Home Synthesis and crystal structure of dimethyl 2,2′-(2,5-bis(4-hydroxyphenyl)-2,5-dihydrofuran-3,4-diyl)dibenzoate, C34H30O7
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Synthesis and crystal structure of dimethyl 2,2′-(2,5-bis(4-hydroxyphenyl)-2,5-dihydrofuran-3,4-diyl)dibenzoate, C34H30O7

  • Yun-Yee Low ORCID logo EMAIL logo and Siew-Huah Lim ORCID logo
Published/Copyright: November 18, 2022
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 238 Issue 1

Abstract

C34H30O7, monoclinic, C2/c (no. 15), a = 29.4446(6) Å, b = 12.4393(3) Å, c = 14.9807(3) Å, β = 90.390(1)°, V = 5486.9(2) Å3, Z = 8, R gt (F) = 0.0408, wR ref (F 2) = 0.1023, T = 100 K.

CCDC no.: 2217924

The molecular 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: Colourless block
Size: 0.49 × 0.26 × 0.08 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.09 mm−1
Diffractometer, scan mode: Bruker APEX-II, ω
θ max, completeness: 26.4°, >99%
N(hkl)measured, N(hkl)unique, R int: 20,380, 5620, 0.045
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 4060
N(param)refined: 374
Programs: Bruker [1, 2], SHELX [3, 4], Olex2 [5], X-Seed 4 [6, 7]
Table 2:

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

Atom x y z U iso*/U eq
O1 0.37241 (4) 0.27362 (9) 0.53440 (7) 0.0269 (3)
O4A 0.20361 (4) 0.56873 (10) 0.42681 (8) 0.0275 (3)
O4B 0.51668 (4) −0.08809 (9) 0.63180 (8) 0.0303 (3)
O16A 0.46625 (4) 0.47525 (10) 0.61958 (9) 0.0318 (3)
O16B 0.29245 (4) 0.20910 (11) 0.75998 (8) 0.0323 (3)
O17A 0.47839 (4) 0.65233 (10) 0.63043 (8) 0.0301 (3)
O17B 0.32042 (4) 0.05916 (10) 0.82327 (8) 0.0310 (3)
C1A 0.32595 (5) 0.43495 (13) 0.51308 (10) 0.0197 (3)
C1B 0.41281 (5) 0.13831 (13) 0.62224 (10) 0.0212 (4)
C2A 0.28471 (5) 0.38148 (14) 0.52250 (11) 0.0233 (4)
H2A 0.284090 0.312630 0.549908 0.028*
C2B 0.40420 (6) 0.02892 (13) 0.63077 (11) 0.0237 (4)
H2B 0.373732 0.004146 0.633846 0.028*
C3A 0.24471 (6) 0.42731 (14) 0.49248 (11) 0.0242 (4)
H3A 0.216890 0.389366 0.498397 0.029*
C3B 0.43954 (6) −0.04425 (14) 0.63482 (11) 0.0253 (4)
H3B 0.433182 −0.118680 0.641486 0.030*
C4A 0.24502 (5) 0.52881 (14) 0.45363 (11) 0.0219 (4)
C4B 0.48404 (6) −0.00966 (13) 0.62923 (11) 0.0234 (4)
C5A 0.28572 (5) 0.58282 (14) 0.44334 (11) 0.0242 (4)
H5A 0.286358 0.651923 0.416389 0.029*
C5B 0.49316 (6) 0.09934 (14) 0.62236 (12) 0.0268 (4)
H5B 0.523658 0.124023 0.619943 0.032*
C6A 0.32566 (6) 0.53470 (14) 0.47293 (11) 0.0240 (4)
H6A 0.353604 0.571638 0.465272 0.029*
C6B 0.45759 (6) 0.17203 (14) 0.61903 (12) 0.0256 (4)
H6B 0.464037 0.246652 0.614453 0.031*
C7A 0.37019 (5) 0.38778 (13) 0.54732 (11) 0.0227 (4)
H7A 0.396019 0.422360 0.515192 0.027*
C7B 0.37418 (5) 0.21780 (14) 0.61931 (11) 0.0225 (4)
H7B 0.344893 0.178828 0.628663 0.027*
C8A 0.37703 (5) 0.40252 (13) 0.64697 (11) 0.0204 (4)
C8B 0.37834 (5) 0.30732 (13) 0.68705 (11) 0.0194 (3)
C9A 0.37558 (5) 0.50857 (13) 0.69177 (11) 0.0215 (4)
C9B 0.38816 (5) 0.28879 (13) 0.78292 (10) 0.0187 (3)
C10A 0.41008 (6) 0.58675 (13) 0.68789 (11) 0.0228 (4)
C10B 0.36404 (5) 0.21536 (13) 0.83572 (11) 0.0198 (3)
C11A 0.40437 (6) 0.68387 (14) 0.73374 (11) 0.0271 (4)
H11A 0.427633 0.736702 0.731618 0.032*
C11B 0.37715 (5) 0.19633 (13) 0.92399 (11) 0.0232 (4)
H11B 0.361444 0.144379 0.958534 0.028*
C12A 0.36551 (6) 0.70421 (15) 0.78199 (12) 0.0301 (4)
H12A 0.362091 0.770720 0.812367 0.036*
C12B 0.41302 (6) 0.25303 (14) 0.96136 (11) 0.0243 (4)
H12B 0.421272 0.241790 1.022066 0.029*
C13A 0.33164 (6) 0.62762 (15) 0.78596 (11) 0.0290 (4)
H13A 0.304844 0.641161 0.819086 0.035*
C13B 0.43673 (5) 0.32583 (13) 0.91022 (11) 0.0230 (4)
H13B 0.461192 0.365077 0.936004 0.028*
C14A 0.33695 (6) 0.53101 (14) 0.74142 (11) 0.0243 (4)
H14A 0.313574 0.478561 0.744825 0.029*
C14B 0.42512 (5) 0.34207 (13) 0.82159 (11) 0.0207 (4)
H14B 0.442555 0.390221 0.786494 0.025*
C15A 0.20276 (6) 0.67542 (15) 0.39155 (13) 0.0316 (4)
H15A 0.222259 0.679208 0.338893 0.047*
H15B 0.213867 0.725874 0.436955 0.047*
H15C 0.171564 0.694380 0.374623 0.047*
C15B 0.56222 (6) −0.05524 (15) 0.61484 (13) 0.0329 (4)
H15D 0.563108 −0.013451 0.559418 0.049*
H15E 0.581603 −0.118861 0.608955 0.049*
H15F 0.573251 −0.010830 0.664481 0.049*
C16A 0.45370 (6) 0.56340 (14) 0.64233 (11) 0.0238 (4)
C16B 0.32202 (6) 0.16324 (14) 0.80115 (11) 0.0235 (4)
C17A 0.52245 (6) 0.63689 (16) 0.59004 (13) 0.0332 (4)
H17A 0.518752 0.599367 0.532933 0.050*
H17B 0.541697 0.593888 0.629973 0.050*
H17C 0.536728 0.706957 0.579889 0.050*
C17B 0.27900 (7) 0.00521 (18) 0.79692 (13) 0.0443 (6)
H17D 0.274346 0.013349 0.732440 0.066*
H17E 0.253290 0.037007 0.828663 0.066*
H17F 0.281257 −0.071334 0.811796 0.066*

Source of materials

Controlled potential electrolysis (Pt gauze anode, Pt cathode; MeCN/0.2 M LiClO4) of (E)-methyl 2-(4-methoxystyryl)benzoate at the first anodic wave (+1.20 V vs. Ag/AgNO3 reference electrode) was allowed to proceed until consumption of 1 F mol−1. The reaction mixture was then concentrated in vacuo, and CH2Cl2 (10 mL) was then added. The mixture was then poured into H2O and extracted with CH2Cl2 (3 × 20 mL). The combined organic layer was then washed with H2O, dried (Na2SO4), and concentrated under reduced pressure, and the resulting residue was then purified using centrifugal preparative thin layer chromatography (SiO2, n-hexane/CH2Cl2, 4/1 to 5% MeOH/CH2Cl2), followed by HPLC (Luna phenyl-hexyl column, 8% H2O:MeCN, 10 ml/min) to give tetrahydrofuran (2.8 mg, 5%), napthelene (10.7 mg, 20%), diene (2.7 mg, 5%) derivatives [8] and the titled compound as a minor product (0.39 mg, 0.7%). The titled compound was recrystallized with CH2Cl2/hexanes (slow evaporation) to give colourless block crystals.

Experimental details

The structure was solved with the XT structure solution program (SHELXT 2014/5) and refined on F 2 (SHELXL-2018/3). All hydrogen atoms were placed in idealized positions and refined as riding atoms with the relative isotropic parameters.

Comment

Polyphenolic compounds such as oligostilbenes are formed from the polymerization of resveratrol (a stilbenoid) or its derivatives and this leads to the formation of complex molecular architectures. Many of these oligostilbenes exhibit various biological activities such as antioxidant, anti-inflammatory, anticancer, antidiabetic, antiviral, and antimicrobial activities [9]. This has led to various groups carrying out the synthesis of these oligostilbenes [10]. In our previous study, we have carried out electrochemical oxidation of (E)-methyl 2-(4-methoxystyryl)benzoate and the major products obtained (bis-stilbeniod compounds) were tetrahydrofuran, napthelene, and a diene derivatives [8]. We now report the crystal structure of the title compound, a minor product which was not reported in the original publication. The title compound may have formed via dehydrogenation of C8A–C8B of the tetrahydrofuran derivative formed during the anodic oxidation.

The title compound with the molecular formula C34H30O7 crystallizes in the monoclinic system in the space group C2/c. In the crystal structure, it can be seen that the dehydrofuran centre is almost planar, with the torsional angle of ca. 171° for O1–C7A–C8A–C14A and ca. 178° for O1–C7B–C8B–C14B. All the aromatic rings (A–D) are in a staggered conformation with the dehydrofuran. The plane angle between the dehydrofuran and C1A–C6A p-methoxy benzene is 78°, C9A–C14A o-acetyl benzene is 69°, C9B–C14B o-acetyl benzene is 50°, and C1B–C6B p-methoxy benzene is 86°. The distance between rings C1A–C6A and C9A–C14A is 4.808 Å, C9A–C14A and C9B–C14B is 4.736 Å, and C9B–C14B and C1B–C6B is 4.716 Å.

Corresponding author: Yun-Yee Low, Department of Chemistry, Faculty of Science, Universiti Malaya, 50603 Kuala Lumpur, Malaysia, E-mail:

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

  2. Research funding: MOHE, Malaysia (FRGS/1/2018/STG01/UM/02/17).

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

References

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Received: 2022-09-22
Accepted: 2022-11-07
Published Online: 2022-11-18
Published in Print: 2023-01-27

© 2022 the author(s), published by De Gruyter, Berlin/Boston

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

Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of undecacalcium decaarsenide, Ca11As10
  4. Crystal structure of catena-poly[diiodido-(μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4- ylmethylene)amino)-1,2-dihydro-3H -pyrazol-3-one-κ2 N: O)zinc(II)], C17H16I2N4OZn
  5. The crystal structure of 5,10,15,20-tetrakis(4-(tert-butyl)phenyl)porphyrin-21,23-diido-κ4 N 4-naphthalocyanido-κ4 N 4-neodymium(IV) - chloroform (1/6) C114H90N12Cl18Nd
  6. The crystal structure of 1-(4-bromophenyl)-3-(2-chlorobenzyl)urea, C14H12BrClN2O
  7. Crystal structure of bis[benzyl(methyl)carbamodithioato-κ 2 S,S′]-di-n-butyltin(IV), C26H38N2S4Sn
  8. Crystal structure of (E)-3-(2-(4-(diethylamino)-2-hydroxystyryl)-3,3-dimethyl-3H-indol-1-ium-1-yl)propane-1-sulfonate – methanol (1/2), C25H32N2O4S⋅2CH3OH
  9. Synthesis and crystal structure of {(N′,N″-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))-bis(methaneylylidene))bis(2-hydroxybenzohydrazonato)-κ6 N 2 O 4}copper(II), C30H24CuN4O6
  10. The crystal structure of ((E)-2,4-dibromo-6-(((5-(nitro)-2-oxidophenyl)imino)methyl)phenolato-κ 3 N,O,O′)tris(pyridine-κN)manganese(II), C28H21Br2MnN5O4
  11. Synthesis and crystal structure of 1-((3R,10S,13R,17S)-10,13-dimethyl-3-(p-tolylamino)hexadecahydro-1H-cyclopenta-[a]phenanthren-17-yl)ethan-1-one, C28H41NO
  12. The crystal structure of 3-nitrobenzene-1,2-dicarboxylic acid—pyrazine-2-carboxamide(1/1), C13H10N4O7
  13. Crystal structure of poly[tetrakis(μ3-2-aminonicotinato-κ3N,O,O′)-(μ2-oxalato-κ4 O,O′:O″,O′″)-(μ4-oxalato-κ6 N:N′:O,O′:O″,O′″)dicopper(I)-disamarium(III)], [SmCu(C6N2H5O2)2(C2O4)] n
  14. The crystal structure of 2,3,4-trihydroxybenzoic- acid—pyrazine-2-carboxamide—water (1/1/1), C12H13N3O7
  15. Crystal structure of N-ethyl-4-[3-(trifluoromethyl)-phenyl]piperazine-1-carbothioamide, C14H18F3N3S
  16. The crystal structure of 3-anilino-1,4-diphenyl-4H-1,2,4-triazol-1-ium iodide, C20H17N4I
  17. The crystal structure of (tris(2-benzimidazolylmethyl)amine)-benzoato-copper(II) perchlorate monohydrate, CuC31H28N7O7Cl
  18. Crystal structure of [2-hydroxy-3-methyl-benzoato-k1 O-triphenyltin(IV)], C26H22O3Sn
  19. Crystal structure of diaqua-bis(4-(hydroxymethyl)-benzoato-k1 O)zinc(II), C16H18O8Zn
  20. The crystal structure of dicarbonyl-(N-nitroso-N-oxido-phenylamine-κ 2 O,O)-rhodium(I), C8H5N2O4Rh
  21. The crystal structure of oxalic acid – 2-ethoxybenzamide (2/1), C20H24N2O8
  22. The crystal structure of ethyl 7-ethyl-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate, C10H15N5O2
  23. Crystal structure of poly[(N,N-dimethylacetamide-κO) (μ4-2-nitroisophthalato-κ 4 O:O′:O″:O′″)manganese(II)], C11H10N2O7Mn
  24. Crystal structure of 14-O-acetyldelcosine, C26H41NO8
  25. The crystal structure of poly[(1,10-phenanthroline-κ2 N,N′)-(μ 4-2-chlorobenzene-1,3-dicarboxylato-κ5 O:O′:O″:O‴) cadmium(II)] monohydrate, C20H13CdClN2O5
  26. Crystal structure of propane-1,3-diylbis(diphenylphosphine sulfide) ethanol solvate, C27H26P2S2
  27. Crystal structure of bis{[(4-diethylamino-2-hydroxy-benzylidene)-hydrazinocarbonylmethyl]-trimethylammonium} tetrabromozincate, C32H54N8O4ZnBr4
  28. Synthesis and crystal structure of dimethyl 2,2′-(2,5-bis(4-hydroxyphenyl)-2,5-dihydrofuran-3,4-diyl)dibenzoate, C34H30O7
  29. Synthesis and crystal structure of 2-(2-oxo-2-phenylethyl)-4H-chromen-4-one, C17H12O3
  30. The crystal structure of tetra(imidazole-κ1 N)zinc(II) μ2-oxido-hexaoxido-divanadium(VI) C12H16N8O6V2Zn
  31. Crystal structure of S-2-(1-(5-methylpyridin-2-ylamino)octyl)-3-hydroxynaphthalene-1,4-dione, C24H28N2O3
  32. Crystal structure of bis(μ2-5-chloro-2-oxido-N-(1-oxido-2-oxo-2-phenylethylidene)-benzohydrazonato-κ5 N,O,O′:N′,O′′)-oktakis(pyridine-κ1 N)trinickel(II) – methanol – pyridine (1/1/1) C76H65N13Cl2Ni3O9
  33. The crystal structure of methyl 3,5-diaminobenzoate, C8H10N2O2
  34. Crystal structure of 10-(9H-carbazol-9-yl)-5H-dibenzo[a,d][7]annelen-5-one, C27H17NO
  35. Crystal structure of ethyl 1-(2-hydroxyethyl)-4-((4-methoxyphenyl)amino)-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylate, C16H20N2O5
  36. The crystal structure of 1-(4-bromophenyl)-3-cycloheptylurea, C14H19BrN2O
  37. The crystal structure of 1,4-bis(1,2,3,4,5-pentamethylcyclopenta-2,4-dien-1-yl)-3,6-bis ((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)-1,4-dialuminacyclohexane – benzene (1/2), C50H72Al2B2O4
  38. Crystal structure of bis(μ 3-diphenylphosphinato)-tetrakis(μ 2-diphenylphosphinato)-bis(diphenylphosphinato)-bis(μ 2-hydroxo)dicopper(II)-ditin(IV), C104H100O18P8Cu2Sn2
  39. Crystal structure of 3-((3,4-dichloroisothiazol-5-yl)methoxy)benzo[d] isothiazole 1,1-dioxide, C11H6Cl2N2O3S2
  40. Synthesis and crystal structure of 2-(2-(2-fluorophenyl)-2-oxoethyl)-4H-chromen-4-one, C17H11FO3
  41. The crystal structure of tris(carbonyl)-bis(carbonyl)-[μ-propane-1,2- dithiolato]-(benzyldiphenylphosphine)diiron (Fe—Fe), C27H23Fe2O5PS2
  42. Crystal structure of 1-(2-(4-chlorophenethyl)-2-hydroxy-3,3-dimethylbutyl)-1H-1,2,4-triazol-4-ium nitrate, C16H23N4O4Cl
  43. The crystal structure of 3,3′-disulfanediyldi(1H-1,2,4-triazol-5-amine) monohydrate, C4H8N8OS2
  44. The crystal structure of trans-[bis(4-methylpyridine-κN)bis(quinoline-2-carboxylato- κ 2 N,O)cadmium(II)], C32H26CdN4O4
  45. The crystal structure of ethyl 2′-hydroxy-4′,6′-dimethoxy-3-(4-methoxynaphthalen-1-yl)-5-oxo-2,3,4,5-tetrahydro-[1,1′-biphenyl]-4-carboxylate, C28H28O7
https://doi.org/10.1515/ncrs-2022-0469
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of undecacalcium decaarsenide, Ca11As10
  4. Crystal structure of catena-poly[diiodido-(μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4- ylmethylene)amino)-1,2-dihydro-3H -pyrazol-3-one-κ2 N: O)zinc(II)], C17H16I2N4OZn
  5. The crystal structure of 5,10,15,20-tetrakis(4-(tert-butyl)phenyl)porphyrin-21,23-diido-κ4 N 4-naphthalocyanido-κ4 N 4-neodymium(IV) - chloroform (1/6) C114H90N12Cl18Nd
  6. The crystal structure of 1-(4-bromophenyl)-3-(2-chlorobenzyl)urea, C14H12BrClN2O
  7. Crystal structure of bis[benzyl(methyl)carbamodithioato-κ 2 S,S′]-di-n-butyltin(IV), C26H38N2S4Sn
  8. Crystal structure of (E)-3-(2-(4-(diethylamino)-2-hydroxystyryl)-3,3-dimethyl-3H-indol-1-ium-1-yl)propane-1-sulfonate – methanol (1/2), C25H32N2O4S⋅2CH3OH
  9. Synthesis and crystal structure of {(N′,N″-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))-bis(methaneylylidene))bis(2-hydroxybenzohydrazonato)-κ6 N 2 O 4}copper(II), C30H24CuN4O6
  10. The crystal structure of ((E)-2,4-dibromo-6-(((5-(nitro)-2-oxidophenyl)imino)methyl)phenolato-κ 3 N,O,O′)tris(pyridine-κN)manganese(II), C28H21Br2MnN5O4
  11. Synthesis and crystal structure of 1-((3R,10S,13R,17S)-10,13-dimethyl-3-(p-tolylamino)hexadecahydro-1H-cyclopenta-[a]phenanthren-17-yl)ethan-1-one, C28H41NO
  12. The crystal structure of 3-nitrobenzene-1,2-dicarboxylic acid—pyrazine-2-carboxamide(1/1), C13H10N4O7
  13. Crystal structure of poly[tetrakis(μ3-2-aminonicotinato-κ3N,O,O′)-(μ2-oxalato-κ4 O,O′:O″,O′″)-(μ4-oxalato-κ6 N:N′:O,O′:O″,O′″)dicopper(I)-disamarium(III)], [SmCu(C6N2H5O2)2(C2O4)] n
  14. The crystal structure of 2,3,4-trihydroxybenzoic- acid—pyrazine-2-carboxamide—water (1/1/1), C12H13N3O7
  15. Crystal structure of N-ethyl-4-[3-(trifluoromethyl)-phenyl]piperazine-1-carbothioamide, C14H18F3N3S
  16. The crystal structure of 3-anilino-1,4-diphenyl-4H-1,2,4-triazol-1-ium iodide, C20H17N4I
  17. The crystal structure of (tris(2-benzimidazolylmethyl)amine)-benzoato-copper(II) perchlorate monohydrate, CuC31H28N7O7Cl
  18. Crystal structure of [2-hydroxy-3-methyl-benzoato-k1 O-triphenyltin(IV)], C26H22O3Sn
  19. Crystal structure of diaqua-bis(4-(hydroxymethyl)-benzoato-k1 O)zinc(II), C16H18O8Zn
  20. The crystal structure of dicarbonyl-(N-nitroso-N-oxido-phenylamine-κ 2 O,O)-rhodium(I), C8H5N2O4Rh
  21. The crystal structure of oxalic acid – 2-ethoxybenzamide (2/1), C20H24N2O8
  22. The crystal structure of ethyl 7-ethyl-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate, C10H15N5O2
  23. Crystal structure of poly[(N,N-dimethylacetamide-κO) (μ4-2-nitroisophthalato-κ 4 O:O′:O″:O′″)manganese(II)], C11H10N2O7Mn
  24. Crystal structure of 14-O-acetyldelcosine, C26H41NO8
  25. The crystal structure of poly[(1,10-phenanthroline-κ2 N,N′)-(μ 4-2-chlorobenzene-1,3-dicarboxylato-κ5 O:O′:O″:O‴) cadmium(II)] monohydrate, C20H13CdClN2O5
  26. Crystal structure of propane-1,3-diylbis(diphenylphosphine sulfide) ethanol solvate, C27H26P2S2
  27. Crystal structure of bis{[(4-diethylamino-2-hydroxy-benzylidene)-hydrazinocarbonylmethyl]-trimethylammonium} tetrabromozincate, C32H54N8O4ZnBr4
  28. Synthesis and crystal structure of dimethyl 2,2′-(2,5-bis(4-hydroxyphenyl)-2,5-dihydrofuran-3,4-diyl)dibenzoate, C34H30O7
  29. Synthesis and crystal structure of 2-(2-oxo-2-phenylethyl)-4H-chromen-4-one, C17H12O3
  30. The crystal structure of tetra(imidazole-κ1 N)zinc(II) μ2-oxido-hexaoxido-divanadium(VI) C12H16N8O6V2Zn
  31. Crystal structure of S-2-(1-(5-methylpyridin-2-ylamino)octyl)-3-hydroxynaphthalene-1,4-dione, C24H28N2O3
  32. Crystal structure of bis(μ2-5-chloro-2-oxido-N-(1-oxido-2-oxo-2-phenylethylidene)-benzohydrazonato-κ5 N,O,O′:N′,O′′)-oktakis(pyridine-κ1 N)trinickel(II) – methanol – pyridine (1/1/1) C76H65N13Cl2Ni3O9
  33. The crystal structure of methyl 3,5-diaminobenzoate, C8H10N2O2
  34. Crystal structure of 10-(9H-carbazol-9-yl)-5H-dibenzo[a,d][7]annelen-5-one, C27H17NO
  35. Crystal structure of ethyl 1-(2-hydroxyethyl)-4-((4-methoxyphenyl)amino)-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylate, C16H20N2O5
  36. The crystal structure of 1-(4-bromophenyl)-3-cycloheptylurea, C14H19BrN2O
  37. The crystal structure of 1,4-bis(1,2,3,4,5-pentamethylcyclopenta-2,4-dien-1-yl)-3,6-bis ((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)-1,4-dialuminacyclohexane – benzene (1/2), C50H72Al2B2O4
  38. Crystal structure of bis(μ 3-diphenylphosphinato)-tetrakis(μ 2-diphenylphosphinato)-bis(diphenylphosphinato)-bis(μ 2-hydroxo)dicopper(II)-ditin(IV), C104H100O18P8Cu2Sn2
  39. Crystal structure of 3-((3,4-dichloroisothiazol-5-yl)methoxy)benzo[d] isothiazole 1,1-dioxide, C11H6Cl2N2O3S2
  40. Synthesis and crystal structure of 2-(2-(2-fluorophenyl)-2-oxoethyl)-4H-chromen-4-one, C17H11FO3
  41. The crystal structure of tris(carbonyl)-bis(carbonyl)-[μ-propane-1,2- dithiolato]-(benzyldiphenylphosphine)diiron (Fe—Fe), C27H23Fe2O5PS2
  42. Crystal structure of 1-(2-(4-chlorophenethyl)-2-hydroxy-3,3-dimethylbutyl)-1H-1,2,4-triazol-4-ium nitrate, C16H23N4O4Cl
  43. The crystal structure of 3,3′-disulfanediyldi(1H-1,2,4-triazol-5-amine) monohydrate, C4H8N8OS2
  44. The crystal structure of trans-[bis(4-methylpyridine-κN)bis(quinoline-2-carboxylato- κ 2 N,O)cadmium(II)], C32H26CdN4O4
  45. The crystal structure of ethyl 2′-hydroxy-4′,6′-dimethoxy-3-(4-methoxynaphthalen-1-yl)-5-oxo-2,3,4,5-tetrahydro-[1,1′-biphenyl]-4-carboxylate, C28H28O7
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