Home The crystal structure of ethyl (E)-1-chloro-3-(4-chloro-1-methyl-1H-indole-2-carbonyl)-4-oxo-2-phenylcyclooct-2-ene-1-carboxylate, C27H25Cl2NO4
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The crystal structure of ethyl (E)-1-chloro-3-(4-chloro-1-methyl-1H-indole-2-carbonyl)-4-oxo-2-phenylcyclooct-2-ene-1-carboxylate, C27H25Cl2NO4

  • Mengdan Wang ORCID logo EMAIL logo , Bingli Pan , Weiwei Lu , Fengmin Wu and Jun-Ying Ma EMAIL logo
Published/Copyright: January 4, 2024
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 239 Issue 2

Abstract

C27H25Cl2NO4, monoclinic, P21/n (no. 14), a = 18.9834(7) Å, b = 8.5683(3) Å, c = 30.4308(12) Å, β = 93.832(1)°, V = 4938.7(3) Å3, Z = 8, R gt (F) = 0.0655, wR ref (F2) = 0.2089, T = 296(2) K.

CCDC no.: 2306965

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 prismatic
Size: 0.18 × 0.15 × 0.10 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.30 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω
θmax, completeness: 26.0°, 99 %
N(hkl)measured, N(hkl)unique, Rint: 26,914, 9655, 0.064
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 5920
N(param)refined: 637
Programs: Olex2 [1], SHELX [2, 3]
Table 2:

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

Atom x y z Uiso*/Ueq
Cl1 0.13983 (5) 0.99910 (16) 0.66821 (4) 0.1007 (4)
Cl2 0.56328 (5) 1.03236 (14) 0.74281 (3) 0.0862 (4)
Cl3 0.72987 (7) 0.61476 (18) 0.42226 (4) 0.1129 (5)
Cl4 0.74326 (7) 0.67893 (17) 0.68892 (4) 0.1208 (5)
N1 0.32289 (14) 0.8331 (3) 0.56943 (8) 0.0608 (7)
N2 0.92637 (13) 0.3500 (3) 0.50700 (9) 0.0600 (7)
O1 0.44818 (13) 0.6642 (3) 0.60650 (8) 0.0720 (7)
O2 0.36179 (14) 0.5753 (3) 0.70834 (10) 0.0947 (9)
O3 0.44180 (16) 1.1918 (3) 0.77244 (9) 0.0894 (8)
O4 0.35948 (13) 1.0254 (3) 0.74623 (10) 0.0832 (8)
O5 0.92298 (12) 0.3065 (3) 0.60251 (8) 0.0725 (7)
O6 0.73306 (14) 0.1929 (3) 0.56971 (9) 0.0842 (8)
O7 0.66221 (18) 0.8192 (4) 0.61804 (17) 0.1497 (17)
O8 0.66906 (17) 0.6289 (5) 0.56847 (13) 0.1171 (11)
C1 0.25735 (17) 0.9024 (4) 0.56700 (11) 0.0608 (8)
C2 0.2159 (2) 0.9537 (5) 0.53050 (12) 0.0841 (12)
H2 0.230486 0.942438 0.502110 0.101*
C3 0.1525 (2) 1.0218 (6) 0.53812 (14) 0.0934 (14)
H3 0.124111 1.058612 0.514255 0.112*
C4 0.12911 (19) 1.0378 (5) 0.58018 (13) 0.0825 (11)
H4 0.085755 1.084524 0.584055 0.099*
C5 0.16962 (17) 0.9850 (4) 0.61578 (12) 0.0651 (9)
C6 0.23608 (16) 0.9184 (4) 0.61025 (10) 0.0557 (8)
C7 0.29169 (15) 0.8620 (4) 0.63871 (10) 0.0538 (7)
H7 0.292684 0.859388 0.669302 0.065*
C8 0.34404 (15) 0.8116 (3) 0.61341 (10) 0.0513 (7)
C9 0.3637 (2) 0.8033 (7) 0.53197 (13) 0.1068 (16)
H9A 0.405133 0.867981 0.533790 0.160*
H9B 0.335742 0.826643 0.505344 0.160*
H9C 0.377520 0.695523 0.531879 0.160*
C10 0.41089 (15) 0.7415 (3) 0.62926 (10) 0.0522 (7)
C11 0.43230 (13) 0.7657 (3) 0.67776 (9) 0.0468 (7)
C12 0.42121 (17) 0.6187 (4) 0.70393 (11) 0.0597 (8)
C13 0.4844 (2) 0.5237 (4) 0.71808 (14) 0.0764 (10)
H13A 0.498240 0.464358 0.692915 0.092*
H13B 0.470970 0.449515 0.740082 0.092*
C14 0.54815 (18) 0.6132 (5) 0.73685 (13) 0.0774 (10)
H14A 0.562513 0.686926 0.714985 0.093*
H14B 0.586844 0.540789 0.743026 0.093*
C15 0.5343 (2) 0.7007 (5) 0.77864 (13) 0.0843 (11)
H15A 0.577277 0.754804 0.788745 0.101*
H15B 0.524133 0.625082 0.801065 0.101*
C16 0.47443 (19) 0.8189 (4) 0.77495 (10) 0.0647 (9)
H16A 0.472840 0.870263 0.803274 0.078*
H16B 0.430577 0.761609 0.769871 0.078*
C17 0.47587 (16) 0.9466 (4) 0.73949 (10) 0.0557 (8)
C18 0.45719 (14) 0.9030 (3) 0.69149 (9) 0.0458 (6)
C19 0.46894 (15) 1.0286 (3) 0.65842 (9) 0.0499 (7)
C20 0.52654 (19) 1.0166 (4) 0.63301 (12) 0.0709 (10)
H20 0.556096 0.930222 0.636244 0.085*
C21 0.5407 (2) 1.1311 (5) 0.60295 (14) 0.0893 (12)
H21 0.579609 1.121406 0.586167 0.107*
C22 0.4979 (3) 1.2581 (5) 0.59776 (13) 0.0889 (13)
H22 0.507725 1.335801 0.577746 0.107*
C23 0.4401 (2) 1.2705 (4) 0.62228 (14) 0.0799 (11)
H23 0.410327 1.356377 0.618364 0.096*
C24 0.42535 (18) 1.1577 (4) 0.65265 (11) 0.0636 (8)
H24 0.386219 1.168181 0.669234 0.076*
C25 0.42448 (19) 1.0730 (4) 0.75449 (11) 0.0617 (8)
C26 0.3028 (3) 1.1203 (6) 0.7631 (2) 0.1170 (18)
H26A 0.264467 1.052851 0.770732 0.140*
H26B 0.320554 1.174335 0.789576 0.140*
C27 0.2767 (3) 1.2327 (6) 0.7308 (2) 0.1231 (19)
H27A 0.312314 1.310109 0.726903 0.185*
H27B 0.235211 1.282072 0.740672 0.185*
H27C 0.265205 1.180804 0.703292 0.185*
C28 0.90705 (17) 0.3950 (4) 0.46461 (11) 0.0615 (8)
C29 0.9439 (2) 0.3793 (5) 0.42650 (13) 0.0875 (12)
H29 0.987704 0.330515 0.427086 0.105*
C30 0.9127 (3) 0.4388 (6) 0.38857 (14) 0.1040 (15)
H30 0.936015 0.430085 0.362777 0.125*
C31 0.8480 (3) 0.5110 (6) 0.38690 (13) 0.0991 (14)
H31 0.828870 0.550938 0.360292 0.119*
C32 0.8111 (2) 0.5252 (5) 0.42406 (12) 0.0770 (10)
C33 0.84058 (18) 0.4667 (4) 0.46427 (10) 0.0605 (8)
C34 0.81928 (16) 0.4601 (4) 0.50777 (10) 0.0578 (8)
H34 0.776847 0.497114 0.517306 0.069*
C35 0.87177 (15) 0.3901 (4) 0.53334 (10) 0.0537 (7)
C36 0.99038 (18) 0.2619 (5) 0.51948 (13) 0.0790 (11)
H36A 0.980129 0.152234 0.518264 0.119*
H36B 1.007193 0.289777 0.548894 0.119*
H36C 1.025931 0.285792 0.499509 0.119*
C37 0.87321 (16) 0.3605 (4) 0.58052 (10) 0.0521 (7)
C38 0.80456 (15) 0.3918 (4) 0.60193 (9) 0.0515 (7)
C39 0.76223 (18) 0.2432 (4) 0.60341 (11) 0.0627 (8)
C40 0.7642 (2) 0.1554 (5) 0.64586 (12) 0.0813 (11)
H40A 0.808187 0.097665 0.649131 0.098*
H40B 0.726008 0.079914 0.644256 0.098*
C41 0.7579 (2) 0.2554 (5) 0.68672 (12) 0.0902 (12)
H41A 0.764025 0.189543 0.712622 0.108*
H41B 0.795560 0.332083 0.688323 0.108*
C42 0.6882 (3) 0.3385 (6) 0.68722 (16) 0.1103 (16)
H42A 0.688501 0.401022 0.713799 0.132*
H42B 0.651337 0.260690 0.688950 0.132*
C43 0.6684 (2) 0.4459 (5) 0.64730 (16) 0.0922 (13)
H43A 0.662194 0.380936 0.621221 0.111*
H43B 0.623200 0.493808 0.651800 0.111*
C44 0.72069 (18) 0.5754 (5) 0.63799 (12) 0.0708 (10)
C45 0.78974 (15) 0.5326 (4) 0.61715 (10) 0.0541 (7)
C46 0.84065 (15) 0.6652 (4) 0.61438 (10) 0.0525 (7)
C47 0.89713 (17) 0.6772 (4) 0.64509 (10) 0.0609 (8)
H47 0.904913 0.598641 0.665950 0.073*
C48 0.94255 (18) 0.8038 (4) 0.64549 (12) 0.0695 (9)
H48 0.980329 0.809723 0.666519 0.083*
C49 0.93187 (18) 0.9195 (4) 0.61510 (11) 0.0645 (9)
H49 0.961561 1.005952 0.615876 0.077*
C50 0.87774 (19) 0.9087 (4) 0.58359 (11) 0.0653 (9)
H50 0.871446 0.986461 0.562379 0.078*
C51 0.83196 (17) 0.7827 (4) 0.58285 (11) 0.0608 (8)
H51 0.795154 0.776564 0.561162 0.073*
C52 0.6812 (2) 0.6927 (6) 0.6078 (2) 0.0969 (14)
C53a 0.6371 (6) 0.728 (2) 0.5324 (4) 0.172 (4)
H53Aa 0.637204 0.836286 0.541588 0.206*
H53Ba 0.664249 0.719288 0.506631 0.206*
C54a 0.5664 (5) 0.6772 (17) 0.5220 (4) 0.176 (4)
H54Aa 0.566955 0.574121 0.509652 0.265*
H54Ba 0.543614 0.747510 0.500972 0.265*
H54Ca 0.541156 0.675927 0.548254 0.265*
C53′b 0.6058 (8) 0.691 (3) 0.5483 (6) 0.177 (4)
H53Cb 0.581798 0.758026 0.568152 0.212*
H53Db 0.573887 0.609251 0.537247 0.212*
C54′b 0.6342 (10) 0.776 (3) 0.5136 (6) 0.179 (4)
H54Db 0.671929 0.841770 0.525421 0.268*
H54Eb 0.597881 0.840121 0.499325 0.268*
H54Fb 0.651931 0.705256 0.492627 0.268*

  1. aOccupancy: 0.6, bOccupancy: 0.4.

1 Source of material

In a Schlenk tube 1-(4-chloro-1-methyl-1H-indol-2-yl)-3-phenylprop-2-yn-1-one (0.20 mmol, 58.8 mg), ethyl 2-oxocyclohexane-1-carboxylate (0.40 mmol, 68.1 mg, 63 μL), Cs2CO3 (0.4 mmol, 130.3 mg) and DMSO (2.0 mL) were stirred at 60 °C under N2. After 2 h, CuCl2 (26.9 mg, 0.2 mmol) and K2S2O8 (162.2 mg, 0.6 mmol) were added. After the completion of the addition, the reaction mixture was allowed to react at 100 °C for 2 h in air. The reaction mixture was cooled to room temperature and was treated with H2O, then extracted with EA and dried over anhydrous Na2SO4. After removal of the EA, the residue was purified by chromatography on basic silica gel (PE:EA = 5:1) to afford desired compound (yellow solid, 66.5 mg, 67 %). Single crystals were obtained by crystallization of the title compound from a mixture of dichloromethane (10 mL) and petroleum ether (2 mL).

2 Experimental details

Using Olex2 [1], the structure was solved with the SHELXT [2] structure solution program and refined with the SHELXL [3] refinement package.

3 Comment

Cyclooctanone and indole scaffold are widely present in many natural products and drug molecules [4], [5], [6], [7]. In this crystal structure, there is an indole ring, a cyclooctanone ring and a benzene ring. The indole ring in the structure is substituted with a chlorine atom at the 4-position. The bond length of Cl(1)–C(5) is 1.732 Å, which is similar to that reported [8]. There is also a Cl bond on the ring of cyclooctanone, and the bond length of Cl(2)–C(17) is 1.811, which is a typical. There are two ketone carbonyls and one ester carbonyl in this structure. The bond lengths of the three carbonyl groups are almost the same (1.219 Å, 1.203 Å and 1.191 Å) [9, 10].

The complete set of X-ray diffraction data for the title compound was deposited to the Cambridge Crystallographic Data Centre (CCDC entry no. 2306965).

Corresponding authors: Mengdan Wang, School of Chemistry and Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan 471003, P.R. China, E-mail: ; and Jun-Ying Ma, School of Chemistry and Chemical Engineering, Henan University of Science and Technology, Provincial and Ministerial Co-construction of Collaborative Innovation Center for Non-ferrous Metal New Materials and Advanced Processing Technology, Luoyang, Henan 471003, P.R. China, E-mail:

  1. Research funding: This work was supported by the Doctor Start-up Funds of Henan University of Science and Technology (No. 13480078).

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

References

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Received: 2023-11-16
Accepted: 2023-12-27
Published Online: 2024-01-04
Published in Print: 2024-04-25

© 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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  38. Crystal structure of 2-((2,6-dichloro-4-(3,5-dimethylisoxazol-4-yl)phenyl)amino)-N-(2-(4-methylpiperazin-1-yl)ethyl)benzamide hydrate, C25H37Cl2N5O6
  39. Crystal structure of 3-(benzo[d]thiazol-2-yl)-5-bromo-2-hydroxybenzaldehyde, C14H8BrNO2S
  40. Crystal structure of 3-(difluoromethyl)-1-methyl-N-(pyridin-2-yl)-1H-pyrazole-4-carboxamide, C11H10F2N4O
  41. Crystal structure of 3-(2-ethoxy-2-oxoethyl)-1-isopropyl-1H-imidazol-3-ium hexafluoridophosphate(V), C20H34F12N4P2
  42. Crystal structure of ethyl 5,6-dichloro-2-methyl-2,3-dihydro-1 H-benzo[d]imidazole-2-carboxylate, C11H12Cl2N2O2
  43. The crystal of structure of (OC-6-22)-pentakis(acetonitrile)bromidoruthenium(II)bromide monohydrate, C10H15Br2N5Ru
  44. Crystal structure of (2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(((4aS,5R,6S)-1-oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl)oxy)tetrahydro-2H-pyran-3-yl 2,3-dihydroxybenzoate hydrate, C23H26O12·H2O
  45. The crystal structure of (E)-4-amino-N′-(1-(4-fluorophenyl)propylidene)benzohydrazide, C16H16FN3O
  46. The crystal structure of 2′-(9H-carbazol-9-yl)-[1,1′-binaphthalen]-2-amine, C32H22N2
  47. Crystal structure of poly[μ3-diiodido-[μ2-di(1H-pyrazol-1-yl)methane-κ2N,N′)]dicopper(I)], C7H8Cu2I2N4
  48. Crystal structure of 3-amino-N′-hydroxy-1H-pyrazole-4-carboximidamide, C4H7N5O
  49. The crystal structure of 1,3-diacetyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, C8H10O4N4
  50. Crystal structure of catena-poly[aqua-(μ2-1,4-diazabicyclo[2.2.2]octane-k2N: N′)-bis(sorbato-κ1O)-copper(II), C18H28CuN2O5
  51. Crystal structure of catena-poly[triaqua-(μ2 -1-(4-carboxylatophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylato-κ3O,O′:O′′)manganese(II)], C12H12N2O8Mn
  52. The crystal structure of [hexaaquamagnesium(II)] 4-[(pyridine-4-carbonyl)-amino]-phthalate trihydrate, C14H26N2O14Mg
  53. Crystal structure of 1-(p-tolylphenyl)-4-(2-furoyl)-3-methyl-1H-pyrazol-5-ol, C16H14N2O3
  54. The crystal structure of bis(1,4,7,10,13-pentaoxacyclopentadecane)-potassium(I) dichloridocopper(I), C20H40Cl2CuKO10
  55. The crystal structure of tris(tetra-n-butylammonium) hexanitrato-κ2O,O′-lanthanium(III) C48H108N9O18La
https://doi.org/10.1515/ncrs-2023-0500
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Solvothermal synthesis and crystal structure of aqua-tris(p-acetamidobenzoate-κ2O,O′)-(2,2′-bipyridine-κ2N,N′)terbium(III) - water - methanol (1/1/1)
  4. Crystal structure of hexaaquazinc(II) catena-poly[bis(1-(3-carboxyphenyl)-5-methyl-4-oxo-1,4-dihydropyridazine-3-carboxylato-κ2O,O′)-bis(μ2-1-(3-carboxyphenyl)-5-methyl-4-oxo-1,4-dihydropyridazine-3-carboxylato-κ2O:O′)trizinc(II)] hexahydrate C26H36N4O20Zn2
  5. The crystal structure of valinyl-N-ium-4-(5-(thiophen-2-yl)isoxazol-3-yl)phenyl trifluoroacetate
  6. Crystal structure of bis(3,5-diisopropyl-1H-pyrazol-4-ammonium) tetrafluoroterephthalate, 2[C9H18N3][C8F4O4]
  7. Crystal structure of aqua-octakis(μ3-salicylato)-(1,10-phenanthroline)-(acetonitrile)-dicobalt(II)-trititanium(IV), C70H45N3O25Co2Ti3
  8. Crystal structure of catena-poly[aqua-(μ2-4,4′-diimidazole diphenyl ether-κ2N:N′)-(sulfato-κ1O)-cobalt(II)] – dimethylformamide (2/1), C39H37CoN9O8S
  9. Crystal structure of (5R,8R,9R,10R,12R, 13R,14R,17S)-2-(E-3-fluorobenzylidene)-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, C37H53FO3
  10. Crystal structure of (Z)-4-((4,5,6-trimethoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)phenyl diphenylphosphinate, C30H25O7P
  11. Crystal structure of 3-((5-methylpyridin-2-yl)amino)-1-phenylpropan-1-one, C15H16N2O
  12. The crystal structure of (R)-9-(5-methoxy-2-methyl-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ylidene)-9H-thioxanthene, C28H22OS
  13. Crystal structure of diaqua-bis[1-(1-(hydroxymethyl)-1H-pyrazol-3-yl)-5-methyl-1H-1,2,3-triazole-4-carboxylato-κ2N,O)] manganese(II), C16H20MnN10O8
  14. The crystal structure of t-butyl 7-[4-(4-fluorophenyl)-2-[(methanesulfonyl)(methyl)amino]-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate, C26H36FN3O6S
  15. The crystal structure of samarium sulfate pentahydrate, Sm2(SO4)3(H2O)5
  16. The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylate-κ 4 N,O,O,O)-zinc(II)] monohydrate, C12H15NO9Zn
  17. The crystal structure of 2,3-difluoro-11H-benzo-[4,5]imidazo[2,1-a]isoindol-11-one, C14H6F2N2O
  18. The crystal structure of 2,3-di(9H-carbazol-9-yl)-9H-fluoren-9-one, C37H22N2O
  19. The crystal structure of 5-(2-chloro-3-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)-10,11-dihydro-5H-dibenzo[b,f]azepine, C40H39ClN2
  20. Crystal structure of 2-bromo-1-hydroxy-3-(3-methylbut-2-enyloxy)-9H-xanthen-9-one, C18H15BrO4
  21. Crystal structure of bis(μ2-benzenesulfonato-κ2O:O′)-bis(μ2-6,6′-((ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene))-bis(2-methoxyphenolato-κ6O,O′:O′,N,N′,O′′:O′′,O′′′))disodium(I)dicopper(II)
  22. The crystal structure of (E)-1,2-bis(benzo[e][1,2]azaborinin-2(1H)-yl)ethene, C18H16B2N2
  23. Crystal structure of 3-oxo-urs-12-en-28-benzyl ester, C37H52O3
  24. The crystal structure of ethyl (E)-1-chloro-3-(4-chloro-1-methyl-1H-indole-2-carbonyl)-4-oxo-2-phenylcyclooct-2-ene-1-carboxylate, C27H25Cl2NO4
  25. The crystal structure of 4,4′-((5-bromo-2-iodo-1,3-phenylene)bis(oxy))bis(tert-butylbenzene) ─ ethanol (2/1), C26H28BrIO2
  26. Crystal structure of (E)-1-(4-(benzyloxy)-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one, C18H19NO3
  27. The crystal structure of N1,N3-bis(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)\ propanediamide hydrate, C25H26N6O4, 2(H2O)
  28. The crystal structure of 2,5-bis[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)amino]cyclohexa-2,5-diene-1,4-dione, C28H26N6O4
  29. Crystal structure of 3,4-bis[2-(hydroxymethyl)-pyrrolidin-1-yl] cyclobut-3-ene-1,2-dione hydrate, C14H22N2O5
  30. The crystal structure of 2-(3,4–dichlorobenzyl)-1H-benzimidazole, C14H10Cl2N2
  31. The crystal structure of 2-(2-((4,6-dimethoxypyrimidin-2-yl)oxy)phenyl)-4-(piperidin-1-yl)-5H-chromeno[2,3-d]pyrimidine, C28H27N5O4
  32. The crystal structure of 6-(benzofuran-2-yl)-2-oxo-4,5-diphenyl-3,4-dihydro-2H-pyran-3-carbonitrile, C26H17NO3
  33. Crystal structure of N-(4-bromobenzyl)-3-(difluoromethyl)-1-methyl-N-(pyridin-2-yl)-1H-pyrazole-4-carboxamide, C18H15BrF2N4O
  34. The crystal structure of the host-guest complex: 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-diethyl ether (2/1)
  35. The crystal structure of (Z)-4-amino-N′-(1-(4-hydroxyphenyl)propylidene)benzohydrazide, C16H17N3O2
  36. The crystal structure of diethyl 1,4-dihydro-2,6-dimethyl-4-(3-cyanophenyl)-3,5-pyridinedicarboxylate, C20H22N2O4
  37. Crystal structure of 3-(5-((4-(difluoromethoxy)phenyl) sulfonyl)-3,4,5,6-tetrahydropyrrolo[3,4-c]pyrrol-2(1H)-yl) oxetane-3-carboxamide, C17H19F2N3O5S
  38. Crystal structure of 2-((2,6-dichloro-4-(3,5-dimethylisoxazol-4-yl)phenyl)amino)-N-(2-(4-methylpiperazin-1-yl)ethyl)benzamide hydrate, C25H37Cl2N5O6
  39. Crystal structure of 3-(benzo[d]thiazol-2-yl)-5-bromo-2-hydroxybenzaldehyde, C14H8BrNO2S
  40. Crystal structure of 3-(difluoromethyl)-1-methyl-N-(pyridin-2-yl)-1H-pyrazole-4-carboxamide, C11H10F2N4O
  41. Crystal structure of 3-(2-ethoxy-2-oxoethyl)-1-isopropyl-1H-imidazol-3-ium hexafluoridophosphate(V), C20H34F12N4P2
  42. Crystal structure of ethyl 5,6-dichloro-2-methyl-2,3-dihydro-1 H-benzo[d]imidazole-2-carboxylate, C11H12Cl2N2O2
  43. The crystal of structure of (OC-6-22)-pentakis(acetonitrile)bromidoruthenium(II)bromide monohydrate, C10H15Br2N5Ru
  44. Crystal structure of (2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(((4aS,5R,6S)-1-oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl)oxy)tetrahydro-2H-pyran-3-yl 2,3-dihydroxybenzoate hydrate, C23H26O12·H2O
  45. The crystal structure of (E)-4-amino-N′-(1-(4-fluorophenyl)propylidene)benzohydrazide, C16H16FN3O
  46. The crystal structure of 2′-(9H-carbazol-9-yl)-[1,1′-binaphthalen]-2-amine, C32H22N2
  47. Crystal structure of poly[μ3-diiodido-[μ2-di(1H-pyrazol-1-yl)methane-κ2N,N′)]dicopper(I)], C7H8Cu2I2N4
  48. Crystal structure of 3-amino-N′-hydroxy-1H-pyrazole-4-carboximidamide, C4H7N5O
  49. The crystal structure of 1,3-diacetyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, C8H10O4N4
  50. Crystal structure of catena-poly[aqua-(μ2-1,4-diazabicyclo[2.2.2]octane-k2N: N′)-bis(sorbato-κ1O)-copper(II), C18H28CuN2O5
  51. Crystal structure of catena-poly[triaqua-(μ2 -1-(4-carboxylatophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylato-κ3O,O′:O′′)manganese(II)], C12H12N2O8Mn
  52. The crystal structure of [hexaaquamagnesium(II)] 4-[(pyridine-4-carbonyl)-amino]-phthalate trihydrate, C14H26N2O14Mg
  53. Crystal structure of 1-(p-tolylphenyl)-4-(2-furoyl)-3-methyl-1H-pyrazol-5-ol, C16H14N2O3
  54. The crystal structure of bis(1,4,7,10,13-pentaoxacyclopentadecane)-potassium(I) dichloridocopper(I), C20H40Cl2CuKO10
  55. The crystal structure of tris(tetra-n-butylammonium) hexanitrato-κ2O,O′-lanthanium(III) C48H108N9O18La
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