J Chem Crystallogr (2011) 41:806–810
807
Scheme 1
into 20 mL 4 mol L-1 Hcl. After refluxing for 8 h, the
mixture was cooled and placed in an ice bath, 6 mol L-1
NH3ꢀH2O was added dropwise, then a white solid compound
Tmbz (Tmbz = 1H-1,2,4-triazole-1-methylene-1H-benzi-
midazole) was collected by filtration and washed with a
small amount of water. Yield: 0.92 g (92.3%). IR (KBr):
3137 (vs), 1619 (w), 1508 (s), 1454 (s), 1272 (s), 1020 (s),
carried out on a VxRio EL Instrument. The luminescence
spectrum was measured by LS-55 (PE USA Inc) fluores-
cence spectrophotometer in the solid state measured at
room temperature. Cyclic voltammetry measurements were
performed using Chi660 (The United States CHI) voltam-
metric analyzer, a three electrode arrangement made up of
a glassy carbon working electrode, a platinum wire auxil-
iary electrode and a Ag/AgCl reference electrode was used
in water containing 0.05 mol L-1 KCl at scan rates of
1
751 (s). H NMR (400 MHz, CDCl3) dppm: 8.28 (s, Htrz,
1H), 8.09 (s, Htrz, 1H), 7.61 (s, –NH–, 1H), 7.31–7.28 (m,
1
Hph, 4H), 5.67 (s, –CH2–, 2H).
100 mV s-1. HNMR spectra were measured on a MER-
CRY plus 400 (The United States VARIAN) spectrometer
in CDCl3 and DMSO-d6.
Synthesis of HL
Crystallographic data for the complex [AgL]n is shown in
Table 1. Diffraction intensity data were collected on a Bru-
ker SMART APEX II diffractometer at 294 K with graphite-
To the 3.0 mL DMF solution of K2CO3 0.7 g (5.0 mmol),
Tmbz 1.0 g (5.0 mmol), KI 0.05 g (0.3 mmol), PEG-600
1.0 mL, 0.6 g (5.0 mmol) ClCH2COOC2H5 were added
with stirring. The mixture was refluxed for 8 h, then cooled
to room temperature, 2.7 g 20% of NaOH solution was
added slowly to the liquid with stirring, refluxed for 2 h
and got to the environment of ice cold water, 12 mol L-1
Hcl was added slowly, then a white solid HL (HL = 1H-
1,2,4-triazole-1-methylene-1H-benzimidazole-1-acetic acid)
was collected by filtration and washed with a small amount
of water. Yield: 1.06 g (82.5%). IR (KBr): 3433 (m), 3104
(s), 1716 (s), 1616 (w), 1472 (s), 1237 (vs), 1140 (s), 746 (s).
1H NMR (400 MHz, DMSO-d6) dppm: 13.24 (s, Hacid,
1H), 8.68 (s, Htrz, 1H), 7.98 (s, Htrz, 1H), 7.62–7.20 (m,
Hph, 4H), 5.78 (s, –CH2–, 2H), 5.27 (s, –CH2–, 2H).
˚
monochromated Mo Ka radiation (k = 0.71073 A) and the h
range for data collection was from 2.16 to 25.50°. A total of
6180 (2285 independent, Rint = 0.0231) reflections were
measured. An empirical absorption correction using SAD-
ABS was applied for the data. The structures were solved by
direct methods using the SHELXS-97 program. All non-
hydrogen atoms were refined anisotropically on F2 by full-
matrix least-square using all unique data, Goodness of-fit on
F2 was 1.064. Hydrogen atoms were included in idealized
positions with thermal parameters equivalent to 1.2 times
those of the atom to which they were attached determined by
single crystal X-ray diffraction.
Synthesis of [AgL]n
Results and Discussion
The colorless crystal of [AgL]n was obtained by the reac-
tion of AgClO4 and compound HL in the molar ratio of 1:2
mixed with 1 mL water and 5 mL EtOH under hydro-
thermal conditions at 160 °C for 3 days. Anal. Calc. for
C12H10N5AgO2: C, 19.23; H, 2.76; N, 39.58%. Found: C,
19.46; H, 2.63; N, 39.62%. IR (KBr): 3427 (s), 3125 (w),
1715 (w), 1620 (m), 1520 (m), 1104 (vs), 875 (m), 758 (m),
628 (m).
Structure Description of [AgL]n
Table 2 shows the selected bond lengths and angles rele-
vant to the silver coordination spheres. The perspective
view of the complex [AgL]n is given in Fig. 1, together
with the atom numbering scheme. The single crystal X-ray
analysis reveals that complex [AgL]n is attributed with a
two-dimensional network along the b and c directions. The
environment around each silver center shows a distorted
tetrahedral coordination geometry composed of two O
donors and two N donors from four distinct L- ligands
Physical Measurements
˚
with Ag–O bond lengths of 2.468(2) and 2.612(2) A, Ag–N
˚
bond lengths of 2.190(2) and 2.233(2) A, and the bond
IR spectra were recorded on an FTS 3000 (the United
States DIGILAB) spectrometer as KBr pellets in the range
4000–400 cm-1. Elemental analyses of C, H, and N were
angles around the Ag(I) center range from 79.70(63) to
158.02(7)°. All these bond parameters are in the normal
123