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Acta Crystallogr Sect E Struct Rep Online. 2009 August 1; 65(Pt 8): m990.
Published online 2009 July 25. doi:  10.1107/S1600536809028566
PMCID: PMC2977363

Poly[bis­(N,N-dimethyl­formamide)(μ-formato)(μ5-4-oxidoisophthalato)dizinc(II)]

Abstract

The title compound, [Zn2(CHO2)(C8H3O5)(C3H7NO)2]n, is a three-dimensional metal–organic framework, of which two independent ZnII atoms (denoted Zn1 and Zn2) are linked by both 4-oxidoisophthalate and formate bridging ligands. The 4-oxidoisophthalate ligands link two Zn1-type and three Zn2-type atoms, forming a corrugated sheet roughly parallel to the ac plane. The formate ions join two neighboring sheets along the b axis, forming a three-dimensional network. Two independent dimethylformamide ligands are coordinated to separate ZnII atoms and fill the voids provided by the framework. Both types of ZnII atoms have a distorted trigonal-bipyramidal coordination geometry.

Related literature

Zn ions and 4-hydroxy­isophthalates can be assembled in a different way due to an auxiliary pyridyl ligand; see: Zhang et al. (2004 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-0m990-scheme1.jpg

Experimental

Crystal data

  • [Zn2(CHO2)(C8H3O5)(C3H7NO)2]
  • M r = 501.05
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-0m990-efi13.jpg
  • a = 9.1190 (4) Å
  • b = 14.7355 (6) Å
  • c = 14.4711 (6) Å
  • β = 107.752 (1)°
  • V = 1851.94 (13) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 2.64 mm−1
  • T = 173 K
  • 0.25 × 0.20 × 0.10 mm

Data collection

  • Bruker SMART CCD diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.551, T max = 0.768
  • 9831 measured reflections
  • 3343 independent reflections
  • 2881 reflections with I > 2σ(I)
  • R int = 0.066

Refinement

  • R[F 2 > 2σ(F 2)] = 0.042
  • wR(F 2) = 0.097
  • S = 1.18
  • 3343 reflections
  • 257 parameters
  • H-atom parameters constrained
  • Δρmax = 0.76 e Å−3
  • Δρmin = −0.99 e Å−3

Data collection: SMART (Bruker, 1997 [triangle]); cell refinement: SAINT (Bruker, 1997 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL and MS Modeling (Accelrys, 2005 [triangle]).

Table 1
Selected bond lengths (Å)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809028566/xu2557sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809028566/xu2557Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

We acknowledge financial support provided by the Korea Research Foundation (grant No. KRF–2006–351–C00016).

supplementary crystallographic information

Experimental

The hydroxybenzene-2,4-dicarboxylic acid was purchased from TCI. Hydroxybenzene-2,4-dicarboxylic acid (10 mg, 0.06 mmol) and Zn(NO3)2.6H2O (32 mg, 0.11 mmol) were dissolved in the mixture of N,N'-dimethylformamide (1.0 ml) and H2O (0.05 ml) solution in 20 ml vial. Then the vial was capped tightly, and placed at 105 °C for 7 days to obtain the crystals for the X-ray crystallographic study.

Refinement

Hydrogen atoms were placed at calculated positions (C—H = 0.95 or 0.98 Å) and were treated as riding on their attached C atoms with U(H) set to 1.2 times Ueq(C).

Figures

Fig. 1.
The fragment structure of (I) is shown with the atomic numbering scheme. Displacement ellipsoids are drawn at the 50% probability level and H atoms are shown as small spheres of arbitrary radii. [Symmetry codes: (i) x + 1, y, z; (ii) x + 1/2, -y + 3/2, ...

Crystal data

[Zn2(CHO2)(C8H3O5)(C3H7NO)2]F(000) = 1016
Mr = 501.05Dx = 1.797 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 5137 reflections
a = 9.1190 (4) Åθ = 2.4–28.3°
b = 14.7355 (6) ŵ = 2.64 mm1
c = 14.4711 (6) ÅT = 173 K
β = 107.752 (1)°Rectangular, light yellow
V = 1851.94 (13) Å30.25 × 0.20 × 0.10 mm
Z = 4

Data collection

Bruker SMART CCD diffractometer3343 independent reflections
Radiation source: fine-focus sealed tube2881 reflections with I > 2σ(I)
graphiteRint = 0.066
[var phi] and ω scansθmax = 25.2°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −10→10
Tmin = 0.551, Tmax = 0.768k = −17→13
9831 measured reflectionsl = −16→17

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.042Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.097H-atom parameters constrained
S = 1.18w = 1/[σ2(Fo2) + (0.0404P)2 + 1.5088P] where P = (Fo2 + 2Fc2)/3
3343 reflections(Δ/σ)max = 0.011
257 parametersΔρmax = 0.76 e Å3
0 restraintsΔρmin = −0.99 e Å3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Zn10.72276 (5)0.65094 (3)0.63563 (3)0.01168 (14)
Zn20.81689 (5)0.74739 (3)0.86581 (3)0.01100 (14)
O10.6482 (3)0.70324 (18)0.74736 (18)0.0122 (6)
O20.5239 (3)0.69042 (19)0.54535 (18)0.0154 (6)
O30.2738 (3)0.7065 (2)0.48774 (18)0.0170 (6)
O4−0.0743 (3)0.7091 (2)0.67563 (19)0.0205 (7)
O50.0125 (3)0.7240 (2)0.83755 (19)0.0178 (6)
O60.7196 (4)0.5270 (2)0.6874 (2)0.0311 (8)
O70.7029 (4)0.3780 (2)0.6904 (2)0.0240 (7)
O80.7888 (3)0.6054 (2)0.51459 (19)0.0209 (7)
O90.8384 (4)0.6248 (2)0.9446 (2)0.0255 (7)
N10.7454 (4)0.5608 (2)0.3589 (2)0.0209 (8)
N20.7907 (5)0.4794 (3)0.9734 (3)0.0256 (9)
C10.5022 (4)0.7046 (3)0.7454 (3)0.0114 (8)
C20.3757 (4)0.7015 (3)0.6584 (3)0.0110 (8)
C30.2254 (4)0.7048 (3)0.6639 (3)0.0123 (8)
H30.14190.70200.60550.015*
C40.1940 (4)0.7121 (3)0.7516 (3)0.0129 (8)
C50.3178 (4)0.7163 (3)0.8370 (3)0.0143 (8)
H50.29870.72210.89760.017*
C60.4675 (4)0.7120 (3)0.8342 (3)0.0145 (8)
H60.54950.71390.89330.017*
C70.3937 (4)0.6988 (3)0.5587 (3)0.0108 (8)
C80.0325 (4)0.7156 (3)0.7551 (3)0.0130 (8)
C90.7218 (4)0.4501 (3)0.6507 (3)0.0163 (9)
H90.73890.44670.58930.020*
C100.7002 (5)0.5902 (3)0.4312 (3)0.0178 (9)
H100.59330.60070.41960.021*
C110.9072 (5)0.5454 (3)0.3685 (3)0.0322 (12)
H11A0.97130.56930.43100.039*
H11B0.93340.57650.31570.039*
H11C0.92580.48020.36520.039*
C120.6343 (6)0.5446 (3)0.2635 (3)0.0292 (11)
H12A0.53030.55830.26590.035*
H12B0.63950.48090.24530.035*
H12C0.65840.58380.21540.035*
C130.8027 (5)0.5464 (3)0.9161 (3)0.0238 (10)
H130.78290.53390.84900.029*
C140.8165 (8)0.4940 (4)1.0762 (4)0.0464 (15)
H14A0.85400.55601.09330.056*
H14B0.89330.45061.11340.056*
H14C0.71970.48531.09120.056*
C150.7510 (7)0.3869 (3)0.9373 (4)0.0399 (13)
H15A0.74900.38350.86930.048*
H15B0.64930.37090.94220.048*
H15C0.82800.34440.97610.048*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Zn10.0099 (2)0.0170 (3)0.0074 (2)0.00076 (18)0.00155 (16)−0.00134 (18)
Zn20.0099 (2)0.0173 (3)0.0057 (2)−0.00064 (17)0.00219 (16)−0.00158 (17)
O10.0084 (13)0.0204 (16)0.0076 (13)0.0010 (11)0.0020 (10)−0.0036 (11)
O20.0117 (14)0.0273 (17)0.0078 (13)0.0023 (11)0.0038 (11)0.0010 (12)
O30.0114 (14)0.0310 (18)0.0074 (13)0.0011 (12)0.0012 (11)0.0015 (12)
O40.0092 (14)0.040 (2)0.0103 (14)−0.0031 (12)0.0003 (11)−0.0018 (13)
O50.0139 (14)0.0320 (18)0.0095 (14)0.0036 (12)0.0066 (11)0.0023 (12)
O60.064 (2)0.0158 (18)0.0153 (16)0.0015 (15)0.0140 (16)−0.0019 (13)
O70.0392 (19)0.0185 (17)0.0145 (15)0.0019 (13)0.0087 (13)0.0021 (12)
O80.0177 (15)0.0326 (19)0.0118 (14)0.0054 (13)0.0038 (12)−0.0032 (13)
O90.0361 (19)0.0203 (18)0.0192 (16)0.0002 (14)0.0069 (14)0.0039 (13)
N10.028 (2)0.022 (2)0.0132 (17)0.0032 (15)0.0076 (15)−0.0039 (15)
N20.043 (2)0.018 (2)0.0175 (19)0.0009 (17)0.0119 (17)0.0012 (15)
C10.0093 (19)0.012 (2)0.0129 (19)−0.0008 (15)0.0030 (15)−0.0017 (15)
C20.016 (2)0.011 (2)0.0060 (18)−0.0021 (15)0.0038 (15)−0.0003 (15)
C30.0117 (19)0.016 (2)0.0080 (18)−0.0010 (15)0.0008 (15)−0.0016 (15)
C40.013 (2)0.016 (2)0.0106 (19)0.0001 (15)0.0047 (15)0.0002 (15)
C50.016 (2)0.018 (2)0.0096 (19)−0.0024 (16)0.0051 (16)−0.0021 (16)
C60.0105 (19)0.024 (2)0.0062 (18)0.0013 (16)−0.0011 (15)−0.0032 (16)
C70.014 (2)0.011 (2)0.0069 (18)0.0002 (15)0.0035 (15)0.0006 (15)
C80.012 (2)0.015 (2)0.013 (2)0.0000 (15)0.0051 (16)0.0011 (15)
C90.018 (2)0.020 (2)0.0104 (19)−0.0015 (17)0.0038 (16)−0.0009 (17)
C100.018 (2)0.020 (2)0.017 (2)0.0017 (17)0.0082 (17)0.0006 (17)
C110.031 (3)0.044 (3)0.025 (2)0.009 (2)0.014 (2)−0.004 (2)
C120.037 (3)0.037 (3)0.015 (2)0.002 (2)0.008 (2)−0.008 (2)
C130.030 (3)0.031 (3)0.009 (2)0.002 (2)0.0045 (18)0.0003 (19)
C140.095 (5)0.026 (3)0.026 (3)0.000 (3)0.031 (3)0.003 (2)
C150.065 (4)0.024 (3)0.024 (3)−0.008 (2)0.003 (2)0.004 (2)

Geometric parameters (Å, °)

Zn1—O4i1.960 (3)N2—C151.465 (6)
Zn1—O21.972 (3)C1—C61.418 (5)
Zn1—O61.977 (3)C1—C21.425 (5)
Zn1—O12.083 (2)C2—C31.397 (5)
Zn1—O82.127 (3)C2—C71.502 (5)
Zn2—O5i1.978 (3)C3—C41.389 (5)
Zn2—O12.029 (3)C3—H30.9500
Zn2—O3ii2.038 (3)C4—C51.398 (5)
Zn2—O7iii2.075 (3)C4—C81.489 (5)
Zn2—O92.114 (3)C5—C61.379 (5)
O1—C11.323 (4)C5—H50.9500
O2—C71.266 (4)C6—H60.9500
O3—C71.256 (4)C9—H90.9500
O3—Zn2iv2.038 (3)C10—H100.9500
O4—C81.264 (5)C11—H11A0.9800
O4—Zn1v1.960 (3)C11—H11B0.9800
O5—C81.267 (4)C11—H11C0.9800
O5—Zn2v1.978 (3)C12—H12A0.9800
O6—C91.255 (5)C12—H12B0.9800
O7—C91.244 (5)C12—H12C0.9800
O7—Zn2vi2.075 (3)C13—H130.9500
O8—C101.250 (5)C14—H14A0.9800
O9—C131.236 (5)C14—H14B0.9800
N1—C101.311 (5)C14—H14C0.9800
N1—C111.457 (6)C15—H15A0.9800
N1—C121.462 (6)C15—H15B0.9800
N2—C131.316 (6)C15—H15C0.9800
N2—C141.448 (6)
O4i—Zn1—O2131.40 (12)C3—C4—C8121.0 (3)
O4i—Zn1—O6114.44 (14)C5—C4—C8120.6 (3)
O2—Zn1—O6114.00 (13)C6—C5—C4120.8 (3)
O4i—Zn1—O196.38 (11)C6—C5—H5119.6
O2—Zn1—O187.33 (10)C4—C5—H5119.6
O6—Zn1—O190.09 (12)C5—C6—C1121.8 (3)
O4i—Zn1—O884.39 (11)C5—C6—H6119.1
O2—Zn1—O888.94 (10)C1—C6—H6119.1
O6—Zn1—O893.51 (12)O3—C7—O2120.5 (3)
O1—Zn1—O8175.63 (11)O3—C7—C2117.4 (3)
O5i—Zn2—O1105.56 (11)O2—C7—C2122.1 (3)
O5i—Zn2—O3ii131.40 (11)O4—C8—O5124.9 (3)
O1—Zn2—O3ii122.80 (10)O4—C8—C4117.5 (3)
O5i—Zn2—O7iii93.28 (12)O5—C8—C4117.6 (3)
O1—Zn2—O7iii90.76 (11)O7—C9—O6123.7 (4)
O3ii—Zn2—O7iii90.77 (11)O7—C9—H9118.2
O5i—Zn2—O991.22 (12)O6—C9—H9118.2
O1—Zn2—O995.94 (12)O8—C10—N1124.1 (4)
O3ii—Zn2—O980.11 (12)O8—C10—H10117.9
O7iii—Zn2—O9170.64 (11)N1—C10—H10117.9
C1—O1—Zn2120.8 (2)N1—C11—H11A109.5
C1—O1—Zn1123.6 (2)N1—C11—H11B109.5
Zn2—O1—Zn1115.56 (11)H11A—C11—H11B109.5
C7—O2—Zn1130.1 (2)N1—C11—H11C109.5
C7—O3—Zn2iv112.9 (2)H11A—C11—H11C109.5
C8—O4—Zn1v134.3 (3)H11B—C11—H11C109.5
C8—O5—Zn2v127.6 (3)N1—C12—H12A109.5
C9—O6—Zn1132.1 (3)N1—C12—H12B109.5
C9—O7—Zn2vi128.2 (3)H12A—C12—H12B109.5
C10—O8—Zn1126.1 (3)N1—C12—H12C109.5
C13—O9—Zn2130.3 (3)H12A—C12—H12C109.5
C10—N1—C11122.1 (4)H12B—C12—H12C109.5
C10—N1—C12120.8 (4)O9—C13—N2123.6 (4)
C11—N1—C12117.1 (3)O9—C13—H13118.2
C13—N2—C14121.1 (4)N2—C13—H13118.2
C13—N2—C15122.1 (4)N2—C14—H14A109.5
C14—N2—C15116.7 (4)N2—C14—H14B109.5
O1—C1—C6118.9 (3)H14A—C14—H14B109.5
O1—C1—C2123.9 (3)N2—C14—H14C109.5
C6—C1—C2117.2 (3)H14A—C14—H14C109.5
C3—C2—C1119.5 (3)H14B—C14—H14C109.5
C3—C2—C7116.9 (3)N2—C15—H15A109.5
C1—C2—C7123.6 (3)N2—C15—H15B109.5
C4—C3—C2122.3 (3)H15A—C15—H15B109.5
C4—C3—H3118.9N2—C15—H15C109.5
C2—C3—H3118.9H15A—C15—H15C109.5
C3—C4—C5118.4 (3)H15B—C15—H15C109.5
O5i—Zn2—O1—C1176.2 (3)C6—C1—C2—C3−0.6 (5)
O3ii—Zn2—O1—C11.2 (3)O1—C1—C2—C7−1.7 (6)
O7iii—Zn2—O1—C1−90.2 (3)C6—C1—C2—C7176.7 (4)
O9—Zn2—O1—C183.2 (3)C1—C2—C3—C40.7 (6)
O5i—Zn2—O1—Zn1−0.87 (17)C7—C2—C3—C4−176.7 (4)
O3ii—Zn2—O1—Zn1−175.84 (12)C2—C3—C4—C50.0 (6)
O7iii—Zn2—O1—Zn192.75 (14)C2—C3—C4—C8180.0 (4)
O9—Zn2—O1—Zn1−93.80 (14)C3—C4—C5—C6−0.9 (6)
O4i—Zn1—O1—C1162.9 (3)C8—C4—C5—C6179.2 (4)
O2—Zn1—O1—C131.5 (3)C4—C5—C6—C11.0 (6)
O6—Zn1—O1—C1−82.5 (3)O1—C1—C6—C5178.2 (4)
O8—Zn1—O1—C163.1 (15)C2—C1—C6—C5−0.3 (6)
O4i—Zn1—O1—Zn2−20.14 (16)Zn2iv—O3—C7—O2−22.4 (5)
O2—Zn1—O1—Zn2−151.52 (15)Zn2iv—O3—C7—C2156.6 (3)
O6—Zn1—O1—Zn294.47 (16)Zn1—O2—C7—O3−165.0 (3)
O8—Zn1—O1—Zn2−120.0 (14)Zn1—O2—C7—C216.1 (5)
O4i—Zn1—O2—C7−125.3 (3)C3—C2—C7—O35.2 (5)
O6—Zn1—O2—C759.7 (4)C1—C2—C7—O3−172.1 (4)
O1—Zn1—O2—C7−29.2 (3)C3—C2—C7—O2−175.8 (4)
O8—Zn1—O2—C7153.1 (3)C1—C2—C7—O26.9 (6)
O4i—Zn1—O6—C9−99.1 (4)Zn1v—O4—C8—O5−36.5 (6)
O2—Zn1—O6—C976.7 (4)Zn1v—O4—C8—C4142.9 (3)
O1—Zn1—O6—C9163.8 (4)Zn2v—O5—C8—O4−9.7 (6)
O8—Zn1—O6—C9−13.7 (4)Zn2v—O5—C8—C4170.9 (3)
O4i—Zn1—O8—C10−149.8 (4)C3—C4—C8—O41.8 (6)
O2—Zn1—O8—C10−18.0 (3)C5—C4—C8—O4−178.2 (4)
O6—Zn1—O8—C1096.0 (4)C3—C4—C8—O5−178.7 (4)
O1—Zn1—O8—C10−49.5 (16)C5—C4—C8—O51.3 (6)
O5i—Zn2—O9—C13−83.7 (4)Zn2vi—O7—C9—O6173.7 (3)
O1—Zn2—O9—C1322.1 (4)Zn1—O6—C9—O7−172.2 (3)
O3ii—Zn2—O9—C13144.4 (4)Zn1—O8—C10—N1−178.9 (3)
O7iii—Zn2—O9—C13157.6 (7)C11—N1—C10—O8−2.0 (7)
Zn2—O1—C1—C6−18.0 (5)C12—N1—C10—O8179.9 (4)
Zn1—O1—C1—C6158.8 (3)Zn2—O9—C13—N2−164.4 (3)
Zn2—O1—C1—C2160.4 (3)C14—N2—C13—O91.1 (7)
Zn1—O1—C1—C2−22.9 (5)C15—N2—C13—O9−178.8 (5)
O1—C1—C2—C3−179.0 (3)

Symmetry codes: (i) x+1, y, z; (ii) x+1/2, −y+3/2, z+1/2; (iii) −x+3/2, y+1/2, −z+3/2; (iv) x−1/2, −y+3/2, z−1/2; (v) x−1, y, z; (vi) −x+3/2, y−1/2, −z+3/2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU2557).

References

  • Accelrys (2005). MS Modeling Accelrys Inc., San Diego, CA, USA.
  • Bruker (1997). SMART and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
  • Sheldrick, G. M. (1996). SADABS University of Göttingen, Germany.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Zhang, X., Chen, J., Xu, K., Ding, C., She, W. & Chen, X. (2004). Inorg. Chim. Acta, 357, 1389–1396.

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