metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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catena-Poly[[bis­­(1-allyl­imidazole)zinc(II)]-μ-phthalato-κ2O1:O2]

aSchool of Materials Science and Engineering, University of Science and Technology Beijing, Beijing 100083, People's Republic of China
*Correspondence e-mail: lirongxun163@163.com

(Received 29 January 2010; accepted 1 February 2010; online 6 February 2010)

The structure of the title compound, [Zn(C8H4O4)(C6H8N2)2]n, exhibits polymeric zigzag chains extended along the c axis. The ZnII ion is coordinated by two N [Zn—N = 2.008 (6) and 2.012 (6) Å] and two O [Zn—O = 1.959 (5) and 1.985 (5) Å] atoms in a distorted tetra­hedral geometry. Weak C—H⋯O inter­actions contribute to the crystal packing stability.

Related literature

In the corresponding zinc compounds, [Zn(phthalato)(1-H-vinyl­imidazole)2] (Li et al., 2007a[Li, R.-X., Li, S.-X., Wu, Q.-Y., Liu, G.-Y. & Liu, F.-Q. (2007a). Acta Cryst. E63, m2874.]) and [Zn(phthalato)(1-H-ethyl­imidazole)2] (Li et al., 2007b[Li, R.-X., Li, S.-X., Liu, L., Liu, G.-Y. & Liu, F.-Q. (2007b). Acta Cryst. E63, m2875.]), the ZnII ions also have a distorted tetra­hedral environment.

[Scheme 1]

Experimental

Crystal data
  • [Zn(C8H4O4)(C6H8N2)2]

  • Mr = 445.77

  • Orthorhombic, P c a 21

  • a = 10.675 (2) Å

  • b = 13.858 (3) Å

  • c = 13.610 (3) Å

  • V = 2013.4 (7) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 1.25 mm−1

  • T = 293 K

  • 0.20 × 0.10 × 0.10 mm

Data collection
  • Bruker SMART 1K CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2004[Sheldrick, G. M. (2004). SADABS. University of Göttingen, Germany.]) Tmin = 0.788, Tmax = 0.885

  • 3662 measured reflections

  • 3078 independent reflections

  • 2672 reflections with I > 2σ(I)

  • Rint = 0.013

Refinement
  • R[F2 > 2σ(F2)] = 0.063

  • wR(F2) = 0.170

  • S = 1.01

  • 3078 reflections

  • 262 parameters

  • 21 restraints

  • H-atom parameters constrained

  • Δρmax = 0.86 e Å−3

  • Δρmin = −0.94 e Å−3

  • Absolute structure: Flack (1983[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]), 1148 Friedel pairs

  • Flack parameter: 0.01 (3)

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
C3—H3A⋯O2i 0.97 2.56 3.424 (10) 148
C5—H5A⋯O3 0.93 2.43 3.070 (10) 126
C6—H6A⋯O1 0.93 2.38 3.080 (11) 132
C9—H9A⋯O3ii 0.97 2.48 3.317 (11) 144
Symmetry codes: (i) [-x+{\script{3\over 2}}, y, z-{\script{1\over 2}}]; (ii) [x-{\script{1\over 2}}, -y+1, z].

Data collection: SMART (Bruker, 2001[Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2001[Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and local programs.

Supporting information


Comment top

In the title compound,(I)(Fig. 1), The zinc(II) centers are bridged by the carboxylate group of o-phthalate and saturated by 1-allylimidazole. Each ZnII ion is coordinated by two N [Zn—N2 = 2.012 (6),Zn—N4 = 2.008 (6) Å] and two O [Zn—O2 = 1.959 (5), Zn—O4 = 1.985 (5) Å] atoms in a distorted tetrahedral geometry. All these values agree well with those observed in [Zn(phthalato)(1-H-vinylimidazole)2] (Li et al., 2007a) and [Zn(phthalato)(1-H-ethylimidazole)2] (Li et al., 2007b). Each o-phthalate dianion acts as a bidentate ligand to bridge two ZnII atoms through two monodentate carboxylate groups, building a zigzag infinate chain structure along the c axis. The metal-metal distances across each polymer backbone are 6.908 (6) Å.In the crystal, Weak C—H···O interactions contribute to the crystal packing stability.

In the corresponding zinc compounds, [Zn(phthalato)(1-H-vinylimidazole)2] (Li, et al., 2007a) and [Zn(phthalato)(1-H-ethylimidazole)2] (Li, et al., 2007b) the ZnII ions have a distorted tetrahedral environment.

Related literature top

In the corresponding zinc compounds, [Zn(phthalato)(1-H-vinylimidazole)2] (Li et al., 2007a) and [Zn(phthalato)(1-H-ethylimidazole)2] (Li et al., 2007b), the ZnII ions have a distorted tetrahedral environment.

Experimental top

The reaction of ZnCl2(0.68 g, 5 mmol) with o-phthalic acid (0.83 g, 5 mmol) in an aqueous-methanol(3:1) solution(40 ml) at 363 K for 30 minutes produced a colorless solution, to which 1-allylimidazole (1.08 g,10 mmol) was added. The reaction solution was kept at room temperature after stirring for an hour at 363 K . Colorless crystals were obtained after a few days.

Refinement top

H atoms were positioned geometrically(C—H = 0.93-0.97 Å) and allowed to ride on their parent atoms with Uiso(H) = 1.2 times Ueq(C).

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and local programs.

Figures top
[Figure 1] Fig. 1. A portion of the polymeric chain in the title compound showing atomic numbering and 30% probability displacement ellipsoids [symmetry codes: (A) -x+3/2,y,z-1/2.
[Figure 2] Fig. 2. The packing of (I), viewed down the b axis.
catena-Poly[[bis(1-allylimidazole)zinc(II)]-µ-phthalato- κ2O1:O2] top
Crystal data top
[Zn(C8H4O4)(C6H8N2)2]F(000) = 920
Mr = 445.77Dx = 1.471 Mg m3
Orthorhombic, Pca21Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2c -2acCell parameters from 3003 reflections
a = 10.675 (2) Åθ = 1.5–25.3°
b = 13.858 (3) ŵ = 1.25 mm1
c = 13.610 (3) ÅT = 293 K
V = 2013.4 (7) Å3Block, colorless
Z = 40.20 × 0.10 × 0.10 mm
Data collection top
Bruker SMART 1K CCD area-detector
diffractometer
3078 independent reflections
Radiation source: fine-focus sealed tube2672 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.013
thin–slice ω scansθmax = 25.3°, θmin = 1.5°
Absorption correction: multi-scan
(SADABS; Sheldrick, 2004)
h = 012
Tmin = 0.788, Tmax = 0.885k = 016
3662 measured reflectionsl = 1616
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.063H-atom parameters constrained
wR(F2) = 0.170 w = 1/[σ2(Fo2) + (0.1P)2 + 1.7P]
where P = (Fo2 + 2Fc2)/3
S = 1.01(Δ/σ)max < 0.001
3078 reflectionsΔρmax = 0.86 e Å3
262 parametersΔρmin = 0.94 e Å3
21 restraintsAbsolute structure: Flack (1983), 1148 Friedel pairs
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.01 (3)
Crystal data top
[Zn(C8H4O4)(C6H8N2)2]V = 2013.4 (7) Å3
Mr = 445.77Z = 4
Orthorhombic, Pca21Mo Kα radiation
a = 10.675 (2) ŵ = 1.25 mm1
b = 13.858 (3) ÅT = 293 K
c = 13.610 (3) Å0.20 × 0.10 × 0.10 mm
Data collection top
Bruker SMART 1K CCD area-detector
diffractometer
3078 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 2004)
2672 reflections with I > 2σ(I)
Tmin = 0.788, Tmax = 0.885Rint = 0.013
3662 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.063H-atom parameters constrained
wR(F2) = 0.170Δρmax = 0.86 e Å3
S = 1.01Δρmin = 0.94 e Å3
3078 reflectionsAbsolute structure: Flack (1983), 1148 Friedel pairs
262 parametersAbsolute structure parameter: 0.01 (3)
21 restraints
Special details top

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 > 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) top
xyzUiso*/Ueq
Zn0.80554 (7)0.24867 (6)0.17695 (11)0.0404 (2)
O10.6427 (6)0.2741 (4)0.0031 (4)0.0527 (14)
O20.6618 (4)0.1729 (4)0.1314 (3)0.0460 (12)
O31.0107 (5)0.2747 (4)0.3026 (4)0.0499 (13)
O40.8498 (5)0.1737 (4)0.2963 (3)0.0475 (12)
N11.0272 (6)0.1987 (5)0.0680 (4)0.0521 (17)
N20.9385 (6)0.2337 (5)0.0733 (4)0.0463 (15)
N30.7033 (6)0.5006 (4)0.3164 (5)0.0510 (16)
N40.7491 (7)0.3801 (4)0.2205 (4)0.0472 (14)
C11.1212 (13)0.2987 (10)0.2907 (9)0.117 (4)
H1A1.04190.30480.31850.140*
H1B1.18730.33580.31430.140*
C21.1396 (16)0.2381 (9)0.2185 (9)0.108 (4)
H2A1.22020.23420.19270.130*
C31.0418 (10)0.1747 (7)0.1742 (6)0.067 (3)
H3A0.96270.18410.20790.081*
H3B1.06590.10760.18130.081*
C41.1200 (8)0.2010 (7)0.0013 (6)0.064 (2)
H4A1.20480.18970.00930.077*
C51.0653 (8)0.2229 (8)0.0875 (6)0.064 (2)
H5A1.10670.22960.14730.077*
C60.9205 (9)0.2199 (6)0.0230 (6)0.054 (2)
H6A0.84330.22460.05420.064*
C70.5349 (13)0.4544 (10)0.4792 (11)0.115 (4)
H7A0.53760.41240.42600.138*
H7B0.48120.44190.53150.138*
C80.6023 (12)0.5264 (10)0.4805 (9)0.103 (4)
H8A0.59440.56490.53610.124*
C90.6961 (9)0.5618 (7)0.4052 (7)0.071 (3)
H9A0.67370.62690.38580.085*
H9B0.77830.56440.43550.085*
C100.6367 (8)0.5131 (6)0.2322 (6)0.057 (2)
H10A0.58240.56360.21770.069*
C110.6646 (7)0.4394 (5)0.1753 (7)0.0564 (19)
H11A0.63150.42920.11300.068*
C120.7688 (8)0.4184 (6)0.3080 (6)0.0504 (19)
H12A0.82030.39240.35630.060*
C130.4530 (7)0.0680 (6)0.0655 (6)0.0515 (19)
H13A0.47380.06410.13170.062*
C140.3601 (8)0.0089 (6)0.0297 (6)0.057 (2)
H14A0.31680.03230.07150.068*
C150.3319 (8)0.0118 (6)0.0695 (7)0.058 (2)
H15A0.26950.02810.09450.070*
C160.3937 (8)0.0716 (6)0.1302 (6)0.053 (2)
H16A0.37590.07020.19710.064*
C170.4853 (6)0.1368 (5)0.0948 (5)0.0379 (16)
C180.5166 (6)0.1329 (5)0.0063 (5)0.0386 (15)
C190.6122 (7)0.1995 (6)0.0472 (5)0.0424 (17)
C200.9526 (7)0.2027 (6)0.3316 (5)0.0380 (16)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn0.0443 (4)0.0475 (4)0.0294 (3)0.0011 (4)0.0035 (5)0.0003 (4)
O10.056 (3)0.062 (3)0.041 (3)0.013 (3)0.002 (3)0.002 (3)
O20.044 (3)0.065 (4)0.029 (2)0.003 (3)0.008 (2)0.002 (2)
O30.051 (3)0.057 (3)0.042 (3)0.010 (3)0.004 (3)0.005 (3)
O40.045 (3)0.066 (3)0.032 (3)0.007 (3)0.008 (2)0.004 (2)
N10.054 (4)0.077 (5)0.026 (3)0.004 (4)0.012 (3)0.005 (3)
N20.039 (3)0.070 (4)0.030 (3)0.003 (3)0.008 (3)0.004 (3)
N30.061 (4)0.049 (4)0.044 (3)0.002 (3)0.002 (3)0.005 (3)
N40.058 (4)0.043 (3)0.040 (3)0.003 (3)0.001 (3)0.011 (3)
C10.112 (8)0.128 (8)0.109 (8)0.030 (7)0.019 (7)0.010 (7)
C20.134 (8)0.117 (8)0.072 (7)0.028 (7)0.021 (7)0.005 (6)
C30.083 (6)0.081 (6)0.038 (4)0.016 (5)0.015 (4)0.009 (4)
C40.047 (5)0.092 (6)0.054 (5)0.012 (5)0.016 (4)0.014 (5)
C50.048 (5)0.102 (7)0.041 (5)0.006 (5)0.004 (4)0.006 (5)
C60.059 (5)0.064 (5)0.038 (4)0.003 (4)0.002 (4)0.003 (4)
C70.122 (11)0.121 (10)0.101 (10)0.021 (7)0.036 (9)0.004 (9)
C80.101 (9)0.142 (11)0.067 (7)0.005 (8)0.002 (7)0.042 (8)
C90.082 (7)0.068 (6)0.062 (6)0.007 (5)0.013 (5)0.030 (5)
C100.068 (6)0.052 (5)0.052 (5)0.012 (4)0.006 (4)0.005 (4)
C110.072 (5)0.055 (4)0.042 (4)0.010 (4)0.007 (5)0.002 (5)
C120.047 (5)0.057 (5)0.047 (4)0.008 (4)0.004 (4)0.006 (4)
C130.053 (5)0.062 (5)0.040 (4)0.001 (4)0.012 (4)0.002 (4)
C140.057 (5)0.052 (5)0.062 (5)0.010 (4)0.016 (4)0.003 (4)
C150.048 (5)0.039 (4)0.087 (7)0.009 (4)0.009 (4)0.009 (4)
C160.045 (5)0.060 (5)0.054 (5)0.001 (4)0.012 (4)0.003 (4)
C170.031 (4)0.048 (4)0.035 (4)0.007 (3)0.003 (3)0.009 (3)
C180.038 (4)0.044 (4)0.034 (3)0.009 (3)0.003 (3)0.003 (3)
C190.032 (4)0.061 (5)0.034 (4)0.011 (4)0.002 (3)0.011 (4)
C200.045 (4)0.047 (4)0.022 (3)0.004 (4)0.003 (3)0.007 (3)
Geometric parameters (Å, º) top
Zn—O21.959 (5)C5—H5A0.9300
Zn—O41.985 (5)C6—H6A0.9300
Zn—N42.008 (6)C7—C81.230 (17)
Zn—N22.012 (6)C7—H7A0.9300
O1—C191.239 (9)C7—H7B0.9300
O2—C191.316 (9)C8—C91.515 (16)
O3—C201.240 (9)C8—H8A0.9300
O4—C201.263 (9)C9—H9A0.9700
N1—C61.327 (11)C9—H9B0.9700
N1—C41.368 (11)C10—C111.315 (11)
N1—C31.491 (9)C10—H10A0.9300
N2—C61.337 (10)C11—H11A0.9300
N2—C51.376 (11)C12—H12A0.9300
N3—C121.342 (9)C13—C141.374 (11)
N3—C101.359 (10)C13—C181.385 (10)
N3—C91.479 (10)C13—H13A0.9300
N4—C121.320 (10)C14—C151.384 (12)
N4—C111.367 (10)C14—H14A0.9300
C1—C21.308 (9)C15—C161.344 (12)
C1—H1A0.9300C15—H15A0.9300
C1—H1B0.9300C16—C171.416 (11)
C2—C31.492 (16)C16—H16A0.9300
C2—H2A0.9300C17—C181.417 (9)
C3—H3A0.9700C17—C20i1.509 (10)
C3—H3B0.9700C18—C191.483 (10)
C4—C51.346 (11)C20—C17ii1.509 (10)
C4—H4A0.9300
O2—Zn—O499.5 (2)H7A—C7—H7B120.0
O2—Zn—N4110.1 (2)C7—C8—C9129.8 (12)
O4—Zn—N4107.7 (2)C7—C8—H8A115.1
O2—Zn—N2106.0 (2)C9—C8—H8A115.1
O4—Zn—N2110.6 (2)N3—C9—C8113.7 (8)
N4—Zn—N2120.8 (3)N3—C9—H9A108.8
C19—O2—Zn116.2 (5)C8—C9—H9A108.8
C20—O4—Zn110.6 (5)N3—C9—H9B108.8
C6—N1—C4107.3 (6)C8—C9—H9B108.8
C6—N1—C3125.9 (8)H9A—C9—H9B107.7
C4—N1—C3126.7 (7)C11—C10—N3106.2 (7)
C6—N2—C5105.3 (7)C11—C10—H10A126.9
C6—N2—Zn126.9 (6)N3—C10—H10A126.9
C5—N2—Zn127.3 (5)C10—C11—N4110.6 (8)
C12—N3—C10108.0 (7)C10—C11—H11A124.7
C12—N3—C9125.7 (7)N4—C11—H11A124.7
C10—N3—C9126.1 (7)N4—C12—N3109.6 (7)
C12—N4—C11105.6 (7)N4—C12—H12A125.2
C12—N4—Zn125.7 (5)N3—C12—H12A125.2
C11—N4—Zn127.7 (5)C14—C13—C18122.3 (7)
C2—C1—H1A120.0C14—C13—H13A118.8
C2—C1—H1B120.0C18—C13—H13A118.8
H1A—C1—H1B120.0C13—C14—C15119.0 (8)
C1—C2—C3125.2 (15)C13—C14—H14A120.5
C1—C2—H2A117.4C15—C14—H14A120.5
C3—C2—H2A117.4C16—C15—C14120.7 (8)
N1—C3—C2109.5 (8)C16—C15—H15A119.6
N1—C3—H3A109.8C14—C15—H15A119.6
C2—C3—H3A109.8C15—C16—C17121.5 (7)
N1—C3—H3B109.8C15—C16—H16A119.2
C2—C3—H3B109.8C17—C16—H16A119.2
H3A—C3—H3B108.2C16—C17—C18118.0 (7)
C5—C4—N1107.0 (7)C16—C17—C20i117.6 (6)
C5—C4—H4A126.5C18—C17—C20i124.4 (6)
N1—C4—H4A126.5C13—C18—C17118.2 (7)
C4—C5—N2109.2 (8)C13—C18—C19121.6 (7)
C4—C5—H5A125.4C17—C18—C19120.1 (6)
N2—C5—H5A125.4O1—C19—O2123.3 (7)
N1—C6—N2111.1 (8)O1—C19—C18121.3 (6)
N1—C6—H6A124.4O2—C19—C18115.4 (7)
N2—C6—H6A124.4O3—C20—O4124.7 (7)
C8—C7—H7A120.0O3—C20—C17ii118.6 (7)
C8—C7—H7B120.0O4—C20—C17ii116.2 (7)
O4—Zn—O2—C19175.7 (5)C10—N3—C9—C892.3 (11)
N4—Zn—O2—C1971.4 (5)C7—C8—C9—N32 (2)
N2—Zn—O2—C1960.9 (5)C12—N3—C10—C110.7 (10)
O2—Zn—O4—C20171.3 (5)C9—N3—C10—C11175.6 (8)
N4—Zn—O4—C2073.9 (5)N3—C10—C11—N40.7 (10)
N2—Zn—O4—C2060.1 (5)C12—N4—C11—C101.9 (10)
O2—Zn—N2—C630.4 (7)Zn—N4—C11—C10170.5 (6)
O4—Zn—N2—C6137.3 (6)C11—N4—C12—N32.2 (9)
N4—Zn—N2—C695.6 (7)Zn—N4—C12—N3171.2 (5)
O2—Zn—N2—C5140.5 (7)C10—N3—C12—N41.9 (9)
O4—Zn—N2—C533.6 (8)C9—N3—C12—N4176.8 (8)
N4—Zn—N2—C593.5 (8)C18—C13—C14—C152.4 (12)
O2—Zn—N4—C12123.9 (7)C13—C14—C15—C160.3 (13)
O4—Zn—N4—C1216.3 (7)C14—C15—C16—C173.0 (13)
N2—Zn—N4—C12112.1 (7)C15—C16—C17—C184.2 (11)
O2—Zn—N4—C1142.7 (7)C15—C16—C17—C20i178.6 (8)
O4—Zn—N4—C11150.2 (7)C14—C13—C18—C171.0 (11)
N2—Zn—N4—C1181.4 (7)C14—C13—C18—C19176.9 (7)
C6—N1—C3—C2127.2 (11)C16—C17—C18—C132.2 (10)
C4—N1—C3—C254.2 (13)C20i—C17—C18—C13179.2 (7)
C1—C2—C3—N1119.3 (14)C16—C17—C18—C19179.9 (7)
C6—N1—C4—C50.7 (11)C20i—C17—C18—C192.8 (10)
C3—N1—C4—C5178.1 (9)Zn—O2—C19—O18.2 (9)
N1—C4—C5—N20.4 (12)Zn—O2—C19—C18171.1 (4)
C6—N2—C5—C41.4 (11)C13—C18—C19—O1159.2 (7)
Zn—N2—C5—C4171.1 (7)C17—C18—C19—O118.8 (10)
C4—N1—C6—N21.6 (10)C13—C18—C19—O221.6 (10)
C3—N1—C6—N2177.2 (8)C17—C18—C19—O2160.5 (6)
C5—N2—C6—N11.8 (10)Zn—O4—C20—O37.5 (9)
Zn—N2—C6—N1170.7 (5)Zn—O4—C20—C17ii164.5 (4)
C12—N3—C9—C881.8 (11)
Symmetry codes: (i) x+3/2, y, z1/2; (ii) x+3/2, y, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C3—H3A···O2i0.972.563.424 (10)148
C5—H5A···O30.932.433.070 (10)126
C6—H6A···O10.932.383.080 (11)132
C9—H9A···O3iii0.972.483.317 (11)144
Symmetry codes: (i) x+3/2, y, z1/2; (iii) x1/2, y+1, z.

Experimental details

Crystal data
Chemical formula[Zn(C8H4O4)(C6H8N2)2]
Mr445.77
Crystal system, space groupOrthorhombic, Pca21
Temperature (K)293
a, b, c (Å)10.675 (2), 13.858 (3), 13.610 (3)
V3)2013.4 (7)
Z4
Radiation typeMo Kα
µ (mm1)1.25
Crystal size (mm)0.20 × 0.10 × 0.10
Data collection
DiffractometerBruker SMART 1K CCD area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 2004)
Tmin, Tmax0.788, 0.885
No. of measured, independent and
observed [I > 2σ(I)] reflections
3662, 3078, 2672
Rint0.013
(sin θ/λ)max1)0.602
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.063, 0.170, 1.01
No. of reflections3078
No. of parameters262
No. of restraints21
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.86, 0.94
Absolute structureFlack (1983), 1148 Friedel pairs
Absolute structure parameter0.01 (3)

Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2001), SHELXTL (Sheldrick, 2008) and local programs.

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C3—H3A···O2i0.972.563.424 (10)148
C5—H5A···O30.932.433.070 (10)126
C6—H6A···O10.932.383.080 (11)132
C9—H9A···O3ii0.972.483.317 (11)144
Symmetry codes: (i) x+3/2, y, z1/2; (ii) x1/2, y+1, z.
 

Acknowledgements

This work was supported by the NSF of China (Nos. 20601015, 20871072) and the Doctoral Science Foundation of Shandong Province (No. 2007BS04023).

References

First citationBruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationFlack, H. D. (1983). Acta Cryst. A39, 876–881.  CrossRef CAS Web of Science IUCr Journals Google Scholar
First citationLi, R.-X., Li, S.-X., Liu, L., Liu, G.-Y. & Liu, F.-Q. (2007b). Acta Cryst. E63, m2875.  Web of Science CSD CrossRef IUCr Journals Google Scholar
First citationLi, R.-X., Li, S.-X., Wu, Q.-Y., Liu, G.-Y. & Liu, F.-Q. (2007a). Acta Cryst. E63, m2874.  Web of Science CSD CrossRef IUCr Journals Google Scholar
First citationSheldrick, G. M. (2004). SADABS. University of Göttingen, Germany.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar

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