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metal-organic compounds
Bis(nitrato-κO)[(S)-2-(pyrrolidin-2-yl)-1H-benzimidazole]cadmium(II)
aOrdered Matter Science Research Center, College of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096, People's Republic of China
*Correspondence e-mail: fudavid88@yahoo.com.cn
The title compound, [Cd(NO3)2(C11H13N3)2], was synthesized by hydrothermal reaction of Cd(NO3)2 and S-2-(pyrrolidin-2-yl)-1H-1,3-benzimidazole. The Cd atom lies on an inversion centre. The distorted octahedral Cd environment contains two planar trans-related N,N-chelating S-2-(pyrrolidin-2-yl)-1H-1,3-benzimidazole ligands in one plane and two monodentate nitrate ligands. N—H⋯O hydrogen bonds involving a nitrate O atom build up an infinite chain parallel to the a axis.
Related literature
For physical properties such as fluorescence and dielectric behaviors of metal–organic coordination compounds, see: Aminabhavi et al. (1986); Ye et al. (2008
).
Experimental
Crystal data
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Refinement
|
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Data collection: CrystalClear (Rigaku, 2005); cell CrystalClear; data reduction: CrystalClear program(s) used to solve structure: SHELXS97 (Sheldrick, 2008
); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008
); molecular graphics: SHELXTL (Sheldrick, 2008
); software used to prepare material for publication: SHELXTL.
Supporting information
10.1107/S1600536808006454/dn2315sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536808006454/dn2315Isup2.hkl
The homochiral ligand S-2-(pyrrolidin-2-yl)-1H-benzo[d]imidazole was synthesized by reaction of S-pyrrolidine-2-carboxylic acid and benzene-1,2-diamine according to the procedure described in the literature(Aminabhavi, et al.(1986)). A mixture of S-2-(pyrrolidin-2-yl)-1H-benzo[d]imidazole(0.1 mmol) and Cd(NO3)2 (0.1 mmol) and water (1 ml) sealed in a glass tube were maintained at 70 °C. Crystals suitable for X-ray analysis were obtained after 3 days.
Positional parameters of all the H atoms bonded to C or N atoms were calculated geometrically and were allowed to ride on the C atoms to which they are bonded, with Uiso(H) = 1.2Ueq(C or N).
Data collection: CrystalClear (Rigaku, 2005); cell
CrystalClear (Rigaku, 2005); data reduction: CrystalClear (Rigaku, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).[Cd(NO3)2(C11H12N3)2] | Z = 1 |
Mr = 610.91 | F(000) = 310 |
Triclinic, P1 | Dx = 1.674 Mg m−3 |
Hall symbol: -P1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.1487 (16) Å | Cell parameters from 2061 reflections |
b = 9.1459 (18) Å | θ = 3.3–27.5° |
c = 9.7439 (19) Å | µ = 0.96 mm−1 |
α = 111.67 (3)° | T = 293 K |
β = 112.32 (3)° | Prism, colorless |
γ = 93.80 (3)° | 0.12 × 0.10 × 0.06 mm |
V = 606.0 (2) Å3 |
Rigaku Mercury2 diffractometer | 2692 independent reflections |
Radiation source: fine-focus sealed tube | 2258 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.057 |
Detector resolution: 13.6612 pixels mm-1 | θmax = 27.3°, θmin = 3.3° |
CCD profile fitting scans | h = −10→10 |
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) | k = −11→11 |
Tmin = 0.889, Tmax = 0.944 | l = −12→12 |
6172 measured reflections |
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)] = 0.053 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.114 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0464P)2 + 0.245P] where P = (Fo2 + 2Fc2)/3 |
2692 reflections | (Δ/σ)max < 0.001 |
169 parameters | Δρmax = 0.69 e Å−3 |
0 restraints | Δρmin = −0.45 e Å−3 |
[Cd(NO3)2(C11H12N3)2] | γ = 93.80 (3)° |
Mr = 610.91 | V = 606.0 (2) Å3 |
Triclinic, P1 | Z = 1 |
a = 8.1487 (16) Å | Mo Kα radiation |
b = 9.1459 (18) Å | µ = 0.96 mm−1 |
c = 9.7439 (19) Å | T = 293 K |
α = 111.67 (3)° | 0.12 × 0.10 × 0.06 mm |
β = 112.32 (3)° |
Rigaku Mercury2 diffractometer | 2692 independent reflections |
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) | 2258 reflections with I > 2σ(I) |
Tmin = 0.889, Tmax = 0.944 | Rint = 0.057 |
6172 measured reflections |
R[F2 > 2σ(F2)] = 0.053 | 0 restraints |
wR(F2) = 0.114 | H-atom parameters constrained |
S = 1.07 | Δρmax = 0.69 e Å−3 |
2692 reflections | Δρmin = −0.45 e Å−3 |
169 parameters |
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 | ||
Cd1 | 0.0000 | 0.5000 | 0.0000 | 0.03774 (18) | |
O1 | 0.1413 (6) | 0.8668 (6) | −0.0027 (6) | 0.0919 (14) | |
O2 | 0.2395 (5) | 0.7989 (5) | −0.1864 (5) | 0.0701 (11) | |
O3 | 0.1342 (6) | 0.6144 (5) | −0.1353 (5) | 0.0730 (11) | |
N4 | 0.1714 (5) | 0.7596 (6) | −0.1065 (5) | 0.0503 (10) | |
N3 | 0.0853 (6) | 0.2624 (5) | −0.1240 (5) | 0.0585 (11) | |
H3B | 0.0050 | 0.1820 | −0.1322 | 0.070* | |
N2 | 0.2902 (4) | 0.5267 (4) | 0.1908 (4) | 0.0376 (8) | |
N1 | 0.5347 (5) | 0.4236 (5) | 0.2503 (5) | 0.0470 (9) | |
H1A | 0.6040 | 0.3577 | 0.2384 | 0.056* | |
C3 | 0.5789 (7) | 0.8578 (6) | 0.6093 (6) | 0.0557 (13) | |
H3A | 0.5818 | 0.9564 | 0.6869 | 0.067* | |
C5 | 0.7348 (6) | 0.6476 (6) | 0.5341 (5) | 0.0453 (11) | |
H5A | 0.8365 | 0.6041 | 0.5576 | 0.054* | |
C6 | 0.5793 (6) | 0.5690 (5) | 0.3855 (5) | 0.0376 (9) | |
C4 | 0.7314 (7) | 0.7920 (6) | 0.6443 (6) | 0.0522 (12) | |
H4A | 0.8331 | 0.8476 | 0.7448 | 0.063* | |
C7 | 0.3627 (6) | 0.4036 (6) | 0.1402 (5) | 0.0444 (11) | |
C2 | 0.4236 (6) | 0.7797 (6) | 0.4619 (6) | 0.0487 (11) | |
H2A | 0.3221 | 0.8238 | 0.4398 | 0.058* | |
C8 | 0.2668 (7) | 0.2502 (6) | −0.0174 (6) | 0.0524 (12) | |
H8A | 0.2472 | 0.1603 | 0.0108 | 0.063* | |
C10 | 0.2213 (6) | 0.1190 (6) | −0.2943 (6) | 0.0543 (13) | |
H10A | 0.2635 | 0.1286 | −0.3719 | 0.065* | |
H10B | 0.1804 | 0.0053 | −0.3229 | 0.065* | |
C9 | 0.3685 (7) | 0.2075 (8) | −0.1197 (6) | 0.0741 (18) | |
H9A | 0.4472 | 0.1382 | −0.0909 | 0.089* | |
H9B | 0.4424 | 0.3042 | −0.1055 | 0.089* | |
C11 | 0.0726 (9) | 0.2075 (9) | −0.2880 (6) | 0.085 (2) | |
H11A | 0.0886 | 0.2992 | −0.3131 | 0.102* | |
H11B | −0.0463 | 0.1356 | −0.3678 | 0.102* | |
C1 | 0.4241 (6) | 0.6332 (5) | 0.3478 (5) | 0.0360 (9) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.0274 (3) | 0.0437 (3) | 0.0305 (3) | 0.00864 (18) | 0.00878 (18) | 0.00795 (19) |
O1 | 0.084 (3) | 0.095 (3) | 0.080 (3) | 0.020 (3) | 0.050 (3) | 0.005 (3) |
O2 | 0.073 (3) | 0.080 (3) | 0.092 (3) | 0.040 (2) | 0.048 (2) | 0.057 (2) |
O3 | 0.074 (3) | 0.077 (3) | 0.092 (3) | 0.021 (2) | 0.050 (2) | 0.045 (2) |
N4 | 0.032 (2) | 0.071 (3) | 0.046 (2) | 0.022 (2) | 0.0137 (18) | 0.024 (2) |
N3 | 0.043 (2) | 0.060 (3) | 0.048 (2) | 0.012 (2) | 0.016 (2) | 0.003 (2) |
N2 | 0.0310 (19) | 0.044 (2) | 0.0297 (17) | 0.0114 (15) | 0.0110 (15) | 0.0098 (15) |
N1 | 0.039 (2) | 0.060 (3) | 0.044 (2) | 0.0233 (18) | 0.0198 (18) | 0.0208 (19) |
C3 | 0.054 (3) | 0.051 (3) | 0.040 (3) | 0.009 (2) | 0.011 (2) | 0.008 (2) |
C5 | 0.034 (2) | 0.060 (3) | 0.041 (2) | 0.015 (2) | 0.010 (2) | 0.027 (2) |
C6 | 0.036 (2) | 0.044 (2) | 0.032 (2) | 0.0081 (18) | 0.0126 (19) | 0.0183 (19) |
C4 | 0.044 (3) | 0.060 (3) | 0.034 (2) | 0.005 (2) | 0.004 (2) | 0.016 (2) |
C7 | 0.043 (3) | 0.054 (3) | 0.035 (2) | 0.017 (2) | 0.017 (2) | 0.018 (2) |
C2 | 0.039 (3) | 0.054 (3) | 0.044 (3) | 0.019 (2) | 0.014 (2) | 0.015 (2) |
C8 | 0.050 (3) | 0.055 (3) | 0.044 (3) | 0.020 (2) | 0.017 (2) | 0.015 (2) |
C10 | 0.046 (3) | 0.065 (3) | 0.036 (3) | 0.017 (2) | 0.016 (2) | 0.007 (2) |
C9 | 0.044 (3) | 0.108 (5) | 0.038 (3) | 0.023 (3) | 0.013 (2) | 0.002 (3) |
C11 | 0.081 (4) | 0.113 (5) | 0.034 (3) | 0.062 (4) | 0.016 (3) | 0.008 (3) |
C1 | 0.031 (2) | 0.044 (2) | 0.033 (2) | 0.0113 (18) | 0.0107 (18) | 0.0181 (19) |
Cd1—N2i | 2.314 (3) | C3—H3A | 0.9300 |
Cd1—N2 | 2.314 (3) | C5—C4 | 1.370 (7) |
Cd1—N3i | 2.359 (4) | C5—C6 | 1.391 (6) |
Cd1—N3 | 2.359 (4) | C5—H5A | 0.9300 |
Cd1—O3 | 2.448 (4) | C6—C1 | 1.409 (6) |
Cd1—O3i | 2.448 (4) | C4—H4A | 0.9300 |
O1—N4 | 1.238 (5) | C7—C8 | 1.513 (7) |
O2—N4 | 1.245 (5) | C2—C1 | 1.391 (6) |
O3—N4 | 1.241 (5) | C2—H2A | 0.9300 |
N3—C11 | 1.447 (7) | C8—C9 | 1.488 (7) |
N3—C8 | 1.490 (6) | C8—H8A | 0.9800 |
N3—H3B | 0.9100 | C10—C11 | 1.509 (7) |
N2—C7 | 1.327 (6) | C10—C9 | 1.514 (7) |
N2—C1 | 1.403 (5) | C10—H10A | 0.9700 |
N1—C7 | 1.352 (6) | C10—H10B | 0.9700 |
N1—C6 | 1.384 (6) | C9—H9A | 0.9700 |
N1—H1A | 0.8600 | C9—H9B | 0.9700 |
C3—C2 | 1.385 (7) | C11—H11A | 0.9700 |
C3—C4 | 1.397 (7) | C11—H11B | 0.9700 |
N2i—Cd1—N2 | 180.00 (18) | N1—C6—C1 | 105.2 (4) |
N2i—Cd1—N3i | 75.24 (13) | C5—C6—C1 | 122.3 (4) |
N2—Cd1—N3i | 104.76 (13) | C5—C4—C3 | 121.6 (4) |
N2i—Cd1—N3 | 104.76 (13) | C5—C4—H4A | 119.2 |
N2—Cd1—N3 | 75.24 (13) | C3—C4—H4A | 119.2 |
N3i—Cd1—N3 | 180.0 | N2—C7—N1 | 112.7 (4) |
N2i—Cd1—O3 | 90.22 (13) | N2—C7—C8 | 125.9 (4) |
N2—Cd1—O3 | 89.78 (13) | N1—C7—C8 | 121.4 (4) |
N3i—Cd1—O3 | 94.44 (15) | C3—C2—C1 | 117.9 (4) |
N3—Cd1—O3 | 85.56 (15) | C3—C2—H2A | 121.1 |
N2i—Cd1—O3i | 89.78 (13) | C1—C2—H2A | 121.1 |
N2—Cd1—O3i | 90.22 (13) | N3—C8—C9 | 106.3 (4) |
N3i—Cd1—O3i | 85.56 (15) | N3—C8—C7 | 111.2 (4) |
N3—Cd1—O3i | 94.44 (15) | C9—C8—C7 | 114.6 (5) |
O3—Cd1—O3i | 180.0 | N3—C8—H8A | 108.2 |
N4—O3—Cd1 | 126.5 (3) | C9—C8—H8A | 108.2 |
O1—N4—O3 | 122.5 (5) | C7—C8—H8A | 108.2 |
O1—N4—O2 | 118.7 (5) | C11—C10—C9 | 101.8 (4) |
O3—N4—O2 | 118.9 (4) | C11—C10—H10A | 111.4 |
C11—N3—C8 | 107.4 (4) | C9—C10—H10A | 111.4 |
C11—N3—Cd1 | 122.4 (4) | C11—C10—H10B | 111.4 |
C8—N3—Cd1 | 113.9 (3) | C9—C10—H10B | 111.4 |
C11—N3—H3B | 103.7 | H10A—C10—H10B | 109.3 |
C8—N3—H3B | 103.7 | C8—C9—C10 | 104.6 (4) |
Cd1—N3—H3B | 103.7 | C8—C9—H9A | 110.8 |
C7—N2—C1 | 105.2 (3) | C10—C9—H9A | 110.8 |
C7—N2—Cd1 | 113.3 (3) | C8—C9—H9B | 110.8 |
C1—N2—Cd1 | 141.5 (3) | C10—C9—H9B | 110.8 |
C7—N1—C6 | 107.9 (4) | H9A—C9—H9B | 108.9 |
C7—N1—H1A | 126.1 | N3—C11—C10 | 107.5 (4) |
C6—N1—H1A | 126.1 | N3—C11—H11A | 110.2 |
C2—C3—C4 | 121.5 (5) | C10—C11—H11A | 110.2 |
C2—C3—H3A | 119.2 | N3—C11—H11B | 110.2 |
C4—C3—H3A | 119.2 | C10—C11—H11B | 110.2 |
C4—C5—C6 | 117.0 (4) | H11A—C11—H11B | 108.5 |
C4—C5—H5A | 121.5 | C2—C1—N2 | 131.3 (4) |
C6—C5—H5A | 121.5 | C2—C1—C6 | 119.7 (4) |
N1—C6—C5 | 132.5 (4) | N2—C1—C6 | 109.0 (4) |
N2i—Cd1—O3—N4 | 88.5 (4) | C2—C3—C4—C5 | 0.3 (8) |
N2—Cd1—O3—N4 | −91.5 (4) | C1—N2—C7—N1 | −1.5 (5) |
N3i—Cd1—O3—N4 | 13.3 (4) | Cd1—N2—C7—N1 | 177.7 (3) |
N3—Cd1—O3—N4 | −166.7 (4) | C1—N2—C7—C8 | 175.2 (5) |
O3i—Cd1—O3—N4 | −136 (100) | Cd1—N2—C7—C8 | −5.6 (6) |
Cd1—O3—N4—O1 | −0.9 (6) | C6—N1—C7—N2 | 1.2 (5) |
Cd1—O3—N4—O2 | −179.9 (3) | C6—N1—C7—C8 | −175.7 (4) |
N2i—Cd1—N3—C11 | 51.1 (5) | C4—C3—C2—C1 | −0.6 (8) |
N2—Cd1—N3—C11 | −128.9 (5) | C11—N3—C8—C9 | 7.3 (6) |
N3i—Cd1—N3—C11 | 137 (16) | Cd1—N3—C8—C9 | −131.4 (4) |
O3—Cd1—N3—C11 | −38.0 (5) | C11—N3—C8—C7 | 132.7 (5) |
O3i—Cd1—N3—C11 | 142.0 (5) | Cd1—N3—C8—C7 | −6.0 (5) |
N2i—Cd1—N3—C8 | −177.1 (3) | N2—C7—C8—N3 | 8.1 (7) |
N2—Cd1—N3—C8 | 2.9 (3) | N1—C7—C8—N3 | −175.4 (4) |
N3i—Cd1—N3—C8 | −91 (16) | N2—C7—C8—C9 | 128.7 (5) |
O3—Cd1—N3—C8 | 93.8 (4) | N1—C7—C8—C9 | −54.9 (7) |
O3i—Cd1—N3—C8 | −86.2 (4) | N3—C8—C9—C10 | −26.8 (6) |
N2i—Cd1—N2—C7 | 61 (100) | C7—C8—C9—C10 | −150.1 (5) |
N3i—Cd1—N2—C7 | −178.9 (3) | C11—C10—C9—C8 | 35.0 (7) |
N3—Cd1—N2—C7 | 1.1 (3) | C8—N3—C11—C10 | 15.2 (7) |
O3—Cd1—N2—C7 | −84.3 (3) | Cd1—N3—C11—C10 | 149.7 (4) |
O3i—Cd1—N2—C7 | 95.7 (3) | C9—C10—C11—N3 | −31.1 (7) |
N2i—Cd1—N2—C1 | −120 (100) | C3—C2—C1—N2 | 179.7 (5) |
N3i—Cd1—N2—C1 | −0.1 (5) | C3—C2—C1—C6 | 0.5 (7) |
N3—Cd1—N2—C1 | 179.9 (5) | C7—N2—C1—C2 | −178.0 (5) |
O3—Cd1—N2—C1 | 94.5 (5) | Cd1—N2—C1—C2 | 3.2 (8) |
O3i—Cd1—N2—C1 | −85.5 (5) | C7—N2—C1—C6 | 1.3 (5) |
C7—N1—C6—C5 | 178.6 (5) | Cd1—N2—C1—C6 | −177.6 (3) |
C7—N1—C6—C1 | −0.3 (5) | N1—C6—C1—C2 | 178.8 (4) |
C4—C5—C6—N1 | −178.7 (5) | C5—C6—C1—C2 | −0.3 (7) |
C4—C5—C6—C1 | 0.0 (7) | N1—C6—C1—N2 | −0.6 (5) |
C6—C5—C4—C3 | −0.1 (7) | C5—C6—C1—N2 | −179.6 (4) |
Symmetry code: (i) −x, −y+1, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
N3—H3B···O1i | 0.91 | 2.21 | 2.975 (7) | 141 |
N1—H1A···O2ii | 0.86 | 2.03 | 2.889 (5) | 174 |
Symmetry codes: (i) −x, −y+1, −z; (ii) −x+1, −y+1, −z. |
Experimental details
Crystal data | |
Chemical formula | [Cd(NO3)2(C11H12N3)2] |
Mr | 610.91 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 8.1487 (16), 9.1459 (18), 9.7439 (19) |
α, β, γ (°) | 111.67 (3), 112.32 (3), 93.80 (3) |
V (Å3) | 606.0 (2) |
Z | 1 |
Radiation type | Mo Kα |
µ (mm−1) | 0.96 |
Crystal size (mm) | 0.12 × 0.10 × 0.06 |
Data collection | |
Diffractometer | Rigaku Mercury2 diffractometer |
Absorption correction | Multi-scan (CrystalClear; Rigaku, 2005) |
Tmin, Tmax | 0.889, 0.944 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 6172, 2692, 2258 |
Rint | 0.057 |
(sin θ/λ)max (Å−1) | 0.644 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.053, 0.114, 1.07 |
No. of reflections | 2692 |
No. of parameters | 169 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.69, −0.45 |
Computer programs: CrystalClear (Rigaku, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
N3—H3B···O1i | 0.91 | 2.21 | 2.975 (7) | 140.7 |
N1—H1A···O2ii | 0.86 | 2.03 | 2.889 (5) | 173.9 |
Symmetry codes: (i) −x, −y+1, −z; (ii) −x+1, −y+1, −z. |
Acknowledgements
This work was supported by a Start-up Grant from Southeast University to Professor Ren-Gen Xiong.
References
Aminabhavi, T. M., Biradar, N. S. & Patil, S. B. (1986). Inorg. Chim. Acta, 125, 125–128. CrossRef CAS Web of Science Google Scholar
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Ye, Q., Zhao, H., Qu, Z.-R., Ye, H.-Y. & Xiong, R.-G. (2008). Chem. Soc. Rev. 37, 84–100. Web of Science CrossRef PubMed Google Scholar
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Metal-organic coordination compounds provide a class of complexes displaying interesting chemical and physical properties such as fluorescence and dielectric behaviors (Aminabhavi et al., 1986; Ye et al., 2008). There has been very strong interest in employing crystal-engineering strategies to generate desirable materials by the hydrothermal reaction. Here we report the synthesis and crystal structure of the title compound Nitrate-(S-2-(pyrrolidin-2-yl)-1H-benzo[d]imidazole)-Cadmium).
In the title compound, the cadmium atom lies on an inversion centre. The distorted octahedral Cd environment contains two planar trans-related N,N-chelating S-2-(pyrrolidin-2-yl)-1H-benzo imidazole in one plane and two monodentate nitrate (Fig. 1). N—H···O hydrogen bonds involving one O atom of the nitrate build up an infinite chain developing parallel to the a axis (Table 1).