Tetra-kis[μ-N,N'-bis-(4-bromo-phen-yl)formamidinato-κN:N']dimolyb-denum(II) tetra-hydro-furan solvate.

The title complex, [Mo(2)(C(13)H(9)N(2)Br(2))(4)]·C(4)H(8)O, contains a quadruply bonded Mo(2) (4+) unit equatorially coordinated by four N,N'-bis-(4-bromo-phen-yl)formamidinate ligands, forming a dimetal paddlewheel complex. The centroid of the Mo-Mo bond is located on a special position with 2/m symmetry. In the crystal, complex mol-ecules are linked by Br⋯Br inter-actions [3.7049 (10) Å]. The disordered solvent mol-ecule could not be satisfactorily modelled and was therefore eliminated from the final refinement.

Related literature

For the nature of halogen–halogen inter­actions, see: Domercq et al. (2001 ▶); Espallargas et al. (2006 ▶). For Br⋯Br inter­actions, see: Fujiwara et al. (2006 ▶); Reddy et al. (1996 ▶). For the use of inter­molecular inter­actions in supra­molecular synthesis, see: Brammer (2004 ▶); Desiraju (1995 ▶, 2001 ▶).

Experimental

Crystal data

[Mo2(C13H9N2Br2)4]·C4H8O

M = 1604.05

Monoclinic,

a = 21.795 (4) Å

b = 10.077 (2) Å

c = 29.967 (6) Å

β = 110.67 (3)°

V = 6158 (2) Å3

Z = 4

Mo Kα radiation

μ = 5.64 mm−1

T = 293 K

0.15 × 0.13 × 0.10 mm

Data collection

BRUKER SMART 1000 diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ▶) T min = 0.429, T max = 0.569

25098 measured reflections

5995 independent reflections

3563 reflections with I > 2σ(I)

R int = 0.119

Refinement

R[F 2 > 2σ(F 2)] = 0.055

wR(F 2) = 0.151

S = 1.01

5995 reflections

317 parameters

H-atom parameters constrained

Δρmax = 1.09 e Å−3

Δρmin = −1.11 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811011202/ff2002sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811011202/ff2002Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Mo2(C13H9N2Br2)4]·C4H8O	F(000) = 3072
Mr = 1604.05	Dx = 1.730 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3824 reflections
a = 21.795 (4) Å	θ = 2.6–27.4°
b = 10.077 (2) Å	µ = 5.64 mm−1
c = 29.967 (6) Å	T = 293 K
β = 110.67 (3)°	Block, yellow
V = 6158 (2) Å3	0.15 × 0.13 × 0.10 mm
Z = 4

BRUKER SMART 1000 diffractometer	5995 independent reflections
Radiation source: fine-focus sealed tube	3563 reflections with I > 2σ(I)
graphite	Rint = 0.119
ω–scan	θmax = 26.0°, θmin = 3.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	h = −26→26
Tmin = 0.429, Tmax = 0.569	k = −11→12
25098 measured reflections	l = −36→36

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)] = 0.055	H-atom parameters constrained
wR(F2) = 0.151	w = 1/[σ2(Fo2) + (0.0563P)2] where P = (Fo2 + 2Fc2)/3
S = 1.01	(Δ/σ)max < 0.001
5995 reflections	Δρmax = 1.09 e Å−3
317 parameters	Δρmin = −1.11 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: 0.00036 (7)

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.

	x	y	z	Uiso*/Ueq
Mo1	0.28396 (3)	0.20871 (5)	0.031782 (19)	0.0376 (2)
N1	0.2149 (3)	0.1089 (5)	−0.07230 (18)	0.0397 (13)
N2	0.2911 (3)	0.0167 (4)	−0.00225 (18)	0.0385 (13)
N3	0.3695 (3)	0.2759 (5)	0.01561 (19)	0.0404 (13)
N4	0.2950 (3)	0.3690 (5)	−0.05383 (18)	0.0405 (13)
Br1	0.05852 (5)	0.01976 (10)	−0.28619 (3)	0.0768 (3)
Br2	0.49853 (4)	−0.41859 (7)	0.08672 (3)	0.0659 (3)
Br3	0.64761 (5)	0.06765 (10)	0.13147 (4)	0.0836 (3)
Br4	0.23690 (6)	0.65632 (11)	−0.24584 (3)	0.0954 (4)
C1	0.2551 (4)	0.0100 (6)	−0.0494 (2)	0.0425 (16)
H1A	0.2583	−0.0652	−0.0664	0.051*
C2	0.3574 (4)	0.3392 (6)	−0.0260 (2)	0.0438 (16)
H2A	0.3919	0.3628	−0.0357	0.053*
C11	0.1773 (3)	0.0879 (6)	−0.1214 (2)	0.0380 (15)
C12	0.1655 (4)	0.1926 (7)	−0.1543 (2)	0.0535 (19)
H12A	0.1805	0.2772	−0.1434	0.064*
C13	0.1316 (4)	0.1730 (7)	−0.2030 (3)	0.061 (2)
H13A	0.1260	0.2429	−0.2243	0.073*
C14	0.1062 (4)	0.0477 (8)	−0.2194 (3)	0.057 (2)
C15	0.1144 (4)	−0.0577 (7)	−0.1874 (3)	0.058 (2)
H15A	0.0977	−0.1413	−0.1983	0.070*
C16	0.1481 (4)	−0.0353 (7)	−0.1390 (3)	0.0530 (19)
H16A	0.1515	−0.1041	−0.1176	0.064*
C21	0.3353 (3)	−0.0897 (5)	0.0191 (2)	0.0360 (14)
C22	0.3289 (4)	−0.2199 (6)	−0.0001 (2)	0.0482 (18)
H22A	0.2927	−0.2411	−0.0268	0.058*
C23	0.3763 (4)	−0.3170 (6)	0.0208 (3)	0.0543 (19)
H23A	0.3713	−0.4021	0.0080	0.065*
C24	0.4313 (4)	−0.2864 (6)	0.0608 (3)	0.0467 (17)
C25	0.4366 (3)	−0.1634 (6)	0.0815 (2)	0.0451 (17)
H25A	0.4722	−0.1442	0.1089	0.054*
C26	0.3889 (4)	−0.0670 (6)	0.0615 (2)	0.0472 (18)
H26A	0.3925	0.0147	0.0767	0.057*
C31	0.4360 (3)	0.2377 (6)	0.0422 (2)	0.0401 (15)
C32	0.4763 (4)	0.1811 (6)	0.0178 (2)	0.0462 (17)
H32A	0.4607	0.1762	−0.0153	0.055*
C33	0.5399 (4)	0.1330 (7)	0.0446 (3)	0.0512 (18)
H33A	0.5662	0.0970	0.0291	0.061*
C34	0.5629 (4)	0.1401 (7)	0.0945 (3)	0.0513 (18)
C35	0.5243 (4)	0.1974 (6)	0.1187 (3)	0.0514 (19)
H35A	0.5403	0.2040	0.1518	0.062*
C36	0.4613 (4)	0.2443 (6)	0.0918 (2)	0.0490 (18)
H36A	0.4357	0.2810	0.1077	0.059*
C41	0.2845 (3)	0.4385 (6)	−0.0982 (2)	0.0406 (16)
C42	0.2423 (4)	0.5467 (6)	−0.1095 (2)	0.0527 (19)
H42A	0.2231	0.5759	−0.0881	0.063*
C43	0.2285 (4)	0.6121 (7)	−0.1536 (3)	0.064 (2)
H43A	0.2004	0.6848	−0.1612	0.077*
C44	0.2570 (4)	0.5676 (7)	−0.1857 (3)	0.060 (2)
C45	0.2992 (4)	0.4573 (7)	−0.1745 (3)	0.060 (2)
H45A	0.3176	0.4271	−0.1963	0.072*
C46	0.3135 (4)	0.3926 (7)	−0.1302 (2)	0.0509 (18)
H46A	0.3419	0.3204	−0.1224	0.061*

	U11	U22	U33	U12	U13	U23
Mo1	0.0420 (4)	0.0429 (3)	0.0298 (3)	0.0039 (2)	0.0151 (3)	−0.0015 (2)
N1	0.042 (4)	0.046 (3)	0.034 (3)	0.001 (2)	0.016 (3)	−0.004 (2)
N2	0.042 (4)	0.039 (3)	0.037 (3)	0.003 (2)	0.016 (3)	−0.002 (2)
N3	0.035 (3)	0.049 (3)	0.039 (3)	0.004 (2)	0.015 (3)	−0.001 (2)
N4	0.045 (4)	0.046 (3)	0.031 (3)	0.006 (2)	0.014 (3)	0.006 (2)
Br1	0.0584 (6)	0.1298 (8)	0.0361 (5)	−0.0046 (5)	0.0089 (4)	−0.0152 (4)
Br2	0.0648 (6)	0.0618 (5)	0.0715 (6)	0.0196 (4)	0.0245 (5)	0.0237 (4)
Br3	0.0522 (6)	0.1145 (8)	0.0780 (7)	0.0227 (5)	0.0152 (5)	0.0185 (5)
Br4	0.1135 (10)	0.1272 (8)	0.0507 (6)	0.0062 (7)	0.0352 (6)	0.0316 (5)
C1	0.051 (5)	0.040 (3)	0.038 (4)	−0.001 (3)	0.017 (3)	−0.011 (3)
C2	0.052 (5)	0.045 (3)	0.035 (4)	0.005 (3)	0.017 (4)	0.000 (3)
C11	0.037 (4)	0.052 (4)	0.028 (3)	0.000 (3)	0.014 (3)	−0.009 (3)
C12	0.060 (5)	0.049 (4)	0.044 (4)	−0.008 (3)	0.010 (4)	0.000 (3)
C13	0.069 (6)	0.065 (5)	0.045 (4)	−0.011 (4)	0.017 (4)	0.006 (4)
C14	0.042 (5)	0.095 (6)	0.033 (4)	0.003 (4)	0.011 (4)	−0.005 (4)
C15	0.056 (6)	0.057 (4)	0.052 (5)	0.002 (4)	0.006 (4)	−0.012 (4)
C16	0.051 (5)	0.059 (4)	0.044 (4)	0.002 (3)	0.011 (4)	0.001 (3)
C21	0.035 (4)	0.042 (3)	0.033 (3)	0.003 (3)	0.015 (3)	0.000 (3)
C22	0.046 (5)	0.044 (4)	0.048 (4)	0.000 (3)	0.008 (4)	−0.003 (3)
C23	0.053 (5)	0.045 (4)	0.066 (5)	0.002 (3)	0.023 (4)	−0.005 (4)
C24	0.049 (5)	0.044 (4)	0.050 (4)	−0.003 (3)	0.022 (4)	0.010 (3)
C25	0.041 (5)	0.046 (4)	0.039 (4)	−0.004 (3)	0.003 (3)	−0.001 (3)
C26	0.057 (5)	0.038 (3)	0.044 (4)	−0.001 (3)	0.015 (4)	−0.004 (3)
C31	0.037 (4)	0.049 (4)	0.041 (4)	0.001 (3)	0.022 (3)	−0.001 (3)
C32	0.045 (5)	0.056 (4)	0.038 (4)	0.004 (3)	0.014 (4)	−0.002 (3)
C33	0.055 (5)	0.057 (4)	0.048 (4)	−0.005 (3)	0.026 (4)	0.000 (3)
C34	0.040 (5)	0.059 (4)	0.060 (5)	−0.002 (3)	0.023 (4)	0.002 (4)
C35	0.057 (5)	0.051 (4)	0.043 (4)	0.001 (3)	0.013 (4)	0.000 (3)
C36	0.052 (5)	0.050 (4)	0.048 (4)	0.004 (3)	0.021 (4)	−0.010 (3)
C41	0.040 (4)	0.052 (4)	0.033 (4)	−0.004 (3)	0.016 (3)	0.005 (3)
C42	0.065 (6)	0.058 (4)	0.041 (4)	0.006 (4)	0.028 (4)	0.002 (3)
C43	0.078 (7)	0.056 (4)	0.053 (5)	0.006 (4)	0.018 (5)	0.008 (4)
C44	0.071 (6)	0.064 (5)	0.042 (4)	−0.012 (4)	0.015 (4)	0.001 (4)
C45	0.072 (6)	0.073 (5)	0.049 (5)	−0.008 (4)	0.039 (5)	−0.009 (4)
C46	0.054 (5)	0.064 (4)	0.041 (4)	0.008 (4)	0.025 (4)	0.005 (3)

Mo1—Mo1i	2.1263 (13)	C21—C26	1.410 (9)
Mo1—N3	2.192 (5)	C21—C22	1.419 (8)
Mo1—N4i	2.195 (5)	C22—C23	1.400 (9)
Mo1—N1i	2.198 (5)	C22—H22A	0.9300
Mo1—N2	2.218 (5)	C23—C24	1.398 (10)
N1—C1	1.345 (8)	C23—H23A	0.9300
N1—C11	1.424 (7)	C24—C25	1.372 (9)
N1—Mo1i	2.198 (5)	C25—C26	1.395 (9)
N2—C1	1.353 (8)	C25—H25A	0.9300
N2—C21	1.432 (7)	C26—H26A	0.9300
N3—C2	1.341 (8)	C31—C36	1.393 (9)
N3—C31	1.439 (8)	C31—C32	1.444 (9)
N4—C2	1.353 (8)	C32—C33	1.419 (9)
N4—C41	1.448 (7)	C32—H32A	0.9300
N4—Mo1i	2.195 (5)	C33—C34	1.401 (9)
Br1—C14	1.924 (7)	C33—H33A	0.9300
Br2—C24	1.929 (7)	C34—C35	1.413 (10)
Br3—C34	1.930 (7)	C35—C36	1.406 (9)
Br4—C44	1.919 (7)	C35—H35A	0.9300
C1—H1A	0.9300	C36—H36A	0.9300
C2—H2A	0.9300	C41—C42	1.389 (9)
C11—C12	1.404 (8)	C41—C46	1.402 (8)
C11—C16	1.410 (9)	C42—C43	1.411 (9)
C12—C13	1.398 (9)	C42—H42A	0.9300
C12—H12A	0.9300	C43—C44	1.390 (10)
C13—C14	1.396 (10)	C43—H43A	0.9300
C13—H13A	0.9300	C44—C45	1.405 (11)
C14—C15	1.399 (10)	C45—C46	1.412 (9)
C15—C16	1.393 (9)	C45—H45A	0.9300
C15—H15A	0.9300	C46—H46A	0.9300
C16—H16A	0.9300
Mo1i—Mo1—N3	93.36 (14)	C23—C22—H22A	119.5
Mo1i—Mo1—N4i	92.14 (14)	C21—C22—H22A	119.5
N3—Mo1—N4i	174.47 (19)	C24—C23—C22	120.2 (6)
Mo1i—Mo1—N1i	92.07 (14)	C24—C23—H23A	119.9
N3—Mo1—N1i	91.09 (19)	C22—C23—H23A	119.9
N4i—Mo1—N1i	89.39 (19)	C25—C24—C23	119.8 (6)
Mo1i—Mo1—N2	93.96 (14)	C25—C24—Br2	120.7 (5)
N3—Mo1—N2	87.97 (18)	C23—C24—Br2	119.5 (5)
N4i—Mo1—N2	90.97 (18)	C24—C25—C26	120.3 (6)
N1i—Mo1—N2	173.9 (2)	C24—C25—H25A	119.9
C1—N1—C11	116.9 (5)	C26—C25—H25A	119.9
C1—N1—Mo1i	117.3 (4)	C25—C26—C21	121.9 (6)
C11—N1—Mo1i	125.8 (4)	C25—C26—H26A	119.0
C1—N2—C21	118.6 (5)	C21—C26—H26A	119.0
C1—N2—Mo1	114.5 (4)	C36—C31—N3	121.4 (6)
C21—N2—Mo1	126.4 (4)	C36—C31—C32	118.4 (6)
C2—N3—C31	118.2 (6)	N3—C31—C32	120.0 (6)
C2—N3—Mo1	116.6 (5)	C33—C32—C31	119.7 (6)
C31—N3—Mo1	124.4 (4)	C33—C32—H32A	120.1
C2—N4—C41	118.2 (6)	C31—C32—H32A	120.1
C2—N4—Mo1i	117.3 (4)	C34—C33—C32	119.7 (7)
C41—N4—Mo1i	124.2 (4)	C34—C33—H33A	120.1
N1—C1—N2	122.0 (5)	C32—C33—H33A	120.1
N1—C1—H1A	119.0	C33—C34—C35	121.0 (7)
N2—C1—H1A	119.0	C33—C34—Br3	120.1 (6)
N3—C2—N4	120.3 (6)	C35—C34—Br3	118.8 (6)
N3—C2—H2A	119.9	C36—C35—C34	118.7 (7)
N4—C2—H2A	119.9	C36—C35—H35A	120.6
C12—C11—C16	116.8 (6)	C34—C35—H35A	120.6
C12—C11—N1	120.7 (6)	C31—C36—C35	122.3 (7)
C16—C11—N1	122.5 (6)	C31—C36—H36A	118.9
C13—C12—C11	121.7 (6)	C35—C36—H36A	118.9
C13—C12—H12A	119.2	C42—C41—C46	120.8 (6)
C11—C12—H12A	119.2	C42—C41—N4	118.7 (6)
C14—C13—C12	119.5 (7)	C46—C41—N4	120.3 (6)
C14—C13—H13A	120.2	C41—C42—C43	119.9 (6)
C12—C13—H13A	120.2	C41—C42—H42A	120.0
C13—C14—C15	120.5 (7)	C43—C42—H42A	120.0
C13—C14—Br1	120.0 (6)	C44—C43—C42	119.8 (7)
C15—C14—Br1	119.5 (6)	C44—C43—H43A	120.1
C16—C15—C14	118.8 (7)	C42—C43—H43A	120.1
C16—C15—H15A	120.6	C43—C44—C45	120.4 (7)
C14—C15—H15A	120.6	C43—C44—Br4	119.3 (6)
C15—C16—C11	122.4 (7)	C45—C44—Br4	120.3 (6)
C15—C16—H16A	118.8	C44—C45—C46	119.9 (7)
C11—C16—H16A	118.8	C44—C45—H45A	120.1
C26—C21—C22	116.5 (6)	C46—C45—H45A	120.1
C26—C21—N2	119.6 (5)	C41—C46—C45	119.2 (6)
C22—C21—N2	123.9 (6)	C41—C46—H46A	120.4
C23—C22—C21	120.9 (7)	C45—C46—H46A	120.4

Table 1

Selected bond lengths (Å)

Mo1—Mo1i	2.1263 (13)
Mo1—N3	2.192 (5)
Mo1—N4i	2.195 (5)
Mo1—N1i	2.198 (5)
Mo1—N2	2.218 (5)

Symmetry code: (i) .