Abstract
C16H22O6N4Mn, triclinic,
The molecular structure is shown in the figure (All atoms are drawn with an arbitrary radius; A = −x, 1−y, 1−z). Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.
Data collection and handling.
| Crystal: | Colourless block |
| Size: | 0.11 × 0.10 × 0.08 mm |
| Wavelength: | Mo Kα radiation (0.71073 Å) |
| μ: | 0.78 mm−1 |
| Diffractometer, scan mode: | SuperNova, ω |
| θmax, completeness: | 25.0°, >99% |
| N(hkl)measured, N(hkl)unique, Rint: | 2860, 1575, 0.040 |
| Criterion for Iobs, N(hkl)gt: | Iobs > 2 σ(Iobs), 1379 |
| N(param)refined: | 131 |
| Programs: | Bruker [1], Olex2 [2], SHELX [3], Diamond [4] |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).
| Atom | x | y | z | Uiso*/Ueq |
|---|---|---|---|---|
| Mn1 | 0.000000 | 0.500000 | 0.500000 | 0.01335 (17) |
| O1 | 0.4112 (2) | 0.5829 (2) | 0.6870 (2) | 0.0178 (4) |
| O2 | 0.1380 (2) | 0.6283 (2) | 0.5891 (2) | 0.0161 (4) |
| O3 | 0.2053 (2) | 0.5222 (2) | 0.27178 (19) | 0.0200 (4) |
| H3 | 0.321480 | 0.503876 | 0.278002 | 0.030* |
| N1 | 0.1744 (3) | 0.0240 (3) | 0.6054 (3) | 0.0210 (5) |
| H1A | 0.228888 | −0.095224 | 0.617652 | 0.025* |
| H1B | 0.090 (4) | 0.102 (3) | 0.543 (3) | 0.022 (8)* |
| N2 | 0.2513 (3) | 0.2605 (2) | 0.6251 (2) | 0.0128 (4) |
| C1 | 0.3690 (3) | 0.3147 (3) | 0.6799 (3) | 0.0127 (5) |
| C2 | 0.5334 (4) | 0.1900 (3) | 0.7598 (3) | 0.0204 (6) |
| H2 | 0.612269 | 0.230854 | 0.794440 | 0.024* |
| C3 | 0.5802 (4) | −0.0002 (3) | 0.7883 (3) | 0.0261 (6) |
| H3A | 0.691190 | −0.088004 | 0.842659 | 0.031* |
| C4 | 0.4631 (4) | −0.0562 (3) | 0.7364 (3) | 0.0215 (6) |
| H4 | 0.493142 | −0.182559 | 0.755187 | 0.026* |
| C5 | 0.2963 (3) | 0.0772 (3) | 0.6542 (3) | 0.0145 (5) |
| C6 | 0.3035 (3) | 0.5244 (3) | 0.6486 (3) | 0.0126 (5) |
| C7 | 0.1831 (4) | 0.5395 (3) | 0.1066 (3) | 0.0244 (6) |
| H7A | 0.098184 | 0.477993 | 0.106609 | 0.029* |
| H7B | 0.314730 | 0.476136 | 0.051266 | 0.029* |
| C8 | 0.0925 (4) | 0.7376 (3) | 0.0150 (3) | 0.0285 (7) |
| H8A | 0.074476 | 0.741410 | −0.092428 | 0.043* |
| H8B | 0.180917 | 0.796806 | 0.007466 | 0.043* |
| H8C | −0.036081 | 0.802186 | 0.070867 | 0.043* |
Source of material
0.1381 g 2–Amino-6-pyridinecarboxylic acid (1.0 mmol) and 0.0675 g 2,5-pyridinedicarbaldehyde (0.5 mmol) were dissolved in a 10 mL water-ethanol solution (v:v = 1:1) at room temperature. After 10 min, 0.1225 g manganese acetate tetrahydrate (0.5 mmol) solid was added to the aforementioned solution. The mixture was stirred for 4 h at 75 °C and cooled to room temperature. The colorless crystals of the title compound were received from the filtrate in 20 days.
Experimental details
The hydrogen atoms were positioned geometrically (C–H = 0.93–0.97 Å, O–H = 0.82 Å and N–H = 0.83–0.86 Å). Their Uiso values were set to 1.2Ueq or 1.5Ueq of the parent atoms.
Comment
Many pyridine derivatives containing metal complexes exhibit abundant coordination structures and properties in luminescence, biological activity, catalysis and magnetics [5], [, 6]. Therefore, more and more attention has been paid to the study of substituted pyridine based metal complexes. Our group has also done research in this area [7], [, 8]. In our previous work, two new Mg(II) complexes, bis(ethanol-kO)-bis(6-aminopicolinato-k2N,O)magnesium(II) and diaqua-bis(6-aminopicolinato-k2N,O)magnesium(II), have been reported [9], [, 10]. In this work, we determined the structure of a new Mn(II) complex.
The Mn(II) title complex contains one Mn(II) ion, two 2-amino-6-pyridinecarboxylate ligands and two coordinanted ethanol molecules. The Mn(II) ion is coordinated with four O atoms (O2, O2A, O3 and O3A) and two N atoms (N2 and N2A) from two different 2-amino-6-pyridinecarboxylate ligands and two different coordinated ethanol molecules, which forms a six-coordinated distorted octahedral coordination environment. The bond lengths are 2.1411(15) Å (Mn–O2 and Mn–O2A), 2.2220(15) Å (Mn–O3 and Mn–O3A) and 2.2142(19) Å (Mn–N2 and Mn–N2A), respectively. These geometric parameters are consistent with those reported in the literature [9], [, 10]. The intramolecular hydrogen bonds (NH⃛O) play an important role in the formation of Mn(II) complex structure. The Mn(II) complexes form a one-dimensional chain structure due to the intermolecular OH⃛O hydrogen bonds.
Funding source: National Natural Science Foundation of China
Award Identifier / Grant number: 21171132
Funding source: Natural Science Foundation of Shandong
Award Identifier / Grant number: ZR2014BL003
Funding source: Shandong Province Higher Educational Science and Technology Program
Award Identifier / Grant number: J14LC01
Funding source: Science Foundation of Weifang
Author contribution: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
Research funding: National Natural Science Foundation of China (No. 21171132), the Natural Science Foundation of Shandong (ZR2014BL003), the project of Shandong Province Higher Educational Science and Technology Program (J14LC01) and Science Foundation of Weifang.
Conflict of interest statement: The authors declare no conflicts of interest regarding this article.
References
1. Bruker. SAINT and SADABS; Bruker AXS Inc.: Madison, Wisconsin, USA, 2000.Search in Google Scholar
2. Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K., Puschmann, H. OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Crystallogr. 2009, 42, 339–341; https://doi.org/10.1107/s0021889808042726.Search in Google Scholar
3. Sheldrick, G. M. Crystal structure refinement with SHELXL. Acta Crystallogr. 2015, C71, 3–8; https://doi.org/10.1107/s2053229614024218.Search in Google Scholar
4. Brandenburg, K. DIAMOND. Visual Crystal Structure Information System. Ver. 3.2; Crystal Impact: Bonn, Germany, 2012.Search in Google Scholar
5. Senior, L., Linden, A. Coordination polymers incorporating Bi(III) and 2,4,6-pyridine tricarboxylic acid and its derivatives: synthesis, structure and topology. Polyhedron 2020, 184. 114564; https://doi.org/10.1016/j.poly.2020.114564.Search in Google Scholar
6. Dubois, R.-J., Christopher, P., Rademeyer, M., Turnbull, M.-M. Pyridine-based complexes of copper(II) chloride and bromide: ligand conformation effects on crystal structure. synthesis, structure and magnetic behavior of Cu(2–Cl-3–X′py)2X2 [X, X′ = Cl, Br]. J. Coord. Chem. 2019, 72, 1785–1809; https://doi.org/10.1080/00958972.2019.1629429.Search in Google Scholar
7. Tai, X.-S., Wang, X., Li, P.-F. Synthesis, crystal structure and luminescent property of a Cd(II) coordination polymer with a N-nicotinoylglycine ligand. Crystals 2017, 7, 33; https://doi.org/10.3390/cryst7020033.Search in Google Scholar
8. Tai, X.-S., Guo, H.-M., Guo, Q.-Q. Synthesis, crystal structure and antitumor activity of a novel Zn(II) complex with 2-(nicotinoyloxy)acetic acid ligand. Chin. J. Struct. Chem. 2018, 37, 1052–1056.Search in Google Scholar
9. Tai, X.-S., Jiang, G.-Y., Yu, Y.-T., Yao, H., Wang, A.-J. Bis(ethanol-kO)-bis(6-aminopicolinato- k2N,O)manganese(II), C16H22O6N4Mg. Z. Kristallogr. NCS 2019, 234, 289–290.10.1515/ncrs-2018-0345Search in Google Scholar
10. Tai, X.-S., Zhou, X.-J., Liu, L.-L., Cao, S.-H., Wang, L.-H. The crystal structure of diaqua-bis(6-aminopicolinato- k2N,O)manganese(II), C12H14O6N4Mg. Z. Kristallogr. NCS 2020, 235, 605–606.10.1515/ncrs-2019-0845Search in Google Scholar
© 2021 Tai Xi-Shi et al., published by De Gruyter, Berlin/Boston
This work is licensed under the Creative Commons Attribution 4.0 International License.
