Home The crystal structure of 4-(4-phenyl-5-(((1-(2,4,6-tribromophenyl)-1H-1,2,3-triazol-4-yl)methyl)thio)-4H-1,2,4-triazol-3-yl)pyridine, C22H14Br3N7S
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The crystal structure of 4-(4-phenyl-5-(((1-(2,4,6-tribromophenyl)-1H-1,2,3-triazol-4-yl)methyl)thio)-4H-1,2,4-triazol-3-yl)pyridine, C22H14Br3N7S

  • Haitham Al-Sa’doni , Mohamed El-Naggar , Ihsan A. Shehadi , Kamrul Hasan and Monther A. Khanfar ORCID logo EMAIL logo
Published/Copyright: September 9, 2024
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 239 Issue 6

Abstract

C22H14Br3N7S, H2O, triclinic, P 1 ‾ (no. 2), a = 8.9098(17) Å, b = 9.422(2) Å, c = 15.702(4) Å, α = 86.453(9)°, β = 78.382(7)°, γ = 69.477(7)°, V = 1209.1(5) Å3, Z = 2, Rgt (F) = 0.0315, wRref (F 2) = 0.0802, T = 100(2) K.

CCDC no.: 2378891

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 needle
Size: 0.36 × 0.36 × 0.13 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 5.12 mm−1
Diffractometer, scan mode: Bruker D8-AVANCE, φ and ω
θ max, completeness: 33.1°, >99 %
N(hkl) measured, N(hkl)unique, R int: 65,262, 9136, 0.062
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 7,458
N(param)refined: 314
Programs: Bruker 1 , Olex2 2 , SHELX 3 , 4
Table 2:

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

Atom x y z U iso */U eq
Br1 0.43362 (2) 0.36166 (2) 0.07683 (2) 0.03177 (6)
Br2 −0.13900 (2) 0.28661 (2) 0.02177 (2) 0.02894 (5)
Br3 0.31162 (3) −0.18387 (2) 0.17679 (2) 0.03681 (6)
S1 0.85811 (5) 0.11124 (5) 0.30978 (3) 0.02185 (8)
O1 0.1579 (2) 1.25720 (19) 0.50739 (12) 0.0405 (4)
H1A 0.177 (4) 1.173 (4) 0.484 (2) 0.061*
H1B 0.223 (4) 1.292 (4) 0.482 (2) 0.061*
N1 0.64699 (17) −0.01594 (17) 0.09509 (10) 0.0229 (3)
N2 0.75981 (17) −0.05054 (17) 0.14230 (10) 0.0227 (3)
N3 0.41667 (17) 0.37427 (16) 0.40418 (10) 0.0208 (3)
N4 0.65443 (16) 0.39942 (15) 0.35044 (9) 0.0176 (2)
N5 0.24810 (19) 0.94764 (17) 0.43955 (10) 0.0256 (3)
N6 0.53061 (17) 0.23064 (16) 0.38249 (10) 0.0216 (3)
N7 0.50119 (16) 0.03971 (16) 0.15111 (9) 0.0193 (2)
C1 0.41213 (19) 0.63718 (17) 0.40209 (10) 0.0180 (3)
C2 0.2410 (2) 0.69992 (19) 0.41646 (12) 0.0220 (3)
H2 0.1776 0.6380 0.4142 0.026*
C3 0.1662 (2) 0.8540 (2) 0.43407 (13) 0.0256 (3)
H3 0.0504 0.8956 0.4428 0.031*
C4 0.4108 (2) 0.88549 (19) 0.42722 (11) 0.0234 (3)
H4 0.4707 0.9496 0.4318 0.028*
C5 0.4979 (2) 0.73326 (19) 0.40810 (11) 0.0214 (3)
H5 0.6137 0.6954 0.3993 0.026*
C6 0.49144 (18) 0.47352 (18) 0.38505 (10) 0.0180 (3)
C7 0.67038 (19) 0.24937 (18) 0.35057 (10) 0.0183 (3)
C8 0.78093 (19) 0.45655 (18) 0.30950 (11) 0.0199 (3)
C9 0.7648 (2) 0.5382 (2) 0.23347 (12) 0.0273 (4)
H9 0.6695 0.5593 0.2095 0.033*
C10 0.8904 (3) 0.5887 (2) 0.19275 (15) 0.0387 (5)
H10 0.8802 0.6472 0.1414 0.046*
C11 1.0302 (3) 0.5536 (2) 0.22733 (17) 0.0436 (6)
H11 1.1164 0.5870 0.1989 0.052*
C12 1.0457 (3) 0.4706 (3) 0.30250 (17) 0.0401 (5)
H12 1.1428 0.4464 0.3251 0.048*
C13 0.9198 (2) 0.4218 (2) 0.34565 (14) 0.0288 (4)
H13 0.9286 0.3664 0.3982 0.035*
C14 0.7885 (2) −0.04499 (18) 0.29702 (12) 0.0215 (3)
H14A 0.8847 −0.1385 0.2824 0.026*
H14B 0.7228 −0.0615 0.3531 0.026*
C15 0.68838 (19) −0.01783 (17) 0.22807 (11) 0.0189 (3)
C16 0.52272 (19) 0.04105 (19) 0.23379 (11) 0.0205 (3)
H16 0.4411 0.0752 0.2846 0.025*
C17 0.35256 (18) 0.09539 (18) 0.11971 (10) 0.0187 (3)
C18 0.30365 (19) 0.23936 (18) 0.08337 (11) 0.0199 (3)
C19 0.15813 (19) 0.29708 (19) 0.05335 (12) 0.0217 (3)
H19 0.1258 0.3948 0.0282 0.026*
C20 0.06104 (18) 0.20782 (19) 0.06117 (11) 0.0198 (3)
C21 0.10396 (19) 0.06431 (19) 0.09682 (11) 0.0208 (3)
H21 0.0353 0.0055 0.1013 0.025*
C22 0.2510 (2) 0.00968 (18) 0.12574 (11) 0.0200 (3)

1 Source of materials

The title compound was prepared as follows: (438 mg, 1.5 mmol, 1.0 eq) from 4-(4-phenyl-5-(prop-2-yn-1-ylthio)-4H-1,2,4-triazol-3-yl)pyridine, and prepared according to the literature, 5 was dissolved and stirred in 10.0 mL of DMF. To this solution, 2-azido-1,3,5-tribromobenzene (692 mg, 1.95 mmol, 1.3 eq) along with sodium ascorbate (150 mg, 0.75 mmol) and CuSO4 ⋅ 5H2O (60 mg, 0.24 mmol) were added. The mixture was stirred overnight, and the reaction was monitored by TLC. The reaction was worked out by evaporation of the solvent under reduced pressure and the residue was subjected to column chromatography to produce the final compounds which was crystallized from methanol-dichloromethane. 5 Melting point 138 °C–139 °C. 1 H-NMR (DMSO‑d 6): δ (ppm) 8.70–8.50 (2H, m, ArH), 8.42 (1H, s, triazole H), 8.24 (2H, s, ArH), 7.65–7.55 (3H, m, ArH), 7.50–7.44 (2H, m, ArH), 7.35–7.25 (2H, m, ArH), 4.62 (2H, s, SCH2); 13 C-NMR (125 MHz, DMSO‑d 6); δ 152.82, 152.75, 150.64, 143.15, 135.48, 135.40, 134.26, 133.83, 131.05, 130.72, 128.09, 126.50, 125.67, 123.75, 27.25; Anal. Calcd. (%) for C22H14Br3N7S: C, 40.77; H, 2.18; N, 15.13; Found: C, 40.75; H, 2.15; N, 15.10. ESI-MS 646.86 (M+) Calcd. for C22H14Br3N7S.

2 Experimental details

All chemicals and solvents were used as purchased without further purifications. The uncorrected melting point was determined using an electrothermal digital melting-point apparatus. The NMR spectra were recorded at room temperature in DMSO‑d 6 solution on a Bruker Avance 500 MHz NMR spectrometer. Single crystal of C22H14Br3N7S was obtained through crystallization of the pure compound from slow evaporation of methanol-dichloromethane. The collected frames were integrated with the Bruker SAINT software package using a narrow-frame algorithm. Data corrections were performed for absorption effects using the multi-scan method (SADABS). The structure was solved and refined using the Bruker SHELXTL 3 software package. Using Olex2, 2 the structure was further refined with the with the ShelXL 4 refinement package using least squares minimization. All H atoms bonded to C atoms were refined as riding, with C–H distances of 0.93 Å (for aromatic ring).

3 Comment

Significant attention in synthetic chemistry was attributed to heterocyclic system with poly nitrogen containing compounds. 6 , 7 , 8 Among these heterocyclic compounds, 1,2,4 and 1,2,3-triazole systems had proven to be of special interest due to the established biological activities and their existence in many modern drugs such as ribavirin, fluconazole, and tazobuctum which are currently used as antiviral, antifungals, and anti-bacterial activities, respectively. 9 Diverse compounds containing these two moieties are proven to have anticancer activities. 10 , 11 In a continuation of our group interest in design and synthesize new biologically active system, 12 , 13 , 14 , 15 , 16 we report the modification of both 1,2,4 and 1,2,3-triazole moieties tethered by the sulfur atom, 5 the construction of the 1,2,3-triazole was successfully achieved via Cu(I) catalyzed click chemistry of the tribromophenylazide, which was prepared from the aniline derivative according to the published work, 17 and the propargyl group constructed on the 1,2,4-triazole moiety prepared as described. 5 Herein, we are reporting on the X-ray structure of the title compound.

The measurement shows that the crystal structure consists of the C22H14Br3N7S monomeric molecule with one molecule of lattice water. The asymmetric unit shows one molecular unit, in which all bond lengths and angles are in normal ranges. 18 The compound composed of five unsaturated rings, triazole and phenyl rings, twice each, and one pyridyl ring. The phenyl and pyridyl substituents on the 1,2,4-triazole ring are about perpendicular (68.37(5)°) to each other due to steric repulsion between rings. The pyridyl group shows angle of 19.09(7)° with the normal plane of the 1,2,4-triazole ring. On the other hand, the phenyl ring, attached to N4, shows an angle of 66.45(7)° with the normal plane the 1,2,4-triazole ring. Conversely, in the 1,2,3-triazole ring the substituted phenyl ring, attached to N7 forms an angle of 79.66(6)° with the normal plane of the 1,2,3-triazole. The N–N [N3–N6: 1.390(2), N1–N2: 1.306, N1–N7: 1.362 Å] and C–N [C6–N4: 1.382, C6–N3: 1.315, C7–N4: 1.370, C7–N6: 1.313, C15–N2: 1.372, C16–N7: 1.351 Å] bond lengths of both triazole rings are within the values reported for N–N and C–N in triazole rings. The substituents on sulfur atom (C7–S1–C14) show a normal bent angle of 99.29(8)°. Lattice water molecule link two moieties of the compound via hydrogen bonds with the pyridyl nitrogen (N4) with a distance of 2.115(4) Å and with the N3 (+x, 1 + y, +z) with a distance of 2.243 Å. Furthermore, the molecular packing of the title compound shows interaction between C20–Br2⋯H19 (−x, 1 − y, −z) with a distance 3.0913(7) Å to form centrosymmetric dimers.

Corresponding author: Monther A. Khanfar, Department of Chemistry, Pure and Applied Chemistry Group, College of Sciences, University of Sharjah, Sharjah 27272, UAE; and Department of Chemistry, The University of Jordan, Amman 11942, Jordan, E-mail:

Acknowledgments

ME acknowledge University of Sharjah, for financial support (grant No. 21021440109). Part of this work has been carried out during sabbatical leave granted to MAK from the University of Jordan during the academic year 2021–2022.

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

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

  3. Research funding: University of Sharjah (grant no. 21021440109).

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Received: 2024-07-14
Accepted: 2024-08-21
Published Online: 2024-09-09
Published in Print: 2024-12-17

© 2024 the author(s), published by De Gruyter, Berlin/Boston

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

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  44. Crystal structure of (Z)-4-amino-N ′-((4-chlorophenyl)(phenyl)methylene)benzohydrazide, C20H16ClN3O
  45. Crystal structure of (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one, C23H25NO5
  46. Crystal structure of (R)-2-((3-(3-aminopiperidin-1-yl)-6-methyl-5-oxo-1,2,4-triazin-4(5H)-yl) methyl)-4-fluorobenzonitrile benzoate monohydrate, C24H27FN6O4
  47. The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylato-κ 3 N,O,O)copper(II)]monohydrate, C12H15NO9Cu
  48. Crystal structure of (((4-chlorophenyl)sulfonyl)glycinato-κ 2 N,O)bis(1,10-phenanthroline-κ 2 N,N′)cobalt(II) tetrahydrate, C32H30ClCoN5O8S
  49. Crystal structure of (((3-nitrophenyl)sulfonyl)-β-alaninato-κO)bis(2,2′-bipyridine-κ 2 N, N′)copper(II) 3-nitrobenzenesulfonate, C35H29CuN7O11S2
  50. Crystal structure of 3-phenoxybenzyl 2-(6-methoxynaphthalen-2-yl)propanoate, C27H24O4
  51. 6-(2′,3′-Dihydroxy-3′-methylbutyl)-7-methoxy-8-(3″-methylbut-2″-en-1″-yl)-2H-chromen-2-one, C20H26O5
  52. Crystal structure of bromido-(2,2′:6′,2″-terpyridine-4′-onato-κ3N)palladium(II) methanol solvate
  53. The crystal structure of ethyl 2-amino-(4-nitrophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C20H22N2O6
  54. Crystal structure of (1E,3E,5E)-1,6-bis(4-(pentyloxy)phenyl)hexa-1,3,5-triene, C28H36O2
  55. The crystal structure of tris(2-bromo-4-methylphenyl)amine, C21H18Br3N
  56. The crystal structure of 3-(2,5-dimethylanilino)-1-(2,5-dimethylphenyl)-4-methyl-1H-pyrrole-2,5-dione, C21H22N2O2
  57. Crystal structure of dicarbonyl (μ2-indole-2-carboxylato κ2 O:O′)tris(triphenylarsine-κAs)dirhodium(I) acetone solvate, C68H56As3NO5Rh2
  58. The crystal structure of 4-chloro-2-formylphenyl 4-methylbenzenesulfonate, C14H11ClO4S
  59. Crystal structure of 4-iodobenzyl 2-(6-methoxynaphthalen-2-yl) propanoate, C21H19IO3
https://doi.org/10.1515/ncrs-2024-0301
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of 3-nitrophenol-2,1,3-benzoselenadiazole (1/1), C12H9N3O3Se
  4. Crystal structure of diaqua-(hydroxido)-{μ-[2-(hydroxy)-5-[(4-nitrophenyl)diazenyl]benzoato]}-{2-hydroxy-5-[(4-nitrophenyl)diazenyl]benzoato}-(1,10-phenanthroline)-diterbium hydrate, C38H27.4N8O12.2Tb
  5. Crystal structure of poly[bis(μ3-3-fluoro-4-(1H-1,2,4-triazol-1-yl)benzoato-κ3 O:O′:N)cadmium(II)] – dimethylformamide (1/1), C21H17CdF2N7O5
  6. The crystal structure of 2-amino-N-(pyridin-2-yl)benzamide, C12H11N3O
  7. The crystal structure of 2,3-di(pyridin-2-yl)-2,3-dihydroquinazolin-4(1H)-one, C18H14N4O
  8. Crystal structure of 2-chloro-4-fluorobenzyl (R)-2-(6-methoxynaphthalen-2-yl)propanoate, C21H18ClFO3
  9. Crystal structure of [1-(4-carboxyphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid]-(methylsulfinyl)methane, C15H16N2O6S
  10. The crystal structure of 2-ethyl-1,1-dimethyl-1H-benzo[e]indole, C16H17N
  11. The crystal structure of (Z)-5-amino-N ′-hydroxy-1H-pyrazole-4-carboximidamide, C4H7N5O
  12. The crystal structure of 2,2,5-trimethyl-3-(4-(4-(5-phenyl-4,5-dihydroisoxazol-3-yl)thiazol-2-yl)phenyl)imidazolidin-4-one, C24H24N4O2S
  13. The crystal structure of tetrakis(μ2-acetato-κ2 O:O′)-bis[(4′-phenyl-4,2′:6′,4″-terpyridine-κ1 N)dicopper(II)], C25H21CuN3O4
  14. Crystal structure of poly(3-thiophenecarboxylato-κ 3 O,O′:O′)-(methanol-κO)cadmium(II), C11H10O5S2Cd
  15. The crystal structure of dichloridobis[4′-(p-methoxylphenyl)-4,2′:6′,4″-terpyridine-κN] zinc(II), C44H34Cl2N6O2Zn
  16. The crystal structure of 1-(2-carboxyethyl)-1H-imidazole 3-oxide
  17. Crystal structure of 1,1′,1″-(nitrilotris(ethane-2,1-diyl))tris(3-(4-(((E)-pyridin-2-ylmethylene)amino)phenyl)urea), C45H47N13O4
  18. Crystal structure of a (E)-4-bromo-N-(4-(diethylamino)-2-hydroxybenzylidene) benzenaminium acetate ─ 4-bromoaniline (1/1)
  19. Crystal structure of 2,2′-(iminobis(methylene))bis(benzimidazolium) bis(p-toluenesulfonate), C30H31N5O6S2
  20. The crystal structure of alogliptinium meta-chlorobenzoate
  21. Crystal structure of 4-bromobenzyl 2-(6-methoxy-naphthalen-2-yl)propanoate, C21H19BrO3
  22. The hydrated double salt structure of (E)-4-(2-benzylidenehydrazine-1-carbonyl)pyridin-1-ium cation with 2-hydroxybenzoate and benzoate anions
  23. Crystal structure of (R)(R)-5-chloro-3-((S,1E,3E)-3,5-dimethyl-hepta-1,3-dien-1-yl)-7-methyl-6,8-dioxo-2,6,7,8-tetrahydroisoquinolin-7-yl acetate, C21H24ClNO4
  24. The crystal structure of bis(3-oxo-1,3-diphenylprop-1-en-1-olato-κ 2 O:O′)-bis(1,4-dioxane-κ 1 O)nickel(II), C38H38O8Ni
  25. Crystal structure of poly[aqua-(pyridine-3-carboxylato-κ1 N)(pyridine-3-carboxylato-κ2 O,O′) cadmium(II)] dihydrate, C12H14N2O7Cd
  26. The crystal structure of 4-(4-phenyl-5-(((1-(2,4,6-tribromophenyl)-1H-1,2,3-triazol-4-yl)methyl)thio)-4H-1,2,4-triazol-3-yl)pyridine, C22H14Br3N7S
  27. The crystal structure of N-benzylquinoline-2-carbothioamide, C17H14N2S
  28. Crystal structure of bis(3-isopropylphenyl)-4,4′-bipyridinium dichloride dihydrate, C28H30N2⋅2Cl⋅2H2O
  29. The crystal structure of ethyl 2-amino-4-(cyanophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C19H18N2O4
  30. Crystal structure of (4R,10S)-6-hydroxy-7-isopropyl-4,10-dimethyl-1,2,3,5-hexahydro-6,10-epoxyazulen-9-one, C15H22O3
  31. The crystal structure of (E)-(2-(2-hydroxy-3-methoxybenzylidene)aminophenyl)arsonic acid, C14H14AsNO5
  32. The crystal structure of poly[(μ 2-2-aminoisophthalato-κ4O,O′:O″:O″′)-(N-methylpyrrolidone κ1O)-dioxido-uranium(VI)], C13H14N2O7U
  33. The crystal structure of the co-crystal isonicotinamide · terephthalic acid, C8H6O4·2(C6H6N2O)
  34. The crystal structure of (E)-1-phenyl-3-(p-tolylthio)but-2-en-1-one, C17H16OS
  35. The crystal structure of 4,5-bis((Z)-chloro(hydroxyimino)methyl)-1H-imidazol-3-ium chloride monohydrate
  36. The crystal structure of 1,2-bis(4-(dimethylamino)phenyl)ethane-1,2-dione. C18H20N2O2
  37. Crystal structure of 2-chloro-4-fluorobenzyl 2-acetoxybenzoate, C16H12ClFO4
  38. Crystal structure of methyl 1-phenyl-9H-pyrido[3,4-b]indole-3-carboxylate, C19H14N2O2
  39. Crystal structure of (3-(dimethoxymethyl)-5-methoxy-1H-indol-1-yl)(5-fluoro-2-iodophenyl)methanone, C19H17FINO4
  40. Crystal structure of tetrachlorido-bis(1-[(1H-triazole-1-yl)methyl]-1H-benzotriazole-κ2 N:N′)dicopper, C36H32Cu2N24Cl4
  41. Crystal structure of 2-(2,3-bis(4-methoxyphenyl)-1H-pyrrolo[2,3-b]quinoxalin-1-yl)anilin, C30H24N4O2
  42. Crystal structure of 5,7-dihydroxy-2-phenyl-4H-chromen-4-one–N,N-dimethylformamide(1/1), C18H17NO5
  43. The crystal structure of bis(μ 2-biphenyl-2,2′-dicarboxylato)-diaqua-bis(nitrato)-bis(2,2′:6′,2′′-terpyridine)dineodymium(III), C46H32I2N8Nd2O16
  44. Crystal structure of (Z)-4-amino-N ′-((4-chlorophenyl)(phenyl)methylene)benzohydrazide, C20H16ClN3O
  45. Crystal structure of (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one, C23H25NO5
  46. Crystal structure of (R)-2-((3-(3-aminopiperidin-1-yl)-6-methyl-5-oxo-1,2,4-triazin-4(5H)-yl) methyl)-4-fluorobenzonitrile benzoate monohydrate, C24H27FN6O4
  47. The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylato-κ 3 N,O,O)copper(II)]monohydrate, C12H15NO9Cu
  48. Crystal structure of (((4-chlorophenyl)sulfonyl)glycinato-κ 2 N,O)bis(1,10-phenanthroline-κ 2 N,N′)cobalt(II) tetrahydrate, C32H30ClCoN5O8S
  49. Crystal structure of (((3-nitrophenyl)sulfonyl)-β-alaninato-κO)bis(2,2′-bipyridine-κ 2 N, N′)copper(II) 3-nitrobenzenesulfonate, C35H29CuN7O11S2
  50. Crystal structure of 3-phenoxybenzyl 2-(6-methoxynaphthalen-2-yl)propanoate, C27H24O4
  51. 6-(2′,3′-Dihydroxy-3′-methylbutyl)-7-methoxy-8-(3″-methylbut-2″-en-1″-yl)-2H-chromen-2-one, C20H26O5
  52. Crystal structure of bromido-(2,2′:6′,2″-terpyridine-4′-onato-κ3N)palladium(II) methanol solvate
  53. The crystal structure of ethyl 2-amino-(4-nitrophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C20H22N2O6
  54. Crystal structure of (1E,3E,5E)-1,6-bis(4-(pentyloxy)phenyl)hexa-1,3,5-triene, C28H36O2
  55. The crystal structure of tris(2-bromo-4-methylphenyl)amine, C21H18Br3N
  56. The crystal structure of 3-(2,5-dimethylanilino)-1-(2,5-dimethylphenyl)-4-methyl-1H-pyrrole-2,5-dione, C21H22N2O2
  57. Crystal structure of dicarbonyl (μ2-indole-2-carboxylato κ2 O:O′)tris(triphenylarsine-κAs)dirhodium(I) acetone solvate, C68H56As3NO5Rh2
  58. The crystal structure of 4-chloro-2-formylphenyl 4-methylbenzenesulfonate, C14H11ClO4S
  59. Crystal structure of 4-iodobenzyl 2-(6-methoxynaphthalen-2-yl) propanoate, C21H19IO3
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