PMCCPMCCPMCC

Search tips
Search criteria 

Advanced

 
Logo of actaeInternational Union of Crystallographysearchopen accessarticle submissionjournal home pagethis article
 
Acta Crystallogr Sect E Struct Rep Online. 2008 May 1; 64(Pt 5): m656.
Published online 2008 April 10. doi:  10.1107/S1600536808009707
PMCID: PMC2961272

Bis[2-acetyl-3-methyl­pyrazine (2-hydroxy­benzo­yl)hydrazonato]zinc(II) monohydrate

Abstract

In the title compound, [Zn(C14H13N4O2)2]·H2O, the ZnII centre is six-coordinated by four N and two O donors of two 2-acetyl-3-methyl­pyrazine (2-hydroxy­benzo­yl)hydrazonate ligands, and forms a distorted octa­hedral structure.

Related literature

For related literature, see: Herzfeld & Nagy (1999 [triangle]); Xi-Shi & Yi-Min (2008 [triangle]); Tai et al. (2003 [triangle]); Tai et al. (2008 [triangle]); Tai, Feng, Kong, Wang & Tan (2007 [triangle]); Tai, Yin & Feng (2007 [triangle]); Tai, Yin & Hao (2007 [triangle]); Tai, Yin, Feng & Kong (2007 [triangle]); Wang et al. (2007 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-64-0m656-scheme1.jpg

Experimental

Crystal data

  • [Zn(C14H13N4O2)2]·H2O
  • M r = 621.95
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-64-0m656-efi1.jpg
  • a = 9.3794 (10) Å
  • b = 22.814 (2) Å
  • c = 13.9407 (14) Å
  • β = 106.402 (2)°
  • V = 2861.6 (5) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 0.91 mm−1
  • T = 298 (2) K
  • 0.32 × 0.20 × 0.16 mm

Data collection

  • Bruker SMART CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2000 [triangle]) T min = 0.759, T max = 0.868
  • 14227 measured reflections
  • 5043 independent reflections
  • 2831 reflections with I > 2σ(I)
  • R int = 0.076

Refinement

  • R[F 2 > 2σ(F 2)] = 0.047
  • wR(F 2) = 0.128
  • S = 1.01
  • 5043 reflections
  • 379 parameters
  • H-atom parameters constrained
  • Δρmax = 0.38 e Å−3
  • Δρmin = −0.35 e Å−3

Data collection: SMART (Bruker, 2000 [triangle]); cell refinement: SAINT (Bruker, 2000 [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.

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808009707/at2559sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808009707/at2559Isup2.hkl

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

Acknowledgments

The authors thank the National Natural Science Foundation of China (grant No. 20671073), the National Natural Science Foundation of Shandong (grant No. Y2007B60) and Weifang University for research grants.

supplementary crystallographic information

Comment

Schiff-base ligands are able to coordinate metals through imine nitrogen and another group, usually linked to the aldehyde. Modern chemists still prepare Schiff-bases, and nowadays active and well designed Schiff-base ligands are considered to be "privileged ligands" (Tai & Feng, 2008; Tai, Feng, Kong, Wang & Tan, 2007; Tai et al., 2008; Tai, Yin & Feng, 2007; Tai, Yin, Feng & Kong, 2007; Tai, Yin & Hao, 2007; Tai et al., 2003; Wang et al., 2007). In fact, Schiff bases are able to stabilize many different metals in various oxidation states. Schiff bases and their metal complexes play a key role in understanding the coordination chemistry of transition metal ions (Tai et al., 2003). In particular, the bidentate ligands containing imine groups have been used as modulators of structural, electronic, antitumor activity and fluorescence properties of transition metal centres (Herzfeld & Nagy, 1999). In order to investigate further the coordination and the properties of zinc complexes with Schiff bases ligands, as parts of our studies on the synthesis, characterization and properties of Schiff bases ligands and their metal complexes, we herein report the synthesis and structural characterization of a new zinc complex, Zn(2-acetyl-3-methylpyrazine salicyloyl hydrazone), (I).

The title compound consists of neutral complex, Zn[2-acetyl-3-methylpyrazine (2-hydroxybenzoyl)hydrazone]. The ZnII center is six-coordinate with four N and two O donors of 2-acetyl-3-methylpyrazine (2-hydroxybenzoyl)hydrazonate, and forms a distorted octahedron structure. The Zn—O and Zn—N bond lengths are in the ranges 2.055 (3)–2.079 (3) and 2.239 (4)–2.283 (3) Å, respectively. The Zn—O bond lengths are much shorter than Zn—N, which shows that the Zn—O bonds are stronger than the Zn—N bonds.

Experimental

The title compound was prepared as following: 1 mmol of ZnII acetate was added to the solution of 2-acetyl-3-methylpyrazine salicyloyl hydrazone (1 mmol) in a 10 ml of CH3CH2OH. The mixture was continuously stirred for 3 h at refluxing temperature, evaporating some ethanol, then the product was collected by filtration, yield 68%. The single-crystal suitable for X-ray determination was obtained by evaporation from ethanol solution after two weeks. A ethanol solution of the title compound was slowly evaporated and pale crystals were obtained after a weeks.

Refinement

The positions of all H atoms were fixed geometrically [C—H = 0.93 for aromatic H and 0.96 Å for methyl H , O—H = 0.82 for hydroxy group and O—H = 0.85 Å for water molecules] and refined as riding with Uiso(H) = 1.2 or 1.5 Ueq(carrier).

Figures

Fig. 1.
The molecule of the title compound, with 30% probabiility ellipsoids.

Crystal data

[Zn(C14H13N4O2)2]·H2OF000 = 1288
Mr = 621.95Dx = 1.444 Mg m3
Monoclinic, P21/nMo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 2538 reflections
a = 9.3794 (10) Åθ = 2.4–22.4º
b = 22.814 (2) ŵ = 0.91 mm1
c = 13.9407 (14) ÅT = 298 (2) K
β = 106.402 (2)ºTabular, colourless
V = 2861.6 (5) Å30.32 × 0.20 × 0.16 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer5043 independent reflections
Radiation source: fine-focus sealed tube2831 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.077
T = 298(2) Kθmax = 25.0º
[var phi] and ω scansθmin = 1.8º
Absorption correction: multi-scan(SADABS; Bruker, 2000)h = −9→11
Tmin = 0.759, Tmax = 0.868k = −27→23
14227 measured reflectionsl = −16→16

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.047H-atom parameters constrained
wR(F2) = 0.128  w = 1/[σ2(Fo2) + (0.0366P)2 + 2.1233P] where P = (Fo2 + 2Fc2)/3
S = 1.02(Δ/σ)max < 0.001
5043 reflectionsΔρmax = 0.38 e Å3
379 parametersΔρmin = −0.35 e Å3
Primary atom site location: structure-invariant direct methodsExtinction correction: none

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
Zn10.09167 (6)0.14093 (2)0.53708 (4)0.04641 (19)
N1−0.0550 (4)0.24903 (15)0.5747 (2)0.0414 (9)
N20.0653 (4)0.23093 (15)0.5435 (2)0.0402 (9)
N30.2582 (4)0.18422 (16)0.4675 (3)0.0443 (9)
N40.4647 (4)0.2484 (2)0.4049 (3)0.0592 (11)
N50.2455 (4)0.02711 (15)0.5545 (3)0.0461 (9)
N60.1370 (4)0.05900 (16)0.4881 (3)0.0441 (9)
N7−0.0643 (4)0.12679 (16)0.3845 (3)0.0453 (9)
N8−0.2259 (5)0.1065 (2)0.1898 (3)0.0636 (12)
O1−0.0809 (3)0.14991 (13)0.5998 (2)0.0559 (9)
O2−0.2266 (4)0.32101 (14)0.6299 (3)0.0695 (10)
H2−0.15140.31100.61510.104*
O30.2353 (3)0.10277 (13)0.6631 (2)0.0512 (8)
O40.4380 (4)−0.05320 (16)0.6118 (3)0.0852 (12)
H40.3692−0.03530.57370.128*
O50.7000 (4)0.3022 (2)0.3185 (3)0.1108 (16)
H5A0.61910.29400.33160.133*
H5B0.68380.32910.27460.133*
C1−0.1183 (5)0.2031 (2)0.6046 (3)0.0416 (11)
C2−0.2467 (4)0.21621 (19)0.6431 (3)0.0375 (10)
C3−0.2931 (5)0.2732 (2)0.6550 (3)0.0465 (11)
C4−0.4143 (5)0.2828 (2)0.6926 (3)0.0581 (13)
H4A−0.44390.32080.70180.070*
C5−0.4885 (5)0.2362 (3)0.7158 (3)0.0608 (14)
H5−0.56960.24290.74030.073*
C6−0.4470 (5)0.1797 (2)0.7039 (4)0.0610 (14)
H6−0.49950.14830.71940.073*
C7−0.3265 (5)0.1706 (2)0.6685 (3)0.0511 (12)
H7−0.29720.13230.66120.061*
C80.0648 (5)0.32827 (19)0.4706 (3)0.0518 (12)
H8A−0.04180.32680.45080.078*
H8B0.09850.34320.41640.078*
H8C0.09870.35350.52760.078*
C90.1257 (4)0.26797 (19)0.4972 (3)0.0390 (10)
C100.2528 (4)0.24350 (19)0.4667 (3)0.0401 (10)
C110.3614 (5)0.2760 (2)0.4387 (3)0.0472 (11)
C120.3827 (5)0.3412 (2)0.4497 (4)0.0720 (16)
H12A0.48530.35060.45830.108*
H12B0.35390.35430.50700.108*
H12C0.32240.36030.39080.108*
C130.4634 (5)0.1902 (3)0.4027 (4)0.0618 (14)
H130.53170.17060.37730.074*
C140.3641 (5)0.1584 (2)0.4370 (3)0.0526 (12)
H140.37110.11770.43890.063*
C150.2860 (5)0.0543 (2)0.6433 (3)0.0446 (11)
C160.4033 (5)0.02364 (19)0.7213 (3)0.0447 (11)
C170.4738 (5)−0.0274 (2)0.7028 (4)0.0594 (13)
C180.5834 (6)−0.0531 (2)0.7792 (4)0.0769 (17)
H180.6309−0.08670.76640.092*
C190.6226 (6)−0.0297 (3)0.8728 (5)0.0829 (18)
H190.6953−0.04790.92350.099*
C200.5561 (6)0.0201 (3)0.8929 (4)0.0797 (17)
H200.58470.03640.95660.096*
C210.4463 (5)0.0461 (2)0.8181 (4)0.0611 (14)
H210.39960.07950.83250.073*
C220.1358 (6)−0.0146 (2)0.3624 (4)0.0896 (19)
H22A0.2133−0.03160.41540.134*
H22B0.1733−0.00610.30660.134*
H22C0.0545−0.04170.34210.134*
C230.0833 (5)0.04049 (19)0.3982 (3)0.0436 (11)
C24−0.0357 (5)0.0788 (2)0.3363 (3)0.0440 (11)
C25−0.1161 (5)0.0696 (2)0.2352 (4)0.0555 (13)
C26−0.0901 (6)0.0220 (3)0.1688 (4)0.094 (2)
H26A−0.16010.02570.10390.141*
H26B−0.1026−0.01540.19690.141*
H26C0.00910.02510.16280.141*
C27−0.2551 (5)0.1511 (2)0.2407 (4)0.0602 (14)
H27−0.33340.17600.21030.072*
C28−0.1727 (5)0.1623 (2)0.3385 (4)0.0517 (12)
H28−0.19400.19510.37160.062*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Zn10.0521 (3)0.0324 (3)0.0577 (3)0.0072 (3)0.0202 (3)0.0011 (3)
N10.040 (2)0.031 (2)0.057 (2)0.0013 (17)0.0200 (18)0.0008 (18)
N20.039 (2)0.034 (2)0.049 (2)0.0006 (17)0.0148 (17)0.0014 (17)
N30.042 (2)0.043 (3)0.050 (2)0.0068 (18)0.0173 (18)0.0016 (18)
N40.046 (2)0.066 (3)0.068 (3)−0.007 (2)0.020 (2)0.000 (2)
N50.050 (2)0.031 (2)0.053 (2)0.0095 (18)0.0082 (19)0.0026 (19)
N60.044 (2)0.039 (2)0.049 (2)0.0045 (18)0.0115 (18)0.0056 (19)
N70.044 (2)0.036 (2)0.057 (2)0.0001 (18)0.0151 (19)0.0035 (19)
N80.062 (3)0.064 (3)0.059 (3)0.005 (2)0.007 (2)0.007 (2)
O10.070 (2)0.0278 (19)0.083 (2)0.0063 (16)0.0433 (18)0.0034 (16)
O20.073 (2)0.040 (2)0.108 (3)0.0033 (18)0.047 (2)−0.010 (2)
O30.060 (2)0.038 (2)0.055 (2)0.0091 (16)0.0152 (16)−0.0037 (16)
O40.105 (3)0.067 (3)0.070 (2)0.047 (2)0.004 (2)−0.004 (2)
O50.083 (3)0.131 (4)0.118 (3)0.007 (3)0.028 (3)0.042 (3)
C10.047 (3)0.033 (3)0.046 (3)0.002 (2)0.015 (2)0.000 (2)
C20.038 (2)0.038 (3)0.037 (2)−0.001 (2)0.0099 (19)−0.002 (2)
C30.048 (3)0.040 (3)0.054 (3)0.003 (2)0.017 (2)−0.006 (2)
C40.056 (3)0.051 (3)0.072 (3)0.018 (3)0.025 (3)−0.005 (3)
C50.053 (3)0.076 (4)0.060 (3)0.005 (3)0.028 (3)−0.008 (3)
C60.061 (3)0.059 (4)0.073 (4)−0.010 (3)0.036 (3)−0.008 (3)
C70.062 (3)0.039 (3)0.057 (3)0.001 (2)0.025 (3)−0.005 (2)
C80.062 (3)0.036 (3)0.058 (3)0.006 (2)0.019 (2)0.013 (2)
C90.040 (3)0.036 (3)0.040 (2)−0.003 (2)0.009 (2)0.002 (2)
C100.042 (3)0.036 (3)0.040 (3)0.000 (2)0.008 (2)0.004 (2)
C110.046 (3)0.048 (3)0.047 (3)−0.004 (2)0.011 (2)0.000 (2)
C120.069 (4)0.059 (4)0.091 (4)−0.020 (3)0.028 (3)−0.006 (3)
C130.048 (3)0.069 (4)0.075 (4)0.005 (3)0.027 (3)−0.008 (3)
C140.051 (3)0.048 (3)0.062 (3)0.008 (2)0.021 (2)−0.002 (2)
C150.043 (3)0.035 (3)0.057 (3)−0.002 (2)0.016 (2)0.005 (2)
C160.051 (3)0.031 (3)0.050 (3)0.000 (2)0.010 (2)0.007 (2)
C170.066 (3)0.043 (3)0.067 (3)0.010 (3)0.017 (3)0.010 (3)
C180.080 (4)0.055 (4)0.085 (4)0.028 (3)0.007 (3)0.018 (3)
C190.091 (4)0.062 (4)0.075 (4)0.007 (3)−0.012 (3)0.022 (3)
C200.106 (5)0.052 (4)0.065 (4)0.007 (3)−0.001 (3)0.011 (3)
C210.074 (4)0.039 (3)0.063 (3)0.001 (3)0.009 (3)0.002 (3)
C220.122 (5)0.052 (4)0.075 (4)0.032 (3)−0.006 (3)−0.015 (3)
C230.050 (3)0.032 (3)0.051 (3)−0.003 (2)0.016 (2)0.001 (2)
C240.043 (3)0.041 (3)0.050 (3)−0.003 (2)0.016 (2)0.005 (2)
C250.064 (3)0.047 (3)0.053 (3)−0.008 (3)0.013 (3)0.002 (3)
C260.113 (5)0.091 (5)0.056 (3)0.023 (4)−0.010 (3)−0.020 (3)
C270.042 (3)0.065 (4)0.071 (4)0.003 (3)0.012 (3)0.020 (3)
C280.047 (3)0.046 (3)0.062 (3)0.009 (2)0.016 (3)0.005 (2)

Geometric parameters (Å, °)

Zn1—O12.055 (3)C7—H70.9300
Zn1—N22.073 (3)C8—C91.496 (6)
Zn1—N62.075 (4)C8—H8A0.9600
Zn1—O32.079 (3)C8—H8B0.9600
Zn1—N72.239 (4)C8—H8C0.9600
Zn1—N32.283 (3)C9—C101.483 (6)
N1—C11.329 (5)C10—C111.401 (6)
N1—N21.381 (4)C11—C121.503 (6)
N2—C91.288 (5)C12—H12A0.9600
N3—C141.324 (5)C12—H12B0.9600
N3—C101.353 (5)C12—H12C0.9600
N4—C131.329 (6)C13—C141.370 (6)
N4—C111.346 (5)C13—H130.9300
N5—C151.341 (5)C14—H140.9300
N5—N61.374 (4)C15—C161.486 (6)
N6—C231.283 (5)C16—C211.391 (6)
N7—C281.317 (5)C16—C171.398 (6)
N7—C241.350 (5)C17—C181.385 (6)
N8—C271.314 (6)C18—C191.360 (7)
N8—C251.341 (6)C18—H180.9300
O1—C11.270 (5)C19—C201.363 (8)
O2—C31.351 (5)C19—H190.9300
O2—H20.8200C20—C211.376 (6)
O3—C151.264 (5)C20—H200.9300
O4—C171.351 (6)C21—H210.9300
O4—H40.8200C22—C231.487 (6)
O5—H5A0.8500C22—H22A0.9600
O5—H5B0.8500C22—H22B0.9600
C1—C21.482 (6)C22—H22C0.9600
C2—C71.384 (6)C23—C241.487 (6)
C2—C31.395 (6)C24—C251.413 (6)
C3—C41.398 (6)C25—C261.492 (7)
C4—C51.358 (7)C26—H26A0.9600
C4—H4A0.9300C26—H26B0.9600
C5—C61.370 (7)C26—H26C0.9600
C5—H50.9300C27—C281.388 (6)
C6—C71.372 (6)C27—H270.9300
C6—H60.9300C28—H280.9300
O1—Zn1—N276.41 (12)N3—C10—C11120.2 (4)
O1—Zn1—N6119.26 (13)N3—C10—C9113.9 (4)
N2—Zn1—N6160.85 (13)C11—C10—C9125.9 (4)
O1—Zn1—O394.73 (12)N4—C11—C10120.1 (4)
N2—Zn1—O3115.77 (12)N4—C11—C12114.2 (4)
N6—Zn1—O375.91 (13)C10—C11—C12125.6 (4)
O1—Zn1—N792.09 (13)C11—C12—H12A109.5
N2—Zn1—N797.47 (13)C11—C12—H12B109.5
N6—Zn1—N772.39 (14)H12A—C12—H12B109.5
O3—Zn1—N7146.75 (13)C11—C12—H12C109.5
O1—Zn1—N3148.55 (13)H12A—C12—H12C109.5
N2—Zn1—N372.21 (13)H12B—C12—H12C109.5
N6—Zn1—N391.23 (13)N4—C13—C14121.6 (5)
O3—Zn1—N3100.51 (12)N4—C13—H13119.2
N7—Zn1—N390.03 (12)C14—C13—H13119.2
C1—N1—N2109.9 (3)N3—C14—C13121.4 (5)
C9—N2—N1118.4 (3)N3—C14—H14119.3
C9—N2—Zn1123.6 (3)C13—C14—H14119.3
N1—N2—Zn1115.3 (2)O3—C15—N5125.5 (4)
C14—N3—C10118.2 (4)O3—C15—C16119.9 (4)
C14—N3—Zn1127.5 (3)N5—C15—C16114.6 (4)
C10—N3—Zn1114.0 (3)C21—C16—C17117.6 (4)
C13—N4—C11118.2 (4)C21—C16—C15119.2 (4)
C15—N5—N6109.9 (4)C17—C16—C15123.2 (4)
C23—N6—N5119.7 (4)O4—C17—C18118.1 (5)
C23—N6—Zn1123.9 (3)O4—C17—C16122.1 (4)
N5—N6—Zn1115.9 (3)C18—C17—C16119.8 (5)
C28—N7—C24119.5 (4)C19—C18—C17120.8 (5)
C28—N7—Zn1125.5 (3)C19—C18—H18119.6
C24—N7—Zn1114.9 (3)C17—C18—H18119.6
C27—N8—C25118.7 (4)C18—C19—C20120.6 (5)
C1—O1—Zn1112.3 (3)C18—C19—H19119.7
C3—O2—H2109.5C20—C19—H19119.7
C15—O3—Zn1112.1 (3)C19—C20—C21119.4 (5)
C17—O4—H4109.5C19—C20—H20120.3
H5A—O5—H5B108.9C21—C20—H20120.3
O1—C1—N1125.7 (4)C20—C21—C16121.8 (5)
O1—C1—C2118.5 (4)C20—C21—H21119.1
N1—C1—C2115.8 (4)C16—C21—H21119.1
C7—C2—C3117.5 (4)C23—C22—H22A109.5
C7—C2—C1119.6 (4)C23—C22—H22B109.5
C3—C2—C1122.9 (4)H22A—C22—H22B109.5
O2—C3—C2122.6 (4)C23—C22—H22C109.5
O2—C3—C4117.0 (4)H22A—C22—H22C109.5
C2—C3—C4120.3 (4)H22B—C22—H22C109.5
C5—C4—C3119.4 (5)N6—C23—C22122.0 (4)
C5—C4—H4A120.3N6—C23—C24113.4 (4)
C3—C4—H4A120.3C22—C23—C24124.6 (4)
C4—C5—C6121.7 (4)N7—C24—C25119.4 (4)
C4—C5—H5119.1N7—C24—C23114.2 (4)
C6—C5—H5119.1C25—C24—C23126.4 (4)
C5—C6—C7118.6 (5)N8—C25—C24120.0 (5)
C5—C6—H6120.7N8—C25—C26113.7 (4)
C7—C6—H6120.7C24—C25—C26126.3 (5)
C6—C7—C2122.5 (5)C25—C26—H26A109.5
C6—C7—H7118.8C25—C26—H26B109.5
C2—C7—H7118.8H26A—C26—H26B109.5
C9—C8—H8A109.5C25—C26—H26C109.5
C9—C8—H8B109.5H26A—C26—H26C109.5
H8A—C8—H8B109.5H26B—C26—H26C109.5
C9—C8—H8C109.5N8—C27—C28122.0 (5)
H8A—C8—H8C109.5N8—C27—H27119.0
H8B—C8—H8C109.5C28—C27—H27119.0
N2—C9—C10113.6 (4)N7—C28—C27120.3 (5)
N2—C9—C8122.5 (4)N7—C28—H28119.9
C10—C9—C8123.8 (4)C27—C28—H28119.9
C1—N1—N2—C9169.0 (4)C3—C4—C5—C60.5 (7)
C1—N1—N2—Zn17.0 (4)C4—C5—C6—C70.6 (8)
O1—Zn1—N2—C9−166.9 (3)C5—C6—C7—C2−0.9 (7)
N6—Zn1—N2—C9−20.1 (6)C3—C2—C7—C60.2 (6)
O3—Zn1—N2—C9104.4 (3)C1—C2—C7—C6−179.5 (4)
N7—Zn1—N2—C9−76.6 (3)N1—N2—C9—C10−179.5 (3)
N3—Zn1—N2—C911.0 (3)Zn1—N2—C9—C10−19.0 (5)
O1—Zn1—N2—N1−5.9 (2)N1—N2—C9—C8−3.9 (6)
N6—Zn1—N2—N1140.9 (4)Zn1—N2—C9—C8156.6 (3)
O3—Zn1—N2—N1−94.6 (3)C14—N3—C10—C11−2.9 (6)
N7—Zn1—N2—N184.5 (3)Zn1—N3—C10—C11171.5 (3)
N3—Zn1—N2—N1172.1 (3)C14—N3—C10—C9177.0 (3)
O1—Zn1—N3—C14177.5 (3)Zn1—N3—C10—C9−8.6 (4)
N2—Zn1—N3—C14173.7 (4)N2—C9—C10—N317.1 (5)
N6—Zn1—N3—C14−16.1 (4)C8—C9—C10—N3−158.5 (4)
O3—Zn1—N3—C1459.8 (4)N2—C9—C10—C11−162.9 (4)
N7—Zn1—N3—C14−88.5 (4)C8—C9—C10—C1121.5 (6)
O1—Zn1—N3—C103.7 (4)C13—N4—C11—C10−2.5 (6)
N2—Zn1—N3—C10−0.1 (3)C13—N4—C11—C12173.2 (4)
N6—Zn1—N3—C10170.2 (3)N3—C10—C11—N45.2 (6)
O3—Zn1—N3—C10−114.0 (3)C9—C10—C11—N4−174.7 (4)
N7—Zn1—N3—C1097.8 (3)N3—C10—C11—C12−169.9 (4)
C15—N5—N6—C23179.7 (4)C9—C10—C11—C1210.1 (7)
C15—N5—N6—Zn17.7 (4)C11—N4—C13—C14−2.4 (7)
O1—Zn1—N6—C2392.9 (3)C10—N3—C14—C13−1.9 (6)
N2—Zn1—N6—C23−49.5 (6)Zn1—N3—C14—C13−175.4 (3)
O3—Zn1—N6—C23−179.6 (4)N4—C13—C14—N34.7 (7)
N7—Zn1—N6—C2310.6 (3)Zn1—O3—C15—N5−5.1 (5)
N3—Zn1—N6—C23−79.1 (3)Zn1—O3—C15—C16173.2 (3)
O1—Zn1—N6—N5−95.5 (3)N6—N5—C15—O3−1.6 (6)
N2—Zn1—N6—N5122.1 (4)N6—N5—C15—C16−180.0 (3)
O3—Zn1—N6—N5−8.0 (3)O3—C15—C16—C215.8 (6)
N7—Zn1—N6—N5−177.8 (3)N5—C15—C16—C21−175.7 (4)
N3—Zn1—N6—N592.6 (3)O3—C15—C16—C17−174.3 (4)
O1—Zn1—N7—C2854.9 (4)N5—C15—C16—C174.1 (6)
N2—Zn1—N7—C28−21.7 (4)C21—C16—C17—O4178.7 (4)
N6—Zn1—N7—C28175.0 (4)C15—C16—C17—O4−1.1 (7)
O3—Zn1—N7—C28156.8 (3)C21—C16—C17—C18−0.9 (7)
N3—Zn1—N7—C28−93.7 (4)C15—C16—C17—C18179.3 (5)
O1—Zn1—N7—C24−128.8 (3)O4—C17—C18—C19−178.9 (5)
N2—Zn1—N7—C24154.6 (3)C16—C17—C18—C190.7 (8)
N6—Zn1—N7—C24−8.7 (3)C17—C18—C19—C20−1.0 (9)
O3—Zn1—N7—C24−26.9 (4)C18—C19—C20—C211.4 (9)
N3—Zn1—N7—C2482.6 (3)C19—C20—C21—C16−1.6 (8)
N2—Zn1—O1—C13.6 (3)C17—C16—C21—C201.3 (7)
N6—Zn1—O1—C1−164.5 (3)C15—C16—C21—C20−178.9 (5)
O3—Zn1—O1—C1119.0 (3)N5—N6—C23—C22−0.6 (6)
N7—Zn1—O1—C1−93.6 (3)Zn1—N6—C23—C22170.7 (4)
N3—Zn1—O1—C1−0.1 (4)N5—N6—C23—C24178.5 (3)
O1—Zn1—O3—C15125.7 (3)Zn1—N6—C23—C24−10.2 (5)
N2—Zn1—O3—C15−157.1 (3)C28—N7—C24—C254.0 (6)
N6—Zn1—O3—C156.7 (3)Zn1—N7—C24—C25−172.5 (3)
N7—Zn1—O3—C1524.6 (4)C28—N7—C24—C23−176.6 (4)
N3—Zn1—O3—C15−81.9 (3)Zn1—N7—C24—C236.8 (4)
Zn1—O1—C1—N1−0.9 (5)N6—C23—C24—N71.2 (5)
Zn1—O1—C1—C2176.8 (3)C22—C23—C24—N7−179.7 (4)
N2—N1—C1—O1−4.1 (6)N6—C23—C24—C25−179.4 (4)
N2—N1—C1—C2178.2 (3)C22—C23—C24—C25−0.4 (7)
O1—C1—C2—C7−2.9 (6)C27—N8—C25—C240.8 (7)
N1—C1—C2—C7175.0 (4)C27—N8—C25—C26−177.9 (5)
O1—C1—C2—C3177.4 (4)N7—C24—C25—N8−3.9 (7)
N1—C1—C2—C3−4.7 (6)C23—C24—C25—N8176.8 (4)
C7—C2—C3—O2−178.0 (4)N7—C24—C25—C26174.6 (5)
C1—C2—C3—O21.7 (7)C23—C24—C25—C26−4.7 (8)
C7—C2—C3—C40.9 (6)C25—N8—C27—C282.3 (7)
C1—C2—C3—C4−179.4 (4)C24—N7—C28—C27−1.1 (6)
O2—C3—C4—C5177.7 (4)Zn1—N7—C28—C27175.1 (3)
C2—C3—C4—C5−1.3 (7)N8—C27—C28—N7−2.2 (7)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: AT2559).

References

  • Bruker (2000). SMART and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
  • Herzfeld, R. & Nagy, P. (1999). Spectrosc. Lett.31, 57–65.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Tai, X. S., Feng, Y. M., Kong, F. Y., Wang, D. Q. & Tan, M. Y. (2007). Chin. J. Inorg. Chem.23, 1812–1814.
  • Tai, X.-S., Feng, Y.-M. & Zhang, H.-X. (2008). Acta Cryst. E64, m502. [PMC free article] [PubMed]
  • Tai, X. S., Yin, J. & Feng, Y. M. (2007). Z. Kristallogr. New Cryst. Struct.222, 398–400.
  • Tai, X. S., Yin, J., Feng, Y. M. & Kong, F. Y. (2007). Chin. J. Inorg. Chem.23, 1812–1814.
  • Tai, X.-S., Yin, J. & Hao, M.-Y. (2007). Acta Cryst. E63, m1061–m1062.
  • Tai, X.-S., Yin, X.-H., Tan, M.-Y. & Li, Y.-Z. (2003). Acta Cryst. E59, o681–o682.
  • Wang, L.-H., Yin, J. & Tai, X.-S. (2007). Acta Cryst. E63, m1664.
  • Xi-Shi, T. & Yi-Min, F. (2008). Acta Cryst. E64, o707. [PMC free article] [PubMed]

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography