Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807049094/hb2572sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807049094/hb2572Isup2.hkl |
CCDC reference: 667351
p-Ethoxyaniline (2.50 g, 18.2 mmol) and p-bromobenzaldehyde (3.33 g, 18.0 mmol) were dissolved in ethanol (35 ml) along with 1 ml of formic acid. The solution was refluxed for 8 h. Removal of the solvent followed by recrystallization from a 1:1 v/v ethanol/dichloromethane mixture (35 ml) gave the title compound in about 70% yield. Colourless blocks of (I) were grown from ethanol. Elemental analysis calculated for C15H14Br1N1O1: C 59.23, H 4.64, N 4.60%; found: C 58.98, H 4.61, N 4.72%.
The H atoms were placed in calculated positions (C—H = 0.93 Å) and refined as riding with Uiso(H) = 1.2Ueq(C).
As part of our onging studies of Schiff bases (Ma et al., 2007) we now report the synthesis and structure of the title compound, (I), arising from the condensation of p-bromobenzaldehyde with 4-ethoxyaniline.
There are two molecules in the asymmetric unit of (I) (Fig. 1) with different conformations, as quantified by the dihedral angles between the armoatic ring planes of 17.4 (5)° and 9.7 (5)° for the C1 and C16 molecules, respectively.
For related literature, see: Ma et al. (2007).
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL (Bruker, 1997).
Fig. 1. Vew of the molecular structure of (I), with displacement ellipsoids drawn at the 50% probability level (H atoms are drawn as spheres of arbitrary radius). |
C15H14BrNO | Z = 2 |
Mr = 304.17 | F(000) = 308 |
Triclinic, P1 | Dx = 1.506 Mg m−3 |
Hall symbol: P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.0793 (10) Å | Cell parameters from 2326 reflections |
b = 8.5700 (11) Å | θ = 2.5–24.4° |
c = 10.3148 (13) Å | µ = 3.05 mm−1 |
α = 88.390 (2)° | T = 293 K |
β = 85.615 (2)° | Block, colourless |
γ = 70.393 (2)° | 0.10 × 0.10 × 0.06 mm |
V = 670.81 (15) Å3 |
Bruker SMART CCD diffractometer | 4908 independent reflections |
Radiation source: fine-focus sealed tube | 2957 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.058 |
ω scans | θmax = 28.2°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | h = −10→10 |
Tmin = 0.858, Tmax = 0.913 | k = −11→11 |
7771 measured reflections | l = −13→12 |
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)] = 0.059 | H-atom parameters constrained |
wR(F2) = 0.222 | w = 1/[σ2(Fo2) + (0.1355P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max < 0.001 |
4908 reflections | Δρmax = 0.67 e Å−3 |
325 parameters | Δρmin = −0.38 e Å−3 |
3 restraints | Absolute structure: Flack (1983), 1589 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.125 (19) |
C15H14BrNO | γ = 70.393 (2)° |
Mr = 304.17 | V = 670.81 (15) Å3 |
Triclinic, P1 | Z = 2 |
a = 8.0793 (10) Å | Mo Kα radiation |
b = 8.5700 (11) Å | µ = 3.05 mm−1 |
c = 10.3148 (13) Å | T = 293 K |
α = 88.390 (2)° | 0.10 × 0.10 × 0.06 mm |
β = 85.615 (2)° |
Bruker SMART CCD diffractometer | 4908 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | 2957 reflections with I > 2σ(I) |
Tmin = 0.858, Tmax = 0.913 | Rint = 0.058 |
7771 measured reflections |
R[F2 > 2σ(F2)] = 0.059 | H-atom parameters constrained |
wR(F2) = 0.222 | Δρmax = 0.67 e Å−3 |
S = 1.03 | Δρmin = −0.38 e Å−3 |
4908 reflections | Absolute structure: Flack (1983), 1589 Friedel pairs |
325 parameters | Absolute structure parameter: −0.125 (19) |
3 restraints |
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 | ||
Br1 | −0.22363 (11) | −0.10639 (12) | 0.46304 (9) | 0.0755 (5) | |
Br2 | 0.24929 (11) | 0.45540 (12) | 0.45854 (9) | 0.0746 (5) | |
C7 | 0.2988 (14) | 0.1021 (14) | 0.7530 (13) | 0.051 (3) | |
H7A | 0.4005 | 0.1089 | 0.7082 | 0.061* | |
C2 | 0.0784 (14) | −0.0185 (13) | 0.4837 (10) | 0.058 (3) | |
H2A | 0.0932 | −0.0340 | 0.3942 | 0.070* | |
C22 | 0.8171 (15) | 0.5733 (14) | 0.7634 (10) | 0.044 (3) | |
H22A | 0.9347 | 0.5187 | 0.7372 | 0.053* | |
C9 | 0.5246 (13) | 0.2394 (11) | 0.8860 (9) | 0.046 (2) | |
H9A | 0.5330 | 0.2558 | 0.7966 | 0.055* | |
C8 | 0.4014 (12) | 0.1767 (12) | 0.9370 (10) | 0.044 (2) | |
C24 | 1.0866 (13) | 0.5919 (12) | 0.9241 (11) | 0.050 (2) | |
H24A | 1.1293 | 0.5046 | 0.8655 | 0.060* | |
N2 | 0.7844 (11) | 0.6655 (10) | 0.8580 (8) | 0.0442 (18) | |
C21 | 0.3703 (14) | 0.6083 (11) | 0.6459 (9) | 0.047 (2) | |
H21A | 0.2520 | 0.6685 | 0.6654 | 0.056* | |
O1 | 1.2500 (11) | 0.7989 (10) | 1.1729 (8) | 0.051 (2) | |
C28 | 0.8533 (12) | 0.8233 (11) | 1.0187 (9) | 0.044 (2) | |
H28A | 0.7351 | 0.8890 | 1.0263 | 0.053* | |
C17 | 0.5989 (12) | 0.4026 (12) | 0.5183 (10) | 0.053 (2) | |
H17A | 0.6299 | 0.3270 | 0.4503 | 0.064* | |
C6 | −0.0879 (12) | −0.0166 (12) | 0.6807 (9) | 0.047 (2) | |
H6A | −0.1858 | −0.0312 | 0.7259 | 0.057* | |
O2 | 0.7400 (10) | 0.2858 (10) | 1.1812 (7) | 0.048 (2) | |
C10 | 0.6409 (13) | 0.2811 (11) | 0.9618 (10) | 0.048 (2) | |
H10A | 0.7214 | 0.3268 | 0.9223 | 0.058* | |
C25 | 1.1941 (15) | 0.6240 (13) | 1.0027 (12) | 0.058 (3) | |
H25A | 1.3106 | 0.5540 | 1.0005 | 0.070* | |
C13 | 0.3944 (13) | 0.1517 (10) | 1.0740 (8) | 0.042 (2) | |
H13A | 0.3115 | 0.1082 | 1.1126 | 0.051* | |
C4 | 0.1760 (13) | 0.0553 (12) | 0.6805 (11) | 0.048 (2) | |
C23 | 0.9093 (15) | 0.6902 (12) | 0.9303 (11) | 0.046 (3) | |
C27 | 0.9710 (12) | 0.8582 (10) | 1.0945 (8) | 0.043 (2) | |
H27A | 0.9325 | 0.9502 | 1.1488 | 0.052* | |
C26 | 1.1393 (15) | 0.7604 (12) | 1.0900 (10) | 0.042 (2) | |
N1 | 0.2768 (12) | 0.1336 (10) | 0.8706 (8) | 0.0482 (19) | |
C11 | 0.6364 (15) | 0.2543 (11) | 1.0960 (10) | 0.041 (2) | |
C15 | 0.9732 (15) | 0.3761 (15) | 1.2359 (10) | 0.058 (3) | |
H15A | 1.0599 | 0.4229 | 1.2012 | 0.088* | |
H15B | 1.0309 | 0.2702 | 1.2742 | 0.088* | |
H15C | 0.8965 | 0.4487 | 1.3009 | 0.088* | |
C30 | 1.5091 (16) | 0.7643 (12) | 1.2688 (9) | 0.054 (3) | |
H30A | 1.6314 | 0.6997 | 1.2725 | 0.082* | |
H30B | 1.4484 | 0.7624 | 1.3523 | 0.082* | |
H30C | 1.4980 | 0.8765 | 1.2459 | 0.082* | |
C3 | 0.1990 (14) | 0.0285 (13) | 0.5487 (10) | 0.057 (2) | |
H3A | 0.2965 | 0.0420 | 0.5021 | 0.068* | |
C14 | 0.8666 (13) | 0.3548 (12) | 1.1279 (9) | 0.051 (2) | |
H14A | 0.8084 | 0.4612 | 1.0882 | 0.061* | |
H14B | 0.9433 | 0.2821 | 1.0615 | 0.061* | |
C19 | 0.6839 (15) | 0.5442 (12) | 0.6899 (9) | 0.044 (2) | |
C20 | 0.5079 (13) | 0.6343 (12) | 0.7134 (10) | 0.046 (2) | |
H20A | 0.4764 | 0.7165 | 0.7766 | 0.056* | |
C29 | 1.4326 (13) | 0.6951 (14) | 1.1719 (10) | 0.052 (2) | |
H29A | 1.4922 | 0.6965 | 1.0868 | 0.062* | |
H29B | 1.4422 | 0.5817 | 1.1938 | 0.062* | |
C18 | 0.7266 (13) | 0.4298 (12) | 0.5881 (11) | 0.057 (3) | |
H18A | 0.8445 | 0.3701 | 0.5665 | 0.068* | |
C1 | −0.0611 (15) | −0.0413 (13) | 0.5533 (11) | 0.057 (3) | |
C12 | 0.5048 (12) | 0.1892 (11) | 1.1491 (9) | 0.043 (2) | |
H12A | 0.4949 | 0.1722 | 1.2384 | 0.051* | |
C5 | 0.0303 (13) | 0.0308 (12) | 0.7459 (11) | 0.049 (2) | |
H5A | 0.0119 | 0.0466 | 0.8354 | 0.059* | |
C16 | 0.4229 (14) | 0.4914 (12) | 0.5527 (9) | 0.048 (2) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Br1 | 0.0730 (10) | 0.0956 (11) | 0.0752 (9) | −0.0457 (10) | −0.0265 (8) | −0.0109 (9) |
Br2 | 0.0686 (10) | 0.0923 (11) | 0.0770 (9) | −0.0416 (9) | −0.0176 (7) | −0.0163 (9) |
C7 | 0.029 (5) | 0.053 (6) | 0.070 (8) | −0.008 (4) | −0.021 (5) | −0.025 (5) |
C2 | 0.060 (6) | 0.074 (7) | 0.048 (6) | −0.031 (5) | 0.002 (5) | −0.020 (5) |
C22 | 0.043 (6) | 0.062 (6) | 0.031 (6) | −0.020 (5) | −0.007 (5) | −0.002 (5) |
C9 | 0.047 (6) | 0.043 (5) | 0.042 (6) | −0.008 (4) | −0.005 (5) | −0.001 (4) |
C8 | 0.033 (5) | 0.042 (5) | 0.048 (6) | 0.002 (4) | −0.007 (4) | −0.014 (4) |
C24 | 0.038 (5) | 0.040 (5) | 0.068 (7) | −0.005 (4) | −0.008 (5) | −0.020 (5) |
N2 | 0.040 (4) | 0.044 (4) | 0.051 (5) | −0.016 (4) | −0.005 (4) | −0.004 (4) |
C21 | 0.054 (6) | 0.048 (5) | 0.039 (5) | −0.018 (4) | −0.003 (4) | 0.008 (4) |
O1 | 0.053 (5) | 0.057 (4) | 0.048 (4) | −0.023 (4) | −0.008 (4) | −0.017 (3) |
C28 | 0.037 (5) | 0.035 (5) | 0.048 (5) | 0.006 (4) | −0.006 (4) | −0.004 (4) |
C17 | 0.041 (5) | 0.055 (6) | 0.065 (7) | −0.015 (4) | −0.010 (5) | −0.021 (5) |
C6 | 0.032 (5) | 0.068 (6) | 0.048 (6) | −0.026 (4) | 0.003 (4) | −0.012 (4) |
O2 | 0.053 (5) | 0.063 (4) | 0.036 (4) | −0.028 (4) | −0.008 (3) | −0.008 (3) |
C10 | 0.053 (6) | 0.036 (5) | 0.057 (6) | −0.015 (4) | −0.005 (5) | 0.003 (4) |
C25 | 0.045 (6) | 0.037 (5) | 0.082 (8) | 0.005 (5) | −0.016 (6) | −0.019 (5) |
C13 | 0.054 (6) | 0.043 (5) | 0.033 (5) | −0.022 (4) | −0.002 (4) | −0.002 (4) |
C4 | 0.041 (5) | 0.046 (5) | 0.058 (6) | −0.013 (4) | −0.003 (5) | −0.014 (4) |
C23 | 0.040 (6) | 0.035 (5) | 0.055 (7) | −0.004 (4) | −0.007 (5) | −0.004 (4) |
C27 | 0.048 (5) | 0.036 (4) | 0.040 (5) | −0.007 (4) | 0.000 (4) | −0.007 (4) |
C26 | 0.042 (5) | 0.041 (5) | 0.040 (5) | −0.007 (4) | −0.008 (4) | −0.007 (4) |
N1 | 0.053 (5) | 0.050 (5) | 0.042 (5) | −0.017 (4) | −0.003 (4) | −0.014 (4) |
C11 | 0.052 (5) | 0.028 (4) | 0.037 (5) | −0.004 (4) | −0.003 (4) | 0.000 (3) |
C15 | 0.061 (7) | 0.083 (8) | 0.044 (6) | −0.040 (6) | −0.009 (5) | −0.002 (5) |
C30 | 0.086 (8) | 0.051 (6) | 0.030 (5) | −0.025 (6) | −0.019 (5) | 0.006 (4) |
C3 | 0.059 (6) | 0.068 (6) | 0.053 (6) | −0.031 (5) | −0.003 (5) | −0.015 (5) |
C14 | 0.048 (6) | 0.060 (6) | 0.049 (6) | −0.026 (5) | 0.003 (5) | −0.002 (5) |
C19 | 0.063 (7) | 0.044 (5) | 0.031 (5) | −0.024 (5) | 0.000 (5) | −0.002 (4) |
C20 | 0.043 (6) | 0.048 (5) | 0.047 (6) | −0.013 (4) | 0.001 (5) | −0.018 (4) |
C29 | 0.045 (6) | 0.070 (7) | 0.042 (6) | −0.020 (5) | −0.011 (5) | 0.003 (5) |
C18 | 0.043 (5) | 0.052 (5) | 0.075 (7) | −0.012 (4) | −0.005 (5) | −0.023 (5) |
C1 | 0.054 (6) | 0.053 (6) | 0.065 (7) | −0.015 (5) | −0.025 (5) | −0.010 (5) |
C12 | 0.046 (5) | 0.049 (5) | 0.031 (5) | −0.013 (4) | −0.001 (4) | −0.007 (4) |
C5 | 0.043 (5) | 0.057 (6) | 0.052 (6) | −0.019 (4) | −0.005 (5) | −0.020 (5) |
C16 | 0.062 (7) | 0.054 (6) | 0.041 (5) | −0.034 (5) | −0.018 (5) | 0.007 (4) |
Br1—C1 | 1.900 (10) | C6—H6A | 0.9300 |
Br2—C16 | 1.877 (9) | O2—C11 | 1.350 (12) |
C7—N1 | 1.237 (14) | O2—C14 | 1.415 (12) |
C7—C4 | 1.449 (13) | C10—C11 | 1.397 (14) |
C7—H7A | 0.9300 | C10—H10A | 0.9300 |
C2—C1 | 1.356 (16) | C25—C26 | 1.423 (14) |
C2—C3 | 1.392 (13) | C25—H25A | 0.9300 |
C2—H2A | 0.9300 | C13—C12 | 1.346 (12) |
C22—N2 | 1.228 (13) | C13—H13A | 0.9300 |
C22—C19 | 1.453 (14) | C4—C3 | 1.374 (15) |
C22—H22A | 0.9300 | C4—C5 | 1.386 (14) |
C9—C8 | 1.349 (15) | C27—C26 | 1.335 (14) |
C9—C10 | 1.405 (13) | C27—H27A | 0.9300 |
C9—H9A | 0.9300 | C11—C12 | 1.426 (14) |
C8—N1 | 1.410 (12) | C15—C14 | 1.509 (13) |
C8—C13 | 1.423 (13) | C15—H15A | 0.9600 |
C24—C25 | 1.329 (15) | C15—H15B | 0.9600 |
C24—C23 | 1.395 (14) | C15—H15C | 0.9600 |
C24—H24A | 0.9300 | C30—C29 | 1.451 (13) |
N2—C23 | 1.373 (13) | C30—H30A | 0.9600 |
C21—C16 | 1.347 (14) | C30—H30B | 0.9600 |
C21—C20 | 1.437 (14) | C30—H30C | 0.9600 |
C21—H21A | 0.9300 | C3—H3A | 0.9300 |
O1—C26 | 1.404 (12) | C14—H14A | 0.9700 |
O1—C29 | 1.444 (13) | C14—H14B | 0.9700 |
C28—C27 | 1.387 (12) | C19—C20 | 1.378 (14) |
C28—C23 | 1.410 (14) | C19—C18 | 1.400 (14) |
C28—H28A | 0.9300 | C20—H20A | 0.9300 |
C17—C18 | 1.386 (13) | C29—H29A | 0.9700 |
C17—C16 | 1.392 (14) | C29—H29B | 0.9700 |
C17—H17A | 0.9300 | C18—H18A | 0.9300 |
C6—C1 | 1.327 (14) | C12—H12A | 0.9300 |
C6—C5 | 1.379 (13) | C5—H5A | 0.9300 |
N1—C7—C4 | 124.2 (12) | O1—C26—C25 | 124.5 (11) |
N1—C7—H7A | 117.9 | C7—N1—C8 | 122.0 (10) |
C4—C7—H7A | 117.9 | O2—C11—C10 | 127.5 (9) |
C1—C2—C3 | 118.9 (9) | O2—C11—C12 | 116.5 (8) |
C1—C2—H2A | 120.6 | C10—C11—C12 | 116.0 (9) |
C3—C2—H2A | 120.6 | C14—C15—H15A | 109.5 |
N2—C22—C19 | 124.2 (11) | C14—C15—H15B | 109.5 |
N2—C22—H22A | 117.9 | H15A—C15—H15B | 109.5 |
C19—C22—H22A | 117.9 | C14—C15—H15C | 109.5 |
C8—C9—C10 | 123.0 (9) | H15A—C15—H15C | 109.5 |
C8—C9—H9A | 118.5 | H15B—C15—H15C | 109.5 |
C10—C9—H9A | 118.5 | C29—C30—H30A | 109.5 |
C9—C8—N1 | 127.6 (9) | C29—C30—H30B | 109.5 |
C9—C8—C13 | 116.7 (9) | H30A—C30—H30B | 109.5 |
N1—C8—C13 | 115.7 (9) | C29—C30—H30C | 109.5 |
C25—C24—C23 | 119.5 (11) | H30A—C30—H30C | 109.5 |
C25—C24—H24A | 120.3 | H30B—C30—H30C | 109.5 |
C23—C24—H24A | 120.3 | C4—C3—C2 | 120.9 (10) |
C22—N2—C23 | 124.6 (11) | C4—C3—H3A | 119.5 |
C16—C21—C20 | 115.9 (9) | C2—C3—H3A | 119.5 |
C16—C21—H21A | 122.0 | O2—C14—C15 | 108.5 (8) |
C20—C21—H21A | 122.0 | O2—C14—H14A | 110.0 |
C26—O1—C29 | 119.2 (8) | C15—C14—H14A | 110.0 |
C27—C28—C23 | 121.3 (9) | O2—C14—H14B | 110.0 |
C27—C28—H28A | 119.4 | C15—C14—H14B | 110.0 |
C23—C28—H28A | 119.4 | H14A—C14—H14B | 108.4 |
C18—C17—C16 | 118.3 (8) | C20—C19—C18 | 116.3 (10) |
C18—C17—H17A | 120.8 | C20—C19—C22 | 121.2 (10) |
C16—C17—H17A | 120.8 | C18—C19—C22 | 122.4 (10) |
C1—C6—C5 | 119.6 (9) | C19—C20—C21 | 123.6 (9) |
C1—C6—H6A | 120.2 | C19—C20—H20A | 118.2 |
C5—C6—H6A | 120.2 | C21—C20—H20A | 118.2 |
C11—O2—C14 | 116.0 (8) | O1—C29—C30 | 105.8 (9) |
C11—C10—C9 | 120.5 (9) | O1—C29—H29A | 110.6 |
C11—C10—H10A | 119.8 | C30—C29—H29A | 110.6 |
C9—C10—H10A | 119.8 | O1—C29—H29B | 110.6 |
C24—C25—C26 | 123.1 (11) | C30—C29—H29B | 110.6 |
C24—C25—H25A | 118.4 | H29A—C29—H29B | 108.7 |
C26—C25—H25A | 118.4 | C17—C18—C19 | 122.1 (9) |
C12—C13—C8 | 121.7 (9) | C17—C18—H18A | 119.0 |
C12—C13—H13A | 119.1 | C19—C18—H18A | 119.0 |
C8—C13—H13A | 119.1 | C6—C1—C2 | 121.9 (10) |
C3—C4—C5 | 117.4 (10) | C6—C1—Br1 | 119.8 (9) |
C3—C4—C7 | 123.1 (10) | C2—C1—Br1 | 118.2 (8) |
C5—C4—C7 | 119.5 (10) | C13—C12—C11 | 122.0 (8) |
N2—C23—C24 | 124.9 (10) | C13—C12—H12A | 119.0 |
N2—C23—C28 | 117.5 (9) | C11—C12—H12A | 119.0 |
C24—C23—C28 | 117.6 (11) | C6—C5—C4 | 121.2 (10) |
C26—C27—C28 | 120.3 (8) | C6—C5—H5A | 119.4 |
C26—C27—H27A | 119.8 | C4—C5—H5A | 119.4 |
C28—C27—H27A | 119.8 | C21—C16—C17 | 123.5 (9) |
C27—C26—O1 | 117.5 (9) | C21—C16—Br2 | 117.8 (8) |
C27—C26—C25 | 118.0 (10) | C17—C16—Br2 | 118.5 (7) |
Experimental details
Crystal data | |
Chemical formula | C15H14BrNO |
Mr | 304.17 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 8.0793 (10), 8.5700 (11), 10.3148 (13) |
α, β, γ (°) | 88.390 (2), 85.615 (2), 70.393 (2) |
V (Å3) | 670.81 (15) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 3.05 |
Crystal size (mm) | 0.10 × 0.10 × 0.06 |
Data collection | |
Diffractometer | Bruker SMART CCD |
Absorption correction | Multi-scan (SADABS; Bruker, 1997) |
Tmin, Tmax | 0.858, 0.913 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7771, 4908, 2957 |
Rint | 0.058 |
(sin θ/λ)max (Å−1) | 0.666 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.059, 0.222, 1.03 |
No. of reflections | 4908 |
No. of parameters | 325 |
No. of restraints | 3 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.67, −0.38 |
Absolute structure | Flack (1983), 1589 Friedel pairs |
Absolute structure parameter | −0.125 (19) |
Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1997).
As part of our onging studies of Schiff bases (Ma et al., 2007) we now report the synthesis and structure of the title compound, (I), arising from the condensation of p-bromobenzaldehyde with 4-ethoxyaniline.
There are two molecules in the asymmetric unit of (I) (Fig. 1) with different conformations, as quantified by the dihedral angles between the armoatic ring planes of 17.4 (5)° and 9.7 (5)° for the C1 and C16 molecules, respectively.