Abstract
C17H21O2N2Br, orthorhombic, Pbcn (no. 36), a = 20.179(12) Å, b = 10.902(7) Å, c = 15.026(9) Å, V = 3306(3) Å3, Z = 8, Rgt(F) = 0.0465, wRref(F2) = 0.1276, T = 296(2) K.
The crystal structure is shown in the figure. Hydrogen atoms are omitted for clarity. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.
Crystal collection and handling.
Crystal: | Rod, yellow |
Size: | 0.28 × 0.25 × 0.18 mm |
Wavelength: | Mo Kα radiation (λ = 0.71073 Å) |
μ: | 2.496 mm−1 |
Diffractometer, scan mode: | Bruker APEX II, Φ and ω-scans |
θmax, completeness: | 26.0°, >99% |
N(hkl)measured, N(hkl)unique, Rint: | 17024, 3243, 0.0864 |
Criterion for Iobs, N(hkl)gt: | Iobs > 2σ(Iobs), 1923 |
N(param)refined: | 200 |
Programs: | Bruker programs [1], SHELX [2], [3] |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).
Atom | x | y | z | Uiso*/Ueq |
---|---|---|---|---|
Br1 | 0.66944(2) | 0.55079(4) | 0.05020(3) | 0.0648(2) |
O1 | 0.57046(12) | 0.94773(19) | 0.17491(16) | 0.0404(6) |
O2 | 0.41762(15) | 0.5944(3) | 0.27339(19) | 0.0609(8) |
H2 | 0.3915 | 0.5782 | 0.3135 | 0.091 |
N1 | 0.44788(13) | 0.8954(2) | 0.10058(17) | 0.0333(7) |
N2 | 0.43354(15) | 0.6996(2) | 0.10192(19) | 0.0386(7) |
C1 | 0.53344(19) | 1.0427(3) | 0.1458(2) | 0.0362(9) |
C2 | 0.5533(2) | 1.1630(3) | 0.1508(3) | 0.0475(10) |
H2A | 0.5938 | 1.1823 | 0.1768 | 0.057 |
C3 | 0.5139(2) | 1.2549(3) | 0.1180(3) | 0.0535(11) |
H3A | 0.5283 | 1.3358 | 0.1215 | 0.064 |
C4 | 0.4547(2) | 1.2298(3) | 0.0807(3) | 0.0501(11) |
H4A | 0.4291 | 1.2936 | 0.0582 | 0.060 |
C5 | 0.4312(2) | 1.1098(3) | 0.0751(2) | 0.0394(9) |
C6 | 0.47233(18) | 1.0153(3) | 0.1083(2) | 0.0336(8) |
C7 | 0.3685(2) | 1.0820(4) | 0.0371(3) | 0.0488(11) |
H7A | 0.3421 | 1.1461 | 0.0168 | 0.059 |
C8 | 0.3463(2) | 0.9677(4) | 0.0295(3) | 0.0514(11) |
H8A | 0.3051 | 0.9520 | 0.0041 | 0.062 |
C9 | 0.38627(19) | 0.8709(3) | 0.0607(2) | 0.0402(9) |
C10 | 0.3786(2) | 0.7473(4) | 0.0621(3) | 0.0466(10) |
H10A | 0.3426 | 0.7034 | 0.0401 | 0.056 |
C11 | 0.47459(18) | 0.7878(3) | 0.1253(2) | 0.0335(8) |
H11A | 0.5150 | 0.7774 | 0.1540 | 0.040 |
C12 | 0.4433(2) | 0.5707(3) | 0.1214(3) | 0.0459(10) |
H12A | 0.4894 | 0.5566 | 0.1367 | 0.055 |
H12B | 0.4331 | 0.5225 | 0.0689 | 0.055 |
C13 | 0.4001(2) | 0.5302(3) | 0.1970(3) | 0.0541(11) |
H13A | 0.3540 | 0.5457 | 0.1827 | 0.065 |
H13B | 0.4055 | 0.4428 | 0.2069 | 0.065 |
C14 | 0.63712(19) | 0.9720(3) | 0.2039(2) | 0.0391(9) |
H14A | 0.6364 | 1.0182 | 0.2590 | 0.047 |
H14B | 0.6602 | 1.0202 | 0.1593 | 0.047 |
C15 | 0.67182(18) | 0.8534(3) | 0.2176(3) | 0.0423(9) |
H15A | 0.6748 | 0.8104 | 0.1612 | 0.051 |
H15B | 0.6461 | 0.8030 | 0.2580 | 0.051 |
C16 | 0.74048(19) | 0.8705(3) | 0.2549(3) | 0.0514(11) |
H16A | 0.7666 | 0.9183 | 0.2133 | 0.062 |
H16B | 0.7376 | 0.9165 | 0.3100 | 0.062 |
C17 | 0.7748(3) | 0.7521(4) | 0.2723(5) | 0.0946(18) |
H17A | 0.8181 | 0.7679 | 0.2960 | 0.142 |
H17B | 0.7496 | 0.7051 | 0.3145 | 0.142 |
H17C | 0.7787 | 0.7069 | 0.2178 | 0.142 |
Source of materials
8-Butoxyquinoline-2-carbaldehyde was prepared according to the literature [4]. The title compound was synthesized by the reaction of 8-butoxyquinoline-2-carbaldehyde (4.59 g, 20 mmol), formaldehyde (2.8 mL, 30 mmol) and 2-aminoethanol (1.20 mL, 20 mmol) in ethanol [5]. Hydrogen bromide (1 equiv) was add to the reaction mixture, which was stirred at room temperature for 12 h. The residual mixture was filtrated, and washed with ethanol and ether. The product was obtained as a yellow solid (6.04 g, 86%). 1H NMR (400 MHz, CDCl3, 25 °C): σ 10.29 (m, J = 1.2 Hz, 1H), 8.27 (d, J = 8 Hz, 1H), 8.06 (d, J = 8 Hz, 1H), 7.60 (t, J = 8 Hz, 1H), 7.44−7.46 (m, 1H), 7.16 (d, J = 8 Hz, 1H, Ar-H), 4.31 (t, J = 6.8 Hz, 2H), 2.02–2.09 (m, 2H), 1.57–1.65 (m, 2H), 1.05 (t, J = 7.4 Hz, 3H). 13C NMR (100 MHz, CDCl3): σ 13.81, 19.19, 30.84, 69.03, 109.58, 117.66, 119.24, 129.67, 131.30, 137.09, 140.08, 151.33, 155.61, 193.80.
Experimental details
The structure was solved by Direct Methods, and the non-hydrogen atoms were subjected to anisotropic refinement using SHELXTL package [2].
Comment
The focus of many groups has been put on designing and assemblying NHC precursor due to their potential applications [6], [7], [8], [9]. The NHC precursor containing imidazo[1,5-a]pyridinium are quite rare [10], [11], [12], [13].
The angle of N1–C11–N2 is 108.15(3)°. There is one molecule of the title compound in the asymmetric unit. Only some parameters should be mentioned: the angle of C1—O1—C14 is 118.34(3)°. The O—C bond lengths are between 1.35(4) Å and 1.43(5) Å. Hydrogen bonding is present: (d(H⋯acceptor) and d(donor⋯acceptor), donor–H⋯acceptor): O2—H2⋯Br1i (2.41, 3.2145(3) Å), 168.5°; i = −x + 1, y, −z + 1/2.
Acknowledgements
We gratefully acknowledge support by Scientific and Technological Innovation Project of Sichuan (2017063).
References
Bruker. SAINT-Plus, SHELXTL and SADABS. Bruker AXS Inc., Madison, WI, USA (2013).Search in Google Scholar
Sheldrick, G. M.: Ashort history of SHELX. Acta Crystallogr. A64 (2008) 112–122.10.1107/S0108767307043930Search in Google Scholar
Sheldrick, G. M.: Crystal structure refinement with SHELXL. Acta Crystallogr. C71 (2015) 3–122.10.1107/S2053229614024218Search in Google Scholar
Maffeo, D.; Williams, J.: Intramolecular sensitisation of europium(III) luminescence by 8-benzyloxyquinoline in aqueous solution. Inorg. Chim. Acta 355 (2003) 127–136.10.1016/S0020-1693(03)00338-4Search in Google Scholar
Hutt, J. T.; Aron, Z. D.: Efficient, single–step access to imidazo[1,5-a]pyridine n-heterocyclic carbene precursors. Org. Lett. 13 (2011) 5256–5259.10.1021/ol202134nSearch in Google Scholar PubMed
Gerhard, L.; Volker, K.; Herwig, S.: Crystal structure of 1,3-di(benzyloxy)imidazolium bromide, [C17H17N2O2]Br. Z. Kristallogr. NCS 225 (2010) 759–760.10.1524/ncrs.2010.0334Search in Google Scholar
Carmen, F.; Klaus, W.; Gerhard, L.; Herwig, S.: Crystal structure of 1,3-bis(trimethylsilyl)imidazolium trifluoromethanesulfonate, (C9H21N2Si2)(CF3SO3). Z. Kristallogr. NCS 226 (2011) 545–546.10.1524/ncrs.2011.0243Search in Google Scholar
Cancemi, P.; Buttacavoli, M.; D’Anna, F.; Feo, S.; Fontana, R. M.; Noto, R.; Sutera, A.; Vitale, P.; Gallo, G.: The effects of structural changes on the anti-microbial and anti-proliferative activities of diimidazolium salts. New J. Chem. 41 (2017) 3574–3585.10.1039/C6NJ03904ASearch in Google Scholar
Slindile, N. P.; Halliru, I.; Muhammad, D. B.: Sterically hindered n-heterocyclic salts utilized as antimicrobial agents. J. Heterocycl. Chem. 54 (2017) 3646–3655.10.1002/jhet.2992Search in Google Scholar
Zhao, B.; Zhang, H. L.; Tang, W.; Yuan, W. G.; Xiong, F.; Jing, L. H.; Qin, D. B.: Structure of Co-crystals formation from imidazolium and aromatic ligands. Chin. J. Struct. Chem. 33 (2014) 415–421.Search in Google Scholar
Francisca, G. C.; Javier, I. S.; Eleuterio, A.; Elena, D.; Rosario, F.; Jose, M. L.: Synthesis and characterization of axially chiral imidazoisoquinolin-2-ylidene silver and gold complexes. Organometallics 34 (2015) 5073–5080.10.1021/acs.organomet.5b00681Search in Google Scholar
Teresa, K. M.; Jens, W. K.; Korbinian, R.; Alexander, P.; Wolfgang, A. H.; Fritz, E. K.: Decoding catalytic activity of platinum carbene hydrosilylation catalysts. J. Catal. 337 (2016) 157–166.10.1016/j.jcat.2016.01.032Search in Google Scholar
Hut, J. T.; Aron, Z. D.: Synthesis and application of ratiometric and “Turn-On” fluorescent pH sensors: an advanced organic undergraduate laboratory. J. Chem. Educ. 91 (2014) 1990–1994.10.1021/ed4006166Search in Google Scholar
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Articles in the same Issue
- Cover and Frontmatter
- Crystal structure of di-μ2-aqua-tetraaqua-bis(4-(1H-1,2,4-triazol-1-yl)benzoato-κN)disodium(I) C18H24N6Na2O10
- Crystal structure of diaqua-bis(2-bromo-4-chloro-6-formylphenolato-κ2O,O′)cobalt(II), C16H16Cl2CrN3O7
- Crystal structure of catena-poly[(μ2-1-(4-(1H-pyrazol-1-yl)phenyl)ethan-1-one-κ2N:O)-bis(1,1,1-trifluoro-4-oxo-4-(thiophen-2-yl)but-2-en-2-olato-κ2O,O′)copper(II)], C27H18CuF6N2O5S2
- Crystal structure of ethyl 2-amino-4-(3,5-difluorophenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carboxylate, C18H15F2NO5
- Crystal structure of 5,5′-dimethoxy-2,2′-[1,1′-(ethylenedioxydinitrilo)diethylidyne]diphenol, C20H24N2O6
- Crystal structure of (E)-1-(4-(((E)-3,5-dichloro-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-methyl oxime, C16H14Cl2N2O2
- Crystal structure of 2,3,9,10,16,17,23,24-octakis(2,6-dimethylphenoxy)phthalocyanine - trichloromethane (1/2), C98H84Cl6N8O8
- Crystal structure of methyl 2-((1-(2-(methoxycarbonyl)benzyl)-1H-1,2,3-triazol-4-yl)methoxy)-1-naphthoate, C24H21N3O5
- Crystal structure of catena-poly[(μ2-3,3′-thiodipropionato-κ2O:O′)-(bipyridine-κ2N,N′)copper(II)] C16H16CuN2O4S
- Crystal structure of [4-chloro-2-(((2-((3-ethoxy-2-oxidobenzylidene)amino)phenyl)imino)(phenyl)methyl)phenolato-κ4N,N′,O,O′}nickel(II) - ethyl acetate (1/1), C32H29ClN2NiO5
- Crystal structure of (4-(4-chlorophenyl)-5-ethyl-1,3-dioxane-5-carboxylato-κ2O,O′)-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)nickel(II) perchlorate monohydrate, C29H52Cl2N4NiO9
- Crystal structure of ethyl 2-amino-4-(3,4-dimethylphenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carboxylate, C20H21NO5
- Structure and photochromism of 1,2-bis[2-methyl-5-(3-quinolyl)-3-thienyl]-3,3,4,4,5,5-hexafluorocyclopent-1-ene, C33H20F6N2S2
- Crystal structure of catena-poly[diaqua-bis(μ2-3,5-di(1H-1,2,4-triazol-1-yl)benzoate-κ2N:N′)cobalt(II))] 2.5 hydrate, C22H23CoN12O8.50
- The crystal structure of dichlorido(1,3-dimesityl-1H-3λ4-imidazol-2-yl)(morpholine-κN)palladium(IV), C25H33Cl2N3OPd
- Crystal structure of catena-poly[bis(4,4′-dipyridylaminium-kN)-(μ2-germanowolframato-κ2O:O′)-(2,2′-bipyridine-κ2N,N′)copper(II)] with a Keggin-type heteropolyoxoanion, [Cu(C10H8N2)(C10H10N3)2][GeW12O40] ⋅ H2O
- Crystal structure of diaqua-(N-(1-(pyrazin-2-yl)ethylidene)pyridin-1-ium-4-carbohydrazonate-κ3N,N′,O)-tris[nitrato-κ2O,O′)lanthanum(III), C12H15N8O12La
- The crystal structure of 2-hydroxy-4-((2-hydroxy-4-methoxy-3,6-dimethylbenzoyl)oxy)-3,6-dimethylbenzoic acid–methanol (1/1), C20H24O8
- Crystal structure of guanidinium tetrapropylammonium bis(hydrogencarbonate) dihydrate, C15H40N4O8
- Crystal structure of (Z)-2-bromo-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-phenylprop-2-en-1-one, C23H27BrO2
- Crystal structure of 2-(4-(4H-1,2,4-triazol-4-yl)phenyl)acetic acid, C10H9N3O4
- Crystal structure of 4,4′-(1,4-phenylene)bis(1H-imidazol-3-ium)bis(2-carboxybenzoate), C30H26N4O8
- Crystal structure of 4,4′-(4,10-diphenyl-4,10-dihydropyreno[4,5-d:9,10-d′]diimidazole-5,11-diyl)bis(N,N-diphenylaniline), C66H44N6
- Crystal structure of catena-poly[diaqua-bis(μ2-5-(3-(1H-imidazol-5-yl)phenyl)tetrazol-2-ido-κ2N:N′)cobalt(II)], C20H18CoN12O2
- Crystal structure of 1,3-dimethyl-2-(p-tolyl)-1H-perimidin-3-ium iodide 1.5 hydrate, C20H22IN2O1.5
- Crystal structure of 2-(4-methoxyphenyl)chromane, C16H16O2
- Crystal structure of poly[(μ2-2-carboxy-5-nitroisophthalato-κ2O:O′)-(μ2-4-((1H-imidazol-1-yl)methyl)pyridine-κ2N:N′)zinc(II)], C18H12N4O8Zn
- Crystal structure of bis(1-((2-ethyl-4-methyl-1H-imidazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-κ2N:N′)tetraiodidodicadmium(II), [Cd2(C13H15N5)2I4]
- Crystal structure of tetramethylammonium bis(acetato-κ1O)-tetrakis(μ3-3-((hydroxyimino)methyl)-5-methoxy-2-oxidobenzoate-κ5O,O′:O′,N:O′′)tetrazinc(II) — N,N′-dimethylformamide — water (1/2/2), C62H96Zn4N10O28
- Crystal structure of poly[(μ4-5-tert-butylisophthalato-κ4O:O′:O′′:O′′′)-(1,3-dimethyl-2-imidazolidinone-κO)zinc(II)] C17H22N2O5Zn
- Crystal structure of [tris(2-benzimidazolylmethyl)amine-κ4N,N′,N′′,N′′′]-[(pyridine-2,6-dicarboxylato-κ2O,N)]cadmium(II)–methanol (1:3) C34H36CdN8O7
- The crystal structure of bis(1H-benzo[d]imidazol-2-amine-κN)-diiodidocadmium(II), C14H14CdI2N6
- Crystal structure of tetrakis(1H-benzimidazol-2-amine)-κN)-bis(μ2-sulfonato-κ2O:O′)dizinc(II) - methanol (1/1), C30H36N12O10S2Zn2
- Crystal structure of 3β-methoxy-20α-dimethylamino-pregn-5-ene, C24H41NO
- Crystal structure of dimethyl 4,4′-oxydibenzoate, C16H14O5
- Crystal structure of catena-poly[diiodido-(μ2-1,5-dimethyl-2-phenyl-4-((pyridin-3-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O)zinc(II)], C17H16I2N4OZn
- Crystal structure of 4-((E)-((E)-5-(2-fluorobenzylidene)-1-((4-fluorophenyl)sulfonyl)-4-oxopiperidin-3-ylidene)methyl)benzonitrile, C26H18F2N2O3S
- Crystal structure of bis(acetato-κ1O)-bis(1-(pyridin-2-yl)ethan-1-one oxime-κ2N,N′)zinc(II), C18H22N4O6Zn
- The crystal structure of 9-butoxy-2-(hydroxymethyl)-2H-imidazo[1,5-a]quinolin-10-ium bromide, C17H21O2N2Br
- Crystal stucture of 2-(tert-butyl)-6-(hydroxymethyl)-4-methylphenol, C12H18O2
- Crystal structure of catena-poly[(2-(5-chloroquinolin-8-yloxy)-1-(pyrrolidin-1-yl)ethan-1-one-κ3N,O,O′)-(dinitrato-κ2O,O′)mercury(II)], C15H15N4O8ClHg
- Crystal structure of dimethyl (3aS,6R,6aS,7S)-1H,3H,6H,7H-3a,6:7,9a-diepoxybenzo[de]isochromene-3a1,6a-dicarboxylate, C16H16O7
- The crystal structure of 2-(dimethoxymethyl)-4-(4-methylphenyl)-1H-imidazole—petroleum ether-chloroform (3/1), C27H33Cl3N4O4
- Crystal structure of 8-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carbaldehyde, C9H5F3N2O
- The crystal structure of N,N-diethyl-4,6-bis(naphthalen-2-yloxy)-1,3,5-triazin-2-amine, C27H24N4O2
- Crystal structure of 5-bromo-7-chloro-3,3a-dihydrocyclopenta[b]chromen-1(2H)-one, C12H8BrClO2
- Crystal structure of 2-(bis(4-fluorophenyl)methylene)hydrazine-1-carbothioamide, C14H11F2N3S
Articles in the same Issue
- Cover and Frontmatter
- Crystal structure of di-μ2-aqua-tetraaqua-bis(4-(1H-1,2,4-triazol-1-yl)benzoato-κN)disodium(I) C18H24N6Na2O10
- Crystal structure of diaqua-bis(2-bromo-4-chloro-6-formylphenolato-κ2O,O′)cobalt(II), C16H16Cl2CrN3O7
- Crystal structure of catena-poly[(μ2-1-(4-(1H-pyrazol-1-yl)phenyl)ethan-1-one-κ2N:O)-bis(1,1,1-trifluoro-4-oxo-4-(thiophen-2-yl)but-2-en-2-olato-κ2O,O′)copper(II)], C27H18CuF6N2O5S2
- Crystal structure of ethyl 2-amino-4-(3,5-difluorophenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carboxylate, C18H15F2NO5
- Crystal structure of 5,5′-dimethoxy-2,2′-[1,1′-(ethylenedioxydinitrilo)diethylidyne]diphenol, C20H24N2O6
- Crystal structure of (E)-1-(4-(((E)-3,5-dichloro-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-methyl oxime, C16H14Cl2N2O2
- Crystal structure of 2,3,9,10,16,17,23,24-octakis(2,6-dimethylphenoxy)phthalocyanine - trichloromethane (1/2), C98H84Cl6N8O8
- Crystal structure of methyl 2-((1-(2-(methoxycarbonyl)benzyl)-1H-1,2,3-triazol-4-yl)methoxy)-1-naphthoate, C24H21N3O5
- Crystal structure of catena-poly[(μ2-3,3′-thiodipropionato-κ2O:O′)-(bipyridine-κ2N,N′)copper(II)] C16H16CuN2O4S
- Crystal structure of [4-chloro-2-(((2-((3-ethoxy-2-oxidobenzylidene)amino)phenyl)imino)(phenyl)methyl)phenolato-κ4N,N′,O,O′}nickel(II) - ethyl acetate (1/1), C32H29ClN2NiO5
- Crystal structure of (4-(4-chlorophenyl)-5-ethyl-1,3-dioxane-5-carboxylato-κ2O,O′)-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)nickel(II) perchlorate monohydrate, C29H52Cl2N4NiO9
- Crystal structure of ethyl 2-amino-4-(3,4-dimethylphenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carboxylate, C20H21NO5
- Structure and photochromism of 1,2-bis[2-methyl-5-(3-quinolyl)-3-thienyl]-3,3,4,4,5,5-hexafluorocyclopent-1-ene, C33H20F6N2S2
- Crystal structure of catena-poly[diaqua-bis(μ2-3,5-di(1H-1,2,4-triazol-1-yl)benzoate-κ2N:N′)cobalt(II))] 2.5 hydrate, C22H23CoN12O8.50
- The crystal structure of dichlorido(1,3-dimesityl-1H-3λ4-imidazol-2-yl)(morpholine-κN)palladium(IV), C25H33Cl2N3OPd
- Crystal structure of catena-poly[bis(4,4′-dipyridylaminium-kN)-(μ2-germanowolframato-κ2O:O′)-(2,2′-bipyridine-κ2N,N′)copper(II)] with a Keggin-type heteropolyoxoanion, [Cu(C10H8N2)(C10H10N3)2][GeW12O40] ⋅ H2O
- Crystal structure of diaqua-(N-(1-(pyrazin-2-yl)ethylidene)pyridin-1-ium-4-carbohydrazonate-κ3N,N′,O)-tris[nitrato-κ2O,O′)lanthanum(III), C12H15N8O12La
- The crystal structure of 2-hydroxy-4-((2-hydroxy-4-methoxy-3,6-dimethylbenzoyl)oxy)-3,6-dimethylbenzoic acid–methanol (1/1), C20H24O8
- Crystal structure of guanidinium tetrapropylammonium bis(hydrogencarbonate) dihydrate, C15H40N4O8
- Crystal structure of (Z)-2-bromo-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-phenylprop-2-en-1-one, C23H27BrO2
- Crystal structure of 2-(4-(4H-1,2,4-triazol-4-yl)phenyl)acetic acid, C10H9N3O4
- Crystal structure of 4,4′-(1,4-phenylene)bis(1H-imidazol-3-ium)bis(2-carboxybenzoate), C30H26N4O8
- Crystal structure of 4,4′-(4,10-diphenyl-4,10-dihydropyreno[4,5-d:9,10-d′]diimidazole-5,11-diyl)bis(N,N-diphenylaniline), C66H44N6
- Crystal structure of catena-poly[diaqua-bis(μ2-5-(3-(1H-imidazol-5-yl)phenyl)tetrazol-2-ido-κ2N:N′)cobalt(II)], C20H18CoN12O2
- Crystal structure of 1,3-dimethyl-2-(p-tolyl)-1H-perimidin-3-ium iodide 1.5 hydrate, C20H22IN2O1.5
- Crystal structure of 2-(4-methoxyphenyl)chromane, C16H16O2
- Crystal structure of poly[(μ2-2-carboxy-5-nitroisophthalato-κ2O:O′)-(μ2-4-((1H-imidazol-1-yl)methyl)pyridine-κ2N:N′)zinc(II)], C18H12N4O8Zn
- Crystal structure of bis(1-((2-ethyl-4-methyl-1H-imidazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-κ2N:N′)tetraiodidodicadmium(II), [Cd2(C13H15N5)2I4]
- Crystal structure of tetramethylammonium bis(acetato-κ1O)-tetrakis(μ3-3-((hydroxyimino)methyl)-5-methoxy-2-oxidobenzoate-κ5O,O′:O′,N:O′′)tetrazinc(II) — N,N′-dimethylformamide — water (1/2/2), C62H96Zn4N10O28
- Crystal structure of poly[(μ4-5-tert-butylisophthalato-κ4O:O′:O′′:O′′′)-(1,3-dimethyl-2-imidazolidinone-κO)zinc(II)] C17H22N2O5Zn
- Crystal structure of [tris(2-benzimidazolylmethyl)amine-κ4N,N′,N′′,N′′′]-[(pyridine-2,6-dicarboxylato-κ2O,N)]cadmium(II)–methanol (1:3) C34H36CdN8O7
- The crystal structure of bis(1H-benzo[d]imidazol-2-amine-κN)-diiodidocadmium(II), C14H14CdI2N6
- Crystal structure of tetrakis(1H-benzimidazol-2-amine)-κN)-bis(μ2-sulfonato-κ2O:O′)dizinc(II) - methanol (1/1), C30H36N12O10S2Zn2
- Crystal structure of 3β-methoxy-20α-dimethylamino-pregn-5-ene, C24H41NO
- Crystal structure of dimethyl 4,4′-oxydibenzoate, C16H14O5
- Crystal structure of catena-poly[diiodido-(μ2-1,5-dimethyl-2-phenyl-4-((pyridin-3-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O)zinc(II)], C17H16I2N4OZn
- Crystal structure of 4-((E)-((E)-5-(2-fluorobenzylidene)-1-((4-fluorophenyl)sulfonyl)-4-oxopiperidin-3-ylidene)methyl)benzonitrile, C26H18F2N2O3S
- Crystal structure of bis(acetato-κ1O)-bis(1-(pyridin-2-yl)ethan-1-one oxime-κ2N,N′)zinc(II), C18H22N4O6Zn
- The crystal structure of 9-butoxy-2-(hydroxymethyl)-2H-imidazo[1,5-a]quinolin-10-ium bromide, C17H21O2N2Br
- Crystal stucture of 2-(tert-butyl)-6-(hydroxymethyl)-4-methylphenol, C12H18O2
- Crystal structure of catena-poly[(2-(5-chloroquinolin-8-yloxy)-1-(pyrrolidin-1-yl)ethan-1-one-κ3N,O,O′)-(dinitrato-κ2O,O′)mercury(II)], C15H15N4O8ClHg
- Crystal structure of dimethyl (3aS,6R,6aS,7S)-1H,3H,6H,7H-3a,6:7,9a-diepoxybenzo[de]isochromene-3a1,6a-dicarboxylate, C16H16O7
- The crystal structure of 2-(dimethoxymethyl)-4-(4-methylphenyl)-1H-imidazole—petroleum ether-chloroform (3/1), C27H33Cl3N4O4
- Crystal structure of 8-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carbaldehyde, C9H5F3N2O
- The crystal structure of N,N-diethyl-4,6-bis(naphthalen-2-yloxy)-1,3,5-triazin-2-amine, C27H24N4O2
- Crystal structure of 5-bromo-7-chloro-3,3a-dihydrocyclopenta[b]chromen-1(2H)-one, C12H8BrClO2
- Crystal structure of 2-(bis(4-fluorophenyl)methylene)hydrazine-1-carbothioamide, C14H11F2N3S