# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Gopi, Hosahudya' _publ_contact_author_email 'hn.gopi@iiserpune.ac.in, gopihn@gmail.com' loop_ _publ_author_name 'Gopi, Hosahudya' 'Mali, Sachitanand' 'Jadhav, Sandip' data_smleu _database_code_depnum_ccdc_archive 'CCDC 876063' #TrackingRef '- smleu.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H40 N2 O6 S2' _chemical_formula_weight 492.68 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' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 9.439(3) _cell_length_b 16.600(4) _cell_length_c 18.026(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2824.3(12) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.159 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 0.223 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 15845 _diffrn_reflns_av_R_equivalents 0.0610 _diffrn_reflns_av_sigmaI/netI 0.1000 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 28.37 _reflns_number_total 7001 _reflns_number_gt 4151 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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/[\s^2^(Fo^2^)+(0.0860P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.12(10) _refine_ls_number_reflns 7001 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1209 _refine_ls_R_factor_gt 0.0628 _refine_ls_wR_factor_ref 0.1676 _refine_ls_wR_factor_gt 0.1378 _refine_ls_goodness_of_fit_ref 0.934 _refine_ls_restrained_S_all 0.934 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3080(5) 0.3217(2) 0.90434(19) 0.0384(9) Uani 1 1 d . . . C2 C 0.2056(5) 0.2541(3) 0.8837(3) 0.0492(11) Uani 1 1 d . . . H1A H 0.1653 0.2648 0.8358 0.074 Uiso 1 1 calc R . . H1B H 0.1314 0.2511 0.9200 0.074 Uiso 1 1 calc R . . H1C H 0.2558 0.2038 0.8822 0.074 Uiso 1 1 calc R . . C3 C 0.3830(6) 0.3093(3) 0.9770(2) 0.0610(15) Uani 1 1 d . . . H11A H 0.4333 0.2590 0.9759 0.091 Uiso 1 1 calc R . . H11B H 0.3149 0.3085 1.0166 0.091 Uiso 1 1 calc R . . H11C H 0.4488 0.3525 0.9850 0.091 Uiso 1 1 calc R . . C4 C 0.2300(5) 0.4030(3) 0.9037(2) 0.0461(11) Uani 1 1 d . . . H8A H 0.2966 0.4457 0.9126 0.069 Uiso 1 1 calc R . . H8B H 0.1590 0.4033 0.9418 0.069 Uiso 1 1 calc R . . H8C H 0.1859 0.4108 0.8562 0.069 Uiso 1 1 calc R . . C5 C 0.5007(4) 0.2737(2) 0.82517(18) 0.0269(8) Uani 1 1 d . . . C6 C 0.6858(4) 0.24422(19) 0.73639(18) 0.0285(8) Uani 1 1 d . . . H4 H 0.6491 0.1895 0.7293 0.034 Uiso 1 1 calc R . . C7 C 0.7374(4) 0.2749(2) 0.66150(18) 0.0295(8) Uani 1 1 d . . . H5A H 0.7774 0.3282 0.6686 0.035 Uiso 1 1 calc R . . H5B H 0.6559 0.2807 0.6292 0.035 Uiso 1 1 calc R . . C8 C 0.8469(4) 0.2231(2) 0.62183(18) 0.0304(8) Uani 1 1 d . . . H6 H 0.9316 0.2200 0.6532 0.036 Uiso 1 1 calc R . . C9 C 0.7932(5) 0.1373(2) 0.6081(2) 0.0424(10) Uani 1 1 d . . . H9A H 0.7806 0.1103 0.6547 0.064 Uiso 1 1 calc R . . H9B H 0.8610 0.1084 0.5787 0.064 Uiso 1 1 calc R . . H9C H 0.7043 0.1394 0.5823 0.064 Uiso 1 1 calc R . . C10 C 0.8882(5) 0.2636(2) 0.5486(2) 0.0453(11) Uani 1 1 d . . . H7A H 0.8065 0.2671 0.5170 0.068 Uiso 1 1 calc R . . H7B H 0.9602 0.2322 0.5244 0.068 Uiso 1 1 calc R . . H7C H 0.9238 0.3167 0.5584 0.068 Uiso 1 1 calc R . . C11 C 0.8082(4) 0.2398(2) 0.79173(19) 0.0310(8) Uani 1 1 d . . . C12 C -0.2011(4) 0.4014(2) 0.33051(18) 0.0321(8) Uani 1 1 d . . . C13 C -0.3460(5) 0.4300(2) 0.3057(2) 0.0449(10) Uani 1 1 d . . . H18A H -0.3408 0.4857 0.2917 0.067 Uiso 1 1 calc R . . H18B H -0.4123 0.4238 0.3456 0.067 Uiso 1 1 calc R . . H18C H -0.3766 0.3985 0.2640 0.067 Uiso 1 1 calc R . . C14 C -0.2037(5) 0.3123(2) 0.3496(2) 0.0468(11) Uani 1 1 d . . . H20A H -0.2345 0.2821 0.3071 0.070 Uiso 1 1 calc R . . H20B H -0.2678 0.3033 0.3900 0.070 Uiso 1 1 calc R . . H20C H -0.1103 0.2951 0.3636 0.070 Uiso 1 1 calc R . . C15 C -0.1403(5) 0.4501(3) 0.39427(19) 0.0433(10) Uani 1 1 d . . . H19A H -0.0438 0.4344 0.4026 0.065 Uiso 1 1 calc R . . H19B H -0.1949 0.4403 0.4383 0.065 Uiso 1 1 calc R . . H19C H -0.1439 0.5064 0.3822 0.065 Uiso 1 1 calc R . . C16 C -0.0676(4) 0.4722(2) 0.23290(18) 0.0275(8) Uani 1 1 d . . . C17 C 0.0764(4) 0.5210(2) 0.13084(18) 0.0311(9) Uani 1 1 d . . . H15 H 0.0791 0.5727 0.1571 0.037 Uiso 1 1 calc R . . C18 C 0.2241(4) 0.5059(2) 0.09948(19) 0.0313(9) Uani 1 1 d . . . H14A H 0.2378 0.5409 0.0570 0.038 Uiso 1 1 calc R . . H14B H 0.2284 0.4508 0.0817 0.038 Uiso 1 1 calc R . . C19 C 0.3468(5) 0.5192(2) 0.15383(19) 0.0346(9) Uani 1 1 d . . . H13 H 0.3329 0.4839 0.1968 0.041 Uiso 1 1 calc R . . C20 C 0.3505(6) 0.6067(2) 0.1811(2) 0.0536(12) Uani 1 1 d . . . H12A H 0.3566 0.6423 0.1392 0.080 Uiso 1 1 calc R . . H12B H 0.4315 0.6144 0.2125 0.080 Uiso 1 1 calc R . . H12C H 0.2657 0.6181 0.2085 0.080 Uiso 1 1 calc R . . C21 C 0.4871(5) 0.4969(2) 0.1165(2) 0.0414(10) Uani 1 1 d . . . H21A H 0.4867 0.4406 0.1042 0.062 Uiso 1 1 calc R . . H21B H 0.5640 0.5080 0.1497 0.062 Uiso 1 1 calc R . . H21C H 0.4984 0.5281 0.0720 0.062 Uiso 1 1 calc R . . C22 C -0.0304(4) 0.5294(2) 0.0669(2) 0.0371(9) Uani 1 1 d . . . H1 H 0.767(5) 0.386(3) 0.816(2) 0.070(14) Uiso 1 1 d . . . H2 H -0.078(6) 0.393(3) 0.069(3) 0.097(18) Uiso 1 1 d . . . N1 N 0.5712(3) 0.29391(16) 0.76212(15) 0.0277(7) Uani 1 1 d . . . H54 H 0.5473 0.3363 0.7377 0.033 Uiso 1 1 calc R . . N2 N 0.0386(4) 0.45971(17) 0.18424(15) 0.0325(8) Uani 1 1 d . . . H52 H 0.0842 0.4149 0.1850 0.039 Uiso 1 1 calc R . . O1 O 0.4090(3) 0.33201(14) 0.84306(13) 0.0304(6) Uani 1 1 d . . . O2 O 0.5209(3) 0.21056(13) 0.85922(13) 0.0299(6) Uani 1 1 d . . . O3 O 0.8765(4) 0.17909(16) 0.80158(14) 0.0490(8) Uani 1 1 d . . . O4 O -0.0978(3) 0.40329(13) 0.26850(12) 0.0323(6) Uani 1 1 d . . . O5 O -0.1250(3) 0.53717(13) 0.24291(12) 0.0303(6) Uani 1 1 d . . . O6 O -0.0514(3) 0.59330(17) 0.03790(16) 0.0525(8) Uani 1 1 d . . . S1 S 0.85151(12) 0.32867(6) 0.84232(6) 0.0435(3) Uani 1 1 d . . . S2 S -0.11910(14) 0.44361(7) 0.03277(6) 0.0515(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.039(2) 0.045(2) 0.0320(19) -0.0033(17) 0.0078(17) 0.0138(19) C2 0.033(2) 0.047(3) 0.068(3) 0.003(2) 0.014(2) 0.003(2) C3 0.082(4) 0.065(3) 0.036(2) -0.0119(19) -0.006(3) 0.040(3) C4 0.044(3) 0.047(2) 0.048(2) -0.0074(19) 0.005(2) 0.019(2) C5 0.027(2) 0.0220(18) 0.0317(18) -0.0073(14) -0.0003(15) -0.0055(15) C6 0.038(2) 0.0160(16) 0.0311(17) -0.0008(14) 0.0045(16) 0.0028(15) C7 0.033(2) 0.0253(18) 0.0298(17) 0.0001(14) 0.0016(17) 0.0019(15) C8 0.031(2) 0.0314(19) 0.0285(16) 0.0000(14) 0.0005(16) 0.0010(17) C9 0.047(3) 0.035(2) 0.045(2) -0.0119(17) 0.011(2) 0.000(2) C10 0.054(3) 0.049(2) 0.0326(18) 0.0027(17) 0.008(2) 0.005(2) C11 0.034(2) 0.0292(19) 0.0299(17) 0.0034(15) 0.0061(16) 0.0042(17) C12 0.034(2) 0.036(2) 0.0270(17) 0.0030(15) 0.0075(16) -0.0035(18) C13 0.033(2) 0.047(2) 0.055(2) 0.0158(19) -0.005(2) -0.010(2) C14 0.059(3) 0.040(2) 0.042(2) 0.0149(18) 0.017(2) -0.005(2) C15 0.045(3) 0.058(3) 0.0272(17) -0.0011(17) 0.0024(19) 0.002(2) C16 0.036(2) 0.0223(18) 0.0245(16) -0.0019(14) 0.0045(15) -0.0051(16) C17 0.044(2) 0.0217(18) 0.0275(17) 0.0066(14) 0.0113(16) 0.0016(16) C18 0.041(2) 0.0234(18) 0.0296(17) 0.0009(14) 0.0090(17) 0.0042(17) C19 0.046(3) 0.0314(19) 0.0262(16) 0.0032(14) 0.0046(18) -0.0043(18) C20 0.062(3) 0.045(3) 0.053(2) -0.017(2) 0.003(2) -0.009(2) C21 0.042(3) 0.035(2) 0.047(2) 0.0051(17) -0.001(2) -0.0004(19) C22 0.034(2) 0.040(2) 0.037(2) 0.0060(17) 0.0159(18) 0.0049(19) N1 0.0306(17) 0.0204(15) 0.0320(14) 0.0016(12) 0.0028(13) 0.0034(12) N2 0.046(2) 0.0201(16) 0.0310(15) 0.0036(12) 0.0174(15) 0.0086(14) O1 0.0301(14) 0.0254(13) 0.0357(12) -0.0036(11) 0.0053(11) 0.0043(11) O2 0.0331(15) 0.0197(13) 0.0370(13) -0.0026(10) 0.0019(12) -0.0017(11) O3 0.062(2) 0.0408(16) 0.0447(15) 0.0004(12) -0.0103(16) 0.0248(16) O4 0.0490(18) 0.0190(12) 0.0289(11) 0.0040(10) 0.0132(12) 0.0017(12) O5 0.0337(15) 0.0215(12) 0.0356(12) -0.0023(10) 0.0119(12) -0.0021(11) O6 0.058(2) 0.0431(17) 0.0563(17) 0.0259(15) 0.0095(16) 0.0098(16) S1 0.0407(6) 0.0378(6) 0.0520(6) -0.0024(5) -0.0119(5) 0.0004(5) S2 0.0514(7) 0.0450(6) 0.0581(6) 0.0062(5) -0.0051(6) 0.0060(6) _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 O1 1.469(4) . ? C1 C3 1.504(5) . ? C1 C2 1.528(6) . ? C1 C4 1.537(5) . ? C2 H1A 0.9600 . ? C2 H1B 0.9600 . ? C2 H1C 0.9600 . ? C3 H11A 0.9600 . ? C3 H11B 0.9600 . ? C3 H11C 0.9600 . ? C4 H8A 0.9600 . ? C4 H8B 0.9600 . ? C4 H8C 0.9600 . ? C5 O2 1.230(4) . ? C5 O1 1.337(4) . ? C5 N1 1.359(4) . ? C6 N1 1.437(4) . ? C6 C7 1.523(5) . ? C6 C11 1.528(5) . ? C6 H4 0.9800 . ? C7 C8 1.523(5) . ? C7 H5A 0.9700 . ? C7 H5B 0.9700 . ? C8 C10 1.532(5) . ? C8 C9 1.533(5) . ? C8 H6 0.9800 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H7A 0.9600 . ? C10 H7B 0.9600 . ? C10 H7C 0.9600 . ? C11 O3 1.209(4) . ? C11 S1 1.782(4) . ? C12 O4 1.483(4) . ? C12 C13 1.515(6) . ? C12 C15 1.517(5) . ? C12 C14 1.519(5) . ? C13 H18A 0.9600 . ? C13 H18B 0.9600 . ? C13 H18C 0.9600 . ? C14 H20A 0.9600 . ? C14 H20B 0.9600 . ? C14 H20C 0.9600 . ? C15 H19A 0.9600 . ? C15 H19B 0.9600 . ? C15 H19C 0.9600 . ? C16 O5 1.220(4) . ? C16 O4 1.343(4) . ? C16 N2 1.348(4) . ? C17 N2 1.445(4) . ? C17 C18 1.525(5) . ? C17 C22 1.538(6) . ? C17 H15 0.9800 . ? C18 C19 1.533(6) . ? C18 H14A 0.9700 . ? C18 H14B 0.9700 . ? C19 C21 1.531(6) . ? C19 C20 1.533(5) . ? C19 H13 0.9800 . ? C20 H12A 0.9600 . ? C20 H12B 0.9600 . ? C20 H12C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 O6 1.199(4) . ? C22 S2 1.763(4) . ? N1 H54 0.8600 . ? N2 H52 0.8600 . ? S1 H1 1.32(5) . ? S2 H2 1.13(5) . ? 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 O1 C1 C3 111.4(4) . . ? O1 C1 C2 108.2(3) . . ? C3 C1 C2 114.2(4) . . ? O1 C1 C4 101.7(3) . . ? C3 C1 C4 110.6(3) . . ? C2 C1 C4 109.9(3) . . ? C1 C2 H1A 109.5 . . ? C1 C2 H1B 109.5 . . ? H1A C2 H1B 109.5 . . ? C1 C2 H1C 109.5 . . ? H1A C2 H1C 109.5 . . ? H1B C2 H1C 109.5 . . ? C1 C3 H11A 109.5 . . ? C1 C3 H11B 109.5 . . ? H11A C3 H11B 109.5 . . ? C1 C3 H11C 109.5 . . ? H11A C3 H11C 109.5 . . ? H11B C3 H11C 109.5 . . ? C1 C4 H8A 109.5 . . ? C1 C4 H8B 109.5 . . ? H8A C4 H8B 109.5 . . ? C1 C4 H8C 109.5 . . ? H8A C4 H8C 109.5 . . ? H8B C4 H8C 109.5 . . ? O2 C5 O1 126.6(3) . . ? O2 C5 N1 123.5(3) . . ? O1 C5 N1 109.9(3) . . ? N1 C6 C7 109.5(3) . . ? N1 C6 C11 112.7(3) . . ? C7 C6 C11 110.7(3) . . ? N1 C6 H4 107.9 . . ? C7 C6 H4 107.9 . . ? C11 C6 H4 107.9 . . ? C6 C7 C8 116.4(3) . . ? C6 C7 H5A 108.2 . . ? C8 C7 H5A 108.2 . . ? C6 C7 H5B 108.2 . . ? C8 C7 H5B 108.2 . . ? H5A C7 H5B 107.3 . . ? C7 C8 C10 109.3(3) . . ? C7 C8 C9 112.1(3) . . ? C10 C8 C9 110.6(3) . . ? C7 C8 H6 108.2 . . ? C10 C8 H6 108.2 . . ? C9 C8 H6 108.2 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H7A 109.5 . . ? C8 C10 H7B 109.5 . . ? H7A C10 H7B 109.5 . . ? C8 C10 H7C 109.5 . . ? H7A C10 H7C 109.5 . . ? H7B C10 H7C 109.5 . . ? O3 C11 C6 122.6(3) . . ? O3 C11 S1 119.5(3) . . ? C6 C11 S1 117.9(2) . . ? O4 C12 C13 111.3(3) . . ? O4 C12 C15 108.1(3) . . ? C13 C12 C15 113.5(4) . . ? O4 C12 C14 101.6(3) . . ? C13 C12 C14 110.9(4) . . ? C15 C12 C14 110.7(3) . . ? C12 C13 H18A 109.5 . . ? C12 C13 H18B 109.5 . . ? H18A C13 H18B 109.5 . . ? C12 C13 H18C 109.5 . . ? H18A C13 H18C 109.5 . . ? H18B C13 H18C 109.5 . . ? C12 C14 H20A 109.5 . . ? C12 C14 H20B 109.5 . . ? H20A C14 H20B 109.5 . . ? C12 C14 H20C 109.5 . . ? H20A C14 H20C 109.5 . . ? H20B C14 H20C 109.5 . . ? C12 C15 H19A 109.5 . . ? C12 C15 H19B 109.5 . . ? H19A C15 H19B 109.5 . . ? C12 C15 H19C 109.5 . . ? H19A C15 H19C 109.5 . . ? H19B C15 H19C 109.5 . . ? O5 C16 O4 126.0(3) . . ? O5 C16 N2 124.3(3) . . ? O4 C16 N2 109.7(3) . . ? N2 C17 C18 110.9(3) . . ? N2 C17 C22 113.7(3) . . ? C18 C17 C22 109.6(3) . . ? N2 C17 H15 107.5 . . ? C18 C17 H15 107.5 . . ? C22 C17 H15 107.5 . . ? C17 C18 C19 115.4(3) . . ? C17 C18 H14A 108.4 . . ? C19 C18 H14A 108.4 . . ? C17 C18 H14B 108.4 . . ? C19 C18 H14B 108.4 . . ? H14A C18 H14B 107.5 . . ? C21 C19 C20 110.5(4) . . ? C21 C19 C18 109.7(3) . . ? C20 C19 C18 111.0(3) . . ? C21 C19 H13 108.5 . . ? C20 C19 H13 108.5 . . ? C18 C19 H13 108.5 . . ? C19 C20 H12A 109.5 . . ? C19 C20 H12B 109.5 . . ? H12A C20 H12B 109.5 . . ? C19 C20 H12C 109.5 . . ? H12A C20 H12C 109.5 . . ? H12B C20 H12C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O6 C22 C17 121.0(4) . . ? O6 C22 S2 119.0(3) . . ? C17 C22 S2 120.0(3) . . ? C5 N1 C6 119.8(3) . . ? C5 N1 H54 120.1 . . ? C6 N1 H54 120.1 . . ? C16 N2 C17 120.6(3) . . ? C16 N2 H52 119.7 . . ? C17 N2 H52 119.7 . . ? C5 O1 C1 121.1(3) . . ? C16 O4 C12 121.2(3) . . ? C11 S1 H1 105.7(19) . . ? C22 S2 H2 104(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.37 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.324 _refine_diff_density_min -0.283 _refine_diff_density_rms 0.056