Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807029753/dn2198sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807029753/dn2198Isup2.hkl |
CCDC reference: 657762
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean (C-C) = 0.003 Å
- R factor = 0.049
- wR factor = 0.150
- Data-to-parameter ratio = 19.6
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT230_ALERT_2_B Hirshfeld Test Diff for C12 - C13 .. 7.43 su
Alert level C DIFMX01_ALERT_2_C The maximum difference density is > 0.1*ZMAX*0.75 _refine_diff_density_max given = 0.634 Test value = 0.600 DIFMX02_ALERT_1_C The maximum difference density is > 0.1*ZMAX*0.75 The relevant atom site should be identified. PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.79 PLAT097_ALERT_2_C Maximum (Positive) Residual Density ............ 0.63 e/A PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.77 Ratio
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 5 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
With a solution of 11.10–3 mole of the 1,5-benzodiazepine-2,4-dione in 60 ml of dimethylformamide, one adds 33. 10–3 mole of potassium carbonate, 11. 10–3 mole of the di-chloro tetraethylene glycol and 6 10–3 mole of tetra-n-butylammonium bromide. Under agitation, the mixture is heated at a temperature between 80 and 90°C during 24 h. After filtration of salts, the filtrate is concentrated under reduced pressure (1.10–2 m mH g). The compound is purified by silica gel column chromatography (eluant/chloroform/methanol: 95/5).
All H atoms were fixed geometrically and treated as riding with C—H = 0.93 Å (aromatic) or 0.97 Å (methylene) with = Uiso(H) = 1.2Ueq(C).
Since the pioneering work of Pederson (Pedersen, 1967), extensive research has been devoted to the preparation and study of the macrocyclic polyethers properties. Several types of ligands have been synthesized to enhance the stability of the cation-ligand complex and to achieve better selectivity (Izatt et al., 1991; Izatt et al., 1995; Veggel et al., 1991; Rothermel et al. 1992; Basak et al., 1998). These last years, research was focused on the synthesis of macrocycles being able to have potential applications in different fields such as the ionic and molecular recognition (Dietrich et al., 1991), chemical analysis (Cram & Ho, 1986), the extraction and the metal elements transport through pecific membranes (Izatt et al., 1987; Costero & Rodriguez, 1992; Chang et al., 1986, Bürger & Seebach, 1994). In addition, from a reactional point of view, this type of compound is used as well in the supramolecular catalysis (Sam & Simmons, 1972; Liotta & Harris, 1974) or in the separation of the pairs of ions while behaving as base (Takaki et al., 1972; Bourgoin et al., 1975). In this context, we prepared the 2,4-dioxo-1,5 benzodizepino-15-crown-3, obtained by condensation of the dichlorotetraethlene-glycol with the 1,5-benzodiazepine-2,4-dione by phase transfer catalysis conditions (Keïta et al., 2003; Lazrak et al., 2004)using dimethylformamide as solvent. (I).
The molecular structure of (I) is built up from a benzodiazepine fragment and a crown ether as a a spacer (Fig. 1). The bond lengths and angles are within the expected range for similar structures deposited in the Cambridge Structural Database, Version 5.27, 2006(Allen, 2002). The crystal structure is stabilized by Van der Waals forces.
For related literature, see: Allen (2002); Bürger & Seebach (1994); Basak & Shain (1998); Bourgoin et al. (1975); Chang et al. (1986); Costero & Rodriguez (1992); Cram & Ho (1986); Dietrich et al. (1991); Izatt et al. (1987, 1991, 1995); Keïta et al. (2003); Lazrak et al. (2004); Liotta & Harris (1974); Pedersen (1967); Rothermel et al. (1992); Sam & Simmons (1972); Takaki et al. (1972); Veggel et al. (1991).
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
C17H22N2O5 | F(000) = 712 |
Mr = 334.37 | Dx = 1.327 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 8091 reflections |
a = 11.786 (3) Å | θ = 2.3–22.2° |
b = 8.092 (2) Å | µ = 0.10 mm−1 |
c = 18.062 (5) Å | T = 296 K |
β = 103.692 (17)° | Block, colourless |
V = 1673.8 (8) Å3 | 0.25 × 0.19 × 0.05 mm |
Z = 4 |
Bruker SMART CCD area-detector diffractometer | 4249 independent reflections |
Radiation source: fine-focus sealed tube | 2847 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.056 |
φ and ω scans | θmax = 28.6°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Bruker, 1998) | h = −15→15 |
Tmin = 0.950, Tmax = 0.994 | k = −10→10 |
58268 measured reflections | l = −24→24 |
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)] = 0.049 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.151 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0687P)2 + 0.6508P] where P = (Fo2 + 2Fc2)/3 |
4249 reflections | (Δ/σ)max < 0.001 |
217 parameters | Δρmax = 0.63 e Å−3 |
0 restraints | Δρmin = −0.23 e Å−3 |
C17H22N2O5 | V = 1673.8 (8) Å3 |
Mr = 334.37 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 11.786 (3) Å | µ = 0.10 mm−1 |
b = 8.092 (2) Å | T = 296 K |
c = 18.062 (5) Å | 0.25 × 0.19 × 0.05 mm |
β = 103.692 (17)° |
Bruker SMART CCD area-detector diffractometer | 4249 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 1998) | 2847 reflections with I > 2σ(I) |
Tmin = 0.950, Tmax = 0.994 | Rint = 0.056 |
58268 measured reflections |
R[F2 > 2σ(F2)] = 0.049 | 0 restraints |
wR(F2) = 0.151 | H-atom parameters constrained |
S = 1.02 | Δρmax = 0.63 e Å−3 |
4249 reflections | Δρmin = −0.23 e Å−3 |
217 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 | ||
N1 | 0.20967 (11) | 0.18321 (16) | 0.97933 (8) | 0.0311 (3) | |
N2 | 0.30717 (12) | 0.48339 (16) | 0.93351 (8) | 0.0346 (3) | |
O1 | 0.33317 (11) | −0.01059 (14) | 0.95379 (9) | 0.0491 (4) | |
O2 | 0.46850 (13) | 0.39526 (18) | 0.89713 (9) | 0.0593 (4) | |
O3 | −0.03654 (12) | 0.00746 (18) | 0.84001 (8) | 0.0523 (4) | |
O4 | 0.11484 (14) | 0.5203 (2) | 0.78801 (8) | 0.0608 (4) | |
O5 | −0.02232 (14) | 0.2477 (2) | 0.71616 (9) | 0.0708 (5) | |
C1 | 0.10071 (17) | 0.4975 (3) | 1.09477 (11) | 0.0501 (5) | |
H1 | 0.0511 | 0.5030 | 1.1278 | 0.060* | |
C2 | 0.15493 (17) | 0.6394 (3) | 1.07702 (11) | 0.0494 (5) | |
H2 | 0.1443 | 0.7393 | 1.0999 | 0.059* | |
C3 | 0.12066 (15) | 0.3484 (2) | 1.06322 (9) | 0.0396 (4) | |
H3 | 0.0875 | 0.2525 | 1.0772 | 0.047* | |
C4 | 0.22434 (16) | 0.6323 (2) | 1.02571 (10) | 0.0420 (4) | |
H4 | 0.2614 | 0.7276 | 1.0148 | 0.050* | |
C5 | 0.19048 (13) | 0.3397 (2) | 1.01025 (9) | 0.0304 (3) | |
C6 | 0.24003 (14) | 0.4840 (2) | 0.98966 (9) | 0.0322 (3) | |
C7 | 0.40197 (14) | 0.3828 (2) | 0.93951 (10) | 0.0375 (4) | |
C8 | 0.31806 (14) | 0.12811 (19) | 0.97673 (10) | 0.0333 (4) | |
C9 | 0.41718 (13) | 0.2502 (2) | 0.99990 (11) | 0.0374 (4) | |
H9A | 0.4161 | 0.2991 | 1.0488 | 0.045* | |
H9B | 0.4914 | 0.1946 | 1.0046 | 0.045* | |
C10 | 0.10919 (14) | 0.0749 (2) | 0.94951 (10) | 0.0355 (4) | |
H10A | 0.0443 | 0.1072 | 0.9709 | 0.043* | |
H10B | 0.1296 | −0.0384 | 0.9645 | 0.043* | |
C11 | 0.07348 (16) | 0.0865 (3) | 0.86399 (11) | 0.0474 (5) | |
H11A | 0.0676 | 0.2013 | 0.8481 | 0.057* | |
H11B | 0.1308 | 0.0324 | 0.8416 | 0.057* | |
C12 | 0.28953 (19) | 0.6158 (2) | 0.87579 (11) | 0.0466 (5) | |
H12A | 0.3647 | 0.6648 | 0.8760 | 0.056* | |
H12B | 0.2413 | 0.7012 | 0.8904 | 0.056* | |
C13 | 0.2335 (2) | 0.5609 (3) | 0.79602 (13) | 0.0600 (6) | |
H13A | 0.2397 | 0.6486 | 0.7606 | 0.072* | |
H13B | 0.2747 | 0.4652 | 0.7834 | 0.072* | |
C14 | −0.0747 (2) | −0.0112 (3) | 0.75962 (13) | 0.0693 (7) | |
H14A | −0.1371 | −0.0923 | 0.7487 | 0.083* | |
H14B | −0.0105 | −0.0540 | 0.7402 | 0.083* | |
C15 | −0.1168 (2) | 0.1426 (4) | 0.71898 (15) | 0.0842 (9) | |
H15A | −0.1599 | 0.1168 | 0.6676 | 0.101* | |
H15B | −0.1693 | 0.1986 | 0.7447 | 0.101* | |
C16 | 0.0551 (3) | 0.5107 (3) | 0.70931 (13) | 0.0714 (7) | |
H16A | 0.1052 | 0.4583 | 0.6806 | 0.086* | |
H16B | 0.0369 | 0.6211 | 0.6892 | 0.086* | |
C17 | −0.0534 (2) | 0.4149 (4) | 0.70047 (13) | 0.0763 (8) | |
H17A | −0.0980 | 0.4550 | 0.7355 | 0.092* | |
H17B | −0.1009 | 0.4260 | 0.6489 | 0.092* |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0283 (6) | 0.0268 (7) | 0.0385 (7) | −0.0017 (5) | 0.0088 (5) | 0.0010 (5) |
N2 | 0.0387 (7) | 0.0269 (7) | 0.0406 (8) | −0.0030 (6) | 0.0144 (6) | 0.0008 (6) |
O1 | 0.0446 (7) | 0.0277 (6) | 0.0760 (10) | 0.0037 (5) | 0.0165 (7) | −0.0054 (6) |
O2 | 0.0534 (8) | 0.0561 (9) | 0.0809 (11) | −0.0055 (7) | 0.0410 (8) | −0.0002 (8) |
O3 | 0.0448 (7) | 0.0668 (9) | 0.0454 (7) | −0.0242 (7) | 0.0106 (6) | −0.0088 (6) |
O4 | 0.0686 (10) | 0.0751 (10) | 0.0376 (7) | −0.0089 (8) | 0.0106 (7) | 0.0001 (7) |
O5 | 0.0629 (10) | 0.0820 (12) | 0.0626 (10) | −0.0037 (9) | 0.0053 (8) | 0.0052 (9) |
C1 | 0.0423 (10) | 0.0748 (14) | 0.0338 (9) | 0.0152 (10) | 0.0104 (8) | −0.0082 (9) |
C2 | 0.0498 (11) | 0.0513 (11) | 0.0448 (10) | 0.0172 (9) | 0.0065 (8) | −0.0129 (9) |
C3 | 0.0343 (8) | 0.0531 (11) | 0.0317 (8) | 0.0013 (8) | 0.0086 (7) | 0.0026 (7) |
C4 | 0.0429 (9) | 0.0334 (9) | 0.0470 (10) | 0.0066 (7) | 0.0050 (8) | −0.0062 (7) |
C5 | 0.0282 (7) | 0.0325 (8) | 0.0296 (7) | 0.0037 (6) | 0.0048 (6) | 0.0006 (6) |
C6 | 0.0308 (8) | 0.0313 (8) | 0.0338 (8) | 0.0042 (6) | 0.0061 (6) | −0.0003 (6) |
C7 | 0.0333 (8) | 0.0314 (8) | 0.0507 (10) | −0.0078 (7) | 0.0161 (7) | −0.0073 (7) |
C8 | 0.0330 (8) | 0.0269 (8) | 0.0404 (9) | 0.0018 (6) | 0.0091 (7) | 0.0043 (7) |
C9 | 0.0265 (7) | 0.0337 (9) | 0.0513 (10) | 0.0031 (7) | 0.0078 (7) | −0.0041 (7) |
C10 | 0.0323 (8) | 0.0303 (8) | 0.0448 (9) | −0.0066 (7) | 0.0112 (7) | 0.0036 (7) |
C11 | 0.0379 (9) | 0.0599 (12) | 0.0456 (10) | −0.0163 (9) | 0.0121 (8) | −0.0031 (9) |
C12 | 0.0590 (11) | 0.0300 (9) | 0.0537 (11) | −0.0079 (8) | 0.0187 (9) | 0.0070 (8) |
C13 | 0.0777 (15) | 0.0543 (12) | 0.0555 (12) | 0.0009 (11) | 0.0306 (11) | 0.0118 (10) |
C14 | 0.0695 (15) | 0.0887 (18) | 0.0486 (12) | −0.0384 (14) | 0.0122 (11) | −0.0221 (12) |
C15 | 0.0585 (14) | 0.133 (3) | 0.0515 (14) | −0.0227 (16) | −0.0061 (11) | 0.0033 (15) |
C16 | 0.109 (2) | 0.0618 (15) | 0.0395 (12) | 0.0099 (14) | 0.0106 (12) | 0.0042 (10) |
C17 | 0.0862 (18) | 0.0896 (19) | 0.0407 (12) | 0.0155 (16) | −0.0099 (11) | −0.0094 (12) |
N1—C8 | 1.364 (2) | C7—C9 | 1.510 (3) |
N1—C5 | 1.423 (2) | C8—C9 | 1.511 (2) |
N1—C10 | 1.469 (2) | C9—H9A | 0.9700 |
N2—C7 | 1.366 (2) | C9—H9B | 0.9700 |
N2—C6 | 1.426 (2) | C10—C11 | 1.505 (3) |
N2—C12 | 1.475 (2) | C10—H10A | 0.9700 |
O1—C8 | 1.2240 (19) | C10—H10B | 0.9700 |
O2—C7 | 1.223 (2) | C11—H11A | 0.9700 |
O3—C11 | 1.419 (2) | C11—H11B | 0.9700 |
O3—C14 | 1.423 (3) | C12—C13 | 1.503 (3) |
O4—C13 | 1.410 (3) | C12—H12A | 0.9700 |
O4—C16 | 1.431 (3) | C12—H12B | 0.9700 |
O5—C15 | 1.411 (3) | C13—H13A | 0.9700 |
O5—C17 | 1.413 (3) | C13—H13B | 0.9700 |
C1—C3 | 1.378 (3) | C14—C15 | 1.470 (4) |
C1—C2 | 1.388 (3) | C14—H14A | 0.9700 |
C1—H1 | 0.9300 | C14—H14B | 0.9700 |
C2—C4 | 1.375 (3) | C15—H15A | 0.9700 |
C2—H2 | 0.9300 | C15—H15B | 0.9700 |
C3—C5 | 1.404 (2) | C16—C17 | 1.471 (4) |
C3—H3 | 0.9300 | C16—H16A | 0.9700 |
C4—C6 | 1.398 (2) | C16—H16B | 0.9700 |
C4—H4 | 0.9300 | C17—H17A | 0.9700 |
C5—C6 | 1.395 (2) | C17—H17B | 0.9700 |
C8—N1—C5 | 122.77 (13) | H10A—C10—H10B | 108.1 |
C8—N1—C10 | 118.20 (13) | O3—C11—C10 | 107.38 (14) |
C5—N1—C10 | 119.03 (13) | O3—C11—H11A | 110.2 |
C7—N2—C6 | 121.80 (14) | C10—C11—H11A | 110.2 |
C7—N2—C12 | 117.70 (15) | O3—C11—H11B | 110.2 |
C6—N2—C12 | 119.39 (14) | C10—C11—H11B | 110.2 |
C11—O3—C14 | 113.89 (15) | H11A—C11—H11B | 108.5 |
C13—O4—C16 | 110.95 (18) | N2—C12—C13 | 114.77 (16) |
C15—O5—C17 | 114.5 (2) | N2—C12—H12A | 108.6 |
C3—C1—C2 | 119.72 (17) | C13—C12—H12A | 108.6 |
C3—C1—H1 | 120.1 | N2—C12—H12B | 108.6 |
C2—C1—H1 | 120.1 | C13—C12—H12B | 108.6 |
C4—C2—C1 | 120.10 (17) | H12A—C12—H12B | 107.6 |
C4—C2—H2 | 120.0 | O4—C13—C12 | 111.57 (17) |
C1—C2—H2 | 120.0 | O4—C13—H13A | 109.3 |
C1—C3—C5 | 120.71 (17) | C12—C13—H13A | 109.3 |
C1—C3—H3 | 119.6 | O4—C13—H13B | 109.3 |
C5—C3—H3 | 119.6 | C12—C13—H13B | 109.3 |
C2—C4—C6 | 120.98 (18) | H13A—C13—H13B | 108.0 |
C2—C4—H4 | 119.5 | O3—C14—C15 | 114.1 (2) |
C6—C4—H4 | 119.5 | O3—C14—H14A | 108.7 |
C6—C5—C3 | 119.31 (15) | C15—C14—H14A | 108.7 |
C6—C5—N1 | 121.65 (13) | O3—C14—H14B | 108.7 |
C3—C5—N1 | 119.03 (15) | C15—C14—H14B | 108.7 |
C5—C6—C4 | 118.99 (15) | H14A—C14—H14B | 107.6 |
C5—C6—N2 | 121.60 (14) | O5—C15—C14 | 110.6 (2) |
C4—C6—N2 | 119.41 (15) | O5—C15—H15A | 109.5 |
O2—C7—N2 | 122.34 (17) | C14—C15—H15A | 109.5 |
O2—C7—C9 | 121.79 (16) | O5—C15—H15B | 109.5 |
N2—C7—C9 | 115.83 (14) | C14—C15—H15B | 109.5 |
O1—C8—N1 | 121.59 (15) | H15A—C15—H15B | 108.1 |
O1—C8—C9 | 121.89 (15) | O4—C16—C17 | 110.3 (2) |
N1—C8—C9 | 116.45 (14) | O4—C16—H16A | 109.6 |
C7—C9—C8 | 108.22 (14) | C17—C16—H16A | 109.6 |
C7—C9—H9A | 110.1 | O4—C16—H16B | 109.6 |
C8—C9—H9A | 110.1 | C17—C16—H16B | 109.6 |
C7—C9—H9B | 110.1 | H16A—C16—H16B | 108.1 |
C8—C9—H9B | 110.1 | O5—C17—C16 | 107.8 (2) |
H9A—C9—H9B | 108.4 | O5—C17—H17A | 110.2 |
N1—C10—C11 | 110.15 (13) | C16—C17—H17A | 110.2 |
N1—C10—H10A | 109.6 | O5—C17—H17B | 110.2 |
C11—C10—H10A | 109.6 | C16—C17—H17B | 110.2 |
N1—C10—H10B | 109.6 | H17A—C17—H17B | 108.5 |
C11—C10—H10B | 109.6 |
Experimental details
Crystal data | |
Chemical formula | C17H22N2O5 |
Mr | 334.37 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 296 |
a, b, c (Å) | 11.786 (3), 8.092 (2), 18.062 (5) |
β (°) | 103.692 (17) |
V (Å3) | 1673.8 (8) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.10 |
Crystal size (mm) | 0.25 × 0.19 × 0.05 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector |
Absorption correction | Multi-scan (SADABS; Bruker, 1998) |
Tmin, Tmax | 0.950, 0.994 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 58268, 4249, 2847 |
Rint | 0.056 |
(sin θ/λ)max (Å−1) | 0.673 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.049, 0.151, 1.02 |
No. of reflections | 4249 |
No. of parameters | 217 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.63, −0.23 |
Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997), SHELXL97.
Since the pioneering work of Pederson (Pedersen, 1967), extensive research has been devoted to the preparation and study of the macrocyclic polyethers properties. Several types of ligands have been synthesized to enhance the stability of the cation-ligand complex and to achieve better selectivity (Izatt et al., 1991; Izatt et al., 1995; Veggel et al., 1991; Rothermel et al. 1992; Basak et al., 1998). These last years, research was focused on the synthesis of macrocycles being able to have potential applications in different fields such as the ionic and molecular recognition (Dietrich et al., 1991), chemical analysis (Cram & Ho, 1986), the extraction and the metal elements transport through pecific membranes (Izatt et al., 1987; Costero & Rodriguez, 1992; Chang et al., 1986, Bürger & Seebach, 1994). In addition, from a reactional point of view, this type of compound is used as well in the supramolecular catalysis (Sam & Simmons, 1972; Liotta & Harris, 1974) or in the separation of the pairs of ions while behaving as base (Takaki et al., 1972; Bourgoin et al., 1975). In this context, we prepared the 2,4-dioxo-1,5 benzodizepino-15-crown-3, obtained by condensation of the dichlorotetraethlene-glycol with the 1,5-benzodiazepine-2,4-dione by phase transfer catalysis conditions (Keïta et al., 2003; Lazrak et al., 2004)using dimethylformamide as solvent. (I).
The molecular structure of (I) is built up from a benzodiazepine fragment and a crown ether as a a spacer (Fig. 1). The bond lengths and angles are within the expected range for similar structures deposited in the Cambridge Structural Database, Version 5.27, 2006(Allen, 2002). The crystal structure is stabilized by Van der Waals forces.