#------------------------------------------------------------------------------ #$Date: 2026-06-05 20:26:44 +0100 (Fri, 05 Jun 2026) $ #$Revision: 306461 $ #$URL: svn://www.crystallography.net/cod/cif/7/06/43/7064390.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_7064390 loop_ _publ_author_name 'Pashirova, Tatiana N.' 'Titov, Evgenii A.' 'Nemtarev, Andrey V.' 'Lyubina, Anna P.' 'Shaihutdinova, Zukhra M.' 'Dimukhametov, Mudaris N.' 'Salnikov, Vadim V.' 'Fayzullin, Robert R.' 'Mursalova, Yuliya V.' 'Ryzhkina, Irina S.' 'Voloshina, Alexandra D.' 'Mironov, Vladimir F.' _publ_section_title ; Mitochondria-targeted liposomes decorated by amphiphilic 2-hydroxypropylphosphonium salts for hyperthermia-induced release and antitumor application ; _journal_issue 19 _journal_name_full 'New Journal of Chemistry' _journal_page_first 8102 _journal_page_last 8111 _journal_paper_doi 10.1039/D5NJ05017K _journal_volume 50 _journal_year 2026 _chemical_formula_moiety 'C33 H46 O2 P, C F3 O3 S' _chemical_formula_sum 'C34 H46 F3 O5 P S' _chemical_formula_weight 654.74 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2025-11-28 deposited with the CCDC. 2026-04-10 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 108.3345(7) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.3443(3) _cell_length_b 28.4146(9) _cell_length_c 13.5911(5) _cell_measurement_reflns_used 59017 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 33.72 _cell_measurement_theta_min 2.34 _cell_volume 3425.4(2) _computing_cell_refinement 'APEX4 v2021.10-0 (Bruker AXS)' _computing_data_collection 'APEX4 v2021.10-0 (Bruker AXS)' _computing_data_reduction 'APEX4 v2021.10-0 (Bruker AXS)' _computing_molecular_graphics ; WinGX (Farrugia, 2012); ORTEP-3 (Farrugia, 2012); PLATON (Spek, 2009); Olex2 (Dolomanov et al., 2009) ; _computing_publication_material ; WinGX (Farrugia, 2012); ORTEP-3 (Farrugia, 2012); PLATON (Spek, 2009); Olex2 (Dolomanov et al., 2009) ; _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT-2018/2 (Sheldrick, 2015)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker D8 QUEST' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0605 _diffrn_reflns_av_unetI/netI 0.0231 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 44 _diffrn_reflns_limit_k_min -44 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 206572 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 33.748 _diffrn_reflns_theta_min 2.342 _diffrn_source 'microfocus Mo X-ray tube' _exptl_absorpt_coefficient_mu 0.196 _exptl_absorpt_correction_T_max 0.9198 _exptl_absorpt_correction_T_min 0.8395 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; SADABS-2016/2 (Stalke et al., 2015) Equivalent reflections defined by point group 2/m for scaling and error model Mean and maximum errors in direction cosine check function = 0.000 0.003 Restraint esd for equal adjacent scale factors = 0.0080 Maximum odd and even orders for spherical harmonics = 3 6 wR2(int) = 0.1551 (selected reflections only, before parameter refinement) wR2(int) = 0.0646 (selected reflections only, after parameter refinement) 210376 total and 13966 unique reflections assuming Friedel's law Reflections rejected for which |I-|/su > 3.00 where: su^2 = sigma(I)^2 + ( 0.04000 )^2 (sigma(I) from SAINT) 208852 total and 13964 unique reflections left after |I-|/su test su^2 = [K*sigma(I)]^2 + [g]^2 where sigma(I) is from SAINT Error model 5: refine all K and overall g Run 2theta R(int) Incid. factors Diffr. factors K g I/s(lim) Total I>2sig(I) 1 29.6 0.0643 0.178 - 0.326 0.989 - 1.042 0.950 0.0314 31.9 24555 16181 2 29.6 0.0599 0.167 - 0.408 0.989 - 1.040 0.941 0.0314 31.9 24709 16001 3 29.7 0.0609 0.141 - 0.387 0.989 - 1.039 0.942 0.0314 31.9 24710 16239 4 29.6 0.0596 0.179 - 0.327 0.989 - 1.038 0.945 0.0314 31.9 24544 16372 5 29.7 0.0591 0.142 - 0.322 0.994 - 1.038 0.946 0.0314 31.9 24897 16728 6 29.6 0.0584 0.141 - 0.333 0.989 - 1.040 0.940 0.0314 31.9 24717 16707 7 29.7 0.0581 0.133 - 0.227 0.994 - 1.040 0.960 0.0314 31.9 24632 17190 8 29.6 0.0524 0.124 - 0.365 0.994 - 1.045 0.958 0.0314 31.9 17403 12282 9 0.0 0.0715 0.156 - 0.400 0.989 - 1.040 1.080 0.0314 31.9 18685 12537 208852 Corrected reflections written to file nemt013.hkl Estimated minimum and maximum transmission: 0.8395 0.9198 Additional spherical absorption correction applied with mu*r = 0.0400 3lambda correction factor = 0.00150 ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.270 _exptl_crystal_description plank _exptl_crystal_F_000 1392 _exptl_crystal_size_max 0.532 _exptl_crystal_size_mid 0.506 _exptl_crystal_size_min 0.132 _refine_diff_density_max 0.417 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.050 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 402 _refine_ls_number_reflns 13707 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.047 _refine_ls_R_factor_all 0.0494 _refine_ls_R_factor_gt 0.0366 _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^)+(0.0432P)^2^+1.0095P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0903 _refine_ls_wR_factor_ref 0.0976 _reflns_Friedel_coverage 0.000 _reflns_number_gt 11231 _reflns_number_total 13707 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d5nj05017k2.cif _cod_data_source_block nemt013 _cod_depositor_comments 'Adding full bibliography for 7064390.cif.' _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 7064390 _shelx_shelxl_version_number 2018/3 _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 0.903 _shelx_estimated_absorpt_t_max 0.975 _shelx_res_file ; TITL nemt013 in P2(1)/n shelx.res created by SHELXL-2018/3 at 16:47:10 on 28-Nov-2025 CELL 0.71073 9.34430 28.41460 13.59110 90.0000 108.3345 90.0000 ZERR 4.00 0.00030 0.00090 0.00050 0.0000 0.0007 0.0000 LATT 1 SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SFAC C H F O P S UNIT 136 184 12 20 4 4 MERG 2 OMIT 0 0 2 OMIT 0 2 0 MORE -1 FMAP 2 PLAN 45 SIZE 0.132 0.506 0.532 ACTA HTAB O2 O13 BOND $H CONF LIST 4 L.S. 20 TEMP -173.15 WGHT 0.043200 1.009500 FVAR 0.44457 P1 5 0.559166 0.299291 1.109677 11.00000 0.01413 0.01744 = 0.01118 0.00050 0.00360 -0.00025 O2 4 0.235595 0.279584 1.008873 11.00000 0.02070 0.02501 = 0.01559 -0.00202 0.00540 -0.00325 H2 2 0.168958 0.258243 1.004936 11.00000 0.03693 O3 4 0.103743 0.368861 1.026469 11.00000 0.01807 0.02918 = 0.01963 0.00512 0.00886 0.00503 C1 1 0.402677 0.332362 1.125631 11.00000 0.01528 0.02117 = 0.01527 -0.00019 0.00548 0.00026 AFIX 23 H1A 2 0.431212 0.344785 1.197258 11.00000 -1.20000 H1B 2 0.381879 0.359559 1.077675 11.00000 -1.20000 AFIX 0 C2 1 0.259353 0.303033 1.104896 11.00000 0.01623 0.02347 = 0.01363 0.00097 0.00511 -0.00054 AFIX 13 H2A 2 0.275208 0.278940 1.160950 11.00000 -1.20000 AFIX 0 C3 1 0.127504 0.334070 1.105191 11.00000 0.01718 0.02863 = 0.01695 0.00297 0.00796 0.00079 AFIX 23 H3A 2 0.035559 0.314644 1.092765 11.00000 -1.20000 H3B 2 0.148620 0.349466 1.173632 11.00000 -1.20000 AFIX 0 C11 1 0.568963 0.303671 0.980152 11.00000 0.01732 0.01795 = 0.01290 0.00027 0.00519 -0.00151 C12 1 0.702773 0.289542 0.963329 11.00000 0.01826 0.02292 = 0.01764 -0.00055 0.00728 -0.00088 AFIX 43 H12 2 0.783160 0.277059 1.018824 11.00000 -1.20000 AFIX 0 C13 1 0.717735 0.293821 0.865248 11.00000 0.02646 0.02642 = 0.02153 -0.00160 0.01367 -0.00190 AFIX 43 H13 2 0.808312 0.284125 0.853523 11.00000 -1.20000 AFIX 0 C14 1 0.599972 0.312328 0.784010 11.00000 0.03592 0.02498 = 0.01647 0.00002 0.01252 -0.00345 AFIX 43 H14 2 0.610892 0.315612 0.717177 11.00000 -1.20000 AFIX 0 C15 1 0.466770 0.325971 0.800560 11.00000 0.02983 0.02464 = 0.01419 0.00270 0.00523 0.00002 AFIX 43 H15 2 0.386637 0.338423 0.744847 11.00000 -1.20000 AFIX 0 C16 1 0.449891 0.321516 0.898347 11.00000 0.02056 0.02279 = 0.01432 0.00206 0.00436 0.00087 AFIX 43 H16 2 0.358213 0.330530 0.909355 11.00000 -1.20000 AFIX 0 C21 1 0.551797 0.238967 1.146312 11.00000 0.01674 0.01810 = 0.01329 0.00117 0.00460 -0.00065 C22 1 0.560539 0.228156 1.248532 11.00000 0.02241 0.02192 = 0.01366 0.00006 0.00634 -0.00169 AFIX 43 H22 2 0.573523 0.252542 1.298401 11.00000 -1.20000 AFIX 0 C23 1 0.550141 0.181634 1.276658 11.00000 0.02116 0.02398 = 0.01559 0.00371 0.00632 -0.00095 AFIX 43 H23 2 0.554940 0.174078 1.345714 11.00000 -1.20000 AFIX 0 C24 1 0.532675 0.146120 1.203405 11.00000 0.02508 0.02005 = 0.02138 0.00306 0.00890 -0.00131 AFIX 43 H24 2 0.525153 0.114296 1.222636 11.00000 -1.20000 AFIX 0 C25 1 0.526145 0.156786 1.102468 11.00000 0.03939 0.01983 = 0.02008 -0.00220 0.01176 -0.00309 AFIX 43 H25 2 0.515742 0.132255 1.053213 11.00000 -1.20000 AFIX 0 C26 1 0.534797 0.203275 1.073357 11.00000 0.03155 0.02138 = 0.01439 -0.00058 0.00824 -0.00236 AFIX 43 H26 2 0.529150 0.210679 1.004071 11.00000 -1.20000 AFIX 0 C31 1 0.728832 0.324945 1.195077 11.00000 0.01487 0.01996 = 0.01267 0.00021 0.00371 -0.00075 C32 1 0.853710 0.296655 1.241918 11.00000 0.01695 0.02137 = 0.01631 0.00251 0.00448 0.00040 AFIX 43 H32 2 0.848530 0.263637 1.230353 11.00000 -1.20000 AFIX 0 C33 1 0.985886 0.316974 1.305642 11.00000 0.01554 0.02985 = 0.01528 0.00414 0.00368 -0.00025 AFIX 43 H33 2 1.071269 0.297770 1.337098 11.00000 -1.20000 AFIX 0 C34 1 0.993668 0.364989 1.323454 11.00000 0.01846 0.03234 = 0.01646 -0.00254 0.00541 -0.00574 AFIX 43 H34 2 1.083567 0.378589 1.368097 11.00000 -1.20000 AFIX 0 C35 1 0.869675 0.393376 1.275920 11.00000 0.02241 0.02374 = 0.02630 -0.00603 0.00703 -0.00421 AFIX 43 H35 2 0.875530 0.426379 1.287688 11.00000 -1.20000 AFIX 0 C36 1 0.737568 0.373622 1.211410 11.00000 0.01870 0.02026 = 0.02313 -0.00130 0.00516 0.00051 AFIX 43 H36 2 0.653432 0.393073 1.178483 11.00000 -1.20000 AFIX 0 C101 1 -0.027305 0.395991 1.018926 11.00000 0.01796 0.02447 = 0.02335 -0.00057 0.00844 0.00210 AFIX 23 H10A 2 -0.014665 0.412601 1.085157 11.00000 -1.20000 H10B 2 -0.116132 0.375048 1.005018 11.00000 -1.20000 AFIX 0 C102 1 -0.051640 0.431259 0.932260 11.00000 0.02130 0.02804 = 0.02132 0.00096 0.00703 0.00412 AFIX 23 H10C 2 -0.045510 0.415028 0.869256 11.00000 -1.20000 H10D 2 0.029287 0.455228 0.952036 11.00000 -1.20000 AFIX 0 C103 1 -0.204525 0.455557 0.908221 11.00000 0.02435 0.02800 = 0.02647 -0.00025 0.00785 0.00655 AFIX 23 H10E 2 -0.213819 0.468917 0.973210 11.00000 -1.20000 H10F 2 -0.284922 0.431690 0.882883 11.00000 -1.20000 AFIX 0 C104 1 -0.229895 0.494801 0.827785 11.00000 0.03300 0.02424 = 0.02747 -0.00146 0.00618 0.00645 AFIX 23 H10G 2 -0.332246 0.507916 0.815253 11.00000 -1.20000 H10H 2 -0.156555 0.520350 0.856377 11.00000 -1.20000 AFIX 0 C105 1 -0.213939 0.478953 0.724822 11.00000 0.03499 0.02473 = 0.02540 -0.00016 0.00559 0.00599 AFIX 23 H10I 2 -0.107298 0.470501 0.735640 11.00000 -1.20000 H10J 2 -0.275292 0.450226 0.701778 11.00000 -1.20000 AFIX 0 C106 1 -0.261878 0.515562 0.639266 11.00000 0.03608 0.02227 = 0.02748 0.00027 0.00476 0.00189 AFIX 23 H10K 2 -0.203717 0.544816 0.663007 11.00000 -1.20000 H10L 2 -0.369918 0.522954 0.625669 11.00000 -1.20000 AFIX 0 C107 1 -0.237923 0.499354 0.539035 11.00000 0.03996 0.02832 = 0.02900 0.00270 0.00856 0.00691 AFIX 23 H10M 2 -0.288137 0.468507 0.519635 11.00000 -1.20000 H10N 2 -0.128594 0.494491 0.552119 11.00000 -1.20000 AFIX 0 C108 1 -0.295932 0.532655 0.447499 11.00000 0.03675 0.02296 = 0.02741 0.00101 0.00683 0.00211 AFIX 23 H10O 2 -0.240848 0.562878 0.463997 11.00000 -1.20000 H10P 2 -0.404089 0.539120 0.435973 11.00000 -1.20000 AFIX 0 C109 1 -0.276688 0.512554 0.348723 11.00000 0.03541 0.02471 = 0.02961 0.00174 0.00959 0.00326 AFIX 23 H10Q 2 -0.331128 0.482188 0.333320 11.00000 -1.20000 H10R 2 -0.168376 0.505985 0.361167 11.00000 -1.20000 AFIX 0 C110 1 -0.332987 0.544234 0.253933 11.00000 0.02862 0.02305 = 0.02947 0.00136 0.00864 0.00073 AFIX 23 H11A 2 -0.440447 0.551776 0.242477 11.00000 -1.20000 H11B 2 -0.275747 0.574136 0.267772 11.00000 -1.20000 AFIX 0 C111 1 -0.317249 0.522234 0.156022 11.00000 0.03961 0.02758 = 0.03286 0.00358 0.01529 0.00544 AFIX 23 H11C 2 -0.377840 0.492993 0.140723 11.00000 -1.20000 H11D 2 -0.210443 0.513468 0.168568 11.00000 -1.20000 AFIX 0 C112 1 -0.367439 0.554427 0.061741 11.00000 0.03814 0.03542 = 0.03172 0.00583 0.01549 0.00825 AFIX 137 H11E 2 -0.361824 0.537348 0.000418 11.00000 -1.50000 H11F 2 -0.301292 0.582022 0.073349 11.00000 -1.50000 H11G 2 -0.471490 0.564622 0.050803 11.00000 -1.50000 AFIX 0 S1 6 -0.067965 0.179991 0.960743 11.00000 0.01605 0.02190 = 0.01566 0.00056 0.00421 -0.00139 F11 3 0.189313 0.159800 0.933902 11.00000 0.02567 0.06045 = 0.04386 -0.00803 0.01804 0.00375 F12 3 0.035448 0.101440 0.908735 11.00000 0.05158 0.03150 = 0.05397 -0.01853 0.00521 0.00667 F13 3 0.152498 0.124603 1.064381 11.00000 0.04462 0.04351 = 0.03391 0.00817 -0.00072 0.01878 C01 1 0.085017 0.139139 0.967831 11.00000 0.02604 0.02821 = 0.02599 -0.00404 0.00404 0.00431 O11 4 -0.166066 0.155122 1.005108 11.00000 0.02828 0.03992 = 0.03655 0.00238 0.01650 -0.00969 O12 4 -0.127537 0.189326 0.851251 11.00000 0.03184 0.04019 = 0.01644 0.00280 0.00194 0.00497 O13 4 0.010464 0.219365 1.022225 11.00000 0.02425 0.02521 = 0.02615 -0.00587 0.00793 -0.00322 HKLF 4 REM nemt013 in P2(1)/n REM wR2 = 0.0976, GooF = S = 1.047, Restrained GooF = 1.047 for all data REM R1 = 0.0366 for 11231 Fo > 4sig(Fo) and 0.0494 for all 13707 data REM 402 parameters refined using 0 restraints END WGHT 0.0432 1.0095 REM Highest difference peak 0.417, deepest hole -0.387, 1-sigma level 0.050 Q1 1 0.7327 0.3500 1.2016 11.00000 0.05 0.42 Q2 1 0.7170 0.2913 0.9175 11.00000 0.05 0.41 Q3 1 0.5586 0.2671 1.1285 11.00000 0.05 0.40 Q4 1 0.5598 0.2057 1.2637 11.00000 0.05 0.40 Q5 1 0.0195 0.1566 0.9625 11.00000 0.05 0.39 Q6 1 0.5116 0.3138 0.9416 11.00000 0.05 0.39 Q7 1 0.9214 0.3065 1.2697 11.00000 0.05 0.39 Q8 1 0.5189 0.1808 1.0863 11.00000 0.05 0.38 Q9 1 0.5665 0.2343 1.1982 11.00000 0.05 0.38 Q10 1 0.4492 0.3241 0.8429 11.00000 0.05 0.38 Q11 1 0.1946 0.3179 1.1042 11.00000 0.05 0.37 Q12 1 0.5418 0.1632 1.2393 11.00000 0.05 0.37 Q13 1 0.5413 0.3214 0.7984 11.00000 0.05 0.37 Q14 1 0.9862 0.3407 1.3128 11.00000 0.05 0.36 Q15 1 0.5420 0.1511 1.1581 11.00000 0.05 0.36 Q16 1 0.9361 0.3802 1.2986 11.00000 0.05 0.35 Q17 1 0.5468 0.2207 1.1117 11.00000 0.05 0.35 Q18 1 0.3450 0.3199 1.1170 11.00000 0.05 0.35 Q19 1 0.6405 0.2975 0.9742 11.00000 0.05 0.35 Q20 1 0.6601 0.3076 0.8242 11.00000 0.05 0.34 Q21 1 0.4740 0.3196 1.1201 11.00000 0.05 0.34 Q22 1 0.5755 0.3031 1.0402 11.00000 0.05 0.33 Q23 1 0.2037 0.1441 0.9775 11.00000 0.05 0.33 Q24 1 0.7869 0.3106 1.2210 11.00000 0.05 0.32 Q25 1 0.6635 0.3128 1.1566 11.00000 0.05 0.31 Q26 1 -0.0373 0.4151 0.9767 11.00000 0.05 0.31 Q27 1 0.8100 0.3806 1.2440 11.00000 0.05 0.30 Q28 1 -0.2115 0.4765 0.8713 11.00000 0.05 0.29 Q29 1 -0.2261 0.4981 0.6865 11.00000 0.05 0.27 Q30 1 -0.1131 0.1863 0.8947 11.00000 0.05 0.26 Q31 1 0.0936 0.1139 1.0808 11.00000 0.05 0.25 Q32 1 -0.2393 0.5067 0.5949 11.00000 0.05 0.25 Q33 1 -0.1222 0.4430 0.9225 11.00000 0.05 0.24 Q34 1 -0.3053 0.5293 0.3036 11.00000 0.05 0.24 Q35 1 -0.1193 0.1578 0.9833 11.00000 0.05 0.23 Q36 1 -0.3378 0.5281 0.2072 11.00000 0.05 0.23 Q37 1 0.1183 0.3541 1.0594 11.00000 0.05 0.23 Q38 1 -0.1592 0.1747 0.9832 11.00000 0.05 0.23 Q39 1 -0.3506 0.5368 0.1033 11.00000 0.05 0.22 Q40 1 -0.2582 0.5152 0.4933 11.00000 0.05 0.21 Q41 1 -0.2242 0.4841 0.7724 11.00000 0.05 0.21 Q42 1 0.2458 0.2930 1.0582 11.00000 0.05 0.21 Q43 1 -0.3273 0.5443 0.1179 11.00000 0.05 0.21 Q44 1 -0.2957 0.5186 0.3983 11.00000 0.05 0.21 Q45 1 -0.0162 0.2016 1.0012 11.00000 0.05 0.21 ; _shelx_res_checksum 40872 loop_ _space_group_symop_operation_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' 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 P1 P 0.55917(2) 0.29929(2) 1.10968(2) 0.01434(5) Uani 1 1 d . . . . . O2 O 0.23560(8) 0.27958(3) 1.00887(5) 0.02051(12) Uani 1 1 d . . . . . H2 H 0.1690(18) 0.2582(6) 1.0049(12) 0.037(4) Uiso 1 1 d . . . . . O3 O 0.10374(7) 0.36886(3) 1.02647(5) 0.02161(13) Uani 1 1 d . . . . . C1 C 0.40268(9) 0.33236(3) 1.12563(7) 0.01708(14) Uani 1 1 d . . . . . H1A H 0.431212 0.344785 1.197258 0.020 Uiso 1 1 calc R U . . . H1B H 0.381879 0.359559 1.077675 0.020 Uiso 1 1 calc R U . . . C2 C 0.25935(10) 0.30303(3) 1.10490(7) 0.01768(15) Uani 1 1 d . . . . . H2A H 0.275208 0.278940 1.160950 0.021 Uiso 1 1 calc R U . . . C3 C 0.12750(10) 0.33407(3) 1.10519(7) 0.02032(16) Uani 1 1 d . . . . . H3A H 0.035559 0.314644 1.092765 0.024 Uiso 1 1 calc R U . . . H3B H 0.148620 0.349466 1.173632 0.024 Uiso 1 1 calc R U . . . C11 C 0.56896(10) 0.30367(3) 0.98015(6) 0.01595(14) Uani 1 1 d . . . . . C12 C 0.70277(10) 0.28954(3) 0.96333(7) 0.01923(15) Uani 1 1 d . . . . . H12 H 0.783160 0.277059 1.018824 0.023 Uiso 1 1 calc R U . . . C13 C 0.71774(12) 0.29382(4) 0.86525(8) 0.02338(17) Uani 1 1 d . . . . . H13 H 0.808312 0.284125 0.853523 0.028 Uiso 1 1 calc R U . . . C14 C 0.59997(13) 0.31233(4) 0.78401(7) 0.02479(18) Uani 1 1 d . . . . . H14 H 0.610892 0.315612 0.717177 0.030 Uiso 1 1 calc R U . . . C15 C 0.46677(12) 0.32597(3) 0.80056(7) 0.02328(18) Uani 1 1 d . . . . . H15 H 0.386637 0.338423 0.744847 0.028 Uiso 1 1 calc R U . . . C16 C 0.44989(10) 0.32152(3) 0.89835(7) 0.01948(15) Uani 1 1 d . . . . . H16 H 0.358213 0.330530 0.909355 0.023 Uiso 1 1 calc R U . . . C21 C 0.55180(9) 0.23897(3) 1.14631(6) 0.01608(14) Uani 1 1 d . . . . . C22 C 0.56054(10) 0.22816(3) 1.24853(7) 0.01917(15) Uani 1 1 d . . . . . H22 H 0.573523 0.252542 1.298401 0.023 Uiso 1 1 calc R U . . . C23 C 0.55014(10) 0.18163(3) 1.27666(7) 0.02012(16) Uani 1 1 d . . . . . H23 H 0.554940 0.174078 1.345714 0.024 Uiso 1 1 calc R U . . . C24 C 0.53267(11) 0.14612(3) 1.20341(7) 0.02180(17) Uani 1 1 d . . . . . H24 H 0.525153 0.114296 1.222636 0.026 Uiso 1 1 calc R U . . . C25 C 0.52614(13) 0.15679(4) 1.10247(8) 0.02588(19) Uani 1 1 d . . . . . H25 H 0.515742 0.132255 1.053213 0.031 Uiso 1 1 calc R U . . . C26 C 0.53480(12) 0.20328(3) 1.07336(7) 0.02221(17) Uani 1 1 d . . . . . H26 H 0.529150 0.210679 1.004071 0.027 Uiso 1 1 calc R U . . . C31 C 0.72883(9) 0.32495(3) 1.19508(6) 0.01598(14) Uani 1 1 d . . . . . C32 C 0.85371(10) 0.29666(3) 1.24192(7) 0.01838(15) Uani 1 1 d . . . . . H32 H 0.848530 0.263637 1.230353 0.022 Uiso 1 1 calc R U . . . C33 C 0.98589(10) 0.31697(4) 1.30564(7) 0.02049(16) Uani 1 1 d . . . . . H33 H 1.071269 0.297770 1.337098 0.025 Uiso 1 1 calc R U . . . C34 C 0.99367(11) 0.36499(4) 1.32345(7) 0.02244(17) Uani 1 1 d . . . . . H34 H 1.083567 0.378589 1.368097 0.027 Uiso 1 1 calc R U . . . C35 C 0.86967(11) 0.39338(4) 1.27592(8) 0.02430(18) Uani 1 1 d . . . . . H35 H 0.875530 0.426379 1.287688 0.029 Uiso 1 1 calc R U . . . C36 C 0.73757(10) 0.37362(3) 1.21141(7) 0.02103(16) Uani 1 1 d . . . . . H36 H 0.653432 0.393073 1.178483 0.025 Uiso 1 1 calc R U . . . C101 C -0.02730(10) 0.39599(3) 1.01893(8) 0.02148(16) Uani 1 1 d . . . . . H10A H -0.014665 0.412601 1.085157 0.026 Uiso 1 1 calc R U . . . H10B H -0.116132 0.375048 1.005018 0.026 Uiso 1 1 calc R U . . . C102 C -0.05164(11) 0.43126(4) 0.93226(8) 0.02348(17) Uani 1 1 d . . . . . H10C H -0.045510 0.415028 0.869256 0.028 Uiso 1 1 calc R U . . . H10D H 0.029287 0.455228 0.952036 0.028 Uiso 1 1 calc R U . . . C103 C -0.20453(12) 0.45556(4) 0.90822(8) 0.02630(19) Uani 1 1 d . . . . . H10E H -0.213819 0.468917 0.973210 0.032 Uiso 1 1 calc R U . . . H10F H -0.284922 0.431690 0.882883 0.032 Uiso 1 1 calc R U . . . C104 C -0.22989(13) 0.49480(4) 0.82779(9) 0.0290(2) Uani 1 1 d . . . . . H10G H -0.332246 0.507916 0.815253 0.035 Uiso 1 1 calc R U . . . H10H H -0.156555 0.520350 0.856377 0.035 Uiso 1 1 calc R U . . . C105 C -0.21394(13) 0.47895(4) 0.72482(8) 0.0293(2) Uani 1 1 d . . . . . H10I H -0.107298 0.470501 0.735640 0.035 Uiso 1 1 calc R U . . . H10J H -0.275292 0.450226 0.701778 0.035 Uiso 1 1 calc R U . . . C106 C -0.26188(14) 0.51556(4) 0.63927(9) 0.0298(2) Uani 1 1 d . . . . . H10K H -0.203717 0.544816 0.663007 0.036 Uiso 1 1 calc R U . . . H10L H -0.369918 0.522954 0.625669 0.036 Uiso 1 1 calc R U . . . C107 C -0.23792(15) 0.49935(4) 0.53903(9) 0.0330(2) Uani 1 1 d . . . . . H10M H -0.288137 0.468507 0.519635 0.040 Uiso 1 1 calc R U . . . H10N H -0.128594 0.494491 0.552119 0.040 Uiso 1 1 calc R U . . . C108 C -0.29593(14) 0.53265(4) 0.44750(9) 0.0298(2) Uani 1 1 d . . . . . H10O H -0.240848 0.562878 0.463997 0.036 Uiso 1 1 calc R U . . . H10P H -0.404089 0.539120 0.435973 0.036 Uiso 1 1 calc R U . . . C109 C -0.27669(14) 0.51255(4) 0.34872(9) 0.0301(2) Uani 1 1 d . . . . . H10Q H -0.331128 0.482188 0.333320 0.036 Uiso 1 1 calc R U . . . H10R H -0.168376 0.505985 0.361167 0.036 Uiso 1 1 calc R U . . . C110 C -0.33299(12) 0.54423(4) 0.25393(8) 0.02716(19) Uani 1 1 d . . . . . H11A H -0.440447 0.551776 0.242477 0.033 Uiso 1 1 calc R U . . . H11B H -0.275747 0.574136 0.267772 0.033 Uiso 1 1 calc R U . . . C111 C -0.31725(14) 0.52223(4) 0.15602(9) 0.0324(2) Uani 1 1 d . . . . . H11C H -0.377840 0.492993 0.140723 0.039 Uiso 1 1 calc R U . . . H11D H -0.210443 0.513468 0.168568 0.039 Uiso 1 1 calc R U . . . C112 C -0.36744(15) 0.55443(4) 0.06174(9) 0.0340(2) Uani 1 1 d . . . . . H11E H -0.361824 0.537348 0.000418 0.051 Uiso 1 1 calc R U . . . H11F H -0.301292 0.582022 0.073349 0.051 Uiso 1 1 calc R U . . . H11G H -0.471490 0.564622 0.050803 0.051 Uiso 1 1 calc R U . . . S1 S -0.06797(2) 0.17999(2) 0.96074(2) 0.01805(5) Uani 1 1 d . . . . . F11 F 0.18931(8) 0.15980(3) 0.93390(6) 0.04167(18) Uani 1 1 d . . . . . F12 F 0.03545(10) 0.10144(3) 0.90873(7) 0.0483(2) Uani 1 1 d . . . . . F13 F 0.15250(9) 0.12460(3) 1.06438(6) 0.04372(19) Uani 1 1 d . . . . . C01 C 0.08502(12) 0.13914(4) 0.96783(8) 0.0277(2) Uani 1 1 d . . . . . O11 O -0.16607(9) 0.15512(3) 1.00511(7) 0.03345(18) Uani 1 1 d . . . . . O12 O -0.12754(9) 0.18933(3) 0.85125(6) 0.03080(17) Uani 1 1 d . . . . . O13 O 0.01046(8) 0.21936(3) 1.02223(6) 0.02520(14) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.01413(9) 0.01744(9) 0.01118(9) 0.00050(7) 0.00360(7) -0.00025(7) O2 0.0207(3) 0.0250(3) 0.0156(3) -0.0020(2) 0.0054(2) -0.0033(2) O3 0.0181(3) 0.0292(3) 0.0196(3) 0.0051(2) 0.0089(2) 0.0050(2) C1 0.0153(3) 0.0212(4) 0.0153(3) -0.0002(3) 0.0055(3) 0.0003(3) C2 0.0162(3) 0.0235(4) 0.0136(3) 0.0010(3) 0.0051(3) -0.0005(3) C3 0.0172(3) 0.0286(4) 0.0170(4) 0.0030(3) 0.0080(3) 0.0008(3) C11 0.0173(3) 0.0180(3) 0.0129(3) 0.0003(3) 0.0052(3) -0.0015(3) C12 0.0183(4) 0.0229(4) 0.0176(4) -0.0006(3) 0.0073(3) -0.0009(3) C13 0.0265(4) 0.0264(4) 0.0215(4) -0.0016(3) 0.0137(3) -0.0019(3) C14 0.0359(5) 0.0250(4) 0.0165(4) 0.0000(3) 0.0125(4) -0.0035(4) C15 0.0298(5) 0.0246(4) 0.0142(4) 0.0027(3) 0.0052(3) 0.0000(3) C16 0.0206(4) 0.0228(4) 0.0143(3) 0.0021(3) 0.0044(3) 0.0009(3) C21 0.0167(3) 0.0181(3) 0.0133(3) 0.0012(3) 0.0046(3) -0.0007(3) C22 0.0224(4) 0.0219(4) 0.0137(3) 0.0001(3) 0.0063(3) -0.0017(3) C23 0.0212(4) 0.0240(4) 0.0156(4) 0.0037(3) 0.0063(3) -0.0009(3) C24 0.0251(4) 0.0201(4) 0.0214(4) 0.0031(3) 0.0089(3) -0.0013(3) C25 0.0394(5) 0.0198(4) 0.0201(4) -0.0022(3) 0.0118(4) -0.0031(4) C26 0.0316(5) 0.0214(4) 0.0144(4) -0.0006(3) 0.0082(3) -0.0024(3) C31 0.0149(3) 0.0200(4) 0.0127(3) 0.0002(3) 0.0037(3) -0.0007(3) C32 0.0169(3) 0.0214(4) 0.0163(3) 0.0025(3) 0.0045(3) 0.0004(3) C33 0.0155(3) 0.0299(4) 0.0153(4) 0.0041(3) 0.0037(3) -0.0002(3) C34 0.0185(4) 0.0323(5) 0.0165(4) -0.0025(3) 0.0054(3) -0.0057(3) C35 0.0224(4) 0.0237(4) 0.0263(4) -0.0060(3) 0.0070(3) -0.0042(3) C36 0.0187(4) 0.0203(4) 0.0231(4) -0.0013(3) 0.0052(3) 0.0005(3) C101 0.0180(4) 0.0245(4) 0.0233(4) -0.0006(3) 0.0084(3) 0.0021(3) C102 0.0213(4) 0.0280(4) 0.0213(4) 0.0010(3) 0.0070(3) 0.0041(3) C103 0.0243(4) 0.0280(5) 0.0265(5) -0.0002(4) 0.0079(4) 0.0066(4) C104 0.0330(5) 0.0242(4) 0.0275(5) -0.0015(4) 0.0062(4) 0.0064(4) C105 0.0350(5) 0.0247(5) 0.0254(5) -0.0002(4) 0.0056(4) 0.0060(4) C106 0.0361(5) 0.0223(4) 0.0275(5) 0.0003(4) 0.0048(4) 0.0019(4) C107 0.0400(6) 0.0283(5) 0.0290(5) 0.0027(4) 0.0086(4) 0.0069(4) C108 0.0368(5) 0.0230(4) 0.0274(5) 0.0010(4) 0.0068(4) 0.0021(4) C109 0.0354(5) 0.0247(5) 0.0296(5) 0.0017(4) 0.0096(4) 0.0033(4) C110 0.0286(5) 0.0230(4) 0.0295(5) 0.0014(4) 0.0086(4) 0.0007(4) C111 0.0396(6) 0.0276(5) 0.0329(6) 0.0036(4) 0.0153(5) 0.0054(4) C112 0.0381(6) 0.0354(6) 0.0317(5) 0.0058(4) 0.0155(5) 0.0083(5) S1 0.01605(9) 0.02190(10) 0.01566(9) 0.00056(7) 0.00421(7) -0.00139(7) F11 0.0257(3) 0.0604(5) 0.0439(4) -0.0080(4) 0.0180(3) 0.0037(3) F12 0.0516(5) 0.0315(4) 0.0540(5) -0.0185(3) 0.0052(4) 0.0067(3) F13 0.0446(4) 0.0435(4) 0.0339(4) 0.0082(3) -0.0007(3) 0.0188(3) C01 0.0260(5) 0.0282(5) 0.0260(5) -0.0040(4) 0.0040(4) 0.0043(4) O11 0.0283(4) 0.0399(4) 0.0366(4) 0.0024(3) 0.0165(3) -0.0097(3) O12 0.0318(4) 0.0402(4) 0.0164(3) 0.0028(3) 0.0019(3) 0.0050(3) O13 0.0243(3) 0.0252(3) 0.0261(3) -0.0059(3) 0.0079(3) -0.0032(3) 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' F F 0.0171 0.0103 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 C21 P1 C11 110.91(4) . . ? C21 P1 C31 108.15(4) . . ? C11 P1 C31 107.35(4) . . ? C21 P1 C1 111.14(4) . . ? C11 P1 C1 111.97(4) . . ? C31 P1 C1 107.10(4) . . ? C2 O2 H2 106.8(11) . . ? C3 O3 C101 110.98(7) . . ? C2 C1 P1 112.95(6) . . ? C2 C1 H1A 109.0 . . ? P1 C1 H1A 109.0 . . ? C2 C1 H1B 109.0 . . ? P1 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? O2 C2 C3 112.54(7) . . ? O2 C2 C1 107.48(7) . . ? C3 C2 C1 110.39(8) . . ? O2 C2 H2A 108.8 . . ? C3 C2 H2A 108.8 . . ? C1 C2 H2A 108.8 . . ? O3 C3 C2 109.70(7) . . ? O3 C3 H3A 109.7 . . ? C2 C3 H3A 109.7 . . ? O3 C3 H3B 109.7 . . ? C2 C3 H3B 109.7 . . ? H3A C3 H3B 108.2 . . ? C16 C11 C12 120.20(8) . . ? C16 C11 P1 122.12(7) . . ? C12 C11 P1 117.66(6) . . ? C13 C12 C11 119.79(9) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C12 C13 C14 120.05(9) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C15 C14 C13 120.12(9) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C16 120.39(9) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C15 C16 C11 119.43(9) . . ? C15 C16 H16 120.3 . . ? C11 C16 H16 120.3 . . ? C26 C21 C22 120.33(8) . . ? C26 C21 P1 120.31(7) . . ? C22 C21 P1 119.35(7) . . ? C23 C22 C21 119.67(8) . . ? C23 C22 H22 120.2 . . ? C21 C22 H22 120.2 . . ? C22 C23 C24 119.77(8) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.1 . . ? C25 C24 C23 120.54(9) . . ? C25 C24 H24 119.7 . . ? C23 C24 H24 119.7 . . ? C24 C25 C26 120.08(9) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C25 C26 C21 119.60(8) . . ? C25 C26 H26 120.2 . . ? C21 C26 H26 120.2 . . ? C32 C31 C36 119.91(8) . . ? C32 C31 P1 120.14(7) . . ? C36 C31 P1 119.91(7) . . ? C33 C32 C31 119.76(9) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C34 C33 C32 120.37(9) . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C33 C34 C35 119.98(8) . . ? C33 C34 H34 120.0 . . ? C35 C34 H34 120.0 . . ? C36 C35 C34 120.24(9) . . ? C36 C35 H35 119.9 . . ? C34 C35 H35 119.9 . . ? C35 C36 C31 119.73(9) . . ? C35 C36 H36 120.1 . . ? C31 C36 H36 120.1 . . ? O3 C101 C102 109.34(8) . . ? O3 C101 H10A 109.8 . . ? C102 C101 H10A 109.8 . . ? O3 C101 H10B 109.8 . . ? C102 C101 H10B 109.8 . . ? H10A C101 H10B 108.3 . . ? C101 C102 C103 111.63(8) . . ? C101 C102 H10C 109.3 . . ? C103 C102 H10C 109.3 . . ? C101 C102 H10D 109.3 . . ? C103 C102 H10D 109.3 . . ? H10C C102 H10D 108.0 . . ? C102 C103 C104 114.05(9) . . ? C102 C103 H10E 108.7 . . ? C104 C103 H10E 108.7 . . ? C102 C103 H10F 108.7 . . ? C104 C103 H10F 108.7 . . ? H10E C103 H10F 107.6 . . ? C105 C104 C103 113.85(9) . . ? C105 C104 H10G 108.8 . . ? C103 C104 H10G 108.8 . . ? C105 C104 H10H 108.8 . . ? C103 C104 H10H 108.8 . . ? H10G C104 H10H 107.7 . . ? C106 C105 C104 114.26(9) . . ? C106 C105 H10I 108.7 . . ? C104 C105 H10I 108.7 . . ? C106 C105 H10J 108.7 . . ? C104 C105 H10J 108.7 . . ? H10I C105 H10J 107.6 . . ? C105 C106 C107 112.80(9) . . ? C105 C106 H10K 109.0 . . ? C107 C106 H10K 109.0 . . ? C105 C106 H10L 109.0 . . ? C107 C106 H10L 109.0 . . ? H10K C106 H10L 107.8 . . ? C106 C107 C108 115.44(9) . . ? C106 C107 H10M 108.4 . . ? C108 C107 H10M 108.4 . . ? C106 C107 H10N 108.4 . . ? C108 C107 H10N 108.4 . . ? H10M C107 H10N 107.5 . . ? C107 C108 C109 112.20(9) . . ? C107 C108 H10O 109.2 . . ? C109 C108 H10O 109.2 . . ? C107 C108 H10P 109.2 . . ? C109 C108 H10P 109.2 . . ? H10O C108 H10P 107.9 . . ? C108 C109 C110 114.79(9) . . ? C108 C109 H10Q 108.6 . . ? C110 C109 H10Q 108.6 . . ? C108 C109 H10R 108.6 . . ? C110 C109 H10R 108.6 . . ? H10Q C109 H10R 107.5 . . ? C111 C110 C109 113.26(9) . . ? C111 C110 H11A 108.9 . . ? C109 C110 H11A 108.9 . . ? C111 C110 H11B 108.9 . . ? C109 C110 H11B 108.9 . . ? H11A C110 H11B 107.7 . . ? C110 C111 C112 113.63(9) . . ? C110 C111 H11C 108.8 . . ? C112 C111 H11C 108.8 . . ? C110 C111 H11D 108.8 . . ? C112 C111 H11D 108.8 . . ? H11C C111 H11D 107.7 . . ? C111 C112 H11E 109.5 . . ? C111 C112 H11F 109.5 . . ? H11E C112 H11F 109.5 . . ? C111 C112 H11G 109.5 . . ? H11E C112 H11G 109.5 . . ? H11F C112 H11G 109.5 . . ? O11 S1 O12 115.81(5) . . ? O11 S1 O13 114.37(5) . . ? O12 S1 O13 114.49(5) . . ? O11 S1 C01 105.02(5) . . ? O12 S1 C01 102.36(5) . . ? O13 S1 C01 102.44(5) . . ? F13 C01 F12 108.19(10) . . ? F13 C01 F11 107.80(9) . . ? F12 C01 F11 107.34(9) . . ? F13 C01 S1 111.77(8) . . ? F12 C01 S1 111.27(8) . . ? F11 C01 S1 110.31(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 P1 C21 1.7923(9) . ? P1 C11 1.7956(8) . ? P1 C31 1.7984(9) . ? P1 C1 1.8077(9) . ? O2 C2 1.4192(11) . ? O2 H2 0.859(16) . ? O3 C3 1.4219(11) . ? O3 C101 1.4231(11) . ? C1 C2 1.5265(12) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.5162(13) . ? C2 H2A 1.0000 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C11 C16 1.3975(12) . ? C11 C12 1.3988(12) . ? C12 C13 1.3887(13) . ? C12 H12 0.9500 . ? C13 C14 1.3936(15) . ? C13 H13 0.9500 . ? C14 C15 1.3879(15) . ? C14 H14 0.9500 . ? C15 C16 1.3925(13) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C21 C26 1.3921(12) . ? C21 C22 1.3999(12) . ? C22 C23 1.3879(13) . ? C22 H22 0.9500 . ? C23 C24 1.3907(14) . ? C23 H23 0.9500 . ? C24 C25 1.3874(14) . ? C24 H24 0.9500 . ? C25 C26 1.3886(14) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C31 C32 1.3949(12) . ? C31 C36 1.3991(13) . ? C32 C33 1.3914(12) . ? C32 H32 0.9500 . ? C33 C34 1.3835(14) . ? C33 H33 0.9500 . ? C34 C35 1.3927(14) . ? C34 H34 0.9500 . ? C35 C36 1.3881(13) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C101 C102 1.5083(14) . ? C101 H10A 0.9900 . ? C101 H10B 0.9900 . ? C102 C103 1.5267(14) . ? C102 H10C 0.9900 . ? C102 H10D 0.9900 . ? C103 C104 1.5270(15) . ? C103 H10E 0.9900 . ? C103 H10F 0.9900 . ? C104 C105 1.5214(16) . ? C104 H10G 0.9900 . ? C104 H10H 0.9900 . ? C105 C106 1.5189(15) . ? C105 H10I 0.9900 . ? C105 H10J 0.9900 . ? C106 C107 1.5198(17) . ? C106 H10K 0.9900 . ? C106 H10L 0.9900 . ? C107 C108 1.5207(15) . ? C107 H10M 0.9900 . ? C107 H10N 0.9900 . ? C108 C109 1.5207(16) . ? C108 H10O 0.9900 . ? C108 H10P 0.9900 . ? C109 C110 1.5233(15) . ? C109 H10Q 0.9900 . ? C109 H10R 0.9900 . ? C110 C111 1.5187(16) . ? C110 H11A 0.9900 . ? C110 H11B 0.9900 . ? C111 C112 1.5234(16) . ? C111 H11C 0.9900 . ? C111 H11D 0.9900 . ? C112 H11E 0.9800 . ? C112 H11F 0.9800 . ? C112 H11G 0.9800 . ? S1 O11 1.4321(8) . ? S1 O12 1.4400(8) . ? S1 O13 1.4497(7) . ? S1 C01 1.8203(11) . ? F11 C01 1.3378(14) . ? F12 C01 1.3316(13) . ? F13 C01 1.3303(13) . ? 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 _geom_hbond_publ_flag O2 H2 O13 0.859(16) 1.920(17) 2.7616(10) 166.1(15) . yes 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 C21 P1 C1 C2 -33.09(7) . . . . ? C11 P1 C1 C2 91.56(7) . . . . ? C31 P1 C1 C2 -151.02(6) . . . . ? P1 C1 C2 O2 -49.27(8) . . . . ? P1 C1 C2 C3 -172.36(6) . . . . ? C101 O3 C3 C2 174.99(7) . . . . ? O2 C2 C3 O3 -59.83(10) . . . . ? C1 C2 C3 O3 60.25(9) . . . . ? C21 P1 C11 C16 111.32(8) . . . . ? C31 P1 C11 C16 -130.73(8) . . . . ? C1 P1 C11 C16 -13.46(9) . . . . ? C21 P1 C11 C12 -70.20(8) . . . . ? C31 P1 C11 C12 47.75(8) . . . . ? C1 P1 C11 C12 165.02(7) . . . . ? C16 C11 C12 C13 0.77(14) . . . . ? P1 C11 C12 C13 -177.74(7) . . . . ? C11 C12 C13 C14 0.28(14) . . . . ? C12 C13 C14 C15 -0.82(15) . . . . ? C13 C14 C15 C16 0.31(15) . . . . ? C14 C15 C16 C11 0.73(14) . . . . ? C12 C11 C16 C15 -1.27(14) . . . . ? P1 C11 C16 C15 177.17(7) . . . . ? C11 P1 C21 C26 -8.15(9) . . . . ? C31 P1 C21 C26 -125.61(8) . . . . ? C1 P1 C21 C26 117.10(8) . . . . ? C11 P1 C21 C22 173.00(7) . . . . ? C31 P1 C21 C22 55.54(8) . . . . ? C1 P1 C21 C22 -61.74(8) . . . . ? C26 C21 C22 C23 -0.86(14) . . . . ? P1 C21 C22 C23 177.98(7) . . . . ? C21 C22 C23 C24 0.65(14) . . . . ? C22 C23 C24 C25 0.26(15) . . . . ? C23 C24 C25 C26 -0.96(16) . . . . ? C24 C25 C26 C21 0.74(16) . . . . ? C22 C21 C26 C25 0.16(15) . . . . ? P1 C21 C26 C25 -178.67(8) . . . . ? C21 P1 C31 C32 26.65(8) . . . . ? C11 P1 C31 C32 -93.08(8) . . . . ? C1 P1 C31 C32 146.50(7) . . . . ? C21 P1 C31 C36 -155.83(7) . . . . ? C11 P1 C31 C36 84.45(8) . . . . ? C1 P1 C31 C36 -35.97(8) . . . . ? C36 C31 C32 C33 0.72(13) . . . . ? P1 C31 C32 C33 178.25(7) . . . . ? C31 C32 C33 C34 0.54(13) . . . . ? C32 C33 C34 C35 -1.22(14) . . . . ? C33 C34 C35 C36 0.62(15) . . . . ? C34 C35 C36 C31 0.64(15) . . . . ? C32 C31 C36 C35 -1.31(14) . . . . ? P1 C31 C36 C35 -178.84(7) . . . . ? C3 O3 C101 C102 -178.00(8) . . . . ? O3 C101 C102 C103 170.22(8) . . . . ? C101 C102 C103 C104 174.80(9) . . . . ? C102 C103 C104 C105 56.77(13) . . . . ? C103 C104 C105 C106 171.20(10) . . . . ? C104 C105 C106 C107 177.46(10) . . . . ? C105 C106 C107 C108 175.01(10) . . . . ? C106 C107 C108 C109 -176.38(10) . . . . ? C107 C108 C109 C110 179.89(10) . . . . ? C108 C109 C110 C111 -177.85(10) . . . . ? C109 C110 C111 C112 -177.69(10) . . . . ? O11 S1 C01 F13 -56.35(9) . . . . ? O12 S1 C01 F13 -177.70(8) . . . . ? O13 S1 C01 F13 63.43(9) . . . . ? O11 S1 C01 F12 64.73(10) . . . . ? O12 S1 C01 F12 -56.62(10) . . . . ? O13 S1 C01 F12 -175.49(8) . . . . ? O11 S1 C01 F11 -176.26(7) . . . . ? O12 S1 C01 F11 62.39(8) . . . . ? O13 S1 C01 F11 -56.48(8) . . . . ?