# Electronic Supplementary Material (ESI) for Organic and Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _publ_contact_author # name and address of author for correspondence ; Pr I. Jabin Laboratoire de Chimie Organique Universit\'e Libre de Bruxelles (U.L.B.) Avenue F.D. Roosevelt 50, CP160/06 B-1050 Brussels Belgium ; _publ_contact_author_phone '(32) 2-650-35-37 ' _publ_contact_author_fax '(32) 2-650-27-98' _publ_contact_author_email ijabin@ulb.ac.be _publ_requested_coeditor_name ? _publ_contact_letter ; ; #==================================================================== # 2. processing summary (iucr office use only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ; _journal_techeditor_code ? _journal_techeditor_notes ; ; _journal_coden_astm ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #==================================================================== # 3. title and author list _publ_section_title ; Acid-base modulation of a versatile heteroditopic calix[6]arene based receptor ; # the loop structure below should contain the names and addresses of all # authors, in the required order of publication. repeat as necessary. loop_ _publ_author_name _publ_author_address D.Cornut ; Laboratoire de Chimie Organique Universit\'e Libre de Bruxelles (U.L.B.) Avenue F.D. Roosevelt 50, CP160/06 B-1050 Brussels Belgium ; J.Marrot ; Institut Lavoisier de Versailles, ILV, UMR CNRS 8180 Universit\'e de Versailles Saint-Quentin-en-Yvelines 45 Avenue des Etats Unis 78035 Versailles Cedex France ; J.Wouters ; D\'epartement de Chimie, Universit\'e de Namur (FUNDP) Rue de Bruxelles 61, B5-5000 Namur Belgium ; I.Jabin ; Laboratoire de Chimie Organique Universit\'e Libre de Bruxelles (U.L.B.) Avenue F.D. Roosevelt 50, CP160/06 B-1050 Brussels Belgium ; #==================================================================== # 4. text _publ_section_abstract ; ; _publ_section_comment ; ; _publ_section_experimental ; ; _publ_section_references ; sheldrick, g.m. (1993). shelxl-93. program for crystal structure determination. univ. of g\"ottingen, federal republic of germany. sheldrick, g.m. (1997). shelxs-86. program for the solution of crystal structures. univ. of g\"ottingen, federal republic of germany. ; _publ_section_figure_captions ; ; _publ_section_acknowledgements ; ; #==================================================================== data_1 _database_code_depnum_ccdc_archive 'CCDC 820544' #TrackingRef 'data1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C87 H123 N7 O9' _chemical_formula_weight 1410.92 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)/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 16.1331(14) _cell_length_b 37.634(3) _cell_length_c 17.1581(15) _cell_angle_alpha 90.00 _cell_angle_beta 98.715(2) _cell_angle_gamma 90.00 _cell_volume 10297.4(15) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9294 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 19.33 _exptl_crystal_description parallelepiped _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.910 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3064 _exptl_absorpt_coefficient_mu 0.059 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9884 _exptl_absorpt_correction_T_max 0.9953 _exptl_absorpt_process_details 'SADABS (Sheldrick, V2.10)' _exptl_special_details ; 'Blessing, Acta Cryst. (1995) A51, 33-38' ; _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 512x512 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 123747 _diffrn_reflns_av_R_equivalents 0.0830 _diffrn_reflns_av_sigmaI/netI 0.0934 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 44 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.08 _diffrn_reflns_theta_max 25.21 _reflns_number_total 18406 _reflns_number_gt 8840 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1561P)^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 18406 _refine_ls_number_parameters 925 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.1499 _refine_ls_R_factor_gt 0.0822 _refine_ls_wR_factor_ref 0.2463 _refine_ls_wR_factor_gt 0.2253 _refine_ls_goodness_of_fit_ref 1.048 _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 C1 C 0.25178(17) 0.17557(8) 0.48184(18) 0.0470(8) Uani 1 1 d . . . C2 C 0.27756(17) 0.15197(8) 0.54313(18) 0.0518(9) Uani 1 1 d . . . C3 C 0.21950(17) 0.13801(8) 0.58483(18) 0.0509(9) Uani 1 1 d . . . H3 H 0.2375 0.1223 0.6274 0.061 Uiso 1 1 calc R . . C4 C 0.13434(18) 0.14622(8) 0.56652(19) 0.0552(9) Uani 1 1 d . . . C5 C 0.10945(17) 0.16827(8) 0.50278(17) 0.0504(9) Uani 1 1 d . . . H5 H 0.0515 0.1734 0.4885 0.060 Uiso 1 1 calc R . . C6 C 0.16674(17) 0.18337(8) 0.45847(17) 0.0510(9) Uani 1 1 d . . . C7 C 0.13735(18) 0.20569(8) 0.38709(16) 0.0509(9) Uani 1 1 d . . . H7A H 0.1811 0.2234 0.3805 0.061 Uiso 1 1 calc R . . H7B H 0.0862 0.2188 0.3954 0.061 Uiso 1 1 calc R . . C8 C 0.11809(16) 0.18325(8) 0.31125(16) 0.0464(8) Uani 1 1 d . . . C9 C 0.07012(16) 0.15248(8) 0.31027(18) 0.0502(9) Uani 1 1 d . . . H9 H 0.0507 0.1451 0.3573 0.060 Uiso 1 1 calc R . . C10 C 0.04985(16) 0.13221(8) 0.24243(17) 0.0502(9) Uani 1 1 d . . . C11 C 0.08149(17) 0.14310(8) 0.17544(18) 0.0510(9) Uani 1 1 d . . . H11 H 0.0685 0.1296 0.1283 0.061 Uiso 1 1 calc R . . C12 C 0.13164(17) 0.17310(8) 0.17522(16) 0.0478(8) Uani 1 1 d . . . C13 C 0.14730(16) 0.19344(8) 0.24305(17) 0.0483(9) Uani 1 1 d . . . C14 C 0.16882(17) 0.18251(8) 0.10148(16) 0.0501(9) Uani 1 1 d . . . H14A H 0.1244 0.1808 0.0550 0.060 Uiso 1 1 calc R . . H14B H 0.1888 0.2074 0.1056 0.060 Uiso 1 1 calc R . . C15 C 0.24024(16) 0.15877(8) 0.08896(16) 0.0424(8) Uani 1 1 d . . . C16 C 0.22849(17) 0.12508(9) 0.05901(18) 0.0543(9) Uani 1 1 d . . . H16 H 0.1728 0.1168 0.0432 0.065 Uiso 1 1 calc R . . C17 C 0.29508(19) 0.10252(8) 0.05086(19) 0.0541(9) Uani 1 1 d . . . C18 C 0.37532(18) 0.11538(8) 0.07406(17) 0.0511(9) Uani 1 1 d . . . H18 H 0.4216 0.1001 0.0711 0.061 Uiso 1 1 calc R . . C19 C 0.39078(16) 0.14962(7) 0.10143(16) 0.0377(7) Uani 1 1 d . . . C20 C 0.32375(18) 0.17094(7) 0.10943(15) 0.0407(8) Uani 1 1 d . . . C21 C 0.47903(17) 0.16454(8) 0.12215(17) 0.0485(8) Uani 1 1 d . . . H21A H 0.4862 0.1835 0.0838 0.058 Uiso 1 1 calc R . . H21B H 0.4837 0.1758 0.1748 0.058 Uiso 1 1 calc R . . C22 C 0.55026(16) 0.13886(7) 0.12353(16) 0.0425(8) Uani 1 1 d . . . C23 C 0.57202(16) 0.12683(8) 0.05220(17) 0.0465(8) Uani 1 1 d . . . H23 H 0.5400 0.1349 0.0044 0.056 Uiso 1 1 calc R . . C24 C 0.63821(17) 0.10372(8) 0.04795(18) 0.0512(9) Uani 1 1 d . . . C25 C 0.68367(18) 0.09224(8) 0.11891(18) 0.0527(9) Uani 1 1 d . . . H25 H 0.7287 0.0761 0.1179 0.063 Uiso 1 1 calc R . . C26 C 0.66486(16) 0.10387(8) 0.19196(17) 0.0475(8) Uani 1 1 d . . . C27 C 0.59771(17) 0.12659(8) 0.19222(16) 0.0455(8) Uani 1 1 d . . . C28 C 0.71944(17) 0.09331(8) 0.26716(17) 0.0524(9) Uani 1 1 d . . . H28A H 0.7312 0.1146 0.3010 0.063 Uiso 1 1 calc R . . H28B H 0.7736 0.0843 0.2547 0.063 Uiso 1 1 calc R . . C29 C 0.67912(16) 0.06472(8) 0.31272(17) 0.0452(8) Uani 1 1 d . . . C30 C 0.65960(17) 0.03223(8) 0.27905(17) 0.0463(8) Uani 1 1 d . . . H30 H 0.6708 0.0283 0.2269 0.056 Uiso 1 1 calc R . . C31 C 0.62442(19) 0.00461(8) 0.31655(18) 0.0543(9) Uani 1 1 d . . . C32 C 0.60707(17) 0.01167(7) 0.39306(16) 0.0447(8) Uani 1 1 d . . . H32 H 0.5846 -0.0068 0.4214 0.054 Uiso 1 1 calc R . . C33 C 0.62163(16) 0.04452(8) 0.42803(15) 0.0413(8) Uani 1 1 d . . . C34 C 0.66081(16) 0.07095(7) 0.38813(16) 0.0399(8) Uani 1 1 d . . . C35 C 0.58941(16) 0.05372(8) 0.50376(16) 0.0434(8) Uani 1 1 d . . . H35A H 0.6268 0.0716 0.5333 0.052 Uiso 1 1 calc R . . H35B H 0.5900 0.0322 0.5370 0.052 Uiso 1 1 calc R . . C36 C 0.50010(16) 0.06849(7) 0.48692(15) 0.0366(7) Uani 1 1 d . . . C37 C 0.47650(16) 0.09693(7) 0.53053(16) 0.0390(7) Uani 1 1 d . . . C38 C 0.39314(16) 0.11036(7) 0.51511(16) 0.0395(7) Uani 1 1 d . . . C39 C 0.33734(17) 0.09471(7) 0.45754(17) 0.0445(8) Uani 1 1 d . . . H39 H 0.2813 0.1032 0.4481 0.053 Uiso 1 1 calc R . . C40 C 0.36034(17) 0.06610(7) 0.41143(17) 0.0433(8) Uani 1 1 d . . . C41 C 0.44184(16) 0.05432(7) 0.42830(15) 0.0364(7) Uani 1 1 d . . . H41 H 0.4588 0.0353 0.3978 0.044 Uiso 1 1 calc R . . C42 C 0.36894(17) 0.14164(8) 0.56312(18) 0.0510(9) Uani 1 1 d . . . H42A H 0.3811 0.1355 0.6198 0.061 Uiso 1 1 calc R . . H42B H 0.4041 0.1624 0.5540 0.061 Uiso 1 1 calc R . . N43 N 0.77259(13) 0.27765(6) 0.26841(13) 0.0446(7) Uani 1 1 d . . . C44 C 0.75989(18) 0.29298(8) 0.34340(19) 0.0557(9) Uani 1 1 d . . . H44A H 0.7636 0.3192 0.3395 0.067 Uiso 1 1 calc R . . H44B H 0.8062 0.2851 0.3843 0.067 Uiso 1 1 calc R . . C45 C 0.67708(17) 0.28361(8) 0.37057(18) 0.0493(8) Uani 1 1 d . . . H45A H 0.6684 0.2992 0.4151 0.059 Uiso 1 1 calc R . . H45B H 0.6305 0.2878 0.3269 0.059 Uiso 1 1 calc R . . C46 C 0.67586(19) 0.24545(8) 0.39606(18) 0.0524(9) Uani 1 1 d . . . H46A H 0.6882 0.2302 0.3523 0.063 Uiso 1 1 calc R . . H46B H 0.7211 0.2418 0.4412 0.063 Uiso 1 1 calc R . . N47 N 0.59595(14) 0.23407(7) 0.41911(13) 0.0520(7) Uani 1 1 d . . . H47 H 0.5900 0.2346 0.4692 0.062 Uiso 1 1 calc R . . C48 C 0.5323(2) 0.22302(8) 0.36619(16) 0.0501(9) Uani 1 1 d . . . N49 N 0.46088(14) 0.21446(7) 0.39385(13) 0.0528(7) Uani 1 1 d . . . H49 H 0.4608 0.2140 0.4451 0.063 Uiso 1 1 calc R . . C50 C 0.38472(18) 0.20606(8) 0.34157(17) 0.0521(9) Uani 1 1 d . . . H50A H 0.3990 0.1973 0.2909 0.063 Uiso 1 1 calc R . . H50B H 0.3508 0.2279 0.3307 0.063 Uiso 1 1 calc R . . C51 C 0.33484(18) 0.17901(8) 0.37537(16) 0.0455(8) Uani 1 1 d . . . H51A H 0.2845 0.1728 0.3374 0.055 Uiso 1 1 calc R . . H51B H 0.3685 0.1572 0.3882 0.055 Uiso 1 1 calc R . . O52 O 0.31096(11) 0.19399(5) 0.44543(11) 0.0525(6) Uani 1 1 d . . . C53 C 0.72588(18) 0.29700(8) 0.20094(17) 0.0519(9) Uani 1 1 d . . . H53A H 0.7560 0.3194 0.1935 0.062 Uiso 1 1 calc R . . H53B H 0.6701 0.3035 0.2139 0.062 Uiso 1 1 calc R . . C54 C 0.71385(19) 0.27692(9) 0.12481(18) 0.0590(10) Uani 1 1 d . . . H54A H 0.7694 0.2731 0.1083 0.071 Uiso 1 1 calc R . . H54B H 0.6801 0.2917 0.0840 0.071 Uiso 1 1 calc R . . C55 C 0.67107(19) 0.24116(8) 0.12805(18) 0.0550(9) Uani 1 1 d . . . H55A H 0.6582 0.2313 0.0741 0.066 Uiso 1 1 calc R . . H55B H 0.7098 0.2245 0.1601 0.066 Uiso 1 1 calc R . . N56 N 0.59577(16) 0.24384(7) 0.16105(14) 0.0557(8) Uani 1 1 d . . . H56 H 0.5954 0.2357 0.2091 0.067 Uiso 1 1 calc R . . C57 C 0.52555(18) 0.25816(8) 0.12261(15) 0.0455(8) Uani 1 1 d . . . N58 N 0.45895(15) 0.25996(6) 0.16287(13) 0.0482(7) Uani 1 1 d . . . H58 H 0.4674 0.2580 0.2146 0.058 Uiso 1 1 calc R . . C59 C 0.37641(19) 0.26500(8) 0.12269(18) 0.0513(9) Uani 1 1 d . . . H59A H 0.3767 0.2846 0.0842 0.062 Uiso 1 1 calc R . . H59B H 0.3396 0.2722 0.1612 0.062 Uiso 1 1 calc R . . C60 C 0.34027(18) 0.23176(7) 0.07930(16) 0.0455(8) Uani 1 1 d . . . H60A H 0.2831 0.2365 0.0511 0.055 Uiso 1 1 calc R . . H60B H 0.3761 0.2240 0.0405 0.055 Uiso 1 1 calc R . . O61 O 0.33806(11) 0.20487(5) 0.13891(10) 0.0401(5) Uani 1 1 d . . . C62 C 0.86392(17) 0.27882(9) 0.26036(19) 0.0563(9) Uani 1 1 d . . . H62A H 0.8880 0.3017 0.2815 0.068 Uiso 1 1 calc R . . H62B H 0.8696 0.2777 0.2038 0.068 Uiso 1 1 calc R . . C63 C 0.91394(18) 0.24807(11) 0.3041(2) 0.0774(12) Uani 1 1 d . . . H63A H 0.9742 0.2519 0.3016 0.093 Uiso 1 1 calc R . . H63B H 0.9066 0.2491 0.3603 0.093 Uiso 1 1 calc R . . C64 C 0.8904(2) 0.21146(9) 0.2735(2) 0.0669(10) Uani 1 1 d . . . H64A H 0.8745 0.2127 0.2155 0.080 Uiso 1 1 calc R . . H64B H 0.9402 0.1959 0.2847 0.080 Uiso 1 1 calc R . . N65 N 0.82263(16) 0.19561(7) 0.30670(16) 0.0683(9) Uani 1 1 d . . . H65 H 0.7712 0.1963 0.2809 0.082 Uiso 1 1 calc R . . C66 C 0.83870(19) 0.17965(9) 0.3781(2) 0.0580(9) Uani 1 1 d . . . N67 N 0.76901(15) 0.16717(7) 0.40705(18) 0.0703(9) Uani 1 1 d . . . H67 H 0.7189 0.1721 0.3812 0.084 Uiso 1 1 calc R . . C68 C 0.77538(18) 0.14664(8) 0.4773(2) 0.0580(10) Uani 1 1 d . . . H68A H 0.7332 0.1553 0.5092 0.070 Uiso 1 1 calc R . . H68B H 0.8315 0.1504 0.5085 0.070 Uiso 1 1 calc R . . C69 C 0.76286(16) 0.10842(8) 0.46327(17) 0.0471(8) Uani 1 1 d . . . H69A H 0.8032 0.0993 0.4300 0.057 Uiso 1 1 calc R . . H69B H 0.7710 0.0953 0.5138 0.057 Uiso 1 1 calc R . . O70 O 0.67704(10) 0.10404(5) 0.42309(11) 0.0460(5) Uani 1 1 d . . . C71 C 0.06731(19) 0.13076(9) 0.61112(19) 0.0610(10) Uani 1 1 d D . . C72 C 0.0157(2) 0.16058(10) 0.6388(2) 0.0773(11) Uani 1 1 d . . . H72A H -0.0287 0.1505 0.6652 0.116 Uiso 1 1 calc R . . H72B H -0.0094 0.1747 0.5934 0.116 Uiso 1 1 calc R . . H72C H 0.0520 0.1758 0.6758 0.116 Uiso 1 1 calc R . . C73 C 0.0090(2) 0.10632(9) 0.5554(2) 0.0767(12) Uani 1 1 d D . . H73A H -0.0336 0.0961 0.5839 0.115 Uiso 1 1 calc R . . H73B H 0.0420 0.0872 0.5366 0.115 Uiso 1 1 calc R . . H73C H -0.0185 0.1201 0.5104 0.115 Uiso 1 1 calc R . . C74 C 0.1051(2) 0.10879(13) 0.6826(2) 0.0997(15) Uani 1 1 d . . . H74A H 0.1447 0.1235 0.7178 0.150 Uiso 1 1 calc R . . H74B H 0.1347 0.0882 0.6649 0.150 Uiso 1 1 calc R . . H74C H 0.0603 0.1006 0.7108 0.150 Uiso 1 1 calc R . . C75 C -0.00957(18) 0.10056(9) 0.23767(19) 0.0592(10) Uani 1 1 d . . . C76 C -0.08736(19) 0.10864(12) 0.1821(2) 0.0850(14) Uani 1 1 d . . . H76A H -0.1176 0.1281 0.2034 0.128 Uiso 1 1 calc R . . H76B H -0.1231 0.0875 0.1753 0.128 Uiso 1 1 calc R . . H76C H -0.0726 0.1157 0.1310 0.128 Uiso 1 1 calc R . . C77 C 0.0338(2) 0.06745(10) 0.2057(3) 0.0865(13) Uani 1 1 d . . . H77A H -0.0071 0.0481 0.1948 0.130 Uiso 1 1 calc R . . H77B H 0.0804 0.0596 0.2454 0.130 Uiso 1 1 calc R . . H77C H 0.0551 0.0739 0.1571 0.130 Uiso 1 1 calc R . . C78 C -0.0345(2) 0.09103(10) 0.3178(2) 0.0726(11) Uani 1 1 d . . . H78A H -0.0683 0.1103 0.3351 0.109 Uiso 1 1 calc R . . H78B H 0.0161 0.0877 0.3565 0.109 Uiso 1 1 calc R . . H78C H -0.0674 0.0690 0.3129 0.109 Uiso 1 1 calc R . . C79 C 0.2767(2) 0.06553(9) 0.0153(2) 0.0650(10) Uani 1 1 d . . . C80 C 0.3579(2) 0.04428(9) 0.0108(2) 0.0775(12) Uani 1 1 d . . . H80A H 0.3948 0.0581 -0.0180 0.116 Uiso 1 1 calc R . . H80B H 0.3437 0.0217 -0.0166 0.116 Uiso 1 1 calc R . . H80C H 0.3866 0.0395 0.0643 0.116 Uiso 1 1 calc R . . C81 C 0.2286(3) 0.06963(11) -0.0698(2) 0.0930(14) Uani 1 1 d . . . H81A H 0.1799 0.0851 -0.0689 0.139 Uiso 1 1 calc R . . H81B H 0.2097 0.0462 -0.0904 0.139 Uiso 1 1 calc R . . H81C H 0.2658 0.0801 -0.1036 0.139 Uiso 1 1 calc R . . C82 C 0.2216(2) 0.04437(10) 0.0648(3) 0.0946(13) Uani 1 1 d . . . H82A H 0.2533 0.0397 0.1171 0.142 Uiso 1 1 calc R . . H82B H 0.2050 0.0218 0.0384 0.142 Uiso 1 1 calc R . . H82C H 0.1713 0.0582 0.0702 0.142 Uiso 1 1 calc R . . C83 C 0.66110(19) 0.09198(9) -0.0309(2) 0.0618(7) Uani 1 1 d D . . C84 C 0.6132(4) 0.11113(12) -0.1015(3) 0.1381(15) Uani 1 1 d D . . H84A H 0.6240 0.0995 -0.1501 0.207 Uiso 1 1 calc R . . H84B H 0.6316 0.1360 -0.1014 0.207 Uiso 1 1 calc R . . H84C H 0.5530 0.1103 -0.0986 0.207 Uiso 1 1 calc R . . C85 C 0.6828(5) 0.05661(12) -0.0333(3) 0.187(2) Uani 1 1 d D . . H85A H 0.6895 0.0501 -0.0873 0.280 Uiso 1 1 calc R . . H85B H 0.6386 0.0420 -0.0162 0.280 Uiso 1 1 calc R . . H85C H 0.7357 0.0525 0.0019 0.280 Uiso 1 1 calc R . . C86 C 0.7493(3) 0.10950(15) -0.0369(3) 0.1559(15) Uani 1 1 d D . . H86A H 0.7815 0.1119 0.0161 0.234 Uiso 1 1 calc R . . H86B H 0.7407 0.1330 -0.0614 0.234 Uiso 1 1 calc R . . H86C H 0.7802 0.0944 -0.0691 0.234 Uiso 1 1 calc R . . C87 C 0.6048(2) -0.03153(9) 0.2776(2) 0.0618(7) Uani 1 1 d . . . C88 C 0.5148(5) -0.04339(13) 0.2880(3) 0.187(2) Uani 1 1 d . . . H88A H 0.4736 -0.0286 0.2549 0.280 Uiso 1 1 calc R . . H88B H 0.5074 -0.0407 0.3434 0.280 Uiso 1 1 calc R . . H88C H 0.5065 -0.0683 0.2724 0.280 Uiso 1 1 calc R . . C89 C 0.6627(4) -0.05913(12) 0.3244(3) 0.1381(15) Uani 1 1 d . . . H89A H 0.6518 -0.0826 0.3003 0.207 Uiso 1 1 calc R . . H89B H 0.6518 -0.0598 0.3790 0.207 Uiso 1 1 calc R . . H89C H 0.7213 -0.0526 0.3235 0.207 Uiso 1 1 calc R . . C90 C 0.6098(4) -0.03190(15) 0.1923(3) 0.1559(15) Uani 1 1 d . . . H90A H 0.5645 -0.0173 0.1643 0.234 Uiso 1 1 calc R . . H90B H 0.6040 -0.0564 0.1727 0.234 Uiso 1 1 calc R . . H90C H 0.6640 -0.0223 0.1835 0.234 Uiso 1 1 calc R . . C91 C 0.29534(18) 0.05172(8) 0.34520(18) 0.0528(9) Uani 1 1 d . . . C92 C 0.26605(19) 0.08136(8) 0.28720(18) 0.0553(9) Uani 1 1 d . . . H92A H 0.2383 0.0999 0.3140 0.083 Uiso 1 1 calc R . . H92B H 0.2265 0.0717 0.2433 0.083 Uiso 1 1 calc R . . H92C H 0.3145 0.0915 0.2670 0.083 Uiso 1 1 calc R . . C93 C 0.2215(2) 0.03654(10) 0.3821(2) 0.0715(11) Uani 1 1 d . . . H93A H 0.2430 0.0200 0.4245 0.107 Uiso 1 1 calc R . . H93B H 0.1831 0.0240 0.3417 0.107 Uiso 1 1 calc R . . H93C H 0.1916 0.0560 0.4037 0.107 Uiso 1 1 calc R . . C94 C 0.3311(2) 0.02145(8) 0.30004(19) 0.0613(10) Uani 1 1 d . . . H94A H 0.3777 0.0305 0.2751 0.092 Uiso 1 1 calc R . . H94B H 0.2871 0.0123 0.2594 0.092 Uiso 1 1 calc R . . H94C H 0.3513 0.0023 0.3368 0.092 Uiso 1 1 calc R . . O95 O 0.19577(11) 0.22406(5) 0.24229(11) 0.0483(6) Uani 1 1 d . . . C96 C 0.1489(2) 0.25539(9) 0.2198(2) 0.0624(10) Uani 1 1 d . . . H96A H 0.1153 0.2519 0.1679 0.094 Uiso 1 1 calc R . . H96B H 0.1874 0.2754 0.2175 0.094 Uiso 1 1 calc R . . H96C H 0.1119 0.2605 0.2587 0.094 Uiso 1 1 calc R . . O97 O 0.58360(12) 0.13968(6) 0.26533(11) 0.0560(6) Uani 1 1 d . . . C98 C 0.51160(19) 0.12433(10) 0.2927(2) 0.0710(11) Uani 1 1 d . . . H98A H 0.4604 0.1346 0.2634 0.107 Uiso 1 1 calc R . . H98B H 0.5139 0.1293 0.3490 0.107 Uiso 1 1 calc R . . H98C H 0.5115 0.0986 0.2843 0.107 Uiso 1 1 calc R . . O99 O 0.53106(11) 0.11120(5) 0.59134(11) 0.0450(5) Uani 1 1 d . . . C100 C 0.57462(19) 0.14059(9) 0.5700(2) 0.0616(10) Uani 1 1 d . . . H10A H 0.5926 0.1362 0.5187 0.092 Uiso 1 1 calc R . . H10B H 0.6240 0.1448 0.6098 0.092 Uiso 1 1 calc R . . H10C H 0.5381 0.1615 0.5663 0.092 Uiso 1 1 calc R . . O101 O 0.53819(15) 0.22070(6) 0.29504(11) 0.0666(7) Uani 1 1 d . . . O102 O 0.51911(12) 0.26873(6) 0.05415(11) 0.0577(6) Uani 1 1 d . . . O103 O 0.90945(12) 0.17434(6) 0.41254(13) 0.0626(7) 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 0.0286(14) 0.0571(17) 0.0546(18) -0.0208(15) 0.0043(13) 0.0040(13) C2 0.0331(15) 0.0662(19) 0.0542(18) -0.0207(16) 0.0004(14) 0.0142(14) C3 0.0385(16) 0.0673(19) 0.0466(17) -0.0032(15) 0.0056(14) 0.0116(15) C4 0.0345(15) 0.073(2) 0.0600(19) -0.0169(17) 0.0123(14) 0.0106(15) C5 0.0220(13) 0.086(2) 0.0430(17) -0.0052(16) 0.0034(13) 0.0092(14) C6 0.0370(15) 0.0725(19) 0.0424(17) -0.0220(15) 0.0024(13) 0.0198(15) C7 0.0405(16) 0.0689(19) 0.0434(17) -0.0054(15) 0.0070(14) 0.0180(15) C8 0.0255(14) 0.0707(19) 0.0396(16) -0.0077(15) -0.0059(12) 0.0158(14) C9 0.0251(14) 0.073(2) 0.0531(18) -0.0093(16) 0.0071(13) 0.0134(14) C10 0.0242(14) 0.075(2) 0.0488(18) -0.0088(16) -0.0017(13) 0.0109(14) C11 0.0292(14) 0.076(2) 0.0452(17) -0.0147(15) -0.0041(13) 0.0139(15) C12 0.0339(15) 0.0702(19) 0.0360(16) -0.0137(14) -0.0057(13) 0.0161(14) C13 0.0285(14) 0.0650(19) 0.0484(18) -0.0116(15) -0.0035(13) 0.0164(14) C14 0.0387(16) 0.072(2) 0.0365(16) -0.0125(15) -0.0042(13) 0.0041(15) C15 0.0284(14) 0.0640(18) 0.0344(15) -0.0055(14) 0.0037(12) 0.0049(13) C16 0.0260(14) 0.076(2) 0.0590(19) -0.0211(17) 0.0013(14) 0.0040(15) C17 0.0468(17) 0.0564(18) 0.063(2) -0.0099(16) 0.0194(15) -0.0090(15) C18 0.0440(16) 0.0581(18) 0.0552(18) 0.0086(15) 0.0207(14) 0.0107(15) C19 0.0315(14) 0.0417(16) 0.0389(15) 0.0042(13) 0.0022(12) 0.0006(12) C20 0.0512(17) 0.0478(16) 0.0236(14) 0.0043(12) 0.0075(13) 0.0009(14) C21 0.0438(16) 0.0598(18) 0.0429(17) 0.0115(14) 0.0099(14) -0.0032(14) C22 0.0308(14) 0.0547(17) 0.0444(16) 0.0081(14) 0.0130(13) -0.0014(13) C23 0.0317(15) 0.0576(18) 0.0499(18) 0.0126(15) 0.0047(13) -0.0048(14) C24 0.0353(15) 0.0678(19) 0.0529(18) 0.0019(16) 0.0142(14) -0.0134(15) C25 0.0333(15) 0.0652(19) 0.063(2) 0.0150(16) 0.0180(14) 0.0032(14) C26 0.0241(13) 0.0659(18) 0.0543(18) 0.0207(15) 0.0118(13) -0.0015(13) C27 0.0388(15) 0.0604(18) 0.0385(16) 0.0125(14) 0.0099(13) 0.0018(14) C28 0.0320(14) 0.074(2) 0.0550(18) 0.0165(16) 0.0189(13) 0.0074(14) C29 0.0264(13) 0.0651(18) 0.0467(17) 0.0131(15) 0.0140(12) 0.0114(13) C30 0.0409(15) 0.0647(19) 0.0362(15) 0.0008(14) 0.0151(13) 0.0114(14) C31 0.0635(18) 0.0536(18) 0.0518(18) 0.0017(15) 0.0276(15) 0.0192(15) C32 0.0478(16) 0.0442(16) 0.0440(17) 0.0142(13) 0.0133(13) 0.0212(13) C33 0.0330(14) 0.0586(17) 0.0331(15) 0.0141(13) 0.0074(12) 0.0143(13) C34 0.0260(13) 0.0496(16) 0.0441(16) 0.0032(14) 0.0051(12) 0.0086(12) C35 0.0409(15) 0.0543(17) 0.0380(15) 0.0131(13) 0.0152(13) 0.0209(13) C36 0.0368(14) 0.0425(15) 0.0345(14) 0.0128(12) 0.0182(12) 0.0095(12) C37 0.0310(14) 0.0464(16) 0.0403(15) 0.0083(13) 0.0080(12) 0.0065(12) C38 0.0367(14) 0.0443(16) 0.0392(15) -0.0034(13) 0.0109(12) 0.0082(12) C39 0.0313(14) 0.0529(17) 0.0483(17) -0.0045(14) 0.0026(13) 0.0063(13) C40 0.0419(15) 0.0430(16) 0.0459(17) 0.0011(14) 0.0101(13) 0.0042(13) C41 0.0409(15) 0.0354(14) 0.0340(14) 0.0043(12) 0.0093(12) 0.0047(12) C42 0.0312(15) 0.0624(19) 0.0578(19) -0.0100(16) 0.0016(14) 0.0146(14) N43 0.0271(11) 0.0637(15) 0.0428(14) 0.0025(12) 0.0044(10) -0.0050(11) C44 0.0450(17) 0.0482(17) 0.074(2) 0.0055(16) 0.0084(16) -0.0171(14) C45 0.0404(16) 0.0586(18) 0.0501(18) -0.0056(15) 0.0109(14) -0.0035(14) C46 0.0553(18) 0.064(2) 0.0417(16) 0.0058(15) 0.0184(14) 0.0009(16) N47 0.0453(13) 0.0826(17) 0.0306(12) 0.0003(12) 0.0134(11) -0.0136(13) C48 0.066(2) 0.0524(18) 0.0312(16) 0.0049(14) 0.0049(15) -0.0067(16) N49 0.0430(13) 0.0881(18) 0.0267(12) 0.0071(12) 0.0033(11) -0.0155(13) C50 0.0447(17) 0.068(2) 0.0370(16) -0.0017(15) -0.0149(14) 0.0008(15) C51 0.0414(16) 0.0540(17) 0.0411(16) -0.0057(14) 0.0061(13) 0.0079(14) O52 0.0343(10) 0.0690(13) 0.0547(12) -0.0238(10) 0.0085(9) 0.0042(10) C53 0.0410(16) 0.0565(18) 0.0582(19) 0.0220(15) 0.0072(15) 0.0057(14) C54 0.0431(17) 0.090(2) 0.0417(18) 0.0088(17) 0.0010(15) 0.0159(17) C55 0.0521(18) 0.069(2) 0.0414(17) 0.0042(16) -0.0016(15) 0.0077(16) N56 0.0570(15) 0.0830(18) 0.0265(12) 0.0076(13) 0.0041(12) -0.0026(14) C57 0.0460(16) 0.0679(19) 0.0245(14) 0.0104(14) 0.0111(13) -0.0002(15) N58 0.0588(15) 0.0572(15) 0.0317(12) 0.0024(11) 0.0171(11) -0.0092(12) C59 0.0611(18) 0.0464(17) 0.0513(17) 0.0101(14) 0.0247(15) 0.0030(15) C60 0.0501(17) 0.0578(18) 0.0291(14) 0.0162(13) 0.0074(13) 0.0075(14) O61 0.0484(11) 0.0416(10) 0.0303(10) 0.0065(8) 0.0060(8) -0.0015(9) C62 0.0370(16) 0.072(2) 0.061(2) 0.0151(17) 0.0113(15) -0.0053(15) C63 0.0189(14) 0.148(3) 0.067(2) 0.037(2) 0.0102(15) 0.0095(18) C64 0.0524(19) 0.083(2) 0.068(2) 0.0163(19) 0.0169(17) 0.0242(18) N65 0.0386(14) 0.100(2) 0.0677(18) 0.0306(16) 0.0116(13) 0.0227(14) C66 0.0429(17) 0.068(2) 0.065(2) -0.0066(17) 0.0145(16) 0.0155(16) N67 0.0236(12) 0.0819(18) 0.104(2) 0.0365(17) 0.0045(14) 0.0023(13) C68 0.0333(16) 0.076(2) 0.067(2) 0.0040(18) 0.0139(15) -0.0025(15) C69 0.0266(14) 0.070(2) 0.0428(17) 0.0037(15) -0.0010(13) 0.0026(14) O70 0.0230(9) 0.0600(12) 0.0536(12) 0.0074(10) 0.0017(9) 0.0048(9) C71 0.0409(17) 0.084(2) 0.060(2) 0.0031(18) 0.0128(15) 0.0083(17) C72 0.0573(19) 0.097(3) 0.087(2) -0.026(2) 0.0428(18) -0.0077(19) C73 0.072(2) 0.071(2) 0.093(3) -0.011(2) 0.028(2) -0.0009(19) C74 0.059(2) 0.152(4) 0.092(3) 0.028(3) 0.024(2) 0.014(2) C75 0.0344(16) 0.082(2) 0.061(2) -0.0132(18) 0.0071(15) 0.0038(16) C76 0.0301(17) 0.151(4) 0.072(2) 0.001(2) 0.0002(17) -0.015(2) C77 0.061(2) 0.085(2) 0.117(3) -0.043(2) 0.024(2) -0.013(2) C78 0.054(2) 0.096(3) 0.065(2) -0.006(2) -0.0019(18) -0.0093(19) C79 0.069(2) 0.0599(19) 0.073(2) -0.0261(17) 0.0333(17) -0.0112(17) C80 0.077(2) 0.065(2) 0.093(3) -0.021(2) 0.021(2) 0.0052(19) C81 0.090(3) 0.104(3) 0.086(3) -0.054(2) 0.018(2) -0.006(2) C82 0.103(3) 0.073(2) 0.125(3) -0.040(2) 0.072(2) -0.031(2) C83 0.0526(13) 0.0692(15) 0.0679(15) -0.0051(13) 0.0231(11) 0.0062(12) C84 0.230(4) 0.085(2) 0.107(3) 0.0221(19) 0.051(3) 0.055(2) C85 0.412(7) 0.087(2) 0.085(2) -0.0043(19) 0.112(3) 0.026(3) C86 0.222(3) 0.164(3) 0.110(2) -0.052(2) 0.117(2) -0.062(3) C87 0.0526(13) 0.0692(15) 0.0679(15) -0.0051(13) 0.0231(11) 0.0062(12) C88 0.412(7) 0.087(2) 0.085(2) -0.0043(19) 0.112(3) 0.026(3) C89 0.230(4) 0.085(2) 0.107(3) 0.0221(19) 0.051(3) 0.055(2) C90 0.222(3) 0.164(3) 0.110(2) -0.052(2) 0.117(2) -0.062(3) C91 0.0422(16) 0.0592(19) 0.0552(19) -0.0162(16) 0.0015(15) -0.0023(15) C92 0.0426(17) 0.064(2) 0.0551(19) -0.0088(16) -0.0064(15) 0.0028(15) C93 0.054(2) 0.079(2) 0.081(2) -0.021(2) 0.0097(19) -0.0139(18) C94 0.068(2) 0.0536(18) 0.058(2) -0.0161(16) -0.0022(17) 0.0055(17) O95 0.0298(10) 0.0674(13) 0.0443(11) -0.0102(10) -0.0052(9) 0.0104(10) C96 0.0540(19) 0.072(2) 0.058(2) -0.0075(18) -0.0022(16) 0.0125(17) O97 0.0419(11) 0.0839(14) 0.0448(12) 0.0149(11) 0.0146(9) 0.0106(10) C98 0.0567(19) 0.100(3) 0.065(2) 0.0315(19) 0.0365(16) 0.0215(19) O99 0.0343(10) 0.0558(12) 0.0434(11) -0.0079(9) 0.0007(9) 0.0062(9) C100 0.0452(18) 0.066(2) 0.074(2) -0.0098(18) 0.0105(17) -0.0019(16) O101 0.0977(16) 0.0776(14) 0.0256(11) 0.0073(10) 0.0132(11) -0.0275(13) O102 0.0462(11) 0.0958(15) 0.0331(11) 0.0250(10) 0.0122(9) 0.0173(11) O103 0.0289(10) 0.0921(16) 0.0682(14) 0.0106(12) 0.0113(10) 0.0082(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 C1 C2 1.391(4) . ? C1 C6 1.401(4) . ? C1 O52 1.401(4) . ? C2 C3 1.367(4) . ? C2 C42 1.513(4) . ? C3 C4 1.397(4) . ? C3 H3 0.9500 . ? C4 C5 1.383(4) . ? C4 C71 1.531(4) . ? C5 C6 1.403(4) . ? C5 H5 0.9500 . ? C6 C7 1.501(4) . ? C7 C8 1.543(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C13 1.381(4) . ? C8 C9 1.391(4) . ? C9 C10 1.389(4) . ? C9 H9 0.9500 . ? C10 C11 1.388(4) . ? C10 C75 1.523(4) . ? C11 C12 1.389(4) . ? C11 H11 0.9500 . ? C12 C13 1.384(4) . ? C12 C14 1.522(4) . ? C13 O95 1.394(3) . ? C14 C15 1.499(4) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.370(4) . ? C15 C20 1.416(4) . ? C16 C17 1.393(4) . ? C16 H16 0.9500 . ? C17 C18 1.383(4) . ? C17 C79 1.531(4) . ? C18 C19 1.381(4) . ? C18 H18 0.9500 . ? C19 C20 1.370(4) . ? C19 C21 1.522(4) . ? C20 O61 1.380(3) . ? C21 C22 1.499(4) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C27 1.384(4) . ? C22 C23 1.399(4) . ? C23 C24 1.388(4) . ? C23 H23 0.9500 . ? C24 C25 1.391(4) . ? C24 C83 1.521(5) . ? C25 C26 1.404(4) . ? C25 H25 0.9500 . ? C26 C27 1.381(4) . ? C26 C28 1.501(4) . ? C27 O97 1.398(3) . ? C28 C29 1.532(4) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.369(4) . ? C29 C34 1.390(4) . ? C30 C31 1.388(4) . ? C30 H30 0.9500 . ? C31 C32 1.409(4) . ? C31 C87 1.527(4) . ? C32 C33 1.379(4) . ? C32 H32 0.9500 . ? C33 C34 1.410(4) . ? C33 C35 1.511(4) . ? C34 O70 1.390(3) . ? C35 C36 1.530(4) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C41 1.376(3) . ? C36 C37 1.392(4) . ? C37 O99 1.369(3) . ? C37 C38 1.423(4) . ? C38 C39 1.365(4) . ? C38 C42 1.521(4) . ? C39 C40 1.418(4) . ? C39 H39 0.9500 . ? C40 C41 1.376(4) . ? C40 C91 1.524(4) . ? C41 H41 0.9500 . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? N43 C44 1.453(4) . ? N43 C53 1.474(3) . ? N43 C62 1.501(3) . ? C44 C45 1.522(4) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C46 1.502(4) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 N47 1.468(4) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? N47 C48 1.330(4) . ? N47 H47 0.8800 . ? C48 O101 1.242(3) . ? C48 N49 1.350(4) . ? N49 C50 1.442(3) . ? N49 H49 0.8800 . ? C50 C51 1.470(4) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 O52 1.432(3) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C53 C54 1.496(4) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 C55 1.517(4) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C55 N56 1.419(4) . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? N56 C57 1.335(4) . ? N56 H56 0.8800 . ? C57 O102 1.230(3) . ? C57 N58 1.364(4) . ? N58 C59 1.416(4) . ? N58 H58 0.8800 . ? C59 C60 1.525(4) . ? C59 H59A 0.9900 . ? C59 H59B 0.9900 . ? C60 O61 1.443(3) . ? C60 H60A 0.9900 . ? C60 H60B 0.9900 . ? C62 C63 1.540(5) . ? C62 H62A 0.9900 . ? C62 H62B 0.9900 . ? C63 C64 1.503(5) . ? C63 H63A 0.9900 . ? C63 H63B 0.9900 . ? C64 N65 1.437(4) . ? C64 H64A 0.9900 . ? C64 H64B 0.9900 . ? N65 C66 1.354(4) . ? N65 H65 0.8800 . ? C66 O103 1.220(3) . ? C66 N67 1.378(4) . ? N67 C68 1.423(4) . ? N67 H67 0.8800 . ? C68 C69 1.468(4) . ? C68 H68A 0.9900 . ? C68 H68B 0.9900 . ? C69 O70 1.459(3) . ? C69 H69A 0.9900 . ? C69 H69B 0.9900 . ? C71 C72 1.516(5) . ? C71 C74 1.527(5) . ? C71 C73 1.540(5) . ? C72 H72A 0.9800 . ? C72 H72B 0.9800 . ? C72 H72C 0.9800 . ? C73 H73A 0.9800 . ? C73 H73B 0.9800 . ? C73 H73C 0.9800 . ? C74 H74A 0.9800 . ? C74 H74B 0.9800 . ? C74 H74C 0.9800 . ? C75 C76 1.488(4) . ? C75 C78 1.532(5) . ? C75 C77 1.568(5) . ? C76 H76A 0.9800 . ? C76 H76B 0.9800 . ? C76 H76C 0.9800 . ? C77 H77A 0.9800 . ? C77 H77B 0.9800 . ? C77 H77C 0.9800 . ? C78 H78A 0.9800 . ? C78 H78B 0.9800 . ? C78 H78C 0.9800 . ? C79 C82 1.542(5) . ? C79 C80 1.546(5) . ? C79 C81 1.553(5) . ? C80 H80A 0.9800 . ? C80 H80B 0.9800 . ? C80 H80C 0.9800 . ? C81 H81A 0.9800 . ? C81 H81B 0.9800 . ? C81 H81C 0.9800 . ? C82 H82A 0.9800 . ? C82 H82B 0.9800 . ? C82 H82C 0.9800 . ? C83 C85 1.379(5) . ? C83 C84 1.517(5) . ? C83 C86 1.585(6) . ? C84 H84A 0.9800 . ? C84 H84B 0.9800 . ? C84 H84C 0.9800 . ? C85 H85A 0.9800 . ? C85 H85B 0.9800 . ? C85 H85C 0.9800 . ? C86 H86A 0.9800 . ? C86 H86B 0.9800 . ? C86 H86C 0.9800 . ? C87 C90 1.478(6) . ? C87 C89 1.538(6) . ? C87 C88 1.556(8) . ? C88 H88A 0.9800 . ? C88 H88B 0.9800 . ? C88 H88C 0.9800 . ? C89 H89A 0.9800 . ? C89 H89B 0.9800 . ? C89 H89C 0.9800 . ? C90 H90A 0.9800 . ? C90 H90B 0.9800 . ? C90 H90C 0.9800 . ? C91 C92 1.521(4) . ? C91 C94 1.538(4) . ? C91 C93 1.541(5) . ? C92 H92A 0.9800 . ? C92 H92B 0.9800 . ? C92 H92C 0.9800 . ? C93 H93A 0.9800 . ? C93 H93B 0.9800 . ? C93 H93C 0.9800 . ? C94 H94A 0.9800 . ? C94 H94B 0.9800 . ? C94 H94C 0.9800 . ? O95 C96 1.422(4) . ? C96 H96A 0.9800 . ? C96 H96B 0.9800 . ? C96 H96C 0.9800 . ? O97 C98 1.438(4) . ? C98 H98A 0.9800 . ? C98 H98B 0.9800 . ? C98 H98C 0.9800 . ? O99 C100 1.389(4) . ? C100 H10A 0.9800 . ? C100 H10B 0.9800 . ? C100 H10C 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 C2 C1 C6 121.2(3) . . ? C2 C1 O52 120.5(2) . . ? C6 C1 O52 118.2(3) . . ? C3 C2 C1 119.4(3) . . ? C3 C2 C42 120.3(3) . . ? C1 C2 C42 120.3(3) . . ? C2 C3 C4 121.7(3) . . ? C2 C3 H3 119.1 . . ? C4 C3 H3 119.1 . . ? C5 C4 C3 117.9(3) . . ? C5 C4 C71 118.7(3) . . ? C3 C4 C71 123.3(3) . . ? C4 C5 C6 122.4(3) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C1 C6 C5 117.2(3) . . ? C1 C6 C7 121.7(3) . . ? C5 C6 C7 121.1(2) . . ? C6 C7 C8 112.3(2) . . ? C6 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? C6 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.9 . . ? C13 C8 C9 118.8(3) . . ? C13 C8 C7 120.8(3) . . ? C9 C8 C7 120.4(3) . . ? C10 C9 C8 121.8(3) . . ? C10 C9 H9 119.1 . . ? C8 C9 H9 119.1 . . ? C11 C10 C9 117.5(3) . . ? C11 C10 C75 119.6(3) . . ? C9 C10 C75 122.7(3) . . ? C10 C11 C12 122.0(3) . . ? C10 C11 H11 119.0 . . ? C12 C11 H11 119.0 . . ? C13 C12 C11 118.6(3) . . ? C13 C12 C14 121.7(3) . . ? C11 C12 C14 119.6(3) . . ? C8 C13 C12 121.1(3) . . ? C8 C13 O95 120.1(3) . . ? C12 C13 O95 118.7(3) . . ? C15 C14 C12 112.9(2) . . ? C15 C14 H14A 109.0 . . ? C12 C14 H14A 109.0 . . ? C15 C14 H14B 109.0 . . ? C12 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? C16 C15 C20 117.7(2) . . ? C16 C15 C14 122.6(2) . . ? C20 C15 C14 119.7(3) . . ? C15 C16 C17 122.4(3) . . ? C15 C16 H16 118.8 . . ? C17 C16 H16 118.8 . . ? C18 C17 C16 117.4(3) . . ? C18 C17 C79 123.3(3) . . ? C16 C17 C79 119.3(3) . . ? C19 C18 C17 122.5(3) . . ? C19 C18 H18 118.7 . . ? C17 C18 H18 118.7 . . ? C20 C19 C18 118.4(2) . . ? C20 C19 C21 119.0(2) . . ? C18 C19 C21 122.6(2) . . ? C19 C20 O61 119.2(2) . . ? C19 C20 C15 121.4(2) . . ? O61 C20 C15 119.4(2) . . ? C22 C21 C19 117.0(2) . . ? C22 C21 H21A 108.1 . . ? C19 C21 H21A 108.1 . . ? C22 C21 H21B 108.1 . . ? C19 C21 H21B 108.1 . . ? H21A C21 H21B 107.3 . . ? C27 C22 C23 117.2(3) . . ? C27 C22 C21 123.5(3) . . ? C23 C22 C21 119.2(2) . . ? C24 C23 C22 123.1(3) . . ? C24 C23 H23 118.4 . . ? C22 C23 H23 118.4 . . ? C23 C24 C25 117.1(3) . . ? C23 C24 C83 121.4(3) . . ? C25 C24 C83 121.4(3) . . ? C24 C25 C26 121.9(3) . . ? C24 C25 H25 119.1 . . ? C26 C25 H25 119.1 . . ? C27 C26 C25 118.2(3) . . ? C27 C26 C28 121.3(3) . . ? C25 C26 C28 120.5(3) . . ? C26 C27 C22 122.5(3) . . ? C26 C27 O97 117.1(2) . . ? C22 C27 O97 120.2(2) . . ? C26 C28 C29 112.7(2) . . ? C26 C28 H28A 109.1 . . ? C29 C28 H28A 109.1 . . ? C26 C28 H28B 109.1 . . ? C29 C28 H28B 109.1 . . ? H28A C28 H28B 107.8 . . ? C30 C29 C34 118.4(3) . . ? C30 C29 C28 120.0(3) . . ? C34 C29 C28 121.5(3) . . ? C29 C30 C31 123.9(3) . . ? C29 C30 H30 118.1 . . ? C31 C30 H30 118.1 . . ? C30 C31 C32 116.3(3) . . ? C30 C31 C87 122.4(3) . . ? C32 C31 C87 121.2(3) . . ? C33 C32 C31 122.0(3) . . ? C33 C32 H32 119.0 . . ? C31 C32 H32 119.0 . . ? C32 C33 C34 118.7(3) . . ? C32 C33 C35 121.4(3) . . ? C34 C33 C35 119.6(3) . . ? O70 C34 C29 120.0(2) . . ? O70 C34 C33 119.4(2) . . ? C29 C34 C33 120.5(3) . . ? C33 C35 C36 111.0(2) . . ? C33 C35 H35A 109.4 . . ? C36 C35 H35A 109.4 . . ? C33 C35 H35B 109.4 . . ? C36 C35 H35B 109.4 . . ? H35A C35 H35B 108.0 . . ? C41 C36 C37 118.6(2) . . ? C41 C36 C35 121.1(2) . . ? C37 C36 C35 120.3(2) . . ? O99 C37 C36 121.0(2) . . ? O99 C37 C38 118.8(2) . . ? C36 C37 C38 120.1(2) . . ? C39 C38 C37 118.8(2) . . ? C39 C38 C42 122.0(2) . . ? C37 C38 C42 119.1(2) . . ? C38 C39 C40 122.1(3) . . ? C38 C39 H39 118.9 . . ? C40 C39 H39 118.9 . . ? C41 C40 C39 116.7(2) . . ? C41 C40 C91 124.7(3) . . ? C39 C40 C91 118.5(2) . . ? C36 C41 C40 123.6(3) . . ? C36 C41 H41 118.2 . . ? C40 C41 H41 118.2 . . ? C2 C42 C38 113.4(2) . . ? C2 C42 H42A 108.9 . . ? C38 C42 H42A 108.9 . . ? C2 C42 H42B 108.9 . . ? C38 C42 H42B 108.9 . . ? H42A C42 H42B 107.7 . . ? C44 N43 C53 112.1(2) . . ? C44 N43 C62 110.0(2) . . ? C53 N43 C62 107.8(2) . . ? N43 C44 C45 115.3(2) . . ? N43 C44 H44A 108.4 . . ? C45 C44 H44A 108.4 . . ? N43 C44 H44B 108.4 . . ? C45 C44 H44B 108.4 . . ? H44A C44 H44B 107.5 . . ? C46 C45 C44 111.2(2) . . ? C46 C45 H45A 109.4 . . ? C44 C45 H45A 109.4 . . ? C46 C45 H45B 109.4 . . ? C44 C45 H45B 109.4 . . ? H45A C45 H45B 108.0 . . ? N47 C46 C45 114.1(2) . . ? N47 C46 H46A 108.7 . . ? C45 C46 H46A 108.7 . . ? N47 C46 H46B 108.7 . . ? C45 C46 H46B 108.7 . . ? H46A C46 H46B 107.6 . . ? C48 N47 C46 121.7(2) . . ? C48 N47 H47 119.1 . . ? C46 N47 H47 119.1 . . ? O101 C48 N47 121.8(3) . . ? O101 C48 N49 121.7(3) . . ? N47 C48 N49 116.5(3) . . ? C48 N49 C50 121.7(2) . . ? C48 N49 H49 119.1 . . ? C50 N49 H49 119.1 . . ? N49 C50 C51 111.8(2) . . ? N49 C50 H50A 109.2 . . ? C51 C50 H50A 109.2 . . ? N49 C50 H50B 109.2 . . ? C51 C50 H50B 109.2 . . ? H50A C50 H50B 107.9 . . ? O52 C51 C50 106.9(2) . . ? O52 C51 H51A 110.3 . . ? C50 C51 H51A 110.3 . . ? O52 C51 H51B 110.3 . . ? C50 C51 H51B 110.3 . . ? H51A C51 H51B 108.6 . . ? C1 O52 C51 117.9(2) . . ? N43 C53 C54 114.8(2) . . ? N43 C53 H53A 108.6 . . ? C54 C53 H53A 108.6 . . ? N43 C53 H53B 108.6 . . ? C54 C53 H53B 108.6 . . ? H53A C53 H53B 107.5 . . ? C53 C54 C55 114.6(3) . . ? C53 C54 H54A 108.6 . . ? C55 C54 H54A 108.6 . . ? C53 C54 H54B 108.6 . . ? C55 C54 H54B 108.6 . . ? H54A C54 H54B 107.6 . . ? N56 C55 C54 111.9(3) . . ? N56 C55 H55A 109.2 . . ? C54 C55 H55A 109.2 . . ? N56 C55 H55B 109.2 . . ? C54 C55 H55B 109.2 . . ? H55A C55 H55B 107.9 . . ? C57 N56 C55 123.0(2) . . ? C57 N56 H56 118.5 . . ? C55 N56 H56 118.5 . . ? O102 C57 N56 123.0(3) . . ? O102 C57 N58 120.6(3) . . ? N56 C57 N58 116.4(2) . . ? C57 N58 C59 121.0(2) . . ? C57 N58 H58 119.5 . . ? C59 N58 H58 119.5 . . ? N58 C59 C60 112.9(2) . . ? N58 C59 H59A 109.0 . . ? C60 C59 H59A 109.0 . . ? N58 C59 H59B 109.0 . . ? C60 C59 H59B 109.0 . . ? H59A C59 H59B 107.8 . . ? O61 C60 C59 106.1(2) . . ? O61 C60 H60A 110.5 . . ? C59 C60 H60A 110.5 . . ? O61 C60 H60B 110.5 . . ? C59 C60 H60B 110.5 . . ? H60A C60 H60B 108.7 . . ? C20 O61 C60 114.20(19) . . ? N43 C62 C63 112.5(2) . . ? N43 C62 H62A 109.1 . . ? C63 C62 H62A 109.1 . . ? N43 C62 H62B 109.1 . . ? C63 C62 H62B 109.1 . . ? H62A C62 H62B 107.8 . . ? C64 C63 C62 115.6(3) . . ? C64 C63 H63A 108.4 . . ? C62 C63 H63A 108.4 . . ? C64 C63 H63B 108.4 . . ? C62 C63 H63B 108.4 . . ? H63A C63 H63B 107.4 . . ? N65 C64 C63 114.1(3) . . ? N65 C64 H64A 108.7 . . ? C63 C64 H64A 108.7 . . ? N65 C64 H64B 108.7 . . ? C63 C64 H64B 108.7 . . ? H64A C64 H64B 107.6 . . ? C66 N65 C64 119.4(3) . . ? C66 N65 H65 120.3 . . ? C64 N65 H65 120.3 . . ? O103 C66 N65 123.2(3) . . ? O103 C66 N67 121.6(3) . . ? N65 C66 N67 115.0(3) . . ? C66 N67 C68 122.1(3) . . ? C66 N67 H67 118.9 . . ? C68 N67 H67 118.9 . . ? N67 C68 C69 113.7(3) . . ? N67 C68 H68A 108.8 . . ? C69 C68 H68A 108.8 . . ? N67 C68 H68B 108.8 . . ? C69 C68 H68B 108.8 . . ? H68A C68 H68B 107.7 . . ? O70 C69 C68 106.6(2) . . ? O70 C69 H69A 110.4 . . ? C68 C69 H69A 110.4 . . ? O70 C69 H69B 110.4 . . ? C68 C69 H69B 110.4 . . ? H69A C69 H69B 108.6 . . ? C34 O70 C69 114.1(2) . . ? C72 C71 C74 108.7(3) . . ? C72 C71 C4 109.8(3) . . ? C74 C71 C4 112.4(3) . . ? C72 C71 C73 108.9(3) . . ? C74 C71 C73 107.9(3) . . ? C4 C71 C73 109.1(3) . . ? C71 C72 H72A 109.5 . . ? C71 C72 H72B 109.5 . . ? H72A C72 H72B 109.5 . . ? C71 C72 H72C 109.5 . . ? H72A C72 H72C 109.5 . . ? H72B C72 H72C 109.5 . . ? C71 C73 H73A 109.5 . . ? C71 C73 H73B 109.5 . . ? H73A C73 H73B 109.5 . . ? C71 C73 H73C 109.5 . . ? H73A C73 H73C 109.5 . . ? H73B C73 H73C 109.5 . . ? C71 C74 H74A 109.5 . . ? C71 C74 H74B 109.5 . . ? H74A C74 H74B 109.5 . . ? C71 C74 H74C 109.5 . . ? H74A C74 H74C 109.5 . . ? H74B C74 H74C 109.5 . . ? C76 C75 C10 109.7(3) . . ? C76 C75 C78 108.2(3) . . ? C10 C75 C78 112.6(3) . . ? C76 C75 C77 108.4(3) . . ? C10 C75 C77 109.3(3) . . ? C78 C75 C77 108.6(3) . . ? C75 C76 H76A 109.5 . . ? C75 C76 H76B 109.5 . . ? H76A C76 H76B 109.5 . . ? C75 C76 H76C 109.5 . . ? H76A C76 H76C 109.5 . . ? H76B C76 H76C 109.5 . . ? C75 C77 H77A 109.5 . . ? C75 C77 H77B 109.5 . . ? H77A C77 H77B 109.5 . . ? C75 C77 H77C 109.5 . . ? H77A C77 H77C 109.5 . . ? H77B C77 H77C 109.5 . . ? C75 C78 H78A 109.5 . . ? C75 C78 H78B 109.5 . . ? H78A C78 H78B 109.5 . . ? C75 C78 H78C 109.5 . . ? H78A C78 H78C 109.5 . . ? H78B C78 H78C 109.5 . . ? C17 C79 C82 110.1(3) . . ? C17 C79 C80 112.1(3) . . ? C82 C79 C80 108.9(3) . . ? C17 C79 C81 108.9(3) . . ? C82 C79 C81 108.7(3) . . ? C80 C79 C81 108.1(3) . . ? C79 C80 H80A 109.5 . . ? C79 C80 H80B 109.5 . . ? H80A C80 H80B 109.5 . . ? C79 C80 H80C 109.5 . . ? H80A C80 H80C 109.5 . . ? H80B C80 H80C 109.5 . . ? C79 C81 H81A 109.5 . . ? C79 C81 H81B 109.5 . . ? H81A C81 H81B 109.5 . . ? C79 C81 H81C 109.5 . . ? H81A C81 H81C 109.5 . . ? H81B C81 H81C 109.5 . . ? C79 C82 H82A 109.5 . . ? C79 C82 H82B 109.5 . . ? H82A C82 H82B 109.5 . . ? C79 C82 H82C 109.5 . . ? H82A C82 H82C 109.5 . . ? H82B C82 H82C 109.5 . . ? C85 C83 C84 122.4(4) . . ? C85 C83 C24 113.8(3) . . ? C84 C83 C24 114.2(3) . . ? C85 C83 C86 99.5(4) . . ? C84 C83 C86 96.0(3) . . ? C24 C83 C86 106.2(3) . . ? C83 C84 H84A 109.5 . . ? C83 C84 H84B 109.5 . . ? H84A C84 H84B 109.5 . . ? C83 C84 H84C 109.5 . . ? H84A C84 H84C 109.5 . . ? H84B C84 H84C 109.5 . . ? C83 C85 H85A 109.5 . . ? C83 C85 H85B 109.5 . . ? H85A C85 H85B 109.5 . . ? C83 C85 H85C 109.5 . . ? H85A C85 H85C 109.5 . . ? H85B C85 H85C 109.5 . . ? C83 C86 H86A 109.5 . . ? C83 C86 H86B 109.5 . . ? H86A C86 H86B 109.5 . . ? C83 C86 H86C 109.5 . . ? H86A C86 H86C 109.5 . . ? H86B C86 H86C 109.5 . . ? C90 C87 C31 113.8(3) . . ? C90 C87 C89 113.0(4) . . ? C31 C87 C89 107.7(3) . . ? C90 C87 C88 107.6(4) . . ? C31 C87 C88 109.9(3) . . ? C89 C87 C88 104.5(4) . . ? C87 C88 H88A 109.5 . . ? C87 C88 H88B 109.5 . . ? H88A C88 H88B 109.5 . . ? C87 C88 H88C 109.5 . . ? H88A C88 H88C 109.5 . . ? H88B C88 H88C 109.5 . . ? C87 C89 H89A 109.5 . . ? C87 C89 H89B 109.5 . . ? H89A C89 H89B 109.5 . . ? C87 C89 H89C 109.5 . . ? H89A C89 H89C 109.5 . . ? H89B C89 H89C 109.5 . . ? C87 C90 H90A 109.5 . . ? C87 C90 H90B 109.5 . . ? H90A C90 H90B 109.5 . . ? C87 C90 H90C 109.5 . . ? H90A C90 H90C 109.5 . . ? H90B C90 H90C 109.5 . . ? C92 C91 C40 109.7(2) . . ? C92 C91 C94 108.5(3) . . ? C40 C91 C94 111.7(2) . . ? C92 C91 C93 111.0(3) . . ? C40 C91 C93 108.2(3) . . ? C94 C91 C93 107.7(3) . . ? C91 C92 H92A 109.5 . . ? C91 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? C91 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? C91 C93 H93A 109.5 . . ? C91 C93 H93B 109.5 . . ? H93A C93 H93B 109.5 . . ? C91 C93 H93C 109.5 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 109.5 . . ? C91 C94 H94A 109.5 . . ? C91 C94 H94B 109.5 . . ? H94A C94 H94B 109.5 . . ? C91 C94 H94C 109.5 . . ? H94A C94 H94C 109.5 . . ? H94B C94 H94C 109.5 . . ? C13 O95 C96 114.4(2) . . ? O95 C96 H96A 109.5 . . ? O95 C96 H96B 109.5 . . ? H96A C96 H96B 109.5 . . ? O95 C96 H96C 109.5 . . ? H96A C96 H96C 109.5 . . ? H96B C96 H96C 109.5 . . ? C27 O97 C98 113.6(2) . . ? O97 C98 H98A 109.5 . . ? O97 C98 H98B 109.5 . . ? H98A C98 H98B 109.5 . . ? O97 C98 H98C 109.5 . . ? H98A C98 H98C 109.5 . . ? H98B C98 H98C 109.5 . . ? C37 O99 C100 113.8(2) . . ? O99 C100 H10A 109.5 . . ? O99 C100 H10B 109.5 . . ? H10A C100 H10B 109.5 . . ? O99 C100 H10C 109.5 . . ? H10A C100 H10C 109.5 . . ? H10B C100 H10C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.21 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.738 _refine_diff_density_min -0.391 _refine_diff_density_rms 0.078 #===END