trans-Carbonyl-chloridobis(tri-o-tolyl-phosphane-κP)rhodium(I).

In the title compound, [RhCl(C(21)H(21)P)(2)(CO)], the coordination geometry around the Rh(I) atom is slightly distorted square-planar with the phosphane ligands in trans positions with respect to each other. The chloride and carbonyl ligands show positional disorder, and the Rh(I) atom lies on a center of inversion. The effective cone angle Θ(E) for the title compound is 169.0 (3)°. There are no significant inter-molecular inter-actions.

Related literature

For background information, see: Angoletta (1959 ▶); Vaska & Di Luzio (1961 ▶); For a review of related compounds, see: Roodt et al. (2003 ▶). For related structures, see: Meijboom et al. (2005 ▶); Otto et al. (1999 ▶).

Experimental

Crystal data

[RhCl(C21H21P)2(CO)]

M = 775.07

Monoclinic,

a = 10.6440 (14) Å

b = 10.9464 (15) Å

c = 15.605 (2) Å

β = 93.102 (5)°

V = 1815.5 (4) Å3

Z = 2

Mo Kα radiation

μ = 0.67 mm−1

T = 100 K

0.30 × 0.17 × 0.12 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2007 ▶) T min = 0.872, T max = 0.921

21616 measured reflections

4481 independent reflections

3344 reflections with I > 2σ(I)

R int = 0.078

Refinement

R[F 2 > 2σ(F 2)] = 0.049

wR(F 2) = 0.143

S = 1.03

4481 reflections

235 parameters

H-atom parameters constrained

Δρmax = 2.35 e Å−3

Δρmin = −1.13 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT-Plus (Bruker, 2007 ▶); data reduction: SAINT-Plus and XPREP (Bruker, 2007 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811045715/pv2465sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811045715/pv2465Isup2.hkl

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

[RhCl(C21H21P)2(CO)]	F(000) = 800
Mr = 775.07	Dx = 1.418 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2yn	Cell parameters from 6713 reflections
a = 10.6440 (14) Å	θ = 2.3–28.1°
b = 10.9464 (15) Å	µ = 0.67 mm−1
c = 15.605 (2) Å	T = 100 K
β = 93.102 (5)°	Cuboid, yellow
V = 1815.5 (4) Å3	0.30 × 0.17 × 0.12 mm
Z = 2

Bruker X8 APEXII 4K KappaCCD diffractometer	4481 independent reflections
Radiation source: sealed tube	3344 reflections with I > 2σ(I)
graphite	Rint = 0.078
Detector resolution: 512 pixels mm-1	θmax = 28.3°, θmin = 2.3°
φ and ω scans	h = −12→14
Absorption correction: multi-scan (SADABS; Bruker, 2007)	k = −13→14
Tmin = 0.872, Tmax = 0.921	l = −20→19
21616 measured reflections

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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.143	H-atom parameters constrained
S = 1.03	w = 1/[σ2(Fo2) + (0.0845P)2 + 0.2003P] where P = (Fo2 + 2Fc2)/3
4481 reflections	(Δ/σ)max = 0.001
235 parameters	Δρmax = 2.35 e Å−3
0 restraints	Δρmin = −1.13 e Å−3

Experimental. The intensity data was collected on a Bruker X8 Apex II 4 K Kappa CCD diffractometer using an exposure time of 60 s/frame. A total of 1376 frames was collected with a frame width of 0.5° covering up to θ=28.27° with 99.5% completeness accomplished.

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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	Occ. (<1)
C1	0.1009 (10)	−0.1237 (10)	0.4794 (7)	0.025 (2)	0.50
C2	0.2646 (3)	0.1270 (3)	0.4195 (2)	0.0193 (7)
C3	0.3138 (3)	0.1696 (3)	0.4992 (2)	0.0249 (8)
C4	0.4438 (4)	0.1739 (3)	0.5146 (3)	0.0294 (8)
H10	0.4765	0.2061	0.5663	0.035*
C5	0.5256 (4)	0.1321 (3)	0.4558 (3)	0.0312 (9)
H6	0.6121	0.1359	0.4676	0.037*
C6	0.4771 (3)	0.0841 (3)	0.3786 (2)	0.0279 (8)
H15	0.5311	0.0537	0.3389	0.033*
C7	0.3484 (3)	0.0814 (3)	0.3608 (2)	0.0230 (7)
H9	0.3168	0.0488	0.3090	0.028*
C8	0.2326 (4)	0.2095 (4)	0.5707 (2)	0.0345 (9)
H24A	0.1527	0.2374	0.5467	0.052*
H24B	0.2736	0.2747	0.6024	0.052*
H24C	0.2198	0.1418	0.6083	0.052*
C9	0.0342 (3)	0.2733 (3)	0.3794 (2)	0.0211 (7)
C10	0.1102 (4)	0.3733 (3)	0.4027 (2)	0.0263 (8)
H22	0.1910	0.3603	0.4266	0.032*
C11	0.0664 (4)	0.4919 (3)	0.3905 (3)	0.0327 (9)
H18	0.1174	0.5581	0.4062	0.039*
C12	−0.0537 (4)	0.5105 (3)	0.3547 (3)	0.0362 (10)
H4	−0.0836	0.5897	0.3462	0.043*
C13	−0.1299 (4)	0.4121 (4)	0.3314 (3)	0.0319 (9)
H19	−0.2102	0.4264	0.3070	0.038*
C14	−0.0886 (3)	0.2918 (3)	0.3437 (2)	0.0238 (7)
C15	−0.1760 (3)	0.1889 (4)	0.3142 (2)	0.0285 (8)
H14A	−0.1528	0.1600	0.2592	0.043*
H14B	−0.2611	0.2184	0.3097	0.043*
H14C	−0.1695	0.1233	0.3550	0.043*
C16	0.0791 (3)	0.0561 (3)	0.2837 (2)	0.0188 (7)
C17	0.1169 (3)	0.1212 (3)	0.2114 (2)	0.0222 (7)
C18	0.0976 (3)	0.0660 (4)	0.1308 (2)	0.0271 (8)
H23	0.1215	0.1074	0.0822	0.033*
C19	0.0436 (4)	−0.0488 (4)	0.1218 (2)	0.0305 (8)
H17	0.0326	−0.0838	0.0676	0.037*
C20	0.0061 (3)	−0.1115 (3)	0.1923 (2)	0.0286 (8)
H13	−0.0311	−0.1880	0.1858	0.034*
C21	0.0239 (3)	−0.0601 (3)	0.2729 (2)	0.0235 (7)
H5	−0.0008	−0.1029	0.3206	0.028*
C22	0.1748 (4)	0.2474 (3)	0.2150 (2)	0.0273 (8)
H16A	0.2179	0.2619	0.1635	0.041*
H16B	0.2334	0.2529	0.2638	0.041*
H16C	0.1098	0.3073	0.2200	0.041*
O1	0.1652 (12)	−0.2035 (10)	0.4677 (9)	0.030 (3)	0.50
P1	0.09397 (8)	0.11591 (8)	0.39409 (6)	0.0182 (2)
Cl1	0.1376 (3)	−0.1671 (3)	0.4666 (2)	0.0226 (7)	0.50
Rh1	0.0000	0.0000	0.5000	0.01825 (13)

	U11	U22	U33	U12	U13	U23
C1	0.029 (6)	0.018 (6)	0.027 (5)	−0.004 (4)	0.001 (4)	−0.004 (4)
C2	0.0171 (15)	0.0122 (15)	0.0287 (17)	−0.0030 (12)	0.0015 (13)	0.0071 (13)
C3	0.0302 (19)	0.0125 (16)	0.0319 (19)	−0.0026 (14)	0.0020 (15)	0.0026 (14)
C4	0.0285 (19)	0.0198 (19)	0.039 (2)	−0.0063 (15)	−0.0085 (16)	0.0042 (16)
C5	0.0226 (18)	0.023 (2)	0.048 (2)	−0.0048 (15)	−0.0030 (16)	0.0143 (17)
C6	0.0220 (17)	0.0217 (19)	0.040 (2)	0.0005 (14)	0.0065 (15)	0.0088 (16)
C7	0.0245 (17)	0.0132 (16)	0.0314 (19)	−0.0003 (13)	0.0024 (14)	0.0032 (14)
C8	0.037 (2)	0.037 (2)	0.029 (2)	−0.0065 (18)	0.0011 (16)	−0.0055 (17)
C9	0.0238 (17)	0.0160 (16)	0.0244 (17)	−0.0018 (13)	0.0089 (13)	0.0005 (14)
C10	0.0303 (19)	0.0183 (18)	0.0309 (19)	−0.0033 (15)	0.0083 (15)	−0.0002 (15)
C11	0.041 (2)	0.0162 (18)	0.042 (2)	−0.0027 (16)	0.0131 (18)	−0.0035 (16)
C12	0.045 (2)	0.020 (2)	0.046 (2)	0.0091 (17)	0.016 (2)	0.0019 (17)
C13	0.032 (2)	0.025 (2)	0.040 (2)	0.0087 (16)	0.0080 (16)	0.0019 (17)
C14	0.0231 (17)	0.0233 (18)	0.0259 (18)	0.0018 (14)	0.0097 (14)	0.0017 (14)
C15	0.0215 (17)	0.031 (2)	0.033 (2)	0.0027 (15)	0.0019 (14)	0.0020 (16)
C16	0.0165 (15)	0.0171 (17)	0.0228 (16)	0.0001 (13)	0.0013 (12)	−0.0004 (14)
C17	0.0179 (16)	0.0210 (18)	0.0279 (18)	0.0032 (13)	0.0036 (13)	0.0002 (14)
C18	0.0267 (18)	0.029 (2)	0.0256 (18)	0.0086 (16)	0.0012 (14)	0.0007 (15)
C19	0.030 (2)	0.031 (2)	0.030 (2)	0.0074 (17)	−0.0033 (15)	−0.0135 (17)
C20	0.0250 (18)	0.0208 (18)	0.040 (2)	0.0014 (15)	−0.0034 (15)	−0.0072 (16)
C21	0.0197 (16)	0.0218 (19)	0.0292 (18)	0.0033 (14)	0.0028 (13)	0.0007 (15)
C22	0.0302 (19)	0.0255 (19)	0.0268 (19)	−0.0044 (15)	0.0079 (15)	0.0041 (15)
O1	0.028 (5)	0.020 (6)	0.041 (4)	0.007 (4)	0.011 (4)	0.006 (4)
P1	0.0184 (4)	0.0132 (4)	0.0233 (4)	−0.0029 (3)	0.0037 (3)	−0.0007 (3)
Cl1	0.025 (2)	0.016 (2)	0.0269 (13)	0.0042 (13)	0.0070 (13)	0.0036 (16)
Rh1	0.01767 (19)	0.0145 (2)	0.0230 (2)	−0.00172 (14)	0.00487 (14)	0.00057 (14)

C1—Cl1	0.654 (9)	C13—C14	1.399 (5)
C1—O1	1.131 (11)	C13—H19	0.9300
C1—Rh1	1.769 (11)	C14—C15	1.516 (5)
C2—C3	1.402 (5)	C15—H14A	0.9600
C2—C7	1.405 (5)	C15—H14B	0.9600
C2—P1	1.842 (3)	C15—H14C	0.9600
C3—C4	1.393 (5)	C16—C21	1.408 (5)
C3—C8	1.513 (5)	C16—C17	1.411 (5)
C4—C5	1.377 (6)	C16—P1	1.841 (3)
C4—H10	0.9300	C17—C18	1.401 (5)
C5—C6	1.387 (5)	C17—C22	1.513 (5)
C5—H6	0.9300	C18—C19	1.386 (6)
C6—C7	1.383 (5)	C18—H23	0.9300
C6—H15	0.9300	C19—C20	1.373 (6)
C7—H9	0.9300	C19—H17	0.9300
C8—H24A	0.9600	C20—C21	1.382 (5)
C8—H24B	0.9600	C20—H13	0.9300
C8—H24C	0.9600	C21—H5	0.9300
C9—C10	1.398 (5)	C22—H16A	0.9600
C9—C14	1.407 (5)	C22—H16B	0.9600
C9—P1	1.846 (4)	C22—H16C	0.9600
C10—C11	1.389 (5)	P1—Rh1	2.3496 (10)
C10—H22	0.9300	Cl1—Rh1	2.418 (3)
C11—C12	1.383 (7)	Rh1—C1i	1.769 (11)
C11—H18	0.9300	Rh1—P1i	2.3496 (10)
C12—C13	1.385 (6)	Rh1—Cl1i	2.418 (3)
C12—H4	0.9300
Cl1—C1—Rh1	172.6 (14)	H14A—C15—H14C	109.5
O1—C1—Rh1	178.8 (14)	H14B—C15—H14C	109.5
C3—C2—C7	118.4 (3)	C21—C16—C17	119.7 (3)
C3—C2—P1	122.0 (3)	C21—C16—P1	116.6 (2)
C7—C2—P1	119.3 (3)	C17—C16—P1	123.7 (3)
C4—C3—C2	119.0 (3)	C18—C17—C16	117.8 (3)
C4—C3—C8	117.7 (3)	C18—C17—C22	117.8 (3)
C2—C3—C8	123.3 (3)	C16—C17—C22	124.4 (3)
C5—C4—C3	122.1 (4)	C19—C18—C17	121.4 (3)
C5—C4—H10	119.0	C19—C18—H23	119.3
C3—C4—H10	119.0	C17—C18—H23	119.3
C4—C5—C6	119.0 (3)	C20—C19—C18	120.6 (3)
C4—C5—H6	120.5	C20—C19—H17	119.7
C6—C5—H6	120.5	C18—C19—H17	119.7
C7—C6—C5	120.0 (4)	C19—C20—C21	119.6 (4)
C7—C6—H15	120.0	C19—C20—H13	120.2
C5—C6—H15	120.0	C21—C20—H13	120.2
C6—C7—C2	121.2 (3)	C20—C21—C16	120.9 (3)
C6—C7—H9	119.4	C20—C21—H5	119.6
C2—C7—H9	119.4	C16—C21—H5	119.6
C3—C8—H24A	109.5	C17—C22—H16A	109.5
C3—C8—H24B	109.5	C17—C22—H16B	109.5
H24A—C8—H24B	109.5	H16A—C22—H16B	109.5
C3—C8—H24C	109.5	C17—C22—H16C	109.5
H24A—C8—H24C	109.5	H16A—C22—H16C	109.5
H24B—C8—H24C	109.5	H16B—C22—H16C	109.5
C10—C9—C14	120.2 (3)	C16—P1—C2	105.01 (15)
C10—C9—P1	120.5 (3)	C16—P1—C9	101.78 (16)
C14—C9—P1	119.3 (3)	C2—P1—C9	107.12 (15)
C11—C10—C9	120.7 (4)	C16—P1—Rh1	116.59 (11)
C11—C10—H22	119.6	C2—P1—Rh1	109.66 (11)
C9—C10—H22	119.6	C9—P1—Rh1	115.72 (11)
C12—C11—C10	119.3 (4)	C1—Rh1—C1i	180.000 (2)
C12—C11—H18	120.4	C1—Rh1—P1i	90.0 (4)
C10—C11—H18	120.4	C1i—Rh1—P1i	90.0 (4)
C11—C12—C13	120.5 (4)	C1—Rh1—P1	90.0 (4)
C11—C12—H4	119.8	C1i—Rh1—P1	90.0 (4)
C13—C12—H4	119.8	P1i—Rh1—P1	180.0
C12—C13—C14	121.4 (4)	C1—Rh1—Cl1	2.0 (4)
C12—C13—H19	119.3	C1i—Rh1—Cl1	178.0 (4)
C14—C13—H19	119.3	P1i—Rh1—Cl1	91.66 (10)
C13—C14—C9	117.9 (3)	P1—Rh1—Cl1	88.34 (10)
C13—C14—C15	118.3 (3)	C1—Rh1—Cl1i	178.0 (4)
C9—C14—C15	123.7 (3)	C1i—Rh1—Cl1i	2.0 (4)
C14—C15—H14A	109.5	P1i—Rh1—Cl1i	88.34 (10)
C14—C15—H14B	109.5	P1—Rh1—Cl1i	91.66 (10)
H14A—C15—H14B	109.5	Cl1—Rh1—Cl1i	180.00 (18)
C14—C15—H14C	109.5