Literature DB >> 22199502

Poly[[(4,4'-bipyridine-κN)[μ(3)-(S)-2-hy-droxy-butane-dioato-κO,O:O:O]zinc] dihydrate].

Yu-Kun Lu, Jian Liu, Cheng-Lin Diao, Ren-Qing Lü, Yun-Qi Liu.   

Abstract

In the title compound, {[Zn(C(4)H(4)O(5))(C(10)H(8)N(2))]·2H(2)O}(n), the Zn(II) ion displays a distorted tetra-gonal-pyramidal coordination environment with one hy-droxy O and three carboxyl-ate O atoms from three malate anions, and the one remaining position occupied by an N atom from a 4,4'-bipyridine ligand. The pyridine rings of the 4,4'-bipyridine ligand are twisted with respect to each other by a dihedral angle of 35.8 (2)°. The uncoordinated water mol-ecules are linked to the complex mol-ecules by O-H⋯O hydrogen bonds. Each malate anion forms four coordination bonds with three Zn atoms, establishing a layer structure parallel to the ac plane. Adjacent layers are further linked via O-H⋯N hydrogen bonding. π-π stacking between the pyridine rings [face-to-face distance = 3.651 (3) Å] occurs in the crystal structure.

Entities:  

Year:  2011        PMID： 22199502      PMCID： PMC3238611          DOI： 10.1107/S1600536811045788

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


Related literature

For applications of compounds with metal-organic framework structures (MOFs), see: Rowsell & Yaghi (2005 ▶). For the malate ligand, see: Duan et al. (2006 ▶); Li et al. (2008 ▶); Lin & Xu (2005 ▶); Ou et al. (2009 ▶); Xie et al. (2004 ▶). For related structures, see: Gadzikwa et al. (2008 ▶); Ma et al. (2010 ▶); Nordell et al. (2003 ▶).

Experimental

Crystal data

[Zn(C4H4O5)(C10H8N2)]·2H2O M = 389.66 Orthorhombic, a = 17.810 (5) Å b = 47.447 (9) Å c = 7.4063 (15) Å V = 6259 (2) Å3 Z = 16 Mo Kα radiation μ = 1.61 mm−1 T = 293 K 0.25 × 0.12 × 0.11 mm

Data collection

Rigaku R-AXIS RAPID diffractometer Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.689, T max = 0.843 14679 measured reflections 3380 independent reflections 2817 reflections with I > 2σ(I) R int = 0.077

Refinement

R[F 2 > 2σ(F 2)] = 0.044 wR(F 2) = 0.087 S = 1.09 3380 reflections 217 parameters 1 restraint H-atom parameters constrained Δρmax = 0.39 e Å−3 Δρmin = −0.37 e Å−3 Absolute structure: Flack (1983 ▶), 1438 Friedel pairs Flack parameter: 0.006 (17) Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: PROCESS-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 datablock(s) I, global. DOI: 10.1107/S1600536811045788/xu5364sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811045788/xu5364Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[Zn(C4H4O5)(C10H8N2)]·2H2OF(000) = 3200
Mr = 389.66Dx = 1.654 Mg m−3
Orthorhombic, Fdd2Mo Kα radiation, λ = 0.71073 Å
Hall symbol: F 2 -2dCell parameters from 14444 reflections
a = 17.810 (5) Åθ = 3.0–27.5°
b = 47.447 (9) ŵ = 1.61 mm−1
c = 7.4063 (15) ÅT = 293 K
V = 6259 (2) Å3Block, colorless
Z = 160.25 × 0.12 × 0.11 mm
Rigaku R-AXIS RAPID diffractometer3380 independent reflections
Radiation source: fine-focus sealed tube2817 reflections with I > 2σ(I)
graphiteRint = 0.077
Detector resolution: 10 pixels mm-1θmax = 27.5°, θmin = 3.0°
ω scansh = −22→22
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)k = −60→61
Tmin = 0.689, Tmax = 0.843l = −8→9
14679 measured reflections
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.044H-atom parameters constrained
wR(F2) = 0.087w = 1/[σ2(Fo2) + (0.0226P)2 + 22.1041P] where P = (Fo2 + 2Fc2)/3
S = 1.09(Δ/σ)max < 0.001
3380 reflectionsΔρmax = 0.39 e Å−3
217 parametersΔρmin = −0.37 e Å−3
1 restraintAbsolute structure: Flack (1983), 1438 Friedel pairs
Primary atom site location: structure-invariant direct methodsFlack parameter: 0.006 (17)
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.
xyzUiso*/Ueq
Zn10.07684 (2)0.130827 (9)0.47984 (7)0.02744 (12)
O10.0495 (2)0.09140 (7)0.5405 (4)0.0404 (8)
O20.0317 (2)0.05848 (6)0.7462 (5)0.0527 (9)
O30.0542 (2)0.13206 (6)0.7701 (5)0.0485 (10)
H30.06870.14040.86420.073*
O40.06058 (15)0.12247 (7)1.2138 (5)0.0333 (7)
O5−0.06183 (15)0.12117 (6)1.2620 (4)0.0342 (8)
O1W0.0119 (3)0.02832 (12)0.0565 (8)0.107 (2)
H110.04260.0271−0.03360.160*
H12−0.02760.02210.02110.160*
O2W0.0295 (3)0.02594 (13)0.4228 (9)0.111 (2)
H140.00060.02430.51390.167*
H130.03050.04350.40200.167*
N10.05148 (18)0.17331 (6)0.4739 (6)0.0300 (8)
N2−0.0363 (3)0.31846 (8)0.4508 (6)0.0507 (12)
C1−0.0156 (2)0.18258 (9)0.4188 (6)0.0364 (11)
H1−0.05050.16950.37780.055*
C2−0.0353 (2)0.21050 (9)0.4200 (6)0.0344 (10)
H2−0.08300.21600.38280.052*
C30.0164 (2)0.23059 (8)0.4772 (7)0.0295 (8)
C4−0.0022 (2)0.26103 (8)0.4763 (7)0.0314 (9)
C5−0.0736 (3)0.27109 (9)0.5116 (7)0.0395 (12)
H5−0.11160.25870.54550.047*
C6−0.0880 (3)0.29946 (10)0.4965 (9)0.0501 (13)
H6−0.13650.30570.51930.060*
C70.0328 (3)0.30880 (10)0.4207 (7)0.0512 (14)
H70.07000.32170.38990.061*
C80.0521 (3)0.28080 (10)0.4329 (7)0.0433 (12)
H80.10130.27520.41200.052*
C90.0855 (2)0.22099 (9)0.5339 (6)0.0351 (11)
H90.12160.23370.57350.042*
C100.1010 (2)0.19244 (9)0.5320 (6)0.0340 (11)
H100.14760.18630.57270.041*
C110.0415 (2)0.08348 (9)0.7015 (7)0.0331 (10)
C120.0483 (3)0.10540 (10)0.8520 (6)0.0307 (10)
H40.09420.10170.92090.037*
C13−0.0179 (2)0.10388 (9)0.9781 (7)0.0347 (9)
H13A−0.03170.08420.99350.042*
H13B−0.06010.11340.92170.042*
C14−0.0056 (2)0.11663 (8)1.1619 (5)0.0271 (9)
U11U22U33U12U13U23
Zn10.0306 (2)0.0257 (2)0.0260 (2)0.0010 (2)0.0027 (2)0.0005 (2)
O10.063 (2)0.0302 (18)0.0277 (17)−0.0110 (15)0.0055 (15)−0.0037 (13)
O20.087 (2)0.0255 (15)0.045 (2)−0.0076 (16)0.024 (2)−0.0019 (17)
O30.087 (3)0.0272 (18)0.032 (2)−0.0112 (16)0.0227 (19)−0.0076 (14)
O40.0286 (12)0.0465 (16)0.0248 (16)−0.0048 (14)0.0006 (16)0.0045 (16)
O50.0312 (14)0.0401 (16)0.031 (2)0.0001 (13)0.0052 (14)−0.0037 (14)
O1W0.108 (4)0.121 (5)0.091 (4)−0.012 (4)−0.006 (3)0.054 (3)
O2W0.092 (4)0.126 (5)0.115 (5)−0.006 (3)0.004 (3)−0.073 (4)
N10.0365 (18)0.0225 (17)0.0311 (19)−0.0019 (13)0.006 (2)−0.0032 (19)
N20.079 (3)0.029 (2)0.044 (3)0.012 (2)−0.005 (3)0.0018 (19)
C10.036 (2)0.030 (2)0.043 (3)−0.0017 (18)−0.005 (2)−0.0042 (19)
C20.027 (2)0.032 (2)0.045 (3)0.0046 (17)−0.0037 (19)−0.0008 (19)
C30.036 (2)0.0235 (19)0.029 (2)0.0020 (16)0.003 (2)0.004 (2)
C40.039 (2)0.030 (2)0.025 (2)0.0064 (18)−0.005 (2)0.003 (2)
C50.042 (2)0.036 (2)0.041 (3)0.005 (2)0.000 (2)0.005 (2)
C60.056 (3)0.043 (3)0.051 (3)0.016 (2)−0.001 (3)0.002 (3)
C70.071 (4)0.030 (2)0.053 (3)−0.008 (2)0.002 (3)0.009 (2)
C80.045 (3)0.035 (2)0.050 (3)−0.001 (2)0.004 (2)0.011 (2)
C90.034 (2)0.029 (2)0.042 (3)−0.0037 (19)−0.004 (2)−0.0006 (18)
C100.030 (2)0.032 (2)0.040 (3)0.0032 (18)0.0009 (19)0.0013 (18)
C110.036 (2)0.027 (2)0.036 (3)−0.0009 (17)0.008 (2)−0.0012 (19)
C120.036 (2)0.028 (2)0.028 (2)−0.0003 (18)0.0056 (19)−0.0011 (17)
C130.033 (2)0.041 (2)0.029 (2)−0.0020 (17)0.003 (2)−0.010 (2)
C140.033 (2)0.025 (2)0.0231 (19)−0.0028 (17)−0.0004 (17)0.0015 (16)
Zn1—N12.066 (3)C2—C31.392 (6)
Zn1—O11.985 (3)C2—H20.9300
Zn1—O32.188 (4)C3—C91.378 (6)
Zn1—O4i2.031 (4)C3—C41.482 (5)
Zn1—O5ii1.999 (3)C4—C51.383 (6)
O1—C111.257 (6)C4—C81.385 (6)
O2—C111.244 (5)C5—C61.375 (6)
O3—C121.407 (5)C5—H50.9300
O3—H30.8427C6—H60.9300
O4—C141.270 (5)C7—C81.375 (7)
O5—C141.265 (5)C7—H70.9300
O1W—H110.8645C8—H80.9300
O1W—H120.8063C9—C101.383 (6)
O2W—H140.8528C9—H90.9300
O2W—H130.8466C10—H100.9300
N1—C101.337 (5)C11—C121.529 (6)
N1—C11.337 (5)C12—C131.506 (6)
N2—C71.331 (7)C12—H40.9800
N2—C61.333 (6)C13—C141.506 (6)
C1—C21.371 (6)C13—H13A0.9700
C1—H10.9300C13—H13B0.9700
O1—Zn1—O5ii99.87 (13)C6—C5—H5120.2
O1—Zn1—O4i90.04 (13)C4—C5—H5120.2
O5ii—Zn1—O4i104.34 (12)N2—C6—C5123.7 (5)
O1—Zn1—N1150.56 (13)N2—C6—H6118.2
O5ii—Zn1—N1105.40 (12)C5—C6—H6118.2
O4i—Zn1—N197.97 (16)N2—C7—C8123.6 (5)
O1—Zn1—O375.97 (12)N2—C7—H7118.2
O5ii—Zn1—O393.84 (15)C8—C7—H7118.2
O4i—Zn1—O3158.80 (11)C7—C8—C4119.7 (5)
N1—Zn1—O387.40 (15)C7—C8—H8120.2
C11—O1—Zn1121.6 (3)C4—C8—H8120.2
C12—O3—Zn1114.4 (3)C3—C9—C10120.0 (4)
C12—O3—H395.2C3—C9—H9120.0
Zn1—O3—H3140.2C10—C9—H9120.0
C14—O4—Zn1iii117.9 (3)N1—C10—C9122.5 (4)
C14—O5—Zn1iv135.0 (3)N1—C10—H10118.8
H11—O1W—H12106.0C9—C10—H10118.8
H14—O2W—H13104.2O2—C11—O1123.6 (4)
C10—N1—C1117.7 (4)O2—C11—C12117.7 (4)
C10—N1—Zn1120.8 (3)O1—C11—C12118.6 (4)
C1—N1—Zn1121.5 (3)O3—C12—C13111.7 (4)
C7—N2—C6116.6 (4)O3—C12—C11107.6 (4)
N1—C1—C2123.0 (4)C13—C12—C11111.0 (4)
N1—C1—H1118.5O3—C12—H4108.8
C2—C1—H1118.5C13—C12—H4108.8
C1—C2—C3119.6 (4)C11—C12—H4108.8
C1—C2—H2120.2C12—C13—C14115.3 (3)
C3—C2—H2120.2C12—C13—H13A108.5
C9—C3—C2117.2 (4)C14—C13—H13A108.5
C9—C3—C4121.5 (4)C12—C13—H13B108.5
C2—C3—C4121.2 (4)C14—C13—H13B108.5
C5—C4—C8116.8 (4)H13A—C13—H13B107.5
C5—C4—C3122.7 (4)O5—C14—O4121.4 (4)
C8—C4—C3120.4 (4)O5—C14—C13118.8 (3)
C6—C5—C4119.6 (5)O4—C14—C13119.8 (4)
D—H···AD—HH···AD···AD—H···A
O1W—H11···O2i0.862.222.730 (6)118.
O2W—H14···O20.852.432.850 (6)111.
O3—H3···N2v0.842.132.721 (5)127.
Table 1

Selected bond lengths (Å)

Zn1—N12.066 (3)
Zn1—O11.985 (3)
Zn1—O32.188 (4)
Zn1—O4i2.031 (4)
Zn1—O5ii1.999 (3)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯AD—HH⋯AD⋯AD—H⋯A
O1W—H11⋯O2i0.862.222.730 (6)118
O2W—H14⋯O20.852.432.850 (6)111
O3—H3⋯N2iii0.842.132.721 (5)127

Symmetry codes: (i) ; (iii) .

  5 in total

1.  Strategies for hydrogen storage in metal--organic frameworks.

Authors:  Jesse L C Rowsell; Omar M Yaghi
Journal:  Angew Chem Int Ed Engl       Date:  2005-07-25       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.  Ligand-elaboration as a strategy for engendering structural diversity in porous metal-organic framework compounds.

Authors:  Tendai Gadzikwa; Bi-Shun Zeng; Joseph T Hupp; T SonBinh Nguyen
Journal:  Chem Commun (Camb)       Date:  2008-06-30       Impact factor: 6.222

4.  cyclo-Tetra-μ-malato-κO,O',O'':O'''-tetra-kis[bis-(1H-benzimidazole-κN)cobalt(II)] eicosa-hydrate.

Authors:  Jun-Hua Li; Jing-Jing Nie; Jian-Rong Su; Duan-Jun Xu
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-03-14

5.  Bis(5,5,7,12,12,14-hexa-methyl-1,4,8,11-tetra-azacyclo-tetra-decane-κN)(μ-l-mal-ato-κO,O:O,O)dinickel(II) bis(perchlorate) monohydrate.

Authors:  Guang-Chuan Ou; Qiang Zhou; Seik Weng Ng
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-06-06
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.