Abstract
C24H25FN4O10, triclinic, P1̄ (no. 2), a = 7.7217(3) Å, b = 9.9451(4) Å, c = 15.9291(6) Å, α = 101.741(1)∘, β = 98.762(1)∘, γ = 96.148(1)∘, V = 1171.56(8) Å3, Z = 2, R gt (F) = 0.0389, wR ref (F2) = 0.1162, T = 170 K.
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.

Data collection and handling.
Crystal: | Colourless needle |
Size: | 0.08 × 0.05 × 0.03 mm |
Wavelength: μ: |
Ga Kα radiation (1.34139 Å) 0.70 mm−1 |
Diffractometer, scan mode: θmax, completeness: |
Bruker D8 Venture, φ and ω 60.6°, 99 % |
N(hkl)measured, N(hkl)unique, Rint: | 22065, 5,307, 0.029 |
Criterion for Iobs, N(hkl)gt: | Iobs > 2 σ(Iobs), 4,883 |
N(param)refined: | 358 |
Programs: | Bruker, 1 Olex2, 2 SHELX 3 , 4 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).
Atom | x | y | z | Uiso*/Ueq |
---|---|---|---|---|
F1 | 0.82066 (11) | −0.38467 (8) | 0.42201 (5) | 0.03345 (19) |
O1 | 0.66996 (12) | 0.03211 (10) | 0.61742 (5) | 0.0286 (2) |
N1 | 0.90979 (13) | −0.47973 (10) | 0.10751 (6) | 0.0233 (2) |
H1A | 0.833283 | −0.447732 | 0.069417 | 0.028* |
H1B | 0.956655 | −0.549644 | 0.076413 | 0.028* |
C1 | 0.97903 (15) | −0.25270 (12) | 0.20977 (7) | 0.0221 (2) |
H1C | 1.074780 | −0.176157 | 0.240036 | 0.026* |
H1D | 0.890636 | −0.214860 | 0.172627 | 0.026* |
O2 | 0.63521 (15) | 0.43385 (10) | 0.59836 (6) | 0.0379 (2) |
N2 | 0.89504 (13) | −0.30954 (10) | 0.27403 (6) | 0.0214 (2) |
C2 | 1.05459 (15) | −0.36535 (13) | 0.15380 (8) | 0.0248 (2) |
H2A | 1.112463 | −0.326690 | 0.110803 | 0.030* |
H2B | 1.144868 | −0.401830 | 0.190751 | 0.030* |
O3 | 0.60524 (12) | 0.27272 (10) | 0.67515 (6) | 0.0308 (2) |
H3 | 0.617780 | 0.188716 | 0.669894 | 0.046* |
N3 | 0.78302 (12) | 0.15793 (10) | 0.39932 (6) | 0.0205 (2) |
C3 | 0.8119 (2) | −0.53438 (13) | 0.16972 (9) | 0.0315 (3) |
H3A | 0.890624 | −0.581773 | 0.205398 | 0.038* |
H3B | 0.709714 | −0.603457 | 0.136821 | 0.038* |
C4 | 0.74645 (17) | −0.41914 (12) | 0.22898 (8) | 0.0267 (3) |
H4A | 0.656522 | −0.379030 | 0.194217 | 0.032* |
H4B | 0.689960 | −0.457231 | 0.272583 | 0.032* |
C5 | 0.84821 (14) | −0.21132 (12) | 0.34031 (7) | 0.0201 (2) |
C6 | 0.80972 (15) | −0.25177 (12) | 0.41629 (8) | 0.0227 (2) |
C7 | 0.76379 (15) | −0.16312 (12) | 0.48356 (7) | 0.0222 (2) |
H7 | 0.736719 | −0.194977 | 0.533025 | 0.027* |
C8 | 0.75667 (14) | −0.02376 (12) | 0.47929 (7) | 0.0201 (2) |
C9 | 0.79536 (14) | 0.02060 (11) | 0.40507 (7) | 0.0191 (2) |
C10 | 0.84165 (14) | −0.07380 (12) | 0.33625 (7) | 0.0201 (2) |
H10 | 0.868724 | −0.042994 | 0.286453 | 0.024* |
C11 | 0.73608 (15) | 0.24582 (12) | 0.46474 (8) | 0.0231 (2) |
H11 | 0.727702 | 0.338285 | 0.459103 | 0.028* |
C12 | 0.69938 (15) | 0.20951 (12) | 0.53955 (7) | 0.0231 (2) |
C13 | 0.70641 (14) | 0.07129 (12) | 0.55066 (7) | 0.0217 (2) |
C14 | 0.81829 (15) | 0.20750 (12) | 0.32101 (7) | 0.0230 (2) |
H14A | 0.763193 | 0.292469 | 0.318963 | 0.028* |
H14B | 0.761989 | 0.135917 | 0.268298 | 0.028* |
C15 | 1.01419 (17) | 0.23901 (14) | 0.31947 (9) | 0.0308 (3) |
H15A | 1.029727 | 0.259563 | 0.263239 | 0.046* |
H15B | 1.072050 | 0.158452 | 0.327711 | 0.046* |
H15C | 1.067374 | 0.319388 | 0.366458 | 0.046* |
C16 | 0.64498 (16) | 0.31519 (13) | 0.60687 (8) | 0.0269 (3) |
O10 | 0.38416 (14) | 0.60966 (11) | 1.05019 (9) | 0.0433 (3) |
H10A | 0.485331 | 0.631242 | 1.035084 | 0.065* |
H10B | 0.391500 | 0.530358 | 1.064586 | 0.065* |
O4 | 0.66143 (15) | 0.57861 (9) | 0.81606 (6) | 0.0395 (3) |
N4 | 0.79564 (13) | 1.02865 (10) | 1.06666 (6) | 0.0215 (2) |
O5 | 0.58881 (12) | 0.66569 (9) | 0.69946 (6) | 0.0283 (2) |
H5 | 0.592184 | 0.584237 | 0.672742 | 0.042* |
O6 | 0.95731 (11) | 0.71750 (8) | 0.95711 (6) | 0.02618 (19) |
O7 | 0.71414 (12) | 0.68610 (9) | 1.01464 (6) | 0.0285 (2) |
O8 | 0.91238 (13) | 0.97068 (9) | 1.09879 (6) | 0.0309 (2) |
O9 | 0.72957 (12) | 1.12160 (9) | 1.10849 (6) | 0.0309 (2) |
C17 | 0.64101 (14) | 0.67752 (12) | 0.78442 (8) | 0.0219 (2) |
C18 | 0.66377 (14) | 0.82306 (11) | 0.83658 (7) | 0.0192 (2) |
C19 | 0.73179 (13) | 0.85203 (11) | 0.92663 (7) | 0.0177 (2) |
C20 | 0.73068 (14) | 0.98709 (11) | 0.97208 (7) | 0.0190 (2) |
C21 | 0.67283 (15) | 1.09082 (11) | 0.93336 (8) | 0.0229 (2) |
H21 | 0.672012 | 1.180840 | 0.967595 | 0.028* |
C22 | 0.61614 (16) | 1.06125 (12) | 0.84390 (8) | 0.0244 (2) |
H22 | 0.580805 | 1.131951 | 0.815732 | 0.029* |
C23 | 0.61150 (15) | 0.92771 (12) | 0.79598 (7) | 0.0220 (2) |
H23 | 0.572243 | 0.907027 | 0.734672 | 0.026* |
C24 | 0.80767 (15) | 0.74162 (11) | 0.96971 (7) | 0.0201 (2) |
1 Source of materials
The mixture of norfloxacin (16.0 mg, 0.05 mmol) and 3-nitrophthalic acid (10.6 mg, 0.05 mmol) was dissolved in a mixture of 2 ml deionized water and 2 ml ethanol. The resulting mixture was stirred and dissolved in a temperature water bath at 60°C during 30 min; then filtered and placed in a 10 ml glass bottle. The filtrate was slowly evaporated at room temperature. Crystals of the title compound were obtained after 2 days.
2 Experimental details
Absorption corrections were applied by using multi-scan program. 1 Using Olex2, 2 the structure was solved with the ShelXT 3 structure solution program and refined with the ShelXL 4 refinement package. The H atoms were fixed, fixed Uiso were set to 1.2 times of all C(H) groups, C(H,H) groups and N(H,H) groups; 1.5 times of C(H,H,H,H) groups, O(H) groups and O(H,H) groups.
3 Comment
Norfloxacin is a potent fluoroquinolone antibacterial compound, which is widely used in the treatment of various bacterial infections caused by both Gram-positive and Gram-negative bacteria. 5 The aqueous solubility of fluoroquinolones is improved by salts or cocrystals. A series of crystalline salts or cocrystals of norfloxacin have been obtained and characterised. 6 – 10 The aim of this study is to investigate the structural properties of a new norfloxacin salt. The title crystal was formed by protonated Norfloxacin and the deprotonated 3-nitrophthalic acid molecules through intermolecular hydrogen bonds, H5O5⋯O2(d(O5⋯O2) = 2.623 Å). Water and 3-nitrophthalate anions are connected through intermolecular hydrogen bonds H10AO10…O7(d(O5⋯O2) = 2.775 Å). Meanwhile, the protonated Norfloxacin has an intramolecular hydrogen bond H3O3⋯O1(d(O3⋯O1) = 2.541 Å). The 3-nitrophthalate anion shows two intramolecular hydrogen bonds O7⋯O8(d(O7⋯O8) = 3.009 Å) and O4⋯O6(d(O4⋯O6) = 2.945 Å). H1AN1 and H1BN1 in the piperazine group participate in a classical bond to the oxygen atom in the 3-nitrophthalate anion N1⋯O6(d(N1⋯O6) = 2.749 Å), N1⋯O7(d(N1⋯O7) = 2.835 Å).
Acknowledgements
We would also like to thank Mr Jiyong Liu from the Chemistry Instrumentation Center Zhejiang University for X-ray crystallographic analysis.
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Author contribution: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
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Competing interests: The authors declare no conflicts of interest regarding this article.
References
1. Bruker. APEX3 v. 2016.9?0 and SAINT v. 8.37A; Bruker Axs Inc.: Madison, Wisconsin, USA, 2016.Suche in Google Scholar
2. 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. Cryst. 2009, 42, 339–341; https://doi.org/10.1107/s0021889808042726.Suche in Google Scholar
3. Sheldrick, G. M. SHELXTL – Integrated Space-Group and Crystal-Structure Determination. Acta Crystallogr. 2015, A71, 3–8.10.1107/S2053273314026370Suche in Google Scholar PubMed PubMed Central
4. Sheldrick, G. M. Crystal Structure Refinement with SHELXL. Acta Crystallogr. 2015, C71, 3–8; https://doi.org/10.1107/s2053229614024218.Suche in Google Scholar
5. Bambeke, F. V.; Michot, J. M.; Eldere, J. V.; Tulkens, P. M. Quinolones in 2005: an Update. Clin. Microbiol. Infect. 2005, 11, 256–280; https://doi.org/10.1111/j.1469-0691.2005.01131.x.Suche in Google Scholar PubMed
6. Basavoju, S.; Boström, D.; Velaga, S. P. Pharmaceutical Cocrystal and Salts of Norfloxacin. Cryst. Growth Des. 2006, 6, 2699–2708; https://doi.org/10.1021/cg060327x.Suche in Google Scholar
7. Gunnam, A.; Nangia, A. K. Novel Hydrate and Anhydrate Cocrystals/salts of Norfloxacin and Their Physicochemical Properties. Cryst. Growth Des. 2023, 23, 4198–4213; https://doi.org/10.1021/acs.cgd.3c00023.Suche in Google Scholar
8. Ferreira, P. O.; de Almeida, A. C.; Costa, G. D. P.; Torquetti, C.; Baptista, J. A.; Eusébio, M. S.; Caires, F. J.; Castro, R. A. Norfloxacin Cocrystals: Mechanochemical Synthesis and Scale-Up Viability through Solubilitystudies. J. Pharm. Sci. 2023, 112, 2230–2239; https://doi.org/10.1016/j.xphs.2023.03.003.Suche in Google Scholar PubMed
9. Prashar, M.; Mehta, V.; Singh, P.; Mangal, S.; Arora, P.; Harjai, K.; Chadha, R.; Dhingra, N. Structural and Biopharmaceutical Evaluation of Newly Synthesized Norfloxacin Co-crystals Using Crystal Engineering Approach. J. Mol. Struct. 2023, 1292, 136–175.10.1016/j.molstruc.2023.136175Suche in Google Scholar
10. Wallis, S. C.; Gahan, L. R.; Charles, B. G.; Hambley, T. W. 13C N. M. R. and Single-Crystal X-Ray Structural Investigation of the Fluoroquinolone Antimicrobial Drug Norfloxacin 2DCl.D2O. Aust. J. Chem. 1994, 47, 799–806; https://doi.org/10.1071/ch9940799.Suche 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.
Artikel in diesem Heft
- Frontmatter
- Editorial
- Editorial 2024 – New developments and changes of Zeitschrift für Kristallographie – New Crystal Structures
- New Crystal Structures
- Hydrogen bonding and π⋅⋅⋅halogen interactions in the crystal structure of bis(theophyllinium) hexachloridoplatinate(IV) monohydrate
- The crystal structure of 6-amino-2-carboxypyridin-1-ium perchlorate, C6H7ClN2O6
- Crystal structure of poly[(μ4-(3-amino-1H-1,2,4-triazol-1-yl)benzene-1,3-dicarboxylato-κ 4 N:O:O':O')(1-methylpyrroldin-2-one-κ1O)dicopper(II)] – 1-methylpyrroldin-2-one (1/3), C40H48Cu2N12O12
- The crystal structure of 18-crown-6-k6O6(2,4,5-trinitroimidazol-1-ido-k1O)potassium(I)
- Crystal structure of poly[tetraaqua-bis(μ2-5-bromoisophthalato-κ3O,O′:O″)-(μ2-1,5-bis(imidazol-2-methyl)pentane-κ2N:N′)dicadmium(II)] dihydrate
- Crystal structure of (5R,6S,E)-5-acetoxy-2-methyl-6-((2aR,3R,5aS,5bS,11aR,12aS)-2a,5a,8,8-tetramethyl-9-oxotetradecahydro-1H,12H-cyclopenta[a]cyclopropa[e]phenanthren-3-yl)hept-2-enoic acid, C32H48O5
- The crystal structure of poly[diaqua-bis(μ2 -thiocyanato-κ2N:O)cobalt(II) monohydrate
- The crystal structure of 1,3,5-tri(1H-imidazol-1-yl)benzene–2,3,5,6-tetrachlorobenzene-1,4-dicarboxylic acid (1/1)
- Crystal structure of dichlorido-bis(1-[(2-ethyl-benzimidazole-1-yl)methyl]-1H–benzotriazole) cadmium(II), C32H32CdN10OCl2
- The crystal structure of N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-3-methoxy-N,2-dimethylbenzohydrazide, C23H30N2O3
- Crystal stucture of 3-benzamido-N-(2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)-2-fluorobenzamide
- Crystal structure of bis(μ-benzeneselenolato)-(tetracarbonyl)-{μ-[N-(diphenylphosphanyl)-N-(3-ethynylphenyl)-P,P-diphenylphosphinous amide]} diiron, C48H35Fe2NO4P2Se2
- The crystal structure of 2′-(p-tolyl)-4′H-spiro[isochromane-1,1′-naphthalene]-3,4′-dione, C25H18O3
- The crystal structure of poly[hexaqua-tetrakis(μ4-pyridine-2,4-dicarboxylate-κ5N: O: O′: O″: O‴)-bi(μ2-pyridine-2,4-dicarboxylate-κ3N: O: O′)-digadolinium(III)tricopper (II)], [Gd2Cu3(C7H3NO4)6(H2O)6] n
- Crystal structure of poly[bis(4-(4-(pyridin-4-yl)phenyl)pyridin-1-ium-κ1N)-(μ4-benzene-1,2,4,5-tetracarboxylato-κ5O:O′: O″:O‴:O⁗)-(μ2-2,5-dicarboxyterephthalato-κ2O:O′)dizinc(II)], C52H32N4O16Zn2
- The crystal structure of 4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium 2-carboxy-6-nitrobenzoate monohydrate, C24H25FN4O10
- Crystal structure of dichlorido-(1-((3,5-dimethyl-2,3-dihydro-1H-1,2,3-triazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-k1N)zinc(II), C22H24ZnN12Cl2
- The crystal structure of (3-chlorothiophene-2-carboxylato-κ2O, O′)-(2,2′-dipyridyl-κ2N,N′)lead(II), C20H12Cl2N2O4S2Pb
- Synthesis and crystal structure of (Z)-4-((1-(3-fluorophenyl)-1H-1,2,3-triazol-4-yl)methylene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, C19H14FN5O
- The crystal structure of the coordination compound catena-poly[(18-crown-6-ether-κ6O6)(4,5-dinitroimidazolato-κ1O)potassium(I)]
- Crystal structure of 7-(diethylamino)-3-(trifluoroacetyl)-2H-chromen-2-one, C15H14F3NO3
- Crystal structure of dichlorido-1-[(2-ethylimidazole-1-yl)methyl]-1H–benzotriazole κ1N zinc(II), C24H26ZnN10Cl2
- Crystal and molecular structure of 5-bromopyridine-2,3-diamine
- Crystal structure of catena-poly[bis(μ2-1-(3-carboxyphenyl)-5-methyl-4-oxo-1,4-dihydropyridazine-3-carboxylato-k3-O,O′:O″)hexaqua-dicobalt tetrahydrate], C26H36N4O20Co2
- Crystal structure of thiocyanate-κ1N-bis(μ1-2,6-diformyl-4-methylphenol oxime-κ2N,O)-manganese(III) acetonitrile solvate, C21H21MnN6O6S
- The crystal structure of pyrrolidin-1-yl pivalate, C9H13NO4
- The crystal structure of 2,2′-(2,2-diphenylethene-1,1-diyl)bis(1,4-dimethoxybenzene), C30H28O4
- Crystal structure of bis(benzyltrimethylammonium) tetrathiotungstate(VI), {(C6H5CH2)(CH3)3N}2[WS4]
- The crystal structure of ethyl (Z)-2-(ethoxymethylene)-3-oxobutanoate, C9H14O4
- The crystal structure of (E)-6-bromo-3,5-dimethyl-2-(1-phenylprop-1-en-2-yl)-3Himidazo[4,5b]pyridine, C17H16BrN3
- Crystal structure of (3S,3′S,4R,4′S)-3′-(furan-3-yl)-3-hydroxy-4′-methyl-3,5,6′,7′-tetrahydro-1H,3′H-4,5′-spirobi[isobenzofuran]-1,1′(4′H)-dione-methanol (1/1), C21H22O7
- Cocrystal structure of progesterone-isophthalic acid, C25H33O4
- The crystal structure of 3-(6-fluoro-1H-indol-3-yl)-1-methylquinoxalin-2(1H)-one, C17H12FN3O
- Crystal structure of S-(4-carboxybutyl)- l -cysteine
- The cocrystal of 2,2′-(hydrazine-1,1-diyl)bis(1H-imidazole-4,5-dicarbonitrile)– methanol (2/3)
- Crystal structure of (1′R,2′S,4′R,6′S)-4,6-dihydroxy-1′,8′,8′-trimethyl-3-(3-methylbutanoyl)-4′,8′,6′,1′,7,2′-hexahydro-1H-4′,6′-methanoxanthene-8-carbaldehyde, C23H30O5
- Crystal structure of (3,6-di(2-pyridyl)-4-methylphenyl pyridazine-k 2 N,N′)-bis(1-phenyl-pyrazole-κ 2 C,N) iridium(III) hexafluorophosphate, C39H29F6IrN8P
- Crystal structure of 1,5-bis[(E)-1-(2-hydroxyphenyl)ethylidene]thiocarbonohydrazide dimethyl sulfoxide monosolvate, C17H18N4O2S·C2H6OS
- Crystal structure of (S)-4-(2-(4-(2-acetyl-5-chlorophenyl)-3-methoxy-6-oxopyridazin-1(6H)-yl)-3-phenylpropanamido)benzoic acid monohydrate, C29H26ClN3O7
- The crystal structure of 1,3-bis(2,4-dinitro-1H-imidazol-1-yl)propane
- Crystal structure of 4-chlorobenzyl (S)-2-(6-methoxynaphthalen-2-yl)propanoate, C21H19ClO3
- Crystal structure of 1-(5-(benzo[d][1,3]dioxol-5-yl)-4-benzyl-1-(4-bromophenyl)-4,5-dihydro-1H-1,2,4-triazol-3-yl)ethan-1-one, C24H20BrN3O3
- The crystal structure of (Z)-3′-(2-(1-(3,4-dimethyl-phenyl)-3-methyl-5-oxo-1,5-dihydro-4H-pyrazol-4-ylidene)hydrazinyl)-2′-hydroxy-[1,1′-biphenyl]-3-carboxylicacid ─ methanol (1/1), C26H26N4O5
- Crystal structure of (S)-1-phenylpropan-1-aminium (S)-(1-phenylpropyl)carbamate C19H26N2O2
- Synthesis and crystal structure of methyl 2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, C18H16BrN3O2S
- The crystal structure of trichlorobis(pyridine-2,6-dithio-κS-carbomethylamido)antimony(III), [SbCl3(C9H11N3S2)2]
- Crystal structure of 1,8-dihydroxy-3-{[(triphenylstannyl)oxy]carbonyl} anthracene-9,10-dione, C33H22O6Sn
- The crystal structure of (E)-4-(2-(pyridin-4-ylmethylene)hydrazine-1-carbonyl)pyridin-1-ium-2-olate dihydrate, C12H14N4O4
- The crystal structure of 6-amino-pyridinium-2-carboxylate, C6H6N2O2
- The crystal structure of catena-poly[aqua-nitrato-κ3O,O:O′′-(1,10-phenanthroline-κ2N,N′)sodium(I)], C24H18N6O7Na2
- Retractions
- Retraction of: Crystal structure of bis[diaquaisonicotinatosamarium(III)]-µ-isonicotinato-[diisonicotinatocopper(II)], CuSm2(C6H4NO2)8(H2O)4
- Retraction of: Crystal structure of aqua(2,2′-bipyridine-k 2 N:N′)(nitrato)-(4-aminobenzoato)cadmium(II) nitrate, [Cd(H2O)(NO3)(C10H8N2)(C7H7NO2)][NO3]
Artikel in diesem Heft
- Frontmatter
- Editorial
- Editorial 2024 – New developments and changes of Zeitschrift für Kristallographie – New Crystal Structures
- New Crystal Structures
- Hydrogen bonding and π⋅⋅⋅halogen interactions in the crystal structure of bis(theophyllinium) hexachloridoplatinate(IV) monohydrate
- The crystal structure of 6-amino-2-carboxypyridin-1-ium perchlorate, C6H7ClN2O6
- Crystal structure of poly[(μ4-(3-amino-1H-1,2,4-triazol-1-yl)benzene-1,3-dicarboxylato-κ 4 N:O:O':O')(1-methylpyrroldin-2-one-κ1O)dicopper(II)] – 1-methylpyrroldin-2-one (1/3), C40H48Cu2N12O12
- The crystal structure of 18-crown-6-k6O6(2,4,5-trinitroimidazol-1-ido-k1O)potassium(I)
- Crystal structure of poly[tetraaqua-bis(μ2-5-bromoisophthalato-κ3O,O′:O″)-(μ2-1,5-bis(imidazol-2-methyl)pentane-κ2N:N′)dicadmium(II)] dihydrate
- Crystal structure of (5R,6S,E)-5-acetoxy-2-methyl-6-((2aR,3R,5aS,5bS,11aR,12aS)-2a,5a,8,8-tetramethyl-9-oxotetradecahydro-1H,12H-cyclopenta[a]cyclopropa[e]phenanthren-3-yl)hept-2-enoic acid, C32H48O5
- The crystal structure of poly[diaqua-bis(μ2 -thiocyanato-κ2N:O)cobalt(II) monohydrate
- The crystal structure of 1,3,5-tri(1H-imidazol-1-yl)benzene–2,3,5,6-tetrachlorobenzene-1,4-dicarboxylic acid (1/1)
- Crystal structure of dichlorido-bis(1-[(2-ethyl-benzimidazole-1-yl)methyl]-1H–benzotriazole) cadmium(II), C32H32CdN10OCl2
- The crystal structure of N′-(tert-butyl)-N′-(3,5-dimethylbenzoyl)-3-methoxy-N,2-dimethylbenzohydrazide, C23H30N2O3
- Crystal stucture of 3-benzamido-N-(2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)-2-fluorobenzamide
- Crystal structure of bis(μ-benzeneselenolato)-(tetracarbonyl)-{μ-[N-(diphenylphosphanyl)-N-(3-ethynylphenyl)-P,P-diphenylphosphinous amide]} diiron, C48H35Fe2NO4P2Se2
- The crystal structure of 2′-(p-tolyl)-4′H-spiro[isochromane-1,1′-naphthalene]-3,4′-dione, C25H18O3
- The crystal structure of poly[hexaqua-tetrakis(μ4-pyridine-2,4-dicarboxylate-κ5N: O: O′: O″: O‴)-bi(μ2-pyridine-2,4-dicarboxylate-κ3N: O: O′)-digadolinium(III)tricopper (II)], [Gd2Cu3(C7H3NO4)6(H2O)6] n
- Crystal structure of poly[bis(4-(4-(pyridin-4-yl)phenyl)pyridin-1-ium-κ1N)-(μ4-benzene-1,2,4,5-tetracarboxylato-κ5O:O′: O″:O‴:O⁗)-(μ2-2,5-dicarboxyterephthalato-κ2O:O′)dizinc(II)], C52H32N4O16Zn2
- The crystal structure of 4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium 2-carboxy-6-nitrobenzoate monohydrate, C24H25FN4O10
- Crystal structure of dichlorido-(1-((3,5-dimethyl-2,3-dihydro-1H-1,2,3-triazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-k1N)zinc(II), C22H24ZnN12Cl2
- The crystal structure of (3-chlorothiophene-2-carboxylato-κ2O, O′)-(2,2′-dipyridyl-κ2N,N′)lead(II), C20H12Cl2N2O4S2Pb
- Synthesis and crystal structure of (Z)-4-((1-(3-fluorophenyl)-1H-1,2,3-triazol-4-yl)methylene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, C19H14FN5O
- The crystal structure of the coordination compound catena-poly[(18-crown-6-ether-κ6O6)(4,5-dinitroimidazolato-κ1O)potassium(I)]
- Crystal structure of 7-(diethylamino)-3-(trifluoroacetyl)-2H-chromen-2-one, C15H14F3NO3
- Crystal structure of dichlorido-1-[(2-ethylimidazole-1-yl)methyl]-1H–benzotriazole κ1N zinc(II), C24H26ZnN10Cl2
- Crystal and molecular structure of 5-bromopyridine-2,3-diamine
- Crystal structure of catena-poly[bis(μ2-1-(3-carboxyphenyl)-5-methyl-4-oxo-1,4-dihydropyridazine-3-carboxylato-k3-O,O′:O″)hexaqua-dicobalt tetrahydrate], C26H36N4O20Co2
- Crystal structure of thiocyanate-κ1N-bis(μ1-2,6-diformyl-4-methylphenol oxime-κ2N,O)-manganese(III) acetonitrile solvate, C21H21MnN6O6S
- The crystal structure of pyrrolidin-1-yl pivalate, C9H13NO4
- The crystal structure of 2,2′-(2,2-diphenylethene-1,1-diyl)bis(1,4-dimethoxybenzene), C30H28O4
- Crystal structure of bis(benzyltrimethylammonium) tetrathiotungstate(VI), {(C6H5CH2)(CH3)3N}2[WS4]
- The crystal structure of ethyl (Z)-2-(ethoxymethylene)-3-oxobutanoate, C9H14O4
- The crystal structure of (E)-6-bromo-3,5-dimethyl-2-(1-phenylprop-1-en-2-yl)-3Himidazo[4,5b]pyridine, C17H16BrN3
- Crystal structure of (3S,3′S,4R,4′S)-3′-(furan-3-yl)-3-hydroxy-4′-methyl-3,5,6′,7′-tetrahydro-1H,3′H-4,5′-spirobi[isobenzofuran]-1,1′(4′H)-dione-methanol (1/1), C21H22O7
- Cocrystal structure of progesterone-isophthalic acid, C25H33O4
- The crystal structure of 3-(6-fluoro-1H-indol-3-yl)-1-methylquinoxalin-2(1H)-one, C17H12FN3O
- Crystal structure of S-(4-carboxybutyl)- l -cysteine
- The cocrystal of 2,2′-(hydrazine-1,1-diyl)bis(1H-imidazole-4,5-dicarbonitrile)– methanol (2/3)
- Crystal structure of (1′R,2′S,4′R,6′S)-4,6-dihydroxy-1′,8′,8′-trimethyl-3-(3-methylbutanoyl)-4′,8′,6′,1′,7,2′-hexahydro-1H-4′,6′-methanoxanthene-8-carbaldehyde, C23H30O5
- Crystal structure of (3,6-di(2-pyridyl)-4-methylphenyl pyridazine-k 2 N,N′)-bis(1-phenyl-pyrazole-κ 2 C,N) iridium(III) hexafluorophosphate, C39H29F6IrN8P
- Crystal structure of 1,5-bis[(E)-1-(2-hydroxyphenyl)ethylidene]thiocarbonohydrazide dimethyl sulfoxide monosolvate, C17H18N4O2S·C2H6OS
- Crystal structure of (S)-4-(2-(4-(2-acetyl-5-chlorophenyl)-3-methoxy-6-oxopyridazin-1(6H)-yl)-3-phenylpropanamido)benzoic acid monohydrate, C29H26ClN3O7
- The crystal structure of 1,3-bis(2,4-dinitro-1H-imidazol-1-yl)propane
- Crystal structure of 4-chlorobenzyl (S)-2-(6-methoxynaphthalen-2-yl)propanoate, C21H19ClO3
- Crystal structure of 1-(5-(benzo[d][1,3]dioxol-5-yl)-4-benzyl-1-(4-bromophenyl)-4,5-dihydro-1H-1,2,4-triazol-3-yl)ethan-1-one, C24H20BrN3O3
- The crystal structure of (Z)-3′-(2-(1-(3,4-dimethyl-phenyl)-3-methyl-5-oxo-1,5-dihydro-4H-pyrazol-4-ylidene)hydrazinyl)-2′-hydroxy-[1,1′-biphenyl]-3-carboxylicacid ─ methanol (1/1), C26H26N4O5
- Crystal structure of (S)-1-phenylpropan-1-aminium (S)-(1-phenylpropyl)carbamate C19H26N2O2
- Synthesis and crystal structure of methyl 2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, C18H16BrN3O2S
- The crystal structure of trichlorobis(pyridine-2,6-dithio-κS-carbomethylamido)antimony(III), [SbCl3(C9H11N3S2)2]
- Crystal structure of 1,8-dihydroxy-3-{[(triphenylstannyl)oxy]carbonyl} anthracene-9,10-dione, C33H22O6Sn
- The crystal structure of (E)-4-(2-(pyridin-4-ylmethylene)hydrazine-1-carbonyl)pyridin-1-ium-2-olate dihydrate, C12H14N4O4
- The crystal structure of 6-amino-pyridinium-2-carboxylate, C6H6N2O2
- The crystal structure of catena-poly[aqua-nitrato-κ3O,O:O′′-(1,10-phenanthroline-κ2N,N′)sodium(I)], C24H18N6O7Na2
- Retractions
- Retraction of: Crystal structure of bis[diaquaisonicotinatosamarium(III)]-µ-isonicotinato-[diisonicotinatocopper(II)], CuSm2(C6H4NO2)8(H2O)4
- Retraction of: Crystal structure of aqua(2,2′-bipyridine-k 2 N:N′)(nitrato)-(4-aminobenzoato)cadmium(II) nitrate, [Cd(H2O)(NO3)(C10H8N2)(C7H7NO2)][NO3]