Startseite Crystal structure of 4-tert-butyl-2-N-(2-pyridylmethyl)aminophenol, C16H20N2O
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Crystal structure of 4-tert-butyl-2-N-(2-pyridylmethyl)aminophenol, C16H20N2O

  • Sipho Buthelezi , Halliru Ibrahim , Muhammad D. Bala ORCID logo EMAIL logo und Holger B. Friedrich
Veröffentlicht/Copyright: 30. März 2021
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Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 236 Heft 4

Abstract

C16H20N2O, monoclinic, P21/c (no. 14), a = 9.7933(2) Å, b = 17.5290(3) Å, c = 17.1148(3) Å, β = 101.242(1)°, V = 2881.67(9) Å3, Z = 8, Rgt(F) = 0.0402, wRref(F2) = 0.1106, T = 150(2) K.

CCDC no.: 2062424

The asymmetric unit of the title crystal structure is shown in the figure. Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal:Yellow needle
Size:0.18 × 0.14 × 0.12 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.07 mm−1
Diffractometer, scan mode:Bruker APEX-II, φ and ω
θmax, completeness:26.0°, 99%
N(hkl)measured, N(hkl)unique, Rint:17,539, 5603, 0.023
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4178
N(param)refined:351
Programs:Bruker [1], SHELX [2], [3], Olex2 [4]
Table 2:

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

AtomxyzUiso*/Ueq
O10.01083 (11)0.76479 (7)0.55042 (7)0.0410 (3)
H1−0.0684710.7767830.5582280.061*
N10.25461 (13)0.43813 (7)0.62008 (7)0.0315 (3)
N20.14903 (15)0.63258 (8)0.55843 (8)0.0420 (4)
H20.0899830.6476550.5156840.050*
C10.20920 (17)0.37824 (9)0.65629 (10)0.0388 (4)
H1A0.2702780.3361290.6698630.047*
C20.07918 (18)0.37431 (9)0.67492 (10)0.0406 (4)
H2A0.0506580.3303420.6999610.049*
C3−0.00866 (17)0.43567 (9)0.65638 (10)0.0407 (4)
H3−0.0984790.4353400.6695870.049*
C40.03538 (17)0.49760 (9)0.61839 (10)0.0382 (4)
H4−0.0240730.5403830.6048310.046*
C50.16757 (15)0.49700 (8)0.60006 (9)0.0300 (3)
C60.22218 (17)0.56163 (9)0.55603 (10)0.0362 (4)
H6A0.3218190.5697010.5794060.043*
H6B0.2156590.5464650.4997000.043*
C70.16888 (15)0.67771 (8)0.62594 (9)0.0314 (3)
C80.09579 (15)0.74693 (9)0.62191 (9)0.0319 (3)
C90.11624 (17)0.79382 (9)0.68732 (10)0.0387 (4)
H90.0689520.8413660.6843260.046*
C100.20493 (17)0.77316 (9)0.75804 (10)0.0379 (4)
H100.2167360.8067020.8024460.045*
C110.27612 (15)0.70450 (9)0.76462 (9)0.0323 (3)
C120.25653 (15)0.65738 (8)0.69747 (9)0.0326 (3)
H120.3043620.6100000.7005570.039*
C130.51288 (18)0.72856 (12)0.84610 (13)0.0563 (5)
H13A0.5549500.7153930.8004040.084*
H13B0.5779000.7160240.8955760.084*
H13C0.4921100.7832800.8450180.084*
C140.3169 (2)0.70268 (13)0.91527 (11)0.0600 (5)
H14A0.3022590.7578970.9173100.090*
H14B0.3816520.6863700.9634660.090*
H14C0.2277320.6762970.9120240.090*
C150.4137 (2)0.59804 (10)0.84570 (12)0.0530 (5)
H15A0.3276450.5680310.8380460.079*
H15B0.4711700.5860840.8977960.079*
H15C0.4651050.5855320.8036770.079*
C160.37781 (17)0.68314 (10)0.84190 (10)0.0391 (4)
O20.51267 (10)0.45625 (6)0.58823 (6)0.0317 (2)
H2B0.4334050.4486960.5986250.048*
N30.74829 (13)0.79088 (7)0.58469 (7)0.0314 (3)
N40.64815 (15)0.58821 (7)0.57139 (8)0.0385 (3)
H4A0.5884250.5669710.5323790.046*
C170.70414 (18)0.85807 (9)0.60786 (10)0.0386 (4)
H170.7617550.9015130.6068100.046*
C180.58012 (18)0.86768 (10)0.63306 (10)0.0393 (4)
H180.5525370.9164800.6485100.047*
C190.49703 (17)0.80457 (10)0.63528 (10)0.0385 (4)
H190.4111460.8089100.6528590.046*
C200.54064 (16)0.73503 (9)0.61156 (9)0.0352 (4)
H200.4849660.6908200.6127100.042*
C210.66606 (15)0.73005 (8)0.58605 (8)0.0270 (3)
C220.71764 (18)0.65680 (8)0.55486 (9)0.0338 (4)
H22A0.7082460.6614820.4964070.041*
H22B0.8180670.6514320.5778630.041*
C230.67035 (15)0.55400 (8)0.64535 (8)0.0272 (3)
C240.59976 (14)0.48582 (8)0.65453 (8)0.0264 (3)
C250.62153 (16)0.45004 (9)0.72707 (9)0.0324 (3)
H250.5738530.4037980.7327900.039*
C260.71207 (16)0.48020 (9)0.79239 (9)0.0330 (4)
H260.7256330.4543190.8420810.040*
C270.78302 (15)0.54782 (8)0.78584 (9)0.0276 (3)
C280.76030 (15)0.58375 (8)0.71167 (9)0.0279 (3)
H280.8077670.6301080.7061420.034*
C290.8365 (2)0.56973 (11)0.93454 (10)0.0492 (5)
H29A0.7470970.5960750.9305240.074*
H29B0.9044740.5916450.9784350.074*
H29C0.8243390.5153630.9446640.074*
C300.91793 (19)0.66420 (9)0.84696 (11)0.0442 (4)
H30A0.9659850.6711130.8023060.066*
H30B0.9767280.6834510.8959560.066*
H30C0.8298350.6923940.8364080.066*
C311.02508 (18)0.53460 (11)0.86177 (11)0.0489 (5)
H31A1.0076640.4801650.8685050.073*
H31B1.0938120.5528980.9073810.073*
H31C1.0608110.5422420.8126980.073*
C320.88861 (16)0.57926 (9)0.85665 (9)0.0320 (3)

Source of material

The title compound was prepared by the condensation of equimolar amounts of 2-amino-4-tert-butylphenol (3 g, 18.16 mmol) and 2-pyridinecarboxaldehyde (1.72 mL, 18.16 mmol). This was achieved by stirring the two reagents in refluxing methanol (50 mL) for 2 h. Excess NaBH4 (1.37 g; 36.32 mmol, 2 M equivalents) was then slowly added to the reaction content at 0 °C and the resulting mixture stirred under reflux and inert condition for 3 h. All volatiles were removed, and the brown residue obtained was dissolved in distilled water to destroy any unreacted NaBH4. The pH of the mixture was adjusted to seven by the gentle addition of glacial acetic acid, and the organics were extracted with DCM (3 × 50 mL). The combined organic extracts were dried with anhydrous magnesium sulphate and filtered. The filtrate was then concentrated using a rotavapor to yield a pale brown gummy product. Subsequent precipitation/washing with a mixture of diethyl ether/hexane (1:2) and drying in vacuo afforded the isolation of the title compound as a light yellow solid: yield 2.63 g (57%); mp: 100–103 °C; 1H NMR (DMSO-d6, 400 MHz) δ/ppm: 9.08 (s, 1H, Ar–OH), 8.54 (d, 1H, Py–H), 7.56 (td, 1H, Py–H), 7.38 (d, 1H, Py–H), 7.25 (t, 1H, Py–H), 6.57 (d, 1H, Ar–H), 6.38 (dd, 1H, Ar–H), 5,47 (t, 1H, CH2–NH), 4.39 (d, 2H, CH2–NH), 1.12 (s, 9H, CH3); 13C NMR (DMSO-d6, 400 MHz) δ/ppm: 159.96, 149.16, 142.49, 142.07, 136,98, 135.74, 122.41, 121.99, 113.16, 49.04, 31.89. The single crystal used for X-ray diffraction analysis was obtained through the layering method, where a small amount of the product was dissolved in CH2Cl2 and layered with hexane and left at room temperature for four days.

Experimental details

All hydrogen atoms were placed in idealized positions and refined in riding models with Uiso assigned the values of 1.2 times those of their parent atoms, and the distances of C–H were constrained to 0.93 Å for all the aromatic H atoms, 0.96 Å for methyl hydrogens and 0.98 Å for methine hydrogen.

Comment

The title compound was prepared as part of an ongoing study involving the application of chelating ligands [5] and their transition metal complexes [6]. Pincer tridentate ligands are important in coordination chemistry as they provide mer-coordination mode to the metal, which improves the thermal stability of the complex and stabilizes its various oxidation & coordination modes, especially during molecular catalysis [7], [8]. Complexes bearing tridentate ligands have been applied as anticancer [9], [10] and antimicrobial agents [11]. They have also been utilized in numerous catalytic applications, including mild alkane [12], [13], [14] and alcohol [15] oxidation, double bond cleavage [16], transfer hydrogenation [17] and polymerization [18].

The title compound crystallized in the centrosymmetric P21/c space group with two molecules in the asymmetric unit cell. There are two symmetry elements along the b-direction, a 2-fold screw axis at 0, y, 1/4 with screw component [0, 1/2, 0] and a glide plane c perpendicular to the b-direction with glide component [0, 0, 1/2]. Hence, the structure of the compound is analogous to that reported by Chaudhuri et al. [19], while the arrangement of the asymmetric unit is similar to the structure reported by Zamisa et al. [20]. Strong intermolecular H-bonding connects molecules of the title compound. Notably, each phenolic group interacts with the neighbouring pyridyl moiety through O(1)–H···N(3) (1.95 Å) and O(2)–H···N(1) (1.87 Å) H-bonds. This is further strengthened by slightly weaker intramolecular H-bonds [N(4)–H···O(2) (2.15 Å)] involving the N-methylamine and the phenolic OH groups. Similar molecular interactions were reported for related compounds bearing donor O and N heteroatoms [19]. Also, the N-methylene linker facilitated the almost perpendicular (85.85°) dissection of the planes of the pyridyl [atoms N(3), C(17)–C(21)] and phenolic [atoms O(2), C(23)–C(29)] moieties, hence reducing intramolecular steric repulsive forces within each molecule [5]. The tertiary butyl substituent, on the other hand, increases the solubility of the title compound in a variety of organic solvents, which is crucial for its application in many of the aforementioned fields [21], [22].

Corresponding author: Muhammad D. Bala, School of Chemistry and Physics, University of KwaZulu-Natal, Westville Campus, Private Bag X54001, Durban 4000, South Africa, E-mail:

Acknowledgments

Mr. Sizwe J. Zamisa is acknowledged for crystal data collection and refinement.

  1. Author contribution: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: NRF (grant 118527) and C*Change (PAR05) for financial support.

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

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Received: 2021-02-18
Accepted: 2021-03-11
Published Online: 2021-03-30
Published in Print: 2021-07-27

© 2021 Sipho Buthelezi et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution 4.0 International License.

Artikel in diesem Heft

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  2. New Crystal Structures
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  4. The crystal structure of acetato-κ1O-{(2-(2-(2-aminophenoxy)ethoxy)phenyl)(4-oxo-4-phenylbut-2-en-2-yl)amido-κ2N,N′,O}copper(II), C26H26CuN2O5
  5. Crystal structure of dimethanolato-k2O:O-bis(1-((2-methyl-1H-benzo[d]imidazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-κN)-bis(thiocyanato-κN)dicopper(II), C34H32Cu2N12O2S2
  6. Crystal structure of poly[diaqua-bis(μ2-3-(pyrimidin-5-yl)benzoato-κ2N:O)cobalt(II)] dihydrate, [Co(C11H11O2N2)2(H2O)2]
  7. Crystal structure of bis(3,3-dimethyl-1-phenylbut-1-en-2-yl)(trimethylsilyl)amido-k1N)zinc(II), Zn(C15H24NSi)2
  8. Crystal structure of catena-poly[(μ2-methanolato-κ2O:O)-(μ2-1-((2-methyl-1H-benzo[d]imidazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-κ2N:N′)-(thiocyanato-κ1N)copper(II)] 0.25 hydrate, C17H16CuN6OS ⋅ 0.5H2O
  9. The crystal structure of 2-amino-5-nitroanilinium iodide monohydrate, C6H8IN3O2
  10. The crystal structure of 3-amino-5-carboxypyridin-1-ium perchlorate monohydrate, C6H9ClN2O7
  11. Crystal structure of 7-hydroxy-2,4-dimethoxy-9,10-dihydrophenanthrene from Arundina graminifolia, C16H16O3
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  13. The crystal structure of 2-amino-5-carboxypyridin-1-ium iodide monohydrate, C6H9IN2O3
  14. The crystal structure of 2-(3,5-difluorophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine, C16H11BF2N2
  15. Crystal structure of bis{(2-pyridinyl)-1-phenyl-1-isopropylmethanolato-κ2N,O}nickel, C30H32N2NiO2
  16. Crystal structure of poly[(m3-3-carboxyadamantane-1-carboxylato-κ3O:O′:O″)-(phenanthroline-κ2N,N′)sodium(II)], C24H23N2NaO4
  17. Crystal structure of 2-phenylethynyl-1,3,6,8-tetramethylBOPHY (BOPHY = bis(difluoroboron)-1,2-bis((1H-pyrrol-2-yl)methylene)hydrazine), C22H20B2F4N4
  18. Crystal structure of 4-tert-butyl-2-N-(2-pyridylmethyl)aminophenol, C16H20N2O
  19. The crystal structure of (3Z,3′Z)-4,4′-((1,4-phenylenebis(methylene))bis(azanediyl))bis(pent-3-en-2-one), C18H24N2O2
  20. Crystal structure of (morpholine-1-carbodithioato-κ2-S,S′)bis(triphenylphosphine-κ-P)gold(I), C41H38AuNOP2S2
  21. Crystal structure of 1,4-bis(4-bromobenzyl)-4-(4-chlorophenyl)-1,4-dihydropyridine-3-carbonitrile, C26H19Br2ClN2
  22. The crystal structure of fac-tricarbonyl (N′-benzoyl-N,N-diphenylcarbamimidothioato-κ2S,O)-(pyrazole-κN)rhenium(I) — methanol (1/1) C26H23O4N4SRe
  23. The crystal structure of Ba2Mn(SeO3)2Cl2 containing 1∞[Mn(SeO3)2Cl2]4− chains
  24. Crystal structure of 3,3′,3″-((1E,1′E,1″E)-((nitrilotris(ethane-2,1-diyl))tris(azaneylylidene)) tris(methaneylylidene))tris(4-hydroxy-1-naphthaldehyde) monohydrate, C42H36N4O6·H2O
  25. The crystal structure of 4-(6-acetyl-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidin-7-yl)benzonitrile, C14H12N6O
  26. Crystal structure of benzo[d][1,3]dioxol-5-yl-2-(6-methoxynaphthalen-2-yl)propanoate, C21H18O5
  27. The crystal structure of ethyl 5-methyl-7-(4-(phenylthio)phenyl)-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate, C20H19N5O2S
  28. Crystal structure of N′,N‴-((propane-2,2-diylbis(1H-pyrrole-5,2-diyl))bis(methaneylylidene))-di(isonicotinohydrazide)– water – dimethylformamide (1/4/2), C25H24N8O2·4H2O·2C3H7NO
  29. Synthesis and crystal structure of 4-(2,4-dinitrophenoxy)benzaldehyde, C13H8N2O6
  30. The crystal structure of 1-dodecylpyridin-1-ium bromide monohydrate, C17H32BrNO
  31. Crystal structure of (E)-amino(2-(4-(dimethylamino)benzylidene)hydrazineyl)methaniminium nitrate, C10H16N6O3
  32. Crystal structure of (E)-(2-((1H-pyrrol-2-yl)methylene)hydrazineyl)(amino)methaniminium nitrate monohydrate, C6H12N6O4
  33. The crystal structure of hexakis(1-propylimidazole-κ1N)copper(II) dichloride, C36H60Cl2CuN12
  34. The crystal structure of bis{(μ2-3,3-dimethyl-1-phenylbut-1-en-2-yl)((dimethylamino)dimethylsilyl)amido-κ3N,N′:N′}dilithium, C32H54Li2N4Si2
  35. The crystal structure of methyl 4-(1H-naphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)benzoate, C18H15BN2O2
  36. Crystal structure of (E)-N-(1-((2-chlorothiazol-5-yl)methyl)pyridin-2(1H)-ylidene)-2,2,2-trifluoroacetamide, C11H7ClF3N3OS
  37. Crystal structure of N′, N‴-((propane-2,2-diylbis(1H-pyrrole-5,2-diyl))bis (methaneylylidene))di(picolinohydrazide) – water – methanol (1/1/1), C25H24N8O2·H2O·CH3OH
  38. Crystal structure of 3-(2-chloro-benzyl)-7-[4-(2-chloro-benzyl)-piperazin-1-yl]-5,6,8-trifluoro-3H-quinazolin-4-one, C26H21Cl2F3N4O
  39. Crystal structure of N1,N2-bis(2-fluorobenzyl)benzene-1,2-diamine,C20H18F2N2
  40. The crystal structure of 2-(benzo[d][1,3]dioxol-5-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine, C17H13BN2O2
  41. The crystal structure of 6,6′-((1E,1′E)-hydrazine-1,2-diylidenebis(methaneylylidene)) bis(2-bromo-4-nitrophenol) — dimethylsulfoxide (1/2), C14H8Br2N4O6⋅2(C2H6OS)
  42. Selective biocatalytic synthesis and crystal structure of (2R,6R)-hydroxyketaminium chloride, C13H17Cl2NO2
  43. Crystal structure of bis{tetraaqua-[μ3-1-(4-carboxylatophenyl)-5-methyl-1H-pyrazole-3-carboxylate-κ4N,O,O′,O″] [μ2-1-methyl-1H-pyrazole-3,5-dicarboxylate-κ3N,O:O]dicobalt(II)} dihydrate, C36H44Co4N8O26
  44. Crystal structure of diethyl-2,2′-naphthalene-2,3-diylbis(oxy)diacetate, C18H20O6
  45. Synthesis and crystal structure of poly[(μ3-2-(2-carboxylatophenyl)-1H-benzo[d]imidazole-5-carboxylato-κO,O′:O′;:O″, O″′)-(μ2-1-(4-(1Himidazol-1-yl)phenyl)-1H-imidazole-κ2N:N′)cadmium(II)], C27H18CdN6O4
  46. The crystal structure of catena-poly[diaqua-bis(μ2-2-((2-(2-phenylacetyl)hydrazineylidene)methyl)benzoato-κ2O:O')zinc(II)], C32H30N4O8Zn
  47. The crystal structure of 2-(3,4-dimethoxyphenyl)-2,3-dihydro-1H-naphtho [1,8-de][1,3,2]diazaborinine, C18H17BN2O2
  48. The crystal structure of hexakis(1-ethylimidazole-κ1N)nickel(II) dichloride – 1-ethylimidazole (1/2), C40H64Cl2NiN16
  49. Crystal structure of diaqua-bis(2,4-dinitrophenolato-κ2O,O′)copper(II) 1.5 hydrate, C12H13CuN4O13.5
  50. Crystal structure of N′,N‴-((1E,1′E)-((decane-1,10-diylbis(oxy))bis(2,1-phenylene)) bis(methaneylylidene))di(isonicotinohydrazide), C36H40N6O4
  51. The crystal structure of 2-[(R)-1-(naphthalen-1-yl)ethyl]-2,3,7,7a-tetrahydro-3a,6-epoxyisoindol-1(6H)-one, C19H20NO2
  52. Synthesis and crystal structure of (1E,2E)-3-(anthracen-9-yl)-1-(4-methoxyphenyl)prop-2-en-1-one oxime, C24H19NO2
  53. Synthesis and crystal structure of (2E,2′E)-3,3′-(1,3-phenylene)bis(1-(3-bromophenyl)prop-2-en-1-one), C24H16Br2O2
  54. The crystal structure of catena-poly[bis(µ2-1,2-bis((1H-imidazol-1-yl)methyl)benzene- κ2N:N′)-bis(nitrato-κO)copper(II)], C28H28N10O6Cu
  55. Synthesis and crystal structure of the novel chiral acetyl-3-thiophene-5-(9-anthryl)-2-pyrazoline, C23H18N2OS
  56. Crystal structure of (E)-3-(dimethylamino)-1-(thiophen-3-yl)prop-2-en-1-one, C9H11NOS
  57. Crystal structure of catena-poly[aqua-(4-iodopyridine-2,6-dicarboxylato-κ3N,O,O′)-(μ2-4-amino-4H-1,2,4-triazole-κ2N:N′) copper(II)], C9H8N5O5CuI
  58. Crystal structure of cyclopropane-1,2,3-triyltris(phenylmethanone), C24H18O3
  59. Crystal structure of bis(amino(thioureido)methaniminium) terephthalate, C12H18N8O4S2
  60. A three-dimensional Eu(III) framework in the crystal structure of dimethylaminium poly[dimethylformamide-κ1N)bis(μ4-terephthalato-κ4O:O′:O′′:O′′′)europium(III)] monohydrate, C21H25EuN2O10
  61. Crystal structure of 2-methoxyphenyl 2-(6-methoxynaphthalen-2-yl)propanoate, C21H20O4
  62. The crystal structure of Hexakis(diethylamido)dimolybdenum, Mo2(NEt2)6
https://doi.org/10.1515/ncrs-2021-0065
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Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of poly[(μ2-aqua-tetraaqua-(μ3-glutarato-κ4O,O′:O′:O′′)-(μ5-glutarato-κ6O:O,O′:O′:O′′:O′′′)distrontium(II)], C10H22O13Sr2
  4. The crystal structure of acetato-κ1O-{(2-(2-(2-aminophenoxy)ethoxy)phenyl)(4-oxo-4-phenylbut-2-en-2-yl)amido-κ2N,N′,O}copper(II), C26H26CuN2O5
  5. Crystal structure of dimethanolato-k2O:O-bis(1-((2-methyl-1H-benzo[d]imidazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-κN)-bis(thiocyanato-κN)dicopper(II), C34H32Cu2N12O2S2
  6. Crystal structure of poly[diaqua-bis(μ2-3-(pyrimidin-5-yl)benzoato-κ2N:O)cobalt(II)] dihydrate, [Co(C11H11O2N2)2(H2O)2]
  7. Crystal structure of bis(3,3-dimethyl-1-phenylbut-1-en-2-yl)(trimethylsilyl)amido-k1N)zinc(II), Zn(C15H24NSi)2
  8. Crystal structure of catena-poly[(μ2-methanolato-κ2O:O)-(μ2-1-((2-methyl-1H-benzo[d]imidazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-κ2N:N′)-(thiocyanato-κ1N)copper(II)] 0.25 hydrate, C17H16CuN6OS ⋅ 0.5H2O
  9. The crystal structure of 2-amino-5-nitroanilinium iodide monohydrate, C6H8IN3O2
  10. The crystal structure of 3-amino-5-carboxypyridin-1-ium perchlorate monohydrate, C6H9ClN2O7
  11. Crystal structure of 7-hydroxy-2,4-dimethoxy-9,10-dihydrophenanthrene from Arundina graminifolia, C16H16O3
  12. Crystal structure of 6,6′-((1E, 1′E)-(((1R, 2R)-1,2-diphenylethane-1,2-diyl) bis(azanylylidene))bis(methanylylidene))bis(2-ethylphenol), C32H32N2O2
  13. The crystal structure of 2-amino-5-carboxypyridin-1-ium iodide monohydrate, C6H9IN2O3
  14. The crystal structure of 2-(3,5-difluorophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine, C16H11BF2N2
  15. Crystal structure of bis{(2-pyridinyl)-1-phenyl-1-isopropylmethanolato-κ2N,O}nickel, C30H32N2NiO2
  16. Crystal structure of poly[(m3-3-carboxyadamantane-1-carboxylato-κ3O:O′:O″)-(phenanthroline-κ2N,N′)sodium(II)], C24H23N2NaO4
  17. Crystal structure of 2-phenylethynyl-1,3,6,8-tetramethylBOPHY (BOPHY = bis(difluoroboron)-1,2-bis((1H-pyrrol-2-yl)methylene)hydrazine), C22H20B2F4N4
  18. Crystal structure of 4-tert-butyl-2-N-(2-pyridylmethyl)aminophenol, C16H20N2O
  19. The crystal structure of (3Z,3′Z)-4,4′-((1,4-phenylenebis(methylene))bis(azanediyl))bis(pent-3-en-2-one), C18H24N2O2
  20. Crystal structure of (morpholine-1-carbodithioato-κ2-S,S′)bis(triphenylphosphine-κ-P)gold(I), C41H38AuNOP2S2
  21. Crystal structure of 1,4-bis(4-bromobenzyl)-4-(4-chlorophenyl)-1,4-dihydropyridine-3-carbonitrile, C26H19Br2ClN2
  22. The crystal structure of fac-tricarbonyl (N′-benzoyl-N,N-diphenylcarbamimidothioato-κ2S,O)-(pyrazole-κN)rhenium(I) — methanol (1/1) C26H23O4N4SRe
  23. The crystal structure of Ba2Mn(SeO3)2Cl2 containing 1∞[Mn(SeO3)2Cl2]4− chains
  24. Crystal structure of 3,3′,3″-((1E,1′E,1″E)-((nitrilotris(ethane-2,1-diyl))tris(azaneylylidene)) tris(methaneylylidene))tris(4-hydroxy-1-naphthaldehyde) monohydrate, C42H36N4O6·H2O
  25. The crystal structure of 4-(6-acetyl-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidin-7-yl)benzonitrile, C14H12N6O
  26. Crystal structure of benzo[d][1,3]dioxol-5-yl-2-(6-methoxynaphthalen-2-yl)propanoate, C21H18O5
  27. The crystal structure of ethyl 5-methyl-7-(4-(phenylthio)phenyl)-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate, C20H19N5O2S
  28. Crystal structure of N′,N‴-((propane-2,2-diylbis(1H-pyrrole-5,2-diyl))bis(methaneylylidene))-di(isonicotinohydrazide)– water – dimethylformamide (1/4/2), C25H24N8O2·4H2O·2C3H7NO
  29. Synthesis and crystal structure of 4-(2,4-dinitrophenoxy)benzaldehyde, C13H8N2O6
  30. The crystal structure of 1-dodecylpyridin-1-ium bromide monohydrate, C17H32BrNO
  31. Crystal structure of (E)-amino(2-(4-(dimethylamino)benzylidene)hydrazineyl)methaniminium nitrate, C10H16N6O3
  32. Crystal structure of (E)-(2-((1H-pyrrol-2-yl)methylene)hydrazineyl)(amino)methaniminium nitrate monohydrate, C6H12N6O4
  33. The crystal structure of hexakis(1-propylimidazole-κ1N)copper(II) dichloride, C36H60Cl2CuN12
  34. The crystal structure of bis{(μ2-3,3-dimethyl-1-phenylbut-1-en-2-yl)((dimethylamino)dimethylsilyl)amido-κ3N,N′:N′}dilithium, C32H54Li2N4Si2
  35. The crystal structure of methyl 4-(1H-naphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)benzoate, C18H15BN2O2
  36. Crystal structure of (E)-N-(1-((2-chlorothiazol-5-yl)methyl)pyridin-2(1H)-ylidene)-2,2,2-trifluoroacetamide, C11H7ClF3N3OS
  37. Crystal structure of N′, N‴-((propane-2,2-diylbis(1H-pyrrole-5,2-diyl))bis (methaneylylidene))di(picolinohydrazide) – water – methanol (1/1/1), C25H24N8O2·H2O·CH3OH
  38. Crystal structure of 3-(2-chloro-benzyl)-7-[4-(2-chloro-benzyl)-piperazin-1-yl]-5,6,8-trifluoro-3H-quinazolin-4-one, C26H21Cl2F3N4O
  39. Crystal structure of N1,N2-bis(2-fluorobenzyl)benzene-1,2-diamine,C20H18F2N2
  40. The crystal structure of 2-(benzo[d][1,3]dioxol-5-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine, C17H13BN2O2
  41. The crystal structure of 6,6′-((1E,1′E)-hydrazine-1,2-diylidenebis(methaneylylidene)) bis(2-bromo-4-nitrophenol) — dimethylsulfoxide (1/2), C14H8Br2N4O6⋅2(C2H6OS)
  42. Selective biocatalytic synthesis and crystal structure of (2R,6R)-hydroxyketaminium chloride, C13H17Cl2NO2
  43. Crystal structure of bis{tetraaqua-[μ3-1-(4-carboxylatophenyl)-5-methyl-1H-pyrazole-3-carboxylate-κ4N,O,O′,O″] [μ2-1-methyl-1H-pyrazole-3,5-dicarboxylate-κ3N,O:O]dicobalt(II)} dihydrate, C36H44Co4N8O26
  44. Crystal structure of diethyl-2,2′-naphthalene-2,3-diylbis(oxy)diacetate, C18H20O6
  45. Synthesis and crystal structure of poly[(μ3-2-(2-carboxylatophenyl)-1H-benzo[d]imidazole-5-carboxylato-κO,O′:O′;:O″, O″′)-(μ2-1-(4-(1Himidazol-1-yl)phenyl)-1H-imidazole-κ2N:N′)cadmium(II)], C27H18CdN6O4
  46. The crystal structure of catena-poly[diaqua-bis(μ2-2-((2-(2-phenylacetyl)hydrazineylidene)methyl)benzoato-κ2O:O')zinc(II)], C32H30N4O8Zn
  47. The crystal structure of 2-(3,4-dimethoxyphenyl)-2,3-dihydro-1H-naphtho [1,8-de][1,3,2]diazaborinine, C18H17BN2O2
  48. The crystal structure of hexakis(1-ethylimidazole-κ1N)nickel(II) dichloride – 1-ethylimidazole (1/2), C40H64Cl2NiN16
  49. Crystal structure of diaqua-bis(2,4-dinitrophenolato-κ2O,O′)copper(II) 1.5 hydrate, C12H13CuN4O13.5
  50. Crystal structure of N′,N‴-((1E,1′E)-((decane-1,10-diylbis(oxy))bis(2,1-phenylene)) bis(methaneylylidene))di(isonicotinohydrazide), C36H40N6O4
  51. The crystal structure of 2-[(R)-1-(naphthalen-1-yl)ethyl]-2,3,7,7a-tetrahydro-3a,6-epoxyisoindol-1(6H)-one, C19H20NO2
  52. Synthesis and crystal structure of (1E,2E)-3-(anthracen-9-yl)-1-(4-methoxyphenyl)prop-2-en-1-one oxime, C24H19NO2
  53. Synthesis and crystal structure of (2E,2′E)-3,3′-(1,3-phenylene)bis(1-(3-bromophenyl)prop-2-en-1-one), C24H16Br2O2
  54. The crystal structure of catena-poly[bis(µ2-1,2-bis((1H-imidazol-1-yl)methyl)benzene- κ2N:N′)-bis(nitrato-κO)copper(II)], C28H28N10O6Cu
  55. Synthesis and crystal structure of the novel chiral acetyl-3-thiophene-5-(9-anthryl)-2-pyrazoline, C23H18N2OS
  56. Crystal structure of (E)-3-(dimethylamino)-1-(thiophen-3-yl)prop-2-en-1-one, C9H11NOS
  57. Crystal structure of catena-poly[aqua-(4-iodopyridine-2,6-dicarboxylato-κ3N,O,O′)-(μ2-4-amino-4H-1,2,4-triazole-κ2N:N′) copper(II)], C9H8N5O5CuI
  58. Crystal structure of cyclopropane-1,2,3-triyltris(phenylmethanone), C24H18O3
  59. Crystal structure of bis(amino(thioureido)methaniminium) terephthalate, C12H18N8O4S2
  60. A three-dimensional Eu(III) framework in the crystal structure of dimethylaminium poly[dimethylformamide-κ1N)bis(μ4-terephthalato-κ4O:O′:O′′:O′′′)europium(III)] monohydrate, C21H25EuN2O10
  61. Crystal structure of 2-methoxyphenyl 2-(6-methoxynaphthalen-2-yl)propanoate, C21H20O4
  62. The crystal structure of Hexakis(diethylamido)dimolybdenum, Mo2(NEt2)6
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Heruntergeladen am 21.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2021-0065/html
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