# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 207/463 data_Malik _audit_creation_method SHELXL-96 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C16 H28 N2 O6' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C16 H28 N2 O6' _chemical_formula_weight 344.40 _chemical_melting_point ? _chemical_compound_source ? 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.311(2) _cell_length_b 11.104(2) _cell_length_c 17.245(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1782.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 16.0 _cell_measurement_theta_max 18.0 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.283 _exptl_crystal_density_method ? _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type 'DIFABS' _exptl_absorpt_correction_T_min 0.784 _exptl_absorpt_correction_T_max 0.999 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enraf Nonius FR590' _diffrn_radiation_monochromator graphite _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius Turbo CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 8 _diffrn_reflns_number 3676 _diffrn_reflns_av_R_equivalents 0.0552 _diffrn_reflns_av_sigmaI/netI 0.1037 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 25.19 _reflns_number_total 3202 _reflns_number_observed 1873 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-96 (Sheldrick, 1996)' _computing_molecular_graphics 'ORTEP-3' _computing_publication_material 'SHELXL-96' _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0632P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ; H2(N2) was experimentally located and freely refined. Other hydrogens were included in calculated positions (riding model). ; _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 0.45(194) _refine_ls_number_reflns 3202 _refine_ls_number_parameters 227 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1139 _refine_ls_R_factor_obs 0.0541 _refine_ls_wR_factor_all 0.1329 _refine_ls_wR_factor_obs 0.1136 _refine_ls_goodness_of_fit_all 0.938 _refine_ls_goodness_of_fit_obs 1.075 _refine_ls_restrained_S_all 0.938 _refine_ls_restrained_S_obs 1.075 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O 0.0581(3) 0.0199(2) 0.42502(16) 0.0329(7) Uani 1 d . . O2 O 0.2936(3) 0.1448(2) 0.36681(15) 0.0317(7) Uani 1 d . . O3 O 0.5314(3) 0.1202(2) 0.38771(14) 0.0279(6) Uani 1 d . . O4 O 0.4935(3) -0.0023(2) 0.57647(15) 0.0294(6) Uani 1 d . . O5 O 0.3499(3) 0.1006(3) 0.66411(17) 0.0391(8) Uani 1 d . . O6 O 0.2626(3) 0.1465(2) 0.50049(15) 0.0289(7) Uani 1 d . . N1 N -0.0401(4) -0.0833(3) 0.4117(2) 0.0365(9) Uani 1 d . . N2 N 0.2184(4) -0.1088(3) 0.4933(3) 0.0433(10) Uani 1 d . . H2N H 0.2236(58) -0.0608(45) 0.5339(27) 0.068(19) Uiso 1 d . . C1 C -0.0431(4) -0.1518(4) 0.4840(3) 0.0371(11) Uani 1 d . . H1 H -0.1085 -0.2199 0.4763 0.044 Uiso 1 calc R . C2 C 0.1069(4) -0.2027(4) 0.4930(3) 0.0501(14) Uani 1 d . . H2A H 0.1121 -0.2477 0.5411 0.060 Uiso 1 calc R . H2B H 0.1256 -0.2582 0.4508 0.060 Uiso 1 calc R . C4 C 0.2004(4) -0.0303(4) 0.4300(3) 0.0336(10) Uani 1 d . . H4 H 0.2212 -0.0742 0.3820 0.040 Uiso 1 calc R . C5 C 0.3023(4) 0.0765(3) 0.4363(2) 0.0282(9) Uani 1 d . . C6 C 0.4295(4) 0.1400(4) 0.3280(2) 0.0298(9) Uani 1 d . . C7 C 0.4642(4) 0.0480(3) 0.4450(2) 0.0255(9) Uani 1 d . . H7 H 0.4857 -0.0379 0.4391 0.031 Uiso 1 calc R . C8 C 0.5043(4) 0.0959(3) 0.5237(2) 0.0288(10) Uani 1 d . . H8 H 0.6010 0.1308 0.5237 0.035 Uiso 1 calc R . C9 C 0.4756(4) 0.0313(3) 0.6560(2) 0.0343(10) Uani 1 d . . C10 C 0.3573(5) 0.2127(4) 0.6229(2) 0.0370(11) Uani 1 d . . H10A H 0.4317 0.2629 0.6454 0.044 Uiso 1 calc R . H10B H 0.2665 0.2549 0.6278 0.044 Uiso 1 calc R . C11 C 0.3898(4) 0.1914(4) 0.5382(2) 0.0313(10) Uani 1 d . . H11 H 0.4191 0.2674 0.5139 0.038 Uiso 1 calc R . C12 C -0.0959(5) -0.0819(5) 0.5555(3) 0.0567(14) Uani 1 d . . H12A H -0.0966 -0.1344 0.5998 0.085 Uiso 1 calc R . H12B H -0.1913 -0.0525 0.5462 0.085 Uiso 1 calc R . H12C H -0.0328 -0.0152 0.5653 0.085 Uiso 1 calc R . C13 C -0.1762(4) -0.0263(4) 0.3938(3) 0.0429(12) Uani 1 d . . H13A H -0.2018 0.0279 0.4349 0.064 Uiso 1 calc R . H13B H -0.2491 -0.0868 0.3884 0.064 Uiso 1 calc R . H13C H -0.1677 0.0177 0.3461 0.064 Uiso 1 calc R . C14 C 0.4348(5) 0.0370(4) 0.2704(2) 0.0468(13) Uani 1 d . . H14A H 0.5273 0.0353 0.2458 0.070 Uiso 1 calc R . H14B H 0.3616 0.0481 0.2319 0.070 Uiso 1 calc R . H14C H 0.4189 -0.0377 0.2971 0.070 Uiso 1 calc R . C15 C 0.4592(5) 0.2601(4) 0.2916(3) 0.0447(12) Uani 1 d . . H15A H 0.4632 0.3208 0.3312 0.067 Uiso 1 calc R . H15B H 0.3840 0.2792 0.2556 0.067 Uiso 1 calc R . H15C H 0.5494 0.2572 0.2647 0.067 Uiso 1 calc R . C16 C 0.6086(4) 0.0950(4) 0.6873(3) 0.0429(12) Uani 1 d . . H16A H 0.6322 0.1617 0.6542 0.064 Uiso 1 calc R . H16B H 0.6876 0.0395 0.6886 0.064 Uiso 1 calc R . H16C H 0.5897 0.1239 0.7387 0.064 Uiso 1 calc R . C17 C 0.4480(5) -0.0852(4) 0.6987(3) 0.0457(12) Uani 1 d . . H17A H 0.5293 -0.1376 0.6928 0.069 Uiso 1 calc R . H17B H 0.3641 -0.1235 0.6778 0.069 Uiso 1 calc R . H17C H 0.4331 -0.0686 0.7528 0.069 Uiso 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 0.0190(14) 0.0243(15) 0.0554(18) -0.0028(14) -0.0013(14) -0.0028(12) O2 0.0199(14) 0.0344(15) 0.0407(17) -0.0003(14) 0.0006(12) -0.0002(13) O3 0.0179(13) 0.0285(14) 0.0372(15) 0.0045(12) 0.0006(12) -0.0034(13) O4 0.0288(15) 0.0257(14) 0.0337(14) 0.0063(12) 0.0045(13) 0.0018(13) O5 0.0331(16) 0.0435(18) 0.0407(17) 0.0042(15) 0.0081(14) 0.0102(15) O6 0.0200(15) 0.0313(15) 0.0354(15) -0.0017(14) 0.0016(12) 0.0022(13) N1 0.028(2) 0.0281(19) 0.053(2) 0.0023(17) -0.0036(18) -0.0068(17) N2 0.0226(19) 0.033(2) 0.074(3) 0.012(2) -0.006(2) -0.0012(18) C1 0.023(2) 0.033(2) 0.056(3) 0.009(2) 0.004(2) -0.001(2) C2 0.026(3) 0.032(3) 0.093(4) 0.015(3) -0.005(3) -0.011(2) C4 0.015(2) 0.031(2) 0.055(3) 0.003(2) 0.002(2) -0.0002(18) C5 0.022(2) 0.019(2) 0.044(2) 0.001(2) 0.0023(19) 0.0002(17) C6 0.0162(19) 0.039(2) 0.034(2) -0.002(2) -0.0003(18) 0.000(2) C7 0.0163(19) 0.0217(19) 0.038(2) 0.0004(17) 0.0012(18) -0.0005(18) C8 0.020(2) 0.027(2) 0.040(2) 0.0036(18) -0.0003(18) -0.0007(19) C9 0.030(2) 0.037(2) 0.036(2) 0.005(2) 0.004(2) 0.004(2) C10 0.036(3) 0.031(2) 0.044(3) -0.006(2) 0.003(2) 0.008(2) C11 0.029(2) 0.021(2) 0.044(3) 0.001(2) 0.005(2) 0.0040(18) C12 0.055(3) 0.071(4) 0.045(3) 0.009(3) -0.003(3) -0.010(3) C13 0.028(2) 0.048(3) 0.052(3) 0.000(2) -0.002(2) -0.002(2) C14 0.032(3) 0.063(3) 0.046(3) -0.010(2) -0.001(2) 0.004(2) C15 0.038(3) 0.049(3) 0.047(3) 0.018(2) 0.001(2) 0.000(2) C16 0.042(3) 0.045(3) 0.041(3) 0.005(2) -0.001(2) -0.002(2) C17 0.040(3) 0.044(3) 0.053(3) 0.014(2) 0.012(2) 0.000(2) _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 C4 1.4403(44) . ? O1 N1 1.4837(39) . ? O2 C5 1.4201(44) . ? O2 C6 1.4325(42) . ? O3 C6 1.4175(44) . ? O3 C7 1.4180(41) . ? O4 C8 1.4238(41) . ? O4 C9 1.4312(46) . ? O5 C9 1.4078(45) . ? O5 C10 1.4349(47) . ? O6 C5 1.4026(44) . ? O6 C11 1.4402(45) . ? N1 C13 1.4492(50) . ? N1 C1 1.4603(50) . ? N2 C4 1.4079(54) . ? N2 C2 1.4714(52) . ? N2 H2N 0.8814(470) . ? C1 C2 1.5143(55) . ? C1 C12 1.5381(62) . ? C1 H1 0.9800 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C4 C5 1.5220(49) . ? C4 H4 0.9800 . ? C5 C7 1.5482(50) . ? C6 C15 1.4991(52) . ? C6 C14 1.5156(55) . ? C7 C8 1.5044(50) . ? C7 H7 0.9800 . ? C8 C11 1.5241(50) . ? C8 H8 0.9800 . ? C9 C17 1.5112(53) . ? C9 C16 1.5247(56) . ? C10 C11 1.5103(55) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11 0.9800 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? 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 C4 O1 N1 106.1(2) . . ? C5 O2 C6 108.9(3) . . ? C6 O3 C7 107.4(3) . . ? C8 O4 C9 114.9(3) . . ? C9 O5 C10 112.6(3) . . ? C5 O6 C11 109.4(3) . . ? C13 N1 C1 113.2(3) . . ? C13 N1 O1 103.6(3) . . ? C1 N1 O1 106.4(3) . . ? C4 N2 C2 110.6(4) . . ? C4 N2 H2N 104.4(32) . . ? C2 N2 H2N 118.1(36) . . ? N1 C1 C2 105.4(3) . . ? N1 C1 C12 115.3(4) . . ? C2 C1 C12 113.6(4) . . ? N1 C1 H1 107.4(2) . . ? C2 C1 H1 107.4(2) . . ? C12 C1 H1 107.4(2) . . ? N2 C2 C1 112.7(3) . . ? N2 C2 H2A 109.0(3) . . ? C1 C2 H2A 109.0(2) . . ? N2 C2 H2B 109.0(3) . . ? C1 C2 H2B 109.0(3) . . ? H2A C2 H2B 107.8 . . ? N2 C4 O1 113.3(3) . . ? N2 C4 C5 110.7(3) . . ? O1 C4 C5 106.0(3) . . ? N2 C4 H4 108.9(3) . . ? O1 C4 H4 108.9(2) . . ? C5 C4 H4 108.9(2) . . ? O6 C5 O2 110.8(3) . . ? O6 C5 C4 108.9(3) . . ? O2 C5 C4 108.7(3) . . ? O6 C5 C7 107.0(3) . . ? O2 C5 C7 104.3(3) . . ? C4 C5 C7 117.1(3) . . ? O3 C6 O2 104.9(3) . . ? O3 C6 C15 108.6(3) . . ? O2 C6 C15 109.0(3) . . ? O3 C6 C14 109.7(3) . . ? O2 C6 C14 111.3(3) . . ? C15 C6 C14 113.0(3) . . ? O3 C7 C8 108.7(3) . . ? O3 C7 C5 104.2(3) . . ? C8 C7 C5 104.9(3) . . ? O3 C7 H7 112.80(18) . . ? C8 C7 H7 112.80(19) . . ? C5 C7 H7 112.80(19) . . ? O4 C8 C7 106.7(3) . . ? O4 C8 C11 112.3(3) . . ? C7 C8 C11 102.7(3) . . ? O4 C8 H8 111.6(2) . . ? C7 C8 H8 111.6(2) . . ? C11 C8 H8 111.6(2) . . ? O5 C9 O4 109.6(3) . . ? O5 C9 C17 106.2(3) . . ? O4 C9 C17 105.3(3) . . ? O5 C9 C16 112.8(3) . . ? O4 C9 C16 111.4(3) . . ? C17 C9 C16 111.3(3) . . ? O5 C10 C11 110.7(3) . . ? O5 C10 H10A 109.5(2) . . ? C11 C10 H10A 109.5(2) . . ? O5 C10 H10B 109.5(2) . . ? C11 C10 H10B 109.5(2) . . ? H10A C10 H10B 108.1 . . ? O6 C11 C10 109.0(3) . . ? O6 C11 C8 105.1(3) . . ? C10 C11 C8 114.0(3) . . ? O6 C11 H11 109.53(19) . . ? C10 C11 H11 109.5(2) . . ? C8 C11 H11 109.5(2) . . ? C1 C12 H12A 109.5(2) . . ? C1 C12 H12B 109.5(2) . . ? H12A C12 H12B 109.5 . . ? C1 C12 H12C 109.5(2) . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 H13A 109.5(2) . . ? N1 C13 H13B 109.5(2) . . ? H13A C13 H13B 109.5 . . ? N1 C13 H13C 109.5(2) . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C6 C14 H14A 109.5(2) . . ? C6 C14 H14B 109.5(2) . . ? H14A C14 H14B 109.5 . . ? C6 C14 H14C 109.5(2) . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C6 C15 H15A 109.5(2) . . ? C6 C15 H15B 109.5(2) . . ? H15A C15 H15B 109.5 . . ? C6 C15 H15C 109.5(2) . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C9 C16 H16A 109.5(2) . . ? C9 C16 H16B 109.5(2) . . ? H16A C16 H16B 109.5 . . ? C9 C16 H16C 109.5(2) . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C9 C17 H17A 109.5(2) . . ? C9 C17 H17B 109.5(2) . . ? H17A C17 H17B 109.5 . . ? C9 C17 H17C 109.5(2) . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? 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 C4 O1 N1 C13 -170.3(3) . . . . ? C4 O1 N1 C1 70.1(3) . . . . ? C13 N1 C1 C2 -179.5(4) . . . . ? O1 N1 C1 C2 -66.4(4) . . . . ? C13 N1 C1 C12 -53.3(5) . . . . ? O1 N1 C1 C12 59.8(4) . . . . ? C4 N2 C2 C1 -49.9(5) . . . . ? N1 C1 C2 N2 57.3(5) . . . . ? C12 C1 C2 N2 -69.9(5) . . . . ? C2 N2 C4 O1 53.3(5) . . . . ? C2 N2 C4 C5 172.2(3) . . . . ? N1 O1 C4 N2 -63.4(4) . . . . ? N1 O1 C4 C5 175.0(3) . . . . ? C11 O6 C5 O2 -98.1(3) . . . . ? C11 O6 C5 C4 142.4(3) . . . . ? C11 O6 C5 C7 15.0(4) . . . . ? C6 O2 C5 O6 125.0(3) . . . . ? C6 O2 C5 C4 -115.4(3) . . . . ? C6 O2 C5 C7 10.2(4) . . . . ? N2 C4 C5 O6 -66.5(4) . . . . ? O1 C4 C5 O6 56.7(4) . . . . ? N2 C4 C5 O2 172.7(3) . . . . ? O1 C4 C5 O2 -64.1(4) . . . . ? N2 C4 C5 C7 54.9(5) . . . . ? O1 C4 C5 C7 178.2(3) . . . . ? C7 O3 C6 O2 33.2(4) . . . . ? C7 O3 C6 C15 149.6(3) . . . . ? C7 O3 C6 C14 -86.4(3) . . . . ? C5 O2 C6 O3 -26.6(4) . . . . ? C5 O2 C6 C15 -142.8(3) . . . . ? C5 O2 C6 C14 91.9(4) . . . . ? C6 O3 C7 C8 -137.9(3) . . . . ? C6 O3 C7 C5 -26.4(4) . . . . ? O6 C5 C7 O3 -107.7(3) . . . . ? O2 C5 C7 O3 9.8(4) . . . . ? C4 C5 C7 O3 129.9(3) . . . . ? O6 C5 C7 C8 6.5(4) . . . . ? O2 C5 C7 C8 123.9(3) . . . . ? C4 C5 C7 C8 -116.0(4) . . . . ? C9 O4 C8 C7 -158.2(3) . . . . ? C9 O4 C8 C11 -46.3(4) . . . . ? O3 C7 C8 O4 -154.3(3) . . . . ? C5 C7 C8 O4 94.7(3) . . . . ? O3 C7 C8 C11 87.4(3) . . . . ? C5 C7 C8 C11 -23.6(4) . . . . ? C10 O5 C9 O4 -63.9(4) . . . . ? C10 O5 C9 C17 -177.1(3) . . . . ? C10 O5 C9 C16 60.8(4) . . . . ? C8 O4 C9 O5 59.2(4) . . . . ? C8 O4 C9 C17 173.0(3) . . . . ? C8 O4 C9 C16 -66.3(4) . . . . ? C9 O5 C10 C11 55.9(4) . . . . ? C5 O6 C11 C10 -153.0(3) . . . . ? C5 O6 C11 C8 -30.5(4) . . . . ? O5 C10 C11 O6 74.8(4) . . . . ? O5 C10 C11 C8 -42.2(5) . . . . ? O4 C8 C11 O6 -81.4(4) . . . . ? C7 C8 C11 O6 32.9(4) . . . . ? O4 C8 C11 C10 37.9(4) . . . . ? C7 C8 C11 C10 152.2(3) . . . . ? _refine_diff_density_max 0.366 _refine_diff_density_min -0.189 _refine_diff_density_rms 0.050