# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Huai-Long Teng' 'He Huang' 'Hai-Yan Tao' 'Chun-Jiang Wang' _publ_contact_author_name 'Chun-Jiang Wang' _publ_contact_author_email cjwang@whu.edu.cn data_9 _database_code_depnum_ccdc_archive 'CCDC 813952' #TrackingRef '9.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cl N O7' _chemical_absolute_configuration 7R,8S,10R _chemical_formula_weight 578.04 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' _cell_length_a 19.401(3) _cell_length_b 24.000(3) _cell_length_c 6.6143(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3079.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5228 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 21.61 _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.247 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 0.171 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9474 _exptl_absorpt_correction_T_max 0.9538 _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 17928 _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_av_sigmaI/netI 0.0283 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 26.50 _reflns_number_total 6359 _reflns_number_gt 4817 _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^)+(0.0231P)^2^+0.7880P] 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 0.0049(3) _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 0.03(8) _refine_ls_number_reflns 6359 _refine_ls_number_parameters 375 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0412 _refine_ls_wR_factor_ref 0.0844 _refine_ls_wR_factor_gt 0.0764 _refine_ls_goodness_of_fit_ref 0.980 _refine_ls_restrained_S_all 0.980 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.07478(14) 0.64911(11) 0.6625(5) 0.0808(8) Uani 1 1 d . . . C2 C 1.01317(13) 0.65238(11) 0.7594(4) 0.0785(8) Uani 1 1 d . . . H2 H 1.0096 0.6420 0.8944 0.094 Uiso 1 1 calc R . . C3 C 0.95609(12) 0.67120(10) 0.6566(4) 0.0638(6) Uani 1 1 d . . . H3 H 0.9141 0.6738 0.7236 0.077 Uiso 1 1 calc R . . C4 C 0.96016(10) 0.68616(8) 0.4561(3) 0.0476(5) Uani 1 1 d . . . C5 C 1.02327(11) 0.68110(9) 0.3598(4) 0.0662(6) Uani 1 1 d . . . H5 H 1.0269 0.6901 0.2235 0.079 Uiso 1 1 calc R . . C6 C 1.08095(12) 0.66280(10) 0.4632(6) 0.0808(8) Uani 1 1 d . . . H6 H 1.1233 0.6599 0.3980 0.097 Uiso 1 1 calc R . . C7 C 0.89882(9) 0.70739(7) 0.3376(3) 0.0442(4) Uani 1 1 d . . . H7 H 0.9039 0.6960 0.1961 0.053 Uiso 1 1 calc R . . C8 C 0.88823(9) 0.77222(7) 0.3459(3) 0.0426(4) Uani 1 1 d . . . C9 C 0.83852(10) 0.77995(7) 0.5214(3) 0.0452(5) Uani 1 1 d . . . H9A H 0.8142 0.8151 0.5103 0.054 Uiso 1 1 calc R . . H9B H 0.8628 0.7789 0.6496 0.054 Uiso 1 1 calc R . . C10 C 0.78865(9) 0.73092(7) 0.5030(3) 0.0435(5) Uani 1 1 d . . . H10 H 0.7506 0.7404 0.4118 0.052 Uiso 1 1 calc R . . C11 C 0.76122(10) 0.71512(8) 0.7086(3) 0.0472(5) Uani 1 1 d . . . C12 C 0.66563(12) 0.72418(12) 0.9262(4) 0.0792(7) Uani 1 1 d . . . H12A H 0.6783 0.6880 0.9759 0.119 Uiso 1 1 calc R . . H12B H 0.6164 0.7263 0.9130 0.119 Uiso 1 1 calc R . . H12C H 0.6811 0.7522 1.0193 0.119 Uiso 1 1 calc R . . C13 C 0.80511(11) 0.63575(8) 0.3969(3) 0.0508(5) Uani 1 1 d . . . C14 C 0.84780(11) 0.58923(8) 0.3134(4) 0.0524(5) Uani 1 1 d . . . C15 C 0.85880(15) 0.54440(10) 0.4392(5) 0.0840(8) Uani 1 1 d . . . H15 H 0.8439 0.5455 0.5727 0.101 Uiso 1 1 calc R . . C16 C 0.89198(19) 0.49798(12) 0.3661(7) 0.1161(13) Uani 1 1 d . . . H16 H 0.9003 0.4680 0.4519 0.139 Uiso 1 1 calc R . . C17 C 0.91269(18) 0.49525(13) 0.1704(8) 0.1154(13) Uani 1 1 d . . . H17 H 0.9345 0.4634 0.1222 0.138 Uiso 1 1 calc R . . C18 C 0.90131(16) 0.53950(12) 0.0441(6) 0.0961(10) Uani 1 1 d . . . H18 H 0.9151 0.5378 -0.0904 0.115 Uiso 1 1 calc R . . C19 C 0.86921(13) 0.58674(10) 0.1174(4) 0.0674(7) Uani 1 1 d . . . H19 H 0.8622 0.6171 0.0324 0.081 Uiso 1 1 calc R . . C20 C 0.85593(11) 0.79078(8) 0.1471(3) 0.0518(5) Uani 1 1 d . . . H20A H 0.8865 0.7828 0.0347 0.062 Uiso 1 1 calc R . . H20B H 0.8124 0.7719 0.1247 0.062 Uiso 1 1 calc R . . C21 C 0.81332(11) 0.87606(9) 0.0181(3) 0.0557(5) Uani 1 1 d . . . C22 C 0.80956(11) 0.93678(9) 0.0538(4) 0.0572(6) Uani 1 1 d . . . C23 C 0.81529(13) 0.95898(10) 0.2448(4) 0.0725(7) Uani 1 1 d . . . H23 H 0.8231 0.9356 0.3546 0.087 Uiso 1 1 calc R . . C24 C 0.80947(15) 1.01573(11) 0.2748(6) 0.0940(9) Uani 1 1 d . . . H24 H 0.8119 1.0305 0.4047 0.113 Uiso 1 1 calc R . . C25 C 0.80023(17) 1.04979(12) 0.1134(7) 0.1043(11) Uani 1 1 d . . . H25 H 0.7965 1.0880 0.1340 0.125 Uiso 1 1 calc R . . C26 C 0.79631(17) 1.02922(13) -0.0777(6) 0.1047(11) Uani 1 1 d . . . H26 H 0.7919 1.0533 -0.1870 0.126 Uiso 1 1 calc R . . C27 C 0.79895(14) 0.97164(12) -0.1094(5) 0.0881(9) Uani 1 1 d . . . H27 H 0.7936 0.9570 -0.2386 0.106 Uiso 1 1 calc R . . C28 C 0.95587(11) 0.80367(8) 0.3654(3) 0.0481(5) Uani 1 1 d . . . C29 C 1.01751(12) 0.86864(11) 0.5877(4) 0.0731(7) Uani 1 1 d . . . C30 C 1.08047(14) 0.83336(16) 0.6152(6) 0.1220(13) Uani 1 1 d . . . H30A H 1.0705 0.8037 0.7081 0.183 Uiso 1 1 calc R . . H30B H 1.1173 0.8558 0.6678 0.183 Uiso 1 1 calc R . . H30C H 1.0939 0.8179 0.4872 0.183 Uiso 1 1 calc R . . C31 C 0.99493(17) 0.89416(15) 0.7854(5) 0.1169(13) Uani 1 1 d . . . H31A H 0.9518 0.9130 0.7668 0.175 Uiso 1 1 calc R . . H31B H 1.0291 0.9203 0.8303 0.175 Uiso 1 1 calc R . . H31C H 0.9896 0.8654 0.8849 0.175 Uiso 1 1 calc R . . C32 C 1.02521(19) 0.91288(13) 0.4274(6) 0.1234(13) Uani 1 1 d . . . H32A H 1.0413 0.8961 0.3044 0.185 Uiso 1 1 calc R . . H32B H 1.0578 0.9404 0.4719 0.185 Uiso 1 1 calc R . . H32C H 0.9814 0.9303 0.4038 0.185 Uiso 1 1 calc R . . Cl1 Cl 1.14719(4) 0.62573(4) 0.79315(19) 0.1359(4) Uani 1 1 d . . . N1 N 0.83186(8) 0.68736(6) 0.4135(2) 0.0439(4) Uani 1 1 d . . . O1 O 0.79392(7) 0.69215(6) 0.8384(2) 0.0608(4) Uani 1 1 d . . . O2 O 0.69729(7) 0.73328(6) 0.7311(2) 0.0600(4) Uani 1 1 d . . . O3 O 0.99948(8) 0.80264(7) 0.2361(2) 0.0670(4) Uani 1 1 d . . . O4 O 0.95849(7) 0.83235(6) 0.5363(2) 0.0543(4) Uani 1 1 d . . . O5 O 0.84548(8) 0.84983(5) 0.1676(2) 0.0573(4) Uani 1 1 d . . . O6 O 0.79037(11) 0.85174(8) -0.1254(3) 0.0917(6) Uani 1 1 d . . . O7 O 0.74660(8) 0.62672(6) 0.4568(3) 0.0708(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0666(16) 0.0690(16) 0.107(2) -0.0011(17) -0.0275(18) 0.0125(13) C2 0.0739(17) 0.0909(19) 0.0708(18) 0.0030(15) -0.0168(15) 0.0148(14) C3 0.0600(13) 0.0715(14) 0.0600(15) 0.0019(13) -0.0039(12) 0.0097(11) C4 0.0485(11) 0.0391(10) 0.0551(13) -0.0035(10) 0.0006(10) 0.0024(8) C5 0.0608(14) 0.0633(14) 0.0745(16) 0.0030(13) 0.0112(13) 0.0114(11) C6 0.0488(14) 0.0698(16) 0.124(3) 0.0000(18) 0.0067(16) 0.0121(11) C7 0.0481(10) 0.0412(10) 0.0432(11) -0.0046(9) 0.0026(9) -0.0008(8) C8 0.0481(10) 0.0380(9) 0.0418(11) -0.0015(9) -0.0003(9) -0.0004(8) C9 0.0507(11) 0.0375(10) 0.0475(12) -0.0041(9) 0.0000(10) -0.0009(8) C10 0.0446(10) 0.0388(10) 0.0472(12) -0.0030(9) -0.0022(9) 0.0015(8) C11 0.0462(11) 0.0398(10) 0.0555(13) -0.0049(10) 0.0008(10) -0.0043(9) C12 0.0604(14) 0.108(2) 0.0696(16) -0.0111(16) 0.0191(13) -0.0055(14) C13 0.0540(12) 0.0417(11) 0.0568(13) -0.0023(10) -0.0052(11) -0.0020(9) C14 0.0555(12) 0.0387(10) 0.0630(14) -0.0030(10) -0.0043(11) 0.0012(9) C15 0.112(2) 0.0573(14) 0.0832(19) 0.0090(15) -0.0005(18) 0.0148(14) C16 0.145(3) 0.0575(17) 0.146(4) 0.021(2) 0.012(3) 0.0389(18) C17 0.124(3) 0.0623(18) 0.160(4) -0.020(2) 0.019(3) 0.0339(18) C18 0.108(2) 0.083(2) 0.098(2) -0.027(2) 0.018(2) 0.0154(17) C19 0.0775(16) 0.0552(13) 0.0695(17) -0.0050(13) 0.0015(13) 0.0078(11) C20 0.0642(13) 0.0438(11) 0.0474(12) -0.0015(10) -0.0051(11) -0.0010(9) C21 0.0567(12) 0.0675(14) 0.0428(12) 0.0015(12) 0.0035(10) 0.0155(11) C22 0.0532(12) 0.0563(12) 0.0621(15) 0.0106(12) 0.0042(12) 0.0164(10) C23 0.0851(17) 0.0533(13) 0.0791(19) -0.0003(14) -0.0080(15) 0.0050(12) C24 0.103(2) 0.0584(16) 0.120(3) -0.0137(18) -0.009(2) 0.0058(15) C25 0.098(2) 0.0563(17) 0.158(4) 0.013(2) -0.003(3) 0.0129(15) C26 0.109(2) 0.082(2) 0.123(3) 0.048(2) 0.006(2) 0.0334(18) C27 0.0940(19) 0.0871(19) 0.083(2) 0.0271(16) 0.0078(17) 0.0367(16) C28 0.0548(12) 0.0410(10) 0.0485(12) 0.0019(10) -0.0002(11) -0.0024(9) C29 0.0641(15) 0.0811(17) 0.0742(17) -0.0161(15) 0.0005(13) -0.0300(13) C30 0.0658(18) 0.167(3) 0.133(3) -0.034(3) -0.0287(19) -0.006(2) C31 0.110(2) 0.141(3) 0.100(2) -0.061(2) 0.017(2) -0.061(2) C32 0.155(3) 0.091(2) 0.124(3) 0.001(2) 0.008(3) -0.071(2) Cl1 0.0873(5) 0.1426(8) 0.1779(10) 0.0058(7) -0.0592(6) 0.0350(5) N1 0.0456(9) 0.0367(8) 0.0495(10) -0.0060(8) 0.0009(8) 0.0002(7) O1 0.0627(9) 0.0620(9) 0.0578(9) 0.0083(8) 0.0044(8) 0.0085(8) O2 0.0463(8) 0.0709(10) 0.0628(10) -0.0072(8) 0.0067(8) 0.0037(7) O3 0.0638(9) 0.0750(11) 0.0621(10) -0.0056(9) 0.0167(9) -0.0122(8) O4 0.0516(8) 0.0577(8) 0.0535(9) -0.0085(8) 0.0011(7) -0.0159(6) O5 0.0760(9) 0.0413(7) 0.0545(9) 0.0039(7) -0.0153(8) 0.0011(7) O6 0.1291(16) 0.0899(12) 0.0561(11) -0.0194(10) -0.0281(11) 0.0433(11) O7 0.0563(9) 0.0495(8) 0.1067(14) -0.0140(9) 0.0123(10) -0.0105(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 C1 C2 1.359(4) . ? C1 C6 1.363(4) . ? C1 Cl1 1.742(3) . ? C2 C3 1.376(3) . ? C2 H2 0.9300 . ? C3 C4 1.376(3) . ? C3 H3 0.9300 . ? C4 C5 1.386(3) . ? C4 C7 1.513(3) . ? C5 C6 1.383(3) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 N1 1.474(2) . ? C7 C8 1.570(2) . ? C7 H7 0.9800 . ? C8 C9 1.520(3) . ? C8 C28 1.519(3) . ? C8 C20 1.523(3) . ? C9 C10 1.528(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N1 1.465(2) . ? C10 C11 1.509(3) . ? C10 H10 0.9800 . ? C11 O1 1.201(2) . ? C11 O2 1.323(2) . ? C12 O2 1.446(3) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 O7 1.222(2) . ? C13 N1 1.347(2) . ? C13 C14 1.496(3) . ? C14 C19 1.362(3) . ? C14 C15 1.377(3) . ? C15 C16 1.374(4) . ? C15 H15 0.9300 . ? C16 C17 1.357(5) . ? C16 H16 0.9300 . ? C17 C18 1.369(5) . ? C17 H17 0.9300 . ? C18 C19 1.381(3) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 O5 1.438(2) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 O6 1.200(3) . ? C21 O5 1.328(2) . ? C21 C22 1.478(3) . ? C22 C23 1.376(3) . ? C22 C27 1.381(3) . ? C23 C24 1.381(3) . ? C23 H23 0.9300 . ? C24 C25 1.357(4) . ? C24 H24 0.9300 . ? C25 C26 1.359(5) . ? C25 H25 0.9300 . ? C26 C27 1.399(4) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 O3 1.203(2) . ? C28 O4 1.324(2) . ? C29 O4 1.478(2) . ? C29 C30 1.497(4) . ? C29 C31 1.509(4) . ? C29 C32 1.508(4) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 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 C2 C1 C6 121.3(2) . . ? C2 C1 Cl1 119.6(3) . . ? C6 C1 Cl1 119.1(2) . . ? C1 C2 C3 119.6(3) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C4 C3 C2 121.1(2) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 118.1(2) . . ? C3 C4 C7 122.82(19) . . ? C5 C4 C7 119.1(2) . . ? C4 C5 C6 121.0(3) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C1 C6 C5 118.9(3) . . ? C1 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? N1 C7 C4 114.00(16) . . ? N1 C7 C8 101.30(14) . . ? C4 C7 C8 114.74(15) . . ? N1 C7 H7 108.8 . . ? C4 C7 H7 108.8 . . ? C8 C7 H7 108.8 . . ? C9 C8 C28 114.99(16) . . ? C9 C8 C20 111.25(15) . . ? C28 C8 C20 106.45(16) . . ? C9 C8 C7 103.34(15) . . ? C28 C8 C7 112.46(15) . . ? C20 C8 C7 108.26(15) . . ? C8 C9 C10 104.29(15) . . ? C8 C9 H9A 110.9 . . ? C10 C9 H9A 110.9 . . ? C8 C9 H9B 110.9 . . ? C10 C9 H9B 110.9 . . ? H9A C9 H9B 108.9 . . ? N1 C10 C11 112.75(15) . . ? N1 C10 C9 102.67(14) . . ? C11 C10 C9 110.19(16) . . ? N1 C10 H10 110.3 . . ? C11 C10 H10 110.3 . . ? C9 C10 H10 110.3 . . ? O1 C11 O2 124.5(2) . . ? O1 C11 C10 124.97(18) . . ? O2 C11 C10 110.44(18) . . ? O2 C12 H12A 109.5 . . ? O2 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? O2 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O7 C13 N1 119.64(18) . . ? O7 C13 C14 120.12(18) . . ? N1 C13 C14 120.20(18) . . ? C19 C14 C15 119.6(2) . . ? C19 C14 C13 123.58(19) . . ? C15 C14 C13 116.5(2) . . ? C14 C15 C16 119.6(3) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? C17 C16 C15 120.9(3) . . ? C17 C16 H16 119.6 . . ? C15 C16 H16 119.6 . . ? C16 C17 C18 119.8(3) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C17 C18 C19 119.7(3) . . ? C17 C18 H18 120.2 . . ? C19 C18 H18 120.2 . . ? C14 C19 C18 120.5(3) . . ? C14 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? O5 C20 C8 105.36(15) . . ? O5 C20 H20A 110.7 . . ? C8 C20 H20A 110.7 . . ? O5 C20 H20B 110.7 . . ? C8 C20 H20B 110.7 . . ? H20A C20 H20B 108.8 . . ? O6 C21 O5 122.2(2) . . ? O6 C21 C22 126.0(2) . . ? O5 C21 C22 111.8(2) . . ? C23 C22 C27 119.7(2) . . ? C23 C22 C21 121.6(2) . . ? C27 C22 C21 118.7(2) . . ? C22 C23 C24 120.5(3) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C25 C24 C23 119.5(3) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C26 C25 C24 121.4(3) . . ? C26 C25 H25 119.3 . . ? C24 C25 H25 119.3 . . ? C25 C26 C27 119.8(3) . . ? C25 C26 H26 120.1 . . ? C27 C26 H26 120.1 . . ? C22 C27 C26 119.1(3) . . ? C22 C27 H27 120.4 . . ? C26 C27 H27 120.4 . . ? O3 C28 O4 126.17(18) . . ? O3 C28 C8 122.48(19) . . ? O4 C28 C8 111.33(17) . . ? O4 C29 C30 109.1(2) . . ? O4 C29 C31 102.3(2) . . ? C30 C29 C31 111.2(3) . . ? O4 C29 C32 109.2(2) . . ? C30 C29 C32 113.7(3) . . ? C31 C29 C32 110.6(3) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C13 N1 C10 117.94(16) . . ? C13 N1 C7 127.72(16) . . ? C10 N1 C7 114.16(14) . . ? C11 O2 C12 116.67(18) . . ? C28 O4 C29 122.17(17) . . ? C21 O5 C20 117.60(17) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.201 _refine_diff_density_min -0.194 _refine_diff_density_rms 0.026