Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_coden_Cambridge 177 _publ_requested_journal 'Organic & Biomolecular Chemistry' loop_ _publ_author_name 'Shu Tu.' 'Run-Hong Jia.' 'Bo Jiang.' 'Chang-Sheng Yao.' 'Jun-Yong Zhang.' 'Yan Zhang.' _publ_contact_author_name 'Shu-Jiang Tu' _publ_contact_author_address ; Department of Chemistry Xuzhou Normal University Xuzhou P.R. Jiangsu 221116 CHINA ; _publ_contact_author_email LAOTU@XZNU.EDU.CN _publ_section_title ; Efficient and direct synthesis of poly-substituted indeno[1,2-b]quinolines assisted by p-toluene sulphonic acid using high-temperature water and microwave heating via one-pot, three-component reaction ; # Attachment 'the crystal data of 4b.cif' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 617295' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 541-543 _chemical_formula_moiety 'C27 H24 N2 O4' _chemical_formula_sum 'C27 H24 N2 O4' _chemical_formula_weight 440.48 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 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 28.768(5) _cell_length_b 8.9966(12) _cell_length_c 17.703(3) _cell_angle_alpha 90.00 _cell_angle_beta 108.727(4) _cell_angle_gamma 90.00 _cell_volume 4339.2(12) _cell_formula_units_Z 8 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 7420 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 25.3 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.64 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.349 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1856 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.743 _exptl_absorpt_correction_T_max 0.986 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20588 _diffrn_reflns_av_R_equivalents 0.0432 _diffrn_reflns_av_sigmaI/netI 0.0327 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 25.35 _reflns_number_total 3964 _reflns_number_gt 3408 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0380P)^2^+3.8380P] 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 3964 _refine_ls_number_parameters 301 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0758 _refine_ls_R_factor_gt 0.0617 _refine_ls_wR_factor_ref 0.1240 _refine_ls_wR_factor_gt 0.1182 _refine_ls_goodness_of_fit_ref 1.195 _refine_ls_restrained_S_all 1.195 _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 O1 O 0.59592(6) 0.89038(17) 0.38693(10) 0.0477(4) Uani 1 1 d . . . O2 O 0.50781(6) 0.60749(19) 0.10337(10) 0.0494(4) Uani 1 1 d . . . O3 O 0.77112(7) 0.9309(2) 0.19556(11) 0.0615(5) Uani 1 1 d . . . O4 O 0.71474(7) 0.9855(2) 0.08579(11) 0.0634(5) Uani 1 1 d . . . N1 N 0.60501(6) 0.37340(18) 0.34188(10) 0.0314(4) Uani 1 1 d . . . N2 N 0.72809(8) 0.9310(2) 0.15266(12) 0.0441(5) Uani 1 1 d . . . C1 C 0.61193(8) 0.4984(2) 0.39193(12) 0.0315(5) Uani 1 1 d . . . C2 C 0.60067(8) 0.6369(2) 0.36130(12) 0.0324(5) Uani 1 1 d . . . C3 C 0.58334(8) 0.6692(2) 0.27249(13) 0.0349(5) Uani 1 1 d . . . H3A H 0.5558 0.7424 0.2615 0.042 Uiso 1 1 calc R . . C4 C 0.56294(8) 0.5270(2) 0.23072(12) 0.0335(5) Uani 1 1 d . . . C5 C 0.57513(8) 0.3912(2) 0.26412(12) 0.0314(5) Uani 1 1 d . . . C6 C 0.60369(8) 0.7636(2) 0.41412(14) 0.0371(5) Uani 1 1 d . . . C7 C 0.61557(9) 0.7348(3) 0.50178(13) 0.0405(6) Uani 1 1 d . . . H7A H 0.5846 0.7163 0.5134 0.049 Uiso 1 1 calc R . . H7B H 0.6308 0.8251 0.5315 0.049 Uiso 1 1 calc R . . C8 C 0.64990(8) 0.6036(2) 0.53201(12) 0.0347(5) Uani 1 1 d . . . C9 C 0.62795(8) 0.4685(2) 0.48033(12) 0.0359(5) Uani 1 1 d . . . H9A H 0.6526 0.3877 0.4928 0.043 Uiso 1 1 calc R . . H9B H 0.5993 0.4330 0.4946 0.043 Uiso 1 1 calc R . . C10 C 0.52819(8) 0.5094(3) 0.15078(13) 0.0378(5) Uani 1 1 d . . . C11 C 0.52123(8) 0.3458(3) 0.13754(13) 0.0371(5) Uani 1 1 d . . . C12 C 0.49206(8) 0.2698(3) 0.07211(14) 0.0446(6) Uani 1 1 d . . . H12 H 0.4748 0.3208 0.0243 0.053 Uiso 1 1 calc R . . C13 C 0.48846(9) 0.1159(3) 0.07775(15) 0.0475(6) Uani 1 1 d . . . H13 H 0.4684 0.0608 0.0334 0.057 Uiso 1 1 calc R . . C14 C 0.51376(9) 0.0436(3) 0.14703(14) 0.0453(6) Uani 1 1 d . . . H14 H 0.5099 -0.0608 0.1505 0.054 Uiso 1 1 calc R . . C15 C 0.54519(8) 0.1200(3) 0.21289(14) 0.0392(5) Uani 1 1 d . . . H15 H 0.5633 0.0683 0.2599 0.047 Uiso 1 1 calc R . . C16 C 0.54902(8) 0.2722(2) 0.20733(12) 0.0339(5) Uani 1 1 d . . . C17 C 0.62256(8) 0.7353(2) 0.24130(13) 0.0339(5) Uani 1 1 d . . . C18 C 0.67197(8) 0.7356(2) 0.28623(13) 0.0372(5) Uani 1 1 d . . . H18 H 0.6821 0.6921 0.3379 0.045 Uiso 1 1 calc R . . C19 C 0.70670(9) 0.7981(3) 0.25718(13) 0.0393(5) Uani 1 1 d . . . H19 H 0.7405 0.7975 0.2882 0.047 Uiso 1 1 calc R . . C20 C 0.69137(9) 0.8613(2) 0.18234(13) 0.0367(5) Uani 1 1 d . . . C21 C 0.64292(9) 0.8606(2) 0.13516(14) 0.0422(6) Uani 1 1 d . . . H21 H 0.6332 0.9028 0.0832 0.051 Uiso 1 1 calc R . . C22 C 0.60887(9) 0.7973(2) 0.16510(14) 0.0407(6) Uani 1 1 d . . . H22 H 0.5753 0.7959 0.1331 0.049 Uiso 1 1 calc R . . C23 C 0.70126(8) 0.6371(3) 0.52797(14) 0.0426(6) Uani 1 1 d . . . H23A H 0.6995 0.6515 0.4722 0.064 Uiso 1 1 calc R . . H23B H 0.7232 0.5536 0.5507 0.064 Uiso 1 1 calc R . . H23C H 0.7140 0.7276 0.5584 0.064 Uiso 1 1 calc R . . C24 C 0.65375(9) 0.5700(3) 0.61857(13) 0.0450(6) Uani 1 1 d . . . H24A H 0.6665 0.6575 0.6517 0.068 Uiso 1 1 calc R . . H24B H 0.6760 0.4859 0.6380 0.068 Uiso 1 1 calc R . . H24C H 0.6212 0.5452 0.6214 0.068 Uiso 1 1 calc R . . C25 C 0.62573(8) 0.2288(2) 0.37083(12) 0.0337(5) Uani 1 1 d . . . H25 H 0.6055 0.1627 0.3933 0.040 Uiso 1 1 calc R . . C26 C 0.65556(8) 0.1540(3) 0.32669(13) 0.0412(6) Uani 1 1 d . . . H26A H 0.6600 0.2068 0.2804 0.049 Uiso 1 1 calc R . . H26B H 0.6532 0.0445 0.3214 0.049 Uiso 1 1 calc R . . C27 C 0.68037(9) 0.2170(3) 0.40780(14) 0.0439(6) Uani 1 1 d . . . H27A H 0.7000 0.3086 0.4115 0.053 Uiso 1 1 calc R . . H27B H 0.6933 0.1464 0.4525 0.053 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 O1 0.0654(11) 0.0266(9) 0.0567(10) 0.0006(8) 0.0273(9) 0.0058(8) O2 0.0460(10) 0.0522(11) 0.0455(10) 0.0122(8) 0.0082(8) 0.0103(8) O3 0.0612(12) 0.0781(14) 0.0508(11) -0.0066(10) 0.0258(10) -0.0238(11) O4 0.0789(13) 0.0606(12) 0.0618(12) 0.0255(10) 0.0383(11) 0.0033(10) N1 0.0404(10) 0.0255(9) 0.0294(10) 0.0003(7) 0.0125(8) 0.0006(8) N2 0.0663(15) 0.0307(11) 0.0455(13) -0.0029(9) 0.0321(11) -0.0053(10) C1 0.0363(11) 0.0279(11) 0.0341(12) -0.0024(9) 0.0166(10) -0.0023(9) C2 0.0375(12) 0.0281(11) 0.0360(12) 0.0000(9) 0.0180(10) 0.0017(9) C3 0.0407(12) 0.0290(11) 0.0388(12) 0.0047(9) 0.0181(10) 0.0074(10) C4 0.0370(12) 0.0319(12) 0.0353(12) 0.0028(9) 0.0168(10) 0.0034(10) C5 0.0336(11) 0.0327(12) 0.0313(12) -0.0011(9) 0.0150(9) 0.0005(9) C6 0.0388(12) 0.0300(12) 0.0482(14) -0.0019(10) 0.0218(11) 0.0007(10) C7 0.0501(14) 0.0369(13) 0.0409(13) -0.0082(10) 0.0236(11) -0.0024(11) C8 0.0458(13) 0.0310(12) 0.0316(12) -0.0043(9) 0.0186(10) -0.0062(10) C9 0.0476(13) 0.0319(12) 0.0311(12) -0.0008(9) 0.0166(10) -0.0064(10) C10 0.0344(12) 0.0449(14) 0.0363(13) 0.0047(11) 0.0146(10) 0.0062(11) C11 0.0323(11) 0.0445(14) 0.0364(13) -0.0007(10) 0.0136(10) 0.0008(10) C12 0.0340(12) 0.0609(17) 0.0375(13) -0.0026(12) 0.0095(11) 0.0028(12) C13 0.0395(13) 0.0570(17) 0.0457(15) -0.0164(12) 0.0132(11) -0.0038(12) C14 0.0429(13) 0.0449(14) 0.0497(15) -0.0125(12) 0.0173(12) -0.0058(12) C15 0.0403(13) 0.0385(13) 0.0406(13) -0.0071(10) 0.0154(11) -0.0021(11) C16 0.0330(11) 0.0384(13) 0.0340(12) -0.0041(9) 0.0158(10) -0.0008(10) C17 0.0450(13) 0.0233(11) 0.0379(13) 0.0008(9) 0.0196(10) 0.0052(10) C18 0.0485(13) 0.0334(12) 0.0338(12) 0.0030(9) 0.0191(11) 0.0033(11) C19 0.0474(13) 0.0381(13) 0.0359(13) -0.0019(10) 0.0184(11) 0.0000(11) C20 0.0536(14) 0.0235(11) 0.0408(13) -0.0016(9) 0.0259(11) -0.0007(10) C21 0.0603(16) 0.0317(13) 0.0393(13) 0.0104(10) 0.0225(12) 0.0054(11) C22 0.0464(13) 0.0358(13) 0.0410(13) 0.0063(10) 0.0154(11) 0.0055(11) C23 0.0432(13) 0.0475(14) 0.0394(13) -0.0025(11) 0.0166(11) -0.0079(11) C24 0.0574(15) 0.0460(14) 0.0366(13) -0.0057(11) 0.0220(11) -0.0090(12) C25 0.0418(12) 0.0232(11) 0.0369(12) 0.0022(9) 0.0137(10) 0.0021(9) C26 0.0476(14) 0.0350(13) 0.0427(14) -0.0017(10) 0.0170(11) 0.0057(11) C27 0.0435(13) 0.0434(14) 0.0418(14) 0.0014(11) 0.0096(11) 0.0056(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 O1 C6 1.230(3) . ? O2 C10 1.229(3) . ? O3 N2 1.227(3) . ? O4 N2 1.223(3) . ? N1 C5 1.378(3) . ? N1 C1 1.406(3) . ? N1 C25 1.454(3) . ? N2 C20 1.463(3) . ? C1 C2 1.356(3) . ? C1 C9 1.507(3) . ? C2 C6 1.459(3) . ? C2 C3 1.517(3) . ? C3 C4 1.500(3) . ? C3 C17 1.527(3) . ? C3 H3A 1.0000 . ? C4 C5 1.354(3) . ? C4 C10 1.456(3) . ? C5 C16 1.495(3) . ? C6 C7 1.500(3) . ? C7 C8 1.522(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.530(3) . ? C8 C24 1.531(3) . ? C8 C23 1.532(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.494(3) . ? C11 C12 1.374(3) . ? C11 C16 1.403(3) . ? C12 C13 1.395(4) . ? C12 H12 0.9500 . ? C13 C14 1.372(3) . ? C13 H13 0.9500 . ? C14 C15 1.404(3) . ? C14 H14 0.9500 . ? C15 C16 1.381(3) . ? C15 H15 0.9500 . ? C17 C18 1.388(3) . ? C17 C22 1.395(3) . ? C18 C19 1.382(3) . ? C18 H18 0.9500 . ? C19 C20 1.377(3) . ? C19 H19 0.9500 . ? C20 C21 1.376(3) . ? C21 C22 1.378(3) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.493(3) . ? C25 C27 1.500(3) . ? C25 H25 1.0000 . ? C26 C27 1.495(3) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? 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 C5 N1 C1 116.97(17) . . ? C5 N1 C25 120.62(17) . . ? C1 N1 C25 122.31(17) . . ? O4 N2 O3 122.7(2) . . ? O4 N2 C20 118.7(2) . . ? O3 N2 C20 118.6(2) . . ? C2 C1 N1 121.05(19) . . ? C2 C1 C9 122.25(19) . . ? N1 C1 C9 116.47(17) . . ? C1 C2 C6 120.27(19) . . ? C1 C2 C3 123.18(19) . . ? C6 C2 C3 116.53(18) . . ? C4 C3 C2 107.09(17) . . ? C4 C3 C17 111.81(17) . . ? C2 C3 C17 114.47(18) . . ? C4 C3 H3A 107.7 . . ? C2 C3 H3A 107.7 . . ? C17 C3 H3A 107.7 . . ? C5 C4 C10 109.07(19) . . ? C5 C4 C3 123.33(19) . . ? C10 C4 C3 127.60(19) . . ? C4 C5 N1 122.12(19) . . ? C4 C5 C16 110.41(18) . . ? N1 C5 C16 127.32(19) . . ? O1 C6 C2 120.5(2) . . ? O1 C6 C7 121.1(2) . . ? C2 C6 C7 118.36(19) . . ? C6 C7 C8 113.83(18) . . ? C6 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? C6 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C7 C8 C9 108.01(18) . . ? C7 C8 C24 109.58(18) . . ? C9 C8 C24 108.98(18) . . ? C7 C8 C23 110.96(18) . . ? C9 C8 C23 110.33(18) . . ? C24 C8 C23 108.95(19) . . ? C1 C9 C8 114.13(17) . . ? C1 C9 H9A 108.7 . . ? C8 C9 H9A 108.7 . . ? C1 C9 H9B 108.7 . . ? C8 C9 H9B 108.7 . . ? H9A C9 H9B 107.6 . . ? O2 C10 C4 127.9(2) . . ? O2 C10 C11 126.1(2) . . ? C4 C10 C11 105.99(19) . . ? C12 C11 C16 121.9(2) . . ? C12 C11 C10 129.6(2) . . ? C16 C11 C10 108.47(19) . . ? C11 C12 C13 118.2(2) . . ? C11 C12 H12 120.9 . . ? C13 C12 H12 120.9 . . ? C14 C13 C12 120.3(2) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C15 121.7(2) . . ? C13 C14 H14 119.1 . . ? C15 C14 H14 119.1 . . ? C16 C15 C14 118.1(2) . . ? C16 C15 H15 121.0 . . ? C14 C15 H15 121.0 . . ? C15 C16 C11 119.7(2) . . ? C15 C16 C5 134.2(2) . . ? C11 C16 C5 106.02(19) . . ? C18 C17 C22 118.2(2) . . ? C18 C17 C3 122.22(19) . . ? C22 C17 C3 119.6(2) . . ? C19 C18 C17 121.2(2) . . ? C19 C18 H18 119.4 . . ? C17 C18 H18 119.4 . . ? C20 C19 C18 118.6(2) . . ? C20 C19 H19 120.7 . . ? C18 C19 H19 120.7 . . ? C21 C20 C19 122.1(2) . . ? C21 C20 N2 119.4(2) . . ? C19 C20 N2 118.5(2) . . ? C20 C21 C22 118.4(2) . . ? C20 C21 H21 120.8 . . ? C22 C21 H21 120.8 . . ? C21 C22 C17 121.5(2) . . ? C21 C22 H22 119.2 . . ? C17 C22 H22 119.2 . . ? C8 C23 H23A 109.5 . . ? C8 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C8 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C8 C24 H24A 109.5 . . ? C8 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C8 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N1 C25 C26 117.26(18) . . ? N1 C25 C27 118.09(19) . . ? C26 C25 C27 59.91(15) . . ? N1 C25 H25 116.5 . . ? C26 C25 H25 116.5 . . ? C27 C25 H25 116.5 . . ? C25 C26 C27 60.26(15) . . ? C25 C26 H26A 117.7 . . ? C27 C26 H26A 117.7 . . ? C25 C26 H26B 117.7 . . ? C27 C26 H26B 117.7 . . ? H26A C26 H26B 114.9 . . ? C26 C27 C25 59.83(14) . . ? C26 C27 H27A 117.8 . . ? C25 C27 H27A 117.8 . . ? C26 C27 H27B 117.8 . . ? C25 C27 H27B 117.8 . . ? H27A C27 H27B 114.9 . . ? 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 C5 N1 C1 C2 -16.5(3) . . . . ? C25 N1 C1 C2 167.0(2) . . . . ? C5 N1 C1 C9 158.16(18) . . . . ? C25 N1 C1 C9 -18.3(3) . . . . ? N1 C1 C2 C6 174.19(19) . . . . ? C9 C1 C2 C6 -0.1(3) . . . . ? N1 C1 C2 C3 -4.2(3) . . . . ? C9 C1 C2 C3 -178.54(19) . . . . ? C1 C2 C3 C4 21.9(3) . . . . ? C6 C2 C3 C4 -156.53(18) . . . . ? C1 C2 C3 C17 -102.6(2) . . . . ? C6 C2 C3 C17 78.9(2) . . . . ? C2 C3 C4 C5 -22.1(3) . . . . ? C17 C3 C4 C5 104.0(2) . . . . ? C2 C3 C4 C10 158.0(2) . . . . ? C17 C3 C4 C10 -75.9(3) . . . . ? C10 C4 C5 N1 -175.60(18) . . . . ? C3 C4 C5 N1 4.5(3) . . . . ? C10 C4 C5 C16 0.3(2) . . . . ? C3 C4 C5 C16 -179.57(19) . . . . ? C1 N1 C5 C4 16.5(3) . . . . ? C25 N1 C5 C4 -167.0(2) . . . . ? C1 N1 C5 C16 -158.72(19) . . . . ? C25 N1 C5 C16 17.8(3) . . . . ? C1 C2 C6 O1 176.3(2) . . . . ? C3 C2 C6 O1 -5.2(3) . . . . ? C1 C2 C6 C7 -4.8(3) . . . . ? C3 C2 C6 C7 173.73(19) . . . . ? O1 C6 C7 C8 -148.0(2) . . . . ? C2 C6 C7 C8 33.1(3) . . . . ? C6 C7 C8 C9 -53.3(2) . . . . ? C6 C7 C8 C24 -171.95(19) . . . . ? C6 C7 C8 C23 67.7(2) . . . . ? C2 C1 C9 C8 -23.2(3) . . . . ? N1 C1 C9 C8 162.17(18) . . . . ? C7 C8 C9 C1 48.3(2) . . . . ? C24 C8 C9 C1 167.25(19) . . . . ? C23 C8 C9 C1 -73.2(2) . . . . ? C5 C4 C10 O2 177.6(2) . . . . ? C3 C4 C10 O2 -2.5(4) . . . . ? C5 C4 C10 C11 -1.5(2) . . . . ? C3 C4 C10 C11 178.4(2) . . . . ? O2 C10 C11 C12 0.5(4) . . . . ? C4 C10 C11 C12 179.6(2) . . . . ? O2 C10 C11 C16 -176.9(2) . . . . ? C4 C10 C11 C16 2.2(2) . . . . ? C16 C11 C12 C13 3.4(3) . . . . ? C10 C11 C12 C13 -173.8(2) . . . . ? C11 C12 C13 C14 -0.3(4) . . . . ? C12 C13 C14 C15 -2.4(4) . . . . ? C13 C14 C15 C16 2.0(3) . . . . ? C14 C15 C16 C11 1.0(3) . . . . ? C14 C15 C16 C5 175.5(2) . . . . ? C12 C11 C16 C15 -3.7(3) . . . . ? C10 C11 C16 C15 174.0(2) . . . . ? C12 C11 C16 C5 -179.6(2) . . . . ? C10 C11 C16 C5 -1.9(2) . . . . ? C4 C5 C16 C15 -174.0(2) . . . . ? N1 C5 C16 C15 1.7(4) . . . . ? C4 C5 C16 C11 1.0(2) . . . . ? N1 C5 C16 C11 176.71(19) . . . . ? C4 C3 C17 C18 -108.8(2) . . . . ? C2 C3 C17 C18 13.2(3) . . . . ? C4 C3 C17 C22 71.0(2) . . . . ? C2 C3 C17 C22 -167.04(19) . . . . ? C22 C17 C18 C19 1.2(3) . . . . ? C3 C17 C18 C19 -179.02(19) . . . . ? C17 C18 C19 C20 0.3(3) . . . . ? C18 C19 C20 C21 -1.7(3) . . . . ? C18 C19 C20 N2 178.33(19) . . . . ? O4 N2 C20 C21 -1.0(3) . . . . ? O3 N2 C20 C21 179.8(2) . . . . ? O4 N2 C20 C19 179.0(2) . . . . ? O3 N2 C20 C19 -0.2(3) . . . . ? C19 C20 C21 C22 1.5(3) . . . . ? N2 C20 C21 C22 -178.54(19) . . . . ? C20 C21 C22 C17 0.1(3) . . . . ? C18 C17 C22 C21 -1.5(3) . . . . ? C3 C17 C22 C21 178.8(2) . . . . ? C5 N1 C25 C26 56.3(3) . . . . ? C1 N1 C25 C26 -127.4(2) . . . . ? C5 N1 C25 C27 124.9(2) . . . . ? C1 N1 C25 C27 -58.8(3) . . . . ? N1 C25 C26 C27 108.3(2) . . . . ? N1 C25 C27 C26 -106.9(2) . . . . ? 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 C27 H27B O4 0.99 2.53 3.496(3) 164.2 6_566 C27 H27A O3 0.99 2.55 3.262(3) 128.7 4_645 C12 H12 O2 0.95 2.55 3.298(3) 135.8 5_665 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.158 _refine_diff_density_min -0.173 _refine_diff_density_rms 0.038 # Attachment 'the crystal data of 4z.cif' data_060319e _database_code_depnum_ccdc_archive 'CCDC 617296' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 503-505 _chemical_formula_moiety 'C59 H53 N3 O5 S2' _chemical_formula_sum 'C59 H53 N3 O5 S2' _chemical_formula_weight 948.16 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.081(2) _cell_length_b 9.4381(14) _cell_length_c 35.102(6) _cell_angle_alpha 90.00 _cell_angle_beta 92.041(3) _cell_angle_gamma 90.00 _cell_volume 4992.9(13) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3416 _cell_measurement_theta_min 2.235 _cell_measurement_theta_max 20.669 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.261 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2000 _exptl_absorpt_coefficient_mu 0.160 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9344 _exptl_absorpt_correction_T_max 0.9566 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25441 _diffrn_reflns_av_R_equivalents 0.0581 _diffrn_reflns_av_sigmaI/netI 0.1222 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 25.01 _reflns_number_total 8790 _reflns_number_gt 3935 _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^)+(0.0418P)^2^+3.9023P] 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 8790 _refine_ls_number_parameters 624 _refine_ls_number_restraints 62 _refine_ls_R_factor_all 0.1602 _refine_ls_R_factor_gt 0.0629 _refine_ls_wR_factor_ref 0.2054 _refine_ls_wR_factor_gt 0.1486 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.017 _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 N1 N 0.6521(2) -0.1038(3) 0.18642(9) 0.0475(8) Uani 1 1 d . . . N2 N 0.0807(2) 0.1273(4) 0.08188(9) 0.0498(9) Uani 1 1 d . . . N3 N 0.6516(6) 0.3355(6) 0.0651(2) 0.135(2) Uani 1 1 d U . . O1 O 0.5218(2) 0.1266(4) 0.28988(9) 0.0833(10) Uani 1 1 d . . . O2 O 0.8553(2) -0.1043(4) 0.29224(10) 0.0791(10) Uani 1 1 d . . . O3 O 0.2964(2) 0.3737(3) 0.01359(9) 0.0812(10) Uani 1 1 d . . . O4 O 0.1601(2) -0.1505(3) -0.02383(9) 0.0764(10) Uani 1 1 d . . . O5 O 0.7734(6) 0.4287(8) 0.0983(3) 0.247(4) Uani 1 1 d U . . S1 S 0.70408(13) 0.2610(2) 0.21163(6) 0.0726(9) Uani 0.547(6) 1 d P A 1 S2 S 0.30029(17) -0.0857(3) 0.07044(8) 0.0983(13) Uani 0.433(6) 1 d P B 1 C26' C 0.70408(13) 0.2610(2) 0.21163(6) 0.0726(9) Uani 0.453(6) 1 d P A 2 H26' H 0.6670 0.2408 0.1906 0.087 Uiso 0.453(6) 1 calc PR A 2 C54' C 0.30029(17) -0.0857(3) 0.07044(8) 0.0983(13) Uani 0.567(6) 1 d P B 2 H54' H 0.2528 -0.1301 0.0817 0.118 Uiso 0.567(6) 1 calc PR B 2 C1 C 0.5801(2) -0.0350(4) 0.20346(11) 0.0452(10) Uani 1 1 d . . . C2 C 0.4947(3) -0.0310(4) 0.18049(12) 0.0534(11) Uani 1 1 d . . . H2A H 0.4677 -0.1242 0.1809 0.064 Uiso 1 1 calc R . . H2B H 0.5074 -0.0092 0.1542 0.064 Uiso 1 1 calc R . . C3 C 0.4285(3) 0.0775(5) 0.19480(13) 0.0589(12) Uani 1 1 d . . . C4 C 0.4249(3) 0.0620(5) 0.23791(13) 0.0686(14) Uani 1 1 d . . . H4A H 0.3857 0.1341 0.2475 0.082 Uiso 1 1 calc R . . H4B H 0.3996 -0.0297 0.2437 0.082 Uiso 1 1 calc R . . C5 C 0.5134(3) 0.0749(5) 0.25808(13) 0.0564(12) Uani 1 1 d . . . C6 C 0.5905(3) 0.0203(4) 0.23883(11) 0.0463(10) Uani 1 1 d . . . C7 C 0.6801(3) 0.0349(4) 0.25895(11) 0.0504(11) Uani 1 1 d . A . H7 H 0.6740 0.0222 0.2864 0.060 Uiso 1 1 calc R . . C8 C 0.7389(3) -0.0792(4) 0.24392(11) 0.0493(11) Uani 1 1 d . . . C9 C 0.8224(3) -0.1301(5) 0.26049(13) 0.0565(11) Uani 1 1 d . . . C10 C 0.8622(3) -0.2214(5) 0.23059(12) 0.0543(11) Uani 1 1 d . . . C11 C 0.9412(3) -0.2930(5) 0.23103(15) 0.0703(14) Uani 1 1 d . . . H11 H 0.9793 -0.2910 0.2525 0.084 Uiso 1 1 calc R . . C12 C 0.9634(3) -0.3683(6) 0.19890(17) 0.0785(16) Uani 1 1 d . . . H12 H 1.0172 -0.4163 0.1985 0.094 Uiso 1 1 calc R . . C13 C 0.9065(3) -0.3723(5) 0.16784(15) 0.0738(15) Uani 1 1 d . . . H13 H 0.9221 -0.4245 0.1466 0.089 Uiso 1 1 calc R . . C14 C 0.8257(3) -0.3007(5) 0.16689(13) 0.0604(12) Uani 1 1 d . . . H14 H 0.7876 -0.3049 0.1455 0.072 Uiso 1 1 calc R . . C15 C 0.8039(3) -0.2233(4) 0.19857(12) 0.0499(11) Uani 1 1 d . . . C16 C 0.7270(3) -0.1322(4) 0.20868(11) 0.0446(10) Uani 1 1 d . . . C17 C 0.6484(3) -0.1448(5) 0.14693(11) 0.0476(10) Uani 1 1 d . . . C18 C 0.6921(3) -0.0622(5) 0.12115(12) 0.0624(12) Uani 1 1 d . . . H18 H 0.7195 0.0213 0.1292 0.075 Uiso 1 1 calc R . . C19 C 0.6952(4) -0.1023(7) 0.08382(14) 0.0797(16) Uani 1 1 d . . . H19 H 0.7250 -0.0471 0.0664 0.096 Uiso 1 1 calc R . . C20 C 0.6538(4) -0.2253(7) 0.07238(14) 0.0831(17) Uani 1 1 d . . . H20 H 0.6563 -0.2539 0.0471 0.100 Uiso 1 1 calc R . . C21 C 0.6090(3) -0.3062(6) 0.09744(15) 0.0791(15) Uani 1 1 d . . . H21 H 0.5804 -0.3884 0.0891 0.095 Uiso 1 1 calc R . . C22 C 0.6058(3) -0.2661(5) 0.13546(13) 0.0616(12) Uani 1 1 d . . . H22 H 0.5754 -0.3208 0.1528 0.074 Uiso 1 1 calc R . . C23 C 0.3376(3) 0.0492(6) 0.17597(16) 0.0884(17) Uani 1 1 d . . . H23A H 0.3409 0.0595 0.1489 0.133 Uiso 1 1 calc R . . H23B H 0.2954 0.1157 0.1854 0.133 Uiso 1 1 calc R . . H23C H 0.3191 -0.0454 0.1818 0.133 Uiso 1 1 calc R . . C24 C 0.4564(3) 0.2287(5) 0.18443(15) 0.0809(15) Uani 1 1 d . . . H24A H 0.4588 0.2372 0.1572 0.121 Uiso 1 1 calc R . . H24B H 0.5138 0.2486 0.1959 0.121 Uiso 1 1 calc R . . H24C H 0.4139 0.2950 0.1937 0.121 Uiso 1 1 calc R . . C25 C 0.7215(3) 0.1785(5) 0.25132(12) 0.0557(12) Uani 1 1 d . . . C26 C 0.79673(18) 0.2541(3) 0.27748(8) 0.1014(12) Uani 0.547(6) 1 d P A 1 H26 H 0.8221 0.2276 0.3009 0.122 Uiso 0.547(6) 1 calc PR A 1 S1' S 0.79673(18) 0.2541(3) 0.27748(8) 0.1014(12) Uani 0.453(6) 1 d P A 2 C27 C 0.8141(4) 0.3807(7) 0.2528(3) 0.123(3) Uani 1 1 d D . . H27 H 0.8541 0.4511 0.2604 0.148 Uiso 1 1 calc R A 1 C28 C 0.7702(4) 0.3868(6) 0.2200(2) 0.098(2) Uani 1 1 d D A . H28 H 0.7775 0.4606 0.2029 0.117 Uiso 1 1 calc R C 1 C29 C 0.1360(3) 0.2449(4) 0.07601(10) 0.0442(10) Uani 1 1 d . . . C30 C 0.1205(3) 0.3715(4) 0.10033(11) 0.0541(11) Uani 1 1 d . . . H30A H 0.1125 0.3400 0.1263 0.065 Uiso 1 1 calc R . . H30B H 0.0659 0.4170 0.0915 0.065 Uiso 1 1 calc R . . C31 C 0.1951(3) 0.4805(5) 0.10047(11) 0.0563(12) Uani 1 1 d . . . C32 C 0.2205(3) 0.5062(5) 0.05943(12) 0.0660(13) Uani 1 1 d . . . H32A H 0.1718 0.5535 0.0459 0.079 Uiso 1 1 calc R . . H32B H 0.2715 0.5688 0.0594 0.079 Uiso 1 1 calc R . . C33 C 0.2422(3) 0.3728(5) 0.03885(12) 0.0575(12) Uani 1 1 d . . . C34 C 0.1953(3) 0.2431(4) 0.04826(10) 0.0466(10) Uani 1 1 d . . . C35 C 0.2176(3) 0.1104(4) 0.02594(11) 0.0505(11) Uani 1 1 d . B . H35 H 0.2256 0.1364 -0.0007 0.061 Uiso 1 1 calc R . . C36 C 0.1407(3) 0.0123(4) 0.02789(11) 0.0483(10) Uani 1 1 d . . . C37 C 0.1215(3) -0.1105(5) 0.00422(12) 0.0560(11) Uani 1 1 d . . . C38 C 0.0437(3) -0.1812(5) 0.02147(12) 0.0540(11) Uani 1 1 d . . . C39 C -0.0008(3) -0.3029(5) 0.01026(13) 0.0663(13) Uani 1 1 d . . . H39 H 0.0158 -0.3534 -0.0111 0.080 Uiso 1 1 calc R . . C40 C -0.0706(3) -0.3474(5) 0.03163(15) 0.0700(14) Uani 1 1 d . . . H40 H -0.1011 -0.4299 0.0249 0.084 Uiso 1 1 calc R . . C41 C -0.0953(3) -0.2719(5) 0.06240(14) 0.0687(13) Uani 1 1 d . . . H41 H -0.1424 -0.3041 0.0764 0.082 Uiso 1 1 calc R . . C42 C -0.0525(3) -0.1487(5) 0.07343(13) 0.0619(12) Uani 1 1 d . . . H42 H -0.0715 -0.0971 0.0942 0.074 Uiso 1 1 calc R . . C43 C 0.0185(3) -0.1033(4) 0.05337(11) 0.0497(10) Uani 1 1 d . . . C44 C 0.0815(3) 0.0184(4) 0.05587(11) 0.0460(10) Uani 1 1 d . . . C45 C 0.0243(3) 0.1215(4) 0.11417(11) 0.0469(10) Uani 1 1 d . . . C46 C -0.0548(3) 0.1941(5) 0.11302(12) 0.0585(12) Uani 1 1 d . . . H46 H -0.0719 0.2473 0.0917 0.070 Uiso 1 1 calc R . . C47 C -0.1085(3) 0.1869(5) 0.14394(14) 0.0688(13) Uani 1 1 d . . . H47 H -0.1617 0.2368 0.1437 0.083 Uiso 1 1 calc R . . C48 C -0.0837(4) 0.1069(6) 0.17495(15) 0.0768(15) Uani 1 1 d . . . H48 H -0.1202 0.1028 0.1958 0.092 Uiso 1 1 calc R . . C49 C -0.0060(4) 0.0328(6) 0.17561(13) 0.0776(15) Uani 1 1 d . . . H49 H 0.0097 -0.0233 0.1966 0.093 Uiso 1 1 calc R . . C50 C 0.0497(3) 0.0413(5) 0.14497(12) 0.0611(12) Uani 1 1 d . . . H50 H 0.1034 -0.0071 0.1455 0.073 Uiso 1 1 calc R . . C51 C 0.1621(4) 0.6175(5) 0.11846(14) 0.0822(16) Uani 1 1 d . . . H51A H 0.1467 0.5994 0.1443 0.123 Uiso 1 1 calc R . . H51B H 0.1107 0.6511 0.1042 0.123 Uiso 1 1 calc R . . H51C H 0.2080 0.6878 0.1181 0.123 Uiso 1 1 calc R . . C52 C 0.2757(3) 0.4257(6) 0.12348(13) 0.0779(15) Uani 1 1 d . . . H52A H 0.2597 0.4091 0.1493 0.117 Uiso 1 1 calc R . . H52B H 0.3225 0.4947 0.1231 0.117 Uiso 1 1 calc R . . H52C H 0.2957 0.3387 0.1125 0.117 Uiso 1 1 calc R . . C53 C 0.3014(3) 0.0392(5) 0.04145(11) 0.0552(11) Uani 1 1 d . . . C54 C 0.40043(14) 0.0928(3) 0.03361(9) 0.1343(15) Uani 0.433(6) 1 d P B 1 H54 H 0.4212 0.1697 0.0200 0.161 Uiso 0.433(6) 1 calc PR B 1 S2' S 0.40043(14) 0.0928(3) 0.03361(9) 0.1343(15) Uani 0.567(6) 1 d P B 2 C55 C 0.4504(4) -0.0282(8) 0.0566(2) 0.121(2) Uani 1 1 d D . . H55 H 0.5118 -0.0375 0.0571 0.145 Uiso 1 1 calc R B 1 C56 C 0.3999(4) -0.1142(7) 0.07501(18) 0.1001(19) Uani 1 1 d D B . H56 H 0.4228 -0.1880 0.0899 0.120 Uiso 1 1 calc R D 1 C57 C 0.7336(9) 0.4002(11) 0.0656(3) 0.162(3) Uani 1 1 d U . . H57 H 0.7601 0.4232 0.0429 0.195 Uiso 1 1 calc R . . C58 C 0.6102(7) 0.3010(9) 0.0999(3) 0.202(4) Uani 1 1 d U . . H58A H 0.5539 0.2567 0.0942 0.303 Uiso 1 1 calc R . . H58B H 0.6013 0.3859 0.1143 0.303 Uiso 1 1 calc R . . H58C H 0.6474 0.2370 0.1145 0.303 Uiso 1 1 calc R . . C59 C 0.6156(7) 0.3099(10) 0.0280(3) 0.183(4) Uani 1 1 d U . . H59A H 0.5588 0.2649 0.0296 0.274 Uiso 1 1 calc R . . H59B H 0.6549 0.2493 0.0145 0.274 Uiso 1 1 calc R . . H59C H 0.6088 0.3982 0.0146 0.274 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 0.0443(19) 0.053(2) 0.0457(19) 0.0010(16) 0.0084(16) 0.0091(17) N2 0.050(2) 0.050(2) 0.051(2) -0.0057(17) 0.0108(16) 0.0018(18) N3 0.186(7) 0.089(4) 0.132(5) -0.001(4) 0.036(5) -0.009(4) O1 0.088(2) 0.091(3) 0.072(2) -0.0249(19) 0.0266(19) 0.002(2) O2 0.074(2) 0.092(3) 0.071(2) 0.0081(19) -0.0101(19) 0.0039(19) O3 0.100(3) 0.076(2) 0.070(2) -0.0012(17) 0.037(2) -0.009(2) O4 0.083(2) 0.083(3) 0.064(2) -0.0266(17) 0.0087(18) 0.0131(19) O5 0.286(9) 0.200(7) 0.247(8) -0.035(6) -0.099(7) 0.082(6) S1 0.0734(14) 0.0577(14) 0.0886(15) 0.0131(10) 0.0271(11) -0.0020(10) S2 0.0713(18) 0.106(2) 0.118(2) 0.0326(17) -0.0038(15) 0.0174(15) C26' 0.0734(14) 0.0577(14) 0.0886(15) 0.0131(10) 0.0271(11) -0.0020(10) C54' 0.0713(18) 0.106(2) 0.118(2) 0.0326(17) -0.0038(15) 0.0174(15) C1 0.042(2) 0.044(3) 0.050(2) 0.0043(19) 0.010(2) 0.0050(19) C2 0.047(2) 0.053(3) 0.061(3) -0.006(2) 0.004(2) 0.009(2) C3 0.041(2) 0.059(3) 0.076(3) 0.001(2) 0.005(2) 0.011(2) C4 0.049(3) 0.077(4) 0.081(3) -0.006(3) 0.023(2) 0.007(2) C5 0.057(3) 0.052(3) 0.061(3) -0.005(2) 0.021(2) -0.003(2) C6 0.045(2) 0.045(3) 0.050(2) 0.0023(19) 0.012(2) 0.000(2) C7 0.056(3) 0.052(3) 0.044(2) 0.0034(19) 0.007(2) -0.003(2) C8 0.050(3) 0.046(3) 0.052(3) 0.004(2) 0.003(2) -0.001(2) C9 0.053(3) 0.056(3) 0.060(3) 0.017(2) 0.001(2) -0.003(2) C10 0.046(3) 0.051(3) 0.065(3) 0.018(2) 0.005(2) 0.002(2) C11 0.050(3) 0.077(4) 0.085(4) 0.028(3) 0.006(3) 0.008(3) C12 0.056(3) 0.084(4) 0.097(4) 0.031(3) 0.027(3) 0.025(3) C13 0.064(3) 0.075(4) 0.084(4) 0.018(3) 0.024(3) 0.025(3) C14 0.054(3) 0.062(3) 0.066(3) 0.013(2) 0.009(2) 0.017(2) C15 0.047(2) 0.043(3) 0.061(3) 0.012(2) 0.015(2) 0.010(2) C16 0.042(2) 0.039(2) 0.052(2) 0.0072(19) 0.006(2) 0.0028(19) C17 0.044(2) 0.053(3) 0.046(2) 0.001(2) 0.0073(19) 0.010(2) C18 0.061(3) 0.071(3) 0.056(3) 0.007(2) 0.012(2) 0.006(2) C19 0.081(4) 0.104(5) 0.056(3) 0.013(3) 0.020(3) 0.024(4) C20 0.087(4) 0.114(5) 0.048(3) -0.005(3) 0.007(3) 0.037(4) C21 0.086(4) 0.075(4) 0.076(4) -0.025(3) 0.004(3) 0.015(3) C22 0.064(3) 0.060(3) 0.062(3) -0.003(2) 0.012(2) 0.007(3) C23 0.056(3) 0.094(4) 0.115(4) -0.015(3) 0.004(3) 0.015(3) C24 0.072(3) 0.062(4) 0.109(4) 0.010(3) 0.007(3) 0.018(3) C25 0.049(3) 0.048(3) 0.072(3) 0.001(2) 0.014(2) -0.001(2) C26 0.099(2) 0.085(2) 0.119(2) -0.0077(16) -0.0101(17) -0.0189(16) S1' 0.099(2) 0.085(2) 0.119(2) -0.0077(16) -0.0101(17) -0.0189(16) C27 0.078(5) 0.075(5) 0.216(9) -0.015(6) 0.003(5) -0.024(4) C28 0.079(4) 0.063(4) 0.155(6) 0.028(4) 0.049(4) 0.000(3) C29 0.047(2) 0.040(3) 0.045(2) -0.0030(19) 0.0018(19) 0.006(2) C30 0.056(3) 0.051(3) 0.056(3) -0.006(2) 0.009(2) -0.001(2) C31 0.068(3) 0.049(3) 0.052(3) 0.002(2) 0.009(2) 0.002(2) C32 0.086(3) 0.051(3) 0.062(3) 0.001(2) 0.017(3) -0.002(3) C33 0.064(3) 0.060(3) 0.049(2) 0.004(2) 0.011(2) 0.004(2) C34 0.051(2) 0.044(3) 0.045(2) -0.0012(19) 0.0078(19) 0.001(2) C35 0.055(3) 0.053(3) 0.043(2) -0.003(2) 0.008(2) 0.007(2) C36 0.047(2) 0.050(3) 0.047(2) -0.007(2) 0.000(2) 0.010(2) C37 0.056(3) 0.059(3) 0.052(3) -0.007(2) -0.007(2) 0.017(2) C38 0.049(3) 0.050(3) 0.062(3) -0.007(2) -0.011(2) 0.010(2) C39 0.065(3) 0.061(3) 0.072(3) -0.018(3) -0.018(3) 0.014(3) C40 0.054(3) 0.058(3) 0.096(4) -0.015(3) -0.014(3) 0.005(3) C41 0.050(3) 0.063(3) 0.092(4) -0.010(3) -0.005(3) -0.002(3) C42 0.048(3) 0.060(3) 0.078(3) -0.008(2) 0.003(2) -0.002(2) C43 0.044(2) 0.049(3) 0.056(3) -0.010(2) -0.007(2) 0.008(2) C44 0.045(2) 0.047(3) 0.046(2) -0.007(2) -0.0008(19) 0.007(2) C45 0.051(2) 0.047(3) 0.044(2) -0.008(2) 0.0068(19) -0.006(2) C46 0.056(3) 0.060(3) 0.060(3) -0.001(2) 0.010(2) -0.001(2) C47 0.060(3) 0.073(4) 0.075(3) -0.008(3) 0.016(3) -0.002(3) C48 0.070(3) 0.091(4) 0.072(3) -0.011(3) 0.027(3) -0.022(3) C49 0.088(4) 0.087(4) 0.058(3) 0.010(3) 0.007(3) -0.021(3) C50 0.060(3) 0.065(3) 0.058(3) 0.007(2) -0.001(2) -0.002(2) C51 0.109(4) 0.057(3) 0.083(3) -0.017(3) 0.031(3) -0.008(3) C52 0.073(3) 0.090(4) 0.070(3) -0.002(3) -0.008(3) -0.009(3) C53 0.051(3) 0.058(3) 0.056(3) -0.007(2) 0.003(2) 0.005(2) C54 0.0560(15) 0.146(3) 0.203(3) 0.068(2) 0.0303(16) 0.0149(15) S2' 0.0560(15) 0.146(3) 0.203(3) 0.068(2) 0.0303(16) 0.0149(15) C55 0.050(3) 0.124(6) 0.188(7) 0.003(5) 0.002(4) 0.021(4) C56 0.092(5) 0.091(5) 0.115(5) 0.008(4) -0.021(4) 0.033(4) C57 0.207(9) 0.128(7) 0.151(7) 0.006(6) -0.004(8) 0.054(7) C58 0.315(11) 0.102(6) 0.198(8) 0.025(6) 0.129(8) 0.009(7) C59 0.227(9) 0.164(8) 0.156(8) -0.007(6) -0.013(7) -0.078(7) _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 C16 1.376(5) . ? N1 C1 1.417(4) . ? N1 C17 1.438(5) . ? N2 C44 1.375(5) . ? N2 C29 1.408(5) . ? N2 C45 1.443(4) . ? N3 C57 1.378(12) . ? N3 C59 1.415(9) . ? N3 C58 1.429(9) . ? O1 C5 1.221(5) . ? O2 C9 1.228(5) . ? O3 C33 1.228(4) . ? O4 C37 1.221(5) . ? O5 C57 1.302(10) . ? S1 C28 1.571(7) . ? S1 C25 1.609(5) . ? S2 C56 1.529(6) . ? S2 C53 1.558(5) . ? C1 C6 1.351(5) . ? C1 C2 1.495(5) . ? C2 C3 1.528(5) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.523(6) . ? C3 C23 1.524(6) . ? C3 C24 1.535(6) . ? C4 C5 1.494(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.459(5) . ? C6 C7 1.508(5) . ? C7 C8 1.502(5) . ? C7 C25 1.520(6) . ? C7 H7 0.9800 . ? C8 C16 1.341(5) . ? C8 C9 1.449(6) . ? C9 C10 1.500(6) . ? C10 C11 1.370(6) . ? C10 C15 1.402(6) . ? C11 C12 1.384(7) . ? C11 H11 0.9300 . ? C12 C13 1.363(7) . ? C12 H12 0.9300 . ? C13 C14 1.392(6) . ? C13 H13 0.9300 . ? C14 C15 1.380(6) . ? C14 H14 0.9300 . ? C15 C16 1.497(5) . ? C17 C22 1.366(6) . ? C17 C18 1.379(5) . ? C18 C19 1.366(6) . ? C18 H18 0.9300 . ? C19 C20 1.371(7) . ? C19 H19 0.9300 . ? C20 C21 1.363(7) . ? C20 H20 0.9300 . ? C21 C22 1.390(6) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C26 1.602(5) . ? C26 C27 1.506(8) . ? C26 H26 0.9300 . ? C27 C28 1.306(8) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 C34 1.346(5) . ? C29 C30 1.491(5) . ? C30 C31 1.525(6) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.523(5) . ? C31 C52 1.526(6) . ? C31 C51 1.530(6) . ? C32 C33 1.494(6) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.457(6) . ? C34 C35 1.521(5) . ? C35 C36 1.487(5) . ? C35 C53 1.516(6) . ? C35 H35 0.9800 . ? C36 C44 1.352(5) . ? C36 C37 1.449(6) . ? C37 C38 1.495(6) . ? C38 C39 1.381(6) . ? C38 C43 1.404(5) . ? C39 C40 1.381(6) . ? C39 H39 0.9300 . ? C40 C41 1.357(6) . ? C40 H40 0.9300 . ? C41 C42 1.379(6) . ? C41 H41 0.9300 . ? C42 C43 1.370(6) . ? C42 H42 0.9300 . ? C43 C44 1.492(5) . ? C45 C50 1.364(5) . ? C45 C46 1.376(5) . ? C46 C47 1.378(6) . ? C46 H46 0.9300 . ? C47 C48 1.366(7) . ? C47 H47 0.9300 . ? C48 C49 1.365(7) . ? C48 H48 0.9300 . ? C49 C50 1.390(6) . ? C49 H49 0.9300 . ? C50 H50 0.9300 . ? C51 H51A 0.9600 . ? C51 H51B 0.9600 . ? C51 H51C 0.9600 . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? C53 C54 1.609(5) . ? C54 C55 1.575(7) . ? C54 H54 0.9300 . ? C55 C56 1.300(7) . ? C55 H55 0.9300 . ? C56 H56 0.9300 . ? C57 H57 0.9300 . ? C58 H58A 0.9600 . ? C58 H58B 0.9600 . ? C58 H58C 0.9600 . ? C59 H59A 0.9600 . ? C59 H59B 0.9600 . ? C59 H59C 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 C16 N1 C1 118.4(3) . . ? C16 N1 C17 119.9(3) . . ? C1 N1 C17 121.7(3) . . ? C44 N2 C29 118.2(3) . . ? C44 N2 C45 120.8(3) . . ? C29 N2 C45 120.9(3) . . ? C57 N3 C59 113.7(8) . . ? C57 N3 C58 120.6(9) . . ? C59 N3 C58 125.7(9) . . ? C28 S1 C25 96.9(3) . . ? C56 S2 C53 99.7(3) . . ? C6 C1 N1 119.9(4) . . ? C6 C1 C2 123.8(3) . . ? N1 C1 C2 116.3(3) . . ? C1 C2 C3 113.6(3) . . ? C1 C2 H2A 108.8 . . ? C3 C2 H2A 108.8 . . ? C1 C2 H2B 108.8 . . ? C3 C2 H2B 108.8 . . ? H2A C2 H2B 107.7 . . ? C4 C3 C23 110.5(4) . . ? C4 C3 C2 108.0(4) . . ? C23 C3 C2 109.2(4) . . ? C4 C3 C24 110.1(4) . . ? C23 C3 C24 108.1(4) . . ? C2 C3 C24 111.0(3) . . ? C5 C4 C3 113.6(3) . . ? C5 C4 H4A 108.9 . . ? C3 C4 H4A 108.9 . . ? C5 C4 H4B 108.9 . . ? C3 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? O1 C5 C6 120.4(4) . . ? O1 C5 C4 121.8(4) . . ? C6 C5 C4 117.7(4) . . ? C1 C6 C5 119.5(4) . . ? C1 C6 C7 122.6(3) . . ? C5 C6 C7 117.8(4) . . ? C8 C7 C6 107.5(3) . . ? C8 C7 C25 109.0(3) . . ? C6 C7 C25 111.4(3) . . ? C8 C7 H7 109.6 . . ? C6 C7 H7 109.6 . . ? C25 C7 H7 109.6 . . ? C16 C8 C9 109.4(4) . . ? C16 C8 C7 122.0(4) . . ? C9 C8 C7 127.7(4) . . ? O2 C9 C8 128.0(4) . . ? O2 C9 C10 126.2(4) . . ? C8 C9 C10 105.8(4) . . ? C11 C10 C15 121.5(4) . . ? C11 C10 C9 130.2(5) . . ? C15 C10 C9 108.3(4) . . ? C10 C11 C12 118.6(5) . . ? C10 C11 H11 120.7 . . ? C12 C11 H11 120.7 . . ? C13 C12 C11 120.2(5) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C12 C13 C14 122.0(5) . . ? C12 C13 H13 119.0 . . ? C14 C13 H13 119.0 . . ? C15 C14 C13 118.1(5) . . ? C15 C14 H14 120.9 . . ? C13 C14 H14 120.9 . . ? C14 C15 C10 119.5(4) . . ? C14 C15 C16 134.8(4) . . ? C10 C15 C16 105.8(4) . . ? C8 C16 N1 122.1(4) . . ? C8 C16 C15 110.7(4) . . ? N1 C16 C15 127.2(4) . . ? C22 C17 C18 120.7(4) . . ? C22 C17 N1 120.8(4) . . ? C18 C17 N1 118.5(4) . . ? C19 C18 C17 120.4(5) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C20 119.0(5) . . ? C18 C19 H19 120.5 . . ? C20 C19 H19 120.5 . . ? C21 C20 C19 121.1(5) . . ? C21 C20 H20 119.4 . . ? C19 C20 H20 119.4 . . ? C20 C21 C22 120.1(5) . . ? C20 C21 H21 119.9 . . ? C22 C21 H21 119.9 . . ? C17 C22 C21 118.7(4) . . ? C17 C22 H22 120.7 . . ? C21 C22 H22 120.7 . . ? C3 C23 H23A 109.5 . . ? C3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C3 C24 H24A 109.5 . . ? C3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C7 C25 C26 125.7(3) . . ? C7 C25 S1 121.9(3) . . ? C26 C25 S1 111.8(3) . . ? C27 C26 C25 99.0(4) . . ? C27 C26 H26 130.5 . . ? C25 C26 H26 130.5 . . ? C28 C27 C26 116.6(5) . . ? C28 C27 H27 121.7 . . ? C26 C27 H27 121.7 . . ? C27 C28 S1 115.5(5) . . ? C27 C28 H28 122.2 . . ? S1 C28 H28 122.2 . . ? C34 C29 N2 120.5(3) . . ? C34 C29 C30 123.1(4) . . ? N2 C29 C30 116.2(3) . . ? C29 C30 C31 114.3(3) . . ? C29 C30 H30A 108.7 . . ? C31 C30 H30A 108.7 . . ? C29 C30 H30B 108.7 . . ? C31 C30 H30B 108.7 . . ? H30A C30 H30B 107.6 . . ? C32 C31 C30 108.4(4) . . ? C32 C31 C52 109.4(4) . . ? C30 C31 C52 110.3(4) . . ? C32 C31 C51 110.6(4) . . ? C30 C31 C51 108.7(4) . . ? C52 C31 C51 109.5(4) . . ? C33 C32 C31 113.0(4) . . ? C33 C32 H32A 109.0 . . ? C31 C32 H32A 109.0 . . ? C33 C32 H32B 109.0 . . ? C31 C32 H32B 109.0 . . ? H32A C32 H32B 107.8 . . ? O3 C33 C34 120.7(4) . . ? O3 C33 C32 120.4(4) . . ? C34 C33 C32 118.8(4) . . ? C29 C34 C33 119.6(4) . . ? C29 C34 C35 123.2(4) . . ? C33 C34 C35 117.2(3) . . ? C36 C35 C53 110.4(3) . . ? C36 C35 C34 107.6(3) . . ? C53 C35 C34 112.1(3) . . ? C36 C35 H35 108.9 . . ? C53 C35 H35 108.9 . . ? C34 C35 H35 108.9 . . ? C44 C36 C37 109.1(4) . . ? C44 C36 C35 122.9(4) . . ? C37 C36 C35 127.8(3) . . ? O4 C37 C36 128.1(4) . . ? O4 C37 C38 126.3(4) . . ? C36 C37 C38 105.6(4) . . ? C39 C38 C43 121.3(4) . . ? C39 C38 C37 129.5(4) . . ? C43 C38 C37 109.2(4) . . ? C40 C39 C38 118.1(4) . . ? C40 C39 H39 120.9 . . ? C38 C39 H39 120.9 . . ? C41 C40 C39 120.6(5) . . ? C41 C40 H40 119.7 . . ? C39 C40 H40 119.7 . . ? C40 C41 C42 121.8(5) . . ? C40 C41 H41 119.1 . . ? C42 C41 H41 119.1 . . ? C43 C42 C41 119.1(4) . . ? C43 C42 H42 120.5 . . ? C41 C42 H42 120.5 . . ? C42 C43 C38 119.0(4) . . ? C42 C43 C44 135.9(4) . . ? C38 C43 C44 105.0(3) . . ? C36 C44 N2 122.4(4) . . ? C36 C44 C43 111.2(3) . . ? N2 C44 C43 126.4(3) . . ? C50 C45 C46 121.2(4) . . ? C50 C45 N2 119.2(4) . . ? C46 C45 N2 119.6(4) . . ? C45 C46 C47 119.0(4) . . ? C45 C46 H46 120.5 . . ? C47 C46 H46 120.5 . . ? C48 C47 C46 120.3(5) . . ? C48 C47 H47 119.9 . . ? C46 C47 H47 119.9 . . ? C49 C48 C47 120.5(4) . . ? C49 C48 H48 119.8 . . ? C47 C48 H48 119.8 . . ? C48 C49 C50 120.0(5) . . ? C48 C49 H49 120.0 . . ? C50 C49 H49 120.0 . . ? C45 C50 C49 119.0(4) . . ? C45 C50 H50 120.5 . . ? C49 C50 H50 120.5 . . ? C31 C51 H51A 109.5 . . ? C31 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C31 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C31 C52 H52A 109.5 . . ? C31 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C31 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C35 C53 S2 122.8(3) . . ? C35 C53 C54 124.5(3) . . ? S2 C53 C54 112.4(3) . . ? C55 C54 C53 96.5(3) . . ? C55 C54 H54 131.7 . . ? C53 C54 H54 131.7 . . ? C56 C55 C54 115.4(5) . . ? C56 C55 H55 122.3 . . ? C54 C55 H55 122.3 . . ? C55 C56 S2 115.4(5) . . ? C55 C56 H56 122.3 . . ? S2 C56 H56 122.3 . . ? O5 C57 N3 119.2(12) . . ? O5 C57 H57 120.4 . . ? N3 C57 H57 120.4 . . ? N3 C58 H58A 109.5 . . ? N3 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? N3 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? N3 C59 H59A 109.5 . . ? N3 C59 H59B 109.5 . . ? H59A C59 H59B 109.5 . . ? N3 C59 H59C 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.408 _refine_diff_density_min -0.374 _refine_diff_density_rms 0.047