Home The crystal structure of 1,1′-(((2 (dimethylamino)ethyl)azanediyl)bis(methylene)) bis(naphthalen-2-olato-κ4 N,N′,O,O′)-(pyridine-2,6-dicarboxylato-N,O,O′)- titanium(IV) ─ dichloromethane (2/1), C33H29N3O6Ti
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The crystal structure of 1,1′-(((2 (dimethylamino)ethyl)azanediyl)bis(methylene)) bis(naphthalen-2-olato-κ4 N,N′,O,O′)-(pyridine-2,6-dicarboxylato-N,O,O′)- titanium(IV) ─ dichloromethane (2/1), C33H29N3O6Ti

  • Tiankun Zhao ORCID logo EMAIL logo , Peng Wang , Mingyu Ji , Shanjia Li , Mingjun Yang and Xiuying Pu
Published/Copyright: July 6, 2021
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 236 Issue 5

Abstract

C33H29N3O6Ti, monoclinic, C2/c (no. 15), a = 27.4022(15) Å, b = 14.0345(7) Å, c = 17.0047(10) Å, β = 116.009(3)°, V = 5877.3(6) Å3, Z = 8, R gt (F) = 0.0369, wRref (F 2) = 0.1125, T = 100(2) K.

CCDC no.: 2082174

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: Orange block
Size: 0.12 × 0.10 × 0.10 mm
Wavelength: Ga Kα radiation (1.34138 Å)
μ: 2.51 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω
θ max, completeness: 57.1°, >99%
N(hkl)measured , N(hkl)unique, R int: 38312, 6027, 0.052
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 5177
N(param)refined: 418
Programs: Bruker [1], SHELX [2]
Table 2:

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

Atom x y z U iso*/U eq
C1 0.60189 (7) 0.50113 (13) 0.58013 (12) 0.0233 (4)
C2 0.58945 (7) 0.51514 (13) 0.64972 (12) 0.0216 (4)
C3 0.54729 (7) 0.46373 (14) 0.65755 (13) 0.0257 (4)
H3 0.539570 0.474178 0.706156 0.031*
C4 0.51786 (7) 0.39903 (14) 0.59457 (13) 0.0285 (4)
H4 0.489233 0.365464 0.599549 0.034*
C5 0.52879 (7) 0.38076 (14) 0.52254 (13) 0.0274 (4)
C6 0.57149 (7) 0.43256 (14) 0.51411 (13) 0.0255 (4)
C7 0.58010 (7) 0.41355 (15) 0.43924 (14) 0.0315 (5)
H7 0.607797 0.447275 0.431655 0.038*
C8 0.54954 (8) 0.34773 (16) 0.37731 (15) 0.0379 (5)
H8 0.555907 0.337312 0.327385 0.046*
C9 0.50878 (8) 0.29568 (16) 0.38777 (16) 0.0397 (6)
H9 0.488380 0.248968 0.345741 0.048*
C10 0.49865 (8) 0.31234 (14) 0.45804 (15) 0.0352 (5)
H10 0.470790 0.277395 0.464063 0.042*
C11 0.64373 (7) 0.56345 (14) 0.57011 (12) 0.0231 (4)
H11A 0.651376 0.536388 0.522901 0.028*
H11B 0.627497 0.627221 0.550497 0.028*
C12 0.72841 (7) 0.64323 (13) 0.62014 (11) 0.0203 (4)
H12A 0.707714 0.703407 0.600574 0.024*
H12B 0.731116 0.614728 0.568945 0.024*
C13 0.78488 (7) 0.66628 (12) 0.68869 (12) 0.0185 (4)
C14 0.79433 (7) 0.68331 (12) 0.77415 (12) 0.0185 (4)
C15 0.84694 (7) 0.70365 (13) 0.84046 (12) 0.0215 (4)
H15 0.852252 0.714900 0.898766 0.026*
C16 0.88981 (7) 0.70705 (14) 0.82051 (13) 0.0254 (4)
H16 0.925271 0.718108 0.865577 0.030*
C17 0.88219 (7) 0.69428 (13) 0.73334 (12) 0.0233 (4)
C18 0.82922 (7) 0.67450 (12) 0.66575 (12) 0.0186 (4)
C19 0.82341 (7) 0.66746 (13) 0.57918 (12) 0.0225 (4)
H19 0.788488 0.655293 0.533004 0.027*
C20 0.86674 (8) 0.67768 (14) 0.55999 (13) 0.0266 (4)
H20 0.861538 0.672721 0.501104 0.032*
C21 0.91865 (8) 0.69541 (16) 0.62681 (14) 0.0347 (5)
H21 0.948694 0.701718 0.613397 0.042*
C22 0.92602 (8) 0.70360 (16) 0.71120 (14) 0.0337 (5)
H22 0.961378 0.715836 0.756097 0.040*
C23 0.72777 (7) 0.48444 (13) 0.67352 (13) 0.0241 (4)
H23A 0.767214 0.497935 0.702948 0.029*
H23B 0.720080 0.448072 0.619458 0.029*
C24 0.71249 (7) 0.42561 (13) 0.73265 (13) 0.0262 (4)
H24A 0.674471 0.403672 0.700276 0.031*
H24B 0.736164 0.368694 0.752106 0.031*
C25 0.77619 (7) 0.48459 (14) 0.87507 (13) 0.0281 (4)
H25A 0.789033 0.419579 0.893957 0.042*
H25B 0.779958 0.522532 0.925811 0.042*
H25C 0.797847 0.513437 0.848288 0.042*
C26 0.68845 (8) 0.42931 (14) 0.85141 (14) 0.0306 (4)
H26A 0.649620 0.428229 0.811402 0.046*
H26B 0.693933 0.461093 0.905982 0.046*
H26C 0.702170 0.363861 0.864108 0.046*
C27 0.66641 (7) 0.77403 (13) 0.89390 (11) 0.0197 (4)
C28 0.65133 (8) 0.85380 (14) 0.92549 (13) 0.0274 (4)
H28 0.658098 0.857718 0.985179 0.033*
C29 0.62611 (9) 0.92803 (14) 0.86822 (14) 0.0316 (5)
H29 0.615201 0.983574 0.888247 0.038*
C30 0.61690 (8) 0.92068 (14) 0.78133 (13) 0.0266 (4)
H30 0.599543 0.970676 0.741017 0.032*
C31 0.63362 (7) 0.83877 (13) 0.75503 (12) 0.0195 (4)
C32 0.69347 (7) 0.68601 (13) 0.94366 (12) 0.0205 (4)
C33 0.62923 (7) 0.81744 (13) 0.66596 (12) 0.0216 (4)
N1 0.69711 (5) 0.57630 (10) 0.65008 (10) 0.0192 (3)
N2 0.71818 (6) 0.48192 (11) 0.81012 (10) 0.0225 (3)
N3 0.65750 (5) 0.76734 (10) 0.81067 (9) 0.0169 (3)
O1 0.61798 (5) 0.57717 (9) 0.71411 (8) 0.0217 (3)
O2 0.75358 (5) 0.68096 (9) 0.79766 (8) 0.0197 (3)
O3 0.69884 (5) 0.62172 (9) 0.89296 (8) 0.0218 (3)
O4 0.70781 (5) 0.67830 (10) 1.02224 (8) 0.0276 (3)
O5 0.65263 (5) 0.73842 (9) 0.66427 (8) 0.0236 (3)
O6 0.60584 (6) 0.87121 (10) 0.60429 (9) 0.0353 (4)
Ti1 0.68385 (2) 0.63935 (2) 0.76620 (2) 0.01642 (11)
C1Sa 0.51005 (19) 0.0260 (3) 0.5073 (4) 0.0388 (11)
H1SAa 0.494042 0.090634 0.497869 0.047*
H1SBa 0.548342 0.030660 0.551686 0.047*
Cl1a 0.47435 (7) −0.04917 (14) 0.54657 (14) 0.0779 (5)
Cl2a 0.50780 (5) −0.01697 (13) 0.40881 (9) 0.0598 (4)

  1. aOccupancy: 0.5.

Source of material

The ONON ligand L1: (1,1′-(((2-(dimethyl-amino)ethyl)azanediyl)bis (methylene))bis(naphthalen-2-ol)) was prepared following the literature reported method by prolonging the reaction time from 2 to 6 h [3]. The corresponding Ti(IV) complex was synthesized according to lit. Under a nitrogen atmosphere, L1 (1 mmol, 400 mg) was dissolved in anhydrous THF (15 mL), Ti(OiPr)4 (0.95 mmol, 0.28 mL) was then added to the solution. The reaction was heated to 50 °C and kept stirring for 2 h, Dipic (pyridine-2,6-dicarboxylic acid) (0.95 mmol, 158.8 mg) was added and the reaction was left stirring for another 10 h and monitored by TLC. When the reaction was complete, [L1Ti(IV)(Dipic)] was separated by flash column chromatography (CH2Cl2/CH3OH = 30/1) to obtain a red solid (0.80 mmol, 492.1 mg, 85%). Suitable crystals for X-ray diffraction measurements were obtained by slow diffusion of n–hexane to a dichloromethane solution of [L1Ti(IV)(Dipic)] at room temperature.

Experimental details

H atoms bonded to C atoms were positioned geometrically with C–H = 0.95 Å (aromatic), 0.99 Å (methylene) and 0.98 Å (methyl) and refined in a riding mode [U iso(H) = 1.2U eqC (aromatic and methylene)], 1.5U eqC(methyl).

Comment

Various ONNO ligands stabilizing Ti(IV) complexes containing different substituents have been synthesized and tested for antitumor activities in recent years [4]. The use of pyridine-2,6-dicarboxylate as a second chelator gives a novel heptacoordinated Ti(IV) complex with enhanced aqueous stability and cytotoxicity [5, 6], which is considered as a new generation of anti-tumor Ti complexes [7]. The isotopic titanium complex [45Ti][(Salan)Ti(IV)(Dipic)] could be synthesized based on this ligand system and studied as PET probes [8, 9]. ONNO Ti(IV) complexes are structurally close to ONON Ti(IV) complexes, which exhibit much higher space flexibility because of the amino side arm [10]. However, only one report is related to the ONON Ti(IV) complex due to the difficult synthesis of ligands [10], no reports are found on the ONON Ti(IV) complexes containing a naphthalene moiety.

As shown in the Figure, the central Ti cation is seven-coordinated by three nitrogen atoms and four oxygen atoms, forming a distorted pentagonal bipyramidal geometry. The bond lengths of four Ti–O and three Ti–N bonds are ranging from 1.8390(12) to 2.0902(13) Å and from 2.1906(14) to 2.3891(15) Å, respectively, which is in accordance with the literature [7]. Surprisingly, the Mannich reaction of naphthalen-2-ol gave a rearranged ONON ligand L1, thus giving the titled ONON–Ti(IV) compound. The CH2Cl2 is disordered by an inversion center.

In the crystal packing, the molecules are linked together by some weak intermolecular interactions such as π⃛π and C–H⃛π. For instance, the centroid-to-centroid distance between two inversion-related C1–C6 aromatic rings is only 3.596(1) Å, indicating a π⃛π interaction.

Corresponding author: Tiankun Zhao, College of Life Science and Engineering, Lanzhou University of Technology, Lanzhou, 730050, Gansu, P. R. China, E-mail:

Funding source: Natural Science Foundation of Gansu Province of China

Award Identifier / Grant number: 20JR5RA470

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

  2. Research funding: Natural Science Foundation of Gansu Province of China (Nos. 20JR5RA470).

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

References

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Received: 2021-05-12
Accepted: 2001-06-08
Published Online: 2021-07-06
Published in Print: 2021-09-27

© 2021 Tiankun Zhao et al., published by De Gruyter, Berlin/Boston

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

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  59. The crystal structure of 4-bromobenzyl chloride, C7H6BrCl
  60. The crystal structure of di-tert-butyl dicarbonate, C10H18O5
  61. The crystal structure of (2-(4-chlorophenyl)-5-methyl-1,3-dioxan-5-yl)methanol, C12H15ClO3
  62. The crystal structure of the co-crystal: 2-hydroxybenzoic acid – N′-(butan-2-ylidene)pyridine-4-carbohydrazide, C10H13N3O·C7H6O3
  63. Crystal structure and anti-inflammatory activity of (E)-7-fluoro-2-((5-methoxypyridin-3-yl)methylene)-3,4-dihydronaphthalen-1(2H)-one, C17H14FNO2
  64. Crystal structure of (E)-7-fluoro-2-((6-methoxypyridin-3-yl)methylene)-3,4-dihydronaphthalen-1(2H)-one, C17H14FNO2
  65. Crystal structure of 1,1′-(butane-1,4-diyl)bis(3-propyl-1H-imidazol-3-ium) bis(hexafluoridophosphate), C32H56F24N8P4
  66. The crystal structure of dichlorido-bis(3-methyl-3-imidazolium-1-ylpropionato-κ2)-cadmium(II), C14H20CdCl2N4O4
  67. Crystal structure of 1-(2-cyanobenzyl)-3-cyano-4-phenyl-4-(2-cyanobenzyl)-1,4-dihydropyridine monohydrate, C56H42N8O
  68. The crystal structure of 3-(carboxymethyl)-1-ethenyl-1H-imidazol-3-ium chloride, C7H9N2O2Cl
  69. The crystal structure of adamantylmethoxydiphenylsilane, C23H28OSi
  70. Redetermination of the crystal structure of (2E,4Z,13E,15Z)-3,5,14,16-tetramethyl-2,6,13,17-tetraazatricyclo[16.4.0.07,12]docosa-1(22),2,4,7,9,11,13,15,18,20-decaene, C22H24N4
  71. Crystal structure of (E)-7-hydroxy-2-((6-methoxypyridin-2-yl)methylene)-3,4-dihydronaphthalen-1(2H)-one, C17H15NO3
  72. Crystal structure of catena-poly[diaqua-bis(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2 N:N′)cobalt(II)] dinitrate, C18H28N10O8Co
https://doi.org/10.1515/ncrs-2021-0182
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of [aqua-(4-iodopyridine-2,6-dicarboxylato-κ3 O,N,O′)-(1,10-phenanothroline-κ2 N,N′)copper(II)] dihydrate, C19H16O7N3CuI
  4. The crystal structure of tetrakis(1-isopropyl-1H-imidazolium) octamolybdate, C24H44Mo8N8O26
  5. Crystal structure of catena-poly[bis(µ2-3,5-bis(1-imidazolyl)pyridine-κ2 N:N′)-(µ2-3-nitrophthalato-k3 O,O′:O″)cadmium(II)] dihydrate, C30H25N11O8Cd
  6. The crystal structure of diaqua-bis(2-(3-(1H-pyrazol-4-yl)-1H-1,2,4-triazol-5-yl)pyridine-κ2 N:N′)-bis(3,5-dicarboxybenzoato-κ1 O)cobalt(II), C38H30CoN12O14
  7. Crystal structure of the nickel(II) complex aqua-(2,6-di(pyrazin-2-yl)-4,4′-bipyridine-κ3 N,N′,N′′)-(phthalato-κ2 O,O′)nickel(II) tetrahydrate, C26H26N6O9Ni
  8. The crystal structure of 1-[5-(2-fluorophenyl)-1-(pyridine-3-sulfonyl)-1H-pyrrol-3-yl]-N-methylmethanaminium 3-carboxyprop-2-enoate, C21H20FN3O6S
  9. The crystal structure of 1,2-bis(4-pyridyl)ethane - 4,4-dihydroxydiphenylmethane (1/1), C25H21N2O2
  10. Crystal structure of bis(2-((E)-5-chloro-2-hydroxybenzylidene)hydrazineyl)methaniminium trifluoroacetate dihydrate, C34H36Cl4N10O12
  11. Crystal structure of 1-cyclopropyl-7-ethoxy-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid, C15H13F2NO4
  12. Crystal structure of methyl 3-(1H-naphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)benzoate, C18H15BN2O2
  13. Crystal structure of (E)-N′-(2-chloro-6-hydroxybenzylidene)-2-hydroxybenzohydrazide, C14H11ClN2O3
  14. Crystal structure of Al-rich fluorophlogopite, K1.0(Mg2.8Al0.2)(Si2.8Al1.2)O10F2
  15. The crystal structure of 4,5-diiodo-1,3-dimesityl-1H-1,2,3-triazol-3-ium hexafluoridoantimonate(V), C20H22F6I2N3Sb
  16. Crystal structure of tris(3-iodopyridin-1-ium) catena-poly[(hexachlorido-κ1 Cl)-(μ2-trichlorido-κ2 Cl:Cl)diantimony(III)], C15H15Cl9I3N3Sb2
  17. Crystal structure of methyl 2-(1H-naphtho[1,8-de][1.3.2]diazaborinin-2(3H-yl)benzoate C18H15BN2O2
  18. The crystal structure of 1,8-bis(4-methoxybenzoyl)naphthalene-2,7-diyl dibenzoate, C40H28O8
  19. Crystal structure of 2-bromo-1,3,6,8-tetramethylBOPHY (BOPHY = bis(difluoroboron)-1,2-bis((1H-pyrrol-2-yl)methylene)hydrazine), C14H15B2BrF4N4
  20. The crystal structure of (E)-3-chloro-2-(2-(2-fluorobenzylidene)hydrazinyl)pyridine, C12H9ClFN3
  21. Crystal structure of bis(µ2- 4-iodopyridine-2,6-dicarboxylato-κ3O:N:O′)-bis(4-iodopyridine-2,6-dicarboxylato-κ3O:N:O′)-bis(µ2-1-(4-pyridyl)piperazine-κ2N:N′)-hexa-aqua-tetra-copper(II), C46H46Cu4I4N10O22
  22. Crystal structure of poly[diaqua-(μ2-2,5-dihydroxyterephthalato-κ2O:O′)(μ2-bis(4-pyridylformyl)piperazine-κ2N:N′)cadmium(II)] dihydrate, C24H28CdN4O12
  23. Crystal structure of poly[aqua-(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2N:N′)-(μ3-2,3,5,6-tetrafluoroterephthalato-κ3O:O′:O′′)cadmium(II)], C17H14N4O5F4Cd
  24. Crystal structure of 6-(quinolin-8-yl)benzo[a]phenanthridin-5(6H)-one, C26H16N2O
  25. The crystal structure of aqua-bis(6-chloropicolinato-κ2N,O)copper(II), C12H8Cl2N2O5Cu
  26. Crystal structure of catena-poly[diaqua-bis(μ2-4,4′-bipyridyl-κ2N:N′) disilver(I)] 4-oxidopyridine-3-sulfonate trihydrate, C25H29Ag2N5O9S
  27. The crystal structure of 4-(3-bromophenyl)pyrimidin-2-amine, C10H8BrN3
  28. Crystal structure of 6-oxo-4-phenyl-1-propyl-1,6-dihydropyridine-3-carbonitrile, C15H14N2O
  29. Crystal structure of 4-(2,2-difluoroethyl)-2,4-dimethyl-6-(trifluoromethyl)isoquinoline-1,3(2H,4H)-dione, C14H12F5NO2
  30. Crystal structure of dibromido-(1-methyl-1H-imidazole-κ1N)-(3-(3-methyl-1H-imidazol-3-ium-1-yl)propanoato-κ1O)zinc(II), C11H16Br2N4O2Zn
  31. The crystal structure of 1,1′-(((2 (dimethylamino)ethyl)azanediyl)bis(methylene)) bis(naphthalen-2-olato-κ4 N,N′,O,O′)-(pyridine-2,6-dicarboxylato-N,O,O′)- titanium(IV) ─ dichloromethane (2/1), C33H29N3O6Ti
  32. The layered crystal structure of bis(theophyllinium) hexachloridostannate (IV), C14H18N8O8SnCl6
  33. The crystal structre of 3-(1-ethenyl-1H-imidazol-3-ium-3-yl)propane-1-sulfonate, C8H12N2O3S
  34. Synthesis and crystal structure of di-tert-butyl 1″-acetyl-2,2″,9′-trioxo-4a′,9a′-dihydro-1′H,3′H,9′H-dispiro[indoline-3,2′-xanthene-4′,3″-indoline]-1,3′-dicarboxylate, C39H38N2O9
  35. The crystal structure of 4-chloro-2-(quinolin-8-yl)isoindoline-1,3-dione, C17H9ClN2O2
  36. The crystal structure of 1-fluoro-4-(p-tolylethynyl)benzene, C15H11F
  37. The crystal structure of bis[4-bromo-2-(1H-pyrazol-3-yl) phenolato-κ2N,O] copper(II), C18H12Br2CuN4O2
  38. The crystal structure of poly[(μ 3-imidazolato-κ 3 N:N:N′)(tetrahydrofuran- κ 1 O)lithium(I)], C7H11LiN2O
  39. Crystal structure of N′,N′′′-((1E,1′E)-(propane-2,2-diylbis(1H-pyrrole-5,2diyl))bis(methaneylylidene))di(nicotinohydrazide) pentahydrate, C25H24N8O2·5H2O
  40. Crystal structure of 3-(2-ethoxy-2-oxoethyl)-1-ethyl-1H-imidazol-3-ium hexafluoridophos-phate(V), C9H15F6N2O2P
  41. Crystal structure of (1,10-phenanthroline-κ2N,N′)-bis(3-thiophenecarboxylato-κ2O,O′)copper(II), C22H14N2O4S2Cu
  42. The crystal structure of 2-amino-3-carboxypyridin-1-ium iodide hemihydrate, C6H8IN2O2.5
  43. Crystal structure of (E)-7-methoxy-2-((6-methoxypyridin-2-yl)methylene)-tetralone, C18H17NO3
  44. The crystal structure of [μ-hydroxido-bis[(5,5′-dimethyl-2,2′-bipyridine-κ2N,N′)-tricarbonylrhenium(I)] bromide hemihydrate, C30H26N4O9Re2Br
  45. The crystal structure of 2,5-bis(3,5-dimethylphenyl)thiazolo[5,4-d]thiazole, C20H18N2S2
  46. The crystal structure of 5-benzoyl-1-[(E)-(4-fluorobenzylidene)amino]-4-phenylpyrimidin-2(1H)-one, C24H16FN3O2
  47. Crystal structure of monocarbonyl(N-nitroso-N-oxido-phenylamine-κ 2 O,O′)(tricyclohexylphosphine-κP)rhodium(I), C25H39N2O3PRh
  48. Crystal structure of poly[bis[μ3-1,3,5-tris[(1H-imidazol-1-yl)methyl]benzene-κ3N:N′:N″]nickel(II)] hexafluorosilicate, C36H36N12NiSiF6
  49. The crystal structure of 13-(pyrazole-1-yl-4-carbonitrile)-matrine, C19H25N5O
  50. Crystal structure of 3,5-bis((E)-4-methoxy-2-(trifluoromethyl)benzylidene)-1-methylpiperidin-4-one, C24H21F6NO3
  51. The crystal structure of N,N′-(Disulfanediyldi-2,1-phenylene)di(6′-methylpyridine)-2-carboxamide, C26H22N4O2S2
  52. Crystal structure of (E)-7-fluoro-2-(4-methoxy-2-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C19H14F4O2
  53. Crystal structure of ethyl 1-(4-fluorophenyl)-4-phenyl-1H-pyrrole-3-carboxylate, C19H16FNO2
  54. The crystal structure of cis-diaqua-bis (N-butyl-N-(pyridin-2-yl)pyridin-2-amine-κ2N,N′)cobalt(II)] dichloride trihydrate, C28H44Cl2N6O5Co
  55. Crystal structure of (E)-7-methoxy-2-((6-methoxypyridin-3-yl)methylene)-3,4-dihydronaphthalen-1(2H)-one, C18H17NO3
  56. Crystal structure of (E)-2-((3-fluoropyridin-4-yl)methylene)-7-methoxy-3,4-dihydronaphthalen-1(2H)-one, C17H14FNO2
  57. The crystal structure of 6-bromohexanoic acid, C6H11BrO2
  58. The crystal structure of 4-chloro-thiophenol, C6H5ClS
  59. The crystal structure of 4-bromobenzyl chloride, C7H6BrCl
  60. The crystal structure of di-tert-butyl dicarbonate, C10H18O5
  61. The crystal structure of (2-(4-chlorophenyl)-5-methyl-1,3-dioxan-5-yl)methanol, C12H15ClO3
  62. The crystal structure of the co-crystal: 2-hydroxybenzoic acid – N′-(butan-2-ylidene)pyridine-4-carbohydrazide, C10H13N3O·C7H6O3
  63. Crystal structure and anti-inflammatory activity of (E)-7-fluoro-2-((5-methoxypyridin-3-yl)methylene)-3,4-dihydronaphthalen-1(2H)-one, C17H14FNO2
  64. Crystal structure of (E)-7-fluoro-2-((6-methoxypyridin-3-yl)methylene)-3,4-dihydronaphthalen-1(2H)-one, C17H14FNO2
  65. Crystal structure of 1,1′-(butane-1,4-diyl)bis(3-propyl-1H-imidazol-3-ium) bis(hexafluoridophosphate), C32H56F24N8P4
  66. The crystal structure of dichlorido-bis(3-methyl-3-imidazolium-1-ylpropionato-κ2)-cadmium(II), C14H20CdCl2N4O4
  67. Crystal structure of 1-(2-cyanobenzyl)-3-cyano-4-phenyl-4-(2-cyanobenzyl)-1,4-dihydropyridine monohydrate, C56H42N8O
  68. The crystal structure of 3-(carboxymethyl)-1-ethenyl-1H-imidazol-3-ium chloride, C7H9N2O2Cl
  69. The crystal structure of adamantylmethoxydiphenylsilane, C23H28OSi
  70. Redetermination of the crystal structure of (2E,4Z,13E,15Z)-3,5,14,16-tetramethyl-2,6,13,17-tetraazatricyclo[16.4.0.07,12]docosa-1(22),2,4,7,9,11,13,15,18,20-decaene, C22H24N4
  71. Crystal structure of (E)-7-hydroxy-2-((6-methoxypyridin-2-yl)methylene)-3,4-dihydronaphthalen-1(2H)-one, C17H15NO3
  72. Crystal structure of catena-poly[diaqua-bis(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2 N:N′)cobalt(II)] dinitrate, C18H28N10O8Co
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