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The title compound, [Zn2(C20H20N5O)Cl3], was prepared from the multidentate ligand 2-[bis­(pyridin-2-ylmeth­yl)amino]-N-(pyridin-2-ylmeth­yl)acetamide and zinc(II) chloride. The deprotonated ligand bridges the two ZnII ions, coordinating to one in a tripodal fashion through the amide O and three N atoms, and to the second as a bidentate chelate through the amide and one pyridyl N atoms. Cl anions complete the distorted trigonal–bipyramidal coordination for one ZnII ion and a distorted tetra­hedral arrangement around the other.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805033349/sj6135sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805033349/sj6135Isup2.hkl
Contains datablock I

CCDC reference: 289888

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.005 Å
  • R factor = 0.032
  • wR factor = 0.076
  • Data-to-parameter ratio = 16.9

checkCIF/PLATON results

No syntax errors found



Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR) is > 1.10 Tmin and Tmax reported: 0.593 0.786 Tmin and Tmax expected: 0.433 0.786 RR = 1.372 Please check that your absorption correction is appropriate. PLAT060_ALERT_3_C Ratio Tmax/Tmin (Exp-to-Rep) (too) Large ....... 1.36 PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 20 CL1 -ZN1 -N3 -C13 161.40 0.90 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 24 CL1 -ZN1 -N3 -C6 40.00 1.10 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 28 CL1 -ZN1 -N3 -C7 -80.40 1.00 1.555 1.555 1.555 1.555
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 9 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 4 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SMART [Or SAINT?]; data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.

Trichloro[µ-2,2,N-tris(2-pyridylmethylamino)acetamido]dizinc(II) top
Crystal data top
[Zn2(C20H20N5O)Cl3]Z = 2
Mr = 583.50F(000) = 588
Triclinic, P1Dx = 1.647 Mg m3
a = 8.371 (3) ÅMo Kα radiation, λ = 0.71073 Å
b = 12.462 (4) ÅCell parameters from 814 reflections
c = 12.719 (4) Åθ = 2.9–26.2°
α = 63.600 (4)°µ = 2.40 mm1
β = 81.880 (5)°T = 293 K
γ = 85.524 (5)°Block, colourless
V = 1176.4 (6) Å30.36 × 0.32 × 0.10 mm
Data collection top
Bruker SMART CCD area-detector
diffractometer
4738 independent reflections
Radiation source: fine-focus sealed tube3645 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.021
φ and ω scansθmax = 26.4°, θmin = 1.8°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 710
Tmin = 0.593, Tmax = 0.786k = 1513
6780 measured reflectionsl = 1515
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)] = 0.033Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.076H-atom parameters constrained
S = 1.00 w = 1/[σ2(Fo2) + (0.0253P)2 + 0.6148P]
where P = (Fo2 + 2Fc2)/3
4738 reflections(Δ/σ)max = 0.001
280 parametersΔρmax = 0.44 e Å3
0 restraintsΔρmin = 0.39 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
Zn10.74592 (4)0.25877 (3)0.30750 (3)0.04103 (10)
Zn20.65728 (4)0.32432 (3)0.72585 (3)0.04156 (11)
Cl10.63358 (12)0.14846 (9)0.23518 (8)0.0683 (3)
Cl20.62572 (11)0.50988 (8)0.70815 (9)0.0624 (2)
Cl30.90633 (10)0.24150 (7)0.75584 (8)0.0558 (2)
N10.7718 (3)0.4234 (2)0.1558 (2)0.0422 (6)
N20.9673 (3)0.1649 (2)0.3485 (2)0.0439 (6)
N30.8726 (3)0.3712 (2)0.36961 (19)0.0369 (5)
N40.5576 (3)0.2846 (2)0.6124 (2)0.0397 (6)
N50.4885 (3)0.2076 (2)0.8475 (2)0.0425 (6)
O10.5970 (2)0.23704 (16)0.45539 (16)0.0385 (4)
C10.7059 (4)0.4486 (3)0.0567 (3)0.0537 (8)
H10.64530.39030.05470.064*
C20.7246 (5)0.5575 (4)0.0422 (3)0.0651 (10)
H20.67740.57240.10940.078*
C30.8146 (5)0.6433 (3)0.0387 (3)0.0657 (10)
H30.83010.71710.10440.079*
C40.8814 (5)0.6197 (3)0.0621 (3)0.0575 (9)
H40.94060.67760.06610.069*
C50.8593 (4)0.5082 (3)0.1579 (3)0.0438 (7)
C60.9449 (4)0.4745 (3)0.2656 (3)0.0502 (8)
H6A1.05720.45590.24790.060*
H6B0.94160.54250.28380.060*
C70.9977 (4)0.2931 (3)0.4419 (3)0.0495 (8)
H7A0.95060.25200.52360.059*
H7B1.08410.34240.43860.059*
C81.0667 (4)0.2017 (3)0.3996 (3)0.0452 (7)
C91.2199 (4)0.1511 (3)0.4217 (3)0.0589 (9)
H91.28920.18170.45240.071*
C101.2674 (5)0.0557 (3)0.3976 (3)0.0679 (10)
H101.36800.01930.41410.082*
C111.1649 (5)0.0148 (3)0.3490 (3)0.0646 (10)
H111.19420.05070.33340.078*
C121.0170 (4)0.0721 (3)0.3234 (3)0.0547 (9)
H120.94960.04590.28770.066*
C130.7423 (4)0.4026 (3)0.4412 (3)0.0442 (7)
H13A0.68440.47300.39040.053*
H13B0.78750.42140.49710.053*
C140.6257 (3)0.2985 (2)0.5082 (2)0.0374 (6)
C150.4274 (4)0.1974 (3)0.6699 (3)0.0456 (7)
H15A0.45710.12640.65810.055*
H15B0.33010.23160.63300.055*
C160.3929 (4)0.1619 (3)0.8013 (3)0.0403 (7)
C170.2708 (4)0.0835 (3)0.8710 (3)0.0506 (8)
H170.20390.05440.83740.061*
C180.2498 (5)0.0488 (3)0.9918 (3)0.0623 (10)
H180.16910.00441.04030.075*
C190.3499 (5)0.0941 (3)1.0394 (3)0.0615 (10)
H190.33810.07131.12030.074*
C200.4667 (4)0.1728 (3)0.9659 (3)0.0551 (9)
H200.53350.20350.99810.066*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.0454 (2)0.0480 (2)0.03685 (19)0.01392 (16)0.00059 (15)0.02416 (17)
Zn20.0424 (2)0.0484 (2)0.0430 (2)0.00396 (16)0.00733 (15)0.02715 (17)
Cl10.0788 (6)0.0827 (6)0.0663 (6)0.0319 (5)0.0007 (5)0.0508 (5)
Cl20.0580 (5)0.0573 (5)0.0905 (7)0.0064 (4)0.0227 (5)0.0462 (5)
Cl30.0475 (4)0.0570 (5)0.0668 (5)0.0035 (4)0.0163 (4)0.0287 (4)
N10.0413 (14)0.0528 (15)0.0339 (13)0.0080 (12)0.0014 (11)0.0200 (12)
N20.0491 (15)0.0404 (14)0.0411 (14)0.0070 (12)0.0039 (12)0.0186 (12)
N30.0388 (13)0.0409 (13)0.0328 (12)0.0101 (11)0.0019 (10)0.0170 (11)
N40.0403 (13)0.0498 (14)0.0361 (13)0.0088 (11)0.0032 (11)0.0244 (12)
N50.0452 (14)0.0489 (15)0.0363 (13)0.0028 (12)0.0044 (11)0.0222 (12)
O10.0437 (11)0.0422 (11)0.0361 (10)0.0092 (9)0.0014 (9)0.0227 (9)
C10.0473 (19)0.074 (2)0.0472 (19)0.0006 (17)0.0081 (15)0.0328 (19)
C20.069 (2)0.087 (3)0.0362 (19)0.018 (2)0.0121 (17)0.025 (2)
C30.081 (3)0.060 (2)0.0382 (19)0.009 (2)0.0026 (18)0.0104 (17)
C40.070 (2)0.0489 (19)0.047 (2)0.0086 (17)0.0020 (17)0.0169 (16)
C50.0464 (17)0.0460 (17)0.0385 (16)0.0051 (14)0.0024 (13)0.0196 (14)
C60.0515 (19)0.0512 (19)0.0467 (18)0.0198 (15)0.0002 (15)0.0191 (16)
C70.0472 (18)0.058 (2)0.0469 (18)0.0056 (16)0.0093 (15)0.0247 (16)
C80.0433 (17)0.0476 (18)0.0414 (17)0.0081 (14)0.0018 (14)0.0172 (15)
C90.0456 (19)0.068 (2)0.057 (2)0.0048 (17)0.0014 (16)0.0231 (19)
C100.060 (2)0.059 (2)0.066 (2)0.0046 (19)0.009 (2)0.017 (2)
C110.074 (3)0.0439 (19)0.061 (2)0.0045 (19)0.023 (2)0.0180 (18)
C120.065 (2)0.0454 (19)0.0497 (19)0.0158 (17)0.0113 (17)0.0204 (16)
C130.0493 (18)0.0452 (17)0.0449 (17)0.0102 (14)0.0045 (14)0.0245 (15)
C140.0359 (15)0.0408 (16)0.0385 (16)0.0005 (12)0.0080 (12)0.0193 (14)
C150.0445 (17)0.0571 (19)0.0423 (17)0.0134 (15)0.0028 (14)0.0268 (15)
C160.0405 (16)0.0415 (16)0.0398 (16)0.0016 (13)0.0037 (13)0.0195 (14)
C170.0457 (18)0.0495 (19)0.054 (2)0.0044 (15)0.0008 (15)0.0209 (16)
C180.060 (2)0.059 (2)0.052 (2)0.0021 (18)0.0137 (18)0.0151 (18)
C190.075 (3)0.064 (2)0.0364 (18)0.010 (2)0.0034 (17)0.0187 (17)
C200.068 (2)0.064 (2)0.0384 (18)0.0098 (18)0.0096 (16)0.0275 (17)
Geometric parameters (Å, º) top
Zn1—O12.0256 (19)C5—C61.513 (4)
Zn1—N12.100 (2)C6—H6A0.9700
Zn1—N22.114 (3)C6—H6B0.9700
Zn1—N32.273 (2)C7—C81.509 (4)
Zn1—Cl12.2783 (9)C7—H7A0.9700
Zn2—N42.016 (2)C7—H7B0.9700
Zn2—N52.051 (3)C8—C91.393 (5)
Zn2—Cl22.2196 (11)C9—C101.371 (5)
Zn2—Cl32.2575 (11)C9—H90.9300
N1—C51.344 (4)C10—C111.371 (5)
N1—C11.345 (4)C10—H100.9300
N2—C81.342 (4)C11—C121.385 (5)
N2—C121.352 (4)C11—H110.9300
N3—C131.463 (4)C12—H120.9300
N3—C61.467 (4)C13—C141.530 (4)
N3—C71.485 (4)C13—H13A0.9700
N4—C141.307 (3)C13—H13B0.9700
N4—C151.469 (4)C15—C161.517 (4)
N5—C161.345 (4)C15—H15A0.9700
N5—C201.358 (4)C15—H15B0.9700
O1—C141.275 (3)C16—C171.384 (4)
C1—C21.381 (5)C17—C181.387 (5)
C1—H10.9300C17—H170.9300
C2—C31.375 (5)C18—C191.382 (5)
C2—H20.9300C18—H180.9300
C3—C41.373 (5)C19—C201.367 (5)
C3—H30.9300C19—H190.9300
C4—C51.385 (4)C20—H200.9300
C4—H40.9300
O1—Zn1—N1122.96 (9)C5—C6—H6B109.1
O1—Zn1—N2111.63 (9)H6A—C6—H6B107.8
N1—Zn1—N2113.04 (9)N3—C7—C8112.2 (2)
O1—Zn1—N379.42 (8)N3—C7—H7A109.2
N1—Zn1—N377.58 (9)C8—C7—H7A109.2
N2—Zn1—N377.45 (9)N3—C7—H7B109.2
O1—Zn1—Cl1104.55 (6)C8—C7—H7B109.2
N1—Zn1—Cl1100.28 (7)H7A—C7—H7B107.9
N2—Zn1—Cl1100.51 (8)N2—C8—C9122.1 (3)
N3—Zn1—Cl1176.01 (6)N2—C8—C7116.2 (3)
N4—Zn2—N582.86 (10)C9—C8—C7121.5 (3)
N4—Zn2—Cl2117.91 (8)C10—C9—C8119.2 (4)
N5—Zn2—Cl2113.84 (7)C10—C9—H9120.4
N4—Zn2—Cl3111.70 (8)C8—C9—H9120.4
N5—Zn2—Cl3109.61 (7)C11—C10—C9119.2 (4)
Cl2—Zn2—Cl3116.19 (4)C11—C10—H10120.4
C5—N1—C1118.2 (3)C9—C10—H10120.4
C5—N1—Zn1118.13 (19)C10—C11—C12119.2 (3)
C1—N1—Zn1123.7 (2)C10—C11—H11120.4
C8—N2—C12117.9 (3)C12—C11—H11120.4
C8—N2—Zn1118.1 (2)N2—C12—C11122.3 (3)
C12—N2—Zn1124.0 (2)N2—C12—H12118.8
C13—N3—C6114.2 (2)C11—C12—H12118.8
C13—N3—C7111.9 (2)N3—C13—C14110.4 (2)
C6—N3—C7111.4 (2)N3—C13—H13A109.6
C13—N3—Zn1102.90 (16)C14—C13—H13A109.6
C6—N3—Zn1108.73 (17)N3—C13—H13B109.6
C7—N3—Zn1107.10 (17)C14—C13—H13B109.6
C14—N4—C15117.4 (2)H13A—C13—H13B108.1
C14—N4—Zn2125.74 (19)O1—C14—N4125.7 (3)
C15—N4—Zn2113.41 (17)O1—C14—C13117.4 (2)
C16—N5—C20118.7 (3)N4—C14—C13116.7 (2)
C16—N5—Zn2114.27 (19)N4—C15—C16112.2 (2)
C20—N5—Zn2127.0 (2)N4—C15—H15A109.2
C14—O1—Zn1117.23 (18)C16—C15—H15A109.2
N1—C1—C2122.8 (3)N4—C15—H15B109.2
N1—C1—H1118.6C16—C15—H15B109.2
C2—C1—H1118.6H15A—C15—H15B107.9
C3—C2—C1118.3 (3)N5—C16—C17121.6 (3)
C3—C2—H2120.8N5—C16—C15117.2 (3)
C1—C2—H2120.8C17—C16—C15121.2 (3)
C4—C3—C2119.7 (3)C16—C17—C18118.9 (3)
C4—C3—H3120.1C16—C17—H17120.5
C2—C3—H3120.1C18—C17—H17120.5
C3—C4—C5119.0 (3)C19—C18—C17119.4 (3)
C3—C4—H4120.5C19—C18—H18120.3
C5—C4—H4120.5C17—C18—H18120.3
N1—C5—C4122.0 (3)C20—C19—C18119.0 (3)
N1—C5—C6117.4 (3)C20—C19—H19120.5
C4—C5—C6120.5 (3)C18—C19—H19120.5
N3—C6—C5112.6 (2)N5—C20—C19122.3 (3)
N3—C6—H6A109.1N5—C20—H20118.9
C5—C6—H6A109.1C19—C20—H20118.9
N3—C6—H6B109.1
O1—Zn1—N1—C575.6 (2)C1—N1—C5—C6174.6 (3)
N2—Zn1—N1—C563.3 (2)Zn1—N1—C5—C65.4 (4)
N3—Zn1—N1—C57.1 (2)C3—C4—C5—N11.3 (5)
Cl1—Zn1—N1—C5169.5 (2)C3—C4—C5—C6173.8 (3)
O1—Zn1—N1—C1104.5 (2)C13—N3—C6—C588.8 (3)
N2—Zn1—N1—C1116.7 (2)C7—N3—C6—C5143.2 (3)
N3—Zn1—N1—C1172.9 (3)Zn1—N3—C6—C525.5 (3)
Cl1—Zn1—N1—C110.5 (2)N1—C5—C6—N321.8 (4)
O1—Zn1—N2—C866.7 (2)C4—C5—C6—N3162.9 (3)
N1—Zn1—N2—C876.9 (2)C13—N3—C7—C8144.2 (2)
N3—Zn1—N2—C86.4 (2)C6—N3—C7—C886.7 (3)
Cl1—Zn1—N2—C8177.1 (2)Zn1—N3—C7—C832.1 (3)
O1—Zn1—N2—C12115.2 (2)C12—N2—C8—C93.1 (4)
N1—Zn1—N2—C12101.2 (2)Zn1—N2—C8—C9175.1 (2)
N3—Zn1—N2—C12171.7 (2)C12—N2—C8—C7171.6 (3)
Cl1—Zn1—N2—C124.8 (2)Zn1—N2—C8—C710.2 (3)
O1—Zn1—N3—C1323.87 (17)N3—C7—C8—N229.7 (4)
N1—Zn1—N3—C13103.57 (18)N3—C7—C8—C9155.6 (3)
N2—Zn1—N3—C13139.06 (18)N2—C8—C9—C104.3 (5)
Cl1—Zn1—N3—C13161.4 (9)C7—C8—C9—C10170.1 (3)
O1—Zn1—N3—C6145.3 (2)C8—C9—C10—C112.0 (5)
N1—Zn1—N3—C617.84 (19)C9—C10—C11—C121.2 (5)
N2—Zn1—N3—C699.5 (2)C8—N2—C12—C110.2 (4)
Cl1—Zn1—N3—C640.0 (11)Zn1—N2—C12—C11178.3 (2)
O1—Zn1—N3—C794.26 (18)C10—C11—C12—N22.4 (5)
N1—Zn1—N3—C7138.30 (19)C6—N3—C13—C14153.6 (2)
N2—Zn1—N3—C720.93 (18)C7—N3—C13—C1478.7 (3)
Cl1—Zn1—N3—C780.4 (10)Zn1—N3—C13—C1436.0 (2)
N5—Zn2—N4—C14159.3 (3)Zn1—O1—C14—N4169.9 (2)
Cl2—Zn2—N4—C1487.4 (2)Zn1—O1—C14—C1313.9 (3)
Cl3—Zn2—N4—C1451.0 (3)C15—N4—C14—O15.4 (4)
N5—Zn2—N4—C151.1 (2)Zn2—N4—C14—O1152.2 (2)
Cl2—Zn2—N4—C15114.30 (19)C15—N4—C14—C13170.8 (3)
Cl3—Zn2—N4—C15107.3 (2)Zn2—N4—C14—C1331.6 (4)
N4—Zn2—N5—C161.0 (2)N3—C13—C14—O136.7 (3)
Cl2—Zn2—N5—C16116.44 (19)N3—C13—C14—N4146.8 (3)
Cl3—Zn2—N5—C16111.53 (19)C14—N4—C15—C16162.9 (3)
N4—Zn2—N5—C20178.3 (3)Zn2—N4—C15—C162.7 (3)
Cl2—Zn2—N5—C2064.3 (3)C20—N5—C16—C171.9 (4)
Cl3—Zn2—N5—C2067.7 (3)Zn2—N5—C16—C17178.8 (2)
N1—Zn1—O1—C1461.4 (2)C20—N5—C16—C15176.5 (3)
N2—Zn1—O1—C1478.0 (2)Zn2—N5—C16—C152.8 (3)
N3—Zn1—O1—C146.2 (2)N4—C15—C16—N53.7 (4)
Cl1—Zn1—O1—C14174.23 (19)N4—C15—C16—C17177.9 (3)
C5—N1—C1—C20.0 (5)N5—C16—C17—C181.8 (5)
Zn1—N1—C1—C2179.9 (2)C15—C16—C17—C18176.5 (3)
N1—C1—C2—C30.1 (5)C16—C17—C18—C190.6 (5)
C1—C2—C3—C40.7 (5)C17—C18—C19—C200.5 (5)
C2—C3—C4—C51.3 (5)C16—N5—C20—C190.7 (5)
C1—N1—C5—C40.6 (4)Zn2—N5—C20—C19180.0 (2)
Zn1—N1—C5—C4179.4 (2)C18—C19—C20—N50.4 (5)
 

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