# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_Complex6a.CIF _database_code_depnum_ccdc_archive 'CCDC 777053' #TrackingRef 'Cif_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H49 N5 O9' _chemical_formula_sum 'C48 H49 N5 O9' _chemical_formula_weight 839.92 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 trigonal _symmetry_space_group_name_H-M 'P -3' _symmetry_space_group_name_Hall '-P 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' _cell_length_a 15.5323(6) _cell_length_b 15.5323(6) _cell_length_c 11.4631(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2394.99(18) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.165 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9721 _exptl_absorpt_correction_T_max 0.9935 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15166 _diffrn_reflns_av_R_equivalents 0.0626 _diffrn_reflns_av_sigmaI/netI 0.0673 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 24.87 _reflns_number_total 2791 _reflns_number_gt 1912 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1957P)^2^+32.6659P] 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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2791 _refine_ls_number_parameters 187 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2109 _refine_ls_R_factor_gt 0.1807 _refine_ls_wR_factor_ref 0.4985 _refine_ls_wR_factor_gt 0.4861 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.033 _refine_ls_shift/su_mean 0.008 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 C1 C 0.7749(7) 0.3829(9) 0.7967(9) 0.045(3) Uani 1 1 d . . . H1A H 0.7841 0.4143 0.8743 0.054 Uiso 1 1 calc R . . H1B H 0.7960 0.3325 0.8019 0.054 Uiso 1 1 calc R . . C2 C 0.8370(9) 0.4596(9) 0.7091(9) 0.052(3) Uani 1 1 d . . . H2A H 0.8188 0.5122 0.7052 0.063 Uiso 1 1 calc R . . H2B H 0.9084 0.4906 0.7290 0.063 Uiso 1 1 calc R . . C3 C 0.8569(8) 0.4616(8) 0.5009(9) 0.045(3) Uani 1 1 d . . . C4 C 0.9262(8) 0.5640(8) 0.5027(9) 0.049(3) Uani 1 1 d . . . H4 H 0.9449 0.5999 0.5741 0.059 Uiso 1 1 calc R . . C5 C 0.9667(8) 0.6115(9) 0.3969(10) 0.050(3) Uani 1 1 d . . . H5 H 1.0177 0.6793 0.3964 0.060 Uiso 1 1 calc R . . C6 C 0.9329(7) 0.5600(7) 0.2915(8) 0.036(2) Uani 1 1 d . . . C7 C 0.8621(7) 0.4595(8) 0.2932(8) 0.039(2) Uani 1 1 d . . . H7 H 0.8390 0.4240 0.2219 0.047 Uiso 1 1 calc R . . C8 C 0.8249(7) 0.4108(7) 0.3982(8) 0.037(2) Uani 1 1 d . . . H8 H 0.7771 0.3419 0.3988 0.044 Uiso 1 1 calc R . . C9 C 0.9782(7) 0.6136(8) 0.1800(9) 0.042(2) Uani 1 1 d . . . C10 C 0.9567(8) 0.6336(8) -0.0255(9) 0.044(3) Uani 1 1 d . . . C11 C 1.0506(8) 0.6620(8) -0.0744(9) 0.043(2) Uani 1 1 d . . . H11 H 1.0935 0.6433 -0.0374 0.052 Uiso 1 1 calc R . . C12 C 1.0799(9) 0.7167(9) -0.1752(9) 0.050(3) Uani 1 1 d . . . H12 H 1.1451 0.7387 -0.2036 0.060 Uiso 1 1 calc R . . C13 C 1.0206(10) 0.7406(10) -0.2358(10) 0.060(3) Uani 1 1 d . . . C14 C 0.9266(9) 0.7105(9) -0.1916(11) 0.057(3) Uani 1 1 d . . . H14 H 0.8835 0.7265 -0.2329 0.069 Uiso 1 1 calc R . . C15 C 0.8947(8) 0.6577(8) -0.0886(9) 0.046(3) Uani 1 1 d . . . H15 H 0.8298 0.6375 -0.0603 0.055 Uiso 1 1 calc R . . C16 C 1.0589(14) 0.8022(13) -0.3462(13) 0.091(5) Uani 1 1 d . . . H16A H 1.0061 0.8111 -0.3805 0.136 Uiso 1 1 calc R . . H16B H 1.0792 0.7680 -0.4020 0.136 Uiso 1 1 calc R . . H16C H 1.1160 0.8673 -0.3272 0.136 Uiso 1 1 calc R . . N1 N 0.6667 0.3333 0.7620(12) 0.033(3) Uani 1 3 d S . . H1 H 0.6667 0.3333 0.6808 0.040 Uiso 1 3 calc SR . . N2 N 0.9258(6) 0.5833(6) 0.0820(7) 0.041(2) Uani 1 1 d . . . H2 H 0.8679 0.5281 0.0843 0.049 Uiso 1 1 calc R . . O1 O 0.8164(5) 0.4072(6) 0.6007(6) 0.049(2) Uani 1 1 d . . . O2 O 1.0636(6) 0.6887(6) 0.1823(7) 0.058(2) Uani 1 1 d . . . N3 N 0.6667 0.3333 0.0728(11) 0.028(3) Uani 1 3 d S . . O3 O 0.5742(5) 0.2780(5) 0.0720(6) 0.0423(18) Uani 1 1 d . . . 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 C1 0.041(6) 0.065(7) 0.030(5) 0.006(5) 0.003(4) 0.027(5) C2 0.047(6) 0.067(8) 0.035(6) -0.002(5) -0.001(5) 0.023(6) C3 0.041(6) 0.054(6) 0.032(5) 0.011(5) 0.011(4) 0.018(5) C4 0.043(6) 0.054(7) 0.024(5) -0.003(5) -0.003(4) 0.005(5) C5 0.040(6) 0.051(6) 0.043(6) 0.001(5) -0.005(5) 0.011(5) C6 0.033(5) 0.038(5) 0.033(5) -0.002(4) 0.000(4) 0.014(4) C7 0.030(5) 0.051(6) 0.030(5) 0.002(4) 0.002(4) 0.016(5) C8 0.033(5) 0.043(5) 0.025(5) 0.009(4) 0.009(4) 0.012(4) C9 0.026(5) 0.051(6) 0.040(6) 0.001(5) -0.001(4) 0.013(5) C10 0.039(6) 0.037(5) 0.039(6) -0.010(4) -0.004(5) 0.007(5) C11 0.040(6) 0.048(6) 0.044(6) 0.001(5) 0.004(5) 0.023(5) C12 0.049(6) 0.060(7) 0.030(5) -0.002(5) -0.010(5) 0.020(6) C13 0.079(9) 0.061(8) 0.038(6) -0.007(5) -0.002(6) 0.034(7) C14 0.048(7) 0.062(7) 0.061(8) 0.006(6) -0.010(6) 0.026(6) C15 0.035(5) 0.063(7) 0.042(6) 0.004(5) 0.008(5) 0.026(5) C16 0.111(13) 0.098(12) 0.059(9) 0.031(8) 0.011(9) 0.049(11) N1 0.035(4) 0.035(4) 0.030(7) 0.000 0.000 0.018(2) N2 0.036(4) 0.040(5) 0.036(5) 0.005(4) -0.002(4) 0.012(4) O1 0.049(4) 0.052(4) 0.027(4) 0.003(3) 0.005(3) 0.011(4) O2 0.048(5) 0.061(5) 0.044(5) -0.001(4) 0.005(4) 0.011(4) N3 0.026(4) 0.026(4) 0.032(7) 0.000 0.000 0.013(2) O3 0.029(3) 0.033(4) 0.054(5) -0.006(3) 0.000(3) 0.008(3) _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 C1 C2 1.486(15) . ? C1 N1 1.512(11) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 O1 1.432(13) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C8 1.365(15) . ? C3 O1 1.374(12) . ? C3 C4 1.406(15) . ? C4 C5 1.396(15) . ? C4 H4 0.9500 . ? C5 C6 1.398(15) . ? C5 H5 0.9500 . ? C6 C7 1.389(14) . ? C6 C9 1.495(14) . ? C7 C8 1.386(13) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 O2 1.254(12) . ? C9 N2 1.328(13) . ? C10 C15 1.397(15) . ? C10 C11 1.411(15) . ? C10 N2 1.408(13) . ? C11 C12 1.370(15) . ? C11 H11 0.9500 . ? C12 C13 1.346(17) . ? C12 H12 0.9500 . ? C13 C14 1.387(18) . ? C13 C16 1.516(18) . ? C14 C15 1.381(16) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? N1 C1 1.512(11) 3_665 ? N1 C1 1.512(11) 2_655 ? N1 H1 0.9300 . ? N2 H2 0.8800 . ? N3 O3 1.251(6) 2_655 ? N3 O3 1.251(6) . ? N3 O3 1.251(6) 3_665 ? 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 C1 N1 110.0(9) . . ? C2 C1 H1A 109.7 . . ? N1 C1 H1A 109.7 . . ? C2 C1 H1B 109.7 . . ? N1 C1 H1B 109.7 . . ? H1A C1 H1B 108.2 . . ? O1 C2 C1 105.0(9) . . ? O1 C2 H2A 110.7 . . ? C1 C2 H2A 110.7 . . ? O1 C2 H2B 110.7 . . ? C1 C2 H2B 110.7 . . ? H2A C2 H2B 108.8 . . ? C8 C3 O1 116.1(9) . . ? C8 C3 C4 121.2(9) . . ? O1 C3 C4 122.7(9) . . ? C5 C4 C3 118.2(10) . . ? C5 C4 H4 120.9 . . ? C3 C4 H4 120.9 . . ? C4 C5 C6 120.5(10) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.8 . . ? C5 C6 C7 119.4(9) . . ? C5 C6 C9 118.8(9) . . ? C7 C6 C9 121.7(9) . . ? C8 C7 C6 120.3(9) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C3 C8 C7 120.1(9) . . ? C3 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? O2 C9 N2 121.5(9) . . ? O2 C9 C6 119.0(9) . . ? N2 C9 C6 119.4(9) . . ? C15 C10 C11 117.0(10) . . ? C15 C10 N2 120.8(9) . . ? C11 C10 N2 122.2(10) . . ? C12 C11 C10 120.0(10) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C13 C12 C11 123.1(11) . . ? C13 C12 H12 118.5 . . ? C11 C12 H12 118.4 . . ? C12 C13 C14 117.9(11) . . ? C12 C13 C16 120.0(13) . . ? C14 C13 C16 122.1(13) . . ? C13 C14 C15 121.2(11) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? C10 C15 C14 120.7(10) . . ? C10 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C1 N1 C1 113.3(5) . 3_665 ? C1 N1 C1 113.3(5) . 2_655 ? C1 N1 C1 113.3(5) 3_665 2_655 ? C1 N1 H1 105.3 . . ? C1 N1 H1 105.3 3_665 . ? C1 N1 H1 105.3 2_655 . ? C9 N2 C10 124.4(9) . . ? C9 N2 H2 117.8 . . ? C10 N2 H2 117.8 . . ? C3 O1 C2 118.0(9) . . ? O3 N3 O3 119.995(19) 2_655 . ? O3 N3 O3 119.99(2) 2_655 3_665 ? O3 N3 O3 119.995(19) . 3_665 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.87 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.723 _refine_diff_density_min -0.743 _refine_diff_density_rms 0.132 data_Dimer(5.5).CIF _database_code_depnum_ccdc_archive 'CCDC 863976' #TrackingRef 'Cif_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C45 H39 N7 O12' _chemical_formula_sum 'C45 H39 N7 O12' _chemical_formula_weight 869.83 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 23.327(14) _cell_length_b 11.333(6) _cell_length_c 15.245(9) _cell_angle_alpha 90.00 _cell_angle_beta 99.697(15) _cell_angle_gamma 90.00 _cell_volume 3973(4) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.454 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1816 _exptl_absorpt_coefficient_mu 0.108 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9582 _exptl_absorpt_correction_T_max 0.9925 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6537 _diffrn_reflns_av_R_equivalents 0.0554 _diffrn_reflns_av_sigmaI/netI 0.1147 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.65 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4927 _reflns_number_gt 2848 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.2000P)^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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4927 _refine_ls_number_parameters 571 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2315 _refine_ls_R_factor_gt 0.1700 _refine_ls_wR_factor_ref 0.4923 _refine_ls_wR_factor_gt 0.4652 _refine_ls_goodness_of_fit_ref 1.651 _refine_ls_restrained_S_all 1.651 _refine_ls_shift/su_max 0.071 _refine_ls_shift/su_mean 0.014 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 C1 C -0.0034(4) 0.4756(13) 0.3666(10) 0.043(4) Uani 1 1 d . . . H1A H 0.0009 0.5619 0.3759 0.051 Uiso 1 1 calc R . . H1B H 0.0150 0.4368 0.4224 0.051 Uiso 1 1 calc R . . C2 C -0.0685(4) 0.4466(11) 0.3517(10) 0.035(3) Uani 1 1 d . . . H2A H -0.0898 0.4880 0.2990 0.042 Uiso 1 1 calc R . . H2B H -0.0754 0.3606 0.3449 0.042 Uiso 1 1 calc R . . C3 C -0.1407(4) 0.4804(11) 0.4497(10) 0.032(3) Uani 1 1 d . . . C4 C -0.1489(4) 0.5048(12) 0.5326(10) 0.038(4) Uani 1 1 d . . . H4 H -0.1163 0.5248 0.5763 0.046 Uiso 1 1 calc R . . C5 C -0.2025(5) 0.5018(13) 0.5560(10) 0.047(4) Uani 1 1 d . . . H5 H -0.2067 0.5224 0.6150 0.057 Uiso 1 1 calc R . . C6 C -0.2523(4) 0.4685(11) 0.4939(10) 0.035(4) Uani 1 1 d . . . C7 C -0.2417(5) 0.4425(12) 0.4098(11) 0.044(4) Uani 1 1 d . . . H7 H -0.2741 0.4212 0.3661 0.052 Uiso 1 1 calc R . . C8 C -0.1870(5) 0.4449(11) 0.3834(10) 0.037(4) Uani 1 1 d . . . H8 H -0.1816 0.4240 0.3250 0.044 Uiso 1 1 calc R . . C9 C -0.3117(5) 0.4644(13) 0.5142(11) 0.047(4) Uani 1 1 d . . . C10 C -0.3659(5) 0.5100(14) 0.6352(9) 0.042(4) Uani 1 1 d . . . C11 C -0.4235(5) 0.4849(14) 0.5921(13) 0.066(6) Uani 1 1 d . . . H11 H -0.4293 0.4582 0.5322 0.079 Uiso 1 1 calc R . . C12 C -0.4696(5) 0.4974(15) 0.6323(12) 0.057(5) Uani 1 1 d . . . H12 H -0.5074 0.4838 0.5994 0.069 Uiso 1 1 calc R . . C13 C -0.4636(5) 0.5300(14) 0.7218(13) 0.059(5) Uani 1 1 d . . . H13 H -0.4967 0.5398 0.7497 0.071 Uiso 1 1 calc R . . C14 C -0.4089(5) 0.5472(13) 0.7679(13) 0.054(5) Uani 1 1 d . . . H14 H -0.4034 0.5634 0.8299 0.065 Uiso 1 1 calc R . . C15 C -0.3617(4) 0.5413(11) 0.7249(9) 0.033(3) Uani 1 1 d . . . C16 C 0.0172(5) 0.5164(11) 0.2205(11) 0.043(4) Uani 1 1 d . . . H16A H -0.0076 0.5832 0.2329 0.052 Uiso 1 1 calc R . . H16B H -0.0044 0.4711 0.1700 0.052 Uiso 1 1 calc R . . C17 C 0.0743(4) 0.5648(10) 0.1946(9) 0.030(3) Uani 1 1 d . . . H17A H 0.0948 0.6154 0.2429 0.036 Uiso 1 1 calc R . . H17B H 0.1003 0.4987 0.1851 0.036 Uiso 1 1 calc R . . C18 C 0.1019(4) 0.6506(10) 0.0649(9) 0.030(3) Uani 1 1 d . . . C19 C 0.0817(5) 0.6929(12) -0.0219(11) 0.045(4) Uani 1 1 d . . . H19 H 0.0414 0.7080 -0.0403 0.055 Uiso 1 1 calc R . . C20 C 0.1179(5) 0.7116(12) -0.0776(10) 0.046(4) Uani 1 1 d . . . H20 H 0.1035 0.7435 -0.1347 0.055 Uiso 1 1 calc R . . C21 C 0.1791(4) 0.6852(11) -0.0546(10) 0.036(4) Uani 1 1 d . . . C22 C 0.1976(4) 0.6406(12) 0.0308(10) 0.043(4) Uani 1 1 d . . . H22 H 0.2374 0.6208 0.0487 0.052 Uiso 1 1 calc R . . C23 C 0.1588(5) 0.6240(12) 0.0913(10) 0.043(4) Uani 1 1 d . . . H23 H 0.1723 0.5947 0.1495 0.052 Uiso 1 1 calc R . . C24 C 0.2150(5) 0.7083(12) -0.1205(10) 0.043(4) Uani 1 1 d . . . C25 C 0.3191(4) 0.6961(12) -0.1447(11) 0.039(4) Uani 1 1 d . . . C26 C 0.3116(5) 0.7358(13) -0.2332(10) 0.041(4) Uani 1 1 d . . . H26 H 0.2730 0.7525 -0.2617 0.049 Uiso 1 1 calc R . . C27 C 0.3555(5) 0.7524(14) -0.2816(13) 0.061(5) Uani 1 1 d . . . H27 H 0.3479 0.7784 -0.3416 0.073 Uiso 1 1 calc R . . C28 C 0.4119(6) 0.7290(14) -0.2381(13) 0.063(5) Uani 1 1 d . . . H28 H 0.4435 0.7454 -0.2682 0.075 Uiso 1 1 calc R . . C29 C 0.4237(5) 0.6828(18) -0.1525(14) 0.072(6) Uani 1 1 d . . . H29 H 0.4621 0.6602 -0.1272 0.086 Uiso 1 1 calc R . . C30 C 0.3771(5) 0.6698(12) -0.1030(11) 0.048(4) Uani 1 1 d . . . C31 C 0.0299(4) 0.3158(11) 0.2777(9) 0.038(4) Uani 1 1 d . . . H31A H -0.0078 0.2937 0.2414 0.046 Uiso 1 1 calc R . . H31B H 0.0335 0.2722 0.3346 0.046 Uiso 1 1 calc R . . C32 C 0.0775(4) 0.2762(11) 0.2301(9) 0.032(3) Uani 1 1 d . . . H32A H 0.1140 0.3187 0.2531 0.039 Uiso 1 1 calc R . . H32B H 0.0844 0.1905 0.2387 0.039 Uiso 1 1 calc R . . C33 C 0.1015(5) 0.3092(11) 0.0815(9) 0.041(4) Uani 1 1 d . . . C34 C 0.0824(4) 0.3607(11) 0.0019(9) 0.033(3) Uani 1 1 d . . . H34 H 0.0430 0.3850 -0.0132 0.040 Uiso 1 1 calc R . . C35 C 0.1199(5) 0.3777(11) -0.0569(10) 0.038(4) Uani 1 1 d . . . H35 H 0.1067 0.4176 -0.1113 0.046 Uiso 1 1 calc R . . C36 C 0.1781(5) 0.3371(13) -0.0381(10) 0.042(4) Uani 1 1 d . . . C37 C 0.1948(4) 0.2802(11) 0.0472(10) 0.041(4) Uani 1 1 d . . . H37 H 0.2336 0.2530 0.0643 0.049 Uiso 1 1 calc R . . C38 C 0.1567(4) 0.2654(10) 0.1022(10) 0.032(3) Uani 1 1 d . . . H38 H 0.1680 0.2238 0.1564 0.039 Uiso 1 1 calc R . . C39 C 0.2144(5) 0.3557(11) -0.1019(10) 0.038(4) Uani 1 1 d . . . C40 C 0.3196(4) 0.3409(12) -0.1222(10) 0.037(4) Uani 1 1 d . . . C41 C 0.3124(5) 0.3798(14) -0.2102(11) 0.049(4) Uani 1 1 d . . . H41 H 0.2747 0.4019 -0.2392 0.059 Uiso 1 1 calc R . . C42 C 0.3580(5) 0.3872(15) -0.2561(11) 0.053(4) Uani 1 1 d . . . H42 H 0.3516 0.4128 -0.3163 0.064 Uiso 1 1 calc R . . C43 C 0.4143(5) 0.3565(15) -0.2135(12) 0.055(5) Uani 1 1 d . . . H43 H 0.4461 0.3602 -0.2449 0.066 Uiso 1 1 calc R . . C44 C 0.4229(5) 0.3207(15) -0.1252(13) 0.062(5) Uani 1 1 d . . . H44 H 0.4610 0.3055 -0.0941 0.075 Uiso 1 1 calc R . . C45 C 0.3762(5) 0.3079(13) -0.0841(10) 0.044(4) Uani 1 1 d . . . N1 N 0.0288(3) 0.4422(9) 0.2969(7) 0.036(3) Uani 1 1 d . . . N2 N -0.3175(4) 0.5039(11) 0.5946(8) 0.045(3) Uani 1 1 d . . . H2' H -0.2852 0.5303 0.6269 0.054 Uiso 1 1 calc R . . N3 N -0.3043(5) 0.5595(12) 0.7814(10) 0.051(4) Uani 1 1 d . . . N4 N 0.2735(4) 0.6816(10) -0.0982(8) 0.041(3) Uani 1 1 d . . . H4' H 0.2834 0.6499 -0.0452 0.049 Uiso 1 1 calc R . . N5 N 0.3921(4) 0.6319(13) -0.0150(9) 0.057(4) Uani 1 1 d . . . N6 N 0.2737(4) 0.3357(12) -0.0745(9) 0.058(4) Uani 1 1 d . . . H6' H 0.2837 0.3169 -0.0180 0.070 Uiso 1 1 calc R . . N7 N 0.3906(4) 0.2648(11) 0.0075(8) 0.043(3) Uani 1 1 d . . . O1 O -0.0843(3) 0.4901(9) 0.4323(7) 0.053(3) Uani 1 1 d . . . O2 O -0.3520(3) 0.4235(10) 0.4590(7) 0.063(3) Uani 1 1 d . . . O3 O -0.2620(4) 0.5782(13) 0.7471(8) 0.089(5) Uani 1 1 d . . . O4 O -0.3020(4) 0.5613(11) 0.8611(8) 0.075(4) Uani 1 1 d . . . O5 O 0.0599(3) 0.6303(8) 0.1165(6) 0.038(2) Uani 1 1 d . . . O6 O 0.1956(4) 0.7490(10) -0.1965(7) 0.059(3) Uani 1 1 d . . . O7 O 0.3543(4) 0.5917(15) 0.0276(9) 0.105(4) Uani 1 1 d . . . O8 O 0.4420(4) 0.6379(15) 0.0204(8) 0.105(4) Uani 1 1 d . . . O9 O 0.0594(3) 0.3017(7) 0.1396(6) 0.033(2) Uani 1 1 d . . . O10 O 0.1963(4) 0.3899(11) -0.1784(7) 0.063(3) Uani 1 1 d . . . O11 O 0.3535(4) 0.2398(11) 0.0484(8) 0.071(4) Uani 1 1 d . . . O12 O 0.4390(4) 0.2542(13) 0.0434(8) 0.097(5) Uani 1 1 d . . . 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 C1 0.029(6) 0.052(9) 0.049(11) -0.010(7) 0.011(6) 0.000(5) C2 0.033(6) 0.036(8) 0.039(10) -0.004(7) 0.020(5) -0.005(5) C3 0.021(5) 0.035(7) 0.044(11) -0.006(7) 0.020(5) -0.004(4) C4 0.017(5) 0.065(10) 0.034(10) 0.004(7) 0.006(5) 0.002(5) C5 0.035(6) 0.064(10) 0.043(11) 0.005(8) 0.006(6) 0.006(5) C6 0.026(5) 0.039(8) 0.039(11) 0.000(7) 0.005(6) 0.002(4) C7 0.037(6) 0.042(9) 0.051(12) 0.008(8) 0.004(6) -0.003(5) C8 0.051(7) 0.030(8) 0.031(10) -0.008(6) 0.013(6) -0.006(5) C9 0.033(6) 0.057(10) 0.050(12) 0.002(8) 0.001(7) -0.011(5) C10 0.034(6) 0.074(11) 0.021(9) -0.004(8) 0.011(6) 0.010(6) C11 0.043(8) 0.053(10) 0.096(15) 0.008(10) -0.005(8) 0.000(6) C12 0.035(7) 0.079(12) 0.061(14) 0.012(10) 0.016(7) 0.001(6) C13 0.041(7) 0.068(12) 0.076(15) -0.031(10) 0.031(7) -0.001(6) C14 0.047(7) 0.048(10) 0.071(13) 0.006(9) 0.017(7) 0.002(6) C15 0.033(6) 0.033(8) 0.037(10) -0.001(7) 0.018(6) 0.003(4) C16 0.040(6) 0.019(7) 0.075(12) 0.017(7) 0.021(6) 0.004(4) C17 0.036(6) 0.022(7) 0.036(9) 0.003(6) 0.020(5) -0.009(4) C18 0.026(5) 0.022(7) 0.044(10) -0.010(6) 0.015(5) -0.004(4) C19 0.028(6) 0.040(8) 0.067(12) 0.001(8) 0.005(6) 0.004(5) C20 0.037(6) 0.044(9) 0.053(11) 0.003(8) 0.001(6) -0.008(5) C21 0.032(6) 0.032(8) 0.046(10) -0.004(7) 0.008(6) 0.005(5) C22 0.023(5) 0.057(9) 0.050(11) 0.008(8) 0.006(6) -0.005(5) C23 0.040(6) 0.040(8) 0.051(11) 0.012(7) 0.013(6) -0.012(5) C24 0.038(6) 0.042(8) 0.046(11) 0.019(7) 0.002(6) -0.005(5) C25 0.023(5) 0.040(8) 0.061(12) -0.022(8) 0.023(6) -0.013(4) C26 0.044(7) 0.050(9) 0.033(10) -0.006(7) 0.020(6) -0.007(5) C27 0.049(8) 0.059(11) 0.078(14) -0.017(9) 0.023(8) -0.009(6) C28 0.051(8) 0.059(11) 0.082(16) 0.000(10) 0.021(8) -0.019(7) C29 0.029(7) 0.115(16) 0.079(15) -0.029(12) 0.032(8) -0.019(7) C30 0.044(7) 0.038(9) 0.066(13) 0.005(8) 0.020(7) -0.004(5) C31 0.035(6) 0.028(7) 0.051(10) 0.016(7) 0.005(6) 0.001(4) C32 0.031(5) 0.039(8) 0.031(9) 0.015(6) 0.016(5) 0.001(4) C33 0.041(6) 0.031(8) 0.050(11) 0.007(7) 0.001(6) -0.021(5) C34 0.026(5) 0.044(8) 0.032(9) 0.001(7) 0.009(5) 0.004(4) C35 0.040(6) 0.021(7) 0.048(10) -0.001(6) -0.009(6) 0.006(5) C36 0.032(6) 0.057(10) 0.042(11) -0.017(8) 0.017(6) 0.000(5) C37 0.018(5) 0.036(8) 0.068(11) 0.002(7) 0.007(6) 0.008(4) C38 0.028(5) 0.016(6) 0.058(11) 0.003(6) 0.018(5) 0.006(4) C39 0.036(6) 0.028(7) 0.048(11) -0.011(7) 0.004(6) -0.005(5) C40 0.026(6) 0.045(9) 0.044(11) -0.004(7) 0.018(6) 0.003(5) C41 0.042(7) 0.068(11) 0.040(11) 0.007(8) 0.016(7) -0.003(6) C42 0.055(8) 0.066(11) 0.044(11) 0.008(9) 0.026(7) -0.002(6) C43 0.045(7) 0.066(11) 0.061(13) -0.008(9) 0.026(7) -0.011(6) C44 0.029(7) 0.073(12) 0.087(16) -0.025(11) 0.016(8) -0.002(6) C45 0.042(7) 0.045(9) 0.046(11) -0.003(8) 0.011(6) 0.003(5) N1 0.029(5) 0.034(7) 0.045(8) 0.007(6) 0.009(5) -0.001(4) N2 0.026(5) 0.081(10) 0.031(9) -0.013(7) 0.016(5) -0.002(4) N3 0.054(7) 0.070(10) 0.032(10) -0.015(7) 0.018(6) -0.011(5) N4 0.035(5) 0.055(8) 0.035(8) 0.002(6) 0.014(5) 0.000(4) N5 0.028(5) 0.096(11) 0.047(9) 0.006(7) 0.007(5) -0.005(5) N6 0.045(6) 0.074(10) 0.055(10) -0.014(7) 0.006(6) 0.002(5) N7 0.024(5) 0.073(9) 0.035(9) -0.009(6) 0.008(5) 0.006(5) O1 0.036(4) 0.074(8) 0.054(8) -0.008(6) 0.018(4) -0.011(4) O2 0.036(4) 0.101(9) 0.052(8) -0.034(6) 0.009(4) -0.023(5) O3 0.033(5) 0.156(13) 0.077(10) -0.059(9) 0.009(5) -0.016(6) O4 0.073(7) 0.110(11) 0.041(9) 0.001(7) 0.006(6) -0.036(6) O5 0.033(4) 0.040(6) 0.045(7) 0.008(5) 0.015(4) 0.005(3) O6 0.050(5) 0.099(9) 0.034(7) 0.013(6) 0.026(5) 0.013(5) O7 0.044(4) 0.195(12) 0.072(7) 0.024(7) 0.002(4) -0.015(5) O8 0.044(4) 0.195(12) 0.072(7) 0.024(7) 0.002(4) -0.015(5) O9 0.031(4) 0.041(6) 0.031(6) -0.003(4) 0.016(4) -0.002(3) O10 0.046(5) 0.115(10) 0.031(7) 0.018(6) 0.017(5) 0.008(5) O11 0.049(6) 0.102(10) 0.062(9) 0.020(7) 0.006(5) 0.022(5) O12 0.034(5) 0.170(15) 0.080(10) 0.018(9) -0.011(5) -0.001(6) _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 C1 N1 1.451(17) . ? C1 C2 1.531(14) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 O1 1.429(16) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.339(18) . ? C3 O1 1.389(14) . ? C3 C8 1.408(16) . ? C4 C5 1.356(18) . ? C4 H4 0.9500 . ? C5 C6 1.421(16) . ? C5 H5 0.9500 . ? C6 C7 1.38(2) . ? C6 C9 1.469(19) . ? C7 C8 1.401(19) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 O2 1.241(14) . ? C9 N2 1.333(19) . ? C10 N2 1.377(18) . ? C10 C15 1.401(19) . ? C10 C11 1.422(16) . ? C11 C12 1.33(2) . ? C11 H11 0.9500 . ? C12 C13 1.40(2) . ? C12 H12 0.9500 . ? C13 C14 1.363(18) . ? C13 H13 0.9500 . ? C14 C15 1.37(2) . ? C14 H14 0.9500 . ? C15 N3 1.478(15) . ? C16 N1 1.425(17) . ? C16 C17 1.552(16) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 O5 1.395(14) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C23 1.356(15) . ? C18 O5 1.375(15) . ? C18 C19 1.412(19) . ? C19 C20 1.31(2) . ? C19 H19 0.9500 . ? C20 C21 1.444(15) . ? C20 H20 0.9500 . ? C21 C22 1.396(19) . ? C21 C24 1.44(2) . ? C22 C23 1.41(2) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 O6 1.259(16) . ? C24 N4 1.382(13) . ? C25 N4 1.385(17) . ? C25 C30 1.425(16) . ? C25 C26 1.40(2) . ? C26 C27 1.37(2) . ? C26 H26 0.9500 . ? C27 C28 1.395(18) . ? C27 H27 0.9500 . ? C28 C29 1.39(2) . ? C28 H28 0.9500 . ? C29 C30 1.43(2) . ? C29 H29 0.9500 . ? C30 N5 1.396(19) . ? C31 N1 1.463(15) . ? C31 C32 1.494(18) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 O9 1.403(14) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.352(18) . ? C33 C38 1.366(15) . ? C33 O9 1.432(16) . ? C34 C35 1.367(19) . ? C34 H34 0.9500 . ? C35 C36 1.417(15) . ? C35 H35 0.9500 . ? C36 C39 1.41(2) . ? C36 C37 1.44(2) . ? C37 C38 1.332(19) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 O10 1.233(16) . ? C39 N6 1.395(14) . ? C40 C41 1.40(2) . ? C40 N6 1.393(18) . ? C40 C45 1.399(15) . ? C41 C42 1.37(2) . ? C41 H41 0.9500 . ? C42 C43 1.407(18) . ? C42 H42 0.9500 . ? C43 C44 1.39(2) . ? C43 H43 0.9500 . ? C44 C45 1.35(2) . ? C44 H44 0.9500 . ? C45 N7 1.464(18) . ? N2 H2' 0.8800 . ? N3 O4 1.208(15) . ? N3 O3 1.212(16) . ? N4 H4' 0.8800 . ? N5 O8 1.198(12) . ? N5 O7 1.265(16) . ? N6 H6' 0.8800 . ? N7 O12 1.175(11) . ? N7 O11 1.183(15) . ? 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 N1 C1 C2 117.2(10) . . ? N1 C1 H1A 108.0 . . ? C2 C1 H1A 108.0 . . ? N1 C1 H1B 108.0 . . ? C2 C1 H1B 108.0 . . ? H1A C1 H1B 107.2 . . ? O1 C2 C1 101.0(9) . . ? O1 C2 H2A 111.6 . . ? C1 C2 H2A 111.6 . . ? O1 C2 H2B 111.6 . . ? C1 C2 H2B 111.6 . . ? H2A C2 H2B 109.4 . . ? C4 C3 O1 117.1(10) . . ? C4 C3 C8 121.4(11) . . ? O1 C3 C8 121.5(14) . . ? C3 C4 C5 121.9(11) . . ? C3 C4 H4 119.0 . . ? C5 C4 H4 119.0 . . ? C4 C5 C6 121.2(16) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C7 C6 C5 114.9(12) . . ? C7 C6 C9 120.8(11) . . ? C5 C6 C9 124.2(15) . . ? C6 C7 C8 125.3(11) . . ? C6 C7 H7 117.3 . . ? C8 C7 H7 117.3 . . ? C7 C8 C3 115.2(15) . . ? C7 C8 H8 122.4 . . ? C3 C8 H8 122.4 . . ? O2 C9 N2 124.4(13) . . ? O2 C9 C6 120.2(16) . . ? N2 C9 C6 115.4(10) . . ? N2 C10 C15 121.6(10) . . ? N2 C10 C11 124.3(14) . . ? C15 C10 C11 114.0(13) . . ? C12 C11 C10 122.7(18) . . ? C12 C11 H11 118.6 . . ? C10 C11 H11 118.6 . . ? C11 C12 C13 121.3(14) . . ? C11 C12 H12 119.3 . . ? C13 C12 H12 119.3 . . ? C14 C13 C12 118.2(14) . . ? C14 C13 H13 120.9 . . ? C12 C13 H13 120.9 . . ? C15 C14 C13 120.2(17) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C10 123.2(11) . . ? C14 C15 N3 115.8(14) . . ? C10 C15 N3 120.8(11) . . ? N1 C16 C17 111.4(9) . . ? N1 C16 H16A 109.4 . . ? C17 C16 H16A 109.4 . . ? N1 C16 H16B 109.3 . . ? C17 C16 H16B 109.3 . . ? H16A C16 H16B 108.0 . . ? O5 C17 C16 108.2(9) . . ? O5 C17 H17A 110.1 . . ? C16 C17 H17A 110.1 . . ? O5 C17 H17B 110.1 . . ? C16 C17 H17B 110.1 . . ? H17A C17 H17B 108.4 . . ? C23 C18 O5 123.3(12) . . ? C23 C18 C19 120.6(12) . . ? O5 C18 C19 115.9(9) . . ? C20 C19 C18 120.8(11) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C19 C20 C21 121.9(13) . . ? C19 C20 H20 119.1 . . ? C21 C20 H20 119.0 . . ? C22 C21 C24 126.5(10) . . ? C22 C21 C20 116.0(13) . . ? C24 C21 C20 117.5(11) . . ? C21 C22 C23 121.9(11) . . ? C21 C22 H22 119.0 . . ? C23 C22 H22 119.1 . . ? C18 C23 C22 118.8(13) . . ? C18 C23 H23 120.6 . . ? C22 C23 H23 120.6 . . ? O6 C24 N4 119.5(13) . . ? O6 C24 C21 123.4(11) . . ? N4 C24 C21 117.1(11) . . ? N4 C25 C30 120.0(14) . . ? N4 C25 C26 123.1(11) . . ? C30 C25 C26 116.9(12) . . ? C27 C26 C25 125.1(13) . . ? C27 C26 H26 117.4 . . ? C25 C26 H26 117.4 . . ? C26 C27 C28 116.6(17) . . ? C26 C27 H27 121.7 . . ? C28 C27 H27 121.7 . . ? C29 C28 C27 122.6(16) . . ? C29 C28 H28 118.7 . . ? C27 C28 H28 118.7 . . ? C28 C29 C30 119.1(15) . . ? C28 C29 H29 120.5 . . ? C30 C29 H29 120.5 . . ? N5 C30 C25 124.0(13) . . ? N5 C30 C29 116.6(13) . . ? C25 C30 C29 119.4(16) . . ? N1 C31 C32 115.6(10) . . ? N1 C31 H31A 108.4 . . ? C32 C31 H31A 108.4 . . ? N1 C31 H31B 108.4 . . ? C32 C31 H31B 108.4 . . ? H31A C31 H31B 107.5 . . ? O9 C32 C31 106.9(8) . . ? O9 C32 H32A 110.3 . . ? C31 C32 H32A 110.3 . . ? O9 C32 H32B 110.3 . . ? C31 C32 H32B 110.4 . . ? H32A C32 H32B 108.6 . . ? C34 C33 C38 121.3(13) . . ? C34 C33 O9 115.1(11) . . ? C38 C33 O9 123.6(12) . . ? C33 C34 C35 119.9(11) . . ? C33 C34 H34 120.0 . . ? C35 C34 H34 120.0 . . ? C34 C35 C36 121.3(12) . . ? C34 C35 H35 119.3 . . ? C36 C35 H35 119.4 . . ? C39 C36 C35 118.7(13) . . ? C39 C36 C37 125.9(11) . . ? C35 C36 C37 115.5(12) . . ? C38 C37 C36 121.0(10) . . ? C38 C37 H37 119.5 . . ? C36 C37 H37 119.5 . . ? C37 C38 C33 120.8(13) . . ? C37 C38 H38 119.6 . . ? C33 C38 H38 119.6 . . ? O10 C39 N6 120.0(13) . . ? O10 C39 C36 123.3(11) . . ? N6 C39 C36 116.7(12) . . ? C41 C40 N6 122.4(11) . . ? C41 C40 C45 115.8(12) . . ? N6 C40 C45 121.7(14) . . ? C42 C41 C40 122.2(12) . . ? C42 C41 H41 118.9 . . ? C40 C41 H41 118.9 . . ? C41 C42 C43 119.6(16) . . ? C41 C42 H42 120.2 . . ? C43 C42 H42 120.2 . . ? C44 C43 C42 119.4(14) . . ? C44 C43 H43 120.3 . . ? C42 C43 H43 120.3 . . ? C45 C44 C43 119.0(13) . . ? C45 C44 H44 120.5 . . ? C43 C44 H44 120.5 . . ? C44 C45 C40 123.7(16) . . ? C44 C45 N7 113.8(12) . . ? C40 C45 N7 122.3(13) . . ? C16 N1 C1 113.2(10) . . ? C16 N1 C31 114.9(11) . . ? C1 N1 C31 115.6(11) . . ? C9 N2 C10 130.4(10) . . ? C9 N2 H2' 114.8 . . ? C10 N2 H2' 114.8 . . ? O4 N3 O3 122.0(12) . . ? O4 N3 C15 118.1(12) . . ? O3 N3 C15 119.8(14) . . ? C24 N4 C25 131.4(12) . . ? C24 N4 H4' 114.3 . . ? C25 N4 H4' 114.3 . . ? O8 N5 O7 119.9(13) . . ? O8 N5 C30 118.8(13) . . ? O7 N5 C30 121.3(10) . . ? C39 N6 C40 130.3(13) . . ? C39 N6 H6' 114.8 . . ? C40 N6 H6' 114.8 . . ? O12 N7 O11 117.4(13) . . ? O12 N7 C45 121.8(12) . . ? O11 N7 C45 120.8(10) . . ? C3 O1 C2 121.8(9) . . ? C18 O5 C17 119.0(8) . . ? C32 O9 C33 119.8(8) . . ? _diffrn_measured_fraction_theta_max 0.701 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.701 _refine_diff_density_max 0.552 _refine_diff_density_min -0.745 _refine_diff_density_rms 0.115