Di­aqua­bis(4,5-di­aza­fluoren-9-one-κ²N,N′)­zinc(II) diperchlorate

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].

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](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

---

Computing details

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

Crystal data

[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) Å^3	0.31 × 0.27 × 0.25 mm
Z = 2

Data collection

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

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.068	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.185	H atoms treated by a mixture of independent and constrained refinement
S = 1.10	w = 1/[σ^2(Fo^2) + (0.1043P)^2 + 0.991P] where P = (Fo^2 + 2Fc^2)/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 (Ų)

	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 (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
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)

Zn1—O1w	2.073 (3)	C1—C2	1.383 (7)
Zn1—O1w^i	2.073 (3)	C2—C3	1.358 (8)
Zn1—N1	2.276 (4)	C3—C4	1.366 (7)
Zn1—N1^i	2.276 (4)	C4—C11	1.385 (6)
Zn1—N2	2.151 (4)	C4—C5	1.493 (8)
Zn1—N2^i	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—O1w^i	180.0	C2—C3—C4	116.9 (4)
O1w—Zn1—N1	88.9 (2)	C3—C4—C11	117.9 (5)
O1w—Zn1—N1^i	91.1 (2)	C3—C4—C5	134.6 (4)
O1w—Zn1—N2	90.6 (1)	C11—C4—C5	107.4 (4)
O1w—Zn1—N2^i	89.4 (1)	O1—C5—C6	128.0 (5)
O1w^i—Zn1—N1	91.1 (2)	O1—C5—C4	126.9 (5)
O1w^i—Zn1—N1^i	88.9 (2)	C6—C5—C4	105.1 (4)
O1w^i—Zn1—N2	89.4 (1)	C10—C6—C7	117.6 (5)
O1w^i—Zn1—N2^i	90.6 (1)	C10—C6—C5	108.1 (4)
N1—Zn1—N1^i	180.0	C7—C6—C5	134.3 (5)
N1—Zn1—N2	80.8 (1)	C8—C7—C6	116.4 (5)
N1—Zn1—N2^i	99.2 (1)	C7—C8—C9	121.0 (5)
N1^i—Zn1—N2	99.2 (1)	N1—C9—C8	123.5 (5)
N1^i—Zn1—N2^i	80.8 (1)	N1—C10—C6	127.5 (4)
N2—Zn1—N2^i	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)
O1w^i—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)
N2^i—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)
O1w^i—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)
N2^i—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)
O1w^i—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)
N1^i—Zn1—N2—C11	−177.9 (3)	Zn1—N1—C10—C11	0.5 (5)
O1w^i—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)
N1^i—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)

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···O4^ii	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.