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The title compound, [Zn2(C21H14N2O3)2(C5H5N)2]·C5H5N, is dimeric via Zn—O bridging, with an average value for the Zn—O bonds of 2.027 (2) Å. The Zn...Zn separation is 3.1546 (5) Å. The mol­ecule has a center of inversion and the coordination geometry of both Zn atoms is square pyramidal.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804018100/cv6338sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804018100/cv6338Isup2.hkl
Contains datablock I

CCDC reference: 248759

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.004 Å
  • R factor = 0.032
  • wR factor = 0.087
  • Data-to-parameter ratio = 13.0

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.65 Ratio PLAT243_ALERT_4_C High Solvent U(eq) as Compared to Neighbors for N4 PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors for C26
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 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 3 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1997); software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2003).

Bis{µ-N'-[1-(2-oxidophenyl)ethylidene]-3- methoxybenzohydrazidato}bis[pyridinezinc(II)] pyridine solvate top
Crystal data top
[Zn2(C21H14N2O3)2(C5H5N)2]·C5H5NZ = 1
Mr = 1011.76F(000) = 524
Triclinic, P1Dx = 1.437 Mg m3
a = 8.5896 (8) ÅMo Kα radiation, λ = 0.71073 Å
b = 10.6112 (10) ÅCell parameters from 5617 reflections
c = 14.2017 (13) Åθ = 1.5–25.0°
α = 71.360 (2)°µ = 1.09 mm1
β = 73.261 (1)°T = 293 K
γ = 79.670 (2)°Block, pale yellow
V = 1169.11 (19) Å30.46 × 0.37 × 0.20 mm
Data collection top
Bruker SMART APEX area-detector
diffractometer
4005 independent reflections
Radiation source: fine-focus sealed tube3771 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.016
Detector resolution: 83.66 pixels mm-1θmax = 25.0°, θmin = 1.5°
ω scansh = 1010
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
k = 912
Tmin = 0.635, Tmax = 0.812l = 1616
7209 measured reflections
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)] = 0.032Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.087H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.0495P)2 + 0.6076P]
where P = (Fo2 + 2Fc2)/3
4005 reflections(Δ/σ)max < 0.001
307 parametersΔρmax = 0.36 e Å3
0 restraintsΔρmin = 0.36 e Å3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn10.95855 (3)0.85027 (2)0.048601 (17)0.03121 (10)
O10.9978 (2)0.69718 (16)0.16963 (12)0.0425 (4)
O21.4357 (3)0.1951 (2)0.25276 (16)0.0713 (6)
O30.96360 (19)1.01310 (15)0.09080 (11)0.0354 (3)
N11.1554 (2)0.59591 (19)0.04708 (14)0.0396 (4)
N21.1000 (2)0.71092 (18)0.02085 (14)0.0354 (4)
N30.7146 (2)0.84692 (19)0.06404 (15)0.0389 (4)
N40.4623 (6)0.5889 (4)0.3501 (3)0.1126 (12)
C11.0658 (3)0.4811 (3)0.32637 (19)0.0472 (6)
H1B0.98250.54600.34200.057*
C21.1120 (4)0.3775 (3)0.4037 (2)0.0545 (7)
H2A1.05920.37350.47150.065*
C31.2342 (3)0.2801 (3)0.3830 (2)0.0524 (6)
H3A1.26430.21100.43620.063*
C41.3118 (3)0.2863 (3)0.2821 (2)0.0482 (6)
C51.2672 (3)0.3898 (2)0.20338 (19)0.0443 (5)
H5A1.32020.39340.13560.053*
C61.1445 (3)0.4881 (2)0.22467 (17)0.0368 (5)
C71.4839 (5)0.0873 (4)0.3319 (3)0.0861 (12)
H7A1.57130.03070.30200.129*
H7B1.39270.03660.37110.129*
H7C1.52020.12170.37590.129*
C81.0948 (3)0.6021 (2)0.14183 (17)0.0345 (5)
C91.1412 (3)0.7157 (2)0.11667 (17)0.0386 (5)
C101.2440 (4)0.6015 (3)0.1520 (2)0.0579 (7)
H10A1.26240.62180.22500.087*
H10B1.18840.52200.11920.087*
H10C1.34680.58770.13440.087*
C110.9568 (3)1.0369 (2)0.17917 (15)0.0325 (4)
C120.9122 (3)1.1662 (2)0.19299 (16)0.0372 (5)
C130.9165 (4)1.1811 (3)0.28695 (19)0.0553 (7)
H13A0.89031.26560.29690.066*
C140.9575 (4)1.0766 (3)0.3643 (2)0.0644 (8)
H14A0.96051.09060.42510.077*
C150.9944 (4)0.9506 (3)0.35181 (19)0.0538 (7)
H15A1.01980.87870.40480.065*
C160.9939 (3)0.9310 (2)0.26048 (17)0.0411 (5)
H16A1.01880.84530.25280.049*
C170.6616 (3)0.7589 (3)0.0342 (2)0.0503 (6)
H17A0.73790.70480.00080.060*
C180.4990 (4)0.7450 (3)0.0531 (3)0.0659 (8)
H18A0.46560.68300.03100.079*
C190.3864 (3)0.8238 (4)0.1052 (3)0.0683 (9)
H19A0.27540.81580.11910.082*
C200.4383 (3)0.9140 (3)0.1364 (2)0.0607 (7)
H20A0.36370.96820.17210.073*
C210.6037 (3)0.9236 (3)0.1142 (2)0.0492 (6)
H21A0.63930.98580.13490.059*
C220.3426 (5)0.6271 (5)0.4249 (4)0.0988 (13)
H22A0.24010.59630.44360.119*
C230.3710 (7)0.7081 (5)0.4713 (3)0.1066 (16)
H23A0.28740.73230.52270.128*
C240.5152 (6)0.7560 (4)0.4469 (3)0.0836 (11)
H24A0.53310.81410.47900.100*
C250.6296 (5)0.7178 (4)0.3760 (4)0.0887 (12)
H25A0.73160.74910.35840.106*
C260.6083 (5)0.6359 (4)0.3273 (3)0.0782 (10)
H26A0.69450.61120.27750.094*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.03251 (15)0.02758 (16)0.03318 (15)0.00126 (10)0.00870 (10)0.00852 (10)
O10.0549 (10)0.0312 (9)0.0359 (8)0.0061 (7)0.0105 (7)0.0082 (7)
O20.0849 (15)0.0499 (12)0.0604 (12)0.0287 (11)0.0182 (11)0.0090 (10)
O30.0507 (9)0.0283 (8)0.0289 (7)0.0045 (7)0.0105 (6)0.0096 (6)
N10.0470 (11)0.0303 (10)0.0380 (10)0.0049 (8)0.0128 (8)0.0077 (8)
N20.0405 (10)0.0292 (10)0.0351 (9)0.0012 (8)0.0115 (8)0.0080 (8)
N30.0352 (9)0.0350 (10)0.0454 (11)0.0017 (8)0.0118 (8)0.0090 (8)
N40.122 (3)0.107 (3)0.116 (3)0.008 (2)0.032 (3)0.040 (2)
C10.0521 (14)0.0419 (14)0.0429 (13)0.0051 (11)0.0118 (11)0.0110 (11)
C20.0653 (17)0.0520 (16)0.0375 (13)0.0018 (13)0.0109 (12)0.0063 (12)
C30.0633 (16)0.0413 (14)0.0458 (14)0.0028 (12)0.0204 (12)0.0012 (11)
C40.0525 (14)0.0359 (13)0.0517 (14)0.0047 (11)0.0158 (12)0.0087 (11)
C50.0525 (14)0.0368 (13)0.0405 (12)0.0017 (11)0.0124 (11)0.0092 (10)
C60.0424 (12)0.0304 (12)0.0382 (11)0.0044 (9)0.0132 (9)0.0071 (9)
C70.099 (3)0.058 (2)0.077 (2)0.0375 (19)0.027 (2)0.0064 (17)
C80.0366 (11)0.0276 (11)0.0400 (12)0.0044 (9)0.0120 (9)0.0076 (9)
C90.0461 (12)0.0326 (12)0.0382 (12)0.0022 (10)0.0092 (10)0.0133 (9)
C100.081 (2)0.0388 (15)0.0481 (15)0.0118 (13)0.0114 (14)0.0190 (12)
C110.0342 (10)0.0360 (12)0.0282 (10)0.0071 (9)0.0064 (8)0.0094 (9)
C120.0464 (12)0.0340 (12)0.0321 (11)0.0043 (9)0.0089 (9)0.0109 (9)
C130.091 (2)0.0407 (15)0.0399 (13)0.0050 (14)0.0200 (13)0.0173 (11)
C140.112 (3)0.0545 (18)0.0371 (13)0.0075 (17)0.0301 (15)0.0165 (12)
C150.0789 (19)0.0473 (16)0.0351 (12)0.0033 (13)0.0219 (12)0.0060 (11)
C160.0520 (13)0.0348 (12)0.0355 (11)0.0014 (10)0.0121 (10)0.0092 (10)
C170.0444 (13)0.0434 (15)0.0675 (17)0.0030 (11)0.0167 (12)0.0197 (13)
C180.0515 (16)0.0614 (19)0.097 (2)0.0117 (14)0.0265 (16)0.0288 (17)
C190.0367 (14)0.077 (2)0.090 (2)0.0102 (14)0.0172 (14)0.0181 (18)
C200.0389 (13)0.0671 (19)0.0707 (19)0.0047 (13)0.0082 (13)0.0224 (15)
C210.0415 (13)0.0505 (16)0.0565 (15)0.0011 (11)0.0114 (11)0.0192 (12)
C220.067 (2)0.107 (3)0.116 (3)0.019 (2)0.003 (2)0.041 (3)
C230.120 (4)0.103 (4)0.071 (2)0.039 (3)0.004 (2)0.035 (2)
C240.122 (3)0.055 (2)0.096 (3)0.013 (2)0.060 (3)0.032 (2)
C250.074 (2)0.065 (2)0.121 (3)0.0137 (19)0.044 (2)0.003 (2)
C260.071 (2)0.078 (3)0.073 (2)0.0039 (18)0.0039 (17)0.0187 (19)
Geometric parameters (Å, º) top
Zn1—O32.0125 (14)C9—C101.499 (3)
Zn1—O12.0147 (16)C10—H10A0.9600
Zn1—N32.0488 (19)C10—H10B0.9600
Zn1—O3i2.0540 (15)C10—H10C0.9600
Zn1—N22.0576 (18)C11—C161.397 (3)
Zn1—Zn1i3.1546 (5)C11—C121.416 (3)
O1—C81.277 (3)C12—C131.404 (3)
O2—C41.369 (3)C12—C9i1.473 (3)
O2—C71.421 (4)C13—C141.366 (4)
O3—C111.341 (2)C13—H13A0.9300
O3—Zn1i2.0540 (15)C14—C151.373 (4)
N1—C81.314 (3)C14—H14A0.9300
N1—N21.396 (3)C15—C161.379 (3)
N2—C91.290 (3)C15—H15A0.9300
N3—C211.333 (3)C16—H16A0.9300
N3—C171.333 (3)C17—C181.370 (4)
N4—C261.347 (5)C17—H17A0.9300
N4—C221.358 (6)C18—C191.370 (5)
C1—C21.376 (4)C18—H18A0.9300
C1—C61.391 (3)C19—C201.360 (5)
C1—H1B0.9300C19—H19A0.9300
C2—C31.373 (4)C20—C211.379 (4)
C2—H2A0.9300C20—H20A0.9300
C3—C41.382 (4)C21—H21A0.9300
C3—H3A0.9300C22—C231.329 (7)
C4—C51.383 (3)C22—H22A0.9300
C5—C61.383 (3)C23—C241.333 (7)
C5—H5A0.9300C23—H23A0.9300
C6—C81.492 (3)C24—C251.301 (6)
C7—H7A0.9600C24—H24A0.9300
C7—H7B0.9600C25—C261.335 (6)
C7—H7C0.9600C25—H25A0.9300
C9—C12i1.473 (3)C26—H26A0.9300
O3—Zn1—O1103.59 (6)N2—C9—C10120.7 (2)
O3—Zn1—N3102.82 (7)C12i—C9—C10119.1 (2)
O1—Zn1—N3101.35 (7)C9—C10—H10A109.5
O3—Zn1—O3i78.26 (6)C9—C10—H10B109.5
O1—Zn1—O3i152.68 (7)H10A—C10—H10B109.5
N3—Zn1—O3i104.80 (7)C9—C10—H10C109.5
O3—Zn1—N2144.21 (7)H10A—C10—H10C109.5
O1—Zn1—N277.77 (7)H10B—C10—H10C109.5
N3—Zn1—N2112.05 (8)O3—C11—C16119.1 (2)
O3i—Zn1—N285.17 (7)O3—C11—C12122.06 (19)
O3—Zn1—Zn1i39.61 (4)C16—C11—C12118.8 (2)
O1—Zn1—Zn1i136.75 (5)C13—C12—C11117.3 (2)
N3—Zn1—Zn1i107.93 (6)C13—C12—C9i118.2 (2)
O3i—Zn1—Zn1i38.65 (4)C11—C12—C9i124.46 (19)
N2—Zn1—Zn1i117.56 (5)C14—C13—C12122.7 (2)
C8—O1—Zn1111.95 (14)C14—C13—H13A118.6
C4—O2—C7117.2 (2)C12—C13—H13A118.6
C11—O3—Zn1135.28 (13)C13—C14—C15119.6 (2)
C11—O3—Zn1i121.66 (13)C13—C14—H14A120.2
Zn1—O3—Zn1i101.74 (6)C15—C14—H14A120.2
C8—N1—N2109.91 (18)C14—C15—C16119.9 (2)
C9—N2—N1117.12 (18)C14—C15—H15A120.0
C9—N2—Zn1128.84 (16)C16—C15—H15A120.0
N1—N2—Zn1114.04 (13)C15—C16—C11121.5 (2)
C21—N3—C17118.0 (2)C15—C16—H16A119.2
C21—N3—Zn1120.41 (17)C11—C16—H16A119.2
C17—N3—Zn1121.19 (17)N3—C17—C18122.5 (3)
C26—N4—C22116.9 (4)N3—C17—H17A118.8
C2—C1—C6119.6 (2)C18—C17—H17A118.8
C2—C1—H1B120.2C19—C18—C17118.9 (3)
C6—C1—H1B120.2C19—C18—H18A120.5
C3—C2—C1121.6 (2)C17—C18—H18A120.5
C3—C2—H2A119.2C20—C19—C18119.4 (3)
C1—C2—H2A119.2C20—C19—H19A120.3
C2—C3—C4119.0 (2)C18—C19—H19A120.3
C2—C3—H3A120.5C19—C20—C21118.7 (3)
C4—C3—H3A120.5C19—C20—H20A120.6
O2—C4—C3123.9 (2)C21—C20—H20A120.6
O2—C4—C5115.9 (2)N3—C21—C20122.5 (3)
C3—C4—C5120.3 (2)N3—C21—H21A118.8
C4—C5—C6120.5 (2)C20—C21—H21A118.8
C4—C5—H5A119.7C23—C22—N4120.4 (4)
C6—C5—H5A119.7C23—C22—H22A119.8
C5—C6—C1119.1 (2)N4—C22—H22A119.8
C5—C6—C8122.0 (2)C22—C23—C24122.3 (4)
C1—C6—C8118.9 (2)C22—C23—H23A118.8
O2—C7—H7A109.5C24—C23—H23A118.8
O2—C7—H7B109.5C25—C24—C23116.9 (4)
H7A—C7—H7B109.5C25—C24—H24A121.6
O2—C7—H7C109.5C23—C24—H24A121.6
H7A—C7—H7C109.5C24—C25—C26123.4 (4)
H7B—C7—H7C109.5C24—C25—H25A118.3
O1—C8—N1126.0 (2)C26—C25—H25A118.3
O1—C8—C6116.88 (19)C25—C26—N4120.2 (4)
N1—C8—C6117.1 (2)C25—C26—H26A119.9
N2—C9—C12i120.3 (2)N4—C26—H26A119.9
O3—Zn1—O1—C8138.65 (15)C4—C5—C6—C8179.2 (2)
N3—Zn1—O1—C8115.01 (15)C2—C1—C6—C50.4 (4)
O3i—Zn1—O1—C848.0 (2)C2—C1—C6—C8179.0 (2)
N2—Zn1—O1—C84.62 (15)Zn1—O1—C8—N14.7 (3)
Zn1i—Zn1—O1—C8112.79 (14)Zn1—O1—C8—C6174.90 (14)
O1—Zn1—O3—C1114.3 (2)N2—N1—C8—O10.9 (3)
N3—Zn1—O3—C1190.92 (19)N2—N1—C8—C6178.71 (17)
O3i—Zn1—O3—C11166.4 (2)C5—C6—C8—O1170.0 (2)
N2—Zn1—O3—C11102.2 (2)C1—C6—C8—O19.4 (3)
Zn1i—Zn1—O3—C11166.4 (2)C5—C6—C8—N19.6 (3)
O1—Zn1—O3—Zn1i152.05 (7)C1—C6—C8—N1170.9 (2)
N3—Zn1—O3—Zn1i102.73 (8)N1—N2—C9—C12i179.88 (19)
O3i—Zn1—O3—Zn1i0.000 (1)Zn1—N2—C9—C12i1.1 (3)
N2—Zn1—O3—Zn1i64.20 (13)N1—N2—C9—C100.1 (3)
C8—N1—N2—C9175.8 (2)Zn1—N2—C9—C10178.96 (19)
C8—N1—N2—Zn13.4 (2)Zn1—O3—C11—C1619.9 (3)
O3—Zn1—N2—C989.0 (2)Zn1i—O3—C11—C16144.36 (17)
O1—Zn1—N2—C9174.7 (2)Zn1—O3—C11—C12159.77 (16)
N3—Zn1—N2—C977.2 (2)Zn1i—O3—C11—C1236.0 (3)
O3i—Zn1—N2—C926.8 (2)O3—C11—C12—C13177.1 (2)
Zn1i—Zn1—N2—C948.7 (2)C16—C11—C12—C133.3 (3)
O3—Zn1—N2—N191.94 (17)O3—C11—C12—C9i4.3 (3)
O1—Zn1—N2—N14.40 (14)C16—C11—C12—C9i175.4 (2)
N3—Zn1—N2—N1101.83 (15)C11—C12—C13—C141.6 (4)
O3i—Zn1—N2—N1154.14 (15)C9i—C12—C13—C14177.1 (3)
Zn1i—Zn1—N2—N1132.28 (13)C12—C13—C14—C150.9 (5)
O3—Zn1—N3—C2113.2 (2)C13—C14—C15—C161.6 (5)
O1—Zn1—N3—C2193.77 (19)C14—C15—C16—C110.2 (4)
O3i—Zn1—N3—C2194.22 (19)O3—C11—C16—C15177.7 (2)
N2—Zn1—N3—C21175.04 (18)C12—C11—C16—C152.6 (4)
Zn1i—Zn1—N3—C2154.0 (2)C21—N3—C17—C180.0 (4)
O3—Zn1—N3—C17173.95 (19)Zn1—N3—C17—C18173.1 (2)
O1—Zn1—N3—C1779.1 (2)N3—C17—C18—C190.4 (5)
O3i—Zn1—N3—C1792.9 (2)C17—C18—C19—C200.2 (5)
N2—Zn1—N3—C172.2 (2)C18—C19—C20—C210.3 (5)
Zn1i—Zn1—N3—C17133.14 (19)C17—N3—C21—C200.5 (4)
C6—C1—C2—C30.2 (4)Zn1—N3—C21—C20172.6 (2)
C1—C2—C3—C40.3 (4)C19—C20—C21—N30.6 (5)
C7—O2—C4—C31.1 (5)C26—N4—C22—C230.7 (7)
C7—O2—C4—C5179.8 (3)N4—C22—C23—C240.5 (8)
C2—C3—C4—O2179.5 (3)C22—C23—C24—C251.3 (7)
C2—C3—C4—C50.4 (4)C23—C24—C25—C260.8 (6)
O2—C4—C5—C6179.3 (2)C24—C25—C26—N40.4 (7)
C3—C4—C5—C60.1 (4)C22—N4—C26—C251.1 (7)
C4—C5—C6—C10.3 (4)
Symmetry code: (i) x+2, y+2, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C16—H16A···O10.932.303.133 (3)148
 

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