Home Crystal structure of aqua-bis(1,5-dimethyl-2-phenyl-4-(((E)-4-pyridylmethylene)amino)pyrazolidin-3-one-κN)-(nitrato-κO)-(nitrato-κ2O,O′)zinc(II), C34H34N10O9Zn
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Crystal structure of aqua-bis(1,5-dimethyl-2-phenyl-4-(((E)-4-pyridylmethylene)amino)pyrazolidin-3-one-κN)-(nitrato-κO)-(nitrato-κ2O,O′)zinc(II), C34H34N10O9Zn

  • Haixia Pang , Xiaoqing Zou , Baoming Xu and Hong Zhang EMAIL logo
Published/Copyright: September 8, 2018

Abstract

C34H34N10O9Zn, monoclinic, P1̄ (no. 2), a = 10.1188(13) Å, b = 12.9297(16) Å, c = 15.0668(19) Å, α = 88.032(2)°, β = 75.277(2)°, γ = 72.888(2)°, V = 1820.4(4) Å3, Z = 2, Rgt(F) = 0.0668, wRref(F2) = 0.1406, T = 298(2) K.

CCDC no.: 913530

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:

Crystal collection and handling.

Crystal:Red block
Size:0.20 × 0.10 × 0.10 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.74 mm−1
Diffractometer, scan mode:Bruker APEX-II, φ and ω-scans
θmax, completeness:25°, >99%
N(hkl)measured, N(hkl)unique, Rint:12229, 6347, 0.030
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 5411
N(param)refined:497
Programs:Bruker programs [1], SHELX [2], [3]
Table 2:

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

AtomxyzUiso*/Ueq
Zn1−0.10264(5)0.71736(4)0.73691(3)0.03891(16)
C1−0.0259(5)0.5006(4)0.6367(3)0.0519(12)
H1−0.11920.52760.63100.062*
C20.0605(5)0.4063(4)0.5879(3)0.0537(12)
H20.02570.37170.54990.064*
C30.1984(4)0.3637(3)0.5957(3)0.0426(10)
C40.2410(5)0.4167(4)0.6565(3)0.0542(12)
H40.33160.38900.66640.065*
C50.1487(5)0.5101(4)0.7017(3)0.0530(12)
H50.17950.54450.74220.064*
C60.2986(5)0.2711(3)0.5369(3)0.0466(11)
H60.27530.24940.48620.056*
C70.5181(4)0.1410(3)0.4933(3)0.0417(10)
C80.6419(5)0.0753(4)0.5117(3)0.0456(10)
C90.5237(5)0.1171(3)0.4004(3)0.0471(11)
C100.6843(5)0.0688(4)0.5997(3)0.0653(14)
H10A0.68330.00010.62570.098*
H10B0.61820.12600.64170.098*
H10C0.77880.07600.58850.098*
C110.8674(5)−0.0558(4)0.4213(4)0.0670(14)
H11A0.9325−0.01630.39220.101*
H11B0.8800−0.11690.38230.101*
H11C0.8862−0.08050.47890.101*
C120.7169(4)0.0032(4)0.2737(3)0.0456(10)
C130.7538(5)0.0762(4)0.2115(4)0.0687(15)
H130.74030.14700.23080.082*
C140.8111(7)0.0440(6)0.1197(4)0.0887(19)
H140.83580.09330.07720.106*
C150.8313(7)−0.0593(6)0.0916(4)0.090(2)
H150.8703−0.08070.02980.108*
C160.7948(7)−0.1315(6)0.1533(4)0.094(2)
H160.8103−0.20240.13370.112*
C170.7349(6)−0.1007(4)0.2451(4)0.0722(15)
H170.7072−0.14970.28690.087*
C18−0.3378(5)0.9169(4)0.8314(3)0.0513(11)
H18−0.39590.87300.83120.062*
C19−0.3973(5)1.0150(4)0.8791(3)0.0510(11)
H19−0.49341.03590.91070.061*
C20−0.3142(5)1.0828(3)0.8803(3)0.0416(10)
C21−0.1733(5)1.0483(4)0.8285(3)0.0522(12)
H21−0.11401.09220.82430.063*
C22−0.1226(5)0.9486(4)0.7836(3)0.0520(12)
H22−0.02750.92650.74980.062*
C23−0.3700(5)1.1824(3)0.9388(3)0.0461(10)
H23−0.45721.19570.98260.055*
C24−0.3421(4)1.3381(3)0.9924(3)0.0410(10)
C25−0.2746(5)1.4174(3)0.9835(3)0.0438(10)
C26−0.4447(5)1.3562(3)1.0789(3)0.0458(10)
C27−0.1649(5)1.4363(4)0.9036(3)0.0607(13)
H27A−0.20561.50130.87520.091*
H27B−0.13271.37610.85990.091*
H27C−0.08541.44360.92390.091*
C28−0.2987(6)1.5810(4)1.0786(3)0.0656(14)
H28A−0.21401.58631.03460.098*
H28B−0.28481.58041.13930.098*
H28C−0.37821.64191.07430.098*
C29−0.4877(4)1.4777(3)1.2144(3)0.0423(10)
C30−0.4400(5)1.4058(4)1.2769(3)0.0575(12)
H30−0.36951.34061.25690.069*
C31−0.4980(7)1.4314(6)1.3691(4)0.0783(18)
H31−0.46731.38291.41190.094*
C32−0.5998(7)1.5272(7)1.3982(4)0.083(2)
H32−0.63901.54341.46080.099*
C33−0.6453(6)1.5997(5)1.3364(4)0.0784(17)
H33−0.71361.66581.35690.094*
C34−0.5897(5)1.5751(4)1.2433(3)0.0577(12)
H34−0.62091.62391.20080.069*
N10.0172(4)0.5550(3)0.6914(2)0.0439(8)
N20.4173(4)0.2199(3)0.5541(2)0.0442(8)
N30.7226(4)0.0139(3)0.4369(2)0.0494(9)
N40.6526(4)0.0389(3)0.3676(2)0.0497(9)
N5−0.2003(4)0.8816(3)0.7852(2)0.0435(8)
N6−0.2993(4)1.2507(3)0.9299(2)0.0433(8)
N7−0.4352(4)1.4485(3)1.1182(2)0.0475(9)
N8−0.3274(4)1.4822(3)1.0597(2)0.0460(9)
N9−0.0309(5)0.7003(4)0.9001(3)0.0662(12)
N100.0676(5)0.7674(3)0.5754(3)0.0574(10)
O1−0.0587(4)0.7617(3)0.5944(2)0.0649(9)
O20.1222(5)0.7605(4)0.6405(3)0.1038(15)
O30.1247(4)0.7801(4)0.4973(3)0.1032(15)
O4−0.1360(5)0.6819(3)0.8826(3)0.0812(12)
O50.0556(5)0.7202(3)0.8333(3)0.0988(14)
O6−0.0181(5)0.6947(5)0.9769(3)0.1246(19)
O7−0.2843(3)0.6894(2)0.7255(2)0.0439(7)
H7A−0.328(4)0.736(3)0.697(2)0.066*
H7B−0.339(3)0.680(4)0.7735(17)0.066*
O80.4392(4)0.1528(3)0.3515(2)0.0665(10)
O9−0.5286(3)1.3054(3)1.1169(2)0.0615(9)

Source of materials

The title compound was synthesized by mixing 0.077 g (0.3 mmol) L4 ((E)-1,5-dimethyl-2-phenyl-4-((pyridin-4-ylmethylene)amino)-1H-pyrazol-3(2H)-one, which was prepared according to the literature [4]), 0.075 g (0.25 mmol) Zn(NO3)2 ⋅ 6H2O, 5 mL absolute ethyl alcohol and 1 mL dichloromethane in a reaction kettle flask. Then the reaction kettle flask was placed in an oven at 90 °C. After 7 days, red granular crystals were separated with 20.25% yield. Elemental Analysis Data (%, measured/theoretical): C, 51.55/51.56; H, 4.30/4.28; N, 17.70/17.76. IR spectrum (cm−1, KBr pellet): 3059(w), 1617(s), 1589(s), 1546(s), 1491(s), 1427(vs), 1384(w), 1303(w), 1203(w), 1139(w), 1059(w), 1021(m), 949(m), 916(w), 826(s), 768(vs), 751(w), 734(w), 658(vs), 625(s), 599(w), 569(s), 533(m), 506(m), 472(w), 434(m).

Experimental details

Hydrogen atoms were placed in their geometrically idealized positions and constrained to ride on their parent atoms.

Comment

At present, the water (solvent) thermal synthesis method has been successfully applied to the synthesis of some metal organic frameworks with unique structures and special properties. The reaction mechanism follows the liquid nucleation mode [5]. Water (solvent) thermal synthesis reactions make it possible to synthesize some novel materials with special functions or unique structures by using high-temperature aqueous solutions or solvents as the reaction medium for some reactions which will not proceed at room temperature [6].

Some metal schiff base complexes have special properties and applications [7], [8]. Herein, the complexes of Zn(II) with pyridine-4-carboxaldehyde 4-aminoantipyrine (L4) was synthesized by water (solvent) thermal synthesis. The asymmetric unit of the title structure consists of one Zn(II) atom, two pyridine nitrogen atoms of two L4 ligands, two nitrate ions and one water molecule. In the complex, the center Zn atom forms a distorted square-pyramidal coordination sphere. The coordination donor atoms come from two oxygen atoms of two separated nitrate anions and two pyridine nitrogen atoms of two L4 ligands, and the water O7 atom resides on the apical position. (cf. the figure). The angle N(5)—Zn(1)—N(1) is 173.32(13)°. The bond lengths of Zn(1)—N(1) and Zn(1)—N(5) are by chance both 2.127(3) Å, which are different from that referred in other reports [9]. The bond length of Zn(1)—O(1) is 2.172(3) Å, the bond length of Zn(1)—O(4) is 2.188(4) Å, the length of Zn(1)—O(7) is 2.023(3) Å. The bond lengths of Zn(1)—O(1) and Zn(1)—O(4) are almost the same. Bond lengths and bond angles of ligand L4 are within the normal range [10]. A different coordination for two nitrato ligands is not unusual [11]. A structurally directly related Ni(II) complex is known for more than one decade [12].

Acknowledgements

This work is supported by Hubei Provincial Key Laboratory of Green Materials for Light Industry and Collaborative Innovation Center of Green Light-weight Materials and Processing (no. 201806B08), the Ph.D. Programs Foundation of Hubei University of Technology (no. BSQD2016020), the Student’s Platform for Innovation and Entrepreneurship Training Program of Hubei Province (no. 201510500027), and the Student’s Platform for Innovation and Entrepreneurship Training Program of Hubei University of Technology (no. 201710500061).

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Received: 2018-06-28
Accepted: 2018-08-14
Published Online: 2018-09-08
Published in Print: 2018-12-19

©2018 Haixia Pang et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

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  47. The crystal structure of 4-((3,4-dichlorobenzylidene)amino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one, C18H15Cl2N3O
  48. Crystal structure of bis(2-methoxy-6-((2-(pyrimidin-2-yl)hydrazono)methyl)phenolato-κ3N,N′,O)iron(III) perchlorate, C24H22N8O8ClFe
  49. The crystal structure of 2-[4-hydroxy-3-methoxyphenyl]-4,4,5,5-tetramethylimidazoline-3-oxide-1-oxyl, C14H19N2O4
  50. Crystal structure of diaqua-bis(3,3-dimethylacrylato-κ2O,O′)zinc(II), C10H18ZnO6
  51. Crystal structure of dichloro-tetrakis[(E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol-κN]cadmium (II), C60H74CdCl6N12O4
  52. Crystal structure of (20R)-20,25-epoxy-dammaran-3,12-dione, C30H48O3
  53. Crystal structure of (E)-3′,6′-bis(ethylamino)-2′,7′-dimethyl-2-((pyridin-2-ylmethylene)amino)spiro[isoindoline-1,9′-xanthen]-3-one, C32H31N5O2
  54. The crystal structure of 2-(4-fluorophenyl)-1,3,4-oxadiazole, C8H5FN2O
  55. Crystal structure of (2,2′-bipyridine-κ2N,N′)bis(tri(p-tolyl)phosphine-κP)copper(I) tetrafluoroborate – 4,4′-bipyridine (2/1), C57H54BCuF4N3P2
  56. The crystal structure of 2,6-dimethyl-3,5-dinitrocyclohexa-2,5-diene-1,4-dione, C8H6N2O6
  57. The crystal structure of 2,3-dimethyl-1,4-dinitrobenzene – a Z′ = 4 structure, C8H8N2O4
  58. Crystal structure of [(1,2-η)-1,2,3,4,5-pentamethyl-cyclopenta-2,4-dien-1-yl] (1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-κ6N2,O4) rubidium (I), [Rb(diaza-18-crown-6)]Cp*, C22H41N2O4Rb
  59. Crystal structure of 2-(4-fluorophenyl)-N-phenyl-2-(phenylamino)ethanesulfonamide – toluene (1/0.5), C23.5H23FN2O2S
  60. Crystal structure of pyrene-4-aldehyde, C17H10O
  61. Crystal structure of 2-(furan-2-yl)-5-methyl-1,3-dioxane-5-carboxylic acid, C10H12O5
  62. Crystal structure of 2-(4-chlorophenyl)-3-phenyl-1,8-naphthyridine, C20H13N2Cl
  63. Crystal structure and photochromism of 1-(2-ethyl-5-formylthiophen-3yl)-2-(2-cyano-1,5-dimethyl-4-pyrrl)-3,3,4,4,5,5-hexafluorocyclopent-1-ene, C19H14F6N2OS
  64. Crystal structure of 2-(4-bromophenyl)-1,3-dimethyl-1H-perimidin-3-ium iodide, C19H16BrIN2
  65. Crystal structure of 2-(4-(dimethylamino)phenyl)-10-methylacridin-9(10H)-one, C22H20N2O
  66. Crystal structure of 4-(acetoxymethyl)-6-(3-acetyl-3-(4-fluorophenyl)thioureido)cyclohex-4-ene-1,2,3-triyl triacetate, C24H26FN2O9S
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