A one-dimensional zinc(II) coordination polymer with a three-dimensional supra­molecular architecture incorporating 1-[(1H-benzimidazol-2-yl)meth­yl]-1H-tetra­zole and adipate

The synthesis of coordination polymers or metal–organic frameworks (MOFs) has attracted considerable inter­est owing to the inter­esting structures and potential applications of these compounds. It is still a challenge to predict the exact structures and compositions of the final products. A new one-dimensional coordination polymer, catena-poly[[[bis­{1-[(1H-benzimidazol-2-yl)meth­yl]-1H-tetra­zole-κN³}zinc(II)]-μ-hexane-1,6-di­carboxyl­ato-κ⁴O¹,O^1′:O⁶,O^6′] monohydrate], {[Zn(C₆H₈O₄)(C₉H₈N₆)₂]·H₂O}_n, has been synthesized by the reaction of Zn(Ac)₂ (Ac is acetate) with 1-[(1H-benzimidazol-2-yl)meth­yl]-1H-tetra­zole (bimt) and adipic acid (H₂adi) at room temperature. In the polymer, each Zn^II ion exhibits an irregular octa­hedral ZnN₂O₄ coordination geometry and is coordinated by two N atoms from two symmetry-related bimt ligands and four O atoms from two symmetry-related dianionic adipate ligands. Zn^II ions are connected by adipate ligands into a one-dimensional chain which runs parallel to the c axis. The bimt ligands coordinate to the Zn^II ions in a monodentate mode on both sides of the main chain. In the crystal, the one-dimensional chains are further connected through N—H...O hydrogen bonds, leading to a three-dimensional supra­molecular architecture. In addition, the title polymer exhibits fluorescence, with emissions at 334 and 350 nm in the solid state at room temperature.

Computing details

Data collection: CrystalClear (Rigaku/MSC, 2004); cell refinement: CrystalClear (Rigaku/MSC, 2004); data reduction: CrystalClear (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: publCIF (Westrip, 2010).

catena-Poly[[[bis{1-[(1H-benzimidazol-2-yl)methyl]-1H-tetrazole-κN³}zinc(II)]-µ-hexane-1,6-dicarboxylato-κ⁴O¹,O^1':O⁶,O^6'] monohydrate]

Crystal data

[Zn(C6H8O4)(C9H8N6)2]·H2O	Dx = 1.535 Mg m^−3
Mr = 627.94	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pbcn	Cell parameters from 5974 reflections
a = 13.861 (3) Å	θ = 2.2–27.9°
b = 10.521 (2) Å	µ = 0.96 mm^−1
c = 18.634 (4) Å	T = 293 K
V = 2717.4 (10) Å^3	Prism, colourless
Z = 4	0.20 × 0.18 × 0.15 mm
F(000) = 1296

Data collection

Rigaku Saturn diffractometer	2673 independent reflections
Radiation source: fine-focus sealed tube	2546 reflections with I > 2σ(I)
Detector resolution: 28.5714 pixels mm^-1	Rint = 0.042
ω scans	θmax = 26.0°, θmin = 2.4°
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2004)	h = −17→17
Tmin = 0.925, Tmax = 1.000	k = −12→12
27831 measured reflections	l = −21→22

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.052	H-atom parameters constrained
wR(F^2) = 0.123	w = 1/[σ^2(Fo^2) + (0.0507P)^2 + 1.5835P] where P = (Fo^2 + 2Fc^2)/3
S = 1.27	(Δ/σ)max < 0.001
2673 reflections	Δρmax = 0.47 e Å^−3
191 parameters	Δρmin = −0.48 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Zn1	0.0000	1.10000 (4)	0.2500	0.03440 (18)
N1	−0.10741 (16)	1.2218 (2)	0.28389 (13)	0.0388 (5)
N2	−0.24873 (17)	1.3079 (2)	0.31075 (13)	0.0448 (6)
H2C	−0.3101	1.3200	0.3115	0.054*
N3	−0.24810 (17)	1.1944 (2)	0.14836 (13)	0.0403 (6)
N4	−0.2494 (2)	1.3216 (3)	0.14053 (17)	0.0606 (8)
N5	−0.2430 (2)	1.3430 (3)	0.07250 (17)	0.0617 (8)
N6	−0.2370 (3)	1.2344 (3)	0.03558 (16)	0.0656 (8)
O1	0.04808 (14)	1.0331 (2)	0.34511 (10)	0.0429 (5)
O2	−0.07653 (17)	0.9220 (2)	0.31186 (12)	0.0555 (6)
C1	−0.2400 (3)	1.1446 (3)	0.0840 (2)	0.0611 (10)
H1A	−0.2370	1.0580	0.0742	0.073*
C2	−0.2511 (2)	1.1349 (3)	0.21933 (18)	0.0445 (7)
H2A	−0.2191	1.0530	0.2177	0.053*
H2B	−0.3176	1.1213	0.2336	0.053*
C3	−0.2022 (2)	1.2187 (3)	0.27242 (16)	0.0382 (6)
C4	−0.0926 (2)	1.3222 (3)	0.33160 (15)	0.0427 (7)
C5	−0.0083 (3)	1.3704 (4)	0.3608 (2)	0.0592 (10)
H5A	0.0514	1.3341	0.3507	0.071*
C6	−0.0165 (3)	1.4738 (4)	0.4051 (2)	0.0720 (12)
H6A	0.0390	1.5095	0.4247	0.086*
C7	−0.1065 (3)	1.5270 (4)	0.4216 (2)	0.0702 (11)
H7A	−0.1091	1.5966	0.4523	0.084*
C8	−0.1904 (3)	1.4800 (3)	0.39408 (18)	0.0590 (9)
H8A	−0.2500	1.5155	0.4053	0.071*
C9	−0.1819 (2)	1.3760 (3)	0.34832 (16)	0.0436 (7)
C10	−0.0124 (2)	0.9458 (3)	0.35693 (16)	0.0404 (7)
C11	−0.0069 (3)	0.8708 (3)	0.4254 (2)	0.0544 (9)
H11A	0.0345	0.7977	0.4175	0.065*
H11B	−0.0708	0.8391	0.4367	0.065*
C12	0.0308 (3)	0.9436 (3)	0.48974 (17)	0.0550 (8)
H12A	0.0347	0.8862	0.5304	0.066*
H12B	0.0956	0.9731	0.4793	0.066*
O3	0.0000	0.6620 (8)	0.2500	0.167 (3)
H1W	−0.0475	0.7097	0.2605	0.200*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0317 (3)	0.0406 (3)	0.0309 (3)	0.000	0.00122 (17)	0.000
N1	0.0363 (13)	0.0432 (14)	0.0369 (13)	0.0039 (10)	0.0012 (10)	−0.0043 (11)
N2	0.0378 (13)	0.0474 (14)	0.0492 (15)	0.0102 (11)	0.0074 (11)	−0.0001 (12)
N3	0.0391 (13)	0.0326 (12)	0.0494 (14)	0.0046 (10)	−0.0050 (11)	−0.0020 (11)
N4	0.083 (2)	0.0375 (15)	0.0611 (19)	0.0088 (15)	−0.0078 (16)	0.0021 (13)
N5	0.086 (2)	0.0421 (15)	0.0573 (18)	0.0065 (15)	−0.0122 (15)	0.0043 (14)
N6	0.096 (2)	0.0489 (17)	0.0523 (18)	0.0061 (16)	−0.0028 (16)	0.0000 (14)
O1	0.0417 (11)	0.0481 (12)	0.0390 (11)	−0.0091 (10)	−0.0011 (9)	0.0058 (9)
O2	0.0506 (13)	0.0708 (16)	0.0450 (13)	−0.0227 (11)	−0.0008 (11)	0.0014 (11)
C1	0.091 (3)	0.0354 (17)	0.056 (2)	0.0050 (18)	−0.0009 (19)	−0.0032 (15)
C2	0.0386 (16)	0.0420 (16)	0.0529 (18)	−0.0027 (13)	0.0010 (14)	0.0045 (14)
C3	0.0377 (15)	0.0378 (15)	0.0391 (15)	0.0026 (12)	0.0035 (12)	0.0044 (12)
C4	0.0460 (17)	0.0443 (17)	0.0377 (15)	0.0027 (14)	0.0033 (12)	−0.0033 (13)
C5	0.052 (2)	0.072 (2)	0.054 (2)	−0.0040 (17)	−0.0024 (15)	−0.0194 (19)
C6	0.079 (3)	0.076 (3)	0.060 (2)	−0.016 (2)	−0.002 (2)	−0.021 (2)
C7	0.107 (3)	0.053 (2)	0.050 (2)	−0.005 (2)	0.012 (2)	−0.0170 (17)
C8	0.078 (3)	0.0498 (19)	0.0491 (19)	0.0132 (18)	0.0156 (18)	−0.0035 (16)
C9	0.0546 (19)	0.0399 (16)	0.0364 (16)	0.0062 (14)	0.0068 (14)	0.0026 (12)
C10	0.0428 (17)	0.0447 (16)	0.0337 (15)	−0.0034 (13)	0.0052 (12)	−0.0007 (13)
C11	0.070 (2)	0.0477 (19)	0.045 (2)	−0.0085 (16)	0.0038 (15)	0.0081 (15)
C12	0.067 (2)	0.062 (2)	0.0356 (17)	0.0069 (18)	0.0004 (15)	0.0113 (15)
O3	0.149 (7)	0.167 (7)	0.184 (8)	0.000	0.019 (5)	0.000

Geometric parameters (Å, º)

Zn1—O1	2.020 (2)	C2—C3	1.488 (4)
Zn1—O1^i	2.020 (2)	C2—H2A	0.9700
Zn1—N1^i	2.064 (2)	C2—H2B	0.9700
Zn1—N1	2.064 (2)	C4—C5	1.385 (5)
Zn1—O2^i	2.441 (2)	C4—C9	1.396 (4)
Zn1—O2	2.441 (2)	C5—C6	1.371 (6)
Zn1—C10^i	2.575 (3)	C5—H5A	0.9300
Zn1—C10	2.575 (3)	C6—C7	1.401 (6)
N1—C3	1.332 (4)	C6—H6A	0.9300
N1—C4	1.396 (4)	C7—C8	1.364 (6)
N2—C3	1.344 (4)	C7—H7A	0.9300
N2—C9	1.364 (4)	C8—C9	1.392 (4)
N2—H2C	0.8600	C8—H8A	0.9300
N3—C1	1.314 (4)	C10—C11	1.502 (5)
N3—N4	1.347 (4)	C11—C12	1.516 (5)
N3—C2	1.463 (4)	C11—H11A	0.9700
N4—N5	1.291 (4)	C11—H11B	0.9700
N5—N6	1.336 (4)	C12—C12^ii	1.511 (7)
N6—C1	1.307 (4)	C12—H12A	0.9700
O1—C10	1.263 (4)	C12—H12B	0.9700
O2—C10	1.248 (4)	O3—H1W	0.8501
C1—H1A	0.9300
O1—Zn1—O1^i	139.24 (12)	N3—C2—C3	109.6 (2)
O1—Zn1—N1^i	104.29 (9)	N3—C2—H2A	109.8
O1^i—Zn1—N1^i	100.71 (9)	C3—C2—H2A	109.8
O1—Zn1—N1	100.71 (9)	N3—C2—H2B	109.8
O1^i—Zn1—N1	104.29 (9)	C3—C2—H2B	109.8
N1^i—Zn1—N1	103.21 (14)	H2A—C2—H2B	108.2
O1—Zn1—O2^i	90.22 (8)	N1—C3—N2	111.8 (3)
O1^i—Zn1—O2^i	57.45 (8)	N1—C3—C2	124.8 (3)
N1^i—Zn1—O2^i	91.05 (9)	N2—C3—C2	123.2 (3)
N1—Zn1—O2^i	159.13 (9)	C5—C4—N1	130.6 (3)
O1—Zn1—O2	57.45 (8)	C5—C4—C9	120.8 (3)
O1^i—Zn1—O2	90.22 (8)	N1—C4—C9	108.6 (3)
N1^i—Zn1—O2	159.13 (9)	C6—C5—C4	117.2 (3)
N1—Zn1—O2	91.05 (9)	C6—C5—H5A	121.4
O2^i—Zn1—O2	79.83 (12)	C4—C5—H5A	121.4
O1—Zn1—C10^i	115.94 (9)	C5—C6—C7	121.5 (4)
O1^i—Zn1—C10^i	28.81 (9)	C5—C6—H6A	119.2
N1^i—Zn1—C10^i	96.10 (10)	C7—C6—H6A	119.2
N1—Zn1—C10^i	132.55 (9)	C8—C7—C6	122.1 (3)
O2^i—Zn1—C10^i	28.65 (8)	C8—C7—H7A	118.9
O2—Zn1—C10^i	84.90 (9)	C6—C7—H7A	118.9
O1—Zn1—C10	28.80 (9)	C7—C8—C9	116.3 (3)
O1^i—Zn1—C10	115.94 (9)	C7—C8—H8A	121.8
N1^i—Zn1—C10	132.55 (9)	C9—C8—H8A	121.8
N1—Zn1—C10	96.10 (10)	N2—C9—C8	132.1 (3)
O2^i—Zn1—C10	84.90 (9)	N2—C9—C4	105.9 (3)
O2—Zn1—C10	28.65 (8)	C8—C9—C4	122.0 (3)
C10^i—Zn1—C10	101.90 (14)	O2—C10—O1	120.1 (3)
C3—N1—C4	105.4 (2)	O2—C10—C11	120.2 (3)
C3—N1—Zn1	130.4 (2)	O1—C10—C11	119.8 (3)
C4—N1—Zn1	123.99 (19)	O2—C10—Zn1	69.70 (17)
C3—N2—C9	108.3 (2)	O1—C10—Zn1	50.39 (14)
C3—N2—H2C	125.9	C11—C10—Zn1	170.0 (2)
C9—N2—H2C	125.9	C10—C11—C12	115.1 (3)
C1—N3—N4	107.4 (3)	C10—C11—H11A	108.5
C1—N3—C2	131.1 (3)	C12—C11—H11A	108.5
N4—N3—C2	121.5 (3)	C10—C11—H11B	108.5
N5—N4—N3	106.2 (3)	C12—C11—H11B	108.5
N4—N5—N6	111.1 (3)	H11A—C11—H11B	107.5
C1—N6—N5	105.2 (3)	C12^ii—C12—C11	113.7 (4)
C10—O1—Zn1	100.81 (18)	C12^ii—C12—H12A	108.8
C10—O2—Zn1	81.65 (18)	C11—C12—H12A	108.8
N6—C1—N3	110.1 (3)	C12^ii—C12—H12B	108.8
N6—C1—H1A	124.9	C11—C12—H12B	108.8
N3—C1—H1A	124.9	H12A—C12—H12B	107.7
C1—N3—N4—N5	0.5 (4)	N1—C4—C5—C6	178.0 (4)
C2—N3—N4—N5	178.0 (3)	C9—C4—C5—C6	−1.3 (6)
N3—N4—N5—N6	−0.3 (4)	C4—C5—C6—C7	1.4 (7)
N4—N5—N6—C1	0.0 (4)	C5—C6—C7—C8	−0.7 (7)
N5—N6—C1—N3	0.3 (4)	C6—C7—C8—C9	−0.2 (6)
N4—N3—C1—N6	−0.5 (4)	C3—N2—C9—C8	177.9 (3)
C2—N3—C1—N6	−177.7 (3)	C3—N2—C9—C4	−0.9 (3)
C1—N3—C2—C3	145.4 (3)	C7—C8—C9—N2	−178.4 (3)
N4—N3—C2—C3	−31.5 (4)	C7—C8—C9—C4	0.2 (5)
C4—N1—C3—N2	−1.5 (3)	C5—C4—C9—N2	179.5 (3)
Zn1—N1—C3—N2	172.89 (19)	N1—C4—C9—N2	0.0 (3)
C4—N1—C3—C2	173.7 (3)	C5—C4—C9—C8	0.6 (5)
Zn1—N1—C3—C2	−12.0 (4)	N1—C4—C9—C8	−178.9 (3)
C9—N2—C3—N1	1.5 (3)	Zn1—O2—C10—O1	−1.9 (3)
C9—N2—C3—C2	−173.7 (3)	Zn1—O2—C10—C11	178.1 (3)
N3—C2—C3—N1	−83.7 (3)	Zn1—O1—C10—O2	2.3 (3)
N3—C2—C3—N2	90.9 (3)	Zn1—O1—C10—C11	−177.7 (3)
C3—N1—C4—C5	−178.5 (4)	O2—C10—C11—C12	−148.2 (3)
Zn1—N1—C4—C5	6.6 (5)	O1—C10—C11—C12	31.7 (5)
C3—N1—C4—C9	0.9 (3)	Zn1—C10—C11—C12	21.4 (15)
Zn1—N1—C4—C9	−173.92 (19)	C10—C11—C12—C12^ii	61.4 (5)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H1W···O2	0.85	2.46	3.153 (8)	139
N2—H2C···O2^iii	0.86	1.90	2.703 (3)	154

Symmetry code: (iii) −x−1/2, y+1/2, z.