Home Crystal structure of pentacarbonyl-(μ2-ethane-1,2-dithiolato-κ4S:S,S′:S′)-(diphenyl(o-tolyl)phosphine-κ1P)diiron (Fe–Fe), C26H21Fe2O5PS2
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Crystal structure of pentacarbonyl-(μ2-ethane-1,2-dithiolato-κ4S:S,S′:S′)-(diphenyl(o-tolyl)phosphine-κ1P)diiron (Fe–Fe), C26H21Fe2O5PS2

  • Lu-Yan Bi and Xu-Feng Liu ORCID logo EMAIL logo
Published/Copyright: January 24, 2023
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 238 Issue 2

Abstract

C26H21Fe2O5PS2, orthorhombic, Pna21 (no. 33), a = 20.9559(8) Å, b = 14.1567(6) Å, c = 9.1976(4) Å, V = 2728.6(2) Å3, Z = 4, Rgt(F) = 0.0217, wRref(F2) = 0.0570, T = 296(2) K.

CCDC no.: 2235291

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: Red block
Size: 0.42 × 0.38 × 0.28 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 1.31 mm−1
Diffractometer, scan mode: Bruker D8 QUEST, ω
θmax, completeness: 25.4°, >99%
N(hkl)measured, N(hkl)unique, Rint: 35,412, 5002, 0.036
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 4749
N(param)refined: 327
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 Uiso*/Ueq
Fe1 −0.10864 (2) −0.81983 (3) −0.31946 (6) 0.04543 (14)
Fe2 −0.21139 (2) −0.83767 (3) −0.18444 (4) 0.02945 (11)
S1 −0.16854 (4) −0.69733 (5) −0.24511 (10) 0.04288 (19)
S2 −0.20211 (4) −0.85455 (5) −0.42688 (9) 0.03741 (18)
P1 −0.31657 (3) −0.81715 (5) −0.15160 (8) 0.02857 (16)
O1 −0.03581 (18) −0.7228 (4) −0.5437 (5) 0.1302 (17)
O2 −0.02744 (17) −0.7964 (4) −0.0654 (6) 0.1213 (15)
O3 −0.06388 (15) −1.0132 (2) −0.3586 (6) 0.1149 (16)
O4 −0.17136 (14) −0.8034 (2) 0.1139 (3) 0.0670 (7)
O5 −0.20568 (13) −1.04117 (18) −0.1452 (3) 0.0621 (7)
C1 −0.06377 (19) −0.7616 (3) −0.4586 (6) 0.0751 (13)
C2 −0.05800 (18) −0.8042 (3) −0.1671 (6) 0.0742 (13)
C3 −0.08147 (17) −0.9384 (3) −0.3436 (5) 0.0679 (12)
C4 −0.18793 (16) −0.8174 (2) −0.0015 (4) 0.0419 (8)
C5 −0.20953 (13) −0.9615 (2) −0.1598 (3) 0.0381 (7)
C6 −0.20721 (18) −0.6597 (2) −0.4125 (4) 0.0513 (9)
H6A −0.2445 −0.6221 −0.3887 0.062*
H6B −0.1781 −0.6201 −0.4674 0.062*
C7 −0.22733 (18) −0.7426 (3) −0.5055 (4) 0.0507 (9)
H7A −0.2089 −0.7360 −0.6017 0.061*
H7B −0.2734 −0.7424 −0.5157 0.061*
C8 −0.29004 (15) −0.6100 (2) −0.0202 (4) 0.0460 (8)
H8A −0.3161 −0.5999 0.0642 0.069*
H8B −0.2613 −0.5577 −0.0320 0.069*
H8C −0.2659 −0.6671 −0.0084 0.069*
C9 −0.34873 (12) −0.70410 (19) −0.2168 (3) 0.0304 (6)
C10 −0.33167 (13) −0.6182 (2) −0.1517 (3) 0.0363 (7)
C11 −0.35494 (16) −0.5353 (2) −0.2145 (4) 0.0478 (8)
H11 −0.3445 −0.4777 −0.1720 0.057*
C12 −0.39258 (17) −0.5354 (2) −0.3360 (4) 0.0544 (9)
H12 −0.4072 −0.4788 −0.3751 0.065*
C13 −0.40865 (16) −0.6199 (3) −0.4000 (4) 0.0513 (8)
H13 −0.4343 −0.6208 −0.4825 0.062*
C14 −0.38649 (14) −0.7034 (2) −0.3410 (4) 0.0412 (7)
H14 −0.3971 −0.7604 −0.3853 0.049*
C15 −0.34387 (14) −0.8265 (2) 0.0371 (3) 0.0337 (6)
C16 −0.39113 (14) −0.7684 (2) 0.0940 (4) 0.0437 (8)
H16 −0.4075 −0.7191 0.0387 0.052*
C17 −0.41372 (18) −0.7842 (3) 0.2335 (4) 0.0560 (9)
H17 −0.4449 −0.7446 0.2718 0.067*
C18 −0.39083 (17) −0.8570 (3) 0.3154 (4) 0.0564 (9)
H18 −0.4070 −0.8678 0.4080 0.068*
C19 −0.34397 (19) −0.9141 (3) 0.2608 (4) 0.0571 (9)
H19 −0.3279 −0.9632 0.3172 0.069*
C20 −0.32038 (16) −0.8994 (2) 0.1228 (4) 0.0450 (8)
H20 −0.2885 −0.9387 0.0867 0.054*
C21 −0.36992 (14) −0.9051 (2) −0.2342 (3) 0.0355 (6)
C22 −0.43439 (16) −0.9058 (3) −0.1991 (5) 0.0634 (10)
H22 −0.4506 −0.8605 −0.1359 0.076*
C23 −0.4745 (2) −0.9731 (3) −0.2570 (5) 0.0811 (14)
H23 −0.5178 −0.9719 −0.2352 0.097*
C24 −0.4505 (2) −1.0421 (3) −0.3475 (5) 0.0721 (12)
H24 −0.4773 −1.0887 −0.3841 0.087*
C25 −0.38780 (19) −1.0423 (3) −0.3830 (5) 0.0595 (10)
H25 −0.3717 −1.0887 −0.4444 0.071*
C26 −0.34762 (15) −0.9734 (2) −0.3282 (4) 0.0439 (7)
H26 −0.3049 −0.9732 −0.3553 0.053*

Source of material

A solution of Me3NO·2H2O (1 mmol) in CH3CN (10 mL) was added to a solution of complex [Fe2(CO)6(μ–SCH2CH2S)] (1 mmol) and diphenyl(o-tolyl)phosphine (1 mmol) in CH2Cl2 (10 mL). The solution was stirred for 1 h and the solvent was reduced on a rotary evaporator. The title complex was obtained by TLC separation and the single crystals were obtained from slow evaporation of CH2Cl2/2-propanol solution at 4°.

Experimental details

The structure was solved by Direct Methods with the SHELXS program. Hydrogen atoms were positioned geometrically (C–H = 0.93–0.98 Å). Their Uiso values were set to 1.2Ueq or 1.5Ueq of the parent atoms.

Comment

Currently, dithiolato-bridged diiron analogues are of great interest probably due to their potential application in electrocatalytic hydrogen evolution reaction as well as the close relationship with the biomimics for the active site of [FeFe]-hydrogenases [5], [6], [7].

The asymmetric unit of the title complex consists of a butterfly diiron dithiolato core ligated by five terminal carbonyls and a diphenyl(o-tolyl)phosphine ligand. The phosphine ligand is in the common apical position of the distorted octahedral coordination arrangement of the Fe2 atom, analogous to phosphine-containing analogues [8], [9], [10], [11], [12]. The Fe1–Fe2 bond length [2.4985(6) Å] is slightly shorter than that of the parent complex [Fe2(CO)6(μ–SCH2CH2S)] [2.505(2) Å] [13], which is in agreement with the complex [Fe2(CO)5{Ph2P(2–C6H4CH3)} (μ–SCH2CH2CH2S)] [14]. Moreover, the Fe1–Fe2 bond length is close to other phosphine-containing analogues [15], [16], [17] but significantly shorter than those of diphosphine-containing analogues [18], [19], [20], [21].

Corresponding author: Xu-Feng Liu, School of Materials and Chemical Engineering, Ningbo University of Technology, Ningbo, Zhejiang 315211, China; and Zhejiang Institute of Tianjin University, Ningbo, Zhejiang 315201, China, 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: This research was supported by Zhejiang Provincial Natural Science Foundation of China under Grant LY19B020002.

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

References

1. BRUKER. SAINT, APEX2 and SADABS; Bruker AXS Inc.: Madison, Wisconsin, USA, 2009.Search in Google Scholar

2. Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K., Puschmann, H. OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Crystallogr. 2009, 42, 339–341; https://doi.org/10.1107/s0021889808042726.Search in Google Scholar

3. Sheldrick, G. M. Crystal structure refinement with SHELXL. Acta Crystallogr. 2015, C71, 3–8; https://doi.org/10.1107/s2053229614024218.Search in Google Scholar

4. Sheldrick, G. M. A short history of SHELXL. Acta Crystallogr. 2008, A64, 112–122; https://doi.org/10.1107/s0108767307043930.Search in Google Scholar PubMed

5. Li, Y., Rauchfuss, T. B. Synthesis of diiron(I) dithiolato carbonyl complexes. Chem. Rev. 2016, 116, 7043–7077; https://doi.org/10.1021/acs.chemrev.5b00669.Search in Google Scholar PubMed PubMed Central

6. Schilter, D., Camara, J. M., Huynh, M. T., Hammes–Schiffer, S., Rauchfuss, T. B. Hydrogenase enzymes and their synthetic models: the role of metal hydrides. Chem. Rev. 2016, 116, 8693–8749; https://doi.org/10.1021/acs.chemrev.6b00180.Search in Google Scholar PubMed PubMed Central

7. Tard, C., Pickett, C. J. Structural and functional analogues of the active sites of the [Fe]-[NiFe]-and [FeFe]-hydrogenases. Chem. Rev. 2009, 109, 2245–2274; https://doi.org/10.1021/cr800542q.Search in Google Scholar PubMed

8. Yan, L., He, J., Liu, X. F., Li, Y. L., Jiang, Z. Q., Wu, H. K. Phosphine-substituted diiron 1, 2-dithiolate complexes as the models for the active site of [FeFe]-hydrogenases. J. Coord. Chem. 2019, 72, 2531–2543; https://doi.org/10.1080/00958972.2019.1665648.Search in Google Scholar

9. Jin, B., Tan, X., Zhang, X. X., Wang, Z. Y., Qu, Y. P., He, Y. B., Hu, T. P., Zhao, P. H. Substituent effects in carbon-nanotube-supported diiron monophosphine complexes for hydrogen evolution reaction. Electrochim. Acta 2022, 434, 141325; https://doi.org/10.1016/j.electacta.2022.141325.Search in Google Scholar

10. Liu, X. F., Li, Y. L., Liu, X. H. Heterocyclic pyrazole-containing diiron dithiolato analogues: synthesis, characterization, electrochemistry, and fungicidal activity. Appl. Organomet. Chem. 2022, 36, e6884; https://doi.org/10.1002/aoc.6884.Search in Google Scholar

11. Yan, L., Hu, K., Liu, X. F., Li, Y. L., Liu, X. H., Jiang, Z. Q. Diiron ethane-1, 2-dithiolate complexes with 1, 2, 3-thiadiazole moiety: synthesis, X-ray crystal structures, electrochemistry, and fungicidal activity. Appl. Organomet. Chem. 2021, 35, e6084; https://doi.org/10.1002/aoc.6084.Search in Google Scholar

12. Liu, X. F., Xu, B., Xu, H., Li, Y. L. Diiron butane-1, 2-dithiolate complexes with phosphine ligands: preparation, crystal structures, and electrochemical catalytic performance. Chin. J. Inorg. Chem. 2022, 38, 2521–2529.Search in Google Scholar

13. Ortega–Alfaro, M. C., Hernandez, N., Cerna, I., Lopez–Cortes, J. G., Gomez, E., Toscano, R. A., Alvarez–Toledano, C. Novel dinuclear iron(0) complexes from α, β-unsaturated ketones β-positioned with sulfide and sulfoxide groups. J. Organomet. Chem. 2004, 689, 885–893; https://doi.org/10.1016/j.jorganchem.2003.12.015.Search in Google Scholar

14. Bi, L. Y., Liu, X. F. Crystal structure of pentacarbonyl -(μ2-propane-1, 3-dithiolato-κ4S:S, S′:S′)-(diphenyl(o-tolyl)phosphine- κ1P)diiron (Fe–Fe), C27H23Fe2O5PS2. Z. Kristallogr. N. Cryst. Struct. 2022, 237, 841–843; https://doi.org/10.1515/ncrs-2022-0268.Search in Google Scholar

15. Liu, X. F., Ma, Z. Y., Jin, B., Wang, D., Zhao, P. H. Substituent effects of tertiary phosphines on the structures and electrochemical performances of azadithiolato-bridged diiron model complexes of [FeFe]-hydrogenases. Appl. Organomet. Chem. 2022, 36, e6751; https://doi.org/10.1002/aoc.6751.Search in Google Scholar

16. Yan, L., Yang, J., Lü, S., Liu, X. F., Li, Y. L., Liu, X. H., Jiang, Z. Q. Phosphine-containing diiron propane-1, 2-dithiolate derivatives: synthesis, spectroscopy, X-ray crystal structures, and electrochemistry. Catal. Lett. 2021, 151, 1857–1867; https://doi.org/10.1007/s10562-020-03450-2.Search in Google Scholar

17. Liu, X. F. Reactivity of diiron hexacarbonyl complexes with monophosphine ligands. Polyhedron 2016, 119, 71–76; https://doi.org/10.1016/j.poly.2016.08.020.Search in Google Scholar

18. Hu, M. Y., Zhao, P. H., Li, J. R., Gu, X. L., Jing, X. B., Liu, X. F. Synthesis, structures, and electrocatalytic properties of phosphine-monodentate, -chelate, and -bridge diiron 2, 2-dimethylpropanedithiolate complexes related to [FeFe]-hydrogenases. Appl. Organomet. Chem. 2020, 34, e5523; https://doi.org/10.1002/aoc.5523.Search in Google Scholar

19. Zhao, P. H., Hu, M. Y., Ma, Z. Y., Li, J. R., Wang, Y. Z., He, J., Li, Y. L., Liu, X. F. Influence of dithiolate bridges on the structures and electrocatalytic performance of small bite-angle PNP-chelated diiron complexes Fe2(μ-xdt)(CO)4{k2-(Ph2P)2NR} related to [FeFe]-hydrogenases. Organometallics 2019, 38, 385–394; https://doi.org/10.1021/acs.organomet.8b00759.Search in Google Scholar

20. Ghosh, S., Hogarth, G., Hollingsworth, N., Holt, K. B., Richards, I., Richmond, M. G., Sanchez, B. E., Unwin, D. Models of the iron-only hydrogenase: a comparison of chelate and bridge isomers of Fe2(CO)4{Ph2PN(R)PPh2}-(μ-pdt) as proton-reduction catalysts. Dalton Trans. 2013, 42, 6775–6792; https://doi.org/10.1039/c3dt50147g.Search in Google Scholar PubMed

21. Orton, G. R. F., Ghosh, S., Alker, L., Sarker, J. C., Pugh, D., Richmond, M. G., Hartl, F., Hogarth, G. Biomimics of [FeFe]-hydrogenases incorporating redox-active ligands: synthesis, redox properties and spectroelectrochemistry of diiron-dithiolate complexes with ferrocenyl-diphosphines as Fe4S4 surrogates. Dalton Trans. 2022, 51, 9748–9769; https://doi.org/10.1039/d2dt00419d.Search in Google Scholar PubMed

Received: 2022-12-06
Accepted: 2023-01-10
Published Online: 2023-01-24
Published in Print: 2023-04-25

© 2022 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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  54. Crystal structure of bis(benzylamine-κ1N)-bis((E)-2-methyl-3-phenylacrylato-κ1O)copper(II), C34H36CuN2O4
  55. The crystal structure of 3,4-dihydroxybenzoic acid – 3-[7-{[2-(3,4-difluorophenyl)cyclopropyl]amino}-5-(propylsulfanyl)-3H-[1,2,3] triazolo[4,5-d]pyrimidin-3-yl]-5-(2-hydroxyethoxy)cyclopentane-1,2-diol – water (1/1/1), C30H36F2N6O9S
  56. Crystal structure of catena-poly[dipyridine-bis(pyridine-2-carboxylato-κ 2 N,O)-bis(μ 2-pyridine-2-carboxylato-κ 2 N,O)-dinickel(II)], C34H26N6Ni2O8
  57. The crystal structure of 1-((1-methyl-1H-1,2,4-triazol-3-yl) methyl)-3-(2,4,5-trifluorobenzyl)-1,3,5-triazinane-2,4,6-trione, C14H11F3N6O3
  58. Crystal structure of (E)-2-((Z)-2-((1S,4R)-3,3-dimethylbicyclo[2.2.1] heptan-2-ylidene)ethylidene)hydrazine-1-carbothioamide, C24H38N6S2
  59. Crystal structure of photochromic 3-(5-(2,5-dimethylthiophen-3-yl)-2,2,3,3,4,4-hexafluorocyclopentyl)-2-methylbenzo[b]-thiophene, C20H14F6S2
  60. Crystal structure of bis(2,5,5,7-tetramethyl-1,4-diazepane-1,4-diium) diaqua-bis(1,2-diaminopropane)copper(II) bis(μ6-oxido)tetrakis(μ3-oxido)-tetradecakis(μ2-oxido)-octaoxido-decavanadium(V) – water (1/4), C24H76CuN8V10O34
  61. Crystal structure of 1,2,3,5,13-pentamethoxy-6,7-dimethyl-1,2,3,4,4a,5,6,7,8,13b-decahydrobenzo[3′,4′]cycloocta[1′,2′:4,5]benzo[1,2-d][1,3]dioxole, C24H30O7
  62. Crystal structure of bis(6-carboxyhexyl)-4,4′-bipyridinium dibromide – 2,6-dihydroxynaphthalene (1/2), C42H46Br2N2O8
  63. Crystal structure of methyl 2-(2-chloroacetyl)-1-(4-(methoxycarbonyl)phenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b] indole-3-carboxylate, C23H21ClN2O5
  64. Crystal structure of bis(dimethylammonium) poly[{μ4-1,1ʹ-(1,4-phenylenebis(methylene))bis(1H-pyrazole-3,5-dicarboxylato)-κ6N4O2}zinc(II)], C22H26N6O8Zn
  65. Crystal structure of 2-(2-(4-methoxyphenyl)-2H-indazol-3-yl)acetonitrile, C16H13N3O
  66. Crystal structure of (E)-7-methoxy-2-(4-morpholinobenzylidene)-3,4-dihydronaphthalen-1(2H)-one, C22H23NO3
  67. The crystal structure of N′1,N′2-bis((E)-3-(tert-butyl)-2-hydroxybenzylidene)oxalohydrazide, C24H30N4O4
  68. The crystal structure of trimethyl 2,2′,2′′-(benzene-1,3,5-triyltris(oxy))triacetate, C15H18O9
  69. Crystal structure of bis(N,N-dimethylformamide-κO)-bis(pyridine-2-carboxylato-κ2N,O)-bis(μ2-pyridine-2-carboxylato-κ2N,O)-dinickel(II), C30H30N6Ni2O10
  70. Crystal structure of bis(μ2-1-pyrenecarboxylato-κ3O,O′:O′)-bis(1-pyrenecarboxylato-κ2O,O′)-(benzimidazole-κ1N)dicadmium(II), C82H48Cd2N4O8
  71. One-pot synthesis and crystal structure of diethyl 2,6-dimethyl-4-(1-(2-nitrophenyl)-1H-1,2,3-triazol-4-yl)-1,4-dihydropyridine-3,5-dicarboxylate, C21H23N5O6
  72. The crystal structure of 1-(2-fluorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-carbonitrile, C18H13FN2O2
  73. Crystal structure of bis(trimethylphenylammonium) aqua-oxido-octathiotritungstate, (Me3PhN)2[W3OS8(H2O)]
  74. The crystal structure of trichlorido[N-[(2-oxyphenyl)methylidene]phenylglycinemethylester-κ3O,N,O′]-tin(IV) – methylene chloride (1/1), C16H14Cl3NO3Sn·CH2Cl2
  75. The crystal structure of furan-2,5-diylbis((4-chlorophenyl)methanol), C18H14Cl2O3
  76. The crystal structure of hexalithium decavanadate hexadecahydrate, H32Li6O44V10
  77. Crystal structure of ethyl 4-{[5-(adamantan-1-yl)-2-sulfanylidene-2,3-dihydro-1,3,4-oxadiazol-3-yl]methyl}piperazine-1-carboxylate, C20H30N4O3S
  78. Crystal structure of aqua(μ2-2,2′,2″-((nitrilo)tris(ethane-2,1-diyl(nitrilo)methylylidene))tris (6-ethoxyphenolato))(pentane-2,4-dionato-κ2O,O′)-dinickel(II), C38H48N4Ni2O9
https://doi.org/10.1515/ncrs-2022-0570
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of methyl 2-((4-chloro-2-fluoro-6-((2,2,2-trifluoroethyl) thio)phenoxy)methyl)benzoate, C17H13ClF4O3S
  4. The crystal structure of 3-hydroxy-5-oxo-4-propanoylcyclohex-3-ene-1-carboxylic monohydrate, C10H14O6
  5. Crystal structure of 2-({[5-(adamantan-2-yl)-2-sulfanylidene-1,3,4-oxadiazolidin-3-yl]methyl}amino)benzonitrile, C20H22N4OS
  6. Crystal structure of 1-(3-bromopropyl)-2-((4-chlorophenoxy)methyl)-4-methyl-1H-benzo[d]imidazole, C18H18BrClN2O
  7. Crystal structure of 2-methoxy-6-[(2-morpholin-4-yl-phenylamino)-methylene]-4-nitro-cyclohexa-2,4-dienone, C18H19N3O5
  8. The crystal structure of 2-(7-(2,3-dimethoxyphenyl)-[1,2,4]triazolo[1,5-a]-pyrimidin-5-yl)-3-methoxyphenol, C20H18N4O4
  9. The crystal structure of 3-(1-(2-(4-hydroxy-3,5-dimethoxybenzylidene)hydrazinyl)ethylidene)chroman-2,4-dione dihydrate, C20H22N2O8
  10. Crystal structure of 3,5,7-trimethoxy-3′,4′-methylenedioxy-flavone, C19H16O7
  11. The crystal structure of strictic acid, C20H26O3
  12. Crystal structure of 1,1′-(pyrazine-1,4-diyl)-bis(propan-2-one), C10H14N2O2
  13. The crystal structure of 1-(adamantan-1-yl)-3-(4-chlorophenyl)urea, C17H21ClN2O
  14. The crystal structure of (2R,6′R)-2′,7-dichloro-4,6-dimethoxy-6′-methyl-3H-spiro[benzofuran-2,1′-cyclohexan]-2′-ene-3,4′-dione, C16H14Cl2O5
  15. Synthesis and crystal structure of 1-((3R,10S,13R,17S)-3-((4-methoxyphenyl)amino)-10,13-dimethylhexadecahydro-1H-cyclopenta[α]-phenanthren-17-yl)ethan-1-one, C28H41NO2
  16. Crystal structure of N-2,6-difluorobenzoyl-N′-[1-(3-chloro-4-methyl-phenyl)-4-cyano-1H-pyrazol-5-carbamoyl]urea, C19H12ClF2N5O2
  17. Crystal structure of (−)-β-D-19-glucopiranosyl-9,15-dihydroxy kaurenoate, C26H40O9
  18. Crystal structure of 7-hydroxy-6-(2-hydroxyethyl)-2H-chromen-2-one, C11H10O4
  19. Crystal structure of S-(benzo[d]thiazol-2-yl)-N-(tert-butyl)thiohydroxylamine, C11H14N2S2
  20. Crystal structure of poly[di-µ2-aqua-aqua-nitrato-κ2O,O′-(µ3-2-nitroisophthalato-κ4O,O′:O″:O′″)barium(II)natrium(II)] monohydrate, C8H11BaN2NaO13
  21. The crystal structure of diaqua-bis(pyrazolo[1,5-a]pyrimidine-3-carboxylato-κ2 N,O)-cobalt(II) dihydrate, C14H16N6O8Co
  22. Crystal structure of (S,E)-3-((pyridin-2-ylmethylene)amino)-2-(pyridin-4-yl)-2,3- dihydroquinazolin-4(1H)-one monohydrate, C19H15N5O⋅H2O
  23. Synthesis and crystal structure of 5-(8-(((5-carboxypentyl)ammonio)methyl)-7-hydroxy-4-oxo-4H-chromen-3-yl)-2-hydroxy-3-nitrobenzenesulfonate monohydrate, C22H24N2O12S
  24. Synthesis and crystal structure of 8-bromo-3-(1H-pyrazole-1-carbonyl)-2H-chromen-2-one, C13H7BrN2O3
  25. Crystal structure of E-7-fluoro-2-(4-methoxy-3-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C19H14F4O2
  26. Hydrogen bonded dimers in the crystal structure of 2-chloro-N-((3,5-dimethylphenyl)carbamoyl)-nicotinamide, C30H28Cl2N6O4
  27. Crystal structure of 3,3′-(1,4-phenylenebis(methylene))bis(1-allyl-1H-imidazol-3-ium) bis(hexafluoro phosphate)(V), C10H12F6N2P
  28. Crystal structure of (E)-7-bromo-2-(4-(4-methylpiperazin-1-yl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C22H23BrN2O
  29. Crystal structure of pentacarbonyl-(μ2-ethane-1,2-dithiolato-κ4S:S,S′:S′)-(diphenyl(o-tolyl)phosphine-κ1P)diiron (Fe–Fe), C26H21Fe2O5PS2
  30. Crystal structure of 9-(2-chloroethoxy)-4-(4-methoxy-3-(trifluoromethyl)phenyl)- 5,6-dihydrobenzo[h]quinazolin-2-amine, C22H19ClF3N3O2
  31. Crystal structure of triaqua-[5-bromo-2-(carboxylatomethoxy)benzoate-κ3 O,O′,O″]nickel(II), C9H11BrNiO8
  32. The crystal structure of 4,4′-dichloro-3,5′-diphenyl-1′H-1,3′- bipyrazole, C18H12Cl2N4
  33. The crystal structure of bis(1H-pyrazole-carboxamidine-κN,N′)bis(nitrato-κO)-copper(II), C8H12CuN10O6
  34. Synthesis and crystal structure of 3-bromo-4-phenyl-2H-chromene, C15H11BrO
  35. Crystal structure of (E)-5-(diethylamino)-2-((morpholinoimino)methyl)phenol, C15H23N3O2
  36. Crystal structure of niobium trigallide, NbGa3
  37. Crystal structure of dimethyl 4,4′-(((1R, 2R)-cyclohexane-1,2-diyl)bis(azanediyl))dibenzoate, C22H26N2O4
  38. Crystal structure of dimethyl 4,4′-((4R, 5R)-4,5-diphenylimidazolidine-1,3-diyl)dibenzoate, C31H28N2O4
  39. The crystal structure of 2-(2-bromophenyl)-4-phenylbenzo[b][1,4]oxaphosphinine 4-oxide, C20H14BrO2P
  40. The crystal structure of 3-hydroxy-2-nitroestra-1,3,5(10)-trien-17-one, C18H21NO4
  41. Crystal structure of catena-poly[[μ2-1,3-bis[(1H-imidazol-1- yl)methyl]benzene-N:N′]-(μ2–D–camphorato-O, O′: O″, O‴)cadmium(II)], C48H56Cd2N8O8
  42. Crystal structure of N-(4-bromophenyl)-4-[3-(trifluoromethyl)phenyl]-piperazine-1-carbothioamide, C18H17BrF3N3S
  43. The crystal structure of cis-Dicyano-bis(2,2′-bipyridine)k2N,N′-chromium(III) hexafluorophosphate, C22H16N6F6PCr
  44. Crystal structure of 4-((6-bromohexyl)oxy)-2-hydroxybenzaldehyde, C13H17BrO3
  45. Crystal structure of hydrazinium methanesulfonate, CH8N2O3S
  46. Crystal structure of 1-(2-iodobenzoyl)-6-methoxy-1H-indole-3-carbaldehyde, C17H12INO3
  47. Crystal structure of bis(acridinium) tetrabromidomanganate(II), C26H20Br4MnN2
  48. The crystal structure of 6,6′-((1E,1′E)-hydrazine-1,2-diylidenebis(methanylylidene)) bis(2-(tert-butyl)phenol), C22H28N2O2
  49. The crystal structure of the cocrystal di-μ2-chlorido-tetramethyl-tetraphenyl-di-μ3-oxido-dichloridotetratin(IV) – diphenyl-methyl-chloridotin(IV)(1/2), C54H58Cl6O2Sn6
  50. Crystal structure of (3a7R,13bR)-3-((1R)-1-hydroxy-1-(5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-3a,11,11,13b-tetramethyl-2,3,3a,4,5,11,11a,12,13,13b-decahydroindeno[5′,4′:4,5] cyclohepta[1,2-c]oxepin-9(1H)-one, C30H40O5
  51. Crystal structure of 1-(4-methoxyphenyl)-2-phenoxyethan-1-one, C15H14O3
  52. Crystal structure of trans-tetrakis(3-phenylpyridine-κN)bis(thiocyanato-κN)nickel(II), C46H36N6NiS2
  53. Crystal structure of sodium catena-poly[bis(thiourea-κ1S)-tetrakis(μ2-thiourea-κ2S,S)tricopper(I)] difumarate, C14H29Cu3N12NaO8S6
  54. Crystal structure of bis(benzylamine-κ1N)-bis((E)-2-methyl-3-phenylacrylato-κ1O)copper(II), C34H36CuN2O4
  55. The crystal structure of 3,4-dihydroxybenzoic acid – 3-[7-{[2-(3,4-difluorophenyl)cyclopropyl]amino}-5-(propylsulfanyl)-3H-[1,2,3] triazolo[4,5-d]pyrimidin-3-yl]-5-(2-hydroxyethoxy)cyclopentane-1,2-diol – water (1/1/1), C30H36F2N6O9S
  56. Crystal structure of catena-poly[dipyridine-bis(pyridine-2-carboxylato-κ 2 N,O)-bis(μ 2-pyridine-2-carboxylato-κ 2 N,O)-dinickel(II)], C34H26N6Ni2O8
  57. The crystal structure of 1-((1-methyl-1H-1,2,4-triazol-3-yl) methyl)-3-(2,4,5-trifluorobenzyl)-1,3,5-triazinane-2,4,6-trione, C14H11F3N6O3
  58. Crystal structure of (E)-2-((Z)-2-((1S,4R)-3,3-dimethylbicyclo[2.2.1] heptan-2-ylidene)ethylidene)hydrazine-1-carbothioamide, C24H38N6S2
  59. Crystal structure of photochromic 3-(5-(2,5-dimethylthiophen-3-yl)-2,2,3,3,4,4-hexafluorocyclopentyl)-2-methylbenzo[b]-thiophene, C20H14F6S2
  60. Crystal structure of bis(2,5,5,7-tetramethyl-1,4-diazepane-1,4-diium) diaqua-bis(1,2-diaminopropane)copper(II) bis(μ6-oxido)tetrakis(μ3-oxido)-tetradecakis(μ2-oxido)-octaoxido-decavanadium(V) – water (1/4), C24H76CuN8V10O34
  61. Crystal structure of 1,2,3,5,13-pentamethoxy-6,7-dimethyl-1,2,3,4,4a,5,6,7,8,13b-decahydrobenzo[3′,4′]cycloocta[1′,2′:4,5]benzo[1,2-d][1,3]dioxole, C24H30O7
  62. Crystal structure of bis(6-carboxyhexyl)-4,4′-bipyridinium dibromide – 2,6-dihydroxynaphthalene (1/2), C42H46Br2N2O8
  63. Crystal structure of methyl 2-(2-chloroacetyl)-1-(4-(methoxycarbonyl)phenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b] indole-3-carboxylate, C23H21ClN2O5
  64. Crystal structure of bis(dimethylammonium) poly[{μ4-1,1ʹ-(1,4-phenylenebis(methylene))bis(1H-pyrazole-3,5-dicarboxylato)-κ6N4O2}zinc(II)], C22H26N6O8Zn
  65. Crystal structure of 2-(2-(4-methoxyphenyl)-2H-indazol-3-yl)acetonitrile, C16H13N3O
  66. Crystal structure of (E)-7-methoxy-2-(4-morpholinobenzylidene)-3,4-dihydronaphthalen-1(2H)-one, C22H23NO3
  67. The crystal structure of N′1,N′2-bis((E)-3-(tert-butyl)-2-hydroxybenzylidene)oxalohydrazide, C24H30N4O4
  68. The crystal structure of trimethyl 2,2′,2′′-(benzene-1,3,5-triyltris(oxy))triacetate, C15H18O9
  69. Crystal structure of bis(N,N-dimethylformamide-κO)-bis(pyridine-2-carboxylato-κ2N,O)-bis(μ2-pyridine-2-carboxylato-κ2N,O)-dinickel(II), C30H30N6Ni2O10
  70. Crystal structure of bis(μ2-1-pyrenecarboxylato-κ3O,O′:O′)-bis(1-pyrenecarboxylato-κ2O,O′)-(benzimidazole-κ1N)dicadmium(II), C82H48Cd2N4O8
  71. One-pot synthesis and crystal structure of diethyl 2,6-dimethyl-4-(1-(2-nitrophenyl)-1H-1,2,3-triazol-4-yl)-1,4-dihydropyridine-3,5-dicarboxylate, C21H23N5O6
  72. The crystal structure of 1-(2-fluorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-carbonitrile, C18H13FN2O2
  73. Crystal structure of bis(trimethylphenylammonium) aqua-oxido-octathiotritungstate, (Me3PhN)2[W3OS8(H2O)]
  74. The crystal structure of trichlorido[N-[(2-oxyphenyl)methylidene]phenylglycinemethylester-κ3O,N,O′]-tin(IV) – methylene chloride (1/1), C16H14Cl3NO3Sn·CH2Cl2
  75. The crystal structure of furan-2,5-diylbis((4-chlorophenyl)methanol), C18H14Cl2O3
  76. The crystal structure of hexalithium decavanadate hexadecahydrate, H32Li6O44V10
  77. Crystal structure of ethyl 4-{[5-(adamantan-1-yl)-2-sulfanylidene-2,3-dihydro-1,3,4-oxadiazol-3-yl]methyl}piperazine-1-carboxylate, C20H30N4O3S
  78. Crystal structure of aqua(μ2-2,2′,2″-((nitrilo)tris(ethane-2,1-diyl(nitrilo)methylylidene))tris (6-ethoxyphenolato))(pentane-2,4-dionato-κ2O,O′)-dinickel(II), C38H48N4Ni2O9
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