Home Physical Sciences Crystal structure of tetrakis(O,O′-diisopropyldithiophosphato-κ2S,S′)-(μ2-1,2-bis(4-pyridylmethylene)hydrazine-κ2N:N′)zinc(II), C36H66N4O8P4S8Zn2
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Crystal structure of tetrakis(O,O′-diisopropyldithiophosphato-κ2S,S′)-(μ2-1,2-bis(4-pyridylmethylene)hydrazine-κ2N:N′)zinc(II), C36H66N4O8P4S8Zn2

  • Yee Seng Tan and Edward R.T. Tiekink ORCID logo EMAIL logo
Published/Copyright: May 8, 2019
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 234 Issue 4

Abstract

C36H66N4O8P4S8Zn2, triclinic, P1̄ (no. 2), a = 7.94960(10) Å, b = 11.5638(2) Å, c = 16.5616(2) Å, α = 75.604(1)°, β = 86.321(1)°, γ = 83.103(2)°, V = 1463.06(4) Å3, Z = 1, Rgt(F) = 0.0424, wRref(F2) = 0.1072, T = 100(2) K.

CCDC no.: 1903609

The molecular structure is shown in the figure. 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:Yellow prism
Size:0.15 × 0.08 × 0.06 mm
Wavelength:Cu Kα radiation (1.54184 Å)
μ:5.08 mm−1
Diffractometer, scan mode:XtaLAB Synergy, ω
θmax, completeness:67.1°, >99%
N(hkl)measured, N(hkl)unique, Rint:31791, 5233, 0.029
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4906
N(param)refined:288
Programs:CrysAlisPRO [1], SHELX [2], [3], WinGX/ORTEP [4]
Table 2:

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

AtomxyzUiso*/Ueq
Zn0.13182(6)0.55581(5)0.72672(3)0.04352(17)
S10.18842(10)0.45555(7)0.86473(5)0.02501(18)
S20.05167(10)0.34912(7)0.71701(5)0.02400(18)
S3−0.09759(11)0.67729(8)0.66614(6)0.0301(2)
S40.18781(11)0.78110(7)0.75900(5)0.02757(19)
P10.11108(10)0.31239(7)0.83603(5)0.01980(17)
P2−0.03636(11)0.81383(7)0.70957(5)0.02375(19)
O10.2566(3)0.20575(19)0.86011(13)0.0234(5)
O2−0.0392(3)0.2616(2)0.89677(13)0.0234(5)
O3−0.0572(3)0.9264(2)0.63286(14)0.0311(6)
O4−0.1811(3)0.8509(2)0.77127(14)0.0315(6)
N10.3461(3)0.5574(2)0.65253(17)0.0252(6)
N20.9280(3)0.4870(3)0.52601(16)0.0239(6)
C10.2480(4)0.0914(3)0.8367(2)0.0275(7)
H10.1371840.0937840.8105950.033*
C20.2605(6)−0.0073(3)0.9147(3)0.0417(9)
H2A0.1618680.0033550.9517990.062*
H2B0.364329−0.0048680.9428610.062*
H2C0.263635−0.0849290.9005630.062*
C30.3924(5)0.0792(4)0.7734(2)0.0396(9)
H3A0.3800100.1478910.7248370.059*
H3B0.3893870.0047510.7556620.059*
H3C0.5009330.0772490.7989180.059*
C4−0.2051(4)0.3335(3)0.8941(2)0.0296(8)
H4−0.2032220.4073370.8474560.036*
C5−0.2347(5)0.3692(4)0.9763(3)0.0442(10)
H5A−0.1439560.4154890.9837440.066*
H5B−0.2352960.2968001.0220910.066*
H5C−0.3441670.4182610.9762050.066*
C6−0.3334(5)0.2575(4)0.8776(3)0.0431(10)
H6A−0.3071270.2390290.8232020.065*
H6B−0.4469080.3012870.8774320.065*
H6C−0.3299620.1825540.9212800.065*
C7−0.0186(6)1.0449(3)0.6386(2)0.0409(10)
H7−0.0002161.0439440.6979780.049*
C8−0.1673(8)1.1318(4)0.6072(4)0.0782(19)
H8A−0.2656141.1138990.6452190.117*
H8B−0.1928881.1251260.5515370.117*
H8C−0.1414801.2135360.6041650.117*
C90.1417(8)1.0740(5)0.5854(3)0.0652(15)
H9A0.2339161.0105750.6044010.098*
H9B0.1737451.1509910.5907110.098*
H9C0.1205351.0792900.5268870.098*
C10−0.2077(5)0.7719(4)0.8538(2)0.0455(11)
H10−0.1135920.7049820.8645660.055*
C11−0.3734(6)0.7213(5)0.8551(3)0.0654(14)
H11A−0.3688800.6754360.8124510.098*
H11B−0.4651690.7871420.8434930.098*
H11C−0.3941910.6684420.9101290.098*
C12−0.2030(6)0.8484(6)0.9158(3)0.0669(16)
H12A−0.0908980.8768250.9125070.100*
H12B−0.2253960.8003490.9722740.100*
H12C−0.2896490.9174420.9025080.100*
C130.3663(4)0.6474(3)0.5852(2)0.0288(7)
H130.2763430.7099050.5707670.035*
C140.5130(4)0.6525(3)0.5360(2)0.0262(7)
H140.5231620.7174820.4884940.031*
C150.6457(4)0.5622(3)0.55632(19)0.0211(6)
C160.6239(4)0.4684(3)0.6262(2)0.0243(7)
H160.7120600.4049950.6420840.029*
C170.4736(4)0.4688(3)0.6719(2)0.0262(7)
H170.4591370.4039880.7190160.031*
C180.8055(4)0.5690(3)0.50667(19)0.0237(7)
H180.8174820.6348920.4599700.028*

Source of material

The Zn[S2P(O-i-Pr)2]2 precursor was prepared in high yield from the in situ reaction of Zn(NO3)2⋅6 H2O (Alfa Aesar; 14.87 g, 0.05 mol), i-PrOH (Merck; 16.05 mL, 0.21 mol), P2S5 (Sigma-Aldrich; 11.11 g, 0.05 mol) and 50° w/w NaOH solution (Merck; 8.80 mL, 0.11 mol). The 1,2-bis(4-pyridylmethylene)hydrazine precursor was prepared in high yield by refluxing 4-picolylamine (Aldrich; 2.03 mL, 0.02 mol) and hydrazinium hydroxide (Merck; 0.49 mL, 0.01 mol) in ratio 2:1 in ethanol solution (Merck; 5 mL). The title compound was obtained by mixing the suspension of the Zn[S2P(O-i-Pr)2]2 (0.50 g, 1.02 mmol) and 1,2-bis(4-pyridylmethylene)hydrazine (0.22 g, 1.05 mmol) in dimethylformamide (Merck; 5 mL), followed by stirring for 30 min at 373 K. The solution was filtered and the filtrate was collected in a sample vial containing acetonitrile (Merck; 1 mL). Yellow blocks formed after one day. Yield: 0.53 g (87%, based on Zn[S2P(O-i-Pr)2]2). M. pt (Biobase Automatic Melting Apparatus MP45): 399.75−400.55 K. IR (Bruker Vertex 70 V equipped with Platinum ATR from 400 to 80 cm−1): 1104 (m) ν(C—O), 960(s) ν(P—O), 660 (s) ν(P—S)asym, 552 (m) ν(P—S)sym cm−1. 1H NMR (Bruker Ascend 400 MHz, d6-DMSO): δ 8.76 (dd, 4H, 2-aryl-H, 3JHH = 6.04 Hz, 4JHH = 2.93 Hz), 8.70 (s, 2H, N=CH), 7.85 (dd, 4H, 3-aryl-H, 3JHH = 6.10 Hz, 4JHH = 2.96 Hz), 3.82 (d sept, 8H, OCH, 3JPH = 13.25 Hz, 3JHH = 6.36 Hz), 1.19 (d, 48H, CH3, 3JHH = 6.23 Hz) ppm. 13C{1H} NMR (Bruker Ascend 400 MHz, d6-DMSO): δ 159.5 (C=N), 150.5 (2-C5H4N), 140.7 (1-C5H4N), 122.2 (3-C5H4N), 69.0 (d, OCH, 2JPC = 6.73 Hz), 23.7 (d, CH3, 3JPC = 4.51 Hz) ppm. 31P{1H} NMR (Bruker Ascend 400 MHz, d6-DMSO): δ 106.7 ppm.

Experimental details

The C-bound H atoms were geometrically placed (C—H = 0.95−1.00 Å) and refined as riding with Uiso(H) = 1.2−1.5Ueq(C).

Comment

Generally, 1:1 reactions between {Zn[S2P(OR)2]2}n, which are uniformly self-associated in the condensed phase [5], and potentially bridging bipyridyl donors lead to polymeric chains [6], [7], [8]. However, this is not always the case owing to steric effects. For example, when R is the bulky cyclohexyl group, only mononuclear species, with rare monodentate coordination for trans-1,2-bis(2-pyridyl)ethene, is found in Zn[S2P(OCy)2]2(trans-1,2-bis(2-pyridyl)ethene) [7] or binuclear species when 4,4′-bipyridine is employed, i.e. {Zn[S2P(OCy)2]2}2(4,4′-bipyridine) [8] are observed. When the distance between the bridging nitrogen atoms is greatly enhanced such effects may be militated so that in the case when the bipyridyl molecule is 1,2-bis(4-pyridylmethylene)hydrazine, a zig-zag coordination polymer, {Zn[S2P(OCy)2]2(trans-1,2-bis(2-pyridyl)ethene)}2, ensues [9]. In continuation of studies in this area [10], herein the product of the 1:1 reaction between Zn[S2P(O-i-Pr)2]2 and 1,2-bis(4-pyridylmethylene)hydrazine, i.e. the 1:2 species {Zn[S2P(O-i-Pr)2]2}2(1,2-bis(4-pyridylmethylene)hydrazine) has been examined crystallographically, rather than the anticipated 1:1 species.

The full binuclear complex is shown in the figure (70% displacement ellipsoids and symmetry operation i: 2 − x, 1 − y, 1 − z) which is located about a centre of inversion. Two distinct coordination modes for the dithiophosphate ligands are noted. The S1-ligand is chelating with disparate Zn—S bond lengths: the Zn—S1 bond [2.3366(9) Å] is 0.25 Å shorter than the Zn—S2 bond [2.5912(10) Å]. An isodentate coordination is found for the S3-dithiophosphate ligand with the Zn—S3 bond length of 2.2858(9) Å being nearly 0.60 Å shorter than the Zn⋯S4 separation of 2.8762(1) Å. The difference in the modes of coordination of the dithiophosphate ligands correlates with systematic variations in the associated P—S bond lengths. Thus, for the anisodentate ligand the difference between the the P—S bonds is 0.05 Å with the shorter bond length associated with the S4 atom, i.e. the atom forming the weak contact to zinc [P—S3, S4 = 2.0103(12) and 1.9648(12) Å]. For the asymmetrically chelating ligand, the difference in the P—S bonds reduces to 0.02 Å [P—S1, S2 = 2.0044(11) and 1.9859(11) Å], again with the S2 involved in the weaker Zn—S bond forming the shorter of the P—S bonds. The fifth position in the distorted penta-coordinate geometry is occupied by a pyridyl donor of the bridging 1,2-bis(4-pyridylmethylene)hydrazine ligand; Zn—N1 = 2.034(3) Å. The angles subtended by the resultant NS4 donor set range from a narrow 78.93(3)° for the S3—Zn—S4 chelate angle to a wide 171.53(3)° for the angle formed by the weakly bound sulphur atom of each ligand, i.e. S2—Zn—S4. With a value of τ = 0.65, the five-coordinate geometry is intermediate between the ideal trigonal-bipyramdial [τ = 1.0] and square-pyramidal [τ = 0.0] geometries [11].

In the crystal, the binuclear molecules assemble into columns parallel to the a-axis direction with no directional interactions between them.

Acknowledgements

Sunway University is thanked for supporting crystal engineering studies of metal 1,1-dithiolates.

References

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Received: 2019-02-21
Accepted: 2019-03-16
Published Online: 2019-05-08
Published in Print: 2019-06-26

© 2019 Yee Seng Tan 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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  50. Crystal structure of 3-amino-2-hydroxy-6-methoxybenzamide hydrate, C16H22N4O7
  51. Crystal structure of hemikis(cyclohexane-1,4-diammonium) (pyridine-2-carboxylate), [C6H16N2]0.5[C6H4NO2]
  52. Crystal structure of 2-chloro-4-(prop-2-yn-1-yloxy)-6-(thiophen-2-yl)-1,3,5-triazine, C10H6ClN3OS
  53. The crystal structure of 3-butyl-1-methyl-1H-imidazol-3-ium catena-poly[tris(μ2-bromido-κ2Br:Br)lead(II)], C8H15Br3N2Pb
  54. Crystal structure of 3-(5-amino-1H-1,2,4-triazol-3-yl)-1-(piperidin-1-yl)propan-1-one, C10H17N5O
  55. Crystal structure of aqua-2,2′,2′′-(((nitrilo-κN-tris(ethane-2,1-diyl))tris(azanylylidene-κ3N′,N′′,N′′′))tris(methanylylidene))tris(4-chlorophenolato-κ3O,O′,O′′)neodymium(III), C27H26Cl3N4NdO4
  56. Crystal structure of dichlorido-(μ2-2,2′-(diazene-1,2-diyl)bis(benzen-1-ido)-κ2C:C′)dimercury(II), C12H8Cl2Hg2N2
  57. Crystal structure of (3E,5E)-3,5-bis(4-cyanobenzylidene)-1-((4-fluorophenyl)sulfonyl)piperidin-4-one, C27H18FN3O3S
  58. Crystal structure of dichlorido(pyridine-κN)(2,4,6-tri-2-pyridyl-1,3,5-triazine-κ3N2,N1,N6)nickel(II), C23H17Cl2N7Ni
  59. Redetermination of the crystal structure of tetrakis(4-chlorobenzyl)tin(IV), C28H24Cl4Sn
  60. The crystal structure of 2,6-bis(pyridin-1-ium-3-ylmethyl)hexahydro-4,8-ethenopyrrolo-[3,4-f] isoindole-1,3,5,7-tetrone tetrachloridocuprate(II) monohydrate, C24H24Cl4CuN4O5
  61. Crystal structure of cyclo-[octaaqua-tetrakis(μ2-5,5′-(1H-imidazole-4,5-diyl)bis(tetrazol-2-ido)-κ4N,N′,N′′,N′′′)tetramagnesium(II)], C20H24N40O8Mg4
  62. The crystal structure of a matrine derivative, 13-(4-Cl-pyrrole)-matrine, C18H26ClN4O
  63. Crystal structure of (dibenzyl sulphoxide-κO)bis(2-chlorobenzyl-κC1)dichloridotin(IV), C28H26Cl4OSSn
  64. Crystal structure of catena-poly[(μ2-azido-κ2N:N)(μ2-4-cyanobenzoato-κ2O:O′)-(μ2-methanol-κ2O:O)copper(II)], C9H8CuN4O3
  65. Crystal structure of 1,1′-dibenzyl-3,3′-dicyano-1,1′,4,4′-tetrahydro-4,4′-bipyridine, C26H22N4
  66. Crystal structure of (2-bromobenzyl)((1-bromonaphthalen-2-yl)methyl)sulfane, C18H14Br2S
  67. Crystal structure of 2-(4-ammoniocyclohexyl)-3-(pyridin-2-yl)imidazo[1,5-a]pyridin-2-ium 2-[(2-carboxylatophenyl)disulfanyl]benzoate dihydrate, [C18H22N4][C14H8O4S2] ⋅ 2H2O
  68. Crystal structure of (E)-N-((3R,5S,10S, 13S,14S,17S)-17-((S)-1-(dimethylamino)ethyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)-2-methylbut-2-enamide – water – methanol (1/1/1), C29H54N2O3
  69. Crystal structure of methyl 2-(4-(3-(2,4-difluorophenyl)pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)acetate, C21H15F2N3O2
  70. Crystal structure of poly[triaqua-(μ4-benzene-1,3,5-tricarboxylato-κ5O1,O2:O3:O4:O5)-(μ2-5-(3-pyridyl)tetrazolato-κ2N1:N3)dizinc(II)], C15H13N5O9Zn2
  71. Crystal structure of N-(3-methylphenyl)(propan-2-yloxy)carbothioamide, C11H15NOS
  72. Crystal structure of poly[(μ2-1,3-bis(imidazol-1-ylmethyl)benzene-κ2N:N′)(nitrato-κ1O)cadmium(II)] — water (2/1), C28H32CdN10O7
  73. Crystal structure of 4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione, C8H7N3S
  74. Crystal structure of benzyltrichloridobis(1H-pyrazole-κ2N)tin(IV), C13H15Cl3N4Sn
  75. Crystal structure of chlorido-4-fluorobenzyl-bis(2-methylquinolin-8-olato-κ2N,O)tin(IV), C27H22ClFN2O2Sn
  76. Crystal structure of tetrakis(O,O′-diisopropyldithiophosphato-κ2S,S′)-(μ2-1,2-bis(4-pyridylmethylene)hydrazine-κ2N:N′)zinc(II), C36H66N4O8P4S8Zn2
  77. Crystal structure of tetrabutylammonium 4,4-oxydibenzoate – boric acid – water (1/2/6) C46H98B2N2O17
  78. Redetermination of the crystal structure of catena-poly[[tribenzyltin(IV)]-(μ2-pyridine-4-carboxylato-κ2N:O)], C27H25NO2Sn
  79. The synthysis and crystal structure of cyclohexyl 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carboxylate, C18H15N3Cl2F6O3S
  80. The crystal structure of 5,7-bis(2-hydroxyethoxy)-2-phenyl-4H-chromen-4-one, C19H18O6
  81. Synthesis and crystal structure of (±)-Ethyl 5′-(difluoromethyl)-2-oxo-4′,5′-dihydrospiro[indoline-3,3′-pyrazole]-4′-carboxylate, C14H13F2N3O3
https://doi.org/10.1515/ncrs-2019-0133
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Articles in the same Issue

  1. Frontmatter
  2. Crystal structure of (E)-2-(1-((2-aminophenyl)imino)ethyl)-5-fluorophenol, C14H13FN2O
  3. Crystal structure of (E)-2-(1-((2-aminophenyl)imino)ethyl)-4,6-dichlorophenol, C14H12Cl2N2O
  4. The crystal structure of (E)-1-(4-methoxyphenyl)-3-(2-nitrophenyl)triaz-1-ene C8H8N2O4
  5. Crystal structure of (E)-2-(((6-bromopyridin-2-yl)methylene)amino)-3′,6′-bis(ethylamino)-2′,7′-dimethylspiro[isoindoline-1,9′-xanthen]-3-one—methanol (1:1), C32H30N5O2Br ⋅ CH4O
  6. Crystal structure of 2,4-pentanedione bis(2,4-dinitrophenylhydrazone), C17H16N8O8
  7. Crystal structure of sodium morpholine-4-carbodithioate, (C5H12NNaO3S2)
  8. Crystal structure of 1,1′-(hexane-1,6-diyl)bis(3-ethyl-1H-imidazol-3-ium) bis(hexafluorido phosphate), C16H28F12N4P2
  9. Crystal structure of 5-(4-chlorophenyl)-3-(4-fluorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole, C21H16ClFN2
  10. Crystal structure of catena-poly[diaqua-bis(3-carboxy-5-methoxybenzoato-κO)-(1,2-bis(imidazol-1-yl)ethane-κ2N:N′)cobalt(II)], C26H28CoN4O12, [Co(C9H6O5)2(H2O)2(C8H10N4)]
  11. The crystal structure of 3-cyclohexyl-1,5-dioxaspiro[5.5]undecane-2,4-dione, C15H22O4
  12. Crystal structure of (2,4-dimethoxybenzyl)triphenylphosphonium trifluoroacetate — trifluoroacetic acid (1/1), C31H27F6O6P
  13. Crystal structure of 4-tert-butyl-1-(2,6-dimethylphenyl)-1H-1,2,3-triazole, C14H19N3
  14. Crystal structure of 1,1′-methylenebis(4-tert-butylpyridinium) tetrachloridocobaltate(II) – dichloromethane (1:1), C20H30Cl6CoN2
  15. Crystal structure of (4,4′-(ethane-1,2-diylbis((nitrilo)(2-furylmethylylidene)))bis(3-methyl-1-phenyl-1H-pyrazol-5-olato-κ4N,N′,O,O′))-nickel(II)), C32H26N6NiO4
  16. Synthesis and crystal structure of bis{((E)-((4-((E)-1-(benzyloxyimino)ethyl)phenyl)imino)methyl)-2-phenolato-κ2N,O}copper(II), C44H38CuN4O4
  17. Crystal structure of catena-poly[diaqua-bis(3,5-dichloropyridine-4-carboxylato-κ1O)-bis(μ2-4,4′-bipyridine-κ2N:N′)cobalt(II)], C22H16Cl4CoN4O6
  18. The crystal structure of 2-(4-chloro-2,6-dinitrophenyl)-1-(4-chloro-3,5-dinitrophenyl)diazene 1-oxide, C12H4Cl2N6O9
  19. The crystal structure of 3-(1H-benzo[d]imidazol-2-yl)-7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydroquinolin — dimethylsulfoxide (1/1), C21H19ClFN3O2S
  20. The crystal structure of dichlorido-bis(1-butyl-1H-imidazole-κN)zinc(II), C14H24Cl2ZnN4
  21. (Z)-N-tert-butyl-1-(2-(3,5-dichlorobenzamido)phenyl) methanimine oxide, C18H18Cl2N2O2
  22. Crystal structure of diaqua-bis(3-carboxy-5-bromoisophthalato-κO)-bis(1-(3-(1H-benzo[d]imidazol-1-yl)propyl)-1H-benzo[d]imidazol-3-ium-κN)nickel(II) bis(3-carboxy-5-bromoisophthalate), C66H54Br4N8NiO18
  23. Crystal structure of poly[aqua(μ2-5-methoxyisophthalato-κ2O,O′:O′′)-(1,2-bis(imidazol-1′-yl)ethane-κ2N:N′)cobalt(II), C34H36Co2N8O12
  24. Crystal structure of poly[diaqua-bis(μ2-1-(4-(1H-imidazol-1-yl)benzyl)-1H-1,2,4-triazole-κ2N:N′)manganese(II)] terephthalate tetrahydrate, MnC32H38N10O10
  25. Crystal structure of the fluorescent fipronil derivative 5,5′-(methylenebis(azanediyl))bis(1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carbonitrile), C25H6N8O2Cl4F12S2
  26. Crystal structure of the phosphorescent complex diethyldithiophosphonato-κ2S,S′-bis(2-phenylpyridinato-κ2C,N)iridium(III), C26H26N2O2PS2Ir
  27. The crystal structure of 4,10-diethoxy-6H,12H-6,12-epoxydibenzo[b,f][1,5]dioxocine, C18H18O5
  28. Crystal structure of dichlorido-bis(N-benzyl-2-(quinolin-8-yloxy)acetamide-κ2N,O)copper(II) — ethyl acetate (1/1), C38H36N4O6Cl2Cu
  29. Synthesis and crystal structure of bis{4-methyl-2-((E)-((4-((E)-1-(benzyloxyimino)ethyl)phenyl)imino)methyl)phenolato-κ3N,O,O}copper(II), C92H84Cu2N8O8
  30. The crystal structure of 1,3,5-trinitro-4,6-diazidobenzene, C6HN9O6
  31. Crystal structure 1-cinnamyl-2-((Z)-styryl)-1H-benzo[d]imidazole — methanol (1/1), C24H20N2 ⋅ CH4O
  32. The crystal structure of poly[m2-aqua-tetraaqua-bis(m9-4-formylbenzene-1,3-disulfonato)tetrasodium(I) hydrate, C14H18O19S4Na4
  33. Crystal structure of 2-((2,8-bis(trifluoromethyl)quinolin-4-yl)(hydroxy)methyl)piperidin-1-ium trifluoroacetate, [C17H17F6N2O][C2F3O2]
  34. The crystal structure of bis(ferrocenecarboxylato-κ2O,O′)bis[4-(dimethylamino)pyridine-κN]copper(II) — acetonitrile(1/2), C40H44CuO4Fe2N6
  35. Crystal structure of poly[di-μ2-aqua)-diaqua-bis(μ6-4,4′,4′′-(benzene-1,3,5-triyltris(oxy))tribenzoato-κ6O1:O2:O3:O3:O5:O6)tricadmium(II)] dihydrate, C54H42Cd3O24
  36. The crystal structure of dichlorido(1,3-bis(2,6-diisopropyl-phenyl)-1H-3λ4-imidazol-2-yl)(3-phenyl-pyridine-κN)palladium(IV), C38H45N3Cl2Pd
  37. The crystal structure of 2-chloro-4-(prop-2-yn-1-yloxy)-6-phenyl-1,3,5-triazine, C12H8ClN3O
  38. The crystal structure of 2,6-di-tert-butyl-4-(phenyl(phenylsulfonyl)methyl)phenol, C27H32O3S
  39. Crystal structure of bis{μ2-bis{(((((1-methoxyimino)ethyl)phenyl)imino)methyl)-2-phenolato-κ3N,O:O}copper(II)}, C68H68Cu2N8O8
  40. Crystal structure of catena-poly[tetraaqua-bis(μ2-2-(4-carboxylatophenoxy)benzoato-κ2O:O′)-pentakis(pyridine-κ1N)dinickel(II)], C53H47N5Ni2O13
  41. Synthesis and crystal structure of 1-(2,6-dichloro-4-trifluoromethyl-phenyl)-5-(3-methoxy-benzylamino)-4-trifluoromethanesulfinyl-1H-pyrazole-3-carbonitrile, C20H12N4Cl2F6O2S
  42. Redetermination of the crystal structure of bis(μ2-di-ethyldithiocarbamato-κ3S,S′:S;κ3S:S: S′)-hexacarbonyl-di-rhenium(I), C16H20N2O6Re2S4
  43. The crystal structure of (E)-N′-((2-hydroxynaphthalen-1-yl)methylene)-2-phenylacetohydrazide, C19H16O2N2
  44. Crystal structure of 6-hydroxy-4,8,11b-trimethyltetradecayhdro-8,11-epoxy-6a,9-methanocyclohepta[a]naphthalene-4-carboxylic acid – methanol (1/1), C20H30O4
  45. The crystal structure of aqua-bis(3-acetyl-2-oxo-2H-chromen-4-olato-κ2O,O′)zinc(II) monohydrate, C22H18O10Zn
  46. Crystal structure of poly[bis(μ2-4-bromoisophthalate-κ2O:O′)-tris(μ2-1-(3-((1H-1,2,4-triazol-1-yl)methyl)benzyl)-1H-1,2,4-triazole-κ2N:N′)dicobalt(II)] monohydrate, C26H23CoN9O5Br
  47. A cyclic I102− anion in the layered crystal structure of theophyllinium pentaiodide, C7H9I5N4O2
  48. Crystal structure of catena-poly[diaqua-bis(μ2-4-((4-(pyridin-2-ylmethoxy)phenyl)diazenyl)benzoato-κ3O,O′:N)cadmium(III)], Cd(C19H14O3N3)2(H2O)
  49. Crystal structure of catena-poly[(μ2-4,4′-bipyridyl-κN,N′)-bis(O,O′-dimethyldithiophosphato-κS)-zinc(II)], {C14H20N2O4P2S4Zn}n
  50. Crystal structure of 3-amino-2-hydroxy-6-methoxybenzamide hydrate, C16H22N4O7
  51. Crystal structure of hemikis(cyclohexane-1,4-diammonium) (pyridine-2-carboxylate), [C6H16N2]0.5[C6H4NO2]
  52. Crystal structure of 2-chloro-4-(prop-2-yn-1-yloxy)-6-(thiophen-2-yl)-1,3,5-triazine, C10H6ClN3OS
  53. The crystal structure of 3-butyl-1-methyl-1H-imidazol-3-ium catena-poly[tris(μ2-bromido-κ2Br:Br)lead(II)], C8H15Br3N2Pb
  54. Crystal structure of 3-(5-amino-1H-1,2,4-triazol-3-yl)-1-(piperidin-1-yl)propan-1-one, C10H17N5O
  55. Crystal structure of aqua-2,2′,2′′-(((nitrilo-κN-tris(ethane-2,1-diyl))tris(azanylylidene-κ3N′,N′′,N′′′))tris(methanylylidene))tris(4-chlorophenolato-κ3O,O′,O′′)neodymium(III), C27H26Cl3N4NdO4
  56. Crystal structure of dichlorido-(μ2-2,2′-(diazene-1,2-diyl)bis(benzen-1-ido)-κ2C:C′)dimercury(II), C12H8Cl2Hg2N2
  57. Crystal structure of (3E,5E)-3,5-bis(4-cyanobenzylidene)-1-((4-fluorophenyl)sulfonyl)piperidin-4-one, C27H18FN3O3S
  58. Crystal structure of dichlorido(pyridine-κN)(2,4,6-tri-2-pyridyl-1,3,5-triazine-κ3N2,N1,N6)nickel(II), C23H17Cl2N7Ni
  59. Redetermination of the crystal structure of tetrakis(4-chlorobenzyl)tin(IV), C28H24Cl4Sn
  60. The crystal structure of 2,6-bis(pyridin-1-ium-3-ylmethyl)hexahydro-4,8-ethenopyrrolo-[3,4-f] isoindole-1,3,5,7-tetrone tetrachloridocuprate(II) monohydrate, C24H24Cl4CuN4O5
  61. Crystal structure of cyclo-[octaaqua-tetrakis(μ2-5,5′-(1H-imidazole-4,5-diyl)bis(tetrazol-2-ido)-κ4N,N′,N′′,N′′′)tetramagnesium(II)], C20H24N40O8Mg4
  62. The crystal structure of a matrine derivative, 13-(4-Cl-pyrrole)-matrine, C18H26ClN4O
  63. Crystal structure of (dibenzyl sulphoxide-κO)bis(2-chlorobenzyl-κC1)dichloridotin(IV), C28H26Cl4OSSn
  64. Crystal structure of catena-poly[(μ2-azido-κ2N:N)(μ2-4-cyanobenzoato-κ2O:O′)-(μ2-methanol-κ2O:O)copper(II)], C9H8CuN4O3
  65. Crystal structure of 1,1′-dibenzyl-3,3′-dicyano-1,1′,4,4′-tetrahydro-4,4′-bipyridine, C26H22N4
  66. Crystal structure of (2-bromobenzyl)((1-bromonaphthalen-2-yl)methyl)sulfane, C18H14Br2S
  67. Crystal structure of 2-(4-ammoniocyclohexyl)-3-(pyridin-2-yl)imidazo[1,5-a]pyridin-2-ium 2-[(2-carboxylatophenyl)disulfanyl]benzoate dihydrate, [C18H22N4][C14H8O4S2] ⋅ 2H2O
  68. Crystal structure of (E)-N-((3R,5S,10S, 13S,14S,17S)-17-((S)-1-(dimethylamino)ethyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)-2-methylbut-2-enamide – water – methanol (1/1/1), C29H54N2O3
  69. Crystal structure of methyl 2-(4-(3-(2,4-difluorophenyl)pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)acetate, C21H15F2N3O2
  70. Crystal structure of poly[triaqua-(μ4-benzene-1,3,5-tricarboxylato-κ5O1,O2:O3:O4:O5)-(μ2-5-(3-pyridyl)tetrazolato-κ2N1:N3)dizinc(II)], C15H13N5O9Zn2
  71. Crystal structure of N-(3-methylphenyl)(propan-2-yloxy)carbothioamide, C11H15NOS
  72. Crystal structure of poly[(μ2-1,3-bis(imidazol-1-ylmethyl)benzene-κ2N:N′)(nitrato-κ1O)cadmium(II)] — water (2/1), C28H32CdN10O7
  73. Crystal structure of 4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione, C8H7N3S
  74. Crystal structure of benzyltrichloridobis(1H-pyrazole-κ2N)tin(IV), C13H15Cl3N4Sn
  75. Crystal structure of chlorido-4-fluorobenzyl-bis(2-methylquinolin-8-olato-κ2N,O)tin(IV), C27H22ClFN2O2Sn
  76. Crystal structure of tetrakis(O,O′-diisopropyldithiophosphato-κ2S,S′)-(μ2-1,2-bis(4-pyridylmethylene)hydrazine-κ2N:N′)zinc(II), C36H66N4O8P4S8Zn2
  77. Crystal structure of tetrabutylammonium 4,4-oxydibenzoate – boric acid – water (1/2/6) C46H98B2N2O17
  78. Redetermination of the crystal structure of catena-poly[[tribenzyltin(IV)]-(μ2-pyridine-4-carboxylato-κ2N:O)], C27H25NO2Sn
  79. The synthysis and crystal structure of cyclohexyl 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carboxylate, C18H15N3Cl2F6O3S
  80. The crystal structure of 5,7-bis(2-hydroxyethoxy)-2-phenyl-4H-chromen-4-one, C19H18O6
  81. Synthesis and crystal structure of (±)-Ethyl 5′-(difluoromethyl)-2-oxo-4′,5′-dihydrospiro[indoline-3,3′-pyrazole]-4′-carboxylate, C14H13F2N3O3
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