Abstract
C28H19N5O2, monoclinic, Cc (no. 9), a = 13.9896(9) Å, b = 21.9561(14) Å, c = 7.1643(5) Å, β = 91.782(6)°, V = 2199.5(3) Å3, Z = 4, Rgt(F) = 0.0632, wRref(F2) = 0.1727, T = 150(2) K.
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Zeitschrift für Kristallographie - New Crystal Structures
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Crystal structure of 2-((3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)-1H-indene-1,3(2H)-dione, C28H19N5O2
Published Online: 2016-10-01 | DOI: https://doi.org/10.1515/ncrs-2016-0108
Open Access
This article offers supplementary material which is provided at the end of the article.
CCDC no.:: 1503290
The 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.
Table 2
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).
Source of material
The title compound was synthesized from reaction of equimolar quantities of 3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde and 1H-indene-1,3(2H)-dione in ethanol containing a few drops of piperidine as catalyst under reflux. The crude product was recrystallized from dimethylformamide to give yellow crystals of the title compound (Mp 276–277 °C) [1].
Experimental details
All hydrogen atoms were placed in calculated positions and refined using a riding model. Methyl C-H bonds were fixed at 0.97 Å, with U(H) = 1.5 Ueq(C), and were allowed to spin about the C—C bond. Aromatic C-H distances were set to 0.95 Å and their Uiso set to 1.2 times the Ueq of the parent atom.
Discussion
1,2,3-Triazoles , [2], [3], [4], [5], [6] are known for their biological applications such as antidiabetic, anti-inflammatory, antifungal, antiviral and antibacterial activity , [7], [8], [9].
In the title crystal structure, the asymmetric unit consists of one molecule of C28H19N5O2. With the exception of phenyl ring (C1—C6) (A), the rest of the molecule [i.e. the triazole (B), pyrazole (C), phenyl (C13—C18) (D) and indandione (E) groups] is close to planar. The interplanar angles between groups A and B, B and C, C and D, C and E are 38.3(2)°, 9.4(2)°, 5.1(2)° and 9.1(2)°, respectively. In the crystal, the molecules stack along the c-axis with a π−π contact distance of 3.6 Å. Within the stack, the molecules are linked by edge-to face interactions between rings A of neighbouring molecules (C … centroid distance = 3.86 Å).
Acknowledgements:
The authors extend their appreciation to the College of Applied Medical Sciences Research Centre and the Deanship of Scientific Research at King Saud University for their funding of this research and to Cardiff University for continued support.
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About the article
Received: 2016-06-22
Accepted: 2016-09-08
Published Online: 2016-10-01
Published in Print: 2017-01-01
Citation Information: Zeitschrift für Kristallographie - New Crystal Structures, Volume 232, Issue 1, Pages 19–20, ISSN (Online) 2197-4578, ISSN (Print) 1433-7266, DOI: https://doi.org/10.1515/ncrs-2016-0108.
©2016 Gamal A. El-Hiti et al., published by De Gruyter.. This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License. BY-NC-ND 3.0
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