Dichloridobis(5,7-dichloro­quinolin-8-olato-κ2N,O)tin(IV)

Fazaeli, Y.; Najafi, E.; Amini, M.M.; Ng, S.W.

doi:10.1107/S1600536809004371

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 65| Part 3| March 2009| Page m270

doi:10.1107/S1600536809004371

Open

access

Dichloridobis(5,7-dichloroquinolin-8-olato-κ²N,O)tin(IV)

Yousef Fazaeli,^a Ezzatollah Najafi,^a Mostafa M. Amini ^a and Seik Weng Ng ^b ^*

^aDepartment of Chemistry, General Campus, Shahid Beheshti University, Tehran 1983963113, Iran, and ^bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
^*Correspondence e-mail: seikweng@um.edu.my

(Received 5 February 2009; accepted 6 February 2009; online 13 February 2009)

The Sn^IV atom in the title compound, [Sn(C₉H₄Cl₂NO)₂Cl₂], is chelated by the substituted quinolin-8-olate anions in a distorted octahedral geometry. The N-donor atoms are in a cis alignment as are the Cl atoms; the O atoms are trans to each other.

Related literature

For the structure of dichloridobis(quinolin-8-olato)tin(IV), which shows a very similar coordination geometry, see: Archer et al. (1987 ).

Experimental

Crystal data

[Sn(C₉H₄Cl₂NO)₂Cl₂]
M_r = 615.65
Monoclinic, P 2₁ /c
a = 15.2459 (2) Å
b = 8.9262 (1) Å
c = 15.8541 (2) Å
β = 110.381 (1)°
V = 2022.48 (4) Å³
Z = 4
Mo Kα radiation
μ = 2.08 mm⁻¹
T = 100 (2) K
0.28 × 0.22 × 0.18 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.594, T_max = 0.706
18582 measured reflections
4651 independent reflections
4218 reflections with I > 2σ(I)
R_int = 0.021

Refinement

R[F² > 2σ(F²)] = 0.026
wR(F²) = 0.079
S = 1.06
4651 reflections
262 parameters
H-atom parameters constrained
Δρ_max = 0.59 e Å⁻³
Δρ_min = −1.25 e Å⁻³

Data collection: APEX2 (Bruker, 2008 ); cell refinement: SAINT (Bruker, 2008); 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/S1600536809004371/bt2866sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809004371/bt2866Isup2.hkl

checkCIF report

Related literature top

For the structure of dichloridobis(quinolin-8-olato)tin, which shows the same coordination geometry, see: Archer et al. (1987).

Experimental top

5,7-Dichloro-8-hydroxyquinoline (1 mmol, 0.21 g) was added to a solution of stannous chloride (1 mmol, 0.23) in DMSO (20 ml). The clear solution was set aside for several days to yield yellow crystals. These crystals are stable when heated at 573 K.

Computing details top

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); 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. Anisotropic displacement ellipsoid plot (Barbour, 2001) of SnCl₂(C₉H₄Cl₂NO)₂; ellipsoids are drawn at the 70% probability level and H atoms of arbitrary radius.

Dichloridobis(5,7-dichloroquinolin-8-olato-κ²N,O)tin(IV) top

Crystal data top

[Sn(C₉H₄Cl₂NO)₂Cl₂]	F(000) = 1192
M_r = 615.65	D_x = 2.022 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 9940 reflections
a = 15.2459 (2) Å	θ = 2.6–28.3°
b = 8.9262 (1) Å	µ = 2.08 mm⁻¹
c = 15.8541 (2) Å	T = 100 K
β = 110.381 (1)°	Polyhedron, yellow
V = 2022.48 (4) Å³	0.28 × 0.22 × 0.18 mm
Z = 4

Data collection top

Bruker SMART APEX diffractometer	4651 independent reflections
Radiation source: fine-focus sealed tube	4218 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.021
ω scans	θ_max = 27.5°, θ_min = 1.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −19→19
T_min = 0.594, T_max = 0.706	k = −11→11
18582 measured reflections	l = −20→20

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.079	H-atom parameters constrained
S = 1.06	w = 1/[σ²(F_o²) + (0.0394P)² + 4.6706P] where P = (F_o² + 2F_c²)/3
4651 reflections	(Δ/σ)_max = 0.001
262 parameters	Δρ_max = 0.59 e Å⁻³
0 restraints	Δρ_min = −1.25 e Å⁻³

Crystal data top

[Sn(C₉H₄Cl₂NO)₂Cl₂]	V = 2022.48 (4) Å³
M_r = 615.65	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 15.2459 (2) Å	µ = 2.08 mm⁻¹
b = 8.9262 (1) Å	T = 100 K
c = 15.8541 (2) Å	0.28 × 0.22 × 0.18 mm
β = 110.381 (1)°

Data collection top

Bruker SMART APEX diffractometer	4651 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	4218 reflections with I > 2σ(I)
T_min = 0.594, T_max = 0.706	R_int = 0.021
18582 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.026	0 restraints
wR(F²) = 0.079	H-atom parameters constrained
S = 1.06	Δρ_max = 0.59 e Å⁻³
4651 reflections	Δρ_min = −1.25 e Å⁻³
262 parameters

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

	x	y	z	U_iso*/U_eq
Sn1	0.778941 (13)	0.92337 (2)	0.344613 (13)	0.01736 (7)
Cl1	0.93987 (6)	0.32043 (9)	0.64058 (5)	0.02934 (17)
Cl2	0.84159 (6)	0.38698 (8)	0.28352 (5)	0.02702 (17)
Cl3	0.34831 (5)	1.07293 (11)	0.39582 (6)	0.0343 (2)
Cl4	0.66222 (6)	1.38854 (9)	0.45378 (7)	0.03409 (19)
Cl5	0.70590 (6)	0.98399 (10)	0.19137 (5)	0.02889 (17)
Cl6	0.92679 (6)	1.01709 (10)	0.36724 (6)	0.03319 (19)
O1	0.80174 (15)	0.7039 (2)	0.31888 (13)	0.0191 (4)
O2	0.73412 (14)	1.1077 (2)	0.39671 (15)	0.0205 (4)
N1	0.83134 (16)	0.8252 (3)	0.48199 (16)	0.0171 (5)
N2	0.63835 (17)	0.8521 (3)	0.34618 (16)	0.0192 (5)
C1	0.83654 (19)	0.6170 (3)	0.39116 (19)	0.0169 (5)
C2	0.8582 (2)	0.4680 (3)	0.38683 (19)	0.0183 (6)
C3	0.8920 (2)	0.3773 (3)	0.4644 (2)	0.0198 (6)
H3	0.9064	0.2750	0.4591	0.024*
C4	0.9038 (2)	0.4366 (3)	0.5468 (2)	0.0198 (6)
C5	0.8855 (2)	0.5884 (3)	0.55734 (19)	0.0180 (6)
C6	0.85181 (19)	0.6765 (3)	0.47856 (19)	0.0160 (5)
C7	0.8970 (2)	0.6608 (4)	0.64017 (19)	0.0208 (6)
H7	0.9187	0.6058	0.6949	0.025*
C8	0.8765 (2)	0.8106 (4)	0.6412 (2)	0.0230 (6)
H8	0.8843	0.8598	0.6964	0.028*
C9	0.8441 (2)	0.8900 (3)	0.5600 (2)	0.0202 (6)
H9	0.8310	0.9939	0.5612	0.024*
C10	0.6471 (2)	1.1032 (3)	0.39562 (19)	0.0183 (6)
C11	0.6027 (2)	1.2221 (3)	0.4198 (2)	0.0217 (6)
C12	0.5108 (2)	1.2119 (4)	0.4191 (2)	0.0248 (6)
H12	0.4824	1.2963	0.4356	0.030*
C13	0.4617 (2)	1.0813 (4)	0.3950 (2)	0.0250 (7)
C14	0.5014 (2)	0.9536 (4)	0.37007 (19)	0.0218 (6)
C15	0.5937 (2)	0.9681 (3)	0.37025 (19)	0.0185 (5)
C16	0.4580 (2)	0.8118 (4)	0.3460 (2)	0.0288 (7)
H16	0.3959	0.7965	0.3449	0.035*
C17	0.5055 (2)	0.6976 (4)	0.3246 (2)	0.0299 (7)
H17	0.4771	0.6018	0.3099	0.036*
C18	0.5961 (2)	0.7209 (4)	0.3242 (2)	0.0251 (6)
H18	0.6280	0.6409	0.3077	0.030*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.01867 (11)	0.01519 (11)	0.01871 (11)	0.00298 (7)	0.00712 (8)	0.00097 (7)
Cl1	0.0364 (4)	0.0257 (4)	0.0232 (4)	0.0040 (3)	0.0070 (3)	0.0099 (3)
Cl2	0.0428 (4)	0.0173 (3)	0.0204 (3)	0.0031 (3)	0.0103 (3)	−0.0020 (3)
Cl3	0.0169 (3)	0.0521 (5)	0.0357 (4)	0.0022 (3)	0.0114 (3)	0.0054 (4)
Cl4	0.0308 (4)	0.0211 (4)	0.0559 (5)	−0.0008 (3)	0.0220 (4)	−0.0073 (4)
Cl5	0.0293 (4)	0.0319 (4)	0.0251 (4)	0.0071 (3)	0.0091 (3)	0.0065 (3)
Cl6	0.0314 (4)	0.0304 (4)	0.0410 (5)	−0.0019 (3)	0.0167 (4)	−0.0024 (4)
O1	0.0251 (10)	0.0166 (10)	0.0150 (9)	0.0032 (8)	0.0063 (8)	0.0006 (8)
O2	0.0167 (10)	0.0175 (10)	0.0293 (11)	−0.0003 (8)	0.0107 (9)	−0.0020 (8)
N1	0.0153 (11)	0.0178 (12)	0.0189 (11)	0.0009 (9)	0.0068 (9)	−0.0013 (9)
N2	0.0204 (12)	0.0201 (12)	0.0162 (11)	−0.0008 (10)	0.0052 (9)	0.0016 (9)
C1	0.0157 (13)	0.0172 (13)	0.0184 (13)	−0.0007 (10)	0.0066 (10)	0.0006 (10)
C2	0.0206 (14)	0.0166 (13)	0.0186 (13)	0.0006 (11)	0.0078 (11)	−0.0016 (11)
C3	0.0189 (14)	0.0174 (13)	0.0232 (14)	0.0001 (11)	0.0074 (11)	0.0014 (11)
C4	0.0168 (13)	0.0226 (15)	0.0186 (13)	−0.0022 (11)	0.0046 (11)	0.0058 (11)
C5	0.0147 (13)	0.0237 (15)	0.0153 (13)	−0.0010 (11)	0.0047 (10)	0.0021 (11)
C6	0.0132 (12)	0.0164 (13)	0.0193 (13)	−0.0006 (10)	0.0069 (10)	−0.0005 (10)
C7	0.0182 (13)	0.0281 (16)	0.0167 (13)	−0.0008 (12)	0.0067 (11)	0.0017 (12)
C8	0.0203 (14)	0.0306 (17)	0.0191 (14)	−0.0005 (12)	0.0083 (11)	−0.0041 (12)
C9	0.0178 (13)	0.0207 (14)	0.0234 (14)	−0.0012 (11)	0.0089 (11)	−0.0046 (11)
C10	0.0181 (13)	0.0205 (14)	0.0173 (13)	0.0009 (11)	0.0074 (11)	0.0025 (11)
C11	0.0217 (14)	0.0201 (14)	0.0245 (14)	0.0027 (12)	0.0094 (12)	0.0016 (11)
C12	0.0228 (15)	0.0299 (17)	0.0233 (15)	0.0079 (13)	0.0099 (12)	0.0042 (12)
C13	0.0146 (13)	0.0381 (18)	0.0224 (15)	0.0029 (12)	0.0067 (11)	0.0061 (13)
C14	0.0189 (14)	0.0290 (16)	0.0159 (13)	−0.0013 (12)	0.0041 (11)	0.0039 (12)
C15	0.0176 (13)	0.0221 (14)	0.0157 (12)	0.0004 (11)	0.0056 (10)	0.0034 (11)
C16	0.0214 (15)	0.041 (2)	0.0229 (15)	−0.0091 (14)	0.0058 (12)	0.0010 (14)
C17	0.0296 (17)	0.0285 (17)	0.0276 (16)	−0.0131 (14)	0.0052 (13)	−0.0049 (13)
C18	0.0288 (16)	0.0243 (16)	0.0208 (14)	−0.0022 (13)	0.0070 (12)	−0.0010 (12)

Geometric parameters (Å, º) top

Sn1—O1	2.055 (2)	C4—C5	1.405 (4)
Sn1—O2	2.061 (2)	C5—C6	1.413 (4)
Sn1—N1	2.222 (2)	C5—C7	1.419 (4)
Sn1—N2	2.244 (2)	C7—C8	1.374 (5)
Sn1—Cl6	2.3122 (9)	C7—H7	0.9500
Sn1—Cl5	2.3561 (8)	C8—C9	1.400 (4)
Cl1—C4	1.737 (3)	C8—H8	0.9500
Cl2—C2	1.726 (3)	C9—H9	0.9500
Cl3—C13	1.735 (3)	C10—C11	1.383 (4)
Cl4—C11	1.726 (3)	C10—C15	1.432 (4)
O1—C1	1.332 (3)	C11—C12	1.401 (4)
O2—C10	1.321 (4)	C12—C13	1.366 (5)
N1—C9	1.316 (4)	C12—H12	0.9500
N1—C6	1.369 (4)	C13—C14	1.411 (5)
N2—C18	1.323 (4)	C14—C15	1.412 (4)
N2—C15	1.365 (4)	C14—C16	1.418 (5)
C1—C2	1.378 (4)	C16—C17	1.361 (5)
C1—C6	1.425 (4)	C16—H16	0.9500
C2—C3	1.411 (4)	C17—C18	1.400 (5)
C3—C4	1.362 (4)	C17—H17	0.9500
C3—H3	0.9500	C18—H18	0.9500

O1—Sn1—O2	160.55 (8)	N1—C6—C1	116.0 (3)
O1—Sn1—N1	77.91 (8)	C5—C6—C1	122.5 (3)
O2—Sn1—N1	88.76 (9)	C8—C7—C5	119.9 (3)
O1—Sn1—N2	87.73 (9)	C8—C7—H7	120.0
O2—Sn1—N2	76.73 (9)	C5—C7—H7	120.0
N1—Sn1—N2	84.03 (9)	C7—C8—C9	119.4 (3)
O1—Sn1—Cl6	98.77 (6)	C7—C8—H8	120.3
O2—Sn1—Cl6	95.19 (6)	C9—C8—H8	120.3
N1—Sn1—Cl6	89.56 (7)	N1—C9—C8	122.0 (3)
N2—Sn1—Cl6	169.75 (7)	N1—C9—H9	119.0
O1—Sn1—Cl5	93.79 (6)	C8—C9—H9	119.0
O2—Sn1—Cl5	97.26 (6)	O2—C10—C11	124.0 (3)
N1—Sn1—Cl5	168.73 (7)	O2—C10—C15	120.0 (3)
N2—Sn1—Cl5	88.07 (6)	C11—C10—C15	116.0 (3)
Cl6—Sn1—Cl5	99.32 (3)	C10—C11—C12	122.2 (3)
C1—O1—Sn1	115.39 (17)	C10—C11—Cl4	119.5 (2)
C10—O2—Sn1	116.24 (18)	C12—C11—Cl4	118.3 (2)
C9—N1—C6	120.2 (3)	C13—C12—C11	120.4 (3)
C9—N1—Sn1	129.2 (2)	C13—C12—H12	119.8
C6—N1—Sn1	110.64 (18)	C11—C12—H12	119.8
C18—N2—C15	120.1 (3)	C12—C13—C14	121.5 (3)
C18—N2—Sn1	128.8 (2)	C12—C13—Cl3	119.0 (3)
C15—N2—Sn1	111.08 (19)	C14—C13—Cl3	119.5 (3)
O1—C1—C2	123.4 (3)	C15—C14—C13	116.7 (3)
O1—C1—C6	120.0 (3)	C15—C14—C16	117.0 (3)
C2—C1—C6	116.6 (3)	C13—C14—C16	126.3 (3)
C1—C2—C3	122.1 (3)	N2—C15—C14	121.6 (3)
C1—C2—Cl2	119.5 (2)	N2—C15—C10	115.3 (3)
C3—C2—Cl2	118.4 (2)	C14—C15—C10	123.2 (3)
C4—C3—C2	120.0 (3)	C17—C16—C14	119.8 (3)
C4—C3—H3	120.0	C17—C16—H16	120.1
C2—C3—H3	120.0	C14—C16—H16	120.1
C3—C4—C5	121.5 (3)	C16—C17—C18	120.1 (3)
C3—C4—Cl1	119.1 (2)	C16—C17—H17	119.9
C5—C4—Cl1	119.4 (2)	C18—C17—H17	119.9
C4—C5—C6	117.2 (3)	N2—C18—C17	121.4 (3)
C4—C5—C7	125.7 (3)	N2—C18—H18	119.3
C6—C5—C7	117.0 (3)	C17—C18—H18	119.3
N1—C6—C5	121.5 (3)

O2—Sn1—O1—C1	−49.4 (3)	Sn1—N1—C6—C1	0.3 (3)
N1—Sn1—O1—C1	−1.69 (19)	C4—C5—C6—N1	179.5 (3)
N2—Sn1—O1—C1	−86.08 (19)	C7—C5—C6—N1	0.1 (4)
Cl6—Sn1—O1—C1	85.96 (19)	C4—C5—C6—C1	−0.1 (4)
Cl5—Sn1—O1—C1	−173.99 (18)	C7—C5—C6—C1	−179.5 (3)
O1—Sn1—O2—C10	−45.4 (4)	O1—C1—C6—N1	−1.9 (4)
N1—Sn1—O2—C10	−91.7 (2)	C2—C1—C6—N1	179.0 (2)
N2—Sn1—O2—C10	−7.57 (19)	O1—C1—C6—C5	177.8 (3)
Cl6—Sn1—O2—C10	178.82 (19)	C2—C1—C6—C5	−1.3 (4)
Cl5—Sn1—O2—C10	78.7 (2)	C4—C5—C7—C8	179.9 (3)
O1—Sn1—N1—C9	−179.7 (3)	C6—C5—C7—C8	−0.7 (4)
O2—Sn1—N1—C9	−13.9 (2)	C5—C7—C8—C9	0.2 (4)
N2—Sn1—N1—C9	−90.7 (3)	C6—N1—C9—C8	−1.5 (4)
Cl6—Sn1—N1—C9	81.3 (2)	Sn1—N1—C9—C8	178.9 (2)
Cl5—Sn1—N1—C9	−136.4 (3)	C7—C8—C9—N1	0.9 (5)
O1—Sn1—N1—C6	0.71 (18)	Sn1—O2—C10—C11	−173.6 (2)
O2—Sn1—N1—C6	166.44 (19)	Sn1—O2—C10—C15	7.9 (3)
N2—Sn1—N1—C6	89.65 (19)	O2—C10—C11—C12	−178.9 (3)
Cl6—Sn1—N1—C6	−98.36 (18)	C15—C10—C11—C12	−0.3 (4)
Cl5—Sn1—N1—C6	43.9 (4)	O2—C10—C11—Cl4	0.0 (4)
O1—Sn1—N2—C18	−8.2 (3)	C15—C10—C11—Cl4	178.6 (2)
O2—Sn1—N2—C18	−176.5 (3)	C10—C11—C12—C13	0.6 (5)
N1—Sn1—N2—C18	−86.3 (3)	Cl4—C11—C12—C13	−178.3 (2)
Cl6—Sn1—N2—C18	−137.9 (3)	C11—C12—C13—C14	−0.1 (5)
Cl5—Sn1—N2—C18	85.6 (3)	C11—C12—C13—Cl3	179.6 (2)
O1—Sn1—N2—C15	174.68 (19)	C12—C13—C14—C15	−0.7 (4)
O2—Sn1—N2—C15	6.47 (18)	Cl3—C13—C14—C15	179.6 (2)
N1—Sn1—N2—C15	96.60 (19)	C12—C13—C14—C16	178.4 (3)
Cl6—Sn1—N2—C15	45.0 (5)	Cl3—C13—C14—C16	−1.3 (4)
Cl5—Sn1—N2—C15	−91.45 (18)	C18—N2—C15—C14	−1.8 (4)
Sn1—O1—C1—C2	−178.4 (2)	Sn1—N2—C15—C14	175.6 (2)
Sn1—O1—C1—C6	2.5 (3)	C18—N2—C15—C10	178.0 (3)
O1—C1—C2—C3	−177.7 (3)	Sn1—N2—C15—C10	−4.6 (3)
C6—C1—C2—C3	1.3 (4)	C13—C14—C15—N2	−179.2 (3)
O1—C1—C2—Cl2	0.8 (4)	C16—C14—C15—N2	1.6 (4)
C6—C1—C2—Cl2	179.9 (2)	C13—C14—C15—C10	1.1 (4)
C1—C2—C3—C4	0.1 (4)	C16—C14—C15—C10	−178.1 (3)
Cl2—C2—C3—C4	−178.4 (2)	O2—C10—C15—N2	−1.7 (4)
C2—C3—C4—C5	−1.7 (4)	C11—C10—C15—N2	179.7 (3)
C2—C3—C4—Cl1	176.8 (2)	O2—C10—C15—C14	178.1 (3)
C3—C4—C5—C6	1.6 (4)	C11—C10—C15—C14	−0.6 (4)
Cl1—C4—C5—C6	−176.9 (2)	C15—C14—C16—C17	0.1 (4)
C3—C4—C5—C7	−179.0 (3)	C13—C14—C16—C17	−179.1 (3)
Cl1—C4—C5—C7	2.5 (4)	C14—C16—C17—C18	−1.5 (5)
C9—N1—C6—C5	1.0 (4)	C15—N2—C18—C17	0.2 (4)
Sn1—N1—C6—C5	−179.3 (2)	Sn1—N2—C18—C17	−176.6 (2)
C9—N1—C6—C1	−179.4 (3)	C16—C17—C18—N2	1.5 (5)

Experimental details

Crystal data
Chemical formula	[Sn(C₉H₄Cl₂NO)₂Cl₂]
M_r	615.65
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	100
a, b, c (Å)	15.2459 (2), 8.9262 (1), 15.8541 (2)
β (°)	110.381 (1)
V (Å³)	2022.48 (4)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	2.08
Crystal size (mm)	0.28 × 0.22 × 0.18

Data collection
Diffractometer	Bruker SMART APEX diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.594, 0.706
No. of measured, independent and observed [I > 2σ(I)] reflections	18582, 4651, 4218
R_int	0.021
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.026, 0.079, 1.06
No. of reflections	4651
No. of parameters	262
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.59, −1.25

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

Acknowledgements

The authors thank Shahid Beheshti University and the University of Malaya 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 (2008). 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