Di­chloro(2,2',4,4',6,6'-hexa­methyl-m-ter­phenyl)­bis(N-methyl­imidazole)(tetra­hydro­furan)­samarium(III) toluene disolvate

The molecular structure of [Sm(C₂₄H₂₅)Cl₂(C₄H₆N₂)₂(C₄H₈O)]·2C₇H₈, a novel Lewis base adduct of DmpSmCl₂ (Dmp = 2,6-dimesityl­phenyl), is reported. It features a monomeric six-coordinate distorted octahedral arrangement (the mer isomer) about the metal atom, which is coordinated by two different Lewis bases. A weak hydrogen-bonding interaction is present between neighboring mol­ecules. The mol­ecule lies on a twofold rotation axis and the asymmetric unit also contains a mol­ecule of toluene.

Key indicators

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.008 Å
• R factor = 0.043
• wR factor = 0.105
• Data-to-parameter ratio = 17.6

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry

General Notes



FORMU_01  There is a discrepancy between the atom counts in the
          _chemical_formula_sum and _chemical_formula_moiety. This is
          usually due to the moiety formula being in the wrong format.
          Atom count from _chemical_formula_sum:   C50 H61 Cl2 N4 O1 Sm1
          Atom count from _chemical_formula_moiety:

---

Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT and SHELXTL (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

(I)

Crystal data

[Sm(C24H25)(C4H6N2)2(C4H8O)Cl2]·2C7H8	F(000) = 1972
Mr = 955.28	Dx = 1.341 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 7462 reflections
a = 21.5031 (2) Å	θ = 2.1–28.2°
b = 13.9259 (2) Å	µ = 1.39 mm^−1
c = 17.6668 (2) Å	T = 173 K
β = 116.5360 (4)°	Block, yellow
V = 4733.01 (10) Å^3	0.50 × 0.40 × 0.20 mm
Z = 4

Data collection

Bruker APEX CCD area-detector diffractometer	4686 independent reflections
Radiation source: fine-focus sealed tube	4054 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.026
φ and ω scans	θmax = 26.5°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −26→23
Tmin = 0.543, Tmax = 0.768	k = −15→17
10236 measured reflections	l = −22→18

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)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.105	H-atom parameters constrained
S = 1.21	w = 1/[σ^2(Fo^2) + (0.0301P)^2 + 28.1537P] where P = (Fo^2 + 2Fc^2)/3
4686 reflections	(Δ/σ)max = 0.005
267 parameters	Δρmax = 0.95 e Å^−3
0 restraints	Δρmin = −0.56 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Sm1	0.5000	0.00112 (2)	0.7500	0.02381 (10)
Cl1	0.42150 (6)	0.02205 (8)	0.58340 (7)	0.0366 (3)
O1	0.5000	0.1879 (3)	0.7500	0.0415 (12)
N1	0.4023 (2)	0.0618 (2)	0.7775 (2)	0.0296 (8)
N2	0.3473 (2)	0.1300 (3)	0.8428 (2)	0.0355 (9)
C1	0.5000	−0.1807 (4)	0.7500	0.0218 (11)
C2	0.4472 (2)	−0.2356 (3)	0.7569 (2)	0.0236 (8)
C3	0.4467 (3)	−0.3361 (3)	0.7558 (3)	0.0328 (10)
H3A	0.4097	−0.3701	0.7591	0.039*
C4	0.5000	−0.3860 (4)	0.7500	0.0381 (16)
H4A	0.5000	−0.4542	0.7500	0.046*
C5	0.3268 (2)	−0.1626 (3)	0.6954 (3)	0.0289 (9)
C6	0.2729 (2)	−0.1211 (3)	0.7072 (3)	0.0330 (10)
H6A	0.2313	−0.1037	0.6591	0.040*
C7	0.2781 (3)	−0.1043 (3)	0.7876 (3)	0.0360 (10)
C8	0.3388 (3)	−0.1306 (3)	0.8572 (3)	0.0349 (10)
H8A	0.3426	−0.1207	0.9123	0.042*
C9	0.3945 (2)	−0.1710 (3)	0.8487 (3)	0.0280 (9)
C10	0.3885 (2)	−0.1878 (3)	0.7670 (2)	0.0245 (8)
C11	0.3181 (2)	−0.1813 (4)	0.6068 (3)	0.0377 (11)
H11A	0.2751	−0.1510	0.5656	0.057*
H11B	0.3158	−0.2507	0.5965	0.057*
H11C	0.3578	−0.1543	0.6008	0.057*
C12	0.2184 (3)	−0.0596 (5)	0.7987 (4)	0.0575 (15)
H12A	0.2320	−0.0506	0.8591	0.086*
H12B	0.1778	−0.1020	0.7741	0.086*
H12C	0.2067	0.0028	0.7699	0.086*
C13	0.4611 (3)	−0.1948 (4)	0.9268 (3)	0.0382 (11)
H13A	0.4558	−0.1787	0.9776	0.057*
H13B	0.4995	−0.1575	0.9262	0.057*
H13C	0.4711	−0.2635	0.9270	0.057*
C14	0.4011 (2)	0.0756 (3)	0.8510 (3)	0.0327 (10)
H14A	0.4344	0.0498	0.9032	0.039*
C15	0.3107 (3)	0.1532 (4)	0.7585 (3)	0.0408 (11)
H15A	0.2701	0.1917	0.7333	0.049*
C16	0.3442 (3)	0.1101 (4)	0.7190 (3)	0.0398 (11)
H16A	0.3302	0.1124	0.6598	0.048*
C17	0.3300 (3)	0.1593 (4)	0.9111 (3)	0.0498 (13)
H17A	0.3646	0.1330	0.9650	0.075*
H17B	0.2838	0.1349	0.8993	0.075*
H17C	0.3301	0.2295	0.9146	0.075*
C18	0.4905 (4)	0.2485 (4)	0.6794 (4)	0.0607 (17)
H18A	0.5291	0.2391	0.6641	0.073*
H18B	0.4462	0.2325	0.6296	0.073*
C19	0.4891 (5)	0.3474 (4)	0.7051 (4)	0.093 (3)
H19A	0.4416	0.3741	0.6747	0.111*
H19B	0.5210	0.3873	0.6917	0.111*
C20	0.1582 (4)	0.0697 (6)	0.5155 (5)	0.081 (2)
C21	0.1296 (3)	0.0760 (5)	0.5734 (4)	0.0617 (18)
H21A	0.1373	0.1322	0.6069	0.074*
C22	0.0909 (4)	0.0026 (6)	0.5821 (5)	0.084 (3)
H22A	0.0728	0.0088	0.6221	0.101*
C23	0.0781 (4)	−0.0763 (6)	0.5366 (4)	0.077 (2)
H23A	0.0513	−0.1266	0.5437	0.092*
C24	0.1045 (3)	−0.0850 (5)	0.4777 (4)	0.0600 (17)
H24A	0.0943	−0.1418	0.4446	0.072*
C25	0.1443 (4)	−0.0162 (5)	0.4651 (4)	0.0658 (18)
H25A	0.1620	−0.0247	0.4250	0.079*
C26	0.2002 (6)	0.1452 (7)	0.5039 (6)	0.118 (4)
H26A	0.2049	0.1988	0.5419	0.177*
H26B	0.1776	0.1676	0.4451	0.177*
H26C	0.2463	0.1197	0.5167	0.177*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sm1	0.03036 (17)	0.01505 (14)	0.02346 (15)	0.000	0.00974 (11)	0.000
Cl1	0.0414 (6)	0.0337 (6)	0.0254 (5)	−0.0050 (4)	0.0065 (4)	0.0015 (4)
O1	0.057 (3)	0.020 (2)	0.055 (3)	0.000	0.032 (3)	0.000
N1	0.032 (2)	0.0223 (18)	0.0344 (19)	−0.0004 (14)	0.0147 (16)	0.0003 (14)
N2	0.038 (2)	0.030 (2)	0.039 (2)	0.0062 (17)	0.0173 (18)	0.0014 (16)
C1	0.025 (3)	0.018 (3)	0.022 (3)	0.000	0.011 (2)	0.000
C2	0.025 (2)	0.0204 (19)	0.0228 (19)	−0.0026 (15)	0.0088 (16)	0.0000 (15)
C3	0.042 (3)	0.021 (2)	0.036 (2)	−0.0063 (18)	0.018 (2)	−0.0005 (17)
C4	0.054 (4)	0.018 (3)	0.046 (4)	0.000	0.026 (3)	0.000
C5	0.029 (2)	0.028 (2)	0.030 (2)	−0.0089 (17)	0.0132 (18)	−0.0005 (17)
C6	0.022 (2)	0.033 (2)	0.040 (2)	−0.0019 (18)	0.0108 (19)	0.0033 (19)
C7	0.034 (3)	0.031 (2)	0.051 (3)	−0.0022 (19)	0.025 (2)	0.000 (2)
C8	0.045 (3)	0.035 (2)	0.031 (2)	−0.008 (2)	0.023 (2)	−0.0023 (19)
C9	0.031 (2)	0.023 (2)	0.029 (2)	−0.0036 (17)	0.0135 (18)	0.0001 (16)
C10	0.029 (2)	0.0176 (18)	0.026 (2)	−0.0048 (15)	0.0116 (17)	−0.0006 (15)
C11	0.031 (3)	0.049 (3)	0.028 (2)	−0.007 (2)	0.0084 (19)	0.001 (2)
C12	0.051 (4)	0.067 (4)	0.068 (4)	0.010 (3)	0.039 (3)	0.001 (3)
C13	0.041 (3)	0.045 (3)	0.025 (2)	0.000 (2)	0.012 (2)	0.0029 (19)
C14	0.031 (2)	0.024 (2)	0.040 (2)	0.0022 (18)	0.013 (2)	0.0028 (18)
C15	0.032 (3)	0.047 (3)	0.039 (3)	0.008 (2)	0.012 (2)	0.003 (2)
C16	0.040 (3)	0.040 (3)	0.034 (2)	0.009 (2)	0.011 (2)	0.005 (2)
C17	0.056 (4)	0.051 (3)	0.048 (3)	0.014 (3)	0.029 (3)	0.001 (2)
C18	0.099 (5)	0.027 (3)	0.059 (4)	0.007 (3)	0.037 (4)	0.009 (2)
C19	0.164 (9)	0.026 (3)	0.073 (4)	0.004 (4)	0.039 (5)	0.005 (3)
C20	0.058 (4)	0.063 (4)	0.076 (5)	0.009 (3)	−0.010 (4)	0.010 (4)
C21	0.044 (4)	0.067 (4)	0.053 (4)	0.013 (3)	0.004 (3)	−0.025 (3)
C22	0.041 (4)	0.101 (6)	0.086 (5)	0.009 (4)	0.007 (3)	−0.034 (5)
C23	0.054 (4)	0.096 (6)	0.062 (4)	0.024 (4)	0.010 (3)	−0.016 (4)
C24	0.058 (4)	0.065 (4)	0.045 (3)	0.022 (3)	0.012 (3)	−0.002 (3)
C25	0.069 (4)	0.058 (4)	0.054 (4)	0.011 (3)	0.013 (3)	0.001 (3)
C26	0.124 (8)	0.094 (7)	0.088 (6)	−0.009 (6)	0.004 (6)	0.022 (5)

Geometric parameters (Å, º)

Sm1—N1^i	2.505 (4)	C12—H12A	0.980
Sm1—N1	2.505 (4)	C12—H12B	0.980
Sm1—C1	2.532 (5)	C12—H12C	0.980
Sm1—O1	2.601 (4)	C13—H13A	0.980
Sm1—Cl1	2.6754 (10)	C13—H13B	0.980
Sm1—Cl1^i	2.6754 (10)	C13—H13C	0.980
O1—C18	1.442 (6)	C14—H14A	0.950
O1—C18^i	1.442 (6)	C15—C16	1.348 (7)
N1—C14	1.324 (6)	C15—H15A	0.950
N1—C16	1.388 (6)	C16—H16A	0.950
N2—C14	1.335 (6)	C17—H17A	0.980
N2—C15	1.377 (6)	C17—H17B	0.980
N2—C17	1.470 (6)	C17—H17C	0.980
C1—C2^i	1.418 (5)	C18—C19	1.455 (8)
C1—C2	1.418 (5)	C18—H18A	0.990
C2—C3	1.400 (6)	C18—H18B	0.990
C2—C10	1.507 (6)	C19—C19^i	1.440 (14)
C3—C4	1.383 (6)	C19—H19A	0.990
C3—H3A	0.950	C19—H19B	0.990
C4—C3^i	1.383 (6)	C20—C25	1.441 (10)
C4—H4A	0.950	C20—C21	1.411 (11)
C5—C6	1.392 (6)	C20—C26	1.459 (12)
C5—C10	1.409 (6)	C21—C22	1.369 (11)
C5—C11	1.514 (6)	C21—H21A	0.950
C6—C7	1.394 (7)	C22—C23	1.316 (10)
C6—H6A	0.950	C22—H22A	0.950
C7—C8	1.384 (7)	C23—C24	1.395 (10)
C7—C12	1.515 (7)	C23—H23A	0.950
C8—C9	1.390 (7)	C24—C25	1.367 (10)
C8—H8A	0.950	C24—H24A	0.950
C9—C10	1.410 (6)	C25—H25A	0.950
C9—C13	1.516 (6)	C26—H26A	0.980
C11—H11A	0.980	C26—H26B	0.980
C11—H11B	0.980	C26—H26C	0.980
C11—H11C	0.980
N1^i—Sm1—N1	140.56 (16)	H12A—C12—H12B	109.5
N1^i—Sm1—C1	109.72 (8)	C7—C12—H12C	109.5
N1—Sm1—C1	109.72 (8)	H12A—C12—H12C	109.5
N1^i—Sm1—O1	70.28 (8)	H12B—C12—H12C	109.5
N1—Sm1—O1	70.28 (8)	C9—C13—H13A	109.5
C1—Sm1—O1	180	C9—C13—H13B	109.5
N1^i—Sm1—Cl1	85.48 (9)	H13A—C13—H13B	109.5
N1—Sm1—Cl1	90.30 (9)	C9—C13—H13C	109.5
C1—Sm1—Cl1	96.25 (2)	H13A—C13—H13C	109.5
O1—Sm1—Cl1	83.75 (2)	H13B—C13—H13C	109.5
N1^i—Sm1—Cl1^i	90.30 (9)	N1—C14—N2	111.8 (4)
N1—Sm1—Cl1^i	85.48 (9)	N1—C14—H14A	124.1
C1—Sm1—Cl1^i	96.25 (2)	N2—C14—H14A	124.1
O1—Sm1—Cl1^i	83.75 (2)	C16—C15—N2	106.1 (4)
Cl1—Sm1—Cl1^i	167.50 (5)	C16—C15—H15A	127.0
C18—O1—C18^i	108.5 (5)	N2—C15—H15A	127.0
C18—O1—Sm1	125.8 (3)	C15—C16—N1	109.9 (4)
C18^i—O1—Sm1	125.8 (3)	C15—C16—H16A	125.0
C14—N1—C16	104.8 (4)	N1—C16—H16A	125.0
C14—N1—Sm1	128.7 (3)	N2—C17—H17A	109.5
C16—N1—Sm1	124.8 (3)	N2—C17—H17B	109.5
C14—N2—C15	107.4 (4)	H17A—C17—H17B	109.5
C14—N2—C17	126.4 (4)	N2—C17—H17C	109.5
C15—N2—C17	126.2 (4)	H17A—C17—H17C	109.5
C2^i—C1—C2	114.7 (5)	H17B—C17—H17C	109.5
C2^i—C1—Sm1	122.6 (2)	C19—C18—O1	107.4 (5)
C2—C1—Sm1	122.6 (2)	C19—C18—H18A	110.2
C3—C2—C1	122.7 (4)	O1—C18—H18A	110.2
C3—C2—C10	116.1 (4)	C19—C18—H18B	110.2
C1—C2—C10	121.1 (4)	O1—C18—H18B	110.2
C2—C3—C4	120.0 (4)	H18A—C18—H18B	108.5
C2—C3—H3A	120.0	C18—C19—C19^i	107.6 (4)
C4—C3—H3A	120.0	C18—C19—H19A	110.2
C3^i—C4—C3	119.7 (6)	C19^i—C19—H19A	110.2
C3^i—C4—H4A	120.1	C18—C19—H19B	110.2
C3—C4—H4A	120.1	C19^i—C19—H19B	110.2
C6—C5—C10	118.8 (4)	H19A—C19—H19B	108.5
C6—C5—C11	120.0 (4)	C25—C20—C21	117.5 (7)
C10—C5—C11	121.2 (4)	C25—C20—C26	118.8 (9)
C5—C6—C7	122.0 (4)	C21—C20—C26	123.7 (8)
C5—C6—H6A	119.0	C22—C21—C20	121.2 (7)
C7—C6—H6A	119.0	C22—C21—H21A	119.4
C8—C7—C6	118.3 (4)	C20—C21—H21A	119.4
C8—C7—C12	120.8 (5)	C23—C22—C21	121.7 (9)
C6—C7—C12	120.9 (5)	C23—C22—H22A	119.1
C7—C8—C9	121.9 (4)	C21—C22—H22A	119.1
C7—C8—H8A	119.1	C22—C23—C24	118.9 (9)
C9—C8—H8A	119.1	C22—C23—H23A	120.5
C8—C9—C10	119.2 (4)	C24—C23—H23A	120.5
C8—C9—C13	120.0 (4)	C25—C24—C23	123.6 (7)
C10—C9—C13	120.8 (4)	C25—C24—H24A	118.2
C5—C10—C9	119.8 (4)	C23—C24—H24A	118.2
C5—C10—C2	120.4 (4)	C24—C25—C20	116.9 (7)
C9—C10—C2	119.8 (4)	C24—C25—H25A	121.5
C5—C11—H11A	109.5	C20—C25—H25A	121.5
C5—C11—H11B	109.5	C20—C26—H26A	109.5
H11A—C11—H11B	109.5	C20—C26—H26B	109.5
C5—C11—H11C	109.5	H26A—C26—H26B	109.5
H11A—C11—H11C	109.5	C20—C26—H26C	109.5
H11B—C11—H11C	109.5	H26A—C26—H26C	109.5
C7—C12—H12A	109.5	H26B—C26—H26C	109.5
C7—C12—H12B	109.5

Symmetry code: (i) −x+1, y, −z+3/2.