# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1555741'
_audit_update_record             
;
2017-06-13 deposited with the CCDC.
2018-07-09 downloaded from the CCDC.
;
_audit_creation_date             2017-06-11
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_chemical_name_common            
N,N'-(cyclohexane-1,2-diyl)bis(2,5-dimethoxybenzenesulfonamide)
_chemical_name_systematic        
N,N'-(cyclohexane-1,2-diyl)bis(2,5-dimethoxybenzenesulfonamide)
_chemical_formula_moiety         'C22 H30 N2 O8 S2'
_chemical_formula_sum            'C22 H30 N2 O8 S2'
_chemical_formula_weight         514.60
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/a 1'
_space_group_name_Hall           '-P 2yab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'

_cell_length_a                   9.2975(9)
_cell_length_b                   20.6352(18)
_cell_length_c                   12.8103(9)
_cell_angle_alpha                90
_cell_angle_beta                 99.400(8)
_cell_angle_gamma                90
_cell_volume                     2424.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2483
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.4710
_cell_measurement_theta_min      2.9434
_exptl_absorpt_coefficient_mu    0.270
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 96)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_av_unetI/netI     0.1283
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.893
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14872
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.536
_diffrn_reflns_theta_min         2.971
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.893
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas, CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2694
_reflns_number_total             6050
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2012)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2012)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2012)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.458
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         6050
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1541
_refine_ls_R_factor_gt           0.0613
_refine_ls_restrained_S_all      0.983
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0317P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1067
_refine_ls_wR_factor_ref         0.1458
_refine_special_details          ?
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0103(3) 0.14478(17) 0.1435(2) 0.0424(8) Uani 1 1 d . . . . .
C2 C -0.0074(4) 0.20931(19) 0.1653(3) 0.0515(9) Uani 1 1 d . . . . .
C3 C 0.0664(4) 0.2546(2) 0.1137(3) 0.0611(10) Uani 1 1 d . . . . .
H3 H 0.055457 0.298521 0.126572 0.073 Uiso 1 1 calc R U . . .
C4 C 0.1548(4) 0.2354(2) 0.0443(3) 0.0665(12) Uani 1 1 d . . . . .
H4 H 0.203475 0.266446 0.010602 0.080 Uiso 1 1 calc R U . . .
C5 C 0.1732(4) 0.1703(2) 0.0233(2) 0.0597(11) Uani 1 1 d . . . . .
C6 C 0.1023(4) 0.12412(19) 0.0741(2) 0.0516(9) Uani 1 1 d . . . . .
H6 H 0.115534 0.080203 0.062414 0.062 Uiso 1 1 calc R U . . .
C7 C 0.0340(3) 0.11273(17) 0.3978(2) 0.0428(8) Uani 1 1 d . . . . .
H7 H 0.074747 0.154474 0.380721 0.051 Uiso 1 1 calc R U . . .
C8 C 0.1516(4) 0.06141(18) 0.4033(3) 0.0581(10) Uani 1 1 d . . . . .
H8A H 0.189537 0.060668 0.337155 0.070 Uiso 1 1 calc R U . . .
H8B H 0.109878 0.019208 0.413163 0.070 Uiso 1 1 calc R U . . .
C9 C 0.2752(4) 0.0747(2) 0.4938(3) 0.0651(11) Uani 1 1 d . . . . .
H9A H 0.347381 0.040543 0.496916 0.078 Uiso 1 1 calc R U . . .
H9B H 0.321978 0.115332 0.481041 0.078 Uiso 1 1 calc R U . . .
C10 C 0.2203(4) 0.07843(19) 0.5987(3) 0.0626(11) Uani 1 1 d . . . . .
H10A H 0.181817 0.036538 0.614734 0.075 Uiso 1 1 calc R U . . .
H10B H 0.300776 0.088845 0.654418 0.075 Uiso 1 1 calc R U . . .
C11 C 0.1026(4) 0.12916(18) 0.5962(2) 0.0541(10) Uani 1 1 d . . . . .
H11A H 0.144715 0.171751 0.590435 0.065 Uiso 1 1 calc R U . . .
H11B H 0.063875 0.127644 0.662064 0.065 Uiso 1 1 calc R U . . .
C12 C -0.0218(3) 0.11893(16) 0.5036(2) 0.0416(8) Uani 1 1 d . . . . .
H12 H -0.071020 0.078341 0.516019 0.050 Uiso 1 1 calc R U . . .
C13 C -0.2712(3) 0.13592(16) 0.6594(2) 0.0387(8) Uani 1 1 d . . . . .
C14 C -0.1922(3) 0.17561(17) 0.7363(2) 0.0407(8) Uani 1 1 d . . . . .
C15 C -0.1780(3) 0.15589(18) 0.8408(2) 0.0491(9) Uani 1 1 d . . . . .
H15 H -0.123544 0.180714 0.893654 0.059 Uiso 1 1 calc R U . . .
C16 C -0.2438(4) 0.09981(19) 0.8670(2) 0.0547(10) Uani 1 1 d . . . . .
H16 H -0.234134 0.087503 0.937616 0.066 Uiso 1 1 calc R U . . .
C17 C -0.3241(4) 0.06139(19) 0.7902(3) 0.0540(9) Uani 1 1 d . . . . .
C18 C -0.3368(3) 0.07922(17) 0.6856(2) 0.0441(8) Uani 1 1 d . . . . .
H18 H -0.388787 0.053450 0.632936 0.053 Uiso 1 1 calc R U . . .
C19 C -0.0986(5) 0.2902(2) 0.2736(3) 0.0834(14) Uani 1 1 d . . . . .
H19A H -0.166867 0.293889 0.321990 0.125 Uiso 1 1 calc R U . . .
H19B H -0.002892 0.301477 0.309165 0.125 Uiso 1 1 calc R U . . .
H19C H -0.126601 0.319037 0.214944 0.125 Uiso 1 1 calc R U . . .
C20 C 0.2883(6) 0.0898(3) -0.0704(4) 0.117(2) Uani 1 1 d . . . . .
H20A H 0.355420 0.086894 -0.119752 0.175 Uiso 1 1 calc R U . . .
H20B H 0.327352 0.067094 -0.006655 0.175 Uiso 1 1 calc R U . . .
H20C H 0.196886 0.070746 -0.100951 0.175 Uiso 1 1 calc R U . . .
C21 C -0.0418(4) 0.2681(2) 0.7760(3) 0.0713(12) Uani 1 1 d . . . . .
H21A H -0.010663 0.305740 0.741721 0.107 Uiso 1 1 calc R U . . .
H21B H -0.091817 0.281327 0.832363 0.107 Uiso 1 1 calc R U . . .
H21C H 0.041627 0.242451 0.804315 0.107 Uiso 1 1 calc R U . . .
C22 C -0.4769(4) -0.0318(2) 0.7549(3) 0.0747(12) Uani 1 1 d . . . . .
H22A H -0.509550 -0.068044 0.791689 0.112 Uiso 1 1 calc R U . . .
H22B H -0.559500 -0.006526 0.723503 0.112 Uiso 1 1 calc R U . . .
H22C H -0.425657 -0.047133 0.700476 0.112 Uiso 1 1 calc R U . . .
N1 N -0.0947(3) 0.09845(14) 0.31829(17) 0.0488(8) Uani 1 1 d . . . . .
H1 H -0.177945 0.097823 0.339298 0.059 Uiso 1 1 calc R U . . .
N2 N -0.1298(3) 0.17160(13) 0.49753(16) 0.0438(7) Uani 1 1 d . . . . .
H2 H -0.106728 0.209860 0.479393 0.053 Uiso 1 1 calc R U . . .
O1 O -0.2416(3) 0.09133(14) 0.14382(16) 0.0660(8) Uani 1 1 d . . . . .
O2 O -0.0204(3) 0.02369(12) 0.18490(16) 0.0654(7) Uani 1 1 d . . . . .
O3 O -0.0979(3) 0.22478(12) 0.23560(18) 0.0630(7) Uani 1 1 d . . . . .
O4 O 0.2665(3) 0.15576(18) -0.0466(2) 0.0872(10) Uani 1 1 d . . . . .
O5 O -0.3685(3) 0.21870(12) 0.51047(16) 0.0620(7) Uani 1 1 d . . . . .
O6 O -0.3505(2) 0.10319(12) 0.46422(15) 0.0551(7) Uani 1 1 d . . . . .
O7 O -0.1366(2) 0.23107(12) 0.70201(15) 0.0522(6) Uani 1 1 d . . . . .
O8 O -0.3838(3) 0.00666(15) 0.82612(18) 0.0795(9) Uani 1 1 d . . . . .
S1 S -0.09274(10) 0.08388(5) 0.19492(6) 0.0493(3) Uani 1 1 d . . . . .
S2 S -0.29190(9) 0.15838(5) 0.52460(6) 0.0457(3) Uani 1 1 d . . . . .


_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.376(5) . ?
C1 C6 1.398(4) . ?
C1 S1 1.771(3) . ?
C2 C3 1.389(5) . ?
C2 O3 1.367(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.364(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(5) . ?
C5 C6 1.381(5) . ?
C5 O4 1.377(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9800 . ?
C7 C8 1.515(4) . ?
C7 C12 1.534(4) . ?
C7 N1 1.469(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.518(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.516(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.511(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.530(4) . ?
C12 H12 0.9800 . ?
C12 N2 1.474(4) . ?
C13 C14 1.395(4) . ?
C13 C18 1.385(4) . ?
C13 S2 1.767(3) . ?
C14 C15 1.384(4) . ?
C14 O7 1.358(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.376(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.384(5) . ?
C17 C18 1.376(4) . ?
C17 O8 1.371(4) . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C19 O3 1.436(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C20 O4 1.417(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C21 O7 1.409(4) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C22 O8 1.398(4) . ?
N1 H1 0.8600 . ?
N1 S1 1.612(2) . ?
N2 H2 0.8600 . ?
N2 S2 1.624(3) . ?
O1 S1 1.439(2) . ?
O2 S1 1.428(3) . ?
O5 S2 1.431(2) . ?
O6 S2 1.433(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 122.0(3) . . ?
C2 C1 S1 121.5(3) . . ?
C6 C1 S1 116.4(3) . . ?
C1 C2 C3 118.0(3) . . ?
O3 C2 C1 117.8(3) . . ?
O3 C2 C3 124.2(4) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.8(4) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.0(4) . . ?
C5 C4 H4 119.5 . . ?
C6 C5 C4 119.6(3) . . ?
O4 C5 C4 116.6(4) . . ?
O4 C5 C6 123.8(4) . . ?
C1 C6 H6 120.7 . . ?
C5 C6 C1 118.6(4) . . ?
C5 C6 H6 120.7 . . ?
C8 C7 H7 108.8 . . ?
C8 C7 C12 111.2(3) . . ?
C12 C7 H7 108.8 . . ?
N1 C7 H7 108.8 . . ?
N1 C7 C8 113.1(3) . . ?
N1 C7 C12 106.0(2) . . ?
C7 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
C7 C8 C9 111.1(3) . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
C8 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 C8 111.3(3) . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
C9 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 C9 111.3(3) . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
C10 C11 H11A 109.2 . . ?
C10 C11 H11B 109.2 . . ?
C10 C11 C12 112.0(3) . . ?
H11A C11 H11B 107.9 . . ?
C12 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
C7 C12 H12 107.8 . . ?
C11 C12 C7 112.0(3) . . ?
C11 C12 H12 107.8 . . ?
N2 C12 C7 109.9(2) . . ?
N2 C12 C11 111.2(3) . . ?
N2 C12 H12 107.8 . . ?
C14 C13 S2 119.8(2) . . ?
C18 C13 C14 121.8(3) . . ?
C18 C13 S2 118.4(2) . . ?
C15 C14 C13 117.8(3) . . ?
O7 C14 C13 116.8(3) . . ?
O7 C14 C15 125.4(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.2(3) . . ?
C17 C16 H16 119.4 . . ?
C18 C17 C16 119.3(3) . . ?
O8 C17 C16 115.7(3) . . ?
O8 C17 C18 125.0(3) . . ?
C13 C18 H18 120.3 . . ?
C17 C18 C13 119.4(3) . . ?
C17 C18 H18 120.3 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O7 C21 H21A 109.5 . . ?
O7 C21 H21B 109.5 . . ?
O7 C21 H21C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O8 C22 H22A 109.5 . . ?
O8 C22 H22B 109.5 . . ?
O8 C22 H22C 109.5 . . ?
C7 N1 H1 117.3 . . ?
C7 N1 S1 125.36(19) . . ?
S1 N1 H1 117.3 . . ?
C12 N2 H2 119.6 . . ?
C12 N2 S2 120.9(2) . . ?
S2 N2 H2 119.6 . . ?
C2 O3 C19 118.7(3) . . ?
C5 O4 C20 118.5(3) . . ?
C14 O7 C21 117.9(2) . . ?
C17 O8 C22 119.3(3) . . ?
N1 S1 C1 108.99(14) . . ?
O1 S1 C1 107.06(15) . . ?
O1 S1 N1 105.20(14) . . ?
O2 S1 C1 106.99(15) . . ?
O2 S1 N1 109.35(15) . . ?
O2 S1 O1 118.96(16) . . ?
N2 S2 C13 107.22(13) . . ?
O5 S2 C13 108.92(14) . . ?
O5 S2 N2 106.68(15) . . ?
O5 S2 O6 119.05(15) . . ?
O6 S2 C13 106.85(15) . . ?
O6 S2 N2 107.59(13) . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -0.6(5) . . . . ?
C1 C2 O3 C19 169.3(3) . . . . ?
C2 C1 C6 C5 -2.4(5) . . . . ?
C2 C1 S1 N1 -45.0(3) . . . . ?
C2 C1 S1 O1 68.3(3) . . . . ?
C2 C1 S1 O2 -163.2(3) . . . . ?
C2 C3 C4 C5 0.1(6) . . . . ?
C3 C2 O3 C19 -11.5(5) . . . . ?
C3 C4 C5 C6 -0.7(5) . . . . ?
C3 C4 C5 O4 -179.0(3) . . . . ?
C4 C5 C6 C1 1.8(5) . . . . ?
C4 C5 O4 C20 -179.9(4) . . . . ?
C6 C1 C2 C3 1.8(5) . . . . ?
C6 C1 C2 O3 -178.9(3) . . . . ?
C6 C1 S1 N1 139.3(2) . . . . ?
C6 C1 S1 O1 -107.4(3) . . . . ?
C6 C1 S1 O2 21.2(3) . . . . ?
C6 C5 O4 C20 1.9(6) . . . . ?
C7 C8 C9 C10 57.3(4) . . . . ?
C7 C12 N2 S2 124.7(2) . . . . ?
C7 N1 S1 C1 -49.4(3) . . . . ?
C7 N1 S1 O1 -163.9(3) . . . . ?
C7 N1 S1 O2 67.2(3) . . . . ?
C8 C7 C12 C11 52.7(4) . . . . ?
C8 C7 C12 N2 176.8(3) . . . . ?
C8 C7 N1 S1 -54.6(4) . . . . ?
C8 C9 C10 C11 -56.6(4) . . . . ?
C9 C10 C11 C12 53.9(4) . . . . ?
C10 C11 C12 C7 -52.2(4) . . . . ?
C10 C11 C12 N2 -175.6(3) . . . . ?
C11 C12 N2 S2 -110.6(3) . . . . ?
C12 C7 C8 C9 -55.1(4) . . . . ?
C12 C7 N1 S1 -176.7(2) . . . . ?
C12 N2 S2 C13 63.8(2) . . . . ?
C12 N2 S2 O5 -179.6(2) . . . . ?
C12 N2 S2 O6 -50.8(2) . . . . ?
C13 C14 C15 C16 -1.8(5) . . . . ?
C13 C14 O7 C21 -172.5(3) . . . . ?
C14 C13 C18 C17 0.1(5) . . . . ?
C14 C13 S2 N2 53.3(3) . . . . ?
C14 C13 S2 O5 -61.8(3) . . . . ?
C14 C13 S2 O6 168.5(2) . . . . ?
C14 C15 C16 C17 0.7(5) . . . . ?
C15 C14 O7 C21 8.3(5) . . . . ?
C15 C16 C17 C18 0.8(5) . . . . ?
C15 C16 C17 O8 179.7(3) . . . . ?
C16 C17 C18 C13 -1.3(5) . . . . ?
C16 C17 O8 C22 174.4(3) . . . . ?
C18 C13 C14 C15 1.4(4) . . . . ?
C18 C13 C14 O7 -177.9(3) . . . . ?
C18 C13 S2 N2 -127.6(3) . . . . ?
C18 C13 S2 O5 117.3(3) . . . . ?
C18 C13 S2 O6 -12.5(3) . . . . ?
C18 C17 O8 C22 -6.7(6) . . . . ?
N1 C7 C8 C9 -174.2(3) . . . . ?
N1 C7 C12 C11 176.0(3) . . . . ?
N1 C7 C12 N2 -59.9(3) . . . . ?
O3 C2 C3 C4 -179.9(3) . . . . ?
O4 C5 C6 C1 179.9(3) . . . . ?
O7 C14 C15 C16 177.4(3) . . . . ?
O8 C17 C18 C13 180.0(3) . . . . ?
S1 C1 C2 C3 -173.6(2) . . . . ?
S1 C1 C2 O3 5.7(4) . . . . ?
S1 C1 C6 C5 173.3(2) . . . . ?
S2 C13 C14 C15 -179.6(2) . . . . ?
S2 C13 C14 O7 1.1(4) . . . . ?
S2 C13 C18 C17 -178.9(2) . . . . ?

_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_SHELXL_version_number     2014/7
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1555742'
_audit_update_record             
;
2017-06-13 deposited with the CCDC.
2018-07-09 downloaded from the CCDC.
;
_audit_creation_date             2017-06-11
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_chemical_name_common            
N,N'-(1,2-phenylene)bis(2,5-dimethoxybenzenesulfonamide)
_chemical_name_systematic        
N,N'-(1,2-phenylene)bis(2,5-dimethoxybenzenesulfonamide)
_chemical_formula_moiety         'C22 H24 N2 O8 S2'
_chemical_formula_sum            'C22 H24 N2 O8 S2'
_chemical_formula_weight         508.55
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.5898(12)
_cell_length_b                   18.264(2)
_cell_length_c                   12.6789(11)
_cell_angle_alpha                90
_cell_angle_beta                 106.506(10)
_cell_angle_gamma                90
_cell_volume                     2351.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3140
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.3290
_cell_measurement_theta_min      2.9509
_exptl_absorpt_coefficient_mu    0.278
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60227
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 96)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.879
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13653
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.879
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.394
_diffrn_reflns_theta_min         2.957
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.879
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas, CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3580
_reflns_number_total             5711
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2012)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2012)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2012)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5711
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0535
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0583P)²+1.1531P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1273
_refine_ls_wR_factor_ref         0.1543
_refine_special_details          ?
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.1266(2) 0.61473(16) 0.82758(18) 0.0422(6) Uani 1 1 d . . . . .
C2 C -0.0225(2) 0.65020(16) 0.90205(19) 0.0434(6) Uani 1 1 d . . . . .
C3 C 0.0019(3) 0.63436(18) 1.0131(2) 0.0568(8) Uani 1 1 d . . . . .
H3 H 0.070489 0.657797 1.064329 0.068 Uiso 1 1 calc R U . . .
C4 C -0.0745(3) 0.5844(2) 1.0479(2) 0.0679(9) Uani 1 1 d . . . . .
H4 H -0.056576 0.574418 1.122643 0.081 Uiso 1 1 calc R U . . .
C5 C -0.1773(3) 0.5486(2) 0.9742(2) 0.0624(9) Uani 1 1 d . . . . .
C6 C -0.2039(3) 0.56404(17) 0.8629(2) 0.0518(7) Uani 1 1 d . . . . .
H6 H -0.273054 0.540629 0.812223 0.062 Uiso 1 1 calc R U . . .
C7 C 0.0254(3) 0.54710(16) 0.6597(2) 0.0455(6) Uani 1 1 d . . . . .
C8 C -0.0438(3) 0.48448(19) 0.6147(2) 0.0627(9) Uani 1 1 d . . . . .
H8 H -0.132924 0.487496 0.577254 0.075 Uiso 1 1 calc R U . . .
C9 C 0.0198(5) 0.4181(2) 0.6256(3) 0.0776(11) Uani 1 1 d . . . . .
H9 H -0.026952 0.376404 0.595334 0.093 Uiso 1 1 calc R U . . .
C10 C 0.1511(4) 0.41263(19) 0.6806(3) 0.0754(10) Uani 1 1 d . . . . .
H10 H 0.193479 0.367575 0.686177 0.090 Uiso 1 1 calc R U . . .
C11 C 0.2201(4) 0.47383(17) 0.7273(3) 0.0609(8) Uani 1 1 d . . . . .
H11 H 0.308852 0.469865 0.765564 0.073 Uiso 1 1 calc R U . . .
C12 C 0.1583(3) 0.54151(15) 0.7179(2) 0.0441(6) Uani 1 1 d . . . . .
C13 C 0.3108(2) 0.66791(14) 0.6080(2) 0.0403(6) Uani 1 1 d . . . . .
C14 C 0.2165(2) 0.72211(14) 0.5723(2) 0.0422(6) Uani 1 1 d . . . . .
C15 C 0.1885(3) 0.74606(16) 0.4636(2) 0.0501(7) Uani 1 1 d . . . . .
H15 H 0.127972 0.783546 0.438590 0.060 Uiso 1 1 calc R U . . .
C16 C 0.2504(3) 0.71430(17) 0.3935(2) 0.0528(7) Uani 1 1 d . . . . .
H16 H 0.230359 0.730603 0.321094 0.063 Uiso 1 1 calc R U . . .
C17 C 0.3415(3) 0.65876(17) 0.4276(2) 0.0499(7) Uani 1 1 d . . . . .
C18 C 0.3739(3) 0.63597(15) 0.5364(2) 0.0452(6) Uani 1 1 d . . . . .
H18 H 0.437069 0.599760 0.561516 0.054 Uiso 1 1 calc R U . . .
C19 C 0.1437(3) 0.74344(19) 0.9365(2) 0.0617(8) Uani 1 1 d . . . . .
H19A H 0.188506 0.774077 0.897195 0.093 Uiso 1 1 calc R U . . .
H19B H 0.098057 0.773506 0.975935 0.093 Uiso 1 1 calc R U . . .
H19C H 0.206684 0.713298 0.987596 0.093 Uiso 1 1 calc R U . . .
C20 C -0.3475(4) 0.4597(2) 0.9468(3) 0.0849(12) Uani 1 1 d . . . . .
H20A H -0.386117 0.427586 0.988970 0.127 Uiso 1 1 calc R U . . .
H20B H -0.413298 0.492870 0.905251 0.127 Uiso 1 1 calc R U . . .
H20C H -0.313068 0.431356 0.897510 0.127 Uiso 1 1 calc R U . . .
C21 C 0.0644(3) 0.80736(17) 0.6138(3) 0.0673(9) Uani 1 1 d . . . . .
H21A H 0.026606 0.818912 0.672206 0.101 Uiso 1 1 calc R U . . .
H21B H 0.111927 0.849046 0.598990 0.101 Uiso 1 1 calc R U . . .
H21C H -0.004393 0.794822 0.548800 0.101 Uiso 1 1 calc R U . . .
C22 C 0.4763(3) 0.56824(19) 0.3787(3) 0.0676(9) Uani 1 1 d . . . . .
H22A H 0.507298 0.553848 0.317558 0.101 Uiso 1 1 calc R U . . .
H22B H 0.550082 0.579663 0.440544 0.101 Uiso 1 1 calc R U . . .
H22C H 0.426831 0.528838 0.397649 0.101 Uiso 1 1 calc R U . . .
N1 N -0.0372(2) 0.61684(13) 0.64589(16) 0.0450(5) Uani 1 1 d . . . . .
H1 H -0.004688 0.651202 0.615192 0.054 Uiso 1 1 calc R U . . .
N2 N 0.2272(2) 0.60437(12) 0.77136(16) 0.0427(5) Uani 1 1 d . . . . .
H2 H 0.197863 0.625721 0.820120 0.051 Uiso 1 1 calc R U . . .
O1 O -0.26976(19) 0.58477(13) 0.63199(14) 0.0627(6) Uani 1 1 d . . . . .
O2 O -0.1890(2) 0.71139(12) 0.66816(15) 0.0589(5) Uani 1 1 d . . . . .
O3 O 0.05052(18) 0.69764(11) 0.85995(14) 0.0510(5) Uani 1 1 d . . . . .
O4 O -0.2454(3) 0.49955(17) 1.01785(19) 0.0952(9) Uani 1 1 d . . . . .
O5 O 0.39101(19) 0.70043(12) 0.81741(16) 0.0629(6) Uani 1 1 d . . . . .
O6 O 0.45113(19) 0.58103(12) 0.75448(16) 0.0605(6) Uani 1 1 d . . . . .
O7 O 0.15265(19) 0.74666(11) 0.64578(15) 0.0522(5) Uani 1 1 d . . . . .
O8 O 0.3947(2) 0.63067(12) 0.34949(16) 0.0653(6) Uani 1 1 d . . . . .
S7 S -0.16782(6) 0.63465(4) 0.68564(5) 0.0463(2) Uani 1 1 d . . . . .
S21 S 0.35744(6) 0.63838(4) 0.74627(5) 0.0454(2) Uani 1 1 d . . . . .


_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.391(3) . ?
C1 C6 1.392(4) . ?
C1 S7 1.765(2) . ?
C2 C3 1.388(3) . ?
C2 O3 1.367(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.373(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.381(4) . ?
C5 C6 1.386(4) . ?
C5 O4 1.363(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.390(4) . ?
C7 C12 1.395(4) . ?
C7 N1 1.423(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.374(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.371(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.374(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.388(4) . ?
C12 N2 1.424(3) . ?
C13 C14 1.387(4) . ?
C13 C18 1.399(4) . ?
C13 S21 1.765(2) . ?
C14 C15 1.395(4) . ?
C14 O7 1.373(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.374(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.382(4) . ?
C17 C18 1.388(4) . ?
C17 O8 1.370(3) . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C19 O3 1.439(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C20 O4 1.398(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C21 O7 1.432(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C22 O8 1.415(4) . ?
N1 H1 0.8600 . ?
N1 S7 1.634(2) . ?
N2 H2 0.8600 . ?
N2 S21 1.625(2) . ?
O1 S7 1.429(2) . ?
O2 S7 1.427(2) . ?
O5 S21 1.429(2) . ?
O6 S21 1.426(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.1(2) . . ?
C2 C1 S7 121.0(2) . . ?
C6 C1 S7 117.89(19) . . ?
C3 C2 C1 118.3(3) . . ?
O3 C2 C1 117.2(2) . . ?
O3 C2 C3 124.4(2) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.3(3) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C6 119.0(3) . . ?
O4 C5 C4 116.3(3) . . ?
O4 C5 C6 124.7(3) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 C1 119.7(3) . . ?
C5 C6 H6 120.2 . . ?
C8 C7 C12 119.4(3) . . ?
C8 C7 N1 120.9(3) . . ?
C12 C7 N1 119.7(2) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 119.9(3) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.9(3) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 120.1 . . ?
C9 C10 C11 119.8(3) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.5(3) . . ?
C12 C11 H11 119.7 . . ?
C7 C12 N2 119.7(2) . . ?
C11 C12 C7 119.4(3) . . ?
C11 C12 N2 120.8(3) . . ?
C14 C13 C18 121.2(2) . . ?
C14 C13 S21 121.0(2) . . ?
C18 C13 S21 117.8(2) . . ?
C13 C14 C15 118.5(3) . . ?
O7 C14 C13 117.3(2) . . ?
O7 C14 C15 124.1(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0(3) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 119.1 . . ?
C15 C16 C17 121.8(3) . . ?
C17 C16 H16 119.1 . . ?
C16 C17 C18 119.0(3) . . ?
O8 C17 C16 116.3(2) . . ?
O8 C17 C18 124.8(3) . . ?
C13 C18 H18 120.3 . . ?
C17 C18 C13 119.4(3) . . ?
C17 C18 H18 120.3 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O7 C21 H21A 109.5 . . ?
O7 C21 H21B 109.5 . . ?
O7 C21 H21C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O8 C22 H22A 109.5 . . ?
O8 C22 H22B 109.5 . . ?
O8 C22 H22C 109.5 . . ?
C7 N1 H1 118.5 . . ?
C7 N1 S7 123.03(18) . . ?
S7 N1 H1 118.5 . . ?
C12 N2 H2 117.9 . . ?
C12 N2 S21 124.29(18) . . ?
S21 N2 H2 117.9 . . ?
C2 O3 C19 117.4(2) . . ?
C5 O4 C20 118.8(2) . . ?
C14 O7 C21 117.9(2) . . ?
C17 O8 C22 117.3(2) . . ?
N1 S7 C1 106.71(11) . . ?
O1 S7 C1 106.78(13) . . ?
O1 S7 N1 108.52(12) . . ?
O2 S7 C1 110.08(13) . . ?
O2 S7 N1 104.92(13) . . ?
O2 S7 O1 119.21(13) . . ?
N2 S21 C13 107.31(11) . . ?
O5 S21 C13 109.51(13) . . ?
O5 S21 N2 104.62(12) . . ?
O6 S21 C13 106.84(13) . . ?
O6 S21 N2 108.47(13) . . ?
O6 S21 O5 119.55(13) . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 0.6(5) . . . . ?
C1 C2 O3 C19 169.9(2) . . . . ?
C2 C1 C6 C5 0.2(4) . . . . ?
C2 C1 S7 N1 59.0(3) . . . . ?
C2 C1 S7 O1 174.9(2) . . . . ?
C2 C1 S7 O2 -54.3(3) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
C3 C2 O3 C19 -11.3(4) . . . . ?
C3 C4 C5 C6 -0.3(6) . . . . ?
C3 C4 C5 O4 179.3(3) . . . . ?
C4 C5 C6 C1 0.3(5) . . . . ?
C4 C5 O4 C20 -177.7(4) . . . . ?
C6 C1 C2 C3 -0.6(4) . . . . ?
C6 C1 C2 O3 178.2(3) . . . . ?
C6 C1 S7 N1 -122.9(2) . . . . ?
C6 C1 S7 O1 -7.0(3) . . . . ?
C6 C1 S7 O2 123.8(2) . . . . ?
C6 C5 O4 C20 1.9(6) . . . . ?
C7 C8 C9 C10 0.0(5) . . . . ?
C7 C12 N2 S21 -121.5(2) . . . . ?
C7 N1 S7 C1 56.9(2) . . . . ?
C7 N1 S7 O1 -57.9(2) . . . . ?
C7 N1 S7 O2 173.69(19) . . . . ?
C8 C7 C12 C11 1.7(4) . . . . ?
C8 C7 C12 N2 -175.2(2) . . . . ?
C8 C7 N1 S7 57.9(3) . . . . ?
C8 C9 C10 C11 1.3(5) . . . . ?
C9 C10 C11 C12 -1.0(5) . . . . ?
C10 C11 C12 C7 -0.4(4) . . . . ?
C10 C11 C12 N2 176.4(3) . . . . ?
C11 C12 N2 S21 61.7(3) . . . . ?
C12 C7 C8 C9 -1.5(4) . . . . ?
C12 C7 N1 S7 -123.1(2) . . . . ?
C12 N2 S21 C13 63.2(2) . . . . ?
C12 N2 S21 O5 179.5(2) . . . . ?
C12 N2 S21 O6 -51.8(2) . . . . ?
C13 C14 C15 C16 2.3(4) . . . . ?
C13 C14 O7 C21 174.1(2) . . . . ?
C14 C13 C18 C17 -0.1(4) . . . . ?
C14 C13 S21 N2 61.7(2) . . . . ?
C14 C13 S21 O5 -51.4(2) . . . . ?
C14 C13 S21 O6 177.8(2) . . . . ?
C14 C15 C16 C17 -0.4(4) . . . . ?
C15 C14 O7 C21 -8.7(4) . . . . ?
C15 C16 C17 C18 -1.8(4) . . . . ?
C15 C16 C17 O8 178.9(3) . . . . ?
C16 C17 C18 C13 2.0(4) . . . . ?
C16 C17 O8 C22 -172.8(3) . . . . ?
C18 C13 C14 C15 -2.0(4) . . . . ?
C18 C13 C14 O7 175.4(2) . . . . ?
C18 C13 S21 N2 -119.7(2) . . . . ?
C18 C13 S21 O5 127.3(2) . . . . ?
C18 C13 S21 O6 -3.5(2) . . . . ?
C18 C17 O8 C22 7.9(4) . . . . ?
N1 C7 C8 C9 177.6(3) . . . . ?
N1 C7 C12 C11 -177.4(2) . . . . ?
N1 C7 C12 N2 5.7(3) . . . . ?
O3 C2 C3 C4 -178.2(3) . . . . ?
O4 C5 C6 C1 -179.3(3) . . . . ?
O7 C14 C15 C16 -174.9(3) . . . . ?
O8 C17 C18 C13 -178.7(3) . . . . ?
S7 C1 C2 C3 177.5(2) . . . . ?
S7 C1 C2 O3 -3.7(4) . . . . ?
S7 C1 C6 C5 -178.0(2) . . . . ?
S21 C13 C14 C15 176.6(2) . . . . ?
S21 C13 C14 O7 -6.0(3) . . . . ?
S21 C13 C18 C17 -178.8(2) . . . . ?

_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_SHELXL_version_number     2014/7
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
