Bis{μ-1-[bis­(3-amino­prop­yl)amino]propan-2-olato}zinc(II) bis(perchlorate)

The title centrosymmetric dinuclear Zn^II complex, [Zn₂(C₉H₂₂N₃O)₂](ClO₄)₂, is centrosymmetric and comprises two Zn atoms bridged by O atoms from two 1-[bis­(3-amino­prop­yl)amino]propan-2-olate ligands. Each Zn atom is five-coordinate with a distorted trigonal–bipyramidal coordination geometry; the Zn...Zn distance is 3.102 (2) Å.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.011 Å
• Disorder in solvent or counterion
• R factor = 0.054
• wR factor = 0.098
• Data-to-parameter ratio = 12.7

checkCIF/PLATON results

No syntax errors found



Alert level B
RINTA01_ALERT_3_B  The value of Rint is greater than 0.15
            Rint given   0.156
PLAT020_ALERT_3_B The value of Rint is greater than 0.10 .........       0.16

Alert level C
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         N2
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         C8
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        Cl1
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      38.00 Perc.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         11
PLAT420_ALERT_2_C D-H Without Acceptor       N2     -   H2B    ...          ?

   0 ALERT level A = In general: serious problem
   2 ALERT level B = Potentially serious problem
   6 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 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
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.

(I)

Crystal data

[Zn2(C9H22N3O)2](ClO4)2	F(000) = 736
Mr = 706.23	Dx = 1.609 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 1228 reflections
a = 7.961 (5) Å	θ = 2.2–21.0°
b = 15.255 (10) Å	µ = 1.89 mm^−1
c = 12.128 (8) Å	T = 298 K
β = 98.228 (9)°	Prism, colourless
V = 1457.7 (16) Å^3	0.24 × 0.11 × 0.09 mm
Z = 2

Data collection

Bruker SMART CCD diffractometer	2543 independent reflections
Radiation source: fine-focus sealed tube	1294 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.156
φ and ω scans	θmax = 25.0°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 2002)	h = −9→8
Tmin = 0.660, Tmax = 0.849	k = −16→18
7190 measured reflections	l = −14→14

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)] = 0.054	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.098	H-atom parameters constrained
S = 0.95	w = 1/[σ^2(Fo^2)]
2543 reflections	(Δ/σ)max < 0.001
200 parameters	Δρmax = 0.46 e Å^−3
187 restraints	Δρmin = −0.44 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Zn1	1.03932 (9)	0.52032 (5)	0.12635 (6)	0.0326 (2)
Cl1	0.6278 (2)	0.31095 (14)	0.58546 (16)	0.0524 (5)
N1	0.8773 (6)	0.4773 (4)	0.2520 (4)	0.0390 (13)
N2	1.2465 (7)	0.4498 (4)	0.1949 (5)	0.0644 (19)
H2A	1.2497	0.4021	0.1516	0.077*
H2B	1.3377	0.4824	0.1855	0.077*
N3	1.0365 (7)	0.6514 (3)	0.1635 (4)	0.0439 (15)
H3A	1.1314	0.6636	0.2108	0.053*
H3B	1.0423	0.6815	0.1004	0.053*
O1	0.8609 (5)	0.4633 (3)	0.0223 (3)	0.0362 (11)
O2	0.6121 (7)	0.3436 (4)	0.6927 (4)	0.106 (2)
O3	0.796 (2)	0.277 (2)	0.588 (2)	0.111 (7)	0.292 (18)
O4	0.515 (3)	0.2378 (16)	0.5687 (19)	0.087 (7)	0.292 (18)
O5	0.588 (4)	0.3706 (15)	0.5011 (15)	0.110 (7)	0.292 (18)
O3'	0.7366 (16)	0.2374 (7)	0.5975 (10)	0.106 (4)	0.708 (18)
O4'	0.4671 (9)	0.2889 (10)	0.5297 (10)	0.094 (4)	0.708 (18)
O5'	0.702 (2)	0.3771 (7)	0.5301 (11)	0.127 (4)	0.708 (18)
C1	0.7704 (8)	0.4121 (5)	0.1876 (5)	0.0462 (19)
H1A	0.6681	0.4045	0.2216	0.055*
H1B	0.8302	0.3565	0.1933	0.055*
C2	0.7207 (9)	0.4323 (5)	0.0694 (6)	0.053 (2)
H2	0.6418	0.4818	0.0671	0.063*
C3	0.6246 (9)	0.3603 (4)	0.0010 (6)	0.055 (2)
H3C	0.5940	0.3801	−0.0743	0.082*
H3D	0.5238	0.3461	0.0322	0.082*
H3E	0.6952	0.3093	0.0019	0.082*
C4	0.9737 (10)	0.4386 (5)	0.3534 (5)	0.061 (2)
H4A	1.0149	0.4866	0.4024	0.073*
H4B	0.8940	0.4057	0.3907	0.073*
C5	1.1193 (11)	0.3806 (5)	0.3443 (6)	0.074 (3)
H5A	1.0798	0.3342	0.2923	0.089*
H5B	1.1520	0.3534	0.4164	0.089*
C6	1.2758 (9)	0.4189 (5)	0.3084 (6)	0.064 (2)
H6A	1.3151	0.4672	0.3573	0.076*
H6B	1.3643	0.3747	0.3155	0.076*
C7	0.7662 (10)	0.5487 (5)	0.2821 (6)	0.064 (2)
H7A	0.6739	0.5554	0.2212	0.077*
H7B	0.7166	0.5295	0.3465	0.077*
C8	0.8395 (11)	0.6349 (6)	0.3072 (7)	0.084 (3)
H8A	0.9381	0.6281	0.3635	0.101*
H8B	0.7575	0.6700	0.3396	0.101*
C9	0.8919 (10)	0.6849 (5)	0.2125 (7)	0.068 (2)
H9A	0.7953	0.6880	0.1540	0.082*
H9B	0.9181	0.7443	0.2376	0.082*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0407 (5)	0.0297 (4)	0.0284 (4)	−0.0007 (4)	0.0085 (3)	−0.0018 (4)
Cl1	0.0513 (14)	0.0585 (14)	0.0472 (13)	−0.0092 (11)	0.0064 (10)	−0.0026 (10)
N1	0.050 (3)	0.042 (3)	0.029 (3)	0.003 (3)	0.019 (3)	−0.001 (3)
N2	0.055 (4)	0.082 (5)	0.060 (4)	0.022 (3)	0.019 (4)	0.027 (4)
N3	0.066 (4)	0.034 (4)	0.036 (3)	−0.001 (3)	0.022 (3)	−0.008 (3)
O1	0.039 (3)	0.039 (3)	0.033 (2)	−0.011 (2)	0.014 (2)	−0.006 (2)
O2	0.112 (5)	0.145 (6)	0.060 (4)	0.009 (4)	0.005 (4)	−0.029 (4)
O3	0.080 (12)	0.122 (14)	0.131 (13)	0.004 (12)	0.015 (11)	−0.002 (13)
O4	0.087 (13)	0.084 (13)	0.090 (12)	−0.060 (11)	0.011 (10)	−0.004 (11)
O5	0.105 (14)	0.125 (13)	0.099 (12)	−0.015 (12)	0.014 (12)	0.041 (11)
O3'	0.094 (8)	0.084 (7)	0.149 (8)	0.035 (6)	0.044 (6)	0.015 (7)
O4'	0.057 (6)	0.106 (9)	0.117 (8)	−0.017 (5)	0.009 (5)	−0.029 (7)
O5'	0.117 (9)	0.129 (8)	0.147 (9)	−0.063 (7)	0.058 (7)	0.024 (7)
C1	0.045 (5)	0.056 (5)	0.041 (5)	−0.016 (4)	0.020 (4)	0.004 (4)
C2	0.045 (5)	0.057 (5)	0.059 (5)	−0.012 (4)	0.017 (4)	−0.008 (4)
C3	0.052 (5)	0.054 (5)	0.058 (5)	−0.011 (4)	0.004 (4)	−0.002 (4)
C4	0.094 (7)	0.060 (5)	0.031 (5)	−0.006 (5)	0.015 (4)	0.014 (4)
C5	0.102 (7)	0.079 (7)	0.038 (5)	0.024 (6)	−0.002 (5)	0.026 (4)
C6	0.065 (6)	0.064 (6)	0.062 (6)	−0.002 (4)	0.012 (5)	0.008 (4)
C7	0.074 (6)	0.050 (6)	0.080 (6)	−0.018 (4)	0.050 (5)	−0.034 (4)
C8	0.095 (7)	0.079 (7)	0.091 (7)	0.009 (5)	0.060 (6)	−0.024 (6)
C9	0.097 (7)	0.042 (5)	0.069 (6)	0.000 (5)	0.023 (5)	−0.010 (4)

Geometric parameters (Å, º)

Zn1—O1	1.963 (4)	C1—C2	1.465 (9)
Zn1—N1	2.231 (5)	C1—H1A	0.970
Zn1—N2	2.043 (5)	C1—H1B	0.970
Zn1—N3	2.050 (5)	C2—C3	1.515 (9)
Zn1—O1^i	2.087 (4)	C2—H2	0.980
Zn1—Zn1^i	3.102 (2)	C3—H3C	0.960
Cl1—O2	1.414 (5)	C3—H3D	0.960
Cl1—O3	1.427 (13)	C3—H3E	0.960
Cl1—O4	1.430 (12)	C4—C5	1.475 (10)
Cl1—O5	1.372 (12)	C4—H4A	0.970
Cl1—O3'	1.413 (7)	C4—H4B	0.970
Cl1—O4'	1.400 (7)	C5—C6	1.495 (10)
Cl1—O5'	1.390 (8)	C5—H5A	0.970
N1—C1	1.461 (8)	C5—H5B	0.970
N1—C4	1.476 (8)	C6—H6A	0.970
N1—C7	1.482 (8)	C6—H6B	0.970
N2—C6	1.443 (8)	C7—C8	1.452 (10)
N2—H2A	0.900	C7—H7A	0.970
N2—H2B	0.900	C7—H7B	0.970
N3—C9	1.461 (8)	C8—C9	1.487 (10)
N3—H3A	0.900	C8—H8A	0.970
N3—H3B	0.900	C8—H8B	0.970
O1—C2	1.407 (7)	C9—H9A	0.970
O1—Zn1^i	2.087 (4)	C9—H9B	0.970
O1—Zn1—N1	82.70 (18)	N1—C1—H1B	108.3
O1—Zn1—N2	119.7 (2)	C2—C1—H1B	108.3
O1—Zn1—N3	122.9 (2)	H1A—C1—H1B	107.4
N1—Zn1—N2	94.5 (2)	O1—C2—C1	110.4 (6)
N1—Zn1—N3	96.4 (2)	O1—C2—C3	112.9 (6)
N2—Zn1—N3	117.2 (3)	C1—C2—C3	115.3 (6)
O1—Zn1—O1^i	80.07 (17)	O1—C2—H2	105.8
N2—Zn1—O1^i	91.7 (2)	C1—C2—H2	105.8
N3—Zn1—O1^i	95.20 (18)	C3—C2—H2	105.8
O1^i—Zn1—N1	162.57 (17)	C2—C3—H3C	109.5
O1—Zn1—Zn1^i	41.51 (11)	C2—C3—H3D	109.5
N2—Zn1—Zn1^i	109.50 (18)	H3C—C3—H3D	109.5
N3—Zn1—Zn1^i	113.91 (14)	C2—C3—H3E	109.5
O1^i—Zn1—Zn1^i	38.56 (11)	H3C—C3—H3E	109.5
N1—Zn1—Zn1^i	124.16 (14)	H3D—C3—H3E	109.5
O5—Cl1—O2	114.3 (10)	C5—C4—N1	119.8 (6)
O5—Cl1—O3	111.7 (11)	C5—C4—H4A	107.4
O2—Cl1—O3	108.2 (10)	N1—C4—H4A	107.4
O5—Cl1—O4	109.8 (11)	C5—C4—H4B	107.4
O2—Cl1—O4	105.6 (9)	N1—C4—H4B	107.4
O3—Cl1—O4	106.8 (11)	H4A—C4—H4B	106.9
O5'—Cl1—O4'	111.3 (6)	C4—C5—C6	119.0 (7)
O5'—Cl1—O3'	109.2 (6)	C4—C5—H5A	107.6
O4'—Cl1—O3'	111.3 (6)	C6—C5—H5A	107.6
O5'—Cl1—O2	106.8 (5)	C4—C5—H5B	107.6
O4'—Cl1—O2	109.5 (5)	C6—C5—H5B	107.6
O3'—Cl1—O2	108.5 (5)	H5A—C5—H5B	107.0
C1—N1—C4	111.5 (6)	N2—C6—C5	112.2 (6)
C1—N1—C7	108.0 (5)	N2—C6—H6A	109.2
C4—N1—C7	110.2 (5)	C5—C6—H6A	109.2
C1—N1—Zn1	100.7 (4)	N2—C6—H6B	109.2
C4—N1—Zn1	113.9 (4)	C5—C6—H6B	109.2
C7—N1—Zn1	112.1 (4)	H6A—C6—H6B	107.9
C6—N2—Zn1	124.9 (4)	C8—C7—N1	118.7 (6)
C6—N2—H2A	106.1	C8—C7—H7A	107.6
Zn1—N2—H2A	106.1	N1—C7—H7A	107.6
C6—N2—H2B	106.1	C8—C7—H7B	107.6
Zn1—N2—H2B	106.1	N1—C7—H7B	107.6
H2A—N2—H2B	106.3	H7A—C7—H7B	107.1
C9—N3—Zn1	117.7 (4)	C7—C8—C9	116.8 (7)
C9—N3—H3A	107.9	C7—C8—H8A	108.1
Zn1—N3—H3A	107.9	C9—C8—H8A	108.1
C9—N3—H3B	107.9	C7—C8—H8B	108.1
Zn1—N3—H3B	107.9	C9—C8—H8B	108.1
H3A—N3—H3B	107.2	H8A—C8—H8B	107.3
C2—O1—Zn1	115.6 (4)	N3—C9—C8	117.3 (6)
C2—O1—Zn1^i	144.4 (4)	N3—C9—H9A	108.0
Zn1—O1—Zn1^i	99.93 (17)	C8—C9—H9A	108.0
N1—C1—C2	115.8 (6)	N3—C9—H9B	108.0
N1—C1—H1A	108.3	C8—C9—H9B	108.0
C2—C1—H1A	108.3	H9A—C9—H9B	107.2

Symmetry code: (i) −x+2, −y+1, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O3′^ii	0.90	2.22	3.087 (13)	160
N3—H3A···O2^iii	0.90	2.21	3.078 (8)	163
N3—H3A···O3^iii	0.90	2.59	3.30 (3)	137
N3—H3B···O4^iv	0.90	2.21	3.083 (19)	164
N3—H3B···O4′^iv	0.90	2.27	3.142 (11)	164

Symmetry codes: (ii) x+1/2, −y+1/2, z−1/2; (iii) −x+2, −y+1, −z+1; (iv) −x+3/2, y+1/2, −z+1/2.