Literature DB >> 21522251

Bis(cytosinium) aqua-penta-chlorido-indate(III).

Sofiane Bouacida, Ratiba Belhouas, Boubakeur Fantazi, Chaouki Boudaren, Thierry Roisnel.

Abstract

The asymmetric unit of the title compound, (C(4)H(6)N(3)O)(2)[InCl(5)(H(2)O)], comprises two independent cytosinium cations and an aquapentachloridoindate anion. The In(III) ion is in a slightly distorted octa-hedral coordination geometry. In the crystal, alternating layers of cations and anions are arranged along [010] and are linked via inter-molecular N-H⋯O, O-H⋯Cl and N-H⋯Cl hydrogen bonds, forming sheets parallel to (001). Additional stabilization within these sheeets is provided by weak inter-molecular C-H⋯O inter-actions.

Entities: Chemical Disease Species

Year: 2011 PMID： 21522251 PMCID： PMC3051970 DOI： 10.1107/S1600536811004235

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

Related literature

For related structures, see: Bouacida (2008 ▶); Bouacida et al. (2005 ▶, 2009 ▶); Casellato et al. (1995 ▶); Cherouana et al. (2003 ▶). For standard bond lengths see: Allen et al. (1987 ▶).

Experimental

Crystal data

(C4H6N3O)2[InCl5(H2O)] M = 534.32 Triclinic, a = 6.863 (1) Å b = 10.487 (2) Å c = 12.765 (2) Å α = 104.608 (1)° β = 97.998 (1)° γ = 98.121 (1)° V = 865.3 (2) Å3 Z = 2 Mo Kα radiation μ = 2.16 mm−1 T = 295 K 0.18 × 0.09 × 0.07 mm

Data collection

Nonius KappaCCD diffractometer 18109 measured reflections 3933 independent reflections 3572 reflections with I > 2σ(I) R int = 0.032

Refinement

R[F 2 > 2σ(F 2)] = 0.020 wR(F 2) = 0.048 S = 1.07 3929 reflections 214 parameters H atoms treated by a mixture of independent and constrained refinement Δρmax = 0.35 e Å−3 Δρmin = −0.61 e Å−3 Data collection: COLLECT (Nonius, 1998 ▶); cell refinement: SCALEPACK (Otwinowski & Minor, 1997 ▶); data reduction: DENZO (Otwinowski & Minor, 1997 ▶) and SCALEPACK; program(s) used to solve structure: SIR2002 (Burla et al., 2003 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2009 ▶) and DIAMOND (Brandenburg et al., 2001 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶). Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811004235/lh5204sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536811004235/lh5204Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

(C₄H₆N₃O)₂[InCl₅(H2O)]	Z = 2
M_r = 534.32	F(000) = 524
Triclinic, P1	D_x = 2.051 Mg m⁻³
a = 6.863 (1) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.487 (2) Å	Cell parameters from 8762 reflections
c = 12.765 (2) Å	θ = 3.1–27.5°
α = 104.608 (1)°	µ = 2.16 mm⁻¹
β = 97.998 (1)°	T = 295 K
γ = 98.121 (1)°	Needle, red
V = 865.3 (2) Å³	0.18 × 0.09 × 0.07 mm

Nonius KappaCCD diffractometer	R_int = 0.032
graphite	θ_max = 27.6°, θ_min = 1.7°
CCD rotation images, thick slices scans	h = −8→8
18109 measured reflections	k = −13→13
3933 independent reflections	l = −16→16
3572 reflections with I > 2σ(I)

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)] = 0.02	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.048	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ²(F_o²) + (0.0229P)² + 0.0464P] where P = (F_o² + 2F_c²)/3
3929 reflections	(Δ/σ)_max = 0.002
214 parameters	Δρ_max = 0.35 e Å⁻³
0 restraints	Δρ_min = −0.61 e Å⁻³

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.4 bad reflections were omitted from the refinement

	x	y	z	U_iso*/U_eq
In1	0.550968 (18)	0.423292 (12)	0.265050 (10)	0.02044 (5)
Cl2	0.68990 (8)	0.33651 (5)	0.42094 (4)	0.03022 (11)
Cl3	0.35973 (7)	0.19643 (4)	0.16412 (4)	0.02749 (11)
Cl4	0.36901 (7)	0.51814 (5)	0.13047 (4)	0.03375 (12)
Cl5	0.68860 (8)	0.65285 (5)	0.38414 (5)	0.03400 (12)
Cl1	0.84669 (8)	0.39953 (6)	0.17617 (5)	0.03882 (13)
N2B	0.6503 (2)	−0.06652 (16)	0.62369 (13)	0.0249 (4)
H2B	0.5921	−0.1469	0.6175	0.03*
O1B	0.3547 (2)	0.00633 (15)	0.63256 (14)	0.0405 (4)
N6A	0.3443 (2)	0.01389 (16)	0.88504 (14)	0.0282 (4)
H6A	0.411	−0.0502	0.8804	0.034*
O1A	0.6221 (2)	0.16293 (15)	0.89141 (15)	0.0455 (4)
N6B	0.6325 (2)	0.15524 (17)	0.63714 (15)	0.0316 (4)
H6B	0.5662	0.2195	0.641	0.038*
N7B	0.9460 (2)	−0.14472 (16)	0.62174 (14)	0.0304 (4)
H71B	0.8827	−0.2227	0.619	0.037*
H72B	1.0728	−0.1321	0.6225	0.037*
C4B	0.9437 (3)	0.08585 (19)	0.63066 (16)	0.0264 (4)
H4B	1.08	0.1051	0.6303	0.032*
C3B	0.8491 (3)	−0.04516 (19)	0.62486 (15)	0.0227 (4)
C4A	0.0348 (3)	0.08195 (19)	0.89372 (16)	0.0258 (4)
H4A	−0.1012	0.0624	0.8951	0.031*
C5B	0.8318 (3)	0.1819 (2)	0.63676 (17)	0.0302 (5)
H5B	0.8922	0.2685	0.6408	0.036*
C1B	0.5332 (3)	0.0312 (2)	0.63174 (16)	0.0266 (4)
C3A	0.1280 (3)	0.21374 (18)	0.90100 (15)	0.0234 (4)
O1W	0.2642 (2)	0.42641 (16)	0.35025 (13)	0.0319 (3)
H1W	0.166 (4)	0.433 (2)	0.312 (2)	0.048*
H2W	0.272 (4)	0.487 (3)	0.402 (2)	0.048*
C5A	0.1454 (3)	−0.01407 (19)	0.88486 (16)	0.0267 (4)
H3A	0.0849	−0.1015	0.8785	0.032*
C1A	0.4435 (3)	0.1381 (2)	0.89219 (17)	0.0284 (4)
N7A	0.0296 (3)	0.31296 (17)	0.90638 (15)	0.0354 (4)
H72A	0.091	0.3911	0.9082	0.042*
H71A	−0.0963	0.2999	0.9081	0.042*
N2A	0.3263 (2)	0.23531 (16)	0.89832 (14)	0.0258 (4)
H2A	0.3828	0.3148	0.9006	0.031*

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
In1	0.01960 (8)	0.01626 (7)	0.02516 (8)	0.00200 (5)	0.00384 (5)	0.00607 (5)
Cl2	0.0331 (3)	0.0272 (2)	0.0304 (3)	0.0062 (2)	0.0002 (2)	0.0106 (2)
Cl3	0.0290 (3)	0.0184 (2)	0.0310 (3)	0.00087 (18)	0.0023 (2)	0.00312 (19)
Cl4	0.0287 (3)	0.0312 (3)	0.0428 (3)	0.0015 (2)	−0.0020 (2)	0.0198 (2)
Cl5	0.0313 (3)	0.0185 (2)	0.0444 (3)	−0.0001 (2)	−0.0013 (2)	0.0017 (2)
Cl1	0.0277 (3)	0.0490 (3)	0.0454 (3)	0.0106 (2)	0.0166 (2)	0.0159 (3)
N2B	0.0211 (8)	0.0216 (8)	0.0346 (9)	0.0037 (6)	0.0062 (7)	0.0118 (7)
O1B	0.0207 (8)	0.0379 (9)	0.0675 (11)	0.0080 (7)	0.0129 (7)	0.0187 (8)
N6A	0.0253 (9)	0.0235 (8)	0.0384 (10)	0.0089 (7)	0.0066 (8)	0.0101 (7)
O1A	0.0206 (8)	0.0371 (9)	0.0813 (13)	0.0066 (7)	0.0145 (8)	0.0175 (9)
N6B	0.0244 (9)	0.0256 (9)	0.0501 (11)	0.0096 (7)	0.0088 (8)	0.0162 (8)
N7B	0.0255 (9)	0.0268 (9)	0.0386 (10)	0.0071 (7)	0.0055 (8)	0.0072 (8)
C4B	0.0183 (9)	0.0304 (11)	0.0312 (11)	0.0022 (8)	0.0048 (8)	0.0113 (9)
C3B	0.0229 (10)	0.0257 (10)	0.0193 (9)	0.0051 (8)	0.0034 (7)	0.0060 (8)
C4A	0.0180 (9)	0.0301 (11)	0.0288 (11)	0.0011 (8)	0.0043 (8)	0.0093 (8)
C5B	0.0268 (11)	0.0241 (10)	0.0402 (12)	−0.0012 (8)	0.0051 (9)	0.0135 (9)
C1B	0.0215 (10)	0.0310 (11)	0.0306 (11)	0.0079 (8)	0.0062 (8)	0.0122 (9)
C3A	0.0212 (9)	0.0230 (9)	0.0243 (10)	0.0035 (8)	0.0038 (8)	0.0041 (8)
O1W	0.0262 (8)	0.0365 (9)	0.0297 (8)	0.0082 (7)	0.0045 (6)	0.0022 (6)
C5A	0.0263 (10)	0.0246 (10)	0.0276 (11)	−0.0005 (8)	0.0041 (8)	0.0079 (8)
C1A	0.0219 (10)	0.0284 (10)	0.0353 (11)	0.0061 (8)	0.0069 (9)	0.0078 (9)
N7A	0.0239 (9)	0.0265 (9)	0.0529 (12)	0.0052 (7)	0.0076 (8)	0.0054 (8)
N2A	0.0191 (8)	0.0216 (8)	0.0372 (10)	0.0015 (6)	0.0062 (7)	0.0095 (7)

In1—O1W	2.3776 (15)	N7B—H71B	0.86
In1—Cl1	2.4718 (6)	N7B—H72B	0.86
In1—Cl5	2.4720 (6)	C4B—C5B	1.344 (3)
In1—Cl4	2.4730 (6)	C4B—C3B	1.413 (3)
In1—Cl3	2.4787 (6)	C4B—H4B	0.93
In1—Cl2	2.5155 (6)	C4A—C5A	1.337 (3)
N2B—C3B	1.349 (2)	C4A—C3A	1.413 (3)
N2B—C1B	1.381 (2)	C4A—H4A	0.93
N2B—H2B	0.86	C5B—H5B	0.93
O1B—C1B	1.218 (2)	C3A—N7A	1.311 (2)
N6A—C5A	1.354 (2)	C3A—N2A	1.355 (2)
N6A—C1A	1.356 (3)	O1W—H1W	0.80 (2)
N6A—H6A	0.86	O1W—H2W	0.78 (3)
O1A—C1A	1.218 (2)	C5A—H3A	0.93
N6B—C5B	1.357 (2)	C1A—N2A	1.379 (2)
N6B—C1B	1.361 (2)	N7A—H72A	0.86
N6B—H6B	0.86	N7A—H71A	0.86
N7B—C3B	1.310 (2)	N2A—H2A	0.86

O1W—In1—Cl1	175.07 (4)	N7B—C3B—N2B	119.31 (17)
O1W—In1—Cl5	88.65 (4)	N7B—C3B—C4B	123.05 (17)
Cl1—In1—Cl5	95.26 (2)	N2B—C3B—C4B	117.64 (17)
O1W—In1—Cl4	86.45 (4)	C5A—C4A—C3A	118.82 (17)
Cl1—In1—Cl4	96.55 (2)	C5A—C4A—H4A	120.6
Cl5—In1—Cl4	89.56 (2)	C3A—C4A—H4A	120.6
O1W—In1—Cl3	80.65 (4)	C4B—C5B—N6B	121.53 (18)
Cl1—In1—Cl3	95.42 (2)	C4B—C5B—H5B	119.2
Cl5—In1—Cl3	169.296 (17)	N6B—C5B—H5B	119.2
Cl4—In1—Cl3	89.95 (2)	O1B—C1B—N6B	123.31 (18)
O1W—In1—Cl2	83.91 (4)	O1B—C1B—N2B	121.90 (18)
Cl1—In1—Cl2	93.21 (2)	N6B—C1B—N2B	114.78 (16)
Cl5—In1—Cl2	88.07 (2)	N7A—C3A—N2A	119.53 (17)
Cl4—In1—Cl2	170.125 (18)	N7A—C3A—C4A	122.86 (18)
Cl3—In1—Cl2	90.60 (2)	N2A—C3A—C4A	117.57 (17)
C3B—N2B—C1B	124.87 (16)	In1—O1W—H1W	114.4 (18)
C3B—N2B—H2B	117.6	In1—O1W—H2W	115.7 (19)
C1B—N2B—H2B	117.6	H1W—O1W—H2W	101 (2)
C5A—N6A—C1A	123.24 (17)	C4A—C5A—N6A	121.06 (18)
C5A—N6A—H6A	118.4	C4A—C5A—H3A	119.5
C1A—N6A—H6A	118.4	N6A—C5A—H3A	119.5
C5B—N6B—C1B	122.77 (17)	O1A—C1A—N6A	123.22 (18)
C5B—N6B—H6B	118.6	O1A—C1A—N2A	121.78 (18)
C1B—N6B—H6B	118.6	N6A—C1A—N2A	114.99 (17)
C3B—N7B—H71B	120	C3A—N7A—H72A	120
C3B—N7B—H72B	120	C3A—N7A—H71A	120
H71B—N7B—H72B	120	H72A—N7A—H71A	120
C5B—C4B—C3B	118.37 (18)	C3A—N2A—C1A	124.27 (16)
C5B—C4B—H4B	120.8	C3A—N2A—H2A	117.9
C3B—C4B—H4B	120.8	C1A—N2A—H2A	117.9

C1B—N2B—C3B—N7B	176.87 (18)	C5A—C4A—C3A—N7A	177.79 (19)
C1B—N2B—C3B—C4B	−2.5 (3)	C5A—C4A—C3A—N2A	0.1 (3)
C5B—C4B—C3B—N7B	−178.07 (19)	C3A—C4A—C5A—N6A	1.3 (3)
C5B—C4B—C3B—N2B	1.2 (3)	C1A—N6A—C5A—C4A	−1.1 (3)
C3B—C4B—C5B—N6B	−0.2 (3)	C5A—N6A—C1A—O1A	−179.4 (2)
C1B—N6B—C5B—C4B	0.2 (3)	C5A—N6A—C1A—N2A	−0.6 (3)
C5B—N6B—C1B—O1B	179.6 (2)	N7A—C3A—N2A—C1A	−179.71 (19)
C5B—N6B—C1B—N2B	−1.2 (3)	C4A—C3A—N2A—C1A	−2.0 (3)
C3B—N2B—C1B—O1B	−178.40 (19)	O1A—C1A—N2A—C3A	−179.1 (2)
C3B—N2B—C1B—N6B	2.4 (3)	N6A—C1A—N2A—C3A	2.2 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···Cl1ⁱ	0.80 (3)	2.52 (3)	3.3033 (17)	167 (2)
N2A—H2A···Cl4ⁱⁱ	0.86	2.41	3.2185 (18)	156
N2B—H2B···Cl2ⁱⁱⁱ	0.86	2.47	3.2774 (18)	157
O1W—H2W···Cl2ⁱⁱ	0.78 (3)	2.49 (3)	3.2667 (18)	174 (3)
N6A—H6A···Cl3ⁱⁱⁱ	0.86	2.37	3.2104 (17)	164
N6B—H6B···Cl5ⁱⁱ	0.86	2.38	3.2160 (18)	163
N7A—H71A···O1Aⁱ	0.86	2.19	2.965 (3)	150
N7B—H71B···O1Wⁱⁱⁱ	0.86	2.38	3.226 (3)	168
N7A—H72A···Cl1ⁱⁱ	0.86	2.69	3.471 (2)	152
N7B—H72B···O1B^iv	0.86	2.22	2.987 (3)	149
C4A—H4A···O1Aⁱ	0.93	2.30	3.068 (3)	140
C4B—H4B···O1B^iv	0.93	2.28	3.051 (3)	140

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1W⋯Cl1ⁱ	0.80 (3)	2.52 (3)	3.3033 (17)	167 (2)
N2A—H2A⋯Cl4ⁱⁱ	0.86	2.41	3.2185 (18)	156
N2B—H2B⋯Cl2ⁱⁱⁱ	0.86	2.47	3.2774 (18)	157
O1W—H2W⋯Cl2ⁱⁱ	0.78 (3)	2.49 (3)	3.2667 (18)	174 (3)
N6A—H6A⋯Cl3ⁱⁱⁱ	0.86	2.37	3.2104 (17)	164
N6B—H6B⋯Cl5ⁱⁱ	0.86	2.38	3.2160 (18)	163
N7A—H71A⋯O1Aⁱ	0.86	2.19	2.965 (3)	150
N7B—H71B⋯O1Wⁱⁱⁱ	0.86	2.38	3.226 (3)	168
N7A—H72A⋯Cl1ⁱⁱ	0.86	2.69	3.471 (2)	152
N7B—H72B⋯O1B^iv	0.86	2.22	2.987 (3)	149
C4A—H4A⋯O1Aⁱ	0.93	2.30	3.068 (3)	140
C4B—H4B⋯O1B^iv	0.93	2.28	3.051 (3)	140

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

3 in total

Bis(cytosinium) aqua-penta-chlorido-indate(III).

Related literature

Experimental

Crystal data

Data collection

Refinement

1. A short history of SHELX.

2. 3,4-Dimethyl-anilinium chloride monohydrate.

3. Structure validation in chemical crystallography.