data_08001 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 08001 _chemical_melting_point ? _chemical_formula_moiety '2(C16 H33 N O5), H2 O' _chemical_formula_sum 'C32 H68 N2 O11' _chemical_formula_weight 656.88 _chemical_absolute_configuration rm 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0000 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.3632(13) _cell_length_b 8.1773(10) _cell_length_c 21.547(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.751(2) _cell_angle_gamma 90.00 _cell_volume 1825.1(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2524 _cell_measurement_theta_min 2.66 _cell_measurement_theta_max 23.82 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.195 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 724 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.9697 _exptl_absorpt_correction_T_max 0.9982 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans per phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13985 _diffrn_reflns_av_R_equivalents 0.0746 _diffrn_reflns_av_sigmaI/netI 0.0728 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 0.95 _diffrn_reflns_theta_max 25.08 _reflns_number_total 3487 _reflns_number_gt 2408 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, Bruker' _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. The absolute stereochemistry was assigned by the chemist based on a known chiral reference in the synthesis. ; _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^)+(0.0917P)^2^+1.2808P] 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), 2945 Friedel Pairs, Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(10) _refine_ls_number_reflns 3487 _refine_ls_number_parameters 408 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1022 _refine_ls_R_factor_gt 0.0527 _refine_ls_wR_factor_ref 0.1700 _refine_ls_wR_factor_gt 0.1310 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 O1 O 0.1311(4) 0.0707(5) 0.71391(17) 0.0291(10) Uani 1 1 d . . . H1C H 0.1209 -0.0234 0.6989 0.044 Uiso 1 1 calc R . . O2 O 0.2682(4) -0.0818(5) 0.61975(18) 0.0271(10) Uani 1 1 d . . . H2B H 0.1947 -0.1036 0.6329 0.041 Uiso 1 1 calc R . . O3 O 0.5308(3) 0.1909(5) 0.65539(17) 0.0248(9) Uani 1 1 d . . . H3B H 0.5470 0.2847 0.6418 0.037 Uiso 1 1 calc R . . O4 O 0.4608(4) 0.1994(5) 0.50866(17) 0.0263(10) Uani 1 1 d . . . H4B H 0.5374 0.2282 0.5164 0.039 Uiso 1 1 calc R . . O5 O 0.5152(3) 0.4703(5) 0.57846(18) 0.0237(9) Uani 1 1 d . . . H5B H 0.5578 0.4068 0.6019 0.036 Uiso 1 1 calc R . . N1 N 0.3562(4) 0.4120(6) 0.6867(2) 0.0208(10) Uani 1 1 d . . . C1 C 0.2623(6) 0.3056(7) 0.7163(3) 0.0250(13) Uani 1 1 d . . . H1A H 0.1861 0.3718 0.7270 0.030 Uiso 1 1 calc R . . H1B H 0.3014 0.2628 0.7556 0.030 Uiso 1 1 calc R . . C2 C 0.2174(5) 0.1622(7) 0.6764(3) 0.0201(12) Uani 1 1 d . . . H2A H 0.1691 0.2043 0.6388 0.024 Uiso 1 1 calc R . . C3 C 0.3249(5) 0.0474(7) 0.6560(3) 0.0226(13) Uani 1 1 d . . . H3A H 0.3658 -0.0022 0.6942 0.027 Uiso 1 1 calc R . . C4 C 0.4322(5) 0.1164(7) 0.6169(3) 0.0223(13) Uani 1 1 d . . . H4A H 0.4737 0.0199 0.5972 0.027 Uiso 1 1 calc R . . C5 C 0.3844(6) 0.2274(7) 0.5627(3) 0.0212(13) Uani 1 1 d . . . H5A H 0.2937 0.1943 0.5516 0.025 Uiso 1 1 calc R . . C6 C 0.3847(5) 0.4148(7) 0.5728(3) 0.0218(13) Uani 1 1 d . . . H6A H 0.3460 0.4654 0.5343 0.026 Uiso 1 1 calc R . . C7 C 0.3102(5) 0.4796(8) 0.6270(3) 0.0266(14) Uani 1 1 d . . . H7A H 0.3181 0.6002 0.6283 0.032 Uiso 1 1 calc R . . H7B H 0.2177 0.4525 0.6205 0.032 Uiso 1 1 calc R . . C8 C 0.4153(6) 0.5330(8) 0.7303(3) 0.0297(14) Uani 1 1 d . . . H8A H 0.4776 0.5987 0.7069 0.036 Uiso 1 1 calc R . . H8B H 0.4655 0.4718 0.7625 0.036 Uiso 1 1 calc R . . C9 C 0.3272(6) 0.6510(7) 0.7633(3) 0.0313(15) Uani 1 1 d . . . H9A H 0.2603 0.5886 0.7850 0.038 Uiso 1 1 calc R . . H9B H 0.2832 0.7229 0.7323 0.038 Uiso 1 1 calc R . . C10 C 0.4040(6) 0.7555(9) 0.8102(3) 0.0376(16) Uani 1 1 d . . . H10A H 0.4807 0.8006 0.7900 0.045 Uiso 1 1 calc R . . H10B H 0.3498 0.8487 0.8229 0.045 Uiso 1 1 calc R . . C11 C 0.4481(7) 0.6607(8) 0.8680(3) 0.0405(17) Uani 1 1 d . . . H11A H 0.3707 0.6232 0.8898 0.049 Uiso 1 1 calc R . . H11B H 0.4955 0.5622 0.8547 0.049 Uiso 1 1 calc R . . C12 C 0.5336(7) 0.7555(10) 0.9136(3) 0.0411(17) Uani 1 1 d . . . H12A H 0.4873 0.8555 0.9262 0.049 Uiso 1 1 calc R . . H12B H 0.6124 0.7902 0.8924 0.049 Uiso 1 1 calc R . . C13 C 0.5735(7) 0.6591(10) 0.9719(3) 0.0493(19) Uani 1 1 d . . . H13A H 0.4948 0.6297 0.9944 0.059 Uiso 1 1 calc R . . H13B H 0.6153 0.5561 0.9592 0.059 Uiso 1 1 calc R . . C14 C 0.6641(7) 0.7494(11) 1.0157(3) 0.051(2) Uani 1 1 d . . . H14A H 0.6229 0.8532 1.0281 0.061 Uiso 1 1 calc R . . H14B H 0.7434 0.7773 0.9935 0.061 Uiso 1 1 calc R . . C15 C 0.7016(8) 0.6530(11) 1.0740(4) 0.058(2) Uani 1 1 d . . . H15A H 0.6227 0.6305 1.0974 0.069 Uiso 1 1 calc R . . H15B H 0.7381 0.5465 1.0616 0.069 Uiso 1 1 calc R . . C16 C 0.7977(8) 0.7383(14) 1.1162(3) 0.065(3) Uani 1 1 d . . . H16A H 0.8256 0.6640 1.1497 0.098 Uiso 1 1 calc R . . H16B H 0.7576 0.8354 1.1340 0.098 Uiso 1 1 calc R . . H16C H 0.8726 0.7711 1.0925 0.098 Uiso 1 1 calc R . . O6 O 0.7638(4) 0.3831(5) 0.6277(2) 0.0275(10) Uani 1 1 d . . . H6B H 0.6884 0.3658 0.6139 0.041 Uiso 1 1 calc R . . O7 O 0.8657(4) 0.5383(5) 0.52641(18) 0.0270(10) Uani 1 1 d . . . H7C H 0.8242 0.4501 0.5274 0.041 Uiso 1 1 calc R . . O8 O 1.0348(3) 0.7959(5) 0.63902(17) 0.0232(9) Uani 1 1 d . . . H8C H 0.9982 0.7617 0.6708 0.035 Uiso 1 1 calc R . . O9 O 0.8998(4) 1.0016(5) 0.52517(18) 0.0293(10) Uani 1 1 d . . . H9C H 0.9777 0.9797 0.5193 0.044 Uiso 1 1 calc R . . O10 O 0.8888(4) 1.0945(5) 0.65290(19) 0.0295(10) Uani 1 1 d . . . H10C H 0.9350 1.1355 0.6256 0.044 Uiso 1 1 calc R . . N2 N 0.8263(4) 0.7804(6) 0.7073(2) 0.0239(11) Uani 1 1 d . . . C17 C 0.8018(5) 0.6049(7) 0.6959(3) 0.0235(13) Uani 1 1 d . . . H17A H 0.7215 0.5739 0.7167 0.028 Uiso 1 1 calc R . . H17B H 0.8733 0.5413 0.7156 0.028 Uiso 1 1 calc R . . C18 C 0.7888(5) 0.5563(7) 0.6280(3) 0.0221(13) Uani 1 1 d . . . H18A H 0.7122 0.6137 0.6090 0.027 Uiso 1 1 calc R . . C19 C 0.9029(5) 0.5854(7) 0.5881(3) 0.0220(13) Uani 1 1 d . . . H19A H 0.9747 0.5123 0.6030 0.026 Uiso 1 1 calc R . . C20 C 0.9552(5) 0.7630(7) 0.5854(2) 0.0192(12) Uani 1 1 d . . . H20A H 1.0142 0.7655 0.5496 0.023 Uiso 1 1 calc R . . C21 C 0.8501(5) 0.8903(7) 0.5705(3) 0.0226(13) Uani 1 1 d . . . H21A H 0.7764 0.8306 0.5498 0.027 Uiso 1 1 calc R . . C22 C 0.7942(5) 0.9882(7) 0.6240(3) 0.0215(13) Uani 1 1 d . . . H22A H 0.7250 1.0599 0.6055 0.026 Uiso 1 1 calc R . . C23 C 0.7326(5) 0.8878(7) 0.6744(3) 0.0232(13) Uani 1 1 d . . . H23A H 0.6934 0.9625 0.7046 0.028 Uiso 1 1 calc R . . H23B H 0.6627 0.8201 0.6554 0.028 Uiso 1 1 calc R . . C24 C 0.8344(6) 0.8176(8) 0.7742(3) 0.0321(15) Uani 1 1 d . . . H24A H 0.7549 0.7776 0.7935 0.038 Uiso 1 1 calc R . . H24B H 0.8372 0.9378 0.7795 0.038 Uiso 1 1 calc R . . C25 C 0.9493(6) 0.7443(9) 0.8084(3) 0.0360(16) Uani 1 1 d . . . H25A H 1.0294 0.7778 0.7880 0.043 Uiso 1 1 calc R . . H25B H 0.9436 0.6235 0.8068 0.043 Uiso 1 1 calc R . . C26 C 0.9543(7) 0.8005(10) 0.8759(3) 0.0431(18) Uani 1 1 d . . . H26A H 0.9576 0.9215 0.8768 0.052 Uiso 1 1 calc R . . H26B H 0.8737 0.7662 0.8956 0.052 Uiso 1 1 calc R . . C27 C 1.0682(7) 0.7341(10) 0.9137(3) 0.0456(18) Uani 1 1 d . . . H27A H 1.0660 0.6132 0.9119 0.055 Uiso 1 1 calc R . . H27B H 1.1488 0.7705 0.8944 0.055 Uiso 1 1 calc R . . C28 C 1.0719(6) 0.7865(12) 0.9809(3) 0.050(2) Uani 1 1 d . . . H28A H 1.0735 0.9074 0.9824 0.060 Uiso 1 1 calc R . . H28B H 0.9910 0.7501 0.9999 0.060 Uiso 1 1 calc R . . C29 C 1.1839(7) 0.7229(10) 1.0196(3) 0.0444(19) Uani 1 1 d . . . H29A H 1.2648 0.7564 0.9999 0.053 Uiso 1 1 calc R . . H29B H 1.1808 0.6019 1.0191 0.053 Uiso 1 1 calc R . . C30 C 1.1895(6) 0.7800(11) 1.0869(3) 0.0454(18) Uani 1 1 d . . . H30A H 1.1957 0.9008 1.0874 0.054 Uiso 1 1 calc R . . H30B H 1.1075 0.7497 1.1063 0.054 Uiso 1 1 calc R . . C31 C 1.3007(7) 0.7106(10) 1.1260(3) 0.0490(19) Uani 1 1 d . . . H31A H 1.2952 0.5897 1.1257 0.059 Uiso 1 1 calc R . . H31B H 1.3831 0.7421 1.1073 0.059 Uiso 1 1 calc R . . C32 C 1.3006(8) 0.7702(12) 1.1926(3) 0.061(2) Uani 1 1 d . . . H32A H 1.3740 0.7222 1.2158 0.091 Uiso 1 1 calc R . . H32B H 1.2200 0.7373 1.2116 0.091 Uiso 1 1 calc R . . H32C H 1.3079 0.8897 1.1933 0.091 Uiso 1 1 calc R . . O11 O 0.7251(3) 0.2615(5) 0.49464(17) 0.0263(9) Uani 1 1 d . . . H11C H 0.7564 0.2984 0.4500 0.039 Uiso 1 1 d R . . H11D H 0.7769 0.1840 0.5037 0.039 Uiso 1 1 d 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 0.035(2) 0.022(2) 0.031(2) -0.0031(19) 0.0076(18) -0.0080(19) O2 0.026(2) 0.022(2) 0.034(2) -0.0033(19) 0.0045(18) -0.0034(18) O3 0.020(2) 0.022(2) 0.033(2) 0.0047(18) -0.0056(17) -0.0040(17) O4 0.026(2) 0.028(2) 0.026(2) -0.0063(18) 0.0082(18) -0.0054(18) O5 0.021(2) 0.020(2) 0.030(2) 0.0031(18) -0.0048(17) -0.0009(16) N1 0.027(3) 0.015(2) 0.021(2) -0.006(2) 0.004(2) -0.005(2) C1 0.030(3) 0.020(3) 0.025(3) -0.008(3) 0.005(3) -0.006(3) C2 0.015(3) 0.022(3) 0.024(3) -0.006(2) 0.004(2) -0.005(2) C3 0.028(3) 0.018(3) 0.021(3) -0.004(2) -0.003(2) -0.004(2) C4 0.018(3) 0.021(3) 0.028(3) -0.001(3) 0.004(2) -0.003(2) C5 0.026(3) 0.019(3) 0.019(3) 0.000(2) 0.007(2) 0.000(2) C6 0.015(3) 0.023(3) 0.028(3) 0.004(3) -0.002(2) 0.000(2) C7 0.027(3) 0.019(3) 0.034(4) -0.006(3) 0.002(3) 0.000(3) C8 0.029(3) 0.027(3) 0.033(3) -0.012(3) -0.002(3) -0.004(3) C9 0.031(3) 0.023(3) 0.039(4) -0.006(3) -0.001(3) 0.003(3) C10 0.046(4) 0.027(3) 0.040(4) -0.009(3) -0.003(3) -0.003(3) C11 0.051(4) 0.028(4) 0.043(4) -0.006(3) -0.005(3) -0.002(3) C12 0.046(4) 0.045(4) 0.032(4) -0.010(4) 0.002(3) -0.004(4) C13 0.056(5) 0.042(4) 0.049(4) -0.010(4) -0.014(4) 0.007(4) C14 0.051(4) 0.062(5) 0.039(4) -0.003(4) -0.003(3) -0.006(4) C15 0.061(5) 0.062(6) 0.049(5) -0.007(4) -0.016(4) 0.010(4) C16 0.057(5) 0.103(8) 0.035(4) -0.003(5) 0.002(4) -0.008(5) O6 0.019(2) 0.0140(19) 0.049(3) 0.0023(19) -0.0033(19) -0.0039(17) O7 0.026(2) 0.022(2) 0.033(2) -0.0080(19) -0.0004(18) -0.0057(18) O8 0.021(2) 0.022(2) 0.027(2) -0.0013(18) -0.0032(16) -0.0041(16) O9 0.024(2) 0.027(2) 0.037(3) 0.011(2) 0.0084(19) 0.0005(18) O10 0.027(2) 0.018(2) 0.043(3) -0.003(2) -0.0064(19) -0.0035(18) N2 0.029(3) 0.021(3) 0.022(3) -0.003(2) 0.000(2) 0.002(2) C17 0.021(3) 0.020(3) 0.030(3) 0.006(3) 0.002(2) 0.001(2) C18 0.022(3) 0.012(3) 0.032(3) 0.001(3) 0.000(3) -0.003(2) C19 0.020(3) 0.019(3) 0.028(3) -0.004(3) 0.000(2) -0.005(2) C20 0.021(3) 0.011(3) 0.025(3) -0.001(3) 0.000(2) -0.001(2) C21 0.024(3) 0.017(3) 0.026(3) 0.003(3) 0.003(2) -0.002(3) C22 0.020(3) 0.015(3) 0.029(3) 0.002(3) -0.003(3) 0.000(2) C23 0.024(3) 0.024(3) 0.021(3) -0.001(3) 0.000(2) 0.006(3) C24 0.035(3) 0.038(4) 0.023(3) -0.001(3) 0.004(3) 0.007(3) C25 0.040(4) 0.039(4) 0.029(3) -0.005(3) -0.003(3) 0.008(3) C26 0.047(4) 0.057(5) 0.025(3) -0.006(4) -0.003(3) 0.003(4) C27 0.049(4) 0.050(5) 0.037(4) 0.001(3) -0.007(3) 0.008(4) C28 0.039(4) 0.076(6) 0.035(4) -0.005(4) -0.005(3) 0.005(4) C29 0.045(4) 0.055(5) 0.033(4) -0.002(3) -0.010(3) 0.003(4) C30 0.048(4) 0.056(5) 0.032(4) -0.001(4) -0.003(3) 0.003(4) C31 0.060(5) 0.050(5) 0.035(4) -0.002(4) -0.012(4) -0.006(4) C32 0.087(6) 0.057(5) 0.037(4) -0.005(4) -0.021(4) -0.012(5) O11 0.029(2) 0.0192(19) 0.030(2) -0.0004(19) 0.0024(17) -0.0004(19) _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 C2 1.435(7) . ? O1 H1C 0.8400 . ? O2 C3 1.430(7) . ? O2 H2B 0.8400 . ? O3 C4 1.432(6) . ? O3 H3B 0.8400 . ? O4 C5 1.445(6) . ? O4 H4B 0.8400 . ? O5 C6 1.429(7) . ? O5 H5B 0.8400 . ? N1 C1 1.466(7) . ? N1 C7 1.467(7) . ? N1 C8 1.483(7) . ? C1 C2 1.520(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.531(8) . ? C2 H2A 1.0000 . ? C3 C4 1.525(8) . ? C3 H3A 1.0000 . ? C4 C5 1.548(8) . ? C4 H4A 1.0000 . ? C5 C6 1.547(8) . ? C5 H5A 1.0000 . ? C6 C7 1.515(8) . ? C6 H6A 1.0000 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.520(8) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.529(8) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.525(9) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.516(9) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.530(10) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.504(10) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.524(10) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.499(11) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? O6 C18 1.439(7) . ? O6 H6B 0.8400 . ? O7 C19 1.426(7) . ? O7 H7C 0.8400 . ? O8 C20 1.424(6) . ? O8 H8C 0.8400 . ? O9 C21 1.441(7) . ? O9 H9C 0.8400 . ? O10 C22 1.438(7) . ? O10 H10C 0.8400 . ? N2 C24 1.473(7) . ? N2 C23 1.475(7) . ? N2 C17 1.476(8) . ? C17 C18 1.518(8) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.502(8) . ? C18 H18A 1.0000 . ? C19 C20 1.552(8) . ? C19 H19A 1.0000 . ? C20 C21 1.535(8) . ? C20 H20A 1.0000 . ? C21 C22 1.532(8) . ? C21 H21A 1.0000 . ? C22 C23 1.516(8) . ? C22 H22A 1.0000 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.505(8) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.524(8) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.515(9) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.509(9) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.502(9) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.523(9) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.517(9) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.514(10) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? O11 H11C 1.0679 . ? O11 H11D 0.8495 . ? 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 O1 H1C 109.5 . . ? C3 O2 H2B 109.5 . . ? C4 O3 H3B 109.5 . . ? C5 O4 H4B 109.5 . . ? C6 O5 H5B 109.5 . . ? C1 N1 C7 113.8(4) . . ? C1 N1 C8 112.8(4) . . ? C7 N1 C8 114.9(5) . . ? N1 C1 C2 114.0(4) . . ? N1 C1 H1A 108.7 . . ? C2 C1 H1A 108.7 . . ? N1 C1 H1B 108.7 . . ? C2 C1 H1B 108.7 . . ? H1A C1 H1B 107.6 . . ? O1 C2 C1 105.6(4) . . ? O1 C2 C3 108.3(5) . . ? C1 C2 C3 115.0(4) . . ? O1 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? C3 C2 H2A 109.3 . . ? O2 C3 C4 105.4(4) . . ? O2 C3 C2 108.6(4) . . ? C4 C3 C2 118.8(5) . . ? O2 C3 H3A 107.9 . . ? C4 C3 H3A 107.9 . . ? C2 C3 H3A 107.9 . . ? O3 C4 C3 110.9(4) . . ? O3 C4 C5 113.2(4) . . ? C3 C4 C5 114.3(4) . . ? O3 C4 H4A 105.9 . . ? C3 C4 H4A 105.9 . . ? C5 C4 H4A 105.9 . . ? O4 C5 C6 105.8(4) . . ? O4 C5 C4 110.1(4) . . ? C6 C5 C4 118.4(5) . . ? O4 C5 H5A 107.4 . . ? C6 C5 H5A 107.4 . . ? C4 C5 H5A 107.4 . . ? O5 C6 C7 109.0(5) . . ? O5 C6 C5 108.9(5) . . ? C7 C6 C5 117.1(5) . . ? O5 C6 H6A 107.1 . . ? C7 C6 H6A 107.1 . . ? C5 C6 H6A 107.1 . . ? N1 C7 C6 112.7(5) . . ? N1 C7 H7A 109.1 . . ? C6 C7 H7A 109.1 . . ? N1 C7 H7B 109.1 . . ? C6 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? N1 C8 C9 118.5(5) . . ? N1 C8 H8A 107.7 . . ? C9 C8 H8A 107.7 . . ? N1 C8 H8B 107.7 . . ? C9 C8 H8B 107.7 . . ? H8A C8 H8B 107.1 . . ? C8 C9 C10 110.9(5) . . ? C8 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.0 . . ? C11 C10 C9 113.1(6) . . ? 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 115.1(6) . . ? C12 C11 H11A 108.5 . . ? C10 C11 H11A 108.5 . . ? C12 C11 H11B 108.5 . . ? C10 C11 H11B 108.5 . . ? H11A C11 H11B 107.5 . . ? C11 C12 C13 114.0(6) . . ? C11 C12 H12A 108.7 . . ? C13 C12 H12A 108.7 . . ? C11 C12 H12B 108.7 . . ? C13 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? C14 C13 C12 114.2(7) . . ? C14 C13 H13A 108.7 . . ? C12 C13 H13A 108.7 . . ? C14 C13 H13B 108.7 . . ? C12 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C13 C14 C15 113.7(7) . . ? C13 C14 H14A 108.8 . . ? C15 C14 H14A 108.8 . . ? C13 C14 H14B 108.8 . . ? C15 C14 H14B 108.8 . . ? H14A C14 H14B 107.7 . . ? C16 C15 C14 114.0(8) . . ? C16 C15 H15A 108.7 . . ? C14 C15 H15A 108.7 . . ? C16 C15 H15B 108.7 . . ? C14 C15 H15B 108.7 . . ? H15A C15 H15B 107.6 . . ? 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 . . ? C18 O6 H6B 109.5 . . ? C19 O7 H7C 109.5 . . ? C20 O8 H8C 109.5 . . ? C21 O9 H9C 109.5 . . ? C22 O10 H10C 109.5 . . ? C24 N2 C23 111.4(4) . . ? C24 N2 C17 111.6(5) . . ? C23 N2 C17 113.0(5) . . ? N2 C17 C18 115.1(5) . . ? N2 C17 H17A 108.5 . . ? C18 C17 H17A 108.5 . . ? N2 C17 H17B 108.5 . . ? C18 C17 H17B 108.5 . . ? H17A C17 H17B 107.5 . . ? O6 C18 C19 107.3(5) . . ? O6 C18 C17 105.9(5) . . ? C19 C18 C17 117.5(5) . . ? O6 C18 H18A 108.6 . . ? C19 C18 H18A 108.6 . . ? C17 C18 H18A 108.6 . . ? O7 C19 C18 107.2(4) . . ? O7 C19 C20 107.6(4) . . ? C18 C19 C20 116.9(5) . . ? O7 C19 H19A 108.3 . . ? C18 C19 H19A 108.3 . . ? C20 C19 H19A 108.3 . . ? O8 C20 C21 115.6(4) . . ? O8 C20 C19 109.9(4) . . ? C21 C20 C19 113.3(4) . . ? O8 C20 H20A 105.7 . . ? C21 C20 H20A 105.7 . . ? C19 C20 H20A 105.7 . . ? O9 C21 C22 109.4(4) . . ? O9 C21 C20 107.7(4) . . ? C22 C21 C20 118.6(5) . . ? O9 C21 H21A 106.9 . . ? C22 C21 H21A 106.9 . . ? C20 C21 H21A 106.9 . . ? O10 C22 C23 108.3(5) . . ? O10 C22 C21 111.9(4) . . ? C23 C22 C21 115.7(5) . . ? O10 C22 H22A 106.8 . . ? C23 C22 H22A 106.8 . . ? C21 C22 H22A 106.8 . . ? N2 C23 C22 112.4(5) . . ? N2 C23 H23A 109.1 . . ? C22 C23 H23A 109.1 . . ? N2 C23 H23B 109.1 . . ? C22 C23 H23B 109.1 . . ? H23A C23 H23B 107.9 . . ? N2 C24 C25 114.7(5) . . ? N2 C24 H24A 108.6 . . ? C25 C24 H24A 108.6 . . ? N2 C24 H24B 108.6 . . ? C25 C24 H24B 108.6 . . ? H24A C24 H24B 107.6 . . ? C24 C25 C26 110.5(5) . . ? C24 C25 H25A 109.6 . . ? C26 C25 H25A 109.6 . . ? C24 C25 H25B 109.6 . . ? C26 C25 H25B 109.6 . . ? H25A C25 H25B 108.1 . . ? C27 C26 C25 114.1(6) . . ? C27 C26 H26A 108.7 . . ? C25 C26 H26A 108.7 . . ? C27 C26 H26B 108.7 . . ? C25 C26 H26B 108.7 . . ? H26A C26 H26B 107.6 . . ? C28 C27 C26 114.3(6) . . ? C28 C27 H27A 108.7 . . ? C26 C27 H27A 108.7 . . ? C28 C27 H27B 108.7 . . ? C26 C27 H27B 108.7 . . ? H27A C27 H27B 107.6 . . ? C29 C28 C27 115.5(6) . . ? C29 C28 H28A 108.4 . . ? C27 C28 H28A 108.4 . . ? C29 C28 H28B 108.4 . . ? C27 C28 H28B 108.4 . . ? H28A C28 H28B 107.5 . . ? C28 C29 C30 115.4(6) . . ? C28 C29 H29A 108.4 . . ? C30 C29 H29A 108.4 . . ? C28 C29 H29B 108.4 . . ? C30 C29 H29B 108.4 . . ? H29A C29 H29B 107.5 . . ? C31 C30 C29 114.9(6) . . ? C31 C30 H30A 108.6 . . ? C29 C30 H30A 108.6 . . ? C31 C30 H30B 108.6 . . ? C29 C30 H30B 108.6 . . ? H30A C30 H30B 107.5 . . ? C32 C31 C30 112.6(7) . . ? C32 C31 H31A 109.1 . . ? C30 C31 H31A 109.1 . . ? C32 C31 H31B 109.1 . . ? C30 C31 H31B 109.1 . . ? H31A C31 H31B 107.8 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? H11C O11 H11D 102.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 N1 C1 C2 56.9(6) . . . . ? C8 N1 C1 C2 -169.9(5) . . . . ? N1 C1 C2 O1 177.9(5) . . . . ? N1 C1 C2 C3 58.6(7) . . . . ? O1 C2 C3 O2 61.4(5) . . . . ? C1 C2 C3 O2 179.2(5) . . . . ? O1 C2 C3 C4 -178.2(4) . . . . ? C1 C2 C3 C4 -60.5(7) . . . . ? O2 C3 C4 O3 -154.1(4) . . . . ? C2 C3 C4 O3 84.0(6) . . . . ? O2 C3 C4 C5 76.5(6) . . . . ? C2 C3 C4 C5 -45.5(7) . . . . ? O3 C4 C5 O4 90.0(5) . . . . ? C3 C4 C5 O4 -141.7(5) . . . . ? O3 C4 C5 C6 -31.8(7) . . . . ? C3 C4 C5 C6 96.5(6) . . . . ? O4 C5 C6 O5 -56.0(6) . . . . ? C4 C5 C6 O5 67.9(6) . . . . ? O4 C5 C6 C7 179.7(4) . . . . ? C4 C5 C6 C7 -56.3(7) . . . . ? C1 N1 C7 C6 -113.2(5) . . . . ? C8 N1 C7 C6 114.6(5) . . . . ? O5 C6 C7 N1 -65.5(6) . . . . ? C5 C6 C7 N1 58.7(7) . . . . ? C1 N1 C8 C9 -58.1(7) . . . . ? C7 N1 C8 C9 74.5(7) . . . . ? N1 C8 C9 C10 175.0(5) . . . . ? C8 C9 C10 C11 -73.0(7) . . . . ? C9 C10 C11 C12 175.3(6) . . . . ? C10 C11 C12 C13 178.4(6) . . . . ? C11 C12 C13 C14 176.9(6) . . . . ? C12 C13 C14 C15 179.2(6) . . . . ? C13 C14 C15 C16 176.8(7) . . . . ? C24 N2 C17 C18 178.6(4) . . . . ? C23 N2 C17 C18 52.1(6) . . . . ? N2 C17 C18 O6 -179.2(4) . . . . ? N2 C17 C18 C19 61.0(7) . . . . ? O6 C18 C19 O7 63.8(6) . . . . ? C17 C18 C19 O7 -177.1(5) . . . . ? O6 C18 C19 C20 -175.3(5) . . . . ? C17 C18 C19 C20 -56.3(7) . . . . ? O7 C19 C20 O8 -159.1(4) . . . . ? C18 C19 C20 O8 80.2(6) . . . . ? O7 C19 C20 C21 69.8(5) . . . . ? C18 C19 C20 C21 -50.8(7) . . . . ? O8 C20 C21 O9 95.9(5) . . . . ? C19 C20 C21 O9 -135.9(5) . . . . ? O8 C20 C21 C22 -28.9(7) . . . . ? C19 C20 C21 C22 99.3(6) . . . . ? O9 C21 C22 O10 -57.8(6) . . . . ? C20 C21 C22 O10 66.1(6) . . . . ? O9 C21 C22 C23 177.5(4) . . . . ? C20 C21 C22 C23 -58.6(7) . . . . ? C24 N2 C23 C22 120.4(5) . . . . ? C17 N2 C23 C22 -113.0(5) . . . . ? O10 C22 C23 N2 -63.0(6) . . . . ? C21 C22 C23 N2 63.5(7) . . . . ? C23 N2 C24 C25 -165.6(5) . . . . ? C17 N2 C24 C25 67.0(7) . . . . ? N2 C24 C25 C26 175.7(6) . . . . ? C24 C25 C26 C27 -179.2(6) . . . . ? C25 C26 C27 C28 -178.7(7) . . . . ? C26 C27 C28 C29 -179.9(7) . . . . ? C27 C28 C29 C30 178.3(7) . . . . ? C28 C29 C30 C31 178.1(7) . . . . ? C29 C30 C31 C32 -179.5(7) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1C O8 0.84 2.14 2.924(5) 155.5 1_445 O1 H1C O2 0.84 2.37 2.805(5) 112.7 . O2 H2B O8 0.84 1.86 2.662(5) 159.6 1_445 O2 H2B O1 0.84 2.36 2.805(5) 113.5 . O3 H3B O5 0.84 2.06 2.825(5) 150.9 . O3 H3B O6 0.84 2.41 2.958(5) 123.0 . O4 H4B O11 0.84 2.03 2.811(5) 153.8 . O5 H5B O3 0.84 2.13 2.825(5) 139.6 . O5 H5B O6 0.84 2.20 2.847(5) 134.0 . O6 H6B O5 0.84 2.11 2.847(5) 146.3 . O6 H6B O3 0.84 2.37 2.958(5) 127.8 . O7 H7C O11 0.84 1.97 2.767(5) 157.6 . O7 H7C O6 0.84 2.33 2.762(6) 112.1 . O8 H8C N2 0.84 1.98 2.654(6) 137.2 . O9 H9C O7 0.84 1.98 2.719(5) 145.9 2_756 O10 H10C O9 0.84 2.44 2.861(6) 111.7 . O11 H11C O2 1.07 1.81 2.781(5) 149.8 2_656 O11 H11D O9 0.85 2.01 2.856(6) 179.8 1_545 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.08 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.314 _refine_diff_density_min -0.460 _refine_diff_density_rms 0.103