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In the title compound, [Zn2(C8H4O4)(C7H5N2)2]n, the Zn atom is four-coordinated by two O atoms from two benzene-1,3-dicarboxyl­ate (1,3-BDC) ligands and two N atoms from two anionic benzimidazolate (bzim) ligands, resulting in a ZnN2O2 tetra­hedron. The complete 1,3-BDC ligand is generated by crystallographic twofold rotation symmetry, with two C atoms lying on the rotation axis. Together, the 1,3-BDC and bzim ligands bridge the Zn atoms, forming an infinite three-dimensional structure containing one-dimensional channels.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807013712/hb2335sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807013712/hb2335Isup2.hkl
Contains datablock I

CCDC reference: 609326

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.003 Å
  • Some non-H atoms missing
  • R factor = 0.025
  • wR factor = 0.070
  • Data-to-parameter ratio = 16.4

checkCIF/PLATON results

No syntax errors found



Alert level A ABSMU01_ALERT_1_A The ratio of given/expected absorption coefficient lies outside the range 0.90 <> 1.10 Calculated value of mu = 1.215 Value of mu given = 2.429 CHEMW01_ALERT_1_A The ratio of given/expected molecular weight as calculated from the _chemical_formula_sum lies outside the range 0.90 <> 1.10 Calculated formula weight = 264.5685 Formula weight given = 529.1200
Alert level C CHEMW01_ALERT_1_C The difference between the given and expected weight for compound is greater 1 mass unit. Check that all hydrogen atoms have been taken into account. PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 2.00 Ratio PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.96 PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.20 Ratio
Alert level G FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the _chemical_formula_sum and _chemical_formula_moiety. This is usually due to the moiety formula being in the wrong format. Atom count from _chemical_formula_sum: C11 H7 N2 O2 Zn1 Atom count from _chemical_formula_moiety:C22 H14 N4 O4 Zn2 FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the _chemical_formula_sum and the formula from the _atom_site* data. Atom count from _chemical_formula_sum:C11 H7 N2 O2 Zn1 Atom count from the _atom_site data: C22 H14 N4 O4 Zn2 CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected. CELLZ01_ALERT_1_G ALERT: Large difference may be due to a symmetry error - see SYMMG tests From the CIF: _cell_formula_units_Z 4 From the CIF: _chemical_formula_sum C11 H7 N2 O2 Zn TEST: Compare cell contents of formula and atom_site data atom Z*formula cif sites diff C 44.00 88.00 -44.00 H 28.00 56.00 -28.00 N 8.00 16.00 -8.00 O 8.00 16.00 -8.00 Zn 4.00 8.00 -4.00 PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
2 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 6 ALERT level G = General alerts; check 10 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 1 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXL97.

Poly[µ4-benzene-1,3-dicarboxylato-di-µ2-benzimidazole-dizinc(II)] top
Crystal data top
[Zn2(C8H4O4)(C7H5N2)2]F(000) = 1064
Mr = 529.12Dx = 1.751 Mg m3
Orthorhombic, PnmaMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2nCell parameters from 506 reflections
a = 8.8679 (6) Åθ = 2.7–27.5°
b = 22.2946 (15) ŵ = 2.43 mm1
c = 10.1532 (7) ÅT = 293 K
V = 2007.4 (2) Å3Block, yellow
Z = 40.30 × 0.17 × 0.17 mm
Data collection top
Bruker SMART CCD
diffractometer
2430 independent reflections
Radiation source: fine-focus sealed tube2008 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.022
ω scansθmax = 28.2°, θmin = 1.8°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 117
Tmin = 0.528, Tmax = 0.689k = 2929
11274 measured reflectionsl = 1313
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.025Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.070H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.0383P)2 + 1.1904P]
where P = (Fo2 + 2Fc2)/3
2430 reflections(Δ/σ)max = 0.001
148 parametersΔρmax = 0.43 e Å3
0 restraintsΔρmin = 0.26 e Å3
Special details top

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) top
xyzUiso*/Ueq
Zn10.30338 (3)0.065115 (9)0.21615 (2)0.02307 (9)
C10.2388 (2)0.00250 (9)0.02924 (18)0.0276 (4)
H10.30430.03260.00200.033*
C60.0689 (3)0.15267 (11)0.0969 (2)0.0460 (6)
H60.12250.18780.08090.055*
C30.0823 (2)0.04756 (9)0.14831 (19)0.0263 (4)
C50.0310 (3)0.13204 (9)0.0035 (2)0.0363 (5)
H50.04770.15310.07420.044*
C110.0890 (3)0.25000.3414 (3)0.0242 (5)
H110.17610.25000.29050.029*
C80.0241 (2)0.19606 (8)0.37939 (18)0.0237 (4)
C90.1033 (2)0.19630 (8)0.4584 (2)0.0297 (4)
H90.14700.16020.48390.036*
C20.1062 (2)0.07840 (8)0.02960 (19)0.0252 (4)
C70.0907 (2)0.13817 (8)0.33286 (18)0.0230 (4)
C40.0161 (3)0.06974 (10)0.2430 (2)0.0366 (5)
H40.03040.04990.32260.044*
C100.1658 (4)0.25000.4997 (3)0.0358 (7)
H100.24950.25000.55490.043*
C120.0915 (3)0.12202 (12)0.2151 (2)0.0464 (6)
H120.15920.13740.27640.056*
O20.01519 (16)0.09027 (6)0.33430 (15)0.0292 (3)
O10.22504 (16)0.13998 (6)0.29200 (14)0.0292 (3)
N20.16856 (19)0.00422 (7)0.14577 (16)0.0270 (4)
N10.20868 (18)0.04533 (8)0.04531 (16)0.0254 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.02727 (14)0.02007 (13)0.02188 (13)0.00010 (9)0.00007 (8)0.00060 (8)
C10.0289 (10)0.0248 (9)0.0292 (10)0.0007 (8)0.0014 (9)0.0012 (8)
C60.0560 (16)0.0339 (11)0.0481 (13)0.0148 (11)0.0085 (12)0.0007 (10)
C30.0263 (10)0.0254 (9)0.0271 (9)0.0054 (8)0.0011 (8)0.0010 (8)
C50.0462 (14)0.0300 (10)0.0327 (11)0.0050 (10)0.0041 (10)0.0041 (9)
C110.0233 (13)0.0233 (12)0.0260 (13)0.0000.0032 (11)0.000
C80.0257 (9)0.0215 (9)0.0238 (9)0.0010 (8)0.0006 (8)0.0013 (7)
C90.0355 (11)0.0216 (9)0.0319 (10)0.0044 (8)0.0073 (9)0.0026 (8)
C20.0262 (10)0.0246 (9)0.0249 (9)0.0034 (8)0.0009 (8)0.0006 (7)
C70.0258 (9)0.0212 (9)0.0220 (8)0.0010 (8)0.0030 (8)0.0005 (7)
C40.0395 (13)0.0406 (12)0.0296 (10)0.0021 (10)0.0090 (9)0.0014 (9)
C100.0380 (18)0.0315 (15)0.0379 (16)0.0000.0162 (14)0.000
C120.0510 (15)0.0465 (13)0.0416 (13)0.0070 (12)0.0159 (11)0.0073 (11)
O20.0265 (7)0.0203 (6)0.0407 (8)0.0013 (6)0.0055 (6)0.0014 (6)
O10.0278 (8)0.0240 (7)0.0359 (8)0.0004 (6)0.0059 (6)0.0052 (6)
N20.0286 (9)0.0257 (8)0.0267 (8)0.0037 (7)0.0010 (7)0.0047 (7)
N10.0279 (9)0.0255 (8)0.0227 (8)0.0005 (7)0.0001 (7)0.0007 (7)
Geometric parameters (Å, º) top
Zn1—N11.9770 (16)C11—C8iii1.388 (2)
Zn1—N2i1.9674 (16)C11—H110.9300
Zn1—O11.9651 (14)C8—C91.385 (3)
Zn1—O2ii2.0261 (14)C8—C71.496 (2)
C1—N11.335 (3)C9—C101.384 (2)
C1—N21.338 (3)C9—H90.9300
C1—H10.9300C2—N11.396 (3)
C6—C51.377 (3)C7—O21.260 (2)
C6—C121.395 (3)C7—O11.262 (2)
C6—H60.9300C4—C121.373 (4)
C3—N21.385 (3)C4—H40.9300
C3—C41.389 (3)C10—C9iii1.384 (2)
C3—C21.404 (3)C10—H100.9300
C5—C21.395 (3)C12—H120.9300
C5—H50.9300O2—Zn1iv2.0261 (14)
C11—C81.388 (2)N2—Zn1v1.9674 (16)
O1—Zn1—N2i110.58 (6)C10—C9—H9119.8
O1—Zn1—N1112.53 (7)C8—C9—H9119.8
N2i—Zn1—N1121.67 (7)C5—C2—N1131.37 (18)
O1—Zn1—O2ii101.05 (6)C5—C2—C3120.70 (19)
N2i—Zn1—O2ii104.71 (6)N1—C2—C3107.92 (17)
N1—Zn1—O2ii103.52 (6)O2—C7—O1122.16 (17)
N1—C1—N2115.53 (18)O2—C7—C8121.18 (17)
N1—C1—H1122.2O1—C7—C8116.66 (16)
N2—C1—H1122.2C12—C4—C3117.7 (2)
C5—C6—C12121.4 (2)C12—C4—H4121.1
C5—C6—H6119.3C3—C4—H4121.1
C12—C6—H6119.3C9iii—C10—C9119.7 (3)
N2—C3—C4131.03 (19)C9iii—C10—H10120.1
N2—C3—C2107.97 (17)C9—C10—H10120.1
C4—C3—C2121.00 (19)C4—C12—C6121.5 (2)
C6—C5—C2117.6 (2)C4—C12—H12119.2
C6—C5—H5121.2C6—C12—H12119.2
C2—C5—H5121.2C7—O2—Zn1iv136.38 (13)
C8—C11—C8iii120.1 (2)C7—O1—Zn1115.80 (12)
C8—C11—H11120.0C1—N2—C3104.48 (16)
C8iii—C11—H11120.0C1—N2—Zn1v126.23 (14)
C9—C8—C11119.71 (18)C3—N2—Zn1v129.17 (13)
C9—C8—C7120.54 (16)C1—N1—C2104.09 (16)
C11—C8—C7119.74 (17)C1—N1—Zn1126.20 (14)
C10—C9—C8120.35 (19)C2—N1—Zn1129.57 (13)
Symmetry codes: (i) x+1/2, y, z+1/2; (ii) x+1/2, y, z+1/2; (iii) x, y+1/2, z; (iv) x1/2, y, z+1/2; (v) x+1/2, y, z1/2.
 

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