Di-μ-oxido-bis­({2,2′-[ethane-1,2-diylbis(nitrilo­methanylyl­idene)]diphen­olato}titanium(IV)) chloro­form disolvate

Zaitsev, K.V.; Karlov, S.S.; Piskun, Y.A.; Vasilenko, I.V.; Churakov, A.V.

doi:10.1107/S1600536813029656

metal-organic compounds

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ISSN: 2056-9890

Volume 69| Part 12| December 2013| Pages m635-m636

doi:10.1107/S1600536813029656

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Di-μ-oxido-bis({2,2′-[ethane-1,2-diylbis(nitrilomethanylylidene)]diphenolato}titanium(IV)) chloroform disolvate

Kirill V. Zaitsev,^a Sergey S. Karlov,^a Yulia A. Piskun,^b Irina V. Vasilenko ^b and Andrei V. Churakov ^c ^*

^aDepartment of Chemistry, M.V. Lomonosov Moscow State University, Leninskie Gory 1/3, Moscow 119991, Russian Federation, ^bBelarussian State University, Phys. Chem. Problems Res. Inst., 14 Leningradskaya St, Minsk 220030, Republic of Belarus, and ^cInstitute of General and Inorganic Chemistry, Russian Academy of Sciences, Leninskii Prosp. 31, Moscow 119991, Russian Federation
^*Correspondence e-mail: churakov@igic.ras.ru.ru

(Received 20 October 2013; accepted 28 October 2013; online 6 November 2013)

In the title structure, [Ti₂(C₁₆H₁₆N₂O₂)₂O₂]·2CHCl₃, the Ti atom is coordinated in a distorted octahedral geometry by the O,N,N′,O′ donor set of the salalen ligand and by two μ₂-oxide O atoms, which bridge two Ti(salalen) fragments into a centrosymmetric dimeric unit. In the central Ti₂(μ₂-O)₂ fragment, the metal–oxygen distances are significantly different [1.7962 (19) and 1.9292 (19) Å]. In the crystal, the chloroform molecule is anchored via an N—H⋯Cl and a bifurcated C—H⋯(O,O) hydrogen bond. Slipped π–π stacking [shortest C⋯C distance = 3.585 (4) Å] and C—H⋯π interactions contribute to the coherence of the structure.

CCDC reference: 969061

Related literature

For general background to the chemistry affording the tetradentate salalen ligand, see: Matsumoto et al. (2005 , 2007 ). For the crystal structure of a salalen complex, see: Taylor et al. (2006 ). For the structure of the parent titanium salen compound, see: Tsuchimoto (2001 ). For our previous work on titanium(IV) complexes with polydentate N,O-ligands, see: Zaitsev et al. (2006 , 2008 ).

Experimental

Crystal data

[Ti₂(C₁₆H₁₆N₂O₂)₂O₂]·2CHCl₃
M_r = 903.15
Triclinic, $[P \overline 1]$
a = 10.237 (3) Å
b = 10.356 (3) Å
c = 10.936 (3) Å
α = 117.075 (4)°
β = 93.113 (4)°
γ = 110.463 (4)°
V = 935.0 (4) Å³
Z = 1
Mo Kα radiation
μ = 0.91 mm⁻¹
T = 150 K
0.08 × 0.06 × 0.01 mm

Data collection

Bruker SMART APEXII diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2008 ) T_min = 0.931, T_max = 0.991
8213 measured reflections
3668 independent reflections
2761 reflections with I > 2σ(I)
R_int = 0.037

Refinement

R[F² > 2σ(F²)] = 0.041
wR(F²) = 0.092
S = 1.03
3668 reflections
238 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.41 e Å⁻³
Δρ_min = −0.43 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

Cg1 and Cg2 are the centroids of the C11–C16 and C21–C26 rings, respectively.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2⋯Cl3ⁱ	0.81 (3)	2.84 (3)	3.575 (3)	151 (3)
C1—H1⋯O2	1.00	2.55	3.506 (4)	160
C1—H1⋯O3	1.00	2.51	3.257 (4)	131
C17—H17⋯Cg2ⁱⁱ	0.95	2.81	3.754 (4)	174
C23—H23⋯Cg1ⁱⁱⁱ	0.95	2.86	3.747 (4)	156
Symmetry codes: (i) -x+1, -y+1, -z; (ii) -x+1, -y+2, -z; (iii) x-1, y, z.

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supporting information

CCDC reference: 969061

Crystal structure: contains datablock I. DOI: 10.1107/S1600536813029656/qk2062sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536813029656/qk2062Isup2.hkl

Supporting information file. DOI: 10.1107/S1600536813029656/qk2062Isup3.mol

checkCIF report

Comment top

As a part of our investigation on chemistry of titanium complexes based on tridentate or tetradentate ligands (Zaitsev et al., 2006, 2008) we obtained and studied the structure of the titanium compound [(salalen)TiO]₂.

The title titanium salalen complex is centrosymmetric. Both Ti atoms are linked by µ₂-oxo briges and possess a distorted octahedral coordination environment with cis interligand angles ranging from 81.27 (9) to 101.11 (8)°. In the central Ti₂(µ²-O)₂ fragment, metal-oxygen distances are significantly different (1.7962 (19) and 1.9292 (19) Å).

In the crystal, the solvent chloroform molecule forms bifurcated C—H···O hydrogen bond with the main molecule with C···O separations of 3.257 (4) and 3.506 (4) Å.

To the best of our knowledge, the title compound represents the second example of structurally characterized salalen complex (Taylor et al., 2006).

Related literature top

For general background to the chemistry affording the tetradentate salalen ligand, see: Matsumoto et al. (2005, 2007). For the crystal structure of a salalen complex, see Taylor et al. (2006). For the structure of the parent titanium salalen compound, see: Tsuchimoto (2001). For our previous work on titanium(IV) complexes with polydentate N,O-ligands, see: Zaitsev et al. (2006, 2008).

Experimental top

The several crystals of the title salalen complex were unexpectedly obtained after attempt to recrystallize the parent [(salalen)TiO]₂ (Tsuchimoto, 2001) compound from a hexane-chloroform mixture.

Computing details top

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (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, showing the numbering scheme adopted. Displacement ellipsoids are shown at the 50% probability level. Hydrogen atoms are omitted for clarity. Trailing A in the atom labels indicates symmetry transformation 1-x, 2-y, 1-z.

Di-µ-oxido-bis({2,2'-[ethane-1,2-diylbis(nitrilomethanylylidene)]diphenolato}titanium(IV)) chloroform disolvate top

Crystal data top

[Ti₂(C₁₆H₁₆N₂O₂)₂O₂]·2CHCl₃	Z = 1
M_r = 903.15	F(000) = 460
Triclinic, P1	D_x = 1.604 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.237 (3) Å	Cell parameters from 1919 reflections
b = 10.356 (3) Å	θ = 2.2–25.7°
c = 10.936 (3) Å	µ = 0.91 mm⁻¹
α = 117.075 (4)°	T = 150 K
β = 93.113 (4)°	Plate, light-yellow
γ = 110.463 (4)°	0.08 × 0.06 × 0.01 mm
V = 935.0 (4) Å³

Data collection top

Bruker SMART APEXII diffractometer	3668 independent reflections
Radiation source: fine-focus sealed tube	2761 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.037
ω scans	θ_max = 26.0°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2008)	h = −12→12
T_min = 0.931, T_max = 0.991	k = −12→12
8213 measured reflections	l = −13→13

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)] = 0.041	Hydrogen site location: difference Fourier map
wR(F²) = 0.092	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ²(F_o²) + (0.0393P)² + 0.3887P] where P = (F_o² + 2F_c²)/3
3668 reflections	(Δ/σ)_max < 0.001
238 parameters	Δρ_max = 0.41 e Å⁻³
0 restraints	Δρ_min = −0.43 e Å⁻³

Crystal data top

[Ti₂(C₁₆H₁₆N₂O₂)₂O₂]·2CHCl₃	γ = 110.463 (4)°
M_r = 903.15	V = 935.0 (4) Å³
Triclinic, P1	Z = 1
a = 10.237 (3) Å	Mo Kα radiation
b = 10.356 (3) Å	µ = 0.91 mm⁻¹
c = 10.936 (3) Å	T = 150 K
α = 117.075 (4)°	0.08 × 0.06 × 0.01 mm
β = 93.113 (4)°

Data collection top

Bruker SMART APEXII diffractometer	3668 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2008)	2761 reflections with I > 2σ(I)
T_min = 0.931, T_max = 0.991	R_int = 0.037
8213 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.041	0 restraints
wR(F²) = 0.092	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	Δρ_max = 0.41 e Å⁻³
3668 reflections	Δρ_min = −0.43 e Å⁻³
238 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
Ti1	0.50658 (5)	0.65403 (6)	0.05634 (5)	0.01468 (14)
O1	0.6684 (2)	0.7828 (2)	0.21655 (19)	0.0185 (4)
O2	0.3932 (2)	0.7673 (2)	0.13984 (19)	0.0186 (4)
O3	0.4197 (2)	0.4842 (2)	0.07711 (19)	0.0179 (4)
N1	0.6242 (2)	0.8318 (3)	−0.0058 (2)	0.0166 (5)
N2	0.3580 (3)	0.5823 (3)	−0.1413 (3)	0.0198 (5)
H2	0.374 (3)	0.509 (4)	−0.198 (3)	0.030*
C11	0.7673 (3)	0.9337 (3)	0.2842 (3)	0.0166 (6)
C12	0.8403 (3)	1.0016 (3)	0.4247 (3)	0.0217 (6)
H12	0.8190	0.9395	0.4696	0.026*
C13	0.9432 (3)	1.1579 (4)	0.4998 (3)	0.0285 (7)
H13	0.9911	1.2026	0.5960	0.034*
C14	0.9772 (3)	1.2501 (4)	0.4359 (3)	0.0328 (8)
H14	1.0475	1.3578	0.4879	0.039*
C15	0.9077 (3)	1.1837 (4)	0.2962 (3)	0.0274 (7)
H15	0.9326	1.2463	0.2519	0.033*
C16	0.8012 (3)	1.0262 (3)	0.2176 (3)	0.0191 (6)
C17	0.7329 (3)	0.9660 (3)	0.0716 (3)	0.0186 (6)
H17	0.7713	1.0303	0.0308	0.022*
C18	0.5634 (3)	0.7824 (4)	−0.1528 (3)	0.0226 (7)
H18A	0.5968	0.7047	−0.2195	0.027*
H18B	0.5944	0.8762	−0.1659	0.027*
C21	0.2627 (3)	0.7615 (3)	0.1055 (3)	0.0190 (6)
C22	0.2212 (3)	0.8734 (4)	0.2051 (3)	0.0236 (7)
H22	0.2850	0.9515	0.2964	0.028*
C23	0.0879 (3)	0.8713 (4)	0.1718 (4)	0.0303 (8)
H23	0.0617	0.9490	0.2401	0.036*
C24	−0.0073 (3)	0.7581 (4)	0.0410 (4)	0.0323 (8)
H24	−0.0991	0.7565	0.0192	0.039*
C25	0.0326 (3)	0.6466 (4)	−0.0583 (3)	0.0268 (7)
H25	−0.0333	0.5679	−0.1484	0.032*
C26	0.1668 (3)	0.6469 (3)	−0.0294 (3)	0.0210 (6)
C27	0.2045 (3)	0.5213 (3)	−0.1398 (3)	0.0243 (7)
H27A	0.1818	0.4316	−0.1214	0.029*
H27B	0.1437	0.4789	−0.2346	0.029*
C28	0.4012 (3)	0.7066 (3)	−0.1807 (3)	0.0232 (7)
H28A	0.3675	0.7892	−0.1244	0.028*
H28B	0.3562	0.6586	−0.2825	0.028*
C1	0.4183 (3)	0.6758 (4)	0.4095 (3)	0.0325 (8)
H1	0.4220	0.6818	0.3210	0.039*
Cl1	0.26515 (9)	0.50389 (11)	0.37249 (10)	0.0455 (3)
Cl2	0.40908 (11)	0.84731 (11)	0.54051 (11)	0.0507 (3)
Cl3	0.57585 (8)	0.66277 (9)	0.46628 (8)	0.0301 (2)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ti1	0.0197 (3)	0.0154 (3)	0.0121 (3)	0.0095 (2)	0.0039 (2)	0.0078 (2)
O1	0.0219 (11)	0.0170 (10)	0.0174 (10)	0.0081 (9)	0.0017 (8)	0.0096 (9)
O2	0.0198 (11)	0.0202 (10)	0.0149 (10)	0.0119 (9)	0.0027 (8)	0.0059 (9)
O3	0.0226 (11)	0.0189 (10)	0.0172 (10)	0.0111 (9)	0.0089 (8)	0.0110 (9)
N1	0.0229 (13)	0.0180 (12)	0.0131 (12)	0.0119 (11)	0.0051 (10)	0.0085 (11)
N2	0.0263 (14)	0.0197 (13)	0.0166 (13)	0.0136 (12)	0.0053 (11)	0.0086 (11)
C11	0.0152 (14)	0.0162 (14)	0.0186 (15)	0.0091 (12)	0.0042 (12)	0.0072 (12)
C12	0.0233 (16)	0.0232 (16)	0.0188 (15)	0.0084 (13)	0.0025 (13)	0.0121 (13)
C13	0.0305 (18)	0.0246 (17)	0.0209 (16)	0.0071 (15)	−0.0028 (14)	0.0086 (14)
C14	0.0296 (19)	0.0222 (17)	0.0306 (19)	−0.0002 (15)	−0.0005 (15)	0.0101 (15)
C15	0.0301 (18)	0.0219 (16)	0.0273 (17)	0.0049 (14)	0.0054 (14)	0.0150 (14)
C16	0.0204 (15)	0.0196 (15)	0.0182 (15)	0.0107 (13)	0.0029 (12)	0.0088 (13)
C17	0.0230 (16)	0.0213 (16)	0.0189 (15)	0.0133 (14)	0.0091 (13)	0.0126 (13)
C18	0.0290 (17)	0.0245 (16)	0.0170 (15)	0.0103 (14)	0.0070 (13)	0.0131 (13)
C21	0.0198 (16)	0.0210 (15)	0.0254 (16)	0.0096 (13)	0.0081 (13)	0.0179 (14)
C22	0.0255 (17)	0.0278 (17)	0.0234 (16)	0.0147 (14)	0.0094 (13)	0.0148 (14)
C23	0.0337 (19)	0.043 (2)	0.0357 (19)	0.0273 (17)	0.0198 (16)	0.0273 (17)
C24	0.0239 (18)	0.053 (2)	0.043 (2)	0.0217 (17)	0.0167 (16)	0.0374 (19)
C25	0.0199 (16)	0.0364 (18)	0.0319 (18)	0.0100 (14)	0.0061 (14)	0.0246 (16)
C26	0.0228 (16)	0.0233 (16)	0.0232 (16)	0.0100 (14)	0.0069 (13)	0.0164 (14)
C27	0.0201 (16)	0.0229 (16)	0.0228 (16)	0.0049 (13)	−0.0041 (13)	0.0102 (14)
C28	0.0301 (17)	0.0268 (16)	0.0180 (15)	0.0137 (14)	0.0055 (13)	0.0143 (14)
C1	0.0328 (19)	0.053 (2)	0.0273 (18)	0.0241 (17)	0.0141 (15)	0.0276 (17)
Cl1	0.0276 (5)	0.0486 (6)	0.0434 (5)	0.0112 (4)	0.0027 (4)	0.0147 (5)
Cl2	0.0553 (6)	0.0449 (6)	0.0706 (7)	0.0339 (5)	0.0283 (5)	0.0328 (5)
Cl3	0.0289 (4)	0.0344 (5)	0.0295 (4)	0.0154 (4)	0.0090 (3)	0.0164 (4)

Geometric parameters (Å, º) top

Ti1—O3	1.7962 (19)	C16—C17	1.447 (4)
Ti1—O1	1.8991 (19)	C17—H17	0.9500
Ti1—O2	1.9102 (19)	C18—C28	1.511 (4)
Ti1—O3ⁱ	1.9292 (19)	C18—H18A	0.9900
Ti1—N2	2.220 (2)	C18—H18B	0.9900
Ti1—N1	2.232 (2)	C21—C22	1.399 (4)
Ti1—Ti1ⁱ	2.7958 (12)	C21—C26	1.408 (4)
O1—C11	1.332 (3)	C22—C23	1.383 (4)
O2—C21	1.341 (3)	C22—H22	0.9500
O3—Ti1ⁱ	1.9292 (19)	C23—C24	1.376 (5)
N1—C17	1.277 (3)	C23—H23	0.9500
N1—C18	1.468 (3)	C24—C25	1.384 (4)
N2—C28	1.471 (4)	C24—H24	0.9500
N2—C27	1.479 (4)	C25—C26	1.392 (4)
N2—H2	0.81 (3)	C25—H25	0.9500
C11—C12	1.393 (4)	C26—C27	1.507 (4)
C11—C16	1.414 (4)	C27—H27A	0.9900
C12—C13	1.382 (4)	C27—H27B	0.9900
C12—H12	0.9500	C28—H28A	0.9900
C13—C14	1.386 (4)	C28—H28B	0.9900
C13—H13	0.9500	C1—Cl2	1.742 (3)
C14—C15	1.378 (4)	C1—Cl1	1.765 (3)
C14—H14	0.9500	C1—Cl3	1.767 (3)
C15—C16	1.403 (4)	C1—H1	1.0000
C15—H15	0.9500

O3—Ti1—O1	101.11 (8)	C15—C16—C11	118.5 (3)
O3—Ti1—O2	98.43 (9)	C15—C16—C17	118.2 (3)
O1—Ti1—O2	95.69 (8)	C11—C16—C17	123.4 (3)
O3—Ti1—O3ⁱ	82.80 (9)	N1—C17—C16	124.0 (3)
O1—Ti1—O3ⁱ	100.23 (8)	N1—C17—H17	118.0
O2—Ti1—O3ⁱ	163.49 (8)	C16—C17—H17	118.0
O3—Ti1—N2	100.65 (9)	N1—C18—C28	107.2 (2)
O1—Ti1—N2	158.23 (9)	N1—C18—H18A	110.3
O2—Ti1—N2	81.27 (9)	C28—C18—H18A	110.3
O3ⁱ—Ti1—N2	82.33 (9)	N1—C18—H18B	110.3
O3—Ti1—N1	168.80 (8)	C28—C18—H18B	110.3
O1—Ti1—N1	82.93 (8)	H18A—C18—H18B	108.5
O2—Ti1—N1	91.50 (8)	O2—C21—C22	119.4 (3)
O3ⁱ—Ti1—N1	86.21 (8)	O2—C21—C26	121.7 (3)
N2—Ti1—N1	75.64 (9)	C22—C21—C26	118.9 (3)
O3—Ti1—Ti1ⁱ	43.20 (6)	C23—C22—C21	120.6 (3)
O1—Ti1—Ti1ⁱ	104.27 (6)	C23—C22—H22	119.7
O2—Ti1—Ti1ⁱ	139.09 (7)	C21—C22—H22	119.7
O3ⁱ—Ti1—Ti1ⁱ	39.60 (5)	C24—C23—C22	120.8 (3)
N2—Ti1—Ti1ⁱ	91.53 (7)	C24—C23—H23	119.6
N1—Ti1—Ti1ⁱ	125.78 (6)	C22—C23—H23	119.6
C11—O1—Ti1	136.03 (17)	C23—C24—C25	119.2 (3)
C21—O2—Ti1	138.85 (18)	C23—C24—H24	120.4
Ti1—O3—Ti1ⁱ	97.20 (9)	C25—C24—H24	120.4
C17—N1—C18	119.5 (2)	C24—C25—C26	121.6 (3)
C17—N1—Ti1	127.32 (19)	C24—C25—H25	119.2
C18—N1—Ti1	113.18 (17)	C26—C25—H25	119.2
C28—N2—C27	113.9 (2)	C25—C26—C21	118.9 (3)
C28—N2—Ti1	112.28 (17)	C25—C26—C27	119.7 (3)
C27—N2—Ti1	112.94 (17)	C21—C26—C27	121.3 (2)
C28—N2—H2	107 (2)	N2—C27—C26	113.1 (2)
C27—N2—H2	109 (2)	N2—C27—H27A	109.0
Ti1—N2—H2	100 (2)	C26—C27—H27A	109.0
O1—C11—C12	118.7 (2)	N2—C27—H27B	109.0
O1—C11—C16	122.2 (2)	C26—C27—H27B	109.0
C12—C11—C16	119.1 (3)	H27A—C27—H27B	107.8
C13—C12—C11	120.9 (3)	N2—C28—C18	109.8 (2)
C13—C12—H12	119.5	N2—C28—H28A	109.7
C11—C12—H12	119.5	C18—C28—H28A	109.7
C12—C13—C14	120.5 (3)	N2—C28—H28B	109.7
C12—C13—H13	119.7	C18—C28—H28B	109.7
C14—C13—H13	119.7	H28A—C28—H28B	108.2
C15—C14—C13	119.2 (3)	Cl2—C1—Cl1	110.39 (17)
C15—C14—H14	120.4	Cl2—C1—Cl3	109.84 (18)
C13—C14—H14	120.4	Cl1—C1—Cl3	109.57 (18)
C14—C15—C16	121.7 (3)	Cl2—C1—H1	109.0
C14—C15—H15	119.2	Cl1—C1—H1	109.0
C16—C15—H15	119.2	Cl3—C1—H1	109.0

Symmetry code: (i) −x+1, −y+1, −z.

Hydrogen-bond geometry (Å, º) top

Cg1 and Cg2 are the centroids of the C11–C16 and C21–C26 rings, respectively.

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···Cl3ⁱ	0.81 (3)	2.84 (3)	3.575 (3)	151 (3)
C1—H1···O2	1.00	2.55	3.506 (4)	160
C1—H1···O3	1.00	2.51	3.257 (4)	131
C17—H17···Cg2ⁱⁱ	0.95	2.81	3.754 (4)	174
C23—H23···Cg1ⁱⁱⁱ	0.95	2.86	3.747 (4)	156

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y+2, −z; (iii) x−1, y, z.

Hydrogen-bond geometry (Å, º) top

Cg1 and Cg2 are the centroids of the C11–C16 and C21–C26 rings, respectively.

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···Cl3ⁱ	0.81 (3)	2.84 (3)	3.575 (3)	151 (3)
C1—H1···O2	1.00	2.55	3.506 (4)	159.6
C1—H1···O3	1.00	2.51	3.257 (4)	131.4
C17—H17···Cg2ⁱⁱ	0.95	2.81	3.754 (4)	174
C23—H23···Cg1ⁱⁱⁱ	0.95	2.86	3.747 (4)	156

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y+2, −z; (iii) x−1, y, z.

Acknowledgements

This work was partially supported by the RFBR (project 12–03–90020-Bel_a) and a grant from the President of the Russian Federation to support the research of young Russian scientists and doctors (MD-3634.2012.3).

References

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Volume 69| Part 12| December 2013| Pages m635-m636

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Di-μ-oxido-bis­­({2,2′-[ethane-1,2-diylbis(nitrilo­methanylyl­­idene)]diphen­olato}titanium(IV)) chloro­form disolvate

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Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Di-μ-oxido-bis({2,2′-[ethane-1,2-diylbis(nitrilomethanylylidene)]diphenolato}titanium(IV)) chloroform disolvate