Di-μ-acetylacetonato-bis[diacetylacetonato(tert-butylamine)nickel(II)]

In the centrosymmetric dinuclear title compound, [Ni₂(C₅H₇O₂)₄(C₄H₁₁N)₂], the six-coordinate Ni^II atom displays pseudo-octahedral coordination, with chelation by two acetyl­acetonate groups. The other coordination sites are occupied by the N atom of the amine and the O atom of one of the two acetyl­acetonate groups.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• R factor = 0.062
• wR factor = 0.193
• Data-to-parameter ratio = 19.5

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT242_ALERT_2_A Check Low    U(eq) as Compared to Neighbors ....        C11

Alert level B
PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low .......       0.95
PLAT220_ALERT_2_B Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.60 Ratio
PLAT241_ALERT_2_B Check High   U(eq) as Compared to Neighbors ....         N1

Alert level C
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.94 Ratio
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....        Ni1
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          8
PLAT420_ALERT_2_C D-H Without Acceptor       N1     -   H1N1   ...          ?
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2

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

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 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

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Computing details

Data collection: SMART (Bruker, 1999); cell refinement: SMART; data reduction: SAINT (Bruker, 1999); 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.

Di-µ-acetylacetonato-bis[diacetylacetonato(tert-butylamine)nickel(II)]

Crystal data

[Ni2(C5H7O2)4(C4H11N)2]	Z = 1
Mr = 660.12	F(000) = 352
Triclinic, P1	Dx = 1.287 Mg m^−3
a = 9.073 (1) Å	Mo Kα radiation, λ = 0.71073 Å
b = 9.141 (1) Å	Cell parameters from 972 reflections
c = 11.513 (1) Å	θ = 3.4–26.7°
α = 110.555 (2)°	µ = 1.15 mm^−1
β = 99.252 (2)°	T = 298 K
γ = 100.637 (2)°	Block, green
V = 851.9 (2) Å^3	0.41 × 0.31 × 0.15 mm

Data collection

Bruker Model area-detector diffractometer	3608 independent reflections
Radiation source: fine-focus sealed tube	2817 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
φ and ω scans	θmax = 27.2°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
Tmin = 0.650, Tmax = 0.847	k = −11→10
5189 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)] = 0.062	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.193	H-atom parameters constrained
S = 1.08	w = 1/[σ^2(Fo^2) + (0.1088P)^2 + 0.8863P] where P = (Fo^2 + 2Fc^2)/3
3608 reflections	(Δ/σ)max = 0.001
185 parameters	Δρmax = 1.39 e Å^−3
39 restraints	Δρmin = −0.78 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Ni1	0.47244 (6)	0.35588 (7)	0.36053 (5)	0.0463 (2)
O1	0.3624 (3)	0.4216 (4)	0.5085 (3)	0.049 (1)
O2	0.3001 (4)	0.1530 (4)	0.2612 (3)	0.062 (1)
O3	0.5857 (4)	0.2348 (4)	0.4462 (3)	0.056 (1)
O4	0.5745 (4)	0.2907 (4)	0.2155 (3)	0.057 (1)
N1	0.3511 (8)	0.4967 (6)	0.2936 (4)	0.101 (2)
C1	0.1502 (7)	0.4331 (9)	0.6033 (6)	0.083 (2)
C2	0.2212 (5)	0.3552 (6)	0.4977 (5)	0.052 (1)
C3	0.1300 (6)	0.2176 (6)	0.3937 (5)	0.060 (1)
C4	0.1730 (5)	0.1231 (6)	0.2867 (5)	0.055 (1)
C5	0.0560 (7)	−0.0287 (7)	0.1924 (6)	0.079 (2)
C6	0.7031 (7)	0.0333 (8)	0.4638 (6)	0.075 (2)
C7	0.6461 (5)	0.1260 (6)	0.3885 (5)	0.055 (1)
C8	0.6687 (6)	0.0908 (6)	0.2663 (5)	0.060 (1)
C9	0.6384 (5)	0.1743 (6)	0.1888 (5)	0.056 (1)
C10	0.6891 (8)	0.1342 (8)	0.0667 (6)	0.081 (2)
C11	0.3090 (6)	0.5115 (6)	0.1725 (4)	0.067 (1)
C12	0.2620 (8)	0.3536 (7)	0.0645 (5)	0.094 (2)
C13	0.197 (1)	0.605 (1)	0.1687 (9)	0.187 (5)
C14	0.457 (1)	0.605 (1)	0.1585 (9)	0.170 (5)
H1N1	0.2599	0.4764	0.3139	0.121*
H1N2	0.4010	0.5986	0.3481	0.121*
H1A	0.1994	0.4241	0.6799	0.125*
H1B	0.0419	0.3802	0.5803	0.125*
H1C	0.1636	0.5454	0.6179	0.125*
H3	0.0276	0.1844	0.3959	0.072*
H5A	−0.0338	−0.0015	0.1581	0.118*
H5B	0.0269	−0.0992	0.2347	0.118*
H5C	0.1001	−0.0824	0.1242	0.118*
H6A	0.7597	0.1076	0.5485	0.113*
H6B	0.7695	−0.0264	0.4221	0.113*
H6C	0.6165	−0.0404	0.4688	0.113*
H8	0.7082	0.0023	0.2328	0.071*
H10A	0.6128	0.1423	0.0027	0.122*
H10B	0.7008	0.0259	0.0385	0.122*
H10C	0.7861	0.2086	0.0805	0.122*
H12A	0.1679	0.2901	0.0690	0.142*
H12B	0.3418	0.2983	0.0681	0.142*
H12C	0.2455	0.3691	−0.0144	0.142*
H13A	0.1012	0.5491	0.1770	0.280*
H13B	0.1807	0.6174	0.0887	0.280*
H13C	0.2351	0.7091	0.2378	0.280*
H14A	0.4927	0.7096	0.2275	0.255*
H14B	0.4379	0.6171	0.0784	0.255*
H14C	0.5349	0.5466	0.1608	0.255*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0431 (4)	0.0510 (4)	0.0460 (4)	0.0186 (2)	0.0130 (2)	0.0164 (3)
O1	0.040 (2)	0.053 (2)	0.050 (2)	0.014 (1)	0.015 (1)	0.014 (1)
O2	0.053 (2)	0.060 (2)	0.061 (2)	0.018 (2)	0.015 (2)	0.010 (2)
O3	0.060 (2)	0.059 (2)	0.055 (2)	0.028 (2)	0.016 (2)	0.024 (2)
O4	0.060 (2)	0.062 (2)	0.052 (2)	0.024 (2)	0.020 (2)	0.020 (2)
N1	0.157 (6)	0.086 (4)	0.056 (3)	0.073 (4)	−0.006 (3)	0.018 (3)
C1	0.054 (3)	0.098 (5)	0.078 (4)	0.006 (3)	0.031 (3)	0.011 (3)
C2	0.043 (2)	0.058 (3)	0.057 (3)	0.016 (2)	0.016 (2)	0.022 (2)
C3	0.044 (2)	0.062 (3)	0.071 (3)	0.012 (2)	0.016 (2)	0.023 (3)
C4	0.045 (2)	0.053 (3)	0.066 (3)	0.018 (2)	0.009 (2)	0.020 (2)
C5	0.058 (3)	0.064 (3)	0.088 (4)	0.010 (3)	0.008 (3)	0.007 (3)
C6	0.080 (4)	0.078 (4)	0.090 (4)	0.041 (3)	0.028 (3)	0.046 (3)
C7	0.043 (2)	0.053 (3)	0.068 (3)	0.018 (2)	0.013 (2)	0.022 (2)
C8	0.056 (3)	0.060 (3)	0.068 (3)	0.029 (2)	0.023 (2)	0.022 (2)
C9	0.049 (2)	0.058 (3)	0.056 (3)	0.019 (2)	0.018 (2)	0.011 (2)
C10	0.093 (4)	0.088 (4)	0.070 (4)	0.039 (4)	0.038 (3)	0.024 (3)
C11	0.085 (4)	0.069 (3)	0.053 (3)	0.030 (3)	0.014 (3)	0.027 (3)
C12	0.111 (5)	0.095 (4)	0.064 (3)	0.030 (4)	0.001 (3)	0.023 (3)
C13	0.207 (9)	0.193 (9)	0.156 (8)	0.125 (7)	−0.015 (6)	0.053 (6)
C14	0.192 (9)	0.161 (8)	0.155 (8)	0.013 (7)	0.070 (7)	0.066 (6)

Geometric parameters (Å, º)

Ni1—O1	2.076 (3)	C1—H1A	0.96
Ni1—O1^i	2.156 (3)	C1—H1B	0.96
Ni1—O2	2.014 (4)	C1—H1C	0.96
Ni1—O3	2.028 (3)	C3—H3	0.93
Ni1—O4	2.001 (3)	C5—H5A	0.96
Ni1—N1	2.100 (4)	C5—H5B	0.96
O1—C2	1.278 (5)	C5—H5C	0.96
O2—C4	1.240 (6)	C6—H6A	0.96
O3—C7	1.259 (6)	C6—H6B	0.96
O4—C9	1.271 (6)	C6—H6C	0.96
N1—C11	1.445 (5)	C8—H8	0.93
C1—C2	1.488 (7)	C10—H10A	0.96
C2—C3	1.393 (7)	C10—H10B	0.96
C3—C4	1.396 (7)	C10—H10C	0.96
C4—C5	1.504 (7)	C12—H12A	0.96
C6—C7	1.507 (7)	C12—H12B	0.96
C7—C8	1.387 (7)	C12—H12C	0.96
C8—C9	1.389 (7)	C13—H13A	0.96
C9—C10	1.493 (7)	C13—H13B	0.96
C11—C13	1.444 (6)	C13—H13C	0.96
C11—C12	1.468 (6)	C14—H14A	0.96
C11—C14	1.518 (7)	C14—H14B	0.96
N1—H1N1	0.90	C14—H14C	0.96
N1—H1N2	0.90
O1—Ni1—O1^i	79.7 (1)	C2—C1—H1A	109.5
O1—Ni1—O2	91.0 (1)	C2—C1—H1B	109.5
O1—Ni1—O3	90.0 (1)	H1A—C1—H1B	109.5
O1—Ni1—O4	178.9 (1)	C2—C1—H1C	109.5
O1—Ni1—N1	83.5 (2)	H1A—C1—H1C	109.5
O1^i—Ni1—O2	170.7 (1)	H1B—C1—H1C	109.5
O1^i—Ni1—O3	88.8 (1)	C2—C3—H3	115.9
O1^i—Ni1—O4	101.2 (1)	C4—C3—H3	115.9
O1^i—Ni1—N1	87.7 (2)	C4—C5—H5A	109.5
O2—Ni1—O3	90.2 (2)	C4—C5—H5B	109.5
O2—Ni1—O4	88.1 (1)	H5A—C5—H5B	109.5
O2—Ni1—N1	92.3 (2)	C4—C5—H5C	109.5
O3—Ni1—O4	90.7 (1)	H5A—C5—H5C	109.5
O3—Ni1—N1	173.1 (2)	H5B—C5—H5C	109.5
O4—Ni1—N1	95.9 (2)	C7—C6—H6A	109.5
C2—O1—Ni1	123.2 (3)	C7—C6—H6B	109.5
C2—O1—Ni1^i	134.8 (3)	H6A—C6—H6B	109.5
Ni1—O1—Ni1^i	100.3 (1)	C7—C6—H6C	109.5
C4—O2—Ni1	125.3 (3)	H6A—C6—H6C	109.5
C7—O3—Ni1	123.7 (3)	H6B—C6—H6C	109.5
C9—O4—Ni1	124.5 (3)	C7—C8—H8	116.7
C11—N1—Ni1	135.4 (4)	C9—C8—H8	116.7
O1—C2—C3	124.6 (4)	C9—C10—H10A	109.5
O1—C2—C1	117.0 (4)	C9—C10—H10B	109.5
C3—C2—C1	118.4 (5)	H10A—C10—H10B	109.5
C2—C3—C4	128.2 (5)	C9—C10—H10C	109.5
O2—C4—C3	125.9 (5)	H10A—C10—H10C	109.5
O2—C4—C5	116.2 (5)	H10B—C10—H10C	109.5
C3—C4—C5	117.8 (5)	C11—C12—H12A	109.5
O3—C7—C8	125.6 (5)	C11—C12—H12B	109.5
O3—C7—C6	115.4 (5)	H12A—C12—H12B	109.5
C8—C7—C6	118.9 (5)	C11—C12—H12C	109.5
C7—C8—C9	126.7 (5)	H12A—C12—H12C	109.5
O4—C9—C8	125.1 (5)	H12B—C12—H12C	109.5
O4—C9—C10	115.1 (5)	C11—C13—H13A	109.5
C8—C9—C10	119.7 (5)	C11—C13—H13B	109.5
C13—C11—N1	113.7 (5)	H13A—C13—H13B	109.5
C13—C11—C12	112.2 (5)	C11—C13—H13C	109.5
N1—C11—C12	111.9 (4)	H13A—C13—H13C	109.5
C13—C11—C14	107.0 (5)	H13B—C13—H13C	109.5
N1—C11—C14	105.0 (4)	C11—C14—H14A	109.5
C12—C11—C14	106.4 (5)	C11—C14—H14B	109.5
C11—N1—H1N1	103.3	H14A—C14—H14B	109.5
Ni1—N1—H1N1	103.3	C11—C14—H14C	109.5
C11—N1—H1N2	103.3	H14A—C14—H14C	109.5
Ni1—N1—H1N2	103.3	H14B—C14—H14C	109.5
H1N1—N1—H1N2	105.2
O2—Ni1—O1—C2	−13.9 (4)	O1^i—Ni1—N1—C11	118.1 (6)
O3—Ni1—O1—C2	−104.1 (4)	Ni1—O1—C2—C3	9.4 (7)
N1—Ni1—O1—C2	78.3 (4)	Ni1^i—O1—C2—C3	171.3 (4)
O1^i—Ni1—O1—C2	167.1 (4)	Ni1—O1—C2—C1	−169.7 (4)
O2—Ni1—O1—Ni1^i	179.0 (1)	Ni1^i—O1—C2—C1	−7.8 (7)
O3—Ni1—O1—Ni1^i	88.8 (1)	O1—C2—C3—C4	2.8 (9)
N1—Ni1—O1—Ni1^i	−88.8 (2)	C1—C2—C3—C4	−178.1 (6)
O1^i—Ni1—O1—Ni1^i	0.0	Ni1—O2—C4—C3	−5.3 (7)
O4—Ni1—O2—C4	−167.3 (4)	Ni1—O2—C4—C5	174.4 (4)
O3—Ni1—O2—C4	102.0 (4)	C2—C3—C4—O2	−5.4 (9)
O1—Ni1—O2—C4	12.0 (4)	C2—C3—C4—C5	174.8 (5)
N1—Ni1—O2—C4	−71.5 (4)	Ni1—O3—C7—C8	11.7 (7)
O4—Ni1—O3—C7	−19.1 (4)	Ni1—O3—C7—C6	−171.0 (3)
O2—Ni1—O3—C7	69.0 (4)	O3—C7—C8—C9	4.3 (9)
O1—Ni1—O3—C7	160.0 (4)	C6—C7—C8—C9	−173.0 (5)
O1^i—Ni1—O3—C7	−120.2 (4)	Ni1—O4—C9—C8	−10.5 (7)
O2—Ni1—O4—C9	−71.7 (4)	Ni1—O4—C9—C10	172.5 (4)
O3—Ni1—O4—C9	18.5 (4)	C7—C8—C9—O4	−5.1 (9)
N1—Ni1—O4—C9	−163.8 (4)	C7—C8—C9—C10	171.8 (5)
O1^i—Ni1—O4—C9	107.4 (4)	Ni1—N1—C11—C13	168.2 (6)
O4—Ni1—N1—C11	17.1 (6)	Ni1—N1—C11—C12	39.9 (8)
O2—Ni1—N1—C11	−71.2 (6)	Ni1—N1—C11—C14	−75.2 (7)
O1—Ni1—N1—C11	−162.0 (6)

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
N1—H1N2···O3^i	0.90	2.29	3.015 (6)	137

Symmetry code: (i) −x+1, −y+1, −z+1.