Buy article online - an online subscription or single-article purchase is required to access this article.
Download citation
Download citation
link to html
The title compound, [Zn2(C15H12N2O2)2(C2H6OS)2], is a centrosymmetric dimer via a Zn—O bridge of 2.0038 (13) Å, with a Zn...Zn separation of 3.1370 (13) Å. The geometry of the five-coordinate environment of the Zn atoms is close to trigonal bipyramidal.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803016118/cv6208sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536803016118/cv6208Isup2.hkl
Contains datablock I

CCDC reference: 221651

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.002 Å
  • R factor = 0.024
  • wR factor = 0.068
  • Data-to-parameter ratio = 17.2

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry








Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2003).

Bis{µ-N-[1-(2- oxidophenyl)ethylidene]benzohydrazido}bis[(dimethylsulfoxido)zinc(II)] top
Crystal data top
[Zn2(C15H12N2O2)2(C2H6OS)2]Z = 1
Mr = 791.53F(000) = 408
Triclinic, P1Dx = 1.564 Mg m3
a = 7.690 (4) ÅMo Kα radiation, λ = 0.71073 Å
b = 10.214 (6) ÅCell parameters from 8764 reflections
c = 11.643 (6) Åθ = 1.7–27.5°
α = 98.479 (13)°µ = 1.60 mm1
β = 94.262 (12)°T = 293 K
γ = 110.338 (13)°Block, pale yellow
V = 840.3 (8) Å30.54 × 0.48 × 0.33 mm
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer
3804 independent reflections
Radiation source: fine-focus sealed tube3653 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.019
Detector resolution: 83.66 pixels mm-1θmax = 27.5°, θmin = 1.7°
ω scansh = 99
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
k = 1313
Tmin = 0.454, Tmax = 0.588l = 1515
10556 measured reflections
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)] = 0.024H-atom parameters constrained
wR(F2) = 0.068 w = 1/[σ2(Fo2) + (0.0374P)2 + 0.2073P]
where P = (Fo2 + 2Fc2)/3
S = 1.10(Δ/σ)max < 0.001
3804 reflectionsΔρmax = 0.27 e Å3
221 parametersΔρmin = 0.31 e Å3
0 restraintsExtinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0148 (15)
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn10.14613 (2)0.136649 (15)0.580740 (13)0.03043 (8)
O10.04398 (15)0.05128 (11)0.40604 (9)0.0337 (2)
O20.1765 (2)0.26529 (12)0.73532 (10)0.0450 (3)
O30.39014 (17)0.10438 (14)0.59157 (12)0.0474 (3)
S10.47569 (6)0.03285 (5)0.67222 (5)0.04877 (12)
N10.19441 (18)0.32797 (12)0.52931 (11)0.0313 (2)
N20.20450 (19)0.43653 (13)0.62061 (11)0.0349 (3)
C10.12854 (19)0.10700 (15)0.31867 (12)0.0284 (3)
C20.1213 (2)0.01710 (16)0.21375 (13)0.0353 (3)
H20.05310.07970.20500.042*
C30.2129 (3)0.06852 (18)0.12297 (14)0.0403 (3)
H30.20490.00660.05400.048*
C40.3163 (2)0.21148 (19)0.13437 (14)0.0417 (4)
H40.38320.24600.07500.050*
C50.3189 (2)0.30231 (17)0.23475 (14)0.0371 (3)
H50.38690.39880.24110.045*
C60.2237 (2)0.25588 (15)0.32816 (12)0.0292 (3)
C70.2284 (2)0.36361 (14)0.42882 (13)0.0306 (3)
C80.2737 (3)0.51533 (16)0.41435 (15)0.0439 (4)
H8A0.19410.55420.45580.066*
H8B0.25370.51880.33270.066*
H8C0.40210.56990.44530.066*
C90.1922 (2)0.39056 (15)0.71993 (13)0.0317 (3)
C100.1986 (2)0.49549 (15)0.82521 (13)0.0322 (3)
C110.1421 (2)0.60873 (16)0.81514 (14)0.0382 (3)
H110.10490.62230.74130.046*
C120.1404 (3)0.70174 (18)0.91395 (17)0.0468 (4)
H120.09930.77600.90640.056*
C130.1995 (3)0.68450 (19)1.02362 (16)0.0487 (4)
H130.19840.74701.09010.058*
C140.2602 (3)0.5742 (2)1.03419 (16)0.0496 (4)
H140.30320.56371.10780.060*
C150.2576 (3)0.47891 (18)0.93562 (15)0.0416 (4)
H150.29560.40330.94360.050*
C160.3582 (4)0.1511 (2)0.6226 (2)0.0628 (6)
H16A0.22540.17290.61430.094*
H16B0.39140.20190.67820.094*
H16C0.39360.17880.54810.094*
C170.3808 (3)0.0488 (3)0.80627 (18)0.0621 (5)
H17A0.41840.14740.84100.093*
H17B0.42610.00040.85900.093*
H17C0.24670.00730.79110.093*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.03728 (11)0.02167 (10)0.02983 (11)0.00794 (7)0.00497 (7)0.00377 (6)
O10.0407 (6)0.0247 (5)0.0287 (5)0.0027 (4)0.0097 (4)0.0041 (4)
O20.0760 (9)0.0252 (5)0.0319 (5)0.0163 (5)0.0085 (5)0.0041 (4)
O30.0424 (6)0.0499 (7)0.0594 (8)0.0213 (5)0.0147 (5)0.0241 (6)
S10.0369 (2)0.0564 (3)0.0597 (3)0.02079 (19)0.00825 (18)0.0210 (2)
N10.0380 (6)0.0246 (5)0.0298 (6)0.0103 (5)0.0052 (5)0.0025 (4)
N20.0463 (7)0.0252 (6)0.0316 (6)0.0123 (5)0.0067 (5)0.0011 (5)
C10.0288 (6)0.0283 (6)0.0280 (6)0.0097 (5)0.0054 (5)0.0061 (5)
C20.0411 (8)0.0302 (7)0.0338 (7)0.0124 (6)0.0083 (6)0.0035 (6)
C30.0521 (9)0.0421 (8)0.0302 (7)0.0211 (7)0.0116 (6)0.0045 (6)
C40.0491 (9)0.0462 (9)0.0347 (8)0.0182 (7)0.0169 (7)0.0148 (7)
C50.0419 (8)0.0342 (7)0.0363 (8)0.0114 (6)0.0107 (6)0.0129 (6)
C60.0308 (6)0.0280 (7)0.0290 (6)0.0100 (5)0.0048 (5)0.0070 (5)
C70.0324 (7)0.0247 (6)0.0323 (7)0.0076 (5)0.0028 (5)0.0057 (5)
C80.0624 (11)0.0273 (7)0.0397 (8)0.0122 (7)0.0069 (7)0.0088 (6)
C90.0340 (7)0.0243 (6)0.0330 (7)0.0071 (5)0.0049 (5)0.0019 (5)
C100.0335 (7)0.0253 (6)0.0329 (7)0.0051 (5)0.0083 (5)0.0026 (5)
C110.0436 (8)0.0312 (7)0.0383 (8)0.0125 (6)0.0070 (6)0.0038 (6)
C120.0521 (10)0.0340 (8)0.0535 (10)0.0173 (7)0.0120 (8)0.0008 (7)
C130.0544 (10)0.0408 (9)0.0420 (9)0.0116 (8)0.0137 (8)0.0086 (7)
C140.0611 (11)0.0501 (10)0.0320 (8)0.0152 (8)0.0057 (7)0.0032 (7)
C150.0520 (9)0.0349 (8)0.0370 (8)0.0154 (7)0.0056 (7)0.0052 (6)
C160.0834 (15)0.0495 (11)0.0719 (14)0.0351 (11)0.0308 (12)0.0241 (10)
C170.0633 (13)0.0793 (15)0.0472 (11)0.0308 (11)0.0017 (9)0.0129 (10)
Geometric parameters (Å, º) top
Zn1—O1i2.0038 (13)C5—H50.9300
Zn1—O22.0117 (14)C6—C71.474 (2)
Zn1—O32.0131 (16)C7—C81.504 (2)
Zn1—N12.0466 (16)C8—H8A0.9600
Zn1—O12.0683 (15)C8—H8B0.9600
Zn1—Zn1i3.1370 (13)C8—H8C0.9600
O1—C11.3391 (17)C9—C101.490 (2)
O1—Zn1i2.0038 (13)C10—C151.385 (2)
O2—C91.2834 (19)C10—C111.387 (2)
O3—S11.5142 (14)C11—C121.384 (2)
S1—C161.761 (2)C11—H110.9300
S1—C171.781 (2)C12—C131.380 (3)
N1—C71.294 (2)C12—H120.9300
N1—N21.3949 (17)C13—C141.379 (3)
N2—C91.309 (2)C13—H130.9300
C1—C21.401 (2)C14—C151.385 (2)
C1—C61.423 (2)C14—H140.9300
C2—C31.381 (2)C15—H150.9300
C2—H20.9300C16—H16A0.9600
C3—C41.379 (3)C16—H16B0.9600
C3—H30.9300C16—H16C0.9600
C4—C51.375 (2)C17—H17A0.9600
C4—H40.9300C17—H17B0.9600
C5—C61.405 (2)C17—H17C0.9600
O2—Zn1—O1155.78 (5)C1—C6—C7124.43 (13)
O1i—Zn1—O2105.70 (6)N1—C7—C6120.18 (13)
O1i—Zn1—O3103.94 (6)N1—C7—C8120.15 (13)
O2—Zn1—O3101.22 (6)C6—C7—C8119.68 (13)
O1i—Zn1—N1146.72 (5)C7—C8—H8A109.5
O2—Zn1—N178.70 (6)C7—C8—H8B109.5
O3—Zn1—N1107.52 (5)H8A—C8—H8B109.5
O1i—Zn1—O179.24 (5)C7—C8—H8C109.5
O3—Zn1—O1100.46 (5)H8A—C8—H8C109.5
N1—Zn1—O184.59 (5)H8B—C8—H8C109.5
O1i—Zn1—Zn1i40.37 (4)O2—C9—N2126.53 (13)
O2—Zn1—Zn1i140.73 (4)O2—C9—C10117.31 (13)
O3—Zn1—Zn1i105.88 (5)N2—C9—C10116.15 (13)
N1—Zn1—Zn1i118.16 (5)C15—C10—C11118.91 (14)
O1—Zn1—Zn1i38.87 (3)C15—C10—C9120.01 (14)
C1—O1—Zn1i134.94 (9)C11—C10—C9121.06 (14)
C1—O1—Zn1122.63 (9)C12—C11—C10120.56 (16)
Zn1i—O1—Zn1100.76 (5)C12—C11—H11119.7
C9—O2—Zn1110.64 (10)C10—C11—H11119.7
S1—O3—Zn1132.71 (8)C13—C12—C11120.13 (17)
O3—S1—C16105.77 (11)C13—C12—H12119.9
O3—S1—C17106.45 (10)C11—C12—H12119.9
C16—S1—C1798.33 (12)C14—C13—C12119.66 (16)
C7—N1—N2116.66 (12)C14—C13—H13120.2
C7—N1—Zn1129.87 (10)C12—C13—H13120.2
N2—N1—Zn1113.29 (10)C13—C14—C15120.28 (17)
C9—N2—N1110.39 (12)C13—C14—H14119.9
O1—C1—C2119.44 (13)C15—C14—H14119.9
O1—C1—C6121.98 (12)C10—C15—C14120.43 (17)
C2—C1—C6118.57 (13)C10—C15—H15119.8
C3—C2—C1121.68 (14)C14—C15—H15119.8
C3—C2—H2119.2S1—C16—H16A109.5
C1—C2—H2119.2S1—C16—H16B109.5
C4—C3—C2120.16 (15)H16A—C16—H16B109.5
C4—C3—H3119.9S1—C16—H16C109.5
C2—C3—H3119.9H16A—C16—H16C109.5
C5—C4—C3119.03 (15)H16B—C16—H16C109.5
C5—C4—H4120.5S1—C17—H17A109.5
C3—C4—H4120.5S1—C17—H17B109.5
C4—C5—C6122.96 (15)H17A—C17—H17B109.5
C4—C5—H5118.5S1—C17—H17C109.5
C6—C5—H5118.5H17A—C17—H17C109.5
C5—C6—C1117.35 (13)H17B—C17—H17C109.5
C5—C6—C7118.22 (13)
O1i—Zn1—O1—C1167.26 (14)Zn1—O1—C1—C634.09 (18)
O2—Zn1—O1—C188.33 (16)O1—C1—C2—C3177.18 (15)
O3—Zn1—O1—C164.89 (12)C6—C1—C2—C33.8 (2)
N1—Zn1—O1—C141.96 (11)C1—C2—C3—C40.6 (3)
Zn1i—Zn1—O1—C1167.26 (14)C2—C3—C4—C53.2 (3)
O1i—Zn1—O1—Zn1i0.0 (1)C3—C4—C5—C61.3 (3)
O2—Zn1—O1—Zn1i104.41 (12)C4—C5—C6—C13.0 (2)
O3—Zn1—O1—Zn1i102.37 (6)C4—C5—C6—C7176.88 (15)
N1—Zn1—O1—Zn1i150.78 (6)O1—C1—C6—C5175.57 (14)
O1i—Zn1—O2—C9140.38 (12)C2—C1—C6—C55.5 (2)
O3—Zn1—O2—C9111.52 (12)O1—C1—C6—C74.5 (2)
N1—Zn1—O2—C95.66 (11)C2—C1—C6—C7174.44 (14)
O1—Zn1—O2—C941.63 (19)N2—N1—C7—C6179.03 (12)
Zn1i—Zn1—O2—C9115.40 (11)Zn1—N1—C7—C64.3 (2)
O1i—Zn1—O3—S145.18 (12)N2—N1—C7—C80.7 (2)
O2—Zn1—O3—S164.30 (13)Zn1—N1—C7—C8175.49 (12)
N1—Zn1—O3—S1145.85 (11)C5—C6—C7—N1159.11 (14)
O1—Zn1—O3—S1126.56 (12)C1—C6—C7—N121.0 (2)
Zn1i—Zn1—O3—S186.98 (12)C5—C6—C7—C820.7 (2)
Zn1—O3—S1—C1676.50 (14)C1—C6—C7—C8159.27 (15)
Zn1—O3—S1—C1727.41 (15)Zn1—O2—C9—N25.8 (2)
O1i—Zn1—N1—C789.04 (16)Zn1—O2—C9—C10174.65 (10)
O2—Zn1—N1—C7169.51 (15)N1—N2—C9—O21.2 (2)
O3—Zn1—N1—C771.18 (14)N1—N2—C9—C10179.26 (12)
O1—Zn1—N1—C728.11 (14)O2—C9—C10—C1524.2 (2)
Zn1i—Zn1—N1—C748.44 (15)N2—C9—C10—C15155.36 (15)
O1i—Zn1—N1—N296.05 (12)O2—C9—C10—C11154.23 (15)
O2—Zn1—N1—N25.39 (10)N2—C9—C10—C1126.2 (2)
O3—Zn1—N1—N2103.73 (10)C15—C10—C11—C121.5 (2)
O1—Zn1—N1—N2156.98 (10)C9—C10—C11—C12176.98 (15)
Zn1i—Zn1—N1—N2136.65 (9)C10—C11—C12—C131.6 (3)
C7—N1—N2—C9171.55 (14)C11—C12—C13—C140.0 (3)
Zn1—N1—N2—C94.08 (15)C12—C13—C14—C151.6 (3)
Zn1i—O1—C1—C215.2 (2)C11—C10—C15—C140.1 (3)
Zn1—O1—C1—C2146.97 (11)C9—C10—C15—C14178.62 (16)
Zn1i—O1—C1—C6163.73 (11)C13—C14—C15—C101.7 (3)
Symmetry code: (i) x, y, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C2—H2···O2i0.932.333.167 (3)149
C16—H16C···O3ii0.962.423.258 (4)145
Symmetry codes: (i) x, y, z+1; (ii) x+1, y, z+1.
 

Subscribe to Acta Crystallographica Section E: Crystallographic Communications

The full text of this article is available to subscribers to the journal.

If you have already registered and are using a computer listed in your registration details, please email support@iucr.org for assistance.

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.
E-mail address* 
Repeat e-mail address* 
(for error checking) 

Format*   PDF (US $40)
   HTML (US $40)
   PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number 
(non-UK EC countries only) 
Country* 
 

Terms and conditions of use
Contact us

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds