Home Physical Sciences Crystal structure of triethylammonium(5-carboxypyridine-2-thiolato-κ2N,S)-bis(dimethylsulfoxide-κ1S)-(6-sulfidonicotinato-κ2N,S)ruthenium(II) trihydrate, C22H41N3O9RuS4
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Crystal structure of triethylammonium(5-carboxypyridine-2-thiolato-κ2N,S)-bis(dimethylsulfoxide-κ1S)-(6-sulfidonicotinato-κ2N,S)ruthenium(II) trihydrate, C22H41N3O9RuS4

  • Zheng Junwei , Wang Fuqiang , Gu Jiacheng and Xiu Lian Lu EMAIL logo
Published/Copyright: February 4, 2019
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 234 Issue 3

Abstract

C22H41N3O9RuS4, monoclinic, P21/n (no. 14), a = 8.6882(1) Å, b = 25.5660(1) Å, c = 14.1187(1) Å, β = 90.393(1)°, V = 3136.01(4) Å3, Z = 4, Rgt(F) = 0.0220, wRref(F2) = 0.0561, T = 120(1) K.

CCDC no.: 1877265

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

Table 1:

Data collection and handling.

Crystal:Red block
Size:0.24 × 0.23 × 0.11 mm
Wavelength:Cu Kα radiation (1.54184 Å)
μ:6.97 mm−1
Diffractometer, scan mode:XtaLAB AFC12, ω
θmax, completeness:2θ, >99%
N(hkl)measured, N(hkl)unique, Rint:83126, 6348, 0.027
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 6289
N(param)refined:369
Programs:CrysAlisPRO [1], Olex2 [2], SHELX [3, 4]
Table 2:

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

AtomxyzUiso*/Ueq
Ru10.26895(2)0.45136(2)0.23212(2)0.01377(5)
S10.20055(5)0.50674(2)0.09937(3)0.01811(9)
S20.52526(5)0.48586(2)0.27693(3)0.01812(9)
S30.15632(5)0.49480(2)0.35010(3)0.02406(10)
S40.05892(5)0.40171(2)0.21298(3)0.01777(9)
O10.64311(17)0.33555(6)−0.13304(9)0.0314(3)
O20.69688(16)0.31974(5)0.01987(9)0.0265(3)
H20.73370.2925−0.00080.040*
O30.53821(16)0.25145(5)0.49809(11)0.0323(3)
O40.29047(15)0.26892(5)0.47281(10)0.0272(3)
O5−0.01347(17)0.49983(7)0.34835(10)0.0387(4)
O60.00914(15)0.37229(6)0.29818(9)0.0290(3)
N10.37188(16)0.42603(5)0.10516(9)0.0144(3)
N20.39035(16)0.40107(6)0.32129(9)0.0161(3)
C10.32227(19)0.46344(6)0.04321(12)0.0161(3)
C20.3723(2)0.46396(7)−0.05028(12)0.0188(3)
H2A0.33840.4896−0.09220.023*
C30.4731(2)0.42571(7)−0.07942(12)0.0191(3)
H30.50730.4253−0.14170.023*
C40.52417(19)0.38745(7)−0.01577(12)0.0172(3)
C50.47127(19)0.38935(6)0.07688(11)0.0157(3)
H50.50580.36450.12020.019*
C60.6278(2)0.34487(7)−0.04857(12)0.0209(3)
C70.52855(19)0.42562(6)0.33348(11)0.0166(3)
C80.6458(2)0.40231(7)0.38656(12)0.0201(3)
H80.74160.41830.39270.024*
C90.6163(2)0.35486(7)0.42988(13)0.0224(4)
H90.69280.33890.46610.027*
C100.4728(2)0.33067(7)0.41980(12)0.0198(3)
C110.3636(2)0.35496(7)0.36256(12)0.0178(3)
H110.26910.33870.35270.021*
C120.4334(2)0.27969(7)0.46713(13)0.0229(4)
C130.2273(3)0.56024(9)0.36033(16)0.0376(5)
H13A0.33470.55940.37680.056*
H13B0.17150.57840.40870.056*
H13C0.21390.57810.30100.056*
C140.2086(3)0.47024(10)0.46395(14)0.0356(5)
H14A0.17210.43500.47030.053*
H14B0.16320.49170.51200.053*
H14C0.31860.47080.47080.053*
C15−0.1098(2)0.43310(8)0.16779(14)0.0269(4)
H15A−0.14110.46020.21070.040*
H15B−0.19110.40790.16130.040*
H15C−0.08810.44820.10700.040*
C160.0859(2)0.35467(8)0.12179(15)0.0318(4)
H16A0.11000.37220.06360.048*
H16B−0.00680.33470.11360.048*
H16C0.16900.33170.13890.048*
O70.0107(2)0.32281(10)0.47440(12)0.0584(6)
H7A−0.00350.33870.42220.088*
H7B0.08800.30260.46970.088*
O80.36456(17)0.22700(7)0.26790(11)0.0390(4)
H8A0.29300.21140.29740.059*
H8B0.33900.23050.21000.059*
N30.65611(19)0.18888(6)0.27948(11)0.0262(3)
H3A0.55230.20380.27790.031*
C170.7514(3)0.27692(10)0.23055(17)0.0472(6)
H17A0.79350.26570.17120.071*
H17B0.80740.30680.25330.071*
H17C0.64510.28610.22180.071*
C180.7642(2)0.23311(8)0.30183(14)0.0307(4)
H18A0.86900.22000.30270.037*
H18B0.74150.24660.36440.037*
C190.6819(3)0.16475(9)0.18442(15)0.0364(5)
H19A0.67710.19210.13680.044*
H19B0.59870.14040.17140.044*
C200.8330(4)0.13609(12)0.17455(19)0.0541(7)
H20A0.84440.12450.11030.081*
H20B0.83430.10640.21620.081*
H20C0.91620.15920.19080.081*
C210.6592(3)0.15050(8)0.35977(14)0.0313(4)
H21A0.63560.16880.41800.038*
H21B0.76250.13650.36600.038*
C220.5480(3)0.10573(9)0.34799(17)0.0412(5)
H22A0.57920.08430.29560.062*
H22B0.44660.11920.33610.062*
H22C0.54730.08510.40480.062*
O90.32388(19)0.24571(8)0.08040(11)0.0425(4)
H9A0.38660.22980.04460.064*
H9B0.23450.24510.05550.064*

Source of material

A mixture of Ru(DMSO)4Cl2 (0.0484 g, 0.1 mmol) [5], 6-mercaptonicotinic acid (6-H2mna) (0.0311 g, 0.1 mmol) and trimethylamine (29 μL) in methanol (30 mL) was stirred and refluxed for 6 h. The resultant red solution was concentrated to ca. 3 mL under reduced pressure, diethyl ether (10 mL) was added to obtain yellow solids, which were washed with distilled water, diethyl ether and then dried in vacuo. Single crystals of the title complex were obtained by slow evaporation of a solution of acetone at 277 K.

Experimental details

All hydrogen atoms were placed in idealized positions and allowed to ride on their parent atoms. Hydrogen atoms at the oxygen atoms were obtained from a difference Fourier map and fixed for the latter stages of the refinement.

Comment

Transition metal complexes containing nicotinic acid or its derivatives have been extensively studied [6]. The interest derives from: (i) the versatile coordinating modes of nicotinic acids since they have N and O coordination atoms [7], [8], [9], (ii) the various supramolecular structures of the complexes association with hydrogen bonds, π-π interaction and metallophilic interaction [10, 11] , (iii) the promising biological activities of the complexes, such as antibacterial, antifungal, antitumor, anti-inflammatory and antiviral activity [12], [13], [14], [15]. However, we note that Ru complexes with nicotinate ligands are rarely reported. To date, only a limited number of ruthenium complexes containing nicotinic acid and its derivatives have been structurally characterized [14], [16], [17], [18], [19]. Herein, we described a structure of a ruthenium complex with 6-mercaptonicotinic acid.

The asymmetric unit of the crystal structure (cf. the figure) is comprised of one cationic [NEt3H]+, one anionic [Ru(6-mna)(6-Hmna)(DMSO)2]− and three water molecules. The ruthenium atom is 6-coordinated by two O atoms from two DMSO ligands and each two N, S atoms from two 6-mercaptonicotinate anions, namely 5-carboxypyridine-2-thiolate and 6-sulfidonicotinate, which is similar to those of ruthenium complexes with mercaptopyridine and DMSO ligands [20]. All bond lengths and angles in this title structure are in normal range. Two DMSO ligands adopt monodentate coordination mode, with Ru (1)—S(3) 2.2333(4) Å and Ru (1)—S(4) 2.2377(4) Å. The two sulfido-based ligands adopt bidentate coordination mode, with Ru (1)—N (1) 2.1104(13) Å, Ru (1)—S(1) 2.4197(4) Å, Ru (1)—N (2) 2.0814(14) Å and Ru (1)—S(2) 2.4734(4) Å. The water, carboxylic group and DMSO ligand are both involved in O—H⋯O hydrogen bonds. In the meantime, the water and trimethylamine are both involved in O—H⋯N hydrogen bonds.

Acknowledgements

This work was supported by a business company of China.

References

1. Rigaku Oxford Diffraction: CrysAlisPro 1.171.39.33c. Rigaku Oxford Diffraction (2017).Search in Google Scholar

2. Dolomanov, O. V.; Bourhis, L. J.; Gildea, R. J.; Howard, J. A.; Puschmann, H.: OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Crystallogr. 42 (2009) 339–341.10.1107/S0021889808042726Search in Google Scholar

3. Sheldrick, G. M.: Crystal structure refinement with SHELXL. Acta Crystallogr. C71 (2015) 3–8.10.1107/S2053229614024218Search in Google Scholar

4. Sheldrick, G. M.: SHELXT – integrated space-group and crystal-structure determination. Acta Crystallogr. A71 (2015) 3–8.10.1107/S2053273314026370Search in Google Scholar

5. Evans, I. P.; Spencer, A.; Wilkinson, G.: Dichlorotetrakis (dimethyl sulphoxide) ruthenium(II) and its use as a source material for some new ruthenium (II) complexes. J. Chem. Soc., Dalton Trans. 2 (1973) 204–209.10.1039/dt9730000204Search in Google Scholar

6. Verma, S. K.; Bhojak, N.: A review on coordination behaviour and bioactivity of metal complexes of nicotinic acid and its derivatives. World J. Pharm. Pharm. Sci. 6 (2017) 490–514.10.20959/wjpps20176-9262Search in Google Scholar

7. Marchal, S.; Moreno, V.; Aullon, G.; Alvarez, S.; Quiros, M.; Font-Bardia, M.; Solans, X.: Synthesis and study of trinuclear Pd(II) and Pt(II) complexes with 2-mercaptonicotinic acid: crystal and molecular structure of [Pd3(mercaptonicotinic acid)3Cl3]. Polyhedron 18 (1999) 3675–3682.10.1016/S0277-5387(99)00303-4Search in Google Scholar

8. Macazaga, M. J.; Rodríguez, J.; Quiroga, A. G.; Peregina, S.; Carnero, A.; NavarroRanninger,C.; Medina, R. M.: Platinum (IV) complexes of 3-and 4-picolinic acids containing ammine or isopropylamine ligands–synthesis, characterization, X-ray structures, and evaluation of their cytotoxic activity against cancer cell lines. Eur. J. Inorg. Chem. 2008 (2008) 4762–4769.10.1002/ejic.200800591Search in Google Scholar

9. Morsali, A.; Panjehpour, A.; Joo, S. W.: Sonochemical synthesis of nano-structured lead (II) coordination polymer with 2-aminonicotinic acid: thermal, structural and X-ray powder diffraction studies. J. Inorg. Organomet. Polym. 22 (2012) 1341–1349.10.1007/s10904-012-9771-zSearch in Google Scholar

10. Gao, Z. Q.; Li, H. J.; Gu, J. Z.; Zhang, Q. H.; Kirillov, A. M.: Metal-organic and supramolecular networks driven by 5-chloronicotinic acid: hydrothermal self-assembly synthesis, structural diversity, luminescent and magnetic properties. J. Solid State Chem. 241 (2016) 121–130.10.1016/j.jssc.2016.05.034Search in Google Scholar

11. Etaiw, S. E. D. H.; El-Aziz, D. M. A.; Marie, H.; Ali, E.: Cd (II) and holodirected lead (II) 3D-supramolecular coordination polymers based on nicotinic acid: structure, fluorescence property and photocatalytic activity. Solid State Sci. 79 (2018) 15–22.10.1016/j.solidstatesciences.2018.03.004Search in Google Scholar

12. Al-Saif, F. A.; Refat, M. S.: Ten metal complexes of vitamin B3/niacin: spectroscopic, thermal, antibacterial, antifungal, cytotoxicity and antitumor studies of Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II), Pd(II), Cd(II), Pt(IV) and Au(III) complexes. J. Mol. Struct. 1021 (2012) 40–52.10.1016/j.molstruc.2012.04.057Search in Google Scholar

13. Etaiw, S. E. D. H.; Fayed, T. A.; El-bendary, M. M.; Marie, H.: Three-dimensional coordination polymers based on trimethyltin cation with nicotinic and isonicotinic acids as anticancer agents. Appl. Organomet. Chem. 32 (2018) e4066.10.1002/aoc.4066Search in Google Scholar

14. Freitas, C. S.; Roveda Jr, A. C.; Truzzi, D. R.; Garcia, A. C.; Cunha, T. M.; Cunha, F. Q.; Franco, D. W.: Anti-inflammatory and anti-nociceptive activity of ruthenium complexes with isonicotinic and nicotinic acids (niacin)as ligands. J. Med. Chem. 58 (2015) 4439–4448.10.1021/acs.jmedchem.5b00133Search in Google Scholar

15. Zachariadis, P. C.; Hadjikakou, S. K.; Hadjiliadis, N.; Michaelides, A.; Skoulika, S.; Ming, Y.; Xiaolin, Y.: Synthesis, study and structural characterization of a new water soluble hexanuclear silver (I) cluster with the 2-mercapto-nicotinic acid with possible antiviral activity. Inorg. Chim. Acta 343 (2003) 361–365.10.1016/S0020-1693(02)01210-0Search in Google Scholar

16. Sengupta, P.; Ghosh, S.; Mak, T. C.: A new route for the synthesis dicarboxylato) bis(triphenylphosphine) complexes of ruthenium(II) and X-ray structural characterisation of the biologically active trans-[Ru(PPh3)2(L1H)2] (L1H2 = pyridine 2,3-dicarboxylic acid). Polyhedron 20 (2001) 975–980.10.1016/S0277-5387(01)00736-7Search in Google Scholar

17. Dale, S. H.; Elsegood, M. R.: Oxalate complexes of the (η6-p-cymene) ruthenium (II) fragment: μ-oxalato-κ2O1,O2:κ2O1’,O2’-bis [(η6-p-cymene)(triphenylphosphine-κP)ruthenium(II)] bis(tetrafluoroborate) and (η6-p-cymene)(oxalato-κ2O,O’) (pyridine-3,5-dicarboxylic acid-κN)ruthenium(II). Acta Crystallogr. C62 (2006) m166–m170.10.1107/S0108270106007487Search in Google Scholar PubMed

18. Grgurić-Šipka, S.; Ivanović, I.; Rakić, G.; Todorović, N.; Gligorijević, N.; Radulović, S.; Tešić, Ž. L.: Ruthenium (II)–arene complexes with functionalized pyridines: synthesis, characterization and cytotoxic activity. Eur. J. Med. Chem. 45 (2010) 1051–1058.10.1016/j.ejmech.2009.11.055Search in Google Scholar PubMed

19. Poljarević, J. M.; Gál, G. T.; May, N. V.; Spengler, G.; Dömötör, O.; Savić, A. R.; Enyedy, É. A.: Comparative solution equilibrium and structural studies of half-sandwich ruthenium (II) (η6-toluene)complexes of picolinate derivatives. J. Inorg. Biochem. 181 (2018) 74–85.10.1016/j.jinorgbio.2017.12.017Search in Google Scholar PubMed

20. Dwivedi, S. D.; Dubey, S. K.; Singh, A. K.; Pandey, K. K.; Pandey, D. S.: New ruthenium(II) thiolato complexes: synthesis, reactivity, spectral, structural and DFT studies. Inorg. Chim. Acta 363 (2010) 2095–2103.10.1016/j.ica.2010.02.015Search in Google Scholar

Received: 2018-11-06
Accepted: 2019-01-14
Published Online: 2019-02-04
Published in Print: 2019-03-26

©2019 Zheng Junwei et al., published by De Gruyter, Berlin/Boston

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

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  43. The crystal structure of poly[(μ5-2,5-dicarboxy-benzoato-κ4O:O:O′:O′′,O′′′)silver(I)], C9H5AgO6
  44. Crystal structure of (E)-1-(thiophen-2-yl)-N-(5-((triphenylstannyl)thio)-1,3,4-thiadiazol-2-yl)methanimine, C25H19N3S3Sn
  45. Crystal structure of diaqua-bis(3,5-dichloroisonicotinato-κ1O)-bis(1,3-di(pyridin-4-yl)propane-κ1N)cobalt(II), C38H36Cl4N6O6Co
  46. Crystal structure of dodecaaqua-bis(μ2-4,4′-bipyridine-κ2N:N′)-bis(4,4′-((5-carboxylato-1,3-phenylene)bis(oxy))dibenzoato-κ1O)tricopper(II) - water (1/4), C62H70Cu3N4O32
  47. Crystal structure of bis(5-methoxy-2-(((2-oxidoethyl)imino)methyl)phenolate-κ3O,N,O′)manganes(IV), C20H22N2O6Mn
  48. Crystal structure of tetramethylammonium (2-(3-ethoxy-2-oxidobenzylidene)-1-(2-hydroxybenzoyl)hydrazin-1-ido-κ3N,N′,O)cobalt(III), C36H40N5O8Co
  49. Crystal structure of 6-cyclohexyl-6,7-dihydrodibenzo[c,f][1,5]azabismocin-12(5H)-yl nitrate, C20H23O3N2Bi
  50. Crystal structure of (E)-N-((2S,3S,4R,10R,13S, 17S)-17-(1-(dimethylamino) ethyl)-2,4-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)-2-methylbut-2-enamide, C24H48N2O3
  51. Crystal structure of (E)-2-((4-chlorophenyl)(phenyl)methylene)hydrazine-1-carbothioamide, C14H12ClN3S
  52. Crystal structure of 1-benzyl-3-cyano-6-phenyl-1,2-dihydropyridine, C19H16N2
  53. Isolation and crystal structure of 4-((2-(methoxycarbonyl)phenyl)amino)-2-methyl-4-oxobutanoic acid from Delphinium Grandiflorum, C13H15N1O5
  54. Crystal structure of tetraqua-bis(4-(hydroxymethyl)benzoato-κO)nickel(II), C16H22O10Ni
  55. Crystal structure of ajacisine D monohydrate, C30H44N2O9
  56. The crystal structure of (E)-4-(1-(2-aminophenylimino)ethyl)benzene-1,3-diol, C14H14N2O2
  57. Crystal structure of poly[(μ4-(4H-1,2,4-triazol-4-yl)phenyl)acetato-κ4N,N′,O,O′)(formiato-κ1O)cobalt(II)], C11H9CoN3O4
  58. The crystal structure of bis tetrabutylammonium bis(μ3-2,2,2-tri(hydroxymethyl)ethyl-4-((3-methoxy-3-oxopropyl)amino)-4-oxobutanoato)-(μ6-oxido)-hexakis(μ2-oxido)-hexaoxido-hexavanadium(V), C58H112N4O29V6
  59. Crystal structure of (N-benzylpropane-1,3-diamine-κ2N, N′)(2,2′-bipyridine-κ2N,N′)platinum(II) chloride, C20H24Cl2N4Pt
  60. Crystal structure of 5-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)-N-phenyl-2-amine, C23H16ClN5O
  61. Crystal structure of poly-[(μ2(carboxylatomethyl)((3-nitrophenyl)sulfonyl)amido-κ3N: O:O′)(μ2-4,4′-bipyridine-κ2N:N′)copper(II)], C18H14CuN4O6S
  62. Crystal structure of poly-[(μ2-(carboxylatomethyl)((3-nitrophenyl)sulfonyl)amido-κ3N:O:O′)(μ2-4,4′-bipyridine-κ2N:N′) nickel(II)], C18H14NiN4O6S
  63. Crystal structure of N-((3R,10S,13S,17S)-17-((S)-1-(dimethylamino)ethyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)-N-methylbenzamide, C31H48N2O
  64. The crystal structure of dichloroido(1,3-bis(2,6-dimethyl-phenyl)-1H-3l4-imidazol-2-yl)(2-methyl-4,5-dihydrooxazol-κN)palladium(IV)-water (1/1), C23H29Cl2N3O2Pd
  65. Crystal structure of catena-poly[dibromido-{μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O}zinc(II)], C34H32Br4N8O2Zn2
  66. Crystal structure of diaqua-dichlorido-bis(μ2-2-(((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)imino)methyl)phenolato-κ4O:O,N,O′)dicobalt(II), C36H36Cl2N6O6Co2
  67. 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
  68. The crystal structure of 2-(4-chloro-2,6-dinitrophenyl)-1-(4-chloro)diazene oxide, C12H6Cl2N4O5
  69. Crystal structure of 2-isopropylthioxanthone, C16H14OS
  70. Crystal structure of methyl 2-(4-(3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)acetate, C19H17N5O2
  71. Crystal structure of 4,4-dimethyl-2-(trifluoromethyl)-4,5-dihydro-1H-imidazole, C6H9F3N2
  72. Crystal structure of N-methylanilinium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate monohydrate, C22H21NO8S
  73. Crystal structure of methyl 4-acetoxybenzoate, C10H10O4
  74. Crystal structure of catena-poly[(bis(μ-1,1′-[(5-methoxy-2,4,6-trimethyl-1,3-phenylene)bis(methylene)]bis(1H-1,2,4-triazole)-κ2N:N′)-bis(isothiocyanato-κN)manganese(II)], C34H40MnN14O2S2
  75. Crystal structure of N-(2-methylphenyl)(propan-2-yloxy)carbothioamide, C11H15NOS
https://doi.org/10.1515/ncrs-2018-0488
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Articles in the same Issue

  1. Cover and Frontmatter
  2. Crystal structure of poly[aqua-μ2-4,4′-bis(pyrid-4-yl)biphenyl-κ2N:N′)-μ4-4′-methyl-[1,1′-biphenyl]-3,5-dicarboxylato-κ4O:O′:O′′:O′′′)manganese(II)], C52H40N2O10Mn2
  3. Crystal structure of bis[2-(((3-aminopropyl)imino)methyl)-4-nitro-phenolato-κ3N,N′,O]nickel(II), C20H24N6NiO6
  4. Synthesis and crystal structure of bis{2-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl) phenolato-κ2N,O}cobalt(II) — ethanol (1/1), C34H36CoN4O5
  5. Crystal structure of 1-(4-{2,5-dichloro-3-hydroxy-4-[4-(1-methoxyimino-ethyl)-phenylamino]-6-methyl-phenylamino}-phenyl)-ethanone O-methyl-oxime, C24H22Cl2N4O4
  6. The pseudosymmetric crystal structure of 2,4,6,8,10,12-hexanitrohexaazaisowurtzitane dimethyl carbonate (2/3), C21H30N24O33
  7. Crystal structure of (1,4-diazepane)4CuII2(μ-Cl)10CuI6, C20H48Cl10Cu8N8
  8. Crystal structure of methyl 2,7,7-trimethyl-4-(3-methylthiophen-2-yl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, C19H23NO3S
  9. Crystal structure of methyl 2-(4-(pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)acetate, C15H13N3O2
  10. Crystal structure of (1S,3aR,3bR,10aR,10bR,12aR)-8-amino-3a,3b,6,6,10a-pentamethyl-1-((S)-2,6,6-trimethyltetrahydro-2H-pyran-2-yl)-2,3,3a,3b,4,5,5a,6,10,10a,10b,11,12,12a-tetradecahydro-1H-cyclopenta[7,8]phenanthro[2,3-d]thiazol-12-ol – a panaxadiol dervative, C31H50N2O2S
  11. Crystal structure of bis[(((4-fluorophenyl)amino)methyl)triphenylphosphonium] tetrachloridocobaltate(II), C50H44Cl4CoF2N2P2
  12. Crystal structure of 5,4′-dihydroxy-7,3′-dimethoxyflavanone, C17H16O6
  13. Crystal structure of 3-methyl-cyclobis(1-(1,1′-ferrocenylmethyl)-4-butyl-1H-1,2,3-triazole) tetrafluoroborate, C21H25FeN6⋅BF4
  14. Crystal structure of 3-(2-diethylaminoethyl)-2,3-dihydro-2-thioxoquinazolin-4(1H)-one, C14H19N3OS
  15. Crystal structure of 2-(bis(3,5-dimethylphenyl) ((methyldiphenylsilyl)oxy)methyl) pyrrolidine, C34H39NOSi
  16. The crystal structure of 1,4-dinitro-2,3,5,6-tetraacetoxy-piperazine, C12H16N4O12
  17. Crystal structure of rac-3,6-dimethyl-5-(prop-1-en-2-yl)-6-vinyl-1,4,5,6-tetrahydro-2H-indol-2-one, C15H19NO
  18. Crystal structure of (Cu0.51In0.49)tet[Cr1.74In0.26]octSe4 selenospinel, Cu0.51In0.75Cr1.74Se4
  19. Crystal structure of 7-hydroxy-5-methoxy-4,6-dimethylisobenzofuran-1(3H)-one, C11H12O4
  20. Crystal structure of trans-tetrakis(acetonitrile-κN)bis(triphenylphosphine-κP)ruthenium(II) dihexafluorophosphate - dichloroform (1/2), C46H44Cl6F12N4P4Ru
  21. Crystal structure of 2-((4-nitrophenyl)thio)ethan-1-ol, C8H9NO3S
  22. Crystal structure of diaqua-dichlorido-bis(μ3-6,6′-(hydrazine-1,2-diylidenebis(methanylylidene))bis(2-methoxyphenolato)κ6O,N:N′,O′,O′:O′′)trizinc(II) - ethanol (1/2), C36H44Cl2N4O12Zn3
  23. Crystal structure of the co-crystal 2-[(2-carboxyphenyl)disulfanyl]benzoic acid – 3-chlorobenzoic acid (2/1), C35H25ClO10S4
  24. The crystal structure of 4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-ol, C15H11ClFN3O2
  25. Crystal structure of ethyl (E)-1-(3-ethoxy-3-oxoprop-1-en-1-yl)-2-(4-nitrophenyl)-2,5-dihydro-1H-benzo[b][1,4]diazepine-3-carboxylate, C23H23N3O6
  26. Crystal structure of (E)-2-(4-cyanophenyl)ethenesulfonyl fluoride, C9H6FNO2S
  27. Crystal structure of bis(4-bromo-2-(((3-chloropropyl)imino)methyl)phenolato-κ2N,O)-oxidovanadium(IV), C20H20Br2Cl2N2O3V
  28. The crystal structure of 1,1,1,3,3,3-hexaphenyldistannoxane – 2,2′-bipyridine (1/1), C46H38N2OSn2
  29. Crystal structure of coordination polymer catena-poly[diaqua-(2,6-dichloropyridine-4-carboxyliato-κ2O,O′)-bis(μ2-2,6-dichloropyridine-4-carboxyliato-κ2O:O′)terbium(III), C18H10Cl6N3O8Tb
  30. The crystal structure of 4-((2-(4,5-dihydro-1,5-diphenyl-1H-pyrazol-3-yl)anthracen-10-yl) methyl)morpholine, C34H31N3O
  31. The crystal structure of bis(N,N-dimethylformamide-κO)-tetrakis(9H-xanthene-9-carboxylic-carboxylate-κ2O:O′)dicopper(II) - acetonitrile (1/2), C66H56Cu2N4O14
  32. Crystal structure of trans-dichlorido-(1,3-dimesityl-1H-imidazol-2(3H)-ylidene)-(5-methyl-3,4-dihydro-2H-pyrrole-κN)palladium(II), C25H31Cl2N3OPd
  33. Crystal structure of 8,8′-di-p-tolyl-8′H-7,8′-biacenaphtho[1,2-d]imidazole, C40H26N4
  34. The crystal structure of 3-amino-(2,4-dioxopent-3-yl)-4,5-dihydro-1,2,4-triazinium nitrate, C8H13N5O5
  35. Crystal structure of 4,4′,5,5′-tetraphenyl-2,2′-di-p-tolyl-2′H-1,2′-biimidazole, C44H34N4
  36. Halogen bonds in the crystal structure of 2-bromo-1,10-phenanthroline – 1,4-diiodotetrafluorobenzene (2/1), C30H14Br2F4I2N4
  37. Crystal structure of tris(1-phenyl-1,2-propanedione-2-oximato-κ2N,O)cobalt(III), C27H24N3O6Co
  38. Crystal structure of chlorido-(6,6′-((1,2-phenylenebis(azanylylidene))bis(methanylylidene))bis(3-methoxyphenolato)-κ4O,N,N′,O′)iron(III), C22H18ClN2FeO4
  39. Crystal structure of bis(μ2-1-(4-chlorophenyl)-3-phenyl-4-thenoyl-1H-pyrazol-5-olato-κ3O,O′:O′)-bis-(1-(4-chlorophenyl)-3-phenyl-4-thenoyl-1H-pyrazol-5-olato-κ2O,O)-bis(ethyl acetate-κO)dicadmium(II), C88H64Cl4N8O12S4Cd2
  40. Crystal structure of catena-poly[dichlorido-(μ2-3-(2-pyridyl)-4-(4-pyridyl)-5-(3-pyridyl)-1,2,4-triazole-κ2N:N′)] copper(II), C17H12N6Cl2Cu
  41. Crystal structure of dichlorido-([2,2′:6′,2′′-terpyridine]-4′-carboxylic acid-κ3N,N′,N′′)copper(II) monohydrate, C16H13Cl2CuN3O3
  42. Crystal structure of triethylammonium(5-carboxypyridine-2-thiolato-κ2N,S)-bis(dimethylsulfoxide-κ1S)-(6-sulfidonicotinato-κ2N,S)ruthenium(II) trihydrate, C22H41N3O9RuS4
  43. The crystal structure of poly[(μ5-2,5-dicarboxy-benzoato-κ4O:O:O′:O′′,O′′′)silver(I)], C9H5AgO6
  44. Crystal structure of (E)-1-(thiophen-2-yl)-N-(5-((triphenylstannyl)thio)-1,3,4-thiadiazol-2-yl)methanimine, C25H19N3S3Sn
  45. Crystal structure of diaqua-bis(3,5-dichloroisonicotinato-κ1O)-bis(1,3-di(pyridin-4-yl)propane-κ1N)cobalt(II), C38H36Cl4N6O6Co
  46. Crystal structure of dodecaaqua-bis(μ2-4,4′-bipyridine-κ2N:N′)-bis(4,4′-((5-carboxylato-1,3-phenylene)bis(oxy))dibenzoato-κ1O)tricopper(II) - water (1/4), C62H70Cu3N4O32
  47. Crystal structure of bis(5-methoxy-2-(((2-oxidoethyl)imino)methyl)phenolate-κ3O,N,O′)manganes(IV), C20H22N2O6Mn
  48. Crystal structure of tetramethylammonium (2-(3-ethoxy-2-oxidobenzylidene)-1-(2-hydroxybenzoyl)hydrazin-1-ido-κ3N,N′,O)cobalt(III), C36H40N5O8Co
  49. Crystal structure of 6-cyclohexyl-6,7-dihydrodibenzo[c,f][1,5]azabismocin-12(5H)-yl nitrate, C20H23O3N2Bi
  50. Crystal structure of (E)-N-((2S,3S,4R,10R,13S, 17S)-17-(1-(dimethylamino) ethyl)-2,4-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)-2-methylbut-2-enamide, C24H48N2O3
  51. Crystal structure of (E)-2-((4-chlorophenyl)(phenyl)methylene)hydrazine-1-carbothioamide, C14H12ClN3S
  52. Crystal structure of 1-benzyl-3-cyano-6-phenyl-1,2-dihydropyridine, C19H16N2
  53. Isolation and crystal structure of 4-((2-(methoxycarbonyl)phenyl)amino)-2-methyl-4-oxobutanoic acid from Delphinium Grandiflorum, C13H15N1O5
  54. Crystal structure of tetraqua-bis(4-(hydroxymethyl)benzoato-κO)nickel(II), C16H22O10Ni
  55. Crystal structure of ajacisine D monohydrate, C30H44N2O9
  56. The crystal structure of (E)-4-(1-(2-aminophenylimino)ethyl)benzene-1,3-diol, C14H14N2O2
  57. Crystal structure of poly[(μ4-(4H-1,2,4-triazol-4-yl)phenyl)acetato-κ4N,N′,O,O′)(formiato-κ1O)cobalt(II)], C11H9CoN3O4
  58. The crystal structure of bis tetrabutylammonium bis(μ3-2,2,2-tri(hydroxymethyl)ethyl-4-((3-methoxy-3-oxopropyl)amino)-4-oxobutanoato)-(μ6-oxido)-hexakis(μ2-oxido)-hexaoxido-hexavanadium(V), C58H112N4O29V6
  59. Crystal structure of (N-benzylpropane-1,3-diamine-κ2N, N′)(2,2′-bipyridine-κ2N,N′)platinum(II) chloride, C20H24Cl2N4Pt
  60. Crystal structure of 5-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)-N-phenyl-2-amine, C23H16ClN5O
  61. Crystal structure of poly-[(μ2(carboxylatomethyl)((3-nitrophenyl)sulfonyl)amido-κ3N: O:O′)(μ2-4,4′-bipyridine-κ2N:N′)copper(II)], C18H14CuN4O6S
  62. Crystal structure of poly-[(μ2-(carboxylatomethyl)((3-nitrophenyl)sulfonyl)amido-κ3N:O:O′)(μ2-4,4′-bipyridine-κ2N:N′) nickel(II)], C18H14NiN4O6S
  63. Crystal structure of N-((3R,10S,13S,17S)-17-((S)-1-(dimethylamino)ethyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)-N-methylbenzamide, C31H48N2O
  64. The crystal structure of dichloroido(1,3-bis(2,6-dimethyl-phenyl)-1H-3l4-imidazol-2-yl)(2-methyl-4,5-dihydrooxazol-κN)palladium(IV)-water (1/1), C23H29Cl2N3O2Pd
  65. Crystal structure of catena-poly[dibromido-{μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O}zinc(II)], C34H32Br4N8O2Zn2
  66. Crystal structure of diaqua-dichlorido-bis(μ2-2-(((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)imino)methyl)phenolato-κ4O:O,N,O′)dicobalt(II), C36H36Cl2N6O6Co2
  67. 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
  68. The crystal structure of 2-(4-chloro-2,6-dinitrophenyl)-1-(4-chloro)diazene oxide, C12H6Cl2N4O5
  69. Crystal structure of 2-isopropylthioxanthone, C16H14OS
  70. Crystal structure of methyl 2-(4-(3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)acetate, C19H17N5O2
  71. Crystal structure of 4,4-dimethyl-2-(trifluoromethyl)-4,5-dihydro-1H-imidazole, C6H9F3N2
  72. Crystal structure of N-methylanilinium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate monohydrate, C22H21NO8S
  73. Crystal structure of methyl 4-acetoxybenzoate, C10H10O4
  74. Crystal structure of catena-poly[(bis(μ-1,1′-[(5-methoxy-2,4,6-trimethyl-1,3-phenylene)bis(methylene)]bis(1H-1,2,4-triazole)-κ2N:N′)-bis(isothiocyanato-κN)manganese(II)], C34H40MnN14O2S2
  75. Crystal structure of N-(2-methylphenyl)(propan-2-yloxy)carbothioamide, C11H15NOS
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