data_baran225 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H31 O4.50' _chemical_formula_weight 391.49 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' 'O' 'O' 0.0492 0.0322 '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+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 7.1317(3) _cell_length_b 16.5484(7) _cell_length_c 33.6720(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3973.9(3) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9733 _cell_measurement_theta_min 3.75 _cell_measurement_theta_max 68.55 _exptl_crystal_description Plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.309 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1688 _exptl_absorpt_coefficient_mu 0.714 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7302 _exptl_absorpt_correction_T_max 0.9451 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54174 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'Double Bounce Multilayer Mirror' _diffrn_measurement_device_type 'Bruker APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_reflns_number 22612 _diffrn_reflns_av_R_equivalents 0.0553 _diffrn_reflns_av_sigmaI/netI 0.0522 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 40 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 69.24 _reflns_number_total 6822 _reflns_number_gt 6211 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0688P)^2^+0.5059P] 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 'not measured' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.16(16) _refine_ls_number_reflns 6822 _refine_ls_number_parameters 522 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0481 _refine_ls_R_factor_gt 0.0429 _refine_ls_wR_factor_ref 0.1109 _refine_ls_wR_factor_gt 0.1075 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 O1 O -0.1582(2) 0.54487(9) 0.70335(4) 0.0188(3) Uani 1 1 d . . . O2 O -0.1242(2) 0.58810(9) 0.76579(4) 0.0166(3) Uani 1 1 d . . . O3 O 0.6528(2) 0.52849(9) 0.85651(4) 0.0162(3) Uani 1 1 d . . . H3 H 0.6332 0.5428 0.8801 0.024 Uiso 1 1 calc R . . O4 O 0.6159(2) 0.08201(10) 0.99842(5) 0.0245(4) Uani 1 1 d . . . C1 C -0.0613(3) 0.54810(12) 0.73297(6) 0.0154(4) Uani 1 1 d . . . C2 C 0.1225(3) 0.51456(13) 0.74162(6) 0.0163(4) Uani 1 1 d . . . H2 H 0.1967 0.4844 0.7235 0.020 Uiso 1 1 calc R . . C3 C 0.1717(3) 0.53231(12) 0.77881(6) 0.0143(4) Uani 1 1 d . . . C4 C 0.0139(3) 0.57979(13) 0.79683(6) 0.0153(4) Uani 1 1 d . . . H4A H -0.0395 0.5508 0.8199 0.018 Uiso 1 1 calc R . . H4B H 0.0584 0.6335 0.8057 0.018 Uiso 1 1 calc R . . C5 C 0.3528(3) 0.51651(12) 0.79975(6) 0.0136(4) Uani 1 1 d . . . H5 H 0.4131 0.5703 0.8042 0.016 Uiso 1 1 calc R . . C6 C 0.4942(3) 0.46519(13) 0.77621(6) 0.0150(4) Uani 1 1 d . . . H6A H 0.5681 0.4996 0.7579 0.018 Uiso 1 1 calc R . . H6B H 0.4285 0.4233 0.7605 0.018 Uiso 1 1 calc R . . C7 C 0.6228(3) 0.42577(13) 0.80764(6) 0.0148(4) Uani 1 1 d . . . H7A H 0.6160 0.3661 0.8058 0.018 Uiso 1 1 calc R . . H7B H 0.7546 0.4427 0.8036 0.018 Uiso 1 1 calc R . . C8 C 0.5511(3) 0.45485(12) 0.84837(6) 0.0133(4) Uani 1 1 d . . . C9 C 0.3407(3) 0.47447(12) 0.84111(6) 0.0138(4) Uani 1 1 d . . . C10 C 0.2306(3) 0.39482(12) 0.83751(6) 0.0143(4) Uani 1 1 d . . . H10C H 0.0956 0.4074 0.8346 0.017 Uiso 1 1 calc R . . H10D H 0.2716 0.3662 0.8132 0.017 Uiso 1 1 calc R . . C11 C 0.2569(3) 0.33891(13) 0.87320(6) 0.0161(4) Uani 1 1 d . . . H11C H 0.1844 0.2886 0.8690 0.019 Uiso 1 1 calc R . . H11D H 0.2084 0.3657 0.8974 0.019 Uiso 1 1 calc R . . C12 C 0.4652(3) 0.31813(12) 0.87891(6) 0.0149(4) Uani 1 1 d . . . H12 H 0.5085 0.2910 0.8540 0.018 Uiso 1 1 calc R . . C13 C 0.5790(3) 0.39590(12) 0.88323(6) 0.0140(4) Uani 1 1 d . . . H13 H 0.5315 0.4239 0.9076 0.017 Uiso 1 1 calc R . . C14 C 0.7842(3) 0.37506(13) 0.89106(6) 0.0164(4) Uani 1 1 d . . . H14C H 0.8308 0.3377 0.8703 0.020 Uiso 1 1 calc R . . H14D H 0.8614 0.4248 0.8903 0.020 Uiso 1 1 calc R . . C15 C 0.7995(3) 0.33534(14) 0.93182(6) 0.0185(5) Uani 1 1 d . . . H15C H 0.9284 0.3144 0.9354 0.022 Uiso 1 1 calc R . . H15D H 0.7768 0.3765 0.9526 0.022 Uiso 1 1 calc R . . C16 C 0.6619(3) 0.26703(13) 0.93703(6) 0.0166(4) Uani 1 1 d . . . C17 C 0.5031(3) 0.25948(13) 0.91318(6) 0.0162(4) Uani 1 1 d . . . C18 C 0.3849(3) 0.19353(13) 0.91979(7) 0.0201(5) Uani 1 1 d . . . H18 H 0.2752 0.1879 0.9040 0.024 Uiso 1 1 calc R . . C19 C 0.4227(3) 0.13606(13) 0.94865(7) 0.0226(5) Uani 1 1 d . . . H19 H 0.3395 0.0920 0.9527 0.027 Uiso 1 1 calc R . . C20 C 0.5832(3) 0.14360(13) 0.97159(6) 0.0195(5) Uani 1 1 d . . . C21 C 0.7001(3) 0.20900(13) 0.96631(6) 0.0188(5) Uani 1 1 d . . . H21 H 0.8077 0.2149 0.9827 0.023 Uiso 1 1 calc R . . C22 C 0.2595(3) 0.52921(13) 0.87320(6) 0.0170(4) Uani 1 1 d . . . H22D H 0.1231 0.5323 0.8701 0.025 Uiso 1 1 calc R . . H22E H 0.3135 0.5834 0.8707 0.025 Uiso 1 1 calc R . . H22F H 0.2898 0.5071 0.8994 0.025 Uiso 1 1 calc R . . C23 C 0.7933(4) 0.08289(15) 1.01772(7) 0.0295(6) Uani 1 1 d . . . H23D H 0.8932 0.0839 0.9977 0.044 Uiso 1 1 calc R . . H23E H 0.8062 0.0344 1.0342 0.044 Uiso 1 1 calc R . . H23F H 0.8027 0.1311 1.0345 0.044 Uiso 1 1 calc R . . O1' O 0.9190(2) 0.84061(11) 1.01177(5) 0.0277(4) Uani 1 1 d . . . O2' O 0.8915(2) 0.92967(9) 0.96235(5) 0.0203(3) Uani 1 1 d . . . O3' O 0.1258(2) 0.93460(9) 0.86112(4) 0.0172(3) Uani 1 1 d . . . H3' H 0.1451 0.9666 0.8422 0.026 Uiso 1 1 calc R . . O4' O 0.2532(2) 0.63116(10) 0.64761(4) 0.0212(3) Uani 1 1 d . . . C1' C 0.8288(3) 0.86583(14) 0.98383(7) 0.0206(5) Uani 1 1 d . . . C2' C 0.6503(3) 0.83926(14) 0.96763(6) 0.0192(5) Uani 1 1 d . . . H2' H 0.5785 0.7950 0.9772 0.023 Uiso 1 1 calc R . . C3' C 0.6028(3) 0.88659(13) 0.93718(6) 0.0166(4) Uani 1 1 d . . . C4' C 0.7575(3) 0.94677(14) 0.93142(6) 0.0184(5) Uani 1 1 d . . . H4'A H 0.8155 0.9403 0.9049 0.022 Uiso 1 1 calc R . . H4'B H 0.7091 1.0026 0.9339 0.022 Uiso 1 1 calc R . . C5' C 0.4248(3) 0.88767(13) 0.91374(6) 0.0169(5) Uani 1 1 d . . . H5' H 0.3622 0.9406 0.9192 0.020 Uiso 1 1 calc R . . C6' C 0.2838(3) 0.82067(14) 0.92514(6) 0.0189(5) Uani 1 1 d . . . H6'A H 0.3507 0.7712 0.9337 0.023 Uiso 1 1 calc R . . H6'B H 0.2017 0.8389 0.9471 0.023 Uiso 1 1 calc R . . C7' C 0.1674(3) 0.80404(13) 0.88746(6) 0.0160(4) Uani 1 1 d . . . H7'A H 0.1854 0.7476 0.8785 0.019 Uiso 1 1 calc R . . H7'B H 0.0324 0.8128 0.8928 0.019 Uiso 1 1 calc R . . C8' C 0.2376(3) 0.86332(13) 0.85580(6) 0.0147(4) Uani 1 1 d . . . C9' C 0.4453(3) 0.88028(13) 0.86772(6) 0.0157(4) Uani 1 1 d . . . C10' C 0.5673(3) 0.80683(13) 0.85746(6) 0.0160(4) Uani 1 1 d . . . H10A H 0.6998 0.8195 0.8637 0.019 Uiso 1 1 calc R . . H10B H 0.5290 0.7607 0.8743 0.019 Uiso 1 1 calc R . . C11' C 0.5530(3) 0.78191(13) 0.81376(6) 0.0169(4) Uani 1 1 d . . . H11A H 0.5990 0.8264 0.7967 0.020 Uiso 1 1 calc R . . H11B H 0.6328 0.7339 0.8089 0.020 Uiso 1 1 calc R . . C12' C 0.3500(3) 0.76225(12) 0.80302(6) 0.0139(4) Uani 1 1 d . . . H12' H 0.3100 0.7167 0.8206 0.017 Uiso 1 1 calc R . . C13' C 0.2210(3) 0.83398(13) 0.81237(6) 0.0138(4) Uani 1 1 d . . . H13' H 0.2609 0.8798 0.7949 0.017 Uiso 1 1 calc R . . C14' C 0.0188(3) 0.81318(12) 0.80128(6) 0.0144(4) Uani 1 1 d . . . H14A H -0.0649 0.8581 0.8092 0.017 Uiso 1 1 calc R . . H14B H -0.0209 0.7641 0.8158 0.017 Uiso 1 1 calc R . . C15' C 0.0010(3) 0.79863(13) 0.75656(6) 0.0163(4) Uani 1 1 d . . . H15A H -0.1206 0.7719 0.7512 0.020 Uiso 1 1 calc R . . H15B H 0.0002 0.8515 0.7428 0.020 Uiso 1 1 calc R . . C16' C 0.1571(3) 0.74719(12) 0.73959(6) 0.0140(4) Uani 1 1 d . . . C17' C 0.3238(3) 0.73349(12) 0.76007(6) 0.0135(4) Uani 1 1 d . . . C18' C 0.4638(3) 0.68866(12) 0.74107(6) 0.0158(4) Uani 1 1 d . . . H18' H 0.5793 0.6798 0.7544 0.019 Uiso 1 1 calc R . . C19' C 0.4393(3) 0.65676(13) 0.70329(6) 0.0170(4) Uani 1 1 d . . . H19' H 0.5374 0.6273 0.6909 0.020 Uiso 1 1 calc R . . C20' C 0.2694(3) 0.66847(13) 0.68388(6) 0.0158(4) Uani 1 1 d . . . C21' C 0.1301(3) 0.71434(12) 0.70156(6) 0.0156(4) Uani 1 1 d . . . H21' H 0.0156 0.7236 0.6879 0.019 Uiso 1 1 calc R . . C22' C 0.5216(3) 0.95728(13) 0.84868(6) 0.0190(5) Uani 1 1 d . . . H22A H 0.6581 0.9592 0.8520 0.028 Uiso 1 1 calc R . . H22B H 0.4650 1.0045 0.8615 0.028 Uiso 1 1 calc R . . H22C H 0.4908 0.9576 0.8203 0.028 Uiso 1 1 calc R . . C23' C 0.0807(3) 0.63996(13) 0.62694(6) 0.0203(5) Uani 1 1 d . . . H23A H -0.0223 0.6207 0.6437 0.030 Uiso 1 1 calc R . . H23B H 0.0846 0.6082 0.6024 0.030 Uiso 1 1 calc R . . H23C H 0.0608 0.6970 0.6205 0.030 Uiso 1 1 calc R . . O1S O 0.6436(3) 0.56167(11) 0.93942(5) 0.0300(4) Uani 1 1 d . . . H1S H 0.5727 0.5931 0.9520 0.045 Uiso 1 1 calc R . . C1S C 0.8322(4) 0.57164(16) 0.95302(7) 0.0294(6) Uani 1 1 d . . . H1SA H 0.9067 0.5235 0.9456 0.035 Uiso 1 1 calc R . . H1SB H 0.8327 0.5759 0.9823 0.035 Uiso 1 1 calc R . . C2S C 0.9216(4) 0.64585(15) 0.93553(8) 0.0326(6) Uani 1 1 d . . . H2SA H 0.9104 0.6443 0.9065 0.049 Uiso 1 1 calc R . . H2SB H 1.0544 0.6475 0.9429 0.049 Uiso 1 1 calc R . . H2SC H 0.8583 0.6941 0.9457 0.049 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 O1 0.0135(7) 0.0233(8) 0.0197(7) 0.0002(6) -0.0044(7) -0.0003(6) O2 0.0102(7) 0.0218(8) 0.0177(7) -0.0001(6) -0.0010(6) 0.0021(6) O3 0.0142(7) 0.0185(7) 0.0159(7) -0.0006(6) 0.0004(6) -0.0033(6) O4 0.0314(10) 0.0221(8) 0.0201(8) 0.0075(6) 0.0002(7) 0.0016(7) C1 0.0126(10) 0.0137(10) 0.0200(11) 0.0021(8) 0.0007(9) -0.0034(8) C2 0.0134(11) 0.0177(10) 0.0179(10) 0.0019(8) 0.0013(9) 0.0008(8) C3 0.0125(10) 0.0135(10) 0.0170(10) 0.0027(8) 0.0026(9) -0.0035(8) C4 0.0109(10) 0.0186(10) 0.0164(10) -0.0003(8) -0.0020(9) 0.0007(8) C5 0.0091(10) 0.0169(10) 0.0147(10) 0.0012(8) -0.0004(8) -0.0019(8) C6 0.0088(10) 0.0217(11) 0.0145(10) 0.0018(8) -0.0001(8) -0.0003(9) C7 0.0080(10) 0.0203(10) 0.0161(10) -0.0006(8) 0.0027(8) 0.0004(8) C8 0.0076(10) 0.0171(10) 0.0153(10) -0.0001(8) -0.0005(8) 0.0001(8) C9 0.0107(10) 0.0174(10) 0.0133(10) 0.0019(8) 0.0022(9) 0.0006(9) C10 0.0067(10) 0.0197(11) 0.0166(10) 0.0004(8) -0.0004(9) -0.0005(8) C11 0.0099(10) 0.0202(11) 0.0180(10) 0.0047(9) 0.0004(9) -0.0016(9) C12 0.0116(10) 0.0168(10) 0.0161(10) 0.0003(8) -0.0002(9) -0.0005(8) C13 0.0090(10) 0.0188(10) 0.0142(10) 0.0006(8) 0.0008(9) 0.0002(8) C14 0.0109(10) 0.0193(11) 0.0188(11) 0.0018(9) -0.0008(9) -0.0010(9) C15 0.0125(10) 0.0246(11) 0.0184(10) 0.0028(9) -0.0045(9) -0.0003(9) C16 0.0133(11) 0.0204(11) 0.0161(10) -0.0001(8) 0.0053(9) 0.0042(9) C17 0.0147(11) 0.0156(10) 0.0182(10) 0.0001(8) 0.0018(9) 0.0014(8) C18 0.0129(11) 0.0219(11) 0.0256(12) 0.0007(9) -0.0019(9) 0.0002(9) C19 0.0217(12) 0.0180(11) 0.0280(12) 0.0057(9) 0.0032(10) -0.0009(9) C20 0.0218(12) 0.0189(11) 0.0178(11) 0.0034(8) 0.0054(9) 0.0065(9) C21 0.0159(11) 0.0251(12) 0.0153(11) 0.0006(9) 0.0000(9) 0.0036(9) C22 0.0119(10) 0.0227(11) 0.0163(10) 0.0006(9) 0.0005(9) 0.0031(9) C23 0.0436(16) 0.0261(12) 0.0187(11) 0.0029(10) -0.0106(12) 0.0018(12) O1' 0.0241(9) 0.0340(9) 0.0251(9) 0.0035(7) -0.0101(8) -0.0024(8) O2' 0.0157(8) 0.0242(8) 0.0209(8) 0.0002(6) -0.0039(7) -0.0028(6) O3' 0.0146(7) 0.0193(8) 0.0177(7) -0.0003(6) 0.0019(6) 0.0041(6) O4' 0.0198(8) 0.0276(8) 0.0161(7) -0.0057(6) -0.0024(7) 0.0080(7) C1' 0.0192(12) 0.0227(11) 0.0199(11) -0.0017(9) -0.0008(10) 0.0016(9) C2' 0.0156(11) 0.0233(11) 0.0186(11) -0.0001(9) -0.0013(9) 0.0003(9) C3' 0.0158(11) 0.0189(10) 0.0151(10) -0.0040(8) 0.0024(9) 0.0008(9) C4' 0.0149(11) 0.0232(11) 0.0173(10) 0.0005(9) -0.0025(9) 0.0003(9) C5' 0.0153(11) 0.0204(11) 0.0151(10) 0.0003(8) 0.0005(9) 0.0009(9) C6' 0.0120(10) 0.0279(12) 0.0168(11) 0.0050(9) -0.0007(9) -0.0031(9) C7' 0.0099(10) 0.0212(10) 0.0168(10) 0.0025(8) 0.0006(9) -0.0012(9) C8' 0.0096(10) 0.0173(10) 0.0172(10) 0.0021(8) 0.0016(9) 0.0030(8) C9' 0.0142(11) 0.0184(11) 0.0145(10) -0.0002(8) -0.0002(9) -0.0021(9) C10' 0.0085(9) 0.0213(10) 0.0181(11) 0.0006(8) -0.0023(9) -0.0011(9) C11' 0.0098(10) 0.0223(11) 0.0186(11) -0.0033(9) 0.0018(9) 0.0018(9) C12' 0.0098(10) 0.0165(10) 0.0153(10) 0.0013(8) -0.0003(8) 0.0002(8) C13' 0.0101(10) 0.0146(10) 0.0166(10) 0.0004(8) 0.0003(8) -0.0008(8) C14' 0.0094(10) 0.0174(10) 0.0164(10) -0.0001(8) 0.0020(8) 0.0019(8) C15' 0.0100(10) 0.0203(10) 0.0187(11) -0.0011(8) -0.0029(9) 0.0016(9) C16' 0.0104(10) 0.0154(10) 0.0161(10) 0.0015(8) 0.0025(9) -0.0021(8) C17' 0.0086(10) 0.0126(10) 0.0192(10) 0.0012(8) 0.0009(9) -0.0028(8) C18' 0.0109(10) 0.0172(10) 0.0193(11) 0.0033(8) -0.0008(9) -0.0001(8) C19' 0.0146(10) 0.0167(10) 0.0197(10) -0.0004(8) 0.0050(9) 0.0020(9) C20' 0.0178(11) 0.0156(10) 0.0140(10) 0.0001(8) 0.0017(9) -0.0007(9) C21' 0.0100(10) 0.0180(10) 0.0187(11) 0.0021(8) -0.0009(9) 0.0001(8) C22' 0.0174(11) 0.0224(11) 0.0172(10) 0.0000(9) -0.0016(9) -0.0038(9) C23' 0.0211(12) 0.0233(11) 0.0165(10) -0.0021(8) -0.0020(9) 0.0046(9) O1S 0.0230(9) 0.0398(10) 0.0272(9) -0.0102(8) 0.0045(8) -0.0062(8) C1S 0.0294(14) 0.0312(13) 0.0277(13) -0.0040(10) 0.0002(11) -0.0020(11) C2S 0.0288(14) 0.0306(13) 0.0383(14) -0.0060(11) 0.0054(12) -0.0020(11) _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 O1 C1 1.214(3) . ? O2 C1 1.364(3) . ? O2 C4 1.443(3) . ? O3 C8 1.444(2) . ? O3 H3 0.8400 . ? O4 C20 1.382(3) . ? O4 C23 1.422(3) . ? C1 C2 1.453(3) . ? C2 C3 1.333(3) . ? C2 H2 0.9500 . ? C3 C5 1.494(3) . ? C3 C4 1.501(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.538(3) . ? C5 C9 1.559(3) . ? C5 H5 1.0000 . ? C6 C7 1.545(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.541(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C13 1.539(3) . ? C8 C9 1.554(3) . ? C9 C22 1.524(3) . ? C9 C10 1.539(3) . ? C10 C11 1.528(3) . ? C10 H10C 0.9900 . ? C10 H10D 0.9900 . ? C11 C12 1.537(3) . ? C11 H11C 0.9900 . ? C11 H11D 0.9900 . ? C12 C13 1.528(3) . ? C12 C17 1.532(3) . ? C12 H12 1.0000 . ? C13 C14 1.527(3) . ? C13 H13 1.0000 . ? C14 C15 1.526(3) . ? C14 H14C 0.9900 . ? C14 H14D 0.9900 . ? C15 C16 1.507(3) . ? C15 H15C 0.9900 . ? C15 H15D 0.9900 . ? C16 C17 1.394(3) . ? C16 C21 1.403(3) . ? C17 C18 1.397(3) . ? C18 C19 1.386(3) . ? C18 H18 0.9500 . ? C19 C20 1.386(3) . ? C19 H19 0.9500 . ? C20 C21 1.378(3) . ? C21 H21 0.9500 . ? C22 H22D 0.9800 . ? C22 H22E 0.9800 . ? C22 H22F 0.9800 . ? C23 H23D 0.9800 . ? C23 H23E 0.9800 . ? C23 H23F 0.9800 . ? O1' C1' 1.214(3) . ? O2' C1' 1.356(3) . ? O2' C4' 1.442(3) . ? O3' C8' 1.435(2) . ? O3' H3' 0.8400 . ? O4' C20' 1.373(2) . ? O4' C23' 1.422(3) . ? C1' C2' 1.453(3) . ? C2' C3' 1.334(3) . ? C2' H2' 0.9500 . ? C3' C5' 1.495(3) . ? C3' C4' 1.499(3) . ? C4' H4'A 0.9900 . ? C4' H4'B 0.9900 . ? C5' C6' 1.545(3) . ? C5' C9' 1.561(3) . ? C5' H5' 1.0000 . ? C6' C7' 1.541(3) . ? C6' H6'A 0.9900 . ? C6' H6'B 0.9900 . ? C7' C8' 1.533(3) . ? C7' H7'A 0.9900 . ? C7' H7'B 0.9900 . ? C8' C13' 1.545(3) . ? C8' C9' 1.560(3) . ? C9' C22' 1.527(3) . ? C9' C10' 1.534(3) . ? C10' C11' 1.531(3) . ? C10' H10A 0.9900 . ? C10' H10B 0.9900 . ? C11' C12' 1.528(3) . ? C11' H11A 0.9900 . ? C11' H11B 0.9900 . ? C12' C17' 1.534(3) . ? C12' C13' 1.534(3) . ? C12' H12' 1.0000 . ? C13' C14' 1.529(3) . ? C13' H13' 1.0000 . ? C14' C15' 1.530(3) . ? C14' H14A 0.9900 . ? C14' H14B 0.9900 . ? C15' C16' 1.514(3) . ? C15' H15A 0.9900 . ? C15' H15B 0.9900 . ? C16' C17' 1.393(3) . ? C16' C21' 1.405(3) . ? C17' C18' 1.399(3) . ? C18' C19' 1.388(3) . ? C18' H18' 0.9500 . ? C19' C20' 1.390(3) . ? C19' H19' 0.9500 . ? C20' C21' 1.385(3) . ? C21' H21' 0.9500 . ? C22' H22A 0.9800 . ? C22' H22B 0.9800 . ? C22' H22C 0.9800 . ? C23' H23A 0.9800 . ? C23' H23B 0.9800 . ? C23' H23C 0.9800 . ? O1S C1S 1.430(3) . ? O1S H1S 0.8400 . ? C1S C2S 1.504(4) . ? C1S H1SA 0.9900 . ? C1S H1SB 0.9900 . ? C2S H2SA 0.9800 . ? C2S H2SB 0.9800 . ? C2S H2SC 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 C1 O2 C4 108.43(16) . . ? C8 O3 H3 109.5 . . ? C20 O4 C23 116.20(19) . . ? O1 C1 O2 119.97(19) . . ? O1 C1 C2 131.4(2) . . ? O2 C1 C2 108.64(18) . . ? C3 C2 C1 110.0(2) . . ? C3 C2 H2 125.0 . . ? C1 C2 H2 125.0 . . ? C2 C3 C5 129.2(2) . . ? C2 C3 C4 107.32(19) . . ? C5 C3 C4 123.28(18) . . ? O2 C4 C3 105.60(16) . . ? O2 C4 H4A 110.6 . . ? C3 C4 H4A 110.6 . . ? O2 C4 H4B 110.6 . . ? C3 C4 H4B 110.6 . . ? H4A C4 H4B 108.8 . . ? C3 C5 C6 114.82(17) . . ? C3 C5 C9 116.87(17) . . ? C6 C5 C9 104.48(16) . . ? C3 C5 H5 106.7 . . ? C6 C5 H5 106.7 . . ? C9 C5 H5 106.7 . . ? C5 C6 C7 105.62(16) . . ? C5 C6 H6A 110.6 . . ? C7 C6 H6A 110.6 . . ? C5 C6 H6B 110.6 . . ? C7 C6 H6B 110.6 . . ? H6A C6 H6B 108.7 . . ? C8 C7 C6 106.30(16) . . ? C8 C7 H7A 110.5 . . ? C6 C7 H7A 110.5 . . ? C8 C7 H7B 110.5 . . ? C6 C7 H7B 110.5 . . ? H7A C7 H7B 108.7 . . ? O3 C8 C13 108.97(16) . . ? O3 C8 C7 105.41(16) . . ? C13 C8 C7 115.97(17) . . ? O3 C8 C9 109.78(16) . . ? C13 C8 C9 112.15(16) . . ? C7 C8 C9 104.22(16) . . ? C22 C9 C10 111.77(17) . . ? C22 C9 C8 112.29(17) . . ? C10 C9 C8 109.02(17) . . ? C22 C9 C5 112.89(17) . . ? C10 C9 C5 109.88(16) . . ? C8 C9 C5 100.40(16) . . ? C11 C10 C9 113.22(18) . . ? C11 C10 H10C 108.9 . . ? C9 C10 H10C 108.9 . . ? C11 C10 H10D 108.9 . . ? C9 C10 H10D 108.9 . . ? H10C C10 H10D 107.7 . . ? C10 C11 C12 110.61(17) . . ? C10 C11 H11C 109.5 . . ? C12 C11 H11C 109.5 . . ? C10 C11 H11D 109.5 . . ? C12 C11 H11D 109.5 . . ? H11C C11 H11D 108.1 . . ? C13 C12 C17 111.59(17) . . ? C13 C12 C11 109.68(17) . . ? C17 C12 C11 113.98(18) . . ? C13 C12 H12 107.1 . . ? C17 C12 H12 107.1 . . ? C11 C12 H12 107.1 . . ? C14 C13 C12 109.58(17) . . ? C14 C13 C8 113.50(17) . . ? C12 C13 C8 113.10(17) . . ? C14 C13 H13 106.7 . . ? C12 C13 H13 106.7 . . ? C8 C13 H13 106.7 . . ? C15 C14 C13 108.73(17) . . ? C15 C14 H14C 109.9 . . ? C13 C14 H14C 109.9 . . ? C15 C14 H14D 109.9 . . ? C13 C14 H14D 109.9 . . ? H14C C14 H14D 108.3 . . ? C16 C15 C14 112.42(18) . . ? C16 C15 H15C 109.1 . . ? C14 C15 H15C 109.1 . . ? C16 C15 H15D 109.1 . . ? C14 C15 H15D 109.1 . . ? H15C C15 H15D 107.9 . . ? C17 C16 C21 120.1(2) . . ? C17 C16 C15 121.95(19) . . ? C21 C16 C15 117.9(2) . . ? C16 C17 C18 117.9(2) . . ? C16 C17 C12 121.37(19) . . ? C18 C17 C12 120.6(2) . . ? C19 C18 C17 122.0(2) . . ? C19 C18 H18 119.0 . . ? C17 C18 H18 119.0 . . ? C18 C19 C20 119.3(2) . . ? C18 C19 H19 120.4 . . ? C20 C19 H19 120.4 . . ? C21 C20 O4 124.2(2) . . ? C21 C20 C19 119.9(2) . . ? O4 C20 C19 115.9(2) . . ? C20 C21 C16 120.7(2) . . ? C20 C21 H21 119.6 . . ? C16 C21 H21 119.6 . . ? C9 C22 H22D 109.5 . . ? C9 C22 H22E 109.5 . . ? H22D C22 H22E 109.5 . . ? C9 C22 H22F 109.5 . . ? H22D C22 H22F 109.5 . . ? H22E C22 H22F 109.5 . . ? O4 C23 H23D 109.5 . . ? O4 C23 H23E 109.5 . . ? H23D C23 H23E 109.5 . . ? O4 C23 H23F 109.5 . . ? H23D C23 H23F 109.5 . . ? H23E C23 H23F 109.5 . . ? C1' O2' C4' 108.63(17) . . ? C8' O3' H3' 109.5 . . ? C20' O4' C23' 117.53(17) . . ? O1' C1' O2' 120.4(2) . . ? O1' C1' C2' 130.6(2) . . ? O2' C1' C2' 108.94(19) . . ? C3' C2' C1' 109.5(2) . . ? C3' C2' H2' 125.3 . . ? C1' C2' H2' 125.3 . . ? C2' C3' C5' 128.9(2) . . ? C2' C3' C4' 107.6(2) . . ? C5' C3' C4' 123.28(19) . . ? O2' C4' C3' 105.31(17) . . ? O2' C4' H4'A 110.7 . . ? C3' C4' H4'A 110.7 . . ? O2' C4' H4'B 110.7 . . ? C3' C4' H4'B 110.7 . . ? H4'A C4' H4'B 108.8 . . ? C3' C5' C6' 114.39(18) . . ? C3' C5' C9' 116.33(18) . . ? C6' C5' C9' 104.56(17) . . ? C3' C5' H5' 107.0 . . ? C6' C5' H5' 107.0 . . ? C9' C5' H5' 107.0 . . ? C7' C6' C5' 105.91(17) . . ? C7' C6' H6'A 110.6 . . ? C5' C6' H6'A 110.6 . . ? C7' C6' H6'B 110.6 . . ? C5' C6' H6'B 110.6 . . ? H6'A C6' H6'B 108.7 . . ? C8' C7' C6' 106.39(17) . . ? C8' C7' H7'A 110.5 . . ? C6' C7' H7'A 110.5 . . ? C8' C7' H7'B 110.5 . . ? C6' C7' H7'B 110.5 . . ? H7'A C7' H7'B 108.6 . . ? O3' C8' C7' 104.93(16) . . ? O3' C8' C13' 109.48(16) . . ? C7' C8' C13' 115.58(17) . . ? O3' C8' C9' 110.35(17) . . ? C7' C8' C9' 104.28(17) . . ? C13' C8' C9' 111.89(17) . . ? C22' C9' C10' 111.38(18) . . ? C22' C9' C8' 112.38(18) . . ? C10' C9' C8' 109.76(17) . . ? C22' C9' C5' 112.63(18) . . ? C10' C9' C5' 109.80(17) . . ? C8' C9' C5' 100.39(17) . . ? C11' C10' C9' 113.07(17) . . ? C11' C10' H10A 109.0 . . ? C9' C10' H10A 109.0 . . ? C11' C10' H10B 109.0 . . ? C9' C10' H10B 109.0 . . ? H10A C10' H10B 107.8 . . ? C12' C11' C10' 110.38(17) . . ? C12' C11' H11A 109.6 . . ? C10' C11' H11A 109.6 . . ? C12' C11' H11B 109.6 . . ? C10' C11' H11B 109.6 . . ? H11A C11' H11B 108.1 . . ? C11' C12' C17' 113.86(17) . . ? C11' C12' C13' 110.78(17) . . ? C17' C12' C13' 111.15(16) . . ? C11' C12' H12' 106.9 . . ? C17' C12' H12' 106.9 . . ? C13' C12' H12' 106.9 . . ? C14' C13' C12' 109.94(17) . . ? C14' C13' C8' 112.00(17) . . ? C12' C13' C8' 113.03(16) . . ? C14' C13' H13' 107.2 . . ? C12' C13' H13' 107.2 . . ? C8' C13' H13' 107.2 . . ? C13' C14' C15' 110.76(17) . . ? C13' C14' H14A 109.5 . . ? C15' C14' H14A 109.5 . . ? C13' C14' H14B 109.5 . . ? C15' C14' H14B 109.5 . . ? H14A C14' H14B 108.1 . . ? C16' C15' C14' 113.49(18) . . ? C16' C15' H15A 108.9 . . ? C14' C15' H15A 108.9 . . ? C16' C15' H15B 108.9 . . ? C14' C15' H15B 108.9 . . ? H15A C15' H15B 107.7 . . ? C17' C16' C21' 120.4(2) . . ? C17' C16' C15' 122.19(19) . . ? C21' C16' C15' 117.43(19) . . ? C16' C17' C18' 117.97(19) . . ? C16' C17' C12' 121.33(18) . . ? C18' C17' C12' 120.61(19) . . ? C19' C18' C17' 122.1(2) . . ? C19' C18' H18' 119.0 . . ? C17' C18' H18' 119.0 . . ? C18' C19' C20' 119.2(2) . . ? C18' C19' H19' 120.4 . . ? C20' C19' H19' 120.4 . . ? O4' C20' C21' 124.6(2) . . ? O4' C20' C19' 115.38(19) . . ? C21' C20' C19' 119.98(19) . . ? C20' C21' C16' 120.4(2) . . ? C20' C21' H21' 119.8 . . ? C16' C21' H21' 119.8 . . ? C9' C22' H22A 109.5 . . ? C9' C22' H22B 109.5 . . ? H22A C22' H22B 109.5 . . ? C9' C22' H22C 109.5 . . ? H22A C22' H22C 109.5 . . ? H22B C22' H22C 109.5 . . ? O4' C23' H23A 109.5 . . ? O4' C23' H23B 109.5 . . ? H23A C23' H23B 109.5 . . ? O4' C23' H23C 109.5 . . ? H23A C23' H23C 109.5 . . ? H23B C23' H23C 109.5 . . ? C1S O1S H1S 109.5 . . ? O1S C1S C2S 111.6(2) . . ? O1S C1S H1SA 109.3 . . ? C2S C1S H1SA 109.3 . . ? O1S C1S H1SB 109.3 . . ? C2S C1S H1SB 109.3 . . ? H1SA C1S H1SB 108.0 . . ? C1S C2S H2SA 109.5 . . ? C1S C2S H2SB 109.5 . . ? H2SA C2S H2SB 109.5 . . ? C1S C2S H2SC 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3 O1S 0.84 2.02 2.846(2) 166.0 . O3' H3' O1 0.84 2.01 2.845(2) 173.2 3_556 O1S H1S O1' 0.84 1.97 2.807(2) 172.1 2_467 _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 65.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.303 _refine_diff_density_min -0.225 _refine_diff_density_rms 0.049