Home Crystal structure of 4,10,16,22-tetrahydroxy-6,12,18,24-tetramethoxy-2,8,14,20-tetraethylphenylresorcin[4]arene – ethyl acetate (1/1), C68H72O10
Article Open Access

Crystal structure of 4,10,16,22-tetrahydroxy-6,12,18,24-tetramethoxy-2,8,14,20-tetraethylphenylresorcin[4]arene – ethyl acetate (1/1), C68H72O10

  • Marivel Samipillai , Thavendran Govender , Hendrik G. Kruger and Glenn E. M. Maguire EMAIL logo
Published/Copyright: March 2, 2017
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 232 Issue 2

Abstract

C68H72O10, triclinic, P1̅ (no. 2), a = 13.3619(4) Å, b = 13.9234(4) Å, c = 16.6975(5) Å, α = 96.023(2)°, β = 104.537(1)°, γ = 105.625(1)°, V = 2845.85(15) Å3, Z = 2, Rgt(F) = 0.0491, wRref(F2) = 0.1311, T = 173 K.

CCDC no.:: 1529918

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

Data collection and handling.

Crystal:Colourless block
Size:0.25 × 0.19 × 0.16 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.8 cm−1
Diffractometer, scan mode:Bruker APEX-II, φ and ω
2θmax, completeness:56.6°, >99%
N(hkl)measured, N(hkl)unique, Rint:83050, 14044, 0.043
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 9788
N(param)refined:728
Programs:Bruker programs [7, 8] , SHELX [9, 10] , X-SEED [11, 12] , ORTEP III [13]
Table 2

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

AtomxyzUiso*/Ueq
O10.91937(9)1.23643(8)0.92971(8)0.0391(3)
H1A0.9059(15)1.2418(14)0.8792(13)0.045(6)*
O20.90884(8)0.98214(8)1.09920(6)0.0322(2)
O30.84596(11)0.77134(10)1.11962(7)0.0435(3)
H3A0.8514(19)0.8331(19)1.1237(15)0.074(8)*
O40.84946(9)0.52538(8)0.90003(7)0.0396(3)
O50.93763(9)0.58736(9)0.76986(9)0.0434(3)
H5A0.9036(18)0.5679(16)0.8059(14)0.061(6)*
O60.96850(9)0.81848(9)0.57909(7)0.0383(3)
O70.96123(9)1.02217(9)0.57204(7)0.0391(3)
H7A0.9582(18)0.9592(18)0.5642(14)0.066(7)*
O80.89459(8)1.25633(7)0.76537(7)0.0324(2)
O90.33836(10)0.80846(10)0.61823(8)0.0476(3)
O100.49369(12)0.79104(11)0.69447(9)0.0628(4)
C10.86684(11)1.14147(10)0.93915(9)0.0268(3)
C20.91469(11)1.11144(11)1.01215(9)0.0283(3)
H20.98141.15461.04990.034*
C30.86508(11)1.01878(11)1.02969(9)0.0261(3)
C40.76470(11)0.95607(10)0.97605(9)0.0240(3)
C50.72193(11)0.98694(10)0.90206(9)0.0241(3)
H50.65570.94350.86400.029*
C60.77129(11)1.07875(10)0.88072(8)0.0227(3)
C71.01434(12)1.04165(13)1.15312(10)0.0375(4)
H7E1.06611.05341.12010.056*
H7B1.03821.00521.19770.056*
H7C1.01071.10691.17840.056*
C80.70781(11)0.85776(10)0.99985(9)0.0256(3)
H80.72540.87021.06260.031*
C90.75139(11)0.77217(10)0.97531(9)0.0253(3)
C100.81269(12)0.73128(11)1.03478(9)0.0299(3)
C110.84261(12)0.64740(11)1.01086(10)0.0318(3)
H110.88210.61881.05230.038*
C120.81488(12)0.60556(11)0.92673(10)0.0298(3)
C130.75641(11)0.64531(10)0.86443(9)0.0261(3)
C140.72706(11)0.72900(10)0.89104(9)0.0261(3)
H140.68840.75810.84960.031*
C15Aa0.9061(5)0.4813(4)0.9594(3)0.0704(9)
H15Aa0.92450.42630.93070.106*
H15Ba0.97290.53260.99480.106*
H15Ca0.86080.45380.99470.106*
C15Bb0.7928(4)0.4285(3)0.9143(3)0.0704(9)
H15Db0.82220.37680.89370.106*
H15Eb0.80210.43160.97470.106*
H15Fb0.71530.41100.88420.106*
C160.72356(11)0.59765(10)0.77176(9)0.0263(3)
H160.74040.53180.76990.032*
C170.79203(11)0.66064(10)0.72429(9)0.0257(3)
C180.89296(12)0.65011(11)0.72465(10)0.0313(3)
C190.95311(12)0.70120(12)0.67681(10)0.0339(3)
H191.02120.69220.67710.041*
C200.91342(11)0.76541(11)0.62861(9)0.0290(3)
C210.81489(11)0.78190(10)0.62902(9)0.0243(3)
C220.75717(11)0.72868(10)0.67735(9)0.0244(3)
H220.69020.73930.67850.029*
C231.05442(14)0.78701(15)0.55988(12)0.0469(4)
H23A1.11480.80080.61130.070*
H23B1.07940.82450.51850.070*
H23C1.02800.71410.53660.070*
C240.77342(11)0.85501(10)0.57810(9)0.0246(3)
H240.80740.85950.53110.030*
C250.81119(11)0.96163(10)0.63087(8)0.0234(3)
C260.89993(11)1.03719(11)0.62407(9)0.0275(3)
C270.92926(12)1.13528(11)0.66881(9)0.0295(3)
H270.98951.18610.66320.035*
C280.87112(11)1.15905(10)0.72134(9)0.0259(3)
C290.78499(10)1.08496(10)0.73407(8)0.0227(3)
C300.75787(11)0.98787(10)0.68785(8)0.0230(3)
H300.69970.93630.69540.028*
C310.97985(13)1.33527(11)0.75274(12)0.0393(4)
H31A1.04891.32080.77190.059*
H31B0.98481.40030.78490.059*
H31C0.96431.33880.69270.059*
C320.72592(11)1.10954(10)0.79700(9)0.0235(3)
H320.74361.18510.80880.028*
C330.58314(11)0.82480(11)0.96450(9)0.0287(3)
H33A0.55740.88420.97400.034*
H33B0.56200.80000.90300.034*
C340.52837(12)0.74089(12)1.00613(10)0.0348(3)
H34A0.56670.68901.00870.042*
H34B0.53540.77041.06460.042*
C350.40979(12)0.69030(12)0.95989(9)0.0316(3)
C360.37371(13)0.59108(12)0.91638(11)0.0400(4)
H360.42370.55340.91920.048*
C370.26657(15)0.54574(14)0.86901(13)0.0490(5)
H370.24370.47760.83980.059*
C380.19341(14)0.59907(15)0.86424(12)0.0482(4)
H380.12020.56860.83060.058*
C390.22620(14)0.69685(14)0.90837(12)0.0441(4)
H390.17500.73310.90660.053*
C400.33368(13)0.74250(13)0.95541(10)0.0373(4)
H400.35580.81030.98500.045*
C410.60041(11)0.57045(11)0.73049(9)0.0278(3)
H41A0.57830.63270.73470.033*
H41B0.58270.54150.67010.033*
C420.53764(13)0.49405(13)0.77309(11)0.0377(4)
H42A0.57200.43940.77950.045*
H42B0.54580.52860.83040.045*
C430.41805(13)0.44552(12)0.72921(10)0.0347(3)
C440.35977(14)0.48326(14)0.66653(12)0.0441(4)
H440.39540.54310.64980.053*
C450.24988(15)0.43501(17)0.62761(13)0.0563(5)
H450.21110.46230.58470.068*
C460.19687(16)0.34834(17)0.65057(14)0.0575(5)
H460.12200.31490.62300.069*
C470.25212(16)0.31050(15)0.71320(14)0.0558(5)
H470.21540.25110.73000.067*
C480.36184(15)0.35843(13)0.75254(12)0.0460(4)
H480.39940.33140.79620.055*
C490.64982(11)0.81700(11)0.53757(9)0.0270(3)
H49A0.61340.80630.58220.032*
H49B0.62690.86960.50880.032*
C500.61353(12)0.71806(12)0.47409(10)0.0366(4)
H50A0.64360.73050.42630.044*
H50B0.64310.66770.50120.044*
C510.49153(12)0.67512(11)0.44122(9)0.0313(3)
C520.43289(14)0.70655(14)0.37427(11)0.0434(4)
H520.47030.75440.34690.052*
C530.32026(15)0.66969(16)0.34613(12)0.0526(5)
H530.28140.69270.30020.063*
C540.26530(15)0.60030(15)0.38452(13)0.0529(5)
H540.18820.57530.36580.064*
C550.32211(16)0.56716(16)0.45004(14)0.0567(5)
H550.28430.51770.47610.068*
C560.43431(15)0.60500(14)0.47885(11)0.0442(4)
H560.47250.58230.52530.053*
C570.60180(11)1.06650(11)0.76034(9)0.0261(3)
H57A0.57981.08260.70340.031*
H57B0.57960.99170.75480.031*
C580.54344(12)1.11005(13)0.81572(11)0.0385(4)
H58A0.57251.10090.87410.046*
H58B0.56021.18390.81620.046*
C590.42179(12)1.06265(12)0.78820(10)0.0337(3)
C600.37130(16)0.99363(14)0.83050(12)0.0468(4)
H600.41410.97440.87690.056*
C610.25937(17)0.95209(16)0.80630(15)0.0594(6)
H610.22620.90530.83660.071*
C620.19631(15)0.97776(16)0.73947(15)0.0574(5)
H620.11950.94920.72330.069*
C630.24392(16)1.04426(18)0.69630(15)0.0623(6)
H630.20041.06200.64940.075*
C640.35617(14)1.08665(15)0.72042(13)0.0519(5)
H640.38841.13320.68950.062*
C650.3196(2)0.8943(2)0.50367(15)0.0738(7)
H65A0.25900.83560.46980.111*
H65B0.35710.92980.46680.111*
H65C0.29170.94050.53380.111*
C660.39592(16)0.85975(16)0.56464(12)0.0531(5)
H66A0.42440.81280.53480.064*
H66B0.45790.91850.59880.064*
C670.39751(16)0.77719(13)0.68086(11)0.0438(4)
C680.3300(2)0.72495(18)0.73090(15)0.0681(6)
H68A0.37370.69630.77240.102*
H68B0.26780.67030.69340.102*
H68C0.30400.77370.76000.102*

aOccupancy: 0.451(3); bOccupancy: 0.549(3).

Source of material

4,10,16,22-Tetrahydroxy-6,12,18,24-tetramethoxy-2,8,14,20-tetraethylphenylresorcin[4]arene was synthesized according to a procedure taken from the literature [1]. The title compound (5 mg) was disolved in 0.5 mL of ethyl acetate (EtOAC) in a 10 mL sample vial by sonication. The clear solution was allowed to evaporate slowly at ambient conditions which yielded the single crystal suitable for X-ray diffraction over a period of 5 days. The crystals were carefully removed from the the vial under optical microscope and used for the crystal structure analysis.

Experimental details

All hydrogen atoms, except the hydrogens of − OH groups were placed in idealised positions and refined in riding models with Uiso assigned the values to be 1.2 or 1.5 times those of their parent atoms and the constraint distances of O—H ranging from 0.9 Å to 1.00 Å. The hydrogen atoms of − OH groups (H1A, H3A, H5A and H7A) were located in the difference electron density maps and refined independently. The methyl C15 carbon atom of a methoxy group of the host is disordered over two positions.

Discussion

The resorcinol calixarenes (resorcarenes) are a class of compounds that are used to prepare a range of molecular assemblies which have been used for a variety of applications [2, 3] . Resorcarenes are easily prepared from resorcinol and aldehydes [4]. They have been employed for various purposes in supramolecular chemistry, for example, molecular recognition studies [5]. Due to the significance of these macrocyclic species and their potential applications [6] we decided to try and improve on the synthetic methods and structural analysis of this family of compounds. We herein present the crystal structure analysis of a resorcinarene compound in its solvate form with its most important structural features.

The crystal structure analysis revealed that the asymmetric unit of the crystal consisted of the title compound (host) and an ethyl acetate (guest) that was used for the crystallization. The crystal structure analysis also showed that one of the methoxy groups of the host is disordered over two positions. The four phenylethyl feet attached to the resorcinarene are arranged to a form tetrapodal pocket in which the guest (ethyl acetate) was entrapped with the aid of C—H⋯O and a C—H⋯π interactions. The aromatic rings of resorcinarene are arranged in a bowl configuration with the average centroid distances of 6.85 Å and the O—H groups forming intramolecular O—H⋯O interactions with the methoxy groups yielding distance and angles between donors and acceptors ranging from 2.7–2.9 Å and 150–170° respectively.

References

1 Thakar, A. S.; Parekh, H. M.; Pansuriya, P. B.; Friedrich, H. B.; Maguire, G. E. M.: Preparation of enantiomerically pure C4-symmetric tetramethoxyresorcarenes by using the (–)-(S)-1-phenylethyl isocyanate chiral auxiliary. Eur. J. Org. Chem. 2014 (2014) 4600–4609.10.1002/chin.201502099Search in Google Scholar

2 Gutsche, C. D.: Calixarenes, monographs in supramolecular chemistry. Royal Society of Chemistry, Cambridge, (1989).Search in Google Scholar

3 Vicens, J.; Böhmer, V.: Calixarenes, a Versatile Class of Macrocyclic Compounds, Kluwer Academic Publishers, Dordrecht, (1991).10.1007/978-94-009-2013-2Search in Google Scholar

4 Tunstad, L. M.; Tucker, J. A.; Dalcanale, E.; Weiser, J.; Bryant, J. A.; Sherman, J. C.; Helgeson, R. C.; Knobler, C. B.; Cram, D. J.: Host-guest complexation. 48. Octol building blocks for cavitands and carcerands. J. Org. Chem. 54 (1989) 1305–1312.10.1021/jo00267a015Search in Google Scholar

5 Botta, B.; Cassani, M. D.; Acquarica, I.; Misiti, D.; Subissati, D.; Monache, G.: Resorcarenes: emerging class of macrocyclic receptors. Curr. Org. Chem. 9 (2005) 337–355.10.2174/1385272053174958Search in Google Scholar

6 Perrin, R.; Harris, S.: Calixarenes: A Versatile Class of Macrocyclic Compounds, Vol. 3 (Eds.: J. Vicens, V. Böhmer), Springer, Netherlands. (1991) 235–259.10.1007/978-94-009-2013-2_10Search in Google Scholar

7 Bruker: SAINT-Plus, SADABS. Bruker AXS Inc., Madison, Wisconsin, USA, (2004).Search in Google Scholar

8 Bruker: XPREP (version 5.1/NT). Bruker AXS Inc., Madison, Wisconsin, USA, (1997).Search in Google Scholar

9 Sheldrick, G. M.: SHELXL97. Program for the refinement of crystal structures, University of Göttingen, 1997.Search in Google Scholar

10 Sheldrick, G. M.: SHELXTL Version 2014/7.Search in Google Scholar

11 Barbour, L. J.: X-Seed—A software tool for supramolecular crystallography. J. Supramol. Chem. 1 (2001) 189–191.10.1016/S1472-7862(02)00030-8Search in Google Scholar

12 Atwood, J. L.; Barbour, L. J.: Molecular graphics: from science to Art. Cryst. Growth Des. 3 (2003) 3.10.1021/cg020063oSearch in Google Scholar

13 Farrugia, L. J.: ORTEP-3 for Windows a version of ORTEP III with a Graphical User Interface (GUI). J. Appl. Cryst. 30 (1997) 565–565.10.1107/S0021889897003117Search in Google Scholar

Received: 2016-8-22
Accepted: 2017-1-31
Published Online: 2017-3-2
Published in Print: 2017-3-1

©2017 Marivel Samipillai et al., published by De Gruyter.

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

Articles in the same Issue

  1. Cover and Frontmatter
  2. The crystal structure of triphenylphosphineoxide – 2,5-dichloro-3,6-dihydroxycyclohexa-2,5-diene-1,4-dione (2/1), C42H32Cl2O6P2
  3. Crystal structure of poly-[diaqua-[bis(μ2-hydroxy)-bis(μ4-3,4,5,6-tetrachlorophthalato-κ3O,O′:O′; κ2O′′:O′′′)dilanthanum(III)], C8H3Cl4LaO6
  4. Crystal structure of 1,1′-(3,4-diphenylthieno[2,3-b]thiophene-2,5-diyl)bis[1-phenyl-methanone], C32H20O2S2
  5. Crystal structure of 4a-hydroxy-9-(3,5-dibromo-phenyl)-3,4,4a,5,6,7,9,9a-octahydro-2H-xanthene-1,8-dione, C19H18Br2O4
  6. Crystal structure of 5-hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl 2-((2-methyl-1-(3-methylbenzamido)propan-2-yl)thio)acetate, C34H49NO5S
  7. Crystal structure of pyridinium bis(naphthalane-2,3-diolato-κ2O,O′)borate monohydrate, C25H20BNO5
  8. Crystal structure of 1,1′-((1E,1′E)-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanylylidene))bis(methanylylidene))bis(naphthalen-2-olato)nickel(II), C72H52N4O8Ni2
  9. The crystal structure of 3-(2-acetyl-4-butyramido-phenoxy)-2-hydroxy-N-isopropylpropan-1-aminium tetraphenylborate, C42H49BN2O4
  10. Crystal structure of 4-bromobenzyl (Z)-N′-(adamantan-1-yl)-4-phenylpiperazine-1-carbothioimidate, C28H34BrN3S
  11. Crystal structure of poly-[(μ6-benzene-1,2,4,5-tetracarboxylato)-(μ2-1,2-bis(imidazol-1-ylmethyl)benzene)dicobalt(II)], Co2C24H16N4O8
  12. Crystal structure of catena-(bis(μ2-1, 2-bis(imidazole-1-ylmethyl)benzene-κN:N′)-dichlororido-nickel(II)), C28H28Cl2N8Ni
  13. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxy-3-(4-methoxyphenyl)prop-2-en-1-one, C15H16N2O3
  14. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxy-3-phenylprop-2-en-1-one, C14H14N2O2
  15. Crystal structure of (E)-2-(4-hydroxy-3-methoxybenzylidene)-6-methoxy-3,4-dihydronaphthalen-1(2H)-one, C19H18O4
  16. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-(4-ethoxyphenyl)-3-hydroxyprop-2-en-1-one, C16H18N2O3
  17. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxy-3-(p-toly)prop-2-en-1-one, C15H16N2O2
  18. Crystal structure of 1-acetyl-3-(3-chlorophenyl)-5-(4-isopropylphenyl)-4,5-dihydro-(1H)-pyrazole, C20H21ClN2O
  19. The crystal structure of 1-methyl-2,4-dinitro-5-iodoimidazole, C4H3IN4O4
  20. The crystal structure of 4-chloro-3,5-dinitroaniline, C6H4ClN3O4
  21. Crystal structure of N,N-dimethyl-N′-(2-methyl-4-oxo-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-3(4H)-yl)formimidamide, C14H18N4OS
  22. Crystal structure of tetrakis(μ2-acetato-κ2O:O′)-bis[μ3-4-chloro-2,6-bis((methylimino)methyl)phenolato-κ2N,O:O,N′]-(μ4-oxido)tetracopper(II), C28H32Cl2Cu4N4O11
  23. Crystal structure of catena-poly[diaqua-bis(μ2-ethane-1,2-diyl-bis(pyridine-3-carboxylate-κ2N:N′))copper(II)] dinitrate, C28H28CuN6O16
  24. Synthesis and crystal structure of catena-poly[(μ2-nicotinato-κ2O,O′: κ1N)-(nitrato-κ1O)-(bis(2-benzimidazol-ylmethyl)amine-κ3N,N′,N′′)lead(II)], C22H18N7O5Pb
  25. The twinned crystal structure of (4SR)-7-benzyl-2,4,8,8-tetramethyl-7,8-dihydroimidazo[5,1-c][1,2,4]triazine-3,6(2H,4H)-dione, C16H20N4O2
  26. Crystal structure of (Z)-3-hydroxy-3-(4-methoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one, C15H13NO3
  27. Crystal structure of 2-amino-4-(2,3-dichlorophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H12Cl2N2O2
  28. Crystal structure of catena-poly[(μ2-butane-1,4-diyl-bis(pyridine-3-carboxylato-κN))silver(I)] tetrafluoroborate, C16H16AgN2O4BF4
  29. Crystal structure of poly[diaqua-(1,10-phenanthroline-κ2N,N′)-(μ2-2,5-dihydroxytere-phthalato)-bis(μ4-2,5-dihydroxyterephthalato)dicerium(III)], C24H16CeN2O10
  30. Crystal structure of 5,7,4′-trihydroxy-3,8,3′-trymethoxyflavone, C18H16O8
  31. Crystal structure of N-(3,4-dichlorobenzylidene)-4-methylaniline, C14H11Cl2N
  32. Crystal structure of 4-(3-Methoxy-phenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester, C22H27NO4
  33. Crystal structure of 2-amino-4-(3-fluorophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H13FN2O2
  34. Crystal structure of 1,1,(3,4-dihydroxythieno[2,3-b] thiophene-2,5-diyl)bis(2-bromoethanone), C10H6Br2O4S2
  35. The crystal structure of N,N′-(4,4′-oxydibenzyl)-bisisonicotinamide 3.5 hydrate, C24H24N4O6
  36. Crystal structure of catena-poly[hexakis(μ2-chlorido)-hexakis(4-(1H-pyrazol-5-yl)pyridine-κN)tricadmium(II)], Cd3C48H42Cl6N18
  37. Crystal structure of 2-(4-(dimethylamino)phenyl)-1,3-dimethyl-1H-perimidin-3-ium iodide, C21H22I1N3
  38. Crystal structure of 4-(1,3-dimethyl-2,3-dihydro-1H-perimidin-2-yl)benzonitrile, C20H17N3
  39. Crystal structure of tetrakis(μ2-acetato-κ2O:O′)-bis(2,2′-sulfonyldipyrazine-κ1N)dicopper(II), C24H24Cu2N8O12S2
  40. Crystal structure of 1-(4-chlorophenyl)-6,8-diphenyl-1H-pyrazolo[4,3-c]quinoline, C28H18ClN3
  41. Crystal structure of methyl 3-((1-(2-(methoxycarbonyl)benzyl)-1H-1,2,3-triazol-4-yl)methoxy)-2-naphthoate, C24H21N3O5
  42. Crystal structure of (tris(2-pyridylmethyl)amine-κ4N,N′,N′′,N′′′′)-chloranilato-κO,O′-zinc(II) – methanol (1/1), C25H22Cl2N4O5Zn
  43. Crystal structure of 1,1-dimethyl-3-(4-methoxyphenyl)urea, C10H14N2O2
  44. Crystal structure of 4a-Hydroxy-9-(2-nitro-phenyl)-3,4,4a,5,6,7,9,9a-octahydro-2H-xanthene-1,8-dione, C19H19NO6
  45. Crystal structure of chlorido-(η6–1-isopropyl-4-methyl benzene)-(1-(pyridin-2-yl)-N-(p-tolyl)methanimine-κ2N,N′)ruthenium(II) hexafluorophosphate(V), C23H26ClF6N2PRu
  46. Crystal structure of phenyl(2-phenyl-2,3-dihydro-1H-perimidin-2-yl)methanone, C24H18N2O
  47. 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
  48. Crystal structure of 2-(4-(2-butyl-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)piperazin-1-yl)-2-oxoethyldiethylcarbamodithioate, C27H34N4O3S2
  49. Crystal structure of poly-[diaqua-bis(μ-4,4′-bipyridine-κ2N:N′)cobalt(II)] bis(4-chlorobenzenesulfonate) – 4,4′-bipyridine – water (1/1/2), C42H40Cl2CoN6O10S2
  50. Crystal structure of (η6-benzene)-(N-(2,6-dimethylphenyl)-1-(pyridin-2-yl)methanimine-κ2N,N′)ruthenium(II) perchlorate monohydrate, C20H20Cl2N2O5Ru
  51. Crystal structure of 4,10,16,22-tetrahydroxy-6,12,18,24-tetramethoxy-2,8,14,20-tetraethylphenylresorcin[4]arene – ethyl acetate (1/1), C68H72O10
  52. Crystal structure of chlorido-(N-(2,5-dichlorophenyl)-1-(pyridin-2-yl)methanimine-κ2N,N′)(η6-1-isopropyl-4-methyl benzene) ruthenium (II) tetrafluoroborate, C22H22Cl3N2BF4Ru
  53. Crystal structure of 3-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde, a rare Z′ = 3 structure, C20H17N5O
  54. Crystal structure of 5-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)-N-phenyl-1,3,4-thiadiazol-2-amine, C23H16ClN5S
  55. Crystal structure of 7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one-N,N-dimethylformamide (1/1), C18H17NO5
  56. Crystal structure of halogen-bonded 2-chloro-1,10-phenanthroline—1,4-diiodotetrafluorobenzene (2/1), C30H14Cl2F4I2N4
  57. Crystal structure of 1-(4,4-dimethyl-2,6-dithioxo-1,3,5-triazinan-1-yl)-3-(diethylaminocarbonyl)thiourea, C11H20N6OS3
  58. Crystal structure of methyl 1-(4-fluorobenzyl)-3-phenyl-1H-pyrazole-5-carboxylate, C18H15FN2O2
  59. Crystal structure of 1,1-dimethyl-3-(4-methylphenyl)urea, C10H14N2O
  60. Crystal structure of yttrium gallium antimonide, Y5Ga1.24Sb2.77
  61. Crystal structure of 2-(bis(4-methoxyphenyl)amino)-2-oxoacetic acid, C16H15NO5
https://doi.org/10.1515/ncrs-2016-0253
Creative Commons
BY-NC-ND 3.0

Articles in the same Issue

  1. Cover and Frontmatter
  2. The crystal structure of triphenylphosphineoxide – 2,5-dichloro-3,6-dihydroxycyclohexa-2,5-diene-1,4-dione (2/1), C42H32Cl2O6P2
  3. Crystal structure of poly-[diaqua-[bis(μ2-hydroxy)-bis(μ4-3,4,5,6-tetrachlorophthalato-κ3O,O′:O′; κ2O′′:O′′′)dilanthanum(III)], C8H3Cl4LaO6
  4. Crystal structure of 1,1′-(3,4-diphenylthieno[2,3-b]thiophene-2,5-diyl)bis[1-phenyl-methanone], C32H20O2S2
  5. Crystal structure of 4a-hydroxy-9-(3,5-dibromo-phenyl)-3,4,4a,5,6,7,9,9a-octahydro-2H-xanthene-1,8-dione, C19H18Br2O4
  6. Crystal structure of 5-hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl 2-((2-methyl-1-(3-methylbenzamido)propan-2-yl)thio)acetate, C34H49NO5S
  7. Crystal structure of pyridinium bis(naphthalane-2,3-diolato-κ2O,O′)borate monohydrate, C25H20BNO5
  8. Crystal structure of 1,1′-((1E,1′E)-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanylylidene))bis(methanylylidene))bis(naphthalen-2-olato)nickel(II), C72H52N4O8Ni2
  9. The crystal structure of 3-(2-acetyl-4-butyramido-phenoxy)-2-hydroxy-N-isopropylpropan-1-aminium tetraphenylborate, C42H49BN2O4
  10. Crystal structure of 4-bromobenzyl (Z)-N′-(adamantan-1-yl)-4-phenylpiperazine-1-carbothioimidate, C28H34BrN3S
  11. Crystal structure of poly-[(μ6-benzene-1,2,4,5-tetracarboxylato)-(μ2-1,2-bis(imidazol-1-ylmethyl)benzene)dicobalt(II)], Co2C24H16N4O8
  12. Crystal structure of catena-(bis(μ2-1, 2-bis(imidazole-1-ylmethyl)benzene-κN:N′)-dichlororido-nickel(II)), C28H28Cl2N8Ni
  13. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxy-3-(4-methoxyphenyl)prop-2-en-1-one, C15H16N2O3
  14. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxy-3-phenylprop-2-en-1-one, C14H14N2O2
  15. Crystal structure of (E)-2-(4-hydroxy-3-methoxybenzylidene)-6-methoxy-3,4-dihydronaphthalen-1(2H)-one, C19H18O4
  16. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-(4-ethoxyphenyl)-3-hydroxyprop-2-en-1-one, C16H18N2O3
  17. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxy-3-(p-toly)prop-2-en-1-one, C15H16N2O2
  18. Crystal structure of 1-acetyl-3-(3-chlorophenyl)-5-(4-isopropylphenyl)-4,5-dihydro-(1H)-pyrazole, C20H21ClN2O
  19. The crystal structure of 1-methyl-2,4-dinitro-5-iodoimidazole, C4H3IN4O4
  20. The crystal structure of 4-chloro-3,5-dinitroaniline, C6H4ClN3O4
  21. Crystal structure of N,N-dimethyl-N′-(2-methyl-4-oxo-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-3(4H)-yl)formimidamide, C14H18N4OS
  22. Crystal structure of tetrakis(μ2-acetato-κ2O:O′)-bis[μ3-4-chloro-2,6-bis((methylimino)methyl)phenolato-κ2N,O:O,N′]-(μ4-oxido)tetracopper(II), C28H32Cl2Cu4N4O11
  23. Crystal structure of catena-poly[diaqua-bis(μ2-ethane-1,2-diyl-bis(pyridine-3-carboxylate-κ2N:N′))copper(II)] dinitrate, C28H28CuN6O16
  24. Synthesis and crystal structure of catena-poly[(μ2-nicotinato-κ2O,O′: κ1N)-(nitrato-κ1O)-(bis(2-benzimidazol-ylmethyl)amine-κ3N,N′,N′′)lead(II)], C22H18N7O5Pb
  25. The twinned crystal structure of (4SR)-7-benzyl-2,4,8,8-tetramethyl-7,8-dihydroimidazo[5,1-c][1,2,4]triazine-3,6(2H,4H)-dione, C16H20N4O2
  26. Crystal structure of (Z)-3-hydroxy-3-(4-methoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one, C15H13NO3
  27. Crystal structure of 2-amino-4-(2,3-dichlorophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H12Cl2N2O2
  28. Crystal structure of catena-poly[(μ2-butane-1,4-diyl-bis(pyridine-3-carboxylato-κN))silver(I)] tetrafluoroborate, C16H16AgN2O4BF4
  29. Crystal structure of poly[diaqua-(1,10-phenanthroline-κ2N,N′)-(μ2-2,5-dihydroxytere-phthalato)-bis(μ4-2,5-dihydroxyterephthalato)dicerium(III)], C24H16CeN2O10
  30. Crystal structure of 5,7,4′-trihydroxy-3,8,3′-trymethoxyflavone, C18H16O8
  31. Crystal structure of N-(3,4-dichlorobenzylidene)-4-methylaniline, C14H11Cl2N
  32. Crystal structure of 4-(3-Methoxy-phenyl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester, C22H27NO4
  33. Crystal structure of 2-amino-4-(3-fluorophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H13FN2O2
  34. Crystal structure of 1,1,(3,4-dihydroxythieno[2,3-b] thiophene-2,5-diyl)bis(2-bromoethanone), C10H6Br2O4S2
  35. The crystal structure of N,N′-(4,4′-oxydibenzyl)-bisisonicotinamide 3.5 hydrate, C24H24N4O6
  36. Crystal structure of catena-poly[hexakis(μ2-chlorido)-hexakis(4-(1H-pyrazol-5-yl)pyridine-κN)tricadmium(II)], Cd3C48H42Cl6N18
  37. Crystal structure of 2-(4-(dimethylamino)phenyl)-1,3-dimethyl-1H-perimidin-3-ium iodide, C21H22I1N3
  38. Crystal structure of 4-(1,3-dimethyl-2,3-dihydro-1H-perimidin-2-yl)benzonitrile, C20H17N3
  39. Crystal structure of tetrakis(μ2-acetato-κ2O:O′)-bis(2,2′-sulfonyldipyrazine-κ1N)dicopper(II), C24H24Cu2N8O12S2
  40. Crystal structure of 1-(4-chlorophenyl)-6,8-diphenyl-1H-pyrazolo[4,3-c]quinoline, C28H18ClN3
  41. Crystal structure of methyl 3-((1-(2-(methoxycarbonyl)benzyl)-1H-1,2,3-triazol-4-yl)methoxy)-2-naphthoate, C24H21N3O5
  42. Crystal structure of (tris(2-pyridylmethyl)amine-κ4N,N′,N′′,N′′′′)-chloranilato-κO,O′-zinc(II) – methanol (1/1), C25H22Cl2N4O5Zn
  43. Crystal structure of 1,1-dimethyl-3-(4-methoxyphenyl)urea, C10H14N2O2
  44. Crystal structure of 4a-Hydroxy-9-(2-nitro-phenyl)-3,4,4a,5,6,7,9,9a-octahydro-2H-xanthene-1,8-dione, C19H19NO6
  45. Crystal structure of chlorido-(η6–1-isopropyl-4-methyl benzene)-(1-(pyridin-2-yl)-N-(p-tolyl)methanimine-κ2N,N′)ruthenium(II) hexafluorophosphate(V), C23H26ClF6N2PRu
  46. Crystal structure of phenyl(2-phenyl-2,3-dihydro-1H-perimidin-2-yl)methanone, C24H18N2O
  47. 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
  48. Crystal structure of 2-(4-(2-butyl-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)piperazin-1-yl)-2-oxoethyldiethylcarbamodithioate, C27H34N4O3S2
  49. Crystal structure of poly-[diaqua-bis(μ-4,4′-bipyridine-κ2N:N′)cobalt(II)] bis(4-chlorobenzenesulfonate) – 4,4′-bipyridine – water (1/1/2), C42H40Cl2CoN6O10S2
  50. Crystal structure of (η6-benzene)-(N-(2,6-dimethylphenyl)-1-(pyridin-2-yl)methanimine-κ2N,N′)ruthenium(II) perchlorate monohydrate, C20H20Cl2N2O5Ru
  51. Crystal structure of 4,10,16,22-tetrahydroxy-6,12,18,24-tetramethoxy-2,8,14,20-tetraethylphenylresorcin[4]arene – ethyl acetate (1/1), C68H72O10
  52. Crystal structure of chlorido-(N-(2,5-dichlorophenyl)-1-(pyridin-2-yl)methanimine-κ2N,N′)(η6-1-isopropyl-4-methyl benzene) ruthenium (II) tetrafluoroborate, C22H22Cl3N2BF4Ru
  53. Crystal structure of 3-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde, a rare Z′ = 3 structure, C20H17N5O
  54. Crystal structure of 5-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)-N-phenyl-1,3,4-thiadiazol-2-amine, C23H16ClN5S
  55. Crystal structure of 7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one-N,N-dimethylformamide (1/1), C18H17NO5
  56. Crystal structure of halogen-bonded 2-chloro-1,10-phenanthroline—1,4-diiodotetrafluorobenzene (2/1), C30H14Cl2F4I2N4
  57. Crystal structure of 1-(4,4-dimethyl-2,6-dithioxo-1,3,5-triazinan-1-yl)-3-(diethylaminocarbonyl)thiourea, C11H20N6OS3
  58. Crystal structure of methyl 1-(4-fluorobenzyl)-3-phenyl-1H-pyrazole-5-carboxylate, C18H15FN2O2
  59. Crystal structure of 1,1-dimethyl-3-(4-methylphenyl)urea, C10H14N2O
  60. Crystal structure of yttrium gallium antimonide, Y5Ga1.24Sb2.77
  61. Crystal structure of 2-(bis(4-methoxyphenyl)amino)-2-oxoacetic acid, C16H15NO5
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 7.9.2025 from https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2016-0253/html
Scroll to top button