# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _publ_contact_author_name 'Dr Volker Bohmer' _publ_contact_author_address ; Mainz 55099 GERMANY ; _publ_contact_author_email VBOEHMER@MAIL.UNI-MAINZ.DE _publ_section_title ; 1,3-Alternate calix[4]arenes, selectively functionalized by amino groups ; loop_ _publ_author_name 'Volker Bohmer' 'Michael Bolte' 'Crenguta Danila' data_boeh3n _database_code_depnum_ccdc_archive 'CCDC 249854' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C64 H64 N4 O12' _chemical_formula_weight 1081.19 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 16.7651(15) _cell_length_b 29.395(3) _cell_length_c 24.507(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.993(7) _cell_angle_gamma 90.00 _cell_volume 12011.3(19) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 12639 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 23.4 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.196 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4576 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9692 _exptl_absorpt_correction_T_max 0.9901 _exptl_absorpt_process_details . _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number . _diffrn_standards_interval_count ? _diffrn_standards_interval_time . _diffrn_standards_decay_% . _diffrn_reflns_number 61211 _diffrn_reflns_av_R_equivalents 0.1338 _diffrn_reflns_av_sigmaI/netI 0.1289 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 25.50 _reflns_number_total 11107 _reflns_number_gt 3770 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in SHELXTL-Plus (Sheldrick, 1991)' _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^)+(0.1526P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11107 _refine_ls_number_parameters 721 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2104 _refine_ls_R_factor_gt 0.0948 _refine_ls_wR_factor_ref 0.3033 _refine_ls_wR_factor_gt 0.2458 _refine_ls_goodness_of_fit_ref 0.881 _refine_ls_restrained_S_all 0.881 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1348(5) 0.6578(2) 0.5036(3) 0.0692(18) Uani 1 1 d . . . H1A H 0.0889 0.6728 0.5185 0.083 Uiso 1 1 calc R . . H1B H 0.1298 0.6630 0.4635 0.083 Uiso 1 1 calc R . . C11 C 0.1320(4) 0.60722(19) 0.5148(3) 0.0622(16) Uani 1 1 d . . . C12 C 0.1899(4) 0.5771(2) 0.4967(2) 0.0603(15) Uani 1 1 d . . . C13 C 0.1954(4) 0.53226(18) 0.5136(2) 0.0553(15) Uani 1 1 d . . . C14 C 0.1374(4) 0.5159(2) 0.5457(2) 0.0595(16) Uani 1 1 d . . . H14 H 0.1400 0.4850 0.5568 0.071 Uiso 1 1 calc R . . C15 C 0.0766(4) 0.5427(2) 0.5622(3) 0.0611(16) Uani 1 1 d . . . C16 C 0.0769(4) 0.5888(2) 0.5466(3) 0.0692(18) Uani 1 1 d . . . H16 H 0.0370 0.6082 0.5586 0.083 Uiso 1 1 calc R . . C17 C 0.0140(4) 0.5255(2) 0.5977(3) 0.0666(17) Uani 1 1 d . . . C171 C -0.0684(4) 0.5462(3) 0.5807(3) 0.079(2) Uani 1 1 d . . . H17A H -0.1072 0.5344 0.6044 0.119 Uiso 1 1 calc R . . H17B H -0.0857 0.5382 0.5425 0.119 Uiso 1 1 calc R . . H17C H -0.0652 0.5794 0.5843 0.119 Uiso 1 1 calc R . . C172 C 0.0420(5) 0.5376(3) 0.6577(3) 0.093(2) Uani 1 1 d . . . H17D H 0.0024 0.5269 0.6815 0.139 Uiso 1 1 calc R . . H17E H 0.0478 0.5707 0.6613 0.139 Uiso 1 1 calc R . . H17F H 0.0938 0.5231 0.6687 0.139 Uiso 1 1 calc R . . C173 C 0.0046(5) 0.4731(2) 0.5933(3) 0.079(2) Uani 1 1 d . . . H17G H -0.0362 0.4630 0.6165 0.119 Uiso 1 1 calc R . . H17H H 0.0559 0.4585 0.6055 0.119 Uiso 1 1 calc R . . H17I H -0.0119 0.4647 0.5551 0.119 Uiso 1 1 calc R . . O12 O 0.2455(3) 0.59405(13) 0.46213(16) 0.0608(11) Uani 1 1 d . . . C121 C 0.2166(4) 0.5921(2) 0.4046(3) 0.0691(18) Uani 1 1 d . . . H12A H 0.1677 0.6110 0.3972 0.083 Uiso 1 1 calc R . . H12B H 0.2030 0.5604 0.3938 0.083 Uiso 1 1 calc R . . C122 C 0.2814(5) 0.6097(2) 0.3723(3) 0.0693(18) Uani 1 1 d . . . H12C H 0.3282 0.5890 0.3769 0.083 Uiso 1 1 calc R . . H12D H 0.2990 0.6401 0.3861 0.083 Uiso 1 1 calc R . . C123 C 0.2505(5) 0.6130(2) 0.3119(3) 0.0753(19) Uani 1 1 d . . . H22E H 0.2329 0.5824 0.2987 0.090 Uiso 1 1 calc R . . H22F H 0.2030 0.6332 0.3080 0.090 Uiso 1 1 calc R . . N123 N 0.3093(4) 0.63009(18) 0.2775(2) 0.0709(15) Uani 1 1 d . . . C181 C 0.3629(4) 0.6021(2) 0.2530(3) 0.0643(17) Uani 1 1 d . . . O181 O 0.3716(3) 0.56177(15) 0.26219(19) 0.0747(13) Uani 1 1 d . . . C182 C 0.4033(4) 0.6313(2) 0.2155(3) 0.0629(16) Uani 1 1 d . . . C183 C 0.4600(4) 0.6208(2) 0.1802(3) 0.0676(18) Uani 1 1 d . . . H183 H 0.4780 0.5905 0.1765 0.081 Uiso 1 1 calc R . . C184 C 0.4898(5) 0.6562(2) 0.1502(3) 0.076(2) Uani 1 1 d . . . H184 H 0.5286 0.6501 0.1256 0.092 Uiso 1 1 calc R . . C185 C 0.4627(6) 0.6999(3) 0.1564(3) 0.092(3) Uani 1 1 d . . . H185 H 0.4840 0.7237 0.1361 0.111 Uiso 1 1 calc R . . C186 C 0.4055(5) 0.7102(2) 0.1913(3) 0.084(2) Uani 1 1 d . . . H186 H 0.3876 0.7405 0.1952 0.101 Uiso 1 1 calc R . . C187 C 0.3751(4) 0.6751(2) 0.2203(3) 0.0689(18) Uani 1 1 d . . . C188 C 0.3148(5) 0.6748(2) 0.2594(3) 0.076(2) Uani 1 1 d . . . O188 O 0.2730(4) 0.70504(19) 0.2737(3) 0.1088(19) Uani 1 1 d . . . C2 C 0.2644(4) 0.50249(19) 0.5000(2) 0.0573(15) Uani 1 1 d . . . H2A H 0.2566 0.4713 0.5137 0.069 Uiso 1 1 calc R . . H2B H 0.2644 0.5008 0.4596 0.069 Uiso 1 1 calc R . . C21 C 0.3442(4) 0.52045(17) 0.5250(2) 0.0521(14) Uani 1 1 d . . . C22 C 0.3631(4) 0.52185(18) 0.5818(2) 0.0529(14) Uani 1 1 d . . . C23 C 0.4351(4) 0.53981(18) 0.6067(2) 0.0548(15) Uani 1 1 d . . . C24 C 0.4904(4) 0.55668(18) 0.5726(2) 0.0576(15) Uani 1 1 d . . . H24 H 0.5399 0.5694 0.5877 0.069 Uiso 1 1 calc R . . C25 C 0.4713(4) 0.55438(17) 0.5167(2) 0.0540(15) Uani 1 1 d . . . C26 C 0.4005(4) 0.53683(17) 0.4925(3) 0.0552(15) Uani 1 1 d . . . H26 H 0.3901 0.5359 0.4537 0.066 Uiso 1 1 calc R . . N25 N 0.5313(4) 0.57087(17) 0.4816(3) 0.0687(15) Uani 1 1 d . . . O251 O 0.5132(3) 0.56958(17) 0.4311(2) 0.0844(14) Uani 1 1 d . . . O252 O 0.5969(4) 0.58408(17) 0.5035(2) 0.0862(15) Uani 1 1 d . . . O22 O 0.3065(3) 0.50587(11) 0.61429(16) 0.0566(10) Uani 1 1 d . . . C221 C 0.3152(5) 0.45818(19) 0.6291(3) 0.0682(18) Uani 1 1 d . . . H21A H 0.3637 0.4539 0.6553 0.082 Uiso 1 1 calc R . . H21B H 0.3212 0.4397 0.5960 0.082 Uiso 1 1 calc R . . C222 C 0.2439(4) 0.4434(2) 0.6543(3) 0.0683(18) Uani 1 1 d . . . H222 H 0.2201 0.4645 0.6771 0.082 Uiso 1 1 calc R . . C223 C 0.2114(5) 0.4038(3) 0.6476(4) 0.096(3) Uani 1 1 d . . . H22A H 0.2336 0.3818 0.6251 0.116 Uiso 1 1 calc R . . H22B H 0.1651 0.3965 0.6653 0.116 Uiso 1 1 calc R . . C3 C 0.4534(4) 0.54427(19) 0.6691(2) 0.0575(15) Uani 1 1 d . . . H3A H 0.4491 0.5139 0.6860 0.069 Uiso 1 1 calc R . . H3B H 0.5093 0.5550 0.6777 0.069 Uiso 1 1 calc R . . C31 C 0.3978(4) 0.57666(17) 0.6941(2) 0.0558(15) Uani 1 1 d . . . C32 C 0.3935(4) 0.62238(18) 0.6784(2) 0.0555(15) Uani 1 1 d . . . C33 C 0.3348(4) 0.65091(19) 0.6953(2) 0.0591(16) Uani 1 1 d . . . C34 C 0.2849(4) 0.63385(18) 0.7325(2) 0.0585(15) Uani 1 1 d . . . H34 H 0.2453 0.6533 0.7450 0.070 Uiso 1 1 calc R . . C35 C 0.2909(4) 0.58943(19) 0.7520(2) 0.0576(15) Uani 1 1 d . . . C36 C 0.3455(4) 0.56166(19) 0.7315(2) 0.0573(15) Uani 1 1 d . . . H36 H 0.3484 0.5308 0.7429 0.069 Uiso 1 1 calc R . . C37 C 0.2376(4) 0.57247(19) 0.7959(2) 0.0619(16) Uani 1 1 d . . . C371 C 0.2131(6) 0.5229(2) 0.7858(4) 0.109(3) Uani 1 1 d . . . H37A H 0.1825 0.5201 0.7497 0.163 Uiso 1 1 calc R . . H37B H 0.1799 0.5129 0.8142 0.163 Uiso 1 1 calc R . . H37C H 0.2613 0.5038 0.7871 0.163 Uiso 1 1 calc R . . C372 C 0.1582(6) 0.5991(3) 0.7933(4) 0.115(3) Uani 1 1 d . . . H37D H 0.1285 0.5952 0.7570 0.173 Uiso 1 1 calc R . . H37E H 0.1696 0.6315 0.7997 0.173 Uiso 1 1 calc R . . H37F H 0.1260 0.5877 0.8215 0.173 Uiso 1 1 calc R . . C373 C 0.2839(7) 0.5783(4) 0.8515(3) 0.138(5) Uani 1 1 d . . . H37G H 0.2979 0.6105 0.8573 0.207 Uiso 1 1 calc R . . H37H H 0.3330 0.5601 0.8536 0.207 Uiso 1 1 calc R . . H37I H 0.2508 0.5683 0.8800 0.207 Uiso 1 1 calc R . . O32 O 0.4482(3) 0.63900(12) 0.64431(16) 0.0582(10) Uani 1 1 d . . . C321 C 0.5167(4) 0.6598(2) 0.6741(3) 0.0697(18) Uani 1 1 d . . . H32A H 0.5488 0.6365 0.6957 0.084 Uiso 1 1 calc R . . H32B H 0.4991 0.6828 0.6998 0.084 Uiso 1 1 calc R . . C322 C 0.5673(4) 0.68228(19) 0.6340(3) 0.0636(17) Uani 1 1 d . . . H32C H 0.5985 0.6588 0.6166 0.076 Uiso 1 1 calc R . . H32D H 0.5318 0.6976 0.6048 0.076 Uiso 1 1 calc R . . C323 C 0.6238(6) 0.7165(3) 0.6624(3) 0.094(3) Uani 1 1 d . . . H32E H 0.5940 0.7360 0.6862 0.113 Uiso 1 1 calc R . . H32F H 0.6661 0.7004 0.6861 0.113 Uiso 1 1 calc R . . N323 N 0.6618(6) 0.7455(2) 0.6232(3) 0.102(2) Uani 1 1 d . . . C381 C 0.6249(11) 0.7816(4) 0.5958(5) 0.136(5) Uani 1 1 d . . . O381 O 0.5598(7) 0.7957(3) 0.6022(4) 0.146(4) Uani 1 1 d . . . C382 C 0.6833(11) 0.8009(4) 0.5599(5) 0.139(6) Uani 1 1 d . . . C383 C 0.6753(14) 0.8364(4) 0.5235(5) 0.216(11) Uani 1 1 d . . . H383 H 0.6246 0.8508 0.5163 0.260 Uiso 1 1 calc R . . C384 C 0.733(2) 0.8504(8) 0.4994(12) 0.27(2) Uani 1 1 d . . . H384 H 0.7281 0.8778 0.4789 0.318 Uiso 1 1 calc R . . C385 C 0.7975(19) 0.8273(7) 0.5029(6) 0.28(2) Uani 1 1 d . . . H385 H 0.8363 0.8365 0.4796 0.340 Uiso 1 1 calc R . . C386 C 0.8219(10) 0.7832(5) 0.5435(4) 0.171(6) Uani 1 1 d . . . H386 H 0.8712 0.7671 0.5481 0.206 Uiso 1 1 calc R . . C387 C 0.7511(11) 0.7752(5) 0.5697(4) 0.156(6) Uani 1 1 d . . . C388 C 0.7410(9) 0.7378(4) 0.6091(4) 0.111(4) Uani 1 1 d . . . O388 O 0.7845(5) 0.7094(3) 0.6287(3) 0.139(3) Uani 1 1 d . . . C4 C 0.3226(4) 0.69919(18) 0.6731(2) 0.0637(17) Uani 1 1 d . . . H4A H 0.3723 0.7170 0.6825 0.076 Uiso 1 1 calc R . . H4B H 0.2790 0.7140 0.6908 0.076 Uiso 1 1 calc R . . C41 C 0.3016(4) 0.69967(18) 0.6108(3) 0.0620(17) Uani 1 1 d . . . C42 C 0.2293(4) 0.68327(19) 0.5865(3) 0.0631(17) Uani 1 1 d . . . C43 C 0.2124(4) 0.67897(19) 0.5294(3) 0.0638(17) Uani 1 1 d . . . C44 C 0.2722(5) 0.6924(2) 0.4963(3) 0.0671(18) Uani 1 1 d . . . H44 H 0.2632 0.6900 0.4575 0.081 Uiso 1 1 calc R . . C45 C 0.3425(5) 0.7086(2) 0.5206(3) 0.0648(17) Uani 1 1 d . . . C46 C 0.3585(4) 0.71359(19) 0.5764(3) 0.0650(17) Uani 1 1 d . . . H46 H 0.4079 0.7264 0.5916 0.078 Uiso 1 1 calc R . . N45 N 0.4053(5) 0.7196(2) 0.4858(3) 0.0771(17) Uani 1 1 d . . . O451 O 0.4676(4) 0.7372(2) 0.5068(2) 0.0960(17) Uani 1 1 d . . . O452 O 0.3940(4) 0.70932(18) 0.4371(2) 0.1004(18) Uani 1 1 d . . . O42 O 0.1724(3) 0.66746(13) 0.61919(18) 0.0707(12) Uani 1 1 d . . . C421 C 0.1189(6) 0.7014(3) 0.6375(4) 0.100(3) Uani 1 1 d . . . H42A H 0.1497 0.7218 0.6641 0.120 Uiso 1 1 calc R . . H42B H 0.0975 0.7201 0.6057 0.120 Uiso 1 1 calc R . . C422 C 0.0578(9) 0.6838(4) 0.6609(8) 0.204(8) Uani 1 1 d . . . H422 H 0.0835 0.6677 0.6914 0.244 Uiso 1 1 calc R . . C423 C -0.0106(9) 0.6772(3) 0.6643(8) 0.202(8) Uani 1 1 d . . . H42C H -0.0499 0.6899 0.6380 0.243 Uiso 1 1 calc R . . H42D H -0.0265 0.6592 0.6935 0.243 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 C1 0.082(5) 0.061(3) 0.067(4) 0.006(3) 0.015(4) 0.016(3) C11 0.063(4) 0.058(3) 0.066(4) -0.004(3) 0.012(3) 0.008(3) C12 0.054(4) 0.068(4) 0.061(4) 0.000(3) 0.018(3) -0.001(3) C13 0.055(4) 0.058(3) 0.055(3) -0.007(3) 0.013(3) 0.000(3) C14 0.057(4) 0.068(4) 0.055(4) -0.003(3) 0.014(3) -0.001(3) C15 0.057(4) 0.068(4) 0.059(4) -0.004(3) 0.009(3) -0.003(3) C16 0.061(4) 0.081(4) 0.068(4) -0.009(3) 0.019(4) 0.010(3) C17 0.064(5) 0.076(4) 0.061(4) -0.006(3) 0.015(3) -0.004(3) C171 0.065(5) 0.106(5) 0.068(4) -0.012(4) 0.014(4) -0.003(4) C172 0.082(6) 0.135(7) 0.063(5) -0.010(4) 0.016(4) -0.018(5) C173 0.065(5) 0.096(5) 0.082(5) 0.010(4) 0.028(4) -0.007(4) O12 0.066(3) 0.062(2) 0.056(2) 0.0006(18) 0.015(2) 0.000(2) C121 0.074(5) 0.074(4) 0.060(4) -0.001(3) 0.016(4) 0.002(3) C122 0.084(5) 0.064(4) 0.061(4) 0.002(3) 0.016(4) 0.002(3) C123 0.082(5) 0.082(4) 0.065(4) -0.003(3) 0.023(4) -0.013(4) N123 0.085(4) 0.071(3) 0.060(3) -0.009(3) 0.024(3) -0.004(3) C181 0.074(5) 0.059(4) 0.059(4) -0.001(3) 0.004(3) -0.011(3) O181 0.086(4) 0.068(3) 0.072(3) 0.006(2) 0.015(3) -0.007(2) C182 0.073(5) 0.060(3) 0.057(4) -0.002(3) 0.010(3) -0.007(3) C183 0.079(5) 0.066(4) 0.057(4) -0.002(3) 0.009(4) -0.011(3) C184 0.085(6) 0.083(5) 0.062(4) -0.005(3) 0.013(4) -0.019(4) C185 0.126(8) 0.081(5) 0.073(5) 0.006(4) 0.027(5) -0.028(5) C186 0.108(7) 0.057(4) 0.088(5) 0.001(3) 0.018(5) -0.009(4) C187 0.082(5) 0.063(4) 0.064(4) 0.003(3) 0.020(4) -0.005(3) C188 0.106(6) 0.053(4) 0.073(4) -0.006(3) 0.018(4) -0.001(4) O188 0.135(5) 0.085(3) 0.115(4) -0.008(3) 0.052(4) 0.013(3) C2 0.057(4) 0.062(3) 0.054(3) -0.010(3) 0.014(3) 0.002(3) C21 0.054(4) 0.048(3) 0.057(4) 0.000(2) 0.015(3) 0.008(3) C22 0.058(4) 0.049(3) 0.055(3) 0.002(2) 0.019(3) 0.000(3) C23 0.062(4) 0.051(3) 0.054(3) 0.002(3) 0.018(3) 0.008(3) C24 0.063(4) 0.050(3) 0.062(4) -0.007(3) 0.017(3) 0.007(3) C25 0.066(4) 0.039(3) 0.061(4) -0.001(2) 0.027(3) 0.002(3) C26 0.063(4) 0.045(3) 0.059(3) 0.001(2) 0.014(3) 0.002(3) N25 0.078(5) 0.060(3) 0.074(4) 0.004(3) 0.033(3) 0.005(3) O251 0.086(4) 0.100(3) 0.073(3) 0.016(3) 0.033(3) 0.003(3) O252 0.074(4) 0.090(3) 0.099(4) -0.010(3) 0.030(3) -0.024(3) O22 0.063(3) 0.050(2) 0.061(2) 0.0045(17) 0.023(2) -0.0008(18) C221 0.081(5) 0.054(3) 0.073(4) 0.014(3) 0.025(4) 0.004(3) C222 0.073(5) 0.062(4) 0.071(4) 0.008(3) 0.015(4) -0.007(3) C223 0.096(7) 0.086(5) 0.105(6) 0.017(4) -0.003(5) -0.025(5) C3 0.066(4) 0.051(3) 0.057(4) 0.002(3) 0.014(3) 0.003(3) C31 0.068(4) 0.047(3) 0.053(3) 0.000(2) 0.011(3) 0.001(3) C32 0.070(4) 0.053(3) 0.047(3) 0.003(2) 0.022(3) -0.004(3) C33 0.074(5) 0.052(3) 0.053(3) -0.001(3) 0.014(3) -0.004(3) C34 0.068(4) 0.052(3) 0.059(4) -0.003(3) 0.021(3) 0.009(3) C35 0.066(4) 0.056(3) 0.053(3) 0.000(3) 0.020(3) -0.006(3) C36 0.071(4) 0.049(3) 0.054(3) -0.002(2) 0.016(3) -0.003(3) C37 0.074(5) 0.057(3) 0.058(4) 0.001(3) 0.023(3) -0.004(3) C371 0.149(9) 0.076(5) 0.114(7) -0.005(4) 0.078(6) -0.025(5) C372 0.102(7) 0.114(6) 0.140(8) 0.034(6) 0.059(6) 0.021(5) C373 0.131(9) 0.231(12) 0.052(5) 0.025(6) 0.008(5) -0.093(8) O32 0.065(3) 0.057(2) 0.056(2) 0.0024(18) 0.019(2) -0.0058(19) C321 0.075(5) 0.074(4) 0.062(4) -0.002(3) 0.015(4) -0.013(3) C322 0.073(5) 0.055(3) 0.066(4) 0.006(3) 0.023(3) -0.005(3) C323 0.113(7) 0.093(5) 0.077(5) 0.011(4) 0.011(5) -0.040(5) N323 0.141(7) 0.083(4) 0.082(4) 0.016(4) 0.009(5) -0.048(5) C381 0.229(18) 0.078(8) 0.099(8) -0.003(6) 0.006(11) -0.038(9) O381 0.228(12) 0.083(5) 0.125(6) 0.003(4) -0.002(7) -0.006(6) C382 0.248(18) 0.085(7) 0.080(6) 0.019(5) -0.006(9) -0.088(8) C383 0.44(3) 0.100(8) 0.092(8) 0.016(6) -0.032(12) -0.126(13) C384 0.49(5) 0.129(15) 0.174(19) 0.004(12) 0.03(2) -0.14(2) C385 0.54(5) 0.25(2) 0.079(9) -0.061(12) 0.125(18) -0.32(3) C386 0.223(15) 0.189(12) 0.105(8) -0.025(8) 0.035(9) -0.135(11) C387 0.242(18) 0.154(11) 0.075(7) 0.009(7) 0.029(9) -0.138(12) C388 0.133(11) 0.116(8) 0.084(6) 0.009(6) 0.007(7) -0.067(7) O388 0.142(8) 0.144(6) 0.129(6) 0.020(5) 0.009(5) -0.060(5) C4 0.082(5) 0.051(3) 0.061(4) 0.002(3) 0.022(3) 0.002(3) C41 0.078(5) 0.045(3) 0.066(4) 0.005(3) 0.023(4) 0.010(3) C42 0.073(5) 0.050(3) 0.069(4) 0.004(3) 0.022(4) 0.012(3) C43 0.072(5) 0.051(3) 0.069(4) 0.001(3) 0.012(4) 0.012(3) C44 0.083(6) 0.052(3) 0.070(4) 0.012(3) 0.023(4) 0.012(3) C45 0.077(5) 0.054(3) 0.068(4) 0.009(3) 0.030(4) 0.009(3) C46 0.074(5) 0.050(3) 0.075(4) 0.011(3) 0.025(4) 0.010(3) N45 0.090(5) 0.069(3) 0.078(4) 0.010(3) 0.035(4) 0.008(3) O451 0.100(5) 0.099(4) 0.095(4) 0.014(3) 0.039(4) -0.011(3) O452 0.128(5) 0.103(4) 0.078(4) 0.000(3) 0.050(4) 0.001(3) O42 0.077(3) 0.060(2) 0.081(3) 0.010(2) 0.033(3) 0.009(2) C421 0.108(7) 0.076(5) 0.128(7) -0.004(4) 0.075(6) 0.013(4) C422 0.155(13) 0.105(8) 0.38(2) -0.034(10) 0.181(16) 0.018(8) C423 0.165(13) 0.081(6) 0.39(2) 0.020(9) 0.178(15) 0.024(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 C11 1.514(8) . ? C1 C43 1.518(10) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C11 C16 1.381(9) . ? C11 C12 1.419(8) . ? C12 C13 1.383(8) . ? C12 O12 1.413(7) . ? C13 C14 1.398(8) . ? C13 C2 1.515(8) . ? C14 C15 1.380(9) . ? C14 H14 0.9500 . ? C15 C16 1.408(9) . ? C15 C17 1.518(9) . ? C16 H16 0.9500 . ? C17 C171 1.529(10) . ? C17 C172 1.540(10) . ? C17 C173 1.550(9) . ? C171 H17A 0.9800 . ? C171 H17B 0.9800 . ? C171 H17C 0.9800 . ? C172 H17D 0.9800 . ? C172 H17E 0.9800 . ? C172 H17F 0.9800 . ? C173 H17G 0.9800 . ? C173 H17H 0.9800 . ? C173 H17I 0.9800 . ? O12 C121 1.444(7) . ? C121 C122 1.501(9) . ? C121 H12A 0.9900 . ? C121 H12B 0.9900 . ? C122 C123 1.519(9) . ? C122 H12C 0.9900 . ? C122 H12D 0.9900 . ? C123 N123 1.452(8) . ? C123 H22E 0.9900 . ? C123 H22F 0.9900 . ? N123 C188 1.394(8) . ? N123 C181 1.401(9) . ? C181 O181 1.212(7) . ? C181 C182 1.474(9) . ? C182 C187 1.380(9) . ? C182 C183 1.385(9) . ? C183 C184 1.395(9) . ? C183 H183 0.9500 . ? C184 C185 1.375(10) . ? C184 H184 0.9500 . ? C185 C186 1.384(11) . ? C185 H185 0.9500 . ? C186 C187 1.378(9) . ? C186 H186 0.9500 . ? C187 C188 1.465(10) . ? C188 O188 1.206(8) . ? C2 C21 1.508(9) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C21 C26 1.383(8) . ? C21 C22 1.396(8) . ? C22 O22 1.382(7) . ? C22 C23 1.397(9) . ? C23 C24 1.402(8) . ? C23 C3 1.535(8) . ? C24 C25 1.375(8) . ? C24 H24 0.9500 . ? C25 C26 1.372(9) . ? C25 N25 1.471(8) . ? C26 H26 0.9500 . ? N25 O252 1.235(8) . ? N25 O251 1.244(7) . ? O22 C221 1.452(6) . ? C221 C222 1.467(9) . ? C221 H21A 0.9900 . ? C221 H21B 0.9900 . ? C222 C223 1.290(9) . ? C222 H222 0.9500 . ? C223 H22A 0.9500 . ? C223 H22B 0.9500 . ? C3 C31 1.506(8) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C31 C32 1.398(7) . ? C31 C36 1.403(8) . ? C32 C33 1.389(8) . ? C32 O32 1.392(7) . ? C33 C34 1.394(8) . ? C33 C4 1.526(8) . ? C34 C35 1.391(8) . ? C34 H34 0.9500 . ? C35 C36 1.362(8) . ? C35 C37 1.550(8) . ? C36 H36 0.9500 . ? C37 C373 1.506(10) . ? C37 C371 1.528(9) . ? C37 C372 1.540(11) . ? C371 H37A 0.9800 . ? C371 H37B 0.9800 . ? C371 H37C 0.9800 . ? C372 H37D 0.9800 . ? C372 H37E 0.9800 . ? C372 H37F 0.9800 . ? C373 H37G 0.9800 . ? C373 H37H 0.9800 . ? C373 H37I 0.9800 . ? O32 C321 1.432(8) . ? C321 C322 1.515(9) . ? C321 H32A 0.9900 . ? C321 H32B 0.9900 . ? C322 C323 1.502(10) . ? C322 H32C 0.9900 . ? C322 H32D 0.9900 . ? C323 N323 1.477(10) . ? C323 H32E 0.9900 . ? C323 H32F 0.9900 . ? N323 C381 1.368(15) . ? N323 C388 1.425(14) . ? C381 O381 1.194(17) . ? C381 C382 1.495(19) . ? C382 C387 1.36(2) . ? C382 C383 1.370(15) . ? C383 C384 1.25(3) . ? C383 H383 0.9500 . ? C384 C385 1.28(5) . ? C384 H384 0.9500 . ? C385 C386 1.66(3) . ? C385 H385 0.9500 . ? C386 C387 1.427(19) . ? C386 H386 0.9500 . ? C387 C388 1.485(15) . ? C388 O388 1.177(13) . ? C4 C41 1.530(9) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C41 C42 1.380(9) . ? C41 C46 1.398(9) . ? C42 O42 1.389(8) . ? C42 C43 1.405(9) . ? C43 C44 1.410(9) . ? C44 C45 1.351(10) . ? C44 H44 0.9500 . ? C45 C46 1.373(9) . ? C45 N45 1.459(9) . ? C46 H46 0.9500 . ? N45 O452 1.228(8) . ? N45 O451 1.231(8) . ? O42 C421 1.445(8) . ? C421 C422 1.330(14) . ? C421 H42A 0.9900 . ? C421 H42B 0.9900 . ? C422 C423 1.174(16) . ? C422 H422 0.9500 . ? C423 H42C 0.9500 . ? C423 H42D 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 C11 C1 C43 111.7(5) . . ? C11 C1 H1A 109.3 . . ? C43 C1 H1A 109.3 . . ? C11 C1 H1B 109.3 . . ? C43 C1 H1B 109.3 . . ? H1A C1 H1B 107.9 . . ? C16 C11 C12 116.9(6) . . ? C16 C11 C1 121.6(6) . . ? C12 C11 C1 121.3(6) . . ? C13 C12 O12 119.3(5) . . ? C13 C12 C11 121.8(6) . . ? O12 C12 C11 118.9(5) . . ? C12 C13 C14 117.9(6) . . ? C12 C13 C2 120.8(5) . . ? C14 C13 C2 121.2(5) . . ? C15 C14 C13 123.2(6) . . ? C15 C14 H14 118.4 . . ? C13 C14 H14 118.4 . . ? C14 C15 C16 116.4(6) . . ? C14 C15 C17 123.6(6) . . ? C16 C15 C17 119.9(6) . . ? C11 C16 C15 123.6(6) . . ? C11 C16 H16 118.2 . . ? C15 C16 H16 118.2 . . ? C15 C17 C171 111.7(6) . . ? C15 C17 C172 108.1(6) . . ? C171 C17 C172 110.1(6) . . ? C15 C17 C173 111.2(5) . . ? C171 C17 C173 107.2(6) . . ? C172 C17 C173 108.4(6) . . ? C17 C171 H17A 109.5 . . ? C17 C171 H17B 109.5 . . ? H17A C171 H17B 109.5 . . ? C17 C171 H17C 109.5 . . ? H17A C171 H17C 109.5 . . ? H17B C171 H17C 109.5 . . ? C17 C172 H17D 109.5 . . ? C17 C172 H17E 109.5 . . ? H17D C172 H17E 109.5 . . ? C17 C172 H17F 109.5 . . ? H17D C172 H17F 109.5 . . ? H17E C172 H17F 109.5 . . ? C17 C173 H17G 109.5 . . ? C17 C173 H17H 109.5 . . ? H17G C173 H17H 109.5 . . ? C17 C173 H17I 109.5 . . ? H17G C173 H17I 109.5 . . ? H17H C173 H17I 109.5 . . ? C12 O12 C121 113.4(5) . . ? O12 C121 C122 108.3(6) . . ? O12 C121 H12A 110.0 . . ? C122 C121 H12A 110.0 . . ? O12 C121 H12B 110.0 . . ? C122 C121 H12B 110.0 . . ? H12A C121 H12B 108.4 . . ? C121 C122 C123 110.1(6) . . ? C121 C122 H12C 109.6 . . ? C123 C122 H12C 109.6 . . ? C121 C122 H12D 109.6 . . ? C123 C122 H12D 109.6 . . ? H12C C122 H12D 108.2 . . ? N123 C123 C122 113.9(6) . . ? N123 C123 H22E 108.8 . . ? C122 C123 H22E 108.8 . . ? N123 C123 H22F 108.8 . . ? C122 C123 H22F 108.8 . . ? H22E C123 H22F 107.7 . . ? C188 N123 C181 110.6(6) . . ? C188 N123 C123 125.7(6) . . ? C181 N123 C123 123.4(5) . . ? O181 C181 N123 124.4(6) . . ? O181 C181 C182 129.3(7) . . ? N123 C181 C182 106.4(5) . . ? C187 C182 C183 121.6(6) . . ? C187 C182 C181 107.9(6) . . ? C183 C182 C181 130.5(6) . . ? C182 C183 C184 118.1(6) . . ? C182 C183 H183 121.0 . . ? C184 C183 H183 121.0 . . ? C185 C184 C183 119.8(7) . . ? C185 C184 H184 120.1 . . ? C183 C184 H184 120.1 . . ? C184 C185 C186 122.0(7) . . ? C184 C185 H185 119.0 . . ? C186 C185 H185 119.0 . . ? C187 C186 C185 118.2(7) . . ? C187 C186 H186 120.9 . . ? C185 C186 H186 120.9 . . ? C186 C187 C182 120.3(7) . . ? C186 C187 C188 131.2(6) . . ? C182 C187 C188 108.4(5) . . ? O188 C188 N123 122.9(7) . . ? O188 C188 C187 130.4(6) . . ? N123 C188 C187 106.6(6) . . ? C21 C2 C13 112.0(5) . . ? C21 C2 H2A 109.2 . . ? C13 C2 H2A 109.2 . . ? C21 C2 H2B 109.2 . . ? C13 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? C26 C21 C22 117.8(6) . . ? C26 C21 C2 121.2(5) . . ? C22 C21 C2 121.0(5) . . ? O22 C22 C21 117.8(6) . . ? O22 C22 C23 119.3(5) . . ? C21 C22 C23 122.8(5) . . ? C22 C23 C24 117.9(5) . . ? C22 C23 C3 122.7(5) . . ? C24 C23 C3 119.2(6) . . ? C25 C24 C23 118.5(6) . . ? C25 C24 H24 120.8 . . ? C23 C24 H24 120.8 . . ? C26 C25 C24 123.3(6) . . ? C26 C25 N25 119.1(6) . . ? C24 C25 N25 117.6(6) . . ? C25 C26 C21 119.7(6) . . ? C25 C26 H26 120.2 . . ? C21 C26 H26 120.2 . . ? O252 N25 O251 123.8(6) . . ? O252 N25 C25 118.8(6) . . ? O251 N25 C25 117.4(6) . . ? C22 O22 C221 114.6(4) . . ? O22 C221 C222 109.1(5) . . ? O22 C221 H21A 109.9 . . ? C222 C221 H21A 109.9 . . ? O22 C221 H21B 109.9 . . ? C222 C221 H21B 109.9 . . ? H21A C221 H21B 108.3 . . ? C223 C222 C221 124.5(7) . . ? C223 C222 H222 117.8 . . ? C221 C222 H222 117.8 . . ? C222 C223 H22A 120.0 . . ? C222 C223 H22B 120.0 . . ? H22A C223 H22B 120.0 . . ? C31 C3 C23 113.1(5) . . ? C31 C3 H3A 109.0 . . ? C23 C3 H3A 109.0 . . ? C31 C3 H3B 109.0 . . ? C23 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C32 C31 C36 117.6(5) . . ? C32 C31 C3 120.8(5) . . ? C36 C31 C3 121.5(5) . . ? C33 C32 O32 119.9(5) . . ? C33 C32 C31 121.1(5) . . ? O32 C32 C31 119.0(5) . . ? C32 C33 C34 118.0(5) . . ? C32 C33 C4 121.9(5) . . ? C34 C33 C4 120.1(6) . . ? C35 C34 C33 122.4(6) . . ? C35 C34 H34 118.8 . . ? C33 C34 H34 118.8 . . ? C36 C35 C34 117.6(5) . . ? C36 C35 C37 121.5(5) . . ? C34 C35 C37 120.9(5) . . ? C35 C36 C31 122.9(5) . . ? C35 C36 H36 118.5 . . ? C31 C36 H36 118.5 . . ? C373 C37 C371 111.1(7) . . ? C373 C37 C372 109.9(8) . . ? C371 C37 C372 105.2(7) . . ? C373 C37 C35 108.2(6) . . ? C371 C37 C35 111.0(5) . . ? C372 C37 C35 111.4(5) . . ? C37 C371 H37A 109.5 . . ? C37 C371 H37B 109.5 . . ? H37A C371 H37B 109.5 . . ? C37 C371 H37C 109.5 . . ? H37A C371 H37C 109.5 . . ? H37B C371 H37C 109.5 . . ? C37 C372 H37D 109.5 . . ? C37 C372 H37E 109.5 . . ? H37D C372 H37E 109.5 . . ? C37 C372 H37F 109.5 . . ? H37D C372 H37F 109.5 . . ? H37E C372 H37F 109.5 . . ? C37 C373 H37G 109.5 . . ? C37 C373 H37H 109.5 . . ? H37G C373 H37H 109.5 . . ? C37 C373 H37I 109.5 . . ? H37G C373 H37I 109.5 . . ? H37H C373 H37I 109.5 . . ? C32 O32 C321 112.8(4) . . ? O32 C321 C322 109.2(5) . . ? O32 C321 H32A 109.8 . . ? C322 C321 H32A 109.8 . . ? O32 C321 H32B 109.8 . . ? C322 C321 H32B 109.8 . . ? H32A C321 H32B 108.3 . . ? C323 C322 C321 111.2(6) . . ? C323 C322 H32C 109.4 . . ? C321 C322 H32C 109.4 . . ? C323 C322 H32D 109.4 . . ? C321 C322 H32D 109.4 . . ? H32C C322 H32D 108.0 . . ? N323 C323 C322 112.4(6) . . ? N323 C323 H32E 109.1 . . ? C322 C323 H32E 109.1 . . ? N323 C323 H32F 109.1 . . ? C322 C323 H32F 109.1 . . ? H32E C323 H32F 107.9 . . ? C381 N323 C388 112.9(10) . . ? C381 N323 C323 124.3(11) . . ? C388 N323 C323 122.8(8) . . ? O381 C381 N323 125.3(14) . . ? O381 C381 C382 127.6(14) . . ? N323 C381 C382 107.0(14) . . ? C387 C382 C383 124.0(18) . . ? C387 C382 C381 105.7(11) . . ? C383 C382 C381 130.3(19) . . ? C384 C383 C382 122(3) . . ? C384 C383 H383 119.0 . . ? C382 C383 H383 119.0 . . ? C383 C384 C385 119(3) . . ? C383 C384 H384 120.5 . . ? C385 C384 H384 120.5 . . ? C384 C385 C386 128(2) . . ? C384 C385 H385 116.2 . . ? C386 C385 H385 116.2 . . ? C387 C386 C385 103.5(16) . . ? C387 C386 H386 128.2 . . ? C385 C386 H386 128.2 . . ? C382 C387 C386 123.1(13) . . ? C382 C387 C388 112.1(13) . . ? C386 C387 C388 124.8(18) . . ? O388 C388 N323 124.6(10) . . ? O388 C388 C387 133.1(15) . . ? N323 C388 C387 102.2(13) . . ? C33 C4 C41 111.9(5) . . ? C33 C4 H4A 109.2 . . ? C41 C4 H4A 109.2 . . ? C33 C4 H4B 109.2 . . ? C41 C4 H4B 109.2 . . ? H4A C4 H4B 107.9 . . ? C42 C41 C46 117.7(6) . . ? C42 C41 C4 121.9(6) . . ? C46 C41 C4 120.2(7) . . ? C41 C42 O42 119.5(6) . . ? C41 C42 C43 122.6(6) . . ? O42 C42 C43 117.7(6) . . ? C42 C43 C44 117.8(7) . . ? C42 C43 C1 121.8(6) . . ? C44 C43 C1 120.4(6) . . ? C45 C44 C43 119.0(7) . . ? C45 C44 H44 120.5 . . ? C43 C44 H44 120.5 . . ? C44 C45 C46 123.3(6) . . ? C44 C45 N45 118.0(7) . . ? C46 C45 N45 118.7(7) . . ? C45 C46 C41 119.6(7) . . ? C45 C46 H46 120.2 . . ? C41 C46 H46 120.2 . . ? O452 N45 O451 123.2(7) . . ? O452 N45 C45 117.9(7) . . ? O451 N45 C45 118.8(7) . . ? C42 O42 C421 115.8(5) . . ? C422 C421 O42 113.3(7) . . ? C422 C421 H42A 108.9 . . ? O42 C421 H42A 108.9 . . ? C422 C421 H42B 108.9 . . ? O42 C421 H42B 108.9 . . ? H42A C421 H42B 107.7 . . ? C423 C422 C421 154(2) . . ? C423 C422 H422 103.1 . . ? C421 C422 H422 103.1 . . ? C422 C423 H42C 120.0 . . ? C422 C423 H42D 120.0 . . ? H42C C423 H42D 120.0 . . ? 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 C43 C1 C11 C16 114.4(7) . . . . ? C43 C1 C11 C12 -60.5(8) . . . . ? C16 C11 C12 C13 -5.1(10) . . . . ? C1 C11 C12 C13 170.0(6) . . . . ? C16 C11 C12 O12 177.4(6) . . . . ? C1 C11 C12 O12 -7.5(9) . . . . ? O12 C12 C13 C14 -177.2(5) . . . . ? C11 C12 C13 C14 5.3(9) . . . . ? O12 C12 C13 C2 5.7(9) . . . . ? C11 C12 C13 C2 -171.7(6) . . . . ? C12 C13 C14 C15 -1.5(9) . . . . ? C2 C13 C14 C15 175.6(6) . . . . ? C13 C14 C15 C16 -2.3(9) . . . . ? C13 C14 C15 C17 -179.2(6) . . . . ? C12 C11 C16 C15 1.1(10) . . . . ? C1 C11 C16 C15 -174.0(6) . . . . ? C14 C15 C16 C11 2.5(10) . . . . ? C17 C15 C16 C11 179.5(6) . . . . ? C14 C15 C17 C171 -143.0(6) . . . . ? C16 C15 C17 C171 40.3(8) . . . . ? C14 C15 C17 C172 95.7(8) . . . . ? C16 C15 C17 C172 -81.0(8) . . . . ? C14 C15 C17 C173 -23.2(9) . . . . ? C16 C15 C17 C173 160.0(6) . . . . ? C13 C12 O12 C121 94.8(7) . . . . ? C11 C12 O12 C121 -87.7(7) . . . . ? C12 O12 C121 C122 -178.4(5) . . . . ? O12 C121 C122 C123 -174.1(5) . . . . ? C121 C122 C123 N123 179.5(6) . . . . ? C122 C123 N123 C188 -98.2(8) . . . . ? C122 C123 N123 C181 89.2(8) . . . . ? C188 N123 C181 O181 178.6(6) . . . . ? C123 N123 C181 O181 -7.8(10) . . . . ? C188 N123 C181 C182 -1.8(7) . . . . ? C123 N123 C181 C182 171.9(6) . . . . ? O181 C181 C182 C187 -178.4(7) . . . . ? N123 C181 C182 C187 2.0(7) . . . . ? O181 C181 C182 C183 1.7(12) . . . . ? N123 C181 C182 C183 -178.0(7) . . . . ? C187 C182 C183 C184 1.7(10) . . . . ? C181 C182 C183 C184 -178.3(7) . . . . ? C182 C183 C184 C185 0.1(11) . . . . ? C183 C184 C185 C186 -0.8(12) . . . . ? C184 C185 C186 C187 -0.2(13) . . . . ? C185 C186 C187 C182 2.0(11) . . . . ? C185 C186 C187 C188 -179.7(8) . . . . ? C183 C182 C187 C186 -2.8(11) . . . . ? C181 C182 C187 C186 177.2(7) . . . . ? C183 C182 C187 C188 178.5(7) . . . . ? C181 C182 C187 C188 -1.5(8) . . . . ? C181 N123 C188 O188 178.0(7) . . . . ? C123 N123 C188 O188 4.6(12) . . . . ? C181 N123 C188 C187 0.9(8) . . . . ? C123 N123 C188 C187 -172.6(6) . . . . ? C186 C187 C188 O188 5.1(15) . . . . ? C182 C187 C188 O188 -176.4(8) . . . . ? C186 C187 C188 N123 -178.1(8) . . . . ? C182 C187 C188 N123 0.4(8) . . . . ? C12 C13 C2 C21 61.8(7) . . . . ? C14 C13 C2 C21 -115.2(6) . . . . ? C13 C2 C21 C26 -113.4(6) . . . . ? C13 C2 C21 C22 65.5(7) . . . . ? C26 C21 C22 O22 179.4(5) . . . . ? C2 C21 C22 O22 0.6(7) . . . . ? C26 C21 C22 C23 1.4(8) . . . . ? C2 C21 C22 C23 -177.5(5) . . . . ? O22 C22 C23 C24 -178.6(5) . . . . ? C21 C22 C23 C24 -0.6(8) . . . . ? O22 C22 C23 C3 -2.2(8) . . . . ? C21 C22 C23 C3 175.8(5) . . . . ? C22 C23 C24 C25 -0.5(8) . . . . ? C3 C23 C24 C25 -176.9(5) . . . . ? C23 C24 C25 C26 0.7(8) . . . . ? C23 C24 C25 N25 -178.0(5) . . . . ? C24 C25 C26 C21 0.1(8) . . . . ? N25 C25 C26 C21 178.8(5) . . . . ? C22 C21 C26 C25 -1.1(8) . . . . ? C2 C21 C26 C25 177.7(5) . . . . ? C26 C25 N25 O252 -175.7(5) . . . . ? C24 C25 N25 O252 3.1(8) . . . . ? C26 C25 N25 O251 2.7(8) . . . . ? C24 C25 N25 O251 -178.6(5) . . . . ? C21 C22 O22 C221 92.4(6) . . . . ? C23 C22 O22 C221 -89.5(6) . . . . ? C22 O22 C221 C222 -169.4(5) . . . . ? O22 C221 C222 C223 143.5(7) . . . . ? C22 C23 C3 C31 -64.1(7) . . . . ? C24 C23 C3 C31 112.2(6) . . . . ? C23 C3 C31 C32 -60.2(8) . . . . ? C23 C3 C31 C36 116.1(6) . . . . ? C36 C31 C32 C33 -5.7(9) . . . . ? C3 C31 C32 C33 170.8(6) . . . . ? C36 C31 C32 O32 175.7(5) . . . . ? C3 C31 C32 O32 -7.8(9) . . . . ? O32 C32 C33 C34 -175.5(6) . . . . ? C31 C32 C33 C34 6.0(9) . . . . ? O32 C32 C33 C4 6.1(9) . . . . ? C31 C32 C33 C4 -172.4(6) . . . . ? C32 C33 C34 C35 -1.5(10) . . . . ? C4 C33 C34 C35 176.9(6) . . . . ? C33 C34 C35 C36 -3.1(10) . . . . ? C33 C34 C35 C37 176.5(6) . . . . ? C34 C35 C36 C31 3.3(10) . . . . ? C37 C35 C36 C31 -176.2(6) . . . . ? C32 C31 C36 C35 0.9(9) . . . . ? C3 C31 C36 C35 -175.5(6) . . . . ? C36 C35 C37 C373 85.6(9) . . . . ? C34 C35 C37 C373 -93.9(9) . . . . ? C36 C35 C37 C371 -36.5(9) . . . . ? C34 C35 C37 C371 143.9(7) . . . . ? C36 C35 C37 C372 -153.4(7) . . . . ? C34 C35 C37 C372 27.0(9) . . . . ? C33 C32 O32 C321 86.6(7) . . . . ? C31 C32 O32 C321 -94.8(6) . . . . ? C32 O32 C321 C322 -172.6(5) . . . . ? O32 C321 C322 C323 161.8(6) . . . . ? C321 C322 C323 N323 -168.3(7) . . . . ? C322 C323 N323 C381 78.5(11) . . . . ? C322 C323 N323 C388 -99.9(9) . . . . ? C388 N323 C381 O381 -177.0(13) . . . . ? C323 N323 C381 O381 4.5(19) . . . . ? C388 N323 C381 C382 -0.4(12) . . . . ? C323 N323 C381 C382 -178.9(8) . . . . ? O381 C381 C382 C387 175.3(14) . . . . ? N323 C381 C382 C387 -1.1(13) . . . . ? O381 C381 C382 C383 -5(2) . . . . ? N323 C381 C382 C383 178.4(11) . . . . ? C387 C382 C383 C384 -6(2) . . . . ? C381 C382 C383 C384 174.5(18) . . . . ? C382 C383 C384 C385 10(4) . . . . ? C383 C384 C385 C386 -10(4) . . . . ? C384 C385 C386 C387 5(3) . . . . ? C383 C382 C387 C386 1(2) . . . . ? C381 C382 C387 C386 -179.3(9) . . . . ? C383 C382 C387 C388 -177.3(9) . . . . ? C381 C382 C387 C388 2.2(14) . . . . ? C385 C386 C387 C382 -0.4(16) . . . . ? C385 C386 C387 C388 177.9(10) . . . . ? C381 N323 C388 O388 178.0(11) . . . . ? C323 N323 C388 O388 -3.5(15) . . . . ? C381 N323 C388 C387 1.6(10) . . . . ? C323 N323 C388 C387 -179.8(7) . . . . ? C382 C387 C388 O388 -178.3(13) . . . . ? C386 C387 C388 O388 3(2) . . . . ? C382 C387 C388 N323 -2.4(13) . . . . ? C386 C387 C388 N323 179.1(10) . . . . ? C32 C33 C4 C41 60.3(8) . . . . ? C34 C33 C4 C41 -118.1(7) . . . . ? C33 C4 C41 C42 68.5(8) . . . . ? C33 C4 C41 C46 -106.3(6) . . . . ? C46 C41 C42 O42 177.5(5) . . . . ? C4 C41 C42 O42 2.6(8) . . . . ? C46 C41 C42 C43 1.9(8) . . . . ? C4 C41 C42 C43 -173.1(5) . . . . ? C41 C42 C43 C44 -0.4(8) . . . . ? O42 C42 C43 C44 -176.1(5) . . . . ? C41 C42 C43 C1 175.7(5) . . . . ? O42 C42 C43 C1 -0.1(8) . . . . ? C11 C1 C43 C42 -69.3(7) . . . . ? C11 C1 C43 C44 106.6(7) . . . . ? C42 C43 C44 C45 -0.1(8) . . . . ? C1 C43 C44 C45 -176.1(5) . . . . ? C43 C44 C45 C46 -1.2(9) . . . . ? C43 C44 C45 N45 176.2(5) . . . . ? C44 C45 C46 C41 2.7(9) . . . . ? N45 C45 C46 C41 -174.6(5) . . . . ? C42 C41 C46 C45 -3.0(8) . . . . ? C4 C41 C46 C45 172.0(5) . . . . ? C44 C45 N45 O452 -7.0(9) . . . . ? C46 C45 N45 O452 170.5(6) . . . . ? C44 C45 N45 O451 175.2(6) . . . . ? C46 C45 N45 O451 -7.3(9) . . . . ? C41 C42 O42 C421 86.8(8) . . . . ? C43 C42 O42 C421 -97.3(7) . . . . ? C42 O42 C421 C422 169.6(12) . . . . ? O42 C421 C422 C423 -119(3) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.892 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.085 data_boeh7n _database_code_depnum_ccdc_archive 'CCDC 249855' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C64 H64 N4 O12' _chemical_formula_weight 1081.19 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.1953(7) _cell_length_b 14.6587(7) _cell_length_c 15.3671(7) _cell_angle_alpha 111.121(4) _cell_angle_beta 92.666(4) _cell_angle_gamma 99.425(4) _cell_volume 2923.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 72015 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 30.1 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.46 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.228 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.085 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min 0.9571 _exptl_absorpt_correction_T_max 0.9619 _exptl_absorpt_process_details . _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number . _diffrn_standards_interval_count ? _diffrn_standards_interval_time . _diffrn_standards_decay_% . _diffrn_reflns_number 62074 _diffrn_reflns_av_R_equivalents 0.0611 _diffrn_reflns_av_sigmaI/netI 0.0389 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 30.15 _reflns_number_total 17077 _reflns_number_gt 14241 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in SHELXTL-Plus (Sheldrick, 1991)' _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^)+(0.0786P)^2^+0.5314P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 17077 _refine_ls_number_parameters 749 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0605 _refine_ls_R_factor_gt 0.0511 _refine_ls_wR_factor_ref 0.1492 _refine_ls_wR_factor_gt 0.1427 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 C1 C 0.97712(8) 0.61245(8) 0.68166(8) 0.0294(2) Uani 1 1 d . . . H1A H 1.0320 0.6125 0.6441 0.035 Uiso 1 1 calc R . . H1B H 1.0019 0.6479 0.7489 0.035 Uiso 1 1 calc R . . C11 C 0.90383(8) 0.66496(8) 0.65382(7) 0.02777(19) Uani 1 1 d . . . C12 C 0.82552(7) 0.68351(7) 0.70575(7) 0.02626(18) Uani 1 1 d . . . C13 C 0.74348(8) 0.70359(8) 0.66758(7) 0.02752(19) Uani 1 1 d . . . C14 C 0.74692(8) 0.72025(9) 0.58362(8) 0.0325(2) Uani 1 1 d . . . H14 H 0.6928 0.7378 0.5594 0.039 Uiso 1 1 calc R . . C15 C 0.82756(9) 0.71186(9) 0.53390(8) 0.0342(2) Uani 1 1 d . A . C16 C 0.90377(8) 0.68083(9) 0.56948(8) 0.0319(2) Uani 1 1 d . . . H16 H 0.9574 0.6702 0.5350 0.038 Uiso 1 1 calc R . . C17 C 0.82926(12) 0.72770(15) 0.44050(11) 0.0535(4) Uani 1 1 d . . . C171 C 0.7478(4) 0.7670(7) 0.4166(5) 0.069(2) Uani 0.471(8) 1 d P A 1 H17A H 0.7419 0.8274 0.4693 0.104 Uiso 0.471(8) 1 calc PR A 1 H17B H 0.6887 0.7169 0.4038 0.104 Uiso 0.471(8) 1 calc PR A 1 H17C H 0.7581 0.7830 0.3607 0.104 Uiso 0.471(8) 1 calc PR A 1 C172 C 0.8431(8) 0.6359(6) 0.3644(3) 0.110(4) Uani 0.471(8) 1 d P A 1 H17D H 0.8980 0.6124 0.3843 0.166 Uiso 0.471(8) 1 calc PR A 1 H17E H 0.8553 0.6501 0.3079 0.166 Uiso 0.471(8) 1 calc PR A 1 H17F H 0.7850 0.5842 0.3506 0.166 Uiso 0.471(8) 1 calc PR A 1 C173 C 0.9237(4) 0.8094(9) 0.4507(6) 0.106(3) Uani 0.471(8) 1 d P A 1 H17G H 0.9806 0.7864 0.4667 0.159 Uiso 0.471(8) 1 calc PR A 1 H17H H 0.9192 0.8726 0.5004 0.159 Uiso 0.471(8) 1 calc PR A 1 H17I H 0.9288 0.8192 0.3911 0.159 Uiso 0.471(8) 1 calc PR A 1 C174 C 0.7849(11) 0.8150(11) 0.4444(8) 0.186(7) Uani 0.529(8) 1 d P A 2 H17J H 0.7232 0.8100 0.4700 0.279 Uiso 0.529(8) 1 calc PR A 2 H17K H 0.7745 0.8152 0.3809 0.279 Uiso 0.529(8) 1 calc PR A 2 H17L H 0.8281 0.8770 0.4847 0.279 Uiso 0.529(8) 1 calc PR A 2 C175 C 0.7602(5) 0.6279(7) 0.3638(3) 0.118(3) Uani 0.529(8) 1 d P A 2 H17M H 0.6956 0.6211 0.3835 0.176 Uiso 0.529(8) 1 calc PR A 2 H17N H 0.7869 0.5691 0.3598 0.176 Uiso 0.529(8) 1 calc PR A 2 H17O H 0.7567 0.6336 0.3022 0.176 Uiso 0.529(8) 1 calc PR A 2 C176 C 0.9224(3) 0.7307(5) 0.4041(3) 0.0684(16) Uani 0.529(8) 1 d P A 2 H17P H 0.9469 0.6708 0.4004 0.103 Uiso 0.529(8) 1 calc PR A 2 H17Q H 0.9677 0.7900 0.4461 0.103 Uiso 0.529(8) 1 calc PR A 2 H17R H 0.9151 0.7332 0.3413 0.103 Uiso 0.529(8) 1 calc PR A 2 O12 O 0.82416(6) 0.67246(6) 0.79104(5) 0.02914(15) Uani 1 1 d . . . C121 C 0.89506(8) 0.74392(8) 0.86541(7) 0.0309(2) Uani 1 1 d . . . H12A H 0.9460 0.7753 0.8375 0.037 Uiso 1 1 calc R . . H12B H 0.9253 0.7087 0.8999 0.037 Uiso 1 1 calc R . . C122 C 0.85055(9) 0.82449(9) 0.93377(8) 0.0331(2) Uani 1 1 d . . . H12C H 0.8943 0.8571 0.9930 0.040 Uiso 1 1 calc R . . H12D H 0.7894 0.7929 0.9484 0.040 Uiso 1 1 calc R . . C123 C 0.83082(9) 0.90379(8) 0.89674(8) 0.0333(2) Uani 1 1 d . . . H12E H 0.8921 0.9383 0.8851 0.040 Uiso 1 1 calc R . . H12F H 0.7887 0.8717 0.8364 0.040 Uiso 1 1 calc R . . N123 N 0.78457(7) 0.97624(7) 0.96417(7) 0.0340(2) Uani 1 1 d . . . C181 C 0.68752(9) 0.95724(9) 0.97622(8) 0.0340(2) Uani 1 1 d . . . O181 O 0.62981(7) 0.88443(8) 0.92626(8) 0.0499(3) Uani 1 1 d . . . C182 C 0.67311(9) 1.04332(9) 1.05939(8) 0.0337(2) Uani 1 1 d . . . C183 C 0.59161(10) 1.06106(11) 1.10393(10) 0.0439(3) Uani 1 1 d . . . H183 H 0.5321 1.0152 1.0819 0.053 Uiso 1 1 calc R . . C184 C 0.60050(12) 1.14900(12) 1.18242(10) 0.0461(3) Uani 1 1 d . . . H184 H 0.5458 1.1637 1.2143 0.055 Uiso 1 1 calc R . . C185 C 0.68710(12) 1.21517(11) 1.21472(9) 0.0474(3) Uani 1 1 d . . . H185 H 0.6909 1.2746 1.2682 0.057 Uiso 1 1 calc R . . C186 C 0.76933(11) 1.19621(11) 1.17016(10) 0.0482(3) Uani 1 1 d . . . H186 H 0.8291 1.2414 1.1926 0.058 Uiso 1 1 calc R . . C187 C 0.76034(9) 1.10926(9) 1.09211(9) 0.0367(2) Uani 1 1 d . . . C188 C 0.83356(9) 1.06608(10) 1.03207(10) 0.0413(3) Uani 1 1 d . . . O188 O 0.91843(8) 1.09832(9) 1.03777(11) 0.0710(4) Uani 1 1 d . . . C2 C 0.65010(7) 0.69067(8) 0.70972(7) 0.02789(19) Uani 1 1 d . . . H2A H 0.6055 0.7278 0.6916 0.033 Uiso 1 1 calc R . . H2B H 0.6627 0.7175 0.7791 0.033 Uiso 1 1 calc R . . C21 C 0.60484(7) 0.57978(8) 0.67378(7) 0.02676(19) Uani 1 1 d . . . C22 C 0.56434(8) 0.53414(8) 0.73334(7) 0.02768(19) Uani 1 1 d . . . C23 C 0.53069(8) 0.43054(8) 0.70209(8) 0.0300(2) Uani 1 1 d . . . C24 C 0.53282(8) 0.37257(8) 0.60805(8) 0.0330(2) Uani 1 1 d . . . H24 H 0.5094 0.3026 0.5848 0.040 Uiso 1 1 calc R . . C25 C 0.56958(8) 0.41846(8) 0.54899(8) 0.0317(2) Uani 1 1 d . . . C26 C 0.60687(8) 0.51956(8) 0.58009(7) 0.0297(2) Uani 1 1 d . . . H26 H 0.6337 0.5479 0.5379 0.036 Uiso 1 1 calc R . . N25 N 0.57212(8) 0.35686(8) 0.45007(7) 0.0398(2) Uani 1 1 d . . . O251 O 0.61674(9) 0.39494(9) 0.40114(7) 0.0563(3) Uani 1 1 d . . . O252 O 0.52775(10) 0.27010(8) 0.41965(8) 0.0559(3) Uani 1 1 d . . . O22 O 0.56120(6) 0.58995(6) 0.82645(6) 0.03245(17) Uani 1 1 d . . . C221 C 0.48783(10) 0.64963(12) 0.84414(10) 0.0452(3) Uani 1 1 d . . . H22A H 0.4333 0.6176 0.7939 0.054 Uiso 1 1 calc R . . H22B H 0.5141 0.7163 0.8437 0.054 Uiso 1 1 calc R . . C222 C 0.4542(2) 0.6602(2) 0.9348(2) 0.1002(10) Uani 1 1 d . . . H222 H 0.4319 0.5987 0.9418 0.120 Uiso 1 1 calc R . . C223 C 0.44940(19) 0.73452(19) 1.00394(13) 0.0783(7) Uani 1 1 d . . . H22C H 0.4701 0.7992 1.0031 0.094 Uiso 1 1 calc R . . H22D H 0.4250 0.7272 1.0581 0.094 Uiso 1 1 calc R . . C3 C 0.50094(8) 0.37883(9) 0.76920(9) 0.0339(2) Uani 1 1 d . . . H3A H 0.5016 0.4291 0.8330 0.041 Uiso 1 1 calc R . . H3B H 0.4349 0.3390 0.7481 0.041 Uiso 1 1 calc R . . C31 C 0.57090(8) 0.31127(8) 0.77123(8) 0.0301(2) Uani 1 1 d . . . C32 C 0.66774(8) 0.35264(8) 0.80161(7) 0.0288(2) Uani 1 1 d . . . C33 C 0.73716(8) 0.29295(8) 0.78929(8) 0.0307(2) Uani 1 1 d . . . C34 C 0.70627(9) 0.18974(9) 0.75296(8) 0.0334(2) Uani 1 1 d . . . H34 H 0.7527 0.1484 0.7459 0.040 Uiso 1 1 calc R . . C35 C 0.60888(9) 0.14498(8) 0.72657(8) 0.0324(2) Uani 1 1 d . . . C36 C 0.54275(9) 0.20741(8) 0.73460(8) 0.0321(2) Uani 1 1 d . . . H36 H 0.4767 0.1786 0.7146 0.039 Uiso 1 1 calc R . . C37 C 0.57929(11) 0.03076(9) 0.68690(10) 0.0427(3) Uani 1 1 d . . . C371 C 0.61954(17) -0.01088(14) 0.59258(15) 0.0760(6) Uani 1 1 d . . . H37A H 0.6010 -0.0837 0.5666 0.114 Uiso 1 1 calc R . . H37B H 0.6898 0.0085 0.6021 0.114 Uiso 1 1 calc R . . H37C H 0.5936 0.0160 0.5488 0.114 Uiso 1 1 calc R . . C372 C 0.62114(14) -0.01045(13) 0.75616(17) 0.0659(5) Uani 1 1 d . . . H37D H 0.6024 -0.0833 0.7311 0.099 Uiso 1 1 calc R . . H37E H 0.5963 0.0171 0.8167 0.099 Uiso 1 1 calc R . . H37F H 0.6914 0.0087 0.7647 0.099 Uiso 1 1 calc R . . C373 C 0.46981(12) -0.00390(11) 0.67165(13) 0.0518(3) Uani 1 1 d . . . H37G H 0.4540 -0.0769 0.6463 0.078 Uiso 1 1 calc R . . H37H H 0.4420 0.0212 0.6272 0.078 Uiso 1 1 calc R . . H37I H 0.4435 0.0219 0.7317 0.078 Uiso 1 1 calc R . . O32 O 0.69794(6) 0.45563(6) 0.84005(6) 0.03102(16) Uani 1 1 d . . . C321 C 0.69340(10) 0.49394(9) 0.93964(8) 0.0359(2) Uani 1 1 d . . . H32A H 0.7239 0.4541 0.9687 0.043 Uiso 1 1 calc R . . H32B H 0.6255 0.4894 0.9526 0.043 Uiso 1 1 calc R . . C322 C 0.74524(10) 0.60131(9) 0.98074(8) 0.0364(2) Uani 1 1 d . . . H32C H 0.7133 0.6415 0.9533 0.044 Uiso 1 1 calc R . . H32D H 0.8125 0.6060 0.9656 0.044 Uiso 1 1 calc R . . C323 C 0.74402(11) 0.64154(10) 1.08719(9) 0.0443(3) Uani 1 1 d . . . H32E H 0.6765 0.6381 1.1013 0.053 Uiso 1 1 calc R . . H32F H 0.7729 0.5984 1.1133 0.053 Uiso 1 1 calc R . . N323 N 0.79613(8) 0.74419(8) 1.13345(7) 0.0378(2) Uani 1 1 d . . . C381 C 0.75171(10) 0.82668(11) 1.17027(10) 0.0459(3) Uani 1 1 d . . . O381 O 0.66616(9) 0.82258(11) 1.16764(11) 0.0784(5) Uani 1 1 d . . . C382 C 0.83181(10) 0.91480(10) 1.21247(9) 0.0394(3) Uani 1 1 d . . . C383 C 0.82906(13) 1.01486(12) 1.25838(12) 0.0538(4) Uani 1 1 d . . . H383 H 0.7699 1.0374 1.2677 0.065 Uiso 1 1 calc R . . C384 C 0.91731(14) 1.08080(11) 1.29018(12) 0.0563(4) Uani 1 1 d . . . H384 H 0.9183 1.1499 1.3218 0.068 Uiso 1 1 calc R . . C385 C 1.00354(13) 1.04767(12) 1.27657(12) 0.0541(4) Uani 1 1 d . . . H385 H 1.0624 1.0945 1.2991 0.065 Uiso 1 1 calc R . . C386 C 1.00548(11) 0.94678(11) 1.23040(11) 0.0483(3) Uani 1 1 d . . . H386 H 1.0645 0.9239 1.2209 0.058 Uiso 1 1 calc R . . C387 C 0.91803(9) 0.88152(9) 1.19913(8) 0.0360(2) Uani 1 1 d . . . C388 C 0.89592(10) 0.77109(9) 1.14897(9) 0.0376(2) Uani 1 1 d . . . O388 O 0.95041(9) 0.71373(8) 1.12596(9) 0.0561(3) Uani 1 1 d . . . C4 C 0.84211(8) 0.34109(9) 0.80330(9) 0.0335(2) Uani 1 1 d . . . H4A H 0.8826 0.2927 0.8051 0.040 Uiso 1 1 calc R . . H4B H 0.8568 0.3989 0.8637 0.040 Uiso 1 1 calc R . . C41 C 0.86378(8) 0.37524(8) 0.72237(8) 0.0301(2) Uani 1 1 d . . . C42 C 0.91633(7) 0.47049(8) 0.73753(7) 0.02809(19) Uani 1 1 d . . . C43 C 0.92881(7) 0.50581(8) 0.66414(7) 0.02817(19) Uani 1 1 d . . . C44 C 0.89103(8) 0.44192(9) 0.57317(8) 0.0314(2) Uani 1 1 d . . . H44 H 0.8987 0.4633 0.5220 0.038 Uiso 1 1 calc R . . C45 C 0.84221(8) 0.34681(9) 0.55843(8) 0.0337(2) Uani 1 1 d . . . C46 C 0.82679(9) 0.31282(9) 0.63078(8) 0.0343(2) Uani 1 1 d . . . H46 H 0.7914 0.2476 0.6181 0.041 Uiso 1 1 calc R . . N45 N 0.80499(9) 0.27899(9) 0.46210(8) 0.0441(3) Uani 1 1 d . . . O451 O 0.82907(9) 0.30422(10) 0.39772(7) 0.0594(3) Uani 1 1 d . . . O452 O 0.75283(13) 0.19938(11) 0.44925(9) 0.0826(5) Uani 1 1 d . . . O42 O 0.95348(6) 0.53373(6) 0.82743(6) 0.03212(16) Uani 1 1 d . . . C421 C 1.04731(10) 0.52018(11) 0.85533(11) 0.0456(3) Uani 1 1 d . . . H42A H 1.0909 0.5217 0.8072 0.055 Uiso 1 1 calc R . . H42B H 1.0422 0.4551 0.8625 0.055 Uiso 1 1 calc R . . C422 C 1.08500(12) 0.60211(13) 0.94552(11) 0.0531(4) Uani 1 1 d . . . H422 H 1.0449 0.6137 0.9947 0.064 Uiso 1 1 calc R . . C423 C 1.16922(17) 0.65962(17) 0.96258(16) 0.0777(7) Uani 1 1 d . . . H42C H 1.2112 0.6502 0.9151 0.093 Uiso 1 1 calc R . . H42D H 1.1888 0.7111 1.0226 0.093 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 C1 0.0255(5) 0.0290(5) 0.0332(5) 0.0104(4) 0.0061(4) 0.0056(4) C11 0.0270(5) 0.0255(4) 0.0291(5) 0.0079(4) 0.0051(4) 0.0050(4) C12 0.0287(5) 0.0220(4) 0.0256(4) 0.0063(3) 0.0046(3) 0.0035(3) C13 0.0281(5) 0.0240(4) 0.0280(4) 0.0061(4) 0.0058(3) 0.0061(4) C14 0.0340(5) 0.0342(5) 0.0312(5) 0.0123(4) 0.0059(4) 0.0112(4) C15 0.0380(6) 0.0381(6) 0.0298(5) 0.0142(4) 0.0089(4) 0.0111(5) C16 0.0324(5) 0.0333(5) 0.0307(5) 0.0110(4) 0.0101(4) 0.0085(4) C17 0.0570(9) 0.0823(11) 0.0405(7) 0.0363(7) 0.0191(6) 0.0319(8) C171 0.060(2) 0.130(6) 0.054(2) 0.063(3) 0.0203(18) 0.048(3) C172 0.193(11) 0.130(6) 0.0303(17) 0.024(3) 0.024(3) 0.101(7) C173 0.077(3) 0.171(9) 0.099(5) 0.107(6) -0.001(3) -0.023(4) C174 0.315(16) 0.253(14) 0.163(9) 0.183(10) 0.179(10) 0.243(13) C175 0.093(4) 0.204(8) 0.0356(18) 0.040(3) -0.008(2) -0.014(4) C176 0.061(2) 0.112(5) 0.057(2) 0.057(3) 0.0218(18) 0.021(3) O12 0.0301(4) 0.0291(4) 0.0255(3) 0.0085(3) 0.0035(3) 0.0022(3) C121 0.0321(5) 0.0291(5) 0.0270(4) 0.0051(4) 0.0018(4) 0.0068(4) C122 0.0398(6) 0.0302(5) 0.0268(5) 0.0068(4) 0.0076(4) 0.0083(4) C123 0.0391(6) 0.0266(5) 0.0313(5) 0.0061(4) 0.0113(4) 0.0079(4) N123 0.0326(5) 0.0267(4) 0.0348(5) 0.0024(4) 0.0065(4) 0.0049(4) C181 0.0328(5) 0.0293(5) 0.0354(5) 0.0069(4) 0.0049(4) 0.0053(4) O181 0.0378(5) 0.0377(5) 0.0555(6) -0.0009(4) 0.0041(4) -0.0013(4) C182 0.0357(6) 0.0316(5) 0.0323(5) 0.0084(4) 0.0058(4) 0.0099(4) C183 0.0406(7) 0.0449(7) 0.0468(7) 0.0142(6) 0.0146(5) 0.0140(5) C184 0.0544(8) 0.0508(8) 0.0412(6) 0.0176(6) 0.0188(6) 0.0274(6) C185 0.0625(9) 0.0453(7) 0.0317(6) 0.0039(5) 0.0056(5) 0.0275(7) C186 0.0474(7) 0.0384(7) 0.0428(7) -0.0047(5) -0.0020(5) 0.0129(6) C187 0.0361(6) 0.0314(5) 0.0352(5) 0.0025(4) 0.0034(4) 0.0096(4) C188 0.0341(6) 0.0307(6) 0.0455(7) -0.0011(5) 0.0044(5) 0.0048(4) O188 0.0347(5) 0.0500(6) 0.0886(9) -0.0165(6) 0.0121(5) -0.0029(4) C2 0.0272(5) 0.0248(4) 0.0293(4) 0.0061(4) 0.0061(4) 0.0068(4) C21 0.0250(4) 0.0255(4) 0.0278(4) 0.0064(4) 0.0028(3) 0.0078(3) C22 0.0272(5) 0.0268(5) 0.0279(4) 0.0072(4) 0.0034(3) 0.0090(4) C23 0.0267(5) 0.0275(5) 0.0353(5) 0.0105(4) 0.0035(4) 0.0074(4) C24 0.0313(5) 0.0260(5) 0.0368(5) 0.0063(4) -0.0006(4) 0.0066(4) C25 0.0317(5) 0.0295(5) 0.0281(5) 0.0025(4) 0.0000(4) 0.0098(4) C26 0.0300(5) 0.0298(5) 0.0274(5) 0.0069(4) 0.0035(4) 0.0088(4) N25 0.0448(6) 0.0351(5) 0.0315(5) 0.0005(4) -0.0010(4) 0.0151(4) O251 0.0704(7) 0.0544(6) 0.0344(5) 0.0032(4) 0.0167(5) 0.0136(5) O252 0.0766(8) 0.0326(5) 0.0414(5) -0.0039(4) -0.0089(5) 0.0098(5) O22 0.0398(4) 0.0312(4) 0.0277(4) 0.0086(3) 0.0084(3) 0.0149(3) C221 0.0421(7) 0.0528(8) 0.0381(6) 0.0067(5) 0.0105(5) 0.0241(6) C222 0.149(2) 0.0895(16) 0.1060(18) 0.0573(15) 0.0974(19) 0.0719(17) C223 0.1154(18) 0.0910(15) 0.0417(8) 0.0238(9) 0.0333(10) 0.0517(14) C3 0.0306(5) 0.0302(5) 0.0425(6) 0.0146(4) 0.0082(4) 0.0070(4) C31 0.0325(5) 0.0260(5) 0.0325(5) 0.0111(4) 0.0066(4) 0.0061(4) C32 0.0332(5) 0.0235(4) 0.0292(5) 0.0096(4) 0.0047(4) 0.0044(4) C33 0.0326(5) 0.0292(5) 0.0321(5) 0.0134(4) 0.0041(4) 0.0062(4) C34 0.0384(6) 0.0281(5) 0.0371(5) 0.0140(4) 0.0079(4) 0.0102(4) C35 0.0410(6) 0.0243(5) 0.0317(5) 0.0102(4) 0.0074(4) 0.0054(4) C36 0.0338(5) 0.0272(5) 0.0338(5) 0.0108(4) 0.0050(4) 0.0029(4) C37 0.0511(7) 0.0235(5) 0.0502(7) 0.0102(5) 0.0109(6) 0.0051(5) C371 0.0904(15) 0.0411(8) 0.0702(12) -0.0093(8) 0.0330(10) 0.0034(9) C372 0.0614(10) 0.0405(8) 0.1079(16) 0.0441(9) 0.0034(10) 0.0066(7) C373 0.0548(8) 0.0281(6) 0.0639(9) 0.0123(6) 0.0017(7) -0.0026(5) O32 0.0372(4) 0.0226(3) 0.0307(4) 0.0079(3) 0.0045(3) 0.0030(3) C321 0.0436(6) 0.0287(5) 0.0317(5) 0.0092(4) 0.0059(4) 0.0016(4) C322 0.0420(6) 0.0288(5) 0.0331(5) 0.0081(4) 0.0044(4) 0.0008(4) C323 0.0542(8) 0.0338(6) 0.0348(6) 0.0058(5) 0.0087(5) -0.0041(5) N323 0.0404(5) 0.0310(5) 0.0339(5) 0.0044(4) 0.0054(4) 0.0023(4) C381 0.0410(7) 0.0414(7) 0.0413(6) -0.0010(5) 0.0094(5) 0.0068(5) O381 0.0403(6) 0.0643(8) 0.0940(10) -0.0131(7) 0.0144(6) 0.0072(5) C382 0.0439(7) 0.0334(6) 0.0340(5) 0.0043(4) 0.0062(5) 0.0074(5) C383 0.0588(9) 0.0385(7) 0.0520(8) -0.0001(6) 0.0098(7) 0.0146(6) C384 0.0722(11) 0.0317(7) 0.0515(8) 0.0014(6) 0.0104(7) 0.0055(6) C385 0.0581(9) 0.0390(7) 0.0496(8) 0.0053(6) 0.0056(6) -0.0072(6) C386 0.0431(7) 0.0414(7) 0.0504(7) 0.0084(6) 0.0023(6) 0.0020(6) C387 0.0418(6) 0.0311(5) 0.0312(5) 0.0079(4) 0.0029(4) 0.0055(4) C388 0.0428(6) 0.0328(6) 0.0351(5) 0.0101(4) 0.0010(5) 0.0083(5) O388 0.0532(6) 0.0386(5) 0.0701(7) 0.0101(5) -0.0028(5) 0.0180(5) C4 0.0311(5) 0.0341(5) 0.0384(5) 0.0173(4) 0.0021(4) 0.0070(4) C41 0.0271(5) 0.0289(5) 0.0346(5) 0.0109(4) 0.0053(4) 0.0075(4) C42 0.0254(4) 0.0275(5) 0.0297(5) 0.0075(4) 0.0032(3) 0.0079(4) C43 0.0245(4) 0.0284(5) 0.0310(5) 0.0089(4) 0.0060(4) 0.0079(4) C44 0.0293(5) 0.0338(5) 0.0296(5) 0.0090(4) 0.0078(4) 0.0073(4) C45 0.0311(5) 0.0328(5) 0.0297(5) 0.0035(4) 0.0057(4) 0.0043(4) C46 0.0324(5) 0.0290(5) 0.0370(5) 0.0076(4) 0.0070(4) 0.0039(4) N45 0.0412(6) 0.0436(6) 0.0335(5) 0.0019(4) 0.0071(4) -0.0020(5) O451 0.0591(7) 0.0695(8) 0.0307(5) 0.0070(5) 0.0074(4) -0.0130(6) O452 0.1110(12) 0.0557(8) 0.0457(6) 0.0005(5) 0.0026(7) -0.0361(8) O42 0.0322(4) 0.0314(4) 0.0297(4) 0.0079(3) -0.0014(3) 0.0072(3) C421 0.0384(6) 0.0440(7) 0.0505(7) 0.0132(6) -0.0090(5) 0.0114(5) C422 0.0549(9) 0.0574(9) 0.0439(7) 0.0189(7) -0.0109(6) 0.0072(7) C423 0.0800(14) 0.0743(13) 0.0684(12) 0.0350(10) -0.0310(10) -0.0221(10) _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 C43 1.5215(15) . ? C1 C11 1.5219(15) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C11 C16 1.3969(15) . ? C11 C12 1.4042(14) . ? C12 O12 1.3780(12) . ? C12 C13 1.3999(15) . ? C13 C14 1.3985(15) . ? C13 C2 1.5160(15) . ? C14 C15 1.4032(16) . ? C14 H14 0.9500 . ? C15 C16 1.4006(16) . ? C15 C17 1.5350(17) . ? C16 H16 0.9500 . ? C17 C176 1.459(4) . ? C17 C171 1.461(6) . ? C17 C172 1.480(5) . ? C17 C174 1.501(9) . ? C17 C173 1.605(6) . ? C17 C175 1.634(6) . ? C171 H17A 0.9800 . ? C171 H17B 0.9800 . ? C171 H17C 0.9800 . ? C172 H17D 0.9800 . ? C172 H17E 0.9800 . ? C172 H17F 0.9800 . ? C173 H17G 0.9800 . ? C173 H17H 0.9800 . ? C173 H17I 0.9800 . ? C174 H17J 0.9800 . ? C174 H17K 0.9800 . ? C174 H17L 0.9800 . ? C175 H17M 0.9800 . ? C175 H17N 0.9800 . ? C175 H17O 0.9800 . ? C176 H17P 0.9800 . ? C176 H17Q 0.9800 . ? C176 H17R 0.9800 . ? O12 C121 1.4496(13) . ? C121 C122 1.5197(15) . ? C121 H12A 0.9900 . ? C121 H12B 0.9900 . ? C122 C123 1.5239(17) . ? C122 H12C 0.9900 . ? C122 H12D 0.9900 . ? C123 N123 1.4599(14) . ? C123 H12E 0.9900 . ? C123 H12F 0.9900 . ? N123 C181 1.3946(15) . ? N123 C188 1.3961(15) . ? C181 O181 1.2101(15) . ? C181 C182 1.4880(16) . ? C182 C183 1.3851(17) . ? C182 C187 1.3857(18) . ? C183 C184 1.394(2) . ? C183 H183 0.9500 . ? C184 C185 1.380(2) . ? C184 H184 0.9500 . ? C185 C186 1.397(2) . ? C185 H185 0.9500 . ? C186 C187 1.3820(16) . ? C186 H186 0.9500 . ? C187 C188 1.4887(17) . ? C188 O188 1.2068(17) . ? C2 C21 1.5291(14) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C21 C26 1.3961(14) . ? C21 C22 1.4070(15) . ? C22 O22 1.3759(12) . ? C22 C23 1.4074(15) . ? C23 C24 1.3924(16) . ? C23 C3 1.5217(16) . ? C24 C25 1.3847(18) . ? C24 H24 0.9500 . ? C25 C26 1.3836(16) . ? C25 N25 1.4676(14) . ? C26 H26 0.9500 . ? N25 O251 1.2285(17) . ? N25 O252 1.2306(16) . ? O22 C221 1.4412(15) . ? C221 C222 1.457(2) . ? C221 H22A 0.9900 . ? C221 H22B 0.9900 . ? C222 C223 1.232(3) . ? C222 H222 0.9500 . ? C223 H22C 0.9500 . ? C223 H22D 0.9500 . ? C3 C31 1.5197(16) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C31 C32 1.3924(16) . ? C31 C36 1.3988(15) . ? C32 O32 1.3906(13) . ? C32 C33 1.3975(15) . ? C33 C34 1.3943(16) . ? C33 C4 1.5100(16) . ? C34 C35 1.4019(17) . ? C34 H34 0.9500 . ? C35 C36 1.3945(16) . ? C35 C37 1.5367(16) . ? C36 H36 0.9500 . ? C37 C373 1.533(2) . ? C37 C371 1.534(2) . ? C37 C372 1.540(2) . ? C371 H37A 0.9800 . ? C371 H37B 0.9800 . ? C371 H37C 0.9800 . ? C372 H37D 0.9800 . ? C372 H37E 0.9800 . ? C372 H37F 0.9800 . ? C373 H37G 0.9800 . ? C373 H37H 0.9800 . ? C373 H37I 0.9800 . ? O32 C321 1.4365(14) . ? C321 C322 1.5095(16) . ? C321 H32A 0.9900 . ? C321 H32B 0.9900 . ? C322 C323 1.5279(17) . ? C322 H32C 0.9900 . ? C322 H32D 0.9900 . ? C323 N323 1.4604(16) . ? C323 H32E 0.9900 . ? C323 H32F 0.9900 . ? N323 C388 1.3917(17) . ? N323 C381 1.4033(18) . ? C381 O381 1.2041(19) . ? C381 C382 1.493(2) . ? C382 C387 1.3874(19) . ? C382 C383 1.3878(19) . ? C383 C384 1.396(2) . ? C383 H383 0.9500 . ? C384 C385 1.387(3) . ? C384 H384 0.9500 . ? C385 C386 1.396(2) . ? C385 H385 0.9500 . ? C386 C387 1.3825(19) . ? C386 H386 0.9500 . ? C387 C388 1.4915(17) . ? C388 O388 1.2060(16) . ? C4 C41 1.5250(16) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C41 C46 1.3927(16) . ? C41 C42 1.4030(15) . ? C42 O42 1.3767(13) . ? C42 C43 1.4074(15) . ? C43 C44 1.3932(15) . ? C44 C45 1.3844(17) . ? C44 H44 0.9500 . ? C45 C46 1.3851(17) . ? C45 N45 1.4675(15) . ? C46 H46 0.9500 . ? N45 O451 1.2191(16) . ? N45 O452 1.2191(17) . ? O42 C421 1.4465(15) . ? C421 C422 1.473(2) . ? C421 H42A 0.9900 . ? C421 H42B 0.9900 . ? C422 C423 1.300(3) . ? C422 H422 0.9500 . ? C423 H42C 0.9500 . ? C423 H42D 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 C43 C1 C11 108.83(9) . . ? C43 C1 H1A 109.9 . . ? C11 C1 H1A 109.9 . . ? C43 C1 H1B 109.9 . . ? C11 C1 H1B 109.9 . . ? H1A C1 H1B 108.3 . . ? C16 C11 C12 118.45(10) . . ? C16 C11 C1 121.37(9) . . ? C12 C11 C1 119.37(9) . . ? O12 C12 C13 118.71(9) . . ? O12 C12 C11 120.47(9) . . ? C13 C12 C11 120.50(9) . . ? C14 C13 C12 118.56(10) . . ? C14 C13 C2 121.82(10) . . ? C12 C13 C2 118.91(9) . . ? C13 C14 C15 122.26(10) . . ? C13 C14 H14 118.9 . . ? C15 C14 H14 118.9 . . ? C16 C15 C14 117.00(10) . . ? C16 C15 C17 121.17(11) . . ? C14 C15 C17 121.66(11) . . ? C11 C16 C15 122.44(10) . . ? C11 C16 H16 118.8 . . ? C15 C16 H16 118.8 . . ? C176 C17 C171 127.6(3) . . ? C176 C17 C172 63.4(4) . . ? C171 C17 C172 112.9(4) . . ? C176 C17 C174 112.7(5) . . ? C171 C17 C174 30.2(8) . . ? C172 C17 C174 134.7(5) . . ? C176 C17 C15 115.17(18) . . ? C171 C17 C15 114.4(3) . . ? C172 C17 C15 110.2(2) . . ? C174 C17 C15 111.1(3) . . ? C176 C17 C173 42.3(4) . . ? C171 C17 C173 106.3(5) . . ? C172 C17 C173 105.2(5) . . ? C174 C17 C173 79.3(6) . . ? C15 C17 C173 107.2(2) . . ? C176 C17 C175 104.7(3) . . ? C171 C17 C175 77.7(5) . . ? C172 C17 C175 43.5(4) . . ? C174 C17 C175 107.3(7) . . ? C15 C17 C175 105.0(2) . . ? C173 C17 C175 142.0(4) . . ? C17 C171 H17A 109.5 . . ? C17 C171 H17B 109.5 . . ? H17A C171 H17B 109.5 . . ? C17 C171 H17C 109.5 . . ? H17A C171 H17C 109.5 . . ? H17B C171 H17C 109.5 . . ? C17 C172 H17D 109.5 . . ? C17 C172 H17E 109.5 . . ? H17D C172 H17E 109.5 . . ? C17 C172 H17F 109.5 . . ? H17D C172 H17F 109.5 . . ? H17E C172 H17F 109.5 . . ? C17 C173 H17G 109.5 . . ? C17 C173 H17H 109.5 . . ? H17G C173 H17H 109.5 . . ? C17 C173 H17I 109.5 . . ? H17G C173 H17I 109.5 . . ? H17H C173 H17I 109.5 . . ? C17 C174 H17J 109.5 . . ? C17 C174 H17K 109.5 . . ? H17J C174 H17K 109.5 . . ? C17 C174 H17L 109.5 . . ? H17J C174 H17L 109.5 . . ? H17K C174 H17L 109.5 . . ? C17 C175 H17M 109.5 . . ? C17 C175 H17N 109.5 . . ? H17M C175 H17N 109.5 . . ? C17 C175 H17O 109.5 . . ? H17M C175 H17O 109.5 . . ? H17N C175 H17O 109.5 . . ? C17 C176 H17P 109.5 . . ? C17 C176 H17Q 109.5 . . ? H17P C176 H17Q 109.5 . . ? C17 C176 H17R 109.5 . . ? H17P C176 H17R 109.5 . . ? H17Q C176 H17R 109.5 . . ? C12 O12 C121 115.20(8) . . ? O12 C121 C122 111.77(9) . . ? O12 C121 H12A 109.3 . . ? C122 C121 H12A 109.3 . . ? O12 C121 H12B 109.3 . . ? C122 C121 H12B 109.3 . . ? H12A C121 H12B 107.9 . . ? C121 C122 C123 113.57(9) . . ? C121 C122 H12C 108.9 . . ? C123 C122 H12C 108.9 . . ? C121 C122 H12D 108.9 . . ? C123 C122 H12D 108.9 . . ? H12C C122 H12D 107.7 . . ? N123 C123 C122 110.59(10) . . ? N123 C123 H12E 109.5 . . ? C122 C123 H12E 109.5 . . ? N123 C123 H12F 109.5 . . ? C122 C123 H12F 109.5 . . ? H12E C123 H12F 108.1 . . ? C181 N123 C188 111.86(10) . . ? C181 N123 C123 123.22(10) . . ? C188 N123 C123 124.39(10) . . ? O181 C181 N123 124.57(11) . . ? O181 C181 C182 129.48(12) . . ? N123 C181 C182 105.95(10) . . ? C183 C182 C187 121.56(12) . . ? C183 C182 C181 130.25(12) . . ? C187 C182 C181 108.17(10) . . ? C182 C183 C184 117.22(14) . . ? C182 C183 H183 121.4 . . ? C184 C183 H183 121.4 . . ? C185 C184 C183 121.34(13) . . ? C185 C184 H184 119.3 . . ? C183 C184 H184 119.3 . . ? C184 C185 C186 121.15(12) . . ? C184 C185 H185 119.4 . . ? C186 C185 H185 119.4 . . ? C187 C186 C185 117.47(14) . . ? C187 C186 H186 121.3 . . ? C185 C186 H186 121.3 . . ? C186 C187 C182 121.26(12) . . ? C186 C187 C188 130.63(13) . . ? C182 C187 C188 108.07(10) . . ? O188 C188 N123 124.63(12) . . ? O188 C188 C187 129.44(12) . . ? N123 C188 C187 105.93(10) . . ? C13 C2 C21 109.04(8) . . ? C13 C2 H2A 109.9 . . ? C21 C2 H2A 109.9 . . ? C13 C2 H2B 109.9 . . ? C21 C2 H2B 109.9 . . ? H2A C2 H2B 108.3 . . ? C26 C21 C22 117.91(10) . . ? C26 C21 C2 119.92(10) . . ? C22 C21 C2 122.10(9) . . ? O22 C22 C21 120.25(10) . . ? O22 C22 C23 117.69(10) . . ? C21 C22 C23 121.96(10) . . ? C24 C23 C22 118.73(11) . . ? C24 C23 C3 118.86(10) . . ? C22 C23 C3 122.16(10) . . ? C25 C24 C23 118.96(10) . . ? C25 C24 H24 120.5 . . ? C23 C24 H24 120.5 . . ? C26 C25 C24 122.67(10) . . ? C26 C25 N25 118.60(11) . . ? C24 C25 N25 118.70(11) . . ? C25 C26 C21 119.65(11) . . ? C25 C26 H26 120.2 . . ? C21 C26 H26 120.2 . . ? O251 N25 O252 123.14(11) . . ? O251 N25 C25 118.47(11) . . ? O252 N25 C25 118.37(12) . . ? C22 O22 C221 114.92(9) . . ? O22 C221 C222 110.21(15) . . ? O22 C221 H22A 109.6 . . ? C222 C221 H22A 109.6 . . ? O22 C221 H22B 109.6 . . ? C222 C221 H22B 109.6 . . ? H22A C221 H22B 108.1 . . ? C223 C222 C221 131.5(2) . . ? C223 C222 H222 114.2 . . ? C221 C222 H222 114.2 . . ? C222 C223 H22C 120.0 . . ? C222 C223 H22D 120.0 . . ? H22C C223 H22D 120.0 . . ? C31 C3 C23 108.87(9) . . ? C31 C3 H3A 109.9 . . ? C23 C3 H3A 109.9 . . ? C31 C3 H3B 109.9 . . ? C23 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? C32 C31 C36 118.49(10) . . ? C32 C31 C3 119.43(10) . . ? C36 C31 C3 121.77(10) . . ? O32 C32 C31 120.00(10) . . ? O32 C32 C33 118.48(10) . . ? C31 C32 C33 121.41(10) . . ? C34 C33 C32 118.21(11) . . ? C34 C33 C4 122.11(10) . . ? C32 C33 C4 119.18(10) . . ? C33 C34 C35 122.09(11) . . ? C33 C34 H34 119.0 . . ? C35 C34 H34 119.0 . . ? C36 C35 C34 117.63(10) . . ? C36 C35 C37 122.66(11) . . ? C34 C35 C37 119.67(11) . . ? C35 C36 C31 121.90(11) . . ? C35 C36 H36 119.0 . . ? C31 C36 H36 119.0 . . ? C373 C37 C371 108.89(14) . . ? C373 C37 C35 112.03(11) . . ? C371 C37 C35 108.80(12) . . ? C373 C37 C372 108.33(13) . . ? C371 C37 C372 109.49(16) . . ? C35 C37 C372 109.27(12) . . ? C37 C371 H37A 109.5 . . ? C37 C371 H37B 109.5 . . ? H37A C371 H37B 109.5 . . ? C37 C371 H37C 109.5 . . ? H37A C371 H37C 109.5 . . ? H37B C371 H37C 109.5 . . ? C37 C372 H37D 109.5 . . ? C37 C372 H37E 109.5 . . ? H37D C372 H37E 109.5 . . ? C37 C372 H37F 109.5 . . ? H37D C372 H37F 109.5 . . ? H37E C372 H37F 109.5 . . ? C37 C373 H37G 109.5 . . ? C37 C373 H37H 109.5 . . ? H37G C373 H37H 109.5 . . ? C37 C373 H37I 109.5 . . ? H37G C373 H37I 109.5 . . ? H37H C373 H37I 109.5 . . ? C32 O32 C321 111.12(8) . . ? O32 C321 C322 108.99(10) . . ? O32 C321 H32A 109.9 . . ? C322 C321 H32A 109.9 . . ? O32 C321 H32B 109.9 . . ? C322 C321 H32B 109.9 . . ? H32A C321 H32B 108.3 . . ? C321 C322 C323 109.35(10) . . ? C321 C322 H32C 109.8 . . ? C323 C322 H32C 109.8 . . ? C321 C322 H32D 109.8 . . ? C323 C322 H32D 109.8 . . ? H32C C322 H32D 108.3 . . ? N323 C323 C322 113.13(11) . . ? N323 C323 H32E 109.0 . . ? C322 C323 H32E 109.0 . . ? N323 C323 H32F 109.0 . . ? C322 C323 H32F 109.0 . . ? H32E C323 H32F 107.8 . . ? C388 N323 C381 112.13(11) . . ? C388 N323 C323 123.73(11) . . ? C381 N323 C323 124.10(12) . . ? O381 C381 N323 124.83(14) . . ? O381 C381 C382 129.56(14) . . ? N323 C381 C382 105.60(12) . . ? C387 C382 C383 121.75(14) . . ? C387 C382 C381 108.10(11) . . ? C383 C382 C381 130.14(14) . . ? C382 C383 C384 116.84(15) . . ? C382 C383 H383 121.6 . . ? C384 C383 H383 121.6 . . ? C385 C384 C383 121.46(14) . . ? C385 C384 H384 119.3 . . ? C383 C384 H384 119.3 . . ? C384 C385 C386 121.23(15) . . ? C384 C385 H385 119.4 . . ? C386 C385 H385 119.4 . . ? C387 C386 C385 117.26(15) . . ? C387 C386 H386 121.4 . . ? C385 C386 H386 121.4 . . ? C386 C387 C382 121.46(12) . . ? C386 C387 C388 130.27(13) . . ? C382 C387 C388 108.27(11) . . ? O388 C388 N323 124.98(13) . . ? O388 C388 C387 129.14(13) . . ? N323 C388 C387 105.88(11) . . ? C33 C4 C41 108.92(9) . . ? C33 C4 H4A 109.9 . . ? C41 C4 H4A 109.9 . . ? C33 C4 H4B 109.9 . . ? C41 C4 H4B 109.9 . . ? H4A C4 H4B 108.3 . . ? C46 C41 C42 118.28(10) . . ? C46 C41 C4 119.74(10) . . ? C42 C41 C4 121.90(10) . . ? O42 C42 C41 119.43(10) . . ? O42 C42 C43 118.38(10) . . ? C41 C42 C43 122.12(10) . . ? C44 C43 C42 118.40(10) . . ? C44 C43 C1 119.27(10) . . ? C42 C43 C1 122.25(10) . . ? C45 C44 C43 119.03(11) . . ? C45 C44 H44 120.5 . . ? C43 C44 H44 120.5 . . ? C44 C45 C46 122.82(11) . . ? C44 C45 N45 118.71(11) . . ? C46 C45 N45 118.47(11) . . ? C45 C46 C41 119.26(11) . . ? C45 C46 H46 120.4 . . ? C41 C46 H46 120.4 . . ? O451 N45 O452 122.55(12) . . ? O451 N45 C45 118.22(11) . . ? O452 N45 C45 119.21(12) . . ? C42 O42 C421 113.22(9) . . ? O42 C421 C422 107.50(12) . . ? O42 C421 H42A 110.2 . . ? C422 C421 H42A 110.2 . . ? O42 C421 H42B 110.2 . . ? C422 C421 H42B 110.2 . . ? H42A C421 H42B 108.5 . . ? C423 C422 C421 124.6(2) . . ? C423 C422 H422 117.7 . . ? C421 C422 H422 117.7 . . ? C422 C423 H42C 120.0 . . ? C422 C423 H42D 120.0 . . ? H42C C423 H42D 120.0 . . ? 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 C43 C1 C11 C16 -102.78(12) . . . . ? C43 C1 C11 C12 66.81(12) . . . . ? C16 C11 C12 O12 -177.58(10) . . . . ? C1 C11 C12 O12 12.53(15) . . . . ? C16 C11 C12 C13 8.95(15) . . . . ? C1 C11 C12 C13 -160.94(10) . . . . ? O12 C12 C13 C14 176.50(10) . . . . ? C11 C12 C13 C14 -9.91(15) . . . . ? O12 C12 C13 C2 -12.96(14) . . . . ? C11 C12 C13 C2 160.63(10) . . . . ? C12 C13 C14 C15 3.74(17) . . . . ? C2 C13 C14 C15 -166.51(11) . . . . ? C13 C14 C15 C16 3.17(18) . . . . ? C13 C14 C15 C17 178.37(13) . . . . ? C12 C11 C16 C15 -1.74(17) . . . . ? C1 C11 C16 C15 167.94(11) . . . . ? C14 C15 C16 C11 -4.19(18) . . . . ? C17 C15 C16 C11 -179.41(13) . . . . ? C16 C15 C17 C176 -13.4(4) . . . . ? C14 C15 C17 C176 171.6(3) . . . . ? C16 C15 C17 C171 -175.8(4) . . . . ? C14 C15 C17 C171 9.2(4) . . . . ? C16 C15 C17 C172 55.8(5) . . . . ? C14 C15 C17 C172 -119.2(5) . . . . ? C16 C15 C17 C174 -143.1(8) . . . . ? C14 C15 C17 C174 41.9(8) . . . . ? C16 C15 C17 C173 -58.2(5) . . . . ? C14 C15 C17 C173 126.8(5) . . . . ? C16 C15 C17 C175 101.2(4) . . . . ? C14 C15 C17 C175 -73.8(4) . . . . ? C13 C12 O12 C121 -118.90(10) . . . . ? C11 C12 O12 C121 67.51(12) . . . . ? C12 O12 C121 C122 103.03(11) . . . . ? O12 C121 C122 C123 -77.47(13) . . . . ? C121 C122 C123 N123 177.64(10) . . . . ? C122 C123 N123 C181 -77.08(15) . . . . ? C122 C123 N123 C188 93.93(15) . . . . ? C188 N123 C181 O181 179.71(14) . . . . ? C123 N123 C181 O181 -8.3(2) . . . . ? C188 N123 C181 C182 0.29(15) . . . . ? C123 N123 C181 C182 172.31(11) . . . . ? O181 C181 C182 C183 3.1(2) . . . . ? N123 C181 C182 C183 -177.56(13) . . . . ? O181 C181 C182 C187 -178.73(14) . . . . ? N123 C181 C182 C187 0.65(14) . . . . ? C187 C182 C183 C184 1.0(2) . . . . ? C181 C182 C183 C184 178.98(13) . . . . ? C182 C183 C184 C185 -0.5(2) . . . . ? C183 C184 C185 C186 -0.3(2) . . . . ? C184 C185 C186 C187 0.6(2) . . . . ? C185 C186 C187 C182 -0.1(2) . . . . ? C185 C186 C187 C188 -177.38(15) . . . . ? C183 C182 C187 C186 -0.7(2) . . . . ? C181 C182 C187 C186 -179.11(13) . . . . ? C183 C182 C187 C188 177.12(13) . . . . ? C181 C182 C187 C188 -1.27(15) . . . . ? C181 N123 C188 O188 178.66(16) . . . . ? C123 N123 C188 O188 6.8(2) . . . . ? C181 N123 C188 C187 -1.05(16) . . . . ? C123 N123 C188 C187 -172.95(11) . . . . ? C186 C187 C188 O188 -0.7(3) . . . . ? C182 C187 C188 O188 -178.26(18) . . . . ? C186 C187 C188 N123 179.00(15) . . . . ? C182 C187 C188 N123 1.44(16) . . . . ? C14 C13 C2 C21 91.79(12) . . . . ? C12 C13 C2 C21 -78.43(11) . . . . ? C13 C2 C21 C26 -40.42(13) . . . . ? C13 C2 C21 C22 136.59(10) . . . . ? C26 C21 C22 O22 179.52(9) . . . . ? C2 C21 C22 O22 2.45(15) . . . . ? C26 C21 C22 C23 2.98(15) . . . . ? C2 C21 C22 C23 -174.08(9) . . . . ? O22 C22 C23 C24 179.76(9) . . . . ? C21 C22 C23 C24 -3.63(16) . . . . ? O22 C22 C23 C3 -6.07(15) . . . . ? C21 C22 C23 C3 170.55(10) . . . . ? C22 C23 C24 C25 1.21(16) . . . . ? C3 C23 C24 C25 -173.16(10) . . . . ? C23 C24 C25 C26 1.79(17) . . . . ? C23 C24 C25 N25 179.66(10) . . . . ? C24 C25 C26 C21 -2.44(17) . . . . ? N25 C25 C26 C21 179.69(10) . . . . ? C22 C21 C26 C25 0.03(15) . . . . ? C2 C21 C26 C25 177.16(9) . . . . ? C26 C25 N25 O251 8.07(17) . . . . ? C24 C25 N25 O251 -169.89(12) . . . . ? C26 C25 N25 O252 -170.45(11) . . . . ? C24 C25 N25 O252 11.59(16) . . . . ? C21 C22 O22 C221 76.48(14) . . . . ? C23 C22 O22 C221 -106.84(12) . . . . ? C22 O22 C221 C222 148.75(18) . . . . ? O22 C221 C222 C223 124.8(4) . . . . ? C24 C23 C3 C31 60.62(13) . . . . ? C22 C23 C3 C31 -113.55(11) . . . . ? C23 C3 C31 C32 61.34(14) . . . . ? C23 C3 C31 C36 -112.12(12) . . . . ? C36 C31 C32 O32 -178.79(10) . . . . ? C3 C31 C32 O32 7.54(16) . . . . ? C36 C31 C32 C33 5.14(16) . . . . ? C3 C31 C32 C33 -168.53(10) . . . . ? O32 C32 C33 C34 178.39(10) . . . . ? C31 C32 C33 C34 -5.48(16) . . . . ? O32 C32 C33 C4 -9.61(15) . . . . ? C31 C32 C33 C4 166.52(10) . . . . ? C32 C33 C34 C35 1.67(17) . . . . ? C4 C33 C34 C35 -170.08(11) . . . . ? C33 C34 C35 C36 2.29(17) . . . . ? C33 C34 C35 C37 179.97(11) . . . . ? C34 C35 C36 C31 -2.66(17) . . . . ? C37 C35 C36 C31 179.74(11) . . . . ? C32 C31 C36 C35 -0.96(17) . . . . ? C3 C31 C36 C35 172.56(11) . . . . ? C36 C35 C37 C373 -8.31(18) . . . . ? C34 C35 C37 C373 174.13(12) . . . . ? C36 C35 C37 C371 112.13(16) . . . . ? C34 C35 C37 C371 -65.42(18) . . . . ? C36 C35 C37 C372 -128.37(14) . . . . ? C34 C35 C37 C372 54.08(17) . . . . ? C31 C32 O32 C321 88.61(12) . . . . ? C33 C32 O32 C321 -95.21(12) . . . . ? C32 O32 C321 C322 168.55(10) . . . . ? O32 C321 C322 C323 -177.91(11) . . . . ? C321 C322 C323 N323 177.69(12) . . . . ? C322 C323 N323 C388 -76.04(17) . . . . ? C322 C323 N323 C381 106.26(16) . . . . ? C388 N323 C381 O381 -178.33(17) . . . . ? C323 N323 C381 O381 -0.4(3) . . . . ? C388 N323 C381 C382 0.64(16) . . . . ? C323 N323 C381 C382 178.58(12) . . . . ? O381 C381 C382 C387 178.91(19) . . . . ? N323 C381 C382 C387 0.01(16) . . . . ? O381 C381 C382 C383 -1.0(3) . . . . ? N323 C381 C382 C383 -179.91(16) . . . . ? C387 C382 C383 C384 0.4(2) . . . . ? C381 C382 C383 C384 -179.73(16) . . . . ? C382 C383 C384 C385 -0.1(3) . . . . ? C383 C384 C385 C386 0.0(3) . . . . ? C384 C385 C386 C387 -0.1(3) . . . . ? C385 C386 C387 C382 0.4(2) . . . . ? C385 C386 C387 C388 -179.42(14) . . . . ? C383 C382 C387 C386 -0.5(2) . . . . ? C381 C382 C387 C386 179.55(13) . . . . ? C383 C382 C387 C388 179.33(14) . . . . ? C381 C382 C387 C388 -0.60(15) . . . . ? C381 N323 C388 O388 178.34(14) . . . . ? C323 N323 C388 O388 0.4(2) . . . . ? C381 N323 C388 C387 -1.00(15) . . . . ? C323 N323 C388 C387 -178.94(11) . . . . ? C386 C387 C388 O388 1.5(2) . . . . ? C382 C387 C388 O388 -178.33(15) . . . . ? C386 C387 C388 N323 -179.20(14) . . . . ? C382 C387 C388 N323 0.97(14) . . . . ? C34 C33 C4 C41 100.61(12) . . . . ? C32 C33 C4 C41 -71.06(13) . . . . ? C33 C4 C41 C46 -43.47(14) . . . . ? C33 C4 C41 C42 133.24(11) . . . . ? C46 C41 C42 O42 179.85(10) . . . . ? C4 C41 C42 O42 3.10(15) . . . . ? C46 C41 C42 C43 2.87(16) . . . . ? C4 C41 C42 C43 -173.88(10) . . . . ? O42 C42 C43 C44 -179.85(9) . . . . ? C41 C42 C43 C44 -2.84(15) . . . . ? O42 C42 C43 C1 -3.21(15) . . . . ? C41 C42 C43 C1 173.80(10) . . . . ? C11 C1 C43 C44 61.22(12) . . . . ? C11 C1 C43 C42 -115.39(11) . . . . ? C42 C43 C44 C45 0.49(15) . . . . ? C1 C43 C44 C45 -176.25(10) . . . . ? C43 C44 C45 C46 1.80(17) . . . . ? C43 C44 C45 N45 -178.29(10) . . . . ? C44 C45 C46 C41 -1.76(18) . . . . ? N45 C45 C46 C41 178.32(11) . . . . ? C42 C41 C46 C45 -0.56(16) . . . . ? C4 C41 C46 C45 176.26(10) . . . . ? C44 C45 N45 O451 9.34(19) . . . . ? C46 C45 N45 O451 -170.74(13) . . . . ? C44 C45 N45 O452 -171.84(15) . . . . ? C46 C45 N45 O452 8.1(2) . . . . ? C41 C42 O42 C421 86.97(13) . . . . ? C43 C42 O42 C421 -95.93(12) . . . . ? C42 O42 C421 C422 170.97(12) . . . . ? O42 C421 C422 C423 -128.54(19) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 30.15 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.017 _refine_diff_density_min -0.539 _refine_diff_density_rms 0.042 data_boeh12n _database_code_depnum_ccdc_archive 'CCDC 249856' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C67 H70 Cl2 N4 O12' _chemical_formula_weight 1194.17 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' Cl Cl 0.1484 0.1585 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.4904(6) _cell_length_b 14.1373(7) _cell_length_c 17.7409(8) _cell_angle_alpha 83.459(4) _cell_angle_beta 69.464(4) _cell_angle_gamma 76.454(4) _cell_volume 3078.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 57188 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 27.3 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.288 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1260 _exptl_absorpt_coefficient_mu 0.171 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9315 _exptl_absorpt_correction_T_max 0.9472 _exptl_absorpt_process_details 'MULABS (Spek, 1990; Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 83961 _diffrn_reflns_av_R_equivalents 0.0587 _diffrn_reflns_av_sigmaI/netI 0.0332 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 27.90 _reflns_number_total 14584 _reflns_number_gt 10959 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in SHELXTL-Plus (Sheldrick, 1991)' _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^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 14584 _refine_ls_number_parameters 766 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1060 _refine_ls_R_factor_gt 0.0896 _refine_ls_wR_factor_ref 0.3124 _refine_ls_wR_factor_gt 0.2944 _refine_ls_goodness_of_fit_ref 1.290 _refine_ls_restrained_S_all 1.290 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.19338(19) 0.86397(17) 0.24236(15) 0.0318(5) Uani 1 1 d . . . H1A H 0.1200 0.8559 0.2484 0.038 Uiso 1 1 calc R . . H1B H 0.2027 0.9270 0.2131 0.038 Uiso 1 1 calc R . . C11 C 0.19752(18) 0.87075(16) 0.32611(14) 0.0288(4) Uani 1 1 d . . . C12 C 0.20538(19) 0.78875(16) 0.37731(14) 0.0297(4) Uani 1 1 d . . . C13 C 0.2104(2) 0.79647(17) 0.45383(14) 0.0340(5) Uani 1 1 d . . . C14 C 0.1998(2) 0.88898(17) 0.47955(15) 0.0346(5) Uani 1 1 d . . . H14 H 0.2019 0.8949 0.5318 0.041 Uiso 1 1 calc R . . C15 C 0.18650(19) 0.97326(17) 0.43188(16) 0.0335(5) Uani 1 1 d . . . C16 C 0.18828(19) 0.96141(16) 0.35433(16) 0.0326(5) Uani 1 1 d . . . H16 H 0.1830 1.0173 0.3196 0.039 Uiso 1 1 calc R . . C17 C 0.1755(2) 1.07237(18) 0.46477(19) 0.0419(6) Uani 1 1 d . . . C171 C 0.0872(3) 1.0822(3) 0.5503(3) 0.0629(9) Uani 1 1 d . . . H17A H 0.1063 1.0278 0.5856 0.094 Uiso 1 1 calc R . . H17B H 0.0169 1.0811 0.5461 0.094 Uiso 1 1 calc R . . H17C H 0.0828 1.1438 0.5728 0.094 Uiso 1 1 calc R . . C172 C 0.1430(5) 1.1567(2) 0.4130(3) 0.0821(15) Uani 1 1 d . . . H17D H 0.1371 1.2177 0.4370 0.123 Uiso 1 1 calc R . . H17E H 0.0729 1.1544 0.4091 0.123 Uiso 1 1 calc R . . H17F H 0.1977 1.1530 0.3591 0.123 Uiso 1 1 calc R . . C173 C 0.2819(3) 1.0779(3) 0.4759(3) 0.0594(9) Uani 1 1 d . . . H17G H 0.3020 1.0225 0.5100 0.089 Uiso 1 1 calc R . . H17H H 0.2723 1.1388 0.5015 0.089 Uiso 1 1 calc R . . H17I H 0.3392 1.0759 0.4232 0.089 Uiso 1 1 calc R . . O12 O 0.21660(14) 0.69848(11) 0.34786(10) 0.0328(4) Uani 1 1 d . . . C121 C 0.1189(2) 0.66192(18) 0.37297(16) 0.0371(5) Uani 1 1 d . . . H12A H 0.0624 0.7087 0.3565 0.044 Uiso 1 1 calc R . . H12B H 0.0919 0.6528 0.4323 0.044 Uiso 1 1 calc R . . C122 C 0.1440(2) 0.56539(18) 0.33363(16) 0.0372(5) Uani 1 1 d . . . H12C H 0.2174 0.5296 0.3314 0.045 Uiso 1 1 calc R . . H12D H 0.1434 0.5775 0.2777 0.045 Uiso 1 1 calc R . . C123 C 0.0622(3) 0.5033(2) 0.37966(17) 0.0435(6) Uani 1 1 d . . . H12E H -0.0108 0.5390 0.3807 0.052 Uiso 1 1 calc R . . H12F H 0.0613 0.4935 0.4360 0.052 Uiso 1 1 calc R . . C124 C 0.0855(3) 0.4042(2) 0.34396(19) 0.0468(6) Uani 1 1 d . . . H12G H 0.1625 0.3731 0.3344 0.056 Uiso 1 1 calc R . . H12H H 0.0410 0.3625 0.3837 0.056 Uiso 1 1 calc R . . N124 N 0.06364(19) 0.40820(16) 0.26853(15) 0.0399(5) Uani 1 1 d . . . C181 C -0.0399(2) 0.4172(2) 0.26591(17) 0.0412(6) Uani 1 1 d . . . O181 O -0.12175(19) 0.4283(2) 0.32421(15) 0.0582(6) Uani 1 1 d . . . C182 C -0.0266(2) 0.4076(2) 0.18031(18) 0.0436(6) Uani 1 1 d . . . C183 C -0.1031(3) 0.4134(3) 0.1437(2) 0.0632(9) Uani 1 1 d . . . H183 H -0.1784 0.4291 0.1731 0.076 Uiso 1 1 calc R . . C184 C -0.0644(4) 0.3953(4) 0.0615(3) 0.0741(12) Uani 1 1 d . . . H184 H -0.1146 0.3956 0.0349 0.089 Uiso 1 1 calc R . . C185 C 0.0439(4) 0.3770(3) 0.0182(2) 0.0740(12) Uani 1 1 d . . . H185 H 0.0670 0.3662 -0.0378 0.089 Uiso 1 1 calc R . . C186 C 0.1211(4) 0.3739(3) 0.0545(2) 0.0649(9) Uani 1 1 d . . . H186 H 0.1963 0.3626 0.0243 0.078 Uiso 1 1 calc R . . C187 C 0.0830(2) 0.3882(2) 0.13682(18) 0.0447(6) Uani 1 1 d . . . C188 C 0.1433(2) 0.3878(2) 0.1927(2) 0.0455(6) Uani 1 1 d . . . O188 O 0.23898(19) 0.3726(2) 0.17974(19) 0.0683(7) Uani 1 1 d . . . C2 C 0.2290(3) 0.71038(19) 0.51031(16) 0.0474(7) Uani 1 1 d . . . H2A H 0.2555 0.7318 0.5496 0.057 Uiso 1 1 calc R . . H2B H 0.1581 0.6935 0.5409 0.057 Uiso 1 1 calc R . . C21 C 0.3068(2) 0.61853(17) 0.47343(14) 0.0368(5) Uani 1 1 d . . . C22 C 0.4184(2) 0.61252(18) 0.43709(15) 0.0380(6) Uani 1 1 d . . . C23 C 0.4887(2) 0.52666(19) 0.40395(15) 0.0364(5) Uani 1 1 d . . . C24 C 0.4464(2) 0.44395(18) 0.41021(15) 0.0359(5) Uani 1 1 d . . . H24 H 0.4925 0.3845 0.3885 0.043 Uiso 1 1 calc R . . C25 C 0.3373(2) 0.44935(17) 0.44810(15) 0.0346(5) Uani 1 1 d . . . N25 N 0.2934(2) 0.36245(16) 0.45417(15) 0.0433(5) Uani 1 1 d . . . O251 O 0.3482(2) 0.29678(17) 0.40740(18) 0.0641(7) Uani 1 1 d . . . O252 O 0.2033(2) 0.35915(19) 0.50342(17) 0.0636(7) Uani 1 1 d . . . C26 C 0.2666(2) 0.53420(18) 0.48040(14) 0.0354(5) Uani 1 1 d . . . H26 H 0.1918 0.5351 0.5070 0.042 Uiso 1 1 calc R . . O22 O 0.4637(2) 0.68799(16) 0.44325(14) 0.0578(7) Uani 1 1 d . . . C221 C 0.4675(2) 0.76891(19) 0.38571(17) 0.0402(6) Uani 1 1 d . . . H22A H 0.3991 0.7874 0.3736 0.048 Uiso 1 1 calc R . . H22B H 0.5280 0.7513 0.3349 0.048 Uiso 1 1 calc R . . C222 C 0.4832(4) 0.8499(3) 0.4220(3) 0.0668(10) Uani 1 1 d . . . H222 H 0.4894 0.9082 0.3899 0.080 Uiso 1 1 calc R . . C223 C 0.4899(4) 0.8505(3) 0.4947(4) 0.0863(15) Uani 1 1 d . . . H22C H 0.4843 0.7941 0.5293 0.104 Uiso 1 1 calc R . . H22D H 0.5002 0.9074 0.5122 0.104 Uiso 1 1 calc R . . C3 C 0.6095(2) 0.5190(2) 0.36516(17) 0.0435(6) Uani 1 1 d . . . H3A H 0.6432 0.4511 0.3486 0.052 Uiso 1 1 calc R . . H3B H 0.6382 0.5321 0.4063 0.052 Uiso 1 1 calc R . . C31 C 0.6449(2) 0.58662(19) 0.29241(15) 0.0346(5) Uani 1 1 d . . . C32 C 0.60112(18) 0.60081(17) 0.23022(14) 0.0306(4) Uani 1 1 d . . . C33 C 0.62970(18) 0.66838(18) 0.16752(14) 0.0309(5) Uani 1 1 d . . . C34 C 0.70614(19) 0.72095(19) 0.16620(15) 0.0350(5) Uani 1 1 d . . . H34 H 0.7263 0.7671 0.1234 0.042 Uiso 1 1 calc R . . C35 C 0.75384(19) 0.7074(2) 0.22634(16) 0.0359(5) Uani 1 1 d . . . C36 C 0.7215(2) 0.6401(2) 0.28836(16) 0.0369(5) Uani 1 1 d . . . H36 H 0.7528 0.6301 0.3297 0.044 Uiso 1 1 calc R . . C37 C 0.8338(2) 0.7680(3) 0.22773(19) 0.0475(7) Uani 1 1 d . . . C371 C 0.9305(5) 0.7009(6) 0.2424(6) 0.131(3) Uani 1 1 d . . . H37A H 0.9062 0.6615 0.2918 0.197 Uiso 1 1 calc R . . H37B H 0.9789 0.7396 0.2480 0.197 Uiso 1 1 calc R . . H37C H 0.9693 0.6581 0.1968 0.197 Uiso 1 1 calc R . . C372 C 0.7772(5) 0.8326(4) 0.3022(3) 0.0888(15) Uani 1 1 d . . . H37D H 0.7544 0.7913 0.3507 0.133 Uiso 1 1 calc R . . H37E H 0.7137 0.8782 0.2954 0.133 Uiso 1 1 calc R . . H37F H 0.8277 0.8691 0.3075 0.133 Uiso 1 1 calc R . . C373 C 0.8698(6) 0.8271(6) 0.1532(3) 0.122(3) Uani 1 1 d . . . H37G H 0.8068 0.8709 0.1440 0.183 Uiso 1 1 calc R . . H37H H 0.9079 0.7842 0.1076 0.183 Uiso 1 1 calc R . . H37I H 0.9187 0.8656 0.1583 0.183 Uiso 1 1 calc R . . O32 O 0.52161(13) 0.55153(12) 0.23354(10) 0.0319(4) Uani 1 1 d . . . C321 C 0.5611(2) 0.45505(19) 0.20415(16) 0.0371(5) Uani 1 1 d . . . H32A H 0.6073 0.4155 0.2339 0.044 Uiso 1 1 calc R . . H32B H 0.6049 0.4569 0.1462 0.044 Uiso 1 1 calc R . . C322 C 0.4641(2) 0.4109(2) 0.21644(16) 0.0380(5) Uani 1 1 d . . . H32C H 0.4199 0.4500 0.1850 0.046 Uiso 1 1 calc R . . H32D H 0.4186 0.4134 0.2740 0.046 Uiso 1 1 calc R . . C323 C 0.4980(3) 0.3057(2) 0.19045(16) 0.0424(6) Uani 1 1 d . . . H32E H 0.5597 0.2716 0.2079 0.051 Uiso 1 1 calc R . . H32F H 0.4372 0.2722 0.2168 0.051 Uiso 1 1 calc R . . C324 C 0.5307(3) 0.3013(2) 0.09931(16) 0.0425(6) Uani 1 1 d . . . H32G H 0.4647 0.3093 0.0848 0.051 Uiso 1 1 calc R . . H32H H 0.5659 0.3565 0.0738 0.051 Uiso 1 1 calc R . . N324 N 0.6045(2) 0.21062(17) 0.06662(14) 0.0398(5) Uani 1 1 d . . . C381 C 0.7151(3) 0.1935(2) 0.05089(19) 0.0469(6) Uani 1 1 d . . . O381 O 0.7611(2) 0.2493(2) 0.06653(19) 0.0672(7) Uani 1 1 d . . . C382 C 0.7615(3) 0.0976(2) 0.01234(18) 0.0451(6) Uani 1 1 d . . . C383 C 0.8675(3) 0.0465(3) -0.0172(2) 0.0597(8) Uani 1 1 d . . . H383 H 0.9258 0.0716 -0.0148 0.072 Uiso 1 1 calc R . . C384 C 0.8853(3) -0.0428(3) -0.0503(3) 0.0700(10) Uani 1 1 d . . . H384 H 0.9572 -0.0794 -0.0710 0.084 Uiso 1 1 calc R . . C385 C 0.8004(3) -0.0802(3) -0.0538(2) 0.0610(9) Uani 1 1 d . . . H385 H 0.8151 -0.1422 -0.0759 0.073 Uiso 1 1 calc R . . C386 C 0.6938(3) -0.0274(2) -0.02505(18) 0.0456(6) Uani 1 1 d . . . H386 H 0.6353 -0.0517 -0.0278 0.055 Uiso 1 1 calc R . . C387 C 0.6772(2) 0.0617(2) 0.00759(16) 0.0388(5) Uani 1 1 d . . . C388 C 0.5754(2) 0.13533(19) 0.04000(15) 0.0365(5) Uani 1 1 d . . . O388 O 0.48469(17) 0.13464(16) 0.04308(13) 0.0459(5) Uani 1 1 d . . . C4 C 0.58213(19) 0.6853(2) 0.09973(14) 0.0337(5) Uani 1 1 d . . . H4A H 0.6019 0.7449 0.0686 0.040 Uiso 1 1 calc R . . H4B H 0.6176 0.6303 0.0631 0.040 Uiso 1 1 calc R . . C41 C 0.46100(18) 0.69623(18) 0.12296(13) 0.0295(4) Uani 1 1 d . . . C42 C 0.38718(19) 0.77065(17) 0.17228(13) 0.0290(4) Uani 1 1 d . . . C43 C 0.27472(19) 0.78387(17) 0.18993(13) 0.0290(4) Uani 1 1 d . . . C44 C 0.23788(19) 0.72104(18) 0.15590(14) 0.0316(5) Uani 1 1 d . . . H44 H 0.1626 0.7289 0.1654 0.038 Uiso 1 1 calc R . . C45 C 0.31124(19) 0.64699(18) 0.10813(13) 0.0310(5) Uani 1 1 d . . . N45 N 0.27010(18) 0.58040(17) 0.07456(13) 0.0371(5) Uani 1 1 d . . . O451 O 0.33488(18) 0.52063(17) 0.02648(13) 0.0497(5) Uani 1 1 d . . . O452 O 0.17197(17) 0.58816(18) 0.09533(15) 0.0516(5) Uani 1 1 d . . . C46 C 0.42157(19) 0.63345(18) 0.09145(13) 0.0309(5) Uani 1 1 d . . . H46 H 0.4699 0.5818 0.0588 0.037 Uiso 1 1 calc R . . O42 O 0.42603(14) 0.82811(13) 0.20818(10) 0.0326(4) Uani 1 1 d . . . C421 C 0.4432(3) 0.9201(2) 0.16891(19) 0.0470(7) Uani 1 1 d . . . H42A H 0.3727 0.9649 0.1744 0.056 Uiso 1 1 calc R . . H42B H 0.4842 0.9113 0.1108 0.056 Uiso 1 1 calc R . . C422 C 0.5045(4) 0.9616(3) 0.2065(2) 0.0618(9) Uani 1 1 d . . . H422 H 0.5688 0.9194 0.2103 0.074 Uiso 1 1 calc R . . C423 C 0.4840(5) 1.0444(3) 0.2342(3) 0.0849(15) Uani 1 1 d . . . H42C H 0.4209 1.0905 0.2324 0.102 Uiso 1 1 calc R . . H42D H 0.5315 1.0611 0.2569 0.102 Uiso 1 1 calc R . . C1L C 0.1695(9) 0.7956(8) 0.7499(7) 0.156(4) Uani 1 1 d . . . H1L1 H 0.1878 0.7253 0.7392 0.187 Uiso 1 1 calc R . . H1L2 H 0.1585 0.8010 0.8075 0.187 Uiso 1 1 calc R . . Cl1 Cl 0.0453(3) 0.8445(2) 0.73561(16) 0.1658(11) Uani 1 1 d . . . Cl2 Cl 0.2829(3) 0.8441(4) 0.6936(2) 0.226(2) 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 0.0316(11) 0.0290(10) 0.0365(11) -0.0011(8) -0.0151(9) -0.0038(8) C11 0.0257(10) 0.0262(10) 0.0337(11) -0.0042(8) -0.0098(8) -0.0025(8) C12 0.0315(10) 0.0221(9) 0.0325(10) -0.0068(8) -0.0074(8) -0.0023(8) C13 0.0430(13) 0.0240(10) 0.0317(11) -0.0048(8) -0.0108(9) -0.0013(9) C14 0.0392(12) 0.0285(11) 0.0348(11) -0.0096(9) -0.0113(10) -0.0024(9) C15 0.0301(11) 0.0265(10) 0.0448(13) -0.0084(9) -0.0131(9) -0.0036(8) C16 0.0311(11) 0.0233(10) 0.0438(12) -0.0017(9) -0.0140(9) -0.0039(8) C17 0.0428(13) 0.0263(11) 0.0605(16) -0.0135(10) -0.0206(12) -0.0040(10) C171 0.0574(19) 0.0461(17) 0.076(2) -0.0292(16) -0.0052(17) -0.0079(14) C172 0.142(4) 0.0294(15) 0.097(3) -0.0078(16) -0.076(3) -0.0007(19) C173 0.0548(18) 0.0458(16) 0.087(3) -0.0097(16) -0.0288(18) -0.0161(14) O12 0.0409(9) 0.0225(7) 0.0329(8) -0.0076(6) -0.0097(7) -0.0035(6) C121 0.0416(13) 0.0315(11) 0.0389(12) -0.0065(9) -0.0136(10) -0.0066(10) C122 0.0469(14) 0.0286(11) 0.0381(12) -0.0045(9) -0.0156(11) -0.0083(10) C123 0.0558(16) 0.0387(13) 0.0388(13) 0.0007(10) -0.0158(12) -0.0165(12) C124 0.0625(18) 0.0317(12) 0.0551(16) 0.0054(11) -0.0293(14) -0.0152(12) N124 0.0408(11) 0.0332(10) 0.0486(12) -0.0041(9) -0.0174(10) -0.0085(9) C181 0.0374(13) 0.0394(13) 0.0439(14) -0.0014(10) -0.0090(11) -0.0098(10) O181 0.0419(11) 0.0712(16) 0.0505(12) 0.0019(11) -0.0050(9) -0.0090(10) C182 0.0420(14) 0.0471(15) 0.0451(14) -0.0014(11) -0.0130(11) -0.0186(12) C183 0.0532(18) 0.084(3) 0.066(2) 0.0109(18) -0.0285(16) -0.0318(18) C184 0.094(3) 0.085(3) 0.069(2) 0.008(2) -0.045(2) -0.047(3) C185 0.106(3) 0.074(3) 0.0500(19) -0.0077(17) -0.025(2) -0.033(2) C186 0.072(2) 0.066(2) 0.0494(18) -0.0155(16) -0.0028(16) -0.0202(18) C187 0.0428(14) 0.0424(14) 0.0485(15) -0.0085(11) -0.0087(12) -0.0149(11) C188 0.0375(13) 0.0408(14) 0.0572(16) -0.0045(12) -0.0126(12) -0.0101(11) O188 0.0343(11) 0.0818(18) 0.0850(18) -0.0045(15) -0.0153(11) -0.0115(11) C2 0.079(2) 0.0300(12) 0.0280(11) -0.0046(9) -0.0174(12) -0.0012(12) C21 0.0596(15) 0.0253(10) 0.0269(10) 0.0014(8) -0.0194(10) -0.0051(10) C22 0.0615(16) 0.0323(11) 0.0317(11) 0.0058(9) -0.0260(11) -0.0187(11) C23 0.0462(13) 0.0397(12) 0.0299(11) 0.0049(9) -0.0209(10) -0.0117(10) C24 0.0488(14) 0.0295(11) 0.0321(11) 0.0006(9) -0.0198(10) -0.0045(10) C25 0.0496(14) 0.0258(10) 0.0338(11) 0.0030(8) -0.0206(10) -0.0096(10) N25 0.0558(14) 0.0293(10) 0.0489(13) 0.0022(9) -0.0219(11) -0.0119(10) O251 0.0808(17) 0.0354(11) 0.0753(16) -0.0105(10) -0.0191(13) -0.0175(11) O252 0.0613(14) 0.0504(13) 0.0733(16) 0.0010(11) -0.0068(12) -0.0269(11) C26 0.0474(13) 0.0293(11) 0.0302(11) 0.0026(8) -0.0161(10) -0.0064(10) O22 0.105(2) 0.0427(11) 0.0517(12) 0.0131(9) -0.0466(13) -0.0403(12) C221 0.0459(14) 0.0303(11) 0.0417(13) 0.0017(10) -0.0118(11) -0.0088(10) C222 0.078(2) 0.0414(17) 0.097(3) 0.0058(17) -0.043(2) -0.0253(16) C223 0.098(3) 0.058(2) 0.128(4) -0.017(2) -0.065(3) -0.017(2) C3 0.0464(14) 0.0521(15) 0.0437(14) 0.0075(12) -0.0296(12) -0.0141(12) C31 0.0312(11) 0.0398(12) 0.0351(11) -0.0034(9) -0.0157(9) -0.0039(9) C32 0.0263(10) 0.0339(11) 0.0333(11) -0.0088(9) -0.0117(8) -0.0034(8) C33 0.0246(10) 0.0397(12) 0.0288(10) -0.0079(9) -0.0097(8) -0.0030(9) C34 0.0300(11) 0.0429(13) 0.0335(11) -0.0055(9) -0.0090(9) -0.0107(10) C35 0.0253(10) 0.0442(13) 0.0413(12) -0.0126(10) -0.0125(9) -0.0054(9) C36 0.0333(11) 0.0430(13) 0.0405(12) -0.0078(10) -0.0202(10) -0.0044(10) C37 0.0377(13) 0.0611(18) 0.0544(16) -0.0090(13) -0.0202(12) -0.0195(13) C371 0.075(3) 0.159(6) 0.201(8) 0.077(6) -0.091(4) -0.072(4) C372 0.100(4) 0.103(4) 0.080(3) -0.027(3) -0.021(3) -0.055(3) C373 0.164(6) 0.195(7) 0.067(3) 0.031(3) -0.046(3) -0.154(6) O32 0.0312(8) 0.0339(8) 0.0352(8) -0.0047(6) -0.0154(7) -0.0074(7) C321 0.0372(12) 0.0358(12) 0.0414(12) -0.0093(10) -0.0148(10) -0.0077(10) C322 0.0416(13) 0.0423(13) 0.0351(12) -0.0053(10) -0.0149(10) -0.0131(10) C323 0.0599(17) 0.0383(13) 0.0362(12) 0.0000(10) -0.0213(12) -0.0168(12) C324 0.0599(17) 0.0374(13) 0.0369(13) -0.0022(10) -0.0218(12) -0.0140(12) N324 0.0485(13) 0.0388(11) 0.0399(11) -0.0050(9) -0.0197(10) -0.0148(10) C381 0.0531(16) 0.0478(15) 0.0520(15) -0.0010(12) -0.0269(13) -0.0199(13) O381 0.0708(16) 0.0626(15) 0.0932(19) -0.0087(13) -0.0445(15) -0.0323(13) C382 0.0485(15) 0.0488(15) 0.0466(14) 0.0007(12) -0.0226(12) -0.0172(12) C383 0.0464(17) 0.068(2) 0.071(2) -0.0063(17) -0.0263(16) -0.0112(15) C384 0.0509(19) 0.080(3) 0.075(2) -0.019(2) -0.0246(18) 0.0066(18) C385 0.070(2) 0.0494(18) 0.063(2) -0.0119(15) -0.0277(17) 0.0001(16) C386 0.0582(17) 0.0401(14) 0.0442(14) -0.0032(11) -0.0213(13) -0.0142(12) C387 0.0469(14) 0.0386(13) 0.0364(12) 0.0006(10) -0.0177(11) -0.0144(11) C388 0.0471(14) 0.0367(12) 0.0314(11) -0.0018(9) -0.0153(10) -0.0161(10) O388 0.0437(10) 0.0527(12) 0.0498(11) -0.0082(9) -0.0191(9) -0.0175(9) C4 0.0291(11) 0.0477(13) 0.0269(10) -0.0041(9) -0.0107(8) -0.0097(9) C41 0.0292(10) 0.0383(11) 0.0236(9) 0.0014(8) -0.0113(8) -0.0093(9) C42 0.0314(11) 0.0332(11) 0.0266(10) 0.0018(8) -0.0135(8) -0.0099(9) C43 0.0308(11) 0.0310(10) 0.0272(10) 0.0006(8) -0.0130(8) -0.0060(8) C44 0.0297(10) 0.0383(12) 0.0306(10) 0.0009(9) -0.0141(9) -0.0090(9) C45 0.0348(11) 0.0366(11) 0.0269(10) -0.0010(8) -0.0139(9) -0.0120(9) N45 0.0391(11) 0.0440(11) 0.0336(10) -0.0056(8) -0.0138(8) -0.0145(9) O451 0.0496(11) 0.0539(12) 0.0495(11) -0.0213(9) -0.0120(9) -0.0160(9) O452 0.0387(10) 0.0598(13) 0.0660(13) -0.0187(11) -0.0213(10) -0.0149(9) C46 0.0329(11) 0.0364(11) 0.0247(10) -0.0024(8) -0.0111(8) -0.0069(9) O42 0.0359(8) 0.0356(9) 0.0322(8) -0.0015(6) -0.0156(7) -0.0125(7) C421 0.0621(18) 0.0449(15) 0.0456(14) 0.0078(12) -0.0259(13) -0.0258(13) C422 0.080(2) 0.0570(19) 0.070(2) 0.0087(16) -0.0396(19) -0.0382(18) C423 0.137(4) 0.066(2) 0.082(3) 0.008(2) -0.050(3) -0.062(3) C1L 0.185(9) 0.159(8) 0.164(8) 0.071(6) -0.093(7) -0.098(7) Cl1 0.173(2) 0.162(2) 0.1193(16) 0.0036(15) -0.0295(15) 0.0121(18) Cl2 0.232(4) 0.318(5) 0.200(3) 0.122(3) -0.126(3) -0.174(4) _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 C43 1.514(3) . ? C1 C11 1.521(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C11 C16 1.392(3) . ? C11 C12 1.397(3) . ? C12 O12 1.389(3) . ? C12 C13 1.400(3) . ? C13 C14 1.394(3) . ? C13 C2 1.518(3) . ? C14 C15 1.394(4) . ? C14 H14 0.9500 . ? C15 C16 1.396(4) . ? C15 C17 1.534(3) . ? C16 H16 0.9500 . ? C17 C172 1.498(5) . ? C17 C173 1.535(4) . ? C17 C171 1.563(5) . ? C171 H17A 0.9800 . ? C171 H17B 0.9800 . ? C171 H17C 0.9800 . ? C172 H17D 0.9800 . ? C172 H17E 0.9800 . ? C172 H17F 0.9800 . ? C173 H17G 0.9800 . ? C173 H17H 0.9800 . ? C173 H17I 0.9800 . ? O12 C121 1.434(3) . ? C121 C122 1.516(3) . ? C121 H12A 0.9900 . ? C121 H12B 0.9900 . ? C122 C123 1.521(4) . ? C122 H12C 0.9900 . ? C122 H12D 0.9900 . ? C123 C124 1.523(4) . ? C123 H12E 0.9900 . ? C123 H12F 0.9900 . ? C124 N124 1.460(4) . ? C124 H12G 0.9900 . ? C124 H12H 0.9900 . ? N124 C181 1.389(4) . ? N124 C188 1.406(4) . ? C181 O181 1.212(4) . ? C181 C182 1.484(4) . ? C182 C183 1.382(5) . ? C182 C187 1.384(4) . ? C183 C184 1.399(6) . ? C183 H183 0.9500 . ? C184 C185 1.368(7) . ? C184 H184 0.9500 . ? C185 C186 1.394(7) . ? C185 H185 0.9500 . ? C186 C187 1.389(5) . ? C186 H186 0.9500 . ? C187 C188 1.486(4) . ? C188 O188 1.199(4) . ? C2 C21 1.513(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C21 C26 1.397(4) . ? C21 C22 1.401(4) . ? C22 O22 1.379(3) . ? C22 C23 1.397(4) . ? C23 C24 1.394(4) . ? C23 C3 1.513(4) . ? C24 C25 1.374(4) . ? C24 H24 0.9500 . ? C25 C26 1.384(4) . ? C25 N25 1.462(3) . ? N25 O252 1.231(4) . ? N25 O251 1.233(4) . ? C26 H26 0.9500 . ? O22 C221 1.442(3) . ? C221 C222 1.465(4) . ? C221 H22A 0.9900 . ? C221 H22B 0.9900 . ? C222 C223 1.326(7) . ? C222 H222 0.9500 . ? C223 H22C 0.9500 . ? C223 H22D 0.9500 . ? C3 C31 1.519(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C31 C36 1.396(4) . ? C31 C32 1.399(3) . ? C32 C33 1.389(3) . ? C32 O32 1.391(3) . ? C33 C34 1.398(3) . ? C33 C4 1.523(3) . ? C34 C35 1.402(4) . ? C34 H34 0.9500 . ? C35 C36 1.387(4) . ? C35 C37 1.535(4) . ? C36 H36 0.9500 . ? C37 C373 1.474(6) . ? C37 C371 1.506(6) . ? C37 C372 1.551(6) . ? C371 H37A 0.9800 . ? C371 H37B 0.9800 . ? C371 H37C 0.9800 . ? C372 H37D 0.9800 . ? C372 H37E 0.9800 . ? C372 H37F 0.9800 . ? C373 H37G 0.9800 . ? C373 H37H 0.9800 . ? C373 H37I 0.9800 . ? O32 C321 1.429(3) . ? C321 C322 1.517(4) . ? C321 H32A 0.9900 . ? C321 H32B 0.9900 . ? C322 C323 1.524(4) . ? C322 H32C 0.9900 . ? C322 H32D 0.9900 . ? C323 C324 1.524(4) . ? C323 H32E 0.9900 . ? C323 H32F 0.9900 . ? C324 N324 1.462(4) . ? C324 H32G 0.9900 . ? C324 H32H 0.9900 . ? N324 C381 1.385(4) . ? N324 C388 1.397(3) . ? C381 O381 1.218(4) . ? C381 C382 1.487(4) . ? C382 C387 1.380(4) . ? C382 C383 1.385(5) . ? C383 C384 1.387(6) . ? C383 H383 0.9500 . ? C384 C385 1.391(6) . ? C384 H384 0.9500 . ? C385 C386 1.398(5) . ? C385 H385 0.9500 . ? C386 C387 1.385(4) . ? C386 H386 0.9500 . ? C387 C388 1.488(4) . ? C388 O388 1.207(3) . ? C4 C41 1.513(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C41 C46 1.388(3) . ? C41 C42 1.404(3) . ? C42 O42 1.375(3) . ? C42 C43 1.408(3) . ? C43 C44 1.393(3) . ? C44 C45 1.386(4) . ? C44 H44 0.9500 . ? C45 C46 1.382(3) . ? C45 N45 1.467(3) . ? N45 O452 1.225(3) . ? N45 O451 1.225(3) . ? C46 H46 0.9500 . ? O42 C421 1.433(3) . ? C421 C422 1.475(4) . ? C421 H42A 0.9900 . ? C421 H42B 0.9900 . ? C422 C423 1.254(6) . ? C422 H422 0.9500 . ? C423 H42C 0.9500 . ? C423 H42D 0.9500 . ? C1L Cl1 1.751(11) . ? C1L Cl2 1.752(10) . ? C1L H1L1 0.9900 . ? C1L H1L2 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 C43 C1 C11 117.61(19) . . ? C43 C1 H1A 107.9 . . ? C11 C1 H1A 107.9 . . ? C43 C1 H1B 107.9 . . ? C11 C1 H1B 107.9 . . ? H1A C1 H1B 107.2 . . ? C16 C11 C12 118.7(2) . . ? C16 C11 C1 119.5(2) . . ? C12 C11 C1 121.8(2) . . ? O12 C12 C11 118.1(2) . . ? O12 C12 C13 120.9(2) . . ? C11 C12 C13 120.8(2) . . ? C14 C13 C12 118.2(2) . . ? C14 C13 C2 117.5(2) . . ? C12 C13 C2 124.3(2) . . ? C13 C14 C15 122.8(2) . . ? C13 C14 H14 118.6 . . ? C15 C14 H14 118.6 . . ? C14 C15 C16 117.0(2) . . ? C14 C15 C17 119.5(2) . . ? C16 C15 C17 123.5(2) . . ? C11 C16 C15 122.4(2) . . ? C11 C16 H16 118.8 . . ? C15 C16 H16 118.8 . . ? C172 C17 C15 113.2(3) . . ? C172 C17 C173 110.3(3) . . ? C15 C17 C173 109.9(2) . . ? C172 C17 C171 107.6(3) . . ? C15 C17 C171 109.2(2) . . ? C173 C17 C171 106.4(3) . . ? C17 C171 H17A 109.5 . . ? C17 C171 H17B 109.5 . . ? H17A C171 H17B 109.5 . . ? C17 C171 H17C 109.5 . . ? H17A C171 H17C 109.5 . . ? H17B C171 H17C 109.5 . . ? C17 C172 H17D 109.5 . . ? C17 C172 H17E 109.5 . . ? H17D C172 H17E 109.5 . . ? C17 C172 H17F 109.5 . . ? H17D C172 H17F 109.5 . . ? H17E C172 H17F 109.5 . . ? C17 C173 H17G 109.5 . . ? C17 C173 H17H 109.5 . . ? H17G C173 H17H 109.5 . . ? C17 C173 H17I 109.5 . . ? H17G C173 H17I 109.5 . . ? H17H C173 H17I 109.5 . . ? C12 O12 C121 114.74(18) . . ? O12 C121 C122 108.1(2) . . ? O12 C121 H12A 110.1 . . ? C122 C121 H12A 110.1 . . ? O12 C121 H12B 110.1 . . ? C122 C121 H12B 110.1 . . ? H12A C121 H12B 108.4 . . ? C121 C122 C123 111.6(2) . . ? C121 C122 H12C 109.3 . . ? C123 C122 H12C 109.3 . . ? C121 C122 H12D 109.3 . . ? C123 C122 H12D 109.3 . . ? H12C C122 H12D 108.0 . . ? C122 C123 C124 113.7(2) . . ? C122 C123 H12E 108.8 . . ? C124 C123 H12E 108.8 . . ? C122 C123 H12F 108.8 . . ? C124 C123 H12F 108.8 . . ? H12E C123 H12F 107.7 . . ? N124 C124 C123 113.9(2) . . ? N124 C124 H12G 108.8 . . ? C123 C124 H12G 108.8 . . ? N124 C124 H12H 108.8 . . ? C123 C124 H12H 108.8 . . ? H12G C124 H12H 107.7 . . ? C181 N124 C188 111.8(2) . . ? C181 N124 C124 122.7(2) . . ? C188 N124 C124 124.7(3) . . ? O181 C181 N124 124.6(3) . . ? O181 C181 C182 129.3(3) . . ? N124 C181 C182 106.1(2) . . ? C183 C182 C187 121.4(3) . . ? C183 C182 C181 130.4(3) . . ? C187 C182 C181 108.1(3) . . ? C182 C183 C184 116.9(4) . . ? C182 C183 H183 121.6 . . ? C184 C183 H183 121.6 . . ? C185 C184 C183 121.8(4) . . ? C185 C184 H184 119.1 . . ? C183 C184 H184 119.1 . . ? C184 C185 C186 121.4(4) . . ? C184 C185 H185 119.3 . . ? C186 C185 H185 119.3 . . ? C187 C186 C185 116.9(4) . . ? C187 C186 H186 121.6 . . ? C185 C186 H186 121.6 . . ? C182 C187 C186 121.6(3) . . ? C182 C187 C188 108.4(3) . . ? C186 C187 C188 130.0(3) . . ? O188 C188 N124 124.9(3) . . ? O188 C188 C187 129.7(3) . . ? N124 C188 C187 105.4(2) . . ? C21 C2 C13 117.7(2) . . ? C21 C2 H2A 107.9 . . ? C13 C2 H2A 107.9 . . ? C21 C2 H2B 107.9 . . ? C13 C2 H2B 107.9 . . ? H2A C2 H2B 107.2 . . ? C26 C21 C22 118.4(2) . . ? C26 C21 C2 118.6(3) . . ? C22 C21 C2 122.9(2) . . ? O22 C22 C23 117.6(3) . . ? O22 C22 C21 119.9(3) . . ? C23 C22 C21 121.9(2) . . ? C24 C23 C22 118.6(2) . . ? C24 C23 C3 118.9(3) . . ? C22 C23 C3 122.4(2) . . ? C25 C24 C23 119.3(2) . . ? C25 C24 H24 120.4 . . ? C23 C24 H24 120.4 . . ? C24 C25 C26 122.7(2) . . ? C24 C25 N25 119.0(2) . . ? C26 C25 N25 118.3(2) . . ? O252 N25 O251 123.2(3) . . ? O252 N25 C25 119.2(2) . . ? O251 N25 C25 117.5(3) . . ? C25 C26 C21 119.1(3) . . ? C25 C26 H26 120.5 . . ? C21 C26 H26 120.5 . . ? C22 O22 C221 119.9(2) . . ? O22 C221 C222 107.1(3) . . ? O22 C221 H22A 110.3 . . ? C222 C221 H22A 110.3 . . ? O22 C221 H22B 110.3 . . ? C222 C221 H22B 110.3 . . ? H22A C221 H22B 108.6 . . ? C223 C222 C221 127.0(4) . . ? C223 C222 H222 116.5 . . ? C221 C222 H222 116.5 . . ? C222 C223 H22C 120.0 . . ? C222 C223 H22D 120.0 . . ? H22C C223 H22D 120.0 . . ? C23 C3 C31 115.9(2) . . ? C23 C3 H3A 108.3 . . ? C31 C3 H3A 108.3 . . ? C23 C3 H3B 108.3 . . ? C31 C3 H3B 108.3 . . ? H3A C3 H3B 107.4 . . ? C36 C31 C32 118.0(2) . . ? C36 C31 C3 118.9(2) . . ? C32 C31 C3 123.0(2) . . ? C33 C32 O32 118.7(2) . . ? C33 C32 C31 121.4(2) . . ? O32 C32 C31 119.8(2) . . ? C32 C33 C34 118.6(2) . . ? C32 C33 C4 122.1(2) . . ? C34 C33 C4 119.3(2) . . ? C33 C34 C35 121.8(2) . . ? C33 C34 H34 119.1 . . ? C35 C34 H34 119.1 . . ? C36 C35 C34 117.5(2) . . ? C36 C35 C37 120.1(2) . . ? C34 C35 C37 122.3(3) . . ? C35 C36 C31 122.6(2) . . ? C35 C36 H36 118.7 . . ? C31 C36 H36 118.7 . . ? C373 C37 C371 109.7(5) . . ? C373 C37 C35 113.2(3) . . ? C371 C37 C35 109.1(3) . . ? C373 C37 C372 111.4(4) . . ? C371 C37 C372 106.2(5) . . ? C35 C37 C372 106.9(3) . . ? C37 C371 H37A 109.5 . . ? C37 C371 H37B 109.5 . . ? H37A C371 H37B 109.5 . . ? C37 C371 H37C 109.5 . . ? H37A C371 H37C 109.5 . . ? H37B C371 H37C 109.5 . . ? C37 C372 H37D 109.5 . . ? C37 C372 H37E 109.5 . . ? H37D C372 H37E 109.5 . . ? C37 C372 H37F 109.5 . . ? H37D C372 H37F 109.5 . . ? H37E C372 H37F 109.5 . . ? C37 C373 H37G 109.5 . . ? C37 C373 H37H 109.5 . . ? H37G C373 H37H 109.5 . . ? C37 C373 H37I 109.5 . . ? H37G C373 H37I 109.5 . . ? H37H C373 H37I 109.5 . . ? C32 O32 C321 115.08(18) . . ? O32 C321 C322 107.8(2) . . ? O32 C321 H32A 110.1 . . ? C322 C321 H32A 110.1 . . ? O32 C321 H32B 110.1 . . ? C322 C321 H32B 110.1 . . ? H32A C321 H32B 108.5 . . ? C321 C322 C323 111.8(2) . . ? C321 C322 H32C 109.3 . . ? C323 C322 H32C 109.3 . . ? C321 C322 H32D 109.3 . . ? C323 C322 H32D 109.3 . . ? H32C C322 H32D 107.9 . . ? C324 C323 C322 110.8(2) . . ? C324 C323 H32E 109.5 . . ? C322 C323 H32E 109.5 . . ? C324 C323 H32F 109.5 . . ? C322 C323 H32F 109.5 . . ? H32E C323 H32F 108.1 . . ? N324 C324 C323 113.7(2) . . ? N324 C324 H32G 108.8 . . ? C323 C324 H32G 108.8 . . ? N324 C324 H32H 108.8 . . ? C323 C324 H32H 108.8 . . ? H32G C324 H32H 107.7 . . ? C381 N324 C388 111.5(2) . . ? C381 N324 C324 123.2(2) . . ? C388 N324 C324 125.1(2) . . ? O381 C381 N324 124.3(3) . . ? O381 C381 C382 129.1(3) . . ? N324 C381 C382 106.6(2) . . ? C387 C382 C383 121.1(3) . . ? C387 C382 C381 107.8(3) . . ? C383 C382 C381 131.1(3) . . ? C382 C383 C384 117.4(3) . . ? C382 C383 H383 121.3 . . ? C384 C383 H383 121.3 . . ? C383 C384 C385 121.7(3) . . ? C383 C384 H384 119.1 . . ? C385 C384 H384 119.1 . . ? C384 C385 C386 120.5(3) . . ? C384 C385 H385 119.7 . . ? C386 C385 H385 119.7 . . ? C387 C386 C385 117.2(3) . . ? C387 C386 H386 121.4 . . ? C385 C386 H386 121.4 . . ? C382 C387 C386 122.0(3) . . ? C382 C387 C388 108.2(2) . . ? C386 C387 C388 129.8(3) . . ? O388 C388 N324 124.7(3) . . ? O388 C388 C387 129.4(2) . . ? N324 C388 C387 105.9(2) . . ? C41 C4 C33 117.45(19) . . ? C41 C4 H4A 107.9 . . ? C33 C4 H4A 107.9 . . ? C41 C4 H4B 107.9 . . ? C33 C4 H4B 107.9 . . ? H4A C4 H4B 107.2 . . ? C46 C41 C42 118.9(2) . . ? C46 C41 C4 118.9(2) . . ? C42 C41 C4 122.2(2) . . ? O42 C42 C41 118.6(2) . . ? O42 C42 C43 119.3(2) . . ? C41 C42 C43 121.9(2) . . ? C44 C43 C42 117.8(2) . . ? C44 C43 C1 119.1(2) . . ? C42 C43 C1 123.0(2) . . ? C45 C44 C43 119.9(2) . . ? C45 C44 H44 120.1 . . ? C43 C44 H44 120.1 . . ? C46 C45 C44 122.3(2) . . ? C46 C45 N45 118.9(2) . . ? C44 C45 N45 118.8(2) . . ? O452 N45 O451 123.0(2) . . ? O452 N45 C45 118.1(2) . . ? O451 N45 C45 118.9(2) . . ? C45 C46 C41 119.2(2) . . ? C45 C46 H46 120.4 . . ? C41 C46 H46 120.4 . . ? C42 O42 C421 116.90(19) . . ? O42 C421 C422 108.7(2) . . ? O42 C421 H42A 110.0 . . ? C422 C421 H42A 110.0 . . ? O42 C421 H42B 110.0 . . ? C422 C421 H42B 110.0 . . ? H42A C421 H42B 108.3 . . ? C423 C422 C421 129.4(5) . . ? C423 C422 H422 115.3 . . ? C421 C422 H422 115.3 . . ? C422 C423 H42C 120.0 . . ? C422 C423 H42D 120.0 . . ? H42C C423 H42D 120.0 . . ? Cl1 C1L Cl2 119.4(5) . . ? Cl1 C1L H1L1 107.5 . . ? Cl2 C1L H1L1 107.5 . . ? Cl1 C1L H1L2 107.5 . . ? Cl2 C1L H1L2 107.5 . . ? H1L1 C1L H1L2 107.0 . . ? 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 C43 C1 C11 C16 136.4(2) . . . . ? C43 C1 C11 C12 -46.6(3) . . . . ? C16 C11 C12 O12 -178.8(2) . . . . ? C1 C11 C12 O12 4.2(3) . . . . ? C16 C11 C12 C13 -3.7(3) . . . . ? C1 C11 C12 C13 179.2(2) . . . . ? O12 C12 C13 C14 179.2(2) . . . . ? C11 C12 C13 C14 4.3(4) . . . . ? O12 C12 C13 C2 0.7(4) . . . . ? C11 C12 C13 C2 -174.3(3) . . . . ? C12 C13 C14 C15 -1.1(4) . . . . ? C2 C13 C14 C15 177.6(3) . . . . ? C13 C14 C15 C16 -2.5(4) . . . . ? C13 C14 C15 C17 -180.0(2) . . . . ? C12 C11 C16 C15 -0.1(4) . . . . ? C1 C11 C16 C15 177.0(2) . . . . ? C14 C15 C16 C11 3.1(4) . . . . ? C17 C15 C16 C11 -179.5(2) . . . . ? C14 C15 C17 C172 -170.2(3) . . . . ? C16 C15 C17 C172 12.5(4) . . . . ? C14 C15 C17 C173 66.0(3) . . . . ? C16 C15 C17 C173 -111.3(3) . . . . ? C14 C15 C17 C171 -50.3(3) . . . . ? C16 C15 C17 C171 132.4(3) . . . . ? C11 C12 O12 C121 -100.7(2) . . . . ? C13 C12 O12 C121 84.2(3) . . . . ? C12 O12 C121 C122 178.1(2) . . . . ? O12 C121 C122 C123 157.7(2) . . . . ? C121 C122 C123 C124 -178.4(2) . . . . ? C122 C123 C124 N124 -72.4(3) . . . . ? C123 C124 N124 C181 -80.0(3) . . . . ? C123 C124 N124 C188 110.9(3) . . . . ? C188 N124 C181 O181 174.9(3) . . . . ? C124 N124 C181 O181 4.5(4) . . . . ? C188 N124 C181 C182 -3.5(3) . . . . ? C124 N124 C181 C182 -173.8(2) . . . . ? O181 C181 C182 C183 3.7(6) . . . . ? N124 C181 C182 C183 -178.0(3) . . . . ? O181 C181 C182 C187 -175.1(3) . . . . ? N124 C181 C182 C187 3.1(3) . . . . ? C187 C182 C183 C184 2.3(5) . . . . ? C181 C182 C183 C184 -176.3(3) . . . . ? C182 C183 C184 C185 -3.0(6) . . . . ? C183 C184 C185 C186 1.1(7) . . . . ? C184 C185 C186 C187 1.3(6) . . . . ? C183 C182 C187 C186 0.1(5) . . . . ? C181 C182 C187 C186 179.0(3) . . . . ? C183 C182 C187 C188 179.4(3) . . . . ? C181 C182 C187 C188 -1.7(3) . . . . ? C185 C186 C187 C182 -2.0(5) . . . . ? C185 C186 C187 C188 178.9(3) . . . . ? C181 N124 C188 O188 -176.7(3) . . . . ? C124 N124 C188 O188 -6.6(5) . . . . ? C181 N124 C188 C187 2.5(3) . . . . ? C124 N124 C188 C187 172.6(2) . . . . ? C182 C187 C188 O188 178.8(3) . . . . ? C186 C187 C188 O188 -2.0(6) . . . . ? C182 C187 C188 N124 -0.4(3) . . . . ? C186 C187 C188 N124 178.8(3) . . . . ? C14 C13 C2 C21 -141.4(3) . . . . ? C12 C13 C2 C21 37.2(4) . . . . ? C13 C2 C21 C26 -115.8(3) . . . . ? C13 C2 C21 C22 68.4(4) . . . . ? C26 C21 C22 O22 -167.1(2) . . . . ? C2 C21 C22 O22 8.6(3) . . . . ? C26 C21 C22 C23 3.7(3) . . . . ? C2 C21 C22 C23 179.5(2) . . . . ? O22 C22 C23 C24 168.6(2) . . . . ? C21 C22 C23 C24 -2.5(3) . . . . ? O22 C22 C23 C3 -8.4(3) . . . . ? C21 C22 C23 C3 -179.5(2) . . . . ? C22 C23 C24 C25 0.4(3) . . . . ? C3 C23 C24 C25 177.5(2) . . . . ? C23 C24 C25 C26 0.3(4) . . . . ? C23 C24 C25 N25 179.7(2) . . . . ? C24 C25 N25 O252 162.7(3) . . . . ? C26 C25 N25 O252 -17.8(4) . . . . ? C24 C25 N25 O251 -19.3(4) . . . . ? C26 C25 N25 O251 160.2(3) . . . . ? C24 C25 C26 C21 1.0(4) . . . . ? N25 C25 C26 C21 -178.5(2) . . . . ? C22 C21 C26 C25 -2.9(3) . . . . ? C2 C21 C26 C25 -178.9(2) . . . . ? C23 C22 O22 C221 102.0(3) . . . . ? C21 C22 O22 C221 -86.8(3) . . . . ? C22 O22 C221 C222 160.7(3) . . . . ? O22 C221 C222 C223 -1.7(6) . . . . ? C24 C23 C3 C31 122.0(3) . . . . ? C22 C23 C3 C31 -61.0(3) . . . . ? C23 C3 C31 C36 132.3(3) . . . . ? C23 C3 C31 C32 -45.2(4) . . . . ? C36 C31 C32 C33 -2.2(4) . . . . ? C3 C31 C32 C33 175.3(2) . . . . ? C36 C31 C32 O32 -177.6(2) . . . . ? C3 C31 C32 O32 -0.1(4) . . . . ? O32 C32 C33 C34 177.2(2) . . . . ? C31 C32 C33 C34 1.7(4) . . . . ? O32 C32 C33 C4 -4.0(3) . . . . ? C31 C32 C33 C4 -179.5(2) . . . . ? C32 C33 C34 C35 -0.2(4) . . . . ? C4 C33 C34 C35 -179.1(2) . . . . ? C33 C34 C35 C36 -0.7(4) . . . . ? C33 C34 C35 C37 -177.1(2) . . . . ? C34 C35 C36 C31 0.2(4) . . . . ? C37 C35 C36 C31 176.7(3) . . . . ? C32 C31 C36 C35 1.2(4) . . . . ? C3 C31 C36 C35 -176.4(3) . . . . ? C36 C35 C37 C373 173.1(5) . . . . ? C34 C35 C37 C373 -10.6(5) . . . . ? C36 C35 C37 C371 50.6(5) . . . . ? C34 C35 C37 C371 -133.1(5) . . . . ? C36 C35 C37 C372 -63.9(4) . . . . ? C34 C35 C37 C372 112.4(4) . . . . ? C33 C32 O32 C321 100.2(3) . . . . ? C31 C32 O32 C321 -84.2(3) . . . . ? C32 O32 C321 C322 177.0(2) . . . . ? O32 C321 C322 C323 -177.3(2) . . . . ? C321 C322 C323 C324 -79.9(3) . . . . ? C322 C323 C324 N324 155.8(2) . . . . ? C323 C324 N324 C381 -81.9(3) . . . . ? C323 C324 N324 C388 104.9(3) . . . . ? C388 N324 C381 O381 178.2(3) . . . . ? C324 N324 C381 O381 4.2(5) . . . . ? C388 N324 C381 C382 -1.4(3) . . . . ? C324 N324 C381 C382 -175.4(2) . . . . ? O381 C381 C382 C387 179.8(3) . . . . ? N324 C381 C382 C387 -0.6(3) . . . . ? O381 C381 C382 C383 -1.2(6) . . . . ? N324 C381 C382 C383 178.4(3) . . . . ? C387 C382 C383 C384 -1.1(5) . . . . ? C381 C382 C383 C384 180.0(4) . . . . ? C382 C383 C384 C385 -0.1(6) . . . . ? C383 C384 C385 C386 1.2(7) . . . . ? C384 C385 C386 C387 -0.9(5) . . . . ? C383 C382 C387 C386 1.4(5) . . . . ? C381 C382 C387 C386 -179.5(3) . . . . ? C383 C382 C387 C388 -176.9(3) . . . . ? C381 C382 C387 C388 2.2(3) . . . . ? C385 C386 C387 C382 -0.3(4) . . . . ? C385 C386 C387 C388 177.6(3) . . . . ? C381 N324 C388 O388 -176.4(3) . . . . ? C324 N324 C388 O388 -2.4(4) . . . . ? C381 N324 C388 C387 2.6(3) . . . . ? C324 N324 C388 C387 176.6(2) . . . . ? C382 C387 C388 O388 176.0(3) . . . . ? C386 C387 C388 O388 -2.1(5) . . . . ? C382 C387 C388 N324 -3.0(3) . . . . ? C386 C387 C388 N324 178.9(3) . . . . ? C32 C33 C4 C41 46.4(3) . . . . ? C34 C33 C4 C41 -134.8(2) . . . . ? C33 C4 C41 C46 -122.8(2) . . . . ? C33 C4 C41 C42 60.3(3) . . . . ? C46 C41 C42 O42 175.24(19) . . . . ? C4 C41 C42 O42 -7.9(3) . . . . ? C46 C41 C42 C43 -0.6(3) . . . . ? C4 C41 C42 C43 176.3(2) . . . . ? O42 C42 C43 C44 -176.6(2) . . . . ? C41 C42 C43 C44 -0.8(3) . . . . ? O42 C42 C43 C1 4.7(3) . . . . ? C41 C42 C43 C1 -179.5(2) . . . . ? C11 C1 C43 C44 126.8(2) . . . . ? C11 C1 C43 C42 -54.5(3) . . . . ? C42 C43 C44 C45 1.6(3) . . . . ? C1 C43 C44 C45 -179.6(2) . . . . ? C43 C44 C45 C46 -1.1(4) . . . . ? C43 C44 C45 N45 178.6(2) . . . . ? C46 C45 N45 O452 174.0(2) . . . . ? C44 C45 N45 O452 -5.7(3) . . . . ? C46 C45 N45 O451 -7.0(3) . . . . ? C44 C45 N45 O451 173.4(2) . . . . ? C44 C45 C46 C41 -0.4(3) . . . . ? N45 C45 C46 C41 179.9(2) . . . . ? C42 C41 C46 C45 1.2(3) . . . . ? C4 C41 C46 C45 -175.8(2) . . . . ? C41 C42 O42 C421 97.5(3) . . . . ? C43 C42 O42 C421 -86.5(3) . . . . ? C42 O42 C421 C422 -168.8(3) . . . . ? O42 C421 C422 C423 -128.5(5) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.90 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 3.000 _refine_diff_density_min -1.216 _refine_diff_density_rms 0.093 data_boeh16n _database_code_depnum_ccdc_archive 'CCDC 249857' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H58 N2 O8' _chemical_formula_weight 790.96 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.3423(7) _cell_length_b 13.1610(9) _cell_length_c 16.5605(11) _cell_angle_alpha 101.868(5) _cell_angle_beta 96.988(5) _cell_angle_gamma 91.968(5) _cell_volume 2185.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 28578 _cell_measurement_theta_min 3. _cell_measurement_theta_max 26.6 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.36 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.202 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9598 _exptl_absorpt_correction_T_max 0.9714 _exptl_absorpt_process_details none _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 none _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 31174 _diffrn_reflns_av_R_equivalents 0.0290 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 26.84 _reflns_number_total 9295 _reflns_number_gt 7259 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in SHELXTL-Plus (Sheldrick, 1991)' _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^)+(0.0647P)^2^+0.1670P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9295 _refine_ls_number_parameters 598 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0503 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.1077 _refine_ls_wR_factor_gt 0.1039 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.106 _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 C1 C 0.66620(12) 0.57745(9) 0.55250(8) 0.0218(2) Uani 1 1 d . . . H1A H 0.5940 0.5735 0.5066 0.026 Uiso 1 1 calc R . . H1B H 0.7118 0.5121 0.5412 0.026 Uiso 1 1 calc R . . C11 C 0.76126(11) 0.66793(9) 0.55193(8) 0.0203(2) Uani 1 1 d . . . C12 C 0.87723(11) 0.69064(9) 0.60763(7) 0.0197(2) Uani 1 1 d . . . C13 C 0.95721(11) 0.78184(9) 0.61407(8) 0.0205(2) Uani 1 1 d . . . C14 C 0.92459(12) 0.84586(9) 0.55893(8) 0.0224(2) Uani 1 1 d . . . H14 H 0.9767 0.9076 0.5615 0.027 Uiso 1 1 calc R . . C15 C 0.81518(12) 0.81899(9) 0.50005(8) 0.0219(2) Uani 1 1 d . . . C16 C 0.73233(12) 0.73241(9) 0.49653(8) 0.0216(2) Uani 1 1 d . . . H16 H 0.6565 0.7175 0.4565 0.026 Uiso 1 1 calc R . . N15 N 0.78235(11) 0.88603(8) 0.44083(7) 0.0267(2) Uani 1 1 d . . . O151 O 0.84646(10) 0.96886(8) 0.45006(7) 0.0399(3) Uani 1 1 d . . . O152 O 0.69160(11) 0.85715(8) 0.38504(7) 0.0381(2) Uani 1 1 d . . . O12 O 0.91044(8) 0.62612(6) 0.66173(6) 0.02342(19) Uani 1 1 d . . . C121 C 0.96379(13) 0.52942(10) 0.62652(9) 0.0296(3) Uani 1 1 d . . . H12A H 0.9124 0.4989 0.5719 0.035 Uiso 1 1 calc R . . H12B H 0.9556 0.4800 0.6635 0.035 Uiso 1 1 calc R . . C122 C 1.10359(14) 0.54322(10) 0.61507(9) 0.0291(3) Uani 1 1 d . . . H122 H 1.1251 0.5878 0.5796 0.035 Uiso 1 1 calc R . . C123 C 1.19953(14) 0.49749(11) 0.65102(10) 0.0340(3) Uani 1 1 d . . . H12C H 1.1814 0.4525 0.6868 0.041 Uiso 1 1 calc R . . H12D H 1.2867 0.5096 0.6411 0.041 Uiso 1 1 calc R . . C2 C 1.07640(11) 0.81057(9) 0.67958(8) 0.0222(2) Uani 1 1 d . . . H2A H 1.1389 0.7553 0.6705 0.027 Uiso 1 1 calc R . . H2B H 1.1199 0.8760 0.6729 0.027 Uiso 1 1 calc R . . C21 C 1.04268(11) 0.82455(9) 0.76758(8) 0.0211(2) Uani 1 1 d . . . C22 C 0.97468(11) 0.90951(9) 0.80117(8) 0.0205(2) Uani 1 1 d . . . C23 C 0.92698(12) 0.91545(9) 0.87725(8) 0.0220(2) Uani 1 1 d . . . C24 C 0.95426(12) 0.83682(9) 0.92067(8) 0.0228(2) Uani 1 1 d . . . H24 H 0.9226 0.8406 0.9726 0.027 Uiso 1 1 calc R . . C25 C 1.02634(12) 0.75281(9) 0.89070(8) 0.0226(2) Uani 1 1 d . A . C26 C 1.06913(11) 0.74860(9) 0.81363(8) 0.0222(2) Uani 1 1 d . . . H26 H 1.1181 0.6920 0.7917 0.027 Uiso 1 1 calc R . . C27 C 1.04628(12) 0.66407(10) 0.93708(8) 0.0286(3) Uani 1 1 d D . . C271 C 1.1295(3) 0.5817(2) 0.89957(19) 0.0418(8) Uani 0.539(3) 1 d PD A 1 H27A H 1.1370 0.5285 0.9332 0.063 Uiso 0.539(3) 1 calc PR A 1 H27B H 1.2165 0.6127 0.8980 0.063 Uiso 0.539(3) 1 calc PR A 1 H27C H 1.0898 0.5498 0.8428 0.063 Uiso 0.539(3) 1 calc PR A 1 C272 C 1.1095(3) 0.71242(19) 1.02904(14) 0.0314(6) Uani 0.539(3) 1 d PD A 1 H27D H 1.0557 0.7670 1.0542 0.047 Uiso 0.539(3) 1 calc PR A 1 H27E H 1.1974 0.7424 1.0286 0.047 Uiso 0.539(3) 1 calc PR A 1 H27F H 1.1147 0.6580 1.0615 0.047 Uiso 0.539(3) 1 calc PR A 1 C273 C 0.9078(2) 0.6219(2) 0.9459(2) 0.0422(8) Uani 0.539(3) 1 d PD A 1 H27G H 0.8582 0.6796 0.9709 0.063 Uiso 0.539(3) 1 calc PR A 1 H27H H 0.9152 0.5709 0.9815 0.063 Uiso 0.539(3) 1 calc PR A 1 H27I H 0.8626 0.5887 0.8908 0.063 Uiso 0.539(3) 1 calc PR A 1 C274 C 0.9799(3) 0.5627(2) 0.8759(2) 0.0377(8) Uani 0.461(3) 1 d PD A 2 H27J H 1.0141 0.5545 0.8224 0.057 Uiso 0.461(3) 1 calc PR A 2 H27K H 0.8853 0.5685 0.8673 0.057 Uiso 0.461(3) 1 calc PR A 2 H27L H 0.9993 0.5020 0.9001 0.057 Uiso 0.461(3) 1 calc PR A 2 C275 C 1.1936(2) 0.6425(3) 0.9476(3) 0.0406(9) Uani 0.461(3) 1 d PD A 2 H27M H 1.2262 0.6346 0.8936 0.061 Uiso 0.461(3) 1 calc PR A 2 H27N H 1.2050 0.5785 0.9685 0.061 Uiso 0.461(3) 1 calc PR A 2 H27O H 1.2424 0.7009 0.9872 0.061 Uiso 0.461(3) 1 calc PR A 2 C276 C 0.9935(4) 0.6766(3) 1.01839(18) 0.0394(9) Uani 0.461(3) 1 d PD A 2 H27P H 1.0117 0.6156 1.0424 0.059 Uiso 0.461(3) 1 calc PR A 2 H27Q H 0.8990 0.6832 1.0095 0.059 Uiso 0.461(3) 1 calc PR A 2 H27R H 1.0352 0.7392 1.0566 0.059 Uiso 0.461(3) 1 calc PR A 2 O22 O 0.94661(8) 0.98478(6) 0.75518(6) 0.02313(19) Uani 1 1 d . . . C221 C 1.03778(13) 1.07421(10) 0.77717(9) 0.0265(3) Uani 1 1 d . . . H22A H 1.1250 1.0543 0.7629 0.032 Uiso 1 1 calc R . . H22B H 1.0457 1.1036 0.8377 0.032 Uiso 1 1 calc R . . C222 C 0.98709(15) 1.15322(11) 0.72907(11) 0.0371(3) Uani 1 1 d . . . H22C H 0.8985 1.1703 0.7423 0.045 Uiso 1 1 calc R . . H22D H 0.9802 1.1228 0.6687 0.045 Uiso 1 1 calc R . . C223 C 1.07541(19) 1.25283(13) 0.74922(14) 0.0529(5) Uani 1 1 d . . . H22E H 1.0392 1.3020 0.7167 0.079 Uiso 1 1 calc R . . H22F H 1.1628 1.2365 0.7352 0.079 Uiso 1 1 calc R . . H22G H 1.0810 1.2840 0.8087 0.079 Uiso 1 1 calc R . . C3 C 0.83620(12) 0.99850(9) 0.90932(8) 0.0237(3) Uani 1 1 d . . . H3A H 0.8771 1.0415 0.9633 0.028 Uiso 1 1 calc R . . H3B H 0.8201 1.0446 0.8693 0.028 Uiso 1 1 calc R . . C31 C 0.70840(12) 0.94673(9) 0.92028(8) 0.0216(2) Uani 1 1 d . . . C32 C 0.62294(12) 0.89570(9) 0.85003(8) 0.0205(2) Uani 1 1 d . . . C33 C 0.51078(12) 0.83677(9) 0.85703(8) 0.0219(2) Uani 1 1 d . . . C34 C 0.48341(12) 0.83059(9) 0.93600(8) 0.0240(3) Uani 1 1 d . . . H34 H 0.4076 0.7919 0.9426 0.029 Uiso 1 1 calc R . . C35 C 0.56771(12) 0.88131(9) 1.00485(8) 0.0233(3) Uani 1 1 d . . . C36 C 0.67925(12) 0.93922(9) 0.99848(8) 0.0234(3) Uani 1 1 d . . . H36 H 0.7350 0.9733 1.0471 0.028 Uiso 1 1 calc R . . N35 N 0.53948(11) 0.87150(9) 1.08776(7) 0.0275(2) Uani 1 1 d . . . O351 O 0.61971(10) 0.90981(10) 1.14791(6) 0.0402(3) Uani 1 1 d . . . O352 O 0.43654(11) 0.82489(8) 1.09301(6) 0.0351(2) Uani 1 1 d . . . O32 O 0.65432(8) 0.89708(6) 0.77212(5) 0.02180(18) Uani 1 1 d . . . C321 C 0.60956(14) 0.98589(10) 0.73979(9) 0.0287(3) Uani 1 1 d . . . H32A H 0.6445 1.0513 0.7786 0.034 Uiso 1 1 calc R . . H32B H 0.5131 0.9847 0.7334 0.034 Uiso 1 1 calc R . . C322 C 0.65644(14) 0.98012(11) 0.65769(9) 0.0284(3) Uani 1 1 d . . . H322 H 0.7364 0.9488 0.6490 0.034 Uiso 1 1 calc R . . C323 C 0.5950(2) 1.01514(15) 0.59776(11) 0.0498(4) Uani 1 1 d . . . H32C H 0.5148 1.0469 0.6047 0.060 Uiso 1 1 calc R . . H32D H 0.6298 1.0093 0.5466 0.060 Uiso 1 1 calc R . . C4 C 0.42693(12) 0.77662(10) 0.77945(8) 0.0245(3) Uani 1 1 d . . . H4A H 0.4121 0.8216 0.7385 0.029 Uiso 1 1 calc R . . H4B H 0.3410 0.7561 0.7938 0.029 Uiso 1 1 calc R . . C41 C 0.49205(11) 0.67995(10) 0.74092(8) 0.0225(2) Uani 1 1 d . . . C42 C 0.53744(11) 0.66936(9) 0.66390(8) 0.0208(2) Uani 1 1 d . C . C43 C 0.60858(11) 0.58446(9) 0.63340(8) 0.0211(2) Uani 1 1 d . . . C44 C 0.62390(12) 0.50621(9) 0.67859(8) 0.0236(3) Uani 1 1 d . . . H44 H 0.6712 0.4480 0.6578 0.028 Uiso 1 1 calc R . . C45 C 0.57223(12) 0.51013(10) 0.75335(8) 0.0251(3) Uani 1 1 d . B . C46 C 0.50966(12) 0.59944(10) 0.78388(8) 0.0254(3) Uani 1 1 d . . . H46 H 0.4777 0.6058 0.8360 0.030 Uiso 1 1 calc R . . C47 C 0.57632(13) 0.41763(10) 0.79706(8) 0.0320(3) Uani 1 1 d D . . C471 C 0.4339(2) 0.3681(3) 0.7839(2) 0.0358(10) Uani 0.517(6) 1 d PD B 1 H47A H 0.3745 0.4219 0.8027 0.054 Uiso 0.517(6) 1 calc PR B 1 H47B H 0.4298 0.3137 0.8162 0.054 Uiso 0.517(6) 1 calc PR B 1 H47C H 0.4080 0.3376 0.7247 0.054 Uiso 0.517(6) 1 calc PR B 1 C472 C 0.6741(5) 0.3398(3) 0.7694(3) 0.0470(12) Uani 0.517(6) 1 d PD B 1 H47D H 0.6712 0.2836 0.8000 0.071 Uiso 0.517(6) 1 calc PR B 1 H47E H 0.7618 0.3743 0.7806 0.071 Uiso 0.517(6) 1 calc PR B 1 H47F H 0.6528 0.3108 0.7096 0.071 Uiso 0.517(6) 1 calc PR B 1 C473 C 0.6055(5) 0.4610(4) 0.89164(17) 0.0368(10) Uani 0.517(6) 1 d PD B 1 H47G H 0.5409 0.5110 0.9091 0.055 Uiso 0.517(6) 1 calc PR B 1 H47H H 0.6930 0.4959 0.9050 0.055 Uiso 0.517(6) 1 calc PR B 1 H47I H 0.6010 0.4038 0.9210 0.055 Uiso 0.517(6) 1 calc PR B 1 C474 C 0.7139(4) 0.3733(4) 0.7970(4) 0.0496(13) Uani 0.483(6) 1 d PD B 2 H47J H 0.7371 0.3599 0.7403 0.074 Uiso 0.483(6) 1 calc PR B 2 H47K H 0.7129 0.3082 0.8170 0.074 Uiso 0.483(6) 1 calc PR B 2 H47L H 0.7784 0.4238 0.8336 0.074 Uiso 0.483(6) 1 calc PR B 2 C475 C 0.4904(4) 0.3251(3) 0.7399(3) 0.0499(15) Uani 0.483(6) 1 d PD B 2 H47M H 0.5139 0.3147 0.6833 0.075 Uiso 0.483(6) 1 calc PR B 2 H47N H 0.3982 0.3404 0.7389 0.075 Uiso 0.483(6) 1 calc PR B 2 H47O H 0.5048 0.2618 0.7614 0.075 Uiso 0.483(6) 1 calc PR B 2 C476 C 0.5497(7) 0.4407(5) 0.8869(2) 0.0554(16) Uani 0.483(6) 1 d PD B 2 H47P H 0.5557 0.3770 0.9089 0.083 Uiso 0.483(6) 1 calc PR B 2 H47Q H 0.4620 0.4659 0.8899 0.083 Uiso 0.483(6) 1 calc PR B 2 H47R H 0.6143 0.4939 0.9201 0.083 Uiso 0.483(6) 1 calc PR B 2 O42 O 0.51360(8) 0.74326(6) 0.61598(5) 0.02208(19) Uani 1 1 d . . . C421 C 0.3902(2) 0.7152(3) 0.56344(17) 0.0232(6) Uani 0.681(6) 1 d P C 1 H42A H 0.3212 0.7030 0.5975 0.028 Uiso 0.681(6) 1 calc PR C 1 H42B H 0.3966 0.6504 0.5218 0.028 Uiso 0.681(6) 1 calc PR C 1 C422 C 0.3563(2) 0.8023(2) 0.52030(16) 0.0316(7) Uani 0.681(6) 1 d P C 1 H42C H 0.4269 0.8166 0.4881 0.038 Uiso 0.681(6) 1 calc PR C 1 H42D H 0.3458 0.8663 0.5618 0.038 Uiso 0.681(6) 1 calc PR C 1 C424 C 0.3841(5) 0.7642(6) 0.5842(4) 0.0273(13) Uani 0.319(6) 1 d P C 2 H42E H 0.3693 0.8383 0.6052 0.033 Uiso 0.319(6) 1 calc PR C 2 H42F H 0.3199 0.7216 0.6048 0.033 Uiso 0.319(6) 1 calc PR C 2 C425 C 0.3630(4) 0.7406(5) 0.4912(3) 0.0279(14) Uani 0.319(6) 1 d P C 2 H42G H 0.3729 0.6657 0.4698 0.033 Uiso 0.319(6) 1 calc PR C 2 H42H H 0.4290 0.7809 0.4701 0.033 Uiso 0.319(6) 1 calc PR C 2 C423 C 0.22574(15) 0.76895(14) 0.46068(10) 0.0391(3) Uani 1 1 d . . . H42I H 0.2020 0.8248 0.4317 0.059 Uiso 0.681(6) 1 calc PR C 1 H42J H 0.1563 0.7556 0.4932 0.059 Uiso 0.681(6) 1 calc PR C 1 H42K H 0.2371 0.7056 0.4198 0.059 Uiso 0.681(6) 1 calc PR C 1 H42L H 0.2121 0.7535 0.3997 0.059 Uiso 0.319(6) 1 calc PR C 2 H42M H 0.2167 0.8433 0.4817 0.059 Uiso 0.319(6) 1 calc PR C 2 H42N H 0.1607 0.7282 0.4811 0.059 Uiso 0.319(6) 1 calc PR C 2 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 0.0222(6) 0.0205(5) 0.0214(6) 0.0021(5) 0.0027(5) -0.0031(4) C11 0.0217(6) 0.0194(5) 0.0193(6) 0.0005(4) 0.0069(5) -0.0004(4) C12 0.0217(5) 0.0193(5) 0.0185(6) 0.0028(4) 0.0062(5) 0.0008(4) C13 0.0193(5) 0.0213(5) 0.0206(6) 0.0014(4) 0.0067(5) -0.0005(4) C14 0.0230(6) 0.0204(5) 0.0246(6) 0.0033(5) 0.0095(5) -0.0017(4) C15 0.0243(6) 0.0217(6) 0.0215(6) 0.0057(5) 0.0079(5) 0.0028(4) C16 0.0207(5) 0.0234(6) 0.0198(6) 0.0018(5) 0.0043(5) 0.0004(4) N15 0.0279(5) 0.0269(5) 0.0277(6) 0.0094(4) 0.0070(5) 0.0024(4) O151 0.0387(6) 0.0343(5) 0.0512(7) 0.0233(5) 0.0015(5) -0.0076(4) O152 0.0427(6) 0.0383(6) 0.0332(6) 0.0146(4) -0.0065(5) -0.0018(4) O12 0.0269(4) 0.0197(4) 0.0237(5) 0.0054(3) 0.0024(4) 0.0001(3) C121 0.0316(7) 0.0196(6) 0.0351(7) 0.0031(5) -0.0005(6) 0.0012(5) C122 0.0354(7) 0.0233(6) 0.0273(7) 0.0013(5) 0.0065(6) 0.0008(5) C123 0.0309(7) 0.0302(7) 0.0391(8) 0.0030(6) 0.0047(6) 0.0038(5) C2 0.0192(5) 0.0222(6) 0.0244(6) 0.0027(5) 0.0041(5) -0.0030(4) C21 0.0176(5) 0.0219(6) 0.0219(6) 0.0027(5) 0.0002(4) -0.0048(4) C22 0.0189(5) 0.0192(5) 0.0223(6) 0.0044(4) -0.0008(5) -0.0034(4) C23 0.0207(5) 0.0210(5) 0.0220(6) 0.0016(5) 0.0002(5) -0.0027(4) C24 0.0219(6) 0.0252(6) 0.0203(6) 0.0043(5) 0.0011(5) -0.0029(5) C25 0.0205(5) 0.0216(6) 0.0246(6) 0.0062(5) -0.0017(5) -0.0032(4) C26 0.0183(5) 0.0209(5) 0.0262(6) 0.0034(5) 0.0009(5) -0.0011(4) C27 0.0272(6) 0.0260(6) 0.0338(7) 0.0134(5) -0.0023(5) -0.0027(5) C271 0.064(2) 0.0265(13) 0.0389(17) 0.0138(12) 0.0066(15) 0.0129(13) C272 0.0335(14) 0.0306(13) 0.0319(14) 0.0141(11) -0.0019(11) 0.0012(10) C273 0.0346(14) 0.0348(14) 0.059(2) 0.0263(14) -0.0086(13) -0.0120(11) C274 0.0489(19) 0.0255(15) 0.0388(19) 0.0137(13) -0.0023(15) -0.0084(13) C275 0.0312(16) 0.046(2) 0.051(2) 0.0290(18) -0.0006(15) 0.0021(14) C276 0.056(2) 0.0332(16) 0.0346(18) 0.0161(14) 0.0114(15) 0.0067(15) O22 0.0252(4) 0.0198(4) 0.0242(5) 0.0063(3) 0.0003(3) -0.0024(3) C221 0.0280(6) 0.0212(6) 0.0296(7) 0.0044(5) 0.0048(5) -0.0044(5) C222 0.0383(8) 0.0276(7) 0.0503(10) 0.0169(6) 0.0103(7) 0.0008(6) C223 0.0601(11) 0.0285(8) 0.0761(14) 0.0191(8) 0.0214(10) -0.0054(7) C3 0.0266(6) 0.0203(6) 0.0221(6) 0.0006(5) 0.0030(5) -0.0009(5) C31 0.0255(6) 0.0178(5) 0.0215(6) 0.0028(4) 0.0041(5) 0.0050(4) C32 0.0236(6) 0.0201(5) 0.0189(6) 0.0044(4) 0.0052(5) 0.0058(4) C33 0.0231(6) 0.0212(6) 0.0219(6) 0.0039(5) 0.0043(5) 0.0053(4) C34 0.0260(6) 0.0224(6) 0.0255(7) 0.0059(5) 0.0083(5) 0.0043(5) C35 0.0299(6) 0.0221(6) 0.0204(6) 0.0064(5) 0.0081(5) 0.0098(5) C36 0.0276(6) 0.0220(6) 0.0199(6) 0.0021(5) 0.0026(5) 0.0067(5) N35 0.0340(6) 0.0283(5) 0.0229(6) 0.0072(4) 0.0085(5) 0.0112(5) O351 0.0371(6) 0.0631(7) 0.0207(5) 0.0085(5) 0.0039(4) 0.0080(5) O352 0.0460(6) 0.0332(5) 0.0294(5) 0.0083(4) 0.0161(5) -0.0005(4) O32 0.0254(4) 0.0224(4) 0.0187(4) 0.0047(3) 0.0061(3) 0.0039(3) C321 0.0370(7) 0.0287(6) 0.0245(7) 0.0105(5) 0.0089(6) 0.0119(5) C322 0.0313(7) 0.0316(7) 0.0248(7) 0.0081(5) 0.0085(5) 0.0055(5) C323 0.0665(11) 0.0598(11) 0.0340(9) 0.0223(8) 0.0203(8) 0.0314(9) C4 0.0207(6) 0.0303(6) 0.0222(6) 0.0043(5) 0.0042(5) 0.0008(5) C41 0.0197(5) 0.0246(6) 0.0212(6) 0.0024(5) 0.0013(5) -0.0047(4) C42 0.0195(5) 0.0207(5) 0.0214(6) 0.0050(5) 0.0006(5) -0.0049(4) C43 0.0187(5) 0.0216(6) 0.0213(6) 0.0027(5) 0.0006(5) -0.0053(4) C44 0.0232(6) 0.0205(6) 0.0258(6) 0.0043(5) 0.0009(5) -0.0032(4) C45 0.0255(6) 0.0256(6) 0.0235(6) 0.0076(5) -0.0012(5) -0.0066(5) C46 0.0266(6) 0.0293(6) 0.0199(6) 0.0054(5) 0.0035(5) -0.0068(5) C47 0.0349(7) 0.0312(7) 0.0309(7) 0.0150(6) -0.0034(6) -0.0085(6) C471 0.0318(15) 0.0333(16) 0.045(2) 0.0209(15) -0.0016(13) -0.0094(12) C472 0.093(3) 0.0146(19) 0.042(3) 0.0092(15) 0.035(2) 0.0170(19) C473 0.044(2) 0.047(2) 0.0325(18) 0.0257(14) 0.0222(15) 0.0111(18) C474 0.100(4) 0.013(2) 0.041(3) 0.0067(17) 0.025(2) 0.019(2) C475 0.056(3) 0.0360(19) 0.057(3) 0.0266(19) -0.018(2) -0.0194(18) C476 0.075(4) 0.056(3) 0.060(3) 0.044(2) 0.045(3) 0.027(3) O42 0.0215(4) 0.0224(4) 0.0225(4) 0.0065(3) 0.0010(3) -0.0006(3) C421 0.0211(9) 0.0238(13) 0.0239(12) 0.0051(10) -0.0001(8) -0.0004(9) C422 0.0327(11) 0.0280(16) 0.0344(13) 0.0112(11) -0.0022(9) 0.0035(9) C424 0.023(2) 0.031(3) 0.027(3) 0.004(2) 0.0039(18) 0.004(2) C425 0.030(2) 0.028(3) 0.027(3) 0.009(2) 0.0048(17) 0.0044(17) C423 0.0329(7) 0.0581(10) 0.0282(8) 0.0139(7) 0.0003(6) 0.0130(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 C43 1.5183(17) . ? C1 C11 1.5204(16) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C11 C16 1.3864(18) . ? C11 C12 1.4041(17) . ? C12 O12 1.3783(15) . ? C12 C13 1.4120(16) . ? C13 C14 1.3852(18) . ? C13 C2 1.5210(17) . ? C14 C15 1.3850(18) . ? C14 H14 0.9500 . ? C15 C16 1.3892(17) . ? C15 N15 1.4666(16) . ? C16 H16 0.9500 . ? N15 O152 1.2244(15) . ? N15 O151 1.2282(15) . ? O12 C121 1.4441(15) . ? C121 C122 1.4907(19) . ? C121 H12A 0.9900 . ? C121 H12B 0.9900 . ? C122 C123 1.321(2) . ? C122 H122 0.9500 . ? C123 H12C 0.9500 . ? C123 H12D 0.9500 . ? C2 C21 1.5156(17) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C21 C26 1.3918(18) . ? C21 C22 1.3956(17) . ? C22 O22 1.3863(15) . ? C22 C23 1.3965(18) . ? C23 C24 1.3945(17) . ? C23 C3 1.5203(17) . ? C24 C25 1.3948(18) . ? C24 H24 0.9500 . ? C25 C26 1.3920(19) . ? C25 C27 1.5308(17) . ? C26 H26 0.9500 . ? C27 C271 1.490(2) . ? C27 C276 1.494(2) . ? C27 C273 1.552(2) . ? C27 C275 1.555(2) . ? C27 C272 1.575(2) . ? C27 C274 1.578(2) . ? C271 H27A 0.9800 . ? C271 H27B 0.9800 . ? C271 H27C 0.9800 . ? C272 H27D 0.9800 . ? C272 H27E 0.9800 . ? C272 H27F 0.9800 . ? C273 H27G 0.9800 . ? C273 H27H 0.9800 . ? C273 H27I 0.9800 . ? C274 H27J 0.9800 . ? C274 H27K 0.9800 . ? C274 H27L 0.9800 . ? C275 H27M 0.9800 . ? C275 H27N 0.9800 . ? C275 H27O 0.9800 . ? C276 H27P 0.9800 . ? C276 H27Q 0.9800 . ? C276 H27R 0.9800 . ? O22 C221 1.4390(14) . ? C221 C222 1.5057(19) . ? C221 H22A 0.9900 . ? C221 H22B 0.9900 . ? C222 C223 1.526(2) . ? C222 H22C 0.9900 . ? C222 H22D 0.9900 . ? C223 H22E 0.9800 . ? C223 H22F 0.9800 . ? C223 H22G 0.9800 . ? C3 C31 1.5138(17) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C31 C36 1.3868(18) . ? C31 C32 1.4047(17) . ? C32 O32 1.3718(15) . ? C32 C33 1.4029(17) . ? C33 C34 1.3889(18) . ? C33 C4 1.5142(17) . ? C34 C35 1.3824(19) . ? C34 H34 0.9500 . ? C35 C36 1.3875(18) . ? C35 N35 1.4681(17) . ? C36 H36 0.9500 . ? N35 O351 1.2241(16) . ? N35 O352 1.2316(16) . ? O32 C321 1.4496(15) . ? C321 C322 1.4866(19) . ? C321 H32A 0.9900 . ? C321 H32B 0.9900 . ? C322 C323 1.287(2) . ? C322 H322 0.9500 . ? C323 H32C 0.9500 . ? C323 H32D 0.9500 . ? C4 C41 1.5195(17) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C41 C42 1.3942(18) . ? C41 C46 1.3979(18) . ? C42 O42 1.3867(14) . ? C42 C43 1.3999(17) . ? C43 C44 1.3946(17) . ? C44 C45 1.3992(19) . ? C44 H44 0.9500 . ? C45 C46 1.3940(19) . ? C45 C47 1.5383(18) . ? C46 H46 0.9500 . ? C47 C472 1.508(3) . ? C47 C476 1.517(3) . ? C47 C473 1.541(3) . ? C47 C475 1.555(2) . ? C47 C474 1.557(3) . ? C47 C471 1.562(2) . ? C471 H47A 0.9800 . ? C471 H47B 0.9800 . ? C471 H47C 0.9800 . ? C472 H47D 0.9800 . ? C472 H47E 0.9800 . ? C472 H47F 0.9800 . ? C473 H47G 0.9800 . ? C473 H47H 0.9800 . ? C473 H47I 0.9800 . ? C474 H47J 0.9800 . ? C474 H47K 0.9800 . ? C474 H47L 0.9800 . ? C475 H47M 0.9800 . ? C475 H47N 0.9800 . ? C475 H47O 0.9800 . ? C476 H47P 0.9800 . ? C476 H47Q 0.9800 . ? C476 H47R 0.9800 . ? O42 C424 1.435(5) . ? O42 C421 1.445(2) . ? C421 C422 1.500(4) . ? C421 H42A 0.9900 . ? C421 H42B 0.9900 . ? C422 C423 1.564(3) . ? C422 H42C 0.9900 . ? C422 H42D 0.9900 . ? C424 C425 1.494(8) . ? C424 H42E 0.9900 . ? C424 H42F 0.9900 . ? C425 C423 1.533(5) . ? C425 H42G 0.9900 . ? C425 H42H 0.9900 . ? C423 H42I 0.9800 . ? C423 H42J 0.9800 . ? C423 H42K 0.9800 . ? C423 H42L 0.9800 . ? C423 H42M 0.9800 . ? C423 H42N 0.9800 . ? 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 C43 C1 C11 114.47(10) . . ? C43 C1 H1A 108.6 . . ? C11 C1 H1A 108.6 . . ? C43 C1 H1B 108.6 . . ? C11 C1 H1B 108.6 . . ? H1A C1 H1B 107.6 . . ? C16 C11 C12 118.22(11) . . ? C16 C11 C1 119.70(11) . . ? C12 C11 C1 122.06(11) . . ? O12 C12 C11 119.49(10) . . ? O12 C12 C13 118.44(11) . . ? C11 C12 C13 121.93(11) . . ? C14 C13 C12 118.33(11) . . ? C14 C13 C2 120.04(10) . . ? C12 C13 C2 121.63(11) . . ? C15 C14 C13 119.33(11) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? C14 C15 C16 122.45(11) . . ? C14 C15 N15 119.13(11) . . ? C16 C15 N15 118.38(11) . . ? C11 C16 C15 119.43(11) . . ? C11 C16 H16 120.3 . . ? C15 C16 H16 120.3 . . ? O152 N15 O151 123.19(11) . . ? O152 N15 C15 118.41(10) . . ? O151 N15 C15 118.40(11) . . ? C12 O12 C121 116.10(10) . . ? O12 C121 C122 112.52(10) . . ? O12 C121 H12A 109.1 . . ? C122 C121 H12A 109.1 . . ? O12 C121 H12B 109.1 . . ? C122 C121 H12B 109.1 . . ? H12A C121 H12B 107.8 . . ? C123 C122 C121 124.25(13) . . ? C123 C122 H122 117.9 . . ? C121 C122 H122 117.9 . . ? C122 C123 H12C 120.0 . . ? C122 C123 H12D 120.0 . . ? H12C C123 H12D 120.0 . . ? C21 C2 C13 112.73(10) . . ? C21 C2 H2A 109.0 . . ? C13 C2 H2A 109.0 . . ? C21 C2 H2B 109.0 . . ? C13 C2 H2B 109.0 . . ? H2A C2 H2B 107.8 . . ? C26 C21 C22 118.77(12) . . ? C26 C21 C2 120.57(11) . . ? C22 C21 C2 120.44(11) . . ? O22 C22 C21 119.06(11) . . ? O22 C22 C23 119.96(11) . . ? C21 C22 C23 120.82(11) . . ? C24 C23 C22 118.33(11) . . ? C24 C23 C3 119.47(11) . . ? C22 C23 C3 121.93(11) . . ? C23 C24 C25 122.48(12) . . ? C23 C24 H24 118.8 . . ? C25 C24 H24 118.8 . . ? C26 C25 C24 117.27(11) . . ? C26 C25 C27 121.50(11) . . ? C24 C25 C27 121.00(12) . . ? C21 C26 C25 122.23(12) . . ? C21 C26 H26 118.9 . . ? C25 C26 H26 118.9 . . ? C271 C27 C276 128.0(2) . . ? C271 C27 C25 115.06(15) . . ? C276 C27 C25 116.52(16) . . ? C271 C27 C273 113.5(2) . . ? C276 C27 C273 56.6(2) . . ? C25 C27 C273 106.22(13) . . ? C271 C27 C275 43.7(2) . . ? C276 C27 C275 110.8(2) . . ? C25 C27 C275 109.18(15) . . ? C273 C27 C275 144.00(19) . . ? C271 C27 C272 108.81(18) . . ? C276 C27 C272 48.06(19) . . ? C25 C27 C272 108.10(13) . . ? C273 C27 C272 104.56(18) . . ? C275 C27 C272 70.36(19) . . ? C271 C27 C274 60.5(2) . . ? C276 C27 C274 109.4(2) . . ? C25 C27 C274 106.31(15) . . ? C273 C27 C274 59.1(2) . . ? C275 C27 C274 103.9(2) . . ? C272 C27 C274 145.02(17) . . ? C27 C271 H27A 109.5 . . ? C27 C271 H27B 109.5 . . ? H27A C271 H27B 109.5 . . ? C27 C271 H27C 109.5 . . ? H27A C271 H27C 109.5 . . ? H27B C271 H27C 109.5 . . ? C27 C272 H27D 109.5 . . ? C27 C272 H27E 109.5 . . ? H27D C272 H27E 109.5 . . ? C27 C272 H27F 109.5 . . ? H27D C272 H27F 109.5 . . ? H27E C272 H27F 109.5 . . ? C27 C273 H27G 109.5 . . ? C27 C273 H27H 109.5 . . ? H27G C273 H27H 109.5 . . ? C27 C273 H27I 109.5 . . ? H27G C273 H27I 109.5 . . ? H27H C273 H27I 109.5 . . ? C27 C274 H27J 109.5 . . ? C27 C274 H27K 109.5 . . ? H27J C274 H27K 109.5 . . ? C27 C274 H27L 109.5 . . ? H27J C274 H27L 109.5 . . ? H27K C274 H27L 109.5 . . ? C27 C275 H27M 109.5 . . ? C27 C275 H27N 109.5 . . ? H27M C275 H27N 109.5 . . ? C27 C275 H27O 109.5 . . ? H27M C275 H27O 109.5 . . ? H27N C275 H27O 109.5 . . ? C27 C276 H27P 109.5 . . ? C27 C276 H27Q 109.5 . . ? H27P C276 H27Q 109.5 . . ? C27 C276 H27R 109.5 . . ? H27P C276 H27R 109.5 . . ? H27Q C276 H27R 109.5 . . ? C22 O22 C221 113.80(9) . . ? O22 C221 C222 107.64(11) . . ? O22 C221 H22A 110.2 . . ? C222 C221 H22A 110.2 . . ? O22 C221 H22B 110.2 . . ? C222 C221 H22B 110.2 . . ? H22A C221 H22B 108.5 . . ? C221 C222 C223 112.06(14) . . ? C221 C222 H22C 109.2 . . ? C223 C222 H22C 109.2 . . ? C221 C222 H22D 109.2 . . ? C223 C222 H22D 109.2 . . ? H22C C222 H22D 107.9 . . ? C222 C223 H22E 109.5 . . ? C222 C223 H22F 109.5 . . ? H22E C223 H22F 109.5 . . ? C222 C223 H22G 109.5 . . ? H22E C223 H22G 109.5 . . ? H22F C223 H22G 109.5 . . ? C31 C3 C23 109.28(10) . . ? C31 C3 H3A 109.8 . . ? C23 C3 H3A 109.8 . . ? C31 C3 H3B 109.8 . . ? C23 C3 H3B 109.8 . . ? H3A C3 H3B 108.3 . . ? C36 C31 C32 118.58(11) . . ? C36 C31 C3 121.25(11) . . ? C32 C31 C3 119.85(11) . . ? O32 C32 C33 118.68(11) . . ? O32 C32 C31 119.31(11) . . ? C33 C32 C31 121.84(11) . . ? C34 C33 C32 118.55(11) . . ? C34 C33 C4 121.39(11) . . ? C32 C33 C4 119.97(11) . . ? C35 C34 C33 119.28(12) . . ? C35 C34 H34 120.4 . . ? C33 C34 H34 120.4 . . ? C34 C35 C36 122.55(12) . . ? C34 C35 N35 118.62(11) . . ? C36 C35 N35 118.82(12) . . ? C31 C36 C35 119.20(12) . . ? C31 C36 H36 120.4 . . ? C35 C36 H36 120.4 . . ? O351 N35 O352 123.56(12) . . ? O351 N35 C35 118.23(11) . . ? O352 N35 C35 118.22(11) . . ? C32 O32 C321 114.03(9) . . ? O32 C321 C322 108.04(10) . . ? O32 C321 H32A 110.1 . . ? C322 C321 H32A 110.1 . . ? O32 C321 H32B 110.1 . . ? C322 C321 H32B 110.1 . . ? H32A C321 H32B 108.4 . . ? C323 C322 C321 123.77(14) . . ? C323 C322 H322 118.1 . . ? C321 C322 H322 118.1 . . ? C322 C323 H32C 120.0 . . ? C322 C323 H32D 120.0 . . ? H32C C323 H32D 120.0 . . ? C33 C4 C41 110.91(10) . . ? C33 C4 H4A 109.5 . . ? C41 C4 H4A 109.5 . . ? C33 C4 H4B 109.5 . . ? C41 C4 H4B 109.5 . . ? H4A C4 H4B 108.0 . . ? C42 C41 C46 118.37(12) . . ? C42 C41 C4 121.92(11) . . ? C46 C41 C4 119.70(12) . . ? O42 C42 C41 120.57(11) . . ? O42 C42 C43 118.52(11) . . ? C41 C42 C43 120.91(11) . . ? C44 C43 C42 118.42(11) . . ? C44 C43 C1 120.96(11) . . ? C42 C43 C1 120.62(11) . . ? C43 C44 C45 122.50(12) . . ? C43 C44 H44 118.7 . . ? C45 C44 H44 118.7 . . ? C46 C45 C44 116.85(12) . . ? C46 C45 C47 121.33(12) . . ? C44 C45 C47 121.71(12) . . ? C45 C46 C41 122.66(12) . . ? C45 C46 H46 118.7 . . ? C41 C46 H46 118.7 . . ? C472 C47 C476 120.1(3) . . ? C472 C47 C45 114.27(19) . . ? C476 C47 C45 116.2(2) . . ? C472 C47 C473 110.1(3) . . ? C476 C47 C473 23.2(2) . . ? C45 C47 C473 108.1(2) . . ? C472 C47 C475 76.5(3) . . ? C476 C47 C475 114.4(3) . . ? C45 C47 C475 108.34(15) . . ? C473 C47 C475 135.5(2) . . ? C472 C47 C474 24.70(18) . . ? C476 C47 C474 106.5(3) . . ? C45 C47 C474 109.3(2) . . ? C473 C47 C474 90.3(3) . . ? C475 C47 C474 101.0(3) . . ? C472 C47 C471 112.8(3) . . ? C476 C47 C471 81.1(3) . . ? C45 C47 C471 106.61(14) . . ? C473 C47 C471 104.4(2) . . ? C475 C47 C471 40.2(2) . . ? C474 C47 C471 134.4(2) . . ? C47 C471 H47A 109.5 . . ? C47 C471 H47B 109.5 . . ? H47A C471 H47B 109.5 . . ? C47 C471 H47C 109.5 . . ? H47A C471 H47C 109.5 . . ? H47B C471 H47C 109.5 . . ? C47 C472 H47D 109.5 . . ? C47 C472 H47E 109.5 . . ? H47D C472 H47E 109.5 . . ? C47 C472 H47F 109.5 . . ? H47D C472 H47F 109.5 . . ? H47E C472 H47F 109.5 . . ? C47 C473 H47G 109.5 . . ? C47 C473 H47H 109.5 . . ? H47G C473 H47H 109.5 . . ? C47 C473 H47I 109.5 . . ? H47G C473 H47I 109.5 . . ? H47H C473 H47I 109.5 . . ? C47 C474 H47J 109.5 . . ? C47 C474 H47K 109.5 . . ? H47J C474 H47K 109.5 . . ? C47 C474 H47L 109.5 . . ? H47J C474 H47L 109.5 . . ? H47K C474 H47L 109.5 . . ? C47 C475 H47M 109.5 . . ? C47 C475 H47N 109.5 . . ? H47M C475 H47N 109.5 . . ? C47 C475 H47O 109.5 . . ? H47M C475 H47O 109.5 . . ? H47N C475 H47O 109.5 . . ? C47 C476 H47P 109.5 . . ? C47 C476 H47Q 109.5 . . ? H47P C476 H47Q 109.5 . . ? C47 C476 H47R 109.5 . . ? H47P C476 H47R 109.5 . . ? H47Q C476 H47R 109.5 . . ? C42 O42 C424 122.4(3) . . ? C42 O42 C421 108.93(13) . . ? C424 O42 C421 27.1(2) . . ? O42 C421 C422 108.7(2) . . ? O42 C421 H42A 110.0 . . ? C422 C421 H42A 110.0 . . ? O42 C421 H42B 110.0 . . ? C422 C421 H42B 110.0 . . ? H42A C421 H42B 108.3 . . ? C421 C422 C423 108.2(2) . . ? C421 C422 H42C 110.1 . . ? C423 C422 H42C 110.1 . . ? C421 C422 H42D 110.1 . . ? C423 C422 H42D 110.1 . . ? H42C C422 H42D 108.4 . . ? O42 C424 C425 111.7(5) . . ? O42 C424 H42E 109.3 . . ? C425 C424 H42E 109.3 . . ? O42 C424 H42F 109.3 . . ? C425 C424 H42F 109.3 . . ? H42E C424 H42F 107.9 . . ? C424 C425 C423 109.6(4) . . ? C424 C425 H42G 109.8 . . ? C423 C425 H42G 109.8 . . ? C424 C425 H42H 109.8 . . ? C423 C425 H42H 109.8 . . ? H42G C425 H42H 108.2 . . ? C425 C423 C422 32.4(2) . . ? C425 C423 H42I 127.8 . . ? C422 C423 H42I 109.5 . . ? C425 C423 H42J 116.5 . . ? C422 C423 H42J 109.5 . . ? H42I C423 H42J 109.5 . . ? C425 C423 H42K 77.6 . . ? C422 C423 H42K 109.5 . . ? H42I C423 H42K 109.5 . . ? H42J C423 H42K 109.5 . . ? C425 C423 H42L 109.5 . . ? C422 C423 H42L 128.3 . . ? H42I C423 H42L 60.9 . . ? H42J C423 H42L 121.8 . . ? H42K C423 H42L 48.7 . . ? C425 C423 H42M 109.5 . . ? C422 C423 H42M 77.7 . . ? H42I C423 H42M 48.7 . . ? H42J C423 H42M 87.2 . . ? H42K C423 H42M 157.2 . . ? H42L C423 H42M 109.5 . . ? C425 C423 H42N 109.5 . . ? C422 C423 H42N 115.9 . . ? H42I C423 H42N 122.3 . . ? H42J C423 H42N 22.4 . . ? H42K C423 H42N 87.3 . . ? H42L C423 H42N 109.5 . . ? H42M C423 H42N 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 C43 C1 C11 C16 -117.03(13) . . . . ? C43 C1 C11 C12 61.25(15) . . . . ? C16 C11 C12 O12 -178.08(10) . . . . ? C1 C11 C12 O12 3.62(17) . . . . ? C16 C11 C12 C13 6.32(17) . . . . ? C1 C11 C12 C13 -171.97(11) . . . . ? O12 C12 C13 C14 179.18(10) . . . . ? C11 C12 C13 C14 -5.18(17) . . . . ? O12 C12 C13 C2 -0.96(17) . . . . ? C11 C12 C13 C2 174.68(11) . . . . ? C12 C13 C14 C15 0.35(17) . . . . ? C2 C13 C14 C15 -179.51(11) . . . . ? C13 C14 C15 C16 3.27(18) . . . . ? C13 C14 C15 N15 -178.91(11) . . . . ? C12 C11 C16 C15 -2.64(17) . . . . ? C1 C11 C16 C15 175.70(11) . . . . ? C14 C15 C16 C11 -2.10(18) . . . . ? N15 C15 C16 C11 -179.94(11) . . . . ? C14 C15 N15 O152 174.29(12) . . . . ? C16 C15 N15 O152 -7.80(17) . . . . ? C14 C15 N15 O151 -6.38(17) . . . . ? C16 C15 N15 O151 171.53(12) . . . . ? C11 C12 O12 C121 77.31(14) . . . . ? C13 C12 O12 C121 -106.94(12) . . . . ? C12 O12 C121 C122 78.15(14) . . . . ? O12 C121 C122 C123 119.79(14) . . . . ? C14 C13 C2 C21 119.94(12) . . . . ? C12 C13 C2 C21 -59.92(15) . . . . ? C13 C2 C21 C26 104.57(13) . . . . ? C13 C2 C21 C22 -69.99(14) . . . . ? C26 C21 C22 O22 -179.21(10) . . . . ? C2 C21 C22 O22 -4.56(16) . . . . ? C26 C21 C22 C23 -3.84(17) . . . . ? C2 C21 C22 C23 170.81(10) . . . . ? O22 C22 C23 C24 178.29(10) . . . . ? C21 C22 C23 C24 2.96(17) . . . . ? O22 C22 C23 C3 4.36(17) . . . . ? C21 C22 C23 C3 -170.97(11) . . . . ? C22 C23 C24 C25 -0.38(17) . . . . ? C3 C23 C24 C25 173.70(11) . . . . ? C23 C24 C25 C26 -1.22(17) . . . . ? C23 C24 C25 C27 -175.69(11) . . . . ? C22 C21 C26 C25 2.18(17) . . . . ? C2 C21 C26 C25 -172.46(11) . . . . ? C24 C25 C26 C21 0.30(17) . . . . ? C27 C25 C26 C21 174.75(11) . . . . ? C26 C25 C27 C271 8.0(2) . . . . ? C24 C25 C27 C271 -177.77(18) . . . . ? C26 C25 C27 C276 -178.71(19) . . . . ? C24 C25 C27 C276 -4.5(2) . . . . ? C26 C25 C27 C273 -118.44(18) . . . . ? C24 C25 C27 C273 55.80(19) . . . . ? C26 C25 C27 C275 54.9(2) . . . . ? C24 C25 C27 C275 -130.8(2) . . . . ? C26 C25 C27 C272 129.81(15) . . . . ? C24 C25 C27 C272 -55.95(17) . . . . ? C26 C25 C27 C274 -56.6(2) . . . . ? C24 C25 C27 C274 117.66(18) . . . . ? C21 C22 O22 C221 -97.26(12) . . . . ? C23 C22 O22 C221 87.32(13) . . . . ? C22 O22 C221 C222 -174.06(11) . . . . ? O22 C221 C222 C223 178.75(13) . . . . ? C24 C23 C3 C31 -54.24(15) . . . . ? C22 C23 C3 C31 119.63(12) . . . . ? C23 C3 C31 C36 103.49(13) . . . . ? C23 C3 C31 C32 -69.85(14) . . . . ? C36 C31 C32 O32 -176.09(10) . . . . ? C3 C31 C32 O32 -2.58(17) . . . . ? C36 C31 C32 C33 -0.84(17) . . . . ? C3 C31 C32 C33 172.67(11) . . . . ? O32 C32 C33 C34 176.29(10) . . . . ? C31 C32 C33 C34 1.01(17) . . . . ? O32 C32 C33 C4 -0.19(16) . . . . ? C31 C32 C33 C4 -175.46(11) . . . . ? C32 C33 C34 C35 -0.76(17) . . . . ? C4 C33 C34 C35 175.67(11) . . . . ? C33 C34 C35 C36 0.38(18) . . . . ? C33 C34 C35 N35 -178.22(10) . . . . ? C32 C31 C36 C35 0.43(17) . . . . ? C3 C31 C36 C35 -172.99(11) . . . . ? C34 C35 C36 C31 -0.21(18) . . . . ? N35 C35 C36 C31 178.39(10) . . . . ? C34 C35 N35 O351 174.40(11) . . . . ? C36 C35 N35 O351 -4.26(17) . . . . ? C34 C35 N35 O352 -5.38(17) . . . . ? C36 C35 N35 O352 175.97(11) . . . . ? C33 C32 O32 C321 96.42(13) . . . . ? C31 C32 O32 C321 -88.18(13) . . . . ? C32 O32 C321 C322 176.95(11) . . . . ? O32 C321 C322 C323 149.31(16) . . . . ? C34 C33 C4 C41 -101.56(13) . . . . ? C32 C33 C4 C41 74.81(14) . . . . ? C33 C4 C41 C42 -112.73(13) . . . . ? C33 C4 C41 C46 66.14(14) . . . . ? C46 C41 C42 O42 175.07(10) . . . . ? C4 C41 C42 O42 -6.05(17) . . . . ? C46 C41 C42 C43 -5.30(17) . . . . ? C4 C41 C42 C43 173.58(10) . . . . ? O42 C42 C43 C44 -175.16(10) . . . . ? C41 C42 C43 C44 5.20(17) . . . . ? O42 C42 C43 C1 4.14(16) . . . . ? C41 C42 C43 C1 -175.49(10) . . . . ? C11 C1 C43 C44 -121.81(12) . . . . ? C11 C1 C43 C42 58.90(15) . . . . ? C42 C43 C44 C45 -0.74(17) . . . . ? C1 C43 C44 C45 179.96(11) . . . . ? C43 C44 C45 C46 -3.38(18) . . . . ? C43 C44 C45 C47 172.82(11) . . . . ? C44 C45 C46 C41 3.28(18) . . . . ? C47 C45 C46 C41 -172.94(11) . . . . ? C42 C41 C46 C45 0.95(18) . . . . ? C4 C41 C46 C45 -177.95(11) . . . . ? C46 C45 C47 C472 -165.7(3) . . . . ? C44 C45 C47 C472 18.3(3) . . . . ? C46 C45 C47 C476 -19.2(4) . . . . ? C44 C45 C47 C476 164.8(3) . . . . ? C46 C45 C47 C473 -42.7(2) . . . . ? C44 C45 C47 C473 141.3(2) . . . . ? C46 C45 C47 C475 111.2(3) . . . . ? C44 C45 C47 C475 -64.8(3) . . . . ? C46 C45 C47 C474 -139.6(3) . . . . ? C44 C45 C47 C474 44.4(3) . . . . ? C46 C45 C47 C471 69.0(2) . . . . ? C44 C45 C47 C471 -107.1(2) . . . . ? C41 C42 O42 C424 -62.4(4) . . . . ? C43 C42 O42 C424 118.0(4) . . . . ? C41 C42 O42 C421 -88.58(18) . . . . ? C43 C42 O42 C421 91.79(18) . . . . ? C42 O42 C421 C422 172.5(2) . . . . ? C424 O42 C421 C422 47.4(5) . . . . ? O42 C421 C422 C423 177.53(17) . . . . ? C42 O42 C424 C425 -117.8(4) . . . . ? C421 O42 C424 C425 -51.3(6) . . . . ? O42 C424 C425 C423 -177.4(3) . . . . ? C424 C425 C423 C422 47.9(5) . . . . ? C421 C422 C423 C425 -48.8(4) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.84 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.373 _refine_diff_density_min -0.377 _refine_diff_density_rms 0.040