# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Dr Anthony Coleman' _publ_contact_author_address ; IBCP CNRS 7 passge du Vercors Lyon 69367 FRANCE ; _publ_contact_author_email a.lazar@ibcp.fr _publ_section_title ; Head-to-Tail Self-Assembly of a Caliz[4]arene Inclusion Polymer Controlled by a Pendant Arm ; loop_ _publ_author_name 'Anthony Coleman' 'Sebastien Cecillon' 'Oksana Danylyuk' 'Adina Lazar' 'Beth Rather' 'Kinga Suwinska' ; M.Zaworotko ; data_awc050 _database_code_depnum_ccdc_archive 'CCDC 252482' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H30 O6' _chemical_formula_weight 510.56 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.432(2) _cell_length_b 16.514(3) _cell_length_c 45.259(9) _cell_angle_alpha 90.00 _cell_angle_beta 95.53(3) _cell_angle_gamma 90.00 _cell_volume 7761(3) _cell_formula_units_Z 12 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description cube _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.311 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3240 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39458 _diffrn_reflns_av_R_equivalents 0.1062 _diffrn_reflns_av_sigmaI/netI 0.1484 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -53 _diffrn_reflns_limit_l_max 53 _diffrn_reflns_theta_min 0.90 _diffrn_reflns_theta_max 25.01 _reflns_number_total 13676 _reflns_number_gt 6098 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0661P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13676 _refine_ls_number_parameters 1030 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1678 _refine_ls_R_factor_gt 0.0670 _refine_ls_wR_factor_ref 0.1895 _refine_ls_wR_factor_gt 0.1440 _refine_ls_goodness_of_fit_ref 0.967 _refine_ls_restrained_S_all 0.967 _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 0.7413(3) 0.23012(17) 0.07444(6) 0.0392(8) Uani 1 1 d . . . O2 O 0.6553(3) 0.07432(17) 0.07386(6) 0.0424(8) Uani 1 1 d . . . H2O H 0.7036 0.1423 0.0742 0.051 Uiso 1 1 d R . . O3 O 0.6118(3) 0.07187(17) 0.13097(6) 0.0409(8) Uani 1 1 d . . . H3O H 0.6278 0.0768 0.1061 0.049 Uiso 1 1 d R . . O4 O 0.6711(3) 0.23084(18) 0.13158(7) 0.0460(8) Uani 1 1 d . . . H4O H 0.6325 0.1771 0.1361 0.055 Uiso 1 1 d R . . O5 O 0.9421(3) 0.1272(2) 0.07308(8) 0.0691(11) Uani 1 1 d . . . O6 O 1.0809(3) 0.23017(19) 0.08008(7) 0.0488(8) Uani 1 1 d . . . C1 C 0.6524(4) 0.2834(3) 0.06034(10) 0.0392(11) Uani 1 1 d . . . C2 C 0.6147(4) 0.3551(3) 0.07376(10) 0.0387(11) Uani 1 1 d . . . C3 C 0.5288(5) 0.4044(3) 0.05667(11) 0.0487(13) Uani 1 1 d . . . H3 H 0.5053 0.4550 0.0646 0.058 Uiso 1 1 calc R . . C4 C 0.4760(5) 0.3825(3) 0.02846(11) 0.0517(13) Uani 1 1 d . . . H4 H 0.4173 0.4174 0.0173 0.062 Uiso 1 1 calc R . . C5 C 0.5100(4) 0.3091(3) 0.01683(10) 0.0458(12) Uani 1 1 d . . . H5 H 0.4726 0.2933 -0.0023 0.055 Uiso 1 1 calc R . . C6 C 0.5976(4) 0.2579(3) 0.03243(10) 0.0372(11) Uani 1 1 d . . . C7 C 0.6279(4) 0.1756(3) 0.02012(10) 0.0405(12) Uani 1 1 d . . . H7A H 0.7154 0.1589 0.0283 0.049 Uiso 1 1 calc R . . H7B H 0.6274 0.1794 -0.0017 0.049 Uiso 1 1 calc R . . C8 C 0.5315(4) 0.1116(3) 0.02770(9) 0.0355(11) Uani 1 1 d . . . C9 C 0.5473(4) 0.0662(3) 0.05356(9) 0.0325(10) Uani 1 1 d . . . C10 C 0.4553(4) 0.0089(3) 0.06046(9) 0.0372(11) Uani 1 1 d . . . C11 C 0.3489(4) -0.0023(3) 0.04015(10) 0.0460(12) Uani 1 1 d . . . H11 H 0.2867 -0.0419 0.0441 0.055 Uiso 1 1 calc R . . C12 C 0.3312(5) 0.0420(3) 0.01467(10) 0.0484(13) Uani 1 1 d . . . H12 H 0.2565 0.0341 0.0012 0.058 Uiso 1 1 calc R . . C13 C 0.4223(4) 0.0980(3) 0.00854(10) 0.0459(12) Uani 1 1 d . . . H13 H 0.4098 0.1282 -0.0094 0.055 Uiso 1 1 calc R . . C14 C 0.4675(4) -0.0373(3) 0.08968(9) 0.0385(11) Uani 1 1 d . . . H14A H 0.4250 -0.0907 0.0867 0.046 Uiso 1 1 calc R . . H14B H 0.5598 -0.0470 0.0959 0.046 Uiso 1 1 calc R . . C15 C 0.4082(4) 0.0074(3) 0.11389(9) 0.0355(11) Uani 1 1 d . . . C16 C 0.2789(4) -0.0037(3) 0.11810(10) 0.0416(12) Uani 1 1 d . . . H16 H 0.2283 -0.0406 0.1058 0.050 Uiso 1 1 calc R . . C17 C 0.2235(4) 0.0384(3) 0.13995(10) 0.0458(12) Uani 1 1 d . . . H17 H 0.1353 0.0304 0.1427 0.055 Uiso 1 1 calc R . . C18 C 0.2979(4) 0.0927(3) 0.15792(10) 0.0420(12) Uani 1 1 d . . . H18 H 0.2590 0.1208 0.1731 0.050 Uiso 1 1 calc R . . C19 C 0.4241(4) 0.1070(3) 0.15457(9) 0.0345(11) Uani 1 1 d . . . C20 C 0.4805(4) 0.0622(3) 0.13273(9) 0.0343(11) Uani 1 1 d . . . C21 C 0.5004(4) 0.1689(3) 0.17351(9) 0.0405(12) Uani 1 1 d . . . H21A H 0.5920 0.1523 0.1759 0.049 Uiso 1 1 calc R . . H21B H 0.4688 0.1700 0.1934 0.049 Uiso 1 1 calc R . . C22 C 0.4905(4) 0.2538(3) 0.16029(9) 0.0366(11) Uani 1 1 d . . . C23 C 0.3983(4) 0.3070(3) 0.16822(10) 0.0402(12) Uani 1 1 d . . . H23 H 0.3401 0.2904 0.1819 0.048 Uiso 1 1 calc R . . C24 C 0.3893(5) 0.3836(3) 0.15660(11) 0.0527(13) Uani 1 1 d . . . H24 H 0.3260 0.4198 0.1626 0.063 Uiso 1 1 calc R . . C25 C 0.4720(4) 0.4085(3) 0.13613(10) 0.0467(13) Uani 1 1 d . . . H25 H 0.4644 0.4615 0.1279 0.056 Uiso 1 1 calc R . . C26 C 0.5650(4) 0.3567(3) 0.12770(9) 0.0373(11) Uani 1 1 d . . . C27 C 0.5737(4) 0.2787(3) 0.14002(9) 0.0347(11) Uani 1 1 d . . . C28 C 0.6579(4) 0.3824(3) 0.10544(10) 0.0467(12) Uani 1 1 d . . . H28A H 0.7440 0.3594 0.1115 0.056 Uiso 1 1 calc R . . H28B H 0.6658 0.4422 0.1058 0.056 Uiso 1 1 calc R . . C29 C 0.8659(4) 0.2597(3) 0.08401(11) 0.0468(13) Uani 1 1 d . . . H29A H 0.8714 0.2723 0.1055 0.056 Uiso 1 1 calc R . . H29B H 0.8823 0.3102 0.0732 0.056 Uiso 1 1 calc R . . C30 C 0.9652(5) 0.1976(3) 0.07833(10) 0.0462(13) Uani 1 1 d . . . C31 C 1.1904(4) 0.1789(3) 0.07517(11) 0.0556(14) Uani 1 1 d . . . H31A H 1.1821 0.1576 0.0546 0.067 Uiso 1 1 calc R . . H31B H 1.1962 0.1327 0.0892 0.067 Uiso 1 1 calc R . . C32 C 1.3075(4) 0.2321(3) 0.08038(12) 0.0687(16) Uani 1 1 d . . . H32A H 1.3068 0.2725 0.0645 0.103 Uiso 1 1 calc R . . H32B H 1.3854 0.1989 0.0805 0.103 Uiso 1 1 calc R . . H32C H 1.3066 0.2597 0.0995 0.103 Uiso 1 1 calc R . . O7 O 0.8137(3) 0.85502(16) 0.25141(6) 0.0368(7) Uani 1 1 d . . . O8 O 0.9949(3) 0.7428(2) 0.25170(12) 0.1016(16) Uani 1 1 d . . . O9 O 1.1493(3) 0.83276(18) 0.24879(8) 0.0581(10) Uani 1 1 d . . . O10 O 0.7311(3) 0.73734(17) 0.20552(6) 0.0460(8) Uani 1 1 d . . . H10O H 0.7253 0.7045 0.2220 0.055 Uiso 1 1 d R . . O11 O 0.6845(3) 0.63928(16) 0.24971(6) 0.0392(8) Uani 1 1 d . . . H11O H 0.7013 0.6639 0.2733 0.047 Uiso 1 1 d R . . O12 O 0.7576(3) 0.74268(16) 0.29159(6) 0.0418(8) Uani 1 1 d . . . H12O H 0.8046 0.7804 0.2780 0.050 Uiso 1 1 d R . . C33 C 0.7224(4) 0.9174(2) 0.25092(10) 0.0322(10) Uani 1 1 d . . . C34 C 0.6870(4) 0.9475(2) 0.27762(9) 0.0315(10) Uani 1 1 d . . . C35 C 0.5959(4) 1.0089(2) 0.27636(10) 0.0381(11) Uani 1 1 d . . . H35 H 0.5707 1.0304 0.2944 0.046 Uiso 1 1 calc R . . C36 C 0.5411(4) 1.0395(3) 0.24984(11) 0.0421(12) Uani 1 1 d . . . H36 H 0.4815 1.0831 0.2495 0.051 Uiso 1 1 calc R . . C37 C 0.5739(4) 1.0058(3) 0.22385(10) 0.0406(12) Uani 1 1 d . . . H37 H 0.5334 1.0256 0.2056 0.049 Uiso 1 1 calc R . . C38 C 0.6644(4) 0.9438(2) 0.22331(10) 0.0342(11) Uani 1 1 d . . . C39 C 0.6905(4) 0.9044(3) 0.19433(9) 0.0432(12) Uani 1 1 d . . . H39A H 0.7771 0.8794 0.1965 0.052 Uiso 1 1 calc R . . H39B H 0.6892 0.9461 0.1786 0.052 Uiso 1 1 calc R . . C40 C 0.5895(5) 0.8398(3) 0.18541(9) 0.0384(11) Uani 1 1 d . . . C41 C 0.6118(4) 0.7586(3) 0.19278(9) 0.0371(11) Uani 1 1 d . . . C42 C 0.5170(5) 0.6997(3) 0.18632(9) 0.0361(11) Uani 1 1 d . . . C43 C 0.4005(5) 0.7241(3) 0.17210(9) 0.0461(13) Uani 1 1 d . . . H43 H 0.3352 0.6847 0.1675 0.055 Uiso 1 1 calc R . . C44 C 0.3757(5) 0.8038(3) 0.16429(10) 0.0521(13) Uani 1 1 d . . . H44 H 0.2949 0.8191 0.1544 0.062 Uiso 1 1 calc R . . C45 C 0.4706(5) 0.8608(3) 0.17115(9) 0.0457(13) Uani 1 1 d . . . H45 H 0.4540 0.9158 0.1660 0.055 Uiso 1 1 calc R . . C46 C 0.5382(4) 0.6113(3) 0.19527(9) 0.0414(12) Uani 1 1 d . . . H46A H 0.6315 0.5991 0.1963 0.050 Uiso 1 1 calc R . . H46B H 0.4938 0.5763 0.1798 0.050 Uiso 1 1 calc R . . C47 C 0.4892(4) 0.5913(2) 0.22498(9) 0.0335(11) Uani 1 1 d . . . C48 C 0.5630(4) 0.6080(2) 0.25162(10) 0.0320(10) Uani 1 1 d . . . C49 C 0.5182(4) 0.5935(2) 0.27909(9) 0.0333(10) Uani 1 1 d . . . C50 C 0.3980(4) 0.5580(2) 0.27953(10) 0.0378(11) Uani 1 1 d . . . H50 H 0.3663 0.5462 0.2980 0.045 Uiso 1 1 calc R . . C51 C 0.3234(4) 0.5394(3) 0.25350(10) 0.0415(12) Uani 1 1 d . . . H51 H 0.2412 0.5150 0.2542 0.050 Uiso 1 1 calc R . . C52 C 0.3687(4) 0.5566(3) 0.22664(10) 0.0405(12) Uani 1 1 d . . . H52 H 0.3165 0.5444 0.2088 0.049 Uiso 1 1 calc R . . C53 C 0.5969(4) 0.6161(3) 0.30807(9) 0.0383(11) Uani 1 1 d . . . H53A H 0.5714 0.5804 0.3241 0.046 Uiso 1 1 calc R . . H53B H 0.6891 0.6059 0.3059 0.046 Uiso 1 1 calc R . . C54 C 0.5806(4) 0.7042(3) 0.31729(9) 0.0334(11) Uani 1 1 d . . . C55 C 0.4864(4) 0.7261(3) 0.33541(9) 0.0434(12) Uani 1 1 d . . . H55 H 0.4314 0.6855 0.3420 0.052 Uiso 1 1 calc R . . C56 C 0.4704(4) 0.8050(3) 0.34405(10) 0.0459(12) Uani 1 1 d . . . H56 H 0.4045 0.8186 0.3563 0.055 Uiso 1 1 calc R . . C57 C 0.5513(4) 0.8642(3) 0.33479(9) 0.0419(12) Uani 1 1 d . . . H57 H 0.5397 0.9187 0.3407 0.050 Uiso 1 1 calc R . . C58 C 0.6485(4) 0.8459(3) 0.31717(9) 0.0352(11) Uani 1 1 d . . . C59 C 0.6608(4) 0.7655(3) 0.30854(9) 0.0330(10) Uani 1 1 d . . . C60 C 0.7380(4) 0.9115(2) 0.30756(9) 0.0382(11) Uani 1 1 d . . . H60A H 0.8246 0.8882 0.3061 0.046 Uiso 1 1 calc R . . H60B H 0.7463 0.9549 0.3227 0.046 Uiso 1 1 calc R . . C61 C 0.9421(4) 0.8818(3) 0.25070(12) 0.0487(13) Uani 1 1 d . . . H61A H 0.9682 0.9143 0.2687 0.058 Uiso 1 1 calc R . . H61B H 0.9485 0.9167 0.2331 0.058 Uiso 1 1 calc R . . C62 C 1.0295(4) 0.8110(3) 0.24941(11) 0.0468(13) Uani 1 1 d . . . C63 C 1.2483(4) 0.7715(3) 0.24748(12) 0.0564(14) Uani 1 1 d . . . H63A H 1.2389 0.7443 0.2279 0.068 Uiso 1 1 calc R . . H63B H 1.2403 0.7301 0.2630 0.068 Uiso 1 1 calc R . . C64 C 1.3747(4) 0.8119(3) 0.25219(12) 0.0614(15) Uani 1 1 d . . . H64A H 1.3801 0.8543 0.2372 0.092 Uiso 1 1 calc R . . H64B H 1.4432 0.7720 0.2504 0.092 Uiso 1 1 calc R . . H64C H 1.3849 0.8361 0.2720 0.092 Uiso 1 1 calc R . . O13 O 0.7064(3) 0.73377(17) 0.09480(6) 0.0373(7) Uani 1 1 d . . . O14 O 0.7974(3) 0.56379(16) 0.09586(6) 0.0373(7) Uani 1 1 d . . . H14O H 0.8122 0.5655 0.0735 0.045 Uiso 1 1 d R . . O15 O 0.8389(3) 0.58379(18) 0.03855(6) 0.0428(8) Uani 1 1 d . . . H15O H 0.7976 0.6472 0.0364 0.051 Uiso 1 1 d R . . O16 O 0.7564(3) 0.73581(17) 0.03648(6) 0.0422(8) Uani 1 1 d . . . H16O H 0.7270 0.7530 0.0562 0.051 Uiso 1 1 d R . . O17 O 0.4953(3) 0.7612(2) 0.05703(8) 0.0615(10) Uani 1 1 d . . . O18 O 0.3647(3) 0.7279(2) 0.09146(6) 0.0513(9) Uani 1 1 d . . . C65 C 0.7985(4) 0.7775(3) 0.11252(10) 0.0358(11) Uani 1 1 d . . . C66 C 0.8314(4) 0.8538(3) 0.10228(10) 0.0396(11) Uani 1 1 d . . . C67 C 0.9211(5) 0.8991(3) 0.11999(12) 0.0518(13) Uani 1 1 d . . . H67 H 0.9446 0.9514 0.1136 0.062 Uiso 1 1 calc R . . C68 C 0.9768(5) 0.8690(3) 0.14682(11) 0.0531(14) Uani 1 1 d . . . H68 H 1.0358 0.9013 0.1590 0.064 Uiso 1 1 calc R . . C69 C 0.9462(4) 0.7921(3) 0.15570(10) 0.0450(12) Uani 1 1 d . . . H69 H 0.9863 0.7712 0.1739 0.054 Uiso 1 1 calc R . . C70 C 0.8574(4) 0.7443(3) 0.13857(10) 0.0384(11) Uani 1 1 d . . . C71 C 0.8378(4) 0.6569(3) 0.14787(9) 0.0389(11) Uani 1 1 d . . . H71A H 0.8405 0.6540 0.1698 0.047 Uiso 1 1 calc R . . H71B H 0.7519 0.6381 0.1394 0.047 Uiso 1 1 calc R . . C72 C 0.9406(4) 0.6017(3) 0.13740(9) 0.0348(11) Uani 1 1 d . . . C73 C 1.0596(5) 0.5957(3) 0.15346(10) 0.0435(12) Uani 1 1 d . . . H73 H 1.0750 0.6237 0.1718 0.052 Uiso 1 1 calc R . . C74 C 1.1561(5) 0.5498(3) 0.14325(11) 0.0516(13) Uani 1 1 d . . . H74 H 1.2379 0.5469 0.1544 0.062 Uiso 1 1 calc R . . C75 C 1.1345(4) 0.5082(3) 0.11691(11) 0.0461(12) Uani 1 1 d . . . H75 H 1.2016 0.4761 0.1102 0.055 Uiso 1 1 calc R . . C76 C 1.0159(4) 0.5122(3) 0.09974(10) 0.0384(11) Uani 1 1 d . . . C77 C 0.9182(4) 0.5589(3) 0.11073(9) 0.0347(11) Uani 1 1 d . . . C78 C 0.9969(4) 0.4697(3) 0.07013(10) 0.0433(12) Uani 1 1 d . . . H78A H 0.9043 0.4577 0.0653 0.052 Uiso 1 1 calc R . . H78B H 1.0443 0.4177 0.0714 0.052 Uiso 1 1 calc R . . C79 C 1.0442(4) 0.5210(3) 0.04563(10) 0.0393(11) Uani 1 1 d . . . C80 C 0.9653(4) 0.5782(3) 0.03099(10) 0.0401(12) Uani 1 1 d . . . C81 C 1.0071(4) 0.6291(3) 0.00931(9) 0.0417(12) Uani 1 1 d . . . C82 C 1.1339(5) 0.6198(3) 0.00244(10) 0.0507(13) Uani 1 1 d . . . H82 H 1.1654 0.6535 -0.0123 0.061 Uiso 1 1 calc R . . C83 C 1.2148(5) 0.5625(3) 0.01664(11) 0.0531(14) Uani 1 1 d . . . H83 H 1.3012 0.5573 0.0119 0.064 Uiso 1 1 calc R . . C84 C 1.1688(5) 0.5138(3) 0.03747(11) 0.0501(13) Uani 1 1 d . . . H84 H 1.2237 0.4735 0.0468 0.060 Uiso 1 1 calc R . . C85 C 0.9211(5) 0.6922(3) -0.00634(10) 0.0505(13) Uani 1 1 d . . . H85A H 0.8309 0.6726 -0.0078 0.061 Uiso 1 1 calc R . . H85B H 0.9457 0.6995 -0.0268 0.061 Uiso 1 1 calc R . . C86 C 0.9288(4) 0.7728(3) 0.00942(9) 0.0401(12) Uani 1 1 d . . . C87 C 0.8495(4) 0.7928(3) 0.03145(10) 0.0385(12) Uani 1 1 d . . . C88 C 0.8622(4) 0.8642(3) 0.04754(10) 0.0422(12) Uani 1 1 d . . . C89 C 0.9556(5) 0.9191(3) 0.04015(11) 0.0507(13) Uani 1 1 d . . . H89 H 0.9653 0.9692 0.0505 0.061 Uiso 1 1 calc R . . C90 C 1.0336(5) 0.9022(3) 0.01823(12) 0.0571(15) Uani 1 1 d . . . H90 H 1.0965 0.9404 0.0134 0.069 Uiso 1 1 calc R . . C91 C 1.0208(5) 0.8297(4) 0.00316(11) 0.0553(14) Uani 1 1 d . . . H91 H 1.0759 0.8183 -0.0118 0.066 Uiso 1 1 calc R . . C92 C 0.7775(4) 0.8846(3) 0.07201(10) 0.0460(13) Uani 1 1 d . . . H92A H 0.7672 0.9441 0.0730 0.055 Uiso 1 1 calc R . . H92B H 0.6911 0.8607 0.0670 0.055 Uiso 1 1 calc R . . C93 C 0.5839(4) 0.7244(3) 0.10562(10) 0.0544(14) Uani 1 1 d . . . H93A H 0.5759 0.7632 0.1220 0.065 Uiso 1 1 calc R . . H93B H 0.5764 0.6690 0.1136 0.065 Uiso 1 1 calc R . . C94 C 0.4787(4) 0.7386(3) 0.08182(11) 0.0439(12) Uani 1 1 d . . . C95 C 0.2508(4) 0.7403(3) 0.07062(11) 0.0611(15) Uani 1 1 d . . . H95A H 0.2542 0.7944 0.0613 0.073 Uiso 1 1 calc R . . H95B H 0.2472 0.6989 0.0548 0.073 Uiso 1 1 calc R . . C96 C 0.1373(5) 0.7342(3) 0.08694(12) 0.0669(16) Uani 1 1 d . . . H96A H 0.1341 0.6802 0.0958 0.100 Uiso 1 1 calc R . . H96B H 0.0597 0.7429 0.0733 0.100 Uiso 1 1 calc R . . H96C H 0.1420 0.7753 0.1026 0.100 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 0.0272(18) 0.0388(19) 0.0503(19) 0.0040(15) -0.0024(15) -0.0080(14) O2 0.041(2) 0.0368(19) 0.0493(19) 0.0029(15) 0.0011(16) -0.0055(14) O3 0.0307(19) 0.044(2) 0.0479(19) -0.0037(15) 0.0027(15) -0.0005(14) O4 0.044(2) 0.0368(19) 0.058(2) 0.0024(16) 0.0083(16) -0.0007(15) O5 0.055(2) 0.051(3) 0.102(3) -0.009(2) 0.011(2) -0.0040(19) O6 0.0273(19) 0.061(2) 0.059(2) 0.0044(18) 0.0079(16) 0.0025(16) C1 0.032(3) 0.041(3) 0.044(3) 0.010(2) 0.004(2) -0.002(2) C2 0.039(3) 0.039(3) 0.038(3) 0.004(2) 0.007(2) -0.007(2) C3 0.058(3) 0.036(3) 0.052(3) 0.011(3) 0.004(3) 0.004(2) C4 0.053(3) 0.051(3) 0.050(3) 0.009(3) 0.004(3) 0.009(3) C5 0.043(3) 0.056(4) 0.038(3) 0.005(3) 0.002(2) -0.004(3) C6 0.035(3) 0.038(3) 0.040(3) 0.004(2) 0.012(2) -0.008(2) C7 0.035(3) 0.048(3) 0.040(3) 0.003(2) 0.010(2) 0.000(2) C8 0.039(3) 0.033(3) 0.036(3) 0.001(2) 0.013(2) 0.002(2) C9 0.028(3) 0.035(3) 0.035(3) -0.007(2) 0.001(2) -0.002(2) C10 0.038(3) 0.039(3) 0.036(3) -0.005(2) 0.006(2) 0.001(2) C11 0.040(3) 0.053(3) 0.045(3) -0.008(3) 0.004(2) -0.017(2) C12 0.044(3) 0.062(4) 0.038(3) 0.005(3) -0.001(2) -0.016(3) C13 0.047(3) 0.056(3) 0.034(3) 0.004(2) 0.002(2) -0.004(2) C14 0.043(3) 0.033(3) 0.040(3) 0.000(2) 0.006(2) -0.005(2) C15 0.039(3) 0.032(3) 0.035(3) 0.003(2) -0.002(2) -0.003(2) C16 0.039(3) 0.041(3) 0.045(3) 0.004(2) 0.003(2) -0.007(2) C17 0.033(3) 0.052(3) 0.054(3) 0.003(3) 0.013(2) -0.004(2) C18 0.048(3) 0.040(3) 0.039(3) -0.005(2) 0.010(2) -0.004(2) C19 0.040(3) 0.037(3) 0.026(2) 0.005(2) 0.000(2) -0.007(2) C20 0.032(3) 0.034(3) 0.038(3) 0.009(2) 0.003(2) -0.001(2) C21 0.046(3) 0.039(3) 0.036(3) -0.002(2) 0.003(2) -0.004(2) C22 0.040(3) 0.036(3) 0.032(2) 0.000(2) -0.002(2) -0.005(2) C23 0.040(3) 0.040(3) 0.041(3) -0.003(2) 0.008(2) 0.004(2) C24 0.050(3) 0.045(3) 0.064(4) -0.005(3) 0.011(3) 0.012(3) C25 0.051(3) 0.035(3) 0.053(3) 0.000(2) 0.002(3) 0.004(2) C26 0.039(3) 0.036(3) 0.037(3) -0.004(2) 0.002(2) -0.007(2) C27 0.039(3) 0.031(3) 0.034(3) -0.004(2) 0.000(2) 0.000(2) C28 0.043(3) 0.037(3) 0.059(3) -0.001(3) 0.004(3) -0.006(2) C29 0.030(3) 0.049(3) 0.061(3) -0.011(3) 0.003(2) -0.003(2) C30 0.051(4) 0.043(3) 0.043(3) 0.001(3) 0.000(2) -0.009(3) C31 0.050(3) 0.047(3) 0.070(4) 0.010(3) 0.007(3) 0.020(3) C32 0.027(3) 0.108(5) 0.071(4) 0.018(3) 0.004(3) -0.002(3) O7 0.0277(18) 0.0278(17) 0.056(2) 0.0048(15) 0.0090(15) 0.0014(13) O8 0.051(3) 0.039(2) 0.216(5) -0.013(3) 0.023(3) 0.0008(19) O9 0.033(2) 0.036(2) 0.106(3) 0.0019(19) 0.0174(19) 0.0069(15) O10 0.053(2) 0.040(2) 0.0458(19) 0.0032(16) 0.0087(17) 0.0017(16) O11 0.0335(19) 0.0408(19) 0.0439(18) 0.0003(15) 0.0061(14) -0.0042(14) O12 0.0379(19) 0.0350(19) 0.054(2) 0.0072(16) 0.0111(16) -0.0016(14) C33 0.021(2) 0.026(3) 0.049(3) 0.001(2) 0.003(2) -0.0008(18) C34 0.029(3) 0.028(3) 0.037(3) 0.002(2) 0.004(2) -0.0062(19) C35 0.040(3) 0.031(3) 0.045(3) -0.007(2) 0.011(2) -0.001(2) C36 0.034(3) 0.030(3) 0.063(3) 0.001(3) 0.004(3) 0.003(2) C37 0.044(3) 0.029(3) 0.046(3) 0.010(2) -0.009(2) -0.005(2) C38 0.034(3) 0.027(3) 0.042(3) 0.001(2) 0.004(2) -0.008(2) C39 0.051(3) 0.036(3) 0.044(3) 0.012(2) 0.014(2) -0.004(2) C40 0.057(3) 0.035(3) 0.025(2) 0.005(2) 0.010(2) -0.004(2) C41 0.048(3) 0.039(3) 0.026(2) 0.002(2) 0.010(2) -0.002(2) C42 0.054(3) 0.028(3) 0.027(2) 0.001(2) 0.008(2) -0.005(2) C43 0.055(3) 0.044(3) 0.037(3) -0.002(2) -0.005(2) -0.009(2) C44 0.061(4) 0.048(3) 0.045(3) 0.010(3) -0.007(3) 0.003(3) C45 0.067(4) 0.040(3) 0.030(3) 0.009(2) -0.001(2) -0.001(3) C46 0.056(3) 0.033(3) 0.035(3) -0.006(2) 0.007(2) -0.008(2) C47 0.040(3) 0.021(2) 0.039(3) -0.002(2) 0.005(2) 0.0010(19) C48 0.027(3) 0.025(2) 0.044(3) -0.001(2) 0.006(2) 0.0015(19) C49 0.036(3) 0.024(3) 0.040(3) 0.000(2) 0.008(2) -0.0013(19) C50 0.042(3) 0.031(3) 0.042(3) 0.000(2) 0.015(2) 0.005(2) C51 0.033(3) 0.034(3) 0.058(3) -0.009(2) 0.007(3) -0.006(2) C52 0.039(3) 0.034(3) 0.046(3) -0.005(2) -0.005(2) 0.001(2) C53 0.042(3) 0.034(3) 0.040(3) 0.003(2) 0.006(2) -0.007(2) C54 0.036(3) 0.037(3) 0.027(2) 0.002(2) 0.001(2) -0.004(2) C55 0.047(3) 0.050(3) 0.033(3) -0.002(2) 0.003(2) -0.009(2) C56 0.042(3) 0.056(4) 0.040(3) -0.005(3) 0.008(2) 0.002(2) C57 0.054(3) 0.036(3) 0.036(3) -0.006(2) 0.001(2) 0.001(2) C58 0.036(3) 0.038(3) 0.031(2) 0.001(2) -0.006(2) -0.002(2) C59 0.033(3) 0.037(3) 0.029(2) 0.003(2) 0.000(2) 0.000(2) C60 0.043(3) 0.033(3) 0.038(3) -0.002(2) -0.001(2) -0.007(2) C61 0.033(3) 0.031(3) 0.082(4) -0.005(3) 0.009(3) 0.001(2) C62 0.035(3) 0.034(3) 0.072(4) -0.002(3) 0.008(3) -0.005(2) C63 0.044(3) 0.045(3) 0.081(4) 0.003(3) 0.010(3) 0.021(3) C64 0.032(3) 0.069(4) 0.083(4) -0.005(3) 0.004(3) 0.013(3) O13 0.0263(17) 0.0407(19) 0.0459(18) -0.0028(15) 0.0085(15) -0.0056(13) O14 0.0358(19) 0.0389(19) 0.0374(17) -0.0012(14) 0.0057(15) -0.0024(14) O15 0.0368(19) 0.049(2) 0.0451(19) -0.0029(15) 0.0142(15) -0.0015(14) O16 0.0398(19) 0.044(2) 0.0448(19) 0.0020(15) 0.0141(15) -0.0075(15) O17 0.050(2) 0.090(3) 0.045(2) 0.001(2) 0.0112(18) -0.0085(19) O18 0.031(2) 0.084(3) 0.0391(19) 0.0029(18) 0.0050(15) -0.0094(16) C65 0.034(3) 0.033(3) 0.041(3) -0.007(2) 0.007(2) 0.005(2) C66 0.037(3) 0.036(3) 0.047(3) -0.003(2) 0.007(2) 0.003(2) C67 0.051(3) 0.034(3) 0.071(4) -0.007(3) 0.008(3) -0.007(2) C68 0.058(4) 0.048(4) 0.054(3) -0.016(3) 0.010(3) -0.014(3) C69 0.047(3) 0.049(3) 0.040(3) -0.005(3) 0.011(2) -0.007(2) C70 0.039(3) 0.040(3) 0.038(3) -0.006(2) 0.014(2) -0.002(2) C71 0.041(3) 0.047(3) 0.031(2) -0.001(2) 0.011(2) -0.006(2) C72 0.043(3) 0.033(3) 0.029(2) 0.008(2) 0.007(2) -0.004(2) C73 0.050(3) 0.044(3) 0.036(3) 0.005(2) 0.000(2) -0.004(2) C74 0.049(3) 0.047(3) 0.056(3) 0.004(3) -0.011(3) 0.001(3) C75 0.038(3) 0.037(3) 0.062(3) 0.007(3) -0.001(3) 0.007(2) C76 0.042(3) 0.029(3) 0.045(3) 0.006(2) 0.006(2) 0.000(2) C77 0.033(3) 0.032(3) 0.039(3) 0.008(2) 0.002(2) -0.005(2) C78 0.049(3) 0.028(3) 0.053(3) -0.007(2) 0.006(2) 0.002(2) C79 0.043(3) 0.035(3) 0.041(3) -0.015(2) 0.011(2) 0.001(2) C80 0.038(3) 0.049(3) 0.034(3) -0.011(2) 0.010(2) -0.003(2) C81 0.041(3) 0.056(3) 0.028(3) -0.008(2) 0.001(2) -0.004(2) C82 0.046(3) 0.067(4) 0.042(3) -0.014(3) 0.018(3) -0.011(3) C83 0.042(3) 0.059(4) 0.060(3) -0.021(3) 0.015(3) -0.006(3) C84 0.047(3) 0.039(3) 0.066(3) -0.014(3) 0.014(3) 0.005(2) C85 0.048(3) 0.075(4) 0.030(3) 0.002(3) 0.009(2) -0.013(3) C86 0.029(3) 0.058(3) 0.033(3) 0.012(2) 0.004(2) -0.002(2) C87 0.027(3) 0.044(3) 0.044(3) 0.017(2) -0.003(2) -0.004(2) C88 0.035(3) 0.042(3) 0.048(3) 0.018(3) 0.001(2) 0.004(2) C89 0.046(3) 0.041(3) 0.062(4) 0.018(3) -0.006(3) -0.003(2) C90 0.037(3) 0.075(4) 0.059(4) 0.026(3) 0.002(3) -0.015(3) C91 0.044(3) 0.077(4) 0.046(3) 0.014(3) 0.008(3) -0.008(3) C92 0.042(3) 0.026(3) 0.070(3) 0.006(2) 0.003(3) 0.003(2) C93 0.033(3) 0.085(4) 0.047(3) 0.019(3) 0.012(2) 0.000(3) C94 0.042(3) 0.047(3) 0.044(3) -0.013(3) 0.012(3) -0.007(2) C95 0.040(3) 0.088(4) 0.052(3) -0.008(3) -0.009(3) -0.007(3) C96 0.039(3) 0.090(4) 0.072(4) 0.015(3) 0.005(3) 0.005(3) _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 C1 1.388(5) . ? O1 C29 1.417(5) . ? O2 C9 1.390(5) . ? O3 C20 1.389(5) . ? O4 C27 1.370(5) . ? O5 C30 1.207(5) . ? O6 C30 1.317(5) . ? O6 C31 1.456(5) . ? C1 C6 1.400(6) . ? C1 C2 1.405(6) . ? C2 C3 1.390(6) . ? C2 C28 1.529(6) . ? C3 C4 1.389(6) . ? C4 C5 1.382(6) . ? C5 C6 1.387(6) . ? C6 C7 1.514(6) . ? C7 C8 1.520(6) . ? C8 C13 1.382(6) . ? C8 C9 1.387(6) . ? C9 C10 1.404(6) . ? C10 C11 1.383(6) . ? C10 C14 1.521(6) . ? C11 C12 1.363(6) . ? C12 C13 1.373(6) . ? C14 C15 1.504(6) . ? C15 C16 1.392(5) . ? C15 C20 1.411(6) . ? C16 C17 1.380(6) . ? C17 C18 1.396(6) . ? C18 C19 1.360(5) . ? C19 C20 1.408(6) . ? C19 C21 1.511(6) . ? C21 C22 1.523(6) . ? C22 C23 1.376(6) . ? C22 C27 1.385(6) . ? C23 C24 1.368(6) . ? C24 C25 1.388(6) . ? C25 C26 1.375(6) . ? C26 C27 1.403(6) . ? C26 C28 1.524(6) . ? C29 C30 1.497(6) . ? C31 C32 1.505(6) . ? O7 C33 1.402(4) . ? O7 C61 1.414(5) . ? O8 C62 1.191(5) . ? O9 C62 1.304(5) . ? O9 C63 1.451(5) . ? O10 C41 1.366(5) . ? O11 C48 1.379(4) . ? O12 C59 1.378(5) . ? C33 C34 1.389(5) . ? C33 C38 1.404(6) . ? C34 C35 1.387(6) . ? C34 C60 1.528(5) . ? C35 C36 1.375(6) . ? C36 C37 1.373(6) . ? C37 C38 1.395(6) . ? C38 C39 1.512(6) . ? C39 C40 1.526(6) . ? C40 C45 1.386(6) . ? C40 C41 1.397(6) . ? C41 C42 1.397(6) . ? C42 C43 1.380(6) . ? C42 C46 1.524(6) . ? C43 C44 1.381(6) . ? C44 C45 1.379(6) . ? C46 C47 1.520(5) . ? C47 C52 1.390(6) . ? C47 C48 1.394(6) . ? C48 C49 1.390(5) . ? C49 C50 1.386(6) . ? C49 C53 1.525(6) . ? C50 C51 1.383(6) . ? C51 C52 1.375(6) . ? C53 C54 1.528(6) . ? C54 C55 1.388(6) . ? C54 C59 1.395(5) . ? C55 C56 1.374(6) . ? C56 C57 1.383(6) . ? C57 C58 1.383(6) . ? C58 C59 1.393(6) . ? C58 C60 1.520(6) . ? C61 C62 1.487(6) . ? C63 C64 1.475(6) . ? O13 C65 1.392(5) . ? O13 C93 1.420(5) . ? O14 C77 1.372(5) . ? O15 C80 1.396(5) . ? O16 C87 1.387(5) . ? O17 C94 1.210(5) . ? O18 C94 1.318(5) . ? O18 C95 1.459(5) . ? C65 C70 1.389(6) . ? C65 C66 1.398(6) . ? C66 C67 1.391(6) . ? C66 C92 1.517(6) . ? C67 C68 1.387(6) . ? C68 C69 1.380(6) . ? C69 C70 1.393(6) . ? C70 C71 1.523(6) . ? C71 C72 1.518(6) . ? C72 C73 1.380(6) . ? C72 C77 1.399(6) . ? C73 C74 1.376(6) . ? C74 C75 1.376(6) . ? C75 C76 1.398(6) . ? C76 C77 1.406(6) . ? C76 C78 1.509(6) . ? C78 C79 1.515(6) . ? C79 C80 1.380(6) . ? C79 C84 1.390(6) . ? C80 C81 1.394(6) . ? C81 C82 1.396(6) . ? C81 C85 1.506(6) . ? C82 C83 1.384(7) . ? C83 C84 1.362(6) . ? C85 C86 1.509(6) . ? C86 C91 1.391(6) . ? C86 C87 1.394(6) . ? C87 C88 1.385(6) . ? C88 C89 1.396(6) . ? C88 C92 1.520(6) . ? C89 C90 1.371(6) . ? C90 C91 1.378(7) . ? C93 C94 1.481(6) . ? C95 C96 1.458(6) . ? 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 C1 O1 C29 118.3(3) . . ? C30 O6 C31 118.8(4) . . ? O1 C1 C6 114.9(4) . . ? O1 C1 C2 122.6(4) . . ? C6 C1 C2 122.4(4) . . ? C3 C2 C1 116.5(4) . . ? C3 C2 C28 117.7(4) . . ? C1 C2 C28 125.8(4) . . ? C2 C3 C4 122.4(5) . . ? C5 C4 C3 119.0(5) . . ? C4 C5 C6 121.4(4) . . ? C5 C6 C1 117.9(4) . . ? C5 C6 C7 120.7(4) . . ? C1 C6 C7 121.3(4) . . ? C6 C7 C8 112.0(3) . . ? C13 C8 C9 117.7(4) . . ? C13 C8 C7 119.7(4) . . ? C9 C8 C7 122.6(4) . . ? C8 C9 O2 121.9(4) . . ? C8 C9 C10 121.6(4) . . ? O2 C9 C10 116.5(4) . . ? C11 C10 C9 117.7(4) . . ? C11 C10 C14 120.3(4) . . ? C9 C10 C14 122.0(4) . . ? C12 C11 C10 121.7(4) . . ? C11 C12 C13 119.5(4) . . ? C12 C13 C8 121.8(4) . . ? C15 C14 C10 112.4(3) . . ? C16 C15 C20 118.1(4) . . ? C16 C15 C14 120.5(4) . . ? C20 C15 C14 121.5(4) . . ? C17 C16 C15 120.6(4) . . ? C16 C17 C18 119.6(4) . . ? C19 C18 C17 122.4(4) . . ? C18 C19 C20 117.5(4) . . ? C18 C19 C21 121.1(4) . . ? C20 C19 C21 121.4(4) . . ? O3 C20 C19 117.5(4) . . ? O3 C20 C15 120.8(4) . . ? C19 C20 C15 121.7(4) . . ? C19 C21 C22 112.8(3) . . ? C23 C22 C27 118.8(4) . . ? C23 C22 C21 120.5(4) . . ? C27 C22 C21 120.7(4) . . ? C24 C23 C22 120.9(4) . . ? C23 C24 C25 120.4(4) . . ? C26 C25 C24 120.1(4) . . ? C25 C26 C27 118.8(4) . . ? C25 C26 C28 121.3(4) . . ? C27 C26 C28 119.9(4) . . ? O4 C27 C22 122.8(4) . . ? O4 C27 C26 116.1(4) . . ? C22 C27 C26 121.0(4) . . ? C26 C28 C2 112.9(4) . . ? O1 C29 C30 109.9(4) . . ? O5 C30 O6 124.7(5) . . ? O5 C30 C29 124.5(5) . . ? O6 C30 C29 110.8(4) . . ? O6 C31 C32 105.9(4) . . ? C33 O7 C61 114.4(3) . . ? C62 O9 C63 119.7(4) . . ? C34 C33 C38 122.4(4) . . ? C34 C33 O7 119.1(4) . . ? C38 C33 O7 118.4(4) . . ? C35 C34 C33 117.7(4) . . ? C35 C34 C60 120.0(4) . . ? C33 C34 C60 122.2(4) . . ? C36 C35 C34 122.0(4) . . ? C37 C36 C35 118.8(4) . . ? C36 C37 C38 122.4(4) . . ? C37 C38 C33 116.6(4) . . ? C37 C38 C39 120.6(4) . . ? C33 C38 C39 122.7(4) . . ? C38 C39 C40 110.7(3) . . ? C45 C40 C41 118.2(4) . . ? C45 C40 C39 120.9(4) . . ? C41 C40 C39 120.9(4) . . ? O10 C41 C40 118.1(4) . . ? O10 C41 C42 120.5(4) . . ? C40 C41 C42 121.4(4) . . ? C43 C42 C41 117.9(4) . . ? C43 C42 C46 120.1(4) . . ? C41 C42 C46 121.9(4) . . ? C42 C43 C44 122.2(4) . . ? C43 C44 C45 118.7(5) . . ? C44 C45 C40 121.7(5) . . ? C42 C46 C47 113.0(3) . . ? C52 C47 C48 117.5(4) . . ? C52 C47 C46 121.4(4) . . ? C48 C47 C46 121.1(4) . . ? O11 C48 C49 120.7(4) . . ? O11 C48 C47 117.0(4) . . ? C49 C48 C47 122.3(4) . . ? C50 C49 C48 117.9(4) . . ? C50 C49 C53 120.3(4) . . ? C48 C49 C53 121.8(4) . . ? C51 C50 C49 121.2(4) . . ? C52 C51 C50 119.6(4) . . ? C51 C52 C47 121.5(4) . . ? C54 C53 C49 113.8(3) . . ? C55 C54 C59 117.2(4) . . ? C55 C54 C53 120.9(4) . . ? C59 C54 C53 121.9(4) . . ? C56 C55 C54 121.9(4) . . ? C55 C56 C57 119.3(4) . . ? C56 C57 C58 121.6(4) . . ? C57 C58 C59 117.5(4) . . ? C57 C58 C60 120.9(4) . . ? C59 C58 C60 121.5(4) . . ? O12 C59 C58 120.6(4) . . ? O12 C59 C54 116.8(4) . . ? C58 C59 C54 122.6(4) . . ? C58 C60 C34 111.1(3) . . ? O7 C61 C62 109.9(4) . . ? O8 C62 O9 124.2(4) . . ? O8 C62 C61 123.3(4) . . ? O9 C62 C61 112.1(4) . . ? O9 C63 C64 108.0(4) . . ? C65 O13 C93 116.9(3) . . ? C94 O18 C95 118.1(4) . . ? C70 C65 O13 120.6(4) . . ? C70 C65 C66 122.3(4) . . ? O13 C65 C66 117.0(4) . . ? C67 C66 C65 117.9(4) . . ? C67 C66 C92 120.7(4) . . ? C65 C66 C92 121.3(4) . . ? C68 C67 C66 120.9(5) . . ? C69 C68 C67 119.8(5) . . ? C68 C69 C70 121.3(5) . . ? C65 C70 C69 117.7(4) . . ? C65 C70 C71 123.2(4) . . ? C69 C70 C71 118.8(4) . . ? C72 C71 C70 111.4(3) . . ? C73 C72 C77 119.1(4) . . ? C73 C72 C71 120.3(4) . . ? C77 C72 C71 120.6(4) . . ? C72 C73 C74 120.8(4) . . ? C75 C74 C73 120.1(5) . . ? C74 C75 C76 121.3(4) . . ? C75 C76 C77 117.6(4) . . ? C75 C76 C78 120.3(4) . . ? C77 C76 C78 122.1(4) . . ? O14 C77 C72 117.6(4) . . ? O14 C77 C76 121.4(4) . . ? C72 C77 C76 121.0(4) . . ? C76 C78 C79 111.5(3) . . ? C80 C79 C84 117.4(4) . . ? C80 C79 C78 120.8(4) . . ? C84 C79 C78 121.7(4) . . ? C79 C80 C81 122.5(4) . . ? C79 C80 O15 117.5(4) . . ? C81 C80 O15 120.0(4) . . ? C80 C81 C82 117.3(4) . . ? C80 C81 C85 122.3(4) . . ? C82 C81 C85 120.4(4) . . ? C83 C82 C81 121.3(5) . . ? C84 C83 C82 119.1(5) . . ? C83 C84 C79 122.3(5) . . ? C81 C85 C86 112.7(4) . . ? C91 C86 C87 117.0(5) . . ? C91 C86 C85 120.4(4) . . ? C87 C86 C85 122.6(4) . . ? C88 C87 O16 121.6(4) . . ? C88 C87 C86 123.0(4) . . ? O16 C87 C86 115.5(4) . . ? C87 C88 C89 117.4(5) . . ? C87 C88 C92 122.6(4) . . ? C89 C88 C92 119.9(5) . . ? C90 C89 C88 121.1(5) . . ? C89 C90 C91 120.0(5) . . ? C90 C91 C86 121.4(5) . . ? C66 C92 C88 113.1(4) . . ? O13 C93 C94 111.1(4) . . ? O17 C94 O18 124.3(5) . . ? O17 C94 C93 124.1(4) . . ? O18 C94 C93 111.5(4) . . ? C96 C95 O18 108.2(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.654 _refine_diff_density_min -0.425 _refine_diff_density_rms 0.053 data_calix30 _database_code_depnum_ccdc_archive 'CCDC 252483' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H31 Cl3 O6' _chemical_formula_weight 639.93 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 9.9991(3) _cell_length_b 15.1151(4) _cell_length_c 19.8410(6) _cell_angle_alpha 90.00 _cell_angle_beta 99.564(2) _cell_angle_gamma 90.00 _cell_volume 2957.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4991 _cell_measurement_theta_min 2.91% _cell_measurement_theta_max 24.71% _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.415 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 0.355 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9009 _exptl_absorpt_correction_T_max 0.9569 _exptl_absorpt_process_details ? _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 ? _diffrn_detector_area_resol_mean ; 1242 (horizontal) x 1152 (vertical) pixels, CCD pixel size is 22.5 x 22.5 \mm which gives at the input a pixel of 110 x 110 \mm (with 2 x 2 binning) ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16850 _diffrn_reflns_av_R_equivalents 0.0375 _diffrn_reflns_av_sigmaI/netI 0.0527 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 24.71 _reflns_number_total 5008 _reflns_number_gt 3937 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Johnson & Burnet, 1996)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0324P)^2^+1.7398P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0022(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5008 _refine_ls_number_parameters 401 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.0881 _refine_ls_wR_factor_gt 0.0814 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.034 _refine_ls_shift/su_mean 0.010 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 Cl3S Cl 0.33194(6) 0.64255(4) 0.10696(3) 0.02651(17) Uani 1 1 d . . . Cl1S Cl 0.04184(6) 0.61270(4) 0.07667(3) 0.02921(18) Uani 1 1 d . . . Cl2S Cl 0.20232(6) 0.60972(5) -0.03225(3) 0.03146(18) Uani 1 1 d . . . O1B O -0.02278(15) 0.56871(11) 0.39946(8) 0.0187(4) Uani 1 1 d . . . H1BO H -0.028(3) 0.6109(17) 0.4240(13) 0.028 Uiso 1 1 d . . . O2A O 0.21952(15) 0.74458(10) 0.27373(9) 0.0237(4) Uani 1 1 d . . . O1A O 0.01231(14) 0.63292(9) 0.27190(8) 0.0150(4) Uani 1 1 d . . . O3A O 0.36848(14) 0.63179(9) 0.28340(8) 0.0185(4) Uani 1 1 d . . . O1D O -0.05020(15) 0.79017(10) 0.32661(8) 0.0176(4) Uani 1 1 d . . . H1DO H -0.017(2) 0.7525(16) 0.3037(13) 0.026 Uiso 1 1 d . . . O1C O -0.05381(15) 0.73253(10) 0.45496(8) 0.0174(4) Uani 1 1 d . . . H1CO H -0.044(2) 0.7576(16) 0.4179(13) 0.026 Uiso 1 1 d . . . C2A C -0.2840(2) 0.62285(14) 0.13853(11) 0.0163(5) Uani 1 1 d . . . H2A H -0.3337 0.6613 0.1056 0.020 Uiso 1 1 calc R . . C1B C -0.1521(2) 0.44584(14) 0.35569(11) 0.0139(5) Uani 1 1 d . . . C5B C -0.1923(2) 0.51281(14) 0.46277(11) 0.0143(5) Uani 1 1 d . . . C6C C -0.1893(2) 0.74038(14) 0.46228(11) 0.0156(5) Uani 1 1 d . . . C1D C -0.2405(2) 0.88243(14) 0.32591(11) 0.0143(5) Uani 1 1 d . . . C3B C -0.3160(2) 0.38189(15) 0.41834(12) 0.0191(5) Uani 1 1 d . . . H3B H -0.3811 0.3374 0.4227 0.023 Uiso 1 1 calc R . . C8A C 0.2448(2) 0.66659(15) 0.27642(11) 0.0151(5) Uani 1 1 d . . . C2B C -0.2482(2) 0.38168(14) 0.36258(12) 0.0168(5) Uani 1 1 d . . . H2B H -0.2680 0.3370 0.3287 0.020 Uiso 1 1 calc R . . C4C C -0.3994(2) 0.81898(15) 0.44740(11) 0.0178(5) Uani 1 1 d . . . H4C H -0.4517 0.8701 0.4329 0.021 Uiso 1 1 calc R . . C1C C -0.2462(2) 0.66953(14) 0.49262(11) 0.0147(5) Uani 1 1 d . . . C6A C -0.1004(2) 0.59646(14) 0.22997(11) 0.0125(5) Uani 1 1 d . . . C7A C 0.1418(2) 0.59385(14) 0.27345(13) 0.0183(5) Uani 1 1 d . . . H7A1 H 0.1422 0.5574 0.2320 0.022 Uiso 1 1 calc R . . H7A2 H 0.1639 0.5551 0.3140 0.022 Uiso 1 1 calc R . . C3C C -0.4599(2) 0.74895(15) 0.47619(11) 0.0184(5) Uani 1 1 d . . . H3C H -0.5529 0.7518 0.4806 0.022 Uiso 1 1 calc R . . C5A C -0.1426(2) 0.50927(14) 0.23781(11) 0.0140(5) Uani 1 1 d . . . C2C C -0.3835(2) 0.67500(15) 0.49834(11) 0.0166(5) Uani 1 1 d . . . H2C H -0.4252 0.6270 0.5178 0.020 Uiso 1 1 calc R . . C3A C -0.3248(2) 0.53563(15) 0.14257(12) 0.0180(5) Uani 1 1 d . . . H3A H -0.4002 0.5139 0.1115 0.022 Uiso 1 1 calc R . . C4D C -0.3213(2) 0.85503(14) 0.18651(12) 0.0168(5) Uani 1 1 d . . . H4D H -0.3505 0.8453 0.1390 0.020 Uiso 1 1 calc R . . C3D C -0.3959(2) 0.91072(14) 0.22118(12) 0.0181(5) Uani 1 1 d . . . H3D H -0.4741 0.9399 0.1976 0.022 Uiso 1 1 calc R . . C2D C -0.3555(2) 0.92358(14) 0.29062(12) 0.0168(5) Uani 1 1 d . . . H2D H -0.4074 0.9613 0.3146 0.020 Uiso 1 1 calc R . . C6D C -0.1655(2) 0.82774(14) 0.28921(11) 0.0136(5) Uani 1 1 d . . . C5C C -0.2637(2) 0.81602(14) 0.43930(11) 0.0152(5) Uani 1 1 d . . . C1A C -0.1711(2) 0.65455(14) 0.18224(11) 0.0139(5) Uani 1 1 d . . . C9A C 0.4828(2) 0.69341(15) 0.28886(13) 0.0196(5) Uani 1 1 d . . . H9A1 H 0.4747 0.7400 0.3230 0.024 Uiso 1 1 calc R . . H9A2 H 0.4860 0.7219 0.2442 0.024 Uiso 1 1 calc R . . C6B C -0.1237(2) 0.51023(14) 0.40655(11) 0.0138(5) Uani 1 1 d . . . C7B C -0.1667(2) 0.58634(14) 0.51554(12) 0.0177(5) Uani 1 1 d . . . H7B1 H -0.1921 0.5654 0.5590 0.021 Uiso 1 1 calc R . . H7B2 H -0.0686 0.6005 0.5243 0.021 Uiso 1 1 calc R . . C5D C -0.2041(2) 0.81252(14) 0.21935(11) 0.0134(5) Uani 1 1 d . . . C10A C 0.6074(2) 0.63894(17) 0.31080(14) 0.0201(5) Uani 1 1 d . . . H10A H 0.604(2) 0.6105(16) 0.3554(14) 0.030 Uiso 1 1 d . . . H12A H 0.616(2) 0.5928(17) 0.2781(13) 0.030 Uiso 1 1 d . . . H13A H 0.690(3) 0.6759(16) 0.3168(12) 0.030 Uiso 1 1 d . . . C7D C -0.1283(2) 0.75093(14) 0.17834(12) 0.0153(5) Uani 1 1 d . . . H7D1 H -0.0298 0.7558 0.1956 0.018 Uiso 1 1 calc R . . H7D2 H -0.1444 0.7700 0.1299 0.018 Uiso 1 1 calc R . . C4B C -0.2880(2) 0.44724(15) 0.46744(12) 0.0182(5) Uani 1 1 d . . . H4B H -0.3352 0.4474 0.5052 0.022 Uiso 1 1 calc R . . C4A C -0.2555(2) 0.48037(15) 0.19183(11) 0.0158(5) Uani 1 1 d . . . H4A H -0.2854 0.4210 0.1945 0.019 Uiso 1 1 calc R . . C7C C -0.2044(2) 0.89130(14) 0.40323(11) 0.0161(5) Uani 1 1 d . . . H7C1 H -0.1045 0.8915 0.4167 0.019 Uiso 1 1 calc R . . H7C2 H -0.2394 0.9483 0.4177 0.019 Uiso 1 1 calc R . . C11A C -0.0798(2) 0.44629(14) 0.29396(11) 0.0146(5) Uani 1 1 d . . . H11A H 0.0162 0.4631 0.3091 0.018 Uiso 1 1 calc R . . H11B H -0.0811 0.3857 0.2750 0.018 Uiso 1 1 calc R . . C1S C 0.1824(2) 0.65770(17) 0.04615(13) 0.0214(6) Uani 1 1 d . . . H1S H 0.168(2) 0.7188(17) 0.0389(12) 0.026 Uiso 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 Cl3S 0.0284(3) 0.0220(3) 0.0262(4) 0.0020(3) -0.0041(3) 0.0014(3) Cl1S 0.0254(3) 0.0322(4) 0.0334(4) 0.0076(3) 0.0149(3) 0.0054(3) Cl2S 0.0243(3) 0.0492(4) 0.0221(4) -0.0094(3) 0.0072(3) -0.0020(3) O1B 0.0198(9) 0.0162(9) 0.0212(10) -0.0036(7) 0.0063(7) -0.0037(8) O2A 0.0189(9) 0.0131(9) 0.0390(11) 0.0025(8) 0.0047(8) 0.0007(7) O1A 0.0100(8) 0.0159(8) 0.0192(9) -0.0022(7) 0.0031(7) 0.0010(7) O3A 0.0088(8) 0.0143(8) 0.0319(10) -0.0010(7) 0.0019(7) -0.0009(7) O1D 0.0164(8) 0.0174(9) 0.0185(9) -0.0029(7) 0.0013(7) 0.0073(7) O1C 0.0145(8) 0.0172(9) 0.0204(9) 0.0009(7) 0.0024(7) 0.0013(7) C2A 0.0177(12) 0.0176(12) 0.0143(13) 0.0002(10) 0.0045(10) 0.0029(10) C1B 0.0135(11) 0.0120(12) 0.0154(13) 0.0016(10) 0.0003(10) 0.0046(10) C5B 0.0154(12) 0.0117(11) 0.0143(12) 0.0031(10) -0.0012(10) 0.0051(10) C6C 0.0170(12) 0.0173(12) 0.0121(12) -0.0053(10) 0.0009(10) 0.0009(10) C1D 0.0169(12) 0.0088(11) 0.0174(13) 0.0014(10) 0.0036(10) -0.0031(10) C3B 0.0185(12) 0.0146(12) 0.0247(14) 0.0024(10) 0.0053(11) -0.0023(10) C8A 0.0153(12) 0.0179(13) 0.0123(13) 0.0014(10) 0.0028(10) 0.0016(10) C2B 0.0167(12) 0.0139(12) 0.0188(13) -0.0016(10) -0.0002(10) 0.0018(10) C4C 0.0197(12) 0.0194(13) 0.0145(13) 0.0006(10) 0.0030(10) 0.0088(10) C1C 0.0218(13) 0.0135(12) 0.0079(12) -0.0030(9) 0.0000(10) 0.0011(10) C6A 0.0086(11) 0.0160(12) 0.0133(12) -0.0049(10) 0.0029(9) -0.0016(10) C7A 0.0102(11) 0.0141(12) 0.0302(15) 0.0006(10) 0.0023(10) 0.0025(10) C3C 0.0164(12) 0.0243(13) 0.0154(13) -0.0009(11) 0.0050(10) 0.0041(11) C5A 0.0120(11) 0.0125(11) 0.0186(13) -0.0020(10) 0.0064(10) 0.0025(10) C2C 0.0230(13) 0.0151(12) 0.0124(12) 0.0001(10) 0.0050(10) -0.0010(10) C3A 0.0155(12) 0.0208(13) 0.0174(13) -0.0055(10) 0.0015(10) -0.0009(10) C4D 0.0190(12) 0.0158(12) 0.0155(13) 0.0013(10) 0.0030(10) -0.0032(11) C3D 0.0168(12) 0.0142(12) 0.0233(14) 0.0048(10) 0.0027(11) 0.0015(10) C2D 0.0175(12) 0.0110(11) 0.0230(14) 0.0008(10) 0.0063(10) -0.0004(10) C6D 0.0121(11) 0.0099(11) 0.0183(13) 0.0020(9) 0.0016(10) -0.0015(9) C5C 0.0210(12) 0.0145(12) 0.0101(12) -0.0030(10) 0.0021(10) 0.0024(10) C1A 0.0154(12) 0.0131(11) 0.0148(12) -0.0020(10) 0.0076(10) 0.0006(10) C9A 0.0147(12) 0.0185(12) 0.0252(14) -0.0007(11) 0.0019(11) -0.0072(10) C6B 0.0106(11) 0.0111(11) 0.0181(13) 0.0053(10) -0.0026(10) 0.0020(10) C7B 0.0193(12) 0.0186(12) 0.0149(13) 0.0028(10) 0.0024(10) 0.0013(10) C5D 0.0154(12) 0.0086(11) 0.0174(13) 0.0013(9) 0.0063(10) -0.0036(10) C10A 0.0147(13) 0.0234(13) 0.0220(15) -0.0042(12) 0.0026(11) -0.0032(11) C7D 0.0182(12) 0.0137(12) 0.0149(12) 0.0001(10) 0.0055(10) -0.0003(10) C4B 0.0174(12) 0.0185(12) 0.0197(13) 0.0034(10) 0.0060(11) 0.0039(11) C4A 0.0174(12) 0.0121(11) 0.0189(13) -0.0029(10) 0.0059(10) -0.0025(10) C7C 0.0175(12) 0.0110(11) 0.0198(13) -0.0018(10) 0.0027(10) 0.0037(10) C11A 0.0131(11) 0.0097(11) 0.0211(13) -0.0021(10) 0.0029(10) -0.0001(10) C1S 0.0220(13) 0.0205(13) 0.0217(14) 0.0036(11) 0.0036(11) 0.0028(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 Cl3S C1S 1.773(3) . ? Cl1S C1S 1.757(2) . ? Cl2S C1S 1.757(3) . ? O1B C6B 1.366(3) . ? O1B H1BO 0.81(3) . ? O2A C8A 1.205(3) . ? O1A C6A 1.398(2) . ? O1A C7A 1.419(2) . ? O3A C8A 1.330(3) . ? O3A C9A 1.465(3) . ? O1D C6D 1.385(3) . ? O1D H1DO 0.83(2) . ? O1C C6C 1.392(3) . ? O1C H1CO 0.85(2) . ? C2A C3A 1.386(3) . ? C2A C1A 1.389(3) . ? C2A H2A 0.9500 . ? C1B C2B 1.388(3) . ? C1B C6B 1.397(3) . ? C1B C11A 1.522(3) . ? C5B C4B 1.392(3) . ? C5B C6B 1.404(3) . ? C5B C7B 1.519(3) . ? C6C C1C 1.395(3) . ? C6C C5C 1.399(3) . ? C1D C2D 1.390(3) . ? C1D C6D 1.400(3) . ? C1D C7C 1.523(3) . ? C3B C4B 1.383(3) . ? C3B C2B 1.390(3) . ? C3B H3B 0.9500 . ? C8A C7A 1.501(3) . ? C2B H2B 0.9500 . ? C4C C3C 1.388(3) . ? C4C C5C 1.393(3) . ? C4C H4C 0.9500 . ? C1C C2C 1.399(3) . ? C1C C7B 1.517(3) . ? C6A C1A 1.395(3) . ? C6A C5A 1.400(3) . ? C7A H7A1 0.9900 . ? C7A H7A2 0.9900 . ? C3C C2C 1.383(3) . ? C3C H3C 0.9500 . ? C5A C4A 1.398(3) . ? C5A C11A 1.520(3) . ? C2C H2C 0.9500 . ? C3A C4A 1.381(3) . ? C3A H3A 0.9500 . ? C4D C3D 1.381(3) . ? C4D C5D 1.399(3) . ? C4D H4D 0.9500 . ? C3D C2D 1.384(3) . ? C3D H3D 0.9500 . ? C2D H2D 0.9500 . ? C6D C5D 1.395(3) . ? C5C C7C 1.517(3) . ? C1A C7D 1.524(3) . ? C9A C10A 1.496(3) . ? C9A H9A1 0.9900 . ? C9A H9A2 0.9900 . ? C7B H7B1 0.9900 . ? C7B H7B2 0.9900 . ? C5D C7D 1.520(3) . ? C10A H10A 0.99(3) . ? C10A H12A 0.97(3) . ? C10A H13A 0.99(3) . ? C7D H7D1 0.9900 . ? C7D H7D2 0.9900 . ? C4B H4B 0.9500 . ? C4A H4A 0.9500 . ? C7C H7C1 0.9900 . ? C7C H7C2 0.9900 . ? C11A H11A 0.9900 . ? C11A H11B 0.9900 . ? C1S H1S 0.94(2) . ? 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 C6B O1B H1BO 109.2(18) . . ? C6A O1A C7A 119.42(16) . . ? C8A O3A C9A 117.21(16) . . ? C6D O1D H1DO 111.1(18) . . ? C6C O1C H1CO 108.1(17) . . ? C3A C2A C1A 120.5(2) . . ? C3A C2A H2A 119.7 . . ? C1A C2A H2A 119.7 . . ? C2B C1B C6B 118.5(2) . . ? C2B C1B C11A 120.77(19) . . ? C6B C1B C11A 120.77(19) . . ? C4B C5B C6B 117.7(2) . . ? C4B C5B C7B 120.94(19) . . ? C6B C5B C7B 121.29(19) . . ? O1C C6C C1C 116.96(19) . . ? O1C C6C C5C 120.7(2) . . ? C1C C6C C5C 122.4(2) . . ? C2D C1D C6D 118.2(2) . . ? C2D C1D C7C 120.4(2) . . ? C6D C1D C7C 121.20(19) . . ? C4B C3B C2B 119.6(2) . . ? C4B C3B H3B 120.2 . . ? C2B C3B H3B 120.2 . . ? O2A C8A O3A 125.2(2) . . ? O2A C8A C7A 125.3(2) . . ? O3A C8A C7A 109.53(18) . . ? C1B C2B C3B 120.9(2) . . ? C1B C2B H2B 119.5 . . ? C3B C2B H2B 119.5 . . ? C3C C4C C5C 121.5(2) . . ? C3C C4C H4C 119.3 . . ? C5C C4C H4C 119.3 . . ? C6C C1C C2C 117.8(2) . . ? C6C C1C C7B 122.31(19) . . ? C2C C1C C7B 119.85(19) . . ? C1A C6A O1A 115.06(18) . . ? C1A C6A C5A 122.6(2) . . ? O1A C6A C5A 122.2(2) . . ? O1A C7A C8A 108.27(17) . . ? O1A C7A H7A1 110.0 . . ? C8A C7A H7A1 110.0 . . ? O1A C7A H7A2 110.0 . . ? C8A C7A H7A2 110.0 . . ? H7A1 C7A H7A2 108.4 . . ? C2C C3C C4C 119.5(2) . . ? C2C C3C H3C 120.3 . . ? C4C C3C H3C 120.3 . . ? C4A C5A C6A 116.6(2) . . ? C4A C5A C11A 118.25(19) . . ? C6A C5A C11A 125.1(2) . . ? C3C C2C C1C 121.3(2) . . ? C3C C2C H2C 119.4 . . ? C1C C2C H2C 119.4 . . ? C4A C3A C2A 119.9(2) . . ? C4A C3A H3A 120.1 . . ? C2A C3A H3A 120.1 . . ? C3D C4D C5D 121.8(2) . . ? C3D C4D H4D 119.1 . . ? C5D C4D H4D 119.1 . . ? C4D C3D C2D 119.3(2) . . ? C4D C3D H3D 120.4 . . ? C2D C3D H3D 120.4 . . ? C3D C2D C1D 121.3(2) . . ? C3D C2D H2D 119.4 . . ? C1D C2D H2D 119.4 . . ? O1D C6D C5D 122.25(19) . . ? O1D C6D C1D 115.73(19) . . ? C5D C6D C1D 122.0(2) . . ? C4C C5C C6C 117.7(2) . . ? C4C C5C C7C 119.7(2) . . ? C6C C5C C7C 122.58(19) . . ? C2A C1A C6A 118.3(2) . . ? C2A C1A C7D 120.3(2) . . ? C6A C1A C7D 121.4(2) . . ? O3A C9A C10A 105.87(18) . . ? O3A C9A H9A1 110.6 . . ? C10A C9A H9A1 110.6 . . ? O3A C9A H9A2 110.6 . . ? C10A C9A H9A2 110.6 . . ? H9A1 C9A H9A2 108.7 . . ? O1B C6B C1B 116.19(19) . . ? O1B C6B C5B 122.0(2) . . ? C1B C6B C5B 121.7(2) . . ? C1C C7B C5B 112.33(18) . . ? C1C C7B H7B1 109.1 . . ? C5B C7B H7B1 109.1 . . ? C1C C7B H7B2 109.1 . . ? C5B C7B H7B2 109.1 . . ? H7B1 C7B H7B2 107.9 . . ? C6D C5D C4D 117.36(19) . . ? C6D C5D C7D 123.5(2) . . ? C4D C5D C7D 119.1(2) . . ? C9A C10A H10A 110.3(14) . . ? C9A C10A H12A 111.5(15) . . ? H10A C10A H12A 108(2) . . ? C9A C10A H13A 111.2(14) . . ? H10A C10A H13A 107(2) . . ? H12A C10A H13A 108.8(19) . . ? C5D C7D C1A 112.89(17) . . ? C5D C7D H7D1 109.0 . . ? C1A C7D H7D1 109.0 . . ? C5D C7D H7D2 109.0 . . ? C1A C7D H7D2 109.0 . . ? H7D1 C7D H7D2 107.8 . . ? C3B C4B C5B 121.5(2) . . ? C3B C4B H4B 119.3 . . ? C5B C4B H4B 119.2 . . ? C3A C4A C5A 121.9(2) . . ? C3A C4A H4A 119.1 . . ? C5A C4A H4A 119.1 . . ? C5C C7C C1D 111.30(18) . . ? C5C C7C H7C1 109.4 . . ? C1D C7C H7C1 109.4 . . ? C5C C7C H7C2 109.4 . . ? C1D C7C H7C2 109.4 . . ? H7C1 C7C H7C2 108.0 . . ? C5A C11A C1B 113.50(17) . . ? C5A C11A H11A 108.9 . . ? C1B C11A H11A 108.9 . . ? C5A C11A H11B 108.9 . . ? C1B C11A H11B 108.9 . . ? H11A C11A H11B 107.7 . . ? Cl1S C1S Cl2S 111.11(14) . . ? Cl1S C1S Cl3S 110.36(13) . . ? Cl2S C1S Cl3S 110.01(13) . . ? Cl1S C1S H1S 108.6(14) . . ? Cl2S C1S H1S 107.9(15) . . ? Cl3S C1S H1S 108.8(15) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C9A O3A C8A O2A 0.6(3) . . . . ? C9A O3A C8A C7A -178.58(18) . . . . ? C6B C1B C2B C3B 0.7(3) . . . . ? C11A C1B C2B C3B -179.0(2) . . . . ? C4B C3B C2B C1B 0.5(3) . . . . ? O1C C6C C1C C2C -177.93(19) . . . . ? C5C C6C C1C C2C 1.4(3) . . . . ? O1C C6C C1C C7B -1.3(3) . . . . ? C5C C6C C1C C7B 178.1(2) . . . . ? C7A O1A C6A C1A -122.7(2) . . . . ? C7A O1A C6A C5A 60.3(3) . . . . ? C6A O1A C7A C8A 140.49(19) . . . . ? O2A C8A C7A O1A -4.1(3) . . . . ? O3A C8A C7A O1A 175.09(17) . . . . ? C5C C4C C3C C2C 1.0(3) . . . . ? C1A C6A C5A C4A 4.3(3) . . . . ? O1A C6A C5A C4A -178.96(18) . . . . ? C1A C6A C5A C11A -172.58(19) . . . . ? O1A C6A C5A C11A 4.1(3) . . . . ? C4C C3C C2C C1C 0.3(3) . . . . ? C6C C1C C2C C3C -1.5(3) . . . . ? C7B C1C C2C C3C -178.2(2) . . . . ? C1A C2A C3A C4A 2.1(3) . . . . ? C5D C4D C3D C2D -1.4(3) . . . . ? C4D C3D C2D C1D 0.8(3) . . . . ? C6D C1D C2D C3D 0.4(3) . . . . ? C7C C1D C2D C3D -174.9(2) . . . . ? C2D C1D C6D O1D 178.52(18) . . . . ? C7C C1D C6D O1D -6.2(3) . . . . ? C2D C1D C6D C5D -1.2(3) . . . . ? C7C C1D C6D C5D 174.11(19) . . . . ? C3C C4C C5C C6C -1.0(3) . . . . ? C3C C4C C5C C7C 175.9(2) . . . . ? O1C C6C C5C C4C 179.14(19) . . . . ? C1C C6C C5C C4C -0.2(3) . . . . ? O1C C6C C5C C7C 2.3(3) . . . . ? C1C C6C C5C C7C -177.0(2) . . . . ? C3A C2A C1A C6A 0.0(3) . . . . ? C3A C2A C1A C7D -178.96(19) . . . . ? O1A C6A C1A C2A 179.70(18) . . . . ? C5A C6A C1A C2A -3.4(3) . . . . ? O1A C6A C1A C7D -1.3(3) . . . . ? C5A C6A C1A C7D 175.61(19) . . . . ? C8A O3A C9A C10A 168.33(19) . . . . ? C2B C1B C6B O1B 176.31(19) . . . . ? C11A C1B C6B O1B -4.0(3) . . . . ? C2B C1B C6B C5B -1.8(3) . . . . ? C11A C1B C6B C5B 177.89(19) . . . . ? C4B C5B C6B O1B -176.32(19) . . . . ? C7B C5B C6B O1B 5.7(3) . . . . ? C4B C5B C6B C1B 1.7(3) . . . . ? C7B C5B C6B C1B -176.3(2) . . . . ? C6C C1C C7B C5B -97.0(2) . . . . ? C2C C1C C7B C5B 79.6(2) . . . . ? C4B C5B C7B C1C -96.0(2) . . . . ? C6B C5B C7B C1C 81.9(2) . . . . ? O1D C6D C5D C4D -179.02(18) . . . . ? C1D C6D C5D C4D 0.6(3) . . . . ? O1D C6D C5D C7D 2.7(3) . . . . ? C1D C6D C5D C7D -177.62(19) . . . . ? C3D C4D C5D C6D 0.6(3) . . . . ? C3D C4D C5D C7D 178.99(19) . . . . ? C6D C5D C7D C1A 84.5(3) . . . . ? C4D C5D C7D C1A -93.8(2) . . . . ? C2A C1A C7D C5D 84.5(3) . . . . ? C6A C1A C7D C5D -94.5(2) . . . . ? C2B C3B C4B C5B -0.6(3) . . . . ? C6B C5B C4B C3B -0.5(3) . . . . ? C7B C5B C4B C3B 177.5(2) . . . . ? C2A C3A C4A C5A -1.1(3) . . . . ? C6A C5A C4A C3A -2.1(3) . . . . ? C11A C5A C4A C3A 175.07(19) . . . . ? C4C C5C C7C C1D -80.5(2) . . . . ? C6C C5C C7C C1D 96.2(2) . . . . ? C2D C1D C7C C5C 92.4(2) . . . . ? C6D C1D C7C C5C -82.8(2) . . . . ? C4A C5A C11A C1B -82.5(2) . . . . ? C6A C5A C11A C1B 94.3(2) . . . . ? C2B C1B C11A C5A 97.1(2) . . . . ? C6B C1B C11A C5A -82.6(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1B H1BO O1C 0.81(3) 1.97(3) 2.748(2) 161(3) . O1D H1DO O1A 0.83(2) 1.95(3) 2.728(2) 155(2) . O1D H1DO O2A 0.83(2) 2.54(2) 3.129(2) 129(2) . O1C H1CO O1D 0.85(2) 1.87(3) 2.697(2) 166(2) . _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 24.71 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.243 _refine_diff_density_min -0.260 _refine_diff_density_rms 0.054 data_calix35 _database_code_depnum_ccdc_archive 'CCDC 252484' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H38 O6' _chemical_formula_weight 602.69 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 10.2613(3) _cell_length_b 11.2683(3) _cell_length_c 14.4682(3) _cell_angle_alpha 85.602(2) _cell_angle_beta 71.504(2) _cell_angle_gamma 80.313(1) _cell_volume 1563.29(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5760 _cell_measurement_theta_min 2.91% _cell_measurement_theta_max 26.37% _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.280 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640 _exptl_absorpt_coefficient_mu 0.085 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9707 _exptl_absorpt_correction_T_max 0.9831 _exptl_absorpt_process_details ? _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 ? _diffrn_detector_area_resol_mean ; 1242 (horizontal) x 1152 (vertical) pixels, CCD pixel size is 22.5 x 22.5 \mm which gives at the input a pixel of 110 x 110 \mm (with 2 x 2 binning) ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19871 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0469 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 26.40 _reflns_number_total 6260 _reflns_number_gt 4849 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Johnson & Burnet, 1996)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0416P)^2^+0.6471P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0175(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6260 _refine_ls_number_parameters 430 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0688 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1069 _refine_ls_wR_factor_gt 0.0989 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.731 _refine_ls_shift/su_mean 0.079 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 O1A O 0.58954(11) 0.22382(10) 0.38082(8) 0.0221(3) Uani 1 1 d . B . O1B O 0.73232(12) 0.13032(11) 0.18062(9) 0.0248(3) Uani 1 1 d . . . H1B H 0.741(2) 0.2028(19) 0.1610(14) 0.037 Uiso 1 1 d . . . O1C O 0.78367(12) 0.36324(10) 0.13278(8) 0.0199(3) Uani 1 1 d . . . H1C H 0.733(2) 0.4021(17) 0.1827(14) 0.030 Uiso 1 1 d . . . O1D O 0.65018(12) 0.44472(10) 0.31378(8) 0.0203(3) Uani 1 1 d . . . H1D H 0.617(2) 0.3806(18) 0.3381(14) 0.030 Uiso 1 1 d . . . O3A O 0.26072(11) 0.22850(10) 0.34908(8) 0.0227(3) Uani 1 1 d . . . C6C C 0.92069(16) 0.38155(14) 0.10857(11) 0.0166(3) Uani 1 1 d . . . C1D C 0.82500(16) 0.55990(13) 0.30572(11) 0.0184(3) Uani 1 1 d . . . C5D C 0.71409(17) 0.45953(14) 0.45972(11) 0.0192(3) Uani 1 1 d . . . C5C C 0.95574(16) 0.48502(13) 0.13618(11) 0.0172(3) Uani 1 1 d . . . C1A C 0.67759(16) 0.24385(14) 0.51235(11) 0.0191(3) Uani 1 1 d . . . C5B C 0.98143(18) 0.08217(14) 0.10701(11) 0.0204(4) Uani 1 1 d . . . C6A C 0.66504(16) 0.17156(14) 0.44287(11) 0.0177(3) Uani 1 1 d . . . C1C C 1.02157(17) 0.29319(14) 0.05348(11) 0.0184(3) Uani 1 1 d . . . C2C C 1.15993(17) 0.30998(15) 0.02636(11) 0.0212(4) Uani 1 1 d . . . H2C H 1.2299 0.2505 -0.0108 0.025 Uiso 1 1 calc R . . C5A C 0.73026(16) 0.05149(14) 0.42981(12) 0.0198(4) Uani 1 1 d . . . C1B C 0.86063(17) -0.01482(14) 0.25936(12) 0.0202(4) Uani 1 1 d . . . C3A C 0.81479(17) 0.07254(15) 0.56511(12) 0.0224(4) Uani 1 1 d . . . H3A H 0.8642 0.0376 0.6085 0.027 Uiso 1 1 calc R . . C7D C 0.61434(17) 0.37601(14) 0.51950(11) 0.0213(4) Uani 1 1 d . . . H7D1 H 0.5833 0.3989 0.5887 0.026 Uiso 1 1 calc R . . H7D2 H 0.5313 0.3874 0.4971 0.026 Uiso 1 1 calc R . . C7A C 0.44962(17) 0.20124(15) 0.40861(12) 0.0234(4) Uani 1 1 d . . . H7A1 H 0.3980 0.2321 0.4746 0.028 Uiso 1 1 calc R A 1 H7A2 H 0.4477 0.1136 0.4098 0.028 Uiso 1 1 calc R A 1 C2D C 0.90257(18) 0.60925(14) 0.35204(12) 0.0228(4) Uani 1 1 d . . . H2D H 0.9681 0.6591 0.3156 0.027 Uiso 1 1 calc R . . C3C C 1.19780(17) 0.41187(15) 0.05242(12) 0.0223(4) Uani 1 1 d . . . H3C H 1.2928 0.4224 0.0330 0.027 Uiso 1 1 calc R . . C2B C 0.98662(18) -0.08466(14) 0.25865(12) 0.0227(4) Uani 1 1 d . . . H2B H 0.9889 -0.1412 0.3105 0.027 Uiso 1 1 calc R . . C3D C 0.88604(19) 0.58709(15) 0.45010(13) 0.0264(4) Uani 1 1 d . . . H3D H 0.9382 0.6230 0.4810 0.032 Uiso 1 1 calc R . . C6D C 0.73016(16) 0.48618(13) 0.36103(11) 0.0171(3) Uani 1 1 d . . . C4C C 1.09602(17) 0.49799(14) 0.10698(11) 0.0212(4) Uani 1 1 d . . . H4C H 1.1221 0.5676 0.1250 0.025 Uiso 1 1 calc R . . C11A C 0.73069(18) -0.02224(14) 0.34604(12) 0.0223(4) Uani 1 1 d . . . H11A H 0.6472 0.0081 0.3259 0.027 Uiso 1 1 calc R . . H11B H 0.7269 -0.1074 0.3680 0.027 Uiso 1 1 calc R . . C2A C 0.75415(17) 0.19246(15) 0.57343(12) 0.0218(4) Uani 1 1 d . . . H2A H 0.7649 0.2400 0.6212 0.026 Uiso 1 1 calc R . . C3B C 1.10863(18) -0.07376(14) 0.18430(12) 0.0247(4) Uani 1 1 d . . . H3B H 1.1933 -0.1233 0.1843 0.030 Uiso 1 1 calc R . . C7C C 0.84767(17) 0.58185(13) 0.19699(11) 0.0183(3) Uani 1 1 d . . . H7C1 H 0.7585 0.5838 0.1836 0.022 Uiso 1 1 calc R . . H7C2 H 0.8783 0.6613 0.1775 0.022 Uiso 1 1 calc R . . C7B C 0.98366(18) 0.17854(14) 0.02712(11) 0.0218(4) Uani 1 1 d . . . H7B1 H 1.0522 0.1484 -0.0348 0.026 Uiso 1 1 calc R . . H7B2 H 0.8910 0.1962 0.0174 0.026 Uiso 1 1 calc R . . C6B C 0.85910(17) 0.06710(13) 0.18176(12) 0.0193(3) Uani 1 1 d . . . C4D C 0.79302(18) 0.51214(15) 0.50305(12) 0.0241(4) Uani 1 1 d . . . H4D H 0.7828 0.4963 0.5702 0.029 Uiso 1 1 calc R . . C4A C 0.80343(17) 0.00370(14) 0.49374(12) 0.0212(4) Uani 1 1 d . . . H4A H 0.8465 -0.0781 0.4882 0.025 Uiso 1 1 calc R . . C10A C 0.04537(18) 0.23802(16) 0.31638(13) 0.0276(4) Uani 1 1 d G . . H110 H -0.0120 0.2776 0.2822 0.041 Uiso 1 1 d G B . H210 H -0.0124 0.2543 0.3878 0.041 Uiso 1 1 d G B . H310 H 0.0615 0.1521 0.3076 0.041 Uiso 1 1 d G B . C4B C 1.10502(18) 0.01065(14) 0.10994(12) 0.0234(4) Uani 1 1 d . . . H4B H 1.1889 0.0200 0.0597 0.028 Uiso 1 1 calc R . . C3 C 0.41571(18) 0.61215(16) 0.11619(13) 0.0269(4) Uani 1 1 d . . . H3 H 0.3923 0.5334 0.1316 0.032 Uiso 1 1 calc R . . C2 C 0.46689(17) 0.66661(16) 0.17723(12) 0.0257(4) Uani 1 1 d . . . H2 H 0.4792 0.6242 0.2339 0.031 Uiso 1 1 calc R . . C5 C 0.43314(18) 0.78667(17) 0.01073(13) 0.0298(4) Uani 1 1 d . . . H5 H 0.4225 0.8280 -0.0468 0.036 Uiso 1 1 calc R . . C1 C 0.50046(17) 0.78217(16) 0.15687(12) 0.0254(4) Uani 1 1 d . . . C6 C 0.48318(18) 0.84095(16) 0.07241(13) 0.0291(4) Uani 1 1 d . . . H6 H 0.5062 0.9198 0.0568 0.035 Uiso 1 1 calc R . . C4 C 0.39858(18) 0.67205(17) 0.03298(13) 0.0285(4) Uani 1 1 d . . . H4 H 0.3632 0.6348 -0.0088 0.034 Uiso 1 1 calc R . . C7 C 0.5564(2) 0.84244(19) 0.22289(14) 0.0374(5) Uani 1 1 d . . . H1C7 H 0.4863 0.9086 0.2563 0.056 Uiso 1 1 calc R . . H2C7 H 0.6408 0.8743 0.1840 0.056 Uiso 1 1 calc R . . H3C7 H 0.5784 0.7835 0.2713 0.056 Uiso 1 1 calc R . . O2A O 0.43282(14) 0.33781(13) 0.27571(10) 0.0338(4) Uani 0.908(3) 1 d P B 1 C8A C 0.38360(19) 0.26431(18) 0.33527(13) 0.0214(4) Uani 0.908(3) 1 d P B 1 O2A' O 0.4663(15) 0.1492(13) 0.2471(10) 0.035(4) Uiso 0.092(3) 1 d P B 2 C8A' C 0.393(2) 0.190(2) 0.3257(14) 0.023(4) Uiso 0.092(3) 1 d P B 2 C9A C 0.1803(2) 0.28705(19) 0.28650(15) 0.0298(5) Uani 0.908(3) 1 d P B 1 H9A1 H 0.2319 0.2698 0.2173 0.036 Uiso 0.908(3) 1 calc PR B 1 H9A2 H 0.1628 0.3754 0.2945 0.036 Uiso 0.908(3) 1 calc PR B 1 C9A' C 0.1853(2) 0.20352(19) 0.27957(15) 0.024(4) Uiso 0.092(3) 1 d PR B 2 H9A3 H 0.2211 0.2473 0.2169 0.029 Uiso 0.092(3) 1 calc PR B 2 H9A4 H 0.2048 0.1163 0.2665 0.029 Uiso 0.092(3) 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1A 0.0162(6) 0.0288(6) 0.0218(6) 0.0105(5) -0.0080(5) -0.0062(5) O1B 0.0263(7) 0.0206(6) 0.0298(7) 0.0027(5) -0.0132(5) -0.0028(5) O1C 0.0172(6) 0.0216(6) 0.0192(6) -0.0015(5) -0.0030(5) -0.0028(5) O1D 0.0229(6) 0.0198(6) 0.0198(6) 0.0025(5) -0.0079(5) -0.0067(5) O3A 0.0207(6) 0.0260(6) 0.0248(6) 0.0069(5) -0.0125(5) -0.0059(5) C6C 0.0170(8) 0.0196(8) 0.0126(8) 0.0047(6) -0.0045(6) -0.0037(6) C1D 0.0192(8) 0.0127(7) 0.0211(8) -0.0030(6) -0.0043(7) 0.0014(6) C5D 0.0196(9) 0.0168(8) 0.0173(8) -0.0024(6) -0.0034(7) 0.0044(6) C5C 0.0191(8) 0.0177(8) 0.0140(8) 0.0050(6) -0.0053(6) -0.0028(6) C1A 0.0149(8) 0.0217(8) 0.0162(8) 0.0032(6) -0.0005(6) -0.0003(6) C5B 0.0279(9) 0.0160(8) 0.0191(8) -0.0056(6) -0.0087(7) -0.0033(7) C6A 0.0128(8) 0.0229(8) 0.0167(8) 0.0082(6) -0.0047(6) -0.0050(6) C1C 0.0224(9) 0.0199(8) 0.0125(8) 0.0041(6) -0.0064(7) -0.0020(7) C2C 0.0203(9) 0.0240(8) 0.0145(8) 0.0020(6) -0.0022(7) 0.0025(7) C5A 0.0166(8) 0.0206(8) 0.0216(9) 0.0051(7) -0.0041(7) -0.0079(7) C1B 0.0261(9) 0.0144(8) 0.0240(9) -0.0021(6) -0.0106(7) -0.0072(7) C3A 0.0195(9) 0.0267(9) 0.0209(9) 0.0054(7) -0.0087(7) -0.0012(7) C7D 0.0215(9) 0.0234(8) 0.0139(8) 0.0000(6) -0.0017(7) 0.0029(7) C7A 0.0173(9) 0.0284(9) 0.0251(9) 0.0053(7) -0.0072(7) -0.0066(7) C2D 0.0242(9) 0.0172(8) 0.0268(9) -0.0028(7) -0.0073(7) -0.0031(7) C3C 0.0170(9) 0.0282(9) 0.0198(9) 0.0070(7) -0.0044(7) -0.0042(7) C2B 0.0323(10) 0.0141(8) 0.0247(9) 0.0008(7) -0.0134(8) -0.0039(7) C3D 0.0289(10) 0.0249(9) 0.0292(10) -0.0065(7) -0.0145(8) -0.0009(7) C6D 0.0184(8) 0.0139(7) 0.0182(8) -0.0029(6) -0.0057(7) 0.0010(6) C4C 0.0232(9) 0.0215(8) 0.0196(8) 0.0060(7) -0.0078(7) -0.0062(7) C11A 0.0260(9) 0.0173(8) 0.0267(9) 0.0046(7) -0.0107(7) -0.0086(7) C2A 0.0209(9) 0.0260(9) 0.0171(8) 0.0005(7) -0.0044(7) -0.0026(7) C3B 0.0267(10) 0.0185(8) 0.0294(10) -0.0046(7) -0.0115(8) 0.0027(7) C7C 0.0196(8) 0.0136(7) 0.0214(8) 0.0025(6) -0.0056(7) -0.0044(6) C7B 0.0264(9) 0.0216(8) 0.0152(8) -0.0041(6) -0.0048(7) 0.0008(7) C6B 0.0242(9) 0.0140(7) 0.0228(9) -0.0052(6) -0.0106(7) -0.0027(6) C4D 0.0282(10) 0.0242(9) 0.0197(9) -0.0041(7) -0.0103(7) 0.0040(7) C4A 0.0189(9) 0.0186(8) 0.0238(9) 0.0055(7) -0.0052(7) -0.0024(7) C10A 0.0260(10) 0.0293(9) 0.0327(10) 0.0010(8) -0.0177(8) -0.0018(8) C4B 0.0259(9) 0.0202(8) 0.0226(9) -0.0055(7) -0.0050(7) -0.0021(7) C3 0.0226(9) 0.0287(9) 0.0283(10) -0.0036(7) -0.0059(8) -0.0039(7) C2 0.0185(9) 0.0379(10) 0.0187(9) -0.0006(7) -0.0040(7) -0.0021(7) C5 0.0246(10) 0.0395(11) 0.0242(9) 0.0029(8) -0.0090(8) -0.0006(8) C1 0.0139(9) 0.0353(10) 0.0254(9) -0.0078(8) -0.0029(7) -0.0022(7) C6 0.0214(9) 0.0287(9) 0.0355(11) 0.0000(8) -0.0063(8) -0.0045(8) C4 0.0214(9) 0.0386(10) 0.0265(10) -0.0082(8) -0.0087(8) -0.0013(8) C7 0.0293(11) 0.0493(12) 0.0360(11) -0.0140(9) -0.0081(9) -0.0105(9) O2A 0.0332(9) 0.0398(9) 0.0366(8) 0.0216(7) -0.0205(7) -0.0194(7) C8A 0.0221(10) 0.0219(11) 0.0220(10) 0.0030(8) -0.0088(8) -0.0058(8) C9A 0.0309(11) 0.0334(11) 0.0342(11) 0.0118(9) -0.0240(9) -0.0088(9) _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 O1A C6A 1.3999(18) . ? O1A C7A 1.4244(19) . ? O1B C6B 1.3784(19) . ? O1B H1B 0.85(2) . ? O1C C6C 1.3843(19) . ? O1C H1C 0.85(2) . ? O1D C6D 1.3759(19) . ? O1D H1D 0.85(2) . ? O3A C8A' 1.301(19) . ? O3A C8A 1.338(2) . ? O3A C9A 1.461(2) . ? O3A C9A' 1.516(2) . ? C6C C1C 1.396(2) . ? C6C C5C 1.397(2) . ? C1D C2D 1.391(2) . ? C1D C6D 1.398(2) . ? C1D C7C 1.522(2) . ? C5D C4D 1.393(2) . ? C5D C6D 1.399(2) . ? C5D C7D 1.523(2) . ? C5C C4C 1.395(2) . ? C5C C7C 1.522(2) . ? C1A C6A 1.391(2) . ? C1A C2A 1.394(2) . ? C1A C7D 1.518(2) . ? C5B C4B 1.394(2) . ? C5B C6B 1.399(2) . ? C5B C7B 1.522(2) . ? C6A C5A 1.403(2) . ? C1C C2C 1.390(2) . ? C1C C7B 1.518(2) . ? C2C C3C 1.386(2) . ? C2C H2C 0.9500 . ? C5A C4A 1.392(2) . ? C5A C11A 1.519(2) . ? C1B C2B 1.393(2) . ? C1B C6B 1.400(2) . ? C1B C11A 1.522(2) . ? C3A C4A 1.382(2) . ? C3A C2A 1.386(2) . ? C3A H3A 0.9500 . ? C7D H7D1 0.9900 . ? C7D H7D2 0.9900 . ? C7A C8A 1.506(2) . ? C7A C8A' 1.508(19) . ? C7A H7A1 0.9900 . ? C7A H7A2 0.9900 . ? C2D C3D 1.382(2) . ? C2D H2D 0.9500 . ? C3C C4C 1.382(2) . ? C3C H3C 0.9500 . ? C2B C3B 1.384(2) . ? C2B H2B 0.9500 . ? C3D C4D 1.385(2) . ? C3D H3D 0.9500 . ? C4C H4C 0.9500 . ? C11A H11A 0.9900 . ? C11A H11B 0.9900 . ? C2A H2A 0.9500 . ? C3B C4B 1.386(2) . ? C3B H3B 0.9500 . ? C7C H7C1 0.9900 . ? C7C H7C2 0.9900 . ? C7B H7B1 0.9900 . ? C7B H7B2 0.9900 . ? C4D H4D 0.9500 . ? C4A H4A 0.9500 . ? C10A C9A' 1.362(3) . ? C10A C9A 1.500(2) . ? C10A H110 0.9232 . ? C10A H210 1.0280 . ? C10A H310 0.9654 . ? C4B H4B 0.9500 . ? C3 C4 1.380(2) . ? C3 C2 1.385(2) . ? C3 H3 0.9500 . ? C2 C1 1.389(2) . ? C2 H2 0.9500 . ? C5 C6 1.384(3) . ? C5 C4 1.384(3) . ? C5 H5 0.9500 . ? C1 C6 1.392(2) . ? C1 C7 1.511(2) . ? C6 H6 0.9500 . ? C4 H4 0.9500 . ? C7 H1C7 0.9800 . ? C7 H2C7 0.9800 . ? C7 H3C7 0.9800 . ? O2A C8A 1.200(2) . ? O2A' C8A' 1.22(2) . ? C9A H9A1 0.9900 . ? C9A H9A2 0.9900 . ? C9A' H310 1.4139 . ? C9A' H9A3 0.9900 . ? C9A' H9A4 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6A O1A C7A 114.85(11) . . ? C6B O1B H1B 110.0(14) . . ? C6C O1C H1C 111.5(13) . . ? C6D O1D H1D 115.7(12) . . ? C8A' O3A C8A 37.4(10) . . ? C8A' O3A C9A 128.5(8) . . ? C8A O3A C9A 116.00(13) . . ? C8A' O3A C9A' 117.4(9) . . ? C8A O3A C9A' 132.85(13) . . ? C9A O3A C9A' 36.97(5) . . ? O1C C6C C1C 116.85(14) . . ? O1C C6C C5C 121.41(14) . . ? C1C C6C C5C 121.72(14) . . ? C2D C1D C6D 118.09(15) . . ? C2D C1D C7C 120.62(14) . . ? C6D C1D C7C 121.24(14) . . ? C4D C5D C6D 117.85(15) . . ? C4D C5D C7D 120.05(14) . . ? C6D C5D C7D 122.10(14) . . ? C4C C5C C6C 117.87(15) . . ? C4C C5C C7C 119.53(14) . . ? C6C C5C C7C 122.59(14) . . ? C6A C1A C2A 118.01(14) . . ? C6A C1A C7D 121.25(14) . . ? C2A C1A C7D 120.71(15) . . ? C4B C5B C6B 118.29(15) . . ? C4B C5B C7B 119.85(15) . . ? C6B C5B C7B 121.75(14) . . ? C1A C6A O1A 117.88(14) . . ? C1A C6A C5A 122.70(14) . . ? O1A C6A C5A 119.34(14) . . ? C2C C1C C6C 118.29(14) . . ? C2C C1C C7B 120.10(15) . . ? C6C C1C C7B 121.55(14) . . ? C3C C2C C1C 121.28(15) . . ? C3C C2C H2C 119.4 . . ? C1C C2C H2C 119.4 . . ? C4A C5A C6A 117.04(15) . . ? C4A C5A C11A 120.45(15) . . ? C6A C5A C11A 122.38(14) . . ? C2B C1B C6B 118.33(15) . . ? C2B C1B C11A 120.28(14) . . ? C6B C1B C11A 121.27(15) . . ? C4A C3A C2A 120.06(15) . . ? C4A C3A H3A 120.0 . . ? C2A C3A H3A 120.0 . . ? C1A C7D C5D 113.49(13) . . ? C1A C7D H7D1 108.9 . . ? C5D C7D H7D1 108.9 . . ? C1A C7D H7D2 108.9 . . ? C5D C7D H7D2 108.9 . . ? H7D1 C7D H7D2 107.7 . . ? O1A C7A C8A 107.97(13) . . ? O1A C7A C8A' 115.5(7) . . ? C8A C7A C8A' 32.6(8) . . ? O1A C7A H7A1 110.1 . . ? C8A C7A H7A1 110.1 . . ? C8A' C7A H7A1 128.1 . . ? O1A C7A H7A2 110.1 . . ? C8A C7A H7A2 110.1 . . ? C8A' C7A H7A2 78.0 . . ? H7A1 C7A H7A2 108.4 . . ? C3D C2D C1D 121.24(16) . . ? C3D C2D H2D 119.4 . . ? C1D C2D H2D 119.4 . . ? C4C C3C C2C 119.31(15) . . ? C4C C3C H3C 120.3 . . ? C2C C3C H3C 120.3 . . ? C3B C2B C1B 121.70(15) . . ? C3B C2B H2B 119.1 . . ? C1B C2B H2B 119.2 . . ? C2D C3D C4D 119.61(16) . . ? C2D C3D H3D 120.2 . . ? C4D C3D H3D 120.2 . . ? O1D C6D C1D 116.18(13) . . ? O1D C6D C5D 121.90(14) . . ? C1D C6D C5D 121.88(14) . . ? C3C C4C C5C 121.52(15) . . ? C3C C4C H4C 119.2 . . ? C5C C4C H4C 119.2 . . ? C5A C11A C1B 110.97(13) . . ? C5A C11A H11A 109.4 . . ? C1B C11A H11A 109.5 . . ? C5A C11A H11B 109.4 . . ? C1B C11A H11B 109.4 . . ? H11A C11A H11B 108.0 . . ? C3A C2A C1A 120.61(15) . . ? C3A C2A H2A 119.7 . . ? C1A C2A H2A 119.7 . . ? C2B C3B C4B 118.80(16) . . ? C2B C3B H3B 120.6 . . ? C4B C3B H3B 120.6 . . ? C5C C7C C1D 112.12(12) . . ? C5C C7C H7C1 109.2 . . ? C1D C7C H7C1 109.2 . . ? C5C C7C H7C2 109.2 . . ? C1D C7C H7C2 109.2 . . ? H7C1 C7C H7C2 107.9 . . ? C1C C7B C5B 110.91(12) . . ? C1C C7B H7B1 109.5 . . ? C5B C7B H7B1 109.5 . . ? C1C C7B H7B2 109.5 . . ? C5B C7B H7B2 109.5 . . ? H7B1 C7B H7B2 108.0 . . ? O1B C6B C5B 121.26(14) . . ? O1B C6B C1B 117.58(15) . . ? C5B C6B C1B 121.15(15) . . ? C3D C4D C5D 121.29(15) . . ? C3D C4D H4D 119.3 . . ? C5D C4D H4D 119.4 . . ? C3A C4A C5A 121.48(15) . . ? C3A C4A H4A 119.2 . . ? C5A C4A H4A 119.3 . . ? C9A' C10A C9A 38.18(7) . . ? C9A' C10A H110 126.0 . . ? C9A' C10A H210 127.8 . . ? H110 C10A H210 103.0 . . ? C9A' C10A H310 72.5 . . ? H110 C10A H310 111.6 . . ? H210 C10A H310 108.0 . . ? C3B C4B C5B 121.68(16) . . ? C3B C4B H4B 119.2 . . ? C5B C4B H4B 119.2 . . ? C4 C3 C2 120.16(17) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C2 C1 121.06(16) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C6 C5 C4 119.89(16) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C2 C1 C6 117.98(16) . . ? C2 C1 C7 121.52(16) . . ? C6 C1 C7 120.49(17) . . ? C5 C6 C1 121.24(17) . . ? C5 C6 H6 119.4 . . ? C1 C6 H6 119.4 . . ? C3 C4 C5 119.67(16) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C1 C7 H1C7 109.5 . . ? C1 C7 H2C7 109.5 . . ? H1C7 C7 H2C7 109.5 . . ? C1 C7 H3C7 109.5 . . ? H1C7 C7 H3C7 109.5 . . ? H2C7 C7 H3C7 109.5 . . ? O2A C8A O3A 125.71(16) . . ? O2A C8A C7A 124.67(16) . . ? O3A C8A C7A 109.59(14) . . ? O2A' C8A' O3A 125.5(17) . . ? O2A' C8A' C7A 122.9(16) . . ? O3A C8A' C7A 111.6(14) . . ? O3A C9A C10A 107.37(14) . . ? O3A C9A H9A1 110.2 . . ? C10A C9A H9A1 110.2 . . ? O3A C9A H9A2 110.2 . . ? C10A C9A H9A2 110.2 . . ? H9A1 C9A H9A2 108.5 . . ? C10A C9A' O3A 111.87(17) . . ? C10A C9A' H310 40.6 . . ? O3A C9A' H310 124.6 . . ? C10A C9A' H9A3 109.2 . . ? O3A C9A' H9A3 109.2 . . ? H310 C9A' H9A3 124.4 . . ? C10A C9A' H9A4 109.2 . . ? O3A C9A' H9A4 109.2 . . ? H310 C9A' H9A4 68.6 . . ? H9A3 C9A' H9A4 107.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1C C6C C5C C4C -178.55(13) . . . . ? C1C C6C C5C C4C 0.0(2) . . . . ? O1C C6C C5C C7C 2.1(2) . . . . ? C1C C6C C5C C7C -179.40(13) . . . . ? C2A C1A C6A O1A -179.22(13) . . . . ? C7D C1A C6A O1A -1.3(2) . . . . ? C2A C1A C6A C5A -2.4(2) . . . . ? C7D C1A C6A C5A 175.45(14) . . . . ? C7A O1A C6A C1A -98.57(16) . . . . ? C7A O1A C6A C5A 84.53(18) . . . . ? O1C C6C C1C C2C 178.78(13) . . . . ? C5C C6C C1C C2C 0.2(2) . . . . ? O1C C6C C1C C7B -3.9(2) . . . . ? C5C C6C C1C C7B 177.49(13) . . . . ? C6C C1C C2C C3C -0.4(2) . . . . ? C7B C1C C2C C3C -177.72(14) . . . . ? C1A C6A C5A C4A 3.6(2) . . . . ? O1A C6A C5A C4A -179.71(13) . . . . ? C1A C6A C5A C11A -172.40(14) . . . . ? O1A C6A C5A C11A 4.3(2) . . . . ? C6A C1A C7D C5D -92.12(18) . . . . ? C2A C1A C7D C5D 85.71(18) . . . . ? C4D C5D C7D C1A -93.82(18) . . . . ? C6D C5D C7D C1A 86.17(18) . . . . ? C6A O1A C7A C8A 179.48(14) . . . . ? C6A O1A C7A C8A' -146.3(9) . . . . ? C6D C1D C2D C3D -0.5(2) . . . . ? C7C C1D C2D C3D -178.03(15) . . . . ? C1C C2C C3C C4C 0.4(2) . . . . ? C6B C1B C2B C3B 0.7(2) . . . . ? C11A C1B C2B C3B -175.30(15) . . . . ? C1D C2D C3D C4D 1.5(3) . . . . ? C2D C1D C6D O1D 176.51(13) . . . . ? C7C C1D C6D O1D -6.0(2) . . . . ? C2D C1D C6D C5D -1.3(2) . . . . ? C7C C1D C6D C5D 176.20(14) . . . . ? C4D C5D C6D O1D -175.70(14) . . . . ? C7D C5D C6D O1D 4.3(2) . . . . ? C4D C5D C6D C1D 2.0(2) . . . . ? C7D C5D C6D C1D -177.97(14) . . . . ? C2C C3C C4C C5C -0.3(2) . . . . ? C6C C5C C4C C3C 0.1(2) . . . . ? C7C C5C C4C C3C 179.45(13) . . . . ? C4A C5A C11A C1B -82.58(18) . . . . ? C6A C5A C11A C1B 93.25(18) . . . . ? C2B C1B C11A C5A 79.39(18) . . . . ? C6B C1B C11A C5A -96.48(17) . . . . ? C4A C3A C2A C1A 2.1(2) . . . . ? C6A C1A C2A C3A -0.5(2) . . . . ? C7D C1A C2A C3A -178.35(14) . . . . ? C1B C2B C3B C4B 1.3(2) . . . . ? C4C C5C C7C C1D -87.71(16) . . . . ? C6C C5C C7C C1D 91.64(17) . . . . ? C2D C1D C7C C5C 91.02(17) . . . . ? C6D C1D C7C C5C -86.45(18) . . . . ? C2C C1C C7B C5B 90.01(17) . . . . ? C6C C1C C7B C5B -87.22(18) . . . . ? C4B C5B C7B C1C -83.08(18) . . . . ? C6B C5B C7B C1C 93.28(18) . . . . ? C4B C5B C6B O1B -176.57(14) . . . . ? C7B C5B C6B O1B 7.0(2) . . . . ? C4B C5B C6B C1B 2.0(2) . . . . ? C7B C5B C6B C1B -174.44(14) . . . . ? C2B C1B C6B O1B 176.24(13) . . . . ? C11A C1B C6B O1B -7.8(2) . . . . ? C2B C1B C6B C5B -2.4(2) . . . . ? C11A C1B C6B C5B 173.59(14) . . . . ? C2D C3D C4D C5D -0.8(3) . . . . ? C6D C5D C4D C3D -0.9(2) . . . . ? C7D C5D C4D C3D 179.06(15) . . . . ? C2A C3A C4A C5A -0.9(2) . . . . ? C6A C5A C4A C3A -1.9(2) . . . . ? C11A C5A C4A C3A 174.18(15) . . . . ? C2B C3B C4B C5B -1.7(2) . . . . ? C6B C5B C4B C3B 0.1(2) . . . . ? C7B C5B C4B C3B 176.57(14) . . . . ? C4 C3 C2 C1 0.7(3) . . . . ? C3 C2 C1 C6 -1.0(2) . . . . ? C3 C2 C1 C7 -179.97(16) . . . . ? C4 C5 C6 C1 0.4(3) . . . . ? C2 C1 C6 C5 0.5(3) . . . . ? C7 C1 C6 C5 179.46(17) . . . . ? C2 C3 C4 C5 0.2(3) . . . . ? C6 C5 C4 C3 -0.7(3) . . . . ? C8A' O3A C8A O2A 119.0(14) . . . . ? C9A O3A C8A O2A -1.2(3) . . . . ? C9A' O3A C8A O2A 39.3(3) . . . . ? C8A' O3A C8A C7A -63.0(14) . . . . ? C9A O3A C8A C7A 176.79(15) . . . . ? C9A' O3A C8A C7A -142.68(17) . . . . ? O1A C7A C8A O2A -12.5(3) . . . . ? C8A' C7A C8A O2A -122.0(14) . . . . ? O1A C7A C8A O3A 169.41(14) . . . . ? C8A' C7A C8A O3A 59.9(14) . . . . ? C8A O3A C8A' O2A' -115(3) . . . . ? C9A O3A C8A' O2A' -32(3) . . . . ? C9A' O3A C8A' O2A' 10(3) . . . . ? C8A O3A C8A' C7A 64.3(14) . . . . ? C9A O3A C8A' C7A 147.5(7) . . . . ? C9A' O3A C8A' C7A -170.0(8) . . . . ? O1A C7A C8A' O2A' 32(2) . . . . ? C8A C7A C8A' O2A' 115(3) . . . . ? O1A C7A C8A' O3A -148.0(10) . . . . ? C8A C7A C8A' O3A -64.5(14) . . . . ? C8A' O3A C9A C10A 140.1(13) . . . . ? C8A O3A C9A C10A -177.76(16) . . . . ? C9A' O3A C9A C10A 54.62(16) . . . . ? C9A' C10A C9A O3A -61.97(16) . . . . ? C9A C10A C9A' O3A 61.02(13) . . . . ? C8A' O3A C9A' C10A 174.1(10) . . . . ? C8A O3A C9A' C10A -143.63(18) . . . . ? C9A O3A C9A' C10A -67.42(15) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1B H1B O1C 0.85(2) 1.91(2) 2.7568(16) 168.8(19) . O1C H1C O1D 0.85(2) 1.88(2) 2.6920(16) 160.4(18) . O1D H1D O1A 0.85(2) 1.86(2) 2.7002(16) 166.3(19) . O1D H1D O2A 0.85(2) 2.466(19) 2.9180(17) 113.9(15) . _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.226 _refine_diff_density_min -0.196 _refine_diff_density_rms 0.041