Dichloridobis(2-methyl­quinolin-8-olato-κ2N,O)tin(IV)

Lo, K.M.; Ng, S.W.

doi:10.1107/S1600536809020340

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 7| July 2009| Page m719

doi:10.1107/S1600536809020340

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Dichloridobis(2-methylquinolin-8-olato-κ²N,O)tin(IV)

Kong Mun Lo ^a and Seik Weng Ng ^a ^*

^aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
^*Correspondence e-mail: seikweng@um.edu.my

(Received 27 May 2009; accepted 28 May 2009; online 6 June 2009)

The bis-chelated Sn atom in the title compound, [Sn(C₁₀H₈NO)₂Cl₂], exists in a distorted cis-Cl₂,cis-N₂,trans-O₂ octahedral environment.

Related literature

For the crystal structure of dichloridobis(8-oxidoquinoline), see: Archer et al. (1987 ).

Experimental

Crystal data

[Sn(C₁₀H₈NO)₂Cl₂]
M_r = 505.94
Triclinic, $[P \overline 1]$
a = 7.9651 (1) Å
b = 9.6336 (1) Å
c = 12.8337 (2) Å
α = 94.599 (1)°
β = 90.262 (1)°
γ = 109.236 (1)°
V = 926.29 (2) Å³
Z = 2
Mo Kα radiation
μ = 1.69 mm⁻¹
T = 133 K
0.20 × 0.10 × 0.05 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.729, T_max = 0.920
7670 measured reflections
4189 independent reflections
3905 reflections with I > 2σ(I)
R_int = 0.015

Refinement

R[F² > 2σ(F²)] = 0.023
wR(F²) = 0.060
S = 1.03
4189 reflections
246 parameters
H-atom parameters constrained
Δρ_max = 0.79 e Å⁻³
Δρ_min = −0.34 e Å⁻³

Data collection: APEX2 (Bruker, 2007 ); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001 ); software used to prepare material for publication: publCIF (Westrip, 2009 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809020340/tk2467sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809020340/tk2467Isup2.hkl

checkCIF report

Related literature top

For the crystal structure of dichloridobis(8-oxidoquinoline), see: Archer et al. (1987).

Experimental top

Di(p-chlorobenzyl)tin dichloride (0.44 g, 1 mmol) and 8-hydroxyquinaldine (0.16 g, 1 mmol) were dissolved in chloroform (100 ml) and the solution was heated for 1 hour. Slow evaporation of the filtrate gave yellow crystals. The organic groups at tin were probabaly cleaved by the heterocycle in the reaction.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2009).

Figures top

Fig. 1. Thermal ellipsoid plot (Barbour, 2001) of SnCl₂(C₁₀H₈NO)₂ at the 70% probability level. Hydrogen atoms are drawn as spheres of arbitrary radius.

Dichloridobis(2-methylquinolin-8-olato-κ²N,O)tin(IV) top

Crystal data top

[Sn(C₁₀H₈NO)₂Cl₂]	Z = 2
M_r = 505.94	F(000) = 500
Triclinic, P1	D_x = 1.814 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.9651 (1) Å	Cell parameters from 9941 reflections
b = 9.6336 (1) Å	θ = 2.4–28.2°
c = 12.8337 (2) Å	µ = 1.69 mm⁻¹
α = 94.599 (1)°	T = 133 K
β = 90.262 (1)°	Prism, pale yellow
γ = 109.236 (1)°	0.20 × 0.10 × 0.05 mm
V = 926.29 (2) Å³

Data collection top

Bruker SMART APEX diffractometer	4189 independent reflections
Radiation source: fine-focus sealed tube	3905 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.015
ω scans	θ_max = 27.5°, θ_min = 1.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→10
T_min = 0.729, T_max = 0.920	k = −12→12
7670 measured reflections	l = −16→16

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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.060	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0346P)² + 0.4719P] where P = (F_o² + 2F_c²)/3
4189 reflections	(Δ/σ)_max = 0.001
246 parameters	Δρ_max = 0.79 e Å⁻³
0 restraints	Δρ_min = −0.34 e Å⁻³

Crystal data top

[Sn(C₁₀H₈NO)₂Cl₂]	γ = 109.236 (1)°
M_r = 505.94	V = 926.29 (2) Å³
Triclinic, P1	Z = 2
a = 7.9651 (1) Å	Mo Kα radiation
b = 9.6336 (1) Å	µ = 1.69 mm⁻¹
c = 12.8337 (2) Å	T = 133 K
α = 94.599 (1)°	0.20 × 0.10 × 0.05 mm
β = 90.262 (1)°

Data collection top

Bruker SMART APEX diffractometer	4189 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3905 reflections with I > 2σ(I)
T_min = 0.729, T_max = 0.920	R_int = 0.015
7670 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.023	0 restraints
wR(F²) = 0.060	H-atom parameters constrained
S = 1.03	Δρ_max = 0.79 e Å⁻³
4189 reflections	Δρ_min = −0.34 e Å⁻³
246 parameters

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Sn1	0.276677 (18)	0.727420 (15)	0.279378 (11)	0.01746 (6)
Cl1	0.03285 (7)	0.77602 (6)	0.20001 (4)	0.02382 (12)
Cl2	0.24196 (8)	0.82902 (6)	0.44903 (4)	0.02532 (12)
N1	0.4783 (2)	0.6315 (2)	0.34153 (14)	0.0183 (4)
N2	0.3536 (2)	0.6733 (2)	0.11290 (15)	0.0200 (4)
O1	0.1236 (2)	0.51786 (17)	0.29867 (13)	0.0221 (3)
O2	0.4661 (2)	0.91742 (17)	0.25039 (13)	0.0240 (3)
C1	0.7366 (3)	0.8568 (3)	0.37939 (19)	0.0250 (5)
H1A	0.6522	0.9047	0.4057	0.038*
H1B	0.7746	0.8885	0.3101	0.038*
H1C	0.8406	0.8847	0.4275	0.038*
C2	0.6490 (3)	0.6930 (3)	0.37157 (17)	0.0200 (4)
C3	0.7488 (3)	0.6025 (3)	0.39744 (19)	0.0247 (5)
H3	0.8709	0.6470	0.4177	0.030*
C4	0.6739 (3)	0.4537 (3)	0.39396 (19)	0.0260 (5)
H4	0.7444	0.3948	0.4093	0.031*
C5	0.4912 (3)	0.3865 (3)	0.36755 (17)	0.0225 (5)
C6	0.3986 (4)	0.2331 (3)	0.36603 (19)	0.0283 (5)
H6	0.4603	0.1673	0.3807	0.034*
C7	0.2184 (4)	0.1802 (3)	0.3431 (2)	0.0311 (6)
H7	0.1567	0.0772	0.3419	0.037*
C8	0.1239 (3)	0.2753 (3)	0.32133 (19)	0.0272 (5)
H8	−0.0009	0.2360	0.3073	0.033*
C9	0.2103 (3)	0.4248 (2)	0.32009 (17)	0.0208 (4)
C10	0.3970 (3)	0.4819 (2)	0.34239 (17)	0.0192 (4)
C11	0.1273 (3)	0.4305 (3)	0.0696 (2)	0.0285 (5)
H11A	0.0424	0.4658	0.1094	0.043*
H11B	0.1706	0.3684	0.1120	0.043*
H11C	0.0685	0.3729	0.0053	0.043*
C12	0.2808 (3)	0.5597 (3)	0.04230 (18)	0.0228 (5)
C13	0.3471 (4)	0.5605 (3)	−0.0607 (2)	0.0302 (5)
H13	0.2915	0.4812	−0.1117	0.036*
C14	0.4896 (4)	0.6746 (3)	−0.0858 (2)	0.0313 (6)
H14	0.5352	0.6729	−0.1540	0.038*
C15	0.5713 (3)	0.7955 (3)	−0.01254 (19)	0.0269 (5)
C16	0.7162 (3)	0.9198 (3)	−0.0338 (2)	0.0348 (6)
H16	0.7712	0.9228	−0.0995	0.042*
C17	0.7769 (4)	1.0357 (3)	0.0405 (2)	0.0374 (7)
H17	0.8772	1.1177	0.0265	0.045*
C18	0.6947 (3)	1.0370 (3)	0.1376 (2)	0.0311 (6)
H18	0.7378	1.1204	0.1871	0.037*
C19	0.5515 (3)	0.9171 (3)	0.16080 (19)	0.0238 (5)
C20	0.4932 (3)	0.7921 (3)	0.08655 (18)	0.0212 (5)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.01921 (8)	0.01482 (8)	0.01839 (9)	0.00572 (6)	0.00134 (6)	0.00120 (6)
Cl1	0.0241 (3)	0.0261 (3)	0.0234 (3)	0.0112 (2)	0.0001 (2)	0.0025 (2)
Cl2	0.0310 (3)	0.0255 (3)	0.0213 (3)	0.0128 (2)	0.0006 (2)	−0.0018 (2)
N1	0.0213 (9)	0.0184 (9)	0.0158 (9)	0.0071 (7)	0.0017 (7)	0.0015 (7)
N2	0.0210 (9)	0.0214 (9)	0.0193 (9)	0.0091 (8)	0.0002 (7)	0.0034 (8)
O1	0.0194 (7)	0.0183 (8)	0.0275 (9)	0.0041 (6)	0.0000 (6)	0.0045 (7)
O2	0.0267 (8)	0.0169 (8)	0.0258 (9)	0.0037 (6)	0.0018 (7)	0.0016 (7)
C1	0.0209 (10)	0.0239 (12)	0.0271 (12)	0.0038 (9)	−0.0021 (9)	−0.0004 (10)
C2	0.0215 (10)	0.0230 (11)	0.0152 (10)	0.0067 (9)	0.0024 (8)	0.0019 (9)
C3	0.0206 (10)	0.0332 (13)	0.0220 (12)	0.0110 (10)	0.0017 (9)	0.0042 (10)
C4	0.0322 (12)	0.0309 (13)	0.0214 (12)	0.0187 (11)	0.0019 (9)	0.0048 (10)
C5	0.0310 (12)	0.0241 (11)	0.0150 (11)	0.0124 (10)	0.0016 (9)	0.0026 (9)
C6	0.0436 (14)	0.0219 (12)	0.0236 (12)	0.0161 (11)	−0.0004 (10)	0.0035 (10)
C7	0.0463 (15)	0.0151 (11)	0.0286 (13)	0.0058 (10)	−0.0042 (11)	0.0019 (10)
C8	0.0304 (12)	0.0218 (12)	0.0260 (13)	0.0036 (10)	−0.0031 (10)	0.0040 (10)
C9	0.0265 (11)	0.0172 (10)	0.0182 (11)	0.0064 (9)	0.0004 (9)	0.0020 (9)
C10	0.0262 (11)	0.0173 (10)	0.0144 (10)	0.0080 (9)	0.0014 (8)	0.0005 (8)
C11	0.0342 (13)	0.0235 (12)	0.0256 (13)	0.0074 (10)	−0.0039 (10)	−0.0018 (10)
C12	0.0259 (11)	0.0239 (11)	0.0216 (12)	0.0123 (9)	−0.0006 (9)	0.0010 (9)
C13	0.0362 (13)	0.0364 (14)	0.0233 (12)	0.0198 (12)	−0.0007 (10)	−0.0004 (11)
C14	0.0365 (13)	0.0439 (15)	0.0199 (12)	0.0213 (12)	0.0050 (10)	0.0065 (11)
C15	0.0265 (12)	0.0349 (14)	0.0241 (12)	0.0150 (10)	0.0038 (10)	0.0088 (11)
C16	0.0294 (13)	0.0446 (16)	0.0329 (15)	0.0120 (12)	0.0106 (11)	0.0184 (13)
C17	0.0258 (12)	0.0406 (16)	0.0446 (17)	0.0049 (11)	0.0063 (11)	0.0231 (14)
C18	0.0285 (12)	0.0271 (13)	0.0349 (14)	0.0035 (10)	−0.0028 (11)	0.0110 (11)
C19	0.0219 (10)	0.0247 (12)	0.0257 (12)	0.0076 (9)	0.0000 (9)	0.0090 (10)
C20	0.0194 (10)	0.0242 (11)	0.0223 (12)	0.0091 (9)	0.0005 (8)	0.0073 (9)

Geometric parameters (Å, º) top

Sn1—O2	2.0149 (16)	C6—H6	0.9500
Sn1—O1	2.0211 (16)	C7—C8	1.406 (3)
Sn1—N1	2.2703 (18)	C7—H7	0.9500
Sn1—N2	2.2925 (19)	C8—C9	1.379 (3)
Sn1—Cl2	2.3700 (6)	C8—H8	0.9500
Sn1—Cl1	2.3846 (5)	C9—C10	1.424 (3)
N1—C2	1.332 (3)	C11—C12	1.495 (3)
N1—C10	1.373 (3)	C11—H11A	0.9800
N2—C12	1.332 (3)	C11—H11B	0.9800
N2—C20	1.374 (3)	C11—H11C	0.9800
O1—C9	1.342 (3)	C12—C13	1.425 (3)
O2—C19	1.339 (3)	C13—C14	1.356 (4)
C1—C2	1.496 (3)	C13—H13	0.9500
C1—H1A	0.9800	C14—C15	1.408 (4)
C1—H1B	0.9800	C14—H14	0.9500
C1—H1C	0.9800	C15—C16	1.409 (4)
C2—C3	1.415 (3)	C15—C20	1.416 (3)
C3—C4	1.356 (4)	C16—C17	1.364 (4)
C3—H3	0.9500	C16—H16	0.9500
C4—C5	1.411 (3)	C17—C18	1.411 (4)
C4—H4	0.9500	C17—H17	0.9500
C5—C6	1.416 (3)	C18—C19	1.384 (3)
C5—C10	1.418 (3)	C18—H18	0.9500
C6—C7	1.377 (4)	C19—C20	1.420 (3)

O2—Sn1—O1	168.37 (6)	C6—C7—H7	119.3
O2—Sn1—N1	92.76 (7)	C8—C7—H7	119.3
O1—Sn1—N1	78.04 (6)	C9—C8—C7	120.7 (2)
O2—Sn1—N2	77.90 (7)	C9—C8—H8	119.7
O1—Sn1—N2	94.63 (7)	C7—C8—H8	119.7
N1—Sn1—N2	88.77 (6)	O1—C9—C8	121.9 (2)
O2—Sn1—Cl2	90.74 (5)	O1—C9—C10	119.2 (2)
O1—Sn1—Cl2	96.53 (5)	C8—C9—C10	118.9 (2)
N1—Sn1—Cl2	91.39 (5)	N1—C10—C5	122.3 (2)
N2—Sn1—Cl2	168.62 (5)	N1—C10—C9	117.31 (19)
O2—Sn1—Cl1	97.04 (5)	C5—C10—C9	120.4 (2)
O1—Sn1—Cl1	91.31 (5)	C12—C11—H11A	109.5
N1—Sn1—Cl1	167.95 (5)	C12—C11—H11B	109.5
N2—Sn1—Cl1	86.47 (5)	H11A—C11—H11B	109.5
Cl2—Sn1—Cl1	95.46 (2)	C12—C11—H11C	109.5
C2—N1—C10	119.95 (19)	H11A—C11—H11C	109.5
C2—N1—Sn1	132.09 (15)	H11B—C11—H11C	109.5
C10—N1—Sn1	107.93 (14)	N2—C12—C13	120.3 (2)
C12—N2—C20	120.0 (2)	N2—C12—C11	120.5 (2)
C12—N2—Sn1	132.03 (15)	C13—C12—C11	119.2 (2)
C20—N2—Sn1	107.76 (15)	C14—C13—C12	120.0 (3)
C9—O1—Sn1	116.18 (13)	C14—C13—H13	120.0
C19—O2—Sn1	116.82 (15)	C12—C13—H13	120.0
C2—C1—H1A	109.5	C13—C14—C15	121.2 (2)
C2—C1—H1B	109.5	C13—C14—H14	119.4
H1A—C1—H1B	109.5	C15—C14—H14	119.4
C2—C1—H1C	109.5	C16—C15—C20	119.3 (2)
H1A—C1—H1C	109.5	C16—C15—C14	124.4 (2)
H1B—C1—H1C	109.5	C20—C15—C14	116.2 (2)
N1—C2—C3	119.7 (2)	C17—C16—C15	119.5 (2)
N1—C2—C1	120.9 (2)	C17—C16—H16	120.2
C3—C2—C1	119.4 (2)	C15—C16—H16	120.2
C4—C3—C2	121.4 (2)	C16—C17—C18	121.7 (2)
C4—C3—H3	119.3	C16—C17—H17	119.1
C2—C3—H3	119.3	C18—C17—H17	119.1
C3—C4—C5	119.9 (2)	C19—C18—C17	120.2 (3)
C3—C4—H4	120.0	C19—C18—H18	119.9
C5—C4—H4	120.0	C17—C18—H18	119.9
C4—C5—C6	124.3 (2)	O2—C19—C18	121.6 (2)
C4—C5—C10	116.5 (2)	O2—C19—C20	119.7 (2)
C6—C5—C10	119.2 (2)	C18—C19—C20	118.7 (2)
C7—C6—C5	119.4 (2)	N2—C20—C15	122.2 (2)
C7—C6—H6	120.3	N2—C20—C19	117.4 (2)
C5—C6—H6	120.3	C15—C20—C19	120.3 (2)
C6—C7—C8	121.4 (2)

O2—Sn1—N1—C2	14.7 (2)	Sn1—O1—C9—C10	8.9 (3)
O1—Sn1—N1—C2	−172.5 (2)	C7—C8—C9—O1	179.4 (2)
N2—Sn1—N1—C2	92.5 (2)	C7—C8—C9—C10	−0.7 (4)
Cl2—Sn1—N1—C2	−76.09 (19)	C2—N1—C10—C5	−4.4 (3)
Cl1—Sn1—N1—C2	159.21 (17)	Sn1—N1—C10—C5	173.84 (17)
O2—Sn1—N1—C10	−163.29 (14)	C2—N1—C10—C9	173.6 (2)
O1—Sn1—N1—C10	9.52 (14)	Sn1—N1—C10—C9	−8.2 (2)
N2—Sn1—N1—C10	−85.47 (14)	C4—C5—C10—N1	1.2 (3)
Cl2—Sn1—N1—C10	105.91 (13)	C6—C5—C10—N1	−179.5 (2)
Cl1—Sn1—N1—C10	−18.8 (3)	C4—C5—C10—C9	−176.7 (2)
O2—Sn1—N2—C12	−170.0 (2)	C6—C5—C10—C9	2.6 (3)
O1—Sn1—N2—C12	19.05 (19)	O1—C9—C10—N1	0.5 (3)
N1—Sn1—N2—C12	96.95 (19)	C8—C9—C10—N1	−179.3 (2)
Cl2—Sn1—N2—C12	−172.14 (17)	O1—C9—C10—C5	178.6 (2)
Cl1—Sn1—N2—C12	−71.98 (19)	C8—C9—C10—C5	−1.3 (3)
O2—Sn1—N2—C20	4.49 (13)	C20—N2—C12—C13	0.0 (3)
O1—Sn1—N2—C20	−166.49 (13)	Sn1—N2—C12—C13	173.93 (16)
N1—Sn1—N2—C20	−88.60 (14)	C20—N2—C12—C11	−179.3 (2)
Cl2—Sn1—N2—C20	2.3 (3)	Sn1—N2—C12—C11	−5.4 (3)
Cl1—Sn1—N2—C20	102.47 (13)	N2—C12—C13—C14	2.7 (3)
O2—Sn1—O1—C9	28.5 (4)	C11—C12—C13—C14	−178.0 (2)
N1—Sn1—O1—C9	−9.83 (15)	C12—C13—C14—C15	−1.8 (4)
N2—Sn1—O1—C9	77.92 (16)	C13—C14—C15—C16	−178.1 (2)
Cl2—Sn1—O1—C9	−99.87 (15)	C13—C14—C15—C20	−1.6 (3)
Cl1—Sn1—O1—C9	164.49 (15)	C20—C15—C16—C17	−1.1 (4)
O1—Sn1—O2—C19	44.7 (4)	C14—C15—C16—C17	175.2 (2)
N1—Sn1—O2—C19	82.07 (16)	C15—C16—C17—C18	−2.1 (4)
N2—Sn1—O2—C19	−6.07 (15)	C16—C17—C18—C19	1.8 (4)
Cl2—Sn1—O2—C19	173.50 (15)	Sn1—O2—C19—C18	−173.95 (17)
Cl1—Sn1—O2—C19	−90.91 (15)	Sn1—O2—C19—C20	7.0 (3)
C10—N1—C2—C3	4.3 (3)	C17—C18—C19—O2	−177.2 (2)
Sn1—N1—C2—C3	−173.52 (15)	C17—C18—C19—C20	1.9 (3)
C10—N1—C2—C1	−175.1 (2)	C12—N2—C20—C15	−3.7 (3)
Sn1—N1—C2—C1	7.1 (3)	Sn1—N2—C20—C15	−178.95 (17)
N1—C2—C3—C4	−1.0 (3)	C12—N2—C20—C19	172.74 (19)
C1—C2—C3—C4	178.4 (2)	Sn1—N2—C20—C19	−2.5 (2)
C2—C3—C4—C5	−2.2 (4)	C16—C15—C20—N2	−178.9 (2)
C3—C4—C5—C6	−177.2 (2)	C14—C15—C20—N2	4.4 (3)
C3—C4—C5—C10	2.1 (3)	C16—C15—C20—C19	4.7 (3)
C4—C5—C6—C7	177.4 (2)	C14—C15—C20—C19	−171.9 (2)
C10—C5—C6—C7	−1.8 (3)	O2—C19—C20—N2	−2.5 (3)
C5—C6—C7—C8	−0.2 (4)	C18—C19—C20—N2	178.4 (2)
C6—C7—C8—C9	1.5 (4)	O2—C19—C20—C15	174.04 (19)
Sn1—O1—C9—C8	−171.26 (18)	C18—C19—C20—C15	−5.1 (3)

Experimental details

Crystal data
Chemical formula	[Sn(C₁₀H₈NO)₂Cl₂]
M_r	505.94
Crystal system, space group	Triclinic, P1
Temperature (K)	133
a, b, c (Å)	7.9651 (1), 9.6336 (1), 12.8337 (2)
α, β, γ (°)	94.599 (1), 90.262 (1), 109.236 (1)
V (Å³)	926.29 (2)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.69
Crystal size (mm)	0.20 × 0.10 × 0.05

Data collection
Diffractometer	Bruker SMART APEX diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.729, 0.920
No. of measured, independent and observed [I > 2σ(I)] reflections	7670, 4189, 3905
R_int	0.015
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.023, 0.060, 1.03
No. of reflections	4189
No. of parameters	246
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.79, −0.34

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2009).

Acknowledgements

We thank the University of Malaya (RG020/09AFR) for supporting this study.

References

Archer, S. J., Koch, K. R. & Schmidt, S. (1987). Inorg. Chim. Acta, 126, 209–218. CSD CrossRef CAS Web of Science Google Scholar
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191. CrossRef CAS Google Scholar
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Westrip, S. P. (2009). publCIF. In preparation. Google Scholar