# 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 'Min Shi' _publ_contact_author_email mshi@mail.sioc.ac.cn loop_ _publ_author_name 'Min Shi' 'Zhen Zhang' data_mo_dm11466_0m _database_code_depnum_ccdc_archive 'CCDC 845691' #TrackingRef 'mo_dm11466_0m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H24 N4 O6 S2' _chemical_formula_weight 552.61 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0221(10) _cell_length_b 12.4227(14) _cell_length_c 12.8373(14) _cell_angle_alpha 69.652(2) _cell_angle_beta 74.456(2) _cell_angle_gamma 87.696(2) _cell_volume 1297.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 133(2) _cell_measurement_reflns_used 3084 _cell_measurement_theta_min 2.79 _cell_measurement_theta_max 29.51 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.415 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 0.255 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9391 _exptl_absorpt_correction_T_max 0.9628 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 11780 _diffrn_reflns_av_R_equivalents 0.0286 _diffrn_reflns_av_sigmaI/netI 0.0567 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 29.00 _reflns_number_total 6843 _reflns_number_gt 4918 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0894P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6843 _refine_ls_number_parameters 345 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0757 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1583 _refine_ls_wR_factor_gt 0.1271 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.055 _refine_ls_shift/su_mean 0.001 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 N1 N 0.0002(2) 0.85631(16) 0.48801(15) 0.0188(4) Uani 1 1 d . . . N2 N 0.1041(2) 0.84806(15) 0.39068(15) 0.0172(4) Uani 1 1 d . . . N3 N 0.3931(2) 0.86711(16) 0.26396(16) 0.0212(4) Uani 1 1 d . . . H3 H 0.3467 0.8390 0.3383 0.025 Uiso 1 1 calc R . . N4 N 0.3965(3) 1.42849(19) 0.13345(19) 0.0343(5) Uani 1 1 d . . . O1 O -0.0303(2) 0.85153(16) 0.68590(15) 0.0345(4) Uani 1 1 d . . . O2 O 0.2185(2) 0.92544(14) 0.53624(15) 0.0290(4) Uani 1 1 d . . . O3 O 0.62761(19) 0.90522(15) 0.31263(15) 0.0291(4) Uani 1 1 d . . . O4 O 0.63566(18) 0.93272(15) 0.10983(15) 0.0271(4) Uani 1 1 d . . . O5 O 0.4611(3) 1.48655(17) 0.1699(2) 0.0497(6) Uani 1 1 d . . . O6 O 0.3021(3) 1.46466(19) 0.0789(2) 0.0555(6) Uani 1 1 d . . . S1 S 0.08877(7) 0.84415(5) 0.58990(5) 0.02214(14) Uani 1 1 d . . . S2 S 0.55787(6) 0.94098(5) 0.21965(5) 0.02033(14) Uani 1 1 d . . . C1 C -0.1630(2) 0.81582(19) 0.52043(19) 0.0210(4) Uani 1 1 d . . . H1A H -0.2078 0.8560 0.4556 0.025 Uiso 1 1 calc R . . H1B H -0.2203 0.8361 0.5878 0.025 Uiso 1 1 calc R . . C2 C -0.1827(3) 0.6902(2) 0.54937(19) 0.0239(5) Uani 1 1 d . . . C3 C -0.1883(3) 0.5893(2) 0.5745(2) 0.0252(5) Uani 1 1 d . . . C4 C -0.1899(3) 0.4630(2) 0.6088(3) 0.0366(6) Uani 1 1 d . . . H4A H -0.1159 0.4336 0.6542 0.055 Uiso 1 1 calc R . . H4B H -0.1613 0.4418 0.5396 0.055 Uiso 1 1 calc R . . H4C H -0.2934 0.4298 0.6553 0.055 Uiso 1 1 calc R . . C5 C 0.0578(2) 0.83176(18) 0.31075(17) 0.0183(4) Uani 1 1 d . . . H5A H -0.0493 0.8226 0.3189 0.022 Uiso 1 1 calc R . . C6 C 0.1715(2) 0.82747(17) 0.20682(17) 0.0170(4) Uani 1 1 d . . . C7 C 0.3243(2) 0.84763(18) 0.18623(18) 0.0188(4) Uani 1 1 d . . . H7 H 0.3893 0.8486 0.1141 0.023 Uiso 1 1 calc R . . C8 C 0.1156(2) 0.80023(18) 0.11940(17) 0.0175(4) Uani 1 1 d . . . C9 C 0.1891(2) 0.72181(19) 0.06937(18) 0.0205(4) Uani 1 1 d . . . H9 H 0.2733 0.6831 0.0939 0.025 Uiso 1 1 calc R . . C10 C 0.1409(3) 0.6996(2) -0.01558(19) 0.0242(5) Uani 1 1 d . . . H10 H 0.1922 0.6463 -0.0489 0.029 Uiso 1 1 calc R . . C11 C 0.0180(3) 0.7553(2) -0.0515(2) 0.0305(5) Uani 1 1 d . . . H11 H -0.0152 0.7406 -0.1098 0.037 Uiso 1 1 calc R . . C12 C -0.0566(3) 0.8329(2) -0.0021(2) 0.0315(6) Uani 1 1 d . . . H12 H -0.1407 0.8716 -0.0272 0.038 Uiso 1 1 calc R . . C13 C -0.0096(3) 0.8546(2) 0.08365(19) 0.0248(5) Uani 1 1 d . . . H13 H -0.0629 0.9065 0.1180 0.030 Uiso 1 1 calc R . . C14 C 0.1622(3) 0.70662(19) 0.62765(18) 0.0206(4) Uani 1 1 d . . . C15 C 0.0715(3) 0.6136(2) 0.7157(2) 0.0266(5) Uani 1 1 d . . . H15 H -0.0300 0.6240 0.7554 0.032 Uiso 1 1 calc R . . C16 C 0.1312(3) 0.5064(2) 0.7441(2) 0.0308(5) Uani 1 1 d . . . H16 H 0.0697 0.4432 0.8042 0.037 Uiso 1 1 calc R . . C17 C 0.2783(3) 0.4889(2) 0.6872(2) 0.0270(5) Uani 1 1 d . . . C18 C 0.3687(3) 0.5822(2) 0.6004(2) 0.0255(5) Uani 1 1 d . . . H18 H 0.4705 0.5713 0.5617 0.031 Uiso 1 1 calc R . . C19 C 0.3116(3) 0.69135(19) 0.56975(19) 0.0224(4) Uani 1 1 d . . . H19 H 0.3736 0.7546 0.5102 0.027 Uiso 1 1 calc R . . C20 C 0.3423(3) 0.3703(2) 0.7181(3) 0.0406(7) Uani 1 1 d . . . H20A H 0.3137 0.3325 0.8022 0.061 Uiso 1 1 calc R . . H20B H 0.4548 0.3778 0.6884 0.061 Uiso 1 1 calc R . . H20C H 0.2996 0.3241 0.6836 0.061 Uiso 1 1 calc R . . C21 C 0.5083(2) 1.08465(19) 0.19677(19) 0.0194(4) Uani 1 1 d . . . C22 C 0.4279(3) 1.1359(2) 0.11509(19) 0.0234(5) Uani 1 1 d . . . H22 H 0.4004 1.0939 0.0730 0.028 Uiso 1 1 calc R . . C23 C 0.3887(3) 1.2483(2) 0.0958(2) 0.0266(5) Uani 1 1 d . . . H23 H 0.3317 1.2846 0.0419 0.032 Uiso 1 1 calc R . . C24 C 0.4343(3) 1.3066(2) 0.1569(2) 0.0250(5) Uani 1 1 d . . . C25 C 0.5132(3) 1.2588(2) 0.2368(2) 0.0285(5) Uani 1 1 d . . . H25 H 0.5428 1.3025 0.2764 0.034 Uiso 1 1 calc R . . C26 C 0.5503(3) 1.1441(2) 0.2594(2) 0.0259(5) Uani 1 1 d . . . H26 H 0.6029 1.1075 0.3163 0.031 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 N1 0.0203(8) 0.0204(9) 0.0164(8) -0.0076(7) -0.0047(7) 0.0027(7) N2 0.0193(8) 0.0161(8) 0.0157(8) -0.0056(7) -0.0043(7) 0.0022(7) N3 0.0198(9) 0.0253(10) 0.0184(9) -0.0060(7) -0.0065(7) -0.0026(7) N4 0.0377(12) 0.0261(11) 0.0334(12) -0.0096(9) -0.0017(10) 0.0059(9) O1 0.0464(11) 0.0405(11) 0.0222(8) -0.0171(8) -0.0126(8) 0.0183(9) O2 0.0383(10) 0.0205(8) 0.0378(10) -0.0129(7) -0.0227(8) 0.0030(7) O3 0.0285(8) 0.0273(9) 0.0401(10) -0.0125(8) -0.0230(8) 0.0065(7) O4 0.0187(7) 0.0317(9) 0.0338(9) -0.0176(7) -0.0038(7) 0.0022(7) O5 0.0643(14) 0.0271(10) 0.0628(14) -0.0221(10) -0.0170(12) 0.0020(10) O6 0.0704(15) 0.0367(12) 0.0690(16) -0.0199(11) -0.0361(13) 0.0281(11) S1 0.0313(3) 0.0205(3) 0.0200(3) -0.0099(2) -0.0127(2) 0.0069(2) S2 0.0160(2) 0.0218(3) 0.0269(3) -0.0106(2) -0.0093(2) 0.00325(19) C1 0.0189(10) 0.0213(10) 0.0210(10) -0.0060(8) -0.0048(8) 0.0028(8) C2 0.0219(10) 0.0267(12) 0.0218(11) -0.0071(9) -0.0055(9) -0.0006(9) C3 0.0251(11) 0.0242(12) 0.0258(11) -0.0075(9) -0.0071(9) -0.0002(9) C4 0.0435(15) 0.0207(12) 0.0434(15) -0.0060(11) -0.0146(13) -0.0025(11) C5 0.0194(10) 0.0174(10) 0.0185(10) -0.0050(8) -0.0073(8) 0.0022(8) C6 0.0203(9) 0.0147(9) 0.0162(9) -0.0048(8) -0.0060(8) 0.0012(8) C7 0.0199(10) 0.0197(10) 0.0172(10) -0.0059(8) -0.0061(8) -0.0007(8) C8 0.0183(9) 0.0182(10) 0.0146(9) -0.0039(8) -0.0042(8) -0.0007(8) C9 0.0185(10) 0.0212(10) 0.0212(10) -0.0069(8) -0.0051(8) -0.0006(8) C10 0.0273(11) 0.0281(12) 0.0182(10) -0.0110(9) -0.0044(9) 0.0020(9) C11 0.0295(12) 0.0457(15) 0.0209(11) -0.0149(11) -0.0101(9) 0.0009(11) C12 0.0263(12) 0.0475(16) 0.0282(12) -0.0171(11) -0.0154(10) 0.0116(11) C13 0.0230(11) 0.0325(13) 0.0229(11) -0.0126(10) -0.0097(9) 0.0074(9) C14 0.0277(11) 0.0186(10) 0.0182(10) -0.0055(8) -0.0118(9) 0.0024(8) C15 0.0265(11) 0.0299(12) 0.0210(11) -0.0051(9) -0.0072(9) 0.0002(9) C16 0.0330(13) 0.0245(12) 0.0277(12) 0.0021(10) -0.0108(10) -0.0047(10) C17 0.0305(12) 0.0205(11) 0.0305(12) -0.0057(9) -0.0135(10) 0.0033(9) C18 0.0261(11) 0.0229(11) 0.0277(12) -0.0077(9) -0.0094(9) 0.0028(9) C19 0.0277(11) 0.0208(10) 0.0188(10) -0.0042(8) -0.0101(9) 0.0002(9) C20 0.0438(15) 0.0209(12) 0.0518(17) -0.0059(12) -0.0141(13) 0.0071(11) C21 0.0153(9) 0.0219(10) 0.0222(10) -0.0092(8) -0.0049(8) 0.0009(8) C22 0.0215(10) 0.0281(12) 0.0238(11) -0.0112(9) -0.0087(9) 0.0020(9) C23 0.0247(11) 0.0281(12) 0.0268(12) -0.0075(10) -0.0101(9) 0.0060(9) C24 0.0236(11) 0.0216(11) 0.0257(11) -0.0087(9) -0.0002(9) 0.0039(9) C25 0.0334(12) 0.0272(12) 0.0286(12) -0.0149(10) -0.0074(10) -0.0002(10) C26 0.0276(11) 0.0264(12) 0.0263(12) -0.0097(10) -0.0110(9) 0.0011(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 N1 N2 1.380(2) . ? N1 C1 1.476(3) . ? N1 S1 1.6688(18) . ? N2 C5 1.284(3) . ? N3 C7 1.397(3) . ? N3 S2 1.6339(19) . ? N3 H3 0.8800 . ? N4 O6 1.220(3) . ? N4 O5 1.222(3) . ? N4 C24 1.482(3) . ? O1 S1 1.4292(18) . ? O2 S1 1.4296(18) . ? O3 S2 1.4246(17) . ? O4 S2 1.4335(17) . ? S1 C14 1.760(2) . ? S2 C21 1.765(2) . ? C1 C2 1.480(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.180(3) . ? C3 C4 1.473(3) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.465(3) . ? C5 H5A 0.9500 . ? C6 C7 1.348(3) . ? C6 C8 1.486(3) . ? C7 H7 0.9500 . ? C8 C13 1.394(3) . ? C8 C9 1.398(3) . ? C9 C10 1.388(3) . ? C9 H9 0.9500 . ? C10 C11 1.382(3) . ? C10 H10 0.9500 . ? C11 C12 1.389(4) . ? C11 H11 0.9500 . ? C12 C13 1.389(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C19 1.395(3) . ? C14 C15 1.398(3) . ? C15 C16 1.381(3) . ? C15 H15 0.9500 . ? C16 C17 1.382(4) . ? C16 H16 0.9500 . ? C17 C18 1.393(3) . ? C17 C20 1.520(3) . ? C18 C19 1.393(3) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C26 1.391(3) . ? C21 C22 1.391(3) . ? C22 C23 1.380(3) . ? C22 H22 0.9500 . ? C23 C24 1.378(4) . ? C23 H23 0.9500 . ? C24 C25 1.359(3) . ? C25 C26 1.397(3) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? 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 C1 121.35(17) . . ? N2 N1 S1 110.32(13) . . ? C1 N1 S1 120.23(14) . . ? C5 N2 N1 120.99(18) . . ? C7 N3 S2 121.38(15) . . ? C7 N3 H3 119.3 . . ? S2 N3 H3 119.3 . . ? O6 N4 O5 124.0(2) . . ? O6 N4 C24 117.7(2) . . ? O5 N4 C24 118.3(2) . . ? O1 S1 O2 121.19(12) . . ? O1 S1 N1 104.90(10) . . ? O2 S1 N1 106.19(10) . . ? O1 S1 C14 109.32(11) . . ? O2 S1 C14 106.82(11) . . ? N1 S1 C14 107.75(10) . . ? O3 S2 O4 120.90(10) . . ? O3 S2 N3 107.35(10) . . ? O4 S2 N3 106.69(10) . . ? O3 S2 C21 108.04(11) . . ? O4 S2 C21 108.00(10) . . ? N3 S2 C21 104.75(10) . . ? N1 C1 C2 112.65(18) . . ? N1 C1 H1A 109.1 . . ? C2 C1 H1A 109.1 . . ? N1 C1 H1B 109.1 . . ? C2 C1 H1B 109.1 . . ? H1A C1 H1B 107.8 . . ? C3 C2 C1 175.1(2) . . ? C2 C3 C4 177.4(3) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 119.39(19) . . ? N2 C5 H5A 120.3 . . ? C6 C5 H5A 120.3 . . ? C7 C6 C5 123.3(2) . . ? C7 C6 C8 118.36(19) . . ? C5 C6 C8 118.35(18) . . ? C6 C7 N3 124.3(2) . . ? C6 C7 H7 117.9 . . ? N3 C7 H7 117.9 . . ? C13 C8 C9 118.5(2) . . ? C13 C8 C6 120.5(2) . . ? C9 C8 C6 121.00(19) . . ? C10 C9 C8 121.1(2) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C11 C10 C9 119.8(2) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 119.7(2) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C13 C12 C11 120.6(2) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C8 120.2(2) . . ? C12 C13 H13 119.9 . . ? C8 C13 H13 119.9 . . ? C19 C14 C15 120.3(2) . . ? C19 C14 S1 119.57(17) . . ? C15 C14 S1 120.12(18) . . ? C16 C15 C14 119.3(2) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? C15 C16 C17 121.5(2) . . ? C15 C16 H16 119.3 . . ? C17 C16 H16 119.3 . . ? C16 C17 C18 119.0(2) . . ? C16 C17 C20 121.1(2) . . ? C18 C17 C20 119.9(2) . . ? C19 C18 C17 120.8(2) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C18 C19 C14 119.1(2) . . ? C18 C19 H19 120.4 . . ? C14 C19 H19 120.4 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C26 C21 C22 121.6(2) . . ? C26 C21 S2 119.89(17) . . ? C22 C21 S2 118.52(17) . . ? C23 C22 C21 119.3(2) . . ? C23 C22 H22 120.4 . . ? C21 C22 H22 120.4 . . ? C24 C23 C22 118.3(2) . . ? C24 C23 H23 120.8 . . ? C22 C23 H23 120.8 . . ? C25 C24 C23 123.6(2) . . ? C25 C24 N4 118.1(2) . . ? C23 C24 N4 118.3(2) . . ? C24 C25 C26 118.8(2) . . ? C24 C25 H25 120.6 . . ? C26 C25 H25 120.6 . . ? C21 C26 C25 118.4(2) . . ? C21 C26 H26 120.8 . . ? C25 C26 H26 120.8 . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.616 _refine_diff_density_min -0.557 _refine_diff_density_rms 0.090 data_cd211427 _database_code_depnum_ccdc_archive 'CCDC 848929' #TrackingRef 'cd211427.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H24 N4 O6 S2' _chemical_formula_weight 552.61 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.682(2) _cell_length_b 10.655(2) _cell_length_c 15.011(3) _cell_angle_alpha 107.220(4) _cell_angle_beta 96.011(4) _cell_angle_gamma 110.395(3) _cell_volume 1348.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2209 _cell_measurement_theta_min 4.615 _cell_measurement_theta_max 47.522 _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.276 _exptl_crystal_size_mid 0.165 _exptl_crystal_size_min 0.137 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 0.245 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.45306 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 7062 _diffrn_reflns_av_R_equivalents 0.0257 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5126 _reflns_number_gt 3767 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0846P)^2^+0.4419P] 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 5126 _refine_ls_number_parameters 345 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0767 _refine_ls_R_factor_gt 0.0563 _refine_ls_wR_factor_ref 0.1643 _refine_ls_wR_factor_gt 0.1491 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.066 _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 S1 S 0.76657(8) 0.68007(8) 1.01927(5) 0.0479(2) Uani 1 1 d . . . S2 S 0.64380(9) 0.00487(8) 0.69355(5) 0.0551(2) Uani 1 1 d . . . N1 N 0.7059(2) 0.2300(2) 0.83959(15) 0.0445(5) Uani 1 1 d . . . N2 N 0.5999(2) 0.1376(3) 0.75537(16) 0.0520(6) Uani 1 1 d . . . N3 N 0.8367(2) 0.5718(2) 1.04633(15) 0.0416(5) Uani 1 1 d . . . N4 N 1.2438(6) 0.9492(4) 0.8309(3) 0.0950(12) Uani 1 1 d . . . O1 O 0.6257(2) 0.6062(3) 0.94863(18) 0.0702(6) Uani 1 1 d . . . O2 O 0.7722(3) 0.7795(2) 1.10984(16) 0.0668(6) Uani 1 1 d . . . O3 O 0.5103(3) -0.0900(2) 0.61892(15) 0.0727(7) Uani 1 1 d . . . O4 O 0.7019(3) -0.0458(2) 0.76090(16) 0.0698(6) Uani 1 1 d . . . O5 O 1.1979(5) 0.9377(3) 0.7470(3) 0.1221(13) Uani 1 1 d . . . O6 O 1.3731(4) 1.0023(4) 0.8749(3) 0.1226(14) Uani 1 1 d U . . C1 C 0.7367(3) 0.4592(3) 1.07960(19) 0.0420(6) Uani 1 1 d . . . H1 H 0.6301 0.4459 1.0695 0.050 Uiso 1 1 calc R . . C2 C 0.7905(3) 0.4159(3) 0.98873(18) 0.0410(6) Uani 1 1 d . . . H2 H 0.8719 0.3826 0.9966 0.049 Uiso 1 1 calc R . . C3 C 0.6822(3) 0.3350(3) 0.89519(19) 0.0454(6) Uani 1 1 d . . . H3 H 0.6019 0.3579 0.8772 0.054 Uiso 1 1 calc R . . C4 C 0.4745(3) 0.1686(4) 0.7155(2) 0.0586(8) Uani 1 1 d . . . H4A H 0.4068 0.0847 0.6612 0.070 Uiso 1 1 calc R . . H4B H 0.4174 0.1863 0.7637 0.070 Uiso 1 1 calc R . . C5 C 0.5253(4) 0.2931(5) 0.6841(2) 0.0723(10) Uani 1 1 d . . . C6 C 0.5585(4) 0.3894(6) 0.6571(3) 0.0970(15) Uani 1 1 d . . . C7 C 0.6003(6) 0.5123(7) 0.6208(4) 0.148(2) Uani 1 1 d U . . H7A H 0.5908 0.4762 0.5528 0.222 Uiso 1 1 calc R . . H7B H 0.7030 0.5782 0.6520 0.222 Uiso 1 1 calc R . . H7C H 0.5337 0.5608 0.6346 0.222 Uiso 1 1 calc R . . C8 C 0.7996(3) 0.4514(3) 1.17180(19) 0.0441(6) Uani 1 1 d . . . C9 C 0.6996(4) 0.3757(3) 1.2166(2) 0.0591(8) Uani 1 1 d . . . H9 H 0.5960 0.3327 1.1895 0.071 Uiso 1 1 calc R . . C10 C 0.7567(5) 0.3650(4) 1.3028(2) 0.0742(10) Uani 1 1 d . . . H10 H 0.6906 0.3141 1.3326 0.089 Uiso 1 1 calc R . . C11 C 0.9096(5) 0.4291(4) 1.3434(2) 0.0763(11) Uani 1 1 d . . . H11 H 0.9466 0.4220 1.4006 0.092 Uiso 1 1 calc R . . C12 C 1.0087(4) 0.5046(4) 1.2990(2) 0.0696(9) Uani 1 1 d . . . H12 H 1.1121 0.5486 1.3267 0.084 Uiso 1 1 calc R . . C13 C 0.9539(3) 0.5144(3) 1.2135(2) 0.0529(7) Uani 1 1 d . . . H13 H 1.0211 0.5637 1.1835 0.063 Uiso 1 1 calc R . . C14 C 0.9079(3) 0.7671(3) 0.9663(2) 0.0445(6) Uani 1 1 d . . . C15 C 1.0555(3) 0.8428(3) 1.0194(2) 0.0520(7) Uani 1 1 d . . . H15 H 1.0801 0.8525 1.0833 0.062 Uiso 1 1 calc R . . C16 C 1.1674(4) 0.9049(4) 0.9752(3) 0.0669(9) Uani 1 1 d . . . H16 H 1.2683 0.9552 1.0083 0.080 Uiso 1 1 calc R . . C17 C 1.1219(5) 0.8884(3) 0.8794(3) 0.0642(9) Uani 1 1 d . . . C18 C 0.9754(5) 0.8185(4) 0.8281(3) 0.0745(10) Uani 1 1 d . . . H18 H 0.9493 0.8136 0.7653 0.089 Uiso 1 1 calc R . . C19 C 0.8667(4) 0.7549(4) 0.8719(2) 0.0647(9) Uani 1 1 d . . . H19 H 0.7661 0.7041 0.8382 0.078 Uiso 1 1 calc R . . C20 C 0.7908(3) 0.0789(3) 0.64004(19) 0.0505(7) Uani 1 1 d . . . C21 C 0.9399(3) 0.1110(3) 0.6804(2) 0.0588(8) Uani 1 1 d . . . H21 H 0.9641 0.0962 0.7370 0.071 Uiso 1 1 calc R . . C22 C 1.0531(4) 0.1654(4) 0.6355(3) 0.0676(9) Uani 1 1 d . . . H22 H 1.1531 0.1868 0.6628 0.081 Uiso 1 1 calc R . . C23 C 1.0202(4) 0.1887(3) 0.5506(2) 0.0593(8) Uani 1 1 d . . . C24 C 0.8692(4) 0.1551(4) 0.5116(2) 0.0609(8) Uani 1 1 d . . . H24 H 0.8446 0.1689 0.4547 0.073 Uiso 1 1 calc R . . C25 C 0.7545(3) 0.1015(3) 0.5555(2) 0.0569(8) Uani 1 1 d . . . H25 H 0.6545 0.0809 0.5287 0.068 Uiso 1 1 calc R . . C26 C 1.1437(4) 0.2487(4) 0.5024(3) 0.0831(12) Uani 1 1 d . . . H26A H 1.1002 0.2264 0.4363 0.125 Uiso 1 1 calc R . . H26B H 1.2165 0.2070 0.5063 0.125 Uiso 1 1 calc R . . H26C H 1.1930 0.3508 0.5340 0.125 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 S1 0.0410(4) 0.0561(4) 0.0644(5) 0.0314(4) 0.0222(3) 0.0289(3) S2 0.0546(5) 0.0545(5) 0.0442(4) 0.0135(3) 0.0056(3) 0.0133(3) N1 0.0332(11) 0.0544(13) 0.0421(12) 0.0194(11) 0.0084(9) 0.0115(10) N2 0.0393(12) 0.0675(16) 0.0411(12) 0.0148(12) 0.0051(10) 0.0172(11) N3 0.0378(11) 0.0441(12) 0.0507(13) 0.0229(10) 0.0155(10) 0.0187(9) N4 0.143(4) 0.068(2) 0.127(3) 0.062(2) 0.093(3) 0.063(2) O1 0.0420(11) 0.0815(16) 0.1035(18) 0.0494(14) 0.0133(12) 0.0308(11) O2 0.0850(16) 0.0697(14) 0.0798(15) 0.0389(12) 0.0499(13) 0.0511(13) O3 0.0633(14) 0.0656(14) 0.0566(13) 0.0105(11) 0.0036(11) 0.0008(11) O4 0.0865(16) 0.0664(14) 0.0601(13) 0.0286(11) 0.0118(12) 0.0314(13) O5 0.197(4) 0.089(2) 0.111(2) 0.057(2) 0.105(3) 0.055(2) O6 0.096(2) 0.121(3) 0.218(4) 0.109(3) 0.098(3) 0.062(2) C1 0.0303(12) 0.0488(15) 0.0511(15) 0.0217(13) 0.0145(11) 0.0158(11) C2 0.0340(13) 0.0454(14) 0.0466(14) 0.0177(12) 0.0101(11) 0.0179(11) C3 0.0345(13) 0.0585(17) 0.0492(15) 0.0253(14) 0.0112(12) 0.0201(12) C4 0.0404(15) 0.080(2) 0.0530(17) 0.0275(16) 0.0051(13) 0.0202(15) C5 0.0462(18) 0.116(3) 0.061(2) 0.051(2) 0.0049(15) 0.0251(19) C6 0.063(2) 0.147(4) 0.096(3) 0.087(3) 0.004(2) 0.026(2) C7 0.119(4) 0.190(5) 0.158(5) 0.137(4) 0.006(3) 0.032(4) C8 0.0494(15) 0.0408(14) 0.0459(15) 0.0162(12) 0.0155(12) 0.0204(12) C9 0.0616(19) 0.0622(19) 0.0576(18) 0.0270(15) 0.0240(15) 0.0219(15) C10 0.110(3) 0.072(2) 0.061(2) 0.0357(18) 0.041(2) 0.043(2) C11 0.120(3) 0.073(2) 0.0473(18) 0.0217(17) 0.011(2) 0.053(2) C12 0.077(2) 0.065(2) 0.064(2) 0.0170(17) -0.0033(18) 0.0347(18) C13 0.0508(17) 0.0515(16) 0.0570(17) 0.0199(14) 0.0114(14) 0.0210(14) C14 0.0490(15) 0.0458(15) 0.0513(16) 0.0246(13) 0.0186(13) 0.0252(12) C15 0.0523(17) 0.0553(17) 0.0596(18) 0.0299(15) 0.0177(14) 0.0251(14) C16 0.0529(18) 0.0593(19) 0.105(3) 0.0413(19) 0.0322(19) 0.0274(15) C17 0.096(3) 0.0543(18) 0.080(2) 0.0435(18) 0.059(2) 0.0469(19) C18 0.104(3) 0.073(2) 0.062(2) 0.0364(19) 0.033(2) 0.039(2) C19 0.072(2) 0.070(2) 0.0555(19) 0.0289(16) 0.0151(16) 0.0264(17) C20 0.0474(16) 0.0554(17) 0.0409(15) 0.0092(13) 0.0071(12) 0.0191(13) C21 0.0561(18) 0.071(2) 0.0483(17) 0.0147(15) 0.0060(14) 0.0314(16) C22 0.0509(18) 0.077(2) 0.070(2) 0.0111(18) 0.0098(16) 0.0338(17) C23 0.0557(18) 0.0543(18) 0.0602(19) 0.0068(15) 0.0211(15) 0.0222(14) C24 0.0607(19) 0.069(2) 0.0478(17) 0.0184(15) 0.0121(15) 0.0224(16) C25 0.0451(16) 0.069(2) 0.0455(16) 0.0135(15) 0.0035(13) 0.0176(14) C26 0.067(2) 0.078(2) 0.095(3) 0.016(2) 0.038(2) 0.0239(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 O1 1.435(2) . ? S1 O2 1.437(2) . ? S1 N3 1.650(2) . ? S1 C14 1.774(3) . ? S2 O4 1.430(2) . ? S2 O3 1.436(2) . ? S2 N2 1.663(3) . ? S2 C20 1.768(3) . ? N1 C3 1.291(4) . ? N1 N2 1.381(3) . ? N2 C4 1.478(4) . ? N3 C2 1.502(3) . ? N3 C1 1.507(3) . ? N4 O6 1.198(5) . ? N4 O5 1.245(5) . ? N4 C17 1.506(4) . ? C1 C8 1.490(4) . ? C1 C2 1.513(3) . ? C1 H1 0.9800 . ? C2 C3 1.469(4) . ? C2 H2 0.9800 . ? C3 H3 0.9300 . ? C4 C5 1.479(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.168(5) . ? C6 C7 1.507(6) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C13 1.389(4) . ? C8 C9 1.397(4) . ? C9 C10 1.406(5) . ? C9 H9 0.9300 . ? C10 C11 1.374(5) . ? C10 H10 0.9300 . ? C11 C12 1.388(5) . ? C11 H11 0.9300 . ? C12 C13 1.384(4) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.380(4) . ? C14 C19 1.385(4) . ? C15 C16 1.401(4) . ? C15 H15 0.9300 . ? C16 C17 1.399(5) . ? C16 H16 0.9300 . ? C17 C18 1.362(5) . ? C18 C19 1.383(5) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.384(4) . ? C20 C25 1.393(4) . ? C21 C22 1.391(5) . ? C21 H21 0.9300 . ? C22 C23 1.395(5) . ? C22 H22 0.9300 . ? C23 C24 1.392(4) . ? C23 C26 1.512(5) . ? C24 C25 1.389(4) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 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 O1 S1 O2 118.43(14) . . ? O1 S1 N3 113.50(13) . . ? O2 S1 N3 105.27(13) . . ? O1 S1 C14 108.15(14) . . ? O2 S1 C14 109.75(14) . . ? N3 S1 C14 100.21(12) . . ? O4 S2 O3 120.21(15) . . ? O4 S2 N2 107.28(13) . . ? O3 S2 N2 104.77(14) . . ? O4 S2 C20 108.24(15) . . ? O3 S2 C20 108.39(14) . . ? N2 S2 C20 107.29(13) . . ? C3 N1 N2 119.5(2) . . ? N1 N2 C4 122.7(2) . . ? N1 N2 S2 113.77(18) . . ? C4 N2 S2 122.6(2) . . ? C2 N3 C1 60.36(16) . . ? C2 N3 S1 126.08(18) . . ? C1 N3 S1 117.40(16) . . ? O6 N4 O5 126.4(4) . . ? O6 N4 C17 118.4(4) . . ? O5 N4 C17 115.2(4) . . ? C8 C1 N3 117.6(2) . . ? C8 C1 C2 123.7(2) . . ? N3 C1 C2 59.67(16) . . ? C8 C1 H1 114.8 . . ? N3 C1 H1 114.8 . . ? C2 C1 H1 114.8 . . ? C3 C2 N3 126.1(2) . . ? C3 C2 C1 120.9(2) . . ? N3 C2 C1 59.97(16) . . ? C3 C2 H2 113.2 . . ? N3 C2 H2 113.2 . . ? C1 C2 H2 113.2 . . ? N1 C3 C2 115.6(2) . . ? N1 C3 H3 122.2 . . ? C2 C3 H3 122.2 . . ? C5 C4 N2 113.7(2) . . ? C5 C4 H4A 108.8 . . ? N2 C4 H4A 108.8 . . ? C5 C4 H4B 108.8 . . ? N2 C4 H4B 108.8 . . ? H4A C4 H4B 107.7 . . ? C6 C5 C4 176.9(4) . . ? C5 C6 C7 179.2(5) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C13 C8 C9 119.2(3) . . ? C13 C8 C1 122.3(2) . . ? C9 C8 C1 118.6(3) . . ? C8 C9 C10 119.5(3) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C11 C10 C9 120.5(3) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 119.9(3) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C13 C12 C11 120.1(3) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C8 120.8(3) . . ? C12 C13 H13 119.6 . . ? C8 C13 H13 119.6 . . ? C15 C14 C19 122.0(3) . . ? C15 C14 S1 119.3(2) . . ? C19 C14 S1 118.7(2) . . ? C14 C15 C16 118.7(3) . . ? C14 C15 H15 120.6 . . ? C16 C15 H15 120.6 . . ? C17 C16 C15 117.6(3) . . ? C17 C16 H16 121.2 . . ? C15 C16 H16 121.2 . . ? C18 C17 C16 123.6(3) . . ? C18 C17 N4 119.0(4) . . ? C16 C17 N4 117.3(4) . . ? C17 C18 C19 118.1(3) . . ? C17 C18 H18 121.0 . . ? C19 C18 H18 121.0 . . ? C18 C19 C14 119.9(3) . . ? C18 C19 H19 120.1 . . ? C14 C19 H19 120.1 . . ? C21 C20 C25 120.4(3) . . ? C21 C20 S2 120.5(2) . . ? C25 C20 S2 119.1(2) . . ? C20 C21 C22 119.4(3) . . ? C20 C21 H21 120.3 . . ? C22 C21 H21 120.3 . . ? C21 C22 C23 121.6(3) . . ? C21 C22 H22 119.2 . . ? C23 C22 H22 119.2 . . ? C24 C23 C22 117.7(3) . . ? C24 C23 C26 120.9(3) . . ? C22 C23 C26 121.4(3) . . ? C25 C24 C23 121.7(3) . . ? C25 C24 H24 119.1 . . ? C23 C24 H24 119.1 . . ? C24 C25 C20 119.2(3) . . ? C24 C25 H25 120.4 . . ? C20 C25 H25 120.4 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 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 C3 N1 N2 C4 12.5(4) . . . . ? C3 N1 N2 S2 -178.0(2) . . . . ? O4 S2 N2 N1 41.9(2) . . . . ? O3 S2 N2 N1 170.72(18) . . . . ? C20 S2 N2 N1 -74.2(2) . . . . ? O4 S2 N2 C4 -148.7(2) . . . . ? O3 S2 N2 C4 -19.8(3) . . . . ? C20 S2 N2 C4 95.2(2) . . . . ? O1 S1 N3 C2 16.5(2) . . . . ? O2 S1 N3 C2 147.5(2) . . . . ? C14 S1 N3 C2 -98.6(2) . . . . ? O1 S1 N3 C1 -55.4(2) . . . . ? O2 S1 N3 C1 75.7(2) . . . . ? C14 S1 N3 C1 -170.44(18) . . . . ? C2 N3 C1 C8 114.9(3) . . . . ? S1 N3 C1 C8 -127.2(2) . . . . ? S1 N3 C1 C2 117.9(2) . . . . ? C1 N3 C2 C3 108.2(3) . . . . ? S1 N3 C2 C3 4.3(4) . . . . ? S1 N3 C2 C1 -103.9(2) . . . . ? C8 C1 C2 C3 138.7(3) . . . . ? N3 C1 C2 C3 -116.6(3) . . . . ? C8 C1 C2 N3 -104.7(3) . . . . ? N2 N1 C3 C2 172.2(2) . . . . ? N3 C2 C3 N1 150.2(2) . . . . ? C1 C2 C3 N1 -136.3(3) . . . . ? N1 N2 C4 C5 65.9(4) . . . . ? S2 N2 C4 C5 -102.6(3) . . . . ? N2 C4 C5 C6 167(9) . . . . ? C4 C5 C6 C7 -53(44) . . . . ? N3 C1 C8 C13 -17.5(4) . . . . ? C2 C1 C8 C13 52.9(4) . . . . ? N3 C1 C8 C9 163.7(2) . . . . ? C2 C1 C8 C9 -125.9(3) . . . . ? C13 C8 C9 C10 0.2(4) . . . . ? C1 C8 C9 C10 179.0(3) . . . . ? C8 C9 C10 C11 0.4(5) . . . . ? C9 C10 C11 C12 -0.3(5) . . . . ? C10 C11 C12 C13 -0.5(5) . . . . ? C11 C12 C13 C8 1.1(5) . . . . ? C9 C8 C13 C12 -0.9(4) . . . . ? C1 C8 C13 C12 -179.7(3) . . . . ? O1 S1 C14 C15 -178.2(2) . . . . ? O2 S1 C14 C15 51.2(3) . . . . ? N3 S1 C14 C15 -59.2(2) . . . . ? O1 S1 C14 C19 0.8(3) . . . . ? O2 S1 C14 C19 -129.7(3) . . . . ? N3 S1 C14 C19 119.8(2) . . . . ? C19 C14 C15 C16 -2.2(4) . . . . ? S1 C14 C15 C16 176.8(2) . . . . ? C14 C15 C16 C17 1.2(4) . . . . ? C15 C16 C17 C18 1.4(5) . . . . ? C15 C16 C17 N4 -177.1(3) . . . . ? O6 N4 C17 C18 -175.2(3) . . . . ? O5 N4 C17 C18 4.4(5) . . . . ? O6 N4 C17 C16 3.4(5) . . . . ? O5 N4 C17 C16 -177.0(3) . . . . ? C16 C17 C18 C19 -2.9(5) . . . . ? N4 C17 C18 C19 175.6(3) . . . . ? C17 C18 C19 C14 1.8(5) . . . . ? C15 C14 C19 C18 0.8(5) . . . . ? S1 C14 C19 C18 -178.2(3) . . . . ? O4 S2 C20 C21 -15.1(3) . . . . ? O3 S2 C20 C21 -146.9(3) . . . . ? N2 S2 C20 C21 100.4(3) . . . . ? O4 S2 C20 C25 163.4(2) . . . . ? O3 S2 C20 C25 31.5(3) . . . . ? N2 S2 C20 C25 -81.1(3) . . . . ? C25 C20 C21 C22 -0.3(5) . . . . ? S2 C20 C21 C22 178.2(2) . . . . ? C20 C21 C22 C23 0.0(5) . . . . ? C21 C22 C23 C24 -0.2(5) . . . . ? C21 C22 C23 C26 179.6(3) . . . . ? C22 C23 C24 C25 0.6(5) . . . . ? C26 C23 C24 C25 -179.2(3) . . . . ? C23 C24 C25 C20 -0.9(5) . . . . ? C21 C20 C25 C24 0.7(5) . . . . ? S2 C20 C25 C24 -177.8(2) . . . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.426 _refine_diff_density_min -0.287 _refine_diff_density_rms 0.055