Literature DB >> 21588897

catena-Poly[silver(I)-μ-acridine-9-carboxyl-ato-κN:O,O'].

Ya-Qing Yang, Xiao-Ye Chen, Shu-Min Huo, Yan-Ru Ma, Rong-Hua Zeng.

Abstract

In the title coordination polymer, [Ag(C(14)H(8)NO(2))](n), the Ag(I) cation is coordinated by two O atoms and one N atom from two symmetry-related acridine-9-carboxyl-ate ligands in a distorted trigonal-planar geometry. The metal atoms are connected by the ligands to form chains running parallel to the b axis. π-π stacking inter-actions [centroid-to-centroid distances 3.757 (2)-3.820 (2) Å] and weak Ag⋯O inter-actions further link the chains to form a layer network parallel to the ab plane. The Ag(I) cation is disordered over two positions, with refined site-occupancy factors of 0.73 (3):0.27 (3).

Entities: Chemical Disease Gene Species

Year: 2010 PMID： 21588897 PMCID： PMC3009123 DOI： 10.1107/S1600536810043199

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

Related literature

For the structures of related metal complexes of acridine-9-carboxylate, see: Bu, Tong, Chang et al. (2005 ▶); Bu, Tong, Li et al. (2005 ▶); Bu, Tong, Xie et al. (2005 ▶).

Experimental

Crystal data

[Ag(C14H8NO2)] M = 330.08 Monoclinic, a = 7.5622 (7) Å b = 9.2210 (9) Å c = 16.4451 (14) Å β = 111.494 (4)° V = 1066.99 (17) Å3 Z = 4 Mo Kα radiation μ = 1.88 mm−1 T = 273 K 0.22 × 0.19 × 0.17 mm

Data collection

Bruker APEXII area-detector diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 2008 ▶) T min = 0.683, T max = 0.741 5598 measured reflections 2084 independent reflections 1567 reflections with I > 2σ(I) R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.029 wR(F 2) = 0.077 S = 1.06 2084 reflections 173 parameters H-atom parameters constrained Δρmax = 0.54 e Å−3 Δρmin = −0.30 e Å−3 Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); 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/S1600536810043199/rz2505sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536810043199/rz2505Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Ag(C₁₄H₈NO₂)]	F(000) = 648
M_r = 330.08	D_x = 2.055 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1873 reflections
a = 7.5622 (7) Å	θ = 2.6–27.3°
b = 9.2210 (9) Å	µ = 1.88 mm⁻¹
c = 16.4451 (14) Å	T = 273 K
β = 111.494 (4)°	Block, colourless
V = 1066.99 (17) Å³	0.22 × 0.19 × 0.17 mm
Z = 4

Bruker APEXII area-detector diffractometer	2084 independent reflections
Radiation source: fine-focus sealed tube	1567 reflections with I > 2σ(I)
graphite	R_int = 0.023
φ and ω scan	θ_max = 26.0°, θ_min = 2.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 2008)	h = −9→9
T_min = 0.683, T_max = 0.741	k = −8→11
5598 measured reflections	l = −20→15

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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.077	H-atom parameters constrained
S = 1.06	w = 1/[σ²(F_o²) + (0.0359P)² + 0.2862P] where P = (F_o² + 2F_c²)/3
2084 reflections	(Δ/σ)_max = 0.006
173 parameters	Δρ_max = 0.54 e Å⁻³
0 restraints	Δρ_min = −0.29 e Å⁻³

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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	Occ. (<1)
Ag1	0.2324 (8)	0.3717 (4)	0.01361 (19)	0.0468 (5)	0.73 (3)
O2	0.1974 (4)	0.6015 (2)	0.04076 (18)	0.0513 (6)
O1	0.3266 (4)	0.6125 (2)	−0.06037 (17)	0.0541 (7)
N1	0.2472 (3)	1.1389 (2)	0.00461 (13)	0.0269 (5)
C5	−0.1045 (4)	0.9302 (3)	−0.22018 (19)	0.0364 (7)
H5	−0.1813	0.8855	−0.2717	0.044*
C4	0.0109 (4)	0.8485 (3)	−0.15332 (19)	0.0327 (7)
H4	0.0094	0.7481	−0.1591	0.039*
C6	−0.1090 (4)	1.0819 (3)	−0.2124 (2)	0.0357 (7)
H6	−0.1908	1.1366	−0.2583	0.043*
C7	0.0054 (4)	1.1492 (3)	−0.13802 (19)	0.0330 (7)
H7	0.0004	1.2495	−0.1336	0.040*
C8	0.1322 (4)	1.0684 (3)	−0.06708 (17)	0.0250 (6)
C3	0.1345 (4)	0.9134 (3)	−0.07441 (18)	0.0251 (6)
C2	0.2579 (4)	0.8336 (3)	−0.00469 (17)	0.0269 (6)
C1	0.2628 (4)	0.6678 (3)	−0.00950 (19)	0.0324 (7)
C14	0.3754 (4)	0.9067 (3)	0.07046 (18)	0.0255 (6)
C13	0.5050 (4)	0.8332 (3)	0.14539 (19)	0.0338 (7)
H13	0.5140	0.7326	0.1451	0.041*
C12	0.6146 (4)	0.9089 (3)	0.21674 (19)	0.0362 (7)
H12	0.6975	0.8596	0.2650	0.043*
C11	0.6044 (4)	1.0612 (3)	0.21852 (19)	0.0361 (7)
H11	0.6798	1.1116	0.2681	0.043*
C10	0.4860 (4)	1.1349 (3)	0.14873 (19)	0.0332 (7)
H10	0.4828	1.2356	0.1507	0.040*
C9	0.3668 (4)	1.0616 (3)	0.07275 (17)	0.0255 (6)
Ag1'	0.270 (2)	0.3775 (9)	0.0018 (12)	0.058 (2)	0.27 (3)

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag1	0.0732 (12)	0.0133 (4)	0.0485 (6)	−0.0002 (5)	0.0160 (5)	−0.0003 (3)
O2	0.0680 (17)	0.0186 (12)	0.0686 (16)	−0.0030 (11)	0.0265 (14)	0.0051 (11)
O1	0.0806 (18)	0.0260 (12)	0.0586 (15)	0.0118 (12)	0.0288 (14)	−0.0036 (11)
N1	0.0321 (13)	0.0161 (12)	0.0316 (13)	0.0028 (11)	0.0108 (11)	−0.0014 (10)
C5	0.0356 (18)	0.0374 (18)	0.0295 (15)	−0.0038 (14)	0.0040 (13)	−0.0056 (13)
C4	0.0328 (16)	0.0243 (16)	0.0353 (15)	−0.0014 (13)	0.0055 (13)	−0.0056 (12)
C6	0.0312 (17)	0.0395 (18)	0.0321 (16)	0.0054 (14)	0.0065 (13)	0.0085 (13)
C7	0.0373 (17)	0.0207 (15)	0.0388 (16)	0.0062 (13)	0.0114 (13)	0.0074 (12)
C8	0.0275 (15)	0.0196 (13)	0.0272 (14)	0.0015 (12)	0.0091 (12)	0.0007 (11)
C3	0.0273 (15)	0.0182 (13)	0.0286 (14)	−0.0022 (11)	0.0088 (12)	−0.0011 (11)
C2	0.0296 (15)	0.0170 (14)	0.0336 (16)	−0.0001 (11)	0.0108 (13)	0.0015 (11)
C1	0.0323 (16)	0.0229 (16)	0.0328 (16)	0.0025 (13)	0.0011 (13)	0.0004 (12)
C14	0.0266 (15)	0.0199 (14)	0.0285 (14)	−0.0023 (11)	0.0084 (12)	0.0004 (11)
C13	0.0359 (17)	0.0240 (15)	0.0360 (16)	0.0012 (13)	0.0068 (13)	0.0052 (12)
C12	0.0329 (17)	0.0377 (18)	0.0309 (15)	0.0023 (14)	0.0034 (13)	0.0060 (13)
C11	0.0337 (17)	0.0379 (18)	0.0313 (16)	−0.0059 (14)	0.0054 (13)	−0.0053 (14)
C10	0.0375 (17)	0.0240 (15)	0.0359 (15)	−0.0061 (14)	0.0110 (13)	−0.0064 (13)
C9	0.0288 (15)	0.0183 (13)	0.0293 (14)	−0.0025 (12)	0.0105 (12)	−0.0011 (12)
Ag1'	0.074 (3)	0.0130 (7)	0.072 (4)	−0.0051 (13)	0.009 (2)	0.0048 (15)

Ag1—N1ⁱ	2.158 (4)	C7—C8	1.420 (4)
Ag1—O2	2.201 (4)	C7—H7	0.9300
O2—C1	1.266 (4)	C8—C3	1.435 (4)
O2—Ag1'	2.290 (15)	C3—C2	1.394 (4)
O1—C1	1.220 (4)	C2—C14	1.402 (4)
O1—Ag1'	2.499 (14)	C2—C1	1.532 (4)
N1—C8	1.348 (3)	C14—C9	1.432 (4)
N1—C9	1.356 (3)	C14—C13	1.433 (4)
N1—Ag1ⁱⁱ	2.158 (4)	C13—C12	1.356 (4)
N1—Ag1'ⁱⁱ	2.208 (8)	C13—H13	0.9300
C5—C4	1.355 (4)	C12—C11	1.408 (4)
C5—C6	1.406 (4)	C12—H12	0.9300
C5—H5	0.9300	C11—C10	1.352 (4)
C4—C3	1.424 (4)	C11—H11	0.9300
C4—H4	0.9300	C10—C9	1.416 (4)
C6—C7	1.362 (4)	C10—H10	0.9300
C6—H6	0.9300	Ag1'—N1ⁱ	2.208 (8)

N1ⁱ—Ag1—O2	170.0 (3)	C3—C2—C14	119.3 (3)
C1—O2—Ag1	103.2 (2)	C3—C2—C1	120.4 (2)
C1—O2—Ag1'	93.5 (6)	C14—C2—C1	120.4 (2)
C1—O1—Ag1'	85.0 (6)	O1—C1—O2	126.4 (3)
C8—N1—C9	119.4 (2)	O1—C1—C2	118.4 (3)
C8—N1—Ag1ⁱⁱ	120.5 (2)	O2—C1—C2	115.2 (3)
C9—N1—Ag1ⁱⁱ	120.12 (19)	C2—C14—C9	118.9 (2)
C8—N1—Ag1'ⁱⁱ	119.5 (4)	C2—C14—C13	122.9 (3)
C9—N1—Ag1'ⁱⁱ	120.5 (3)	C9—C14—C13	118.2 (3)
C4—C5—C6	120.6 (3)	C12—C13—C14	120.6 (3)
C4—C5—H5	119.7	C12—C13—H13	119.7
C6—C5—H5	119.7	C14—C13—H13	119.7
C5—C4—C3	121.2 (3)	C13—C12—C11	120.7 (3)
C5—C4—H4	119.4	C13—C12—H12	119.6
C3—C4—H4	119.4	C11—C12—H12	119.6
C7—C6—C5	120.4 (3)	C10—C11—C12	120.5 (3)
C7—C6—H6	119.8	C10—C11—H11	119.7
C5—C6—H6	119.8	C12—C11—H11	119.7
C6—C7—C8	120.9 (3)	C11—C10—C9	121.3 (3)
C6—C7—H7	119.5	C11—C10—H10	119.4
C8—C7—H7	119.5	C9—C10—H10	119.4
N1—C8—C7	119.4 (2)	N1—C9—C10	119.7 (2)
N1—C8—C3	122.0 (2)	N1—C9—C14	121.7 (2)
C7—C8—C3	118.6 (3)	C10—C9—C14	118.6 (3)
C2—C3—C4	123.1 (3)	N1ⁱ—Ag1'—O2	149.7 (13)
C2—C3—C8	118.8 (2)	N1ⁱ—Ag1'—O1	154.1 (12)
C4—C3—C8	118.1 (3)	O2—Ag1'—O1	55.0 (2)

3 in total

1. A neutral 3D copper coordination polymer showing 1D open channels and the first interpenetrating NbO-type network.

Authors: Xian-He Bu; Ming-Liang Tong; Ho-Chol Chang; Susumu Kitagawa; Stuart R Batten
Journal: Angew Chem Int Ed Engl Date: 2004-01 Impact factor: 15.336

2. A short history of SHELX.

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

3. Synthesis, structures, and magnetic properties of the copper(II), cobalt(II), and manganese(II) complexes with 9-acridinecarboxylate and 4-quinolinecarboxylate ligands.

Authors: Xian-He Bu; Ming-Liang Tong; Ya-Bo Xie; Jian-Rong Li; Ho-Chol Chang; Susumu Kitagawa; Joan Ribas
Journal: Inorg Chem Date: 2005-12-26 Impact factor: 5.165

3 in total