Abstract
C17H17N3O2, monoclinic, P21/c (no. 14), a = 10.655(5) Å, b = 5.056(5) Å, c = 28.712 Å, β = 99.034(1)°, V = 1527.6(17) Å3, Z = 4, R gt (F) = 0.0520, wR ref(F 2) = 0.1611, T = 298(2) 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: | Colorless block |
| Size: | 0.30 × 0.20 × 0.20 mm |
| Wavelength: | Mo Kα radiation (0.71073 Å) |
| μ: | 0.09 mm−1 |
| Diffractometer, scan mode: | Bruker Smart Apex, ω |
| θ max, completeness: | 25.0°, >99% |
| N(hkl)measured, N(hkl)unique, R int: | 10,113, 2663, 0.033 |
| Criterion for I obs, N(hkl)gt: | I obs > 2 σ(I obs), 1943 |
| N(param)refined: | 227 |
| Programs: | Bruker [1], Olex2 [2], SHELX [3] |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).
| Atom | x | y | z | U iso*/U eq |
|---|---|---|---|---|
| C1Aa | 0.0757 (5) | 0.0162 (7) | −0.05858 (12) | 0.0932 (12) |
| H1Aa | 0.081909 | −0.074216 | −0.030103 | 0.112* |
| C1Bb | −0.0008 (8) | 0.130 (2) | −0.0625 (3) | 0.063 (2) |
| H1Bb | −0.044410 | 0.136482 | −0.036883 | 0.075* |
| C2Aa | 0.0112 (5) | −0.0629 (10) | −0.10036 (19) | 0.0782 (13) |
| H2Aa | −0.042280 | −0.209061 | −0.104756 | 0.094* |
| C2Bb | −0.0379 (13) | 0.020 (3) | −0.1031 (6) | 0.075 (4) |
| H2Bb | −0.106062 | −0.096709 | −0.109572 | 0.090* |
| C3 | 0.1129 (3) | 0.2678 (7) | −0.11160 (8) | 0.1042 (10) |
| H3 | 0.154129 | 0.394777 | −0.127132 | 0.125* |
| C4 | 0.2051 (2) | 0.4062 (4) | −0.03099 (7) | 0.0722 (6) |
| C5 | 0.1788 (3) | 0.4169 (5) | 0.01415 (7) | 0.0974 (9) |
| H5 | 0.111548 | 0.318975 | 0.022229 | 0.117* |
| C6 | 0.2511 (3) | 0.5714 (5) | 0.04774 (8) | 0.1027 (10) |
| H6 | 0.232183 | 0.576394 | 0.078266 | 0.123* |
| C7 | 0.3503 (3) | 0.7171 (5) | 0.03669 (9) | 0.0877 (8) |
| C8 | 0.3760 (3) | 0.7033 (8) | −0.00882 (11) | 0.1262 (13) |
| H8 | 0.443450 | 0.800059 | −0.017069 | 0.151* |
| C9 | 0.3036 (3) | 0.5488 (7) | −0.04228 (10) | 0.1161 (12) |
| H9 | 0.322503 | 0.542272 | −0.072799 | 0.139* |
| C10 | 0.3899 (2) | 0.9940 (5) | 0.10190 (8) | 0.0783 (7) |
| H10 | 0.302850 | 0.992150 | 0.102344 | 0.094* |
| C11 | 0.4732 (2) | 1.1430 (4) | 0.13828 (7) | 0.0740 (7) |
| C12 | 0.6036 (3) | 1.1094 (6) | 0.14438 (9) | 0.0933 (8) |
| H12 | 0.638103 | 0.989457 | 0.125324 | 0.112* |
| C13 | 0.6842 (3) | 1.2497 (6) | 0.17814 (9) | 0.0940 (8) |
| H13 | 0.771565 | 1.223038 | 0.181844 | 0.113* |
| C14 | 0.6342 (3) | 1.4269 (5) | 0.20585 (8) | 0.0896 (8) |
| H14 | 0.688017 | 1.524333 | 0.228102 | 0.107* |
| C15 | 0.5047 (3) | 1.4634 (5) | 0.20128 (7) | 0.0821 (7) |
| H15 | 0.471542 | 1.584219 | 0.220550 | 0.099* |
| C16 | 0.4233 (2) | 1.3198 (4) | 0.16785 (7) | 0.0718 (6) |
| C17 | 0.2357 (3) | 1.5125 (6) | 0.19105 (9) | 0.1009 (9) |
| H17A | 0.260398 | 1.459579 | 0.223290 | 0.151* |
| H17B | 0.144949 | 1.501676 | 0.182859 | 0.151* |
| H17C | 0.262619 | 1.691276 | 0.187145 | 0.151* |
| N1 | 0.12871 (18) | 0.2476 (4) | −0.06562 (6) | 0.0704 (5) |
| N2 | 0.0348 (2) | 0.0954 (5) | −0.13374 (7) | 0.0881 (7) |
| N3 | 0.4337 (2) | 0.8684 (5) | 0.07002 (8) | 0.0993 (8) |
| O1 | 0.29396 (17) | 1.3413 (4) | 0.16099 (5) | 0.0878 (6) |
| O3 | 0.0365 (2) | 0.9465 (4) | 0.23458 (7) | 0.0980 (7) |
| H3A | 0.006 (3) | 0.944 (8) | 0.2040 (14) | 0.145 (13)* |
| H3B | 0.008 (4) | 1.121 (9) | 0.2434 (14) | 0.156 (14)* |
-
aOccupancy: 0.75, bOccupancy: 0.25.
Source of material
All chemicals were purchased from commercial sources and used as received without further purification. The 4-imidazol-1-yl-phenylamine (2.45 mmol, 0.39 g) and 2-methoxy-benzaldehyde (6.98 mmol, 0.95 g) were dissolved in EtOH (25 mL). The mixture was refluxed for 8 h, and then the precipitate was collected by filtration and washed with EtOH. The product was recrystallized from a mixture of ethyl acetate and cyclohexane to afford colorless crystals. Yield: 0.51 g (75.5%). m.p.: 84.1–85.5 °C. 1 H NMR (CDCl3, 400 MHz, ppm): δ 8.95 (s, 1H), 8.15 (dd, J = 7.76 Hz, 1.80 Hz, 1H), 7.89 (s, 1H), 7.48 (td, J = 7.88 Hz, 1.76 Hz, 1H), 7.41 (dt, J = 8.76 Hz, 2.68 Hz, 2H), 7.34–7.30 (m, 3H), 7.23–7.15 (m, 2H), 7.08–7.05 (m, 1H), 3.92 (s, 3H).
Experimental details
All H-atoms bonded to C-atoms were placed geometrically and refined using a riding model with common isotropic displacement factors U iso(H) = 1.2 or 1.5 U eq (parent C-atom).
Comment
The imidazole ring is broadly present in many natural products from a diversity of sources and is a key structural motif of essential biomolecules such as nucleic acids, purine, histamine, and histidine [4]. Imidazole-containing compounds feature relevant biological activities and show a lot of therapeutic activities [4], [5], [6]. Furthermore, due to their photophysical and chemical properties as well as their good thermal stability, the imidazole derivatives are functional materials [7], [8], [9]. The title compound was synthesized by the aldehyde-amine condensation reaction to give the Schiff base, which has wide research in biology and chemistry [10, 11].
The title molecule exhibits an E configuration. The bond length of C10=N3 is 1.262 Å. The diheral angle of the two aromatic rings is 50.71°. The angle of C11–C10=N3 and C7–N3=C10 are 121.54° and 119.69°, respectively. The bond length of C10–C11 is 1.468 Å, shorter than normal C–C single bonds (1.54 Å). The geometric parameters are similar to those seen in the structures of related compounds [12, 13].
Funding source: Anhui Provincial Department of Education
Award Identifier / Grant number: KJ2017ZD49
Award Identifier / Grant number: KJ2018A0842
Award Identifier / Grant number: KJ2019A0545
Funding source: National and Anhui College Student Innovation and Entrepreneurship Program
Award Identifier / Grant number: 202110371010
Award Identifier / Grant number: S202010371057
Funding source: The Ministry of Education Industry-University Cooperation Collaborative Education Project
Award Identifier / Grant number: 202101052045
Funding source: School Level Online and Offline Mixed First-class Courses of Organic Chemistry Experiment
Award Identifier / Grant number: 2020HEYL02
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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 foundation programs as follows: Natural Science Research Program under Anhui Provincial Department of Education (KJ2017ZD49, KJ2018A0842, KJ2019A0545); National and Anhui College Student Innovation and Entrepreneurship Program (202110371010, S202010371057); The Ministry of Education Industry-University Cooperation Collaborative Education Project (202101052045); School Level Online and Offline Mixed First-class Courses of Organic Chemistry Experiment (2020HEYL02).
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Conflict of interest statement: The authors declare no conflicts of interest regarding this article.
References
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© 2022 Lufei Xiao et al., 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 (E)-(4-imidazol-1-yl-phenyl)-(2-methoxy-benzylidene)-amine monohydrate, C17H17N3O2
- Crystal structure of 6-methyl-3-(pyrrolidine-1-carbonyl)-2H-chromen-2-one, C15H15N1O3
- Crystal structure of 4-methyl-4-nitropentanoic acid, C6H11NO4
- The crystal structure of (E)-3-(furan-2-yl)acrylonitrile, C7H5NO
- Crystal structure of 3-(difluoromethyl)-1-methyl-N-(4,11,11-trimethyl-1,2,3,4-tetrahydro-1,4-methanoacridin-9-yl)-1H-pyrazole-4-carboxamide monohydrate, C23H26F2N4O3
- Crystal structure of 2-(4-bromobenzyloxy)-6-chloropyridine, C12H9BrClNO
- Crystal structure of N-(4-bromo-2,6-dichloro-phenyl)pyrazin-2-amine, C10H6BrCl2N3
- Crystal structure of (E)-1-(2–nitrophenyl)-3-phenylprop-2-en-1-one, C15H11NO3
- The crystal structure of (E)-3-chloro-2-(2-(4-fluorobenzylidene)hydrazinyl)pyridine, C12H9ClFN3
- Crystal structure of (E)-amino(2-(thiazol-2-ylmethylene)hydrazineyl)methaniminium nitrate, C10H16N12O6S2
- Crystal structure of 9-methoxy-2,3,4,4a,5,6-hexahydro-1H-pyrido [1′,2′:1,6]pyrazino[2,3-b]quinoxaline, C15H18N4O
- The crystal structure bis(dimethylsulfoxide-κ1O)-dipyridine-κ1 N-bis(m2-(Z)-3-methyl-2-oxido-N-((Z)-oxido(phenyl)methylene)benzohydrazonato-κ5)trinickel(II) - dimethylsulfoxide (1/2), C48H56N6Ni3O10S4
- Crystal structure of bis(bis(triphenylphosphine)iminium) tetradecacarbonyltetratelluridopentaferrate(2-), (PPN)2[Fe5Te4(CO)14]
- Crystal structure of 4-Hydroxy-3-(naphthalen-2-ylthio)pent-3-en-2-one, C15H14O2S
- The crystal structure of [(1,10-phenanthroline-κ2 N,N)-bis(6-phenylpyridine-2-carboxylate-κ2 N,O)nickel(II)] monohydrate, C36H26N4O5Ni
- Crystal structure of 3,3′-(pyridine-2,6-diylbis(methylene))bis(1-propyl-1H-imidazol-3-ium) ditetrafluoroborate, C19H27B2F8N5
- The crystal structure of (E)-1-(4-aminophenyl)-3-(p-tolyl)prop-2-en-1-one, C16H15NO
- The crystal structure of poly[(μ2-terephthalato-κ4O,O′: O″,O‴)-(μ4-terephthalato-κ4O:O′:O″:O‴)-{μ4-(1,2,4,5-tetrakis(1,2,4-triazol-1-ylmethyl)-benzene-κ4O:O′:O″,O‴)}dicadmium(II)] – water – acetronitrile (1/2/2), C38H36N14O10Cd2
- The crystal structure of diaqua-bis(6-phenylpyridine-2-carboxylato-κ2 N,O)cobalt(II)–water–N,N-dimethylformamide(1/2/1), C27H31N3O9Co
- The co-crystal structure of 4-hydroxy-3-methoxybenzoic acid – 4,4′-bipyridine, C8H8O4·C10H8N2
- Crystal structure of catena-poly[(μ2-1,1′-(biphenyl-4,4′-diyl)bis(1H-imidazol)-κ2N:N′)-bis(4-bromobenzoate-κ1O)cobalt(II)], C32H22Br2CoN4O4
- Crystal structure of (E)-5-propyl-4-((pyridin-2-ylmethylene)amino)-2,4-dihydro-3H-1,2,4-triazole-3-thione – methanol (1/1), C11H13N5S
- The crystal structure of (Z)-4-bromo-6-(((1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)amino)methylene)cyclohexa-2,4-dien-1-one monohydrate, C11H16BrNO5
- Crystal structure of bis(tetrapropylammonium) nonaselenidotetrastannate(IV), (Pr4N)2[Sn4Se9]
- Crystal structure of 2,6-di-tert-butyl-4-(4-chlorobenzylidene)cyclohexa-2,5-dien-1-one, C21H25ClO
- Crystal structure of (2,2′-((naphthalen-1-ylmethyl)azanediyl)diacetato-κ3 N,O,O′)-(1,10-phenanthroline-κ2 N,N′)-copper(II) trihydrate, CuC27H27N3O7
- The crystal structure of tetrakis(6-phenylpyridine-2-carboxylato-κ2N,O)-bis(1H-pyrazol-3-ylamine-κ2 N:N)dicobalt(II) dihydrate, C27H23N5O5Co
- The crystal structure of bis((E)-2-((tert-butylimino)methyl)-4-chlorophenolato-κ2N,O)zinc(II), C22H26Cl2N2O2Zn
- The crystal structure of poly[diaqua-(μ3-5-nitrobenzene-1,2,3-tricarboxylato-κ3O:O′:O′)-(μ2-4,4′-dipyridylamine-κ2N:N′)copper(II)], C38H30Cu3N8O20
- The crystal structure of (E)-1-ferrocenyl-3-(naphthalen-1-yl)prop-2-en-1-one, C23H18FeO
- The crystal structure of (E)-1-ferrocenyl-3-(4-isopropylphenyl)prop-2-en-1-one, C22H22FeO
- Crystal structure of 6-hydroxy-2,2-dimethyl-4Hbenzo[d][1,3]dioxin-4-one, C10H10O4
- The crystal structure of (2E,4E)-1-ferrocenyl-5-phenylpenta-2,4-dien-1-one, C21H18FeO
- Crystal structure of alaninato-κ2N,O-bis(hydroxylamido-κ2N,O)-oxido-vanadium(V), C3H10N3O5V
- Crystal structure of catena-poly[aqua-bis[μ2-6-(1H-imidazol-1-yl)nicotinato-κ2 N,O]copper(II)], C18H14N6O5Cu
- Crystal structure of diethyl 4,6-diphenyl-1,9-di-p-tolylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta[b]pyridine-3,5(2H)-dicarboxylate, C42H42N2O4
- The crystal structure of cobalt cadmium bis(hydrogenphosphate) bis(phosphate(V)) tetrahydrate, H10O20P4Co3.14Cd1.86
- Crystal structure of dimethyl 1,4,6,9-tetraphenylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta[b]pyridine-3,7(2H)-dicarboxylate, C38H34N2O4
- Crystal structure of (Z)-4-(furan-2-yl((4-iodophenyl)amino)methylene)-5-methyl-2(p-tolyl)-2,4-dihydro-3H-pyrazol-3-one, C21H16I N3O2
- Crystal structure of (E)-1-(4-(3,5-dimethoxystyryl)phenyl)-7-ethylheptanedioate, C25H30O6
- Crystal structure of 6-bromo-2-(4-chlorophenyl)chroman-4-one (6-bromo-4′-chloroflavanone), C15H10BrClO2
- The crystal structure of 2-(benzhydryloxy)-3-nitropyridine, C18H14N2O3
- The crystal structure of 1,3(4,1)-dipyridin-1-iuma-2(1,8)-diethynylanthracena-5(1,3)-benzenacyclohexaphane-11,31-diium bis(hexafluoridophosphate), C36H24F12N2P2
- Crystal structure of 3,6-di-tert-butyl-1-iodo-9-methyl-8-(pyren-1-ylethynyl)-9H-carbazole, C39H34IN
- The cocrystal 2-(dimethylammonio)-5-nitrobenzoate – 2-(dimethylamino)-5-nitrobenzoic acid, C9H10N2O4
- Crystal structure of 5-nitroquinazolin-4(3H)-one, C8H5N3O3
Articles in the same Issue
- Frontmatter
- New Crystal Structures
- Crystal structure of (E)-(4-imidazol-1-yl-phenyl)-(2-methoxy-benzylidene)-amine monohydrate, C17H17N3O2
- Crystal structure of 6-methyl-3-(pyrrolidine-1-carbonyl)-2H-chromen-2-one, C15H15N1O3
- Crystal structure of 4-methyl-4-nitropentanoic acid, C6H11NO4
- The crystal structure of (E)-3-(furan-2-yl)acrylonitrile, C7H5NO
- Crystal structure of 3-(difluoromethyl)-1-methyl-N-(4,11,11-trimethyl-1,2,3,4-tetrahydro-1,4-methanoacridin-9-yl)-1H-pyrazole-4-carboxamide monohydrate, C23H26F2N4O3
- Crystal structure of 2-(4-bromobenzyloxy)-6-chloropyridine, C12H9BrClNO
- Crystal structure of N-(4-bromo-2,6-dichloro-phenyl)pyrazin-2-amine, C10H6BrCl2N3
- Crystal structure of (E)-1-(2–nitrophenyl)-3-phenylprop-2-en-1-one, C15H11NO3
- The crystal structure of (E)-3-chloro-2-(2-(4-fluorobenzylidene)hydrazinyl)pyridine, C12H9ClFN3
- Crystal structure of (E)-amino(2-(thiazol-2-ylmethylene)hydrazineyl)methaniminium nitrate, C10H16N12O6S2
- Crystal structure of 9-methoxy-2,3,4,4a,5,6-hexahydro-1H-pyrido [1′,2′:1,6]pyrazino[2,3-b]quinoxaline, C15H18N4O
- The crystal structure bis(dimethylsulfoxide-κ1O)-dipyridine-κ1 N-bis(m2-(Z)-3-methyl-2-oxido-N-((Z)-oxido(phenyl)methylene)benzohydrazonato-κ5)trinickel(II) - dimethylsulfoxide (1/2), C48H56N6Ni3O10S4
- Crystal structure of bis(bis(triphenylphosphine)iminium) tetradecacarbonyltetratelluridopentaferrate(2-), (PPN)2[Fe5Te4(CO)14]
- Crystal structure of 4-Hydroxy-3-(naphthalen-2-ylthio)pent-3-en-2-one, C15H14O2S
- The crystal structure of [(1,10-phenanthroline-κ2 N,N)-bis(6-phenylpyridine-2-carboxylate-κ2 N,O)nickel(II)] monohydrate, C36H26N4O5Ni
- Crystal structure of 3,3′-(pyridine-2,6-diylbis(methylene))bis(1-propyl-1H-imidazol-3-ium) ditetrafluoroborate, C19H27B2F8N5
- The crystal structure of (E)-1-(4-aminophenyl)-3-(p-tolyl)prop-2-en-1-one, C16H15NO
- The crystal structure of poly[(μ2-terephthalato-κ4O,O′: O″,O‴)-(μ4-terephthalato-κ4O:O′:O″:O‴)-{μ4-(1,2,4,5-tetrakis(1,2,4-triazol-1-ylmethyl)-benzene-κ4O:O′:O″,O‴)}dicadmium(II)] – water – acetronitrile (1/2/2), C38H36N14O10Cd2
- The crystal structure of diaqua-bis(6-phenylpyridine-2-carboxylato-κ2 N,O)cobalt(II)–water–N,N-dimethylformamide(1/2/1), C27H31N3O9Co
- The co-crystal structure of 4-hydroxy-3-methoxybenzoic acid – 4,4′-bipyridine, C8H8O4·C10H8N2
- Crystal structure of catena-poly[(μ2-1,1′-(biphenyl-4,4′-diyl)bis(1H-imidazol)-κ2N:N′)-bis(4-bromobenzoate-κ1O)cobalt(II)], C32H22Br2CoN4O4
- Crystal structure of (E)-5-propyl-4-((pyridin-2-ylmethylene)amino)-2,4-dihydro-3H-1,2,4-triazole-3-thione – methanol (1/1), C11H13N5S
- The crystal structure of (Z)-4-bromo-6-(((1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)amino)methylene)cyclohexa-2,4-dien-1-one monohydrate, C11H16BrNO5
- Crystal structure of bis(tetrapropylammonium) nonaselenidotetrastannate(IV), (Pr4N)2[Sn4Se9]
- Crystal structure of 2,6-di-tert-butyl-4-(4-chlorobenzylidene)cyclohexa-2,5-dien-1-one, C21H25ClO
- Crystal structure of (2,2′-((naphthalen-1-ylmethyl)azanediyl)diacetato-κ3 N,O,O′)-(1,10-phenanthroline-κ2 N,N′)-copper(II) trihydrate, CuC27H27N3O7
- The crystal structure of tetrakis(6-phenylpyridine-2-carboxylato-κ2N,O)-bis(1H-pyrazol-3-ylamine-κ2 N:N)dicobalt(II) dihydrate, C27H23N5O5Co
- The crystal structure of bis((E)-2-((tert-butylimino)methyl)-4-chlorophenolato-κ2N,O)zinc(II), C22H26Cl2N2O2Zn
- The crystal structure of poly[diaqua-(μ3-5-nitrobenzene-1,2,3-tricarboxylato-κ3O:O′:O′)-(μ2-4,4′-dipyridylamine-κ2N:N′)copper(II)], C38H30Cu3N8O20
- The crystal structure of (E)-1-ferrocenyl-3-(naphthalen-1-yl)prop-2-en-1-one, C23H18FeO
- The crystal structure of (E)-1-ferrocenyl-3-(4-isopropylphenyl)prop-2-en-1-one, C22H22FeO
- Crystal structure of 6-hydroxy-2,2-dimethyl-4Hbenzo[d][1,3]dioxin-4-one, C10H10O4
- The crystal structure of (2E,4E)-1-ferrocenyl-5-phenylpenta-2,4-dien-1-one, C21H18FeO
- Crystal structure of alaninato-κ2N,O-bis(hydroxylamido-κ2N,O)-oxido-vanadium(V), C3H10N3O5V
- Crystal structure of catena-poly[aqua-bis[μ2-6-(1H-imidazol-1-yl)nicotinato-κ2 N,O]copper(II)], C18H14N6O5Cu
- Crystal structure of diethyl 4,6-diphenyl-1,9-di-p-tolylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta[b]pyridine-3,5(2H)-dicarboxylate, C42H42N2O4
- The crystal structure of cobalt cadmium bis(hydrogenphosphate) bis(phosphate(V)) tetrahydrate, H10O20P4Co3.14Cd1.86
- Crystal structure of dimethyl 1,4,6,9-tetraphenylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta[b]pyridine-3,7(2H)-dicarboxylate, C38H34N2O4
- Crystal structure of (Z)-4-(furan-2-yl((4-iodophenyl)amino)methylene)-5-methyl-2(p-tolyl)-2,4-dihydro-3H-pyrazol-3-one, C21H16I N3O2
- Crystal structure of (E)-1-(4-(3,5-dimethoxystyryl)phenyl)-7-ethylheptanedioate, C25H30O6
- Crystal structure of 6-bromo-2-(4-chlorophenyl)chroman-4-one (6-bromo-4′-chloroflavanone), C15H10BrClO2
- The crystal structure of 2-(benzhydryloxy)-3-nitropyridine, C18H14N2O3
- The crystal structure of 1,3(4,1)-dipyridin-1-iuma-2(1,8)-diethynylanthracena-5(1,3)-benzenacyclohexaphane-11,31-diium bis(hexafluoridophosphate), C36H24F12N2P2
- Crystal structure of 3,6-di-tert-butyl-1-iodo-9-methyl-8-(pyren-1-ylethynyl)-9H-carbazole, C39H34IN
- The cocrystal 2-(dimethylammonio)-5-nitrobenzoate – 2-(dimethylamino)-5-nitrobenzoic acid, C9H10N2O4
- Crystal structure of 5-nitroquinazolin-4(3H)-one, C8H5N3O3