Crystal structure of poly[aqua(5-dimethylamino)naphthalene-1-sulfonato-κ2N:O)(μ2-4,4′-bipyridyl -κ2N:N′)silver(I)], C44H44Ag2N6O8S2

Xi-Xi Li; Jin-Ke Jiang; Jing-Jie Du; Wei Guo; Hui Jiang; Xian-Wu Dong

doi:10.1515/ncrs-2020-0028

Open Access Published by De Gruyter (O) April 16, 2020

Crystal structure of poly[aqua(5-dimethylamino)naphthalene-1-sulfonato-κ²N:O)(μ₂-4,4′-bipyridyl -κ²N:N′)silver(I)], C₄₄H₄₄Ag₂N₆O₈S₂

Xi-Xi Li , Jin-Ke Jiang , Jing-Jie Du , Wei Guo , Hui Jiang and Xian-Wu Dong

From the journal Zeitschrift für Kristallographie - New Crystal Structures

https://doi.org/10.1515/ncrs-2020-0028

abstract

C₄₄H₄₄Ag₂N₆O₈S₂, triclinic, P1̄ (no. 2), a = 11.3967(5) Å, b = 12.6953(6) Å, c = 14.9539(7) Å, α = 80.903(4)°, β = 89.801(4)°, γ = 83.911(4)°, V = 2124.14(17) Å³, Z = 2, R_gt(F) = 0.0421, wR_ref(F²) = 0.1130, T = 293(2) K.

CCDC no.: 1975823

Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal:	Colorless block
Size:	0.19 × 0.16 × 0.11 mm
Wavelength:	Mo Kα radiation (0.71073 Å)
μ:	1.08 mm⁻¹
Diffractometer, scan mode:	XtaLAB Pro, ω-scans
θ_max, completeness:	29.8°, >99%
N(hkl)_measured, N(hkl)_unique, R_int:	38875, 10654, 0.037
Criterion for I_obs, N(hkl)_gt:	I_obs > 2 σ(I_obs), 7535
N(param)_refined:	569
Programs:	CrysAlis^PRO [1], WinGX and ORTEP [2], SHELX [3]

Table 2:

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

Atom	x	y	z	U_iso*/U_eq
Ag1	0.79002(2)	1.04026(2)	0.62128(2)	0.05605(10)
Ag2	0.83622(2)	0.24623(3)	0.72862(2)	0.06733(11)
S1	0.79547(6)	0.37138(6)	0.48145(6)	0.04434(18)
S2	0.79625(9)	0.89625(9)	0.87051(7)	0.0661(3)
N6	0.60047(18)	1.0426(2)	0.61480(18)	0.0390(5)
O1	0.7607(2)	0.2754(2)	0.53653(17)	0.0598(6)
N4	0.02536(19)	0.2518(2)	0.73251(19)	0.0476(6)
O2	0.7155(2)	0.46660(19)	0.48845(18)	0.0571(6)
N5	−0.02132(18)	1.03880(19)	0.60896(19)	0.0404(6)
O3	0.9171(2)	0.3874(2)	0.49641(18)	0.0621(7)
O2W	0.8385(3)	0.6256(2)	0.5555(2)	0.0680(7)
H2A	0.907203	0.604681	0.538680	0.102*
H2B	0.794063	0.584179	0.535974	0.102*
N3	0.6461(2)	0.2536(2)	0.7411(2)	0.0489(7)
C27	0.3551(2)	1.0372(2)	0.60702(19)	0.0326(5)
C30	0.2252(2)	1.0365(2)	0.60504(19)	0.0328(5)
C40	0.2693(2)	0.2622(2)	0.7463(2)	0.0371(6)
O1W	0.8122(4)	0.8046(3)	0.6482(3)	0.0921(10)
H1A	0.800632	0.797409	0.704920	0.138*
H1B	0.782242	0.752279	0.631418	0.138*
C25	0.5316(2)	1.1200(2)	0.5649(2)	0.0447(7)
H30	0.566365	1.176819	0.532179	0.054*
O6	0.7117(3)	0.9213(3)	0.9378(2)	0.0901(10)
O5	0.7650(3)	0.8095(3)	0.8248(2)	0.0909(10)
O4	0.8226(3)	0.9903(3)	0.8091(2)	0.0854(9)
C37	0.3997(2)	0.2625(2)	0.7491(2)	0.0375(6)
N2	1.1705(3)	0.5878(2)	1.1514(2)	0.0552(7)
C41	0.1993(2)	0.3325(3)	0.6826(2)	0.0490(8)
H39	0.232927	0.384698	0.643013	0.059*
C31	0.1515(2)	1.1192(2)	0.5578(2)	0.0439(7)
H28	0.183228	1.176505	0.523084	0.053*
C6	0.6773(2)	0.3403(2)	0.3246(2)	0.0389(6)
C2	0.8912(3)	0.3319(2)	0.3222(2)	0.0447(7)
H9	0.962181	0.336434	0.351112	0.054*
C1	0.7870(2)	0.3477(2)	0.3666(2)	0.0399(6)
C26	0.4103(2)	1.1207(3)	0.5590(2)	0.0471(8)
H29	0.365772	1.177101	0.522919	0.056*
C18	0.9419(3)	0.7467(3)	0.9907(2)	0.0424(7)
C28	0.4284(2)	0.9561(2)	0.6579(2)	0.0482(8)
H32	0.396471	0.897427	0.690383	0.058*
C16	1.1351(3)	0.7907(3)	1.0359(2)	0.0442(7)
H24	1.203230	0.773500	1.071564	0.053*
C3	0.8913(3)	0.3091(2)	0.2335(2)	0.0455(7)
H8	0.962674	0.298488	0.204126	0.055*
C17	1.0493(3)	0.7165(2)	1.0415(2)	0.0396(6)
C8	0.4649(3)	0.3460(3)	0.3218(3)	0.0536(8)
H11	0.392777	0.356639	0.350047	0.064*
C44	0.0922(3)	0.1875(3)	0.7955(3)	0.0539(9)
H33	0.055723	0.137862	0.835634	0.065*
C29	0.5485(2)	0.9615(3)	0.6607(3)	0.0522(8)
H31	0.595459	0.906204	0.696216	0.063*
C32	0.0307(2)	1.1177(3)	0.5616(2)	0.0468(7)
H27	−0.016784	1.175093	0.529242	0.056*
C38	0.4721(2)	0.1829(3)	0.8021(2)	0.0489(8)
H35	0.439296	0.130638	0.842140	0.059*
C5	0.6788(2)	0.3169(2)	0.2343(2)	0.0431(7)
C4	0.7885(3)	0.3022(3)	0.1896(2)	0.0464(7)
H7	0.789939	0.287974	0.130491	0.056*
C13	0.9302(3)	0.8468(3)	0.9322(2)	0.0457(7)
C43	0.2119(3)	0.1894(3)	0.8052(3)	0.0519(8)
H34	0.253967	0.142385	0.850873	0.062*
C39	0.5930(2)	0.1807(3)	0.7958(2)	0.0518(8)
H36	0.639753	0.125595	0.831657	0.062*
C15	1.1195(3)	0.8856(3)	0.9799(3)	0.0540(8)
H23	1.176733	0.933054	0.977220	0.065*
C14	1.0174(3)	0.9128(3)	0.9259(3)	0.0548(8)
H22	1.009154	0.976696	0.885315	0.066*
C36	0.4554(3)	0.3400(3)	0.6935(3)	0.0533(8)
H38	0.410544	0.396744	0.657951	0.064*
C42	0.0793(2)	0.3249(3)	0.6783(2)	0.0539(9)
H40	0.034017	0.373142	0.635380	0.065*
N1	0.5778(3)	0.2789(3)	0.1002(2)	0.0673(9)
C9	0.4666(3)	0.3218(3)	0.2340(3)	0.0561(9)
H12	0.395756	0.315859	0.205489	0.067*
C7	0.5661(3)	0.3546(3)	0.3676(2)	0.0473(7)
H10	0.562513	0.369723	0.426508	0.057*
C22	1.0633(3)	0.6159(3)	1.1010(2)	0.0484(7)
C19	0.8508(3)	0.6780(3)	1.0052(3)	0.0595(9)
H21	0.780038	0.696622	0.972934	0.071*
C21	0.9712(4)	0.5552(3)	1.1120(3)	0.0641(10)
H19	0.979535	0.491034	1.152292	0.077*
C35	0.5773(3)	0.3331(3)	0.6911(3)	0.0565(9)
H37	0.612764	0.385698	0.653251	0.068*
C33	0.1704(3)	0.9538(3)	0.6530(3)	0.0675(12)
H26	0.215816	0.894667	0.684924	0.081*
C10	0.5707(3)	0.3067(3)	0.1889(2)	0.0521(8)
C34	0.0484(3)	0.9578(3)	0.6541(3)	0.0684(12)
H25	0.014117	0.901308	0.687856	0.082*
C20	0.8655(4)	0.5863(4)	1.0651(3)	0.0719(11)
H20	0.803981	0.543355	1.075001	0.086*
C24	1.1679(4)	0.5010(4)	1.2285(3)	0.0786(13)
H18	1.103494	0.518011	1.267112	0.118*
H16	1.240820	0.492862	1.262135	0.118*
H17	1.157810	0.435227	1.206843	0.118*
C23	1.2755(4)	0.5656(4)	1.0976(3)	0.0690(10)
H14	1.277095	0.494844	1.082199	0.104*
H15	1.345064	0.570003	1.132261	0.104*
H13	1.273064	0.617307	1.043207	0.104*
C11	0.4805(4)	0.3255(6)	0.0396(3)	0.107(2)
H2	0.410393	0.293208	0.059132	0.161*
H3	0.498915	0.312746	-0.020759	0.161*
H1	0.467707	0.401343	0.040137	0.161*
C12	0.5961(5)	0.1627(5)	0.1003(4)	0.0922(16)
H6	0.661990	0.132095	0.139041	0.138*
H5	0.611723	0.149176	0.039749	0.138*
H4	0.526522	0.130952	0.121972	0.138*

Source of materials

A mixture of AgNO₃ (0.170 g, 1 mmol) and 5-bimethylamino-1-naphthalene sulfonic acid (0.2513 g, 1 mmol) in 15 mL DMF/acetonitrile (1:2, v/v) reacted for 30 minutes. The methyl alcohol containing 4,4′-bipyridine (0.078 g, 0.5 mmol) was put into the system. The solution was kept in the dark room at room temperature and the crystals were gained.

Experimental details

Data were collected by CrysAlis^PRO 1.171.39.7e [1], the structure was solved by SHELXT with WinGX [2], and refined by SHELXL [3]. Hydrogen atoms were placed in their geometrically idealized positions and constrained to ride on their parent atoms.

Comment

As is depicted in the left part of figure, the silver(I) atoms have different coordinating environments. The Ag1 is four-coordinated by two nitrogen atoms from two 4,4′-bipyridine (bpy), two oxygen atoms from water molecule and 5-bimethylamino-1-naphthalene sulfonic acid (bttS) desperately. The Ag2 is also four-coordinated by three nitrogen atoms and one oxygen atom. And two nitrogen atoms from bpy ligands, one nitrogen atom from bttS ligand. The one oxygen atom from bttS ligand. The bond lengths and angles are similar to other coordinated polymers [4], [5], [6], [7]. After calculating, there is not π⋯π interaction. Lastly, the existence of weak intramolecular interaction such as CH⋯O make it become a three-dimensional structure (cf. right part of the figure). (symmetry codes: A = 2 − x, 1 − y, 2 − z; B = 1 + x, y, z).

Acknowledgements

This work was supported by the Jilin Agricultural Science and Technology University Students Science and Technology Innovation and Entrepreneurship Training Program Project (no. 2019034) and Key Construction Disciplines of Biology, Jilin Agricultural Science and Technology University.

References

1. Rigaku Corporation. CrysAlis^PRO. Yarnton, Oxfordshire, England (2015).Search in Google Scholar

2. Farrugia, L. J.: WinGX and ORTEP for Windows: an update. J. Appl. Cryst. 45 (2012) 849–854.10.1107/S0021889812029111Search in Google Scholar

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

4. Wu, H.; Dong, X.-W.; Liu, H.-Y.; Ma, J.-F.; Liu, Y.-Y.; Liu, Y.-Y.; Yang, J.: Construction of a series of inorganic–organic hybrid coordination polymers based on hexamethylenetetramine and sulfonate ligands. Inorg Chim Acta. 373 (2011) 19–26.10.1016/j.ica.2011.03.041Search in Google Scholar

5. Wu, H.; Dong, X.-W.; Ma, J.-F.; Liu, H.-Y.; Yang, J.; Bai, H.-Y.: Influence of anionic sulfonate-containing and nitrogen-containing mixed-ligands on the structures of silver coordination polymers. Dalton Trans. 17 (2009) 3162–3174.10.1039/b814942aSearch in Google Scholar PubMed

6. Jiang, J.-K.; Li, X.-X.; Jiang, H.; Dong, X.-W.: Crystal structure of poly[aqua(μ₂-2-amino-1,4-benzenedisulfonato-κ³N,O:O′)-(μ₄-hexamethylenetetramino-κ⁴N:N′:N′′:N′′′)disilver(I)] monohydrate, C₁₂H₂₁Ag₂N₅O₈S₂. Z. Kristallogr. NCS 234 (2019) 1251–1252.10.1515/ncrs-2019-0372Search in Google Scholar

7. Wu, H.; Lu, X.-L.; Lu, B.; Dong, C.-X.; Wu, M.-S.: A novel three dimensional Ag^I coordination polymer based on mixed naphthalene-1,5-disulfonate and aminoacetate ligands. Acta Crystallogr. C69 (2013) 876–879.10.1107/S0108270113019550Search in Google Scholar

Received: 2020-01-14

Accepted: 2020-03-19

Published Online: 2020-04-16

Published in Print: 2020-06-25

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