Home Crystal structure of [diaqua-bis(2-((1H-tetrazol-1-yl)methyl)-5-carboxy-1H-imidazole-4-carboxylato-κ2 N,O) manganese(II)] dihydrate, C14H18MnN12O12
Article Open Access

Crystal structure of [diaqua-bis(2-((1H-tetrazol-1-yl)methyl)-5-carboxy-1H-imidazole-4-carboxylato-κ2 N,O) manganese(II)] dihydrate, C14H18MnN12O12

  • Ya-Ping Zhang ORCID logo EMAIL logo and Zu-Tian Li
Published/Copyright: August 29, 2022
Download Article (PDF)
Become an author with De Gruyter Brill
Submit Manuscript Author Information
Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 237 Issue 6

Abstract

C14H18MnN12O12, monoclinic, P21/c (no. 14), a = 9.333(7) Å, b = 19.038(13) Å, c = 7.042(5) Å, β = 111.989(10)°, V = 1160.2(14) Å3, Z = 2, Rgt (F) = 0.0301, wRref (F 2) = 0.0809, T = 293(2) K.

CCDC no.: 2190558

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.

Table 1:

Data collection and handling.

Crystal: Yellow block
Size: 0.21 × 0.19 × 0.15 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.66 mm−1
Diffractometer, scan mode: Bruker D8 VENTURE PHOTON, φ and ω
θ max, completeness: 26.0°, >99%
N(hkl)measured , N(hkl)unique, R int: 6299, 2274, 0.029
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 2044
N(param)refined: 179
Programs: SHELX [1], Bruker [2, 3]
Table 2:

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).

Atom x y z U iso*/U eq
Mn1 0.000000 0.000000 0.500000 0.02757 (12)
N1 0.21062 (13) 0.06186 (7) 0.66507 (18) 0.0249 (3)
N2 0.42115 (14) 0.12472 (7) 0.8164 (2) 0.0262 (3)
H2 0.494239 0.154470 0.833242 0.031*
N3 0.16252 (15) 0.20702 (7) 0.4187 (2) 0.0286 (3)
N4 0.21137 (18) 0.27273 (8) 0.4839 (2) 0.0398 (3)
N5 0.0882 (2) 0.31075 (8) 0.4443 (3) 0.0458 (4)
N6 −0.04050 (18) 0.27110 (9) 0.3552 (3) 0.0452 (4)
O1 0.07674 (12) −0.04037 (6) 0.81637 (17) 0.0335 (3)
O2 0.25555 (13) −0.02912 (7) 1.13221 (17) 0.0388 (3)
O3 0.48860 (14) 0.04431 (7) 1.31055 (17) 0.0377 (3)
H3 0.411187 0.020700 1.251256 0.057*
O4 0.62014 (14) 0.12876 (7) 1.23134 (19) 0.0428 (3)
O5 −0.13607 (13) 0.08068 (6) 0.57979 (18) 0.0358 (3)
H5A −0.218308 0.093900 0.483501 0.054*
H5B −0.163958 0.071480 0.678971 0.054*
C1 0.19466 (18) −0.01250 (8) 0.9439 (2) 0.0274 (3)
C2 0.27247 (16) 0.04369 (8) 0.8681 (2) 0.0238 (3)
C3 0.40436 (16) 0.08279 (8) 0.9648 (2) 0.0250 (3)
C4 0.51267 (17) 0.08670 (8) 1.1807 (2) 0.0300 (3)
C5 0.30271 (16) 0.11098 (8) 0.6394 (2) 0.0251 (3)
C6 0.27201 (18) 0.14902 (8) 0.4421 (2) 0.0305 (3)
H6A 0.368200 0.167492 0.439746 0.037*
H6B 0.229701 0.116561 0.328516 0.037*
C7 0.0085 (2) 0.20726 (9) 0.3406 (3) 0.0381 (4)
H7 −0.054156 0.168612 0.285044 0.046*
O6 0.62761 (17) 0.21592 (8) 0.7621 (3) 0.0739 (5)
H6C 0.723143 0.209969 0.786431 0.111*
H6D 0.623153 0.260479 0.754741 0.111*

Source of material

All reagents used were purchased from commercial sources and used without further purification. An aqueous solution (4 mL) of MnCl2·4H2O (0.05 mmol) was added dropwise to a methanol solution (2 mL) of 2-(1H-tetrazol-1-methyl)-1H-imidazole-4,5-dicarboxylic acid (0.05 mmol, H3tmidc). The resulting solution was placed in a 25 mL Teflon-lined stainless steel reactor, which was sealed and heated to 333 K for 24 h. After the mixture was cooled to room temperature, light-yellow crystals of the title compound were obtained (yield 48%, based H3tmidc).

Experimental details

Hydrogen atoms on carbon and nitrogen atoms were positioned geometrically and refined as riding atoms, with C–H = 0.97 (CH2) or 0.93 Å (aromatic) and N–H = 0.86 Å. The hydrogen atom of the carboxy group of H2tmidc− was refined as riding atoms, with O–H = 0.82 Å. Hydrogen atoms of the water molecule were located in a difference Fourier map and O–H distance were constrained to 0.85 Å. Hydrogen atoms were refined with U iso(H) = 1.2 U eq(C, N) or 1.5 U eq(O).

Comment

N-heterocyclic carboxylic acids have been often used in the synthesis of coordination compounds (CPs) since they not only contain O donors but also N donors, which have abundant coordination modes [4], [5], [6], [7], [8]. Many CPs have been constructed from these kinds of ligands, like 2,2′-(ethane-1,2-diyl)bis(1H-imidazole-4,5-dicarboxylic acid)-2-phenyl-1H-imidazole-4,5-dicarboxylic acid, 2-(hydroxymethyl)-1H-imidazole-4,5-dicarboxylic acid, 2,2′-(1,2-phenylene)bis(1H-imidazole-4,5-dicarboxylic acid), 2-(1H-tetrazol-1-methyl)-1H-imidazole-4,5-dicarboxylic acid and 2-(pyridin-4-yl)-1H-imidazole-4,5-dicarboxylic acid [9], [10], [11], [12], [13], [14], [15], [16]. Among the reported ligands, 2-((1H-tetrazol-1-yl)methyl)-1H-imidazole-4,5-dicarboxylic acid (H3tmidc) and corresponding deprotonated anions (H2tmidc−, Htmidc2− and tmidc3−) are excellent ligands since there are five potential N-donors and four potential O-donors that can coordinate to metal ions with various coordination modes. So far, several CPs based on H3tmidc have been synthesized and characterized, such as Ba(II), Co(II), Cd(II), Zn(II), and Fe(II) CPs [15, 17], [18], [19]. In order to further enrich the categories and numbers of CPs based on this ligand, here we have used H3tmidc as a starting material to selfassemble with MnCl2·4H2O and successfully obtained a new CP [Mn(H2tmidc)2(H2O)2]·2H2O.

The asymmetric unit of the title structure consists of one half of Mn(II) ion, one H2tmidc− anion, one coordinated water molecule, and one solvent water molecule. Each Mn1 is six-coordinated by N1, N1#1, O1 and O1#1 from two H2tmidc− anions together with two H2O molecules (O5 and O5#1), exhibiting a slightly deformed MnN2O4 octahedral geometry. The bond angles of N1–Mn1–N1#1, O1–Mn1–O1#1 and O5–Mn1–O5#1 are 180°. The other bond angles around the Mn1 are more or less deviated from the normal values (76.48(5)°–103.52(5)°). The Mn–N bond length is 2.2116(16) Å, while the Mn–O bond lengths are 2.1959(15) and 2.2073(18) Å. All parameters are in the normal range of those observed in the reported Mn(II) CPs [11, 14]. The N1/N2/C2/C3/C5 imidazole ring and the Mn1/O1/C1/C2/N1 chelate ring are almost coplanar [dihedral angle = 1.36(10)°]. But the imidazole ring N1/N2/C2/C3/C5 and the tetrazole ring N3/N4/N5/N6/C7 are not coplanar [dihedral angle = 73.64(8)°]. The dihedral angles between the mean plane defined by the imidazole ring N1/N2/C2/C3/C5 and the planes of the carboxylate groups are 2.49(16)° and 2.6(3)°, respectively. There are N–H···O, O–H···O and O–H···N hydrogen bonds involving imidazole rings, tetrazole rings, coordinated water molecules, solvent water molecules, carboxyl and carboxylate groups. In addition, there are intermolecular π–π interactions between tetrazole rings with the centroid-centroid distance of 3.524(3) Å, which is in the range for common π–π interactions [15, 17]. [Mn(H2tmidc)2(H2O)2] units are linked by the aforementioned hydrogen bonds and π–π interactions to a three-dimensional architecture in the solid state.

Corresponding author: Ya-Ping Zhang, Pharmacy College, Henan University of Chinese Medicine, 450046, Zhengzhou, Henan, P. R. China, E-mail:

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

  2. Research funding: None declared.

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

References

1. Sheldrick, G. M. Crystal structure refinement with SHELXL. Acta Crystallogr. 2015, C71, 3–8; https://doi.org/10.1107/s2053229614024218.Search in Google Scholar

2. Bruker. SADABS; Bruker AXS Inc.: Madison, WI, 2000.Search in Google Scholar

3. Bruker. APEX3 and SAINT; Bruker AXS Inc.: Madison, WI, 2016.Search in Google Scholar

4. Tahmasian, A., Safarifard, V., Morsali, A., Joo, S. W. Sonochemical syntheses of a new fibrous-like nano-scale strontium(II) 3D coordination polymer; precursor for the fabrication of a strontium carbonate nanostructure. Polyhedron 2014, 67, 81–88; https://doi.org/10.1016/j.poly.2013.08.058.Search in Google Scholar

5. Chandrasekhar, V., Mohapatra, C., Metre, R. K. Reactions of (E)-5-(pyridin-4-yl-methyleneamino)isophthalic acid (LH2) with triorganotin oxides and -chloride. Formation of one-dimensional- and two-dimensional-coordination polymers. Cryst. Growth Des. 2013, 13, 4607–4614; https://doi.org/10.1021/cg401201w.Search in Google Scholar

6. Semerci, F., Yesilel, O. Z., Soylu, M. S., Yerli, Y., Dal, H. Two new pyridine-2,3-dicarboxylate coordination polymers prepared from zerovalent metal precursor: syntheses, luminescent and magnetic properties. J. Solid State Chem. 2014, 210, 224–231; https://doi.org/10.1016/j.jssc.2013.11.028.Search in Google Scholar

7. Sengupta, P., Dinda, R., Ghosh, S., Sheldrick, W. S. Synthesis and characterisation of some ruthenium(II) complexes of α-N heterocyclic carboxylic acids -X-ray structures of cis-[Ru(PPh3)2(L1)2] 2]·2CH3OH and cis-[Ru(PPh3)2(L3H)2] (L1H = pyridine 2-carboxylic acid and L3H2 = imidazole 4,5-dicarboxylic acid). Polyhedron 2001, 20, 3349–3354; https://doi.org/10.1016/s0277-5387(01)00946-9.Search in Google Scholar

8. Roy, B., Mukherjee, S., Mukherjee, P. S. Sr2+ and Cd2+ coordination polymers: the effect of the different coordinating behaviour of a newly designed tricarboxylic acid. CrystEngComm 2013, 15, 9596–9602; https://doi.org/10.1039/c3ce41080c.Search in Google Scholar

9. Li, T., Xiu, Y., Su, X., Meng, X. R. Syntheses, crystal structures, and fluorescent properties of two Cd(II) complexes based on 2,2′-(ethane-1, 2-diyl)bis(1H-imidazole-4,5-dicarboxylic acid). J. Coord. Chem. 2012, 65, 3111–3121; https://doi.org/10.1080/00958972.2012.710901.Search in Google Scholar

10. Guo, X. Y., Chen, J. H., Meng, X. R. Crystal structure of catena-poly[aqua[μ2-4,5-dicarboxylato-2-(2-carboxylatophenyl)imidazol-1-ido-k4N,O,O′:N′)]μ2-4,4′-bipyridine-k2N:N′)dicopper(II)], C22H14Cu2N4O7. Z. Kristallogr. N. Cryst. Struct. 2020, 235, 771–773; https://doi.org/10.1515/ncrs-2019-0887.Search in Google Scholar

11. Wang, W., Niu, X., Gao, Y., Zhu, Y., Li, G., Lu, H., Tang, M. One chiral and two achiral 3-D coordination polymers constructed by 2-phenyl imidazole dicarboxylate. Cryst. Growth Des. 2010, 10, 4050–4059; https://doi.org/10.1021/cg100736x.Search in Google Scholar

12. Huang, X. Y., Sun, S. X., Wang, C. Q., Yao, P. Crystal structure of catena-poly[diaqua(μ2-2-(hydroxymethyl)-1H-imidazole-4,5-dicarboxylato) cadmium(II)], C6H8CdN2O7. Z. Kristallogr. N. Cryst. Struct. 2020, 235, 1489–1491; https://doi.org/10.1515/ncrs-2020-0366.Search in Google Scholar

13. Cheng, D., Liu, Y. J., Cheng, F. R., Yang, H. X., Meng, X. R. Synthesis, structure and fluorescence properties of a Zn(II) coordination polymer based on 2-(hydroxymethyl)-1H-imidazole-4,5-dicarboxylate. J. Chem. Res. 2018, 42, 490–493; https://doi.org/10.3184/174751918x15366068518341.Search in Google Scholar

14. Liu, Y. J., Cheng, D., Li, Y. X., Meng, X. R., Yang, H. X. A new two-dimensional managnese(II) coordination polymer constructed by 2,2′-(1, 2-phenylene)bis(1H-imidazole-4,5-dicarboxylate). Acta Crystallogr. 2018, C74, 599–603; https://doi.org/10.1107/s2053229618005508.Search in Google Scholar PubMed

15. Xie, W., Li, R., Wang, C. Q. Crystal structure of catena-poly[triqua-bis(μ2-2-(1H- tetrazol-1-methyl)-1H-imidazole-4,5-dicarboxylato)barium(II)] tetrahydrate, C14H14BaN12O15. Z. Kristallogr. N. Cryst. Struct. 2021, 236, 227–229; https://doi.org/10.1515/ncrs-2020-0487.Search in Google Scholar

16. Li, X., Wu, B. L., Niu, C. Y., Niu, Y. Y., Zhang, H. Y. Syntheses of metal-2-(pyridin-4-yl)-1H-imidazole-4,5-dicarboxylate networks with topological diversity: gas adsorption, thermal stability and fluorescent emission properties. Cryst. Growth Des. 2009, 9, 3423–3431; https://doi.org/10.1021/cg801321e.Search in Google Scholar

17. Yan, H.-Y., Li, Y.-X., Yang, H.-X., Li, X.-J, Synthesis, molecular structure and BSA-binding properties of a new binuclear Cd(II) complex based on 2-(1H-tetrazol-1-methyl)-1H-imidazole-4,5-dicarboxylic acid. Z. Naturforsch. 2020, 75, 537–544; https://doi.org/10.1515/znb-2020-0017.Search in Google Scholar

18. Guo, X.-Y., Zhang, J.-D., Li, Y.-Y., Li, X.-J., Meng, X.-R. Synthesis, structure, and BSA binding studies of a new Co(II) complex based on 2-(1H-tetrazol-1-methyl)-1H-imidazole-4,5-dicarboxylic acid. Inorg. Chem. Commun. 2020, 119, 108055; https://doi.org/10.1016/j.inoche.2020.108055.Search in Google Scholar

19. Guo, J.-L., Liu, G.-Y., Wang, R.-Y., Sun, S.-X. Synthesis and structure elucidation of two essential metal complexes: in-vitro studies of their BSA/HSA-binding properties, docking simulations, and anticancer activities. Molecules 2022, 27, 1886; https://doi.org/10.3390/molecules27061886.Search in Google Scholar PubMed PubMed Central

Received: 2022-06-15
Accepted: 2022-07-15
Published Online: 2022-08-29
Published in Print: 2022-12-16

© 2022 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 1,5-bis(4-chlorophenyl)-3-(3-methylphenyl)pentane- 1,5-dione, C48H40Cl4O4
  4. Crystal structure of (bis(1,10-phenanthroline-κ 2 N,N′))-(3,5-dinitrosalicylato-κ 2 O,O′)nickel(II), C31H18N6NiO7
  5. Crystal structure of {N,N′-bis(4-fluoro-salicylaldehyde)-3,6-dioxa-1,8-diaminooctane-κ4 O,N,N′,O′}zinc(II), C20H20F2N2O4Zn
  6. [5-Bromo-2-(2-(dimethylamino)ethyliminomethyl)phenolato-κ3 N,N′,O]-isothiocyanato-nickel(II), C12H14BrN3NiOS
  7. Crystal structure of 9-bromo-4-(6-methoxypyridin-2-yl)-5,6-dihydrobenzo[h]quinazolin- 2-amine, C18H15BrN4O
  8. The crystal structure of imidazolium nitrate, C3H5O3N3
  9. Crystal structure of diiodido-bis(6,6′-dimethoxy-2,2′-(ethane-1,2-diylbis(nitrilomethanylylidene)) diphenolato)tricadmium(II), C36H36Cd3I2N4O8
  10. Crystal structure of [diaqua-bis(2-((1H-tetrazol-1-yl)methyl)-5-carboxy-1H-imidazole-4-carboxylato-κ2 N,O) manganese(II)] dihydrate, C14H18MnN12O12
  11. Crystal structure of Diaqua[5,5′-dicarboxy-2,2′-(propane-1,3-diyl)bis(1H-imidazole-4-carboxylato-k4 O,O′,N,N′)]iron(II), C13H14FeN4O10
  12. Crystal structure of poly[dimethanol-κ1O-(µ2-(E)-2-((2-oxidobenzylidene)amino)acetato)-(µ3-(E)-2-((2-oxidobenzylidene)amino)acetato)dicadmium(II)], C20H22Cd2N2O8
  13. Crystal structure of N 2,N 6-bis(2-(((E)-quinolin-8-ylmethylene)amino)phenyl)pyridine-2,6-dicarboxamide, C39H27N7O2
  14. An I 6 2 − anion in the crystal structure of theophyllinium triiodide monohydrate, C7H11I3N4O3
  15. The crystal structure of poly[6,6′-oxybis(4-(pyridin-1-ium-1-yl)-1,3,5,2,4,6-trioxatriborinan-2-olate)], [B6O9](C5H5N)2
  16. The crystal structure of (carbonato κ2 O,O′)(2-oxopyridin-1(2H)-olato-κN)tris(trimethylphosphine)rhodium(III) water solvate, C15H33NO5P3Rh
  17. The crystal structure of dibromido-bis((RS)-2-(4-chlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)hexanenitrile-κ1 N)zinc(II), C30H34Br2Cl2N8Zn
  18. Synthesis and crystal structure of 3-(((7-hydroxy-3-(4-hydroxy-3,5-dinitrophenyl)-4-oxo-4H-chromen-8-yl)methyl)(nitroso)amino)propanoic acid, C19H14N4O11
  19. The crystal structure of 3-((4-chloro-N-(2-methoxyethyl)benzamido)methyl)phenyl methanesulfonate, C18H20ClNO5S
  20. Crystal structure of di([1,1′:3′,1″-terphenyl]-2′-yl)tellane, C36H26Te
  21. The crystal structure of diaqua-bis(pyrazolo[1,5-a]-pyrimidine-3-carboxylato-κ2 N,O)zinc(II), C14H12N6O6Zn
  22. Crystal structure of N′,N‴-((1E,2E)-1,2-diphenylethane-1,2-diylidene)bis(4-methylbenzohydrazide) – water – methanol (1/1/1), C31H32N4O4
  23. Crystal structure of 3-((2,4-dichlorobenzyl)thio)-5-methyl-7-(trifluoromethyl)-[1,2,4]triazolo [4,3-c]pyrimidine, C14H9Cl2F3N4S
  24. Crystal structure of 3,5,6,7-tetramethoxy-3′,4′-methylenedioxy-flavone, C20H18O8
  25. Crystal structure of catena-poly[(5,5′-dimethyl-2,2′-bipyridine-κ 2 N,N′)-(μ 3-hydrogen-1,1′,1″-(1,3,5-triazine-2,4,6-triyl)tris(piperidine-4-carboxylato)- κ 5 O:O,O′:O″,O‴)-cadmium(II)], C33H40CdN8O6
  26. The crystal structure of 3,5-bis(propan-2-yl)-1H-pyrazol-4-amine, C9H17N3
  27. Crystal structure of [(1,4,7,10-tetraoxacyclododecane-κ 4 O,O′,O″, O‴)-tris(nitrato-κ 2 O,O′)gadolinium(III)], C8H16N3O13Gd
  28. The crystal structure of 2,2′-((pyridine-2,6-diylbis(methylene))bis(sulfanediyl))-bis(4,5-dihydro-1H-imidazol-3-ium) bromide, C13H19Br2N5S2
  29. Crystal structure of E-2-chloro-N′-(1-(5-chloro-2-hydroxyphenyl)propylidene)benzohydrazide, C16H14Cl2N2O2
  30. Crystal structure of 3-(adamantan-1-yl)-4-methyl-5-{[(4-nitrophenyl)methyl]sulfanyl}-4H-1,2,4-triazole, C20H24N4O2S
  31. The crystal structure of dimethanol-κ1O-(5,10,15,20-tetrakis(4-nitrophenyl)porphyrin-21,23-diido-κ4 O,O′,O″,O′″)manganese(III) trans-dicyanido-κ1C-bis(acetylacetonato-κ2 O,O′)ruthenium(III), C58H46N10O14RuMn
  32. The crystal structure of nitroxyl-κ N-{hydridotris(3-trifluoromethyl-5-methylpyrazolyl-1-yl-κN 3)borato}nickel(II), C15H13BF9N7NiO
  33. The crystal structure of [(2,2′-bipyridine-κ2 N,N)-bis(6-phenylpyridine-2-carboxylato- κ2 N,O)nickel(II)] monohydrate, C34H26N4O5Ni
  34. The crystal structure of 5-(2-fluoro-3-methoxyphenyl)-1-(2-fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione, C20H15F5N2O3
  35. The crystal structure of ethyl 2,3,5-trifluoro-4-(4-oxo-3,4-dihydropyridin-1(2H)-yl)benzoate, C14H12F3NO3
  36. [2,2′-{Ethane-1,2-diylbis[(azanylylidene)methanylylidene]}bis(3-bromo-2-hydroxyphenyl)]iron(III) nitrate, C20H12Br2CuN2O2
  37. The crystal structure of 1-(2-iodophenyl)-4-phenyl-1H-1,2,3-triazole, C14H10IN3
  38. Synthesis and crystal structure of 2-(2-oxo-2-(thiophen-2-yl)ethyl)-4H-chromen-4-one, C15H10O3S
  39. {6,6′-((1E,1′E)-((2,2-dimethylpropane-1,3-diyl)bis(azaneylylidene))bis(methaneylylidene))bis(2-bromo-4-chlorophenolate)-κ4N,N′,O,O′}copper(II), C19H16Br2Cl2CuN2O2
  40. The crystal structure of N′-[bis(2-hydroxyphenyl)methylidene]pyridine-4-carbohydrazide, C19H15N3O3
  41. Crystal structure of 2-chloro-6-formylphenolato-κ2O,O′-(6,6′-(((2,2-dimethylpropane-1,3-diyl)bis(azaneylylidene))bis(methaneylylidene))bis(2-chlorophenolato)κ4 N,N,O,O′)cobalt(III), C26H22Cl3CoN2O4
  42. The crystal structure of tetrakis(6-phenylpyridine-2-carboxylate-κ 2 N,O)-bis(μ2-6-phenylpyridine-2-carboxylate-κ 2 O:O′)-bis(μ2-6-phenylpyridine-2-carboxylate-κ 3N,O:O)tetralead(II) C48H32N4O8Pb2
  43. The crystal structure of 3,7-dihydroxy-9-methoxy-4a-methyl-4aH-benzo[c] chromene-2,6-dione —dichloromethane (1/1), C16H14Cl2O6
  44. The crystal structure of (Z)-6-(((5-chloro-2-hydroxyphenyl)amino)methylene)- 4-nitrocyclohexa, C13H9ClN2O4
  45. Crystal structure of dichlorido-tetra((E)-(RS)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol-κ1 N)zinc(II), C60H68O4N12Cl10Zn
  46. The crystal structure of 4-(2-bromoethoxy)-2-hydroxybenzaldehyde, C9H9BrO3
  47. The crystal structure of 5-azido-1-methyl-4-nitroimidazole, C4H4O2N6
  48. Crystal structure of dibromido-tetra((E)-(RS)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol-κ 1 N)zinc(II), C60H68O4N12Br2Cl8Zn
  49. Crystal structure of tetrasodium-bis(μ 2-oxido)-hexafluoro-didioxo-molybdenum(V), Na2(Mo2O4F6)
  50. Crystal structure of (E)-N′-(2-chloro-6-hydroxybenzylidene)-4- hydroxybenzohydrazide-water (1/1), C14H13Cl1N2O4
  51. Crystal structure of (E)-N-(4-morpholinophenyl)-1-(quinolin-2-yl)methanimine, C20H19N3O
  52. The crystal structure of catena-poly[(1,10-phenanthroline-κ2 N,N′)-(μ3-2-hydroxybenzene-1,3-dicarboxylato-κ5 O,O′:O″,O‴:O‴)cadmium(II)], C20H12CdN2O5
  53. The crystal structure of 2,6-di-tert-butyl-4-(4-(methylthio)benzylidene)cyclohexa-2,5-dien-1-one, C22H28OS
  54. La3.65Mg30Sb1.07 as a disordered derivative of Th2Ni17-type structure
  55. Crystal structure of (E)-N-(4-morpholinophenyl)-1-(quinoxalin-2-yl)methanimine, C19H18N4O
  56. The crystal structure of 2,2′-(1,2-phenylenebis(methylene))bis(1,3-dimethylisothiouronium) bromide, C14H24Br2N4S2
  57. Crystal structure of tetraaqua-bis[4-(1H-1,2,4-triazol-1-yl)benzoato-κ1 N]zinc(II), C18H20ZnN6O8
  58. Crystal structure of bis(tricarbonyl)-{(S)-(tert-butoxycarbonyl)(1-methoxy-1-oxo-3-sulfido-k2 S:S′-propan-2-yl)amido-k2N:N′}diiron(I) (Fe—Fe), C15H15Fe2NO10S
  59. Crystal structure of (E)-3-((4-chlorophenyl)thio)-4-hydroxypent-3-en-2-one, C11H11ClO2S
  60. The crystal structure of (E)-3′,6′-bis(diethylamino)-2-((5-(diethylamino)-2-hydroxybenzylidene)amino)spiro[isoindoline-1,9′-xanthen]-3-one, C39H45N5O3
  61. The crystal structure of 2-(4-methoxynaphthalen-1-yl)-4H-chromen-4-one, C20H14O3
  62. The crystal structure of trans-dichlorido-(ethylenediamine-κ 2 N,N′)-bis(triphenylphosphine-κ 1 P)ruthenium(II), C38H38Cl2N2P2Ru
  63. The double polymeric chain of catena-poly[(μ2-6-bromopyridine-3-carboxylato-κ2 O,O′) (6-bromopyridine-3-carboxylato-κ2 O,O′) (μ2-1,2-bis(4-pyridyl)ethylene-κ2 N:N′)cobalt(II)], C24H16CoBr2N4O4
  64. The crystal structure of tert-butyl 2-(4-(12-bromo [2.2]paracyclophanyl)carbamoyl)pyrrolidine-1-carboxylate, C26H31BrN2O3
  65. The crystal structure of (Z)-2-(2,3-dimethoxybenzylidene)naphtho[1,2-b]furan-3(2H)-one, C21H16O4
  66. Crystal structure of 2-hydroxy-1-tosylindolin-3-yl- 2-naphthoate, C26H21N1S1O5
  67. The crystal structure of 1-methyl-N-(1-methyl-1H-imidazole-2-carbonyl)-1H-imidazole-2-carboxamide, C10H11N5O2
  68. The crystal structure of (E)-2-((5-bromo-2-hydroxybenzylidene)amino)-3′,6′-bis(ethylamino)-2′, 7′-dimethylspiro[isoindoline-1,9′-xanthen]-3-one, C33H31BrN4O3
  69. The crystal structure of dimethanol-5,15-diphenylporphyrin-21,23-diido-κ4 N,Nʹ,Nʺ,Nʹʺ-manganese(III) trans-dicyanido-bis(acetylacetonato-κ2O,Oʹ)ruthenium(III), C46H42N6O6RuMn
  70. Crystal structure of 1,4,8,11-tetraazacyclotetradecane-1,8-diium bis(3,5-dicarboxybenzoate), C28H36N4O12
  71. Bifurcated halogen bonds in the crystal structure of 2,2′-bi(1,8-naphthyridine)—1,4-diiodotetrafluorobenzene (1/1), C22H10F4I2N4
https://doi.org/10.1515/ncrs-2022-0304
Creative Commons
BY 4.0

Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of 1,5-bis(4-chlorophenyl)-3-(3-methylphenyl)pentane- 1,5-dione, C48H40Cl4O4
  4. Crystal structure of (bis(1,10-phenanthroline-κ 2 N,N′))-(3,5-dinitrosalicylato-κ 2 O,O′)nickel(II), C31H18N6NiO7
  5. Crystal structure of {N,N′-bis(4-fluoro-salicylaldehyde)-3,6-dioxa-1,8-diaminooctane-κ4 O,N,N′,O′}zinc(II), C20H20F2N2O4Zn
  6. [5-Bromo-2-(2-(dimethylamino)ethyliminomethyl)phenolato-κ3 N,N′,O]-isothiocyanato-nickel(II), C12H14BrN3NiOS
  7. Crystal structure of 9-bromo-4-(6-methoxypyridin-2-yl)-5,6-dihydrobenzo[h]quinazolin- 2-amine, C18H15BrN4O
  8. The crystal structure of imidazolium nitrate, C3H5O3N3
  9. Crystal structure of diiodido-bis(6,6′-dimethoxy-2,2′-(ethane-1,2-diylbis(nitrilomethanylylidene)) diphenolato)tricadmium(II), C36H36Cd3I2N4O8
  10. Crystal structure of [diaqua-bis(2-((1H-tetrazol-1-yl)methyl)-5-carboxy-1H-imidazole-4-carboxylato-κ2 N,O) manganese(II)] dihydrate, C14H18MnN12O12
  11. Crystal structure of Diaqua[5,5′-dicarboxy-2,2′-(propane-1,3-diyl)bis(1H-imidazole-4-carboxylato-k4 O,O′,N,N′)]iron(II), C13H14FeN4O10
  12. Crystal structure of poly[dimethanol-κ1O-(µ2-(E)-2-((2-oxidobenzylidene)amino)acetato)-(µ3-(E)-2-((2-oxidobenzylidene)amino)acetato)dicadmium(II)], C20H22Cd2N2O8
  13. Crystal structure of N 2,N 6-bis(2-(((E)-quinolin-8-ylmethylene)amino)phenyl)pyridine-2,6-dicarboxamide, C39H27N7O2
  14. An I 6 2 − anion in the crystal structure of theophyllinium triiodide monohydrate, C7H11I3N4O3
  15. The crystal structure of poly[6,6′-oxybis(4-(pyridin-1-ium-1-yl)-1,3,5,2,4,6-trioxatriborinan-2-olate)], [B6O9](C5H5N)2
  16. The crystal structure of (carbonato κ2 O,O′)(2-oxopyridin-1(2H)-olato-κN)tris(trimethylphosphine)rhodium(III) water solvate, C15H33NO5P3Rh
  17. The crystal structure of dibromido-bis((RS)-2-(4-chlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)hexanenitrile-κ1 N)zinc(II), C30H34Br2Cl2N8Zn
  18. Synthesis and crystal structure of 3-(((7-hydroxy-3-(4-hydroxy-3,5-dinitrophenyl)-4-oxo-4H-chromen-8-yl)methyl)(nitroso)amino)propanoic acid, C19H14N4O11
  19. The crystal structure of 3-((4-chloro-N-(2-methoxyethyl)benzamido)methyl)phenyl methanesulfonate, C18H20ClNO5S
  20. Crystal structure of di([1,1′:3′,1″-terphenyl]-2′-yl)tellane, C36H26Te
  21. The crystal structure of diaqua-bis(pyrazolo[1,5-a]-pyrimidine-3-carboxylato-κ2 N,O)zinc(II), C14H12N6O6Zn
  22. Crystal structure of N′,N‴-((1E,2E)-1,2-diphenylethane-1,2-diylidene)bis(4-methylbenzohydrazide) – water – methanol (1/1/1), C31H32N4O4
  23. Crystal structure of 3-((2,4-dichlorobenzyl)thio)-5-methyl-7-(trifluoromethyl)-[1,2,4]triazolo [4,3-c]pyrimidine, C14H9Cl2F3N4S
  24. Crystal structure of 3,5,6,7-tetramethoxy-3′,4′-methylenedioxy-flavone, C20H18O8
  25. Crystal structure of catena-poly[(5,5′-dimethyl-2,2′-bipyridine-κ 2 N,N′)-(μ 3-hydrogen-1,1′,1″-(1,3,5-triazine-2,4,6-triyl)tris(piperidine-4-carboxylato)- κ 5 O:O,O′:O″,O‴)-cadmium(II)], C33H40CdN8O6
  26. The crystal structure of 3,5-bis(propan-2-yl)-1H-pyrazol-4-amine, C9H17N3
  27. Crystal structure of [(1,4,7,10-tetraoxacyclododecane-κ 4 O,O′,O″, O‴)-tris(nitrato-κ 2 O,O′)gadolinium(III)], C8H16N3O13Gd
  28. The crystal structure of 2,2′-((pyridine-2,6-diylbis(methylene))bis(sulfanediyl))-bis(4,5-dihydro-1H-imidazol-3-ium) bromide, C13H19Br2N5S2
  29. Crystal structure of E-2-chloro-N′-(1-(5-chloro-2-hydroxyphenyl)propylidene)benzohydrazide, C16H14Cl2N2O2
  30. Crystal structure of 3-(adamantan-1-yl)-4-methyl-5-{[(4-nitrophenyl)methyl]sulfanyl}-4H-1,2,4-triazole, C20H24N4O2S
  31. The crystal structure of dimethanol-κ1O-(5,10,15,20-tetrakis(4-nitrophenyl)porphyrin-21,23-diido-κ4 O,O′,O″,O′″)manganese(III) trans-dicyanido-κ1C-bis(acetylacetonato-κ2 O,O′)ruthenium(III), C58H46N10O14RuMn
  32. The crystal structure of nitroxyl-κ N-{hydridotris(3-trifluoromethyl-5-methylpyrazolyl-1-yl-κN 3)borato}nickel(II), C15H13BF9N7NiO
  33. The crystal structure of [(2,2′-bipyridine-κ2 N,N)-bis(6-phenylpyridine-2-carboxylato- κ2 N,O)nickel(II)] monohydrate, C34H26N4O5Ni
  34. The crystal structure of 5-(2-fluoro-3-methoxyphenyl)-1-(2-fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione, C20H15F5N2O3
  35. The crystal structure of ethyl 2,3,5-trifluoro-4-(4-oxo-3,4-dihydropyridin-1(2H)-yl)benzoate, C14H12F3NO3
  36. [2,2′-{Ethane-1,2-diylbis[(azanylylidene)methanylylidene]}bis(3-bromo-2-hydroxyphenyl)]iron(III) nitrate, C20H12Br2CuN2O2
  37. The crystal structure of 1-(2-iodophenyl)-4-phenyl-1H-1,2,3-triazole, C14H10IN3
  38. Synthesis and crystal structure of 2-(2-oxo-2-(thiophen-2-yl)ethyl)-4H-chromen-4-one, C15H10O3S
  39. {6,6′-((1E,1′E)-((2,2-dimethylpropane-1,3-diyl)bis(azaneylylidene))bis(methaneylylidene))bis(2-bromo-4-chlorophenolate)-κ4N,N′,O,O′}copper(II), C19H16Br2Cl2CuN2O2
  40. The crystal structure of N′-[bis(2-hydroxyphenyl)methylidene]pyridine-4-carbohydrazide, C19H15N3O3
  41. Crystal structure of 2-chloro-6-formylphenolato-κ2O,O′-(6,6′-(((2,2-dimethylpropane-1,3-diyl)bis(azaneylylidene))bis(methaneylylidene))bis(2-chlorophenolato)κ4 N,N,O,O′)cobalt(III), C26H22Cl3CoN2O4
  42. The crystal structure of tetrakis(6-phenylpyridine-2-carboxylate-κ 2 N,O)-bis(μ2-6-phenylpyridine-2-carboxylate-κ 2 O:O′)-bis(μ2-6-phenylpyridine-2-carboxylate-κ 3N,O:O)tetralead(II) C48H32N4O8Pb2
  43. The crystal structure of 3,7-dihydroxy-9-methoxy-4a-methyl-4aH-benzo[c] chromene-2,6-dione —dichloromethane (1/1), C16H14Cl2O6
  44. The crystal structure of (Z)-6-(((5-chloro-2-hydroxyphenyl)amino)methylene)- 4-nitrocyclohexa, C13H9ClN2O4
  45. Crystal structure of dichlorido-tetra((E)-(RS)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol-κ1 N)zinc(II), C60H68O4N12Cl10Zn
  46. The crystal structure of 4-(2-bromoethoxy)-2-hydroxybenzaldehyde, C9H9BrO3
  47. The crystal structure of 5-azido-1-methyl-4-nitroimidazole, C4H4O2N6
  48. Crystal structure of dibromido-tetra((E)-(RS)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol-κ 1 N)zinc(II), C60H68O4N12Br2Cl8Zn
  49. Crystal structure of tetrasodium-bis(μ 2-oxido)-hexafluoro-didioxo-molybdenum(V), Na2(Mo2O4F6)
  50. Crystal structure of (E)-N′-(2-chloro-6-hydroxybenzylidene)-4- hydroxybenzohydrazide-water (1/1), C14H13Cl1N2O4
  51. Crystal structure of (E)-N-(4-morpholinophenyl)-1-(quinolin-2-yl)methanimine, C20H19N3O
  52. The crystal structure of catena-poly[(1,10-phenanthroline-κ2 N,N′)-(μ3-2-hydroxybenzene-1,3-dicarboxylato-κ5 O,O′:O″,O‴:O‴)cadmium(II)], C20H12CdN2O5
  53. The crystal structure of 2,6-di-tert-butyl-4-(4-(methylthio)benzylidene)cyclohexa-2,5-dien-1-one, C22H28OS
  54. La3.65Mg30Sb1.07 as a disordered derivative of Th2Ni17-type structure
  55. Crystal structure of (E)-N-(4-morpholinophenyl)-1-(quinoxalin-2-yl)methanimine, C19H18N4O
  56. The crystal structure of 2,2′-(1,2-phenylenebis(methylene))bis(1,3-dimethylisothiouronium) bromide, C14H24Br2N4S2
  57. Crystal structure of tetraaqua-bis[4-(1H-1,2,4-triazol-1-yl)benzoato-κ1 N]zinc(II), C18H20ZnN6O8
  58. Crystal structure of bis(tricarbonyl)-{(S)-(tert-butoxycarbonyl)(1-methoxy-1-oxo-3-sulfido-k2 S:S′-propan-2-yl)amido-k2N:N′}diiron(I) (Fe—Fe), C15H15Fe2NO10S
  59. Crystal structure of (E)-3-((4-chlorophenyl)thio)-4-hydroxypent-3-en-2-one, C11H11ClO2S
  60. The crystal structure of (E)-3′,6′-bis(diethylamino)-2-((5-(diethylamino)-2-hydroxybenzylidene)amino)spiro[isoindoline-1,9′-xanthen]-3-one, C39H45N5O3
  61. The crystal structure of 2-(4-methoxynaphthalen-1-yl)-4H-chromen-4-one, C20H14O3
  62. The crystal structure of trans-dichlorido-(ethylenediamine-κ 2 N,N′)-bis(triphenylphosphine-κ 1 P)ruthenium(II), C38H38Cl2N2P2Ru
  63. The double polymeric chain of catena-poly[(μ2-6-bromopyridine-3-carboxylato-κ2 O,O′) (6-bromopyridine-3-carboxylato-κ2 O,O′) (μ2-1,2-bis(4-pyridyl)ethylene-κ2 N:N′)cobalt(II)], C24H16CoBr2N4O4
  64. The crystal structure of tert-butyl 2-(4-(12-bromo [2.2]paracyclophanyl)carbamoyl)pyrrolidine-1-carboxylate, C26H31BrN2O3
  65. The crystal structure of (Z)-2-(2,3-dimethoxybenzylidene)naphtho[1,2-b]furan-3(2H)-one, C21H16O4
  66. Crystal structure of 2-hydroxy-1-tosylindolin-3-yl- 2-naphthoate, C26H21N1S1O5
  67. The crystal structure of 1-methyl-N-(1-methyl-1H-imidazole-2-carbonyl)-1H-imidazole-2-carboxamide, C10H11N5O2
  68. The crystal structure of (E)-2-((5-bromo-2-hydroxybenzylidene)amino)-3′,6′-bis(ethylamino)-2′, 7′-dimethylspiro[isoindoline-1,9′-xanthen]-3-one, C33H31BrN4O3
  69. The crystal structure of dimethanol-5,15-diphenylporphyrin-21,23-diido-κ4 N,Nʹ,Nʺ,Nʹʺ-manganese(III) trans-dicyanido-bis(acetylacetonato-κ2O,Oʹ)ruthenium(III), C46H42N6O6RuMn
  70. Crystal structure of 1,4,8,11-tetraazacyclotetradecane-1,8-diium bis(3,5-dicarboxybenzoate), C28H36N4O12
  71. Bifurcated halogen bonds in the crystal structure of 2,2′-bi(1,8-naphthyridine)—1,4-diiodotetrafluorobenzene (1/1), C22H10F4I2N4
Sign up now to receive a 20% welcome discount
Institutional Access
How does access work?
Have an idea on how to improve our website?
Please write us.
© 2025 De Gruyter Brill
Downloaded on 20.9.2025 from https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2022-0304/html
Scroll to top button