# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Chunju Li' _publ_contact_author_email cjli@shu.edu.cn _publ_section_title ; Novel Neutral Guest Recognition and Interpenetrated Complex Formation from Pillar[5]arenes ; _publ_author_name 'Chunju Li' # Attachment '- EtP5A-BImBu.cif' data_110516a_0m _database_code_depnum_ccdc_archive 'CCDC 831701' #TrackingRef '- EtP5A-BImBu.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C65 H84 N4 O10' _chemical_formula_weight 1081.36 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.215(2) _cell_length_b 22.647(4) _cell_length_c 20.966(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.064(3) _cell_angle_gamma 90.00 _cell_volume 6178(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2480 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 19.29 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.163 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2328 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9770 _exptl_absorpt_correction_T_max 0.9846 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 31752 _diffrn_reflns_av_R_equivalents 0.0650 _diffrn_reflns_av_sigmaI/netI 0.0841 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.05 _reflns_number_total 10924 _reflns_number_gt 4871 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1323P)^2^+1.1657P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0023(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 10924 _refine_ls_number_parameters 699 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1790 _refine_ls_R_factor_gt 0.0866 _refine_ls_wR_factor_ref 0.2895 _refine_ls_wR_factor_gt 0.2308 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 3.498 _refine_ls_shift/su_mean 0.208 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 N3 N 0.7900(5) 0.1018(5) 0.2551(4) 0.53(3) Uani 1 1 d GD . . C63 C 0.7341(6) 0.0498(4) 0.2340(4) 0.55(3) Uani 1 1 d G . . H63 H 0.6691 0.0401 0.2418 0.657 Uiso 1 1 calc R . . C64 C 0.7951(7) 0.0152(5) 0.1987(5) 0.54(4) Uani 1 1 d G . . H64 H 0.7770 -0.0211 0.1794 0.651 Uiso 1 1 calc R . . N4 N 0.8887(6) 0.0459(6) 0.1981(4) 0.377(11) Uani 1 1 d G . . C65 C 0.8855(5) 0.0994(6) 0.2330(5) 0.292(10) Uani 1 1 d G . . H65 H 0.9370 0.1279 0.2401 0.351 Uiso 1 1 calc R . . N2 N 0.3585(5) 0.1826(3) 0.26987(19) 0.248(6) Uani 1 1 d GD . . C58 C 0.2681(6) 0.1522(3) 0.2790(4) 0.313(11) Uani 1 1 d G . . H58 H 0.2600 0.1115 0.2802 0.375 Uiso 1 1 calc R . . N1 N 0.1921(6) 0.1950(4) 0.2858(3) 0.275(6) Uani 1 1 d G . . C56 C 0.2355(7) 0.2518(4) 0.2809(3) 0.285(10) Uani 1 1 d G . . H56 H 0.2025 0.2878 0.2836 0.342 Uiso 1 1 calc R . . C57 C 0.3384(6) 0.2442(3) 0.2711(4) 0.399(19) Uani 1 1 d G . . H57 H 0.3845 0.2742 0.2662 0.479 Uiso 1 1 calc R . . O1 O 0.4407(2) 0.17958(13) 0.47252(16) 0.0691(9) Uani 1 1 d . . . O6 O 0.3710(2) 0.29799(12) 0.10488(15) 0.0661(9) Uani 1 1 d . . . O5 O 0.6014(2) 0.10926(12) 0.04408(16) 0.0687(9) Uani 1 1 d . . . O10 O 0.6709(2) 0.00206(14) 0.41781(18) 0.0813(10) Uani 1 1 d . . . O3 O 0.5191(3) 0.35194(15) 0.34085(16) 0.0805(10) Uani 1 1 d . . . C27 C 0.5458(3) 0.15757(17) 0.0586(2) 0.0525(11) Uani 1 1 d . . . O2 O 0.8276(2) 0.20279(13) 0.41162(16) 0.0703(9) Uani 1 1 d . . . O7 O 0.2217(2) 0.09484(14) 0.09440(17) 0.0777(10) Uani 1 1 d . . . C23 C 0.5314(3) 0.25856(17) 0.09410(19) 0.0516(11) Uani 1 1 d . . . O8 O 0.5321(2) -0.06049(14) 0.19205(15) 0.0769(10) Uani 1 1 d . . . C4 C 0.6703(3) 0.24573(17) 0.42233(19) 0.0467(10) Uani 1 1 d . . . C1 C 0.5989(3) 0.13739(17) 0.4636(2) 0.0502(10) Uani 1 1 d . . . C6 C 0.5370(3) 0.18713(18) 0.4577(2) 0.0505(10) Uani 1 1 d . . . C12 C 0.6756(3) 0.31093(16) 0.3265(2) 0.0491(10) Uani 1 1 d . . . O4 O 0.7771(2) 0.27942(17) 0.17653(17) 0.0882(11) Uani 1 1 d . . . C17 C 0.5813(3) 0.33412(17) 0.2983(2) 0.0551(11) Uani 1 1 d . . . C5 C 0.5727(3) 0.24052(17) 0.43782(19) 0.0502(10) Uani 1 1 d . . . H5 H 0.5304 0.2736 0.4348 0.060 Uiso 1 1 calc R . . C14 C 0.7131(3) 0.29631(19) 0.2186(2) 0.0587(12) Uani 1 1 d . . . C37 C 0.3712(3) -0.01871(17) 0.1985(2) 0.0510(11) Uani 1 1 d . . . C48 C 0.5105(3) 0.04165(17) 0.4282(2) 0.0508(11) Uani 1 1 d . . . C25 C 0.3818(3) 0.19675(17) 0.0670(2) 0.0525(11) Uani 1 1 d . . . H25 H 0.3109 0.1922 0.0627 0.063 Uiso 1 1 calc R . . C28 C 0.5903(3) 0.21178(18) 0.0785(2) 0.0557(11) Uani 1 1 d . . . H28 H 0.6608 0.2167 0.0814 0.067 Uiso 1 1 calc R . . C3 C 0.7313(3) 0.19596(18) 0.4279(2) 0.0518(11) Uani 1 1 d . . . C39 C 0.2978(3) 0.05587(17) 0.1206(2) 0.0517(11) Uani 1 1 d . . . C26 C 0.4400(3) 0.14991(16) 0.05244(19) 0.0473(10) Uani 1 1 d . . . O9 O 0.2531(2) 0.01364(15) 0.33205(17) 0.0826(10) Uani 1 1 d . . . C13 C 0.7411(3) 0.29255(18) 0.2855(2) 0.0575(11) Uani 1 1 d . . . H13 H 0.8052 0.2773 0.3031 0.069 Uiso 1 1 calc R . . C35 C 0.4589(3) 0.01312(17) 0.1138(2) 0.0526(11) Uani 1 1 d . . . H35 H 0.5164 0.0105 0.0939 0.063 Uiso 1 1 calc R . . C34 C 0.3815(3) 0.05253(16) 0.0897(2) 0.0486(10) Uani 1 1 d . . . C24 C 0.4257(3) 0.25059(17) 0.0881(2) 0.0533(11) Uani 1 1 d . . . C45 C 0.4144(3) -0.02330(17) 0.3202(2) 0.0534(11) Uani 1 1 d . . . C50 C 0.3573(3) 0.01200(18) 0.3544(2) 0.0555(11) Uani 1 1 d . . . C2 C 0.6959(3) 0.14308(17) 0.4481(2) 0.0515(11) Uani 1 1 d . . . H2 H 0.7386 0.1102 0.4515 0.062 Uiso 1 1 calc R . . C49 C 0.4056(3) 0.04407(18) 0.4075(2) 0.0576(12) Uani 1 1 d . . . H49 H 0.3661 0.0678 0.4298 0.069 Uiso 1 1 calc R . . C36 C 0.4530(3) -0.02227(18) 0.1666(2) 0.0566(11) Uani 1 1 d . . . C38 C 0.2921(3) 0.02117(18) 0.1749(2) 0.0586(12) Uani 1 1 d . . . H38 H 0.2356 0.0245 0.1956 0.070 Uiso 1 1 calc R . . C11 C 0.7060(3) 0.30410(17) 0.3990(2) 0.0555(11) Uani 1 1 d . . . H11A H 0.7802 0.3067 0.4108 0.067 Uiso 1 1 calc R . . H11B H 0.6764 0.3361 0.4203 0.067 Uiso 1 1 calc R . . C16 C 0.5525(3) 0.33666(18) 0.2320(2) 0.0578(11) Uani 1 1 d . . . H16 H 0.4883 0.3518 0.2145 0.069 Uiso 1 1 calc R . . C31 C 0.2636(3) 0.2909(2) 0.1051(2) 0.0650(13) Uani 1 1 d . . . H31A H 0.2523 0.2587 0.1335 0.078 Uiso 1 1 calc R . . H31B H 0.2274 0.2822 0.0618 0.078 Uiso 1 1 calc R . . C47 C 0.5660(3) 0.00440(18) 0.3948(2) 0.0574(11) Uani 1 1 d . . . C15 C 0.6165(3) 0.31722(17) 0.1909(2) 0.0519(11) Uani 1 1 d . . . C22 C 0.5823(3) 0.31700(18) 0.1183(2) 0.0613(12) Uani 1 1 d . . . H22A H 0.5340 0.3490 0.1061 0.074 Uiso 1 1 calc R . . H22B H 0.6413 0.3238 0.0975 0.074 Uiso 1 1 calc R . . C46 C 0.5182(3) -0.02692(18) 0.3417(2) 0.0581(12) Uani 1 1 d . . . H46 H 0.5575 -0.0512 0.3199 0.070 Uiso 1 1 calc R . . C33 C 0.3909(3) 0.09136(17) 0.03159(19) 0.0535(11) Uani 1 1 d . . . H33A H 0.3231 0.0981 0.0063 0.064 Uiso 1 1 calc R . . H33B H 0.4318 0.0711 0.0042 0.064 Uiso 1 1 calc R . . C44 C 0.3647(3) -0.05487(18) 0.2584(2) 0.0612(12) Uani 1 1 d . . . H44A H 0.3988 -0.0925 0.2556 0.073 Uiso 1 1 calc R . . H44B H 0.2932 -0.0627 0.2603 0.073 Uiso 1 1 calc R . . C55 C 0.5617(3) 0.07862(17) 0.4849(2) 0.0546(11) Uani 1 1 d . . . H55A H 0.6196 0.0570 0.5087 0.065 Uiso 1 1 calc R . . H55B H 0.5133 0.0855 0.5139 0.065 Uiso 1 1 calc R . . C29 C 0.7086(4) 0.1147(2) 0.0475(3) 0.0863(16) Uani 1 1 d . . . H29A H 0.7412 0.1242 0.0914 0.104 Uiso 1 1 calc R . . H29B H 0.7236 0.1461 0.0191 0.104 Uiso 1 1 calc R . . C7 C 0.3712(3) 0.2272(2) 0.4625(3) 0.0759(15) Uani 1 1 d . . . H7A H 0.3647 0.2414 0.4183 0.091 Uiso 1 1 calc R . . H7B H 0.3959 0.2594 0.4916 0.091 Uiso 1 1 calc R . . C32 C 0.2258(4) 0.3476(2) 0.1288(3) 0.0957(18) Uani 1 1 d . . . H32A H 0.2607 0.3551 0.1722 0.144 Uiso 1 1 calc R . . H32B H 0.1532 0.3449 0.1284 0.144 Uiso 1 1 calc R . . H32C H 0.2393 0.3793 0.1010 0.144 Uiso 1 1 calc R . . C40 C 0.1246(4) 0.0918(3) 0.1127(4) 0.113(2) Uani 1 1 d . . . H40A H 0.1298 0.1025 0.1580 0.135 Uiso 1 1 calc R . . H40B H 0.0977 0.0520 0.1069 0.135 Uiso 1 1 calc R . . C9 C 0.9031(3) 0.1583(2) 0.4323(3) 0.0866(17) Uani 1 1 d . . . H9A H 0.8841 0.1218 0.4090 0.104 Uiso 1 1 calc R . . H9B H 0.9076 0.1508 0.4783 0.104 Uiso 1 1 calc R . . C10 C 1.0026(4) 0.1796(3) 0.4189(4) 0.128(3) Uani 1 1 d . . . H10A H 0.9985 0.1847 0.3731 0.192 Uiso 1 1 calc R . . H10B H 1.0552 0.1512 0.4345 0.192 Uiso 1 1 calc R . . H10C H 1.0191 0.2166 0.4405 0.192 Uiso 1 1 calc R . . C54 C 0.8393(4) -0.0312(3) 0.4243(5) 0.156(3) Uani 1 1 d . . . H54A H 0.8570 0.0099 0.4243 0.234 Uiso 1 1 calc R . . H54B H 0.8829 -0.0531 0.4007 0.234 Uiso 1 1 calc R . . H54C H 0.8483 -0.0454 0.4680 0.234 Uiso 1 1 calc R . . C8 C 0.2694(4) 0.2060(3) 0.4752(3) 0.109(2) Uani 1 1 d . . . H8A H 0.2424 0.1770 0.4434 0.164 Uiso 1 1 calc R . . H8B H 0.2226 0.2387 0.4728 0.164 Uiso 1 1 calc R . . H8C H 0.2778 0.1887 0.5176 0.164 Uiso 1 1 calc R . . C30 C 0.7484(4) 0.0576(3) 0.0273(4) 0.116(2) Uani 1 1 d . . . H30A H 0.7323 0.0267 0.0553 0.175 Uiso 1 1 calc R . . H30B H 0.8216 0.0601 0.0302 0.175 Uiso 1 1 calc R . . H30C H 0.7170 0.0490 -0.0165 0.175 Uiso 1 1 calc R . . C53 C 0.7314(4) -0.0389(3) 0.3932(4) 0.109(2) Uani 1 1 d . . . H53A H 0.7250 -0.0337 0.3467 0.131 Uiso 1 1 calc R . . H53B H 0.7087 -0.0785 0.4012 0.131 Uiso 1 1 calc R . . C42 C 0.5683(6) -0.0984(3) 0.1479(3) 0.114(2) Uani 1 1 d . . . H42A H 0.6310 -0.1174 0.1692 0.137 Uiso 1 1 calc R . . H42B H 0.5846 -0.0754 0.1121 0.137 Uiso 1 1 calc R . . C18 C 0.4362(5) 0.3885(3) 0.3216(3) 0.115(2) Uani 1 1 d . . . H18A H 0.3884 0.3701 0.2869 0.139 Uiso 1 1 calc R . . H18B H 0.4590 0.4256 0.3058 0.139 Uiso 1 1 calc R . . C19 C 0.3849(6) 0.3993(4) 0.3787(3) 0.156(3) Uani 1 1 d . . . H19A H 0.3658 0.3623 0.3954 0.234 Uiso 1 1 calc R . . H19B H 0.3245 0.4230 0.3656 0.234 Uiso 1 1 calc R . . H19C H 0.4314 0.4197 0.4117 0.234 Uiso 1 1 calc R . . C51 C 0.1879(4) 0.0300(3) 0.3760(4) 0.121(2) Uani 1 1 d . . . H51A H 0.2129 0.0128 0.4181 0.145 Uiso 1 1 calc R . . H51B H 0.1876 0.0726 0.3806 0.145 Uiso 1 1 calc R . . C43 C 0.4928(7) -0.1437(3) 0.1229(3) 0.152(3) Uani 1 1 d . . . H43A H 0.4765 -0.1666 0.1583 0.227 Uiso 1 1 calc R . . H43B H 0.5208 -0.1690 0.0936 0.227 Uiso 1 1 calc R . . H43C H 0.4315 -0.1251 0.1004 0.227 Uiso 1 1 calc R . . C20 C 0.8845(4) 0.2788(4) 0.2004(3) 0.129(3) Uani 1 1 d . . . H20A H 0.9012 0.2460 0.2302 0.155 Uiso 1 1 calc R . . H20B H 0.9045 0.3151 0.2237 0.155 Uiso 1 1 calc R . . C60 C 0.5174(15) 0.1494(10) 0.2745(8) 0.321(13) Uani 1 1 d D . . H60A H 0.4990 0.1195 0.3036 0.385 Uiso 1 1 calc R . . H60B H 0.5393 0.1847 0.2993 0.385 Uiso 1 1 calc R . . C59 C 0.4255(16) 0.163(2) 0.2204(7) 0.77(5) Uani 1 1 d D . . H59A H 0.3991 0.1286 0.1956 0.920 Uiso 1 1 calc R . . H59B H 0.4392 0.1947 0.1918 0.920 Uiso 1 1 calc R . . C21 C 0.9401(5) 0.2728(5) 0.1473(4) 0.180(4) Uani 1 1 d . . . H21A H 0.9295 0.2339 0.1292 0.270 Uiso 1 1 calc R . . H21B H 1.0121 0.2789 0.1628 0.270 Uiso 1 1 calc R . . H21C H 0.9156 0.3016 0.1147 0.270 Uiso 1 1 calc R . . C41 C 0.0552(4) 0.1334(3) 0.0716(4) 0.148(3) Uani 1 1 d . . . H41A H 0.0830 0.1726 0.0771 0.222 Uiso 1 1 calc R . . H41B H -0.0113 0.1326 0.0840 0.222 Uiso 1 1 calc R . . H41C H 0.0491 0.1220 0.0270 0.222 Uiso 1 1 calc R . . C52 C 0.0855(5) 0.0093(4) 0.3519(5) 0.210(5) Uani 1 1 d . . . H52A H 0.0564 0.0318 0.3143 0.315 Uiso 1 1 calc R . . H52B H 0.0439 0.0141 0.3848 0.315 Uiso 1 1 calc R . . H52C H 0.0878 -0.0316 0.3405 0.315 Uiso 1 1 calc R . . C61 C 0.6033(6) 0.1267(7) 0.2396(8) 0.300(12) Uani 1 1 d D . . H61A H 0.6289 0.1593 0.2169 0.360 Uiso 1 1 calc R . . H61B H 0.5751 0.0975 0.2077 0.360 Uiso 1 1 calc R . . C62 C 0.6932(9) 0.0992(10) 0.2868(6) 0.62(3) Uani 1 1 d D . . H62A H 0.6775 0.0585 0.2958 0.741 Uiso 1 1 calc R . . H62B H 0.7047 0.1209 0.3273 0.741 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 N3 0.39(3) 0.87(7) 0.33(3) 0.26(3) 0.08(2) -0.23(3) C63 0.53(4) 0.94(8) 0.117(16) 0.18(3) -0.09(2) -0.36(4) C64 0.67(6) 0.66(6) 0.25(3) 0.19(3) -0.08(3) -0.40(5) N4 0.41(2) 0.42(3) 0.236(16) 0.029(16) -0.105(14) -0.12(2) C65 0.37(2) 0.313(19) 0.169(14) 0.033(12) -0.015(14) -0.191(18) N2 0.422(17) 0.158(8) 0.133(8) 0.011(7) -0.036(10) -0.133(10) C58 0.52(3) 0.220(15) 0.211(15) -0.084(12) 0.112(18) -0.149(18) N1 0.475(18) 0.225(13) 0.130(8) 0.000(9) 0.067(10) -0.061(14) C56 0.59(3) 0.133(10) 0.118(9) 0.018(8) 0.025(13) -0.057(14) C57 0.71(5) 0.24(2) 0.177(16) 0.037(15) -0.12(2) -0.19(2) O1 0.0565(19) 0.064(2) 0.092(3) 0.0072(18) 0.0266(18) -0.0010(15) O6 0.070(2) 0.0475(17) 0.080(2) -0.0114(16) 0.0108(17) 0.0047(14) O5 0.064(2) 0.0562(19) 0.089(3) -0.0102(17) 0.0210(18) 0.0031(15) O10 0.066(2) 0.074(2) 0.100(3) -0.018(2) 0.0053(19) 0.0105(17) O3 0.092(2) 0.092(2) 0.060(2) 0.0093(19) 0.0185(19) 0.043(2) C27 0.072(3) 0.043(2) 0.046(3) -0.001(2) 0.018(2) -0.002(2) O2 0.0542(19) 0.069(2) 0.092(3) 0.0146(18) 0.0227(17) 0.0031(16) O7 0.061(2) 0.075(2) 0.098(3) 0.0254(19) 0.0169(19) 0.0132(16) C23 0.067(3) 0.048(2) 0.040(3) 0.005(2) 0.010(2) -0.008(2) O8 0.094(2) 0.074(2) 0.063(2) 0.0123(18) 0.0153(19) 0.0343(18) C4 0.049(2) 0.049(2) 0.040(2) 0.0008(19) 0.0034(19) -0.0049(19) C1 0.057(3) 0.047(2) 0.046(3) -0.001(2) 0.009(2) -0.006(2) C6 0.048(2) 0.055(3) 0.049(3) 0.000(2) 0.011(2) -0.003(2) C12 0.055(3) 0.041(2) 0.052(3) 0.002(2) 0.008(2) -0.0078(19) O4 0.063(2) 0.133(3) 0.071(2) -0.017(2) 0.0193(19) -0.004(2) C17 0.072(3) 0.045(2) 0.048(3) 0.006(2) 0.010(2) 0.004(2) C5 0.058(3) 0.042(2) 0.051(3) 0.004(2) 0.010(2) 0.0032(19) C14 0.062(3) 0.060(3) 0.057(3) -0.006(2) 0.019(3) -0.016(2) C37 0.067(3) 0.039(2) 0.047(3) -0.002(2) 0.009(2) -0.009(2) C48 0.062(3) 0.043(2) 0.049(3) 0.013(2) 0.014(2) -0.004(2) C25 0.057(3) 0.050(3) 0.047(3) 0.000(2) 0.000(2) -0.004(2) C28 0.059(3) 0.055(3) 0.054(3) 0.000(2) 0.015(2) -0.005(2) C3 0.048(2) 0.053(3) 0.055(3) 0.002(2) 0.009(2) -0.003(2) C39 0.057(3) 0.042(2) 0.053(3) 0.003(2) 0.004(2) 0.000(2) C26 0.057(3) 0.041(2) 0.044(2) 0.0019(19) 0.009(2) -0.0012(19) O9 0.062(2) 0.101(3) 0.086(3) -0.017(2) 0.0151(19) -0.0076(18) C13 0.052(3) 0.059(3) 0.060(3) 0.001(2) 0.004(2) -0.008(2) C35 0.062(3) 0.048(2) 0.049(3) 0.000(2) 0.014(2) 0.007(2) C34 0.059(3) 0.039(2) 0.048(3) -0.005(2) 0.009(2) -0.0029(19) C24 0.069(3) 0.044(2) 0.045(3) 0.001(2) 0.004(2) -0.002(2) C45 0.067(3) 0.044(2) 0.050(3) 0.005(2) 0.011(2) -0.008(2) C50 0.055(3) 0.054(3) 0.059(3) 0.007(2) 0.014(2) -0.008(2) C2 0.057(3) 0.042(2) 0.056(3) 0.000(2) 0.009(2) 0.0032(19) C49 0.067(3) 0.050(3) 0.060(3) 0.000(2) 0.023(2) -0.006(2) C36 0.072(3) 0.047(2) 0.051(3) 0.000(2) 0.011(2) 0.011(2) C38 0.060(3) 0.049(3) 0.069(3) -0.002(2) 0.018(2) -0.005(2) C11 0.064(3) 0.049(2) 0.052(3) -0.001(2) 0.006(2) -0.007(2) C16 0.067(3) 0.050(3) 0.056(3) 0.006(2) 0.009(2) 0.008(2) C31 0.071(3) 0.064(3) 0.060(3) -0.003(2) 0.011(3) 0.009(2) C47 0.060(3) 0.050(3) 0.064(3) 0.007(2) 0.013(3) 0.001(2) C15 0.063(3) 0.039(2) 0.052(3) 0.000(2) 0.007(2) -0.012(2) C22 0.076(3) 0.052(3) 0.054(3) 0.004(2) 0.006(2) -0.013(2) C46 0.069(3) 0.046(2) 0.060(3) 0.002(2) 0.016(3) 0.001(2) C33 0.064(3) 0.049(2) 0.046(3) 0.000(2) 0.004(2) -0.003(2) C44 0.079(3) 0.047(3) 0.057(3) 0.005(2) 0.013(2) -0.009(2) C55 0.061(3) 0.054(3) 0.049(3) 0.009(2) 0.011(2) -0.003(2) C29 0.065(3) 0.089(4) 0.106(5) -0.023(3) 0.020(3) 0.004(3) C7 0.062(3) 0.077(3) 0.093(4) -0.005(3) 0.028(3) 0.005(3) C32 0.101(4) 0.090(4) 0.093(4) -0.024(3) 0.011(3) 0.029(3) C40 0.071(4) 0.114(5) 0.157(7) 0.046(5) 0.031(4) 0.027(3) C9 0.061(3) 0.084(4) 0.118(5) 0.006(3) 0.024(3) 0.004(3) C10 0.068(4) 0.121(5) 0.199(8) -0.010(5) 0.034(4) 0.000(3) C54 0.079(4) 0.113(5) 0.270(11) -0.053(6) 0.014(5) 0.022(4) C8 0.066(4) 0.116(5) 0.157(6) -0.020(4) 0.050(4) -0.003(3) C30 0.079(4) 0.101(5) 0.171(7) -0.049(5) 0.027(4) 0.009(3) C53 0.078(4) 0.081(4) 0.167(7) -0.018(4) 0.018(4) 0.015(3) C42 0.158(6) 0.102(5) 0.093(5) 0.028(4) 0.049(5) 0.078(5) C18 0.139(5) 0.123(5) 0.088(5) 0.017(4) 0.029(4) 0.074(4) C19 0.182(7) 0.189(8) 0.103(6) 0.012(5) 0.043(5) 0.124(6) C51 0.073(4) 0.142(6) 0.153(7) -0.060(5) 0.032(4) -0.010(4) C43 0.227(9) 0.118(6) 0.095(5) -0.038(5) -0.012(6) 0.070(6) C20 0.085(4) 0.222(8) 0.087(5) 0.002(5) 0.037(4) 0.031(5) C60 0.58(4) 0.206(15) 0.188(19) -0.013(14) 0.09(2) 0.06(2) C59 1.46(12) 0.56(7) 0.44(7) -0.04(6) 0.58(8) 0.03(7) C21 0.102(5) 0.313(12) 0.135(7) 0.006(8) 0.050(5) 0.025(6) C41 0.080(4) 0.172(7) 0.188(8) 0.049(6) 0.015(5) 0.042(4) C52 0.075(5) 0.280(12) 0.280(13) -0.116(10) 0.045(6) -0.028(6) C61 0.47(3) 0.22(2) 0.193(16) -0.041(15) -0.001(19) -0.15(2) C62 0.85(8) 0.28(3) 0.58(5) 0.17(3) -0.26(5) -0.24(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 N3 C63 1.4200 . ? N3 C65 1.4200 . ? N3 C62 1.542(3) . ? C63 C64 1.4200 . ? C63 H63 0.9300 . ? C64 N4 1.4200 . ? C64 H64 0.9300 . ? N4 C65 1.4200 . ? C65 H65 0.9300 . ? N2 C58 1.4200 . ? N2 C57 1.4200 . ? N2 C59 1.542(2) . ? C58 N1 1.4200 . ? C58 H58 0.9300 . ? N1 C56 1.4200 . ? C56 C57 1.4200 . ? C56 H56 0.9300 . ? C57 H57 0.9300 . ? O1 C6 1.373(4) . ? O1 C7 1.408(5) . ? O6 C24 1.374(5) . ? O6 C31 1.429(5) . ? O5 C27 1.381(5) . ? O5 C29 1.412(5) . ? O10 C47 1.387(5) . ? O10 C53 1.383(6) . ? O3 C18 1.376(5) . ? O3 C17 1.376(5) . ? C27 C28 1.393(5) . ? C27 C26 1.392(5) . ? O2 C3 1.383(4) . ? O2 C9 1.430(5) . ? O7 C39 1.378(5) . ? O7 C40 1.405(5) . ? C23 C24 1.392(5) . ? C23 C28 1.387(5) . ? C23 C22 1.530(5) . ? O8 C36 1.390(5) . ? O8 C42 1.405(6) . ? C4 C5 1.389(5) . ? C4 C3 1.379(5) . ? C4 C11 1.514(5) . ? C1 C2 1.382(5) . ? C1 C6 1.384(5) . ? C1 C55 1.513(5) . ? C6 C5 1.388(5) . ? C12 C13 1.386(6) . ? C12 C17 1.386(5) . ? C12 C11 1.510(6) . ? O4 C14 1.379(5) . ? O4 C20 1.420(6) . ? C17 C16 1.376(6) . ? C5 H5 0.9300 . ? C14 C13 1.388(6) . ? C14 C15 1.391(6) . ? C37 C36 1.370(5) . ? C37 C38 1.404(5) . ? C37 C44 1.516(6) . ? C48 C47 1.385(6) . ? C48 C49 1.380(5) . ? C48 C55 1.513(6) . ? C25 C26 1.376(5) . ? C25 C24 1.389(5) . ? C25 H25 0.9300 . ? C28 H28 0.9300 . ? C3 C2 1.379(5) . ? C39 C38 1.397(6) . ? C39 C34 1.377(5) . ? C26 C33 1.507(5) . ? O9 C50 1.375(5) . ? O9 C51 1.416(6) . ? C13 H13 0.9300 . ? C35 C36 1.379(6) . ? C35 C34 1.385(5) . ? C35 H35 0.9300 . ? C34 C33 1.525(5) . ? C45 C46 1.370(5) . ? C45 C50 1.382(6) . ? C45 C44 1.524(6) . ? C50 C49 1.388(6) . ? C2 H2 0.9300 . ? C49 H49 0.9300 . ? C38 H38 0.9300 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C16 C15 1.381(6) . ? C16 H16 0.9300 . ? C31 C32 1.494(6) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C47 C46 1.377(6) . ? C15 C22 1.510(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C46 H46 0.9300 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C29 C30 1.485(6) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C7 C8 1.496(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C40 C41 1.481(8) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C9 C10 1.474(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C54 C53 1.470(7) . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C53 H53A 0.9700 . ? C53 H53B 0.9700 . ? C42 C43 1.462(9) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C18 C19 1.496(8) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9601 . ? C19 H19B 0.9601 . ? C19 H19C 0.9601 . ? C51 C52 1.437(8) . ? C51 H51A 0.9700 . ? C51 H51B 0.9700 . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? C20 C21 1.443(8) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C60 C59 1.541(3) . ? C60 C61 1.543(2) . ? C60 H60A 0.9700 . ? C60 H60B 0.9700 . ? C59 H59A 0.9700 . ? C59 H59B 0.9700 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? C61 C62 1.539(3) . ? C61 H61A 0.9700 . ? C61 H61B 0.9700 . ? C62 H62A 0.9700 . ? C62 H62B 0.9700 . ? 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 C63 N3 C65 108.0 . . ? C63 N3 C62 71.2(10) . . ? C65 N3 C62 172.3(5) . . ? N3 C63 C64 108.0 . . ? N3 C63 H63 126.0 . . ? C64 C63 H63 126.0 . . ? C63 C64 N4 108.0 . . ? C63 C64 H64 126.0 . . ? N4 C64 H64 126.0 . . ? C65 N4 C64 108.0 . . ? N4 C65 N3 108.0 . . ? N4 C65 H65 126.0 . . ? N3 C65 H65 126.0 . . ? C58 N2 C57 108.0 . . ? C58 N2 C59 123.2(16) . . ? C57 N2 C59 115.1(17) . . ? N1 C58 N2 108.0 . . ? N1 C58 H58 126.0 . . ? N2 C58 H58 126.0 . . ? C56 N1 C58 108.0 . . ? N1 C56 C57 108.0 . . ? N1 C56 H56 126.0 . . ? C57 C56 H56 126.0 . . ? C56 C57 N2 108.0 . . ? C56 C57 H57 126.0 . . ? N2 C57 H57 126.0 . . ? C6 O1 C7 118.5(3) . . ? C24 O6 C31 118.7(3) . . ? C27 O5 C29 119.2(3) . . ? C47 O10 C53 120.3(4) . . ? C18 O3 C17 121.4(4) . . ? O5 C27 C28 123.4(4) . . ? O5 C27 C26 116.4(3) . . ? C28 C27 C26 120.1(4) . . ? C3 O2 C9 118.0(3) . . ? C39 O7 C40 119.9(4) . . ? C24 C23 C28 118.4(4) . . ? C24 C23 C22 121.2(4) . . ? C28 C23 C22 120.4(4) . . ? C36 O8 C42 116.5(4) . . ? C5 C4 C3 117.6(4) . . ? C5 C4 C11 120.3(4) . . ? C3 C4 C11 122.1(4) . . ? C2 C1 C6 117.4(4) . . ? C2 C1 C55 120.9(4) . . ? C6 C1 C55 121.7(4) . . ? O1 C6 C5 123.6(4) . . ? O1 C6 C1 115.8(4) . . ? C5 C6 C1 120.6(4) . . ? C13 C12 C17 117.4(4) . . ? C13 C12 C11 120.6(4) . . ? C17 C12 C11 122.0(4) . . ? C14 O4 C20 117.7(4) . . ? O3 C17 C16 123.5(4) . . ? O3 C17 C12 115.4(4) . . ? C16 C17 C12 121.1(4) . . ? C4 C5 C6 121.5(4) . . ? C4 C5 H5 119.2 . . ? C6 C5 H5 119.3 . . ? C13 C14 O4 123.0(4) . . ? C13 C14 C15 120.4(4) . . ? O4 C14 C15 116.5(4) . . ? C36 C37 C38 118.0(4) . . ? C36 C37 C44 122.4(4) . . ? C38 C37 C44 119.5(4) . . ? C47 C48 C49 117.2(4) . . ? C47 C48 C55 122.1(4) . . ? C49 C48 C55 120.8(4) . . ? C26 C25 C24 121.9(4) . . ? C26 C25 H25 119.1 . . ? C24 C25 H25 119.0 . . ? C27 C28 C23 121.2(4) . . ? C27 C28 H28 119.4 . . ? C23 C28 H28 119.4 . . ? O2 C3 C4 115.9(4) . . ? O2 C3 C2 123.3(4) . . ? C4 C3 C2 120.7(4) . . ? O7 C39 C38 123.0(4) . . ? O7 C39 C34 116.0(4) . . ? C38 C39 C34 121.0(4) . . ? C25 C26 C27 118.4(4) . . ? C25 C26 C33 120.9(4) . . ? C27 C26 C33 120.7(4) . . ? C50 O9 C51 118.2(4) . . ? C12 C13 C14 121.6(4) . . ? C12 C13 H13 119.3 . . ? C14 C13 H13 119.2 . . ? C36 C35 C34 121.7(4) . . ? C36 C35 H35 119.1 . . ? C34 C35 H35 119.1 . . ? C35 C34 C39 117.7(4) . . ? C35 C34 C33 120.4(4) . . ? C39 C34 C33 121.9(4) . . ? O6 C24 C23 116.1(4) . . ? O6 C24 C25 123.9(4) . . ? C23 C24 C25 120.0(4) . . ? C46 C45 C50 118.1(4) . . ? C46 C45 C44 120.6(4) . . ? C50 C45 C44 121.3(4) . . ? C49 C50 O9 123.5(4) . . ? C49 C50 C45 120.2(4) . . ? O9 C50 C45 116.3(4) . . ? C1 C2 C3 122.1(4) . . ? C1 C2 H2 118.9 . . ? C3 C2 H2 119.0 . . ? C50 C49 C48 121.8(4) . . ? C50 C49 H49 119.1 . . ? C48 C49 H49 119.1 . . ? C37 C36 C35 121.1(4) . . ? C37 C36 O8 117.0(4) . . ? C35 C36 O8 121.7(4) . . ? C39 C38 C37 120.3(4) . . ? C39 C38 H38 119.8 . . ? C37 C38 H38 119.8 . . ? C4 C11 C12 111.8(3) . . ? C4 C11 H11A 109.2 . . ? C12 C11 H11A 109.3 . . ? C4 C11 H11B 109.3 . . ? C12 C11 H11B 109.2 . . ? H11A C11 H11B 107.9 . . ? C15 C16 C17 121.7(4) . . ? C15 C16 H16 119.1 . . ? C17 C16 H16 119.2 . . ? O6 C31 C32 107.1(4) . . ? O6 C31 H31A 110.3 . . ? C32 C31 H31A 110.3 . . ? O6 C31 H31B 110.3 . . ? C32 C31 H31B 110.4 . . ? H31A C31 H31B 108.5 . . ? C48 C47 C46 120.9(4) . . ? C48 C47 O10 115.6(4) . . ? C46 C47 O10 123.4(4) . . ? C16 C15 C14 117.7(4) . . ? C16 C15 C22 121.5(4) . . ? C14 C15 C22 120.8(4) . . ? C23 C22 C15 111.9(3) . . ? C23 C22 H22A 109.2 . . ? C15 C22 H22A 109.2 . . ? C23 C22 H22B 109.2 . . ? C15 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? C45 C46 C47 121.8(4) . . ? C45 C46 H46 119.1 . . ? C47 C46 H46 119.1 . . ? C34 C33 C26 111.5(3) . . ? C34 C33 H33A 109.3 . . ? C26 C33 H33A 109.3 . . ? C34 C33 H33B 109.3 . . ? C26 C33 H33B 109.3 . . ? H33A C33 H33B 108.0 . . ? C37 C44 C45 111.9(3) . . ? C37 C44 H44A 109.3 . . ? C45 C44 H44A 109.3 . . ? C37 C44 H44B 109.2 . . ? C45 C44 H44B 109.2 . . ? H44A C44 H44B 107.9 . . ? C48 C55 C1 112.2(3) . . ? C48 C55 H55A 109.2 . . ? C1 C55 H55A 109.2 . . ? C48 C55 H55B 109.1 . . ? C1 C55 H55B 109.1 . . ? H55A C55 H55B 107.9 . . ? O5 C29 C30 108.2(4) . . ? O5 C29 H29A 110.1 . . ? C30 C29 H29A 110.1 . . ? O5 C29 H29B 110.0 . . ? C30 C29 H29B 110.0 . . ? H29A C29 H29B 108.4 . . ? O1 C7 C8 108.1(4) . . ? O1 C7 H7A 110.1 . . ? C8 C7 H7A 110.0 . . ? O1 C7 H7B 110.1 . . ? C8 C7 H7B 110.1 . . ? H7A C7 H7B 108.4 . . ? C31 C32 H32A 109.6 . . ? C31 C32 H32B 109.3 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O7 C40 C41 108.2(5) . . ? O7 C40 H40A 110.1 . . ? C41 C40 H40A 110.2 . . ? O7 C40 H40B 110.0 . . ? C41 C40 H40B 110.0 . . ? H40A C40 H40B 108.4 . . ? O2 C9 C10 108.1(4) . . ? O2 C9 H9A 110.1 . . ? C10 C9 H9A 110.1 . . ? O2 C9 H9B 110.1 . . ? C10 C9 H9B 110.1 . . ? H9A C9 H9B 108.4 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.4 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.4 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C53 C54 H54A 109.3 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.6 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.4 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C29 C30 H30A 109.4 . . ? C29 C30 H30B 109.4 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.6 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O10 C53 C54 109.5(5) . . ? O10 C53 H53A 109.8 . . ? C54 C53 H53A 109.9 . . ? O10 C53 H53B 109.7 . . ? C54 C53 H53B 109.7 . . ? H53A C53 H53B 108.3 . . ? O8 C42 C43 112.0(6) . . ? O8 C42 H42A 109.2 . . ? C43 C42 H42A 109.1 . . ? O8 C42 H42B 109.3 . . ? C43 C42 H42B 109.2 . . ? H42A C42 H42B 107.9 . . ? O3 C18 C19 108.2(5) . . ? O3 C18 H18A 110.1 . . ? C19 C18 H18A 110.1 . . ? O3 C18 H18B 110.0 . . ? C19 C18 H18B 110.0 . . ? H18A C18 H18B 108.4 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C52 C51 O9 109.2(6) . . ? C52 C51 H51A 109.9 . . ? O9 C51 H51A 109.9 . . ? C52 C51 H51B 109.8 . . ? O9 C51 H51B 109.7 . . ? H51A C51 H51B 108.3 . . ? C42 C43 H43A 109.5 . . ? C42 C43 H43B 109.6 . . ? H43A C43 H43B 109.5 . . ? C42 C43 H43C 109.4 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? O4 C20 C21 110.0(6) . . ? O4 C20 H20A 109.7 . . ? C21 C20 H20A 109.5 . . ? O4 C20 H20B 109.7 . . ? C21 C20 H20B 109.7 . . ? H20A C20 H20B 108.2 . . ? C59 C60 C61 105.6(10) . . ? C59 C60 H60A 112.4 . . ? C61 C60 H60A 112.2 . . ? C59 C60 H60B 108.5 . . ? C61 C60 H60B 109.4 . . ? H60A C60 H60B 108.7 . . ? C60 C59 N2 92.0(8) . . ? C60 C59 H59A 111.4 . . ? N2 C59 H59A 111.9 . . ? C60 C59 H59B 115.4 . . ? N2 C59 H59B 114.4 . . ? H59A C59 H59B 110.7 . . ? C20 C21 H21A 109.6 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.3 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C40 C41 H41A 109.4 . . ? C40 C41 H41B 109.4 . . ? H41A C41 H41B 109.5 . . ? C40 C41 H41C 109.6 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.4 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C60 C61 C62 112.3(13) . . ? C60 C61 H61A 110.9 . . ? C62 C61 H61A 111.8 . . ? C60 C61 H61B 108.4 . . ? C62 C61 H61B 105.2 . . ? H61A C61 H61B 107.9 . . ? C61 C62 N3 108.2(3) . . ? C61 C62 H62A 113.8 . . ? N3 C62 H62A 112.6 . . ? C61 C62 H62B 106.6 . . ? N3 C62 H62B 106.8 . . ? H62A C62 H62B 108.4 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.528 _refine_diff_density_min -0.338 _refine_diff_density_rms 0.054 # Attachment '- EtP5A.cif' data_101124c_0m _database_code_depnum_ccdc_archive 'CCDC 831702' #TrackingRef '- EtP5A.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C55 H76 O13' _chemical_formula_weight 945.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 12.290(5) _cell_length_b 14.968(6) _cell_length_c 21.902(8) _cell_angle_alpha 90.837(5) _cell_angle_beta 90.985(5) _cell_angle_gamma 105.028(6) _cell_volume 3890(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2547 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 19.84 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.807 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1020 _exptl_absorpt_coefficient_mu 0.057 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9832 _exptl_absorpt_correction_T_max 0.9888 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20358 _diffrn_reflns_av_R_equivalents 0.0256 _diffrn_reflns_av_sigmaI/netI 0.0649 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 25.05 _reflns_number_total 13554 _reflns_number_gt 4740 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13554 _refine_ls_number_parameters 623 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.3605 _refine_ls_R_factor_gt 0.2543 _refine_ls_wR_factor_ref 0.6369 _refine_ls_wR_factor_gt 0.5858 _refine_ls_goodness_of_fit_ref 1.935 _refine_ls_restrained_S_all 1.935 _refine_ls_shift/su_max 2.938 _refine_ls_shift/su_mean 0.057 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.1336(7) 0.5238(7) 0.2998(4) 0.076(2) Uani 1 1 d . . . C2 C 1.1167(7) 0.6075(8) 0.3136(4) 0.082(3) Uani 1 1 d . . . C3 C 1.1108(8) 0.6662(7) 0.2650(5) 0.092(3) Uani 1 1 d . . . H3 H 1.1046 0.7257 0.2736 0.111 Uiso 1 1 calc R . . C4 C 1.1140(9) 0.6383(8) 0.2041(5) 0.095(3) Uani 1 1 d . . . C5 C 1.1306(7) 0.5523(9) 0.1918(4) 0.091(3) Uani 1 1 d . . . C6 C 1.1429(7) 0.4952(8) 0.2395(4) 0.089(3) Uani 1 1 d . . . H6 H 1.1573 0.4382 0.2313 0.107 Uiso 1 1 calc R . . C7 C 1.1566(8) 0.3823(8) 0.3409(5) 0.097(3) Uani 1 1 d . . . H7A H 1.2133 0.3815 0.3108 0.116 Uiso 1 1 calc R . . H7B H 1.0853 0.3429 0.3259 0.116 Uiso 1 1 calc R . . C8 C 1.1885(9) 0.3474(8) 0.3992(5) 0.111(3) Uani 1 1 d . . . H8A H 1.2618 0.3837 0.4123 0.166 Uiso 1 1 calc R . . H8B H 1.1901 0.2839 0.3939 0.166 Uiso 1 1 calc R . . H8C H 1.1344 0.3516 0.4295 0.166 Uiso 1 1 calc R . . C9 C 1.069(2) 0.7766(13) 0.1655(8) 0.230(10) Uani 1 1 d D . . H9A H 1.1187 0.8183 0.1942 0.276 Uiso 1 1 calc R . . H9B H 0.9929 0.7618 0.1812 0.276 Uiso 1 1 calc R . . C10 C 1.072(2) 0.8206(15) 0.1022(8) 0.312(15) Uani 1 1 d D . . H10A H 1.1484 0.8417 0.0896 0.468 Uiso 1 1 calc R . . H10B H 1.0387 0.8721 0.1044 0.468 Uiso 1 1 calc R . . H10C H 1.0299 0.7755 0.0731 0.468 Uiso 1 1 calc R . . C11 C 1.1015(8) 0.6347(7) 0.3787(4) 0.092(3) Uani 1 1 d . . . H11A H 1.1485 0.6082 0.4053 0.111 Uiso 1 1 calc R . . H11B H 1.1272 0.7015 0.3832 0.111 Uiso 1 1 calc R . . C12 C 0.9839(8) 0.6042(8) 0.3987(4) 0.080(3) Uani 1 1 d . . . C13 C 0.9478(9) 0.5148(8) 0.4233(4) 0.083(3) Uani 1 1 d . . . H13 H 0.9986 0.4789 0.4282 0.100 Uiso 1 1 calc R . . C14 C 0.8340(8) 0.4800(8) 0.4403(4) 0.080(3) Uani 1 1 d . . . C15 C 0.7593(8) 0.5305(7) 0.4374(4) 0.075(2) Uani 1 1 d . . . C16 C 0.7961(8) 0.6191(8) 0.4151(4) 0.086(3) Uani 1 1 d . . . H16 H 0.7458 0.6560 0.4132 0.104 Uiso 1 1 calc R . . C17 C 0.9079(9) 0.6561(8) 0.3948(4) 0.082(3) Uani 1 1 d . . . C18 C 0.8646(9) 0.3317(7) 0.4541(5) 0.095(3) Uani 1 1 d . . . H18A H 0.9336 0.3520 0.4784 0.114 Uiso 1 1 calc R . . H18B H 0.8838 0.3286 0.4114 0.114 Uiso 1 1 calc R . . C19 C 0.7973(11) 0.2413(9) 0.4743(6) 0.133(4) Uani 1 1 d . . . H19A H 0.7758 0.2466 0.5158 0.199 Uiso 1 1 calc R . . H19B H 0.8413 0.1969 0.4715 0.199 Uiso 1 1 calc R . . H19C H 0.7310 0.2212 0.4487 0.199 Uiso 1 1 calc R . . C20 C 0.8793(13) 0.7921(13) 0.3577(9) 0.194(8) Uani 1 1 d D . . H20A H 0.8401 0.8041 0.3938 0.233 Uiso 1 1 calc R . . H20B H 0.8240 0.7622 0.3267 0.233 Uiso 1 1 calc R . . C21 C 0.956(2) 0.8827(16) 0.3338(13) 0.366(19) Uani 1 1 d D . . H21A H 0.9534 0.9330 0.3610 0.550 Uiso 1 1 calc R . . H21B H 0.9297 0.8942 0.2939 0.550 Uiso 1 1 calc R . . H21C H 1.0317 0.8772 0.3316 0.550 Uiso 1 1 calc R . . C22 C 0.6377(8) 0.4938(7) 0.4541(4) 0.093(3) Uani 1 1 d . . . H22A H 0.6106 0.5433 0.4722 0.112 Uiso 1 1 calc R . . H22B H 0.6314 0.4458 0.4841 0.112 Uiso 1 1 calc R . . C23 C 0.5652(7) 0.4544(8) 0.3976(4) 0.078(3) Uani 1 1 d . . . C24 C 0.5560(7) 0.3663(8) 0.3832(4) 0.089(3) Uani 1 1 d . . . H24 H 0.5905 0.3318 0.4085 0.107 Uiso 1 1 calc R . . C25 C 0.4945(8) 0.3227(8) 0.3298(5) 0.086(3) Uani 1 1 d . . . C26 C 0.4456(7) 0.3743(8) 0.2929(4) 0.077(2) Uani 1 1 d . . . C27 C 0.4551(8) 0.4635(8) 0.3094(5) 0.087(3) Uani 1 1 d . . . H27 H 0.4227 0.4998 0.2846 0.104 Uiso 1 1 calc R . . C28 C 0.5136(7) 0.5030(8) 0.3641(5) 0.082(3) Uani 1 1 d . . . C29 C 0.5290(12) 0.1666(9) 0.3497(7) 0.159(6) Uani 1 1 d D . . H29A H 0.5156 0.1744 0.3927 0.190 Uiso 1 1 calc R . . H29B H 0.6096 0.1797 0.3440 0.190 Uiso 1 1 calc R . . C30 C 0.471(2) 0.0670(8) 0.3280(7) 0.311(17) Uani 1 1 d D . . H30A H 0.3960 0.0491 0.3434 0.466 Uiso 1 1 calc R . . H30B H 0.5132 0.0258 0.3429 0.466 Uiso 1 1 calc R . . H30C H 0.4677 0.0641 0.2842 0.466 Uiso 1 1 calc R . . C31 C 0.4345(10) 0.6370(9) 0.3675(6) 0.135(4) Uani 1 1 d D . . H31A H 0.3631 0.5962 0.3791 0.162 Uiso 1 1 calc R . . H31B H 0.4308 0.6483 0.3241 0.162 Uiso 1 1 calc R . . C32 C 0.4576(15) 0.7289(11) 0.4041(10) 0.296(14) Uani 1 1 d D . . H32A H 0.4628 0.7171 0.4468 0.445 Uiso 1 1 calc R . . H32B H 0.3972 0.7575 0.3968 0.445 Uiso 1 1 calc R . . H32C H 0.5272 0.7695 0.3913 0.445 Uiso 1 1 calc R . . C33 C 0.3848(7) 0.3312(7) 0.2349(4) 0.092(3) Uani 1 1 d . . . H33A H 0.3299 0.3647 0.2236 0.111 Uiso 1 1 calc R . . H33B H 0.3439 0.2680 0.2430 0.111 Uiso 1 1 calc R . . C34 C 0.4607(7) 0.3304(7) 0.1810(4) 0.072(2) Uani 1 1 d . . . C35 C 0.5029(8) 0.2610(8) 0.1680(5) 0.093(3) Uani 1 1 d . . . H35 H 0.4842 0.2098 0.1931 0.111 Uiso 1 1 calc R . . C36 C 0.5735(8) 0.2579(8) 0.1199(5) 0.085(3) Uani 1 1 d . . . C37 C 0.6036(7) 0.3305(8) 0.0824(4) 0.079(3) Uani 1 1 d . . . C38 C 0.5636(8) 0.4074(8) 0.0944(4) 0.087(3) Uani 1 1 d . . . H38 H 0.5842 0.4584 0.0693 0.105 Uiso 1 1 calc R . . C39 C 0.4926(8) 0.4097(8) 0.1436(5) 0.089(3) Uani 1 1 d . . . C40 C 0.5949(19) 0.1082(13) 0.1448(11) 0.260(12) Uani 1 1 d . . . H40A H 0.5142 0.0834 0.1486 0.312 Uiso 1 1 calc R . . H40B H 0.6286 0.1253 0.1850 0.312 Uiso 1 1 calc R . . C41 C 0.651(3) 0.0340(14) 0.111(2) 0.51(4) Uani 1 1 d . . . H41A H 0.6739 -0.0038 0.1410 0.769 Uiso 1 1 calc R . . H41B H 0.7149 0.0664 0.0885 0.769 Uiso 1 1 calc R . . H41C H 0.5961 -0.0046 0.0834 0.769 Uiso 1 1 calc R . . C42 C 0.4821(11) 0.5632(8) 0.1242(6) 0.131(4) Uani 1 1 d D . . H42A H 0.4450 0.5534 0.0843 0.158 Uiso 1 1 calc R . . H42B H 0.5629 0.5790 0.1185 0.158 Uiso 1 1 calc R . . C43 C 0.4495(15) 0.6426(10) 0.1586(9) 0.241(11) Uani 1 1 d D . . H43A H 0.3915 0.6174 0.1871 0.361 Uiso 1 1 calc R . . H43B H 0.4222 0.6801 0.1300 0.361 Uiso 1 1 calc R . . H43C H 0.5144 0.6800 0.1803 0.361 Uiso 1 1 calc R . . C44 C 0.6869(8) 0.3330(7) 0.0325(4) 0.095(3) Uani 1 1 d . . . H44A H 0.6645 0.3630 -0.0028 0.114 Uiso 1 1 calc R . . H44B H 0.6857 0.2702 0.0204 0.114 Uiso 1 1 calc R . . C45 C 0.8060(8) 0.3843(9) 0.0524(4) 0.081(3) Uani 1 1 d . . . C46 C 0.8710(9) 0.3319(8) 0.0810(4) 0.098(3) Uani 1 1 d . . . H46 H 0.8434 0.2680 0.0836 0.117 Uiso 1 1 calc R . . C47 C 0.9764(9) 0.3754(9) 0.1056(4) 0.084(3) Uani 1 1 d . . . C48 C 1.0206(8) 0.4663(9) 0.1002(4) 0.090(3) Uani 1 1 d . . . C49 C 0.9532(9) 0.5177(7) 0.0704(4) 0.082(3) Uani 1 1 d . . . H49 H 0.9823 0.5811 0.0664 0.099 Uiso 1 1 calc R . . C50 C 0.8486(8) 0.4777(8) 0.0475(4) 0.074(2) Uani 1 1 d . . . C51 C 1.0070(13) 0.2369(13) 0.1429(8) 0.180(7) Uani 1 1 d D . . H51A H 0.9893 0.2059 0.1034 0.216 Uiso 1 1 calc R . . H51B H 0.9373 0.2260 0.1652 0.216 Uiso 1 1 calc R . . C52 C 1.0882(16) 0.1920(18) 0.1779(10) 0.38(2) Uani 1 1 d D . . H52A H 1.1476 0.1860 0.1515 0.566 Uiso 1 1 calc R . . H52B H 1.0479 0.1319 0.1911 0.566 Uiso 1 1 calc R . . H52C H 1.1199 0.2301 0.2127 0.566 Uiso 1 1 calc R . . C53 C 0.8165(11) 0.6224(9) 0.0184(5) 0.112(4) Uani 1 1 d . . . H53A H 0.8305 0.6467 0.0600 0.134 Uiso 1 1 calc R . . H53B H 0.8855 0.6430 -0.0041 0.134 Uiso 1 1 calc R . . C54 C 0.7301(12) 0.6537(10) -0.0092(6) 0.148(5) Uani 1 1 d . . . H54A H 0.7203 0.6327 -0.0510 0.222 Uiso 1 1 calc R . . H54B H 0.7494 0.7201 -0.0076 0.222 Uiso 1 1 calc R . . H54C H 0.6612 0.6299 0.0120 0.222 Uiso 1 1 calc R . . C55 C 1.1382(7) 0.5165(8) 0.1262(4) 0.098(3) Uani 1 1 d . . . H55A H 1.1720 0.5681 0.1004 0.118 Uiso 1 1 calc R . . H55B H 1.1862 0.4743 0.1260 0.118 Uiso 1 1 calc R . . O1 O 1.1477(6) 0.4693(6) 0.3496(3) 0.104(2) Uani 1 1 d . . . O2 O 1.1067(8) 0.6905(7) 0.1554(3) 0.136(3) Uani 1 1 d . . . O3 O 0.7955(5) 0.3924(5) 0.4624(3) 0.0910(19) Uani 1 1 d . . . O4 O 0.9458(6) 0.7411(6) 0.3707(4) 0.110(2) Uani 1 1 d . . . O5 O 0.4813(6) 0.2301(5) 0.3131(3) 0.114(2) Uani 1 1 d . . . O6 O 0.5225(6) 0.5958(6) 0.3803(4) 0.116(2) Uani 1 1 d . . . O7 O 0.6184(7) 0.1824(6) 0.1069(3) 0.120(3) Uani 1 1 d . . . O8 O 0.4498(6) 0.4835(6) 0.1577(3) 0.105(2) Uani 1 1 d . . . O9 O 1.0466(6) 0.3328(6) 0.1335(3) 0.109(2) Uani 1 1 d . . . O10 O 0.7809(6) 0.5232(6) 0.0184(3) 0.100(2) Uani 1 1 d . . . O1W O 0.8121(9) 0.3383(10) 0.2685(4) 0.217(6) Uani 1 1 d . . . O2W O 0.7686(14) 0.546(2) 0.2334(13) 0.47(2) Uani 1 1 d . . . O3W O 0.5307(16) 0.8530(14) 0.4579(9) 0.313(8) 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 0.062(6) 0.108(8) 0.060(6) 0.005(5) 0.000(4) 0.024(5) C2 0.065(6) 0.111(8) 0.070(6) -0.011(6) -0.010(4) 0.026(6) C3 0.080(7) 0.099(8) 0.084(7) -0.012(6) 0.000(5) 0.000(6) C4 0.099(8) 0.094(8) 0.085(8) -0.005(7) -0.009(6) 0.015(6) C5 0.052(6) 0.140(10) 0.070(7) -0.009(7) 0.012(5) 0.003(6) C6 0.064(6) 0.137(9) 0.070(6) -0.005(6) -0.002(5) 0.031(6) C7 0.078(7) 0.116(9) 0.101(8) -0.003(7) 0.006(6) 0.032(6) C8 0.109(8) 0.147(10) 0.090(8) -0.003(7) -0.011(6) 0.059(7) C9 0.31(3) 0.154(16) 0.188(19) 0.057(14) 0.000(17) -0.014(17) C10 0.47(4) 0.25(2) 0.23(2) 0.042(19) -0.19(3) 0.14(3) C11 0.071(7) 0.127(8) 0.072(6) -0.026(5) -0.009(5) 0.016(6) C12 0.068(7) 0.111(8) 0.049(5) -0.011(5) -0.007(4) 0.005(6) C13 0.084(8) 0.112(8) 0.054(5) -0.005(5) -0.002(5) 0.029(6) C14 0.069(7) 0.107(8) 0.063(6) -0.004(5) -0.006(5) 0.022(6) C15 0.072(7) 0.098(8) 0.055(5) -0.003(5) 0.003(4) 0.022(6) C16 0.074(7) 0.113(9) 0.078(6) -0.007(6) 0.003(5) 0.036(6) C17 0.089(8) 0.090(8) 0.070(6) 0.003(5) 0.000(5) 0.033(7) C18 0.107(8) 0.087(7) 0.087(7) 0.003(6) -0.001(6) 0.018(7) C19 0.131(11) 0.152(12) 0.127(10) -0.008(8) 0.003(8) 0.058(10) C20 0.137(14) 0.234(19) 0.210(17) 0.112(15) 0.031(12) 0.037(14) C21 0.42(4) 0.27(3) 0.34(3) 0.20(3) -0.03(3) -0.03(3) C22 0.085(7) 0.122(8) 0.073(6) -0.006(6) 0.004(5) 0.028(6) C23 0.063(6) 0.098(8) 0.075(6) 0.000(6) 0.009(5) 0.026(6) C24 0.068(6) 0.130(9) 0.074(6) 0.005(6) -0.001(5) 0.032(6) C25 0.077(7) 0.099(8) 0.081(7) 0.013(6) 0.007(5) 0.019(6) C26 0.059(6) 0.105(8) 0.067(6) 0.009(6) 0.006(4) 0.018(5) C27 0.080(7) 0.096(8) 0.086(7) 0.000(6) 0.013(5) 0.027(6) C28 0.056(6) 0.097(8) 0.088(7) 0.003(6) 0.004(5) 0.008(5) C29 0.178(13) 0.164(13) 0.158(12) 0.032(11) -0.049(10) 0.090(11) C30 0.75(5) 0.134(13) 0.118(12) -0.023(10) -0.10(2) 0.25(2) C31 0.107(9) 0.131(10) 0.182(13) 0.012(9) -0.004(8) 0.060(8) C32 0.29(3) 0.25(2) 0.44(4) 0.03(2) 0.06(2) 0.24(2) C33 0.072(6) 0.119(8) 0.083(7) 0.006(6) -0.001(5) 0.020(6) C34 0.052(5) 0.082(7) 0.081(6) 0.011(5) 0.006(4) 0.016(5) C35 0.072(6) 0.117(9) 0.087(7) 0.009(6) -0.003(5) 0.021(6) C36 0.082(7) 0.103(8) 0.075(6) -0.006(6) -0.008(5) 0.033(6) C37 0.071(6) 0.102(8) 0.060(6) -0.018(6) -0.009(5) 0.018(6) C38 0.074(6) 0.113(8) 0.071(6) 0.006(6) -0.002(5) 0.018(6) C39 0.070(6) 0.122(9) 0.079(7) -0.014(6) -0.016(5) 0.032(6) C40 0.31(3) 0.148(14) 0.37(3) 0.019(17) 0.17(2) 0.127(17) C41 0.46(5) 0.123(16) 0.99(9) 0.10(3) 0.40(6) 0.12(2) C42 0.132(11) 0.094(9) 0.174(12) -0.008(9) 0.017(9) 0.039(8) C43 0.182(17) 0.22(2) 0.35(3) 0.085(19) 0.128(18) 0.106(15) C44 0.081(7) 0.124(8) 0.073(6) -0.019(6) 0.000(5) 0.014(6) C45 0.071(7) 0.127(9) 0.046(5) -0.009(5) 0.008(4) 0.029(7) C46 0.087(8) 0.134(9) 0.075(6) -0.025(6) 0.001(6) 0.036(7) C47 0.070(7) 0.100(8) 0.079(6) -0.016(6) -0.004(5) 0.017(7) C48 0.085(7) 0.119(9) 0.058(6) -0.030(6) 0.008(5) 0.013(7) C49 0.096(8) 0.099(7) 0.052(5) 0.001(5) 0.013(5) 0.024(7) C50 0.068(7) 0.095(8) 0.054(5) 0.000(5) 0.000(5) 0.015(6) C51 0.132(12) 0.24(2) 0.193(16) 0.017(14) -0.052(11) 0.090(14) C52 0.157(17) 0.80(6) 0.21(2) -0.07(3) -0.119(16) 0.19(3) C53 0.129(10) 0.119(10) 0.092(8) 0.000(7) -0.006(7) 0.040(8) C54 0.147(12) 0.171(13) 0.141(11) 0.069(10) 0.020(9) 0.065(10) C55 0.066(6) 0.159(10) 0.064(6) -0.016(6) 0.005(5) 0.021(6) O1 0.110(5) 0.145(6) 0.073(4) -0.004(4) -0.006(4) 0.062(5) O2 0.187(9) 0.126(7) 0.081(5) 0.034(5) -0.003(5) 0.014(6) O3 0.084(5) 0.098(5) 0.092(5) 0.016(4) 0.011(3) 0.023(4) O4 0.087(5) 0.103(6) 0.139(6) 0.013(5) 0.006(5) 0.024(5) O5 0.132(6) 0.107(6) 0.100(5) 0.002(4) -0.011(4) 0.026(5) O6 0.090(5) 0.128(6) 0.138(6) -0.041(5) -0.028(4) 0.046(5) O7 0.150(7) 0.102(6) 0.122(6) 0.013(5) 0.036(5) 0.053(5) O8 0.113(6) 0.113(6) 0.105(5) 0.009(4) 0.022(4) 0.057(5) O9 0.097(6) 0.111(6) 0.121(6) 0.005(5) -0.012(4) 0.031(5) O10 0.095(5) 0.131(7) 0.077(4) 0.009(4) 0.002(4) 0.034(5) O1W 0.153(9) 0.379(17) 0.113(7) 0.054(9) 0.013(6) 0.056(10) O2W 0.182(14) 0.64(4) 0.56(4) -0.40(3) -0.105(19) 0.088(19) O3W 0.292(19) 0.38(2) 0.275(18) -0.054(15) -0.025(14) 0.105(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.353(12) . ? C1 C6 1.398(12) . ? C1 O1 1.407(10) . ? C2 C3 1.402(12) . ? C2 C11 1.506(12) . ? C3 C4 1.396(13) . ? C3 H3 0.9300 . ? C4 O2 1.347(12) . ? C4 C5 1.378(13) . ? C5 C6 1.390(13) . ? C5 C55 1.540(12) . ? C6 H6 0.9300 . ? C7 O1 1.346(11) . ? C7 C8 1.470(12) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 O2 1.49(2) . ? C9 C10 1.541(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9601 . ? C10 H10B 0.9601 . ? C10 H10C 0.9601 . ? C11 C12 1.475(12) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C17 1.364(12) . ? C12 C13 1.413(12) . ? C13 C14 1.418(12) . ? C13 H13 0.9300 . ? C14 C15 1.334(12) . ? C14 O3 1.371(11) . ? C15 C16 1.385(12) . ? C15 C22 1.506(12) . ? C16 C17 1.422(13) . ? C16 H16 0.9300 . ? C17 O4 1.354(11) . ? C18 O3 1.407(11) . ? C18 C19 1.471(14) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 O4 1.286(16) . ? C20 C21 1.540(2) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 C23 1.530(13) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C28 1.308(12) . ? C23 C24 1.326(12) . ? C24 C25 1.435(13) . ? C24 H24 0.9300 . ? C25 C26 1.361(12) . ? C25 O5 1.396(11) . ? C26 C27 1.353(12) . ? C26 C33 1.512(12) . ? C27 C28 1.424(13) . ? C27 H27 0.9300 . ? C28 O6 1.405(11) . ? C29 O5 1.477(12) . ? C29 C30 1.540(2) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 H30A 0.9602 . ? C30 H30B 0.9602 . ? C30 H30C 0.9602 . ? C31 O6 1.403(12) . ? C31 C32 1.541(2) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 C34 1.519(12) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.306(12) . ? C34 C39 1.425(13) . ? C35 C36 1.385(13) . ? C35 H35 0.9300 . ? C36 C37 1.349(12) . ? C36 O7 1.407(11) . ? C37 C38 1.387(12) . ? C37 C44 1.504(12) . ? C38 C39 1.404(13) . ? C38 H38 0.9300 . ? C39 O8 1.375(11) . ? C40 O7 1.367(19) . ? C40 C41 1.63(3) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 H41A 1.1621 . ? C41 H41B 1.1378 . ? C41 H41C 1.1451 . ? C42 O8 1.382(12) . ? C42 C43 1.541(2) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 H43A 0.9601 . ? C43 H43B 0.9601 . ? C43 H43C 0.9601 . ? C44 C45 1.520(13) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 C50 1.366(12) . ? C45 C46 1.404(12) . ? C46 C47 1.385(13) . ? C46 H46 0.9300 . ? C47 C48 1.336(13) . ? C47 O9 1.343(11) . ? C48 C49 1.424(13) . ? C48 C55 1.542(13) . ? C49 C50 1.354(13) . ? C49 H49 0.9300 . ? C50 O10 1.360(10) . ? C51 O9 1.410(16) . ? C51 C52 1.540(2) . ? C51 H51A 0.9700 . ? C51 H51B 0.9700 . ? C52 H52A 1.0095 . ? C52 H52B 1.0102 . ? C52 H52C 1.0098 . ? C53 C54 1.399(14) . ? C53 O10 1.435(12) . ? C53 H53A 0.9700 . ? C53 H53B 0.9700 . ? C54 H54A 0.9602 . ? C54 H54B 0.9602 . ? C54 H54C 0.9602 . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 121.9(9) . . ? C2 C1 O1 116.3(9) . . ? C6 C1 O1 121.7(9) . . ? C1 C2 C3 117.6(9) . . ? C1 C2 C11 120.7(9) . . ? C3 C2 C11 121.7(10) . . ? C4 C3 C2 122.1(10) . . ? C4 C3 H3 118.9 . . ? C2 C3 H3 119.0 . . ? O2 C4 C5 116.3(11) . . ? O2 C4 C3 125.1(11) . . ? C5 C4 C3 118.6(10) . . ? C4 C5 C6 120.1(9) . . ? C4 C5 C55 122.3(11) . . ? C6 C5 C55 117.6(11) . . ? C5 C6 C1 119.6(10) . . ? C5 C6 H6 120.2 . . ? C1 C6 H6 120.2 . . ? O1 C7 C8 109.2(9) . . ? O1 C7 H7A 109.8 . . ? C8 C7 H7A 109.8 . . ? O1 C7 H7B 109.8 . . ? C8 C7 H7B 109.9 . . ? H7A C7 H7B 108.3 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O2 C9 C10 105.3(15) . . ? O2 C9 H9A 110.8 . . ? C10 C9 H9A 110.9 . . ? O2 C9 H9B 110.6 . . ? C10 C9 H9B 110.5 . . ? H9A C9 H9B 108.8 . . ? C9 C10 H10A 109.3 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.7 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C2 113.4(7) . . ? C12 C11 H11A 108.9 . . ? C2 C11 H11A 108.9 . . ? C12 C11 H11B 108.9 . . ? C2 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C17 C12 C13 118.0(9) . . ? C17 C12 C11 124.5(10) . . ? C13 C12 C11 117.5(10) . . ? C12 C13 C14 120.0(9) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.1 . . ? C15 C14 O3 116.1(10) . . ? C15 C14 C13 122.5(11) . . ? O3 C14 C13 121.4(9) . . ? C14 C15 C16 117.2(10) . . ? C14 C15 C22 123.0(10) . . ? C16 C15 C22 119.7(9) . . ? C15 C16 C17 122.7(9) . . ? C15 C16 H16 118.7 . . ? C17 C16 H16 118.7 . . ? O4 C17 C12 116.1(10) . . ? O4 C17 C16 124.4(9) . . ? C12 C17 C16 119.6(10) . . ? O3 C18 C19 105.2(9) . . ? O3 C18 H18A 110.7 . . ? C19 C18 H18A 110.7 . . ? O3 C18 H18B 110.7 . . ? C19 C18 H18B 110.7 . . ? H18A C18 H18B 108.8 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O4 C20 C21 105.4(16) . . ? O4 C20 H20A 110.6 . . ? C21 C20 H20A 110.4 . . ? O4 C20 H20B 110.8 . . ? C21 C20 H20B 110.8 . . ? H20A C20 H20B 108.8 . . ? C20 C21 H21A 109.8 . . ? C20 C21 H21B 109.4 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.3 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C15 C22 C23 110.7(7) . . ? C15 C22 H22A 109.5 . . ? C23 C22 H22A 109.5 . . ? C15 C22 H22B 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 108.1 . . ? C28 C23 C24 120.0(10) . . ? C28 C23 C22 123.3(10) . . ? C24 C23 C22 116.7(9) . . ? C23 C24 C25 121.9(10) . . ? C23 C24 H24 119.0 . . ? C25 C24 H24 119.1 . . ? C26 C25 O5 117.6(10) . . ? C26 C25 C24 118.4(10) . . ? O5 C25 C24 124.0(10) . . ? C25 C26 C27 118.2(10) . . ? C25 C26 C33 119.4(10) . . ? C27 C26 C33 122.4(9) . . ? C26 C27 C28 121.5(10) . . ? C26 C27 H27 119.3 . . ? C28 C27 H27 119.2 . . ? C23 C28 O6 119.4(10) . . ? C23 C28 C27 119.9(10) . . ? O6 C28 C27 120.6(10) . . ? O5 C29 C30 107.8(9) . . ? O5 C29 H29A 110.2 . . ? C30 C29 H29A 110.2 . . ? O5 C29 H29B 110.1 . . ? C30 C29 H29B 110.1 . . ? H29A C29 H29B 108.5 . . ? C29 C30 H30A 109.4 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O6 C31 C32 108.1(9) . . ? O6 C31 H31A 110.1 . . ? C32 C31 H31A 110.0 . . ? O6 C31 H31B 110.1 . . ? C32 C31 H31B 110.2 . . ? H31A C31 H31B 108.4 . . ? C31 C32 H32A 109.6 . . ? C31 C32 H32B 109.4 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.4 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C26 C33 C34 114.7(7) . . ? C26 C33 H33A 108.6 . . ? C34 C33 H33A 108.6 . . ? C26 C33 H33B 108.6 . . ? C34 C33 H33B 108.6 . . ? H33A C33 H33B 107.6 . . ? C35 C34 C39 117.2(9) . . ? C35 C34 C33 123.0(9) . . ? C39 C34 C33 119.7(9) . . ? C34 C35 C36 124.9(10) . . ? C34 C35 H35 117.5 . . ? C36 C35 H35 117.6 . . ? C37 C36 C35 119.9(10) . . ? C37 C36 O7 116.2(9) . . ? C35 C36 O7 123.9(10) . . ? C36 C37 C38 118.1(9) . . ? C36 C37 C44 121.6(10) . . ? C38 C37 C44 120.0(10) . . ? C37 C38 C39 121.3(10) . . ? C37 C38 H38 119.3 . . ? C39 C38 H38 119.3 . . ? O8 C39 C38 124.1(10) . . ? O8 C39 C34 117.3(9) . . ? C38 C39 C34 118.5(10) . . ? O7 C40 C41 103.6(18) . . ? O7 C40 H40A 110.9 . . ? C41 C40 H40A 110.5 . . ? O7 C40 H40B 110.9 . . ? C41 C40 H40B 111.8 . . ? H40A C40 H40B 109.0 . . ? C40 C41 H41A 127.9 . . ? C40 C41 H41B 125.8 . . ? H41A C41 H41B 87.6 . . ? C40 C41 H41C 126.4 . . ? H41A C41 H41C 87.7 . . ? H41B C41 H41C 88.6 . . ? O8 C42 C43 109.1(12) . . ? O8 C42 H42A 109.8 . . ? C43 C42 H42A 110.0 . . ? O8 C42 H42B 109.9 . . ? C43 C42 H42B 109.8 . . ? H42A C42 H42B 108.3 . . ? C42 C43 H43A 109.5 . . ? C42 C43 H43B 109.3 . . ? H43A C43 H43B 109.5 . . ? C42 C43 H43C 109.6 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C37 C44 C45 112.2(7) . . ? C37 C44 H44A 109.1 . . ? C45 C44 H44A 109.1 . . ? C37 C44 H44B 109.2 . . ? C45 C44 H44B 109.2 . . ? H44A C44 H44B 107.9 . . ? C50 C45 C46 119.6(10) . . ? C50 C45 C44 123.6(10) . . ? C46 C45 C44 116.6(11) . . ? C47 C46 C45 119.9(11) . . ? C47 C46 H46 120.0 . . ? C45 C46 H46 120.1 . . ? C48 C47 O9 113.1(10) . . ? C48 C47 C46 121.5(11) . . ? O9 C47 C46 125.4(11) . . ? C47 C48 C49 117.4(10) . . ? C47 C48 C55 122.7(11) . . ? C49 C48 C55 119.9(11) . . ? C50 C49 C48 122.6(10) . . ? C50 C49 H49 118.7 . . ? C48 C49 H49 118.7 . . ? C49 C50 C45 119.0(10) . . ? C49 C50 O10 125.0(10) . . ? C45 C50 O10 116.0(10) . . ? O9 C51 C52 115.8(16) . . ? O9 C51 H51A 108.4 . . ? C52 C51 H51A 108.3 . . ? O9 C51 H51B 108.4 . . ? C52 C51 H51B 108.3 . . ? H51A C51 H51B 107.4 . . ? C51 C52 H52A 114.2 . . ? C51 C52 H52B 114.4 . . ? H52A C52 H52B 104.3 . . ? C51 C52 H52C 114.3 . . ? H52A C52 H52C 104.2 . . ? H52B C52 H52C 104.2 . . ? C54 C53 O10 107.5(11) . . ? C54 C53 H53A 110.2 . . ? O10 C53 H53A 110.2 . . ? C54 C53 H53B 110.2 . . ? O10 C53 H53B 110.2 . . ? H53A C53 H53B 108.5 . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C48 C55 C5 110.9(7) . . ? C48 C55 H55A 109.5 . . ? C5 C55 H55A 109.5 . . ? C48 C55 H55B 109.5 . . ? C5 C55 H55B 109.4 . . ? H55A C55 H55B 108.0 . . ? C7 O1 C1 121.0(8) . . ? C4 O2 C9 118.1(10) . . ? C14 O3 C18 116.8(8) . . ? C20 O4 C17 122.0(10) . . ? C25 O5 C29 122.8(9) . . ? C28 O6 C31 121.1(9) . . ? C40 O7 C36 119.0(10) . . ? C39 O8 C42 119.3(9) . . ? C47 O9 C51 117.6(9) . . ? C50 O10 C53 117.8(9) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.851 _refine_diff_density_min -0.507 _refine_diff_density_rms 0.185