Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807031662/nc2042sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807031662/nc2042Isup2.hkl |
CCDC reference: 657664
Acetophenone (0.1 mol)and propionylhydrazine (0.1 mol)were mixed in ethanol (30 ml) and were heated under reflux for 5 h. The mixture was transfered into water to afford a colourless solid if I, which were filtered off, washed with water and dried at room temperature. Single crystals of the title compound were obtained by recrystallization from EtOH at room temperature.
C—H H atoms were positioned with idealized geometry and refined isotropic using a riding model with C—H distances of =0.93–0.97Å and Uiso=1.2–1.5Ueq(parent atom). The N—H H atoms were located in difference map, their bond lengths set to ideal values and afterwards they were refined using a riding model.
The structure determination of the title compound (I) was undertaken as a part of our project on the synthesis of new schiff base compounds. The crystal structure of the title compound consists of two crystallographically independent molecules of similar conformation. Both molecules are are connected into dimers via N—H···O hydrogen bonding between the amino and the carbonyl group. Bond lengths and angles of these hydrogen bonds shows, that this is a strong interaction.
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Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1990); software used to prepare material for publication: SHELXTL.
Fig. 1. The structure of the title compound showing 30% probability displacement ellipsoids and the atom-numbering scheme. |
C11H14N2O | Z = 4 |
Mr = 190.24 | F(000) = 408 |
Triclinic, P1 | Dx = 1.163 Mg m−3 |
a = 9.554 (7) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.007 (8) Å | Cell parameters from 1128 reflections |
c = 12.555 (9) Å | θ = 2.3–25.7° |
α = 76.603 (13)° | µ = 0.08 mm−1 |
β = 68.836 (12)° | T = 293 K |
γ = 81.643 (13)° | Block, colorless |
V = 1086.4 (14) Å3 | 0.22 × 0.20 × 0.10 mm |
Bruker SMART CCD area-detector diffractometer | 3810 independent reflections |
Radiation source: fine-focus sealed tube | 1798 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.028 |
φ and ω scans | θmax = 25.0°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | h = −11→10 |
Tmin = 0.983, Tmax = 0.992 | k = −10→11 |
5630 measured reflections | l = −14→14 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.057 | H-atom parameters constrained |
wR(F2) = 0.191 | w = 1/[σ2(Fo2) + (0.0791P)2 + 0.1785P] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max = 0.002 |
3810 reflections | Δρmax = 0.18 e Å−3 |
258 parameters | Δρmin = −0.13 e Å−3 |
0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.016 (3) |
C11H14N2O | γ = 81.643 (13)° |
Mr = 190.24 | V = 1086.4 (14) Å3 |
Triclinic, P1 | Z = 4 |
a = 9.554 (7) Å | Mo Kα radiation |
b = 10.007 (8) Å | µ = 0.08 mm−1 |
c = 12.555 (9) Å | T = 293 K |
α = 76.603 (13)° | 0.22 × 0.20 × 0.10 mm |
β = 68.836 (12)° |
Bruker SMART CCD area-detector diffractometer | 3810 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | 1798 reflections with I > 2σ(I) |
Tmin = 0.983, Tmax = 0.992 | Rint = 0.028 |
5630 measured reflections |
R[F2 > 2σ(F2)] = 0.057 | 0 restraints |
wR(F2) = 0.191 | H-atom parameters constrained |
S = 1.01 | Δρmax = 0.18 e Å−3 |
3810 reflections | Δρmin = −0.13 e Å−3 |
258 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 | ||
O1 | 0.1027 (3) | 0.6056 (2) | 0.53651 (18) | 0.0901 (8) | |
O2 | 0.1040 (2) | 0.1031 (2) | 0.54184 (17) | 0.0854 (7) | |
N1 | 0.1903 (2) | 0.6784 (2) | 0.2353 (2) | 0.0581 (6) | |
N2 | 0.1246 (3) | 0.6901 (2) | 0.3508 (2) | 0.0648 (7) | |
H2 | 0.0586 | 0.7565 | 0.3701 | 0.078* | |
N3 | 0.1916 (2) | 0.1813 (2) | 0.2399 (2) | 0.0557 (6) | |
N4 | 0.1230 (3) | 0.1879 (2) | 0.3564 (2) | 0.0634 (7) | |
H4 | 0.0524 | 0.2505 | 0.3769 | 0.076* | |
C1 | 0.3038 (3) | 0.6283 (3) | 0.0099 (3) | 0.0641 (8) | |
H1 | 0.3030 | 0.5540 | 0.0703 | 0.077* | |
C2 | 0.3745 (4) | 0.6114 (4) | −0.1036 (3) | 0.0765 (10) | |
H2A | 0.4200 | 0.5260 | −0.1190 | 0.092* | |
C3 | 0.3779 (4) | 0.7198 (4) | −0.1938 (3) | 0.0876 (11) | |
H3 | 0.4252 | 0.7080 | −0.2704 | 0.105* | |
C4 | 0.3116 (4) | 0.8454 (4) | −0.1710 (3) | 0.0891 (11) | |
H4A | 0.3148 | 0.9192 | −0.2323 | 0.107* | |
C5 | 0.2397 (3) | 0.8634 (3) | −0.0571 (3) | 0.0715 (9) | |
H5 | 0.1951 | 0.9494 | −0.0428 | 0.086* | |
C6 | 0.2334 (3) | 0.7548 (3) | 0.0357 (2) | 0.0530 (7) | |
C7 | 0.1579 (3) | 0.7736 (3) | 0.1579 (2) | 0.0531 (7) | |
C8 | 0.0530 (4) | 0.8986 (3) | 0.1836 (3) | 0.0752 (9) | |
H8A | −0.0313 | 0.8729 | 0.2528 | 0.113* | |
H8B | 0.0181 | 0.9365 | 0.1193 | 0.113* | |
H8C | 0.1053 | 0.9661 | 0.1950 | 0.113* | |
C9 | 0.1646 (3) | 0.5966 (3) | 0.4334 (3) | 0.0653 (8) | |
C10 | 0.2856 (4) | 0.4870 (3) | 0.3955 (3) | 0.0767 (10) | |
H10A | 0.3757 | 0.5301 | 0.3409 | 0.092* | |
H10B | 0.2535 | 0.4319 | 0.3555 | 0.092* | |
C11 | 0.3227 (4) | 0.3942 (4) | 0.4964 (3) | 0.1062 (14) | |
H11A | 0.3594 | 0.4475 | 0.5340 | 0.159* | |
H11B | 0.3984 | 0.3242 | 0.4683 | 0.159* | |
H11C | 0.2337 | 0.3518 | 0.5511 | 0.159* | |
C12 | 0.3670 (3) | 0.1940 (3) | 0.0065 (3) | 0.0661 (9) | |
H12 | 0.4155 | 0.1613 | 0.0607 | 0.079* | |
C13 | 0.4412 (4) | 0.1836 (4) | −0.1083 (3) | 0.0777 (10) | |
H13 | 0.5387 | 0.1429 | −0.1305 | 0.093* | |
C14 | 0.3726 (4) | 0.2329 (4) | −0.1901 (3) | 0.0799 (10) | |
H14 | 0.4234 | 0.2263 | −0.2675 | 0.096* | |
C15 | 0.2291 (4) | 0.2917 (3) | −0.1567 (3) | 0.0796 (10) | |
H15 | 0.1822 | 0.3251 | −0.2118 | 0.096* | |
C16 | 0.1530 (3) | 0.3018 (3) | −0.0415 (3) | 0.0676 (9) | |
H16 | 0.0553 | 0.3421 | −0.0201 | 0.081* | |
C17 | 0.2206 (3) | 0.2526 (3) | 0.0425 (2) | 0.0521 (7) | |
C18 | 0.1405 (3) | 0.2647 (3) | 0.1661 (2) | 0.0525 (7) | |
C19 | 0.0089 (4) | 0.3676 (3) | 0.1965 (3) | 0.0862 (11) | |
H19A | −0.0822 | 0.3205 | 0.2331 | 0.129* | |
H19B | 0.0046 | 0.4302 | 0.1269 | 0.129* | |
H19C | 0.0200 | 0.4181 | 0.2490 | 0.129* | |
C20 | 0.1663 (3) | 0.0963 (3) | 0.4384 (3) | 0.0621 (8) | |
C21 | 0.2895 (3) | −0.0106 (3) | 0.3990 (3) | 0.0734 (9) | |
H21A | 0.3785 | 0.0347 | 0.3451 | 0.088* | |
H21B | 0.2589 | −0.0650 | 0.3575 | 0.088* | |
C22 | 0.3283 (4) | −0.1046 (4) | 0.4975 (3) | 0.1058 (14) | |
H22A | 0.3711 | −0.0532 | 0.5327 | 0.159* | |
H22B | 0.3999 | −0.1768 | 0.4685 | 0.159* | |
H22C | 0.2390 | −0.1438 | 0.5545 | 0.159* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.1141 (19) | 0.0844 (16) | 0.0533 (14) | 0.0394 (13) | −0.0209 (13) | −0.0188 (12) |
O2 | 0.1033 (17) | 0.0857 (16) | 0.0496 (14) | 0.0328 (13) | −0.0186 (12) | −0.0157 (12) |
N1 | 0.0622 (15) | 0.0567 (15) | 0.0493 (15) | 0.0053 (12) | −0.0157 (12) | −0.0094 (12) |
N2 | 0.0728 (17) | 0.0587 (16) | 0.0508 (15) | 0.0214 (13) | −0.0159 (13) | −0.0118 (13) |
N3 | 0.0602 (15) | 0.0558 (15) | 0.0482 (15) | 0.0037 (12) | −0.0170 (12) | −0.0115 (12) |
N4 | 0.0691 (16) | 0.0602 (16) | 0.0502 (15) | 0.0189 (13) | −0.0159 (13) | −0.0120 (13) |
C1 | 0.070 (2) | 0.060 (2) | 0.061 (2) | 0.0004 (16) | −0.0227 (16) | −0.0115 (16) |
C2 | 0.085 (2) | 0.078 (2) | 0.064 (2) | 0.0070 (18) | −0.0194 (18) | −0.0261 (19) |
C3 | 0.096 (3) | 0.102 (3) | 0.056 (2) | 0.009 (2) | −0.0174 (18) | −0.022 (2) |
C4 | 0.104 (3) | 0.094 (3) | 0.054 (2) | 0.015 (2) | −0.0223 (19) | −0.006 (2) |
C5 | 0.077 (2) | 0.068 (2) | 0.060 (2) | 0.0120 (17) | −0.0219 (17) | −0.0083 (17) |
C6 | 0.0500 (17) | 0.0558 (18) | 0.0537 (18) | 0.0015 (14) | −0.0207 (14) | −0.0097 (15) |
C7 | 0.0520 (17) | 0.0542 (18) | 0.0525 (18) | 0.0002 (14) | −0.0180 (14) | −0.0114 (15) |
C8 | 0.096 (2) | 0.062 (2) | 0.067 (2) | 0.0168 (17) | −0.0329 (18) | −0.0168 (17) |
C9 | 0.073 (2) | 0.060 (2) | 0.052 (2) | 0.0120 (16) | −0.0153 (17) | −0.0118 (17) |
C10 | 0.083 (2) | 0.073 (2) | 0.063 (2) | 0.0287 (18) | −0.0220 (17) | −0.0167 (17) |
C11 | 0.114 (3) | 0.102 (3) | 0.080 (3) | 0.050 (2) | −0.033 (2) | −0.014 (2) |
C12 | 0.0565 (19) | 0.081 (2) | 0.060 (2) | −0.0008 (16) | −0.0204 (15) | −0.0116 (17) |
C13 | 0.060 (2) | 0.101 (3) | 0.065 (2) | −0.0006 (18) | −0.0099 (17) | −0.024 (2) |
C14 | 0.087 (3) | 0.092 (3) | 0.055 (2) | −0.009 (2) | −0.0150 (19) | −0.0176 (19) |
C15 | 0.098 (3) | 0.084 (2) | 0.060 (2) | 0.003 (2) | −0.037 (2) | −0.0108 (18) |
C16 | 0.070 (2) | 0.068 (2) | 0.063 (2) | 0.0074 (16) | −0.0270 (17) | −0.0093 (17) |
C17 | 0.0544 (18) | 0.0485 (17) | 0.0514 (18) | −0.0057 (14) | −0.0181 (15) | −0.0040 (14) |
C18 | 0.0515 (17) | 0.0495 (17) | 0.0526 (18) | 0.0038 (14) | −0.0185 (14) | −0.0055 (15) |
C19 | 0.082 (2) | 0.091 (3) | 0.069 (2) | 0.0302 (19) | −0.0219 (18) | −0.0112 (19) |
C20 | 0.068 (2) | 0.0589 (19) | 0.051 (2) | 0.0122 (16) | −0.0174 (16) | −0.0100 (16) |
C21 | 0.076 (2) | 0.078 (2) | 0.058 (2) | 0.0263 (18) | −0.0244 (16) | −0.0153 (17) |
C22 | 0.110 (3) | 0.110 (3) | 0.075 (3) | 0.053 (2) | −0.033 (2) | −0.011 (2) |
O1—C9 | 1.233 (3) | C10—H10A | 0.9700 |
O2—C20 | 1.231 (3) | C10—H10B | 0.9700 |
N1—C7 | 1.285 (3) | C11—H11A | 0.9600 |
N1—N2 | 1.383 (3) | C11—H11B | 0.9600 |
N2—C9 | 1.352 (4) | C11—H11C | 0.9600 |
N2—H2 | 0.8600 | C12—C13 | 1.379 (4) |
N3—C18 | 1.282 (3) | C12—C17 | 1.390 (4) |
N3—N4 | 1.384 (3) | C12—H12 | 0.9300 |
N4—C20 | 1.353 (3) | C13—C14 | 1.373 (4) |
N4—H4 | 0.8600 | C13—H13 | 0.9300 |
C1—C2 | 1.377 (4) | C14—C15 | 1.366 (4) |
C1—C6 | 1.395 (4) | C14—H14 | 0.9300 |
C1—H1 | 0.9300 | C15—C16 | 1.385 (4) |
C2—C3 | 1.369 (4) | C15—H15 | 0.9300 |
C2—H2A | 0.9300 | C16—C17 | 1.389 (4) |
C3—C4 | 1.366 (5) | C16—H16 | 0.9300 |
C3—H3 | 0.9300 | C17—C18 | 1.487 (4) |
C4—C5 | 1.387 (4) | C18—C19 | 1.499 (4) |
C4—H4A | 0.9300 | C19—H19A | 0.9600 |
C5—C6 | 1.387 (4) | C19—H19B | 0.9600 |
C5—H5 | 0.9300 | C19—H19C | 0.9600 |
C6—C7 | 1.485 (4) | C20—C21 | 1.495 (4) |
C7—C8 | 1.504 (4) | C21—C22 | 1.498 (4) |
C8—H8A | 0.9600 | C21—H21A | 0.9700 |
C8—H8B | 0.9600 | C21—H21B | 0.9700 |
C8—H8C | 0.9600 | C22—H22A | 0.9600 |
C9—C10 | 1.497 (4) | C22—H22B | 0.9600 |
C10—C11 | 1.508 (4) | C22—H22C | 0.9600 |
C7—N1—N2 | 118.3 (2) | H11A—C11—H11B | 109.5 |
C9—N2—N1 | 119.6 (2) | C10—C11—H11C | 109.5 |
C9—N2—H2 | 120.2 | H11A—C11—H11C | 109.5 |
N1—N2—H2 | 120.2 | H11B—C11—H11C | 109.5 |
C18—N3—N4 | 118.1 (2) | C13—C12—C17 | 121.0 (3) |
C20—N4—N3 | 120.4 (2) | C13—C12—H12 | 119.5 |
C20—N4—H4 | 119.8 | C17—C12—H12 | 119.5 |
N3—N4—H4 | 119.8 | C14—C13—C12 | 120.6 (3) |
C2—C1—C6 | 121.2 (3) | C14—C13—H13 | 119.7 |
C2—C1—H1 | 119.4 | C12—C13—H13 | 119.7 |
C6—C1—H1 | 119.4 | C15—C14—C13 | 119.4 (3) |
C3—C2—C1 | 120.3 (3) | C15—C14—H14 | 120.3 |
C3—C2—H2A | 119.8 | C13—C14—H14 | 120.3 |
C1—C2—H2A | 119.8 | C14—C15—C16 | 120.6 (3) |
C4—C3—C2 | 119.7 (3) | C14—C15—H15 | 119.7 |
C4—C3—H3 | 120.1 | C16—C15—H15 | 119.7 |
C2—C3—H3 | 120.1 | C15—C16—C17 | 120.8 (3) |
C3—C4—C5 | 120.4 (3) | C15—C16—H16 | 119.6 |
C3—C4—H4A | 119.8 | C17—C16—H16 | 119.6 |
C5—C4—H4A | 119.8 | C16—C17—C12 | 117.7 (3) |
C4—C5—C6 | 120.9 (3) | C16—C17—C18 | 121.3 (3) |
C4—C5—H5 | 119.6 | C12—C17—C18 | 121.1 (3) |
C6—C5—H5 | 119.6 | N3—C18—C17 | 115.1 (3) |
C5—C6—C1 | 117.4 (3) | N3—C18—C19 | 124.9 (3) |
C5—C6—C7 | 121.2 (3) | C17—C18—C19 | 120.0 (3) |
C1—C6—C7 | 121.4 (3) | C18—C19—H19A | 109.5 |
N1—C7—C6 | 115.4 (3) | C18—C19—H19B | 109.5 |
N1—C7—C8 | 124.7 (3) | H19A—C19—H19B | 109.5 |
C6—C7—C8 | 119.9 (3) | C18—C19—H19C | 109.5 |
C7—C8—H8A | 109.5 | H19A—C19—H19C | 109.5 |
C7—C8—H8B | 109.5 | H19B—C19—H19C | 109.5 |
H8A—C8—H8B | 109.5 | O2—C20—N4 | 119.7 (3) |
C7—C8—H8C | 109.5 | O2—C20—C21 | 122.3 (3) |
H8A—C8—H8C | 109.5 | N4—C20—C21 | 118.0 (3) |
H8B—C8—H8C | 109.5 | C20—C21—C22 | 112.9 (3) |
O1—C9—N2 | 119.3 (3) | C20—C21—H21A | 109.0 |
O1—C9—C10 | 122.2 (3) | C22—C21—H21A | 109.0 |
N2—C9—C10 | 118.4 (3) | C20—C21—H21B | 109.0 |
C9—C10—C11 | 112.4 (3) | C22—C21—H21B | 109.0 |
C9—C10—H10A | 109.1 | H21A—C21—H21B | 107.8 |
C11—C10—H10A | 109.1 | C21—C22—H22A | 109.5 |
C9—C10—H10B | 109.1 | C21—C22—H22B | 109.5 |
C11—C10—H10B | 109.1 | H22A—C22—H22B | 109.5 |
H10A—C10—H10B | 107.8 | C21—C22—H22C | 109.5 |
C10—C11—H11A | 109.5 | H22A—C22—H22C | 109.5 |
C10—C11—H11B | 109.5 | H22B—C22—H22C | 109.5 |
C7—N1—N2—C9 | −175.3 (3) | N2—C9—C10—C11 | 177.6 (3) |
C18—N3—N4—C20 | 175.7 (3) | C17—C12—C13—C14 | 0.9 (5) |
C6—C1—C2—C3 | 0.5 (5) | C12—C13—C14—C15 | −0.5 (5) |
C1—C2—C3—C4 | 0.4 (5) | C13—C14—C15—C16 | 0.0 (5) |
C2—C3—C4—C5 | −0.6 (6) | C14—C15—C16—C17 | 0.0 (5) |
C3—C4—C5—C6 | −0.1 (5) | C15—C16—C17—C12 | 0.4 (4) |
C4—C5—C6—C1 | 0.9 (4) | C15—C16—C17—C18 | 179.2 (3) |
C4—C5—C6—C7 | 179.4 (3) | C13—C12—C17—C16 | −0.8 (4) |
C2—C1—C6—C5 | −1.2 (4) | C13—C12—C17—C18 | −179.6 (3) |
C2—C1—C6—C7 | −179.6 (3) | N4—N3—C18—C17 | 179.5 (2) |
N2—N1—C7—C6 | 179.6 (2) | N4—N3—C18—C19 | −1.4 (4) |
N2—N1—C7—C8 | 0.1 (4) | C16—C17—C18—N3 | 159.4 (3) |
C5—C6—C7—N1 | −163.5 (3) | C12—C17—C18—N3 | −21.8 (4) |
C1—C6—C7—N1 | 14.9 (4) | C16—C17—C18—C19 | −19.8 (4) |
C5—C6—C7—C8 | 16.0 (4) | C12—C17—C18—C19 | 159.0 (3) |
C1—C6—C7—C8 | −165.6 (3) | N3—N4—C20—O2 | −179.8 (3) |
N1—N2—C9—O1 | −178.1 (3) | N3—N4—C20—C21 | 0.0 (4) |
N1—N2—C9—C10 | 3.2 (4) | O2—C20—C21—C22 | −0.8 (5) |
O1—C9—C10—C11 | −1.1 (5) | N4—C20—C21—C22 | 179.4 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O2i | 0.86 | 2.11 | 2.954 (3) | 166 |
N4—H4···O1i | 0.86 | 2.10 | 2.937 (3) | 166 |
Symmetry code: (i) −x, −y+1, −z+1. |
Experimental details
Crystal data | |
Chemical formula | C11H14N2O |
Mr | 190.24 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 9.554 (7), 10.007 (8), 12.555 (9) |
α, β, γ (°) | 76.603 (13), 68.836 (12), 81.643 (13) |
V (Å3) | 1086.4 (14) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.08 |
Crystal size (mm) | 0.22 × 0.20 × 0.10 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector |
Absorption correction | Multi-scan (SADABS; Bruker, 1997) |
Tmin, Tmax | 0.983, 0.992 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 5630, 3810, 1798 |
Rint | 0.028 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.057, 0.191, 1.01 |
No. of reflections | 3810 |
No. of parameters | 258 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.18, −0.13 |
Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Sheldrick, 1990), SHELXTL.
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O2i | 0.86 | 2.11 | 2.954 (3) | 166.2 |
N4—H4···O1i | 0.86 | 2.10 | 2.937 (3) | 165.5 |
Symmetry code: (i) −x, −y+1, −z+1. |
The structure determination of the title compound (I) was undertaken as a part of our project on the synthesis of new schiff base compounds. The crystal structure of the title compound consists of two crystallographically independent molecules of similar conformation. Both molecules are are connected into dimers via N—H···O hydrogen bonding between the amino and the carbonyl group. Bond lengths and angles of these hydrogen bonds shows, that this is a strong interaction.