Literature DB >> 22090914

catena-Poly[[(1,10-phenanthroline)zinc]-μ-2,2'-oxydibenzoato].

Abstract

In the title one-dimensional coordination polymer, [Zn(C(14)H(8)O(5))(C(12)H(8)N(2))](n), the Zn(II) ion is in a distorted octa-hedral coordination geometry with four O atoms from two carboxyl-ate groups in bidentate chelating modes and two N atoms from a 1,10-phenanthroline ligand. The two terminal carboxyl-ate groups bind the Zn(II) ions, leading to a chain along the c axis. Adjacent chains are further linked by inter-molecular π-π inter-actions with a shortest centroid-centroid distance of 3.586 (3) Å, forming a two-dimensional supra-molecular architecture with (6,3)-network topology.

Entities: Chemical Disease Species

Year: 2011 PMID： 22090914 PMCID： PMC3212257 DOI： 10.1107/S160053681102856X

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

Related literature

For related structures and the properties of coordination polymers, see, for example: Evans et al. (1999 ▶); Yaghi et al. (1998 ▶); Wang et al. (2005 ▶); Li et al. (2003 ▶). For the synthesis of 3-(4-carboxyphenoxy)phthalic acid, see: Wang et al. (2009 ▶).

Experimental

Crystal data

[Zn(C14H8O5)(C12H8N2)] M = 501.78 Monoclinic, a = 7.7033 (18) Å b = 17.403 (4) Å c = 16.230 (4) Å β = 90.184 (4)° V = 2175.8 (9) Å3 Z = 4 Mo Kα radiation μ = 1.17 mm−1 T = 293 K 0.15 × 0.08 × 0.06 mm

Data collection

Bruker APEXII CCD area-detector diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ▶) T min = 0.901, T max = 0.913 10511 measured reflections 3843 independent reflections 2320 reflections with I > 2σ(I) R int = 0.056

Refinement

R[F 2 > 2σ(F 2)] = 0.044 wR(F 2) = 0.112 S = 0.94 3843 reflections 307 parameters H-atom parameters constrained Δρmax = 0.49 e Å−3 Δρmin = −0.41 e Å−3 Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97. Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681102856X/is2747sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681102856X/is2747Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Zn(C₁₄H₈O₅)(C₁₂H₈N₂)]	F(000) = 1024
M_r = 501.78	D_x = 1.532 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 1776 reflections
a = 7.7033 (18) Å	θ = 2.3–21.9°
b = 17.403 (4) Å	µ = 1.17 mm⁻¹
c = 16.230 (4) Å	T = 293 K
β = 90.184 (4)°	Block, colourless
V = 2175.8 (9) Å³	0.15 × 0.08 × 0.06 mm
Z = 4

Bruker APEXII CCD area-detector diffractometer	3843 independent reflections
Radiation source: fine-focus sealed tube	2320 reflections with I > 2σ(I)
graphite	R_int = 0.056
Detector resolution: 0 pixels mm^-1	θ_max = 25.0°, θ_min = 1.7°
φ and ω scans	h = −9→9
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	k = −20→16
T_min = 0.901, T_max = 0.913	l = −18→19
10511 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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.112	H-atom parameters constrained
S = 0.94	w = 1/[σ²(F_o²) + (0.0558P)²] where P = (F_o² + 2F_c²)/3
3843 reflections	(Δ/σ)_max = 0.001
307 parameters	Δρ_max = 0.49 e Å⁻³
0 restraints	Δρ_min = −0.41 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
Zn1	0.13817 (6)	0.13631 (3)	0.83696 (3)	0.04575 (18)
O3	−0.2343 (3)	0.10169 (15)	0.42299 (15)	0.0501 (7)
O4	−0.1006 (3)	0.32154 (16)	0.33955 (16)	0.0508 (7)
N1	0.2187 (4)	0.02020 (18)	0.83600 (18)	0.0427 (8)
O5	−0.3157 (3)	0.24285 (15)	0.36218 (17)	0.0576 (8)
O2	−0.0997 (3)	0.14036 (15)	0.78576 (15)	0.0505 (7)
C25	0.2064 (5)	0.0400 (2)	0.9814 (2)	0.0449 (10)
O1	0.1008 (3)	0.14258 (19)	0.69057 (16)	0.0687 (9)
N2	0.1358 (4)	0.1102 (2)	0.96511 (19)	0.0488 (8)
C18	0.3184 (5)	−0.0821 (3)	0.9262 (3)	0.0527 (11)
C26	0.2485 (4)	−0.0083 (2)	0.9126 (2)	0.0431 (10)
C1	−0.0532 (5)	0.1416 (2)	0.7110 (2)	0.0446 (10)
C10	0.2189 (6)	0.0738 (3)	0.3682 (3)	0.0603 (12)
H10	0.2996	0.0340	0.3675	0.072*
C13	−0.0274 (4)	0.1917 (2)	0.3654 (2)	0.0366 (9)
C11	0.2659 (5)	0.1464 (3)	0.3426 (2)	0.0568 (12)
H11	0.3793	0.1561	0.3262	0.068*
C5	−0.4461 (5)	0.1157 (2)	0.5263 (3)	0.0558 (11)
H5	−0.5305	0.1067	0.4864	0.067*
C21	0.2411 (5)	0.0138 (3)	1.0612 (3)	0.0599 (13)
C12	0.1449 (4)	0.2045 (2)	0.3413 (2)	0.0431 (9)
H12	0.1781	0.2533	0.3242	0.052*
C3	−0.1465 (4)	0.1308 (2)	0.5634 (2)	0.0379 (9)
H3	−0.0304	0.1345	0.5483	0.046*
C14	−0.1562 (5)	0.2555 (2)	0.3559 (2)	0.0403 (9)
C2	−0.1942 (4)	0.1381 (2)	0.6454 (2)	0.0369 (8)
C4	−0.2722 (5)	0.1181 (2)	0.5043 (2)	0.0407 (9)
C15	0.2555 (5)	−0.0236 (3)	0.7719 (3)	0.0528 (11)
H15	0.2365	−0.0042	0.7193	0.063*
C9	0.0534 (6)	0.0604 (2)	0.3947 (2)	0.0559 (11)
H9	0.0222	0.0116	0.4127	0.067*
C17	0.3525 (5)	−0.1265 (3)	0.8556 (3)	0.0688 (13)
H17	0.3966	−0.1760	0.8613	0.083*
C22	0.2001 (6)	0.0634 (4)	1.1255 (3)	0.0769 (16)
H22	0.2193	0.0482	1.1797	0.092*
C8	−0.0682 (5)	0.1189 (2)	0.3951 (2)	0.0400 (9)
C16	0.3218 (5)	−0.0979 (3)	0.7799 (3)	0.0649 (13)
H16	0.3446	−0.1274	0.7334	0.078*
C20	0.3170 (6)	−0.0615 (3)	1.0716 (3)	0.0721 (15)
H20	0.3415	−0.0793	1.1244	0.086*
C24	0.0998 (6)	0.1566 (3)	1.0270 (3)	0.0647 (13)
H24	0.0525	0.2048	1.0164	0.078*
C6	−0.4932 (5)	0.1267 (3)	0.6066 (3)	0.0585 (12)
H6	−0.6100	0.1275	0.6208	0.070*
C23	0.1324 (7)	0.1338 (4)	1.1098 (3)	0.0764 (15)
H23	0.1073	0.1671	1.1530	0.092*
C7	−0.3675 (5)	0.1366 (2)	0.6669 (2)	0.0484 (10)
H7	−0.3998	0.1422	0.7218	0.058*
C19	0.3527 (6)	−0.1059 (3)	1.0072 (3)	0.0713 (14)
H19	0.4017	−0.1541	1.0161	0.086*

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.0362 (3)	0.0535 (3)	0.0475 (3)	−0.0081 (2)	−0.0086 (2)	0.0039 (2)
O3	0.0465 (17)	0.0655 (19)	0.0382 (15)	−0.0152 (14)	−0.0071 (13)	0.0035 (13)
O4	0.0418 (16)	0.0465 (17)	0.0641 (18)	0.0019 (13)	0.0034 (13)	0.0047 (14)
N1	0.0335 (17)	0.056 (2)	0.0385 (19)	−0.0111 (15)	−0.0066 (14)	0.0001 (17)
O5	0.0310 (16)	0.0534 (18)	0.088 (2)	0.0039 (13)	−0.0074 (14)	−0.0064 (15)
O2	0.0432 (16)	0.074 (2)	0.0344 (15)	−0.0024 (14)	−0.0046 (12)	−0.0032 (14)
C25	0.031 (2)	0.060 (3)	0.044 (2)	−0.0180 (19)	−0.0070 (18)	0.005 (2)
O1	0.0240 (15)	0.129 (3)	0.0530 (17)	−0.0026 (16)	−0.0029 (13)	−0.0030 (18)
N2	0.042 (2)	0.060 (2)	0.045 (2)	−0.0138 (17)	0.0019 (16)	−0.0062 (18)
C18	0.033 (2)	0.065 (3)	0.060 (3)	−0.008 (2)	−0.009 (2)	0.011 (2)
C26	0.027 (2)	0.057 (3)	0.046 (2)	−0.0136 (18)	−0.0087 (17)	0.007 (2)
C1	0.038 (2)	0.052 (3)	0.044 (2)	0.0057 (19)	−0.0039 (19)	−0.002 (2)
C10	0.055 (3)	0.061 (3)	0.065 (3)	0.025 (2)	−0.017 (2)	−0.012 (3)
C13	0.033 (2)	0.046 (2)	0.030 (2)	0.0025 (17)	−0.0037 (16)	−0.0015 (17)
C11	0.037 (2)	0.084 (4)	0.049 (3)	0.013 (2)	−0.0012 (19)	−0.010 (2)
C5	0.035 (2)	0.081 (3)	0.051 (3)	−0.003 (2)	−0.015 (2)	0.003 (2)
C21	0.037 (2)	0.102 (4)	0.040 (3)	−0.025 (2)	−0.006 (2)	0.009 (3)
C12	0.032 (2)	0.052 (2)	0.045 (2)	−0.002 (2)	0.0015 (17)	0.004 (2)
C3	0.0273 (19)	0.047 (2)	0.039 (2)	0.0002 (17)	−0.0036 (16)	0.0049 (18)
C14	0.035 (2)	0.049 (3)	0.036 (2)	0.0019 (19)	−0.0065 (17)	−0.0057 (18)
C2	0.0287 (19)	0.042 (2)	0.040 (2)	0.0005 (17)	−0.0034 (16)	0.0002 (18)
C4	0.036 (2)	0.047 (2)	0.039 (2)	−0.0042 (17)	−0.0059 (17)	0.0071 (18)
C15	0.040 (2)	0.069 (3)	0.049 (3)	−0.006 (2)	−0.0082 (19)	−0.005 (2)
C9	0.064 (3)	0.051 (3)	0.053 (3)	0.012 (2)	−0.014 (2)	0.001 (2)
C17	0.040 (3)	0.059 (3)	0.107 (4)	0.004 (2)	−0.008 (3)	0.005 (3)
C22	0.058 (3)	0.133 (5)	0.040 (3)	−0.032 (3)	−0.002 (2)	0.007 (3)
C8	0.039 (2)	0.051 (3)	0.030 (2)	−0.0003 (19)	−0.0073 (17)	−0.0003 (18)
C16	0.040 (3)	0.074 (3)	0.081 (3)	0.002 (2)	−0.010 (2)	−0.020 (3)
C20	0.043 (3)	0.111 (5)	0.062 (3)	−0.016 (3)	−0.014 (2)	0.047 (3)
C24	0.053 (3)	0.081 (4)	0.060 (3)	−0.017 (2)	0.008 (2)	−0.012 (3)
C6	0.025 (2)	0.089 (3)	0.062 (3)	−0.001 (2)	−0.004 (2)	−0.002 (3)
C23	0.064 (3)	0.120 (5)	0.045 (3)	−0.028 (3)	0.007 (2)	−0.024 (3)
C7	0.038 (2)	0.063 (3)	0.044 (2)	0.005 (2)	0.0032 (18)	0.001 (2)
C19	0.043 (3)	0.091 (4)	0.080 (4)	−0.005 (3)	−0.009 (3)	0.032 (3)

Zn1—O2	2.011 (2)	C11—H11	0.9300
Zn1—N1	2.114 (3)	C5—C6	1.369 (6)
Zn1—N2	2.129 (3)	C5—C4	1.387 (5)
Zn1—O4ⁱ	2.143 (3)	C5—H5	0.9300
Zn1—O5ⁱ	2.172 (3)	C21—C22	1.391 (7)
Zn1—O1	2.395 (3)	C21—C20	1.446 (7)
O3—C4	1.383 (4)	C12—H12	0.9300
O3—C8	1.392 (4)	C3—C4	1.378 (5)
O4—C14	1.255 (4)	C3—C2	1.389 (5)
N1—C15	1.321 (5)	C3—H3	0.9300
N1—C26	1.358 (4)	C2—C7	1.381 (5)
O5—C14	1.253 (4)	C15—C16	1.396 (6)
O2—C1	1.266 (4)	C15—H15	0.9300
C25—N2	1.362 (5)	C9—C8	1.383 (5)
C25—C21	1.398 (5)	C9—H9	0.9300
C25—C26	1.437 (5)	C17—C16	1.345 (6)
O1—C1	1.233 (4)	C17—H17	0.9300
N2—C24	1.319 (5)	C22—C23	1.355 (7)
C18—C19	1.402 (6)	C22—H22	0.9300
C18—C17	1.407 (6)	C16—H16	0.9300
C18—C26	1.410 (6)	C20—C19	1.329 (6)
C1—C2	1.520 (5)	C20—H20	0.9300
C10—C9	1.367 (6)	C24—C23	1.423 (6)
C10—C11	1.379 (6)	C24—H24	0.9300
C10—H10	0.9300	C6—C7	1.385 (5)
C13—C8	1.393 (5)	C6—H6	0.9300
C13—C12	1.403 (5)	C23—H23	0.9300
C13—C14	1.496 (5)	C7—H7	0.9300
C11—C12	1.375 (5)	C19—H19	0.9300

O2—Zn1—N1	107.31 (11)	C25—C21—C20	118.6 (4)
O2—Zn1—N2	113.60 (11)	C11—C12—C13	121.4 (4)
N1—Zn1—N2	78.85 (13)	C11—C12—H12	119.3
O2—Zn1—O4ⁱ	148.31 (11)	C13—C12—H12	119.3
N1—Zn1—O4ⁱ	92.97 (11)	C4—C3—C2	119.6 (3)
N2—Zn1—O4ⁱ	93.73 (11)	C4—C3—H3	120.2
O2—Zn1—O5ⁱ	101.10 (10)	C2—C3—H3	120.2
N1—Zn1—O5ⁱ	151.55 (10)	O5—C14—O4	120.9 (3)
N2—Zn1—O5ⁱ	91.41 (12)	O5—C14—C13	120.8 (4)
O4ⁱ—Zn1—O5ⁱ	60.75 (10)	O4—C14—C13	118.3 (3)
O2—Zn1—O1	58.81 (10)	O5—C14—Zn1ⁱⁱ	61.1 (2)
N1—Zn1—O1	94.05 (11)	O4—C14—Zn1ⁱⁱ	59.79 (19)
N2—Zn1—O1	167.82 (11)	C13—C14—Zn1ⁱⁱ	177.9 (3)
O4ⁱ—Zn1—O1	96.52 (10)	C7—C2—C3	119.9 (3)
O5ⁱ—Zn1—O1	99.32 (11)	C7—C2—C1	120.9 (3)
C4—O3—C8	117.7 (3)	C3—C2—C1	119.0 (3)
C14—O4—Zn1ⁱⁱ	89.8 (2)	C3—C4—O3	123.2 (3)
C15—N1—C26	118.3 (4)	C3—C4—C5	120.2 (4)
C15—N1—Zn1	128.4 (3)	O3—C4—C5	116.5 (3)
C26—N1—Zn1	113.1 (3)	N1—C15—C16	122.7 (4)
C14—O5—Zn1ⁱⁱ	88.5 (2)	N1—C15—H15	118.6
C1—O2—Zn1	97.8 (2)	C16—C15—H15	118.6
N2—C25—C21	123.2 (4)	C10—C9—C8	120.6 (4)
N2—C25—C26	117.7 (3)	C10—C9—H9	119.7
C21—C25—C26	119.1 (4)	C8—C9—H9	119.7
C1—O1—Zn1	81.1 (2)	C16—C17—C18	120.5 (4)
C24—N2—C25	119.0 (4)	C16—C17—H17	119.8
C24—N2—Zn1	128.0 (3)	C18—C17—H17	119.8
C25—N2—Zn1	112.1 (3)	C23—C22—C21	120.5 (5)
C19—C18—C17	124.5 (5)	C23—C22—H22	119.7
C19—C18—C26	119.1 (4)	C21—C22—H22	119.7
C17—C18—C26	116.5 (4)	C9—C8—O3	117.8 (4)
N1—C26—C18	122.7 (4)	C9—C8—C13	121.0 (4)
N1—C26—C25	117.4 (4)	O3—C8—C13	121.1 (3)
C18—C26—C25	120.0 (4)	C17—C16—C15	119.4 (5)
O1—C1—O2	122.3 (3)	C17—C16—H16	120.3
O1—C1—C2	119.9 (3)	C15—C16—H16	120.3
O2—C1—C2	117.8 (3)	C19—C20—C21	121.4 (4)
O1—C1—Zn1	70.0 (2)	C19—C20—H20	119.3
O2—C1—Zn1	52.30 (17)	C21—C20—H20	119.3
C2—C1—Zn1	169.3 (3)	N2—C24—C23	120.8 (5)
C9—C10—C11	119.8 (4)	N2—C24—H24	119.6
C9—C10—H10	120.1	C23—C24—H24	119.6
C11—C10—H10	120.1	C5—C6—C7	120.3 (4)
C8—C13—C12	117.1 (3)	C5—C6—H6	119.9
C8—C13—C14	124.1 (3)	C7—C6—H6	119.9
C12—C13—C14	118.8 (3)	C22—C23—C24	119.8 (5)
C12—C11—C10	120.0 (4)	C22—C23—H23	120.1
C12—C11—H11	120.0	C24—C23—H23	120.1
C10—C11—H11	120.0	C2—C7—C6	119.9 (4)
C6—C5—C4	120.0 (4)	C2—C7—H7	120.1
C6—C5—H5	120.0	C6—C7—H7	120.1
C4—C5—H5	120.0	C20—C19—C18	121.8 (5)
C22—C21—C25	116.7 (5)	C20—C19—H19	119.1
C22—C21—C20	124.7 (5)	C18—C19—H19	119.1

Table 1

Selected bond lengths (Å)

Zn1—O2	2.011 (2)
Zn1—N1	2.114 (3)
Zn1—N2	2.129 (3)
Zn1—O4ⁱ	2.143 (3)
Zn1—O5ⁱ	2.172 (3)
Zn1—O1	2.395 (3)

Symmetry code: (i) .

2 in total

1. Entangled coordination networks with inherent features of polycatenation, polythreading, and polyknotting.

Authors: Xin-Long Wang; Chao Qin; En-Bo Wang; Yang-Guang Li; Zhong-Min Su; Lin Xu; Lucia Carlucci
Journal: Angew Chem Int Ed Engl Date: 2005-09-12 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

2 in total