organic compounds
N-Ethyl-N-(2-methoxyphenyl)benzenesulfonamide
aDepartment of Chemistry, Government College University, Lahore 54000, Pakistan, and bDepartment of Physics, Faculty of Arts and Sciences, Erciyes University, 38039 Kayseri, Turkey
*Correspondence e-mail: akkurt@erciyes.edu.tr
In the title molecule, C15H17NO3S, the C—S—N—Cbenzene torsion angle is 81.45 (16)°, and the two aromatic rings form a dihedral angle of 45.83 (12)°. In the weak intermolecular C—H⋯O hydrogen bonds link the molecules into chains parallel to the b axis.
Related literature
For the biological activity of et al. (2007); Parari et al. (2008). For related structures, see: Mariam et al. (2009); Arshad et al. (2009); Asiri et al. (2009); Khan et al. (2010); Akkurt et al. (2010a,b).
see: OzbekExperimental
Crystal data
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Data collection
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Refinement
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Data collection: APEX2 (Bruker, 2007); cell SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2009).
Supporting information
10.1107/S1600536810023287/cv2735sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536810023287/cv2735Isup2.hkl
A mixture of N-(2-methoxyphenyl)benzenesulfonamide (1.24 g, 5.0 mmol), sodium hydride (0.24 g, 10 mmol) and N,N-dimethylformamide (10 ml) was stirred at room temperature for 30 min and then ethyl iodide (0.4 ml, 5.0 mmol) was added. The stirring was continued further for a period of 3 h and the contents were poured over crushed ice. The precipitated product was isolated, washed and re-crystallized from methanolic solution. It was crystallized by slow evaporation of the solvent. Yield 72%.
All H atoms bonded to C atoms were positioned geometrically and refined using a riding model, with C—H = 0.93Å (aromatic), 0.96 Å (methyl) and 0.97 Å (methylene) with Uiso(H) = 1.2Ueq(aromatic, methylene) and Uiso(H) = 1.5Ueq(methyl).
Data collection: APEX2 (Bruker, 2007); cell
SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2009).Fig. 1. Molecular structure of (I) showing the atom labelling scheme, Displacement ellipsoids are drawn at the 30% probability level. |
C15H17NO3S | F(000) = 616 |
Mr = 291.37 | Dx = 1.303 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 3431 reflections |
a = 9.3098 (5) Å | θ = 2.3–24.5° |
b = 9.5664 (6) Å | µ = 0.22 mm−1 |
c = 17.1949 (10) Å | T = 296 K |
β = 104.040 (2)° | Block, colourless |
V = 1485.65 (15) Å3 | 0.15 × 0.10 × 0.06 mm |
Z = 4 |
Bruker APEXII CCD diffractometer | 1963 reflections with I > 2σ(I) |
Radiation source: sealed tube | Rint = 0.045 |
Graphite monochromator | θmax = 28.3°, θmin = 3.1° |
ϕ and ω scans | h = −12→10 |
13197 measured reflections | k = −11→12 |
3670 independent reflections | l = −20→22 |
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)] = 0.051 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.157 | H-atom parameters constrained |
S = 0.99 | w = 1/[σ2(Fo2) + (0.0842P)2] where P = (Fo2 + 2Fc2)/3 |
3670 reflections | (Δ/σ)max < 0.001 |
183 parameters | Δρmax = 0.30 e Å−3 |
0 restraints | Δρmin = −0.27 e Å−3 |
C15H17NO3S | V = 1485.65 (15) Å3 |
Mr = 291.37 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 9.3098 (5) Å | µ = 0.22 mm−1 |
b = 9.5664 (6) Å | T = 296 K |
c = 17.1949 (10) Å | 0.15 × 0.10 × 0.06 mm |
β = 104.040 (2)° |
Bruker APEXII CCD diffractometer | 1963 reflections with I > 2σ(I) |
13197 measured reflections | Rint = 0.045 |
3670 independent reflections |
R[F2 > 2σ(F2)] = 0.051 | 0 restraints |
wR(F2) = 0.157 | H-atom parameters constrained |
S = 0.99 | Δρmax = 0.30 e Å−3 |
3670 reflections | Δρmin = −0.27 e Å−3 |
183 parameters |
Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles |
Refinement. Refinement on F2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The observed criterion of F2 > σ(F2) is used only for calculating -R-factor-obs 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 | ||
S1 | 0.86267 (6) | 0.81474 (6) | 0.18075 (4) | 0.0619 (2) | |
O1 | 0.99631 (18) | 0.7591 (2) | 0.16733 (12) | 0.0964 (8) | |
O2 | 0.81194 (19) | 0.94809 (17) | 0.14864 (9) | 0.0771 (7) | |
O3 | 0.57342 (18) | 0.66902 (16) | 0.25621 (9) | 0.0675 (6) | |
N1 | 0.73281 (18) | 0.70249 (17) | 0.14324 (10) | 0.0532 (6) | |
C1 | 0.8828 (2) | 0.8200 (2) | 0.28471 (13) | 0.0557 (7) | |
C2 | 0.8216 (3) | 0.9285 (2) | 0.31844 (14) | 0.0687 (9) | |
C3 | 0.8335 (3) | 0.9308 (3) | 0.39875 (16) | 0.0899 (11) | |
C4 | 0.9055 (4) | 0.8251 (4) | 0.44612 (18) | 0.1036 (15) | |
C5 | 0.9646 (4) | 0.7163 (4) | 0.4127 (2) | 0.1047 (14) | |
C6 | 0.9558 (3) | 0.7136 (3) | 0.33214 (17) | 0.0809 (10) | |
C7 | 0.7640 (3) | 0.5514 (2) | 0.15704 (15) | 0.0723 (9) | |
C8 | 0.6825 (4) | 0.4652 (3) | 0.09012 (17) | 0.1080 (13) | |
C9 | 0.5821 (2) | 0.7500 (2) | 0.12968 (11) | 0.0476 (7) | |
C10 | 0.5011 (2) | 0.7321 (2) | 0.18716 (12) | 0.0498 (7) | |
C11 | 0.3558 (2) | 0.7784 (2) | 0.17143 (14) | 0.0633 (9) | |
C12 | 0.2933 (3) | 0.8395 (2) | 0.09883 (17) | 0.0740 (10) | |
C13 | 0.3707 (3) | 0.8566 (2) | 0.04225 (15) | 0.0722 (9) | |
C14 | 0.5157 (3) | 0.8111 (2) | 0.05732 (13) | 0.0605 (8) | |
C15 | 0.5112 (3) | 0.6721 (3) | 0.32343 (15) | 0.0878 (11) | |
H2 | 0.77210 | 1.00010 | 0.28620 | 0.0820* | |
H3 | 0.79260 | 1.00430 | 0.42150 | 0.1080* | |
H4 | 0.91440 | 0.82730 | 0.50120 | 0.1240* | |
H5 | 1.01110 | 0.64350 | 0.44500 | 0.1260* | |
H6 | 0.99860 | 0.64090 | 0.30970 | 0.0970* | |
H7A | 0.86930 | 0.53530 | 0.16450 | 0.0870* | |
H7B | 0.73710 | 0.52310 | 0.20580 | 0.0870* | |
H8A | 0.57950 | 0.46310 | 0.09050 | 0.1620* | |
H8B | 0.72140 | 0.37180 | 0.09570 | 0.1620* | |
H8C | 0.69320 | 0.50430 | 0.04040 | 0.1620* | |
H11 | 0.30120 | 0.76820 | 0.20970 | 0.0760* | |
H12 | 0.19550 | 0.86980 | 0.08830 | 0.0890* | |
H13 | 0.32660 | 0.89860 | −0.00640 | 0.0870* | |
H14 | 0.56880 | 0.82170 | 0.01840 | 0.0730* | |
H15A | 0.47490 | 0.76430 | 0.32950 | 0.1320* | |
H15B | 0.58550 | 0.64750 | 0.37070 | 0.1320* | |
H15C | 0.43090 | 0.60650 | 0.31570 | 0.1320* |
U11 | U22 | U33 | U12 | U13 | U23 | |
S1 | 0.0444 (4) | 0.0686 (4) | 0.0765 (4) | −0.0128 (3) | 0.0219 (3) | −0.0093 (3) |
O1 | 0.0473 (10) | 0.1239 (15) | 0.1290 (16) | −0.0121 (10) | 0.0426 (10) | −0.0311 (12) |
O2 | 0.0798 (12) | 0.0655 (11) | 0.0836 (11) | −0.0281 (9) | 0.0152 (8) | 0.0088 (8) |
O3 | 0.0664 (10) | 0.0780 (11) | 0.0630 (10) | 0.0078 (8) | 0.0252 (8) | 0.0158 (7) |
N1 | 0.0449 (10) | 0.0534 (11) | 0.0631 (11) | −0.0040 (8) | 0.0167 (8) | −0.0081 (8) |
C1 | 0.0362 (11) | 0.0496 (12) | 0.0761 (15) | −0.0024 (9) | 0.0033 (10) | −0.0073 (10) |
C2 | 0.0755 (17) | 0.0528 (14) | 0.0751 (16) | 0.0057 (12) | 0.0132 (12) | −0.0031 (11) |
C3 | 0.111 (2) | 0.0808 (19) | 0.0776 (19) | 0.0022 (17) | 0.0224 (16) | −0.0168 (15) |
C4 | 0.127 (3) | 0.106 (3) | 0.0640 (17) | −0.010 (2) | −0.0037 (17) | −0.0083 (16) |
C5 | 0.110 (3) | 0.089 (2) | 0.087 (2) | 0.0113 (18) | −0.0303 (18) | 0.0097 (17) |
C6 | 0.0691 (17) | 0.0680 (16) | 0.089 (2) | 0.0152 (13) | −0.0131 (14) | −0.0081 (13) |
C7 | 0.0600 (15) | 0.0580 (15) | 0.1008 (18) | 0.0077 (11) | 0.0233 (13) | −0.0162 (12) |
C8 | 0.143 (3) | 0.0672 (18) | 0.122 (2) | −0.0313 (18) | 0.048 (2) | −0.0282 (16) |
C9 | 0.0446 (12) | 0.0434 (11) | 0.0553 (12) | −0.0076 (9) | 0.0130 (9) | −0.0070 (9) |
C10 | 0.0464 (12) | 0.0459 (11) | 0.0576 (12) | −0.0058 (9) | 0.0135 (9) | −0.0012 (9) |
C11 | 0.0455 (13) | 0.0638 (14) | 0.0839 (17) | −0.0052 (10) | 0.0224 (11) | −0.0003 (12) |
C12 | 0.0492 (14) | 0.0662 (16) | 0.099 (2) | 0.0021 (11) | 0.0035 (13) | 0.0004 (13) |
C13 | 0.0691 (18) | 0.0655 (15) | 0.0701 (16) | −0.0038 (12) | −0.0059 (13) | 0.0066 (12) |
C14 | 0.0645 (15) | 0.0628 (14) | 0.0537 (13) | −0.0128 (11) | 0.0132 (11) | −0.0029 (10) |
C15 | 0.093 (2) | 0.110 (2) | 0.0686 (17) | −0.0052 (17) | 0.0353 (14) | 0.0107 (14) |
S1—O1 | 1.4226 (19) | C12—C13 | 1.354 (4) |
S1—O2 | 1.4243 (17) | C13—C14 | 1.382 (4) |
S1—N1 | 1.6286 (18) | C2—H2 | 0.9300 |
S1—C1 | 1.752 (2) | C3—H3 | 0.9300 |
O3—C10 | 1.356 (2) | C4—H4 | 0.9300 |
O3—C15 | 1.413 (3) | C5—H5 | 0.9300 |
N1—C7 | 1.482 (3) | C6—H6 | 0.9300 |
N1—C9 | 1.439 (3) | C7—H7A | 0.9700 |
C1—C2 | 1.378 (3) | C7—H7B | 0.9700 |
C1—C6 | 1.376 (3) | C8—H8A | 0.9600 |
C2—C3 | 1.359 (4) | C8—H8B | 0.9600 |
C3—C4 | 1.368 (5) | C8—H8C | 0.9600 |
C4—C5 | 1.367 (5) | C11—H11 | 0.9300 |
C5—C6 | 1.368 (4) | C12—H12 | 0.9300 |
C7—C8 | 1.468 (4) | C13—H13 | 0.9300 |
C9—C10 | 1.392 (3) | C14—H14 | 0.9300 |
C9—C14 | 1.378 (3) | C15—H15A | 0.9600 |
C10—C11 | 1.386 (3) | C15—H15B | 0.9600 |
C11—C12 | 1.373 (4) | C15—H15C | 0.9600 |
O1···C11i | 3.336 (3) | C11···H15A | 2.6800 |
O1···C12i | 3.347 (3) | C11···H15C | 2.9200 |
O2···C6ii | 3.300 (3) | C15···H11 | 2.5800 |
O2···C14 | 3.113 (3) | H2···O2 | 2.5300 |
O3···N1 | 2.734 (2) | H2···C11v | 3.0800 |
O3···C2 | 3.383 (3) | H2···H15Cv | 2.4600 |
O3···C7 | 2.965 (3) | H3···H8Cviii | 2.4400 |
O3···C1 | 3.152 (3) | H4···O1viii | 2.8900 |
O1···H11i | 2.7600 | H6···O1 | 2.6900 |
O1···H7A | 2.4400 | H6···O2vi | 2.5300 |
O1···H4iii | 2.8900 | H7A···O1 | 2.4400 |
O1···H12i | 2.7600 | H7A···C1vi | 3.0600 |
O1···H6 | 2.6900 | H7A···C2vi | 3.0000 |
O2···H13iv | 2.8800 | H7B···O3 | 2.3800 |
O2···H15Cv | 2.9100 | H7B···C10 | 2.9300 |
O2···H2 | 2.5300 | H8A···C9 | 2.8200 |
O2···H6ii | 2.5300 | H8A···H15Aix | 2.4700 |
O3···H7B | 2.3800 | H8C···C3iii | 3.0900 |
N1···O3 | 2.734 (2) | H8C···H3iii | 2.4400 |
C1···O3 | 3.152 (3) | H11···O1vii | 2.7600 |
C2···O3 | 3.383 (3) | H11···C15 | 2.5800 |
C6···O2vi | 3.300 (3) | H11···H15A | 2.2900 |
C6···C7 | 3.472 (4) | H11···H15C | 2.4700 |
C7···C6 | 3.472 (4) | H12···O1vii | 2.7600 |
C7···O3 | 2.965 (3) | H13···O2iv | 2.8800 |
C11···O1vii | 3.336 (3) | H14···H15Biii | 2.6000 |
C12···O1vii | 3.347 (3) | H15A···C11 | 2.6800 |
C14···O2 | 3.113 (3) | H15A···H11 | 2.2900 |
C1···H7Aii | 3.0600 | H15A···C8v | 2.9600 |
C2···H7Aii | 3.0000 | H15A···H8Av | 2.4700 |
C3···H8Cviii | 3.0900 | H15B···H14viii | 2.6000 |
C8···H15Aix | 2.9600 | H15C···C11 | 2.9200 |
C9···H8A | 2.8200 | H15C···H11 | 2.4700 |
C10···H7B | 2.9300 | H15C···O2ix | 2.9100 |
C11···H2ix | 3.0800 | H15C···H2ix | 2.4600 |
O1—S1—O2 | 119.54 (11) | C4—C3—H3 | 120.00 |
O1—S1—N1 | 106.47 (10) | C3—C4—H4 | 120.00 |
O1—S1—C1 | 107.15 (11) | C5—C4—H4 | 120.00 |
O2—S1—N1 | 107.01 (10) | C4—C5—H5 | 120.00 |
O2—S1—C1 | 108.24 (10) | C6—C5—H5 | 120.00 |
N1—S1—C1 | 107.96 (9) | C1—C6—H6 | 120.00 |
C10—O3—C15 | 119.46 (18) | C5—C6—H6 | 120.00 |
S1—N1—C7 | 118.81 (15) | N1—C7—H7A | 109.00 |
S1—N1—C9 | 117.18 (13) | N1—C7—H7B | 109.00 |
C7—N1—C9 | 118.65 (18) | C8—C7—H7A | 109.00 |
S1—C1—C2 | 119.88 (16) | C8—C7—H7B | 109.00 |
S1—C1—C6 | 119.90 (18) | H7A—C7—H7B | 108.00 |
C2—C1—C6 | 120.2 (2) | C7—C8—H8A | 109.00 |
C1—C2—C3 | 120.0 (2) | C7—C8—H8B | 109.00 |
C2—C3—C4 | 120.1 (3) | C7—C8—H8C | 109.00 |
C3—C4—C5 | 120.1 (3) | H8A—C8—H8B | 109.00 |
C4—C5—C6 | 120.6 (3) | H8A—C8—H8C | 109.00 |
C1—C6—C5 | 119.1 (3) | H8B—C8—H8C | 109.00 |
N1—C7—C8 | 112.2 (2) | C10—C11—H11 | 120.00 |
N1—C9—C10 | 121.41 (17) | C12—C11—H11 | 120.00 |
N1—C9—C14 | 119.11 (19) | C11—C12—H12 | 119.00 |
C10—C9—C14 | 119.5 (2) | C13—C12—H12 | 119.00 |
O3—C10—C9 | 115.92 (17) | C12—C13—H13 | 120.00 |
O3—C10—C11 | 124.52 (19) | C14—C13—H13 | 120.00 |
C9—C10—C11 | 119.56 (19) | C9—C14—H14 | 120.00 |
C10—C11—C12 | 119.4 (2) | C13—C14—H14 | 120.00 |
C11—C12—C13 | 121.5 (2) | O3—C15—H15A | 109.00 |
C12—C13—C14 | 119.6 (2) | O3—C15—H15B | 109.00 |
C9—C14—C13 | 120.5 (2) | O3—C15—H15C | 109.00 |
C1—C2—H2 | 120.00 | H15A—C15—H15B | 109.00 |
C3—C2—H2 | 120.00 | H15A—C15—H15C | 109.00 |
C2—C3—H3 | 120.00 | H15B—C15—H15C | 109.00 |
O1—S1—N1—C7 | 42.39 (19) | S1—C1—C2—C3 | 178.2 (2) |
O1—S1—N1—C9 | −163.78 (15) | C6—C1—C2—C3 | 0.1 (4) |
O2—S1—N1—C7 | 171.30 (16) | S1—C1—C6—C5 | −177.1 (2) |
O2—S1—N1—C9 | −34.87 (17) | C2—C1—C6—C5 | 1.0 (4) |
C1—S1—N1—C7 | −72.39 (18) | C1—C2—C3—C4 | −0.4 (4) |
C1—S1—N1—C9 | 81.45 (16) | C2—C3—C4—C5 | −0.5 (5) |
O1—S1—C1—C2 | 144.01 (19) | C3—C4—C5—C6 | 1.7 (6) |
O1—S1—C1—C6 | −38.0 (2) | C4—C5—C6—C1 | −1.9 (5) |
O2—S1—C1—C2 | 13.9 (2) | N1—C9—C10—O3 | 0.7 (3) |
O2—S1—C1—C6 | −168.12 (19) | N1—C9—C10—C11 | −179.48 (18) |
N1—S1—C1—C2 | −101.66 (19) | C14—C9—C10—O3 | 178.90 (18) |
N1—S1—C1—C6 | 76.4 (2) | C14—C9—C10—C11 | −1.2 (3) |
C15—O3—C10—C9 | 167.2 (2) | N1—C9—C14—C13 | 179.41 (18) |
C15—O3—C10—C11 | −12.7 (3) | C10—C9—C14—C13 | 1.1 (3) |
S1—N1—C7—C8 | −148.4 (2) | O3—C10—C11—C12 | −179.24 (19) |
C9—N1—C7—C8 | 58.1 (3) | C9—C10—C11—C12 | 0.9 (3) |
S1—N1—C9—C10 | −93.0 (2) | C10—C11—C12—C13 | −0.5 (3) |
S1—N1—C9—C14 | 88.8 (2) | C11—C12—C13—C14 | 0.4 (3) |
C7—N1—C9—C10 | 60.9 (3) | C12—C13—C14—C9 | −0.7 (3) |
C7—N1—C9—C14 | −117.4 (2) |
Symmetry codes: (i) x+1, y, z; (ii) −x+2, y+1/2, −z+1/2; (iii) x, −y+3/2, z−1/2; (iv) −x+1, −y+2, −z; (v) −x+1, y+1/2, −z+1/2; (vi) −x+2, y−1/2, −z+1/2; (vii) x−1, y, z; (viii) x, −y+3/2, z+1/2; (ix) −x+1, y−1/2, −z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
C2—H2···O2 | 0.93 | 2.53 | 2.905 (3) | 104 |
C6—H6···O2vi | 0.93 | 2.53 | 3.300 (3) | 140 |
C7—H7A···O1 | 0.97 | 2.44 | 2.911 (3) | 109 |
C7—H7B···O3 | 0.97 | 2.38 | 2.965 (3) | 118 |
Symmetry code: (vi) −x+2, y−1/2, −z+1/2. |
Experimental details
Crystal data | |
Chemical formula | C15H17NO3S |
Mr | 291.37 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 296 |
a, b, c (Å) | 9.3098 (5), 9.5664 (6), 17.1949 (10) |
β (°) | 104.040 (2) |
V (Å3) | 1485.65 (15) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.22 |
Crystal size (mm) | 0.15 × 0.10 × 0.06 |
Data collection | |
Diffractometer | Bruker APEXII CCD diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 13197, 3670, 1963 |
Rint | 0.045 |
(sin θ/λ)max (Å−1) | 0.667 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.051, 0.157, 0.99 |
No. of reflections | 3670 |
No. of parameters | 183 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.30, −0.27 |
Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999) and PLATON (Spek, 2009).
D—H···A | D—H | H···A | D···A | D—H···A |
C6—H6···O2i | 0.93 | 2.53 | 3.300 (3) | 140 |
Symmetry code: (i) −x+2, y−1/2, −z+1/2. |
Footnotes
‡Additional corresponding author, e-mail: azizhej@hotmail.com.
Acknowledgements
The authors are grateful to the Higher Education Commission of Pakistan for financial support to purchase the diffractometer.
References
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This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Sulfonamides are known as biologically active compounds (Ozbek et al., 2007; Parari et al., 2008). As a contribution to a structural study of sulfonamide derivatives (Mariam et al., 2009; Arshad et al., 2009; Asiri et al., 2009; Khan et al., 2010; Akkurt et al., 2010a,b) we present here the title compound, (I).
The title molecule (Fig. 1) is bent at the S atoms with the C1—S1—N1—C9 torsion angle of 81.45 (16)°. The dihedral angle between the phenyl (C1–C6) and benzene (C9–C14) rings is 45.83 (12)°.
In the crystal structure of (I), weak intermolecular C—H···O hydrogen bonds (Table 1) link the molecules into chains parallel to b axis.