Low-temperature redetermination of aqua­chloridotriphenyl­tin(IV)–1,10-phenanthroline (1/1)

Ng, S.W.

doi:10.1107/S1600536808024343

metal-organic compounds

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Volume 64| Part 9| September 2008| Page m1120

doi:10.1107/S1600536808024343

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Low-temperature redetermination of aquachloridotriphenyltin(IV)–1,10-phenanthroline (1/1)

Seik Weng Ng ^a ^*

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

(Received 28 July 2008; accepted 30 July 2008; online 6 August 2008)

The crystal structure of the title compound, [Sn(C₆H₅)₃Cl(H₂O)]·C₁₂H₈N₂, which was refined in the triclinic space group P $[\overline{1}]$ [Fu, Gao, Ma & Zhang (2005 ). Chin. J. Synth. Chem. 13, 55–57], has been redetermined in the monoclinic space group C2/c from low-temperature diffraction measurements. The Sn atom is five-coordinate in a trans-C₃SnClO trigonal-bipyramidal geometry; the coordinated water molecule forms a pair of hydrogen bonds to the nitrogen heterocycle.

Related literature

For a description of the title compound in the triclinic space group P $[\overline{1}]$ , see: Fu et al. (2005). Aquachloridotri(p-chlorophenyl)tin^.1,10-phenanthroline exists as a hydrogen-bonded dinuclear compound, see: Ng & Kumar Das (1996 ). This study also mentions the existence of a monoclinic P2₁/c modification of the title compound. This modification is, in fact, commensurately modulated; see: Rae et al. (2005 ).

Experimental

Crystal data

[Sn(C₆H₅)₃Cl(H₂O)]·C₁₂H₈N₂
M_r = 583.66
Monoclinic, C 2/c
a = 16.3739 (2) Å
b = 17.3120 (2) Å
c = 18.4295 (2) Å
β = 105.602 (1)°
V = 5031.6 (1) Å³
Z = 8
Mo Kα radiation
μ = 1.15 mm⁻¹
T = 100 (2) K
0.30 × 0.20 × 0.10 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.768, T_max = 0.894
23117 measured reflections
5746 independent reflections
5333 reflections with I > 2σ(I)
R_int = 0.015

Refinement

R[F² > 2σ(F²)] = 0.020
wR(F²) = 0.052
S = 1.01
5746 reflections
324 parameters
2 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.72 e Å⁻³
Δρ_min = −0.60 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1o⋯N1	0.84 (1)	1.91 (1)	2.716 (2)	159 (3)
O1—H2o⋯N2	0.84 (1)	2.03 (2)	2.757 (2)	144 (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, 2008 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808024343/tk2288sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808024343/tk2288Isup2.hkl

checkCIF report

Comment top

Interest in aquachlorotriphenyltin^.1,10-phenanthroline (Scheme I) involves the existence of a monoclinic P2₁/c modification [11.960 (1), 12.220 (1), 17.854 (1) Å, β 92.41 (1) °] (Ng & Kumar Das, 1996) that is, in fact, commensurately modulated in P2₁/n [21.1053 (5), 12.2347 (3), 51.772 (2) Å,101.525 (2) °] (Rae et al., 2005). The compound has the coordinated water molecules of two aquachlorotriphenyltin entities each forming hydrogen bonds to two N-heterocycles. A reported triclinic modification (Fu et al., 2005) has an unit cell [P1: 12.064 (4), 12.075 (4), 18.603 (6) Å, 89.562 (6), 99.567 (5), 72.702 (5) °; V 2672 (5) Å³] that readily transforms to a monoclinic C2/c unit cell. In the correct symmetry, the tin atom is five-coordinate in a trans-C₃SnClO trigonal bipyramidal geometry; the coordinated water molecule forms a pair of hydrogen bonds to one N-heterocycle only (Fig. 1, Table 1).

Related literature top

For a description of the title compound in the triclinic space group P1, see: Fu et al. (2005). Aquachlorotri(p-chlorophenyl)tin^.1,10-phenanthroline exists as a hydrogen-bonded dinuclear compound, see: Ng & Kumar Das (1996). This study also mentions the existence of a monoclinic P2₁/c modification of the title compound. This modification is, in fact, commensurately modulated; see: Rae et al. (2005).

Experimental top

Triphenyltin chloride (0.39 g, 1 mmol) and 1,10-phenanthroline monohydrate (0.20 g, 1 mmol) were dissolved in hot ethanol (10 ml). Crystals of the compound separated after a day.

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, 2008).

Figures top

Fig. 1. Thermal ellipsoid plot (Barbour, 2001) plot of monoclinic SnCl(H₂O)(C₆H₅)₃^.C₁₂H₈N₂ at the 70% probability level. Hydrogen atoms are drawn as spheres of arbitrary radius. Hydrogen bonds are shown as dashed lines.

aquachloridotriphenyltin(IV)–1,10-phenanthroline (1/1) top

Crystal data top

[Sn(C₆H₅)₃Cl(H₂O)]·C₁₂H₈N₂	F(000) = 2352
M_r = 583.66	D_x = 1.541 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 9047 reflections
a = 16.3739 (2) Å	θ = 2.3–28.3°
b = 17.3120 (2) Å	µ = 1.15 mm⁻¹
c = 18.4295 (2) Å	T = 100 K
β = 105.602 (1)°	Block, colorless
V = 5031.6 (1) Å³	0.30 × 0.20 × 0.10 mm
Z = 8

Data collection top

Bruker SMART APEX diffractometer	5746 independent reflections
Radiation source: fine-focus sealed tube	5333 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.015
ω scans	θ_max = 27.5°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −21→21
T_min = 0.768, T_max = 0.894	k = −22→22
23117 measured reflections	l = −22→23

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)] = 0.020	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.052	H atoms treated by a mixture of independent and constrained refinement
S = 1.01	w = 1/[σ²(F_o²) + (0.0231P)² + 10.9613P] where P = (F_o² + 2F_c²)/3
5746 reflections	(Δ/σ)_max = 0.001
324 parameters	Δρ_max = 0.72 e Å⁻³
2 restraints	Δρ_min = −0.60 e Å⁻³

Crystal data top

[Sn(C₆H₅)₃Cl(H₂O)]·C₁₂H₈N₂	V = 5031.6 (1) Å³
M_r = 583.66	Z = 8
Monoclinic, C2/c	Mo Kα radiation
a = 16.3739 (2) Å	µ = 1.15 mm⁻¹
b = 17.3120 (2) Å	T = 100 K
c = 18.4295 (2) Å	0.30 × 0.20 × 0.10 mm
β = 105.602 (1)°

Data collection top

Bruker SMART APEX diffractometer	5746 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	5333 reflections with I > 2σ(I)
T_min = 0.768, T_max = 0.894	R_int = 0.015
23117 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.020	2 restraints
wR(F²) = 0.052	H atoms treated by a mixture of independent and constrained refinement
S = 1.01	w = 1/[σ²(F_o²) + (0.0231P)² + 10.9613P] where P = (F_o² + 2F_c²)/3
5746 reflections	Δρ_max = 0.72 e Å⁻³
324 parameters	Δρ_min = −0.60 e Å⁻³

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

	x	y	z	U_iso*/U_eq
Sn1	0.283489 (7)	0.505787 (6)	0.562615 (6)	0.01482 (4)
Cl1	0.18859 (3)	0.44885 (2)	0.44433 (2)	0.02027 (8)
O1	0.37284 (8)	0.56254 (7)	0.67064 (7)	0.0195 (2)
H1O	0.3578 (17)	0.6082 (8)	0.6762 (16)	0.050 (8)*
H2O	0.4223 (9)	0.5695 (16)	0.6674 (16)	0.053 (8)*
N1	0.36099 (9)	0.71863 (8)	0.67875 (8)	0.0188 (3)
N2	0.50883 (9)	0.65084 (9)	0.65883 (8)	0.0216 (3)
C1	0.34419 (10)	0.58146 (9)	0.50254 (9)	0.0172 (3)
C2	0.40237 (12)	0.55391 (11)	0.46606 (11)	0.0264 (4)
H2	0.4115	0.4999	0.4636	0.032*
C3	0.44752 (13)	0.60528 (14)	0.43296 (12)	0.0343 (5)
H3	0.4872	0.5861	0.4081	0.041*
C4	0.43462 (13)	0.68404 (13)	0.43620 (12)	0.0330 (5)
H4	0.4662	0.7189	0.4146	0.040*
C5	0.37588 (13)	0.71172 (11)	0.47086 (11)	0.0287 (4)
H5	0.3662	0.7657	0.4723	0.034*
C6	0.33064 (12)	0.66094 (10)	0.50385 (10)	0.0214 (3)
H6	0.2901	0.6806	0.5275	0.026*
C7	0.33380 (10)	0.39676 (9)	0.60801 (10)	0.0179 (3)
C8	0.36605 (13)	0.38717 (11)	0.68536 (11)	0.0274 (4)
H8	0.3716	0.4306	0.7178	0.033*
C9	0.39024 (15)	0.31425 (13)	0.71554 (13)	0.0366 (5)
H9	0.4120	0.3082	0.7685	0.044*
C10	0.38270 (13)	0.25093 (11)	0.66890 (13)	0.0331 (5)
H10	0.3982	0.2012	0.6898	0.040*
C11	0.35274 (12)	0.25958 (10)	0.59211 (13)	0.0292 (4)
H11	0.3493	0.2161	0.5600	0.035*
C12	0.32755 (11)	0.33198 (10)	0.56158 (11)	0.0218 (3)
H12	0.3059	0.3375	0.5086	0.026*
C13	0.18329 (10)	0.54725 (9)	0.60574 (10)	0.0178 (3)
C14	0.19228 (12)	0.54833 (10)	0.68337 (10)	0.0217 (3)
H14	0.2444	0.5327	0.7171	0.026*
C15	0.12560 (13)	0.57213 (10)	0.71168 (11)	0.0264 (4)
H15	0.1321	0.5724	0.7645	0.032*
C16	0.04974 (13)	0.59533 (11)	0.66251 (12)	0.0292 (4)
H16	0.0043	0.6117	0.6818	0.035*
C17	0.03984 (12)	0.59478 (11)	0.58568 (12)	0.0281 (4)
H17	−0.0122	0.6110	0.5522	0.034*
C18	0.10621 (11)	0.57037 (10)	0.55742 (11)	0.0222 (3)
H18	0.0989	0.5694	0.5045	0.027*
C19	0.29276 (11)	0.75240 (11)	0.68954 (10)	0.0226 (4)
H19	0.2498	0.7204	0.6994	0.027*
C20	0.27997 (12)	0.83268 (11)	0.68733 (11)	0.0273 (4)
H20	0.2301	0.8543	0.6959	0.033*
C21	0.34104 (13)	0.87859 (11)	0.67250 (11)	0.0282 (4)
H21	0.3340	0.9331	0.6704	0.034*
C22	0.41470 (12)	0.84523 (10)	0.66025 (10)	0.0234 (4)
C23	0.42300 (11)	0.76392 (10)	0.66440 (9)	0.0184 (3)
C24	0.47983 (13)	0.89168 (11)	0.64384 (11)	0.0300 (4)
H24	0.4737	0.9463	0.6413	0.036*
C25	0.54943 (13)	0.85914 (12)	0.63203 (11)	0.0309 (4)
H25	0.5915	0.8910	0.6206	0.037*
C26	0.56146 (12)	0.77707 (12)	0.63629 (10)	0.0257 (4)
C27	0.49893 (11)	0.72867 (10)	0.65276 (9)	0.0201 (3)
C28	0.63516 (12)	0.74201 (14)	0.62609 (11)	0.0326 (5)
H28	0.6781	0.7727	0.6145	0.039*
C29	0.64472 (13)	0.66405 (14)	0.63288 (11)	0.0346 (5)
H29	0.6942	0.6395	0.6265	0.042*
C30	0.57960 (12)	0.62074 (12)	0.64960 (11)	0.0283 (4)
H30	0.5868	0.5664	0.6546	0.034*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.01639 (6)	0.01177 (6)	0.01746 (6)	−0.00055 (4)	0.00652 (4)	−0.00002 (4)
Cl1	0.02075 (19)	0.01617 (18)	0.0221 (2)	−0.00109 (14)	0.00273 (15)	−0.00226 (14)
O1	0.0198 (6)	0.0156 (6)	0.0235 (6)	−0.0023 (5)	0.0066 (5)	−0.0015 (5)
N1	0.0187 (7)	0.0197 (7)	0.0170 (7)	−0.0021 (5)	0.0033 (6)	−0.0004 (5)
N2	0.0213 (7)	0.0260 (7)	0.0176 (7)	0.0007 (6)	0.0051 (6)	−0.0019 (6)
C1	0.0168 (8)	0.0183 (8)	0.0160 (8)	−0.0034 (6)	0.0033 (6)	0.0001 (6)
C2	0.0241 (9)	0.0281 (9)	0.0296 (10)	0.0026 (7)	0.0118 (8)	0.0030 (7)
C3	0.0222 (9)	0.0508 (13)	0.0341 (11)	−0.0009 (9)	0.0152 (8)	0.0082 (9)
C4	0.0270 (10)	0.0426 (11)	0.0272 (10)	−0.0153 (9)	0.0035 (8)	0.0114 (9)
C5	0.0363 (11)	0.0216 (9)	0.0234 (9)	−0.0116 (8)	−0.0002 (8)	0.0035 (7)
C6	0.0264 (9)	0.0188 (8)	0.0183 (8)	−0.0031 (7)	0.0046 (7)	−0.0003 (6)
C7	0.0151 (7)	0.0169 (7)	0.0240 (9)	0.0004 (6)	0.0091 (6)	0.0027 (6)
C8	0.0338 (10)	0.0258 (9)	0.0240 (9)	0.0089 (8)	0.0102 (8)	0.0037 (7)
C9	0.0460 (13)	0.0365 (11)	0.0307 (11)	0.0169 (10)	0.0161 (10)	0.0148 (9)
C10	0.0320 (10)	0.0213 (9)	0.0506 (13)	0.0112 (8)	0.0190 (10)	0.0157 (9)
C11	0.0227 (9)	0.0150 (8)	0.0517 (13)	0.0007 (7)	0.0132 (9)	−0.0005 (8)
C12	0.0180 (8)	0.0179 (8)	0.0300 (9)	−0.0011 (6)	0.0074 (7)	−0.0003 (7)
C13	0.0191 (8)	0.0112 (7)	0.0254 (9)	−0.0023 (6)	0.0102 (7)	−0.0011 (6)
C14	0.0243 (9)	0.0168 (8)	0.0260 (9)	−0.0002 (7)	0.0102 (7)	−0.0006 (6)
C15	0.0363 (10)	0.0198 (8)	0.0288 (10)	−0.0002 (7)	0.0189 (8)	−0.0015 (7)
C16	0.0291 (10)	0.0226 (9)	0.0439 (12)	0.0031 (7)	0.0235 (9)	0.0005 (8)
C17	0.0209 (9)	0.0248 (9)	0.0403 (11)	0.0038 (7)	0.0114 (8)	0.0035 (8)
C18	0.0232 (9)	0.0188 (8)	0.0264 (9)	0.0005 (6)	0.0095 (7)	0.0018 (7)
C19	0.0197 (8)	0.0270 (9)	0.0196 (9)	0.0000 (7)	0.0028 (7)	−0.0005 (7)
C20	0.0246 (9)	0.0276 (9)	0.0267 (10)	0.0069 (7)	0.0019 (8)	−0.0024 (7)
C21	0.0341 (10)	0.0200 (8)	0.0242 (9)	0.0044 (7)	−0.0030 (8)	−0.0001 (7)
C22	0.0275 (9)	0.0213 (8)	0.0168 (8)	−0.0039 (7)	−0.0018 (7)	0.0010 (6)
C23	0.0205 (8)	0.0196 (8)	0.0126 (7)	−0.0029 (6)	0.0002 (6)	0.0000 (6)
C24	0.0372 (11)	0.0223 (9)	0.0245 (10)	−0.0112 (8)	−0.0018 (8)	0.0049 (7)
C25	0.0312 (10)	0.0364 (11)	0.0219 (9)	−0.0183 (8)	0.0015 (8)	0.0057 (8)
C26	0.0227 (9)	0.0377 (10)	0.0154 (8)	−0.0088 (8)	0.0032 (7)	0.0010 (7)
C27	0.0200 (8)	0.0261 (8)	0.0134 (8)	−0.0048 (7)	0.0027 (6)	−0.0005 (6)
C28	0.0231 (9)	0.0547 (13)	0.0214 (9)	−0.0102 (9)	0.0082 (8)	−0.0015 (9)
C29	0.0236 (9)	0.0586 (14)	0.0239 (10)	0.0023 (9)	0.0104 (8)	−0.0066 (9)
C30	0.0279 (10)	0.0360 (10)	0.0211 (9)	0.0032 (8)	0.0068 (8)	−0.0055 (8)

Geometric parameters (Å, º) top

Sn1—C1	2.127 (2)	C12—H12	0.9500
Sn1—C7	2.138 (2)	C13—C18	1.393 (2)
Sn1—C13	2.131 (2)	C13—C14	1.398 (2)
Sn1—O1	2.346 (1)	C14—C15	1.393 (2)
Sn1—Cl1	2.5132 (4)	C14—H14	0.9500
O1—H1O	0.84 (1)	C15—C16	1.386 (3)
O1—H2O	0.84 (1)	C15—H15	0.9500
N1—C19	1.322 (2)	C16—C17	1.381 (3)
N1—C23	1.364 (2)	C16—H16	0.9500
N2—C30	1.323 (2)	C17—C18	1.391 (2)
N2—C27	1.358 (2)	C17—H17	0.9500
C1—C6	1.395 (2)	C18—H18	0.9500
C1—C2	1.390 (2)	C19—C20	1.405 (3)
C2—C3	1.397 (3)	C19—H19	0.9500
C2—H2	0.9500	C20—C21	1.361 (3)
C3—C4	1.384 (3)	C20—H20	0.9500
C3—H3	0.9500	C21—C22	1.409 (3)
C4—C5	1.376 (3)	C21—H21	0.9500
C4—H4	0.9500	C22—C23	1.414 (2)
C5—C6	1.390 (2)	C22—C24	1.432 (3)
C5—H5	0.9500	C23—C27	1.452 (2)
C6—H6	0.9500	C24—C25	1.340 (3)
C7—C12	1.398 (2)	C24—H24	0.9500
C7—C8	1.391 (3)	C25—C26	1.434 (3)
C8—C9	1.393 (3)	C25—H25	0.9500
C8—H8	0.9500	C26—C28	1.408 (3)
C9—C10	1.378 (3)	C26—C27	1.418 (2)
C9—H9	0.9500	C28—C29	1.361 (3)
C10—C11	1.376 (3)	C28—H28	0.9500
C10—H10	0.9500	C29—C30	1.404 (3)
C11—C12	1.390 (2)	C29—H29	0.9500
C11—H11	0.9500	C30—H30	0.9500

C1—Sn1—C7	124.25 (6)	C14—C13—Sn1	120.42 (13)
C1—Sn1—C13	120.08 (6)	C13—C14—C15	120.64 (18)
C1—Sn1—O1	84.93 (5)	C13—C14—H14	119.7
C1—Sn1—Cl1	93.24 (5)	C15—C14—H14	119.7
C7—Sn1—C13	113.94 (6)	C16—C15—C14	119.73 (18)
C7—Sn1—Cl1	94.38 (5)	C16—C15—H15	120.1
C7—Sn1—O1	87.19 (6)	C14—C15—H15	120.1
C13—Sn1—O1	84.80 (6)	C15—C16—C17	120.38 (17)
C13—Sn1—Cl1	95.58 (5)	C15—C16—H16	119.8
O1—Sn1—Cl1	178.06 (3)	C17—C16—H16	119.8
Sn1—O1—H1o	111.1 (19)	C16—C17—C18	119.86 (18)
Sn1—O1—H2o	113 (2)	C16—C17—H17	120.1
H1o—O1—H2o	101 (3)	C18—C17—H17	120.1
C19—N1—C23	118.57 (15)	C17—C18—C13	120.82 (18)
C30—N2—C27	118.00 (16)	C17—C18—H18	119.6
C6—C1—C2	118.67 (16)	C13—C18—H18	119.6
C6—C1—Sn1	119.99 (12)	N1—C19—C20	123.95 (17)
C2—C1—Sn1	121.17 (13)	N1—C19—H19	118.0
C1—C2—C3	120.32 (18)	C20—C19—H19	118.0
C1—C2—H2	119.8	C21—C20—C19	118.14 (17)
C3—C2—H2	119.8	C21—C20—H20	120.9
C4—C3—C2	120.23 (19)	C19—C20—H20	120.9
C4—C3—H3	119.9	C20—C21—C22	119.97 (17)
C2—C3—H3	119.9	C20—C21—H21	120.0
C5—C4—C3	119.82 (17)	C22—C21—H21	120.0
C5—C4—H4	120.1	C23—C22—C21	118.24 (17)
C3—C4—H4	120.1	C23—C22—C24	120.29 (18)
C4—C5—C6	120.27 (18)	C21—C22—C24	121.47 (17)
C4—C5—H5	119.9	N1—C23—C22	121.12 (16)
C6—C5—H5	119.9	N1—C23—C27	119.92 (15)
C5—C6—C1	120.67 (17)	C22—C23—C27	118.95 (16)
C5—C6—H6	119.7	C25—C24—C22	120.82 (18)
C1—C6—H6	119.7	C25—C24—H24	119.6
C12—C7—C8	118.48 (16)	C22—C24—H24	119.6
C12—C7—Sn1	120.79 (13)	C24—C25—C26	121.20 (17)
C8—C7—Sn1	120.45 (13)	C24—C25—H25	119.4
C9—C8—C7	120.42 (19)	C26—C25—H25	119.4
C9—C8—H8	119.8	C28—C26—C27	117.91 (18)
C7—C8—H8	119.8	C28—C26—C25	122.01 (18)
C10—C9—C8	120.2 (2)	C27—C26—C25	120.06 (18)
C10—C9—H9	119.9	N2—C27—C26	121.80 (17)
C8—C9—H9	119.9	N2—C27—C23	119.53 (15)
C11—C10—C9	120.17 (18)	C26—C27—C23	118.66 (16)
C11—C10—H10	119.9	C29—C28—C26	119.80 (18)
C9—C10—H10	119.9	C29—C28—H28	120.1
C10—C11—C12	119.95 (18)	C26—C28—H28	120.1
C10—C11—H11	120.0	C28—C29—C30	118.33 (19)
C12—C11—H11	120.0	C28—C29—H29	120.8
C11—C12—C7	120.72 (18)	C30—C29—H29	120.8
C11—C12—H12	119.6	N2—C30—C29	124.1 (2)
C7—C12—H12	119.6	N2—C30—H30	117.9
C18—C13—C14	118.56 (16)	C29—C30—H30	117.9
C18—C13—Sn1	120.95 (13)

C13—Sn1—C1—C6	12.62 (16)	C18—C13—C14—C15	−0.1 (2)
C7—Sn1—C1—C6	−151.49 (13)	Sn1—C13—C14—C15	−177.11 (13)
O1—Sn1—C1—C6	−68.37 (14)	C13—C14—C15—C16	−0.3 (3)
Cl1—Sn1—C1—C6	110.98 (13)	C14—C15—C16—C17	0.2 (3)
C13—Sn1—C1—C2	−172.10 (14)	C15—C16—C17—C18	0.4 (3)
C7—Sn1—C1—C2	23.79 (17)	C16—C17—C18—C13	−0.8 (3)
O1—Sn1—C1—C2	106.90 (15)	C14—C13—C18—C17	0.7 (3)
Cl1—Sn1—C1—C2	−73.75 (14)	Sn1—C13—C18—C17	177.66 (13)
C6—C1—C2—C3	1.4 (3)	C23—N1—C19—C20	−0.2 (3)
Sn1—C1—C2—C3	−173.93 (15)	N1—C19—C20—C21	0.6 (3)
C1—C2—C3—C4	0.0 (3)	C19—C20—C21—C22	−0.3 (3)
C2—C3—C4—C5	−1.3 (3)	C20—C21—C22—C23	−0.4 (3)
C3—C4—C5—C6	1.2 (3)	C20—C21—C22—C24	179.42 (18)
C4—C5—C6—C1	0.2 (3)	C19—N1—C23—C22	−0.6 (2)
C2—C1—C6—C5	−1.5 (3)	C19—N1—C23—C27	179.62 (15)
Sn1—C1—C6—C5	173.91 (13)	C21—C22—C23—N1	0.9 (3)
C1—Sn1—C7—C12	−78.22 (15)	C24—C22—C23—N1	−178.92 (16)
C13—Sn1—C7—C12	116.81 (13)	C21—C22—C23—C27	−179.32 (16)
O1—Sn1—C7—C12	−160.15 (13)	C24—C22—C23—C27	0.8 (3)
Cl1—Sn1—C7—C12	18.72 (13)	C23—C22—C24—C25	0.1 (3)
C1—Sn1—C7—C8	108.01 (14)	C21—C22—C24—C25	−179.75 (18)
C13—Sn1—C7—C8	−56.97 (16)	C22—C24—C25—C26	−0.7 (3)
O1—Sn1—C7—C8	26.08 (14)	C24—C25—C26—C28	−178.24 (19)
Cl1—Sn1—C7—C8	−155.05 (14)	C24—C25—C26—C27	0.4 (3)
C12—C7—C8—C9	−1.0 (3)	C30—N2—C27—C26	0.6 (3)
Sn1—C7—C8—C9	172.95 (15)	C30—N2—C27—C23	−178.48 (16)
C7—C8—C9—C10	0.2 (3)	C28—C26—C27—N2	0.1 (3)
C8—C9—C10—C11	1.2 (3)	C25—C26—C27—N2	−178.60 (17)
C9—C10—C11—C12	−2.0 (3)	C28—C26—C27—C23	179.23 (16)
C10—C11—C12—C7	1.2 (3)	C25—C26—C27—C23	0.5 (3)
C8—C7—C12—C11	0.2 (3)	N1—C23—C27—N2	−2.2 (2)
Sn1—C7—C12—C11	−173.66 (13)	C22—C23—C27—N2	178.03 (16)
C1—Sn1—C13—C18	66.35 (15)	N1—C23—C27—C26	178.62 (16)
C7—Sn1—C13—C18	−127.99 (13)	C22—C23—C27—C26	−1.1 (2)
O1—Sn1—C13—C18	147.42 (13)	C27—C26—C28—C29	−0.6 (3)
Cl1—Sn1—C13—C18	−30.67 (13)	C25—C26—C28—C29	178.06 (19)
C1—Sn1—C13—C14	−116.71 (13)	C26—C28—C29—C30	0.4 (3)
C7—Sn1—C13—C14	48.95 (15)	C27—N2—C30—C29	−0.9 (3)
O1—Sn1—C13—C14	−35.64 (13)	C28—C29—C30—N2	0.4 (3)
Cl1—Sn1—C13—C14	146.27 (12)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1o···N1	0.84 (1)	1.91 (1)	2.716 (2)	159 (3)
O1—H2o···N2	0.84 (1)	2.03 (2)	2.757 (2)	144 (3)

Experimental details

Crystal data
Chemical formula	[Sn(C₆H₅)₃Cl(H₂O)]·C₁₂H₈N₂
M_r	583.66
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	100
a, b, c (Å)	16.3739 (2), 17.3120 (2), 18.4295 (2)
β (°)	105.602 (1)
V (Å³)	5031.6 (1)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	1.15
Crystal size (mm)	0.30 × 0.20 × 0.10

Data collection
Diffractometer	Bruker SMART APEX diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.768, 0.894
No. of measured, independent and observed [I > 2σ(I)] reflections	23117, 5746, 5333
R_int	0.015
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.020, 0.052, 1.01
No. of reflections	5746
No. of parameters	324
No. of restraints	2
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
	w = 1/[σ²(F_o²) + (0.0231P)² + 10.9613P] where P = (F_o² + 2F_c²)/3
Δρ_max, Δρ_min (e Å⁻³)	0.72, −0.60

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1o···N1	0.84 (1)	1.91 (1)	2.716 (2)	159 (3)
O1—H2o···N2	0.84 (1)	2.03 (2)	2.757 (2)	144 (3)

Acknowledgements

The University of Malaya is thanked for supporting this study through the purchase of the diffractometer.

References

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
Fu, C.-X., Gao, Z.-H., Ma, C.-L. & Zhang, J.-H. (2005). Chin. J. Synth. Chem. 13, 55–57. CAS Google Scholar
Ng, S. W. & Kumar Das, V. G. (1996). J. Organomet. Chem. 513, 105–108. CAS Google Scholar
Rae, A. D., Haller, K. J. & Ng, S. W. (2005). J. Sci. Technol. Tropics, 1, 157–163. 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. (2008). publCIF. In preparation. Google Scholar

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Volume 64| Part 9| September 2008| Page m1120

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Low-temperature redetermination of aqua­chloridotri­phenyl­tin(IV)–1,10-phenanthroline (1/1)

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Low-temperature redetermination of aquachloridotriphenyltin(IV)–1,10-phenanthroline (1/1)