Home Crystal structure of poly[(μ2-1-(1-imidazolyl)-4-(imidazol-1-ylmethyl)benzene-κ2N:N′)-(μ3-pyridazine-4,5-dicarboxylate-κ3O:O′:N)]copper(II) hydrate, C19H16CuN6O5
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Crystal structure of poly[(μ2-1-(1-imidazolyl)-4-(imidazol-1-ylmethyl)benzene-κ2N:N′)-(μ3-pyridazine-4,5-dicarboxylate-κ3O:O′:N)]copper(II) hydrate, C19H16CuN6O5

  • Guang-Zhen Liu ORCID logo EMAIL logo , Xiu-Jin Wang and Wen-Hui Wei
Published/Copyright: May 20, 2022
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 237 Issue 4

Abstract

C19H16CuN6O5, triclinic, P 1 ‾ (no. 2), a = 9.0143(3) Å, b = 9.2122(3) Å, c = 11.8205(4) Å, α = 82.900(3)°, β = 74.593(3)°, γ = 83.612(3), V = 935.90(5) Å3, Z = 2, R gt (F) = 0.0284, wR ref (F2) = 0.0684, T = 293 K.

CCDC no.: 2170709

Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal: Blue block
Size: 0.35 × 0.29 × 0.22 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 1.22 mm−1
Diffractometer, scan mode: SuperNova, ω-scans
θmax, completeness: 26°, >99%
N(hkl)measured, N(hkl)unique, Rint: 13,542, 3663, 0.023
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 3462
N(param)refined: 280
Programs: OLEX2 [1], SHELX [2, 3], CrysAlisPRO [4]
Table 2:

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

x y z Uiso*/Ueq
Cu1 0.79348 (3) 1.00882 (3) 0.28659 (2) 0.02048 (8)
O1 0.56355 (15) 1.01692 (16) 0.30344 (12) 0.0249 (3)
O2 0.59351 (17) 0.91484 (19) 0.13580 (13) 0.0349 (4)
O3 0.3917 (2) 0.73446 (19) 0.43801 (15) 0.0404 (4)
O4 0.2168 (2) 0.8764 (2) 0.55538 (13) 0.0396 (4)
N1 0.77637 (19) 0.81486 (19) 0.37953 (15) 0.0253 (4)
N2 0.6745 (2) 0.6574 (2) 0.52779 (15) 0.0271 (4)
N3 0.7616 (2) 0.35833 (19) 1.03905 (15) 0.0248 (4)
N4 0.80148 (18) 0.19302 (19) 1.18051 (14) 0.0228 (4)
N5 0.02946 (18) 0.99068 (19) 0.26511 (14) 0.0212 (4)
N6 0.12523 (19) 1.0411 (2) 0.16322 (14) 0.0245 (4)
C1 0.5151 (2) 0.9645 (2) 0.22764 (17) 0.0219 (4)
C2 0.3416 (2) 0.9699 (2) 0.24836 (16) 0.0191 (4)
C3 0.2746 (2) 1.0307 (2) 0.15706 (17) 0.0230 (4)
H3 0.3403 1.0665 0.0867 0.028*
C4 0.0857 (2) 0.9329 (2) 0.35528 (16) 0.0210 (4)
H4 0.0162 0.9008 0.4249 0.025*
C5 0.2422 (2) 0.9173 (2) 0.35219 (16) 0.0178 (4)
C6 0.2911 (2) 0.8354 (2) 0.45839 (17) 0.0204 (4)
C7 0.8479 (3) 0.6776 (3) 0.3593 (2) 0.0387 (6)
H7 0.9268 0.6554 0.2935 0.046*
C8 0.7855 (3) 0.5796 (3) 0.4502 (2) 0.0426 (6)
H8 0.8129 0.4792 0.4582 0.051*
C9 0.6727 (2) 0.7974 (2) 0.48160 (18) 0.0259 (4)
H9 0.6066 0.8731 0.5170 0.031*
C10 0.5585 (3) 0.6001 (3) 0.63072 (19) 0.0309 (5)
H10A 0.5090 0.5244 0.6076 0.037*
H10B 0.4799 0.6787 0.6557 0.037*
C11 0.6216 (2) 0.5368 (2) 0.73426 (18) 0.0261 (4)
C12 0.7319 (3) 0.6004 (3) 0.7691 (2) 0.0373 (6)
H12 0.7748 0.6832 0.7248 0.045*
C13 0.7800 (3) 0.5425 (3) 0.8692 (2) 0.0359 (6)
H13 0.8550 0.5857 0.8915 0.043*
C14 0.7151 (2) 0.4202 (2) 0.93494 (17) 0.0254 (4)
C15 0.6035 (3) 0.3560 (2) 0.90218 (19) 0.0290 (5)
H15 0.5586 0.2748 0.9476 0.035*
C16 0.5590 (3) 0.4135 (2) 0.80126 (18) 0.0288 (5)
H16 0.4859 0.3687 0.7781 0.035*
C17 0.8149 (3) 0.4303 (3) 1.11279 (19) 0.0307 (5)
H17 0.8312 0.5294 1.1050 0.037*
C18 0.8391 (3) 0.3266 (2) 1.20017 (19) 0.0303 (5)
H18 0.8756 0.3436 1.2635 0.036*
C19 0.7556 (2) 0.2164 (2) 1.08286 (17) 0.0246 (4)
H19 0.7231 0.1443 1.0484 0.030*
O1W 0.8977 (2) 0.7951 (3) 0.07393 (18) 0.0650 (6)
H1WA 0.8994 0.8369 0.0054 0.098*
H1WB 0.8035 0.8259 0.0989 0.098*

Source of material

The mixture of pyridazine-4,5-dicarboxylic acid (H2pda, 0.1 mmol, 16 mg), 1-(1-imidazolyl)-4-(imidazol-1-ylmethyl)benzene (iimb, 0.05 mmol, 11 mg), Cu(OAc)2·H2O (0.2 mmol, 40 mg), H2O (6.0 ml) was placed in a 23 ml Teflon lined stainless steel reactor. This reactor was placed in an oven and heated to 413 K under autogenous pressure for 96 h. Then the oven was cooled naturally to room temperature. Blue block crystals of the titled compound were obtained.

Experimental details

A suitable crystal of the titled compound was selected elaborately and mounted on a SuperNova diffractometer. The crystal was kept at 293 K during data collection. Using Olex2 [1], the structure was solved with the ShelXT structure solution program and refined with the ShelXL refinement package [2, 3]. All non-hydrogen atoms were refined anisotropically, while all hydrogen atoms were modeled at their calculated positions and included in the refinement via the riding model. The U iso of the H-atoms were constrained to 1.2 times U eq of their bonding carbon atoms and 1.5 times U eq of their bonding oxygen atoms for the hydrogen atoms in water molecules.

Discussion

A considerable number of coordination polymers based on divalent metal ions and well-chosen organic ligands have been synthesized by solvothermal methods, with charming architectures, tailored properties [5], [6], [7], [8]. The organic ligands can be aromatic carboxylates, aliphatic carboxylates, N-heterocyclic carboxylates or other species [9], [10]. Especially, N-heterocyclic carboxylates (pyridine carboxylates, imidazole carboxylates, pyrazine carboxylates and so on) possess inherently two different functional groups, namely carboxyl group and N-heterocyclic ring [11], [12], [13], [14]. On the one hand, the oxygen atoms of carboxyl groups can ligate to different metal ions, honored with strong coordination abilities and versatile coordination modes. On the other hand, the nitrogen atoms in the heterocyclic rings can also bind to metal ions because they maybe have lone electron pairs for donation. Thereby, N-heterocyclic carboxylates enable to be one kind of reliable building units to construct coordination polymers. Up to now, there are only few cases using pyridazine-4,5-dicarboxylate (pda) as organic ligand [15], [16], [17]. In these rare reports, the pda ligand exhibits μ1–O, μ2–O: O′ and μ2–O coordination modes, respectively. And the nitrogen atoms of pyridazine moiety make no contribution. Inspired by the mixed organic ligand strategy and the inherent properties of pda, we introduced pda and 1-(1-imidazolyl)-4-(imidazol-1-ylmethyl)benzene (iimb) to built related coordination polymers.

The title complex is a neutral polymer with a two-dimensional bilayer structure. As illustrated in the figure, the asymmetric unit is comprised of one Cu(II) cation, one pda dianion, one iimb ligand and one lattice water molecule. Each Cu1 atom exhibits a tetragonal pyramidal configuration by two oxygen atoms (O1, O4#1) from two symmetry-related pda dianions, one nitrogen atom (N5#3) from another pda dianion and two nitrogen atoms (N1, N4#2) from two symmetry-related iimb ligands (symmetry codes: #1: −x, 2−y, 1−z; #2: x, 1+y, −1+z; #3: 1+x, y, z). In this [CuO2N3] unit, the basal plane is defined by O1, N1, N4#2 and N5#3, while the apical site is occupied by O4#1 atom. The Cu–O distances are 2.0226(13) Å and 2.2337(16) Å. The Cu–N distances range from 1.9772(17) Å to 2.0645(16) Å. And the average separation of Cu–O and Cu–N bonds are consistent with other reported data [18], [19], [20].

Every pda dianions adopt μ3–O: O′: N coordination mode and bind to three Cu(II) ions, which is distinct from those aforementioned examples. In this manner, the adjacent Cu atoms are propagated by the μ3-pda dianions to generate a double-strand chain structure along the a direction. These chains are further bridged by μ2-iimb molecules to form a two-dimensional bilayer structure lying in the ab plane. In the layer motifs, there are relative weak π–π stacking interactions between the benzene rings of iimb molecules with the centroid-centroid distance of 4.2898(2) Å.

Furthermore, there are two kinds of hydrogen-bonding interactions between the pda dianions and the unligated water molecules. For O1W–H1WA⋯N6#1, d = 3.061(2) Å, θ = 172.8°. And the values are 2.781(2) Å and 172.0° for O1W–H1WB⋯O2. Both hydrogen bonds participate in connecting discrete bilayers to create the final three-dimensional supramolecular structure.

Corresponding author: Guang-Zhen Liu, College of Chemistry and Chemical Engineering, LuoYang Normal University, Luoyang, Henan 471934, P. R. China, E-mail:

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: None declared.

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

References

1. 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

2. Sheldrick, G. M. SHELXT – Integrated space-group and crystal-structure determination. Acta Crystallogr. 2015, A71, 3–8; https://doi.org/10.1107/s2053273314026370.Search in Google Scholar PubMed PubMed Central

3. Sheldrick, G. M. Crystal structure refinement with SHELXT. Acta Crystallogr. 2015, C71, 3–8; https://doi.org/10.1107/s2053273314026370.Search in Google Scholar

4. Rigaku, Oxford Diffraction Ltd. CrysAlispro; Rigaku: Abingdon, Oxfordshire, England, 2006.Search in Google Scholar

5. Hendon, C. H., Rieth, A. J., Korzyński, M. D., Dincă, M. Grand challenges and future opportunities for metal-organic frameworks. ACS Cent. Sci. 2017, 3, 554–563; https://doi.org/10.1021/acscentsci.7b00197.Search in Google Scholar PubMed PubMed Central

6. Qin, J. H., Huang, Y. D., Zhao, Y., Yang, X. G., Li, F. F., Wang, C., Ma, L. F. Highly dense packing of chromophoric linkers achievable in a pyrene-based metal-organic framework for photoelectric response. Inorg. Chem. 2019, 58, 15013–15016; https://doi.org/10.1021/acs.inorgchem.9b02203.Search in Google Scholar PubMed

7. Xin, L. Y., Liu, G. Z., Ma, L. F., Li, G. L., Wang, L. Y. Guest water-controlled reversible crystalline-to-amorphous transition and concomitant fluorescence shift in a polar open coordination polymer. Inorg. Chim. Acta. 2016, 443, 64–68; https://doi.org/10.1016/j.ica.2015.12.022.Search in Google Scholar

8. Sarma, D., Ramanujachary, K. V., Stock, N., Natarajan, S. High-throughput study of the Cu(CH3COO)2·H2O-5-nitroisophthalic acid-heterocyclic ligand system: synthesis, structure, magnetic, and heterogeneous catalytic studies of three copper nitroisophthalates. Cryst. Growth Des. 2011, 11, 1357–1369; https://doi.org/10.1021/cg1015934.Search in Google Scholar

9. Liu, G. Z., Li, S. H., Li, X. L., Xin, L. Y., Wang, L. Y. Three series of MOFs featuring various metal(II)-carboxylate chains cross-linked by dipyridyl-typed coligands: synthesis, structure, and solvent-dependent luminescence. CrystEngComm 2013, 15, 4571–4580; https://doi.org/10.1039/c3ce40109j.Search in Google Scholar

10. Li, D. P., Zhou, X. H., Liang, X. Q., Li, C. H., Chen, C., Liu, J., You, X. Z. Novel structural diversity of triazolate-based coordination polymers generated solvothermally with anions. Cryst. Growth Des. 2010, 10, 2136–2145; https://doi.org/10.1021/cg9012894.Search in Google Scholar

11. Soudani, S., Hajji, M., Mi, J. X., Jelsch, C., Lefebvre, F., Guerfel, T., Ben Nasr, C. Synthesis, structure and theoretical simulation of a Zinc(II) coordination complex with 2,3-pyridinedicarboxylate. J. Mol. Struct. 2020, 1199, 127015; https://doi.org/10.1016/j.molstruc.2019.127015.Search in Google Scholar

12. Wang, W. B., Wang, R. Y., Liu, L. N., Wu, B. L. Coordination frameworks containing magnetic single chain of imidazoledicarboxylate-bridged cobalt(II)/nickel(II): syntheses, structures, and magnetic properties. Cryst. Growth Des. 2018, 18, 3449–3457; https://doi.org/10.1021/acs.cgd.8b00174.Search in Google Scholar

13. Gavrikov, A. V., Efimov, N. N., Dobrokhotova, Z. V., Ilyukhin, A. B., Vasilyev, P. N., Novotortsev, V. M. Novel mononuclear Ln complexes with pyrazine-2-carboxylate and acetylacetonate Co-Ligands: remarkable single molecule magnet behavior of a Yb derivative. Dalton Trans. 2017, 46, 11806–11816; https://doi.org/10.1039/c7dt02175e.Search in Google Scholar PubMed

14. Wang, H., Gao, Y., Lü, L. Crystal structure of trans-diaqua-bis(1H-pyrazole-3-carboxylato-κ2N, O)manganese(II), C8H10N4O6Mn. Z. Kristallogr. NCS. 2018, 233, 77–78; https://doi.org/10.1515/ncrs-2017-0165.Search in Google Scholar

15. Liu, Y. Q., Luo, X. M., Jiang, H. J., Zhang, Z. Q. A water soluble zinc(II) coordination polymer containing pyridazine-4,5-dicarboxylic acid: the crystal structure and binding properties with DNA. Russ. J. Coord. Chem. 2018, 44, 317–321; https://doi.org/10.1134/s1070328418050032.Search in Google Scholar

16. Ju, F. Y., Ding, K. X., Liu, F. Crystal Structure of catena-poly[diaqua-(μ2-1,2-bis(4-pyridinyl)ethyane-κ2N:N′)-(μ2-pyridazine-4,5-dicarboxylato-κ2O:O′)]dizinc(II) dihydrate, C12H12ZnN3O6. Z. Kristallogr. NCS. 2019, 234, 567–569.10.1515/ncrs-2018-0565Search in Google Scholar

17. Zhang, Z. Q., Xue, X. D., Yao, B. X., Ji, X., Jiang, H. J. 4-(4-Pyridyl) pyridinium pentaaqua(pyridazine-4,5-dicarboxylato)praseodymate(III). Acta Crystallogr. 2010, E66, m1288; https://doi.org/10.1107/s1600536810033477.Search in Google Scholar

18. Wang, Y. F., Tai, J. H., Yan, X. W., Zhao, M. Y., Wang, L. Y. Crystal structures and magnetic properties of two isomorphic frameworks based on 3-(1H-pyrazol-4-yl)-5-(pyridin-2-yl)-1,2,4-triazole and 1,2,4,5-benzenetetracarboxylic acid. Chin. J. Inorg. Chem. 2018, 34, 1121–1126.Search in Google Scholar

19. Li, G. L., Liu, G. Z., Huang, L. L., Li, Z. X. A novel 3D Cu(II) coordination polymer containing mixed ligands: synthesis, crystal structure and properties. Chin. J. Struct. Chem. 2014, 33, 942–946.Search in Google Scholar

20. Kang, H. X., Fu, Y. Q., Xin, L. Y., Li, G. L., Ma, L. F., Liu, G. Z. Two coordination polymers containing linear Co(II)-trinuclear and Cu(II)-chain assembled from 4-fluorocinnamic acid and N-donor ligand. Chin. J. Struct. Chem. 2016, 35, 286–292.Search in Google Scholar
Received: 2022-03-07
Accepted: 2022-05-05
Published Online: 2022-05-20
Published in Print: 2022-08-26

© 2022 Guang-Zhen Liu et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution 4.0 International License.

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  53. Crystal structure of diaqua-bis(μ2-2-carboxy-3,4,5,6-tetrafluorobenzoato-κ2O:O′)-bis(phenanthroline-κ2N,N′)-bis(μ2-3,4,5,6-tetrafluorophthalato-κ3O:O,O′)dieuropium(III) – phenanthroline (1/2), C40H19EuF8N4O9
  54. The crystal structure of diaqua-bis(6-phenylpyridine-2-carboxylato-κ2N,O) manganese(II) — water — dimethylformamide (1/2/1), C27H31N3O9Mn
  55. The crystal structure of bis(pyrazolo[1,5-a]pyrimidine-3-carboxylato-κ2N,O)-copper(ii), C14H8N6O4Cu
  56. Crystal structure of poly[(μ2-1-(1-imidazolyl)-4-(imidazol-1-ylmethyl)benzene-κ2N:N′)-(μ3-pyridazine-4,5-dicarboxylate-κ3O:O′:N)]copper(II) hydrate, C19H16CuN6O5
  57. Crystal structure of acrinidinium tetrafluorohydrogenphthalate, C21H11F4NO4
  58. Crystal structure of 2-(1H-pyrazol-3-yl-κN)pyridine-κN-bis(2-(2,4-difluorophenyl)pyridinato-κ2C,N)iridium(III) sesquihydrate, C30H18F4IrN5·1.5[H2O]
  59. Crystal structure of 2-(2-hydroxy-5-nitrophenyl)-5-methyl-1,3-dioxane-5-carboxylic acid, C12H13N1O7
  60. The crystal structure of 1,2-bis(pyridinium-4-yl)ethane diperchlorate, C12H14N2·2ClO4 – a second polymorph
  61. The crystal structure of [(1,10-phenantroline-κ2N,N′)-bis(6-phenylpyridine-2-carboxylato-κ2N,O)manganese(II)] monohydrate, C36H26N4O5Mn
  62. Crystal structure of 1,2-bis(2,2,3,3,5,5,5-heptamethyl-1,1,4,4- tetrakis(trimethylsilyl)pentasilan-1-yl)ditellane, C38H114Si18Te2
  63. Crystal structure of 1,2-bis(2,4-dinitro-1H-imidazol-1-yl)ethane – dimethylformamide (1/1), C11H13N9O9
  64. Crystal structure of (Z)-3-((tert-butylamino) methylene)-2-(2-hydroxynaphthalen-1-yl) chroman-4-one, C24H23NO3
  65. Synthesis and crystal structure of (E)-1-(4-(((E)-3-(tert-butyl)-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-ethyl oxime, C21H26N2O2
  66. Crystal structure of the double salt bis(5-amino-1,2,4-triazol-4-ium-3-yl)methane hydrogen oxalate hemioxalate, C8H11N8O6
  67. Hydrothermal synthesis and crystal structure of catena-poly[diaqua-bis(μ2-4-[(4-pyridinylmethyl)amino]benzoato-κ2N:O)cobalt(II)]–1,2bi(4-pyridyl)ethene–water (1/1/1), C50H50N8O8Co
  68. Crystal structure of 3-(3-bromophenyl)-1′,3′-dimethyl-2′H,3H,4H-spiro[furo[3, 2-c]chromene-2,5′-pyrimidine]-2′,4,4′,6′(1′H,3′H) tetraone, C22H15BrN2O6
  69. The crystal structure of poly[aqua-(μ2-4,4′- bis(imidazolyl)biphenyl-κ2N:N′)-(μ2-3-nitrobenzene-1,2-dicarboxylato-κ2O:O′)]copper (II) hydrate, C26H21N5O8Cu
  70. The crystal structure of bis(4-(6-carboxy-8-ethyl-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2- yl)piperazin-1-ium) adipate tetrahydrate, C36H52F2N8O14
  71. Synthesis and crystal structure of poly[aqua(μ4-(1R,2S,4R)-4-hydroxy-1-((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)pyrrolidin-1-ium-2-carboxylate-κ4O:O′:O″:O‴)sodium(I)] monohydrate, C21H22NNaO12S
  72. Crystal structure of chlorido-(η6-toluene)(2,2′-bipyridine-κ2N,N′)ruthenium(II) hexafluorophosphate, C17H16ClN2RuPF6
  73. The crystal structure of (R)-6-hydroxy-8-methoxy-3-methylisochroman-1-one, C11H12O4
  74. Crystal structure of catena-poly[(5,5,7,12,12,14-hexamethyl -1,4,8,11-tetraazacyclotetradecane- κ4N,N′,Nʺ,N‴)nickel(II)-(μ2-perchlorato-κ2O:O′)] 3,5-dicarboxybenzoate – methanol (1/2), C27H49ClN4NiO12
  75. The crystal structure of 4-(chloromethyl)benzonitrile, C8H6ClN
  76. The crystal structure of dimethylammonium 8-[(7,9-dioxo-6,10-dioxaspiro[4.5]decan-8-ylidene)methyl]-9-oxo-6,10-dioxaspiro[4.5]dec-7-en-7-olate, C19H25NO8
  77. Crystal structure of (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((1-acetyl-5-bromo-4-chloro-1H-indol-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate hemihydrate C24H25BrClNO11
  78. The crystal structure of the co-crystal tetrakis[2-(tris(4-methoxyphenyl)stannyl)ethyl]silane – tetrahydrofuran – toluene – tetrahydrofurane (1/1/1), C103H116O13SiSn4
  79. Crystal structure of methyl 3-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)propanoate, C16H13NO4
  80. Crystal structure of ethyl (Z)-3-amino-2-cyano-3-(2-oxo-2H-chromen-3-yl)acrylate, C15H12N2O4
  81. Crystal structure of methyl 2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)acetate, C15H11NO4
  82. Crystal structure of catena-poly[diaqua-bis(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2N:N′)cobalt(II)] tetrafluoroterephthalate, C26H28N8O6F4Co
https://doi.org/10.1515/ncrs-2022-0106
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of N-((3s,5s,7s)-adamantan-1-yl)-2-(3-benzoylphenyl)propanamide, C26H29NO2
  4. The crystal structure of bis(μ2-5-chloro-2-oxido-N-(1-oxidopropylidene)benzohydrazonato-κ5 N,O,O′:N′,O′′)-octakis(pyridine-κ1 N)trinickel(II) C60H56Cl2N12Ni3O6
  5. The crystal structure of 3-(4-chlorophenyl)-1,5-di-p-tolylpentane-1,5-dione, C25H23ClO2
  6. The crystal structure of 2,4,4-triphenyl-4H-benzo[b][1,4]oxaphosphinin-4-ium bromide – dichloromethane (1/1), C27H22BrCl2OP
  7. The crystal structure of 2-(3,6-di-tert-butyl-1,8-diiodo-9H-carbazol-9-yl)acetonitrile, C22H24I2N2
  8. Crystal structure of 3-phenylpropyl 2-(6-methoxynaphthalen-2-yl)propanoate, C23H24O3
  9. The crystal structure of (4-fluorophenyl)(5-(hydroxymethyl)furan-2-yl)methanol, C12H11FO3
  10. Crystal structure of the dihydrate of tetraethylammonium 1,3,5-thiadiazole-5-amido-2-carbamate, C11H27N5O4S
  11. Crystal structure of (Z)-4-[(p-tolylamino)(furan-2-yl)methylene]-3-phenyl-1-1-p-tolyl-1H-phenyl-1H-pyrazol-5(4H)-one, C28H23N3O2
  12. The crystal structure of (E)-3-(2-chlorophenyl)-1-ferrocenylprop-2-en-1-one, C19H15ClFeO
  13. The pseudosymmetric crystal structure of 3-((1R,2S)-1-methylpyrrolidin-1-ium-2-yl)pyridin-1-ium hexachloridostannate(IV), C10H16N2SnCl6
  14. Crystal structure of (2-(1-hydroxyheptyl)octahydro-8aH-chromene-5,8,8a-triol), C16H30O5
  15. The crystal structure of N-cyclohexyl-3-hydroxy-4-methoxybenzamide, C14H19NO3
  16. Crystal structure of 1-(4-hydroxybenzyl)-4-methoxy-9,10-dihydrophenanthrene-2,7-diol from Arundina graminifolia, C22H20O4
  17. The crystal structure of N-cyclopentyl-3-hydroxy-4-methoxybenzamide, C13H17NO3
  18. The crystal structure of 2,5,5-triphenyl-3,5-dihydro-4H-imidazol-4-one, C21H16N2O
  19. Crystal structure of 1H-1,2,3-Triazolo[4,5-b]-pyridin-4-ium nitrate, C5H5N5O3
  20. Crystal structure of (Z)-4-(((4-bromophenyl)amino)(furan-2-yl)methylene)-2,5-diphenyl-2,4-dihydro-3H-pyrazol-3-one, C26H18BrN3O2
  21. Crystal structure of 2-(4-methoxyphenyl)-3-methyl-1,8-naphthyridine, C16H14N2O
  22. The crystal structure of 3-([1,1′-biphenyl]-2-yl)-1,2-diphenylbenzo[b]phosphole-1-oxide, C32H23OP
  23. The crystal structure of ammonium (E)-4-((4-carboxyphenyl)diazenyl)benzoate, C14H13N3O4
  24. Crystal structure of bis(5-amino-1,2,4-triazol-4-ium-3-yl)methane sulfate, C5H10N8O4S
  25. The crystal structure of phenantroline-κ2 N,N′-bis(6-phenylpyridine-2-carboxylato-κ2 N,O)copper(II), C36H24N4O4Cu
  26. The crystal structure of tris(6-methylpyridin-2-yl)phosphine oxide, C18H18N3OP
  27. The crystal structure of N-(2′-hydroxymethyl-5′-phenyl-3′,4′-dihydro-[1,1′:3′,1″-terphenyl]- 1′(2′H)-yl)-P,P-diphenylphosphinic amide, C37H34NO2P
  28. Crystal structure of (E)-4-(6-(4-(2-(pyridin-4-yl)vinyl)phenoxy)pyrimidin-4-yl)morpholine, C21H20N4O2
  29. Crystal structure of 5-(adamantan-1-yl)-3-[(4-trifluoromethylanilino)methyl]-2,3-dihydro-1,3,4-oxadiazole-2-thione, C20H22F3N3OS
  30. Crystal structure of 2,2-dichloro-1-(4-chloro-1H-indol-1-yl)ethan-1-one, C10H6Cl3NO
  31. The crystal structure of 4-(((3-bromo-5-(trifluoromethyl)pyridin-2-yl)oxy)methyl)benzonitrile, C28H16Br2F6N4O2
  32. The crystal structure of 1H-benzimidazole-2-carboxamide, C8H7N3O
  33. The crystal structure of Histidinium hydrogensquarate, C10H11N3O6
  34. The crystal structure of 3-amino-5-carboxypyridin-1-ium iodide, C6H7IN2O2
  35. Crystal structure of (E)-amino(2-(3-ethoxy-4-hydroxybenzylidene)hydrazineyl)methaniminium nitrate hemihydrate C10H16N5O5.5
  36. Crystal structure of 1,2-bis(4,5-dinitro-1H-imidazol-1-yl)ethane, C8H6N8O8
  37. The crystal structure of diaqua-bis(pyrazolo[1,5-a]pyrimidine-3-carboxylato-κ2N,O)manganese(II), C14H12N6O6Mn
  38. The crystal structure of catena-poly[aqua-2,2′bipyridine-κ2N,N′-(μ2-5-ethoxyisophthalato-κ 4O,O′:Oʺ,O′ʺ)cadmium(II)] monohydrate, C20H20CdN2O7
  39. The crystal structure of (1S,3R)-1-(4-isopropylphenyl)-3-(methoxycarbonyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-2-iumchloride monohydrate, C22H27ClN2O3
  40. Crystal structure of 1-isopropyl-3-(prop-1-en-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, C11H15N5
  41. The crystal structure of (2,2′-bipyridine-κ2N,N′)- bis(6-phenylpyridine-2-carboxylate-κ2N,O)manganese(II)] monohydrate, C34H26N4O5Mn
  42. Crystal structure of the cocrystal 1,3,5,7-tetranitro-1,3,5,7-tetrazoctane ─ 2,3-dihydroindole (1/1), C12H17N9O8
  43. Crystal structure of 3-acetyl-6-hydroxy-2H-chromen-2-one monohydrate, C11H10O5
  44. Crystal structure of 6,9-diamino-2-ethoxyacridinium 3,5-dinitrobenozate — dimethylsulfoxide — water (1/1/1), C24H27N5O9S
  45. The crystal structure of 4,4′-bipyridinium bis-(2-hydroxy-3-methoxybenzoate), 2(C8H7.68O4)·C10H8.64N2
  46. Crystal structure of (Z)-4-(((4-fluorophenyl)amino)(furan-2-yl)methylene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
  47. The crystal structure of bis(4-chloro-2-(((2-chloroethyl)imino)methyl)phenolato-κ2N,O)-oxidovanadium(IV), C18H16Cl4N2O3V
  48. The crystal structure of 17-(bromoethynyl)-17-hydroxy-10, 13-dimethyl- 1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one, C21H27BrO2
  49. The crystal structure of 4-((6-fluoropyridin-2-yloxy)methyl)benzonitrile, C13H9FN2O
  50. Crystal structure of (Z)-2-(1-bromo-2-phenylvinyl)-5-ethyl-2-methyl-1,3-dioxane-5-carboxylic acid, C15H17Br1O4
  51. Crystal structure of catena-poly[tribenzyl-κ1C-(μ2-6-oxidopyridin-1-ium-3-carboxylato-κ2O:O’)tin(IV)-dichloromethane-methanol (1/1/1), C29H31Cl2NO4Sn
  52. Crystal structure of bis{2-(tert-butyl)-6-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl)phenolato-κ2N,O}zinc(II), C40H46N4O4Zn
  53. Crystal structure of diaqua-bis(μ2-2-carboxy-3,4,5,6-tetrafluorobenzoato-κ2O:O′)-bis(phenanthroline-κ2N,N′)-bis(μ2-3,4,5,6-tetrafluorophthalato-κ3O:O,O′)dieuropium(III) – phenanthroline (1/2), C40H19EuF8N4O9
  54. The crystal structure of diaqua-bis(6-phenylpyridine-2-carboxylato-κ2N,O) manganese(II) — water — dimethylformamide (1/2/1), C27H31N3O9Mn
  55. The crystal structure of bis(pyrazolo[1,5-a]pyrimidine-3-carboxylato-κ2N,O)-copper(ii), C14H8N6O4Cu
  56. Crystal structure of poly[(μ2-1-(1-imidazolyl)-4-(imidazol-1-ylmethyl)benzene-κ2N:N′)-(μ3-pyridazine-4,5-dicarboxylate-κ3O:O′:N)]copper(II) hydrate, C19H16CuN6O5
  57. Crystal structure of acrinidinium tetrafluorohydrogenphthalate, C21H11F4NO4
  58. Crystal structure of 2-(1H-pyrazol-3-yl-κN)pyridine-κN-bis(2-(2,4-difluorophenyl)pyridinato-κ2C,N)iridium(III) sesquihydrate, C30H18F4IrN5·1.5[H2O]
  59. Crystal structure of 2-(2-hydroxy-5-nitrophenyl)-5-methyl-1,3-dioxane-5-carboxylic acid, C12H13N1O7
  60. The crystal structure of 1,2-bis(pyridinium-4-yl)ethane diperchlorate, C12H14N2·2ClO4 – a second polymorph
  61. The crystal structure of [(1,10-phenantroline-κ2N,N′)-bis(6-phenylpyridine-2-carboxylato-κ2N,O)manganese(II)] monohydrate, C36H26N4O5Mn
  62. Crystal structure of 1,2-bis(2,2,3,3,5,5,5-heptamethyl-1,1,4,4- tetrakis(trimethylsilyl)pentasilan-1-yl)ditellane, C38H114Si18Te2
  63. Crystal structure of 1,2-bis(2,4-dinitro-1H-imidazol-1-yl)ethane – dimethylformamide (1/1), C11H13N9O9
  64. Crystal structure of (Z)-3-((tert-butylamino) methylene)-2-(2-hydroxynaphthalen-1-yl) chroman-4-one, C24H23NO3
  65. Synthesis and crystal structure of (E)-1-(4-(((E)-3-(tert-butyl)-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-ethyl oxime, C21H26N2O2
  66. Crystal structure of the double salt bis(5-amino-1,2,4-triazol-4-ium-3-yl)methane hydrogen oxalate hemioxalate, C8H11N8O6
  67. Hydrothermal synthesis and crystal structure of catena-poly[diaqua-bis(μ2-4-[(4-pyridinylmethyl)amino]benzoato-κ2N:O)cobalt(II)]–1,2bi(4-pyridyl)ethene–water (1/1/1), C50H50N8O8Co
  68. Crystal structure of 3-(3-bromophenyl)-1′,3′-dimethyl-2′H,3H,4H-spiro[furo[3, 2-c]chromene-2,5′-pyrimidine]-2′,4,4′,6′(1′H,3′H) tetraone, C22H15BrN2O6
  69. The crystal structure of poly[aqua-(μ2-4,4′- bis(imidazolyl)biphenyl-κ2N:N′)-(μ2-3-nitrobenzene-1,2-dicarboxylato-κ2O:O′)]copper (II) hydrate, C26H21N5O8Cu
  70. The crystal structure of bis(4-(6-carboxy-8-ethyl-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2- yl)piperazin-1-ium) adipate tetrahydrate, C36H52F2N8O14
  71. Synthesis and crystal structure of poly[aqua(μ4-(1R,2S,4R)-4-hydroxy-1-((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)pyrrolidin-1-ium-2-carboxylate-κ4O:O′:O″:O‴)sodium(I)] monohydrate, C21H22NNaO12S
  72. Crystal structure of chlorido-(η6-toluene)(2,2′-bipyridine-κ2N,N′)ruthenium(II) hexafluorophosphate, C17H16ClN2RuPF6
  73. The crystal structure of (R)-6-hydroxy-8-methoxy-3-methylisochroman-1-one, C11H12O4
  74. Crystal structure of catena-poly[(5,5,7,12,12,14-hexamethyl -1,4,8,11-tetraazacyclotetradecane- κ4N,N′,Nʺ,N‴)nickel(II)-(μ2-perchlorato-κ2O:O′)] 3,5-dicarboxybenzoate – methanol (1/2), C27H49ClN4NiO12
  75. The crystal structure of 4-(chloromethyl)benzonitrile, C8H6ClN
  76. The crystal structure of dimethylammonium 8-[(7,9-dioxo-6,10-dioxaspiro[4.5]decan-8-ylidene)methyl]-9-oxo-6,10-dioxaspiro[4.5]dec-7-en-7-olate, C19H25NO8
  77. Crystal structure of (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((1-acetyl-5-bromo-4-chloro-1H-indol-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate hemihydrate C24H25BrClNO11
  78. The crystal structure of the co-crystal tetrakis[2-(tris(4-methoxyphenyl)stannyl)ethyl]silane – tetrahydrofuran – toluene – tetrahydrofurane (1/1/1), C103H116O13SiSn4
  79. Crystal structure of methyl 3-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)propanoate, C16H13NO4
  80. Crystal structure of ethyl (Z)-3-amino-2-cyano-3-(2-oxo-2H-chromen-3-yl)acrylate, C15H12N2O4
  81. Crystal structure of methyl 2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)acetate, C15H11NO4
  82. Crystal structure of catena-poly[diaqua-bis(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2N:N′)cobalt(II)] tetrafluoroterephthalate, C26H28N8O6F4Co
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