Abstract
C13H19N3O3, monoclinic, P21/c (no. 14), a = 11.594(5) Å, b = 11.311(5) Å, c = 11.688(5) Å, β = 117.347(19)°, V = 1361.4(10) Å3, Z = 4, Rgt(F) = 0.0479, wRref(F2) = 0.1630, T = 296 K.

The asymmetric unit of the title crystal structure is shown in the figure. Tables 1 and 2 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters.
Data collection and handling.
| Crystal: | Colourless block |
| Size: | 0.29 × 0.24 × 0.21 mm |
| Wavelength: | Mo Kα radiation (0.71073 Å) |
| μ: | 0.9 cm−1 |
| Diffractometer, scan mode: | Bruker APEX-II, φ and ω |
| 2θmax, completeness: | 60.2°, 98.9% |
| N(hkl)measured, N(hkl)unique, Rint: | 17068, 3958, 0.025 |
| Criterion for Iobs, N(hkl)gt: | Iobs > 2 σ(Iobs), 2992 |
| N(param)refined: | 180 |
| Programs: | Bruker programs [1], SHELX [2], ORTEP [3], DIAMOND [4] |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).
| Atom | x | y | z | Uiso*/Ueq |
|---|---|---|---|---|
| N2 | 0.48723(10) | 0.36020(8) | 0.24475(10) | 0.0442(2) |
| O1 | 0.57485(9) | 0.17518(7) | 0.39031(8) | 0.0501(2) |
| H1 | 0.5384 | 0.2116 | 0.3222 | 0.075* |
| C1 | 0.70334(11) | 0.20682(9) | 0.61165(11) | 0.0410(2) |
| H1A | 0.7099 | 0.1252 | 0.6220 | 0.049* |
| C3 | 0.61876(10) | 0.37703(9) | 0.46903(11) | 0.0382(2) |
| C11 | 0.54562(10) | 0.42820(9) | 0.34214(12) | 0.0414(3) |
| H11 | 0.5411 | 0.5098 | 0.3315 | 0.050* |
| C4 | 0.68182(11) | 0.44845(9) | 0.57802(12) | 0.0449(3) |
| H4 | 0.6748 | 0.5301 | 0.5677 | 0.054* |
| C6 | 0.76706(10) | 0.27989(10) | 0.72080(11) | 0.0404(3) |
| N3 | 0.41933(11) | 0.40789(9) | 0.12330(10) | 0.0490(3) |
| C2 | 0.63149(10) | 0.25331(9) | 0.48985(11) | 0.0379(2) |
| O3 | 0.30823(10) | 0.38593(8) | −0.08885(9) | 0.0557(3) |
| N1 | 0.83844(10) | 0.23193(9) | 0.84182(10) | 0.0489(3) |
| C12 | 0.36091(11) | 0.32926(10) | 0.02564(12) | 0.0446(3) |
| C5 | 0.75395(12) | 0.40329(10) | 0.69998(12) | 0.0469(3) |
| H5 | 0.7945 | 0.4546 | 0.7694 | 0.056* |
| O2 | 0.35480(10) | 0.22431(8) | 0.03875(10) | 0.0600(3) |
| C7 | 0.90316(13) | 0.30488(13) | 0.95615(12) | 0.0526(3) |
| H7A | 0.9085 | 0.2607 | 1.0296 | 0.063* |
| H7B | 0.8501 | 0.3742 | 0.9462 | 0.063* |
| C9 | 0.86748(14) | 0.10614(12) | 0.85665(13) | 0.0539(3) |
| H9A | 0.7881 | 0.0626 | 0.8056 | 0.065* |
| H9B | 0.8971 | 0.0847 | 0.9462 | 0.065* |
| C13 | 0.24988(16) | 0.30997(14) | −0.19979(14) | 0.0643(4) |
| H13A | 0.3026 | 0.2407 | −0.1856 | 0.096* |
| H13B | 0.2434 | 0.3514 | −0.2742 | 0.096* |
| H13C | 0.1647 | 0.2871 | −0.2135 | 0.096* |
| C10 | 0.96982(16) | 0.06824(15) | 0.81657(17) | 0.0677(4) |
| H10A | 0.9420 | 0.0899 | 0.7284 | 0.102* |
| H10B | 0.9814 | −0.0159 | 0.8257 | 0.102* |
| H10C | 1.0506 | 0.1068 | 0.8704 | 0.102* |
| C8 | 1.03847(15) | 0.34520(16) | 0.98522(17) | 0.0705(4) |
| H8A | 1.0927 | 0.2774 | 0.9975 | 0.106* |
| H8B | 1.0741 | 0.3924 | 1.0621 | 0.106* |
| H8C | 1.0343 | 0.3914 | 0.9145 | 0.106* |
| H20 | 0.4233(16) | 0.4836(17) | 0.1058(17) | 0.065(5)* |
Source of materials
Methyl hydrazinecarboxylate (0.9 g, 10 mmol) and 4-diethylamino-2-hydroxybenzaldehyde (1.93 g, 10 mmol) were dissolved in stirred methanol (25 mL). The reaction mixture was refluxed for 7–8 h with TLC monitoring (ethyl acetate:hexane = 1:1). The resulting solid was filtered off and recrystallized from ethanol to give the title compound.
Experimental details
The nitrogen bound hydrogen atoms were located from the difference Fourier map, and refined freely. All other H atoms were positioned geometrically (N—H = 0.86 Å and C—H = 0.93 or 0.96 Å) and refined using a riding model, with Uiso(H) = 1.2Ueq(C,N) and 1.5Ueq(Cmethyl).
Comment
Benzaldehydehydrazone derivatives and their complexes have become a hot topic of coordination chemistry due to their unique structure and catalytic activity [5]. Meanwhile, it is an important intermediate in the synthethic protocol of 1,3,4-oxadiazoles, which have interesting properties [6]. In our recent report, a benzaldehydehydrazone is involved in a key step of the synthesis of dimethyl-3,6-di(aryl)-1,4-dihydro-1,2,4,5-tetrazine-1,4-dicarboxylates which was proved to have antitumour activity [7]. We have been interested in this type of derivatives and reported several crystallographic studies of the products [8], [9], [10], [11]. As a continuation of our work, an unsymmetrical benzaldehydehydrazone derivative, (E)-2-(4-(diethylamino)-2-hydroxybenzylidene)hydrazine-1-carboxylate was synthesized from methyl hydrazinecarboxylate and the corresponding aromatic aldehyde.
The compound crystallizes with one independent molecule in the asymmetric unit. In the crystal structure, the aryl ring C(1)/C(2)/C(3)/C(4)/C(5)/C(6) is almost coplanar with the O atoms of the hydroxy group within 0.013 Å. The dihedral angle between the aryl ring and the plane C(11)/C(12)/C(13)/O(2)/O(3)/N(2)/N(3) is 8.6°. The angles of C(7)—C(8)—N(1) and C(10)—C(9)—N(1) are almost similar with 114.94(12)° and 114.15(12)°, respectively. The intramolecular N—H⋯O hydrogen bonding is most predominant and observed mostly in molecules having a CH = N—NH chain in which the hydrogen atom of the secondary amine acts as a proton donor. In the crystal, weak intermolecular hydrogen bonds further stabilize the structure.
Acknowledgement
The authors gratefully acknowledge the support from higher education classroom teaching reform project of Zhejiang Province (No. kg2015694) and Zhejiang Natural Science Foundation (LY13B020001) and Zhejiang Province Education Science Program (2017SCG031).
References
1 Bruker. SADABS, SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA, 2002.Suche in Google Scholar
2 Sheldrick, G. M.: A short history of SHELX. Acta Crystallogr. A64 (2008) 112–122.10.1107/S0108767307043930Suche in Google Scholar PubMed
3 Farrugia, L. J.: WinGX and ORTEP for Windows: an update. J. Appl. Crystallogr. 45 (2012) 849–854.10.1107/S0021889812029111Suche in Google Scholar
4 Brandenburg, K.: DIAMOND. Visual Crystal Structure Information System. Version 3.2i. Crystal Impact, Bonn, Germany, 2012.Suche in Google Scholar
5 Zhao, B.; Chen, X.-Y.; Cheng, P.; Liao, D.-Z.: Coordination polymers containing 1D channels as selective luminescent probes. J. Am. Chem. Soc. 126 (2004) 15394–15395.10.1021/ja047141bSuche in Google Scholar PubMed
6 Borg, S.; Vollinga, R.-C.; Labarre, M.; Payza, K.; Terenius, L.; Luthman, K.: Design, synthesis, and evaluation of Phe-Gly mimetics: heterocyclic building blocks for pseudopeptides. J. Med. Chem. 42 (1999) 4331–4342.10.1021/jm990197+Suche in Google Scholar PubMed
7 Lv, L.-P.; Zhou, X.-F.; Shi, H.-B.; Gao, J.-R.; Hu, W.-X.: Novel synthesis, characterisation and antitumour activity of dimethyl-3,6-di(aryl)-1,4-dihydro-1,2,4,5-tetrazine-1,4-dicarboxylates. J. Chem. Res. 38 (2014) 368–370.10.3184/174751914X14001747558135Suche in Google Scholar
8 Lv, L.-P.; Yu, T.-M.; Yu, W.-B.; Hu, X.-C.: (E)-Methyl N′-[(1H-indol-3-yl)methylidene]hydrazinecarboxylate 0.25-hydrate. Acta Crystallogr. E67 (2011) o1956.10.1107/S1600536811026249Suche in Google Scholar PubMed PubMed Central
9 Lv, L.-P.; Yu, T.-M.; Yu, W.-B.; Hu, X.-C.: (E)-Methyl N′-(2,4,5-trimethoxybenzylidene)hydrazinecarboxylate. Acta Crystallogr. E67 (2011) o2023.10.1107/S1600536811026705Suche in Google Scholar PubMed PubMed Central
10 Lv, L.-P.; Tong, G.-T.; Feng, T.; Han, L.; Gao, J.-R.: Crystal structure of (E)-methyl-N′-(3,5-dimethoxy-4-hydroxybenzylidene) hydrazinecarboxylate, C11H14N2O5. Z. Kristallogr. -NCS 229 (2014) 13–14.10.1515/ncrs-2014-0014Suche in Google Scholar
11 Lv, L.-P.; Tong, G.-T.; Xia, C.-C.; Liu, Y.-L.: Crystal structure of (E)-methyl-N′-(2,5-dimethoxybenzylidene)-hydrazinecarboxylate, C11H14N2O4. Z. Kristallogr. -NCS 229 (2014) 258–260.10.1515/ncrs-2014-0118Suche in Google Scholar
©2017 Lu-Ping Lv et al., published by De Gruyter.
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Artikel in diesem Heft
- Cover and Frontmatter
- Crystal structure of poly[diaqua-(μ2-4,4′-bipyridine-κ2N:N′)manganese(II)] bis(4-chlorobenzenesulfonate) – 4,4′-bipyridine – water (1/1/2) C42H40Cl2MnN6O10S2
- The crystal structure of 1,2-bis[2-methyl-5-(3-cyanophenyl)-3-thienyl]-3,3,4,4,5,5-hexafluoro-cyclopent-1-ene, C29H16F6N2S2
- Crystal structure of the first characterized polymeric copper and sodium complex diaqua-(tris-acetato-κO,O′)(μ2-acetato-κO′′)dinatrium copper(II) monohydrate, C8H18CuNa2O11
- The crystal structure of the Schiff base (E)-2,6-diisopropyl-N-(pyridin-3-yl-methylene)aniline, C18H22N2
- Crystal structure of methyl 2,7,7-trimethyl-4-(4-nitrophenyl)-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylate, C20H22N2O5
- Crystal structure of bis(1,3-bis(diphenylphosphino)propane-κ2P,P′)silver(I) trifluorosulfonate–methanol (1:0.5), [Ag(C27H26P2)]SO3CF3⋅0.5CH3OH
- Crystal structure of μ-1,4-bis(diphenylphosphine)butane-2,9-dimethyl-1,10-phenanthroline-κ2N:N′-bis(cyano-κC)dicopper(I)]-water, C58H56Cu2N6O2P2
- Crystal structure of N2,N6-bis(1-hydrazinyl-2-methyl-1-oxopropan-2-yl) pyridine-2,6-dicarboxamide, C15H23N7O4
- Crystal structure of 1,3-dimethyl-2-phenyl-1H-perimidin-3-ium iodide, C19H17IN2
- Crystal structure of diaqua-(2,2′-(butane-1,4-diyl)-bis(5-carboxy-1H-imidazole-4-carboxylato)-κ4O,O′,N,N′)cadmium(II) monohydrate, C14H18O11N4Cd
- Crystal structure of ethyl (E)-3-(cyclopropylamino)-2-(2,4-dichloro-5-fluorobenzoyl) acrylate, C15H14Cl2FNO3
- Crystal structure of bis-(1-(4-chlorophenyl)-3-phenyl-4-thenoyl-1H-pyrazol-5-ol-κ2O,O′)-(N,N-dimethylformamide)zinc(II), C43H31Cl2N5O5S2Zn
- Crystal structure of tetrakis(μ3-2-(N-(2-hydroxyethyl)amino)ethoxo)-tetrachloro-tetra-cobalt(II) methanol solvate, C17H44Cl4Co4N4O9
- Crystal structure of 3-amino-1-(4-bromophenyl)-9-methoxy-1H-benzo[f]chromene-2-carbonitrile, C21H15BrN2O2
- Crystal structure of 2-amino-4-(4-isopropyl-phenyl)-3-cyano-5-oxo-4H,5H-pyrano[3,2-c]chromene, C22H18N2O3
- Crystal structure of 3-amino-8-methoxy-1-(4-methoxy phenyl)-1H-benzo[f]chromene-2-carbonitrile, C22H18N2O3
- Crystal structure of monoaqua-[6,6′-((1E,1′E)-(1,2-phenylene bis(azanylylidene))bis(methanylylidene))bis(4-bromo-2-nitrophenolato-κ4N,N′,O,O′)]zinc(II), C20H12Br2N4O7Zn
- Crystal structure of 11-(4-(dimethylamino)phenyl)-17-hydroxy-13-methyl-17-(prop-1-yn-1-yl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one – acetonitril (1/2), C33H41N3O2
- Crystal structure of tert-butyl (phenylsulfinyl)carbamate, C11H15NO3S
- Crystal structure of catena-poly{diaqua-bis(3-(1H-1,2,4-triazol-1-yl)benzoato-κ2O:N)copper(II)} monohydrate, C18H18CuN6O7
- Crystal structure of tetraaqua-bis(3-(4H-1,2,4-triazol-4-yl)benzoato-κN)cobalt(II), C18H20CoN6O8
- The crystal structure of 4-bromo-N-cyclopropyl-2,5-difluorobenzenesulfonamide, C9H8BrF2NO2S
- Crystal structure of ([3,3′-bipyridine]-6,6′-dicarboxylato-κ2O:O′)-bis(1,2-bis(4-pyridyl)ethane-κ2N:N′)disilver(I) dihydrate, C37H35Ag2N5O6
- The crystal structure of (4-(1H-1,2,4-triazol-1-yl)benzoato-κN)-[4-(1H-1,2,4-triazol-1-yl)benzoic acid-κN]silver(I), C18H13AgN6O4
- Crystal structure of 3-(4-methoxyphenyl)-1-(4-methylphenyl)prop-2-en-1-one, C17H16O2
- Crystal structure of bis(2-((E)-((4-((E)-1-(ethoxyimino)ethyl)phenyl)imino)methyl)-5-methoxyphenolato-κ2O,N)copper(II), C36H38CuN4O6
- Crystal structure of poly[1,2-bis(1,2,4-triazol-4-yl)ethane-κ2N:N′]silver(I) bromate monohydrate]silver(I), C6H10AgBrN6O4
- The crystal structure of 2,3,5-triphenyl-2,3-dihydro-1H-tetrazol-1-ium 2,3-dioxoindoline-5-sulfonate, C27H19N5O5S
- Crystal structure of 3-(2-amino-1,3-selenazol-4-yl)-2H-chromen-2-one – dimethylformamide (1/1), C15H15N3O3Se
- Crystal structure of diethyl 3,3′-(diazene-1,2-diyl)(E)-dibenzoate, C18H18N2O4
- Crystal structure of cis-bis((1H-benzimidazol-2-yl)methanol-κN,O)-bis(isothiocyanato-κN)nickel(II), C18H16N6NiO2S2
- Crystal structure of bis(2-(2′-hydroxy-5′-methoxyphenyl)-1H-benzimidazole)boron – tetrahydrofuran (1/1), C36H37N4O6B
- Crystal structure of poly[aqua-bis(nitrato-κ2O,O′)-(μ3-1,3-benzimidazol-3-ium-1,3-diacetato-κ4O,O′:O′′:O′′′)dysprosium(III)], C11H11DyN4O11
- Crystal structure of n-butyl-tris(dicyclo-hexylamido)hafnium(IV), C40H75HfN3
- Crystal structure of (E)-1-[1-(3-chloro-4-fluoro-phenyl)ethylidene]-2-(2,4-dinitrophenyl)hydrazine, C28H20Cl2F2N8O8
- The crystal structure of ethyl 4-((2-hydroxybenzyl)amino)benzoate, a Schiff base, C16H17NO3
- Crystal structure of 3-(2-(4-isobutylphenyl)propanoyl)-1-methylimidazolidine-2,4-dione, C17H22N2O3
- Crystal structure of poly[(μ3-2-(pyrazin-2-ylthio)acetato-κ3N:O:S)silver(I)], C6H5AgN2O2S
- Crystal structure of (E)-1-(3-((E)-((2-hydroxynaphthalen-1-yl)methylene)amino)phenyl)ethanone O-benzyl oxime, C26H22N2O2
- Crystal structure of (E)-2,3-dihydroxybenzaldehyde O-(2-((((E)-1-(2,5-dihydroxyphenyl)ethylidene)amino)oxy)ethyl) oxime monohydrate, C17H20N2O7
- Crystal structure of 4-(chloromethyl)-3-nitrobenzoic acid, C8H6ClNO4
- Crystal stucture of 4-((10H-phenothiazin-10-yl)methyl)-2,6-di-tert-butylphenol, C27H31NOS
- The crystal structure of ethyl 1-(4-nitrophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate, C13H10F3N3O4
- Crystal structure of catena-poly[di-(μ3-oxido-κ3O:O:O)-tetraoxido-(μ2-5′-(pyrazin-2-yl)-1H,2′H-3,3′-bi(1,2,4-triazole)-κ2N:N′)dimolybdenum(VI)], C8H6Mo2N8O6
- Crystal structure of (3,6-dioxocyclohexa-1,4-diene-1,4-bis(olato)-κ4O,O′:O′′,O′′′)-bis(tris(2-pyridylmethyl)amine-κ4N,N′,N′′,N′′′))-dizinc(II) bis(hexafluorophosphate(V)), C42H38F12N8O4P2Zn2
- Crystal structure of catena-poly[hexakis(μ2-2-acetylphenolato-κ3O:O,O′)trimanganese(II)], C48H42Mn3O12
- The crystal structure of 2,2-difluoro-4-(trifluoromethyl)-2,5-dihydro-[1,3,2]dioxaborinino[5,4-c]chromen-3-ium-2-uide, C11H6BF5O3
- Crystal structure of methyl (E)-2-(4-(diethylamino)-2-hydroxybenzylidene)hydrazine-1-carboxylate, C13H19N3O3
- The crystal structure of tert-butyl 2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate, C10H15N3O2
- Crystal structure of 1,1-bis(η5-adamantylcyclopentadienyl)-3-phenyl-2-trimethylsilyl-2,3-dihydroisotitanazole, C42H55NSiTi
- Crystal structure of 2-(4-(2-(4-benzylpiperazin-1-yl)ethyl)benzyl)isoindoline-1,3-dione, C28H29N3O2
- Important impurity of Flupirtine – a single crystal study on ethyl (6-amino-5-((ethoxycarbonyl)amino)pyridin-2-yl)(4-fluorobenzyl)carbamate, C18H21FN4O4
- Crystal structure of ethyl 3-(4-methoxyphenyl)-1-(2-(4-methoxyphenyl)-2-oxoethyl)-1H-pyrazole-5-carboxylate, C22H22N2O5
- Crystal structure of 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium 5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-olate methanol solvate, C37H35N1O10
- The crystal structure of the inner salt of 2-[(aminoiminomethyl)amino]ethylcarbamic acid [systematic name: (2-((diaminomethylene)ammonio)ethyl)carbamate], C4H10N4O2
- Crystal structure of (8-hydroxy-5-nitroquinolinium) perchlorate – 8-hydroxy-5-nitroquinoline (1/1), C18H13ClN4O10
- The crystal structure of (5-methyl-1,2,4-oxadiazol-3-yl)ferrocene, C13H12FeN2O
- Crystal structure of methyl 1-(2-(fluorosulfonyl)ethyl)-2-oxocyclopentanecarboxylate, C9H13FO5S
- Crystal structure of the triclinic modification of 1-methyl-4-nitroimidzole, C4H5N3O2
- Corrigendum
- Crystal structure of 4-bromo-2-(1H-pyrazol-3-yl)phenol, C9H7BrN2O
Artikel in diesem Heft
- Cover and Frontmatter
- Crystal structure of poly[diaqua-(μ2-4,4′-bipyridine-κ2N:N′)manganese(II)] bis(4-chlorobenzenesulfonate) – 4,4′-bipyridine – water (1/1/2) C42H40Cl2MnN6O10S2
- The crystal structure of 1,2-bis[2-methyl-5-(3-cyanophenyl)-3-thienyl]-3,3,4,4,5,5-hexafluoro-cyclopent-1-ene, C29H16F6N2S2
- Crystal structure of the first characterized polymeric copper and sodium complex diaqua-(tris-acetato-κO,O′)(μ2-acetato-κO′′)dinatrium copper(II) monohydrate, C8H18CuNa2O11
- The crystal structure of the Schiff base (E)-2,6-diisopropyl-N-(pyridin-3-yl-methylene)aniline, C18H22N2
- Crystal structure of methyl 2,7,7-trimethyl-4-(4-nitrophenyl)-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylate, C20H22N2O5
- Crystal structure of bis(1,3-bis(diphenylphosphino)propane-κ2P,P′)silver(I) trifluorosulfonate–methanol (1:0.5), [Ag(C27H26P2)]SO3CF3⋅0.5CH3OH
- Crystal structure of μ-1,4-bis(diphenylphosphine)butane-2,9-dimethyl-1,10-phenanthroline-κ2N:N′-bis(cyano-κC)dicopper(I)]-water, C58H56Cu2N6O2P2
- Crystal structure of N2,N6-bis(1-hydrazinyl-2-methyl-1-oxopropan-2-yl) pyridine-2,6-dicarboxamide, C15H23N7O4
- Crystal structure of 1,3-dimethyl-2-phenyl-1H-perimidin-3-ium iodide, C19H17IN2
- Crystal structure of diaqua-(2,2′-(butane-1,4-diyl)-bis(5-carboxy-1H-imidazole-4-carboxylato)-κ4O,O′,N,N′)cadmium(II) monohydrate, C14H18O11N4Cd
- Crystal structure of ethyl (E)-3-(cyclopropylamino)-2-(2,4-dichloro-5-fluorobenzoyl) acrylate, C15H14Cl2FNO3
- Crystal structure of bis-(1-(4-chlorophenyl)-3-phenyl-4-thenoyl-1H-pyrazol-5-ol-κ2O,O′)-(N,N-dimethylformamide)zinc(II), C43H31Cl2N5O5S2Zn
- Crystal structure of tetrakis(μ3-2-(N-(2-hydroxyethyl)amino)ethoxo)-tetrachloro-tetra-cobalt(II) methanol solvate, C17H44Cl4Co4N4O9
- Crystal structure of 3-amino-1-(4-bromophenyl)-9-methoxy-1H-benzo[f]chromene-2-carbonitrile, C21H15BrN2O2
- Crystal structure of 2-amino-4-(4-isopropyl-phenyl)-3-cyano-5-oxo-4H,5H-pyrano[3,2-c]chromene, C22H18N2O3
- Crystal structure of 3-amino-8-methoxy-1-(4-methoxy phenyl)-1H-benzo[f]chromene-2-carbonitrile, C22H18N2O3
- Crystal structure of monoaqua-[6,6′-((1E,1′E)-(1,2-phenylene bis(azanylylidene))bis(methanylylidene))bis(4-bromo-2-nitrophenolato-κ4N,N′,O,O′)]zinc(II), C20H12Br2N4O7Zn
- Crystal structure of 11-(4-(dimethylamino)phenyl)-17-hydroxy-13-methyl-17-(prop-1-yn-1-yl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one – acetonitril (1/2), C33H41N3O2
- Crystal structure of tert-butyl (phenylsulfinyl)carbamate, C11H15NO3S
- Crystal structure of catena-poly{diaqua-bis(3-(1H-1,2,4-triazol-1-yl)benzoato-κ2O:N)copper(II)} monohydrate, C18H18CuN6O7
- Crystal structure of tetraaqua-bis(3-(4H-1,2,4-triazol-4-yl)benzoato-κN)cobalt(II), C18H20CoN6O8
- The crystal structure of 4-bromo-N-cyclopropyl-2,5-difluorobenzenesulfonamide, C9H8BrF2NO2S
- Crystal structure of ([3,3′-bipyridine]-6,6′-dicarboxylato-κ2O:O′)-bis(1,2-bis(4-pyridyl)ethane-κ2N:N′)disilver(I) dihydrate, C37H35Ag2N5O6
- The crystal structure of (4-(1H-1,2,4-triazol-1-yl)benzoato-κN)-[4-(1H-1,2,4-triazol-1-yl)benzoic acid-κN]silver(I), C18H13AgN6O4
- Crystal structure of 3-(4-methoxyphenyl)-1-(4-methylphenyl)prop-2-en-1-one, C17H16O2
- Crystal structure of bis(2-((E)-((4-((E)-1-(ethoxyimino)ethyl)phenyl)imino)methyl)-5-methoxyphenolato-κ2O,N)copper(II), C36H38CuN4O6
- Crystal structure of poly[1,2-bis(1,2,4-triazol-4-yl)ethane-κ2N:N′]silver(I) bromate monohydrate]silver(I), C6H10AgBrN6O4
- The crystal structure of 2,3,5-triphenyl-2,3-dihydro-1H-tetrazol-1-ium 2,3-dioxoindoline-5-sulfonate, C27H19N5O5S
- Crystal structure of 3-(2-amino-1,3-selenazol-4-yl)-2H-chromen-2-one – dimethylformamide (1/1), C15H15N3O3Se
- Crystal structure of diethyl 3,3′-(diazene-1,2-diyl)(E)-dibenzoate, C18H18N2O4
- Crystal structure of cis-bis((1H-benzimidazol-2-yl)methanol-κN,O)-bis(isothiocyanato-κN)nickel(II), C18H16N6NiO2S2
- Crystal structure of bis(2-(2′-hydroxy-5′-methoxyphenyl)-1H-benzimidazole)boron – tetrahydrofuran (1/1), C36H37N4O6B
- Crystal structure of poly[aqua-bis(nitrato-κ2O,O′)-(μ3-1,3-benzimidazol-3-ium-1,3-diacetato-κ4O,O′:O′′:O′′′)dysprosium(III)], C11H11DyN4O11
- Crystal structure of n-butyl-tris(dicyclo-hexylamido)hafnium(IV), C40H75HfN3
- Crystal structure of (E)-1-[1-(3-chloro-4-fluoro-phenyl)ethylidene]-2-(2,4-dinitrophenyl)hydrazine, C28H20Cl2F2N8O8
- The crystal structure of ethyl 4-((2-hydroxybenzyl)amino)benzoate, a Schiff base, C16H17NO3
- Crystal structure of 3-(2-(4-isobutylphenyl)propanoyl)-1-methylimidazolidine-2,4-dione, C17H22N2O3
- Crystal structure of poly[(μ3-2-(pyrazin-2-ylthio)acetato-κ3N:O:S)silver(I)], C6H5AgN2O2S
- Crystal structure of (E)-1-(3-((E)-((2-hydroxynaphthalen-1-yl)methylene)amino)phenyl)ethanone O-benzyl oxime, C26H22N2O2
- Crystal structure of (E)-2,3-dihydroxybenzaldehyde O-(2-((((E)-1-(2,5-dihydroxyphenyl)ethylidene)amino)oxy)ethyl) oxime monohydrate, C17H20N2O7
- Crystal structure of 4-(chloromethyl)-3-nitrobenzoic acid, C8H6ClNO4
- Crystal stucture of 4-((10H-phenothiazin-10-yl)methyl)-2,6-di-tert-butylphenol, C27H31NOS
- The crystal structure of ethyl 1-(4-nitrophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate, C13H10F3N3O4
- Crystal structure of catena-poly[di-(μ3-oxido-κ3O:O:O)-tetraoxido-(μ2-5′-(pyrazin-2-yl)-1H,2′H-3,3′-bi(1,2,4-triazole)-κ2N:N′)dimolybdenum(VI)], C8H6Mo2N8O6
- Crystal structure of (3,6-dioxocyclohexa-1,4-diene-1,4-bis(olato)-κ4O,O′:O′′,O′′′)-bis(tris(2-pyridylmethyl)amine-κ4N,N′,N′′,N′′′))-dizinc(II) bis(hexafluorophosphate(V)), C42H38F12N8O4P2Zn2
- Crystal structure of catena-poly[hexakis(μ2-2-acetylphenolato-κ3O:O,O′)trimanganese(II)], C48H42Mn3O12
- The crystal structure of 2,2-difluoro-4-(trifluoromethyl)-2,5-dihydro-[1,3,2]dioxaborinino[5,4-c]chromen-3-ium-2-uide, C11H6BF5O3
- Crystal structure of methyl (E)-2-(4-(diethylamino)-2-hydroxybenzylidene)hydrazine-1-carboxylate, C13H19N3O3
- The crystal structure of tert-butyl 2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate, C10H15N3O2
- Crystal structure of 1,1-bis(η5-adamantylcyclopentadienyl)-3-phenyl-2-trimethylsilyl-2,3-dihydroisotitanazole, C42H55NSiTi
- Crystal structure of 2-(4-(2-(4-benzylpiperazin-1-yl)ethyl)benzyl)isoindoline-1,3-dione, C28H29N3O2
- Important impurity of Flupirtine – a single crystal study on ethyl (6-amino-5-((ethoxycarbonyl)amino)pyridin-2-yl)(4-fluorobenzyl)carbamate, C18H21FN4O4
- Crystal structure of ethyl 3-(4-methoxyphenyl)-1-(2-(4-methoxyphenyl)-2-oxoethyl)-1H-pyrazole-5-carboxylate, C22H22N2O5
- Crystal structure of 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium 5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-olate methanol solvate, C37H35N1O10
- The crystal structure of the inner salt of 2-[(aminoiminomethyl)amino]ethylcarbamic acid [systematic name: (2-((diaminomethylene)ammonio)ethyl)carbamate], C4H10N4O2
- Crystal structure of (8-hydroxy-5-nitroquinolinium) perchlorate – 8-hydroxy-5-nitroquinoline (1/1), C18H13ClN4O10
- The crystal structure of (5-methyl-1,2,4-oxadiazol-3-yl)ferrocene, C13H12FeN2O
- Crystal structure of methyl 1-(2-(fluorosulfonyl)ethyl)-2-oxocyclopentanecarboxylate, C9H13FO5S
- Crystal structure of the triclinic modification of 1-methyl-4-nitroimidzole, C4H5N3O2
- Corrigendum
- Crystal structure of 4-bromo-2-(1H-pyrazol-3-yl)phenol, C9H7BrN2O