Literature DB >> 24940213

catena-Poly[[silver(I)-μ-N-[(pyridin-2-yl)meth-yl]pyridine-3-amine-κ(2) N:N'] hexa-fluorido-phosphate].

Abstract

In the title polymeric complex, {[Ag(C11H11N3)]PF6} n , the Ag(I) ion is two-coordinated in a nearly linear coordination geometry [N-Ag-N = 175.98 (9)°] by two pyridine N atoms from two symmetry-related N-[(pyridine-2-yl)meth-yl]pyridine-3-amine ligands. Each Ag(I) ion is bridged by the ligands, forming a helical chain propagating along the b-axis direction. The right- and left-handed helical chains are alternately arranged via Ag⋯Ag [3.2639 (5) Å] and π-π stacking inter-actions [centroid-centroid distance = 3.523 (1) Å], resulting in the formation of a two-dimensional supra-molecular network extending parallel to (101). Weak Ag⋯F inter-actions [longest Ag⋯F inter-action = 3.153 (2) Å], as well as N-H⋯F and C-H⋯F hydrogen-bonding inter-actions, occur between the helical chains and the anions.

Entities: Chemical Disease Species

Year: 2014 PMID： 24940213 PMCID： PMC4051042 DOI： 10.1107/S1600536814011465

Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN： 1600-5368

Related literature

For structures of AgI coordination polymers with symmetrical dipyridyl ligands, see: Lee et al. (2012 ▶); Leong & Vittal (2011 ▶); Park et al. (2010 ▶) and of AgI coordination polymers with unsymmetrical dipyridyl ligands, see: Moon & Park (2013 ▶); Zhang et al. (2013 ▶). For the synthesis of the ligand, see: Lee et al. (2013 ▶).

Experimental

Crystal data

[Ag(C11H11N3)]PF6 M = 438.07 Monoclinic, a = 10.9978 (6) Å b = 10.5081 (6) Å c = 12.7559 (7) Å β = 108.976 (1)° V = 1394.04 (13) Å3 Z = 4 Mo Kα radiation μ = 1.63 mm−1 T = 173 K 0.25 × 0.25 × 0.20 mm

Data collection

Bruker SMART CCD area-detector diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.687, T max = 0.737 7790 measured reflections 2740 independent reflections 2509 reflections with I > 2σ(I) R int = 0.018

Refinement

R[F 2 > 2σ(F 2)] = 0.027 wR(F 2) = 0.071 S = 1.05 2740 reflections 199 parameters H-atom parameters constrained Δρmax = 0.86 e Å−3 Δρmin = −0.44 e Å−3 Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT-Plus (Bruker, 2000 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2005 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶). Crystal structure: contains datablock(s) I, New_Global_Publ_Block. DOI: 10.1107/S1600536814011465/sj5402sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814011465/sj5402Isup2.hkl CCDC reference: 1003661 Additional supporting information: crystallographic information; 3D view; checkCIF report

[Ag(C₁₁H₁₁N₃)]PF₆	F(000) = 856
M_r = 438.07	D_x = 2.087 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 5558 reflections
a = 10.9978 (6) Å	θ = 2.6–28.3°
b = 10.5081 (6) Å	µ = 1.63 mm⁻¹
c = 12.7559 (7) Å	T = 173 K
β = 108.976 (1)°	Block, pale-yellow
V = 1394.04 (13) Å³	0.25 × 0.25 × 0.20 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	2740 independent reflections
Radiation source: fine-focus sealed tube	2509 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.018
φ and ω scans	θ_max = 26.0°, θ_min = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −13→13
T_min = 0.687, T_max = 0.737	k = −12→12
7790 measured reflections	l = −15→7

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.071	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.0342P)² + 2.1214P] where P = (F_o² + 2F_c²)/3
2740 reflections	(Δ/σ)_max = 0.001
199 parameters	Δρ_max = 0.86 e Å⁻³
0 restraints	Δρ_min = −0.44 e Å⁻³

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	U_iso*/U_eq
Ag1	0.47207 (2)	0.61822 (2)	0.412386 (18)	0.03167 (9)
N1	0.5497 (2)	0.4784 (2)	0.33275 (19)	0.0266 (5)
N2	0.4485 (3)	0.2196 (3)	0.1313 (2)	0.0369 (6)
H2	0.4838	0.1727	0.0917	0.044*
N3	0.0973 (2)	0.2683 (2)	0.01010 (19)	0.0283 (5)
C1	0.4751 (3)	0.3971 (3)	0.2586 (2)	0.0280 (6)
H1	0.3845	0.4021	0.2417	0.034*
C2	0.5256 (3)	0.3050 (3)	0.2052 (2)	0.0281 (6)
C3	0.6588 (3)	0.3014 (3)	0.2305 (3)	0.0332 (7)
H3	0.6972	0.2408	0.1956	0.040*
C4	0.7343 (3)	0.3859 (3)	0.3062 (3)	0.0343 (7)
H4	0.8252	0.3839	0.3242	0.041*
C5	0.6775 (3)	0.4734 (3)	0.3559 (2)	0.0302 (6)
H5	0.7303	0.5317	0.4079	0.036*
C6	0.3137 (3)	0.2022 (3)	0.1148 (3)	0.0346 (7)
H6A	0.3001	0.2103	0.1876	0.042*
H6B	0.2896	0.1144	0.0880	0.042*
C7	0.2236 (3)	0.2940 (3)	0.0343 (2)	0.0298 (6)
C8	0.2648 (4)	0.3970 (3)	−0.0121 (3)	0.0384 (7)
H8	0.3541	0.4145	0.0060	0.046*
C9	0.1750 (4)	0.4743 (3)	−0.0851 (3)	0.0435 (8)
H9	0.2021	0.5462	−0.1169	0.052*
C10	0.0460 (4)	0.4471 (3)	−0.1120 (3)	0.0405 (8)
H10	−0.0172	0.4982	−0.1630	0.049*
C11	0.0118 (3)	0.3428 (3)	−0.0620 (3)	0.0358 (7)
H11	−0.0770	0.3231	−0.0797	0.043*
P1	0.37249 (7)	0.77956 (8)	0.11683 (7)	0.03202 (19)
F1	0.4915 (2)	0.7903 (2)	0.22735 (18)	0.0563 (6)
F2	0.4462 (3)	0.6767 (2)	0.0700 (2)	0.0647 (7)
F3	0.31392 (19)	0.66683 (19)	0.17158 (17)	0.0455 (5)
F4	0.2950 (3)	0.8808 (2)	0.1620 (3)	0.0682 (7)
F5	0.43037 (19)	0.89076 (19)	0.06094 (19)	0.0497 (5)
F6	0.2517 (2)	0.7676 (2)	0.00672 (18)	0.0597 (6)

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag1	0.03861 (15)	0.02833 (14)	0.02926 (14)	0.00868 (9)	0.01269 (10)	−0.00213 (9)
N1	0.0309 (12)	0.0256 (12)	0.0232 (12)	0.0033 (10)	0.0087 (10)	0.0017 (9)
N2	0.0353 (14)	0.0405 (15)	0.0373 (15)	−0.0029 (11)	0.0154 (12)	−0.0149 (12)
N3	0.0383 (13)	0.0253 (12)	0.0232 (12)	−0.0064 (10)	0.0127 (10)	−0.0031 (9)
C1	0.0240 (13)	0.0315 (15)	0.0279 (15)	0.0010 (11)	0.0079 (11)	−0.0011 (12)
C2	0.0312 (14)	0.0294 (14)	0.0252 (14)	0.0015 (12)	0.0109 (12)	0.0006 (11)
C3	0.0338 (15)	0.0377 (16)	0.0325 (16)	0.0065 (13)	0.0170 (13)	−0.0004 (13)
C4	0.0246 (14)	0.0443 (18)	0.0346 (17)	0.0012 (12)	0.0105 (12)	0.0030 (13)
C5	0.0322 (15)	0.0305 (15)	0.0259 (14)	−0.0044 (12)	0.0068 (12)	0.0010 (12)
C6	0.0387 (17)	0.0321 (15)	0.0307 (16)	−0.0089 (13)	0.0080 (13)	−0.0041 (12)
C7	0.0401 (16)	0.0275 (14)	0.0232 (14)	−0.0075 (12)	0.0121 (12)	−0.0054 (11)
C8	0.0502 (19)	0.0357 (17)	0.0330 (17)	−0.0148 (14)	0.0188 (15)	−0.0047 (13)
C9	0.071 (2)	0.0301 (16)	0.0350 (18)	−0.0131 (16)	0.0240 (17)	−0.0004 (13)
C10	0.062 (2)	0.0301 (16)	0.0296 (16)	0.0037 (15)	0.0158 (15)	0.0016 (13)
C11	0.0394 (16)	0.0357 (16)	0.0316 (16)	−0.0003 (14)	0.0105 (13)	−0.0017 (13)
P1	0.0292 (4)	0.0364 (4)	0.0308 (4)	−0.0005 (3)	0.0103 (3)	0.0018 (3)
F1	0.0522 (12)	0.0657 (14)	0.0409 (12)	−0.0176 (11)	0.0013 (10)	0.0084 (10)
F2	0.0786 (17)	0.0548 (14)	0.0761 (17)	0.0126 (12)	0.0465 (14)	0.0002 (12)
F3	0.0439 (11)	0.0452 (11)	0.0473 (12)	−0.0047 (9)	0.0147 (9)	0.0107 (9)
F4	0.0735 (16)	0.0467 (13)	0.105 (2)	0.0054 (11)	0.0570 (16)	−0.0062 (12)
F5	0.0384 (11)	0.0499 (12)	0.0589 (13)	−0.0044 (9)	0.0132 (10)	0.0207 (10)
F6	0.0549 (13)	0.0640 (14)	0.0469 (12)	−0.0154 (11)	−0.0018 (10)	0.0164 (11)

Ag1—N1	2.117 (2)	C5—H5	0.9500
Ag1—N3ⁱ	2.130 (2)	C6—C7	1.519 (4)
Ag1—Ag1ⁱⁱ	3.2639 (5)	C6—H6A	0.9900
N1—C1	1.340 (4)	C6—H6B	0.9900
N1—C5	1.340 (4)	C7—C8	1.378 (4)
N2—C2	1.376 (4)	C8—C9	1.381 (5)
N2—C6	1.440 (4)	C8—H8	0.9500
N2—H2	0.8800	C9—C10	1.377 (5)
N3—C11	1.334 (4)	C9—H9	0.9500
N3—C7	1.348 (4)	C10—C11	1.380 (5)
N3—Ag1ⁱⁱⁱ	2.130 (2)	C10—H10	0.9500
C1—C2	1.398 (4)	C11—H11	0.9500
C1—H1	0.9500	P1—F2	1.581 (2)
C2—C3	1.395 (4)	P1—F4	1.584 (2)
C3—C4	1.374 (4)	P1—F1	1.585 (2)
C3—H3	0.9500	P1—F6	1.594 (2)
C4—C5	1.377 (4)	P1—F5	1.604 (2)
C4—H4	0.9500	P1—F3	1.612 (2)

N1—Ag1—N3ⁱ	175.98 (9)	H6A—C6—H6B	107.4
N1—Ag1—Ag1ⁱⁱ	77.59 (6)	N3—C7—C8	121.2 (3)
N3ⁱ—Ag1—Ag1ⁱⁱ	105.17 (6)	N3—C7—C6	115.1 (2)
C1—N1—C5	119.2 (2)	C8—C7—C6	123.7 (3)
C1—N1—Ag1	122.10 (19)	C7—C8—C9	119.2 (3)
C5—N1—Ag1	118.67 (19)	C7—C8—H8	120.4
C2—N2—C6	123.9 (3)	C9—C8—H8	120.4
C2—N2—H2	118.1	C10—C9—C8	119.9 (3)
C6—N2—H2	118.1	C10—C9—H9	120.0
C11—N3—C7	118.9 (3)	C8—C9—H9	120.0
C11—N3—Ag1ⁱⁱⁱ	118.4 (2)	C9—C10—C11	117.6 (3)
C7—N3—Ag1ⁱⁱⁱ	122.7 (2)	C9—C10—H10	121.2
N1—C1—C2	122.5 (3)	C11—C10—H10	121.2
N1—C1—H1	118.8	N3—C11—C10	123.2 (3)
C2—C1—H1	118.8	N3—C11—H11	118.4
N2—C2—C3	120.4 (3)	C10—C11—H11	118.4
N2—C2—C1	122.2 (3)	F2—P1—F4	178.42 (16)
C3—C2—C1	117.4 (3)	F2—P1—F1	90.46 (15)
C4—C3—C2	119.6 (3)	F4—P1—F1	90.87 (15)
C4—C3—H3	120.2	F2—P1—F6	89.76 (15)
C2—C3—H3	120.2	F4—P1—F6	88.89 (16)
C3—C4—C5	119.6 (3)	F1—P1—F6	179.13 (13)
C3—C4—H4	120.2	F2—P1—F5	90.22 (13)
C5—C4—H4	120.2	F4—P1—F5	90.62 (13)
N1—C5—C4	121.7 (3)	F1—P1—F5	90.65 (12)
N1—C5—H5	119.1	F6—P1—F5	90.19 (12)
C4—C5—H5	119.1	F2—P1—F3	89.29 (13)
N2—C6—C7	115.6 (3)	F4—P1—F3	89.86 (12)
N2—C6—H6A	108.4	F1—P1—F3	89.85 (11)
C7—C6—H6A	108.4	F6—P1—F3	89.31 (11)
N2—C6—H6B	108.4	F5—P1—F3	179.29 (13)
C7—C6—H6B	108.4

N3ⁱ—Ag1—N1—C1	−133.0 (12)	C3—C4—C5—N1	0.3 (5)
Ag1ⁱⁱ—Ag1—N1—C1	93.3 (2)	C2—N2—C6—C7	84.6 (4)
N3ⁱ—Ag1—N1—C5	45.6 (14)	C11—N3—C7—C8	1.5 (4)
Ag1ⁱⁱ—Ag1—N1—C5	−88.1 (2)	Ag1ⁱⁱⁱ—N3—C7—C8	−175.7 (2)
C5—N1—C1—C2	1.0 (4)	C11—N3—C7—C6	−178.5 (3)
Ag1—N1—C1—C2	179.6 (2)	Ag1ⁱⁱⁱ—N3—C7—C6	4.2 (3)
C6—N2—C2—C3	168.9 (3)	N2—C6—C7—N3	172.9 (2)
C6—N2—C2—C1	−10.4 (5)	N2—C6—C7—C8	−7.1 (4)
N1—C1—C2—N2	178.3 (3)	N3—C7—C8—C9	−0.5 (5)
N1—C1—C2—C3	−1.0 (4)	C6—C7—C8—C9	179.6 (3)
N2—C2—C3—C4	−178.7 (3)	C7—C8—C9—C10	−0.9 (5)
C1—C2—C3—C4	0.6 (4)	C8—C9—C10—C11	1.1 (5)
C2—C3—C4—C5	−0.2 (5)	C7—N3—C11—C10	−1.2 (5)
C1—N1—C5—C4	−0.6 (4)	Ag1ⁱⁱⁱ—N3—C11—C10	176.1 (2)
Ag1—N1—C5—C4	−179.3 (2)	C9—C10—C11—N3	−0.1 (5)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···F5^iv	0.88	2.51	3.354 (4)	160
C4—H4···F1^v	0.95	2.52	3.336 (4)	145
C5—H5···F5^vi	0.95	2.55	3.447 (4)	157
C5—H5···F6^vi	0.95	2.43	3.280 (4)	149
C6—H6A···F3ⁱⁱⁱ	0.99	2.54	3.467 (4)	155
C11—H11···F3^vii	0.95	2.49	3.397 (4)	160

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2⋯F5ⁱ	0.88	2.51	3.354 (4)	160
C4—H4⋯F1ⁱⁱ	0.95	2.52	3.336 (4)	145
C5—H5⋯F5ⁱⁱⁱ	0.95	2.55	3.447 (4)	157
C5—H5⋯F6ⁱⁱⁱ	0.95	2.43	3.280 (4)	149
C6—H6A⋯F3^iv	0.99	2.54	3.467 (4)	155
C11—H11⋯F3^v	0.95	2.49	3.397 (4)	160

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .

4 in total

1. One-dimensional coordination polymers: complexity and diversity in structures, properties, and applications.

Authors: Wei Lee Leong; Jagadese J Vittal
Journal: Chem Rev Date: 2010-08-30 Impact factor: 60.622

2. A short history of SHELX.

Authors: George M Sheldrick
Journal: Acta Crystallogr A Date: 2007-12-21 Impact factor: 2.290

3. Well-designed strategy to construct helical silver(I) coordination polymers from flexible unsymmetrical bis(pyridyl) ligands: syntheses, structures, and properties.

Authors: Zhu-Yan Zhang; Zhao-Peng Deng; Li-Hua Huo; Hui Zhao; Shan Gao
Journal: Inorg Chem Date: 2013-05-02 Impact factor: 5.165

4. catena-Poly[[silver(I)-μ-N-(pyridin-3-ylmeth-yl)pyridine-2-amine-κ(2) N:N'] tri-fluoro-methane-sulfonate].

Authors: Suk-Hee Moon; Ki-Min Park
Journal: Acta Crystallogr Sect E Struct Rep Online Date: 2013-06-26

4 in total

1. Crystal structure of a one-dimensional helical-type silver(I) coordination polymer: catena-poly[[silver(I)-μ-N-(pyridin-4-ylmeth-yl)pyridine-3-amine-κ(2) N:N'] nitrate dimethyl sulfoxide disolvate].

Authors: Bokhee Moon; Youngeun Jeon; Suk-Hee Moon; Ki-Min Park
Journal: Acta Crystallogr Sect E Struct Rep Online Date: 2014-11-15

2. Crystal structure of an Hg^II coordination polymer with an unsymmetrical dipyridyl ligand: catena-poly[[[di-chlorido-mercury(II)]-μ-N-(pyridin-4-ylmeth-yl)pyridin-3-amine-κ²N:N'] chloro-form hemisolvate].

Authors: Suk-Hee Moon; Donghyun Kang; Ki-Min Park
Journal: Acta Crystallogr E Crystallogr Commun Date: 2016-10-04

3. Crystal structure of catena-poly[[silver(I)-μ-N-(pyridin-2-ylmeth-yl)pyridine-3-amine-κ(2) N:N'] tri-fluoro-methane-sulfonate].

Authors: Suk-Hee Moon; Seonghwa Cho; Ki-Min Park
Journal: Acta Crystallogr Sect E Struct Rep Online Date: 2014-10-24

4. Crystal structure of a helical silver(I) coordination polymer based on an unsymmetrical dipyridyl ligand: catena-poly[[silver(I)-μ-N-(pyridin-4-ylmeth-yl)pyridine-3-amine-κ (2) N:N'] tetra-fluorido-borate methanol hemisolvate].

Authors: Suk-Hee Moon; Youngjin Kang; Ki-Min Park
Journal: Acta Crystallogr E Crystallogr Commun Date: 2015-10-07

4 in total