# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_js1108 _database_code_depnum_ccdc_archive 'CCDC 896279' #TrackingRef '13263_web_deposit_cif_file_0_G.DanPantos_1344937396.kt2121_js1108.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H38 N2 O8' _chemical_formula_sum 'C30 H38 N2 O8' _chemical_formula_weight 554.62 _chemical_absolute_configuration ; 791 Friedel pairs were averaged for the refinement ; 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 triclinic _symmetry_space_group_name_H-M P1 _symmetry_space_group_name_Hall 'P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 5.7769(9) _cell_length_b 8.856(2) _cell_length_c 14.249(3) _cell_angle_alpha 84.286(8) _cell_angle_beta 79.600(6) _cell_angle_gamma 76.235(8) _cell_volume 695.2(2) _cell_formula_units_Z 1 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 50938 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 22.46 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 296 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.822 _exptl_absorpt_correction_T_max 1.001 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; Poor crystals (small, poorly diffracting). In the circumstances, the is an extremely good result (JED). The absolute structure was assigned from the KNOWN configuration of the starting material. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_reflns_number 2923 _diffrn_reflns_av_R_equivalents 0.0371 _diffrn_reflns_av_sigmaI/netI 0.0559 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 4.17 _diffrn_reflns_theta_max 22.50 _reflns_number_total 1631 _reflns_number_gt 1428 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 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^)+(0.1408P)^2^+2.3827P] 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), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(6) _refine_ls_number_reflns 1631 _refine_ls_number_parameters 367 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1024 _refine_ls_R_factor_gt 0.0934 _refine_ls_wR_factor_ref 0.2715 _refine_ls_wR_factor_gt 0.2637 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.001 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 N1A N 0.8000(19) 0.2246(12) 0.3303(8) 0.042(3) Uani 1 1 d . . . N1 N 0.184(2) 0.7820(13) 0.6653(9) 0.047(3) Uani 1 1 d . . . O1C O 1.1067(18) 0.3492(12) 0.2962(8) 0.057(3) Uani 1 1 d . . . O1B O 0.5311(17) 0.0716(12) 0.3916(7) 0.054(3) Uani 1 1 d . . . O1A O 0.4536(17) 0.9287(10) 0.6124(8) 0.052(3) Uani 1 1 d . . . O1 O -0.1016(19) 0.6381(12) 0.7067(8) 0.061(3) Uani 1 1 d . . . O2A O 1.1086(17) -0.0312(12) 0.3922(8) 0.056(3) Uani 1 1 d . . . H2AA H 1.2177 -0.0101 0.4169 0.085 Uiso 1 1 calc R . . O2 O -0.116(2) 1.0467(13) 0.6060(9) 0.068(3) Uani 1 1 d . . . H2A H -0.2414 1.0120 0.6106 0.102 Uiso 1 1 calc R . . O3 O -0.264(2) 1.1088(13) 0.7620(9) 0.069(3) Uani 1 1 d . . . O3A O 1.1898(19) -0.1362(12) 0.2435(8) 0.064(3) Uani 1 1 d . . . C1 C 0.440(2) 0.5586(17) 0.5297(10) 0.044(3) Uani 1 1 d . . . C1A C 0.569(2) 0.4431(15) 0.4643(9) 0.036(3) Uani 1 1 d . . . C2 C 0.135(2) 0.4050(14) 0.5837(11) 0.041(3) Uani 1 1 d . . . H2B H -0.0120 0.3913 0.6218 0.050 Uiso 1 1 calc R . . C2A C 0.728(2) 0.7156(16) 0.4742(11) 0.048(4) Uani 1 1 d . . . H2AB H 0.7887 0.8061 0.4757 0.057 Uiso 1 1 calc R . . C2B C 0.265(2) 0.2915(15) 0.5204(10) 0.041(3) Uani 1 1 d . . . H2BA H 0.2092 0.1997 0.5177 0.049 Uiso 1 1 calc R . . C2C C 0.845(3) 0.6006(17) 0.4094(11) 0.052(4) Uani 1 1 d . . . H2CA H 0.9847 0.6169 0.3665 0.062 Uiso 1 1 calc R . . C3B C 0.467(2) 0.3122(15) 0.4642(11) 0.045(4) Uani 1 1 d . . . C3C C 0.771(2) 0.4675(15) 0.4047(10) 0.041(3) Uani 1 1 d . . . C3A C 0.520(2) 0.6927(15) 0.5367(10) 0.041(3) Uani 1 1 d . . . C3 C 0.217(2) 0.5337(14) 0.5913(10) 0.038(3) Uani 1 1 d . . . C4A C 0.393(2) 0.8110(16) 0.6064(10) 0.043(3) Uani 1 1 d . . . C4C C 0.909(2) 0.3447(15) 0.3402(10) 0.044(4) Uani 1 1 d . . . C4 C 0.087(2) 0.6546(17) 0.6564(12) 0.053(4) Uani 1 1 d . . . C4B C 0.598(2) 0.1946(15) 0.3930(10) 0.046(4) Uani 1 1 d . . . C5 C 0.050(2) 0.8920(14) 0.7359(11) 0.044(4) Uani 1 1 d . . . H5A H -0.0872 0.8470 0.7705 0.053 Uiso 1 1 calc R . . C5A C 0.920(3) 0.1002(18) 0.2571(11) 0.050(4) Uani 1 1 d . . . H5AA H 0.8077 0.0298 0.2574 0.060 Uiso 1 1 calc R . . C6A C 0.965(3) 0.1756(18) 0.1573(11) 0.057(4) Uani 1 1 d . . . H6AA H 1.0380 0.2649 0.1609 0.068 Uiso 1 1 calc R . . H6AB H 1.0854 0.0994 0.1170 0.068 Uiso 1 1 calc R . . C6 C 0.197(2) 0.9145(16) 0.8147(11) 0.050(3) Uani 1 1 d . . . H6A H 0.3258 0.9682 0.7835 0.059 Uiso 1 1 calc R . . H6B H 0.0872 0.9849 0.8616 0.059 Uiso 1 1 calc R . . C7A C 0.751(3) 0.232(2) 0.1088(12) 0.064(4) Uani 1 1 d . . . H7AA H 0.6185 0.2949 0.1537 0.077 Uiso 1 1 calc R . . C7 C 0.314(3) 0.7694(19) 0.8693(14) 0.067(5) Uani 1 1 d . . . H7A H 0.4295 0.7004 0.8218 0.080 Uiso 1 1 calc R . . C8A C 0.454(3) 0.806(2) 0.9364(13) 0.072(5) Uani 1 1 d . . . H8AA H 0.5790 0.8574 0.9014 0.109 Uiso 1 1 calc R . . H8AB H 0.5298 0.7096 0.9695 0.109 Uiso 1 1 calc R . . H8AC H 0.3462 0.8755 0.9832 0.109 Uiso 1 1 calc R . . C8 C 0.131(3) 0.6777(19) 0.9220(15) 0.071(5) Uani 1 1 d . . . H8A H 0.2116 0.5936 0.9631 0.106 Uiso 1 1 calc R . . H8B H 0.0647 0.6334 0.8754 0.106 Uiso 1 1 calc R . . H8C H 0.0004 0.7476 0.9612 0.106 Uiso 1 1 calc R . . C8B C 0.661(4) 0.088(2) 0.0800(14) 0.081(5) Uani 1 1 d . . . H8BA H 0.6499 0.0123 0.1350 0.122 Uiso 1 1 calc R . . H8BB H 0.7754 0.0375 0.0267 0.122 Uiso 1 1 calc R . . H8BC H 0.5013 0.1252 0.0608 0.122 Uiso 1 1 calc R . . C8C C 0.803(5) 0.329(2) 0.0212(17) 0.101(7) Uani 1 1 d . . . H8CA H 0.8449 0.4230 0.0374 0.151 Uiso 1 1 calc R . . H8CB H 0.6592 0.3588 -0.0101 0.151 Uiso 1 1 calc R . . H8CC H 0.9377 0.2701 -0.0222 0.151 Uiso 1 1 calc R . . C9A C 1.150(3) 0.0044(17) 0.2925(12) 0.055(4) Uani 1 1 d . . . H9AA H 1.2875 0.0572 0.2734 0.066 Uiso 1 1 calc R . . C9 C -0.062(2) 1.0506(15) 0.6963(10) 0.041(3) Uani 1 1 d . . . H9A H 0.0557 1.1188 0.6920 0.049 Uiso 1 1 calc R . . C10A C 1.418(3) -0.240(2) 0.2575(15) 0.069(5) Uani 1 1 d . . . H10A H 1.4117 -0.2785 0.3254 0.082 Uiso 1 1 calc R . . H10B H 1.5504 -0.1841 0.2404 0.082 Uiso 1 1 calc R . . C10 C -0.361(3) 1.2724(19) 0.7492(16) 0.073(5) Uani 1 1 d . . . H10C H -0.3804 1.3009 0.6816 0.088 Uiso 1 1 calc R . . H10D H -0.2519 1.3320 0.7666 0.088 Uiso 1 1 calc R . . C11A C 1.465(4) -0.373(2) 0.1969(16) 0.094(6) Uani 1 1 d . . . H11A H 1.6222 -0.4413 0.2042 0.141 Uiso 1 1 calc R . . H11B H 1.4668 -0.3343 0.1300 0.141 Uiso 1 1 calc R . . H11C H 1.3381 -0.4310 0.2162 0.141 Uiso 1 1 calc R . . C11 C -0.606(3) 1.3097(19) 0.8137(13) 0.063(4) Uani 1 1 d . . . H11D H -0.6748 1.4220 0.8085 0.095 Uiso 1 1 calc R . . H11E H -0.5857 1.2775 0.8801 0.095 Uiso 1 1 calc R . . H11F H -0.7149 1.2536 0.7941 0.095 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 N1A 0.043(6) 0.036(7) 0.041(7) -0.007(5) 0.000(5) -0.001(5) N1 0.050(7) 0.040(7) 0.054(8) -0.004(6) -0.009(6) -0.014(6) O1C 0.053(6) 0.062(7) 0.060(7) -0.002(5) 0.002(6) -0.030(5) O1B 0.055(6) 0.057(7) 0.053(6) -0.007(5) -0.004(5) -0.021(5) O1A 0.051(5) 0.030(5) 0.074(7) -0.019(5) 0.007(5) -0.011(5) O1 0.059(6) 0.044(6) 0.080(8) -0.023(5) 0.010(6) -0.021(5) O2A 0.054(6) 0.058(6) 0.055(7) -0.019(5) -0.016(5) 0.003(5) O2 0.062(6) 0.061(7) 0.087(9) 0.000(6) -0.006(6) -0.031(6) O3 0.082(8) 0.050(7) 0.077(8) -0.010(5) -0.017(6) -0.012(6) O3A 0.069(6) 0.050(6) 0.066(7) -0.031(5) -0.015(6) 0.013(5) C1 0.042(7) 0.042(8) 0.049(9) 0.007(7) -0.006(7) -0.016(7) C1A 0.049(7) 0.026(7) 0.033(7) -0.011(5) -0.011(6) 0.003(6) C2 0.038(7) 0.029(7) 0.060(9) 0.005(6) -0.011(7) -0.014(6) C2A 0.038(8) 0.040(9) 0.064(10) 0.002(7) -0.014(7) -0.003(7) C2B 0.043(8) 0.032(8) 0.056(9) -0.013(6) -0.002(7) -0.024(6) C2C 0.045(8) 0.057(10) 0.050(9) -0.012(7) 0.001(7) -0.007(7) C3B 0.037(8) 0.037(8) 0.061(10) -0.015(7) -0.015(7) -0.001(6) C3C 0.032(7) 0.039(8) 0.057(9) -0.003(7) -0.015(7) -0.013(6) C3A 0.043(8) 0.032(8) 0.050(9) 0.001(6) -0.010(7) -0.011(6) C3 0.038(7) 0.030(7) 0.040(8) -0.002(6) 0.008(6) -0.009(6) C4A 0.041(8) 0.041(9) 0.048(9) -0.001(6) -0.009(7) -0.015(7) C4C 0.048(9) 0.034(8) 0.052(9) -0.017(7) 0.005(8) -0.017(7) C4 0.032(8) 0.052(10) 0.075(11) 0.013(8) -0.015(8) -0.012(7) C4B 0.050(9) 0.032(8) 0.059(10) -0.009(7) -0.005(7) -0.018(7) C5 0.049(8) 0.025(7) 0.070(10) 0.017(7) -0.026(7) -0.025(6) C5A 0.059(9) 0.045(9) 0.048(9) -0.020(6) -0.005(7) -0.009(7) C6A 0.063(9) 0.055(9) 0.048(9) -0.019(7) 0.004(7) -0.008(7) C6 0.049(7) 0.037(7) 0.065(9) -0.005(6) -0.004(7) -0.019(6) C7A 0.067(10) 0.066(11) 0.051(9) 0.002(8) -0.002(8) -0.006(8) C7 0.055(9) 0.055(10) 0.094(13) 0.013(9) -0.013(9) -0.027(8) C8A 0.079(11) 0.068(11) 0.071(12) 0.003(9) -0.022(10) -0.013(9) C8 0.049(8) 0.062(10) 0.103(14) 0.011(9) -0.021(9) -0.014(8) C8B 0.082(12) 0.079(13) 0.078(12) -0.021(10) -0.007(10) -0.009(10) C8C 0.14(2) 0.069(13) 0.097(16) -0.013(12) -0.040(15) -0.014(13) C9A 0.045(8) 0.046(9) 0.081(11) -0.006(7) -0.021(8) -0.013(7) C9 0.027(6) 0.038(7) 0.060(9) -0.002(6) -0.008(6) -0.012(6) C10A 0.048(9) 0.050(9) 0.098(14) -0.008(9) -0.015(9) 0.012(7) C10 0.069(11) 0.046(10) 0.111(15) -0.005(9) -0.032(11) -0.014(8) C11A 0.128(17) 0.071(13) 0.090(14) 0.013(11) -0.039(14) -0.027(12) C11 0.047(8) 0.056(10) 0.080(11) 0.000(8) -0.010(8) 0.000(7) _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 N1A C4C 1.388(16) . ? N1A C4B 1.397(18) . ? N1A C5A 1.545(19) . ? N1 C4 1.399(18) . ? N1 C4A 1.405(19) . ? N1 C5 1.45(2) . ? O1C C4C 1.207(16) . ? O1B C4B 1.243(16) . ? O1A C4A 1.190(15) . ? O1 C4 1.221(18) . ? O2A C9A 1.414(19) . ? O2A H2AA 0.8400 . ? O2 C9 1.385(18) . ? O2 H2A 0.8400 . ? O3 C9 1.386(18) . ? O3 C10 1.430(19) . ? O3A C9A 1.439(18) . ? O3A C10A 1.454(18) . ? C1 C3A 1.391(17) . ? C1 C1A 1.431(16) . ? C1 C3 1.471(18) . ? C1A C3C 1.36(2) . ? C1A C3B 1.420(18) . ? C2 C3 1.354(17) . ? C2 C2B 1.401(19) . ? C2 H2B 0.9500 . ? C2A C3A 1.41(2) . ? C2A C2C 1.41(2) . ? C2A H2AB 0.9500 . ? C2B C3B 1.33(2) . ? C2B H2BA 0.9500 . ? C2C C3C 1.360(19) . ? C2C H2CA 0.9500 . ? C3B C4B 1.50(2) . ? C3C C4C 1.479(19) . ? C3A C4A 1.48(2) . ? C3 C4 1.46(2) . ? C5 C9 1.500(17) . ? C5 C6 1.581(19) . ? C5 H5A 1.0000 . ? C5A C6A 1.51(2) . ? C5A C9A 1.54(2) . ? C5A H5AA 1.0000 . ? C6A C7A 1.48(2) . ? C6A H6AA 0.9900 . ? C6A H6AB 0.9900 . ? C6 C7 1.51(2) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7A C8C 1.47(3) . ? C7A C8B 1.61(2) . ? C7A H7AA 1.0000 . ? C7 C8A 1.46(2) . ? C7 C8 1.53(2) . ? C7 H7A 1.0000 . ? C8A H8AA 0.9800 . ? C8A H8AB 0.9800 . ? C8A H8AC 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C8B H8BA 0.9800 . ? C8B H8BB 0.9800 . ? C8B H8BC 0.9800 . ? C8C H8CA 0.9800 . ? C8C H8CB 0.9800 . ? C8C H8CC 0.9800 . ? C9A H9AA 1.0000 . ? C9 H9A 1.0000 . ? C10A C11A 1.47(3) . ? C10A H10A 0.9900 . ? C10A H10B 0.9900 . ? C10 C11 1.52(3) . ? C10 H10C 0.9900 . ? C10 H10D 0.9900 . ? C11A H11A 0.9800 . ? C11A H11B 0.9800 . ? C11A H11C 0.9800 . ? C11 H11D 0.9800 . ? C11 H11E 0.9800 . ? C11 H11F 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 C4C N1A C4B 123.3(11) . . ? C4C N1A C5A 120.8(11) . . ? C4B N1A C5A 115.3(11) . . ? C4 N1 C4A 123.1(13) . . ? C4 N1 C5 117.0(12) . . ? C4A N1 C5 119.8(11) . . ? C9A O2A H2AA 109.5 . . ? C9 O2 H2A 109.5 . . ? C9 O3 C10 114.9(13) . . ? C9A O3A C10A 111.2(11) . . ? C3A C1 C1A 121.8(11) . . ? C3A C1 C3 119.4(13) . . ? C1A C1 C3 118.8(11) . . ? C3C C1A C3B 124.6(12) . . ? C3C C1A C1 119.3(11) . . ? C3B C1A C1 116.0(11) . . ? C3 C2 C2B 120.9(12) . . ? C3 C2 H2B 119.6 . . ? C2B C2 H2B 119.6 . . ? C3A C2A C2C 118.1(12) . . ? C3A C2A H2AB 121.0 . . ? C2C C2A H2AB 121.0 . . ? C3B C2B C2 120.0(11) . . ? C3B C2B H2BA 120.0 . . ? C2 C2B H2BA 120.0 . . ? C3C C2C C2A 123.8(13) . . ? C3C C2C H2CA 118.1 . . ? C2A C2C H2CA 118.1 . . ? C2B C3B C1A 124.4(13) . . ? C2B C3B C4B 119.8(11) . . ? C1A C3B C4B 115.8(12) . . ? C1A C3C C2C 119.1(13) . . ? C1A C3C C4C 118.9(11) . . ? C2C C3C C4C 121.9(12) . . ? C1 C3A C2A 117.9(13) . . ? C1 C3A C4A 122.6(12) . . ? C2A C3A C4A 119.4(11) . . ? C2 C3 C4 122.5(12) . . ? C2 C3 C1 119.8(12) . . ? C4 C3 C1 117.6(11) . . ? O1A C4A N1 119.4(13) . . ? O1A C4A C3A 124.2(12) . . ? N1 C4A C3A 116.4(11) . . ? O1C C4C N1A 120.9(12) . . ? O1C C4C C3C 121.9(11) . . ? N1A C4C C3C 117.2(11) . . ? O1 C4 N1 120.6(15) . . ? O1 C4 C3 118.8(12) . . ? N1 C4 C3 120.5(12) . . ? O1B C4B N1A 121.1(13) . . ? O1B C4B C3B 120.3(13) . . ? N1A C4B C3B 118.6(11) . . ? N1 C5 C9 115.4(12) . . ? N1 C5 C6 114.5(11) . . ? C9 C5 C6 107.7(10) . . ? N1 C5 H5A 106.2 . . ? C9 C5 H5A 106.2 . . ? C6 C5 H5A 106.2 . . ? C6A C5A C9A 113.9(13) . . ? C6A C5A N1A 110.8(12) . . ? C9A C5A N1A 106.8(11) . . ? C6A C5A H5AA 108.4 . . ? C9A C5A H5AA 108.4 . . ? N1A C5A H5AA 108.4 . . ? C7A C6A C5A 116.4(13) . . ? C7A C6A H6AA 108.2 . . ? C5A C6A H6AA 108.2 . . ? C7A C6A H6AB 108.2 . . ? C5A C6A H6AB 108.2 . . ? H6AA C6A H6AB 107.3 . . ? C7 C6 C5 117.2(11) . . ? C7 C6 H6A 108.0 . . ? C5 C6 H6A 108.0 . . ? C7 C6 H6B 108.0 . . ? C5 C6 H6B 108.0 . . ? H6A C6 H6B 107.2 . . ? C8C C7A C6A 112.4(16) . . ? C8C C7A C8B 107.7(15) . . ? C6A C7A C8B 110.4(14) . . ? C8C C7A H7AA 108.7 . . ? C6A C7A H7AA 108.7 . . ? C8B C7A H7AA 108.7 . . ? C8A C7 C6 111.5(14) . . ? C8A C7 C8 109.9(16) . . ? C6 C7 C8 112.6(12) . . ? C8A C7 H7A 107.5 . . ? C6 C7 H7A 107.5 . . ? C8 C7 H7A 107.5 . . ? C7 C8A H8AA 109.5 . . ? C7 C8A H8AB 109.5 . . ? H8AA C8A H8AB 109.5 . . ? C7 C8A H8AC 109.5 . . ? H8AA C8A H8AC 109.5 . . ? H8AB C8A H8AC 109.5 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7A C8B H8BA 109.5 . . ? C7A C8B H8BB 109.5 . . ? H8BA C8B H8BB 109.5 . . ? C7A C8B H8BC 109.5 . . ? H8BA C8B H8BC 109.5 . . ? H8BB C8B H8BC 109.5 . . ? C7A C8C H8CA 109.5 . . ? C7A C8C H8CB 109.5 . . ? H8CA C8C H8CB 109.5 . . ? C7A C8C H8CC 109.5 . . ? H8CA C8C H8CC 109.5 . . ? H8CB C8C H8CC 109.5 . . ? O2A C9A O3A 109.1(11) . . ? O2A C9A C5A 111.6(12) . . ? O3A C9A C5A 101.0(11) . . ? O2A C9A H9AA 111.5 . . ? O3A C9A H9AA 111.5 . . ? C5A C9A H9AA 111.5 . . ? O2 C9 O3 112.5(11) . . ? O2 C9 C5 112.3(12) . . ? O3 C9 C5 106.5(12) . . ? O2 C9 H9A 108.5 . . ? O3 C9 H9A 108.5 . . ? C5 C9 H9A 108.5 . . ? O3A C10A C11A 109.1(15) . . ? O3A C10A H10A 109.9 . . ? C11A C10A H10A 109.9 . . ? O3A C10A H10B 109.8 . . ? C11A C10A H10B 109.8 . . ? H10A C10A H10B 108.3 . . ? O3 C10 C11 107.5(14) . . ? O3 C10 H10C 110.2 . . ? C11 C10 H10C 110.2 . . ? O3 C10 H10D 110.2 . . ? C11 C10 H10D 110.2 . . ? H10C C10 H10D 108.5 . . ? C10A C11A H11A 109.5 . . ? C10A C11A H11B 109.5 . . ? H11A C11A H11B 109.5 . . ? C10A C11A H11C 109.5 . . ? H11A C11A H11C 109.5 . . ? H11B C11A H11C 109.5 . . ? C10 C11 H11D 109.5 . . ? C10 C11 H11E 109.5 . . ? H11D C11 H11E 109.5 . . ? C10 C11 H11F 109.5 . . ? H11D C11 H11F 109.5 . . ? H11E C11 H11F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.894 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.894 _refine_diff_density_max 0.330 _refine_diff_density_min -0.279 _refine_diff_density_rms 0.071