Literature DB >> 21522237

Tetra-kis[(4-meth-oxy-carbon-yl)anilinium] hexa-chloridostannate(IV) dichloride.

Abstract

The asymmetric unit of the title compound, (C(8)H(10)NO(2))(4)[SnCl(6)]Cl(2), contains two (4-meth-oxy-carbon-yl)anilinium cations, one chloride anion and one half of a hexa-chlorido-stannate(IV) dianion situated on a twofold rotation axis. All aminium H atoms are involved in N-H⋯Cl hydrogen bonding, which consolidate the crystal packing along with weak C-H⋯O inter-actions.

Entities: Chemical Disease Gene Species

Year: 2011 PMID： 21522237 PMCID： PMC3052157 DOI： 10.1107/S1600536811003692

Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN： 1600-5368

Related literature

For general background to inorganic–organic hybrid compounds, see: Zhang et al. (2009 ▶); Descalzo et al. (2006 ▶); Li et al. (2007 ▶), Sanchez et al. (2005 ▶).

Experimental

Crystal data

(C8H10NO2)4[SnCl6]Cl2 M = 1010.97 Monoclinic, a = 30.748 (3) Å b = 7.1172 (8) Å c = 22.113 (2) Å β = 119.424 (2)° V = 4215.0 (7) Å3 Z = 4 Mo Kα radiation μ = 1.16 mm−1 T = 298 K 0.50 × 0.46 × 0.46 mm

Data collection

Bruker SMART CCD area-detector diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.594, T max = 0.617 10221 measured reflections 3719 independent reflections 2969 reflections with I > 2σ(I) R int = 0.035

Refinement

R[F 2 > 2σ(F 2)] = 0.031 wR(F 2) = 0.090 S = 1.01 3719 reflections 245 parameters H-atom parameters constrained Δρmax = 0.51 e Å−3 Δρmin = −0.44 e Å−3 Data collection: SMART (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: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97. Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811003692/cv5035sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536811003692/cv5035Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

(C₈H₁₀NO₂)₄[SnCl₆]Cl₂	F(000) = 2040
M_r = 1010.97	D_x = 1.593 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 30.748 (3) Å	Cell parameters from 4623 reflections
b = 7.1172 (8) Å	θ = 2.7–27.7°
c = 22.113 (2) Å	µ = 1.16 mm⁻¹
β = 119.424 (2)°	T = 298 K
V = 4215.0 (7) Å³	Block, yellow
Z = 4	0.50 × 0.46 × 0.46 mm

Bruker SMART CCD area-detector diffractometer	3719 independent reflections
Radiation source: fine-focus sealed tube	2969 reflections with I > 2σ(I)
graphite	R_int = 0.035
φ and ω scans	θ_max = 25.0°, θ_min = 1.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −29→36
T_min = 0.594, T_max = 0.617	k = −7→8
10221 measured reflections	l = −26→25

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)] = 0.031	H-atom parameters constrained
wR(F²) = 0.090	w = 1/[σ²(F_o²) + (0.045P)² + 5.2918P] where P = (F_o² + 2F_c²)/3
S = 1.01	(Δ/σ)_max < 0.001
3719 reflections	Δρ_max = 0.51 e Å⁻³
245 parameters	Δρ_min = −0.44 e Å⁻³
0 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: 0.00204 (13)

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	U_iso*/U_eq
Sn1	0.0000	0.88525 (4)	0.2500	0.03147 (14)
Cl1	0.05414 (3)	1.12542 (12)	0.24657 (5)	0.0448 (2)
Cl2	0.04668 (3)	0.88401 (13)	0.37614 (4)	0.0446 (2)
Cl3	0.05329 (3)	0.64043 (12)	0.24497 (5)	0.0452 (2)
Cl4	0.01937 (4)	0.27991 (19)	0.05504 (6)	0.0745 (4)
N1	0.05296 (13)	0.8682 (5)	0.09640 (19)	0.0681 (11)
H1A	0.0488	0.8145	0.1295	0.102*
H1B	0.0354	0.8058	0.0568	0.102*
H1C	0.0425	0.9868	0.0908	0.102*
O1	0.28945 (11)	0.8266 (5)	0.23899 (19)	0.0801 (9)
O2	0.27319 (15)	0.8654 (6)	0.1308 (2)	0.1100 (15)
C1	0.25910 (17)	0.8534 (6)	0.1724 (3)	0.0614 (12)
C2	0.20539 (15)	0.8609 (5)	0.1534 (2)	0.0488 (9)
C3	0.19023 (15)	0.8011 (7)	0.1997 (2)	0.0596 (11)
H3	0.2138	0.7596	0.2437	0.071*
C4	0.14066 (15)	0.8028 (7)	0.1808 (2)	0.0627 (12)
H4	0.1305	0.7621	0.2119	0.075*
C5	0.10627 (15)	0.8642 (5)	0.1165 (2)	0.0510 (10)
C6	0.12064 (16)	0.9276 (6)	0.0699 (2)	0.0563 (10)
H6	0.0971	0.9721	0.0265	0.068*
C7	0.17023 (16)	0.9236 (6)	0.0889 (2)	0.0571 (11)
H7	0.1803	0.9640	0.0577	0.069*
C8	0.34155 (17)	0.8066 (9)	0.2610 (3)	0.0977 (18)
H8A	0.3466	0.6959	0.2404	0.146*
H8B	0.3601	0.7958	0.3107	0.146*
H8C	0.3528	0.9148	0.2467	0.146*
N2	−0.04641 (12)	0.3799 (4)	0.12080 (17)	0.0549 (8)
H2A	−0.0469	0.2835	0.1461	0.082*
H2B	−0.0329	0.4794	0.1481	0.082*
H2C	−0.0284	0.3495	0.1008	0.082*
O3	−0.27704 (11)	0.5652 (5)	−0.06223 (17)	0.0754 (9)
O4	−0.25318 (15)	0.6482 (7)	−0.1379 (2)	0.1235 (17)
C9	−0.24390 (17)	0.5845 (7)	−0.0834 (2)	0.0649 (12)
C10	−0.19295 (13)	0.5235 (6)	−0.03008 (18)	0.0475 (9)
C11	−0.15324 (15)	0.5639 (6)	−0.0409 (2)	0.0530 (10)
H11	−0.1591	0.6244	−0.0814	0.064*
C12	−0.10518 (13)	0.5155 (5)	0.00777 (19)	0.0460 (9)
H12	−0.0785	0.5435	0.0007	0.055*
C13	−0.09772 (13)	0.4248 (5)	0.06700 (18)	0.0412 (8)
C14	−0.13659 (14)	0.3806 (5)	0.07820 (19)	0.0484 (9)
H14	−0.1306	0.3179	0.1185	0.058*
C15	−0.18453 (14)	0.4296 (6)	0.0293 (2)	0.0538 (10)
H15	−0.2112	0.3995	0.0363	0.065*
C16	−0.32747 (17)	0.6233 (8)	−0.1111 (3)	0.100 (2)
H16A	−0.3402	0.5467	−0.1521	0.150*
H16B	−0.3274	0.7526	−0.1234	0.150*
H16C	−0.3483	0.6091	−0.0903	0.150*

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.0315 (2)	0.0292 (2)	0.0350 (2)	0.000	0.01734 (15)	0.000
Cl1	0.0388 (5)	0.0417 (5)	0.0498 (5)	−0.0108 (4)	0.0187 (4)	0.0027 (4)
Cl2	0.0430 (5)	0.0531 (6)	0.0319 (5)	0.0061 (4)	0.0138 (4)	0.0043 (4)
Cl3	0.0441 (5)	0.0385 (5)	0.0611 (6)	0.0090 (4)	0.0322 (5)	0.0006 (4)
Cl4	0.0609 (7)	0.0948 (9)	0.0812 (8)	0.0232 (6)	0.0452 (6)	0.0309 (7)
N1	0.054 (2)	0.094 (3)	0.063 (2)	0.0182 (18)	0.0344 (19)	0.021 (2)
O1	0.0490 (18)	0.115 (3)	0.080 (2)	0.0101 (17)	0.0348 (18)	−0.003 (2)
O2	0.084 (3)	0.174 (4)	0.107 (3)	0.001 (2)	0.074 (3)	0.016 (3)
C1	0.063 (3)	0.055 (3)	0.086 (4)	−0.006 (2)	0.052 (3)	−0.008 (2)
C2	0.056 (2)	0.045 (2)	0.060 (3)	0.0003 (17)	0.040 (2)	−0.0021 (18)
C3	0.051 (2)	0.083 (3)	0.052 (2)	0.013 (2)	0.031 (2)	0.017 (2)
C4	0.056 (3)	0.091 (3)	0.056 (3)	0.019 (2)	0.038 (2)	0.028 (2)
C5	0.052 (2)	0.056 (3)	0.055 (2)	0.0110 (18)	0.034 (2)	0.0093 (19)
C6	0.063 (3)	0.065 (3)	0.047 (2)	0.009 (2)	0.032 (2)	0.0141 (19)
C7	0.072 (3)	0.062 (3)	0.056 (3)	0.003 (2)	0.046 (2)	0.008 (2)
C8	0.053 (3)	0.114 (4)	0.128 (5)	0.012 (3)	0.046 (3)	−0.002 (4)
N2	0.0470 (19)	0.057 (2)	0.052 (2)	0.0027 (15)	0.0173 (16)	−0.0006 (16)
O3	0.0418 (16)	0.094 (2)	0.075 (2)	0.0087 (16)	0.0164 (16)	−0.0012 (18)
O4	0.081 (3)	0.201 (5)	0.063 (2)	0.034 (3)	0.015 (2)	0.051 (3)
C9	0.055 (3)	0.073 (3)	0.047 (3)	0.008 (2)	0.010 (2)	−0.002 (2)
C10	0.046 (2)	0.053 (2)	0.039 (2)	0.0024 (17)	0.0163 (18)	−0.0014 (18)
C11	0.063 (3)	0.055 (2)	0.041 (2)	0.0008 (19)	0.025 (2)	0.0055 (18)
C12	0.046 (2)	0.046 (2)	0.051 (2)	−0.0042 (17)	0.0277 (19)	0.0003 (18)
C13	0.040 (2)	0.042 (2)	0.038 (2)	0.0015 (15)	0.0161 (16)	−0.0023 (16)
C14	0.048 (2)	0.056 (2)	0.040 (2)	0.0017 (18)	0.0207 (18)	0.0097 (17)
C15	0.042 (2)	0.070 (3)	0.048 (2)	−0.0043 (19)	0.0216 (19)	0.004 (2)
C16	0.039 (3)	0.114 (5)	0.103 (4)	0.013 (3)	0.002 (3)	−0.023 (3)

Sn1—Cl1	2.4131 (8)	C8—H8A	0.9600
Sn1—Cl1ⁱ	2.4131 (8)	C8—H8B	0.9600
Sn1—Cl2ⁱ	2.4305 (9)	C8—H8C	0.9600
Sn1—Cl2	2.4305 (9)	N2—C13	1.471 (4)
Sn1—Cl3	2.4315 (8)	N2—H2A	0.8900
Sn1—Cl3ⁱ	2.4315 (8)	N2—H2B	0.8900
N1—C5	1.473 (5)	N2—H2C	0.8900
N1—H1A	0.8900	O3—C9	1.320 (5)
N1—H1B	0.8900	O3—C16	1.448 (5)
N1—H1C	0.8900	O4—C9	1.185 (5)
O1—C1	1.314 (6)	C9—C10	1.489 (5)
O1—C8	1.434 (5)	C10—C15	1.380 (5)
O2—C1	1.197 (5)	C10—C11	1.384 (5)
C1—C2	1.492 (5)	C11—C12	1.377 (5)
C2—C7	1.373 (6)	C11—H11	0.9300
C2—C3	1.384 (5)	C12—C13	1.375 (5)
C3—C4	1.368 (5)	C12—H12	0.9300
C3—H3	0.9300	C13—C14	1.371 (5)
C4—C5	1.362 (5)	C14—C15	1.378 (5)
C4—H4	0.9300	C14—H14	0.9300
C5—C6	1.380 (5)	C15—H15	0.9300
C6—C7	1.369 (5)	C16—H16A	0.9600
C6—H6	0.9300	C16—H16B	0.9600
C7—H7	0.9300	C16—H16C	0.9600

Cl1—Sn1—Cl1ⁱ	89.79 (5)	C2—C7—H7	119.5
Cl1—Sn1—Cl2ⁱ	89.66 (3)	O1—C8—H8A	109.5
Cl1ⁱ—Sn1—Cl2ⁱ	90.63 (3)	O1—C8—H8B	109.5
Cl1—Sn1—Cl2	90.63 (3)	H8A—C8—H8B	109.5
Cl1ⁱ—Sn1—Cl2	89.66 (3)	O1—C8—H8C	109.5
Cl2ⁱ—Sn1—Cl2	179.58 (4)	H8A—C8—H8C	109.5
Cl1—Sn1—Cl3	90.88 (3)	H8B—C8—H8C	109.5
Cl1ⁱ—Sn1—Cl3	179.00 (3)	C13—N2—H2A	109.5
Cl2ⁱ—Sn1—Cl3	88.64 (3)	C13—N2—H2B	109.5
Cl2—Sn1—Cl3	91.06 (3)	H2A—N2—H2B	109.5
Cl1—Sn1—Cl3ⁱ	179.00 (3)	C13—N2—H2C	109.5
Cl1ⁱ—Sn1—Cl3ⁱ	90.88 (3)	H2A—N2—H2C	109.5
Cl2ⁱ—Sn1—Cl3ⁱ	91.06 (3)	H2B—N2—H2C	109.5
Cl2—Sn1—Cl3ⁱ	88.64 (3)	C9—O3—C16	115.8 (4)
Cl3—Sn1—Cl3ⁱ	88.45 (4)	O4—C9—O3	124.0 (4)
C5—N1—H1A	109.5	O4—C9—C10	123.4 (5)
C5—N1—H1B	109.5	O3—C9—C10	112.6 (4)
H1A—N1—H1B	109.5	C15—C10—C11	119.7 (3)
C5—N1—H1C	109.5	C15—C10—C9	121.8 (4)
H1A—N1—H1C	109.5	C11—C10—C9	118.5 (4)
H1B—N1—H1C	109.5	C12—C11—C10	120.8 (4)
C1—O1—C8	117.0 (4)	C12—C11—H11	119.6
O2—C1—O1	123.1 (4)	C10—C11—H11	119.6
O2—C1—C2	123.4 (5)	C13—C12—C11	118.3 (3)
O1—C1—C2	113.5 (4)	C13—C12—H12	120.9
C7—C2—C3	119.2 (4)	C11—C12—H12	120.9
C7—C2—C1	120.1 (4)	C14—C13—C12	121.8 (3)
C3—C2—C1	120.6 (4)	C14—C13—N2	119.2 (3)
C4—C3—C2	120.1 (4)	C12—C13—N2	118.9 (3)
C4—C3—H3	120.0	C13—C14—C15	119.5 (4)
C2—C3—H3	120.0	C13—C14—H14	120.3
C5—C4—C3	119.9 (4)	C15—C14—H14	120.3
C5—C4—H4	120.0	C14—C15—C10	119.8 (4)
C3—C4—H4	120.0	C14—C15—H15	120.1
C4—C5—C6	121.0 (4)	C10—C15—H15	120.1
C4—C5—N1	119.9 (3)	O3—C16—H16A	109.5
C6—C5—N1	119.0 (4)	O3—C16—H16B	109.5
C7—C6—C5	118.8 (4)	H16A—C16—H16B	109.5
C7—C6—H6	120.6	O3—C16—H16C	109.5
C5—C6—H6	120.6	H16A—C16—H16C	109.5
C6—C7—C2	121.0 (3)	H16B—C16—H16C	109.5
C6—C7—H7	119.5

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl3	0.89	2.78	3.659 (4)	170
N2—H2B···Cl3	0.89	2.71	3.479 (3)	145
N2—H2C···Cl4	0.89	2.21	3.098 (4)	177
N1—H1B···Cl4ⁱⁱ	0.89	2.29	3.155 (4)	165
N1—H1C···Cl4ⁱⁱⁱ	0.89	2.22	3.092 (4)	166
N2—H2A···Cl1^iv	0.89	3.01	3.482 (3)	115
C3—H3···O4^v	0.93	2.39	3.148 (6)	139
C15—H15···O2^vi	0.93	2.38	3.130 (5)	138

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯Cl3	0.89	2.78	3.659 (4)	170
N2—H2B⋯Cl3	0.89	2.71	3.479 (3)	145
N2—H2C⋯Cl4	0.89	2.21	3.098 (4)	177
N1—H1B⋯Cl4ⁱ	0.89	2.29	3.155 (4)	165
N1—H1C⋯Cl4ⁱⁱ	0.89	2.22	3.092 (4)	166
N2—H2A⋯Cl1ⁱⁱⁱ	0.89	3.01	3.482 (3)	115
C3—H3⋯O4^iv	0.93	2.39	3.148 (6)	139
C15—H15⋯O2^v	0.93	2.38	3.130 (5)	138

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

2 in total

1. The supramolecular chemistry of organic-inorganic hybrid materials.

Authors: Ana B Descalzo; Ramón Martínez-Máñez; Félix Sancenón; Katrin Hoffmann; Knut Rurack
Journal: Angew Chem Int Ed Engl Date: 2006-09-11 Impact factor: 15.336

2. A short history of SHELX.

Authors: George M Sheldrick
Journal: Acta Crystallogr A Date: 2007-12-21 Impact factor: 2.290

2 in total