Home The crystal structure of tris((Z)-2-hydroxy-N-((E)-pyridin-2-ylmethylene)benzohydrazonato-k2O,N)europium(III), C39H30N9O6Eu
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The crystal structure of tris((Z)-2-hydroxy-N-((E)-pyridin-2-ylmethylene)benzohydrazonato-k2O,N)europium(III), C39H30N9O6Eu

  • Zhongyuan Zhou , Yong Liu EMAIL logo , Yongsheng Niu and Liguo Yang ORCID logo
Published/Copyright: February 29, 2024
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 239 Issue 3

Abstract

C39H30N9O6Eu, monoclinic, C2/c (no. 15), a = 31.579(6) Å, b = 10.0462(19) Å, c = 27.325(5) Å, β = 121.891(2)°, V = 7360(2) Å3, Z = 8, R gt (F) = 0.0295, wR ref (F 2) = 0.0835, T = 298 K [1–3].

CCDC no.: 2331016

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: Yellow block
Size: 0.08 × 0.06 × 0.03 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 1.77 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω
θ max, completeness: 25.0°, >99 %
N(hkl)measured, N(hkl)unique, R int: 32,240, 6492, 0.026
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 5580
N(param)refined: 499
Programs: Bruker [1], SHELX [2], [3]
Table 2:

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

Atom x y z U iso*/U eq
Eu1 0.39327 (2) 0.49033 (2) 0.56163 (2) 0.03497 (8)
N1 0.40014 (12) 0.3681 (3) 0.65119 (13) 0.0438 (7)
O1 0.54269 (11) 0.8732 (3) 0.72758 (13) 0.0610 (8)
H1 0.5136 0.8483 0.7110 0.091*
C1 0.56956 (15) 0.7872 (4) 0.71603 (16) 0.0467 (9)
O2 0.47938 (9) 0.5301 (2) 0.62564 (11) 0.0458 (6)
N2 0.33380 (11) 0.2954 (3) 0.54144 (12) 0.0418 (7)
C2 0.54881 (13) 0.6724 (4) 0.68225 (15) 0.0416 (8)
O3 0.39227 (14) 0.7236 (3) 0.36494 (13) 0.0697 (9)
H3 0.4024 0.6612 0.3877 0.105*
N3 0.29991 (12) 0.2558 (3) 0.48504 (13) 0.0476 (8)
C3 0.57982 (15) 0.5901 (4) 0.67362 (18) 0.0519 (10)
H3A 0.5663 0.5147 0.6507 0.062*
C4 0.62984 (17) 0.6170 (5) 0.6980 (2) 0.0652 (12)
H4 0.6500 0.5600 0.6921 0.078*
O4 0.38754 (9) 0.6914 (2) 0.51460 (10) 0.0433 (6)
N4 0.42659 (11) 0.4901 (3) 0.49536 (13) 0.0387 (7)
C5 0.62006 (17) 0.8138 (5) 0.73999 (18) 0.0625 (12)
H5 0.6340 0.8898 0.7623 0.075*
N5 0.41722 (11) 0.6002 (3) 0.46069 (13) 0.0424 (7)
O5 0.2888 (2) 0.5126 (4) 0.3591 (2) 0.1155 (16)
H5A 0.3113 0.5116 0.3932 0.173*
O6 0.32584 (10) 0.4514 (3) 0.46456 (11) 0.0480 (6)
N6 0.44156 (12) 0.2743 (3) 0.56139 (14) 0.0454 (7)
C6 0.49540 (13) 0.6375 (4) 0.65492 (15) 0.0412 (8)
N7 0.46700 (11) 0.7221 (3) 0.66306 (13) 0.0427 (7)
C7 0.38576 (15) 0.7530 (4) 0.63551 (16) 0.0487 (9)
H7 0.3956 0.8298 0.6578 0.058*
C8 0.33333 (15) 0.7128 (4) 0.60249 (16) 0.0473 (9)
N8 0.41772 (11) 0.6805 (3) 0.63308 (12) 0.0398 (7)
C9 0.29697 (17) 0.7828 (5) 0.6058 (2) 0.0654 (12)
H9 0.3056 0.8578 0.6291 0.079*
N9 0.32233 (11) 0.6044 (3) 0.56873 (13) 0.0434 (7)
C11 0.23663 (17) 0.6304 (5) 0.5400 (2) 0.0678 (13)
H11 0.2040 0.5997 0.5181 0.081*
C10 0.24820 (18) 0.7406 (6) 0.5745 (2) 0.0732 (14)
H10 0.2235 0.7859 0.5766 0.088*
C13 0.26941 (14) 0.3123 (4) 0.38617 (16) 0.0521 (9)
C12 0.27470 (15) 0.5661 (5) 0.53864 (19) 0.0566 (10)
H12 0.2666 0.4914 0.5152 0.068*
C14 0.24483 (18) 0.1868 (5) 0.3677 (2) 0.0688 (11)
H14 0.2458 0.1259 0.3939 0.083*
C15 0.2191 (2) 0.1585 (7) 0.3085 (2) 0.0942 (19)
H15 0.2037 0.0761 0.2956 0.113*
C16 0.2161 (2) 0.2475 (8) 0.2696 (2) 0.099 (2)
H16 0.1981 0.2258 0.2306 0.119*
C17 0.2391 (2) 0.3691 (7) 0.2867 (2) 0.0909 (18)
H17 0.2367 0.4299 0.2597 0.109*
C019 0.64944 (17) 0.7297 (6) 0.7311 (2) 0.0692 (13)
H019 0.6831 0.7489 0.7477 0.083*
C19 0.30027 (13) 0.3436 (4) 0.44867 (16) 0.0443 (9)
C18 0.26616 (16) 0.3998 (5) 0.34543 (18) 0.0632 (10)
C20 0.33473 (15) 0.2267 (4) 0.58118 (17) 0.0521 (10)
H20 0.3130 0.1555 0.5720 0.063*
C21 0.37053 (15) 0.2614 (4) 0.64150 (16) 0.0477 (9)
C22 0.37451 (19) 0.1859 (5) 0.68650 (19) 0.0715 (14)
H22 0.3540 0.1123 0.6789 0.086*
C23 0.4094 (2) 0.2220 (5) 0.7428 (2) 0.0745 (14)
H23 0.4127 0.1727 0.7735 0.089*
C24 0.43875 (18) 0.3299 (5) 0.75280 (18) 0.0614 (11)
H24 0.4624 0.3559 0.7903 0.074*
C25 0.43276 (15) 0.4011 (4) 0.70584 (16) 0.0512 (10)
H25 0.4526 0.4758 0.7130 0.061*
C26 0.45262 (18) 0.1691 (4) 0.59619 (19) 0.0632 (12)
H26 0.4394 0.1655 0.6195 0.076*
C27 0.4826 (2) 0.0658 (5) 0.5993 (2) 0.0730 (14)
H27 0.4891 −0.0057 0.6239 0.088*
C28 0.50265 (18) 0.0702 (4) 0.5653 (2) 0.0706 (14)
H28 0.5234 0.0023 0.5669 0.085*
C29 0.49164 (16) 0.1764 (4) 0.5290 (2) 0.0608 (12)
H29 0.5045 0.1806 0.5053 0.073*
C30 0.46135 (14) 0.2770 (4) 0.52788 (17) 0.0453 (9)
C31 0.45017 (14) 0.3929 (4) 0.49110 (18) 0.0467 (9)
H31 0.4602 0.3957 0.4647 0.056*
C32 0.39692 (13) 0.6972 (3) 0.47470 (15) 0.0376 (8)
C33 0.38516 (13) 0.8221 (4) 0.44100 (15) 0.0390 (8)
C34 0.37659 (14) 0.9375 (4) 0.46278 (17) 0.0450 (9)
H34 0.3787 0.9343 0.4980 0.054*
C35 0.36507 (16) 1.0558 (4) 0.4332 (2) 0.0580 (11)
H35 0.3599 1.1322 0.4486 0.070*
C36 0.36125 (18) 1.0608 (5) 0.3807 (2) 0.0674 (13)
H36 0.3530 1.1406 0.3605 0.081*
C37 0.36943 (19) 0.9489 (5) 0.3580 (2) 0.0662 (12)
H37 0.3662 0.9532 0.3222 0.079*
C38 0.38254 (16) 0.8288 (4) 0.38828 (17) 0.0511 (10)

1 Source of material

The ligand was synthesized from the reaction of benzoyl hydrazine (100 mg, 0.60 mmol) and benzoate (50 mg, 0.60 mmol) according to the procedure reported earlier [4]. Yield (0.008 g, 60 %).

2 Experimental details

The C-bound H atoms were geometrically placed (C–H = 0.95–0.98 Å) and refined as riding with U iso(H) = 1.2–1.5 U eq(C). The N-bound H atoms were located in a difference Fourier map but were refined with a distance restraint of N–H = 0.88 ± 0.01 Å, and with U iso(H) set to 1.2 U equiv(N) [1–3].

3 Comment

Over the years, extensive research has been conducted on Schiff base metal complexes due to the synthetic flexibility of these Schiff base ligands and their selectivity and sensitivity towards transition metal ions. The beautiful structures of these coordination compounds stem from the intriguing ligand systems with different donor sites, such as the heterocyclic rings in NNO or NNS. Within these ligand systems, hydrazones and thiosemicarbazones occupy a special position because the transition metal complexes of these ligands have been developed for their chelating ability, structural flexibility, interesting electronic and magnetic properties, as well as pharmacological activities. They have also been proposed as excellent acid–base indicators and storage sensors due to their color-enhancing properties upon deprotonating. Some thiosemicarbazone complexes exhibit significant activity against Gram-positive bacteria in vitro. These thiosemicarbanone chelating derivatives hold great potential as oral drugs for treating genetic diseases such as thalassemia and are more effective than metal-free chelators, leading to the conclusion that metal complexes are biologically active species [4–7].

The title compound 1 crystallizes in the monoclinic space group C2/c with eight formula units in the unit cell. Complex 1 is composed of one Eu atom, three Schiff base ligands. It is the first mononuclear Eu complex with N′-[(2-pyridyl)methylene]salicyloylhydrazone Schiff base ligand. N′-[(2-pyridyl)methylene]salicyloylhydrazone is a tridentate ligand with enolic–O, azo–N and pyridine–N donor sites. The nine-coordinated Eu bind to three O atoms and six N atoms. The average bond length for the three Eu–O bonds is 2.371 Å, the average bond length for the six Eu–N bonds is 2.591 Å, which are similar to the corresponding values of the references [8–10].

Corresponding author: Yong Liu, School of Energy Science and Technology, Henan University, Zhengzhou 450000, P.R. China, E-mail:

Funding source: Postdoctoral Research Funding Project of Henan Province

Award Identifier / Grant number: (HN2022160)

Funding source: Postdoctoral Research Starting Foundation of Anyang Institute of Technology

Award Identifier / Grant number: (BHJ2022006)

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

  2. Research funding: Postdoctoral Research Funding Project of Henan Province (HN2022160), and the Postdoctoral Research Starting Foundation of Anyang Institute of Technology (BHJ2022006).

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

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Received: 2023-11-22
Accepted: 2024-02-05
Published Online: 2024-02-29
Published in Print: 2024-06-25

© 2023 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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  66. The crystal structure of 1-(4-carboxybutyl)-3-methyl-1H-imidazol-3-ium hexafluoridophosphate, C9H15F6N2O2P
  67. Crystal structure of 1-(4-chlorophenyl)-4-(2-furoyl)-3-phenyl-1H-pyrazol-5-ol, C20H13ClN2O3
  68. Crystal structure of dimethyl (R)-2-(3-(1-phenylethyl)thioureido)-[1,1′-biphenyl]-4,4′-dicarboxylate, C25H24N2O4S
  69. The crystal structure of 1-(3-carboxypropyl)-1H-imidazole-3-oxide, C7H10N2O3
  70. Synthesis and crystal structure of dimethyl 4,4′-(propane-1,3-diylbis(oxy))dibenzoate, C19H20O6
  71. Crystal structure of methyl-1-(p-tolyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate, C20H20N2O2
  72. The crystal structure of 1-(1-adamantan-1-yl)ethyl-3-(3-methoxyphenyl)thiourea, C20H28N2OS
  73. The crystal structure of N,N′-carbonylbis(2,6-difluorobenzamide), C15H8F4N2O3
https://doi.org/10.1515/ncrs-2023-0517
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of tris((Z)-2-hydroxy-N-((E)-pyridin-2-ylmethylene)benzohydrazonato-k2O,N)europium(III), C39H30N9O6Eu
  4. Crystal structure of (E)-3-(benzylideneamino)-2-phenylthiazolidin-4-one, C16H14N2OS
  5. The crystal structure of (E)-4-fluoro-N′-(1-(o-tolyl)ethylidene)benzohydrazide, C16H15FN2O
  6. Crystal structure of (6-chloropyridin-3-yl)methyl 2-(6-methoxynaphthalen-2-yl)propanoate, C20H18ClNO3
  7. Crystal structure of methyl 3-methoxy-4-(2-methoxy-2-oxoethoxy)benzoate, C12H14O6
  8. The crystal structure of bis[(4-methoxyphenyl)(picolinoyl)amido-κ2 N:N′]copper(II), C26H22CuN4O4
  9. The crystal structure of poly[di(μ2-aqua)-diaqua-bis(3-aminopyridine-4-carboxylate-κ2 O: O′)-tetra(μ2-3-aminopyridine-4-carboxylate-κ2 O: O′)-dineodymium(III), [Nd2(C6H5N2O2)6(H2O)4] n
  10. The crystal structure of t-butyl 7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoate, C28H34FNO4
  11. Crystal structure of catena-poly[(benzylamine-κ1 N)-(sorbato-κ1 O)-(μ2-sorbato-κ2 O,O′)-copper(II), C19H23CuNO4
  12. Crystal structure of (4-(2-chlorophenyl)-1H-pyrrol-3-yl)(ferrocenyl) methanone, C21H16ClFeNO
  13. The crystal structure of N-[4-(4-bromophenyl)-1,3-thiazol-2-yl]-3-(2-methylphenyl)-2-sulfanylprop-2-enamide hydrate, C19H17BrN2O2S2
  14. The crystal structure of N′-{5-[2-(2,6-dimethylphenoxy) acetamido]-4-hydroxy-1,6-diphenylhexan-2-yl}-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide hydrate
  15. Crystal structure of 2-(naphthalen-1-yl)ethyl 2-(6-methoxynaphthalen-2-yl)propanoate, C26H24O3
  16. Crystal structure of naphthalen-1-ylmethyl 2-(6-methoxynaphthalen-2-yl)propanoate, C25H22O3
  17. Crystal structure of poly[diaqua- (μ4-5-(1H-1,2,4-triazol-1-yl)benzene-1,3-dicarboxylato-κ5N:O,O’:O’’:O’’’)calcium(II), C10H9CaN3O6
  18. Crystal structure of (E)-N′-(4-((E)-3-(dimethylamino)acryloyl)-3-hydroxyphenyl)-N, N-dimethylformimidamide, C14H19N3O2
  19. Crystal structure of (E)-3-(dimethylamino)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one, C13H17NO4
  20. Crystal structure of (2-chloropyridin-3-yl)methyl-2-(6-methoxynaphthalen-2-yl)propanoate, C20H18ClNO3
  21. The crystal structure of diethyl 4-(3,4-dimethylphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate, C21H27NO4
  22. Crystal structure of (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-17-((4-(2-phenylpropyl)phenyl)ethynyl)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one, C36H42O2
  23. Synthesis and crystal structure of 4-(4-cyclopropylnaphthalen-1-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione, C15H13N3S
  24. Crystal structure of catena-poly[aqua-(2,6-di-(2-pyridyl)-pyridine-κ3 N,N′, N″)(μ2-1,4-naphthalene dicarboxylato-κ2 O,O′)nickel(II)], C27H19NiN3O5
  25. Crystal structure of 3-(diphenylphosphoryl)-3-hydroxy-1-phenylpropan-1-one, C21H19O3P
  26. The crystal structure of R,S-{N-[(2-oxidonaphthalen-1-yl)methylidene]phenylglycinato}divinylsilicon, C23H19NO3Si
  27. The crystal structure of 1,2,4-tris(bromomethyl)benzene, C9H9Br3
  28. Crystal structure of chlorido-[4-(pyridin-2-yl)benzaldehyde-κ2 N,C]-(diethylamine-κ1 N)platinum(II), C16H18ClN2OPt
  29. Crystal structure of 3-(methoxycarbonyl)-1-(4-methoxyphenyl)-2,3,4,9- tetrahydro-1H-pyrido[3,4-b]indol-2-ium chloride hydrate, C40H48Cl2N4O9
  30. The crystal structure of 1-(2-chlorobenzyl)-3-(3-chlorophenyl)urea, C14H12Cl2N2O
  31. Hydrothermal synthesis and crystal structure of aqua-tris(4-acetamidobenzoato-κ2 O,O′)-(1,10-phenanthroline-κ2 N,N′)terbium(III) hydrate C39H36N5O11Tb
  32. The crystal structure of zwitterionic 3-aminoisonicotinic acid, C6H6N2O2
  33. The crystal structure of bis{[monoaqua-μ2-4-[(pyridine-4-carbonyl)-amino]-phthalato-κ3 N:O,O′-(2,2′-bipyridine κ2 N,N′)copper(II)]}decahydrate, C48H56N8O22Cu2
  34. Crystal structure of poly[μ10-4,4′-methylene-bis(oxy)benzoatodipotassium], C15H10K2O6
  35. The crystal structure of catena-poly[[tetraaqua[(μ2-1,4-di(4-methyl-1-imidazolyl)benzene] cobalt(II)]bis(formate)], C16H24CoN4O8
  36. The crystal structure of (E)-2-chloro-5-((2-(nitromethylene)imidazolidin-1-yl)methyl)pyridine, C10H11ClN4O2
  37. The crystal structure of (E)-1-(((2-amino-4,5-dimethylphenyl)iminio)methyl)naphthalen-2-olate, C19H18N2O
  38. Crystal structure of N-(acridin-9-yl)-2-(4-methylpiperidin-1-yl) acetamide monohydrate, C21H25N3O2
  39. The crystal structure of dichlorido-bis(3-methyl-3-imidazolium-1-ylpropionato-κ2 O,O′)-zinc(II), C14H20Cl2N4O4Zn
  40. The crystal structure of 2,8-diethyl-1,3,7,9-tetramethyl-4λ4,5λ4-spiro[dipyrrolo[1,2-c:2′,1′-f][1,3,2]diazaborinine-5,2′-naphtho[1,8-de][1,3,2]dioxaborinine], C25H29BN2O2
  41. The crystal structure of 5-tert-butyl-2-(5-tert-butyl-3-iodo-benzofuran-2-yl)-3-iodobenzofuran, C24H24I2O2
  42. Synthesis and crystal structure of methyl 2-{[4-(4-cyclopropyl-1-naphthyl)-4H-1,2,4-triazole-3-yl]thio} acetate, C18H17N3O2S
  43. The crystal structure of n-propylammonium bis(2,3-dimethylbutane-2,3-diolato)borate-boric acid (1/1), [C3H10N][C12H24BO4]·B(OH)3
  44. Crystal structure of methyl 1-(2-bromophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate, C19H17BrN2O2
  45. Crystal structure of (4-bromobenzyl)triphenylphosphonium bromide ethanol solvate, C52H48Br4OP2
  46. The crystal structure of unsymmetrical BOPHY C26H27BN4
  47. The crystal structure of Tb3B5O11(OH)2
  48. The crystal structure of (Z)-4-ethyl-2-((4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)methylene)-3,5-dimethyl-2H-pyrrol-1-ium 2,2'-spirobi[naphtho[1,8-de][1,3,2]dioxaborinin]-2-uide, C37H37BN2O4
  49. Crystal structure of bis(methylammonium) hexadecaselenidopalladate(II), (CH3NH3)2PdSe16
  50. The crystal structure of (2-diphenylphosphanylphenyl) 2-[7-(dimethylamino)-2-oxochromen-4-yl]acetate, C31H26NO4P
  51. Crystal structure of (E)-6-(4-ethylpiperazin-1-yl)-2-(3-fluorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one, C23H25FN2O
  52. The structure of RUB-56, (C6H16N)8 [Si32O64(OH)8]·32 H2O, a hydrous layer silicate (2D-zeolite) that contains microporous levyne-type silicate layers
  53. Crystal structure of 4-amino-3,5-dibromobenzonitrile, C7H4Br2N2
  54. Crystal structure of 2-(naphthalen-1-yl)ethyl 2-acetoxybenzoate, C21H18O4
  55. Single-crystal structure determination of Tm3B12O19(OH)7
  56. Crystal structure determination of NdB3.6O7
  57. The crystal structure of NdB6O8(OH)5·H3BO3
  58. Crystal structure of 2-(5-ethylpyridin-2-yl)ethyl 2-(6-methoxynaphthalen-2-yl)propanoate, C23H25NO3
  59. Crystal structure of N-(1-(3,4-dimethoxyphenyl)-2-methylpropyl)aniline, C18H23NO2
  60. Crystal structure of Ba6Cd12Mn4SiF48
  61. Synthesis and crystal structure of 5-fluoro-1-methyl-2-oxo-3-(2-oxochroman-4-yl)indolin-3-yl acetate, C20H16FNO5
  62. The crystal structure of 6-methacryloylbenzo[d][1,3]dioxol-5-yl 4-nitrobenzenesulfonate, C17H13NO8S
  63. Crystal structure of ethyl 2-(3-benzyl-4-oxo-3,4-dihydrophthalazin-1-yl)- 2,2-difluoroacetate, C19H16F2N2O3
  64. The crystal structure of tetrakis(μ 2-(1H-benzimidazole-2-methoxo-κ2 N,O:O:O)-(n-butanol-κO)-chlorido)-tetranickel(II), C48H68Cl4N8O8Ni4
  65. Synthesis and crystal structure of trans-tetraaqua-bis((1-((7-hydroxy-3-(4-methoxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)piperidin-1-ium-4-carbonyl)oxy-κO)zinc(II)hexahydrate, C46H64N2O28S2Zn
  66. The crystal structure of 1-(4-carboxybutyl)-3-methyl-1H-imidazol-3-ium hexafluoridophosphate, C9H15F6N2O2P
  67. Crystal structure of 1-(4-chlorophenyl)-4-(2-furoyl)-3-phenyl-1H-pyrazol-5-ol, C20H13ClN2O3
  68. Crystal structure of dimethyl (R)-2-(3-(1-phenylethyl)thioureido)-[1,1′-biphenyl]-4,4′-dicarboxylate, C25H24N2O4S
  69. The crystal structure of 1-(3-carboxypropyl)-1H-imidazole-3-oxide, C7H10N2O3
  70. Synthesis and crystal structure of dimethyl 4,4′-(propane-1,3-diylbis(oxy))dibenzoate, C19H20O6
  71. Crystal structure of methyl-1-(p-tolyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate, C20H20N2O2
  72. The crystal structure of 1-(1-adamantan-1-yl)ethyl-3-(3-methoxyphenyl)thiourea, C20H28N2OS
  73. The crystal structure of N,N′-carbonylbis(2,6-difluorobenzamide), C15H8F4N2O3
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