Bis(acetyl­acetonato-κ²O,O′)(N,N-dimethyl­amino­ethanol-κ²N,O)zinc(II)

The title crystalline complex, [Zn(C₅H₇O₂)₂(C₄H₁₁NO)], was prepared as a result of our efforts to synthesize ZnO precursors for chemical vapor deposition. Two acetyl­acetonate and one N,N-dimethyl­amino­ethanol ligands are coordinated to the Zn^II atom in a slightly distorted octa­hedral environment.

Key indicators

• Single-crystal X-ray study
• T = 110 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.047
• wR factor = 0.131
• Data-to-parameter ratio = 20.8

checkCIF/PLATON results

No syntax errors found



Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.394     0.600
            Tmin(prime) and Tmax expected:      0.506     0.598
            RR(prime) =      0.776
            Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.75
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 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
   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
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SAINT-Plus (Bruker, 2003); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Bis(acetylacetonato-κ²O,O')(N,N-dimethylaminoethanol-κ²N,O)zinc(II)

Crystal data

[Zn(C5H7O2)2(C4H11NO)]	F(000) = 372
Mr = 352.72	Dx = 1.385 Mg m^−3
Triclinic, P1	Melting point: 120 K
a = 7.6131 (7) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.3234 (10) Å	Cell parameters from 7241 reflections
c = 11.7736 (11) Å	θ = 2.3–30.5°
α = 105.837 (2)°	µ = 1.47 mm^−1
β = 103.790 (2)°	T = 110 K
γ = 97.422 (2)°	Block, pink
V = 845.65 (14) Å^3	0.45 × 0.4 × 0.35 mm
Z = 2

Data collection

Bruker SMART APEX CCD diffractometer	4166 independent reflections
Radiation source: fine-focus sealed tube	3852 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.040
ω scans	θmax = 28.3°, θmin = 1.9°
Absorption correction: multi-scan (SADABS in SAINT-Plus; Bruker, 2003)	h = −10→10
Tmin = 0.394, Tmax = 0.60	k = −13→13
8704 measured reflections	l = −15→15

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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.131	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ^2(Fo^2) + (0.0976P)^2] where P = (Fo^2 + 2Fc^2)/3
4166 reflections	(Δ/σ)max < 0.001
200 parameters	Δρmax = 1.94 e Å^−3
1 restraint	Δρmin = −1.22 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
Zn1	0.41483 (3)	0.518022 (19)	0.265670 (18)	0.01397 (12)
O1	0.6358 (2)	0.58520 (16)	0.43991 (14)	0.0185 (3)
H1	0.637 (4)	0.614 (3)	0.5150 (17)	0.032 (8)*
C1	0.7979 (3)	0.5301 (2)	0.43418 (19)	0.0198 (4)
H1A	0.7908	0.4454	0.4584	0.024*
H1B	0.9096	0.5980	0.4909	0.024*
C2	0.8068 (3)	0.4981 (2)	0.30249 (18)	0.0182 (4)
H2A	0.8323	0.5852	0.2836	0.022*
H2B	0.9098	0.4503	0.2932	0.022*
N1	0.6331 (2)	0.41107 (17)	0.21481 (16)	0.0161 (3)
C3	0.6124 (3)	0.2703 (2)	0.2227 (2)	0.0222 (4)
H3A	0.5010	0.2118	0.1594	0.033*
H3B	0.6018	0.2719	0.3044	0.033*
H3C	0.7209	0.2333	0.2095	0.033*
C4	0.6357 (3)	0.4048 (2)	0.08876 (19)	0.0221 (4)
H4A	0.6561	0.4982	0.0832	0.033*
H4B	0.5170	0.3515	0.0304	0.033*
H4C	0.7356	0.3603	0.0688	0.033*
C5	0.1301 (3)	0.1401 (2)	0.3010 (2)	0.0247 (5)
H5A	0.2430	0.1306	0.3560	0.037*
H5B	0.0733	0.0521	0.2358	0.037*
H5C	0.0432	0.1667	0.3481	0.037*
C6	0.1774 (3)	0.24916 (19)	0.24390 (19)	0.0168 (4)
C7	0.0891 (3)	0.2264 (2)	0.11976 (19)	0.0194 (4)
H7	0.0062	0.1405	0.0756	0.023*
C8	0.1128 (3)	0.3205 (2)	0.05413 (18)	0.0175 (4)
C9	−0.0020 (3)	0.2828 (2)	−0.07805 (19)	0.0238 (4)
H9A	−0.0677	0.3563	−0.0885	0.036*
H9B	−0.0917	0.1966	−0.0996	0.036*
H9C	0.0789	0.2711	−0.1320	0.036*
O2	0.2976 (2)	0.35684 (15)	0.31524 (14)	0.0169 (3)
O3	0.2235 (2)	0.43515 (16)	0.09689 (13)	0.0183 (3)
C10	0.1769 (3)	0.8428 (2)	0.4538 (2)	0.0236 (4)
H10A	0.0479	0.8185	0.4030	0.035*
H10B	0.2210	0.9427	0.4794	0.035*
H10C	0.1857	0.8131	0.5269	0.035*
C11	0.2945 (3)	0.7719 (2)	0.37976 (18)	0.0173 (4)
C12	0.4166 (3)	0.8536 (2)	0.3418 (2)	0.0198 (4)
H12	0.4303	0.9507	0.3729	0.024*
C13	0.5192 (3)	0.8036 (2)	0.26203 (18)	0.0179 (4)
C14	0.6322 (4)	0.9054 (2)	0.2220 (2)	0.0312 (5)
H14A	0.7598	0.8919	0.2370	0.047*
H14B	0.6311	0.9994	0.2691	0.047*
H14C	0.5787	0.8905	0.1339	0.047*
O4	0.2700 (2)	0.64319 (15)	0.35638 (14)	0.0186 (3)
O5	0.5282 (2)	0.67896 (16)	0.21826 (14)	0.0171 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.01175 (16)	0.01682 (16)	0.01256 (16)	0.00282 (10)	0.00057 (11)	0.00597 (11)
O1	0.0131 (7)	0.0306 (8)	0.0115 (7)	0.0072 (6)	0.0006 (5)	0.0075 (6)
C1	0.0123 (8)	0.0302 (10)	0.0160 (9)	0.0064 (7)	0.0002 (7)	0.0084 (8)
C2	0.0111 (8)	0.0263 (10)	0.0166 (9)	0.0033 (7)	0.0014 (7)	0.0085 (8)
N1	0.0117 (7)	0.0216 (8)	0.0144 (8)	0.0047 (6)	−0.0002 (6)	0.0077 (6)
C3	0.0180 (10)	0.0221 (10)	0.0294 (11)	0.0082 (8)	0.0062 (9)	0.0114 (9)
C4	0.0228 (10)	0.0297 (10)	0.0156 (9)	0.0093 (8)	0.0062 (8)	0.0078 (8)
C5	0.0254 (11)	0.0224 (10)	0.0266 (11)	0.0022 (8)	0.0052 (9)	0.0112 (9)
C6	0.0133 (8)	0.0185 (9)	0.0196 (9)	0.0049 (7)	0.0050 (7)	0.0065 (7)
C7	0.0141 (9)	0.0202 (9)	0.0198 (10)	0.0019 (7)	0.0009 (7)	0.0039 (8)
C8	0.0128 (8)	0.0233 (9)	0.0138 (9)	0.0061 (7)	0.0013 (7)	0.0029 (7)
C9	0.0200 (10)	0.0300 (11)	0.0148 (9)	0.0045 (8)	−0.0013 (8)	0.0025 (8)
O2	0.0155 (7)	0.0207 (7)	0.0136 (7)	0.0029 (5)	0.0019 (6)	0.0065 (6)
O3	0.0148 (7)	0.0237 (7)	0.0140 (7)	0.0021 (5)	−0.0009 (6)	0.0070 (6)
C10	0.0203 (10)	0.0252 (10)	0.0251 (11)	0.0069 (8)	0.0070 (9)	0.0059 (8)
C11	0.0124 (8)	0.0223 (9)	0.0130 (9)	0.0043 (7)	−0.0021 (7)	0.0038 (7)
C12	0.0201 (9)	0.0169 (9)	0.0207 (10)	0.0044 (7)	0.0029 (8)	0.0054 (7)
C13	0.0169 (9)	0.0200 (9)	0.0152 (9)	0.0026 (7)	0.0000 (7)	0.0074 (7)
C14	0.0432 (14)	0.0199 (10)	0.0332 (13)	0.0008 (9)	0.0200 (11)	0.0076 (9)
O4	0.0164 (7)	0.0203 (7)	0.0192 (7)	0.0038 (5)	0.0041 (6)	0.0070 (6)
O5	0.0180 (7)	0.0181 (7)	0.0159 (7)	0.0037 (5)	0.0046 (6)	0.0068 (6)

Geometric parameters (Å, º)

Zn1—N1	2.2195 (17)	C5—H5B	0.9800
Zn1—O1	2.1901 (15)	C5—H5C	0.9800
Zn1—O2	2.0739 (15)	C6—O2	1.280 (2)
Zn1—O3	2.0429 (15)	C6—C7	1.395 (3)
Zn1—O4	2.0502 (14)	C7—C8	1.416 (3)
Zn1—O5	2.0450 (15)	C7—H7	0.9500
O1—C1	1.432 (2)	C8—O3	1.257 (2)
O1—H1	0.850 (17)	C8—C9	1.507 (3)
C1—C2	1.515 (3)	C9—H9A	0.9800
C1—H1A	0.9900	C9—H9B	0.9800
C1—H1B	0.9900	C9—H9C	0.9800
C2—N1	1.469 (2)	C10—C11	1.513 (3)
C2—H2A	0.9900	C10—H10A	0.9800
C2—H2B	0.9900	C10—H10B	0.9800
N1—C4	1.473 (3)	C10—H10C	0.9800
N1—C3	1.473 (3)	C11—O4	1.260 (2)
C3—H3A	0.9800	C11—C12	1.406 (3)
C3—H3B	0.9800	C12—C13	1.396 (3)
C3—H3C	0.9800	C12—H12	0.9500
C4—H4A	0.9800	C13—O5	1.266 (2)
C4—H4B	0.9800	C13—C14	1.516 (3)
C4—H4C	0.9800	C14—H14A	0.9800
C5—C6	1.507 (3)	C14—H14B	0.9800
C5—H5A	0.9800	C14—H14C	0.9800
O3—Zn1—O5	92.41 (6)	H4B—C4—H4C	109.5
O3—Zn1—O4	99.64 (6)	C6—C5—H5A	109.5
O5—Zn1—O4	89.48 (6)	C6—C5—H5B	109.5
O3—Zn1—O2	87.75 (6)	H5A—C5—H5B	109.5
O5—Zn1—O2	179.08 (5)	C6—C5—H5C	109.5
O4—Zn1—O2	89.60 (6)	H5A—C5—H5C	109.5
O3—Zn1—O1	172.95 (5)	H5B—C5—H5C	109.5
O5—Zn1—O1	90.03 (6)	O2—C6—C7	125.19 (18)
O4—Zn1—O1	87.00 (6)	O2—C6—C5	116.20 (18)
O2—Zn1—O1	89.92 (6)	C7—C6—C5	118.61 (18)
O3—Zn1—N1	95.95 (6)	C6—C7—C8	125.47 (19)
O5—Zn1—N1	88.13 (6)	C6—C7—H7	117.3
O4—Zn1—N1	164.32 (7)	C8—C7—H7	117.3
O2—Zn1—N1	92.75 (6)	O3—C8—C7	125.35 (18)
O1—Zn1—N1	77.51 (6)	O3—C8—C9	116.00 (18)
C1—O1—Zn1	114.71 (12)	C7—C8—C9	118.65 (19)
C1—O1—H1	108 (2)	C8—C9—H9A	109.5
Zn1—O1—H1	133 (2)	C8—C9—H9B	109.5
O1—C1—C2	107.31 (16)	H9A—C9—H9B	109.5
O1—C1—H1A	110.3	C8—C9—H9C	109.5
C2—C1—H1A	110.3	H9A—C9—H9C	109.5
O1—C1—H1B	110.3	H9B—C9—H9C	109.5
C2—C1—H1B	110.3	C6—O2—Zn1	126.93 (13)
H1A—C1—H1B	108.5	C8—O3—Zn1	128.30 (13)
N1—C2—C1	111.45 (16)	C11—C10—H10A	109.5
N1—C2—H2A	109.3	C11—C10—H10B	109.5
C1—C2—H2A	109.3	H10A—C10—H10B	109.5
N1—C2—H2B	109.3	C11—C10—H10C	109.5
C1—C2—H2B	109.3	H10A—C10—H10C	109.5
H2A—C2—H2B	108.0	H10B—C10—H10C	109.5
C2—N1—C4	109.18 (16)	O4—C11—C12	126.35 (19)
C2—N1—C3	110.43 (16)	O4—C11—C10	115.81 (18)
C4—N1—C3	108.47 (16)	C12—C11—C10	117.82 (18)
C2—N1—Zn1	104.59 (12)	C13—C12—C11	125.17 (18)
C4—N1—Zn1	110.47 (12)	C13—C12—H12	117.4
C3—N1—Zn1	113.61 (13)	C11—C12—H12	117.4
N1—C3—H3A	109.5	O5—C13—C12	126.28 (19)
N1—C3—H3B	109.5	O5—C13—C14	115.30 (19)
H3A—C3—H3B	109.5	C12—C13—C14	118.41 (19)
N1—C3—H3C	109.5	C13—C14—H14A	109.5
H3A—C3—H3C	109.5	C13—C14—H14B	109.5
H3B—C3—H3C	109.5	H14A—C14—H14B	109.5
N1—C4—H4A	109.5	C13—C14—H14C	109.5
N1—C4—H4B	109.5	H14A—C14—H14C	109.5
H4A—C4—H4B	109.5	H14B—C14—H14C	109.5
N1—C4—H4C	109.5	C11—O4—Zn1	125.58 (13)
H4A—C4—H4C	109.5	C13—O5—Zn1	125.65 (14)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O2^i	0.85 (2)	1.87 (2)	2.685 (2)	161 (3)

Symmetry code: (i) −x+1, −y+1, −z+1.