##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
18,24-bis(p-tolylsulfonamide)-2,5,8,11,21-pentaoxa-15,27-dithia-18,24-
diazatricyclo[24.3.0.0]nonacosa-1(26),12(16),13,28-tetraene
;
_chemical_name_common     ?
_chemical_formula_moiety     'C34 H42 N2 O9 S4'
_chemical_formula_sum     'C34 H42 N2 O9 S4'
_chemical_formula_iupac     'C34 H42 N2 O9 S4'
_chemical_formula_weight     750.94
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     18.2875(13)
_cell_length_b     9.0910(5)
_cell_length_c     22.6813(17)
_cell_angle_alpha     90.00
_cell_angle_beta     105.619(9)
_cell_angle_gamma     90.00
_cell_volume     3631.6(4)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     8001
_cell_measurement_theta_min     1.65
_cell_measurement_theta_max     26.05
_cell_measurement_temperature     153(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colorless
_exptl_crystal_size_max     0.50
_exptl_crystal_size_mid     0.50
_exptl_crystal_size_min     0.30
_exptl_crystal_density_diffrn     1.373
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1584
_exptl_absorpt_coefficient_mu     0.317
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
;
_diffrn_ambient_temperature     153(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Stoe IPDS'
_diffrn_measurement_method     'φ oscillation'
_diffrn_detector_area_resol_mean     0.81\%A
_diffrn_reflns_number     27910
_diffrn_reflns_av_R_equivalents     0.1156
_diffrn_reflns_av_sigmaI/netI     0.0868
_diffrn_reflns_theta_min     2.31
_diffrn_reflns_theta_max     25.99
_diffrn_reflns_theta_full     25.99
_diffrn_measured_fraction_theta_max     0.992
_diffrn_measured_fraction_theta_full     0.992
_diffrn_reflns_limit_h_min     -22
_diffrn_reflns_limit_h_max     22
_diffrn_reflns_limit_k_min     -11
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_l_min     -27
_diffrn_reflns_limit_l_max     27
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     0
_diffrn_standards_decay_%     0
_refine_special_details
;
 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 > 2sigma(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.
;
_reflns_number_total     7077
_reflns_number_gt     4692
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0720
_refine_ls_R_factor_gt     0.0434
_refine_ls_wR_factor_gt     0.0995
_refine_ls_wR_factor_ref     0.1075
_refine_ls_goodness_of_fit_ref     0.876
_refine_ls_restrained_S_all     0.876
_refine_ls_number_reflns     7077
_refine_ls_number_parameters     444
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                 'calc w=1/[σ²(Fo²)+(0.0522P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.435
_refine_diff_density_min     -0.426
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'S' 'S' 0.1246 0.1234
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'IPDS-I (Stoe & Cie, 2000)'
_computing_cell_refinement     'IPDS-I'
_computing_data_reduction     'IPDS-I'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material     SHELXL97
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    S S1 0.63246(4) 0.10947(9) 0.87786(3) 0.03915(18) Uani d . 1 . .
    S S2 -0.04945(4) 0.11148(9) 0.59600(4) 0.0465(2) Uani d . 1 . .
    S S3 0.09481(3) -0.23262(7) 0.66381(3) 0.03410(16) Uani d . 1 . .
    S S4 0.40997(3) 0.15930(6) 0.88159(2) 0.02415(14) Uani d . 1 . .
    O O1 0.53364(9) 0.0928(2) 0.70555(7) 0.0335(4) Uani d . 1 . .
    O O2 0.44238(10) 0.18169(19) 0.58657(7) 0.0329(4) Uani d . 1 . .
    O O3 0.27322(9) 0.2796(2) 0.54703(8) 0.0336(4) Uani d . 1 . .
    O O4 0.11196(11) 0.2617(2) 0.53383(9) 0.0426(5) Uani d . 1 . .
    O O5 0.28638(8) 0.1333(2) 0.71479(7) 0.0303(4) Uani d . 1 . .
    O O6 0.07829(11) -0.3366(2) 0.61450(10) 0.0474(5) Uani d . 1 . .
    O O7 0.15329(10) -0.2638(2) 0.71908(9) 0.0456(5) Uani d . 1 . .
    O O8 0.35785(10) 0.28003(19) 0.87440(8) 0.0323(4) Uani d . 1 . .
    O O9 0.47933(10) 0.1675(2) 0.92982(7) 0.0342(4) Uani d . 1 . .
    N N1 0.11995(11) -0.0815(2) 0.63687(9) 0.0328(5) Uani d . 1 . .
    N N2 0.42678(10) 0.1321(2) 0.81587(8) 0.0237(4) Uani d . 1 . .
    C C1 0.55972(13) 0.0801(3) 0.81273(11) 0.0269(5) Uani d . 1 . .
    C C2 0.58368(13) 0.1095(3) 0.76200(11) 0.0281(5) Uani d . 1 . .
    C C3 0.66082(14) 0.1556(3) 0.77493(13) 0.0351(6) Uani d . 1 . .
    H H3A 0.6858 0.1818 0.7447 0.042 Uiso calc R 1 . .
    C C4 0.69394(15) 0.1571(3) 0.83619(13) 0.0414(7) Uani d . 1 . .
    H H4A 0.7457 0.1818 0.8539 0.050 Uiso calc R 1 . .
    C C5 0.56219(14) 0.1112(3) 0.65329(11) 0.0315(5) Uani d . 1 . .
    H H5B 0.6067 0.0466 0.6566 0.038 Uiso calc R 1 . .
    H H5A 0.5781 0.2145 0.6504 0.038 Uiso calc R 1 . .
    C C6 0.49965(15) 0.0714(3) 0.59777(12) 0.0344(6) Uani d . 1 . .
    H H6B 0.5203 0.0623 0.5618 0.041 Uiso calc R 1 . .
    H H6A 0.4775 -0.0247 0.6043 0.041 Uiso calc R 1 . .
    C C7 0.38147(15) 0.1422(3) 0.53506(11) 0.0362(6) Uani d . 1 . .
    H H7A 0.3530 0.0589 0.5462 0.043 Uiso calc R 1 . .
    H H7B 0.4023 0.1096 0.5012 0.043 Uiso calc R 1 . .
    C C8 0.32842(15) 0.2690(3) 0.51376(11) 0.0347(6) Uani d . 1 . .
    H H8A 0.3580 0.3615 0.5187 0.042 Uiso calc R 1 . .
    H H8B 0.3025 0.2567 0.4697 0.042 Uiso calc R 1 . .
    C C9 0.21918(14) 0.3906(3) 0.52223(12) 0.0346(6) Uani d . 1 . .
    H H9B 0.1972 0.3729 0.4779 0.041 Uiso calc R 1 . .
    H H9A 0.2445 0.4879 0.5272 0.041 Uiso calc R 1 . .
    C C10 0.15743(14) 0.3907(3) 0.55385(12) 0.0355(6) Uani d . 1 . .
    H H10B 0.1793 0.3883 0.5988 0.043 Uiso calc R 1 . .
    H H10A 0.1260 0.4805 0.5431 0.043 Uiso calc R 1 . .
    C C11 0.03290(14) 0.1058(3) 0.57380(11) 0.0356(6) Uani d . 1 . .
    C C12 0.05090(14) 0.2431(3) 0.55734(11) 0.0359(6) Uani d . 1 . .
    C C13 -0.00160(15) 0.3533(3) 0.56282(12) 0.0417(7) Uani d . 1 . .
    H H13A 0.0030 0.4542 0.5534 0.050 Uiso calc R 1 . .
    C C14 -0.05897(16) 0.2977(3) 0.58306(14) 0.0458(7) Uani d . 1 . .
    H H14A -0.0997 0.3547 0.5894 0.055 Uiso calc R 1 . .
    C C15 0.07899(14) -0.0320(3) 0.57464(11) 0.0358(6) Uani d . 1 . .
    H H15B 0.0447 -0.1118 0.5540 0.043 Uiso calc R 1 . .
    H H15A 0.1163 -0.0142 0.5509 0.043 Uiso calc R 1 . .
    C C16 0.16578(13) 0.0277(3) 0.67937(12) 0.0337(6) Uani d . 1 . .
    H H16A 0.1746 -0.0074 0.7220 0.040 Uiso calc R 1 . .
    H H16B 0.1378 0.1220 0.6755 0.040 Uiso calc R 1 . .
    C C17 0.24085(13) 0.0515(3) 0.66539(11) 0.0320(6) Uani d . 1 . .
    H H17A 0.2651 -0.0441 0.6615 0.038 Uiso calc R 1 . .
    H H17B 0.2336 0.1064 0.6266 0.038 Uiso calc R 1 . .
    C C18 0.35816(12) 0.1711(3) 0.70649(10) 0.0284(5) Uani d . 1 . .
    H H18A 0.3518 0.2420 0.6724 0.034 Uiso calc R 1 . .
    H H18B 0.3837 0.0822 0.6965 0.034 Uiso calc R 1 . .
    C C19 0.40534(12) 0.2390(3) 0.76533(10) 0.0243(5) Uani d . 1 . .
    H H19A 0.4520 0.2816 0.7581 0.029 Uiso calc R 1 . .
    H H19B 0.3762 0.3200 0.7774 0.029 Uiso calc R 1 . .
    C C20 0.48397(12) 0.0195(3) 0.81353(11) 0.0261(5) Uani d . 1 . .
    H H20B 0.4644 -0.0413 0.7764 0.031 Uiso calc R 1 . .
    H H20A 0.4908 -0.0459 0.8495 0.031 Uiso calc R 1 . .
    C C21 0.01010(13) -0.2021(3) 0.68490(11) 0.0292(5) Uani d . 1 . .
    C C22 0.01297(14) -0.1313(3) 0.73938(11) 0.0356(6) Uani d . 1 . .
    H H22A 0.0605 -0.1029 0.7660 0.043 Uiso calc R 1 . .
    C C23 -0.05321(14) -0.1021(3) 0.75498(12) 0.0371(6) Uani d . 1 . .
    H H23A -0.0507 -0.0540 0.7926 0.045 Uiso calc R 1 . .
    C C24 -0.12381(14) -0.1414(3) 0.71681(12) 0.0321(6) Uani d . 1 . .
    C C25 -0.12502(14) -0.2143(3) 0.66265(13) 0.0372(6) Uani d . 1 . .
    H H25A -0.1724 -0.2443 0.6364 0.045 Uiso calc R 1 . .
    C C26 -0.05956(14) -0.2442(3) 0.64603(12) 0.0359(6) Uani d . 1 . .
    H H26A -0.0618 -0.2930 0.6085 0.043 Uiso calc R 1 . .
    C C27 -0.19559(15) -0.1047(3) 0.73362(14) 0.0429(7) Uani d . 1 . .
    H H27C -0.1871 -0.1147 0.7780 0.064 Uiso calc R 1 . .
    H H27B -0.2360 -0.1722 0.7125 0.064 Uiso calc R 1 . .
    H H27A -0.2105 -0.0034 0.7213 0.064 Uiso calc R 1 . .
    C C28 0.36361(12) -0.0038(3) 0.89398(10) 0.0232(5) Uani d . 1 . .
    C C29 0.39360(13) -0.0892(3) 0.94540(10) 0.0259(5) Uani d . 1 . .
    H H29A 0.4395 -0.0610 0.9742 0.031 Uiso calc R 1 . .
    C C30 0.35604(13) -0.2159(3) 0.95433(11) 0.0276(5) Uani d . 1 . .
    H H30A 0.3762 -0.2736 0.9899 0.033 Uiso calc R 1 . .
    C C31 0.28951(13) -0.2605(3) 0.91229(11) 0.0279(5) Uani d . 1 . .
    C C32 0.26032(13) -0.1730(3) 0.86087(11) 0.0323(6) Uani d . 1 . .
    H H32A 0.2145 -0.2016 0.8320 0.039 Uiso calc R 1 . .
    C C33 0.29661(13) -0.0453(3) 0.85100(11) 0.0298(5) Uani d . 1 . .
    H H33A 0.2763 0.0130 0.8156 0.036 Uiso calc R 1 . .
    C C34 0.25128(16) -0.4027(3) 0.92084(14) 0.0429(7) Uani d . 1 . .
    H H34C 0.2421 -0.4039 0.9614 0.064 Uiso calc R 1 . .
    H H34B 0.2841 -0.4856 0.9173 0.064 Uiso calc R 1 . .
    H H34A 0.2028 -0.4111 0.8894 0.064 Uiso calc R 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    S1 C4 . 1.708(3) y
    S1 C1 . 1.722(2) y
    S2 C11 . 1.712(3) y
    S2 C14 . 1.719(3) y
    S3 O6 . 1.433(2) no
    S3 O7 . 1.4399(19) no
    S3 N1 . 1.620(2) y
    S3 C21 . 1.762(2) y
    S4 O8 . 1.4339(17) no
    S4 O9 . 1.4365(17) no
    S4 N2 . 1.6200(19) y
    S4 C28 . 1.768(2) y
    O1 C2 . 1.367(3) no
    O1 C5 . 1.428(3) no
    O2 C6 . 1.423(3) no
    O2 C7 . 1.426(3) no
    O3 C8 . 1.417(3) no
    O3 C9 . 1.419(3) no
    O4 C12 . 1.371(3) no
    O4 C10 . 1.439(3) no
    O5 C17 . 1.414(3) no
    O5 C18 . 1.418(3) no
    N1 C16 . 1.477(3) no
    N1 C15 . 1.479(3) no
    N2 C19 . 1.473(3) no
    N2 C20 . 1.475(3) no
    C1 C2 . 1.363(3) no
    C1 C20 . 1.496(3) no
    C2 C3 . 1.424(3) no
    C3 C4 . 1.358(4) no
    C3 H3A . 0.9500 ?
    C4 H4A . 0.9500 ?
    C5 C6 . 1.500(4) no
    C5 H5B . 0.9900 ?
    C5 H5A . 0.9900 ?
    C6 H6B . 0.9900 ?
    C6 H6A . 0.9900 ?
    C7 C8 . 1.500(4) no
    C7 H7A . 0.9900 ?
    C7 H7B . 0.9900 ?
    C8 H8A . 0.9900 ?
    C8 H8B . 0.9900 ?
    C9 C10 . 1.492(4) no
    C9 H9B . 0.9900 ?
    C9 H9A . 0.9900 ?
    C10 H10B . 0.9900 ?
    C10 H10A . 0.9900 ?
    C11 C12 . 1.368(4) no
    C11 C15 . 1.507(4) no
    C12 C13 . 1.416(4) no
    C13 C14 . 1.352(4) no
    C13 H13A . 0.9500 ?
    C14 H14A . 0.9500 ?
    C15 H15B . 0.9900 ?
    C15 H15A . 0.9900 ?
    C16 C17 . 1.506(3) no
    C16 H16A . 0.9900 ?
    C16 H16B . 0.9900 ?
    C17 H17A . 0.9900 ?
    C17 H17B . 0.9900 ?
    C18 C19 . 1.512(3) no
    C18 H18A . 0.9900 ?
    C18 H18B . 0.9900 ?
    C19 H19A . 0.9900 ?
    C19 H19B . 0.9900 ?
    C20 H20B . 0.9900 ?
    C20 H20A . 0.9900 ?
    C21 C22 . 1.382(4) no
    C21 C26 . 1.394(3) no
    C22 C23 . 1.375(4) no
    C22 H22A . 0.9500 ?
    C23 C24 . 1.394(4) no
    C23 H23A . 0.9500 ?
    C24 C25 . 1.391(4) no
    C24 C27 . 1.500(4) no
    C25 C26 . 1.375(4) no
    C25 H25A . 0.9500 ?
    C26 H26A . 0.9500 ?
    C27 H27C . 0.9800 ?
    C27 H27B . 0.9800 ?
    C27 H27A . 0.9800 ?
    C28 C29 . 1.385(3) no
    C28 C33 . 1.397(3) no
    C29 C30 . 1.384(3) no
    C29 H29A . 0.9500 ?
    C30 C31 . 1.389(3) no
    C30 H30A . 0.9500 ?
    C31 C32 . 1.394(3) no
    C31 C34 . 1.507(4) no
    C32 C33 . 1.385(4) no
    C32 H32A . 0.9500 ?
    C33 H33A . 0.9500 ?
    C34 H34C . 0.9800 ?
    C34 H34B . 0.9800 ?
    C34 H34A . 0.9800 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C4 S1 C1 . . 92.06(12) y
    C11 S2 C14 . . 92.06(14) y
    O6 S3 O7 . . 120.03(13) no
    O6 S3 N1 . . 106.67(12) no
    O7 S3 N1 . . 106.00(12) no
    O6 S3 C21 . . 107.44(12) no
    O7 S3 C21 . . 107.21(12) no
    N1 S3 C21 . . 109.18(12) no
    O8 S4 O9 . . 118.07(11) no
    O8 S4 N2 . . 107.29(10) no
    O9 S4 N2 . . 111.17(10) no
    O8 S4 C28 . . 109.12(11) no
    O9 S4 C28 . . 106.58(10) no
    N2 S4 C28 . . 103.66(10) no
    C2 O1 C5 . . 117.53(18) no
    C6 O2 C7 . . 110.12(19) no
    C8 O3 C9 . . 110.92(19) no
    C12 O4 C10 . . 116.1(2) no
    C17 O5 C18 . . 113.02(17) no
    C16 N1 C15 . . 118.1(2) no
    C16 N1 S3 . . 119.51(17) no
    C15 N1 S3 . . 119.73(17) no
    C19 N2 C20 . . 118.20(17) no
    C19 N2 S4 . . 122.60(15) no
    C20 N2 S4 . . 116.82(15) no
    C2 C1 C20 . . 126.3(2) y
    C2 C1 S1 . . 110.14(17) no
    C20 C1 S1 . . 123.41(17) y
    C1 C2 O1 . . 118.8(2) no
    C1 C2 C3 . . 114.2(2) no
    O1 C2 C3 . . 127.0(2) no
    C4 C3 C2 . . 111.0(2) no
    C4 C3 H3A . . 124.5 ?
    C2 C3 H3A . . 124.5 ?
    C3 C4 S1 . . 112.64(19) no
    C3 C4 H4A . . 123.7 ?
    S1 C4 H4A . . 123.7 ?
    O1 C5 C6 . . 107.58(19) no
    O1 C5 H5B . . 110.2 ?
    C6 C5 H5B . . 110.2 ?
    O1 C5 H5A . . 110.2 ?
    C6 C5 H5A . . 110.2 ?
    H5B C5 H5A . . 108.5 ?
    O2 C6 C5 . . 109.7(2) no
    O2 C6 H6B . . 109.7 ?
    C5 C6 H6B . . 109.7 ?
    O2 C6 H6A . . 109.7 ?
    C5 C6 H6A . . 109.7 ?
    H6B C6 H6A . . 108.2 ?
    O2 C7 C8 . . 111.4(2) no
    O2 C7 H7A . . 109.3 ?
    C8 C7 H7A . . 109.3 ?
    O2 C7 H7B . . 109.3 ?
    C8 C7 H7B . . 109.3 ?
    H7A C7 H7B . . 108.0 ?
    O3 C8 C7 . . 111.8(2) no
    O3 C8 H8A . . 109.2 ?
    C7 C8 H8A . . 109.2 ?
    O3 C8 H8B . . 109.2 ?
    C7 C8 H8B . . 109.2 ?
    H8A C8 H8B . . 107.9 ?
    O3 C9 C10 . . 110.3(2) no
    O3 C9 H9B . . 109.6 ?
    C10 C9 H9B . . 109.6 ?
    O3 C9 H9A . . 109.6 ?
    C10 C9 H9A . . 109.6 ?
    H9B C9 H9A . . 108.1 ?
    O4 C10 C9 . . 107.2(2) no
    O4 C10 H10B . . 110.3 ?
    C9 C10 H10B . . 110.3 ?
    O4 C10 H10A . . 110.3 ?
    C9 C10 H10A . . 110.3 ?
    H10B C10 H10A . . 108.5 ?
    C12 C11 C15 . . 125.9(2) y
    C12 C11 S2 . . 110.4(2) no
    C15 C11 S2 . . 123.7(2) y
    C11 C12 O4 . . 120.0(2) no
    C11 C12 C13 . . 113.8(2) no
    O4 C12 C13 . . 126.1(3) no
    C14 C13 C12 . . 111.8(3) no
    C14 C13 H13A . . 124.1 ?
    C12 C13 H13A . . 124.1 ?
    C13 C14 S2 . . 112.0(2) no
    C13 C14 H14A . . 124.0 ?
    S2 C14 H14A . . 124.0 ?
    N1 C15 C11 . . 113.8(2) no
    N1 C15 H15B . . 108.8 ?
    C11 C15 H15B . . 108.8 ?
    N1 C15 H15A . . 108.8 ?
    C11 C15 H15A . . 108.8 ?
    H15B C15 H15A . . 107.7 ?
    N1 C16 C17 . . 110.4(2) no
    N1 C16 H16A . . 109.6 ?
    C17 C16 H16A . . 109.6 ?
    N1 C16 H16B . . 109.6 ?
    C17 C16 H16B . . 109.6 ?
    H16A C16 H16B . . 108.1 ?
    O5 C17 C16 . . 106.51(19) no
    O5 C17 H17A . . 110.4 ?
    C16 C17 H17A . . 110.4 ?
    O5 C17 H17B . . 110.4 ?
    C16 C17 H17B . . 110.4 ?
    H17A C17 H17B . . 108.6 ?
    O5 C18 C19 . . 108.10(18) no
    O5 C18 H18A . . 110.1 ?
    C19 C18 H18A . . 110.1 ?
    O5 C18 H18B . . 110.1 ?
    C19 C18 H18B . . 110.1 ?
    H18A C18 H18B . . 108.4 ?
    N2 C19 C18 . . 112.76(19) no
    N2 C19 H19A . . 109.0 ?
    C18 C19 H19A . . 109.0 ?
    N2 C19 H19B . . 109.0 ?
    C18 C19 H19B . . 109.0 ?
    H19A C19 H19B . . 107.8 ?
    N2 C20 C1 . . 114.4(2) no
    N2 C20 H20B . . 108.7 ?
    C1 C20 H20B . . 108.7 ?
    N2 C20 H20A . . 108.7 ?
    C1 C20 H20A . . 108.7 ?
    H20B C20 H20A . . 107.6 ?
    C22 C21 C26 . . 120.1(2) no
    C22 C21 S3 . . 119.44(18) no
    C26 C21 S3 . . 120.4(2) no
    C23 C22 C21 . . 119.7(2) no
    C23 C22 H22A . . 120.1 ?
    C21 C22 H22A . . 120.1 ?
    C22 C23 C24 . . 121.5(2) no
    C22 C23 H23A . . 119.2 ?
    C24 C23 H23A . . 119.2 ?
    C25 C24 C23 . . 117.6(2) no
    C25 C24 C27 . . 121.6(2) no
    C23 C24 C27 . . 120.9(2) no
    C26 C25 C24 . . 121.9(2) no
    C26 C25 H25A . . 119.1 ?
    C24 C25 H25A . . 119.1 ?
    C25 C26 C21 . . 119.1(2) no
    C25 C26 H26A . . 120.4 ?
    C21 C26 H26A . . 120.4 ?
    C24 C27 H27C . . 109.5 ?
    C24 C27 H27B . . 109.5 ?
    H27C C27 H27B . . 109.5 ?
    C24 C27 H27A . . 109.5 ?
    H27C C27 H27A . . 109.5 ?
    H27B C27 H27A . . 109.5 ?
    C29 C28 C33 . . 120.7(2) no
    C29 C28 S4 . . 120.37(17) no
    C33 C28 S4 . . 118.95(18) no
    C30 C29 C28 . . 119.3(2) no
    C30 C29 H29A . . 120.3 ?
    C28 C29 H29A . . 120.3 ?
    C29 C30 C31 . . 121.3(2) no
    C29 C30 H30A . . 119.3 ?
    C31 C30 H30A . . 119.3 ?
    C30 C31 C32 . . 118.4(2) no
    C30 C31 C34 . . 120.9(2) no
    C32 C31 C34 . . 120.7(2) no
    C33 C32 C31 . . 121.4(2) no
    C33 C32 H32A . . 119.3 ?
    C31 C32 H32A . . 119.3 ?
    C32 C33 C28 . . 118.8(2) no
    C32 C33 H33A . . 120.6 ?
    C28 C33 H33A . . 120.6 ?
    C31 C34 H34C . . 109.5 ?
    C31 C34 H34B . . 109.5 ?
    H34C C34 H34B . . 109.5 ?
    C31 C34 H34A . . 109.5 ?
    H34C C34 H34A . . 109.5 ?
    H34B C34 H34A . . 109.5 ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O6 S3 N1 C16 . . . . -158.31(18) ?
    O7 S3 N1 C16 . . . . -29.3(2) ?
    C21 S3 N1 C16 . . . . 85.9(2) ?
    O6 S3 N1 C15 . . . . 40.5(2) ?
    O7 S3 N1 C15 . . . . 169.51(19) ?
    C21 S3 N1 C15 . . . . -75.3(2) ?
    O8 S4 N2 C19 . . . . 13.3(2) ?
    O9 S4 N2 C19 . . . . -117.22(18) ?
    C28 S4 N2 C19 . . . . 128.63(18) ?
    O8 S4 N2 C20 . . . . 175.43(16) ?
    O9 S4 N2 C20 . . . . 44.96(19) ?
    C28 S4 N2 C20 . . . . -69.19(18) ?
    C4 S1 C1 C2 . . . . -1.1(2) ?
    C4 S1 C1 C20 . . . . 174.4(2) ?
    C20 C1 C2 O1 . . . . 4.8(4) ?
    S1 C1 C2 O1 . . . . -179.89(17) ?
    C20 C1 C2 C3 . . . . -175.2(2) ?
    S1 C1 C2 C3 . . . . 0.1(3) ?
    C5 O1 C2 C1 . . . . -174.4(2) ?
    C5 O1 C2 C3 . . . . 5.6(4) ?
    C1 C2 C3 C4 . . . . 1.2(3) ?
    O1 C2 C3 C4 . . . . -178.8(2) ?
    C2 C3 C4 S1 . . . . -2.0(3) ?
    C1 S1 C4 C3 . . . . 1.8(2) ?
    C2 O1 C5 C6 . . . . 173.8(2) ?
    C7 O2 C6 C5 . . . . -178.0(2) ?
    O1 C5 C6 O2 . . . . 71.3(3) yes
    C6 O2 C7 C8 . . . . -167.9(2) ?
    C9 O3 C8 C7 . . . . -174.1(2) ?
    O2 C7 C8 O3 . . . . -84.8(3) yes
    C8 O3 C9 C10 . . . . 174.6(2) ?
    C12 O4 C10 C9 . . . . -179.0(2) ?
    O3 C9 C10 O4 . . . . -72.1(3) yes
    C14 S2 C11 C12 . . . . 0.0(2) ?
    C14 S2 C11 C15 . . . . 178.3(2) ?
    C15 C11 C12 O4 . . . . 6.4(4) ?
    S2 C11 C12 O4 . . . . -175.32(18) ?
    C15 C11 C12 C13 . . . . -178.0(2) ?
    S2 C11 C12 C13 . . . . 0.2(3) ?
    C10 O4 C12 C11 . . . . -140.3(2) ?
    C10 O4 C12 C13 . . . . 44.7(3) ?
    C11 C12 C13 C14 . . . . -0.4(3) ?
    O4 C12 C13 C14 . . . . 174.9(3) ?
    C12 C13 C14 S2 . . . . 0.3(3) ?
    C11 S2 C14 C13 . . . . -0.2(2) ?
    C16 N1 C15 C11 . . . . -49.6(3) ?
    S3 N1 C15 C11 . . . . 111.8(2) ?
    C12 C11 C15 N1 . . . . 106.0(3) no
    S2 C11 C15 N1 . . . . -72.0(3) y
    C15 N1 C16 C17 . . . . -79.4(3) ?
    S3 N1 C16 C17 . . . . 119.1(2) ?
    C18 O5 C17 C16 . . . . -176.9(2) ?
    N1 C16 C17 O5 . . . . -168.6(2) yes
    C17 O5 C18 C19 . . . . -172.3(2) ?
    C20 N2 C19 C18 . . . . 71.6(2) ?
    S4 N2 C19 C18 . . . . -126.44(18) ?
    O5 C18 C19 N2 . . . . 68.5(2) yes
    C19 N2 C20 C1 . . . . 60.6(3) ?
    S4 N2 C20 C1 . . . . -102.4(2) ?
    C2 C1 C20 N2 . . . . -93.3(3) no
    S1 C1 C20 N2 . . . . 92.0(2) y
    O6 S3 C21 C22 . . . . 166.3(2) ?
    O7 S3 C21 C22 . . . . 36.0(2) ?
    N1 S3 C21 C22 . . . . -78.4(2) ?
    O6 S3 C21 C26 . . . . -16.0(2) ?
    O7 S3 C21 C26 . . . . -146.3(2) ?
    N1 S3 C21 C26 . . . . 99.3(2) ?
    C26 C21 C22 C23 . . . . -0.2(4) ?
    S3 C21 C22 C23 . . . . 177.5(2) ?
    C21 C22 C23 C24 . . . . -0.4(4) ?
    C22 C23 C24 C25 . . . . 1.3(4) ?
    C22 C23 C24 C27 . . . . -178.2(3) ?
    C23 C24 C25 C26 . . . . -1.5(4) ?
    C27 C24 C25 C26 . . . . 177.9(3) ?
    C24 C25 C26 C21 . . . . 0.9(4) ?
    C22 C21 C26 C25 . . . . 0.0(4) ?
    S3 C21 C26 C25 . . . . -177.7(2) ?
    O8 S4 C28 C29 . . . . -124.30(19) ?
    O9 S4 C28 C29 . . . . 4.2(2) ?
    N2 S4 C28 C29 . . . . 121.62(19) ?
    O8 S4 C28 C33 . . . . 56.0(2) ?
    O9 S4 C28 C33 . . . . -175.48(19) ?
    N2 S4 C28 C33 . . . . -58.1(2) ?
    C33 C28 C29 C30 . . . . -0.7(3) ?
    S4 C28 C29 C30 . . . . 179.58(18) ?
    C28 C29 C30 C31 . . . . 1.0(4) ?
    C29 C30 C31 C32 . . . . -1.0(4) ?
    C29 C30 C31 C34 . . . . 176.8(2) ?
    C30 C31 C32 C33 . . . . 0.7(4) ?
    C34 C31 C32 C33 . . . . -177.1(2) ?
    C31 C32 C33 C28 . . . . -0.4(4) ?
    C29 C28 C33 C32 . . . . 0.4(4) ?
    S4 C28 C33 C32 . . . . -179.87(19) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    C15 H15A O4 . 0.99 2.54 2.941(3) 104.3
    C15 H15B O6 . 0.99 2.45 2.914(4) 108.4
    C16 H16A O7 . 0.99 2.36 2.828(4) 108.0
    C19 H19B O8 . 0.99 2.34 2.859(3) 111.6
    C26 H26A O6 . 0.95 2.56 2.923(3) 102.9
    C29 H29A O9 . 0.95 2.50 2.885(3) 104.2
    C32 H32A O7 . 0.95 2.57 3.386(3) 144.6
    C33 H33A O5 . 0.95 2.59 3.450(3) 151.4
    C13 H13A O6 1_565 0.95 2.53 3.245(4) 132.1
    C27 H27B O8 2_546 0.98 2.58 3.463(3) 149.3
    C29 H29A O9 3_657 0.95 2.48 3.221(3) 135.2
data_global
_journal_date_recd_electronic     2006-06-07
_journal_date_accepted     2006-06-24
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2006
_journal_volume     62
_journal_issue      7
_journal_page_first     o3087
_journal_page_last     o3089
_journal_paper_category     EO
_journal_coeditor_code     OB2031
_publ_contact_author
;
      Dr Gaël Labat
      Department of Chemistry
      University of Liverpool
      Crown Street
      Liverpool L69 7ZD
      UK
;
_publ_contact_author_email     gael.labat@liv.ac.uk
_publ_contact_author_fax     '+44 151 794 35 88'
_publ_contact_author_phone     '+44 151 794 34 89'
_publ_section_title
;
A novel thiophene-based azacryptand Mannich base:
18,24-bis(p-tolylsulfonamide)-2,5,8,11,21-pentaoxa-15,27-dithia-18,24-
diazatricyclo[24.3.0.0]nonacosa-1(26),12(16),13,28-tetraene
;
loop_
    _publ_author_name
    _publ_author_address
    'Gaël Labat'
;
Department of Chemistry
University of Liverpool
Crown Street
Liverpool L69 7ZD
England
;
    'Joan Halfpenny'
;
Department of Chemistry and Physics
Nottingham Trent University
Clifton Lane
Nottingham NG11 8NS
England
;
