#------------------------------------------------------------------------------ #$Date: 2021-03-23 07:40:00 +0200 (Tue, 23 Mar 2021) $ #$Revision: 263237 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/25/7242504.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7242504 loop_ _publ_author_name 'Takahashi, Masaki' 'Tsuji, Naoya' 'Yazaki, Kohei' 'Sei, Yoshihisa' 'Obata, Makoto' _publ_section_title ; A fluorescent calix[4]arene with naphthalene units at the upper rim exhibits long fluorescence emission lifetime without fluorescence quenching ; _journal_issue 19 _journal_name_full 'RSC Advances' _journal_page_first 11651 _journal_page_last 11654 _journal_paper_doi 10.1039/D1RA01743H _journal_volume 11 _journal_year 2021 _chemical_formula_sum 'C88 H88 O12' _chemical_formula_weight 1337.58 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2016/6 _audit_update_record ; 2021-01-26 deposited with the CCDC. 2021-03-17 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 104.522(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.8913(19) _cell_length_b 29.698(4) _cell_length_c 17.353(2) _cell_measurement_reflns_used 4358 _cell_measurement_temperature 90 _cell_measurement_theta_max 23.5745 _cell_measurement_theta_min 2.1735 _cell_volume 6930.2(16) _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_molecular_graphics 'XSHELXle (Bruker AXS)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _computing_structure_refinement 'SHELXL-2016 (Sheldrick, 2016)' _computing_structure_solution 'SHELXT (Sheldrick, 2014)' _diffrn_ambient_temperature 90 _diffrn_detector_area_resol_mean 8.333 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator 'Bruker Helios multilayer confocal mirror' _diffrn_radiation_source 'Bruker TXS fine-focus rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0554 _diffrn_reflns_av_unetI/netI 0.0701 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 29911 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 23.821 _diffrn_reflns_theta_max 23.821 _diffrn_reflns_theta_min 1.371 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_T_max 0.996 _exptl_absorpt_correction_T_min 0.888 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS Sheldrick 1996 ; _exptl_crystal_colour column _exptl_crystal_density_diffrn 1.282 _exptl_crystal_description colorless _exptl_crystal_F_000 2848 _exptl_crystal_recrystallization_method 'Vapour deposition' _exptl_crystal_size_max 0.250 _exptl_crystal_size_mid 0.050 _exptl_crystal_size_min 0.050 _refine_diff_density_max 1.048 _refine_diff_density_min -0.811 _refine_diff_density_rms 0.077 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 905 _refine_ls_number_reflns 10611 _refine_ls_number_restraints 1285 _refine_ls_restrained_S_all 1.045 _refine_ls_R_factor_all 0.1188 _refine_ls_R_factor_gt 0.0731 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1165P)^2^+9.1545P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1970 _refine_ls_wR_factor_ref 0.2251 _reflns_Friedel_coverage 0.000 _reflns_number_gt 6818 _reflns_number_total 10611 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1ra01743h2.cif _cod_data_source_block naphthylcalix_H _cod_original_cell_volume 6930.1(17) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 7242504 _shelx_shelxl_version_number 2016/6 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.979 _shelx_estimated_absorpt_t_max 0.996 _shelx_res_file ; TITL naphthylcalix_390_1_0m_a.res in P2(1)/c naphthylcalix_H.res created by SHELXL-2016/6 at 16:42:54 on 20-Feb-2018 REM Old TITL naphthylcalix_390_1_0m in P2(1)/c REM SHELXT solution in P2(1)/c REM R1 0.177, Rweak 0.009, Alpha 0.027, Orientation as input REM Formula found by SHELXT: C90 O10 CELL 0.71073 13.8913 29.6982 17.3527 90.000 104.522 90.000 ZERR 4.000 0.0019 0.0041 0.0024 0.000 0.002 0.000 LATT 1 SYMM -X, 1/2+Y, 1/2-Z SFAC C H O UNIT 352 352 48 TEMP -183.000 size 0.05 0.05 0.25 acta L.S. 30 dfix 1.90 0.001 H8S2 H19L simu 0.01 isor 0.01 BOND $H LIST 6 FMAP 2 PLAN 10 WGHT 0.116500 9.154500 FVAR 0.25437 C1C 1 0.676401 0.152522 0.598314 11.00000 0.02698 0.01998 = 0.01896 -0.00010 0.00471 0.00247 C2C 1 0.766968 0.165046 0.587321 11.00000 0.02546 0.02009 = 0.02446 -0.00044 0.00419 -0.00062 AFIX 43 H2C 2 0.781812 0.196174 0.585126 11.00000 -1.20000 AFIX 0 C5C 1 0.724833 0.073523 0.590501 11.00000 0.03483 0.02067 = 0.02160 0.00065 0.00566 0.00459 C4C 1 0.818444 0.088443 0.581620 11.00000 0.03069 0.02898 = 0.03362 -0.00239 0.00829 0.00945 AFIX 43 H4C 2 0.867683 0.067057 0.577304 11.00000 -1.20000 AFIX 0 C3C 1 0.838109 0.133330 0.579246 11.00000 0.02759 0.02828 = 0.02968 -0.00425 0.00987 0.00267 AFIX 43 H3C 2 0.900416 0.143083 0.572075 11.00000 -1.20000 AFIX 0 C6C 1 0.652706 0.105829 0.599754 11.00000 0.03064 0.01786 = 0.01995 0.00028 0.00425 0.00473 C9C 1 0.610080 0.013142 0.595521 11.00000 0.05198 0.01767 = 0.03305 0.00010 0.01025 -0.00100 AFIX 43 H9C 2 0.595044 -0.018107 0.593645 11.00000 -1.20000 AFIX 0 C8C 1 0.538003 0.044750 0.604483 11.00000 0.03892 0.02132 = 0.03538 0.00289 0.01182 -0.00303 AFIX 43 H8C 2 0.474768 0.034648 0.609017 11.00000 -1.20000 AFIX 0 C7C 1 0.558434 0.089985 0.606710 11.00000 0.02989 0.02106 = 0.02675 0.00099 0.00568 -0.00014 AFIX 43 H7C 2 0.509279 0.110944 0.612947 11.00000 -1.20000 AFIX 0 C11C 1 0.516190 0.257074 0.552329 11.00000 0.02080 0.01568 = 0.01983 0.00021 0.00106 -0.00171 C10C 1 0.700487 0.027126 0.589589 11.00000 0.04692 0.02099 = 0.03205 -0.00142 0.00910 0.00692 AFIX 43 H10C 2 0.748803 0.005401 0.584700 11.00000 -1.20000 AFIX 0 C13C 1 0.602782 0.188621 0.605011 11.00000 0.02333 0.01575 = 0.02342 -0.00384 0.00220 -0.00049 C12C 1 0.578795 0.221296 0.546169 11.00000 0.02519 0.01682 = 0.02014 -0.00174 0.00428 -0.00063 AFIX 43 H12C 2 0.605463 0.219257 0.500947 11.00000 -1.20000 AFIX 0 C15C 1 0.502671 0.228262 0.680171 11.00000 0.02227 0.01691 = 0.02087 -0.00035 0.00316 -0.00319 C14C 1 0.564211 0.192394 0.671510 11.00000 0.02259 0.01512 = 0.02204 0.00222 0.00081 -0.00093 AFIX 43 H14C 2 0.580122 0.170059 0.711905 11.00000 -1.20000 AFIX 0 C19C 1 0.207041 0.298606 0.402634 11.00000 0.03967 0.04439 = 0.02912 -0.00431 -0.00275 0.00668 AFIX 137 H19A 2 0.206763 0.277394 0.359318 11.00000 -1.50000 H19B 2 0.241787 0.326217 0.394396 11.00000 -1.50000 H19C 2 0.138427 0.305873 0.403264 11.00000 -1.50000 AFIX 0 C18C 1 0.252012 0.307104 0.541209 11.00000 0.02480 0.02357 = 0.02655 -0.00060 0.00197 0.00494 AFIX 23 H18A 2 0.182271 0.309772 0.544905 11.00000 -1.20000 H18B 2 0.276274 0.337569 0.532558 11.00000 -1.20000 AFIX 0 C17C 1 0.314892 0.287754 0.617080 11.00000 0.02031 0.02382 = 0.02844 0.00170 0.00370 0.00139 AFIX 23 H17A 2 0.294978 0.301241 0.662922 11.00000 -1.20000 H17B 2 0.303552 0.254869 0.617970 11.00000 -1.20000 AFIX 0 C16C 1 0.477031 0.259246 0.618070 11.00000 0.01543 0.01443 = 0.02412 -0.00215 -0.00157 0.00025 C1A 1 0.758330 0.524243 0.867503 11.00000 0.03073 0.02376 = 0.03553 -0.00008 0.01161 -0.00175 O1A 3 0.466066 0.400255 0.706541 11.00000 0.03615 0.01622 = 0.02585 -0.00116 0.00535 -0.00169 O1B 3 0.437413 0.386043 0.522065 11.00000 0.03218 0.02020 = 0.02548 0.00440 0.00638 0.00596 C1B 1 0.849378 0.347274 0.621866 11.00000 0.02839 0.03076 = 0.02383 -0.01082 0.00832 -0.00565 C1D 1 0.812419 0.290896 0.903010 11.00000 0.02031 0.02771 = 0.02110 -0.00259 0.00629 0.00170 O1D 3 0.396533 0.320731 0.801550 11.00000 0.01729 0.01865 = 0.02555 0.00314 0.00485 0.00135 O1C 3 0.418463 0.296230 0.624628 11.00000 0.02131 0.01479 = 0.02723 0.00121 0.00610 0.00323 C20C 1 0.475194 0.236674 0.757862 11.00000 0.02316 0.01655 = 0.02172 -0.00069 0.00472 -0.00130 AFIX 23 H20A 2 0.484048 0.208559 0.789513 11.00000 -1.20000 H20B 2 0.404279 0.245438 0.746760 11.00000 -1.20000 AFIX 0 C2A 1 0.833141 0.509701 0.930548 11.00000 0.03602 0.02949 = 0.04992 0.00502 0.00356 -0.00021 AFIX 43 H2A 2 0.834270 0.479094 0.946665 11.00000 -1.20000 AFIX 0 O2A 3 0.213632 0.442199 0.677986 11.00000 0.03358 0.03292 = 0.04431 0.00221 0.01200 0.00044 C2B 1 0.914098 0.376366 0.599321 11.00000 0.03819 0.04235 = 0.03607 -0.01532 0.01344 -0.01382 AFIX 43 H2B 2 0.888779 0.402736 0.570253 11.00000 -1.20000 AFIX 0 O2B 3 0.323639 0.469322 0.484784 11.00000 0.04831 0.02819 = 0.05397 0.01156 0.01194 0.01048 C2D 1 0.840008 0.251834 0.945421 11.00000 0.02721 0.02781 = 0.02598 -0.00167 0.00454 0.00394 AFIX 43 H2D 2 0.789562 0.232075 0.953330 11.00000 -1.20000 AFIX 0 O2D 3 0.295885 0.368546 0.906660 11.00000 0.02310 0.02313 = 0.03289 -0.00282 0.00683 0.00248 O2C 3 0.256573 0.278782 0.476506 11.00000 0.02828 0.02841 = 0.02557 -0.00527 -0.00010 0.00442 C3A 1 0.908401 0.539210 0.971942 11.00000 0.03783 0.04191 = 0.04927 0.00053 0.00155 0.00143 AFIX 43 H3A 2 0.957512 0.528571 1.016688 11.00000 -1.20000 AFIX 0 C4A 1 0.910891 0.582554 0.948180 11.00000 0.03640 0.03386 = 0.04789 -0.00518 0.01047 -0.00532 AFIX 43 H4A 2 0.963875 0.601651 0.974406 11.00000 -1.20000 AFIX 0 C3D 1 0.940209 0.240066 0.977525 11.00000 0.03139 0.03984 = 0.03669 0.00071 0.00386 0.01048 AFIX 43 H3D 2 0.956728 0.213152 1.007518 11.00000 -1.20000 AFIX 0 C3B 1 1.016855 0.368048 0.618231 11.00000 0.03721 0.06623 = 0.04280 -0.02237 0.01661 -0.02161 AFIX 43 H3B 2 1.060297 0.388844 0.602516 11.00000 -1.20000 AFIX 0 C5A 1 0.834693 0.599606 0.884253 11.00000 0.03562 0.02663 = 0.03700 -0.00441 0.01723 -0.00195 C4D 1 1.011716 0.267053 0.965438 11.00000 0.03230 0.04466 = 0.03498 -0.00920 0.00177 0.00677 AFIX 43 H4D 2 1.079162 0.258944 0.987504 11.00000 -1.20000 AFIX 0 C4B 1 1.053967 0.330401 0.658845 11.00000 0.03084 0.07626 = 0.04292 -0.02353 0.00696 -0.00220 AFIX 43 H4B 2 1.123614 0.325109 0.671371 11.00000 -1.20000 AFIX 0 C6A 1 0.755502 0.570699 0.844992 11.00000 0.03080 0.02496 = 0.03543 -0.00174 0.01861 0.00194 C5D 1 0.990922 0.306825 0.921472 11.00000 0.02647 0.04575 = 0.03087 -0.01956 0.01080 -0.01251 C5B 1 0.991718 0.298938 0.682918 11.00000 0.03262 0.05758 = 0.02874 -0.02214 -0.00008 0.00106 C7A 1 0.675597 0.590504 0.788863 11.00000 0.03667 0.02066 = 0.03425 -0.00354 0.01111 0.00089 AFIX 43 H7A 2 0.620679 0.572363 0.762941 11.00000 -1.20000 AFIX 0 C6D 1 0.888205 0.319954 0.888723 11.00000 0.02917 0.03200 = 0.02284 -0.00949 0.01056 -0.00627 C6B 1 0.887070 0.307515 0.665392 11.00000 0.02816 0.03632 = 0.02223 -0.01546 -0.00025 0.00008 C8A 1 0.675590 0.635581 0.770896 11.00000 0.04777 0.02303 = 0.04345 -0.00525 0.00711 0.00816 AFIX 43 H8A 2 0.620190 0.648274 0.733658 11.00000 -1.20000 AFIX 0 C7D 1 0.867937 0.359187 0.842134 11.00000 0.03924 0.03407 = 0.02866 -0.00956 0.01356 -0.01349 AFIX 43 H7D 2 0.800965 0.367924 0.819751 11.00000 -1.20000 AFIX 0 C7B 1 0.827805 0.276589 0.695170 11.00000 0.03705 0.02930 = 0.02064 -0.00871 0.00138 0.00055 AFIX 43 H7B 2 0.758629 0.282249 0.686713 11.00000 -1.20000 AFIX 0 C9A 1 0.756144 0.662910 0.806796 11.00000 0.05556 0.02019 = 0.04680 -0.00685 0.01755 0.00387 AFIX 43 H9A 2 0.756376 0.693708 0.792045 11.00000 -1.20000 AFIX 0 C8D 1 0.944439 0.385080 0.828665 11.00000 0.05348 0.04360 = 0.03365 -0.00542 0.01575 -0.01785 AFIX 43 H8D 2 0.930508 0.411598 0.797215 11.00000 -1.20000 AFIX 0 C8B 1 0.867384 0.238951 0.735605 11.00000 0.04961 0.03196 = 0.02799 -0.00518 -0.00681 0.00884 AFIX 43 H8B 2 0.825528 0.218804 0.754700 11.00000 -1.20000 AFIX 0 C10A 1 0.834301 0.645796 0.862725 11.00000 0.04615 0.02883 = 0.04507 -0.00791 0.02000 -0.00836 AFIX 43 H10A 2 0.888504 0.664676 0.887342 11.00000 -1.20000 AFIX 0 C9D 1 1.043642 0.371791 0.862072 11.00000 0.03611 0.05470 = 0.04347 -0.01605 0.01277 -0.02406 AFIX 43 H9D 2 1.096068 0.390006 0.853238 11.00000 -1.20000 AFIX 0 C9B 1 0.967268 0.229708 0.749181 11.00000 0.05751 0.05015 = 0.03531 -0.00574 -0.01303 0.01519 AFIX 43 H9B 2 0.993213 0.202770 0.776007 11.00000 -1.20000 AFIX 0 C11A 1 0.564567 0.430659 0.827335 11.00000 0.02774 0.01404 = 0.02771 0.00125 0.00934 0.00345 C10D 1 1.066424 0.334149 0.906046 11.00000 0.03389 0.05452 = 0.04555 -0.01359 0.00925 -0.01261 AFIX 43 H10D 2 1.134110 0.326004 0.926808 11.00000 -1.20000 AFIX 0 C10B 1 1.028994 0.258565 0.724747 11.00000 0.03907 0.06680 = 0.03814 -0.01644 -0.01035 0.02093 AFIX 43 H10B 2 1.097979 0.251908 0.735529 11.00000 -1.20000 AFIX 0 C12A 1 0.636680 0.461424 0.866418 11.00000 0.03046 0.01607 = 0.02948 -0.00207 0.00855 0.00346 AFIX 43 H12A 2 0.655490 0.461858 0.922958 11.00000 -1.20000 AFIX 0 C11D 1 0.538791 0.273543 0.805629 11.00000 0.02298 0.01660 = 0.01461 0.00128 0.00730 -0.00145 C11B 1 0.603115 0.408747 0.589058 11.00000 0.03664 0.01384 = 0.02300 0.00253 0.01234 -0.00066 C13A 1 0.681695 0.491507 0.824383 11.00000 0.02761 0.01575 = 0.03398 -0.00052 0.00891 0.00177 C12D 1 0.641041 0.267690 0.830579 11.00000 0.02566 0.01672 = 0.01599 0.00199 0.00706 0.00288 AFIX 43 H12D 2 0.668837 0.240033 0.819049 11.00000 -1.20000 AFIX 0 C12B 1 0.703437 0.398908 0.613054 11.00000 0.03497 0.01628 = 0.02488 0.00143 0.01261 -0.00464 AFIX 43 H12B 2 0.748054 0.421269 0.640369 11.00000 -1.20000 AFIX 0 C14A 1 0.655723 0.488458 0.741595 11.00000 0.03584 0.01180 = 0.03273 0.00234 0.01655 0.00022 AFIX 43 H14A 2 0.688393 0.507551 0.712258 11.00000 -1.20000 AFIX 0 C13D 1 0.704098 0.300615 0.871632 11.00000 0.02411 0.01996 = 0.01783 0.00256 0.00792 -0.00312 C13B 1 0.741180 0.357106 0.598365 11.00000 0.03314 0.01921 = 0.02114 -0.00214 0.01232 -0.00229 C15A 1 0.584187 0.458727 0.700184 11.00000 0.04011 0.01220 = 0.02714 0.00215 0.01443 0.00311 C14D 1 0.662552 0.341766 0.885285 11.00000 0.02359 0.01708 = 0.01963 0.00087 0.00474 -0.00435 AFIX 43 H14D 2 0.704988 0.365046 0.911922 11.00000 -1.20000 AFIX 0 C14B 1 0.673178 0.325129 0.558336 11.00000 0.02797 0.01580 = 0.02193 0.00167 0.00886 0.00277 AFIX 43 H14B 2 0.697170 0.296378 0.547979 11.00000 -1.20000 AFIX 0 C16A 1 0.536500 0.431163 0.745055 11.00000 0.03014 0.00979 = 0.02855 0.00023 0.00838 0.00234 C15D 1 0.561215 0.349511 0.861030 11.00000 0.02440 0.01623 = 0.02057 0.00354 0.00769 0.00055 C15B 1 0.572617 0.333591 0.533231 11.00000 0.02820 0.01502 = 0.01655 0.00254 0.00462 -0.00031 C17A 1 0.369883 0.417553 0.668328 11.00000 0.03629 0.02873 = 0.03185 -0.00021 0.00765 -0.00214 AFIX 23 H17C 2 0.335776 0.395967 0.626963 11.00000 -1.20000 H17D 2 0.377868 0.446218 0.641475 11.00000 -1.20000 AFIX 0 C16D 1 0.498920 0.314476 0.823603 11.00000 0.02061 0.01602 = 0.01937 0.00197 0.00467 0.00094 C16B 1 0.538320 0.376501 0.547241 11.00000 0.03046 0.01774 = 0.02089 0.00362 0.00811 0.00102 C18A 1 0.306387 0.425609 0.724725 11.00000 0.03875 0.02639 = 0.03384 0.00257 0.00558 -0.00038 AFIX 23 H18C 2 0.296468 0.397261 0.751750 11.00000 -1.20000 H18D 2 0.337901 0.447966 0.765612 11.00000 -1.20000 AFIX 0 C17D 1 0.346334 0.300849 0.856166 11.00000 0.01764 0.02267 = 0.03363 0.00377 0.00535 0.00094 AFIX 23 H17E 2 0.375767 0.270895 0.872393 11.00000 -1.20000 H17F 2 0.275540 0.296266 0.828407 11.00000 -1.20000 AFIX 0 C17B 1 0.409484 0.407743 0.445580 11.00000 0.04342 0.03537 = 0.02971 0.01043 0.00852 0.00615 AFIX 23 H17G 2 0.405082 0.385304 0.402644 11.00000 -1.20000 H17H 2 0.459773 0.430594 0.441295 11.00000 -1.20000 AFIX 0 C19A 1 0.148270 0.453328 0.725557 11.00000 0.04701 0.05080 = 0.06342 -0.01232 0.02336 -0.00621 AFIX 137 H19D 2 0.086224 0.465326 0.691750 11.00000 -1.50000 H19E 2 0.179311 0.476085 0.764863 11.00000 -1.50000 H19F 2 0.133879 0.426304 0.753097 11.00000 -1.50000 AFIX 0 C18D 1 0.352041 0.328646 0.929465 11.00000 0.02219 0.02238 = 0.02843 0.00376 0.00842 0.00316 AFIX 23 H18E 2 0.324834 0.311469 0.968120 11.00000 -1.20000 H18F 2 0.422142 0.336325 0.954983 11.00000 -1.20000 AFIX 0 C18B 1 0.310289 0.429753 0.437892 11.00000 0.04639 0.03417 = 0.03462 0.01301 0.00930 0.00664 AFIX 23 H18G 2 0.280069 0.437400 0.381476 11.00000 -1.20000 H18H 2 0.265075 0.408824 0.456097 11.00000 -1.20000 AFIX 0 C20A 1 0.565296 0.454129 0.611291 11.00000 0.04061 0.01415 = 0.02764 0.00115 0.01323 -0.00066 AFIX 23 H20C 2 0.599342 0.478812 0.590300 11.00000 -1.20000 H20D 2 0.493074 0.456690 0.586636 11.00000 -1.20000 AFIX 0 C19D 1 0.303343 0.397813 0.972506 11.00000 0.03453 0.03067 = 0.04628 -0.00974 0.01548 -0.00414 AFIX 137 H19G 2 0.256966 0.422991 0.956798 11.00000 -1.50000 H19H 2 0.371393 0.409419 0.989885 11.00000 -1.50000 H19I 2 0.286819 0.381247 1.016324 11.00000 -1.50000 AFIX 0 C20B 1 0.502639 0.296137 0.493991 11.00000 0.02440 0.01823 = 0.01864 -0.00050 0.00361 0.00098 AFIX 23 H20E 2 0.432927 0.306831 0.481168 11.00000 -1.20000 H20F 2 0.518597 0.286498 0.443998 11.00000 -1.20000 AFIX 0 C20D 1 0.521834 0.396042 0.873182 11.00000 0.02458 0.01828 = 0.02057 0.00065 0.00762 -0.00077 AFIX 23 H20G 2 0.448373 0.396174 0.854703 11.00000 -1.20000 H20H 2 0.540353 0.403691 0.930542 11.00000 -1.20000 AFIX 0 C19B 1 0.231614 0.490244 0.486340 11.00000 0.05901 0.04495 = 0.06420 0.01525 0.02530 0.02123 AFIX 137 H19J 2 0.243490 0.513461 0.527787 11.00000 -1.50000 H19K 2 0.185904 0.467549 0.497804 11.00000 -1.50000 H19L 2 0.202281 0.504083 0.434498 11.00000 -1.50000 AFIX 0 same C5S > O3S C1S 1 -0.251897 0.376236 0.364847 11.00000 0.06153 0.03283 = 0.05136 -0.00256 0.00215 -0.00129 AFIX 23 H1S1 2 -0.206115 0.358585 0.406955 11.00000 -1.20000 H1S2 2 -0.248305 0.364034 0.312549 11.00000 -1.20000 AFIX 0 C2S 1 -0.353671 0.372116 0.373658 11.00000 0.06199 0.03195 = 0.04360 -0.00128 0.01013 -0.01151 AFIX 23 H2S1 2 -0.372812 0.339928 0.370119 11.00000 -1.20000 H2S2 2 -0.355712 0.383081 0.427103 11.00000 -1.20000 AFIX 0 O2S 3 -0.423171 0.396403 0.315712 11.00000 0.06110 0.04152 = 0.04489 -0.00214 0.01623 -0.01114 C4S 1 -0.394319 0.443123 0.321564 11.00000 0.05557 0.03924 = 0.04929 -0.00639 0.01357 -0.00417 AFIX 23 H4S1 2 -0.398574 0.455138 0.373825 11.00000 -1.20000 H4S2 2 -0.440801 0.460523 0.279515 11.00000 -1.20000 AFIX 0 C3S 1 -0.293684 0.448703 0.313059 11.00000 0.05285 0.03117 = 0.04157 0.00120 0.00767 -0.00588 AFIX 23 H3S1 2 -0.291249 0.439062 0.258967 11.00000 -1.20000 H3S2 2 -0.275716 0.481009 0.318667 11.00000 -1.20000 AFIX 0 O1S 3 -0.221878 0.423313 0.370766 11.00000 0.05466 0.03433 = 0.05543 -0.00179 0.00334 -0.00490 same C1S > 01S C5S 1 -0.011914 0.381488 0.327411 11.00000 0.07534 0.07685 = 0.08454 -0.00373 0.04651 0.00227 AFIX 23 H5S1 2 -0.084218 0.384884 0.303869 11.00000 -1.20000 H5S2 2 0.002841 0.349071 0.337162 11.00000 -1.20000 AFIX 0 C6S 1 0.015136 0.404631 0.396906 11.00000 0.10740 0.12102 = 0.12740 -0.01044 0.03080 -0.01111 AFIX 23 H6S1 2 0.087713 0.401878 0.419804 11.00000 -1.20000 H6S2 2 -0.019425 0.392241 0.435661 11.00000 -1.20000 AFIX 0 O4S 3 -0.010763 0.450087 0.381447 11.00000 0.12609 0.17818 = 0.16324 0.01606 0.03031 0.00920 C8S 1 0.052684 0.472204 0.328262 11.00000 0.06162 0.10392 = 0.08456 -0.03882 0.00783 0.01256 AFIX 23 H8S1 2 0.038316 0.504768 0.320390 11.00000 -1.20000 H8S2 2 0.124805 0.467903 0.351514 11.00000 -1.20000 AFIX 0 C7S 1 0.019393 0.447835 0.256020 11.00000 0.12876 0.13014 = 0.12367 -0.03405 0.02415 0.01900 AFIX 23 H7S1 2 0.055338 0.457917 0.216532 11.00000 -1.20000 H7S2 2 -0.052699 0.452680 0.233493 11.00000 -1.20000 AFIX 0 O3S 3 0.040455 0.398242 0.275924 11.00000 0.17816 0.15747 = 0.17143 -0.00290 0.03111 0.00366 HKLF 4 REM naphthylcalix_390_1_0m_a.res in P2(1)/c REM R1 = 0.0731 for 6818 Fo > 4sig(Fo) and 0.1188 for all 10611 data REM 905 parameters refined using 1285 restraints END WGHT 0.1232 8.6236 REM Highest difference peak 1.048, deepest hole -0.811, 1-sigma level 0.077 Q1 1 0.0800 0.4958 0.2875 11.00000 0.05 1.05 Q2 1 0.0435 0.4888 0.2105 11.00000 0.05 0.80 Q3 1 -0.0210 0.4553 0.4604 11.00000 0.05 0.49 Q4 1 0.0026 0.4943 0.5045 11.00000 0.05 0.45 Q5 1 -0.1670 0.3982 0.3418 11.00000 0.05 0.39 Q6 1 0.0793 0.3927 0.3609 11.00000 0.05 0.37 Q7 1 0.9282 0.5262 0.9024 11.00000 0.05 0.34 Q8 1 0.8453 0.5004 0.8606 11.00000 0.05 0.31 Q9 1 -0.1030 0.4587 0.3573 11.00000 0.05 0.30 Q10 1 -0.1371 0.4285 0.3781 11.00000 0.05 0.29 ; _shelx_res_checksum 2138 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1C C 0.6764(3) 0.15252(13) 0.5983(2) 0.0222(9) Uani 1 1 d . U . . . C2C C 0.7670(3) 0.16505(14) 0.5873(2) 0.0237(9) Uani 1 1 d . U . . . H2C H 0.781812 0.196174 0.585126 0.028 Uiso 1 1 calc R U . . . C5C C 0.7248(3) 0.07352(14) 0.5905(2) 0.0260(10) Uani 1 1 d . U . . . C4C C 0.8184(3) 0.08844(15) 0.5816(3) 0.0311(10) Uani 1 1 d . U . . . H4C H 0.867683 0.067057 0.577304 0.037 Uiso 1 1 calc R U . . . C3C C 0.8381(3) 0.13333(14) 0.5792(3) 0.0280(10) Uani 1 1 d . U . . . H3C H 0.900416 0.143083 0.572075 0.034 Uiso 1 1 calc R U . . . C6C C 0.6527(3) 0.10583(13) 0.5998(2) 0.0232(9) Uani 1 1 d . U . . . C9C C 0.6101(4) 0.01314(15) 0.5955(3) 0.0343(11) Uani 1 1 d . U . . . H9C H 0.595044 -0.018107 0.593645 0.041 Uiso 1 1 calc R U . . . C8C C 0.5380(3) 0.04475(14) 0.6045(3) 0.0314(11) Uani 1 1 d . U . . . H8C H 0.474768 0.034648 0.609017 0.038 Uiso 1 1 calc R U . . . C7C C 0.5584(3) 0.08998(14) 0.6067(3) 0.0262(10) Uani 1 1 d . U . . . H7C H 0.509279 0.110944 0.612947 0.031 Uiso 1 1 calc R U . . . C11C C 0.5162(3) 0.25707(13) 0.5523(2) 0.0195(9) Uani 1 1 d . U . . . C10C C 0.7005(4) 0.02713(15) 0.5896(3) 0.0335(11) Uani 1 1 d . U . . . H10C H 0.748803 0.005401 0.584700 0.040 Uiso 1 1 calc R U . . . C13C C 0.6028(3) 0.18862(13) 0.6050(2) 0.0215(9) Uani 1 1 d . U . . . C12C C 0.5788(3) 0.22130(13) 0.5462(2) 0.0210(9) Uani 1 1 d . U . . . H12C H 0.605463 0.219257 0.500947 0.025 Uiso 1 1 calc R U . . . C15C C 0.5027(3) 0.22826(13) 0.6802(2) 0.0204(9) Uani 1 1 d . U . . . C14C C 0.5642(3) 0.19239(13) 0.6715(2) 0.0208(9) Uani 1 1 d . U . . . H14C H 0.580122 0.170059 0.711905 0.025 Uiso 1 1 calc R U . . . C19C C 0.2070(4) 0.29861(17) 0.4026(3) 0.0398(12) Uani 1 1 d . U . . . H19A H 0.206763 0.277394 0.359318 0.060 Uiso 1 1 calc R U . . . H19B H 0.241787 0.326217 0.394396 0.060 Uiso 1 1 calc R U . . . H19C H 0.138427 0.305873 0.403264 0.060 Uiso 1 1 calc R U . . . C18C C 0.2520(3) 0.30710(14) 0.5412(2) 0.0258(10) Uani 1 1 d . U . . . H18A H 0.182271 0.309772 0.544905 0.031 Uiso 1 1 calc R U . . . H18B H 0.276274 0.337569 0.532558 0.031 Uiso 1 1 calc R U . . . C17C C 0.3149(3) 0.28775(14) 0.6171(3) 0.0246(9) Uani 1 1 d . U . . . H17A H 0.294978 0.301241 0.662922 0.030 Uiso 1 1 calc R U . . . H17B H 0.303552 0.254869 0.617970 0.030 Uiso 1 1 calc R U . . . C16C C 0.4770(3) 0.25925(13) 0.6181(2) 0.0192(9) Uani 1 1 d . U . . . C1A C 0.7583(3) 0.52424(14) 0.8675(3) 0.0294(10) Uani 1 1 d . U . . . O1A O 0.4661(2) 0.40026(9) 0.70654(17) 0.0265(7) Uani 1 1 d . U . . . O1B O 0.4374(2) 0.38604(9) 0.52207(17) 0.0261(7) Uani 1 1 d . U . . . C1B C 0.8494(3) 0.34727(15) 0.6219(3) 0.0273(10) Uani 1 1 d . U . . . C1D C 0.8124(3) 0.29090(14) 0.9030(2) 0.0228(9) Uani 1 1 d . U . . . O1D O 0.39653(18) 0.32073(9) 0.80155(16) 0.0206(6) Uani 1 1 d . U . . . O1C O 0.41846(19) 0.29623(8) 0.62463(16) 0.0211(6) Uani 1 1 d . U . . . C20C C 0.4752(3) 0.23667(13) 0.7579(2) 0.0206(9) Uani 1 1 d . U . . . H20A H 0.484048 0.208559 0.789513 0.025 Uiso 1 1 calc R U . . . H20B H 0.404279 0.245438 0.746760 0.025 Uiso 1 1 calc R U . . . C2A C 0.8331(3) 0.50970(16) 0.9305(3) 0.0398(12) Uani 1 1 d . U . . . H2A H 0.834270 0.479094 0.946665 0.048 Uiso 1 1 calc R U . . . O2A O 0.2136(2) 0.44220(10) 0.67799(19) 0.0365(8) Uani 1 1 d . U . . . C2B C 0.9141(3) 0.37637(17) 0.5993(3) 0.0381(12) Uani 1 1 d . U . . . H2B H 0.888779 0.402736 0.570253 0.046 Uiso 1 1 calc R U . . . O2B O 0.3236(2) 0.46932(11) 0.4848(2) 0.0436(9) Uani 1 1 d . U . . . C2D C 0.8400(3) 0.25183(14) 0.9454(3) 0.0274(10) Uani 1 1 d . U . . . H2D H 0.789562 0.232075 0.953330 0.033 Uiso 1 1 calc R U . . . O2D O 0.2959(2) 0.36855(9) 0.90666(17) 0.0264(7) Uani 1 1 d . U . . . O2C O 0.2566(2) 0.27878(9) 0.47651(17) 0.0286(7) Uani 1 1 d . U . . . C3A C 0.9084(4) 0.53921(17) 0.9719(3) 0.0447(12) Uani 1 1 d . U . . . H3A H 0.957512 0.528571 1.016688 0.054 Uiso 1 1 calc R U . . . C4A C 0.9109(4) 0.58255(16) 0.9482(3) 0.0394(12) Uani 1 1 d . U . . . H4A H 0.963875 0.601651 0.974406 0.047 Uiso 1 1 calc R U . . . C3D C 0.9402(3) 0.24007(17) 0.9775(3) 0.0368(11) Uani 1 1 d . U . . . H3D H 0.956728 0.213152 1.007518 0.044 Uiso 1 1 calc R U . . . C3B C 1.0169(4) 0.3680(2) 0.6182(3) 0.0476(13) Uani 1 1 d . U . . . H3B H 1.060297 0.388844 0.602516 0.057 Uiso 1 1 calc R U . . . C5A C 0.8347(3) 0.59961(15) 0.8843(3) 0.0316(10) Uani 1 1 d . U . . . C4D C 1.0117(4) 0.26705(17) 0.9654(3) 0.0385(11) Uani 1 1 d . U . . . H4D H 1.079162 0.258944 0.987504 0.046 Uiso 1 1 calc R U . . . C4B C 1.0540(4) 0.3304(2) 0.6588(3) 0.0504(14) Uani 1 1 d . U . . . H4B H 1.123614 0.325109 0.671371 0.060 Uiso 1 1 calc R U . . . C6A C 0.7555(3) 0.57070(14) 0.8450(3) 0.0286(10) Uani 1 1 d . U . . . C5D C 0.9909(3) 0.30683(16) 0.9215(3) 0.0337(11) Uani 1 1 d . U . . . C5B C 0.9917(3) 0.29894(18) 0.6829(3) 0.0410(12) Uani 1 1 d . U . . . C7A C 0.6756(3) 0.59050(14) 0.7889(3) 0.0301(10) Uani 1 1 d . U . . . H7A H 0.620679 0.572363 0.762941 0.036 Uiso 1 1 calc R U . . . C6D C 0.8882(3) 0.31995(15) 0.8887(3) 0.0273(10) Uani 1 1 d . U . . . C6B C 0.8871(3) 0.30751(15) 0.6654(3) 0.0301(10) Uani 1 1 d . U . . . C8A C 0.6756(4) 0.63558(15) 0.7709(3) 0.0389(12) Uani 1 1 d . U . . . H8A H 0.620190 0.648274 0.733658 0.047 Uiso 1 1 calc R U . . . C7D C 0.8679(4) 0.35919(15) 0.8421(3) 0.0331(11) Uani 1 1 d . U . . . H7D H 0.800965 0.367924 0.819751 0.040 Uiso 1 1 calc R U . . . C7B C 0.8278(3) 0.27659(14) 0.6952(3) 0.0300(10) Uani 1 1 d . U . . . H7B H 0.758629 0.282249 0.686713 0.036 Uiso 1 1 calc R U . . . C9A C 0.7561(4) 0.66291(16) 0.8068(3) 0.0400(12) Uani 1 1 d . U . . . H9A H 0.756376 0.693708 0.792045 0.048 Uiso 1 1 calc R U . . . C8D C 0.9444(4) 0.38508(17) 0.8287(3) 0.0427(12) Uani 1 1 d . U . . . H8D H 0.930508 0.411598 0.797215 0.051 Uiso 1 1 calc R U . . . C8B C 0.8674(4) 0.23895(16) 0.7356(3) 0.0395(12) Uani 1 1 d . U . . . H8B H 0.825528 0.218804 0.754700 0.047 Uiso 1 1 calc R U . . . C10A C 0.8343(4) 0.64580(16) 0.8627(3) 0.0385(12) Uani 1 1 d . U . . . H10A H 0.888504 0.664676 0.887342 0.046 Uiso 1 1 calc R U . . . C9D C 1.0436(4) 0.37179(18) 0.8621(3) 0.0443(13) Uani 1 1 d . U . . . H9D H 1.096068 0.390006 0.853238 0.053 Uiso 1 1 calc R U . . . C9B C 0.9673(4) 0.2297(2) 0.7492(3) 0.0521(14) Uani 1 1 d . U . . . H9B H 0.993213 0.202770 0.776007 0.062 Uiso 1 1 calc R U . . . C11A C 0.5646(3) 0.43066(13) 0.8273(3) 0.0227(9) Uani 1 1 d . U . . . C10D C 1.0664(4) 0.33415(18) 0.9060(3) 0.0448(13) Uani 1 1 d . U . . . H10D H 1.134110 0.326004 0.926808 0.054 Uiso 1 1 calc R U . . . C10B C 1.0290(4) 0.2586(2) 0.7247(3) 0.0516(14) Uani 1 1 d . U . . . H10B H 1.097979 0.251908 0.735529 0.062 Uiso 1 1 calc R U . . . C12A C 0.6367(3) 0.46142(13) 0.8664(3) 0.0251(10) Uani 1 1 d . U . . . H12A H 0.655490 0.461858 0.922958 0.030 Uiso 1 1 calc R U . . . C11D C 0.5388(3) 0.27354(13) 0.8056(2) 0.0176(8) Uani 1 1 d . U . . . C11B C 0.6031(3) 0.40875(13) 0.5891(2) 0.0236(9) Uani 1 1 d . U . . . C13A C 0.6817(3) 0.49151(13) 0.8244(3) 0.0256(9) Uani 1 1 d . U . . . C12D C 0.6410(3) 0.26769(13) 0.8306(2) 0.0191(9) Uani 1 1 d . U . . . H12D H 0.668837 0.240033 0.819049 0.023 Uiso 1 1 calc R U . . . C12B C 0.7034(3) 0.39891(13) 0.6131(3) 0.0245(9) Uani 1 1 d . U . . . H12B H 0.748054 0.421269 0.640369 0.029 Uiso 1 1 calc R U . . . C14A C 0.6557(3) 0.48846(13) 0.7416(3) 0.0254(10) Uani 1 1 d . U . . . H14A H 0.688393 0.507551 0.712258 0.030 Uiso 1 1 calc R U . . . C13D C 0.7041(3) 0.30061(13) 0.8716(2) 0.0202(9) Uani 1 1 d . U . . . C13B C 0.7412(3) 0.35711(13) 0.5984(2) 0.0235(9) Uani 1 1 d . U . . . C15A C 0.5842(3) 0.45873(13) 0.7002(3) 0.0254(10) Uani 1 1 d . U . . . C14D C 0.6626(3) 0.34177(13) 0.8853(2) 0.0202(9) Uani 1 1 d . U . . . H14D H 0.704988 0.365046 0.911922 0.024 Uiso 1 1 calc R U . . . C14B C 0.6732(3) 0.32513(13) 0.5583(2) 0.0214(9) Uani 1 1 d . U . . . H14B H 0.697170 0.296378 0.547979 0.026 Uiso 1 1 calc R U . . . C16A C 0.5365(3) 0.43116(13) 0.7451(3) 0.0226(9) Uani 1 1 d . U . . . C15D C 0.5612(3) 0.34951(13) 0.8610(2) 0.0200(9) Uani 1 1 d . U . . . C15B C 0.5726(3) 0.33359(13) 0.5332(2) 0.0201(9) Uani 1 1 d . U . . . C17A C 0.3699(3) 0.41755(15) 0.6683(3) 0.0324(11) Uani 1 1 d . U . . . H17C H 0.335776 0.395967 0.626963 0.039 Uiso 1 1 calc R U . . . H17D H 0.377868 0.446218 0.641475 0.039 Uiso 1 1 calc R U . . . C16D C 0.4989(3) 0.31448(13) 0.8236(2) 0.0187(9) Uani 1 1 d . U . . . C16B C 0.5383(3) 0.37650(13) 0.5472(2) 0.0227(9) Uani 1 1 d . U . . . C18A C 0.3064(3) 0.42561(15) 0.7247(3) 0.0336(11) Uani 1 1 d . U . . . H18C H 0.296468 0.397261 0.751750 0.040 Uiso 1 1 calc R U . . . H18D H 0.337901 0.447966 0.765612 0.040 Uiso 1 1 calc R U . . . C17D C 0.3463(3) 0.30085(14) 0.8562(3) 0.0248(9) Uani 1 1 d . U . . . H17E H 0.375767 0.270895 0.872393 0.030 Uiso 1 1 calc R U . . . H17F H 0.275540 0.296266 0.828407 0.030 Uiso 1 1 calc R U . . . C17B C 0.4095(3) 0.40774(16) 0.4456(3) 0.0363(11) Uani 1 1 d . U . . . H17G H 0.405082 0.385304 0.402644 0.044 Uiso 1 1 calc R U . . . H17H H 0.459773 0.430594 0.441295 0.044 Uiso 1 1 calc R U . . . C19A C 0.1483(4) 0.45333(19) 0.7256(4) 0.0520(14) Uani 1 1 d . U . . . H19D H 0.086224 0.465326 0.691750 0.078 Uiso 1 1 calc R U . . . H19E H 0.179311 0.476085 0.764863 0.078 Uiso 1 1 calc R U . . . H19F H 0.133879 0.426304 0.753097 0.078 Uiso 1 1 calc R U . . . C18D C 0.3520(3) 0.32865(13) 0.9295(3) 0.0240(9) Uani 1 1 d . U . . . H18E H 0.324834 0.311469 0.968120 0.029 Uiso 1 1 calc R U . . . H18F H 0.422142 0.336325 0.954983 0.029 Uiso 1 1 calc R U . . . C18B C 0.3103(4) 0.42975(16) 0.4379(3) 0.0385(12) Uani 1 1 d . U . . . H18G H 0.280069 0.437400 0.381476 0.046 Uiso 1 1 calc R U . . . H18H H 0.265075 0.408824 0.456097 0.046 Uiso 1 1 calc R U . . . C20A C 0.5653(3) 0.45413(13) 0.6113(3) 0.0266(10) Uani 1 1 d . U . . . H20C H 0.599342 0.478812 0.590300 0.032 Uiso 1 1 calc R U . . . H20D H 0.493074 0.456690 0.586636 0.032 Uiso 1 1 calc R U . . . C19D C 0.3033(3) 0.39781(15) 0.9725(3) 0.0362(12) Uani 1 1 d . U . . . H19G H 0.256966 0.422991 0.956798 0.054 Uiso 1 1 calc R U . . . H19H H 0.371393 0.409419 0.989885 0.054 Uiso 1 1 calc R U . . . H19I H 0.286819 0.381247 1.016324 0.054 Uiso 1 1 calc R U . . . C20B C 0.5026(3) 0.29614(13) 0.4940(2) 0.0207(9) Uani 1 1 d . U . . . H20E H 0.432927 0.306831 0.481168 0.025 Uiso 1 1 calc R U . . . H20F H 0.518597 0.286498 0.443998 0.025 Uiso 1 1 calc R U . . . C20D C 0.5218(3) 0.39604(13) 0.8732(2) 0.0208(9) Uani 1 1 d . U . . . H20G H 0.448373 0.396174 0.854703 0.025 Uiso 1 1 calc R U . . . H20H H 0.540353 0.403691 0.930542 0.025 Uiso 1 1 calc R U . . . C19B C 0.2316(4) 0.49024(18) 0.4863(4) 0.0543(15) Uani 1 1 d . U . . . H19J H 0.243490 0.513461 0.527787 0.081 Uiso 1 1 calc R U . . . H19K H 0.185904 0.467549 0.497804 0.081 Uiso 1 1 calc R U . . . H19L H 0.202281 0.504083 0.434498 0.081 Uiso 1 1 calc DR U . . . C1S C -0.2519(4) 0.37624(16) 0.3648(3) 0.0507(14) Uani 1 1 d D U . . . H1S1 H -0.206115 0.358585 0.406955 0.061 Uiso 1 1 calc R U . . . H1S2 H -0.248305 0.364034 0.312549 0.061 Uiso 1 1 calc R U . . . C2S C -0.3537(4) 0.37212(17) 0.3737(3) 0.0464(13) Uani 1 1 d D U . . . H2S1 H -0.372812 0.339928 0.370119 0.056 Uiso 1 1 calc R U . . . H2S2 H -0.355712 0.383081 0.427103 0.056 Uiso 1 1 calc R U . . . O2S O -0.4232(3) 0.39640(11) 0.3157(2) 0.0486(9) Uani 1 1 d D U . . . C4S C -0.3943(4) 0.44312(17) 0.3216(3) 0.0480(13) Uani 1 1 d D U . . . H4S1 H -0.398574 0.455138 0.373825 0.058 Uiso 1 1 calc R U . . . H4S2 H -0.440801 0.460523 0.279515 0.058 Uiso 1 1 calc R U . . . C3S C -0.2937(4) 0.44870(16) 0.3131(3) 0.0426(12) Uani 1 1 d D U . . . H3S1 H -0.291249 0.439062 0.258967 0.051 Uiso 1 1 calc R U . . . H3S2 H -0.275716 0.481009 0.318667 0.051 Uiso 1 1 calc R U . . . O1S O -0.2219(3) 0.42331(11) 0.3708(2) 0.0500(9) Uani 1 1 d D U . . . C5S C -0.0119(5) 0.3815(2) 0.3274(4) 0.0742(18) Uani 1 1 d D U . . . H5S1 H -0.084218 0.384884 0.303869 0.089 Uiso 1 1 calc R U . . . H5S2 H 0.002841 0.349071 0.337162 0.089 Uiso 1 1 calc R U . . . C6S C 0.0151(7) 0.4046(3) 0.3969(6) 0.118(3) Uani 1 1 d D U . . . H6S1 H 0.087713 0.401878 0.419804 0.142 Uiso 1 1 calc R U . . . H6S2 H -0.019425 0.392241 0.435661 0.142 Uiso 1 1 calc R U . . . O4S O -0.0108(5) 0.4501(3) 0.3814(5) 0.157(2) Uani 1 1 d D U . . . C8S C 0.0527(5) 0.4722(3) 0.3283(4) 0.085(2) Uani 1 1 d D U . . . H8S1 H 0.038316 0.504768 0.320390 0.102 Uiso 1 1 calc R U . . . H8S2 H 0.124805 0.467903 0.351514 0.102 Uiso 1 1 calc DR U . . . C7S C 0.0194(8) 0.4478(3) 0.2560(6) 0.129(3) Uani 1 1 d D U . . . H7S1 H 0.055338 0.457917 0.216532 0.155 Uiso 1 1 calc R U . . . H7S2 H -0.052699 0.452680 0.233493 0.155 Uiso 1 1 calc R U . . . O3S O 0.0405(6) 0.3982(3) 0.2759(5) 0.171(3) Uani 1 1 d D U . . . 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 C1C 0.027(2) 0.020(2) 0.019(2) -0.0001(17) 0.0047(17) 0.0025(17) C2C 0.025(2) 0.020(2) 0.024(2) -0.0004(17) 0.0042(18) -0.0006(17) C5C 0.035(2) 0.021(2) 0.022(2) 0.0007(17) 0.0057(18) 0.0046(18) C4C 0.031(2) 0.029(2) 0.034(3) -0.002(2) 0.008(2) 0.0095(19) C3C 0.028(2) 0.028(2) 0.030(2) -0.0042(19) 0.0099(19) 0.0027(18) C6C 0.031(2) 0.018(2) 0.020(2) 0.0003(17) 0.0042(18) 0.0047(17) C9C 0.052(3) 0.018(2) 0.033(3) 0.0001(19) 0.010(2) -0.001(2) C8C 0.039(2) 0.021(2) 0.035(3) 0.0029(19) 0.012(2) -0.0030(19) C7C 0.030(2) 0.021(2) 0.027(2) 0.0010(18) 0.0057(19) -0.0001(18) C11C 0.0208(19) 0.0157(19) 0.020(2) 0.0002(16) 0.0011(17) -0.0017(16) C10C 0.047(3) 0.021(2) 0.032(3) -0.0014(19) 0.009(2) 0.007(2) C13C 0.023(2) 0.016(2) 0.023(2) -0.0038(17) 0.0022(17) -0.0005(16) C12C 0.025(2) 0.017(2) 0.020(2) -0.0017(17) 0.0043(17) -0.0006(17) C15C 0.022(2) 0.017(2) 0.021(2) -0.0003(17) 0.0032(17) -0.0032(16) C14C 0.023(2) 0.015(2) 0.022(2) 0.0022(17) 0.0008(17) -0.0009(16) C19C 0.040(3) 0.044(3) 0.029(3) -0.004(2) -0.003(2) 0.007(2) C18C 0.025(2) 0.024(2) 0.027(2) -0.0006(18) 0.0020(18) 0.0049(18) C17C 0.020(2) 0.024(2) 0.028(2) 0.0017(18) 0.0037(18) 0.0014(17) C16C 0.0154(19) 0.0144(19) 0.024(2) -0.0022(16) -0.0016(17) 0.0002(15) C1A 0.031(2) 0.024(2) 0.036(2) -0.0001(19) 0.0116(19) -0.0018(18) O1A 0.0362(17) 0.0162(15) 0.0259(17) -0.0012(12) 0.0054(13) -0.0017(12) O1B 0.0322(16) 0.0202(15) 0.0255(16) 0.0044(12) 0.0064(13) 0.0060(12) C1B 0.028(2) 0.031(2) 0.024(2) -0.0108(18) 0.0083(18) -0.0057(18) C1D 0.020(2) 0.028(2) 0.021(2) -0.0026(17) 0.0063(17) 0.0017(17) O1D 0.0173(14) 0.0186(14) 0.0256(16) 0.0031(12) 0.0049(12) 0.0014(11) O1C 0.0213(14) 0.0148(14) 0.0272(16) 0.0012(12) 0.0061(12) 0.0032(11) C20C 0.023(2) 0.017(2) 0.022(2) -0.0007(17) 0.0047(17) -0.0013(16) C2A 0.036(3) 0.029(2) 0.050(3) 0.005(2) 0.004(2) 0.000(2) O2A 0.0336(17) 0.0329(18) 0.044(2) 0.0022(15) 0.0120(15) 0.0004(14) C2B 0.038(3) 0.042(3) 0.036(3) -0.015(2) 0.013(2) -0.014(2) O2B 0.048(2) 0.0282(18) 0.054(2) 0.0116(16) 0.0119(17) 0.0105(15) C2D 0.027(2) 0.028(2) 0.026(2) -0.0017(19) 0.0045(19) 0.0039(18) O2D 0.0231(15) 0.0231(16) 0.0329(17) -0.0028(13) 0.0068(13) 0.0025(12) O2C 0.0283(16) 0.0284(16) 0.0256(17) -0.0053(13) -0.0001(13) 0.0044(13) C3A 0.038(3) 0.042(3) 0.049(3) 0.001(2) 0.002(2) 0.001(2) C4A 0.036(2) 0.034(3) 0.048(3) -0.005(2) 0.010(2) -0.005(2) C3D 0.031(2) 0.040(3) 0.037(3) 0.001(2) 0.004(2) 0.010(2) C3B 0.037(3) 0.066(3) 0.043(3) -0.022(3) 0.017(2) -0.022(2) C5A 0.036(2) 0.027(2) 0.037(3) -0.0044(19) 0.017(2) -0.0020(19) C4D 0.032(2) 0.045(3) 0.035(3) -0.009(2) 0.002(2) 0.007(2) C4B 0.031(3) 0.076(4) 0.043(3) -0.024(3) 0.007(2) -0.002(3) C6A 0.031(2) 0.025(2) 0.035(2) -0.0017(19) 0.0186(19) 0.0019(18) C5D 0.026(2) 0.046(3) 0.031(2) -0.020(2) 0.0108(19) -0.013(2) C5B 0.033(2) 0.058(3) 0.029(2) -0.022(2) 0.000(2) 0.001(2) C7A 0.037(2) 0.021(2) 0.034(2) -0.0035(19) 0.011(2) 0.0009(19) C6D 0.029(2) 0.032(2) 0.023(2) -0.0095(18) 0.0106(18) -0.0063(18) C6B 0.028(2) 0.036(2) 0.022(2) -0.0155(19) -0.0002(18) 0.0001(19) C8A 0.048(3) 0.023(2) 0.043(3) -0.005(2) 0.007(2) 0.008(2) C7D 0.039(2) 0.034(2) 0.029(2) -0.010(2) 0.014(2) -0.013(2) C7B 0.037(2) 0.029(2) 0.021(2) -0.0087(19) 0.0014(19) 0.001(2) C9A 0.056(3) 0.020(2) 0.047(3) -0.007(2) 0.018(2) 0.004(2) C8D 0.053(3) 0.044(3) 0.034(3) -0.005(2) 0.016(2) -0.018(2) C8B 0.050(3) 0.032(3) 0.028(3) -0.005(2) -0.007(2) 0.009(2) C10A 0.046(3) 0.029(2) 0.045(3) -0.008(2) 0.020(2) -0.008(2) C9D 0.036(3) 0.055(3) 0.043(3) -0.016(2) 0.013(2) -0.024(2) C9B 0.058(3) 0.050(3) 0.035(3) -0.006(2) -0.013(2) 0.015(3) C11A 0.028(2) 0.0140(19) 0.028(2) 0.0012(17) 0.0093(18) 0.0034(17) C10D 0.034(3) 0.055(3) 0.046(3) -0.014(2) 0.009(2) -0.013(2) C10B 0.039(3) 0.067(3) 0.038(3) -0.016(3) -0.010(2) 0.021(3) C12A 0.030(2) 0.016(2) 0.029(2) -0.0021(18) 0.0085(19) 0.0035(17) C11D 0.023(2) 0.0166(19) 0.0146(19) 0.0013(16) 0.0073(16) -0.0015(16) C11B 0.037(2) 0.014(2) 0.023(2) 0.0025(17) 0.0123(18) -0.0007(17) C13A 0.028(2) 0.016(2) 0.034(2) -0.0005(18) 0.0089(19) 0.0018(17) C12D 0.026(2) 0.017(2) 0.016(2) 0.0020(16) 0.0071(17) 0.0029(16) C12B 0.035(2) 0.016(2) 0.025(2) 0.0014(17) 0.0126(19) -0.0046(18) C14A 0.036(2) 0.012(2) 0.033(2) 0.0023(18) 0.017(2) 0.0002(17) C13D 0.024(2) 0.020(2) 0.018(2) 0.0026(17) 0.0079(17) -0.0031(17) C13B 0.033(2) 0.019(2) 0.021(2) -0.0021(17) 0.0123(18) -0.0023(17) C15A 0.040(2) 0.0122(19) 0.027(2) 0.0022(17) 0.0144(19) 0.0031(17) C14D 0.024(2) 0.017(2) 0.020(2) 0.0009(17) 0.0047(17) -0.0043(16) C14B 0.028(2) 0.016(2) 0.022(2) 0.0017(17) 0.0089(18) 0.0028(17) C16A 0.030(2) 0.0098(19) 0.029(2) 0.0002(17) 0.0084(18) 0.0023(16) C15D 0.024(2) 0.016(2) 0.021(2) 0.0035(16) 0.0077(17) 0.0006(16) C15B 0.028(2) 0.0150(19) 0.017(2) 0.0025(16) 0.0046(17) -0.0003(16) C17A 0.036(2) 0.029(2) 0.032(2) 0.000(2) 0.008(2) -0.002(2) C16D 0.021(2) 0.0160(19) 0.019(2) 0.0020(16) 0.0047(16) 0.0009(16) C16B 0.030(2) 0.018(2) 0.021(2) 0.0036(17) 0.0081(18) 0.0010(17) C18A 0.039(2) 0.026(2) 0.034(3) 0.003(2) 0.006(2) 0.000(2) C17D 0.018(2) 0.023(2) 0.034(2) 0.0038(19) 0.0053(18) 0.0009(17) C17B 0.043(3) 0.035(3) 0.030(2) 0.010(2) 0.009(2) 0.006(2) C19A 0.047(3) 0.051(3) 0.063(4) -0.012(3) 0.023(3) -0.006(3) C18D 0.022(2) 0.022(2) 0.028(2) 0.0038(18) 0.0084(18) 0.0032(17) C18B 0.046(3) 0.034(3) 0.035(3) 0.013(2) 0.009(2) 0.007(2) C20A 0.041(2) 0.014(2) 0.028(2) 0.0012(17) 0.013(2) -0.0007(18) C19D 0.035(3) 0.031(3) 0.046(3) -0.010(2) 0.015(2) -0.004(2) C20B 0.024(2) 0.018(2) 0.019(2) -0.0005(17) 0.0036(17) 0.0010(17) C20D 0.025(2) 0.018(2) 0.021(2) 0.0006(17) 0.0076(17) -0.0008(16) C19B 0.059(3) 0.045(3) 0.064(4) 0.015(3) 0.025(3) 0.021(3) C1S 0.062(3) 0.033(3) 0.051(3) -0.003(2) 0.002(3) -0.001(2) C2S 0.062(3) 0.032(3) 0.044(3) -0.001(2) 0.010(3) -0.012(2) O2S 0.061(2) 0.042(2) 0.045(2) -0.0021(17) 0.0162(18) -0.0111(17) C4S 0.056(3) 0.039(3) 0.049(3) -0.006(2) 0.014(2) -0.004(2) C3S 0.053(3) 0.031(3) 0.042(3) 0.001(2) 0.008(2) -0.006(2) O1S 0.055(2) 0.0343(19) 0.055(2) -0.0018(17) 0.0033(18) -0.0049(16) C5S 0.075(4) 0.077(4) 0.085(4) -0.004(3) 0.047(3) 0.002(3) C6S 0.107(5) 0.121(5) 0.127(5) -0.010(5) 0.031(4) -0.011(4) O4S 0.126(4) 0.178(5) 0.163(5) 0.016(4) 0.030(4) 0.009(4) C8S 0.062(4) 0.104(4) 0.085(4) -0.039(4) 0.008(3) 0.013(3) C7S 0.129(5) 0.130(5) 0.124(5) -0.034(5) 0.024(4) 0.019(5) O3S 0.178(5) 0.157(5) 0.171(5) -0.003(4) 0.031(4) 0.004(4) 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' 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 C2C C1C C6C 119.3(4) . . ? C2C C1C C13C 118.8(4) . . ? C6C C1C C13C 121.8(4) . . ? C1C C2C C3C 121.9(4) . . ? C1C C2C H2C 119.1 . . ? C3C C2C H2C 119.1 . . ? C4C C5C C10C 121.7(4) . . ? C4C C5C C6C 119.4(4) . . ? C10C C5C C6C 118.9(4) . . ? C3C C4C C5C 120.3(4) . . ? C3C C4C H4C 119.8 . . ? C5C C4C H4C 119.8 . . ? C4C C3C C2C 120.3(4) . . ? C4C C3C H3C 119.9 . . ? C2C C3C H3C 119.9 . . ? C7C C6C C5C 118.3(4) . . ? C7C C6C C1C 122.9(4) . . ? C5C C6C C1C 118.7(4) . . ? C10C C9C C8C 120.2(4) . . ? C10C C9C H9C 119.9 . . ? C8C C9C H9C 119.9 . . ? C7C C8C C9C 120.5(4) . . ? C7C C8C H8C 119.7 . . ? C9C C8C H8C 119.7 . . ? C8C C7C C6C 120.6(4) . . ? C8C C7C H7C 119.7 . . ? C6C C7C H7C 119.7 . . ? C16C C11C C12C 118.7(4) . . ? C16C C11C C20B 120.3(3) . . ? C12C C11C C20B 120.4(4) . . ? C9C C10C C5C 121.4(4) . . ? C9C C10C H10C 119.3 . . ? C5C C10C H10C 119.3 . . ? C12C C13C C14C 118.8(4) . . ? C12C C13C C1C 118.9(4) . . ? C14C C13C C1C 122.1(4) . . ? C13C C12C C11C 121.1(4) . . ? C13C C12C H12C 119.5 . . ? C11C C12C H12C 119.5 . . ? C16C C15C C14C 117.7(4) . . ? C16C C15C C20C 120.5(3) . . ? C14C C15C C20C 121.3(4) . . ? C13C C14C C15C 121.5(4) . . ? C13C C14C H14C 119.2 . . ? C15C C14C H14C 119.2 . . ? O2C C19C H19A 109.5 . . ? O2C C19C H19B 109.5 . . ? H19A C19C H19B 109.5 . . ? O2C C19C H19C 109.5 . . ? H19A C19C H19C 109.5 . . ? H19B C19C H19C 109.5 . . ? O2C C18C C17C 109.6(3) . . ? O2C C18C H18A 109.7 . . ? C17C C18C H18A 109.7 . . ? O2C C18C H18B 109.7 . . ? C17C C18C H18B 109.7 . . ? H18A C18C H18B 108.2 . . ? O1C C17C C18C 111.3(3) . . ? O1C C17C H17A 109.4 . . ? C18C C17C H17A 109.4 . . ? O1C C17C H17B 109.4 . . ? C18C C17C H17B 109.4 . . ? H17A C17C H17B 108.0 . . ? C11C C16C O1C 117.7(3) . . ? C11C C16C C15C 122.0(4) . . ? O1C C16C C15C 120.0(3) . . ? C2A C1A C6A 118.9(4) . . ? C2A C1A C13A 119.6(4) . . ? C6A C1A C13A 121.5(4) . . ? C16A O1A C17A 116.8(3) . . ? C16B O1B C17B 113.5(3) . . ? C2B C1B C6B 119.4(4) . . ? C2B C1B C13B 119.2(4) . . ? C6B C1B C13B 121.3(4) . . ? C2D C1D C6D 118.9(4) . . ? C2D C1D C13D 118.5(4) . . ? C6D C1D C13D 122.6(4) . . ? C16D O1D C17D 113.3(3) . . ? C16C O1C C17C 116.7(3) . . ? C15C C20C C11D 111.4(3) . . ? C15C C20C H20A 109.4 . . ? C11D C20C H20A 109.4 . . ? C15C C20C H20B 109.4 . . ? C11D C20C H20B 109.4 . . ? H20A C20C H20B 108.0 . . ? C1A C2A C3A 121.6(4) . . ? C1A C2A H2A 119.2 . . ? C3A C2A H2A 119.2 . . ? C19A O2A C18A 111.7(4) . . ? C1B C2B C3B 121.5(5) . . ? C1B C2B H2B 119.2 . . ? C3B C2B H2B 119.2 . . ? C18B O2B C19B 112.6(4) . . ? C1D C2D C3D 122.4(4) . . ? C1D C2D H2D 118.8 . . ? C3D C2D H2D 118.8 . . ? C19D O2D C18D 111.3(3) . . ? C18C O2C C19C 111.2(3) . . ? C4A C3A C2A 120.4(5) . . ? C4A C3A H3A 119.8 . . ? C2A C3A H3A 119.8 . . ? C3A C4A C5A 120.4(5) . . ? C3A C4A H4A 119.8 . . ? C5A C4A H4A 119.8 . . ? C4D C3D C2D 119.4(5) . . ? C4D C3D H3D 120.3 . . ? C2D C3D H3D 120.3 . . ? C4B C3B C2B 120.0(5) . . ? C4B C3B H3B 120.0 . . ? C2B C3B H3B 120.0 . . ? C4A C5A C10A 120.1(4) . . ? C4A C5A C6A 119.5(4) . . ? C10A C5A C6A 120.2(4) . . ? C3D C4D C5D 122.3(4) . . ? C3D C4D H4D 118.9 . . ? C5D C4D H4D 118.9 . . ? C3B C4B C5B 121.4(5) . . ? C3B C4B H4B 119.3 . . ? C5B C4B H4B 119.3 . . ? C7A C6A C5A 117.3(4) . . ? C7A C6A C1A 123.6(4) . . ? C5A C6A C1A 119.0(4) . . ? C4D C5D C10D 122.1(5) . . ? C4D C5D C6D 119.3(4) . . ? C10D C5D C6D 118.6(5) . . ? C4B C5B C10B 122.5(5) . . ? C4B C5B C6B 119.1(5) . . ? C10B C5B C6B 118.4(5) . . ? C8A C7A C6A 121.2(4) . . ? C8A C7A H7A 119.4 . . ? C6A C7A H7A 119.4 . . ? C7D C6D C1D 123.4(4) . . ? C7D C6D C5D 118.9(4) . . ? C1D C6D C5D 117.7(4) . . ? C7B C6B C1B 124.1(4) . . ? C7B C6B C5B 117.4(4) . . ? C1B C6B C5B 118.5(4) . . ? C7A C8A C9A 120.7(5) . . ? C7A C8A H8A 119.7 . . ? C9A C8A H8A 119.7 . . ? C8D C7D C6D 120.5(5) . . ? C8D C7D H7D 119.7 . . ? C6D C7D H7D 119.7 . . ? C8B C7B C6B 121.7(4) . . ? C8B C7B H7B 119.2 . . ? C6B C7B H7B 119.2 . . ? C10A C9A C8A 120.5(5) . . ? C10A C9A H9A 119.7 . . ? C8A C9A H9A 119.7 . . ? C7D C8D C9D 119.3(5) . . ? C7D C8D H8D 120.3 . . ? C9D C8D H8D 120.3 . . ? C7B C8B C9B 120.8(5) . . ? C7B C8B H8B 119.6 . . ? C9B C8B H8B 119.6 . . ? C9A C10A C5A 119.9(5) . . ? C9A C10A H10A 120.1 . . ? C5A C10A H10A 120.1 . . ? C10D C9D C8D 122.1(5) . . ? C10D C9D H9D 118.9 . . ? C8D C9D H9D 118.9 . . ? C10B C9B C8B 120.7(5) . . ? C10B C9B H9B 119.6 . . ? C8B C9B H9B 119.6 . . ? C16A C11A C12A 118.4(4) . . ? C16A C11A C20D 120.3(4) . . ? C12A C11A C20D 121.2(4) . . ? C9D C10D C5D 120.5(5) . . ? C9D C10D H10D 119.7 . . ? C5D C10D H10D 119.7 . . ? C9B C10B C5B 120.9(5) . . ? C9B C10B H10B 119.6 . . ? C5B C10B H10B 119.6 . . ? C13A C12A C11A 121.6(4) . . ? C13A C12A H12A 119.2 . . ? C11A C12A H12A 119.2 . . ? C12D C11D C16D 118.0(4) . . ? C12D C11D C20C 119.4(3) . . ? C16D C11D C20C 122.6(3) . . ? C12B C11B C16B 119.0(4) . . ? C12B C11B C20A 119.6(4) . . ? C16B C11B C20A 121.4(4) . . ? C14A C13A C12A 117.6(4) . . ? C14A C13A C1A 121.7(4) . . ? C12A C13A C1A 120.7(4) . . ? C13D C12D C11D 122.5(4) . . ? C13D C12D H12D 118.7 . . ? C11D C12D H12D 118.7 . . ? C11B C12B C13B 122.0(4) . . ? C11B C12B H12B 119.0 . . ? C13B C12B H12B 119.0 . . ? C15A C14A C13A 122.8(4) . . ? C15A C14A H14A 118.6 . . ? C13A C14A H14A 118.6 . . ? C12D C13D C14D 118.0(4) . . ? C12D C13D C1D 120.0(4) . . ? C14D C13D C1D 121.9(4) . . ? C14B C13B C12B 117.2(4) . . ? C14B C13B C1B 121.0(4) . . ? C12B C13B C1B 121.7(4) . . ? C14A C15A C16A 117.4(4) . . ? C14A C15A C20A 120.5(4) . . ? C16A C15A C20A 122.0(4) . . ? C15D C14D C13D 121.7(4) . . ? C15D C14D H14D 119.1 . . ? C13D C14D H14D 119.1 . . ? C15B C14B C13B 122.6(4) . . ? C15B C14B H14B 118.7 . . ? C13B C14B H14B 118.7 . . ? C11A C16A O1A 118.2(4) . . ? C11A C16A C15A 121.9(4) . . ? O1A C16A C15A 119.5(4) . . ? C14D C15D C16D 118.7(4) . . ? C14D C15D C20D 118.9(3) . . ? C16D C15D C20D 122.4(3) . . ? C14B C15B C16B 118.2(4) . . ? C14B C15B C20B 119.4(3) . . ? C16B C15B C20B 122.4(4) . . ? O1A C17A C18A 113.0(4) . . ? O1A C17A H17C 109.0 . . ? C18A C17A H17C 109.0 . . ? O1A C17A H17D 109.0 . . ? C18A C17A H17D 109.0 . . ? H17C C17A H17D 107.8 . . ? O1D C16D C11D 119.2(3) . . ? O1D C16D C15D 119.9(3) . . ? C11D C16D C15D 120.9(3) . . ? C11B C16B O1B 119.7(3) . . ? C11B C16B C15B 120.9(4) . . ? O1B C16B C15B 119.4(4) . . ? O2A C18A C17A 106.3(4) . . ? O2A C18A H18C 110.5 . . ? C17A C18A H18C 110.5 . . ? O2A C18A H18D 110.5 . . ? C17A C18A H18D 110.5 . . ? H18C C18A H18D 108.7 . . ? O1D C17D C18D 113.7(3) . . ? O1D C17D H17E 108.8 . . ? C18D C17D H17E 108.8 . . ? O1D C17D H17F 108.8 . . ? C18D C17D H17F 108.8 . . ? H17E C17D H17F 107.7 . . ? O1B C17B C18B 107.8(4) . . ? O1B C17B H17G 110.1 . . ? C18B C17B H17G 110.1 . . ? O1B C17B H17H 110.1 . . ? C18B C17B H17H 110.1 . . ? H17G C17B H17H 108.5 . . ? O2A C19A H19D 109.5 . . ? O2A C19A H19E 109.5 . . ? H19D C19A H19E 109.5 . . ? O2A C19A H19F 109.5 . . ? H19D C19A H19F 109.5 . . ? H19E C19A H19F 109.5 . . ? O2D C18D C17D 108.3(3) . . ? O2D C18D H18E 110.0 . . ? C17D C18D H18E 110.0 . . ? O2D C18D H18F 110.0 . . ? C17D C18D H18F 110.0 . . ? H18E C18D H18F 108.4 . . ? O2B C18B C17B 109.0(4) . . ? O2B C18B H18G 109.9 . . ? C17B C18B H18G 109.9 . . ? O2B C18B H18H 109.9 . . ? C17B C18B H18H 109.9 . . ? H18G C18B H18H 108.3 . . ? C15A C20A C11B 110.8(3) . . ? C15A C20A H20C 109.5 . . ? C11B C20A H20C 109.5 . . ? C15A C20A H20D 109.5 . . ? C11B C20A H20D 109.5 . . ? H20C C20A H20D 108.1 . . ? O2D C19D H19G 109.5 . . ? O2D C19D H19H 109.5 . . ? H19G C19D H19H 109.5 . . ? O2D C19D H19I 109.5 . . ? H19G C19D H19I 109.5 . . ? H19H C19D H19I 109.5 . . ? C11C C20B C15B 107.5(3) . . ? C11C C20B H20E 110.2 . . ? C15B C20B H20E 110.2 . . ? C11C C20B H20F 110.2 . . ? C15B C20B H20F 110.2 . . ? H20E C20B H20F 108.5 . . ? C11A C20D C15D 110.1(3) . . ? C11A C20D H20G 109.6 . . ? C15D C20D H20G 109.6 . . ? C11A C20D H20H 109.6 . . ? C15D C20D H20H 109.6 . . ? H20G C20D H20H 108.2 . . ? O2B C19B H19J 109.5 . . ? O2B C19B H19K 109.5 . . ? H19J C19B H19K 109.5 . . ? O2B C19B H19L 109.5 . . ? H19J C19B H19L 109.5 . . ? H19K C19B H19L 109.5 . . ? O1S C1S C2S 109.9(4) . . ? O1S C1S H1S1 109.7 . . ? C2S C1S H1S1 109.7 . . ? O1S C1S H1S2 109.7 . . ? C2S C1S H1S2 109.7 . . ? H1S1 C1S H1S2 108.2 . . ? O2S C2S C1S 113.0(4) . . ? O2S C2S H2S1 109.0 . . ? C1S C2S H2S1 109.0 . . ? O2S C2S H2S2 109.0 . . ? C1S C2S H2S2 109.0 . . ? H2S1 C2S H2S2 107.8 . . ? C2S O2S C4S 108.3(4) . . ? O2S C4S C3S 111.1(4) . . ? O2S C4S H4S1 109.4 . . ? C3S C4S H4S1 109.4 . . ? O2S C4S H4S2 109.4 . . ? C3S C4S H4S2 109.4 . . ? H4S1 C4S H4S2 108.0 . . ? O1S C3S C4S 112.8(4) . . ? O1S C3S H3S1 109.0 . . ? C4S C3S H3S1 109.0 . . ? O1S C3S H3S2 109.0 . . ? C4S C3S H3S2 109.0 . . ? H3S1 C3S H3S2 107.8 . . ? C3S O1S C1S 108.6(4) . . ? C6S C5S O3S 108.6(7) . . ? C6S C5S H5S1 110.0 . . ? O3S C5S H5S1 110.0 . . ? C6S C5S H5S2 110.0 . . ? O3S C5S H5S2 110.0 . . ? H5S1 C5S H5S2 108.3 . . ? C5S C6S O4S 108.4(8) . . ? C5S C6S H6S1 110.0 . . ? O4S C6S H6S1 110.0 . . ? C5S C6S H6S2 110.0 . . ? O4S C6S H6S2 110.0 . . ? H6S1 C6S H6S2 108.4 . . ? C6S O4S C8S 111.1(7) . . ? C7S C8S O4S 101.5(7) . . ? C7S C8S H8S1 111.5 . . ? O4S C8S H8S1 111.5 . . ? C7S C8S H8S2 111.5 . . ? O4S C8S H8S2 111.5 . . ? H8S1 C8S H8S2 109.3 . . ? C8S C7S O3S 106.9(8) . . ? C8S C7S H7S1 110.3 . . ? O3S C7S H7S1 110.3 . . ? C8S C7S H7S2 110.3 . . ? O3S C7S H7S2 110.3 . . ? H7S1 C7S H7S2 108.6 . . ? C5S O3S C7S 113.1(8) . . ? 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 C1C C2C 1.370(6) . ? C1C C6C 1.427(6) . ? C1C C13C 1.506(5) . ? C2C C3C 1.397(6) . ? C2C H2C 0.9500 . ? C5C C4C 1.418(6) . ? C5C C10C 1.418(6) . ? C5C C6C 1.425(6) . ? C4C C3C 1.363(6) . ? C4C H4C 0.9500 . ? C3C H3C 0.9500 . ? C6C C7C 1.425(6) . ? C9C C10C 1.351(6) . ? C9C C8C 1.409(6) . ? C9C H9C 0.9500 . ? C8C C7C 1.372(6) . ? C8C H8C 0.9500 . ? C7C H7C 0.9500 . ? C11C C16C 1.383(6) . ? C11C C12C 1.394(5) . ? C11C C20B 1.520(5) . ? C10C H10C 0.9500 . ? C13C C12C 1.387(6) . ? C13C C14C 1.393(6) . ? C12C H12C 0.9500 . ? C15C C16C 1.394(6) . ? C15C C14C 1.397(5) . ? C15C C20C 1.511(6) . ? C14C H14C 0.9500 . ? C19C O2C 1.422(5) . ? C19C H19A 0.9800 . ? C19C H19B 0.9800 . ? C19C H19C 0.9800 . ? C18C O2C 1.417(5) . ? C18C C17C 1.500(6) . ? C18C H18A 0.9900 . ? C18C H18B 0.9900 . ? C17C O1C 1.434(5) . ? C17C H17A 0.9900 . ? C17C H17B 0.9900 . ? C16C O1C 1.388(4) . ? C1A C2A 1.376(6) . ? C1A C6A 1.432(6) . ? C1A C13A 1.496(6) . ? O1A C16A 1.385(5) . ? O1A C17A 1.430(5) . ? O1B C16B 1.389(5) . ? O1B C17B 1.438(5) . ? C1B C2B 1.373(6) . ? C1B C6B 1.428(6) . ? C1B C13B 1.484(6) . ? C1D C2D 1.376(6) . ? C1D C6D 1.430(6) . ? C1D C13D 1.494(6) . ? O1D C16D 1.390(5) . ? O1D C17D 1.437(5) . ? C20C C11D 1.516(5) . ? C20C H20A 0.9900 . ? C20C H20B 0.9900 . ? C2A C3A 1.414(7) . ? C2A H2A 0.9500 . ? O2A C19A 1.411(6) . ? O2A C18A 1.427(5) . ? C2B C3B 1.404(7) . ? C2B H2B 0.9500 . ? O2B C18B 1.415(6) . ? O2B C19B 1.428(6) . ? C2D C3D 1.408(6) . ? C2D H2D 0.9500 . ? O2D C19D 1.419(5) . ? O2D C18D 1.419(5) . ? C3A C4A 1.355(7) . ? C3A H3A 0.9500 . ? C4A C5A 1.421(7) . ? C4A H4A 0.9500 . ? C3D C4D 1.333(7) . ? C3D H3D 0.9500 . ? C3B C4B 1.353(8) . ? C3B H3B 0.9500 . ? C5A C10A 1.421(6) . ? C5A C6A 1.427(6) . ? C4D C5D 1.396(7) . ? C4D H4D 0.9500 . ? C4B C5B 1.406(8) . ? C4B H4B 0.9500 . ? C6A C7A 1.409(6) . ? C5D C10D 1.404(7) . ? C5D C6D 1.451(6) . ? C5B C10B 1.430(8) . ? C5B C6B 1.431(6) . ? C7A C8A 1.375(6) . ? C7A H7A 0.9500 . ? C6D C7D 1.406(6) . ? C6B C7B 1.415(6) . ? C8A C9A 1.396(7) . ? C8A H8A 0.9500 . ? C7D C8D 1.378(6) . ? C7D H7D 0.9500 . ? C7B C8B 1.360(6) . ? C7B H7B 0.9500 . ? C9A C10A 1.360(7) . ? C9A H9A 0.9500 . ? C8D C9D 1.411(7) . ? C8D H8D 0.9500 . ? C8B C9B 1.376(7) . ? C8B H8B 0.9500 . ? C10A H10A 0.9500 . ? C9D C10D 1.346(7) . ? C9D H9D 0.9500 . ? C9B C10B 1.353(8) . ? C9B H9B 0.9500 . ? C11A C16A 1.383(6) . ? C11A C12A 1.399(6) . ? C11A C20D 1.510(5) . ? C10D H10D 0.9500 . ? C10B H10B 0.9500 . ? C12A C13A 1.396(6) . ? C12A H12A 0.9500 . ? C11D C12D 1.388(5) . ? C11D C16D 1.403(5) . ? C11B C12B 1.382(6) . ? C11B C16B 1.388(6) . ? C11B C20A 1.531(5) . ? C13A C14A 1.394(6) . ? C12D C13D 1.385(6) . ? C12D H12D 0.9500 . ? C12B C13B 1.396(6) . ? C12B H12B 0.9500 . ? C14A C15A 1.388(6) . ? C14A H14A 0.9500 . ? C13D C14D 1.397(5) . ? C13B C14B 1.396(6) . ? C15A C16A 1.405(6) . ? C15A C20A 1.505(6) . ? C14D C15D 1.384(6) . ? C14D H14D 0.9500 . ? C14B C15B 1.378(6) . ? C14B H14B 0.9500 . ? C15D C16D 1.404(6) . ? C15D C20D 1.520(5) . ? C15B C16B 1.403(6) . ? C15B C20B 1.521(6) . ? C17A C18A 1.492(6) . ? C17A H17C 0.9900 . ? C17A H17D 0.9900 . ? C18A H18C 0.9900 . ? C18A H18D 0.9900 . ? C17D C18D 1.502(6) . ? C17D H17E 0.9900 . ? C17D H17F 0.9900 . ? C17B C18B 1.501(6) . ? C17B H17G 0.9900 . ? C17B H17H 0.9900 . ? C19A H19D 0.9800 . ? C19A H19E 0.9800 . ? C19A H19F 0.9800 . ? C18D H18E 0.9900 . ? C18D H18F 0.9900 . ? C18B H18G 0.9900 . ? C18B H18H 0.9900 . ? C20A H20C 0.9900 . ? C20A H20D 0.9900 . ? C19D H19G 0.9800 . ? C19D H19H 0.9800 . ? C19D H19I 0.9800 . ? C20B H20E 0.9900 . ? C20B H20F 0.9900 . ? C20D H20G 0.9900 . ? C20D H20H 0.9900 . ? C19B H19J 0.9800 . ? C19B H19K 0.9800 . ? C19B H19L 0.9800 . ? C1S O1S 1.455(6) . ? C1S C2S 1.465(7) . ? C1S H1S1 0.9900 . ? C1S H1S2 0.9900 . ? C2S O2S 1.406(6) . ? C2S H2S1 0.9900 . ? C2S H2S2 0.9900 . ? O2S C4S 1.441(6) . ? C4S C3S 1.452(7) . ? C4S H4S1 0.9900 . ? C4S H4S2 0.9900 . ? C3S O1S 1.437(6) . ? C3S H3S1 0.9900 . ? C3S H3S2 0.9900 . ? C5S C6S 1.357(10) . ? C5S O3S 1.379(9) . ? C5S H5S1 0.9900 . ? C5S H5S2 0.9900 . ? C6S O4S 1.405(10) . ? C6S H6S1 0.9900 . ? C6S H6S2 0.9900 . ? O4S C8S 1.571(9) . ? C8S C7S 1.421(10) . ? C8S H8S1 0.9900 . ? C8S H8S2 0.9900 . ? C7S O3S 1.524(10) . ? C7S H7S1 0.9900 . ? C7S H7S2 0.9900 . ?