The Zn atom in the title compound, [Zn(C11H6N2O)2(H2O)2](ClO4)2, lies on a center of symmetry in the crystal structure, and it is chelated by the heterocyclic ligands [Zn—O = 2.151 (4) and 2.276 (4) Å]. The coordinated water molecule interacts with the perchlorate ions to form a hydrogen-bonded layer structure. The compound is isomorphous with the Cu analog, whose structure has been detailed by Menon & Rajasekharan [Polyhedron (1998), 17, 2463–2476].
Supporting information
CCDC reference: 236018
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.007 Å
- Disorder in solvent or counterion
- R factor = 0.068
- wR factor = 0.185
- Data-to-parameter ratio = 12.4
checkCIF/PLATON results
No syntax errors found
Alert level B
ABSTM02_ALERT_3_B The ratio of expected to reported Tmax/Tmin(RR') is < 0.75
Tmin and Tmax reported: 0.440 0.724
Tmin' and Tmax expected: 0.666 0.727
RR' = 0.663
Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_B Tmax/Tmin Range Test RR' too Large ............. 0.65
PLAT432_ALERT_2_B Short Inter X...Y Contact C4 .. O5' = 2.84 Ang.
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors .... Cl1
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 44.00 Perc.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7
PLAT432_ALERT_2_C Short Inter X...Y Contact O3 .. C1 = 3.00 Ang.
PLAT432_ALERT_2_C Short Inter X...Y Contact O4 .. C10 = 3.01 Ang.
PLAT432_ALERT_2_C Short Inter X...Y Contact C5 .. O5' = 2.94 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
PLAT731_ALERT_1_C Bond Calc 0.85(4), Rep 0.840(10) ...... 4.00 su-Rat
O1W -H1W1 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.84(3), Rep 0.840(10) ...... 3.00 su-Rat
O1W -H1W2 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.85(4), Rep 0.840(10) ...... 4.00 su-Rat
O1W -H1# 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.84(3), Rep 0.840(10) ...... 3.00 su-Rat
O1W -H2# 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.84(3), Rep 0.840(10) ...... 3.00 su-Rat
O1W -H2# 1.555 1.555
0 ALERT level A = In general: serious problem
3 ALERT level B = Potentially serious problem
13 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
4 ALERT type 2 Indicator that the structure model may be wrong or deficient
3 ALERT type 3 Indicator that the structure quality may be low
3 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Bis(4,5-difluoren-9-one)diaquazinc(II) diperchlorate
top
Crystal data top
[Zn(C11H6N2O)2(H2O)2](ClO4)2 | F(000) = 672 |
Mr = 664.66 | Dx = 1.774 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 6381 reflections |
a = 8.1493 (4) Å | θ = 2.3–28.1° |
b = 11.5615 (5) Å | µ = 1.28 mm−1 |
c = 13.2055 (6) Å | T = 298 K |
β = 90.662 (1)° | Irregular block, yellow |
V = 1244.1 (1) Å3 | 0.31 × 0.27 × 0.25 mm |
Z = 2 | |
Data collection top
Bruker APEX area-detector diffractometer | 2848 independent reflections |
Radiation source: fine-focus sealed tube | 2431 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.040 |
φ and ω scans | θmax = 27.5°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −10→10 |
Tmin = 0.440, Tmax = 0.724 | k = −15→14 |
14093 measured reflections | l = −17→17 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.068 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.185 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.10 | w = 1/[σ2(Fo2) + (0.1043P)2 + 0.991P] where P = (Fo2 + 2Fc2)/3 |
2848 reflections | (Δ/σ)max = 0.001 |
230 parameters | Δρmax = 0.60 e Å−3 |
71 restraints | Δρmin = −0.44 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Zn1 | 0.5000 | 0.5000 | 0.5000 | 0.0396 (3) | |
Cl1 | 0.6246 (2) | 0.3097 (1) | 0.14138 (9) | 0.0535 (4) | |
O1 | 0.7942 (6) | 0.9356 (4) | 0.7036 (3) | 0.081 (1) | |
O2 | 0.625 (1) | 0.3800 (8) | 0.2277 (6) | 0.115 (4) | 0.62 (1) |
O3 | 0.536 (1) | 0.2105 (8) | 0.1458 (8) | 0.149 (6) | 0.62 (1) |
O4 | 0.8016 (8) | 0.2812 (8) | 0.1252 (6) | 0.101 (3) | 0.62 (1) |
O5 | 0.583 (1) | 0.3776 (7) | 0.0521 (5) | 0.076 (2) | 0.62 (1) |
O2' | 0.716 (2) | 0.388 (2) | 0.201 (2) | 0.20 (1) | 0.38 (1) |
O3' | 0.452 (1) | 0.312 (1) | 0.180 (1) | 0.108 (6) | 0.38 (1) |
O4' | 0.675 (2) | 0.1927 (9) | 0.159 (2) | 0.165 (9) | 0.38 (1) |
O5' | 0.618 (2) | 0.338 (2) | 0.0379 (7) | 0.19 (1) | 0.38 (1) |
O1w | 0.5901 (5) | 0.5514 (3) | 0.3609 (2) | 0.059 (1) | |
N1 | 0.4264 (5) | 0.6867 (3) | 0.5302 (3) | 0.044 (1) | |
N2 | 0.7208 (4) | 0.5591 (3) | 0.5744 (3) | 0.040 (1) | |
C1 | 0.8671 (6) | 0.5140 (4) | 0.6001 (4) | 0.051 (1) | |
C2 | 0.9864 (6) | 0.5774 (5) | 0.6506 (4) | 0.061 (1) | |
C3 | 0.9601 (6) | 0.6892 (5) | 0.6777 (4) | 0.059 (1) | |
C4 | 0.8112 (6) | 0.7358 (4) | 0.6521 (3) | 0.047 (1) | |
C5 | 0.7345 (7) | 0.8523 (5) | 0.6636 (4) | 0.057 (1) | |
C6 | 0.5693 (6) | 0.8419 (4) | 0.6144 (4) | 0.050 (1) | |
C7 | 0.4398 (7) | 0.9170 (5) | 0.5988 (4) | 0.062 (1) | |
C8 | 0.3071 (8) | 0.8739 (5) | 0.5470 (5) | 0.069 (2) | |
C9 | 0.3041 (6) | 0.7613 (5) | 0.5140 (4) | 0.061 (1) | |
C10 | 0.5529 (5) | 0.7313 (4) | 0.5784 (3) | 0.041 (1) | |
C11 | 0.6994 (5) | 0.6662 (4) | 0.6011 (3) | 0.039 (1) | |
H1w1 | 0.558 (8) | 0.513 (4) | 0.310 (2) | 0.070* | |
H1w2 | 0.627 (7) | 0.616 (2) | 0.344 (3) | 0.070* | |
H1 | 0.8890 | 0.4375 | 0.5835 | 0.061* | |
H2 | 1.0866 | 0.5429 | 0.6663 | 0.073* | |
H3 | 1.0397 | 0.7320 | 0.7121 | 0.071* | |
H7 | 0.4427 | 0.9928 | 0.6222 | 0.075* | |
H8 | 0.2173 | 0.9215 | 0.5340 | 0.083* | |
H9 | 0.2119 | 0.7358 | 0.4783 | 0.073* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0363 (4) | 0.0423 (4) | 0.0399 (4) | −0.0067 (3) | −0.0065 (3) | −0.0012 (3) |
Cl1 | 0.0581 (7) | 0.0503 (6) | 0.0519 (7) | 0.0004 (5) | −0.0090 (5) | −0.0113 (5) |
O1 | 0.086 (3) | 0.074 (3) | 0.083 (3) | −0.025 (2) | 0.001 (2) | −0.038 (2) |
O2 | 0.130 (9) | 0.122 (7) | 0.092 (6) | −0.001 (6) | 0.014 (6) | −0.059 (6) |
O3 | 0.16 (1) | 0.104 (8) | 0.18 (1) | −0.080 (8) | −0.070 (9) | 0.043 (7) |
O4 | 0.073 (5) | 0.145 (8) | 0.085 (5) | 0.019 (5) | −0.006 (4) | −0.010 (5) |
O5 | 0.094 (5) | 0.072 (5) | 0.063 (4) | 0.006 (4) | −0.010 (4) | 0.017 (4) |
O2' | 0.19 (2) | 0.22 (2) | 0.18 (2) | −0.04 (2) | −0.06 (2) | −0.04 (2) |
O3' | 0.084 (9) | 0.14 (1) | 0.099 (9) | 0.029 (8) | 0.034 (7) | 0.035 (8) |
O4' | 0.13 (1) | 0.09 (1) | 0.28 (2) | 0.03 (1) | 0.06 (1) | −0.01 (1) |
O5' | 0.22 (2) | 0.21 (2) | 0.15 (2) | 0.06 (2) | 0.03 (1) | −0.04 (2) |
O1w | 0.068 (2) | 0.065 (2) | 0.043 (2) | −0.016 (2) | 0.004 (2) | 0.002 (2) |
N1 | 0.040 (2) | 0.048 (2) | 0.046 (2) | −0.003 (2) | −0.005 (2) | 0.001 (2) |
N2 | 0.039 (2) | 0.043 (2) | 0.039 (2) | −0.003 (2) | −0.001 (1) | 0.000 (2) |
C1 | 0.044 (2) | 0.056 (3) | 0.054 (3) | 0.004 (2) | −0.005 (2) | 0.000 (2) |
C2 | 0.038 (2) | 0.082 (4) | 0.062 (3) | 0.003 (2) | −0.011 (2) | −0.001 (3) |
C3 | 0.047 (3) | 0.076 (4) | 0.053 (3) | −0.012 (2) | −0.014 (2) | −0.011 (3) |
C4 | 0.045 (2) | 0.059 (3) | 0.038 (2) | −0.012 (2) | −0.003 (2) | −0.010 (2) |
C5 | 0.062 (3) | 0.061 (3) | 0.048 (3) | −0.014 (2) | 0.001 (2) | −0.017 (2) |
C6 | 0.057 (3) | 0.045 (2) | 0.046 (2) | −0.005 (2) | 0.004 (2) | −0.006 (2) |
C7 | 0.074 (4) | 0.046 (3) | 0.067 (3) | 0.005 (2) | 0.004 (3) | −0.007 (2) |
C8 | 0.070 (4) | 0.055 (3) | 0.081 (4) | 0.017 (3) | −0.011 (3) | 0.002 (3) |
C9 | 0.050 (3) | 0.058 (3) | 0.075 (4) | 0.005 (2) | −0.015 (3) | −0.001 (3) |
C10 | 0.045 (2) | 0.045 (2) | 0.034 (2) | −0.004 (2) | 0.000 (2) | −0.002 (2) |
C11 | 0.039 (2) | 0.048 (2) | 0.032 (2) | −0.007 (2) | 0.001 (2) | −0.001 (2) |
Geometric parameters (Å, º) top
Zn1—O1w | 2.073 (3) | C1—C2 | 1.383 (7) |
Zn1—O1wi | 2.073 (3) | C2—C3 | 1.358 (8) |
Zn1—N1 | 2.276 (4) | C3—C4 | 1.366 (7) |
Zn1—N1i | 2.276 (4) | C4—C11 | 1.385 (6) |
Zn1—N2 | 2.151 (4) | C4—C5 | 1.493 (8) |
Zn1—N2i | 2.151 (4) | C5—C6 | 1.492 (7) |
Cl1—O3 | 1.356 (6) | C6—C10 | 1.369 (6) |
Cl1—O2 | 1.400 (6) | C6—C7 | 1.381 (7) |
Cl1—O5' | 1.405 (8) | C7—C8 | 1.367 (8) |
Cl1—O2' | 1.405 (8) | C8—C9 | 1.372 (8) |
Cl1—O4' | 1.431 (8) | C10—C11 | 1.440 (6) |
Cl1—O5 | 1.454 (5) | O1w—H1w1 | 0.84 (1) |
Cl1—O4 | 1.498 (6) | O1w—H1w2 | 0.84 (1) |
Cl1—O3' | 1.502 (7) | C1—H1 | 0.93 |
O1—C5 | 1.200 (6) | C2—H2 | 0.93 |
N1—C10 | 1.312 (6) | C3—H3 | 0.93 |
N1—C9 | 1.334 (6) | C7—H7 | 0.93 |
N2—C11 | 1.300 (6) | C8—H8 | 0.93 |
N2—C1 | 1.341 (6) | C9—H9 | 0.93 |
| | | |
O1w—Zn1—O1wi | 180.0 | C2—C3—C4 | 116.9 (4) |
O1w—Zn1—N1 | 88.9 (2) | C3—C4—C11 | 117.9 (5) |
O1w—Zn1—N1i | 91.1 (2) | C3—C4—C5 | 134.6 (4) |
O1w—Zn1—N2 | 90.6 (1) | C11—C4—C5 | 107.4 (4) |
O1w—Zn1—N2i | 89.4 (1) | O1—C5—C6 | 128.0 (5) |
O1wi—Zn1—N1 | 91.1 (2) | O1—C5—C4 | 126.9 (5) |
O1wi—Zn1—N1i | 88.9 (2) | C6—C5—C4 | 105.1 (4) |
O1wi—Zn1—N2 | 89.4 (1) | C10—C6—C7 | 117.6 (5) |
O1wi—Zn1—N2i | 90.6 (1) | C10—C6—C5 | 108.1 (4) |
N1—Zn1—N1i | 180.0 | C7—C6—C5 | 134.3 (5) |
N1—Zn1—N2 | 80.8 (1) | C8—C7—C6 | 116.4 (5) |
N1—Zn1—N2i | 99.2 (1) | C7—C8—C9 | 121.0 (5) |
N1i—Zn1—N2 | 99.2 (1) | N1—C9—C8 | 123.5 (5) |
N1i—Zn1—N2i | 80.8 (1) | N1—C10—C6 | 127.5 (4) |
N2—Zn1—N2i | 180.0 | N1—C10—C11 | 122.7 (4) |
O2—Cl1—O3 | 116.9 (6) | C6—C10—C11 | 109.8 (4) |
O2—Cl1—O4 | 104.5 (5) | N2—C11—C4 | 126.6 (4) |
O2—Cl1—O5 | 110.2 (5) | N2—C11—C10 | 123.7 (4) |
O3—Cl1—O4 | 109.5 (6) | C4—C11—C10 | 109.7 (4) |
O3—Cl1—O5 | 111.8 (5) | Zn1—O1w—H1w1 | 116 (3) |
O4—Cl1—O5 | 102.7 (4) | Zn1—O1w—H1w2 | 129 (3) |
O2'—Cl1—O3' | 106.8 (7) | H1w1—O1w—H1w2 | 111 (2) |
O2'—Cl1—O4' | 111.8 (8) | N2—C1—H1 | 118.9 |
O2'—Cl1—O5' | 114.1 (8) | C2—C1—H1 | 118.9 |
O3'—Cl1—O4' | 102.9 (6) | C3—C2—H2 | 119.4 |
O3'—Cl1—O5' | 107.6 (8) | C1—C2—H2 | 119.4 |
O4'—Cl1—O5' | 112.8 (8) | C2—C3—H3 | 121.5 |
C10—N1—C9 | 113.9 (4) | C4—C3—H3 | 121.5 |
C10—N1—Zn1 | 104.5 (3) | C8—C7—H7 | 121.8 |
C9—N1—Zn1 | 141.6 (3) | C6—C7—H7 | 121.8 |
C11—N2—C1 | 115.0 (4) | C7—C8—H8 | 119.5 |
C11—N2—Zn1 | 108.2 (3) | C9—C8—H8 | 119.5 |
C1—N2—Zn1 | 136.8 (3) | N1—C9—H9 | 118.2 |
N2—C1—C2 | 122.3 (5) | C8—C9—H9 | 118.2 |
C3—C2—C1 | 121.2 (5) | | |
| | | |
O1wi—Zn1—N1—C10 | 87.8 (3) | O1—C5—C6—C7 | 0 (1) |
O1w—Zn1—N1—C10 | −92.2 (3) | C4—C5—C6—C7 | −179.6 (6) |
N2i—Zn1—N1—C10 | 178.6 (3) | C10—C6—C7—C8 | −1.0 (8) |
N2—Zn1—N1—C10 | −1.4 (3) | C5—C6—C7—C8 | 178.6 (6) |
O1wi—Zn1—N1—C9 | −93.8 (6) | C6—C7—C8—C9 | 0.7 (9) |
O1w—Zn1—N1—C9 | 86.2 (6) | C10—N1—C9—C8 | −1.9 (8) |
N2i—Zn1—N1—C9 | −3.0 (6) | Zn1—N1—C9—C8 | 179.8 (4) |
N2—Zn1—N1—C9 | 177.0 (6) | C7—C8—C9—N1 | 1 (1) |
O1wi—Zn1—N2—C11 | −89.2 (3) | C9—N1—C10—C6 | 1.7 (7) |
O1w—Zn1—N2—C11 | 90.8 (3) | Zn1—N1—C10—C6 | −179.4 (4) |
N1—Zn1—N2—C11 | 2.1 (3) | C9—N1—C10—C11 | −178.4 (4) |
N1i—Zn1—N2—C11 | −177.9 (3) | Zn1—N1—C10—C11 | 0.5 (5) |
O1wi—Zn1—N2—C1 | 89.6 (5) | C7—C6—C10—N1 | −0.3 (7) |
O1w—Zn1—N2—C1 | −90.4 (5) | C5—C6—C10—N1 | −180.0 (4) |
N1—Zn1—N2—C1 | −179.2 (5) | C7—C6—C10—C11 | 179.8 (4) |
N1i—Zn1—N2—C1 | 0.8 (5) | C5—C6—C10—C11 | 0.1 (5) |
C11—N2—C1—C2 | −0.5 (7) | C1—N2—C11—C4 | 0.1 (6) |
Zn1—N2—C1—C2 | −179.2 (4) | Zn1—N2—C11—C4 | 179.2 (4) |
N2—C1—C2—C3 | 0.7 (9) | C1—N2—C11—C10 | 178.3 (4) |
C1—C2—C3—C4 | −0.5 (8) | Zn1—N2—C11—C10 | −2.7 (5) |
C2—C3—C4—C11 | 0.1 (7) | C3—C4—C11—N2 | 0.1 (7) |
C2—C3—C4—C5 | −177.7 (5) | C5—C4—C11—N2 | 178.4 (4) |
C3—C4—C5—O1 | −2 (1) | C3—C4—C11—C10 | −178.3 (4) |
C11—C4—C5—O1 | −179.8 (5) | C5—C4—C11—C10 | 0.1 (5) |
C3—C4—C5—C6 | 178.0 (5) | N1—C10—C11—N2 | 1.5 (7) |
C11—C4—C5—C6 | 0.0 (5) | C6—C10—C11—N2 | −178.6 (4) |
O1—C5—C6—C10 | 179.7 (5) | N1—C10—C11—C4 | 180.0 (4) |
C4—C5—C6—C10 | −0.1 (5) | C6—C10—C11—C4 | −0.1 (5) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1w—H1w1···O2 | 0.84 (1) | 1.96 (4) | 2.667 (7) | 140 (6) |
O1w—H1w2···O4ii | 0.84 (1) | 2.03 (2) | 2.80 (1) | 152 (4) |
O1w—H1w2···O4′ii | 0.84 (1) | 1.84 (4) | 2.54 (1) | 138 (6) |
Symmetry code: (ii) −x+3/2, y+1/2, −z+1/2. |