Startseite The crystal structure of tetrakis(1-isopropylimidazole-κ1 N)-[μ2- imidazole-4,5-dicarboxylato-κ4 O,N,O′,N′)]- trioxido-divanadium, C29H41N10O7V2
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The crystal structure of tetrakis(1-isopropylimidazole-κ1 N)-[μ2- imidazole-4,5-dicarboxylato-κ4 O,N,O′,N′)]- trioxido-divanadium, C29H41N10O7V2

  • Xiang-Yu Ren , Xiao-Jie Wang ORCID logo EMAIL logo , Yu-Cai Qin und Yue Tong
Veröffentlicht/Copyright: 7. Juni 2023

Abstract

C29H41N10O7V2, triclinic, P 1 (no. 2), a = 11.3461(5) Å, b = 12.7013(5) Å, c = 14.0649(5) Å, α =  111.609 ( 1 ) , β =  108.702 ( 1 ) , γ =  93.957 ( 2 ) , V = 1744.20(12) Å3, Z = 2, R gt (F) = 0.0439, wR ref (F 2) = 0.1160, T = 173 K.

CCDC no.: 2265347

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: Violet block
Size: 0.24 × 0.22 × 0.20 mm
Wavelength: Mo radiation (0.71073 Å)
μ: 0.59 mm−1
Diffractometer, scan mode: Bruker APEX II, 0.5° φ and 0.5° ω
θ max, completeness: 25.4°, >99 %
N(hkl)measured , N(hkl)unique, R int: 14,702, 6362, 0.044
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 4640
N(param)refined: 450
Programs: Bruker [1], Olex2 [2], SHELX [3, 4]
Table 2:

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

Atom X y z U iso*/U eq
C1 0.7548 (3) 0.3542 (3) 0.6009 (2) 0.0206 (6)
C2 0.7056 (4) 0.2111 (3) 0.1498 (3) 0.0376 (9)
H2 0.623296 0.164282 0.123592 0.045*
C3 0.2442 (5) 0.0672 (4) 0.3355 (4) 0.0698 (15)
H3A 0.314814 0.028219 0.352059 0.105*
H3B 0.163725 0.015076 0.314748 0.105*
H3C 0.256206 0.137633 0.400749 0.105*
C4 0.7972 (3) 0.4440 (3) 0.5671 (2) 0.0232 (7)
C5 0.9620 (4) 0.3085 (5) 0.0182 (3) 0.0595 (13)
H5A 0.975045 0.231163 0.011964 0.089*
H5B 1.030253 0.347181 0.006307 0.089*
H5C 0.879650 0.301588 −0.037309 0.089*
C6 0.6904 (3) 0.1741 (3) 0.5674 (2) 0.0243 (7)
H6 0.669167 0.091791 0.532622 0.029*
C7 0.1370 (5) 0.1584 (5) 0.2078 (6) 0.099 (2)
H7A 0.142618 0.227146 0.272265 0.149*
H7B 0.054600 0.105392 0.179091 0.149*
H7C 0.144964 0.181740 0.150716 0.149*
C8 0.6993 (3) 0.4354 (3) 0.7831 (2) 0.0222 (7)
C9 0.2409 (4) 0.0992 (4) 0.2403 (4) 0.0561 (12)
H9 0.229217 0.026107 0.174888 0.067*
C10 0.7161 (3) 0.3519 (3) 0.6839 (2) 0.0217 (7)
C11 1.3322 (4) 0.4436 (4) 0.7445 (3) 0.0519 (9)
H11Aa 1.267306 0.478376 0.769794 0.078*
H11Ba 1.412582 0.501139 0.780879 0.078*
H11Ca 1.344699 0.376879 0.762876 0.078*
H11Db 1.296258 0.506204 0.729021 0.078*
H11Eb 1.423664 0.471654 0.788270 0.078*
H11Fb 1.290075 0.418597 0.785816 0.078*
C12 0.4982 (3) 0.3506 (3) 0.9546 (3) 0.0313 (8)
H12 0.566678 0.415881 0.988131 0.038*
C13 0.0964 (5) 0.1625 (5) 0.8213 (4) 0.0910 (19)
H13A 0.091956 0.235347 0.812433 0.136*
H13B 0.017642 0.134443 0.827396 0.136*
H13C 0.106760 0.104626 0.757115 0.136*
C14 0.8941 (3) 0.3139 (3) 0.2576 (3) 0.0283 (7)
H14 0.970351 0.352787 0.320399 0.034*
C15 0.9635 (3) 0.3789 (4) 0.1317 (3) 0.0378 (9)
H15 1.051115 0.391520 0.186164 0.045*
C16 0.3757 (4) 0.1830 (3) 0.8431 (3) 0.0339 (8)
H16 0.340369 0.108347 0.784187 0.041*
C17 0.5213 (4) 0.3113 (3) 0.3113 (4) 0.0436 (10)
H17 0.567365 0.383253 0.323314 0.052*
C18 0.4029 (4) 0.3395 (3) 0.9906 (3) 0.0336 (8)
H18 0.391533 0.394425 1.052662 0.040*
C19 0.2083 (4) 0.1828 (4) 0.9242 (4) 0.0597 (13)
H19 0.194385 0.240223 0.988663 0.072*
C20 0.4778 (3) 0.1381 (3) 0.2944 (3) 0.0330 (8)
H20 0.485330 0.063270 0.292212 0.040*
C21 1.1483 (4) 0.1994 (4) 0.5575 (3) 0.0506 (10)
H21 1.208903 0.160533 0.586879 0.061*
C22 1.0612 (3) 0.3315 (3) 0.5173 (3) 0.0342 (8)
H22 1.050573 0.403869 0.514174 0.041*
C23′a 1.2903 (5) 0.4055 (5) 0.6246 (4) 0.0424 (10)
H23′a 1.266365 0.472821 0.607798 0.051*
C23b 1.3127 (16) 0.3484 (16) 0.6433 (13) 0.0462 (14)
H23b 1.337680 0.282073 0.661563 0.055*
C24 0.7540 (3) 0.2480 (3) 0.0891 (3) 0.0384 (9)
H24 0.713359 0.231266 0.013093 0.046*
C25 0.9343 (4) 0.4972 (4) 0.1431 (5) 0.0636 (13)
H25A 0.850344 0.487140 0.087957 0.095*
H25B 0.999186 0.540700 0.131510 0.095*
H25C 0.934447 0.540026 0.217064 0.095*
C26 1.0221 (3) 0.1537 (3) 0.4950 (3) 0.0375 (9)
H26 0.979243 0.076729 0.472868 0.045*
C27 0.2228 (6) 0.0735 (5) 0.9424 (5) 0.0873 (17)
H27A 0.227781 0.013221 0.876814 0.131*
H27B 0.149246 0.046921 0.956157 0.131*
H27C 0.300825 0.089595 1.006198 0.131*
C28 0.3946 (4) 0.2848 (3) 0.2838 (3) 0.0399 (9)
H28 0.336274 0.333743 0.274466 0.048*
C29 1.3835 (4) 0.3636 (3) 0.5730 (3) 0.0410 (9)
H29Aa 1.401824 0.292343 0.580800 0.061*
H29Ba 1.462332 0.423039 0.609524 0.061*
H29Ca 1.347631 0.347960 0.494562 0.061*
H29Db 1.396150 0.288263 0.528911 0.061*
H29Eb 1.466368 0.416342 0.620587 0.061*
H29Fb 1.333670 0.396200 0.523814 0.061*
N1 0.6754 (2) 0.2376 (2) 0.6613 (2) 0.0221 (6)
N2 0.3669 (3) 0.1733 (3) 0.2719 (3) 0.0353 (7)
N3 0.8734 (3) 0.3146 (3) 0.1579 (2) 0.0295 (6)
N4 0.7388 (2) 0.2410 (2) 0.5290 (2) 0.0223 (6)
N5 0.4804 (3) 0.2522 (2) 0.8616 (2) 0.0259 (6)
N6 0.9678 (3) 0.2378 (2) 0.4698 (2) 0.0264 (6)
N7 0.3259 (3) 0.2328 (2) 0.9192 (2) 0.0361 (7)
N8 0.5746 (3) 0.2199 (2) 0.3198 (2) 0.0257 (6)
N9 1.1709 (3) 0.3109 (3) 0.5697 (2) 0.0468 (8)
N10 0.7945 (3) 0.2519 (2) 0.2566 (2) 0.0258 (6)
O1 0.7477 (2) 0.07811 (19) 0.33465 (18) 0.0275 (5)
O2 0.4648 (2) 0.1137 (2) 0.65611 (18) 0.0316 (5)
O3 0.6778 (2) 0.1432 (2) 0.81932 (18) 0.0338 (6)
O4 0.6395 (2) 0.38232 (18) 0.82409 (17) 0.0272 (5)
O5 0.7351 (2) 0.54055 (19) 0.82147 (19) 0.0308 (5)
O6 0.8089 (2) 0.39932 (18) 0.47211 (17) 0.0256 (5)
O7 0.8186 (2) 0.54862 (18) 0.62428 (17) 0.0281 (5)
V1 0.76932 (5) 0.21679 (4) 0.38505 (4) 0.02066 (14)
V2 0.58527 (5) 0.20922 (4) 0.75923 (4) 0.02226 (14)
  1. aOccupancy, 0.75; bOccupancy, 0.25.

1 Source of materials

The title compound is prepared under solvothermal method by the self-assembled reaction in a mixture of ammonium metavanadate (0.34 g, 2 mmol), vanadyl acetoacetonate (0.265 g, 1 mmol), imidazole-4,5-dicarboxylic acid (0.16 g, 1 mmol), 1-isopropylimidazole (5 mL). The mixtures are stirred for 1 h in the air and then transferred to a 25 mL Teflon-lined stainless steel autoclave and was heated under autogenous pressure at 393 K for 3 days. After the reactant are slowly cooled to room temperature, violet block crystals were collected. The yield is 60 % base on V.

2 Experimental details

The structure was solved by direct methods with the Shelxs-2018 program. All H-atoms from C atoms were positioned with idealized geometry and refined isotropic (U iso(H) = 1.2 U eq(C)) and (U iso(H) = 1.5 U eq(C)) using a riding model with C–H = 0.95 Å(imidazole) and C–H = 0.98 Å(methylene), respectively. The C11, C23, C29 of isopropyl groups are processed with part instruction. The occupancy rate is set manually after setting the free occupancy rate. To put some disordered atoms in its place, some simu orders are used in refined process.

3 Comment

The structural chemistry of vanadyl-imidazole complexes is very interesting [5], [6], [7], [8], [9], [10]. However, the crystal structures of vanadyl-imidazole complexes modified by imidazole-carboxylates are very limited [11, 12]. To the best of our knowledge, only two examples of vanadyl-imidazole complexes co-modified by another dicarboxylic acid are reported so far [11, 12], and there is no record of imidazole-4,5-dicarboxylate vanadium complexes with the 1-isopropylimidazole ligand. This work is part of our continuing interest in design, synthesis and characterization of new vanadyl-imidazole complexes with new crystal structure.

The crystal structure of a vanadyl-imidazole complex (C25H33N10O7V2) similar to the title structure is co-modified by imidazole-4,5-dicarboxylic acid and 1-ethylimidazole have been determined previously by us [12].

The molecular structure contains two independent vanadium atoms, which have totally different coordination geometries. The V1 bearing one V=O possesses a distort octahedron coordinated by O6, N4 of imidazole-4,5-dicarboxylate and three N from different 1-isopropylimidazole ligand. Notably, the V–N bond distance from 1-isopropylimidazole ligand are longer than that of imidazole-4,5-dicarboxylate, which may be attributed to the chelating properties of imidazole-4,5-dicarboxylic acid. The V2 bearing two V=O was coordinated with N1 and O4 of imidazole-4,5-dicarboxylic acid and N5 of 1-isopropylimidazole ligand. The V=O, V–N and V–O distances are 1.611–1.627 Å, 2.071–2.097 Å and 2.005 Å, respectively, which implies the V1 formed distorted square pyramidal geometry. The V1 and V2 are tetradentate-bridged by imidazole-4,5-dicarboxylate. It is worth noting that all the V–N distances in title compound are slightly longer than that of in (C25H33N10O7V2), but all the V–O distances are comparable with it [12].


Corresponding author: XiaoJie Wang, School of Petrochemical Engineering, Liaoning Petrochemical University, Fushun, Liaoning Province, 113001, 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: We gratefully acknowledge support by the Liaoning Revitalization Talents Program (XLYC2007130), and Talent Scientific Research Fund of Liaoning Petrochemical University (2016XJJL-019).

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

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Received: 2023-05-07
Accepted: 2023-05-25
Published Online: 2023-06-07
Published in Print: 2023-08-28

© 2023 the author(s), published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution 4.0 International License.

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  48. Crystal structure of (E)-2,4-di-tert-butyl-6-(((2-fluorophenyl)imino) methyl)phenol, C21H26FNO
  49. Synthesis and crystal structure of 3-methyl-2-(methylthio)-4H-chromen-4-one, C12H12O2S
  50. Crystal structure of dithieno[2,3-d:2′,3′-d′]benzo[1,2-b:4,5-b′]dithiophene-5,10-dione, C14H4O2S4
  51. The crystal structure of dimethyl 2,2ʹ-((adamantane-1,3-diylbis(4,1-phenylene)) bis(oxy))diacetate, C28H32O6
  52. The crystal structure of N-(6-chloro-2-methyl-2H-indazol-5-yl)acetamide, C10H10ClN3O
  53. Crystal structure of triaqua-(5-bromoisophthalato-κ1 O)-(2,2′-bipyridine-κ2 N:N′)nickel(II) hydrate, C18H19BrN2NiO8
  54. The crystal structure of 2-amino-4-carboxypyridin-1-ium perchlorate, C6H7ClN2O6
  55. The crystal structure of catena-poly[5-aminonicotinic acid-k1 N-m2-bromido-copper(I)], Cu(C6N2H6O2)Br
  56. The crystal structure of 2,2-bis(3-methoxyphenyl)-1-tosyl-1,2-dihydro- 4,3λ4  -[1,3,2]diazaborolo[4,5,1-ij]quinoline - dichloromethane (1/1)
  57. The crystal structure of catena-poly[bis(6-phenylpyridine-2-carboxylato-κ2 N,O)-(μ2-4,4′-bipyridne-κ2 N:N)cadmium(II)], C34H24N4O4Cd
  58. The crystal structure of 5,7-dinitropyrazolo[5,1-b]quinazolin-9(4H)-one, C10H5N5O5
  59. Crystal structure of rac-1,8-bis(2-carbamoylethyl)-5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane, C22H46N6O2
  60. The crystal structure of (E)-N -(2-bromobenzylidene)-2-naphthohydrazide, C36H26Br2N4O2
  61. The crystal structure of 5-nitronaphthoquinone, C10H5NO4
  62. The crystal structure of (S, R p )-4–benzhydrylideneamino-12-(4-tert-butyl oxazolin-2-yl)[2.2]paracyclophane, C36H36N2O
  63. Synthesis and crystal structure of 2-(2-oxo-2-(o-tolyl)ethyl)-4H-chromen-4-one, C18H14O3
  64. Crystal structure of 2-(thiazol-2-yl)hexahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione, C11H10N2O3S
  65. Crystal structure of N-(diaminomethylene)-1-(dimethylamino)-1-iminiomethanaminium dichloride, C4H13Cl2N5
  66. Crystal structure of poly[(μ3-3, 5-dichloro-2-hydroxy-benzoato-κ4 Cl,O:O′:O″) silver(I)], C7H3AgCl2O3
  67. The crystal structure of tetrakis(1-isopropylimidazole-κ1 N)-[μ2- imidazole-4,5-dicarboxylato-κ4 O,N,O′,N′)]- trioxido-divanadium, C29H41N10O7V2
  68. Crystal structure of catena-[(μ3-bromido)-(1H-1,2,4-triazol-1-yl)benzoato-κ1 N)copper(I)], C9H7BrCuN3O2
  69. The crystal structure of (E)-4-fluoro-N′-(1-(2-hydroxyphenyl)propylidene)benzohydrazide, C16H15FN2O2
Heruntergeladen am 7.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2023-0223/html
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