Poly[(μ-3,5-dinitro-2-oxidobenzoato)(μ-3-hydroxy­pyridine)copper(II)]

Yan, J.-B.; Song, W.-D.; Wang, H.; Ji, L.-L.

doi:10.1107/S1600536808009392

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 5| May 2008| Pages m651-m652

doi:10.1107/S1600536808009392

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Poly[(μ-3,5-dinitro-2-oxidobenzoato)(μ-3-hydroxypyridine)copper(II)]

Jian-Bin Yan,^a Wen-Dong Song,^a ^* Hao Wang ^a and Li-Li Ji ^a

^aCollege of Science, Guang Dong Ocean University, Zhanjiang 524088, People's Republic of China
^*Correspondence e-mail: songwd60@126.com

(Received 25 January 2008; accepted 6 April 2008; online 10 April 2008)

A new coordination polymer, [Cu(C₇H₂N₂O₇)(C₅H₅NO)]_n, exhibits a double-chain structure, in which 3,5-dinitro-2-oxidobenzoate and 3-hydroxypyridine both act as bridging ligands, connecting adjacent copper(II) centers to form an infinite double-stranded chain. The asymmetric unit contains one Cu^II ion, one 3,5-dinitro-2-oxidobenzoate ligand and a 3-hydroxypyridine ligand. Coordination by one N atom and three O atoms from two different 3,5-dinitro-2-oxidobenzoate ligands and a 3-hydroxypyridine ligand creates a square-planar Cu^II center, which is augmented by a less tightly bonded fifth phenol O atom to form a square-pyramidal five-coordinate complex with an essentially planar base. The double-stranded chains are stabilized by intrachain π–π interactions [the centroid-to-centroid distance between adjacent aromatic rings is 3.719 (7) Å], and further linked through O—H⋯O hydrogen bonds, forming a three-dimensional supramolecular network.

Related literature

For related literature, see: Bradshaw et al. (2005 ); Eddaoudi et al. (2001 ); Fujita et al. (1994 ); Gable et al. (1990 ); Gao et al. (2005 ); He et al. (2006 ); Li et al. (1999 ); Losier & Zaworotko (1996 ); Moulton & Zaworotko (2001 ); Song & Xi (2006 ) Song et al., 2006; Song, Guo & Guo, 2007 ; Song, Guo & He, 2007 ; Song, Guo & Zhang, 2007 ; Song, Yan et al., 2007 ); Stang & Olenyuk (1997 ); Withersby et al. (1999 ); Yaghi & Li (1995 ).

Experimental

Crystal data

[Cu(C₇H₂N₂O₇)(C₅H₅NO)]
M_r = 384.75
Monoclinic, P 2₁ /n
a = 8.1055 (3) Å
b = 6.2208 (2) Å
c = 26.9837 (9) Å
β = 94.030 (3)°
V = 1357.23 (8) Å³
Z = 4
Mo Kα radiation
μ = 1.66 mm⁻¹
T = 296 (2) K
0.25 × 0.16 × 0.09 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.681, T_max = 0.865
12917 measured reflections
3094 independent reflections
2275 reflections with I > 2σ(I)
R_int = 0.061

Refinement

R[F² > 2σ(F²)] = 0.040
wR(F²) = 0.092
S = 1.03
3094 reflections
218 parameters
H-atom parameters constrained
Δρ_max = 0.38 e Å⁻³
Δρ_min = −0.45 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O8—H8A⋯O4ⁱ	0.82	1.94	2.738 (3)	165
Symmetry code: (i) x-1, y-2, z.

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2001 ); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808009392/zl2099sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808009392/zl2099Isup2.hkl

checkCIF report

Comment top

Inorganic-organic coordination polymers have been a focus of contemporary research interest not only because of the intriguing variety of architectures and topologies but also because of their potential application in gas storage, catalysis, as molecular magnets, in molecular recognition and photoluminescene (Stang & Olenyuk,1997; Moulton & Zaworotko, 2001; Eddaoudi et al., 2001; Bradshaw et al., 2005). Over the past few decades considerable efforts have documented many networks with various structural motifs including honeycomb, brick-wall, rectangular grid, bilayer, ladder, herringbone, diamondoid and octahedral geometries (Gable et al., 1990; Fujita et al., 1994; Yaghi & Li, 1995; Losier & Zaworotko, 1996; Withersby et al., 1999; Li et al., 1999). Building blocks based on aromatic acids, such as benzoic acid and/or its substituted derivatives, have been used in the construction of coordination polymers. However, there are few examples of metal derivatives of 3,5-dinitrosalicylic acid, and examples of crystal structure reports are limited to silver and tin complexes only. 3,5-Dinitrosalicylic acid is, owing to its versatile coordination modes, an important multidentate ligand for metal complexes (He et al., 2006). Recently, some new structures with the 3,5-dinitrosalicylicate have been synthesized by our group (Song & Xi (2006), 2006; Song, Guo & Guo, 2007; Song, Guo & He, 2007; Song,Guo & Zhang, 2007; Song, Yan et al., 2007).

With the intention of studying the influences of aromatic bridging ligands on the frameworks of possible structures, we chose another non-chelating ligand, 3-hydroxyprridine, as a second ligand (Gao et al., 2005), and a new coordination polymer, [Cu(C₇H₃N₂O₇)(C₅H₅NO)]_n, (I), was successfully synthesized.

The coordination environment of the copper center in complex (I) is depicted in Fig. 1. The asymmetric unit contains one Cu^II ion, one 3,5-dinitro-2-oxidobenzoate ligand and a 3-hydroxypyridine ligand. Coordination by one N atom and three O atoms from two different 3,5-dinitro-2-oxidobenzoate ligands and 3-hydroxypyridine ligand create a square planar Cu^II center, which is augmented by a less tightly bonded fifth phenol oxygen atom to form a square pyramidal five-coordinated complex with a basically flat base. The compound exhibits a double chain structure, in which the 3,5-dinitro-2-oxidobenzoate and 3-hydroxypyridine both act as bridging ligands interconnecting adjacent copper(II) centers to form an infinite double stranded chain along the b axis of the unit cell (Fig 2.). These double stranded chains are stabilized by intra-chain π-π interactions, and further linked through O—H···O hydrogen bonding interaction involving the hydroxyl group of the 3-hydroxypyridine ligand as the H-donor and a nitryl group of the 3,5-dinitro-2-oxidobenzoate ligand as the acceptor, thus forming a three-dimensional supramolecular network (Fig. 3). The centroid-to-centroid distance of adjacent aromatic rings is 3.719 (7) Å.

Related literature top

For related literature, see: Bradshaw et al. (2005); Eddaoudi et al. (2001); Fujita et al. (1994); Gable et al. (1990); Gao et al. (2005); He et al. (2006); Li et al. (1999); Losier & Zaworotko (1996); Moulton & Zaworotko (2001); Song & Xi (2006) Song et al., 2006; Song, Guo & Guo, 2007; Song, Guo & He, 2007; Song, Guo & Zhang, 2007; Song, Yan et al., 2007); Stang & Olenyuk (1997); Withersby et al. (1999); Yaghi & Li (1995).

For related literature, see: .

Experimental top

A mixture of CuCl₂ (0.134 g; 1 mmol), 3,5-dinitrosalicylic acid (0.228 g; 1 mmol), 3-hydroxypyridine (0.095 g; 1 mmol) and H₂O (10 ml) was stirred vigorously for 20 min and then sealed in a Teflon-lined stainless-steel autoclave (20 ml, capacity). The autoclave was heated to and maintained at 433 K for 5 days, and then cooled to room temperature at 5 K h^-1. The blue plate single crystals were obtained in ca 78% yield based on CuCl₂.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2001); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The structure of (I), showing the atom-numbering scheme and displacement ellipsoids drawn at the 30% probability level. Unlabeled atoms are related to the labelled atoms by the symmetry operator (x, 0.5 - y, -1/2 + z).
	Fig. 2. One double stranded chain of (I).
	Fig. 3. A packing view of (I) along the b axis. Hydrogen bonds are depicted as broken lines.

Poly[(µ-3,5-dinitro-2-oxidobenzoato)(µ-3-hydroxypyridine)copper(II)] top

Crystal data top

[Cu(C₇H₂N₂O₇)(C₅H₅NO)]	F(000) = 772
M_r = 384.75	D_x = 1.883 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 2895 reflections
a = 8.1055 (3) Å	θ = 2.4–27.9°
b = 6.2208 (2) Å	µ = 1.66 mm⁻¹
c = 26.9837 (9) Å	T = 296 K
β = 94.030 (3)°	Plate, blue
V = 1357.23 (8) Å³	0.25 × 0.16 × 0.09 mm
Z = 4

Data collection top

Bruker APEXII area-detector diffractometer	3094 independent reflections
Radiation source: fine-focus sealed tube	2275 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.061
ϕ and ω scans	θ_max = 27.5°, θ_min = 2.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→10
T_min = 0.681, T_max = 0.865	k = −8→8
12917 measured reflections	l = −31→34

Refinement top

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.092	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0416P)²] where P = (F_o² + 2F_c²)/3
3094 reflections	(Δ/σ)_max < 0.001
218 parameters	Δρ_max = 0.38 e Å⁻³
0 restraints	Δρ_min = −0.45 e Å⁻³

Crystal data top

[Cu(C₇H₂N₂O₇)(C₅H₅NO)]	V = 1357.23 (8) Å³
M_r = 384.75	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 8.1055 (3) Å	µ = 1.66 mm⁻¹
b = 6.2208 (2) Å	T = 296 K
c = 26.9837 (9) Å	0.25 × 0.16 × 0.09 mm
β = 94.030 (3)°

Data collection top

Bruker APEXII area-detector diffractometer	3094 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2275 reflections with I > 2σ(I)
T_min = 0.681, T_max = 0.865	R_int = 0.061
12917 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.040	0 restraints
wR(F²) = 0.092	H-atom parameters constrained
S = 1.03	Δρ_max = 0.38 e Å⁻³
3094 reflections	Δρ_min = −0.45 e Å⁻³
218 parameters

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Cu1	0.12663 (5)	0.27589 (5)	0.187438 (14)	0.02720 (13)
O1	0.2121 (3)	0.3893 (3)	0.12851 (7)	0.0336 (5)
C3	0.4627 (4)	0.8652 (4)	0.15767 (12)	0.0300 (7)
H3	0.5168	0.9353	0.1846	0.036*
C7	0.2967 (4)	0.5637 (4)	0.12445 (11)	0.0266 (6)
C2	0.3785 (4)	0.6762 (4)	0.16517 (11)	0.0257 (6)
C6	0.3114 (4)	0.6587 (4)	0.07688 (11)	0.0303 (7)
C5	0.3921 (4)	0.8497 (5)	0.06963 (12)	0.0339 (7)
H5	0.3957	0.9089	0.0381	0.041*
C4	0.4673 (4)	0.9503 (4)	0.11085 (12)	0.0319 (7)
N2	0.2313 (3)	0.5572 (4)	0.03232 (10)	0.0383 (7)
N3	0.5560 (3)	1.1514 (4)	0.10454 (13)	0.0432 (7)
O5	0.5735 (3)	1.2190 (4)	0.06299 (10)	0.0593 (8)
O4	0.6093 (3)	1.2453 (3)	0.14266 (11)	0.0569 (7)
O6	0.1611 (3)	0.6731 (4)	0.00078 (10)	0.0580 (7)
O7	0.2381 (4)	0.3631 (4)	0.02875 (9)	0.0591 (7)
N1	0.0150 (3)	0.0378 (3)	0.14852 (9)	0.0280 (6)
C10	−0.1449 (4)	−0.2943 (4)	0.09616 (13)	0.0354 (8)
H10	−0.1983	−0.4056	0.0785	0.043*
C8	−0.0260 (4)	−0.1437 (4)	0.17174 (12)	0.0308 (7)
H8	−0.0007	−0.1566	0.2058	0.037*
C9	−0.1048 (4)	−0.3115 (4)	0.14630 (12)	0.0294 (7)
C12	−0.0227 (4)	0.0547 (4)	0.09966 (12)	0.0335 (7)
H12	0.0064	0.1790	0.0832	0.040*
C11	−0.1036 (4)	−0.1078 (5)	0.07304 (13)	0.0377 (8)
H11	−0.1303	−0.0907	0.0392	0.045*
O8	−0.1323 (3)	−0.4927 (3)	0.17369 (9)	0.0429 (6)
H8A	−0.2046	−0.5657	0.1591	0.064*
C1	0.3686 (4)	0.6059 (4)	0.21742 (11)	0.0272 (7)
O2	0.2620 (3)	0.4681 (3)	0.22901 (8)	0.0378 (5)
O3	0.4641 (2)	0.6940 (3)	0.25017 (8)	0.0290 (5)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cu1	0.0369 (2)	0.02288 (17)	0.0209 (2)	−0.00557 (14)	−0.00425 (16)	0.00164 (14)
O1	0.0472 (14)	0.0299 (10)	0.0231 (12)	−0.0138 (9)	−0.0003 (10)	−0.0021 (8)
C3	0.0300 (17)	0.0254 (13)	0.034 (2)	−0.0014 (11)	−0.0011 (14)	−0.0047 (12)
C7	0.0291 (17)	0.0262 (13)	0.0241 (17)	−0.0016 (11)	−0.0008 (13)	−0.0019 (11)
C2	0.0298 (17)	0.0255 (13)	0.0215 (17)	−0.0004 (11)	−0.0002 (13)	−0.0009 (11)
C6	0.0342 (18)	0.0365 (15)	0.0195 (18)	−0.0052 (12)	−0.0021 (14)	−0.0005 (12)
C5	0.0335 (19)	0.0391 (15)	0.0294 (19)	−0.0064 (13)	0.0038 (15)	0.0076 (14)
C4	0.0291 (17)	0.0282 (13)	0.038 (2)	−0.0066 (12)	0.0038 (15)	0.0039 (13)
N2	0.0425 (17)	0.0507 (16)	0.0216 (16)	−0.0148 (13)	0.0006 (13)	−0.0006 (12)
N3	0.0349 (17)	0.0343 (13)	0.060 (2)	−0.0077 (12)	0.0038 (16)	0.0058 (14)
O5	0.0653 (19)	0.0535 (14)	0.060 (2)	−0.0221 (12)	0.0112 (15)	0.0213 (13)
O4	0.0575 (17)	0.0447 (13)	0.068 (2)	−0.0267 (11)	0.0005 (15)	−0.0063 (12)
O6	0.0634 (19)	0.0757 (17)	0.0321 (16)	−0.0060 (14)	−0.0154 (13)	0.0153 (13)
O7	0.090 (2)	0.0474 (14)	0.0379 (17)	−0.0132 (13)	−0.0070 (15)	−0.0116 (12)
N1	0.0331 (15)	0.0236 (11)	0.0265 (15)	−0.0028 (9)	−0.0037 (11)	0.0018 (10)
C10	0.0395 (19)	0.0282 (14)	0.037 (2)	−0.0087 (12)	−0.0082 (16)	−0.0089 (13)
C8	0.0362 (18)	0.0258 (13)	0.0291 (19)	−0.0049 (12)	−0.0072 (15)	0.0043 (12)
C9	0.0279 (17)	0.0246 (13)	0.035 (2)	−0.0017 (11)	−0.0038 (14)	0.0030 (12)
C12	0.0430 (19)	0.0294 (14)	0.0269 (19)	−0.0071 (13)	−0.0052 (15)	−0.0006 (12)
C11	0.045 (2)	0.0382 (16)	0.0282 (19)	−0.0047 (14)	−0.0052 (16)	−0.0036 (14)
O8	0.0481 (16)	0.0281 (10)	0.0501 (16)	−0.0143 (9)	−0.0124 (12)	0.0091 (10)
C1	0.0321 (17)	0.0246 (13)	0.0242 (18)	0.0024 (11)	−0.0024 (14)	−0.0046 (11)
O2	0.0511 (15)	0.0399 (11)	0.0214 (12)	−0.0187 (10)	−0.0040 (10)	0.0005 (9)
O3	0.0315 (12)	0.0313 (10)	0.0231 (12)	−0.0031 (8)	−0.0055 (9)	−0.0073 (8)

Geometric parameters (Å, º) top

Cu1—O1	1.9132 (19)	N3—O5	1.215 (4)
Cu1—O2	1.929 (2)	N3—O4	1.234 (4)
Cu1—O3ⁱ	1.952 (2)	N1—C12	1.336 (4)
Cu1—N1	1.996 (2)	N1—C8	1.344 (3)
O1—C7	1.292 (3)	C10—C11	1.370 (4)
C3—C4	1.373 (4)	C10—C9	1.373 (5)
C3—C2	1.382 (4)	C10—H10	0.9300
C3—H3	0.9300	C8—C9	1.381 (4)
C7—C6	1.426 (4)	C8—H8	0.9300
C7—C2	1.426 (4)	C9—O8	1.375 (3)
C2—C1	1.484 (4)	C12—C11	1.379 (4)
C6—C5	1.377 (4)	C12—H12	0.9300
C6—N2	1.468 (4)	C11—H11	0.9300
C5—C4	1.380 (4)	O8—H8A	0.8200
C5—H5	0.9300	C1—O3	1.259 (3)
C4—N3	1.459 (3)	C1—O2	1.271 (3)
N2—O7	1.213 (3)	O3—Cu1ⁱⁱ	1.952 (2)
N2—O6	1.224 (3)

O1—Cu1—O2	91.74 (8)	O5—N3—O4	123.3 (3)
O1—Cu1—O3ⁱ	173.49 (8)	O5—N3—C4	119.7 (3)
O2—Cu1—O3ⁱ	83.90 (8)	O4—N3—C4	117.1 (3)
O1—Cu1—N1	90.78 (9)	C12—N1—C8	118.6 (2)
O2—Cu1—N1	169.99 (10)	C12—N1—Cu1	121.62 (18)
O3ⁱ—Cu1—N1	94.34 (9)	C8—N1—Cu1	119.7 (2)
C7—O1—Cu1	127.25 (19)	C11—C10—C9	117.8 (3)
C4—C3—C2	120.6 (3)	C11—C10—H10	121.1
C4—C3—H3	119.7	C9—C10—H10	121.1
C2—C3—H3	119.7	N1—C8—C9	121.6 (3)
O1—C7—C6	120.2 (3)	N1—C8—H8	119.2
O1—C7—C2	124.6 (3)	C9—C8—H8	119.2
C6—C7—C2	115.2 (2)	C10—C9—O8	123.9 (3)
C3—C2—C7	120.8 (3)	C10—C9—C8	120.0 (3)
C3—C2—C1	116.8 (3)	O8—C9—C8	116.1 (3)
C7—C2—C1	122.3 (2)	N1—C12—C11	121.6 (3)
C5—C6—C7	123.8 (3)	N1—C12—H12	119.2
C5—C6—N2	116.2 (3)	C11—C12—H12	119.2
C7—C6—N2	119.9 (2)	C10—C11—C12	120.4 (3)
C6—C5—C4	117.7 (3)	C10—C11—H11	119.8
C6—C5—H5	121.2	C12—C11—H11	119.8
C4—C5—H5	121.2	C9—O8—H8A	109.5
C3—C4—C5	121.8 (3)	O3—C1—O2	121.0 (3)
C3—C4—N3	118.9 (3)	O3—C1—C2	117.9 (3)
C5—C4—N3	119.2 (3)	O2—C1—C2	121.0 (3)
O7—N2—O6	123.5 (3)	C1—O2—Cu1	130.1 (2)
O7—N2—C6	118.2 (3)	C1—O3—Cu1ⁱⁱ	117.95 (19)
O6—N2—C6	118.2 (3)

Symmetry codes: (i) −x+1/2, y−1/2, −z+1/2; (ii) −x+1/2, y+1/2, −z+1/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O8—H8A···O4ⁱⁱⁱ	0.82	1.94	2.738 (3)	165

Symmetry code: (iii) x−1, y−2, z.

Experimental details

Crystal data
Chemical formula	[Cu(C₇H₂N₂O₇)(C₅H₅NO)]
M_r	384.75
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	296
a, b, c (Å)	8.1055 (3), 6.2208 (2), 26.9837 (9)
β (°)	94.030 (3)
V (Å³)	1357.23 (8)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.66
Crystal size (mm)	0.25 × 0.16 × 0.09

Data collection
Diffractometer	Bruker APEXII area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.681, 0.865
No. of measured, independent and observed [I > 2σ(I)] reflections	12917, 3094, 2275
R_int	0.061
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.040, 0.092, 1.03
No. of reflections	3094
No. of parameters	218
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.38, −0.45

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2001), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O8—H8A···O4ⁱ	0.82	1.94	2.738 (3)	164.5

Symmetry code: (i) x−1, y−2, z.

Acknowledgements

The authors thank Guang Dong Ocean University for supporting this study.

References

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