Literature DB >> 22064900

catena-Poly[[dichloridomercury(II)]-μ-1,4-bis-[(pyridin-2-yl)meth-oxy]benzene-κN:N'].

Ying Liu, Hong-Sen Zhang, Ming-Xing Hu, Guang-Feng Hou, Jin-Sheng Gao.

Abstract

In the title compound, [HgCl(2)(C(18)H(16)N(2)O(2))](n), the Hg(II) atom is four-coordinated in a distorted tetra-hedral environment defined by two Cl atoms and two N atoms from two 1,4-bis-(pyridin-2-ylmeth-oxy)benzene ligands. The ligand shows a non-coplanar conformation, in which the dihedral angles between the two terminal pyridine rings and the linking benzene ring are 7.275 (17) and 74.020 (14)°. The flexible ligands link the Hg(II) atoms into a chain running along [010], with an Hg⋯Hg separation of 10.335 (5) Å, which is equal to the b axis. The chains are connected by C-H⋯O and C-H⋯Cl hydrogen bonds.

Entities: CellLine Chemical Disease Species

Year: 2011 PMID： 22064900 PMCID： PMC3201560 DOI： 10.1107/S1600536811038323

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

Related literature

For the synthesis of the ligand and general background to flexible pyridyl-based ligands, see: Liu et al. (2010a ▶,b ▶); Wang et al. (2007 ▶).

Experimental

Crystal data

[HgCl2(C18H16N2O2)] M = 563.82 Triclinic, a = 9.201 (5) Å b = 10.335 (5) Å c = 11.040 (6) Å α = 86.11 (2)° β = 66.51 (2)° γ = 73.860 (18)° V = 923.8 (9) Å3 Z = 2 Mo Kα radiation μ = 8.63 mm−1 T = 293 K 0.19 × 0.17 × 0.17 mm

Data collection

Rigaku R-AXIS RAPID diffractometer Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.288, T max = 0.325 9080 measured reflections 4179 independent reflections 3688 reflections with I > 2σ(I) R int = 0.051

Refinement

R[F 2 > 2σ(F 2)] = 0.036 wR(F 2) = 0.122 S = 1.16 4179 reflections 226 parameters H-atom parameters constrained Δρmax = 1.56 e Å−3 Δρmin = −1.74 e Å−3 Data collection: RAPID-AUTO (Rigaku, 1998 ▶); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶). Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811038323/hy2469sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811038323/hy2469Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[HgCl₂(C₁₈H₁₆N₂O₂)]	Z = 2
M_r = 563.82	F(000) = 536
Triclinic, P1	D_x = 2.027 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.201 (5) Å	Cell parameters from 8238 reflections
b = 10.335 (5) Å	θ = 3.6–27.5°
c = 11.040 (6) Å	µ = 8.63 mm⁻¹
α = 86.11 (2)°	T = 293 K
β = 66.51 (2)°	Block, colorless
γ = 73.860 (18)°	0.19 × 0.17 × 0.17 mm
V = 923.8 (9) Å³

Rigaku R-AXIS RAPID diffractometer	4179 independent reflections
Radiation source: fine-focus sealed tube	3688 reflections with I > 2σ(I)
graphite	R_int = 0.051
ω scan	θ_max = 27.5°, θ_min = 3.6°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −10→11
T_min = 0.288, T_max = 0.325	k = −13→13
9080 measured reflections	l = −14→14

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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.122	H-atom parameters constrained
S = 1.16	w = 1/[σ²(F_o²) + (0.0627P)²] where P = (F_o² + 2F_c²)/3
4179 reflections	(Δ/σ)_max = 0.001
226 parameters	Δρ_max = 1.56 e Å⁻³
0 restraints	Δρ_min = −1.74 e Å⁻³

	x	y	z	U_iso*/U_eq
C1	0.3961 (8)	1.3384 (6)	0.0220 (7)	0.0444 (16)
H1	0.3896	1.4124	0.0692	0.053*
C2	0.5080 (10)	1.3141 (7)	−0.1062 (7)	0.0503 (18)
H2	0.5756	1.3705	−0.1448	0.060*
C3	0.5187 (9)	1.2054 (7)	−0.1767 (7)	0.0505 (18)
H3	0.5939	1.1867	−0.2640	0.061*
C4	0.4164 (9)	1.1238 (7)	−0.1164 (7)	0.0438 (15)
H4	0.4213	1.0497	−0.1626	0.053*
C5	0.3057 (8)	1.1542 (6)	0.0148 (6)	0.0343 (12)
C6	0.1907 (9)	1.0703 (6)	0.0877 (7)	0.0414 (15)
H6A	0.2040	1.0418	0.1691	0.050*
H6B	0.0774	1.1229	0.1100	0.050*
C7	0.1385 (9)	0.8632 (6)	0.0600 (6)	0.0370 (14)
C8	0.0193 (9)	0.8735 (6)	0.1867 (7)	0.0468 (18)
H8	−0.0110	0.9494	0.2412	0.056*
C9	−0.0548 (9)	0.7707 (6)	0.2322 (7)	0.0444 (16)
H9	−0.1340	0.7771	0.3181	0.053*
C10	−0.0126 (8)	0.6587 (5)	0.1515 (6)	0.0321 (12)
C11	0.1058 (9)	0.6489 (6)	0.0227 (6)	0.0407 (15)
H11	0.1345	0.5739	−0.0326	0.049*
C12	0.1794 (9)	0.7515 (7)	−0.0215 (7)	0.0446 (16)
H12	0.2580	0.7457	−0.1076	0.053*
C13	−0.1985 (8)	0.5549 (6)	0.3153 (6)	0.0374 (13)
H13A	−0.2948	0.6272	0.3208	0.045*
H13B	−0.1615	0.5746	0.3811	0.045*
C14	−0.2419 (7)	0.4243 (6)	0.3415 (6)	0.0324 (12)
C15	−0.3957 (8)	0.4143 (7)	0.3561 (7)	0.0401 (14)
H15	−0.4710	0.4882	0.3417	0.048*
C16	−0.4359 (8)	0.2947 (7)	0.3918 (7)	0.0415 (15)
H16	−0.5389	0.2874	0.4030	0.050*
C17	−0.3210 (8)	0.1850 (6)	0.4111 (7)	0.0413 (15)
H17	−0.3447	0.1027	0.4339	0.050*
C18	−0.1700 (8)	0.2013 (6)	0.3954 (7)	0.0396 (14)
H18	−0.0937	0.1290	0.4106	0.048*
Cl1	0.2047 (2)	1.51507 (16)	0.35012 (17)	0.0436 (4)
Cl2	0.2358 (3)	1.10739 (19)	0.4104 (2)	0.0581 (5)
Hg1	0.13517 (3)	1.31748 (2)	0.31567 (2)	0.04162 (12)
N1	0.2955 (6)	1.2612 (5)	0.0831 (5)	0.0361 (11)
N2	−0.1291 (6)	0.3179 (5)	0.3590 (5)	0.0328 (11)
O1	0.2274 (7)	0.9563 (5)	0.0059 (5)	0.0490 (13)
O2	−0.0724 (6)	0.5467 (4)	0.1880 (5)	0.0450 (12)

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.046 (4)	0.033 (3)	0.047 (4)	−0.016 (3)	−0.007 (3)	−0.005 (3)
C2	0.056 (4)	0.044 (3)	0.045 (4)	−0.027 (3)	−0.006 (3)	0.006 (3)
C3	0.048 (4)	0.051 (4)	0.042 (4)	−0.016 (3)	−0.007 (3)	0.006 (3)
C4	0.055 (4)	0.041 (3)	0.044 (4)	−0.023 (3)	−0.022 (3)	0.005 (3)
C5	0.039 (3)	0.028 (3)	0.043 (3)	−0.014 (2)	−0.022 (3)	0.008 (2)
C6	0.055 (4)	0.035 (3)	0.044 (3)	−0.025 (3)	−0.021 (3)	0.005 (3)
C7	0.052 (4)	0.029 (3)	0.035 (3)	−0.018 (3)	−0.019 (3)	0.004 (2)
C8	0.052 (4)	0.029 (3)	0.040 (3)	−0.011 (3)	0.004 (3)	−0.015 (3)
C9	0.049 (4)	0.036 (3)	0.041 (3)	−0.019 (3)	−0.006 (3)	−0.003 (3)
C10	0.041 (3)	0.026 (2)	0.031 (3)	−0.009 (2)	−0.016 (2)	−0.005 (2)
C11	0.059 (4)	0.034 (3)	0.029 (3)	−0.018 (3)	−0.012 (3)	−0.009 (2)
C12	0.061 (4)	0.049 (4)	0.031 (3)	−0.028 (3)	−0.017 (3)	0.005 (3)
C13	0.043 (3)	0.030 (3)	0.039 (3)	−0.013 (3)	−0.014 (3)	0.006 (2)
C14	0.037 (3)	0.030 (3)	0.025 (3)	−0.006 (2)	−0.008 (2)	−0.002 (2)
C15	0.034 (3)	0.046 (3)	0.047 (4)	−0.018 (3)	−0.020 (3)	0.011 (3)
C16	0.036 (3)	0.044 (3)	0.044 (3)	−0.017 (3)	−0.010 (3)	−0.004 (3)
C17	0.041 (3)	0.040 (3)	0.044 (3)	−0.022 (3)	−0.011 (3)	0.005 (3)
C18	0.040 (3)	0.029 (3)	0.043 (3)	−0.008 (3)	−0.011 (3)	0.003 (3)
Cl1	0.0489 (8)	0.0469 (8)	0.0472 (9)	−0.0256 (7)	−0.0236 (7)	0.0053 (7)
Cl2	0.0738 (12)	0.0447 (9)	0.0561 (11)	−0.0065 (9)	−0.0337 (10)	0.0111 (8)
Hg1	0.04200 (17)	0.04003 (17)	0.05152 (19)	−0.01992 (12)	−0.02262 (13)	0.00908 (12)
N1	0.039 (3)	0.028 (2)	0.038 (3)	−0.011 (2)	−0.011 (2)	0.002 (2)
N2	0.035 (2)	0.030 (2)	0.035 (3)	−0.012 (2)	−0.014 (2)	0.001 (2)
O1	0.070 (3)	0.042 (2)	0.038 (2)	−0.034 (2)	−0.012 (2)	0.001 (2)
O2	0.063 (3)	0.040 (2)	0.038 (2)	−0.031 (2)	−0.015 (2)	0.0025 (19)

C1—N1	1.338 (8)	C10—C11	1.393 (8)
C1—C2	1.367 (9)	C11—C12	1.374 (9)
C1—H1	0.9300	C11—H11	0.9300
C2—C3	1.369 (10)	C12—H12	0.9300
C2—H2	0.9300	C13—O2	1.410 (8)
C3—C4	1.380 (9)	C13—C14	1.491 (8)
C3—H3	0.9300	C13—H13A	0.9700
C4—C5	1.393 (9)	C13—H13B	0.9700
C4—H4	0.9300	C14—N2	1.349 (8)
C5—N1	1.341 (8)	C14—C15	1.391 (9)
C5—C6	1.502 (8)	C15—C16	1.375 (9)
C6—O1	1.413 (7)	C15—H15	0.9300
C6—H6A	0.9700	C16—C17	1.389 (10)
C6—H6B	0.9700	C16—H16	0.9300
C7—C8	1.380 (9)	C17—C18	1.387 (9)
C7—C12	1.383 (9)	C17—H17	0.9300
C7—O1	1.386 (7)	C18—N2	1.349 (8)
C8—C9	1.379 (9)	C18—H18	0.9300
C8—H8	0.9300	Hg1—Cl1	2.3981 (18)
C9—C10	1.378 (8)	Hg1—Cl2	2.452 (2)
C9—H9	0.9300	Hg1—N2ⁱ	2.282 (5)
C10—O2	1.385 (7)	Hg1—N1	2.411 (5)

N1—C1—C2	123.4 (6)	C11—C12—H12	119.5
N1—C1—H1	118.3	C7—C12—H12	119.5
C2—C1—H1	118.3	O2—C13—C14	109.4 (5)
C1—C2—C3	118.8 (6)	O2—C13—H13A	109.8
C1—C2—H2	120.6	C14—C13—H13A	109.8
C3—C2—H2	120.6	O2—C13—H13B	109.8
C2—C3—C4	119.1 (6)	C14—C13—H13B	109.8
C2—C3—H3	120.4	H13A—C13—H13B	108.3
C4—C3—H3	120.4	N2—C14—C15	121.4 (6)
C3—C4—C5	119.0 (6)	N2—C14—C13	116.8 (6)
C3—C4—H4	120.5	C15—C14—C13	121.6 (6)
C5—C4—H4	120.5	C16—C15—C14	119.7 (6)
N1—C5—C4	121.6 (6)	C16—C15—H15	120.1
N1—C5—C6	116.1 (5)	C14—C15—H15	120.1
C4—C5—C6	122.3 (6)	C15—C16—C17	119.3 (6)
O1—C6—C5	108.7 (5)	C15—C16—H16	120.3
O1—C6—H6A	109.9	C17—C16—H16	120.3
C5—C6—H6A	109.9	C18—C17—C16	118.2 (6)
O1—C6—H6B	109.9	C18—C17—H17	120.9
C5—C6—H6B	109.9	C16—C17—H17	120.9
H6A—C6—H6B	108.3	N2—C18—C17	122.7 (6)
C8—C7—C12	119.7 (6)	N2—C18—H18	118.6
C8—C7—O1	124.9 (5)	C17—C18—H18	118.6
C12—C7—O1	115.4 (6)	N2ⁱ—Hg1—Cl1	122.30 (12)
C9—C8—C7	119.8 (5)	N2ⁱ—Hg1—N1	107.69 (19)
C9—C8—H8	120.1	Cl1—Hg1—N1	102.88 (13)
C7—C8—H8	120.1	N2ⁱ—Hg1—Cl2	102.39 (14)
C10—C9—C8	120.6 (6)	Cl1—Hg1—Cl2	118.53 (8)
C10—C9—H9	119.7	N1—Hg1—Cl2	100.63 (13)
C8—C9—H9	119.7	C1—N1—C5	118.0 (5)
C9—C10—O2	125.7 (5)	C1—N1—Hg1	114.8 (4)
C9—C10—C11	119.9 (5)	C5—N1—Hg1	126.7 (4)
O2—C10—C11	114.3 (5)	C14—N2—C18	118.6 (5)
C12—C11—C10	119.1 (5)	C14—N2—Hg1ⁱⁱ	123.9 (4)
C12—C11—H11	120.4	C18—N2—Hg1ⁱⁱ	117.3 (4)
C10—C11—H11	120.4	C7—O1—C6	116.8 (5)
C11—C12—C7	121.0 (6)	C10—O2—C13	116.3 (4)

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···Cl1ⁱⁱⁱ	0.93	2.82	3.692 (8)	157
C11—H11···O2^iv	0.93	2.51	3.338 (9)	149

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C2—H2⋯Cl1ⁱ	0.93	2.82	3.692 (8)	157
C11—H11⋯O2ⁱⁱ	0.93	2.51	3.338 (9)	149

Symmetry codes: (i) ; (ii) .

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