Abstract
C21H22N2O2, monoclinic, C2/c (no. 15), a = 15.4261(9) Å, b = 10.0885(6) Å, c = 23.9311(13) Å, β = 106.875(2)°, V = 3563.9(4) Å3, Z = 8, R gt (F) = 0.0457, wR ref (F 2) = 0.1196, T = 173 K.

1 Source of materials
4-aminoantipyrine, diflunisal, salicylaldehyde and chloroform were commercially sourced and not purified any further. 0.0948 g (0.4664 mmol) of 4-aminoantipyrine and 0.1162 g (0.4644 mmol) of diflunisal were dissolved in a mixture of 1 mL of salicylaldehyde and 3 mL of chloroform while stirring with a magnetic stirrer bar at 40 °C in a polytop vial for 6 h. The solution was left to evaporate at room temperature, with the cap being left slightly open. Yellow plate crystals formed after 24 h. The data collection and handling details as well as the fractional atomic coordinates and isotropic displacement parameters are given in Tables 1 and 2.
Data collection and handling.
Crystal: | Yellow plate |
Size: | 0.29 × 0.09 × 0.04 mm |
Wavelength: | Mo Kα radiation (0.71073 Å) |
μ: | 0.08 mm−1 |
Diffractometer, scan mode: | Bruker D8 Venture Photon, ω |
θ max, completeness: | 25.8°, >99 % |
N(hkl)measured, N(hkl)unique, R int: | 26363, 3427, 0.045 |
Criterion for I obs, N(hkl)gt: | I obs > 2σ(I obs), 2,617 |
N(param)refined: | 234 |
Programs: | Bruker 1 , SHELX 2 , 3 , WinGX/ORTEP 4 , 5 , PLATON 6 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).
Atom | x | y | z | U iso*/U eq |
---|---|---|---|---|
C1 | 0.13284 (11) | 0.33272 (17) | 0.33205 (7) | 0.0265 (4) |
C2 | 0.07246 (11) | 0.33849 (17) | 0.37118 (7) | 0.0253 (4) |
C3 | 0.12266 (11) | 0.37026 (17) | 0.42589 (7) | 0.0271 (4) |
C4 | 0.21640 (12) | 0.38264 (17) | 0.42471 (7) | 0.0271 (4) |
C5 | 0.09857 (13) | 0.3976 (2) | 0.48091 (8) | 0.0368 (5) |
H5A | 0.032532 | 0.401760 | 0.472361 | 0.055* |
H5B | 0.125076 | 0.482346 | 0.497360 | 0.055* |
H5C | 0.122300 | 0.326464 | 0.509113 | 0.055* |
C6 | 0.29670 (11) | 0.37232 (18) | 0.34576 (7) | 0.0278 (4) |
C7 | 0.30305 (12) | 0.47629 (19) | 0.30869 (7) | 0.0343 (4) |
C8 | 0.38101 (14) | 0.4791 (2) | 0.29047 (8) | 0.0462 (6) |
H8 | 0.387995 | 0.547305 | 0.264750 | 0.055* |
C9 | 0.44806 (14) | 0.3855 (2) | 0.30883 (9) | 0.0479 (6) |
H9 | 0.500065 | 0.390549 | 0.295268 | 0.058* |
C10 | 0.44199 (12) | 0.2841 (2) | 0.34649 (9) | 0.0414 (5) |
C11 | 0.36423 (12) | 0.27879 (19) | 0.36419 (8) | 0.0337 (4) |
H11 | 0.357251 | 0.209545 | 0.389437 | 0.040* |
C12 | 0.23238 (14) | 0.5824 (2) | 0.29125 (9) | 0.0451 (5) |
H12A | 0.175546 | 0.543726 | 0.267135 | 0.068* |
H12B | 0.252751 | 0.650943 | 0.268894 | 0.068* |
H12C | 0.222610 | 0.622064 | 0.326325 | 0.068* |
C13 | 0.51684 (16) | 0.1841 (3) | 0.36801 (14) | 0.0698 (8) |
H13A | 0.529389 | 0.140664 | 0.334547 | 0.105* |
H13B | 0.498154 | 0.117401 | 0.391984 | 0.105* |
H13C | 0.571637 | 0.229031 | 0.391494 | 0.105* |
C14 | −0.08314 (11) | 0.30577 (17) | 0.37637 (7) | 0.0266 (4) |
C15 | −0.07894 (12) | 0.20627 (18) | 0.41757 (7) | 0.0299 (4) |
C16 | −0.14671 (13) | 0.2058 (2) | 0.44533 (8) | 0.0357 (4) |
H16 | −0.145492 | 0.140030 | 0.473959 | 0.043* |
C17 | −0.21545 (12) | 0.2980 (2) | 0.43242 (8) | 0.0358 (4) |
H17 | −0.260220 | 0.294884 | 0.452534 | 0.043* |
C18 | −0.22065 (11) | 0.39530 (19) | 0.39067 (8) | 0.0315 (4) |
C19 | −0.15340 (11) | 0.39749 (18) | 0.36291 (7) | 0.0289 (4) |
H19 | −0.155330 | 0.463035 | 0.334069 | 0.035* |
C20 | −0.00690 (13) | 0.1012 (2) | 0.43089 (9) | 0.0401 (5) |
H20A | 0.044203 | 0.130121 | 0.463571 | 0.060* |
H20B | 0.013918 | 0.086192 | 0.396422 | 0.060* |
H20C | −0.031820 | 0.018619 | 0.441385 | 0.060* |
C21 | −0.29552 (13) | 0.4960 (2) | 0.37738 (9) | 0.0438 (5) |
H21A | −0.291190 | 0.549330 | 0.412304 | 0.066* |
H21B | −0.354156 | 0.450473 | 0.365500 | 0.066* |
H21C | −0.290081 | 0.553796 | 0.345670 | 0.066* |
N1 | 0.21833 (9) | 0.36199 (15) | 0.36606 (6) | 0.0283 (3) |
N2 | −0.01629 (9) | 0.31343 (15) | 0.34596 (6) | 0.0291 (4) |
O1 | 0.11033 (8) | 0.30613 (14) | 0.28042 (5) | 0.0356 (3) |
O2 | 0.28346 (8) | 0.40655 (13) | 0.46438 (5) | 0.0361 (3) |
H2 | −0.0327 (14) | 0.311 (2) | 0.3081 (10) | 0.043* |
2 Experimental details
The C-bound hydrogen atoms were located in the difference map, then positioned geometrically. They were then allowed to ride on their respective parent atoms with thermal displacement parameters 1.2 times of the parent C atom. The coordinates and isotropic displacement parameters of the N-bound H atom, namely H2, was allowed to refine freely. Diagrams and publication material were generated using ORTEP-3, 4 WinGX 5 and PLATON. 6
3 Discussion
Antipyrine and 4-(N,N-dimethyl)-antipyrine are known for their analgesic, antipyretic and anti-inflammatory propertes. However, the use of pyrazolones has been associated with agranulocytosis. 7 The use of 4-aminoantipyrine has mainly been discontinued due to dangerous side effects. 8 The covalent modification of antipyrines results in new structures that can be tested for the desired therapeutic activity and cytotoxicity.
The asymmetric unit of the crystal contains one molecule of 3-(2,5-dimethylanilino)-1-(2,5-dimethylphenyl)-4-methyl-1H-pyrrole-2,5-dione, and crystallizes in the monoclinic C2/c space group. The unit cell (Z = 8) contains four dimers of the molecule held together by hydrogen bonds. The bonding between each of these dimers occurs between the secondary amine hydrogen donor (N2–H2) of one molecule and a carbonyl hydrogen bond acceptor (C1–O1) of an adjacent molecule via a N2–H2⋯O1 synthon. Bond lengths are in the expected ranges 9 .
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Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
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Research funding: This work was supported by the National Research Foundation (NRF) “Competitive Support for Unrated Researchers” grant Number CSUR23042597072 (Dr MG Smith) as well as the University of South Africa.
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Conflict of interest: The authors declare no conflicts of interest regarding this article.
References
1. Bruker. APEX3. SAINT-Plus and XPREP; Bruker AXS Inc.: Madison, Wisconsin, USA, 2016.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 PubMed PubMed Central
3. SHELXT ; Sheldrick, G. M. SHELXTL – Integrated Space-Group and Crystal-Structure Determination. Acta Crystallogr. 2015, A71, 3–8.10.1107/S2053273314026370Search in Google Scholar PubMed PubMed Central
4. ORTEP-3 ; Farrugia, L. J. WinGX and ORTEP for Windows: An Update. J. Appl. Crystallogr. 2012, 45, 849–854. https://doi.org/10.1107/s0021889812029111.Search in Google Scholar
5. Farrugia, L. J. WinGX Suite for Small-Molecule Single-Crystal Crystallography. J. Appl. Crystallogr. 1999, 32, 837–838. https://doi.org/10.1107/s0021889899006020.Search in Google Scholar
6. Spek, A. L. Structure Validation in Chemical Crystallography. Acta Crystallogr. 2009, D65, 148–155. https://doi.org/10.1107/s090744490804362x.Search in Google Scholar
7. Santos, P. M. P.; Antunes, A. M. M.; Noronha, J.; Fernandes, E.; Vieira, A. J. S. C. Scavenging Activity of Aminoantipyrines Against Hydroxyl Radical. Eur. J. Med. Chem. 2010, 45, 2258–2264. https://doi.org/10.1016/j.ejmech.2010.01.071.Search in Google Scholar PubMed
8. Teng, Y.; Liu, R. Insights into Potentially Toxic Effects of 4-Aminoantipyrine on the Antioxidant Enzyme Copper-Zinc Superoxide Dismutase. J. Hazard. Mater. 2013, 262, 318–324. https://doi.org/10.1016/j.jhazmat.2013.08.047.Search in Google Scholar PubMed
9. Adams, H.; Baker, M.; Hodson, H.; Morris, M. J. One-Pot Synthesis of 3-Arylaminomaleimides from Terminal Alkynes and Isocyanates. Tetrahedron Lett. 2017, 58, 1695–1698. https://doi.org/10.1016/j.tetlet.2017.03.050.Search in Google Scholar
© 2024 the author(s), published by De Gruyter, Berlin/Boston
This work is licensed under the Creative Commons Attribution 4.0 International License.
Articles in the same Issue
- Frontmatter
- New Crystal Structures
- Crystal structure of 3-nitrophenol-2,1,3-benzoselenadiazole (1/1), C12H9N3O3Se
- Crystal structure of diaqua-(hydroxido)-{μ-[2-(hydroxy)-5-[(4-nitrophenyl)diazenyl]benzoato]}-{2-hydroxy-5-[(4-nitrophenyl)diazenyl]benzoato}-(1,10-phenanthroline)-diterbium hydrate, C38H27.4N8O12.2Tb
- Crystal structure of poly[bis(μ3-3-fluoro-4-(1H-1,2,4-triazol-1-yl)benzoato-κ3 O:O′:N)cadmium(II)] – dimethylformamide (1/1), C21H17CdF2N7O5
- The crystal structure of 2-amino-N-(pyridin-2-yl)benzamide, C12H11N3O
- The crystal structure of 2,3-di(pyridin-2-yl)-2,3-dihydroquinazolin-4(1H)-one, C18H14N4O
- Crystal structure of 2-chloro-4-fluorobenzyl (R)-2-(6-methoxynaphthalen-2-yl)propanoate, C21H18ClFO3
- Crystal structure of [1-(4-carboxyphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid]-(methylsulfinyl)methane, C15H16N2O6S
- The crystal structure of 2-ethyl-1,1-dimethyl-1H-benzo[e]indole, C16H17N
- The crystal structure of (Z)-5-amino-N ′-hydroxy-1H-pyrazole-4-carboximidamide, C4H7N5O
- The crystal structure of 2,2,5-trimethyl-3-(4-(4-(5-phenyl-4,5-dihydroisoxazol-3-yl)thiazol-2-yl)phenyl)imidazolidin-4-one, C24H24N4O2S
- The crystal structure of tetrakis(μ2-acetato-κ2 O:O′)-bis[(4′-phenyl-4,2′:6′,4″-terpyridine-κ1 N)dicopper(II)], C25H21CuN3O4
- Crystal structure of poly(3-thiophenecarboxylato-κ 3 O,O′:O′)-(methanol-κO)cadmium(II), C11H10O5S2Cd
- The crystal structure of dichloridobis[4′-(p-methoxylphenyl)-4,2′:6′,4″-terpyridine-κN] zinc(II), C44H34Cl2N6O2Zn
- The crystal structure of 1-(2-carboxyethyl)-1H-imidazole 3-oxide
- Crystal structure of 1,1′,1″-(nitrilotris(ethane-2,1-diyl))tris(3-(4-(((E)-pyridin-2-ylmethylene)amino)phenyl)urea), C45H47N13O4
- Crystal structure of a (E)-4-bromo-N-(4-(diethylamino)-2-hydroxybenzylidene) benzenaminium acetate ─ 4-bromoaniline (1/1)
- Crystal structure of 2,2′-(iminobis(methylene))bis(benzimidazolium) bis(p-toluenesulfonate), C30H31N5O6S2
- The crystal structure of alogliptinium meta-chlorobenzoate
- Crystal structure of 4-bromobenzyl 2-(6-methoxy-naphthalen-2-yl)propanoate, C21H19BrO3
- The hydrated double salt structure of (E)-4-(2-benzylidenehydrazine-1-carbonyl)pyridin-1-ium cation with 2-hydroxybenzoate and benzoate anions
- Crystal structure of (R)(R)-5-chloro-3-((S,1E,3E)-3,5-dimethyl-hepta-1,3-dien-1-yl)-7-methyl-6,8-dioxo-2,6,7,8-tetrahydroisoquinolin-7-yl acetate, C21H24ClNO4
- The crystal structure of bis(3-oxo-1,3-diphenylprop-1-en-1-olato-κ 2 O:O′)-bis(1,4-dioxane-κ 1 O)nickel(II), C38H38O8Ni
- Crystal structure of poly[aqua-(pyridine-3-carboxylato-κ1 N)(pyridine-3-carboxylato-κ2 O,O′) cadmium(II)] dihydrate, C12H14N2O7Cd
- The crystal structure of 4-(4-phenyl-5-(((1-(2,4,6-tribromophenyl)-1H-1,2,3-triazol-4-yl)methyl)thio)-4H-1,2,4-triazol-3-yl)pyridine, C22H14Br3N7S
- The crystal structure of N-benzylquinoline-2-carbothioamide, C17H14N2S
- Crystal structure of bis(3-isopropylphenyl)-4,4′-bipyridinium dichloride dihydrate, C28H30N2⋅2Cl⋅2H2O
- The crystal structure of ethyl 2-amino-4-(cyanophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C19H18N2O4
- Crystal structure of (4R,10S)-6-hydroxy-7-isopropyl-4,10-dimethyl-1,2,3,5-hexahydro-6,10-epoxyazulen-9-one, C15H22O3
- The crystal structure of (E)-(2-(2-hydroxy-3-methoxybenzylidene)aminophenyl)arsonic acid, C14H14AsNO5
- The crystal structure of poly[(μ 2-2-aminoisophthalato-κ4O,O′:O″:O″′)-(N-methylpyrrolidone κ1O)-dioxido-uranium(VI)], C13H14N2O7U
- The crystal structure of the co-crystal isonicotinamide · terephthalic acid, C8H6O4·2(C6H6N2O)
- The crystal structure of (E)-1-phenyl-3-(p-tolylthio)but-2-en-1-one, C17H16OS
- The crystal structure of 4,5-bis((Z)-chloro(hydroxyimino)methyl)-1H-imidazol-3-ium chloride monohydrate
- The crystal structure of 1,2-bis(4-(dimethylamino)phenyl)ethane-1,2-dione. C18H20N2O2
- Crystal structure of 2-chloro-4-fluorobenzyl 2-acetoxybenzoate, C16H12ClFO4
- Crystal structure of methyl 1-phenyl-9H-pyrido[3,4-b]indole-3-carboxylate, C19H14N2O2
- Crystal structure of (3-(dimethoxymethyl)-5-methoxy-1H-indol-1-yl)(5-fluoro-2-iodophenyl)methanone, C19H17FINO4
- Crystal structure of tetrachlorido-bis(1-[(1H-triazole-1-yl)methyl]-1H-benzotriazole-κ2 N:N′)dicopper, C36H32Cu2N24Cl4
- Crystal structure of 2-(2,3-bis(4-methoxyphenyl)-1H-pyrrolo[2,3-b]quinoxalin-1-yl)anilin, C30H24N4O2
- Crystal structure of 5,7-dihydroxy-2-phenyl-4H-chromen-4-one–N,N-dimethylformamide(1/1), C18H17NO5
- The crystal structure of bis(μ 2-biphenyl-2,2′-dicarboxylato)-diaqua-bis(nitrato)-bis(2,2′:6′,2′′-terpyridine)dineodymium(III), C46H32I2N8Nd2O16
- Crystal structure of (Z)-4-amino-N ′-((4-chlorophenyl)(phenyl)methylene)benzohydrazide, C20H16ClN3O
- Crystal structure of (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one, C23H25NO5
- Crystal structure of (R)-2-((3-(3-aminopiperidin-1-yl)-6-methyl-5-oxo-1,2,4-triazin-4(5H)-yl) methyl)-4-fluorobenzonitrile benzoate monohydrate, C24H27FN6O4
- The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylato-κ 3 N,O,O)copper(II)]monohydrate, C12H15NO9Cu
- Crystal structure of (((4-chlorophenyl)sulfonyl)glycinato-κ 2 N,O)bis(1,10-phenanthroline-κ 2 N,N′)cobalt(II) tetrahydrate, C32H30ClCoN5O8S
- Crystal structure of (((3-nitrophenyl)sulfonyl)-β-alaninato-κO)bis(2,2′-bipyridine-κ 2 N, N′)copper(II) 3-nitrobenzenesulfonate, C35H29CuN7O11S2
- Crystal structure of 3-phenoxybenzyl 2-(6-methoxynaphthalen-2-yl)propanoate, C27H24O4
- 6-(2′,3′-Dihydroxy-3′-methylbutyl)-7-methoxy-8-(3″-methylbut-2″-en-1″-yl)-2H-chromen-2-one, C20H26O5
- Crystal structure of bromido-(2,2′:6′,2″-terpyridine-4′-onato-κ3N)palladium(II) methanol solvate
- The crystal structure of ethyl 2-amino-(4-nitrophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C20H22N2O6
- Crystal structure of (1E,3E,5E)-1,6-bis(4-(pentyloxy)phenyl)hexa-1,3,5-triene, C28H36O2
- The crystal structure of tris(2-bromo-4-methylphenyl)amine, C21H18Br3N
- The crystal structure of 3-(2,5-dimethylanilino)-1-(2,5-dimethylphenyl)-4-methyl-1H-pyrrole-2,5-dione, C21H22N2O2
- Crystal structure of dicarbonyl (μ2-indole-2-carboxylato κ2 O:O′)tris(triphenylarsine-κAs)dirhodium(I) acetone solvate, C68H56As3NO5Rh2
- The crystal structure of 4-chloro-2-formylphenyl 4-methylbenzenesulfonate, C14H11ClO4S
- Crystal structure of 4-iodobenzyl 2-(6-methoxynaphthalen-2-yl) propanoate, C21H19IO3
Articles in the same Issue
- Frontmatter
- New Crystal Structures
- Crystal structure of 3-nitrophenol-2,1,3-benzoselenadiazole (1/1), C12H9N3O3Se
- Crystal structure of diaqua-(hydroxido)-{μ-[2-(hydroxy)-5-[(4-nitrophenyl)diazenyl]benzoato]}-{2-hydroxy-5-[(4-nitrophenyl)diazenyl]benzoato}-(1,10-phenanthroline)-diterbium hydrate, C38H27.4N8O12.2Tb
- Crystal structure of poly[bis(μ3-3-fluoro-4-(1H-1,2,4-triazol-1-yl)benzoato-κ3 O:O′:N)cadmium(II)] – dimethylformamide (1/1), C21H17CdF2N7O5
- The crystal structure of 2-amino-N-(pyridin-2-yl)benzamide, C12H11N3O
- The crystal structure of 2,3-di(pyridin-2-yl)-2,3-dihydroquinazolin-4(1H)-one, C18H14N4O
- Crystal structure of 2-chloro-4-fluorobenzyl (R)-2-(6-methoxynaphthalen-2-yl)propanoate, C21H18ClFO3
- Crystal structure of [1-(4-carboxyphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid]-(methylsulfinyl)methane, C15H16N2O6S
- The crystal structure of 2-ethyl-1,1-dimethyl-1H-benzo[e]indole, C16H17N
- The crystal structure of (Z)-5-amino-N ′-hydroxy-1H-pyrazole-4-carboximidamide, C4H7N5O
- The crystal structure of 2,2,5-trimethyl-3-(4-(4-(5-phenyl-4,5-dihydroisoxazol-3-yl)thiazol-2-yl)phenyl)imidazolidin-4-one, C24H24N4O2S
- The crystal structure of tetrakis(μ2-acetato-κ2 O:O′)-bis[(4′-phenyl-4,2′:6′,4″-terpyridine-κ1 N)dicopper(II)], C25H21CuN3O4
- Crystal structure of poly(3-thiophenecarboxylato-κ 3 O,O′:O′)-(methanol-κO)cadmium(II), C11H10O5S2Cd
- The crystal structure of dichloridobis[4′-(p-methoxylphenyl)-4,2′:6′,4″-terpyridine-κN] zinc(II), C44H34Cl2N6O2Zn
- The crystal structure of 1-(2-carboxyethyl)-1H-imidazole 3-oxide
- Crystal structure of 1,1′,1″-(nitrilotris(ethane-2,1-diyl))tris(3-(4-(((E)-pyridin-2-ylmethylene)amino)phenyl)urea), C45H47N13O4
- Crystal structure of a (E)-4-bromo-N-(4-(diethylamino)-2-hydroxybenzylidene) benzenaminium acetate ─ 4-bromoaniline (1/1)
- Crystal structure of 2,2′-(iminobis(methylene))bis(benzimidazolium) bis(p-toluenesulfonate), C30H31N5O6S2
- The crystal structure of alogliptinium meta-chlorobenzoate
- Crystal structure of 4-bromobenzyl 2-(6-methoxy-naphthalen-2-yl)propanoate, C21H19BrO3
- The hydrated double salt structure of (E)-4-(2-benzylidenehydrazine-1-carbonyl)pyridin-1-ium cation with 2-hydroxybenzoate and benzoate anions
- Crystal structure of (R)(R)-5-chloro-3-((S,1E,3E)-3,5-dimethyl-hepta-1,3-dien-1-yl)-7-methyl-6,8-dioxo-2,6,7,8-tetrahydroisoquinolin-7-yl acetate, C21H24ClNO4
- The crystal structure of bis(3-oxo-1,3-diphenylprop-1-en-1-olato-κ 2 O:O′)-bis(1,4-dioxane-κ 1 O)nickel(II), C38H38O8Ni
- Crystal structure of poly[aqua-(pyridine-3-carboxylato-κ1 N)(pyridine-3-carboxylato-κ2 O,O′) cadmium(II)] dihydrate, C12H14N2O7Cd
- The crystal structure of 4-(4-phenyl-5-(((1-(2,4,6-tribromophenyl)-1H-1,2,3-triazol-4-yl)methyl)thio)-4H-1,2,4-triazol-3-yl)pyridine, C22H14Br3N7S
- The crystal structure of N-benzylquinoline-2-carbothioamide, C17H14N2S
- Crystal structure of bis(3-isopropylphenyl)-4,4′-bipyridinium dichloride dihydrate, C28H30N2⋅2Cl⋅2H2O
- The crystal structure of ethyl 2-amino-4-(cyanophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C19H18N2O4
- Crystal structure of (4R,10S)-6-hydroxy-7-isopropyl-4,10-dimethyl-1,2,3,5-hexahydro-6,10-epoxyazulen-9-one, C15H22O3
- The crystal structure of (E)-(2-(2-hydroxy-3-methoxybenzylidene)aminophenyl)arsonic acid, C14H14AsNO5
- The crystal structure of poly[(μ 2-2-aminoisophthalato-κ4O,O′:O″:O″′)-(N-methylpyrrolidone κ1O)-dioxido-uranium(VI)], C13H14N2O7U
- The crystal structure of the co-crystal isonicotinamide · terephthalic acid, C8H6O4·2(C6H6N2O)
- The crystal structure of (E)-1-phenyl-3-(p-tolylthio)but-2-en-1-one, C17H16OS
- The crystal structure of 4,5-bis((Z)-chloro(hydroxyimino)methyl)-1H-imidazol-3-ium chloride monohydrate
- The crystal structure of 1,2-bis(4-(dimethylamino)phenyl)ethane-1,2-dione. C18H20N2O2
- Crystal structure of 2-chloro-4-fluorobenzyl 2-acetoxybenzoate, C16H12ClFO4
- Crystal structure of methyl 1-phenyl-9H-pyrido[3,4-b]indole-3-carboxylate, C19H14N2O2
- Crystal structure of (3-(dimethoxymethyl)-5-methoxy-1H-indol-1-yl)(5-fluoro-2-iodophenyl)methanone, C19H17FINO4
- Crystal structure of tetrachlorido-bis(1-[(1H-triazole-1-yl)methyl]-1H-benzotriazole-κ2 N:N′)dicopper, C36H32Cu2N24Cl4
- Crystal structure of 2-(2,3-bis(4-methoxyphenyl)-1H-pyrrolo[2,3-b]quinoxalin-1-yl)anilin, C30H24N4O2
- Crystal structure of 5,7-dihydroxy-2-phenyl-4H-chromen-4-one–N,N-dimethylformamide(1/1), C18H17NO5
- The crystal structure of bis(μ 2-biphenyl-2,2′-dicarboxylato)-diaqua-bis(nitrato)-bis(2,2′:6′,2′′-terpyridine)dineodymium(III), C46H32I2N8Nd2O16
- Crystal structure of (Z)-4-amino-N ′-((4-chlorophenyl)(phenyl)methylene)benzohydrazide, C20H16ClN3O
- Crystal structure of (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one, C23H25NO5
- Crystal structure of (R)-2-((3-(3-aminopiperidin-1-yl)-6-methyl-5-oxo-1,2,4-triazin-4(5H)-yl) methyl)-4-fluorobenzonitrile benzoate monohydrate, C24H27FN6O4
- The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylato-κ 3 N,O,O)copper(II)]monohydrate, C12H15NO9Cu
- Crystal structure of (((4-chlorophenyl)sulfonyl)glycinato-κ 2 N,O)bis(1,10-phenanthroline-κ 2 N,N′)cobalt(II) tetrahydrate, C32H30ClCoN5O8S
- Crystal structure of (((3-nitrophenyl)sulfonyl)-β-alaninato-κO)bis(2,2′-bipyridine-κ 2 N, N′)copper(II) 3-nitrobenzenesulfonate, C35H29CuN7O11S2
- Crystal structure of 3-phenoxybenzyl 2-(6-methoxynaphthalen-2-yl)propanoate, C27H24O4
- 6-(2′,3′-Dihydroxy-3′-methylbutyl)-7-methoxy-8-(3″-methylbut-2″-en-1″-yl)-2H-chromen-2-one, C20H26O5
- Crystal structure of bromido-(2,2′:6′,2″-terpyridine-4′-onato-κ3N)palladium(II) methanol solvate
- The crystal structure of ethyl 2-amino-(4-nitrophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C20H22N2O6
- Crystal structure of (1E,3E,5E)-1,6-bis(4-(pentyloxy)phenyl)hexa-1,3,5-triene, C28H36O2
- The crystal structure of tris(2-bromo-4-methylphenyl)amine, C21H18Br3N
- The crystal structure of 3-(2,5-dimethylanilino)-1-(2,5-dimethylphenyl)-4-methyl-1H-pyrrole-2,5-dione, C21H22N2O2
- Crystal structure of dicarbonyl (μ2-indole-2-carboxylato κ2 O:O′)tris(triphenylarsine-κAs)dirhodium(I) acetone solvate, C68H56As3NO5Rh2
- The crystal structure of 4-chloro-2-formylphenyl 4-methylbenzenesulfonate, C14H11ClO4S
- Crystal structure of 4-iodobenzyl 2-(6-methoxynaphthalen-2-yl) propanoate, C21H19IO3