Tris(3-methyl-anilinium) penta-chlorido-anti-monate(III) chloride.

In the title compound, (C(7)H(10)N)(3)[SbCl(5)]Cl, the Sb(III) cation is coordinated by five Cl(-) anions in a distorted square-pyramidal geometry, in which the longest Sb-Cl distance of 3.0319 (14) Å indicates a weak coordination bond. In the crystal, the 3-methyl-anilinium cations link with the complex antimonate anions and Cl(-) anions via N-H⋯Cl hydrogen bonds.

Related literature

For background to the title compound, see: Fu et al. (2011 ▶); Zhang et al. (2010 ▶). For related structures, see: Chen (2009a ▶,b ▶); Vijjulatha et al. (1997 ▶); Wei et al. (2008 ▶); Zhai et al. (2007 ▶).

Experimental

Crystal data

(C7H10N)3[SbCl5]Cl

M = 658.93

Monoclinic,

a = 17.171 (3) Å

b = 9.4065 (19) Å

c = 20.958 (8) Å

β = 122.36 (2)°

V = 2859.4 (13) Å3

Z = 4

Mo Kα radiation

μ = 1.54 mm−1

T = 293 K

0.36 × 0.32 × 0.28 mm

Data collection

Rigaku SCXmini diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T min = 0.566, T max = 0.640

23714 measured reflections

5029 independent reflections

3776 reflections with I > 2σ(I)

R int = 0.061

Refinement

R[F 2 > 2σ(F 2)] = 0.045

wR(F 2) = 0.085

S = 1.07

5029 reflections

286 parameters

H-atom parameters constrained

Δρmax = 0.45 e Å−3

Δρmin = −0.57 e Å−3

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; 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.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811049087/xu5391sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811049087/xu5391Isup2.hkl

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

(C7H10N)3[SbCl5]Cl	F(000) = 1320
Mr = 658.93	Dx = 1.531 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 5029 reflections
a = 17.171 (3) Å	θ = 3.1–27.6°
b = 9.4065 (19) Å	µ = 1.54 mm−1
c = 20.958 (8) Å	T = 293 K
β = 122.36 (2)°	Block, colorless
V = 2859.4 (13) Å3	0.36 × 0.32 × 0.28 mm
Z = 4

Rigaku SCXmini diffractometer	5029 independent reflections
Radiation source: fine-focus sealed tube	3776 reflections with I > 2σ(I)
graphite	Rint = 0.061
CCD_Profile_fitting scans	θmax = 25.0°, θmin = 3.1°
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	h = −20→20
Tmin = 0.566, Tmax = 0.640	k = −11→11
23714 measured reflections	l = −24→24

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)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.085	H-atom parameters constrained
S = 1.07	w = 1/[σ2(Fo2) + (0.0238P)2 + 3.2828P] where P = (Fo2 + 2Fc2)/3
5029 reflections	(Δ/σ)max = 0.001
286 parameters	Δρmax = 0.45 e Å−3
0 restraints	Δρmin = −0.57 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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
C1	0.5562 (4)	0.3197 (7)	0.3106 (4)	0.109 (2)
H1A	0.5571	0.4166	0.2967	0.164*
H1B	0.5821	0.3142	0.3640	0.164*
H1C	0.4937	0.2861	0.2842	0.164*
C6	0.7590 (3)	0.1338 (5)	0.3223 (3)	0.0463 (11)
N1	0.8598 (2)	0.1246 (4)	0.3760 (2)	0.0598 (11)
H1D	0.8881	0.1332	0.3510	0.090*
H1E	0.8739	0.0409	0.3994	0.090*
H1F	0.8781	0.1941	0.4099	0.090*
C3	0.5726 (3)	0.1547 (5)	0.2232 (3)	0.0597 (14)
H3	0.5093	0.1608	0.1890	0.072*
C7	0.7080 (3)	0.2161 (5)	0.3400 (3)	0.0564 (13)
H7	0.7370	0.2646	0.3858	0.068*
C5	0.7193 (3)	0.0606 (5)	0.2556 (3)	0.0544 (13)
H5	0.7547	0.0049	0.2439	0.065*
C2	0.6120 (3)	0.2288 (5)	0.2900 (3)	0.0574 (14)
C4	0.6246 (4)	0.0718 (6)	0.2059 (3)	0.0645 (15)
H4	0.5961	0.0225	0.1604	0.077*
C15	0.6589 (5)	0.6670 (8)	0.1612 (4)	0.109 (2)
H15A	0.5931	0.6597	0.1358	0.163*
H15B	0.6833	0.7087	0.2101	0.163*
H15C	0.6848	0.5740	0.1668	0.163*
N3	0.8982 (3)	0.8778 (5)	0.1259 (3)	0.0741 (13)
H3A	0.9256	0.9322	0.1670	0.111*
H3B	0.9028	0.9188	0.0898	0.111*
H3C	0.9254	0.7931	0.1368	0.111*
C18	0.7989 (4)	0.8600 (6)	0.0991 (3)	0.0604 (14)
C16	0.6829 (4)	0.7576 (6)	0.1162 (3)	0.0653 (16)
C17	0.7770 (4)	0.7709 (6)	0.1383 (3)	0.0669 (15)
H17	0.8228	0.7192	0.1791	0.080*
C19	0.7337 (4)	0.9369 (6)	0.0383 (3)	0.0748 (17)
H19	0.7509	0.9967	0.0126	0.090*
C20	0.6404 (5)	0.9249 (7)	0.0149 (4)	0.091 (2)
H20	0.5948	0.9753	−0.0265	0.109*
C21	0.6195 (4)	0.8376 (7)	0.0548 (4)	0.0789 (18)
H21	0.5579	0.8309	0.0398	0.095*
C8	0.6102 (4)	0.5583 (6)	−0.0837 (3)	0.092 (2)
H8A	0.5445	0.5476	−0.1093	0.139*
H8B	0.6301	0.5295	−0.1166	0.139*
H8C	0.6265	0.6560	−0.0696	0.139*
C13	0.7928 (3)	0.3667 (5)	0.0939 (3)	0.0463 (11)
N2	0.8939 (2)	0.3478 (4)	0.1373 (2)	0.0596 (11)
H2A	0.9108	0.2925	0.1771	0.089*
H2B	0.9212	0.4321	0.1529	0.089*
H2C	0.9107	0.3073	0.1080	0.089*
C10	0.6068 (4)	0.3990 (6)	0.0117 (4)	0.0782 (17)
H10	0.5429	0.4085	−0.0154	0.094*
C12	0.7431 (4)	0.3015 (6)	0.1186 (3)	0.0657 (15)
H12	0.7718	0.2477	0.1626	0.079*
C9	0.6563 (4)	0.4669 (5)	−0.0139 (3)	0.0589 (14)
C14	0.7512 (4)	0.4478 (5)	0.0293 (3)	0.0538 (13)
H14	0.7875	0.4909	0.0141	0.065*
C11	0.6489 (4)	0.3181 (7)	0.0760 (4)	0.0848 (19)
H11	0.6131	0.2734	0.0911	0.102*
Sb1	0.89514 (2)	0.62601 (3)	0.415711 (17)	0.04348 (11)
Cl3	0.88469 (9)	0.44094 (13)	0.32367 (8)	0.0642 (4)
Cl4	0.72983 (9)	0.63871 (17)	0.35705 (8)	0.0752 (4)
Cl5	0.89748 (9)	0.80416 (12)	0.33449 (7)	0.0545 (3)
Cl6	0.91678 (9)	0.85259 (14)	0.50888 (7)	0.0625 (4)
Cl1	0.96680 (9)	0.10773 (12)	0.26801 (7)	0.0559 (3)
Cl2	1.10143 (8)	0.63935 (13)	0.48357 (7)	0.0537 (3)

	U11	U22	U33	U12	U13	U23
C1	0.082 (5)	0.112 (6)	0.139 (7)	0.027 (4)	0.063 (5)	−0.020 (5)
C6	0.035 (2)	0.035 (2)	0.057 (3)	0.002 (2)	0.017 (2)	0.006 (2)
N1	0.046 (2)	0.044 (2)	0.070 (3)	−0.002 (2)	0.019 (2)	−0.007 (2)
C3	0.042 (3)	0.054 (3)	0.068 (4)	0.002 (3)	0.019 (3)	0.013 (3)
C7	0.052 (3)	0.050 (3)	0.058 (3)	−0.004 (2)	0.023 (3)	−0.016 (3)
C5	0.054 (3)	0.048 (3)	0.056 (3)	0.008 (2)	0.026 (3)	−0.006 (3)
C2	0.048 (3)	0.049 (3)	0.081 (4)	0.006 (2)	0.038 (3)	0.002 (3)
C4	0.056 (4)	0.064 (3)	0.051 (3)	0.002 (3)	0.014 (3)	−0.009 (3)
C15	0.105 (6)	0.131 (7)	0.092 (5)	−0.017 (5)	0.054 (5)	0.001 (5)
N3	0.060 (3)	0.077 (3)	0.091 (3)	−0.003 (3)	0.044 (3)	−0.005 (3)
C18	0.059 (3)	0.063 (3)	0.074 (4)	−0.014 (3)	0.045 (3)	−0.023 (3)
C16	0.077 (4)	0.073 (4)	0.067 (4)	−0.029 (3)	0.053 (4)	−0.028 (3)
C17	0.075 (4)	0.068 (4)	0.064 (4)	−0.005 (3)	0.041 (3)	−0.023 (3)
C19	0.061 (4)	0.076 (4)	0.089 (5)	−0.003 (3)	0.041 (4)	0.000 (4)
C20	0.073 (5)	0.098 (5)	0.105 (5)	−0.008 (4)	0.050 (4)	0.005 (4)
C21	0.057 (4)	0.099 (5)	0.077 (5)	−0.013 (4)	0.033 (4)	−0.025 (4)
C8	0.100 (5)	0.077 (4)	0.083 (5)	0.019 (4)	0.036 (4)	0.017 (4)
C13	0.039 (3)	0.039 (3)	0.054 (3)	−0.006 (2)	0.021 (2)	−0.011 (2)
N2	0.049 (3)	0.052 (3)	0.071 (3)	−0.004 (2)	0.028 (2)	−0.009 (2)
C10	0.048 (3)	0.083 (4)	0.086 (5)	0.006 (3)	0.025 (3)	0.005 (4)
C12	0.065 (4)	0.072 (4)	0.061 (4)	−0.003 (3)	0.034 (3)	0.011 (3)
C9	0.063 (4)	0.045 (3)	0.058 (3)	0.006 (3)	0.025 (3)	0.001 (3)
C14	0.062 (4)	0.040 (3)	0.065 (4)	−0.010 (2)	0.038 (3)	−0.003 (3)
C11	0.056 (4)	0.106 (5)	0.107 (5)	−0.003 (3)	0.054 (4)	0.025 (4)
Sb1	0.04486 (19)	0.03558 (17)	0.0501 (2)	0.00541 (15)	0.02546 (15)	0.00729 (15)
Cl3	0.0684 (9)	0.0456 (7)	0.0781 (10)	−0.0013 (6)	0.0388 (8)	−0.0083 (7)
Cl4	0.0484 (8)	0.0886 (11)	0.0848 (10)	0.0051 (8)	0.0331 (8)	0.0039 (9)
Cl5	0.0633 (8)	0.0436 (7)	0.0570 (8)	0.0114 (6)	0.0325 (7)	0.0160 (6)
Cl6	0.0567 (8)	0.0648 (9)	0.0676 (9)	0.0076 (7)	0.0343 (7)	−0.0057 (7)
Cl1	0.0608 (8)	0.0441 (7)	0.0609 (8)	0.0055 (6)	0.0312 (7)	0.0050 (6)
Cl2	0.0490 (7)	0.0505 (7)	0.0526 (7)	0.0027 (6)	0.0212 (6)	0.0055 (6)

C1—C2	1.510 (7)	C17—H17	0.9300
C1—H1A	0.9600	C19—C20	1.406 (8)
C1—H1B	0.9600	C19—H19	0.9300
C1—H1C	0.9600	C20—C21	1.350 (8)
C6—C7	1.360 (6)	C20—H20	0.9300
C6—C5	1.369 (6)	C21—H21	0.9300
C6—N1	1.478 (5)	C8—C9	1.504 (7)
N1—H1D	0.8900	C8—H8A	0.9600
N1—H1E	0.8900	C8—H8B	0.9600
N1—H1F	0.8900	C8—H8C	0.9600
C3—C4	1.373 (7)	C13—C12	1.357 (6)
C3—C2	1.375 (7)	C13—C14	1.375 (6)
C3—H3	0.9300	C13—N2	1.478 (5)
C7—C2	1.408 (7)	N2—H2A	0.8900
C7—H7	0.9300	N2—H2B	0.8900
C5—C4	1.388 (6)	N2—H2C	0.8900
C5—H5	0.9300	C10—C11	1.368 (8)
C4—H4	0.9300	C10—C9	1.382 (7)
C15—C16	1.484 (8)	C10—H10	0.9300
C15—H15A	0.9600	C12—C11	1.376 (7)
C15—H15B	0.9600	C12—H12	0.9300
C15—H15C	0.9600	C9—C14	1.390 (7)
N3—C18	1.492 (6)	C14—H14	0.9300
N3—H3A	0.8900	C11—H11	0.9300
N3—H3B	0.8900	Sb1—Cl2	3.0319 (14)
N3—H3C	0.8900	Sb1—Cl3	2.5325 (14)
C18—C17	1.360 (7)	Sb1—Cl4	2.4182 (15)
C18—C19	1.369 (7)	Sb1—Cl5	2.4043 (13)
C16—C21	1.381 (8)	Sb1—Cl6	2.7779 (14)
C16—C17	1.428 (7)
C2—C1—H1A	109.5	C16—C17—H17	120.4
C2—C1—H1B	109.5	C18—C19—C20	119.6 (6)
H1A—C1—H1B	109.5	C18—C19—H19	120.2
C2—C1—H1C	109.5	C20—C19—H19	120.2
H1A—C1—H1C	109.5	C21—C20—C19	117.6 (6)
H1B—C1—H1C	109.5	C21—C20—H20	121.2
C7—C6—C5	121.5 (4)	C19—C20—H20	121.2
C7—C6—N1	119.3 (4)	C20—C21—C16	124.7 (6)
C5—C6—N1	119.2 (4)	C20—C21—H21	117.6
C6—N1—H1D	109.5	C16—C21—H21	117.6
C6—N1—H1E	109.5	C9—C8—H8A	109.5
H1D—N1—H1E	109.5	C9—C8—H8B	109.5
C6—N1—H1F	109.5	H8A—C8—H8B	109.5
H1D—N1—H1F	109.5	C9—C8—H8C	109.5
H1E—N1—H1F	109.5	H8A—C8—H8C	109.5
C4—C3—C2	121.4 (5)	H8B—C8—H8C	109.5
C4—C3—H3	119.3	C12—C13—C14	121.7 (5)
C2—C3—H3	119.3	C12—C13—N2	118.8 (5)
C6—C7—C2	120.9 (5)	C14—C13—N2	119.5 (4)
C6—C7—H7	119.5	C13—N2—H2A	109.5
C2—C7—H7	119.5	C13—N2—H2B	109.5
C6—C5—C4	118.2 (5)	H2A—N2—H2B	109.5
C6—C5—H5	120.9	C13—N2—H2C	109.5
C4—C5—H5	120.9	H2A—N2—H2C	109.5
C3—C2—C7	117.2 (5)	H2B—N2—H2C	109.5
C3—C2—C1	122.4 (5)	C11—C10—C9	121.9 (5)
C7—C2—C1	120.4 (5)	C11—C10—H10	119.1
C3—C4—C5	120.7 (5)	C9—C10—H10	119.1
C3—C4—H4	119.6	C13—C12—C11	117.5 (5)
C5—C4—H4	119.6	C13—C12—H12	121.3
C16—C15—H15A	109.5	C11—C12—H12	121.3
C16—C15—H15B	109.5	C10—C9—C14	116.0 (5)
H15A—C15—H15B	109.5	C10—C9—C8	121.9 (5)
C16—C15—H15C	109.5	C14—C9—C8	122.0 (5)
H15A—C15—H15C	109.5	C13—C14—C9	121.5 (5)
H15B—C15—H15C	109.5	C13—C14—H14	119.3
C18—N3—H3A	109.5	C9—C14—H14	119.3
C18—N3—H3B	109.5	C10—C11—C12	121.4 (5)
H3A—N3—H3B	109.5	C10—C11—H11	119.3
C18—N3—H3C	109.5	C12—C11—H11	119.3
H3A—N3—H3C	109.5	Cl5—Sb1—Cl4	93.76 (5)
H3B—N3—H3C	109.5	Cl5—Sb1—Cl3	87.77 (5)
C17—C18—C19	122.3 (5)	Cl4—Sb1—Cl3	93.52 (5)
C17—C18—N3	118.2 (5)	Cl5—Sb1—Cl6	85.20 (5)
C19—C18—N3	119.4 (5)	Cl4—Sb1—Cl6	89.91 (5)
C21—C16—C17	116.5 (5)	Cl3—Sb1—Cl6	172.36 (4)
C21—C16—C15	123.8 (6)	Cl5—Sb1—Cl2	81.10 (4)
C17—C16—C15	119.6 (6)	Cl4—Sb1—Cl2	174.39 (4)
C18—C17—C16	119.2 (6)	Cl3—Sb1—Cl2	88.54 (4)
C18—C17—H17	120.4	Cl6—Sb1—Cl2	87.44 (4)
C5—C6—C7—C2	0.0 (8)	N3—C18—C19—C20	−177.3 (5)
N1—C6—C7—C2	179.3 (4)	C18—C19—C20—C21	0.7 (9)
C7—C6—C5—C4	−0.3 (7)	C19—C20—C21—C16	−1.0 (10)
N1—C6—C5—C4	−179.6 (4)	C17—C16—C21—C20	0.5 (9)
C4—C3—C2—C7	−0.1 (8)	C15—C16—C21—C20	177.3 (6)
C4—C3—C2—C1	−179.5 (5)	C14—C13—C12—C11	0.7 (8)
C6—C7—C2—C3	0.2 (7)	N2—C13—C12—C11	−178.4 (5)
C6—C7—C2—C1	179.5 (5)	C11—C10—C9—C14	0.1 (9)
C2—C3—C4—C5	−0.2 (8)	C11—C10—C9—C8	−178.7 (6)
C6—C5—C4—C3	0.3 (8)	C12—C13—C14—C9	−0.1 (7)
C19—C18—C17—C16	−0.7 (8)	N2—C13—C14—C9	179.1 (4)
N3—C18—C17—C16	176.8 (4)	C10—C9—C14—C13	−0.4 (7)
C21—C16—C17—C18	0.3 (7)	C8—C9—C14—C13	178.5 (5)
C15—C16—C17—C18	−176.6 (5)	C9—C10—C11—C12	0.6 (10)
C17—C18—C19—C20	0.2 (9)	C13—C12—C11—C10	−1.0 (9)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1D···Cl1	0.89	2.72	3.602 (4)	169
N1—H1E···Cl6i	0.89	2.67	3.513 (4)	158
N1—H1F···Cl2ii	0.89	2.59	3.455 (4)	163
N2—H2A···Cl1	0.89	2.37	3.240 (4)	166
N2—H2B···Cl1iii	0.89	2.40	3.249 (4)	160
N2—H2C···Cl2iv	0.89	2.41	3.238 (4)	155
N3—H3A···Cl1v	0.89	2.47	3.344 (5)	167
N3—H3B···Cl2iii	0.89	2.56	3.366 (5)	151
N3—H3C···Cl1iii	0.89	2.55	3.355 (5)	151

Table 1

Selected bond lengths (Å)

Sb1—Cl2	3.0319 (14)
Sb1—Cl3	2.5325 (14)
Sb1—Cl4	2.4182 (15)
Sb1—Cl5	2.4043 (13)
Sb1—Cl6	2.7779 (14)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1D⋯Cl1	0.89	2.72	3.602 (4)	169
N1—H1E⋯Cl6i	0.89	2.67	3.513 (4)	158
N1—H1F⋯Cl2ii	0.89	2.59	3.455 (4)	163
N2—H2A⋯Cl1	0.89	2.37	3.240 (4)	166
N2—H2B⋯Cl1iii	0.89	2.40	3.249 (4)	160
N2—H2C⋯Cl2iv	0.89	2.41	3.238 (4)	155
N3—H3A⋯Cl1v	0.89	2.47	3.344 (5)	167
N3—H3B⋯Cl2iii	0.89	2.56	3.366 (5)	151
N3—H3C⋯Cl1iii	0.89	2.55	3.355 (5)	151

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .