# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 loop_ _publ_author_name 'David W. Knight' 'Michael P. Coogan' 'Jonathan J. Gridley' 'K.M Abdul Malik' 'Christopher M. Sharland' ; J.Singkhonrat ; 'S. Williams' _publ_contact_author_name 'Dr David W Knight' _publ_contact_author_address ; Chemistry Department Cardiff University PO Box 912 Cardiff CF10 3TB UNITED KINGDOM ; _publ_contact_author_email KNIGHTDW@CF.AC.UK _publ_section_title ; A stereoselective synthesis of anti-y, -alkynly- and - alkenyl- -hydroxy- -amino ester from tin(II) enolates of glycinate ; data_malik1 _database_code_CSD 210386 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H21 N O5 S' _chemical_formula_weight 387.44 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' O O 0.0106 0.0060 '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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 5.49000(10) _cell_length_b 16.0680(5) _cell_length_c 21.8780(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1929.93(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3248 _cell_measurement_theta_min 3.07 _cell_measurement_theta_max 27.49 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.333 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 816 _exptl_absorpt_coefficient_mu 0.198 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.967 _exptl_absorpt_correction_T_max 0.982 _exptl_absorpt_process_details 'SORTAV (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius kappa CCD area detector' _diffrn_measurement_method 'phi & omega scan to fill Ewald sphere' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11361 _diffrn_reflns_av_R_equivalents 0.0906 _diffrn_reflns_av_sigmaI/netI 0.0914 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.49 _reflns_number_total 4271 _reflns_number_gt 3248 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-96 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrigia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0454P)^2^+1.3894P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.25(11) _refine_ls_number_reflns 4271 _refine_ls_number_parameters 247 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0905 _refine_ls_R_factor_gt 0.0616 _refine_ls_wR_factor_ref 0.1375 _refine_ls_wR_factor_gt 0.1236 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 S1 S 0.07996(14) 0.42724(6) 0.34631(4) 0.0237(2) Uani 1 1 d . . . O1 O -0.1803(4) 0.43169(17) 0.35116(11) 0.0289(6) Uani 1 1 d . . . O2 O 0.2285(4) 0.49207(16) 0.37144(12) 0.0317(6) Uani 1 1 d . . . O3 O 0.6978(4) 0.32575(16) 0.22559(12) 0.0303(6) Uani 1 1 d . . . O4 O 0.3089(4) 0.28200(14) 0.22822(12) 0.0269(6) Uani 1 1 d . . . O5 O 0.3380(5) 0.56228(17) 0.21069(13) 0.0435(7) Uani 1 1 d . . . H5A H 0.2243 0.5786 0.1880 0.052 Uiso 1 1 calc R . . N1 N 0.1338(4) 0.42401(18) 0.27298(12) 0.0223(6) Uani 1 1 d . . . H1A H 0.0121 0.4226 0.2468 0.027 Uiso 1 1 calc R . . C1 C 0.3882(6) 0.3284(2) 0.41304(16) 0.0296(8) Uani 1 1 d . . . H1 H 0.4820 0.3772 0.4199 0.036 Uiso 1 1 calc R . . C2 C 0.4594(6) 0.2533(2) 0.43730(17) 0.0328(9) Uani 1 1 d . . . H2 H 0.6032 0.2510 0.4614 0.039 Uiso 1 1 calc R . . C3 C 0.3262(7) 0.1800(2) 0.42761(17) 0.0317(9) Uani 1 1 d . . . C4 C 0.1159(7) 0.1850(2) 0.39265(17) 0.0333(9) Uani 1 1 d . . . H4 H 0.0227 0.1361 0.3856 0.040 Uiso 1 1 calc R . . C5 C 0.0387(7) 0.2603(2) 0.36773(17) 0.0320(8) Uani 1 1 d . . . H5 H -0.1057 0.2628 0.3439 0.038 Uiso 1 1 calc R . . C6 C 0.4102(9) 0.0994(3) 0.4554(2) 0.0467(11) Uani 1 1 d . . . H6A H 0.5887 0.0976 0.4556 0.070 Uiso 1 1 calc R . . H6B H 0.3471 0.0527 0.4314 0.070 Uiso 1 1 calc R . . H6C H 0.3497 0.0953 0.4975 0.070 Uiso 1 1 calc R . . C7 C 0.1753(6) 0.3316(2) 0.37815(15) 0.0224(7) Uani 1 1 d . . . C8 C 0.3843(5) 0.4235(2) 0.25116(15) 0.0228(7) Uani 1 1 d . . . H8 H 0.4898 0.4473 0.2840 0.027 Uiso 1 1 calc R . . C9 C 0.4838(6) 0.3382(2) 0.23459(15) 0.0219(7) Uani 1 1 d . . . C10 C 0.3821(7) 0.1998(2) 0.20655(19) 0.0340(9) Uani 1 1 d . . . H10A H 0.5233 0.1792 0.2303 0.041 Uiso 1 1 calc R . . H10B H 0.4287 0.2023 0.1629 0.041 Uiso 1 1 calc R . . C11 C 0.1689(8) 0.1434(3) 0.2150(2) 0.0428(10) Uani 1 1 d . . . H11A H 0.1233 0.1420 0.2583 0.064 Uiso 1 1 calc R . . H11B H 0.2121 0.0871 0.2014 0.064 Uiso 1 1 calc R . . H11C H 0.0314 0.1639 0.1907 0.064 Uiso 1 1 calc R . . C12 C 0.4037(6) 0.4806(2) 0.19461(16) 0.0268(7) Uani 1 1 d . . . H12 H 0.5775 0.4811 0.1809 0.032 Uiso 1 1 calc R . . C13 C 0.2539(6) 0.4486(2) 0.14412(16) 0.0262(8) Uani 1 1 d . . . C14 C 0.1254(6) 0.4235(2) 0.10397(16) 0.0282(8) Uani 1 1 d . . . C15 C -0.0322(6) 0.3969(2) 0.05526(16) 0.0251(8) Uani 1 1 d . . . C16 C -0.2303(6) 0.3446(2) 0.06695(18) 0.0322(9) Uani 1 1 d . . . H16 H -0.2545 0.3227 0.1068 0.039 Uiso 1 1 calc R . . C17 C -0.3905(7) 0.3250(3) 0.02073(19) 0.0401(10) Uani 1 1 d . . . H17 H -0.5249 0.2894 0.0288 0.048 Uiso 1 1 calc R . . C18 C -0.3564(7) 0.3569(3) -0.03747(19) 0.0395(10) Uani 1 1 d . . . H18 H -0.4697 0.3441 -0.0689 0.047 Uiso 1 1 calc R . . C19 C -0.1587(7) 0.4074(2) -0.05020(18) 0.0364(10) Uani 1 1 d . . . H19 H -0.1346 0.4284 -0.0904 0.044 Uiso 1 1 calc R . . C20 C 0.0034(6) 0.4272(2) -0.00422(16) 0.0305(8) Uani 1 1 d . . . H20 H 0.1399 0.4616 -0.0129 0.037 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0189(4) 0.0296(4) 0.0226(4) -0.0040(4) 0.0000(4) 0.0019(3) O1 0.0196(11) 0.0403(15) 0.0270(13) -0.0043(12) 0.0009(10) 0.0042(10) O2 0.0288(13) 0.0343(15) 0.0319(15) -0.0095(12) -0.0078(11) 0.0014(11) O3 0.0193(12) 0.0376(15) 0.0339(15) -0.0059(12) 0.0027(11) -0.0012(10) O4 0.0191(11) 0.0244(13) 0.0372(15) -0.0045(11) -0.0014(11) -0.0021(9) O5 0.0520(17) 0.0306(16) 0.0480(18) -0.0010(13) -0.0129(14) 0.0000(12) N1 0.0128(12) 0.0336(16) 0.0204(14) -0.0005(13) -0.0003(11) 0.0025(11) C1 0.0198(17) 0.041(2) 0.028(2) -0.0028(17) -0.0007(15) -0.0018(15) C2 0.0233(18) 0.044(2) 0.031(2) 0.0062(17) 0.0000(16) 0.0016(16) C3 0.0348(19) 0.036(2) 0.025(2) 0.0027(17) 0.0059(16) 0.0022(16) C4 0.033(2) 0.034(2) 0.033(2) -0.0043(16) -0.0014(18) -0.0054(16) C5 0.0272(19) 0.037(2) 0.032(2) -0.0067(17) -0.0037(16) -0.0030(16) C6 0.050(2) 0.045(3) 0.046(3) 0.009(2) 0.008(2) 0.005(2) C7 0.0197(15) 0.0308(19) 0.0167(17) -0.0013(14) 0.0033(13) 0.0016(13) C8 0.0202(16) 0.0275(18) 0.0207(16) -0.0052(15) 0.0026(13) -0.0038(14) C9 0.0192(15) 0.0281(19) 0.0185(18) 0.0008(15) 0.0005(13) 0.0010(13) C10 0.034(2) 0.0224(19) 0.046(2) -0.0042(16) 0.0046(19) 0.0002(15) C11 0.048(2) 0.036(2) 0.044(3) -0.0069(19) 0.008(2) -0.0144(18) C12 0.0250(17) 0.0249(18) 0.0306(19) -0.0012(15) -0.0007(16) -0.0017(14) C13 0.0267(17) 0.0270(19) 0.025(2) 0.0050(15) 0.0031(16) 0.0015(13) C14 0.0296(18) 0.0318(19) 0.0230(18) 0.0042(16) 0.0054(15) 0.0038(16) C15 0.0231(17) 0.0267(18) 0.0254(18) -0.0017(15) -0.0004(15) 0.0022(13) C16 0.0250(18) 0.042(2) 0.030(2) 0.0010(18) 0.0025(16) 0.0009(16) C17 0.027(2) 0.050(3) 0.044(3) -0.008(2) 0.0006(18) -0.0020(18) C18 0.029(2) 0.056(3) 0.033(2) -0.011(2) -0.0062(18) 0.0059(18) C19 0.043(2) 0.039(2) 0.027(2) 0.0034(17) 0.0002(18) 0.0054(17) C20 0.0320(18) 0.030(2) 0.0297(19) 0.0044(17) -0.0004(15) -0.0005(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 S1 O2 1.433(3) . ? S1 O1 1.435(2) . ? S1 N1 1.632(3) . ? S1 C7 1.767(4) . ? O3 C9 1.208(4) . ? O4 C9 1.326(4) . ? O4 C10 1.460(4) . ? O5 C12 1.406(4) . ? N1 C8 1.456(4) . ? C1 C2 1.374(5) . ? C1 C7 1.397(5) . ? C2 C3 1.402(5) . ? C3 C4 1.388(5) . ? C3 C6 1.504(5) . ? C4 C5 1.393(6) . ? C5 C7 1.388(5) . ? C8 C9 1.518(5) . ? C8 C12 1.544(5) . ? C10 C11 1.491(5) . ? C12 C13 1.470(5) . ? C13 C14 1.196(5) . ? C14 C15 1.438(5) . ? C15 C16 1.398(5) . ? C15 C20 1.403(5) . ? C16 C17 1.377(5) . ? C17 C18 1.386(6) . ? C18 C19 1.384(6) . ? C19 C20 1.380(5) . ? 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 O2 S1 O1 120.17(16) . . ? O2 S1 N1 107.30(15) . . ? O1 S1 N1 104.75(14) . . ? O2 S1 C7 108.21(16) . . ? O1 S1 C7 108.01(16) . . ? N1 S1 C7 107.83(15) . . ? C9 O4 C10 116.8(3) . . ? C8 N1 S1 119.6(2) . . ? C2 C1 C7 118.8(3) . . ? C1 C2 C3 122.0(3) . . ? C4 C3 C2 117.9(3) . . ? C4 C3 C6 121.9(4) . . ? C2 C3 C6 120.2(4) . . ? C3 C4 C5 121.3(4) . . ? C7 C5 C4 119.2(3) . . ? C5 C7 C1 120.8(3) . . ? C5 C7 S1 119.5(3) . . ? C1 C7 S1 119.7(3) . . ? N1 C8 C9 115.1(3) . . ? N1 C8 C12 108.9(3) . . ? C9 C8 C12 108.7(3) . . ? O3 C9 O4 125.0(3) . . ? O3 C9 C8 122.6(3) . . ? O4 C9 C8 112.3(3) . . ? O4 C10 C11 107.1(3) . . ? O5 C12 C13 111.8(3) . . ? O5 C12 C8 109.7(3) . . ? C13 C12 C8 110.8(3) . . ? C14 C13 C12 177.8(4) . . ? C13 C14 C15 177.7(4) . . ? C16 C15 C20 119.1(3) . . ? C16 C15 C14 120.8(3) . . ? C20 C15 C14 120.0(3) . . ? C17 C16 C15 120.0(4) . . ? C16 C17 C18 120.2(4) . . ? C19 C18 C17 120.5(4) . . ? C20 C19 C18 119.6(4) . . ? C19 C20 C15 120.4(3) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.408 _refine_diff_density_min -0.463 _refine_diff_density_rms 0.069 data_malik2 _database_code_CSD 210387 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H25 N O5 S' _chemical_formula_weight 355.44 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' O O 0.0106 0.0060 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.33400(10) _cell_length_b 9.2330(2) _cell_length_c 12.9590(3) _cell_angle_alpha 71.9090(7) _cell_angle_beta 83.7480(8) _cell_angle_gamma 74.3910(10) _cell_volume 912.56(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3482 _cell_measurement_theta_min 2.99 _cell_measurement_theta_max 27.51 _exptl_crystal_description bloc _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.294 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 380 _exptl_absorpt_coefficient_mu 0.203 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.812 _exptl_absorpt_correction_T_max 0.979 _exptl_absorpt_process_details 'SORTAV (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius kappa CCD area detector' _diffrn_measurement_method 'phi & omega scan to fill Ewald sphere' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18192 _diffrn_reflns_av_R_equivalents 0.0806 _diffrn_reflns_av_sigmaI/netI 0.0484 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 27.51 _reflns_number_total 4164 _reflns_number_gt 3482 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-96 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0472P)^2^+0.3982P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4164 _refine_ls_number_parameters 230 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0528 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.1085 _refine_ls_wR_factor_gt 0.1020 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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 S1 S 0.49071(5) 0.11262(4) 0.24630(3) 0.01892(12) Uani 1 1 d . . . O1 O 0.42269(14) 0.27385(12) 0.18781(9) 0.0260(3) Uani 1 1 d . . . O2 O 0.62142(14) 0.07172(14) 0.32147(9) 0.0259(3) Uani 1 1 d . . . O3 O 0.36903(14) -0.17561(13) 0.12044(9) 0.0263(3) Uani 1 1 d . . . O4 O 0.47719(13) -0.34807(12) 0.27556(9) 0.0219(2) Uani 1 1 d . . . O5 O 0.70975(14) -0.13396(14) 0.00233(9) 0.0233(3) Uani 1 1 d . . . H5O H 0.708(3) -0.037(3) -0.0175(19) 0.053(7) Uiso 1 1 d . . . N1 N 0.56195(16) 0.02294(15) 0.15387(11) 0.0184(3) Uani 1 1 d . . . H1N H 0.504(2) 0.060(2) 0.1001(17) 0.029(5) Uiso 1 1 d . . . C1 C 0.61712(18) -0.14920(17) 0.18831(12) 0.0179(3) Uani 1 1 d . . . H1 H 0.6593 -0.1846 0.2637 0.021 Uiso 1 1 calc R . . C2 C 0.32783(18) 0.03046(17) 0.31753(12) 0.0188(3) Uani 1 1 d . . . C3 C 0.17361(19) 0.07573(19) 0.26932(13) 0.0220(3) Uani 1 1 d . . . H3 H 0.1534 0.1563 0.2021 0.026 Uiso 1 1 calc R . . C4 C 0.04984(19) 0.00151(19) 0.32083(13) 0.0232(3) Uani 1 1 d . . . H4 H -0.0564 0.0333 0.2892 0.028 Uiso 1 1 calc R . . C5 C 0.07913(19) -0.11907(19) 0.41844(13) 0.0223(3) Uani 1 1 d . . . C6 C 0.2329(2) -0.1588(2) 0.46645(13) 0.0259(4) Uani 1 1 d . . . H6 H 0.2525 -0.2378 0.5344 0.031 Uiso 1 1 calc R . . C7 C 0.3577(2) -0.08497(19) 0.41681(13) 0.0235(3) Uani 1 1 d . . . H7 H 0.4621 -0.1130 0.4502 0.028 Uiso 1 1 calc R . . C8 C -0.0516(2) -0.2069(2) 0.47059(15) 0.0302(4) Uani 1 1 d . . . H8A H -0.1612 -0.1434 0.4428 0.045 Uiso 1 1 calc R . . H8B H -0.0527 -0.2274 0.5495 0.045 Uiso 1 1 calc R . . H8C H -0.0258 -0.3070 0.4534 0.045 Uiso 1 1 calc R . . C9 C 0.47362(19) -0.22346(17) 0.18893(12) 0.0196(3) Uani 1 1 d . . . C10 C 0.3436(2) -0.42616(19) 0.28370(14) 0.0263(4) Uani 1 1 d . . . H10A H 0.3505 -0.4680 0.2212 0.032 Uiso 1 1 calc R . . H10B H 0.2336 -0.3511 0.2840 0.032 Uiso 1 1 calc R . . C11 C 0.3655(3) -0.5578(2) 0.38799(16) 0.0372(4) Uani 1 1 d . . . H11A H 0.4750 -0.6309 0.3867 0.056 Uiso 1 1 calc R . . H11B H 0.2781 -0.6137 0.3963 0.056 Uiso 1 1 calc R . . H11C H 0.3579 -0.5147 0.4491 0.056 Uiso 1 1 calc R . . C12 C 0.76350(19) -0.20414(18) 0.11139(12) 0.0198(3) Uani 1 1 d . . . C13 C 0.9142(2) -0.1480(2) 0.12557(14) 0.0269(4) Uani 1 1 d . . . H13A H 1.0055 -0.1803 0.0767 0.040 Uiso 1 1 calc R . . H13B H 0.9500 -0.1946 0.2009 0.040 Uiso 1 1 calc R . . H13C H 0.8835 -0.0331 0.1082 0.040 Uiso 1 1 calc R . . C14 C 0.80358(19) -0.38264(18) 0.13577(13) 0.0224(3) Uani 1 1 d . . . C15 C 0.7677(2) -0.44713(19) 0.06583(14) 0.0261(4) Uani 1 1 d . . . H15 H 0.7163 -0.3772 0.0008 0.031 Uiso 1 1 calc R . . C16 C 0.8007(3) -0.6206(2) 0.07941(17) 0.0380(5) Uani 1 1 d . . . H16A H 0.9113 -0.6575 0.0487 0.057 Uiso 1 1 calc R . . H16B H 0.7160 -0.6391 0.0416 0.057 Uiso 1 1 calc R . . H16C H 0.7962 -0.6779 0.1568 0.057 Uiso 1 1 calc R . . C17 C 0.8844(3) -0.4787(2) 0.24316(16) 0.0369(4) Uani 1 1 d . . . H17A H 0.8588 -0.5819 0.2664 0.055 Uiso 1 1 calc R . . H17B H 0.8412 -0.4238 0.2979 0.055 Uiso 1 1 calc R . . H17C H 1.0054 -0.4927 0.2346 0.055 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0195(2) 0.0196(2) 0.0199(2) -0.00735(15) 0.00048(14) -0.00704(15) O1 0.0313(6) 0.0175(5) 0.0291(6) -0.0068(5) 0.0013(5) -0.0069(5) O2 0.0218(6) 0.0349(6) 0.0258(6) -0.0120(5) -0.0030(5) -0.0104(5) O3 0.0279(6) 0.0219(6) 0.0281(6) -0.0016(5) -0.0070(5) -0.0087(5) O4 0.0242(6) 0.0184(5) 0.0224(6) -0.0015(4) -0.0001(4) -0.0095(4) O5 0.0318(6) 0.0193(6) 0.0169(6) -0.0029(4) 0.0002(5) -0.0065(5) N1 0.0223(7) 0.0165(6) 0.0162(7) -0.0046(5) 0.0008(5) -0.0054(5) C1 0.0194(7) 0.0151(7) 0.0177(7) -0.0026(5) -0.0004(6) -0.0046(6) C2 0.0185(7) 0.0209(7) 0.0184(8) -0.0084(6) 0.0016(6) -0.0051(6) C3 0.0213(8) 0.0258(8) 0.0183(8) -0.0067(6) -0.0002(6) -0.0048(6) C4 0.0185(7) 0.0293(8) 0.0235(8) -0.0100(7) -0.0014(6) -0.0057(6) C5 0.0215(8) 0.0252(8) 0.0226(8) -0.0111(6) 0.0047(6) -0.0071(6) C6 0.0263(8) 0.0270(8) 0.0205(8) -0.0023(6) 0.0009(6) -0.0062(7) C7 0.0200(7) 0.0292(8) 0.0203(8) -0.0055(6) -0.0028(6) -0.0054(6) C8 0.0285(9) 0.0322(9) 0.0320(10) -0.0091(7) 0.0061(7) -0.0143(7) C9 0.0223(7) 0.0161(7) 0.0200(8) -0.0055(6) 0.0019(6) -0.0047(6) C10 0.0256(8) 0.0205(8) 0.0341(9) -0.0049(7) -0.0009(7) -0.0117(6) C11 0.0440(11) 0.0309(9) 0.0360(10) 0.0012(8) 0.0011(8) -0.0219(9) C12 0.0209(7) 0.0203(7) 0.0168(7) -0.0037(6) 0.0002(6) -0.0053(6) C13 0.0220(8) 0.0296(9) 0.0316(9) -0.0112(7) 0.0027(7) -0.0093(7) C14 0.0197(7) 0.0185(7) 0.0255(8) -0.0032(6) 0.0020(6) -0.0034(6) C15 0.0263(8) 0.0216(8) 0.0293(9) -0.0069(7) 0.0040(7) -0.0067(7) C16 0.0443(11) 0.0256(9) 0.0467(12) -0.0154(8) 0.0084(9) -0.0114(8) C17 0.0415(11) 0.0259(9) 0.0367(11) -0.0029(8) -0.0119(8) -0.0005(8) _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 S1 O1 1.4320(11) . ? S1 O2 1.4350(11) . ? S1 N1 1.6338(13) . ? S1 C2 1.7653(15) . ? O3 C9 1.2085(19) . ? O4 C9 1.3310(18) . ? O4 C10 1.4592(18) . ? O5 C12 1.4251(18) . ? O5 H5O 0.85(2) . ? N1 C1 1.4655(18) . ? N1 H1N 0.82(2) . ? C1 C9 1.528(2) . ? C1 C12 1.567(2) . ? C1 H1 1.0000 . ? C2 C7 1.389(2) . ? C2 C3 1.393(2) . ? C3 C4 1.388(2) . ? C3 H3 0.9500 . ? C4 C5 1.395(2) . ? C4 H4 0.9500 . ? C5 C6 1.394(2) . ? C5 C8 1.509(2) . ? C6 C7 1.387(2) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C10 C11 1.500(2) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C14 1.527(2) . ? C12 C13 1.529(2) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.325(2) . ? C14 C17 1.514(2) . ? C15 C16 1.506(2) . ? C15 H15 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 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 S1 O2 120.24(7) . . ? O1 S1 N1 105.65(7) . . ? O2 S1 N1 107.36(7) . . ? O1 S1 C2 109.10(7) . . ? O2 S1 C2 107.22(7) . . ? N1 S1 C2 106.53(7) . . ? C9 O4 C10 115.26(12) . . ? C12 O5 H5O 109.8(16) . . ? C1 N1 S1 118.53(10) . . ? C1 N1 H1N 114.2(14) . . ? S1 N1 H1N 111.8(14) . . ? N1 C1 C9 111.29(12) . . ? N1 C1 C12 109.57(11) . . ? C9 C1 C12 110.51(12) . . ? N1 C1 H1 108.5 . . ? C9 C1 H1 108.5 . . ? C12 C1 H1 108.5 . . ? C7 C2 C3 120.99(14) . . ? C7 C2 S1 119.92(12) . . ? C3 C2 S1 118.96(12) . . ? C4 C3 C2 119.08(14) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 120.95(14) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C6 C5 C4 118.70(14) . . ? C6 C5 C8 120.39(15) . . ? C4 C5 C8 120.90(15) . . ? C7 C6 C5 121.19(15) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? C6 C7 C2 119.00(15) . . ? C6 C7 H7 120.5 . . ? C2 C7 H7 120.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O3 C9 O4 123.83(14) . . ? O3 C9 C1 124.87(13) . . ? O4 C9 C1 111.30(12) . . ? O4 C10 C11 106.99(14) . . ? O4 C10 H10A 110.3 . . ? C11 C10 H10A 110.3 . . ? O4 C10 H10B 110.3 . . ? C11 C10 H10B 110.3 . . ? H10A C10 H10B 108.6 . . ? 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 . . ? O5 C12 C14 108.41(13) . . ? O5 C12 C13 109.36(12) . . ? C14 C12 C13 112.15(13) . . ? O5 C12 C1 108.01(12) . . ? C14 C12 C1 109.74(12) . . ? C13 C12 C1 109.08(13) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C17 122.91(15) . . ? C15 C14 C12 120.82(14) . . ? C17 C14 C12 116.27(14) . . ? C14 C15 C16 126.32(16) . . ? C14 C15 H15 116.8 . . ? C16 C15 H15 116.8 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.396 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.069 data_Compound_15 _database_code_CSD 210604 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ;N-Tosyl-(1-methyl-2-hydroxy-5-phenyl-4-pentynyl)glycine ethyl ester ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H27 N O5 S' _chemical_formula_weight 429.52 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' O O 0.0106 0.0060 '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 34.330(7) _cell_length_b 13.750(3) _cell_length_c 19.899(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.68(3) _cell_angle_gamma 90.00 _cell_volume 9199(3) _cell_formula_units_Z 16 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 'all obs. data' _cell_measurement_theta_min 2.96 _cell_measurement_theta_max 27.49 _exptl_crystal_description bloc _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.241 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3648 _exptl_absorpt_coefficient_mu 0.173 _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 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius kappa CCD area detector' _diffrn_measurement_method 'phi & omega scan to fill Ewald sphere' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 114389 _diffrn_reflns_av_R_equivalents 0.0791 _diffrn_reflns_av_sigmaI/netI 0.0689 _diffrn_reflns_limit_h_min -44 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 27.49 _reflns_number_total 20899 _reflns_number_gt 13802 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0680P)^2^+7.8178P] 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 'calculated positions, riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 20899 _refine_ls_number_parameters 1123 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1088 _refine_ls_R_factor_gt 0.0648 _refine_ls_wR_factor_ref 0.1671 _refine_ls_wR_factor_gt 0.1471 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _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 S1 S 0.511875(18) 0.61959(5) -0.11031(3) 0.02557(14) Uani 1 1 d . . . S2 S 0.439243(18) 0.72070(5) 0.07523(3) 0.02702(15) Uani 1 1 d . . . S3 S 0.063255(19) 0.18556(5) -0.08616(3) 0.02998(16) Uani 1 1 d . . . S4 S -0.009749(18) 0.11169(5) 0.10737(3) 0.02545(14) Uani 1 1 d . . . O1 O 0.54239(5) 0.61103(14) -0.04972(9) 0.0333(4) Uani 1 1 d . . . O2 O 0.51673(5) 0.57477(14) -0.17289(9) 0.0336(4) Uani 1 1 d . . . O3 O 0.39421(5) 0.66299(13) -0.21831(8) 0.0330(4) Uani 1 1 d . . . O5 O 0.40480(5) 0.69730(13) -0.10605(8) 0.0308(4) Uani 1 1 d . . . O6 O 0.40505(5) 0.48246(13) -0.05884(8) 0.0254(4) Uani 1 1 d . . . H6 H 0.4229 0.4576 -0.0285 0.038 Uiso 1 1 calc R . . O7 O 0.46938(5) 0.70104(14) 0.03629(9) 0.0324(4) Uani 1 1 d . . . O8 O 0.44651(5) 0.69966(15) 0.14689(8) 0.0365(5) Uani 1 1 d . . . O9 O 0.33377(5) 0.54140(15) -0.01628(9) 0.0345(4) Uani 1 1 d . . . H9 H 0.3540 0.5206 -0.0292 0.052 Uiso 1 1 calc R . . O10 O 0.33114(6) 0.76824(15) -0.02152(10) 0.0406(5) Uani 1 1 d . . . O11 O 0.32482(6) 0.79130(15) 0.08810(11) 0.0480(5) Uani 1 1 d . . . O12 O 0.16722(6) 0.25012(16) -0.00501(10) 0.0511(6) Uani 1 1 d . B . O13 O 0.17826(6) 0.25187(16) -0.11221(10) 0.0479(6) Uani 1 1 d . . . O14 O 0.05543(6) 0.15427(15) -0.15608(8) 0.0368(5) Uani 1 1 d . . . O15 O 0.03417(5) 0.17067(14) -0.04440(8) 0.0339(4) Uani 1 1 d . . . O16 O 0.16982(5) 0.02901(15) 0.01848(9) 0.0360(5) Uani 1 1 d . . . H16 H 0.1505 0.0052 0.0330 0.054 Uiso 1 1 calc R . . O4 O 0.09842(6) 0.18673(15) 0.09387(8) 0.0403(5) Uani 1 1 d . . . O17 O 0.11106(5) 0.16536(14) 0.20784(8) 0.0356(5) Uani 1 1 d . D . O18 O 0.09974(5) -0.02882(13) 0.06328(8) 0.0274(4) Uani 1 1 d . . . H18 H 0.0814 -0.0494 0.0320 0.041 Uiso 1 1 calc R . . O19 O -0.04024(5) 0.09844(14) 0.04712(9) 0.0335(4) Uani 1 1 d . . . O20 O -0.01399(5) 0.07096(14) 0.17151(9) 0.0324(4) Uani 1 1 d . . . N1 N 0.47207(6) 0.57253(15) -0.09031(9) 0.0245(4) Uani 1 1 d . . . H1 H 0.4719 0.5566 -0.0475 0.029 Uiso 1 1 calc R . . N2 N 0.40085(6) 0.65806(15) 0.03885(10) 0.0244(4) Uani 1 1 d . . . H2 H 0.4016 0.6227 0.0023 0.029 Uiso 1 1 calc R . . N3 N 0.10298(6) 0.13002(16) -0.04738(10) 0.0283(5) Uani 1 1 d . . . H3 H 0.1038 0.1032 -0.0070 0.034 Uiso 1 1 calc R . . N4 N 0.03036(6) 0.06631(15) 0.08833(9) 0.0235(4) Uani 1 1 d . . . H4 H 0.0305 0.0483 0.0459 0.028 Uiso 1 1 calc R . . C1 C 0.43930(7) 0.37217(18) -0.12467(12) 0.0269(5) Uani 1 1 d . . . H1A H 0.4642 0.3808 -0.0892 0.032 Uiso 1 1 calc R . . C2 C 0.41708(8) 0.2841(2) -0.10389(14) 0.0368(6) Uani 1 1 d . . . H2B H 0.4091 0.2976 -0.0602 0.055 Uiso 1 1 calc R . . H2C H 0.4345 0.2271 -0.0988 0.055 Uiso 1 1 calc R . . H2D H 0.3933 0.2714 -0.1394 0.055 Uiso 1 1 calc R . . C3 C 0.41411(7) 0.46557(18) -0.12533(11) 0.0231(5) Uani 1 1 d . . . C4 C 0.43666(7) 0.55710(18) -0.14415(11) 0.0236(5) Uani 1 1 d . . . H4A H 0.4453 0.5443 -0.1884 0.028 Uiso 1 1 calc R . . C5 C 0.41016(7) 0.64708(18) -0.15282(11) 0.0233(5) Uani 1 1 d . . . C6 C 0.45126(9) 0.3532(2) -0.19323(14) 0.0412(7) Uani 1 1 d . . . H6B H 0.4694 0.4045 -0.2021 0.062 Uiso 1 1 calc R . . H6C H 0.4275 0.3528 -0.2300 0.062 Uiso 1 1 calc R . . H6D H 0.4647 0.2900 -0.1917 0.062 Uiso 1 1 calc R . . C7 C 0.36761(10) 0.7473(2) -0.23264(14) 0.0447(8) Uani 1 1 d . . . H7A H 0.3652 0.7670 -0.2812 0.054 Uiso 1 1 calc R . . H7B H 0.3792 0.8025 -0.2033 0.054 Uiso 1 1 calc R . . C8 C 0.32738(10) 0.7252(3) -0.2196(2) 0.0628(10) Uani 1 1 d . . . H8A H 0.3097 0.7805 -0.2340 0.094 Uiso 1 1 calc R . . H8B H 0.3292 0.7133 -0.1705 0.094 Uiso 1 1 calc R . . H8C H 0.3168 0.6672 -0.2456 0.094 Uiso 1 1 calc R . . C9 C 0.37601(8) 0.45554(19) -0.17470(12) 0.0275(6) Uani 1 1 d . . . C10 C 0.34656(8) 0.4419(2) -0.21679(13) 0.0295(6) Uani 1 1 d . . . C11 C 0.31234(8) 0.4239(2) -0.27009(13) 0.0341(6) Uani 1 1 d . . . C12 C 0.27604(9) 0.4677(3) -0.27029(17) 0.0565(10) Uani 1 1 d . . . H12 H 0.2727 0.5083 -0.2332 0.068 Uiso 1 1 calc R . . C13 C 0.24443(10) 0.4520(3) -0.3249(2) 0.0722(12) Uani 1 1 d . . . H13 H 0.2196 0.4827 -0.3254 0.087 Uiso 1 1 calc R . . C14 C 0.24882(11) 0.3922(3) -0.37857(19) 0.0671(11) Uani 1 1 d . . . H14 H 0.2271 0.3819 -0.4159 0.081 Uiso 1 1 calc R . . C15 C 0.28413(11) 0.3483(3) -0.37777(17) 0.0618(10) Uani 1 1 d . . . H15 H 0.2869 0.3059 -0.4142 0.074 Uiso 1 1 calc R . . C16 C 0.31608(9) 0.3644(2) -0.32486(15) 0.0449(8) Uani 1 1 d . . . H16A H 0.3409 0.3345 -0.3258 0.054 Uiso 1 1 calc R . . C17 C 0.50293(7) 0.74433(19) -0.12533(12) 0.0253(5) Uani 1 1 d . . . C18 C 0.48550(7) 0.77755(19) -0.19029(12) 0.0279(6) Uani 1 1 d . . . H18A H 0.4797 0.7335 -0.2278 0.034 Uiso 1 1 calc R . . C19 C 0.47653(8) 0.8755(2) -0.20015(13) 0.0301(6) Uani 1 1 d . . . H19 H 0.4644 0.8978 -0.2446 0.036 Uiso 1 1 calc R . . C20 C 0.48490(8) 0.9414(2) -0.14659(13) 0.0313(6) Uani 1 1 d . . . C21 C 0.50302(8) 0.9065(2) -0.08187(13) 0.0357(6) Uani 1 1 d . . . H21 H 0.5093 0.9508 -0.0446 0.043 Uiso 1 1 calc R . . C22 C 0.51201(8) 0.8095(2) -0.07064(12) 0.0309(6) Uani 1 1 d . . . H22 H 0.5243 0.7872 -0.0262 0.037 Uiso 1 1 calc R . . C23 C 0.47465(10) 1.0473(2) -0.15751(15) 0.0437(7) Uani 1 1 d . . . H23A H 0.4882 1.0847 -0.1176 0.065 Uiso 1 1 calc R . . H23B H 0.4458 1.0557 -0.1633 0.065 Uiso 1 1 calc R . . H23C H 0.4833 1.0704 -0.1987 0.065 Uiso 1 1 calc R . . C24 C 0.34926(11) 0.3806(2) 0.0797(2) 0.0620(10) Uani 1 1 d . . . H24A H 0.3427 0.3700 0.0300 0.093 Uiso 1 1 calc R . . H24B H 0.3248 0.3793 0.0980 0.093 Uiso 1 1 calc R . . H24C H 0.3672 0.3290 0.1014 0.093 Uiso 1 1 calc R . . C25 C 0.36952(8) 0.4788(2) 0.09478(14) 0.0354(6) Uani 1 1 d . . . H25 H 0.3948 0.4766 0.0771 0.042 Uiso 1 1 calc R . . C26 C 0.38077(9) 0.4962(2) 0.17153(15) 0.0459(8) Uani 1 1 d . . . H26A H 0.3566 0.5030 0.1902 0.069 Uiso 1 1 calc R . . H26B H 0.3966 0.5558 0.1805 0.069 Uiso 1 1 calc R . . H26C H 0.3964 0.4410 0.1936 0.069 Uiso 1 1 calc R . . C27 C 0.34342(7) 0.56117(19) 0.05545(12) 0.0265(5) Uani 1 1 d . . . C28 C 0.30538(8) 0.5682(2) 0.07886(13) 0.0307(6) Uani 1 1 d . . . C29 C 0.27540(8) 0.5754(2) 0.10077(14) 0.0341(6) Uani 1 1 d . . . C30 C 0.23913(8) 0.5824(2) 0.12557(14) 0.0373(7) Uani 1 1 d . . . C31 C 0.23778(9) 0.5507(3) 0.19136(16) 0.0584(10) Uani 1 1 d . . . H31 H 0.2611 0.5261 0.2204 0.070 Uiso 1 1 calc R . . C32 C 0.20228(10) 0.5550(3) 0.21455(18) 0.0726(13) Uani 1 1 d . . . H32 H 0.2014 0.5335 0.2596 0.087 Uiso 1 1 calc R . . C33 C 0.16845(9) 0.5900(3) 0.17269(18) 0.0656(11) Uani 1 1 d . . . H33 H 0.1441 0.5912 0.1884 0.079 Uiso 1 1 calc R . . C34 C 0.20496(9) 0.6201(2) 0.08431(15) 0.0448(8) Uani 1 1 d . . . H34 H 0.2057 0.6436 0.0397 0.054 Uiso 1 1 calc R . . C35 C 0.36491(7) 0.66113(18) 0.06772(12) 0.0242(5) Uani 1 1 d . . . H35 H 0.3731 0.6715 0.1184 0.029 Uiso 1 1 calc R . . C36 C 0.33816(8) 0.74513(19) 0.03776(14) 0.0303(6) Uani 1 1 d . . . C37 C 0.29975(12) 0.8767(3) 0.0688(2) 0.0691(11) Uani 1 1 d . . . H37A H 0.3047 0.9247 0.1067 0.083 Uiso 1 1 calc R . . H37B H 0.3066 0.9075 0.0278 0.083 Uiso 1 1 calc R . . C38 C 0.25958(12) 0.8507(3) 0.0547(3) 0.0979(17) Uani 1 1 d . . . H38A H 0.2433 0.9080 0.0389 0.147 Uiso 1 1 calc R . . H38B H 0.2523 0.8251 0.0964 0.147 Uiso 1 1 calc R . . H38C H 0.2550 0.8006 0.0189 0.147 Uiso 1 1 calc R . . C39 C 0.42530(8) 0.8441(2) 0.06496(13) 0.0304(6) Uani 1 1 d . . . C40 C 0.41497(9) 0.8940(2) 0.11934(15) 0.0425(7) Uani 1 1 d . . . H40 H 0.4178 0.8645 0.1633 0.051 Uiso 1 1 calc R . . C41 C 0.40028(11) 0.9882(2) 0.10801(18) 0.0553(9) Uani 1 1 d . . . H41 H 0.3930 1.0229 0.1449 0.066 Uiso 1 1 calc R . . C42 C 0.39596(10) 1.0324(2) 0.04484(18) 0.0510(8) Uani 1 1 d . . . C43 C 0.40722(9) 0.9810(2) -0.00798(16) 0.0435(7) Uani 1 1 d . . . H43 H 0.4050 1.0111 -0.0516 0.052 Uiso 1 1 calc R . . C44 C 0.42160(8) 0.8876(2) 0.00100(13) 0.0343(6) Uani 1 1 d . . . H44 H 0.4289 0.8532 -0.0360 0.041 Uiso 1 1 calc R . . C45 C 0.37897(13) 1.1328(3) 0.0326(2) 0.0810(14) Uani 1 1 d . . . H45A H 0.3740 1.1473 -0.0166 0.122 Uiso 1 1 calc R . . H45B H 0.3979 1.1801 0.0575 0.122 Uiso 1 1 calc R . . H45C H 0.3539 1.1366 0.0490 0.122 Uiso 1 1 calc R . . C46 C 0.12509(11) -0.0644(3) -0.16069(17) 0.0666(11) Uani 1 1 d . . . H46A H 0.1493 -0.0629 -0.1798 0.100 Uiso 1 1 calc R . . H46B H 0.1085 -0.0080 -0.1773 0.100 Uiso 1 1 calc R . . H46C H 0.1103 -0.1243 -0.1753 0.100 Uiso 1 1 calc R . . C47 C 0.13640(9) -0.0616(2) -0.08273(15) 0.0446(8) Uani 1 1 d . . . H47 H 0.1111 -0.0593 -0.0652 0.053 Uiso 1 1 calc R . . C48 C 0.16099(8) 0.0297(2) -0.05451(13) 0.0348(6) Uani 1 1 d . . . C49 C 0.15830(12) -0.1534(3) -0.0542(2) 0.0708(11) Uani 1 1 d . . . H49A H 0.1420 -0.2104 -0.0707 0.106 Uiso 1 1 calc R . . H49B H 0.1634 -0.1517 -0.0039 0.106 Uiso 1 1 calc R . . H49C H 0.1836 -0.1574 -0.0695 0.106 Uiso 1 1 calc R . . C50 C 0.19926(8) 0.0329(2) -0.07721(14) 0.0391(7) Uani 1 1 d . . . C51 C 0.22924(8) 0.0404(2) -0.09832(14) 0.0387(7) Uani 1 1 d . . . C52 C 0.26486(8) 0.0542(2) -0.12510(14) 0.0377(7) Uani 1 1 d . . . C53 C 0.27104(11) 0.1424(3) -0.15476(19) 0.0619(10) Uani 1 1 d . . . H53 H 0.2522 0.1935 -0.1570 0.074 Uiso 1 1 calc R . . C54 C 0.30524(14) 0.1553(4) -0.1813(2) 0.0877(15) Uani 1 1 d . . . H54 H 0.3096 0.2157 -0.2018 0.105 Uiso 1 1 calc R . . C55 C 0.33227(13) 0.0837(5) -0.1785(2) 0.0896(17) Uani 1 1 d . . . H55 H 0.3555 0.0941 -0.1966 0.107 Uiso 1 1 calc R . . C56 C 0.32644(10) -0.0037(4) -0.1498(2) 0.0818(15) Uani 1 1 d . . . H56 H 0.3455 -0.0540 -0.1485 0.098 Uiso 1 1 calc R . . C57 C 0.29271(9) -0.0198(3) -0.12243(17) 0.0539(9) Uani 1 1 d . . . H57 H 0.2888 -0.0807 -0.1022 0.065 Uiso 1 1 calc R . . C58 C 0.13765(8) 0.1245(2) -0.07958(12) 0.0332(6) Uani 1 1 d . . . H58 H 0.1275 0.1178 -0.1301 0.040 Uiso 1 1 calc R . . C59 C 0.16361(8) 0.2150(2) -0.06841(14) 0.0387(7) Uani 1 1 d . . . C60 C 0.18927(13) 0.3409(3) 0.00905(19) 0.0701(12) Uani 1 1 d . . . H60A H 0.2159 0.3352 -0.0026 0.084 Uiso 1 1 calc R A 1 H60B H 0.1747 0.3950 -0.0178 0.084 Uiso 1 1 calc R A 1 C61 C 0.1927(2) 0.3571(5) 0.0818(3) 0.076(2) Uani 0.595(7) 1 d P B 1 H61A H 0.1664 0.3722 0.0912 0.114 Uiso 0.595(7) 1 calc PR B 1 H61B H 0.2108 0.4117 0.0964 0.114 Uiso 0.595(7) 1 calc PR B 1 H61C H 0.2032 0.2984 0.1070 0.114 Uiso 0.595(7) 1 calc PR B 1 C61' C 0.2280(2) 0.3370(5) 0.0309(4) 0.047(2) Uani 0.405(7) 1 d P B 2 H61D H 0.2385 0.4031 0.0395 0.071 Uiso 0.405(7) 1 calc PR B 2 H61E H 0.2402 0.3058 -0.0041 0.071 Uiso 0.405(7) 1 calc PR B 2 H61F H 0.2341 0.2992 0.0734 0.071 Uiso 0.405(7) 1 calc PR B 2 C62 C 0.07445(8) 0.3101(2) -0.08598(13) 0.0339(6) Uani 1 1 d . . . C63 C 0.08204(8) 0.3531(2) -0.14534(13) 0.0360(6) Uani 1 1 d . . . H63 H 0.0802 0.3159 -0.1861 0.043 Uiso 1 1 calc R . . C64 C 0.09226(9) 0.4500(2) -0.14464(14) 0.0411(7) Uani 1 1 d . . . H64 H 0.0974 0.4793 -0.1852 0.049 Uiso 1 1 calc R . . C65 C 0.09515(10) 0.5056(2) -0.08568(15) 0.0442(7) Uani 1 1 d . . . C66 C 0.08782(11) 0.4606(2) -0.02687(15) 0.0513(8) Uani 1 1 d . . . H66 H 0.0901 0.4977 0.0140 0.062 Uiso 1 1 calc R . . C67 C 0.07740(10) 0.3644(2) -0.02613(14) 0.0445(8) Uani 1 1 d . . . H67 H 0.0723 0.3354 0.0145 0.053 Uiso 1 1 calc R . . C68 C 0.10662(12) 0.6109(2) -0.08567(19) 0.0628(10) Uani 1 1 d . . . H68A H 0.1349 0.6162 -0.0871 0.094 Uiso 1 1 calc R . . H68B H 0.1017 0.6422 -0.0439 0.094 Uiso 1 1 calc R . . H68C H 0.0907 0.6431 -0.1260 0.094 Uiso 1 1 calc R . . C69 C 0.08302(9) -0.2209(2) 0.10804(15) 0.0411(7) Uani 1 1 d . . . H69A H 0.0911 -0.2098 0.0641 0.062 Uiso 1 1 calc R . . H69B H 0.0649 -0.2767 0.1038 0.062 Uiso 1 1 calc R . . H69C H 0.1066 -0.2340 0.1437 0.062 Uiso 1 1 calc R . . C70 C 0.04856(9) -0.1472(2) 0.19512(15) 0.0420(7) Uani 1 1 d . . . H70A H 0.0327 -0.0915 0.2048 0.063 Uiso 1 1 calc R . . H70B H 0.0720 -0.1542 0.2322 0.063 Uiso 1 1 calc R . . H70C H 0.0324 -0.2064 0.1919 0.063 Uiso 1 1 calc R . . C71 C 0.06186(7) -0.13049(19) 0.12738(13) 0.0290(6) Uani 1 1 d . . . H71 H 0.0374 -0.1204 0.0910 0.035 Uiso 1 1 calc R . . C72 C 0.08834(7) -0.03980(19) 0.12842(11) 0.0243(5) Uani 1 1 d . . . C73 C 0.12474(7) -0.0498(2) 0.18143(12) 0.0287(6) Uani 1 1 d . . . C74 C 0.15204(8) -0.0638(2) 0.22811(13) 0.0328(6) Uani 1 1 d . . . C75 C 0.18488(8) -0.0846(2) 0.28407(13) 0.0354(6) Uani 1 1 d . . . C76 C 0.19875(9) -0.0151(3) 0.33467(15) 0.0481(8) Uani 1 1 d . . . H76 H 0.1864 0.0469 0.3331 0.058 Uiso 1 1 calc R . . C77 C 0.23064(10) -0.0376(3) 0.38715(17) 0.0612(10) Uani 1 1 d . . . H77 H 0.2402 0.0095 0.4214 0.073 Uiso 1 1 calc R . . C78 C 0.24840(10) -0.1266(3) 0.39009(18) 0.0603(10) Uani 1 1 d . . . H78 H 0.2704 -0.1409 0.4261 0.072 Uiso 1 1 calc R . . C79 C 0.23477(10) -0.1953(3) 0.34143(19) 0.0640(10) Uani 1 1 d . . . H79 H 0.2470 -0.2575 0.3441 0.077 Uiso 1 1 calc R . . C80 C 0.20317(9) -0.1745(3) 0.28829(16) 0.0502(8) Uani 1 1 d . . . H80 H 0.1940 -0.2225 0.2544 0.060 Uiso 1 1 calc R . . C81 C 0.06611(7) 0.05557(18) 0.14161(11) 0.0237(5) Uani 1 1 d . . . H81 H 0.0580 0.0497 0.1870 0.028 Uiso 1 1 calc R . . C82 C 0.09330(7) 0.1430(2) 0.14394(12) 0.0287(6) Uani 1 1 d . . . C83 C 0.14060(11) 0.2434(3) 0.21583(16) 0.0579(10) Uani 1 1 d . . . H83A H 0.1593 0.2346 0.2603 0.069 Uiso 1 1 calc R C 1 H83B H 0.1561 0.2369 0.1791 0.069 Uiso 1 1 calc R C 1 C84 C 0.12599(17) 0.3323(4) 0.2136(3) 0.0550(17) Uani 0.624(6) 1 d P D 1 H84A H 0.1097 0.3391 0.2485 0.083 Uiso 0.624(6) 1 calc PR D 1 H84B H 0.1096 0.3445 0.1681 0.083 Uiso 0.624(6) 1 calc PR D 1 H84C H 0.1479 0.3794 0.2227 0.083 Uiso 0.624(6) 1 calc PR D 1 C84' C 0.1760(2) 0.2296(7) 0.1966(4) 0.049(3) Uani 0.376(6) 1 d P D 2 H84D H 0.1713 0.2105 0.1482 0.074 Uiso 0.376(6) 1 calc PR D 2 H84E H 0.1909 0.1781 0.2248 0.074 Uiso 0.376(6) 1 calc PR D 2 H84F H 0.1914 0.2901 0.2030 0.074 Uiso 0.376(6) 1 calc PR D 2 C85 C -0.00187(7) 0.23735(18) 0.11871(12) 0.0251(5) Uani 1 1 d . . . C86 C -0.00683(9) 0.2973(2) 0.06137(13) 0.0413(7) Uani 1 1 d . . . H86 H -0.0154 0.2709 0.0167 0.050 Uiso 1 1 calc R . . C87 C 0.00070(11) 0.3949(2) 0.06994(14) 0.0489(8) Uani 1 1 d . . . H87 H -0.0030 0.4358 0.0307 0.059 Uiso 1 1 calc R . . C88 C 0.01367(8) 0.4358(2) 0.13472(13) 0.0345(6) Uani 1 1 d . . . C89 C 0.01818(8) 0.3756(2) 0.19066(13) 0.0334(6) Uani 1 1 d . . . H89 H 0.0267 0.4022 0.2353 0.040 Uiso 1 1 calc R . . C90 C 0.01058(8) 0.2764(2) 0.18345(12) 0.0317(6) Uani 1 1 d . . . H90 H 0.0139 0.2357 0.2228 0.038 Uiso 1 1 calc R . . C91 C 0.02262(11) 0.5428(2) 0.14352(16) 0.0499(8) Uani 1 1 d . . . H91A H 0.0058 0.5790 0.1062 0.075 Uiso 1 1 calc R . . H91B H 0.0507 0.5543 0.1424 0.075 Uiso 1 1 calc R . . H91C H 0.0173 0.5647 0.1876 0.075 Uiso 1 1 calc R . . C92 C 0.16977(9) 0.6235(3) 0.10817(17) 0.0553(9) Uani 1 1 d . . . H92 H 0.1464 0.6490 0.0797 0.066 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0200(3) 0.0335(4) 0.0238(3) 0.0006(3) 0.0058(2) 0.0038(3) S2 0.0222(3) 0.0371(4) 0.0213(3) -0.0015(3) 0.0032(2) -0.0002(3) S3 0.0294(4) 0.0394(4) 0.0202(3) 0.0020(3) 0.0030(3) -0.0095(3) S4 0.0202(3) 0.0321(4) 0.0246(3) 0.0033(3) 0.0058(2) 0.0012(3) O1 0.0221(9) 0.0443(12) 0.0313(9) 0.0041(8) 0.0007(8) 0.0065(8) O2 0.0318(10) 0.0418(11) 0.0305(9) -0.0046(8) 0.0143(8) 0.0060(8) O3 0.0432(11) 0.0352(11) 0.0199(8) 0.0059(7) 0.0047(8) 0.0128(9) O5 0.0360(11) 0.0314(10) 0.0251(9) -0.0015(8) 0.0064(8) 0.0081(8) O6 0.0264(9) 0.0317(10) 0.0196(8) 0.0022(7) 0.0081(7) 0.0070(7) O7 0.0217(9) 0.0465(12) 0.0297(9) 0.0005(8) 0.0066(7) 0.0024(8) O8 0.0350(11) 0.0512(13) 0.0209(9) 0.0008(8) -0.0003(8) -0.0024(9) O9 0.0255(10) 0.0457(12) 0.0324(10) -0.0136(8) 0.0063(8) 0.0018(8) O10 0.0383(11) 0.0444(13) 0.0378(11) 0.0078(9) 0.0049(9) 0.0092(9) O11 0.0611(14) 0.0367(12) 0.0545(13) 0.0054(10) 0.0313(11) 0.0233(10) O12 0.0569(14) 0.0584(15) 0.0364(11) -0.0018(10) 0.0057(10) -0.0359(11) O13 0.0446(12) 0.0600(15) 0.0410(11) 0.0142(10) 0.0131(10) -0.0163(10) O14 0.0407(11) 0.0481(12) 0.0196(9) -0.0014(8) 0.0013(8) -0.0112(9) O15 0.0294(10) 0.0451(12) 0.0269(9) 0.0040(8) 0.0050(8) -0.0073(8) O16 0.0279(10) 0.0508(13) 0.0300(10) 0.0037(9) 0.0069(8) -0.0097(9) O4 0.0539(13) 0.0461(12) 0.0214(9) -0.0010(8) 0.0088(9) -0.0210(10) O17 0.0372(11) 0.0477(12) 0.0204(9) -0.0058(8) 0.0023(8) -0.0107(9) O18 0.0220(9) 0.0397(11) 0.0209(8) -0.0005(7) 0.0054(7) -0.0029(8) O19 0.0212(9) 0.0424(12) 0.0349(10) -0.0009(8) 0.0006(8) -0.0004(8) O20 0.0318(10) 0.0367(11) 0.0323(9) 0.0075(8) 0.0148(8) 0.0002(8) N1 0.0225(11) 0.0331(12) 0.0182(9) 0.0024(8) 0.0044(8) 0.0009(9) N2 0.0233(11) 0.0301(12) 0.0210(10) -0.0073(8) 0.0074(8) 0.0015(9) N3 0.0270(12) 0.0392(13) 0.0188(10) 0.0047(9) 0.0051(9) -0.0074(10) N4 0.0212(11) 0.0304(12) 0.0183(9) -0.0005(8) 0.0027(8) 0.0021(9) C1 0.0241(13) 0.0276(14) 0.0279(13) -0.0023(10) 0.0025(10) 0.0061(10) C2 0.0401(16) 0.0260(15) 0.0426(16) 0.0015(12) 0.0041(13) 0.0031(12) C3 0.0219(13) 0.0279(13) 0.0200(11) 0.0020(10) 0.0053(10) 0.0048(10) C4 0.0239(13) 0.0285(14) 0.0187(11) -0.0010(10) 0.0046(10) 0.0020(10) C5 0.0227(13) 0.0286(14) 0.0192(11) 0.0042(10) 0.0053(10) 0.0010(10) C6 0.0456(18) 0.0418(18) 0.0401(16) -0.0073(13) 0.0180(14) 0.0130(14) C7 0.061(2) 0.0400(18) 0.0300(14) 0.0123(13) 0.0023(14) 0.0218(15) C8 0.043(2) 0.055(2) 0.082(3) -0.0014(19) -0.0089(18) 0.0185(17) C9 0.0273(14) 0.0300(14) 0.0264(13) 0.0029(10) 0.0085(11) 0.0044(11) C10 0.0256(14) 0.0345(15) 0.0286(13) 0.0021(11) 0.0062(11) 0.0052(11) C11 0.0283(14) 0.0406(17) 0.0298(14) -0.0026(12) -0.0024(11) 0.0067(12) C12 0.0336(17) 0.074(3) 0.057(2) -0.0321(18) -0.0033(15) 0.0119(16) C13 0.0365(19) 0.089(3) 0.080(3) -0.033(2) -0.0144(18) 0.0218(19) C14 0.051(2) 0.074(3) 0.060(2) -0.023(2) -0.0262(18) 0.0199(19) C15 0.065(2) 0.063(2) 0.0481(19) -0.0232(17) -0.0110(17) 0.0156(19) C16 0.0416(18) 0.051(2) 0.0392(16) -0.0060(14) 0.0017(14) 0.0131(14) C17 0.0192(12) 0.0345(15) 0.0225(12) 0.0007(10) 0.0050(10) -0.0017(10) C18 0.0303(14) 0.0341(15) 0.0201(12) -0.0036(10) 0.0068(10) -0.0043(11) C19 0.0308(14) 0.0351(16) 0.0244(12) 0.0031(11) 0.0059(11) -0.0009(11) C20 0.0300(14) 0.0332(15) 0.0328(14) 0.0007(11) 0.0112(11) -0.0032(11) C21 0.0443(17) 0.0371(17) 0.0258(13) -0.0088(11) 0.0070(12) -0.0057(13) C22 0.0325(15) 0.0374(16) 0.0214(12) -0.0006(11) 0.0023(11) -0.0040(12) C23 0.055(2) 0.0345(17) 0.0435(17) -0.0015(13) 0.0148(15) 0.0006(14) C24 0.072(3) 0.0291(18) 0.088(3) 0.0012(17) 0.025(2) 0.0029(17) C25 0.0321(15) 0.0338(16) 0.0435(16) 0.0055(12) 0.0154(12) 0.0074(12) C26 0.0454(18) 0.050(2) 0.0433(17) 0.0179(14) 0.0124(14) 0.0142(15) C27 0.0208(13) 0.0329(15) 0.0270(12) -0.0048(11) 0.0076(10) 0.0023(10) C28 0.0279(14) 0.0315(15) 0.0332(14) -0.0023(11) 0.0076(11) 0.0009(11) C29 0.0278(15) 0.0398(17) 0.0361(14) -0.0016(12) 0.0095(12) 0.0028(12) C30 0.0265(15) 0.0496(18) 0.0385(15) 0.0005(13) 0.0127(12) 0.0078(13) C31 0.0367(18) 0.096(3) 0.0454(18) 0.0198(18) 0.0157(15) 0.0238(18) C32 0.048(2) 0.124(4) 0.054(2) 0.029(2) 0.0304(18) 0.025(2) C33 0.0303(18) 0.114(3) 0.059(2) 0.022(2) 0.0258(16) 0.0279(19) C34 0.0368(17) 0.058(2) 0.0423(16) 0.0070(15) 0.0153(14) 0.0107(15) C35 0.0234(13) 0.0287(14) 0.0220(11) -0.0036(10) 0.0084(10) 0.0014(10) C36 0.0268(14) 0.0284(14) 0.0375(15) -0.0015(11) 0.0109(12) 0.0013(11) C37 0.079(3) 0.049(2) 0.090(3) 0.017(2) 0.044(2) 0.037(2) C38 0.055(3) 0.052(3) 0.174(5) 0.019(3) -0.009(3) 0.013(2) C39 0.0284(14) 0.0311(15) 0.0329(14) -0.0083(11) 0.0088(11) -0.0057(11) C40 0.0528(19) 0.0409(18) 0.0390(16) -0.0080(13) 0.0220(14) -0.0096(14) C41 0.076(2) 0.0346(18) 0.068(2) -0.0180(16) 0.0443(19) -0.0103(16) C42 0.061(2) 0.0263(16) 0.075(2) -0.0024(15) 0.0368(18) -0.0066(14) C43 0.0495(19) 0.0334(17) 0.0510(18) 0.0025(14) 0.0183(15) -0.0042(14) C44 0.0367(16) 0.0344(16) 0.0334(14) -0.0050(12) 0.0106(12) -0.0056(12) C45 0.112(4) 0.034(2) 0.118(4) 0.005(2) 0.072(3) 0.005(2) C46 0.069(2) 0.084(3) 0.052(2) -0.0311(19) 0.0252(18) -0.039(2) C47 0.0385(17) 0.051(2) 0.0493(17) -0.0118(15) 0.0212(14) -0.0178(14) C48 0.0287(14) 0.0476(18) 0.0299(14) -0.0032(12) 0.0100(11) -0.0109(12) C49 0.067(3) 0.048(2) 0.100(3) -0.014(2) 0.023(2) -0.0156(19) C50 0.0325(16) 0.0479(19) 0.0387(15) -0.0030(13) 0.0114(13) -0.0132(13) C51 0.0328(16) 0.0468(18) 0.0379(15) -0.0034(13) 0.0102(13) -0.0082(13) C52 0.0264(14) 0.0506(19) 0.0387(15) -0.0071(13) 0.0130(12) -0.0092(13) C53 0.054(2) 0.063(2) 0.075(2) 0.0075(19) 0.0296(19) -0.0109(18) C54 0.086(3) 0.101(4) 0.092(3) -0.004(3) 0.055(3) -0.044(3) C55 0.052(3) 0.136(5) 0.094(3) -0.057(3) 0.050(2) -0.044(3) C56 0.0277(19) 0.117(4) 0.101(3) -0.072(3) 0.013(2) -0.007(2) C57 0.0342(18) 0.065(2) 0.060(2) -0.0229(17) 0.0037(15) -0.0034(16) C58 0.0293(14) 0.0511(18) 0.0198(12) 0.0000(11) 0.0065(11) -0.0154(13) C59 0.0324(16) 0.0526(19) 0.0301(14) 0.0054(13) 0.0035(12) -0.0150(13) C60 0.076(3) 0.071(3) 0.061(2) -0.0067(19) 0.009(2) -0.048(2) C61 0.104(6) 0.050(4) 0.075(5) -0.027(3) 0.021(4) -0.027(4) C61' 0.032(5) 0.034(4) 0.066(5) 0.001(4) -0.012(4) -0.003(3) C62 0.0368(16) 0.0372(16) 0.0286(13) 0.0019(11) 0.0086(12) -0.0053(12) C63 0.0395(16) 0.0434(17) 0.0262(13) 0.0019(12) 0.0092(12) -0.0036(13) C64 0.0495(18) 0.0421(18) 0.0342(15) 0.0098(13) 0.0143(13) -0.0045(14) C65 0.0529(19) 0.0369(17) 0.0441(17) 0.0035(13) 0.0132(15) -0.0053(14) C66 0.076(2) 0.045(2) 0.0365(16) -0.0087(14) 0.0179(16) -0.0138(17) C67 0.062(2) 0.0445(19) 0.0284(14) 0.0006(13) 0.0122(14) -0.0123(15) C68 0.086(3) 0.044(2) 0.062(2) 0.0003(17) 0.025(2) -0.0150(19) C69 0.0405(17) 0.0342(17) 0.0469(17) 0.0050(13) 0.0047(14) 0.0029(13) C70 0.0405(17) 0.0457(18) 0.0441(16) 0.0156(14) 0.0186(14) -0.0020(14) C71 0.0240(13) 0.0311(15) 0.0307(13) 0.0086(11) 0.0032(11) 0.0026(11) C72 0.0188(12) 0.0349(15) 0.0192(11) 0.0050(10) 0.0036(10) 0.0020(10) C73 0.0202(13) 0.0403(16) 0.0259(13) 0.0034(11) 0.0057(11) 0.0013(11) C74 0.0228(14) 0.0470(18) 0.0285(13) 0.0012(12) 0.0049(11) 0.0017(12) C75 0.0227(14) 0.0519(19) 0.0304(14) 0.0076(13) 0.0025(11) 0.0038(12) C76 0.0420(18) 0.063(2) 0.0361(16) -0.0059(15) 0.0006(14) 0.0052(16) C77 0.047(2) 0.091(3) 0.0384(18) -0.0062(18) -0.0072(16) -0.006(2) C78 0.0320(18) 0.093(3) 0.048(2) 0.016(2) -0.0096(15) 0.0050(19) C79 0.041(2) 0.071(3) 0.073(2) 0.025(2) -0.0049(18) 0.0170(18) C80 0.0382(18) 0.059(2) 0.0486(18) 0.0032(16) -0.0017(15) 0.0058(15) C81 0.0202(12) 0.0328(14) 0.0183(11) 0.0018(10) 0.0046(9) -0.0021(10) C82 0.0276(14) 0.0396(16) 0.0189(12) -0.0036(11) 0.0047(10) -0.0039(11) C83 0.061(2) 0.080(3) 0.0321(16) -0.0187(17) 0.0084(15) -0.039(2) C84 0.063(4) 0.045(4) 0.061(3) -0.016(3) 0.023(3) -0.020(3) C84' 0.022(4) 0.062(6) 0.058(5) 0.001(4) -0.005(4) -0.006(4) C85 0.0239(13) 0.0292(14) 0.0232(12) 0.0044(10) 0.0071(10) 0.0055(10) C86 0.066(2) 0.0371(17) 0.0204(13) 0.0032(11) 0.0073(13) 0.0034(14) C87 0.084(2) 0.0356(18) 0.0284(14) 0.0122(13) 0.0152(15) 0.0051(16) C88 0.0408(16) 0.0308(15) 0.0345(14) 0.0018(12) 0.0133(12) 0.0044(12) C89 0.0406(16) 0.0350(16) 0.0242(13) -0.0026(11) 0.0057(12) 0.0061(12) C90 0.0367(15) 0.0370(16) 0.0213(12) 0.0061(11) 0.0057(11) 0.0080(12) C91 0.069(2) 0.0325(17) 0.0503(18) 0.0029(14) 0.0177(17) 0.0029(15) C92 0.0327(17) 0.082(3) 0.0537(19) 0.0089(18) 0.0143(15) 0.0230(17) _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 S1 O2 1.4292(18) . ? S1 O1 1.4330(18) . ? S1 N1 1.632(2) . ? S1 C17 1.757(3) . ? S2 O8 1.4267(18) . ? S2 O7 1.4382(18) . ? S2 N2 1.618(2) . ? S2 C39 1.764(3) . ? S3 O14 1.4288(18) . ? S3 O15 1.4370(18) . ? S3 N3 1.616(2) . ? S3 C62 1.754(3) . ? S4 O20 1.4280(17) . ? S4 O19 1.4347(18) . ? S4 N4 1.625(2) . ? S4 C85 1.756(3) . ? O3 C5 1.326(3) . ? O3 C7 1.467(3) . ? O5 C5 1.203(3) . ? O6 C3 1.438(3) . ? O9 C27 1.425(3) . ? O10 C36 1.198(3) . ? O11 C36 1.342(3) . ? O11 C37 1.461(4) . ? O12 C59 1.333(3) . ? O12 C60 1.458(4) . ? O13 C59 1.203(3) . ? O16 C48 1.422(3) . ? O4 C82 1.207(3) . ? O17 C82 1.330(3) . ? O17 C83 1.463(4) . ? O18 C72 1.436(3) . ? N1 C4 1.464(3) . ? N2 C35 1.463(3) . ? N3 C58 1.464(3) . ? N4 C81 1.458(3) . ? C1 C6 1.525(3) . ? C1 C2 1.532(4) . ? C1 C3 1.547(3) . ? C3 C9 1.475(3) . ? C3 C4 1.562(3) . ? C4 C5 1.525(3) . ? C7 C8 1.488(5) . ? C9 C10 1.190(3) . ? C10 C11 1.436(4) . ? C11 C12 1.383(4) . ? C11 C16 1.390(4) . ? C12 C13 1.388(4) . ? C13 C14 1.380(5) . ? C14 C15 1.351(5) . ? C15 C16 1.376(4) . ? C17 C18 1.387(3) . ? C17 C22 1.396(3) . ? C18 C19 1.386(4) . ? C19 C20 1.384(4) . ? C20 C21 1.397(4) . ? C20 C23 1.503(4) . ? C21 C22 1.377(4) . ? C24 C25 1.521(4) . ? C25 C26 1.517(4) . ? C25 C27 1.554(4) . ? C27 C28 1.476(3) . ? C27 C35 1.556(3) . ? C28 C29 1.200(3) . ? C29 C30 1.433(4) . ? C30 C34 1.389(4) . ? C30 C31 1.389(4) . ? C31 C32 1.389(4) . ? C32 C33 1.373(5) . ? C33 C92 1.373(4) . ? C34 C92 1.386(4) . ? C35 C36 1.520(4) . ? C37 C38 1.397(5) . ? C39 C40 1.386(4) . ? C39 C44 1.388(4) . ? C40 C41 1.392(4) . ? C41 C42 1.377(5) . ? C42 C43 1.385(4) . ? C42 C45 1.499(5) . ? C43 C44 1.375(4) . ? C46 C47 1.522(4) . ? C47 C49 1.520(5) . ? C47 C48 1.553(4) . ? C48 C50 1.474(4) . ? C48 C58 1.558(4) . ? C50 C51 1.192(4) . ? C51 C52 1.442(4) . ? C52 C53 1.384(5) . ? C52 C57 1.390(4) . ? C53 C54 1.393(5) . ? C54 C55 1.347(7) . ? C55 C56 1.362(7) . ? C56 C57 1.394(5) . ? C58 C59 1.520(4) . ? C60 C61' 1.312(8) . ? C60 C61 1.445(7) . ? C62 C63 1.392(4) . ? C62 C67 1.392(4) . ? C63 C64 1.377(4) . ? C64 C65 1.386(4) . ? C65 C66 1.390(4) . ? C65 C68 1.501(4) . ? C66 C67 1.372(4) . ? C69 C71 1.528(4) . ? C70 C71 1.525(4) . ? C71 C72 1.541(3) . ? C72 C73 1.470(3) . ? C72 C81 1.566(3) . ? C73 C74 1.194(3) . ? C74 C75 1.444(4) . ? C75 C80 1.381(4) . ? C75 C76 1.400(4) . ? C76 C77 1.386(4) . ? C77 C78 1.363(5) . ? C78 C79 1.366(5) . ? C79 C80 1.383(4) . ? C81 C82 1.517(3) . ? C83 C84 1.318(6) . ? C83 C84' 1.360(8) . ? C85 C90 1.381(3) . ? C85 C86 1.390(3) . ? C86 C87 1.371(4) . ? C87 C88 1.394(4) . ? C88 C89 1.371(4) . ? C88 C91 1.505(4) . ? C89 C90 1.391(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 S1 O1 120.22(11) . . ? O2 S1 N1 107.01(11) . . ? O1 S1 N1 105.54(11) . . ? O2 S1 C17 108.65(11) . . ? O1 S1 C17 107.22(11) . . ? N1 S1 C17 107.59(11) . . ? O8 S2 O7 120.07(11) . . ? O8 S2 N2 107.53(11) . . ? O7 S2 N2 105.58(10) . . ? O8 S2 C39 107.42(12) . . ? O7 S2 C39 109.05(12) . . ? N2 S2 C39 106.44(12) . . ? O14 S3 O15 120.30(11) . . ? O14 S3 N3 107.27(12) . . ? O15 S3 N3 105.93(11) . . ? O14 S3 C62 107.08(12) . . ? O15 S3 C62 108.38(12) . . ? N3 S3 C62 107.26(12) . . ? O20 S4 O19 120.53(11) . . ? O20 S4 N4 107.60(11) . . ? O19 S4 N4 105.41(10) . . ? O20 S4 C85 108.18(11) . . ? O19 S4 C85 107.43(11) . . ? N4 S4 C85 106.98(11) . . ? C5 O3 C7 116.0(2) . . ? C36 O11 C37 117.1(2) . . ? C59 O12 C60 115.9(2) . . ? C82 O17 C83 116.5(2) . . ? C4 N1 S1 119.42(15) . . ? C35 N2 S2 118.97(15) . . ? C58 N3 S3 119.87(17) . . ? C81 N4 S4 119.85(15) . . ? C6 C1 C2 110.2(2) . . ? C6 C1 C3 112.7(2) . . ? C2 C1 C3 110.5(2) . . ? O6 C3 C9 107.47(19) . . ? O6 C3 C1 110.55(18) . . ? C9 C3 C1 110.3(2) . . ? O6 C3 C4 107.49(19) . . ? C9 C3 C4 109.35(19) . . ? C1 C3 C4 111.55(19) . . ? N1 C4 C5 110.69(19) . . ? N1 C4 C3 108.64(18) . . ? C5 C4 C3 111.55(19) . . ? O5 C5 O3 124.7(2) . . ? O5 C5 C4 124.0(2) . . ? O3 C5 C4 111.3(2) . . ? O3 C7 C8 111.6(3) . . ? C10 C9 C3 175.1(3) . . ? C9 C10 C11 176.9(3) . . ? C12 C11 C16 118.7(3) . . ? C12 C11 C10 121.9(2) . . ? C16 C11 C10 119.3(2) . . ? C11 C12 C13 119.7(3) . . ? C14 C13 C12 120.5(3) . . ? C15 C14 C13 119.7(3) . . ? C14 C15 C16 120.8(3) . . ? C15 C16 C11 120.6(3) . . ? C18 C17 C22 120.1(2) . . ? C18 C17 S1 120.50(19) . . ? C22 C17 S1 119.37(19) . . ? C19 C18 C17 119.6(2) . . ? C20 C19 C18 121.4(2) . . ? C19 C20 C21 118.0(3) . . ? C19 C20 C23 121.1(2) . . ? C21 C20 C23 120.9(2) . . ? C22 C21 C20 121.7(2) . . ? C21 C22 C17 119.2(2) . . ? C26 C25 C24 110.6(3) . . ? C26 C25 C27 113.3(2) . . ? C24 C25 C27 110.7(2) . . ? O9 C27 C28 106.7(2) . . ? O9 C27 C25 111.0(2) . . ? C28 C27 C25 110.2(2) . . ? O9 C27 C35 109.4(2) . . ? C28 C27 C35 108.3(2) . . ? C25 C27 C35 111.0(2) . . ? C29 C28 C27 177.0(3) . . ? C28 C29 C30 178.5(3) . . ? C34 C30 C31 119.3(3) . . ? C34 C30 C29 120.7(3) . . ? C31 C30 C29 120.0(3) . . ? C32 C31 C30 119.9(3) . . ? C33 C32 C31 120.3(3) . . ? C32 C33 C92 120.1(3) . . ? C92 C34 C30 120.0(3) . . ? N2 C35 C36 111.0(2) . . ? N2 C35 C27 108.89(19) . . ? C36 C35 C27 112.3(2) . . ? O10 C36 O11 125.3(2) . . ? O10 C36 C35 124.9(2) . . ? O11 C36 C35 109.7(2) . . ? C38 C37 O11 110.6(3) . . ? C40 C39 C44 120.8(3) . . ? C40 C39 S2 119.4(2) . . ? C44 C39 S2 119.5(2) . . ? C39 C40 C41 118.4(3) . . ? C42 C41 C40 121.8(3) . . ? C41 C42 C43 118.2(3) . . ? C41 C42 C45 121.4(3) . . ? C43 C42 C45 120.4(3) . . ? C44 C43 C42 121.7(3) . . ? C43 C44 C39 119.0(3) . . ? C49 C47 C46 111.4(3) . . ? C49 C47 C48 110.2(3) . . ? C46 C47 C48 113.4(3) . . ? O16 C48 C50 107.1(2) . . ? O16 C48 C47 110.6(2) . . ? C50 C48 C47 111.5(2) . . ? O16 C48 C58 108.8(2) . . ? C50 C48 C58 108.0(2) . . ? C47 C48 C58 110.7(2) . . ? C51 C50 C48 175.7(3) . . ? C50 C51 C52 177.1(3) . . ? C53 C52 C57 119.6(3) . . ? C53 C52 C51 119.2(3) . . ? C57 C52 C51 121.2(3) . . ? C52 C53 C54 119.2(4) . . ? C55 C54 C53 121.2(4) . . ? C54 C55 C56 120.2(4) . . ? C55 C56 C57 120.6(4) . . ? C52 C57 C56 119.2(4) . . ? N3 C58 C59 113.4(2) . . ? N3 C58 C48 108.3(2) . . ? C59 C58 C48 112.9(2) . . ? O13 C59 O12 124.1(3) . . ? O13 C59 C58 123.9(3) . . ? O12 C59 C58 112.0(2) . . ? C61' C60 C61 78.7(5) . . ? C61' C60 O12 118.7(5) . . ? C61 C60 O12 105.0(3) . . ? C63 C62 C67 120.2(3) . . ? C63 C62 S3 119.5(2) . . ? C67 C62 S3 120.2(2) . . ? C64 C63 C62 119.6(3) . . ? C63 C64 C65 121.1(3) . . ? C64 C65 C66 118.2(3) . . ? C64 C65 C68 120.4(3) . . ? C66 C65 C68 121.4(3) . . ? C67 C66 C65 122.0(3) . . ? C66 C67 C62 118.9(3) . . ? C70 C71 C69 110.1(2) . . ? C70 C71 C72 113.0(2) . . ? C69 C71 C72 110.6(2) . . ? O18 C72 C73 108.07(19) . . ? O18 C72 C71 109.93(19) . . ? C73 C72 C71 110.4(2) . . ? O18 C72 C81 107.12(18) . . ? C73 C72 C81 109.3(2) . . ? C71 C72 C81 111.96(19) . . ? C74 C73 C72 173.2(3) . . ? C73 C74 C75 177.9(3) . . ? C80 C75 C76 118.9(3) . . ? C80 C75 C74 119.9(3) . . ? C76 C75 C74 121.2(3) . . ? C77 C76 C75 119.4(3) . . ? C78 C77 C76 120.7(3) . . ? C77 C78 C79 120.3(3) . . ? C78 C79 C80 120.2(4) . . ? C75 C80 C79 120.5(3) . . ? N4 C81 C82 111.4(2) . . ? N4 C81 C72 109.27(19) . . ? C82 C81 C72 110.56(19) . . ? O4 C82 O17 124.0(2) . . ? O4 C82 C81 124.1(2) . . ? O17 C82 C81 111.9(2) . . ? C84 C83 C84' 118.5(5) . . ? C84 C83 O17 115.2(4) . . ? C84' C83 O17 120.4(5) . . ? C90 C85 C86 119.9(2) . . ? C90 C85 S4 120.84(19) . . ? C86 C85 S4 119.2(2) . . ? C87 C86 C85 119.3(3) . . ? C86 C87 C88 121.8(3) . . ? C89 C88 C87 118.0(3) . . ? C89 C88 C91 120.6(3) . . ? C87 C88 C91 121.4(3) . . ? C88 C89 C90 121.4(2) . . ? C85 C90 C89 119.6(2) . . ? C33 C92 C34 120.4(3) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.622 _refine_diff_density_min -0.596 _refine_diff_density_rms 0.075