organic compounds
A second monoclinic polymorph of N-cyclohexyl-N-ethylbenzenesulfonamide
aDepartment of Chemistry, Government College University, Lahore 54000, Pakistan, and bApplied Chemistry Research Centre, PCSIR Laboratories Complex, Ferozpure Road, Lahore 54600, Pakistan
*Correspondence e-mail: iukhan.gcu@gmail.com
The 14H21NO2S, is a polymorph of the structure reported by Khan et al. [Acta Cryst. (2009), E65, o2867] which is also monoclinic (space group P21/c). The in the title structure is approximately half the volume of the previously reported polymorph and the of the title compound contains one molecule rather than two independent molecules in the other polymorph. In the title molecule, the cyclohexane ring is in the typical chair form. In the molecules are linked via weak intermolecular C—H⋯O interactions, forming a chain along the b-axis direction.
of the title compound, CRelated literature
For the synthesis of related molecules, see: Arshad et al. (2009); Zia-ur-Rehman et al. (2009). For applications of see: Connor (1998); Berredjem et al. (2000); Lee & Lee (2002); Xiao & Timberlake (2000). For the structure of the other polymorph, see: Khan et al. (2009). For standard bond-length data, see: Allen et al. (1987).
Experimental
Crystal data
|
Refinement
|
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: PLATON (Spek, 2009) and Mercury (Macrae et al., 2006); software used to prepare material for publication: WinGX (Farrugia,1999) and PLATON.
Supporting information
10.1107/S160053680904762X/lh2950sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S160053680904762X/lh2950Isup2.hkl
A mixture of N-cyclohexylbenzene sulfonamide (1.0 g, 0.43 mmol), sodium hydride (0.21 g; 0.88 mmoles) and N, N-dimethylformamide (10.0 ml) was stirred at room temperature for half an hour followed by addition of ethyl iodide (0.134 g; 0.86 mmoles). Stirring was continued further for a period of three hours and the contents were poured over crushed ice. Precipitated product was isolated, washed and crystallized from methanol.
All hydrogen atoms were identified in a difference Fourier map. However, they were fixed in ideal positions and treated as riding on their parent atoms. The following distances were used: Cmethyl = —H 0.98 Å. Caromatic—H 0.95 Å. U(H) was set to 1.2Ueq(C) or 1.5Ueq(Cmethyl).
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: PLATON (Spek, 2009) and Mercury (Macrae et al., 2006); software used to prepare material for publication: WinGX (Farrugia,1999) and PLATON (Spek, 2009).C14H21NO2S | F(000) = 576 |
Mr = 267.38 | Dx = 1.223 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 4610 reflections |
a = 8.3837 (4) Å | θ = 2.8–27.6° |
b = 11.4467 (5) Å | µ = 0.22 mm−1 |
c = 15.1488 (7) Å | T = 296 K |
β = 92.541 (2)° | Needle, colourless |
V = 1452.34 (12) Å3 | 0.41 × 0.28 × 0.11 mm |
Z = 4 |
Bruker APEXII CCD diffractometer | 3651 independent reflections |
Radiation source: fine-focus sealed tube | 2481 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.034 |
ϕ and ω scans | θmax = 28.5°, θmin = 2.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2007) | h = −11→10 |
Tmin = 0.916, Tmax = 0.976 | k = −15→14 |
15910 measured reflections | l = −19→20 |
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)] = 0.042 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.107 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0409P)2 + 0.3342P] where P = (Fo2 + 2Fc2)/3 |
3651 reflections | (Δ/σ)max = 0.001 |
164 parameters | Δρmax = 0.26 e Å−3 |
0 restraints | Δρmin = −0.36 e Å−3 |
C14H21NO2S | V = 1452.34 (12) Å3 |
Mr = 267.38 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 8.3837 (4) Å | µ = 0.22 mm−1 |
b = 11.4467 (5) Å | T = 296 K |
c = 15.1488 (7) Å | 0.41 × 0.28 × 0.11 mm |
β = 92.541 (2)° |
Bruker APEXII CCD diffractometer | 3651 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 2007) | 2481 reflections with I > 2σ(I) |
Tmin = 0.916, Tmax = 0.976 | Rint = 0.034 |
15910 measured reflections |
R[F2 > 2σ(F2)] = 0.042 | 0 restraints |
wR(F2) = 0.107 | H-atom parameters constrained |
S = 1.02 | Δρmax = 0.26 e Å−3 |
3651 reflections | Δρmin = −0.36 e Å−3 |
164 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 | ||
S1 | 0.22296 (5) | 0.78592 (4) | 0.73395 (3) | 0.04988 (15) | |
O1 | 0.14310 (16) | 0.68075 (13) | 0.70635 (9) | 0.0702 (4) | |
O2 | 0.14198 (15) | 0.89484 (12) | 0.72376 (10) | 0.0720 (4) | |
N1 | 0.38527 (16) | 0.79318 (12) | 0.68134 (9) | 0.0455 (3) | |
C1 | 0.27998 (18) | 0.77256 (14) | 0.84693 (10) | 0.0427 (4) | |
C2 | 0.2929 (3) | 0.87099 (18) | 0.89914 (13) | 0.0658 (5) | |
H2 | 0.2641 | 0.9436 | 0.8760 | 0.079* | |
C3 | 0.3483 (3) | 0.8612 (2) | 0.98515 (15) | 0.0841 (7) | |
H3 | 0.3569 | 0.9276 | 1.0205 | 0.101* | |
C4 | 0.3908 (3) | 0.7554 (3) | 1.01939 (14) | 0.0809 (7) | |
H4 | 0.4296 | 0.7497 | 1.0777 | 0.097* | |
C5 | 0.3767 (2) | 0.6566 (2) | 0.96771 (14) | 0.0710 (6) | |
H5 | 0.4048 | 0.5843 | 0.9916 | 0.085* | |
C6 | 0.3209 (2) | 0.66398 (16) | 0.88051 (12) | 0.0528 (4) | |
H6 | 0.3113 | 0.5975 | 0.8454 | 0.063* | |
C7 | 0.49240 (18) | 0.89465 (14) | 0.69898 (10) | 0.0410 (4) | |
H7 | 0.4309 | 0.9530 | 0.7304 | 0.049* | |
C8 | 0.6390 (2) | 0.86509 (15) | 0.75812 (11) | 0.0507 (4) | |
H8A | 0.6055 | 0.8330 | 0.8136 | 0.061* | |
H8B | 0.7026 | 0.8065 | 0.7296 | 0.061* | |
C9 | 0.7397 (2) | 0.97408 (17) | 0.77604 (11) | 0.0579 (5) | |
H9A | 0.6786 | 1.0303 | 0.8085 | 0.069* | |
H9B | 0.8340 | 0.9536 | 0.8121 | 0.069* | |
C10 | 0.7892 (2) | 1.02824 (16) | 0.69050 (12) | 0.0547 (5) | |
H10A | 0.8578 | 0.9744 | 0.6605 | 0.066* | |
H10B | 0.8495 | 1.0990 | 0.7033 | 0.066* | |
C11 | 0.6449 (2) | 1.05710 (15) | 0.63070 (12) | 0.0550 (4) | |
H11A | 0.6803 | 1.0871 | 0.5750 | 0.066* | |
H11B | 0.5828 | 1.1177 | 0.6580 | 0.066* | |
C12 | 0.53986 (19) | 0.95047 (14) | 0.61323 (10) | 0.0457 (4) | |
H12A | 0.4446 | 0.9735 | 0.5789 | 0.055* | |
H12B | 0.5971 | 0.8939 | 0.5790 | 0.055* | |
C13 | 0.4471 (2) | 0.68754 (15) | 0.63861 (12) | 0.0542 (5) | |
H13A | 0.4181 | 0.6195 | 0.6726 | 0.065* | |
H13B | 0.5627 | 0.6916 | 0.6396 | 0.065* | |
C14 | 0.3849 (3) | 0.67214 (18) | 0.54449 (13) | 0.0760 (6) | |
H14A | 0.2704 | 0.6677 | 0.5429 | 0.114* | |
H14B | 0.4273 | 0.6014 | 0.5208 | 0.114* | |
H14C | 0.4172 | 0.7374 | 0.5098 | 0.114* |
U11 | U22 | U33 | U12 | U13 | U23 | |
S1 | 0.0385 (2) | 0.0606 (3) | 0.0500 (3) | −0.0046 (2) | −0.00434 (17) | 0.0147 (2) |
O1 | 0.0615 (8) | 0.0877 (10) | 0.0603 (8) | −0.0332 (7) | −0.0110 (6) | 0.0087 (7) |
O2 | 0.0469 (7) | 0.0815 (10) | 0.0880 (10) | 0.0182 (7) | 0.0050 (7) | 0.0353 (8) |
N1 | 0.0459 (8) | 0.0483 (8) | 0.0421 (7) | −0.0072 (6) | 0.0015 (6) | 0.0003 (6) |
C1 | 0.0378 (8) | 0.0476 (9) | 0.0431 (9) | −0.0015 (7) | 0.0050 (7) | 0.0043 (7) |
C2 | 0.0839 (14) | 0.0548 (12) | 0.0599 (12) | 0.0012 (10) | 0.0160 (10) | −0.0002 (9) |
C3 | 0.1083 (19) | 0.0908 (18) | 0.0541 (13) | −0.0248 (15) | 0.0138 (12) | −0.0155 (12) |
C4 | 0.0689 (14) | 0.131 (2) | 0.0427 (11) | −0.0152 (14) | −0.0031 (10) | 0.0049 (13) |
C5 | 0.0665 (13) | 0.0872 (16) | 0.0594 (12) | 0.0133 (12) | 0.0045 (10) | 0.0285 (12) |
C6 | 0.0543 (10) | 0.0529 (11) | 0.0513 (10) | 0.0005 (9) | 0.0064 (8) | 0.0090 (8) |
C7 | 0.0408 (8) | 0.0433 (9) | 0.0387 (8) | −0.0020 (7) | 0.0010 (6) | 0.0009 (7) |
C8 | 0.0509 (10) | 0.0581 (11) | 0.0422 (9) | −0.0051 (8) | −0.0066 (7) | 0.0079 (8) |
C9 | 0.0556 (11) | 0.0678 (13) | 0.0494 (10) | −0.0100 (9) | −0.0087 (8) | −0.0030 (9) |
C10 | 0.0516 (10) | 0.0528 (11) | 0.0599 (11) | −0.0123 (8) | 0.0033 (8) | −0.0052 (8) |
C11 | 0.0592 (11) | 0.0480 (10) | 0.0580 (11) | −0.0046 (8) | 0.0052 (9) | 0.0101 (8) |
C12 | 0.0456 (9) | 0.0512 (10) | 0.0399 (9) | −0.0009 (8) | −0.0014 (7) | 0.0087 (7) |
C13 | 0.0606 (11) | 0.0449 (10) | 0.0567 (11) | −0.0022 (8) | −0.0024 (9) | 0.0017 (8) |
C14 | 0.1067 (18) | 0.0615 (13) | 0.0591 (12) | −0.0003 (12) | −0.0042 (12) | −0.0115 (10) |
S1—O2 | 1.4247 (13) | C8—C9 | 1.524 (2) |
S1—O1 | 1.4309 (14) | C8—H8A | 0.9700 |
S1—N1 | 1.6093 (14) | C8—H8B | 0.9700 |
S1—C1 | 1.7632 (16) | C9—C10 | 1.511 (2) |
N1—C13 | 1.476 (2) | C9—H9A | 0.9700 |
N1—C7 | 1.485 (2) | C9—H9B | 0.9700 |
C1—C2 | 1.378 (2) | C10—C11 | 1.515 (2) |
C1—C6 | 1.381 (2) | C10—H10A | 0.9700 |
C2—C3 | 1.368 (3) | C10—H10B | 0.9700 |
C2—H2 | 0.9300 | C11—C12 | 1.521 (2) |
C3—C4 | 1.359 (3) | C11—H11A | 0.9700 |
C3—H3 | 0.9300 | C11—H11B | 0.9700 |
C4—C5 | 1.377 (3) | C12—H12A | 0.9700 |
C4—H4 | 0.9300 | C12—H12B | 0.9700 |
C5—C6 | 1.384 (3) | C13—C14 | 1.507 (3) |
C5—H5 | 0.9300 | C13—H13A | 0.9700 |
C6—H6 | 0.9300 | C13—H13B | 0.9700 |
C7—C12 | 1.516 (2) | C14—H14A | 0.9600 |
C7—C8 | 1.527 (2) | C14—H14B | 0.9600 |
C7—H7 | 0.9800 | C14—H14C | 0.9600 |
O2—S1—O1 | 119.34 (9) | H8A—C8—H8B | 108.1 |
O2—S1—N1 | 108.08 (8) | C10—C9—C8 | 110.74 (14) |
O1—S1—N1 | 107.08 (8) | C10—C9—H9A | 109.5 |
O2—S1—C1 | 106.77 (9) | C8—C9—H9A | 109.5 |
O1—S1—C1 | 108.29 (8) | C10—C9—H9B | 109.5 |
N1—S1—C1 | 106.64 (7) | C8—C9—H9B | 109.5 |
C13—N1—C7 | 119.89 (13) | H9A—C9—H9B | 108.1 |
C13—N1—S1 | 119.71 (11) | C9—C10—C11 | 111.09 (15) |
C7—N1—S1 | 117.98 (11) | C9—C10—H10A | 109.4 |
C2—C1—C6 | 120.85 (16) | C11—C10—H10A | 109.4 |
C2—C1—S1 | 119.81 (14) | C9—C10—H10B | 109.4 |
C6—C1—S1 | 119.21 (13) | C11—C10—H10B | 109.4 |
C3—C2—C1 | 119.6 (2) | H10A—C10—H10B | 108.0 |
C3—C2—H2 | 120.2 | C10—C11—C12 | 111.69 (14) |
C1—C2—H2 | 120.2 | C10—C11—H11A | 109.3 |
C4—C3—C2 | 120.6 (2) | C12—C11—H11A | 109.3 |
C4—C3—H3 | 119.7 | C10—C11—H11B | 109.3 |
C2—C3—H3 | 119.7 | C12—C11—H11B | 109.3 |
C3—C4—C5 | 120.01 (19) | H11A—C11—H11B | 107.9 |
C3—C4—H4 | 120.0 | C7—C12—C11 | 111.15 (13) |
C5—C4—H4 | 120.0 | C7—C12—H12A | 109.4 |
C4—C5—C6 | 120.6 (2) | C11—C12—H12A | 109.4 |
C4—C5—H5 | 119.7 | C7—C12—H12B | 109.4 |
C6—C5—H5 | 119.7 | C11—C12—H12B | 109.4 |
C1—C6—C5 | 118.32 (18) | H12A—C12—H12B | 108.0 |
C1—C6—H6 | 120.8 | N1—C13—C14 | 113.41 (15) |
C5—C6—H6 | 120.8 | N1—C13—H13A | 108.9 |
N1—C7—C12 | 110.79 (12) | C14—C13—H13A | 108.9 |
N1—C7—C8 | 113.40 (13) | N1—C13—H13B | 108.9 |
C12—C7—C8 | 111.16 (13) | C14—C13—H13B | 108.9 |
N1—C7—H7 | 107.0 | H13A—C13—H13B | 107.7 |
C12—C7—H7 | 107.0 | C13—C14—H14A | 109.5 |
C8—C7—H7 | 107.0 | C13—C14—H14B | 109.5 |
C9—C8—C7 | 110.38 (14) | H14A—C14—H14B | 109.5 |
C9—C8—H8A | 109.6 | C13—C14—H14C | 109.5 |
C7—C8—H8A | 109.6 | H14A—C14—H14C | 109.5 |
C9—C8—H8B | 109.6 | H14B—C14—H14C | 109.5 |
C7—C8—H8B | 109.6 | ||
O2—S1—N1—C13 | −146.72 (13) | C2—C1—C6—C5 | −0.6 (3) |
O1—S1—N1—C13 | −16.96 (14) | S1—C1—C6—C5 | 175.29 (14) |
C1—S1—N1—C13 | 98.80 (13) | C4—C5—C6—C1 | −0.1 (3) |
O2—S1—N1—C7 | 50.94 (13) | C13—N1—C7—C12 | 66.92 (17) |
O1—S1—N1—C7 | −179.30 (11) | S1—N1—C7—C12 | −130.77 (12) |
C1—S1—N1—C7 | −63.54 (13) | C13—N1—C7—C8 | −58.89 (19) |
O2—S1—C1—C2 | −21.71 (17) | S1—N1—C7—C8 | 103.43 (15) |
O1—S1—C1—C2 | −151.40 (15) | N1—C7—C8—C9 | −177.88 (13) |
N1—S1—C1—C2 | 93.66 (16) | C12—C7—C8—C9 | 56.52 (19) |
O2—S1—C1—C6 | 162.38 (13) | C7—C8—C9—C10 | −57.4 (2) |
O1—S1—C1—C6 | 32.69 (16) | C8—C9—C10—C11 | 56.9 (2) |
N1—S1—C1—C6 | −82.25 (15) | C9—C10—C11—C12 | −55.4 (2) |
C6—C1—C2—C3 | 0.6 (3) | N1—C7—C12—C11 | 178.00 (13) |
S1—C1—C2—C3 | −175.27 (16) | C8—C7—C12—C11 | −54.96 (19) |
C1—C2—C3—C4 | 0.1 (3) | C10—C11—C12—C7 | 54.4 (2) |
C2—C3—C4—C5 | −0.7 (4) | C7—N1—C13—C14 | −107.93 (18) |
C3—C4—C5—C6 | 0.7 (3) | S1—N1—C13—C14 | 90.06 (18) |
D—H···A | D—H | H···A | D···A | D—H···A |
C6—H6···O2i | 0.93 | 2.58 | 3.482 (2) | 163 |
Symmetry code: (i) −x+1/2, y−1/2, −z+3/2. |
Experimental details
Crystal data | |
Chemical formula | C14H21NO2S |
Mr | 267.38 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 296 |
a, b, c (Å) | 8.3837 (4), 11.4467 (5), 15.1488 (7) |
β (°) | 92.541 (2) |
V (Å3) | 1452.34 (12) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.22 |
Crystal size (mm) | 0.41 × 0.28 × 0.11 |
Data collection | |
Diffractometer | Bruker APEXII CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 2007) |
Tmin, Tmax | 0.916, 0.976 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 15910, 3651, 2481 |
Rint | 0.034 |
(sin θ/λ)max (Å−1) | 0.671 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.042, 0.107, 1.02 |
No. of reflections | 3651 |
No. of parameters | 164 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.26, −0.36 |
Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009) and Mercury (Macrae et al., 2006), WinGX (Farrugia,1999) and PLATON (Spek, 2009).
D—H···A | D—H | H···A | D···A | D—H···A |
C6—H6···O2i | 0.9300 | 2.5800 | 3.482 (2) | 163.00 |
Symmetry code: (i) −x+1/2, y−1/2, −z+3/2. |
Acknowledgements
The authors are grateful to the Higher Education Commission of Pakistan for financial support to purchase the diffractometer.
References
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1–19. CrossRef Web of Science Google Scholar
Arshad, M. N., Zia-ur-Rehman, M. & Khan, I. U. (2009). Acta Cryst. E65, o2596. Web of Science CSD CrossRef IUCr Journals Google Scholar
Berredjem, M., Ré gainia, Z., Djahoudi, A., Aouf, N. E., Dewinter, G. & Montero, J. L. (2000). Phosphorus Sulfur Silicon Relat. Elem. 165, 249–264. Web of Science CrossRef CAS Google Scholar
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Connor, E. E. (1998). Prim. Care Update Ob. Gyn. 5, 32–35. CrossRef Google Scholar
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838. CrossRef CAS IUCr Journals Google Scholar
Khan, I. U., Haider, Z., Zia-ur-Rehman, M., Arshad, M. N. & Shafiq, M. (2009). Acta Cryst. E65, o2867. Web of Science CrossRef IUCr Journals Google Scholar
Lee, J. S. & Lee, C. H. (2002). Bull. Korean Chem. Soc. 23, 167–169. Web of Science CrossRef CAS Google Scholar
Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453–457. Web of Science CrossRef CAS IUCr Journals Google Scholar
Sheldrick, G. M. (2007). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar
Xiao, Z. & Timberlake, J. W. (2000). J. Heterocycl. Chem.37, 773–777. Google Scholar
Zia-ur-Rehman, M., Choudary, J. A., Elsegood, M. R. J., Siddiqui, H. L. & Khan, K. M. (2009). Eur. J. Med. Chem. 44, 1311–1316. Web of Science PubMed CAS Google Scholar
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 an important category of pharmaceutical compounds with a broad spectrum of biological activities such as herbicidal, anti-malarial, anti-convulsant and anti-hypertensive (Connor, 1998; Xiao & Timberlake, 2000; Berredjem et al., 2000; Lee & Lee, 2002).
As a part of our ongoing research program regarding the synthesis of sulfur containing heterocyclic compounds (Arshad et al., 2009; Zia-ur-Rehman et al. 2009), we, herein report the crystal structure of the title compound as a new polymorph of the structure previously reported by Khan et al. (2009) which is also monoclinic (space group P21/c), but with completely different unit cell constants. The molecular structure of the title compound (I) is shown in Fig. 1. The asymmetric unit contains single molecule instead of two as observed in the previous form. In the molecule of (I), bond lengths (Allen et al., 1987) and bond angles are within the normal ranges. The cyclohexane ring is in the chair form. In the crystal structure, molecule are linked via weak intermolecular C—H···O hydrogen bonds to form chains along the b axis direction.