# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_cc _database_code_depnum_ccdc_archive 'CCDC 871893' #TrackingRef '10179_web_deposit_cif_file_0_zhaohaoli_1331899872.CC.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H14 Cd N2 O8 S2' _chemical_formula_weight 610.87 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+1/4' 'y+1/2, -x+1/2, z+3/4' '-x+1/2, y+1/2, -z+1/4' 'x+1/2, -y+1/2, -z+3/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 8.2456(18) _cell_length_b 8.2456(18) _cell_length_c 33.852(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2301.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9970 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 28.26 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.763 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 1.183 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6064 _exptl_absorpt_correction_T_max 0.7485 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17437 _diffrn_reflns_av_R_equivalents 0.0216 _diffrn_reflns_av_sigmaI/netI 0.0130 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 25.46 _reflns_number_total 2131 _reflns_number_gt 2123 _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 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^)+(0.0277P)^2^+1.0136P] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0064(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(2) _refine_ls_number_reflns 2131 _refine_ls_number_parameters 162 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0176 _refine_ls_R_factor_gt 0.0176 _refine_ls_wR_factor_ref 0.0471 _refine_ls_wR_factor_gt 0.0471 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _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 Cd1 Cd 0.277537(18) 0.277537(18) 0.0000 0.02378(8) Uani 1 2 d S . . S1 S -0.32674(10) 0.52655(14) 0.11766(2) 0.0645(3) Uani 1 1 d . . . O1 O 0.1025(2) 0.4164(2) 0.04245(5) 0.0373(4) Uani 1 1 d . . . O2 O 0.2630(2) 0.4696(3) 0.09292(5) 0.0485(5) Uani 1 1 d . . . H2 H 0.2541 0.5000 0.1159 0.073 Uiso 1 1 calc R . . O3 O 0.2476(2) 0.5695(3) 0.16027(5) 0.0497(5) Uani 1 1 d . . . O4 O 0.0614(2) 0.6435(2) 0.20367(5) 0.0411(5) Uani 1 1 d . . . N1 N 0.47572(19) 0.47572(19) 0.0000 0.0292(6) Uani 1 2 d S . . N2 N 1.0816(2) 1.0816(2) 0.0000 0.0268(5) Uani 1 2 d S . . C1 C -0.1753(3) 0.4776(4) 0.08585(7) 0.0446(7) Uani 1 1 d . . . H1 H -0.1935 0.4418 0.0602 0.054 Uiso 1 1 calc R . . C2 C -0.0235(3) 0.4961(3) 0.10173(6) 0.0305(5) Uani 1 1 d . . . C3 C -0.0332(3) 0.5542(3) 0.14204(6) 0.0302(5) Uani 1 1 d . . . C4 C -0.1908(3) 0.5746(4) 0.15335(7) 0.0459(7) Uani 1 1 d . . . H4 H -0.2207 0.6113 0.1783 0.055 Uiso 1 1 calc R . . C5 C 0.1232(3) 0.4573(3) 0.07746(7) 0.0313(6) Uani 1 1 d . . . C6 C 0.1008(3) 0.5927(3) 0.17049(7) 0.0333(6) Uani 1 1 d . . . C7 C 0.4525(3) 0.6176(3) 0.01825(8) 0.0338(5) Uani 1 1 d . . . H7 H 0.3548 0.6346 0.0313 0.041 Uiso 1 1 calc R . . C8 C 0.5672(3) 0.7403(3) 0.01858(7) 0.0332(5) Uani 1 1 d . . . H8 H 0.5454 0.8384 0.0311 0.040 Uiso 1 1 calc R . . C9 C 0.7150(3) 0.7150(3) 0.0000 0.0283(6) Uani 1 2 d S . . C10 C 0.8422(3) 0.8422(3) 0.0000 0.0251(6) Uani 1 2 d S . . C11 C 1.0050(3) 0.8023(3) 0.00521(8) 0.0329(5) Uani 1 1 d . . . H11 H 1.0363 0.6949 0.0087 0.039 Uiso 1 1 calc R . . C12 C 1.1192(3) 0.9253(3) 0.00514(8) 0.0328(5) Uani 1 1 d . . . H12 H 1.2275 0.8978 0.0089 0.039 Uiso 1 1 calc R . . 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 Cd1 0.02167(10) 0.02167(10) 0.02800(12) 0.00052(7) -0.00052(7) -0.00675(9) S1 0.0308(4) 0.1177(8) 0.0449(4) -0.0133(5) -0.0031(3) 0.0062(4) O1 0.0483(11) 0.0409(10) 0.0226(8) -0.0051(7) 0.0028(7) 0.0008(9) O2 0.0334(11) 0.0753(14) 0.0369(9) -0.0164(9) 0.0048(9) -0.0010(10) O3 0.0360(12) 0.0780(15) 0.0352(9) -0.0161(9) -0.0067(9) -0.0019(10) O4 0.0519(12) 0.0478(11) 0.0235(8) -0.0083(8) 0.0004(8) -0.0087(9) N1 0.0241(8) 0.0241(8) 0.0393(13) 0.0031(9) -0.0031(9) -0.0071(10) N2 0.0250(8) 0.0250(8) 0.0305(13) 0.0000(10) 0.0000(10) -0.0052(10) C1 0.0398(15) 0.069(2) 0.0248(11) -0.0067(12) -0.0061(11) 0.0000(14) C2 0.0382(14) 0.0314(13) 0.0218(10) -0.0010(9) -0.0019(9) -0.0016(11) C3 0.0375(14) 0.0313(13) 0.0217(10) 0.0004(9) 0.0006(9) 0.0008(11) C4 0.0416(17) 0.0667(19) 0.0294(12) -0.0068(12) 0.0045(11) 0.0066(14) C5 0.0408(15) 0.0265(12) 0.0265(11) 0.0008(9) 0.0036(10) -0.0019(11) C6 0.0439(15) 0.0316(13) 0.0242(11) -0.0009(9) -0.0031(10) -0.0042(12) C7 0.0239(11) 0.0319(13) 0.0457(13) 0.0002(11) 0.0073(10) -0.0044(10) C8 0.0283(12) 0.0267(13) 0.0447(13) -0.0088(11) 0.0039(10) -0.0055(10) C9 0.0257(9) 0.0257(9) 0.0334(14) 0.0022(11) -0.0022(11) -0.0066(14) C10 0.0235(9) 0.0235(9) 0.0283(14) 0.0003(11) -0.0003(11) -0.0074(12) C11 0.0300(11) 0.0197(11) 0.0490(14) 0.0023(11) -0.0035(11) -0.0032(9) C12 0.0223(11) 0.0283(12) 0.0477(14) 0.0006(11) -0.0041(10) -0.0033(9) _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 Cd1 N2 2.285(2) 1_445 ? Cd1 N1 2.311(2) . ? Cd1 O4 2.3337(17) 5_545 ? Cd1 O4 2.3337(17) 4_454 ? Cd1 O1 2.3366(17) 7 ? Cd1 O1 2.3366(17) . ? S1 C4 1.695(3) . ? S1 C1 1.698(3) . ? O1 C5 1.244(3) . ? O2 C5 1.271(3) . ? O2 H2 0.8200 . ? O3 C6 1.274(3) . ? O4 C6 1.242(3) . ? O4 Cd1 2.3337(17) 3 ? N1 C7 1.336(3) 7 ? N1 C7 1.336(3) . ? N2 C12 1.337(3) . ? N2 C12 1.337(3) 7 ? N2 Cd1 2.285(2) 1_665 ? C1 C2 1.371(4) . ? C1 H1 0.9300 . ? C2 C3 1.448(3) . ? C2 C5 1.496(3) . ? C3 C4 1.365(4) . ? C3 C6 1.499(3) . ? C4 H4 0.9300 . ? C7 C8 1.385(3) . ? C7 H7 0.9300 . ? C8 C9 1.388(3) . ? C8 H8 0.9300 . ? C9 C8 1.388(3) 7 ? C9 C10 1.483(4) . ? C10 C11 1.393(3) . ? C10 C11 1.393(3) 7 ? C11 C12 1.384(3) . ? C11 H11 0.9300 . ? C12 H12 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 N2 Cd1 N1 180.00(6) 1_445 . ? N2 Cd1 O4 93.87(5) 1_445 5_545 ? N1 Cd1 O4 86.13(5) . 5_545 ? N2 Cd1 O4 93.87(5) 1_445 4_454 ? N1 Cd1 O4 86.13(5) . 4_454 ? O4 Cd1 O4 172.25(11) 5_545 4_454 ? N2 Cd1 O1 84.83(5) 1_445 7 ? N1 Cd1 O1 95.17(5) . 7 ? O4 Cd1 O1 80.89(6) 5_545 7 ? O4 Cd1 O1 99.82(6) 4_454 7 ? N2 Cd1 O1 84.83(5) 1_445 . ? N1 Cd1 O1 95.17(5) . . ? O4 Cd1 O1 99.82(6) 5_545 . ? O4 Cd1 O1 80.89(6) 4_454 . ? O1 Cd1 O1 169.65(10) 7 . ? C4 S1 C1 91.20(13) . . ? C5 O1 Cd1 129.37(17) . . ? C5 O2 H2 109.5 . . ? C6 O4 Cd1 128.20(17) . 3 ? C7 N1 C7 117.7(3) 7 . ? C7 N1 Cd1 121.16(13) 7 . ? C7 N1 Cd1 121.16(13) . . ? C12 N2 C12 117.6(3) . 7 ? C12 N2 Cd1 121.19(13) . 1_665 ? C12 N2 Cd1 121.19(13) 7 1_665 ? C2 C1 S1 113.36(18) . . ? C2 C1 H1 123.3 . . ? S1 C1 H1 123.3 . . ? C1 C2 C3 110.8(2) . . ? C1 C2 C5 119.9(2) . . ? C3 C2 C5 129.2(2) . . ? C4 C3 C2 110.9(2) . . ? C4 C3 C6 119.7(2) . . ? C2 C3 C6 129.4(2) . . ? C3 C4 S1 113.64(19) . . ? C3 C4 H4 123.2 . . ? S1 C4 H4 123.2 . . ? O1 C5 O2 122.6(2) . . ? O1 C5 C2 118.1(2) . . ? O2 C5 C2 119.3(2) . . ? O4 C6 O3 123.0(2) . . ? O4 C6 C3 117.4(2) . . ? O3 C6 C3 119.6(2) . . ? N1 C7 C8 123.0(2) . . ? N1 C7 H7 118.5 . . ? C8 C7 H7 118.5 . . ? C7 C8 C9 119.1(2) . . ? C7 C8 H8 120.4 . . ? C9 C8 H8 120.4 . . ? C8 C9 C8 118.0(3) 7 . ? C8 C9 C10 121.00(15) 7 . ? C8 C9 C10 121.00(15) . . ? C11 C10 C11 118.1(3) . 7 ? C11 C10 C9 120.94(13) . . ? C11 C10 C9 120.94(13) 7 . ? C12 C11 C10 118.8(2) . . ? C12 C11 H11 120.6 . . ? C10 C11 H11 120.6 . . ? N2 C12 C11 123.3(2) . . ? N2 C12 H12 118.3 . . ? C11 C12 H12 118.3 . . ? 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 N2 Cd1 O1 C5 116.7(2) 1_445 . . . ? N1 Cd1 O1 C5 -63.3(2) . . . . ? O4 Cd1 O1 C5 23.6(2) 5_545 . . . ? O4 Cd1 O1 C5 -148.6(2) 4_454 . . . ? O1 Cd1 O1 C5 116.7(2) 7 . . . ? N2 Cd1 N1 C7 -147.31(13) 1_445 . . 7 ? O4 Cd1 N1 C7 75.03(14) 5_545 . . 7 ? O4 Cd1 N1 C7 -104.97(14) 4_454 . . 7 ? O1 Cd1 N1 C7 -5.44(14) 7 . . 7 ? O1 Cd1 N1 C7 174.56(14) . . . 7 ? N2 Cd1 N1 C7 32.69(13) 1_445 . . . ? O4 Cd1 N1 C7 -104.97(14) 5_545 . . . ? O4 Cd1 N1 C7 75.03(14) 4_454 . . . ? O1 Cd1 N1 C7 174.56(14) 7 . . . ? O1 Cd1 N1 C7 -5.44(14) . . . . ? C4 S1 C1 C2 0.3(3) . . . . ? S1 C1 C2 C3 -0.3(3) . . . . ? S1 C1 C2 C5 179.8(2) . . . . ? C1 C2 C3 C4 0.1(4) . . . . ? C5 C2 C3 C4 -179.9(3) . . . . ? C1 C2 C3 C6 -179.4(3) . . . . ? C5 C2 C3 C6 0.5(5) . . . . ? C2 C3 C4 S1 0.1(3) . . . . ? C6 C3 C4 S1 179.70(19) . . . . ? C1 S1 C4 C3 -0.2(3) . . . . ? Cd1 O1 C5 O2 20.6(4) . . . . ? Cd1 O1 C5 C2 -160.52(16) . . . . ? C1 C2 C5 O1 3.5(4) . . . . ? C3 C2 C5 O1 -176.4(3) . . . . ? C1 C2 C5 O2 -177.6(3) . . . . ? C3 C2 C5 O2 2.4(4) . . . . ? Cd1 O4 C6 O3 18.6(4) 3 . . . ? Cd1 O4 C6 C3 -162.88(17) 3 . . . ? C4 C3 C6 O4 -0.5(4) . . . . ? C2 C3 C6 O4 179.1(3) . . . . ? C4 C3 C6 O3 178.1(3) . . . . ? C2 C3 C6 O3 -2.4(4) . . . . ? C7 N1 C7 C8 0.79(19) 7 . . . ? Cd1 N1 C7 C8 -179.21(19) . . . . ? N1 C7 C8 C9 -1.6(4) . . . . ? C7 C8 C9 C8 0.73(17) . . . 7 ? C7 C8 C9 C10 -179.27(17) . . . . ? C8 C9 C10 C11 -40.40(18) 7 . . . ? C8 C9 C10 C11 139.60(18) . . . . ? C8 C9 C10 C11 139.60(18) 7 . . 7 ? C8 C9 C10 C11 -40.40(18) . . . 7 ? C11 C10 C11 C12 0.25(18) 7 . . . ? C9 C10 C11 C12 -179.75(18) . . . . ? C12 N2 C12 C11 0.3(2) 7 . . . ? Cd1 N2 C12 C11 -179.7(2) 1_665 . . . ? C10 C11 C12 N2 -0.5(4) . . . . ? 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 O2 H2 O3 0.82 1.61 2.427(3) 175.6 . _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.46 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.248 _refine_diff_density_min -0.329 _refine_diff_density_rms 0.061 data_a _database_code_depnum_ccdc_archive 'CCDC 889514' #TrackingRef 'A.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 Cd N2 O7 S' _chemical_formula_weight 518.80 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.1466(19) _cell_length_b 16.2759(16) _cell_length_c 13.1959(13) _cell_angle_alpha 90.00 _cell_angle_beta 95.9050(10) _cell_angle_gamma 90.00 _cell_volume 4090.4(7) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5357 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 27.55 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.685 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 1.212 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6364 _exptl_absorpt_correction_T_max 0.7515 _exptl_absorpt_process_details sadbs _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 '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 18264 _diffrn_reflns_av_R_equivalents 0.0315 _diffrn_reflns_av_sigmaI/netI 0.0323 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 28.31 _reflns_number_total 5053 _reflns_number_gt 4037 _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 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^)+(0.0222P)^2^+3.4572P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5053 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0411 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0593 _refine_ls_wR_factor_gt 0.0546 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.002 _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 Cd1 Cd 0.360365(8) 0.558750(10) 0.459072(11) 0.02665(6) Uani 1 1 d . . . S1 S 0.42179(5) 0.16666(4) 0.33461(6) 0.0610(2) Uani 1 1 d . . . O1 O 0.41141(9) 0.43172(10) 0.45048(12) 0.0375(4) Uani 1 1 d . . . O2 O 0.32853(9) 0.43852(10) 0.32179(13) 0.0401(4) Uani 1 1 d . . . O3 O 0.47383(8) 0.60286(10) 0.41632(12) 0.0378(4) Uani 1 1 d . . . H1W H 0.5085 0.5931 0.4603 0.057 Uiso 1 1 d R . . H2W H 0.4842 0.5790 0.3626 0.057 Uiso 1 1 d R . . O4 O 0.40007(8) 0.42058(10) 0.13276(12) 0.0339(4) Uani 1 1 d . . . O5 O 0.35502(10) 0.31181(11) 0.05236(12) 0.0483(5) Uani 1 1 d . . . O6 O 1.0000 0.6240(2) 0.7500 0.141(2) Uani 1 2 d S . . H3W H 0.9858 0.6542 0.7963 0.212 Uiso 1 1 d R . . O7 O 0.45627(13) 0.22386(14) 0.90894(19) 0.0825(7) Uani 1 1 d . . . H4W H 0.4618 0.2753 0.9023 0.124 Uiso 1 1 d R . . H5W H 0.4157 0.2180 0.9286 0.124 Uiso 1 1 d R . . O8 O 0.5000 0.50624(15) 0.2500 0.0366(5) Uani 1 2 d S . . H6W H 0.4682 0.4748 0.2222 0.055 Uiso 1 1 d R . . N1 N 0.24336(10) 0.53314(13) 0.49206(15) 0.0357(5) Uani 1 1 d . . . N2 N 0.32311(10) 0.63385(12) 0.31619(14) 0.0323(4) Uani 1 1 d . . . C1 C 0.37938(12) 0.40324(14) 0.36810(16) 0.0288(5) Uani 1 1 d . . . C2 C 0.40128(11) 0.32156(14) 0.33071(16) 0.0284(5) Uani 1 1 d . . . C3 C 0.39534(12) 0.29507(14) 0.22580(16) 0.0303(5) Uani 1 1 d . . . C4 C 0.40519(15) 0.21266(16) 0.2187(2) 0.0457(7) Uani 1 1 d . . . H4 H 0.4031 0.1844 0.1572 0.055 Uiso 1 1 calc R . . C5 C 0.41642(14) 0.25805(16) 0.39598(19) 0.0413(6) Uani 1 1 d . . . H5 H 0.4231 0.2638 0.4664 0.050 Uiso 1 1 calc R . . C6 C 0.38268(12) 0.34584(15) 0.13181(17) 0.0308(5) Uani 1 1 d . . . C7 C 0.19659(12) 0.50693(18) 0.4168(2) 0.0452(7) Uani 1 1 d . . . H7 H 0.2128 0.4928 0.3551 0.054 Uiso 1 1 calc R . . C8 C 0.12582(12) 0.49963(18) 0.42556(19) 0.0433(6) Uani 1 1 d . . . H8 H 0.0956 0.4808 0.3708 0.052 Uiso 1 1 calc R . . C9 C 0.09974(12) 0.52057(15) 0.51675(19) 0.0345(5) Uani 1 1 d . . . C10 C 0.14848(13) 0.54738(17) 0.5950(2) 0.0439(6) Uani 1 1 d . . . H10 H 0.1338 0.5621 0.6576 0.053 Uiso 1 1 calc R . . C11 C 0.21871(13) 0.55226(17) 0.5799(2) 0.0422(6) Uani 1 1 d . . . H11 H 0.2504 0.5698 0.6338 0.051 Uiso 1 1 calc R . . C12 C 0.02538(12) 0.51425(16) 0.53262(19) 0.0375(6) Uani 1 1 d . . . H12 H 0.0128 0.5322 0.5951 0.045 Uiso 1 1 calc R . . C13 C 0.29265(13) 0.70712(16) 0.31982(17) 0.0375(6) Uani 1 1 d . . . H13 H 0.2847 0.7283 0.3831 0.045 Uiso 1 1 calc R . . C14 C 0.27227(13) 0.75312(15) 0.23391(17) 0.0376(6) Uani 1 1 d . . . H14 H 0.2523 0.8048 0.2400 0.045 Uiso 1 1 calc R . . C15 C 0.28169(12) 0.72192(15) 0.13844(17) 0.0326(5) Uani 1 1 d . . . C16 C 0.31510(14) 0.64634(16) 0.13535(18) 0.0419(6) Uani 1 1 d . . . H16 H 0.3241 0.6239 0.0732 0.050 Uiso 1 1 calc R . . C17 C 0.33464(14) 0.60512(16) 0.22409(18) 0.0394(6) Uani 1 1 d . . . H17 H 0.3570 0.5547 0.2204 0.047 Uiso 1 1 calc R . . C18 C 0.25554(13) 0.76665(15) 0.04564(16) 0.0368(6) Uani 1 1 d . . . H18 H 0.2461 0.8224 0.0517 0.044 Uiso 1 1 calc R . . 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 Cd1 0.02577(9) 0.03457(10) 0.01912(8) 0.00223(7) -0.00003(6) 0.00240(7) S1 0.0971(6) 0.0325(4) 0.0533(5) 0.0115(3) 0.0069(4) 0.0140(4) O1 0.0422(10) 0.0408(10) 0.0289(9) -0.0064(7) 0.0012(7) -0.0011(8) O2 0.0442(10) 0.0417(10) 0.0339(9) 0.0026(8) 0.0018(8) 0.0124(8) O3 0.0307(9) 0.0476(10) 0.0349(9) -0.0002(8) 0.0020(7) 0.0031(8) O4 0.0400(9) 0.0349(9) 0.0257(8) 0.0034(7) -0.0012(7) -0.0031(7) O5 0.0677(13) 0.0483(11) 0.0259(9) -0.0037(8) -0.0089(8) -0.0105(9) O6 0.288(7) 0.065(3) 0.082(3) 0.000 0.069(4) 0.000 O7 0.0926(19) 0.0589(15) 0.0940(19) -0.0147(13) 0.0005(15) 0.0033(13) O8 0.0337(12) 0.0427(14) 0.0324(13) 0.000 -0.0015(10) 0.000 N1 0.0262(10) 0.0507(13) 0.0305(11) -0.0014(9) 0.0037(8) 0.0003(9) N2 0.0337(11) 0.0403(11) 0.0223(10) 0.0032(8) -0.0004(8) 0.0087(9) C1 0.0353(13) 0.0307(12) 0.0217(11) 0.0035(9) 0.0088(9) -0.0051(10) C2 0.0294(11) 0.0320(12) 0.0237(11) 0.0038(9) 0.0020(9) 0.0005(10) C3 0.0336(12) 0.0310(12) 0.0262(12) 0.0004(9) 0.0020(10) -0.0002(10) C4 0.0658(19) 0.0345(14) 0.0364(14) -0.0017(11) 0.0033(13) 0.0049(13) C5 0.0508(16) 0.0424(15) 0.0302(13) 0.0086(11) 0.0024(11) 0.0046(12) C6 0.0284(12) 0.0412(14) 0.0233(11) 0.0007(10) 0.0043(9) 0.0018(10) C7 0.0279(13) 0.073(2) 0.0344(14) -0.0100(13) 0.0046(10) -0.0006(13) C8 0.0280(12) 0.0658(19) 0.0351(14) -0.0081(13) -0.0019(10) -0.0035(12) C9 0.0255(12) 0.0376(13) 0.0406(14) 0.0042(11) 0.0048(10) 0.0006(10) C10 0.0358(13) 0.0621(19) 0.0353(14) -0.0067(12) 0.0107(11) -0.0036(13) C11 0.0315(13) 0.0602(18) 0.0347(14) -0.0076(12) 0.0032(11) -0.0048(12) C12 0.0289(12) 0.0445(15) 0.0401(14) 0.0007(11) 0.0088(10) -0.0005(11) C13 0.0428(14) 0.0483(15) 0.0206(11) -0.0022(10) -0.0009(10) 0.0133(12) C14 0.0448(15) 0.0387(14) 0.0283(12) -0.0011(10) -0.0019(11) 0.0169(12) C15 0.0361(13) 0.0386(14) 0.0225(11) 0.0025(10) 0.0013(10) 0.0091(11) C16 0.0609(17) 0.0456(15) 0.0199(12) 0.0026(10) 0.0072(11) 0.0202(13) C17 0.0513(16) 0.0394(14) 0.0279(13) 0.0037(10) 0.0060(11) 0.0192(12) C18 0.0472(15) 0.0363(13) 0.0268(12) 0.0071(10) 0.0037(11) 0.0152(11) _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 Cd1 O1 2.2946(17) . ? Cd1 N2 2.2980(18) . ? Cd1 N1 2.3627(19) . ? Cd1 O4 2.3634(15) 6_566 ? Cd1 O3 2.4095(16) . ? Cd1 O5 2.4474(18) 6_566 ? Cd1 C6 2.755(2) 6_566 ? S1 C5 1.702(3) . ? S1 C4 1.704(3) . ? O1 C1 1.279(3) . ? O2 C1 1.236(3) . ? O3 H1W 0.8500 . ? O3 H2W 0.8500 . ? O4 C6 1.261(3) . ? O4 Cd1 2.3634(15) 6_565 ? O5 C6 1.254(3) . ? O5 Cd1 2.4474(18) 6_565 ? O6 H3W 0.8500 . ? O7 H4W 0.8499 . ? O7 H5W 0.8500 . ? O8 H6W 0.8499 . ? N1 C11 1.333(3) . ? N1 C7 1.337(3) . ? N2 C13 1.331(3) . ? N2 C17 1.342(3) . ? C1 C2 1.493(3) . ? C2 C5 1.358(3) . ? C2 C3 1.443(3) . ? C3 C4 1.359(3) . ? C3 C6 1.489(3) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 Cd1 2.755(2) 6_565 ? C7 C8 1.377(3) . ? C7 H7 0.9300 . ? C8 C9 1.392(3) . ? C8 H8 0.9300 . ? C9 C10 1.389(3) . ? C9 C12 1.464(3) . ? C10 C11 1.382(3) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C12 1.315(5) 5_566 ? C12 H12 0.9300 . ? C13 C14 1.381(3) . ? C13 H13 0.9300 . ? C14 C15 1.387(3) . ? C14 H14 0.9300 . ? C15 C16 1.389(3) . ? C15 C18 1.468(3) . ? C16 C17 1.368(3) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C18 1.318(5) 7_565 ? C18 H18 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 O1 Cd1 N2 122.45(6) . . ? O1 Cd1 N1 105.48(7) . . ? N2 Cd1 N1 91.42(7) . . ? O1 Cd1 O4 94.59(6) . 6_566 ? N2 Cd1 O4 139.61(6) . 6_566 ? N1 Cd1 O4 93.61(6) . 6_566 ? O1 Cd1 O3 81.84(6) . . ? N2 Cd1 O3 81.99(6) . . ? N1 Cd1 O3 172.11(6) . . ? O4 Cd1 O3 88.67(6) 6_566 . ? O1 Cd1 O5 147.19(6) . 6_566 ? N2 Cd1 O5 85.95(6) . 6_566 ? N1 Cd1 O5 88.26(7) . 6_566 ? O4 Cd1 O5 54.24(5) 6_566 6_566 ? O3 Cd1 O5 86.94(6) . 6_566 ? O1 Cd1 C6 121.21(6) . 6_566 ? N2 Cd1 C6 112.81(7) . 6_566 ? N1 Cd1 C6 90.93(7) . 6_566 ? O4 Cd1 C6 27.17(6) 6_566 6_566 ? O3 Cd1 C6 87.64(6) . 6_566 ? O5 Cd1 C6 27.07(6) 6_566 6_566 ? C5 S1 C4 91.62(13) . . ? C1 O1 Cd1 101.48(14) . . ? Cd1 O3 H1W 116.3 . . ? Cd1 O3 H2W 110.7 . . ? H1W O3 H2W 104.5 . . ? C6 O4 Cd1 93.98(13) . 6_565 ? C6 O5 Cd1 90.26(14) . 6_565 ? H4W O7 H5W 105.7 . . ? C11 N1 C7 116.8(2) . . ? C11 N1 Cd1 123.12(16) . . ? C7 N1 Cd1 119.66(16) . . ? C13 N2 C17 117.3(2) . . ? C13 N2 Cd1 123.20(15) . . ? C17 N2 Cd1 119.45(15) . . ? O2 C1 O1 122.4(2) . . ? O2 C1 C2 118.9(2) . . ? O1 C1 C2 118.5(2) . . ? C5 C2 C3 111.8(2) . . ? C5 C2 C1 121.1(2) . . ? C3 C2 C1 125.9(2) . . ? C4 C3 C2 111.3(2) . . ? C4 C3 C6 120.1(2) . . ? C2 C3 C6 128.5(2) . . ? C3 C4 S1 112.71(19) . . ? C3 C4 H4 123.6 . . ? S1 C4 H4 123.6 . . ? C2 C5 S1 112.52(19) . . ? C2 C5 H5 123.7 . . ? S1 C5 H5 123.7 . . ? O5 C6 O4 121.5(2) . . ? O5 C6 C3 118.0(2) . . ? O4 C6 C3 120.4(2) . . ? O5 C6 Cd1 62.67(13) . 6_565 ? O4 C6 Cd1 58.85(11) . 6_565 ? C3 C6 Cd1 179.28(18) . 6_565 ? N1 C7 C8 123.7(2) . . ? N1 C7 H7 118.1 . . ? C8 C7 H7 118.1 . . ? C7 C8 C9 119.7(2) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C10 C9 C8 116.5(2) . . ? C10 C9 C12 120.3(2) . . ? C8 C9 C12 123.2(2) . . ? C11 C10 C9 120.0(2) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? N1 C11 C10 123.3(2) . . ? N1 C11 H11 118.4 . . ? C10 C11 H11 118.4 . . ? C12 C12 C9 126.6(3) 5_566 . ? C12 C12 H12 116.7 5_566 . ? C9 C12 H12 116.7 . . ? N2 C13 C14 123.0(2) . . ? N2 C13 H13 118.5 . . ? C14 C13 H13 118.5 . . ? C13 C14 C15 119.7(2) . . ? C13 C14 H14 120.2 . . ? C15 C14 H14 120.2 . . ? C14 C15 C16 117.0(2) . . ? C14 C15 C18 120.7(2) . . ? C16 C15 C18 122.2(2) . . ? C17 C16 C15 119.7(2) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? N2 C17 C16 123.3(2) . . ? N2 C17 H17 118.4 . . ? C16 C17 H17 118.4 . . ? C18 C18 C15 124.6(3) 7_565 . ? C18 C18 H18 117.7 7_565 . ? C15 C18 H18 117.7 . . ? 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 N2 Cd1 O1 C1 -33.11(16) . . . . ? N1 Cd1 O1 C1 68.81(14) . . . . ? O4 Cd1 O1 C1 163.85(13) 6_566 . . . ? O3 Cd1 O1 C1 -108.16(13) . . . . ? O5 Cd1 O1 C1 -179.38(13) 6_566 . . . ? C6 Cd1 O1 C1 169.62(12) 6_566 . . . ? O1 Cd1 N1 C11 111.7(2) . . . . ? N2 Cd1 N1 C11 -124.0(2) . . . . ? O4 Cd1 N1 C11 15.9(2) 6_566 . . . ? O3 Cd1 N1 C11 -90.7(5) . . . . ? O5 Cd1 N1 C11 -38.1(2) 6_566 . . . ? C6 Cd1 N1 C11 -11.2(2) 6_566 . . . ? O1 Cd1 N1 C7 -76.2(2) . . . . ? N2 Cd1 N1 C7 48.2(2) . . . . ? O4 Cd1 N1 C7 -171.9(2) 6_566 . . . ? O3 Cd1 N1 C7 81.5(5) . . . . ? O5 Cd1 N1 C7 134.0(2) 6_566 . . . ? C6 Cd1 N1 C7 161.0(2) 6_566 . . . ? O1 Cd1 N2 C13 179.15(18) . . . . ? N1 Cd1 N2 C13 69.7(2) . . . . ? O4 Cd1 N2 C13 -27.5(2) 6_566 . . . ? O3 Cd1 N2 C13 -105.9(2) . . . . ? O5 Cd1 N2 C13 -18.41(19) 6_566 . . . ? C6 Cd1 N2 C13 -21.9(2) 6_566 . . . ? O1 Cd1 N2 C17 -3.6(2) . . . . ? N1 Cd1 N2 C17 -113.05(19) . . . . ? O4 Cd1 N2 C17 149.70(17) 6_566 . . . ? O3 Cd1 N2 C17 71.32(19) . . . . ? O5 Cd1 N2 C17 158.80(19) 6_566 . . . ? C6 Cd1 N2 C17 155.34(18) 6_566 . . . ? Cd1 O1 C1 O2 -8.3(2) . . . . ? Cd1 O1 C1 C2 176.00(16) . . . . ? O2 C1 C2 C5 -134.3(2) . . . . ? O1 C1 C2 C5 41.6(3) . . . . ? O2 C1 C2 C3 32.3(3) . . . . ? O1 C1 C2 C3 -151.8(2) . . . . ? C5 C2 C3 C4 1.1(3) . . . . ? C1 C2 C3 C4 -166.6(2) . . . . ? C5 C2 C3 C6 -176.9(2) . . . . ? C1 C2 C3 C6 15.4(4) . . . . ? C2 C3 C4 S1 -0.3(3) . . . . ? C6 C3 C4 S1 177.87(17) . . . . ? C5 S1 C4 C3 -0.4(2) . . . . ? C3 C2 C5 S1 -1.4(3) . . . . ? C1 C2 C5 S1 166.96(18) . . . . ? C4 S1 C5 C2 1.0(2) . . . . ? Cd1 O5 C6 O4 -0.4(2) 6_565 . . . ? Cd1 O5 C6 C3 -179.80(18) 6_565 . . . ? Cd1 O4 C6 O5 0.4(2) 6_565 . . . ? Cd1 O4 C6 C3 179.80(18) 6_565 . . . ? C4 C3 C6 O5 27.1(3) . . . . ? C2 C3 C6 O5 -155.1(2) . . . . ? C4 C3 C6 O4 -152.3(2) . . . . ? C2 C3 C6 O4 25.6(4) . . . . ? C4 C3 C6 Cd1 -139(15) . . . 6_565 ? C2 C3 C6 Cd1 39(15) . . . 6_565 ? C11 N1 C7 C8 0.6(4) . . . . ? Cd1 N1 C7 C8 -172.1(2) . . . . ? N1 C7 C8 C9 0.3(5) . . . . ? C7 C8 C9 C10 -0.6(4) . . . . ? C7 C8 C9 C12 -179.7(3) . . . . ? C8 C9 C10 C11 0.1(4) . . . . ? C12 C9 C10 C11 179.2(2) . . . . ? C7 N1 C11 C10 -1.1(4) . . . . ? Cd1 N1 C11 C10 171.3(2) . . . . ? C9 C10 C11 N1 0.8(4) . . . . ? C10 C9 C12 C12 -176.0(3) . . . 5_566 ? C8 C9 C12 C12 3.0(5) . . . 5_566 ? C17 N2 C13 C14 0.7(4) . . . . ? Cd1 N2 C13 C14 177.98(19) . . . . ? N2 C13 C14 C15 1.8(4) . . . . ? C13 C14 C15 C16 -3.3(4) . . . . ? C13 C14 C15 C18 175.2(2) . . . . ? C14 C15 C16 C17 2.3(4) . . . . ? C18 C15 C16 C17 -176.1(2) . . . . ? C13 N2 C17 C16 -1.7(4) . . . . ? Cd1 N2 C17 C16 -179.1(2) . . . . ? C15 C16 C17 N2 0.1(4) . . . . ? C14 C15 C18 C18 -160.4(3) . . . 7_565 ? C16 C15 C18 C18 18.0(5) . . . 7_565 ? 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 O3 H2W O8 0.85 1.95 2.787(2) 169.2 . O3 H1W O1 0.85 1.88 2.728(2) 175.7 5_666 O7 H5W O5 0.85 2.60 3.185(3) 127.5 1_556 O7 H4W O3 0.85 2.00 2.841(3) 168.7 6_566 O6 H3W O7 0.85 2.00 2.847(3) 177.5 3 O8 H6W O4 0.85 1.89 2.718(2) 166.3 . _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.348 _refine_diff_density_min -0.406 _refine_diff_density_rms 0.070 data_x _database_code_depnum_ccdc_archive 'CCDC 889516' #TrackingRef 'C.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H46 Cd2 N6 O8 S2' _chemical_formula_weight 1159.86 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' Cd Cd -0.8075 1.2024 '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 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 13.6833(19) _cell_length_b 10.9950(16) _cell_length_c 16.252(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.354(2) _cell_angle_gamma 90.00 _cell_volume 2443.0(6) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2013 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 20.56 _exptl_crystal_description ' block' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1172 _exptl_absorpt_coefficient_mu 1.017 _exptl_absorpt_correction_type 'Multi-scan ' _exptl_absorpt_correction_T_min 0.659 _exptl_absorpt_correction_T_max 0.693 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 18777 _diffrn_reflns_av_R_equivalents 0.0665 _diffrn_reflns_av_sigmaI/netI 0.0779 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 28.31 _reflns_number_total 5987 _reflns_number_gt 2923 _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 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^)+(0.0650P)^2^+8.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5987 _refine_ls_number_parameters 325 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.1367 _refine_ls_R_factor_gt 0.0588 _refine_ls_wR_factor_ref 0.1949 _refine_ls_wR_factor_gt 0.1292 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.032 _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 Cd1 Cd 0.39459(4) 0.46991(4) 0.24330(3) 0.0516(2) Uani 1 1 d . . . S1 S 0.2404(2) 0.1866(3) -0.10215(13) 0.1044(10) Uani 1 1 d . . . O1 O 0.4079(5) 0.3483(5) 0.1204(3) 0.0798(17) Uani 1 1 d . . . O2 O 0.2623(4) 0.3583(4) 0.1723(3) 0.0561(12) Uani 1 1 d . . . O3 O 0.2181(4) 0.0722(4) 0.1793(3) 0.0535(12) Uani 1 1 d . . . O4 O 0.0690(4) 0.1057(5) 0.1297(3) 0.0627(13) Uani 1 1 d . . . N1 N 0.5699(4) 0.4713(6) 0.2374(4) 0.0566(14) Uani 1 1 d . . . N2 N 0.9056(4) 0.1935(5) -0.1635(4) 0.0581(15) Uani 1 1 d . . . N3 N 0.4003(5) 0.6425(5) 0.1575(4) 0.0597(16) Uani 1 1 d . . . C1 C 0.3176(6) 0.3235(6) 0.1176(4) 0.0557(18) Uani 1 1 d . . . C2 C 0.2755(5) 0.2545(6) 0.0460(4) 0.0521(17) Uani 1 1 d . . . C3 C 0.3026(7) 0.2739(8) -0.0317(4) 0.076(2) Uani 1 1 d . . . H3 H 0.3505 0.3295 -0.0453 0.091 Uiso 1 1 calc R . . C4 C 0.1751(7) 0.1212(9) -0.0266(5) 0.081(3) Uani 1 1 d . . . H4 H 0.1274 0.0620 -0.0362 0.097 Uiso 1 1 calc R . . C5 C 0.2006(6) 0.1653(6) 0.0488(4) 0.0542(17) Uani 1 1 d . . . C6 C 0.1603(6) 0.1125(6) 0.1253(4) 0.0521(17) Uani 1 1 d . . . C7 C 0.6258(6) 0.5641(8) 0.2637(4) 0.061(2) Uani 1 1 d . . . H7 H 0.5972 0.6253 0.2940 0.074 Uiso 1 1 calc R . . C8 C 0.7230(6) 0.5741(8) 0.2482(5) 0.065(2) Uani 1 1 d . . . H8 H 0.7585 0.6394 0.2700 0.078 Uiso 1 1 calc R . . C9 C 0.7696(6) 0.4889(7) 0.2008(4) 0.0581(19) Uani 1 1 d . . . C10 C 0.7109(5) 0.3940(7) 0.1728(5) 0.064(2) Uani 1 1 d . . . H10 H 0.7371 0.3334 0.1404 0.077 Uiso 1 1 calc R . . C11 C 0.6144(6) 0.3882(7) 0.1923(5) 0.069(2) Uani 1 1 d . . . H11 H 0.5777 0.3222 0.1729 0.083 Uiso 1 1 calc R . . C12 C 0.8751(7) 0.5013(10) 0.1852(5) 0.085(3) Uani 1 1 d . . . H12A H 0.9123 0.4837 0.2360 0.102 Uiso 1 1 calc R . . H12B H 0.8880 0.5853 0.1709 0.102 Uiso 1 1 calc R . . C13 C 0.9127(6) 0.4195(9) 0.1173(5) 0.076(2) Uani 1 1 d . . . H13A H 0.9837 0.4222 0.1191 0.091 Uiso 1 1 calc R . . H13B H 0.8933 0.3363 0.1278 0.091 Uiso 1 1 calc R . . C14 C 0.8747(6) 0.4560(7) 0.0317(4) 0.065(2) Uani 1 1 d . . . H14A H 0.8052 0.4720 0.0341 0.078 Uiso 1 1 calc R . . H14B H 0.9061 0.5317 0.0172 0.078 Uiso 1 1 calc R . . C15 C 0.8898(5) 0.3655(6) -0.0366(4) 0.0512(16) Uani 1 1 d . . . C16 C 0.9314(7) 0.2532(8) -0.0231(5) 0.078(3) Uani 1 1 d . . . H16 H 0.9555 0.2327 0.0294 0.094 Uiso 1 1 calc R . . C17 C 0.9379(7) 0.1700(7) -0.0868(5) 0.074(2) Uani 1 1 d . . . H17 H 0.9660 0.0946 -0.0754 0.088 Uiso 1 1 calc R . . C18 C 0.8680(6) 0.3041(7) -0.1770(5) 0.0603(19) Uani 1 1 d . . . H18 H 0.8466 0.3241 -0.2303 0.072 Uiso 1 1 calc R . . C19 C 0.8594(6) 0.3902(7) -0.1160(5) 0.0623(19) Uani 1 1 d . . . H19 H 0.8326 0.4659 -0.1290 0.075 Uiso 1 1 calc R . . C20 C 0.3730(6) 0.7528(7) 0.1814(5) 0.064(2) Uani 1 1 d . . . H20 H 0.3496 0.7615 0.2340 0.077 Uiso 1 1 calc R . . C21 C 0.3775(7) 0.8520(8) 0.1337(6) 0.091(3) Uani 1 1 d . . . H21 H 0.3562 0.9262 0.1540 0.109 Uiso 1 1 calc R . . C22 C 0.4127(10) 0.8471(10) 0.0557(7) 0.135(5) Uani 1 1 d DU . . C23 C 0.4374(9) 0.7293(10) 0.0299(5) 0.110(4) Uani 1 1 d . . . H23 H 0.4586 0.7176 -0.0232 0.132 Uiso 1 1 calc R . . C24 C 0.4307(6) 0.6318(8) 0.0814(5) 0.069(2) Uani 1 1 d . . . H24 H 0.4481 0.5553 0.0625 0.082 Uiso 1 1 calc R . . C25 C 0.3661(11) 0.9198(17) -0.0186(10) 0.088(6) Uani 0.50 1 d PD . . H25A H 0.3294 0.9884 -0.0003 0.105 Uiso 0.50 1 d PR . . H25B H 0.3242 0.8686 -0.0525 0.105 Uiso 0.50 1 d PR . . C26 C 0.4559(14) 0.9622(18) -0.0652(10) 0.113(9) Uani 0.50 1 d PD . . H26A H 0.4332 1.0130 -0.1100 0.136 Uiso 0.50 1 d PR . . H26B H 0.4830 0.8905 -0.0891 0.136 Uiso 0.50 1 d PR . . C27 C 0.5402(15) 1.0329(14) -0.0205(11) 0.094(7) Uani 0.50 1 d PD . . H27A H 0.5930 0.9758 -0.0133 0.113 Uiso 0.50 1 d PR . . H27C H 0.5192 1.0525 0.0335 0.113 Uiso 0.50 1 d PR . . 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 Cd1 0.0616(4) 0.0428(3) 0.0515(3) -0.0045(2) 0.0155(2) -0.0044(2) S1 0.144(3) 0.132(2) 0.0380(11) -0.0108(12) 0.0194(13) -0.047(2) O1 0.085(4) 0.084(4) 0.072(4) -0.031(3) 0.020(3) -0.026(3) O2 0.078(3) 0.051(3) 0.040(2) -0.004(2) 0.011(2) 0.006(2) O3 0.062(3) 0.054(3) 0.045(3) 0.004(2) 0.009(2) -0.001(2) O4 0.066(3) 0.063(3) 0.060(3) 0.009(2) 0.014(3) -0.003(3) N1 0.049(3) 0.057(4) 0.065(4) -0.007(3) 0.014(3) -0.003(3) N2 0.061(4) 0.045(3) 0.067(4) -0.006(3) -0.009(3) 0.007(3) N3 0.068(4) 0.055(4) 0.058(4) -0.004(3) 0.024(3) -0.009(3) C1 0.081(5) 0.041(4) 0.045(4) 0.003(3) 0.007(4) -0.014(4) C2 0.070(5) 0.047(4) 0.040(3) -0.003(3) 0.018(3) -0.007(3) C3 0.097(6) 0.085(6) 0.047(4) -0.004(4) 0.023(4) -0.024(5) C4 0.101(7) 0.096(7) 0.047(4) -0.008(4) 0.010(4) -0.040(5) C5 0.072(5) 0.055(4) 0.036(3) -0.005(3) 0.011(3) -0.006(4) C6 0.069(5) 0.044(4) 0.044(4) -0.001(3) 0.016(3) -0.001(3) C7 0.062(5) 0.068(5) 0.055(4) -0.006(4) 0.007(4) -0.001(4) C8 0.059(5) 0.078(5) 0.057(4) -0.017(4) 0.007(4) -0.019(4) C9 0.054(4) 0.074(5) 0.047(4) 0.001(4) 0.002(3) -0.009(4) C10 0.051(4) 0.070(5) 0.072(5) -0.003(4) 0.018(4) 0.002(4) C11 0.073(5) 0.048(4) 0.088(6) -0.006(4) 0.025(4) -0.006(4) C12 0.069(6) 0.121(8) 0.065(5) -0.022(5) 0.007(4) -0.019(5) C13 0.050(4) 0.112(7) 0.067(5) -0.010(5) 0.016(4) -0.008(5) C14 0.079(5) 0.063(5) 0.055(4) -0.005(4) 0.017(4) -0.006(4) C15 0.046(4) 0.055(4) 0.053(4) -0.001(3) 0.006(3) -0.003(3) C16 0.112(7) 0.057(5) 0.064(5) 0.003(4) -0.017(5) 0.002(5) C17 0.089(6) 0.053(5) 0.078(6) 0.002(4) -0.024(5) 0.010(4) C18 0.071(5) 0.053(4) 0.057(4) 0.005(3) -0.001(4) 0.004(4) C19 0.072(5) 0.053(4) 0.061(5) -0.005(4) -0.002(4) 0.013(4) C20 0.080(5) 0.057(4) 0.057(4) 0.007(4) 0.027(4) 0.003(4) C21 0.121(8) 0.066(5) 0.091(6) 0.024(5) 0.057(6) 0.035(5) C22 0.196(11) 0.111(8) 0.103(8) 0.054(6) 0.072(8) 0.085(8) C23 0.161(11) 0.119(9) 0.053(5) 0.036(5) 0.049(6) 0.059(8) C24 0.087(6) 0.067(5) 0.054(4) -0.001(4) 0.028(4) 0.012(4) C25 0.099(15) 0.080(12) 0.082(12) 0.027(10) -0.009(11) 0.014(11) C26 0.19(3) 0.088(14) 0.068(12) 0.043(11) 0.036(14) -0.039(15) C27 0.15(2) 0.053(10) 0.084(13) 0.035(10) 0.015(13) -0.012(12) _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 Cd1 O3 2.321(5) 2 ? Cd1 N2 2.351(6) 4_566 ? Cd1 N3 2.358(6) . ? Cd1 N1 2.405(6) . ? Cd1 O1 2.416(5) . ? Cd1 O2 2.438(5) . ? Cd1 O4 2.579(5) 2 ? S1 C3 1.696(8) . ? S1 C4 1.707(8) . ? O1 C1 1.264(9) . ? O2 C1 1.251(8) . ? O3 C6 1.239(8) . ? O3 Cd1 2.321(5) 2_545 ? O4 C6 1.256(8) . ? O4 Cd1 2.579(5) 2_545 ? N1 C11 1.334(9) . ? N1 C7 1.335(10) . ? N2 C17 1.329(9) . ? N2 C18 1.335(9) . ? N2 Cd1 2.351(6) 4_665 ? N3 C24 1.327(9) . ? N3 C20 1.331(9) . ? C1 C2 1.485(9) . ? C2 C3 1.348(9) . ? C2 C5 1.421(9) . ? C3 H3 0.9300 . ? C4 C5 1.351(9) . ? C4 H4 0.9300 . ? C5 C6 1.497(9) . ? C7 C8 1.367(10) . ? C7 H7 0.9300 . ? C8 C9 1.386(10) . ? C8 H8 0.9300 . ? C9 C10 1.382(10) . ? C9 C12 1.482(11) . ? C10 C11 1.372(10) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.530(12) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.518(11) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.512(10) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C19 1.366(10) . ? C15 C16 1.374(10) . ? C16 C17 1.387(11) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C19 1.379(10) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.341(10) . ? C20 H20 0.9300 . ? C21 C22 1.376(12) . ? C21 H21 0.9300 . ? C22 C23 1.407(14) . ? C22 C25 1.562(9) . ? C22 C27 1.586(9) 3_675 ? C23 C24 1.366(11) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C27 1.50(3) 3_675 ? C25 C26 1.542(10) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C26 C27 1.39(3) 3_675 ? C26 C27 1.547(10) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C27 C26 1.39(3) 3_675 ? C27 C27 1.50(3) 3_675 ? C27 C25 1.50(3) 3_675 ? C27 C22 1.586(9) 3_675 ? C27 H27A 0.9600 . ? C27 H27C 0.9601 . ? 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 O3 Cd1 N2 92.7(2) 2 4_566 ? O3 Cd1 N3 88.23(18) 2 . ? N2 Cd1 N3 173.3(2) 4_566 . ? O3 Cd1 N1 134.80(19) 2 . ? N2 Cd1 N1 89.6(2) 4_566 . ? N3 Cd1 N1 85.1(2) . . ? O3 Cd1 O1 142.2(2) 2 . ? N2 Cd1 O1 96.0(2) 4_566 . ? N3 Cd1 O1 87.2(2) . . ? N1 Cd1 O1 82.1(2) . . ? O3 Cd1 O2 90.18(16) 2 . ? N2 Cd1 O2 86.97(18) 4_566 . ? N3 Cd1 O2 99.62(19) . . ? N1 Cd1 O2 135.02(18) . . ? O1 Cd1 O2 53.84(18) . . ? O3 Cd1 O4 52.87(17) 2 2 ? N2 Cd1 O4 85.49(19) 4_566 2 ? N3 Cd1 O4 89.85(18) . 2 ? N1 Cd1 O4 82.41(19) . 2 ? O1 Cd1 O4 164.38(19) . 2 ? O2 Cd1 O4 141.74(16) . 2 ? C3 S1 C4 90.9(4) . . ? C1 O1 Cd1 92.5(4) . . ? C1 O2 Cd1 91.8(4) . . ? C6 O3 Cd1 97.9(4) . 2_545 ? C6 O4 Cd1 85.4(4) . 2_545 ? C11 N1 C7 115.5(7) . . ? C11 N1 Cd1 119.7(5) . . ? C7 N1 Cd1 123.5(5) . . ? C17 N2 C18 116.2(7) . . ? C17 N2 Cd1 117.8(5) . 4_665 ? C18 N2 Cd1 125.2(5) . 4_665 ? C24 N3 C20 117.1(7) . . ? C24 N3 Cd1 120.0(5) . . ? C20 N3 Cd1 123.0(5) . . ? O2 C1 O1 121.8(7) . . ? O2 C1 C2 119.1(7) . . ? O1 C1 C2 119.0(7) . . ? C3 C2 C5 111.4(6) . . ? C3 C2 C1 122.8(7) . . ? C5 C2 C1 125.8(6) . . ? C2 C3 S1 113.2(6) . . ? C2 C3 H3 123.4 . . ? S1 C3 H3 123.4 . . ? C5 C4 S1 112.2(6) . . ? C5 C4 H4 123.9 . . ? S1 C4 H4 123.9 . . ? C4 C5 C2 112.3(6) . . ? C4 C5 C6 121.6(7) . . ? C2 C5 C6 125.8(6) . . ? O3 C6 O4 123.1(6) . . ? O3 C6 C5 118.7(7) . . ? O4 C6 C5 118.1(7) . . ? N1 C7 C8 123.5(7) . . ? N1 C7 H7 118.3 . . ? C8 C7 H7 118.3 . . ? C7 C8 C9 121.5(7) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? C10 C9 C8 114.7(7) . . ? C10 C9 C12 124.8(7) . . ? C8 C9 C12 120.4(7) . . ? C11 C10 C9 120.8(7) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? N1 C11 C10 124.1(8) . . ? N1 C11 H11 118.0 . . ? C10 C11 H11 118.0 . . ? C9 C12 C13 115.3(7) . . ? C9 C12 H12A 108.4 . . ? C13 C12 H12A 108.4 . . ? C9 C12 H12B 108.4 . . ? C13 C12 H12B 108.4 . . ? H12A C12 H12B 107.5 . . ? C14 C13 C12 113.1(8) . . ? C14 C13 H13A 109.0 . . ? C12 C13 H13A 109.0 . . ? C14 C13 H13B 109.0 . . ? C12 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? C15 C14 C13 116.6(7) . . ? C15 C14 H14A 108.2 . . ? C13 C14 H14A 108.2 . . ? C15 C14 H14B 108.2 . . ? C13 C14 H14B 108.2 . . ? H14A C14 H14B 107.3 . . ? C19 C15 C16 116.0(7) . . ? C19 C15 C14 121.2(7) . . ? C16 C15 C14 122.8(7) . . ? C15 C16 C17 120.8(7) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? N2 C17 C16 122.9(7) . . ? N2 C17 H17 118.6 . . ? C16 C17 H17 118.6 . . ? N2 C18 C19 123.4(7) . . ? N2 C18 H18 118.3 . . ? C19 C18 H18 118.3 . . ? C15 C19 C18 120.7(7) . . ? C15 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? N3 C20 C21 123.6(7) . . ? N3 C20 H20 118.2 . . ? C21 C20 H20 118.2 . . ? C20 C21 C22 121.7(8) . . ? C20 C21 H21 119.1 . . ? C22 C21 H21 119.1 . . ? C21 C22 C23 114.1(8) . . ? C21 C22 C25 123.0(11) . . ? C23 C22 C25 109.6(12) . . ? C21 C22 C27 117.5(12) . 3_675 ? C23 C22 C27 123.5(12) . 3_675 ? C25 C22 C27 56.9(10) . 3_675 ? C24 C23 C22 121.1(8) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? N3 C24 C23 122.2(8) . . ? N3 C24 H24 118.9 . . ? C23 C24 H24 118.9 . . ? C27 C25 C26 54.4(11) 3_675 . ? C27 C25 C22 62.3(7) 3_675 . ? C26 C25 C22 103.0(10) . . ? C27 C25 H25A 92.6 3_675 . ? C26 C25 H25A 110.7 . . ? C22 C25 H25A 111.3 . . ? C27 C25 H25B 157.7 3_675 . ? C26 C25 H25B 111.4 . . ? C22 C25 H25B 111.0 . . ? H25A C25 H25B 109.3 . . ? C27 C26 C25 61.3(11) 3_675 . ? C27 C26 C27 60.9(14) 3_675 . ? C25 C26 C27 121.1(15) . . ? C27 C26 H26A 137.3 3_675 . ? C25 C26 H26A 108.0 . . ? C27 C26 H26A 106.0 . . ? C27 C26 H26B 116.0 3_675 . ? C25 C26 H26B 106.3 . . ? C27 C26 H26B 108.0 . . ? H26A C26 H26B 106.7 . . ? C26 C27 C27 64.6(12) 3_675 3_675 ? C26 C27 C25 64.3(12) 3_675 3_675 ? C27 C27 C25 127.6(18) 3_675 3_675 ? C26 C27 C26 119.1(14) 3_675 . ? C27 C27 C26 54.4(12) 3_675 . ? C25 C27 C26 169(2) 3_675 . ? C26 C27 C22 109.2(15) 3_675 3_675 ? C27 C27 C22 152(2) 3_675 3_675 ? C25 C27 C22 60.7(7) 3_675 3_675 ? C26 C27 C22 123.7(13) . 3_675 ? C26 C27 H27A 84.6 3_675 . ? C27 C27 H27A 101.2 3_675 . ? C25 C27 H27A 63.2 3_675 . ? C26 C27 H27A 105.8 . . ? C22 C27 H27A 105.8 3_675 . ? C26 C27 H27C 22.6 3_675 . ? C27 C27 H27C 56.5 3_675 . ? C25 C27 H27C 79.5 3_675 . ? C26 C27 H27C 107.2 . . ? C22 C27 H27C 106.5 3_675 . ? H27A C27 H27C 106.7 . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.958 _refine_diff_density_min -2.067 _refine_diff_density_rms 0.131