Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229615014813/yo3010sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229615014813/yo3010Isup2.hkl |
CCDC reference: 1417420
Nowadays, the study of metal–organic frameworks (MOFs) is one of the most fascinating fields in materials science and inorganic chemistry because of the versatility of their structures and varieties of their functions, such as catalysis (Yoon et al., 2011), gas adsorption (Suh et al., 2012), electrical conductivity (Talin et al., 2014), luminescence (Cui et al., 2012; Yang et al., 2011) and nonlinear optical materials (Wang et al., 2012). MOFs are usually self-assembled from metal ions and organic ligands, and it is obvious that the organic ligands play a vital role in the design and synthesis of functional MOFs. Such ligands include N- or O-coordinated single ligands and other sufficiently attractive multiple ligands (Robin & Fromm, 2006; Paul et al., 2014; Lee et al., 2011).
Aromatic polycarboxylate ligands, such as 4,4',4''-nitrilotribenzoic acid (H3TCA), have been used widely in the construction of interesting frameworks and functional materials since they have multiple coordination nodes to meet the needs of different metal atoms (Chae et al., 2003; Lee et al., 2005; Koh et al., 2010). Furthermore, multiple ligands which contain different coordinated atoms can result in greater tunability of the structural networks than single ligands (Lee et al., 2011). For a better understanding of the intrinsic coordination of multiple ligands and to explore further their influence on the structure of MOFs, we report here the synthesis and crystal structure of a novel MOF incorporating zinc(II), H3TCA and 4,4'-bipyridine (bipy), namely [Zn3(TCA)2(bipy)1.5(DMF)2]n, (I).
4,4',4''-Nitrilotribenzoic acid (H3TCA) was synthesized according to the literature method of Dapperheld et al. (1991). H3TCA (0.037 g, 0.10 mmol), Zn(NO3)3·6H2O (0.028 g, 0.10 mmol) and bipy (0.016 g, 0.10 mmol) were dissolved in dimethylformamide (DMF; 6 ml). The mixture was sealed and heated to 373 K for 3 d and then cooled to room temperature. Light-yellow rod-like crystals of (I) were collected (yield 39.1%, based on Zn). FT–IR (KBr, ν, cm-1): 1660 (m), 1592 (vs), 1539 (m), 1506 (m), 1393 (vs), 1312 (vs), 1272 (m), 1170 (s), 1099 (w), 1073 (w), 1013 (w), 853 (m), 819 (w), 780 (vs), 712 (w), 675 (m), 639 (w), 526 (m), 457 (w).
Crystal data, data collection and structure refinement details are summarized in Table 1. The DMF/H2O solvent molecules were highly disordered and we were unsuccessful in locating and refining the solvent peaks. The diffuse electron densities resulting from these residual solvent molecules were removed from the data set using the SQUEEZE routine (Spek, 2015) of PLATON (Spek, 2009) and refined further using the data generated. The final formula does not include the contribution of the solvents. The pyridine ring (N2/C6–C10) and two coordinated DMF molecules (O1/N7/C64–C66 and O14/N6/C61–C63) were also highly disordered and a PART instruction was used to obtain two different positions, which were finally refined with an FVAR value of 0.565260 [Please reword without SHELX specific instructions]. All H atoms were placed in geometrically idealized positions and refined using a riding model, with C—H = 0.96 (methyl), 0.93 (benzene) or 0.93 Å (pyridine), and with Uiso(H) = 1.2Ueq(C) for pyridine and benzene H atoms or 1.5Ueq(C) for methyl H atoms.
Light-yellow crystals of (I) were assembled by the solvothermal method in the presence of dimethylformamide (DMF) and water. Single-crystal X-ray diffraction analysis reveals that (I) crystallizes in the triclinic P1 space group. The asymmetric unit contains three crystallographically independent ZnII cations, two 4,4',4''-nitrilotribenzoate (TCA3-) ligands, one and a half 4,4'-bipyridine (bipy) ligands and two coordinated DMF molecules (Fig. 1).
As shown in Fig. 2, atom Zn1 is tetracoordinated by three O-atom donors from two separate TCA3- ligands, a DMF molecule in a monodentate coordination mode and a pyridine N-atom donor from a bipy molecule, resulting in a slightly distorted tetrahedral geometry. The Zn—O(TCA3-), Zn—O(DMF) and Zn—N(bipy) bond lengths (Table 2) are comparable with reported literature values (Chang et al., 2014; Yang et al.,2010; Mossine et al., 2014; Fang et al., 2006). The X—Zn—X (X is a basal O or N atom) angles in the distorted tetrahedron range from 96.690 (2) to 136.516 (1)° and the tetrahedron edge lengths range from 2.9998 (4) to 3.6230 (5) Å.
Interestingly, this framework also contains secondary building units (SBUs) of two pentacoordinated Zn2 cations bridged in a paddle-wheel-type configuration, where two Zn2 atoms occupy the equatorial sites of the octahedron (Köberl et al., 2011; Tan et al., 2012; Song et al., 2012). The binuclear zinc clusters are coordinated by eight carboxylate O-atom donors from four separate TCA3- ligands in chelating modes and by two pyridine N-atom donors from two different bipy molecules (Table 2).
Atom Zn3 is hexacoordinated by four carboxylate O-atom donors from two separate TCA3- ligands in chelating modes, by another O-atom donor from a DMF molecule and by a pyridine N-atom donor from a bipy molecule. The Zn—O/N bond lengths (Table 2) are comparable with literature values (Chang et al., 2014; Yang et al., 2010; Mossine et al., 2014; Fang et al., 2006).
The binuclear Zn2(COO)4(bipy)2 clusters and bipy molecules are connected in a head-to-tail fashion into an infinite one-dimensional linear chain, with a cluster separation of 13.9620 (2) Å, which is the basis for the extension of the dimensionality. Meanwhile, each paddle-wheel cluster as a 6-connected SBU coordinates to four 3-connected TCA3- ligands and two bipy molecules, forming a larger chain structure. As shown in Fig. 3, the bipy ligands (red) link adjacent layers by coordinating to Zn1 atoms, which further aggregates the structure into a two-dimensional supramolecular framework.
As shown in Figs. 4(a) and 4(b), the two-dimensional networks can also be interdigitated with each other along the ac plane, which corresponds to the topological structure. Atoms Zn1 and Zn3 and the TCA3- ligands are considered as 3-connected nodes, while the binuclear Zn2(COO)4(bipy)2 cluster serves as a 6-connected node. Thus, the structure of (I) can be reduced to the new topology of a (3,3,6)-connected 3-nodal net, with the Schläfli symbol {5.62}4{52.6}4{58.87} (see Figs. 4c and 4d), as calculated by the TOPOS software (Blatov, 2006).
In summary, in this work a novel MOF, {[Zn3(TCA)2(bipy)1.5(DMF)2]·(Solvents)}n, with a new topology was obtained by the solvothermal method. It possesses three kinds of crystallographically independent ZnII cations, including binuclear Zn2(COO)4(bipy)2 paddle-wheel clusters. As a result, the two simple ligands may inspire the design of functional MOFs and lay a foundation for our future work.
Data collection: SMART (Bruker, 2000); cell refinement: SMART (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
[Zn3(C21H12NO6)2(C10H8N2)1.5(C3H7NO)2] | Z = 2 |
Mr = 1325.21 | F(000) = 1358 |
Triclinic, P1 | Dx = 0.874 Mg m−3 |
a = 13.6198 (19) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 13.962 (2) Å | Cell parameters from 8006 reflections |
c = 26.646 (4) Å | θ = 2.2–23.4° |
α = 85.035 (2)° | µ = 0.75 mm−1 |
β = 89.776 (2)° | T = 296 K |
γ = 86.223 (2)° | Rod, light yellow |
V = 5037.1 (12) Å3 | 0.24 × 0.22 × 0.19 mm |
Bruker SMART APEX CCD area-detector diffractometer | 11697 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.035 |
φ and ω scans | θmax = 27.5°, θmin = 0.8° |
Absorption correction: ψ scan (SADABS; Bruker, 2000) | h = −16→15 |
Tmin = 0.830, Tmax = 0.872 | k = −17→17 |
39611 measured reflections | l = −33→32 |
20086 independent reflections |
Refinement on F2 | 319 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.071 | H-atom parameters constrained |
wR(F2) = 0.216 | w = 1/[σ2(Fo2) + (0.1184P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max = 0.003 |
20086 reflections | Δρmax = 1.04 e Å−3 |
859 parameters | Δρmin = −1.82 e Å−3 |
[Zn3(C21H12NO6)2(C10H8N2)1.5(C3H7NO)2] | γ = 86.223 (2)° |
Mr = 1325.21 | V = 5037.1 (12) Å3 |
Triclinic, P1 | Z = 2 |
a = 13.6198 (19) Å | Mo Kα radiation |
b = 13.962 (2) Å | µ = 0.75 mm−1 |
c = 26.646 (4) Å | T = 296 K |
α = 85.035 (2)° | 0.24 × 0.22 × 0.19 mm |
β = 89.776 (2)° |
Bruker SMART APEX CCD area-detector diffractometer | 20086 independent reflections |
Absorption correction: ψ scan (SADABS; Bruker, 2000) | 11697 reflections with I > 2σ(I) |
Tmin = 0.830, Tmax = 0.872 | Rint = 0.035 |
39611 measured reflections |
R[F2 > 2σ(F2)] = 0.071 | 319 restraints |
wR(F2) = 0.216 | H-atom parameters constrained |
S = 1.06 | Δρmax = 1.04 e Å−3 |
20086 reflections | Δρmin = −1.82 e Å−3 |
859 parameters |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
C1 | 1.0975 (4) | 0.9884 (4) | 0.2840 (2) | 0.0695 (14) | |
H1 | 1.1443 | 0.9377 | 0.2810 | 0.083* | |
C2 | 1.0504 (4) | 0.9963 (4) | 0.32995 (18) | 0.0661 (14) | |
H2 | 1.0649 | 0.9503 | 0.3567 | 0.079* | |
C3 | 0.9820 (4) | 1.0720 (3) | 0.33598 (17) | 0.0537 (11) | |
C4 | 0.9645 (5) | 1.1372 (4) | 0.2952 (2) | 0.0769 (17) | |
H4 | 0.9200 | 1.1901 | 0.2975 | 0.092* | |
C5 | 1.0137 (4) | 1.1242 (4) | 0.2505 (2) | 0.0758 (16) | |
H5 | 1.0006 | 1.1698 | 0.2233 | 0.091* | |
C6 | 0.9300 (4) | 1.0816 (3) | 0.38349 (17) | 0.0562 (12) | |
C7 | 0.9243 (9) | 1.0017 (8) | 0.4190 (4) | 0.075 (3) | 0.575 (2) |
H7 | 0.9549 | 0.9422 | 0.4131 | 0.091* | 0.575 (2) |
C8 | 0.8718 (9) | 1.0133 (7) | 0.4634 (4) | 0.076 (3) | 0.575 (2) |
H8 | 0.8672 | 0.9601 | 0.4866 | 0.091* | 0.575 (2) |
C9 | 0.8479 (10) | 1.1710 (7) | 0.4439 (4) | 0.084 (3) | 0.575 (2) |
H9 | 0.8284 | 1.2317 | 0.4536 | 0.101* | 0.575 (2) |
C10 | 0.8966 (10) | 1.1679 (8) | 0.3979 (4) | 0.087 (3) | 0.575 (2) |
H10 | 0.9057 | 1.2242 | 0.3775 | 0.104* | 0.575 (2) |
C7' | 0.9670 (11) | 1.0537 (13) | 0.4278 (6) | 0.085 (4) | 0.425 (2) |
H7' | 1.0293 | 1.0223 | 0.4310 | 0.102* | 0.425 (2) |
C8' | 0.9105 (14) | 1.0724 (15) | 0.4712 (6) | 0.099 (5) | 0.425 (2) |
H8' | 0.9442 | 1.0623 | 0.5017 | 0.119* | 0.425 (2) |
C9' | 0.7852 (12) | 1.1364 (12) | 0.4296 (5) | 0.082 (4) | 0.425 (2) |
H9' | 0.7219 | 1.1657 | 0.4300 | 0.099* | 0.425 (2) |
C10' | 0.8338 (12) | 1.1325 (12) | 0.3840 (5) | 0.087 (4) | 0.425 (2) |
H10' | 0.8054 | 1.1618 | 0.3544 | 0.104* | 0.425 (2) |
C11 | 0.7474 (4) | 0.9460 (4) | 0.6098 (2) | 0.0656 (14) | |
C12 | 0.7767 (4) | 0.8463 (3) | 0.63167 (17) | 0.0567 (12) | |
C13 | 0.8321 (4) | 0.7809 (4) | 0.60504 (18) | 0.0719 (15) | |
H13 | 0.8499 | 0.7994 | 0.5721 | 0.086* | |
C14 | 0.8615 (4) | 0.6903 (3) | 0.62528 (18) | 0.0722 (15) | |
H14 | 0.8995 | 0.6486 | 0.6066 | 0.087* | |
C15 | 0.8337 (4) | 0.6615 (3) | 0.67431 (16) | 0.0591 (13) | |
C16 | 0.7778 (4) | 0.7256 (4) | 0.70131 (17) | 0.0695 (15) | |
H16 | 0.7578 | 0.7065 | 0.7339 | 0.083* | |
C17 | 0.7518 (4) | 0.8160 (4) | 0.68084 (19) | 0.0661 (14) | |
H17 | 0.7165 | 0.8587 | 0.7002 | 0.079* | |
C18 | 0.8269 (5) | 0.2378 (4) | 0.58557 (19) | 0.0720 (16) | |
C19 | 0.8387 (5) | 0.3267 (3) | 0.61331 (19) | 0.0670 (14) | |
C20 | 0.9186 (5) | 0.3338 (4) | 0.6401 (2) | 0.0866 (19) | |
H20 | 0.9685 | 0.2849 | 0.6411 | 0.104* | |
C21 | 0.9297 (5) | 0.4145 (4) | 0.6674 (2) | 0.0835 (18) | |
H21 | 0.9871 | 0.4186 | 0.6856 | 0.100* | |
C22 | 0.8579 (4) | 0.4860 (3) | 0.66723 (16) | 0.0592 (13) | |
C23 | 0.7732 (5) | 0.4782 (4) | 0.6397 (2) | 0.0893 (19) | |
H23 | 0.7219 | 0.5257 | 0.6395 | 0.107* | |
C24 | 0.7656 (5) | 0.3986 (4) | 0.6125 (2) | 0.0861 (18) | |
H24 | 0.7095 | 0.3942 | 0.5932 | 0.103* | |
C25 | 0.9709 (3) | 0.5129 (3) | 0.90358 (15) | 0.0428 (10) | |
C26 | 0.9504 (3) | 0.5261 (3) | 0.84824 (15) | 0.0425 (9) | |
C27 | 0.9684 (4) | 0.6094 (3) | 0.81923 (17) | 0.0582 (12) | |
H27 | 0.9968 | 0.6588 | 0.8340 | 0.070* | |
C28 | 0.9455 (4) | 0.6209 (3) | 0.76953 (18) | 0.0682 (15) | |
H28 | 0.9624 | 0.6762 | 0.7504 | 0.082* | |
C29 | 0.8964 (4) | 0.5507 (3) | 0.74632 (15) | 0.0524 (11) | |
C30 | 0.8786 (4) | 0.4684 (3) | 0.77520 (17) | 0.0607 (13) | |
H30 | 0.8475 | 0.4201 | 0.7609 | 0.073* | |
C31 | 0.9056 (4) | 0.4554 (3) | 0.82499 (16) | 0.0553 (12) | |
H31 | 0.8937 | 0.3978 | 0.8435 | 0.066* | |
C32 | 0.8139 (3) | 0.5131 (3) | 1.01971 (16) | 0.0460 (10) | |
C33 | 0.7122 (3) | 0.5206 (3) | 1.04053 (17) | 0.0465 (10) | |
C34 | 0.6508 (3) | 0.4446 (3) | 1.03816 (18) | 0.0547 (12) | |
H34 | 0.6739 | 0.3899 | 1.0230 | 0.066* | |
C35 | 0.5591 (3) | 0.4487 (3) | 1.05725 (19) | 0.0600 (13) | |
H35 | 0.5184 | 0.3990 | 1.0531 | 0.072* | |
C36 | 0.5241 (3) | 0.5268 (3) | 1.08328 (18) | 0.0529 (11) | |
C37 | 0.5867 (3) | 0.6015 (3) | 1.0858 (2) | 0.0629 (14) | |
H37 | 0.5655 | 0.6549 | 1.1024 | 0.075* | |
C38 | 0.6764 (3) | 0.5986 (3) | 1.0649 (2) | 0.0616 (13) | |
H38 | 0.7153 | 0.6504 | 1.0669 | 0.074* | |
C39 | 0.2298 (4) | 0.8875 (4) | 1.1443 (2) | 0.0648 (14) | |
C40 | 0.2799 (3) | 0.7928 (3) | 1.13407 (19) | 0.0561 (12) | |
C41 | 0.3250 (4) | 0.7814 (3) | 1.08790 (19) | 0.0593 (12) | |
H41 | 0.3225 | 0.8329 | 1.0632 | 0.071* | |
C42 | 0.3730 (3) | 0.6956 (3) | 1.07803 (18) | 0.0557 (12) | |
H42 | 0.4011 | 0.6891 | 1.0465 | 0.067* | |
C43 | 0.3800 (3) | 0.6186 (3) | 1.11460 (18) | 0.0522 (11) | |
C44 | 0.3331 (4) | 0.6268 (3) | 1.1605 (2) | 0.0681 (14) | |
H44 | 0.3351 | 0.5754 | 1.1852 | 0.082* | |
C45 | 0.2820 (4) | 0.7157 (4) | 1.1686 (2) | 0.0704 (15) | |
H45 | 0.2485 | 0.7213 | 1.1988 | 0.085* | |
C46 | 0.2456 (4) | 0.1806 (3) | 1.16346 (18) | 0.0521 (11) | |
C47 | 0.2944 (3) | 0.2725 (3) | 1.14869 (17) | 0.0498 (11) | |
C48 | 0.2476 (3) | 0.3442 (3) | 1.11651 (17) | 0.0473 (10) | |
H48 | 0.1851 | 0.3359 | 1.1043 | 0.057* | |
C49 | 0.2931 (3) | 0.4285 (3) | 1.10233 (18) | 0.0535 (11) | |
H49 | 0.2613 | 0.4759 | 1.0804 | 0.064* | |
C50 | 0.3839 (3) | 0.4419 (3) | 1.12031 (18) | 0.0527 (11) | |
C51 | 0.4320 (4) | 0.3694 (4) | 1.1516 (2) | 0.0682 (14) | |
H51 | 0.4952 | 0.3771 | 1.1632 | 0.082* | |
C52 | 0.3863 (3) | 0.2861 (4) | 1.1657 (2) | 0.0636 (13) | |
H52 | 0.4188 | 0.2383 | 1.1871 | 0.076* | |
C56 | 1.0602 (4) | 0.1966 (3) | 1.0269 (2) | 0.0800 (19) | |
H56 | 1.1054 | 0.2245 | 1.0462 | 0.096* | |
C57 | 1.0655 (4) | 0.0962 (3) | 1.0272 (2) | 0.0702 (16) | |
H57 | 1.1139 | 0.0591 | 1.0460 | 0.084* | |
C58 | 0.9997 (3) | 0.0528 (2) | 0.99990 (15) | 0.0403 (9) | |
C59 | 0.9313 (4) | 0.1132 (3) | 0.9735 (2) | 0.0724 (17) | |
H59 | 0.8849 | 0.0871 | 0.9540 | 0.087* | |
C60 | 0.9296 (4) | 0.2122 (3) | 0.9750 (2) | 0.0696 (16) | |
H60 | 0.8810 | 0.2509 | 0.9573 | 0.083* | |
O14 | −0.0039 (3) | 0.0471 (4) | 1.13691 (17) | 0.05665 (17) | 0.575 (2) |
C61 | −0.0424 (5) | 0.1225 (5) | 1.12665 (19) | 0.05665 (17) | 0.575 (2) |
H61 | −0.0085 | 0.1775 | 1.1295 | 0.068* | 0.575 (2) |
C62 | −0.1931 (6) | 0.2260 (5) | 1.0970 (3) | 0.05665 (17) | 0.575 (2) |
H62A | −0.1504 | 0.2755 | 1.1035 | 0.085* | 0.575 (2) |
H62B | −0.2513 | 0.2321 | 1.1172 | 0.085* | 0.575 (2) |
H62C | −0.2111 | 0.2322 | 1.0620 | 0.085* | 0.575 (2) |
C63 | −0.1858 (5) | 0.0413 (5) | 1.1068 (3) | 0.05665 (17) | 0.575 (2) |
H63A | −0.1583 | 0.0096 | 1.0789 | 0.085* | 0.575 (2) |
H63B | −0.2556 | 0.0531 | 1.1022 | 0.085* | 0.575 (2) |
H63C | −0.1730 | 0.0011 | 1.1375 | 0.085* | 0.575 (2) |
N6 | −0.1418 (4) | 0.1309 (4) | 1.10970 (17) | 0.05665 (17) | 0.575 (2) |
N7 | 0.4615 (6) | 1.1508 (4) | 0.5010 (3) | 0.0982 (7) | 0.575 (2) |
O1 | 0.6145 (5) | 1.1075 (7) | 0.5079 (4) | 0.0950 (6) | 0.575 (2) |
C64 | 0.5499 (6) | 1.1400 (6) | 0.5320 (3) | 0.0967 (6) | 0.575 (2) |
H64 | 0.5545 | 1.1559 | 0.5650 | 0.116* | 0.575 (2) |
C65 | 0.3675 (6) | 1.1887 (8) | 0.5185 (4) | 0.1008 (8) | 0.575 (2) |
H65A | 0.3583 | 1.1651 | 0.5530 | 0.151* | 0.575 (2) |
H65B | 0.3159 | 1.1685 | 0.4982 | 0.151* | 0.575 (2) |
H65C | 0.3659 | 1.2578 | 0.5159 | 0.151* | 0.575 (2) |
C66 | 0.4678 (7) | 1.1209 (8) | 0.4485 (3) | 0.1003 (8) | 0.575 (2) |
H66A | 0.4038 | 1.1060 | 0.4377 | 0.150* | 0.575 (2) |
H66B | 0.5126 | 1.0651 | 0.4477 | 0.150* | 0.575 (2) |
H66C | 0.4910 | 1.1726 | 0.4264 | 0.150* | 0.575 (2) |
O14' | 0.0037 (4) | −0.0044 (5) | 1.1471 (3) | 0.05665 (17) | 0.425 (2) |
N6' | −0.0919 (6) | −0.1225 (5) | 1.1278 (2) | 0.05665 (17) | 0.425 (2) |
C61' | −0.0022 (7) | −0.0871 (6) | 1.1451 (3) | 0.05665 (17) | 0.425 (2) |
H61' | 0.0509 | −0.1299 | 1.1546 | 0.068* | 0.425 (2) |
C62' | −0.0990 (8) | −0.2271 (6) | 1.1323 (3) | 0.05665 (17) | 0.425 (2) |
H62D | −0.0374 | −0.2580 | 1.1229 | 0.085* | 0.425 (2) |
H62E | −0.1502 | −0.2433 | 1.1106 | 0.085* | 0.425 (2) |
H62F | −0.1139 | −0.2485 | 1.1666 | 0.085* | 0.425 (2) |
C63' | −0.1595 (6) | −0.0420 (6) | 1.1087 (3) | 0.05665 (17) | 0.425 (2) |
H63D | −0.1912 | −0.0132 | 1.1365 | 0.085* | 0.425 (2) |
H63E | −0.2083 | −0.0651 | 1.0877 | 0.085* | 0.425 (2) |
H63F | −0.1234 | 0.0051 | 1.0894 | 0.085* | 0.425 (2) |
N7' | 0.4357 (7) | 1.0990 (6) | 0.5094 (3) | 0.0981 (7) | 0.425 (2) |
O1' | 0.6012 (6) | 1.1170 (11) | 0.5102 (5) | 0.0952 (7) | 0.425 (2) |
C64' | 0.5376 (7) | 1.0680 (7) | 0.5288 (4) | 0.0965 (6) | 0.425 (2) |
H64' | 0.5506 | 1.0163 | 0.5528 | 0.116* | 0.425 (2) |
C65' | 0.3509 (7) | 1.0582 (9) | 0.5307 (5) | 0.1008 (9) | 0.425 (2) |
H65D | 0.2940 | 1.0824 | 0.5112 | 0.151* | 0.425 (2) |
H65E | 0.3428 | 1.0754 | 0.5646 | 0.151* | 0.425 (2) |
H65F | 0.3583 | 0.9894 | 0.5307 | 0.151* | 0.425 (2) |
C66' | 0.4331 (8) | 1.1746 (9) | 0.4667 (5) | 0.0995 (8) | 0.425 (2) |
H66D | 0.3840 | 1.1619 | 0.4428 | 0.149* | 0.425 (2) |
H66E | 0.4963 | 1.1746 | 0.4506 | 0.149* | 0.425 (2) |
H66F | 0.4175 | 1.2364 | 0.4790 | 0.149* | 0.425 (2) |
N1 | 1.0781 (3) | 1.0514 (3) | 0.24378 (14) | 0.0547 (10) | |
N2 | 0.8276 (4) | 1.0986 (3) | 0.47397 (14) | 0.0603 (10) | |
N3 | 0.8668 (4) | 0.5660 (3) | 0.69583 (14) | 0.0702 (12) | |
N4 | 0.4301 (3) | 0.5300 (3) | 1.10522 (16) | 0.0604 (11) | |
N5 | 0.9953 (3) | 0.2532 (2) | 1.00092 (13) | 0.0419 (8) | |
O2 | 0.7863 (3) | 0.9696 (2) | 0.56683 (13) | 0.0738 (10) | |
O3 | 0.6916 (4) | 0.9997 (3) | 0.63188 (16) | 0.1009 (14) | |
O4 | 0.8949 (4) | 0.1780 (3) | 0.58218 (15) | 0.0989 (14) | |
O5 | 0.7436 (3) | 0.2279 (3) | 0.56677 (15) | 0.0869 (12) | |
O6 | 0.9862 (2) | 0.5879 (2) | 0.92502 (10) | 0.0509 (7) | |
O7 | 0.9706 (2) | 0.4304 (2) | 0.92470 (11) | 0.0575 (8) | |
O8 | 0.8600 (2) | 0.5892 (2) | 1.01408 (13) | 0.0593 (8) | |
O9 | 0.8494 (2) | 0.4319 (2) | 1.01005 (12) | 0.0553 (8) | |
O10 | 0.2204 (3) | 0.9549 (3) | 1.11119 (16) | 0.0743 (10) | |
O11 | 0.1943 (3) | 0.8961 (3) | 1.18808 (16) | 0.0877 (12) | |
O12 | 0.2863 (3) | 0.1169 (2) | 1.19227 (14) | 0.0710 (10) | |
O13 | 0.1611 (2) | 0.1699 (2) | 1.14417 (12) | 0.0576 (8) | |
Zn1 | 0.75053 (4) | 1.10165 (4) | 0.54052 (2) | 0.05677 (17) | |
Zn2 | 0.99475 (3) | 0.39776 (3) | 0.99981 (2) | 0.03428 (13) | |
Zn3 | 0.14112 (4) | 0.03622 (4) | 1.17412 (2) | 0.05665 (17) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.080 (4) | 0.059 (3) | 0.067 (3) | 0.009 (3) | 0.013 (3) | −0.001 (3) |
C2 | 0.086 (4) | 0.062 (3) | 0.049 (3) | 0.001 (3) | 0.005 (3) | 0.002 (2) |
C3 | 0.071 (3) | 0.043 (3) | 0.048 (3) | −0.006 (2) | 0.005 (2) | −0.005 (2) |
C4 | 0.111 (5) | 0.055 (3) | 0.060 (3) | 0.022 (3) | 0.022 (3) | 0.000 (2) |
C5 | 0.109 (5) | 0.051 (3) | 0.063 (3) | 0.009 (3) | 0.024 (3) | 0.009 (2) |
C6 | 0.069 (3) | 0.051 (3) | 0.049 (3) | −0.002 (2) | 0.006 (2) | −0.012 (2) |
C7 | 0.102 (7) | 0.058 (5) | 0.062 (5) | 0.016 (5) | 0.018 (5) | −0.001 (4) |
C8 | 0.108 (7) | 0.056 (5) | 0.057 (5) | 0.018 (5) | 0.019 (5) | 0.011 (4) |
C9 | 0.119 (7) | 0.052 (5) | 0.079 (6) | 0.006 (5) | 0.031 (6) | −0.005 (5) |
C10 | 0.113 (7) | 0.064 (6) | 0.080 (6) | 0.006 (5) | 0.034 (6) | 0.000 (5) |
C7' | 0.071 (7) | 0.117 (9) | 0.063 (7) | 0.001 (7) | 0.009 (6) | 0.001 (7) |
C8' | 0.099 (9) | 0.127 (10) | 0.071 (8) | −0.002 (8) | −0.012 (7) | −0.008 (7) |
C9' | 0.076 (7) | 0.102 (8) | 0.064 (7) | 0.023 (7) | 0.011 (6) | −0.001 (6) |
C10' | 0.094 (8) | 0.100 (8) | 0.060 (7) | 0.017 (7) | 0.007 (6) | 0.014 (6) |
C11 | 0.086 (4) | 0.052 (3) | 0.059 (3) | −0.002 (3) | −0.011 (3) | −0.009 (3) |
C12 | 0.075 (3) | 0.049 (3) | 0.047 (3) | −0.010 (2) | −0.006 (2) | −0.002 (2) |
C13 | 0.121 (5) | 0.051 (3) | 0.043 (3) | −0.004 (3) | 0.001 (3) | −0.001 (2) |
C14 | 0.123 (5) | 0.045 (3) | 0.047 (3) | −0.003 (3) | 0.006 (3) | −0.003 (2) |
C15 | 0.100 (4) | 0.035 (2) | 0.042 (2) | 0.000 (2) | −0.014 (2) | −0.0047 (19) |
C16 | 0.115 (5) | 0.057 (3) | 0.036 (2) | 0.004 (3) | 0.007 (3) | −0.003 (2) |
C17 | 0.080 (4) | 0.064 (3) | 0.054 (3) | 0.003 (3) | 0.002 (3) | −0.009 (2) |
C18 | 0.119 (5) | 0.050 (3) | 0.047 (3) | −0.004 (3) | 0.000 (3) | −0.007 (2) |
C19 | 0.103 (4) | 0.043 (3) | 0.056 (3) | 0.000 (3) | −0.011 (3) | −0.010 (2) |
C20 | 0.114 (5) | 0.068 (4) | 0.077 (4) | 0.025 (3) | −0.020 (4) | −0.026 (3) |
C21 | 0.095 (4) | 0.086 (4) | 0.072 (4) | 0.007 (3) | −0.026 (3) | −0.032 (3) |
C22 | 0.093 (4) | 0.045 (3) | 0.040 (2) | 0.001 (3) | −0.009 (2) | −0.009 (2) |
C23 | 0.116 (5) | 0.057 (3) | 0.097 (5) | 0.020 (3) | −0.031 (4) | −0.031 (3) |
C24 | 0.106 (5) | 0.068 (4) | 0.088 (4) | −0.004 (3) | −0.031 (4) | −0.029 (3) |
C25 | 0.048 (2) | 0.036 (2) | 0.045 (2) | −0.0019 (19) | −0.0031 (19) | −0.0089 (19) |
C26 | 0.053 (3) | 0.033 (2) | 0.042 (2) | −0.0038 (18) | −0.0004 (19) | −0.0055 (17) |
C27 | 0.090 (4) | 0.038 (2) | 0.049 (3) | −0.019 (2) | −0.013 (2) | −0.006 (2) |
C28 | 0.115 (4) | 0.044 (3) | 0.047 (3) | −0.027 (3) | −0.005 (3) | 0.003 (2) |
C29 | 0.084 (3) | 0.039 (2) | 0.035 (2) | −0.009 (2) | −0.006 (2) | −0.0020 (18) |
C30 | 0.096 (4) | 0.039 (2) | 0.049 (3) | −0.019 (2) | −0.011 (3) | −0.007 (2) |
C31 | 0.084 (3) | 0.039 (2) | 0.043 (2) | −0.008 (2) | 0.000 (2) | 0.0019 (19) |
C32 | 0.047 (3) | 0.045 (3) | 0.046 (2) | −0.002 (2) | 0.0021 (19) | −0.0053 (19) |
C33 | 0.043 (2) | 0.038 (2) | 0.059 (3) | −0.0065 (19) | 0.001 (2) | −0.0045 (19) |
C34 | 0.055 (3) | 0.042 (2) | 0.070 (3) | −0.010 (2) | 0.010 (2) | −0.019 (2) |
C35 | 0.058 (3) | 0.041 (3) | 0.085 (4) | −0.019 (2) | 0.015 (3) | −0.020 (2) |
C36 | 0.048 (3) | 0.038 (2) | 0.073 (3) | −0.008 (2) | 0.006 (2) | −0.005 (2) |
C37 | 0.055 (3) | 0.035 (2) | 0.103 (4) | −0.009 (2) | 0.011 (3) | −0.026 (2) |
C38 | 0.049 (3) | 0.044 (3) | 0.096 (4) | −0.019 (2) | 0.021 (3) | −0.023 (3) |
C39 | 0.057 (3) | 0.053 (3) | 0.090 (4) | −0.014 (3) | 0.006 (3) | −0.030 (3) |
C40 | 0.057 (3) | 0.038 (2) | 0.077 (3) | −0.012 (2) | 0.008 (2) | −0.018 (2) |
C41 | 0.066 (3) | 0.046 (3) | 0.066 (3) | −0.008 (2) | 0.004 (2) | −0.008 (2) |
C42 | 0.055 (3) | 0.048 (3) | 0.064 (3) | −0.002 (2) | 0.010 (2) | −0.011 (2) |
C43 | 0.046 (3) | 0.043 (3) | 0.070 (3) | −0.007 (2) | 0.011 (2) | −0.015 (2) |
C44 | 0.086 (4) | 0.039 (3) | 0.081 (4) | −0.013 (3) | 0.023 (3) | −0.007 (2) |
C45 | 0.082 (4) | 0.051 (3) | 0.082 (4) | −0.012 (3) | 0.030 (3) | −0.026 (3) |
C46 | 0.068 (3) | 0.037 (2) | 0.052 (3) | −0.009 (2) | 0.017 (2) | −0.009 (2) |
C47 | 0.054 (3) | 0.041 (2) | 0.055 (3) | −0.008 (2) | 0.010 (2) | −0.006 (2) |
C48 | 0.046 (2) | 0.037 (2) | 0.060 (3) | −0.0050 (19) | −0.001 (2) | −0.006 (2) |
C49 | 0.052 (3) | 0.037 (2) | 0.069 (3) | −0.002 (2) | −0.003 (2) | 0.002 (2) |
C50 | 0.046 (3) | 0.042 (2) | 0.070 (3) | −0.006 (2) | 0.011 (2) | −0.006 (2) |
C51 | 0.053 (3) | 0.054 (3) | 0.096 (4) | −0.015 (2) | −0.014 (3) | 0.008 (3) |
C52 | 0.052 (3) | 0.060 (3) | 0.076 (3) | −0.001 (2) | −0.009 (2) | 0.012 (3) |
C56 | 0.101 (4) | 0.022 (2) | 0.118 (5) | −0.007 (2) | −0.067 (4) | −0.005 (3) |
C57 | 0.089 (4) | 0.019 (2) | 0.101 (4) | 0.005 (2) | −0.050 (3) | 0.002 (2) |
C58 | 0.056 (3) | 0.0167 (19) | 0.048 (2) | −0.0025 (17) | −0.0116 (19) | −0.0021 (16) |
C59 | 0.092 (4) | 0.022 (2) | 0.105 (4) | −0.003 (2) | −0.053 (3) | −0.012 (2) |
C60 | 0.086 (4) | 0.021 (2) | 0.101 (4) | −0.002 (2) | −0.053 (3) | −0.001 (2) |
O14 | 0.0716 (4) | 0.0410 (3) | 0.0603 (3) | −0.0153 (3) | 0.0186 (3) | −0.0127 (2) |
C61 | 0.0716 (4) | 0.0410 (3) | 0.0603 (3) | −0.0153 (3) | 0.0186 (3) | −0.0127 (2) |
C62 | 0.0716 (4) | 0.0410 (3) | 0.0603 (3) | −0.0153 (3) | 0.0186 (3) | −0.0127 (2) |
C63 | 0.0716 (4) | 0.0410 (3) | 0.0603 (3) | −0.0153 (3) | 0.0186 (3) | −0.0127 (2) |
N6 | 0.0716 (4) | 0.0410 (3) | 0.0603 (3) | −0.0153 (3) | 0.0186 (3) | −0.0127 (2) |
N7 | 0.0952 (7) | 0.0995 (9) | 0.0996 (8) | −0.0063 (6) | −0.0019 (5) | −0.0078 (6) |
O1 | 0.0917 (7) | 0.0970 (9) | 0.0965 (8) | −0.0073 (6) | −0.0037 (5) | −0.0086 (6) |
C64 | 0.0933 (7) | 0.0983 (8) | 0.0985 (8) | −0.0066 (5) | −0.0018 (5) | −0.0083 (5) |
C65 | 0.0964 (9) | 0.1028 (12) | 0.1026 (12) | −0.0051 (9) | −0.0010 (9) | −0.0073 (10) |
C66 | 0.0986 (12) | 0.1019 (13) | 0.1003 (10) | −0.0061 (10) | −0.0029 (8) | −0.0091 (10) |
O14' | 0.0716 (4) | 0.0410 (3) | 0.0603 (3) | −0.0153 (3) | 0.0186 (3) | −0.0127 (2) |
N6' | 0.0716 (4) | 0.0410 (3) | 0.0603 (3) | −0.0153 (3) | 0.0186 (3) | −0.0127 (2) |
C61' | 0.0716 (4) | 0.0410 (3) | 0.0603 (3) | −0.0153 (3) | 0.0186 (3) | −0.0127 (2) |
C62' | 0.0716 (4) | 0.0410 (3) | 0.0603 (3) | −0.0153 (3) | 0.0186 (3) | −0.0127 (2) |
C63' | 0.0716 (4) | 0.0410 (3) | 0.0603 (3) | −0.0153 (3) | 0.0186 (3) | −0.0127 (2) |
N7' | 0.0949 (7) | 0.0994 (8) | 0.0998 (8) | −0.0068 (5) | −0.0016 (5) | −0.0079 (5) |
O1' | 0.0920 (7) | 0.0971 (9) | 0.0967 (9) | −0.0067 (6) | −0.0033 (6) | −0.0086 (6) |
C64' | 0.0932 (7) | 0.0981 (8) | 0.0982 (8) | −0.0074 (5) | −0.0022 (5) | −0.0083 (5) |
C65' | 0.0955 (10) | 0.1033 (14) | 0.1034 (14) | −0.0070 (11) | −0.0003 (11) | −0.0078 (11) |
C66' | 0.0974 (11) | 0.1009 (12) | 0.1000 (11) | −0.0049 (9) | −0.0019 (9) | −0.0075 (8) |
N1 | 0.076 (3) | 0.038 (2) | 0.052 (2) | −0.0065 (19) | 0.0119 (19) | −0.0101 (17) |
N2 | 0.085 (3) | 0.049 (2) | 0.047 (2) | −0.004 (2) | 0.009 (2) | −0.0076 (18) |
N3 | 0.123 (4) | 0.046 (2) | 0.044 (2) | −0.015 (2) | −0.019 (2) | −0.0084 (18) |
N4 | 0.046 (2) | 0.038 (2) | 0.099 (3) | −0.0072 (17) | 0.021 (2) | −0.009 (2) |
N5 | 0.059 (2) | 0.0135 (14) | 0.053 (2) | −0.0007 (14) | −0.0111 (17) | −0.0032 (14) |
O2 | 0.114 (3) | 0.046 (2) | 0.060 (2) | −0.0093 (19) | −0.001 (2) | 0.0081 (16) |
O3 | 0.141 (4) | 0.073 (3) | 0.082 (3) | 0.028 (3) | 0.012 (3) | 0.003 (2) |
O4 | 0.155 (4) | 0.060 (2) | 0.082 (3) | 0.020 (3) | −0.023 (3) | −0.026 (2) |
O5 | 0.115 (3) | 0.066 (3) | 0.085 (3) | −0.012 (2) | −0.006 (3) | −0.030 (2) |
O6 | 0.065 (2) | 0.0456 (17) | 0.0428 (16) | −0.0061 (15) | −0.0043 (14) | −0.0074 (13) |
O7 | 0.089 (2) | 0.0404 (18) | 0.0421 (17) | −0.0018 (16) | −0.0046 (16) | 0.0007 (13) |
O8 | 0.0486 (18) | 0.0479 (19) | 0.082 (2) | −0.0105 (15) | 0.0117 (16) | −0.0031 (16) |
O9 | 0.0495 (18) | 0.0450 (18) | 0.072 (2) | 0.0014 (14) | 0.0020 (15) | −0.0122 (15) |
O10 | 0.073 (2) | 0.045 (2) | 0.106 (3) | 0.0045 (18) | −0.015 (2) | −0.017 (2) |
O11 | 0.115 (3) | 0.056 (2) | 0.095 (3) | −0.004 (2) | 0.023 (2) | −0.031 (2) |
O12 | 0.083 (2) | 0.049 (2) | 0.077 (2) | −0.0045 (18) | 0.002 (2) | 0.0140 (18) |
O13 | 0.066 (2) | 0.0439 (18) | 0.065 (2) | −0.0143 (16) | 0.0052 (17) | −0.0058 (15) |
Zn1 | 0.0839 (4) | 0.0422 (3) | 0.0447 (3) | −0.0037 (3) | 0.0030 (3) | −0.0071 (2) |
Zn2 | 0.0454 (3) | 0.0147 (2) | 0.0431 (3) | −0.00318 (17) | 0.0004 (2) | −0.00419 (17) |
Zn3 | 0.0716 (4) | 0.0410 (3) | 0.0603 (3) | −0.0153 (3) | 0.0186 (3) | −0.0127 (2) |
C1—N1 | 1.342 (6) | C44—C45 | 1.415 (6) |
C1—C2 | 1.390 (7) | C44—H44 | 0.9300 |
C1—H1 | 0.9300 | C45—H45 | 0.9300 |
C2—C3 | 1.382 (6) | C46—O12 | 1.229 (5) |
C2—H2 | 0.9300 | C46—O13 | 1.284 (6) |
C3—C4 | 1.367 (6) | C46—C47 | 1.505 (6) |
C3—C6 | 1.460 (6) | C46—Zn3 | 2.539 (5) |
C4—C5 | 1.385 (7) | C47—C52 | 1.364 (6) |
C4—H4 | 0.9300 | C47—C48 | 1.384 (6) |
C5—N1 | 1.321 (6) | C48—C49 | 1.390 (6) |
C5—H5 | 0.9300 | C48—H48 | 0.9300 |
C6—C7' | 1.303 (15) | C49—C50 | 1.357 (6) |
C6—C10 | 1.347 (11) | C49—H49 | 0.9300 |
C6—C7 | 1.405 (11) | C50—C51 | 1.386 (6) |
C6—C10' | 1.450 (15) | C50—N4 | 1.445 (5) |
C7—C8 | 1.395 (13) | C51—C52 | 1.378 (6) |
C7—H7 | 0.9300 | C51—H51 | 0.9300 |
C8—N2 | 1.351 (10) | C52—H52 | 0.9300 |
C8—H8 | 0.9300 | C56—N5 | 1.305 (5) |
C9—N2 | 1.280 (11) | C56—C57 | 1.398 (6) |
C9—C10 | 1.394 (14) | C56—H56 | 0.9300 |
C9—H9 | 0.9300 | C57—C58 | 1.361 (6) |
C10—H10 | 0.9300 | C57—H57 | 0.9300 |
C7'—C8' | 1.42 (2) | C58—C59 | 1.369 (6) |
C7'—H7' | 0.9300 | C58—C58ii | 1.473 (7) |
C8'—N2 | 1.168 (18) | C59—C60 | 1.386 (6) |
C8'—H8' | 0.9300 | C59—H59 | 0.9300 |
C9'—N2 | 1.367 (15) | C60—N5 | 1.321 (5) |
C9'—C10' | 1.384 (18) | C60—H60 | 0.9300 |
C9'—H9' | 0.9300 | O14—C61 | 1.156 (7) |
C10'—H10' | 0.9300 | O14—Zn3 | 2.204 (5) |
C11—O3 | 1.219 (6) | C61—N6 | 1.424 (7) |
C11—O2 | 1.285 (6) | C61—H61 | 0.9300 |
C11—C12 | 1.492 (7) | C62—N6 | 1.471 (7) |
C12—C17 | 1.389 (6) | C62—H62A | 0.9600 |
C12—C13 | 1.387 (7) | C62—H62B | 0.9600 |
C13—C14 | 1.366 (7) | C62—H62C | 0.9600 |
C13—H13 | 0.9300 | C63—N6 | 1.431 (7) |
C14—C15 | 1.392 (6) | C63—H63A | 0.9600 |
C14—H14 | 0.9300 | C63—H63B | 0.9600 |
C15—C16 | 1.384 (6) | C63—H63C | 0.9600 |
C15—N3 | 1.449 (6) | N7—C65 | 1.444 (7) |
C16—C17 | 1.356 (7) | N7—C64 | 1.455 (8) |
C16—H16 | 0.9300 | N7—C66 | 1.493 (8) |
C17—H17 | 0.9300 | O1—C64 | 1.177 (8) |
C18—O4 | 1.214 (7) | O1—Zn1 | 2.042 (6) |
C18—O5 | 1.263 (7) | C64—H64 | 0.9300 |
C18—C19 | 1.515 (7) | C65—H65A | 0.9600 |
C19—C20 | 1.319 (8) | C65—H65B | 0.9600 |
C19—C24 | 1.366 (7) | C65—H65C | 0.9600 |
C20—C21 | 1.407 (7) | C66—H66A | 0.9600 |
C20—H20 | 0.9300 | C66—H66B | 0.9600 |
C21—C22 | 1.351 (7) | C66—H66C | 0.9600 |
C21—H21 | 0.9300 | O14'—C61' | 1.168 (8) |
C22—C23 | 1.385 (7) | O14'—Zn3 | 2.136 (6) |
C22—N3 | 1.417 (6) | N6'—C61' | 1.439 (8) |
C23—C24 | 1.389 (7) | N6'—C63' | 1.462 (8) |
C23—H23 | 0.9300 | N6'—C62' | 1.465 (8) |
C24—H24 | 0.9300 | C61'—H61' | 0.9300 |
C25—O7 | 1.238 (5) | C62'—H62D | 0.9600 |
C25—O6 | 1.264 (5) | C62'—H62E | 0.9600 |
C25—C26 | 1.495 (6) | C62'—H62F | 0.9600 |
C26—C27 | 1.375 (6) | C63'—H63D | 0.9600 |
C26—C31 | 1.385 (6) | C63'—H63E | 0.9600 |
C27—C28 | 1.355 (6) | C63'—H63F | 0.9600 |
C27—H27 | 0.9300 | N7'—C65' | 1.416 (8) |
C28—C29 | 1.408 (6) | N7'—C64' | 1.507 (8) |
C28—H28 | 0.9300 | N7'—C66' | 1.482 (8) |
C29—C30 | 1.361 (6) | O1'—C64' | 1.218 (9) |
C29—N3 | 1.401 (5) | O1'—Zn1 | 2.182 (7) |
C30—C31 | 1.372 (6) | C64'—H64' | 0.9300 |
C30—H30 | 0.9300 | C65'—H65D | 0.9600 |
C31—H31 | 0.9300 | C65'—H65E | 0.9600 |
C32—O9 | 1.250 (5) | C65'—H65F | 0.9600 |
C32—O8 | 1.266 (5) | C66'—H66D | 0.9600 |
C32—C33 | 1.491 (6) | C66'—H66E | 0.9600 |
C33—C38 | 1.377 (6) | C66'—H66F | 0.9600 |
C33—C34 | 1.399 (6) | N1—Zn3iii | 2.064 (4) |
C34—C35 | 1.347 (6) | N2—Zn1 | 2.059 (4) |
C34—H34 | 0.9300 | N5—Zn2 | 2.015 (3) |
C35—C36 | 1.399 (6) | O2—Zn1 | 1.946 (3) |
C35—H35 | 0.9300 | O5—Zn1iv | 1.949 (4) |
C36—C37 | 1.396 (6) | O6—Zn2v | 2.049 (3) |
C36—N4 | 1.404 (5) | O7—Zn2 | 2.037 (3) |
C37—C38 | 1.340 (6) | O8—Zn2v | 2.029 (3) |
C37—H37 | 0.9300 | O9—Zn2 | 2.028 (3) |
C38—H38 | 0.9300 | O10—Zn3i | 2.328 (4) |
C39—O10 | 1.233 (6) | O11—Zn3i | 2.044 (4) |
C39—O11 | 1.274 (6) | O12—Zn3 | 2.410 (4) |
C39—C40 | 1.493 (6) | O13—Zn3 | 2.001 (3) |
C39—Zn3i | 2.520 (5) | Zn1—O5i | 1.949 (4) |
C40—C45 | 1.353 (7) | Zn2—O8v | 2.029 (3) |
C40—C41 | 1.389 (6) | Zn2—O6v | 2.049 (3) |
C41—C42 | 1.372 (6) | Zn2—Zn2v | 2.8689 (9) |
C41—H41 | 0.9300 | Zn3—O11iv | 2.044 (4) |
C42—C43 | 1.386 (6) | Zn3—N1vi | 2.064 (4) |
C42—H42 | 0.9300 | Zn3—O10iv | 2.328 (4) |
C43—C44 | 1.388 (6) | Zn3—C39iv | 2.520 (5) |
C43—N4 | 1.414 (5) | ||
N1—C1—C2 | 122.4 (5) | N5—C56—H56 | 118.2 |
N1—C1—H1 | 118.8 | C57—C56—H56 | 118.2 |
C2—C1—H1 | 118.8 | C58—C57—C56 | 119.8 (4) |
C3—C2—C1 | 120.3 (5) | C58—C57—H57 | 120.1 |
C3—C2—H2 | 119.9 | C56—C57—H57 | 120.1 |
C1—C2—H2 | 119.9 | C57—C58—C59 | 115.9 (3) |
C4—C3—C2 | 116.9 (4) | C57—C58—C58ii | 121.9 (4) |
C4—C3—C6 | 121.4 (4) | C59—C58—C58ii | 122.2 (5) |
C2—C3—C6 | 121.7 (4) | C58—C59—C60 | 121.5 (4) |
C3—C4—C5 | 119.6 (5) | C58—C59—H59 | 119.3 |
C3—C4—H4 | 120.2 | C60—C59—H59 | 119.3 |
C5—C4—H4 | 120.2 | N5—C60—C59 | 121.8 (4) |
N1—C5—C4 | 124.3 (5) | N5—C60—H60 | 119.1 |
N1—C5—H5 | 117.8 | C59—C60—H60 | 119.1 |
C4—C5—H5 | 117.8 | C61—O14—Zn3 | 119.0 (5) |
C10—C6—C7 | 117.0 (7) | O14—C61—N6 | 119.8 (7) |
C7'—C6—C10' | 114.9 (9) | O14—C61—H61 | 120.1 |
C7'—C6—C3 | 124.6 (8) | N6—C61—H61 | 120.1 |
C10—C6—C3 | 122.0 (6) | N6—C62—H62A | 109.5 |
C7—C6—C3 | 120.5 (5) | N6—C62—H62B | 109.5 |
C10'—C6—C3 | 120.2 (7) | H62A—C62—H62B | 109.5 |
C8—C7—C6 | 118.7 (8) | N6—C62—H62C | 109.5 |
C8—C7—H7 | 120.6 | H62A—C62—H62C | 109.5 |
C6—C7—H7 | 120.6 | H62B—C62—H62C | 109.5 |
N2—C8—C7 | 122.7 (8) | N6—C63—H63A | 109.5 |
N2—C8—H8 | 118.6 | N6—C63—H63B | 109.5 |
C7—C8—H8 | 118.6 | H63A—C63—H63B | 109.5 |
N2—C9—C10 | 126.4 (9) | N6—C63—H63C | 109.5 |
N2—C9—H9 | 116.8 | H63A—C63—H63C | 109.5 |
C10—C9—H9 | 116.8 | H63B—C63—H63C | 109.5 |
C6—C10—C9 | 118.5 (9) | C61—N6—C63 | 114.9 (6) |
C6—C10—H10 | 120.7 | C61—N6—C62 | 121.0 (6) |
C9—C10—H10 | 120.7 | C63—N6—C62 | 124.2 (6) |
C6—C7'—C8' | 118.8 (14) | C65—N7—C64 | 123.2 (6) |
C6—C7'—H7' | 120.6 | C65—N7—C66 | 118.2 (6) |
C8'—C7'—H7' | 120.6 | C64—N7—C66 | 118.6 (6) |
N2—C8'—C7' | 129.1 (15) | C64—O1—Zn1 | 115.1 (6) |
N2—C8'—H8' | 115.5 | O1—C64—N7 | 108.0 (6) |
C7'—C8'—H8' | 115.5 | O1—C64—H64 | 126.0 |
N2—C9'—C10' | 121.9 (13) | N7—C64—H64 | 126.0 |
N2—C9'—H9' | 119.0 | N7—C65—H65A | 109.5 |
C10'—C9'—H9' | 119.0 | N7—C65—H65B | 109.5 |
C9'—C10'—C6 | 118.5 (12) | H65A—C65—H65B | 109.5 |
C9'—C10'—H10' | 120.8 | N7—C65—H65C | 109.5 |
C6—C10'—H10' | 120.8 | H65A—C65—H65C | 109.5 |
O3—C11—O2 | 123.9 (5) | H65B—C65—H65C | 109.5 |
O3—C11—C12 | 121.4 (5) | N7—C66—H66A | 109.5 |
O2—C11—C12 | 114.7 (5) | N7—C66—H66B | 109.5 |
C17—C12—C13 | 116.9 (4) | H66A—C66—H66B | 109.5 |
C17—C12—C11 | 120.8 (5) | N7—C66—H66C | 109.5 |
C13—C12—C11 | 122.3 (4) | H66A—C66—H66C | 109.5 |
C14—C13—C12 | 122.7 (5) | H66B—C66—H66C | 109.5 |
C14—C13—H13 | 118.7 | C61'—O14'—Zn3 | 115.3 (7) |
C12—C13—H13 | 118.7 | C61'—N6'—C63' | 110.1 (7) |
C13—C14—C15 | 119.0 (5) | C61'—N6'—C62' | 117.0 (8) |
C13—C14—H14 | 120.5 | C63'—N6'—C62' | 132.8 (8) |
C15—C14—H14 | 120.5 | O14'—C61'—N6' | 119.9 (9) |
C14—C15—C16 | 119.1 (4) | O14'—C61'—H61' | 120.0 |
C14—C15—N3 | 118.7 (4) | N6'—C61'—H61' | 120.0 |
C16—C15—N3 | 122.2 (4) | N6'—C62'—H62D | 109.5 |
C17—C16—C15 | 120.7 (5) | N6'—C62'—H62E | 109.5 |
C17—C16—H16 | 119.6 | H62D—C62'—H62E | 109.5 |
C15—C16—H16 | 119.6 | N6'—C62'—H62F | 109.5 |
C16—C17—C12 | 121.5 (5) | H62D—C62'—H62F | 109.5 |
C16—C17—H17 | 119.2 | H62E—C62'—H62F | 109.5 |
C12—C17—H17 | 119.2 | N6'—C63'—H63D | 109.5 |
O4—C18—O5 | 121.5 (5) | N6'—C63'—H63E | 109.5 |
O4—C18—C19 | 121.0 (6) | H63D—C63'—H63E | 109.5 |
O5—C18—C19 | 117.5 (5) | N6'—C63'—H63F | 109.5 |
C20—C19—C24 | 119.1 (5) | H63D—C63'—H63F | 109.5 |
C20—C19—C18 | 120.2 (5) | H63E—C63'—H63F | 109.5 |
C24—C19—C18 | 120.7 (5) | C65'—N7'—C64' | 121.9 (6) |
C19—C20—C21 | 121.0 (5) | C65'—N7'—C66' | 124.0 (6) |
C19—C20—H20 | 119.5 | C64'—N7'—C66' | 114.2 (6) |
C21—C20—H20 | 119.5 | C64'—O1'—Zn1 | 120.5 (8) |
C22—C21—C20 | 120.8 (5) | O1'—C64'—N7' | 113.6 (7) |
C22—C21—H21 | 119.6 | O1'—C64'—H64' | 123.2 |
C20—C21—H21 | 119.6 | N7'—C64'—H64' | 123.2 |
C21—C22—C23 | 118.5 (5) | N7'—C65'—H65D | 109.5 |
C21—C22—N3 | 121.2 (5) | N7'—C65'—H65E | 109.5 |
C23—C22—N3 | 120.2 (5) | H65D—C65'—H65E | 109.5 |
C22—C23—C24 | 119.3 (5) | N7'—C65'—H65F | 109.5 |
C22—C23—H23 | 120.4 | H65D—C65'—H65F | 109.5 |
C24—C23—H23 | 120.4 | H65E—C65'—H65F | 109.5 |
C19—C24—C23 | 121.4 (6) | N7'—C66'—H66D | 109.5 |
C19—C24—H24 | 119.3 | N7'—C66'—H66E | 109.5 |
C23—C24—H24 | 119.3 | H66D—C66'—H66E | 109.5 |
O7—C25—O6 | 125.4 (4) | N7'—C66'—H66F | 109.5 |
O7—C25—C26 | 117.8 (4) | H66D—C66'—H66F | 109.5 |
O6—C25—C26 | 116.8 (4) | H66E—C66'—H66F | 109.5 |
C27—C26—C31 | 117.4 (4) | C5—N1—C1 | 116.5 (4) |
C27—C26—C25 | 122.5 (4) | C5—N1—Zn3iii | 120.6 (3) |
C31—C26—C25 | 120.0 (4) | C1—N1—Zn3iii | 122.9 (3) |
C28—C27—C26 | 121.3 (4) | C9—N2—C8 | 115.2 (7) |
C28—C27—H27 | 119.3 | C8'—N2—C9' | 115.0 (11) |
C26—C27—H27 | 119.3 | C8'—N2—Zn1 | 124.2 (9) |
C27—C28—C29 | 121.3 (4) | C9—N2—Zn1 | 126.9 (5) |
C27—C28—H28 | 119.4 | C8—N2—Zn1 | 117.4 (5) |
C29—C28—H28 | 119.4 | C9'—N2—Zn1 | 120.6 (7) |
C30—C29—N3 | 121.9 (4) | C29—N3—C22 | 119.6 (4) |
C30—C29—C28 | 117.1 (4) | C29—N3—C15 | 120.6 (4) |
N3—C29—C28 | 121.0 (4) | C22—N3—C15 | 119.3 (4) |
C29—C30—C31 | 121.4 (4) | C36—N4—C43 | 121.2 (4) |
C29—C30—H30 | 119.3 | C36—N4—C50 | 120.3 (4) |
C31—C30—H30 | 119.3 | C43—N4—C50 | 118.4 (3) |
C30—C31—C26 | 121.4 (4) | C56—N5—C60 | 117.4 (3) |
C30—C31—H31 | 119.3 | C56—N5—Zn2 | 121.7 (3) |
C26—C31—H31 | 119.3 | C60—N5—Zn2 | 120.9 (3) |
O9—C32—O8 | 124.0 (4) | C11—O2—Zn1 | 113.7 (3) |
O9—C32—C33 | 118.1 (4) | C18—O5—Zn1iv | 106.6 (4) |
O8—C32—C33 | 117.9 (4) | C25—O6—Zn2v | 128.8 (3) |
C38—C33—C34 | 117.3 (4) | C25—O7—Zn2 | 123.8 (3) |
C38—C33—C32 | 122.4 (4) | C32—O8—Zn2v | 128.4 (3) |
C34—C33—C32 | 120.3 (4) | C32—O9—Zn2 | 124.6 (3) |
C35—C34—C33 | 121.6 (4) | C39—O10—Zn3i | 84.1 (3) |
C35—C34—H34 | 119.2 | C39—O11—Zn3i | 96.1 (4) |
C33—C34—H34 | 119.2 | C46—O12—Zn3 | 81.5 (3) |
C34—C35—C36 | 120.9 (4) | C46—O13—Zn3 | 98.9 (3) |
C34—C35—H35 | 119.6 | O2—Zn1—O5i | 136.29 (17) |
C36—C35—H35 | 119.6 | O2—Zn1—O1 | 109.0 (3) |
C37—C36—C35 | 116.7 (4) | O5i—Zn1—O1 | 99.2 (3) |
C37—C36—N4 | 121.9 (4) | O2—Zn1—N2 | 97.21 (16) |
C35—C36—N4 | 121.4 (4) | O5i—Zn1—N2 | 112.91 (17) |
C38—C37—C36 | 122.0 (4) | O1—Zn1—N2 | 95.4 (3) |
C38—C37—H37 | 119.0 | O2—Zn1—O1' | 111.6 (4) |
C36—C37—H37 | 119.0 | O5i—Zn1—O1' | 94.7 (4) |
C37—C38—C33 | 121.5 (4) | N2—Zn1—O1' | 99.1 (4) |
C37—C38—H38 | 119.3 | N5—Zn2—O9 | 100.62 (13) |
C33—C38—H38 | 119.3 | N5—Zn2—O8v | 97.88 (13) |
O10—C39—O11 | 120.5 (5) | O9—Zn2—O8v | 161.34 (12) |
O10—C39—C40 | 121.5 (5) | N5—Zn2—O7 | 98.21 (13) |
O11—C39—C40 | 118.0 (5) | O9—Zn2—O7 | 87.29 (13) |
O10—C39—Zn3i | 66.8 (3) | O8v—Zn2—O7 | 87.66 (14) |
O11—C39—Zn3i | 53.8 (3) | N5—Zn2—O6v | 100.14 (13) |
C40—C39—Zn3i | 171.8 (4) | O9—Zn2—O6v | 87.48 (12) |
C45—C40—C41 | 118.0 (4) | O8v—Zn2—O6v | 91.69 (13) |
C45—C40—C39 | 121.8 (5) | O7—Zn2—O6v | 161.55 (12) |
C41—C40—C39 | 120.2 (5) | N5—Zn2—Zn2v | 176.77 (10) |
C42—C41—C40 | 121.2 (5) | O9—Zn2—Zn2v | 82.28 (9) |
C42—C41—H41 | 119.4 | O8v—Zn2—Zn2v | 79.29 (9) |
C40—C41—H41 | 119.4 | O7—Zn2—Zn2v | 83.31 (8) |
C41—C42—C43 | 120.5 (4) | O6v—Zn2—Zn2v | 78.46 (8) |
C41—C42—H42 | 119.7 | O13—Zn3—O11iv | 148.95 (15) |
C43—C42—H42 | 119.7 | O13—Zn3—N1vi | 105.89 (14) |
C42—C43—C44 | 119.5 (4) | O11iv—Zn3—N1vi | 97.21 (16) |
C42—C43—N4 | 121.3 (4) | O13—Zn3—O14' | 107.8 (2) |
C44—C43—N4 | 119.2 (4) | O11iv—Zn3—O14' | 92.6 (2) |
C43—C44—C45 | 118.0 (5) | N1vi—Zn3—O14' | 89.5 (2) |
C43—C44—H44 | 121.0 | O13—Zn3—O14 | 88.29 (18) |
C45—C44—H44 | 121.0 | O11iv—Zn3—O14 | 111.72 (19) |
C40—C45—C44 | 122.6 (5) | N1vi—Zn3—O14 | 91.93 (17) |
C40—C45—H45 | 118.7 | O13—Zn3—O10iv | 97.07 (14) |
C44—C45—H45 | 118.7 | O11iv—Zn3—O10iv | 59.28 (15) |
O12—C46—O13 | 121.0 (4) | N1vi—Zn3—O10iv | 156.33 (15) |
O12—C46—C47 | 120.9 (5) | O14'—Zn3—O10iv | 88.9 (2) |
O13—C46—C47 | 118.0 (4) | O14—Zn3—O10iv | 94.46 (15) |
O12—C46—Zn3 | 69.9 (3) | O13—Zn3—O12 | 58.59 (12) |
O13—C46—Zn3 | 51.2 (2) | O11iv—Zn3—O12 | 99.75 (15) |
C47—C46—Zn3 | 168.9 (4) | N1vi—Zn3—O12 | 94.55 (14) |
C52—C47—C48 | 118.5 (4) | O14'—Zn3—O12 | 166.4 (2) |
C52—C47—C46 | 121.0 (4) | O14—Zn3—O12 | 146.76 (17) |
C48—C47—C46 | 120.5 (4) | O10iv—Zn3—O12 | 92.51 (13) |
C49—C48—C47 | 120.5 (4) | O13—Zn3—C39iv | 123.62 (17) |
C49—C48—H48 | 119.7 | O11iv—Zn3—C39iv | 30.17 (17) |
C47—C48—H48 | 119.7 | N1vi—Zn3—C39iv | 127.36 (18) |
C50—C49—C48 | 120.3 (4) | O14'—Zn3—C39iv | 91.3 (2) |
C50—C49—H49 | 119.8 | O14—Zn3—C39iv | 105.26 (18) |
C48—C49—H49 | 119.8 | O10iv—Zn3—C39iv | 29.13 (15) |
C49—C50—C51 | 119.4 (4) | O12—Zn3—C39iv | 96.47 (14) |
C49—C50—N4 | 119.6 (4) | O13—Zn3—C46 | 29.99 (14) |
C51—C50—N4 | 121.0 (4) | O11iv—Zn3—C46 | 125.23 (17) |
C52—C51—C50 | 119.9 (5) | N1vi—Zn3—C46 | 101.95 (14) |
C52—C51—H51 | 120.0 | O14'—Zn3—C46 | 137.8 (2) |
C50—C51—H51 | 120.0 | O14—Zn3—C46 | 118.26 (19) |
C47—C52—C51 | 121.3 (5) | O10iv—Zn3—C46 | 95.02 (14) |
C47—C52—H52 | 119.4 | O12—Zn3—C46 | 28.60 (13) |
C51—C52—H52 | 119.4 | C39iv—Zn3—C46 | 111.76 (16) |
N5—C56—C57 | 123.6 (4) | ||
N1—C1—C2—C3 | −1.4 (8) | C43—C44—C45—C40 | −2.1 (8) |
C1—C2—C3—C4 | −0.4 (8) | O12—C46—C47—C52 | 2.0 (7) |
C1—C2—C3—C6 | 179.1 (5) | O13—C46—C47—C52 | −176.4 (4) |
C2—C3—C4—C5 | 1.0 (8) | Zn3—C46—C47—C52 | −163.4 (14) |
C6—C3—C4—C5 | −178.5 (5) | O12—C46—C47—C48 | −179.5 (4) |
C3—C4—C5—N1 | 0.1 (10) | O13—C46—C47—C48 | 2.1 (6) |
C4—C3—C6—C7' | −148.4 (11) | Zn3—C46—C47—C48 | 15.1 (18) |
C2—C3—C6—C7' | 32.1 (13) | C52—C47—C48—C49 | −0.6 (7) |
C4—C3—C6—C10 | −28.4 (11) | C46—C47—C48—C49 | −179.1 (4) |
C2—C3—C6—C10 | 152.1 (9) | C47—C48—C49—C50 | −0.7 (7) |
C4—C3—C6—C7 | 159.9 (8) | C48—C49—C50—C51 | 2.1 (7) |
C2—C3—C6—C7 | −19.6 (10) | C48—C49—C50—N4 | −179.9 (4) |
C4—C3—C6—C10' | 25.8 (11) | C49—C50—C51—C52 | −2.3 (8) |
C2—C3—C6—C10' | −153.7 (10) | N4—C50—C51—C52 | 179.8 (5) |
C7'—C6—C7—C8 | 72.0 (14) | C48—C47—C52—C51 | 0.5 (7) |
C10—C6—C7—C8 | 9.5 (16) | C46—C47—C52—C51 | 179.0 (5) |
C10'—C6—C7—C8 | −38.4 (14) | C50—C51—C52—C47 | 1.0 (8) |
C3—C6—C7—C8 | −178.3 (9) | N5—C56—C57—C58 | −0.9 (10) |
C6—C7—C8—N2 | −1.1 (19) | C56—C57—C58—C59 | 0.0 (8) |
C7'—C6—C10—C9 | −45.3 (15) | C56—C57—C58—C58ii | −178.2 (6) |
C7—C6—C10—C9 | −7.8 (17) | C57—C58—C59—C60 | −0.4 (8) |
C10'—C6—C10—C9 | 77.4 (14) | C58ii—C58—C59—C60 | 177.8 (6) |
C3—C6—C10—C9 | −179.8 (10) | C58—C59—C60—N5 | 1.8 (9) |
N2—C9—C10—C6 | −3 (2) | Zn3—O14—C61—N6 | −170.5 (3) |
C10—C6—C7'—C8' | 43.7 (18) | O14—C61—N6—C63 | −0.2 (3) |
C7—C6—C7'—C8' | −84.0 (17) | O14—C61—N6—C62 | 179.2 (3) |
C10'—C6—C7'—C8' | 2 (2) | Zn1—O1—C64—N7 | 172.6 (6) |
C3—C6—C7'—C8' | 176.4 (13) | C65—N7—C64—O1 | 179.94 (19) |
C6—C7'—C8'—N2 | 12 (3) | C66—N7—C64—O1 | 0.2 (3) |
N2—C9'—C10'—C6 | 4 (3) | Zn3—O14'—C61'—N6' | 179.4 (4) |
C7'—C6—C10'—C9' | −8 (2) | C63'—N6'—C61'—O14' | 7.6 (6) |
C10—C6—C10'—C9' | −75.9 (17) | C62'—N6'—C61'—O14' | −172.4 (6) |
C7—C6—C10'—C9' | 37.2 (18) | Zn1—O1'—C64'—N7' | 170.2 (6) |
C3—C6—C10'—C9' | 177.3 (13) | C65'—N7'—C64'—O1' | −172.5 (12) |
O3—C11—C12—C17 | −8.7 (8) | C66'—N7'—C64'—O1' | 7.5 (12) |
O2—C11—C12—C17 | 170.7 (5) | C4—C5—N1—C1 | −1.8 (9) |
O3—C11—C12—C13 | 173.4 (6) | C4—C5—N1—Zn3iii | 176.8 (5) |
O2—C11—C12—C13 | −7.2 (7) | C2—C1—N1—C5 | 2.4 (8) |
C17—C12—C13—C14 | 0.2 (8) | C2—C1—N1—Zn3iii | −176.1 (4) |
C11—C12—C13—C14 | 178.1 (5) | C7'—C8'—N2—C9 | −57 (2) |
C12—C13—C14—C15 | 1.0 (9) | C7'—C8'—N2—C8 | 72 (2) |
C13—C14—C15—C16 | −0.5 (8) | C7'—C8'—N2—C9' | −16 (3) |
C13—C14—C15—N3 | −178.9 (5) | C7'—C8'—N2—Zn1 | 169.8 (16) |
C14—C15—C16—C17 | −1.3 (8) | C10—C9—N2—C8' | 51.5 (17) |
N3—C15—C16—C17 | 177.0 (5) | C10—C9—N2—C8 | 11.4 (19) |
C15—C16—C17—C12 | 2.6 (9) | C10—C9—N2—C9' | −76.3 (16) |
C13—C12—C17—C16 | −2.0 (8) | C10—C9—N2—Zn1 | −177.1 (11) |
C11—C12—C17—C16 | −180.0 (5) | C7—C8—N2—C8' | −68.7 (16) |
O4—C18—C19—C20 | −9.5 (9) | C7—C8—N2—C9 | −9.0 (17) |
O5—C18—C19—C20 | 169.7 (6) | C7—C8—N2—C9' | 41.9 (16) |
O4—C18—C19—C24 | 173.0 (6) | C7—C8—N2—Zn1 | 178.6 (10) |
O5—C18—C19—C24 | −7.9 (8) | C10'—C9'—N2—C8' | 8 (2) |
C24—C19—C20—C21 | −0.5 (10) | C10'—C9'—N2—C9 | 68.1 (17) |
C18—C19—C20—C21 | −178.1 (5) | C10'—C9'—N2—C8 | −42.7 (19) |
C19—C20—C21—C22 | 1.0 (10) | C10'—C9'—N2—Zn1 | −177.7 (13) |
C20—C21—C22—C23 | 0.0 (9) | C30—C29—N3—C22 | −27.8 (8) |
C20—C21—C22—N3 | 177.9 (5) | C28—C29—N3—C22 | 152.8 (5) |
C21—C22—C23—C24 | −1.3 (9) | C30—C29—N3—C15 | 144.6 (5) |
N3—C22—C23—C24 | −179.2 (6) | C28—C29—N3—C15 | −34.8 (8) |
C20—C19—C24—C23 | −0.8 (10) | C21—C22—N3—C29 | −47.7 (8) |
C18—C19—C24—C23 | 176.7 (6) | C23—C22—N3—C29 | 130.1 (6) |
C22—C23—C24—C19 | 1.8 (10) | C21—C22—N3—C15 | 139.7 (6) |
O7—C25—C26—C27 | −166.3 (4) | C23—C22—N3—C15 | −42.5 (8) |
O6—C25—C26—C27 | 14.3 (6) | C14—C15—N3—C29 | 140.7 (5) |
O7—C25—C26—C31 | 18.1 (6) | C16—C15—N3—C29 | −37.6 (8) |
O6—C25—C26—C31 | −161.3 (4) | C14—C15—N3—C22 | −46.8 (7) |
C31—C26—C27—C28 | −1.6 (7) | C16—C15—N3—C22 | 134.9 (5) |
C25—C26—C27—C28 | −177.3 (5) | C37—C36—N4—C43 | 23.0 (7) |
C26—C27—C28—C29 | 4.2 (8) | C35—C36—N4—C43 | −156.2 (5) |
C27—C28—C29—C30 | −4.0 (8) | C37—C36—N4—C50 | −154.9 (5) |
C27—C28—C29—N3 | 175.5 (5) | C35—C36—N4—C50 | 25.9 (7) |
N3—C29—C30—C31 | −178.2 (5) | C42—C43—N4—C36 | 47.6 (7) |
C28—C29—C30—C31 | 1.2 (8) | C44—C43—N4—C36 | −135.4 (5) |
C29—C30—C31—C26 | 1.3 (8) | C42—C43—N4—C50 | −134.4 (5) |
C27—C26—C31—C30 | −1.2 (7) | C44—C43—N4—C50 | 42.5 (7) |
C25—C26—C31—C30 | 174.7 (4) | C49—C50—N4—C36 | −124.9 (5) |
O9—C32—C33—C38 | 161.9 (4) | C51—C50—N4—C36 | 53.0 (7) |
O8—C32—C33—C38 | −16.4 (7) | C49—C50—N4—C43 | 57.2 (6) |
O9—C32—C33—C34 | −14.6 (6) | C51—C50—N4—C43 | −124.9 (5) |
O8—C32—C33—C34 | 167.1 (4) | C57—C56—N5—C60 | 2.2 (9) |
C38—C33—C34—C35 | 2.4 (7) | C57—C56—N5—Zn2 | −177.5 (5) |
C32—C33—C34—C35 | 179.1 (5) | C59—C60—N5—C56 | −2.6 (8) |
C33—C34—C35—C36 | −4.4 (8) | C59—C60—N5—Zn2 | 177.1 (4) |
C34—C35—C36—C37 | 3.5 (8) | O3—C11—O2—Zn1 | 1.6 (7) |
C34—C35—C36—N4 | −177.2 (5) | C12—C11—O2—Zn1 | −177.8 (3) |
C35—C36—C37—C38 | −0.8 (8) | O4—C18—O5—Zn1iv | 4.8 (7) |
N4—C36—C37—C38 | 180.0 (5) | C19—C18—O5—Zn1iv | −174.3 (4) |
C36—C37—C38—C33 | −1.1 (9) | O7—C25—O6—Zn2v | −4.9 (7) |
C34—C33—C38—C37 | 0.4 (8) | C26—C25—O6—Zn2v | 174.4 (3) |
C32—C33—C38—C37 | −176.3 (5) | O6—C25—O7—Zn2 | 0.3 (6) |
O10—C39—C40—C45 | −173.3 (5) | C26—C25—O7—Zn2 | −179.0 (3) |
O11—C39—C40—C45 | 4.8 (7) | O9—C32—O8—Zn2v | −11.2 (7) |
O10—C39—C40—C41 | 5.7 (7) | C33—C32—O8—Zn2v | 167.0 (3) |
O11—C39—C40—C41 | −176.2 (5) | O8—C32—O9—Zn2 | 15.4 (6) |
C45—C40—C41—C42 | −2.2 (7) | C33—C32—O9—Zn2 | −162.7 (3) |
C39—C40—C41—C42 | 178.8 (4) | O11—C39—O10—Zn3i | 1.7 (5) |
C40—C41—C42—C43 | −1.7 (7) | C40—C39—O10—Zn3i | 179.7 (4) |
C41—C42—C43—C44 | 3.7 (7) | O10—C39—O11—Zn3i | −1.9 (5) |
C41—C42—C43—N4 | −179.3 (4) | C40—C39—O11—Zn3i | 180.0 (4) |
C42—C43—C44—C45 | −1.9 (7) | O13—C46—O12—Zn3 | 1.3 (4) |
N4—C43—C44—C45 | −178.9 (4) | C47—C46—O12—Zn3 | −177.0 (4) |
C41—C40—C45—C44 | 4.1 (8) | O12—C46—O13—Zn3 | −1.6 (5) |
C39—C40—C45—C44 | −176.9 (5) | C47—C46—O13—Zn3 | 176.8 (3) |
Symmetry codes: (i) x, y+1, z; (ii) −x+2, −y, −z+2; (iii) x+1, y+1, z−1; (iv) x, y−1, z; (v) −x+2, −y+1, −z+2; (vi) x−1, y−1, z+1. |
Experimental details
Crystal data | |
Chemical formula | [Zn3(C21H12NO6)2(C10H8N2)1.5(C3H7NO)2] |
Mr | 1325.21 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 296 |
a, b, c (Å) | 13.6198 (19), 13.962 (2), 26.646 (4) |
α, β, γ (°) | 85.035 (2), 89.776 (2), 86.223 (2) |
V (Å3) | 5037.1 (12) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.75 |
Crystal size (mm) | 0.24 × 0.22 × 0.19 |
Data collection | |
Diffractometer | Bruker SMART APEX CCD area-detector diffractometer |
Absorption correction | ψ scan (SADABS; Bruker, 2000) |
Tmin, Tmax | 0.830, 0.872 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 39611, 20086, 11697 |
Rint | 0.035 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.071, 0.216, 1.06 |
No. of reflections | 20086 |
No. of parameters | 859 |
No. of restraints | 319 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.04, −1.82 |
Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXS97 (Sheldrick, 2008), SHELXL2013 (Sheldrick, 2015), SHELXTL (Sheldrick, 2008).
N1—Zn3i | 2.064 (4) | O8—Zn2iii | 2.029 (3) |
N2—Zn1 | 2.059 (4) | O9—Zn2 | 2.028 (3) |
N5—Zn2 | 2.015 (3) | O10—Zn3iv | 2.328 (4) |
O2—Zn1 | 1.946 (3) | O11—Zn3iv | 2.044 (4) |
O5—Zn1ii | 1.949 (4) | O12—Zn3 | 2.410 (4) |
O6—Zn2iii | 2.049 (3) | O13—Zn3 | 2.001 (3) |
O7—Zn2 | 2.037 (3) | Zn2—Zn2iii | 2.8689 (9) |
Symmetry codes: (i) x+1, y+1, z−1; (ii) x, y−1, z; (iii) −x+2, −y+1, −z+2; (iv) x, y+1, z. |
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