Related literature   {#sec1}
====================

For related structures, see: Gogoi *et al.* (2009[@bb5]); Murtaza *et al.* (2012[@bb6]).

Experimental   {#sec2}
==============

 {#sec2.1}

### Crystal data   {#sec2.1.1}

C~18~H~18~N~2~O~5~S~2~*M* *~r~* = 406.46Monoclinic,*a* = 22.296 (2) Å*b* = 8.0444 (7) Å*c* = 20.915 (2) Åβ = 98.521 (6)°*V* = 3709.7 (6) Å^3^*Z* = 8Mo *K*α radiationμ = 0.32 mm^−1^*T* = 296 K0.30 × 0.25 × 0.22 mm

### Data collection   {#sec2.1.2}

Bruker Kappa APEXII CCD diffractometerAbsorption correction: multi-scan (*SADABS*; Bruker, 2005[@bb1]) *T* ~min~ = 0.910, *T* ~max~ = 0.93315506 measured reflections4124 independent reflections2548 reflections with *I* \> 2σ(*I*)*R* ~int~ = 0.055

### Refinement   {#sec2.1.3}

*R*\[*F* ^2^ \> 2σ(*F* ^2^)\] = 0.057*wR*(*F* ^2^) = 0.128*S* = 1.014124 reflections247 parametersH-atom parameters constrainedΔρ~max~ = 0.27 e Å^−3^Δρ~min~ = −0.35 e Å^−3^

 {#d5e429}

Data collection: *APEX2* (Bruker, 2009[@bb2]); cell refinement: *SAINT* (Bruker, 2009[@bb2]); data reduction: *SAINT*; program(s) used to solve structure: *SHELXS97* (Sheldrick, 2008[@bb7]); program(s) used to refine structure: *SHELXL97* (Sheldrick, 2008[@bb7]); molecular graphics: *ORTEP-3 for Windows* (Farrugia, 1997[@bb3]) and *PLATON* (Spek, 2009[@bb8]); software used to prepare material for publication: *WinGX* (Farrugia, 1999[@bb4]) and *PLATON*.

Supplementary Material
======================

Crystal structure: contains datablock(s) global, I. DOI: [10.1107/S1600536812027717/sj5243sup1.cif](http://dx.doi.org/10.1107/S1600536812027717/sj5243sup1.cif)

Structure factors: contains datablock(s) I. DOI: [10.1107/S1600536812027717/sj5243Isup2.hkl](http://dx.doi.org/10.1107/S1600536812027717/sj5243Isup2.hkl)

Supplementary material file. DOI: [10.1107/S1600536812027717/sj5243Isup3.cml](http://dx.doi.org/10.1107/S1600536812027717/sj5243Isup3.cml)

Additional supplementary materials: [crystallographic information](http://scripts.iucr.org/cgi-bin/sendsupfiles?sj5243&file=sj5243sup0.html&mime=text/html); [3D view](http://scripts.iucr.org/cgi-bin/sendcif?sj5243sup1&Qmime=cif); [checkCIF report](http://scripts.iucr.org/cgi-bin/paper?sj5243&checkcif=yes)

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: [SJ5243](http://scripts.iucr.org/cgi-bin/sendsup?sj5243)).

The authors acknowledge the provision of funds for the purchase of a diffractometer and encouragement by Dr Muhammad Akram Chaudhary, former Vice Chancellor of the University of Sargodha, Pakistan. The authors also acknowledge the technical support provided by Syed Muhammad Hussain Rizvi of Bana Inter­national, Karachi, Pakistan.

Comment
=======

The title compound (I), (Fig. 1) has been synthesized as part of a study of enzyme inhibition and other biological activities of molecules incoorporating pyrazole moiety, an important component of many drugs. (I), was also prepared as a continuation of our work on sulfonyl derivatives, such as ethyl (3*E*)-3-\[2-(4-bromophenylsulfonyl)hydrazin-1-ylidene\]butanoate (Murtaza *et al.*, 2012). The crystal structure of 1(*R*)-4-(3-hydroxy-5-methyl-pyrazol-1-yl)-octan-2-one (Gogoi *et al.* 2009) has also been published and contains a 5-methyl-1*H*-pyrazol-3-ol unit similar to the one observed here.

In (I) , Fig. 1, the tolyl groups A (C1---C7) and B (C12---C18) are planar with r.m.s. deviations of 0.0137 and 0.0043 Å, respectively. The dihedral angle between the A/B planes is 16.15 (11)°. The central group, 5-methyl-1*H*-pyrazol-3-ol, C (C8---C11/N1/N2/O3) is also planar with an r.m.s. deviation of 0.0231 Å. The sulfonyl groups D (O1/S1/O2) and E (O4/S2/O5) are of course planar. The dihedral angles between A/C, A/D, A/E, B/C, B/D and B/E are 89.85 (8)°, 43.20 (9)°, 67.25 (13)°, 73.82 (8)°, 31.56 (9)° and 33.61 (12)°, respectively.

C18---H18b···π contacts form between dissimilar tolyl rings (Table 1). Weak π--π interactions are also found between like ring systems *Cg*2···*Cg*2^i^ \[i = 1/2 - *x*, 1/2 - *y*, 1 - *z*\] and *Cg*3···*Cg*3^ii^ \[ii = - *x*, *y*, 1/2 - *z*\] at distances of 4.1364 (19) and 4.0630 (16) %A respectively, where *Cg*2 and *Cg*3 are the centroids of the (C1---C6) and (C12---C17), benzene rings. These interactions play a role in stabilizing the structure, generating a three dimensional network.

Experimental {#experimental}
============

A solution of 3-methyl-1*H*-pyrazol-5-ol (0.1 g, 1 mmol) was prepared in anhydrous tetrahydrofuran (THF) and NaH (0.048 g, 2 mmol) was added to it at room temperature. A separately prepared solution of 4-methyl benzenesulfonyl chloride (0.19 g, 0.001 mol) in THF (10 ml) was added dropwise to the above mixture. The mixture was stirred for 2 h and solvent was evaporated to yield white prisms of (I).

M. p. 483 K.

Refinement {#refinement}
==========

The H-atoms were positioned geometrically (C--H = 0.93--0.96 Å) and were included in the refinement in the riding model approximation, with *U*~iso~(H) = *xU*~eq~(C), where *x* = 1.5 for CH~3~ and *x* = 1.2 for other H-atoms.

Figures
=======

![View of the title compound with the atom numbering scheme. The thermal ellipsoids are drawn at the 50% probability level. H-atoms are shown as small spheres of arbitrary radii.](e-68-o2196-fig1){#Fap1}

Crystal data {#tablewrapcrystaldatalong}
============

  ------------------------ ---------------------------------------
  C~18~H~18~N~2~O~5~S~2~   *F*(000) = 1696
  *M~r~* = 406.46          *D*~x~ = 1.456 Mg m^−3^
  Monoclinic, *C*2/*c*     Mo *K*α radiation, λ = 0.71073 Å
  Hall symbol: -C 2yc      Cell parameters from 2548 reflections
  *a* = 22.296 (2) Å       θ = 1.9--27.2°
  *b* = 8.0444 (7) Å       µ = 0.32 mm^−1^
  *c* = 20.915 (2) Å       *T* = 296 K
  β = 98.521 (6)°          Prism, white
  *V* = 3709.7 (6) Å^3^    0.30 × 0.25 × 0.22 mm
  *Z* = 8                  
  ------------------------ ---------------------------------------

Data collection {#tablewrapdatacollectionlong}
===============

  ------------------------------------------------------------ --------------------------------------
  Bruker Kappa APEXII CCD diffractometer                       4124 independent reflections
  Radiation source: fine-focus sealed tube                     2548 reflections with *I* \> 2σ(*I*)
  Graphite monochromator                                       *R*~int~ = 0.055
  Detector resolution: 7.80 pixels mm^-1^                      θ~max~ = 27.2°, θ~min~ = 1.9°
  ω scans                                                      *h* = −28→26
  Absorption correction: multi-scan (*SADABS*; Bruker, 2005)   *k* = −10→10
  *T*~min~ = 0.910, *T*~max~ = 0.933                           *l* = −26→26
  15506 measured reflections                                   
  ------------------------------------------------------------ --------------------------------------

Refinement {#tablewraprefinementdatalong}
==========

  ------------------------------------- -------------------------------------------------------------------------------------------------
  Refinement on *F*^2^                  Primary atom site location: structure-invariant direct methods
  Least-squares matrix: full            Secondary atom site location: difference Fourier map
  *R*\[*F*^2^ \> 2σ(*F*^2^)\] = 0.057   Hydrogen site location: inferred from neighbouring sites
  *wR*(*F*^2^) = 0.128                  H-atom parameters constrained
  *S* = 1.01                            *w* = 1/\[σ^2^(*F*~o~^2^) + (0.0531*P*)^2^ + 0.6607*P*\] where *P* = (*F*~o~^2^ + 2*F*~c~^2^)/3
  4124 reflections                      (Δ/σ)~max~ = 0.001
  247 parameters                        Δρ~max~ = 0.27 e Å^−3^
  0 restraints                          Δρ~min~ = −0.35 e Å^−3^
  ------------------------------------- -------------------------------------------------------------------------------------------------

Special details {#specialdetails}
===============

  -----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------
  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 of *F*^2^ against ALL reflections. The weighted *R*-factor *wR* and goodness of fit *S* are based on *F*^2^, conventional *R*-factors *R* are based on *F*, with *F* set to zero for negative *F*^2^. The threshold expression of *F*^2^ \> σ(*F*^2^) is used only for calculating *R*-factors(gt) *etc*. and is not relevant to the choice of reflections for refinement. *R*-factors based on *F*^2^ are statistically about twice as large as those based on *F*, and *R*- factors based on ALL data will be even larger.
  -----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å^2^) {#tablewrapcoords}
==================================================================================================

  ------ --------------- ------------- -------------- -------------------- --
         *x*             *y*           *z*            *U*~iso~\*/*U*~eq~   
  S1     0.22735 (4)     0.04624 (9)   0.37485 (3)    0.0494 (3)           
  S2     0.06192 (3)     0.04283 (8)   0.11235 (3)    0.0429 (2)           
  O1     0.29151 (9)     0.0548 (3)    0.38078 (10)   0.0662 (8)           
  O2     0.19810 (11)    −0.1021 (2)   0.38973 (10)   0.0691 (9)           
  O3     0.08101 (8)     0.1414 (2)    0.17980 (9)    0.0460 (7)           
  O4     0.11514 (9)     0.0014 (2)    0.08671 (10)   0.0550 (7)           
  O5     0.01762 (9)     0.1490 (2)    0.07870 (10)   0.0614 (8)           
  N1     0.20378 (10)    0.0816 (3)    0.29509 (10)   0.0418 (8)           
  N2     0.14243 (10)    0.0735 (3)    0.27469 (11)   0.0421 (8)           
  C1     0.19849 (13)    0.2141 (3)    0.41327 (12)   0.0435 (9)           
  C2     0.22831 (14)    0.3644 (4)    0.41528 (14)   0.0540 (11)          
  C3     0.20366 (17)    0.4966 (4)    0.44373 (16)   0.0641 (13)          
  C4     0.15110 (16)    0.4839 (4)    0.46975 (14)   0.0571 (11)          
  C5     0.12313 (15)    0.3307 (4)    0.46813 (14)   0.0610 (11)          
  C6     0.14649 (14)    0.1940 (4)    0.44013 (13)   0.0529 (11)          
  C7     0.12476 (17)    0.6330 (4)    0.49855 (16)   0.0890 (16)          
  C8     0.23506 (12)    0.1375 (3)    0.24822 (14)   0.0439 (9)           
  C9     0.30235 (13)    0.1595 (5)    0.25488 (17)   0.0719 (14)          
  C10    0.19296 (12)    0.1638 (3)    0.19549 (14)   0.0476 (10)          
  C11    0.13808 (12)    0.1233 (3)    0.21468 (13)   0.0365 (9)           
  C12    0.02738 (11)    −0.1363 (3)   0.13625 (12)   0.0370 (8)           
  C13    0.05269 (12)    −0.2897 (3)   0.12767 (13)   0.0452 (9)           
  C14    0.02264 (14)    −0.4301 (3)   0.14397 (13)   0.0489 (10)          
  C15    −0.03075 (13)   −0.4199 (3)   0.16949 (13)   0.0439 (9)           
  C16    −0.05397 (13)   −0.2635 (4)   0.17760 (15)   0.0525 (11)          
  C17    −0.02588 (12)   −0.1226 (3)   0.16106 (14)   0.0498 (10)          
  C18    −0.06254 (15)   −0.5728 (4)   0.18785 (15)   0.0629 (11)          
  H2     0.26411         0.37592       0.39787        0.0648\*             
  H3     0.22345         0.59864       0.44537        0.0767\*             
  H5     0.08773         0.31896       0.48629        0.0733\*             
  H6     0.12740         0.09105       0.43955        0.0635\*             
  H7A    0.15676         0.69601       0.52314        0.1338\*             
  H7B    0.09666         0.59725       0.52636        0.1338\*             
  H7C    0.10402         0.70111       0.46458        0.1338\*             
  H9A    0.31306         0.19893       0.21475        0.1079\*             
  H9B    0.32195         0.05485       0.26575        0.1079\*             
  H9C    0.31521         0.23876       0.28843        0.1079\*             
  H10    0.19958         0.20108       0.15503        0.0571\*             
  H13    0.08914         −0.29844      0.11129        0.0542\*             
  H14    0.03888         −0.53417      0.13754        0.0585\*             
  H16    −0.08991        −0.25389      0.19489        0.0630\*             
  H17    −0.04267        −0.01866      0.16655        0.0597\*             
  H18A   −0.04291        −0.66955      0.17383        0.0943\*             
  H18B   −0.10407        −0.57056      0.16754        0.0943\*             
  H18C   −0.06101        −0.57620      0.23394        0.0943\*             
  ------ --------------- ------------- -------------- -------------------- --

Atomic displacement parameters (Å^2^) {#tablewrapadps}
=====================================

  ----- ------------- ------------- ------------- -------------- -------------- --------------
        *U*^11^       *U*^22^       *U*^33^       *U*^12^        *U*^13^        *U*^23^
  S1    0.0648 (6)    0.0397 (4)    0.0433 (4)    0.0083 (4)     0.0063 (4)     0.0018 (3)
  S2    0.0445 (4)    0.0383 (4)    0.0456 (4)    −0.0034 (3)    0.0055 (3)     0.0012 (3)
  O1    0.0546 (14)   0.0807 (16)   0.0598 (14)   0.0248 (12)    −0.0034 (11)   −0.0045 (12)
  O2    0.1157 (19)   0.0378 (12)   0.0559 (13)   −0.0012 (12)   0.0201 (13)    0.0062 (10)
  O3    0.0365 (11)   0.0416 (11)   0.0582 (12)   0.0028 (9)     0.0017 (9)     −0.0106 (9)
  O4    0.0536 (13)   0.0568 (12)   0.0595 (13)   −0.0117 (10)   0.0242 (10)    −0.0075 (10)
  O5    0.0614 (14)   0.0494 (12)   0.0672 (13)   0.0001 (10)    −0.0109 (11)   0.0170 (10)
  N1    0.0385 (14)   0.0469 (14)   0.0401 (12)   −0.0011 (10)   0.0059 (11)    0.0008 (10)
  N2    0.0385 (14)   0.0420 (13)   0.0472 (13)   −0.0038 (10)   0.0108 (11)    −0.0029 (10)
  C1    0.0525 (19)   0.0386 (15)   0.0381 (14)   0.0019 (13)    0.0029 (13)    0.0020 (12)
  C2    0.057 (2)     0.0473 (18)   0.0584 (18)   −0.0057 (15)   0.0110 (15)    0.0004 (15)
  C3    0.088 (3)     0.0406 (18)   0.062 (2)     0.0000 (17)    0.006 (2)      −0.0058 (15)
  C4    0.076 (2)     0.054 (2)     0.0385 (15)   0.0171 (18)    −0.0003 (16)   −0.0036 (14)
  C5    0.065 (2)     0.077 (2)     0.0431 (16)   0.0067 (18)    0.0148 (15)    −0.0024 (16)
  C6    0.064 (2)     0.0512 (19)   0.0443 (16)   −0.0074 (15)   0.0105 (15)    0.0002 (14)
  C7    0.124 (3)     0.079 (3)     0.061 (2)     0.044 (2)      0.004 (2)      −0.015 (2)
  C8    0.0373 (17)   0.0417 (16)   0.0534 (16)   −0.0076 (13)   0.0095 (14)    0.0074 (13)
  C9    0.040 (2)     0.097 (3)     0.080 (2)     −0.0111 (18)   0.0128 (17)    0.018 (2)
  C10   0.0427 (18)   0.0506 (18)   0.0497 (17)   −0.0090 (14)   0.0071 (14)    0.0124 (13)
  C11   0.0338 (16)   0.0290 (14)   0.0473 (15)   −0.0018 (11)   0.0077 (12)    −0.0048 (12)
  C12   0.0335 (15)   0.0333 (14)   0.0438 (14)   −0.0009 (12)   0.0042 (12)    0.0002 (11)
  C13   0.0416 (17)   0.0442 (16)   0.0522 (16)   0.0055 (13)    0.0149 (13)    −0.0022 (13)
  C14   0.063 (2)     0.0357 (16)   0.0491 (16)   0.0035 (14)    0.0120 (15)    −0.0033 (13)
  C15   0.0488 (18)   0.0433 (16)   0.0387 (14)   −0.0092 (13)   0.0032 (13)    0.0009 (12)
  C16   0.0391 (17)   0.0541 (19)   0.067 (2)     −0.0019 (15)   0.0167 (15)    0.0012 (15)
  C17   0.0439 (18)   0.0376 (16)   0.070 (2)     0.0036 (13)    0.0156 (15)    −0.0027 (14)
  C18   0.074 (2)     0.053 (2)     0.0589 (19)   −0.0227 (17)   0.0003 (17)    0.0030 (15)
  ----- ------------- ------------- ------------- -------------- -------------- --------------

Geometric parameters (Å, º) {#tablewrapgeomlong}
===========================

  --------------------- -------------- ----------------------- ------------
  S1---O1               1.419 (2)      C13---C14               1.382 (4)
  S1---O2               1.416 (2)      C14---C15               1.377 (4)
  S1---N1               1.697 (2)      C15---C16               1.381 (4)
  S1---C1               1.743 (3)      C15---C18               1.498 (4)
  S2---O3               1.6193 (19)    C16---C17               1.364 (4)
  S2---O4               1.413 (2)      C2---H2                 0.9300
  S2---O5               1.412 (2)      C3---H3                 0.9300
  S2---C12              1.742 (3)      C5---H5                 0.9300
  O3---C11              1.378 (3)      C6---H6                 0.9300
  N1---N2               1.373 (3)      C7---H7A                0.9600
  N1---C8               1.361 (4)      C7---H7B                0.9600
  N2---C11              1.307 (4)      C7---H7C                0.9600
  C1---C2               1.378 (4)      C9---H9A                0.9600
  C1---C6               1.371 (4)      C9---H9B                0.9600
  C2---C3               1.373 (5)      C9---H9C                0.9600
  C3---C4               1.367 (5)      C10---H10               0.9300
  C4---C5               1.379 (5)      C13---H13               0.9300
  C4---C7               1.500 (5)      C14---H14               0.9300
  C5---C6               1.383 (4)      C16---H16               0.9300
  C8---C9               1.497 (4)      C17---H17               0.9300
  C8---C10              1.355 (4)      C18---H18A              0.9600
  C10---C11             1.382 (4)      C18---H18B              0.9600
  C12---C13             1.380 (3)      C18---H18C              0.9600
  C12---C17             1.369 (4)                              
                                                               
  O1---S1---O2          120.84 (14)    C14---C15---C18         121.3 (2)
  O1---S1---N1          103.83 (12)    C16---C15---C18         121.1 (3)
  O1---S1---C1          111.00 (14)    C15---C16---C17         122.1 (3)
  O2---S1---N1          105.76 (12)    C12---C17---C16         119.1 (2)
  O2---S1---C1          109.76 (13)    C1---C2---H2            121.00
  N1---S1---C1          103.99 (12)    C3---C2---H2            121.00
  O3---S2---O4          108.61 (11)    C2---C3---H3            119.00
  O3---S2---O5          102.25 (11)    C4---C3---H3            119.00
  O3---S2---C12         103.03 (11)    C4---C5---H5            119.00
  O4---S2---O5          121.22 (12)    C6---C5---H5            119.00
  O4---S2---C12         110.23 (11)    C1---C6---H6            121.00
  O5---S2---C12         109.70 (12)    C5---C6---H6            121.00
  S2---O3---C11         120.84 (16)    C4---C7---H7A           109.00
  S1---N1---N2          116.53 (17)    C4---C7---H7B           109.00
  S1---N1---C8          130.3 (2)      C4---C7---H7C           109.00
  N2---N1---C8          112.7 (2)      H7A---C7---H7B          109.00
  N1---N2---C11         102.3 (2)      H7A---C7---H7C          109.00
  S1---C1---C2          119.0 (2)      H7B---C7---H7C          109.00
  S1---C1---C6          119.4 (2)      C8---C9---H9A           109.00
  C2---C1---C6          121.7 (3)      C8---C9---H9B           109.00
  C1---C2---C3          118.1 (3)      C8---C9---H9C           109.00
  C2---C3---C4          122.5 (3)      H9A---C9---H9B          109.00
  C3---C4---C5          117.9 (3)      H9A---C9---H9C          109.00
  C3---C4---C7          120.6 (3)      H9B---C9---H9C          109.00
  C5---C4---C7          121.4 (3)      C8---C10---H10          127.00
  C4---C5---C6          121.6 (3)      C11---C10---H10         127.00
  C1---C6---C5          118.3 (3)      C12---C13---H13         121.00
  N1---C8---C9          125.9 (3)      C14---C13---H13         121.00
  N1---C8---C10         105.7 (2)      C13---C14---H14         119.00
  C9---C8---C10         128.4 (3)      C15---C14---H14         119.00
  C8---C10---C11        105.3 (2)      C15---C16---H16         119.00
  O3---C11---N2         118.2 (2)      C17---C16---H16         119.00
  O3---C11---C10        127.6 (2)      C12---C17---H17         120.00
  N2---C11---C10        114.1 (2)      C16---C17---H17         120.00
  S2---C12---C13        119.7 (2)      C15---C18---H18A        109.00
  S2---C12---C17        119.17 (19)    C15---C18---H18B        109.00
  C13---C12---C17       121.1 (2)      C15---C18---H18C        109.00
  C12---C13---C14       118.5 (2)      H18A---C18---H18B       109.00
  C13---C14---C15       121.7 (2)      H18A---C18---H18C       109.00
  C14---C15---C16       117.6 (2)      H18B---C18---H18C       109.00
                                                               
  O1---S1---N1---N2     177.3 (2)      N2---N1---C8---C10      −1.1 (3)
  O1---S1---N1---C8     −11.9 (3)      N1---N2---C11---O3      −175.7 (2)
  O2---S1---N1---N2     49.2 (2)       N1---N2---C11---C10     −0.4 (3)
  O2---S1---N1---C8     −140.0 (2)     S1---C1---C2---C3       177.7 (2)
  C1---S1---N1---N2     −66.5 (2)      C6---C1---C2---C3       −1.6 (4)
  C1---S1---N1---C8     104.4 (3)      S1---C1---C6---C5       −177.5 (2)
  O1---S1---C1---C2     31.7 (3)       C2---C1---C6---C5       1.8 (4)
  O1---S1---C1---C6     −148.9 (2)     C1---C2---C3---C4       0.0 (5)
  O2---S1---C1---C2     167.9 (2)      C2---C3---C4---C5       1.4 (5)
  O2---S1---C1---C6     −12.8 (3)      C2---C3---C4---C7       −178.1 (3)
  N1---S1---C1---C2     −79.4 (2)      C3---C4---C5---C6       −1.2 (5)
  N1---S1---C1---C6     100.0 (2)      C7---C4---C5---C6       178.3 (3)
  O4---S2---O3---C11    −22.9 (2)      C4---C5---C6---C1       −0.4 (4)
  O5---S2---O3---C11    −152.18 (18)   N1---C8---C10---C11     0.8 (3)
  C12---S2---O3---C11   93.98 (19)     C9---C8---C10---C11     179.3 (3)
  O3---S2---C12---C13   −116.7 (2)     C8---C10---C11---O3     174.6 (2)
  O3---S2---C12---C17   65.8 (2)       C8---C10---C11---N2     −0.3 (3)
  O4---S2---C12---C13   −0.9 (3)       S2---C12---C13---C14    −176.7 (2)
  O4---S2---C12---C17   −178.5 (2)     C17---C12---C13---C14   0.8 (4)
  O5---S2---C12---C13   135.0 (2)      S2---C12---C17---C16    177.7 (2)
  O5---S2---C12---C17   −42.5 (3)      C13---C12---C17---C16   0.2 (4)
  S2---O3---C11---N2    −123.4 (2)     C12---C13---C14---C15   −1.3 (4)
  S2---O3---C11---C10   61.9 (3)       C13---C14---C15---C16   0.8 (4)
  S1---N1---N2---C11    173.28 (18)    C13---C14---C15---C18   −179.2 (3)
  C8---N1---N2---C11    0.9 (3)        C14---C15---C16---C17   0.2 (4)
  S1---N1---C8---C9     9.3 (4)        C18---C15---C16---C17   −179.8 (3)
  S1---N1---C8---C10    −172.1 (2)     C15---C16---C17---C12   −0.7 (5)
  N2---N1---C8---C9     −179.6 (3)                             
  --------------------- -------------- ----------------------- ------------

Hydrogen-bond geometry (Å, º) {#tablewraphbondslong}
=============================

Cg2 is the centroid of the C1--C6 benzene ring.

  ----------------------- --------- --------- ----------- ---------------
  *D*---H···*A*           *D*---H   H···*A*   *D*···*A*   *D*---H···*A*
  C18---H18b···*Cg*2^i^   0.96      2.66      3.471 (3)   142
  ----------------------- --------- --------- ----------- ---------------

Symmetry code: (i) −*x*, *y*−1, −*z*+1/2.

###### Hydrogen-bond geometry (Å, °)

*Cg*2 is the centroid of the C1--C6 benzene ring.

  *D*---H⋯*A*           *D*---H   H⋯*A*   *D*⋯*A*     *D*---H⋯*A*
  --------------------- --------- ------- ----------- -------------
  C18---H18b⋯*Cg*2^i^   0.96      2.66    3.471 (3)   142

Symmetry code: (i) .
