Monoclinic modification of di-n-butyl­dichlorido(1,10-phenanthroline-κ2N,N′)tin(IV)

Ng, S.W.

doi:10.1107/S1600536810048300

metal-organic compounds

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Volume 66| Part 12| December 2010| Page m1669

https://doi.org/10.1107/S1600536810048300

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Monoclinic modification of di-n-butyldichlorido(1,10-phenanthroline-κ²N,N′)tin(IV)

Seik Weng Ng ^a ^*

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

(Received 19 November 2010; accepted 19 November 2010; online 27 November 2010)

The Sn(IV) atom in the title compound, [Sn(C₄H₉)₂Cl₂(C₁₂H₈N₂)], is chelated by the N-heterocycle; the n-butyl groups are trans to each other whereas the Cl atoms are cis to each other. The crystal studied was a non-merohedral twin with the minor domain being in a 15.8 (1)% proportion.

Related literature

For the orthorhombic modification, see: Ganis et al. (1983 ).

Experimental

Crystal data

[Sn(C₄H₉)₂Cl₂(C₁₂H₈N₂)]
M_r = 484.02
Monoclinic, P 2₁ /c
a = 11.1400 (2) Å
b = 10.4566 (2) Å
c = 17.9375 (4) Å
β = 92.125 (2)°
V = 2088.04 (7) Å³
Z = 4
Cu Kα radiation
μ = 12.12 mm⁻¹
T = 100 K
0.20 × 0.10 × 0.02 mm

Data collection

Agilent SuperNova diffractometer
Absorption correction: multi-scan (CrysAlis PRO; Agilent Technologies, 2010 ) T_min = 0.196, T_max = 0.794
15170 measured reflections
11290 independent reflections
10561 reflections with I > 2σ(I)
R_int = 0.046

Refinement

R[F² > 2σ(F²)] = 0.062
wR(F²) = 0.185
S = 1.08
11290 reflections
227 parameters
6 restraints
H-atom parameters constrained
Δρ_max = 2.11 e Å⁻³
Δρ_min = −1.95 e Å⁻³

Data collection: CrysAlis PRO (Agilent Technologies, 2010); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; 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, 2010 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536810048300/hg2755sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810048300/hg2755Isup2.hkl

checkCIF report

Comment top

The di-n-butyltin dichloride adduct with 1,10-phenanthroline (Scheme I) belongs to the P2₁2₁2₁ space group (Ganis et al., 1983). The complexation of the organotin halide with the N-heterocycle in ethanol solvent yielded a monoclinic modification as plate-like crystals that grew over one another. The molecule has the tin atom in an octahedral geometry (Fig. 1). The n-butyl groups are trans to each other whereas the chlorine atoms are cis to each other. The crystal studied is a non-merohedral twin with the minor domain being in a 15.8 (1)% proportion; the nature of the twin led to a moderately satisfactory weighting scheme in the refinement.

Related literature top

For the orthorhombic modification, see: Ganis et al. (1983).

Experimental top

Di-n-butyltin dichloride (0.15 g, 0.5 mmol) and 1,10-phenanthroline hydrate (0.10, 0.5 mmol) were dissolved in boiling ethanol (10 mol). Colorless plates separated from solution after several days. A tiny platelet was prized from a lump of larger blocked that grew on top of each other.

Structure description top

For the orthorhombic modification, see: Ganis et al. (1983).

Computing details top

Data collection: CrysAlis PRO (Agilent Technologies, 2010); cell refinement: CrysAlis PRO (Agilent Technologies, 2010); data reduction: CrysAlis PRO (Agilent Technologies, 2010); 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, 2010).

Figures top

Fig. 1. Thermal ellipsoid plot (Barbour, 2001) of SnCl₂(C₄H₉)₂(C₁₂H₈N₂)₂ at the 70% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.

di-n-butyldichlorido(1,10-phenanthroline-κ²N,N')tin(IV) top

Crystal data top

[Sn(C₄H₉)₂Cl₂(C₁₂H₈N₂)]	F(000) = 976
M_r = 484.02	D_x = 1.540 Mg m⁻³
Monoclinic, P2₁/c	Cu Kα radiation, λ = 1.54184 Å
Hall symbol: -P 2ybc	Cell parameters from 13483 reflections
a = 11.1400 (2) Å	θ = 4.0–74.1°
b = 10.4566 (2) Å	µ = 12.12 mm⁻¹
c = 17.9375 (4) Å	T = 100 K
β = 92.125 (2)°	Plate, colorless
V = 2088.04 (7) Å³	0.20 × 0.10 × 0.02 mm
Z = 4

Data collection top

Agilent SuperNova diffractometer	11290 independent reflections
Radiation source: fine-focus sealed tube	10561 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.046
Detector resolution: 10.4041 pixels mm^-1	θ_max = 74.2°, θ_min = 4.0°
ω scans	h = −13→11
Absorption correction: multi-scan (CrysAlis PRO; Agilent Technologies, 2010)	k = −13→13
T_min = 0.196, T_max = 0.794	l = −22→22
15170 measured reflections

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)] = 0.062	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.185	H-atom parameters constrained
S = 1.08	w = 1/[σ²(F_o²) + (0.1271P)² + 6.6598P] where P = (F_o² + 2F_c²)/3
11290 reflections	(Δ/σ)_max = 0.001
227 parameters	Δρ_max = 2.11 e Å⁻³
6 restraints	Δρ_min = −1.95 e Å⁻³

Crystal data top

[Sn(C₄H₉)₂Cl₂(C₁₂H₈N₂)]	V = 2088.04 (7) Å³
M_r = 484.02	Z = 4
Monoclinic, P2₁/c	Cu Kα radiation
a = 11.1400 (2) Å	µ = 12.12 mm⁻¹
b = 10.4566 (2) Å	T = 100 K
c = 17.9375 (4) Å	0.20 × 0.10 × 0.02 mm
β = 92.125 (2)°

Data collection top

Agilent SuperNova diffractometer	11290 independent reflections
Absorption correction: multi-scan (CrysAlis PRO; Agilent Technologies, 2010)	10561 reflections with I > 2σ(I)
T_min = 0.196, T_max = 0.794	R_int = 0.046
15170 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.062	6 restraints
wR(F²) = 0.185	H-atom parameters constrained
S = 1.08	Δρ_max = 2.11 e Å⁻³
11290 reflections	Δρ_min = −1.95 e Å⁻³
227 parameters

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

	x	y	z	U_iso*/U_eq
Sn1	0.850086 (19)	0.57324 (2)	0.236808 (12)	0.00995 (12)
Cl1	0.77760 (8)	0.43243 (8)	0.12497 (5)	0.0141 (2)
Cl2	1.07589 (8)	0.55970 (9)	0.24257 (5)	0.0181 (2)
N1	0.6455 (3)	0.6191 (3)	0.26722 (16)	0.0131 (7)
N2	0.8463 (3)	0.7174 (3)	0.33789 (17)	0.0132 (6)
C1	0.8297 (4)	0.4069 (4)	0.3057 (2)	0.0167 (8)
H1A	0.7486	0.3711	0.2953	0.020*
H1B	0.8886	0.3419	0.2906	0.020*
C2	0.8459 (4)	0.4277 (4)	0.3895 (2)	0.0204 (9)
H2A	0.7851	0.4899	0.4056	0.024*
H2B	0.9262	0.4650	0.4005	0.024*
C3	0.8336 (5)	0.3035 (5)	0.4346 (3)	0.0290 (10)
H3A	0.8984	0.2441	0.4210	0.035*
H3B	0.8455	0.3238	0.4883	0.035*
C4	0.7140 (5)	0.2362 (5)	0.4229 (3)	0.0308 (11)
H4A	0.7134	0.1582	0.4531	0.046*
H4B	0.7020	0.2138	0.3701	0.046*
H4C	0.6492	0.2931	0.4378	0.046*
C5	0.8563 (4)	0.7339 (4)	0.1626 (2)	0.0147 (7)
H5A	0.9006	0.8037	0.1889	0.018*
H5B	0.9039	0.7088	0.1194	0.018*
C6	0.7366 (4)	0.7876 (4)	0.1328 (2)	0.0170 (8)
H6A	0.6883	0.8148	0.1752	0.020*
H6B	0.6916	0.7196	0.1054	0.020*
C7	0.7538 (4)	0.9014 (4)	0.0808 (2)	0.0193 (8)
H7A	0.8073	0.8760	0.0405	0.023*
H7B	0.7933	0.9719	0.1092	0.023*
C8	0.6344 (4)	0.9490 (4)	0.0463 (2)	0.0232 (9)
H8A	0.6493	1.0215	0.0132	0.035*
H8B	0.5819	0.9762	0.0859	0.035*
H8C	0.5956	0.8799	0.0175	0.035*
C9	0.5485 (3)	0.5678 (4)	0.2335 (2)	0.0143 (8)
H9	0.5588	0.5109	0.1929	0.017*
C10	0.4306 (3)	0.5949 (4)	0.2560 (2)	0.0165 (8)
H10	0.3630	0.5561	0.2313	0.020*
C11	0.4158 (4)	0.6779 (4)	0.3140 (2)	0.0185 (8)
H11	0.3373	0.6981	0.3293	0.022*
C12	0.5168 (4)	0.7337 (4)	0.3512 (2)	0.0146 (8)
C13	0.6310 (3)	0.7008 (4)	0.3260 (2)	0.0129 (7)
C14	0.5086 (4)	0.8193 (4)	0.4132 (2)	0.0178 (8)
H14	0.4318	0.8409	0.4309	0.021*
C15	0.6084 (4)	0.8701 (4)	0.4470 (2)	0.0176 (8)
H15	0.6006	0.9274	0.4877	0.021*
C16	0.7249 (4)	0.8387 (4)	0.4224 (2)	0.0144 (8)
C17	0.7368 (4)	0.7535 (4)	0.3623 (2)	0.0127 (7)
C18	0.8308 (4)	0.8872 (4)	0.4573 (2)	0.0163 (8)
H18	0.8265	0.9445	0.4982	0.020*
C19	0.9403 (4)	0.8510 (4)	0.4316 (2)	0.0178 (8)
H19	1.0126	0.8832	0.4543	0.021*
C20	0.9440 (4)	0.7658 (4)	0.3714 (2)	0.0154 (8)
H20	1.0201	0.7416	0.3538	0.018*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.01113 (16)	0.00941 (16)	0.00932 (16)	0.00028 (9)	0.00064 (10)	0.00029 (7)
Cl1	0.0165 (4)	0.0137 (5)	0.0122 (4)	−0.0033 (3)	0.0011 (3)	−0.0012 (3)
Cl2	0.0148 (4)	0.0177 (5)	0.0218 (5)	0.0010 (4)	0.0015 (4)	0.0016 (3)
N1	0.0161 (18)	0.0099 (16)	0.0135 (15)	−0.0038 (12)	0.0006 (13)	−0.0013 (11)
N2	0.0169 (17)	0.0113 (15)	0.0113 (14)	0.0026 (13)	0.0013 (12)	−0.0023 (11)
C1	0.023 (2)	0.0127 (17)	0.0148 (18)	0.0005 (16)	0.0005 (15)	0.0012 (14)
C2	0.026 (2)	0.021 (2)	0.0139 (19)	−0.0023 (17)	0.0005 (16)	0.0048 (14)
C3	0.035 (3)	0.031 (3)	0.021 (2)	0.011 (2)	0.0071 (19)	0.0113 (18)
C4	0.050 (3)	0.017 (2)	0.025 (2)	−0.001 (2)	0.010 (2)	0.0013 (17)
C5	0.0162 (18)	0.0140 (18)	0.0138 (16)	−0.0022 (15)	0.0006 (14)	0.0018 (13)
C6	0.0164 (19)	0.0157 (19)	0.0189 (18)	0.0007 (16)	−0.0001 (15)	0.0024 (15)
C7	0.024 (2)	0.0156 (18)	0.0183 (18)	−0.0009 (17)	−0.0046 (16)	0.0022 (16)
C8	0.029 (2)	0.019 (2)	0.022 (2)	0.0066 (18)	−0.0054 (17)	0.0017 (16)
C9	0.0026 (16)	0.018 (2)	0.0218 (19)	−0.0003 (14)	−0.0025 (14)	0.0012 (14)
C10	0.0059 (18)	0.0191 (19)	0.024 (2)	0.0057 (15)	−0.0003 (14)	0.0005 (15)
C11	0.0122 (18)	0.022 (2)	0.0215 (18)	0.0017 (16)	−0.0012 (15)	0.0043 (16)
C12	0.0131 (19)	0.0135 (18)	0.0171 (17)	0.0030 (15)	0.0006 (14)	0.0031 (14)
C13	0.0123 (19)	0.0141 (18)	0.0121 (16)	0.0076 (15)	0.0005 (14)	0.0030 (13)
C14	0.0169 (19)	0.020 (2)	0.0160 (17)	0.0069 (16)	0.0030 (14)	0.0007 (15)
C15	0.021 (2)	0.018 (2)	0.0141 (17)	0.0063 (16)	0.0021 (15)	−0.0023 (14)
C16	0.019 (2)	0.0119 (19)	0.0125 (16)	0.0018 (15)	0.0023 (14)	0.0024 (14)
C17	0.0144 (19)	0.0112 (18)	0.0122 (16)	0.0006 (14)	−0.0025 (13)	0.0042 (14)
C18	0.023 (2)	0.0127 (19)	0.0136 (16)	−0.0016 (16)	0.0001 (15)	−0.0011 (14)
C19	0.019 (2)	0.020 (2)	0.0144 (17)	−0.0057 (17)	−0.0001 (15)	−0.0028 (15)
C20	0.0112 (18)	0.017 (2)	0.0173 (17)	−0.0018 (15)	−0.0008 (14)	−0.0009 (15)

Geometric parameters (Å, º) top

Sn1—C5	2.146 (4)	C6—H6B	0.9900
Sn1—C1	2.150 (4)	C7—C8	1.530 (6)
Sn1—N2	2.360 (3)	C7—H7A	0.9900
Sn1—N1	2.412 (3)	C7—H7B	0.9900
Sn1—Cl2	2.5177 (9)	C8—H8A	0.9800
Sn1—Cl1	2.5931 (9)	C8—H8B	0.9800
N1—C9	1.331 (5)	C8—H8C	0.9800
N1—C13	1.371 (5)	C9—C10	1.417 (5)
N2—C20	1.323 (5)	C9—H9	0.9500
N2—C17	1.365 (5)	C10—C11	1.371 (6)
C1—C2	1.523 (6)	C10—H10	0.9500
C1—H1A	0.9900	C11—C12	1.413 (6)
C1—H1B	0.9900	C11—H11	0.9500
C2—C3	1.538 (6)	C12—C13	1.408 (5)
C2—H2A	0.9900	C12—C14	1.434 (6)
C2—H2B	0.9900	C13—C17	1.435 (5)
C3—C4	1.515 (7)	C14—C15	1.355 (6)
C3—H3A	0.9900	C14—H14	0.9500
C3—H3B	0.9900	C15—C16	1.424 (5)
C4—H4A	0.9800	C15—H15	0.9500
C4—H4B	0.9800	C16—C17	1.409 (5)
C4—H4C	0.9800	C16—C18	1.409 (6)
C5—C6	1.525 (5)	C18—C19	1.373 (6)
C5—H5A	0.9900	C18—H18	0.9500
C5—H5B	0.9900	C19—C20	1.402 (5)
C6—C7	1.528 (6)	C19—H19	0.9500
C6—H6A	0.9900	C20—H20	0.9500

C5—Sn1—C1	174.93 (15)	C7—C6—H6A	109.2
C5—Sn1—N2	88.76 (13)	C5—C6—H6B	109.2
C1—Sn1—N2	94.01 (13)	C7—C6—H6B	109.2
C5—Sn1—N1	92.13 (13)	H6A—C6—H6B	107.9
C1—Sn1—N1	84.85 (14)	C6—C7—C8	112.0 (4)
N2—Sn1—N1	69.83 (11)	C6—C7—H7A	109.2
C5—Sn1—Cl2	90.81 (11)	C8—C7—H7A	109.2
C1—Sn1—Cl2	93.29 (12)	C6—C7—H7B	109.2
N2—Sn1—Cl2	92.90 (9)	C8—C7—H7B	109.2
N1—Sn1—Cl2	162.40 (8)	H7A—C7—H7B	107.9
C5—Sn1—Cl1	88.91 (10)	C7—C8—H8A	109.5
C1—Sn1—Cl1	87.07 (11)	C7—C8—H8B	109.5
N2—Sn1—Cl1	160.62 (9)	H8A—C8—H8B	109.5
N1—Sn1—Cl1	91.04 (8)	C7—C8—H8C	109.5
Cl2—Sn1—Cl1	106.37 (3)	H8A—C8—H8C	109.5
C9—N1—C13	118.9 (3)	H8B—C8—H8C	109.5
C9—N1—Sn1	125.1 (3)	N1—C9—C10	122.4 (4)
C13—N1—Sn1	115.9 (2)	N1—C9—H9	118.8
C20—N2—C17	118.6 (3)	C10—C9—H9	118.8
C20—N2—Sn1	123.7 (3)	C11—C10—C9	118.8 (4)
C17—N2—Sn1	117.7 (3)	C11—C10—H10	120.6
C2—C1—Sn1	116.2 (3)	C9—C10—H10	120.6
C2—C1—H1A	108.2	C10—C11—C12	120.3 (4)
Sn1—C1—H1A	108.2	C10—C11—H11	119.9
C2—C1—H1B	108.2	C12—C11—H11	119.9
Sn1—C1—H1B	108.2	C13—C12—C11	117.5 (4)
H1A—C1—H1B	107.4	C13—C12—C14	119.1 (4)
C1—C2—C3	112.9 (4)	C11—C12—C14	123.4 (4)
C1—C2—H2A	109.0	N1—C13—C12	122.2 (4)
C3—C2—H2A	109.0	N1—C13—C17	118.0 (3)
C1—C2—H2B	109.0	C12—C13—C17	119.8 (4)
C3—C2—H2B	109.0	C15—C14—C12	121.1 (4)
H2A—C2—H2B	107.8	C15—C14—H14	119.4
C4—C3—C2	114.4 (4)	C12—C14—H14	119.4
C4—C3—H3A	108.6	C14—C15—C16	120.9 (4)
C2—C3—H3A	108.6	C14—C15—H15	119.6
C4—C3—H3B	108.6	C16—C15—H15	119.6
C2—C3—H3B	108.6	C17—C16—C18	117.8 (4)
H3A—C3—H3B	107.6	C17—C16—C15	119.7 (4)
C3—C4—H4A	109.5	C18—C16—C15	122.5 (4)
C3—C4—H4B	109.5	N2—C17—C16	122.1 (4)
H4A—C4—H4B	109.5	N2—C17—C13	118.5 (4)
C3—C4—H4C	109.5	C16—C17—C13	119.4 (4)
H4A—C4—H4C	109.5	C19—C18—C16	119.4 (4)
H4B—C4—H4C	109.5	C19—C18—H18	120.3
C6—C5—Sn1	117.2 (3)	C16—C18—H18	120.3
C6—C5—H5A	108.0	C18—C19—C20	119.0 (4)
Sn1—C5—H5A	108.0	C18—C19—H19	120.5
C6—C5—H5B	108.0	C20—C19—H19	120.5
Sn1—C5—H5B	108.0	N2—C20—C19	123.1 (4)
H5A—C5—H5B	107.2	N2—C20—H20	118.5
C5—C6—C7	111.9 (3)	C19—C20—H20	118.5
C5—C6—H6A	109.2

C5—Sn1—N1—C9	94.0 (3)	C9—C10—C11—C12	−0.9 (6)
C1—Sn1—N1—C9	−81.9 (3)	C10—C11—C12—C13	0.2 (6)
N2—Sn1—N1—C9	−178.1 (3)	C10—C11—C12—C14	−178.7 (4)
Cl2—Sn1—N1—C9	−166.5 (2)	C9—N1—C13—C12	−1.0 (5)
Cl1—Sn1—N1—C9	5.1 (3)	Sn1—N1—C13—C12	−178.4 (3)
C5—Sn1—N1—C13	−88.8 (3)	C9—N1—C13—C17	179.0 (3)
C1—Sn1—N1—C13	95.3 (3)	Sn1—N1—C13—C17	1.7 (4)
N2—Sn1—N1—C13	−0.9 (3)	C11—C12—C13—N1	0.8 (5)
Cl2—Sn1—N1—C13	10.6 (5)	C14—C12—C13—N1	179.8 (4)
Cl1—Sn1—N1—C13	−177.7 (3)	C11—C12—C13—C17	−179.3 (3)
C5—Sn1—N2—C20	−86.5 (3)	C14—C12—C13—C17	−0.3 (5)
C1—Sn1—N2—C20	97.7 (3)	C13—C12—C14—C15	0.9 (6)
N1—Sn1—N2—C20	−179.2 (3)	C11—C12—C14—C15	179.9 (4)
Cl2—Sn1—N2—C20	4.2 (3)	C12—C14—C15—C16	−0.7 (6)
Cl1—Sn1—N2—C20	−169.7 (2)	C14—C15—C16—C17	−0.1 (6)
C5—Sn1—N2—C17	92.7 (3)	C14—C15—C16—C18	−178.5 (4)
C1—Sn1—N2—C17	−83.0 (3)	C20—N2—C17—C16	−1.0 (5)
N1—Sn1—N2—C17	0.0 (2)	Sn1—N2—C17—C16	179.7 (3)
Cl2—Sn1—N2—C17	−176.5 (2)	C20—N2—C17—C13	−179.9 (3)
Cl1—Sn1—N2—C17	9.6 (4)	Sn1—N2—C17—C13	0.8 (4)
N2—Sn1—C1—C2	−12.1 (3)	C18—C16—C17—N2	0.4 (5)
N1—Sn1—C1—C2	−81.4 (3)	C15—C16—C17—N2	−178.1 (3)
Cl2—Sn1—C1—C2	81.1 (3)	C18—C16—C17—C13	179.2 (3)
Cl1—Sn1—C1—C2	−172.7 (3)	C15—C16—C17—C13	0.7 (5)
Sn1—C1—C2—C3	−178.3 (3)	N1—C13—C17—N2	−1.7 (5)
C1—C2—C3—C4	−58.7 (5)	C12—C13—C17—N2	178.4 (3)
N2—Sn1—C5—C6	−90.3 (3)	N1—C13—C17—C16	179.4 (3)
N1—Sn1—C5—C6	−20.5 (3)	C12—C13—C17—C16	−0.5 (5)
Cl2—Sn1—C5—C6	176.9 (3)	C17—C16—C18—C19	0.3 (5)
Cl1—Sn1—C5—C6	70.5 (3)	C15—C16—C18—C19	178.7 (4)
Sn1—C5—C6—C7	180.0 (3)	C16—C18—C19—C20	−0.3 (6)
C5—C6—C7—C8	175.7 (3)	C17—N2—C20—C19	1.0 (6)
C13—N1—C9—C10	0.3 (6)	Sn1—N2—C20—C19	−179.7 (3)
Sn1—N1—C9—C10	177.4 (3)	C18—C19—C20—N2	−0.4 (6)
N1—C9—C10—C11	0.7 (6)

Experimental details

Crystal data
Chemical formula	[Sn(C₄H₉)₂Cl₂(C₁₂H₈N₂)]
M_r	484.02
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	100
a, b, c (Å)	11.1400 (2), 10.4566 (2), 17.9375 (4)
β (°)	92.125 (2)
V (Å³)	2088.04 (7)
Z	4
Radiation type	Cu Kα
µ (mm⁻¹)	12.12
Crystal size (mm)	0.20 × 0.10 × 0.02

Data collection
Diffractometer	Agilent SuperNova diffractometer
Absorption correction	Multi-scan (CrysAlis PRO; Agilent Technologies, 2010)
T_min, T_max	0.196, 0.794
No. of measured, independent and observed [I > 2σ(I)] reflections	15170, 11290, 10561
R_int	0.046
(sin θ/λ)_max (Å⁻¹)	0.624

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.062, 0.185, 1.08
No. of reflections	11290
No. of parameters	227
No. of restraints	6
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	2.11, −1.95

Computer programs: CrysAlis PRO (Agilent Technologies, 2010), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2010).

Acknowledgements

I thank the University of Malaya for supporting this study.

References

Agilent Technologies (2010). CrysAlis PRO. Agilent Technologies, Yarnton, England. Google Scholar
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191. CrossRef CAS Google Scholar
Ganis, P., Peruzzo, V. & Valle, G. (1983). J. Organomet. Chem. 256, 245–250. CSD CrossRef CAS Web of Science Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925. Web of Science CrossRef CAS IUCr Journals Google Scholar

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