Bis(2-meth-oxy-anilinium) hexa-bromido-stannate(IV) dihydrate.

The asymmetric unit of the title compound, (C7H10NO)2[SnBr6]·2H2O, contains one cation, one half-dianion and one lattice water mol-ecule. The [SnBr6](2-) dianion, located on an inversion center, exhibits a highly distorted octa-hedral coordination environment, with Sn-Br bond lengths ranging from 2.2426 (9) to 3.0886 (13) Å. In the crystal, O-H⋯Br, N-H⋯Br, N-H⋯O and C-H⋯Br hydrogen bonds consolidate the packing, which can be described as consisting of alternating anionic (containing dianions and lattice water mol-ecules) and cationic layers parallel to ab plane.

Related literature

For general background to hybrid organic–inorganic compounds, see: Kagan et al. (1999 ▶); Raptopoulou et al. (2002 ▶). For related structures, see: Tudela & Khan (1991 ▶); Chouaib et al. (2013 ▶); Benali-Cherif et al. (2007 ▶); Karoui et al. (2013 ▶); Guelmami et al. (2007 ▶); Souissi et al. (2011 ▶); Smith et al. (2006 ▶).

Experimental

Crystal data

(C7H10NO)2[SnBr6]·2H2O

M = 882.50

Monoclinic,

a = 10.8728 (7) Å

b = 13.4403 (10) Å

c = 9.0695 (6) Å

β = 103.680 (5)°

V = 1287.76 (15) Å3

Z = 2

Mo Kα radiation

μ = 10.32 mm−1

T = 293 K

0.10 × 0.10 × 0.10 mm

Data collection

Agilent Xcalibur (Sapphire2) diffractometer

Absorption correction: multi-scan (CrysAlis RED; Agilent, 2012 ▶) T min = 0.356, T max = 0.371

7762 measured reflections

2188 independent reflections

1854 reflections with I > 2σ(I)

R int = 0.052

Refinement

R[F 2 > 2σ(F 2)] = 0.061

wR(F 2) = 0.156

S = 1.07

2188 reflections

133 parameters

9 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.51 e Å−3

Δρmin = −1.44 e Å−3

Data collection: CrysAlis PRO (Agilent, 2012 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis RED (Agilent, 2012 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg et al., 1999 ▶) and Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶).

Crystal structure: contains datablock(s) I, New_Global_Publ_Block. DOI: 10.1107/S1600536813031681/cv5437sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813031681/cv5437Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S1600536813031681/cv5437Isup3.cdx

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

(C7H10NO)2[SnBr6]·2H2O	F(000) = 828
Mr = 882.50	Dx = 2.276 Mg m−3Dm = 2.276 Mg m−3Dm measured by not measured
Monoclinic, P21/a	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yab	Cell parameters from 5970 reflections
a = 10.8728 (7) Å	θ = 3.6–24.7°
b = 13.4403 (10) Å	µ = 10.32 mm−1
c = 9.0695 (6) Å	T = 293 K
β = 103.680 (5)°	Prism, yellow
V = 1287.76 (15) Å3	0.10 × 0.10 × 0.10 mm
Z = 2

Agilent Xcalibur (Sapphire2) diffractometer	1854 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.052
Graphite monochromator	θmax = 24.7°, θmin = 3.6°
ω scans	h = −12→12
Absorption correction: multi-scan (CrysAlis RED; Agilent, 2012)	k = −11→15
Tmin = 0.356, Tmax = 0.371	l = −10→10
7762 measured reflections	2 standard reflections every 120 min
2188 independent reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.061	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.156	w = 1/[σ2(Fo2) + (0.0686P)2 + 18.8968P] where P = (Fo2 + 2Fc2)/3
S = 1.07	(Δ/σ)max < 0.001
2188 reflections	Δρmax = 1.51 e Å−3
133 parameters	Δρmin = −1.44 e Å−3
9 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0039 (8)

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
Sn1	0.5000	0.5000	0.5000	0.0316 (4)
Br2	0.42826 (15)	0.67591 (9)	0.41106 (12)	0.0609 (5)
Br3	0.56362 (12)	0.57192 (8)	0.72849 (10)	0.0444 (4)
Br1	0.22150 (13)	0.46965 (11)	0.51438 (14)	0.0582 (5)
OW	0.3159 (10)	0.1977 (7)	0.3700 (8)	0.056 (2)
N1	0.5673 (10)	0.1749 (8)	0.2638 (9)	0.047 (2)
H1A	0.5324	0.1285	0.3109	0.071*
H1B	0.5596	0.2341	0.3048	0.071*
H1C	0.6489	0.1611	0.2738	0.071*
O1	0.3632 (11)	0.0449 (7)	0.1485 (10)	0.068 (3)
C1	0.5131 (11)	0.1763 (8)	0.1279 (11)	0.043 (3)
C2	0.4114 (12)	0.1068 (9)	0.0787 (10)	0.050 (3)
C6	0.5699 (11)	0.2478 (9)	0.0605 (10)	0.052 (3)
H6	0.6399	0.2847	0.1101	0.063*
C4	0.4156 (15)	0.1880 (12)	−0.1337 (13)	0.072 (4)
H4	0.3809	0.1929	−0.2375	0.086*
C7	0.2509 (19)	−0.0282 (12)	0.0978 (18)	0.081 (5)
H7A	0.2398	−0.0658	0.1838	0.122*
H7B	0.2682	−0.0728	0.0225	0.122*
H7C	0.1751	0.0086	0.0557	0.122*
C3	0.3580 (13)	0.1144 (11)	−0.0702 (11)	0.077 (5)
H3	0.2914	0.0753	−0.1227	0.092*
C5	0.5122 (16)	0.2580 (13)	−0.0858 (11)	0.081 (5)
H5	0.5338	0.3061	−0.1489	0.097*
H1W	0.360 (10)	0.238 (7)	0.439 (10)	0.08 (5)*
H2W	0.297 (16)	0.139 (6)	0.402 (14)	0.10 (6)*

	U11	U22	U33	U12	U13	U23
Sn1	0.0520 (7)	0.0323 (6)	0.0091 (5)	0.0004 (4)	0.0045 (4)	−0.0037 (3)
Br2	0.1150 (12)	0.0381 (7)	0.0191 (6)	0.0070 (6)	−0.0052 (6)	0.0030 (4)
Br3	0.0776 (9)	0.0429 (7)	0.0101 (5)	−0.0015 (5)	0.0054 (5)	−0.0050 (4)
Br1	0.0642 (8)	0.0749 (9)	0.0411 (7)	−0.0200 (7)	0.0237 (6)	−0.0303 (6)
OW	0.099 (7)	0.055 (5)	0.015 (3)	−0.019 (5)	0.015 (4)	0.005 (3)
N1	0.065 (6)	0.057 (6)	0.018 (4)	0.006 (5)	0.005 (4)	0.007 (4)
O1	0.106 (8)	0.061 (6)	0.038 (5)	−0.027 (5)	0.021 (5)	−0.010 (4)
C1	0.060 (7)	0.048 (6)	0.020 (5)	0.007 (5)	0.010 (5)	0.004 (4)
C2	0.066 (8)	0.059 (8)	0.031 (6)	−0.001 (6)	0.021 (5)	−0.016 (5)
C6	0.066 (8)	0.063 (8)	0.023 (5)	0.001 (6)	0.000 (5)	0.000 (5)
C4	0.088 (10)	0.113 (13)	0.016 (5)	0.000 (9)	0.015 (6)	0.020 (7)
C7	0.131 (15)	0.061 (9)	0.057 (9)	−0.034 (9)	0.035 (9)	−0.032 (7)
C3	0.068 (9)	0.113 (13)	0.041 (7)	0.001 (9)	−0.004 (6)	−0.048 (8)
C5	0.104 (12)	0.100 (12)	0.035 (7)	−0.003 (10)	0.010 (7)	−0.012 (8)

Sn1—Br3	2.2426 (9)	O1—C7	1.550 (18)
Sn1—Br3i	2.2426 (9)	C1—C6	1.363 (9)
Sn1—Br2	2.5595 (11)	C1—C2	1.437 (16)
Sn1—Br2i	2.5595 (11)	C2—C3	1.341 (9)
Sn1—Br2i	2.5595 (11)	C6—C5	1.333 (9)
Sn1—Br1	3.0886 (13)	C6—H6	0.9300
Sn1—Br1i	3.0886 (13)	C4—C3	1.368 (9)
OW—H1W	0.88 (9)	C4—C5	1.40 (2)
OW—H2W	0.88 (9)	C4—H4	0.9300
N1—C1	1.234 (13)	C7—H7A	0.9600
N1—H1A	0.8900	C7—H7B	0.9600
N1—H1B	0.8900	C7—H7C	0.9600
N1—H1C	0.8900	C3—H3	0.9300
O1—C2	1.235 (14)	C5—H5	0.9300
Br3—Sn1—Br3i	180.0	H1B—N1—H1C	109.5
Br3—Sn1—Br2	84.12 (4)	C2—O1—C7	132.4 (11)
Br3i—Sn1—Br2	95.88 (4)	N1—C1—C6	107.4 (10)
Br3—Sn1—Br2i	95.88 (4)	N1—C1—C2	116.8 (9)
Br3i—Sn1—Br2i	84.12 (4)	C6—C1—C2	135.8 (9)
Br2—Sn1—Br2i	180.0	O1—C2—C3	115.7 (12)
Br3—Sn1—Br2i	95.88 (4)	O1—C2—C1	131.9 (9)
Br3i—Sn1—Br2i	84.12 (4)	C3—C2—C1	112.4 (10)
Br2—Sn1—Br2i	180.0	C5—C6—C1	111.2 (11)
Br2i—Sn1—Br2i	0.00 (5)	C5—C6—H6	124.4
Br3—Sn1—Br1	96.26 (4)	C1—C6—H6	124.4
Br3i—Sn1—Br1	83.74 (4)	C3—C4—C5	137.6 (11)
Br2—Sn1—Br1	84.64 (5)	C3—C4—H4	111.2
Br2i—Sn1—Br1	95.36 (5)	C5—C4—H4	111.2
Br2i—Sn1—Br1	95.36 (5)	O1—C7—H7A	109.5
Br3—Sn1—Br1i	83.74 (4)	O1—C7—H7B	109.5
Br3i—Sn1—Br1i	96.26 (4)	H7A—C7—H7B	109.5
Br2—Sn1—Br1i	95.36 (5)	O1—C7—H7C	109.5
Br2i—Sn1—Br1i	84.64 (5)	H7A—C7—H7C	109.5
Br2i—Sn1—Br1i	84.64 (5)	H7B—C7—H7C	109.5
Br1—Sn1—Br1i	180.00 (5)	C2—C3—C4	110.3 (10)
H1W—OW—H2W	116.9 (4)	C2—C3—H3	124.8
C1—N1—H1A	109.5	C4—C3—H3	124.8
C1—N1—H1B	109.5	C6—C5—C4	112.5 (12)
H1A—N1—H1B	109.5	C6—C5—H5	123.8
C1—N1—H1C	109.5	C4—C5—H5	123.8
H1A—N1—H1C	109.5
C7—O1—C2—C3	0 (2)	C2—C1—C6—C5	4 (2)
C7—O1—C2—C1	177.8 (14)	O1—C2—C3—C4	177.3 (13)
N1—C1—C2—O1	2 (2)	C1—C2—C3—C4	−0.6 (17)
C6—C1—C2—O1	−178.2 (15)	C5—C4—C3—C2	−2 (3)
N1—C1—C2—C3	179.6 (12)	C1—C6—C5—C4	−4.5 (19)
C6—C1—C2—C3	−1 (2)	C3—C4—C5—C6	5 (3)
N1—C1—C6—C5	−176.6 (13)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1B···Br2i	0.89	2.82	3.557 (9)	141
N1—H1C···OWii	0.89	2.63	3.151 (15)	119
OW—H1W···Br2i	0.88 (9)	2.64 (9)	3.457 (9)	154 (11)
OW—H2W···Br1iii	0.88 (9)	2.42 (9)	3.296 (8)	171 (16)
C7—H7A···Br1iii	0.96	2.71	3.459 (15)	135
N1—H1A···Br1ii	0.89	2.75	3.154 (9)	109
C5—H5···Br2iv	0.93	2.52	3.289 (12)	140

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1B⋯Br2i	0.89	2.82	3.557 (9)	141
N1—H1C⋯OW ii	0.89	2.63	3.151 (15)	119
OW—H1W⋯Br2i	0.88 (9)	2.64 (9)	3.457 (9)	154 (11)
OW—H2W⋯Br1iii	0.88 (9)	2.42 (9)	3.296 (8)	171 (16)
C7—H7A⋯Br1iii	0.96	2.71	3.459 (15)	135
N1—H1A⋯Br1ii	0.89	2.75	3.154 (9)	109
C5—H5⋯Br2iv	0.93	2.52	3.289 (12)	140

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .