In the pentanuclear title complex, [SmZn2(C22H18N2O4)2(NCS)2(C3H7NO)2][Zn2(C22H18N2O4)(NCS)3]·C3H7NO·0.32H2O, a dinuclear unit and a trinuclear unit co-exist. In the crystal, the trinuclear cationic units and dinuclear anionic units are assembled into infinite layers.
Keywords: crystal structure, zinc, samarium, Schiff base
Abstract
In the pentanuclear title complex, [SmZn2(C22H18N2O4)2(NCS)2(C3H7NO)2][Zn2(C22H18N2O4)(NCS)3]·C3H7NO·0.32H2O, namely bis{μ2-6,6′-dimethoxy-2,2′-[phenylene-1,2-diylbis(nitrilomethanylylidene)]diphenolato}-1κ4 O,N,N′,O′:2κ3 O,O′,O 6;2κ3 O,O′,O 6:3κ4 O,N,N′,O′-bis(dimethylformamide-2κO)dithiocyanato-1κN,3κN-2-samarium(III)-1,3-dizinc(II) {μ2-6,6′-dimethoxy-2,2′-[phenylene-1,2-diylbis(nitrilomethanylylidene)]diphenolato-1κ4 O,N,N′,O′:2κ2 O,O′}trithiocyanato-1κN;2κ2 N,N-dizinc(II) dimethylformamide monosolvate 1.32-hydrate, a dinuclear unit and a trinuclear unit co-exist. One of the ZnII centers in the dinuclear unit as well as the two ZnII centers in the trinuclear unit are located in the inner N2O2 cavity of the ligand and are coordinated to the nitrogen atom of one thiocyanate moiety, giving rise to a square-pyramidal geometry. The second ZnII center in the dinuclear unit is coordinated to the two phenolate oxygen atoms of the ligand and to two thiocyanate groups via the nitrogen atom in a tetrahedral geometry. The SmIII ion is eight-coordinated by four phenolate O atoms from the two ligand molecules, two methoxy O atoms from the two ligand molecules and two O atoms from the DFM solvent molecule. In the dinuclear unit, the two methoxy oxygen atoms remain uncoordinated while in the trinuclear unit, for each ligand one methoxy oxygen is coordinated and the other one remains uncoordinated. In the crystal, the trinuclear cationic units and dinuclear anionic units are assembled into infinite layers. These layers are held together via electrostatic interactions, forming a three-dimensional structure. In the dinuclear unit, the C and S atoms of one of the thiocyanate groups are disordered over two sets of sites in a 0.680 (4)(4):0.320 (4) ratio.
Chemical context
Over recent years, polyheteronuclear complexes of 3d and 4f metals have been studied with increasing interest by chemists (Cristóvão et al., 2017 ▸; Cristóvão & Miroslaw, 2013 ▸; Ding et al., 2015 ▸; Tian et al., 2012 ▸; Wu & Hou, 2010 ▸). The various structures obtained (Rossi et al., 2018 ▸; Zhou et al., 2015 ▸; Ghosh & Ghosh, 2016 ▸), the physicochemical properties (Cristóvão et al., 2017 ▸) and the potential applications in fields such as luminescence (Zhao et al., 2014 ▸; Zhu et al., 2018 ▸), magneto chemistry (Chesman et al., 2012 ▸; Klokishner & Reu, 2012 ▸), electrochemistry (Yin et al., 2017 ▸) and catalysis (Lan et al., 2018 ▸) have made this chemistry very attractive. These compounds are obtained from Schiff bases, which are organic compounds having several donor sites, which are used to assemble stable structures with transition metal or lanthanide ions. Both the nature of the ligand and the nature of the metal strongly influence the properties of the compound obtained. The Schiff bases obtained by condensation between a diamine and a well-selected keto-precursor may have two cavities of different dimensions, which can accommodate metal ions of different sizes (Andruh, 2011 ▸; Gao et al., 2012 ▸). The salen-type Schiff base obtained by the condensation of 1,2-diaminobenzene and ortho-vanillin has two cavities of different sizes, viz. N2O2 and O2O2. The smaller inner N2O2 cavity consists of two imino nitrogen atoms and two phenolato oxygen atoms and can encapsulate 3d metal ions. The larger outer O2O2 cavity consists of two phenolato oxygen atoms and two oxygen atoms from methoxy groups and can encapsulate 3d ions or lanthanide ions that have a larger ionic radius and prefer oxygen because of their hard-acid characters. By controlling the ratio of the ligand–3d metal–4f metal, it is possible to synthesize 3d–3d and 3d–4f–3d complexes. It is in this context that we used the ligand N,N′-bis(3-methoxysalicylidene)phenylene-1,2-diamine (H2
L) to synthesize the Zn–Zn/Zn–Sm–Zn co-crystal whose structure is described herein.
Structural commentary
The title compound crystallizes in the triclinic system in the space group Pī. The asymmetric unit (Fig. 1 ▸) consists a co-crystal of one trinuclear cationic unit, [SmZn2(L)2(SCN)2(DMF)2]+, one dinuclear anionic unit, [Zn2(L)(SCN)3]−, one uncoordinated DMF solvent molecule and 0.32 of a water molecule.
Figure 1.
An ORTEP view of the asymmetric unit of the title compound, showing the atom-numbering scheme. Displacement ellipsoids are plotted at the 50% probability level.
In the trinuclear unit, both zinc ions are in an N3O2 environment, which can be characterized by the Addison parameter τ [τ = (α − β)/60; τ = 0 indicates a regular square-pyramidal geometry and τ = 1 indicates a regular trigonal bipyramid; α and β are the largest angles around the metal ions; Addison et al., 1984 ▸]. The τ values of 0.146 for Zn1 and 0.212 for Zn31 are indicative of a severely distorted square-pyramidal geometry around each zinc ion, with the apical positions of each metal ion being occupied by a terminal nitrogen atom from an anionic thiocyanate moiety. The apical bond lengths N121—Zn1 and N131—Zn31 are 1.9842 (17) and 1.9786 (16) Å, respectively, and are the shortest distances around these two atoms. The values are slightly lower than those found for the reported Zn2Sm complex (Gao et al., 2012 ▸). The equatorial planes around each of these two zinc ions in the trinuclear unit are formed, respectively, by two imino nitrogen atoms and two phenolate oxygen atoms. The diagonal basal angles, N1—Zn1—O2 = 147.54 (6)° and N2—Zn1—O3 = 138.79 (6)°, N31—Zn31—O32 = 136.30 (6)° and N32—Zn31—O33 = 149.00 (6)° significantly deviate from the ideal values of 180°. The Zn1⋯Zn31, Zn1⋯Sm1 and Sm1⋯Zn31 distances of 5.0288 (5), 3.5372 (5) and 3.5443 (5) Å, respectively, and the Zn1⋯Sm1⋯Zn31, Sm1⋯Zn31⋯Zn1 and Zn31⋯Zn1⋯Sm1 angles of 90.49 (1), 44.70 (1) and 44.81 (1)° respectively, are indicative of an isosceles triangular arrangement of the metal centres in the trinuclear unit.
In the dinuclear unit, all of the methoxy oxygen atoms remain uncoordinated, whereas in the trinuclear unit, for each of the two metalloligands, one of the methoxy atoms remains uncoordinated (O1 and O34) while the others (O4 and O31) are coordinated to the SmIII atom. The longest bond distances around the SmIII ion are for Sm—O4 [2.6707 (13) Å] and Sm—O31 [2.6934 (13) Å]. The Sm—Ophenoxy distances are in the range 2.3348 (12)–2.4417 (12) Å and are comparable to those found for the Zn2Sm complex (Gao et al., 2012 ▸) in which the mean Sm—Ophenoxy distance is 2.332 Å. The Sm—ODMF distances are longer than those found in a samarium complex (Kou et al., 1998 ▸) with Sm—O91 and Sm—O101 values of 2.3831 (13) and 2.3476 (13) Å, respectively (Table 1 ▸). The octacoordinated polyhedron around the SmIII atom is best described as slightly distorted square antiprism. The Zn—Ophenoxo bond lengths in both the dinuclear and trinuclear units are in the range 1.9985 (13)–2.0395 (12) Å. These values are comparable with the distances for the dinuclear complex [Zn(H2O)(valdmpn)Sm(O2NO)3] [where valdmpn is N,N′-bis(3-methoxysalicylidene)(2,2-dimethylpropylidene)-1,3-diamine); Pasatoiu et al., 2012 ▸].
Table 1. Selected geometric parameters (Å, °).
| N1—Zn1 | 2.0863 (16) | O3—Zn1 | 1.9985 (13) |
| N2—Zn1 | 2.0451 (16) | O4—Sm1 | 2.6707 (13) |
| N31—Zn31 | 2.0534 (16) | O31—Sm1 | 2.6934 (13) |
| N32—Zn31 | 2.0644 (16) | O32—Sm1 | 2.3599 (12) |
| N121—Zn1 | 1.9842 (17) | O32—Zn31 | 2.0143 (13) |
| N131—Zn31 | 1.9786 (16) | O33—Sm1 | 2.4038 (13) |
| O2—Sm1 | 2.4417 (12) | O33—Zn31 | 2.0175 (13) |
| O2—Zn1 | 2.0395 (12) | O91—Sm1 | 2.3831 (13) |
| O3—Sm1 | 2.3348 (12) | O101—Sm1 | 2.3476 (13) |
| O2—Sm1—O4 | 119.60 (4) | O32—Sm1—O31 | 59.85 (4) |
| O2—Sm1—O31 | 111.28 (4) | O32—Sm1—O33 | 65.80 (4) |
| O3—Sm1—O2 | 66.10 (4) | O91—Sm1—O2 | 83.29 (4) |
| O3—Sm1—O4 | 60.69 (4) | O91—Sm1—O4 | 70.36 (4) |
| O3—Sm1—O31 | 159.39 (4) | O91—Sm1—O31 | 69.71 (4) |
| O3—Sm1—O32 | 134.80 (4) | O91—Sm1—O33 | 162.88 (5) |
| O3—Sm1—O33 | 80.48 (4) | N121—Zn1—N1 | 108.05 (7) |
| O32—Sm1—O2 | 78.61 (4) | N121—Zn1—N2 | 112.95 (7) |
| O32—Sm1—O4 | 161.77 (4) | N121—Zn1—O2 | 104.31 (6) |
In the trinuclear unit, the Zn(di-μ-phenoxo)2Sm bridging fragments show a difference between the Zn—O and Sm—O binding lengths whose mean values are 2.0204 (su?) and 2.3860 (su?) Å, respectively. The four Zn—Ophenoxo—Sm angles have different values with an averages of 106.54 (su?) and 107.16 (su?)°, respectively, for those involving the Zn1 and Zn31 atoms. The sum of the angles in the Zn1(di-μ-phenoxo)2Sm1 and Zn31(di-μ-phenoxo)2Sm1 arms are 359.58 and 359.89°, respectively, indicating regular planar geometries. The dihedral angle between Zn1/O2/Sm1/O3 and Zn31/O32/Sm1/O33 plane normals is 76.01 (3)° with the displacement of the respective constituent atoms not exceeding 0.046 and 0.023 Å. In the trinuclear unit, the dihedral angles between the planes O2/Sm1/O3 and O2/Zn1/O3 and the plane normals O32/Sm1/O33 and O32/Zn1/O33 are 6.04 (6) and 3.10 (6)°, respectively. In the dinuclear unit, the dihedral angle between the O62/Zn61/O63 and O62/Zn62/O63 planes is 21.31 (10)°.
In the dinuclear unit, the Zn61 atom is tetracoordinated while the Zn62 atom is pentacoordinated. The values of the angles around Zn61, which fall in the range 76.86 (6)–119.03 (8)°, are indicative of a distorted tetrahedral environment. The geometry around the Zn62 atom is best described as a distorted square pyramidal, as indicated by the value of 0.105 for the Addison parameter τ. The apical position is occupied by the nitrogen atom N141 of the thiocyanate group with the basal plan occupied by atoms N51, N52, O62 and O63 from the ligand molecule. The angles between the N141 atom in the apical position and each of the four basal plane atoms fall in the range 106.67 (6)–111.37 (7)° and are far from the ideal value of 90°. The deformation of the basal plane around the Zn62 atom is indicated by the values of the transoid [138.41 (6) and 144.96 (7)°] and cisoid angles [88.34 (6) and 88.94 (6)°], which are different from the ideal values of 180 and 90° for a square-planar geometry (Table 1 ▸). The anionic thiocyanate ions are N donors and bind to the zinc atoms in a unidentate fashion. The Zn—N—CS bond angles in the dinuclear and trinuclear units are in the range 170.9 (5)–176.12 (18)°, indicating a quasi-linear alignment. The N—C—S angles vary between 177.7 (2) and 179.4 (2)°, showing that these three atoms adopt an almost linear alignment.
Supramolecular features
Fig. 2 ▸ shows the packing arrangement in the crystal. The structure is clearly composed of alternating layers composed of cationic units and anionic units stacked along the [101] direction. The complex molecules display no hydrogen-bonding contacts. The trinuclear cationic units and dinuclear anionic units are assembled into infinite layers via electrostatic interactions. The alternating ionic layers are held together via electrostatic interactions, forming a three-dimensional structure.
Figure 2.
Molecular representation of the title compound, showing the network of dinuclear and trinuclear complex units in layers.
Database survey
A survey of the Cambridge Structural Database (CSD) (Version 5.39, last update November 2017; Groom et al., 2016 ▸) shows that dinuclear complexes of the ligand bis(2-hydroxy-3-methoxybenzylidene)-1,2-diaminobenzene where the smaller N2O2 cage is occupied by a 3d metal and the larger, open O2O2 cage is occupied by one s-, p-, d- or f-block metal are well documented. Trinuclear complexes formed by two 3d metals with the above organic ligand in which the 3d metal atom is situated in the smaller N2O2 cage and one s-, d- or f-block metal atom is coordinated to the two larger O2O2 cages have also been reported: five entries corresponding to d–s [BIZBAO (Bian et al., 2008 ▸), KAZQEK (Andrez et al., 2017 ▸), KESYOY and KESZAL (Biswas et al., 2013b ▸), LARPIG (Feng et al., 2017 ▸)], four entries correspond d–d [DEDPIM (Yang et al., 2006 ▸), OKECIS (Zhang et al., 2016 ▸), UGAMOF (Wang et al., 2008b ▸), WOGQAL (Wang et al., 2008a ▸)], seven correspond to s–f [FEVDUH (Wang et al., 2013 ▸), ITOVIY (Ma et al., 2016 ▸), YIMLUD, YIMMAK, YIMMEO, YIMMIS and YIMMOY (Ma et al., 2013 ▸)], twenty entries correspond to d–f [AYOKIJ (Yang et al., 2011 ▸), DEJLEK and DEJLAG (Wong et al., 2006 ▸), EBIZUM, EBOBAA and EBOBEE (Chen et al., 2011 ▸), GICBUR and GICCAY (Yang et al., 2013 ▸), KEBGUW (Pushkarev et al., 2017 ▸), MEPXEL, MEPXIP and MEPXOV (Lo et al., 2006 ▸), NOGPIJ (Bi et al., 2008a ▸), NOMQIQ, NOMQOW and NOMQUC (Bi et al., 2008b ▸), PALZUA (Fu et al., 2017 ▸), POXMIZ (Bi et al., 2009 ▸), VAYBEF (Liu et al., 2017 ▸), YIMMUE (Ma et al., 2013 ▸)], five entries corresponding to d–s–d [DAVZEI (Nandy et al., 2017 ▸), IZEHEB (Das et al., 2011 ▸), KESZEP, KESZIT and KESZOZ (Biswas et al., 2013a ▸)], three entries corresponding to d–d–d [DUCJER, DUCJOB and DUCJOB01 (Wang et al., 2009 ▸)]. In all, there are thirteen entries for hetero trinuclear 3d–4f–3d complexes in which the 3d metal ion is Zn2+ [DEJKUZ and DEJLIO (Wong et al., 2006 ▸), DUCKAO, DUCKOC, DUCKUI, DUCLAP and DUCLET (Wang et al., 2009 ▸), EJAGIG (Liao et al., 2010 ▸), GICCEC and GICCIG (Yang et al., 2013 ▸), QUQKUK, QUQLAR and QUQLEV (Sun et al., 2016 ▸)]. Combinations of mononuclear and hetero dinuclear coordination complexes as co-crystals are observed in three cases [BICBEW and BICBIA (Biswas et al., 2013b ▸), KAZPOT (Andrez et al., 2017 ▸)], while the combination of hetero dinuclear and hetero trinuclear coordination complexes as a co-crystal is observed in one case (Sarr et al., 2018 ▸).
Synthesis and crystallization
The complex [(ZnL)·(H2O)] was prepared according to a literature method (Liu et al., 2014 ▸) with slight modification. To a solution of 1,2-diaminobenzene (0.250 g, 2.31 mmol) in 10 mL of acetonitrile was added a solution of o-vanillin (0.705 g, 4.62 mmol) in 10 mL of acetonitrile. The resulting orange mixture was refluxed for 60 min, affording the organic H2 L ligand. After cooling, a solution of Zn(CH3COO)2·2H2O (0.507 g, 2.31 mmol) in 10 mL of acetonitrile was added. The mixture was heated under reflux for 60 min. On cooling, the orange precipitate was filtered off, washed with 3 × 10 mL of ether and dried in air, yielding a compound formulated as [(ZnL)·(H2O)] in 75% yield, m.p. 571–573 K. FT–IR (KBr, ν, cm−1): 3307 (OH) (br, water), 1609 (C=N) 1594 (C=C), 1586 (C=C), 1488 (C=C), 1439, 1234, 1187, 731. Analysis calculated for C22H20ZnN2O5: C, 57.72; H, 4.40; N, 6.12. Found: C, 57.68; H, 4.42; N, 6.07%. Λ (S cm2 mol−1): 5. The filtrate of a mixture of Sm(NO3)3·6H2O (0.1112 g, 0.25 mmol) and KSCN (0.1458 g, 1.5 mmol) in 20 mL of absolute ethanol was added to a DMF solution (5 mL) of [(ZnL)·(H2O)] (0.2288 g, 0.5 mmol). The resulting solution was heated under reflux for two h. After cooling, the solution was filtered and the filtrate was kept at 298 K. After four weeks, crystals suitable for X-ray diffraction were collected and formulated as [{Zn2(L)(SCN)3}]·[Sm{Zn(L)(SCN)}2(DMF)2]·(DMF)·0.18H2O. FT–IR (KBr, ν, cm−1): 2078 (S=C=N), 1654, 1607 (C=N), 1584 (C=C), 1545 (C=C), 1463 (C=C), 1440, 1238, 1191, 731. Analysis calculated for C80H75.36Zn4SmN14O15.18S5: C, 46.92; H, 3.71; N, 9.57; S, 7.83%. Found: C, C, 46.87; H, 3.68; N, 9.51; S, 7.85%. ΛM (S m2 mol−1): 28. μeff = 1.6 µB.
Refinement
Crystal data, data collection and structure refinement details are summarized in Table 2 ▸. All H atoms were positioned geometrically (C—H = 0.95–0.98 Å) and refined using a riding model with U iso(H) = 1.2U eq(C) or 1.5U eq(Cmethyl, O). One of the thiocyanate groups was found to be partially disordered such that the C and S atoms 136 of this group were distributed over two positions. In the dinuclear unit, the C and S atoms of one of the thiocyanate groups are disordered over two sets of sites in a 0.680 (4):0.320 (4) ratio. The water molecule is partially occupied [0.32 (4)].
Table 2. Experimental details.
| Crystal data | |
| Chemical formula | [Zn2(C52H50N8O10S2Sm)][(Zn2(C25H18N5O4S3)]·C3H7NO·0.32H2O |
| M r | 2050.43 |
| Crystal system, space group | Triclinic, P
|
| Temperature (K) | 100 |
| a, b, c (Å) | 14.76937 (9), 15.57623 (10), 19.28129 (13) |
| α, β, γ (°) | 94.7754 (5), 104.1999 (6), 100.9287 (5) |
| V (Å3) | 4182.75 (5) |
| Z | 2 |
| Radiation type | Mo Kα |
| μ (mm−1) | 2.02 |
| Crystal size (mm) | 0.33 × 0.21 × 0.17 |
| Data collection | |
| Diffractometer | Rigaku FRE+ equipped with VHF Varimax confocal mirrors, an AFC12 goniometer and HyPix 6000 detector |
| Absorption correction | Gaussian (CrysAlis PRO; Rigaku OD, 2018 ▸) |
| T min, T max | 0.317, 1.000 |
| No. of measured, independent and observed [I > 2σ(I)] reflections | 381624, 19170, 18483 |
| R int | 0.031 |
| (sin θ/λ)max (Å−1) | 0.649 |
| Refinement | |
| R[F 2 > 2σ(F 2)], wR(F 2), S | 0.024, 0.057, 1.06 |
| No. of reflections | 19170 |
| No. of parameters | 1115 |
| No. of restraints | 14 |
| H-atom treatment | H-atom parameters constrained |
| Δρmax, Δρmin (e Å−3) | 1.48, −1.13 |
Supplementary Material
Crystal structure: contains datablock(s) I. DOI: 10.1107/S2056989018016109/ex2013sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S2056989018016109/ex2013Isup2.hkl
CCDC reference: 1878960
Additional supporting information: crystallographic information; 3D view; checkCIF report
supplementary crystallographic information
Crystal data
| [Zn2(C52H50N8O10S2Sm)][(Zn2(C25H18N5O4S3)]·C3H7NO·0.32H2O | Z = 2 |
| Mr = 2050.43 | F(000) = 2076 |
| Triclinic, P1 | Dx = 1.628 Mg m−3 |
| a = 14.76937 (9) Å | Mo Kα radiation, λ = 0.71075 Å |
| b = 15.57623 (10) Å | Cell parameters from 217952 reflections |
| c = 19.28129 (13) Å | θ = 2.2–31.9° |
| α = 94.7754 (5)° | µ = 2.02 mm−1 |
| β = 104.1999 (6)° | T = 100 K |
| γ = 100.9287 (5)° | Block, orange |
| V = 4182.75 (5) Å3 | 0.33 × 0.21 × 0.17 mm |
Data collection
| Rigaku FRE+ equipped with VHF Varimax confocal mirrors, an AFC12 goniometer and HyPix 6000 detector diffractometer | 19170 independent reflections |
| Radiation source: Rotating Anode, Rigaku FRE+ | 18483 reflections with I > 2σ(I) |
| Confocal mirrors, VHF Varimax monochromator | Rint = 0.031 |
| Detector resolution: 10 pixels mm-1 | θmax = 27.5°, θmin = 1.9° |
| profile data from ω–scans | h = −19→19 |
| Absorption correction: gaussian (CrysAlisPro; Rigaku OD, 2018) | k = −20→20 |
| Tmin = 0.317, Tmax = 1.000 | l = −25→25 |
| 381624 measured reflections |
Refinement
| Refinement on F2 | Primary atom site location: dual |
| Least-squares matrix: full | Hydrogen site location: mixed |
| R[F2 > 2σ(F2)] = 0.024 | H-atom parameters constrained |
| wR(F2) = 0.057 | w = 1/[σ2(Fo2) + (0.0211P)2 + 5.627P] where P = (Fo2 + 2Fc2)/3 |
| S = 1.06 | (Δ/σ)max = 0.002 |
| 19170 reflections | Δρmax = 1.48 e Å−3 |
| 1115 parameters | Δρmin = −1.13 e Å−3 |
| 14 restraints |
Special details
| Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
| Refinement. One of the thiocyanate ligands is partially disordered. Atoms C161 and S161 are modelled over two positions using thermal parameter restraints. Water molecule O171 partially occupies its site. Its occupancy was refined to 32%, linked to the minor component of the partially disordered thiocyanate. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | Occ. (<1) | |
| C1 | 0.47788 (14) | 0.28188 (13) | 1.04840 (11) | 0.0234 (4) | |
| H1A | 0.491216 | 0.223269 | 1.039509 | 0.035* | |
| H1B | 0.440589 | 0.281503 | 1.084026 | 0.035* | |
| H1C | 0.538343 | 0.325565 | 1.066878 | 0.035* | |
| C2 | 0.35372 (12) | 0.40497 (12) | 0.91731 (10) | 0.0163 (3) | |
| C3 | 0.39956 (13) | 0.38428 (12) | 0.98574 (10) | 0.0173 (3) | |
| C4 | 0.41594 (13) | 0.44118 (13) | 1.04845 (10) | 0.0202 (4) | |
| H4 | 0.447296 | 0.425959 | 1.093454 | 0.024* | |
| C5 | 0.38637 (14) | 0.52140 (13) | 1.04576 (11) | 0.0226 (4) | |
| H5 | 0.395746 | 0.559797 | 1.089062 | 0.027* | |
| C6 | 0.34397 (13) | 0.54428 (12) | 0.98067 (11) | 0.0203 (4) | |
| H6 | 0.323774 | 0.598652 | 0.979282 | 0.024* | |
| C7 | 0.32954 (12) | 0.48859 (12) | 0.91529 (10) | 0.0175 (3) | |
| C8 | 0.29304 (13) | 0.52442 (12) | 0.85001 (10) | 0.0192 (4) | |
| H8 | 0.266496 | 0.574909 | 0.854613 | 0.023* | |
| C9 | 0.26062 (14) | 0.53571 (13) | 0.72522 (11) | 0.0231 (4) | |
| C10 | 0.25789 (18) | 0.62528 (15) | 0.72943 (13) | 0.0338 (5) | |
| H10 | 0.277159 | 0.661216 | 0.775038 | 0.041* | |
| C11 | 0.2271 (2) | 0.66125 (16) | 0.66710 (14) | 0.0393 (6) | |
| H11 | 0.226179 | 0.722250 | 0.669859 | 0.047* | |
| C12 | 0.19754 (18) | 0.60888 (16) | 0.60061 (13) | 0.0352 (5) | |
| H12 | 0.174177 | 0.633715 | 0.558188 | 0.042* | |
| C13 | 0.20176 (16) | 0.52053 (15) | 0.59538 (12) | 0.0291 (4) | |
| H13 | 0.181865 | 0.485229 | 0.549469 | 0.035* | |
| C14 | 0.23524 (14) | 0.48334 (13) | 0.65759 (11) | 0.0225 (4) | |
| C15 | 0.21799 (14) | 0.33654 (14) | 0.60309 (10) | 0.0230 (4) | |
| H15 | 0.186779 | 0.353629 | 0.558842 | 0.028* | |
| C16 | 0.22727 (14) | 0.24583 (13) | 0.60267 (10) | 0.0213 (4) | |
| C17 | 0.20302 (15) | 0.19239 (15) | 0.53515 (10) | 0.0253 (4) | |
| H17 | 0.185879 | 0.217950 | 0.492077 | 0.030* | |
| C18 | 0.20380 (15) | 0.10436 (15) | 0.53072 (11) | 0.0260 (4) | |
| H18 | 0.188572 | 0.069887 | 0.484727 | 0.031* | |
| C19 | 0.22688 (14) | 0.06467 (13) | 0.59352 (10) | 0.0218 (4) | |
| H19 | 0.227046 | 0.003518 | 0.590431 | 0.026* | |
| C20 | 0.24932 (13) | 0.11582 (12) | 0.65979 (10) | 0.0181 (3) | |
| C21 | 0.25185 (13) | 0.20688 (12) | 0.66623 (10) | 0.0178 (3) | |
| C22 | 0.27917 (16) | −0.00449 (13) | 0.72560 (11) | 0.0246 (4) | |
| H22A | 0.299045 | −0.016821 | 0.775448 | 0.037* | |
| H22B | 0.328112 | −0.012850 | 0.700909 | 0.037* | |
| H22C | 0.218325 | −0.044851 | 0.700303 | 0.037* | |
| C31 | 0.32608 (16) | 0.03342 (14) | 0.96039 (12) | 0.0272 (4) | |
| H31A | 0.334181 | 0.013293 | 0.913207 | 0.041* | |
| H31B | 0.281165 | −0.012632 | 0.974032 | 0.041* | |
| H31C | 0.388050 | 0.045749 | 0.996648 | 0.041* | |
| C32 | 0.23365 (13) | 0.22423 (12) | 1.00721 (10) | 0.0173 (3) | |
| C33 | 0.27561 (13) | 0.15082 (13) | 1.01867 (10) | 0.0194 (4) | |
| C34 | 0.30241 (14) | 0.12524 (14) | 1.08608 (11) | 0.0237 (4) | |
| H34 | 0.327948 | 0.073914 | 1.091930 | 0.028* | |
| C35 | 0.29158 (15) | 0.17583 (15) | 1.14596 (11) | 0.0266 (4) | |
| H35 | 0.308912 | 0.158332 | 1.192586 | 0.032* | |
| C36 | 0.25608 (14) | 0.25030 (14) | 1.13726 (10) | 0.0254 (4) | |
| H36 | 0.251603 | 0.285339 | 1.178524 | 0.030* | |
| C37 | 0.22583 (13) | 0.27649 (13) | 1.06822 (10) | 0.0202 (4) | |
| C38 | 0.19608 (14) | 0.35980 (13) | 1.06429 (10) | 0.0226 (4) | |
| H38 | 0.210236 | 0.399065 | 1.107828 | 0.027* | |
| C39 | 0.13107 (13) | 0.46871 (13) | 1.00127 (11) | 0.0219 (4) | |
| C40 | 0.14305 (15) | 0.53108 (14) | 1.06130 (13) | 0.0288 (4) | |
| H40 | 0.164081 | 0.516947 | 1.108763 | 0.035* | |
| C41 | 0.12407 (16) | 0.61338 (15) | 1.05102 (14) | 0.0337 (5) | |
| H41 | 0.131615 | 0.655590 | 1.091666 | 0.040* | |
| C42 | 0.09435 (16) | 0.63475 (15) | 0.98244 (14) | 0.0345 (5) | |
| H42 | 0.083192 | 0.692073 | 0.976254 | 0.041* | |
| C43 | 0.08054 (15) | 0.57354 (14) | 0.92236 (13) | 0.0295 (4) | |
| H43 | 0.059203 | 0.588534 | 0.875224 | 0.035* | |
| C44 | 0.09821 (13) | 0.48952 (13) | 0.93150 (11) | 0.0225 (4) | |
| C45 | 0.06749 (14) | 0.43569 (13) | 0.80713 (11) | 0.0230 (4) | |
| H45 | 0.065584 | 0.494387 | 0.797918 | 0.028* | |
| C46 | 0.05095 (14) | 0.36976 (13) | 0.74565 (11) | 0.0220 (4) | |
| C47 | 0.00884 (16) | 0.39196 (15) | 0.67714 (12) | 0.0292 (4) | |
| H47 | −0.001569 | 0.449921 | 0.673269 | 0.035* | |
| C48 | −0.01701 (16) | 0.33123 (17) | 0.61657 (12) | 0.0332 (5) | |
| H48 | −0.045509 | 0.347113 | 0.571068 | 0.040* | |
| C49 | −0.00170 (15) | 0.24575 (16) | 0.62125 (11) | 0.0290 (4) | |
| H49 | −0.021575 | 0.203148 | 0.579247 | 0.035* | |
| C50 | 0.04234 (14) | 0.22333 (14) | 0.68703 (10) | 0.0222 (4) | |
| C51 | 0.07168 (13) | 0.28513 (13) | 0.75038 (10) | 0.0186 (4) | |
| C52 | 0.01779 (16) | 0.07149 (16) | 0.64128 (13) | 0.0334 (5) | |
| H52A | 0.041190 | 0.083384 | 0.598912 | 0.050* | |
| H52B | −0.051725 | 0.065734 | 0.628769 | 0.050* | |
| H52C | 0.033356 | 0.016528 | 0.656932 | 0.050* | |
| C61 | 0.5946 (2) | 1.04315 (18) | 0.77533 (12) | 0.0451 (7) | |
| H61A | 0.651492 | 1.087975 | 0.776329 | 0.068* | |
| H61B | 0.613469 | 0.998703 | 0.805712 | 0.068* | |
| H61C | 0.549523 | 1.071190 | 0.793689 | 0.068* | |
| C62 | 0.45184 (14) | 1.00189 (13) | 0.58964 (10) | 0.0207 (4) | |
| C63 | 0.51311 (14) | 1.05321 (14) | 0.65420 (11) | 0.0239 (4) | |
| C64 | 0.53124 (15) | 1.14368 (14) | 0.66317 (12) | 0.0271 (4) | |
| H64 | 0.569312 | 1.176545 | 0.707936 | 0.033* | |
| C65 | 0.49331 (16) | 1.18724 (14) | 0.60597 (12) | 0.0285 (4) | |
| H65 | 0.504546 | 1.249856 | 0.612180 | 0.034* | |
| C66 | 0.43987 (15) | 1.13970 (14) | 0.54088 (12) | 0.0261 (4) | |
| H66 | 0.418122 | 1.169986 | 0.501405 | 0.031* | |
| C67 | 0.41665 (14) | 1.04641 (13) | 0.53161 (11) | 0.0215 (4) | |
| C68 | 0.35884 (14) | 1.00181 (13) | 0.46112 (11) | 0.0222 (4) | |
| H68 | 0.351414 | 1.035837 | 0.422254 | 0.027* | |
| C69 | 0.26370 (14) | 0.87812 (14) | 0.37728 (10) | 0.0226 (4) | |
| C70 | 0.22243 (16) | 0.92248 (16) | 0.32200 (11) | 0.0293 (4) | |
| H70 | 0.229898 | 0.984743 | 0.329941 | 0.035* | |
| C71 | 0.17050 (17) | 0.87523 (17) | 0.25547 (12) | 0.0344 (5) | |
| H71 | 0.142465 | 0.905339 | 0.217773 | 0.041* | |
| C72 | 0.15917 (16) | 0.78435 (16) | 0.24355 (12) | 0.0319 (5) | |
| H72 | 0.123988 | 0.752733 | 0.197577 | 0.038* | |
| C73 | 0.19858 (14) | 0.73949 (15) | 0.29790 (11) | 0.0265 (4) | |
| H73 | 0.190194 | 0.677168 | 0.289380 | 0.032* | |
| C74 | 0.25078 (14) | 0.78568 (14) | 0.36542 (10) | 0.0224 (4) | |
| C75 | 0.30916 (14) | 0.66808 (14) | 0.41934 (11) | 0.0244 (4) | |
| H75 | 0.294017 | 0.637218 | 0.371930 | 0.029* | |
| C76 | 0.35154 (15) | 0.62422 (14) | 0.47861 (11) | 0.0244 (4) | |
| C77 | 0.35354 (16) | 0.53432 (15) | 0.46215 (12) | 0.0304 (5) | |
| H77 | 0.327367 | 0.505985 | 0.413826 | 0.036* | |
| C78 | 0.39237 (17) | 0.48743 (15) | 0.51437 (13) | 0.0343 (5) | |
| H78 | 0.390680 | 0.426635 | 0.502367 | 0.041* | |
| C79 | 0.43454 (16) | 0.52873 (14) | 0.58538 (13) | 0.0302 (5) | |
| H79 | 0.462072 | 0.496328 | 0.621501 | 0.036* | |
| C80 | 0.43585 (15) | 0.61642 (14) | 0.60247 (11) | 0.0257 (4) | |
| C81 | 0.39344 (14) | 0.66613 (13) | 0.55010 (11) | 0.0239 (4) | |
| C82 | 0.52080 (18) | 0.62428 (16) | 0.72639 (13) | 0.0365 (5) | |
| H82A | 0.573459 | 0.602533 | 0.713608 | 0.055* | |
| H82B | 0.474809 | 0.574719 | 0.734843 | 0.055* | |
| H82C | 0.546158 | 0.667221 | 0.770334 | 0.055* | |
| C91 | 0.48768 (15) | 0.21332 (13) | 0.86469 (11) | 0.0244 (4) | |
| H91 | 0.487373 | 0.264835 | 0.841573 | 0.029* | |
| C92 | 0.5778 (2) | 0.1232 (2) | 0.93742 (13) | 0.0433 (7) | |
| H92A | 0.592493 | 0.142763 | 0.989351 | 0.065* | |
| H92B | 0.628646 | 0.095895 | 0.927387 | 0.065* | |
| H92C | 0.516687 | 0.079954 | 0.921885 | 0.065* | |
| C93 | 0.66121 (18) | 0.25655 (18) | 0.9000 (2) | 0.0573 (9) | |
| H93A | 0.648782 | 0.303536 | 0.870560 | 0.086* | |
| H93B | 0.701183 | 0.222644 | 0.880642 | 0.086* | |
| H93C | 0.694468 | 0.282697 | 0.949917 | 0.086* | |
| C101 | 0.07480 (14) | 0.02528 (14) | 0.84680 (11) | 0.0247 (4) | |
| H101 | 0.043799 | 0.067091 | 0.864475 | 0.030* | |
| C102 | 0.0824 (2) | −0.12585 (17) | 0.81992 (19) | 0.0544 (8) | |
| H10A | 0.040705 | −0.157291 | 0.773556 | 0.082* | |
| H10B | 0.090995 | −0.167595 | 0.855051 | 0.082* | |
| H10C | 0.144704 | −0.098456 | 0.813532 | 0.082* | |
| C103 | −0.0466 (2) | −0.0882 (2) | 0.86993 (17) | 0.0514 (7) | |
| H10D | −0.067862 | −0.036988 | 0.888074 | 0.077* | |
| H10E | −0.032022 | −0.124630 | 0.908563 | 0.077* | |
| H10F | −0.097489 | −0.123217 | 0.829274 | 0.077* | |
| C110 | −0.0162 (2) | 0.34916 (18) | 0.28550 (16) | 0.0479 (7) | |
| H110 | −0.054878 | 0.326883 | 0.315544 | 0.057* | |
| C111 | 0.1395 (3) | 0.4214 (3) | 0.2762 (2) | 0.0765 (12) | |
| H11A | 0.199011 | 0.400565 | 0.291166 | 0.115* | |
| H11B | 0.153809 | 0.486088 | 0.284269 | 0.115* | |
| H11C | 0.109420 | 0.400721 | 0.224752 | 0.115* | |
| C112 | 0.1110 (2) | 0.3983 (2) | 0.39459 (16) | 0.0572 (8) | |
| H11D | 0.162972 | 0.366962 | 0.407982 | 0.086* | |
| H11E | 0.058861 | 0.373820 | 0.415257 | 0.086* | |
| H11F | 0.134829 | 0.461119 | 0.413244 | 0.086* | |
| C121 | 0.54729 (15) | 0.41108 (14) | 0.75563 (10) | 0.0245 (4) | |
| C131 | −0.07003 (13) | 0.16694 (13) | 0.93407 (10) | 0.0202 (4) | |
| C141 | 0.13318 (15) | 0.82477 (13) | 0.56942 (10) | 0.0228 (4) | |
| C151 | 0.69896 (19) | 0.82208 (17) | 0.66168 (11) | 0.0350 (5) | |
| C161 | 0.4141 (6) | 0.8390 (5) | 0.7919 (4) | 0.0362 (17) | 0.680 (4) |
| C961 | 0.4396 (10) | 0.8561 (10) | 0.7940 (8) | 0.020 (2) | 0.320 (4) |
| N1 | 0.24878 (12) | 0.39575 (11) | 0.65877 (9) | 0.0203 (3) | |
| N2 | 0.29349 (11) | 0.49364 (10) | 0.78619 (9) | 0.0195 (3) | |
| N31 | 0.08461 (11) | 0.42159 (10) | 0.87339 (9) | 0.0194 (3) | |
| N32 | 0.15182 (11) | 0.38385 (10) | 1.00570 (9) | 0.0200 (3) | |
| N51 | 0.29036 (12) | 0.74530 (11) | 0.42560 (9) | 0.0214 (3) | |
| N52 | 0.31698 (11) | 0.91976 (11) | 0.44740 (9) | 0.0208 (3) | |
| N91 | 0.57117 (13) | 0.19849 (12) | 0.89834 (10) | 0.0289 (4) | |
| N101 | 0.03909 (13) | −0.05827 (12) | 0.84590 (10) | 0.0296 (4) | |
| N110 | 0.07606 (17) | 0.38786 (15) | 0.31729 (12) | 0.0433 (5) | |
| N121 | 0.46702 (12) | 0.39695 (11) | 0.75462 (10) | 0.0245 (3) | |
| N131 | −0.01118 (11) | 0.21749 (10) | 0.92008 (9) | 0.0195 (3) | |
| N141 | 0.20378 (13) | 0.82501 (12) | 0.55333 (9) | 0.0258 (4) | |
| N151 | 0.62234 (14) | 0.83099 (13) | 0.65747 (10) | 0.0305 (4) | |
| N161 | 0.45048 (16) | 0.83626 (13) | 0.74264 (10) | 0.0349 (4) | |
| O1 | 0.42459 (9) | 0.30425 (9) | 0.98237 (7) | 0.0192 (3) | |
| O2 | 0.33573 (9) | 0.34532 (8) | 0.85947 (7) | 0.0166 (2) | |
| O3 | 0.27275 (9) | 0.24984 (8) | 0.73285 (7) | 0.0175 (2) | |
| O4 | 0.26748 (10) | 0.08498 (8) | 0.72583 (7) | 0.0192 (3) | |
| O31 | 0.28939 (10) | 0.11197 (9) | 0.95643 (7) | 0.0216 (3) | |
| O32 | 0.20855 (9) | 0.24163 (8) | 0.94012 (7) | 0.0166 (2) | |
| O33 | 0.11769 (9) | 0.26091 (9) | 0.81137 (7) | 0.0183 (3) | |
| O34 | 0.06243 (10) | 0.14280 (10) | 0.69857 (8) | 0.0251 (3) | |
| O61 | 0.55042 (12) | 1.00204 (10) | 0.70337 (8) | 0.0321 (3) | |
| O62 | 0.43286 (10) | 0.91519 (9) | 0.58715 (7) | 0.0248 (3) | |
| O63 | 0.39607 (11) | 0.74948 (9) | 0.57098 (8) | 0.0268 (3) | |
| O64 | 0.47437 (12) | 0.66543 (10) | 0.66895 (8) | 0.0304 (3) | |
| O91 | 0.40942 (10) | 0.16447 (9) | 0.86118 (7) | 0.0212 (3) | |
| O101 | 0.14673 (10) | 0.05369 (9) | 0.82604 (8) | 0.0239 (3) | |
| O110 | −0.05398 (19) | 0.34068 (16) | 0.21991 (13) | 0.0669 (6) | |
| O971 | 0.2471 (4) | 0.7241 (3) | 0.8914 (3) | 0.0312 (13) | 0.320 (4) |
| H97A | 0.191678 | 0.713560 | 0.859708 | 0.047* | 0.320 (4) |
| H97B | 0.286528 | 0.765421 | 0.879411 | 0.047* | 0.320 (4) |
| S121 | 0.66030 (4) | 0.43263 (6) | 0.75822 (3) | 0.04730 (18) | |
| S131 | −0.15358 (5) | 0.09592 (4) | 0.95208 (4) | 0.04343 (15) | |
| S141 | 0.03489 (4) | 0.82561 (4) | 0.59226 (4) | 0.03809 (13) | |
| S151 | 0.80856 (6) | 0.81383 (8) | 0.66793 (4) | 0.0716 (3) | |
| S161 | 0.36571 (19) | 0.84272 (15) | 0.85955 (6) | 0.0601 (7) | 0.680 (4) |
| S961 | 0.41791 (18) | 0.88705 (18) | 0.86980 (10) | 0.0261 (6) | 0.320 (4) |
| Sm1 | 0.25154 (2) | 0.19066 (2) | 0.83656 (2) | 0.01485 (3) | |
| Zn1 | 0.33194 (2) | 0.37866 (2) | 0.75889 (2) | 0.01671 (4) | |
| Zn31 | 0.09979 (2) | 0.30267 (2) | 0.90801 (2) | 0.01559 (4) | |
| Zn61 | 0.48983 (2) | 0.83366 (2) | 0.65355 (2) | 0.02684 (5) | |
| Zn62 | 0.31979 (2) | 0.83012 (2) | 0.51943 (2) | 0.02048 (5) |
Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| C1 | 0.0196 (9) | 0.0251 (10) | 0.0234 (9) | 0.0034 (7) | 0.0012 (7) | 0.0090 (8) |
| C2 | 0.0123 (8) | 0.0167 (8) | 0.0186 (8) | −0.0008 (6) | 0.0045 (6) | 0.0024 (7) |
| C3 | 0.0137 (8) | 0.0171 (8) | 0.0203 (9) | 0.0007 (6) | 0.0043 (7) | 0.0039 (7) |
| C4 | 0.0166 (9) | 0.0232 (9) | 0.0179 (9) | 0.0004 (7) | 0.0023 (7) | 0.0026 (7) |
| C5 | 0.0207 (9) | 0.0226 (9) | 0.0217 (9) | −0.0001 (7) | 0.0058 (7) | −0.0028 (7) |
| C6 | 0.0176 (9) | 0.0164 (8) | 0.0263 (10) | 0.0015 (7) | 0.0070 (7) | 0.0008 (7) |
| C7 | 0.0120 (8) | 0.0178 (8) | 0.0214 (9) | 0.0006 (6) | 0.0041 (7) | 0.0029 (7) |
| C8 | 0.0147 (8) | 0.0160 (8) | 0.0264 (9) | 0.0016 (7) | 0.0052 (7) | 0.0050 (7) |
| C9 | 0.0240 (10) | 0.0222 (9) | 0.0266 (10) | 0.0066 (8) | 0.0093 (8) | 0.0120 (8) |
| C10 | 0.0479 (14) | 0.0233 (10) | 0.0322 (12) | 0.0106 (10) | 0.0100 (10) | 0.0101 (9) |
| C11 | 0.0564 (16) | 0.0257 (11) | 0.0414 (13) | 0.0165 (11) | 0.0133 (12) | 0.0172 (10) |
| C12 | 0.0456 (14) | 0.0345 (12) | 0.0338 (12) | 0.0181 (10) | 0.0133 (10) | 0.0212 (10) |
| C13 | 0.0358 (12) | 0.0325 (11) | 0.0253 (10) | 0.0139 (9) | 0.0115 (9) | 0.0142 (9) |
| C14 | 0.0230 (9) | 0.0246 (10) | 0.0254 (10) | 0.0082 (8) | 0.0110 (8) | 0.0130 (8) |
| C15 | 0.0263 (10) | 0.0294 (10) | 0.0183 (9) | 0.0111 (8) | 0.0084 (8) | 0.0118 (8) |
| C16 | 0.0232 (9) | 0.0265 (10) | 0.0167 (9) | 0.0087 (8) | 0.0064 (7) | 0.0060 (7) |
| C17 | 0.0275 (10) | 0.0363 (11) | 0.0157 (9) | 0.0130 (9) | 0.0065 (8) | 0.0066 (8) |
| C18 | 0.0278 (10) | 0.0358 (11) | 0.0156 (9) | 0.0116 (9) | 0.0058 (8) | −0.0001 (8) |
| C19 | 0.0221 (9) | 0.0242 (9) | 0.0203 (9) | 0.0075 (7) | 0.0068 (7) | 0.0006 (7) |
| C20 | 0.0174 (8) | 0.0227 (9) | 0.0157 (8) | 0.0059 (7) | 0.0055 (7) | 0.0044 (7) |
| C21 | 0.0158 (8) | 0.0231 (9) | 0.0152 (8) | 0.0046 (7) | 0.0054 (7) | 0.0034 (7) |
| C22 | 0.0337 (11) | 0.0204 (9) | 0.0227 (9) | 0.0112 (8) | 0.0079 (8) | 0.0051 (7) |
| C31 | 0.0365 (12) | 0.0235 (10) | 0.0281 (10) | 0.0128 (9) | 0.0128 (9) | 0.0127 (8) |
| C32 | 0.0142 (8) | 0.0209 (9) | 0.0151 (8) | −0.0010 (7) | 0.0044 (6) | 0.0032 (7) |
| C33 | 0.0182 (9) | 0.0224 (9) | 0.0162 (8) | −0.0006 (7) | 0.0049 (7) | 0.0051 (7) |
| C34 | 0.0227 (10) | 0.0272 (10) | 0.0201 (9) | 0.0010 (8) | 0.0047 (7) | 0.0105 (8) |
| C35 | 0.0248 (10) | 0.0368 (11) | 0.0152 (9) | −0.0005 (8) | 0.0038 (7) | 0.0089 (8) |
| C36 | 0.0236 (10) | 0.0349 (11) | 0.0147 (9) | −0.0006 (8) | 0.0056 (7) | 0.0013 (8) |
| C37 | 0.0163 (9) | 0.0255 (9) | 0.0162 (8) | −0.0006 (7) | 0.0040 (7) | 0.0011 (7) |
| C38 | 0.0195 (9) | 0.0268 (10) | 0.0194 (9) | 0.0008 (7) | 0.0070 (7) | −0.0049 (7) |
| C39 | 0.0132 (8) | 0.0196 (9) | 0.0311 (10) | 0.0003 (7) | 0.0073 (7) | −0.0037 (8) |
| C40 | 0.0210 (10) | 0.0288 (11) | 0.0335 (11) | 0.0024 (8) | 0.0075 (8) | −0.0077 (9) |
| C41 | 0.0241 (11) | 0.0268 (11) | 0.0467 (14) | 0.0030 (8) | 0.0110 (10) | −0.0134 (10) |
| C42 | 0.0271 (11) | 0.0215 (10) | 0.0552 (15) | 0.0063 (8) | 0.0143 (10) | −0.0046 (10) |
| C43 | 0.0240 (10) | 0.0240 (10) | 0.0418 (12) | 0.0064 (8) | 0.0111 (9) | 0.0017 (9) |
| C44 | 0.0136 (8) | 0.0193 (9) | 0.0336 (11) | 0.0008 (7) | 0.0085 (8) | −0.0020 (8) |
| C45 | 0.0185 (9) | 0.0201 (9) | 0.0315 (10) | 0.0044 (7) | 0.0069 (8) | 0.0081 (8) |
| C46 | 0.0180 (9) | 0.0271 (10) | 0.0223 (9) | 0.0051 (7) | 0.0061 (7) | 0.0092 (8) |
| C47 | 0.0287 (11) | 0.0354 (11) | 0.0287 (11) | 0.0141 (9) | 0.0082 (9) | 0.0160 (9) |
| C48 | 0.0309 (11) | 0.0510 (14) | 0.0221 (10) | 0.0184 (10) | 0.0046 (9) | 0.0156 (10) |
| C49 | 0.0239 (10) | 0.0454 (13) | 0.0178 (9) | 0.0115 (9) | 0.0032 (8) | 0.0031 (9) |
| C50 | 0.0182 (9) | 0.0305 (10) | 0.0201 (9) | 0.0086 (8) | 0.0064 (7) | 0.0046 (8) |
| C51 | 0.0133 (8) | 0.0264 (9) | 0.0173 (8) | 0.0048 (7) | 0.0046 (7) | 0.0066 (7) |
| C52 | 0.0291 (11) | 0.0359 (12) | 0.0319 (11) | 0.0050 (9) | 0.0084 (9) | −0.0106 (9) |
| C61 | 0.0646 (18) | 0.0433 (14) | 0.0188 (11) | 0.0173 (13) | −0.0060 (11) | −0.0061 (10) |
| C62 | 0.0201 (9) | 0.0229 (9) | 0.0195 (9) | 0.0061 (7) | 0.0057 (7) | 0.0006 (7) |
| C63 | 0.0237 (10) | 0.0277 (10) | 0.0207 (9) | 0.0078 (8) | 0.0058 (8) | 0.0001 (8) |
| C64 | 0.0257 (10) | 0.0277 (10) | 0.0261 (10) | 0.0035 (8) | 0.0080 (8) | −0.0053 (8) |
| C65 | 0.0299 (11) | 0.0222 (10) | 0.0343 (11) | 0.0043 (8) | 0.0125 (9) | 0.0009 (8) |
| C66 | 0.0260 (10) | 0.0257 (10) | 0.0293 (10) | 0.0068 (8) | 0.0101 (8) | 0.0068 (8) |
| C67 | 0.0194 (9) | 0.0236 (9) | 0.0230 (9) | 0.0059 (7) | 0.0076 (7) | 0.0031 (7) |
| C68 | 0.0214 (9) | 0.0270 (10) | 0.0209 (9) | 0.0097 (8) | 0.0063 (7) | 0.0071 (7) |
| C69 | 0.0184 (9) | 0.0316 (10) | 0.0173 (9) | 0.0069 (8) | 0.0030 (7) | 0.0033 (8) |
| C70 | 0.0281 (11) | 0.0350 (11) | 0.0241 (10) | 0.0106 (9) | 0.0016 (8) | 0.0074 (9) |
| C71 | 0.0327 (12) | 0.0464 (14) | 0.0218 (10) | 0.0137 (10) | −0.0020 (9) | 0.0083 (9) |
| C72 | 0.0258 (11) | 0.0457 (13) | 0.0197 (10) | 0.0089 (9) | −0.0015 (8) | −0.0002 (9) |
| C73 | 0.0214 (10) | 0.0351 (11) | 0.0208 (9) | 0.0075 (8) | 0.0019 (8) | −0.0011 (8) |
| C74 | 0.0174 (9) | 0.0315 (10) | 0.0182 (9) | 0.0071 (8) | 0.0036 (7) | 0.0027 (8) |
| C75 | 0.0231 (10) | 0.0290 (10) | 0.0194 (9) | 0.0057 (8) | 0.0036 (7) | −0.0010 (8) |
| C76 | 0.0245 (10) | 0.0251 (10) | 0.0240 (10) | 0.0075 (8) | 0.0059 (8) | 0.0019 (8) |
| C77 | 0.0328 (11) | 0.0277 (11) | 0.0289 (11) | 0.0086 (9) | 0.0056 (9) | −0.0025 (8) |
| C78 | 0.0386 (13) | 0.0240 (10) | 0.0405 (13) | 0.0118 (9) | 0.0082 (10) | 0.0005 (9) |
| C79 | 0.0308 (11) | 0.0266 (10) | 0.0344 (11) | 0.0105 (9) | 0.0060 (9) | 0.0090 (9) |
| C80 | 0.0251 (10) | 0.0254 (10) | 0.0252 (10) | 0.0056 (8) | 0.0034 (8) | 0.0052 (8) |
| C81 | 0.0238 (10) | 0.0235 (10) | 0.0243 (10) | 0.0068 (8) | 0.0048 (8) | 0.0040 (8) |
| C82 | 0.0391 (13) | 0.0318 (12) | 0.0307 (12) | 0.0076 (10) | −0.0074 (10) | 0.0110 (9) |
| C91 | 0.0268 (10) | 0.0187 (9) | 0.0299 (10) | 0.0098 (8) | 0.0077 (8) | 0.0036 (8) |
| C92 | 0.0475 (15) | 0.0749 (19) | 0.0237 (11) | 0.0415 (14) | 0.0138 (10) | 0.0202 (12) |
| C93 | 0.0250 (12) | 0.0307 (13) | 0.108 (3) | 0.0047 (10) | 0.0126 (14) | −0.0171 (15) |
| C101 | 0.0227 (10) | 0.0243 (10) | 0.0259 (10) | 0.0037 (8) | 0.0061 (8) | 0.0016 (8) |
| C102 | 0.068 (2) | 0.0219 (12) | 0.081 (2) | 0.0044 (12) | 0.0373 (17) | 0.0059 (13) |
| C103 | 0.0339 (14) | 0.0588 (18) | 0.0582 (18) | −0.0103 (12) | 0.0206 (13) | 0.0121 (14) |
| C110 | 0.0610 (18) | 0.0378 (14) | 0.0460 (16) | 0.0085 (13) | 0.0150 (13) | 0.0151 (12) |
| C111 | 0.055 (2) | 0.120 (3) | 0.063 (2) | 0.011 (2) | 0.0313 (18) | 0.032 (2) |
| C112 | 0.063 (2) | 0.0597 (19) | 0.0393 (15) | −0.0102 (15) | 0.0151 (14) | 0.0039 (13) |
| C121 | 0.0257 (10) | 0.0320 (11) | 0.0178 (9) | 0.0088 (8) | 0.0072 (8) | 0.0050 (8) |
| C131 | 0.0194 (9) | 0.0208 (9) | 0.0205 (9) | 0.0063 (7) | 0.0046 (7) | 0.0026 (7) |
| C141 | 0.0299 (11) | 0.0188 (9) | 0.0167 (9) | 0.0037 (8) | 0.0019 (8) | 0.0025 (7) |
| C151 | 0.0466 (14) | 0.0459 (14) | 0.0160 (9) | 0.0193 (11) | 0.0061 (9) | 0.0082 (9) |
| C161 | 0.058 (5) | 0.035 (4) | 0.0200 (16) | 0.028 (3) | 0.004 (3) | 0.006 (2) |
| C961 | 0.023 (5) | 0.012 (4) | 0.0205 (18) | 0.001 (3) | 0.000 (3) | 0.004 (2) |
| N1 | 0.0218 (8) | 0.0227 (8) | 0.0208 (8) | 0.0079 (6) | 0.0090 (6) | 0.0104 (6) |
| N2 | 0.0185 (8) | 0.0181 (7) | 0.0229 (8) | 0.0034 (6) | 0.0060 (6) | 0.0082 (6) |
| N31 | 0.0142 (7) | 0.0173 (7) | 0.0264 (8) | 0.0021 (6) | 0.0060 (6) | 0.0021 (6) |
| N32 | 0.0154 (7) | 0.0196 (8) | 0.0230 (8) | 0.0003 (6) | 0.0061 (6) | −0.0034 (6) |
| N51 | 0.0190 (8) | 0.0264 (8) | 0.0175 (7) | 0.0057 (6) | 0.0025 (6) | 0.0019 (6) |
| N52 | 0.0186 (8) | 0.0264 (8) | 0.0173 (7) | 0.0066 (6) | 0.0032 (6) | 0.0039 (6) |
| N91 | 0.0232 (9) | 0.0289 (9) | 0.0323 (10) | 0.0107 (7) | 0.0026 (7) | −0.0065 (7) |
| N101 | 0.0271 (9) | 0.0283 (9) | 0.0315 (9) | −0.0031 (7) | 0.0113 (8) | 0.0045 (7) |
| N110 | 0.0518 (14) | 0.0428 (12) | 0.0386 (12) | 0.0103 (10) | 0.0170 (10) | 0.0082 (9) |
| N121 | 0.0223 (9) | 0.0261 (9) | 0.0289 (9) | 0.0065 (7) | 0.0105 (7) | 0.0110 (7) |
| N131 | 0.0180 (8) | 0.0192 (8) | 0.0199 (8) | 0.0015 (6) | 0.0050 (6) | 0.0013 (6) |
| N141 | 0.0318 (10) | 0.0248 (9) | 0.0227 (8) | 0.0073 (7) | 0.0092 (7) | 0.0053 (7) |
| N151 | 0.0349 (10) | 0.0315 (10) | 0.0240 (9) | 0.0115 (8) | 0.0014 (8) | 0.0066 (7) |
| N161 | 0.0470 (12) | 0.0336 (10) | 0.0224 (8) | 0.0123 (9) | 0.0039 (8) | 0.0024 (7) |
| O1 | 0.0206 (6) | 0.0190 (6) | 0.0178 (6) | 0.0053 (5) | 0.0029 (5) | 0.0052 (5) |
| O2 | 0.0179 (6) | 0.0157 (6) | 0.0153 (6) | 0.0012 (5) | 0.0044 (5) | 0.0028 (5) |
| O3 | 0.0223 (6) | 0.0178 (6) | 0.0129 (6) | 0.0039 (5) | 0.0056 (5) | 0.0038 (5) |
| O4 | 0.0261 (7) | 0.0173 (6) | 0.0156 (6) | 0.0064 (5) | 0.0066 (5) | 0.0033 (5) |
| O31 | 0.0312 (7) | 0.0205 (7) | 0.0172 (6) | 0.0104 (6) | 0.0088 (5) | 0.0076 (5) |
| O32 | 0.0177 (6) | 0.0195 (6) | 0.0130 (6) | 0.0040 (5) | 0.0043 (5) | 0.0035 (5) |
| O33 | 0.0178 (6) | 0.0226 (6) | 0.0152 (6) | 0.0058 (5) | 0.0042 (5) | 0.0040 (5) |
| O34 | 0.0266 (7) | 0.0283 (7) | 0.0208 (7) | 0.0098 (6) | 0.0054 (6) | −0.0005 (6) |
| O61 | 0.0418 (9) | 0.0290 (8) | 0.0188 (7) | 0.0112 (7) | −0.0050 (6) | −0.0029 (6) |
| O62 | 0.0295 (8) | 0.0216 (7) | 0.0193 (7) | 0.0064 (6) | −0.0015 (6) | 0.0023 (5) |
| O63 | 0.0347 (8) | 0.0217 (7) | 0.0203 (7) | 0.0092 (6) | −0.0016 (6) | 0.0023 (5) |
| O64 | 0.0382 (9) | 0.0243 (7) | 0.0240 (7) | 0.0072 (6) | −0.0024 (6) | 0.0073 (6) |
| O91 | 0.0223 (7) | 0.0218 (7) | 0.0211 (7) | 0.0077 (5) | 0.0059 (5) | 0.0050 (5) |
| O101 | 0.0267 (7) | 0.0197 (7) | 0.0252 (7) | 0.0010 (5) | 0.0093 (6) | 0.0047 (5) |
| O110 | 0.0822 (17) | 0.0565 (14) | 0.0609 (15) | 0.0144 (12) | 0.0128 (13) | 0.0216 (11) |
| O971 | 0.032 (3) | 0.026 (3) | 0.031 (3) | 0.004 (2) | 0.004 (2) | 0.001 (2) |
| S121 | 0.0194 (3) | 0.0920 (6) | 0.0300 (3) | 0.0114 (3) | 0.0091 (2) | −0.0001 (3) |
| S131 | 0.0325 (3) | 0.0404 (3) | 0.0586 (4) | −0.0051 (3) | 0.0200 (3) | 0.0198 (3) |
| S141 | 0.0280 (3) | 0.0428 (3) | 0.0449 (3) | 0.0059 (2) | 0.0148 (3) | 0.0029 (3) |
| S151 | 0.0513 (5) | 0.1423 (9) | 0.0340 (4) | 0.0500 (5) | 0.0135 (3) | 0.0104 (5) |
| S161 | 0.1116 (17) | 0.0738 (13) | 0.0242 (5) | 0.0725 (14) | 0.0286 (7) | 0.0186 (6) |
| S961 | 0.0349 (12) | 0.0298 (12) | 0.0178 (8) | 0.0150 (10) | 0.0082 (7) | 0.0042 (7) |
| Sm1 | 0.01849 (5) | 0.01405 (4) | 0.01404 (4) | 0.00403 (3) | 0.00687 (3) | 0.00452 (3) |
| Zn1 | 0.01724 (10) | 0.01703 (10) | 0.01765 (10) | 0.00387 (8) | 0.00633 (8) | 0.00702 (8) |
| Zn31 | 0.01394 (10) | 0.01608 (10) | 0.01577 (10) | 0.00152 (7) | 0.00384 (7) | 0.00109 (7) |
| Zn61 | 0.03172 (13) | 0.02864 (12) | 0.01707 (11) | 0.00918 (10) | −0.00126 (9) | 0.00330 (9) |
| Zn62 | 0.02403 (11) | 0.02136 (11) | 0.01524 (10) | 0.00642 (9) | 0.00265 (8) | 0.00237 (8) |
Geometric parameters (Å, º)
| C1—H1A | 0.9800 | C67—C68 | 1.452 (3) |
| C1—H1B | 0.9800 | C68—H68 | 0.9500 |
| C1—H1C | 0.9800 | C68—N52 | 1.284 (3) |
| C1—O1 | 1.431 (2) | C69—C70 | 1.396 (3) |
| C2—C3 | 1.421 (2) | C69—C74 | 1.408 (3) |
| C2—C7 | 1.415 (3) | C69—N52 | 1.417 (2) |
| C2—O2 | 1.329 (2) | C70—H70 | 0.9500 |
| C3—C4 | 1.379 (3) | C70—C71 | 1.386 (3) |
| C3—O1 | 1.367 (2) | C71—H71 | 0.9500 |
| C4—H4 | 0.9500 | C71—C72 | 1.386 (3) |
| C4—C5 | 1.400 (3) | C72—H72 | 0.9500 |
| C5—H5 | 0.9500 | C72—C73 | 1.379 (3) |
| C5—C6 | 1.367 (3) | C73—H73 | 0.9500 |
| C6—H6 | 0.9500 | C73—C74 | 1.396 (3) |
| C6—C7 | 1.415 (3) | C74—N51 | 1.418 (2) |
| C7—C8 | 1.444 (3) | C75—H75 | 0.9500 |
| C8—H8 | 0.9500 | C75—C76 | 1.451 (3) |
| C8—N2 | 1.285 (3) | C75—N51 | 1.287 (3) |
| C9—C10 | 1.400 (3) | C76—C77 | 1.417 (3) |
| C9—C14 | 1.405 (3) | C76—C81 | 1.410 (3) |
| C9—N2 | 1.420 (2) | C77—H77 | 0.9500 |
| C10—H10 | 0.9500 | C77—C78 | 1.369 (3) |
| C10—C11 | 1.380 (3) | C78—H78 | 0.9500 |
| C11—H11 | 0.9500 | C78—C79 | 1.400 (3) |
| C11—C12 | 1.384 (4) | C79—H79 | 0.9500 |
| C12—H12 | 0.9500 | C79—C80 | 1.374 (3) |
| C12—C13 | 1.386 (3) | C80—C81 | 1.420 (3) |
| C13—H13 | 0.9500 | C80—O64 | 1.365 (3) |
| C13—C14 | 1.397 (3) | C81—O63 | 1.317 (2) |
| C14—N1 | 1.417 (2) | C82—H82A | 0.9800 |
| C15—H15 | 0.9500 | C82—H82B | 0.9800 |
| C15—C16 | 1.445 (3) | C82—H82C | 0.9800 |
| C15—N1 | 1.283 (3) | C82—O64 | 1.421 (2) |
| C16—C17 | 1.412 (3) | C91—H91 | 0.9500 |
| C16—C21 | 1.411 (3) | C91—N91 | 1.317 (3) |
| C17—H17 | 0.9500 | C91—O91 | 1.241 (2) |
| C17—C18 | 1.369 (3) | C92—H92A | 0.9800 |
| C18—H18 | 0.9500 | C92—H92B | 0.9800 |
| C18—C19 | 1.402 (3) | C92—H92C | 0.9800 |
| C19—H19 | 0.9500 | C92—N91 | 1.452 (3) |
| C19—C20 | 1.378 (3) | C93—H93A | 0.9800 |
| C20—C21 | 1.406 (3) | C93—H93B | 0.9800 |
| C20—O4 | 1.381 (2) | C93—H93C | 0.9800 |
| C21—O3 | 1.333 (2) | C93—N91 | 1.451 (3) |
| C22—H22A | 0.9800 | C101—H101 | 0.9500 |
| C22—H22B | 0.9800 | C101—N101 | 1.305 (3) |
| C22—H22C | 0.9800 | C101—O101 | 1.243 (2) |
| C22—O4 | 1.436 (2) | C102—H10A | 0.9800 |
| C31—H31A | 0.9800 | C102—H10B | 0.9800 |
| C31—H31B | 0.9800 | C102—H10C | 0.9800 |
| C31—H31C | 0.9800 | C102—N101 | 1.446 (3) |
| C31—O31 | 1.429 (2) | C103—H10D | 0.9800 |
| C32—C33 | 1.409 (3) | C103—H10E | 0.9800 |
| C32—C37 | 1.415 (3) | C103—H10F | 0.9800 |
| C32—O32 | 1.321 (2) | C103—N101 | 1.461 (3) |
| C33—C34 | 1.378 (3) | C110—H110 | 0.9500 |
| C33—O31 | 1.376 (2) | C110—N110 | 1.347 (4) |
| C34—H34 | 0.9500 | C110—O110 | 1.235 (4) |
| C34—C35 | 1.402 (3) | C111—H11A | 0.9800 |
| C35—H35 | 0.9500 | C111—H11B | 0.9800 |
| C35—C36 | 1.367 (3) | C111—H11C | 0.9800 |
| C36—H36 | 0.9500 | C111—N110 | 1.424 (4) |
| C36—C37 | 1.416 (3) | C112—H11D | 0.9800 |
| C37—C38 | 1.449 (3) | C112—H11E | 0.9800 |
| C38—H38 | 0.9500 | C112—H11F | 0.9800 |
| C38—N32 | 1.282 (3) | C112—N110 | 1.437 (4) |
| C39—C40 | 1.401 (3) | C121—N121 | 1.159 (3) |
| C39—C44 | 1.401 (3) | C121—S121 | 1.626 (2) |
| C39—N32 | 1.417 (2) | C131—N131 | 1.157 (3) |
| C40—H40 | 0.9500 | C131—S131 | 1.620 (2) |
| C40—C41 | 1.383 (3) | C141—N141 | 1.158 (3) |
| C41—H41 | 0.9500 | C141—S141 | 1.619 (2) |
| C41—C42 | 1.377 (4) | C151—N151 | 1.150 (3) |
| C42—H42 | 0.9500 | C151—S151 | 1.624 (3) |
| C42—C43 | 1.385 (3) | C161—N161 | 1.203 (7) |
| C43—H43 | 0.9500 | C161—S161 | 1.635 (6) |
| C43—C44 | 1.399 (3) | C961—N161 | 1.070 (14) |
| C44—N31 | 1.424 (2) | C961—S961 | 1.626 (13) |
| C45—H45 | 0.9500 | N1—Zn1 | 2.0863 (16) |
| C45—C46 | 1.442 (3) | N2—Zn1 | 2.0451 (16) |
| C45—N31 | 1.286 (3) | N31—Zn31 | 2.0534 (16) |
| C46—C47 | 1.416 (3) | N32—Zn31 | 2.0644 (16) |
| C46—C51 | 1.414 (3) | N51—Zn62 | 2.0508 (16) |
| C47—H47 | 0.9500 | N52—Zn62 | 2.0486 (16) |
| C47—C48 | 1.366 (3) | N121—Zn1 | 1.9842 (17) |
| C48—H48 | 0.9500 | N131—Zn31 | 1.9786 (16) |
| C48—C49 | 1.399 (3) | N141—Zn62 | 1.9687 (18) |
| C49—H49 | 0.9500 | N151—Zn61 | 1.949 (2) |
| C49—C50 | 1.382 (3) | N161—Zn61 | 1.943 (2) |
| C50—C51 | 1.412 (3) | O2—Sm1 | 2.4417 (12) |
| C50—O34 | 1.366 (2) | O2—Zn1 | 2.0395 (12) |
| C51—O33 | 1.329 (2) | O3—Sm1 | 2.3348 (12) |
| C52—H52A | 0.9800 | O3—Zn1 | 1.9985 (13) |
| C52—H52B | 0.9800 | O4—Sm1 | 2.6707 (13) |
| C52—H52C | 0.9800 | O31—Sm1 | 2.6934 (13) |
| C52—O34 | 1.432 (2) | O32—Sm1 | 2.3599 (12) |
| C61—H61A | 0.9800 | O32—Zn31 | 2.0143 (13) |
| C61—H61B | 0.9800 | O33—Sm1 | 2.4038 (13) |
| C61—H61C | 0.9800 | O33—Zn31 | 2.0175 (13) |
| C61—O61 | 1.418 (3) | O62—Zn61 | 2.0267 (14) |
| C62—C63 | 1.419 (3) | O62—Zn62 | 2.0132 (14) |
| C62—C67 | 1.408 (3) | O63—Zn61 | 2.0135 (14) |
| C62—O62 | 1.321 (2) | O63—Zn62 | 2.0073 (14) |
| C63—C64 | 1.372 (3) | O91—Sm1 | 2.3831 (13) |
| C63—O61 | 1.369 (3) | O101—Sm1 | 2.3476 (13) |
| C64—H64 | 0.9500 | O971—H97A | 0.8700 |
| C64—C65 | 1.399 (3) | O971—H97B | 0.8699 |
| C65—H65 | 0.9500 | Sm1—Zn1 | 3.5372 (2) |
| C65—C66 | 1.373 (3) | Sm1—Zn31 | 3.5444 (2) |
| C66—H66 | 0.9500 | Zn61—Zn62 | 3.1201 (3) |
| C66—C67 | 1.414 (3) | ||
| H1A—C1—H1B | 109.5 | N91—C91—H91 | 117.8 |
| H1A—C1—H1C | 109.5 | O91—C91—H91 | 117.8 |
| H1B—C1—H1C | 109.5 | O91—C91—N91 | 124.34 (19) |
| O1—C1—H1A | 109.5 | H92A—C92—H92B | 109.5 |
| O1—C1—H1B | 109.5 | H92A—C92—H92C | 109.5 |
| O1—C1—H1C | 109.5 | H92B—C92—H92C | 109.5 |
| C7—C2—C3 | 117.35 (16) | N91—C92—H92A | 109.5 |
| O2—C2—C3 | 118.66 (16) | N91—C92—H92B | 109.5 |
| O2—C2—C7 | 123.99 (16) | N91—C92—H92C | 109.5 |
| C4—C3—C2 | 121.73 (17) | H93A—C93—H93B | 109.5 |
| O1—C3—C2 | 113.53 (16) | H93A—C93—H93C | 109.5 |
| O1—C3—C4 | 124.74 (17) | H93B—C93—H93C | 109.5 |
| C3—C4—H4 | 120.0 | N91—C93—H93A | 109.5 |
| C3—C4—C5 | 120.00 (18) | N91—C93—H93B | 109.5 |
| C5—C4—H4 | 120.0 | N91—C93—H93C | 109.5 |
| C4—C5—H5 | 120.1 | N101—C101—H101 | 117.9 |
| C6—C5—C4 | 119.80 (18) | O101—C101—H101 | 117.9 |
| C6—C5—H5 | 120.1 | O101—C101—N101 | 124.2 (2) |
| C5—C6—H6 | 119.3 | H10A—C102—H10B | 109.5 |
| C5—C6—C7 | 121.31 (18) | H10A—C102—H10C | 109.5 |
| C7—C6—H6 | 119.3 | H10B—C102—H10C | 109.5 |
| C2—C7—C8 | 124.65 (17) | N101—C102—H10A | 109.5 |
| C6—C7—C2 | 119.60 (17) | N101—C102—H10B | 109.5 |
| C6—C7—C8 | 115.71 (17) | N101—C102—H10C | 109.5 |
| C7—C8—H8 | 117.3 | H10D—C103—H10E | 109.5 |
| N2—C8—C7 | 125.39 (17) | H10D—C103—H10F | 109.5 |
| N2—C8—H8 | 117.3 | H10E—C103—H10F | 109.5 |
| C10—C9—C14 | 120.05 (18) | N101—C103—H10D | 109.5 |
| C10—C9—N2 | 123.68 (19) | N101—C103—H10E | 109.5 |
| C14—C9—N2 | 116.17 (17) | N101—C103—H10F | 109.5 |
| C9—C10—H10 | 120.1 | N110—C110—H110 | 117.8 |
| C11—C10—C9 | 119.8 (2) | O110—C110—H110 | 117.8 |
| C11—C10—H10 | 120.1 | O110—C110—N110 | 124.4 (3) |
| C10—C11—H11 | 119.8 | H11A—C111—H11B | 109.5 |
| C10—C11—C12 | 120.3 (2) | H11A—C111—H11C | 109.5 |
| C12—C11—H11 | 119.8 | H11B—C111—H11C | 109.5 |
| C11—C12—H12 | 119.7 | N110—C111—H11A | 109.5 |
| C11—C12—C13 | 120.6 (2) | N110—C111—H11B | 109.5 |
| C13—C12—H12 | 119.7 | N110—C111—H11C | 109.5 |
| C12—C13—H13 | 120.0 | H11D—C112—H11E | 109.5 |
| C12—C13—C14 | 120.1 (2) | H11D—C112—H11F | 109.5 |
| C14—C13—H13 | 120.0 | H11E—C112—H11F | 109.5 |
| C9—C14—N1 | 115.65 (17) | N110—C112—H11D | 109.5 |
| C13—C14—C9 | 119.10 (19) | N110—C112—H11E | 109.5 |
| C13—C14—N1 | 125.23 (19) | N110—C112—H11F | 109.5 |
| C16—C15—H15 | 117.6 | N121—C121—S121 | 178.9 (2) |
| N1—C15—H15 | 117.6 | N131—C131—S131 | 178.92 (19) |
| N1—C15—C16 | 124.87 (17) | N141—C141—S141 | 179.4 (2) |
| C17—C16—C15 | 117.83 (17) | N151—C151—S151 | 177.7 (2) |
| C21—C16—C15 | 123.11 (17) | N161—C161—S161 | 179.4 (8) |
| C21—C16—C17 | 118.86 (18) | N161—C961—S961 | 177.1 (16) |
| C16—C17—H17 | 119.4 | C14—N1—Zn1 | 111.82 (13) |
| C18—C17—C16 | 121.11 (18) | C15—N1—C14 | 123.18 (17) |
| C18—C17—H17 | 119.4 | C15—N1—Zn1 | 124.87 (13) |
| C17—C18—H18 | 119.7 | C8—N2—C9 | 121.74 (17) |
| C17—C18—C19 | 120.54 (18) | C8—N2—Zn1 | 125.65 (13) |
| C19—C18—H18 | 119.7 | C9—N2—Zn1 | 112.50 (13) |
| C18—C19—H19 | 120.5 | C44—N31—Zn31 | 112.56 (13) |
| C20—C19—C18 | 118.94 (18) | C45—N31—C44 | 122.48 (17) |
| C20—C19—H19 | 120.5 | C45—N31—Zn31 | 124.93 (14) |
| C19—C20—C21 | 121.94 (17) | C38—N32—C39 | 123.60 (17) |
| C19—C20—O4 | 125.38 (17) | C38—N32—Zn31 | 123.97 (14) |
| O4—C20—C21 | 112.63 (15) | C39—N32—Zn31 | 112.41 (13) |
| C20—C21—C16 | 118.57 (17) | C74—N51—Zn62 | 110.35 (13) |
| O3—C21—C16 | 124.27 (17) | C75—N51—C74 | 122.96 (17) |
| O3—C21—C20 | 117.06 (16) | C75—N51—Zn62 | 126.57 (14) |
| H22A—C22—H22B | 109.5 | C68—N52—C69 | 123.05 (17) |
| H22A—C22—H22C | 109.5 | C68—N52—Zn62 | 126.59 (14) |
| H22B—C22—H22C | 109.5 | C69—N52—Zn62 | 110.33 (13) |
| O4—C22—H22A | 109.5 | C91—N91—C92 | 121.3 (2) |
| O4—C22—H22B | 109.5 | C91—N91—C93 | 122.6 (2) |
| O4—C22—H22C | 109.5 | C93—N91—C92 | 116.1 (2) |
| H31A—C31—H31B | 109.5 | C101—N101—C102 | 121.1 (2) |
| H31A—C31—H31C | 109.5 | C101—N101—C103 | 122.1 (2) |
| H31B—C31—H31C | 109.5 | C102—N101—C103 | 116.8 (2) |
| O31—C31—H31A | 109.5 | C110—N110—C111 | 121.5 (3) |
| O31—C31—H31B | 109.5 | C110—N110—C112 | 119.5 (2) |
| O31—C31—H31C | 109.5 | C111—N110—C112 | 118.9 (3) |
| C33—C32—C37 | 118.09 (17) | C121—N121—Zn1 | 176.12 (18) |
| O32—C32—C33 | 117.14 (16) | C131—N131—Zn31 | 172.86 (16) |
| O32—C32—C37 | 124.68 (17) | C141—N141—Zn62 | 175.46 (17) |
| C34—C33—C32 | 122.15 (18) | C151—N151—Zn61 | 173.9 (2) |
| O31—C33—C32 | 112.33 (15) | C161—N161—Zn61 | 170.9 (5) |
| O31—C33—C34 | 125.46 (18) | C961—N161—Zn61 | 164.2 (7) |
| C33—C34—H34 | 120.4 | C3—O1—C1 | 116.75 (15) |
| C33—C34—C35 | 119.25 (19) | C2—O2—Sm1 | 130.20 (11) |
| C35—C34—H34 | 120.4 | C2—O2—Zn1 | 122.79 (11) |
| C34—C35—H35 | 120.0 | Zn1—O2—Sm1 | 103.89 (5) |
| C36—C35—C34 | 120.03 (18) | C21—O3—Sm1 | 127.23 (11) |
| C36—C35—H35 | 120.0 | C21—O3—Zn1 | 123.57 (11) |
| C35—C36—H36 | 119.2 | Zn1—O3—Sm1 | 109.18 (5) |
| C35—C36—C37 | 121.59 (19) | C20—O4—C22 | 116.69 (14) |
| C37—C36—H36 | 119.2 | C20—O4—Sm1 | 115.77 (10) |
| C32—C37—C36 | 118.72 (18) | C22—O4—Sm1 | 126.89 (11) |
| C32—C37—C38 | 123.00 (17) | C31—O31—Sm1 | 124.14 (11) |
| C36—C37—C38 | 118.06 (18) | C33—O31—C31 | 117.42 (15) |
| C37—C38—H38 | 118.0 | C33—O31—Sm1 | 118.41 (11) |
| N32—C38—C37 | 124.09 (17) | C32—O32—Sm1 | 130.47 (11) |
| N32—C38—H38 | 118.0 | C32—O32—Zn31 | 120.58 (11) |
| C40—C39—C44 | 119.82 (19) | Zn31—O32—Sm1 | 107.99 (5) |
| C40—C39—N32 | 124.1 (2) | C51—O33—Sm1 | 130.64 (11) |
| C44—C39—N32 | 116.04 (17) | C51—O33—Zn31 | 122.08 (11) |
| C39—C40—H40 | 120.2 | Zn31—O33—Sm1 | 106.25 (5) |
| C41—C40—C39 | 119.6 (2) | C50—O34—C52 | 116.72 (17) |
| C41—C40—H40 | 120.2 | C63—O61—C61 | 117.58 (18) |
| C40—C41—H41 | 119.7 | C62—O62—Zn61 | 132.34 (12) |
| C42—C41—C40 | 120.6 (2) | C62—O62—Zn62 | 125.95 (12) |
| C42—C41—H41 | 119.7 | Zn62—O62—Zn61 | 101.13 (6) |
| C41—C42—H42 | 119.6 | C81—O63—Zn61 | 129.26 (13) |
| C41—C42—C43 | 120.7 (2) | C81—O63—Zn62 | 128.36 (13) |
| C43—C42—H42 | 119.6 | Zn62—O63—Zn61 | 101.79 (6) |
| C42—C43—H43 | 120.2 | C80—O64—C82 | 118.24 (17) |
| C42—C43—C44 | 119.6 (2) | C91—O91—Sm1 | 131.76 (12) |
| C44—C43—H43 | 120.2 | C101—O101—Sm1 | 136.34 (13) |
| C39—C44—N31 | 116.47 (17) | H97A—O971—H97B | 109.5 |
| C43—C44—C39 | 119.62 (19) | O2—Sm1—O4 | 119.60 (4) |
| C43—C44—N31 | 123.9 (2) | O2—Sm1—O31 | 111.28 (4) |
| C46—C45—H45 | 117.3 | O2—Sm1—Zn1 | 34.04 (3) |
| N31—C45—H45 | 117.3 | O2—Sm1—Zn31 | 75.83 (3) |
| N31—C45—C46 | 125.38 (18) | O3—Sm1—O2 | 66.10 (4) |
| C47—C46—C45 | 116.73 (18) | O3—Sm1—O4 | 60.69 (4) |
| C51—C46—C45 | 124.06 (17) | O3—Sm1—O31 | 159.39 (4) |
| C51—C46—C47 | 119.19 (19) | O3—Sm1—O32 | 134.80 (4) |
| C46—C47—H47 | 119.5 | O3—Sm1—O33 | 80.48 (4) |
| C48—C47—C46 | 120.9 (2) | O3—Sm1—O91 | 89.74 (5) |
| C48—C47—H47 | 119.5 | O3—Sm1—O101 | 119.90 (5) |
| C47—C48—H48 | 119.9 | O3—Sm1—Zn1 | 32.25 (3) |
| C47—C48—C49 | 120.27 (19) | O3—Sm1—Zn31 | 108.18 (3) |
| C49—C48—H48 | 119.9 | O4—Sm1—O31 | 108.63 (4) |
| C48—C49—H49 | 120.0 | O4—Sm1—Zn1 | 90.48 (3) |
| C50—C49—C48 | 119.9 (2) | O4—Sm1—Zn31 | 146.28 (3) |
| C50—C49—H49 | 120.0 | O31—Sm1—Zn1 | 142.97 (3) |
| C49—C50—C51 | 121.15 (19) | O31—Sm1—Zn31 | 90.16 (3) |
| O34—C50—C49 | 125.60 (19) | O32—Sm1—O2 | 78.61 (4) |
| O34—C50—C51 | 113.25 (16) | O32—Sm1—O4 | 161.77 (4) |
| C50—C51—C46 | 118.34 (17) | O32—Sm1—O31 | 59.85 (4) |
| O33—C51—C46 | 123.33 (17) | O32—Sm1—O33 | 65.80 (4) |
| O33—C51—C50 | 118.33 (17) | O32—Sm1—O91 | 114.01 (4) |
| H52A—C52—H52B | 109.5 | O32—Sm1—Zn1 | 107.06 (3) |
| H52A—C52—H52C | 109.5 | O32—Sm1—Zn31 | 32.72 (3) |
| H52B—C52—H52C | 109.5 | O33—Sm1—O2 | 79.92 (4) |
| O34—C52—H52A | 109.5 | O33—Sm1—O4 | 115.61 (4) |
| O34—C52—H52B | 109.5 | O33—Sm1—O31 | 119.80 (4) |
| O34—C52—H52C | 109.5 | O33—Sm1—Zn1 | 75.67 (3) |
| H61A—C61—H61B | 109.5 | O33—Sm1—Zn31 | 33.13 (3) |
| H61A—C61—H61C | 109.5 | O91—Sm1—O2 | 83.29 (4) |
| H61B—C61—H61C | 109.5 | O91—Sm1—O4 | 70.36 (4) |
| O61—C61—H61A | 109.5 | O91—Sm1—O31 | 69.71 (4) |
| O61—C61—H61B | 109.5 | O91—Sm1—O33 | 162.88 (5) |
| O61—C61—H61C | 109.5 | O91—Sm1—Zn1 | 88.55 (3) |
| C67—C62—C63 | 118.03 (18) | O91—Sm1—Zn31 | 143.36 (3) |
| O62—C62—C63 | 117.98 (17) | O101—Sm1—O2 | 167.46 (5) |
| O62—C62—C67 | 123.98 (17) | O101—Sm1—O4 | 71.53 (4) |
| C64—C63—C62 | 121.73 (19) | O101—Sm1—O31 | 67.27 (5) |
| O61—C63—C62 | 112.25 (18) | O101—Sm1—O32 | 90.46 (5) |
| O61—C63—C64 | 126.02 (19) | O101—Sm1—O33 | 90.05 (5) |
| C63—C64—H64 | 120.2 | O101—Sm1—O91 | 107.03 (5) |
| C63—C64—C65 | 119.57 (19) | O101—Sm1—Zn1 | 149.69 (4) |
| C65—C64—H64 | 120.2 | O101—Sm1—Zn31 | 91.66 (4) |
| C64—C65—H65 | 119.9 | Zn1—Sm1—Zn31 | 90.491 (5) |
| C66—C65—C64 | 120.1 (2) | N1—Zn1—Sm1 | 117.86 (5) |
| C66—C65—H65 | 119.9 | N2—Zn1—N1 | 79.60 (6) |
| C65—C66—H66 | 119.4 | N2—Zn1—Sm1 | 118.28 (4) |
| C65—C66—C67 | 121.1 (2) | N121—Zn1—N1 | 108.05 (7) |
| C67—C66—H66 | 119.4 | N121—Zn1—N2 | 112.95 (7) |
| C62—C67—C66 | 119.13 (18) | N121—Zn1—O2 | 104.31 (6) |
| C62—C67—C68 | 123.64 (18) | N121—Zn1—O3 | 108.25 (6) |
| C66—C67—C68 | 117.22 (18) | N121—Zn1—Sm1 | 115.01 (5) |
| C67—C68—H68 | 117.6 | O2—Zn1—N1 | 147.54 (6) |
| N52—C68—C67 | 124.86 (18) | O2—Zn1—N2 | 90.27 (6) |
| N52—C68—H68 | 117.6 | O2—Zn1—Sm1 | 42.08 (4) |
| C70—C69—C74 | 119.76 (19) | O3—Zn1—N1 | 87.12 (6) |
| C70—C69—N52 | 124.25 (19) | O3—Zn1—N2 | 138.79 (6) |
| C74—C69—N52 | 115.97 (17) | O3—Zn1—O2 | 80.40 (5) |
| C69—C70—H70 | 120.2 | O3—Zn1—Sm1 | 38.57 (4) |
| C71—C70—C69 | 119.7 (2) | N31—Zn31—N32 | 80.42 (7) |
| C71—C70—H70 | 120.2 | N31—Zn31—Sm1 | 116.69 (4) |
| C70—C71—H71 | 119.8 | N32—Zn31—Sm1 | 120.54 (4) |
| C72—C71—C70 | 120.5 (2) | N131—Zn31—N31 | 120.99 (6) |
| C72—C71—H71 | 119.8 | N131—Zn31—N32 | 104.40 (6) |
| C71—C72—H72 | 119.7 | N131—Zn31—O32 | 102.67 (6) |
| C73—C72—C71 | 120.5 (2) | N131—Zn31—O33 | 105.95 (6) |
| C73—C72—H72 | 119.7 | N131—Zn31—Sm1 | 110.51 (5) |
| C72—C73—H73 | 120.0 | O32—Zn31—N31 | 136.30 (6) |
| C72—C73—C74 | 120.0 (2) | O32—Zn31—N32 | 87.56 (6) |
| C74—C73—H73 | 120.0 | O32—Zn31—O33 | 79.86 (5) |
| C69—C74—N51 | 116.15 (17) | O32—Zn31—Sm1 | 39.29 (3) |
| C73—C74—C69 | 119.59 (18) | O33—Zn31—N31 | 89.29 (6) |
| C73—C74—N51 | 124.22 (19) | O33—Zn31—N32 | 149.00 (6) |
| C76—C75—H75 | 117.3 | O33—Zn31—Sm1 | 40.63 (4) |
| N51—C75—H75 | 117.3 | N151—Zn61—O62 | 114.80 (7) |
| N51—C75—C76 | 125.49 (18) | N151—Zn61—O63 | 112.60 (7) |
| C77—C76—C75 | 117.14 (19) | N151—Zn61—Zn62 | 129.02 (5) |
| C81—C76—C75 | 124.22 (18) | N161—Zn61—N151 | 119.03 (8) |
| C81—C76—C77 | 118.60 (19) | N161—Zn61—O62 | 112.66 (7) |
| C76—C77—H77 | 119.3 | N161—Zn61—O63 | 113.62 (8) |
| C78—C77—C76 | 121.4 (2) | N161—Zn61—Zn62 | 111.94 (6) |
| C78—C77—H77 | 119.3 | O62—Zn61—Zn62 | 39.28 (4) |
| C77—C78—H78 | 119.9 | O63—Zn61—O62 | 76.86 (6) |
| C77—C78—C79 | 120.2 (2) | O63—Zn61—Zn62 | 39.03 (4) |
| C79—C78—H78 | 119.9 | N51—Zn62—Zn61 | 123.45 (5) |
| C78—C79—H79 | 120.2 | N52—Zn62—N51 | 80.67 (7) |
| C80—C79—C78 | 119.5 (2) | N52—Zn62—Zn61 | 125.32 (5) |
| C80—C79—H79 | 120.2 | N141—Zn62—N51 | 110.27 (7) |
| C79—C80—C81 | 121.6 (2) | N141—Zn62—N52 | 106.67 (7) |
| O64—C80—C79 | 126.19 (19) | N141—Zn62—O62 | 111.31 (7) |
| O64—C80—C81 | 112.22 (18) | N141—Zn62—O63 | 108.59 (7) |
| C76—C81—C80 | 118.54 (19) | N141—Zn62—Zn61 | 107.65 (5) |
| O63—C81—C76 | 123.47 (18) | O62—Zn62—N51 | 138.41 (6) |
| O63—C81—C80 | 117.98 (18) | O62—Zn62—N52 | 88.34 (6) |
| H82A—C82—H82B | 109.5 | O62—Zn62—Zn61 | 39.59 (4) |
| H82A—C82—H82C | 109.5 | O63—Zn62—N51 | 88.94 (6) |
| H82B—C82—H82C | 109.5 | O63—Zn62—N52 | 144.69 (7) |
| O64—C82—H82A | 109.5 | O63—Zn62—O62 | 77.30 (6) |
| O64—C82—H82B | 109.5 | O63—Zn62—Zn61 | 39.18 (4) |
| O64—C82—H82C | 109.5 | ||
| C2—C3—C4—C5 | 0.6 (3) | C49—C50—C51—C46 | 2.9 (3) |
| C2—C3—O1—C1 | 175.17 (15) | C49—C50—C51—O33 | −176.88 (18) |
| C2—C7—C8—N2 | −13.1 (3) | C49—C50—O34—C52 | −13.0 (3) |
| C3—C2—C7—C6 | −5.3 (2) | C50—C51—O33—Sm1 | 48.7 (2) |
| C3—C2—C7—C8 | 172.50 (16) | C50—C51—O33—Zn31 | −144.55 (14) |
| C3—C2—O2—Sm1 | 53.4 (2) | C51—C46—C47—C48 | 3.9 (3) |
| C3—C2—O2—Zn1 | −149.98 (13) | C51—C50—O34—C52 | 167.24 (17) |
| C3—C4—C5—C6 | −2.0 (3) | C62—C63—C64—C65 | −3.9 (3) |
| C4—C3—O1—C1 | −4.9 (3) | C62—C63—O61—C61 | −166.0 (2) |
| C4—C5—C6—C7 | −0.3 (3) | C62—C67—C68—N52 | 15.0 (3) |
| C5—C6—C7—C2 | 4.1 (3) | C63—C62—C67—C66 | −2.9 (3) |
| C5—C6—C7—C8 | −173.92 (17) | C63—C62—C67—C68 | 175.68 (18) |
| C6—C7—C8—N2 | 164.79 (18) | C63—C62—O62—Zn61 | −10.8 (3) |
| C7—C2—C3—C4 | 3.1 (3) | C63—C62—O62—Zn62 | 158.78 (14) |
| C7—C2—C3—O1 | −176.96 (15) | C63—C64—C65—C66 | −1.3 (3) |
| C7—C2—O2—Sm1 | −126.30 (15) | C64—C63—O61—C61 | 14.7 (3) |
| C7—C2—O2—Zn1 | 30.4 (2) | C64—C65—C66—C67 | 4.3 (3) |
| C7—C8—N2—C9 | −176.64 (17) | C65—C66—C67—C62 | −2.1 (3) |
| C7—C8—N2—Zn1 | 7.3 (3) | C65—C66—C67—C68 | 179.25 (19) |
| C9—C10—C11—C12 | 1.0 (4) | C66—C67—C68—N52 | −166.43 (19) |
| C9—C14—N1—C15 | 170.83 (18) | C67—C62—C63—C64 | 5.9 (3) |
| C9—C14—N1—Zn1 | −13.1 (2) | C67—C62—C63—O61 | −173.43 (17) |
| C10—C9—C14—C13 | −3.9 (3) | C67—C62—O62—Zn61 | 167.78 (14) |
| C10—C9—C14—N1 | 174.41 (19) | C67—C62—O62—Zn62 | −22.6 (3) |
| C10—C9—N2—C8 | 23.7 (3) | C67—C68—N52—C69 | −177.88 (18) |
| C10—C9—N2—Zn1 | −159.72 (18) | C67—C68—N52—Zn62 | −0.1 (3) |
| C10—C11—C12—C13 | −2.4 (4) | C69—C70—C71—C72 | 0.1 (4) |
| C11—C12—C13—C14 | 0.6 (4) | C69—C74—N51—C75 | −159.30 (19) |
| C12—C13—C14—C9 | 2.6 (3) | C69—C74—N51—Zn62 | 17.0 (2) |
| C12—C13—C14—N1 | −175.6 (2) | C70—C69—C74—C73 | 1.4 (3) |
| C13—C14—N1—C15 | −10.9 (3) | C70—C69—C74—N51 | −176.47 (18) |
| C13—C14—N1—Zn1 | 165.10 (17) | C70—C69—N52—C68 | −23.3 (3) |
| C14—C9—C10—C11 | 2.2 (4) | C70—C69—N52—Zn62 | 158.57 (17) |
| C14—C9—N2—C8 | −160.00 (18) | C70—C71—C72—C73 | 0.6 (4) |
| C14—C9—N2—Zn1 | 16.6 (2) | C71—C72—C73—C74 | −0.3 (3) |
| C15—C16—C17—C18 | −175.54 (19) | C72—C73—C74—C69 | −0.7 (3) |
| C15—C16—C21—C20 | 173.49 (18) | C72—C73—C74—N51 | 177.04 (19) |
| C15—C16—C21—O3 | −2.8 (3) | C73—C74—N51—C75 | 22.9 (3) |
| C16—C15—N1—C14 | −177.64 (18) | C73—C74—N51—Zn62 | −160.84 (16) |
| C16—C15—N1—Zn1 | 6.9 (3) | C74—C69—C70—C71 | −1.2 (3) |
| C16—C17—C18—C19 | 1.4 (3) | C74—C69—N52—C68 | 158.65 (19) |
| C16—C21—O3—Sm1 | 151.92 (14) | C74—C69—N52—Zn62 | −19.5 (2) |
| C16—C21—O3—Zn1 | −29.7 (2) | C75—C76—C77—C78 | 179.7 (2) |
| C17—C16—C21—C20 | −1.3 (3) | C75—C76—C81—C80 | −177.5 (2) |
| C17—C16—C21—O3 | −177.59 (18) | C75—C76—C81—O63 | 2.0 (3) |
| C17—C18—C19—C20 | −0.4 (3) | C76—C75—N51—C74 | 178.54 (19) |
| C18—C19—C20—C21 | −1.5 (3) | C76—C75—N51—Zn62 | 2.9 (3) |
| C18—C19—C20—O4 | 175.67 (18) | C76—C77—C78—C79 | −2.4 (4) |
| C19—C20—C21—C16 | 2.3 (3) | C76—C81—O63—Zn61 | −153.77 (16) |
| C19—C20—C21—O3 | 178.87 (17) | C76—C81—O63—Zn62 | 15.7 (3) |
| C19—C20—O4—C22 | 10.7 (3) | C77—C76—C81—C80 | 0.0 (3) |
| C19—C20—O4—Sm1 | −160.67 (15) | C77—C76—C81—O63 | 179.5 (2) |
| C20—C21—O3—Sm1 | −24.4 (2) | C77—C78—C79—C80 | 0.7 (4) |
| C20—C21—O3—Zn1 | 153.97 (13) | C78—C79—C80—C81 | 1.4 (3) |
| C21—C16—C17—C18 | −0.5 (3) | C78—C79—C80—O64 | −179.9 (2) |
| C21—C20—O4—C22 | −171.90 (16) | C79—C80—C81—C76 | −1.7 (3) |
| C21—C20—O4—Sm1 | 16.70 (19) | C79—C80—C81—O63 | 178.8 (2) |
| C32—C33—C34—C35 | −2.8 (3) | C79—C80—O64—C82 | 2.3 (3) |
| C32—C33—O31—C31 | −176.21 (16) | C80—C81—O63—Zn61 | 25.7 (3) |
| C32—C33—O31—Sm1 | 5.8 (2) | C80—C81—O63—Zn62 | −164.81 (15) |
| C32—C37—C38—N32 | 18.3 (3) | C81—C76—C77—C78 | 2.0 (3) |
| C33—C32—C37—C36 | −3.0 (3) | C81—C80—O64—C82 | −178.91 (19) |
| C33—C32—C37—C38 | 171.44 (17) | N1—C15—C16—C17 | −170.43 (19) |
| C33—C32—O32—Sm1 | −15.5 (2) | N1—C15—C16—C21 | 14.8 (3) |
| C33—C32—O32—Zn31 | 151.84 (13) | N2—C9—C10—C11 | 178.3 (2) |
| C33—C34—C35—C36 | −1.0 (3) | N2—C9—C14—C13 | 179.61 (18) |
| C34—C33—O31—C31 | 6.4 (3) | N2—C9—C14—N1 | −2.0 (3) |
| C34—C33—O31—Sm1 | −171.61 (15) | N31—C45—C46—C47 | 163.73 (19) |
| C34—C35—C36—C37 | 2.6 (3) | N31—C45—C46—C51 | −14.5 (3) |
| C35—C36—C37—C32 | −0.6 (3) | N32—C39—C40—C41 | 177.57 (18) |
| C35—C36—C37—C38 | −175.31 (19) | N32—C39—C44—C43 | −176.90 (17) |
| C36—C37—C38—N32 | −167.26 (19) | N32—C39—C44—N31 | 3.3 (2) |
| C37—C32—C33—C34 | 4.8 (3) | N51—C75—C76—C77 | 170.7 (2) |
| C37—C32—C33—O31 | −172.72 (16) | N51—C75—C76—C81 | −11.7 (3) |
| C37—C32—O32—Sm1 | 161.14 (13) | N52—C69—C70—C71 | −179.1 (2) |
| C37—C32—O32—Zn31 | −31.5 (2) | N52—C69—C74—C73 | 179.59 (18) |
| C37—C38—N32—C39 | −173.79 (17) | N52—C69—C74—N51 | 1.7 (3) |
| C37—C38—N32—Zn31 | 7.9 (3) | N91—C91—O91—Sm1 | 159.59 (15) |
| C39—C40—C41—C42 | −0.6 (3) | N101—C101—O101—Sm1 | −165.90 (15) |
| C39—C44—N31—C45 | −170.26 (18) | O1—C3—C4—C5 | −179.35 (17) |
| C39—C44—N31—Zn31 | 7.9 (2) | O2—C2—C3—C4 | −176.60 (16) |
| C40—C39—C44—C43 | 2.0 (3) | O2—C2—C3—O1 | 3.3 (2) |
| C40—C39—C44—N31 | −177.82 (17) | O2—C2—C7—C6 | 174.33 (16) |
| C40—C39—N32—C38 | −10.1 (3) | O2—C2—C7—C8 | −7.8 (3) |
| C40—C39—N32—Zn31 | 168.42 (16) | O4—C20—C21—C16 | −175.19 (16) |
| C40—C41—C42—C43 | 1.6 (3) | O4—C20—C21—O3 | 1.4 (2) |
| C41—C42—C43—C44 | −0.8 (3) | O31—C33—C34—C35 | 174.34 (18) |
| C42—C43—C44—C39 | −1.0 (3) | O32—C32—C33—C34 | −178.39 (17) |
| C42—C43—C44—N31 | 178.85 (19) | O32—C32—C33—O31 | 4.1 (2) |
| C43—C44—N31—C45 | 9.9 (3) | O32—C32—C37—C36 | −179.60 (17) |
| C43—C44—N31—Zn31 | −171.95 (15) | O32—C32—C37—C38 | −5.1 (3) |
| C44—C39—C40—C41 | −1.3 (3) | O34—C50—C51—C46 | −177.34 (16) |
| C44—C39—N32—C38 | 168.79 (18) | O34—C50—C51—O33 | 2.9 (2) |
| C44—C39—N32—Zn31 | −12.7 (2) | O61—C63—C64—C65 | 175.4 (2) |
| C45—C46—C47—C48 | −174.4 (2) | O62—C62—C63—C64 | −175.42 (19) |
| C45—C46—C51—C50 | 173.08 (18) | O62—C62—C63—O61 | 5.2 (3) |
| C45—C46—C51—O33 | −7.2 (3) | O62—C62—C67—C66 | 178.57 (18) |
| C46—C45—N31—C44 | −178.56 (18) | O62—C62—C67—C68 | −2.9 (3) |
| C46—C45—N31—Zn31 | 3.5 (3) | O64—C80—C81—C76 | 179.37 (18) |
| C46—C47—C48—C49 | −0.4 (3) | O64—C80—C81—O63 | −0.1 (3) |
| C46—C51—O33—Sm1 | −131.01 (16) | O91—C91—N91—C92 | −2.5 (3) |
| C46—C51—O33—Zn31 | 35.7 (2) | O91—C91—N91—C93 | 178.8 (2) |
| C47—C46—C51—C50 | −5.1 (3) | O101—C101—N101—C102 | 0.1 (4) |
| C47—C46—C51—O33 | 174.67 (18) | O101—C101—N101—C103 | −179.0 (2) |
| C47—C48—C49—C50 | −1.9 (3) | O110—C110—N110—C111 | −1.3 (5) |
| C48—C49—C50—C51 | 0.6 (3) | O110—C110—N110—C112 | 176.7 (3) |
| C48—C49—C50—O34 | −179.11 (19) |
Funding Statement
This work was funded by Sonatel Foundation grant .
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Associated Data
This section collects any data citations, data availability statements, or supplementary materials included in this article.
Supplementary Materials
Crystal structure: contains datablock(s) I. DOI: 10.1107/S2056989018016109/ex2013sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S2056989018016109/ex2013Isup2.hkl
CCDC reference: 1878960
Additional supporting information: crystallographic information; 3D view; checkCIF report