Literature DB >> 23795005

catena-Poly[[bis-(pyridine-κN)zinc]-μ-5-carb-oxy-benzene-1,3-di-carboxyl-ato-κ(2) O (1):O (3)].

Abstract

The title one-dimensional coordination polymer, [Zn(C9H4O6)(C5H5N)2] n or [Zn(HBTC)(py)2] n , (I), where BTC is benzene-1,3,5-tricarboxylate and py is pyridine, is a solvent-free polymorph of [Zn(HBTC)(py)2]·2C2H5OH [Yaghi et al. (1997 ▶). Chem. Mater. 9, 1074-1076]. Differences in the spatial arrangements and supra-molecular packing of the [Zn(HBTC)(py)2] n chains in the two structures are described. The chain in (I) extends parallel to [100] and is severely puckered, with a Zn⋯Zn distance of 8.3599 (3) Å and a Zn⋯Zn⋯Zn angle of 107.516 (3)°, as a result of hydrogen-bonding inter-actions of the types O-H⋯O and C-H⋯O. There is no evidence for π-π inter-actions in (I). The differences between the solvent-free and solvent-containing structures can be accounted for by the absence of the ethanol solvent mol-ecule and the use of the converging pair of O atoms in the bis-monodentate bridging HBTC(2-) ligand in (I).

Entities: Chemical Disease Gene

Year: 2013 PMID： 23795005 PMCID： PMC3684903 DOI： 10.1107/S1600536813014347

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

Related literature

For the ethanol monosolvate of (I), see: Yaghi et al. (1997 ▶). For a review on supramolecular isomerism in coordination compounds, see: Zhang et al. (2009 ▶).

Experimental

Crystal data

[Zn(C9H4O6)(C5H5N)2] M = 431.69 Orthorhombic, a = 13.4850 (4) Å b = 15.7677 (4) Å c = 16.7252 (4) Å V = 3556.24 (16) Å3 Z = 8 Mo Kα radiation μ = 1.42 mm−1 T = 293 K 0.40 × 0.32 × 0.20 mm

Data collection

Bruker SMART CCD area-detector diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.638, T max = 0.746 18851 measured reflections 4402 independent reflections 3448 reflections with I > 2σ(I) R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.028 wR(F 2) = 0.075 S = 1.03 4402 reflections 257 parameters H atoms treated by a mixture of independent and constrained refinement Δρmax = 0.32 e Å−3 Δρmin = −0.27 e Å−3 Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶) and WinGX (Farrugia, 2012 ▶); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008 ▶) and WinGX; molecular graphics: DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶). Click here for additional data file. Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813014347/cq2004sup1.cif Click here for additional data file. Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813014347/cq2004Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Zn(C₉H₄O₆)(C₅H₅N)₂]	D_x = 1.613 Mg m⁻³
M_r = 431.69	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pbca	Cell parameters from 12396 reflections
a = 13.4850 (4) Å	θ = 2.3–28.3°
b = 15.7677 (4) Å	µ = 1.42 mm⁻¹
c = 16.7252 (4) Å	T = 293 K
V = 3556.24 (16) Å³	Block, colorless
Z = 8	0.40 × 0.32 × 0.20 mm
F(000) = 1760

Bruker SMART CCD area-detector diffractometer	3448 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.027
ω scan	θ_max = 28.3°, θ_min = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −17→16
T_min = 0.638, T_max = 0.746	k = −18→21
18851 measured reflections	l = −22→18
4402 independent reflections

Refinement on F²	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F² > 2σ(F²)] = 0.028	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.075	w = 1/[σ²(F_o²) + (0.0343P)² + 1.2882P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max = 0.001
4402 reflections	Δρ_max = 0.32 e Å⁻³
257 parameters	Δρ_min = −0.27 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.

	x	y	z	U_iso*/U_eq
Zn1	0.13687 (2)	0.15689 (2)	0.38115 (2)	0.02934 (7)
O1	0.22574 (9)	0.24099 (8)	0.43444 (8)	0.0387 (3)
O2	0.02076 (9)	0.12804 (8)	0.44224 (8)	0.0380 (3)
O3	0.08532 (9)	0.31056 (8)	0.42911 (9)	0.0403 (3)
O4	0.17223 (13)	0.64303 (10)	0.62643 (11)	0.0636 (5)
O5	0.06430 (11)	0.59328 (10)	0.53854 (11)	0.0610 (5)
O6	0.50499 (11)	0.48839 (11)	0.63064 (10)	0.0572 (4)
N1	0.24456 (11)	0.07341 (9)	0.34795 (9)	0.0344 (3)
N2	0.08742 (12)	0.20600 (9)	0.27386 (9)	0.0351 (3)
C1	0.34018 (14)	0.09488 (13)	0.35799 (13)	0.0403 (4)
H1	0.3551	0.1456	0.3837	0.048*
C2	0.41665 (16)	0.04472 (14)	0.33178 (15)	0.0526 (6)
H2	0.4821	0.0612	0.3398	0.063*
C3	0.39544 (18)	−0.02992 (14)	0.29374 (14)	0.0554 (6)
H3	0.4463	−0.0645	0.2749	0.066*
C4	0.29877 (19)	−0.05299 (13)	0.28377 (14)	0.0554 (6)
H4	0.2829	−0.1038	0.2586	0.066*
C5	0.22515 (16)	−0.00031 (13)	0.31132 (12)	0.0451 (5)
H5	0.1594	−0.0164	0.3043	0.054*
C6	0.14604 (16)	0.21440 (13)	0.21013 (12)	0.0455 (5)
H6	0.2091	0.1906	0.2119	0.055*
C7	0.1175 (2)	0.25651 (16)	0.14217 (13)	0.0581 (6)
H7	0.1607	0.2614	0.0991	0.070*
C8	0.0245 (2)	0.29120 (16)	0.13863 (15)	0.0639 (7)
H8	0.0034	0.3200	0.0932	0.077*
C9	−0.03721 (19)	0.28258 (14)	0.20360 (15)	0.0570 (6)
H9	−0.1010	0.3050	0.2025	0.068*
C10	−0.00334 (15)	0.24024 (12)	0.27043 (12)	0.0424 (5)
H10	−0.0449	0.2353	0.3145	0.051*
C11	0.17367 (13)	0.30629 (11)	0.44909 (10)	0.0290 (3)
C12	0.22248 (12)	0.37837 (10)	0.49276 (10)	0.0274 (3)
C13	0.32159 (13)	0.37427 (11)	0.51554 (10)	0.0290 (4)
H13	0.3589	0.3265	0.5029	0.035*
C14	0.36539 (12)	0.44093 (11)	0.55706 (10)	0.0296 (4)
C15	0.30929 (13)	0.51149 (11)	0.57672 (11)	0.0325 (4)
H15	0.3381	0.5560	0.6048	0.039*
C16	0.20993 (12)	0.51606 (11)	0.55457 (11)	0.0311 (4)
C17	0.16744 (13)	0.44966 (11)	0.51237 (11)	0.0306 (4)
H17	0.1013	0.4530	0.4970	0.037*
C18	0.14864 (13)	0.59105 (12)	0.57802 (13)	0.0377 (4)
C19	0.47177 (13)	0.43569 (11)	0.58439 (11)	0.0322 (4)
H5W	0.022 (2)	0.6310 (19)	0.5540 (18)	0.096 (10)*

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.02247 (11)	0.02948 (11)	0.03608 (12)	−0.00104 (8)	0.00170 (8)	−0.00546 (8)
O1	0.0273 (7)	0.0301 (6)	0.0587 (8)	0.0041 (5)	−0.0047 (6)	−0.0160 (6)
O2	0.0269 (7)	0.0399 (7)	0.0472 (7)	−0.0100 (5)	0.0077 (6)	−0.0080 (6)
O3	0.0262 (7)	0.0345 (7)	0.0604 (9)	0.0031 (5)	−0.0077 (6)	−0.0175 (6)
O4	0.0489 (9)	0.0533 (10)	0.0887 (13)	0.0178 (8)	−0.0231 (9)	−0.0421 (9)
O5	0.0303 (8)	0.0560 (10)	0.0967 (13)	0.0175 (7)	−0.0177 (8)	−0.0409 (9)
O6	0.0325 (8)	0.0634 (10)	0.0759 (11)	0.0070 (7)	−0.0159 (7)	−0.0354 (8)
N1	0.0317 (8)	0.0309 (8)	0.0407 (8)	0.0036 (6)	0.0055 (7)	−0.0024 (7)
N2	0.0352 (9)	0.0350 (8)	0.0352 (8)	0.0005 (7)	−0.0019 (7)	−0.0053 (7)
C1	0.0338 (10)	0.0344 (10)	0.0526 (11)	0.0012 (8)	0.0058 (9)	−0.0005 (9)
C2	0.0342 (11)	0.0496 (12)	0.0740 (16)	0.0100 (9)	0.0150 (10)	0.0077 (11)
C3	0.0593 (15)	0.0445 (12)	0.0625 (14)	0.0220 (11)	0.0265 (12)	0.0054 (11)
C4	0.0711 (16)	0.0364 (11)	0.0587 (14)	0.0090 (11)	0.0144 (12)	−0.0115 (10)
C5	0.0442 (12)	0.0368 (10)	0.0544 (12)	0.0002 (9)	0.0051 (10)	−0.0112 (9)
C6	0.0488 (13)	0.0469 (11)	0.0408 (11)	−0.0019 (10)	0.0059 (9)	−0.0068 (9)
C7	0.0817 (18)	0.0554 (14)	0.0373 (11)	−0.0166 (13)	0.0046 (11)	−0.0009 (11)
C8	0.094 (2)	0.0476 (13)	0.0500 (14)	−0.0149 (14)	−0.0259 (14)	0.0094 (11)
C9	0.0558 (15)	0.0443 (12)	0.0710 (16)	0.0029 (11)	−0.0223 (12)	0.0006 (11)
C10	0.0403 (11)	0.0397 (10)	0.0472 (11)	0.0016 (9)	−0.0036 (9)	−0.0043 (9)
C11	0.0273 (8)	0.0256 (8)	0.0342 (9)	−0.0003 (7)	0.0012 (7)	−0.0049 (7)
C12	0.0239 (8)	0.0256 (8)	0.0328 (8)	−0.0012 (6)	0.0005 (7)	−0.0037 (7)
C13	0.0239 (8)	0.0272 (8)	0.0358 (9)	0.0041 (7)	0.0006 (7)	−0.0042 (7)
C14	0.0224 (8)	0.0321 (9)	0.0342 (9)	0.0018 (7)	−0.0015 (7)	−0.0028 (7)
C15	0.0258 (9)	0.0304 (9)	0.0414 (10)	−0.0007 (7)	−0.0038 (7)	−0.0100 (8)
C16	0.0242 (8)	0.0287 (8)	0.0404 (9)	0.0023 (7)	−0.0015 (7)	−0.0080 (7)
C17	0.0215 (8)	0.0300 (9)	0.0404 (10)	0.0008 (7)	−0.0027 (7)	−0.0057 (7)
C18	0.0256 (9)	0.0338 (9)	0.0536 (12)	0.0040 (7)	−0.0019 (8)	−0.0114 (9)
C19	0.0246 (8)	0.0359 (9)	0.0361 (9)	0.0021 (7)	−0.0013 (7)	−0.0018 (8)

Zn1—O2	1.9241 (12)	C5—H5	0.9300
Zn1—O1	1.9973 (12)	C6—C7	1.371 (3)
Zn1—N1	2.0371 (14)	C6—H6	0.9300
Zn1—N2	2.0650 (15)	C7—C8	1.370 (4)
O1—C11	1.270 (2)	C7—H7	0.9300
O2—C19ⁱ	1.283 (2)	C8—C9	1.375 (4)
O3—C11	1.239 (2)	C8—H8	0.9300
O4—C18	1.195 (2)	C9—C10	1.380 (3)
O5—C18	1.315 (2)	C9—H9	0.9300
O5—H5W	0.86 (3)	C10—H10	0.9300
O6—C19	1.220 (2)	C11—C12	1.503 (2)
N1—C5	1.340 (2)	C12—C17	1.386 (2)
N1—C1	1.344 (2)	C12—C13	1.391 (2)
N2—C6	1.334 (3)	C13—C14	1.391 (2)
N2—C10	1.339 (2)	C13—H13	0.9300
C1—C2	1.372 (3)	C14—C15	1.385 (2)
C1—H1	0.9300	C14—C19	1.508 (2)
C2—C3	1.368 (3)	C15—C16	1.392 (2)
C2—H2	0.9300	C15—H15	0.9300
C3—C4	1.364 (3)	C16—C17	1.387 (2)
C3—H3	0.9300	C16—C18	1.495 (2)
C4—C5	1.374 (3)	C17—H17	0.9300
C4—H4	0.9300	C19—O2ⁱⁱ	1.283 (2)

O2—Zn1—O1	114.10 (5)	C7—C8—C9	118.7 (2)
O2—Zn1—N1	124.90 (6)	C7—C8—H8	120.6
O1—Zn1—N1	97.06 (6)	C9—C8—H8	120.6
O2—Zn1—N2	106.70 (6)	C8—C9—C10	119.2 (2)
O1—Zn1—N2	109.43 (6)	C8—C9—H9	120.4
N1—Zn1—N2	103.63 (6)	C10—C9—H9	120.4
C11—O1—Zn1	107.01 (11)	N2—C10—C9	122.2 (2)
C19ⁱ—O2—Zn1	114.84 (11)	N2—C10—H10	118.9
C18—O5—H5W	116 (2)	C9—C10—H10	118.9
C5—N1—C1	117.60 (17)	O3—C11—O1	121.57 (15)
C5—N1—Zn1	123.09 (13)	O3—C11—C12	120.73 (15)
C1—N1—Zn1	119.16 (13)	O1—C11—C12	117.69 (15)
C6—N2—C10	117.87 (18)	C17—C12—C13	119.16 (15)
C6—N2—Zn1	122.71 (14)	C17—C12—C11	119.58 (15)
C10—N2—Zn1	118.92 (13)	C13—C12—C11	121.25 (15)
N1—C1—C2	122.4 (2)	C12—C13—C14	120.63 (15)
N1—C1—H1	118.8	C12—C13—H13	119.7
C2—C1—H1	118.8	C14—C13—H13	119.7
C3—C2—C1	119.2 (2)	C15—C14—C13	119.57 (15)
C3—C2—H2	120.4	C15—C14—C19	119.45 (15)
C1—C2—H2	120.4	C13—C14—C19	120.92 (15)
C4—C3—C2	119.09 (19)	C14—C15—C16	120.28 (16)
C4—C3—H3	120.5	C14—C15—H15	119.9
C2—C3—H3	120.5	C16—C15—H15	119.9
C3—C4—C5	119.2 (2)	C17—C16—C15	119.61 (15)
C3—C4—H4	120.4	C17—C16—C18	120.15 (15)
C5—C4—H4	120.4	C15—C16—C18	120.22 (15)
N1—C5—C4	122.5 (2)	C12—C17—C16	120.75 (16)
N1—C5—H5	118.8	C12—C17—H17	119.6
C4—C5—H5	118.8	C16—C17—H17	119.6
N2—C6—C7	123.0 (2)	O4—C18—O5	123.49 (18)
N2—C6—H6	118.5	O4—C18—C16	124.95 (17)
C7—C6—H6	118.5	O5—C18—C16	111.55 (16)
C8—C7—C6	119.1 (2)	O6—C19—O2ⁱⁱ	124.36 (17)
C8—C7—H7	120.5	O6—C19—C14	120.27 (16)
C6—C7—H7	120.5	O2ⁱⁱ—C19—C14	115.32 (15)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5W···O3ⁱⁱⁱ	0.86 (3)	1.74 (3)	2.5813 (19)	164 (3)
C1—H1···O1	0.93	2.45	3.053 (2)	122
C5—H5···O6ⁱ	0.93	2.39	3.129 (3)	136
C17—H17···O5	0.93	2.37	2.693 (2)	100
C17—H17···O5ⁱⁱⁱ	0.93	2.42	3.309 (2)	159

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5W⋯O3ⁱ	0.86 (3)	1.74 (3)	2.5813 (19)	164 (3)
C1—H1⋯O1	0.93	2.45	3.053 (2)	122
C5—H5⋯O6ⁱⁱ	0.93	2.39	3.129 (3)	136
C17—H17⋯O5	0.93	2.37	2.693 (2)	100
C17—H17⋯O5ⁱ	0.93	2.42	3.309 (2)	159

Symmetry codes: (i) ; (ii) .

2 in total

1. A short history of SHELX.

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

2. Supramolecular isomerism in coordination polymers.

Authors: Jie-Peng Zhang; Xiao-Chun Huang; Xiao-Ming Chen
Journal: Chem Soc Rev Date: 2009-05-19 Impact factor: 54.564

2 in total