#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/41/2014137.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2014137
loop_
_publ_author_name
'Bortoluzzi, Adailton J.'
'Andrade, Evilazio S.'
'Nunes, Ricardo J.'
_publ_section_title
;4-(3,4-Dichlorophenyl)-9-(4-methylphenylsulfonyl)-4,9-diazatetracyclo[5.3.1.0^2,6^.0^8,10^]undecane-3,5-dione
 and
 4-(4-chlorophenyl)-9-(4-methylphenylsulfonyl)-4,9-diazatetracyclo[5.3.1.0^2,6^.0^8,10^]undecane-3,5-dione
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o614
_journal_page_last               o616
_journal_paper_doi               10.1107/S0108270104015550
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C22 H18 Cl2 N2 O4 S'
_chemical_formula_moiety         'C22 H18 Cl2 N2 O4 S'
_chemical_formula_sum            'C22 H18 Cl2 N2 O4 S'
_chemical_formula_weight         477.34
_chemical_name_systematic
;
4-(3,4-Dichlorophenyl)-9-(4-methylphenylsulfonyl)-4,9-
diazatetracyclo[5.3.1.0^2,6^.0^8,10^]undecane-3,5-dione
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.270(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.8560(10)
_cell_length_b                   15.6890(10)
_cell_length_c                   10.7270(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.23
_cell_measurement_theta_min      6.58
_cell_volume                     2128.9(3)
_computing_cell_refinement       'SET4 in CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf-Nonius, 1994)'
_computing_data_reduction        'HELENA (Spek, 1996)'
_computing_molecular_graphics    'ORTEP-3 (Farrgia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0723
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3962
_diffrn_reflns_theta_full        25.07
_diffrn_reflns_theta_max         25.07
_diffrn_reflns_theta_min         1.61
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.436
_exptl_absorpt_correction_T_max  0.934
_exptl_absorpt_correction_T_min  0.844
_exptl_absorpt_correction_type   '\y scan'
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular plate'
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.522
_refine_diff_density_min         -0.464
_refine_ls_extinction_coef       0.0073(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         3785
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.1181
_refine_ls_R_factor_gt           0.0491
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0571P)²+1.0126P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1158
_refine_ls_wR_factor_ref         0.1367
_reflns_number_gt                2300
_reflns_number_total             3785
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fg1757.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2014137
_cod_database_fobs_code          2014137
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'
loop_
_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
_atom_site_type_symbol
S1 0.34269(8) 0.08587(5) 0.30464(8) 0.0425(3) Uani d . 1 . . S
O1 0.2869(2) 0.06278(16) 0.1819(2) 0.0653(8) Uani d . 1 . . O
O2 0.4527(2) 0.06481(15) 0.3339(3) 0.0573(7) Uani d . 1 . . O
Cl1 1.07173(11) 0.26492(11) 0.57310(18) 0.1251(7) Uani d . 1 . . Cl
Cl2 1.00000(12) 0.41038(13) 0.3801(2) 0.1323(10) Uani d P 0.863(3) . . Cl
Cl2' 0.9165(7) 0.1692(7) 0.6638(9) 0.091(4) Uani d P 0.137(3) . . Cl
N1 0.3210(2) 0.18931(16) 0.3190(2) 0.0358(6) Uani d . 1 . . N
C2 0.4030(2) 0.24479(19) 0.2774(3) 0.0334(7) Uani d . 1 . . C
H2 0.4616 0.2200 0.2424 0.040 Uiso calc R 1 . . H
C3 0.3635(2) 0.3348(2) 0.2418(3) 0.0370(8) Uani d . 1 . . C
H3 0.3387 0.3452 0.1513 0.044 Uiso calc R 1 . . H
C4 0.4536(3) 0.3936(2) 0.3076(3) 0.0381(8) Uani d . 1 . . C
H4 0.4418 0.4524 0.2774 0.046 Uiso calc R 1 . . H
C5 0.5643(3) 0.3653(2) 0.3002(3) 0.0395(8) Uani d . 1 . . C
O3 0.60126(19) 0.35337(16) 0.2056(2) 0.0525(7) Uani d . 1 . . O
N6 0.6188(2) 0.35146(17) 0.4237(3) 0.0407(7) Uani d . 1 . . N
C7 0.5551(3) 0.3626(2) 0.5158(3) 0.0410(8) Uani d . 1 . . C
O4 0.58547(19) 0.35425(18) 0.6279(2) 0.0586(7) Uani d . 1 . . O
C8 0.4457(2) 0.3874(2) 0.4496(3) 0.0378(8) Uani d . 1 . . C
H8 0.4258 0.4427 0.4807 0.045 Uiso calc R 1 . . H
C9 0.3554(2) 0.3217(2) 0.4504(3) 0.0351(8) Uani d . 1 . . C
H9 0.3238 0.3211 0.5271 0.042 Uiso calc R 1 . . H
C10 0.3985(2) 0.23697(19) 0.4139(3) 0.0309(7) Uani d . 1 . . C
H10 0.4541 0.2070 0.4719 0.037 Uiso calc R 1 . . H
C11 0.2818(3) 0.3494(2) 0.3285(3) 0.0418(8) Uani d . 1 . . C
H11A 0.2602 0.4086 0.3307 0.050 Uiso calc R 1 . . H
H11B 0.2203 0.3129 0.3073 0.050 Uiso calc R 1 . . H
C12 0.7279(3) 0.3275(2) 0.4551(3) 0.0425(8) Uani d . 1 . . C
C13 0.8017(3) 0.3743(3) 0.4081(4) 0.0569(11) Uani d . 1 . . C
H13 0.7809 0.4198 0.3539 0.068 Uiso calc R 1 . . H
C14 0.9079(3) 0.3535(3) 0.4416(5) 0.0724(13) Uani d . 1 . . C
H14 0.9582 0.3841 0.4077 0.087 Uiso d PR 0.137(3) . . H
C15 0.9389(3) 0.2878(3) 0.5243(5) 0.0669(12) Uani d . 1 . . C
C16 0.8644(4) 0.2408(3) 0.5700(4) 0.0649(12) Uani d . 1 . . C
H16 0.8851 0.1955 0.6248 0.078 Uiso d PR 0.863(3) . . H
C17 0.7583(3) 0.2600(2) 0.5349(4) 0.0538(10) Uani d . 1 . . C
H17 0.7078 0.2274 0.5652 0.065 Uiso calc R 1 . . H
C21 0.2794(3) 0.0440(2) 0.4239(3) 0.0389(8) Uani d . 1 . . C
C22 0.3314(3) -0.0179(2) 0.5025(3) 0.0442(9) Uani d . 1 . . C
H22 0.3990 -0.0353 0.4940 0.053 Uiso calc R 1 . . H
C23 0.2821(3) -0.0537(2) 0.5937(3) 0.0500(9) Uani d . 1 . . C
H23 0.3167 -0.0962 0.6457 0.060 Uiso calc R 1 . . H
C24 0.1832(3) -0.0282(2) 0.6098(3) 0.0488(9) Uani d . 1 . . C
C25 0.1338(3) 0.0360(3) 0.5322(4) 0.0579(10) Uani d . 1 . . C
H25 0.0679 0.0556 0.5438 0.069 Uiso calc R 1 . . H
C26 0.1807(3) 0.0715(2) 0.4381(4) 0.0507(10) Uani d . 1 . . C
H26 0.1459 0.1134 0.3852 0.061 Uiso calc R 1 . . H
C27 0.1304(4) -0.0691(3) 0.7100(4) 0.0753(13) Uani d . 1 . . C
H27A 0.0621 -0.0438 0.7080 0.113 Uiso calc PR 0.50 . . H
H27B 0.1732 -0.0604 0.7919 0.113 Uiso calc PR 0.50 . . H
H27C 0.1224 -0.1292 0.6936 0.113 Uiso calc PR 0.50 . . H
H27D 0.1763 -0.1117 0.7544 0.113 Uiso calc PR 0.50 . . H
H27E 0.0653 -0.0952 0.6705 0.113 Uiso calc PR 0.50 . . H
H27F 0.1161 -0.0264 0.7688 0.113 Uiso calc PR 0.50 . . H
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O1 S1 O2 117.21(18) y
O1 S1 N1 105.57(15) y
O2 S1 N1 112.42(14) y
O1 S1 C21 110.71(16) y
O2 S1 C21 108.70(16) y
N1 S1 C21 101.02(14) y
C10 N1 C2 59.42(18) y
C10 N1 S1 116.8(2) y
C2 N1 S1 113.8(2) y
C10 C2 N1 60.22(19) y
C10 C2 C3 104.7(3) ?
N1 C2 C3 113.1(3) ?
C10 C2 H2 121.0 ?
N1 C2 H2 121.0 ?
C3 C2 H2 121.0 ?
C2 C3 C11 102.6(3) ?
C2 C3 C4 104.5(2) ?
C11 C3 C4 99.9(3) ?
C2 C3 H3 115.9 ?
C11 C3 H3 115.9 ?
C4 C3 H3 115.9 ?
C5 C4 C8 105.2(3) ?
C5 C4 C3 115.9(3) ?
C8 C4 C3 103.6(2) ?
C5 C4 H4 110.6 ?
C8 C4 H4 110.6 ?
C3 C4 H4 110.6 ?
O3 C5 N6 124.4(3) ?
O3 C5 C4 127.3(3) ?
N6 C5 C4 108.3(3) ?
C5 N6 C7 113.1(3) y
C5 N6 C12 124.5(3) y
C7 N6 C12 122.5(3) y
O4 C7 N6 124.4(3) ?
O4 C7 C8 127.4(3) ?
N6 C7 C8 108.2(3) ?
C7 C8 C4 105.1(3) ?
C7 C8 C9 117.5(3) ?
C4 C8 C9 103.2(2) ?
C7 C8 H8 110.2 ?
C4 C8 H8 110.2 ?
C9 C8 H8 110.2 ?
C10 C9 C11 103.1(2) ?
C10 C9 C8 105.8(2) ?
C11 C9 C8 98.9(2) ?
C10 C9 H9 115.6 ?
C11 C9 H9 115.6 ?
C8 C9 H9 115.6 ?
C2 C10 N1 60.37(18) y
C2 C10 C9 105.2(2) ?
N1 C10 C9 112.6(2) ?
C2 C10 H10 121.0 ?
N1 C10 H10 121.0 ?
C9 C10 H10 121.0 ?
C9 C11 C3 95.1(2) ?
C9 C11 H11A 112.7 ?
C3 C11 H11A 112.7 ?
C9 C11 H11B 112.7 ?
C3 C11 H11B 112.7 ?
H11A C11 H11B 110.2 ?
C13 C12 C17 120.3(3) ?
C13 C12 N6 119.2(3) ?
C17 C12 N6 120.4(3) ?
C12 C13 C14 119.6(4) ?
C12 C13 H13 120.2 ?
C14 C13 H13 120.2 ?
C15 C14 C13 120.2(4) ?
C15 C14 Cl2 120.1(3) ?
C13 C14 Cl2 119.7(4) ?
C15 C14 H14 119.9 ?
C13 C14 H14 119.9 ?
C16 C15 C14 119.7(4) ?
C16 C15 Cl1 119.8(4) ?
C14 C15 Cl1 120.5(4) ?
C15 C16 C17 120.4(4) ?
C15 C16 Cl2' 111.6(5) ?
C17 C16 Cl2' 128.0(5) ?
C15 C16 H16 119.9 ?
C17 C16 H16 119.8 ?
C12 C17 C16 119.7(4) ?
C12 C17 H17 120.2 ?
C16 C17 H17 120.2 ?
C26 C21 C22 120.6(3) ?
C26 C21 S1 121.2(3) ?
C22 C21 S1 118.1(3) ?
C23 C22 C21 119.2(3) ?
C23 C22 H22 120.4 ?
C21 C22 H22 120.4 ?
C24 C23 C22 121.7(3) ?
C24 C23 H23 119.2 ?
C22 C23 H23 119.2 ?
C23 C24 C25 118.1(3) ?
C23 C24 C27 120.6(4) ?
C25 C24 C27 121.3(4) ?
C26 C25 C24 121.2(4) ?
C26 C25 H25 119.4 ?
C24 C25 H25 119.4 ?
C21 C26 C25 119.1(4) ?
C21 C26 H26 120.4 ?
C25 C26 H26 120.4 ?
C24 C27 H27A 109.5 ?
C24 C27 H27B 109.5 ?
H27A C27 H27B 109.5 ?
C24 C27 H27C 109.5 ?
H27A C27 H27C 109.5 ?
H27B C27 H27C 109.5 ?
C24 C27 H27D 109.5 ?
H27A C27 H27D 141.1 ?
H27B C27 H27D 56.3 ?
H27C C27 H27D 56.3 ?
C24 C27 H27E 109.5 ?
H27A C27 H27E 56.3 ?
H27B C27 H27E 141.1 ?
H27C C27 H27E 56.3 ?
H27D C27 H27E 109.5 ?
C24 C27 H27F 109.5 ?
H27A C27 H27F 56.3 ?
H27B C27 H27F 56.3 ?
H27C C27 H27F 141.1 ?
H27D C27 H27F 109.5 ?
H27E C27 H27F 109.5 ?
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 O1 . 1.429(3) y
S1 O2 . 1.431(3) y
S1 N1 . 1.658(3) y
S1 C21 . 1.761(3) y
Cl1 C15 . 1.732(4) ?
Cl2 C14 . 1.707(4) ?
Cl2' C16 . 1.575(9) ?
N1 C10 . 1.493(4) y
N1 C2 . 1.495(4) y
C2 C10 . 1.481(4) y
C2 C3 . 1.526(4) y
C2 H2 . 0.98 ?
C3 C11 . 1.539(4) no
C3 C4 . 1.548(4) no
C3 H3 . 0.98 ?
C4 C5 . 1.507(4) no
C4 C8 . 1.548(4) y
C4 H4 . 0.98 ?
C5 O3 . 1.209(4) ?
C5 N6 . 1.401(4) ?
N6 C7 . 1.402(4) ?
N6 C12 . 1.433(4) ?
C7 O4 . 1.203(4) ?
C7 C8 . 1.510(5) ?
C8 C9 . 1.553(4) no
C8 H8 . 0.98 ?
C9 C10 . 1.518(4) no
C9 C11 . 1.533(4) no
C9 H9 . 0.98 ?
C10 H10 . 0.98 ?
C11 H11A . 0.97 ?
C11 H11B . 0.97 ?
C12 C13 . 1.365(5) ?
C12 C17 . 1.375(5) ?
C13 C14 . 1.387(5) ?
C13 H13 . 0.93 ?
C14 C15 . 1.373(6) ?
C14 H14 . 0.93 ?
C15 C16 . 1.367(6) ?
C16 C17 . 1.381(5) ?
C16 H16 . 0.93 ?
C17 H17 . 0.93 ?
C21 C26 . 1.375(5) ?
C21 C22 . 1.378(5) ?
C22 C23 . 1.376(5) ?
C22 H22 . 0.93 ?
C23 C24 . 1.373(5) ?
C23 H23 . 0.93 ?
C24 C25 . 1.387(5) ?
C24 C27 . 1.513(5) ?
C25 C26 . 1.382(5) ?
C25 H25 . 0.93 ?
C26 H26 . 0.93 ?
C27 H27A . 0.96 ?
C27 H27B . 0.96 ?
C27 H27C . 0.96 ?
C27 H27D . 0.96 ?
C27 H27E . 0.96 ?
C27 H27F . 0.96 ?
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
_geom_hbond_publ_flag
C2 H2 O4 4_565 0.98 2.47 3.440(4) 170 no
C9 H9 O1 4_566 0.98 2.57 3.317(4) 134 no
C13 H13 O1 2_655 0.93 2.41 3.253(5) 150 no
C17 H17 O3 4_566 0.93 2.55 3.451(5) 164 no
C22 H22 O2 3_656 0.93 2.45 3.097(4) 127 no
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_publ_flag
O1 S1 N1 C10 -158.3(2) ?
O2 S1 N1 C10 -29.4(3) ?
C21 S1 N1 C10 86.3(2) ?
O1 S1 N1 C2 -91.9(2) ?
O2 S1 N1 C2 37.0(3) ?
C21 S1 N1 C2 152.7(2) ?
S1 N1 C2 C10 -108.2(2) ?
C10 N1 C2 C3 -94.2(3) ?
S1 N1 C2 C3 157.6(2) ?
C10 C2 C3 C11 -33.0(3) ?
N1 C2 C3 C11 30.5(3) y
C10 C2 C3 C4 70.9(3) ?
N1 C2 C3 C4 134.4(3) y
C2 C3 C4 C5 42.3(3) y
C11 C3 C4 C5 148.3(3) y
C2 C3 C4 C8 -72.3(3) y
C11 C3 C4 C8 33.6(3) ?
C8 C4 C5 O3 173.1(3) ?
C3 C4 C5 O3 59.3(4) ?
C8 C4 C5 N6 -4.8(3) ?
C3 C4 C5 N6 -118.6(3) ?
O3 C5 N6 C7 -174.5(3) ?
C4 C5 N6 C7 3.4(4) ?
O3 C5 N6 C12 4.9(5) ?
C4 C5 N6 C12 -177.1(3) ?
C5 N6 C7 O4 -179.8(3) ?
C12 N6 C7 O4 0.8(5) ?
C5 N6 C7 C8 -0.5(4) ?
C12 N6 C7 C8 -179.9(3) ?
O4 C7 C8 C4 176.7(3) ?
N6 C7 C8 C4 -2.5(3) ?
O4 C7 C8 C9 -69.4(5) ?
N6 C7 C8 C9 111.4(3) ?
C5 C4 C8 C7 4.4(3) ?
C3 C4 C8 C7 126.5(3) ?
C5 C4 C8 C9 -119.2(3) ?
C3 C4 C8 C9 2.9(3) ?
C7 C8 C9 C10 -47.0(3) ?
C4 C8 C9 C10 68.0(3) y
C7 C8 C9 C11 -153.4(3) y
C4 C8 C9 C11 -38.4(3) ?
C3 C2 C10 N1 108.5(3) ?
N1 C2 C10 C9 -107.7(3) ?
C3 C2 C10 C9 0.8(3) ?
S1 N1 C10 C2 103.1(2) ?
C2 N1 C10 C9 95.2(3) ?
S1 N1 C10 C9 -161.8(2) ?
C11 C9 C10 C2 31.8(3) ?
C8 C9 C10 C2 -71.6(3) ?
C11 C9 C10 N1 -32.0(3) ?
C8 C9 C10 N1 -135.4(2) y
C10 C9 C11 C3 -49.8(3) ?
C8 C9 C11 C3 58.8(3) ?
C2 C3 C11 C9 50.2(3) ?
C4 C3 C11 C9 -57.2(3) ?
C5 N6 C12 C13 51.7(5) ?
C7 N6 C12 C13 -128.9(4) ?
C5 N6 C12 C17 -130.4(4) ?
C7 N6 C12 C17 49.0(5) ?
C17 C12 C13 C14 -0.2(6) ?
N6 C12 C13 C14 177.7(4) ?
C12 C13 C14 C15 -1.8(7) ?
C12 C13 C14 Cl2 178.5(3) ?
C13 C14 C15 C16 2.4(7) ?
Cl2 C14 C15 C16 -177.9(4) ?
C13 C14 C15 Cl1 -176.6(4) ?
Cl2 C14 C15 Cl1 3.1(6) ?
C14 C15 C16 C17 -1.0(7) ?
Cl1 C15 C16 C17 178.0(3) ?
C14 C15 C16 Cl2' -179.6(6) ?
Cl1 C15 C16 Cl2' -0.6(7) ?
C13 C12 C17 C16 1.6(6) ?
N6 C12 C17 C16 -176.3(3) ?
C15 C16 C17 C12 -0.9(6) ?
Cl2' C16 C17 C12 177.4(6) ?
O1 S1 C21 C26 -66.2(3) ?
O2 S1 C21 C26 163.7(3) ?
N1 S1 C21 C26 45.3(3) ?
O1 S1 C21 C22 113.4(3) ?
O2 S1 C21 C22 -16.7(3) ?
N1 S1 C21 C22 -135.2(3) ?
C26 C21 C22 C23 1.7(5) ?
S1 C21 C22 C23 -177.9(3) ?
C21 C22 C23 C24 -1.2(6) ?
C22 C23 C24 C25 -0.8(6) ?
C22 C23 C24 C27 179.5(4) ?
C23 C24 C25 C26 2.3(6) ?
C27 C24 C25 C26 -178.0(4) ?
C22 C21 C26 C25 -0.3(5) ?
S1 C21 C26 C25 179.3(3) ?
C24 C25 C26 C21 -1.8(6) ?
