# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 1999 # CCDC Number: 182/1357 data_S731 #----------------------------------------------------------------------- _audit_creation_date '1999-05-13' _audit_creation_method 'by teXsan v1.7' _audit_update_record ; ? ; #----------------------------------------------------------------------- _publ_requested_journal ' ENTER JOURNAL NAME HERE' _publ_contact_author ; ENTER NAME ENTER ADDRESS ; _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' ENTER PHONE NUMBER ' _publ_contact_author_fax ' ENTER FAX NUMBER ' _publ_contact_author_email ' ENTER EMAIL ADDRESS ' loop_ _publ_author_name _publ_author_address ' FIRST AUTHORS NAME ' ; FIRST AUTHORS ADDRESS ; _publ_section_title ; ENTER SECTION TITLE ; _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _publ_section_exptl_refinement ; The structure was solved by direct methods and developed using difference Fourier techniques. H atoms were included in constrained positions using the riding technique. The absolute configuration was determined by refining the Flack parameter. ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation. (1995). teXsan. Single Crystal Structure Analysis Software. Version 1.7. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. North, A.C.T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359. Zachariasen, W. H. (1967). Acta Cryst. 23, 558-564. ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H20 Cl3 N O7' _chemical_formula_weight 468.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' _symmetry_Int_Tables_number 19 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x, -y,1/2+z' '1/2+x,1/2-y, -z' ' -x,1/2+y,1/2-z' _cell_length_a 12.861(11) _cell_length_b 27.762(6) _cell_length_c 6.0068(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2144.8(19) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 19 _cell_measurement_theta_min 15.2 _cell_measurement_theta_max 17.2 _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.452 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 4.225 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.788 _exptl_special_details ; The scan width was (1.26+0.30tan\q)\% with an \w scan speed of 16\% per minute (up to 4 scans to achieve I/\s(I) > 10). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -12.15 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -1 2 2 -2 -7 1 -1 -8 -1 _diffrn_reflns_number 2179 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 70.10 _reflns_number_total 2179 _reflns_number_gt 1703 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan (MSC, 1995)' _computing_publication_material 'teXsan (MSC, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement '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 w=1/[\s^2^(Fo^2^)+(0.0860P)^2^+1.0046P] 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 SHELXL _refine_ls_extinction_coef 0.0005(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.05(4) _refine_ls_number_reflns 2179 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0733 _refine_ls_R_factor_gt 0.0499 _refine_ls_wR_factor_ref 0.1554 _refine_ls_wR_factor_gt 0.1406 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.006 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl -0.75288(17) -0.15454(6) -0.8868(3) 0.0764(5) Uani 1 d . . . Cl2 Cl -0.86466(17) -0.12164(7) -0.5037(4) 0.1086(8) Uani 1 d . . . Cl3 Cl -0.64073(16) -0.12640(6) -0.5032(4) 0.0957(7) Uani 1 d . . . O1 O -0.7441(5) -0.20901(15) -0.2959(7) 0.0901(16) Uani 1 d . . . O2 O -0.8965(3) -0.36462(14) -0.5599(7) 0.0591(11) Uani 1 d . . . O3 O -0.6523(3) -0.31769(12) -0.7231(6) 0.0493(9) Uani 1 d . . . O4 O -0.5318(4) -0.2638(2) -0.6237(10) 0.0945(16) Uani 1 d . . . O5 O -0.8749(3) -0.31546(13) -0.8725(7) 0.0546(10) Uani 1 d . . . O6 O -0.6288(3) -0.39150(12) -0.4052(7) 0.0588(10) Uani 1 d . . . O7 O -0.7178(4) -0.46343(14) -0.4592(10) 0.0855(16) Uani 1 d . . . N1 N -0.7938(3) -0.24039(14) -0.6194(8) 0.0496(10) Uani 1 d . . . H1 H -0.8070 -0.2353 -0.7577 0.060 Uiso 1 calc R . . C1 C -0.7558(5) -0.15403(18) -0.5953(10) 0.0536(13) Uani 1 d . . . C2 C -0.7627(5) -0.20487(18) -0.4898(9) 0.0553(14) Uani 1 d . . . C3 C -0.8054(4) -0.28840(17) -0.5253(10) 0.0505(13) Uani 1 d . . . H3 H -0.8294 -0.2838 -0.3719 0.061 Uiso 1 calc R . . C4 C -0.7006(4) -0.31394(17) -0.5089(10) 0.0484(12) Uani 1 d . . . H4 H -0.6548 -0.2966 -0.4061 0.058 Uiso 1 calc R . . C5 C -0.7210(4) -0.36443(19) -0.4220(10) 0.0553(14) Uani 1 d . . . H5 H -0.7509 -0.3616 -0.2725 0.066 Uiso 1 calc R . . C6 C -0.8002(4) -0.38961(18) -0.5692(10) 0.0539(14) Uani 1 d . . . H6 H -0.7749 -0.3911 -0.7230 0.065 Uiso 1 calc R . . C7 C -0.8911(5) -0.3165(2) -0.6436(10) 0.0535(14) Uani 1 d . . . H7 H -0.9575 -0.3006 -0.6123 0.064 Uiso 1 calc R . . C8 C -0.5661(5) -0.2912(2) -0.7571(11) 0.0587(15) Uani 1 d . . . C9 C -0.5226(6) -0.3003(3) -0.9803(14) 0.092(2) Uani 1 d . . . H9A H -0.5615 -0.2826 -1.0893 0.137 Uiso 1 calc R . . H9B H -0.5266 -0.3341 -1.0129 0.137 Uiso 1 calc R . . H9C H -0.4512 -0.2902 -0.9840 0.137 Uiso 1 calc R . . C10 C -0.9632(5) -0.3345(2) -0.9927(12) 0.0732(18) Uani 1 d . . . H10A H -0.9651 -0.3689 -0.9764 0.110 Uiso 1 calc R . . H10B H -0.9570 -0.3265 -1.1475 0.110 Uiso 1 calc R . . H10C H -1.0260 -0.3209 -0.9340 0.110 Uiso 1 calc R . . C11 C -0.8172(5) -0.4401(2) -0.4787(17) 0.086(2) Uani 1 d . . . H11A H -0.8506 -0.4385 -0.3341 0.103 Uiso 1 calc R . . H11B H -0.8617 -0.4582 -0.5785 0.103 Uiso 1 calc R . . C12 C -0.6510(6) -0.4381(2) -0.3186(12) 0.0743(19) Uani 1 d . . . H12 H -0.6835 -0.4348 -0.1719 0.089 Uiso 1 calc R . . C13 C -0.5494(6) -0.4642(2) -0.2939(14) 0.077(2) Uani 1 d . . . C14 C -0.4964(7) -0.4578(3) -0.0984(17) 0.099(3) Uani 1 d . . . H14 H -0.5229 -0.4387 0.0152 0.118 Uiso 1 calc R . . C15 C -0.4004(9) -0.4813(5) -0.077(3) 0.143(6) Uani 1 d . . . H15 H -0.3606 -0.4763 0.0505 0.172 Uiso 1 calc R . . C16 C -0.3654(10) -0.5105(5) -0.234(3) 0.151(7) Uani 1 d . . . H16 H -0.3030 -0.5269 -0.2122 0.181 Uiso 1 calc R . . C17 C -0.4200(10) -0.5171(4) -0.428(3) 0.136(5) Uani 1 d . . . H17 H -0.3942 -0.5373 -0.5383 0.163 Uiso 1 calc R . . C18 C -0.5136(7) -0.4933(3) -0.4585(19) 0.101(3) Uani 1 d . . . H18 H -0.5512 -0.4972 -0.5894 0.121 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 Cl1 0.1031(12) 0.0763(9) 0.0499(7) -0.0017(7) -0.0028(10) -0.0176(10) Cl2 0.1191(16) 0.0961(13) 0.1106(17) 0.0177(13) 0.0387(15) 0.0602(12) Cl3 0.1105(14) 0.0711(10) 0.1055(16) 0.0014(11) -0.0463(13) -0.0291(10) O1 0.165(5) 0.057(2) 0.048(2) -0.010(2) -0.019(3) -0.008(3) O2 0.057(2) 0.058(2) 0.063(3) -0.0014(19) 0.001(2) -0.0160(18) O3 0.054(2) 0.0424(17) 0.052(2) -0.0036(17) -0.0001(19) -0.0070(17) O4 0.088(3) 0.106(3) 0.090(3) -0.025(3) 0.006(3) -0.053(3) O5 0.052(2) 0.062(2) 0.051(2) -0.008(2) -0.0002(19) -0.0133(19) O6 0.065(2) 0.0414(18) 0.070(3) 0.0106(19) -0.005(2) -0.0016(17) O7 0.088(3) 0.048(2) 0.120(4) 0.003(3) -0.018(3) -0.014(2) N1 0.060(3) 0.042(2) 0.046(2) -0.007(2) -0.002(2) 0.005(2) C1 0.053(3) 0.048(3) 0.060(3) -0.015(3) -0.004(3) 0.003(3) C2 0.072(4) 0.047(3) 0.047(3) -0.013(3) -0.003(3) 0.005(3) C3 0.064(3) 0.043(2) 0.045(3) -0.006(3) 0.003(3) -0.003(2) C4 0.060(3) 0.037(2) 0.048(3) -0.002(3) -0.004(3) -0.003(2) C5 0.068(4) 0.047(3) 0.050(3) 0.001(2) 0.002(3) -0.010(3) C6 0.054(3) 0.044(3) 0.064(4) -0.003(3) -0.001(3) -0.008(2) C7 0.051(3) 0.056(3) 0.053(3) -0.010(3) 0.007(3) 0.004(3) C8 0.057(4) 0.055(3) 0.063(4) -0.002(3) -0.001(3) -0.013(3) C9 0.078(5) 0.122(6) 0.075(5) -0.011(5) 0.021(4) -0.025(5) C10 0.076(4) 0.082(4) 0.061(4) -0.013(4) -0.004(4) -0.026(4) C11 0.083(5) 0.054(3) 0.120(6) 0.008(4) -0.015(5) -0.025(3) C12 0.098(5) 0.049(3) 0.075(4) 0.014(3) 0.001(4) -0.012(3) C13 0.089(5) 0.048(3) 0.093(5) 0.026(4) 0.003(4) -0.008(3) C14 0.099(6) 0.091(5) 0.105(7) 0.030(5) -0.020(5) -0.009(5) C15 0.105(8) 0.145(10) 0.180(15) 0.086(11) -0.033(9) -0.007(8) C16 0.098(8) 0.110(9) 0.24(2) 0.110(12) 0.009(11) 0.015(7) C17 0.128(9) 0.077(6) 0.201(16) 0.032(8) 0.042(10) 0.015(6) C18 0.108(6) 0.061(4) 0.133(8) 0.018(5) 0.008(7) 0.005(4) _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 Cl1 C1 1.752(6) . ? Cl2 C1 1.752(6) . ? Cl3 C1 1.757(6) . ? O1 C2 1.195(7) . ? O2 C6 1.421(7) . ? O2 C7 1.429(7) . ? O3 C8 1.347(7) . ? O3 C4 1.432(7) . ? O4 C8 1.188(8) . ? O5 C7 1.391(7) . ? O5 C10 1.446(7) . ? O6 C5 1.408(7) . ? O6 C12 1.424(6) . ? O7 C12 1.395(8) . ? O7 C11 1.438(8) . ? N1 C2 1.318(7) . ? N1 C3 1.456(6) . ? N1 H1 0.8600 . ? C1 C2 1.550(7) . ? C3 C7 1.526(8) . ? C3 C4 1.527(7) . ? C3 H3 0.9800 . ? C4 C5 1.519(7) . ? C4 H4 0.9800 . ? C5 C6 1.518(8) . ? C5 H5 0.9800 . ? C6 C11 1.520(8) . ? C6 H6 0.9800 . ? C7 H7 0.9800 . ? C8 C9 1.475(10) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.501(10) . ? C12 H12 0.9800 . ? C13 C18 1.357(12) . ? C13 C14 1.370(12) . ? C14 C15 1.402(14) . ? C14 H14 0.9300 . ? C15 C16 1.32(2) . ? C15 H15 0.9300 . ? C16 C17 1.374(19) . ? C16 H16 0.9300 . ? C17 C18 1.385(14) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? 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 C6 O2 C7 113.6(4) . . ? C8 O3 C4 116.9(4) . . ? C7 O5 C10 111.6(5) . . ? C5 O6 C12 110.0(4) . . ? C12 O7 C11 111.7(5) . . ? C2 N1 C3 119.1(5) . . ? C2 N1 H1 120.4 . . ? C3 N1 H1 120.4 . . ? C2 C1 Cl1 113.7(3) . . ? C2 C1 Cl2 107.1(4) . . ? Cl1 C1 Cl2 109.6(3) . . ? C2 C1 Cl3 108.5(4) . . ? Cl1 C1 Cl3 107.5(4) . . ? Cl2 C1 Cl3 110.5(3) . . ? O1 C2 N1 124.4(5) . . ? O1 C2 C1 118.4(5) . . ? N1 C2 C1 117.2(5) . . ? N1 C3 C7 111.2(5) . . ? N1 C3 C4 111.1(4) . . ? C7 C3 C4 115.5(4) . . ? N1 C3 H3 106.1 . . ? C7 C3 H3 106.1 . . ? C4 C3 H3 106.1 . . ? O3 C4 C5 108.5(4) . . ? O3 C4 C3 111.0(4) . . ? C5 C4 C3 107.3(4) . . ? O3 C4 H4 110.0 . . ? C5 C4 H4 110.0 . . ? C3 C4 H4 110.0 . . ? O6 C5 C6 111.1(4) . . ? O6 C5 C4 111.8(4) . . ? C6 C5 C4 109.9(5) . . ? O6 C5 H5 107.9 . . ? C6 C5 H5 107.9 . . ? C4 C5 H5 107.9 . . ? O2 C6 C5 109.7(4) . . ? O2 C6 C11 108.1(5) . . ? C5 C6 C11 108.2(5) . . ? O2 C6 H6 110.3 . . ? C5 C6 H6 110.3 . . ? C11 C6 H6 110.3 . . ? O5 C7 O2 112.0(5) . . ? O5 C7 C3 110.0(5) . . ? O2 C7 C3 110.5(5) . . ? O5 C7 H7 108.1 . . ? O2 C7 H7 108.1 . . ? C3 C7 H7 108.1 . . ? O4 C8 O3 123.5(6) . . ? O4 C8 C9 125.6(6) . . ? O3 C8 C9 110.8(6) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O5 C10 H10A 109.5 . . ? O5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? O5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O7 C11 C6 108.4(5) . . ? O7 C11 H11A 110.0 . . ? C6 C11 H11A 110.0 . . ? O7 C11 H11B 110.0 . . ? C6 C11 H11B 110.0 . . ? H11A C11 H11B 108.4 . . ? O7 C12 O6 111.1(5) . . ? O7 C12 C13 110.6(6) . . ? O6 C12 C13 107.5(5) . . ? O7 C12 H12 109.2 . . ? O6 C12 H12 109.2 . . ? C13 C12 H12 109.2 . . ? C18 C13 C14 122.2(8) . . ? C18 C13 C12 120.7(8) . . ? C14 C13 C12 117.1(8) . . ? C13 C14 C15 117.2(11) . . ? C13 C14 H14 121.4 . . ? C15 C14 H14 121.4 . . ? C16 C15 C14 121.2(14) . . ? C16 C15 H15 119.4 . . ? C14 C15 H15 119.4 . . ? C15 C16 C17 120.8(13) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C16 C17 C18 119.6(13) . . ? C16 C17 H17 120.2 . . ? C18 C17 H17 120.2 . . ? C13 C18 C17 118.8(12) . . ? C13 C18 H18 120.6 . . ? C17 C18 H18 120.6 . . ? 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 C3 N1 C2 O1 -1.0(11) . . . . ? C3 N1 C2 C1 -177.6(5) . . . . ? Cl1 C1 C2 O1 165.1(6) . . . . ? Cl2 C1 C2 O1 -73.7(8) . . . . ? Cl3 C1 C2 O1 45.6(8) . . . . ? Cl1 C1 C2 N1 -18.1(8) . . . . ? Cl2 C1 C2 N1 103.1(5) . . . . ? Cl3 C1 C2 N1 -137.6(5) . . . . ? C2 N1 C3 C7 149.3(5) . . . . ? C2 N1 C3 C4 -80.6(6) . . . . ? C8 O3 C4 C5 -131.1(5) . . . . ? C8 O3 C4 C3 111.2(5) . . . . ? N1 C3 C4 O3 -58.5(5) . . . . ? C7 C3 C4 O3 69.4(6) . . . . ? N1 C3 C4 C5 -176.8(4) . . . . ? C7 C3 C4 C5 -49.0(7) . . . . ? C12 O6 C5 C6 -58.1(6) . . . . ? C12 O6 C5 C4 178.7(5) . . . . ? O3 C4 C5 O6 58.7(6) . . . . ? C3 C4 C5 O6 178.7(5) . . . . ? O3 C4 C5 C6 -65.2(6) . . . . ? C3 C4 C5 C6 54.8(6) . . . . ? C7 O2 C6 C5 63.0(6) . . . . ? C7 O2 C6 C11 -179.3(5) . . . . ? O6 C5 C6 O2 172.6(4) . . . . ? C4 C5 C6 O2 -63.1(6) . . . . ? O6 C5 C6 C11 54.9(7) . . . . ? C4 C5 C6 C11 179.2(5) . . . . ? C10 O5 C7 O2 66.5(6) . . . . ? C10 O5 C7 C3 -170.2(5) . . . . ? C6 O2 C7 O5 68.7(6) . . . . ? C6 O2 C7 C3 -54.3(6) . . . . ? N1 C3 C7 O5 51.8(6) . . . . ? C4 C3 C7 O5 -76.0(6) . . . . ? N1 C3 C7 O2 175.9(4) . . . . ? C4 C3 C7 O2 48.2(7) . . . . ? C4 O3 C8 O4 -3.4(9) . . . . ? C4 O3 C8 C9 177.4(5) . . . . ? C12 O7 C11 C6 59.0(9) . . . . ? O2 C6 C11 O7 -172.3(6) . . . . ? C5 C6 C11 O7 -53.6(8) . . . . ? C11 O7 C12 O6 -62.9(8) . . . . ? C11 O7 C12 C13 177.7(6) . . . . ? C5 O6 C12 O7 61.6(7) . . . . ? C5 O6 C12 C13 -177.2(6) . . . . ? O7 C12 C13 C18 27.8(9) . . . . ? O6 C12 C13 C18 -93.7(7) . . . . ? O7 C12 C13 C14 -151.3(6) . . . . ? O6 C12 C13 C14 87.2(7) . . . . ? C18 C13 C14 C15 2.3(11) . . . . ? C12 C13 C14 C15 -178.7(7) . . . . ? C13 C14 C15 C16 -3.6(15) . . . . ? C14 C15 C16 C17 3.0(19) . . . . ? C15 C16 C17 C18 -1.0(18) . . . . ? C14 C13 C18 C17 -0.4(12) . . . . ? C12 C13 C18 C17 -179.4(7) . . . . ? C16 C17 C18 C13 -0.4(14) . . . . ? _diffrn_measured_fraction_theta_max 0.916 _diffrn_reflns_theta_full 70.10 _diffrn_measured_fraction_theta_full 0.916 _refine_diff_density_max 0.318 _refine_diff_density_min -0.423 _refine_diff_density_rms 0.048