Literature DB >> 21583044

catena-Poly[[(nitrato-κO,O')silver(I)]-μ(3)-4-pyridone-κO:O:O].

Abstract

In the title complex, [Ag(NO(3))(C(5)H(5)NO)](n), the Ag(I) atom is coordinated by two O atoms from two different pan class="Chemical">4-pyridone ligands and two O atoms from one pan class="Chemical">nitrate anion, displaying a nearly planar coordination geometry. The O atoms of two pan class="Chemical">4-pyridone ligands bridge two symmetrically related AgNO(3) units, forming a dimer, with an Ag⋯Ag separation of 3.680 (2) Å. Neighbouring dimers are linked into an infinite chain through weak Ag⋯O inter-actions [2.765 (2) Å], Ag⋯Ag inter-actions [3.1511 (4) Å] and π-π stacking inter-actions [centroid-centroid distance = 3.623 (4) Å]. N-H⋯O and C-H⋯O hydrogen bonds assemble these chains into a three-dimensional network.

Entities: CellLine Chemical Disease Gene Species

Year: 2009 PMID： 21583044 PMCID： PMC2969665 DOI： 10.1107/S1600536809019138

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

Related literature

For general background to hydroxypyridines, see: Deng et al. (2005 ▶); Holis & Lippard (1983 ▶); John & Urland (2006 ▶); Klausmeyer & Beckles (2007 ▶). For related structures, see: Deisenhofer & Michel (1998 ▶); Gao et al. (2004 ▶); Leng & Ng (2007 ▶); Li, Yan et al. (2005 ▶); Li, Yin et al. (2005 ▶); Pan & Xu (2004 ▶); Wu et al. (2003 ▶).

Experimental

Crystal data

[Ag(NO3)(pan class="Chemical">C5H5NO)] M = 264.98 Monoclinic, a = 19.3509 (7) Å b = 3.6232 (1) Å c = 21.2600 (8) Å β = 102.174 (2)° V = 1457.06 (9) Å3 Z = 8 Mo Kα radiation μ = 2.74 mm−1 T = 296 K 0.26 × 0.23 × 0.21 mm

Data collection

Bruker APEXII CCD diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.508, T max = 0.575 11458 measured reflections 1678 independent reflections 1557 reflections with I > 2σ(I) R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.020 wR(F 2) = 0.054 S = 1.07 1678 reflections 112 parameters 1 restraint pan class="Disease">H atoms treated by a mixture of independent and constrained refinement Δρmax = 0.50 e Å−3 Δρmin = −0.52 e Å−3 Data collection: pan class="Gene">APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL. Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809019138/pan class="CellLine">hy2199sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536809019138/pan class="CellLine">hy2199n>Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Ag(NO₃)(C₅H₅NO)]	F(000) = 1024
M_r = 264.98	D_x = 2.416 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3600 reflections
a = 19.3509 (7) Å	θ = 1.4–28°
b = 3.6232 (1) Å	µ = 2.74 mm⁻¹
c = 21.2600 (8) Å	T = 296 K
β = 102.174 (2)°	Block, colorless
V = 1457.06 (9) Å³	0.26 × 0.23 × 0.21 mm
Z = 8

Bruker APEXII CCD diffractometer	1678 independent reflections
Radiation source: fine-focus sealed tube	1557 reflections with I > 2σ(I)
graphite	R_int = 0.022
φ and ω scans	θ_max = 27.5°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −24→24
T_min = 0.508, T_max = 0.575	k = −4→4
11458 measured reflections	l = −26→27

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)] = 0.020	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.054	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ²(F_o²) + (0.0276P)² + 1.8757P] where P = (F_o² + 2F_c²)/3
1678 reflections	(Δ/σ)_max = 0.001
112 parameters	Δρ_max = 0.50 e Å⁻³
1 restraint	Δρ_min = −0.52 e Å⁻³

	x	y	z	U_iso*/U_eq
Ag1	−0.054927 (10)	0.18113 (6)	0.443081 (9)	0.04893 (9)
C1	0.08175 (11)	0.6362 (6)	0.41324 (10)	0.0342 (4)
C2	0.15034 (12)	0.7888 (6)	0.43328 (12)	0.0411 (5)
H2	0.1661	0.8620	0.4758	0.049*
C3	0.19321 (13)	0.8286 (7)	0.39055 (14)	0.0471 (6)
H3	0.2380	0.9306	0.4040	0.057*
C4	0.10736 (14)	0.5710 (7)	0.30792 (11)	0.0469 (5)
H4	0.0939	0.4967	0.2652	0.056*
C5	0.06220 (12)	0.5262 (7)	0.34795 (10)	0.0394 (4)
H5	0.0179	0.4222	0.3325	0.047*
H1	0.1981 (15)	0.767 (8)	0.3009 (12)	0.059*
N1	0.17149 (12)	0.7221 (6)	0.32924 (11)	0.0486 (5)
N2	−0.15451 (10)	−0.1759 (5)	0.34244 (9)	0.0362 (4)
O1	0.03930 (9)	0.6001 (5)	0.45201 (7)	0.0445 (4)
O2	−0.15517 (10)	−0.2094 (6)	0.40146 (8)	0.0543 (5)
O3	−0.10437 (9)	−0.0108 (6)	0.32724 (9)	0.0542 (4)
O4	−0.20310 (8)	−0.3092 (5)	0.30118 (8)	0.0480 (4)

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag1	0.04508 (12)	0.05614 (14)	0.04269 (12)	−0.01218 (8)	0.00275 (8)	−0.01404 (8)
C1	0.0356 (10)	0.0325 (10)	0.0360 (10)	−0.0024 (8)	0.0111 (8)	−0.0017 (8)
C2	0.0382 (11)	0.0412 (11)	0.0439 (12)	−0.0048 (9)	0.0085 (9)	−0.0019 (9)
C3	0.0353 (11)	0.0423 (13)	0.0658 (16)	−0.0008 (9)	0.0156 (11)	0.0055 (11)
C4	0.0583 (14)	0.0479 (13)	0.0378 (11)	0.0046 (11)	0.0173 (10)	0.0005 (10)
C5	0.0424 (11)	0.0417 (12)	0.0351 (10)	−0.0032 (9)	0.0101 (8)	−0.0029 (9)
N1	0.0523 (12)	0.0485 (11)	0.0532 (12)	0.0062 (9)	0.0299 (10)	0.0065 (9)
N2	0.0312 (8)	0.0395 (10)	0.0358 (9)	0.0001 (7)	0.0022 (7)	−0.0047 (7)
O1	0.0443 (8)	0.0547 (10)	0.0382 (8)	−0.0146 (7)	0.0175 (7)	−0.0098 (7)
O2	0.0548 (10)	0.0734 (12)	0.0336 (8)	−0.0131 (9)	0.0069 (8)	−0.0082 (8)
O3	0.0461 (9)	0.0610 (12)	0.0567 (10)	−0.0179 (9)	0.0132 (8)	−0.0042 (9)
O4	0.0377 (9)	0.0678 (11)	0.0360 (9)	−0.0126 (8)	0.0022 (7)	−0.0091 (8)

Ag1—O1ⁱ	2.3259 (15)	C3—N1	1.339 (4)
Ag1—O1	2.3493 (16)	C3—H3	0.9300
Ag1—O1ⁱⁱ	2.7652 (18)	C4—N1	1.344 (4)
Ag1—O2	2.4132 (19)	C4—C5	1.352 (3)
Ag1—O3	2.5437 (18)	C4—H4	0.9300
Ag1—Ag1ⁱⁱⁱ	3.1511 (4)	C5—H5	0.9300
C1—O1	1.287 (2)	N1—H1	0.89 (3)
C1—C5	1.417 (3)	N2—O3	1.239 (2)
C1—C2	1.418 (3)	N2—O4	1.240 (2)
C2—C3	1.361 (3)	N2—O2	1.263 (3)
C2—H2	0.9300	O1—Ag1ⁱ	2.3259 (15)

O1ⁱ—Ag1—O1	76.15 (6)	C2—C3—H3	119.7
O1ⁱ—Ag1—O2	118.90 (6)	N1—C4—C5	120.7 (2)
O1—Ag1—O2	163.46 (6)	N1—C4—H4	119.7
O1ⁱ—Ag1—O3	165.44 (6)	C5—C4—H4	119.7
O1—Ag1—O3	112.45 (5)	C4—C5—C1	120.6 (2)
O2—Ag1—O3	51.36 (5)	C4—C5—H5	119.7
O1ⁱ—Ag1—Ag1ⁱⁱⁱ	58.35 (5)	C1—C5—H5	119.7
O1—Ag1—Ag1ⁱⁱⁱ	79.67 (4)	C3—N1—C4	121.6 (2)
O2—Ag1—Ag1ⁱⁱⁱ	113.41 (5)	C3—N1—H1	120 (2)
O3—Ag1—Ag1ⁱⁱⁱ	133.22 (5)	C4—N1—H1	118 (2)
O1—C1—C5	121.62 (19)	O3—N2—O4	121.46 (19)
O1—C1—C2	122.0 (2)	O3—N2—O2	118.54 (19)
C5—C1—C2	116.34 (19)	O4—N2—O2	120.00 (19)
C3—C2—C1	120.3 (2)	C1—O1—Ag1ⁱ	127.44 (14)
C3—C2—H2	119.9	C1—O1—Ag1	127.10 (13)
C1—C2—H2	119.9	Ag1ⁱ—O1—Ag1	103.85 (6)
N1—C3—C2	120.6 (2)	N2—O2—Ag1	97.60 (13)
N1—C3—H3	119.7	N2—O3—Ag1	91.99 (13)

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···O2^iv	0.93	2.46	3.343 (3)	160
N1—H1···O4^v	0.89 (3)	2.21 (2)	2.965 (3)	143 (3)
N1—H1···O4^iv	0.89 (3)	2.45 (2)	3.121 (3)	133 (3)

Table 1

Selected bond lengths (Å)

Ag1—O1ⁱ	2.3259 (15)
Ag1—O1	2.3493 (16)
Ag1—O1ⁱⁱ	2.7652 (18)
Ag1—O2	2.4132 (19)
Ag1—O3	2.5437 (18)
Ag1—Ag1ⁱⁱⁱ	3.1511 (4)

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

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3⋯O2^iv	0.93	2.46	3.343 (3)	160
N1—H1⋯O4^v	0.89 (3)	2.21 (2)	2.965 (3)	143 (3)
N1—H1⋯O4^iv	0.89 (3)	2.45 (2)	3.121 (3)	133 (3)

Symmetry codes: (iv) ; (v) .

4 in total

catena-Poly[[(nitrato-κO,O')silver(I)]-μ(3)-4-pyridone-κO:O:O].

Related literature

Experimental

Crystal data

Data collection

Refinement

1. catena-Poly[[bis(1H-benzimidazole-kappaN3)(salicylato-kappaO)copper(II)]-mu-salicylato-O,O':O''].

2. A short history of SHELX.

3. catena-Poly[[(pyridin-4-ol-kappaN)silver(I)]-mu-pyridin-4-olato-kappa2N:O].

Review 4. Nobel lecture. The photosynthetic reaction centre from the purple bacterium Rhodopseudomonas viridis.