Trichloridotris{N-[phen­yl(pyridin-2-yl)­methyl­idene]hydroxyl­amine-κ2N,N′}samarium(III)

Lei, T.; Chen, W.; Chen, Y.; Hu, B.; Li, Y.

doi:10.1107/S1600536812008100

metal-organic compounds

CRYSTALLOGRAPHIC
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ISSN: 2056-9890

Volume 68| Part 3| March 2012| Pages m344-m345

doi:10.1107/S1600536812008100

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Trichloridotris{N-[phenyl(pyridin-2-yl)methylidene]hydroxylamine-κ²N,N′}samarium(III)

Tao Lei,^a Wenqian Chen,^b Yanmei Chen,^b Bin Hu ^a and Yahong Li ^a,^b ^*

^aQinghai Institute of Salt Lakes, Chinese Academy of Sciences, Xining 810008, People's Republic of China, and ^bKey Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, 215123, People's Republic of China
^*Correspondence e-mail: liyahong@suda.edu.cn

(Received 20 February 2012; accepted 23 February 2012; online 29 February 2012)

The Sm^III ion in the title compound, [SmCl₃(C₁₂H₁₀N₂O)₃], shows a coordination number of nine with a slightly distorted tricapped trigonal prismatic geometry based on a Cl₃N₆ donor set. The molecular structure is stabilized by three intramolecular O—H⋯Cl hydrogen bonds.

Related literature

For related literature on the phenyl-2-pyridyl ketone oxime ligand chelating one metal centre, see: Yin & Liu (2009 ); Yan & Liu (2009 ); Xiang et al. (2006 ); Milios et al. (2004 ). For the phenyl-2-pyridyl ketone oxime ligand bridging two metals, see: Liu et al.. (2011 ); Holynska & Dehnen (2011 ); Papatriantafyllopoulou et al. (2007 ). For the applications of phenyl-2-pyridyl ketone oxime complexes, see: Korpi et al. (2005 ); Stamatatos et al. (2006 ).

Experimental

Crystal data

[SmCl₃(C₁₂H₁₀N₂O)₃]
M_r = 851.37
Triclinic, $[P \overline 1]$
a = 8.6415 (17) Å
b = 10.422 (2) Å
c = 19.771 (4) Å
α = 92.18 (3)°
β = 94.47 (3)°
γ = 92.62 (3)°
V = 1771.8 (6) Å³
Z = 2
Mo Kα radiation
μ = 1.93 mm⁻¹
T = 293 K
0.30 × 0.17 × 0.12 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2000 ) T_min = 0.595, T_max = 0.802
32032 measured reflections
8553 independent reflections
7752 reflections with I > 2σ(I)
R_int = 0.073

Refinement

R[F² > 2σ(F²)] = 0.029
wR(F²) = 0.068
S = 1.04
8553 reflections
445 parameters
H-atom parameters constrained
Δρ_max = 0.97 e Å⁻³
Δρ_min = −0.62 e Å⁻³

Table 1
Selected bond lengths (Å)

Sm1—N1	2.578 (2)
Sm1—N2	2.634 (2)
Sm1—N6	2.649 (2)
Sm1—N4	2.668 (2)
Sm1—N5	2.673 (2)
Sm1—N3	2.713 (2)
Sm1—Cl3	2.7501 (9)
Sm1—Cl4	2.7658 (9)
Sm1—Cl2	2.8114 (10)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯Cl3	0.82	2.22	2.960 (2)	150
O2—H2⋯Cl4	0.82	2.18	2.920 (2)	150
O3—H3⋯Cl2	0.82	2.18	2.920 (2)	149

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536812008100/tk5061sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812008100/tk5061Isup2.hkl

checkCIF report

Comment top

Phenyl-2-pyridyl ketone oxime is a ligand used in the synthesis of metal-organic complexes. It usually binds to metals in a bidentate fashion, either chelating one metal centre (Yin & Liu, 2009; Yan & Liu, 2009; Xiang et al., 2006; Milios et al., 2004) or bridging two metals (Liu et al., 2011; Holynska & Dehnen, 2011; Papatriantafyllopoulou et al., 2007). Its complexes find applications in diverse areas such as functional supramolecular design, magnetic materials and catalysis (Korpi et al., 2005; Stamatatos et al., 2006). However, these complexes are focused on transition metals. Here we report a new samarium complex, which is formed by the reaction of SmCl₃.6H₂O with phenyl-2-pyridyl ketone oxime. The compound consists of three N,N-chelating ligands and three chloride anions. The central Sm^III ion adopts a distorted tricapped trigonal prism geometry (Fig. 1), which is ligated by six N atoms from three different phenyl-2-pyridyl ketone oxime ligands and three Cl anions. The Sm—N and Sm—Cl bond distances are in the expected ranges of 2.578 (2)–2.713 (2) Å and 2.7501 (9)–2.8114 (10) Å, respectively (Table 1), and the bond angles around the Sm atom are in the range of 59.12 (6)–146.13 (7)°. Three intramolecular O—H···Cl hydrogen bonds are noted (see Fig. 2 and Table 2).

Related literature top

For related literature on the phenyl-2-pyridyl ketone oxime ligand chelating one metal centre, see: Yin & Liu (2009); Yan & Liu (2009); Xiang et al. (2006); Milios et al. (2004). For the phenyl-2-pyridyl ketone oxime ligand bridging two metals, see: Liu et al.. (2011); Holynska & Dehnen (2011); Papatriantafyllopoulou et al. (2007). For the applications of phenyl-2-pyridyl ketone oxime complexes, see: Korpi et al. (2005); Stamatatos et al. (2006).

Experimental top

A mixture of phenyl-2-pyridyl ketone oxime (0.0200 g, 0.1 mmol), SmCl₃.6H₂O (0.0180 g, 0.05 mmol), and C₂H₅OH (2 ml) was sealed in a 6 ml Pyrex-tube. The tube was heated at 85 °C for 3 days under autogenous pressure. Cooling of the resultant solution to room temperature gave colourless crystals of the product. The crystals were collected by filtration, washed with C₂H₅OH (2 ml) and dried in air. Anal. Calcd for C₃₆H₃₀Cl₃N₆O₃Sm: C, 50.79; H, 3.55; N, 9.87%. Found: C, 50.45; H, 3.25; N, 9.65%.

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of the title compound, with atom labels and 30% probability displacement ellipsoids. The H atoms have been omitted for clarity.
	Fig. 2. Idealised view of the molecular structure showing intramolecular hydrogen bonds as dashed lines

Trichloridotris{N-[phenyl(pyridin-2-yl)methylidene]hydroxylamine- κ²N,N'}samarium(III) top

Crystal data top

[SmCl₃(C₁₂H₁₀N₂O)₃]	Z = 2
M_r = 851.37	F(000) = 850
Triclinic, P1	char
Hall symbol: -P 1	D_x = 1.596 Mg m⁻³
a = 8.6415 (17) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.422 (2) Å	Cell parameters from 8108 reflections
c = 19.771 (4) Å	θ = 2.2–28.1°
α = 92.18 (3)°	µ = 1.93 mm⁻¹
β = 94.47 (3)°	T = 293 K
γ = 92.62 (3)°	Block, colourless
V = 1771.8 (6) Å³	0.30 × 0.17 × 0.12 mm

Data collection top

Bruker SMART CCD area-detector diffractometer	8553 independent reflections
Radiation source: fine-focus sealed tube	7752 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.073
ϕ and ω scans	θ_max = 28.0°, θ_min = 1.0°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −11→11
T_min = 0.595, T_max = 0.802	k = −13→13
32032 measured reflections	l = −26→26

Refinement top

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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.068	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.0279P)² + 0.2554P] where P = (F_o² + 2F_c²)/3
8553 reflections	(Δ/σ)_max = 0.002
445 parameters	Δρ_max = 0.97 e Å⁻³
0 restraints	Δρ_min = −0.62 e Å⁻³
0 constraints

Crystal data top

[SmCl₃(C₁₂H₁₀N₂O)₃]	γ = 92.62 (3)°
M_r = 851.37	V = 1771.8 (6) Å³
Triclinic, P1	Z = 2
a = 8.6415 (17) Å	Mo Kα radiation
b = 10.422 (2) Å	µ = 1.93 mm⁻¹
c = 19.771 (4) Å	T = 293 K
α = 92.18 (3)°	0.30 × 0.17 × 0.12 mm
β = 94.47 (3)°

Data collection top

Bruker SMART CCD area-detector diffractometer	8553 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2000)	7752 reflections with I > 2σ(I)
T_min = 0.595, T_max = 0.802	R_int = 0.073
32032 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.029	0 restraints
wR(F²) = 0.068	H-atom parameters constrained
S = 1.04	Δρ_max = 0.97 e Å⁻³
8553 reflections	Δρ_min = −0.62 e Å⁻³
445 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	0.834137 (13)	0.905657 (10)	0.251022 (6)	0.03257 (5)
Cl2	0.72244 (8)	0.79917 (6)	0.36744 (4)	0.04910 (16)
Cl3	0.51963 (7)	0.92727 (7)	0.22387 (4)	0.05149 (16)
Cl4	0.89706 (9)	1.14430 (6)	0.20005 (4)	0.05223 (16)
N3	1.0834 (2)	0.84667 (18)	0.18255 (11)	0.0400 (5)
N1	0.7598 (2)	1.08550 (19)	0.33380 (11)	0.0420 (5)
N4	1.0201 (2)	0.72192 (18)	0.29251 (11)	0.0395 (5)
O1	0.6146 (2)	1.1365 (2)	0.32620 (12)	0.0609 (6)
H1	0.5629	1.0988	0.2943	0.091*
N2	1.0487 (2)	1.01068 (18)	0.34079 (11)	0.0380 (4)
N5	0.7661 (2)	0.88995 (19)	0.11666 (11)	0.0436 (5)
N6	0.7487 (2)	0.68142 (19)	0.18849 (11)	0.0424 (5)
C24	0.8012 (3)	1.2479 (2)	0.42591 (13)	0.0413 (6)
C28	1.0078 (3)	1.0932 (2)	0.38971 (13)	0.0387 (5)
C30	1.2153 (3)	0.5636 (2)	0.28091 (13)	0.0387 (5)
C34	1.1492 (3)	0.7327 (2)	0.19293 (13)	0.0377 (5)
C36	1.2342 (4)	0.3413 (3)	0.30392 (17)	0.0619 (9)
H36	1.1901	0.2581	0.3022	0.074*
C39	1.1232 (3)	0.6735 (2)	0.25778 (13)	0.0364 (5)
O2	0.7737 (3)	0.99726 (17)	0.07745 (10)	0.0563 (5)
H2	0.8046	1.0603	0.1016	0.084*
C44	0.7355 (3)	0.7852 (2)	0.08127 (13)	0.0421 (6)
C45	0.8487 (3)	1.1408 (2)	0.38184 (13)	0.0388 (5)
C48	1.1171 (3)	0.9060 (3)	0.12670 (14)	0.0492 (7)
H48	1.0781	0.9866	0.1200	0.059*
C49	0.7139 (3)	0.7787 (3)	0.00623 (14)	0.0488 (6)
C50	1.1485 (3)	0.4409 (2)	0.27872 (15)	0.0492 (6)
H50	1.0466	0.4249	0.2605	0.059*
C56	1.2057 (3)	0.8558 (3)	0.07822 (15)	0.0551 (7)
H56	1.2237	0.9005	0.0396	0.066*
C57	1.1961 (3)	0.9757 (2)	0.34498 (14)	0.0430 (6)
H57	1.2273	0.9214	0.3108	0.052*
C58	1.1091 (3)	1.1342 (3)	0.44452 (14)	0.0512 (7)
H58	1.0761	1.1885	0.4784	0.061*
C60	0.7322 (3)	0.5757 (2)	0.22425 (16)	0.0523 (7)
H60	0.7472	0.5842	0.2713	0.063*
C66	0.8616 (4)	1.3709 (2)	0.42052 (15)	0.0540 (7)
H66	0.9350	1.3880	0.3897	0.065*
C67	0.7224 (3)	0.6673 (2)	0.12071 (14)	0.0456 (6)
C68	1.3676 (3)	0.5872 (3)	0.30676 (15)	0.0504 (7)
H68	1.4142	0.6694	0.3069	0.060*
C72	1.4497 (4)	0.4863 (3)	0.33252 (16)	0.0613 (8)
H72	1.5516	0.5014	0.3509	0.074*
C74	0.5744 (4)	0.8370 (3)	−0.09703 (18)	0.0715 (9)
H74	0.4925	0.8773	−0.1194	0.086*
C76	1.3829 (4)	0.3653 (3)	0.33123 (16)	0.0647 (9)
H76	1.4390	0.2987	0.3491	0.078*
C77	1.3042 (3)	1.0162 (3)	0.39746 (15)	0.0516 (7)
H77	1.4059	0.9906	0.3978	0.062*
C78	1.2397 (3)	0.6766 (3)	0.14662 (14)	0.0498 (6)
H78	1.2820	0.5977	0.1549	0.060*
C81	0.6913 (4)	1.2258 (3)	0.47195 (15)	0.0564 (7)
H81	0.6475	1.1433	0.4754	0.068*
C83	0.5899 (3)	0.8375 (3)	−0.02754 (15)	0.0542 (7)
H83	0.5172	0.8774	−0.0027	0.065*
C87	0.8122 (4)	1.4694 (3)	0.46141 (17)	0.0631 (8)
H87	0.8518	1.5528	0.4571	0.076*
C88	0.7077 (4)	1.4467 (3)	0.50742 (17)	0.0643 (8)
H88	0.6778	1.5136	0.5353	0.077*
C89	0.6464 (4)	1.3248 (4)	0.51256 (18)	0.0729 (10)
H89	0.5736	1.3087	0.5438	0.087*
C91	0.6808 (6)	0.7763 (4)	−0.13346 (19)	0.0888 (13)
H91	0.6697	0.7758	−0.1806	0.107*
C92	1.2599 (3)	1.0943 (3)	0.44881 (16)	0.0600 (8)
H92	1.3293	1.1199	0.4857	0.072*
C93	1.2669 (4)	0.7385 (3)	0.08813 (16)	0.0584 (8)
H93	1.3258	0.7013	0.0559	0.070*
C96	0.8206 (4)	0.7178 (3)	−0.03163 (17)	0.0679 (9)
H96	0.9036	0.6780	−0.0098	0.081*
C99	0.8025 (5)	0.7168 (4)	−0.1020 (2)	0.0835 (11)
H99	0.8729	0.6757	−0.1276	0.100*
C100	0.6944 (4)	0.4556 (3)	0.19527 (19)	0.0700 (9)
H100	0.6852	0.3848	0.2222	0.084*
C102	0.6710 (5)	0.4416 (3)	0.1271 (2)	0.0852 (12)
H102	0.6470	0.3608	0.1063	0.102*
C105	0.6830 (4)	0.5498 (3)	0.08822 (18)	0.0718 (9)
H105	0.6648	0.5428	0.0412	0.086*
O3	1.0089 (2)	0.66543 (19)	0.35400 (10)	0.0568 (5)
H3	0.9363	0.6948	0.3729	0.085*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sm1	0.03595 (7)	0.02704 (7)	0.03464 (8)	0.00444 (4)	0.00201 (5)	−0.00155 (5)
Cl2	0.0536 (4)	0.0489 (3)	0.0471 (4)	0.0086 (3)	0.0146 (3)	0.0040 (3)
Cl3	0.0391 (3)	0.0587 (4)	0.0548 (4)	0.0054 (3)	−0.0051 (3)	−0.0076 (3)
Cl4	0.0744 (5)	0.0302 (3)	0.0516 (4)	−0.0016 (3)	0.0043 (3)	0.0013 (3)
N3	0.0425 (11)	0.0322 (10)	0.0460 (13)	0.0034 (8)	0.0052 (9)	0.0048 (9)
N1	0.0362 (10)	0.0395 (11)	0.0506 (13)	0.0126 (9)	0.0015 (9)	−0.0053 (10)
N4	0.0457 (11)	0.0351 (10)	0.0391 (12)	0.0082 (9)	0.0066 (9)	0.0065 (9)
O1	0.0432 (11)	0.0652 (13)	0.0720 (15)	0.0236 (9)	−0.0080 (9)	−0.0256 (11)
N2	0.0391 (11)	0.0318 (10)	0.0430 (12)	0.0037 (8)	0.0037 (9)	−0.0021 (9)
N5	0.0520 (12)	0.0377 (11)	0.0409 (12)	0.0028 (9)	0.0027 (10)	0.0020 (9)
N6	0.0485 (12)	0.0326 (10)	0.0461 (13)	−0.0012 (9)	0.0073 (10)	−0.0015 (9)
C24	0.0470 (14)	0.0371 (12)	0.0395 (14)	0.0075 (10)	0.0027 (11)	−0.0068 (11)
C28	0.0429 (13)	0.0330 (12)	0.0404 (14)	0.0036 (10)	0.0035 (11)	0.0002 (10)
C30	0.0434 (13)	0.0342 (12)	0.0401 (14)	0.0112 (10)	0.0086 (11)	0.0028 (10)
C34	0.0402 (12)	0.0327 (11)	0.0403 (14)	0.0009 (9)	0.0038 (10)	−0.0003 (10)
C36	0.089 (2)	0.0353 (14)	0.066 (2)	0.0183 (14)	0.0260 (18)	0.0078 (14)
C39	0.0411 (12)	0.0286 (11)	0.0395 (13)	0.0043 (9)	0.0031 (10)	0.0004 (10)
O2	0.0848 (14)	0.0400 (10)	0.0428 (11)	−0.0019 (10)	−0.0029 (10)	0.0058 (8)
C44	0.0428 (13)	0.0418 (13)	0.0410 (14)	0.0001 (10)	0.0033 (11)	−0.0061 (11)
C45	0.0425 (13)	0.0333 (12)	0.0408 (14)	0.0063 (10)	0.0043 (11)	−0.0031 (10)
C48	0.0502 (15)	0.0446 (14)	0.0546 (17)	0.0031 (11)	0.0083 (13)	0.0147 (13)
C49	0.0559 (16)	0.0494 (15)	0.0398 (15)	−0.0103 (12)	0.0076 (12)	−0.0076 (12)
C50	0.0520 (15)	0.0390 (13)	0.0576 (18)	0.0066 (11)	0.0086 (13)	0.0029 (12)
C56	0.0549 (16)	0.0630 (18)	0.0492 (17)	−0.0003 (14)	0.0125 (14)	0.0134 (14)
C57	0.0387 (13)	0.0377 (12)	0.0529 (16)	0.0060 (10)	0.0048 (11)	−0.0016 (11)
C58	0.0549 (16)	0.0541 (16)	0.0433 (16)	0.0101 (13)	−0.0042 (13)	−0.0101 (13)
C60	0.0598 (17)	0.0394 (14)	0.0585 (18)	−0.0021 (12)	0.0103 (14)	0.0059 (13)
C66	0.0680 (18)	0.0403 (14)	0.0548 (18)	0.0008 (13)	0.0175 (14)	−0.0077 (13)
C67	0.0478 (14)	0.0401 (13)	0.0481 (16)	−0.0031 (11)	0.0060 (12)	−0.0061 (12)
C68	0.0437 (14)	0.0497 (15)	0.0589 (18)	0.0062 (11)	0.0071 (13)	0.0067 (13)
C72	0.0476 (16)	0.082 (2)	0.0579 (19)	0.0258 (15)	0.0084 (14)	0.0096 (16)
C74	0.083 (2)	0.074 (2)	0.054 (2)	−0.0226 (18)	−0.0092 (18)	0.0093 (17)
C76	0.079 (2)	0.0628 (19)	0.060 (2)	0.0431 (17)	0.0238 (17)	0.0182 (16)
C77	0.0392 (14)	0.0551 (16)	0.0597 (19)	0.0068 (12)	−0.0026 (13)	−0.0007 (14)
C78	0.0563 (16)	0.0450 (14)	0.0503 (16)	0.0104 (12)	0.0152 (13)	0.0003 (12)
C81	0.0697 (19)	0.0482 (15)	0.0518 (18)	−0.0029 (14)	0.0162 (15)	−0.0075 (13)
C83	0.0594 (17)	0.0545 (16)	0.0469 (17)	−0.0102 (13)	0.0011 (14)	−0.0011 (13)
C87	0.088 (2)	0.0374 (14)	0.064 (2)	0.0077 (15)	0.0093 (17)	−0.0080 (14)
C88	0.081 (2)	0.0558 (18)	0.057 (2)	0.0181 (16)	0.0106 (17)	−0.0194 (15)
C89	0.081 (2)	0.079 (2)	0.061 (2)	0.0025 (18)	0.0315 (18)	−0.0168 (18)
C91	0.123 (4)	0.098 (3)	0.041 (2)	−0.040 (3)	0.008 (2)	−0.004 (2)
C92	0.0546 (17)	0.0670 (19)	0.0555 (19)	0.0048 (14)	−0.0121 (14)	−0.0055 (15)
C93	0.0653 (19)	0.0602 (18)	0.0526 (18)	0.0054 (14)	0.0235 (15)	−0.0003 (15)
C96	0.064 (2)	0.080 (2)	0.059 (2)	−0.0016 (17)	0.0114 (16)	−0.0135 (17)
C99	0.096 (3)	0.094 (3)	0.061 (2)	−0.014 (2)	0.032 (2)	−0.024 (2)
C100	0.093 (2)	0.0343 (14)	0.082 (3)	−0.0109 (15)	0.018 (2)	0.0003 (16)
C102	0.130 (3)	0.0441 (18)	0.080 (3)	−0.0266 (19)	0.022 (2)	−0.0168 (18)
C105	0.102 (3)	0.0493 (17)	0.061 (2)	−0.0202 (17)	0.0121 (19)	−0.0149 (16)
O3	0.0663 (13)	0.0632 (12)	0.0468 (11)	0.0267 (10)	0.0195 (10)	0.0191 (10)

Geometric parameters (Å, º) top

Sm1—N1	2.578 (2)	C56—H56	0.9300
Sm1—N2	2.634 (2)	C57—C77	1.381 (4)
Sm1—N6	2.649 (2)	C57—H57	0.9300
Sm1—N4	2.668 (2)	C58—C92	1.384 (4)
Sm1—N5	2.673 (2)	C58—H58	0.9300
Sm1—N3	2.713 (2)	C60—C100	1.371 (4)
Sm1—Cl3	2.7501 (9)	C60—H60	0.9300
Sm1—Cl4	2.7658 (9)	C66—C87	1.386 (4)
Sm1—Cl2	2.8114 (10)	C66—H66	0.9300
N3—C48	1.331 (3)	C67—C105	1.378 (4)
N3—C34	1.356 (3)	C68—C72	1.386 (4)
N1—C45	1.276 (3)	C68—H68	0.9300
N1—O1	1.385 (2)	C72—C76	1.361 (5)
N4—C39	1.276 (3)	C72—H72	0.9300
N4—O3	1.379 (3)	C74—C91	1.373 (5)
O1—H1	0.8200	C74—C83	1.370 (4)
N2—C57	1.338 (3)	C74—H74	0.9300
N2—C28	1.348 (3)	C76—H76	0.9300
N5—C44	1.280 (3)	C77—C92	1.366 (4)
N5—O2	1.387 (3)	C77—H77	0.9300
N6—C60	1.340 (3)	C78—C93	1.376 (4)
N6—C67	1.343 (3)	C78—H78	0.9300
C24—C66	1.373 (4)	C81—C89	1.372 (4)
C24—C81	1.384 (4)	C81—H81	0.9300
C24—C45	1.482 (3)	C83—H83	0.9300
C28—C58	1.380 (4)	C87—C88	1.350 (4)
C28—C45	1.482 (3)	C87—H87	0.9300
C30—C50	1.377 (4)	C88—C89	1.365 (5)
C30—C68	1.381 (4)	C88—H88	0.9300
C30—C39	1.490 (3)	C89—H89	0.9300
C34—C78	1.380 (3)	C91—C99	1.366 (6)
C34—C39	1.472 (3)	C91—H91	0.9300
C36—C76	1.363 (5)	C92—H92	0.9300
C36—C50	1.388 (4)	C93—H93	0.9300
C36—H36	0.9300	C96—C99	1.388 (5)
O2—H2	0.8200	C96—H96	0.9300
C44—C49	1.479 (4)	C99—H99	0.9300
C44—C67	1.484 (4)	C100—C102	1.349 (5)
C48—C56	1.376 (4)	C100—H100	0.9300
C48—H48	0.9300	C102—C105	1.393 (5)
C49—C96	1.392 (4)	C102—H102	0.9300
C49—C83	1.397 (4)	C105—H105	0.9300
C50—H50	0.9300	O3—H3	0.8200
C56—C93	1.369 (4)

N1—Sm1—N2	60.96 (6)	C96—C49—C83	119.2 (3)
N1—Sm1—N6	146.13 (7)	C96—C49—C44	120.2 (3)
N2—Sm1—N6	140.66 (6)	C83—C49—C44	120.5 (2)
N1—Sm1—N4	121.34 (7)	C30—C50—C36	119.5 (3)
N2—Sm1—N4	71.97 (7)	C30—C50—H50	120.2
N6—Sm1—N4	68.71 (7)	C36—C50—H50	120.2
N1—Sm1—N5	126.41 (7)	C93—C56—C48	118.5 (3)
N2—Sm1—N5	139.50 (7)	C93—C56—H56	120.7
N6—Sm1—N5	59.63 (7)	C48—C56—H56	120.7
N4—Sm1—N5	111.97 (7)	N2—C57—C77	123.4 (2)
N1—Sm1—N3	137.56 (7)	N2—C57—H57	118.3
N2—Sm1—N3	83.11 (7)	C77—C57—H57	118.3
N6—Sm1—N3	76.24 (7)	C28—C58—C92	119.6 (3)
N4—Sm1—N3	59.12 (6)	C28—C58—H58	120.2
N5—Sm1—N3	67.77 (7)	C92—C58—H58	120.2
N1—Sm1—Cl3	74.68 (6)	N6—C60—C100	123.6 (3)
N2—Sm1—Cl3	135.50 (5)	N6—C60—H60	118.2
N6—Sm1—Cl3	77.87 (5)	C100—C60—H60	118.2
N4—Sm1—Cl3	136.25 (5)	C24—C66—C87	119.5 (3)
N5—Sm1—Cl3	70.91 (6)	C24—C66—H66	120.3
N3—Sm1—Cl3	138.19 (5)	C87—C66—H66	120.3
N1—Sm1—Cl4	69.59 (5)	N6—C67—C105	122.4 (3)
N2—Sm1—Cl4	76.92 (5)	N6—C67—C44	117.1 (2)
N6—Sm1—Cl4	130.98 (5)	C105—C67—C44	120.5 (3)
N4—Sm1—Cl4	131.71 (5)	C30—C68—C72	118.9 (3)
N5—Sm1—Cl4	71.60 (5)	C30—C68—H68	120.5
N3—Sm1—Cl4	81.51 (5)	C72—C68—H68	120.5
Cl3—Sm1—Cl4	91.54 (4)	C76—C72—C68	120.7 (3)
N1—Sm1—Cl2	69.82 (5)	C76—C72—H72	119.6
N2—Sm1—Cl2	82.21 (5)	C68—C72—H72	119.6
N6—Sm1—Cl2	86.06 (5)	C91—C74—C83	119.4 (4)
N4—Sm1—Cl2	71.06 (5)	C91—C74—H74	120.3
N5—Sm1—Cl2	138.12 (5)	C83—C74—H74	120.3
N3—Sm1—Cl2	130.19 (5)	C72—C76—C36	120.4 (3)
Cl3—Sm1—Cl2	79.46 (3)	C72—C76—H76	119.8
Cl4—Sm1—Cl2	139.37 (3)	C36—C76—H76	119.8
C48—N3—C34	116.5 (2)	C92—C77—C57	119.2 (3)
C48—N3—Sm1	121.95 (16)	C92—C77—H77	120.4
C34—N3—Sm1	118.93 (16)	C57—C77—H77	120.4
C45—N1—O1	113.35 (19)	C93—C78—C34	119.4 (2)
C45—N1—Sm1	126.08 (15)	C93—C78—H78	120.3
O1—N1—Sm1	120.47 (15)	C34—C78—H78	120.3
C39—N4—O3	112.88 (18)	C89—C81—C24	120.4 (3)
C39—N4—Sm1	124.81 (16)	C89—C81—H81	119.8
O3—N4—Sm1	122.25 (13)	C24—C81—H81	119.8
N1—O1—H1	109.5	C74—C83—C49	120.5 (3)
C57—N2—C28	117.1 (2)	C74—C83—H83	119.8
C57—N2—Sm1	122.81 (16)	C49—C83—H83	119.8
C28—N2—Sm1	119.70 (15)	C88—C87—C66	121.4 (3)
C44—N5—O2	113.0 (2)	C88—C87—H87	119.3
C44—N5—Sm1	124.96 (17)	C66—C87—H87	119.3
O2—N5—Sm1	121.83 (14)	C87—C88—C89	119.3 (3)
C60—N6—C67	117.1 (2)	C87—C88—H88	120.3
C60—N6—Sm1	120.33 (18)	C89—C88—H88	120.3
C67—N6—Sm1	122.54 (16)	C88—C89—C81	120.5 (3)
C66—C24—C81	118.8 (2)	C88—C89—H89	119.7
C66—C24—C45	120.9 (2)	C81—C89—H89	119.7
C81—C24—C45	120.2 (2)	C99—C91—C74	121.5 (3)
N2—C28—C58	122.2 (2)	C99—C91—H91	119.2
N2—C28—C45	117.1 (2)	C74—C91—H91	119.2
C58—C28—C45	120.7 (2)	C77—C92—C58	118.3 (3)
C50—C30—C68	120.3 (2)	C77—C92—H92	120.9
C50—C30—C39	120.6 (2)	C58—C92—H92	120.9
C68—C30—C39	119.1 (2)	C56—C93—C78	118.8 (3)
N3—C34—C78	122.3 (2)	C56—C93—H93	120.6
N3—C34—C39	116.2 (2)	C78—C93—H93	120.6
C78—C34—C39	121.5 (2)	C99—C96—C49	119.7 (3)
C76—C36—C50	120.1 (3)	C99—C96—H96	120.1
C76—C36—H36	119.9	C49—C96—H96	120.1
C50—C36—H36	119.9	C91—C99—C96	119.7 (4)
N4—C39—C34	116.61 (19)	C91—C99—H99	120.2
N4—C39—C30	122.7 (2)	C96—C99—H99	120.2
C34—C39—C30	120.7 (2)	C102—C100—C60	119.0 (3)
N5—O2—H2	109.5	C102—C100—H100	120.5
N5—C44—C49	123.6 (2)	C60—C100—H100	120.5
N5—C44—C67	115.4 (2)	C100—C102—C105	119.1 (3)
C49—C44—C67	121.1 (2)	C100—C102—H102	120.4
N1—C45—C28	115.1 (2)	C105—C102—H102	120.4
N1—C45—C24	123.6 (2)	C67—C105—C102	118.8 (3)
C28—C45—C24	121.3 (2)	C67—C105—H105	120.6
N3—C48—C56	124.3 (2)	C102—C105—H105	120.6
N3—C48—H48	117.9	N4—O3—H3	109.5
C56—C48—H48	117.9

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···Cl3	0.82	2.22	2.960 (2)	150
O2—H2···Cl4	0.82	2.18	2.920 (2)	150
O3—H3···Cl2	0.82	2.18	2.920 (2)	149

Experimental details

Crystal data
Chemical formula	[SmCl₃(C₁₂H₁₀N₂O)₃]
M_r	851.37
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	8.6415 (17), 10.422 (2), 19.771 (4)
α, β, γ (°)	92.18 (3), 94.47 (3), 92.62 (3)
V (Å³)	1771.8 (6)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.93
Crystal size (mm)	0.30 × 0.17 × 0.12

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2000)
T_min, T_max	0.595, 0.802
No. of measured, independent and observed [I > 2σ(I)] reflections	32032, 8553, 7752
R_int	0.073
(sin θ/λ)_max (Å⁻¹)	0.661

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.029, 0.068, 1.04
No. of reflections	8553
No. of parameters	445
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.97, −0.62

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Sm1—N1	2.578 (2)	Sm1—N3	2.713 (2)
Sm1—N2	2.634 (2)	Sm1—Cl3	2.7501 (9)
Sm1—N6	2.649 (2)	Sm1—Cl4	2.7658 (9)
Sm1—N4	2.668 (2)	Sm1—Cl2	2.8114 (10)
Sm1—N5	2.673 (2)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···Cl3	0.82	2.22	2.960 (2)	150
O2—H2···Cl4	0.82	2.18	2.920 (2)	150
O3—H3···Cl2	0.82	2.18	2.920 (2)	149

Acknowledgements

The authors appreciate the financial support of the Hundreds of Talents Program (grant No. 2005012) of CAS, the Natural Science Foundation of China (grant No. 20872105), `Qinglan Project' of Jiangsu Province (grant No. Bu109805) and the Open Project of the Key Laboratory for Magnetism and Magnetic Materials of the Ministry of Education of Lanzhou University (grant No. LZUMMM2010003).

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