catena-Poly[(chloridozinc)-μ-5-(1-methyl-1H-benzimidazol-2-yl-κN(3))-1,2,3-triazol-1-ido-κ(2)N(1):N(3)].

In the title complex, [Zn(C(10)H(8)N(5))Cl](n), the Zn(II) ion is four-coordinated by one Cl atom and three N atoms from two in situ-generated deprotonated 5-(1-methyl-1H-benzimidazol-2-yl-κN(3))-1,2,3-triazol-1-ide ligands in a slightly distorted tetra-hedral geometry. The Zn(II) ions are bridged by the ligands, forming a helical chain along [001]. C-H⋯N and C-H⋯Cl hydrogen bonds and π-π inter-actions between the imidazole rings [centroid-centroid distance = 3.4244 (10) Å] assemble the chains into a three-dimensional supra-molecular network.

Related literature

For general background to hydro­thermal in situ reactions, see: Chen & Tong (2007 ▶); Zheng et al. (2009 ▶).

Experimental

Crystal data

[Zn(C10H8N5)Cl]

M = 299.03

Tetragonal,

a = 16.0822 (1) Å

c = 9.0114 (2) Å

V = 2330.68 (6) Å3

Z = 8

Mo Kα radiation

μ = 2.32 mm−1

T = 153 K

0.25 × 0.20 × 0.10 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.595, T max = 0.801

6487 measured reflections

2511 independent reflections

2242 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.024

wR(F 2) = 0.061

S = 1.05

2511 reflections

155 parameters

H-atom parameters constrained

Δρmax = 0.28 e Å−3

Δρmin = −0.32 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); 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, 1999 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Crystal structure: contains datablock(s) I, glogal. DOI: 10.1107/S1600536812012706/hy2526sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812012706/hy2526Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Zn(C10H8N5)Cl]	Dx = 1.704 Mg m−3
Mr = 299.03	Melting point: 178 K
Tetragonal, P42/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 4bc	Cell parameters from 3164 reflections
a = 16.0822 (1) Å	θ = 2.8–27.6°
c = 9.0114 (2) Å	µ = 2.32 mm−1
V = 2330.68 (6) Å3	T = 153 K
Z = 8	Block, yellow
F(000) = 1200	0.25 × 0.20 × 0.10 mm

Bruker APEXII CCD diffractometer	2511 independent reflections
Radiation source: fine-focus sealed tube	2242 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.022
φ and ω scans	θmax = 27.0°, θmin = 2.9°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −20→19
Tmin = 0.595, Tmax = 0.801	k = −20→11
6487 measured reflections	l = −11→9

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) = 0.061	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0248P)2 + 1.2538P] where P = (Fo2 + 2Fc2)/3
2511 reflections	(Δ/σ)max = 0.001
155 parameters	Δρmax = 0.28 e Å−3
0 restraints	Δρmin = −0.32 e Å−3

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	Uiso*/Ueq
Zn1	0.885173 (13)	0.359714 (13)	0.23661 (2)	0.01485 (8)
Cl1	0.98564 (3)	0.32498 (3)	0.08256 (5)	0.02279 (12)
N4	0.86431 (9)	0.22361 (10)	0.63125 (16)	0.0164 (3)
N1	0.89656 (9)	0.46000 (9)	0.37457 (16)	0.0150 (3)
N3	0.87375 (10)	0.29967 (9)	0.43575 (16)	0.0158 (3)
C3	0.88790 (11)	0.43874 (11)	0.51738 (19)	0.0143 (4)
N2	0.88891 (9)	0.50546 (9)	0.60836 (16)	0.0156 (3)
N5	0.86571 (10)	0.22235 (10)	0.48211 (16)	0.0174 (3)
C9	0.89630 (11)	0.57556 (11)	0.5191 (2)	0.0171 (4)
C10	0.87849 (13)	0.50517 (12)	0.7694 (2)	0.0224 (4)
H10A	0.8203	0.5044	0.7931	0.034*
H10B	0.9035	0.5542	0.8106	0.034*
H10C	0.9048	0.4567	0.8102	0.034*
C2	0.87783 (11)	0.35173 (11)	0.5545 (2)	0.0146 (4)
C4	0.90207 (11)	0.54619 (11)	0.3728 (2)	0.0164 (4)
C8	0.89762 (13)	0.65991 (12)	0.5530 (2)	0.0242 (4)
H8	0.8937	0.6790	0.6501	0.029*
C1	0.87145 (12)	0.30313 (11)	0.6796 (2)	0.0175 (4)
H1	0.8719	0.3212	0.7776	0.021*
C7	0.90506 (14)	0.71385 (13)	0.4342 (2)	0.0294 (5)
H7	0.9049	0.7708	0.4519	0.035*
C6	0.91287 (14)	0.68529 (13)	0.2877 (2)	0.0269 (5)
H6	0.9187	0.7237	0.2113	0.032*
C5	0.91205 (12)	0.60159 (12)	0.2543 (2)	0.0207 (4)
H5	0.9179	0.5828	0.1573	0.025*

	U11	U22	U33	U12	U13	U23
Zn1	0.01681 (12)	0.01827 (12)	0.00945 (12)	−0.00095 (8)	−0.00090 (8)	0.00094 (8)
Cl1	0.0229 (2)	0.0266 (2)	0.0189 (2)	−0.0002 (2)	0.00538 (18)	−0.00207 (19)
N4	0.0217 (8)	0.0182 (8)	0.0093 (7)	0.0009 (7)	0.0008 (6)	0.0005 (6)
N1	0.0151 (7)	0.0163 (7)	0.0136 (7)	−0.0006 (6)	−0.0009 (6)	0.0009 (6)
N3	0.0202 (8)	0.0158 (8)	0.0115 (7)	−0.0012 (6)	−0.0002 (6)	0.0006 (6)
C3	0.0120 (8)	0.0170 (9)	0.0139 (8)	−0.0010 (7)	−0.0004 (7)	−0.0008 (7)
N2	0.0168 (7)	0.0164 (7)	0.0137 (8)	−0.0026 (6)	−0.0004 (6)	−0.0006 (6)
N5	0.0232 (8)	0.0181 (8)	0.0108 (7)	−0.0002 (7)	−0.0002 (6)	0.0029 (6)
C9	0.0143 (9)	0.0185 (9)	0.0185 (9)	−0.0004 (7)	−0.0013 (7)	0.0023 (7)
C10	0.0319 (11)	0.0227 (10)	0.0126 (9)	−0.0054 (9)	0.0021 (8)	−0.0028 (7)
C2	0.0142 (8)	0.0177 (9)	0.0119 (9)	0.0005 (7)	−0.0002 (7)	−0.0022 (7)
C4	0.0127 (8)	0.0177 (9)	0.0187 (9)	−0.0018 (7)	−0.0018 (7)	0.0013 (7)
C8	0.0301 (11)	0.0202 (10)	0.0222 (10)	−0.0013 (9)	−0.0004 (9)	−0.0028 (8)
C1	0.0222 (9)	0.0181 (9)	0.0121 (8)	0.0004 (8)	0.0011 (7)	−0.0018 (7)
C7	0.0396 (13)	0.0161 (10)	0.0325 (12)	−0.0029 (9)	−0.0025 (10)	0.0010 (9)
C6	0.0338 (12)	0.0214 (10)	0.0253 (11)	−0.0045 (9)	−0.0019 (9)	0.0084 (9)
C5	0.0210 (10)	0.0228 (10)	0.0184 (10)	−0.0022 (8)	−0.0020 (8)	0.0040 (8)

Zn1—N4i	1.9920 (15)	C9—C8	1.391 (3)
Zn1—N1	2.0445 (15)	C9—C4	1.404 (3)
Zn1—N3	2.0461 (15)	C10—H10A	0.9600
Zn1—Cl1	2.2022 (5)	C10—H10B	0.9600
N4—N5	1.344 (2)	C10—H10C	0.9600
N4—C1	1.356 (2)	C2—C1	1.376 (3)
N4—Zn1ii	1.9920 (15)	C4—C5	1.400 (3)
N1—C3	1.339 (2)	C8—C7	1.383 (3)
N1—C4	1.389 (2)	C8—H8	0.9300
N3—N5	1.318 (2)	C1—H1	0.9300
N3—C2	1.360 (2)	C7—C6	1.403 (3)
C3—N2	1.351 (2)	C7—H7	0.9300
C3—C2	1.448 (2)	C6—C5	1.380 (3)
N2—C9	1.390 (2)	C6—H6	0.9300
N2—C10	1.461 (2)	C5—H5	0.9300
N4i—Zn1—N1	109.83 (6)	N2—C10—H10B	109.5
N4i—Zn1—N3	110.90 (6)	H10A—C10—H10B	109.5
N1—Zn1—N3	81.20 (6)	N2—C10—H10C	109.5
N4i—Zn1—Cl1	110.69 (5)	H10A—C10—H10C	109.5
N1—Zn1—Cl1	121.17 (4)	H10B—C10—H10C	109.5
N3—Zn1—Cl1	119.94 (5)	N3—C2—C1	106.92 (16)
N5—N4—C1	109.51 (15)	N3—C2—C3	114.77 (16)
N5—N4—Zn1ii	117.63 (12)	C1—C2—C3	138.31 (17)
C1—N4—Zn1ii	132.73 (12)	N1—C4—C5	130.65 (18)
C3—N1—C4	105.82 (15)	N1—C4—C9	108.71 (16)
C3—N1—Zn1	111.95 (12)	C5—C4—C9	120.64 (17)
C4—N1—Zn1	141.79 (12)	C7—C8—C9	116.31 (18)
N5—N3—C2	109.65 (14)	C7—C8—H8	121.8
N5—N3—Zn1	137.05 (12)	C9—C8—H8	121.8
C2—N3—Zn1	113.26 (12)	N4—C1—C2	106.21 (16)
N1—C3—N2	112.29 (16)	N4—C1—H1	126.9
N1—C3—C2	118.70 (16)	C2—C1—H1	126.9
N2—C3—C2	128.99 (16)	C8—C7—C6	122.04 (19)
C3—N2—C9	107.11 (15)	C8—C7—H7	119.0
C3—N2—C10	126.80 (16)	C6—C7—H7	119.0
C9—N2—C10	125.97 (16)	C5—C6—C7	121.60 (19)
N3—N5—N4	107.71 (14)	C5—C6—H6	119.2
N2—C9—C8	131.72 (17)	C7—C6—H6	119.2
N2—C9—C4	106.03 (16)	C6—C5—C4	117.12 (18)
C8—C9—C4	122.24 (17)	C6—C5—H5	121.4
N2—C10—H10A	109.5	C4—C5—H5	121.4

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1···N5iii	0.93	2.49	3.274 (2)	142
C10—H10B···Cl1iv	0.96	2.81	3.744 (2)	165

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C1—H1⋯N5i	0.93	2.49	3.274 (2)	142
C10—H10B⋯Cl1ii	0.96	2.81	3.744 (2)	165

Symmetry codes: (i) ; (ii) .