Assembly of ZnII and CdII coordination polymers with different dimensionalities based on the semi-flexible 3-(1H-benzimidazol-2-yl)propanoic acid ligand

Li, X.-Y.; Peng, Y.-Q.; Li, J.; Fu, W.-W.; Liu, Y.; Li, Y.-M.

doi:10.1107/S2056989017017534

research communications

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 74| Part 1| January 2018| Pages 28-33

https://doi.org/10.1107/S2056989017017534

Open

access

Assembly of Zn^II and Cd^II coordination polymers with different dimensionalities based on the semi-flexible 3-(1H-benzimidazol-2-yl)propanoic acid ligand

Xiao-Yan Li,^a Yong-Qiong Peng,^a Juan Li,^a Wei-Wei Fu,^a ^* Yang Liu ^a and Yu-Ming Li ^a

^aKey Laboratory of Functional Organometallic Materials of General Colleges and Universities in Hunan Province, College of Chemistry and Materials Science, Hengyang Normal University, Hengyang 421008, People's Republic of China
^*Correspondence e-mail: w.w.fu@hynu.edu.cn

Edited by A. J. Lough, University of Toronto, Canada (Received 3 October 2017; accepted 7 December 2017; online 1 January 2018)

Two new coordination polymers, namely, poly[[μ₃-3-(1H-benzimidazol-2-yl)propionato]zinc(II)], [Zn(C₁₀H₈N₂O₂)]_n, (1), and poly[bis[μ₂-3-(1H-benzimidazol-2-yl)propionato]cadmium(II)], [Cd(C₁₀H₈N₂O₂)₂]_n, (2) have been synthesized from 3-(1H-benzoimidazol-2-yl)propanoic acid ligands through a mixed-ligand synthetic strategy under a solvothermal environment, and studied by single-crystal X-ray diffraction. Complex 1 crystallizes in the orthorhombic space group Pbca and features a two-dimensional structure formed by a binuclear Zn₂O₄ core. Complex 2, however, crystallizes in the monoclinic space group P2₁/c and forms a one-dimensional chain structure. The Zn^II and Cd^II ions have different coordination numbers and the 3-(1H-benzoimidazol-2-yl)propanoate ligands display different coordination modes. The structures reported here show the importance of the selection of metal ions and suitable ligands.

Keywords: crystal structure; two-dimensional coordination polymers; Zn^II; one-dimensional coordination polymers; Cd^II; MOFs.

CCDC references: 1589668; 1589667

1. Chemical context

The structures of coordination polymers are strongly influenced by the organic ligands and metal ions and it is important to choose suitable ligands and metal ions under appropriate synthetic conditions to synthesize coordination complexes with interesting structures. The exploration of metal–organic frameworks (MOFs) have received much attention because of their intriguing architectures and wide range of potential applications in different fields (Castellanos et al., 2016 ; Zhang et al., 2016 ; Kumar et al., 2015 ; Liu et al., 2016 ; Müller-Buschbaum et al., 2015 ; Duerinck & Denayer, 2015 ; Mohan et al., 2015 ). The assembly of Zn^II (Jurcic et al., 2015 ; Karmakar et al., 2016a ,b ; Liang et al., 2016 ; Wannapaiboon et al., 2015 ; Ying et al., 2015 ) and Cd^II (Xiao et al., 2015 , Wu et al., 2011 , Hu et al., 2015 , Cao et al., 2014 , Zhang et al., 2015 ) ions with multidentate nitrogen-containing ligands has produced various MOFs with fascinating structures and luminescent properties. The selection of chelating or bridging organic linkers often favors a structure-specific assembly and the factors that govern the formation of such complexes are complicated and include not only the nature of the Zn^II and Cd^II ions and ligand structure but also anion-directed interactions as well as reaction conditions. In order to explore the coordination chemistry of this type of ligand, 3-(1H-benzimidazol-2-yl) propanoic acid (H₂BIP) was chosen in the present study to construct new coordination polymers. A two-dimensional Zn^II polymer and a one-dimensional Cd^II coordination polymer have been obtained.

2. Structural commentary

Complex 1 crystallizes in the orthorhombic crystal system in the centrosymmetric space group Pbca. The 3-(1H-benzoimdazol-2-yl)propanonic acid ligand deprotonates completely when bonding to Zn^II ions. The asymmetric unit of 1 consists of one Zn^II ion and one 3-(1λ²-benzoimidazol-2-yl)propanoate anion. Geometric parameters are given in Table 1. As shown in Fig. 1, the Zn^II ion has a tetrahedral ZnO₂N₂ environment completed by N2 from one 3-(1λ²-benzoimidazol-2-yl)propanoate anion, O2(−x + $[{3\over 2}]$ , y + $[{1\over 2}]$ , z) and N1(−x + $[{3\over 2}]$ , y + $[{1\over 2}]$ , z) from the second 3-(1λ²-benzoimidazol-2-yl)propanoate anion and O1(x − $[{1\over 2}]$ , −y + $[{1\over 2}]$ , −z) from the third 3-(1λ²-benzoimidazol-2-yl)propanoate anion. All the Zn—N/O bond distances [Zn—O: 1.9563 (16)–2.0208 (17) and Zn—N: 1.9624 (18)–1.9661 (16) Å] and the bond angles around Zn1 [99.22 (6)–120.28 (7)°] fall into the normal range. Each 3-(1λ²-benzoimidazol-2-yl)propanoate anion shows a tridentate chelating mode bridging three Zn^II ions with the Zn⋯Zn distances of 4.066 (1), 5.870 (2) and 6.965 (2) Å. Zn1 and the symmetry-related Zn1 forming the shortest distance are bridged by O1 and O2 to form a binuclear Zn₂ cluster. Adjacent clusters are connected by a Zn—N bond of 1.9661 (16) Å to generate 2D square-grid (4,4) layers (Fig. 2). As there are no classical hydrogen bonds in 1, these layers are packed by normal van der Waals forces into an extended 3D framework (Fig. 3).

Table 1
Selected geometric parameters (Å, °) for 1

Zn1—O1ⁱ	1.9563 (16)	Zn1—N2	1.9661 (16)
Zn1—N1ⁱⁱ	1.9624 (18)	Zn1—O2ⁱⁱ	2.0208 (17)

O1ⁱ—Zn1—N1ⁱⁱ	118.50 (7)	O1ⁱ—Zn1—O2ⁱⁱ	105.15 (6)
O1ⁱ—Zn1—N2	106.84 (7)	N1ⁱⁱ—Zn1—O2ⁱⁱ	99.22 (6)
N1ⁱⁱ—Zn1—N2	120.28 (7)	N2—Zn1—O2ⁱⁱ	104.42 (6)
Symmetry codes: (i) $[x-{\script{1\over 2}}, -y+{\script{1\over 2}}, -z]$ ; (ii) $[-x+{\script{3\over 2}}, y+{\script{1\over 2}}, z]$ .

Figure 1
The asymmetric unit of 1, with additional symmetry-related atoms. The displacement ellipsoids are drawn at the 30% probability level [symmetry codes: (A) −x + $[{3\over 2}]$ , y + $[{1\over 2}]$ , z; (B) x − $[{1\over 2}]$ , −y + $[{1\over 2}]$ , −z)].

Figure 2
A perspective view of the 4-connected nodes in 1.

Figure 3
View of the three-dimensional framework of 1 formed by two-dimensional undulating sheets and van der Waals forces.

Complex 2 crystallizes in the monoclinic crystal system in the centrosymmetic space group P2₁/c. The 3-(1H-benzoimidazol-2-yl)propanonic acid ligands do not deprotonate completely when bonding to Cd^II ions. Geometric parameters are given in Table 2. As shown in Fig. 4, the Cd^II ion is five-coordinated by N3 from one 3-(1H-benzoimidazol-2-yl)propanoate anion, N1(x, y − 1, z) from the second 3-(1H-benzoimidazol-2-yl)propanoate anion, O1 from the third and O3(−x, −y, −z + 1) and O4(−x, −y, −z + 1) from the fourth. All the Cd—N/O bond distances [Cd—O: 2.285 (2)–2.362 (2) and Cd—N: 2.262 (3)–2.271 (3) Å] and the bond angles around Cd1 [55.44 (9)–146.52 (9)°] fall into the normal range. A distance of 2.667 (2) Å between Cd1 and O2 indicates the existence of a weak interaction between them. Two HBIP⁻ anions connects two Cd^II ions with one bidentate carboxylate and one N atom forming end-to-end binuclear Cd₂ cluster with a distance of 7.274 (1) Å. The other two HBIP⁻ anions act as bridges to join two neighboring binuclear Cd₂ clusters with one monodentate carboxylate and one N atom to generate 1D ladders along the b-axis direction (Fig. 5). In the crystal, N—H⋯O hydrogen bonds (Table 3) and π–π interactions involving the imidazole rings and benzimidazole ring systems with centroid–centroid distances of 3.569 (2) and 3.838 (2) Å connect the 1D ladders along a- and c-axis directions into an extended 3D framework (Fig. 6). Although there are large potential voids within the 1D ladders (7.274 × 8. 025 Å based on the distances of the Cd^II ions), they are interblocked by adjacent ladders.

Table 2
Selected geometric parameters (Å, °) for 2

Cd1—N1ⁱ	2.262 (3)	Cd1—O3ⁱⁱ	2.293 (2)
Cd1—N3	2.271 (3)	Cd1—O4ⁱⁱ	2.362 (2)
Cd1—O1	2.285 (2)

N1ⁱ—Cd1—N3	103.73 (10)	O1—Cd1—O3ⁱⁱ	144.01 (9)
N1ⁱ—Cd1—O1	106.08 (9)	N1ⁱ—Cd1—O4ⁱⁱ	146.52 (9)
N3—Cd1—O1	93.38 (9)	N3—Cd1—O4ⁱⁱ	104.51 (10)
N1ⁱ—Cd1—O3ⁱⁱ	100.41 (9)	O1—Cd1—O4ⁱⁱ	89.85 (8)
N3—Cd1—O3ⁱⁱ	103.63 (10)	O3ⁱⁱ—Cd1—O4ⁱⁱ	55.44 (9)
Symmetry codes: (i) x, y-1, z; (ii) -x, -y, -z+1.

Table 3
Hydrogen-bond geometry (Å, °) for 2

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2A⋯O2ⁱⁱⁱ	0.86	2.10	2.823 (4)	141
N4—H4A⋯O1^iv	0.86	2.03	2.862 (4)	161
Symmetry codes: (iii) -x+1, -y+1, -z+1; (iv) $[-x, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Figure 4
The asymmetric unit of 2, with additional symmetry-related atoms. The displacement ellipsoids are drawn at the 30% probability level [symmetry codes: (A) −x, −y, −z + 1; (B) x, y − 1, z].

Figure 5
A view of the one-dimensional ladders in 2.

Figure 6
A perspective view of the three-dimensional frameworks in 2 formed by one-dimensional ladders and N—H⋯O hydrogen bonds (Table 3

). The hydrogen bonds are shown as dashed lines.

3. Supramolecular features

The structures and the coordination modes of complexes 1 and 2 are quite different, which may be ascribed to a diverse metal coordination habit. The crystal structure of a Zn^II complex based on H₂BIP is reported for the first time. In a comparison with its counterparts based on similar benzoimidazole carboxylic acids ligands, benzimidazole-2-butanoic acid (H₂BIB) and 2-(1H-benzimidazol-2-ylthio)acetic acid (H₂BITA), the same coordination modes are found for 1 (μ₃-κN,O: κO': kN′ mode, μ₃-BIP²⁻) and [Zn(BIB)]_n (μ₃-κN,O: κO': kN′ mode, μ₃-BIB²⁻; Zhang et al., 2015) and different coordination modes are found for 1 and [Zn₂(HBITA)₄]·(DMF)₂·(H₂O)₂ (μ₂-κN: κO mode, μ₂-HBITA⁻ and μ₁-κN,O mode, μ₁-HBITA⁻; Yu et al., 2010 ), [Zn₂(HBITA)₄]_n (μ₂-κN: κO mode, μ₂-HBITA⁻; Yu et al., 2010). Different dimensionalities, like 2D for 1, 3D for [Zn(BIB)]_n, 0D for [Zn₂(HBITA)₄]·(DMF)₂·(H₂O)₂ and 2D for [Zn₂(HBITA)₄]_n are also found. Cd^II complexes based on H₂BIP have already been observed with the appropriate Et₃N reagent in a EtOH/H₂O mixed solvent. By selection of the EtOH/H₂O mixed solvent without any basic reagent, complex 2 was obtained with a relatively simple coordination mode (μ₂-κN: κO,O′ mode, μ₂-HBIP⁻) in comparison with diverse modes in {[Cd₅Cl₂(HBIP)₄(BIP)₂]·4DMF}_n (μ₂-κN,O: κO,O′ mode, μ₂-HBIP⁻, μ₃-κN,O: κO,O′: κN' mode, μ₃-BIP²⁻, μ₃-κN,O: κO,O′: κO' mode, μ₃-HBIP⁻; Zheng et al., 2012 ) and [Cd₃(HBIP)₂(BIP)₂]_n (μ₃-κN,O: κO,O′: κO' mode, μ₃-BIP²⁻, μ₄-κN,O: κO: κO': κO' mode, μ₄-HBIP⁻; Zheng et al., 2012). In comparison with its counterpart based on similar benzoimidazole carboxylic acids, H₂BIB, the same coordination modes are found for 2 and [Cd(HBIB)₂]_n·(H₂O)_n (μ₂-κN: κO,O′ mode, μ₂-HBIB⁻; Zhang et al., 2015). Different dimensionalities, such as 1D for 2, 2D for {[Cd₅Cl₂(HBIP)₄(BIP)₂]·4DMF}_n, 1D for [Cd₃(HBIP)₂ (BIP)₂]_n and 2D for [Cd(HBIB)₂]_n·(H₂O)_n were also found. The different coordination modes and dimensionalities show the important roles of spacer lengths and flexibilities of ligands. The crystal structures reported here and before show that ligands containing both flexible carboxylic and benzimidazole groups are suitable for the construction of coordination polymers with interesting structures, adopting diverse coordination modes. The significant effect of metal ions, spacer length and flexibility of ligands on the structural assemblies of such crystalline materials is critical to the assemblies of MOFs in some particular systems.

4. Database Survey

Complexes with benzimidazole-based carboxylic acid, for example, 1H-benzimidazole-2-carboxylic acid (Xia et al., 2013 ; Qiao et al., 2013 ; Małecki & Maroń, 2012 ; Machura et al., 2014 ; Fernández et al., 2016 ) and 3-(1H-benzimidazole-2-yl) propanoic acid (Liu et al., 2015 ) have been reported. A limited number of coordination polymers constructed from 3-(1H-benzimidazol-2-yl) propanoic acid (H₂BIP) have been reported including [Cd₃(HBIP)₂(BIP)₂]_n and [Cd₅Cl₂(BIP)₄ (BIP)₂]_n (Zheng et al., 2012). [Cd₃(HBIP)₂(BIP)₂]_n presents a fascinating one-dimensional structure with helical character, made of four helical chains weaving together in two reverse orientations. [Cd₅Cl₂(BIP)₄(BIP)₂] exhibits a distinct (4,4) network and infinite pentanuclear secondary building units.

5. Synthesis and crystallization

3-(1H-Benzimidazol-2-yl)propanoic acid (H₂BIP) was prepared by a literature method (Delval et al., 2008 ). Other reagents and solvents used in the reactions were purchased from Aladdin-Chemical and used without purification.

5.1. Preparation of 1

H₂BIP (0.02 mmol, 0.038 g) and Zn(NO₃)₂·6H₂O (0.2 mmol, 0.060 g) were dissolved in EtOH/H₂O (1:1 v/v, 8 ml) mixed solvent. The mixture was sealed in a closed vessel and heated at 413 K for 72 h; the mixture was then cooled slowly to room temperature at a rate of 2 K h⁻¹. Many pale-yellow block-shaped crystals were collected.

5.2. Preparation of 2

H₂BIP (0.02 mmol, 0.038 g), Cd(CH₃COO)₂·2H₂O (0.2mmol, 0.053 g) were dissolved in EtOH/H₂O (1:1 v/v, 8 ml) mixed solvent. The mixture was sealed in a closed vessel and heated at 413 K for 72 h; the mixture was then cooled slowly to room temperature at a rate of 2 K h⁻¹. Many brown prismatic crystals were collected.

5.3. Refinement

Crystal data, data collection and structure refinement details are summarized in Table 4. H atoms on N atoms were found in the difference-Fourier map and were refined isotropically while restraining the N—H distances to 0.86 Å. Other H atoms were generated geometrically and were allowed to ride on their parent atoms in the riding-model approximation, with C—H = 0.93 Å, U_iso(H) = 1.2U_eq(C)(aromatic) and C—H = 0.97 Å, U_iso(H) = 1.5U_eq(C) for methyl hydrogen atoms.

Table 4
Experimental details

	1	2
Crystal data
Chemical formula	[Zn(C₁₀H₈N₂O₂)]	[Cd(C₁₀H₈N₂O₂)₂]
M_r	253.55	490.79
Crystal system, space group	Orthorhombic, Pbca	Monoclinic, P2₁/c
Temperature (K)	296	293
a, b, c (Å)	8.956 (4), 10.697 (5), 20.331 (9)	13.6708 (6), 8.0253 (3), 17.3834 (7)
α, β, γ (°)	90, 90, 90	90, 100.972 (4), 90
V (Å³)	1947.8 (15)	1872.31 (13)
Z	8	4
Radiation type	Mo Kα	Mo Kα
μ (mm⁻¹)	2.50	1.20
Crystal size (mm)	0.28 × 0.25 × 0.21	0.28 × 0.25 × 0.19

Data collection
Diffractometer	Bruker SMART CCD area-detector	Bruker SMART CCD area-detector
Absorption correction	Multi-scan (SADABS; Bruker, 2012 )	Multi-scan (SADABS; Bruker, 2012)
T_min, T_max	0.541, 0.622	0.923, 1.000
No. of measured, independent and observed [I > 2σ(I)] reflections	9832, 1725, 1525	6654, 3289, 2685
R_int	0.046	0.029
(sin θ/λ)_max (Å⁻¹)	0.595	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.024, 0.063, 1.03	0.031, 0.064, 1.06
No. of reflections	1725	3289
No. of parameters	136	262
H-atom treatment	H-atom parameters constrained	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.29, −0.56	0.33, −0.48
Computer programs: APEX2 and SAINT (Bruker, 2012), SHELXL2014 (Sheldrick, 2015 ), OLEX2 (Dolomanov et al., 2009 ), DIAMOND (Brandenburg, 2008 ), publCIF (Westrip, 2010 ) and PLATON (Spek, 2009 ).

Supporting information

CCDC references: 1589668; 1589667

Crystal structure: contains datablocks 1, 2. DOI: https://doi.org/10.1107/S2056989017017534/lh5857sup1.cif

Structure factors: contains datablock 1. DOI: https://doi.org/10.1107/S2056989017017534/lh58571sup2.hkl

Structure factors: contains datablock 2. DOI: https://doi.org/10.1107/S2056989017017534/lh58572sup3.hkl

checkCIF report

Computing details top

For both structures, data collection: APEX2 (Bruker, 2012). Cell refinement: SAINT (Bruker, 2012) for (1); SMART (Bruker, 2012) for (2). For both structures, data reduction: SAINT (Bruker, 2012); program(s) used to solve structure: SHELXL2014 (Sheldrick, 2015) and OLEX2 (Dolomanov et al., 2009); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015) and OLEX2 (Dolomanov et al., 2009); molecular graphics: DIAMOND (Brandenburg, 2008); software used to prepare material for publication: publCIF (Westrip, 2010) and PLATON (Spek, 2009).

Poly[[µ₃-3-(1H-benzimidazol-2-yl)propionato]zinc(II)] (1) top

Crystal data top

[Zn(C₁₀H₈N₂O₂)]	D_x = 1.729 Mg m⁻³
M_r = 253.55	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pbca	Cell parameters from 5004 reflections
a = 8.956 (4) Å	θ = 3.0–27.6°
b = 10.697 (5) Å	µ = 2.50 mm⁻¹
c = 20.331 (9) Å	T = 296 K
V = 1947.8 (15) Å³	Block, yellow
Z = 8	0.28 × 0.25 × 0.21 mm
F(000) = 1024

Data collection top

Bruker SMART CCD area-detector diffractometer	1525 reflections with I > 2σ(I)
phi and ω scans	R_int = 0.046
Absorption correction: multi-scan (SADABS; Bruker, 2012)	θ_max = 25.0°, θ_min = 2.0°
T_min = 0.541, T_max = 0.622	h = −10→10
9832 measured reflections	k = −12→11
1725 independent reflections	l = −24→24

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)] = 0.024	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.063	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0338P)² + 0.8648P] where P = (F_o² + 2F_c²)/3
1725 reflections	(Δ/σ)_max < 0.001
136 parameters	Δρ_max = 0.29 e Å⁻³
0 restraints	Δρ_min = −0.56 e Å⁻³

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	U_iso*/U_eq
Zn1	0.61499 (3)	0.44565 (2)	0.08133 (2)	0.02929 (11)
C1	0.8742 (2)	0.31428 (19)	0.14864 (9)	0.0272 (4)
C2	0.9402 (3)	0.4128 (2)	0.18261 (10)	0.0361 (5)
H2	0.8972	0.4919	0.1832	0.043*
C3	1.0712 (3)	0.3886 (2)	0.21531 (12)	0.0487 (6)
H3	1.1175	0.4528	0.2384	0.058*
C4	1.1366 (3)	0.2704 (3)	0.21484 (13)	0.0512 (6)
H4	1.2268	0.2584	0.2366	0.061*
C5	1.0711 (3)	0.1710 (2)	0.18305 (11)	0.0402 (5)
H5	1.1136	0.0917	0.1837	0.048*
C6	0.9381 (2)	0.19494 (18)	0.14985 (9)	0.0278 (4)
C7	0.7378 (2)	0.18898 (16)	0.08956 (9)	0.0273 (4)
C8	0.6243 (2)	0.1407 (2)	0.04189 (11)	0.0326 (5)
H8A	0.5329	0.1886	0.0464	0.039*
H8B	0.6018	0.0542	0.0523	0.039*
C9	0.6791 (2)	0.14918 (19)	−0.02923 (10)	0.0347 (5)
H9A	0.6001	0.1208	−0.0582	0.042*
H9B	0.6992	0.2361	−0.0396	0.042*
C10	0.8184 (2)	0.07312 (18)	−0.04282 (10)	0.0296 (4)
N1	0.84880 (17)	0.11670 (14)	0.11236 (9)	0.0289 (4)
N2	0.74575 (17)	0.30823 (13)	0.10974 (8)	0.0268 (4)
O1	0.91054 (16)	0.11866 (15)	−0.08295 (7)	0.0373 (4)
O2	0.83644 (16)	−0.03094 (12)	−0.01494 (7)	0.0332 (3)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.03268 (17)	0.01695 (16)	0.03822 (18)	0.00017 (8)	0.00399 (10)	0.00205 (9)
C1	0.0323 (10)	0.0252 (10)	0.0240 (10)	−0.0034 (8)	0.0028 (8)	0.0001 (8)
C2	0.0459 (12)	0.0284 (11)	0.0341 (12)	−0.0065 (9)	0.0030 (10)	−0.0084 (9)
C3	0.0548 (14)	0.0475 (14)	0.0437 (13)	−0.0116 (12)	−0.0098 (12)	−0.0148 (12)
C4	0.0507 (14)	0.0570 (16)	0.0460 (14)	−0.0032 (12)	−0.0209 (11)	−0.0069 (13)
C5	0.0438 (12)	0.0384 (12)	0.0382 (12)	0.0045 (10)	−0.0119 (10)	−0.0008 (10)
C6	0.0329 (10)	0.0256 (10)	0.0250 (9)	−0.0030 (8)	−0.0006 (8)	0.0009 (8)
C7	0.0290 (10)	0.0207 (10)	0.0323 (10)	−0.0013 (8)	−0.0003 (8)	0.0000 (8)
C8	0.0283 (10)	0.0235 (10)	0.0459 (13)	0.0017 (8)	−0.0070 (9)	−0.0045 (9)
C9	0.0337 (11)	0.0287 (11)	0.0416 (12)	0.0044 (8)	−0.0113 (9)	−0.0002 (9)
C10	0.0326 (11)	0.0226 (10)	0.0336 (11)	−0.0011 (8)	−0.0119 (9)	−0.0037 (8)
N1	0.0332 (9)	0.0177 (8)	0.0360 (9)	0.0000 (7)	−0.0054 (7)	−0.0009 (7)
N2	0.0294 (9)	0.0193 (8)	0.0317 (9)	−0.0009 (7)	0.0013 (7)	−0.0006 (7)
O1	0.0330 (8)	0.0327 (9)	0.0461 (9)	0.0019 (6)	−0.0032 (6)	0.0111 (7)
O2	0.0423 (8)	0.0211 (7)	0.0360 (8)	0.0020 (6)	−0.0053 (6)	0.0013 (6)

Geometric parameters (Å, º) top

Zn1—O1ⁱ	1.9563 (16)	C6—N1	1.386 (3)
Zn1—N1ⁱⁱ	1.9624 (18)	C7—N2	1.342 (2)
Zn1—N2	1.9661 (16)	C7—N1	1.342 (2)
Zn1—O2ⁱⁱ	2.0208 (17)	C7—C8	1.496 (3)
C1—C2	1.392 (3)	C8—C9	1.530 (3)
C1—N2	1.398 (2)	C8—H8A	0.9700
C1—C6	1.399 (3)	C8—H8B	0.9700
C2—C3	1.374 (3)	C9—C10	1.515 (3)
C2—H2	0.9300	C9—H9A	0.9700
C3—C4	1.393 (4)	C9—H9B	0.9700
C3—H3	0.9300	C10—O1	1.259 (3)
C4—C5	1.375 (3)	C10—O2	1.260 (2)
C4—H4	0.9300	N1—Zn1ⁱⁱⁱ	1.9624 (18)
C5—C6	1.393 (3)	O1—Zn1^iv	1.9563 (16)
C5—H5	0.9300	O2—Zn1ⁱⁱⁱ	2.0207 (17)

O1ⁱ—Zn1—N1ⁱⁱ	118.50 (7)	N2—C7—C8	124.22 (17)
O1ⁱ—Zn1—N2	106.84 (7)	N1—C7—C8	121.86 (16)
N1ⁱⁱ—Zn1—N2	120.28 (7)	C7—C8—C9	111.96 (17)
O1ⁱ—Zn1—O2ⁱⁱ	105.15 (6)	C7—C8—H8A	109.2
N1ⁱⁱ—Zn1—O2ⁱⁱ	99.22 (6)	C9—C8—H8A	109.2
N2—Zn1—O2ⁱⁱ	104.42 (6)	C7—C8—H8B	109.2
C2—C1—N2	131.70 (19)	C9—C8—H8B	109.2
C2—C1—C6	120.56 (19)	H8A—C8—H8B	107.9
N2—C1—C6	107.74 (16)	C10—C9—C8	113.88 (16)
C3—C2—C1	117.4 (2)	C10—C9—H9A	108.8
C3—C2—H2	121.3	C8—C9—H9A	108.8
C1—C2—H2	121.3	C10—C9—H9B	108.8
C2—C3—C4	121.8 (2)	C8—C9—H9B	108.8
C2—C3—H3	119.1	H9A—C9—H9B	107.7
C4—C3—H3	119.1	O1—C10—O2	123.33 (19)
C5—C4—C3	121.7 (2)	O1—C10—C9	116.77 (18)
C5—C4—H4	119.1	O2—C10—C9	119.89 (19)
C3—C4—H4	119.1	C7—N1—C6	105.65 (16)
C4—C5—C6	116.7 (2)	C7—N1—Zn1ⁱⁱⁱ	123.27 (13)
C4—C5—H5	121.6	C6—N1—Zn1ⁱⁱⁱ	130.11 (13)
C6—C5—H5	121.6	C7—N2—C1	105.11 (15)
N1—C6—C5	130.48 (19)	C7—N2—Zn1	126.10 (13)
N1—C6—C1	107.75 (17)	C1—N2—Zn1	128.46 (13)
C5—C6—C1	121.75 (18)	C10—O1—Zn1^iv	117.83 (13)
N2—C7—N1	113.75 (17)	C10—O2—Zn1ⁱⁱⁱ	124.96 (13)

N2—C1—C2—C3	−178.1 (2)	N2—C7—N1—Zn1ⁱⁱⁱ	−170.56 (13)
C6—C1—C2—C3	1.8 (3)	C8—C7—N1—Zn1ⁱⁱⁱ	4.9 (3)
C1—C2—C3—C4	0.0 (4)	C5—C6—N1—C7	−177.4 (2)
C2—C3—C4—C5	−1.8 (4)	C1—C6—N1—C7	0.7 (2)
C3—C4—C5—C6	1.6 (4)	C5—C6—N1—Zn1ⁱⁱⁱ	−8.6 (3)
C4—C5—C6—N1	178.1 (2)	C1—C6—N1—Zn1ⁱⁱⁱ	169.47 (14)
C4—C5—C6—C1	0.2 (3)	N1—C7—N2—C1	0.6 (2)
C2—C1—C6—N1	179.73 (18)	C8—C7—N2—C1	−174.75 (18)
N2—C1—C6—N1	−0.4 (2)	N1—C7—N2—Zn1	174.49 (13)
C2—C1—C6—C5	−2.0 (3)	C8—C7—N2—Zn1	−0.8 (3)
N2—C1—C6—C5	177.93 (18)	C2—C1—N2—C7	179.8 (2)
N2—C7—C8—C9	90.4 (2)	C6—C1—N2—C7	−0.1 (2)
N1—C7—C8—C9	−84.6 (2)	C2—C1—N2—Zn1	6.1 (3)
C7—C8—C9—C10	61.3 (2)	C6—C1—N2—Zn1	−173.81 (13)
C8—C9—C10—O1	−144.39 (18)	O2—C10—O1—Zn1^iv	−19.8 (3)
C8—C9—C10—O2	36.4 (3)	C9—C10—O1—Zn1^iv	160.95 (13)
N2—C7—N1—C6	−0.8 (2)	O1—C10—O2—Zn1ⁱⁱⁱ	108.7 (2)
C8—C7—N1—C6	174.63 (18)	C9—C10—O2—Zn1ⁱⁱⁱ	−72.1 (2)

Symmetry codes: (i) x−1/2, −y+1/2, −z; (ii) −x+3/2, y+1/2, z; (iii) −x+3/2, y−1/2, z; (iv) x+1/2, −y+1/2, −z.

Poly[bis[µ₂-3-(1H-benzimidazol-2-yl)propionato]cadmium(II)] (2) top

Crystal data top

[Cd(C₁₀H₈N₂O₂)₂]	F(000) = 984
M_r = 490.79	D_x = 1.741 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
a = 13.6708 (6) Å	Cell parameters from 2660 reflections
b = 8.0253 (3) Å	θ = 3.0–27.4°
c = 17.3834 (7) Å	µ = 1.20 mm⁻¹
β = 100.972 (4)°	T = 293 K
V = 1872.31 (13) Å³	Prism, brown
Z = 4	0.28 × 0.25 × 0.19 mm

Data collection top

Bruker SMART CCD area-detector diffractometer	2685 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.029
phi and ω scans	θ_max = 25.0°, θ_min = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2012)	h = −16→15
T_min = 0.923, T_max = 1.000	k = −9→6
6654 measured reflections	l = −20→14
3289 independent reflections

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.064	H-atom parameters constrained
S = 1.06	w = 1/[σ²(F_o²) + (0.0234P)²] where P = (F_o² + 2F_c²)/3
3289 reflections	(Δ/σ)_max < 0.001
262 parameters	Δρ_max = 0.33 e Å⁻³
0 restraints	Δρ_min = −0.48 e Å⁻³

Special details top

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

	x	y	z	U_iso*/U_eq
Cd1	0.22103 (2)	0.06562 (3)	0.41588 (2)	0.02433 (9)
C1	0.4463 (3)	1.0429 (4)	0.37316 (19)	0.0254 (8)
C2	0.4459 (3)	1.1926 (4)	0.33279 (19)	0.0343 (9)
H2	0.3890	1.2587	0.3224	0.041*
C3	0.5321 (3)	1.2403 (5)	0.3087 (2)	0.0442 (11)
H3	0.5337	1.3410	0.2825	0.053*
C4	0.6164 (3)	1.1402 (5)	0.3229 (2)	0.0503 (11)
H4	0.6734	1.1750	0.3056	0.060*
C5	0.6179 (3)	0.9902 (5)	0.3622 (2)	0.0444 (10)
H5	0.6740	0.9224	0.3710	0.053*
C6	0.5323 (3)	0.9465 (4)	0.3874 (2)	0.0298 (8)
C7	0.4118 (3)	0.8209 (4)	0.43435 (18)	0.0263 (8)
C8	0.3603 (3)	0.6815 (4)	0.46664 (19)	0.0305 (8)
H8A	0.3197	0.7255	0.5020	0.037*
H8B	0.4094	0.6069	0.4962	0.037*
C9	0.2949 (3)	0.5857 (4)	0.4010 (2)	0.0404 (10)
H9A	0.3250	0.5925	0.3548	0.048*
H9B	0.2308	0.6413	0.3886	0.048*
C10	0.2768 (3)	0.4031 (4)	0.4167 (2)	0.0261 (8)
C11	0.0502 (3)	−0.0701 (4)	0.18100 (19)	0.0274 (8)
C12	0.0484 (3)	−0.0730 (4)	0.1006 (2)	0.0373 (9)
H12	−0.0082	−0.1041	0.0648	0.045*
C13	0.1354 (3)	−0.0273 (4)	0.0773 (2)	0.0390 (10)
H13	0.1371	−0.0271	0.0241	0.047*
C14	0.2200 (3)	0.0185 (5)	0.1299 (2)	0.0397 (10)
H14	0.2769	0.0493	0.1113	0.048*
C15	0.2218 (3)	0.0193 (4)	0.2096 (2)	0.0336 (9)
H15	0.2790	0.0490	0.2452	0.040*
C16	0.1354 (3)	−0.0256 (4)	0.23458 (19)	0.0237 (8)
C17	0.0228 (3)	−0.0925 (4)	0.30217 (19)	0.0272 (8)
C18	−0.0301 (3)	−0.1297 (4)	0.3673 (2)	0.0333 (9)
H18A	0.0190	−0.1575	0.4136	0.040*
H18B	−0.0717	−0.2271	0.3534	0.040*
C19	−0.0936 (3)	0.0092 (5)	0.3873 (2)	0.0433 (10)
H19A	−0.1486	0.0260	0.3436	0.052*
H19B	−0.0544	0.1107	0.3937	0.052*
C20	−0.1353 (3)	−0.0190 (5)	0.4602 (2)	0.0317 (9)
O1	0.21406 (17)	0.3287 (3)	0.36487 (13)	0.0316 (6)
O2	0.32390 (18)	0.3331 (3)	0.47586 (13)	0.0309 (6)
O3	−0.1888 (2)	0.0912 (3)	0.48158 (15)	0.0504 (8)
O4	−0.1163 (2)	−0.1496 (3)	0.49775 (14)	0.0448 (7)
N1	0.3712 (2)	0.9617 (3)	0.40401 (15)	0.0242 (7)
N2	0.5075 (2)	0.8066 (3)	0.42631 (16)	0.0313 (7)
H2A	0.5466	0.7247	0.4426	0.038*
N3	0.1154 (2)	−0.0401 (3)	0.31043 (16)	0.0277 (7)
N4	−0.0197 (2)	−0.1100 (3)	0.22566 (16)	0.0323 (7)
H4A	−0.0800	−0.1408	0.2079	0.039*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.02465 (15)	0.02141 (14)	0.02708 (15)	0.00049 (12)	0.00527 (10)	0.00198 (12)
C1	0.026 (2)	0.0254 (19)	0.0239 (17)	−0.0039 (16)	0.0022 (15)	−0.0025 (17)
C2	0.037 (2)	0.029 (2)	0.037 (2)	−0.0006 (18)	0.0046 (17)	0.0021 (19)
C3	0.051 (3)	0.040 (2)	0.042 (2)	−0.015 (2)	0.010 (2)	0.009 (2)
C4	0.039 (3)	0.061 (3)	0.054 (3)	−0.016 (2)	0.015 (2)	0.002 (3)
C5	0.026 (2)	0.048 (2)	0.059 (3)	−0.005 (2)	0.005 (2)	−0.005 (2)
C6	0.027 (2)	0.032 (2)	0.0278 (19)	−0.0043 (17)	−0.0002 (16)	−0.0042 (18)
C7	0.029 (2)	0.0229 (18)	0.0250 (18)	0.0007 (16)	0.0010 (15)	−0.0038 (16)
C8	0.035 (2)	0.0219 (18)	0.034 (2)	0.0000 (17)	0.0061 (17)	0.0028 (17)
C9	0.044 (3)	0.0257 (19)	0.045 (2)	−0.0080 (18)	−0.0073 (19)	0.009 (2)
C10	0.022 (2)	0.0234 (18)	0.035 (2)	0.0023 (16)	0.0105 (16)	0.0010 (18)
C11	0.031 (2)	0.0212 (18)	0.0298 (19)	−0.0004 (17)	0.0061 (16)	−0.0025 (17)
C12	0.051 (3)	0.030 (2)	0.027 (2)	0.0007 (19)	−0.0016 (18)	−0.0008 (18)
C13	0.052 (3)	0.040 (2)	0.027 (2)	0.010 (2)	0.0142 (19)	0.0035 (19)
C14	0.037 (2)	0.045 (2)	0.042 (2)	0.005 (2)	0.0196 (19)	0.002 (2)
C15	0.027 (2)	0.040 (2)	0.034 (2)	0.0014 (18)	0.0064 (17)	0.0027 (19)
C16	0.025 (2)	0.0212 (18)	0.0250 (18)	0.0012 (15)	0.0043 (15)	−0.0018 (16)
C17	0.033 (2)	0.0193 (18)	0.0300 (19)	−0.0023 (16)	0.0080 (16)	−0.0010 (16)
C18	0.032 (2)	0.0331 (19)	0.038 (2)	−0.0099 (18)	0.0142 (17)	−0.0029 (19)
C19	0.047 (3)	0.047 (2)	0.039 (2)	0.013 (2)	0.016 (2)	0.015 (2)
C20	0.024 (2)	0.038 (2)	0.033 (2)	−0.0041 (18)	0.0044 (17)	−0.003 (2)
O1	0.0296 (15)	0.0226 (12)	0.0384 (14)	−0.0051 (11)	−0.0042 (11)	0.0023 (12)
O2	0.0314 (15)	0.0244 (13)	0.0347 (13)	0.0038 (11)	0.0008 (11)	0.0087 (12)
O3	0.055 (2)	0.0548 (17)	0.0489 (16)	0.0248 (15)	0.0285 (15)	0.0199 (15)
O4	0.063 (2)	0.0349 (15)	0.0430 (16)	0.0055 (14)	0.0273 (14)	0.0078 (14)
N1	0.0207 (16)	0.0187 (14)	0.0324 (16)	−0.0001 (12)	0.0034 (12)	0.0043 (13)
N2	0.0227 (17)	0.0265 (15)	0.0426 (17)	0.0053 (14)	0.0004 (14)	0.0050 (15)
N3	0.0290 (18)	0.0281 (16)	0.0269 (16)	−0.0065 (14)	0.0073 (13)	−0.0028 (14)
N4	0.0273 (18)	0.0346 (17)	0.0331 (17)	−0.0078 (14)	0.0012 (14)	−0.0014 (16)

Geometric parameters (Å, º) top

Cd1—N1ⁱ	2.262 (3)	C10—O1	1.269 (4)
Cd1—N3	2.271 (3)	C11—N4	1.378 (4)
Cd1—O1	2.285 (2)	C11—C12	1.393 (5)
Cd1—O3ⁱⁱ	2.293 (2)	C11—C16	1.393 (4)
Cd1—O4ⁱⁱ	2.362 (2)	C12—C13	1.377 (5)
Cd1—O2	2.667 (2)	C12—H12	0.9300
Cd1—C20ⁱⁱ	2.667 (4)	C13—C14	1.382 (5)
Cd1—C10	2.813 (3)	C13—H13	0.9300
C1—C6	1.389 (5)	C14—C15	1.382 (5)
C1—C2	1.391 (4)	C14—H14	0.9300
C1—N1	1.406 (4)	C15—C16	1.382 (5)
C2—C3	1.377 (5)	C15—H15	0.9300
C2—H2	0.9300	C16—N3	1.401 (4)
C3—C4	1.389 (5)	C17—N3	1.316 (4)
C3—H3	0.9300	C17—N4	1.354 (4)
C4—C5	1.382 (5)	C17—C18	1.485 (4)
C4—H4	0.9300	C18—C19	1.495 (5)
C5—C6	1.371 (5)	C18—H18A	0.9700
C5—H5	0.9300	C18—H18B	0.9700
C6—N2	1.386 (4)	C19—C20	1.503 (5)
C7—N1	1.323 (4)	C19—H19A	0.9700
C7—N2	1.346 (4)	C19—H19B	0.9700
C7—C8	1.487 (4)	C20—O4	1.236 (4)
C8—C9	1.518 (4)	C20—O3	1.249 (4)
C8—H8A	0.9700	C20—Cd1ⁱⁱ	2.667 (4)
C8—H8B	0.9700	O3—Cd1ⁱⁱ	2.293 (2)
C9—C10	1.520 (4)	O4—Cd1ⁱⁱ	2.362 (2)
C9—H9A	0.9700	N1—Cd1ⁱⁱⁱ	2.262 (3)
C9—H9B	0.9700	N2—H2A	0.8600
C10—O2	1.239 (4)	N4—H4A	0.8600

N1ⁱ—Cd1—N3	103.73 (10)	O2—C10—O1	123.4 (3)
N1ⁱ—Cd1—O1	106.08 (9)	O2—C10—C9	120.6 (3)
N3—Cd1—O1	93.38 (9)	O1—C10—C9	115.9 (3)
N1ⁱ—Cd1—O3ⁱⁱ	100.41 (9)	O2—C10—Cd1	70.45 (18)
N3—Cd1—O3ⁱⁱ	103.63 (10)	O1—C10—Cd1	52.94 (15)
O1—Cd1—O3ⁱⁱ	144.01 (9)	C9—C10—Cd1	168.8 (2)
N1ⁱ—Cd1—O4ⁱⁱ	146.52 (9)	N4—C11—C12	132.8 (3)
N3—Cd1—O4ⁱⁱ	104.51 (10)	N4—C11—C16	105.3 (3)
O1—Cd1—O4ⁱⁱ	89.85 (8)	C12—C11—C16	121.8 (3)
O3ⁱⁱ—Cd1—O4ⁱⁱ	55.44 (9)	C13—C12—C11	116.2 (4)
N1ⁱ—Cd1—O2	84.96 (8)	C13—C12—H12	121.9
N3—Cd1—O2	145.40 (8)	C11—C12—H12	121.9
O1—Cd1—O2	52.26 (7)	C12—C13—C14	122.5 (4)
O3ⁱⁱ—Cd1—O2	107.64 (9)	C12—C13—H13	118.8
O4ⁱⁱ—Cd1—O2	81.96 (8)	C14—C13—H13	118.8
N1ⁱ—Cd1—C20ⁱⁱ	124.62 (11)	C15—C14—C13	121.2 (4)
N3—Cd1—C20ⁱⁱ	106.84 (10)	C15—C14—H14	119.4
O1—Cd1—C20ⁱⁱ	116.79 (10)	C13—C14—H14	119.4
O3ⁱⁱ—Cd1—C20ⁱⁱ	27.87 (10)	C16—C15—C14	117.4 (4)
O4ⁱⁱ—Cd1—C20ⁱⁱ	27.60 (9)	C16—C15—H15	121.3
O2—Cd1—C20ⁱⁱ	94.44 (9)	C14—C15—H15	121.3
N1ⁱ—Cd1—C10	96.06 (9)	C15—C16—C11	120.9 (3)
N3—Cd1—C10	119.59 (10)	C15—C16—N3	130.4 (3)
O1—Cd1—C10	26.30 (8)	C11—C16—N3	108.6 (3)
O3ⁱⁱ—Cd1—C10	128.08 (10)	N3—C17—N4	111.4 (3)
O4ⁱⁱ—Cd1—C10	85.33 (9)	N3—C17—C18	125.4 (3)
O2—Cd1—C10	25.96 (8)	N4—C17—C18	123.3 (3)
C20ⁱⁱ—Cd1—C10	106.94 (11)	C17—C18—C19	114.6 (3)
C6—C1—C2	119.6 (3)	C17—C18—H18A	108.6
C6—C1—N1	109.1 (3)	C19—C18—H18A	108.6
C2—C1—N1	131.3 (3)	C17—C18—H18B	108.6
C3—C2—C1	118.2 (4)	C19—C18—H18B	108.6
C3—C2—H2	120.9	H18A—C18—H18B	107.6
C1—C2—H2	120.9	C18—C19—C20	114.4 (3)
C2—C3—C4	120.9 (4)	C18—C19—H19A	108.7
C2—C3—H3	119.5	C20—C19—H19A	108.7
C4—C3—H3	119.5	C18—C19—H19B	108.7
C5—C4—C3	121.7 (4)	C20—C19—H19B	108.7
C5—C4—H4	119.2	H19A—C19—H19B	107.6
C3—C4—H4	119.2	O4—C20—O3	121.3 (3)
C6—C5—C4	116.6 (4)	O4—C20—C19	119.9 (3)
C6—C5—H5	121.7	O3—C20—C19	118.8 (3)
C4—C5—H5	121.7	O4—C20—Cd1ⁱⁱ	62.30 (19)
C5—C6—N2	131.8 (4)	O3—C20—Cd1ⁱⁱ	59.13 (18)
C5—C6—C1	123.0 (4)	C19—C20—Cd1ⁱⁱ	176.2 (3)
N2—C6—C1	105.2 (3)	C10—O1—Cd1	100.76 (19)
N1—C7—N2	111.9 (3)	C10—O2—Cd1	83.59 (19)
N1—C7—C8	126.8 (3)	C20—O3—Cd1ⁱⁱ	93.0 (2)
N2—C7—C8	120.9 (3)	C20—O4—Cd1ⁱⁱ	90.1 (2)
C7—C8—C9	110.5 (3)	C7—N1—C1	105.5 (3)
C7—C8—H8A	109.5	C7—N1—Cd1ⁱⁱⁱ	126.7 (2)
C9—C8—H8A	109.5	C1—N1—Cd1ⁱⁱⁱ	127.2 (2)
C7—C8—H8B	109.5	C7—N2—C6	108.3 (3)
C9—C8—H8B	109.5	C7—N2—H2A	125.9
H8A—C8—H8B	108.1	C6—N2—H2A	125.9
C8—C9—C10	116.5 (3)	C17—N3—C16	106.3 (3)
C8—C9—H9A	108.2	C17—N3—Cd1	131.2 (2)
C10—C9—H9A	108.2	C16—N3—Cd1	121.4 (2)
C8—C9—H9B	108.2	C17—N4—C11	108.4 (3)
C10—C9—H9B	108.2	C17—N4—H4A	125.8
H9A—C9—H9B	107.3	C11—N4—H4A	125.8

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O2^iv	0.86	2.10	2.823 (4)	141
N4—H4A···O1^v	0.86	2.03	2.862 (4)	161

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

Funding information

Financial support by the Key Discipline Project of Hunan Province, the Open Fund of Key Laboratory of Functional Organometallic Materials of Hunan Province College, Aid program for Science and Technology Innovative Research Team in Higher Educational Institutions of Hunan Province and the Scientific Research Fund of Hunan Provincial Education Department (16B037) and Key Laboratory of Catalysis and Materials Science of the State Ethnic Affairs Commission & Ministry of Education (CHCL16002) are gratefully acknowledged.

References

Brandenburg, K. (2008). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Bruker (2012). APEX2, SADABS, SMART and SAINT. Bruker AXS inc., Madison, Wisconsin, USA. Google Scholar
Cao, T. T., Peng, Y. Q., Liu, T., Wang, S. N., Dou, J. M., Li, Y. W., Zhou, C. H., Li, D. C. & Bai, J. F. (2014). CrystEngComm, 16, 10658–10673. CSD CrossRef CAS Google Scholar
Castellanos, S., Goulet-Hanssens, A., Zhao, F. L., Dikhtiarenko, A., Pustovarenko, A., Hecht, S., Gascon, J., Kapteijn, F. & Bléger, D. (2016). Chem. Eur. J. 22, 746–752. CrossRef CAS PubMed Google Scholar
Delval, F., Spyratou, A., Verdan, S., Bernardinelli, G. & Williams, A. F. (2008). New J. Chem. 32, 1394–1402. CSD CrossRef CAS Google Scholar
Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339–341. Web of Science CrossRef CAS IUCr Journals Google Scholar
Duerinck, T. & Denayer, J. F. M. (2015). Chem. Eng. Sci. 124, 179–187. CrossRef CAS Google Scholar
Fernández, B., Gómez-Vílchez, A., Sánchez-González, C., Bayón, J., San Sebastián, E., Gómez-Ruiz, S., López-Chaves, C., Aranda, P., Llopis, J. & Rodríguez-Diéguez, A. (2016). New J. Chem. 40, 5387–5393. Google Scholar
Hu, Y. J., Yang, J., Liu, Y. Y., Song, S. Y. & Ma, J. F. (2015). Cryst. Growth Des. 15, 3822–3831. CSD CrossRef CAS Google Scholar
Jurcic, M., Peveler, W. J., Savory, C. N., Scanlon, D. O., Kenyon, A. J. & Parkin, I. P. (2015). J. Mater. Chem. A, 3, 6351–6359. CSD CrossRef CAS Google Scholar
Karmakar, A., Martins, L., Hazra, S., Guedes da Silva, M. F. C. & Pombeiro, A. J. L. (2016a). Cryst. Growth Des. 16, 1837–1849. CSD CrossRef CAS Google Scholar
Karmakar, A., Rúbio, G., Guedes da Silva, M. F. C., Ribeiro, A. P. C. & Pombeiro, A. J. L. (2016b). RSC Adv. 6, 89007–89018. CSD CrossRef CAS Google Scholar
Kumar, P., Deep, A. & Kim, K. H. (2015). TrAC Trends Anal. Chem. 73, 39–53. CrossRef CAS Google Scholar
Liang, F.-L., Ma, D.-Y. & Qin, L. (2016). Acta Cryst. C72, 373–378. Web of Science CSD CrossRef IUCr Journals Google Scholar
Liu, X. B., Lin, H., Xiao, Z. Y., Fan, W. D., Huang, A., Wang, R. M., Zhang, L. L. & Sun, D. F. (2016). Dalton Trans. 45, 3743–3749. Web of Science CSD CrossRef CAS PubMed Google Scholar
Liu, Z., Zheng, S. & Feng, S. (2015). Acta Cryst. E71, m5–m6. CSD CrossRef IUCr Journals Google Scholar
Machura, B., Wolff, M., Benoist, E., Schachner, J. A., Mösch-Zanetti, N. C., Takao, K. & Ikeda, Y. (2014). Polyhedron, 69, 205–218. CSD CrossRef CAS Google Scholar
Małecki, J. G. & Maroń, A. (2012). Polyhedron, 40, 125–133. Google Scholar
Mohan, B., Yoon, C., Jang, S. & Park, K. H. (2015). ChemCatChem, 7, 405–412. CrossRef CAS Google Scholar
Müller-Buschbaum, K., Beuerle, F. & Feldmann, C. (2015). Microporous Mesoporous Mater. 216, 171–199. Google Scholar
Qiao, C. F., Xia, Z. Q., Wei, Q., Zhou, C. S., Zhang, G. C., Chen, S. P. & Gao, S. L. (2013). J. Coord. Chem. 66, 1202–1210. CSD CrossRef CAS Google Scholar
Sheldrick, G. M. (2015). Acta Cryst. C71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar
Wannapaiboon, S., Tu, M., Sumida, K., Khaletskaya, K., Furukawa, S., Kitagawa, S. & Fischer, R. A. (2015). J. Mater. Chem. A, 3, 23385–23394. CrossRef CAS Google Scholar
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925. Web of Science CrossRef CAS IUCr Journals Google Scholar
Wu, H., Liu, H. Y., Yang, J., Liu, B., Ma, J. F., Liu, Y. Y. & Liu, Y. Y. (2011). Cryst. Growth Des. 11, 2317–2324. CSD CrossRef CAS Google Scholar
Xia, Z. Q., Wei, Q., Yang, Q., Qiao, C. F., Chen, S. P., Xie, G., Zhang, G. C., Zhou, C. S. & Gao, S. L. (2013). CrystEngComm, 15, 86–99. CSD CrossRef CAS Google Scholar
Xiao, Y. J., Liu, F. H., Zhao, L. & Su, Z. M. (2015). Inorg. Chem. Commun. 59, 32–35. CSD CrossRef CAS Google Scholar
Ying, S.-M., Ru, J.-J. & Luo, W.-K. (2015). Acta Cryst. C71, 618–622. CSD CrossRef IUCr Journals Google Scholar
Yu, Q., Zeng, Y.-F., Zhao, J.-P., Yang, Q. & Bu, X.-H. (2010). Cryst. Growth Des. 10, 1878–1884. Web of Science CSD CrossRef CAS Google Scholar
Zhang, Y., Du, Z. & Luo, X. (2015). Z. Anorg. Allg. Chem. 641, 2637–2640. CSD CrossRef CAS Google Scholar
Zhang, Z. Y., Yoshikawa, H. & Awaga, K. (2016). Chem. Mater. 28, 1298–1303. CSD CrossRef CAS Google Scholar
Zheng, S. R., Cai, S. L., Tan, J. B., Fan, J. & Zhang, W.-G. (2012). Inorg. Chem. Commun. 21, 100–103. CSD CrossRef CAS Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 74| Part 1| January 2018| Pages 28-33

https://doi.org/10.1107/S2056989017017534

Open

access

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Plain Text
		Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Plain Text
		Text

Search IUCr Journals		doi		Advanced search
Author		volume	page

research communications\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Assembly of ZnII and CdII coordination polymers with different dimensionalities based on the semi-flexible 3-(1H-benzimidazol-2-yl)propanoic acid ligand

1. Chemical context

2. Structural commentary

3. Supra­molecular features

4. Database Survey

5. Synthesis and crystallization

5.1. Preparation of 1

5.2. Preparation of 2

5.3. Refinement

Supporting information

Funding information

References

research communications

Assembly of Zn^II and Cd^II coordination polymers with different dimensionalities based on the semi-flexible 3-(1H-benzimidazol-2-yl)propanoic acid ligand

3. Supramolecular features