# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _publ_contact_author_name 'Jochen Mattay' _publ_contact_author_address ; Fakultat fur Chemie Universitat Bielefeld Postfach 10 01 31 Bielefeld D - 33501 GERMANY ; _publ_contact_author_email OC1JM@UNI-BIELEFELD.DE _publ_section_title ; Intramolecular Direct Arylation in an A,C-functionalized Calix[4]arene ; loop_ _publ_author_name 'Jochen Mattay' 'Olaf G. Barton' 'Beate Neumann' 'Hans-Georg Stammler' data_compound1a _database_code_depnum_ccdc_archive 'CCDC 657956' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C54 H56 O6' _chemical_formula_sum 'C54 H56 O6' _chemical_formula_weight 800.99 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 Monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.3668(7) _cell_length_b 11.4423(3) _cell_length_c 23.2936(9) _cell_angle_alpha 90.00 _cell_angle_beta 108.9726(17) _cell_angle_gamma 90.00 _cell_volume 4377.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9262 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.215 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1712 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9770 _exptl_absorpt_correction_T_max 0.9984 _exptl_absorpt_process_details 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41011 _diffrn_reflns_av_R_equivalents 0.056 _diffrn_reflns_av_sigmaI/netI 0.0549 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9820 _reflns_number_gt 6681 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Bruker AXS, 2004' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0594P)^2^+2.7921P] 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 9820 _refine_ls_number_parameters 561 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0971 _refine_ls_R_factor_gt 0.0563 _refine_ls_wR_factor_ref 0.1447 _refine_ls_wR_factor_gt 0.1232 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.67885(10) 0.43613(12) 0.86711(6) 0.0321(4) Uani 1 1 d . . . O2 O 0.49085(8) 0.37744(11) 0.31519(6) 0.0243(3) Uani 1 1 d . . . O3 O 0.85769(8) 0.47174(11) 0.60513(6) 0.0232(3) Uani 1 1 d . . . O4 O 0.77322(9) 0.29102(12) 0.67449(6) 0.0286(3) Uani 1 1 d . A . O5 O 0.69444(8) 0.04681(11) 0.60532(6) 0.0246(3) Uani 1 1 d . B . O6 O 0.73318(8) 0.24708(11) 0.52522(6) 0.0240(3) Uani 1 1 d . . . C1 C 0.72220(12) 0.51008(15) 0.53739(8) 0.0196(4) Uani 1 1 d . . . C2 C 0.64256(12) 0.54433(17) 0.52961(9) 0.0242(4) Uani 1 1 d . . . H2 H 0.6040 0.5469 0.4899 0.029 Uiso 1 1 calc R . . C3 C 0.61839(13) 0.57478(17) 0.57892(9) 0.0259(4) Uani 1 1 d . . . H3 H 0.5640 0.5992 0.5729 0.031 Uiso 1 1 calc R . . C4 C 0.67441(13) 0.56922(17) 0.63709(9) 0.0249(4) Uani 1 1 d . . . H4 H 0.6578 0.5894 0.6708 0.030 Uiso 1 1 calc R . . C5 C 0.75423(12) 0.53466(16) 0.64680(8) 0.0217(4) Uani 1 1 d . . . C6 C 0.77809(12) 0.50753(16) 0.59634(8) 0.0198(4) Uani 1 1 d . . . C7 C 0.81174(13) 0.52295(18) 0.71181(8) 0.0251(4) Uani 1 1 d . . . H7A H 0.8203 0.6006 0.7316 0.030 Uiso 1 1 calc R . . H7B H 0.8652 0.4934 0.7115 0.030 Uiso 1 1 calc R . . C8 C 0.77622(12) 0.43892(17) 0.74778(8) 0.0241(4) Uani 1 1 d . . . C9 C 0.75714(13) 0.47446(17) 0.80010(8) 0.0243(4) Uani 1 1 d . . . C10 C 0.70548(13) 0.40231(18) 0.81979(8) 0.0258(4) Uani 1 1 d . . . C11 C 0.67998(13) 0.29424(18) 0.79399(9) 0.0265(4) Uani 1 1 d . . . H11 H 0.6458 0.2471 0.8091 0.032 Uiso 1 1 calc R . . C12 C 0.70399(13) 0.25393(17) 0.74598(8) 0.0251(4) Uani 1 1 d . . . C13 C 0.75265(13) 0.32757(18) 0.72422(8) 0.0251(4) Uani 1 1 d . . . C14 C 0.67213(13) 0.13814(17) 0.71535(9) 0.0266(5) Uani 1 1 d . . . H14A H 0.7184 0.0908 0.7125 0.032 Uiso 1 1 calc R . . H14B H 0.6457 0.0945 0.7406 0.032 Uiso 1 1 calc R . . C15 C 0.61124(13) 0.15517(16) 0.65216(9) 0.0235(4) Uani 1 1 d . . . C16 C 0.53956(13) 0.21577(17) 0.64530(9) 0.0272(5) Uani 1 1 d . . . H16 H 0.5278 0.2410 0.6804 0.033 Uiso 1 1 calc R . . C17 C 0.48489(13) 0.24032(18) 0.58853(9) 0.0277(5) Uani 1 1 d . . . H17 H 0.4358 0.2810 0.5847 0.033 Uiso 1 1 calc R . . C18 C 0.50257(13) 0.20478(17) 0.53721(9) 0.0260(4) Uani 1 1 d . . . H18 H 0.4663 0.2246 0.4982 0.031 Uiso 1 1 calc R . . C19 C 0.57233(13) 0.14070(16) 0.54187(8) 0.0231(4) Uani 1 1 d . . . C20 C 0.62582(12) 0.11424(16) 0.59985(9) 0.0227(4) Uani 1 1 d . . . C21 C 0.59040(13) 0.10431(17) 0.48449(8) 0.0239(4) Uani 1 1 d . . . H21A H 0.6398 0.0548 0.4957 0.029 Uiso 1 1 calc R . . H21B H 0.5444 0.0575 0.4583 0.029 Uiso 1 1 calc R . . C22 C 0.60323(12) 0.21048(16) 0.44957(8) 0.0217(4) Uani 1 1 d . . . C23 C 0.54258(12) 0.24681(16) 0.39738(8) 0.0217(4) Uani 1 1 d . . . H23 H 0.4940 0.2024 0.3819 0.026 Uiso 1 1 calc R . . C24 C 0.55281(12) 0.34786(16) 0.36787(8) 0.0208(4) Uani 1 1 d . . . C25 C 0.62319(12) 0.41678(16) 0.38888(8) 0.0205(4) Uani 1 1 d . . . C26 C 0.68174(12) 0.38577(16) 0.44509(8) 0.0210(4) Uani 1 1 d . . . C27 C 0.67319(12) 0.27964(16) 0.47204(8) 0.0211(4) Uani 1 1 d . . . C28 C 0.74574(12) 0.47089(16) 0.48262(8) 0.0210(4) Uani 1 1 d . . . H28A H 0.7490 0.5395 0.4576 0.025 Uiso 1 1 calc R . . H28B H 0.7997 0.4325 0.4965 0.025 Uiso 1 1 calc R . . C29 C 0.79424(13) 0.57426(17) 0.84017(8) 0.0258(4) Uani 1 1 d . . . C30 C 0.87224(14) 0.61747(19) 0.84739(9) 0.0302(5) Uani 1 1 d . . . H30 H 0.9021 0.5874 0.8230 0.036 Uiso 1 1 calc R . . C31 C 0.90637(15) 0.7041(2) 0.89002(9) 0.0353(5) Uani 1 1 d . . . H31 H 0.9585 0.7350 0.8936 0.042 Uiso 1 1 calc R . . C32 C 0.86425(16) 0.7455(2) 0.92741(9) 0.0373(6) Uani 1 1 d . . . H32 H 0.8875 0.8049 0.9564 0.045 Uiso 1 1 calc R . . C33 C 0.78879(15) 0.70047(19) 0.92257(9) 0.0348(5) Uani 1 1 d . . . H33 H 0.7609 0.7271 0.9491 0.042 Uiso 1 1 calc R . . C34 C 0.75312(14) 0.61576(18) 0.87882(9) 0.0289(5) Uani 1 1 d . . . C35 C 0.67266(14) 0.56119(18) 0.87158(10) 0.0324(5) Uani 1 1 d . . . H35A H 0.6553 0.5811 0.9069 0.039 Uiso 1 1 calc R . . H35B H 0.6313 0.5918 0.8345 0.039 Uiso 1 1 calc R . . C36 C 0.63325(12) 0.50914(16) 0.34738(8) 0.0209(4) Uani 1 1 d . . . C37 C 0.70866(13) 0.54529(17) 0.34363(8) 0.0227(4) Uani 1 1 d . . . H37 H 0.7575 0.5131 0.3705 0.027 Uiso 1 1 calc R . . C38 C 0.71235(13) 0.62789(17) 0.30087(8) 0.0253(4) Uani 1 1 d . . . H38 H 0.7638 0.6538 0.2997 0.030 Uiso 1 1 calc R . . C39 C 0.64165(13) 0.67275(17) 0.26001(9) 0.0269(5) Uani 1 1 d . . . H39 H 0.6445 0.7307 0.2316 0.032 Uiso 1 1 calc R . . C40 C 0.56670(13) 0.63276(17) 0.26074(9) 0.0260(4) Uani 1 1 d . . . H40 H 0.5182 0.6607 0.2315 0.031 Uiso 1 1 calc R . . C41 C 0.56220(12) 0.55171(17) 0.30412(8) 0.0228(4) Uani 1 1 d . . . C42 C 0.48352(13) 0.50256(17) 0.30671(9) 0.0262(4) Uani 1 1 d . . . H42A H 0.4697 0.5387 0.3407 0.031 Uiso 1 1 calc R . . H42B H 0.4393 0.5206 0.2685 0.031 Uiso 1 1 calc R . . C43 C 0.90917(13) 0.56350(18) 0.59728(9) 0.0279(5) Uani 1 1 d . . . H43A H 0.9178 0.6219 0.6301 0.033 Uiso 1 1 calc R . . H43B H 0.8833 0.6032 0.5579 0.033 Uiso 1 1 calc R . . C44 C 0.98944(15) 0.5114(2) 0.59885(13) 0.0447(6) Uani 1 1 d . . . H44A H 0.9799 0.4524 0.5662 0.054 Uiso 1 1 calc R . . H44B H 1.0143 0.4711 0.6382 0.054 Uiso 1 1 calc R . . C45 C 1.04823(17) 0.6039(3) 0.59071(16) 0.0650(9) Uani 1 1 d . . . H45A H 1.0247 0.6418 0.5511 0.097 Uiso 1 1 calc R . . H45B H 1.1000 0.5668 0.5928 0.097 Uiso 1 1 calc R . . H45C H 1.0578 0.6625 0.6230 0.097 Uiso 1 1 calc R . . C46 C 0.84869(19) 0.2348(3) 0.68720(12) 0.0634(9) Uani 1 1 d . . . H46A H 0.8410 0.1574 0.7035 0.076 Uiso 0.464(7) 1 calc PR A 1 H46B H 0.8545 0.2195 0.6470 0.076 Uiso 0.464(7) 1 calc PR A 1 H46C H 0.8529 0.2143 0.6470 0.076 Uiso 0.536(7) 1 calc PR A 2 H46D H 0.8898 0.2967 0.7038 0.076 Uiso 0.536(7) 1 calc PR A 2 C47A C 0.9215(4) 0.2696(5) 0.7218(3) 0.0503(18) Uani 0.464(7) 1 d P A 1 H47A H 0.9175 0.2976 0.7609 0.060 Uiso 0.464(7) 1 calc PR A 1 H47B H 0.9383 0.3368 0.7018 0.060 Uiso 0.464(7) 1 calc PR A 1 C47B C 0.8770(3) 0.1413(5) 0.7221(3) 0.0544(17) Uani 0.536(7) 1 d P A 2 H47C H 0.8396 0.0751 0.7058 0.065 Uiso 0.536(7) 1 calc PR A 2 H47D H 0.8754 0.1582 0.7634 0.065 Uiso 0.536(7) 1 calc PR A 2 C48A C 0.9874(5) 0.1768(8) 0.7347(4) 0.060(2) Uani 0.464(7) 1 d P A 1 H48A H 1.0391 0.2098 0.7606 0.090 Uiso 0.464(7) 1 calc PR A 1 H48B H 0.9933 0.1501 0.6964 0.090 Uiso 0.464(7) 1 calc PR A 1 H48C H 0.9722 0.1106 0.7555 0.090 Uiso 0.464(7) 1 calc PR A 1 C48B C 0.9635(4) 0.1024(8) 0.7275(4) 0.069(2) Uani 0.536(7) 1 d P A 2 H48D H 0.9781 0.0335 0.7538 0.104 Uiso 0.536(7) 1 calc PR A 2 H48E H 1.0018 0.1659 0.7449 0.104 Uiso 0.536(7) 1 calc PR A 2 H48F H 0.9658 0.0829 0.6871 0.104 Uiso 0.536(7) 1 calc PR A 2 C49 C 0.67851(15) -0.07664(18) 0.60500(11) 0.0365(5) Uani 1 1 d . . . H49A H 0.6226 -0.0934 0.5779 0.044 Uiso 0.415(12) 1 calc PR B 1 H49B H 0.6832 -0.1031 0.6465 0.044 Uiso 0.415(12) 1 calc PR B 1 H49C H 0.6321 -0.0975 0.5687 0.044 Uiso 0.585(12) 1 calc PR B 2 H49D H 0.6645 -0.0984 0.6415 0.044 Uiso 0.585(12) 1 calc PR B 2 C50A C 0.7423(4) -0.1434(6) 0.5819(4) 0.0346(18) Uiso 0.415(12) 1 d P B 1 H50A H 0.7286 -0.2276 0.5787 0.042 Uiso 0.415(12) 1 calc PR B 1 H50B H 0.7369 -0.1151 0.5406 0.042 Uiso 0.415(12) 1 calc PR B 1 C50B C 0.7553(4) -0.1424(5) 0.6043(3) 0.0507(16) Uiso 0.585(12) 1 d P B 2 H50C H 0.7419 -0.2266 0.5985 0.061 Uiso 0.585(12) 1 calc PR B 2 H50D H 0.7696 -0.1156 0.5687 0.061 Uiso 0.585(12) 1 calc PR B 2 C51A C 0.8246(6) -0.1302(8) 0.6192(5) 0.073(3) Uiso 0.415(12) 1 d P B 1 H51A H 0.8600 -0.1743 0.6017 0.110 Uiso 0.415(12) 1 calc PR B 1 H51B H 0.8311 -0.1598 0.6600 0.110 Uiso 0.415(12) 1 calc PR B 1 H51C H 0.8395 -0.0473 0.6216 0.110 Uiso 0.415(12) 1 calc PR B 1 C51B C 0.8257(4) -0.1297(5) 0.6571(3) 0.069(2) Uiso 0.585(12) 1 d P B 2 H51D H 0.8707 -0.1756 0.6520 0.103 Uiso 0.585(12) 1 calc PR B 2 H51E H 0.8132 -0.1577 0.6929 0.103 Uiso 0.585(12) 1 calc PR B 2 H51F H 0.8414 -0.0472 0.6626 0.103 Uiso 0.585(12) 1 calc PR B 2 C52 C 0.78689(14) 0.15684(18) 0.51636(9) 0.0301(5) Uani 1 1 d . . . H52A H 0.7543 0.1003 0.4860 0.036 Uiso 1 1 calc R . . H52B H 0.8110 0.1142 0.5551 0.036 Uiso 1 1 calc R . . C53 C 0.85449(14) 0.2025(2) 0.49557(11) 0.0361(5) Uani 1 1 d . . . H53A H 0.8868 0.2606 0.5251 0.043 Uiso 1 1 calc R . . H53B H 0.8312 0.2419 0.4558 0.043 Uiso 1 1 calc R . . C54 C 0.90965(15) 0.1022(2) 0.48973(13) 0.0444(6) Uani 1 1 d . . . H54A H 0.9330 0.0638 0.5292 0.067 Uiso 1 1 calc R . . H54B H 0.9536 0.1330 0.4763 0.067 Uiso 1 1 calc R . . H54C H 0.8777 0.0454 0.4600 0.067 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0483(10) 0.0286(8) 0.0273(7) 0.0008(6) 0.0230(7) -0.0009(7) O2 0.0277(8) 0.0230(7) 0.0203(7) 0.0001(5) 0.0053(6) -0.0010(6) O3 0.0224(8) 0.0249(7) 0.0233(7) 0.0015(5) 0.0088(6) 0.0002(6) O4 0.0363(9) 0.0314(8) 0.0218(7) -0.0010(6) 0.0145(6) 0.0004(7) O5 0.0291(8) 0.0182(7) 0.0275(7) 0.0009(5) 0.0106(6) 0.0003(6) O6 0.0283(8) 0.0234(7) 0.0196(6) 0.0016(5) 0.0067(6) 0.0016(6) C1 0.0244(11) 0.0166(9) 0.0195(9) 0.0005(7) 0.0094(8) -0.0013(8) C2 0.0260(11) 0.0246(10) 0.0212(9) 0.0008(8) 0.0065(8) 0.0003(8) C3 0.0253(12) 0.0246(10) 0.0307(11) 0.0001(8) 0.0129(9) 0.0017(8) C4 0.0327(12) 0.0225(10) 0.0245(10) -0.0040(8) 0.0161(9) -0.0031(9) C5 0.0279(11) 0.0185(9) 0.0202(9) -0.0004(7) 0.0099(8) -0.0047(8) C6 0.0221(11) 0.0178(9) 0.0212(9) 0.0007(7) 0.0092(8) -0.0009(8) C7 0.0288(12) 0.0276(10) 0.0198(9) -0.0002(8) 0.0093(8) -0.0055(9) C8 0.0263(11) 0.0274(10) 0.0180(9) 0.0027(8) 0.0064(8) -0.0011(9) C9 0.0276(11) 0.0256(10) 0.0191(9) 0.0022(8) 0.0067(8) 0.0010(8) C10 0.0317(12) 0.0293(11) 0.0183(9) 0.0039(8) 0.0109(8) 0.0031(9) C11 0.0329(12) 0.0258(10) 0.0228(10) 0.0050(8) 0.0118(9) -0.0020(9) C12 0.0296(12) 0.0248(10) 0.0203(9) 0.0040(8) 0.0074(8) 0.0013(9) C13 0.0308(12) 0.0291(11) 0.0163(9) 0.0019(8) 0.0088(8) 0.0017(9) C14 0.0357(13) 0.0223(10) 0.0232(10) 0.0043(8) 0.0114(9) -0.0013(9) C15 0.0304(12) 0.0192(9) 0.0230(9) 0.0020(7) 0.0115(8) -0.0051(8) C16 0.0349(13) 0.0253(10) 0.0262(10) 0.0009(8) 0.0165(9) -0.0010(9) C17 0.0284(12) 0.0256(10) 0.0319(11) 0.0016(8) 0.0139(9) 0.0018(9) C18 0.0293(12) 0.0228(10) 0.0257(10) 0.0023(8) 0.0088(9) -0.0034(9) C19 0.0291(12) 0.0191(9) 0.0229(10) 0.0001(7) 0.0111(8) -0.0048(8) C20 0.0255(11) 0.0179(9) 0.0265(10) 0.0025(7) 0.0108(8) -0.0027(8) C21 0.0300(12) 0.0194(9) 0.0233(9) -0.0002(7) 0.0098(8) -0.0034(8) C22 0.0283(11) 0.0201(9) 0.0201(9) -0.0022(7) 0.0124(8) 0.0005(8) C23 0.0251(11) 0.0211(9) 0.0210(9) -0.0048(7) 0.0104(8) -0.0025(8) C24 0.0247(11) 0.0224(10) 0.0166(9) -0.0025(7) 0.0084(8) 0.0021(8) C25 0.0259(11) 0.0195(9) 0.0182(9) -0.0005(7) 0.0098(8) 0.0016(8) C26 0.0255(11) 0.0217(9) 0.0192(9) -0.0017(7) 0.0118(8) 0.0008(8) C27 0.0258(11) 0.0221(10) 0.0168(9) 0.0001(7) 0.0087(8) 0.0024(8) C28 0.0245(11) 0.0212(10) 0.0190(9) 0.0014(7) 0.0095(8) -0.0010(8) C29 0.0334(12) 0.0265(10) 0.0172(9) 0.0043(8) 0.0078(8) 0.0011(9) C30 0.0356(13) 0.0321(11) 0.0209(10) 0.0005(8) 0.0066(9) 0.0001(10) C31 0.0383(14) 0.0359(12) 0.0261(11) -0.0011(9) 0.0025(10) -0.0034(10) C32 0.0538(16) 0.0311(12) 0.0208(10) -0.0044(9) 0.0037(10) -0.0006(11) C33 0.0536(16) 0.0293(11) 0.0214(10) 0.0004(8) 0.0121(10) 0.0061(11) C34 0.0443(14) 0.0243(10) 0.0191(9) 0.0050(8) 0.0116(9) 0.0059(9) C35 0.0464(14) 0.0291(11) 0.0279(11) 0.0009(9) 0.0207(10) 0.0035(10) C36 0.0290(11) 0.0186(9) 0.0166(9) -0.0021(7) 0.0095(8) -0.0006(8) C37 0.0284(11) 0.0231(10) 0.0173(9) -0.0013(7) 0.0081(8) -0.0003(8) C38 0.0329(12) 0.0251(10) 0.0209(9) -0.0020(8) 0.0128(9) -0.0052(9) C39 0.0409(13) 0.0220(10) 0.0208(9) 0.0014(8) 0.0142(9) 0.0001(9) C40 0.0347(12) 0.0234(10) 0.0202(9) 0.0018(8) 0.0094(9) 0.0045(9) C41 0.0285(11) 0.0215(10) 0.0192(9) -0.0018(7) 0.0087(8) 0.0004(8) C42 0.0295(12) 0.0240(10) 0.0238(10) 0.0047(8) 0.0068(9) 0.0026(9) C43 0.0256(12) 0.0286(11) 0.0300(11) 0.0037(9) 0.0097(9) -0.0036(9) C44 0.0304(14) 0.0452(14) 0.0634(17) 0.0084(12) 0.0221(12) 0.0005(11) C45 0.0323(16) 0.068(2) 0.099(2) 0.0221(18) 0.0283(16) -0.0025(14) C46 0.058(2) 0.098(2) 0.0336(14) -0.0106(15) 0.0136(13) 0.0334(18) C47A 0.040(4) 0.059(4) 0.050(3) 0.010(3) 0.011(3) 0.002(3) C47B 0.044(3) 0.058(3) 0.066(4) 0.019(3) 0.024(3) 0.016(3) C48A 0.046(4) 0.071(5) 0.063(4) -0.002(4) 0.017(3) 0.016(4) C48B 0.044(4) 0.081(5) 0.089(5) 0.020(4) 0.028(3) 0.016(4) C49 0.0396(14) 0.0189(10) 0.0515(14) 0.0043(10) 0.0157(11) -0.0018(9) C52 0.0334(13) 0.0266(11) 0.0286(11) 0.0030(8) 0.0076(9) 0.0031(9) C53 0.0323(13) 0.0314(12) 0.0447(13) -0.0028(10) 0.0127(11) -0.0010(10) C54 0.0323(14) 0.0382(13) 0.0639(17) -0.0117(12) 0.0171(12) 0.0010(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C10 1.382(2) . ? O1 C35 1.441(3) . ? O2 C24 1.386(2) . ? O2 C42 1.445(2) . ? O3 C6 1.392(2) . ? O3 C43 1.429(2) . ? O4 C13 1.383(2) . ? O4 C46 1.402(3) . ? O5 C20 1.390(2) . ? O5 C49 1.439(2) . ? O6 C27 1.386(2) . ? O6 C52 1.451(2) . ? C1 C2 1.392(3) . ? C1 C6 1.401(3) . ? C1 C28 1.528(2) . ? C2 C3 1.389(3) . ? C2 H2 0.9500 . ? C3 C4 1.389(3) . ? C3 H3 0.9500 . ? C4 C5 1.388(3) . ? C4 H4 0.9500 . ? C5 C6 1.402(3) . ? C5 C7 1.525(3) . ? C7 C8 1.531(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C13 1.395(3) . ? C8 C9 1.422(3) . ? C9 C10 1.402(3) . ? C9 C29 1.483(3) . ? C10 C11 1.383(3) . ? C11 C12 1.393(3) . ? C11 H11 0.9500 . ? C12 C13 1.400(3) . ? C12 C14 1.521(3) . ? C14 C15 1.520(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.388(3) . ? C15 C20 1.403(3) . ? C16 C17 1.383(3) . ? C16 H16 0.9500 . ? C17 C18 1.388(3) . ? C17 H17 0.9500 . ? C18 C19 1.390(3) . ? C18 H18 0.9500 . ? C19 C20 1.401(3) . ? C19 C21 1.527(3) . ? C21 C22 1.518(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.388(3) . ? C22 C27 1.401(3) . ? C23 C24 1.386(3) . ? C23 H23 0.9500 . ? C24 C25 1.402(3) . ? C25 C26 1.417(3) . ? C25 C36 1.480(3) . ? C26 C27 1.397(3) . ? C26 C28 1.522(3) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.400(3) . ? C29 C34 1.401(3) . ? C30 C31 1.392(3) . ? C30 H30 0.9500 . ? C31 C32 1.390(3) . ? C31 H31 0.9500 . ? C32 C33 1.378(3) . ? C32 H32 0.9500 . ? C33 C34 1.397(3) . ? C33 H33 0.9500 . ? C34 C35 1.489(3) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C41 1.402(3) . ? C36 C37 1.403(3) . ? C37 C38 1.390(3) . ? C37 H37 0.9500 . ? C38 C39 1.385(3) . ? C38 H38 0.9500 . ? C39 C40 1.385(3) . ? C39 H39 0.9500 . ? C40 C41 1.392(3) . ? C40 H40 0.9500 . ? C41 C42 1.497(3) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.506(3) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C45 1.525(4) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 C47A 1.321(7) . ? C46 C47B 1.337(6) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C46 H46C 0.9900 . ? C46 H46D 0.9900 . ? C47A C48A 1.517(9) . ? C47A H47A 0.9900 . ? C47A H47B 0.9900 . ? C47B C48B 1.532(8) . ? C47B H47C 0.9900 . ? C47B H47D 0.9900 . ? C48A H48A 0.9800 . ? C48A H48B 0.9800 . ? C48A H48C 0.9800 . ? C48B H48D 0.9800 . ? C48B H48E 0.9800 . ? C48B H48F 0.9800 . ? C49 C50B 1.535(6) . ? C49 C50A 1.577(7) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C49 H49C 0.9900 . ? C49 H49D 0.9900 . ? C50A C51A 1.419(11) . ? C50A H50A 0.9900 . ? C50A H50B 0.9900 . ? C50B C51B 1.433(8) . ? C50B H50C 0.9900 . ? C50B H50D 0.9900 . ? C51A H51A 0.9800 . ? C51A H51B 0.9800 . ? C51A H51C 0.9800 . ? C51B H51D 0.9800 . ? C51B H51E 0.9800 . ? C51B H51F 0.9800 . ? C52 C53 1.502(3) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.529(3) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 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 C10 O1 C35 112.82(15) . . ? C24 O2 C42 111.81(14) . . ? C6 O3 C43 113.45(14) . . ? C13 O4 C46 116.10(17) . . ? C20 O5 C49 112.75(16) . . ? C27 O6 C52 113.30(14) . . ? C2 C1 C6 118.44(17) . . ? C2 C1 C28 119.88(17) . . ? C6 C1 C28 121.62(17) . . ? C3 C2 C1 121.17(18) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C4 C3 C2 119.40(19) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C5 C4 C3 121.18(18) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? C4 C5 C6 118.58(17) . . ? C4 C5 C7 118.95(17) . . ? C6 C5 C7 122.43(18) . . ? O3 C6 C1 119.27(16) . . ? O3 C6 C5 119.48(16) . . ? C1 C6 C5 121.18(18) . . ? C5 C7 C8 110.38(16) . . ? C5 C7 H7A 109.6 . . ? C8 C7 H7A 109.6 . . ? C5 C7 H7B 109.6 . . ? C8 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? C13 C8 C9 118.55(18) . . ? C13 C8 C7 118.51(16) . . ? C9 C8 C7 122.48(17) . . ? C10 C9 C8 117.66(18) . . ? C10 C9 C29 116.16(17) . . ? C8 C9 C29 125.80(18) . . ? O1 C10 C11 117.00(18) . . ? O1 C10 C9 120.79(18) . . ? C11 C10 C9 122.21(18) . . ? C10 C11 C12 120.51(19) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C11 C12 C13 117.70(18) . . ? C11 C12 C14 120.44(18) . . ? C13 C12 C14 121.66(17) . . ? O4 C13 C8 118.88(17) . . ? O4 C13 C12 118.16(17) . . ? C8 C13 C12 122.81(18) . . ? C15 C14 C12 112.03(16) . . ? C15 C14 H14A 109.2 . . ? C12 C14 H14A 109.2 . . ? C15 C14 H14B 109.2 . . ? C12 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C16 C15 C20 118.35(18) . . ? C16 C15 C14 119.41(17) . . ? C20 C15 C14 122.21(18) . . ? C17 C16 C15 121.52(18) . . ? C17 C16 H16 119.2 . . ? C15 C16 H16 119.2 . . ? C16 C17 C18 119.3(2) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? C17 C18 C19 121.23(19) . . ? C17 C18 H18 119.4 . . ? C19 C18 H18 119.4 . . ? C18 C19 C20 118.50(17) . . ? C18 C19 C21 119.84(17) . . ? C20 C19 C21 121.63(18) . . ? O5 C20 C19 119.22(17) . . ? O5 C20 C15 119.79(17) . . ? C19 C20 C15 120.98(18) . . ? C22 C21 C19 111.02(15) . . ? C22 C21 H21A 109.4 . . ? C19 C21 H21A 109.4 . . ? C22 C21 H21B 109.4 . . ? C19 C21 H21B 109.4 . . ? H21A C21 H21B 108.0 . . ? C23 C22 C27 118.49(17) . . ? C23 C22 C21 120.46(18) . . ? C27 C22 C21 120.81(17) . . ? C24 C23 C22 120.07(18) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? O2 C24 C23 117.08(17) . . ? O2 C24 C25 120.63(16) . . ? C23 C24 C25 122.27(18) . . ? C24 C25 C26 117.63(17) . . ? C24 C25 C36 116.62(16) . . ? C26 C25 C36 125.49(18) . . ? C27 C26 C25 118.92(18) . . ? C27 C26 C28 117.57(16) . . ? C25 C26 C28 122.75(17) . . ? O6 C27 C26 118.46(17) . . ? O6 C27 C22 119.40(16) . . ? C26 C27 C22 121.95(18) . . ? C26 C28 C1 108.89(15) . . ? C26 C28 H28A 109.9 . . ? C1 C28 H28A 109.9 . . ? C26 C28 H28B 109.9 . . ? C1 C28 H28B 109.9 . . ? H28A C28 H28B 108.3 . . ? C30 C29 C34 118.58(19) . . ? C30 C29 C9 123.57(18) . . ? C34 C29 C9 117.22(19) . . ? C31 C30 C29 120.6(2) . . ? C31 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C32 C31 C30 120.0(2) . . ? C32 C31 H31 120.0 . . ? C30 C31 H31 120.0 . . ? C33 C32 C31 120.1(2) . . ? C33 C32 H32 120.0 . . ? C31 C32 H32 120.0 . . ? C32 C33 C34 120.2(2) . . ? C32 C33 H33 119.9 . . ? C34 C33 H33 119.9 . . ? C33 C34 C29 120.4(2) . . ? C33 C34 C35 123.43(19) . . ? C29 C34 C35 116.13(18) . . ? O1 C35 C34 109.59(18) . . ? O1 C35 H35A 109.8 . . ? C34 C35 H35A 109.8 . . ? O1 C35 H35B 109.8 . . ? C34 C35 H35B 109.8 . . ? H35A C35 H35B 108.2 . . ? C41 C36 C37 118.28(17) . . ? C41 C36 C25 117.01(17) . . ? C37 C36 C25 124.18(18) . . ? C38 C37 C36 120.45(19) . . ? C38 C37 H37 119.8 . . ? C36 C37 H37 119.8 . . ? C39 C38 C37 120.51(19) . . ? C39 C38 H38 119.7 . . ? C37 C38 H38 119.7 . . ? C38 C39 C40 119.74(18) . . ? C38 C39 H39 120.1 . . ? C40 C39 H39 120.1 . . ? C39 C40 C41 120.24(19) . . ? C39 C40 H40 119.9 . . ? C41 C40 H40 119.9 . . ? C40 C41 C36 120.60(19) . . ? C40 C41 C42 123.15(18) . . ? C36 C41 C42 116.23(17) . . ? O2 C42 C41 109.67(16) . . ? O2 C42 H42A 109.7 . . ? C41 C42 H42A 109.7 . . ? O2 C42 H42B 109.7 . . ? C41 C42 H42B 109.7 . . ? H42A C42 H42B 108.2 . . ? O3 C43 C44 108.58(17) . . ? O3 C43 H43A 110.0 . . ? C44 C43 H43A 110.0 . . ? O3 C43 H43B 110.0 . . ? C44 C43 H43B 110.0 . . ? H43A C43 H43B 108.4 . . ? C43 C44 C45 112.0(2) . . ? C43 C44 H44A 109.2 . . ? C45 C44 H44A 109.2 . . ? C43 C44 H44B 109.2 . . ? C45 C44 H44B 109.2 . . ? H44A C44 H44B 107.9 . . ? C44 C45 H45A 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C44 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C47A C46 C47B 77.3(4) . . ? C47A C46 O4 129.4(4) . . ? C47B C46 O4 129.0(4) . . ? C47A C46 H46A 104.9 . . ? C47B C46 H46A 28.3 . . ? O4 C46 H46A 104.9 . . ? C47A C46 H46B 104.9 . . ? C47B C46 H46B 107.6 . . ? O4 C46 H46B 104.9 . . ? H46A C46 H46B 105.8 . . ? C47A C46 H46C 107.3 . . ? C47B C46 H46C 105.0 . . ? O4 C46 H46C 105.0 . . ? H46A C46 H46C 102.2 . . ? H46B C46 H46C 3.8 . . ? C47A C46 H46D 28.5 . . ? C47B C46 H46D 105.0 . . ? O4 C46 H46D 105.0 . . ? H46A C46 H46D 131.3 . . ? H46B C46 H46D 102.3 . . ? H46C C46 H46D 105.9 . . ? C46 C47A C48A 114.9(6) . . ? C46 C47A H47A 108.6 . . ? C48A C47A H47A 108.6 . . ? C46 C47A H47B 108.6 . . ? C48A C47A H47B 108.6 . . ? H47A C47A H47B 107.5 . . ? C46 C47B C48B 116.1(5) . . ? C46 C47B H47C 108.3 . . ? C48B C47B H47C 108.3 . . ? C46 C47B H47D 108.3 . . ? C48B C47B H47D 108.3 . . ? H47C C47B H47D 107.4 . . ? C47A C48A H48A 109.5 . . ? C47A C48A H48B 109.5 . . ? H48A C48A H48B 109.5 . . ? C47A C48A H48C 109.5 . . ? H48A C48A H48C 109.5 . . ? H48B C48A H48C 109.5 . . ? C47B C48B H48D 109.5 . . ? C47B C48B H48E 109.5 . . ? H48D C48B H48E 109.5 . . ? C47B C48B H48F 109.5 . . ? H48D C48B H48F 109.5 . . ? H48E C48B H48F 109.5 . . ? O5 C49 C50B 108.4(3) . . ? O5 C49 C50A 108.8(3) . . ? C50B C49 C50A 18.4(3) . . ? O5 C49 H49A 109.9 . . ? C50B C49 H49A 125.0 . . ? C50A C49 H49A 109.9 . . ? O5 C49 H49B 109.9 . . ? C50B C49 H49B 93.7 . . ? C50A C49 H49B 109.9 . . ? H49A C49 H49B 108.3 . . ? O5 C49 H49C 110.0 . . ? C50B C49 H49C 110.0 . . ? C50A C49 H49C 93.4 . . ? H49A C49 H49C 18.3 . . ? H49B C49 H49C 123.1 . . ? O5 C49 H49D 110.0 . . ? C50B C49 H49D 110.0 . . ? C50A C49 H49D 124.6 . . ? H49A C49 H49D 92.0 . . ? H49B C49 H49D 18.1 . . ? H49C C49 H49D 108.4 . . ? C51A C50A C49 114.7(6) . . ? C51A C50A H50A 108.6 . . ? C49 C50A H50A 108.6 . . ? C51A C50A H50B 108.6 . . ? C49 C50A H50B 108.6 . . ? H50A C50A H50B 107.6 . . ? C51B C50B C49 116.3(5) . . ? C51B C50B H50C 108.2 . . ? C49 C50B H50C 108.2 . . ? C51B C50B H50D 108.2 . . ? C49 C50B H50D 108.2 . . ? H50C C50B H50D 107.4 . . ? C50A C51A H51A 109.5 . . ? C50A C51A H51B 109.5 . . ? H51A C51A H51B 109.5 . . ? C50A C51A H51C 109.5 . . ? H51A C51A H51C 109.5 . . ? H51B C51A H51C 109.5 . . ? C50B C51B H51D 109.5 . . ? C50B C51B H51E 109.5 . . ? H51D C51B H51E 109.5 . . ? C50B C51B H51F 109.5 . . ? H51D C51B H51F 109.5 . . ? H51E C51B H51F 109.5 . . ? O6 C52 C53 113.85(17) . . ? O6 C52 H52A 108.8 . . ? C53 C52 H52A 108.8 . . ? O6 C52 H52B 108.8 . . ? C53 C52 H52B 108.8 . . ? H52A C52 H52B 107.7 . . ? C52 C53 C54 110.19(19) . . ? C52 C53 H53A 109.6 . . ? C54 C53 H53A 109.6 . . ? C52 C53 H53B 109.6 . . ? C54 C53 H53B 109.6 . . ? H53A C53 H53B 108.1 . . ? 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 . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.791 _refine_diff_density_min -0.379 _refine_diff_density_rms 0.052 # Attachment 'B713357J_Compound_1b.txt' #============================================================================== data_compound1b _database_code_depnum_ccdc_archive 'CCDC 657957' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C54 H56 O6' _chemical_formula_sum 'C54 H56 O6' _chemical_formula_weight 800.99 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 11.5936(2) _cell_length_b 11.6506(3) _cell_length_c 17.2247(3) _cell_angle_alpha 73.0552(11) _cell_angle_beta 75.3562(13) _cell_angle_gamma 77.6072(12) _cell_volume 2128.35(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 12112 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 30.034 _exptl_crystal_description fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9787 _exptl_absorpt_correction_T_max 0.9936 _exptl_absorpt_process_details 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 59242 _diffrn_reflns_av_R_equivalents 0.068 _diffrn_reflns_av_sigmaI/netI 0.0720 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 30.00 _reflns_number_total 12396 _reflns_number_gt 7793 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Bruker AXS, 2004' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0594P)^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 12396 _refine_ls_number_parameters 545 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1005 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1271 _refine_ls_wR_factor_gt 0.1122 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.39797(8) 0.33131(9) 0.51846(6) 0.0215(2) Uani 1 1 d . . . O2 O -0.41930(8) 1.05936(9) 0.27769(6) 0.0227(2) Uani 1 1 d . . . O3 O 0.28461(8) 0.93140(8) 0.20941(5) 0.0199(2) Uani 1 1 d . . . O4 O 0.32799(8) 0.63841(8) 0.21816(5) 0.0205(2) Uani 1 1 d . . . O5 O 0.06459(8) 0.55296(8) 0.15075(5) 0.0200(2) Uani 1 1 d . . . O6 O 0.03044(8) 0.82130(8) 0.16893(5) 0.0200(2) Uani 1 1 d . . . C1 C 0.08464(11) 0.93313(12) 0.29443(8) 0.0172(3) Uani 1 1 d . . . C2 C 0.01031(12) 0.88975(13) 0.37048(8) 0.0209(3) Uani 1 1 d . . . H2 H -0.0741 0.9175 0.3783 0.025 Uiso 1 1 calc R . . C3 C 0.05773(12) 0.80663(13) 0.43496(9) 0.0219(3) Uani 1 1 d . . . H3 H 0.0067 0.7808 0.4873 0.026 Uiso 1 1 calc R . . C4 C 0.17957(12) 0.76166(13) 0.42261(8) 0.0211(3) Uani 1 1 d . . . H4 H 0.2112 0.7031 0.4664 0.025 Uiso 1 1 calc R . . C5 C 0.25672(11) 0.80053(12) 0.34729(8) 0.0182(3) Uani 1 1 d . . . C6 C 0.20880(11) 0.88905(12) 0.28494(8) 0.0171(3) Uani 1 1 d . . . C7 C 0.38657(12) 0.73667(12) 0.33288(9) 0.0199(3) Uani 1 1 d . . . H7A H 0.4284 0.7683 0.2751 0.024 Uiso 1 1 calc R . . H7B H 0.4307 0.7501 0.3709 0.024 Uiso 1 1 calc R . . C8 C 0.38122(11) 0.60260(12) 0.34937(8) 0.0185(3) Uani 1 1 d . . . C9 C 0.39821(11) 0.52297(12) 0.42404(8) 0.0190(3) Uani 1 1 d . . . H9 H 0.4270 0.5489 0.4621 0.023 Uiso 1 1 calc R . . C10 C 0.37355(11) 0.40566(12) 0.44368(8) 0.0181(3) Uani 1 1 d . . . C11 C 0.31904(11) 0.36498(12) 0.39389(8) 0.0178(3) Uani 1 1 d . . . C12 C 0.29911(11) 0.44768(12) 0.31790(8) 0.0175(3) Uani 1 1 d . . . C13 C 0.33898(11) 0.56020(12) 0.29523(8) 0.0184(3) Uani 1 1 d . . . C14 C 0.22287(11) 0.43072(13) 0.26331(8) 0.0183(3) Uani 1 1 d . . . H14A H 0.2306 0.3433 0.2662 0.022 Uiso 1 1 calc R . . H14B H 0.2518 0.4736 0.2050 0.022 Uiso 1 1 calc R . . C15 C 0.09001(11) 0.48129(12) 0.29233(8) 0.0169(3) Uani 1 1 d . . . C16 C 0.04026(12) 0.47450(12) 0.37599(8) 0.0190(3) Uani 1 1 d . . . H16 H 0.0863 0.4294 0.4165 0.023 Uiso 1 1 calc R . . C17 C -0.07523(12) 0.53242(13) 0.40092(8) 0.0210(3) Uani 1 1 d . . . H17 H -0.1093 0.5234 0.4583 0.025 Uiso 1 1 calc R . . C18 C -0.14072(12) 0.60329(13) 0.34229(8) 0.0206(3) Uani 1 1 d . . . H18 H -0.2180 0.6463 0.3597 0.025 Uiso 1 1 calc R . . C19 C -0.09500(12) 0.61256(12) 0.25790(8) 0.0189(3) Uani 1 1 d . . . C20 C 0.01848(12) 0.54651(12) 0.23454(8) 0.0180(3) Uani 1 1 d . . . C21 C -0.16531(12) 0.70036(13) 0.19568(9) 0.0214(3) Uani 1 1 d . . . H21A H -0.1206 0.6996 0.1386 0.026 Uiso 1 1 calc R . . H21B H -0.2446 0.6752 0.2034 0.026 Uiso 1 1 calc R . . C22 C -0.18330(12) 0.82722(12) 0.20795(8) 0.0192(3) Uani 1 1 d . . . C23 C -0.29550(12) 0.88999(13) 0.23517(8) 0.0207(3) Uani 1 1 d . . . H23 H -0.3666 0.8572 0.2414 0.025 Uiso 1 1 calc R . . C24 C -0.30398(11) 1.00028(13) 0.25325(8) 0.0191(3) Uani 1 1 d . . . C25 C -0.20193(11) 1.04832(12) 0.25253(8) 0.0182(3) Uani 1 1 d . . . C26 C -0.08787(11) 0.98662(12) 0.22265(8) 0.0183(3) Uani 1 1 d . . . C27 C -0.08235(11) 0.88107(12) 0.19792(8) 0.0186(3) Uani 1 1 d . . . C28 C 0.03247(11) 1.01861(12) 0.22201(8) 0.0187(3) Uani 1 1 d . . . H28A H 0.0215 1.1034 0.2262 0.022 Uiso 1 1 calc R . . H28B H 0.0891 1.0120 0.1692 0.022 Uiso 1 1 calc R . . C29 C 0.29206(11) 0.23810(12) 0.42558(8) 0.0181(3) Uani 1 1 d . . . C30 C 0.20815(12) 0.19005(13) 0.40239(8) 0.0201(3) Uani 1 1 d . . . H30 H 0.1593 0.2418 0.3654 0.024 Uiso 1 1 calc R . . C31 C 0.19557(12) 0.06812(13) 0.43276(8) 0.0219(3) Uani 1 1 d . . . H31 H 0.1408 0.0369 0.4144 0.026 Uiso 1 1 calc R . . C32 C 0.26167(12) -0.00829(13) 0.48935(8) 0.0228(3) Uani 1 1 d . . . H32 H 0.2537 -0.0919 0.5091 0.027 Uiso 1 1 calc R . . C33 C 0.33984(12) 0.03840(13) 0.51696(8) 0.0216(3) Uani 1 1 d . . . H33 H 0.3827 -0.0125 0.5579 0.026 Uiso 1 1 calc R . . C34 C 0.35579(12) 0.15938(13) 0.48503(8) 0.0192(3) Uani 1 1 d . . . C35 C 0.44293(13) 0.20826(12) 0.51305(9) 0.0224(3) Uani 1 1 d . . . H35A H 0.4561 0.1570 0.5680 0.027 Uiso 1 1 calc R . . H35B H 0.5214 0.2055 0.4734 0.027 Uiso 1 1 calc R . . C36 C -0.22522(11) 1.15886(12) 0.28395(8) 0.0180(3) Uani 1 1 d . . . C37 C -0.14716(12) 1.19324(13) 0.32080(8) 0.0201(3) Uani 1 1 d . . . H37 H -0.0729 1.1423 0.3283 0.024 Uiso 1 1 calc R . . C38 C -0.17667(12) 1.30039(13) 0.34640(8) 0.0220(3) Uani 1 1 d . . . H38 H -0.1215 1.3232 0.3696 0.026 Uiso 1 1 calc R . . C39 C -0.28609(12) 1.37413(13) 0.33827(9) 0.0229(3) Uani 1 1 d . . . H39 H -0.3054 1.4483 0.3546 0.027 Uiso 1 1 calc R . . C40 C -0.36698(12) 1.33892(13) 0.30625(8) 0.0216(3) Uani 1 1 d . . . H40 H -0.4431 1.3880 0.3022 0.026 Uiso 1 1 calc R . . C41 C -0.33795(11) 1.23249(13) 0.27986(8) 0.0193(3) Uani 1 1 d . . . C42 C -0.42637(12) 1.18924(13) 0.24872(9) 0.0224(3) Uani 1 1 d . . . H42A H -0.5091 1.2283 0.2684 0.027 Uiso 1 1 calc R . . H42B H -0.4088 1.2128 0.1874 0.027 Uiso 1 1 calc R . . C43 C 0.32409(13) 1.04231(14) 0.20560(9) 0.0271(3) Uani 1 1 d . . . H43A H 0.3690 1.0289 0.2501 0.033 Uiso 1 1 calc R . . H43B H 0.2535 1.1059 0.2135 0.033 Uiso 1 1 calc R . . C44 C 0.40428(15) 1.08214(17) 0.12215(10) 0.0401(4) Uani 1 1 d . . . H44A H 0.4743 1.0176 0.1153 0.048 Uiso 1 1 calc R . . H44B H 0.4353 1.1559 0.1203 0.048 Uiso 1 1 calc R . . C45 C 0.3410(2) 1.1090(2) 0.05069(11) 0.0639(7) Uani 1 1 d . . . H45A H 0.3150 1.0348 0.0496 0.096 Uiso 1 1 calc R . . H45B H 0.3965 1.1380 -0.0015 0.096 Uiso 1 1 calc R . . H45C H 0.2704 1.1715 0.0576 0.096 Uiso 1 1 calc R . . C46 C 0.44283(12) 0.64475(14) 0.16062(9) 0.0258(3) Uani 1 1 d . . . H46A H 0.5052 0.6449 0.1906 0.031 Uiso 1 1 calc R . . H46B H 0.4374 0.7221 0.1173 0.031 Uiso 1 1 calc R . . C47 C 0.48117(13) 0.54040(15) 0.11968(9) 0.0314(4) Uani 1 1 d . . . H47A H 0.4223 0.5435 0.0861 0.038 Uiso 1 1 calc R . . H47B H 0.4818 0.4627 0.1628 0.038 Uiso 1 1 calc R . . C48 C 0.60659(15) 0.54595(19) 0.06412(11) 0.0466(5) Uani 1 1 d . . . H48A H 0.6053 0.6216 0.0202 0.070 Uiso 1 1 calc R . . H48B H 0.6300 0.4766 0.0392 0.070 Uiso 1 1 calc R . . H48C H 0.6649 0.5432 0.0973 0.070 Uiso 1 1 calc R . . C49 C 0.05958(13) 0.44604(13) 0.12662(9) 0.0233(3) Uani 1 1 d . . . H49A H 0.0840 0.3732 0.1693 0.028 Uiso 1 1 calc R . . H49B H 0.1180 0.4438 0.0739 0.028 Uiso 1 1 calc R . . C50 C -0.06488(13) 0.44166(14) 0.11572(9) 0.0259(3) Uani 1 1 d . . . H50A H -0.0928 0.5182 0.0772 0.031 Uiso 1 1 calc R . . H50B H -0.1218 0.4354 0.1699 0.031 Uiso 1 1 calc R . . C51 C -0.06656(16) 0.33474(14) 0.08204(10) 0.0339(4) Uani 1 1 d . . . H51A H -0.0087 0.3393 0.0292 0.051 Uiso 1 1 calc R . . H51B H -0.1477 0.3377 0.0735 0.051 Uiso 1 1 calc R . . H51C H -0.0444 0.2586 0.1218 0.051 Uiso 1 1 calc R . . C52 C 0.07109(12) 0.86094(13) 0.08080(8) 0.0228(3) Uani 1 1 d . . . H52A H 0.0602 0.9507 0.0630 0.027 Uiso 1 1 calc R . . H52B H 0.0241 0.8317 0.0517 0.027 Uiso 1 1 calc R . . C53 C 0.20253(12) 0.80954(14) 0.06036(8) 0.0242(3) Uani 1 1 d . . . H53A H 0.2113 0.7199 0.0741 0.029 Uiso 1 1 calc R . . H53B H 0.2468 0.8315 0.0949 0.029 Uiso 1 1 calc R . . C54 C 0.25809(14) 0.85661(16) -0.03088(9) 0.0334(4) Uani 1 1 d . . . H54A H 0.2144 0.8353 -0.0653 0.050 Uiso 1 1 calc R . . H54B H 0.3429 0.8197 -0.0419 0.050 Uiso 1 1 calc R . . H54C H 0.2527 0.9451 -0.0441 0.050 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0258(5) 0.0190(5) 0.0212(5) -0.0044(4) -0.0099(4) -0.0013(4) O2 0.0144(5) 0.0230(5) 0.0310(5) -0.0090(4) -0.0038(4) -0.0015(4) O3 0.0169(5) 0.0202(5) 0.0218(5) -0.0044(4) -0.0015(4) -0.0050(4) O4 0.0178(5) 0.0218(5) 0.0203(5) -0.0011(4) -0.0049(4) -0.0039(4) O5 0.0221(5) 0.0217(5) 0.0182(5) -0.0066(4) -0.0052(4) -0.0039(4) O6 0.0162(5) 0.0213(5) 0.0203(5) -0.0048(4) -0.0032(4) 0.0008(4) C1 0.0161(6) 0.0157(7) 0.0213(7) -0.0060(6) -0.0051(5) -0.0021(5) C2 0.0168(7) 0.0207(7) 0.0249(7) -0.0069(6) -0.0037(6) -0.0012(6) C3 0.0219(7) 0.0211(7) 0.0207(7) -0.0056(6) -0.0006(6) -0.0032(6) C4 0.0253(7) 0.0170(7) 0.0222(7) -0.0042(6) -0.0087(6) -0.0021(6) C5 0.0183(6) 0.0157(7) 0.0232(7) -0.0061(6) -0.0067(5) -0.0032(5) C6 0.0163(6) 0.0170(7) 0.0196(7) -0.0064(6) -0.0028(5) -0.0048(5) C7 0.0178(7) 0.0175(7) 0.0266(7) -0.0052(6) -0.0093(6) -0.0024(5) C8 0.0124(6) 0.0190(7) 0.0253(7) -0.0069(6) -0.0060(5) -0.0001(5) C9 0.0148(6) 0.0208(7) 0.0238(7) -0.0091(6) -0.0065(5) 0.0005(5) C10 0.0150(6) 0.0200(7) 0.0183(7) -0.0046(6) -0.0048(5) 0.0004(5) C11 0.0133(6) 0.0196(7) 0.0205(7) -0.0069(6) -0.0033(5) -0.0002(5) C12 0.0146(6) 0.0193(7) 0.0198(7) -0.0073(6) -0.0039(5) -0.0010(5) C13 0.0145(6) 0.0194(7) 0.0206(7) -0.0043(6) -0.0047(5) -0.0005(5) C14 0.0173(6) 0.0193(7) 0.0192(7) -0.0051(6) -0.0052(5) -0.0032(5) C15 0.0176(6) 0.0154(7) 0.0197(7) -0.0055(5) -0.0054(5) -0.0036(5) C16 0.0187(7) 0.0199(7) 0.0205(7) -0.0049(6) -0.0072(5) -0.0038(5) C17 0.0223(7) 0.0237(8) 0.0188(7) -0.0081(6) -0.0016(5) -0.0063(6) C18 0.0166(6) 0.0208(7) 0.0265(7) -0.0098(6) -0.0038(6) -0.0023(5) C19 0.0181(6) 0.0167(7) 0.0251(7) -0.0068(6) -0.0070(6) -0.0041(5) C20 0.0201(7) 0.0174(7) 0.0186(7) -0.0047(6) -0.0046(5) -0.0066(5) C21 0.0199(7) 0.0193(7) 0.0271(7) -0.0070(6) -0.0089(6) -0.0012(6) C22 0.0193(7) 0.0186(7) 0.0206(7) -0.0040(6) -0.0084(5) -0.0010(5) C23 0.0175(7) 0.0218(7) 0.0245(7) -0.0049(6) -0.0065(6) -0.0052(6) C24 0.0146(6) 0.0220(7) 0.0197(7) -0.0045(6) -0.0040(5) -0.0009(5) C25 0.0175(6) 0.0179(7) 0.0186(7) -0.0030(6) -0.0051(5) -0.0021(5) C26 0.0174(6) 0.0185(7) 0.0185(7) -0.0016(5) -0.0065(5) -0.0023(5) C27 0.0162(6) 0.0191(7) 0.0190(7) -0.0034(6) -0.0050(5) 0.0004(5) C28 0.0155(6) 0.0183(7) 0.0218(7) -0.0046(6) -0.0038(5) -0.0019(5) C29 0.0167(6) 0.0190(7) 0.0183(7) -0.0070(6) -0.0017(5) -0.0014(5) C30 0.0187(7) 0.0215(7) 0.0209(7) -0.0074(6) -0.0040(5) -0.0019(6) C31 0.0203(7) 0.0240(8) 0.0234(7) -0.0095(6) -0.0016(6) -0.0062(6) C32 0.0252(7) 0.0180(7) 0.0236(7) -0.0057(6) -0.0003(6) -0.0046(6) C33 0.0223(7) 0.0211(7) 0.0196(7) -0.0040(6) -0.0037(6) -0.0016(6) C34 0.0177(7) 0.0208(7) 0.0193(7) -0.0065(6) -0.0034(5) -0.0016(6) C35 0.0256(7) 0.0164(7) 0.0258(7) -0.0036(6) -0.0110(6) -0.0002(6) C36 0.0176(6) 0.0167(7) 0.0177(6) -0.0019(5) -0.0025(5) -0.0032(5) C37 0.0174(7) 0.0197(7) 0.0224(7) -0.0034(6) -0.0039(5) -0.0038(6) C38 0.0217(7) 0.0242(8) 0.0221(7) -0.0060(6) -0.0043(6) -0.0077(6) C39 0.0234(7) 0.0201(7) 0.0252(7) -0.0083(6) 0.0000(6) -0.0054(6) C40 0.0175(7) 0.0216(7) 0.0227(7) -0.0054(6) -0.0011(6) -0.0005(6) C41 0.0163(6) 0.0215(7) 0.0183(7) -0.0034(6) -0.0028(5) -0.0022(5) C42 0.0187(7) 0.0208(8) 0.0281(8) -0.0086(6) -0.0067(6) 0.0017(6) C43 0.0270(8) 0.0285(8) 0.0290(8) -0.0051(7) -0.0056(6) -0.0138(7) C44 0.0397(10) 0.0435(11) 0.0365(9) -0.0071(8) 0.0054(8) -0.0250(8) C45 0.1066(18) 0.0646(14) 0.0289(10) 0.0003(9) -0.0067(10) -0.0560(14) C46 0.0202(7) 0.0304(9) 0.0235(7) -0.0018(6) -0.0031(6) -0.0054(6) C47 0.0291(8) 0.0386(10) 0.0280(8) -0.0108(7) -0.0056(7) -0.0050(7) C48 0.0335(9) 0.0648(14) 0.0420(10) -0.0248(10) 0.0035(8) -0.0062(9) C49 0.0286(8) 0.0228(8) 0.0207(7) -0.0088(6) -0.0069(6) -0.0016(6) C50 0.0293(8) 0.0271(8) 0.0239(7) -0.0058(6) -0.0080(6) -0.0077(6) C51 0.0496(10) 0.0274(9) 0.0299(8) -0.0039(7) -0.0152(7) -0.0132(8) C52 0.0233(7) 0.0246(8) 0.0204(7) -0.0045(6) -0.0059(6) -0.0033(6) C53 0.0212(7) 0.0267(8) 0.0245(7) -0.0076(6) -0.0030(6) -0.0039(6) C54 0.0308(8) 0.0438(10) 0.0270(8) -0.0108(7) 0.0005(7) -0.0139(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 O1 C10 1.3851(16) . ? O1 C35 1.4382(16) . ? O2 C24 1.3885(15) . ? O2 C42 1.4398(17) . ? O3 C6 1.3937(15) . ? O3 C43 1.4398(17) . ? O4 C13 1.3927(16) . ? O4 C46 1.4466(16) . ? O5 C20 1.3921(15) . ? O5 C49 1.4398(16) . ? O6 C27 1.3877(15) . ? O6 C52 1.4362(16) . ? C1 C2 1.3944(18) . ? C1 C6 1.4054(18) . ? C1 C28 1.5208(19) . ? C2 C3 1.388(2) . ? C2 H2 0.9500 . ? C3 C4 1.3822(19) . ? C3 H3 0.9500 . ? C4 C5 1.3904(18) . ? C4 H4 0.9500 . ? C5 C6 1.3915(19) . ? C5 C7 1.5230(18) . ? C7 C8 1.5161(19) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.3812(19) . ? C8 C13 1.3989(18) . ? C9 C10 1.3833(19) . ? C9 H9 0.9500 . ? C10 C11 1.4139(18) . ? C11 C12 1.4204(19) . ? C11 C29 1.4910(19) . ? C12 C13 1.3984(19) . ? C12 C14 1.5192(18) . ? C14 C15 1.5371(17) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.3957(18) . ? C15 C20 1.4009(19) . ? C16 C17 1.3867(18) . ? C16 H16 0.9500 . ? C17 C18 1.382(2) . ? C17 H17 0.9500 . ? C18 C19 1.3961(18) . ? C18 H18 0.9500 . ? C19 C20 1.4012(18) . ? C19 C21 1.5179(19) . ? C21 C22 1.5166(18) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.3893(18) . ? C22 C27 1.3939(18) . ? C23 C24 1.3862(19) . ? C23 H23 0.9500 . ? C24 C25 1.4092(18) . ? C25 C26 1.4121(18) . ? C25 C36 1.4858(18) . ? C26 C27 1.3985(19) . ? C26 C28 1.5162(18) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.4070(18) . ? C29 C34 1.4072(19) . ? C30 C31 1.389(2) . ? C30 H30 0.9500 . ? C31 C32 1.382(2) . ? C31 H31 0.9500 . ? C32 C33 1.387(2) . ? C32 H32 0.9500 . ? C33 C34 1.390(2) . ? C33 H33 0.9500 . ? C34 C35 1.4938(19) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.4060(19) . ? C36 C41 1.4068(18) . ? C37 C38 1.3897(19) . ? C37 H37 0.9500 . ? C38 C39 1.385(2) . ? C38 H38 0.9500 . ? C39 C40 1.3824(19) . ? C39 H39 0.9500 . ? C40 C41 1.3891(19) . ? C40 H40 0.9500 . ? C41 C42 1.4998(19) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.506(2) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C45 1.512(3) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 C47 1.511(2) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.528(2) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 C50 1.515(2) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 C51 1.525(2) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C52 C53 1.5049(19) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.5241(19) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 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 C10 O1 C35 111.61(10) . . ? C24 O2 C42 111.74(10) . . ? C6 O3 C43 112.04(10) . . ? C13 O4 C46 112.31(10) . . ? C20 O5 C49 113.87(10) . . ? C27 O6 C52 113.40(10) . . ? C2 C1 C6 117.87(12) . . ? C2 C1 C28 121.23(11) . . ? C6 C1 C28 120.77(11) . . ? C3 C2 C1 120.99(12) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C4 C3 C2 119.68(12) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 121.27(13) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C4 C5 C6 118.23(12) . . ? C4 C5 C7 119.23(12) . . ? C6 C5 C7 122.25(11) . . ? C5 C6 O3 119.40(11) . . ? C5 C6 C1 121.79(12) . . ? O3 C6 C1 118.73(12) . . ? C8 C7 C5 106.79(10) . . ? C8 C7 H7A 110.4 . . ? C5 C7 H7A 110.4 . . ? C8 C7 H7B 110.4 . . ? C5 C7 H7B 110.4 . . ? H7A C7 H7B 108.6 . . ? C9 C8 C13 117.75(12) . . ? C9 C8 C7 121.06(12) . . ? C13 C8 C7 120.33(12) . . ? C8 C9 C10 120.37(12) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? C9 C10 O1 116.05(11) . . ? C9 C10 C11 122.67(13) . . ? O1 C10 C11 121.15(12) . . ? C10 C11 C12 116.75(12) . . ? C10 C11 C29 116.40(12) . . ? C12 C11 C29 126.81(12) . . ? C13 C12 C11 118.84(12) . . ? C13 C12 C14 115.91(12) . . ? C11 C12 C14 124.77(12) . . ? O4 C13 C12 119.37(12) . . ? O4 C13 C8 117.71(12) . . ? C12 C13 C8 122.72(13) . . ? C12 C14 C15 109.84(10) . . ? C12 C14 H14A 109.7 . . ? C15 C14 H14A 109.7 . . ? C12 C14 H14B 109.7 . . ? C15 C14 H14B 109.7 . . ? H14A C14 H14B 108.2 . . ? C16 C15 C20 117.77(11) . . ? C16 C15 C14 121.39(12) . . ? C20 C15 C14 120.54(11) . . ? C17 C16 C15 121.11(13) . . ? C17 C16 H16 119.4 . . ? C15 C16 H16 119.4 . . ? C18 C17 C16 119.95(12) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C17 C18 C19 120.98(12) . . ? C17 C18 H18 119.5 . . ? C19 C18 H18 119.5 . . ? C18 C19 C20 117.99(12) . . ? C18 C19 C21 118.85(11) . . ? C20 C19 C21 122.99(12) . . ? O5 C20 C15 119.18(11) . . ? O5 C20 C19 118.80(12) . . ? C15 C20 C19 121.87(12) . . ? C22 C21 C19 109.42(11) . . ? C22 C21 H21A 109.8 . . ? C19 C21 H21A 109.8 . . ? C22 C21 H21B 109.8 . . ? C19 C21 H21B 109.8 . . ? H21A C21 H21B 108.2 . . ? C23 C22 C27 117.42(12) . . ? C23 C22 C21 123.36(12) . . ? C27 C22 C21 119.03(11) . . ? C24 C23 C22 120.15(12) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C23 C24 O2 116.81(11) . . ? C23 C24 C25 122.63(12) . . ? O2 C24 C25 120.44(12) . . ? C24 C25 C26 117.07(12) . . ? C24 C25 C36 116.54(11) . . ? C26 C25 C36 126.39(12) . . ? C27 C26 C25 118.82(12) . . ? C27 C26 C28 115.72(11) . . ? C25 C26 C28 125.22(12) . . ? O6 C27 C22 118.39(11) . . ? O6 C27 C26 118.11(11) . . ? C22 C27 C26 123.23(12) . . ? C26 C28 C1 109.93(11) . . ? C26 C28 H28A 109.7 . . ? C1 C28 H28A 109.7 . . ? C26 C28 H28B 109.7 . . ? C1 C28 H28B 109.7 . . ? H28A C28 H28B 108.2 . . ? C30 C29 C34 116.99(12) . . ? C30 C29 C11 126.25(12) . . ? C34 C29 C11 116.76(12) . . ? C31 C30 C29 121.05(13) . . ? C31 C30 H30 119.5 . . ? C29 C30 H30 119.5 . . ? C32 C31 C30 120.81(13) . . ? C32 C31 H31 119.6 . . ? C30 C31 H31 119.6 . . ? C31 C32 C33 119.26(13) . . ? C31 C32 H32 120.4 . . ? C33 C32 H32 120.4 . . ? C32 C33 C34 120.31(13) . . ? C32 C33 H33 119.8 . . ? C34 C33 H33 119.8 . . ? C33 C34 C29 121.41(13) . . ? C33 C34 C35 120.10(13) . . ? C29 C34 C35 118.49(12) . . ? O1 C35 C34 110.70(11) . . ? O1 C35 H35A 109.5 . . ? C34 C35 H35A 109.5 . . ? O1 C35 H35B 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 108.1 . . ? C37 C36 C41 117.23(12) . . ? C37 C36 C25 125.87(12) . . ? C41 C36 C25 116.83(12) . . ? C38 C37 C36 121.19(13) . . ? C38 C37 H37 119.4 . . ? C36 C37 H37 119.4 . . ? C39 C38 C37 120.33(13) . . ? C39 C38 H38 119.8 . . ? C37 C38 H38 119.8 . . ? C40 C39 C38 119.46(13) . . ? C40 C39 H39 120.3 . . ? C38 C39 H39 120.3 . . ? C39 C40 C41 120.63(13) . . ? C39 C40 H40 119.7 . . ? C41 C40 H40 119.7 . . ? C40 C41 C36 120.98(12) . . ? C40 C41 C42 121.63(12) . . ? C36 C41 C42 117.36(12) . . ? O2 C42 C41 110.54(11) . . ? O2 C42 H42A 109.5 . . ? C41 C42 H42A 109.5 . . ? O2 C42 H42B 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 108.1 . . ? O3 C43 C44 108.59(12) . . ? O3 C43 H43A 110.0 . . ? C44 C43 H43A 110.0 . . ? O3 C43 H43B 110.0 . . ? C44 C43 H43B 110.0 . . ? H43A C43 H43B 108.4 . . ? C43 C44 C45 113.33(14) . . ? C43 C44 H44A 108.9 . . ? C45 C44 H44A 108.9 . . ? C43 C44 H44B 108.9 . . ? C45 C44 H44B 108.9 . . ? H44A C44 H44B 107.7 . . ? C44 C45 H45A 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C44 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? O4 C46 C47 112.83(12) . . ? O4 C46 H46A 109.0 . . ? C47 C46 H46A 109.0 . . ? O4 C46 H46B 109.0 . . ? C47 C46 H46B 109.0 . . ? H46A C46 H46B 107.8 . . ? C46 C47 C48 111.03(13) . . ? C46 C47 H47A 109.4 . . ? C48 C47 H47A 109.4 . . ? C46 C47 H47B 109.4 . . ? C48 C47 H47B 109.4 . . ? H47A C47 H47B 108.0 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? O5 C49 C50 112.67(11) . . ? O5 C49 H49A 109.1 . . ? C50 C49 H49A 109.1 . . ? O5 C49 H49B 109.1 . . ? C50 C49 H49B 109.1 . . ? H49A C49 H49B 107.8 . . ? C49 C50 C51 112.28(13) . . ? C49 C50 H50A 109.1 . . ? C51 C50 H50A 109.1 . . ? C49 C50 H50B 109.1 . . ? C51 C50 H50B 109.1 . . ? H50A C50 H50B 107.9 . . ? C50 C51 H51A 109.5 . . ? C50 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C50 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? O6 C52 C53 107.71(11) . . ? O6 C52 H52A 110.2 . . ? C53 C52 H52A 110.2 . . ? O6 C52 H52B 110.2 . . ? C53 C52 H52B 110.2 . . ? H52A C52 H52B 108.5 . . ? C52 C53 C54 111.98(13) . . ? C52 C53 H53A 109.2 . . ? C54 C53 H53A 109.2 . . ? C52 C53 H53B 109.2 . . ? C54 C53 H53B 109.2 . . ? H53A C53 H53B 107.9 . . ? 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 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.284 _refine_diff_density_min -0.288 _refine_diff_density_rms 0.058 #===END