Home Physical Sciences Crystal structure of 5-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)-N-phenyl-2-amine, C23H16ClN5O
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Crystal structure of 5-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)-N-phenyl-2-amine, C23H16ClN5O

  • Mohammad Hayal Alotaibi EMAIL logo , Hanan A. Mohamed , Bakr F. Abdel-Wahab , Amany S. Hegazy , Benson M. Kariuki and Gamal A. El-Hiti EMAIL logo
Published/Copyright: March 4, 2019
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 234 Issue 3

Abstract

C23H16ClN5O, monoclinic, P21/c (no. 14), a = 10.0503(6) Å, b = 17.5265(9) Å, c = 22.8763(16) Å, β = 91.554(6)°, V = 4028.1(4) Å3, Z = 8, Rgt(F) = 0.0748, wRref(F2) = 0.2274, T = 296(2) K.

CCDC no.: 1896315

Table 1:

Data collection and handling.

Crystal:Colourless needle
Size:0.58 × 0.07 × 0.02 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.22 mm−1
Diffractometer, scan mode:SuperNova, ω
θmax, completeness:29.9°, >99%
N(hkl)measured, N(hkl)unique, Rint:41529, 10169, 0.077
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4311
N(param)refined:541
Programs:CrysAlisPRO [1], SHELX [2], [3], WinGX/ORTEP [4]

The asymmetric unit of the title crystal structure containing two molecules is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.

Table 2:

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

AtomxyzUiso*/Ueq
C10.3890(3)0.07595(17)0.33409(14)0.0516(8)
C20.2807(3)0.16753(16)0.37830(15)0.0533(8)
C30.3989(3)0.15107(17)0.34998(15)0.0576(9)
H30.4693340.1841280.3433580.069*
C40.4836(3)0.02830(16)0.30237(14)0.0505(8)
C50.6183(3)0.03274(17)0.31636(15)0.0603(9)
H50.6469810.0662880.3455630.072*
C60.7099(3)−0.01036(17)0.28876(14)0.0564(8)
H60.799750−0.0067170.2991600.068*
C70.6675(4)−0.05933(18)0.24531(15)0.0589(9)
C80.5356(4)−0.0643(2)0.22852(15)0.0673(10)
H80.508679−0.0966430.1982040.081*
C90.4436(4)−0.02083(19)0.25713(14)0.0626(9)
H90.354015−0.0242000.2462180.075*
C100.2165(3)−0.02487(16)0.35582(14)0.0538(8)
C110.2939(4)−0.08255(17)0.37802(15)0.0640(9)
H110.381462−0.0731520.3901110.077*
C120.2412(5)−0.15462(19)0.38234(18)0.0784(12)
H120.293765−0.1940140.3974360.094*
C130.1129(5)−0.1692(2)0.36478(18)0.0812(12)
H130.077768−0.2180240.3679980.097*
C140.0370(5)−0.1110(2)0.3424(2)0.0926(14)
H14−0.050415−0.1206290.3301330.111*
C150.0875(4)−0.03850(19)0.33775(19)0.0822(12)
H150.0349620.0008060.3225380.099*
C160.2424(3)0.24025(15)0.40315(14)0.0495(8)
C170.2760(3)0.35460(16)0.43067(14)0.0503(8)
C180.3036(3)0.49227(15)0.44615(13)0.0490(8)
C190.1756(3)0.50888(17)0.46167(15)0.0580(9)
H190.1148220.4699720.4681440.070*
C200.1384(4)0.58543(18)0.46756(14)0.0639(9)
H200.0519300.5971360.4779160.077*
C210.2266(4)0.64335(18)0.45840(15)0.0634(10)
H210.2003250.6939800.4619280.076*
C220.3542(4)0.62560(17)0.44396(15)0.0653(10)
H220.4150080.6646740.4381030.078*
C230.3941(4)0.55106(17)0.43797(14)0.0603(9)
H230.4813630.5399810.4284660.072*
C240.8949(3)0.56743(16)0.33028(13)0.0498(8)
C250.7852(3)0.47294(15)0.37025(13)0.0467(7)
C260.9011(3)0.49075(16)0.34127(14)0.0547(8)
H260.9689060.4574020.3314050.066*
C270.9924(3)0.61734(15)0.30187(13)0.0507(8)
C281.1260(3)0.60727(16)0.31558(14)0.0545(8)
H281.1518880.5694970.3420730.065*
C291.2208(4)0.65193(18)0.29083(14)0.0606(9)
H291.3103180.6444020.3004240.073*
C301.1833(4)0.70797(18)0.25173(14)0.0572(9)
C311.0515(4)0.71792(19)0.23610(15)0.0686(10)
H311.0266250.7546890.2086040.082*
C320.9560(4)0.67289(18)0.26153(15)0.0626(9)
H320.8666090.6799940.2514280.075*
C330.7327(3)0.66869(16)0.36177(14)0.0538(8)
C340.7923(4)0.70961(19)0.40582(18)0.0785(12)
H340.8606650.6883120.4286540.094*
C350.7496(5)0.7833(2)0.4160(2)0.1021(16)
H350.7894060.8120200.4458780.123*
C360.6488(5)0.8138(2)0.3822(2)0.0916(14)
H360.6209410.8635600.3888220.110*
C370.5894(5)0.7721(2)0.3392(2)0.0909(14)
H370.5203180.7931120.3166180.109*
C380.6310(4)0.6986(2)0.32887(18)0.0773(11)
H380.5896990.6696610.2995370.093*
C390.7431(3)0.39879(15)0.39055(13)0.0464(7)
C400.7719(3)0.28299(14)0.41504(13)0.0432(7)
C410.7971(3)0.14847(15)0.44222(13)0.0469(7)
C420.6676(4)0.13631(17)0.45812(15)0.0613(9)
H420.6071180.1764650.4576570.074*
C430.6283(4)0.06473(19)0.47464(17)0.0757(11)
H430.5408760.0566860.4854670.091*
C440.7171(4)0.00425(19)0.47540(17)0.0766(11)
H440.689683−0.0440510.4868470.092*
C450.8442(4)0.01608(19)0.45932(18)0.0752(11)
H450.904277−0.0242770.4594690.090*
C460.8848(4)0.08827(17)0.44264(16)0.0658(10)
H460.9721410.0960490.4316300.079*
N10.2686(3)0.05133(13)0.35342(11)0.0522(7)
N20.2005(3)0.10730(13)0.38100(12)0.0570(7)
N30.1313(3)0.26436(13)0.42108(13)0.0614(8)
N40.1515(3)0.34066(13)0.44056(13)0.0591(7)
N50.3508(3)0.41697(13)0.43757(12)0.0588(7)
H5A0.4356800.4109480.4367410.071*
N60.7773(3)0.59160(13)0.35255(11)0.0523(7)
N70.7085(3)0.53417(13)0.37771(12)0.0526(7)
N80.6283(3)0.37335(12)0.40348(11)0.0492(6)
N90.6462(3)0.29614(12)0.42000(11)0.0501(6)
N100.8453(3)0.22012(12)0.42502(11)0.0518(7)
H100.9296490.2240140.4204620.062*
O10.3407(2)0.29346(10)0.40777(10)0.0539(6)
O20.84051(19)0.34453(10)0.39614(9)0.0472(5)
Cl10.78374(11)−0.11647(6)0.21089(5)0.0868(4)
Cl21.30314(11)0.76686(6)0.22326(4)0.0885(4)

Source of material

The title compound was synthesized from treatment of 2-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazole-3-carbonyl)-N-phenylhydrazinecarbothioamide with anhydrous sodium acetate in boiling ethanol for 5 h. The solid obtained on cooling the reaction mixture was filtered, washed with ethanol, dried and crystallized from dimethylformamide to give colorless crystals (63%) of the title compound, Mp. 238−240 °C.

Experimental details

H atoms were positioned geometrically and refined using a riding model. Uiso(H) for aromatic and N—H hydrogens were set to 1.2 times Ueq for the atoms they are bonded to. Aromatic C—H bonds were fixed at 0.93 Å and N—H at 0.86 Å. The weakly diffracting crystal yielded a wR2 factor slightly larger than 20%. Nevertheless the data weren’t cut, as the strongest of them may provide some information.

Comment

Heterocycles containing the 1,3,4-oxadiazol-2-amine moiety show different biological activities and act as anticancer and antiproliferative agents [5], [6], [7], [8]. Also, the pyrazole ring system is the core of a number of drugs such as celecoxib, fezolamide and difenamizole [9], [10], [11].

The asymmetric unit comprises two independent molecules (see the figure). The molecule consists of five rings: phenyl (R1), oxadiazolyl (R2), pyraxolyl (R3), chlorophenyl (R4) and a second phenyl (R5) ring linked to R3. The twist angles between the planes of pairs of linked rings R1–R2, R2–R3, R3–R4, R3–R5 are 17.54(11), 11.94(17), 43.54(12) and 52.49(10)° respectively for the first molecule (C1—C23) and 6.81(12), 18.80(13), 43.10(11) and 7844(11)° respectively for the second molecule (C24—C46). Weak intramolecular contacts of C—H⋯N type involving phenyl and oxadiazolyl rings occur. R22(9) rings due to N—H⋯N and C—H⋯N interactions between neighbouring molecules lead to the formation of ribbons parallel to [100].

Acknowledgements

Mohammad Hayal Alotaibi thanks King Abdulaziz City for Science and Technology (KACST), Saudi Arabia for financial support (award No. 020-0180).

References

1. Rigaku Oxford Diffraction: CrysAlisPRO. Rigaku Oxford Diffraction, Yarnton, England (2015).Search in Google Scholar

2. Sheldrick, G. M.: A short history of SHELX. Acta Crystallogr. A64 (2008) 112–122.10.1107/S0108767307043930Search in Google Scholar PubMed

3. Sheldrick, G. M.: Crystal structure refinement with SHELXL. Acta Crystallogr. C71 (2015) 3–8.10.1107/S2053229614024218Search in Google Scholar PubMed PubMed Central

4. Farrugia, L. J.: WinGX and ORTEP for Windows: an update. J. Appl. Crystallogr. 45 (2012) 849–854.10.1107/S0021889812029111Search in Google Scholar

5. Ahsan, M. J.; Sharma, J.; Singh, M.; Jadav, S. S.; Yasmin, S.: Synthesis and anticancer activity of N-aryl-5-substituted-1,3,4-oxadiazol-2-amine analogues. Biomed. Res. Int. 2014 (2014) 81498.10.1155/2014/814984Search in Google Scholar PubMed PubMed Central

6. Kumar, D.; Patel, G.; Chavers, A. K.; Chang, K. H.; Shah, K.: Synthesis of novel 1,2,4-oxadiazoles and analogues as potential anticancer agents. Eur. J. Med. Chem. 46 (2011) 3085–3092.10.1016/j.ejmech.2011.03.031Search in Google Scholar PubMed

7. Gonda, T.; Bérdi, P.; Zupkó, I.; Fülöp, F.; Szakonyi, Z.: Stereoselective synthesis, synthetic and pharmacological application of monoterpene-based 1,2,4- and 1,3,4-oxadiazoles. Int. J. Mol. Sci. 19 (2017) 81.10.3390/ijms19010081Search in Google Scholar PubMed PubMed Central

8. Kumar, D.; Patel, G.; Johnson, E. O.; Shah, K.: Synthesis and anticancer activities of novel 3,5-disubstituted-1,2,4-oxadiazoles. Bioorg. Med. Chem. Lett. 19 (2009) 2739–2741.10.1016/j.bmcl.2009.03.158Search in Google Scholar PubMed

9. Karrouchi, K.; Radi, S.; Ramli, Y.; Taoufik, J.; Mabkhot, Y. N.; Al-Aizari, F. A.; Ansar, M.: Synthesis and pharmacological activities of pyrazole derivatives: a review. Molecules 23 (2018) 134.10.3390/molecules23010134Search in Google Scholar PubMed PubMed Central

10. Khan, M. F.; Alam, M. M.; Verma, G.; Akhtar, W.; Akhter, M.; Shaquiquzzaman, M.: The therapeutic voyage of pyrazole and its analogs: a review. Eur. J. Med. Chem. 120 (2016) 170–201.10.1016/j.ejmech.2016.04.077Search in Google Scholar PubMed

11. Ganguly, S.; Jacob, S. K.: Therapeutic outlook of pyrazole analogs: a mini review. Mini-Rev. Med. Chem. 17 (2017) 959–983.10.2174/1389557516666151120115302Search in Google Scholar PubMed

Received: 2018-12-01
Accepted: 2019-02-09
Published Online: 2019-03-04
Published in Print: 2019-03-26

©2019 Mohammad Hayal Alotaibi et al., published by De Gruyter, Berlin/Boston

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

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  58. The crystal structure of bis tetrabutylammonium bis(μ3-2,2,2-tri(hydroxymethyl)ethyl-4-((3-methoxy-3-oxopropyl)amino)-4-oxobutanoato)-(μ6-oxido)-hexakis(μ2-oxido)-hexaoxido-hexavanadium(V), C58H112N4O29V6
  59. Crystal structure of (N-benzylpropane-1,3-diamine-κ2N, N′)(2,2′-bipyridine-κ2N,N′)platinum(II) chloride, C20H24Cl2N4Pt
  60. Crystal structure of 5-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)-N-phenyl-2-amine, C23H16ClN5O
  61. Crystal structure of poly-[(μ2(carboxylatomethyl)((3-nitrophenyl)sulfonyl)amido-κ3N: O:O′)(μ2-4,4′-bipyridine-κ2N:N′)copper(II)], C18H14CuN4O6S
  62. Crystal structure of poly-[(μ2-(carboxylatomethyl)((3-nitrophenyl)sulfonyl)amido-κ3N:O:O′)(μ2-4,4′-bipyridine-κ2N:N′) nickel(II)], C18H14NiN4O6S
  63. Crystal structure of N-((3R,10S,13S,17S)-17-((S)-1-(dimethylamino)ethyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)-N-methylbenzamide, C31H48N2O
  64. The crystal structure of dichloroido(1,3-bis(2,6-dimethyl-phenyl)-1H-3l4-imidazol-2-yl)(2-methyl-4,5-dihydrooxazol-κN)palladium(IV)-water (1/1), C23H29Cl2N3O2Pd
  65. Crystal structure of catena-poly[dibromido-{μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O}zinc(II)], C34H32Br4N8O2Zn2
  66. Crystal structure of diaqua-dichlorido-bis(μ2-2-(((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)imino)methyl)phenolato-κ4O:O,N,O′)dicobalt(II), C36H36Cl2N6O6Co2
  67. Crystal structure of catena-poly[diaqua-(μ2-1,2-bis(4-pyridinyl)ethyane-κ2N:N′)-(μ2–pyridazine-4,5-dicarboxylato-κ2O:O′)]dizinc(II) dihydrate, C12H12ZnN3O6
  68. The crystal structure of 2-(4-chloro-2,6-dinitrophenyl)-1-(4-chloro)diazene oxide, C12H6Cl2N4O5
  69. Crystal structure of 2-isopropylthioxanthone, C16H14OS
  70. Crystal structure of methyl 2-(4-(3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)acetate, C19H17N5O2
  71. Crystal structure of 4,4-dimethyl-2-(trifluoromethyl)-4,5-dihydro-1H-imidazole, C6H9F3N2
  72. Crystal structure of N-methylanilinium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate monohydrate, C22H21NO8S
  73. Crystal structure of methyl 4-acetoxybenzoate, C10H10O4
  74. Crystal structure of catena-poly[(bis(μ-1,1′-[(5-methoxy-2,4,6-trimethyl-1,3-phenylene)bis(methylene)]bis(1H-1,2,4-triazole)-κ2N:N′)-bis(isothiocyanato-κN)manganese(II)], C34H40MnN14O2S2
  75. Crystal structure of N-(2-methylphenyl)(propan-2-yloxy)carbothioamide, C11H15NOS
https://doi.org/10.1515/ncrs-2018-0546
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Articles in the same Issue

  1. Cover and Frontmatter
  2. Crystal structure of poly[aqua-μ2-4,4′-bis(pyrid-4-yl)biphenyl-κ2N:N′)-μ4-4′-methyl-[1,1′-biphenyl]-3,5-dicarboxylato-κ4O:O′:O′′:O′′′)manganese(II)], C52H40N2O10Mn2
  3. Crystal structure of bis[2-(((3-aminopropyl)imino)methyl)-4-nitro-phenolato-κ3N,N′,O]nickel(II), C20H24N6NiO6
  4. Synthesis and crystal structure of bis{2-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl) phenolato-κ2N,O}cobalt(II) — ethanol (1/1), C34H36CoN4O5
  5. Crystal structure of 1-(4-{2,5-dichloro-3-hydroxy-4-[4-(1-methoxyimino-ethyl)-phenylamino]-6-methyl-phenylamino}-phenyl)-ethanone O-methyl-oxime, C24H22Cl2N4O4
  6. The pseudosymmetric crystal structure of 2,4,6,8,10,12-hexanitrohexaazaisowurtzitane dimethyl carbonate (2/3), C21H30N24O33
  7. Crystal structure of (1,4-diazepane)4CuII2(μ-Cl)10CuI6, C20H48Cl10Cu8N8
  8. Crystal structure of methyl 2,7,7-trimethyl-4-(3-methylthiophen-2-yl)-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, C19H23NO3S
  9. Crystal structure of methyl 2-(4-(pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)acetate, C15H13N3O2
  10. Crystal structure of (1S,3aR,3bR,10aR,10bR,12aR)-8-amino-3a,3b,6,6,10a-pentamethyl-1-((S)-2,6,6-trimethyltetrahydro-2H-pyran-2-yl)-2,3,3a,3b,4,5,5a,6,10,10a,10b,11,12,12a-tetradecahydro-1H-cyclopenta[7,8]phenanthro[2,3-d]thiazol-12-ol – a panaxadiol dervative, C31H50N2O2S
  11. Crystal structure of bis[(((4-fluorophenyl)amino)methyl)triphenylphosphonium] tetrachloridocobaltate(II), C50H44Cl4CoF2N2P2
  12. Crystal structure of 5,4′-dihydroxy-7,3′-dimethoxyflavanone, C17H16O6
  13. Crystal structure of 3-methyl-cyclobis(1-(1,1′-ferrocenylmethyl)-4-butyl-1H-1,2,3-triazole) tetrafluoroborate, C21H25FeN6⋅BF4
  14. Crystal structure of 3-(2-diethylaminoethyl)-2,3-dihydro-2-thioxoquinazolin-4(1H)-one, C14H19N3OS
  15. Crystal structure of 2-(bis(3,5-dimethylphenyl) ((methyldiphenylsilyl)oxy)methyl) pyrrolidine, C34H39NOSi
  16. The crystal structure of 1,4-dinitro-2,3,5,6-tetraacetoxy-piperazine, C12H16N4O12
  17. Crystal structure of rac-3,6-dimethyl-5-(prop-1-en-2-yl)-6-vinyl-1,4,5,6-tetrahydro-2H-indol-2-one, C15H19NO
  18. Crystal structure of (Cu0.51In0.49)tet[Cr1.74In0.26]octSe4 selenospinel, Cu0.51In0.75Cr1.74Se4
  19. Crystal structure of 7-hydroxy-5-methoxy-4,6-dimethylisobenzofuran-1(3H)-one, C11H12O4
  20. Crystal structure of trans-tetrakis(acetonitrile-κN)bis(triphenylphosphine-κP)ruthenium(II) dihexafluorophosphate - dichloroform (1/2), C46H44Cl6F12N4P4Ru
  21. Crystal structure of 2-((4-nitrophenyl)thio)ethan-1-ol, C8H9NO3S
  22. Crystal structure of diaqua-dichlorido-bis(μ3-6,6′-(hydrazine-1,2-diylidenebis(methanylylidene))bis(2-methoxyphenolato)κ6O,N:N′,O′,O′:O′′)trizinc(II) - ethanol (1/2), C36H44Cl2N4O12Zn3
  23. Crystal structure of the co-crystal 2-[(2-carboxyphenyl)disulfanyl]benzoic acid – 3-chlorobenzoic acid (2/1), C35H25ClO10S4
  24. The crystal structure of 4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-ol, C15H11ClFN3O2
  25. Crystal structure of ethyl (E)-1-(3-ethoxy-3-oxoprop-1-en-1-yl)-2-(4-nitrophenyl)-2,5-dihydro-1H-benzo[b][1,4]diazepine-3-carboxylate, C23H23N3O6
  26. Crystal structure of (E)-2-(4-cyanophenyl)ethenesulfonyl fluoride, C9H6FNO2S
  27. Crystal structure of bis(4-bromo-2-(((3-chloropropyl)imino)methyl)phenolato-κ2N,O)-oxidovanadium(IV), C20H20Br2Cl2N2O3V
  28. The crystal structure of 1,1,1,3,3,3-hexaphenyldistannoxane – 2,2′-bipyridine (1/1), C46H38N2OSn2
  29. Crystal structure of coordination polymer catena-poly[diaqua-(2,6-dichloropyridine-4-carboxyliato-κ2O,O′)-bis(μ2-2,6-dichloropyridine-4-carboxyliato-κ2O:O′)terbium(III), C18H10Cl6N3O8Tb
  30. The crystal structure of 4-((2-(4,5-dihydro-1,5-diphenyl-1H-pyrazol-3-yl)anthracen-10-yl) methyl)morpholine, C34H31N3O
  31. The crystal structure of bis(N,N-dimethylformamide-κO)-tetrakis(9H-xanthene-9-carboxylic-carboxylate-κ2O:O′)dicopper(II) - acetonitrile (1/2), C66H56Cu2N4O14
  32. Crystal structure of trans-dichlorido-(1,3-dimesityl-1H-imidazol-2(3H)-ylidene)-(5-methyl-3,4-dihydro-2H-pyrrole-κN)palladium(II), C25H31Cl2N3OPd
  33. Crystal structure of 8,8′-di-p-tolyl-8′H-7,8′-biacenaphtho[1,2-d]imidazole, C40H26N4
  34. The crystal structure of 3-amino-(2,4-dioxopent-3-yl)-4,5-dihydro-1,2,4-triazinium nitrate, C8H13N5O5
  35. Crystal structure of 4,4′,5,5′-tetraphenyl-2,2′-di-p-tolyl-2′H-1,2′-biimidazole, C44H34N4
  36. Halogen bonds in the crystal structure of 2-bromo-1,10-phenanthroline – 1,4-diiodotetrafluorobenzene (2/1), C30H14Br2F4I2N4
  37. Crystal structure of tris(1-phenyl-1,2-propanedione-2-oximato-κ2N,O)cobalt(III), C27H24N3O6Co
  38. Crystal structure of chlorido-(6,6′-((1,2-phenylenebis(azanylylidene))bis(methanylylidene))bis(3-methoxyphenolato)-κ4O,N,N′,O′)iron(III), C22H18ClN2FeO4
  39. Crystal structure of bis(μ2-1-(4-chlorophenyl)-3-phenyl-4-thenoyl-1H-pyrazol-5-olato-κ3O,O′:O′)-bis-(1-(4-chlorophenyl)-3-phenyl-4-thenoyl-1H-pyrazol-5-olato-κ2O,O)-bis(ethyl acetate-κO)dicadmium(II), C88H64Cl4N8O12S4Cd2
  40. Crystal structure of catena-poly[dichlorido-(μ2-3-(2-pyridyl)-4-(4-pyridyl)-5-(3-pyridyl)-1,2,4-triazole-κ2N:N′)] copper(II), C17H12N6Cl2Cu
  41. Crystal structure of dichlorido-([2,2′:6′,2′′-terpyridine]-4′-carboxylic acid-κ3N,N′,N′′)copper(II) monohydrate, C16H13Cl2CuN3O3
  42. Crystal structure of triethylammonium(5-carboxypyridine-2-thiolato-κ2N,S)-bis(dimethylsulfoxide-κ1S)-(6-sulfidonicotinato-κ2N,S)ruthenium(II) trihydrate, C22H41N3O9RuS4
  43. The crystal structure of poly[(μ5-2,5-dicarboxy-benzoato-κ4O:O:O′:O′′,O′′′)silver(I)], C9H5AgO6
  44. Crystal structure of (E)-1-(thiophen-2-yl)-N-(5-((triphenylstannyl)thio)-1,3,4-thiadiazol-2-yl)methanimine, C25H19N3S3Sn
  45. Crystal structure of diaqua-bis(3,5-dichloroisonicotinato-κ1O)-bis(1,3-di(pyridin-4-yl)propane-κ1N)cobalt(II), C38H36Cl4N6O6Co
  46. Crystal structure of dodecaaqua-bis(μ2-4,4′-bipyridine-κ2N:N′)-bis(4,4′-((5-carboxylato-1,3-phenylene)bis(oxy))dibenzoato-κ1O)tricopper(II) - water (1/4), C62H70Cu3N4O32
  47. Crystal structure of bis(5-methoxy-2-(((2-oxidoethyl)imino)methyl)phenolate-κ3O,N,O′)manganes(IV), C20H22N2O6Mn
  48. Crystal structure of tetramethylammonium (2-(3-ethoxy-2-oxidobenzylidene)-1-(2-hydroxybenzoyl)hydrazin-1-ido-κ3N,N′,O)cobalt(III), C36H40N5O8Co
  49. Crystal structure of 6-cyclohexyl-6,7-dihydrodibenzo[c,f][1,5]azabismocin-12(5H)-yl nitrate, C20H23O3N2Bi
  50. Crystal structure of (E)-N-((2S,3S,4R,10R,13S, 17S)-17-(1-(dimethylamino) ethyl)-2,4-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)-2-methylbut-2-enamide, C24H48N2O3
  51. Crystal structure of (E)-2-((4-chlorophenyl)(phenyl)methylene)hydrazine-1-carbothioamide, C14H12ClN3S
  52. Crystal structure of 1-benzyl-3-cyano-6-phenyl-1,2-dihydropyridine, C19H16N2
  53. Isolation and crystal structure of 4-((2-(methoxycarbonyl)phenyl)amino)-2-methyl-4-oxobutanoic acid from Delphinium Grandiflorum, C13H15N1O5
  54. Crystal structure of tetraqua-bis(4-(hydroxymethyl)benzoato-κO)nickel(II), C16H22O10Ni
  55. Crystal structure of ajacisine D monohydrate, C30H44N2O9
  56. The crystal structure of (E)-4-(1-(2-aminophenylimino)ethyl)benzene-1,3-diol, C14H14N2O2
  57. Crystal structure of poly[(μ4-(4H-1,2,4-triazol-4-yl)phenyl)acetato-κ4N,N′,O,O′)(formiato-κ1O)cobalt(II)], C11H9CoN3O4
  58. The crystal structure of bis tetrabutylammonium bis(μ3-2,2,2-tri(hydroxymethyl)ethyl-4-((3-methoxy-3-oxopropyl)amino)-4-oxobutanoato)-(μ6-oxido)-hexakis(μ2-oxido)-hexaoxido-hexavanadium(V), C58H112N4O29V6
  59. Crystal structure of (N-benzylpropane-1,3-diamine-κ2N, N′)(2,2′-bipyridine-κ2N,N′)platinum(II) chloride, C20H24Cl2N4Pt
  60. Crystal structure of 5-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)-N-phenyl-2-amine, C23H16ClN5O
  61. Crystal structure of poly-[(μ2(carboxylatomethyl)((3-nitrophenyl)sulfonyl)amido-κ3N: O:O′)(μ2-4,4′-bipyridine-κ2N:N′)copper(II)], C18H14CuN4O6S
  62. Crystal structure of poly-[(μ2-(carboxylatomethyl)((3-nitrophenyl)sulfonyl)amido-κ3N:O:O′)(μ2-4,4′-bipyridine-κ2N:N′) nickel(II)], C18H14NiN4O6S
  63. Crystal structure of N-((3R,10S,13S,17S)-17-((S)-1-(dimethylamino)ethyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)-N-methylbenzamide, C31H48N2O
  64. The crystal structure of dichloroido(1,3-bis(2,6-dimethyl-phenyl)-1H-3l4-imidazol-2-yl)(2-methyl-4,5-dihydrooxazol-κN)palladium(IV)-water (1/1), C23H29Cl2N3O2Pd
  65. Crystal structure of catena-poly[dibromido-{μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O}zinc(II)], C34H32Br4N8O2Zn2
  66. Crystal structure of diaqua-dichlorido-bis(μ2-2-(((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)imino)methyl)phenolato-κ4O:O,N,O′)dicobalt(II), C36H36Cl2N6O6Co2
  67. Crystal structure of catena-poly[diaqua-(μ2-1,2-bis(4-pyridinyl)ethyane-κ2N:N′)-(μ2–pyridazine-4,5-dicarboxylato-κ2O:O′)]dizinc(II) dihydrate, C12H12ZnN3O6
  68. The crystal structure of 2-(4-chloro-2,6-dinitrophenyl)-1-(4-chloro)diazene oxide, C12H6Cl2N4O5
  69. Crystal structure of 2-isopropylthioxanthone, C16H14OS
  70. Crystal structure of methyl 2-(4-(3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)acetate, C19H17N5O2
  71. Crystal structure of 4,4-dimethyl-2-(trifluoromethyl)-4,5-dihydro-1H-imidazole, C6H9F3N2
  72. Crystal structure of N-methylanilinium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate monohydrate, C22H21NO8S
  73. Crystal structure of methyl 4-acetoxybenzoate, C10H10O4
  74. Crystal structure of catena-poly[(bis(μ-1,1′-[(5-methoxy-2,4,6-trimethyl-1,3-phenylene)bis(methylene)]bis(1H-1,2,4-triazole)-κ2N:N′)-bis(isothiocyanato-κN)manganese(II)], C34H40MnN14O2S2
  75. Crystal structure of N-(2-methylphenyl)(propan-2-yloxy)carbothioamide, C11H15NOS
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