Bis(acetyl-acetonato-κO,O')(pyridine-κN)zinc(II).

In the title compound, [Zn(C(5)H(7)O(2))(2)(C(5)H(5)N)], the metal atom has square-pyramidal coordination geometry with the basal plane defined by the four O atoms of the chelating acetyl-acetonate ligands and with the axial position occupied by the pyridine N atom. The crystal packing is characterized by a C-H⋯O hydrogen-bonded ribbon structure approximately parallel to [10[Formula: see text]].

Related literature

For related structures, see: Brahma et al. (2008 ▶); Neelgund et al. (2007 ▶); Urs et al. (2001 ▶).

Experimental

Crystal data

[Zn(C5H7O2)2(C5H5N)]

M = 342.68

Monoclinic,

a = 7.846 (5) Å

b = 27.047 (4) Å

c = 8.199 (5) Å

β = 117.984 (3)°

V = 1536.5 (14) Å3

Z = 4

Mo Kα radiation

μ = 1.61 mm−1

T = 295 K

0.32 × 0.23 × 0.12 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2004 ▶) T min = 0.64, T max = 0.83

10840 measured reflections

2939 independent reflections

2568 reflections with I > 2σ(I)

R int = 0.074

Refinement

R[F 2 > 2σ(F 2)] = 0.040

wR(F 2) = 0.106

S = 0.99

2939 reflections

194 parameters

H-atom parameters constrained

Δρmax = 0.36 e Å−3

Δρmin = −0.74 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2004 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶) and PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97 and PLATON.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811019854/ng5159sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811019854/ng5159Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Zn(C5H7O2)2(C5H5N)]	F(000) = 712
Mr = 342.68	Dx = 1.481 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2570 reflections
a = 7.846 (5) Å	θ = 1.5–26°
b = 27.047 (4) Å	µ = 1.61 mm−1
c = 8.199 (5) Å	T = 295 K
β = 117.984 (3)°	Needle, colorless
V = 1536.5 (14) Å3	0.32 × 0.23 × 0.12 mm
Z = 4

Bruker APEXII CCD area-detector diffractometer	2939 independent reflections
Radiation source: fine-focus sealed tube	2568 reflections with I > 2σ(I)
graphite	Rint = 0.074
φ and ω scans	θmax = 26.0°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Bruker, 2004)	h = −9→9
Tmin = 0.64, Tmax = 0.83	k = −33→33
10840 measured reflections	l = −10→10

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.106	H-atom parameters constrained
S = 0.99	w = 1/[σ2(Fo2) + (0.0548P)2] where P = (Fo2 + 2Fc2)/3
2939 reflections	(Δ/σ)max = 0.001
194 parameters	Δρmax = 0.36 e Å−3
0 restraints	Δρmin = −0.74 e Å−3

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.

	x	y	z	Uiso*/Ueq
C1	1.0371 (4)	0.17049 (11)	−0.0161 (4)	0.0224 (7)
C2	0.9678 (5)	0.12881 (11)	−0.1366 (5)	0.0244 (7)
H2	0.9648	0.1306	−0.2512	0.029*
C3	0.9046 (4)	0.08575 (11)	−0.0895 (4)	0.0212 (7)
C4	1.1147 (5)	0.21268 (12)	−0.0821 (5)	0.0320 (8)
H4A	1.0578	0.2431	−0.0715	0.048*
H4B	1.0835	0.2074	−0.2088	0.048*
H4C	1.2524	0.2144	−0.0079	0.048*
C5	0.8558 (5)	0.04217 (12)	−0.2241 (4)	0.0309 (8)
H5A	0.9542	0.0173	−0.1707	0.046*
H5B	0.8492	0.0536	−0.3379	0.046*
H5C	0.7336	0.0284	−0.2480	0.046*
C6	0.5739 (4)	0.11064 (12)	0.2966 (4)	0.0208 (6)
C7	0.5487 (4)	0.16068 (11)	0.3209 (4)	0.0236 (7)
H7	0.4373	0.1695	0.3271	0.028*
C8	0.6730 (4)	0.19786 (11)	0.3364 (4)	0.0221 (7)
C9	0.4272 (4)	0.07458 (12)	0.2835 (5)	0.0298 (8)
H9A	0.3979	0.0526	0.1817	0.045*
H9B	0.3123	0.0918	0.2643	0.045*
H9C	0.4760	0.0558	0.3959	0.045*
C10	0.6314 (5)	0.25065 (12)	0.3684 (5)	0.0335 (8)
H10A	0.7281	0.2615	0.4875	0.050*
H10B	0.5067	0.2523	0.3633	0.050*
H10C	0.6329	0.2716	0.2745	0.050*
C11	1.2801 (4)	0.13543 (11)	0.6180 (4)	0.0221 (7)
H11	1.2780	0.1688	0.5894	0.026*
C12	1.4307 (4)	0.11783 (13)	0.7803 (4)	0.0285 (7)
H12	1.5266	0.1393	0.8595	0.034*
C13	1.4377 (4)	0.06812 (12)	0.8242 (4)	0.0261 (7)
H13	1.5385	0.0557	0.9322	0.031*
C14	1.2931 (4)	0.03751 (11)	0.7054 (4)	0.0238 (7)
H14	1.2927	0.0040	0.7307	0.029*
C15	1.1475 (4)	0.05834 (11)	0.5460 (4)	0.0198 (6)
H15	1.0499	0.0376	0.4647	0.024*
N1	1.1384 (3)	0.10638 (9)	0.5017 (3)	0.0176 (5)
O1	1.0419 (3)	0.17533 (8)	0.1475 (3)	0.0242 (5)
O2	0.8871 (3)	0.07874 (8)	0.0621 (3)	0.0217 (5)
O3	0.7104 (3)	0.09184 (7)	0.2837 (3)	0.0210 (5)
O4	0.8203 (3)	0.19193 (8)	0.3239 (3)	0.0263 (5)
Zn1	0.91346 (4)	0.130795 (11)	0.25584 (4)	0.01638 (14)

	U11	U22	U33	U12	U13	U23
C1	0.0176 (14)	0.0202 (16)	0.0358 (17)	0.0069 (12)	0.0179 (14)	0.0082 (13)
C2	0.0246 (17)	0.0297 (19)	0.0240 (16)	0.0000 (12)	0.0156 (14)	0.0032 (13)
C3	0.0099 (13)	0.0284 (18)	0.0237 (15)	−0.0003 (12)	0.0066 (12)	−0.0032 (13)
C4	0.0346 (18)	0.0235 (18)	0.049 (2)	0.0021 (14)	0.0294 (17)	0.0071 (15)
C5	0.0325 (18)	0.0310 (19)	0.0335 (18)	−0.0077 (14)	0.0189 (15)	−0.0101 (15)
C6	0.0128 (14)	0.0285 (18)	0.0217 (15)	0.0005 (12)	0.0086 (12)	0.0032 (13)
C7	0.0154 (14)	0.0273 (17)	0.0314 (16)	0.0022 (12)	0.0138 (13)	−0.0016 (13)
C8	0.0194 (15)	0.0228 (17)	0.0247 (15)	0.0033 (12)	0.0109 (13)	−0.0002 (13)
C9	0.0214 (16)	0.0290 (19)	0.045 (2)	−0.0026 (13)	0.0206 (15)	0.0002 (15)
C10	0.0317 (18)	0.0261 (19)	0.050 (2)	0.0026 (14)	0.0256 (17)	−0.0053 (16)
C11	0.0168 (15)	0.0191 (16)	0.0288 (17)	−0.0032 (11)	0.0095 (14)	−0.0016 (12)
C12	0.0177 (16)	0.0283 (18)	0.0298 (17)	−0.0054 (13)	0.0030 (14)	−0.0026 (14)
C13	0.0151 (14)	0.0343 (19)	0.0226 (15)	0.0043 (12)	0.0035 (13)	0.0038 (14)
C14	0.0223 (15)	0.0200 (16)	0.0297 (16)	0.0029 (12)	0.0128 (13)	0.0049 (13)
C15	0.0152 (14)	0.0197 (15)	0.0235 (15)	−0.0041 (11)	0.0082 (12)	−0.0016 (12)
N1	0.0119 (11)	0.0196 (13)	0.0204 (12)	−0.0004 (9)	0.0069 (10)	−0.0020 (10)
O1	0.0262 (11)	0.0171 (11)	0.0339 (12)	−0.0033 (8)	0.0177 (10)	0.0000 (9)
O2	0.0180 (10)	0.0248 (12)	0.0246 (11)	−0.0059 (8)	0.0119 (9)	−0.0050 (9)
O3	0.0141 (10)	0.0197 (11)	0.0314 (11)	−0.0002 (8)	0.0126 (9)	−0.0009 (9)
O4	0.0217 (11)	0.0194 (12)	0.0430 (13)	−0.0010 (9)	0.0193 (10)	−0.0040 (10)
Zn1	0.0114 (2)	0.0171 (2)	0.0196 (2)	0.00060 (11)	0.00634 (16)	0.00057 (13)

C1—O1	1.331 (4)	C9—H9B	0.9600
C1—C2	1.428 (4)	C9—H9C	0.9600
C1—C4	1.508 (4)	C10—H10A	0.9600
C2—C3	1.390 (4)	C10—H10B	0.9600
C2—H2	0.9300	C10—H10C	0.9600
C3—O2	1.327 (3)	C11—N1	1.329 (4)
C3—C5	1.535 (4)	C11—C12	1.385 (4)
C4—H4A	0.9600	C11—H11	0.9300
C4—H4B	0.9600	C12—C13	1.386 (5)
C4—H4C	0.9600	C12—H12	0.9300
C5—H5A	0.9600	C13—C14	1.373 (4)
C5—H5B	0.9600	C13—H13	0.9300
C5—H5C	0.9600	C14—C15	1.389 (4)
C6—O3	1.234 (3)	C14—H14	0.9300
C6—C7	1.396 (4)	C15—N1	1.342 (4)
C6—C9	1.473 (4)	C15—H15	0.9300
C7—C8	1.365 (4)	N1—Zn1	2.068 (2)
C7—H7	0.9300	O1—Zn1	2.024 (2)
C8—O4	1.218 (4)	O2—Zn1	2.059 (2)
C8—C10	1.515 (4)	O3—Zn1	2.011 (2)
C9—H9A	0.9600	O4—Zn1	1.991 (2)
O1—C1—C2	126.6 (3)	C8—C10—H10B	109.5
O1—C1—C4	117.5 (3)	H10A—C10—H10B	109.5
C2—C1—C4	115.9 (3)	C8—C10—H10C	109.5
C3—C2—C1	122.6 (3)	H10A—C10—H10C	109.5
C3—C2—H2	118.7	H10B—C10—H10C	109.5
C1—C2—H2	118.7	N1—C11—C12	122.4 (3)
O2—C3—C2	126.0 (3)	N1—C11—H11	118.8
O2—C3—C5	117.6 (3)	C12—C11—H11	118.8
C2—C3—C5	116.4 (3)	C11—C12—C13	119.7 (3)
C1—C4—H4A	109.5	C11—C12—H12	120.2
C1—C4—H4B	109.5	C13—C12—H12	120.2
H4A—C4—H4B	109.5	C14—C13—C12	118.8 (3)
C1—C4—H4C	109.5	C14—C13—H13	120.6
H4A—C4—H4C	109.5	C12—C13—H13	120.6
H4B—C4—H4C	109.5	C13—C14—C15	117.7 (3)
C3—C5—H5A	109.5	C13—C14—H14	121.2
C3—C5—H5B	109.5	C15—C14—H14	121.2
H5A—C5—H5B	109.5	N1—C15—C14	124.3 (3)
C3—C5—H5C	109.5	N1—C15—H15	117.9
H5A—C5—H5C	109.5	C14—C15—H15	117.9
H5B—C5—H5C	109.5	C11—N1—C15	117.2 (3)
O3—C6—C7	126.8 (3)	C11—N1—Zn1	123.7 (2)
O3—C6—C9	113.6 (3)	C15—N1—Zn1	119.05 (19)
C7—C6—C9	119.6 (3)	C1—O1—Zn1	126.83 (19)
C8—C7—C6	125.8 (3)	C3—O2—Zn1	127.44 (19)
C8—C7—H7	117.1	C6—O3—Zn1	124.0 (2)
C6—C7—H7	117.1	C8—O4—Zn1	128.4 (2)
O4—C8—C7	124.1 (3)	O4—Zn1—O3	89.35 (9)
O4—C8—C10	115.4 (3)	O4—Zn1—O1	87.28 (9)
C7—C8—C10	120.5 (3)	O3—Zn1—O1	161.13 (8)
C6—C9—H9A	109.5	O4—Zn1—O2	150.12 (8)
C6—C9—H9B	109.5	O3—Zn1—O2	86.05 (8)
H9A—C9—H9B	109.5	O1—Zn1—O2	87.66 (9)
C6—C9—H9C	109.5	O4—Zn1—N1	104.45 (10)
H9A—C9—H9C	109.5	O3—Zn1—N1	94.65 (10)
H9B—C9—H9C	109.5	O1—Zn1—N1	104.18 (10)
C8—C10—H10A	109.5	O2—Zn1—N1	105.34 (9)
O1—C1—C2—C3	−3.7 (5)	C8—O4—Zn1—O3	−11.8 (3)
C4—C1—C2—C3	175.4 (3)	C8—O4—Zn1—O1	149.6 (3)
C1—C2—C3—O2	5.0 (5)	C8—O4—Zn1—O2	69.1 (3)
C1—C2—C3—C5	−173.4 (3)	C8—O4—Zn1—N1	−106.4 (3)
O3—C6—C7—C8	−0.6 (5)	C6—O3—Zn1—O4	13.0 (2)
C9—C6—C7—C8	179.5 (3)	C6—O3—Zn1—O1	−66.6 (4)
C6—C7—C8—O4	2.9 (5)	C6—O3—Zn1—O2	−137.4 (2)
C6—C7—C8—C10	−178.1 (3)	C6—O3—Zn1—N1	117.5 (2)
N1—C11—C12—C13	0.9 (5)	C1—O1—Zn1—O4	−133.7 (2)
C11—C12—C13—C14	−0.5 (5)	C1—O1—Zn1—O3	−53.7 (4)
C12—C13—C14—C15	0.4 (4)	C1—O1—Zn1—O2	16.8 (2)
C13—C14—C15—N1	−0.5 (5)	C1—O1—Zn1—N1	122.1 (2)
C12—C11—N1—C15	−0.9 (4)	C3—O2—Zn1—O4	64.5 (3)
C12—C11—N1—Zn1	−178.9 (2)	C3—O2—Zn1—O3	146.3 (2)
C14—C15—N1—C11	0.8 (4)	C3—O2—Zn1—O1	−15.9 (2)
C14—C15—N1—Zn1	178.8 (2)	C3—O2—Zn1—N1	−119.9 (2)
C2—C1—O1—Zn1	−11.0 (4)	C11—N1—Zn1—O4	−48.2 (2)
C4—C1—O1—Zn1	169.9 (2)	C15—N1—Zn1—O4	133.9 (2)
C2—C3—O2—Zn1	8.4 (4)	C11—N1—Zn1—O3	−138.7 (2)
C5—C3—O2—Zn1	−173.22 (19)	C15—N1—Zn1—O3	43.4 (2)
C7—C6—O3—Zn1	−9.9 (4)	C11—N1—Zn1—O1	42.6 (2)
C9—C6—O3—Zn1	170.01 (19)	C15—N1—Zn1—O1	−135.3 (2)
C7—C8—O4—Zn1	6.3 (5)	C11—N1—Zn1—O2	134.1 (2)
C10—C8—O4—Zn1	−172.8 (2)	C15—N1—Zn1—O2	−43.8 (2)

D—H···A	D—H	H···A	D···A	D—H···A
C13—H13···O2i	0.93	2.50	3.141 (5)	126
C14—H14···O3ii	0.93	2.59	3.500 (5)	165
C4—H4A···O4iii	0.96	2.41	3.304 (5)	155

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C13—H13⋯O2i	0.93	2.50	3.141 (5)	126
C14—H14⋯O3ii	0.93	2.59	3.500 (5)	165
C4—H4A⋯O4iii	0.96	2.41	3.304 (5)	155

Symmetry codes: (i) ; (ii) ; (iii) .