.89	2.06	2.92 (2)	162
N4—H4B···OW15^i	0.89	2.50	3.35 (3)	161
N4—H4C···Cl7^i	0.89	2.77	3.426 (18)	131
N5—H5D···Cl10^iii	0.89	2.42	3.302 (18)	172
N5—H5E···Cl8	0.89	2.45	3.255 (18)	151
N5—H5F···OW8	0.89	2.07	2.95 (3)	168
N6—H6D···OW12	0.89	2.36	2.74 (3)	106
N6—H6D···Cl8^iv	0.89	2.67	3.213 (17)	120
N6—H6E···OW12	0.89	2.37	2.74 (3)	105
N6—H6E···O15	0.89	2.04	2.57 (2)	116
N6—H6F···Cl9^ii	0.89	2.62	3.187 (15)	122
N7—H7A···OW9^ii	0.89	2.11	2.99 (2)	173
N7—H7B···Cl4^ii	0.89	2.46	3.334 (17)	168
N7—H7C···Cl9^ii	0.89	2.44	3.271 (17)	156

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