  
data_1 
  
_audit_creation_method            'SHELXL-2014/7' 
_shelx_SHELXL_version_number      '2014/7' 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C25 H20 N4 O4 S2' 
_chemical_formula_weight          504.57 
  
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       triclinic 
_space_group_IT_number            1 
_space_group_name_H-M_alt         'P 1' 
_space_group_name_Hall            'P 1' 
  
_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. 
; 
  
loop_ 
 _space_group_symop_operation_xyz 
 'x, y, z' 
  
_cell_length_a                    4.6973(8) 
_cell_length_b                    11.160(2) 
_cell_length_c                    11.554(2) 
_cell_angle_alpha                 67.350(5) 
_cell_angle_beta                  82.509(4) 
_cell_angle_gamma                 87.050(5) 
_cell_volume                      554.18(18) 
_cell_formula_units_Z             1 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used     6168 
_cell_measurement_theta_min       2.17 
_cell_measurement_theta_max       24.95 
  
_exptl_crystal_description        rod 
_exptl_crystal_colour             orange 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.512 
_exptl_crystal_F_000              262 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.150 
_exptl_crystal_size_mid           0.040 
_exptl_crystal_size_min           0.030 
_exptl_absorpt_coefficient_mu     0.284 
_shelx_estimated_absorpt_T_min    0.959 
_shelx_estimated_absorpt_T_max    0.992 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.960 
_exptl_absorpt_correction_T_max   0.991 
_exptl_absorpt_process_details    sadabs 
_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature       296(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    ? 
_diffrn_measurement_device_type   'CCD area detector' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             12080 
_diffrn_reflns_av_unetI/netI      0.0523 
_diffrn_reflns_av_R_equivalents   0.0435 
_diffrn_reflns_limit_h_min        -5 
_diffrn_reflns_limit_h_max        5 
_diffrn_reflns_limit_k_min        -13 
_diffrn_reflns_limit_k_max        12 
_diffrn_reflns_limit_l_min        -13 
_diffrn_reflns_limit_l_max        13 
_diffrn_reflns_theta_min          2.169 
_diffrn_reflns_theta_max          25.062 
_diffrn_reflns_theta_full         25.062 
_diffrn_measured_fraction_theta_max   0.984 
_diffrn_measured_fraction_theta_full  0.984 
_diffrn_reflns_Laue_measured_fraction_max    0.984 
_diffrn_reflns_Laue_measured_fraction_full   0.984 
_diffrn_reflns_point_group_measured_fraction_max   0.984 
_diffrn_reflns_point_group_measured_fraction_full  0.984 
_reflns_number_total              3606 
_reflns_number_gt                 2953 
_reflns_threshold_expression      'I > 2σ(I)' 
_reflns_Friedel_coverage          1.000 
_reflns_Friedel_fraction_max      0.984 
_reflns_Friedel_fraction_full     0.984 
  
_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. 
; 
  
_computing_data_collection        'Bruker SMART' 
_computing_cell_refinement        'Bruker SMART' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'Bruker SHELXTL' 
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
_refine_special_details 
; 
 Refined as a 2-component perfect inversion twin. 
; 
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
'w=1/[σ²(Fo²)+(0.0634P)²+0.0395P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      ? 
_atom_sites_solution_secondary    ? 
_atom_sites_solution_hydrogens    mixed 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        . 
_refine_ls_abs_structure_details 
; 
 Refined as a perfect inversion twin. 
; 
_refine_ls_abs_structure_Flack    0.5 
_chemical_absolute_configuration  ? 
_refine_ls_number_reflns          3606 
_refine_ls_number_parameters      325 
_refine_ls_number_restraints      3 
_refine_ls_R_factor_all           0.0636 
_refine_ls_R_factor_gt            0.0434 
_refine_ls_wR_factor_ref          0.1108 
_refine_ls_wR_factor_gt           0.0985 
_refine_ls_goodness_of_fit_ref    1.062 
_refine_ls_restrained_S_all       1.062 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
  
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 
S1 S -0.8503(3) -0.08494(14) 1.15421(14) 0.0470(5) Uani 1 1 d . . . . . 
S2 S 1.0404(3) 1.10949(14) 0.61791(15) 0.0409(4) Uani 1 1 d . . . . . 
O1 O 1.2223(9) 1.0752(4) 0.5263(4) 0.0568(11) Uani 1 1 d . . . . . 
O2 O 1.1612(9) 1.1763(4) 0.6834(4) 0.0544(12) Uani 1 1 d . . . . . 
O3 O 0.1763(9) 0.5754(4) 0.8814(4) 0.0506(11) Uani 1 1 d . . . . . 
O4 O -0.2728(8) 0.1275(4) 1.3030(4) 0.0493(12) Uani 1 1 d . . . . . 
H4 H -0.3846 0.0670 1.3408 0.074 Uiso 1 1 calc R U . . . 
N1 N 0.7947(10) 1.2027(5) 0.5411(5) 0.0474(13) Uani 1 1 d . . . . . 
H1A H 0.751(13) 1.165(6) 0.491(6) 0.057 Uiso 1 1 d . U . . . 
H1B H 0.652(13) 1.221(6) 0.595(6) 0.057 Uiso 1 1 d . U . . . 
N2 N 0.4513(10) 0.6389(4) 1.0005(4) 0.0388(12) Uani 1 1 d . . . . . 
N3 N 0.5042(10) 0.5993(5) 1.1268(5) 0.0397(12) Uani 1 1 d . . . . . 
N4 N -0.6106(10) -0.0592(5) 1.3319(5) 0.0465(14) Uani 1 1 d . . . . . 
C1 C 0.7332(14) 0.8318(6) 0.9465(6) 0.0527(18) Uani 1 1 d . . . . . 
H1 H 0.7361 0.8125 1.0322 0.063 Uiso 1 1 calc R U . . . 
C2 C 0.8688(14) 0.9407(7) 0.8591(6) 0.0516(17) Uani 1 1 d . . . . . 
H2 H 0.9605 0.9958 0.8857 0.062 Uiso 1 1 calc R U . . . 
C3 C 0.8707(11) 0.9695(6) 0.7314(6) 0.0373(14) Uani 1 1 d . . . . . 
C4 C 0.7332(14) 0.8872(6) 0.6949(6) 0.0531(18) Uani 1 1 d . . . . . 
H4A H 0.7333 0.9053 0.6093 0.064 Uiso 1 1 calc R U . . . 
C5 C 0.5956(15) 0.7789(6) 0.7821(6) 0.0546(18) Uani 1 1 d . . . . . 
H5 H 0.5036 0.7240 0.7554 0.065 Uiso 1 1 calc R U . . . 
C6 C 0.5923(11) 0.7505(6) 0.9086(6) 0.0385(15) Uani 1 1 d . . . . . 
C7 C 0.2571(12) 0.5581(5) 0.9836(6) 0.0390(14) Uani 1 1 d . . . . . 
C8 C 0.1905(10) 0.4583(5) 1.1108(5) 0.0334(13) Uani 1 1 d . . . . . 
C9 C 0.3570(11) 0.4955(5) 1.1891(5) 0.0361(14) Uani 1 1 d . . . . . 
C10 C 0.3711(15) 0.4240(6) 1.3273(6) 0.0507(18) Uani 1 1 d . . . . . 
H10A H 0.4444 0.3380 1.3424 0.076 Uiso 1 1 calc R U . . . 
H10B H 0.1822 0.4185 1.3723 0.076 Uiso 1 1 calc R U . . . 
H10C H 0.4956 0.4694 1.3562 0.076 Uiso 1 1 calc R U . . . 
C11 C 0.0198(10) 0.3503(5) 1.1582(6) 0.0365(14) Uani 1 1 d . . . . . 
H11 H 0.0224 0.3036 1.2443 0.044 Uiso 1 1 calc R U . . . 
C12 C -0.1645(11) 0.2939(6) 1.1010(6) 0.0355(14) Uani 1 1 d . . . . . 
C13 C -0.2076(11) 0.3466(6) 0.9743(6) 0.0359(14) Uani 1 1 d . . . . . 
H13 H -0.1123 0.4229 0.9217 0.043 Uiso 1 1 calc R U . . . 
C14 C -0.3866(11) 0.2904(6) 0.9230(6) 0.0378(15) Uani 1 1 d . . . . . 
C15 C -0.5211(11) 0.1756(6) 1.0017(6) 0.0372(15) Uani 1 1 d . . . . . 
H15 H -0.6386 0.1357 0.9682 0.045 Uiso 1 1 calc R U . . . 
C16 C -0.4869(11) 0.1170(6) 1.1302(6) 0.0322(13) Uani 1 1 d . . . . . 
C17 C -0.3092(11) 0.1774(6) 1.1806(6) 0.0366(14) Uani 1 1 d . . . . . 
C18 C -0.4299(14) 0.3524(7) 0.7855(6) 0.0544(17) Uani 1 1 d . . . . . 
H18A H -0.2575 0.3438 0.7347 0.082 Uiso 1 1 calc R U . . . 
H18B H -0.4746 0.4427 0.7642 0.082 Uiso 1 1 calc R U . . . 
H18C H -0.5854 0.3101 0.7701 0.082 Uiso 1 1 calc R U . . . 
C19 C -0.6320(11) -0.0032(5) 1.2107(6) 0.0368(15) Uani 1 1 d . . . . . 
C20 C -0.9188(11) -0.2009(5) 1.3054(6) 0.0403(15) Uani 1 1 d . . . . . 
C21 C -1.0904(14) -0.3104(6) 1.3462(7) 0.0513(17) Uani 1 1 d . . . . . 
H21 H -1.1858 -0.3303 1.2902 0.062 Uiso 1 1 calc R U . . . 
C22 C -1.1142(15) -0.3887(7) 1.4728(7) 0.0611(19) Uani 1 1 d . . . . . 
H22 H -1.2302 -0.4620 1.5031 0.073 Uiso 1 1 calc R U . . . 
C23 C -0.9686(15) -0.3601(7) 1.5556(7) 0.064(2) Uani 1 1 d . . . . . 
H23 H -0.9839 -0.4156 1.6402 0.077 Uiso 1 1 calc R U . . . 
C24 C -0.8028(15) -0.2513(7) 1.5145(7) 0.0602(19) Uani 1 1 d . . . . . 
H24 H -0.7102 -0.2313 1.5712 0.072 Uiso 1 1 calc R U . . . 
C25 C -0.7735(12) -0.1704(6) 1.3866(6) 0.0419(15) 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 
S1 C20 1.728(6) . ? 
S1 C19 1.743(6) . ? 
S2 O1 1.428(4) . ? 
S2 O2 1.429(4) . ? 
S2 N1 1.623(5) . ? 
S2 C3 1.753(6) . ? 
O3 C7 1.229(7) . ? 
O4 C17 1.335(7) . ? 
O4 H4 0.8200 . ? 
N1 H1A 0.89(7) . ? 
N1 H1B 0.92(7) . ? 
N2 C7 1.397(7) . ? 
N2 N3 1.405(6) . ? 
N2 C6 1.414(7) . ? 
N3 C9 1.284(7) . ? 
N4 C19 1.310(7) . ? 
N4 C25 1.376(8) . ? 
C1 C2 1.368(9) . ? 
C1 C6 1.378(7) . ? 
C1 H1 0.9300 . ? 
C2 C3 1.382(8) . ? 
C2 H2 0.9300 . ? 
C3 C4 1.367(8) . ? 
C4 C5 1.367(8) . ? 
C4 H4A 0.9300 . ? 
C5 C6 1.368(8) . ? 
C5 H5 0.9300 . ? 
C7 C8 1.467(9) . ? 
C8 C11 1.369(7) . ? 
C8 C9 1.453(8) . ? 
C9 C10 1.494(8) . ? 
C10 H10A 0.9600 . ? 
C10 H10B 0.9600 . ? 
C10 H10C 0.9600 . ? 
C11 C12 1.452(7) . ? 
C11 H11 0.9300 . ? 
C12 C13 1.389(8) . ? 
C12 C17 1.416(8) . ? 
C13 C14 1.387(8) . ? 
C13 H13 0.9300 . ? 
C14 C15 1.380(8) . ? 
C14 C18 1.505(8) . ? 
C15 C16 1.401(8) . ? 
C15 H15 0.9300 . ? 
C16 C17 1.406(7) . ? 
C16 C19 1.449(8) . ? 
C18 H18A 0.9600 . ? 
C18 H18B 0.9600 . ? 
C18 H18C 0.9600 . ? 
C20 C25 1.378(8) . ? 
C20 C21 1.387(8) . ? 
C21 C22 1.378(10) . ? 
C21 H21 0.9300 . ? 
C22 C23 1.383(10) . ? 
C22 H22 0.9300 . ? 
C23 C24 1.365(10) . ? 
C23 H23 0.9300 . ? 
C24 C25 1.397(9) . ? 
C24 H24 0.9300 . ? 
  
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 
C20 S1 C19 89.2(3) . . ? 
O1 S2 O2 119.0(3) . . ? 
O1 S2 N1 105.3(3) . . ? 
O2 S2 N1 107.4(3) . . ? 
O1 S2 C3 109.2(3) . . ? 
O2 S2 C3 107.7(3) . . ? 
N1 S2 C3 107.7(3) . . ? 
C17 O4 H4 109.5 . . ? 
S2 N1 H1A 104(4) . . ? 
S2 N1 H1B 112(4) . . ? 
H1A N1 H1B 120(6) . . ? 
C7 N2 N3 112.7(4) . . ? 
C7 N2 C6 128.3(5) . . ? 
N3 N2 C6 119.0(4) . . ? 
C9 N3 N2 106.4(4) . . ? 
C19 N4 C25 111.1(5) . . ? 
C2 C1 C6 120.4(6) . . ? 
C2 C1 H1 119.8 . . ? 
C6 C1 H1 119.8 . . ? 
C1 C2 C3 120.5(6) . . ? 
C1 C2 H2 119.8 . . ? 
C3 C2 H2 119.8 . . ? 
C4 C3 C2 118.6(6) . . ? 
C4 C3 S2 120.3(5) . . ? 
C2 C3 S2 121.1(4) . . ? 
C5 C4 C3 121.0(6) . . ? 
C5 C4 H4A 119.5 . . ? 
C3 C4 H4A 119.5 . . ? 
C4 C5 C6 120.5(6) . . ? 
C4 C5 H5 119.8 . . ? 
C6 C5 H5 119.8 . . ? 
C5 C6 C1 119.0(5) . . ? 
C5 C6 N2 121.4(5) . . ? 
C1 C6 N2 119.5(5) . . ? 
O3 C7 N2 123.9(5) . . ? 
O3 C7 C8 132.7(5) . . ? 
N2 C7 C8 103.5(5) . . ? 
C11 C8 C9 122.5(5) . . ? 
C11 C8 C7 133.0(5) . . ? 
C9 C8 C7 104.4(4) . . ? 
N3 C9 C8 113.0(5) . . ? 
N3 C9 C10 120.8(5) . . ? 
C8 C9 C10 126.2(5) . . ? 
C9 C10 H10A 109.5 . . ? 
C9 C10 H10B 109.5 . . ? 
H10A C10 H10B 109.5 . . ? 
C9 C10 H10C 109.5 . . ? 
H10A C10 H10C 109.5 . . ? 
H10B C10 H10C 109.5 . . ? 
C8 C11 C12 132.9(6) . . ? 
C8 C11 H11 113.6 . . ? 
C12 C11 H11 113.6 . . ? 
C13 C12 C17 118.4(5) . . ? 
C13 C12 C11 124.4(5) . . ? 
C17 C12 C11 117.2(5) . . ? 
C14 C13 C12 122.8(5) . . ? 
C14 C13 H13 118.6 . . ? 
C12 C13 H13 118.6 . . ? 
C15 C14 C13 117.9(5) . . ? 
C15 C14 C18 121.3(5) . . ? 
C13 C14 C18 120.9(5) . . ? 
C14 C15 C16 122.3(5) . . ? 
C14 C15 H15 118.9 . . ? 
C16 C15 H15 118.9 . . ? 
C15 C16 C17 118.8(5) . . ? 
C15 C16 C19 121.1(5) . . ? 
C17 C16 C19 120.1(5) . . ? 
O4 C17 C16 121.5(5) . . ? 
O4 C17 C12 118.7(5) . . ? 
C16 C17 C12 119.8(5) . . ? 
C14 C18 H18A 109.5 . . ? 
C14 C18 H18B 109.5 . . ? 
H18A C18 H18B 109.5 . . ? 
C14 C18 H18C 109.5 . . ? 
H18A C18 H18C 109.5 . . ? 
H18B C18 H18C 109.5 . . ? 
N4 C19 C16 122.8(5) . . ? 
N4 C19 S1 114.6(4) . . ? 
C16 C19 S1 122.6(4) . . ? 
C25 C20 C21 122.2(6) . . ? 
C25 C20 S1 109.8(4) . . ? 
C21 C20 S1 128.1(5) . . ? 
C22 C21 C20 117.5(6) . . ? 
C22 C21 H21 121.2 . . ? 
C20 C21 H21 121.2 . . ? 
C21 C22 C23 121.2(6) . . ? 
C21 C22 H22 119.4 . . ? 
C23 C22 H22 119.4 . . ? 
C24 C23 C22 120.8(7) . . ? 
C24 C23 H23 119.6 . . ? 
C22 C23 H23 119.6 . . ? 
C23 C24 C25 119.4(7) . . ? 
C23 C24 H24 120.3 . . ? 
C25 C24 H24 120.3 . . ? 
N4 C25 C20 115.3(6) . . ? 
N4 C25 C24 125.7(6) . . ? 
C20 C25 C24 119.0(6) . . ? 
  
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 
C7 N2 N3 C9 1.5(6) . . . . ? 
C6 N2 N3 C9 -178.5(5) . . . . ? 
C6 C1 C2 C3 -1.1(10) . . . . ? 
C1 C2 C3 C4 0.3(9) . . . . ? 
C1 C2 C3 S2 179.4(5) . . . . ? 
O1 S2 C3 C4 -50.1(6) . . . . ? 
O2 S2 C3 C4 179.3(5) . . . . ? 
N1 S2 C3 C4 63.8(6) . . . . ? 
O1 S2 C3 C2 130.9(5) . . . . ? 
O2 S2 C3 C2 0.3(6) . . . . ? 
N1 S2 C3 C2 -115.3(5) . . . . ? 
C2 C3 C4 C5 0.2(9) . . . . ? 
S2 C3 C4 C5 -178.9(5) . . . . ? 
C3 C4 C5 C6 0.1(11) . . . . ? 
C4 C5 C6 C1 -0.9(10) . . . . ? 
C4 C5 C6 N2 180.0(6) . . . . ? 
C2 C1 C6 C5 1.4(10) . . . . ? 
C2 C1 C6 N2 -179.5(6) . . . . ? 
C7 N2 C6 C5 -13.4(9) . . . . ? 
N3 N2 C6 C5 166.7(6) . . . . ? 
C7 N2 C6 C1 167.5(6) . . . . ? 
N3 N2 C6 C1 -12.4(8) . . . . ? 
N3 N2 C7 O3 178.9(5) . . . . ? 
C6 N2 C7 O3 -1.0(9) . . . . ? 
N3 N2 C7 C8 -1.4(6) . . . . ? 
C6 N2 C7 C8 178.7(5) . . . . ? 
O3 C7 C8 C11 1.0(11) . . . . ? 
N2 C7 C8 C11 -178.7(5) . . . . ? 
O3 C7 C8 C9 -179.6(6) . . . . ? 
N2 C7 C8 C9 0.7(6) . . . . ? 
N2 N3 C9 C8 -1.0(6) . . . . ? 
N2 N3 C9 C10 177.9(5) . . . . ? 
C11 C8 C9 N3 179.6(5) . . . . ? 
C7 C8 C9 N3 0.2(6) . . . . ? 
C11 C8 C9 C10 0.9(8) . . . . ? 
C7 C8 C9 C10 -178.6(6) . . . . ? 
C9 C8 C11 C12 179.7(5) . . . . ? 
C7 C8 C11 C12 -1.1(10) . . . . ? 
C8 C11 C12 C13 -1.0(9) . . . . ? 
C8 C11 C12 C17 179.1(5) . . . . ? 
C17 C12 C13 C14 0.2(8) . . . . ? 
C11 C12 C13 C14 -179.7(5) . . . . ? 
C12 C13 C14 C15 -1.5(8) . . . . ? 
C12 C13 C14 C18 179.0(6) . . . . ? 
C13 C14 C15 C16 1.4(8) . . . . ? 
C18 C14 C15 C16 -179.1(6) . . . . ? 
C14 C15 C16 C17 0.0(8) . . . . ? 
C14 C15 C16 C19 179.7(5) . . . . ? 
C15 C16 C17 O4 178.7(6) . . . . ? 
C19 C16 C17 O4 -1.0(7) . . . . ? 
C15 C16 C17 C12 -1.3(7) . . . . ? 
C19 C16 C17 C12 179.0(5) . . . . ? 
C13 C12 C17 O4 -178.8(5) . . . . ? 
C11 C12 C17 O4 1.1(7) . . . . ? 
C13 C12 C17 C16 1.2(7) . . . . ? 
C11 C12 C17 C16 -178.9(5) . . . . ? 
C25 N4 C19 C16 178.8(5) . . . . ? 
C25 N4 C19 S1 -1.0(6) . . . . ? 
C15 C16 C19 N4 -178.4(6) . . . . ? 
C17 C16 C19 N4 1.4(8) . . . . ? 
C15 C16 C19 S1 1.5(7) . . . . ? 
C17 C16 C19 S1 -178.8(4) . . . . ? 
C20 S1 C19 N4 0.7(4) . . . . ? 
C20 S1 C19 C16 -179.1(4) . . . . ? 
C19 S1 C20 C25 -0.2(4) . . . . ? 
C19 S1 C20 C21 179.9(6) . . . . ? 
C25 C20 C21 C22 0.6(10) . . . . ? 
S1 C20 C21 C22 -179.5(5) . . . . ? 
C20 C21 C22 C23 -1.0(11) . . . . ? 
C21 C22 C23 C24 1.7(11) . . . . ? 
C22 C23 C24 C25 -2.0(11) . . . . ? 
C19 N4 C25 C20 0.9(7) . . . . ? 
C19 N4 C25 C24 -178.6(6) . . . . ? 
C21 C20 C25 N4 179.6(5) . . . . ? 
S1 C20 C25 N4 -0.3(6) . . . . ? 
C21 C20 C25 C24 -0.9(9) . . . . ? 
S1 C20 C25 C24 179.2(5) . . . . ? 
C23 C24 C25 N4 -179.0(7) . . . . ? 
C23 C24 C25 C20 1.6(10) . . . . ? 
  
loop_ 
 _geom_hbond_atom_site_label_D 
 _geom_hbond_atom_site_label_H 
 _geom_hbond_atom_site_label_A 
 _geom_hbond_distance_DH 
 _geom_hbond_distance_HA 
 _geom_hbond_distance_DA 
 _geom_hbond_angle_DHA 
 _geom_hbond_site_symmetry_A 
O4 H4 N4  0.82 1.85 2.576(6) 147.3 . 
C5 H5 O3  0.93 2.25 2.867(7) 123.4 . 
N1 H1A O4  0.89(7) 2.38(7) 3.226(7) 160(6) 1_664 
N1 H1B O2  0.92(7) 2.39(6) 3.176(7) 143(5) 1_455 
  
_refine_diff_density_max    0.270 
_refine_diff_density_min   -0.317 
_refine_diff_density_rms    0.063 
  
  
  
