metal-organic compounds
Bis(2,2′-bipyridine-κ2N,N′)(3-methylbenzoato-κ2O,O′)zinc 3-methylbenzoate–3-methylbenzoic acid–water (1/1/2)
aCenter of Applied Solid State Chemistry Research, Ningbo University, Ningbo, Zhejiang 315211, People's Republic of China
*Correspondence e-mail: linjianli@nbu.edu.cn
The title compound, [Zn(C8H7O2)(C10H8N2)2](C8H7O2)·C8H8O2·2H2O, is comprised of a Zn2+ cation, two 2,2′-bipydine (bipy) ligands and one 3-methylbenzoate anion (L−) together with one uncoordinating L− anion, one uncoordinating HL molecule and two lattice water molecules. The ZnII atom is coordinated by four N atoms of two bipy ligands and two O atoms from one L− ligand in a distorted octahedral geometry. Pairs of centrosymmetrically related complex molecules form dimers via slipped π-stacking interactions between bipy ligands with an interplanar distance of 3.470 (4) Å. The dimers are linked into supramolecular chains along [111], via C—H⋯O hydrogen bonds. The uncoordinated L− anions, HL molecules and water molecules are connected with each other via O—H⋯O hydrogen bonds, forming chains between the metal complex chains and binding them together via C—H⋯O contacts. The resulting layers parallel to (010) are further assembled into a three-dimensional supramolecular architecture through additional C—H⋯O interactions.
Related literature
For general background to complexes with intriguing topological structures, see: Chen et al. (2010) and for complexes with potential applications in gas storage and separation, magnetism, luminescence and catalysis see: Bettencourt-Dias & Viswanathan (2006); Liu et al. (2006); Xu et al. (2010, 2011).
Experimental
Crystal data
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Refinement
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Data collection: RAPID-AUTO (Rigaku, 1998); cell RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Supporting information
10.1107/S1600536812034216/mw2076sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536812034216/mw2076Isup2.hkl
1 mL of 1M aqueous K2CO3 solution was added to an aqueous solution of ZnSO4.7H2O (0.291 g, 1 mmol) to give a white precipitate from which SO42- anions were removed by centrifugation. The white precipitate was added to 20.0 mL of a H2O/CH3OH solution (1:1 v/v) of 3-methylbenzoic acid (0.271 g, 2.0 mmol). To the resulting solution was added 2,2'-bipydine (0.310 g, 2.0 mmol) whereupon the color of the solution became a light magenta and the pH was about 5. The solution was allowed to evaporate at room temperature for several days to give colourless block-shaped crystals.
H atoms bonded to C were placed in calculated positions and were refined using a riding model, with Uiso(H) = 1.2 Ueq(C). H atoms attached to O were placed in locations indicated by a difference Fourier synthesis and were refined using a riding model with Uiso(H) values set at 1.2 Ueq(O).
Data collection: RAPID-AUTO (Rigaku, 1998); cell
RAPID-AUTO (Rigaku, 1998); data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).Fig. 1. ORTEP view of the title compound. The displacement ellipsoids are drawn at the 30% probability level. | |
Fig. 2. One-dimensional supramolecular chain along [111] formed by C7-H7A···O2 hydrogen bonds and π···π stacking interactions. |
[Zn(C8H7O2)(C10H8N2)2](C8H7O2)·C8H8O2·2H2O | Z = 2 |
Mr = 820.21 | F(000) = 856 |
Triclinic, P1 | Dx = 1.362 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 12.690 (3) Å | Cell parameters from 19803 reflections |
b = 13.632 (3) Å | θ = 3.0–27.5° |
c = 14.493 (3) Å | µ = 0.67 mm−1 |
α = 96.87 (3)° | T = 293 K |
β = 115.47 (3)° | Block, colorless |
γ = 110.96 (3)° | 0.39 × 0.34 × 0.32 mm |
V = 1999.4 (13) Å3 |
Rigaku R-AXIS RAPID diffractometer | 9165 independent reflections |
Radiation source: fine-focus sealed tube | 5744 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.028 |
ω scans | θmax = 27.5°, θmin = 3.0° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −15→16 |
Tmin = 0.769, Tmax = 0.806 | k = −17→17 |
19803 measured reflections | l = −18→18 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.147 | H-atom parameters constrained |
S = 1.14 | w = 1/[σ2(Fo2) + (0.0452P)2 + 1.4221P] where P = (Fo2 + 2Fc2)/3 |
9077 reflections | (Δ/σ)max = 0.001 |
514 parameters | Δρmax = 0.77 e Å−3 |
0 restraints | Δρmin = −0.86 e Å−3 |
[Zn(C8H7O2)(C10H8N2)2](C8H7O2)·C8H8O2·2H2O | γ = 110.96 (3)° |
Mr = 820.21 | V = 1999.4 (13) Å3 |
Triclinic, P1 | Z = 2 |
a = 12.690 (3) Å | Mo Kα radiation |
b = 13.632 (3) Å | µ = 0.67 mm−1 |
c = 14.493 (3) Å | T = 293 K |
α = 96.87 (3)° | 0.39 × 0.34 × 0.32 mm |
β = 115.47 (3)° |
Rigaku R-AXIS RAPID diffractometer | 9165 independent reflections |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | 5744 reflections with I > 2σ(I) |
Tmin = 0.769, Tmax = 0.806 | Rint = 0.028 |
19803 measured reflections |
R[F2 > 2σ(F2)] = 0.041 | 0 restraints |
wR(F2) = 0.147 | H-atom parameters constrained |
S = 1.14 | Δρmax = 0.77 e Å−3 |
9077 reflections | Δρmin = −0.86 e Å−3 |
514 parameters |
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. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Zn1 | 0.71782 (4) | 0.74557 (3) | 0.74582 (3) | 0.05259 (13) | |
O1 | 0.6240 (2) | 0.79631 (18) | 0.61420 (18) | 0.0632 (6) | |
O2 | 0.8392 (2) | 0.88498 (18) | 0.70427 (18) | 0.0640 (6) | |
N1 | 0.6910 (3) | 0.8470 (2) | 0.8486 (2) | 0.0607 (7) | |
N2 | 0.8825 (3) | 0.7897 (2) | 0.8995 (2) | 0.0545 (6) | |
N3 | 0.5646 (3) | 0.5914 (2) | 0.7187 (2) | 0.0519 (6) | |
N4 | 0.7404 (2) | 0.6278 (2) | 0.6566 (2) | 0.0512 (6) | |
C1 | 0.5911 (5) | 0.8719 (3) | 0.8168 (4) | 0.0818 (12) | |
H1A | 0.5261 | 0.8421 | 0.7441 | 0.098* | |
C2 | 0.5799 (6) | 0.9392 (4) | 0.8863 (5) | 0.1013 (16) | |
H2A | 0.5085 | 0.9544 | 0.8617 | 0.122* | |
C3 | 0.6764 (6) | 0.9836 (4) | 0.9928 (5) | 0.1014 (17) | |
H3A | 0.6712 | 1.0295 | 1.0419 | 0.122* | |
C4 | 0.7802 (5) | 0.9601 (3) | 1.0268 (3) | 0.0820 (13) | |
H4A | 0.8472 | 0.9913 | 1.0988 | 0.098* | |
C5 | 0.7856 (4) | 0.8900 (2) | 0.9540 (3) | 0.0595 (9) | |
C6 | 0.8922 (3) | 0.8578 (2) | 0.9814 (2) | 0.0574 (8) | |
C7 | 0.9989 (4) | 0.8958 (3) | 1.0859 (3) | 0.0759 (11) | |
H7A | 1.0054 | 0.9431 | 1.1421 | 0.091* | |
C8 | 1.0940 (5) | 0.8625 (4) | 1.1047 (4) | 0.0896 (14) | |
H8A | 1.1652 | 0.8867 | 1.1743 | 0.108* | |
C9 | 1.0846 (4) | 0.7935 (4) | 1.0215 (4) | 0.0854 (12) | |
H9A | 1.1485 | 0.7703 | 1.0333 | 0.103* | |
C10 | 0.9776 (4) | 0.7598 (3) | 0.9199 (3) | 0.0688 (9) | |
H10A | 0.9712 | 0.7140 | 0.8628 | 0.083* | |
C11 | 0.4801 (4) | 0.5770 (3) | 0.7542 (3) | 0.0656 (9) | |
H11A | 0.4854 | 0.6396 | 0.7934 | 0.079* | |
C12 | 0.3869 (4) | 0.4753 (3) | 0.7356 (3) | 0.0797 (11) | |
H12A | 0.3295 | 0.4686 | 0.7609 | 0.096* | |
C13 | 0.3801 (4) | 0.3831 (3) | 0.6788 (4) | 0.0822 (12) | |
H13A | 0.3185 | 0.3127 | 0.6662 | 0.099* | |
C14 | 0.4645 (4) | 0.3951 (3) | 0.6402 (3) | 0.0653 (9) | |
H14A | 0.4602 | 0.3332 | 0.6010 | 0.078* | |
C15 | 0.5560 (3) | 0.5011 (2) | 0.6610 (2) | 0.0474 (7) | |
C16 | 0.6491 (3) | 0.5217 (2) | 0.6214 (2) | 0.0469 (7) | |
C17 | 0.6421 (3) | 0.4389 (3) | 0.5502 (3) | 0.0575 (8) | |
H17A | 0.5778 | 0.3660 | 0.5257 | 0.069* | |
C18 | 0.7316 (4) | 0.4660 (3) | 0.5161 (3) | 0.0669 (9) | |
H18A | 0.7284 | 0.4115 | 0.4683 | 0.080* | |
C19 | 0.8248 (4) | 0.5734 (3) | 0.5529 (3) | 0.0695 (10) | |
H19A | 0.8860 | 0.5930 | 0.5307 | 0.083* | |
C20 | 0.8270 (3) | 0.6521 (3) | 0.6229 (3) | 0.0621 (9) | |
H20A | 0.8910 | 0.7252 | 0.6480 | 0.074* | |
C21 | 0.7311 (3) | 0.8689 (2) | 0.6291 (3) | 0.0550 (8) | |
C22 | 0.7267 (3) | 0.9366 (2) | 0.5545 (2) | 0.0476 (7) | |
C23 | 0.6095 (3) | 0.9316 (3) | 0.4820 (3) | 0.0607 (8) | |
H23A | 0.5325 | 0.8853 | 0.4785 | 0.073* | |
C24 | 0.6056 (4) | 0.9951 (3) | 0.4143 (3) | 0.0705 (10) | |
H24A | 0.5264 | 0.9925 | 0.3661 | 0.085* | |
C25 | 0.7197 (4) | 1.0622 (3) | 0.4187 (3) | 0.0637 (9) | |
H25A | 0.7162 | 1.1048 | 0.3729 | 0.076* | |
C26 | 0.8386 (3) | 1.0681 (2) | 0.4890 (3) | 0.0527 (7) | |
C27 | 0.8408 (3) | 1.0045 (2) | 0.5577 (2) | 0.0511 (7) | |
H27A | 0.9201 | 1.0077 | 0.6066 | 0.061* | |
C28 | 0.9624 (4) | 1.1415 (3) | 0.4927 (3) | 0.0728 (10) | |
H28A | 0.9423 | 1.1788 | 0.4402 | 0.109* | |
H28B | 1.0003 | 1.0970 | 0.4767 | 0.109* | |
H28C | 1.0237 | 1.1954 | 0.5634 | 0.109* | |
O3 | 0.3649 (3) | 0.7905 (3) | 0.0113 (3) | 0.1100 (11) | |
O4 | 0.3535 (2) | 0.6528 (2) | −0.0970 (2) | 0.0831 (8) | |
H4B | 0.2712 | 0.6332 | −0.1361 | 0.125* | |
C29 | 0.4130 (4) | 0.7343 (3) | −0.0073 (4) | 0.0706 (10) | |
C30 | 0.5475 (3) | 0.7524 (3) | 0.0702 (3) | 0.0576 (8) | |
C31 | 0.6275 (4) | 0.8414 (3) | 0.1670 (3) | 0.0736 (11) | |
H31A | 0.5955 | 0.8875 | 0.1853 | 0.088* | |
C32 | 0.7526 (4) | 0.8601 (3) | 0.2344 (3) | 0.0815 (12) | |
H32A | 0.8061 | 0.9199 | 0.2982 | 0.098* | |
C33 | 0.8006 (4) | 0.7927 (3) | 0.2098 (3) | 0.0713 (10) | |
H33A | 0.8862 | 0.8071 | 0.2572 | 0.086* | |
C34 | 0.7241 (3) | 0.7031 (3) | 0.1155 (3) | 0.0550 (8) | |
C35 | 0.5977 (3) | 0.6843 (2) | 0.0478 (2) | 0.0514 (7) | |
H35A | 0.5443 | 0.6235 | −0.0152 | 0.062* | |
C36 | 0.7767 (4) | 0.6290 (3) | 0.0881 (4) | 0.0773 (11) | |
H36A | 0.7102 | 0.5718 | 0.0201 | 0.116* | |
H36B | 0.8021 | 0.5958 | 0.1435 | 0.116* | |
H36C | 0.8516 | 0.6719 | 0.0832 | 0.116* | |
O5 | 1.1125 (3) | 0.5888 (3) | 0.7941 (3) | 0.1124 (12) | |
O6 | 1.0556 (3) | 0.4608 (3) | 0.6469 (3) | 0.1140 (12) | |
C37 | 1.0410 (4) | 0.4929 (4) | 0.7220 (5) | 0.0855 (13) | |
C38 | 0.9301 (3) | 0.4148 (3) | 0.7315 (3) | 0.0568 (8) | |
C39 | 0.8539 (3) | 0.3053 (3) | 0.6656 (3) | 0.0617 (8) | |
H39A | 0.8716 | 0.2778 | 0.6150 | 0.074* | |
C40 | 0.7520 (4) | 0.2372 (3) | 0.6752 (3) | 0.0690 (10) | |
H40A | 0.7012 | 0.1632 | 0.6316 | 0.083* | |
C41 | 0.7246 (4) | 0.2779 (3) | 0.7488 (3) | 0.0718 (10) | |
H41A | 0.6541 | 0.2309 | 0.7533 | 0.086* | |
C42 | 0.7983 (4) | 0.3861 (3) | 0.8160 (3) | 0.0667 (9) | |
C43 | 0.9022 (3) | 0.4527 (3) | 0.8068 (3) | 0.0635 (9) | |
H43A | 0.9554 | 0.5257 | 0.8529 | 0.076* | |
C44 | 0.7685 (6) | 0.4310 (5) | 0.8969 (4) | 0.1070 (16) | |
H44A | 0.8303 | 0.5079 | 0.9357 | 0.160* | |
H44B | 0.7749 | 0.3899 | 0.9467 | 0.160* | |
H44C | 0.6813 | 0.4239 | 0.8598 | 0.160* | |
O7 | 0.8097 (4) | 0.1827 (3) | 0.2299 (3) | 0.1370 (15) | |
H7B | 0.8163 | 0.2131 | 0.1827 | 0.206* | |
H7C | 0.7934 | 0.2216 | 0.2699 | 0.206* | |
O8 | 0.8568 (4) | 0.3458 (3) | 0.4133 (3) | 0.1142 (12) | |
H8B | 0.9155 | 0.3783 | 0.4825 | 0.171* | |
H8C | 0.8661 | 0.3990 | 0.3874 | 0.171* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.0613 (3) | 0.0425 (2) | 0.0479 (2) | 0.02161 (17) | 0.02557 (18) | 0.01111 (15) |
O1 | 0.0661 (15) | 0.0479 (12) | 0.0643 (14) | 0.0136 (12) | 0.0342 (12) | 0.0186 (11) |
O2 | 0.0690 (16) | 0.0485 (12) | 0.0554 (13) | 0.0205 (11) | 0.0217 (12) | 0.0158 (10) |
N1 | 0.078 (2) | 0.0464 (14) | 0.0648 (17) | 0.0330 (14) | 0.0386 (16) | 0.0174 (13) |
N2 | 0.0645 (17) | 0.0384 (13) | 0.0479 (14) | 0.0186 (12) | 0.0229 (13) | 0.0122 (11) |
N3 | 0.0627 (16) | 0.0497 (14) | 0.0472 (13) | 0.0248 (13) | 0.0316 (13) | 0.0166 (11) |
N4 | 0.0533 (15) | 0.0439 (13) | 0.0524 (14) | 0.0198 (12) | 0.0269 (13) | 0.0107 (11) |
C1 | 0.106 (3) | 0.081 (3) | 0.089 (3) | 0.060 (3) | 0.060 (3) | 0.034 (2) |
C2 | 0.153 (5) | 0.092 (3) | 0.133 (4) | 0.086 (4) | 0.103 (4) | 0.056 (3) |
C3 | 0.178 (5) | 0.074 (3) | 0.118 (4) | 0.074 (3) | 0.113 (4) | 0.041 (3) |
C4 | 0.137 (4) | 0.051 (2) | 0.072 (2) | 0.037 (2) | 0.069 (3) | 0.0191 (18) |
C5 | 0.088 (3) | 0.0359 (15) | 0.0550 (18) | 0.0198 (16) | 0.0435 (19) | 0.0173 (14) |
C6 | 0.071 (2) | 0.0349 (14) | 0.0487 (17) | 0.0105 (15) | 0.0272 (16) | 0.0142 (13) |
C7 | 0.086 (3) | 0.0500 (19) | 0.052 (2) | 0.005 (2) | 0.025 (2) | 0.0125 (16) |
C8 | 0.078 (3) | 0.072 (3) | 0.066 (2) | 0.011 (2) | 0.012 (2) | 0.026 (2) |
C9 | 0.072 (3) | 0.076 (3) | 0.084 (3) | 0.028 (2) | 0.022 (2) | 0.036 (2) |
C10 | 0.075 (2) | 0.058 (2) | 0.067 (2) | 0.0316 (19) | 0.029 (2) | 0.0239 (17) |
C11 | 0.083 (3) | 0.066 (2) | 0.062 (2) | 0.032 (2) | 0.050 (2) | 0.0216 (17) |
C12 | 0.088 (3) | 0.080 (3) | 0.083 (3) | 0.027 (2) | 0.061 (2) | 0.031 (2) |
C13 | 0.082 (3) | 0.063 (2) | 0.097 (3) | 0.015 (2) | 0.054 (3) | 0.030 (2) |
C14 | 0.067 (2) | 0.0495 (18) | 0.073 (2) | 0.0202 (17) | 0.0352 (19) | 0.0175 (16) |
C15 | 0.0498 (17) | 0.0398 (14) | 0.0431 (15) | 0.0169 (13) | 0.0195 (13) | 0.0116 (12) |
C16 | 0.0504 (17) | 0.0414 (15) | 0.0420 (15) | 0.0216 (13) | 0.0179 (13) | 0.0119 (12) |
C17 | 0.057 (2) | 0.0505 (17) | 0.0542 (18) | 0.0269 (16) | 0.0208 (16) | 0.0061 (14) |
C18 | 0.070 (2) | 0.075 (2) | 0.062 (2) | 0.045 (2) | 0.0319 (19) | 0.0127 (18) |
C19 | 0.069 (2) | 0.085 (3) | 0.076 (2) | 0.045 (2) | 0.046 (2) | 0.027 (2) |
C20 | 0.057 (2) | 0.0581 (19) | 0.075 (2) | 0.0238 (16) | 0.0384 (18) | 0.0188 (17) |
C21 | 0.063 (2) | 0.0371 (15) | 0.0520 (18) | 0.0202 (15) | 0.0238 (17) | 0.0058 (13) |
C22 | 0.0530 (18) | 0.0341 (14) | 0.0463 (15) | 0.0157 (13) | 0.0227 (14) | 0.0072 (12) |
C23 | 0.053 (2) | 0.0530 (18) | 0.065 (2) | 0.0177 (16) | 0.0259 (17) | 0.0215 (16) |
C24 | 0.057 (2) | 0.071 (2) | 0.071 (2) | 0.0272 (19) | 0.0223 (19) | 0.0286 (19) |
C25 | 0.073 (2) | 0.0572 (19) | 0.0578 (19) | 0.0283 (18) | 0.0309 (18) | 0.0243 (16) |
C26 | 0.059 (2) | 0.0432 (16) | 0.0530 (17) | 0.0185 (14) | 0.0315 (16) | 0.0100 (13) |
C27 | 0.0513 (18) | 0.0420 (15) | 0.0513 (17) | 0.0184 (14) | 0.0232 (15) | 0.0091 (13) |
C28 | 0.073 (2) | 0.069 (2) | 0.083 (3) | 0.027 (2) | 0.048 (2) | 0.031 (2) |
O3 | 0.090 (2) | 0.085 (2) | 0.167 (3) | 0.0562 (18) | 0.066 (2) | 0.026 (2) |
O4 | 0.0534 (15) | 0.0782 (18) | 0.093 (2) | 0.0271 (14) | 0.0242 (14) | 0.0129 (15) |
C29 | 0.067 (2) | 0.056 (2) | 0.105 (3) | 0.0312 (19) | 0.052 (2) | 0.032 (2) |
C30 | 0.062 (2) | 0.0472 (17) | 0.070 (2) | 0.0239 (16) | 0.0406 (18) | 0.0185 (15) |
C31 | 0.094 (3) | 0.054 (2) | 0.082 (3) | 0.031 (2) | 0.057 (2) | 0.0113 (18) |
C32 | 0.083 (3) | 0.070 (2) | 0.059 (2) | 0.019 (2) | 0.028 (2) | −0.0019 (18) |
C33 | 0.066 (2) | 0.072 (2) | 0.060 (2) | 0.023 (2) | 0.0261 (19) | 0.0182 (18) |
C34 | 0.059 (2) | 0.0522 (17) | 0.0575 (18) | 0.0235 (16) | 0.0329 (17) | 0.0241 (15) |
C35 | 0.061 (2) | 0.0431 (15) | 0.0523 (17) | 0.0208 (15) | 0.0327 (16) | 0.0149 (13) |
C36 | 0.077 (3) | 0.076 (2) | 0.099 (3) | 0.047 (2) | 0.049 (2) | 0.036 (2) |
O5 | 0.0525 (17) | 0.078 (2) | 0.153 (3) | 0.0089 (16) | 0.0260 (19) | 0.041 (2) |
O6 | 0.097 (2) | 0.139 (3) | 0.166 (4) | 0.066 (2) | 0.096 (3) | 0.086 (3) |
C37 | 0.047 (2) | 0.091 (3) | 0.120 (4) | 0.035 (2) | 0.035 (3) | 0.058 (3) |
C38 | 0.0471 (18) | 0.0550 (18) | 0.0617 (19) | 0.0245 (15) | 0.0203 (16) | 0.0236 (16) |
C39 | 0.065 (2) | 0.061 (2) | 0.062 (2) | 0.0334 (18) | 0.0318 (18) | 0.0166 (16) |
C40 | 0.063 (2) | 0.0486 (18) | 0.073 (2) | 0.0169 (17) | 0.0267 (19) | 0.0072 (17) |
C41 | 0.068 (2) | 0.067 (2) | 0.084 (3) | 0.026 (2) | 0.043 (2) | 0.033 (2) |
C42 | 0.078 (3) | 0.067 (2) | 0.062 (2) | 0.040 (2) | 0.0350 (19) | 0.0239 (17) |
C43 | 0.061 (2) | 0.0448 (17) | 0.0561 (19) | 0.0219 (16) | 0.0110 (17) | 0.0085 (15) |
C44 | 0.143 (5) | 0.122 (4) | 0.089 (3) | 0.075 (4) | 0.074 (3) | 0.034 (3) |
O7 | 0.205 (4) | 0.092 (2) | 0.115 (3) | 0.074 (3) | 0.075 (3) | 0.043 (2) |
O8 | 0.168 (3) | 0.098 (2) | 0.156 (3) | 0.074 (2) | 0.131 (3) | 0.057 (2) |
Zn1—N2 | 2.114 (3) | C22—C27 | 1.389 (4) |
Zn1—O1 | 2.118 (3) | C23—C24 | 1.379 (5) |
Zn1—N4 | 2.118 (2) | C23—H23A | 0.9300 |
Zn1—N1 | 2.129 (3) | C24—C25 | 1.377 (5) |
Zn1—N3 | 2.138 (3) | C24—H24A | 0.9300 |
Zn1—O2 | 2.308 (2) | C25—C26 | 1.377 (5) |
Zn1—C21 | 2.537 (3) | C25—H25A | 0.9300 |
O1—C21 | 1.267 (4) | C26—C27 | 1.394 (4) |
O2—C21 | 1.248 (4) | C26—C28 | 1.504 (5) |
N1—C1 | 1.332 (5) | C27—H27A | 0.9300 |
N1—C5 | 1.350 (4) | C28—H28A | 0.9600 |
N2—C10 | 1.335 (5) | C28—H28B | 0.9600 |
N2—C6 | 1.347 (4) | C28—H28C | 0.9600 |
N3—C11 | 1.342 (4) | O3—C29 | 1.207 (4) |
N3—C15 | 1.343 (4) | O4—C29 | 1.306 (5) |
N4—C20 | 1.339 (4) | O4—H4B | 0.8593 |
N4—C16 | 1.345 (4) | C29—C30 | 1.489 (5) |
C1—C2 | 1.368 (6) | C30—C35 | 1.380 (4) |
C1—H1A | 0.9300 | C30—C31 | 1.399 (5) |
C2—C3 | 1.367 (7) | C31—C32 | 1.363 (6) |
C2—H2A | 0.9300 | C31—H31A | 0.9300 |
C3—C4 | 1.365 (7) | C32—C33 | 1.360 (6) |
C3—H3A | 0.9300 | C32—H32A | 0.9300 |
C4—C5 | 1.377 (5) | C33—C34 | 1.383 (5) |
C4—H4A | 0.9300 | C33—H33A | 0.9300 |
C5—C6 | 1.479 (5) | C34—C35 | 1.376 (5) |
C6—C7 | 1.393 (5) | C34—C36 | 1.496 (5) |
C7—C8 | 1.370 (6) | C35—H35A | 0.9300 |
C7—H7A | 0.9300 | C36—H36A | 0.9600 |
C8—C9 | 1.370 (6) | C36—H36B | 0.9600 |
C8—H8A | 0.9300 | C36—H36C | 0.9600 |
C9—C10 | 1.377 (5) | O5—C37 | 1.278 (6) |
C9—H9A | 0.9300 | O6—C37 | 1.236 (6) |
C10—H10A | 0.9300 | C37—C38 | 1.505 (5) |
C11—C12 | 1.364 (5) | C38—C39 | 1.381 (5) |
C11—H11A | 0.9300 | C38—C43 | 1.382 (5) |
C12—C13 | 1.370 (6) | C39—C40 | 1.371 (5) |
C12—H12A | 0.9300 | C39—H39A | 0.9300 |
C13—C14 | 1.378 (5) | C40—C41 | 1.372 (5) |
C13—H13A | 0.9300 | C40—H40A | 0.9300 |
C14—C15 | 1.385 (4) | C41—C42 | 1.373 (5) |
C14—H14A | 0.9300 | C41—H41A | 0.9300 |
C15—C16 | 1.480 (4) | C42—C43 | 1.380 (5) |
C16—C17 | 1.385 (4) | C42—C44 | 1.505 (5) |
C17—C18 | 1.377 (5) | C43—H43A | 0.9300 |
C17—H17A | 0.9300 | C44—H44A | 0.9600 |
C18—C19 | 1.363 (5) | C44—H44B | 0.9600 |
C18—H18A | 0.9300 | C44—H44C | 0.9600 |
C19—C20 | 1.369 (5) | O7—H7B | 0.8596 |
C19—H19A | 0.9300 | O7—H7C | 0.8764 |
C20—H20A | 0.9300 | O8—H8B | 0.8787 |
C21—C22 | 1.499 (4) | O8—H8C | 0.8502 |
C22—C23 | 1.374 (5) | ||
N2—Zn1—O1 | 147.48 (10) | C20—C19—H19A | 120.5 |
N2—Zn1—N4 | 99.00 (11) | N4—C20—C19 | 122.5 (3) |
O1—Zn1—N4 | 95.44 (10) | N4—C20—H20A | 118.7 |
N2—Zn1—N1 | 77.29 (11) | C19—C20—H20A | 118.7 |
O1—Zn1—N1 | 91.68 (10) | O2—C21—O1 | 121.5 (3) |
N4—Zn1—N1 | 171.37 (10) | O2—C21—C22 | 119.7 (3) |
N2—Zn1—N3 | 108.16 (11) | O1—C21—C22 | 118.8 (3) |
O1—Zn1—N3 | 103.36 (10) | O2—C21—Zn1 | 65.07 (18) |
N4—Zn1—N3 | 77.35 (10) | O1—C21—Zn1 | 56.42 (17) |
N1—Zn1—N3 | 96.28 (11) | C22—C21—Zn1 | 175.2 (3) |
N2—Zn1—O2 | 91.52 (10) | C23—C22—C27 | 119.3 (3) |
O1—Zn1—O2 | 59.28 (9) | C23—C22—C21 | 120.3 (3) |
N4—Zn1—O2 | 90.36 (9) | C27—C22—C21 | 120.4 (3) |
N1—Zn1—O2 | 97.48 (10) | C22—C23—C24 | 120.3 (3) |
N3—Zn1—O2 | 158.07 (9) | C22—C23—H23A | 119.8 |
N2—Zn1—C21 | 119.80 (11) | C24—C23—H23A | 119.8 |
O1—Zn1—C21 | 29.91 (10) | C25—C24—C23 | 119.6 (3) |
N4—Zn1—C21 | 93.20 (10) | C25—C24—H24A | 120.2 |
N1—Zn1—C21 | 95.40 (10) | C23—C24—H24A | 120.2 |
N3—Zn1—C21 | 132.02 (11) | C26—C25—C24 | 121.8 (3) |
O2—Zn1—C21 | 29.38 (9) | C26—C25—H25A | 119.1 |
C21—O1—Zn1 | 93.7 (2) | C24—C25—H25A | 119.1 |
C21—O2—Zn1 | 85.5 (2) | C25—C26—C27 | 117.7 (3) |
C1—N1—C5 | 118.8 (3) | C25—C26—C28 | 121.2 (3) |
C1—N1—Zn1 | 125.4 (3) | C27—C26—C28 | 121.1 (3) |
C5—N1—Zn1 | 115.8 (2) | C22—C27—C26 | 121.2 (3) |
C10—N2—C6 | 118.9 (3) | C22—C27—H27A | 119.4 |
C10—N2—Zn1 | 125.7 (2) | C26—C27—H27A | 119.4 |
C6—N2—Zn1 | 115.4 (2) | C26—C28—H28A | 109.5 |
C11—N3—C15 | 118.3 (3) | C26—C28—H28B | 109.5 |
C11—N3—Zn1 | 126.8 (2) | H28A—C28—H28B | 109.5 |
C15—N3—Zn1 | 114.8 (2) | C26—C28—H28C | 109.5 |
C20—N4—C16 | 118.7 (3) | H28A—C28—H28C | 109.5 |
C20—N4—Zn1 | 125.3 (2) | H28B—C28—H28C | 109.5 |
C16—N4—Zn1 | 115.5 (2) | C29—O4—H4B | 113.6 |
N1—C1—C2 | 122.9 (5) | O3—C29—O4 | 123.7 (4) |
N1—C1—H1A | 118.6 | O3—C29—C30 | 122.9 (4) |
C2—C1—H1A | 118.6 | O4—C29—C30 | 113.3 (3) |
C3—C2—C1 | 118.3 (5) | C35—C30—C31 | 118.3 (3) |
C3—C2—H2A | 120.8 | C35—C30—C29 | 121.4 (3) |
C1—C2—H2A | 120.8 | C31—C30—C29 | 120.4 (3) |
C4—C3—C2 | 119.7 (4) | C32—C31—C30 | 119.5 (3) |
C4—C3—H3A | 120.2 | C32—C31—H31A | 120.2 |
C2—C3—H3A | 120.2 | C30—C31—H31A | 120.2 |
C3—C4—C5 | 119.8 (4) | C33—C32—C31 | 121.1 (3) |
C3—C4—H4A | 120.1 | C33—C32—H32A | 119.5 |
C5—C4—H4A | 120.1 | C31—C32—H32A | 119.5 |
N1—C5—C4 | 120.6 (4) | C32—C33—C34 | 121.1 (4) |
N1—C5—C6 | 114.8 (3) | C32—C33—H33A | 119.4 |
C4—C5—C6 | 124.7 (4) | C34—C33—H33A | 119.4 |
N2—C6—C7 | 120.8 (4) | C35—C34—C33 | 117.6 (3) |
N2—C6—C5 | 116.7 (3) | C35—C34—C36 | 121.1 (3) |
C7—C6—C5 | 122.6 (3) | C33—C34—C36 | 121.2 (3) |
C8—C7—C6 | 119.1 (4) | C34—C35—C30 | 122.3 (3) |
C8—C7—H7A | 120.5 | C34—C35—H35A | 118.8 |
C6—C7—H7A | 120.5 | C30—C35—H35A | 118.8 |
C9—C8—C7 | 120.3 (4) | C34—C36—H36A | 109.5 |
C9—C8—H8A | 119.9 | C34—C36—H36B | 109.5 |
C7—C8—H8A | 119.9 | H36A—C36—H36B | 109.5 |
C8—C9—C10 | 117.9 (4) | C34—C36—H36C | 109.5 |
C8—C9—H9A | 121.1 | H36A—C36—H36C | 109.5 |
C10—C9—H9A | 121.1 | H36B—C36—H36C | 109.5 |
N2—C10—C9 | 123.1 (4) | O6—C37—O5 | 125.6 (4) |
N2—C10—H10A | 118.4 | O6—C37—C38 | 118.8 (4) |
C9—C10—H10A | 118.4 | O5—C37—C38 | 115.6 (5) |
N3—C11—C12 | 123.3 (3) | C39—C38—C43 | 118.8 (3) |
N3—C11—H11A | 118.4 | C39—C38—C37 | 121.4 (4) |
C12—C11—H11A | 118.4 | C43—C38—C37 | 119.8 (4) |
C11—C12—C13 | 118.3 (4) | C40—C39—C38 | 119.6 (3) |
C11—C12—H12A | 120.8 | C40—C39—H39A | 120.2 |
C13—C12—H12A | 120.8 | C38—C39—H39A | 120.2 |
C12—C13—C14 | 119.8 (4) | C39—C40—C41 | 120.3 (3) |
C12—C13—H13A | 120.1 | C39—C40—H40A | 119.9 |
C14—C13—H13A | 120.1 | C41—C40—H40A | 119.9 |
C13—C14—C15 | 118.8 (3) | C40—C41—C42 | 121.8 (4) |
C13—C14—H14A | 120.6 | C40—C41—H41A | 119.1 |
C15—C14—H14A | 120.6 | C42—C41—H41A | 119.1 |
N3—C15—C14 | 121.4 (3) | C41—C42—C43 | 117.0 (3) |
N3—C15—C16 | 116.2 (3) | C41—C42—C44 | 122.0 (4) |
C14—C15—C16 | 122.4 (3) | C43—C42—C44 | 121.0 (4) |
N4—C16—C17 | 121.2 (3) | C42—C43—C38 | 122.4 (3) |
N4—C16—C15 | 115.8 (2) | C42—C43—H43A | 118.8 |
C17—C16—C15 | 123.0 (3) | C38—C43—H43A | 118.8 |
C18—C17—C16 | 119.0 (3) | C42—C44—H44A | 109.5 |
C18—C17—H17A | 120.5 | C42—C44—H44B | 109.5 |
C16—C17—H17A | 120.5 | H44A—C44—H44B | 109.5 |
C19—C18—C17 | 119.5 (3) | C42—C44—H44C | 109.5 |
C19—C18—H18A | 120.3 | H44A—C44—H44C | 109.5 |
C17—C18—H18A | 120.3 | H44B—C44—H44C | 109.5 |
C18—C19—C20 | 119.0 (3) | H7B—O7—H7C | 109.1 |
C18—C19—H19A | 120.5 | H8B—O8—H8C | 103.7 |
N2—Zn1—N1—C1 | −179.7 (3) | C11—N3—C15—C14 | −1.4 (5) |
O1—Zn1—N1—C1 | 31.2 (3) | Zn1—N3—C15—C14 | 177.7 (3) |
N3—Zn1—N1—C1 | −72.5 (3) | C11—N3—C15—C16 | 178.4 (3) |
O2—Zn1—N1—C1 | 90.4 (3) | Zn1—N3—C15—C16 | −2.4 (3) |
N2—Zn1—N1—C5 | 1.4 (2) | C13—C14—C15—N3 | 0.8 (5) |
O1—Zn1—N1—C5 | −147.7 (2) | C13—C14—C15—C16 | −179.1 (3) |
N3—Zn1—N1—C5 | 108.7 (2) | C20—N4—C16—C17 | −1.3 (5) |
O2—Zn1—N1—C5 | −88.4 (2) | Zn1—N4—C16—C17 | 171.1 (2) |
N4—Zn1—N2—C10 | 9.3 (3) | C20—N4—C16—C15 | −179.4 (3) |
O1—Zn1—N2—C10 | −105.9 (3) | Zn1—N4—C16—C15 | −7.0 (3) |
N1—Zn1—N2—C10 | −178.6 (3) | N3—C15—C16—N4 | 6.3 (4) |
N3—Zn1—N2—C10 | 88.9 (3) | C14—C15—C16—N4 | −173.8 (3) |
O2—Zn1—N2—C10 | −81.3 (3) | N3—C15—C16—C17 | −171.8 (3) |
N4—Zn1—N2—C6 | −173.7 (2) | C14—C15—C16—C17 | 8.1 (5) |
O1—Zn1—N2—C6 | 71.0 (3) | N4—C16—C17—C18 | 0.9 (5) |
N1—Zn1—N2—C6 | −1.7 (2) | C15—C16—C17—C18 | 178.9 (3) |
N3—Zn1—N2—C6 | −94.2 (2) | C16—C17—C18—C19 | −0.1 (5) |
O2—Zn1—N2—C6 | 95.7 (2) | C17—C18—C19—C20 | −0.2 (6) |
N2—Zn1—N3—C11 | 82.7 (3) | C16—N4—C20—C19 | 1.0 (5) |
N4—Zn1—N3—C11 | 178.1 (3) | Zn1—N4—C20—C19 | −170.6 (3) |
O1—Zn1—N3—C11 | −89.2 (3) | C18—C19—C20—N4 | −0.3 (6) |
N1—Zn1—N3—C11 | 4.0 (3) | Zn1—O2—C21—O1 | 0.4 (3) |
O2—Zn1—N3—C11 | −124.5 (3) | Zn1—O2—C21—C22 | −179.8 (2) |
N2—Zn1—N3—C15 | −96.4 (2) | Zn1—O1—C21—O2 | −0.4 (3) |
N4—Zn1—N3—C15 | −0.9 (2) | Zn1—O1—C21—C22 | 179.8 (2) |
O1—Zn1—N3—C15 | 91.8 (2) | O2—C21—C22—C23 | −170.3 (3) |
N1—Zn1—N3—C15 | −175.0 (2) | O1—C21—C22—C23 | 9.6 (4) |
O2—Zn1—N3—C15 | 56.4 (4) | O2—C21—C22—C27 | 10.0 (4) |
N2—Zn1—N4—C20 | −77.0 (3) | O1—C21—C22—C27 | −170.2 (3) |
O1—Zn1—N4—C20 | 73.7 (3) | C27—C22—C23—C24 | −1.1 (5) |
N3—Zn1—N4—C20 | 176.2 (3) | C21—C22—C23—C24 | 179.1 (3) |
O2—Zn1—N4—C20 | 14.6 (3) | C22—C23—C24—C25 | 1.0 (5) |
N2—Zn1—N4—C16 | 111.1 (2) | C23—C24—C25—C26 | 0.1 (6) |
O1—Zn1—N4—C16 | −98.1 (2) | C24—C25—C26—C27 | −1.0 (5) |
N3—Zn1—N4—C16 | 4.4 (2) | C24—C25—C26—C28 | 179.8 (3) |
O2—Zn1—N4—C16 | −157.3 (2) | C23—C22—C27—C26 | 0.2 (4) |
C5—N1—C1—C2 | 0.0 (6) | C21—C22—C27—C26 | 180.0 (3) |
Zn1—N1—C1—C2 | −178.9 (3) | C25—C26—C27—C22 | 0.8 (4) |
N1—C1—C2—C3 | 0.7 (7) | C28—C26—C27—C22 | −179.9 (3) |
C1—C2—C3—C4 | 0.1 (7) | O3—C29—C30—C35 | 177.8 (4) |
C2—C3—C4—C5 | −1.4 (7) | O4—C29—C30—C35 | −2.7 (5) |
C1—N1—C5—C4 | −1.3 (5) | O3—C29—C30—C31 | −3.8 (6) |
Zn1—N1—C5—C4 | 177.6 (2) | O4—C29—C30—C31 | 175.7 (3) |
C1—N1—C5—C6 | −179.9 (3) | C35—C30—C31—C32 | 1.8 (5) |
Zn1—N1—C5—C6 | −1.0 (3) | C29—C30—C31—C32 | −176.6 (4) |
C3—C4—C5—N1 | 2.1 (5) | C30—C31—C32—C33 | −0.9 (6) |
C3—C4—C5—C6 | −179.5 (4) | C31—C32—C33—C34 | 0.2 (6) |
C10—N2—C6—C7 | −0.6 (5) | C32—C33—C34—C35 | −0.4 (5) |
Zn1—N2—C6—C7 | −177.8 (2) | C32—C33—C34—C36 | 179.9 (4) |
C10—N2—C6—C5 | 178.8 (3) | C33—C34—C35—C30 | 1.4 (5) |
Zn1—N2—C6—C5 | 1.7 (3) | C36—C34—C35—C30 | −178.9 (3) |
N1—C5—C6—N2 | −0.5 (4) | C31—C30—C35—C34 | −2.1 (5) |
C4—C5—C6—N2 | −179.0 (3) | C29—C30—C35—C34 | 176.3 (3) |
N1—C5—C6—C7 | 179.0 (3) | O6—C37—C38—C39 | 7.0 (6) |
C4—C5—C6—C7 | 0.5 (5) | O5—C37—C38—C39 | −173.4 (3) |
N2—C6—C7—C8 | −0.3 (5) | O6—C37—C38—C43 | −172.4 (4) |
C5—C6—C7—C8 | −179.8 (3) | O5—C37—C38—C43 | 7.2 (5) |
C6—C7—C8—C9 | 0.6 (6) | C43—C38—C39—C40 | 0.8 (5) |
C7—C8—C9—C10 | 0.1 (6) | C37—C38—C39—C40 | −178.7 (3) |
C6—N2—C10—C9 | 1.4 (5) | C38—C39—C40—C41 | 0.9 (6) |
Zn1—N2—C10—C9 | 178.2 (3) | C39—C40—C41—C42 | −1.1 (6) |
C8—C9—C10—N2 | −1.1 (6) | C40—C41—C42—C43 | −0.3 (6) |
C15—N3—C11—C12 | 0.7 (5) | C40—C41—C42—C44 | −180.0 (4) |
Zn1—N3—C11—C12 | −178.3 (3) | C41—C42—C43—C38 | 1.9 (5) |
N3—C11—C12—C13 | 0.6 (6) | C44—C42—C43—C38 | −178.3 (4) |
C11—C12—C13—C14 | −1.3 (7) | C39—C38—C43—C42 | −2.2 (5) |
C12—C13—C14—C15 | 0.6 (6) | C37—C38—C43—C42 | 177.2 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4B···O5i | 0.86 | 1.63 | 2.492 (5) | 175 |
O7—H7B···O5ii | 0.86 | 2.45 | 3.028 (6) | 125 |
O7—H7C···O8 | 0.88 | 2.14 | 2.938 (6) | 151 |
O8—H8B···O6 | 0.88 | 2.10 | 2.973 (5) | 178 |
O8—H8C···O6ii | 0.85 | 2.05 | 2.871 (6) | 163 |
C7—H7A···O2iii | 0.93 | 2.45 | 3.234 (5) | 142 |
C17—H17A···O1iv | 0.93 | 2.44 | 3.297 (5) | 152 |
C18—H18A···O8 | 0.93 | 2.47 | 3.280 (7) | 146 |
Symmetry codes: (i) x−1, y, z−1; (ii) −x+2, −y+1, −z+1; (iii) −x+2, −y+2, −z+2; (iv) −x+1, −y+1, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Zn(C8H7O2)(C10H8N2)2](C8H7O2)·C8H8O2·2H2O |
Mr | 820.21 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 12.690 (3), 13.632 (3), 14.493 (3) |
α, β, γ (°) | 96.87 (3), 115.47 (3), 110.96 (3) |
V (Å3) | 1999.4 (13) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.67 |
Crystal size (mm) | 0.39 × 0.34 × 0.32 |
Data collection | |
Diffractometer | Rigaku R-AXIS RAPID diffractometer |
Absorption correction | Multi-scan (ABSCOR; Higashi, 1995) |
Tmin, Tmax | 0.769, 0.806 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 19803, 9165, 5744 |
Rint | 0.028 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.041, 0.147, 1.14 |
No. of reflections | 9077 |
No. of parameters | 514 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.77, −0.86 |
Computer programs: RAPID-AUTO (Rigaku, 1998), CrystalStructure (Rigaku/MSC, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEPII (Johnson, 1976).
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4B···O5i | 0.860 | 1.634 | 2.492 (5) | 175 |
O7—H7B···O5ii | 0.859 | 2.450 | 3.028 (6) | 125 |
O7—H7C···O8 | 0.877 | 2.140 | 2.938 (6) | 151 |
O8—H8B···O6 | 0.879 | 2.095 | 2.973 (5) | 178 |
O8—H8C···O6ii | 0.850 | 2.045 | 2.871 (6) | 163 |
C7—H7A···O2iii | 0.930 | 2.450 | 3.234 (5) | 142 |
C17—H17A···O1iv | 0.930 | 2.440 | 3.297 (5) | 152 |
C18—H18A···O8 | 0.930 | 2.470 | 3.280 (7) | 146 |
Symmetry codes: (i) x−1, y, z−1; (ii) −x+2, −y+1, −z+1; (iii) −x+2, −y+2, −z+2; (iv) −x+1, −y+1, −z+1. |
Acknowledgements
Sincere thanks are extended to the K. C. Wong Magna Fund in Ningbo University.
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This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
In recent years, the design and synthesis of metal-organic frameworks (MOFs) have attracted considerable attention due to their intriguing topological structures (Chen et al., 2010) and potential applications in gas storage and separation, magnetism, luminescence, and catalysis (Bettencourt-Dias et al., 2006; Liu et al., 2006; Xu et al., 2010; Xu et al., 2011). Our interest in self-assemblies of Zn2+ ions and 2,2'-bipyridine (bipy) with 3-methylbenzoic acid (HL = m-CH3-C6H4COOH), led to the preparation of [Zn(C10H8N2)2(C8H7O2)](C8H7O2).(C8H8O2).2H2O.
The asymmetric unit contains a Zn2+ ion complexed by two 2,2'-bipydine ligands and one 3-methylbenzoate anion (L- = m-CH3-C6H4COO-) together with one uncoordinated L- anion, one uncoordinated HL molecule and two lattice water molecules. The Zn ion is coordinated by four nitrogen atoms (N1, N2, N3, N4) of two bipy ligands and two oxygen atoms (O1, O2) from one L- ligand in a tetragonally distorted octahedral geometry (Fig.1). The ligating atoms form a ZnN4O2 coordination environment with one carboxylate O2 atom, one pyridyl N3 atom in the axial positions and the other pyridyl N atoms and the other carboxylate O1 atom at the corners of the basal plane. The Cu-O and Cu-N bond lengths in the basal plane are in the range 2.114 (3) to 2.129 (3) Å and are slightly shorter than the axial Cu-O and Cu-N bond lengths (2.138 (3) and 2.308 (3) Å). Around the Zn2+ion the cisoid bond angles fall in the range 59.27 (9)-103.38 (10)°, and the transoid ones are 147.48 (10) and 171.36 (10)° thus exhibiting substantial deviations from 90° and 180° for an ideal octahedral geometry. The above observation indicates that the coordination geometry is a 4 + 1 + 1 type.
Two centrosymmetrically-related metal complexes molecules have bipy rings which are parallel with an interplanar distance of 3.470 (4) Å suggesting a slipped π···π stacking interaction. This together with weak, pairwise C17-H17A···O1 hydrogen bonds (Table 1) form dimeric units. Along the [111] direction the dimeric units are linked into one-dimensional supramolecular chains via pairwise C7-H7A···O2 hydrogen bonds (Table 1) and π···π stacking interactions with a distance of 3.455 (4) Å between the bipy rings which are not engaged in π···π stacking within the dimeric units (Fig.2). The uncoordinated L- anions, HL molecules and water molecules connect with each other via O–H···O hydrogen bonds to form chains between the metal complex chains and connect with the latter via C8–H18A···O8 contacts (Table 1). The resulting layers are further assembled into a three-dimensional supramolecular architecture through additional C–H···O interactions.