Home The crystal structure of poly[(μ3-2,4,6-tris[4-(1H-imidazol-1-yl)phenyl]-1,3,5-triazine-k3N:N′:N′′)-(nitrato-k2O,O)-(nitrato-k1O)zinc(II)] - N,N-dimethylacetamide (1/2), C38H39N13O8Zn
Article Open Access

The crystal structure of poly[(μ3-2,4,6-tris[4-(1H-imidazol-1-yl)phenyl]-1,3,5-triazine-k3N:N′:N′′)-(nitrato-k2O,O)-(nitrato-k1O)zinc(II)] - N,N-dimethylacetamide (1/2), C38H39N13O8Zn

  • Hao Cui , Si-Si Qiu and Tao Yang ORCID logo EMAIL logo
Published/Copyright: September 11, 2019
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 234 Issue 6

Abstract

C38H39N13O8Zn, monoclinic, P21/c (no. 14), a = 13.0155(7) Å, b = 32.7011(14) Å, c = 9.8464(4) Å, β = 110.228(1)°, V = 3932.4(3) Å3, Z = 4, Rgt(F) = 0.0476, wRref(F2) = 0.1358, T = 150(2) K.

CCDC no.: 1922925

A part of the polymeric crystal 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:Thin-block, colorless
Size:0.40 × 0.32 × 0.10 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.70 mm−1
Diffractometer, scan mode:Rigaku R-AXIS, ω-scans
θmax, completeness:27.4°, >99%
N(hkl)measured, N(hkl)unique, Rint:54345, 8932, 0.062
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 6818
N(param)refined:559
Programs:Rigaku programs [1], SHELX [2], [3] DIAMOND [4]
Table 2:

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

AtomxyzUiso*/Ueq
Zn10.82139(2)0.12744(2)0.61964(3)0.02862(10)
O10.97706(17)0.10602(7)0.7864(2)0.0471(5)
O21.0899(2)0.06018(8)0.7639(3)0.0714(8)
O30.96667(19)0.08646(7)0.5743(2)0.0526(6)
O40.65668(15)0.14707(5)0.49301(19)0.0351(4)
O50.70634(18)0.11881(6)0.3260(2)0.0475(5)
O60.53324(18)0.13053(7)0.2884(2)0.0482(5)
N10.39222(17)0.31523(6)1.0576(2)0.0293(4)
N20.26043(17)0.32561(6)1.1719(2)0.0293(4)
N30.32662(17)0.25832(6)1.1548(2)0.0278(4)
N40.68812(17)0.17632(6)0.9252(2)0.0279(4)
N50.78247(17)0.15033(6)0.7977(2)0.0287(4)
N60.30007(17)0.50598(6)0.9288(2)0.0306(5)
N70.24597(18)0.57003(6)0.8862(2)0.0332(5)
N8−0.02655(17)0.22148(6)1.4640(2)0.0287(4)
N9−0.11531(17)0.17769(6)1.5543(2)0.0318(5)
N101.0127(2)0.08341(7)0.7086(3)0.0415(6)
N110.6315(2)0.13166(6)0.3663(2)0.0345(5)
C10.3895(2)0.27528(7)1.0870(3)0.0267(5)
C20.4633(2)0.24852(7)1.0398(3)0.0266(5)
C30.4785(2)0.20748(7)1.0810(3)0.0306(5)
H30.4382100.1959311.1356800.037*
C40.5518(2)0.18352(7)1.0430(3)0.0323(5)
H40.5626050.1556871.0720530.039*
C50.6095(2)0.20056(7)0.9618(3)0.0273(5)
C60.5937(2)0.24121(7)0.9169(3)0.0288(5)
H60.6327090.2524440.8599880.035*
C70.5205(2)0.26508(7)0.9563(3)0.0281(5)
H70.5092220.2928370.9263090.034*
C80.7731(2)0.15397(8)1.0206(3)0.0345(6)
H80.7882950.1502811.1213570.041*
C90.8299(2)0.13848(8)0.9403(3)0.0340(6)
H90.8933730.1218300.9768580.041*
C100.6970(2)0.17307(7)0.7923(3)0.0301(5)
H100.6483740.1854270.7068680.036*
C110.3251(2)0.33885(7)1.1003(3)0.0273(5)
C120.3205(2)0.38269(7)1.0609(3)0.0286(5)
C130.2428(2)0.40850(7)1.0837(3)0.0328(5)
H130.1936640.3980651.1276410.039*
C140.2365(2)0.44935(7)1.0429(3)0.0340(6)
H140.1837400.4668791.0592920.041*
C150.3084(2)0.46440(7)0.9776(3)0.0289(5)
C160.3866(2)0.43900(7)0.9557(3)0.0348(6)
H160.4361730.4494670.9127040.042*
C170.3921(2)0.39844(8)0.9966(3)0.0351(6)
H170.4453470.3810670.9808070.042*
C180.3541(3)0.52259(8)0.8445(4)0.0489(8)
H180.4051810.5091900.8104060.059*
C190.3201(3)0.56176(9)0.8198(4)0.0507(8)
H190.3441650.5807990.7642970.061*
C200.2359(2)0.53590(7)0.9511(3)0.0327(5)
H200.1895160.5326611.0065850.039*
C210.2650(2)0.28507(7)1.1964(3)0.0269(5)
C220.1927(2)0.26862(7)1.2712(3)0.0278(5)
C230.1352(2)0.29475(7)1.3310(3)0.0306(5)
H230.1449270.3234711.3274750.037*
C240.0636(2)0.27938(8)1.3956(3)0.0321(5)
H240.0252440.2974571.4367270.038*
C250.0488(2)0.23722(7)1.3997(3)0.0278(5)
C260.1058(2)0.21056(7)1.3411(3)0.0310(5)
H260.0957040.1818461.3442980.037*
C270.1774(2)0.22636(7)1.2780(3)0.0294(5)
H270.2168980.2082121.2387910.035*
C28−0.0934(2)0.24419(8)1.5173(3)0.0370(6)
H28−0.1002160.2731251.5159260.044*
C29−0.1475(2)0.21716(8)1.5719(3)0.0363(6)
H29−0.1996120.2241601.6157560.044*
C30−0.0426(2)0.18129(8)1.4897(3)0.0315(5)
H30−0.0061210.1589761.4643300.038*
O7a1.0042(18)0.1197(7)0.275(2)0.048(2)
N12a1.0880(4)0.07909(13)0.1608(4)0.0490(9)
C31a0.9467(5)0.0494(2)0.2486(10)0.067(2)
H31Aa0.9673900.0246090.2085700.101*
H31Ba0.9583970.0452360.3514250.101*
H31Ca0.8692410.0554900.1965380.101*
C32a1.0169(4)0.08529(14)0.2318(5)0.0459(10)
C33a1.0956(6)0.0344(3)0.1170(12)0.071(2)
H33Aa1.1482830.0323360.0664090.106*
H33Ba1.1198060.0172280.2038960.106*
H33Ca1.0234880.0251940.0528980.106*
C34a1.1545(8)0.1128(3)0.1472(8)0.0487(17)
H34Aa1.2016180.1039860.0937270.073*
H34Ba1.1071950.1351940.0948150.073*
H34Ca1.1999550.1222810.2436980.073*
O7′b1.019(4)0.1211(14)0.258(5)0.048(2)
N12′b1.0463(7)0.0571(2)0.1929(8)0.0490(9)
C31′b1.1420(18)0.1146(7)0.121(2)0.067(2)
H31Db1.1759670.0915700.0891430.101*
H31Eb1.0960520.1300680.0370150.101*
H31Fb1.1992210.1325050.1840460.101*
C32′b1.0690(9)0.0979(3)0.2086(10)0.0459(10)
C33′b0.9778(12)0.0414(5)0.2658(19)0.071(2)
H33Db0.9670690.0119550.2469370.106*
H33Eb1.0122390.0459760.3701020.106*
H33Fb0.9066920.0552560.2306040.106*
C34′b1.1277(13)0.0378(5)0.1188(19)0.0487(17)
H34Db1.1142840.0083000.1053120.073*
H34Eb1.1147700.0507390.0246030.073*
H34Fb1.2037570.0424510.1813600.073*
O80.5155(2)0.02625(8)1.2263(3)0.0706(7)
N130.4789(2)0.06326(9)1.0203(3)0.0532(7)
C350.6557(3)0.02942(11)1.1235(4)0.0587(9)
H35A0.6654500.0422591.0388480.088*
H35B0.7117290.0396191.2118030.088*
H35C0.662751−0.0003101.1177240.088*
C360.5430(3)0.03977(10)1.1268(4)0.0495(8)
C370.5095(3)0.07749(11)0.8991(4)0.0588(9)
H37A0.4502610.0942090.8344060.088*
H37B0.5764670.0939300.9358040.088*
H37C0.5225150.0539040.8458210.088*
C380.3718(3)0.07555(14)1.0234(6)0.0821(13)
H38A0.3345950.0925780.9387060.123*
H38B0.3276810.0511501.0216360.123*
H38C0.3813680.0911751.1118350.123*

  1. aOccupancies: a = 0.65, b = 0.35.

Source of materials

Procedures for preparation of 2,4,6-tris[4-(1H-imidazol-1-yl)phenyl]-1,3,5-triazine (TIPT) was adapted from the reported paper [5], [6]. The characterization of TITP was performed by comparison of its 1H NMR and IR spectrum with those reported previously. 1H-NMR (300 MHz, DMSO-d6): 8.80 (d, J = 8.7 Hz, 6H), 8.46 (s, 3H), 7.96–7.87 (m, 9H), 7.18 (s, 3H); IR (cm−1): 1604(s), 1522(vs), 1487(s), 1400(w), 1303(s), 1261(m), 1108(w), 1057(vs), 962(m), 904(w), 825(s), 730(m), 695(m), 638(w), 588(m). The crystal of (C30H21N11O6Zn)n⋅2(C4H9NO) was synthesized by the following procedure. TIPT (10.1 mg, 0.02 mmol, 1.0 eq), Zn(NO3)2⋅6H2O (11.9 mg, 0.04 mmol, 2.0 eq) and in 8 mL N,N-dimethylacetamide were placed in a glass vial, which was then sealed and heated to 80°C in an oven for four days, then cooled down to room temperature by 6°C per hour. Colorless crystals were obtained on the bottom of the vial, air dried. Yield: 5.4 mg, 31% (Based on TIPT). IR (cm−1): 3235(br), 1644(w), 1604(w), 1522(m), 1487(s), 1400(w), 1303(vs), 1225(w), 1053(m), 962(w), 904(w), 817(s), 730(m), 695(m), 651(m), 617(m), 533(m), 467(m), 456(m), 439(w), 432(w), 416(w).

Experimental details

The positions of the hydrogen atoms were generated geometrically. Beamstop theta(min) was set too high resulting in one Alert level B, missing 12 of FCF reflections. One N,N-dimethylacetamide molecule was refined as disorder with two parts, which corresponds to a ratio of 0.65:0.35.

Comment

Metal-organic framework (MOF) is a porous inorganic-organic hybrid material, with many application such as in separation [7], heterogeneous catalysis [8], luminescent [9], biomedicine [10], carbon dioxide capture [11] and ferroelectrictity [12]. Triangle ligands with terminal groups of carboxyl, tetrazole and imidazole, have been attracted attention for the construction of MOFs. 1,3,5-tris(pimidazol-ylphenyl)-benzene(TIPB) and 2,4,6-tris[4-(1H-imidazol-1-yl)phenyl]-1,3,5-triazine (TIPT) are triangle rigid ligands with terminal groups of imidazole. They were used for construction of more than 20 reported structures, concluding Co-based [13], [14], [15], [16], Ni-based [16] and Cd-based [17], [18], [5], [6] MOFs. However, to the best of our knowledge, Zn-based metal-organic framework constructed from TIPT has not been reported so far.

The title compound crystallizes in space group P21/c and an asymmetric unit contains one Zn ion, two coordinated nitrate ion, one TIPT and two N,N-dimethylacetamide molecules. The bond lengths and angles within these moieties are in the expected ranges. Zn2+ exhibits six-coordination with three N from TITP and three O from two coordinated nitrate ion. The distance of Zn1—N5, Zn1—N7 and Zn1—N9 is 2.123(2) Å, 2.064(2) Å and 2.070(2) Å, respectively. The distance of Zn1—O1, Zn1—O3 and Zn1—O4 is 2.234(2) Å, 2.481(2) Å and 2.171(2) Å, respectively. Viewing imidazole ring closer for C=N bond, the distance of N5—C10, N7—C20 and N9—C30 is 1.324(3) Å, 1.315(3) Å and 1.315(3) Å, respectively. For C—N bond, the distance of N5—C9, N7—C19 and N9—C20 is 1.379(3) Å, 1.367(3) Å and 1.386(3) Å, respectively. The angle of is C9—N5—C10, C19—N7—C20 and C29—N9—C30 is 105.9(2)°, 105.7(2)° and 106.0(2)°, respectively. In the perspective of topology analysis, Zn2+ ion serves as a three-connected node and TIPT acting as a trinodal building block resulting in a two-dimensional layer, which can be described as a uninodal three-connected hcb net with the point symbol (63) [19]. Between the 2D layers, there are many π–π interactions. 2D layers were connected by π–π interactions to extend the structure to a three dimensional framework. Void space in structure is occupied by N,N-dimethylacetamide solvent.

Acknowledgements

We gratefully acknowledge the financial support from Doctoral Scientific Research Foundation of Guangxi University of Chinese Medicine (XB017022), Cultivating High-level Talent Teams in the Qi Huang Project of Guangxi University of Chinese Medicine, China (2018002) and the National Science Foundation of Guangxi (2018GXNSFAA281210).

References

1. X-ray single crystal structure analysis system R-AXIS RAPID. Rigaku J. 15 (1998) 43–48.Search in Google Scholar

2. Sheldrick, G. M.: SHELXT – integrated space-group and crystal-structure determination. Acta Crystallogr. A71 (2015) 3–8.10.1107/S2053273314026370Search in Google Scholar PubMed PubMed Central

3. Sheldrick, G. M.: Crystal structure refinement with SHELXL. Acta Crystallogr. C71 (2015) 3–8.10.1107/S2053229614024218Search in Google Scholar PubMed PubMed Central

4. Brandenburg, K.: DIAMOND. Visual Crystal Structure Information System. Ver. 4.0. Crystal Impact, Bonn, Germany (2015).Search in Google Scholar

5. Zheng, S.-R.; Yang, Q.-Y.; Liu, Y.-R.; Zhang, J.-Y.; Tong, Y.-X.; Zhao, C.-Y.; Su, C.-Y.: Assembly of CdI2-type coordination networks from triangular ligand and octahedral metal center: topological analysis and potential framework porosity. Chem. Commun. (2008) 356–358.10.1039/B711457ESearch in Google Scholar PubMed

6. Zheng, S.-R.; Yin, S.-Y.; Pan, M.; Chen, L.; Du, B.-B.; Hou, Y.-J.; Wu, K.; Zhu, Y.-X.; Jiang, J.-J.: Structural transition between a (4,4)-net and a CdI2-net in Cd(II) compounds and conversion from a mixture to a pure substance. Inorg. Chem. Commun. 55 (2015) 116–119.10.1016/j.inoche.2015.03.022Search in Google Scholar

7. Li, J.-R.; Sculley, J.; Zhou, H.-C.: Metal-organic frameworks for separations. Chem. Rev. 112 (2012) 869–932.10.1021/cr200190sSearch in Google Scholar PubMed

8. Zhu, L.; Liu, X.-Q.; Jiang, H.-L.; Sun, L.-B.: Metal-organic frameworks for heterogeneous basic catalysis. Chem. Rev. 117 (2017) 8129–8176.10.1021/acs.chemrev.7b00091Search in Google Scholar PubMed

9. Cui, Y.; Yue, Y.; Qian, G. K.; Chen, B.: Luminescent functional metal-organic frameworks. Chem. Rev. 112 (2012) 1126–1162.10.1021/cr200101dSearch in Google Scholar PubMed

10. Horcajada, P.; Gref, R.; Baati, T.; Allan, P. K.; Maurin, G.; Couvreur, P.; Morris, R. E.; Serre, C.: Metal-organic frameworks in biomedicine. Chem. Rev. 112 (2012) 1232–1268.10.1021/cr200256vSearch in Google Scholar PubMed

11. Sumida, K.; Rogow, D. L.; Mason, J. A.; Mcdonald, T. M.; Bloch, E. D.; Herm, Z. R.; Bae, T.-H.; Long, J. R.: Carbon dioxide capture in metal-organic frameworks. Chem. Rev. 112 (2012) 724–781.10.1021/cr2003272Search in Google Scholar PubMed

12. Zhang, W.; Xiong, R.-G.: Ferroelectric metal-organic frameworks. Chem. Rev. 112 (2012) 1163–1195.10.1021/cr200174wSearch in Google Scholar PubMed

13. Chen, Q.; Chang, Z.; Song, W.-C.; Song, H.; Song, H.-B.; Hu, T.-L.; Bu, X.-H.: A controllable gate effect in cobalt(II) organic frameworks by reversible structure transformations. Angew. Chem. Int. Ed. 52 (2013) 11550–11553.10.1002/anie.201306304Search in Google Scholar PubMed

14. Chen, Q.; Feng, R.; Xu, J.; Jia, Y.-Y.; Wang, T.-T.; Chang, Z.; Bu, X.-H.: Kinetic and thermodynamic control of structure transformations in a family of cobalt(II)-organic frameworks. ACS Appl. Mater. Interfaces 9 (2017) 35141–35149.10.1021/acsami.7b12925Search in Google Scholar PubMed

15. Chen, Q.; Ma, Y.-G.; Song, W.-C.; Chang, Z.; Li, J.-R.; Zhang, J.; Sun, H.-W.; Balbuena, P. B.; Bu, X.-H.: Why porous materials have selective adsorptions: a rational aspect from electrodynamics. Inorg. Chem. 56 (2017) 2614–2620.10.1021/acs.inorgchem.6b02746Search in Google Scholar PubMed

16. Chen, Q.; Jia, Y.-Y.; Chang, Z.; Wang, T.-T.; Zhou, B.-Y.; Feng, R.; Bu, X.-H.: Pillared metal-organic frameworks based on 63 layers: structure modulation and sorption properties. Cryst. Growth Des. 14 (2014) 5189–5195.10.1021/cg500975jSearch in Google Scholar

17. Li, Y.; Song, H.; Chen, Q.; Liu, K.; Zhao, F.-Y.; Ruan, W.-J.; Chang, Z.: Two coordination polymers with enhanced ligand-centered luminescence and assembly imparted sensing ability for acetone. J. Mater. Chem. A2 (2014) 9469–9473.10.1039/c4ta00944dSearch in Google Scholar

18. Zeng, X.-S.; Xu, H.-L.; Xu, Y.-C.; Li, X.-Q.; Nie, Z.-Y.; Gao, S.-Z.; Xiao, D.-R.: A series of porous interpenetrating metal-organic frameworks based on fluorescent ligands for nitroaromatic explosive detection. Inorg. Chem. Front. 5 (2018) 1622–1632.10.1039/C8QI00123ESearch in Google Scholar

19. Blatov, V. A.: Nanocluster analysis of intermetallic structures with the program package TOPOS. Struct. Chem. 23 (2013) 955–963.10.1007/s11224-012-0013-3Search in Google Scholar

Received: 2019-06-16
Accepted: 2019-08-24
Published Online: 2019-09-11
Published in Print: 2019-11-26

©2019 Hao Cui et al., published by De Gruyter, Berlin/Boston

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

Articles in the same Issue

  1. Frontmatter
  2. Crystal structure of [aqua[2,2′-(1,2-phenylene)bis(1H-imidazole-4-carboxylato-5-carboxy)-κ4N3,N3′,O4,O4′] zinc(II)] monohydrate, C16H10N4O9Zn⋅H2O
  3. Crystal structure of ethyl 3-(4-methoxyphenyl)-5-methylcarbamoyl-1H-pyrazole-4-carboxylate, C15H17N3O4
  4. 7-(4-Fluorobenzylidene)-3-(4-fluorophenyl)-N-phenyl-3,3a,4,5,6,7-hexahydro-2H-indazole-2-carbothioamide–dimethylformamide (2/1), C27H23F2N3S, 0.5(C3H7NO)
  5. Crystal structure of 4,4′-(hydrazonomethylene)diphenol dihydrate, C13H16N2O4
  6. Crystal structure of 4-methoxyphenyl-3-phenylpropiolate, C16H12O3
  7. Crystal Structure of tris(tetrakis{1-vinyl-1H-imidazole-κN}copper(II)) bis[tri-μ2-bromido-tetrabromido-bis(1-vinyl-1H-imidazole-κN)tetracopper(I)], C80H96N32Cu11Br14
  8. Crystal structure of (E)-2-(3,6-bis(diethylamino)-9H-xanthen-9-yl)-N′-(quinoxalin-2-ylmethylene)benzohydrazide, C37H36N6O2
  9. Crystal structure of 4-(1-phenylimidazo[1,5-a]pyridin-3-yl)benzoic acid (C20H14N2O2)
  10. Crystal structure of 3-fluoro-3-methyl-1-((2-nitrophenyl)sulfonyl)-5,5-diphenylpiperidine, C24H23FN2O4S
  11. Crystal structure of dimethyl 3,12-dibenzyl-6,10-diphenyl-3,12-diazapentacyclo [6.3.1.02.7.04.11.05.9]-dodecane-7,11-dicarboxylate — acetone (2/1), C40H38N2O2 ⋅ 0.5C3H6O
  12. Crystal structure of poly[(μ2-2-(1H-1,2,4-triazol-1-yl)benzoato-κ4O:O′:N:N′)silver(I)] monohydrate, C9H8AgO3N3
  13. Crystal structure of poly[(μ2-9H-carbazole-3,6-dicarboxylate-κ4O1,O2:O3,O4)(μ2-1,3-di(pyridin-4-yl)propane-κ2N:N′)cadmium(II)]monohydrate, C27H23N3O5Cd
  14. The synthesis and crystal structure of bis(2-(benzo[d]thiazol-2-yl)-5-methylbenzen-1-ido-κ2C,N)-(N,N′-diethyldithiocarbamato-κ2S,S′)iridium(III), C33H30N3S4Ir
  15. The crystal structure of 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylsulfonyl)-1H-pyrazole-3-carboxamide, C12H6N4Cl2F6O3S
  16. Synthesis and crystal structure of poly[(μ2-nitrato-κ4O,O′:O′,O′′)-nitrato-κO-(μ2-1,4-bis((1H-imidazol-1-yl)methyl)benzene-κ2N:N′)cadmium(II)], C14H14N6O6Cd
  17. Crystal structure of ethyl (Z)-(4-oxo-4-phenylbut-2-en-2-yl)glycinate, C14H17NO3
  18. Halogen bonds in the crystal structure of 5-bromo-3,4′-bipyridine – 1,4-diiodotetrafluorobenzene (2/1), C26H14Br2F4I2N4
  19. Crystal structure of bis(2,2′-bipyridine-κ2N,N′)-tetrakis(μ2-3-(phenylsulfonamido)propanoato-κ2O:O′)-bis(3-(phenylsulfonamido)propanoato-κ2O,O′)digadolinium(III) – 2,2′-bipyridine (1/1), C84H84Gd2N12O24S6
  20. Crystal structure of poly[aqua(μ2-2-amino-1,4-benzenedisulfonato-κ2O:O′)bis(μ2-pyrazin-κ2N:N′)silver(I)], C14H16Ag2N5O8S2
  21. The crystal structure of 1,6-di-tert-butyl-1,1,3,3,4,4,6,6-octamethyl-2,2,5,5-tetrakis (trimethylsilyl)hexasilane, C28H78Si10
  22. Crystal structure of discandium triruthenium tetrasilicide, Sc2Ru3Si4
  23. Crystal structure of poly[(μ2-4-amino-1,5-naphthalenedisulfonato-κ4O,N:O′, N′)bis(μ2-hexamethylenetetramino-κ2N;N′)silver(I)], {C22H30Ag2N9O6S2}n
  24. Crystal structure of diaqua[5,5′-dicarboxy-2,2′-(propane-1,3-diyl)bis(1H-imidazole-4-carboxylato-κ4O,O′,N,N′)]zinc(II) dihydrate, C13H18N4O12Zn
  25. The crystal structure of poly [(μ3-N1,N4-bis(pyridin-3-yl)cyclohexane-1,4-dicarboxamide-κ3-O:N:N′)-(p-toluenesulfonato-κ2O,O′)silver(I)], C25H27Ag1N4O5S
  26. The crystal structure of 1,2-bis(3-bromophenoxy) ethane, C14H12Br2O2
  27. The crystal structure of 4-(pyren-1-yl)butyl-3-nitrobenzoate, C27H21NO4
  28. Crystal structure of bis[(2-(4-chlorophenyl)-5-methyl-1,3-dioxane-5-carboxylato-κ1O) (5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)]nickel(II), C40H60Cl2N4NiO8
  29. The crystal structure of 1,5-dinitro-2,3,4-trichlorobenzene, C6H1Cl3N2O4
  30. The crystal structure of the solid solution of 3,5-dinitropyrazole and 4-chlorine-3,5-dinitropyrazole, C3H1.24Cl0.76N4O4
  31. The cocrystal structure of 4-nitropyrazole — acetic acid (1/1), C5H7N3O4
  32. The crystal structure of propan-2-one O-(2,4,6-trinitrophenyl) oxime, C9H8N4O7
  33. The crystal structure of ethyl 2-(3-(2-ethoxy-2-oxoethyl)benzo[d] thiazol-2(3H)-ylidene)acetate, C15H17NO4S
  34. Crystal structure of (acetic acid-κ1O)-bis(μ2-2-chlorobenzoato-κ2O:O′)-(2-chlorobenzoato-κ1O)-(μ2-hydroxy-κ2O:O)-bis(1,10-phenanthroline-κ2N,N′)dimanganese(II) — methanol (1/1), C48H37Cl3Mn2N4O10
  35. Crystal structure of 3-methyl-2-phenyl-1,8-naphthyridine, C15H12N2
  36. Crystal structure of chlorido-(5-acetyl-2-(5-methylpyridin-2-yl)benzen-1-ido-κ2C,N)-pyridine-κN-palladium(II), C19H17ClN2OPd
  37. Crystal structure of (4-methyl-benzoato-κ2O,O′)-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)nickel(II) perchlorate monohydrate, C24H45ClN4NiO7
  38. Crystal structure of (1,4,7,10,13,16-hexaoxacyclooctadecane-κ6O6) 1,2,3,4,5-pentamethyl-cyclopenta-2,4-dien-1-yl(potassium, rubidium) — ammonia (1/2), [K0.3Rb0.7(18-crown-6)]Cp*⋅2 NH3, C22H45K0.3N2O6Rb0.7
  39. Crystal structure of (3E,5E)-1-((4-fluorophenyl)sulfonyl)-3,5-bis(3-nitrobenzylidene)piperidin-4-one — dichloromethane (2/1), C51H38Cl2F2N6O14S2
  40. Crystal structure of (E)-N′-((1,6-dihydropyren-1-yl)methylene)isonicotinohydrazide — methanol (1/1), C24H19N3O2
  41. Crystal structure of poly[aqua(μ2-2-amino-1,4-benzenedisulfonato-κ3N,O:O′)-(μ4-hexamethylenetetramino-κ4N:N′:N′′:N′′′)disilver(I)] monohydrate, C12H21Ag2N5O8S2
  42. Crystal structure of bis(acridin-10-ium) 2,5-dihydroxyterephthalate — 2,5-dihydroxyterephthalic acid (1/1), C21H15NO6
  43. The crystal structure of 1,12-diazaperylene, C18H10N2
  44. Crystal structure of 1-(5-(4-chlorophenyl)-3-(2-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethan-1-one, C17H14N2OFCl
  45. Crystal structure of (4aR,6aR,6bR,10S,12aR)-10-acetoxy-1,2,3,4, 4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a, 12b,13,14b-icosahydro-2,2,4a,6b,9,9,12a-heptamethylpicene-6a-carboxylic acid, C32H50O4
  46. The crystal structure of tetrachlorido-bis{1,3-bis(2,6-diisopropylphenyl)-1H-3λ4-imidazol-2-yl}-(μ2-pyrimidine-κ2N:N′)dipalladium(IV) — dichloromethane (1/2), C60H80Cl8N6Pd2
  47. The crystal structure of (E)-4-(7-methoxy-2-oxo-2H-chromen-8-yl)-2-methylbut-2-en-1-yl 4-nitrobenzoate, C22H19NO7
  48. Crystal structure of 3-methyl-N-(pyrimidin-5-ylmethyl)pyridin-2-amine, C11H12N4
  49. The crystal structure of 2,5-dichloroterephthalic acid dihydrate, C8H8Cl2O6
  50. The crystal structure of 2,4,6-tris[4-(1H-imidazol-1-yl)phenyl]-1,3,5-triazine — dimethylformamide (1/1), C33H28N10O
  51. Crystal structure of N-(adamantan-1-yl)-5-(dimethylamino)naphthalene-1-sulfonamide, C22H28N2O2S
  52. Crystal structure of poly[diaqua-(μ4-4-(3,5-dicarboxy-κ1O-phenoxy)phthalato-κ3O:O′:O′)cadmium(II)], C16H12CdO11
  53. Crystal structure of poly[diaqua-bis(μ2-3-((1H-imidazol-1-yl)methyl)benzoato-κ2N:O)manganese(II)], C22H22MnN4O6
  54. Crystal structure of 9-(3-phenoxyphenyl)-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione, C25H23NO3
  55. The crystal structure of poly[(μ3-2,4,6-tris[4-(1H-imidazol-1-yl)phenyl]-1,3,5-triazine-k3N:N′:N′′)-(nitrato-k2O,O)-(nitrato-k1O)zinc(II)] - N,N-dimethylacetamide (1/2), C38H39N13O8Zn
  56. Crystal structure of poly[(μ7-4-(3,5-dicarboxylatophenoxy)phthalato)-(1,10-phenanthroline-κ2N,N′)dizinc(II)], C28H14N2O9Zn2
  57. The crystal structure of methyl 2-(benzylamino)-5-(benzyloxy)benzoate, C22H21NO3
  58. Crystal structure of (1,4,8,11-tetraazacyclotetradecane)palladium(II) tetracyanoplatinate(II), C14H24N8PdPt
  59. Crystal structure of (pyridine-2-carboxylato-κ2N,O)-[2-(2-pyridyl)phenyl-κ2N,C1]palladium(II), C17H12N2O2Pd
  60. Crystal structure of (cyclohexane-1,4-diammonium) 4-[(4-carboxylatophenyl)disulfanyl]benzoate dimethylsulphoxide hydrate (1/1/1/1), [C6H16N2]2+[C14H8O4S2]2−⋅C2H6OS⋅H2O
  61. Crystal structure of the 2:1 co-crystal 2-[(2-carboxyphenyl)disulfanyl]benzoic acid – 3-bromobenzoic acid, 2(C14H10O4S2)⋅C7H5BrO2
  62. Crystal structure of chlorido-dimethyl-(phenylpiperazine-1-carbodithioato-κ2S,S′)tin(IV), C13H19ClN2S2Sn
  63. Crystal structure of (N-n-butyl, N-methyl-dithiocarbamato-κ2 S,S′)-chlorido-dimethyl-tin(IV), C8H18ClNS2Sn
  64. Crystal structure of (2,2′-bipyridyl)bis(4-bromobenzyl)dibromidotin(IV), C24H20Br4N2Sn
  65. Crystal structure of (2,2′-bipyridyl)bis(4-chlorobenzyl)dichloridotin(IV), C24H20Cl4N2Sn
  66. Crystal structure of N-methyl-N-phenyl(methylsulfanyl)carbothioamide, C9H11NS2
  67. Crystal structure of 4-phenylpiperazin-1-ium (4-phenylpiperazin-1-yl)carbothioylsulfanide, [C10H15N2][C11H13N2S2]
  68. Crystal structure of catena-{di-aqua-sodium [n-butyl(methyl)carbamothioyl]sulfanide}n, [C6H16NNaO2S2]n
  69. Crystal structure of (2-([1,1-bis(hydroxymethyl)-2-oxyethyl]iminomethyl)-5-(n-decyl)phenolato)-dimethyl-tin(IV), C23H39NO5Sn
  70. Crystal structure of 4-chloro-N′-[(1E)-(3-ethoxy-2-hydroxyphenyl)methylidene]benzohydrazide – a Z′ = 3 structure, C16H15ClN2O3
https://doi.org/10.1515/ncrs-2019-0415
Creative Commons
BY 4.0

Articles in the same Issue

  1. Frontmatter
  2. Crystal structure of [aqua[2,2′-(1,2-phenylene)bis(1H-imidazole-4-carboxylato-5-carboxy)-κ4N3,N3′,O4,O4′] zinc(II)] monohydrate, C16H10N4O9Zn⋅H2O
  3. Crystal structure of ethyl 3-(4-methoxyphenyl)-5-methylcarbamoyl-1H-pyrazole-4-carboxylate, C15H17N3O4
  4. 7-(4-Fluorobenzylidene)-3-(4-fluorophenyl)-N-phenyl-3,3a,4,5,6,7-hexahydro-2H-indazole-2-carbothioamide–dimethylformamide (2/1), C27H23F2N3S, 0.5(C3H7NO)
  5. Crystal structure of 4,4′-(hydrazonomethylene)diphenol dihydrate, C13H16N2O4
  6. Crystal structure of 4-methoxyphenyl-3-phenylpropiolate, C16H12O3
  7. Crystal Structure of tris(tetrakis{1-vinyl-1H-imidazole-κN}copper(II)) bis[tri-μ2-bromido-tetrabromido-bis(1-vinyl-1H-imidazole-κN)tetracopper(I)], C80H96N32Cu11Br14
  8. Crystal structure of (E)-2-(3,6-bis(diethylamino)-9H-xanthen-9-yl)-N′-(quinoxalin-2-ylmethylene)benzohydrazide, C37H36N6O2
  9. Crystal structure of 4-(1-phenylimidazo[1,5-a]pyridin-3-yl)benzoic acid (C20H14N2O2)
  10. Crystal structure of 3-fluoro-3-methyl-1-((2-nitrophenyl)sulfonyl)-5,5-diphenylpiperidine, C24H23FN2O4S
  11. Crystal structure of dimethyl 3,12-dibenzyl-6,10-diphenyl-3,12-diazapentacyclo [6.3.1.02.7.04.11.05.9]-dodecane-7,11-dicarboxylate — acetone (2/1), C40H38N2O2 ⋅ 0.5C3H6O
  12. Crystal structure of poly[(μ2-2-(1H-1,2,4-triazol-1-yl)benzoato-κ4O:O′:N:N′)silver(I)] monohydrate, C9H8AgO3N3
  13. Crystal structure of poly[(μ2-9H-carbazole-3,6-dicarboxylate-κ4O1,O2:O3,O4)(μ2-1,3-di(pyridin-4-yl)propane-κ2N:N′)cadmium(II)]monohydrate, C27H23N3O5Cd
  14. The synthesis and crystal structure of bis(2-(benzo[d]thiazol-2-yl)-5-methylbenzen-1-ido-κ2C,N)-(N,N′-diethyldithiocarbamato-κ2S,S′)iridium(III), C33H30N3S4Ir
  15. The crystal structure of 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylsulfonyl)-1H-pyrazole-3-carboxamide, C12H6N4Cl2F6O3S
  16. Synthesis and crystal structure of poly[(μ2-nitrato-κ4O,O′:O′,O′′)-nitrato-κO-(μ2-1,4-bis((1H-imidazol-1-yl)methyl)benzene-κ2N:N′)cadmium(II)], C14H14N6O6Cd
  17. Crystal structure of ethyl (Z)-(4-oxo-4-phenylbut-2-en-2-yl)glycinate, C14H17NO3
  18. Halogen bonds in the crystal structure of 5-bromo-3,4′-bipyridine – 1,4-diiodotetrafluorobenzene (2/1), C26H14Br2F4I2N4
  19. Crystal structure of bis(2,2′-bipyridine-κ2N,N′)-tetrakis(μ2-3-(phenylsulfonamido)propanoato-κ2O:O′)-bis(3-(phenylsulfonamido)propanoato-κ2O,O′)digadolinium(III) – 2,2′-bipyridine (1/1), C84H84Gd2N12O24S6
  20. Crystal structure of poly[aqua(μ2-2-amino-1,4-benzenedisulfonato-κ2O:O′)bis(μ2-pyrazin-κ2N:N′)silver(I)], C14H16Ag2N5O8S2
  21. The crystal structure of 1,6-di-tert-butyl-1,1,3,3,4,4,6,6-octamethyl-2,2,5,5-tetrakis (trimethylsilyl)hexasilane, C28H78Si10
  22. Crystal structure of discandium triruthenium tetrasilicide, Sc2Ru3Si4
  23. Crystal structure of poly[(μ2-4-amino-1,5-naphthalenedisulfonato-κ4O,N:O′, N′)bis(μ2-hexamethylenetetramino-κ2N;N′)silver(I)], {C22H30Ag2N9O6S2}n
  24. Crystal structure of diaqua[5,5′-dicarboxy-2,2′-(propane-1,3-diyl)bis(1H-imidazole-4-carboxylato-κ4O,O′,N,N′)]zinc(II) dihydrate, C13H18N4O12Zn
  25. The crystal structure of poly [(μ3-N1,N4-bis(pyridin-3-yl)cyclohexane-1,4-dicarboxamide-κ3-O:N:N′)-(p-toluenesulfonato-κ2O,O′)silver(I)], C25H27Ag1N4O5S
  26. The crystal structure of 1,2-bis(3-bromophenoxy) ethane, C14H12Br2O2
  27. The crystal structure of 4-(pyren-1-yl)butyl-3-nitrobenzoate, C27H21NO4
  28. Crystal structure of bis[(2-(4-chlorophenyl)-5-methyl-1,3-dioxane-5-carboxylato-κ1O) (5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)]nickel(II), C40H60Cl2N4NiO8
  29. The crystal structure of 1,5-dinitro-2,3,4-trichlorobenzene, C6H1Cl3N2O4
  30. The crystal structure of the solid solution of 3,5-dinitropyrazole and 4-chlorine-3,5-dinitropyrazole, C3H1.24Cl0.76N4O4
  31. The cocrystal structure of 4-nitropyrazole — acetic acid (1/1), C5H7N3O4
  32. The crystal structure of propan-2-one O-(2,4,6-trinitrophenyl) oxime, C9H8N4O7
  33. The crystal structure of ethyl 2-(3-(2-ethoxy-2-oxoethyl)benzo[d] thiazol-2(3H)-ylidene)acetate, C15H17NO4S
  34. Crystal structure of (acetic acid-κ1O)-bis(μ2-2-chlorobenzoato-κ2O:O′)-(2-chlorobenzoato-κ1O)-(μ2-hydroxy-κ2O:O)-bis(1,10-phenanthroline-κ2N,N′)dimanganese(II) — methanol (1/1), C48H37Cl3Mn2N4O10
  35. Crystal structure of 3-methyl-2-phenyl-1,8-naphthyridine, C15H12N2
  36. Crystal structure of chlorido-(5-acetyl-2-(5-methylpyridin-2-yl)benzen-1-ido-κ2C,N)-pyridine-κN-palladium(II), C19H17ClN2OPd
  37. Crystal structure of (4-methyl-benzoato-κ2O,O′)-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)nickel(II) perchlorate monohydrate, C24H45ClN4NiO7
  38. Crystal structure of (1,4,7,10,13,16-hexaoxacyclooctadecane-κ6O6) 1,2,3,4,5-pentamethyl-cyclopenta-2,4-dien-1-yl(potassium, rubidium) — ammonia (1/2), [K0.3Rb0.7(18-crown-6)]Cp*⋅2 NH3, C22H45K0.3N2O6Rb0.7
  39. Crystal structure of (3E,5E)-1-((4-fluorophenyl)sulfonyl)-3,5-bis(3-nitrobenzylidene)piperidin-4-one — dichloromethane (2/1), C51H38Cl2F2N6O14S2
  40. Crystal structure of (E)-N′-((1,6-dihydropyren-1-yl)methylene)isonicotinohydrazide — methanol (1/1), C24H19N3O2
  41. Crystal structure of poly[aqua(μ2-2-amino-1,4-benzenedisulfonato-κ3N,O:O′)-(μ4-hexamethylenetetramino-κ4N:N′:N′′:N′′′)disilver(I)] monohydrate, C12H21Ag2N5O8S2
  42. Crystal structure of bis(acridin-10-ium) 2,5-dihydroxyterephthalate — 2,5-dihydroxyterephthalic acid (1/1), C21H15NO6
  43. The crystal structure of 1,12-diazaperylene, C18H10N2
  44. Crystal structure of 1-(5-(4-chlorophenyl)-3-(2-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethan-1-one, C17H14N2OFCl
  45. Crystal structure of (4aR,6aR,6bR,10S,12aR)-10-acetoxy-1,2,3,4, 4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a, 12b,13,14b-icosahydro-2,2,4a,6b,9,9,12a-heptamethylpicene-6a-carboxylic acid, C32H50O4
  46. The crystal structure of tetrachlorido-bis{1,3-bis(2,6-diisopropylphenyl)-1H-3λ4-imidazol-2-yl}-(μ2-pyrimidine-κ2N:N′)dipalladium(IV) — dichloromethane (1/2), C60H80Cl8N6Pd2
  47. The crystal structure of (E)-4-(7-methoxy-2-oxo-2H-chromen-8-yl)-2-methylbut-2-en-1-yl 4-nitrobenzoate, C22H19NO7
  48. Crystal structure of 3-methyl-N-(pyrimidin-5-ylmethyl)pyridin-2-amine, C11H12N4
  49. The crystal structure of 2,5-dichloroterephthalic acid dihydrate, C8H8Cl2O6
  50. The crystal structure of 2,4,6-tris[4-(1H-imidazol-1-yl)phenyl]-1,3,5-triazine — dimethylformamide (1/1), C33H28N10O
  51. Crystal structure of N-(adamantan-1-yl)-5-(dimethylamino)naphthalene-1-sulfonamide, C22H28N2O2S
  52. Crystal structure of poly[diaqua-(μ4-4-(3,5-dicarboxy-κ1O-phenoxy)phthalato-κ3O:O′:O′)cadmium(II)], C16H12CdO11
  53. Crystal structure of poly[diaqua-bis(μ2-3-((1H-imidazol-1-yl)methyl)benzoato-κ2N:O)manganese(II)], C22H22MnN4O6
  54. Crystal structure of 9-(3-phenoxyphenyl)-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione, C25H23NO3
  55. The crystal structure of poly[(μ3-2,4,6-tris[4-(1H-imidazol-1-yl)phenyl]-1,3,5-triazine-k3N:N′:N′′)-(nitrato-k2O,O)-(nitrato-k1O)zinc(II)] - N,N-dimethylacetamide (1/2), C38H39N13O8Zn
  56. Crystal structure of poly[(μ7-4-(3,5-dicarboxylatophenoxy)phthalato)-(1,10-phenanthroline-κ2N,N′)dizinc(II)], C28H14N2O9Zn2
  57. The crystal structure of methyl 2-(benzylamino)-5-(benzyloxy)benzoate, C22H21NO3
  58. Crystal structure of (1,4,8,11-tetraazacyclotetradecane)palladium(II) tetracyanoplatinate(II), C14H24N8PdPt
  59. Crystal structure of (pyridine-2-carboxylato-κ2N,O)-[2-(2-pyridyl)phenyl-κ2N,C1]palladium(II), C17H12N2O2Pd
  60. Crystal structure of (cyclohexane-1,4-diammonium) 4-[(4-carboxylatophenyl)disulfanyl]benzoate dimethylsulphoxide hydrate (1/1/1/1), [C6H16N2]2+[C14H8O4S2]2−⋅C2H6OS⋅H2O
  61. Crystal structure of the 2:1 co-crystal 2-[(2-carboxyphenyl)disulfanyl]benzoic acid – 3-bromobenzoic acid, 2(C14H10O4S2)⋅C7H5BrO2
  62. Crystal structure of chlorido-dimethyl-(phenylpiperazine-1-carbodithioato-κ2S,S′)tin(IV), C13H19ClN2S2Sn
  63. Crystal structure of (N-n-butyl, N-methyl-dithiocarbamato-κ2 S,S′)-chlorido-dimethyl-tin(IV), C8H18ClNS2Sn
  64. Crystal structure of (2,2′-bipyridyl)bis(4-bromobenzyl)dibromidotin(IV), C24H20Br4N2Sn
  65. Crystal structure of (2,2′-bipyridyl)bis(4-chlorobenzyl)dichloridotin(IV), C24H20Cl4N2Sn
  66. Crystal structure of N-methyl-N-phenyl(methylsulfanyl)carbothioamide, C9H11NS2
  67. Crystal structure of 4-phenylpiperazin-1-ium (4-phenylpiperazin-1-yl)carbothioylsulfanide, [C10H15N2][C11H13N2S2]
  68. Crystal structure of catena-{di-aqua-sodium [n-butyl(methyl)carbamothioyl]sulfanide}n, [C6H16NNaO2S2]n
  69. Crystal structure of (2-([1,1-bis(hydroxymethyl)-2-oxyethyl]iminomethyl)-5-(n-decyl)phenolato)-dimethyl-tin(IV), C23H39NO5Sn
  70. Crystal structure of 4-chloro-N′-[(1E)-(3-ethoxy-2-hydroxyphenyl)methylidene]benzohydrazide – a Z′ = 3 structure, C16H15ClN2O3
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 30.9.2025 from https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2019-0415/html
Scroll to top button