Startseite Tetrabutylammonium 1,3,5-thiadiazole-5-amido-2-carbamate—1,2,4-thiadiazole-3,5-diamine— water (1/1/1), C21H45N9O3S2
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Tetrabutylammonium 1,3,5-thiadiazole-5-amido-2-carbamate—1,2,4-thiadiazole-3,5-diamine— water (1/1/1), C21H45N9O3S2

  • Huawei Tang , Qianqian Han und Lijuan Liu ORCID logo EMAIL logo
Veröffentlicht/Copyright: 6. März 2023
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Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 238 Heft 3

Abstract

C21H45N9O3S2, orthorhombic, Pbca (no. 61), a = 9.5299(6) Å, b = 16.5181(9) Å, c = 36.886(2) Å, β = 90°, V = 5806.4(6) Å3, Z = 8, R gt(F) = 0.0568, wR ref(F 2) = 0.1420, T = 296(2) K.

CCDC no.: 2238113

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: Colorless block
Size: 0.30 × 0.28 × 0.28 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.22 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω
θ max, completeness: 25.0°, >99%
N(hkl)measured, N(hkl)unique, R int: 27,778, 5110, 0.032
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 4338
N(param)refined: 322
Programs: Bruker [1], SHELX [2, 3]
Table 2:

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

Atom X y z U iso*/U eq
C1 0.5290 (2) 0.04175 (15) 0.05309 (6) 0.0378 (5)
N1 0.7546 (2) 0.07756 (15) 0.08019 (6) 0.0521 (6)
O1 0.30458 (18) 0.05046 (12) 0.09974 (5) 0.0519 (5)
S1 0.58747 (7) 0.07287 (5) 0.09501 (2) 0.0488 (2)
O1W 0.3454 (2) 0.03028 (18) 0.17907 (6) 0.0728 (7)
H1WA 0.356 (4) 0.038 (3) 0.1562 (4) 0.109*
H1WB 0.2571 (14) 0.029 (3) 0.1837 (9) 0.109*
C2 0.7558 (3) 0.05466 (16) 0.04604 (7) 0.0446 (6)
N2 0.6314 (2) 0.03440 (14) 0.02957 (5) 0.0438 (5)
O2 0.16293 (17) 0.01508 (13) 0.05376 (5) 0.0552 (5)
S2 0.79275 (7) 0.07199 (6) 0.17583 (2) 0.0622 (2)
C3 0.2784 (2) 0.03095 (16) 0.06774 (7) 0.0411 (6)
N3 0.8734 (2) 0.05215 (16) 0.02551 (7) 0.0608 (7)
H3A 0.9528 0.0660 0.0347 0.073*
H3B 0.8687 0.0367 0.0033 0.073*
C4 0.9662 (2) 0.06170 (16) 0.16266 (7) 0.0418 (6)
N4 0.39442 (19) 0.02597 (14) 0.04410 (5) 0.0453 (5)
H4A 0.3780 0.0117 0.0221 0.054*
C5 0.9645 (3) 0.0350 (2) 0.22064 (7) 0.0546 (7)
N5 0.8299 (2) 0.04829 (18) 0.21880 (6) 0.0645 (7)
C6 0.3189 (3) 0.23839 (18) 0.15525 (8) 0.0600 (8)
H6A 0.2415 0.2036 0.1623 0.072*
H6B 0.3898 0.2042 0.1442 0.072*
N6 1.0471 (2) 0.04201 (15) 0.19002 (6) 0.0489 (5)
C7 0.3806 (4) 0.2754 (2) 0.18931 (10) 0.0749 (9)
H7A 0.4498 0.3158 0.1827 0.090*
H7B 0.3069 0.3022 0.2029 0.090*
N7 1.0269 (3) 0.0121 (2) 0.25208 (7) 0.0784 (9)
H7C 0.9774 0.0060 0.2714 0.094*
H7D 1.1159 0.0036 0.2527 0.094*
C8 0.4480 (5) 0.2126 (3) 0.21264 (11) 0.1010 (14)
H8A 0.3769 0.1736 0.2197 0.121*
H8B 0.5173 0.1841 0.1982 0.121*
N8 1.0093 (2) 0.07486 (14) 0.12864 (6) 0.0506 (6)
H8C 1.0968 0.0706 0.1233 0.061*
H8D 0.9495 0.0876 0.1121 0.061*
C9 0.5176 (5) 0.2432 (4) 0.24612 (12) 0.1217 (17)
H9A 0.5575 0.1986 0.2592 0.183*
H9B 0.5905 0.2806 0.2396 0.183*
H9C 0.4497 0.2701 0.2611 0.183*
N9 0.2659 (2) 0.29728 (13) 0.12659 (7) 0.0537 (6)
C10 0.2126 (3) 0.24676 (17) 0.09520 (8) 0.0575 (7)
H10A 0.2886 0.2121 0.0871 0.069*
H10B 0.1386 0.2118 0.1042 0.069*
C11 0.1567 (4) 0.2923 (2) 0.06262 (9) 0.0664 (8)
H11A 0.0902 0.3331 0.0705 0.080*
H11B 0.2332 0.3193 0.0502 0.080*
C12 0.0856 (4) 0.2340 (2) 0.03709 (10) 0.0854 (11)
H12A 0.0106 0.2067 0.0500 0.102*
H12B 0.1530 0.1932 0.0297 0.102*
C13 0.0256 (5) 0.2737 (3) 0.00366 (11) 0.1118 (16)
H13A −0.0179 0.2334 −0.0113 0.168*
H13B −0.0430 0.3132 0.0107 0.168*
H13C 0.0995 0.2998 −0.0096 0.168*
C14 0.3833 (3) 0.35338 (17) 0.11423 (9) 0.0604 (8)
H14A 0.3455 0.3903 0.0963 0.072*
H14B 0.4130 0.3856 0.1348 0.072*
C15 0.5110 (3) 0.31264 (19) 0.09831 (10) 0.0681 (9)
H15A 0.5528 0.2771 0.1162 0.082*
H15B 0.4835 0.2800 0.0776 0.082*
C16 0.6166 (4) 0.3748 (2) 0.08664 (13) 0.0893 (12)
H16A 0.6427 0.4073 0.1075 0.107*
H16B 0.5734 0.4104 0.0690 0.107*
C17 0.7477 (4) 0.3384 (3) 0.07029 (14) 0.1085 (15)
H17A 0.8109 0.3809 0.0634 0.163*
H17B 0.7924 0.3040 0.0878 0.163*
H17C 0.7230 0.3071 0.0493 0.163*
C18 0.1509 (3) 0.35124 (18) 0.14186 (9) 0.0630 (8)
H18A 0.1889 0.3806 0.1624 0.076*
H18B 0.1260 0.3908 0.1235 0.076*
C19 0.0182 (3) 0.3087 (2) 0.15396 (10) 0.0725 (9)
H19A −0.0219 0.2791 0.1338 0.087*
H19B 0.0401 0.2704 0.1730 0.087*
C20 −0.0861 (4) 0.3700 (3) 0.16769 (13) 0.0932 (12)
H20A −0.0446 0.3991 0.1878 0.112*
H20B −0.1049 0.4089 0.1486 0.112*
C21 −0.2231 (4) 0.3337 (3) 0.17992 (14) 0.1152 (16)
H21A −0.2843 0.3759 0.1883 0.173*
H21B −0.2664 0.3059 0.1600 0.173*
H21C −0.2060 0.2961 0.1993 0.173*

Source of materials

Amidinothiourea and tetrabutylammonium hydroxide (10% aqueous solution) were mixed in a molar ratio of 1:2. The mixture was dissolved in a minimum amount of ethanol/water, then the mixture was vigorously stirred for about 1.5 h. Subsequently the clean solution was set aside to allow it slow evaporation at room temperature. Colorless block crystals were obtained about 15 days later. It can be concluded that one part of amidinothiourea molecules form 1,2,4-thiadiazole-3,5-diamine molecules under basic conditions, and another part of amidinothiourea molecules should absorb CO2 of the atmosphere to convert to the corresponding 1,3,5-thiadiazole-5-amido-2-carbamate anions under basic conditions.

Comment

Amidinothiourea, which is a derivative of thiourea, is a key pharmaceutical intermediate of famotidine [4]. Observing the structure of amidinothiourea, it can be regarded as a plane molecule composed of two triangular parts, which can generate more than nine hydrogen bonds. As the related literatures [5], [6], [7] indicated, amidinothiourea is unstable and it can form heterocycle under specific conditions, such as 1,3,5-thiadiazole-5-amido-2-carbamate or 1,2,4-thiadiazole-3,5-diamine. In 2012, two compounds of 1,3,5-thiadiazole-5-amido-2-carbamate were reported with the existence of tetrapropylammonium and tetrabutylammonium [5]. In 2022, one dihydrate of tetraethylammonium 1,3,5-thiadiazole-5-amido-2-carbamate was reported [6]. As to 1,2,4-thiadiazole-3,5-diamine, it can be concluded that it is also a derivative of amidinothiourea under basic conditions, just like 1,3,5-thiadiazole-5-amido-2-carbamate. Compared with 1,3,5-thiadiazole-5-amido-2-carbamate, 1,2,4-thiadiazole-3,5-diamine doesn’t absorb extra CO2 to further yield the additional carboxyl group to link with the heterocycle derived from amidinothiourea during the actual experimental process. It is noticeable that 1,2,4-thiadiazole-3,5-diamine is normally synthesized by amidinothiourea with the existence of H2O2 [7]. But in this manuscript, with the absence of H2O2, 1,2,4-thiadiazole-3,5-diamine can also be obtained under basic conditions.

In the asymmetric unit of the crystal structure, there exist one tetrabutylammonium, one 1,3,5-thiadiazole-5-amido-2-carbamate, 1,2,4-thiadiazole-3,5-diamine and one water molecule. As the calculation implies, the carbamate anion and neutral diamine have qualified planarity with the mean deviation values from the least-square planes of 0.0050 Å and 0.0027 Å. In the carbamate, the bond lengths of the deprotonated carboxyl group tend to be average with the values of 1.249(3) Å and 1.244(3) Å. Analyzing the hydrogen bonds, it can be seen that one pair of 1,3,5-thiadiazole-5-amido-2-carbamate firstly connect with each other to form a hydrogen-bonded dimer by two N–H⋯N hydrogen bonds and two N–H⋯O hydrogen bond, then the adjacent dimers are further linked with N–H⋯O contacts to generate the extended ribbons along the a axis. Additionally, two neighboring 1,2,4-thiadiazole-3,5-diamine molecules are connected with N–H⋯N hydrogen bonding to yield a ziazag hydrogen-bonded chain along the a axis. Consecutively, the hydrogen-bonded chains interact with the anionic hydrogen-bonded ribbons mentioned above by the water molecules to finally construct the 2-dimensional layer. As to tetrabutylammonium cations, they are regularly contained between the layers to form the ultimate sandwich-like crystal structure. From this, it can be seen that 1,3,5-thiadiazole-5-amido-2-carbamate and 1,2,4-thiadiazole-3,5-diamine, as two derivatives of amidinothiourea, both display excellent abilities of forming hydrogen bonds, which can be further explored in the related crystal structures.

Corresponding author: Lijuan Liu, Department of Science and Technology, Henan University of Chinese Medicine, Zhengzhou 450046, 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: Henan University of Chinese Medicine.

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

References

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Received: 2022-12-13
Accepted: 2023-01-26
Published Online: 2023-03-06
Published in Print: 2023-06-27

© 2022 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. Crystal structure of phenyl(3,3-dichloro-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one)methanone, C7H4Cl2N2O
  4. Crystal structure of poly[diaqua-bis(μ 2-1,4-diaminobutane-N:N′)cobalt(II)] dichloride, C8H28Cl2CoN4O2
  5. Synthesis and crystal structure of (4aR,7S)-7-hydroxy-7-isopropyl-1,1-dimethyldecahydro-2H,6H-8a,4a-(epoxymethano)phenanthren-12-one, C20H32O3
  6. The crystal structure of 1-(2-chlorobenzyl)-3-(3,5-dichlorophenyl)urea, C14H11Cl3N2O
  7. Crystal structure of tetrapropylammonium-1,3,5-thiadiazole-5-amido-2-carbamate – 1,2,4-thiadiazole-3,5-diamine – water (1/1/1), C17H37N9O3S2
  8. Tetrabutylammonium 1,3,5-thiadiazole-5-amido-2-carbamate—1,2,4-thiadiazole-3,5-diamine— water (1/1/1), C21H45N9O3S2
  9. The crystal structure of ((E)-2,4-dichloro-6-(((2-hydroxy-5-nitrophenyl)imino)methyl)phenolato-κ 3 N,O,O′)tris(pyridine-κN)manganese(II), C28H21Cl2MnN5O4
  10. The crystal structure of aqua-bis{2-bromo-6-((2-(2-phenylacetyl)hydrazineylidene)methyl)phenolato-κ3 N,O,O′}-dimethylformamide-κ1 O-erbium(III) chloride – dimethylformamide – water (1/2/1), C39H49N7O9Br2ClEr
  11. Crystal structure of (diaqua-bis(phenanthroline-K 2 N,N′)-tetrakis(m 2-3,4,5,6-tetrafluorophthalato-K 4 O,O:O′:O″;K 2 O:O′)dierbium (III) phenanthroline (1/2), C80H38Er2F16N8O18
  12. Crystal structure of (E)-7-methoxy-2-(4-methoxy-2-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C20H17F3O3
  13. The crystal structure of 4–(4,4,5,5–tetramethyl–1,3,2–dioxaborolan–2–yl)morpholine, C10H20BNO3
  14. The crystal structure of catena–poly[aqua(1-naphthoato-κ 2 O,O′)-(μ-1-naphthoato-κ 4 O:O,O′:O′)lead(II)], C22H16O5Pb
  15. The crystal structure of 1-(4-chlorophenyl)-3-cycloheptylurea, C14H19ClN2O
  16. The crystal structure of 4-(pyren-1-yl)butyl-4-nitrobenzoate, C27H21NO4
  17. Crystal structure of cyclo-(bis(µ2-3,3′-(1H-imidazole-3-ium-1,3-diyl)dipropionato-κ4 O,O′:O″,O″′)-dinitrato-κ2 O,O′-tetraoxido-diuranium(VI) C18H22N6O18U2
  18. The crystal structure of catena-[nitrato-κ 2 O,O′-(μ 3-3-iodobenzene-1,2-dicarboxylato-κ 4 O:O′:O″,O‴)-(2,2′:6′,2″-terpyridine-κ 3 N,N′,N″)lanthanum(III)], C23H14IN4O7La
  19. Redetermination of crystal structure of [bis(pyridin-2-ylmethyl)amine-κ 3 N,Nʹ,Nʺ]chloridopalladium(II) chloride monohydrate
  20. Crystal structure of catena-poly[triaqua-[bis(m2-4-(1H-1,2,4-triazol-1-yl)benzoato-k2O:O')-(4-(1H-1,2,4-triazol-1-yl)benzoato-k1O)-praseodymium (III) monohydrate], C27H26N9O10Pr
  21. Crystal structure of trans-diaqua-bis(methyl methylcarbamohydrazonothioato-κ2 N,N′) nickel(II) iodide semihydrate, C6H22N6O2NiS2I2·0.5H2O
  22. The crystal structure of 2-(2-fluoro-4-methyl-5-((2,2,2-trifluoroethyl)thio)phenyl)isoindolin-1-one, C17H13F4NOS
  23. The crystal structure of di-μ-1-naphthylacetato-κ 3 O,O′:O;κ 3 O:O,O′-bis[(1-naphthylacetato-κ 2 O,O′)(2,2′-bipyridine-κ 2 N,N′)lead(II)] monohydrate, C68H54N4O9Pb2
  24. Crystal structure of tetrapropylammonium guanidinium 4,4′-sulfonyldibenzoate monohydrate, C27H44N4O7S
  25. Crystal structure of bis(tetrapropylammonium) terephthalate – 1-(diaminomethylene)thiourea – water (1/2/4) C18H40N5O4S
  26. Crystal structure of (E)-7-fluoro-2-(4-morpholinobenzylidene)-3,4-dihydronaphthalen-1(2H)-one, C21H20FNO2
  27. The crystal structure of poly[diaqua-bis(μ 3-5-bromobenzene-1,3-dicarboxylato-κ 3 O,O,O′)-(μ 2-1,3-bis-(4-pyridyl)-propane-κ 2 N,N′)-dizinc(II))] – 5-bromobenzene-1,3-dicarboxylic acid [2/1], C37H29Br3N2O14Zn2
  28. The crystal structure of 2-bromo-1,3-phenylene bis(4-methylbenzenesulfonate), C20H17BrO6S2
  29. Crystal structure of europium dichromium icosaaluminum, EuCr2Al20
  30. The crystal structure of N′1,N′3-di((E)-benzylidene) isophthalohydrazide dihydrate, C 22 H 22 N 4 O 4
  31. Crystal structure of 7α,11α-dihydroxy-15-oxo-ent-kauran-16-en-19,6β-olide, C20H26O5
  32. Crystal structure of 4-chloro-N′-[(1E)-pyridin-3-ylmethylidene]benzohydrazide, C13H10ClN3O
  33. The crystal structure of (Z)-3-(1-(2-((E)-4-isopropylbenzylidene)hydrazinyl)ethylidene) chroman-2,4-dione, C21H20N2O3
  34. Crystal structure of E-7-fluoro-2-(2-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C18H12F4O
  35. Crystal structure of bis(6-aminopyridine-2-carboxylato–k2O,N)-bis(N,N-dimethylformamide-k1 O)zinc(II), C18H24N6O6Zn
  36. Crystal structure of 5-(adamantan-1-yl)-3-[(4-{[2-(trifluoromethyl)phenyl]-methyl}piperazin-1-yl)methyl]-1,3,4-oxadiazole-2(3H)-thione, C25H31F3N4OS
  37. Crystal structure of tetrapropylammonium bicarbonate–1-(diaminomethylene)thiourea – water (2/2/1), C30H72N10O7S2
  38. Crystal structure of tris(2,2′-bipyridine-κ2 N,N′)iron(II) triiodide – dichloromethane (2/1), C61H50Cl2Fe2I12N12
  39. Crystal structure of 2-amino-3-[2-(1,3,3-trimethyl-1,3-dihydro-indol-2-ylidene)-ethylideneamino]-but-2-enedinitrile, C17H17N5
  40. The crystal structure of 1-(2-chlorophenyl)-3-cycloheptylurea, C14H19ClN2O
  41. Crystal structure of potassium bis(pentaselenido-κ 2 Se 1,Se 5)palladate(II), K2[Pd(Se5)2]
  42. The crystal structure of 5,10-bis(2-methoxyethyl)-5,10-dihydro-[1,2,3,4]tetrathiocino[5,6-b:8, 7-b′]diindole, C22H22N2O2S4
  43. The crystal structure of 4-(4-iodophenyl)-5H-1,2,3-dithiazole-5-thione, C8H4INS3
  44. Crystal structure of bis{μ2-(4-acetyl-phenoxy)acetato-κ2 O:O′}-bis{μ2-(4-acetyl-phenoxy)acetato-κ3 O,O′:O)- bis{(4-acetyl-phenoxy)acetato-κ2 O,O′}-bis(phenanthrolin-κ2 N,N′)didysprosium(III) tetrahydrate, C84H78N4O28Dy2
  45. Crystal structure of Eu2Pd3.37(1)Zn13.63(1)
  46. Crystal structure of 2-methoxy-4-(methoxy-carbonyl)phenyl 2-chloro-4-fluorobenzoate, C16H12ClFO5
  47. Crystal structure of catena-poly[bis(μ2-dicyanamide-κ2 N:N′)-bis(4-vinylpyridine-κN)-copper(II)], C18H14CuN8
  48. The crystal structure of iguratimod-dimethylformamide (1/1), C17H14N2O6S·C3H7NO
  49. Synthesis and crystal structure of 1-((3R,10S,13S,17S)-10,13-dimethyl-3-(m-tolylamino)hexadecahydro-1H-cyclopenta[α]phenanthren-17-yl)ethan-1-one, C28H41NO
  50. The crystal structure of diaqua-bis(4-bromo-2-formylphenoxy)zinc(II), C14H12Br2O6Zn
  51. The crystal structure of tetra(1-ethylimidazole-κ 1 N)-[μ 4-imidazole-4,5-dicarboxylato-κ 4 O, N, O′, N′]-trioxido-divanadium, C25H33N10O7V2
  52. The crystal structure of (E)-N′-(1-(4-fluorophenyl)propylidene)-2-hydroxybenzohydrazide, C16H15FN2O2
https://doi.org/10.1515/ncrs-2022-0583
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Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of phenyl(3,3-dichloro-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one)methanone, C7H4Cl2N2O
  4. Crystal structure of poly[diaqua-bis(μ 2-1,4-diaminobutane-N:N′)cobalt(II)] dichloride, C8H28Cl2CoN4O2
  5. Synthesis and crystal structure of (4aR,7S)-7-hydroxy-7-isopropyl-1,1-dimethyldecahydro-2H,6H-8a,4a-(epoxymethano)phenanthren-12-one, C20H32O3
  6. The crystal structure of 1-(2-chlorobenzyl)-3-(3,5-dichlorophenyl)urea, C14H11Cl3N2O
  7. Crystal structure of tetrapropylammonium-1,3,5-thiadiazole-5-amido-2-carbamate – 1,2,4-thiadiazole-3,5-diamine – water (1/1/1), C17H37N9O3S2
  8. Tetrabutylammonium 1,3,5-thiadiazole-5-amido-2-carbamate—1,2,4-thiadiazole-3,5-diamine— water (1/1/1), C21H45N9O3S2
  9. The crystal structure of ((E)-2,4-dichloro-6-(((2-hydroxy-5-nitrophenyl)imino)methyl)phenolato-κ 3 N,O,O′)tris(pyridine-κN)manganese(II), C28H21Cl2MnN5O4
  10. The crystal structure of aqua-bis{2-bromo-6-((2-(2-phenylacetyl)hydrazineylidene)methyl)phenolato-κ3 N,O,O′}-dimethylformamide-κ1 O-erbium(III) chloride – dimethylformamide – water (1/2/1), C39H49N7O9Br2ClEr
  11. Crystal structure of (diaqua-bis(phenanthroline-K 2 N,N′)-tetrakis(m 2-3,4,5,6-tetrafluorophthalato-K 4 O,O:O′:O″;K 2 O:O′)dierbium (III) phenanthroline (1/2), C80H38Er2F16N8O18
  12. Crystal structure of (E)-7-methoxy-2-(4-methoxy-2-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C20H17F3O3
  13. The crystal structure of 4–(4,4,5,5–tetramethyl–1,3,2–dioxaborolan–2–yl)morpholine, C10H20BNO3
  14. The crystal structure of catena–poly[aqua(1-naphthoato-κ 2 O,O′)-(μ-1-naphthoato-κ 4 O:O,O′:O′)lead(II)], C22H16O5Pb
  15. The crystal structure of 1-(4-chlorophenyl)-3-cycloheptylurea, C14H19ClN2O
  16. The crystal structure of 4-(pyren-1-yl)butyl-4-nitrobenzoate, C27H21NO4
  17. Crystal structure of cyclo-(bis(µ2-3,3′-(1H-imidazole-3-ium-1,3-diyl)dipropionato-κ4 O,O′:O″,O″′)-dinitrato-κ2 O,O′-tetraoxido-diuranium(VI) C18H22N6O18U2
  18. The crystal structure of catena-[nitrato-κ 2 O,O′-(μ 3-3-iodobenzene-1,2-dicarboxylato-κ 4 O:O′:O″,O‴)-(2,2′:6′,2″-terpyridine-κ 3 N,N′,N″)lanthanum(III)], C23H14IN4O7La
  19. Redetermination of crystal structure of [bis(pyridin-2-ylmethyl)amine-κ 3 N,Nʹ,Nʺ]chloridopalladium(II) chloride monohydrate
  20. Crystal structure of catena-poly[triaqua-[bis(m2-4-(1H-1,2,4-triazol-1-yl)benzoato-k2O:O')-(4-(1H-1,2,4-triazol-1-yl)benzoato-k1O)-praseodymium (III) monohydrate], C27H26N9O10Pr
  21. Crystal structure of trans-diaqua-bis(methyl methylcarbamohydrazonothioato-κ2 N,N′) nickel(II) iodide semihydrate, C6H22N6O2NiS2I2·0.5H2O
  22. The crystal structure of 2-(2-fluoro-4-methyl-5-((2,2,2-trifluoroethyl)thio)phenyl)isoindolin-1-one, C17H13F4NOS
  23. The crystal structure of di-μ-1-naphthylacetato-κ 3 O,O′:O;κ 3 O:O,O′-bis[(1-naphthylacetato-κ 2 O,O′)(2,2′-bipyridine-κ 2 N,N′)lead(II)] monohydrate, C68H54N4O9Pb2
  24. Crystal structure of tetrapropylammonium guanidinium 4,4′-sulfonyldibenzoate monohydrate, C27H44N4O7S
  25. Crystal structure of bis(tetrapropylammonium) terephthalate – 1-(diaminomethylene)thiourea – water (1/2/4) C18H40N5O4S
  26. Crystal structure of (E)-7-fluoro-2-(4-morpholinobenzylidene)-3,4-dihydronaphthalen-1(2H)-one, C21H20FNO2
  27. The crystal structure of poly[diaqua-bis(μ 3-5-bromobenzene-1,3-dicarboxylato-κ 3 O,O,O′)-(μ 2-1,3-bis-(4-pyridyl)-propane-κ 2 N,N′)-dizinc(II))] – 5-bromobenzene-1,3-dicarboxylic acid [2/1], C37H29Br3N2O14Zn2
  28. The crystal structure of 2-bromo-1,3-phenylene bis(4-methylbenzenesulfonate), C20H17BrO6S2
  29. Crystal structure of europium dichromium icosaaluminum, EuCr2Al20
  30. The crystal structure of N′1,N′3-di((E)-benzylidene) isophthalohydrazide dihydrate, C 22 H 22 N 4 O 4
  31. Crystal structure of 7α,11α-dihydroxy-15-oxo-ent-kauran-16-en-19,6β-olide, C20H26O5
  32. Crystal structure of 4-chloro-N′-[(1E)-pyridin-3-ylmethylidene]benzohydrazide, C13H10ClN3O
  33. The crystal structure of (Z)-3-(1-(2-((E)-4-isopropylbenzylidene)hydrazinyl)ethylidene) chroman-2,4-dione, C21H20N2O3
  34. Crystal structure of E-7-fluoro-2-(2-(trifluoromethyl)benzylidene)-3,4-dihydronaphthalen-1(2H)-one, C18H12F4O
  35. Crystal structure of bis(6-aminopyridine-2-carboxylato–k2O,N)-bis(N,N-dimethylformamide-k1 O)zinc(II), C18H24N6O6Zn
  36. Crystal structure of 5-(adamantan-1-yl)-3-[(4-{[2-(trifluoromethyl)phenyl]-methyl}piperazin-1-yl)methyl]-1,3,4-oxadiazole-2(3H)-thione, C25H31F3N4OS
  37. Crystal structure of tetrapropylammonium bicarbonate–1-(diaminomethylene)thiourea – water (2/2/1), C30H72N10O7S2
  38. Crystal structure of tris(2,2′-bipyridine-κ2 N,N′)iron(II) triiodide – dichloromethane (2/1), C61H50Cl2Fe2I12N12
  39. Crystal structure of 2-amino-3-[2-(1,3,3-trimethyl-1,3-dihydro-indol-2-ylidene)-ethylideneamino]-but-2-enedinitrile, C17H17N5
  40. The crystal structure of 1-(2-chlorophenyl)-3-cycloheptylurea, C14H19ClN2O
  41. Crystal structure of potassium bis(pentaselenido-κ 2 Se 1,Se 5)palladate(II), K2[Pd(Se5)2]
  42. The crystal structure of 5,10-bis(2-methoxyethyl)-5,10-dihydro-[1,2,3,4]tetrathiocino[5,6-b:8, 7-b′]diindole, C22H22N2O2S4
  43. The crystal structure of 4-(4-iodophenyl)-5H-1,2,3-dithiazole-5-thione, C8H4INS3
  44. Crystal structure of bis{μ2-(4-acetyl-phenoxy)acetato-κ2 O:O′}-bis{μ2-(4-acetyl-phenoxy)acetato-κ3 O,O′:O)- bis{(4-acetyl-phenoxy)acetato-κ2 O,O′}-bis(phenanthrolin-κ2 N,N′)didysprosium(III) tetrahydrate, C84H78N4O28Dy2
  45. Crystal structure of Eu2Pd3.37(1)Zn13.63(1)
  46. Crystal structure of 2-methoxy-4-(methoxy-carbonyl)phenyl 2-chloro-4-fluorobenzoate, C16H12ClFO5
  47. Crystal structure of catena-poly[bis(μ2-dicyanamide-κ2 N:N′)-bis(4-vinylpyridine-κN)-copper(II)], C18H14CuN8
  48. The crystal structure of iguratimod-dimethylformamide (1/1), C17H14N2O6S·C3H7NO
  49. Synthesis and crystal structure of 1-((3R,10S,13S,17S)-10,13-dimethyl-3-(m-tolylamino)hexadecahydro-1H-cyclopenta[α]phenanthren-17-yl)ethan-1-one, C28H41NO
  50. The crystal structure of diaqua-bis(4-bromo-2-formylphenoxy)zinc(II), C14H12Br2O6Zn
  51. The crystal structure of tetra(1-ethylimidazole-κ 1 N)-[μ 4-imidazole-4,5-dicarboxylato-κ 4 O, N, O′, N′]-trioxido-divanadium, C25H33N10O7V2
  52. The crystal structure of (E)-N′-(1-(4-fluorophenyl)propylidene)-2-hydroxybenzohydrazide, C16H15FN2O2
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© 2025 De Gruyter Brill
Heruntergeladen am 15.11.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2022-0583/html
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