Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email VC@IITK.AC.IN _publ_contact_author_name 'Prof Vadapalli Chandrasekhar' _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name V.Chandrasekhar K.Gopal S.Nagendran A.Steiner S.Zacchini data_vc38p21n _database_code_CSD 200423 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H26 F18 O6 Sn2' _chemical_formula_weight 1230.03 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 '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 14.2793(6) _cell_length_b 8.4503(4) _cell_length_c 19.1407(8) _cell_angle_alpha 90.00 _cell_angle_beta 102.7370(10) _cell_angle_gamma 90.00 _cell_volume 2252.77(17) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.813 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 1.231 _exptl_absorpt_correction_type semi-empirical _exptl_absorpt_correction_T_min 0.716 _exptl_absorpt_correction_T_max 0.929 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 SMART APEX' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11361 _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3963 _reflns_number_gt 3755 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.0326P)^2^+1.3095P] 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 3963 _refine_ls_number_parameters 319 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0225 _refine_ls_R_factor_gt 0.0214 _refine_ls_wR_factor_ref 0.0578 _refine_ls_wR_factor_gt 0.0572 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.002 _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 Sn1 Sn 0.575893(9) 0.633576(15) 0.474219(7) 0.02079(7) Uani 1 1 d . . . O1 O 0.50615(10) 0.42405(18) 0.44715(8) 0.0248(3) Uani 1 1 d D . . H100 H 0.5319(19) 0.376(3) 0.4200(13) 0.037 Uiso 1 1 d D . . C1 C 0.49222(14) 0.8299(2) 0.42941(11) 0.0231(4) Uani 1 1 d . . . C2 C 0.52262(16) 0.9245(3) 0.37920(12) 0.0295(5) Uani 1 1 d . . . H2 H 0.5824 0.9035 0.3670 0.035 Uiso 1 1 calc R . . C3 C 0.46639(17) 1.0493(3) 0.34690(12) 0.0332(5) Uani 1 1 d . . . H3 H 0.4876 1.1139 0.3128 0.040 Uiso 1 1 calc R . . C4 C 0.37905(17) 1.0795(3) 0.36453(12) 0.0354(5) Uani 1 1 d . . . H4 H 0.3400 1.1644 0.3422 0.042 Uiso 1 1 calc R . . C5 C 0.34873(16) 0.9863(3) 0.41439(13) 0.0354(5) Uani 1 1 d . . . H5 H 0.2887 1.0072 0.4263 0.042 Uiso 1 1 calc R . . C6 C 0.40517(16) 0.8626(2) 0.44726(13) 0.0285(5) Uani 1 1 d . . . H6 H 0.3843 0.7999 0.4821 0.034 Uiso 1 1 calc R . . C7 C 0.71185(15) 0.5938(3) 0.54210(12) 0.0263(4) Uani 1 1 d . . . C8 C 0.79497(17) 0.6224(3) 0.51743(14) 0.0357(5) Uani 1 1 d . . . H8 H 0.7909 0.6644 0.4708 0.043 Uiso 1 1 calc R . . C9 C 0.88389(18) 0.5892(4) 0.56149(18) 0.0514(7) Uani 1 1 d . . . H9 H 0.9408 0.6081 0.5448 0.062 Uiso 1 1 calc R . . C10 C 0.8899(2) 0.5294(4) 0.62865(18) 0.0625(9) Uani 1 1 d . . . H10 H 0.9511 0.5086 0.6587 0.075 Uiso 1 1 calc R . . C11 C 0.8082(2) 0.4991(4) 0.65301(17) 0.0625(9) Uani 1 1 d . . . H11 H 0.8128 0.4557 0.6994 0.075 Uiso 1 1 calc R . . C12 C 0.71891(18) 0.5320(3) 0.60970(13) 0.0413(6) Uani 1 1 d . . . H12 H 0.6624 0.5118 0.6267 0.050 Uiso 1 1 calc R . . O2 O 0.62912(11) 0.61417(16) 0.37655(8) 0.0248(3) Uani 1 1 d . . . O3 O 0.60058(11) 0.36010(16) 0.34499(9) 0.0289(3) Uani 1 1 d . . . C13 C 0.61930(13) 0.4979(2) 0.33305(11) 0.0229(4) Uani 1 1 d . . . C14 C 0.62900(14) 0.5406(2) 0.25783(11) 0.0229(4) Uani 1 1 d . . . C15 C 0.71758(14) 0.5773(2) 0.24192(11) 0.0245(4) Uani 1 1 d . . . C16 C 0.72478(16) 0.6108(2) 0.17245(12) 0.0272(5) Uani 1 1 d . . . H16 H 0.7854 0.6361 0.1626 0.033 Uiso 1 1 calc R . . C17 C 0.64377(16) 0.6075(3) 0.11763(12) 0.0279(5) Uani 1 1 d . . . C18 C 0.55499(16) 0.5736(3) 0.13224(12) 0.0291(5) Uani 1 1 d . . . H18 H 0.4991 0.5730 0.0946 0.035 Uiso 1 1 calc R . . C19 C 0.54793(15) 0.5410(3) 0.20147(12) 0.0265(4) Uani 1 1 d . . . C20 C 0.80794(16) 0.5844(3) 0.29955(13) 0.0343(5) Uani 1 1 d . . . F1 F 0.81058(9) 0.47704(16) 0.35094(7) 0.0355(3) Uani 1 1 d . . . F2 F 0.81864(12) 0.72447(18) 0.33312(9) 0.0565(4) Uani 1 1 d . . . F3 F 0.88507(10) 0.5631(3) 0.27322(9) 0.0750(6) Uani 1 1 d . . . C21 C 0.65133(18) 0.6350(3) 0.04177(13) 0.0359(6) Uani 1 1 d . . . F4 F 0.57325(13) 0.7050(3) 0.00259(9) 0.0748(6) Uani 1 1 d . . . F5 F 0.72485(12) 0.7233(2) 0.03625(8) 0.0625(5) Uani 1 1 d . . . F6 F 0.65808(16) 0.4999(2) 0.00821(9) 0.0715(6) Uani 1 1 d . . . C22 C 0.44926(16) 0.5035(3) 0.21421(12) 0.0360(5) Uani 1 1 d . . . F7 F 0.43395(12) 0.34906(19) 0.21737(10) 0.0557(4) Uani 1 1 d . . . F8 F 0.38033(9) 0.5606(2) 0.16169(8) 0.0530(4) Uani 1 1 d . . . F9 F 0.43502(9) 0.5666(2) 0.27489(8) 0.0487(4) 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 Sn1 0.02019(9) 0.02229(10) 0.02099(9) 0.00217(5) 0.00695(6) -0.00043(5) O1 0.0298(8) 0.0240(8) 0.0241(7) -0.0017(6) 0.0134(6) -0.0044(6) C1 0.0229(10) 0.0231(10) 0.0227(10) -0.0002(8) 0.0039(8) 0.0002(8) C2 0.0286(11) 0.0281(11) 0.0336(12) 0.0029(9) 0.0103(9) -0.0007(9) C3 0.0416(13) 0.0281(12) 0.0302(12) 0.0056(9) 0.0084(10) -0.0006(10) C4 0.0406(13) 0.0313(12) 0.0308(12) 0.0016(10) 0.0006(10) 0.0100(10) C5 0.0287(11) 0.0419(14) 0.0363(13) 0.0010(11) 0.0086(10) 0.0096(10) C6 0.0281(11) 0.0307(12) 0.0287(11) 0.0015(9) 0.0106(9) 0.0008(8) C7 0.0247(10) 0.0237(10) 0.0291(11) -0.0019(9) 0.0031(8) 0.0014(8) C8 0.0276(12) 0.0389(14) 0.0400(14) -0.0062(10) 0.0064(10) -0.0029(9) C9 0.0247(12) 0.0566(17) 0.071(2) -0.0132(16) 0.0066(12) -0.0008(12) C10 0.0351(15) 0.071(2) 0.070(2) 0.0064(17) -0.0132(14) 0.0115(14) C11 0.0499(17) 0.078(2) 0.0493(17) 0.0206(16) -0.0102(14) 0.0092(16) C12 0.0351(13) 0.0490(15) 0.0381(14) 0.0105(11) 0.0046(10) 0.0042(11) O2 0.0260(7) 0.0269(8) 0.0244(8) -0.0006(6) 0.0119(6) -0.0023(6) O3 0.0346(9) 0.0246(8) 0.0312(8) 0.0025(6) 0.0154(7) 0.0004(6) C13 0.0180(9) 0.0271(11) 0.0247(10) 0.0023(9) 0.0075(8) 0.0029(8) C14 0.0265(10) 0.0186(10) 0.0257(10) 0.0000(8) 0.0102(8) 0.0000(8) C15 0.0246(10) 0.0218(10) 0.0289(11) 0.0011(8) 0.0096(9) 0.0005(8) C16 0.0287(11) 0.0239(11) 0.0323(12) 0.0003(9) 0.0143(9) -0.0010(8) C17 0.0358(12) 0.0241(11) 0.0268(11) -0.0012(9) 0.0133(9) -0.0022(9) C18 0.0294(11) 0.0312(12) 0.0263(11) -0.0005(9) 0.0056(9) -0.0030(9) C19 0.0245(10) 0.0269(11) 0.0297(11) 0.0002(9) 0.0092(9) -0.0022(8) C20 0.0249(11) 0.0441(14) 0.0359(13) 0.0104(11) 0.0110(9) -0.0034(10) F1 0.0318(7) 0.0367(7) 0.0367(7) 0.0115(6) 0.0048(5) 0.0028(6) F2 0.0606(10) 0.0394(9) 0.0558(10) 0.0090(8) -0.0168(8) -0.0213(7) F3 0.0233(7) 0.158(2) 0.0467(10) 0.0257(12) 0.0144(7) 0.0114(10) C21 0.0393(14) 0.0414(15) 0.0302(13) -0.0008(10) 0.0146(11) -0.0036(10) F4 0.0650(11) 0.1236(17) 0.0400(9) 0.0340(11) 0.0210(8) 0.0269(12) F5 0.0690(11) 0.0890(13) 0.0350(8) 0.0021(8) 0.0233(8) -0.0361(10) F6 0.1280(17) 0.0571(11) 0.0406(9) -0.0126(8) 0.0425(10) -0.0092(11) C22 0.0259(11) 0.0508(15) 0.0311(12) 0.0071(11) 0.0061(9) -0.0064(10) F7 0.0426(9) 0.0567(10) 0.0682(11) 0.0090(8) 0.0130(8) -0.0227(7) F8 0.0248(7) 0.0910(13) 0.0408(8) 0.0192(8) 0.0021(6) -0.0038(7) F9 0.0276(7) 0.0844(12) 0.0379(8) -0.0006(8) 0.0154(6) 0.0007(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 O1 2.0415(15) . ? Sn1 C7 2.111(2) . ? Sn1 C1 2.112(2) . ? Sn1 O1 2.1569(14) 3_666 ? Sn1 O2 2.1740(14) . ? O1 Sn1 2.1569(14) 3_666 ? C1 C6 1.388(3) . ? C1 C2 1.391(3) . ? C2 C3 1.385(3) . ? C3 C4 1.386(3) . ? C4 C5 1.379(3) . ? C5 C6 1.384(3) . ? C7 C12 1.378(3) . ? C7 C8 1.392(3) . ? C8 C9 1.389(4) . ? C9 C10 1.366(5) . ? C10 C11 1.373(5) . ? C11 C12 1.387(4) . ? O2 C13 1.276(3) . ? O3 C13 1.227(2) . ? C13 C14 1.520(3) . ? C14 C19 1.398(3) . ? C14 C15 1.400(3) . ? C15 C16 1.385(3) . ? C15 C20 1.503(3) . ? C16 C17 1.380(3) . ? C17 C18 1.387(3) . ? C17 C21 1.498(3) . ? C18 C19 1.379(3) . ? C19 C22 1.515(3) . ? C20 F3 1.321(3) . ? C20 F1 1.332(3) . ? C20 F2 1.340(3) . ? C21 F5 1.311(3) . ? C21 F6 1.324(3) . ? C21 F4 1.336(3) . ? C22 F7 1.327(3) . ? C22 F8 1.333(3) . ? C22 F9 1.334(3) . ? 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 O1 Sn1 C7 110.43(7) . . ? O1 Sn1 C1 112.17(7) . . ? C7 Sn1 C1 137.38(8) . . ? O1 Sn1 O1 70.83(6) . 3_666 ? C7 Sn1 O1 95.84(7) . 3_666 ? C1 Sn1 O1 96.60(7) . 3_666 ? O1 Sn1 O2 87.70(5) . . ? C7 Sn1 O2 93.95(7) . . ? C1 Sn1 O2 89.07(7) . . ? O1 Sn1 O2 158.39(6) 3_666 . ? Sn1 O1 Sn1 109.17(6) . 3_666 ? C6 C1 C2 119.2(2) . . ? C6 C1 Sn1 120.91(15) . . ? C2 C1 Sn1 119.82(15) . . ? C3 C2 C1 120.5(2) . . ? C2 C3 C4 119.7(2) . . ? C5 C4 C3 120.0(2) . . ? C4 C5 C6 120.4(2) . . ? C5 C6 C1 120.1(2) . . ? C12 C7 C8 119.5(2) . . ? C12 C7 Sn1 120.34(17) . . ? C8 C7 Sn1 120.05(17) . . ? C9 C8 C7 119.5(3) . . ? C10 C9 C8 120.4(3) . . ? C9 C10 C11 120.4(3) . . ? C10 C11 C12 119.9(3) . . ? C7 C12 C11 120.3(3) . . ? C13 O2 Sn1 127.62(13) . . ? O3 C13 O2 127.33(19) . . ? O3 C13 C14 118.09(18) . . ? O2 C13 C14 114.54(17) . . ? C19 C14 C15 117.78(19) . . ? C19 C14 C13 119.92(17) . . ? C15 C14 C13 122.29(18) . . ? C16 C15 C14 121.1(2) . . ? C16 C15 C20 117.59(18) . . ? C14 C15 C20 121.34(19) . . ? C17 C16 C15 119.9(2) . . ? C16 C17 C18 120.1(2) . . ? C16 C17 C21 120.4(2) . . ? C18 C17 C21 119.5(2) . . ? C19 C18 C17 119.9(2) . . ? C18 C19 C14 121.24(19) . . ? C18 C19 C22 117.64(19) . . ? C14 C19 C22 121.11(19) . . ? F3 C20 F1 107.4(2) . . ? F3 C20 F2 106.7(2) . . ? F1 C20 F2 105.41(19) . . ? F3 C20 C15 111.6(2) . . ? F1 C20 C15 113.26(18) . . ? F2 C20 C15 112.1(2) . . ? F5 C21 F6 107.8(2) . . ? F5 C21 F4 106.7(2) . . ? F6 C21 F4 104.5(2) . . ? F5 C21 C17 113.4(2) . . ? F6 C21 C17 111.39(19) . . ? F4 C21 C17 112.5(2) . . ? F7 C22 F8 106.8(2) . . ? F7 C22 F9 107.2(2) . . ? F8 C22 F9 106.4(2) . . ? F7 C22 C19 112.4(2) . . ? F8 C22 C19 111.18(18) . . ? F9 C22 C19 112.47(19) . . ? 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 C7 Sn1 O1 Sn1 89.17(9) . . . 3_666 ? C1 Sn1 O1 Sn1 -89.42(8) . . . 3_666 ? O1 Sn1 O1 Sn1 0.0 3_666 . . 3_666 ? O2 Sn1 O1 Sn1 -177.47(7) . . . 3_666 ? O1 Sn1 C1 C6 62.10(19) . . . . ? C7 Sn1 C1 C6 -115.95(19) . . . . ? O1 Sn1 C1 C6 -9.86(18) 3_666 . . . ? O2 Sn1 C1 C6 149.23(18) . . . . ? O1 Sn1 C1 C2 -115.41(17) . . . . ? C7 Sn1 C1 C2 66.5(2) . . . . ? O1 Sn1 C1 C2 172.64(17) 3_666 . . . ? O2 Sn1 C1 C2 -28.27(17) . . . . ? C6 C1 C2 C3 -0.5(3) . . . . ? Sn1 C1 C2 C3 177.03(17) . . . . ? C1 C2 C3 C4 -0.3(4) . . . . ? C2 C3 C4 C5 0.5(4) . . . . ? C3 C4 C5 C6 0.2(4) . . . . ? C4 C5 C6 C1 -1.0(4) . . . . ? C2 C1 C6 C5 1.2(3) . . . . ? Sn1 C1 C6 C5 -176.36(17) . . . . ? O1 Sn1 C7 C12 -65.4(2) . . . . ? C1 Sn1 C7 C12 112.6(2) . . . . ? O1 Sn1 C7 C12 6.3(2) 3_666 . . . ? O2 Sn1 C7 C12 -154.44(19) . . . . ? O1 Sn1 C7 C8 111.29(18) . . . . ? C1 Sn1 C7 C8 -70.6(2) . . . . ? O1 Sn1 C7 C8 -177.01(17) 3_666 . . . ? O2 Sn1 C7 C8 22.28(18) . . . . ? C12 C7 C8 C9 -0.4(4) . . . . ? Sn1 C7 C8 C9 -177.16(19) . . . . ? C7 C8 C9 C10 -0.3(4) . . . . ? C8 C9 C10 C11 1.0(5) . . . . ? C9 C10 C11 C12 -1.2(5) . . . . ? C8 C7 C12 C11 0.3(4) . . . . ? Sn1 C7 C12 C11 177.0(2) . . . . ? C10 C11 C12 C7 0.5(5) . . . . ? O1 Sn1 O2 C13 -6.36(16) . . . . ? C7 Sn1 O2 C13 103.97(17) . . . . ? C1 Sn1 O2 C13 -118.59(17) . . . . ? O1 Sn1 O2 C13 -12.8(3) 3_666 . . . ? Sn1 O2 C13 O3 -20.3(3) . . . . ? Sn1 O2 C13 C14 157.41(13) . . . . ? O3 C13 C14 C19 69.6(3) . . . . ? O2 C13 C14 C19 -108.3(2) . . . . ? O3 C13 C14 C15 -109.1(2) . . . . ? O2 C13 C14 C15 73.0(2) . . . . ? C19 C14 C15 C16 -0.8(3) . . . . ? C13 C14 C15 C16 177.90(19) . . . . ? C19 C14 C15 C20 178.1(2) . . . . ? C13 C14 C15 C20 -3.1(3) . . . . ? C14 C15 C16 C17 -0.3(3) . . . . ? C20 C15 C16 C17 -179.4(2) . . . . ? C15 C16 C17 C18 1.3(3) . . . . ? C15 C16 C17 C21 -176.7(2) . . . . ? C16 C17 C18 C19 -1.0(3) . . . . ? C21 C17 C18 C19 177.1(2) . . . . ? C17 C18 C19 C14 -0.3(3) . . . . ? C17 C18 C19 C22 -179.5(2) . . . . ? C15 C14 C19 C18 1.1(3) . . . . ? C13 C14 C19 C18 -177.6(2) . . . . ? C15 C14 C19 C22 -179.6(2) . . . . ? C13 C14 C19 C22 1.6(3) . . . . ? C16 C15 C20 F3 -23.9(3) . . . . ? C14 C15 C20 F3 157.1(2) . . . . ? C16 C15 C20 F1 -145.2(2) . . . . ? C14 C15 C20 F1 35.7(3) . . . . ? C16 C15 C20 F2 95.6(2) . . . . ? C14 C15 C20 F2 -83.4(3) . . . . ? C16 C17 C21 F5 -27.3(3) . . . . ? C18 C17 C21 F5 154.7(2) . . . . ? C16 C17 C21 F6 94.5(3) . . . . ? C18 C17 C21 F6 -83.5(3) . . . . ? C16 C17 C21 F4 -148.5(2) . . . . ? C18 C17 C21 F4 33.5(3) . . . . ? C18 C19 C22 F7 97.8(2) . . . . ? C14 C19 C22 F7 -81.4(3) . . . . ? C18 C19 C22 F8 -21.8(3) . . . . ? C14 C19 C22 F8 158.9(2) . . . . ? C18 C19 C22 F9 -141.1(2) . . . . ? C14 C19 C22 F9 39.6(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 O1 H100 O3 0.811(17) 1.91(2) 2.664(2) 154(3) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.500 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.062