Home Physical Sciences A redetermination of the crystal structure of catena-poly[(bis(O,O′-isopropyl dithiophosphato-κ2S,S′)-(μ2-1,2-bis(3-pyridylmethylene)hydrazine-κ2N,N′)cadmium(II)], {C24H38CdN4O4P2S4}n
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A redetermination of the crystal structure of catena-poly[(bis(O,O′-isopropyl dithiophosphato-κ2S,S′)-(μ2-1,2-bis(3-pyridylmethylene)hydrazine-κ2N,N′)cadmium(II)], {C24H38CdN4O4P2S4}n

  • Yee Seng Tan and Edward R.T. Tiekink ORCID logo EMAIL logo
Published/Copyright: October 17, 2019

Abstract

C24H38CdN4O4P2S4, monoclinic, P21/n (no. 14), a = 12.2264(1) Å, b = 10.8805(1) Å, c = 12.9590(1) Å, β = 108.172(1)°, V = 1637.95(3) Å3, Z = 2, Rgt(F) = 0.0183, wRref(F2) = 0.0468, T = 100(2) K.

CCDC no.: 1957391

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 plate
Size:0.13 × 0.08 × 0.03 mm
Wavelength:Cu Kα radiation (1.54184 Å)
μ:8.94 mm−1
Diffractometer, scan mode:XtaLAB Synergy, ω
θmax, completeness:67.1°, >99%
N(hkl)measured, N(hkl)unique, Rint:20310, 2925, 0.027
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 2812
N(param)refined:182
Programs:CrysAlisPRO [1], SHELX [2], [3], WinGX/ORTEP [4]
Table 2:

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

AtomxyzUiso*/Ueq
Cd0.5000000.5000000.5000000.01180(6)
S10.69732(3)0.43408(4)0.46778(3)0.01209(9)
S20.56960(3)0.71056(4)0.42854(3)0.01499(10)
P10.69306(3)0.60475(4)0.40785(3)0.01118(10)
O10.67671(10)0.60406(11)0.28177(9)0.0159(3)
O20.81785(9)0.66439(11)0.45351(9)0.0149(2)
N10.39584(11)0.43433(14)0.31914(10)0.0127(3)
N20.05064(12)0.46461(14)0.01847(11)0.0141(3)
C10.74818(17)0.5275(2)0.23550(15)0.0238(4)
H10.7858540.4612640.2881200.029*
C20.6692(2)0.4708(2)0.13343(18)0.0369(5)
H2A0.6089860.4237300.1509170.055*
H2B0.7134760.4160330.1014420.055*
H2C0.6337470.5359070.0814760.055*
C30.8387(2)0.6081(3)0.2140(2)0.0561(8)
H3A0.8014310.6746170.1644990.084*
H3B0.8860900.5590340.1808370.084*
H3C0.8874690.6431090.2825630.084*
C40.88713(14)0.66523(18)0.56840(13)0.0194(4)
H40.8793950.5842970.6020220.023*
C50.85025(17)0.7655(2)0.62818(15)0.0284(5)
H5A0.8586690.8448670.5957190.043*
H5B0.8982770.7644360.7044780.043*
H5C0.7694970.7532540.6237400.043*
C61.01057(16)0.6814(2)0.56736(18)0.0339(5)
H6A1.0319050.6116370.5297500.051*
H6B1.0624530.6850790.6421700.051*
H6C1.0167380.7577400.5294770.051*
C70.29587(15)0.48664(16)0.26350(13)0.0137(4)
H70.2708440.5566360.2937780.016*
C80.22667(13)0.44330(16)0.16321(12)0.0123(3)
C90.26435(14)0.34128(17)0.11888(13)0.0157(4)
H90.2193900.3092530.0506330.019*
C100.36786(15)0.28734(18)0.17539(14)0.0187(4)
H100.3954980.2178280.1467200.022*
C110.43099(14)0.33687(17)0.27531(13)0.0161(4)
H110.5022670.2996630.3140420.019*
C120.11717(15)0.50510(15)0.10886(14)0.0140(4)
H120.0955770.5756920.1410630.017*

Source of material

The Cd[S2P(OiPr)2]2 precursor was prepared in high yield from the in situ reaction of Cd(NO3)2 ⋅ 4 H2O (Acros Organic; 15.42 g, 0.05 mol), iPrOH (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). 1,2-Bis(3-pyridylmethylene)hydrazine was prepared in high yield from the reaction (reflux) of 3-picolylamine (Aldrich; 2.03 mL, 0.02 mol) and hydrazinium hydroxide (Merck; 0.49 mL, 0.01 mol) in ethanol solution (Merck; 5 mL). The title compound was obtained by mixing a suspension of Cd[S2P(OiPr)2]2 (0.50 g, 0.93 mmol) and 1,2-bis(3-pyridylmethylene)hydrazine (0.20 g, 0.95 mmol) in dimethylformamide (Merck; 5 mL), followed by stirring for 30 min at 373 K. The solution was filtered and the filtrate transferred to a vial containing acetonitrile (Merck; 1 mL). Yellow crystals formed after one day. Yield: 0.50 g, (71.8%, based on Cd[S2P(OiPr)2]2). M. pt. (Stuart SMP 30 Melting point apparatus): 453.5–454.9 K. Elem. Anal. [Leco TruSpec Micro CHN Elemental Analyser]: Calc. for C24H38CdN4O4P2S4: C, 38.47; H, 5.11; N, 7.48%. Found: C, 38.87; H, 5.47; N, 7.77%. IR (Bruker Vertex 70 V equipped with Platinum ATR from 400 to 80 cm−1): 1178(w) ν(C—O); 968(s) ν(P—O); 657(s) ν(P—S); 384(w) ν(Cd—N); 278(m) ν(Cd—S).

Experimental details

The 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

A recent review describes the diverse structural chemistry of the zinc-triad 1,1-dithiolates with bipyridyl-type molecules [5]. Early systematic studies of the zinc(II) [6], [7] and cadmium(II) [8] dithiophosphates [S2P(OR)2] were motivated by evaluating the control of coordination polymer formation and, when one-dimensional coordination polymers did form, the topology of the resulting chain. This is nicely illustrated in the 1:1 adducts formed between Cd[S2P(OR)2]2 and trans-1,2-bis(4-pyridyl)propane (bpp). When R = iPr, a linear one-dimensional chain was characterized in the solid-state, i.e. {Cd[S2P(O-iPr)2]2(bpp)}n, but when the steric bulk of R is increased to cyclohexyl (Cy), only binuclear species could be isolated, i.e. {Cd[S2P(OCy)2]2(bpp)}2 with bpp coordinating in a bidentate, bridging mode [8]. It was in this context the title compound, {Cd[S2P(O-iPr)2]2(3-PyAld)}n (I) was originally characterized by crystallographic methods [9]; 3-PyAld is 3-pyridylaldazine, i.e. 3-NC5H4C(H)=N—N=C(H)C5H4N-3. While the original connectivity was determined unambiguously as a one-dimensional coordination polymer with a step-ladder topology, disorder was noted in the structure. Herein, a low temperature (100 K) redetermination of (I) is described in which the disorder is no longer apparent and, with the aid of Cu Kα radiation, a better resolution data set was achieved with the result that significantly improved standard uncertainty values are evident. The new data will enable a better comparison of geometric parameters with related structures in the literature.

The asymmetric unit of (I) comprises half a Cd[S2P(O-iPr)2]2 entity as, the cadmium atom lies on a centre of inversion, and half a 3-PyAld molecule, being disposed about a centre of inversion, as indicated in the figure (70% probability displacement ellipsoids; the unlabelled atoms of “Cd[S2P(O-iPr)2]2” are related by the symmetry operation (i) 1 − x, 1 − y, 1 − z, and those for the 3-PyAld molecule are related by (ii) −x, 1 − y, −z). The cadmium(II) atom is octahedrally coordinated within a trans-N2S4 donor set defined by two chelating dithiophosphate ligands and two nitrogen atoms derived from symmetry related pyridyl-nitrogen atoms. The Cd—S1 [2.6715(4) Å] and Cd—S2 [2.7059(4) Å] bond lengths differ by less that 0.04 Å, a result consistent with a symmetric mode of coordination of the dithiophosphato ligand. The small disparity in the P1—S1 [2.0073(6) Å] and P1—S2 [1.9820(6) Å] bond lengths also reflects this observation. Nevertheless, the longer P1—S1 bond involves the more tighly bound S1 atom. The Cd—N1 bond length is 2.4008(13) Å. The greatest distortion from the regular octahedral geometry is manifested in the acute S1—P1—S2 chelate angle of 77.18(1)°.

The lower view of the figure highlights the resultant coordination polymer after the application of translational symmetry. The topology of the linear chain is that of a step-ladder, as noted for the {Zn[S2P(O-iPr)2]2(3-PyAld)}n analogue [10], indeed, the structures are isostructural. A step-ladder topology was also found in {Cd[S2P(OCy)2]2(3-PyAld)}n, isolated as a chloroform solvate [11], but in the recently determined {Zn[S2P(OEt)2]2(3-PyAld)}n derivative, a twisted topology was noted [12].

In the crystal, the chain is aligned along the [1 0 1] direction. The only directional links between chains are of the type pyridyl-C—H⋯S [C9—H9⋯S1iii: H9⋯S1iii = 2.84 Å, C9⋯S1iii = 3.5329(18) Å with angle at H9 = 131° for (iii) −1/2 + x, 1/2 − y, −1/2 + z] and as these occur laterally, the result is a supramolecular layer. Layers stack without directional interactions between them.

Acknowledgements

Sunway University Sdn Bhd is thanked for financial support of this work through Grant no. STR-RCTR-RCCM-001-2019.

References

1. Rigaku Oxford Diffraction: CrysAlisPRO. Rigaku Corporation, Oxford, UK (2018).Search in Google Scholar

2. Sheldrick, G. M.: A short history of SHELX. Acta Crystallogr. A64 (2008) 112–122.10.1107/S0108767307043930Search in Google Scholar PubMed

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

4. Farrugia, L. J.: WinGX and ORTEP for Windows: an update. J. Appl. Crystallogr. 45 (2012) 849–854.10.1107/S0021889812029111Search in Google Scholar

5. Tiekink, E. R. T.: Perplexing coordination behaviour of potentially bridging bipyridyl-type ligands in the coordination chemistry of zinc and cadmium 1,1-dithiolate compounds. Crystals 8 (2018) 18.10.3390/cryst8010018Search in Google Scholar

6. Lai, C. S.; Liu, S.; Tiekink, E. R. T.: Steric control over polymer formation and topology in adducts of zinc dithiophosphates formed with bridging bipyridine ligands. CrystEngComm 6 (2004) 221–226.10.1039/b407335eSearch in Google Scholar

7. Chen, D.; Lai, C. S.; Tiekink, E. R. T.: Supramolecular aggregation in diimine adducts of zinc(II) dithiophosphates: controlling the formation of monomeric, dimeric, polymeric (zig-zag and helical), and 2-D motifs. CrystEngComm 8 (2006) 51–58.10.1039/B513393ASearch in Google Scholar

8. Lai, C. S.; Tiekink, E. R. T.: Engineering polymers with variable topology – bipyridine adducts of cadmium dithiophosphates. CrystEngComm 6 (2004) 593–605.10.1039/b414847aSearch in Google Scholar

9. Lai, C. S.; Tiekink, E. R. T.: Polymeric topologies in cadmium(II) dithiophosphate adducts of the isomeric n-pyridinealdazines, n = 2, 3 and 4. Z. Kristallogr. CM 221 (2006) 288–293.10.1524/zkri.2006.221.4.288Search in Google Scholar

10. Avila, V.; Tiekink, E. R. T.: catena-Poly[[bis(O,O′-diisopropyl dithiophosphato-κ2S,S′)zinc(II)]-μ-1,2-bis(3-pyridylmethylene)hydrazine-κ2N:N′]. Acta Crystallogr. E62 (2006) m3530–m3531.10.1107/S160053680605001XSearch in Google Scholar

11. Lai, C. S.; Tiekink, E. R. T.: Delineating the principles controlling polymer formation and topology in zinc(II)- and cadmium(II)-dithiophosphate adducts of diimine-type ligands. J. Mol. Struct. 796 (2006) 114–118.10.1016/j.molstruc.2006.03.036Search in Google Scholar

12. Tan, Y. S.; Tiekink, E. R. T.: Crystal structure of catena-[(bis(O,O′-diethyl dithiophosphato-S,S′)-μ2-1,2-bis(3-pyridylmethylene)hydrazine-N,N′)zinc(II)], {C20H30N4O4P2S4Zn}n. Z. Kristallogr. NCS 234 (2019) doi.org/10.1515/ncrs-2019-0621.10.1515/ncrs-2019-0621Search in Google Scholar

Received: 2019-08-30
Accepted: 2019-10-03
Published Online: 2019-10-17
Published in Print: 2019-12-18

©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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  65. Crystal structure of (dimethyl sulfoxide)-dioxido-[2-hydroxy-N′-(4-oxo-4-phenylbutan-2-ylidene)benzohydrazidato κ3N,O,O′]molybdenum(VI), C19H20MoN2O6S
  66. Crystal structure of bis(acetylacetonato-κ2O,O′)-(ethanolamine-κ2N,O)copper(II), C14H25CuNO5
  67. Crystal structure of chlorido-diphenyl-(isopropyl(propyl)carbamodithioato-κ2S,S′)tin(IV), C19H24ClNS2Sn
  68. The crystal structure of bis(imidazole-1-yl)methane monohydrate, C7H10N4O
  69. The crystal structure of bis(4-nitroimidazole-1-1yl)methane, C7H6N6O4
  70. Crystal structure of di(naphthalen-2-yl)sulfane, C20H14S
  71. Crystal structure of 3-acetyl-6-bromo-4-hydroxy-2H-chromen-2-one, C11H7BrO4
  72. Crystal structure of N′2,N′6-bis((E)-1-(pyrazin-2-yl)ethylidene)pyridine-2,6-dicarbohydrazide — methanol (1/2), C21H25N9O4
  73. The crystal structure of 3-nitro-4-(p-tolylamino)-2H-chromen-2-one, C16H12N2O4
  74. The crystal structure of 1,2-bis((4-methoxyphenyl)ethynyl)benzene, C24H18O2
  75. Crystal structure of a low-temperature (100 K) polymorph of catena-poly[(μ2-4,4′-bipyridine-κ2N,N′)-bis(O,O′-diethyldithiophosphato-κ1S)zinc(II)], C18H28N2O4P2S4Zn
  76. The pseudosymmetric low temperature polymorph of catena-poly[(μ2-4,4′-bipyridyl-κN,N′)-bis(O,O′-diethyldithiophosphato-κS)-cadmium(II)], {C18H28CdN2O4P2S4}n
  77. Crystal structure of 3-iodophthalic acid, C8H5IO4
  78. The crystal structure of tert-butyl (tert-butoxy(oxo)methyl)(5-bromo-2-fluorophenyl)carbamate, C16H21BrFNO4
  79. The crystal structure of bis(μ2-5,7-dichloroquinolin-8-olato-κ3N,O:O)-tetrakis(5,7-dichloroquinolin-8-olato-κ2N,O)bis(methanol-κ1O)dieuropium(III) — toluene (1/1), C63H39Cl12Eu2N6O8
  80. Crystal structure of dichlorido-(N′-(1-(3-ethylpyrazin-2-yl)ethylidene)-4-methoxybenzohydrazide-κ3N,N′,O)cadmium(II), C16H18N4O2Cl2Cd
  81. A redetermination of the crystal structure of catena-poly[(bis(O,O′-isopropyl dithiophosphato-κ2S,S′)-(μ2-1,2-bis(3-pyridylmethylene)hydrazine-κ2N,N′)cadmium(II)], {C24H38CdN4O4P2S4}n
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