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, R
 gt(F) = 0.0632, wR
 ref(F
 2) = 0.1727, T = 150(2) K.</jats:p

Abdel-Wahab, Bakr F.

Alamri, Mesfer

El-Hiti, Gamal A.

Hegazy, Amany S.

Kariuki, Benson M.

Alshammari, Mohammed B.

Online Research @ Cardiff

Crystal structure of (E)-3-methyl-4-((3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)-1-phenyl-1H-pyrazol-5(4H)-one, C29H23N7O

Gamal A. El-Hiti

Bakr F. Abdel-Wahab

Amany S. Hegazy

Mesfer Alamri

Benson M. Kariuki

Crossref

Zeitschrift für Kristallographie - New Crystal Structures

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

Z. Kristallogr. NCS 2017; 232(1): 19–20Open AccessGamal A. El-Hiti*, Bakr F. Abdel-Wahab, Amany S. Hegazy, Mesfer Alamriand Benson M. KariukiCrystal 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, C28H19N5O2DOI 10.1515/ncrs-2016-0108Received June 22, 2016; accepted September 8, 2016; availableonline October 1, 2016AbstractC28H19N5O2, 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.CCDC no.: 1503290The crystal structure is shown in the gure. Tables 1 and 2contain details of the measurement method and a list of*Corresponding author: Gamal A. El-Hiti, Cornea Research Chair,Department of Optometry, College of Applied Medical Sciences,King Saud University, P.O. Box 10219, Riyadh 11433, Saudi Arabia,e-mail: gelhiti@ksu.edu.saBakr F. Abdel-Wahab: Department of Chemistry, College of Scienceand Humanities, Shaqra University, Duwadimi, Saudi Arabia; andApplied Organic Chemistry Department, National Research Centre,Dokki, Giza, EgyptAmany S. Hegazy and Benson M. Kariuki: School of Chemistry,Cardi University, Main Building, Park Place, Cardi CF10 3AT, UKMesfer Alamri: School of Biosciences, Cardi University, CardiCF10 3AT, UK; and School of Chemistry, Cardi University, MainBuilding, Park Place, Cardi CF10 3AT, UKthe atoms including atomic coordinates and displacementparameters.Table 1: Data collection and handling.Crystal: Orange blockSize 0.240.140.06 mmWavelength: Mo Kα radiation (0.71073 Å)µ: 0.9 cm 1Diractometer, scan mode: SuperNova, ω-scans2θmax, completeness: 59.8°, >87%N(hkl)measured, N(hkl)unique, Rint: 10805, 4741, 0.066Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 2799N(param)rened: 318Programs: CrysAlisPRO [10], SHELX [11],Platon [12], CHEMDRAW [13]Source of materialThe title compoundwas synthesized from reaction of equimo-lar 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 ascatalyst under reux. The crude product was recrystallizedfrom dimethylformamide to give yellow crystals of the titlecompound (Mp 276–277 °C) [1].Experimental detailsAll hydrogen atoms were placed in calculated positions andrened using a riding model. Methyl C-H bonds were xed at0.97 Å,withU(H)= 1.5Ueq(C), andwere allowed to spin aboutthe C—C bond. Aromatic C-H distances were set to 0.95 Å andtheir U iso set to 1.2 times the Ueq of the parent atom.Discussion1,2,3-Triazoles [2–6] are known for their biological applica-tions such as antidiabetic, anti-inammatory, antifungal, an-tiviral and antibacterial activity [7–9].In the title crystal structure, the asymmetric unit consistsof one molecule of C28H19N5O2. With the exception of phenylring (C1—C6) (A), the rest of the molecule [i.e. the triazole© 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.Brought to you by | Cardiff UniversityAuthenticatedDownload Date | 2/7/17 12:42 PM20 | El-Hiti et al.: C28H19N5O2Table 2: Fractional atomic coordinates and isotropic or equivalentisotropic displacement parameters (Å2).Atom x y z Uiso*/UeqC1  0.0237(4) 0.9349(2) 0.9453(7) 0.0430(12)C2  0.1021(4) 0.9607(2) 1.0272(8) 0.0474(13)H2  0.0944 0.9933 1.1138 0.057*C3  0.1926(4) 0.9380(3) 0.9798(8) 0.0528(14)H3  0.2474 0.9561 1.0320 0.063*C4  0.2037(4) 0.8899(3) 0.8585(8) 0.0531(14)H4  0.2655 0.8737 0.8313 0.064*C5  0.1244(4) 0.8652(3) 0.7764(8) 0.0528(14)H5  0.1321 0.8325 0.6907 0.063*C6  0.0333(4) 0.8880(2) 0.8180(8) 0.0437(12)H6 0.0211 0.8716 0.7599 0.052*C7 0.1548(3) 0.9314(2) 1.0301(7) 0.0383(11)C8 0.1724(4) 0.8652(2) 1.0079(8) 0.0483(14)H8A 0.1899 0.8568 0.8790 0.072*H8B 0.1142 0.8425 1.0363 0.072*H8C 0.2246 0.8525 1.0936 0.072*C9 0.2144(4) 0.9784(2) 1.0820(7) 0.0387(12)C10 0.3140(3) 0.9782(2) 1.1439(7) 0.0374(12)C11 0.3761(3) 1.0284(2) 1.1817(7) 0.0389(12)C12 0.4621(4) 1.0022(2) 1.2426(8) 0.0399(12)H12 0.5188 1.0233 1.2805 0.048*C13 0.5175(4) 0.8961(2) 1.2926(7) 0.0417(12)C14 0.6096(4) 0.9126(3) 1.3439(8) 0.0502(14)H14 0.6283 0.9542 1.3431 0.060*C15 0.6745(4) 0.8678(3) 1.3967(9) 0.0581(16)H15 0.7385 0.8790 1.4288 0.070*C16 0.6485(5) 0.8075(3) 1.4036(9) 0.0577(16)H16 0.6933 0.7773 1.4436 0.069*C17 0.5561(5) 0.7917(2) 1.3515(8) 0.0561(16)H17 0.5376 0.7501 1.3533 0.067*C18 0.4900(4) 0.8354(2) 1.2966(7) 0.0476(13)H18 0.4263 0.8240 1.2621 0.057*C19 0.3530(4) 1.0923(2) 1.1649(7) 0.0408(12)H19 0.2915 1.1003 1.1104 0.049*C20 0.4026(4) 1.1424(2) 1.2121(7) 0.0394(11)C21 0.4989(3) 1.1526(2) 1.3031(7) 0.0412(12)C22 0.5094(4) 1.2192(2) 1.3298(7) 0.0390(11)C23 0.4292(4) 1.2493(2) 1.2601(7) 0.0390(11)C24 0.3597(4) 1.2036(2) 1.1826(7) 0.0443(13)C25 0.5853(4) 1.2511(2) 1.4106(7) 0.0444(13)H25 0.6409 1.2307 1.4578 0.053*C26 0.5771(4) 1.3141(2) 1.4199(7) 0.0460(13)H26 0.6279 1.3372 1.4752 0.055*C27 0.4954(4) 1.3440(2) 1.3493(8) 0.0469(12)H27 0.4916 1.3872 1.3573 0.056*C28 0.4199(4) 1.3117(2) 1.2680(7) 0.0438(12)H28 0.3642 1.3317 1.2198 0.053*N1 0.0691(3) 0.95903(17) 0.9929(6) 0.0383(9)N2 0.0761(3) 1.02063(17) 1.0209(7) 0.0453(11)N3 0.1639(3) 1.03202(18) 1.0733(6) 0.0449(11)N4 0.3586(3) 0.92532(19) 1.1781(6) 0.0418(10)N5 0.4501(3) 0.94175(18) 1.2379(6) 0.0398(10)O1 0.2820(3) 1.21425(16) 1.1088(6) 0.0586(11)O2 0.5588(3) 1.11419(15) 1.3481(5) 0.0473(9)(B), pyrazole (C), phenyl (C13—C18) (D) and indandione (E)groups] is close to planar. The interplanar angles betweengroups 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 moleculesstack along the c-axis with a π-π contact distance of 3.6 Å.Within the stack, the molecules are linked by edge-to faceinteractions between ringsAof neighbouringmolecules (C . . .centroid distance= 3.86 Å).Acknowledgements: The authors extend their appreciationto the College of Applied Medical Sciences Research Centreand the Deanship of Scientic Research at King Saud Univer-sity for their funding of this research and to Cardi Universityfor continued support.References1. Abdel-Wahab, B. F.; Mohamed, H. A.; Ali, M. M.: Synthesisand in vitro cytotoxicity of new 3-(5-methyl-1-aryl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazoles. J. Mod. Med. Chem. 3 (2015)9–15.2. Totobenazara, J.; Burke, A. J.: New click-chemistry methods for1,2,3-triazoles synthesis: recent advances and applications.Tetrahedron Lett. 56 (2015) 2853–2859.3. Belskaya, N.; Subbotina, J.; Lesogorova, S.: Synthesis of2H-1,2,3-Triazoles, Top Heterocycl. Chem. 40 (2015) 51–116.4. Pokhodylo, N.; Shyyka, O.; Matiychuk, V.: Synthesis of 1,2,3-triazole derivatives and evaluation of their anticancer activity,Sci. Pharm. 81 (2013) 663–676.5. Wang, Y.-C.; Xie, Y.-Y.; Qu, H.-E.; Wang, H.-S.; Pan, Y.-M.;Huang, F.-P.: Ce(OTf)3-catalyzed [3+ 2] cycloaddition of azideswith nitroolens: regioselective synthesis of 1,5-disubstituted1,2,3-triazoles. J. Org. Chem. 79 (2014) 4463–4469.6. Yamada, Y. M. A.; Sarkar, S. M.; Uozumi, Y.: Amphiphilicself-assembled polymeric copper catalyst to parts permillion levels: click chemistry. J. Am. Chem. Soc. 134 (2012)9285–9290.7. Jadhav, R. P.; Raundal, H. N.; Patil, A. A.; Bobade, V. D.: Synthe-sis and biological evaluation of a series of 1,4-disubstituted1,2,3-triazole derivatives as possible antimicrobial agents. J.Saudi Chem. Soc. 20 (2016) doi: 10.1016/j.jscs.2015.03.003.8. Lauria, A.; Delisi, R.; Mingoia, F.; Terenzi, A.; Martorana, A.;Barone, G.; Almerico, A. M.: 1,2,3-Triazole in heterocycliccompounds, endowed with biological activity, through1,3-dipolar cycloadditions. Eur. J. Org. Chem. 16 (2014)3289–3306.9. Li, Q.-H.; Ding, Y.; Huang, N.-W.: Synthesis and biologicalactivities of dithiocarbamates containing 1,2,3-triazoles group.Chin Chem. Lett. 25 (2014) 1469–1472.10. Agilent. CrysAlisPRO. Agilent Technologies, Yarnton, England,(2014).11. Sheldrick, G. M.: A short history of SHELX. Acta Crystallogr.A64 (2008) 112–122.12. Farrugia, L. J.: WinGX and ORTEP for Windows: an update.J. Appl. Crystallogr. 45 (2012) 849–854.13. Cambridge Soft. CHEMDRAW Ultra. Cambridge SoftCorporation, Cambridge, Massachusetts, USA (2001).Brought to you by | Cardiff UniversityAuthenticatedDownload Date | 2/7/17 12:42 PM

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

Abstract
 C29H23N7O, triclinic, P1̅ (no. 2), a = 8.2785(12) Å, b = 12.1750(18) Å, c = 13.8122(16) Å, α = 114.401(13)°, β = 103.083(11)°, γ = 93.384(12)°, V = 1216.5(3)Å3, Z = 2, R
 gt(F) = 0.0713, wR
 ref(F
 2) = 0.1880, T = 293(2) K.</jats:p

Mohammed B. Alshammari

Crystal structure of (E)-3-methyl-4-((3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)-1-phenyl-1H-pyrazol-5(4H)-one, C29H23N7O

https://orca.cardiff.ac.uk/id/eprint/98112/1/Publishers%20PDF.pdf

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

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