Home Physical Sciences Crystal structure of (E)-N′-(3,4-dichlorobenzylidene)-3,4,5-trimethoxybenzohydrazide, C17H16Cl2N2O4
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Crystal structure of (E)-N′-(3,4-dichlorobenzylidene)-3,4,5-trimethoxybenzohydrazide, C17H16Cl2N2O4

  • Lamya H. Al-Wahaibi ORCID logo , Olivier Blacque ORCID logo , Edward R. T. Tiekink ORCID logo and Ali A. El-Emam ORCID logo EMAIL logo
Published/Copyright: October 24, 2025
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 240 Issue 6

Abstract

C17H16Cl2N2O4, monoclinic, P21/c (no. 14), a = 8.0893(1) Å, b = 26.1791(3) Å, c = 8.2311(1) Å, β = 98.002(1)°, V = 1726.13(4) Å3, Z = 4, Rgt(F) = 0.0343, wRref(F2) = 0.0904, T = 160 K.

CCDC no.: 2473736

Table 1 contains the crystallographic data. The list of the atoms including atomic coordinates and displacement parameters can be found in the cif-file attached to this article.

Table 1:

Data collection and handling.

Crystal: Plate, colourless
Size: 0.17 × 0.06 × 0.01 mm
Wavelength:

μ:		 CuKα radiation (1.54184 Å)

3,61 mm−1
Diffractometer:

θmax, completeness:		 XtaLAB Synergy

77,3°, >99 %
N(hkl)measured, N(hkl)unique, Rint: 20945, 3662, 0.029
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 3282
N(param)refined: 233
Programs: CrysAlisPRO, 1 SHELX, 2 , 3 WinGX and ORTEP 4

1 Source of material

A mixture of 3,4,5-trimethoxybenzohydrazide (1.13 g, 5.0 mmol) and 3,4-dichlorobenzaldehyde (0.875 g, 5.0 mmol), in ethanol (8 mL), was heated under reflux for 2 h. On cooling, the precipitated crude product was filtered, washed with cold ethanol, dried and recrystallised from ethanol to yield 1.78 g (93 %) of the title compound as colourless plates. M. pt.: 461–463 K (uncorrected). 1H NMR (DMSO‑d6, 500.13 MHz): δ 11.44 (br. s, 1H, NH), 8.98 (s, 1H, CH=N), 8.06 (s, 1H, Ar–H), 7.70–7.762 (m, 2H, Ar–H), 7.22 (s, 2H, Ar–H), 3.84 (s, 6H, OCH3) and 3.72 (s, 3H, OCH3). 13C NMR (DMSO‑d6, 125.76 MHz): δ 162.84 (C=O), 151.20, 145.20, 141.86, 136.04, 133.24, 132.98, 131.08, 130.98, 128.88, 127.04, 109.66 (Ar–C & CH=N) and 61.80, 59.86 (OCH3). Analysis for C17H16Cl2N2O4 (M. Wt. 383.23): C, 53.22 (Calc. 53.28); H, 4.23 (Calc. 4.21); N, 7.28 (Calc. 7.31).

2 Experimental details

The C-bound H atoms were geometrically placed (C–H = 0.95–0.98 Å) and refined as riding with Uiso(H) = 1.2–1.5Ueq(C). The N-bound H atom was refined freely (N–H = 0.86(2) Å). Owing to poor agreement, one reflection, i.e. (10 5 0), was omitted from the final cycles of refinement.

3 Discussion

Aromatic and hetero-aromatic hydrazides and their hydrazone derivatives are of considerable interest for their remarkable chemotherapeutic properties. 5 , 6 Furthermore, carbohydrazide-hydrazone derivatives are frequently utilised as efficient intermediates for the synthesis of numerous bioactive heterocyclic compounds. 7 , 8 In this context, herein, the synthesis and single crystal X-ray structure of the title molecule, (I), is described; systematic name: N′-[(1E)-(3,4-dichlorophenyl)methylidene]-3,4,5-trimethoxybenzohydrazide.

The molecular structure of (I) is shown in the upper view of figure (70 % probability ellipsoids). The molecule comprises a central, planar C2N2O residue [r.m.s. deviation for the fitted atoms = 0.0261 Å with the maximum deviation of 0.0377(10) Å being for atom C7] flanked at the C7 atom by a 3,4-dichlorophenyl group, and at the C8 atom by a 3,4,5-trimethoxyphenyl group. The dihedral angles between the central residue and the C6 rings of the 3,4-dichlorophenyl and 3,4,5-trimethoxyphenyl groups are 6.93(7) and 41.42(7) Å, respectively, indicating to close to co-planar and splayed dispositions, respectively. The C7–N1 [1.2798(19) Å] and C8–N2 [1.3551(18) Å] bond lengths, being close their respective double- and single-bond values, suggest limited delocalisation of π-electron density in the central residue. To limit steric hindrance in the 3,4,5-trimethoxyphenyl group, the central methoxy group occupies a position approximately normal to the C6 ring [the C16–O3–C12–C13 torsion angle = 94.38(17)°] compared to close to co-planar dispositions for the outer two methoxy groups [C15–O2–C11–C10 and C17–O4–C13–C12 = 4.0(2) and 164.46(13)°, respectively]. The amide group adopts an anti-conformation.

The most closely related structure in the crystallographic literature is of the isomeric compound, N′-(2,4-dichlorobenzylidene)-3,4,5-trimethoxybenzohydrazide, hereafter (II). 9 Not surprisingly, this molecule has a very similar conformation to that described for (I) with dihedral angles between the central residue and the C6 rings of the 2,4-dichlorophenyl and 3,4,5-trimethoxyphenyl groups being 2.72(10) and 41.06(9) Å, respectively. A similar electronic structure is also evident with the C7–N1 and C8–N2 bond lengths being 1.272(4) and 1.355(3) Å, respectively.

Conventional amide–N–H⋯O(amide) hydrogen-bonding [N2–H2n⋯O1 i : H2n⋯O1 i  = 2.01(2) Å, N2⋯O1 i  = 2.8525(16) Å with the angle subtended the H2n atom = 168(2)° for symmetry operation (i): x, 1/2−y, 1/2+z] is noted in the crystal. These interactions occur within a zigzag chain (glide symmetry) along the c-axis; a view of the chain is shown in the lower image of the figure (non-participating hydrogen atoms have been omitted for clarity). Prominent connections between chains to form a supramolecular layer in the bc-plane include methyl–C–H⋯O(methoxy) [C15–H15c⋯O3 ii : H15c⋯O3 ii  = 2.48 Å, C15⋯O3 ii  = 3.4426(19) Å with angle at H15c = 166° for (ii): 1−x, −y, 2−z] interactions. The closest contacts between layers appear to occur between two inclined 3,4-dichlorophenyl and 3,4,5-trimethoxyphenyl rings [Cg(C1–C6)⋯Cg(C9–C14) iii  = 3.9909(9) Å with angle of inclination between rings = 26.88(7)° for (iii): −1+x, 1/2−y, −1/2+z]. However, with the angle of inclination being what it is, the shortest contact between ring-carbon atoms of 3.432(2)° occurs between the C6 and C12 iii atoms. Crystal (II) also crystallises in the P21/c space group with Z = 4 but is not isomorphous to (I). However, amide–N–H⋯O(amide) hydrogen-bonding occurs within a zigzag chain along the c-axis, as for (I).

It was thought of interest to compare the calculated Hirshfeld surfaces and the associated two-dimensional fingerprint plots for (I) and (II) by employing CrystalExplorer 10 and standard procedures. 11 The majority of Hirshfeld surface contacts for each of (I) and (II) involve hydrogen, amounting to 86.9 and 87.8 %, respectively. This similarity is reflected by identical contributions in each of (I) and (II) by H⋯H [29.5 %] and Cl⋯H/Hl [23.2 %] contacts; all contacts occur at distances beyond their respective sum of the van der Waals radii. The C⋯H/H⋯C [14.1 % for (I) and 12.9 % for (II)] and N⋯H/H⋯N [3.5 cf. 3.0 %] surface contacts are greater in the crystal of (I) but the converse is true for O⋯H/H⋯O [16.6 cf. 19.2 %] contacts. Of the surface contacts not involving hydrogen, the percentage contribution by C⋯C contacts are identical in both crystals, being 5.3 %. The next most important surface contacts are of the type N⋯C/C⋯N at 2.4 and 2.2 % for (I) and (II), respectively, followed by O⋯C/C⋯O [1.9 cf. 1.2 %]. The only other contacts in either crystals beyond 1 % contributions are Cl⋯C/C⋯Cl contacts which make a zero contribution in the crystal of (I) but 1.9 % in the crystal of (II).

Corresponding author: Ali A. El-Emam, Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt, E-mail:

  1. Author contributions: All authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Conflict of interest: The authors declare no conflicts of interest.

  3. Research funding: This study was financially supported by the the Princess Nourah bint Abdulrahman University Researchers Supporting Project No. PNURSP2025R3, from the Princess Nourah bint Abdulrahman University, Riyadh, Saudi Arabia.

References

1. Rigaku Oxford Diffraction. CRYSALISPRO; Rigaku Corporation: Oxford, UK, 2024.Search in Google Scholar

2. Sheldrick, G. M. Shelxt – Integrated Space-group and Crystal-structure Determination. Acta Crystallogr. 2015, A71, 3–8. https://doi.org/10.1107/S2053273314026370.Search in Google Scholar PubMed PubMed Central

3. 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

4. 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. Popiołek, Ł. Updated Information on Antimicrobial Activity of hydrazide-hydrazones. Int. J. Mol. Sci. 2021 (22), 9389. https://doi.org/10.3390/ijms22179389.Search in Google Scholar PubMed PubMed Central

6. Onyeyilim, E. L.; Ezeokonkwo, M. A.; Ugwu, D. I.; Uzoewulu, C. P.; Eze, F. U.; Okonkwo, V. I.; Eze, C. C.; Ezugwu, J. A. Carbohydrazide Analogues: A Review of Synthesis and Biological Activities. Mini Rev. Med. Chem. 2022, 22, 661–682. https://doi.org/10.2174/1389557521666210831154935.Search in Google Scholar PubMed

7. El-Emam, A. A.; Alrashood, K. A.; Al-Omar, M. A.; Al-Tamimi, A. M. S. Synthesis and Antimicrobial Activity of N′-heteroarylidene-1-adamantylcarbohydrazides and (+-)-2-(1-adamantyl)-4-acetyl-5-[5-(4-substituted phenyl-3-isoxazolyl)]-1,3,4-oxadiazolines. Molecules 2012, 17, 3475–3483. https://doi.org/10.3390/molecules17033475.Search in Google Scholar PubMed PubMed Central

8. Ishii, M.; Jorge, S. D.; de Oliveira, A. A.; Palace-Berl, F.; Sonehara, I. Y.; Pasqualoto, K. F.; Tavares, L. C. Synthesis, Molecular Modeling and Preliminary Biological Evaluation of a Set of 3-acetyl-2,5-disubstituted-2,3-dihydro-1,3,4-oxadiazole as Potential Antibacterial, anti-Trypanosoma Cruzi and Antifungal Agents. Bioorg. Med. Chem. 2011, 19, 6292–6301. https://doi.org/10.1016/j.bmc.2011.09.009.Search in Google Scholar PubMed

9. Han, Y.-Y. Crystal Structures and Antimicrobial Activities of N′-[2,5-dihydroxybenzylidene]-3,4,5-trimethoxybenzohydrazide, N′-[2,4-dichlorobenzylidene]-3,4,5-trimethoxybenzohydrazide, and 2,4-dichloro-N′-(2-hydroxy-3-methoxy-5-nitrobenzylidene) Benzohydrazide Ethanol Solvate. J. Chil. Chem. Soc. 2013, 58, 1858–1861. https://doi.org/10.4067/S0717-97072013000300014.Search in Google Scholar

10. Spackman, P. R.; Turner, M. J.; McKinnon, J. J.; Wolff, S. K.; Grimwood, D. J.; Jayatilaka, D.; Spackman, M. A. CrystalExplorer: A Program for Hirshfeld Surface Analysis, Visualization and Quantitative Analysis of Molecular Crystals. J. Appl. Crystallogr. 2021, 54, 1006–1011. https://doi.org/10.1107/S1600576721002910.Search in Google Scholar PubMed PubMed Central

11. Tan, S. L.; Jotani, M. M.; Tiekink, E. R. T. Utilizing Hirshfeld Surface Calculations, Non-covalent Interaction (NCI) Plots and the Calculation of Interaction Energies in the Analysis of Molecular Packing. Acta Crystallogr. 2019, E75, 308–318. https://doi.org/10.1107/S2056989019001129.Search in Google Scholar PubMed PubMed Central

Received: 2025-08-03
Accepted: 2025-10-06
Published Online: 2025-10-24
Published in Print: 2025-12-17

© 2025 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

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of (1Z, 2Z)-3-phenyl-2-propenal 2-(4-bromo-2-fluorophenyl)hydrazone, C15H12BrFN2
  4. Refinement of crystal structure of 2-(2,3-dihydro-3-oxo-1 H -inden-1-ylidene)-1 H -indene-1,3(2 H )-dione C18H10O3
  5. The crystal structure of 3-(1-fluoro-2-(naphthalen-2-yl)-2-oxoethyl)-2-methoxy-3,4-dihydroisoquinolin-1(2H)-one, C22H18FNO3
  6. Crystal structure of the dinuclear copper(II) complex bis(μ2-2,2′ -{[1,3-phenylenebis-(methylene)]bis(oxy)}dibenzoaot-κ4O,O′:O′′,O′′′)-bis(dimethylformamide-κ1O)dicopper(II), C50H44Cu2N2O14
  7. Crystal structure of poly[triaqua-(μ9-biphenyl-3,3′,5,5′-tetracarboxylic-κ8 O,O:O,O′: O,O″:O,O‴)samarium(III)sodium(I)], C16H12NaSmO11
  8. The crystal structure of 5-benzyl-1-(4-fluorobenzyl)-4-((4-fluorobenzyl)oxy)-1,5-dihydro-2H-pyrrol-2-one, C25H21F2NO2
  9. The crystal structure of diammonium 2,5-dihydroxyterephthalate, C8H12N2O6
  10. Crystal structure of (E)-4-(4-(1H-1,2,4-triazol-1-yl)benzylidene)-6,8-dimethoxy-3,4-dihydrobenzo[b]oxepin-5(2H)-one, C21H19N3O4
  11. Crystal structure of poly[oktakis(μ2-oxido-κ2O:O)-tetrakis(oxido-κ1O)-bis(μ2-1,1′-[1,4-phenylenebis(methylene)]di(1H-imidazole-κ2N:N′))-tetravanadium(V)-dizinc(II)] monohydrate, C28H30Zn2N8O13V4
  12. Crystal structure of acotiamide hydrochloride dimethylacetamide solvate (1/1), C25H40ClN5O6S
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  14. Crystal structure of dichlorido{2,6-bis(3,5-diisopropyl-N-pyrazolyl)pyridine}zinc(II), C23H33Cl2N5Zn
  15. Crystal structure of nitrato-κ2O,O′-[hydridotris(3,5-diethylpyrazol-1-yl)borato-κ3N,N′,N″]copper(II), C21H34BCuN7O3
  16. Crystal structure of 2,7-bis(3,5-diethyl-1H-pyrazol-4-yl)-benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone, C28H26N6O4
  17. Crystal structure of 2-(4-chlorophenyl)benzothiazole, C13H8ClNS
  18. Synthesis and crystal structure (3R,4′S)-4′-(3,5-dibromophenyl)-1′-methyl-2H-dispiro [benzofuran-3,3′-pyrrolidine-2′,2″-indene]-1″,2,3″-trione, C26H17Br2NO4
  19. Crystal structure of bis(((3a,7a-dihydro-1H-benzo[d][1,2,3]triazol-1-yl)methyl) triphenylphosphonium) tetrachloridomanganate(II), C50H42Cl4MnN6P2
  20. The crystal structure of 4,9-bis(4-chlorophenyl)-1,6-bis(2-cyanobenzyl)-2,4a,5,6,7,7a-hexahydro-1H-2,7,5-(epiprop[2]ene[1,1,3]triyl)pyrrolo[3,4-b]pyridine-3,10-dicarbonitrile, C40H26Cl2N6
  21. The crystal structure of poly((μ2-3-(3-nitro-4-carboxylphenyl)benzoate-κ3O, O′:O″)-μ2-1,4-bis(1-imidazolyl)benzene-κ2N:N′-cadmium(II)), C26H17N5O6Cd
  22. The crystal structure of 6-hydroxy-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione monohydrate, C7H6N2O4
  23. Crystal structure of 4-((cyclohexylsulfonyl)methyl)-1,2,3,4-tetrahydrobenzo [4,5]imidazo[1,2-a]pyridine, C18H24N2O2S
  24. Crystal structure of 4,7-diphenyl-1,10-phenanthroline-κ2N,N′)-bis(2,4-di(fluorine)-1-phenylpyridine-κ2C,N)-iridium(III) hexafluorophosphate–dichloromethane (1/1), C47H30Cl2F10IrN4P
  25. Crystal structure of (4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)boronic acid, C19H15BN2O2
  26. The crystal structure of (E)-(2-((pyridin-2-ylmethylene)amino)phenyl)arsonic acid, C12H11AsN2O3
  27. The crystal structure of N(benzyl(phenyl)carbomothioyl)benzamide, C21H18N2OS
  28. The crystal structure of bis(2-picolinium) hexachlorostannate dichloromethane monosolvate, C13H18Cl8N2Sn
  29. Crystal structure of poly[tetraaqua-bis(μ4-3–1-(carboxylatomethyl)-1H-1,2,4-triazole-3-carboxylato)-κ4O:O′,O″,N)zinc(II)], C5H7N3O6Zn
  30. The crystal structure of the co-crystal isonicotinamide – 2-(nitrophenyl)methanol (1/1), C6H6N2O·C7H7NO3
  31. The crystal structure of 4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium 2-fluorobenzoate hydrate, C23H25F2N3O6
  32. Crystal structure of [diaqua-{1H-benzo[d]imidazol-3-ium-5,6-dicarboxylato-κ2O,O′}magnesium(II)] C18H14MgN4O10
  33. Crystal structure of (3-(dimethoxymethyl)-5-methoxy-1H-indol-1-yl) (2-iodo-5-methoxyphenyl)methanone, C20H20INO5
  34. The crystal structure of 3,7,11-trimethylbenzo[5,6][1,4]thiazino[2,3,4-kl]phenothiazine 5,5,9,9-tetraoxide, C21H17NO4S2
  35. Crystal structure of tris(piperazine-1,4-diium)bis(2-hydroxy-1,2,3-propane-tricarboxylate) pentahydrate, C24H56N6O19
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  37. Crystal structure of (E)-4-(4-(1H-pyrrol-1-yl)benzylidene)-6,8-dimethoxy-3,4-dihydrobenzo[(b)]oxepin-5(2H)-one, C23H21NO4
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  40. Crystal structure of 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-8-methylchroman-4-one, C17H16O5
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  47. RbTm3S5: the first rubidium lanthanoid(III) sulfide with CsEr3Se5-type crystal structure
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https://doi.org/10.1515/ncrs-2025-0337
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of (1Z, 2Z)-3-phenyl-2-propenal 2-(4-bromo-2-fluorophenyl)hydrazone, C15H12BrFN2
  4. Refinement of crystal structure of 2-(2,3-dihydro-3-oxo-1 H -inden-1-ylidene)-1 H -indene-1,3(2 H )-dione C18H10O3
  5. The crystal structure of 3-(1-fluoro-2-(naphthalen-2-yl)-2-oxoethyl)-2-methoxy-3,4-dihydroisoquinolin-1(2H)-one, C22H18FNO3
  6. Crystal structure of the dinuclear copper(II) complex bis(μ2-2,2′ -{[1,3-phenylenebis-(methylene)]bis(oxy)}dibenzoaot-κ4O,O′:O′′,O′′′)-bis(dimethylformamide-κ1O)dicopper(II), C50H44Cu2N2O14
  7. Crystal structure of poly[triaqua-(μ9-biphenyl-3,3′,5,5′-tetracarboxylic-κ8 O,O:O,O′: O,O″:O,O‴)samarium(III)sodium(I)], C16H12NaSmO11
  8. The crystal structure of 5-benzyl-1-(4-fluorobenzyl)-4-((4-fluorobenzyl)oxy)-1,5-dihydro-2H-pyrrol-2-one, C25H21F2NO2
  9. The crystal structure of diammonium 2,5-dihydroxyterephthalate, C8H12N2O6
  10. Crystal structure of (E)-4-(4-(1H-1,2,4-triazol-1-yl)benzylidene)-6,8-dimethoxy-3,4-dihydrobenzo[b]oxepin-5(2H)-one, C21H19N3O4
  11. Crystal structure of poly[oktakis(μ2-oxido-κ2O:O)-tetrakis(oxido-κ1O)-bis(μ2-1,1′-[1,4-phenylenebis(methylene)]di(1H-imidazole-κ2N:N′))-tetravanadium(V)-dizinc(II)] monohydrate, C28H30Zn2N8O13V4
  12. Crystal structure of acotiamide hydrochloride dimethylacetamide solvate (1/1), C25H40ClN5O6S
  13. Crystal structure of catena-poly[monoaqua (u2-(3-(3,5-dicarboxyphenyl)pyridine-2,6-dicarboxylic-k4O:O′:O″:N)zinc(II))] monohydrate, C15H11NO10Zn
  14. Crystal structure of dichlorido{2,6-bis(3,5-diisopropyl-N-pyrazolyl)pyridine}zinc(II), C23H33Cl2N5Zn
  15. Crystal structure of nitrato-κ2O,O′-[hydridotris(3,5-diethylpyrazol-1-yl)borato-κ3N,N′,N″]copper(II), C21H34BCuN7O3
  16. Crystal structure of 2,7-bis(3,5-diethyl-1H-pyrazol-4-yl)-benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone, C28H26N6O4
  17. Crystal structure of 2-(4-chlorophenyl)benzothiazole, C13H8ClNS
  18. Synthesis and crystal structure (3R,4′S)-4′-(3,5-dibromophenyl)-1′-methyl-2H-dispiro [benzofuran-3,3′-pyrrolidine-2′,2″-indene]-1″,2,3″-trione, C26H17Br2NO4
  19. Crystal structure of bis(((3a,7a-dihydro-1H-benzo[d][1,2,3]triazol-1-yl)methyl) triphenylphosphonium) tetrachloridomanganate(II), C50H42Cl4MnN6P2
  20. The crystal structure of 4,9-bis(4-chlorophenyl)-1,6-bis(2-cyanobenzyl)-2,4a,5,6,7,7a-hexahydro-1H-2,7,5-(epiprop[2]ene[1,1,3]triyl)pyrrolo[3,4-b]pyridine-3,10-dicarbonitrile, C40H26Cl2N6
  21. The crystal structure of poly((μ2-3-(3-nitro-4-carboxylphenyl)benzoate-κ3O, O′:O″)-μ2-1,4-bis(1-imidazolyl)benzene-κ2N:N′-cadmium(II)), C26H17N5O6Cd
  22. The crystal structure of 6-hydroxy-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione monohydrate, C7H6N2O4
  23. Crystal structure of 4-((cyclohexylsulfonyl)methyl)-1,2,3,4-tetrahydrobenzo [4,5]imidazo[1,2-a]pyridine, C18H24N2O2S
  24. Crystal structure of 4,7-diphenyl-1,10-phenanthroline-κ2N,N′)-bis(2,4-di(fluorine)-1-phenylpyridine-κ2C,N)-iridium(III) hexafluorophosphate–dichloromethane (1/1), C47H30Cl2F10IrN4P
  25. Crystal structure of (4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)boronic acid, C19H15BN2O2
  26. The crystal structure of (E)-(2-((pyridin-2-ylmethylene)amino)phenyl)arsonic acid, C12H11AsN2O3
  27. The crystal structure of N(benzyl(phenyl)carbomothioyl)benzamide, C21H18N2OS
  28. The crystal structure of bis(2-picolinium) hexachlorostannate dichloromethane monosolvate, C13H18Cl8N2Sn
  29. Crystal structure of poly[tetraaqua-bis(μ4-3–1-(carboxylatomethyl)-1H-1,2,4-triazole-3-carboxylato)-κ4O:O′,O″,N)zinc(II)], C5H7N3O6Zn
  30. The crystal structure of the co-crystal isonicotinamide – 2-(nitrophenyl)methanol (1/1), C6H6N2O·C7H7NO3
  31. The crystal structure of 4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium 2-fluorobenzoate hydrate, C23H25F2N3O6
  32. Crystal structure of [diaqua-{1H-benzo[d]imidazol-3-ium-5,6-dicarboxylato-κ2O,O′}magnesium(II)] C18H14MgN4O10
  33. Crystal structure of (3-(dimethoxymethyl)-5-methoxy-1H-indol-1-yl) (2-iodo-5-methoxyphenyl)methanone, C20H20INO5
  34. The crystal structure of 3,7,11-trimethylbenzo[5,6][1,4]thiazino[2,3,4-kl]phenothiazine 5,5,9,9-tetraoxide, C21H17NO4S2
  35. Crystal structure of tris(piperazine-1,4-diium)bis(2-hydroxy-1,2,3-propane-tricarboxylate) pentahydrate, C24H56N6O19
  36. Crystal structure of 2-chloro-5-((5-isopropyl-2-methylphenoxy)methyl)pyridine, C16H18ClNO
  37. Crystal structure of (E)-4-(4-(1H-pyrrol-1-yl)benzylidene)-6,8-dimethoxy-3,4-dihydrobenzo[(b)]oxepin-5(2H)-one, C23H21NO4
  38. Crystal structure of (E)-N′-(3,4-dichlorobenzylidene)-3,4,5-trimethoxybenzohydrazide, C17H16Cl2N2O4
  39. The crystal structure of 2-(2-hydroxyphenyl)-3-(pyridin-2-yl)-2,3- dihydroquinazolin-4(1H)-one, C19H15N3O2
  40. Crystal structure of 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-8-methylchroman-4-one, C17H16O5
  41. Crystal structure of bis[(3,4-dimethoxybenzyl)triphenylphosphonium]di-μ2-bromido-dibromidodicopper(I)
  42. Crystal structure of bis [(1,3-dioxolan-2-ylmethyl)triphenylphosphonium] tetrabromidodicopper(I), C22H22Br2CuO2P
  43. Crystal structure of [1-(4-carboxyphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid], C12H8N2O5
  44. The crystal structure of one-dimensional cooridnation polymer bis(thiocyanato)-bis((1E,2E)-1,2-bis(1-(pyridin-3-yl)ethylidene)-hydrazine κ2N:N)iron(II), (C30H28N10S2Fe)n
  45. Crystal structure of ((4-acetamidophenyl)sulfonyl)-l-alanine, C11H14N2O5S
  46. Crystal structure of [(1-naphthalen-1-yl-methyl)triphenylphosphonium] dichloridocopper(I), [C29H24P]+[CuCl2]−
  47. RbTm3S5: the first rubidium lanthanoid(III) sulfide with CsEr3Se5-type crystal structure
  48. Crystal structure of 2,2′-((ethane-1,2-diylbis(methylammoniumdiyl))bis(methylene))bis(pyridin-1-ium) diiodido-tris(μ2-iodido-κ2I:I)dicopper(II) chloride dihydrate, C16H30Cu2I6N4O2
  49. The crystal structure of 4-(trifluoromethyl)pyridine-2-carboxylic acid, C7H4F3NO2
  50. The crystal structure of (E)-2-ethoxy-1-methoxy-4-(2-(methylsulfonyl)vinyl)benzene, C12H16O4S
  51. Crystal structure of potassium 1H,1H,2H,2H-perfluorooctanesulfonate, C8H4O3F13SK
  52. Crystal structure of 4-(4-(quinolin-8-yloxy)-1,2,5-thiadiazol-3-yl)morpholine, C15H14O2N4S
  53. The crystal structure of 1,4-bis(bromomethyl)-2,5-dimethylbenzene, C10H12Br2
  54. The crystal structure of imidazo[4,5-e][1,3]diazepine-4,6,8-triamine methanol solvate, C7H11N7O
  55. The crystal structure of chlorido-bis(1,10-phenantroline-κ2N,N′)-(2-formylphenoxyacetato-κ2O,O) lead(II), C33H23N4O4ClPb
  56. Crystal structure of pyridinium tetrakis(1,1,1-trifluoro-2,4-pentadionato-κ2O,O′)yttrium(III) C20F12H16YO8C5H6N
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