Tetra­kis(μ-propanoato-κ2O:O′)bis­[(1,10-phenanthroline-κ2N,N′)(propanoato-κ2O,O′)samarium(III)]

Wang, C.-X.; Li, Z.-F.; Xiong, S.-H.; Wang, P.

doi:10.1107/S1600536807064720

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 1| January 2008| Page m102

https://doi.org/10.1107/S1600536807064720

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Tetrakis(μ-propanoato-κ²O:O′)bis[(1,10-phenanthroline-κ²N,N′)(propanoato-κ²O,O′)samarium(III)]

Chun-Xiang Wang,^a Zhi-Feng Li,^a ^* Shu-Hua Xiong ^a and Ping Wang ^a

^aSchool of Materials and Chemical Engineering, Jiangxi University of Science and Technology, Ganzhou 341000, People's Republic of China
^*Correspondence e-mail: jxlzfeng@yahoo.com.cn

(Received 9 November 2007; accepted 30 November 2007; online 6 December 2007)

The title complex, [Sm₂(C₃H₅O₂)₆(C₁₂H₈N₂)₂], is a dinuclear centrosymmetric molecule, in which two crystallographically equivalent Sm atoms, separated by 3.9502 (2) Å, are bridged by four propanoate anions. Each Sm atom is coordinated by two N atoms from one chelating phenanthroline ligand and seven carboxylate O atoms from five propanoate anions, to form a distorted tricapped trigonal prism.

Related literature

For related literature, see: Lu et al. (2000 ); Lu, Lu, Wu & Wang (2001 ); Lu, Wu & Wang (2001 ); Wang et al. (2005 ).

Experimental

Crystal data

[Sm₂(C₃H₅O₂)₆(C₁₂H₈N₂)₂]
M_r = 1099.55
Monoclinic, P 2₁ /n
a = 9.5740 (2) Å
b = 18.3182 (5) Å
c = 12.7307 (3) Å
β = 107.103 (1)°
V = 2133.95 (9) Å³
Z = 2
Mo Kα radiation
μ = 2.79 mm⁻¹
T = 290 (2) K
0.25 × 0.21 × 0.17 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ) T_min = 0.508, T_max = 0.613
22209 measured reflections
5133 independent reflections
4563 reflections with I > 2σ(I)
R_int = 0.030

Refinement

R[F² > 2σ(F²)] = 0.022
wR(F²) = 0.065
S = 0.96
5133 reflections
275 parameters
H-atom parameters constrained
Δρ_max = 1.10 e Å⁻³
Δρ_min = −0.66 e Å⁻³

Table 1
Selected bond lengths (Å)

Sm1—O1	2.5901 (16)
Sm1—O2	2.5432 (15)
Sm1—O2ⁱ	2.3783 (14)
Sm1—O3	2.5078 (19)
Sm1—O4	2.4608 (17)
Sm1—O5	2.4030 (16)
Sm1—O6ⁱ	2.4023 (15)
Sm1—N1	2.6528 (19)
Sm1—N2	2.6042 (16)
Sm1⋯Sm1ⁱ	3.9502 (2)
Symmetry code: (i) -x+1, -y+1, -z+1.

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT (Bruker, 2004); 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, 2004); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536807064720/kp2147sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536807064720/kp2147Isup2.hkl

checkCIF report

Comment top

In the recent years, a series of dimeric [M(phen)(C₅H₇O₂)₃]₂ (M= La (Lu, Lu, Wu & Wang, 2001; Lu, Wu & Wang, 2001), Tb, Ho (Lu et al., 2000), Dy (Wang et al., 2005), C₅H₇O₂= trans-2,3-dimethylacrylate) analogues have been reported, in which the lanthanide ions form a dinuclear centrosymmetric molecule through the coordination of bridging carboxylato groups. An isostructural complex, [Sm(phen)(C₃H₅O₂)₃]₂, (I), was obtained after the trans-2,3-dimethylacrylate ligands were replaced by propanoato ligands. Each Sm atom exhibits a distorted tricapped trigonal prism coordinated by two N atoms from one chelating phenanthroline ligand and seven carboxyl oxygen atoms from five propanoato anions (Fig. 1). The carboxylato groups exhibit three different coordination modes: a common bidentate chelating mode, a bidentate bridging mode, and tridentate bridging mode, resulting in a dinuclear centrosymmetric molecule with the Sm1···Sm1ⁱ distance of 3.9502 (2) Å. The Sm1—O bond distances vary from 2.3784 (14)Å to 2.5901 (16)Å and the Sm1—N bond length are 2.6042 (16)Å and 2.6528 (19)Å (Table 1) similar to those found in the previously mentioned trans-2,3-dimethylacrylato complexes. The C—O and C—C distances are within the range of 1.242 (3)Å to 1.272 (3)Å and 1.502 (4) Å–1.515 (3) Å, respectively. The dimeric molecules are assembled into two-dimensional sheets parallel to (100) by face-to-face π-π stacking interactions. The phenanthroline rings involved in π-π stacking interactions located at (x, y, z) and (1 - x, 1 - y, 2 - z) are strictly parallel with an interplanar spacing of 3.301 (3)Å [the centroid separation of 4.492 (2) Å and the centroid offset of 3.047 (3) Å] and those located at (x, y, z) and (2 - x, 1 - y, 2 - z) with interplanar spacing of 3.371 (3) Å [the centroid separation of 4.838 (3) Å and the centroid offset of 3.470 (3) Å]. However, there are no direction-specific interactions between adjacent sheets.

Related literature top

For related literature, see: Lu et al. (2000); Lu, Lu, Wu & Wang (2001); Lu, Wu & Wang (2001); Wang et al. (2005).

Experimental top

A solution obtained by dissolving 0.200 g (0.463 mmol) of Sm₂O₃ in 20 ml (36.5%) HCl was evaporated to dryness. Then 25 ml of CH₃OH / H₂O (1:1 v/v) was added followed by 0.5 ml of propanoic acid, and 0.25 g (1.261 mmol) phenanthroline with strring. A colourless solution was left for several days and crystals were obtain by slow evaporation at room temperature. Yield of 20% based on the initial Sm₂O₃.

Structure description top

For related literature, see: Lu et al. (2000); Lu, Lu, Wu & Wang (2001); Lu, Wu & Wang (2001); Wang et al. (2005).

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); 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, 2004); software used to prepare material for publication: SHELXTL.

Figures top

Fig. 1. The dinuclear structure of the title compound with the atom numbering scheme showing displacement ellipsoids drawn at the 30% probability level. [Symmetry codes: (i) 1 - x, 1 - y, 1 - z.]

Tetrakis(µ-propanoato-κ²O:O')bis[(1,10-phenanthroline- κ²N,N')(propanoato-κ²O,O')samarium(III)] top

Crystal data top

[Sm₂(C₃H₅O₂)₆(C₁₂H₈N₂)₂]	F(000) = 1092
M_r = 1099.55	D_x = 1.711 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 198 reflections
a = 9.5740 (2) Å	θ = 2.1–26.7°
b = 18.3182 (5) Å	µ = 2.79 mm⁻¹
c = 12.7307 (3) Å	T = 290 K
β = 107.103 (1)°	Cloumn, colourless
V = 2133.95 (9) Å³	0.25 × 0.21 × 0.17 mm
Z = 2

Data collection top

Bruker SMART APEXII CCD area-detector diffractometer	5133 independent reflections
Radiation source: fine-focus sealed tube	4563 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.030
φ and ω scans	θ_max = 28.0°, θ_min = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −11→12
T_min = 0.508, T_max = 0.613	k = −24→22
22209 measured reflections	l = −16→16

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.022	H-atom parameters constrained
wR(F²) = 0.065	w = 1/[σ²(F_o²) + (0.0507P)²] where P = (F_o² + 2F_c²)/3
S = 0.96	(Δ/σ)_max = 0.012
5133 reflections	Δρ_max = 1.10 e Å⁻³
275 parameters	Δρ_min = −0.66 e Å⁻³
0 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00050 (8)

Crystal data top

[Sm₂(C₃H₅O₂)₆(C₁₂H₈N₂)₂]	V = 2133.95 (9) Å³
M_r = 1099.55	Z = 2
Monoclinic, P2₁/n	Mo Kα radiation
a = 9.5740 (2) Å	µ = 2.79 mm⁻¹
b = 18.3182 (5) Å	T = 290 K
c = 12.7307 (3) Å	0.25 × 0.21 × 0.17 mm
β = 107.103 (1)°

Data collection top

Bruker SMART APEXII CCD area-detector diffractometer	5133 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	4563 reflections with I > 2σ(I)
T_min = 0.508, T_max = 0.613	R_int = 0.030
22209 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.022	0 restraints
wR(F²) = 0.065	H-atom parameters constrained
S = 0.96	Δρ_max = 1.10 e Å⁻³
5133 reflections	Δρ_min = −0.66 e Å⁻³
275 parameters

Special details top

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 (Å²) top

	x	y	z	U_iso*/U_eq
Sm1	0.603212 (11)	0.530844 (5)	0.651651 (8)	0.0277 (6)
C1	0.8823 (3)	0.41499 (14)	0.8116 (2)	0.0425 (5)
H1	0.8910	0.4065	0.7418	0.051*
C2	0.9724 (3)	0.37486 (16)	0.9002 (2)	0.0532 (6)
H2	1.0371	0.3400	0.8887	0.064*
C3	0.9625 (3)	0.38827 (16)	1.0030 (2)	0.0523 (7)
H3	1.0208	0.3624	1.0627	0.063*
C4	0.8639 (2)	0.44146 (14)	1.01906 (18)	0.0403 (5)
C5	0.8517 (3)	0.45852 (16)	1.1256 (2)	0.0507 (7)
H5	0.9114	0.4349	1.1872	0.061*
C6	0.7545 (3)	0.50857 (16)	1.13715 (19)	0.0490 (6)
H6	0.7460	0.5183	1.2067	0.059*
C7	0.6635 (3)	0.54731 (14)	1.04381 (18)	0.0397 (5)
C8	0.5635 (3)	0.60054 (14)	1.05310 (19)	0.0450 (6)
H8	0.5534	0.6123	1.1216	0.054*
C9	0.4809 (3)	0.63520 (14)	0.96118 (19)	0.0456 (6)
H9	0.4151	0.6714	0.9663	0.055*
C10	0.4962 (3)	0.61560 (13)	0.85904 (18)	0.0400 (5)
H10	0.4383	0.6392	0.7967	0.048*
C11	0.6732 (3)	0.53143 (11)	0.93823 (18)	0.0333 (5)
C12	0.7774 (3)	0.47707 (11)	0.92520 (19)	0.0336 (5)
C13	0.4212 (2)	0.39864 (12)	0.61132 (16)	0.0322 (4)
C14	0.3063 (3)	0.33972 (16)	0.5805 (2)	0.0504 (6)
H14A	0.3459	0.2986	0.5505	0.060*
H14B	0.2234	0.3582	0.5230	0.060*
C15	0.2530 (4)	0.31277 (19)	0.6741 (2)	0.0685 (9)
H15A	0.3328	0.2911	0.7295	0.103*
H15B	0.1775	0.2771	0.6471	0.103*
H15C	0.2147	0.3531	0.7053	0.103*
C16	0.7414 (3)	0.66842 (13)	0.70839 (18)	0.0383 (5)
C17	0.8162 (3)	0.73884 (15)	0.7554 (3)	0.0549 (6)
H17A	0.7935	0.7762	0.6990	0.066*
H17B	0.9212	0.7316	0.7788	0.066*
C18	0.7672 (4)	0.76422 (16)	0.8528 (3)	0.0689 (9)
H18A	0.6629	0.7699	0.8304	0.103*
H18B	0.8126	0.8101	0.8790	0.103*
H18C	0.7951	0.7286	0.9106	0.103*
C19	0.7591 (2)	0.43839 (13)	0.47916 (17)	0.0352 (4)
C20	0.8978 (3)	0.40185 (17)	0.4716 (2)	0.0580 (7)
H20A	0.9536	0.4370	0.4435	0.070*
H20B	0.9561	0.3884	0.5451	0.070*
C21	0.8744 (4)	0.33504 (18)	0.4002 (3)	0.0666 (8)
H21A	0.8227	0.2989	0.4288	0.100*
H21B	0.9673	0.3157	0.3993	0.100*
H21C	0.8183	0.3478	0.3267	0.100*
N1	0.7860 (2)	0.46400 (9)	0.82208 (16)	0.0342 (4)
N2	0.58902 (19)	0.56515 (10)	0.84676 (13)	0.0328 (4)
O1	0.47819 (18)	0.41818 (9)	0.70787 (12)	0.0412 (4)
O2	0.45959 (17)	0.42819 (8)	0.53367 (11)	0.0349 (3)
O3	0.60502 (17)	0.66725 (10)	0.66879 (13)	0.0425 (4)
O4	0.81734 (19)	0.61156 (9)	0.71259 (15)	0.0451 (4)
O5	0.76476 (19)	0.46719 (8)	0.57009 (14)	0.0420 (4)
O6	0.65199 (16)	0.43918 (10)	0.39479 (12)	0.0394 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sm1	0.0318 (9)	0.0357 (10)	0.0182 (9)	0.0015 (8)	0.0047 (7)	−0.0013 (7)
C1	0.0376 (13)	0.0473 (14)	0.0390 (13)	0.0044 (10)	0.0057 (10)	0.0005 (10)
C2	0.0483 (15)	0.0514 (15)	0.0538 (16)	0.0129 (12)	0.0052 (12)	0.0059 (12)
C3	0.0423 (14)	0.0595 (17)	0.0467 (15)	0.0055 (12)	−0.0008 (12)	0.0160 (12)
C4	0.0334 (12)	0.0507 (14)	0.0320 (12)	−0.0082 (11)	0.0012 (9)	0.0075 (10)
C5	0.0460 (16)	0.0687 (18)	0.0288 (13)	−0.0083 (13)	−0.0022 (11)	0.0131 (11)
C6	0.0552 (16)	0.0669 (17)	0.0224 (11)	−0.0122 (14)	0.0071 (11)	0.0029 (11)
C7	0.0441 (14)	0.0502 (13)	0.0233 (11)	−0.0129 (11)	0.0065 (10)	−0.0013 (9)
C8	0.0519 (15)	0.0567 (16)	0.0301 (12)	−0.0102 (12)	0.0181 (11)	−0.0074 (10)
C9	0.0527 (15)	0.0512 (15)	0.0387 (13)	−0.0032 (12)	0.0215 (11)	−0.0082 (10)
C10	0.0445 (13)	0.0473 (13)	0.0305 (11)	0.0021 (11)	0.0136 (10)	0.0001 (9)
C11	0.0335 (12)	0.0410 (13)	0.0240 (11)	−0.0098 (8)	0.0064 (9)	0.0003 (7)
C12	0.0291 (11)	0.0397 (13)	0.0274 (12)	−0.0080 (8)	0.0022 (9)	0.0023 (8)
C13	0.0329 (11)	0.0363 (12)	0.0272 (10)	0.0033 (9)	0.0081 (9)	0.0029 (8)
C14	0.0540 (16)	0.0587 (17)	0.0367 (13)	−0.0172 (13)	0.0092 (11)	−0.0020 (11)
C15	0.076 (2)	0.075 (2)	0.0565 (18)	−0.0412 (18)	0.0227 (16)	−0.0012 (15)
C16	0.0424 (13)	0.0419 (13)	0.0301 (11)	−0.0030 (10)	0.0102 (10)	0.0013 (9)
C17	0.0544 (16)	0.0416 (14)	0.0673 (18)	−0.0076 (12)	0.0153 (14)	−0.0041 (12)
C18	0.084 (2)	0.0476 (17)	0.071 (2)	−0.0055 (16)	0.0155 (17)	−0.0220 (14)
C19	0.0306 (11)	0.0443 (13)	0.0306 (11)	0.0030 (9)	0.0093 (9)	−0.0034 (9)
C20	0.0359 (14)	0.081 (2)	0.0528 (16)	0.0165 (13)	0.0068 (12)	−0.0200 (14)
C21	0.066 (2)	0.068 (2)	0.070 (2)	0.0218 (16)	0.0262 (16)	−0.0120 (15)
N1	0.0315 (10)	0.0411 (11)	0.0270 (10)	−0.0014 (7)	0.0031 (8)	−0.0005 (7)
N2	0.0341 (10)	0.0414 (11)	0.0230 (9)	−0.0014 (8)	0.0076 (7)	−0.0018 (7)
O1	0.0459 (10)	0.0540 (10)	0.0222 (7)	−0.0113 (8)	0.0076 (7)	0.0010 (6)
O2	0.0433 (10)	0.0396 (9)	0.0231 (10)	0.0012 (7)	0.0066 (6)	−0.0013 (6)
O3	0.0418 (10)	0.0357 (10)	0.0365 (9)	0.0029 (7)	0.0065 (7)	−0.0011 (8)
O4	0.0387 (9)	0.0404 (10)	0.0526 (11)	0.0004 (7)	0.0077 (8)	−0.0032 (7)
O5	0.0359 (10)	0.0584 (12)	0.0301 (9)	0.0114 (7)	0.0068 (7)	−0.0070 (6)
O6	0.0314 (8)	0.0551 (10)	0.0308 (8)	0.0058 (8)	0.0069 (7)	−0.0061 (7)

Geometric parameters (Å, º) top

Sm1—O1	2.5901 (16)	C11—N2	1.355 (3)
Sm1—O2	2.5432 (15)	C11—C12	1.453 (3)
Sm1—O2ⁱ	2.3783 (14)	C12—N1	1.361 (3)
Sm1—O3	2.5078 (19)	C13—O1	1.242 (3)
Sm1—O4	2.4608 (17)	C13—O2	1.272 (2)
Sm1—O5	2.4030 (16)	C13—C14	1.508 (3)
Sm1—O6ⁱ	2.4023 (15)	C14—C15	1.511 (4)
Sm1—N1	2.6528 (19)	C14—H14A	0.9700
Sm1—N2	2.6042 (16)	C14—H14B	0.9700
Sm1—Sm1ⁱ	3.9502 (2)	C15—H15A	0.9600
C1—N1	1.321 (3)	C15—H15B	0.9600
C1—C2	1.409 (4)	C15—H15C	0.9600
C1—H1	0.9300	C16—O3	1.254 (3)
C2—C3	1.362 (4)	C16—O4	1.262 (3)
C2—H2	0.9300	C16—C17	1.511 (3)
C3—C4	1.413 (4)	C17—C18	1.521 (4)
C3—H3	0.9300	C17—H17A	0.9700
C4—C12	1.399 (3)	C17—H17B	0.9700
C4—C5	1.430 (4)	C18—H18A	0.9600
C5—C6	1.345 (4)	C18—H18B	0.9600
C5—H5	0.9300	C18—H18C	0.9600
C6—C7	1.437 (3)	C19—O6	1.248 (3)
C6—H6	0.9300	C19—O5	1.259 (3)
C7—C8	1.396 (4)	C19—C20	1.515 (3)
C7—C11	1.405 (3)	C20—C21	1.502 (4)
C8—C9	1.361 (4)	C20—H20A	0.9700
C8—H8	0.9300	C20—H20B	0.9700
C9—C10	1.398 (3)	C21—H21A	0.9600
C9—H9	0.9300	C21—H21B	0.9600
C10—N2	1.323 (3)	C21—H21C	0.9600
C10—H10	0.9300

O2ⁱ—Sm1—O6ⁱ	75.03 (5)	C8—C9—H9	120.4
O2ⁱ—Sm1—O5	74.43 (6)	C10—C9—H9	120.4
O6ⁱ—Sm1—O5	137.89 (5)	N2—C10—C9	123.2 (2)
O2ⁱ—Sm1—O4	93.86 (6)	N2—C10—H10	118.4
O6ⁱ—Sm1—O4	129.27 (6)	C9—C10—H10	118.4
O5—Sm1—O4	81.11 (6)	N2—C11—C7	122.5 (2)
O2ⁱ—Sm1—O3	76.42 (5)	N2—C11—C12	117.99 (19)
O6ⁱ—Sm1—O3	76.95 (6)	C7—C11—C12	119.5 (2)
O5—Sm1—O3	122.16 (6)	N1—C12—C4	123.6 (2)
O4—Sm1—O3	52.42 (5)	N1—C12—C11	118.0 (2)
O2ⁱ—Sm1—O2	73.28 (5)	C4—C12—C11	118.4 (2)
O6ⁱ—Sm1—O2	71.91 (5)	O1—C13—O2	120.2 (2)
O5—Sm1—O2	72.00 (5)	O1—C13—C14	122.54 (19)
O4—Sm1—O2	152.38 (5)	O2—C13—C14	117.24 (19)
O3—Sm1—O2	140.97 (5)	C13—C14—C15	114.8 (2)
O2ⁱ—Sm1—O1	121.53 (5)	C13—C14—H14A	108.6
O6ⁱ—Sm1—O1	74.39 (6)	C15—C14—H14A	108.6
O5—Sm1—O1	98.12 (5)	C13—C14—H14B	108.6
O4—Sm1—O1	143.28 (6)	C15—C14—H14B	108.6
O3—Sm1—O1	139.62 (5)	H14A—C14—H14B	107.6
O2—Sm1—O1	50.24 (4)	C14—C15—H15A	109.5
O2ⁱ—Sm1—N2	143.24 (6)	C14—C15—H15B	109.5
O6ⁱ—Sm1—N2	81.08 (5)	H15A—C15—H15B	109.5
O5—Sm1—N2	138.59 (6)	C14—C15—H15C	109.5
O4—Sm1—N2	80.02 (6)	H15A—C15—H15C	109.5
O3—Sm1—N2	71.19 (5)	H15B—C15—H15C	109.5
O2—Sm1—N2	124.81 (5)	O3—C16—O4	121.4 (2)
O1—Sm1—N2	76.74 (5)	O3—C16—C17	119.3 (2)
O2ⁱ—Sm1—N1	150.52 (6)	O4—C16—C17	119.2 (2)
O6ⁱ—Sm1—N1	133.27 (6)	C16—C17—C18	111.1 (2)
O5—Sm1—N1	77.04 (6)	C16—C17—H17A	109.4
O4—Sm1—N1	74.42 (6)	C18—C17—H17A	109.4
O3—Sm1—N1	113.75 (5)	C16—C17—H17B	109.4
O2—Sm1—N1	104.70 (5)	C18—C17—H17B	109.4
O1—Sm1—N1	69.73 (5)	H17A—C17—H17B	108.0
N2—Sm1—N1	62.50 (6)	C17—C18—H18A	109.5
O2ⁱ—Sm1—Sm1ⁱ	38.07 (4)	C17—C18—H18B	109.5
O6ⁱ—Sm1—Sm1ⁱ	69.18 (4)	H18A—C18—H18B	109.5
O5—Sm1—Sm1ⁱ	68.86 (4)	C17—C18—H18C	109.5
O4—Sm1—Sm1ⁱ	127.66 (4)	H18A—C18—H18C	109.5
O3—Sm1—Sm1ⁱ	111.02 (4)	H18B—C18—H18C	109.5
O2—Sm1—Sm1ⁱ	35.21 (3)	O6—C19—O5	126.0 (2)
O1—Sm1—Sm1ⁱ	84.44 (3)	O6—C19—C20	117.7 (2)
N2—Sm1—Sm1ⁱ	148.20 (4)	O5—C19—C20	116.3 (2)
N1—Sm1—Sm1ⁱ	133.44 (4)	C21—C20—C19	114.9 (2)
N1—C1—C2	123.7 (3)	C21—C20—H20A	108.5
N1—C1—H1	118.2	C19—C20—H20A	108.5
C2—C1—H1	118.2	C21—C20—H20B	108.5
C3—C2—C1	118.4 (3)	C19—C20—H20B	108.5
C3—C2—H2	120.8	H20A—C20—H20B	107.5
C1—C2—H2	120.8	C20—C21—H21A	109.5
C2—C3—C4	120.1 (2)	C20—C21—H21B	109.5
C2—C3—H3	119.9	H21A—C21—H21B	109.5
C4—C3—H3	119.9	C20—C21—H21C	109.5
C12—C4—C3	116.8 (2)	H21A—C21—H21C	109.5
C12—C4—C5	121.0 (2)	H21B—C21—H21C	109.5
C3—C4—C5	122.2 (2)	C1—N1—C12	117.4 (2)
C6—C5—C4	120.3 (2)	C1—N1—Sm1	122.88 (16)
C6—C5—H5	119.8	C12—N1—Sm1	119.68 (14)
C4—C5—H5	119.8	C10—N2—C11	117.88 (18)
C5—C6—C7	121.1 (2)	C10—N2—Sm1	120.43 (14)
C5—C6—H6	119.4	C11—N2—Sm1	121.67 (14)
C7—C6—H6	119.4	C13—O1—Sm1	93.45 (12)
C8—C7—C11	117.8 (2)	C13—O2—Sm1ⁱ	149.14 (14)
C8—C7—C6	122.6 (2)	C13—O2—Sm1	94.89 (12)
C11—C7—C6	119.6 (2)	Sm1ⁱ—O2—Sm1	106.72 (5)
C9—C8—C7	119.5 (2)	C16—O3—Sm1	91.82 (14)
C9—C8—H8	120.2	C16—O4—Sm1	93.81 (14)
C7—C8—H8	120.2	C19—O5—Sm1	137.89 (15)
C8—C9—C10	119.1 (2)	C19—O6—Sm1ⁱ	137.17 (14)

Symmetry code: (i) −x+1, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[Sm₂(C₃H₅O₂)₆(C₁₂H₈N₂)₂]
M_r	1099.55
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	290
a, b, c (Å)	9.5740 (2), 18.3182 (5), 12.7307 (3)
β (°)	107.103 (1)
V (Å³)	2133.95 (9)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	2.79
Crystal size (mm)	0.25 × 0.21 × 0.17

Data collection
Diffractometer	Bruker SMART APEXII CCD area-detector
Absorption correction	Multi-scan (SADABS; Sheldrick, 2003)
T_min, T_max	0.508, 0.613
No. of measured, independent and observed [I > 2σ(I)] reflections	22209, 5133, 4563
R_int	0.030
(sin θ/λ)_max (Å⁻¹)	0.661

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.022, 0.065, 0.96
No. of reflections	5133
No. of parameters	275
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.10, −0.66

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2004), SHELXTL.

Selected bond lengths (Å) top

Sm1—O1	2.5901 (16)	Sm1—O5	2.4030 (16)
Sm1—O2	2.5432 (15)	Sm1—O6ⁱ	2.4023 (15)
Sm1—O2ⁱ	2.3783 (14)	Sm1—N1	2.6528 (19)
Sm1—O3	2.5078 (19)	Sm1—N2	2.6042 (16)
Sm1—O4	2.4608 (17)	Sm1—Sm1ⁱ	3.9502 (2)

Symmetry code: (i) −x+1, −y+1, −z+1.

Acknowledgements

This work was supported by Jiangxi Provincial Natural Science Foundation (grant No. 0620018) and Jiangxi University of Science and Technology Doctoral Foundation (grant No. 2003-1).

References

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Wang, P., Song, L.-P., Li, Z.-F. & Han, D.-Q. (2005). Z. Kristallogr. New Cryst. Struct. 220, 469–470. CAS Google Scholar

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