Home Crystal structure of (E)-1-(benzo[d]thiazol-2-yl)-N-(4,5-dihydropyren-2-yl)methanimine, C24H16N2S
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Crystal structure of (E)-1-(benzo[d]thiazol-2-yl)-N-(4,5-dihydropyren-2-yl)methanimine, C24H16N2S

  • Lingyi Shen , Qianjin Gong , Na Xu , Xiaoling Xu , Mengna Jiang , Jiang Zhao , Ya-Li Huang EMAIL logo , Zhi-Yong Wang and Qi-Long Zhang ORCID logo EMAIL logo
Published/Copyright: October 31, 2023
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 238 Issue 6

Abstract

C24H16N2S, monoclinic, P21 /n (no. 14), a = 18.443(2) Å, b = 4.0161(6) Å, c = 23.396(4) Å, β = 99.246(6)°, V = 1710.4(4) Å3, Z = 4, R gt(F) = 0.0589, wR ref(F 2) = 0.1173, T = 273.15 K.

CCDC no.: 2301093

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: 0.28 × 0.18 × 0.16 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.20 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω
θ max, completeness: 25.0°, 98 %
N(hkl)measured, N(hkl)unique, R int: 7172, 2959, 0.038
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 2384
N(param)refined: 244
Programs: SHELX [1, 2], Olex2 [3], Diamond [4]
Table 2:

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

Atom x y z U iso*/U eq
C1 0.53512 (15) 0.7768 (7) 0.61409 (12) 0.0415 (7)
H1 0.5175 0.8800 0.5790 0.050*
C2 0.49878 (14) 0.8341 (7) 0.66366 (11) 0.0359 (6)
C3 0.41432 (13) 0.9889 (6) 0.71431 (11) 0.0347 (6)
C4 0.34881 (14) 1.1250 (7) 0.72654 (13) 0.0447 (7)
H4 0.3156 1.2238 0.6973 0.054*
C5 0.33389 (15) 1.1117 (7) 0.78186 (14) 0.0471 (8)
H5 0.2906 1.2040 0.7902 0.057*
C6 0.38256 (16) 0.9622 (7) 0.82551 (13) 0.0474 (8)
H6 0.3711 0.9538 0.8628 0.057*
C7 0.44727 (15) 0.8263 (7) 0.81505 (12) 0.0427 (7)
H7 0.4798 0.7276 0.8447 0.051*
C8 0.46294 (13) 0.8399 (6) 0.75885 (11) 0.0345 (6)
C9 0.62540 (13) 0.5174 (6) 0.56995 (11) 0.0321 (6)
C10 0.59794 (14) 0.6126 (7) 0.51295 (11) 0.0388 (7)
H10 0.5541 0.7310 0.5055 0.047*
C11 0.63429 (14) 0.5351 (7) 0.46796 (11) 0.0396 (7)
H11 0.6147 0.6017 0.4306 0.048*
C12 0.70001 (14) 0.3584 (6) 0.47728 (11) 0.0347 (6)
C13 0.72933 (13) 0.2585 (6) 0.53466 (10) 0.0297 (6)
C14 0.69165 (13) 0.3371 (6) 0.58144 (10) 0.0319 (6)
C15 0.72276 (14) 0.2275 (7) 0.63840 (11) 0.0372 (7)
H15 0.6983 0.2736 0.6693 0.045*
C16 0.78673 (14) 0.0590 (7) 0.64816 (12) 0.0404 (7)
H16 0.8052 −0.0097 0.6856 0.048*
C17 0.82707 (14) −0.0171 (6) 0.60247 (12) 0.0357 (6)
C18 0.79745 (13) 0.0835 (6) 0.54536 (11) 0.0326 (6)
C19 0.89386 (15) −0.1870 (7) 0.61143 (13) 0.0459 (7)
H19 0.9134 −0.2585 0.6485 0.055*
C20 0.93122 (16) −0.2503 (8) 0.56618 (15) 0.0532 (8)
H20 0.9763 −0.3590 0.5732 0.064*
C21 0.90270 (16) −0.1548 (8) 0.51064 (14) 0.0504 (8)
H21 0.9288 −0.1994 0.4806 0.061*
C22 0.83527 (15) 0.0080 (7) 0.49885 (12) 0.0399 (7)
C23 0.80299 (16) 0.1053 (7) 0.44152 (13) 0.0464 (8)
H23 0.8269 0.0535 0.4106 0.056*
C24 0.73885 (16) 0.2700 (7) 0.43149 (12) 0.0431 (7)
H24 0.7192 0.3280 0.3937 0.052*
N1 0.59052 (11) 0.5881 (6) 0.61799 (9) 0.0368 (5)
N2 0.43606 (12) 0.9846 (6) 0.66046 (10) 0.0412 (6)
S1 0.53840 (4) 0.68841 (19) 0.73166 (3) 0.0401 (2)

1 Source of materials

Under nitrogen protection, 1-aminopyrene (0.44 g, 2 mmol) and benzothiophen-2-formaldehyde (0.33 g, 2 mmol) were added to 100 mL round-bottomed flask, 50 mL anhydrous dichloromethane was added, and the mixture was stirred at 55 °C for 72 h. After the reaction, the reaction liquid was cooled to room temperature, the reaction liquid was filtered under reduced pressure, the solid was washed with anhydrous ethanol for three times, and the vacuum drying was performed. The target product (E)-1-(benzo[d]thiazol-2-yl)-N-(4,5-dihydropyren-2-yl) methanimine was obtained as 0.51 g of an orange powder with a yield of 70.8 %. The resulting product is dissolved in a mixture of dichloromethane and ethanol, left at room temperature, to grow orange crystals after a few days.

2 Experimental details

SADABS [1] was applied for absorption correction and the structure was solved and refined to convergence using the SHELXL-2014 [2] and OLEX2 programs [3]. All hydrogen atoms were positioned geometrically, with the d(C–H) = 0.97–0.99 Å, U iso(H) = 1.2 times U eq(C) and U iso(H) = 1.5 times U eq(O).

3 Comment

In recent years, a series of novel photosensitizers (PSs) with aggregation-induced emission (AIE) characteristics have attracted wide attention in the field of phototherapy [5], [6], [7], but its development remains a big challenge. Especially, planar AIE molecules, which are in the polymeric or solid state, excited-state double-bond reorganization (ESDBR) [8] is restricted, which enables dense emission of planar photons, and this class of molecules can produce type I ROS very well [9], which provides a new idea for the development of new photosensitizers. Here, we report the crystal structure of (E)-1-(benzo[d]thiazol-2-yl)-N-(4,5-dihydropyren-2-yl)methanimine. The whole molecule is a planar molecule, forming a large conjugated system. But the molecules arrange interleaved. The π–π packing (π–π distance is 4.016 Å) is reduced, the molecular orbital overlap between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) is reduced, and the occurrence of aggregation-caused quenching (ACQ) effect is reduced. As the crystal structure, the bond length of C1–N1 is 1.264(3) Å, which shows a typical C–N double bond, and pyrene group is the electron donor, and thiazole ring is the electron acceptor, forming a D–π–A structure molecule, which is a typical molecular structure characteristic of AIE. Therefore it will provide a good new design strategy for the development of planar AIE photosensitizer molecules.

Corresponding authors: Ya-Li Huang and Qi-Long Zhang, School of Basic Medical Science, Guizhou Medical University, Guiyang, 550025, People’s Republic of China, E-mail: (Y.-L. Huang), (Q.-L. Zhang)

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

  2. Research funding: This work was supported by the Science and Technology Foundation of Guizhou Province (grant number ZK[2022]395 19NSP042, 26222030209, [2019]2792), the Provincial General Project of University Student Innovation and Entrepreneurship Fund, China (No. S202110660050).

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

References

1. Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. Comparison of silver and molybdenum microfocus X-ray sources for single-crystal structure determination. J. Appl. Crystallogr. 2015, 48, 3–10; https://doi.org/10.1107/s1600576714022985.Search in Google Scholar

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

3. 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

4. Brandenburg, K. DIAMOND. Visual Crystal Structure Information System. Ver. 4.0; Crystal Impact: Bonn, Germany, 2015.Search in Google Scholar

5. Hu, F., Xu, S., Liu, B. Photosensitizers with aggregation – induced emission: materials and biomedical applications. Adv. Mater. 2018, 30, 1801350; https://doi.org/10.1002/adma.201801350.Search in Google Scholar PubMed

6. Qi, J., Ou, H., Liu, Q., Ding, D. Gathering brings strength: how organic aggregates boost disease phototheranostics. Aggregate 2021, 2, 95–113; https://doi.org/10.1002/agt2.25.Search in Google Scholar

7. Liu, S., Feng, G., Tang, B. Z., Liu, B. Recent advances of AIE light-up probes for photodynamic therapy. Chem. Sci. 2021, 12, 6488–6506; https://doi.org/10.1039/d1sc00045d.Search in Google Scholar PubMed PubMed Central

8. Ni, J. S., Liu, H., Liu, J., Jiang, M., Zhao, Z., Chen, Y., Kwok, R. T. K., Lam, J. W. Y., Peng, Q., Tang, B. Z. The unusual aggregation-induced emission of coplanar organoboron isomers and their lipid droplet-specific applications. Mater. Chem. Front. 2018, 2, 1498–1507; https://doi.org/10.1039/c8qm00184g.Search in Google Scholar

9. Ni, J. S., Min, T., Li, Y., Zha, M., Zhang, P., Ho, C. L., Li, K. Planar AIEgens with enhanced solid-state luminescence and ROS-generation for multidrug-resistant bacteria treatment. Ang. Chem. Int. Ed. 2020, 59, 10179–10185; https://doi.org/10.1002/anie.202001103.Search in Google Scholar PubMed

Received: 2023-09-14
Accepted: 2023-10-13
Published Online: 2023-10-31
Published in Print: 2023-12-15

© 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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  2. New Crystal Structures
  3. Crystal structure of bis(dimethylammonium) poly[(μ4-1,1′-(1,4-phenylenebis(methylene))bis(1H-pyrazole-3,5-dicarboxylato))-κ6O1, N2:O2:O3:O1′,N2′]nickel (II)], C22H26N6NiO8
  4. Hydrothermal synthesis and crystal structure of catena-poly[diaqua-bis(μ2-4-((pyridin-4-ylmethyl)amino)benzoato-κ2N:O)cobalt(II)] – 4,4′-bipyridine – water (1/2/2)
  5. Crystal structure of (2S,3S,4S,5S, Z)-2,3,5,6-tetrakis(benzyloxy)-4-hydroxyhexanal oxime, C34H37NO6
  6. The crystal structure of hexakis(3-thiophenecarboxylato-κ2O,O″)-bis(1,10-phenanthroline-κ2N,N′) trimanganese(II), C54H34N4O12S6Mn3
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  8. The crystal structure of poly[(μ3-1,3-phenylenedioxydiacetate-κ5O,O,O′,O″,O‴)-bis(4′-(4-(1H-imidazol-1-yl)phenyl)-4,2′:6′,4″-terpyridine-kN) cadmium(II)], C58H42CdN10O6
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  10. Crystal structure of poly[(μ-benzoato)-(μ-cis-4–hydroxy-D-proline)lithium], C12H14LiNO5
  11. The crystal structure of catena-poly[aqua-(4-iodopyridine-2,6-dicarboxylato-κ3N,O,O′)-copper(II)] monohydrate, C7H6NO6ICu
  12. The crystal structure of catena-[diaqua-(4-acetylphenoxyacetato-κ2O,O)-bis(4-acetylphenoxyacetato-κ3O,O:O)-dihydrate-lanthanum(III)]–4,4′-bipyridine (2/1), C35H35NO14La
  13. The crystal structure of catena-poly[(4-iodopyridine-2,6-dicarboxylato-κ4 O,N,O′,O′′)(4-imidazol-1-yl-pyridine-κN)copper(II)], C15H9N4O4ICu
  14. Crystal structure of polybis(μ 4-3,5-dicarboxylatopyrazol-1-yl)-bis(N,N-dimethylformamide)tri-copper(II)–acetonitrile (1/2), C20H22Cu3N8O10
  15. Crystal structure of poly[(μ2-5-hydroxy-isophthalato-κ4O,O′:O″,O‴)-(μ2-1,5-bis(imidazol-2-methyl)pentane-κ2N:N′)cadmium(II)], C21H24CdN4O5
  16. The crystal structure of poly[bis(μ2-1,4-bi(1-imidazolyl)benzene-κ2N:N′)bis(μ2-4,4′-methylenebis(3-hydroxy-2-naphthoate)-κ2O:O′)cobalt(II)], C35H24CoN4O6
  17. The crystal structure of a cobalt-vanadium-oxido hydrate
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  25. Crystal structure of ethyl 2-((2,6-dichloro-4-(cyanomethyl)phenyl) amino)benzoate, C17H14Cl2N2O2
  26. Synthesis and crystal structure of 2-(3-oxo-3-phenylpropyl)isoindoline-1,3-dione, C17H13NO3
  27. The crystal structure of bis(acetonitrile-κ1N)tetrakis(μ2-2,6-difluorobenzoato-κ2O:O′)rhodium(II) (Rh–Rh), C32H18F8O8N2Rh2
  28. The crystal structure of a new polymorph of 6-hydroxy-2-naphthoic acid, C11H8O3
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https://doi.org/10.1515/ncrs-2023-0408
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of bis(dimethylammonium) poly[(μ4-1,1′-(1,4-phenylenebis(methylene))bis(1H-pyrazole-3,5-dicarboxylato))-κ6O1, N2:O2:O3:O1′,N2′]nickel (II)], C22H26N6NiO8
  4. Hydrothermal synthesis and crystal structure of catena-poly[diaqua-bis(μ2-4-((pyridin-4-ylmethyl)amino)benzoato-κ2N:O)cobalt(II)] – 4,4′-bipyridine – water (1/2/2)
  5. Crystal structure of (2S,3S,4S,5S, Z)-2,3,5,6-tetrakis(benzyloxy)-4-hydroxyhexanal oxime, C34H37NO6
  6. The crystal structure of hexakis(3-thiophenecarboxylato-κ2O,O″)-bis(1,10-phenanthroline-κ2N,N′) trimanganese(II), C54H34N4O12S6Mn3
  7. Crystal structure of catena-poly[(μ2-1,4-di(pyridin-4-yl)benzene-κ2N:N′)-(4-bromobenzoate-κ2O:O′)-(μ-2-bromobenzoate-κ2O,O′)nickel(II)] – water (2/1), C30H21Br2N2NiO4.5
  8. The crystal structure of poly[(μ3-1,3-phenylenedioxydiacetate-κ5O,O,O′,O″,O‴)-bis(4′-(4-(1H-imidazol-1-yl)phenyl)-4,2′:6′,4″-terpyridine-kN) cadmium(II)], C58H42CdN10O6
  9. The crystal structure of 5-chloro-6′-methyl-3-(4-(methylsulfonyl)phenyl)-[2,3′-bipyridin]-1′-ium 4-methylbenzenesulfonate
  10. Crystal structure of poly[(μ-benzoato)-(μ-cis-4–hydroxy-D-proline)lithium], C12H14LiNO5
  11. The crystal structure of catena-poly[aqua-(4-iodopyridine-2,6-dicarboxylato-κ3N,O,O′)-copper(II)] monohydrate, C7H6NO6ICu
  12. The crystal structure of catena-[diaqua-(4-acetylphenoxyacetato-κ2O,O)-bis(4-acetylphenoxyacetato-κ3O,O:O)-dihydrate-lanthanum(III)]–4,4′-bipyridine (2/1), C35H35NO14La
  13. The crystal structure of catena-poly[(4-iodopyridine-2,6-dicarboxylato-κ4 O,N,O′,O′′)(4-imidazol-1-yl-pyridine-κN)copper(II)], C15H9N4O4ICu
  14. Crystal structure of polybis(μ 4-3,5-dicarboxylatopyrazol-1-yl)-bis(N,N-dimethylformamide)tri-copper(II)–acetonitrile (1/2), C20H22Cu3N8O10
  15. Crystal structure of poly[(μ2-5-hydroxy-isophthalato-κ4O,O′:O″,O‴)-(μ2-1,5-bis(imidazol-2-methyl)pentane-κ2N:N′)cadmium(II)], C21H24CdN4O5
  16. The crystal structure of poly[bis(μ2-1,4-bi(1-imidazolyl)benzene-κ2N:N′)bis(μ2-4,4′-methylenebis(3-hydroxy-2-naphthoate)-κ2O:O′)cobalt(II)], C35H24CoN4O6
  17. The crystal structure of a cobalt-vanadium-oxido hydrate
  18. The crystal structure of catena-poly[(μ 2-2H-1,2,3-triazole-4,5-dicarboxylato-κ 2 O, O′)-(μ 2-1,3-bis((1H-imidazol-1-yl)methyl)benzene-κ 2 N,N′) zinc(II)], C18H15N7O4Zn
  19. Crystal structure of poly[diaqua-(bis(m2-1,4-bis(imidazol-1-ylmethyl)benzene)-κ2N,N′-manganese] dichloride, C28H32MnN8O2Cl2
  20. The crystal structure of 9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino [3,2-a]isoquinolin-7-ium (E)-3-(4-nitrophenyl)acrylate pentahydrate, C29H34N2O13
  21. Crystal structure of poly[(μ6-ammoniotris(methylene))tris(hydrogen phosphonato)cadmium(II)], C3H10CdNO9P3
  22. Crystal structure of Zn2[(1,1′-(hexane-1,6-diyl)bis(3-(pyridin-3-yl)urea))·(H2O)2·(DMF)2·(SO4)2], C24H50N8O18S2Zn2
  23. The crystal structure of 2-anilino-1,4-naphthoquinone, C10H11NO2
  24. Crystal structure of (E)-2-(2-(4-(diethylamino)styryl)-1-ethyl-1,4-dihydroquinolin-4-yl) malononitrile, C26H26N4
  25. Crystal structure of ethyl 2-((2,6-dichloro-4-(cyanomethyl)phenyl) amino)benzoate, C17H14Cl2N2O2
  26. Synthesis and crystal structure of 2-(3-oxo-3-phenylpropyl)isoindoline-1,3-dione, C17H13NO3
  27. The crystal structure of bis(acetonitrile-κ1N)tetrakis(μ2-2,6-difluorobenzoato-κ2O:O′)rhodium(II) (Rh–Rh), C32H18F8O8N2Rh2
  28. The crystal structure of a new polymorph of 6-hydroxy-2-naphthoic acid, C11H8O3
  29. The crystal structure of [(8-carboxymethoxy-quinoline-2-carboxylate-κ4N,O,O,O)-2,2′-bipyridine-κ2N-copper(II)] tetrahydrate, C22H23N3O9Cu
  30. The crystal structure of ethyl 4-hydroxy-2-(4-methoxyphenyl)-5-oxo-1-(2-oxo-2H-chromen-6-yl)-2,5-dihydro-1H-pyrrole-3-carboxylate, C23H19NO7
  31. Crystal structure of 7-hydroxy-3,4-dihydronaphthalen-1(2H)-one, C10H10O2
  32. Crystal structure of bis(tetrapropylammonium) dodecacarbonyltetratelluridotetraferrate(2-), (Pr4N)2[Fe4Te4(CO)12]
  33. The crystal structure of poly[bis(μ2−3−aminopyridine−4−carboxylato−κ2N:O)Zinc(II)], [Zn(C6H5N2O2)2] n
  34. The crystal structure of methyl 5-nitro-2-(tosyloxy)benzoate, C15H13NO7S
  35. The crystal structure of 18-crown-6 ― tetraaqua-dichlorido-di-μ2-chloridodicopper(II) (2/1), C12H32O10Cu2Cl4
  36. Crystal structure of 6,6a,7,8,9,10-hexahydro-5H-pyrazino [2,3-e]pyrido[1,2-a]pyrazine, C10H14N4
  37. Crystal structure of catena-poly-{diaqua-bis[μ-(((4-chlorophenyl)sulfonyl)glycinato-κO)](μ2-4, 4′-bipyridine-κ2N:N′)cobalt(II)} dihydrate, C26H30Cl2CoN4O12S2
  38. Crystal structure of bis{N′-[1,3-diphenylprop-2-en-1-ylidene]-N-phenylcarbamohydrazonothioato}zinc(II), C44H36N6S2Zn
  39. Crystal structure of tetraaqua-bis(((4-chlorophenyl)sulfonyl)glycinato-κO)cobalt(II) dihydrate, C16H26Cl2CoN2O14S2
  40. Crystal structure of 2-(5-phenyl-1-(quinolin-2-yl)-4,5-dihydro-1H-pyrazol-3-yl)phenol, C24H19N3O
  41. Crystal structure of 2-((2-fluoro-4-(trifluoromethyl)phenyl)(hydroxy)methyl)-7-methoxy-3,4-dihydronaphthalen-1((2H))-one, C19H16F4O3
  42. Crystal structure of 2-amino-4-(2-fluoro-3-(trifluoromethyl)phenyl)-9-methoxy-1,4,5,6-tetrahydrobenzo[h]quinazolin-3-ium chloride, C20H18ClF4N3O
  43. Crystal structure of (2-phenylimino methylquinoline-κ 2 N,N′)-bis(1–phenylpyrazole-κ 2 C,N)-iridium(III) hexafluorophosphate, C34H26F6IrN6P
  44. Crystal structure of (3-hydroxy-4-methoxyphenyl)(pyrrolidin-1-yl)methanone, C12H15NO3
  45. The crystal structure of bis(trimethylsulfoxonium) catena-poly[µ2-hexabromido-indium(III)sodium(I)] C6H18O2S2NaInBr6
  46. Crystal structure of N-cyclopropyl-3-hydroxy-4-methoxybenzamide, C11H13NO3
  47. The crystal structure of (bis(benzimidazol-2-yl-methyl)amine-κ3N,N′,N″ )-(dihydrogen L-malate-κ2O,O ′)copper(II) perchlorate dihydrate, CuC20H24ClN5O12
  48. Crystal structure of (1E,1′E)-4,4′-(9,9-diethyl-9H-fluorene-2,7-diyl)dibenzaldehyde dioxime, C31H28N2O2
  49. Crystal structure of diethyl 1,9-bis(4-fluorophenyl)-4,6-diphenylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta [b]pyridine-3,7(2H)-dicarboxylate, C40H36F2N2O4
  50. Crystal structure of bis(benzene-1 carboxylato-O 3,5-carboxyl-κ1O)-[(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)nickel(II) ─ benzene-1,3,5-tricarboxylic acid ─ water (1/2/4), C52H66N4NiO28
  51. Crystal structure of 1,4-dibromo-2,5-bis(2-methoxyethoxy)benzene-1,4-diol, C12H16Br2O4
  52. Crystal structure of dicarbonyl[N,N′-(1,2-dimethyl-1,2-ethanediylidene)bis[2,6-bis(1-methylethyl)benzenamine]-N,N′]nickel(0), C30H40N2NiO2
  53. Crystal structure of 1,4-dibromo-2,5-bis(prop-2-yn-1-yloxy)benzene, C12H8Br2O2
  54. Crystal structure of O-(3-(benzo[d]thiazol-2-yl)naphthalen-2-yl) O-phenyl carbonothioate, C24H15NO2S2
  55. The crystal structure of (E)-4-fluoro-N′-(1-(4-hydroxyphenyl)propylidene)benzohydrazide, C16H15FN2O2
  56. Crystal structure of (E)-1-(benzo[d]thiazol-2-yl)-N-(4,5-dihydropyren-2-yl)methanimine, C24H16N2S
  57. Crystal structure of 3-((4-bromophenyl)thio)-1H-indole, C14H10BrNS
  58. Synthesis and crystal structure of 1-((7-hydroxy-3-(4-hydroxy-3-nitrophenyl)-4-oxo-4H-chromen-8-yl)methyl)piperidin-1-ium-4-carboxylate monohydrate, C22H22N2O9
  59. Synthesis and crystal structure of (3E,5S,10S,13S,14S,17Z)-17-ethylidene-10,13-dimethylhexadecahydro-3H-cyclopenta[α]phenanthren-3-one O-(methacryloyl) oxime, C50H74N2O4
  60. Crystal structure of the hydrogen storage active phase La12Mg46LiMn
  61. The crystal structure of the salt: 4-((1,3-dioxoisoindolin-2-yl)carbamoyl)pyridine-1-ium 2-carboxybenzoate, C14H10N3O3·C8H5O4
  62. Crystal structure of (2-(2-pyridine)-benzimidazole-κ2 N,N′)-bis(1-phenylpyrazole-κ2 C,N)iridium(III) hexafluorophosphate, C30H22F6IrN7P
  63. Crystal structure of dichlorido-bis[2-(2,4-difluorophenyl)pyridine-κ1N]platinum(II), C22H14Cl2F4N2Pt
  64. Crystal structure of (5R,8R,9R,10R,12R,13R,14R, 17S,17Z)-2-((3-fluoropyridin-4-yl)methylene)-12-hydroxy-4,4,8,10,14-pentamethyl-17-((R)-2,6,6-trimethyltetrahydro-2H-pyran-2-yl)hexadecahydro-3H-cyclopenta[a]phenanthren-3-one, C36H52FNO3
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