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Di­chloridobis(4-chloro­benz­yl)(4,4′-di­methyl-2,2′-bi­pyridine-κ2N,N′)tin(IV)

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

(Received 18 November 2009; accepted 18 November 2009; online 25 November 2009)

The SnIV atom in the title compound, [Sn(C7H6Cl)2Cl2(C12H12N2)], is coordinated by the bidentate N-heterocycle mol­ecule, two chloro­benzyl anions and two Cl anions in a distorted trans-C2SnCl2N2 octa­hedral geometry [C—Sn—C = 178.4 (1)°]. In the mol­ecular structure, the two benzene rings are oriented at a dihedral angle of 39.62 (17)°.

Related literature

For the synthesis of bis­(4-chloro­benz­yl)tin dichloride, see: Sisido et al. (1961[Sisido, K., Takeda, Y. & Kinugawa, Z. (1961). J. Am. Chem. Soc. 83, 538-541.]). For the 1,10-phenanthroline adduct, see: Tan et al. (2009[Tan, C. L., Lo, K. M. & Ng, S. W. (2009). Acta Cryst. E65, m717.]).

[Scheme 1]

Experimental

Crystal data
  • [Sn(C7H6Cl)2Cl2(C12H12N2)]

  • Mr = 624.96

  • Monoclinic, P 21 /n

  • a = 11.4035 (6) Å

  • b = 14.6804 (8) Å

  • c = 16.9270 (9) Å

  • β = 101.9182 (9)°

  • V = 2772.6 (3) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 1.32 mm−1

  • T = 293 K

  • 0.30 × 0.28 × 0.20 mm

Data collection
  • Bruker SMART APEX diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.692, Tmax = 0.778

  • 15766 measured reflections

  • 6263 independent reflections

  • 4883 reflections with I > 2σ(I)

  • Rint = 0.017

Refinement
  • R[F2 > 2σ(F2)] = 0.031

  • wR(F2) = 0.095

  • S = 1.00

  • 6263 reflections

  • 300 parameters

  • H-atom parameters constrained

  • Δρmax = 0.78 e Å−3

  • Δρmin = −0.49 e Å−3

Data collection: APEX2 (Bruker, 2008[Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2008[Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2009[Westrip, S. P. (2009). publCIF. In preparation.]).

Supporting information


Related literature top

For the synthesis of bis(4-chlorobenzyl)tin dichloride, see: Sisido et al. (1961). For the 1,10-phenanthroline adduct, see: Tan et al. (2009).

Experimental top

Di(4-chlorobenzyl)tin dichloride was synthesized by the reaction of 4-chlorobenzyl chloride and metallic tin (Sisido et al.). The diorganotin compound (0.44 g, 1 mmol) and 4,4'-dimethyl-2,2'-bipyridine (0.18 g, 1 mmol) was heated in chloroform (30 ml) for 1 h. Faint-yellow crystals separated upon slow evaporation of the solvent.

Refinement top

Carbon-bound H-atoms were placed in calculated positions (C–H 0.93–0.97 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2–1.5U(C).

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
[Figure 1] Fig. 1. Thermal ellipsoid plot (Barbour, 2001) of SnCl2(C10H12N2)(C7H6Cl)2 at the 50% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.
Dichloridobis(4-chlorobenzyl)(4,4'-dimethyl-2,2'-bipyridine- κ2N,N')tin(IV) top
Crystal data top
[Sn(C7H6Cl)2Cl2(C12H12N2)]F(000) = 1248
Mr = 624.96Dx = 1.497 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 6177 reflections
a = 11.4035 (6) Åθ = 2.4–28.3°
b = 14.6804 (8) ŵ = 1.32 mm1
c = 16.9270 (9) ÅT = 293 K
β = 101.9182 (9)°Block, pale yellow
V = 2772.6 (3) Å30.30 × 0.28 × 0.20 mm
Z = 4
Data collection top
Bruker SMART APEX
diffractometer
6263 independent reflections
Radiation source: fine-focus sealed tube4883 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.017
ω scansθmax = 27.5°, θmin = 1.9°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1414
Tmin = 0.692, Tmax = 0.778k = 1918
15766 measured reflectionsl = 2117
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.031Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.095H-atom parameters constrained
S = 1.00 w = 1/[σ2(Fo2) + (0.0523P)2 + 1.1119P]
where P = (Fo2 + 2Fc2)/3
6263 reflections(Δ/σ)max = 0.001
300 parametersΔρmax = 0.78 e Å3
0 restraintsΔρmin = 0.49 e Å3
Crystal data top
[Sn(C7H6Cl)2Cl2(C12H12N2)]V = 2772.6 (3) Å3
Mr = 624.96Z = 4
Monoclinic, P21/nMo Kα radiation
a = 11.4035 (6) ŵ = 1.32 mm1
b = 14.6804 (8) ÅT = 293 K
c = 16.9270 (9) Å0.30 × 0.28 × 0.20 mm
β = 101.9182 (9)°
Data collection top
Bruker SMART APEX
diffractometer
6263 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
4883 reflections with I > 2σ(I)
Tmin = 0.692, Tmax = 0.778Rint = 0.017
15766 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0310 restraints
wR(F2) = 0.095H-atom parameters constrained
S = 1.00Δρmax = 0.78 e Å3
6263 reflectionsΔρmin = 0.49 e Å3
300 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn10.278374 (15)0.231209 (14)0.536683 (11)0.05372 (8)
Cl10.06174 (7)0.19394 (9)0.52457 (7)0.0993 (3)
Cl20.28579 (8)0.31620 (8)0.40783 (5)0.0894 (3)
Cl30.35723 (13)0.23372 (9)0.67467 (9)0.1119 (4)
Cl40.68248 (17)0.53534 (12)0.79043 (9)0.1696 (8)
N10.4862 (2)0.24492 (17)0.57811 (15)0.0558 (5)
N20.34094 (19)0.16803 (15)0.66356 (12)0.0513 (5)
C10.3049 (3)0.1063 (2)0.47620 (17)0.0686 (8)
H1A0.23820.09850.43090.082*
H1B0.37680.11270.45450.082*
C20.3163 (3)0.0226 (2)0.52556 (17)0.0606 (7)
C30.2208 (3)0.0357 (2)0.5251 (2)0.0721 (8)
H30.14680.02190.49260.087*
C40.2322 (3)0.1133 (3)0.5713 (2)0.0788 (9)
H40.16700.15180.56960.095*
C50.3412 (3)0.1333 (2)0.6199 (2)0.0726 (8)
C60.4370 (3)0.0777 (2)0.62247 (19)0.0680 (8)
H60.51050.09200.65550.082*
C70.4249 (3)0.0004 (2)0.57607 (18)0.0639 (7)
H70.49070.03770.57840.077*
C80.2463 (3)0.3566 (2)0.5963 (2)0.0728 (8)
H8A0.20640.39880.55530.087*
H8B0.19110.34340.63130.087*
C90.3519 (3)0.4035 (2)0.64484 (19)0.0664 (8)
C100.3852 (3)0.3904 (2)0.7278 (2)0.0735 (8)
H100.33890.35290.75350.088*
C110.4853 (4)0.4318 (3)0.7727 (2)0.0858 (11)
H110.50590.42300.82820.103*
C120.5538 (4)0.4856 (3)0.7352 (2)0.0943 (12)
C130.5227 (4)0.5011 (3)0.6537 (2)0.0985 (13)
H130.56910.53940.62880.118*
C140.4235 (4)0.4599 (2)0.6093 (2)0.0797 (9)
H140.40350.46990.55390.096*
C150.5562 (3)0.2800 (2)0.5314 (2)0.0705 (9)
H150.52270.29340.47780.085*
C160.6750 (3)0.2967 (3)0.5597 (2)0.0813 (10)
H160.72130.32050.52540.098*
C170.7262 (3)0.2785 (3)0.6385 (3)0.0825 (10)
C180.6537 (3)0.2412 (2)0.6866 (2)0.0689 (8)
H180.68580.22770.74040.083*
C190.5348 (2)0.22410 (18)0.65515 (16)0.0516 (6)
C200.8561 (4)0.2981 (5)0.6727 (3)0.139 (2)
H20A0.89840.30370.62950.209*
H20B0.88990.24920.70770.209*
H20C0.86290.35400.70280.209*
C210.4549 (2)0.17973 (18)0.70150 (15)0.0528 (6)
C220.4934 (3)0.1484 (2)0.77971 (18)0.0733 (9)
H220.57250.15790.80600.088*
C230.4162 (4)0.1035 (3)0.81914 (19)0.0831 (10)
C240.3023 (3)0.0899 (2)0.7781 (2)0.0772 (9)
H240.24830.05800.80190.093*
C250.2669 (3)0.1234 (2)0.70125 (18)0.0632 (7)
H250.18790.11470.67440.076*
C260.4588 (5)0.0702 (4)0.9050 (2)0.138 (2)
H26A0.45590.00490.90600.206*
H26B0.40790.09460.93850.206*
H26C0.53970.09020.92490.206*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.04228 (11)0.06803 (14)0.04599 (12)0.00021 (8)0.00217 (8)0.00089 (8)
Cl10.0438 (4)0.1234 (8)0.1241 (8)0.0074 (4)0.0018 (4)0.0088 (7)
Cl20.0821 (6)0.1201 (8)0.0552 (5)0.0123 (5)0.0105 (4)0.0282 (5)
Cl30.1097 (9)0.1036 (8)0.1256 (10)0.0010 (6)0.0316 (8)0.0320 (7)
Cl40.2037 (16)0.1603 (14)0.1127 (10)0.1049 (13)0.0418 (10)0.0234 (9)
N10.0450 (12)0.0726 (15)0.0471 (13)0.0018 (10)0.0032 (10)0.0021 (10)
N20.0498 (11)0.0597 (13)0.0425 (11)0.0029 (9)0.0052 (9)0.0037 (10)
C10.0699 (18)0.087 (2)0.0462 (15)0.0005 (16)0.0043 (13)0.0122 (15)
C20.0583 (15)0.0721 (19)0.0503 (15)0.0011 (13)0.0084 (12)0.0151 (13)
C30.0534 (17)0.088 (2)0.0686 (19)0.0050 (15)0.0018 (14)0.0151 (18)
C40.0645 (19)0.085 (2)0.086 (2)0.0156 (17)0.0133 (17)0.012 (2)
C50.074 (2)0.076 (2)0.071 (2)0.0009 (16)0.0231 (16)0.0028 (17)
C60.0580 (17)0.082 (2)0.0625 (18)0.0071 (15)0.0097 (14)0.0047 (16)
C70.0520 (15)0.079 (2)0.0605 (17)0.0022 (13)0.0127 (13)0.0135 (15)
C80.0664 (18)0.072 (2)0.077 (2)0.0131 (15)0.0066 (16)0.0032 (17)
C90.078 (2)0.0556 (16)0.0646 (18)0.0083 (14)0.0125 (15)0.0035 (14)
C100.094 (2)0.0649 (19)0.0637 (19)0.0016 (17)0.0216 (17)0.0017 (15)
C110.123 (3)0.074 (2)0.0553 (18)0.008 (2)0.0051 (19)0.0007 (16)
C120.123 (3)0.076 (2)0.073 (2)0.032 (2)0.005 (2)0.0002 (19)
C130.133 (4)0.079 (2)0.079 (2)0.038 (2)0.012 (2)0.009 (2)
C140.104 (3)0.069 (2)0.0620 (19)0.0090 (19)0.0083 (18)0.0058 (16)
C150.0569 (17)0.100 (3)0.0549 (17)0.0075 (15)0.0106 (14)0.0061 (16)
C160.0580 (18)0.111 (3)0.079 (2)0.0180 (18)0.0228 (17)0.002 (2)
C170.0478 (17)0.110 (3)0.085 (3)0.0116 (16)0.0041 (16)0.013 (2)
C180.0496 (16)0.091 (2)0.0591 (18)0.0032 (14)0.0051 (13)0.0041 (16)
C190.0464 (13)0.0581 (15)0.0456 (14)0.0008 (11)0.0012 (11)0.0047 (11)
C200.054 (2)0.222 (6)0.133 (4)0.037 (3)0.001 (2)0.004 (4)
C210.0567 (14)0.0535 (15)0.0434 (13)0.0033 (11)0.0006 (11)0.0032 (11)
C220.080 (2)0.076 (2)0.0520 (17)0.0178 (16)0.0151 (14)0.0107 (15)
C230.112 (3)0.079 (2)0.0510 (17)0.026 (2)0.0015 (18)0.0113 (16)
C240.101 (3)0.074 (2)0.0589 (18)0.0274 (18)0.0211 (18)0.0006 (16)
C250.0643 (17)0.0681 (18)0.0575 (17)0.0124 (14)0.0131 (13)0.0064 (14)
C260.184 (5)0.145 (5)0.066 (2)0.062 (4)0.016 (3)0.040 (3)
Geometric parameters (Å, º) top
Sn1—C12.151 (3)C10—H100.9300
Sn1—C82.166 (3)C11—C121.357 (5)
Sn1—N22.313 (2)C11—H110.9300
Sn1—N12.337 (2)C12—C131.371 (5)
Sn1—Cl12.4970 (9)C13—C141.363 (5)
Sn1—Cl22.5293 (8)C13—H130.9300
Cl3—C51.731 (4)C14—H140.9300
Cl4—C121.730 (4)C15—C161.363 (5)
N1—C191.343 (4)C15—H150.9300
N1—C151.337 (4)C16—C171.366 (5)
N2—C251.331 (4)C16—H160.9300
N2—C211.336 (3)C17—C181.388 (5)
C1—C21.476 (5)C17—C201.502 (5)
C1—H1A0.9700C18—C191.374 (4)
C1—H1B0.9700C18—H180.9300
C2—C31.384 (4)C19—C211.472 (4)
C2—C71.394 (4)C20—H20A0.9600
C3—C41.372 (5)C20—H20B0.9600
C3—H30.9300C20—H20C0.9600
C4—C51.374 (5)C21—C221.384 (4)
C4—H40.9300C22—C231.378 (5)
C5—C61.358 (5)C22—H220.9300
C6—C71.371 (5)C23—C241.356 (5)
C6—H60.9300C23—C261.515 (5)
C7—H70.9300C24—C251.371 (4)
C8—C91.480 (5)C24—H240.9300
C8—H8A0.9700C25—H250.9300
C8—H8B0.9700C26—H26A0.9600
C9—C101.391 (5)C26—H26B0.9600
C9—C141.385 (5)C26—H26C0.9600
C10—C111.375 (5)
C1—Sn1—C8178.42 (12)C9—C10—H10119.4
C1—Sn1—N293.06 (10)C12—C11—C10119.4 (3)
C8—Sn1—N287.58 (11)C12—C11—H11120.3
C1—Sn1—N188.99 (11)C10—C11—H11120.3
C8—Sn1—N192.59 (11)C11—C12—C13120.9 (4)
N2—Sn1—N169.92 (8)C11—C12—Cl4119.9 (3)
C1—Sn1—Cl190.48 (9)C13—C12—Cl4119.2 (3)
C8—Sn1—Cl188.01 (9)C14—C13—C12119.5 (4)
N2—Sn1—Cl195.66 (6)C14—C13—H13120.2
N1—Sn1—Cl1165.52 (7)C12—C13—H13120.2
C1—Sn1—Cl288.68 (9)C13—C14—C9121.5 (3)
C8—Sn1—Cl291.21 (10)C13—C14—H14119.2
N2—Sn1—Cl2160.01 (6)C9—C14—H14119.2
N1—Sn1—Cl290.22 (6)N1—C15—C16122.2 (3)
Cl1—Sn1—Cl2104.24 (4)N1—C15—H15118.9
C19—N1—C15119.0 (3)C16—C15—H15118.9
C19—N1—Sn1117.50 (18)C15—C16—C17120.1 (3)
C15—N1—Sn1123.2 (2)C15—C16—H16120.0
C25—N2—C21118.9 (2)C17—C16—H16120.0
C25—N2—Sn1122.54 (19)C16—C17—C18117.6 (3)
C21—N2—Sn1118.53 (17)C16—C17—C20121.8 (4)
C2—C1—Sn1116.38 (19)C18—C17—C20120.5 (4)
C2—C1—H1A108.2C19—C18—C17120.3 (3)
Sn1—C1—H1A108.2C19—C18—H18119.9
C2—C1—H1B108.2C17—C18—H18119.9
Sn1—C1—H1B108.2N1—C19—C18120.8 (3)
H1A—C1—H1B107.3N1—C19—C21116.2 (2)
C3—C2—C7116.8 (3)C18—C19—C21123.0 (3)
C3—C2—C1122.4 (3)C17—C20—H20A109.5
C7—C2—C1120.8 (3)C17—C20—H20B109.5
C4—C3—C2122.0 (3)H20A—C20—H20B109.5
C4—C3—H3119.0C17—C20—H20C109.5
C2—C3—H3119.0H20A—C20—H20C109.5
C3—C4—C5119.1 (3)H20B—C20—H20C109.5
C3—C4—H4120.4N2—C21—C22120.1 (3)
C5—C4—H4120.4N2—C21—C19116.6 (2)
C6—C5—C4120.9 (3)C22—C21—C19123.2 (3)
C6—C5—Cl3120.0 (3)C23—C22—C21120.9 (3)
C4—C5—Cl3119.1 (3)C23—C22—H22119.5
C5—C6—C7119.6 (3)C21—C22—H22119.5
C5—C6—H6120.2C24—C23—C22117.5 (3)
C7—C6—H6120.2C24—C23—C26121.9 (4)
C6—C7—C2121.6 (3)C22—C23—C26120.6 (4)
C6—C7—H7119.2C23—C24—C25119.8 (3)
C2—C7—H7119.2C23—C24—H24120.1
C9—C8—Sn1117.3 (2)C25—C24—H24120.1
C9—C8—H8A108.0N2—C25—C24122.7 (3)
Sn1—C8—H8A108.0N2—C25—H25118.7
C9—C8—H8B108.0C24—C25—H25118.7
Sn1—C8—H8B108.0C23—C26—H26A109.5
H8A—C8—H8B107.2C23—C26—H26B109.5
C10—C9—C14117.3 (3)H26A—C26—H26B109.5
C10—C9—C8121.2 (3)C23—C26—H26C109.5
C14—C9—C8121.4 (3)H26A—C26—H26C109.5
C11—C10—C9121.3 (3)H26B—C26—H26C109.5
C11—C10—H10119.4
C1—Sn1—N1—C1582.9 (3)Sn1—C8—C9—C1095.9 (3)
N2—Sn1—N1—C15176.5 (3)C14—C9—C10—C110.1 (5)
Cl1—Sn1—N1—C15170.9 (2)C8—C9—C10—C11178.0 (3)
Cl2—Sn1—N1—C155.8 (3)C9—C10—C11—C120.8 (6)
C1—Sn1—N1—C19103.4 (2)C10—C11—C12—C131.7 (7)
C8—Sn1—N1—C1976.7 (2)C10—C11—C12—Cl4178.0 (3)
N2—Sn1—N1—C199.79 (19)C11—C12—C13—C141.8 (7)
Cl1—Sn1—N1—C1915.4 (4)Cl4—C12—C13—C14178.0 (4)
Cl2—Sn1—N1—C19167.9 (2)C12—C13—C14—C90.9 (7)
C1—Sn1—N2—C2586.3 (2)C10—C9—C14—C130.0 (6)
C8—Sn1—N2—C2592.2 (2)C8—C9—C14—C13178.1 (4)
N1—Sn1—N2—C25174.1 (2)C19—N1—C15—C161.1 (5)
Cl1—Sn1—N2—C254.5 (2)Sn1—N1—C15—C16172.5 (3)
Cl2—Sn1—N2—C25179.13 (18)N1—C15—C16—C170.7 (6)
C1—Sn1—N2—C2196.2 (2)C15—C16—C17—C181.4 (6)
C8—Sn1—N2—C2185.3 (2)C15—C16—C17—C20178.4 (4)
N1—Sn1—N2—C218.36 (19)C16—C17—C18—C190.3 (6)
Cl1—Sn1—N2—C21173.05 (19)C20—C17—C18—C19179.5 (4)
Cl2—Sn1—N2—C211.6 (3)C15—N1—C19—C182.2 (4)
C8—Sn1—C1—C297 (5)Sn1—N1—C19—C18171.8 (2)
N2—Sn1—C1—C216.6 (2)C15—N1—C19—C21175.8 (3)
N1—Sn1—C1—C286.5 (2)Sn1—N1—C19—C2110.3 (3)
Cl1—Sn1—C1—C279.0 (2)C17—C18—C19—N11.5 (5)
Cl2—Sn1—C1—C2176.7 (2)C17—C18—C19—C21176.3 (3)
Sn1—C1—C2—C397.9 (3)C25—N2—C21—C222.2 (4)
Sn1—C1—C2—C781.2 (3)Sn1—N2—C21—C22175.5 (2)
C7—C2—C3—C40.8 (5)C25—N2—C21—C19176.1 (2)
C1—C2—C3—C4179.9 (3)Sn1—N2—C21—C196.3 (3)
C2—C3—C4—C50.6 (5)N1—C19—C21—N22.7 (4)
C3—C4—C5—C60.3 (5)C18—C19—C21—N2179.4 (3)
C3—C4—C5—Cl3177.1 (3)N1—C19—C21—C22175.5 (3)
C4—C5—C6—C70.3 (5)C18—C19—C21—C222.4 (5)
Cl3—C5—C6—C7177.0 (2)N2—C21—C22—C231.2 (5)
C5—C6—C7—C20.5 (5)C19—C21—C22—C23176.9 (3)
C3—C2—C7—C60.7 (4)C21—C22—C23—C241.0 (6)
C1—C2—C7—C6179.9 (3)C21—C22—C23—C26179.4 (4)
N2—Sn1—C8—C965.4 (3)C22—C23—C24—C252.2 (6)
N1—Sn1—C8—C94.4 (3)C26—C23—C24—C25178.2 (4)
Cl1—Sn1—C8—C9161.1 (3)C21—N2—C25—C240.9 (4)
Cl2—Sn1—C8—C994.6 (3)Sn1—N2—C25—C24176.6 (2)
Sn1—C8—C9—C1482.1 (4)C23—C24—C25—N21.4 (5)

Experimental details

Crystal data
Chemical formula[Sn(C7H6Cl)2Cl2(C12H12N2)]
Mr624.96
Crystal system, space groupMonoclinic, P21/n
Temperature (K)293
a, b, c (Å)11.4035 (6), 14.6804 (8), 16.9270 (9)
β (°) 101.9182 (9)
V3)2772.6 (3)
Z4
Radiation typeMo Kα
µ (mm1)1.32
Crystal size (mm)0.30 × 0.28 × 0.20
Data collection
DiffractometerBruker SMART APEX
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.692, 0.778
No. of measured, independent and
observed [I > 2σ(I)] reflections
15766, 6263, 4883
Rint0.017
(sin θ/λ)max1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.031, 0.095, 1.00
No. of reflections6263
No. of parameters300
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.78, 0.49

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

 

Acknowledgements

We thank the University of Malaya (grant No. RG020/09AFR) for supporting this study.

References

First citationBarbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.  CrossRef CAS Google Scholar
First citationBruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationSheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationSisido, K., Takeda, Y. & Kinugawa, Z. (1961). J. Am. Chem. Soc. 83, 538–541.  CrossRef Web of Science Google Scholar
First citationTan, C. L., Lo, K. M. & Ng, S. W. (2009). Acta Cryst. E65, m717.  Web of Science CSD CrossRef IUCr Journals Google Scholar
First citationWestrip, S. P. (2009). publCIF. In preparation.  Google Scholar

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