Literature DB >> 22590143

Bis(butyl-triethyl-ammonium) di-μ-bromido-bis-[dibromido-mercurate(II)].

Abstract

In the title mol-ecular salt, (C(10)H(24)N)(2)[Hg(2)Br(6)], the complete anion is generated by crystallographic inversion symmetry, forming a pair of edge-sharing HgBr(4) tetra-hedra. In the crystal, the cations and anions are linked by weak C-H⋯Br inter-actions.

Entities: CellLine Chemical Disease Gene Species

Year: 2012 PMID： 22590143 PMCID： PMC3344377 DOI： 10.1107/S1600536812017011

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

Related literature

For a related structure and background to molecular ferroelectrics, see: Jin (2012 ▶).

Experimental

Crystal data

(C10H24N)2[Hg2Br6] M = 1197.24 Triclinic, a = 7.6372 (15) Å b = 10.318 (2) Å c = 11.185 (2) Å α = 76.70 (3)° β = 72.22 (3)° γ = 85.57 (3)° V = 816.8 (3) Å3 Z = 1 Mo Kα radiation μ = 16.74 mm−1 T = 293 K 0.28 × 0.24 × 0.20 mm

Data collection

Rigaku Mercury2 diffractometer Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T min = 0.013, T max = 0.035 7659 measured reflections 3209 independent reflections 2596 reflections with I > 2σ(I) R int = 0.053

Refinement

R[F 2 > 2σ(F 2)] = 0.056 wR(F 2) = 0.151 S = 1.05 3209 reflections 141 parameters H-atom parameters constrained Δρmax = 1.27 e Å−3 Δρmin = −1.83 e Å−3 Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL. Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812017011/hb6722sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812017011/hb6722Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

(C₁₀H₂₄N)₂[Hg₂Br₆]	V = 816.8 (3) Å³
M_r = 1197.24	Z = 1
Triclinic, P1	F(000) = 552
Hall symbol: -P 1	D_x = 2.434 Mg m⁻³
a = 7.6372 (15) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.318 (2) Å	θ = 3.1–26°
c = 11.185 (2) Å	µ = 16.74 mm⁻¹
α = 76.70 (3)°	T = 293 K
β = 72.22 (3)°	Block, colorless
γ = 85.57 (3)°	0.28 × 0.24 × 0.20 mm

Rigaku Mercury2 diffractometer	3209 independent reflections
Radiation source: fine-focus sealed tube	2596 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.053
Detector resolution: 13.6612 pixels mm^-1	θ_max = 26.0°, θ_min = 3.1°
CCD_Profile_fitting scans	h = −9→9
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	k = −12→12
T_min = 0.013, T_max = 0.035	l = −13→13
7659 measured 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)] = 0.056	H-atom parameters constrained
wR(F²) = 0.151	w = 1/[σ²(F_o²) + (0.0572P)² + 12.6923P] where P = (F_o² + 2F_c²)/3
S = 1.05	(Δ/σ)_max < 0.001
3209 reflections	Δρ_max = 1.27 e Å⁻³
141 parameters	Δρ_min = −1.83 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: 0.0069 (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	U_iso*/U_eq
Hg1	0.46437 (8)	0.89173 (5)	0.16554 (5)	0.0447 (3)
Br1	0.2377 (2)	1.01250 (17)	0.02768 (16)	0.0588 (4)
Br2	0.4361 (3)	1.01131 (17)	0.34093 (17)	0.0650 (5)
Br3	0.4370 (3)	0.64383 (15)	0.20690 (19)	0.0661 (5)
N1	0.0814 (15)	0.6872 (9)	0.7024 (10)	0.034 (2)
C7	0.0311 (17)	0.7828 (12)	0.5918 (12)	0.036 (3)
H7A	−0.0722	0.8369	0.6282	0.043*
H7B	0.1340	0.8421	0.5455	0.043*
C5	0.2418 (18)	0.5990 (12)	0.6507 (14)	0.042 (3)
H5A	0.2652	0.5351	0.7228	0.051*
H5B	0.2068	0.5495	0.5978	0.051*
C8	−0.018 (2)	0.7233 (13)	0.4966 (14)	0.047 (3)
H8A	−0.1218	0.6645	0.5409	0.056*
H8B	0.0852	0.6705	0.4573	0.056*
C9	−0.066 (2)	0.8301 (14)	0.3919 (14)	0.047 (3)
H9A	−0.1715	0.8804	0.4318	0.056*
H9B	0.0364	0.8911	0.3512	0.056*
C3	0.128 (2)	0.7737 (13)	0.7835 (13)	0.045 (3)
H3A	0.2291	0.8319	0.7292	0.054*
H3B	0.0227	0.8295	0.8124	0.054*
C2	−0.080 (2)	0.5964 (13)	0.7817 (13)	0.047 (3)
H2A	−0.1085	0.5471	0.7259	0.056*
H2B	−0.0419	0.5323	0.8474	0.056*
C10	−0.109 (2)	0.7763 (16)	0.2901 (15)	0.056 (4)
H10A	−0.0130	0.7158	0.2587	0.084*
H10B	−0.1167	0.8485	0.2204	0.084*
H10C	−0.2239	0.7302	0.3261	0.084*
C1	−0.249 (2)	0.6613 (15)	0.8449 (17)	0.062 (4)
H1A	−0.2266	0.7043	0.9062	0.094*
H1B	−0.3435	0.5958	0.8882	0.094*
H1C	−0.2884	0.7264	0.7816	0.094*
C6	0.417 (2)	0.6716 (16)	0.5727 (16)	0.059 (4)
H6A	0.3979	0.7321	0.4985	0.088*
H6B	0.5118	0.6085	0.5455	0.088*
H6C	0.4543	0.7206	0.6241	0.088*
C4	0.181 (3)	0.6951 (17)	0.9002 (17)	0.073 (5)
H4A	0.0940	0.6253	0.9458	0.109*
H4B	0.1817	0.7534	0.9558	0.109*
H4C	0.3017	0.6570	0.8726	0.109*

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Hg1	0.0577 (4)	0.0362 (3)	0.0401 (3)	−0.0008 (2)	−0.0150 (2)	−0.0074 (2)
Br1	0.0477 (8)	0.0687 (10)	0.0574 (10)	0.0021 (7)	−0.0160 (7)	−0.0090 (8)
Br2	0.0730 (11)	0.0624 (10)	0.0602 (10)	−0.0025 (8)	−0.0153 (8)	−0.0200 (8)
Br3	0.0729 (11)	0.0390 (8)	0.0865 (12)	−0.0005 (7)	−0.0275 (9)	−0.0085 (8)
N1	0.050 (6)	0.019 (4)	0.034 (5)	−0.002 (4)	−0.012 (5)	−0.004 (4)
C7	0.040 (7)	0.034 (6)	0.035 (7)	−0.005 (5)	−0.011 (6)	−0.008 (5)
C5	0.040 (7)	0.031 (6)	0.054 (8)	0.009 (5)	−0.020 (6)	−0.002 (6)
C8	0.056 (8)	0.030 (6)	0.054 (9)	−0.004 (6)	−0.021 (7)	−0.003 (6)
C9	0.044 (7)	0.044 (7)	0.046 (8)	0.004 (6)	−0.017 (6)	0.005 (6)
C3	0.059 (8)	0.036 (7)	0.042 (8)	−0.015 (6)	−0.016 (7)	−0.009 (6)
C2	0.059 (9)	0.036 (7)	0.040 (8)	−0.014 (6)	−0.013 (7)	0.008 (6)
C10	0.060 (9)	0.057 (9)	0.059 (10)	−0.003 (7)	−0.035 (8)	−0.004 (7)
C1	0.056 (9)	0.047 (8)	0.068 (11)	−0.014 (7)	0.009 (8)	−0.013 (8)
C6	0.054 (9)	0.054 (9)	0.063 (10)	0.014 (7)	−0.016 (8)	−0.010 (8)
C4	0.110 (15)	0.059 (10)	0.058 (10)	−0.015 (10)	−0.048 (11)	0.005 (8)

Hg1—Br2	2.4963 (18)	C9—H9B	0.9700
Hg1—Br3	2.5059 (17)	C3—C4	1.52 (2)
Hg1—Br1ⁱ	2.681 (2)	C3—H3A	0.9700
Hg1—Br1	2.7092 (19)	C3—H3B	0.9700
Br1—Hg1ⁱ	2.681 (2)	C2—C1	1.46 (2)
N1—C5	1.517 (16)	C2—H2A	0.9700
N1—C7	1.524 (15)	C2—H2B	0.9700
N1—C2	1.522 (16)	C10—H10A	0.9600
N1—C3	1.538 (15)	C10—H10B	0.9600
C7—C8	1.492 (18)	C10—H10C	0.9600
C7—H7A	0.9700	C1—H1A	0.9600
C7—H7B	0.9700	C1—H1B	0.9600
C5—C6	1.50 (2)	C1—H1C	0.9600
C5—H5A	0.9700	C6—H6A	0.9600
C5—H5B	0.9700	C6—H6B	0.9600
C8—C9	1.526 (18)	C6—H6C	0.9600
C8—H8A	0.9700	C4—H4A	0.9600
C8—H8B	0.9700	C4—H4B	0.9600
C9—C10	1.50 (2)	C4—H4C	0.9600
C9—H9A	0.9700

Br2—Hg1—Br3	122.48 (7)	C4—C3—N1	114.4 (11)
Br2—Hg1—Br1ⁱ	107.16 (6)	C4—C3—H3A	108.7
Br3—Hg1—Br1ⁱ	113.07 (7)	N1—C3—H3A	108.7
Br2—Hg1—Br1	108.17 (6)	C4—C3—H3B	108.7
Br3—Hg1—Br1	110.02 (6)	N1—C3—H3B	108.7
Br1ⁱ—Hg1—Br1	91.47 (5)	H3A—C3—H3B	107.6
Hg1ⁱ—Br1—Hg1	88.53 (5)	C1—C2—N1	116.4 (11)
C5—N1—C7	110.3 (9)	C1—C2—H2A	108.2
C5—N1—C2	107.3 (9)	N1—C2—H2A	108.2
C7—N1—C2	109.7 (10)	C1—C2—H2B	108.2
C5—N1—C3	111.9 (10)	N1—C2—H2B	108.2
C7—N1—C3	106.6 (8)	H2A—C2—H2B	107.3
C2—N1—C3	111.1 (10)	C9—C10—H10A	109.5
C8—C7—N1	117.3 (10)	C9—C10—H10B	109.5
C8—C7—H7A	108.0	H10A—C10—H10B	109.5
N1—C7—H7A	108.0	C9—C10—H10C	109.5
C8—C7—H7B	108.0	H10A—C10—H10C	109.5
N1—C7—H7B	108.0	H10B—C10—H10C	109.5
H7A—C7—H7B	107.2	C2—C1—H1A	109.5
C6—C5—N1	114.9 (11)	C2—C1—H1B	109.5
C6—C5—H5A	108.5	H1A—C1—H1B	109.5
N1—C5—H5A	108.5	C2—C1—H1C	109.5
C6—C5—H5B	108.5	H1A—C1—H1C	109.5
N1—C5—H5B	108.5	H1B—C1—H1C	109.5
H5A—C5—H5B	107.5	C5—C6—H6A	109.5
C7—C8—C9	111.7 (11)	C5—C6—H6B	109.5
C7—C8—H8A	109.3	H6A—C6—H6B	109.5
C9—C8—H8A	109.3	C5—C6—H6C	109.5
C7—C8—H8B	109.3	H6A—C6—H6C	109.5
C9—C8—H8B	109.3	H6B—C6—H6C	109.5
H8A—C8—H8B	107.9	C3—C4—H4A	109.5
C10—C9—C8	114.1 (12)	C3—C4—H4B	109.5
C10—C9—H9A	108.7	H4A—C4—H4B	109.5
C8—C9—H9A	108.7	C3—C4—H4C	109.5
C10—C9—H9B	108.7	H4A—C4—H4C	109.5
C8—C9—H9B	108.7	H4B—C4—H4C	109.5
H9A—C9—H9B	107.6

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3B···Br1ⁱⁱ	0.97	2.91	3.837 (15)	160
C6—H6A···Br2	0.96	3.00	3.833 (16)	147
C7—H7B···Br2	0.97	3.03	3.973 (13)	165

Hg1—Br2	2.4963 (18)
Hg1—Br3	2.5059 (17)
Hg1—Br1ⁱ	2.681 (2)
Hg1—Br1	2.7092 (19)

Hg1ⁱ—Br1—Hg1

88.53 (5)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3B⋯Br1ⁱⁱ	0.97	2.91	3.837 (15)	160
C6—H6A⋯Br2	0.96	3.00	3.833 (16)	147
C7—H7B⋯Br2	0.97	3.03	3.973 (13)	165

Symmetry code: (ii) .

2 in total

1. A short history of SHELX.

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

2. Bis(benzyl-trimethyl-ammonium) di-μ-bromido-bis-[dibromido-mercurate(II)].

Authors: Lei Jin
Journal: Acta Crystallogr Sect E Struct Rep Online Date: 2012-01-07

2 in total