Literature DB >> 21588144

catena-Poly[[(nitrato-κO,O')silver(I)]-μ-N,N'-bis-(3-pyridyl-methyl-idene)benzene-1,4-diamine].

Abstract

In the title compound, [Ag(NO(3))(C(18)H(14)N(4))](n), the Ag(I) atom is coordinated by two N atoms from two N,N'-bis-(3-pyridyl-methyl-idene)benzene-1,4-diamine (bpbd) mol-ecules and two O atoms from a bidentate nitrate anion. The bpbd mol-ecules bridge the Ag atoms into a chain. Two adjacent chains are further connected by Ag⋯Ag inter-actions [3.1631 (8) Å], forming a double-chain structure. A π-π inter-action [centroid-centroid distance = 3.758 (3) Å] occurs between the double chains. Inter-chain C-H⋯O hydrogen bonds are observed.

Entities: Chemical Disease Species

Year: 2010 PMID： 21588144 PMCID： PMC3007296 DOI： 10.1107/S1600536810025997

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

Related literature

For general background to metal–organic frameworks with bipyridine-type ligands, see: Biradha et al. (2006 ▶); Cunha-Silva et al. (2006 ▶); Lu et al. (2002 ▶); Ye et al. (2004 ▶).

Experimental

Crystal data

[Ag(NO3)(C18H14N4)] M = 456.21 Triclinic, a = 9.2148 (18) Å b = 9.771 (2) Å c = 10.800 (2) Å α = 81.51 (3)° β = 74.27 (3)° γ = 66.52 (3)° V = 857.6 (4) Å3 Z = 2 Mo Kα radiation μ = 1.21 mm−1 T = 293 K 0.31 × 0.30 × 0.08 mm

Data collection

Rigaku R-AXIS RAPID diffractometer Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.705, T max = 0.908 8493 measured reflections 3891 independent reflections 3163 reflections with I > 2σ(I) R int = 0.019

Refinement

R[F 2 > 2σ(F 2)] = 0.032 wR(F 2) = 0.094 S = 1.10 3891 reflections 244 parameters H-atom parameters constrained Δρmax = 0.72 e Å−3 Δρmin = −0.29 e Å−3 Data collection: RAPID-AUTO (Rigaku, 1998 ▶); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXL97. Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810025997/hy2324sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536810025997/hy2324Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Ag(NO₃)(C₁₈H₁₄N₄)]	Z = 2
M_r = 456.21	F(000) = 456
Triclinic, P1	D_x = 1.767 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.2148 (18) Å	Cell parameters from 3891 reflections
b = 9.771 (2) Å	θ = 3.1–27.5°
c = 10.800 (2) Å	µ = 1.21 mm⁻¹
α = 81.51 (3)°	T = 293 K
β = 74.27 (3)°	Block, colorless
γ = 66.52 (3)°	0.31 × 0.30 × 0.08 mm
V = 857.6 (4) Å³

Rigaku R-AXIS RAPID diffractometer	3891 independent reflections
Radiation source: fine-focus sealed tube	3163 reflections with I > 2σ(I)
graphite	R_int = 0.019
Detector resolution: 10 pixels mm^-1	θ_max = 27.5°, θ_min = 3.1°
ω scans	h = −11→11
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −12→12
T_min = 0.705, T_max = 0.908	l = −13→14
8493 measured reflections

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.094	H-atom parameters constrained
S = 1.10	w = 1/[σ²(F_o²) + (0.059P)²] where P = (F_o² + 2F_c²)/3
3891 reflections	(Δ/σ)_max = 0.002
244 parameters	Δρ_max = 0.72 e Å⁻³
0 restraints	Δρ_min = −0.29 e Å⁻³

	x	y	z	U_iso*/U_eq
Ag1	1.45799 (2)	0.37548 (2)	0.45603 (2)	0.05309 (11)
N1	1.2254 (3)	0.3738 (2)	0.5682 (2)	0.0379 (5)
N2	0.6797 (3)	0.6198 (2)	0.8049 (2)	0.0394 (5)
N3	0.1476 (3)	1.1322 (2)	1.0027 (2)	0.0451 (5)
N4	−0.3549 (3)	1.3921 (2)	1.2898 (2)	0.0409 (5)
N5	1.7214 (3)	0.1260 (3)	0.5841 (3)	0.0519 (6)
O1	1.8206 (4)	0.0262 (4)	0.6349 (3)	0.0910 (9)
O2	1.6959 (3)	0.2598 (3)	0.5904 (3)	0.0794 (8)
O3	1.6440 (4)	0.0949 (3)	0.5224 (3)	0.0686 (7)
C1	1.2039 (3)	0.2446 (3)	0.5801 (3)	0.0447 (6)
H1A	1.2915	0.1601	0.5462	0.054*
C2	1.0576 (4)	0.2313 (3)	0.6405 (3)	0.0530 (7)
H2A	1.0457	0.1405	0.6437	0.064*
C3	0.9290 (3)	0.3543 (3)	0.6960 (3)	0.0468 (6)
H3A	0.8302	0.3470	0.7394	0.056*
C4	0.9491 (3)	0.4889 (3)	0.6862 (2)	0.0338 (5)
C5	1.0982 (3)	0.4942 (3)	0.6205 (2)	0.0358 (5)
H5A	1.1113	0.5850	0.6119	0.043*
C6	0.8148 (3)	0.6244 (3)	0.7420 (2)	0.0373 (5)
H6A	0.8299	0.7145	0.7306	0.045*
C7	0.5498 (3)	0.7521 (3)	0.8539 (2)	0.0356 (5)
C8	0.4388 (3)	0.7368 (3)	0.9655 (3)	0.0426 (6)
H8A	0.4528	0.6424	1.0046	0.051*
C9	0.3077 (3)	0.8597 (3)	1.0195 (3)	0.0464 (7)
H9A	0.2364	0.8481	1.0960	0.056*
C10	0.2824 (3)	1.0000 (3)	0.9596 (2)	0.0379 (5)
C11	0.3917 (4)	1.0142 (3)	0.8472 (3)	0.0492 (7)
H11A	0.3757	1.1081	0.8065	0.059*
C12	0.5248 (3)	0.8915 (3)	0.7937 (3)	0.0475 (7)
H12A	0.5968	0.9031	0.7176	0.057*
C13	0.0370 (3)	1.1306 (3)	1.0983 (3)	0.0421 (6)
H13A	0.0434	1.0412	1.1449	0.051*
C14	−0.1040 (3)	1.2686 (3)	1.1388 (2)	0.0372 (5)
C15	−0.2228 (3)	1.2683 (3)	1.2502 (3)	0.0405 (6)
H15A	−0.2108	1.1795	1.2992	0.049*
C16	−0.3680 (3)	1.5191 (3)	1.2194 (3)	0.0432 (6)
H16A	−0.4579	1.6051	1.2464	0.052*
C17	−0.2541 (3)	1.5289 (3)	1.1081 (3)	0.0456 (6)
H17A	−0.2665	1.6197	1.0622	0.055*
C18	−0.1215 (3)	1.4008 (3)	1.0666 (3)	0.0408 (6)
H18A	−0.0447	1.4036	0.9909	0.049*

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag1	0.03204 (13)	0.06102 (16)	0.05624 (16)	−0.01785 (10)	0.01587 (10)	−0.02131 (11)
N1	0.0264 (10)	0.0419 (10)	0.0382 (11)	−0.0094 (9)	0.0035 (8)	−0.0110 (9)
N2	0.0282 (10)	0.0374 (10)	0.0411 (11)	−0.0048 (8)	0.0019 (9)	−0.0082 (9)
N3	0.0340 (11)	0.0366 (10)	0.0471 (12)	−0.0048 (9)	0.0079 (10)	−0.0068 (10)
N4	0.0270 (10)	0.0442 (11)	0.0430 (12)	−0.0088 (9)	0.0045 (9)	−0.0137 (10)
N5	0.0433 (13)	0.0540 (14)	0.0494 (14)	−0.0170 (12)	0.0032 (11)	−0.0059 (12)
O1	0.0671 (18)	0.092 (2)	0.106 (2)	−0.0279 (16)	−0.0287 (17)	0.0307 (18)
O2	0.0651 (16)	0.0626 (14)	0.111 (2)	−0.0149 (12)	−0.0198 (16)	−0.0331 (14)
O3	0.0859 (19)	0.0556 (12)	0.0735 (16)	−0.0326 (13)	−0.0263 (14)	0.0020 (12)
C1	0.0350 (13)	0.0367 (12)	0.0483 (15)	−0.0050 (11)	0.0031 (11)	−0.0087 (11)
C2	0.0443 (16)	0.0356 (12)	0.067 (2)	−0.0132 (12)	0.0051 (14)	−0.0053 (13)
C3	0.0344 (13)	0.0434 (13)	0.0524 (16)	−0.0143 (11)	0.0057 (12)	−0.0025 (12)
C4	0.0253 (11)	0.0378 (11)	0.0317 (11)	−0.0066 (9)	−0.0010 (9)	−0.0074 (10)
C5	0.0282 (11)	0.0388 (12)	0.0369 (12)	−0.0109 (10)	−0.0007 (10)	−0.0091 (10)
C6	0.0268 (11)	0.0417 (12)	0.0390 (13)	−0.0084 (10)	−0.0023 (10)	−0.0123 (11)
C7	0.0240 (11)	0.0386 (12)	0.0380 (12)	−0.0080 (9)	−0.0003 (10)	−0.0071 (10)
C8	0.0297 (12)	0.0362 (12)	0.0475 (15)	−0.0064 (10)	0.0032 (11)	−0.0002 (11)
C9	0.0316 (13)	0.0423 (13)	0.0453 (15)	−0.0056 (11)	0.0096 (11)	−0.0022 (12)
C10	0.0283 (12)	0.0352 (11)	0.0406 (13)	−0.0074 (10)	0.0033 (10)	−0.0073 (10)
C11	0.0411 (14)	0.0357 (12)	0.0488 (16)	−0.0065 (11)	0.0100 (12)	0.0018 (12)
C12	0.0365 (14)	0.0432 (13)	0.0432 (14)	−0.0090 (11)	0.0132 (11)	−0.0034 (12)
C13	0.0336 (13)	0.0327 (11)	0.0468 (14)	−0.0070 (10)	0.0049 (11)	−0.0053 (11)
C14	0.0269 (11)	0.0363 (11)	0.0413 (13)	−0.0084 (10)	0.0016 (10)	−0.0091 (10)
C15	0.0324 (12)	0.0390 (12)	0.0420 (13)	−0.0117 (10)	0.0026 (11)	−0.0044 (11)
C16	0.0290 (12)	0.0416 (13)	0.0487 (15)	−0.0033 (10)	−0.0023 (11)	−0.0127 (12)
C17	0.0398 (14)	0.0408 (13)	0.0461 (15)	−0.0073 (11)	−0.0069 (12)	−0.0004 (12)
C18	0.0319 (12)	0.0431 (13)	0.0391 (13)	−0.0113 (11)	0.0022 (10)	−0.0052 (11)

Ag1—N1	2.162 (2)	C4—C6	1.474 (3)
Ag1—N4ⁱ	2.163 (2)	C5—H5A	0.9300
Ag1—O2	2.731 (3)	C6—H6A	0.9300
Ag1—O3	2.704 (3)	C7—C12	1.378 (4)
Ag1—Ag1ⁱⁱ	3.1631 (8)	C7—C8	1.386 (3)
N1—C1	1.337 (4)	C8—C9	1.382 (3)
N1—C5	1.347 (3)	C8—H8A	0.9300
N2—C6	1.261 (3)	C9—C10	1.385 (4)
N2—C7	1.417 (3)	C9—H9A	0.9300
N3—C13	1.242 (3)	C10—C11	1.381 (4)
N3—C10	1.419 (3)	C11—C12	1.388 (4)
N4—C16	1.336 (4)	C11—H11A	0.9300
N4—C15	1.351 (3)	C12—H12A	0.9300
N5—O1	1.221 (4)	C13—C14	1.472 (3)
N5—O3	1.240 (4)	C13—H13A	0.9300
N5—O2	1.242 (4)	C14—C18	1.382 (4)
C1—C2	1.378 (4)	C14—C15	1.390 (3)
C1—H1A	0.9300	C15—H15A	0.9300
C2—C3	1.379 (4)	C16—C17	1.385 (4)
C2—H2A	0.9300	C16—H16A	0.9300
C3—C4	1.385 (4)	C17—C18	1.382 (4)
C3—H3A	0.9300	C17—H17A	0.9300
C4—C5	1.382 (3)	C18—H18A	0.9300

N1—Ag1—N4ⁱ	159.44 (9)	C12—C7—C8	119.2 (2)
N1—Ag1—Ag1ⁱⁱ	111.41 (6)	C12—C7—N2	123.7 (2)
N4ⁱ—Ag1—Ag1ⁱⁱ	79.97 (7)	C8—C7—N2	117.0 (2)
N1—Ag1—O2	112.93 (10)	C9—C8—C7	121.0 (2)
N1—Ag1—O3	97.63 (10)	C9—C8—H8A	119.5
N4ⁱ—Ag1—O2	87.07 (9)	C7—C8—H8A	119.5
N4ⁱ—Ag1—O3	92.98 (9)	C8—C9—C10	120.0 (2)
C1—N1—C5	117.7 (2)	C8—C9—H9A	120.0
C1—N1—Ag1	117.05 (16)	C10—C9—H9A	120.0
C5—N1—Ag1	125.13 (18)	C11—C10—C9	118.7 (2)
C6—N2—C7	120.2 (2)	C11—C10—N3	116.5 (2)
C13—N3—C10	121.8 (2)	C9—C10—N3	124.8 (2)
C16—N4—C15	117.8 (2)	C10—C11—C12	121.4 (3)
C16—N4—Ag1ⁱⁱⁱ	122.67 (17)	C10—C11—H11A	119.3
C15—N4—Ag1ⁱⁱⁱ	119.45 (18)	C12—C11—H11A	119.3
O1—N5—O3	119.9 (3)	C7—C12—C11	119.6 (2)
O1—N5—O2	122.2 (3)	C7—C12—H12A	120.2
O3—N5—O2	117.9 (3)	C11—C12—H12A	120.2
N1—C1—C2	122.8 (2)	N3—C13—C14	120.8 (2)
N1—C1—H1A	118.6	N3—C13—H13A	119.6
C2—C1—H1A	118.6	C14—C13—H13A	119.6
C1—C2—C3	119.1 (3)	C18—C14—C15	118.7 (2)
C1—C2—H2A	120.5	C18—C14—C13	120.7 (2)
C3—C2—H2A	120.5	C15—C14—C13	120.7 (2)
C2—C3—C4	119.1 (3)	N4—C15—C14	122.5 (2)
C2—C3—H3A	120.5	N4—C15—H15A	118.8
C4—C3—H3A	120.5	C14—C15—H15A	118.8
C5—C4—C3	118.3 (2)	N4—C16—C17	123.2 (2)
C5—C4—C6	120.4 (2)	N4—C16—H16A	118.4
C3—C4—C6	121.3 (2)	C17—C16—H16A	118.4
N1—C5—C4	123.0 (2)	C18—C17—C16	118.5 (3)
N1—C5—H5A	118.5	C18—C17—H17A	120.7
C4—C5—H5A	118.5	C16—C17—H17A	120.7
N2—C6—C4	120.9 (2)	C14—C18—C17	119.3 (2)
N2—C6—H6A	119.6	C14—C18—H18A	120.3
C4—C6—H6A	119.6	C17—C18—H18A	120.3

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1A···O3^iv	0.93	2.50	3.276 (4)	141
C16—H16A···O2^v	0.93	2.44	3.280 (4)	151

Table 1

Selected bond lengths (Å)

Ag1—N1	2.162 (2)
Ag1—N4ⁱ	2.163 (2)
Ag1—O2	2.731 (3)
Ag1—O3	2.704 (3)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C1—H1A⋯O3ⁱⁱ	0.93	2.50	3.276 (4)	141
C16—H16A⋯O2ⁱⁱⁱ	0.93	2.44	3.280 (4)	151

Symmetry codes: (ii) ; (iii) .

2 in total

1. Crystal engineering of coordination polymers using 4,4'-bipyridine as a bond between transition metal atoms.

Authors: Kumar Biradha; Madhushree Sarkar; Lalit Rajput
Journal: Chem Commun (Camb) Date: 2006-08-16 Impact factor: 6.222

2. A short history of SHELX.

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

2 in total