Home The crystal structure of 2-phenyl-4,6-bis(R-tert-butylsulfonamido)-1,3,5-triazine – ethyl acetate (2/1), C38H58N10O6S4
Article Open Access

The crystal structure of 2-phenyl-4,6-bis(R-tert-butylsulfonamido)-1,3,5-triazine – ethyl acetate (2/1), C38H58N10O6S4

  • Zhenyu Zuo EMAIL logo , Fuhou Lei , Yang Dai and Lu Wang
Published/Copyright: May 18, 2018
Download Article (PDF)
Become an author with De Gruyter Brill
Submit Manuscript Author Information
Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 233 Issue 4

Abstract

C38H58N10O6S4, monoclinic, P21 (no. 4), a = 11.9542(5) Å, b = 11.4057(5) Å, c = 17.2763(8) Å, β = 96.380(1)° V = 2340.97(18) Å3, Z = 4, Rgt(F) = 0.0325, wRref(F2) = 0.0836, T = 200 K.

CCDC no.: 1563249

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:

Data collection and handling.

Crystal:Clear light colourless
Size:0.5 × 0.4 × 0.3 mm
Wavelength:Cu Kα radiation, λ = 1.54178 Å
μ:2.30 mm−1
Diffractometer, scan mode:Bruker APEX-II CCD diffractometer,
φ and ω scans
θmax, completeness:68.2°, >99%
N(hkl)measured, N(hkl)unique, Rint:30293, 8431, 0.046
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 8224
N(param)refined:537
Programs:Bruker programs [1], SHELX[2]
Table 2:

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

AtomxyzUiso*/Ueq
S10.40769(5)0.78248(6)0.23155(4)0.03064(15)
S20.89296(5)0.39931(6)0.13515(4)0.03306(16)
S30.51085(5)0.20116(5)0.19187(3)0.02871(14)
S40.23671(6)0.60015(6)0.46966(4)0.03319(15)
O10.87458(19)0.3043(2)0.07720(12)0.0419(5)
O20.38248(18)0.7759(2)0.31350(12)0.0398(5)
O30.63326(16)0.21359(18)0.18538(12)0.0354(4)
O40.16248(18)0.6952(2)0.43785(13)0.0432(5)
N10.61810(19)0.7383(2)0.16220(13)0.0301(5)
N20.61384(19)0.5339(2)0.19061(13)0.0303(5)
N30.77421(19)0.6182(2)0.14149(14)0.0315(5)
N40.4665(2)0.6523(2)0.21369(15)0.0342(5)
H40.42870.58790.22120.041*
N50.7682(2)0.4212(2)0.17092(15)0.0362(5)
H50.73560.36220.19240.043*
N60.2794(2)0.3762(2)0.40077(13)0.0317(5)
N70.35589(19)0.2500(2)0.31097(13)0.0286(5)
N80.39602(19)0.45497(19)0.31038(13)0.0288(5)
N90.3257(2)0.5732(2)0.40131(14)0.0360(5)
H90.36740.63050.38600.043*
N100.4738(2)0.3315(2)0.22706(14)0.0340(5)
H100.49940.39530.20660.041*
C10.7386(2)0.9358(3)0.11704(18)0.0369(6)
H10.67390.94870.14320.044*
C20.7924(3)1.0297(3)0.0864(2)0.0438(7)
H20.76401.10690.09120.053*
C30.8877(3)1.0114(3)0.0488(2)0.0446(7)
H30.92451.07610.02790.054*
C40.9290(3)0.8998(3)0.04158(18)0.0404(7)
H4A0.99400.88770.01560.048*
C50.8758(2)0.8047(3)0.07226(17)0.0347(6)
H5A0.90510.72780.06780.042*
C60.7795(2)0.8223(2)0.10949(15)0.0289(5)
C70.7205(2)0.7205(2)0.13985(15)0.0280(5)
C80.5705(2)0.6422(2)0.18811(15)0.0284(5)
C90.7176(2)0.5281(2)0.16715(16)0.0296(5)
C100.2725(3)0.7653(3)0.17097(17)0.0395(7)
C110.3002(4)0.7561(5)0.0870(2)0.0684(12)
H11A0.35030.82050.07610.103*
H11B0.23050.76080.05150.103*
H11C0.33750.68100.07970.103*
C120.2108(3)0.8793(4)0.1831(3)0.0595(9)
H12A0.19600.88520.23760.089*
H12B0.13940.88050.14920.089*
H12C0.25730.94570.17020.089*
C130.2083(3)0.6615(4)0.1965(3)0.0587(10)
H13A0.25000.58950.18840.088*
H13B0.13430.65810.16580.088*
H13C0.19860.66940.25180.088*
C140.9727(3)0.3355(3)0.22198(19)0.0430(7)
C151.0885(3)0.3141(5)0.1945(3)0.0626(10)
H15A1.08180.25500.15310.094*
H15B1.14080.28620.23830.094*
H15C1.11680.38750.17450.094*
C160.9213(3)0.2210(4)0.2450(2)0.0563(9)
H16A0.84500.23540.25850.084*
H16B0.96760.18760.29000.084*
H16C0.91810.16580.20130.084*
C170.9803(4)0.4273(5)0.2855(3)0.0775(14)
H17A1.00450.50200.26480.116*
H17B1.03500.40220.32880.116*
H17C0.90630.43710.30410.116*
C180.1408(2)0.1975(3)0.44344(17)0.0366(6)
H180.12790.27560.45920.044*
C190.0760(3)0.1064(3)0.46787(19)0.0454(7)
H190.01790.12210.49970.055*
C200.0964(3)−0.0071(3)0.4456(2)0.0486(8)
H200.0520−0.06930.46240.058*
C210.1804(3)−0.0312(3)0.3993(2)0.0443(7)
H210.1944−0.10980.38490.053*
C220.2443(3)0.0594(3)0.37380(17)0.0363(6)
H220.30140.04300.34120.044*
C230.2249(2)0.1742(2)0.39578(16)0.0302(6)
C240.2915(2)0.2722(2)0.36819(15)0.0273(5)
C250.4062(2)0.3445(2)0.28556(15)0.0275(5)
C260.3333(2)0.4644(2)0.36991(15)0.0283(5)
C270.4399(2)0.2135(3)0.09162(16)0.0354(6)
C280.3145(3)0.2173(4)0.0993(2)0.0555(9)
H28A0.29520.15410.13380.083*
H28B0.27210.20720.04780.083*
H28C0.29540.29310.12110.083*
C290.4718(3)0.1009(4)0.0521(2)0.0510(8)
H29A0.55320.09960.04940.077*
H29B0.43240.0974−0.00070.077*
H29C0.45030.03320.08210.077*
C300.4811(3)0.3208(3)0.05165(18)0.0465(7)
H30A0.45610.39170.07680.070*
H30B0.45040.3205−0.00340.070*
H30C0.56350.31970.05560.070*
C310.3405(3)0.6655(3)0.54442(18)0.0449(7)
C320.4022(3)0.7682(3)0.5129(2)0.0518(8)
H32A0.45050.73980.47460.078*
H32B0.44850.80690.55580.078*
H32C0.34740.82420.48790.078*
C330.2672(4)0.7051(5)0.6066(2)0.0721(12)
H33A0.21790.76910.58600.108*
H33B0.31550.73260.65270.108*
H33C0.22140.63910.62120.108*
C340.4188(4)0.5665(4)0.5745(2)0.0639(10)
H34A0.37400.49850.58710.096*
H34B0.46590.59240.62150.096*
H34C0.46690.54470.53440.096*
O60.7875(2)0.7031(3)0.34262(15)0.0596(7)
O50.8043(5)0.8988(6)0.3534(5)0.149(2)
C350.6573(4)0.5825(6)0.3969(3)0.0823(16)
H35A0.65480.53640.34890.123*
H35B0.58350.57990.41660.123*
H35C0.71430.54970.43610.123*
C360.6866(4)0.7067(6)0.3805(2)0.0740(14)
H36A0.62480.74420.34620.089*
H36B0.69920.75200.42950.089*
C370.8379(4)0.8076(4)0.3325(2)0.0633(10)
C380.9444(4)0.7926(5)0.2967(3)0.0691(11)
H38A1.00500.77080.33710.104*
H38B0.96370.86640.27230.104*
H38C0.93480.73080.25720.104*

Source of material

Under the protection of N2, Mg (3.84 g, 0.160 mol) and I2 (1.02 g, 0.004 mol) were added to the solution of tetrahydrofuran (150 mL). After 10 mins bromobenzene (25 g, 0.160 mol) was added to the suspension mixture dropwisely. When Mg disappeared, the reaction mixture was cooled to −15 °C. A solution of 2,4,6-trichloro-1,3,5-triazine (31.75 g, 0.175 mol) in tetrahydrofuran was added to the above solution of PhMgBr in 5 min. After 2 h, the mixture was filtered and the filtrate was evaporated to get a yellow solid, which was purified by chromatography on silica gel to get the 2,4-dichloro-6-phenyl-1,3,5-triazine (27.85 g, yield 77%) as a white solid.

To a suspension of NaH (1.2 g, 0.05 mol) in 60 mL of tetrahydrofuran was added tert-butanesulfinamide (6.06 g, 0.05 mol). The mixture was stirred at room temperature for 30 mins. Then a solution of 2,4-dichloro-6-phenyl-1,3,5-triazine (3.77 g, 0.0167 mol) in 20 mL of tetrahydrofuran was added slowly (about in 5 min). After stirring at reflux for 12 h, the reaction was quenched with 2 mL of MeOH and evaporated to get a yellow solid which was dissolved in the mixture of CH2Cl2 and water. The organic layer was separated, washed with water, dried by anhydrous Na2SO4 and then filtered. The filtrate was evaporated to get a yellow solid, which was purified by chromatography on silica gel (PE:EA = 4:1) to afford 2-phenyl-4,6-bis(R-tertbutylsulfonamido)-1,3,5-triazine (3.43 g, yield 52%). 1H NMR (400 MHz, chloroform-d) δ 9.93 (s, 4H), 8.52–8.40 (m, 4H), 7.59–7.48 (m, 6H), 4.14 (dd, J = 8 Hz, 2H), 2.07 (s, 3H), 1.40 (s, 36H), 1.29 (t, J = 8 Hz, 3H). Crystals were obtained by recrystallization with ethyl acetate at room temperature.

Experimental details

The data were scaled and corrected for absorption using SADABS-2016/2 (Bruker, APEX-II CCD). The hydrogen atoms were placed at calculated positions and refined as riding atoms with isotropic displacement parameters.

Discussion

Chiral compounds, which was synthesized mainly by catalytic asymmetric synthesis in organic chemistry, have widely applications in functional materials, pharmaceuticals, agricultural chemicals, biological reagents and so on [3]. In the field of asymmetric synthesis, sulfinamides have attracted attentions owing to its significant enantioselectivity in several transition-metal-catalyzed asymmetric reactions (such as asymmetric allylicsubstitutions [4], asymmetric addition of arylboronic acids to cycloalkenones [5], asymmetric reduction of aldehydes, asymmetric michael addition [6] and so on). Therefore, design and synthesis of new chiral sulfinamides becomes an important subject in asymmetric catalysis. In this paper, a new chiral sulfinamide 2-phenyl-4,6-bis(R-tert-butylsulfonamido)-1,3,5-triazine was synthesized using R-tert-butylsulfenamide as starting materials. This chiral sulfinamide can be used as chiral ligands in transition-metal-catalyzed asymmetric reactions [7]. The structure of 2-phenyl-4,6-bis(R-tert-butylsulfonamido)-1,3,5-triazine was characterized by 1H NMR and X-ray diffraction.

There are two cystallographically independent molecules (2 C17H25N5O2S2) and one solvent molecule (C4H8O2) in the asymmetric unit, in which all bond lengths are in normal ranges. In one of independent molecule (C17H25N5O2S2), the bond length of N1—C7 is 1.339(3) Å, which is a little shorter than that of C2—C3 1.390(5) Å. The bond length of N5—C9, S2—N5, S2—O1 and S2—C14 are 1.360(4) Å, 1.695(2) Å, 1.475(2) Å and 1.836(3) Å, respectively. The angles of C1—C2—C3, C8—N1—C7, C9—N5—S2 and O1—S2—N5 are 120.2(3)o, 114.2(2)o, 121.32(19)o and 106.56(13)o, respectively. The torsion angle of C1—C6—C7—N1 is 11.17o, which demonstrated that phenyl moiety and the 1,3,5-triazine ring were not on the same plane. The two independent molecules can form dimers mainly by four intermolecular hydrogen bonds as following: N4—H4⋯N8 (d(H4⋯N8) = 2.23 Å), N5—H5⋯O3 (d(H5⋯O3) = 2.09 Å), N9—H9⋯O2 (d(H9⋯O2) = 2.10 Å) and N10—H10⋯N2 (d(H10⋯N2) = 2.13 Å).

Acknowledgements

We acknowledge the supports by Key Project of Shaanxi Provincial Education Department (17JS029), Natural Science Basic Research Program of Shaanxi (2017JM8070). China Postdoctoral Science Foundation funded project (2016M602994).

References

Bruker. APEX2, SAINT and SADABS. Brucker AXS Inc., Madison, Wisconsin, USA (2009).Search in Google Scholar

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

Belfrage, A. K.; Wakchaure, P.; Larhed, M.; Sandström, A.: Palladium-catalyzed carbonylation of aryl iodides with sulfinamides. Eur. J. Org. Chem. 2015 (2015) 7069–7074.10.1002/ejoc.201500875Search in Google Scholar

Mistico, L.; Ay, E.; Huynh,V.; Bourderioux, A.; Chemla, F.; Ferreira, F.; Oble, J.; Perez-Luna, A.; Poli, G.; Prestat, G.: Reactivity of tert-butanesulfinamides in palladium-catalyzed allylic substitutions. J. Organomet. Chem. 760 (2014) 124–129.10.1016/j.jorganchem.2013.11.026Search in Google Scholar

Revu, O.; Uphade, M. B.; Prasad, K. R.: Synthesis and evaluation of C2-symmetric bis-sulfinamides as effective ligands in rhodium catalyzed addition of arylboronic acids to cycloalkenones. Tetrahedron 72 (2016) 5355–5362.10.1016/j.tet.2016.07.024Search in Google Scholar

Reyes-Rangel, G.; Vargas-Caporali, J.; Juaristi, E.: Asymmetric Michael addition reaction organocatalyzed by stereoisomeric pyrrolidine sulfinamides under neat conditions. A brief study of self-disproportionation of enantiomers. Tetrahedron 73 (2017) 4707–4718.10.1016/j.tet.2017.05.016Search in Google Scholar

Yağci, N. K.; Güven, K.; Yildiz, G. D.: Crystal structure of aquadichlorido-(2,4,6-tri-2-pyridyl-1,3,5-triazine-k3N,N′,N′′)nickel(II) monohydrate, C18H16Cl2N6NiO2. Z. Kristallogr. NCS 232 (2017) 485–487.10.1515/ncrs-2016-0332Search in Google Scholar

Received: 2018-02-06
Accepted: 2018-04-25
Published Online: 2018-05-18
Published in Print: 2018-07-26

©2018 Zhenyu Zuo et al., published by De Gruyter, Berlin/Boston

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

Articles in the same Issue

  1. Cover and Frontmatter
  2. Crystal structure of (E)-1-(4-(((E)-2-hydroxy-5-methylbenzylidene)amino)phenyl)ethan-1-one O-methyl oxime, C17H18N2O2
  3. Crystal structure of 1,3,5,7-tetraazaadamantane-1,3-diium 2,5-dicarboxyterephthalate, C16H18N4O8
  4. Crystal structure of guanidinium tetrabutyl-ammonium 5-hydroxyisophthalate dihydrate, C25H50N4O7
  5. Crystal structure of poly[aqua-(μ2-5-methoxyisophthalate-κ3O,O′:O′′)-(μ2-1,4-bis((1H-1,2,4-triazol-1-yl)methyl)benzene-κ2N:N′)nickel(II), NiC21H20N6O6
  6. Crystal structure of aqua-bis(3,4-dimethoxybenzoato-κ1O)-(2,2′-bipyridine-κ2N,N′)copper(II), C28H26CuN2O9
  7. Crystal structure of catena-poly[aqua-(μ2-(3,5-di(1H-imidazol-1-yl)-pyridine-κ2N:N′)-(μ2-2-(carboxylatomethyl)benzoato-κ2O:O′)] cadmium(II), C20H17CdN5O5
  8. The crystal structure of catena-poly[chlorido-(μ2-5-methyl-1,3,4-thiadiazole-2-thiolato-κ2S:N)mercury(II)], C3H3ClHgN2S2
  9. Crystal structure of (E)-2,4-dichloro-6-(((4-methyl-2-nitrophenyl)imino)methyl)phenol, C14H10Cl2N2O3
  10. Crystal structure of a new polymorph of bis[μ-1,3-bis(diphenylphosphino)propane-κ2P:P′-disilver(I)] bis(tetrafluoroborate), [Ag(dppp)]2(BF4)2, C54H52Ag2B2F8P4
  11. The crystal structure of 2-phenyl-4,6-bis(R-tert-butylsulfonamido)-1,3,5-triazine – ethyl acetate (2/1), C38H58N10O6S4
  12. Crystal structure of 6-amino-8-(2-methoxy-phenyl)-2-methyl-2,3,8,8a-tetrahydro-1H-iso-quinoline-5,7,7-tricarbonitrile monohydrate, C20H21N5O2
  13. Crystal structure of methyl (1-phenylethyl)carbamate, C10H13NO2
  14. Crystal structure of dimethanol-(μ2-squarato-κ2O:O′)-tetrakis(tri-p-tolylphosphane-κP)disilver(I) – methanol (1/2), C92H98Ag2O8P4
  15. Crystal structure of catena-poly[bis(μ2-1,4-bis(triazol-1-ylmethyl)benzene-κ2N:N′)-bis(5-tert-butyl-isophthalate-κO)copper(II)]tetrahydrate, C36H46CuN6O12
  16. Crystal structure of 4-aminopyridinium 4-acetyl-(pyridin-4-yl)-1H-1,2,3-triazol-5-olate monohydrate, C14H16N6O3
  17. Crystal structure of 2-(8-bromo-2-phenylimidazo[1,2-α]pyridin-3-yl)-6,7-dimethyl-3-phenylquinoxaline, C29H21BrN4
  18. Crystal structure of aqua(1-(2-pyridyl)ethanone oxime-κ2N,N′)(1-(2-pyridyl)ethanone oximato-κ2N,N′) nitrate monohydrate, C14H19N5O7Cu
  19. Crystal structure of poly[tetraaqua-(μ4-oxalato-κ4O,O′:O′′,O′′′)-(μ8-benzene-1,2,4,5-tetracarboxylato-κ8O1:O2:O3:O4:O5:O6:O7:O8)yttrium(III)], C6H5O8Y
  20. Crystal structure of bis{catena-poly[(μ2-1,2-bis(4-pyridyl)ethane-κ2N:N′)silver(I)]} diaqua-bis(5-(4-carboxyphenyl)pyridine-2-carboxylato-κ2N,O)-(μ2-1,2-bis(4-pyridyl)ethane-κ2N:N′)disilver(I) octahydrate, C31H35Ag2N4O9
  21. Crystal structure of (E)-N-(2-(benzylamino)-2-oxo-1-(4-oxo-4H-chromen-3-yl)ethyl)-N-(4-bromophenyl)-3-chloroacrylamide hydrate, C27H22BrClN2O5
  22. Crystal structure of catena-poly[octaaqua-bis(μ2-4,6-dicarboxyisophthalate-κ2O:O′)cadmium(II)disodium(I)] dihydrate, C20H28CdNa2O26
  23. Crystal structure of acetonitrile{bis(2-benzimidazolylmethyl)amine-κ3N,N′,N′′}-{maleato-κO}zinc(II) perchlorate - acetonitrile (1/1), C24H24ClN7O8Zn
  24. Crystal structure of 2-amino-4-(3,5-dibromo-4-hydroxyphenyl)-7-methyl-5-oxo-2H,5H-pyrano[4,3-b]pyran-3-carbonitrile, C16H10Br2N2O4
  25. Crystal structure of catena-poly[diaqua-(μ2-3,5-bis(pyridin-4-ylmethoxy)benzoate-κ2N:O) manganese(II)] tetrahydrate [(3,5-bis-(pyridin-4-ylmethoxy)-benzoic-κ1Oκ1N) manganese(II)] trihydrate, C38H42MnN4O14
  26. The crystal structure of 2-carboxybenzaldehyde-2-phenylacetohydrazone, C16H14N2O3
  27. The crystal structure of poly[μ2-aqua-(μ2-2-naphthylamine-1-sulfonato-κ3O,O′:O′′)sodium(I)], C10H10N1O4S1Na
  28. The crystal structure of phthalazin-1(2H)-one, C8H6N2O1
  29. Crystal structure of 3,5-bis(trifluoromethyl)benzyl(Z)-N-(adamantan-1-yl)morpholine-4-carbothioimidate, C24H28F6N2OS
  30. Crystal structure of diazido-bis(μ2-pyridin-2-ylmethanolato-κ2N:O)-bis(pyridin-2-ylmethanolato-κ2N,O)dicobalt(III) – methanol (1/3), C27H35Co2N10O7
  31. Crystal structure of N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-3-(2,2,2-trifluoroethoxy)-2-pyridinesulfonamide, C14H14F3N5O6S
  32. Crystal structure of 1-phenyl-N′-(1-phenyl-5-(thiophen-2-yl)-1H-pyrazole-3-carbonyl)-5-(thiophen-2-yl)-1H-pyrazole-3-carbohydrazide, C28H20N6O2S2
  33. The crystal structure of poly[bis(4-hydroxybenzoato-κO)-(μ2-4,4′-bipyridine-κ2N:N′)copper(II)] hydrate, C24H20N2O7Cu
  34. Crystal structure of poly[μ3-5-(4-(2,6-di(pyridine-2-yl)pyridine-4-yl)phenoxy)isophthalato-κ5O:O′,O′′:N,N′,N′′cobalt(II)], C29H17CoN3O5
  35. Crystal structure of poly[μ3-5-(4-(2,6-di(pyridine-2-yl)pyridine-4-yl)phenoxy)isophthalato-κ6O:O′,O′′:N,N′,N′′)cobalt(II)] C29H17CoN3O5
  36. Crystal structure of diaqua-(acetato-κ3O,O′:O′′)-(μ3-4,6-di(1H-imidazol-1-yl)isophthalato-κ4O:O′:O′′,O′′′)lanthanum(III), C16H15LaN4O8
  37. Synthesis and crystal structure of 6-carboxy-1-(3,5-dicarboxyphenyl)-1H-benzo[d]imidazol-3-ium-5-carboxylate dihydrate, C18H12N2O8
  38. Crystal structure of (E)-2-hydroxybenzaldehyde O-(2-(((E)-(4-(dimethylamino)benzylidene)amino)oxy)ethyl)oxime, C18H21N3O3
  39. Crystal structure of bis{2-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl)phenolato-κ2N,O}zinc(II), C32H30N4O4Zn
  40. Crystal structure of bis(9-aminoacridin-10-ium) tetrachloridocuprate(II) monohydrate, C26H24Cl4CuN4O
  41. The crystal structure of 4-tert-butyl-N′-[(E)-(4-fluoro-3-methoxyphenyl)methylidene]benzohydrazide, C19H21F1N2O2
  42. Crystal structure of (E)-3-(3-(5-methyl-1-4-tolyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)-1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)prop-2-en-1-one, C31H26N8O
  43. Crystal structure of (E)-N′-(4-methoxybenzylidene)-5-methyl-1-(4-tolyl)-1H-1,2,3-triazole-4-carbohydrazide, C19H19N5O2
  44. Crystal structure and molecular packing of O-ethyl (2-chlorophenyl)carbamothioate, C9H10ClNOS
  45. Crystal structure of pyrene-2-carbaldehyde, C17H10O
  46. Crystal structure of (E)-2,4-diiodo-6-(4-methyl-2-nitrostyryl)phenol, C14H10I2N2O3
  47. Crystal structure of (E)-2,4-dichloro-6-(((4-methoxy-2-nitrophenyl)imino)methyl)phenol, C14H10Cl2N2O4
  48. Crystal structure of (E)-2-bromo-4-chloro-6-(4-methoxy-2-nitrostyryl)phenol, C14H10BrClN2O4
  49. Crystal structure of (E)-4,6-diiodo-2-(((4-methoxy-2-nitrophenyl)imino)methyl)-3-methylphenol, C14H10I2N2O4
  50. The crystal structure of 7-bromo-1-cyclopropyl-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid an intermediate of the ozenoxacin synthesis, C14H12BrNO3
  51. Crystal structure of bis(N-(1-(pyrazin-2-yl)ethylidene)nicotinohydrazonato-κ3N,N′,O)copper(II) C24H20N10O2Cu
  52. Crystal structure of diaqua-dinitrato-k2O,O′((Z)-N-((E)-1-(pyrazin-2-yl)ethylidene)nicotinohydrazonato-k3N,N′,O)europium(II), C12H14N7O9Eu
  53. Crystal structure of ethyl 4-amino-5-(5-methyl-1-(4-tolyl)-1H-1,2,3-triazole-4-carbonyl)-2-(phenylamino)thiophene-3-carboxylate, C24H23N5O3S
  54. The crystal structure of acridin-10-ium2-carboxybenzoate, C21H15NO4
  55. The crystal structure of 3-((phenylamino)methylene)-1,5-dioxaspiro[5.5]undecane-2,4-dione, C16H17N1O4
  56. Crystal structure of 12-chloro-5,6,7,12-tetrahydrodibenzo[c,f][1,5]oxastibocine, C14H12ClOSb
  57. Crystal structure of 4-((1,3-dioxoisoindolin-2-yl)methyl)phenethyl 4-methylbenzenesulfonate, C24H21NO5S
  58. Crystal structure of 3-methyl-2,3-dihydro-2-thioxoquinazolin-4(1H)-one, C9H8N2OS
  59. Crystal structure of tert-butyl (2-(4-oxo-2-thioxo-1,4-dihydroquinazolin-3(2H)-yl)ethyl)carbamate, C15H19N3O3S
  60. Crystal structure of ethyl 5-formyl-3,4-dimethylpyrrole-2-carboxylate–1-(propan-2-ylidene)thiosemicarbazide (1/1), C14H22N4O3S
  61. Crystal structure of bis-(N′-(5-ethoxycarbonyl-3,4-dimethyl-pyrrol-2-yl-methylidene)-3-hydroxybenzohydrazide-κ2O,N)copper(II) – dimethylformamide (1/2), C40H50N8O10Cu
  62. Crystal structure of bis(acetato-κO)bis{2-((1H-tetrazol-1-yl)methyl)-1H-benzo[d]imidazole-κN}zinc(II), C22H22N12O4Zn
  63. Crystal structure of 4-phenyl-3-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)-1H-1,2,4-triazole-5(4H)-thione, C17H14N6S
  64. Crystal structure of (Z)-N-(4-nitrophenyl)-3-phenyl-3-(phenylamino)acrylamide, C21H17N3O3
  65. Crystal structure of 1,1′-(pentane-1,5-diyl)bis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C13H22F12N4P2
  66. Synthesis and crystal structure of bis(furan-2-ylmethanaminium)-catena-[bis(μ2-phthalato-κ2O:O′)cobalt(II)], C26H24CoN2O10
  67. Crystal structure of methyl (R)-4-(o-chlorobenzoyl)-1-thia-4-azaspiro[4.5]decane-3-carboxylate, C17H20ClNO3S
  68. Crystal structure of 2-[[4-[2-[4-(4-methoxyphenyl)-1-piperazinyl]ethyl]phenyl] methyl]-1H-isoindole-1,3(2H)-dione, C28H29N3O3
  69. The crystal structure of benzenaminium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate hydrate, C21H19NO8S
  70. Crystal structure of semiconducting potassium poly[(μ2-tetraselenido-κ2Se1:Se4)(μ2-pentaselenido-κ1Se1:Se1)argentate(I)], K3AgSe9
  71. Crystal structure of 2-isopropyl-8-methyl-phenanthrene-3,4-dione, C18H16O2
  72. Crystal structure of 2-isopropyl-8,8-dimethyl-5,6,7,8-tetrahydrophenanthrene-3,4-dione, C19H22O2
  73. Crystal structure of (E)-2-(1-((2-aminophenyl)imino)ethyl)-4-bromophenol, C14H13BrN2O
  74. Crystal structure of 1,1-di(4-cyanophenyl)-2,2-diphenylethene, C28H18N2
  75. Crystal structure of bis(hydroxylamido-κ2O,N)-oxido(1H-pyrazole-3-carboxylato-κ2O,N)vanadium(V), C4H7N4O5V
  76. The crystal structure of In1.2B3O5.6(OH)1.4
  77. The crystal structure of chlorido(2-(1H-pyrazol-3-yl)phenolato-κ2N,O)(2-(1H-pyrazol-3-yl)phenol-κN)copper(II), C18H15ClCuN4O2
  78. Crystal structure of 1-heptylpyridazin-1-ium iodide, C11H19N2I
  79. The crystal structure of N-butylpyridinium bis(μ2-dichlorido)-tetrachloridodicopper(II), C18H28N2Cu2Cl6
  80. Crystal structure of 6-hydroxy-5-((2-hydroxy-6-oxocyclohex-1-en-1-yl)(4-methoxyphenyl)methyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione, C20H22N2O6
  81. Crystal structure of bis(acetonitrile)-diaqua-dichloridoiron(II), C4H10Cl2N2O2Fe
https://doi.org/10.1515/ncrs-2017-0292
Creative Commons
BY-NC-ND 4.0

Articles in the same Issue

  1. Cover and Frontmatter
  2. Crystal structure of (E)-1-(4-(((E)-2-hydroxy-5-methylbenzylidene)amino)phenyl)ethan-1-one O-methyl oxime, C17H18N2O2
  3. Crystal structure of 1,3,5,7-tetraazaadamantane-1,3-diium 2,5-dicarboxyterephthalate, C16H18N4O8
  4. Crystal structure of guanidinium tetrabutyl-ammonium 5-hydroxyisophthalate dihydrate, C25H50N4O7
  5. Crystal structure of poly[aqua-(μ2-5-methoxyisophthalate-κ3O,O′:O′′)-(μ2-1,4-bis((1H-1,2,4-triazol-1-yl)methyl)benzene-κ2N:N′)nickel(II), NiC21H20N6O6
  6. Crystal structure of aqua-bis(3,4-dimethoxybenzoato-κ1O)-(2,2′-bipyridine-κ2N,N′)copper(II), C28H26CuN2O9
  7. Crystal structure of catena-poly[aqua-(μ2-(3,5-di(1H-imidazol-1-yl)-pyridine-κ2N:N′)-(μ2-2-(carboxylatomethyl)benzoato-κ2O:O′)] cadmium(II), C20H17CdN5O5
  8. The crystal structure of catena-poly[chlorido-(μ2-5-methyl-1,3,4-thiadiazole-2-thiolato-κ2S:N)mercury(II)], C3H3ClHgN2S2
  9. Crystal structure of (E)-2,4-dichloro-6-(((4-methyl-2-nitrophenyl)imino)methyl)phenol, C14H10Cl2N2O3
  10. Crystal structure of a new polymorph of bis[μ-1,3-bis(diphenylphosphino)propane-κ2P:P′-disilver(I)] bis(tetrafluoroborate), [Ag(dppp)]2(BF4)2, C54H52Ag2B2F8P4
  11. The crystal structure of 2-phenyl-4,6-bis(R-tert-butylsulfonamido)-1,3,5-triazine – ethyl acetate (2/1), C38H58N10O6S4
  12. Crystal structure of 6-amino-8-(2-methoxy-phenyl)-2-methyl-2,3,8,8a-tetrahydro-1H-iso-quinoline-5,7,7-tricarbonitrile monohydrate, C20H21N5O2
  13. Crystal structure of methyl (1-phenylethyl)carbamate, C10H13NO2
  14. Crystal structure of dimethanol-(μ2-squarato-κ2O:O′)-tetrakis(tri-p-tolylphosphane-κP)disilver(I) – methanol (1/2), C92H98Ag2O8P4
  15. Crystal structure of catena-poly[bis(μ2-1,4-bis(triazol-1-ylmethyl)benzene-κ2N:N′)-bis(5-tert-butyl-isophthalate-κO)copper(II)]tetrahydrate, C36H46CuN6O12
  16. Crystal structure of 4-aminopyridinium 4-acetyl-(pyridin-4-yl)-1H-1,2,3-triazol-5-olate monohydrate, C14H16N6O3
  17. Crystal structure of 2-(8-bromo-2-phenylimidazo[1,2-α]pyridin-3-yl)-6,7-dimethyl-3-phenylquinoxaline, C29H21BrN4
  18. Crystal structure of aqua(1-(2-pyridyl)ethanone oxime-κ2N,N′)(1-(2-pyridyl)ethanone oximato-κ2N,N′) nitrate monohydrate, C14H19N5O7Cu
  19. Crystal structure of poly[tetraaqua-(μ4-oxalato-κ4O,O′:O′′,O′′′)-(μ8-benzene-1,2,4,5-tetracarboxylato-κ8O1:O2:O3:O4:O5:O6:O7:O8)yttrium(III)], C6H5O8Y
  20. Crystal structure of bis{catena-poly[(μ2-1,2-bis(4-pyridyl)ethane-κ2N:N′)silver(I)]} diaqua-bis(5-(4-carboxyphenyl)pyridine-2-carboxylato-κ2N,O)-(μ2-1,2-bis(4-pyridyl)ethane-κ2N:N′)disilver(I) octahydrate, C31H35Ag2N4O9
  21. Crystal structure of (E)-N-(2-(benzylamino)-2-oxo-1-(4-oxo-4H-chromen-3-yl)ethyl)-N-(4-bromophenyl)-3-chloroacrylamide hydrate, C27H22BrClN2O5
  22. Crystal structure of catena-poly[octaaqua-bis(μ2-4,6-dicarboxyisophthalate-κ2O:O′)cadmium(II)disodium(I)] dihydrate, C20H28CdNa2O26
  23. Crystal structure of acetonitrile{bis(2-benzimidazolylmethyl)amine-κ3N,N′,N′′}-{maleato-κO}zinc(II) perchlorate - acetonitrile (1/1), C24H24ClN7O8Zn
  24. Crystal structure of 2-amino-4-(3,5-dibromo-4-hydroxyphenyl)-7-methyl-5-oxo-2H,5H-pyrano[4,3-b]pyran-3-carbonitrile, C16H10Br2N2O4
  25. Crystal structure of catena-poly[diaqua-(μ2-3,5-bis(pyridin-4-ylmethoxy)benzoate-κ2N:O) manganese(II)] tetrahydrate [(3,5-bis-(pyridin-4-ylmethoxy)-benzoic-κ1Oκ1N) manganese(II)] trihydrate, C38H42MnN4O14
  26. The crystal structure of 2-carboxybenzaldehyde-2-phenylacetohydrazone, C16H14N2O3
  27. The crystal structure of poly[μ2-aqua-(μ2-2-naphthylamine-1-sulfonato-κ3O,O′:O′′)sodium(I)], C10H10N1O4S1Na
  28. The crystal structure of phthalazin-1(2H)-one, C8H6N2O1
  29. Crystal structure of 3,5-bis(trifluoromethyl)benzyl(Z)-N-(adamantan-1-yl)morpholine-4-carbothioimidate, C24H28F6N2OS
  30. Crystal structure of diazido-bis(μ2-pyridin-2-ylmethanolato-κ2N:O)-bis(pyridin-2-ylmethanolato-κ2N,O)dicobalt(III) – methanol (1/3), C27H35Co2N10O7
  31. Crystal structure of N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-3-(2,2,2-trifluoroethoxy)-2-pyridinesulfonamide, C14H14F3N5O6S
  32. Crystal structure of 1-phenyl-N′-(1-phenyl-5-(thiophen-2-yl)-1H-pyrazole-3-carbonyl)-5-(thiophen-2-yl)-1H-pyrazole-3-carbohydrazide, C28H20N6O2S2
  33. The crystal structure of poly[bis(4-hydroxybenzoato-κO)-(μ2-4,4′-bipyridine-κ2N:N′)copper(II)] hydrate, C24H20N2O7Cu
  34. Crystal structure of poly[μ3-5-(4-(2,6-di(pyridine-2-yl)pyridine-4-yl)phenoxy)isophthalato-κ5O:O′,O′′:N,N′,N′′cobalt(II)], C29H17CoN3O5
  35. Crystal structure of poly[μ3-5-(4-(2,6-di(pyridine-2-yl)pyridine-4-yl)phenoxy)isophthalato-κ6O:O′,O′′:N,N′,N′′)cobalt(II)] C29H17CoN3O5
  36. Crystal structure of diaqua-(acetato-κ3O,O′:O′′)-(μ3-4,6-di(1H-imidazol-1-yl)isophthalato-κ4O:O′:O′′,O′′′)lanthanum(III), C16H15LaN4O8
  37. Synthesis and crystal structure of 6-carboxy-1-(3,5-dicarboxyphenyl)-1H-benzo[d]imidazol-3-ium-5-carboxylate dihydrate, C18H12N2O8
  38. Crystal structure of (E)-2-hydroxybenzaldehyde O-(2-(((E)-(4-(dimethylamino)benzylidene)amino)oxy)ethyl)oxime, C18H21N3O3
  39. Crystal structure of bis{2-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl)phenolato-κ2N,O}zinc(II), C32H30N4O4Zn
  40. Crystal structure of bis(9-aminoacridin-10-ium) tetrachloridocuprate(II) monohydrate, C26H24Cl4CuN4O
  41. The crystal structure of 4-tert-butyl-N′-[(E)-(4-fluoro-3-methoxyphenyl)methylidene]benzohydrazide, C19H21F1N2O2
  42. Crystal structure of (E)-3-(3-(5-methyl-1-4-tolyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)-1-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)prop-2-en-1-one, C31H26N8O
  43. Crystal structure of (E)-N′-(4-methoxybenzylidene)-5-methyl-1-(4-tolyl)-1H-1,2,3-triazole-4-carbohydrazide, C19H19N5O2
  44. Crystal structure and molecular packing of O-ethyl (2-chlorophenyl)carbamothioate, C9H10ClNOS
  45. Crystal structure of pyrene-2-carbaldehyde, C17H10O
  46. Crystal structure of (E)-2,4-diiodo-6-(4-methyl-2-nitrostyryl)phenol, C14H10I2N2O3
  47. Crystal structure of (E)-2,4-dichloro-6-(((4-methoxy-2-nitrophenyl)imino)methyl)phenol, C14H10Cl2N2O4
  48. Crystal structure of (E)-2-bromo-4-chloro-6-(4-methoxy-2-nitrostyryl)phenol, C14H10BrClN2O4
  49. Crystal structure of (E)-4,6-diiodo-2-(((4-methoxy-2-nitrophenyl)imino)methyl)-3-methylphenol, C14H10I2N2O4
  50. The crystal structure of 7-bromo-1-cyclopropyl-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid an intermediate of the ozenoxacin synthesis, C14H12BrNO3
  51. Crystal structure of bis(N-(1-(pyrazin-2-yl)ethylidene)nicotinohydrazonato-κ3N,N′,O)copper(II) C24H20N10O2Cu
  52. Crystal structure of diaqua-dinitrato-k2O,O′((Z)-N-((E)-1-(pyrazin-2-yl)ethylidene)nicotinohydrazonato-k3N,N′,O)europium(II), C12H14N7O9Eu
  53. Crystal structure of ethyl 4-amino-5-(5-methyl-1-(4-tolyl)-1H-1,2,3-triazole-4-carbonyl)-2-(phenylamino)thiophene-3-carboxylate, C24H23N5O3S
  54. The crystal structure of acridin-10-ium2-carboxybenzoate, C21H15NO4
  55. The crystal structure of 3-((phenylamino)methylene)-1,5-dioxaspiro[5.5]undecane-2,4-dione, C16H17N1O4
  56. Crystal structure of 12-chloro-5,6,7,12-tetrahydrodibenzo[c,f][1,5]oxastibocine, C14H12ClOSb
  57. Crystal structure of 4-((1,3-dioxoisoindolin-2-yl)methyl)phenethyl 4-methylbenzenesulfonate, C24H21NO5S
  58. Crystal structure of 3-methyl-2,3-dihydro-2-thioxoquinazolin-4(1H)-one, C9H8N2OS
  59. Crystal structure of tert-butyl (2-(4-oxo-2-thioxo-1,4-dihydroquinazolin-3(2H)-yl)ethyl)carbamate, C15H19N3O3S
  60. Crystal structure of ethyl 5-formyl-3,4-dimethylpyrrole-2-carboxylate–1-(propan-2-ylidene)thiosemicarbazide (1/1), C14H22N4O3S
  61. Crystal structure of bis-(N′-(5-ethoxycarbonyl-3,4-dimethyl-pyrrol-2-yl-methylidene)-3-hydroxybenzohydrazide-κ2O,N)copper(II) – dimethylformamide (1/2), C40H50N8O10Cu
  62. Crystal structure of bis(acetato-κO)bis{2-((1H-tetrazol-1-yl)methyl)-1H-benzo[d]imidazole-κN}zinc(II), C22H22N12O4Zn
  63. Crystal structure of 4-phenyl-3-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)-1H-1,2,4-triazole-5(4H)-thione, C17H14N6S
  64. Crystal structure of (Z)-N-(4-nitrophenyl)-3-phenyl-3-(phenylamino)acrylamide, C21H17N3O3
  65. Crystal structure of 1,1′-(pentane-1,5-diyl)bis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C13H22F12N4P2
  66. Synthesis and crystal structure of bis(furan-2-ylmethanaminium)-catena-[bis(μ2-phthalato-κ2O:O′)cobalt(II)], C26H24CoN2O10
  67. Crystal structure of methyl (R)-4-(o-chlorobenzoyl)-1-thia-4-azaspiro[4.5]decane-3-carboxylate, C17H20ClNO3S
  68. Crystal structure of 2-[[4-[2-[4-(4-methoxyphenyl)-1-piperazinyl]ethyl]phenyl] methyl]-1H-isoindole-1,3(2H)-dione, C28H29N3O3
  69. The crystal structure of benzenaminium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate hydrate, C21H19NO8S
  70. Crystal structure of semiconducting potassium poly[(μ2-tetraselenido-κ2Se1:Se4)(μ2-pentaselenido-κ1Se1:Se1)argentate(I)], K3AgSe9
  71. Crystal structure of 2-isopropyl-8-methyl-phenanthrene-3,4-dione, C18H16O2
  72. Crystal structure of 2-isopropyl-8,8-dimethyl-5,6,7,8-tetrahydrophenanthrene-3,4-dione, C19H22O2
  73. Crystal structure of (E)-2-(1-((2-aminophenyl)imino)ethyl)-4-bromophenol, C14H13BrN2O
  74. Crystal structure of 1,1-di(4-cyanophenyl)-2,2-diphenylethene, C28H18N2
  75. Crystal structure of bis(hydroxylamido-κ2O,N)-oxido(1H-pyrazole-3-carboxylato-κ2O,N)vanadium(V), C4H7N4O5V
  76. The crystal structure of In1.2B3O5.6(OH)1.4
  77. The crystal structure of chlorido(2-(1H-pyrazol-3-yl)phenolato-κ2N,O)(2-(1H-pyrazol-3-yl)phenol-κN)copper(II), C18H15ClCuN4O2
  78. Crystal structure of 1-heptylpyridazin-1-ium iodide, C11H19N2I
  79. The crystal structure of N-butylpyridinium bis(μ2-dichlorido)-tetrachloridodicopper(II), C18H28N2Cu2Cl6
  80. Crystal structure of 6-hydroxy-5-((2-hydroxy-6-oxocyclohex-1-en-1-yl)(4-methoxyphenyl)methyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione, C20H22N2O6
  81. Crystal structure of bis(acetonitrile)-diaqua-dichloridoiron(II), C4H10Cl2N2O2Fe
Sign up now to receive a 20% welcome discount
Institutional Access
How does access work?
Have an idea on how to improve our website?
Please write us.
© 2025 De Gruyter Brill
Downloaded on 13.10.2025 from https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2017-0292/html
Scroll to top button