Home Crystal structure of catena-[aqua((4-carboxyphenyl)acetato-κO)(μ2-(4-carboxyphenyl)acetato-κ2O:O′)bis(4,4′-ethene-1,2-diyldipyridine-κN)manganese(II)], C42H36N4O9Mn
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Crystal structure of catena-[aqua((4-carboxyphenyl)acetato-κO)(μ2-(4-carboxyphenyl)acetato-κ2O:O′)bis(4,4′-ethene-1,2-diyldipyridine-κN)manganese(II)], C42H36N4O9Mn

  • Yin Wei-Dong and Li Gui-Lian EMAIL logo
Published/Copyright: March 17, 2016

Abstract

C42H36MnN4O9, monoclinic, P21/c (no. 14), a = 9.6432(10) Å, b = 8.8336(10) Å, c = 42.379(5) Å, β = 92.053(1)°, V = 3607.7(7) Å3, Z = 4, Rgt(F) = 0.0434, wRref(F2) = 0.0910, T = 296(2) K.

CCDC no.:: 1453347

The crystal structure is shown in the figure. Tables 13 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:Colourless, block, size 0.21×0.30×0.40 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:4.32 cm−1
Diffractometer, scan mode:CCD area detector, φ and ω scans
2θmax:51°
N(hkl)measured, N(hkl)unique:24535, 6701
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4566
N(param)refined:507
Programs:SHELX [18]
Table 2:

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

AtomSitexyzUiso
H(3)4e0.69850.28110.44860.097
H(7)4e0.11660.30730.05530.098
H(1W)4e0.22550.25560.25090.065
H(2W)4e0.35880.28420.24570.065
H(2A)4e0.8077−0.00910.27980.036
H(2B)4e0.83090.16630.27780.036
H(4)4e0.6227−0.08110.32390.047
H(5)4e0.5845−0.05340.37670.053
H(7A)4e0.82620.31390.37960.047
H(8)4e0.86340.28810.32660.042
H(11A)4e−0.18590.01810.21010.048
H(11B)4e−0.08940.15050.22190.048
H(13)4e−0.1505−0.09230.15710.052
H(14)4e−0.1020−0.04420.10570.056
H(16)4e0.10090.33110.13220.049
H(17)4e0.05310.28220.18400.047
H(19)4e0.28920.13790.18450.044
H(20)4e0.34760.16230.13320.048
H(22)4e0.6095−0.18380.14620.050
H(23)4e0.5478−0.19440.19760.046
H(24)4e0.5975−0.06490.09430.055
H(25)4e0.43160.18170.08710.059
H(27)4e0.41640.30300.03650.068
H(28)4e0.49370.3364−0.01340.074
H(29)4e0.76540.0199−0.00150.077
H(30)4e0.6972−0.02540.04880.074
H(31)4e0.12880.11210.29590.047
H(32)4e0.09840.13720.34840.048
H(34)4e0.3587−0.20870.36320.047
H(35)4e0.3830−0.22430.31020.044
H(36)4e0.2787−0.07480.40950.056
H(37)4e0.07810.13750.40000.058
H(39)4e0.01660.28910.44500.064
H(40)4e0.01620.32750.49850.068
H(41)4e0.2367−0.02970.51410.071
H(42)4e0.2465−0.07970.46160.067
Table 3:

Fractional atomic coordinate and displacement parameters (Å2).

AtomSitexyzU11U22U33U12U13U23
Mn(1)4e0.33401(4)−0.03616(4)0.246577(8)0.0254(2)0.0274(2)0.0263(2)0.0010(2)0.0016(2)0.0008(2)
N(1)4e0.4140(2)−0.0279(2)0.19649(5)0.031(1)0.041(1)0.030(1)−0.002(1)0.001(1)0.001(1)
N(2)4e0.6367(3)0.1819(3)−0.01236(6)0.070(2)0.064(2)0.032(2)−0.006(2)0.010(1)0.001(1)
N(3)4e0.2639(2)−0.0538(2)0.29749(5)0.031(1)0.035(1)0.031(1)0.001(1)0.004(1)0.002(1)
N(4)4e0.1272(3)0.1543(3)0.51175(6)0.056(2)0.060(2)0.038(2)0.000(1)0.007(1)−0.009(1)
O(1)4e0.6056(2)0.2279(2)0.25127(4)0.035(1)0.026(1)0.037(1)−0.0015(8)−0.0023(8)0.0038(8)
O(2)4e0.5499(2)−0.0073(2)0.26439(4)0.028(1)0.027(1)0.042(1)−0.0050(8)−0.0041(8)0.0024(8)
O(3)4e0.7272(2)0.2702(3)0.43075(5)0.080(2)0.079(2)0.035(1)−0.013(1)0.012(1)−0.015(1)
O(4)4e0.5909(3)0.0676(3)0.43107(5)0.106(2)0.090(2)0.041(1)−0.030(2)0.023(1)−0.002(1)
O(5)4e0.1323(2)−0.0311(2)0.22543(4)0.024(1)0.048(1)0.042(1)−0.0030(9)−0.0019(8)0.0038(9)
O(6)4e−0.0461(2)−0.1657(2)0.24093(5)0.039(1)0.041(1)0.082(2)−0.002(1)0.017(1)0.018(1)
O(7)4e0.1121(2)0.2931(3)0.07433(5)0.083(2)0.076(2)0.038(1)−0.021(1)0.008(1)0.008(1)
O(8)4e−0.0116(3)0.0944(3)0.05846(5)0.135(2)0.091(2)0.037(1)−0.040(2)−0.001(1)−0.001(1)
O(9W)4e0.3029(2)0.2116(2)0.24866(4)0.029(1)0.029(1)0.072(1)−0.0024(8)0.0067(9)0.0007(9)
C(1)4e0.6314(2)0.1046(3)0.26508(5)0.026(1)0.026(1)0.023(1)0.002(1)0.006(1)−0.004(1)
C(2)4e0.7667(2)0.0886(3)0.28424(5)0.026(1)0.032(2)0.032(2)−0.002(1)−0.000(1)−0.001(1)
C(3)4e0.7458(2)0.1021(3)0.31920(6)0.027(1)0.031(2)0.029(1)0.005(1)−0.001(1)0.003(1)
C(4)4e0.6632(3)−0.0006(3)0.33491(6)0.048(2)0.038(2)0.033(2)−0.009(1)0.001(1)−0.001(1)
C(5)4e0.6409(3)0.0157(3)0.36662(6)0.050(2)0.045(2)0.038(2)−0.010(2)0.005(1)0.005(1)
C(6)4e0.7011(3)0.1335(3)0.38382(6)0.036(2)0.043(2)0.028(2)0.001(1)−0.002(1)0.002(1)
C(7)4e0.7845(3)0.2345(3)0.36842(6)0.042(2)0.042(2)0.033(2)−0.002(1)−0.004(1)−0.005(1)
C(8)4e0.8068(3)0.2190(3)0.33656(6)0.033(2)0.040(2)0.033(2)−0.008(1)0.002(1)0.001(1)
C(9)4e0.6668(3)0.1525(4)0.41733(7)0.054(2)0.060(2)0.032(2)0.003(2)0.004(2)0.001(2)
C(10)4e0.0044(2)−0.0574(3)0.22683(6)0.025(1)0.034(2)0.028(1)0.001(1)0.003(1)−0.005(1)
C(11)4e−0.0917(3)0.0566(3)0.21007(6)0.034(2)0.051(2)0.036(2)0.010(1)0.006(1)0.005(1)
C(12)4e−0.0556(3)0.0901(3)0.17652(6)0.028(1)0.041(2)0.034(2)0.009(1)−0.002(1)0.003(1)
C(13)4e−0.0998(3)−0.0064(3)0.15229(6)0.045(2)0.041(2)0.044(2)−0.006(1)0.001(1)0.004(1)
C(14)4e−0.0704(3)0.0222(3)0.12140(6)0.058(2)0.046(2)0.037(2)−0.004(2)−0.004(1)−0.004(1)
C(15)4e0.0055(3)0.1480(3)0.11331(6)0.039(2)0.045(2)0.032(2)0.003(1)−0.001(1)0.005(1)
C(16)4e0.0504(3)0.2452(3)0.13718(6)0.039(2)0.043(2)0.042(2)−0.003(1)−0.000(1)0.006(1)
C(17)4e0.0209(3)0.2161(3)0.16831(6)0.036(2)0.045(2)0.037(2)0.001(1)−0.005(1)−0.004(1)
C(18)4e0.0341(3)0.1739(4)0.07940(7)0.057(2)0.055(2)0.041(2)−0.001(2)0.001(2)0.004(2)
C(19)4e0.3563(3)0.0736(3)0.17682(6)0.038(2)0.039(2)0.035(2)0.006(1)0.005(1)0.004(1)
C(20)4e0.3903(3)0.0885(3)0.14584(6)0.044(2)0.040(2)0.036(2)0.003(1)0.001(1)0.008(1)
C(21)4e0.4886(3)−0.0068(3)0.13343(6)0.037(2)0.043(2)0.030(2)−0.006(1)0.006(1)0.002(1)
C(22)4e0.5453(3)−0.1151(3)0.15354(6)0.034(2)0.049(2)0.042(2)0.008(1)0.008(1)0.003(1)
C(23)4e0.5069(3)−0.1215(3)0.18450(6)0.032(2)0.047(2)0.036(2)0.002(1)0.004(1)0.008(1)
C(24)4e0.5352(3)0.0075(3)0.10100(6)0.048(2)0.053(2)0.038(2)0.000(2)0.012(1)0.002(1)
C(25)4e0.4974(3)0.1126(4)0.08059(6)0.055(2)0.058(2)0.035(2)0.000(2)0.009(2)0.001(2)
C(26)4e0.5473(3)0.1329(3)0.04887(6)0.052(2)0.054(2)0.028(2)−0.008(2)0.002(1)0.003(1)
C(27)4e0.4879(3)0.2428(4)0.02937(7)0.063(2)0.069(2)0.040(2)0.007(2)0.008(2)0.007(2)
C(28)4e0.5354(4)0.2624(4)−0.00066(7)0.076(3)0.069(2)0.040(2)−0.001(2)0.005(2)0.014(2)
C(29)4e0.6936(4)0.0777(4)0.00631(8)0.074(2)0.069(2)0.052(2)0.011(2)0.022(2)0.006(2)
C(30)4e0.6532(3)0.0494(4)0.03667(7)0.076(2)0.069(2)0.040(2)0.011(2)0.018(2)0.017(2)
C(31)4e0.1780(3)0.0483(3)0.30973(6)0.042(2)0.040(2)0.037(2)0.010(1)0.006(1)0.008(1)
C(32)4e0.1589(3)0.0638(3)0.34132(6)0.046(2)0.042(2)0.033(2)0.011(1)0.010(1)−0.001(1)
C(33)4e0.2291(3)−0.0293(3)0.36293(6)0.039(2)0.039(2)0.030(2)−0.001(1)0.005(1)0.001(1)
C(34)4e0.3123(3)−0.1399(3)0.35001(6)0.040(2)0.042(2)0.035(2)0.006(1)−0.001(1)0.003(1)
C(35)4e0.3267(3)−0.1486(3)0.31803(6)0.037(2)0.038(2)0.035(2)0.010(1)0.004(1)−0.000(1)
C(36)4e0.2205(3)−0.0131(3)0.39718(6)0.049(2)0.056(2)0.035(2)0.007(2)−0.001(1)−0.001(1)
C(37)4e0.1393(3)0.0794(3)0.41237(6)0.058(2)0.053(2)0.034(2)0.009(2)0.000(1)−0.000(1)
C(38)4e0.1347(3)0.1009(3)0.44651(6)0.048(2)0.049(2)0.032(2)0.001(2)0.004(1)−0.005(1)
C(39)4e0.0639(3)0.2224(4)0.45848(7)0.065(2)0.056(2)0.039(2)0.011(2)0.007(2)0.002(2)
C(40)4e0.0638(3)0.2443(4)0.49097(7)0.066(2)0.057(2)0.048(2)0.008(2)0.015(2)−0.012(2)
C(41)4e0.1924(3)0.0365(4)0.49995(7)0.074(2)0.066(2)0.037(2)0.012(2)−0.001(2)0.002(2)
C(42)4e0.1990(3)0.0053(4)0.46829(7)0.070(2)0.060(2)0.037(2)0.017(2)0.005(2)−0.010(2)

Source of material

A mixture of Mn(OAc)2·4H2O (24.5 mg, 0.1 mmol), homoterephthalic acid (H2htpa, 37.6 mg, 0.2 mmol), 1,2-di(4-pyridyl)ethylene (bpe, 18.2 mg, 0.1 mmol) and H2O (7 mL) was placed in a 23 mL Teflon-lined autoclave at 393 K for 4 days, then cooled to room temperature. Colourless block crystals were obtained in ca. 72 % yield. Elemental analysis calcd. (%) for C42H36N4O9Mn: C, 63.40; H, 4.56; N, 6.90. Found: C, 63.35; H, 4.69; N, 6.87%.

Experimental details

The hydrogen atoms were idealized and refined using a riding model (AFIX 3, AFIX 23, AFIX 43 or AFIX 147 option of the SHELX program [18]).

Discussion

Metal-organic frameworks (MOFs) are functional materials in various areas such as gas adsorption, separation, heterogeneous catalysis, and photoluminescence [1, 2]. The aromatic benzenedicarboxylic acid and its derivatives (such as 1, n-benzenedicarboxylic acid, n = 2, 3, 4) are widely used in building blocks for the assembly of coordination polymers with interesting structures and properties [36]. In principle, the metal ligating functional groups in a flexible ligand can rotate around the single bond thus resulting in its versatile conformations. Quite recently, others [711] and we [1217] have obtained some MOFs with intriguing topologies assembled by semirigid benzene dicarboxylate ligands with the combination of rigid and flexible carboxylate groups. The 2-carboxymethylbenzoic acid and 4-carboxymethylbenzoic acid were widely used to synthesize a series of MOFs. In this article, we use 4-carboxymethylbenzoic acid (H2htpa) as a main ligand and 1,2-bi(4-pyridyl)ethylene (bpe) as a coligand to construct a new coordination polymer. The title structure is structurally related to another manganese coordination compound we described before [16]. The asymmetry unit contains one crystallographic Mn(II) ion, two monodeprotonated Hhtpa anions, two bpe molecules and one coordinated H2O molecule. The Mn(II) ion is six-coordinated with a distorted octahedral [MnN2O4] geometry, which is coordinated by three carboxylate O atoms from three Hhtpa dianions and one coordinated water O atom in the equatorial plane, leaving the axial positions occupied by two bpe N donors. The Mn—O bond distances are in the range of 2.1128(17) Å to 2.2111(17) Å, the Mn—N bond lengths are 2.286(2) Å and 2.289(2) Å, respectively. The rigid -COOH groups of two Hhtpa ligands remain uncoordinated, while the flexible -CH2COO- groups adopt a monodentate coordination mode and a bidentate-bridging mode, respectively. The adjacent Mn(II) centers are bridged by the flexible -CH2COO- group of Hhtpa anion resulting in a Mn-carboxylate chain propagating along the b direction with the intrachain Mn⋯Mn separation of 5.4566(7) Å with Hhtpa anions and bpe molecules as pendent arms. The adjacent metal-carboxylate chains are linked together to form a 2D layer along a direction by hydrogen bonding interactions between the coordinated water O(9W) atom and the carboxylate O atoms of Hhtpa anions (O(9W)—H(2W)⋯O(1): d = 2.921(2) Å; O(9W)—H(2W)⋯O(2): d = 2.923(2) Å; O(9W)—H(1W)⋯O(6): d = 2.753(2) Å). The adjacent layers are linked together and further extended along c direction by interlayer H-bond interactions between the carboxylate O atoms from the -COOH groups of Hhtpa anions and the N atoms of bpe molecules (O(7)—H(7)⋯N(4): d = 2.702(3) Å; O(3)—H(3)⋯N(2): d = 2.628(3) Å) to form its entire three-dimensional supramolecular network. There exists stronger intrachain and interchain face-to-face π−π interactions between the benzene rings of Hhtpa anions and pyridyl rings of bpe molecules (centroid distance: 3.6868(3) Å and 3.8339(3) Å). It is obvious that the hydrogen bonds and π−π interactions among the coordination polymers play important roles in the self-assembly and enhanced stability of the structure.


Corresponding author: Li Gui-Lian, College of Chemistry and Chemical Engineering, LuoYang Normal University, Luoyang, Henan 471022, P. R. China, e-mail:

Acknowledgements:

This work was supported by the Foundation of Science and Technology of Henan Province (grant no. 112102310638). The authors thank the responsible editor for supplying the figure.

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Received: 2015-12-27
Accepted: 2016-2-15
Published Online: 2016-3-17
Published in Print: 2016-6-1

©2016 Yin Wei-Dong et al., published by De Gruyter.

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

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  6. Redetermination of the crystal structure of 3-bromobenzoic acid, C7H5BrO2
  7. Crystal structure of bis(ethyltriphenylphos-phonium) tetrabromidocuprate(II), (C20H20P)2[CuBr4]
  8. Crystal structure of 2-(4-bromophenyl)-1,3-dimethyl-2,3-dihydro-1H-perimidine, C19H17BrN2
  9. Crystal structure of trans-diaqua-bis(3-(pyrazin-2-yl)-5-(pyridin-4-yl)1,2,4-triazol-1-ido-κ2N,N′)-cobalt(II),C22H18CoN12O2
  10. Crystal structure of hexaaquamanganese(II) bis((E)-4-((4-(dimethylamino)phenyl)diazenyl)benzenesulfonate), C28H40MnN6O12S2
  11. Crystal structure of butyl 2-(3,5-dimethyl-1,1-dioxido-2H-1,2,6-thiadiazin-4-yl)benzoate, C16H20N2O4S
  12. Crystal structure of hexaaquabis(μ2-3-(6-carboxylatopyridin-2-yl)-5-(pyrazin-2-yl)-1,2,4-triazol-1-ido)bis(μ3-3-(6-carboxylatopyridin-2-yl)-5-(pyrazin-2-yl)-1,2,4-triazol-1-ido)tetra-manganese(II) dihydrate, C48H40Mn4N24O16
  13. Crystal structure of catena-poly[diaqua-bis(μ2-1,3-di(pyridin-4-yl)propane-κ2N:N′)cadmate(II)] bis(2-aminoisonicotinate) tetrahydrate, C38H50CdN8O10
  14. Crystal structure of succinic acid — 4-((pyridin-4-ylmethyl)sulfanylpyridine (1/1), C15H16N2O4S
  15. Crystal structure of tetrakis(μ2-acetato-κ2O:O′)bis(2-((pyridin-4-ylmethyl)sulfanyl)pyridine-κN)dicopper(II), C30H32N4O8S2Cu2
  16. Crystal structure of 1-((2R,3S)-2,3-dimethyl-2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)-2-phenoxyethan-1-one, C18H19NO3
  17. Crystal structure of tetramethylammonium sulfanilate, C10H18N2O3S
  18. Crystal structure of triethylammonium 2′-carboxy-[1,1′-biphenyl]-2-carboxylate, C20H25NO4
  19. Crystal structure of 2-(4-acetyl-2,6-dimethylphenyl)-5,6-dichloro-1H-isoindole-1,3(2H)-dione, C18H13Cl2NO3
  20. Crystal structure of diaqua-bis(μ3-2-methyl-6-oxidopyridinium-4-carboxylato-κ3O:O′:O′′)neodymium(III) chloride, C14H16ClN2O8Nd
  21. Crystal structure of 5-methoxy-4-methyl-2-(2-methylbenzyl)-2,4-dihydro-3H-1,2,4-triazol-3-one, C12H15N3O2
  22. The crystal structure of 1-(4-(2-chloroethoxy)phenyl)ethanone
  23. Crystal structure of (E)-4-(2-(4-(diethylamino)phenyl)diazen-1-ium-1-yl)benzenesulfonate monohydrate
  24. Crystal structure of 2,2′-[(1E)-prop-1-ene-1,2-diyldisulfanediyl]bis(5-methyl-2,5-dihydro-1,3,4-thiadiazole, C9H10N4S4
  25. Crystal structure of poly [μ2-acetato-κ3-O,O′:O′)diaqua(μ3-isophthalato-κ4O,O′:O′′:O′′′)cerium(III)] monohydrate (C10H13O9Ce)
  26. Crystal structure of tris((2-(2,2-dicyanovinyl)phenoxy)ethyl)amine, C36H27N7O3
  27. Crystal structure of catena[diaqua-bis(μ2-1,3-bis((1H-tetrazol-1-yl)methyl)benzene-κ2N:N′)copper(II)] dinitrate, C20H24CuN18O8
  28. Crystal structure of (4-(1H-imidazol-5-yl)benzoic acid-κN) (4-(1H-imidazol-5-yl)benzoato-κN)silver(I), C20H15N4O4Ag
  29. Crystal structure of 2-amino-3-cyano-7,7-dimethyl-5-oxo-4-(3,4,5-trifluorophenyl)-4H-5,6,7,8-tetrahydrobenzo[b]pyran, C18H15F3N2O2
  30. Crystal structure of (2-(2-chlorophenyl)-5-ethyl-1,3-dioxan-5-yl)methanol hemihydrate, C13H17ClO3 · 0.5 H2O
  31. Crystal structure of catena-poly[diaqua-bis(benzene-1,2,4,5-tetracarboxylato-κN)(m2-2-(1H-1,2,4-trizol-1-ylmethyl)-1H-3,1-benzimidazol-3-ium-κ2O:O′)zinc(II)] dihydrate, C30H30N10O12Zn
  32. Crystal structure of [2,2′-((((ethane-1,2-diylbis(oxy-κ2O,O′))bis(2,1-phenylene))bis(azanylylidene-κ2N,N′))bis(methanylylidene))diphenolato-κ2O′′,O′′′]zinc(II), C28H22N2O4Zn
  33. Crystal structure of (E)-1-(3,4-dimethoxyphenyl)-3-(dimethylamino)prop-2-en-1-one, C13H17NO3
  34. Crystal structure of bis(2-fluoro-4-nitrophenyl) terephthalate C20H10F2N2O8
  35. Crystal structure of catena-[aqua((4-carboxyphenyl)acetato-κO)(μ2-(4-carboxyphenyl)acetato-κ2O:O′)bis(4,4′-ethene-1,2-diyldipyridine-κN)manganese(II)], C42H36N4O9Mn
  36. Crystal structure of N′-(2-hydroxybenzylidene)-3,4-dimethyl-1H-pyrrole-2-carbohydrazide, C14H15N3O2
  37. Crystal structure of bis(8-ethyl-5-oxo-2-(piperazin-4-ium-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylato-κ2O,O′)copper(II) benzene-1,4-dicarboxylate dihydrate, C36H42CuN10O12
  38. Crystal structure of diaquabis(μ2-biphenyl-2,2′-dicarboxylato-κ2O:O′)bis(1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylato)zinc(II), C60H56N6Zn2O16F2
  39. Crystal structure of 2-amino-4-(4-fluorophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H13FN2O2
  40. The crystal structure of hexaqua(μ2-3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-1κ2O,O′;2κO′)(3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-κO)(3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-κ2O,O′)digadolinium(III) octahydrate, C60H76Gd2N18O32
  41. Crystal structure of hexacarbonyl bis(μ2-2-methoxybenzenethiolato-κ2S)pyridine(triphenylphosphane)dirhenium(I), C43H34NO8PS2Re2
  42. Crystal structure of 14-((1-(benzyloxycarbonyl-amino)-2-methylpropan-2-yl)sulfanyl)acetate Mutilin, C34H49NO6S
  43. Crystal structure of 2-methoxy-6-(((2-(1-methyl-1H-benzo[d] imidazol-2-yl)phenyl)imino)methyl)phenol — ethanol (1/1), C24H25N3O3
  44. Crystal structure of 2-(bis(methylthio)methylene)-1-phenylbutane-1,3-dione, C13H14O2S2
  45. Crystal structure of (E)-2-(bis(methylthio)methylene)-1-phenyl-3-(2-phenylhydrazono)butan-1-one, C19H20N2OS2
  46. Crystal structure of dichlorido(2-(1-methyl-1H-benzo[d]imidazol-2-yl)aniline-κ2N,N′)zinc(II)
  47. Crystal structure of bis(1-methyl-1H-tetrazole-5-thiolato)mercury(II)
  48. Crystal structure of (E)-2-styryl-1-ferrocenylsulfonyl-1H-imidazo[4,5-b]pyridine, C24H19FeN3O2S
  49. Crystal structure of aquabis(1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-4-ium-1-yl)-1,4-dihydroquinoline-3-carboxylato-κ2O,O′)copper(II) thiophene-2,5-dicarboxylate trihydrate, [Cu(C17H18N3FO3)2(H2O)](C6H2SO4)·3(H2O)
  50. Crystal structure of 2-amino-4-(2,6-dichlorophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C18H16Cl2N2O2
  51. Crystal structure of 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo[5·5·0·05·9·03·11]dodecane 1/3 hydrate, C6H8N12O13
  52. Crystal structure of monocarbonyl(N-nitroso-N-oxido-phenylamine-κ2O,O′)(triphenylarsine-κAs)rhodium(I), C25H20AsN2O3Rh
  53. The crystal structure of 1-(4-(4-chlorophenoxy)-2-chlorophenyl)ethanone, C14H10Cl2O2
  54. Crystal structure of N,N-diethyl-2-(2-(6-(4-methoxybenzyl)-7-oxo-7H-thiazolo[3,3-b][1,2,4]triazin-3-yl)phenoxy)acetamide, C25H26N4O4S
  55. Crystal structure of tetraqua((E)-4,4′-(diazene-1,2-diyl)bis(5-oxo-4,5-dihydro-1,2,4-triazol-1-ide)-κ2N:O)barium(II), C4H10N8O6Ba
  56. Crystal structure of 2-amino-4-(3-phenoxyphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C22H18N2O3
  57. Crystal structure of diethylammonium 5-((4-fluorophenyl)(6-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate, C23H30FN5O6
  58. Crystal structure of 2-amino-4-(3,5-difluoro-phenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H12F2N2O2
  59. Crystal structure of tris(N-nitroso-N-oxyanilino-κ2O, O′) oxidoniobium(V), C18H15N6O7Nb
  60. Crystal structure of 1-(5-benzoyl-4-methyl-2-(phenylamino)thiophen-3-yl)ethan-1-one, a structure with Z′ = 6, C20H17NO2S
  61. Crystal structure of diethyl-3-methyl-4-phenylthieno[2,3-b]thiophene-2,5-dicarboxylate, C19H18O4S2
  62. Crystal structure of 3,5-dicarboxybenzoate — benzene-1,3,5-tricarboxylic acid (1/1), C24H22N2O12
  63. The crystal structure of 2-chloro-1,3-bis(2,4,6-trimethylphenyl)-4,4-dimethyl-1,3,2λ3,4-diazaphosphasiletidine
  64. Crystal structure of hexaquamanganese(II) bis(hexaborato-κ3O,O′,O′′)manganese(II) dihydrate, B12H28Mn2O34
  65. Crystal structure of 1-propyl-3-methylimidazolium pentaborate, [C7H13N2][B5O6(OH)4]
  66. Crystal structure of 13-(4-fluorophenyl)-11,13-dihydro-1H-benzo[h]indazolo[6,7-b] [1, 6]naphthyridin-12(6H)-one — dimethylformamide — water (1/2/1), C29H31FN6O4
  67. Crystal structure of 1-(2-chlorophenyl)-2-(2-nitrophenyl)ethan-1-ol, C14H12ClNO3
  68. Crystal structure of (Z)-2-((2-bromo-1-phenylvinyl)oxy)benzonitrile, C15H10BrNO
  69. Crystal structure of tetrachlorido(1E,1′E)-N,N′-((1,4-phenylenebis(propane-2,2-diyl))bis(4,1-phenylene))bis(1-(pyridin-2-yl-κN)methanimine-κN)dizinc(II), C36H34N4Zn2Cl4
  70. Crystal structure of 2,6-bis(3-methylpyridinyl)hexahydro-4,8-ethenopyrrolo-[3,4-f]isoindole-1,3,5,7(2H,6H)-tetrone, C24H20N4O4
  71. Crystal structure of trans-bis(2-methylmaleato-κ2O,O′) bis(piperazinium-κN) cobalt(II) trihydrate, C18H36CoN4O11
  72. Crystal structure of (E)-4-chloro-N′-(4-(diethylamino)benzylidene)benzohydrazide, C18H20ClN3O
  73. Crystal structure of 3,6-di(1H-imidazol-1-yl)-9H-carbazole, C18H13N5
  74. Crystal structure of 4-(4-pyridinyl)-1-naphthoic acid, C16H11NO2
  75. Crystal structure of 1,1′-diformyl-4,4′-(6H,12H-5,11-methano-dibenzo[b,f][11,5]diazocine-2,8-diyl)dibenzene, C29H22N2O2
  76. Crystal structure of N′-(adamantan-2-ylidene)pyridine-3-carbohydrazide, C16H19N3O
  77. Crystal structure of 1,1′-(butane-1,4-diyl)bis(5-methyl-1H-pyrazole-3-carbaldehyde), C14H18N4O2
  78. Crystal structure of methyl 8-hydroxy-3-isopropyl-5a,8-dimethyl-2,3,4,5,5a,6,7,8,10a,10b-decahydrocyclohepta[e]indene-3a(1H)-carboxylate, C21H34O3
  79. Crystal structure of 6-oxo-4-propyl-2-(propylthio)-1,6-dihydropyrimidine-5-carbonitrile, C11H15N3OS
  80. Crystal structure of poly[diacetato(μ2-1,4-bis(1H-imidazol-1-yl)benzene-κ2N:N′)nickel(II)], C26H22N8NiO4
  81. Crystal structure of bis(2,4-dibromo-6-{(E)[(4-fluorobenzyl)imino]methyl}phenolato-κ2N,O) copper(II), C28H18Br4F2N2O2Cu
  82. Crystal structure of 1-(adamantan-1-yl)-3-phenylthiourea, C17H22N2S
  83. Crystal structure of 3-(6-(5-amino-1-phenyl-1H-pyrazol-3-yl)pyridin-2-yl)-1-phenyl-1H-pyrazol-5-amine – dioxan (2/1), C25H23N7O
  84. Crystal structure of 5-ethyl-6-[(3-methylphenyl)sulfanyl]pyrimidine-2,4(1H,3H)-dione, C13H14N2O2S
  85. Crystal structure of (((1E,1′E)-(cyclohexane-1,2-diylbis(azanylylidene-κ2N,N′))bis(methanylylidene))bis(2,1-phenylene))bis((2,6-diisopropylphenyl)amide-κ2N′′,N′′′)manganese(II), C44H54N4Mn
  86. Crystal structure of prop-2-en-1-yl 2-oxo-2H-1-benzopyran-3-carboxylate, C13H10O4
  87. Crystal structure of bis(μ2-2-((3-methylphenyl)imino)methylphenolato-κ2N,O:O)hexacarbonyldimanganese(I), C34H24Mn2N2O8
  88. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxybut-2-en-1-one C9H12N2O2
  89. Crystal structure of 2,2′-[pentane-1,5-diylbis(oxy)]dibenzaldehyde, C19H20O4
  90. Crystal structure of 2-phenyl-5,6,7,8-tetrahydro-4H-benzo[4,5]thieno[2,3-d][1,3]oxazin-4-one, C16H13NO2S
  91. Crystal structure of (E)-1-(2-chlorophenyl)-N-(4-chlorophenyl)methanimine, C13H9Cl2N
  92. Crystal structure of ethyl 2-amino-5-bromothiazole-4-carboxylate, C6H7BrN2O2S
  93. Crystal structure of 2-benzylisothiouronium tetraphenylborate, C32H31BN2S
  94. Crystal structure of poly[(μ2-biphenyl-2,2′-dicarboxylato-κ4O,O′:O′′,O′′′)(μ2-4,4′-bipyridine-κ2N:N′)copper(II)], C24H16CuN2O4
  95. Crystal structure of (η5-pentamethylcyclopentadienyl)titanium(III)dichloride (THF), C14H23Cl2OTi
  96. Crystal structure of 3-ferrocenylsulfonyl-2-(4-methoxyphenyl)-3H-imidazo[4,5-b]pyridine, C23H19FeN3O3S
  97. Crystal structure of 2-benzoyl-3-(4-fluorophenyl)cyclopropane-1,1-dicarbonitrile, C18H11FN2O
  98. Crystal structure of 1,6-ditosyl-1,6-diazecane, C22H30N2O4S2
  99. Crystal structure of N-phenyl-2-(pyridin-4-ylcarbonyl)hydrazinecarboxamide with Z′ = 4, C13H12N4O2
  100. Crystal structure of N,N-bis(diphenylphosphanyl)cyclohexylamine, C30H31NP2
  101. Crystal structure of 3-(4-hydroxy-3-methoxyphenyl)-N-phenylpropanamide, C16H17NO3
  102. Crystal structure of 6-(2-fluorophenyl)-3-phenyl-[1,2,4]-triazolo[3,4-b][1,3,4]thiadiazole, C15H9FN4S
  103. Crystal structure of catena-poly[aqua(dicyanoazanido-2κN-μ2-dicyanoazanido-1κN:2κN′)(μ2-2-methoxy-6-(((2-((3-methoxy-2-oxidobenzylidene)amino)ethyl)imino)methyl)phenolato-1κ2N,N′,2κ2O,O′,1κ2O′′,O′′′:2κ2O′′,O′′′)cadmium(II)copper(II)], C22H20CdCuN8O5
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