# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Science # This journal is © The Royal Society of Chemistry and Owner Societies 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H20 F6 N2 S2' _chemical_formula_weight 550.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.522(14) _cell_length_b 11.509(10) _cell_length_c 15.025(13) _cell_angle_alpha 90.00 _cell_angle_beta 113.500(14) _cell_angle_gamma 90.00 _cell_volume 2461(4) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 2382 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 20.52 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.486 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1128 _exptl_absorpt_coefficient_mu 0.282 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25965 _diffrn_reflns_av_R_equivalents 0.1679 _diffrn_reflns_av_sigmaI/netI 0.1216 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5033 _reflns_number_gt 3328 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0651P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5033 _refine_ls_number_parameters 402 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1134 _refine_ls_R_factor_gt 0.0686 _refine_ls_wR_factor_ref 0.1644 _refine_ls_wR_factor_gt 0.1470 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3379(3) 0.1896(3) 0.9941(3) 0.0263(9) Uani 1 1 d . . . H1A H 0.2949 0.1283 0.9963 0.039 Uiso 1 1 calc R . . H1B H 0.3934 0.1908 1.0555 0.039 Uiso 1 1 calc R . . H1C H 0.3571 0.1744 0.9405 0.039 Uiso 1 1 calc R . . C2 C 0.2889(3) 0.3051(3) 0.9788(2) 0.0193(8) Uani 1 1 d . . . C3 C 0.1941(3) 0.3291(3) 0.9413(2) 0.0195(8) Uani 1 1 d . . . C4 C 0.1188(2) 0.2445(3) 0.8952(3) 0.0186(8) Uani 1 1 d . A . C5 C 0.0303(3) 0.2462(3) 0.9118(3) 0.0233(9) Uani 1 1 d . . . C7 C 0.0260(3) 0.0943(4) 0.8005(3) 0.0270(10) Uani 1 1 d . . . C8 C 0.1158(3) 0.1601(3) 0.8313(3) 0.0205(8) Uani 1 1 d . A . C9 C 0.1834(2) 0.1345(3) 0.7891(2) 0.0191(8) Uani 1 1 d . . . C10 C 0.2176(3) 0.2155(3) 0.7446(2) 0.0212(9) Uani 1 1 d . A . C11 C 0.1907(3) 0.3401(3) 0.7234(3) 0.0267(9) Uani 1 1 d . . . H11A H 0.1238 0.3495 0.7095 0.040 Uiso 1 1 calc R A . H11B H 0.2027 0.3650 0.6669 0.040 Uiso 1 1 calc R . . H11C H 0.2280 0.3877 0.7797 0.040 Uiso 1 1 calc R . . C12 C 0.1761(3) 0.4500(3) 0.9469(3) 0.0213(9) Uani 1 1 d . . . H12 H 0.1145 0.4811 0.9266 0.026 Uiso 1 1 calc R . . C13 C 0.2543(3) 0.5165(3) 0.9837(2) 0.0192(8) Uani 1 1 d . . . C14 C 0.2614(3) 0.6427(3) 0.9953(2) 0.0211(9) Uani 1 1 d . . . C15 C 0.1851(3) 0.7082(3) 0.9931(3) 0.0221(9) Uani 1 1 d . . . H15 H 0.1280 0.6710 0.9857 0.026 Uiso 1 1 calc R . . C16 C 0.1929(3) 0.8252(4) 1.0015(3) 0.0288(10) Uani 1 1 d . . . H16 H 0.1394 0.8676 0.9989 0.035 Uiso 1 1 calc R . . C17 C 0.3450(3) 0.8223(3) 1.0167(2) 0.0231(9) Uani 1 1 d . . . C18 C 0.3422(3) 0.7025(3) 1.0072(3) 0.0222(9) Uani 1 1 d . . . H18 H 0.3960 0.6616 1.0089 0.027 Uiso 1 1 calc R . . C19 C 0.4328(3) 0.8896(4) 1.0296(3) 0.0314(10) Uani 1 1 d . . . H19A H 0.4261 0.9701 1.0471 0.047 Uiso 1 1 calc R . . H19B H 0.4421 0.8884 0.9688 0.047 Uiso 1 1 calc R . . H19C H 0.4871 0.8539 1.0813 0.047 Uiso 1 1 calc R . . C20 C 0.2246(2) 0.0229(3) 0.7944(2) 0.0190(8) Uani 1 1 d . A . H20 H 0.2074 -0.0431 0.8217 0.023 Uiso 1 1 calc R . . C21 C 0.2909(2) 0.0197(3) 0.7566(2) 0.0189(8) Uani 1 1 d . . . C22 C 0.3503(2) -0.0781(3) 0.7543(2) 0.0177(8) Uani 1 1 d . A . C23 C 0.3247(3) -0.1917(3) 0.7633(2) 0.0220(9) Uani 1 1 d . . . H23 H 0.2664 -0.2066 0.7681 0.026 Uiso 1 1 calc R A . C24 C 0.3823(3) -0.2823(3) 0.7654(2) 0.0219(9) Uani 1 1 d . A . C25 C 0.4884(3) -0.1589(3) 0.7484(3) 0.0232(9) Uani 1 1 d . A . H25 H 0.5461 -0.1468 0.7419 0.028 Uiso 1 1 calc R . . C26 C 0.4358(3) -0.0630(3) 0.7463(2) 0.0199(8) Uani 1 1 d . . . H26 H 0.4572 0.0125 0.7395 0.024 Uiso 1 1 calc R A . C27 C 0.3544(3) -0.4062(3) 0.7742(3) 0.0267(10) Uani 1 1 d . . . H27A H 0.3410 -0.4471 0.7129 0.040 Uiso 1 1 calc R A . H27B H 0.2982 -0.4064 0.7887 0.040 Uiso 1 1 calc R . . H27C H 0.4060 -0.4453 0.8265 0.040 Uiso 1 1 calc R . . C6A C -0.0181(8) 0.1329(11) 0.8744(8) 0.037(3) Uani 0.595(5) 1 d P A 1 C6B C -0.0382(11) 0.1623(15) 0.8292(10) 0.027(3) Uani 0.405(5) 1 d P A 2 F1A F -0.0260(6) 0.3363(7) 0.8646(4) 0.0323(16) Uani 0.595(5) 1 d P A 1 F2A F 0.0451(4) 0.2615(5) 1.0070(4) 0.0320(14) Uani 0.595(5) 1 d P A 1 F3A F -0.1116(13) 0.1396(14) 0.8339(14) 0.056(4) Uani 0.595(5) 1 d P A 1 F4A F 0.0043(3) 0.0531(4) 0.9465(3) 0.0439(15) Uani 0.595(5) 1 d P A 1 F5A F -0.0346(4) 0.1238(6) 0.7114(5) 0.0429(16) Uani 0.595(5) 1 d P A 1 F6A F 0.0328(9) -0.0230(10) 0.8000(6) 0.039(2) Uani 0.595(5) 1 d P A 1 F1B F -0.0094(9) 0.3505(12) 0.9086(7) 0.037(3) Uani 0.405(5) 1 d P A 2 F2B F 0.0443(6) 0.1971(8) 0.9967(6) 0.032(2) Uani 0.405(5) 1 d P A 2 F3B F -0.0929(4) 0.2336(6) 0.7535(4) 0.039(2) Uani 0.405(5) 1 d P A 2 F4B F -0.0963(19) 0.1028(19) 0.8529(19) 0.045(5) Uani 0.405(5) 1 d P A 2 F5B F -0.0111(6) 0.0740(10) 0.7006(6) 0.045(3) Uani 0.405(5) 1 d P A 2 F6B F 0.0414(12) -0.0125(13) 0.8401(8) 0.033(3) Uani 0.405(5) 1 d P A 2 N1 N 0.2713(2) 0.8864(3) 1.0134(2) 0.0272(8) Uani 1 1 d . . . N2 N 0.4653(2) -0.2684(3) 0.7589(2) 0.0220(7) Uani 1 1 d . . . S1 S 0.35362(7) 0.42954(9) 1.01517(7) 0.0212(3) Uani 1 1 d . . . S2 S 0.30129(7) 0.15556(9) 0.71187(7) 0.0228(3) Uani 1 1 d . A . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.025(2) 0.026(2) 0.022(2) -0.0038(17) 0.0041(18) 0.0027(19) C2 0.023(2) 0.024(2) 0.0124(18) -0.0034(16) 0.0088(16) -0.0025(17) C3 0.026(2) 0.020(2) 0.0156(18) -0.0028(16) 0.0109(17) 0.0003(17) C4 0.0123(19) 0.023(2) 0.0184(19) -0.0018(16) 0.0042(16) -0.0004(16) C5 0.024(2) 0.023(2) 0.025(2) -0.0028(18) 0.0117(18) 0.0009(18) C7 0.024(2) 0.025(2) 0.029(2) -0.0094(19) 0.0065(19) -0.0010(18) C8 0.018(2) 0.022(2) 0.0177(19) 0.0024(16) 0.0029(16) 0.0020(17) C9 0.0160(19) 0.022(2) 0.0146(18) -0.0020(16) 0.0008(16) 0.0005(17) C10 0.022(2) 0.027(2) 0.0126(18) -0.0041(16) 0.0045(16) 0.0029(18) C11 0.032(2) 0.023(2) 0.027(2) 0.0019(18) 0.0142(19) 0.0042(19) C12 0.017(2) 0.028(2) 0.0182(19) -0.0024(17) 0.0055(16) 0.0013(18) C13 0.023(2) 0.023(2) 0.0117(18) 0.0015(15) 0.0068(16) 0.0074(18) C14 0.018(2) 0.033(2) 0.0104(18) 0.0007(16) 0.0041(16) -0.0014(18) C15 0.023(2) 0.026(2) 0.0188(19) -0.0031(17) 0.0093(17) -0.0019(18) C16 0.027(2) 0.038(3) 0.022(2) 0.0006(19) 0.0105(18) 0.003(2) C17 0.026(2) 0.029(2) 0.0148(19) 0.0018(17) 0.0085(17) -0.0042(19) C18 0.023(2) 0.024(2) 0.019(2) -0.0001(17) 0.0085(17) 0.0005(18) C19 0.034(3) 0.026(2) 0.036(2) -0.0011(19) 0.016(2) -0.008(2) C20 0.019(2) 0.024(2) 0.0131(18) -0.0013(16) 0.0052(16) -0.0012(17) C21 0.0171(19) 0.023(2) 0.0123(18) -0.0036(16) 0.0013(15) -0.0033(17) C22 0.018(2) 0.022(2) 0.0113(18) -0.0033(16) 0.0049(16) -0.0007(17) C23 0.022(2) 0.027(2) 0.0170(19) -0.0042(17) 0.0075(17) -0.0058(18) C24 0.028(2) 0.025(2) 0.0124(18) -0.0032(16) 0.0070(17) -0.0005(19) C25 0.018(2) 0.032(2) 0.0183(19) -0.0001(18) 0.0064(17) -0.0029(19) C26 0.025(2) 0.020(2) 0.0140(18) -0.0004(16) 0.0072(16) -0.0037(17) C27 0.032(2) 0.020(2) 0.032(2) 0.0015(17) 0.017(2) 0.0025(18) C6A 0.018(6) 0.054(8) 0.042(7) -0.007(6) 0.016(6) 0.000(5) C6B 0.015(8) 0.044(9) 0.024(8) -0.011(7) 0.009(7) -0.008(6) F1A 0.023(3) 0.027(3) 0.046(4) 0.000(3) 0.012(4) 0.004(2) F2A 0.026(3) 0.048(4) 0.028(3) -0.007(3) 0.017(2) -0.002(3) F3A 0.024(5) 0.057(9) 0.090(9) -0.036(6) 0.025(5) -0.017(5) F4A 0.054(3) 0.035(3) 0.062(3) 0.001(2) 0.043(3) -0.003(2) F5A 0.028(3) 0.061(5) 0.032(3) -0.018(3) 0.003(2) -0.006(3) F6A 0.035(4) 0.031(3) 0.059(6) -0.016(5) 0.026(5) -0.009(3) F1B 0.028(6) 0.040(5) 0.049(7) -0.006(6) 0.021(6) 0.003(4) F2B 0.027(4) 0.051(6) 0.023(4) 0.002(4) 0.014(3) -0.008(5) F3B 0.020(3) 0.062(5) 0.031(4) -0.006(3) 0.004(3) 0.007(3) F4B 0.034(9) 0.057(12) 0.061(8) -0.023(8) 0.038(8) -0.016(8) F5B 0.022(4) 0.082(8) 0.024(4) -0.024(5) 0.004(3) 0.004(4) F6B 0.029(5) 0.020(5) 0.051(8) 0.000(6) 0.017(7) -0.008(4) N1 0.033(2) 0.027(2) 0.0240(18) 0.0015(15) 0.0131(16) 0.0002(16) N2 0.0203(18) 0.028(2) 0.0179(16) -0.0001(14) 0.0075(14) -0.0020(15) S1 0.0206(5) 0.0241(6) 0.0181(5) -0.0028(4) 0.0071(4) -0.0018(4) S2 0.0295(6) 0.0225(6) 0.0203(5) 0.0018(4) 0.0142(4) 0.0027(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.503(5) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.377(5) . ? C2 S1 1.709(4) . ? C3 C12 1.429(5) . ? C3 C4 1.465(5) . ? C4 C8 1.353(5) . ? C4 C5 1.491(5) . ? C5 F2B 1.331(9) . ? C5 F1B 1.342(14) . ? C5 F1A 1.359(9) . ? C5 F2A 1.366(7) . ? C5 C6A 1.499(13) . ? C5 C6B 1.598(16) . ? C7 F5A 1.337(7) . ? C7 F6B 1.344(17) . ? C7 F6A 1.354(12) . ? C7 F5B 1.396(9) . ? C7 C6B 1.461(16) . ? C7 C8 1.488(5) . ? C7 C6A 1.584(12) . ? C8 C9 1.456(5) . ? C9 C10 1.371(5) . ? C9 C20 1.423(5) . ? C10 C11 1.491(5) . ? C10 S2 1.708(4) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.353(5) . ? C12 H12 0.9500 . ? C13 C14 1.463(6) . ? C13 S1 1.737(4) . ? C14 C18 1.378(5) . ? C14 C15 1.393(5) . ? C15 C16 1.353(6) . ? C15 H15 0.9500 . ? C16 N1 1.356(5) . ? C16 H16 0.9500 . ? C17 N1 1.346(5) . ? C17 C18 1.384(6) . ? C17 C19 1.511(5) . ? C18 H18 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.361(5) . ? C20 H20 0.9500 . ? C21 C22 1.463(5) . ? C21 S2 1.735(4) . ? C22 C26 1.390(5) . ? C22 C23 1.390(5) . ? C23 C24 1.365(5) . ? C23 H23 0.9500 . ? C24 N2 1.340(5) . ? C24 C27 1.511(5) . ? C25 N2 1.336(5) . ? C25 C26 1.366(5) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C6A F3A 1.33(2) . ? C6A F4A 1.356(12) . ? C6B F4B 1.29(3) . ? C6B F3B 1.386(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C1 129.2(4) . . ? C3 C2 S1 111.1(3) . . ? C1 C2 S1 119.7(3) . . ? C2 C3 C12 111.9(3) . . ? C2 C3 C4 125.5(3) . . ? C12 C3 C4 122.5(3) . . ? C8 C4 C3 127.4(3) . . ? C8 C4 C5 110.8(3) . . ? C3 C4 C5 121.7(3) . . ? F2B C5 F1B 108.2(6) . . ? F1A C5 F2A 104.7(4) . . ? F2B C5 C4 110.2(5) . . ? F1B C5 C4 116.5(7) . . ? F1A C5 C4 111.5(5) . . ? F2A C5 C4 113.3(4) . . ? F1A C5 C6A 110.3(6) . . ? F2A C5 C6A 110.8(5) . . ? C4 C5 C6A 106.5(5) . . ? F2B C5 C6B 107.0(7) . . ? F1B C5 C6B 111.0(8) . . ? C4 C5 C6B 103.5(6) . . ? F5A C7 F6A 105.8(5) . . ? F6B C7 F5B 104.3(7) . . ? F6A C7 F5B 80.1(6) . . ? F6B C7 C6B 112.4(9) . . ? F5B C7 C6B 111.7(7) . . ? F5A C7 C8 112.3(4) . . ? F6B C7 C8 110.4(8) . . ? F6A C7 C8 116.4(6) . . ? F5B C7 C8 110.7(5) . . ? C6B C7 C8 107.5(7) . . ? F5A C7 C6A 107.6(5) . . ? F6A C7 C6A 109.8(7) . . ? C8 C7 C6A 104.6(5) . . ? C4 C8 C9 128.8(4) . . ? C4 C8 C7 110.4(3) . . ? C9 C8 C7 120.6(3) . . ? C10 C9 C20 112.9(3) . . ? C10 C9 C8 124.1(3) . . ? C20 C9 C8 122.9(3) . . ? C9 C10 C11 129.0(3) . . ? C9 C10 S2 110.6(3) . . ? C11 C10 S2 120.4(3) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 C3 114.2(3) . . ? C13 C12 H12 122.9 . . ? C3 C12 H12 122.9 . . ? C12 C13 C14 128.5(3) . . ? C12 C13 S1 109.9(3) . . ? C14 C13 S1 121.6(3) . . ? C18 C14 C15 117.0(4) . . ? C18 C14 C13 122.2(4) . . ? C15 C14 C13 120.8(3) . . ? C16 C15 C14 119.6(4) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 N1 124.8(4) . . ? C15 C16 H16 117.6 . . ? N1 C16 H16 117.6 . . ? N1 C17 C18 123.4(4) . . ? N1 C17 C19 115.6(4) . . ? C18 C17 C19 120.9(4) . . ? C14 C18 C17 120.0(4) . . ? C14 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C9 113.5(3) . . ? C21 C20 H20 123.2 . . ? C9 C20 H20 123.2 . . ? C20 C21 C22 128.3(4) . . ? C20 C21 S2 109.9(3) . . ? C22 C21 S2 121.8(3) . . ? C26 C22 C23 116.5(3) . . ? C26 C22 C21 122.6(3) . . ? C23 C22 C21 120.9(3) . . ? C24 C23 C22 120.7(4) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? N2 C24 C23 123.2(4) . . ? N2 C24 C27 115.8(3) . . ? C23 C24 C27 121.0(4) . . ? N2 C25 C26 125.4(4) . . ? N2 C25 H25 117.3 . . ? C26 C25 H25 117.3 . . ? C25 C26 C22 118.7(4) . . ? C25 C26 H26 120.7 . . ? C22 C26 H26 120.7 . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? F3A C6A F4A 106.9(12) . . ? F3A C6A C5 114.4(11) . . ? F4A C6A C5 111.1(8) . . ? F3A C6A C7 113.1(11) . . ? F4A C6A C7 109.0(8) . . ? C5 C6A C7 102.4(7) . . ? F4B C6B F3B 105.9(16) . . ? F4B C6B C7 115.6(15) . . ? F3B C6B C7 110.0(10) . . ? F4B C6B C5 115.3(15) . . ? F3B C6B C5 106.3(11) . . ? C7 C6B C5 103.4(9) . . ? C17 N1 C16 115.2(4) . . ? C25 N2 C24 115.6(3) . . ? C2 S1 C13 92.9(2) . . ? C10 S2 C21 93.10(19) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.834 _refine_diff_density_min -0.537 _refine_diff_density_rms 0.093 _database_code_depnum_ccdc_archive 'CCDC 951471' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1aRBINOL _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C49 H37 F6 N3 O2 S2' _chemical_formula_weight 877.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 11.2226(6) _cell_length_b 14.6368(7) _cell_length_c 14.7457(7) _cell_angle_alpha 82.159(2) _cell_angle_beta 68.326(2) _cell_angle_gamma 88.858(3) _cell_volume 2228.66(19) _cell_formula_units_Z 2 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 8186 _cell_measurement_theta_min 4.14 _cell_measurement_theta_max 66.78 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.308 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 908 _exptl_absorpt_coefficient_mu 1.659 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4360 _exptl_absorpt_correction_T_max 0.9676 _exptl_absorpt_process_details ; SADABS; Sheldrick 1997 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19030 _diffrn_reflns_av_R_equivalents 0.0538 _diffrn_reflns_av_sigmaI/netI 0.0868 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 67.13 _reflns_number_total 10640 _reflns_number_gt 9778 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1999P)^2^+0.2828P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.08(2) _refine_ls_number_reflns 10640 _refine_ls_number_parameters 1150 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0918 _refine_ls_R_factor_gt 0.0873 _refine_ls_wR_factor_ref 0.2442 _refine_ls_wR_factor_gt 0.2335 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.0696(6) 1.0016(4) 0.5866(4) 0.0488(13) Uani 1 1 d . . . C2 C 1.0728(6) 1.0976(5) 0.5879(5) 0.0525(15) Uani 1 1 d . . . H2 H 1.1525 1.1310 0.5573 0.063 Uiso 1 1 calc R . . C3 C 0.9654(6) 1.1433(5) 0.6314(5) 0.0506(13) Uani 1 1 d . . . H3 H 0.9696 1.2083 0.6296 0.061 Uiso 1 1 calc R . . C4 C 0.8452(6) 1.0934(4) 0.6802(5) 0.0501(13) Uani 1 1 d . . . C5 C 0.7324(7) 1.1395(5) 0.7283(5) 0.0570(15) Uani 1 1 d . . . H5 H 0.7355 1.2047 0.7247 0.068 Uiso 1 1 calc R . . C6 C 0.6182(7) 1.0912(6) 0.7804(5) 0.0618(16) Uani 1 1 d . . . H6 H 0.5424 1.1223 0.8127 0.074 Uiso 1 1 calc R . . C7 C 0.6163(7) 0.9944(5) 0.7848(5) 0.0606(16) Uani 1 1 d . . . H7 H 0.5382 0.9605 0.8218 0.073 Uiso 1 1 calc R . . C8 C 0.7221(6) 0.9479(5) 0.7381(5) 0.0532(14) Uani 1 1 d . . . H8 H 0.7168 0.8827 0.7424 0.064 Uiso 1 1 calc R . . C9 C 0.8415(6) 0.9964(5) 0.6824(4) 0.0513(13) Uani 1 1 d . . . C10 C 0.9556(6) 0.9496(4) 0.6337(4) 0.0486(13) Uani 1 1 d . . . C11 C 0.8849(6) 0.8078(5) 0.5890(5) 0.0508(13) Uani 1 1 d . . . C12 C 0.8848(6) 0.7117(4) 0.5883(5) 0.0516(13) Uani 1 1 d . . . H12 H 0.8355 0.6848 0.5579 0.062 Uiso 1 1 calc R . . C13 C 0.9546(7) 0.6572(5) 0.6307(5) 0.0609(16) Uani 1 1 d . . . H13 H 0.9532 0.5925 0.6296 0.073 Uiso 1 1 calc R . . C14 C 1.0291(6) 0.6945(5) 0.6762(5) 0.0552(14) Uani 1 1 d . . . C15 C 1.1054(8) 0.6387(6) 0.7195(6) 0.0652(17) Uani 1 1 d . . . H15 H 1.1076 0.5742 0.7162 0.078 Uiso 1 1 calc R . . C16 C 1.1746(7) 0.6747(6) 0.7649(5) 0.0632(17) Uani 1 1 d . . . H16 H 1.2271 0.6366 0.7910 0.076 Uiso 1 1 calc R . . C17 C 1.1679(7) 0.7707(5) 0.7732(5) 0.0605(16) Uani 1 1 d . . . H17 H 1.2119 0.7962 0.8084 0.073 Uiso 1 1 calc R . . C18 C 1.0972(6) 0.8266(5) 0.7301(5) 0.0544(14) Uani 1 1 d . . . H18 H 1.0962 0.8908 0.7341 0.065 Uiso 1 1 calc R . . C19 C 1.0268(6) 0.7913(5) 0.6806(4) 0.0511(13) Uani 1 1 d . . . C20 C 0.9560(6) 0.8487(5) 0.6330(5) 0.0513(13) Uani 1 1 d . . . C21 C 0.4559(6) 0.5489(4) 0.1853(4) 0.0490(13) Uani 1 1 d . . . C22 C 0.4458(7) 0.6451(5) 0.1835(5) 0.0573(15) Uani 1 1 d . . . H22 H 0.3647 0.6699 0.2161 0.069 Uiso 1 1 calc R . . C23 C 0.5503(8) 0.7036(5) 0.1359(5) 0.0593(15) Uani 1 1 d . . . H23 H 0.5406 0.7684 0.1343 0.071 Uiso 1 1 calc R . . C24 C 0.6717(7) 0.6685(5) 0.0895(5) 0.0570(15) Uani 1 1 d . . . C25 C 0.7852(9) 0.7288(6) 0.0420(7) 0.076(2) Uani 1 1 d . . . H25 H 0.7803 0.7929 0.0469 0.091 Uiso 1 1 calc R . . C26 C 0.8976(9) 0.6929(7) -0.0092(8) 0.089(3) Uani 1 1 d . . . H26 H 0.9696 0.7335 -0.0448 0.107 Uiso 1 1 calc R . . C27 C 0.9120(8) 0.5988(6) -0.0120(6) 0.0688(18) Uani 1 1 d . . . H27 H 0.9941 0.5759 -0.0456 0.083 Uiso 1 1 calc R . . C28 C 0.8089(7) 0.5390(5) 0.0333(5) 0.0568(15) Uani 1 1 d . . . H28 H 0.8192 0.4750 0.0288 0.068 Uiso 1 1 calc R . . C29 C 0.6838(6) 0.5719(5) 0.0882(4) 0.0516(14) Uani 1 1 d . . . C30 C 0.5743(6) 0.5115(4) 0.1373(5) 0.0504(13) Uani 1 1 d . . . C31 C 0.6604(6) 0.3601(5) 0.1796(4) 0.0491(13) Uani 1 1 d . . . C32 C 0.6755(6) 0.2636(5) 0.1769(5) 0.0525(14) Uani 1 1 d . . . H32 H 0.7300 0.2309 0.2053 0.063 Uiso 1 1 calc R . . C33 C 0.6102(7) 0.2179(5) 0.1324(5) 0.0550(14) Uani 1 1 d . . . H33 H 0.6174 0.1531 0.1328 0.066 Uiso 1 1 calc R . . C34 C 0.5331(7) 0.2661(5) 0.0864(5) 0.0560(15) Uani 1 1 d . . . C35 C 0.4685(8) 0.2197(5) 0.0391(6) 0.0635(17) Uani 1 1 d . . . H35 H 0.4743 0.1548 0.0402 0.076 Uiso 1 1 calc R . . C36 C 0.3968(8) 0.2684(5) -0.0086(6) 0.0644(17) Uani 1 1 d . . . H36 H 0.3537 0.2370 -0.0405 0.077 Uiso 1 1 calc R . . C37 C 0.3879(8) 0.3637(6) -0.0100(6) 0.0643(17) Uani 1 1 d . . . H37 H 0.3400 0.3970 -0.0440 0.077 Uiso 1 1 calc R . . C38 C 0.4471(6) 0.4097(5) 0.0369(5) 0.0555(14) Uani 1 1 d . . . H38 H 0.4392 0.4746 0.0354 0.067 Uiso 1 1 calc R . . C39 C 0.5201(6) 0.3626(4) 0.0879(4) 0.0495(13) Uani 1 1 d . . . C40 C 0.5862(6) 0.4099(4) 0.1361(4) 0.0498(13) Uani 1 1 d . . . C41 C 0.5225(6) 0.2823(4) 0.4353(5) 0.0509(13) Uani 1 1 d . . . H41A H 0.5796 0.3332 0.3919 0.076 Uiso 1 1 calc R . . H41B H 0.5489 0.2246 0.4078 0.076 Uiso 1 1 calc R . . H41C H 0.5273 0.2769 0.5008 0.076 Uiso 1 1 calc R . . C42 C 0.3879(7) 0.3009(4) 0.4433(5) 0.0513(14) Uani 1 1 d . . . C43 C 0.2907(6) 0.3350(4) 0.5164(4) 0.0487(13) Uani 1 1 d . . . C44 C 0.3067(6) 0.3607(4) 0.6048(4) 0.0491(13) Uani 1 1 d . A . C45 C 0.2116(7) 0.3232(5) 0.7054(5) 0.0546(15) Uani 1 1 d . A . C46 C 0.2766(9) 0.3404(8) 0.7754(6) 0.079(3) Uani 1 1 d . . . C47 C 0.3880(7) 0.4097(5) 0.7153(5) 0.0569(15) Uani 1 1 d . A . C48 C 0.4003(6) 0.4125(4) 0.6101(5) 0.0509(13) Uani 1 1 d . . . C49 C 0.4985(6) 0.4697(4) 0.5289(5) 0.0478(13) Uani 1 1 d . A . C50 C 0.4719(6) 0.5260(4) 0.4563(5) 0.0499(13) Uani 1 1 d . . . C51 C 0.3455(7) 0.5485(5) 0.4481(5) 0.0562(15) Uani 1 1 d . A . H51A H 0.3310 0.5115 0.4024 0.084 Uiso 1 1 calc R . . H51B H 0.3458 0.6142 0.4235 0.084 Uiso 1 1 calc R . . H51C H 0.2769 0.5347 0.5131 0.084 Uiso 1 1 calc R . . C52 C 0.1721(6) 0.3401(4) 0.4997(5) 0.0512(14) Uani 1 1 d . . . H52 H 0.0944 0.3602 0.5446 0.061 Uiso 1 1 calc R . . C53 C 0.1844(6) 0.3128(4) 0.4116(4) 0.0473(13) Uani 1 1 d . . . C54 C 0.0854(6) 0.3098(4) 0.3693(4) 0.0470(12) Uani 1 1 d . . . C55 C -0.0439(6) 0.3097(4) 0.4300(5) 0.0499(13) Uani 1 1 d . . . H55 H -0.0684 0.3098 0.4989 0.060 Uiso 1 1 calc R . . C56 C -0.1356(7) 0.3096(5) 0.3882(5) 0.0533(14) Uani 1 1 d . . . H56 H -0.2232 0.3095 0.4305 0.064 Uiso 1 1 calc R . . C57 C 0.0147(7) 0.3063(5) 0.2349(5) 0.0573(15) Uani 1 1 d . . . C58 C 0.1115(7) 0.3079(5) 0.2706(5) 0.0570(15) Uani 1 1 d . . . H58 H 0.1982 0.3078 0.2264 0.068 Uiso 1 1 calc R . . C59 C 0.0400(8) 0.3076(8) 0.1281(6) 0.080(2) Uani 1 1 d . . . H59A H 0.0501 0.2444 0.1121 0.119 Uiso 1 1 calc R . . H59B H 0.1186 0.3443 0.0887 0.119 Uiso 1 1 calc R . . H59C H -0.0323 0.3351 0.1132 0.119 Uiso 1 1 calc R . . C60 C 0.6310(6) 0.4747(4) 0.5125(5) 0.0477(12) Uani 1 1 d . . . H60 H 0.6660 0.4440 0.5576 0.057 Uiso 1 1 calc R A . C61 C 0.7039(7) 0.5273(4) 0.4268(5) 0.0516(13) Uani 1 1 d . A . C62 C 0.8440(6) 0.5419(4) 0.3844(5) 0.0493(13) Uani 1 1 d . . . C63 C 0.9161(6) 0.5363(4) 0.4454(5) 0.0507(13) Uani 1 1 d . A . H63 H 0.8751 0.5269 0.5151 0.061 Uiso 1 1 calc R . . C64 C 1.0479(6) 0.5450(5) 0.4010(5) 0.0528(14) Uani 1 1 d . . . H64 H 1.0961 0.5393 0.4425 0.063 Uiso 1 1 calc R A . C65 C 1.0447(7) 0.5667(5) 0.2452(5) 0.0593(15) Uani 1 1 d . . . C66 C 0.9107(7) 0.5599(5) 0.2832(5) 0.0579(15) Uani 1 1 d . A . H66 H 0.8651 0.5676 0.2398 0.069 Uiso 1 1 calc R . . C67 C 1.1210(9) 0.5835(8) 0.1370(6) 0.079(2) Uani 1 1 d . A . H67A H 1.1565 0.6470 0.1186 0.119 Uiso 1 1 calc R . . H67B H 1.0654 0.5744 0.1008 0.119 Uiso 1 1 calc R . . H67C H 1.1911 0.5403 0.1205 0.119 Uiso 1 1 calc R . . C68 C 0.0218(6) 0.7983(5) 0.3294(5) 0.0501(13) Uani 1 1 d . . . H68A H -0.0369 0.8414 0.3680 0.075 Uiso 1 1 calc R . . H68B H -0.0021 0.7352 0.3632 0.075 Uiso 1 1 calc R . . H68C H 0.0166 0.8034 0.2641 0.075 Uiso 1 1 calc R . . C69 C 0.1569(6) 0.8214(4) 0.3187(5) 0.0488(13) Uani 1 1 d . . . C70 C 0.2497(6) 0.8761(4) 0.2437(5) 0.0500(13) Uani 1 1 d . . . C71 C 0.2251(6) 0.9256(4) 0.1580(4) 0.0452(12) Uani 1 1 d . . . C72 C 0.3066(7) 0.9103(5) 0.0561(5) 0.0609(16) Uani 1 1 d . . . C73 C 0.2559(7) 0.9763(6) -0.0109(5) 0.0613(16) Uani 1 1 d . . . C74 C 0.1236(7) 0.9996(6) 0.0581(5) 0.0619(16) Uani 1 1 d . . . C75 C 0.1264(6) 0.9790(4) 0.1595(5) 0.0520(14) Uani 1 1 d . . . C76 C 0.0285(6) 1.0137(4) 0.2424(5) 0.0510(14) Uani 1 1 d . . . C77 C 0.0565(6) 1.0477(4) 0.3172(4) 0.0504(13) Uani 1 1 d . . . C78 C 0.1806(6) 1.0654(5) 0.3247(5) 0.0527(14) Uani 1 1 d . . . H78A H 0.2024 1.0116 0.3622 0.079 Uiso 1 1 calc R . . H78B H 0.1752 1.1195 0.3583 0.079 Uiso 1 1 calc R . . H78C H 0.2470 1.0769 0.2584 0.079 Uiso 1 1 calc R . . C79 C 0.3681(6) 0.8777(4) 0.2586(5) 0.0523(13) Uani 1 1 d . . . H79 H 0.4432 0.9106 0.2131 0.063 Uiso 1 1 calc R . . C80 C 0.3624(6) 0.8270(5) 0.3452(5) 0.0515(13) Uani 1 1 d . . . C81 C 0.4650(6) 0.8133(4) 0.3851(5) 0.0490(13) Uani 1 1 d . . . C82 C 0.5940(6) 0.8235(4) 0.3224(5) 0.0529(14) Uani 1 1 d . . . H82 H 0.6177 0.8384 0.2531 0.063 Uiso 1 1 calc R . . C83 C 0.6854(7) 0.8112(5) 0.3640(5) 0.0548(14) Uani 1 1 d . . . H83 H 0.7727 0.8197 0.3209 0.066 Uiso 1 1 calc R . . C84 C 0.5382(7) 0.7782(5) 0.5193(5) 0.0584(15) Uani 1 1 d . . . C85 C 0.4389(6) 0.7879(5) 0.4852(5) 0.0546(14) Uani 1 1 d . . . H85 H 0.3527 0.7772 0.5300 0.066 Uiso 1 1 calc R . . C86 C 0.5141(9) 0.7457(9) 0.6276(6) 0.089(3) Uani 1 1 d . . . H86A H 0.5684 0.6936 0.6328 0.133 Uiso 1 1 calc R . . H86B H 0.4237 0.7264 0.6625 0.133 Uiso 1 1 calc R . . H86C H 0.5347 0.7964 0.6570 0.133 Uiso 1 1 calc R . . C87 C -0.1061(6) 1.0125(4) 0.2623(4) 0.0454(12) Uani 1 1 d . . . H87 H -0.1413 0.9936 0.2180 0.055 Uiso 1 1 calc R . . C88 C -0.1795(6) 1.0402(4) 0.3488(5) 0.0504(13) Uani 1 1 d . . . C89 C -0.3194(6) 1.0431(4) 0.3939(4) 0.0466(12) Uani 1 1 d . . . C90 C -0.3898(6) 1.0496(4) 0.3330(5) 0.0487(12) Uani 1 1 d . . . H90 H -0.3481 1.0537 0.2635 0.058 Uiso 1 1 calc R . . C91 C -0.5230(6) 1.0501(5) 0.3768(5) 0.0509(13) Uani 1 1 d . . . H91 H -0.5705 1.0550 0.3348 0.061 Uiso 1 1 calc R . . C92 C -0.5197(7) 1.0379(5) 0.5323(5) 0.0557(15) Uani 1 1 d . . . C93 C -0.3875(6) 1.0383(5) 0.4942(5) 0.0531(14) Uani 1 1 d . . . H93 H -0.3422 1.0353 0.5377 0.064 Uiso 1 1 calc R . . C94 C -0.5964(8) 1.0311(7) 0.6384(6) 0.073(2) Uani 1 1 d . . . H94A H -0.6431 1.0880 0.6522 0.110 Uiso 1 1 calc R . . H94B H -0.5394 1.0222 0.6755 0.110 Uiso 1 1 calc R . . H94C H -0.6576 0.9786 0.6582 0.110 Uiso 1 1 calc R . . C101 C 0.8069(10) 0.4030(8) 0.7449(7) 0.086(3) Uani 1 1 d . . . C102 C 0.758(3) 0.393(4) 0.8510(14) 0.31(2) Uani 1 1 d . . . H10A H 0.6932 0.3427 0.8780 0.463 Uiso 1 1 calc R . . H10B H 0.7198 0.4506 0.8731 0.463 Uiso 1 1 calc R . . H10C H 0.8288 0.3788 0.8742 0.463 Uiso 1 1 calc R . . C103 C 0.7619(9) -0.0062(6) 1.0174(6) 0.0677(18) Uani 1 1 d . . . C104 C 0.8530(12) 0.0117(14) 0.9167(7) 0.125(5) Uani 1 1 d . . . H10D H 0.9060 0.0668 0.9087 0.188 Uiso 1 1 calc R . . H10E H 0.8066 0.0216 0.8716 0.188 Uiso 1 1 calc R . . H10F H 0.9081 -0.0413 0.9016 0.188 Uiso 1 1 calc R . . F1 F 0.1718(6) 0.2381(4) 0.7154(3) 0.0853(15) Uani 1 1 d . . . F2 F 0.1032(5) 0.3749(5) 0.7283(4) 0.0877(15) Uani 1 1 d . . . F5 F 0.4967(5) 0.3838(5) 0.7292(4) 0.0906(16) Uani 1 1 d . . . F6 F 0.3615(6) 0.4922(4) 0.7471(4) 0.0874(15) Uani 1 1 d . . . F7 F 0.2960(6) 0.8219(4) 0.0404(4) 0.0878(15) Uani 1 1 d . . . F8 F 0.4339(4) 0.9267(5) 0.0331(3) 0.0888(16) Uani 1 1 d . . . F9 F 0.2564(5) 0.9435(4) -0.0915(3) 0.0797(13) Uani 1 1 d . . . F10 F 0.3306(5) 1.0545(4) -0.0427(4) 0.0765(12) Uani 1 1 d . . . F11 F 0.0331(4) 0.9431(4) 0.0477(3) 0.0765(12) Uani 1 1 d . . . F12 F 0.0913(5) 1.0858(4) 0.0346(3) 0.0781(13) Uani 1 1 d . . . F3A F 0.3393(6) 0.2535(5) 0.7868(5) 0.074(3) Uani 0.751(18) 1 d P A 1 F4A F 0.2087(7) 0.3546(9) 0.8612(6) 0.077(3) Uani 0.751(18) 1 d P A 1 F3B F 0.251(4) 0.305(2) 0.855(2) 0.088(11) Uani 0.249(18) 1 d P A 2 F4B F 0.1717(19) 0.4327(16) 0.8151(16) 0.080(8) Uani 0.249(18) 1 d P A 2 N1 N -0.1092(6) 0.3096(4) 0.2931(4) 0.0544(12) Uani 1 1 d . . . N2 N 1.1120(6) 0.5606(4) 0.3045(5) 0.0556(12) Uani 1 1 d . A . N3 N 0.6620(5) 0.7888(4) 0.4587(4) 0.0550(12) Uani 1 1 d . . . N4 N -0.5876(5) 1.0440(4) 0.4726(4) 0.0530(12) Uani 1 1 d . . . N101 N 0.8464(7) 0.3929(5) 0.6664(5) 0.0745(17) Uani 1 1 d . . . N102 N 0.6944(7) -0.0221(5) 1.0958(5) 0.0735(17) Uani 1 1 d . . . O1 O 1.1777(4) 0.9569(3) 0.5403(3) 0.0541(10) Uani 1 1 d . . . H1 H 1.2416 0.9934 0.5225 0.081 Uiso 1 1 calc R . . O2 O 0.8173(4) 0.8622(3) 0.5448(3) 0.0537(10) Uani 1 1 d . . . H2A H 0.7939 0.8319 0.5095 0.081 Uiso 1 1 calc R . . O3 O 0.3534(4) 0.4908(3) 0.2315(4) 0.0548(10) Uani 1 1 d . . . H3A H 0.2861 0.5210 0.2459 0.082 Uiso 1 1 calc R . . O4 O 0.7231(4) 0.4034(3) 0.2252(3) 0.0535(10) Uani 1 1 d . . . H4 H 0.7956 0.4227 0.1843 0.080 Uiso 1 1 calc R . . S1 S 0.21144(13) 0.77616(10) 0.40871(10) 0.0494(3) Uani 1 1 d . . . S2 S 0.33834(13) 0.27809(10) 0.35098(10) 0.0482(3) Uani 1 1 d . . . S3 S -0.08359(13) 1.07327(10) 0.40899(10) 0.0471(3) Uani 1 1 d . . . S4 S 0.60791(14) 0.57801(10) 0.36764(11) 0.0501(3) Uani 1 1 d . A . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.034(3) 0.068(3) 0.049(3) -0.006(2) -0.020(2) -0.006(3) C2 0.039(3) 0.072(3) 0.052(3) 0.004(3) -0.027(3) -0.018(3) C3 0.033(3) 0.071(3) 0.051(3) 0.000(2) -0.022(2) -0.007(3) C4 0.039(3) 0.068(3) 0.048(3) -0.003(2) -0.023(3) -0.005(3) C5 0.049(4) 0.063(3) 0.060(4) -0.005(3) -0.023(3) -0.001(3) C6 0.039(4) 0.087(4) 0.059(4) -0.013(3) -0.017(3) 0.008(3) C7 0.039(3) 0.081(4) 0.055(4) 0.001(3) -0.013(3) -0.015(3) C8 0.033(3) 0.071(3) 0.054(3) -0.003(3) -0.017(3) -0.006(3) C9 0.037(3) 0.075(4) 0.040(3) -0.001(2) -0.015(2) -0.009(3) C10 0.036(3) 0.070(3) 0.043(3) -0.005(2) -0.018(2) -0.007(3) C11 0.029(3) 0.073(4) 0.050(3) -0.006(2) -0.015(2) -0.006(3) C12 0.040(3) 0.060(3) 0.056(3) -0.003(2) -0.021(3) -0.008(3) C13 0.051(4) 0.071(4) 0.055(4) -0.001(3) -0.015(3) -0.013(3) C14 0.038(3) 0.077(4) 0.045(3) -0.002(3) -0.012(2) -0.001(3) C15 0.054(4) 0.076(4) 0.058(4) 0.007(3) -0.017(3) -0.001(3) C16 0.046(4) 0.087(4) 0.058(4) 0.007(3) -0.025(3) -0.004(3) C17 0.049(4) 0.080(4) 0.051(3) 0.003(3) -0.021(3) -0.008(3) C18 0.040(3) 0.068(3) 0.054(3) -0.001(3) -0.019(3) -0.003(3) C19 0.031(3) 0.067(3) 0.050(3) -0.001(2) -0.010(2) -0.006(2) C20 0.035(3) 0.068(3) 0.048(3) 0.000(2) -0.014(2) -0.006(3) C21 0.038(3) 0.066(3) 0.046(3) -0.005(2) -0.019(2) -0.005(3) C22 0.043(4) 0.074(4) 0.054(3) -0.003(3) -0.018(3) -0.001(3) C23 0.058(4) 0.057(3) 0.058(4) -0.003(3) -0.018(3) -0.002(3) C24 0.048(4) 0.066(3) 0.055(4) -0.005(3) -0.018(3) -0.003(3) C25 0.067(5) 0.068(4) 0.079(5) 0.003(3) -0.015(4) -0.007(4) C26 0.060(5) 0.089(5) 0.095(6) 0.010(4) -0.009(4) -0.017(4) C27 0.053(4) 0.080(4) 0.062(4) -0.006(3) -0.010(3) -0.005(3) C28 0.045(4) 0.073(4) 0.054(3) -0.009(3) -0.021(3) 0.001(3) C29 0.036(3) 0.077(4) 0.043(3) -0.002(2) -0.018(2) -0.004(3) C30 0.041(3) 0.067(3) 0.047(3) -0.005(2) -0.022(3) -0.004(3) C31 0.035(3) 0.068(3) 0.046(3) -0.002(2) -0.020(2) -0.005(2) C32 0.045(3) 0.069(3) 0.048(3) 0.000(2) -0.025(3) -0.002(3) C33 0.049(4) 0.066(3) 0.056(3) -0.004(3) -0.029(3) -0.001(3) C34 0.053(4) 0.073(4) 0.047(3) -0.006(3) -0.025(3) -0.004(3) C35 0.064(5) 0.077(4) 0.062(4) -0.010(3) -0.038(3) 0.001(3) C36 0.064(5) 0.083(4) 0.062(4) -0.014(3) -0.041(4) -0.001(3) C37 0.062(4) 0.089(4) 0.054(4) -0.010(3) -0.035(3) 0.004(4) C38 0.040(3) 0.081(4) 0.051(3) -0.009(3) -0.023(3) 0.000(3) C39 0.036(3) 0.070(3) 0.042(3) -0.005(2) -0.016(2) -0.003(3) C40 0.036(3) 0.071(3) 0.042(3) -0.003(2) -0.016(2) -0.002(3) C41 0.041(3) 0.064(3) 0.059(3) -0.007(2) -0.031(3) 0.001(3) C42 0.049(4) 0.062(3) 0.049(3) 0.003(2) -0.028(3) -0.014(3) C43 0.040(3) 0.062(3) 0.047(3) 0.005(2) -0.022(2) -0.016(3) C44 0.040(3) 0.066(3) 0.044(3) -0.002(2) -0.021(2) -0.003(3) C45 0.043(4) 0.079(4) 0.047(3) 0.001(3) -0.024(3) -0.016(3) C46 0.059(5) 0.130(7) 0.056(5) 0.007(4) -0.035(4) -0.031(5) C47 0.040(3) 0.079(4) 0.059(4) -0.008(3) -0.027(3) -0.010(3) C48 0.035(3) 0.069(3) 0.055(3) -0.002(3) -0.026(3) -0.003(3) C49 0.043(3) 0.056(3) 0.050(3) -0.007(2) -0.023(3) -0.003(2) C50 0.041(3) 0.054(3) 0.058(3) -0.002(2) -0.025(3) -0.001(2) C51 0.041(3) 0.067(3) 0.068(4) 0.005(3) -0.034(3) -0.008(3) C52 0.040(3) 0.072(3) 0.046(3) 0.002(2) -0.024(3) -0.008(3) C53 0.041(3) 0.054(3) 0.047(3) 0.002(2) -0.020(2) -0.006(2) C54 0.034(3) 0.065(3) 0.047(3) -0.008(2) -0.021(2) -0.001(2) C55 0.038(3) 0.066(3) 0.051(3) -0.008(2) -0.023(3) 0.001(3) C56 0.040(3) 0.069(3) 0.054(3) -0.007(3) -0.022(3) 0.000(3) C57 0.050(4) 0.073(4) 0.057(4) -0.002(3) -0.032(3) -0.004(3) C58 0.049(4) 0.071(4) 0.054(3) -0.006(3) -0.024(3) 0.007(3) C59 0.052(5) 0.141(8) 0.059(4) -0.018(4) -0.035(4) 0.004(5) C60 0.035(3) 0.064(3) 0.051(3) -0.008(2) -0.024(2) -0.004(2) C61 0.050(4) 0.058(3) 0.051(3) -0.003(2) -0.025(3) 0.000(3) C62 0.031(3) 0.057(3) 0.062(4) -0.003(2) -0.022(3) -0.007(2) C63 0.043(3) 0.053(3) 0.056(3) 0.000(2) -0.021(3) -0.006(2) C64 0.034(3) 0.064(3) 0.065(4) -0.001(3) -0.027(3) -0.006(3) C65 0.035(3) 0.080(4) 0.062(4) -0.011(3) -0.017(3) -0.003(3) C66 0.043(4) 0.076(4) 0.059(4) -0.010(3) -0.025(3) -0.007(3) C67 0.053(5) 0.123(7) 0.063(5) -0.016(4) -0.022(4) 0.002(4) C68 0.031(3) 0.068(3) 0.055(3) -0.001(2) -0.023(2) 0.000(2) C69 0.036(3) 0.059(3) 0.051(3) -0.005(2) -0.016(2) 0.003(2) C70 0.029(3) 0.072(3) 0.055(3) -0.007(3) -0.023(2) 0.003(3) C71 0.028(3) 0.059(3) 0.052(3) -0.002(2) -0.021(2) -0.002(2) C72 0.041(4) 0.087(4) 0.057(4) -0.007(3) -0.022(3) 0.006(3) C73 0.046(4) 0.089(4) 0.047(3) -0.011(3) -0.014(3) 0.005(3) C74 0.039(4) 0.090(4) 0.056(4) 0.000(3) -0.020(3) 0.007(3) C75 0.044(3) 0.063(3) 0.051(3) -0.002(2) -0.020(3) -0.010(3) C76 0.045(3) 0.065(3) 0.047(3) 0.004(2) -0.026(3) -0.008(3) C77 0.046(3) 0.068(3) 0.036(3) -0.003(2) -0.015(2) -0.008(3) C78 0.036(3) 0.070(3) 0.059(4) -0.010(3) -0.026(3) -0.003(3) C79 0.042(3) 0.061(3) 0.056(3) -0.009(2) -0.019(3) 0.004(3) C80 0.032(3) 0.072(3) 0.056(3) -0.009(3) -0.023(2) -0.002(3) C81 0.030(3) 0.064(3) 0.055(3) -0.005(2) -0.019(2) 0.000(2) C82 0.033(3) 0.065(3) 0.059(4) -0.001(3) -0.018(3) -0.006(3) C83 0.041(4) 0.064(3) 0.061(4) -0.003(3) -0.023(3) -0.005(3) C84 0.042(4) 0.086(4) 0.051(3) -0.010(3) -0.022(3) 0.001(3) C85 0.032(3) 0.081(4) 0.055(4) -0.011(3) -0.020(3) 0.003(3) C86 0.050(5) 0.166(9) 0.054(4) 0.000(5) -0.029(4) 0.001(5) C87 0.031(3) 0.059(3) 0.051(3) -0.004(2) -0.022(2) 0.002(2) C88 0.037(3) 0.067(3) 0.050(3) 0.005(2) -0.024(3) -0.007(3) C89 0.041(3) 0.055(3) 0.048(3) -0.005(2) -0.023(2) -0.003(2) C90 0.033(3) 0.066(3) 0.051(3) -0.010(2) -0.021(2) 0.003(2) C91 0.028(3) 0.075(4) 0.054(3) -0.011(3) -0.020(2) -0.001(3) C92 0.039(3) 0.073(4) 0.059(4) -0.003(3) -0.024(3) -0.001(3) C93 0.036(3) 0.074(4) 0.054(3) -0.005(3) -0.023(3) -0.005(3) C94 0.045(4) 0.117(6) 0.054(4) -0.008(4) -0.014(3) -0.001(4) C101 0.062(5) 0.122(7) 0.068(6) -0.019(4) -0.014(4) -0.017(5) C102 0.20(2) 0.63(8) 0.067(10) -0.11(2) 0.007(13) -0.06(3) C103 0.064(5) 0.090(5) 0.056(5) -0.003(3) -0.033(4) 0.000(4) C104 0.076(7) 0.244(17) 0.051(5) -0.001(7) -0.024(5) 0.004(9) F1 0.099(4) 0.097(3) 0.053(2) 0.005(2) -0.023(2) -0.034(3) F2 0.049(3) 0.150(5) 0.061(3) -0.008(3) -0.019(2) 0.011(3) F5 0.055(3) 0.164(5) 0.062(3) 0.000(3) -0.039(2) 0.016(3) F6 0.111(4) 0.092(3) 0.062(3) -0.022(2) -0.031(3) 0.000(3) F7 0.100(4) 0.094(3) 0.060(3) -0.017(2) -0.018(2) 0.031(3) F8 0.036(2) 0.168(5) 0.057(2) -0.002(3) -0.0152(18) 0.004(3) F9 0.072(3) 0.120(4) 0.054(2) -0.023(2) -0.028(2) 0.020(3) F10 0.054(2) 0.096(3) 0.068(3) 0.003(2) -0.0135(19) -0.005(2) F11 0.043(2) 0.130(4) 0.064(2) -0.016(2) -0.0271(19) -0.003(2) F12 0.071(3) 0.099(3) 0.055(2) 0.001(2) -0.018(2) 0.022(2) F3A 0.067(4) 0.092(4) 0.073(4) 0.017(3) -0.047(3) -0.018(3) F4A 0.045(4) 0.141(9) 0.047(3) -0.021(5) -0.016(3) -0.018(5) F3B 0.12(3) 0.107(18) 0.057(15) 0.004(15) -0.056(19) -0.036(18) F4B 0.052(12) 0.106(15) 0.084(14) -0.033(11) -0.021(9) -0.001(10) N1 0.054(3) 0.062(3) 0.061(3) -0.012(2) -0.036(3) 0.003(2) N2 0.040(3) 0.067(3) 0.069(3) -0.011(2) -0.029(3) 0.001(2) N3 0.032(3) 0.075(3) 0.061(3) -0.002(2) -0.024(2) -0.007(2) N4 0.035(3) 0.068(3) 0.061(3) -0.005(2) -0.024(2) -0.007(2) N101 0.065(4) 0.095(4) 0.061(4) -0.007(3) -0.021(3) -0.003(3) N102 0.067(4) 0.085(4) 0.067(4) -0.010(3) -0.022(3) 0.003(3) O1 0.033(2) 0.071(2) 0.057(2) -0.0032(18) -0.0158(18) -0.0072(18) O2 0.038(2) 0.070(2) 0.060(3) -0.0073(18) -0.0269(19) -0.0019(19) O3 0.036(2) 0.069(2) 0.062(3) -0.0050(19) -0.0220(19) 0.0022(18) O4 0.041(2) 0.066(2) 0.059(2) -0.0061(18) -0.0262(19) -0.0049(19) S1 0.0326(7) 0.0653(8) 0.0524(8) -0.0023(5) -0.0201(6) -0.0028(6) S2 0.0355(7) 0.0666(8) 0.0473(7) -0.0050(5) -0.0218(5) -0.0031(6) S3 0.0320(7) 0.0659(7) 0.0470(7) -0.0071(5) -0.0191(5) -0.0012(6) S4 0.0365(7) 0.0630(7) 0.0538(8) -0.0013(6) -0.0222(6) -0.0052(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.357(8) . ? C1 C10 1.392(8) . ? C1 C2 1.409(10) . ? C2 C3 1.352(10) . ? C2 H2 0.9500 . ? C3 C4 1.432(8) . ? C3 H3 0.9500 . ? C4 C5 1.412(10) . ? C4 C9 1.416(10) . ? C5 C6 1.376(10) . ? C5 H5 0.9500 . ? C6 C7 1.410(11) . ? C6 H6 0.9500 . ? C7 C8 1.356(11) . ? C7 H7 0.9500 . ? C8 C9 1.428(9) . ? C8 H8 0.9500 . ? C9 C10 1.430(10) . ? C10 C20 1.478(10) . ? C11 O2 1.355(8) . ? C11 C20 1.387(9) . ? C11 C12 1.408(10) . ? C12 C13 1.357(11) . ? C12 H12 0.9500 . ? C13 C14 1.408(10) . ? C13 H13 0.9500 . ? C14 C19 1.427(10) . ? C14 C15 1.428(11) . ? C15 C16 1.353(11) . ? C15 H15 0.9500 . ? C16 C17 1.424(12) . ? C16 H16 0.9500 . ? C17 C18 1.381(10) . ? C17 H17 0.9500 . ? C18 C19 1.403(9) . ? C18 H18 0.9500 . ? C19 C20 1.433(9) . ? C21 O3 1.346(8) . ? C21 C30 1.396(10) . ? C21 C22 1.409(10) . ? C22 C23 1.367(10) . ? C22 H22 0.9500 . ? C23 C24 1.404(11) . ? C23 H23 0.9500 . ? C24 C29 1.420(10) . ? C24 C25 1.452(11) . ? C25 C26 1.348(14) . ? C25 H25 0.9500 . ? C26 C27 1.387(14) . ? C26 H26 0.9500 . ? C27 C28 1.365(11) . ? C27 H27 0.9500 . ? C28 C29 1.448(10) . ? C28 H28 0.9500 . ? C29 C30 1.424(9) . ? C30 C40 1.492(10) . ? C31 O4 1.354(8) . ? C31 C40 1.371(9) . ? C31 C32 1.423(10) . ? C32 C33 1.381(9) . ? C32 H32 0.9500 . ? C33 C34 1.409(10) . ? C33 H33 0.9500 . ? C34 C35 1.412(10) . ? C34 C39 1.419(10) . ? C35 C36 1.381(11) . ? C35 H35 0.9500 . ? C36 C37 1.395(12) . ? C36 H36 0.9500 . ? C37 C38 1.363(10) . ? C37 H37 0.9500 . ? C38 C39 1.416(9) . ? C38 H38 0.9500 . ? C39 C40 1.441(9) . ? C41 C42 1.494(9) . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 C43 1.363(10) . ? C42 S2 1.721(6) . ? C43 C52 1.438(9) . ? C43 C44 1.477(8) . ? C44 C48 1.340(9) . ? C44 C45 1.508(8) . ? C45 F1 1.302(8) . ? C45 F2 1.377(10) . ? C45 C46 1.515(9) . ? C46 F3B 1.15(3) . ? C46 F4A 1.256(13) . ? C46 F3A 1.461(14) . ? C46 C47 1.538(10) . ? C46 F4B 1.79(2) . ? C47 F6 1.343(9) . ? C47 F5 1.348(8) . ? C47 C48 1.500(10) . ? C48 C49 1.463(9) . ? C49 C50 1.378(9) . ? C49 C60 1.417(9) . ? C50 C51 1.494(9) . ? C50 S4 1.709(7) . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C52 C53 1.369(9) . ? C52 H52 0.9500 . ? C53 C54 1.465(8) . ? C53 S2 1.729(7) . ? C54 C58 1.379(9) . ? C54 C55 1.395(9) . ? C55 C56 1.382(9) . ? C55 H55 0.9500 . ? C56 N1 1.322(9) . ? C56 H56 0.9500 . ? C57 N1 1.341(10) . ? C57 C58 1.373(10) . ? C57 C59 1.491(11) . ? C58 H58 0.9500 . ? C59 H59A 0.9800 . ? C59 H59B 0.9800 . ? C59 H59C 0.9800 . ? C60 C61 1.362(9) . ? C60 H60 0.9500 . ? C61 C62 1.469(9) . ? C61 S4 1.720(7) . ? C62 C66 1.390(10) . ? C62 C63 1.410(9) . ? C63 C64 1.379(9) . ? C63 H63 0.9500 . ? C64 N2 1.325(10) . ? C64 H64 0.9500 . ? C65 N2 1.345(9) . ? C65 C66 1.398(10) . ? C65 C67 1.494(11) . ? C66 H66 0.9500 . ? C67 H67A 0.9800 . ? C67 H67B 0.9800 . ? C67 H67C 0.9800 . ? C68 C69 1.505(8) . ? C68 H68A 0.9800 . ? C68 H68B 0.9800 . ? C68 H68C 0.9800 . ? C69 C70 1.374(9) . ? C69 S1 1.709(6) . ? C70 C79 1.426(9) . ? C70 C71 1.483(8) . ? C71 C75 1.337(10) . ? C71 C72 1.489(10) . ? C72 F8 1.358(9) . ? C72 F7 1.361(10) . ? C72 C73 1.538(10) . ? C73 F9 1.340(9) . ? C73 F10 1.355(9) . ? C73 C74 1.521(10) . ? C74 F12 1.342(9) . ? C74 F11 1.387(9) . ? C74 C75 1.498(9) . ? C75 C76 1.454(10) . ? C76 C77 1.406(9) . ? C76 C87 1.428(9) . ? C77 C78 1.467(9) . ? C77 S3 1.728(7) . ? C78 H78A 0.9800 . ? C78 H78B 0.9800 . ? C78 H78C 0.9800 . ? C79 C80 1.367(9) . ? C79 H79 0.9500 . ? C80 C81 1.474(8) . ? C80 S1 1.729(6) . ? C81 C85 1.392(9) . ? C81 C82 1.398(9) . ? C82 C83 1.374(10) . ? C82 H82 0.9500 . ? C83 N3 1.316(9) . ? C83 H83 0.9500 . ? C84 N3 1.344(9) . ? C84 C85 1.379(9) . ? C84 C86 1.526(10) . ? C85 H85 0.9500 . ? C86 H86A 0.9800 . ? C86 H86B 0.9800 . ? C86 H86C 0.9800 . ? C87 C88 1.350(10) . ? C87 H87 0.9500 . ? C88 C89 1.464(10) . ? C88 S3 1.740(6) . ? C89 C93 1.384(10) . ? C89 C90 1.391(8) . ? C90 C91 1.393(9) . ? C90 H90 0.9500 . ? C91 N4 1.320(9) . ? C91 H91 0.9500 . ? C92 N4 1.355(9) . ? C92 C93 1.379(10) . ? C92 C94 1.472(11) . ? C93 H93 0.9500 . ? C94 H94A 0.9800 . ? C94 H94B 0.9800 . ? C94 H94C 0.9800 . ? C101 N101 1.106(12) . ? C101 C102 1.44(2) . ? C102 H10A 0.9800 . ? C102 H10B 0.9800 . ? C102 H10C 0.9800 . ? C103 N102 1.119(12) . ? C103 C104 1.450(13) . ? C104 H10D 0.9800 . ? C104 H10E 0.9800 . ? C104 H10F 0.9800 . ? O1 H1 0.8400 . ? O2 H2A 0.8400 . ? O3 H3A 0.8400 . ? O4 H4 0.8400 . ? 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 C1 C10 118.1(6) . . ? O1 C1 C2 121.0(5) . . ? C10 C1 C2 120.9(6) . . ? C3 C2 C1 121.7(5) . . ? C3 C2 H2 119.2 . . ? C1 C2 H2 119.2 . . ? C2 C3 C4 119.7(6) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C9 120.3(6) . . ? C5 C4 C3 120.6(6) . . ? C9 C4 C3 119.1(6) . . ? C6 C5 C4 120.9(6) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C7 118.4(7) . . ? C5 C6 H6 120.8 . . ? C7 C6 H6 120.8 . . ? C8 C7 C6 122.3(6) . . ? C8 C7 H7 118.8 . . ? C6 C7 H7 118.8 . . ? C7 C8 C9 120.5(7) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C4 C9 C8 117.6(6) . . ? C4 C9 C10 120.4(6) . . ? C8 C9 C10 122.0(6) . . ? C1 C10 C9 118.2(6) . . ? C1 C10 C20 119.6(6) . . ? C9 C10 C20 122.3(5) . . ? O2 C11 C20 118.8(6) . . ? O2 C11 C12 120.4(5) . . ? C20 C11 C12 120.8(6) . . ? C13 C12 C11 120.5(6) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 121.4(7) . . ? C12 C13 H13 119.3 . . ? C14 C13 H13 119.3 . . ? C13 C14 C19 118.8(6) . . ? C13 C14 C15 122.4(7) . . ? C19 C14 C15 118.9(7) . . ? C16 C15 C14 122.0(8) . . ? C16 C15 H15 119.0 . . ? C14 C15 H15 119.0 . . ? C15 C16 C17 119.2(7) . . ? C15 C16 H16 120.4 . . ? C17 C16 H16 120.4 . . ? C18 C17 C16 119.9(7) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C17 C18 C19 122.0(7) . . ? C17 C18 H18 119.0 . . ? C19 C18 H18 119.0 . . ? C18 C19 C14 117.9(6) . . ? C18 C19 C20 122.7(6) . . ? C14 C19 C20 119.3(6) . . ? C11 C20 C19 119.0(6) . . ? C11 C20 C10 120.6(6) . . ? C19 C20 C10 120.4(6) . . ? O3 C21 C30 118.2(6) . . ? O3 C21 C22 121.8(6) . . ? C30 C21 C22 120.0(6) . . ? C23 C22 C21 121.4(7) . . ? C23 C22 H22 119.3 . . ? C21 C22 H22 119.3 . . ? C22 C23 C24 120.3(6) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C23 C24 C29 119.3(6) . . ? C23 C24 C25 121.5(7) . . ? C29 C24 C25 119.2(7) . . ? C26 C25 C24 119.3(8) . . ? C26 C25 H25 120.4 . . ? C24 C25 H25 120.4 . . ? C25 C26 C27 122.5(8) . . ? C25 C26 H26 118.8 . . ? C27 C26 H26 118.8 . . ? C28 C27 C26 120.3(8) . . ? C28 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C27 C28 C29 120.8(7) . . ? C27 C28 H28 119.6 . . ? C29 C28 H28 119.6 . . ? C24 C29 C30 120.0(6) . . ? C24 C29 C28 117.6(6) . . ? C30 C29 C28 122.4(6) . . ? C21 C30 C29 119.0(6) . . ? C21 C30 C40 120.7(5) . . ? C29 C30 C40 120.3(6) . . ? O4 C31 C40 119.6(6) . . ? O4 C31 C32 118.6(6) . . ? C40 C31 C32 121.8(6) . . ? C33 C32 C31 119.4(6) . . ? C33 C32 H32 120.3 . . ? C31 C32 H32 120.3 . . ? C32 C33 C34 121.0(6) . . ? C32 C33 H33 119.5 . . ? C34 C33 H33 119.5 . . ? C33 C34 C35 121.0(7) . . ? C33 C34 C39 119.3(6) . . ? C35 C34 C39 119.6(6) . . ? C36 C35 C34 120.3(7) . . ? C36 C35 H35 119.8 . . ? C34 C35 H35 119.8 . . ? C35 C36 C37 119.9(6) . . ? C35 C36 H36 120.1 . . ? C37 C36 H36 120.1 . . ? C38 C37 C36 120.9(7) . . ? C38 C37 H37 119.6 . . ? C36 C37 H37 119.6 . . ? C37 C38 C39 121.2(7) . . ? C37 C38 H38 119.4 . . ? C39 C38 H38 119.4 . . ? C38 C39 C34 118.0(6) . . ? C38 C39 C40 122.3(6) . . ? C34 C39 C40 119.7(6) . . ? C31 C40 C39 118.8(6) . . ? C31 C40 C30 121.1(5) . . ? C39 C40 C30 120.1(6) . . ? C42 C41 H41A 109.5 . . ? C42 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C42 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C43 C42 C41 129.3(6) . . ? C43 C42 S2 111.0(5) . . ? C41 C42 S2 119.7(5) . . ? C42 C43 C52 113.2(6) . . ? C42 C43 C44 122.4(6) . . ? C52 C43 C44 124.3(6) . . ? C48 C44 C43 128.8(6) . . ? C48 C44 C45 111.9(5) . . ? C43 C44 C45 119.3(5) . . ? F1 C45 F2 105.9(6) . . ? F1 C45 C44 115.4(6) . . ? F2 C45 C44 110.0(5) . . ? F1 C45 C46 114.1(6) . . ? F2 C45 C46 106.7(7) . . ? C44 C45 C46 104.4(5) . . ? F4A C46 F3A 105.8(9) . . ? F3B C46 C45 126.1(15) . . ? F4A C46 C45 119.0(8) . . ? F3A C46 C45 102.9(7) . . ? F3B C46 C47 128.2(15) . . ? F4A C46 C47 117.5(9) . . ? F3A C46 C47 104.2(7) . . ? C45 C46 C47 105.5(6) . . ? F3B C46 F4B 92(3) . . ? C45 C46 F4B 90.4(9) . . ? C47 C46 F4B 90.8(9) . . ? F6 C47 F5 105.9(6) . . ? F6 C47 C48 112.6(6) . . ? F5 C47 C48 112.4(6) . . ? F6 C47 C46 109.6(7) . . ? F5 C47 C46 111.0(6) . . ? C48 C47 C46 105.4(5) . . ? C44 C48 C49 127.2(6) . . ? C44 C48 C47 110.4(5) . . ? C49 C48 C47 122.3(5) . . ? C50 C49 C60 111.0(6) . . ? C50 C49 C48 122.9(6) . . ? C60 C49 C48 126.0(6) . . ? C49 C50 C51 129.6(6) . . ? C49 C50 S4 111.8(5) . . ? C51 C50 S4 118.6(5) . . ? C50 C51 H51A 109.5 . . ? C50 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C50 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C53 C52 C43 112.2(6) . . ? C53 C52 H52 123.9 . . ? C43 C52 H52 123.9 . . ? C52 C53 C54 127.7(6) . . ? C52 C53 S2 111.1(5) . . ? C54 C53 S2 121.2(5) . . ? C58 C54 C55 116.3(6) . . ? C58 C54 C53 123.8(6) . . ? C55 C54 C53 119.8(5) . . ? C56 C55 C54 118.9(6) . . ? C56 C55 H55 120.5 . . ? C54 C55 H55 120.5 . . ? N1 C56 C55 124.2(7) . . ? N1 C56 H56 117.9 . . ? C55 C56 H56 117.9 . . ? N1 C57 C58 122.1(6) . . ? N1 C57 C59 115.3(6) . . ? C58 C57 C59 122.5(7) . . ? C57 C58 C54 121.3(7) . . ? C57 C58 H58 119.4 . . ? C54 C58 H58 119.4 . . ? C57 C59 H59A 109.5 . . ? C57 C59 H59B 109.5 . . ? H59A C59 H59B 109.5 . . ? C57 C59 H59C 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? C61 C60 C49 114.4(6) . . ? C61 C60 H60 122.8 . . ? C49 C60 H60 122.8 . . ? C60 C61 C62 128.4(6) . . ? C60 C61 S4 110.2(5) . . ? C62 C61 S4 121.4(5) . . ? C66 C62 C63 117.5(6) . . ? C66 C62 C61 121.7(6) . . ? C63 C62 C61 120.8(6) . . ? C64 C63 C62 118.1(6) . . ? C64 C63 H63 121.0 . . ? C62 C63 H63 121.0 . . ? N2 C64 C63 124.6(6) . . ? N2 C64 H64 117.7 . . ? C63 C64 H64 117.7 . . ? N2 C65 C66 121.6(7) . . ? N2 C65 C67 116.2(7) . . ? C66 C65 C67 122.2(7) . . ? C62 C66 C65 120.1(6) . . ? C62 C66 H66 120.0 . . ? C65 C66 H66 120.0 . . ? C65 C67 H67A 109.5 . . ? C65 C67 H67B 109.5 . . ? H67A C67 H67B 109.5 . . ? C65 C67 H67C 109.5 . . ? H67A C67 H67C 109.5 . . ? H67B C67 H67C 109.5 . . ? C69 C68 H68A 109.5 . . ? C69 C68 H68B 109.5 . . ? H68A C68 H68B 109.5 . . ? C69 C68 H68C 109.5 . . ? H68A C68 H68C 109.5 . . ? H68B C68 H68C 109.5 . . ? C70 C69 C68 129.3(6) . . ? C70 C69 S1 111.4(5) . . ? C68 C69 S1 119.3(4) . . ? C69 C70 C79 112.4(6) . . ? C69 C70 C71 122.0(5) . . ? C79 C70 C71 125.7(6) . . ? C75 C71 C70 127.4(6) . . ? C75 C71 C72 111.8(5) . . ? C70 C71 C72 120.4(6) . . ? F8 C72 F7 105.5(6) . . ? F8 C72 C71 113.8(6) . . ? F7 C72 C71 112.2(6) . . ? F8 C72 C73 111.0(6) . . ? F7 C72 C73 109.7(6) . . ? C71 C72 C73 104.7(6) . . ? F9 C73 F10 106.6(6) . . ? F9 C73 C74 114.2(6) . . ? F10 C73 C74 108.4(6) . . ? F9 C73 C72 114.9(7) . . ? F10 C73 C72 108.8(6) . . ? C74 C73 C72 103.7(6) . . ? F12 C74 F11 104.9(6) . . ? F12 C74 C75 114.7(7) . . ? F11 C74 C75 110.7(6) . . ? F12 C74 C73 112.8(6) . . ? F11 C74 C73 108.5(6) . . ? C75 C74 C73 105.3(6) . . ? C71 C75 C76 129.5(6) . . ? C71 C75 C74 109.9(6) . . ? C76 C75 C74 120.5(6) . . ? C77 C76 C87 111.6(6) . . ? C77 C76 C75 122.6(6) . . ? C87 C76 C75 125.7(6) . . ? C76 C77 C78 130.1(6) . . ? C76 C77 S3 110.1(5) . . ? C78 C77 S3 119.7(5) . . ? C77 C78 H78A 109.5 . . ? C77 C78 H78B 109.5 . . ? H78A C78 H78B 109.5 . . ? C77 C78 H78C 109.5 . . ? H78A C78 H78C 109.5 . . ? H78B C78 H78C 109.5 . . ? C80 C79 C70 113.0(6) . . ? C80 C79 H79 123.5 . . ? C70 C79 H79 123.5 . . ? C79 C80 C81 128.1(6) . . ? C79 C80 S1 110.7(5) . . ? C81 C80 S1 121.1(5) . . ? C85 C81 C82 117.2(6) . . ? C85 C81 C80 122.1(6) . . ? C82 C81 C80 120.6(6) . . ? C83 C82 C81 117.9(6) . . ? C83 C82 H82 121.0 . . ? C81 C82 H82 121.0 . . ? N3 C83 C82 125.4(6) . . ? N3 C83 H83 117.3 . . ? C82 C83 H83 117.3 . . ? N3 C84 C85 122.5(6) . . ? N3 C84 C86 115.7(6) . . ? C85 C84 C86 121.6(6) . . ? C84 C85 C81 120.0(6) . . ? C84 C85 H85 120.0 . . ? C81 C85 H85 120.0 . . ? C84 C86 H86A 109.5 . . ? C84 C86 H86B 109.5 . . ? H86A C86 H86B 109.5 . . ? C84 C86 H86C 109.5 . . ? H86A C86 H86C 109.5 . . ? H86B C86 H86C 109.5 . . ? C88 C87 C76 114.9(5) . . ? C88 C87 H87 122.6 . . ? C76 C87 H87 122.6 . . ? C87 C88 C89 129.2(6) . . ? C87 C88 S3 110.3(5) . . ? C89 C88 S3 120.5(5) . . ? C93 C89 C90 117.3(6) . . ? C93 C89 C88 124.2(5) . . ? C90 C89 C88 118.5(6) . . ? C89 C90 C91 118.2(6) . . ? C89 C90 H90 120.9 . . ? C91 C90 H90 120.9 . . ? N4 C91 C90 124.4(6) . . ? N4 C91 H91 117.8 . . ? C90 C91 H91 117.8 . . ? N4 C92 C93 121.2(6) . . ? N4 C92 C94 115.6(6) . . ? C93 C92 C94 123.3(6) . . ? C92 C93 C89 121.2(6) . . ? C92 C93 H93 119.4 . . ? C89 C93 H93 119.4 . . ? C92 C94 H94A 109.5 . . ? C92 C94 H94B 109.5 . . ? H94A C94 H94B 109.5 . . ? C92 C94 H94C 109.5 . . ? H94A C94 H94C 109.5 . . ? H94B C94 H94C 109.5 . . ? N101 C101 C102 166(2) . . ? C101 C102 H10A 109.5 . . ? C101 C102 H10B 109.5 . . ? H10A C102 H10B 109.5 . . ? C101 C102 H10C 109.5 . . ? H10A C102 H10C 109.5 . . ? H10B C102 H10C 109.5 . . ? N102 C103 C104 177.6(11) . . ? C103 C104 H10D 109.5 . . ? C103 C104 H10E 109.5 . . ? H10D C104 H10E 109.5 . . ? C103 C104 H10F 109.5 . . ? H10D C104 H10F 109.5 . . ? H10E C104 H10F 109.5 . . ? C56 N1 C57 117.2(6) . . ? C64 N2 C65 118.1(6) . . ? C83 N3 C84 116.9(6) . . ? C91 N4 C92 117.8(6) . . ? C1 O1 H1 109.5 . . ? C11 O2 H2A 109.5 . . ? C21 O3 H3A 109.5 . . ? C31 O4 H4 109.5 . . ? C69 S1 C80 92.5(3) . . ? C42 S2 C53 92.5(3) . . ? C77 S3 C88 93.0(3) . . ? C50 S4 C61 92.5(3) . . ? _diffrn_measured_fraction_theta_max 0.932 _diffrn_reflns_theta_full 67.13 _diffrn_measured_fraction_theta_full 0.932 _refine_diff_density_max 0.747 _refine_diff_density_min -0.435 _refine_diff_density_rms 0.105 _database_code_depnum_ccdc_archive 'CCDC 951472' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1aSBINOL _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C49 H37 F6 N3 O2 S2' _chemical_formula_weight 877.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 11.2030(8) _cell_length_b 14.6411(9) _cell_length_c 14.7813(9) _cell_angle_alpha 82.469(4) _cell_angle_beta 68.116(4) _cell_angle_gamma 89.224(4) _cell_volume 2228.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 98(2) _cell_measurement_reflns_used 7382 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 65.61 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.82 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.308 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 908 _exptl_absorpt_coefficient_mu 1.659 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3436 _exptl_absorpt_correction_T_max 0.9158 _exptl_absorpt_process_details ; SADABS; Sheldrick 1997 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 98(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21439 _diffrn_reflns_av_R_equivalents 0.0572 _diffrn_reflns_av_sigmaI/netI 0.0760 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 4.14 _diffrn_reflns_theta_max 66.56 _reflns_number_total 9792 _reflns_number_gt 7339 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.11(5) _refine_ls_number_reflns 9792 _refine_ls_number_parameters 1130 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1601 _refine_ls_R_factor_gt 0.1413 _refine_ls_wR_factor_ref 0.4275 _refine_ls_wR_factor_gt 0.3994 _refine_ls_goodness_of_fit_ref 1.704 _refine_ls_restrained_S_all 1.704 _refine_ls_shift/su_max 0.528 _refine_ls_shift/su_mean 0.011 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1632(17) 1.0898(10) 0.2105(10) 0.075(4) Uani 1 1 d . . . C2 C 0.153(2) 1.1838(12) 0.2127(13) 0.091(5) Uani 1 1 d . . . H2 H 0.1032 1.2163 0.1802 0.109 Uiso 1 1 calc R . . C3 C 0.2094(17) 1.2312(11) 0.2576(12) 0.084(4) Uani 1 1 d . . . H3 H 0.1968 1.2952 0.2603 0.101 Uiso 1 1 calc R . . C4 C 0.292(2) 1.1805(13) 0.3033(12) 0.092(5) Uani 1 1 d . . . C5 C 0.352(2) 1.2270(15) 0.3551(16) 0.108(6) Uani 1 1 d . . . H5 H 0.3403 1.2910 0.3590 0.130 Uiso 1 1 calc R . . C6 C 0.428(2) 1.1801(15) 0.3994(14) 0.106(7) Uani 1 1 d . . . H6 H 0.4749 1.2126 0.4276 0.127 Uiso 1 1 calc R . . C7 C 0.435(2) 1.0843(11) 0.4028(12) 0.092(5) Uani 1 1 d . . . H7 H 0.4795 1.0503 0.4386 0.110 Uiso 1 1 calc R . . C8 C 0.3763(19) 1.0411(16) 0.3545(12) 0.099(6) Uani 1 1 d . . . H8 H 0.3871 0.9767 0.3536 0.119 Uiso 1 1 calc R . . C9 C 0.2977(17) 1.0863(9) 0.3033(11) 0.079(4) Uani 1 1 d . . . C10 C 0.236(2) 1.0396(13) 0.2561(12) 0.097(5) Uani 1 1 d . . . C11 C 0.2475(18) 0.9371(9) 0.2566(10) 0.082(4) Uani 1 1 d . . . C12 C 0.370(2) 0.8984(10) 0.2054(11) 0.089(5) Uani 1 1 d . . . C13 C 0.378(2) 0.8025(10) 0.2076(11) 0.096(6) Uani 1 1 d . . . H13 H 0.4591 0.7780 0.1742 0.115 Uiso 1 1 calc R . . C14 C 0.275(2) 0.7426(11) 0.2555(13) 0.094(5) Uani 1 1 d . . . H14 H 0.2846 0.6778 0.2591 0.113 Uiso 1 1 calc R . . C15 C 0.149(2) 0.7802(11) 0.3006(13) 0.100(6) Uani 1 1 d . . . C16 C 0.040(3) 0.7167(12) 0.3495(15) 0.119(8) Uani 1 1 d . . . H16 H 0.0471 0.6522 0.3473 0.143 Uiso 1 1 calc R . . C17 C -0.083(3) 0.8453(14) 0.4001(15) 0.122(8) Uani 1 1 d . . . H17 H -0.1661 0.8669 0.4348 0.146 Uiso 1 1 calc R . . C18 C 0.007(2) 0.9087(12) 0.3593(12) 0.090(5) Uani 1 1 d . . . H18 H -0.0073 0.9722 0.3645 0.109 Uiso 1 1 calc R . . C19 C 0.134(2) 0.8750(12) 0.3044(13) 0.102(6) Uani 1 1 d . . . C20 C 0.305(2) 0.1614(11) 0.9582(13) 0.097(6) Uani 1 1 d . . . H20A H 0.2998 0.1665 0.8930 0.146 Uiso 1 1 calc R . . H20B H 0.2760 0.2183 0.9867 0.146 Uiso 1 1 calc R . . H20C H 0.2498 0.1092 1.0010 0.146 Uiso 1 1 calc R . . C21 C 0.4408(15) 0.1464(9) 0.9489(12) 0.076(4) Uani 1 1 d . . . C22 C 0.5364(18) 0.1108(9) 0.8789(12) 0.079(4) Uani 1 1 d . . . C23 C 0.5208(19) 0.0844(11) 0.7896(12) 0.087(4) Uani 1 1 d . . . C24 C 0.6116(18) 0.1217(11) 0.6837(11) 0.085(4) Uani 1 1 d . . . C25 C 0.5599(18) 0.0974(18) 0.627(2) 0.134(10) Uani 1 1 d . . . C26 C 0.4251(17) 0.038(2) 0.6759(14) 0.169(12) Uani 1 1 d . . . C27 C 0.4269(18) 0.0332(10) 0.7812(12) 0.085(4) Uani 1 1 d . . . C28 C 0.323(2) -0.0247(9) 0.8635(12) 0.093(6) Uani 1 1 d . . . C29 C 0.352(2) -0.0792(11) 0.9365(11) 0.096(6) Uani 1 1 d . . . C30 C 0.4802(18) -0.1017(10) 0.9434(11) 0.081(4) Uani 1 1 d . . . H30A H 0.5490 -0.0845 0.8790 0.122 Uiso 1 1 calc R . . H30B H 0.4816 -0.1679 0.9642 0.122 Uiso 1 1 calc R . . H30C H 0.4934 -0.0672 0.9917 0.122 Uiso 1 1 calc R . . C31 C 0.6493(18) 0.1080(8) 0.8896(11) 0.077(4) Uani 1 1 d . . . H31 H 0.7265 0.0906 0.8414 0.093 Uiso 1 1 calc R . . C32 C 0.642(2) 0.1343(10) 0.9822(11) 0.091(5) Uani 1 1 d . . . C33 C 0.737(2) 0.1346(9) 1.0204(12) 0.090(5) Uani 1 1 d . . . C34 C 0.714(2) 0.1368(10) 1.1219(12) 0.096(6) Uani 1 1 d . . . H34 H 0.6279 0.1364 1.1673 0.116 Uiso 1 1 calc R . . C35 C 0.8100(19) 0.1394(11) 1.1563(13) 0.086(4) Uani 1 1 d . . . C36 C 0.957(2) 0.1366(10) 1.0029(12) 0.092(5) Uani 1 1 d . . . H36 H 1.0447 0.1366 0.9607 0.111 Uiso 1 1 calc R . . C37 C 0.873(2) 0.1353(12) 0.9609(11) 0.102(6) Uani 1 1 d . . . H37 H 0.9007 0.1349 0.8918 0.122 Uiso 1 1 calc R . . C38 C 0.784(3) 0.1370(19) 1.2633(13) 0.118(7) Uani 1 1 d . . . H38A H 0.8075 0.1971 1.2754 0.177 Uiso 1 1 calc R . . H38B H 0.8346 0.0893 1.2834 0.177 Uiso 1 1 calc R . . H38C H 0.6920 0.1229 1.3014 0.177 Uiso 1 1 calc R . . C39 C 0.1917(18) -0.0298(8) 0.8812(11) 0.076(4) Uani 1 1 d . . . H39 H 0.1554 -0.0014 0.8364 0.091 Uiso 1 1 calc R . . C40 C 0.1256(18) -0.0766(9) 0.9638(11) 0.084(5) Uani 1 1 d . . . C41 C -0.023(2) -0.0973(10) 1.0090(12) 0.090(5) Uani 1 1 d . . . C42 C -0.0908(19) -0.1117(12) 1.1091(13) 0.087(4) Uani 1 1 d . . . H42 H -0.0465 -0.1167 1.1531 0.105 Uiso 1 1 calc R . . C43 C -0.2235(17) -0.1189(10) 1.1455(12) 0.081(4) Uani 1 1 d . . . C44 C -0.2270(19) -0.0973(9) 0.9898(12) 0.082(4) Uani 1 1 d . . . H44 H -0.2744 -0.0907 0.9479 0.098 Uiso 1 1 calc R . . C45 C -0.083(2) -0.0876(8) 0.9495(12) 0.090(5) Uani 1 1 d . . . H45 H -0.0366 -0.0743 0.8805 0.108 Uiso 1 1 calc R . . C46 C -0.294(2) -0.1383(14) 1.2533(15) 0.106(6) Uani 1 1 d . . . H46A H -0.3492 -0.0871 1.2761 0.159 Uiso 1 1 calc R . . H46B H -0.2318 -0.1454 1.2860 0.159 Uiso 1 1 calc R . . H46C H -0.3466 -0.1953 1.2692 0.159 Uiso 1 1 calc R . . C47 C 0.754(2) 0.4460(10) 0.8043(11) 0.084(5) Uani 1 1 d . . . C48 C 0.7514(19) 0.3513(11) 0.8037(11) 0.085(4) Uani 1 1 d . . . H48 H 0.6722 0.3169 0.8365 0.102 Uiso 1 1 calc R . . C49 C 0.855(2) 0.3086(11) 0.7589(11) 0.089(5) Uani 1 1 d . . . H49 H 0.8488 0.2442 0.7577 0.107 Uiso 1 1 calc R . . C50 C 0.977(2) 0.3539(11) 0.7126(12) 0.099(6) Uani 1 1 d . . . C51 C 1.0893(19) 0.3075(11) 0.6599(12) 0.087(5) Uani 1 1 d . . . H51 H 1.0846 0.2429 0.6593 0.105 Uiso 1 1 calc R . . C52 C 1.203(2) 0.3553(14) 0.6110(13) 0.118(8) Uani 1 1 d . . . H52 H 1.2782 0.3231 0.5805 0.142 Uiso 1 1 calc R . . C53 C 1.210(2) 0.4524(12) 0.6046(12) 0.104(6) Uani 1 1 d . . . H53 H 1.2876 0.4866 0.5658 0.125 Uiso 1 1 calc R . . C54 C 1.102(2) 0.4952(10) 0.6555(11) 0.089(5) Uani 1 1 d . . . H54 H 1.1091 0.5596 0.6563 0.106 Uiso 1 1 calc R . . C55 C 0.978(2) 0.4497(11) 0.7081(11) 0.095(6) Uani 1 1 d . . . C56 C 0.864(2) 0.4958(11) 0.7577(10) 0.090(5) Uani 1 1 d . . . C57 C 0.8719(17) 0.5988(10) 0.7598(11) 0.084(4) Uani 1 1 d . . . C58 C 0.9388(17) 0.6390(11) 0.8030(11) 0.079(4) Uani 1 1 d . . . C59 C 0.9359(17) 0.7353(11) 0.8032(12) 0.082(4) Uani 1 1 d . . . H59 H 0.9834 0.7633 0.8345 0.098 Uiso 1 1 calc R . . C60 C 0.868(2) 0.7884(11) 0.7607(12) 0.094(5) Uani 1 1 d . . . H60 H 0.8702 0.8529 0.7625 0.113 Uiso 1 1 calc R . . C61 C 0.7962(18) 0.7543(12) 0.7145(12) 0.085(4) Uani 1 1 d . . . C62 C 0.716(2) 0.8067(12) 0.6731(13) 0.094(5) Uani 1 1 d . . . H62 H 0.7115 0.8708 0.6784 0.113 Uiso 1 1 calc R . . C63 C 0.6498(19) 0.7740(12) 0.6289(12) 0.090(5) Uani 1 1 d . . . H63 H 0.5981 0.8125 0.6028 0.109 Uiso 1 1 calc R . . C64 C 0.657(2) 0.6732(14) 0.6201(13) 0.099(5) Uani 1 1 d . . . H64 H 0.6122 0.6459 0.5866 0.118 Uiso 1 1 calc R . . C65 C 0.729(2) 0.6224(12) 0.6610(13) 0.094(5) Uani 1 1 d . . . H65 H 0.7333 0.5586 0.6549 0.113 Uiso 1 1 calc R . . C66 C 0.7968(17) 0.6540(10) 0.7099(11) 0.080(4) Uani 1 1 d . . . C67 C 0.798(2) 0.6463(9) 0.0643(13) 0.096(6) Uani 1 1 d . . . H67A H 0.8016 0.6402 0.1299 0.144 Uiso 1 1 calc R . . H67B H 0.8238 0.7094 0.0313 0.144 Uiso 1 1 calc R . . H67C H 0.8555 0.6029 0.0255 0.144 Uiso 1 1 calc R . . C68 C 0.6643(17) 0.6256(9) 0.0736(10) 0.078(4) Uani 1 1 d . . . C69 C 0.5802(18) 0.5706(11) 0.1465(11) 0.080(4) Uani 1 1 d . . . C70 C 0.5977(17) 0.5216(11) 0.2340(13) 0.088(5) Uani 1 1 d . . . C71 C 0.517(2) 0.5362(13) 0.3384(13) 0.095(5) Uani 1 1 d . . . C72 C 0.568(3) 0.4738(14) 0.4005(13) 0.108(6) Uani 1 1 d . . . C100 C 0.705(2) 0.4452(16) 0.3312(14) 0.105(6) Uani 1 1 d . . . C74 C 0.6901(19) 0.4675(14) 0.2335(12) 0.093(5) Uani 1 1 d . . . C75 C 0.7954(16) 0.4311(9) 0.1515(11) 0.075(4) Uani 1 1 d . . . C76 C 0.7630(16) 0.3986(8) 0.0747(10) 0.072(4) Uani 1 1 d . . . C77 C 0.6413(17) 0.3798(9) 0.0692(11) 0.077(4) Uani 1 1 d . . . H77A H 0.5771 0.3625 0.1357 0.116 Uiso 1 1 calc R . . H77B H 0.6488 0.3289 0.0306 0.116 Uiso 1 1 calc R . . H77C H 0.6145 0.4349 0.0375 0.116 Uiso 1 1 calc R . . C78 C 0.460(2) 0.5703(9) 0.1333(12) 0.088(5) Uani 1 1 d . . . H78 H 0.3864 0.5382 0.1825 0.106 Uiso 1 1 calc R . . C79 C 0.4515(18) 0.6185(16) 0.0458(13) 0.098(6) Uani 1 1 d . . . C80 C 0.360(2) 0.6346(8) 0.0083(12) 0.090(5) Uani 1 1 d . . . C81 C 0.386(2) 0.6591(10) -0.0938(11) 0.085(5) Uani 1 1 d . . . H81 H 0.4720 0.6694 -0.1397 0.102 Uiso 1 1 calc R . . C82 C 0.284(2) 0.6677(13) -0.1250(12) 0.095(5) Uani 1 1 d . . . C83 C 0.139(2) 0.6354(10) 0.0277(13) 0.088(5) Uani 1 1 d . . . H83 H 0.0517 0.6265 0.0715 0.106 Uiso 1 1 calc R . . C84 C 0.225(2) 0.6254(10) 0.0650(14) 0.096(6) Uani 1 1 d . . . H84 H 0.1973 0.6111 0.1344 0.115 Uiso 1 1 calc R . . C85 C 0.311(2) 0.698(2) -0.2374(15) 0.126(8) Uani 1 1 d . . . H85A H 0.2627 0.7530 -0.2448 0.189 Uiso 1 1 calc R . . H85B H 0.2852 0.6481 -0.2647 0.189 Uiso 1 1 calc R . . H85C H 0.4037 0.7130 -0.2728 0.189 Uiso 1 1 calc R . . C86 C 0.9295(17) 0.4337(9) 0.1315(11) 0.082(4) Uani 1 1 d . . . H86 H 0.9637 0.4544 0.1755 0.098 Uiso 1 1 calc R . . C87 C 1.0085(19) 0.4039(9) 0.0425(13) 0.091(5) Uani 1 1 d . . . C88 C 1.1479(16) 0.4029(10) -0.0042(9) 0.075(4) Uani 1 1 d . . . C89 C 1.2125(19) 0.4081(11) -0.1046(12) 0.086(4) Uani 1 1 d . . . H89 H 1.1680 0.4103 -0.1484 0.104 Uiso 1 1 calc R . . C90 C 1.346(2) 0.4098(10) -0.1382(11) 0.087(5) Uani 1 1 d . . . C91 C 1.3456(18) 0.3974(11) 0.0153(10) 0.083(4) Uani 1 1 d . . . H91 H 1.3926 0.3918 0.0574 0.099 Uiso 1 1 calc R . . C92 C 1.2116(19) 0.3980(9) 0.0556(12) 0.085(5) Uani 1 1 d . . . H92 H 1.1669 0.3949 0.1247 0.102 Uiso 1 1 calc R . . C93 C 1.422(2) 0.4156(19) -0.2494(13) 0.115(7) Uani 1 1 d . . . H93A H 1.5016 0.3828 -0.2612 0.173 Uiso 1 1 calc R . . H93B H 1.4418 0.4804 -0.2782 0.173 Uiso 1 1 calc R . . H93C H 1.3697 0.3874 -0.2798 0.173 Uiso 1 1 calc R . . C94 C -0.077(3) 0.7550(15) 0.4004(16) 0.123(8) Uani 1 1 d . . . H94 H -0.1521 0.7163 0.4349 0.148 Uiso 1 1 calc R . . F11 F 0.7313(14) 0.3600(9) 0.3561(8) 0.121(4) Uani 1 1 d . . . F1 F 0.7211(11) 0.0703(11) 0.6651(9) 0.125(4) Uani 1 1 d . . . F2 F 0.6451(15) 0.2076(9) 0.6742(9) 0.127(4) Uani 1 1 d . . . F3 F 0.6165(15) 0.0952(15) 0.5293(9) 0.165(8) Uani 1 1 d . . . F4 F 0.4858(17) 0.1872(13) 0.6037(12) 0.152(6) Uani 1 1 d . . . F5 F 0.4633(15) -0.0461(9) 0.6441(8) 0.126(4) Uani 1 1 d . . . F6 F 0.3304(14) 0.0628(12) 0.6609(9) 0.137(5) Uani 1 1 d . . . F7 F 0.3890(14) 0.5207(11) 0.3591(8) 0.131(5) Uani 1 1 d . . . F8 F 0.5292(15) 0.6245(9) 0.3502(9) 0.131(5) Uani 1 1 d . . . F9 F 0.4923(14) 0.3927(8) 0.4339(9) 0.119(4) Uani 1 1 d . . . F10 F 0.5672(14) 0.5022(10) 0.4829(8) 0.122(4) Uani 1 1 d . . . F12 F 0.7889(13) 0.5041(10) 0.3454(8) 0.117(4) Uani 1 1 d . . . N1 N 0.9338(17) 0.1377(8) 1.0969(10) 0.089(4) Uani 1 1 d . . . N2 N -0.2853(15) -0.1159(7) 1.0874(11) 0.085(4) Uani 1 1 d . . . N3 N 0.1605(18) 0.6566(9) -0.0649(10) 0.091(4) Uani 1 1 d . . . N4 N 1.4075(15) 0.4044(8) -0.0803(10) 0.084(4) Uani 1 1 d . . . O1 O 0.0991(12) 1.0440(8) 0.1670(8) 0.086(3) Uani 1 1 d . . . H1 H 0.1216 1.0665 0.1076 0.128 Uiso 1 1 calc R . . O2 O 0.4700(14) 0.9560(7) 0.1605(9) 0.096(3) Uani 1 1 d . . . H2A H 0.4448 1.0102 0.1581 0.145 Uiso 1 1 calc R . . O3 O 0.6483(12) 0.4894(8) 0.8523(8) 0.089(3) Uani 1 1 d . . . H3A H 0.5857 0.4511 0.8780 0.133 Uiso 1 1 calc R . . O4 O 1.0085(13) 0.5846(8) 0.8485(9) 0.090(3) Uani 1 1 d . . . H4 H 0.9680 0.5342 0.8752 0.136 Uiso 1 1 calc R . . S1 S 0.4855(5) 0.1679(2) 1.0412(3) 0.0854(11) Uani 1 1 d . . . S2 S 0.2130(5) -0.1313(2) 1.0251(3) 0.0880(12) Uani 1 1 d . . . S3 S 0.6125(4) 0.6703(3) -0.0160(3) 0.0850(11) Uani 1 1 d . . . S4 S 0.9074(5) 0.3735(2) -0.0176(3) 0.0861(11) Uani 1 1 d . . . N5 N 1.119(2) 0.4678(11) 0.2966(14) 0.118(6) Uani 1 1 d . . . C97 C 1.064(3) 0.4521(16) 0.373(2) 0.122(8) Uani 1 1 d . . . H97 H 1.0152 0.4380 0.4414 0.146 Uiso 1 1 calc R . . N6 N -0.017(2) 0.0509(13) 0.7270(13) 0.126(7) Uani 1 1 d . . . C96 C 0.039(6) 0.040(10) 0.549(4) 0.47(9) Uani 1 1 d . . . H96A H 0.0018 -0.0168 0.5409 0.708 Uiso 1 1 calc R . . H96B H 0.1332 0.0406 0.5163 0.708 Uiso 1 1 calc R . . H96C H 0.0055 0.0934 0.5210 0.708 Uiso 1 1 calc R . . C98 C 0.965(3) 0.430(2) 0.4780(16) 0.147(10) Uani 1 1 d . . . H98A H 0.9465 0.4866 0.5088 0.220 Uiso 1 1 calc R . . H98B H 1.0003 0.3852 0.5162 0.220 Uiso 1 1 calc R . . H98C H 0.8862 0.4040 0.4765 0.220 Uiso 1 1 calc R . . C95 C 0.008(3) 0.044(2) 0.649(2) 0.133(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.101(11) 0.069(7) 0.048(7) -0.018(6) -0.016(7) 0.001(7) C2 0.118(14) 0.080(9) 0.075(10) -0.020(7) -0.032(9) -0.019(9) C3 0.098(11) 0.078(9) 0.069(9) -0.034(7) -0.014(8) 0.004(7) C4 0.108(13) 0.102(12) 0.059(9) -0.012(8) -0.023(8) -0.001(9) C5 0.126(16) 0.094(12) 0.095(14) -0.034(10) -0.024(12) -0.012(11) C6 0.130(17) 0.114(13) 0.088(12) -0.013(10) -0.055(12) -0.048(12) C7 0.132(15) 0.067(8) 0.067(9) -0.018(7) -0.024(9) -0.007(8) C8 0.104(13) 0.151(16) 0.064(10) -0.041(10) -0.048(9) 0.003(11) C9 0.112(12) 0.056(6) 0.061(8) -0.027(6) -0.015(8) -0.009(6) C10 0.129(15) 0.088(11) 0.050(8) -0.004(7) -0.007(9) -0.021(10) C11 0.127(13) 0.055(7) 0.048(7) -0.016(5) -0.011(7) -0.009(7) C12 0.163(17) 0.058(7) 0.053(8) -0.002(6) -0.047(10) -0.036(9) C13 0.166(18) 0.056(7) 0.055(8) -0.010(6) -0.027(9) -0.013(9) C14 0.140(16) 0.064(8) 0.072(10) -0.032(7) -0.024(10) 0.006(9) C15 0.166(19) 0.057(7) 0.067(10) -0.006(6) -0.031(11) -0.025(9) C16 0.17(2) 0.059(8) 0.082(12) -0.023(8) 0.008(12) -0.019(10) C17 0.16(2) 0.079(11) 0.075(12) 0.001(9) 0.008(12) -0.003(12) C18 0.130(15) 0.087(10) 0.055(8) -0.028(7) -0.030(9) 0.011(10) C19 0.17(2) 0.074(9) 0.058(9) -0.001(7) -0.033(11) -0.014(10) C20 0.144(17) 0.061(8) 0.072(10) -0.026(7) -0.018(10) -0.013(9) C21 0.075(9) 0.061(7) 0.076(9) -0.026(6) -0.005(7) -0.011(6) C22 0.108(12) 0.054(6) 0.079(10) -0.010(6) -0.038(9) -0.028(7) C23 0.107(12) 0.078(9) 0.068(9) -0.015(7) -0.023(8) -0.006(8) C24 0.097(12) 0.082(9) 0.056(8) -0.021(7) -0.002(8) -0.014(8) C25 0.052(10) 0.151(19) 0.16(2) -0.093(17) 0.028(12) 0.018(10) C26 0.037(7) 0.37(3) 0.106(12) -0.118(17) -0.008(8) 0.144(15) C27 0.102(11) 0.060(7) 0.078(10) -0.030(7) -0.010(8) -0.004(7) C28 0.153(18) 0.050(7) 0.070(10) -0.009(6) -0.035(10) -0.022(8) C29 0.17(2) 0.067(8) 0.055(8) -0.014(6) -0.048(10) -0.029(9) C30 0.118(13) 0.064(7) 0.062(8) -0.026(6) -0.027(8) -0.015(7) C31 0.113(13) 0.052(6) 0.066(9) -0.019(6) -0.027(8) -0.025(7) C32 0.157(17) 0.058(7) 0.044(8) 0.003(6) -0.023(9) -0.020(8) C33 0.157(17) 0.044(6) 0.074(10) -0.031(6) -0.042(11) 0.001(7) C34 0.166(18) 0.056(7) 0.066(9) -0.009(6) -0.040(11) -0.024(9) C35 0.102(12) 0.079(9) 0.072(10) -0.031(7) -0.019(9) 0.000(8) C36 0.165(18) 0.059(8) 0.066(10) -0.012(6) -0.056(11) -0.011(8) C37 0.17(2) 0.081(10) 0.034(7) -0.023(6) -0.016(9) 0.016(10) C38 0.137(18) 0.17(2) 0.051(10) -0.033(11) -0.032(10) -0.017(15) C39 0.114(13) 0.040(5) 0.072(9) -0.013(5) -0.032(8) -0.011(6) C40 0.112(12) 0.056(7) 0.056(8) -0.015(6) 0.003(8) 0.020(7) C41 0.158(17) 0.066(8) 0.058(9) -0.032(7) -0.045(10) -0.008(9) C42 0.105(13) 0.085(9) 0.073(10) -0.009(7) -0.035(9) -0.012(8) C43 0.096(11) 0.068(8) 0.082(10) -0.042(7) -0.025(9) 0.006(7) C44 0.110(12) 0.053(6) 0.070(10) -0.007(6) -0.019(8) -0.006(7) C45 0.139(15) 0.030(5) 0.075(10) -0.005(5) -0.010(10) -0.006(6) C46 0.114(14) 0.096(12) 0.092(13) -0.037(10) -0.014(10) 0.006(10) C47 0.137(15) 0.061(7) 0.051(8) -0.018(6) -0.029(8) -0.014(8) C48 0.116(13) 0.083(9) 0.046(7) -0.016(6) -0.014(8) -0.022(9) C49 0.132(15) 0.078(9) 0.050(8) -0.018(7) -0.023(8) -0.024(9) C50 0.17(2) 0.074(9) 0.060(9) -0.019(7) -0.041(11) -0.018(10) C51 0.116(13) 0.065(7) 0.063(9) -0.021(6) -0.008(8) -0.011(8) C52 0.139(17) 0.100(12) 0.057(9) -0.022(8) 0.033(10) 0.021(11) C53 0.134(16) 0.085(10) 0.052(9) -0.007(7) 0.012(9) -0.003(10) C54 0.130(14) 0.061(7) 0.058(8) -0.020(6) -0.011(8) -0.014(8) C55 0.140(15) 0.074(8) 0.044(7) -0.021(6) 0.002(8) -0.024(9) C56 0.147(16) 0.068(8) 0.043(7) -0.019(6) -0.018(8) -0.005(9) C57 0.095(11) 0.069(8) 0.061(8) -0.007(6) 0.000(7) 0.001(7) C58 0.102(11) 0.076(8) 0.062(8) -0.012(6) -0.030(8) -0.025(8) C59 0.089(11) 0.084(9) 0.064(9) -0.007(7) -0.020(7) -0.022(8) C60 0.127(14) 0.066(8) 0.057(9) -0.004(7) 0.002(9) -0.006(8) C61 0.094(11) 0.086(10) 0.063(9) -0.015(7) -0.012(8) -0.008(8) C62 0.122(14) 0.075(9) 0.061(9) -0.012(7) -0.007(9) 0.009(9) C63 0.104(12) 0.091(10) 0.056(9) -0.012(7) -0.006(8) 0.018(9) C64 0.121(15) 0.110(13) 0.061(9) -0.002(8) -0.031(9) -0.022(11) C65 0.121(14) 0.082(10) 0.064(9) -0.017(8) -0.015(9) 0.004(9) C66 0.100(11) 0.069(8) 0.060(8) -0.010(6) -0.017(7) -0.008(7) C67 0.143(16) 0.047(6) 0.080(10) -0.026(6) -0.014(10) 0.002(8) C68 0.107(12) 0.051(6) 0.054(8) -0.010(5) -0.004(7) -0.018(6) C69 0.103(12) 0.091(10) 0.061(9) -0.038(7) -0.039(8) -0.003(8) C70 0.084(10) 0.071(8) 0.090(11) -0.043(8) 0.000(8) -0.004(7) C71 0.118(15) 0.091(11) 0.069(10) -0.022(8) -0.024(10) -0.005(9) C72 0.17(2) 0.090(11) 0.059(10) -0.023(8) -0.028(11) -0.009(11) C100 0.125(16) 0.114(14) 0.060(10) -0.024(9) -0.011(9) 0.010(12) C74 0.097(12) 0.107(12) 0.057(9) -0.022(8) -0.005(8) 0.002(10) C75 0.090(10) 0.052(6) 0.073(9) -0.009(6) -0.018(7) -0.014(6) C76 0.108(11) 0.043(5) 0.058(7) -0.011(5) -0.023(7) -0.017(6) C77 0.112(12) 0.051(6) 0.068(9) -0.009(6) -0.031(8) -0.018(6) C78 0.127(14) 0.053(7) 0.066(9) -0.022(6) -0.010(9) 0.002(7) C79 0.087(11) 0.151(16) 0.073(10) -0.064(10) -0.032(9) -0.007(10) C80 0.153(17) 0.035(6) 0.082(10) -0.024(6) -0.039(11) -0.012(7) C81 0.128(14) 0.062(7) 0.057(9) -0.022(6) -0.021(9) 0.001(8) C82 0.120(15) 0.093(11) 0.055(9) -0.021(7) -0.008(9) -0.011(9) C83 0.149(17) 0.056(7) 0.074(10) -0.006(6) -0.059(11) -0.019(8) C84 0.118(14) 0.059(8) 0.075(11) -0.015(7) 0.008(10) -0.007(8) C85 0.113(16) 0.18(2) 0.074(12) -0.033(13) -0.021(11) 0.029(15) C86 0.108(12) 0.049(6) 0.063(8) -0.018(5) 0.001(7) -0.015(6) C87 0.109(12) 0.050(7) 0.084(11) -0.013(6) -0.002(9) -0.008(7) C88 0.097(10) 0.070(7) 0.032(6) -0.010(5) 0.008(6) -0.001(7) C89 0.108(13) 0.078(9) 0.057(8) -0.014(7) -0.011(8) 0.001(8) C90 0.125(14) 0.059(7) 0.055(8) -0.016(6) -0.007(9) 0.001(7) C91 0.109(13) 0.075(8) 0.045(8) -0.017(6) -0.005(7) -0.008(7) C92 0.129(14) 0.048(6) 0.066(9) -0.027(6) -0.015(9) 0.001(7) C93 0.109(14) 0.16(2) 0.058(10) -0.008(10) -0.006(9) -0.001(13) C94 0.134(17) 0.093(12) 0.089(13) -0.014(10) 0.021(12) -0.009(11) F11 0.146(10) 0.110(8) 0.077(7) -0.014(6) -0.007(6) 0.017(7) F1 0.093(7) 0.184(13) 0.081(7) -0.054(7) -0.003(5) 0.013(8) F2 0.157(11) 0.115(8) 0.079(7) -0.004(6) -0.012(7) -0.047(8) F3 0.131(11) 0.28(2) 0.076(7) -0.049(10) -0.025(7) -0.084(13) F4 0.146(13) 0.169(14) 0.141(12) 0.017(10) -0.064(10) -0.050(11) F5 0.165(12) 0.120(8) 0.084(7) -0.048(6) -0.023(7) -0.011(8) F6 0.120(10) 0.198(14) 0.074(7) -0.043(7) -0.009(6) 0.053(9) F7 0.121(10) 0.180(13) 0.061(6) -0.018(6) 0.000(6) 0.026(8) F8 0.148(10) 0.115(8) 0.102(8) -0.051(7) -0.004(7) 0.038(7) F9 0.140(9) 0.090(7) 0.100(8) -0.027(5) -0.009(7) -0.004(6) F10 0.137(10) 0.151(10) 0.080(7) -0.054(6) -0.030(6) 0.034(8) F12 0.128(9) 0.144(9) 0.074(6) -0.049(6) -0.021(6) 0.014(7) N1 0.144(13) 0.049(5) 0.071(8) -0.017(5) -0.034(8) 0.012(6) N2 0.102(10) 0.049(5) 0.094(10) -0.027(6) -0.019(8) 0.001(5) N3 0.140(13) 0.066(7) 0.063(8) -0.018(6) -0.031(8) -0.011(7) N4 0.105(10) 0.066(7) 0.061(8) -0.014(5) -0.006(7) 0.004(6) O1 0.104(8) 0.086(6) 0.068(6) -0.014(5) -0.031(6) -0.020(6) O2 0.136(10) 0.059(5) 0.077(7) -0.023(5) -0.014(6) -0.006(5) O3 0.100(8) 0.082(6) 0.065(6) -0.018(5) -0.004(5) -0.009(5) O4 0.110(9) 0.073(6) 0.077(7) -0.018(5) -0.019(6) -0.009(5) S1 0.122(3) 0.0650(18) 0.061(2) -0.0178(15) -0.0206(19) -0.0147(18) S2 0.121(3) 0.0613(17) 0.069(2) -0.0129(15) -0.019(2) -0.0184(18) S3 0.102(3) 0.0715(19) 0.066(2) -0.0231(16) -0.0085(18) -0.0061(17) S4 0.117(3) 0.0625(18) 0.066(2) -0.0222(15) -0.015(2) -0.0107(17) N5 0.166(17) 0.072(8) 0.078(11) -0.014(7) -0.003(11) 0.000(9) C97 0.140(19) 0.099(13) 0.090(15) 0.007(11) -0.008(13) 0.011(12) N6 0.182(19) 0.102(11) 0.069(10) -0.027(8) -0.014(10) -0.033(11) C96 0.17(4) 1.1(3) 0.19(5) -0.33(10) -0.04(4) 0.09(9) C98 0.16(2) 0.20(3) 0.057(11) -0.031(13) -0.014(12) 0.01(2) C95 0.15(2) 0.14(2) 0.104(19) -0.035(15) -0.034(16) -0.010(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.359(19) . ? C1 C2 1.38(2) . ? C1 C10 1.38(3) . ? C2 C3 1.33(2) . ? C2 H2 0.9500 . ? C3 C4 1.48(3) . ? C3 H3 0.9500 . ? C4 C9 1.38(2) . ? C4 C5 1.43(3) . ? C5 C6 1.38(3) . ? C5 H5 0.9500 . ? C6 C7 1.40(3) . ? C6 H6 0.9500 . ? C7 C8 1.35(2) . ? C7 H7 0.9500 . ? C8 C9 1.46(3) . ? C8 H8 0.9500 . ? C9 C10 1.39(3) . ? C10 C11 1.50(2) . ? C11 C12 1.45(3) . ? C11 C19 1.46(3) . ? C12 O2 1.31(2) . ? C12 C13 1.40(2) . ? C13 C14 1.37(3) . ? C13 H13 0.9500 . ? C14 C15 1.45(3) . ? C14 H14 0.9500 . ? C15 C19 1.40(2) . ? C15 C16 1.44(3) . ? C16 C94 1.40(3) . ? C16 H16 0.9500 . ? C17 C18 1.30(3) . ? C17 C94 1.32(3) . ? C17 H17 0.9500 . ? C18 C19 1.47(3) . ? C18 H18 0.9500 . ? C20 C21 1.49(3) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.34(2) . ? C21 S1 1.684(17) . ? C22 C31 1.33(2) . ? C22 C23 1.49(2) . ? C23 C27 1.35(2) . ? C23 C24 1.54(2) . ? C24 C25 1.28(3) . ? C24 F2 1.29(2) . ? C24 F1 1.39(2) . ? C25 F3 1.34(3) . ? C25 F4 1.61(3) . ? C25 C26 1.62(4) . ? C26 F6 1.20(2) . ? C26 F5 1.38(3) . ? C26 C27 1.56(3) . ? C27 C28 1.50(2) . ? C28 C29 1.39(2) . ? C28 C39 1.40(3) . ? C29 C30 1.51(3) . ? C29 S2 1.72(2) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.44(2) . ? C31 H31 0.9500 . ? C32 C33 1.38(3) . ? C32 S1 1.74(2) . ? C33 C34 1.43(2) . ? C33 C37 1.45(3) . ? C34 C35 1.35(3) . ? C34 H34 0.9500 . ? C35 N1 1.34(2) . ? C35 C38 1.49(2) . ? C36 C37 1.31(3) . ? C36 N1 1.32(2) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 C40 1.28(2) . ? C39 H39 0.9500 . ? C40 C41 1.56(3) . ? C40 S2 1.695(19) . ? C41 C45 1.29(3) . ? C41 C42 1.38(3) . ? C42 C43 1.38(3) . ? C42 H42 0.9500 . ? C43 N2 1.28(2) . ? C43 C46 1.48(3) . ? C44 N2 1.34(2) . ? C44 C45 1.50(3) . ? C44 H44 0.9500 . ? C45 H45 0.9500 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 O3 1.33(2) . ? C47 C56 1.33(3) . ? C47 C48 1.39(2) . ? C48 C49 1.30(3) . ? C48 H48 0.9500 . ? C49 C50 1.40(3) . ? C49 H49 0.9500 . ? C50 C55 1.40(2) . ? C50 C51 1.43(3) . ? C51 C52 1.35(3) . ? C51 H51 0.9500 . ? C52 C53 1.41(3) . ? C52 H52 0.9500 . ? C53 C54 1.36(3) . ? C53 H53 0.9500 . ? C54 C55 1.43(3) . ? C54 H54 0.9500 . ? C55 C56 1.43(3) . ? C56 C57 1.52(2) . ? C57 C58 1.34(2) . ? C57 C66 1.48(2) . ? C58 O4 1.39(2) . ? C58 C59 1.41(2) . ? C59 C60 1.34(3) . ? C59 H59 0.9500 . ? C60 C61 1.37(3) . ? C60 H60 0.9500 . ? C61 C62 1.43(3) . ? C61 C66 1.48(2) . ? C62 C63 1.29(3) . ? C62 H62 0.9500 . ? C63 C64 1.50(3) . ? C63 H63 0.9500 . ? C64 C65 1.34(3) . ? C64 H64 0.9500 . ? C65 C66 1.34(3) . ? C65 H65 0.9500 . ? C67 C68 1.48(3) . ? C67 H67A 0.9800 . ? C67 H67B 0.9800 . ? C67 H67C 0.9800 . ? C68 C69 1.32(2) . ? C68 S3 1.689(18) . ? C69 C78 1.43(3) . ? C69 C70 1.47(3) . ? C70 C74 1.29(3) . ? C70 C71 1.51(2) . ? C71 F8 1.34(2) . ? C71 F7 1.37(3) . ? C71 C72 1.47(3) . ? C72 F10 1.33(2) . ? C72 F9 1.39(2) . ? C72 C100 1.58(3) . ? C100 F11 1.32(2) . ? C100 F12 1.37(3) . ? C100 C74 1.51(3) . ? C74 C75 1.49(2) . ? C75 C86 1.42(2) . ? C75 C76 1.45(2) . ? C76 C77 1.43(2) . ? C76 S4 1.756(16) . ? C77 H77A 0.9800 . ? C77 H77B 0.9800 . ? C77 H77C 0.9800 . ? C78 C79 1.42(3) . ? C78 H78 0.9500 . ? C79 C80 1.35(3) . ? C79 S3 1.81(2) . ? C80 C81 1.42(2) . ? C80 C84 1.43(3) . ? C81 C82 1.38(3) . ? C81 H81 0.9500 . ? C82 N3 1.33(3) . ? C82 C85 1.58(3) . ? C83 C84 1.27(3) . ? C83 N3 1.29(2) . ? C83 H83 0.9500 . ? C84 H84 0.9500 . ? C85 H85A 0.9800 . ? C85 H85B 0.9800 . ? C85 H85C 0.9800 . ? C86 C87 1.41(2) . ? C86 H86 0.9500 . ? C87 C88 1.45(2) . ? C87 S4 1.77(2) . ? C88 C92 1.32(3) . ? C88 C89 1.38(2) . ? C89 C90 1.38(3) . ? C89 H89 0.9500 . ? C90 N4 1.28(2) . ? C90 C93 1.53(2) . ? C91 N4 1.312(19) . ? C91 C92 1.39(3) . ? C91 H91 0.9500 . ? C92 H92 0.9500 . ? C93 H93A 0.9800 . ? C93 H93B 0.9800 . ? C93 H93C 0.9800 . ? C94 H94 0.9500 . ? O1 H1 0.8400 . ? O2 H2A 0.8400 . ? O3 H3A 0.8400 . ? O4 H4 0.8400 . ? N5 C97 1.06(3) . ? C97 C98 1.53(3) . ? C97 H97 0.9500 . ? N6 C95 1.11(3) . ? C96 C95 1.38(6) . ? C96 H96A 1.0084 . ? C96 H96B 1.0162 . ? C96 H96C 1.0092 . ? C98 H98A 0.9800 . ? C98 H98B 0.9800 . ? C98 H98C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C2 121.3(15) . . ? O1 C1 C10 118.4(14) . . ? C2 C1 C10 120.3(16) . . ? C3 C2 C1 123.7(19) . . ? C3 C2 H2 118.2 . . ? C1 C2 H2 118.1 . . ? C2 C3 C4 117.5(16) . . ? C2 C3 H3 121.2 . . ? C4 C3 H3 121.2 . . ? C9 C4 C5 121.7(18) . . ? C9 C4 C3 117.8(16) . . ? C5 C4 C3 120.1(18) . . ? C6 C5 C4 120.5(19) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.7 . . ? C5 C6 C7 119.8(16) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.2 . . ? C8 C7 C6 118.7(19) . . ? C8 C7 H7 120.7 . . ? C6 C7 H7 120.6 . . ? C7 C8 C9 124.7(19) . . ? C7 C8 H8 117.7 . . ? C9 C8 H8 117.7 . . ? C4 C9 C10 122.3(18) . . ? C4 C9 C8 114.2(15) . . ? C10 C9 C8 123.5(15) . . ? C1 C10 C9 118.2(16) . . ? C1 C10 C11 121.8(17) . . ? C9 C10 C11 119.9(18) . . ? C12 C11 C19 118.7(14) . . ? C12 C11 C10 120.6(15) . . ? C19 C11 C10 120.6(17) . . ? O2 C12 C13 123(2) . . ? O2 C12 C11 117.5(13) . . ? C13 C12 C11 119.2(16) . . ? C14 C13 C12 123(2) . . ? C14 C13 H13 118.4 . . ? C12 C13 H13 118.4 . . ? C13 C14 C15 118.3(15) . . ? C13 C14 H14 120.8 . . ? C15 C14 H14 120.8 . . ? C19 C15 C16 120(2) . . ? C19 C15 C14 121.6(19) . . ? C16 C15 C14 118.1(16) . . ? C94 C16 C15 116.5(17) . . ? C94 C16 H16 121.8 . . ? C15 C16 H16 121.7 . . ? C18 C17 C94 129(2) . . ? C18 C17 H17 115.3 . . ? C94 C17 H17 115.3 . . ? C17 C18 C19 115.0(18) . . ? C17 C18 H18 122.5 . . ? C19 C18 H18 122.5 . . ? C15 C19 C11 119(2) . . ? C15 C19 C18 119.4(19) . . ? C11 C19 C18 121.9(16) . . ? C21 C20 H20A 109.5 . . ? C21 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C21 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C20 129.5(15) . . ? C22 C21 S1 111.4(13) . . ? C20 C21 S1 118.9(11) . . ? C31 C22 C21 115.7(14) . . ? C31 C22 C23 122.0(17) . . ? C21 C22 C23 122.1(17) . . ? C27 C23 C22 130.3(16) . . ? C27 C23 C24 106.6(15) . . ? C22 C23 C24 123.0(15) . . ? C25 C24 F2 118(2) . . ? C25 C24 F1 104.4(15) . . ? F2 C24 F1 108.4(16) . . ? C25 C24 C23 106.5(17) . . ? F2 C24 C23 112.7(13) . . ? F1 C24 C23 105.7(15) . . ? C24 C25 F3 127.3(17) . . ? C24 C25 F4 104.0(17) . . ? F3 C25 F4 89(2) . . ? C24 C25 C26 118(2) . . ? F3 C25 C26 113(2) . . ? F4 C25 C26 90.5(14) . . ? F6 C26 F5 112(2) . . ? F6 C26 C27 119.9(11) . . ? F5 C26 C27 107.3(18) . . ? F6 C26 C25 122(3) . . ? F5 C26 C25 100.8(11) . . ? C27 C26 C25 92.6(19) . . ? C23 C27 C28 126.4(16) . . ? C23 C27 C26 116.0(17) . . ? C28 C27 C26 117.6(17) . . ? C29 C28 C39 111.5(16) . . ? C29 C28 C27 120(2) . . ? C39 C28 C27 127.9(16) . . ? C28 C29 C30 130.1(19) . . ? C28 C29 S2 110.2(18) . . ? C30 C29 S2 119.5(12) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C22 C31 C32 112.8(17) . . ? C22 C31 H31 123.6 . . ? C32 C31 H31 123.6 . . ? C33 C32 C31 128.9(19) . . ? C33 C32 S1 124.3(13) . . ? C31 C32 S1 106.8(15) . . ? C32 C33 C34 125(2) . . ? C32 C33 C37 123.3(16) . . ? C34 C33 C37 111.9(18) . . ? C35 C34 C33 123(2) . . ? C35 C34 H34 118.5 . . ? C33 C34 H34 118.4 . . ? N1 C35 C34 121.6(16) . . ? N1 C35 C38 116.2(18) . . ? C34 C35 C38 122.0(19) . . ? C37 C36 N1 128(2) . . ? C37 C36 H36 116.1 . . ? N1 C36 H36 116.1 . . ? C36 C37 C33 119.4(15) . . ? C36 C37 H37 120.3 . . ? C33 C37 H37 120.3 . . ? C35 C38 H38A 109.4 . . ? C35 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C35 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C40 C39 C28 113.1(16) . . ? C40 C39 H39 123.5 . . ? C28 C39 H39 123.4 . . ? C39 C40 C41 128.0(17) . . ? C39 C40 S2 115.0(15) . . ? C41 C40 S2 116.7(11) . . ? C45 C41 C42 120(2) . . ? C45 C41 C40 117.1(16) . . ? C42 C41 C40 122.3(15) . . ? C41 C42 C43 120.0(16) . . ? C41 C42 H42 120.0 . . ? C43 C42 H42 120.0 . . ? N2 C43 C42 121.1(16) . . ? N2 C43 C46 120.1(17) . . ? C42 C43 C46 118.7(17) . . ? N2 C44 C45 116.7(16) . . ? N2 C44 H44 121.7 . . ? C45 C44 H44 121.7 . . ? C41 C45 C44 119.5(16) . . ? C41 C45 H45 120.3 . . ? C44 C45 H45 120.2 . . ? C43 C46 H46A 109.5 . . ? C43 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C43 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? O3 C47 C56 118.2(13) . . ? O3 C47 C48 121.4(16) . . ? C56 C47 C48 120.4(18) . . ? C49 C48 C47 121.3(17) . . ? C49 C48 H48 119.3 . . ? C47 C48 H48 119.3 . . ? C48 C49 C50 122.6(16) . . ? C48 C49 H49 118.7 . . ? C50 C49 H49 118.7 . . ? C55 C50 C49 116(2) . . ? C55 C50 C51 120.9(18) . . ? C49 C50 C51 122.4(15) . . ? C52 C51 C50 120.3(15) . . ? C52 C51 H51 119.8 . . ? C50 C51 H51 119.9 . . ? C51 C52 C53 120.8(18) . . ? C51 C52 H52 119.6 . . ? C53 C52 H52 119.6 . . ? C54 C53 C52 117.9(17) . . ? C54 C53 H53 121.1 . . ? C52 C53 H53 121.1 . . ? C53 C54 C55 124.4(15) . . ? C53 C54 H54 117.8 . . ? C55 C54 H54 117.8 . . ? C50 C55 C54 115.3(19) . . ? C50 C55 C56 120.4(18) . . ? C54 C55 C56 124.3(15) . . ? C47 C56 C55 118.8(15) . . ? C47 C56 C57 122.1(17) . . ? C55 C56 C57 119.0(16) . . ? C58 C57 C66 121.1(14) . . ? C58 C57 C56 124.7(16) . . ? C66 C57 C56 114.3(16) . . ? C57 C58 O4 119.2(14) . . ? C57 C58 C59 119.7(16) . . ? O4 C58 C59 121.1(13) . . ? C60 C59 C58 121.8(15) . . ? C60 C59 H59 119.1 . . ? C58 C59 H59 119.1 . . ? C59 C60 C61 123.2(16) . . ? C59 C60 H60 118.4 . . ? C61 C60 H60 118.4 . . ? C60 C61 C62 125.6(17) . . ? C60 C61 C66 117.8(16) . . ? C62 C61 C66 116.5(16) . . ? C63 C62 C61 125.1(17) . . ? C63 C62 H62 117.5 . . ? C61 C62 H62 117.5 . . ? C62 C63 C64 117.6(17) . . ? C62 C63 H63 121.2 . . ? C64 C63 H63 121.2 . . ? C65 C64 C63 118.0(18) . . ? C65 C64 H64 121.0 . . ? C63 C64 H64 121.0 . . ? C64 C65 C66 125.8(18) . . ? C64 C65 H65 117.1 . . ? C66 C65 H65 117.1 . . ? C65 C66 C61 116.9(16) . . ? C65 C66 C57 126.8(15) . . ? C61 C66 C57 116.3(15) . . ? C68 C67 H67A 109.5 . . ? C68 C67 H67B 109.4 . . ? H67A C67 H67B 109.5 . . ? C68 C67 H67C 109.5 . . ? H67A C67 H67C 109.5 . . ? H67B C67 H67C 109.5 . . ? C69 C68 C67 124.9(16) . . ? C69 C68 S3 115.1(14) . . ? C67 C68 S3 119.9(11) . . ? C68 C69 C78 109.4(15) . . ? C68 C69 C70 127.5(17) . . ? C78 C69 C70 123.0(15) . . ? C74 C70 C69 125.8(16) . . ? C74 C70 C71 109.9(18) . . ? C69 C70 C71 123.9(16) . . ? F8 C71 F7 105.5(17) . . ? F8 C71 C72 111.3(16) . . ? F7 C71 C72 113.7(17) . . ? F8 C71 C70 109.9(15) . . ? F7 C71 C70 111.4(15) . . ? C72 C71 C70 105.1(18) . . ? F10 C72 F9 103.7(15) . . ? F10 C72 C71 117.2(17) . . ? F9 C72 C71 109(2) . . ? F10 C72 C100 114(2) . . ? F9 C72 C100 105.6(16) . . ? C71 C72 C100 106.9(15) . . ? F11 C100 F12 109(2) . . ? F11 C100 C74 117.4(18) . . ? F12 C100 C74 114.2(18) . . ? F11 C100 C72 113.0(17) . . ? F12 C100 C72 103.6(16) . . ? C74 C100 C72 98.9(18) . . ? C70 C74 C75 131.7(17) . . ? C70 C74 C100 114.9(17) . . ? C75 C74 C100 112.9(18) . . ? C86 C75 C76 113.6(14) . . ? C86 C75 C74 128.0(14) . . ? C76 C75 C74 118.0(15) . . ? C77 C76 C75 131.2(14) . . ? C77 C76 S4 121.1(10) . . ? C75 C76 S4 107.5(12) . . ? C76 C77 H77A 109.5 . . ? C76 C77 H77B 109.5 . . ? H77A C77 H77B 109.5 . . ? C76 C77 H77C 109.5 . . ? H77A C77 H77C 109.5 . . ? H77B C77 H77C 109.5 . . ? C79 C78 C69 119.4(16) . . ? C79 C78 H78 120.3 . . ? C69 C78 H78 120.3 . . ? C80 C79 C78 136.7(19) . . ? C80 C79 S3 121.7(16) . . ? C78 C79 S3 101.4(13) . . ? C79 C80 C81 123.6(19) . . ? C79 C80 C84 124.3(18) . . ? C81 C80 C84 112.0(19) . . ? C82 C81 C80 118.7(18) . . ? C82 C81 H81 120.7 . . ? C80 C81 H81 120.7 . . ? N3 C82 C81 124.1(16) . . ? N3 C82 C85 117(2) . . ? C81 C82 C85 119.1(18) . . ? C84 C83 N3 126(2) . . ? C84 C83 H83 117.2 . . ? N3 C83 H83 117.2 . . ? C83 C84 C80 123.6(19) . . ? C83 C84 H84 118.2 . . ? C80 C84 H84 118.2 . . ? C82 C85 H85A 109.5 . . ? C82 C85 H85B 109.5 . . ? H85A C85 H85B 109.5 . . ? C82 C85 H85C 109.5 . . ? H85A C85 H85C 109.5 . . ? H85B C85 H85C 109.5 . . ? C87 C86 C75 115.9(16) . . ? C87 C86 H86 122.1 . . ? C75 C86 H86 122.1 . . ? C86 C87 C88 130.8(18) . . ? C86 C87 S4 107.5(15) . . ? C88 C87 S4 121.4(13) . . ? C92 C88 C89 120.8(17) . . ? C92 C88 C87 115.8(14) . . ? C89 C88 C87 123.3(17) . . ? C88 C89 C90 116.5(17) . . ? C88 C89 H89 121.7 . . ? C90 C89 H89 121.8 . . ? N4 C90 C89 122.8(15) . . ? N4 C90 C93 118.8(18) . . ? C89 C90 C93 118.4(18) . . ? N4 C91 C92 120.7(17) . . ? N4 C91 H91 119.7 . . ? C92 C91 H91 119.6 . . ? C88 C92 C91 118.6(14) . . ? C88 C92 H92 120.7 . . ? C91 C92 H92 120.7 . . ? C90 C93 H93A 109.5 . . ? C90 C93 H93B 109.5 . . ? H93A C93 H93B 109.5 . . ? C90 C93 H93C 109.5 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 109.5 . . ? C17 C94 C16 120(2) . . ? C17 C94 H94 120.2 . . ? C16 C94 H94 120.2 . . ? C36 N1 C35 116.2(18) . . ? C43 N2 C44 122.5(16) . . ? C83 N3 C82 116.0(19) . . ? C90 N4 C91 120.5(17) . . ? C1 O1 H1 109.5 . . ? C12 O2 H2A 109.5 . . ? C47 O3 H3A 109.5 . . ? C58 O4 H4 109.5 . . ? C21 S1 C32 92.8(8) . . ? C40 S2 C29 89.8(9) . . ? C68 S3 C79 94.4(8) . . ? C76 S4 C87 95.5(7) . . ? N5 C97 C98 170(3) . . ? N5 C97 H97 179.9 . . ? C98 C97 H97 9.8 . . ? C95 C96 H96A 112.0 . . ? C95 C96 H96B 114.6 . . ? H96A C96 H96B 105.1 . . ? C95 C96 H96C 112.2 . . ? H96A C96 H96C 106.1 . . ? H96B C96 H96C 106.2 . . ? C97 C98 H98A 109.5 . . ? C97 C98 H98B 109.5 . . ? H98A C98 H98B 109.5 . . ? C97 C98 H98C 109.4 . . ? H98A C98 H98C 109.5 . . ? H98B C98 H98C 109.5 . . ? N6 C95 C96 177(7) . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 66.56 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.788 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.131 #===END _database_code_depnum_ccdc_archive 'CCDC 951473'