  
data_170704c 
  
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C33 H39 Cl N2 O2 S' 
_chemical_formula_weight          563.17 
  
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' 
  
_symmetry_cell_setting            Monoclinic 
_symmetry_space_group_name_H-M    P2(1)/n 
  
loop_ 
 _symmetry_equiv_pos_as_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                    10.6463(8) 
_cell_length_b                    20.6161(17) 
_cell_length_c                    14.6073(12) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  103.522(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      3117.2(4) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     298(2) 
_cell_measurement_reflns_used     3282 
_cell_measurement_theta_min       2.789 
_cell_measurement_theta_max       22.181 
  
_exptl_crystal_description        block 
_exptl_crystal_colour             yellow 
_exptl_crystal_size_max           0.35 
_exptl_crystal_size_mid           0.30 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.200 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1200 
_exptl_absorpt_coefficient_mu     0.220 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.9268 
_exptl_absorpt_correction_T_max   0.9572 
_exptl_absorpt_process_details    sadabs 
  
_exptl_special_details 
; 
 ? 
; 
  
_diffrn_ambient_temperature       298(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'CCD area detector' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             15554 
_diffrn_reflns_av_R_equivalents   0.0413 
_diffrn_reflns_av_sigmaI/netI     0.0559 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        12 
_diffrn_reflns_limit_k_min        -24 
_diffrn_reflns_limit_k_max        22 
_diffrn_reflns_limit_l_min        -17 
_diffrn_reflns_limit_l_max        17 
_diffrn_reflns_theta_min          2.44 
_diffrn_reflns_theta_max          25.02 
_reflns_number_total              5477 
_reflns_number_gt                 3188 
_reflns_threshold_expression      >2sigma(I) 
  
_computing_data_collection        'Bruker SMART' 
_computing_cell_refinement        'Bruker SMART' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
  
_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. 
; 
  
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0965P)²+0.6716P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          5477 
_refine_ls_number_parameters      419 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.1164 
_refine_ls_R_factor_gt            0.0615 
_refine_ls_wR_factor_ref          0.1975 
_refine_ls_wR_factor_gt           0.1678 
_refine_ls_goodness_of_fit_ref    1.098 
_refine_ls_restrained_S_all       1.098 
_refine_ls_shift/su_max           0.001 
_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_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Cl1 Cl 0.26208(16) 0.78125(7) 0.50769(8) 0.1005(5) Uani 1 1 d . . . 
N1 N 0.0997(3) 0.99850(13) 0.65217(19) 0.0416(7) Uani 1 1 d . . . 
H1 H 0.0468 0.9687 0.6183 0.050 Uiso 1 1 d R . . 
N2 N 0.1129(3) 0.98524(14) 0.7468(2) 0.0459(7) Uani 1 1 d . . . 
O1 O 0.0285(2) 1.07404(11) 0.52333(16) 0.0485(6) Uani 1 1 d . . . 
O2 O 0.1174(2) 1.11651(11) 0.68365(18) 0.0538(7) Uani 1 1 d . . . 
S1 S 0.03878(8) 1.07144(4) 0.62265(6) 0.0413(3) Uani 1 1 d . . . 
C1 C 0.1554(3) 0.92893(18) 0.7770(2) 0.0456(9) Uani 1 1 d . . . 
C2 C 0.1662(4) 0.91204(19) 0.8769(3) 0.0554(10) Uani 1 1 d . A . 
C3 C 0.2054(4) 0.84986(18) 0.8908(3) 0.0504(9) Uani 1 1 d . . . 
C4 C 0.2259(3) 0.82342(18) 0.8012(2) 0.0476(9) Uani 1 1 d . . . 
C5 C 0.1955(3) 0.87126(17) 0.7305(2) 0.0461(9) Uani 1 1 d . . . 
C6 C 0.2068(4) 0.85899(18) 0.6409(3) 0.0522(10) Uani 1 1 d . . . 
H6 H 0.1876 0.8907 0.5945 0.063 Uiso 1 1 calc R . . 
C7 C 0.2479(4) 0.7976(2) 0.6213(3) 0.0594(11) Uani 1 1 d . . . 
C8 C 0.2768(4) 0.7505(2) 0.6888(3) 0.0661(12) Uani 1 1 d . . . 
H8 H 0.3042 0.7099 0.6737 0.079 Uiso 1 1 calc R . . 
C9 C 0.2654(4) 0.76311(19) 0.7798(3) 0.0574(10) Uani 1 1 d . . . 
H9 H 0.2842 0.7310 0.8257 0.069 Uiso 1 1 calc R . . 
C10 C 0.1403(6) 0.9599(2) 0.9460(3) 0.0842(15) Uani 1 1 d . . . 
H10A H 0.1337 0.9387 1.0040 0.101 Uiso 0.613(16) 1 calc PR A 1 
H10B H 0.0610 0.9835 0.9206 0.101 Uiso 0.613(16) 1 calc PR A 1 
H10C H 0.0761 0.9403 0.9747 0.101 Uiso 0.387(16) 1 d PR A 2 
H10D H 0.0974 0.9961 0.9090 0.101 Uiso 0.387(16) 1 d PR A 2 
C11 C 0.2620(16) 1.0068(7) 0.9631(12) 0.117(5) Uani 0.613(16) 1 d P A 1 
H11A H 0.3347 0.9821 0.9988 0.140 Uiso 0.613(16) 1 calc PR A 1 
H11B H 0.2794 1.0149 0.9019 0.140 Uiso 0.613(16) 1 calc PR A 1 
C12 C 0.2659(16) 1.0692(7) 1.0091(10) 0.138(6) Uani 0.613(16) 1 d P A 1 
H12A H 0.2562 1.0623 1.0728 0.166 Uiso 0.613(16) 1 calc PR A 1 
H12B H 0.1926 1.0946 0.9761 0.166 Uiso 0.613(16) 1 calc PR A 1 
C13 C 0.388(3) 1.1079(12) 1.014(2) 0.156(9) Uani 0.613(16) 1 d P A 1 
H13A H 0.4505 1.0811 0.9944 0.234 Uiso 0.613(16) 1 calc PR A 1 
H13B H 0.4213 1.1226 1.0770 0.234 Uiso 0.613(16) 1 calc PR A 1 
H13C H 0.3681 1.1446 0.9724 0.234 Uiso 0.613(16) 1 calc PR A 1 
C11' C 0.2385(18) 0.9897(9) 1.0247(14) 0.104(7) Uani 0.387(16) 1 d P A 2 
H11C H 0.1967 1.0175 1.0622 0.125 Uiso 0.387(16) 1 calc PR A 2 
H11D H 0.2859 0.9562 1.0652 0.125 Uiso 0.387(16) 1 calc PR A 2 
C12' C 0.3271(19) 1.0281(10) 0.9810(15) 0.091(6) Uani 0.387(16) 1 d P A 2 
H12C H 0.2762 1.0498 0.9258 0.109 Uiso 0.387(16) 1 calc PR A 2 
H12D H 0.3852 0.9984 0.9599 0.109 Uiso 0.387(16) 1 calc PR A 2 
C13' C 0.407(5) 1.0785(19) 1.045(3) 0.152(12) Uani 0.387(16) 1 d P A 2 
H13D H 0.3515 1.1115 1.0593 0.227 Uiso 0.387(16) 1 calc PR A 2 
H13E H 0.4678 1.0976 1.0133 0.227 Uiso 0.387(16) 1 calc PR A 2 
H13F H 0.4533 1.0581 1.1019 0.227 Uiso 0.387(16) 1 calc PR A 2 
C14 C 0.2190(4) 0.80946(18) 0.9754(3) 0.0515(10) Uani 1 1 d . . . 
C15 C 0.1183(4) 0.80177(19) 1.0190(3) 0.0540(10) Uani 1 1 d . . . 
H15 H 0.0423 0.8250 0.9970 0.065 Uiso 1 1 calc R . . 
C16 C 0.1275(4) 0.76049(19) 1.0941(3) 0.0555(10) Uani 1 1 d . . . 
H16 H 0.0573 0.7565 1.1215 0.067 Uiso 1 1 calc R . . 
C17 C 0.2378(4) 0.72475(18) 1.1302(3) 0.0525(10) Uani 1 1 d . B . 
C18 C 0.3399(4) 0.7340(2) 1.0878(3) 0.0636(11) Uani 1 1 d . . . 
H18 H 0.4168 0.7119 1.1116 0.076 Uiso 1 1 calc R . . 
C19 C 0.3319(4) 0.7745(2) 1.0121(3) 0.0616(11) Uani 1 1 d . . . 
H19 H 0.4023 0.7787 0.9850 0.074 Uiso 1 1 calc R . . 
C20 C 0.2474(4) 0.6773(2) 1.2117(3) 0.0654(12) Uani 1 1 d . . . 
C21 C 0.1228(10) 0.6722(9) 1.2447(12) 0.115(6) Uani 0.72(2) 1 d P B 1 
H21A H 0.1258 0.6344 1.2835 0.173 Uiso 0.72(2) 1 calc PR B 1 
H21B H 0.0511 0.6688 1.1911 0.173 Uiso 0.72(2) 1 calc PR B 1 
H21C H 0.1127 0.7101 1.2804 0.173 Uiso 0.72(2) 1 calc PR B 1 
C22 C 0.3519(15) 0.7012(6) 1.2969(6) 0.088(3) Uani 0.72(2) 1 d P B 1 
H22A H 0.3310 0.7443 1.3136 0.132 Uiso 0.72(2) 1 calc PR B 1 
H22B H 0.4343 0.7017 1.2807 0.132 Uiso 0.72(2) 1 calc PR B 1 
H22C H 0.3556 0.6727 1.3493 0.132 Uiso 0.72(2) 1 calc PR B 1 
C23 C 0.2864(19) 0.6111(5) 1.1818(9) 0.108(5) Uani 0.72(2) 1 d P B 1 
H23A H 0.3629 0.6154 1.1582 0.162 Uiso 0.72(2) 1 calc PR B 1 
H23B H 0.2176 0.5938 1.1334 0.162 Uiso 0.72(2) 1 calc PR B 1 
H23C H 0.3033 0.5824 1.2350 0.162 Uiso 0.72(2) 1 calc PR B 1 
C21' C 0.361(3) 0.6270(17) 1.217(3) 0.099(11) Uani 0.28(2) 1 d P B 2 
H21D H 0.4418 0.6477 1.2435 0.148 Uiso 0.28(2) 1 calc PR B 2 
H21E H 0.3601 0.6117 1.1549 0.148 Uiso 0.28(2) 1 calc PR B 2 
H21F H 0.3490 0.5911 1.2560 0.148 Uiso 0.28(2) 1 calc PR B 2 
C22' C 0.127(3) 0.6342(14) 1.191(2) 0.085(10) Uani 0.28(2) 1 d P B 2 
H22D H 0.1399 0.5981 1.2335 0.128 Uiso 0.28(2) 1 calc PR B 2 
H22E H 0.1118 0.6185 1.1272 0.128 Uiso 0.28(2) 1 calc PR B 2 
H22F H 0.0537 0.6589 1.1984 0.128 Uiso 0.28(2) 1 calc PR B 2 
C23' C 0.265(5) 0.7143(13) 1.2964(16) 0.094(11) Uani 0.28(2) 1 d P B 2 
H23D H 0.3284 0.7473 1.2969 0.141 Uiso 0.28(2) 1 calc PR B 2 
H23E H 0.2933 0.6862 1.3497 0.141 Uiso 0.28(2) 1 calc PR B 2 
H23F H 0.1844 0.7341 1.2997 0.141 Uiso 0.28(2) 1 calc PR B 2 
C24 C -0.1166(3) 1.07338(15) 0.6438(2) 0.0381(8) Uani 1 1 d . . . 
C25 C -0.1382(4) 1.10491(19) 0.7206(3) 0.0543(10) Uani 1 1 d . . . 
H25 H -0.0700 1.1245 0.7630 0.065 Uiso 1 1 calc R . . 
C26 C -0.2617(4) 1.1077(2) 0.7354(3) 0.0590(11) Uani 1 1 d . . . 
H26 H -0.2754 1.1294 0.7881 0.071 Uiso 1 1 calc R . . 
C27 C -0.3647(3) 1.07915(17) 0.6739(2) 0.0446(9) Uani 1 1 d . . . 
C28 C -0.3379(4) 1.04696(19) 0.5980(3) 0.0525(10) Uani 1 1 d . . . 
H28 H -0.4055 1.0267 0.5558 0.063 Uiso 1 1 calc R . . 
C29 C -0.2166(3) 1.04353(17) 0.5819(2) 0.0463(9) Uani 1 1 d . . . 
H29 H -0.2022 1.0214 0.5299 0.056 Uiso 1 1 calc R . . 
C30 C -0.5031(4) 1.0826(2) 0.6861(3) 0.0574(10) Uani 1 1 d . . . 
C31 C -0.5149(5) 1.1206(3) 0.7721(4) 0.0966(17) Uani 1 1 d . . . 
H31A H -0.4652 1.0998 0.8276 0.145 Uiso 1 1 calc R . . 
H31B H -0.6040 1.1224 0.7751 0.145 Uiso 1 1 calc R . . 
H31C H -0.4831 1.1639 0.7682 0.145 Uiso 1 1 calc R . . 
C32 C -0.5883(4) 1.1150(3) 0.5994(4) 0.0937(17) Uani 1 1 d . . . 
H32A H -0.5609 1.1590 0.5953 0.141 Uiso 1 1 calc R . . 
H32B H -0.6766 1.1144 0.6044 0.141 Uiso 1 1 calc R . . 
H32C H -0.5810 1.0918 0.5439 0.141 Uiso 1 1 calc R . . 
C33 C -0.5527(5) 1.0143(3) 0.6940(4) 0.0989(18) Uani 1 1 d . . . 
H33A H -0.5484 0.9900 0.6387 0.148 Uiso 1 1 calc R . . 
H33B H -0.6407 1.0161 0.6998 0.148 Uiso 1 1 calc R . . 
H33C H -0.5004 0.9935 0.7486 0.148 Uiso 1 1 calc R . . 
  
  
_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 
Cl1 C7 1.735(4) . ? 
N1 N2 1.383(4) . ? 
N1 S1 1.655(3) . ? 
N1 H1 0.9000 . ? 
N2 C1 1.286(4) . ? 
O1 S1 1.430(2) . ? 
O2 S1 1.418(2) . ? 
S1 C24 1.753(3) . ? 
C1 C2 1.478(5) . ? 
C1 C5 1.481(5) . ? 
C2 C3 1.349(5) . ? 
C2 C10 1.482(6) . ? 
C3 C14 1.469(5) . ? 
C3 C4 1.480(5) . ? 
C4 C9 1.372(5) . ? 
C4 C5 1.410(5) . ? 
C5 C6 1.365(5) . ? 
C6 C7 1.391(5) . ? 
C6 H6 0.9300 . ? 
C7 C8 1.367(5) . ? 
C8 C9 1.386(5) . ? 
C8 H8 0.9300 . ? 
C9 H9 0.9300 . ? 
C10 C11' 1.494(17) . ? 
C10 C11 1.589(15) . ? 
C10 H10A 0.9700 . ? 
C10 H10B 0.9700 . ? 
C10 H10C 0.9700 . ? 
C10 H10D 0.9700 . ? 
C11 C12 1.45(2) . ? 
C11 H11A 0.9700 . ? 
C11 H11B 0.9700 . ? 
C12 C13 1.51(3) . ? 
C12 H12A 0.9700 . ? 
C12 H12B 0.9700 . ? 
C13 H13A 0.9600 . ? 
C13 H13B 0.9600 . ? 
C13 H13C 0.9600 . ? 
C11' C12' 1.48(3) . ? 
C11' H11C 0.9700 . ? 
C11' H11D 0.9700 . ? 
C12' C13' 1.52(5) . ? 
C12' H12C 0.9700 . ? 
C12' H12D 0.9700 . ? 
C13' H13D 0.9600 . ? 
C13' H13E 0.9600 . ? 
C13' H13F 0.9600 . ? 
C14 C15 1.378(5) . ? 
C14 C19 1.397(5) . ? 
C15 C16 1.374(5) . ? 
C15 H15 0.9300 . ? 
C16 C17 1.382(5) . ? 
C16 H16 0.9300 . ? 
C17 C18 1.384(6) . ? 
C17 C20 1.526(5) . ? 
C18 C19 1.373(5) . ? 
C18 H18 0.9300 . ? 
C19 H19 0.9300 . ? 
C20 C23' 1.43(3) . ? 
C20 C21 1.517(10) . ? 
C20 C23 1.519(12) . ? 
C20 C22' 1.53(2) . ? 
C20 C22 1.544(11) . ? 
C20 C21' 1.58(3) . ? 
C21 H21A 0.9600 . ? 
C21 H21B 0.9600 . ? 
C21 H21C 0.9600 . ? 
C22 H22A 0.9600 . ? 
C22 H22B 0.9600 . ? 
C22 H22C 0.9600 . ? 
C23 H23A 0.9600 . ? 
C23 H23B 0.9600 . ? 
C23 H23C 0.9600 . ? 
C21' H21D 0.9600 . ? 
C21' H21E 0.9600 . ? 
C21' H21F 0.9600 . ? 
C22' H22D 0.9600 . ? 
C22' H22E 0.9600 . ? 
C22' H22F 0.9600 . ? 
C23' H23D 0.9600 . ? 
C23' H23E 0.9600 . ? 
C23' H23F 0.9600 . ? 
C24 C25 1.361(5) . ? 
C24 C29 1.371(5) . ? 
C25 C26 1.382(5) . ? 
C25 H25 0.9300 . ? 
C26 C27 1.377(5) . ? 
C26 H26 0.9300 . ? 
C27 C28 1.378(5) . ? 
C27 C30 1.527(5) . ? 
C28 C29 1.368(5) . ? 
C28 H28 0.9300 . ? 
C29 H29 0.9300 . ? 
C30 C31 1.510(6) . ? 
C30 C33 1.519(6) . ? 
C30 C32 1.528(6) . ? 
C31 H31A 0.9600 . ? 
C31 H31B 0.9600 . ? 
C31 H31C 0.9600 . ? 
C32 H32A 0.9600 . ? 
C32 H32B 0.9600 . ? 
C32 H32C 0.9600 . ? 
C33 H33A 0.9600 . ? 
C33 H33B 0.9600 . ? 
C33 H33C 0.9600 . ? 
  
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 
N2 N1 S1 112.5(2) . . ? 
N2 N1 H1 108.5 . . ? 
S1 N1 H1 108.7 . . ? 
C1 N2 N1 117.9(3) . . ? 
O2 S1 O1 120.47(15) . . ? 
O2 S1 N1 107.08(15) . . ? 
O1 S1 N1 103.34(14) . . ? 
O2 S1 C24 108.50(16) . . ? 
O1 S1 C24 109.05(15) . . ? 
N1 S1 C24 107.67(15) . . ? 
N2 C1 C2 119.5(3) . . ? 
N2 C1 C5 133.1(3) . . ? 
C2 C1 C5 107.4(3) . . ? 
C3 C2 C1 108.8(3) . . ? 
C3 C2 C10 129.1(4) . . ? 
C1 C2 C10 122.1(4) . . ? 
C2 C3 C14 129.2(4) . . ? 
C2 C3 C4 108.8(3) . . ? 
C14 C3 C4 121.9(3) . . ? 
C9 C4 C5 119.8(3) . . ? 
C9 C4 C3 130.7(3) . . ? 
C5 C4 C3 109.5(3) . . ? 
C6 C5 C4 121.1(3) . . ? 
C6 C5 C1 133.5(3) . . ? 
C4 C5 C1 105.5(3) . . ? 
C5 C6 C7 117.9(3) . . ? 
C5 C6 H6 121.0 . . ? 
C7 C6 H6 121.0 . . ? 
C8 C7 C6 121.8(4) . . ? 
C8 C7 Cl1 119.8(3) . . ? 
C6 C7 Cl1 118.4(3) . . ? 
C7 C8 C9 120.2(4) . . ? 
C7 C8 H8 119.9 . . ? 
C9 C8 H8 119.9 . . ? 
C4 C9 C8 119.3(4) . . ? 
C4 C9 H9 120.4 . . ? 
C8 C9 H9 120.4 . . ? 
C2 C10 C11' 126.1(8) . . ? 
C2 C10 C11 103.8(7) . . ? 
C11' C10 C11 39.7(8) . . ? 
C2 C10 H10A 111.0 . . ? 
C11' C10 H10A 72.1 . . ? 
C11 C10 H10A 111.0 . . ? 
C2 C10 H10B 111.0 . . ? 
C11' C10 H10B 118.5 . . ? 
C11 C10 H10B 111.0 . . ? 
H10A C10 H10B 109.0 . . ? 
C2 C10 H10C 106.2 . . ? 
C11' C10 H10C 106.0 . . ? 
C11 C10 H10C 144.7 . . ? 
H10A C10 H10C 39.9 . . ? 
H10B C10 H10C 74.7 . . ? 
C2 C10 H10D 105.8 . . ? 
C11' C10 H10D 105.4 . . ? 
C11 C10 H10D 83.1 . . ? 
H10A C10 H10D 135.3 . . ? 
H10B C10 H10D 31.4 . . ? 
H10C C10 H10D 105.9 . . ? 
C12 C11 C10 123.3(13) . . ? 
C12 C11 H11A 106.5 . . ? 
C10 C11 H11A 106.5 . . ? 
C12 C11 H11B 106.5 . . ? 
C10 C11 H11B 106.5 . . ? 
H11A C11 H11B 106.5 . . ? 
C11 C12 C13 115.0(18) . . ? 
C11 C12 H12A 108.5 . . ? 
C13 C12 H12A 108.5 . . ? 
C11 C12 H12B 108.5 . . ? 
C13 C12 H12B 108.5 . . ? 
H12A C12 H12B 107.5 . . ? 
C12' C11' C10 106.8(16) . . ? 
C12' C11' H11C 110.4 . . ? 
C10 C11' H11C 110.4 . . ? 
C12' C11' H11D 110.4 . . ? 
C10 C11' H11D 110.4 . . ? 
H11C C11' H11D 108.6 . . ? 
C11' C12' C13' 115(2) . . ? 
C11' C12' H12C 108.5 . . ? 
C13' C12' H12C 108.5 . . ? 
C11' C12' H12D 108.5 . . ? 
C13' C12' H12D 108.5 . . ? 
H12C C12' H12D 107.5 . . ? 
C12' C13' H13D 109.5 . . ? 
C12' C13' H13E 109.5 . . ? 
H13D C13' H13E 109.5 . . ? 
C12' C13' H13F 109.5 . . ? 
H13D C13' H13F 109.5 . . ? 
H13E C13' H13F 109.5 . . ? 
C15 C14 C19 117.2(3) . . ? 
C15 C14 C3 121.3(3) . . ? 
C19 C14 C3 121.4(4) . . ? 
C16 C15 C14 121.5(4) . . ? 
C16 C15 H15 119.3 . . ? 
C14 C15 H15 119.3 . . ? 
C15 C16 C17 122.0(4) . . ? 
C15 C16 H16 119.0 . . ? 
C17 C16 H16 119.0 . . ? 
C16 C17 C18 116.2(4) . . ? 
C16 C17 C20 122.3(4) . . ? 
C18 C17 C20 121.4(4) . . ? 
C19 C18 C17 122.5(4) . . ? 
C19 C18 H18 118.8 . . ? 
C17 C18 H18 118.8 . . ? 
C18 C19 C14 120.6(4) . . ? 
C18 C19 H19 119.7 . . ? 
C14 C19 H19 119.7 . . ? 
C23' C20 C21 73.0(14) . . ? 
C23' C20 C23 137.6(12) . . ? 
C21 C20 C23 110.3(7) . . ? 
C23' C20 C17 107.8(10) . . ? 
C21 C20 C17 112.9(5) . . ? 
C23 C20 C17 108.9(6) . . ? 
C23' C20 C22' 114.6(14) . . ? 
C21 C20 C22' 43.1(10) . . ? 
C23 C20 C22' 72.2(12) . . ? 
C17 C20 C22' 108.4(8) . . ? 
C23' C20 C22 37.6(15) . . ? 
C21 C20 C22 106.6(7) . . ? 
C23 C20 C22 108.9(6) . . ? 
C17 C20 C22 109.1(5) . . ? 
C22' C20 C22 139.4(10) . . ? 
C23' C20 C21' 111.4(14) . . ? 
C21 C20 C21' 130.8(12) . . ? 
C23 C20 C21' 33.6(12) . . ? 
C17 C20 C21' 111.7(11) . . ? 
C22' C20 C21' 102.9(14) . . ? 
C22 C20 C21' 76.8(14) . . ? 
C20 C21 H21A 109.5 . . ? 
C20 C21 H21B 109.5 . . ? 
C20 C21 H21C 109.5 . . ? 
C20 C22 H22A 109.5 . . ? 
C20 C22 H22B 109.5 . . ? 
C20 C22 H22C 109.5 . . ? 
C20 C23 H23A 109.5 . . ? 
C20 C23 H23B 109.5 . . ? 
C20 C23 H23C 109.5 . . ? 
C20 C21' H21D 109.5 . . ? 
C20 C21' H21E 109.5 . . ? 
H21D C21' H21E 109.5 . . ? 
C20 C21' H21F 109.5 . . ? 
H21D C21' H21F 109.5 . . ? 
H21E C21' H21F 109.5 . . ? 
C20 C22' H22D 109.5 . . ? 
C20 C22' H22E 109.5 . . ? 
H22D C22' H22E 109.5 . . ? 
C20 C22' H22F 109.5 . . ? 
H22D C22' H22F 109.5 . . ? 
H22E C22' H22F 109.5 . . ? 
C20 C23' H23D 109.5 . . ? 
C20 C23' H23E 109.5 . . ? 
H23D C23' H23E 109.5 . . ? 
C20 C23' H23F 109.5 . . ? 
H23D C23' H23F 109.5 . . ? 
H23E C23' H23F 109.5 . . ? 
C25 C24 C29 120.2(3) . . ? 
C25 C24 S1 120.3(3) . . ? 
C29 C24 S1 119.5(3) . . ? 
C24 C25 C26 119.9(3) . . ? 
C24 C25 H25 120.0 . . ? 
C26 C25 H25 120.0 . . ? 
C27 C26 C25 121.4(4) . . ? 
C27 C26 H26 119.3 . . ? 
C25 C26 H26 119.3 . . ? 
C26 C27 C28 116.6(3) . . ? 
C26 C27 C30 123.2(3) . . ? 
C28 C27 C30 120.2(3) . . ? 
C29 C28 C27 123.0(3) . . ? 
C29 C28 H28 118.5 . . ? 
C27 C28 H28 118.5 . . ? 
C28 C29 C24 118.8(3) . . ? 
C28 C29 H29 120.6 . . ? 
C24 C29 H29 120.6 . . ? 
C31 C30 C33 108.6(4) . . ? 
C31 C30 C27 113.1(3) . . ? 
C33 C30 C27 109.1(3) . . ? 
C31 C30 C32 108.3(4) . . ? 
C33 C30 C32 108.6(4) . . ? 
C27 C30 C32 109.0(3) . . ? 
C30 C31 H31A 109.5 . . ? 
C30 C31 H31B 109.5 . . ? 
H31A C31 H31B 109.5 . . ? 
C30 C31 H31C 109.5 . . ? 
H31A C31 H31C 109.5 . . ? 
H31B C31 H31C 109.5 . . ? 
C30 C32 H32A 109.5 . . ? 
C30 C32 H32B 109.5 . . ? 
H32A C32 H32B 109.5 . . ? 
C30 C32 H32C 109.5 . . ? 
H32A C32 H32C 109.5 . . ? 
H32B C32 H32C 109.5 . . ? 
C30 C33 H33A 109.5 . . ? 
C30 C33 H33B 109.5 . . ? 
H33A C33 H33B 109.5 . . ? 
C30 C33 H33C 109.5 . . ? 
H33A C33 H33C 109.5 . . ? 
H33B C33 H33C 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 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
S1 N1 N2 C1 177.7(3) . . . . ? 
N2 N1 S1 O2 54.1(3) . . . . ? 
N2 N1 S1 O1 -177.7(2) . . . . ? 
N2 N1 S1 C24 -62.4(3) . . . . ? 
N1 N2 C1 C2 -177.7(3) . . . . ? 
N1 N2 C1 C5 -0.3(6) . . . . ? 
N2 C1 C2 C3 176.5(4) . . . . ? 
C5 C1 C2 C3 -1.5(4) . . . . ? 
N2 C1 C2 C10 -5.4(6) . . . . ? 
C5 C1 C2 C10 176.6(4) . . . . ? 
C1 C2 C3 C14 -174.0(4) . . . . ? 
C10 C2 C3 C14 8.0(7) . . . . ? 
C1 C2 C3 C4 1.6(4) . . . . ? 
C10 C2 C3 C4 -176.4(4) . . . . ? 
C2 C3 C4 C9 180.0(4) . . . . ? 
C14 C3 C4 C9 -4.0(6) . . . . ? 
C2 C3 C4 C5 -1.2(4) . . . . ? 
C14 C3 C4 C5 174.9(3) . . . . ? 
C9 C4 C5 C6 -1.2(6) . . . . ? 
C3 C4 C5 C6 179.8(3) . . . . ? 
C9 C4 C5 C1 179.2(3) . . . . ? 
C3 C4 C5 C1 0.2(4) . . . . ? 
N2 C1 C5 C6 3.6(7) . . . . ? 
C2 C1 C5 C6 -178.8(4) . . . . ? 
N2 C1 C5 C4 -176.8(4) . . . . ? 
C2 C1 C5 C4 0.8(4) . . . . ? 
C4 C5 C6 C7 0.7(6) . . . . ? 
C1 C5 C6 C7 -179.8(4) . . . . ? 
C5 C6 C7 C8 -0.2(6) . . . . ? 
C5 C6 C7 Cl1 179.8(3) . . . . ? 
C6 C7 C8 C9 0.1(7) . . . . ? 
Cl1 C7 C8 C9 -179.8(3) . . . . ? 
C5 C4 C9 C8 1.1(6) . . . . ? 
C3 C4 C9 C8 179.9(4) . . . . ? 
C7 C8 C9 C4 -0.6(7) . . . . ? 
C3 C2 C10 C11' 68.2(13) . . . . ? 
C1 C2 C10 C11' -109.6(12) . . . . ? 
C3 C2 C10 C11 104.8(8) . . . . ? 
C1 C2 C10 C11 -72.9(8) . . . . ? 
C2 C10 C11 C12 165.7(13) . . . . ? 
C11' C10 C11 C12 -63.3(17) . . . . ? 
C10 C11 C12 C13 -176.7(14) . . . . ? 
C2 C10 C11' C12' 63.4(17) . . . . ? 
C11 C10 C11' C12' -1.8(16) . . . . ? 
C10 C11' C12' C13' 162(2) . . . . ? 
C2 C3 C14 C15 53.3(6) . . . . ? 
C4 C3 C14 C15 -121.8(4) . . . . ? 
C2 C3 C14 C19 -130.2(5) . . . . ? 
C4 C3 C14 C19 54.7(5) . . . . ? 
C19 C14 C15 C16 -1.3(6) . . . . ? 
C3 C14 C15 C16 175.4(4) . . . . ? 
C14 C15 C16 C17 0.2(6) . . . . ? 
C15 C16 C17 C18 1.5(6) . . . . ? 
C15 C16 C17 C20 -178.1(4) . . . . ? 
C16 C17 C18 C19 -2.2(6) . . . . ? 
C20 C17 C18 C19 177.4(4) . . . . ? 
C17 C18 C19 C14 1.2(7) . . . . ? 
C15 C14 C19 C18 0.6(6) . . . . ? 
C3 C14 C19 C18 -176.1(4) . . . . ? 
C16 C17 C20 C23' -76(2) . . . . ? 
C18 C17 C20 C23' 104(2) . . . . ? 
C16 C17 C20 C21 2.3(11) . . . . ? 
C18 C17 C20 C21 -177.3(10) . . . . ? 
C16 C17 C20 C23 125.2(9) . . . . ? 
C18 C17 C20 C23 -54.4(9) . . . . ? 
C16 C17 C20 C22' 48.3(18) . . . . ? 
C18 C17 C20 C22' -131.3(17) . . . . ? 
C16 C17 C20 C22 -116.0(8) . . . . ? 
C18 C17 C20 C22 64.4(8) . . . . ? 
C16 C17 C20 C21' 161.0(19) . . . . ? 
C18 C17 C20 C21' -18.6(19) . . . . ? 
O2 S1 C24 C25 -11.7(3) . . . . ? 
O1 S1 C24 C25 -144.6(3) . . . . ? 
N1 S1 C24 C25 103.9(3) . . . . ? 
O2 S1 C24 C29 167.6(3) . . . . ? 
O1 S1 C24 C29 34.6(3) . . . . ? 
N1 S1 C24 C29 -76.9(3) . . . . ? 
C29 C24 C25 C26 -1.0(6) . . . . ? 
S1 C24 C25 C26 178.2(3) . . . . ? 
C24 C25 C26 C27 0.0(6) . . . . ? 
C25 C26 C27 C28 0.9(6) . . . . ? 
C25 C26 C27 C30 -178.3(4) . . . . ? 
C26 C27 C28 C29 -0.9(6) . . . . ? 
C30 C27 C28 C29 178.3(4) . . . . ? 
C27 C28 C29 C24 0.0(6) . . . . ? 
C25 C24 C29 C28 1.0(5) . . . . ? 
S1 C24 C29 C28 -178.2(3) . . . . ? 
C26 C27 C30 C31 0.1(6) . . . . ? 
C28 C27 C30 C31 -179.1(4) . . . . ? 
C26 C27 C30 C33 -120.9(4) . . . . ? 
C28 C27 C30 C33 59.9(5) . . . . ? 
C26 C27 C30 C32 120.7(4) . . . . ? 
C28 C27 C30 C32 -58.5(5) . . . . ? 
  
_diffrn_measured_fraction_theta_max    0.996 
_diffrn_reflns_theta_full              25.02 
_diffrn_measured_fraction_theta_full   0.996 
_refine_diff_density_max    0.746 
_refine_diff_density_min   -0.579 
_refine_diff_density_rms    0.055 
