Startseite The crystal structure of 1-(3-carboxypropyl)-1H-imidazole-3-oxide, C7H10N2O3
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The crystal structure of 1-(3-carboxypropyl)-1H-imidazole-3-oxide, C7H10N2O3

  • Song Le ORCID logo EMAIL logo , He Dan , Hu Wanghua und Chen LiZhen ORCID logo
Veröffentlicht/Copyright: 11. April 2024

Abstract

C7H10N2O3, monoclinic, Cc (no. 9), a = 8.8611(4) Å, b = 13.8991(7) Å, c = 7.7194(5) Å, β = 124.527(1)°, V = 783.27(7) Å3, Z = 4, R gt (F) = 0.0493, wR ref (F 2) = 0.1257, T = 170 K.

CCDC no.: 2343328

The molecular structure is shown in the figure (hydrogen atoms are omitted for clarity). 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: Colourless block
Size: 0.13 × 0.07 × 0.04 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.11 mm−1
Diffractometer, scan mode: Bruker D8 VENTURE, φ and ω
θ max, completeness: 26.4°, 99 %
N(hkl)measured, N(hkl)unique, R int: 2664, 1316, 0.058
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 1235
N(param)refined: 114
Programs: Olex2 [1], SHELX [2, 3], Bruker [4]
Table 2:

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

Atom x y z U iso*/U eq
O1 0.9469 (3) 0.6337 (2) 0.7812 (4) 0.0338 (7)
O2 0.1219 (4) 0.62114 (17) 0.6234 (4) 0.0339 (7)
N1 0.7800 (4) 0.5947 (2) 0.6450 (4) 0.0239 (6)
N2 0.4960 (3) 0.5796 (2) 0.3886 (4) 0.0218 (6)
O3 0.0543 (6) 0.7741 (2) 0.5381 (6) 0.0643 (11)
C2 0.7301 (5) 0.5017 (3) 0.6492 (6) 0.0311 (8)
H2A 0.806522 0.453029 0.746315 0.037*
C1 0.6374 (5) 0.6412 (2) 0.4857 (5) 0.0237 (7)
H1 0.635804 0.706355 0.447420 0.028*
C3 0.5515 (5) 0.4923 (3) 0.4891 (6) 0.0279 (8)
H3 0.478486 0.436109 0.453218 0.033*
C7 0.1333 (5) 0.7015 (2) 0.5454 (5) 0.0271 (8)
C6 0.2514 (5) 0.6957 (3) 0.4628 (5) 0.0300 (8)
H6A 0.378841 0.680930 0.580463 0.036*
H6B 0.251528 0.758970 0.404084 0.036*
C4 0.3087 (4) 0.6063 (2) 0.2164 (5) 0.0252 (7)
H4A 0.257573 0.555836 0.106612 0.030*
H4B 0.312133 0.667260 0.152359 0.030*
C5 0.1845 (5) 0.6186 (2) 0.2923 (5) 0.0260 (7)
H5A 0.175625 0.556382 0.348249 0.031*
H5B 0.060129 0.635977 0.170940 0.031*
H2 0.062 (6) 0.625 (4) 0.685 (7) 0.049 (15)*

1 Source of material

Add formaldehyde, glyoxal, butyric acid, and hydroxylamine to the reactor. The temperature of the reactor is 298 K. Turn on the mixer at a speed of 600 rpm. The raw materials undergo condensation reaction in the reactor. After the reaction, a white solid is obtained. Dissolve the white solid in deionized water and pour it into an evaporating dish. Place the dish at room temperature to evaporate deionized water to obtain colorless block crystals.

2 Experimental details

Hydrogen atoms were placed in their geometrically idealized positions and constrained to ride on their parent atoms.

3 Comment

Imidazole compounds have always been a hot research topic in the field of organic chemistry [5], [6], [7], [8]. The title compound is obtained by condensation reaction of formaldehyde, glyoxal, butyric acid, and hydroxylamine. The title compound is an imidazole oxide and has high research value as an organic intermediate [9], [10].

The asymmetric unit of the title compound is 1-(3-carboxypropyl)-1H-imidazole-3-oxide molecule. The bond length and angle are within the expected range [11]. Almost all non hydrogen atoms in a molecule are in three planes. The seven atoms of O1, N1, C1, C2, N2, C3, and C4 are in the first plane. The four atoms C4, C5, C6, and C7 are in the second plane. The four atoms C6, C7, O2, and O3 are in the third plane. N1, C1, N2, C3, and C2 form imidazole structures similar to those reported in references.


Corresponding author: Song Le, School of Energy and Power Engineering, North University of China, Taiyuan 030051, Shanxi Province, P.R. China, E-mail:

Funding source: Natural Science Foundation for Young Scientists of Shanxi Province – China

Award Identifier / Grant number: 202303021212178

Funding source: Center of Testing and Analysis, Shanghai Institute

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

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

  3. Research funding: This work was supported by the Natural Science Foundation for Young Scientists of Shanxi Province – China (grant number 202303021212178) and the Center of Testing and Analysis, Shanghai Institute.

References

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Received: 2024-03-01
Accepted: 2024-03-27
Published Online: 2024-04-11
Published in Print: 2024-06-25

© 2024 the author(s), published by De Gruyter, Berlin/Boston

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

Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of tris((Z)-2-hydroxy-N-((E)-pyridin-2-ylmethylene)benzohydrazonato-k2O,N)europium(III), C39H30N9O6Eu
  4. Crystal structure of (E)-3-(benzylideneamino)-2-phenylthiazolidin-4-one, C16H14N2OS
  5. The crystal structure of (E)-4-fluoro-N′-(1-(o-tolyl)ethylidene)benzohydrazide, C16H15FN2O
  6. Crystal structure of (6-chloropyridin-3-yl)methyl 2-(6-methoxynaphthalen-2-yl)propanoate, C20H18ClNO3
  7. Crystal structure of methyl 3-methoxy-4-(2-methoxy-2-oxoethoxy)benzoate, C12H14O6
  8. The crystal structure of bis[(4-methoxyphenyl)(picolinoyl)amido-κ2 N:N′]copper(II), C26H22CuN4O4
  9. The crystal structure of poly[di(μ2-aqua)-diaqua-bis(3-aminopyridine-4-carboxylate-κ2 O: O′)-tetra(μ2-3-aminopyridine-4-carboxylate-κ2 O: O′)-dineodymium(III), [Nd2(C6H5N2O2)6(H2O)4] n
  10. The crystal structure of t-butyl 7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoate, C28H34FNO4
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  16. Crystal structure of naphthalen-1-ylmethyl 2-(6-methoxynaphthalen-2-yl)propanoate, C25H22O3
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  20. Crystal structure of (2-chloropyridin-3-yl)methyl-2-(6-methoxynaphthalen-2-yl)propanoate, C20H18ClNO3
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