Home Physical Sciences Crystal structure of (8-hydroxy-5-nitroquinolinium) perchlorate – 8-hydroxy-5-nitroquinoline (1/1), C18H13ClN4O10
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Crystal structure of (8-hydroxy-5-nitroquinolinium) perchlorate – 8-hydroxy-5-nitroquinoline (1/1), C18H13ClN4O10

  • Ganlin Zhao EMAIL logo
Published/Copyright: May 10, 2017

Abstract

C18H13ClN4O10, monoclinic, P21/c (no. 14), a = 21.009(9) Å, b = 9.474(4) Å, c = 9.747(4) Å, β = 98.360(9)°, V = 1919.4(14) Å3, Z = 4, Rgt(F) = 0.0560, wRref(F2) = 0.1752, T = 293 K.

CCDC no.:: 1546072

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

Table 1

Data collection and handling.

Crystal:Yellow prism
Size:0.25 × 0.20 × 0.12 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:2.7 cm−1
Diffractometer, scan mode:Bruker CCD, ω scans
2θmax, completeness:50°, >99%
N(hkl)measured, N(hkl)unique, Rint:12014, 3384, 0.048
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 2434
N(param)refined:302
Programs:Bruker programs [1], SHELX [2]
Table 2

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

AtomxyzUiso*/Ueq
Cl10.24742(4)0.28551(9)0.72893(8)0.0566(3)
O10.44839(16)0.5080(4)0.3499(4)0.1031(11)
N10.45111(16)0.6360(4)0.3667(3)0.0732(10)
C10.40715(15)0.7032(4)0.4468(3)0.0536(9)
O20.49067(17)0.7087(4)0.3186(4)0.1157(13)
N20.35206(12)1.0413(3)0.5650(3)0.0468(6)
H40.32651.06780.62140.056*
C20.36955(17)0.6160(4)0.5151(4)0.0583(9)
H20.37350.51890.50500.070*
O30.28010(11)0.8728(3)0.6854(2)0.0592(6)
N30.15597(12)0.5273(3)0.9345(3)0.0471(6)
H50.18390.50760.88100.056*
C30.32649(16)0.6654(4)0.5975(3)0.0553(8)
H30.30230.60250.64190.066*
O40.22037(11)0.7149(3)0.8158(2)0.0576(6)
N40.04153(15)0.9047(4)1.1428(3)0.0693(9)
C40.31948(14)0.8099(3)0.6140(3)0.0442(7)
O50.03977(15)1.0299(4)1.1651(3)0.0981(11)
C50.35896(13)0.9015(3)0.5441(3)0.0408(7)
O60.00333(19)0.8237(4)1.1829(5)0.1292(16)
C60.40190(14)0.8525(4)0.4568(3)0.0473(8)
O70.24967(17)0.3025(4)0.5855(3)0.1018(11)
C70.43308(15)0.9593(4)0.3872(3)0.0577(10)
H70.46070.93340.32520.069*
O80.29550(15)0.1859(3)0.7831(3)0.0865(9)
C80.42283(16)1.0981(4)0.4105(4)0.0625(10)
H80.44311.16620.36360.075*
O90.18603(14)0.2353(4)0.7516(3)0.0947(10)
C90.38242(16)1.1391(4)0.5035(4)0.0574(9)
H90.37681.23410.52230.069*
O100.25940(12)0.4166(2)0.7998(3)0.0669(7)
C100.18028(14)0.7671(3)0.8932(3)0.0447(7)
C110.17008(16)0.9079(4)0.9185(3)0.0541(8)
H110.19370.97660.88000.065*
C120.12463(17)0.9471(4)1.0015(4)0.0571(9)
H120.11801.04261.01640.069*
C130.08911(15)0.8500(4)1.0622(3)0.0498(8)
C140.09781(14)0.7028(4)1.0444(3)0.0449(7)
C150.06842(15)0.5865(4)1.1052(3)0.0537(9)
H150.03860.60411.16490.064*
C160.08325(16)0.4511(4)1.0773(4)0.0608(10)
H160.06350.37761.11830.073*
C170.12702(16)0.4209(4)0.9892(4)0.0546(8)
H170.13610.32790.96830.066*
C180.14408(13)0.6656(3)0.9581(3)0.0406(7)
H10.247(2)0.806(6)0.750(5)0.14(2)*

Source of materials

Hydrothermal reactions were carried out at 393 K for 3 d in a Teflon-lined acid digestion bomb with an internal volume of 25 mL followed by slow cooling at 6 K/h to room temperature. A single-phase product consisting of yellow crystals was obtained from a mixture of zinc perchlorate hexahydrate (1 mmol, 372.4 mg), 8-hydroxy-5-nitroquinoline (2 mmol, 380.3 mg), water (10 mL) and methanol (5 mL).

Experimental details

C-bound H atoms and N-bound H atoms were included in the riding model approximation with C—H = 0.93 Å and N—H = 0.86 Å and with Uiso(H) = 1.2 Ueq(C, N), respectively. The H atom attached to O was found in the electron density map and refined isotropically.

Comment

The syntheses of 8-hydroxyquinoline and its derivatives have attracted interest due to their biological activities and applications in coordination chemistry [3], [4], [5], [6], [7], [8], [9], [10], [11], [12], [13], [14]. In order to search for new extractants of metal ions and biologically active materials, the title compound was synthesized.

The asymmetric unit of the title compound contains one protonated 8-hydroxy-5-nitroquinolinium cation, one 8-hydroxy-5-nitroquinoline molecule and one perchlorate anion. The two organic moieties are bridged by μ-H atom (cf. the figure). In the crystal structure, the ions and the neutral organic molecule are linked by N—H⋅⋅⋅O and O—H⋅⋅⋅O hydrogen bonds.

Acknowledgement

This work was financial supported by Changsha Enviromental Protection College.

References

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Received: 2017-1-4
Accepted: 2017-4-26
Published Online: 2017-5-10
Published in Print: 2017-7-26

©2017 Ganlin Zhao, published by De Gruyter.

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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  61. Corrigendum
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