Startseite Crystal structure of cis-bis(2,2′-bipyridine-κ2N,N′)dibromidomanganese(II), C20H16Br2MnN4
Artikel Open Access

Crystal structure of cis-bis(2,2′-bipyridine-κ2N,N′)dibromidomanganese(II), C20H16Br2MnN4

  • Kwang Ha EMAIL logo
Veröffentlicht/Copyright: 29. Oktober 2016

Abstract

C20H16Br2MnN4, monoclinic, C2/c (no. 15), a = 16.6073(6) Å, b = 9.3708(4) Å, c = 14.9722(9) Å, β = 121.3010(19)°, V = 1990.89(17) Å3, Z = 4, Rgt(F) = 0.0414, wRref(F2) = 0.0867, T = 223(2) K.

CCDC no.:: 1509344

The crystal structure is shown in the figure. Tables 1 and 2 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters.

Table 1

Data collection and handling.

Crystal:Yellow block
Size:0.20 × 0.15 × 0.08 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:46.9 cm−1
Diffractometer, scan mode:PHOTON 100 CMOS, φ and ω
2θmax, completeness:56.6°, >99%
N(hkl)measured, N(hkl)unique, Rint:28505, 2482, 0.125
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 1527
N(param)refined:123
Programs:Bruker programs [5], SHELX [6], ORTEP-3 [7], PLATON [8]
Table 2

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).

AtomxyzUiso*/Ueq
Mn10.5000−0.06483(8)0.25000.0345(2)
Br10.56020(3)−0.24699(5)0.16559(3)0.05072(15)
N10.35983(19)−0.0205(3)0.0988(2)0.0361(7)
N20.57461(19)0.1191(3)0.2202(2)0.0391(7)
C10.3279(3)−0.0983(4)0.0121(3)0.0475(10)
H10.3704−0.15820.00650.057*
C20.2355(3)−0.0949(5)−0.0695(3)0.0540(11)
H20.2158−0.1506−0.12970.065*
C30.1730(3)−0.0085(5)−0.0611(3)0.0583(12)
H30.1093−0.0059−0.11480.070*
C40.2049(2)0.0740(5)0.0267(3)0.0474(10)
H40.16310.13410.03350.057*
C50.2993(2)0.0683(4)0.1055(3)0.0353(8)
C60.6606(2)0.1568(4)0.2994(3)0.0349(8)
C70.7061(3)0.2752(4)0.2915(3)0.0501(11)
H70.76650.29980.34700.060*
C80.6630(3)0.3568(5)0.2023(4)0.0611(12)
H80.69280.43910.19730.073*
C90.5763(3)0.3175(5)0.1207(4)0.0563(11)
H90.54580.37070.05840.068*
C100.5353(3)0.1977(5)0.1330(3)0.0499(10)
H100.47620.16930.07680.060*

Source of material

To a solution of MnBr2.4H2O (0.2904 g, 1.013 mmol) in EtOH (30 mL) was added 2,2′-bipyridine (bipy; 0.3199 g, 2.048 mmol) and stirred for 3 h at room temperature. The formed precipitate was separated by filtration, washed with acetone and dried at 50 °C, to give a yellow powder (0.4929 g). Crystals were obtained by slow evaporation from a 2-methoxyethanol solution at 60 °C.

Experimental details

Hydrogen atoms were positioned geometrically and allowed to ride on their parent atoms with d(C—H) = 0.94 Å and Uiso(H) = 1.2Ueq(C). The highest peak (0.84 e Å−3) and the deepest hole (−0.53 e Å−3) in the difference Fourier map are located 1.98 Å and 0.02 Å from the atoms H3 and Mn1, respectively.

Discussion

This contribution is part of my continuing interest in the structural chemistry of Mn(II)-bipy complexes [1; 2; 3]. The crystal structure of the related chlorido complex [MnCl2(bipy)2] has been determined previously [4]. The X-ray crystal structure of the title complex cis-[MnBr2(bipy)2] was previously reported in the monoclinic space group P21/c [1]. The structure presented herein is essentially the same as the published structure and represents a second monoclinic polymorph with the space group C2/c. The complex is disposed about a twofold rotation axis running in the [010] direction passing through the Mn atom: the asymmetric unit contains one half of the complex. The Mn(II) ion in the complex is six-coordinated in a considerably distorted octahedral environment defined by four N atoms of the two chelating bipy ligands and two mutually cis-positioned Br anionic ligands. The main contribution to the distortion is the tight chelating angle of N1—Mn1—N2i = 71.4(1)° (symmetry code i: 1 − x, y, 1/2 − z), which results in non-linear trans axes (< N1—Mn1—N1i = 159.1(2)° and < N2—Mn1—Br1i = 164.71(8)°. The dihedral angle between the least-squares planes of the two bipy ligands is 82.36(6)°. The pyridyl rings of the bipy ligand are slightly twisted between the rings, with a dihedral angle of 16.1(2)°. In the crystal structure, the complexes are stacked in columns along [010], and display numerous inter- and intramolecular π-π interactions between the pyridyl rings. The centroid-centroid distance between Cg1 (the centroid of ring N1—C5) and Cg1ii (symmetry code ii: 1/2 − x, − 1/2 − y, − z) is 4.470(2) Å, the ring planes are parallel and shifted by 3.116 Å. Intramolecular C—H⋯Br hydrogen bonds with d(C⋯Br) = 3.591(4) Å further stabilize the crystal structure.

Acknowledgements

This work was supported by Priority Research Centers Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (2009-0094055). The author thanks the KBSI, Seoul Center, for the X-ray data collection.

References

1 Hwang, I.-C.; Ha, K.: Crystal structure of bis(2,2′-bipyridine-N,N′)dibromomanganese(II), MnBr2(C10H8N2)2. Z. Kristallogr. – NCS 222 (2007) 209–210.10.1524/ncrs.2007.0086Suche in Google Scholar

2 Ha, K.: Crystal structure of bis(2,2′-bipyridine-N,N’)diiodomanganese(II), MnI2(C10H8N2)2. Z. Kristallogr. – NCS 226 (2011) 187–188.10.1524/ncrs.2011.0086Suche in Google Scholar

3 Ha, K.: A second monoclinic polymorph of bis(2,2′-bipyridine-κ2N,N’)diiodidomanganese(II). Acta Crystallogr. E67 (2011) m1351.10.1107/S1600536811036051Suche in Google Scholar PubMed PubMed Central

4 Lumme, P. O.; Lindell, E.: Structure of cis-Bis(2,2′-bipyridine-N,N’)dichloromanganese(II). Acta Crystallogr. C44 (1988) 463–465.10.1107/S0108270187011752Suche in Google Scholar

5 Bruker. APEX2, SAINT and SADABS. Brucker AXS Inc., Madison, Wisconsin, USA, 2009.Suche in Google Scholar

6 Sheldrick, G. M.: Crystal structure refinement with SHELXL. Acta Crystallogr. C71 (2015) 3–8.10.1107/S2053229614024218Suche in Google Scholar PubMed PubMed Central

7 Farrugia, L. J.: ORTEP-3 for Windows – a version of ORTEP-III with a Graphical User Interface (GUI). J. Appl. Crystallogr. 30 (1997) 565.10.1107/S0021889897003117Suche in Google Scholar

8 Spek, A. L.: Single-crystal structure validation with the program PLATON. J. Appl. Crystallogr. 36 (2003) 7–13.10.1107/S0021889802022112Suche in Google Scholar

Received: 2016-6-27
Accepted: 2016-10-11
Published Online: 2016-10-29
Published in Print: 2017-1-1

©2016 Kwang Ha, published by De Gruyter.

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Artikel in diesem Heft

  1. Cover and Frontmatter
  2. Editorial
  3. Twenty years of crystal structure publication and the road ahead
  4. Crystal Structures
  5. Crystal structure of poly-[triaqua-(μ4-5′-carboxy-[1,1′-biphenyl]-2,3,3′-tricarboxylate-κ6O1,O2:O3,O4:O5:O6)praseodymium(III), C16H13O11Pr
  6. Crystal structure of (R)-1-(2,3-dihydro-1H-pyrrolizin-5-yl)-2,3-dihydroxypropan-1-one, C10H13NO3
  7. Crystal structure of (E)-4-nitro-2-((2-phenoxyphenylimino)methyl)phenol, C19H14N2O4
  8. Crystal structure of 3,3′-di(furan-2-yl)-5,5′-bi-1,2,4-triazine
  9. Crystal structure of 11-(p-coumaroyloxy)-tremetone, C22H20O5
  10. The crystal structure of 1,3-bis(2,6-diiso-propylphenyl)imidazol-2-ylidene)-dibromido-(1-methyl-1H-imidazole-κ1N)palladium(II) – ethyl acetate – water (1/1/1), C31H42Br2N4Pd
  11. Crystal structure of 2-((3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)-1H-indene-1,3(2H)-dione, C28H19N5O2
  12. Crystal structure of 2-(5-(4-fluorophenyl)-3-p-tolyl-4,5-dihydro-1H-pyrazol-1-yl)-4-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)thiazole, C29H25FN6S
  13. Crystal structure of poly-[aqua-(μ7-benzene-1,3,5-tricarboxylato)-(μ3-1,2,4-triazol-1-ido)dicobalt(II)], C11H7Co2N3O7
  14. Crystal constructure of 16(S)-methyl-6α-carboxy-1, 15-dioxo-6, 7-seco-ent-kaur-2-en-7, 20-olide, C20H24O6
  15. Crystal structure of 1-(benzo[d]thiazol-2-yl)-3-phenylthiourea, C14H11N3S2
  16. Crystal structure of 3-(2-bromophenyl)-1,1-dimethylthiourea, C9H11BrN2S
  17. Crystal structure of 1-(adamantan-1-yl)-3-(3-chlorophenyl)thiourea, C17H21ClN2S
  18. Crystal structure of 3-(adamantan-1-yl)-1-(4-bromophenyl)urea, C17H21BrN2O
  19. Crystal structure of (Z)-Ethyl 2-cyano-2-(3-phenylthiazolidin-2-ylidene) acetate, C14H14N2O2S
  20. Crystal structure of methyl 2b-ethyl-1a,2a,2b,2b1,3,5,10,11-octahydro-1H-oxireno[2′,3′:6,7]indolizino[8,1-cd]carbazole-4-carboxylate, C21H24N2O3
  21. Crystal structure of 2-amino-5-oxo-4-(3,4,5-trimethoxy-phenyl)-4,5,6,7-tetrahydro-cyclopenta[b]pyran-3-carbonitrile, C18H18N2O5
  22. Crystal structure of 1,2,3-trimethyl-2,3-dihydro-1H-perimidine, C14H16N2
  23. Crystal structure of bis(2,6-dihydroxymethyl)pyridine-κ3N,O,O′)-bis(μ2-6-chloropyridin-2-olato-κ3N,O:O)-bis(6-chloropyridin-2-olato-κO)-bis(nitrato-κ2O,O′)digadolinium(III), C34H30Cl4Gd2N8O14
  24. Crystal structure of 8-isopropyl-8-aza-bicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate, C19H27NO3
  25. Crystal structure of 1-methyl-3-[((naphthalen-2-ylsulfonyl)oxy)imino]indolin-2-one, C19H14N2O4S
  26. Crystal structure (7,8-bis(diisopropylphosphino)-7,8-dicarba-nido-undecaborane-κ2P,P′)-(benzoato-κ2O,O′)nickel(II), C21H42B9NiO2P2
  27. Crystal structure of methyl-2-methyl-4-(2-oxo-2-phenylethyl)-5-phenyl-1H-pyrrole-3-carboxylate, C21H19NO3
  28. Crystal structure of 2-[(2-oxo-thiazolidine-3-carbonyl)sulfamoyl]-methy-benzoic acid methyl ester, C13H14N2O6S2
  29. Crystal structure of N′-(2-phenylacetyl)thiophene-2-carbohydrazide monohydrate, C13H14N2O3S
  30. Crystal structure of 1,1′-(hexane-1,6-diyl)bis(3-methyl-1H-imidazol-3-ium) bis(hexafluoro phosphate), C14H24F12N4P2
  31. Crystal structure of di-μ-chlorido-bis[1,2-bis(dicyclohexylphosphino)-1,2-dicarba-closo-dodecaborane-κ2P,P′]zinc(II), C52H108B20Cl2P4Zn2
  32. Crystal structure of dibromido-bis[μ-1-[(2-methyl-1H-benzoimidazol-1-yl)methyl]-1H-benzotriazole-κN]mercury(II), C30H26Br2HgN10
  33. Crystal structure of bis(μ-nitrato-κ2O:O)-bis[1,2-bis(diphenylphosphino)-1,2-dicarba-closo-dodecaborane-κ2P,P′]disilver(I) dicloromethane monosolvate, C54H64B20Cl4O6P4Ag2
  34. Crystal structure of dinuclear dichloridobis(dimethylformamide-kO)bis[μ2-3-(2-oxyphenyl)-5-(pyrazin-2-yl)-1,2,4-triazol-1ido-κ4-O,N:N′,N′′(2)]diiron(III) dimethylformamide (1/1), C36H42Cl2Fe2N14O6
  35. Crystal structure of diaqua-dinitrato-κO-bis(4-(1H-pyrazol-3-yl)pyridine-κN)manganese(II), C16H18MnN8O8
  36. Crystal structure of (Z)-6-methoxy-2-(2,2,2-trifluoro-1-hydroxyethylidene)-2,3-dihydro-1H-inden-1-one, C12H6F6O3
  37. Crystal Structure of 4-(2-chloroacetamido)pyridinium chloride monohydrate, C7H10Cl2N2O2
  38. Crystal structure of 2-amino-4-(4-chloro-phenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H13ClN2O2
  39. Crystal structure of (E)-1-(2-(thiophen-2-ylmethylene)hydrazinyl)phthalazine hydrochloride–ethanol (1/1), C15H17ClN4OS
  40. Crystal structure of N,N-diethyl-5-bromo-3,4-dihydro-2,4-dioxopyrimidine-1(2H)-carboxamide, C9H12BrN3O3
  41. Crystal structure of 3-(2-(4-chlorophenyl)-3-hydroxy-3,3-diphenylpropyl)-1,1-dimethylurea, C24H25ClN2O2
  42. Crystal structure of 3-(4-chlorophenyl)-1,1-dimethylthiourea, C9H11ClN2S
  43. Crystal structure of 2-amino-4-(4-bromo-phenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carbonitrile, C16H11BrN2O3
  44. Crystal structure of 4-(3,4-dimethyl-phenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester, C21H25NO3
  45. Crystal structure of (E)-2-({4-hydroxy-5-methoxy-3-[(4-methyl-1-piperazinyl)methyl]phenyl} methylidene)-1-indanone, C23H26N2O3
  46. Crystal structure of tripropylammonium 2′-carboxy-[1,1′-biphenyl]-2-carboxylate – [1,1′-biphenyl]-2,2′-dicarboxylic acid (2/1), C60H72N2O12
  47. Crystal structure of catena-poly-{aqua-[μ2-1,2-bis((1H-imidazol-1-yl)methyl)benzene-κ2N:N′]-[μ2-4,4′-(dimethylsilanediyl)dibenzato-κ3O,O′:O′]nickel(II)}, C30H30N4NiO5Si
  48. The crystal structure of 1-(4-bromophenyl)-2-(4-(4-fluorophenyl)piperazin-1-yl)ethanol, C18H20BrFN2O1
  49. Crystal structure of trimethylammonium 4-((4-carboxyphenyl)sulfonyl)benzoate, C17H19NO6S
  50. Crystal structure of syn-2,4-di-o-tolylpentane-2,4-diol, C19H24O2
  51. Crystal structure of 2-[3,5-bis(trifluoromethyl)benzylsulfanyl]-5-(5-bromothiophen-2-yl)-1,3,4-oxadiazole, C15H7BrF6N2OS2
  52. Crystal structure of (E)-3-((naphthalen-1-ylimino)methyl)-4-nitrophenol, C17H12N2O3
  53. Crystal structure of 2-dichloromethyl-2-p-nitrophenyl-1,3-dioxolane, C10H9Cl2NO4
  54. Crystal structure of (1,4,8,11-tetraazacyclotetradecane)palladium(II) tetracyanopalladate(II), C14H24N8Pd2
  55. Crystal structure of 2-(4-oxo-2-thioxothiazolidin-3-yl)acetic acid monohydrate, C5H7NO4S2
  56. Crystal structure of a P4-bridged (η5-pentamethyl-cyclopentadienyl)(η5-adamantylcyclopentadienyl) titanium(III)complex, C50H66P4Ti2
  57. Crystal structure of cis-bis(2,2′-bipyrimidine-κ2N,N′)bis(thiocyanato-κN)nickel(II), C18H12N10NiS2
  58. Crystal structure of cis-bis(2,2′-bipyridine-κ2N,N′)dibromidomanganese(II), C20H16Br2MnN4
  59. Crystal structure of cis-bis(2,2′-bipyridine-κ2N,N′)bis(thiocyanato-κN)nickel(II), C22H16N6NiS2
  60. Crystal structure of trans-dibromido(1,4,8,11-tetraazacyclotetradecane)nickel(II), C10H24Br2N4Ni
  61. Crystal structure of cis-tetrabromidobis(pyridine-κN)platinum(IV), C10H10Br4N2Pt
  62. Crystal structure of (E)-5-((4-chlorophenyl)diazenyl)-2-(5-(4-fluorophenyl)-3-(thiophen-2-yl)-4,5-dihydro-1H-pyrazol-1-yl)-4-methylthiazole, C23H17ClFN5S2
  63. The crystal structure of 3-((1R,2S)-1-methylpyrrolidin-1-ium-2-yl)pyridin-1-ium tetrachloridocobaltate(II) monohydrate, C10H18Cl4CoN2O
Heruntergeladen am 5.10.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2016-0203/html
Button zum nach oben scrollen