# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global #TrackingRef 'complex-1.3.cif' _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _publ_section_title ;New switchable [2]pseudorotaxanes formed by pyridine N-oxide derivatives with diamide-based macrocycles ; _publ_contact_author_name 'Lasheng Jiang' _publ_contact_author_email jianglsh@scnu.edu.cn loop_ _publ_author_name 'Mujuan Chen.' 'Shujuan Han.' 'Lasheng Jiang.' 'Songgen Zhou.' 'Fei Jiang.' ; Zhikai Xu ; 'Jidong Liang.' 'Suhui Zhang.' # Attachment 'compound_2.cif' # Supplementary Material (ESI) for Chemical Communications # This journal is ?The Royal Society of Chemistry 2010 # Attachment 'compound 2.cif' data_a #TrackingRef 'compound_2.cif' _database_code_depnum_ccdc_archive 'CCDC 762537' #TrackingRef 'compound 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H29 N3 O6' _chemical_formula_weight 491.53 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 12.3749(14) _cell_length_b 21.444(2) _cell_length_c 9.7237(11) _cell_angle_alpha 90.00 _cell_angle_beta 93.946(2) _cell_angle_gamma 90.00 _cell_volume 2574.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2039 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 20.94 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.268 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13253 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0449 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 25.20 _reflns_number_total 4635 _reflns_number_gt 2747 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX-II (Bruker, 2004)' _computing_cell_refinement 'APEX-II (Bruker, 2004)' _computing_data_reduction 'APEX-II (Bruker, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-XP (Bruker, 2004)' _computing_publication_material SHELXL-97 _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^)+(0.0490P)^2^+0.2970P] 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_number_reflns 4635 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0897 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1223 _refine_ls_wR_factor_gt 0.1024 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 C1 C 0.1231(2) 0.32738(10) 0.5904(2) 0.0543(6) Uani 1 1 d . . . C2 C 0.0606(2) 0.29868(12) 0.6846(3) 0.0729(8) Uani 1 1 d . . . H2 H 0.0925 0.2883 0.7710 0.088 Uiso 1 1 calc R . . C3 C -0.0470(2) 0.28495(13) 0.6549(3) 0.0779(8) Uani 1 1 d . . . H3 H -0.0868 0.2655 0.7202 0.093 Uiso 1 1 calc R . . C4 C -0.0952(2) 0.30021(11) 0.5278(3) 0.0661(7) Uani 1 1 d . . . C5 C -0.0364(3) 0.33180(11) 0.4348(3) 0.0692(8) Uani 1 1 d . . . H5 H -0.0697 0.3445 0.3508 0.083 Uiso 1 1 calc R . . C6 C 0.0712(2) 0.34468(11) 0.4656(2) 0.0643(7) Uani 1 1 d . . . H6 H 0.1101 0.3655 0.4012 0.077 Uiso 1 1 calc R . . C7 C 0.15004(19) -0.04494(10) 0.3545(2) 0.0503(6) Uani 1 1 d . . . C8 C 0.0626(2) -0.07341(10) 0.4101(2) 0.0580(6) Uani 1 1 d . . . H8 H 0.0749 -0.1027 0.4800 0.070 Uiso 1 1 calc R . . C9 C -0.0425(2) -0.05935(11) 0.3641(2) 0.0597(6) Uani 1 1 d . . . H9 H -0.1001 -0.0790 0.4029 0.072 Uiso 1 1 calc R . . C10 C -0.0620(2) -0.01600(10) 0.2604(2) 0.0506(6) Uani 1 1 d . . . C11 C 0.0241(2) 0.01265(11) 0.2043(2) 0.0606(7) Uani 1 1 d . . . H11 H 0.0120 0.0419 0.1344 0.073 Uiso 1 1 calc R . . C12 C 0.1279(2) -0.00209(11) 0.2518(2) 0.0584(6) Uani 1 1 d . . . H12 H 0.1853 0.0177 0.2129 0.070 Uiso 1 1 calc R . . C13 C -0.1896(2) 0.04190(14) 0.1154(2) 0.0747(8) Uani 1 1 d . . . H13A H -0.1638 0.0275 0.0289 0.090 Uiso 1 1 calc R . . H13B H -0.1515 0.0801 0.1416 0.090 Uiso 1 1 calc R . . C14 C -0.3070(2) 0.05395(16) 0.0983(3) 0.0852(9) Uani 1 1 d . . . H14A H -0.3229 0.0823 0.0219 0.102 Uiso 1 1 calc R . . H14B H -0.3458 0.0153 0.0789 0.102 Uiso 1 1 calc R . . C15 C -0.4243(2) 0.12280(12) 0.2058(3) 0.0744(8) Uani 1 1 d . . . H15A H -0.4904 0.1012 0.1746 0.089 Uiso 1 1 calc R . . H15B H -0.4088 0.1536 0.1369 0.089 Uiso 1 1 calc R . . C16 C -0.4392(2) 0.15404(13) 0.3384(3) 0.0771(8) Uani 1 1 d . . . H16A H -0.5010 0.1819 0.3282 0.093 Uiso 1 1 calc R . . H16B H -0.4536 0.1231 0.4076 0.093 Uiso 1 1 calc R . . C17 C -0.3601(2) 0.22447(15) 0.4995(3) 0.0948(10) Uani 1 1 d . . . H17A H -0.4013 0.2009 0.5630 0.114 Uiso 1 1 calc R . . H17B H -0.4009 0.2617 0.4733 0.114 Uiso 1 1 calc R . . C18 C -0.2540(2) 0.24249(13) 0.5689(3) 0.0801(8) Uani 1 1 d . . . H18A H -0.2650 0.2607 0.6582 0.096 Uiso 1 1 calc R . . H18B H -0.2088 0.2058 0.5834 0.096 Uiso 1 1 calc R . . C19 C 0.2423(2) 0.33601(10) 0.6207(2) 0.0595(7) Uani 1 1 d . . . H19A H 0.2701 0.3639 0.5529 0.071 Uiso 1 1 calc R . . H19B H 0.2556 0.3550 0.7108 0.071 Uiso 1 1 calc R . . C20 C 0.32331(18) 0.24298(10) 0.7299(2) 0.0472(6) Uani 1 1 d . . . C21 C 0.34717(17) 0.04015(10) 0.4763(2) 0.0449(5) Uani 1 1 d . . . C22 C 0.26451(19) -0.05932(10) 0.4044(3) 0.0616(7) Uani 1 1 d . . . H22A H 0.2674 -0.1011 0.4426 0.074 Uiso 1 1 calc R . . H22B H 0.3094 -0.0586 0.3265 0.074 Uiso 1 1 calc R . . C23 C 0.34084(16) 0.14160(9) 0.59824(19) 0.0418(5) Uani 1 1 d . . . H23 H 0.2979 0.1570 0.5236 0.050 Uiso 1 1 calc R . . C24 C 0.44670(19) 0.06114(11) 0.7076(2) 0.0585(6) Uani 1 1 d . . . H24 H 0.4738 0.0207 0.7055 0.070 Uiso 1 1 calc R . . C25 C 0.43307(19) 0.15321(12) 0.8176(2) 0.0599(7) Uani 1 1 d . . . H25 H 0.4492 0.1778 0.8950 0.072 Uiso 1 1 calc R . . C26 C 0.36676(16) 0.17889(9) 0.7115(2) 0.0428(5) Uani 1 1 d . . . C27 C 0.37922(16) 0.08121(10) 0.5967(2) 0.0420(5) Uani 1 1 d . . . N1 N 0.30902(15) -0.01572(8) 0.50859(18) 0.0543(5) Uani 1 1 d . . . H1 H 0.3107 -0.0264 0.5939 0.065 Uiso 1 1 calc R . . N2 N 0.29881(15) 0.27652(8) 0.61777(17) 0.0522(5) Uani 1 1 d . . . H2A H 0.3171 0.2625 0.5398 0.063 Uiso 1 1 calc R . . N3 N 0.47516(17) 0.09648(10) 0.8174(2) 0.0702(6) Uani 1 1 d . . . O1 O -0.16888(13) -0.00458(8) 0.22005(17) 0.0651(5) Uani 1 1 d . . . O2 O -0.33926(14) 0.08038(9) 0.22119(17) 0.0799(6) Uani 1 1 d . . . O3 O -0.34573(14) 0.18814(9) 0.3811(2) 0.0782(5) Uani 1 1 d . . . O4 O -0.20127(16) 0.28644(8) 0.4864(2) 0.0847(6) Uani 1 1 d . . . O5 O 0.31192(14) 0.26331(7) 0.84691(14) 0.0652(5) Uani 1 1 d . . . O6 O 0.35448(13) 0.05808(7) 0.35787(15) 0.0608(4) 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 0.0848(19) 0.0383(12) 0.0396(13) 0.0007(10) 0.0030(12) 0.0028(12) C2 0.088(2) 0.0795(19) 0.0494(16) 0.0166(14) -0.0076(14) -0.0064(16) C3 0.089(2) 0.0787(19) 0.0646(18) 0.0233(15) -0.0054(15) -0.0046(16) C4 0.082(2) 0.0466(14) 0.0669(18) -0.0016(13) -0.0150(15) 0.0054(13) C5 0.107(2) 0.0521(15) 0.0457(15) 0.0031(12) -0.0129(15) 0.0111(15) C6 0.101(2) 0.0469(15) 0.0449(15) 0.0018(11) 0.0005(14) 0.0053(14) C7 0.0620(16) 0.0391(12) 0.0494(13) -0.0099(11) 0.0019(12) -0.0030(11) C8 0.0758(19) 0.0452(14) 0.0534(15) 0.0010(11) 0.0062(13) 0.0014(13) C9 0.0674(18) 0.0504(14) 0.0632(16) 0.0006(12) 0.0187(13) -0.0059(12) C10 0.0544(16) 0.0513(14) 0.0463(13) -0.0083(11) 0.0056(11) -0.0029(12) C11 0.0642(18) 0.0679(17) 0.0494(14) 0.0087(12) 0.0008(13) -0.0113(13) C12 0.0577(17) 0.0662(16) 0.0509(14) 0.0035(12) 0.0021(12) -0.0131(12) C13 0.075(2) 0.103(2) 0.0470(15) 0.0124(15) 0.0067(13) 0.0076(15) C14 0.079(2) 0.126(3) 0.0509(17) 0.0075(17) 0.0021(15) 0.0117(18) C15 0.0658(19) 0.0661(18) 0.088(2) 0.0162(16) -0.0191(15) 0.0020(14) C16 0.0502(17) 0.0689(18) 0.111(2) -0.0006(17) -0.0061(15) 0.0068(13) C17 0.072(2) 0.100(2) 0.112(3) -0.022(2) 0.0018(18) 0.0174(17) C18 0.074(2) 0.073(2) 0.092(2) -0.0105(17) -0.0010(17) 0.0103(15) C19 0.091(2) 0.0406(13) 0.0466(14) -0.0024(11) 0.0055(13) -0.0039(12) C20 0.0645(16) 0.0457(13) 0.0315(12) -0.0033(10) 0.0032(10) -0.0143(11) C21 0.0479(14) 0.0424(13) 0.0441(13) -0.0009(10) 0.0002(10) 0.0039(10) C22 0.0717(18) 0.0423(13) 0.0691(16) -0.0089(12) -0.0073(13) -0.0009(11) C23 0.0463(13) 0.0471(13) 0.0318(11) 0.0036(9) 0.0011(9) -0.0056(10) C24 0.0555(16) 0.0571(15) 0.0613(16) 0.0037(12) -0.0079(12) 0.0045(12) C25 0.0682(17) 0.0634(17) 0.0459(14) -0.0052(12) -0.0126(12) -0.0071(13) C26 0.0488(14) 0.0470(13) 0.0325(11) 0.0001(9) 0.0020(10) -0.0098(10) C27 0.0424(13) 0.0446(13) 0.0390(12) 0.0016(10) 0.0013(10) -0.0049(10) N1 0.0731(14) 0.0428(11) 0.0454(11) 0.0030(9) -0.0072(9) -0.0085(9) N2 0.0808(14) 0.0444(11) 0.0320(10) -0.0042(8) 0.0082(9) 0.0006(9) N3 0.0744(15) 0.0694(15) 0.0625(14) -0.0040(11) -0.0263(11) 0.0062(11) O1 0.0598(12) 0.0708(11) 0.0654(11) 0.0038(9) 0.0097(9) -0.0011(8) O2 0.0828(13) 0.1040(15) 0.0535(11) 0.0163(10) 0.0081(9) 0.0356(11) O3 0.0664(12) 0.0803(13) 0.0881(14) -0.0084(11) 0.0078(10) -0.0107(10) O4 0.0951(15) 0.0589(12) 0.0957(15) 0.0081(10) -0.0248(12) 0.0060(10) O5 0.1133(15) 0.0529(10) 0.0298(9) -0.0055(7) 0.0084(8) -0.0061(9) O6 0.0823(12) 0.0576(10) 0.0425(9) 0.0000(8) 0.0053(8) -0.0114(8) _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 1.383(3) . ? C1 C6 1.384(3) . ? C1 C19 1.496(3) . ? C2 C3 1.375(3) . ? C2 H2 0.9300 . ? C3 C4 1.374(3) . ? C3 H3 0.9300 . ? C4 C5 1.377(4) . ? C4 O4 1.379(3) . ? C5 C6 1.372(3) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C12 1.371(3) . ? C7 C8 1.385(3) . ? C7 C22 1.497(3) . ? C8 C9 1.379(3) . ? C8 H8 0.9300 . ? C9 C10 1.380(3) . ? C9 H9 0.9300 . ? C10 C11 1.374(3) . ? C10 O1 1.376(3) . ? C11 C12 1.372(3) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 O1 1.435(3) . ? C13 C14 1.473(3) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 O2 1.405(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 O2 1.391(3) . ? C15 C16 1.475(4) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 O3 1.407(3) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 O3 1.411(3) . ? C17 C18 1.486(4) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 O4 1.425(3) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 N2 1.456(3) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 O5 1.235(2) . ? C20 N2 1.324(2) . ? C20 C26 1.491(3) . ? C21 O6 1.223(2) . ? C21 N1 1.333(3) . ? C21 C27 1.497(3) . ? C22 N1 1.459(3) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C27 1.380(3) . ? C23 C26 1.381(3) . ? C23 H23 0.9300 . ? C24 N3 1.336(3) . ? C24 C27 1.386(3) . ? C24 H24 0.9300 . ? C25 N3 1.323(3) . ? C25 C26 1.387(3) . ? C25 H25 0.9300 . ? N1 H1 0.8600 . ? N2 H2A 0.8600 . ? 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 C6 117.0(2) . . ? C2 C1 C19 120.9(2) . . ? C6 C1 C19 122.1(2) . . ? C3 C2 C1 122.2(2) . . ? C3 C2 H2 118.9 . . ? C1 C2 H2 118.9 . . ? C4 C3 C2 119.5(3) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 119.4(3) . . ? C3 C4 O4 123.9(3) . . ? C5 C4 O4 116.7(2) . . ? C6 C5 C4 120.3(2) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C1 121.5(2) . . ? C5 C6 H6 119.3 . . ? C1 C6 H6 119.3 . . ? C12 C7 C8 117.2(2) . . ? C12 C7 C22 120.7(2) . . ? C8 C7 C22 122.0(2) . . ? C9 C8 C7 121.5(2) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C8 C9 C10 119.8(2) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C11 C10 O1 124.3(2) . . ? C11 C10 C9 119.3(2) . . ? O1 C10 C9 116.4(2) . . ? C12 C11 C10 119.8(2) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C7 C12 C11 122.4(2) . . ? C7 C12 H12 118.8 . . ? C11 C12 H12 118.8 . . ? O1 C13 C14 109.2(2) . . ? O1 C13 H13A 109.8 . . ? C14 C13 H13A 109.8 . . ? O1 C13 H13B 109.8 . . ? C14 C13 H13B 109.8 . . ? H13A C13 H13B 108.3 . . ? O2 C14 C13 108.1(2) . . ? O2 C14 H14A 110.1 . . ? C13 C14 H14A 110.1 . . ? O2 C14 H14B 110.1 . . ? C13 C14 H14B 110.1 . . ? H14A C14 H14B 108.4 . . ? O2 C15 C16 110.0(2) . . ? O2 C15 H15A 109.7 . . ? C16 C15 H15A 109.7 . . ? O2 C15 H15B 109.7 . . ? C16 C15 H15B 109.7 . . ? H15A C15 H15B 108.2 . . ? O3 C16 C15 110.1(2) . . ? O3 C16 H16A 109.6 . . ? C15 C16 H16A 109.6 . . ? O3 C16 H16B 109.6 . . ? C15 C16 H16B 109.6 . . ? H16A C16 H16B 108.1 . . ? O3 C17 C18 111.0(2) . . ? O3 C17 H17A 109.4 . . ? C18 C17 H17A 109.4 . . ? O3 C17 H17B 109.4 . . ? C18 C17 H17B 109.4 . . ? H17A C17 H17B 108.0 . . ? O4 C18 C17 109.9(2) . . ? O4 C18 H18A 109.7 . . ? C17 C18 H18A 109.7 . . ? O4 C18 H18B 109.7 . . ? C17 C18 H18B 109.7 . . ? H18A C18 H18B 108.2 . . ? N2 C19 C1 110.87(18) . . ? N2 C19 H19A 109.5 . . ? C1 C19 H19A 109.5 . . ? N2 C19 H19B 109.5 . . ? C1 C19 H19B 109.5 . . ? H19A C19 H19B 108.1 . . ? O5 C20 N2 122.2(2) . . ? O5 C20 C26 120.04(19) . . ? N2 C20 C26 117.78(18) . . ? O6 C21 N1 123.7(2) . . ? O6 C21 C27 121.26(19) . . ? N1 C21 C27 115.03(19) . . ? N1 C22 C7 113.36(18) . . ? N1 C22 H22A 108.9 . . ? C7 C22 H22A 108.9 . . ? N1 C22 H22B 108.9 . . ? C7 C22 H22B 108.9 . . ? H22A C22 H22B 107.7 . . ? C27 C23 C26 119.38(18) . . ? C27 C23 H23 120.3 . . ? C26 C23 H23 120.3 . . ? N3 C24 C27 123.8(2) . . ? N3 C24 H24 118.1 . . ? C27 C24 H24 118.1 . . ? N3 C25 C26 125.2(2) . . ? N3 C25 H25 117.4 . . ? C26 C25 H25 117.4 . . ? C23 C26 C25 117.1(2) . . ? C23 C26 C20 124.30(18) . . ? C25 C26 C20 118.47(19) . . ? C23 C27 C24 118.20(19) . . ? C23 C27 C21 119.17(18) . . ? C24 C27 C21 122.62(19) . . ? C21 N1 C22 122.36(18) . . ? C21 N1 H1 118.8 . . ? C22 N1 H1 118.8 . . ? C20 N2 C19 122.89(18) . . ? C20 N2 H2A 118.6 . . ? C19 N2 H2A 118.6 . . ? C25 N3 C24 116.1(2) . . ? C10 O1 C13 116.59(18) . . ? C15 O2 C14 115.4(2) . . ? C16 O3 C17 112.4(2) . . ? C4 O4 C18 116.1(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 C6 C1 C2 C3 3.0(4) . . . . ? C19 C1 C2 C3 -173.9(2) . . . . ? C1 C2 C3 C4 -0.2(4) . . . . ? C2 C3 C4 C5 -3.2(4) . . . . ? C2 C3 C4 O4 177.6(2) . . . . ? C3 C4 C5 C6 3.8(4) . . . . ? O4 C4 C5 C6 -176.9(2) . . . . ? C4 C5 C6 C1 -1.0(4) . . . . ? C2 C1 C6 C5 -2.4(3) . . . . ? C19 C1 C6 C5 174.5(2) . . . . ? C12 C7 C8 C9 0.1(3) . . . . ? C22 C7 C8 C9 179.4(2) . . . . ? C7 C8 C9 C10 0.0(3) . . . . ? C8 C9 C10 C11 0.0(3) . . . . ? C8 C9 C10 O1 179.91(19) . . . . ? O1 C10 C11 C12 -179.9(2) . . . . ? C9 C10 C11 C12 0.0(3) . . . . ? C8 C7 C12 C11 -0.1(3) . . . . ? C22 C7 C12 C11 -179.4(2) . . . . ? C10 C11 C12 C7 0.0(4) . . . . ? O1 C13 C14 O2 65.1(3) . . . . ? O2 C15 C16 O3 62.3(3) . . . . ? O3 C17 C18 O4 69.7(3) . . . . ? C2 C1 C19 N2 70.4(3) . . . . ? C6 C1 C19 N2 -106.4(2) . . . . ? C12 C7 C22 N1 84.2(3) . . . . ? C8 C7 C22 N1 -95.1(2) . . . . ? C27 C23 C26 C25 1.4(3) . . . . ? C27 C23 C26 C20 -175.0(2) . . . . ? N3 C25 C26 C23 1.5(4) . . . . ? N3 C25 C26 C20 178.2(2) . . . . ? O5 C20 C26 C23 150.4(2) . . . . ? N2 C20 C26 C23 -30.1(3) . . . . ? O5 C20 C26 C25 -26.0(3) . . . . ? N2 C20 C26 C25 153.5(2) . . . . ? C26 C23 C27 C24 -2.7(3) . . . . ? C26 C23 C27 C21 177.51(19) . . . . ? N3 C24 C27 C23 1.4(4) . . . . ? N3 C24 C27 C21 -178.9(2) . . . . ? O6 C21 C27 C23 48.9(3) . . . . ? N1 C21 C27 C23 -129.9(2) . . . . ? O6 C21 C27 C24 -130.8(2) . . . . ? N1 C21 C27 C24 50.4(3) . . . . ? O6 C21 N1 C22 -4.7(3) . . . . ? C27 C21 N1 C22 174.05(18) . . . . ? C7 C22 N1 C21 -80.3(3) . . . . ? O5 C20 N2 C19 -9.1(3) . . . . ? C26 C20 N2 C19 171.36(19) . . . . ? C1 C19 N2 C20 -95.0(2) . . . . ? C26 C25 N3 C24 -2.9(4) . . . . ? C27 C24 N3 C25 1.4(4) . . . . ? C11 C10 O1 C13 -2.0(3) . . . . ? C9 C10 O1 C13 178.1(2) . . . . ? C14 C13 O1 C10 -172.6(2) . . . . ? C16 C15 O2 C14 -171.4(2) . . . . ? C13 C14 O2 C15 147.8(2) . . . . ? C15 C16 O3 C17 173.4(2) . . . . ? C18 C17 O3 C16 161.0(2) . . . . ? C3 C4 O4 C18 -14.1(4) . . . . ? C5 C4 O4 C18 166.7(2) . . . . ? C17 C18 O4 C4 -170.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.219 _refine_diff_density_min -0.176 _refine_diff_density_rms 0.035 # Attachment 'complex-1+3.cif' data_c #TrackingRef 'complex-1.3.cif' _database_code_depnum_ccdc_archive 'CCDC 762538' #TrackingRef 'complex-1+3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H53 N5 O10' _chemical_formula_weight 895.98 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 P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.307(4) _cell_length_b 13.970(2) _cell_length_c 14.302(2) _cell_angle_alpha 111.192(2) _cell_angle_beta 103.103(3) _cell_angle_gamma 101.085(3) _cell_volume 2301.7(9) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2782 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 21.98 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.293 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 948 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.973 _exptl_absorpt_correction_T_max 0.989 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 11963 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 25.20 _reflns_number_total 8284 _reflns_number_gt 5014 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX-II (Bruker, 2004)' _computing_cell_refinement 'APEX-II (Bruker, 2004)' _computing_data_reduction 'APEX-II (Bruker, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-XP (Bruker, 2004)' _computing_publication_material SHELXL-97 _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^)+(0.0902P)^2^+0.3753P] 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_number_reflns 8284 _refine_ls_number_parameters 595 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1022 _refine_ls_R_factor_gt 0.0627 _refine_ls_wR_factor_ref 0.1826 _refine_ls_wR_factor_gt 0.1515 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.001 _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 N5 N 0.63253(16) 0.09327(17) 0.36366(16) 0.0487(5) Uani 1 1 d . . . N4 N 0.73588(19) 0.47226(18) 0.52644(19) 0.0598(6) Uani 1 1 d . . . H4 H 0.7189 0.4630 0.5778 0.072 Uiso 1 1 calc R . . N2 N 0.65385(19) -0.19993(18) 0.21819(18) 0.0619(6) Uani 1 1 d . . . H2 H 0.6287 -0.1459 0.2325 0.074 Uiso 1 1 calc R . . N1 N 0.40843(19) -0.0016(2) 0.08412(18) 0.0616(6) Uani 1 1 d . . . H1 H 0.4576 -0.0022 0.1345 0.074 Uiso 1 1 calc R . . N3 N 0.7595(2) 0.2394(2) 0.74293(19) 0.0832(9) Uani 1 1 d . . . H3 H 0.7878 0.3007 0.7439 0.100 Uiso 1 1 calc R . . O5 O 0.58620(16) 0.00642(15) 0.27486(14) 0.0634(5) Uani 1 1 d . . . O3 O 0.77131(18) 0.39474(17) 0.37470(17) 0.0739(6) Uani 1 1 d . . . O1 O 0.30499(19) -0.0853(2) -0.08595(17) 0.0897(7) Uani 1 1 d . . . O4 O 0.6567(2) 0.06932(19) 0.64346(17) 0.0923(8) Uani 1 1 d . . . O2 O 0.6402(2) -0.36349(18) 0.1020(2) 0.1040(9) Uani 1 1 d . . . O10 O 0.98478(16) 0.21675(15) 0.62027(14) 0.0620(5) Uani 1 1 d . . . O9 O 0.98843(17) 0.43019(16) 0.73722(15) 0.0726(6) Uani 1 1 d . . . O6 O 0.49456(17) 0.36796(16) 0.53869(17) 0.0699(6) Uani 1 1 d . . . O8 O 0.85349(19) 0.48044(19) 0.86078(17) 0.0823(7) Uani 1 1 d . . . O7 O 0.6466(2) 0.4709(2) 0.73438(19) 0.1013(8) Uani 1 1 d . . . C1 C 0.7279(2) 0.2753(2) 0.5517(2) 0.0476(6) Uani 1 1 d . . . H1A H 0.7608 0.3368 0.6151 0.057 Uiso 1 1 calc R . . C2 C 0.71422(19) 0.2825(2) 0.45595(19) 0.0450(6) Uani 1 1 d . . . C3 C 0.6434(2) 0.0866(2) 0.4573(2) 0.0508(6) Uani 1 1 d . . . H3A H 0.6171 0.0198 0.4572 0.061 Uiso 1 1 calc R . . C4 C 0.6922(2) 0.1756(2) 0.55242(19) 0.0468(6) Uani 1 1 d . . . C5 C 0.6689(2) 0.1900(2) 0.3629(2) 0.0489(6) Uani 1 1 d . . . H5 H 0.6632 0.1943 0.2986 0.059 Uiso 1 1 calc R . . C6 C 0.8066(2) -0.0869(2) 0.3811(2) 0.0513(6) Uani 1 1 d . . . C7 C 0.9263(2) 0.1186(2) 0.5379(2) 0.0488(6) Uani 1 1 d . . . C8 C 0.8907(2) 0.0358(2) 0.5648(2) 0.0553(7) Uani 1 1 d . . . H8 H 0.9072 0.0482 0.6357 0.066 Uiso 1 1 calc R . . C9 C 0.7439(2) 0.3880(2) 0.4481(2) 0.0509(6) Uani 1 1 d . . . C10 C 0.8434(2) -0.0030(2) 0.3555(2) 0.0559(7) Uani 1 1 d . . . H10 H 0.8278 -0.0158 0.2845 0.067 Uiso 1 1 calc R . . C11 C 0.9026(2) 0.0989(2) 0.4325(2) 0.0542(7) Uani 1 1 d . . . H11 H 0.9264 0.1540 0.4134 0.065 Uiso 1 1 calc R . . C12 C 0.3873(2) 0.1205(2) 0.2905(2) 0.0566(7) Uani 1 1 d . . . H12 H 0.3573 0.0466 0.2660 0.068 Uiso 1 1 calc R . . C13 C 0.4612(2) 0.2949(2) 0.4349(2) 0.0562(7) Uani 1 1 d . . . C14 C 0.7011(2) 0.1569(2) 0.6503(2) 0.0572(7) Uani 1 1 d . . . C15 C 0.8560(2) 0.6620(2) 0.6122(2) 0.0514(6) Uani 1 1 d . . . C16 C 0.8313(2) -0.0646(2) 0.4873(2) 0.0555(7) Uani 1 1 d . . . H16 H 0.8070 -0.1193 0.5068 0.067 Uiso 1 1 calc R . . C17 C 0.4029(2) -0.1848(2) -0.0191(2) 0.0602(7) Uani 1 1 d . . . C18 C 0.4171(2) 0.1851(2) 0.3974(2) 0.0570(7) Uani 1 1 d . . . H18 H 0.4076 0.1547 0.4441 0.068 Uiso 1 1 calc R . . C19 C 0.3695(2) -0.0863(3) -0.0105(2) 0.0636(8) Uani 1 1 d . . . C20 C 0.7458(2) -0.1983(2) 0.2967(2) 0.0615(7) Uani 1 1 d . . . H20A H 0.7945 -0.2279 0.2617 0.074 Uiso 1 1 calc R . . H20B H 0.7206 -0.2438 0.3295 0.074 Uiso 1 1 calc R . . C21 C 0.4006(2) 0.1625(2) 0.2186(2) 0.0560(7) Uani 1 1 d . . . C22 C 0.5147(2) -0.2793(2) 0.0462(2) 0.0613(7) Uani 1 1 d . . . C23 C 0.4723(2) 0.3401(2) 0.3640(3) 0.0640(8) Uani 1 1 d . . . H23 H 0.4984 0.4144 0.3880 0.077 Uiso 1 1 calc R . . C24 C 1.0241(2) 0.3042(2) 0.5968(2) 0.0630(8) Uani 1 1 d . . . H24A H 0.9653 0.3130 0.5496 0.076 Uiso 1 1 calc R . . H24B H 1.0781 0.2909 0.5623 0.076 Uiso 1 1 calc R . . C25 C 0.7549(2) 0.5791(2) 0.5274(2) 0.0657(8) Uani 1 1 d . . . H25A H 0.6933 0.6041 0.5371 0.079 Uiso 1 1 calc R . . H25B H 0.7593 0.5733 0.4589 0.079 Uiso 1 1 calc R . . C26 C 0.4903(2) -0.1851(2) 0.0555(2) 0.0592(7) Uani 1 1 d . . . H26 H 0.5332 -0.1207 0.1128 0.071 Uiso 1 1 calc R . . C27 C 0.8767(3) 0.1989(2) 0.8762(2) 0.0663(8) Uani 1 1 d . . . C28 C 1.0728(2) 0.4032(2) 0.6988(2) 0.0682(8) Uani 1 1 d . . . H28A H 1.1233 0.3901 0.7500 0.082 Uiso 1 1 calc R . . H28B H 1.1119 0.4620 0.6876 0.082 Uiso 1 1 calc R . . C29 C 0.6078(2) -0.2844(2) 0.1239(2) 0.0656(8) Uani 1 1 d . . . C30 C 0.4442(2) 0.2732(2) 0.2581(3) 0.0626(8) Uani 1 1 d . . . H30 H 0.4548 0.3033 0.2115 0.075 Uiso 1 1 calc R . . C31 C 0.3691(3) 0.0912(2) 0.1030(2) 0.0671(8) Uani 1 1 d . . . H31A H 0.2909 0.0669 0.0725 0.081 Uiso 1 1 calc R . . H31B H 0.3982 0.1322 0.0679 0.081 Uiso 1 1 calc R . . C32 C 0.9539(2) 0.6405(3) 0.6301(3) 0.0673(8) Uani 1 1 d . . . H32 H 0.9577 0.5724 0.5914 0.081 Uiso 1 1 calc R . . C33 C 0.3419(3) -0.2823(3) -0.1056(2) 0.0770(9) Uani 1 1 d . . . H33 H 0.2842 -0.2836 -0.1575 0.092 Uiso 1 1 calc R . . C34 C 1.0260(3) 0.5162(3) 0.8387(3) 0.0861(10) Uani 1 1 d . . . H34A H 1.0847 0.5725 0.8429 0.103 Uiso 1 1 calc R . . H34B H 1.0533 0.4913 0.8918 0.103 Uiso 1 1 calc R . . C35 C 0.4507(3) -0.3754(3) -0.0406(3) 0.0766(9) Uani 1 1 d . . . H35 H 0.4658 -0.4395 -0.0476 0.092 Uiso 1 1 calc R . . C36 C 0.8531(3) 0.7637(2) 0.6704(2) 0.0663(8) Uani 1 1 d . . . H36 H 0.7877 0.7792 0.6598 0.080 Uiso 1 1 calc R . . C37 C 0.4904(3) 0.3281(3) 0.6162(3) 0.0764(9) Uani 1 1 d . . . H37A H 0.5306 0.2764 0.6106 0.092 Uiso 1 1 calc R . . H37B H 0.4160 0.2926 0.6058 0.092 Uiso 1 1 calc R . . C38 C 0.7771(3) 0.2293(3) 0.8424(2) 0.0861(11) Uani 1 1 d . . . H38A H 0.7147 0.1754 0.8361 0.103 Uiso 1 1 calc R . . H38B H 0.7819 0.2973 0.8975 0.103 Uiso 1 1 calc R . . C39 C 0.3654(3) -0.3755(3) -0.1155(3) 0.0879(11) Uani 1 1 d . . . H39 H 0.3234 -0.4398 -0.1736 0.105 Uiso 1 1 calc R . . C40 C 0.9656(4) 0.2214(3) 0.8453(3) 0.0905(11) Uani 1 1 d . . . H40 H 0.9642 0.2557 0.8004 0.109 Uiso 1 1 calc R . . C41 C 1.0418(3) 0.8200(4) 0.7625(3) 0.0857(11) Uani 1 1 d . . . H41 H 1.1039 0.8728 0.8137 0.103 Uiso 1 1 calc R . . C42 C 0.8823(3) 0.1497(3) 0.9441(3) 0.0832(10) Uani 1 1 d . . . H42 H 0.8236 0.1344 0.9669 0.100 Uiso 1 1 calc R . . C43 C 1.0461(3) 0.7198(4) 0.7055(3) 0.0822(10) Uani 1 1 d . . . H43 H 1.1117 0.7047 0.7173 0.099 Uiso 1 1 calc R . . C44 C 0.5389(3) 0.4212(3) 0.7221(3) 0.0949(12) Uani 1 1 d . . . H44A H 0.4979 0.4723 0.7278 0.114 Uiso 1 1 calc R . . H44B H 0.5372 0.3966 0.7772 0.114 Uiso 1 1 calc R . . C45 C 0.9454(3) 0.8425(3) 0.7440(3) 0.0887(11) Uani 1 1 d . . . H45 H 0.9425 0.9114 0.7814 0.106 Uiso 1 1 calc R . . C46 C 1.0601(4) 0.1445(4) 0.9467(3) 0.1036(13) Uani 1 1 d . . . H46 H 1.1212 0.1257 0.9703 0.124 Uiso 1 1 calc R . . C47 C 1.0566(4) 0.1942(4) 0.8794(3) 0.1068(13) Uani 1 1 d . . . H47 H 1.1156 0.2094 0.8569 0.128 Uiso 1 1 calc R . . C48 C 0.9330(4) 0.5606(3) 0.8601(3) 0.1149(15) Uani 1 1 d . . . H48A H 0.9591 0.6230 0.9279 0.138 Uiso 1 1 calc R . . H48B H 0.9034 0.5825 0.8053 0.138 Uiso 1 1 calc R . . C49 C 0.7063(4) 0.5563(3) 0.8375(3) 0.1150(15) Uani 1 1 d . . . H49A H 0.7513 0.6148 0.8300 0.138 Uiso 1 1 calc R . . H49B H 0.6561 0.5837 0.8715 0.138 Uiso 1 1 calc R . . C50 C 0.9720(4) 0.1231(3) 0.9783(3) 0.1006(13) Uani 1 1 d . . . H50 H 0.9736 0.0897 1.0241 0.121 Uiso 1 1 calc R . . C51 C 0.7726(4) 0.5212(4) 0.9025(4) 0.1209(16) Uani 1 1 d . . . H51A H 0.7267 0.4649 0.9121 0.145 Uiso 1 1 calc R . . H51B H 0.8092 0.5809 0.9717 0.145 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 N5 0.0459(12) 0.0457(13) 0.0488(13) 0.0152(11) 0.0084(10) 0.0193(10) N4 0.0699(16) 0.0515(14) 0.0641(15) 0.0279(12) 0.0240(12) 0.0218(12) N2 0.0612(15) 0.0539(14) 0.0563(14) 0.0115(12) 0.0064(12) 0.0251(12) N1 0.0539(14) 0.0705(16) 0.0555(14) 0.0250(13) 0.0066(11) 0.0245(12) N3 0.127(2) 0.0588(16) 0.0489(15) 0.0268(13) 0.0089(15) 0.0117(16) O5 0.0705(13) 0.0498(11) 0.0483(11) 0.0061(9) 0.0021(9) 0.0216(10) O3 0.0987(17) 0.0688(14) 0.0696(13) 0.0383(11) 0.0406(12) 0.0246(12) O1 0.0745(15) 0.1128(19) 0.0627(14) 0.0333(13) -0.0052(12) 0.0278(14) O4 0.127(2) 0.0713(16) 0.0721(15) 0.0408(13) 0.0274(14) 0.0023(14) O2 0.1000(19) 0.0570(14) 0.1072(19) 0.0008(13) -0.0051(15) 0.0344(13) O10 0.0716(13) 0.0591(12) 0.0494(11) 0.0222(10) 0.0170(10) 0.0120(10) O9 0.0676(14) 0.0674(13) 0.0592(12) 0.0095(10) 0.0151(10) 0.0103(11) O6 0.0737(14) 0.0641(13) 0.0739(14) 0.0286(12) 0.0231(11) 0.0271(11) O8 0.0842(16) 0.0713(15) 0.0791(15) 0.0182(12) 0.0277(13) 0.0228(13) O7 0.0874(19) 0.112(2) 0.0746(16) 0.0134(15) 0.0172(14) 0.0290(16) C1 0.0482(15) 0.0462(15) 0.0450(14) 0.0157(12) 0.0113(12) 0.0183(12) C2 0.0423(14) 0.0479(15) 0.0482(15) 0.0218(12) 0.0139(11) 0.0191(12) C3 0.0563(16) 0.0438(15) 0.0557(17) 0.0238(13) 0.0143(13) 0.0219(13) C4 0.0488(15) 0.0454(15) 0.0484(15) 0.0207(12) 0.0141(12) 0.0193(12) C5 0.0474(15) 0.0529(16) 0.0488(15) 0.0226(13) 0.0127(12) 0.0220(13) C6 0.0419(15) 0.0584(17) 0.0547(16) 0.0228(14) 0.0143(12) 0.0217(13) C7 0.0452(15) 0.0582(17) 0.0473(15) 0.0243(13) 0.0166(12) 0.0190(13) C8 0.0576(17) 0.0659(19) 0.0468(15) 0.0280(14) 0.0154(13) 0.0219(14) C9 0.0484(15) 0.0522(16) 0.0529(16) 0.0239(13) 0.0132(13) 0.0171(13) C10 0.0592(17) 0.0665(19) 0.0454(15) 0.0250(14) 0.0182(13) 0.0223(15) C11 0.0558(17) 0.0628(18) 0.0509(16) 0.0284(14) 0.0211(13) 0.0202(14) C12 0.0500(16) 0.0492(16) 0.076(2) 0.0306(15) 0.0218(14) 0.0167(13) C13 0.0438(15) 0.0566(18) 0.074(2) 0.0297(16) 0.0201(14) 0.0227(13) C14 0.0707(19) 0.0530(17) 0.0557(18) 0.0275(15) 0.0229(15) 0.0234(15) C15 0.0497(16) 0.0551(16) 0.0551(16) 0.0288(13) 0.0155(13) 0.0192(13) C16 0.0550(17) 0.0652(18) 0.0565(17) 0.0339(15) 0.0177(14) 0.0242(14) C17 0.0451(16) 0.072(2) 0.0468(16) 0.0135(14) 0.0091(13) 0.0121(14) C18 0.0525(17) 0.0589(18) 0.076(2) 0.0390(16) 0.0280(15) 0.0237(14) C19 0.0436(16) 0.083(2) 0.0530(18) 0.0253(16) 0.0066(14) 0.0136(15) C20 0.0579(18) 0.0616(18) 0.0631(18) 0.0249(15) 0.0137(14) 0.0239(15) C21 0.0479(16) 0.0588(18) 0.0727(19) 0.0365(15) 0.0197(14) 0.0236(13) C22 0.0566(17) 0.0527(17) 0.0527(17) 0.0056(13) 0.0123(14) 0.0091(14) C23 0.0569(18) 0.0538(17) 0.090(2) 0.0374(17) 0.0230(16) 0.0214(14) C24 0.0626(19) 0.0675(19) 0.0649(18) 0.0312(16) 0.0285(15) 0.0170(15) C25 0.0638(19) 0.0538(17) 0.080(2) 0.0319(16) 0.0142(16) 0.0240(15) C26 0.0524(17) 0.0550(17) 0.0463(16) 0.0056(13) 0.0051(13) 0.0094(13) C27 0.105(3) 0.0510(17) 0.0387(15) 0.0194(13) 0.0231(16) 0.0139(17) C28 0.0590(19) 0.066(2) 0.072(2) 0.0285(16) 0.0161(16) 0.0096(15) C29 0.0644(19) 0.0473(17) 0.069(2) 0.0127(15) 0.0120(16) 0.0170(15) C30 0.0593(18) 0.0633(19) 0.083(2) 0.0473(18) 0.0235(16) 0.0248(15) C31 0.0640(19) 0.072(2) 0.074(2) 0.0413(17) 0.0166(16) 0.0255(16) C32 0.062(2) 0.077(2) 0.078(2) 0.0399(18) 0.0253(17) 0.0352(17) C33 0.0559(19) 0.088(2) 0.0538(18) 0.0108(17) 0.0013(15) 0.0077(17) C34 0.084(2) 0.073(2) 0.064(2) 0.0055(17) 0.0103(18) 0.0080(19) C35 0.071(2) 0.0572(19) 0.070(2) 0.0047(16) 0.0125(18) 0.0101(16) C36 0.0641(19) 0.066(2) 0.0659(19) 0.0224(16) 0.0180(16) 0.0272(16) C37 0.072(2) 0.084(2) 0.085(2) 0.037(2) 0.0393(19) 0.0286(18) C38 0.136(3) 0.076(2) 0.0502(18) 0.0316(17) 0.027(2) 0.036(2) C39 0.068(2) 0.071(2) 0.071(2) -0.0063(18) 0.0008(18) 0.0033(18) C40 0.139(4) 0.087(3) 0.058(2) 0.0370(19) 0.044(2) 0.034(3) C41 0.067(2) 0.108(3) 0.061(2) 0.037(2) 0.0039(17) -0.002(2) C42 0.107(3) 0.085(2) 0.077(2) 0.052(2) 0.035(2) 0.029(2) C43 0.049(2) 0.126(3) 0.087(2) 0.062(3) 0.0203(18) 0.028(2) C44 0.110(3) 0.102(3) 0.082(3) 0.035(2) 0.049(2) 0.040(3) C45 0.092(3) 0.076(2) 0.068(2) 0.0119(18) 0.009(2) 0.018(2) C46 0.122(4) 0.103(3) 0.075(3) 0.023(2) 0.024(3) 0.049(3) C47 0.131(4) 0.109(3) 0.082(3) 0.029(3) 0.055(3) 0.038(3) C48 0.153(4) 0.073(3) 0.089(3) 0.002(2) 0.052(3) 0.017(3) C49 0.139(4) 0.094(3) 0.087(3) 0.014(2) 0.010(3) 0.062(3) C50 0.137(4) 0.107(3) 0.088(3) 0.062(3) 0.044(3) 0.052(3) C51 0.132(4) 0.123(4) 0.094(3) 0.020(3) 0.037(3) 0.058(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 N5 O5 1.307(3) . ? N5 C5 1.349(3) . ? N5 C3 1.354(3) . ? N4 C9 1.343(3) . ? N4 C25 1.459(3) . ? N4 H4 0.8600 . ? N2 C29 1.336(3) . ? N2 C20 1.452(3) . ? N2 H2 0.8600 . ? N1 C19 1.338(4) . ? N1 C31 1.448(4) . ? N1 H1 0.8600 . ? N3 C14 1.332(4) . ? N3 C38 1.452(4) . ? N3 H3 0.8600 . ? O3 C9 1.214(3) . ? O1 C19 1.223(3) . ? O4 C14 1.211(3) . ? O2 C29 1.224(3) . ? O10 C7 1.371(3) . ? O10 C24 1.417(3) . ? O9 C34 1.407(3) . ? O9 C28 1.414(4) . ? O6 C13 1.369(3) . ? O6 C37 1.415(4) . ? O8 C48 1.390(5) . ? O8 C51 1.456(5) . ? O7 C44 1.408(5) . ? O7 C49 1.436(4) . ? C1 C2 1.382(3) . ? C1 C4 1.388(3) . ? C1 H1A 0.9300 . ? C2 C5 1.377(3) . ? C2 C9 1.502(4) . ? C3 C4 1.373(3) . ? C3 H3A 0.9300 . ? C4 C14 1.497(4) . ? C5 H5 0.9300 . ? C6 C16 1.381(4) . ? C6 C10 1.385(4) . ? C6 C20 1.500(4) . ? C7 C8 1.379(4) . ? C7 C11 1.379(4) . ? C8 C16 1.368(4) . ? C8 H8 0.9300 . ? C10 C11 1.379(4) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C18 1.378(4) . ? C12 C21 1.382(4) . ? C12 H12 0.9300 . ? C13 C18 1.380(4) . ? C13 C23 1.393(4) . ? C15 C36 1.375(4) . ? C15 C32 1.381(4) . ? C15 C25 1.505(4) . ? C16 H16 0.9300 . ? C17 C26 1.390(4) . ? C17 C33 1.395(4) . ? C17 C19 1.499(4) . ? C18 H18 0.9300 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C30 1.387(4) . ? C21 C31 1.496(4) . ? C22 C26 1.382(4) . ? C22 C35 1.394(4) . ? C22 C29 1.498(4) . ? C23 C30 1.376(4) . ? C23 H23 0.9300 . ? C24 C28 1.493(4) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 H26 0.9300 . ? C27 C42 1.374(4) . ? C27 C40 1.374(5) . ? C27 C38 1.497(5) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C30 H30 0.9300 . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C43 1.383(5) . ? C32 H32 0.9300 . ? C33 C39 1.364(5) . ? C33 H33 0.9300 . ? C34 C48 1.531(5) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C39 1.372(5) . ? C35 H35 0.9300 . ? C36 C45 1.373(5) . ? C36 H36 0.9300 . ? C37 C44 1.487(5) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 H39 0.9300 . ? C40 C47 1.375(6) . ? C40 H40 0.9300 . ? C41 C43 1.361(5) . ? C41 C45 1.370(5) . ? C41 H41 0.9300 . ? C42 C50 1.357(5) . ? C42 H42 0.9300 . ? C43 H43 0.9300 . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 H45 0.9300 . ? C46 C50 1.368(6) . ? C46 C47 1.373(6) . ? C46 H46 0.9300 . ? C47 H47 0.9300 . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? C49 C51 1.416(6) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 H50 0.9300 . ? C51 H51A 0.9700 . ? C51 H51B 0.9700 . ? 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 O5 N5 C5 120.6(2) . . ? O5 N5 C3 119.9(2) . . ? C5 N5 C3 119.5(2) . . ? C9 N4 C25 122.2(2) . . ? C9 N4 H4 118.9 . . ? C25 N4 H4 118.9 . . ? C29 N2 C20 120.7(2) . . ? C29 N2 H2 119.7 . . ? C20 N2 H2 119.7 . . ? C19 N1 C31 121.0(2) . . ? C19 N1 H1 119.5 . . ? C31 N1 H1 119.5 . . ? C14 N3 C38 122.1(3) . . ? C14 N3 H3 118.9 . . ? C38 N3 H3 118.9 . . ? C7 O10 C24 118.7(2) . . ? C34 O9 C28 113.2(2) . . ? C13 O6 C37 118.0(2) . . ? C48 O8 C51 112.5(3) . . ? C44 O7 C49 114.4(3) . . ? C2 C1 C4 119.5(2) . . ? C2 C1 H1A 120.3 . . ? C4 C1 H1A 120.3 . . ? C5 C2 C1 119.4(2) . . ? C5 C2 C9 117.8(2) . . ? C1 C2 C9 122.8(2) . . ? N5 C3 C4 121.8(2) . . ? N5 C3 H3A 119.1 . . ? C4 C3 H3A 119.1 . . ? C3 C4 C1 118.7(2) . . ? C3 C4 C14 116.5(2) . . ? C1 C4 C14 124.8(2) . . ? N5 C5 C2 121.0(2) . . ? N5 C5 H5 119.5 . . ? C2 C5 H5 119.5 . . ? C16 C6 C10 117.3(3) . . ? C16 C6 C20 121.4(3) . . ? C10 C6 C20 121.3(2) . . ? O10 C7 C8 116.5(2) . . ? O10 C7 C11 124.1(2) . . ? C8 C7 C11 119.4(3) . . ? C16 C8 C7 120.2(2) . . ? C16 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? O3 C9 N4 123.2(3) . . ? O3 C9 C2 121.7(2) . . ? N4 C9 C2 115.1(2) . . ? C11 C10 C6 121.8(2) . . ? C11 C10 H10 119.1 . . ? C6 C10 H10 119.1 . . ? C7 C11 C10 119.6(3) . . ? C7 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C18 C12 C21 121.9(3) . . ? C18 C12 H12 119.1 . . ? C21 C12 H12 119.1 . . ? O6 C13 C18 125.7(3) . . ? O6 C13 C23 114.5(3) . . ? C18 C13 C23 119.8(3) . . ? O4 C14 N3 122.4(3) . . ? O4 C14 C4 120.2(3) . . ? N3 C14 C4 117.4(3) . . ? C36 C15 C32 118.5(3) . . ? C36 C15 C25 119.9(2) . . ? C32 C15 C25 121.6(3) . . ? C8 C16 C6 121.7(3) . . ? C8 C16 H16 119.1 . . ? C6 C16 H16 119.1 . . ? C26 C17 C33 118.0(3) . . ? C26 C17 C19 123.7(2) . . ? C33 C17 C19 118.3(3) . . ? C12 C18 C13 119.8(3) . . ? C12 C18 H18 120.1 . . ? C13 C18 H18 120.1 . . ? O1 C19 N1 121.3(3) . . ? O1 C19 C17 121.2(3) . . ? N1 C19 C17 117.5(2) . . ? N2 C20 C6 112.3(2) . . ? N2 C20 H20A 109.1 . . ? C6 C20 H20A 109.1 . . ? N2 C20 H20B 109.1 . . ? C6 C20 H20B 109.1 . . ? H20A C20 H20B 107.9 . . ? C12 C21 C30 117.3(3) . . ? C12 C21 C31 121.3(3) . . ? C30 C21 C31 121.5(3) . . ? C26 C22 C35 119.0(3) . . ? C26 C22 C29 123.6(2) . . ? C35 C22 C29 117.3(3) . . ? C30 C23 C13 119.0(3) . . ? C30 C23 H23 120.5 . . ? C13 C23 H23 120.5 . . ? O10 C24 C28 107.8(2) . . ? O10 C24 H24A 110.2 . . ? C28 C24 H24A 110.2 . . ? O10 C24 H24B 110.2 . . ? C28 C24 H24B 110.2 . . ? H24A C24 H24B 108.5 . . ? N4 C25 C15 114.5(2) . . ? N4 C25 H25A 108.6 . . ? C15 C25 H25A 108.6 . . ? N4 C25 H25B 108.6 . . ? C15 C25 H25B 108.6 . . ? H25A C25 H25B 107.6 . . ? C22 C26 C17 121.3(3) . . ? C22 C26 H26 119.4 . . ? C17 C26 H26 119.4 . . ? C42 C27 C40 117.7(4) . . ? C42 C27 C38 119.4(3) . . ? C40 C27 C38 122.9(3) . . ? O9 C28 C24 108.3(2) . . ? O9 C28 H28A 110.0 . . ? C24 C28 H28A 110.0 . . ? O9 C28 H28B 110.0 . . ? C24 C28 H28B 110.0 . . ? H28A C28 H28B 108.4 . . ? O2 C29 N2 121.2(3) . . ? O2 C29 C22 121.2(3) . . ? N2 C29 C22 117.6(3) . . ? C23 C30 C21 122.2(3) . . ? C23 C30 H30 118.9 . . ? C21 C30 H30 118.9 . . ? N1 C31 C21 112.0(2) . . ? N1 C31 H31A 109.2 . . ? C21 C31 H31A 109.2 . . ? N1 C31 H31B 109.2 . . ? C21 C31 H31B 109.2 . . ? H31A C31 H31B 107.9 . . ? C15 C32 C43 120.2(3) . . ? C15 C32 H32 119.9 . . ? C43 C32 H32 119.9 . . ? C39 C33 C17 121.1(3) . . ? C39 C33 H33 119.5 . . ? C17 C33 H33 119.5 . . ? O9 C34 C48 109.2(3) . . ? O9 C34 H34A 109.8 . . ? C48 C34 H34A 109.8 . . ? O9 C34 H34B 109.8 . . ? C48 C34 H34B 109.8 . . ? H34A C34 H34B 108.3 . . ? C39 C35 C22 120.1(3) . . ? C39 C35 H35 120.0 . . ? C22 C35 H35 120.0 . . ? C45 C36 C15 121.0(3) . . ? C45 C36 H36 119.5 . . ? C15 C36 H36 119.5 . . ? O6 C37 C44 107.8(3) . . ? O6 C37 H37A 110.1 . . ? C44 C37 H37A 110.1 . . ? O6 C37 H37B 110.1 . . ? C44 C37 H37B 110.1 . . ? H37A C37 H37B 108.5 . . ? N3 C38 C27 114.6(3) . . ? N3 C38 H38A 108.6 . . ? C27 C38 H38A 108.6 . . ? N3 C38 H38B 108.6 . . ? C27 C38 H38B 108.6 . . ? H38A C38 H38B 107.6 . . ? C33 C39 C35 120.5(3) . . ? C33 C39 H39 119.7 . . ? C35 C39 H39 119.7 . . ? C27 C40 C47 121.5(4) . . ? C27 C40 H40 119.3 . . ? C47 C40 H40 119.3 . . ? C43 C41 C45 119.6(3) . . ? C43 C41 H41 120.2 . . ? C45 C41 H41 120.2 . . ? C50 C42 C27 121.2(4) . . ? C50 C42 H42 119.4 . . ? C27 C42 H42 119.4 . . ? C41 C43 C32 120.6(3) . . ? C41 C43 H43 119.7 . . ? C32 C43 H43 119.7 . . ? O7 C44 C37 108.6(3) . . ? O7 C44 H44A 110.0 . . ? C37 C44 H44A 110.0 . . ? O7 C44 H44B 110.0 . . ? C37 C44 H44B 110.0 . . ? H44A C44 H44B 108.3 . . ? C41 C45 C36 120.1(3) . . ? C41 C45 H45 119.9 . . ? C36 C45 H45 119.9 . . ? C50 C46 C47 118.7(4) . . ? C50 C46 H46 120.6 . . ? C47 C46 H46 120.6 . . ? C46 C47 C40 119.8(4) . . ? C46 C47 H47 120.1 . . ? C40 C47 H47 120.1 . . ? O8 C48 C34 108.5(3) . . ? O8 C48 H48A 110.0 . . ? C34 C48 H48A 110.0 . . ? O8 C48 H48B 110.0 . . ? C34 C48 H48B 110.0 . . ? H48A C48 H48B 108.4 . . ? C51 C49 O7 111.9(3) . . ? C51 C49 H49A 109.2 . . ? O7 C49 H49A 109.2 . . ? C51 C49 H49B 109.2 . . ? O7 C49 H49B 109.2 . . ? H49A C49 H49B 107.9 . . ? C42 C50 C46 121.2(4) . . ? C42 C50 H50 119.4 . . ? C46 C50 H50 119.4 . . ? C49 C51 O8 114.4(4) . . ? C49 C51 H51A 108.7 . . ? O8 C51 H51A 108.7 . . ? C49 C51 H51B 108.7 . . ? O8 C51 H51B 108.7 . . ? H51A C51 H51B 107.6 . . ? 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 C4 C1 C2 C5 -2.3(4) . . . . ? C4 C1 C2 C9 175.9(2) . . . . ? O5 N5 C3 C4 179.5(2) . . . . ? C5 N5 C3 C4 -1.1(4) . . . . ? N5 C3 C4 C1 2.1(4) . . . . ? N5 C3 C4 C14 -178.8(2) . . . . ? C2 C1 C4 C3 -0.4(4) . . . . ? C2 C1 C4 C14 -179.4(2) . . . . ? O5 N5 C5 C2 177.6(2) . . . . ? C3 N5 C5 C2 -1.8(4) . . . . ? C1 C2 C5 N5 3.5(4) . . . . ? C9 C2 C5 N5 -174.9(2) . . . . ? C24 O10 C7 C8 179.3(2) . . . . ? C24 O10 C7 C11 -0.1(4) . . . . ? O10 C7 C8 C16 179.7(2) . . . . ? C11 C7 C8 C16 -0.8(4) . . . . ? C25 N4 C9 O3 2.8(4) . . . . ? C25 N4 C9 C2 -176.0(2) . . . . ? C5 C2 C9 O3 -30.5(4) . . . . ? C1 C2 C9 O3 151.3(3) . . . . ? C5 C2 C9 N4 148.4(2) . . . . ? C1 C2 C9 N4 -29.9(4) . . . . ? C16 C6 C10 C11 0.0(4) . . . . ? C20 C6 C10 C11 -177.7(2) . . . . ? O10 C7 C11 C10 179.7(2) . . . . ? C8 C7 C11 C10 0.3(4) . . . . ? C6 C10 C11 C7 0.1(4) . . . . ? C37 O6 C13 C18 4.2(4) . . . . ? C37 O6 C13 C23 -177.2(2) . . . . ? C38 N3 C14 O4 2.0(5) . . . . ? C38 N3 C14 C4 -177.5(3) . . . . ? C3 C4 C14 O4 -7.6(4) . . . . ? C1 C4 C14 O4 171.4(3) . . . . ? C3 C4 C14 N3 172.0(3) . . . . ? C1 C4 C14 N3 -9.0(4) . . . . ? C7 C8 C16 C6 1.0(4) . . . . ? C10 C6 C16 C8 -0.6(4) . . . . ? C20 C6 C16 C8 177.1(2) . . . . ? C21 C12 C18 C13 0.3(4) . . . . ? O6 C13 C18 C12 -179.7(2) . . . . ? C23 C13 C18 C12 1.8(4) . . . . ? C31 N1 C19 O1 5.0(4) . . . . ? C31 N1 C19 C17 -171.6(3) . . . . ? C26 C17 C19 O1 166.9(3) . . . . ? C33 C17 C19 O1 -14.3(4) . . . . ? C26 C17 C19 N1 -16.4(4) . . . . ? C33 C17 C19 N1 162.4(3) . . . . ? C29 N2 C20 C6 162.2(3) . . . . ? C16 C6 C20 N2 129.2(3) . . . . ? C10 C6 C20 N2 -53.1(3) . . . . ? C18 C12 C21 C30 -0.8(4) . . . . ? C18 C12 C21 C31 179.2(2) . . . . ? O6 C13 C23 C30 178.0(2) . . . . ? C18 C13 C23 C30 -3.3(4) . . . . ? C7 O10 C24 C28 173.4(2) . . . . ? C9 N4 C25 C15 -110.8(3) . . . . ? C36 C15 C25 N4 -136.2(3) . . . . ? C32 C15 C25 N4 46.8(4) . . . . ? C35 C22 C26 C17 0.7(4) . . . . ? C29 C22 C26 C17 179.9(3) . . . . ? C33 C17 C26 C22 -1.7(4) . . . . ? C19 C17 C26 C22 177.1(3) . . . . ? C34 O9 C28 C24 173.9(3) . . . . ? O10 C24 C28 O9 -69.8(3) . . . . ? C20 N2 C29 O2 1.6(5) . . . . ? C20 N2 C29 C22 -178.8(3) . . . . ? C26 C22 C29 O2 -164.5(3) . . . . ? C35 C22 C29 O2 14.7(5) . . . . ? C26 C22 C29 N2 15.8(5) . . . . ? C35 C22 C29 N2 -164.9(3) . . . . ? C13 C23 C30 C21 2.9(4) . . . . ? C12 C21 C30 C23 -0.8(4) . . . . ? C31 C21 C30 C23 179.2(3) . . . . ? C19 N1 C31 C21 165.0(3) . . . . ? C12 C21 C31 N1 -46.8(4) . . . . ? C30 C21 C31 N1 133.2(3) . . . . ? C36 C15 C32 C43 0.3(4) . . . . ? C25 C15 C32 C43 177.2(3) . . . . ? C26 C17 C33 C39 1.7(5) . . . . ? C19 C17 C33 C39 -177.2(3) . . . . ? C28 O9 C34 C48 163.8(3) . . . . ? C26 C22 C35 C39 0.5(5) . . . . ? C29 C22 C35 C39 -178.8(3) . . . . ? C32 C15 C36 C45 0.7(5) . . . . ? C25 C15 C36 C45 -176.4(3) . . . . ? C13 O6 C37 C44 175.3(3) . . . . ? C14 N3 C38 C27 91.1(4) . . . . ? C42 C27 C38 N3 -156.5(3) . . . . ? C40 C27 C38 N3 25.9(5) . . . . ? C17 C33 C39 C35 -0.6(6) . . . . ? C22 C35 C39 C33 -0.5(5) . . . . ? C42 C27 C40 C47 1.1(5) . . . . ? C38 C27 C40 C47 178.7(3) . . . . ? C40 C27 C42 C50 -0.8(5) . . . . ? C38 C27 C42 C50 -178.6(3) . . . . ? C45 C41 C43 C32 -0.8(5) . . . . ? C15 C32 C43 C41 -0.2(5) . . . . ? C49 O7 C44 C37 -174.5(3) . . . . ? O6 C37 C44 O7 -59.7(4) . . . . ? C43 C41 C45 C36 1.8(6) . . . . ? C15 C36 C45 C41 -1.7(5) . . . . ? C50 C46 C47 C40 0.0(6) . . . . ? C27 C40 C47 C46 -0.7(6) . . . . ? C51 O8 C48 C34 167.7(3) . . . . ? O9 C34 C48 O8 63.5(4) . . . . ? C44 O7 C49 C51 98.8(5) . . . . ? C27 C42 C50 C46 0.2(6) . . . . ? C47 C46 C50 C42 0.2(6) . . . . ? O7 C49 C51 O8 60.3(6) . . . . ? C48 O8 C51 C49 67.8(5) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.552 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.073 # Attachment 'complex-2.3.cif' # Supplementary Material (ESI) for Chemical Communications # This journal is ?The Royal Society of Chemistry 2010 # Attachment 'complex-2+3.cif' data_c182186 #TrackingRef 'complex-2.3.cif' _database_code_depnum_ccdc_archive 'CCDC 762539' #TrackingRef 'complex-2+3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H58 N6 O14' _chemical_formula_weight 943.00 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 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.4699(13) _cell_length_b 14.6930(16) _cell_length_c 15.8590(17) _cell_angle_alpha 113.824(2) _cell_angle_beta 91.924(2) _cell_angle_gamma 102.267(2) _cell_volume 2367.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12379 _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_sigmaI/netI 0.0848 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.20 _reflns_number_total 8521 _reflns_number_gt 4042 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX-II (Bruker, 2004)' _computing_cell_refinement 'APEX-II (Bruker, 2004)' _computing_data_reduction 'APEX-II (Bruker, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-XP (Bruker, 2004)' _computing_publication_material SHELXL-97 _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^)+(0.0670P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8395 _refine_ls_number_parameters 613 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1349 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1691 _refine_ls_wR_factor_gt 0.1310 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _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 N11 N 0.8466(2) 1.1883(2) 0.34850(18) 0.0465(7) Uani 1 1 d . . . C2 C 0.6870(3) 1.0639(2) 0.2354(2) 0.0408(8) Uani 1 1 d . . . C3 C 0.7365(3) 0.0371(3) 0.5033(2) 0.0454(8) Uani 1 1 d . . . H3A H 0.7680 -0.0179 0.4981 0.055 Uiso 1 1 calc R . . C4 C 0.7324(3) 0.9864(2) 0.2420(2) 0.0403(8) Uani 1 1 d . . . H4 H 0.6943 0.9179 0.2051 0.048 Uiso 1 1 calc R . . C5 C 0.8346(3) 1.0113(2) 0.3037(2) 0.0388(8) Uani 1 1 d . . . C6 C 0.7454(3) 1.1637(2) 0.2898(2) 0.0459(9) Uani 1 1 d . . . H6 H 0.7148 1.2160 0.2863 0.055 Uiso 1 1 calc R . . C7 C 0.8907(3) 1.1132(3) 0.3552(2) 0.0452(8) Uani 1 1 d . . . H7 H 0.9606 1.1307 0.3956 0.054 Uiso 1 1 calc R . . C8 C 0.5859(3) 0.1019(3) 0.4545(2) 0.0484(9) Uani 1 1 d . . . H8 H 0.5159 0.0914 0.4169 0.058 Uiso 1 1 calc R . . C9 C 0.6337(3) 0.0207(3) 0.4464(2) 0.0433(8) Uani 1 1 d . . . C10 C 0.5744(3) 1.0437(3) 0.1733(2) 0.0515(9) Uani 1 1 d . . . C11 C 0.7925(3) 0.1339(3) 0.5673(2) 0.0484(9) Uani 1 1 d . . . H11 H 0.8619 0.1438 0.6053 0.058 Uiso 1 1 calc R . . C12 C 0.9090(3) 0.0414(3) 0.0984(2) 0.0449(8) Uani 1 1 d . . . C13 C 0.4558(3) -0.2144(2) 0.2551(2) 0.0503(9) Uani 1 1 d . . . H13A H 0.4533 -0.2575 0.2883 0.060 Uiso 1 1 calc R . . H13B H 0.3790 -0.2354 0.2165 0.060 Uiso 1 1 calc R . . C14 C 1.2143(3) 0.4874(2) 0.5092(2) 0.0439(8) Uani 1 1 d . . . C15 C 1.0064(3) 0.4398(3) 0.6750(2) 0.0493(9) Uani 1 1 d . . . C16 C 0.6444(3) 0.2002(3) 0.5202(2) 0.0507(9) Uani 1 1 d . . . H16 H 0.6126 0.2553 0.5257 0.061 Uiso 1 1 calc R . . C17 C 0.7479(3) 0.2179(3) 0.5769(2) 0.0471(9) Uani 1 1 d . . . C19 C 0.8857(3) 0.9341(3) 0.3212(2) 0.0448(8) Uani 1 1 d . . . C20 C 1.1100(3) 0.4806(2) 0.6348(2) 0.0441(8) Uani 1 1 d . . . C21 C 1.0709(3) 0.2314(3) 0.1949(2) 0.0492(9) Uani 1 1 d . . . C22 C 0.4797(3) -0.1034(3) 0.3228(2) 0.0477(9) Uani 1 1 d . . . H22A H 0.4890 -0.0599 0.2897 0.057 Uiso 1 1 calc R . . H22B H 0.4129 -0.0920 0.3585 0.057 Uiso 1 1 calc R . . C23 C 1.2297(3) 0.4538(3) 0.4087(2) 0.0503(9) Uani 1 1 d . . . C24 C 1.0212(3) 0.0474(3) 0.1373(2) 0.0498(9) Uani 1 1 d . . . H24 H 1.0432 -0.0120 0.1316 0.060 Uiso 1 1 calc R . . C25 C 1.1008(3) 0.1424(3) 0.1850(2) 0.0540(10) Uani 1 1 d . . . H25 H 1.1765 0.1460 0.2109 0.065 Uiso 1 1 calc R . . C26 C 0.8787(3) 0.1305(3) 0.1067(2) 0.0553(10) Uani 1 1 d . . . H26 H 0.8033 0.1271 0.0804 0.066 Uiso 1 1 calc R . . C27 C 1.3077(3) 0.5606(3) 0.5747(3) 0.0567(10) Uani 1 1 d . . . H27 H 1.3753 0.5880 0.5538 0.068 Uiso 1 1 calc R . . C28 C 0.7794(3) 0.7456(3) 0.3907(3) 0.0497(9) Uani 1 1 d . . . C29 C 0.8408(3) 0.7578(3) 0.3115(3) 0.0580(10) Uani 1 1 d . . . H29A H 0.9273 0.7723 0.3267 0.070 Uiso 1 1 calc R . . H29B H 0.8155 0.6942 0.2556 0.070 Uiso 1 1 calc R . . C30 C 1.2078(3) 0.5534(3) 0.6941(2) 0.0562(10) Uani 1 1 d . . . H30 H 1.2053 0.5757 0.7577 0.067 Uiso 1 1 calc R . . C31 C 0.8491(3) -0.1422(3) 0.0378(2) 0.0585(10) Uani 1 1 d . . . H31A H 0.8684 -0.1441 0.0970 0.070 Uiso 1 1 calc R . . H31B H 0.9179 -0.1499 0.0041 0.070 Uiso 1 1 calc R . . C32 C 0.9593(3) 0.2243(3) 0.1536(2) 0.0548(10) Uani 1 1 d . . . H32 H 0.9385 0.2836 0.1577 0.066 Uiso 1 1 calc R . . C33 C 0.4169(3) 0.9181(3) 0.0493(2) 0.0588(10) Uani 1 1 d . . . H33A H 0.4239 0.8694 -0.0125 0.071 Uiso 1 1 calc R . . H33B H 0.4010 0.9780 0.0442 0.071 Uiso 1 1 calc R . . C34 C 0.8270(4) 0.8106(3) 0.4818(3) 0.0595(10) Uani 1 1 d . . . H34 H 0.8988 0.8601 0.4942 0.071 Uiso 1 1 calc R . . C35 C 0.8083(3) 0.3244(3) 0.6491(2) 0.0598(10) Uani 1 1 d . . . H35A H 0.7521 0.3676 0.6611 0.072 Uiso 1 1 calc R . . H35B H 0.8325 0.3211 0.7068 0.072 Uiso 1 1 calc R . . C36 C 0.3121(3) 0.8700(3) 0.0854(3) 0.0525(9) Uani 1 1 d . . . C37 C 0.5252(3) -0.3163(3) 0.1167(2) 0.0560(10) Uani 1 1 d . . . H37A H 0.4532 -0.3214 0.0794 0.067 Uiso 1 1 calc R . . H37B H 0.5115 -0.3751 0.1319 0.067 Uiso 1 1 calc R . . C38 C 0.6304(3) -0.3151(3) 0.0633(2) 0.0600(10) Uani 1 1 d . . . H38A H 0.7027 -0.3081 0.1013 0.072 Uiso 1 1 calc R . . H38B H 0.6167 -0.3790 0.0079 0.072 Uiso 1 1 calc R . . C39 C 1.1593(4) 0.3336(3) 0.2475(2) 0.0629(11) Uani 1 1 d . . . H39A H 1.2406 0.3254 0.2404 0.076 Uiso 1 1 calc R . . H39B H 1.1467 0.3811 0.2219 0.076 Uiso 1 1 calc R . . C41 C 0.6730(4) 0.6717(3) 0.3738(3) 0.0645(11) Uani 1 1 d . . . H41 H 0.6400 0.6270 0.3129 0.077 Uiso 1 1 calc R . . C42 C 0.7409(4) -0.2269(3) -0.0172(3) 0.0722(12) Uani 1 1 d . . . H42A H 0.7124 -0.2158 -0.0697 0.087 Uiso 1 1 calc R . . H42B H 0.7635 -0.2918 -0.0413 0.087 Uiso 1 1 calc R . . C43 C 0.2756(4) 0.9276(3) 0.1684(3) 0.0666(11) Uani 1 1 d . . . H43 H 0.3169 0.9959 0.2022 0.080 Uiso 1 1 calc R . . C44 C 0.7700(5) 0.8033(3) 0.5536(3) 0.0797(13) Uani 1 1 d . . . H44 H 0.8032 0.8482 0.6143 0.096 Uiso 1 1 calc R . . C45 C 0.6153(4) 0.6638(3) 0.4470(4) 0.0807(14) Uani 1 1 d . . . H45 H 0.5440 0.6139 0.4354 0.097 Uiso 1 1 calc R . . C48 C 0.2504(4) 0.7699(3) 0.0374(3) 0.0750(12) Uani 1 1 d . . . H48 H 0.2749 0.7294 -0.0178 0.090 Uiso 1 1 calc R . . C49 C 0.6651(5) 0.7313(4) 0.5379(4) 0.0872(14) Uani 1 1 d . . . H49 H 0.6270 0.7272 0.5876 0.105 Uiso 1 1 calc R . . C50 C 0.1794(4) 0.8859(5) 0.2016(4) 0.0880(14) Uani 1 1 d . . . H50 H 0.1563 0.9255 0.2578 0.106 Uiso 1 1 calc R . . C53 C 0.1507(5) 0.7271(4) 0.0698(4) 0.0971(16) Uani 1 1 d . . . H53 H 0.1076 0.6594 0.0358 0.117 Uiso 1 1 calc R . . C54 C 0.1182(4) 0.7868(5) 0.1523(5) 0.1034(18) Uani 1 1 d . . . H54 H 0.0529 0.7589 0.1750 0.124 Uiso 1 1 calc R . . C55 C 1.1146(3) 0.4478(2) 0.5406(2) 0.0497(9) Uani 1 1 d . . . H55 H 1.0501 0.3989 0.4984 0.060 Uiso 1 1 calc R . . N1 N 1.3057(3) 0.5939(2) 0.6662(2) 0.0640(9) Uani 1 1 d . . . N2 N 1.1455(3) 0.3760(2) 0.34659(18) 0.0518(8) Uani 1 1 d . . . H2 H 1.0821 0.3502 0.3647 0.062 Uiso 1 1 calc R . . N4 N 0.5310(2) 0.9486(2) 0.10897(18) 0.0501(7) Uani 1 1 d . . . H4A H 0.5713 0.9035 0.1022 0.060 Uiso 1 1 calc R . . N7 N 0.8108(2) 0.8412(2) 0.29427(19) 0.0505(8) Uani 1 1 d . . . H5 H 0.7409 0.8299 0.2652 0.061 Uiso 1 1 calc R . . N10 N 0.9136(3) 0.3688(2) 0.61699(19) 0.0534(8) Uani 1 1 d . . . H3 H 0.9157 0.3483 0.5581 0.064 Uiso 1 1 calc R . . O1 O 1.0090(2) 0.4726(2) 0.76117(17) 0.0760(8) Uani 1 1 d . . . O2 O 1.3194(2) 0.4962(2) 0.38546(17) 0.0737(8) Uani 1 1 d . . . O3 O 0.9899(2) 0.95638(18) 0.35757(17) 0.0643(7) Uani 1 1 d . . . O4 O 0.5254(3) 1.1130(2) 0.1847(2) 0.0906(10) Uani 1 1 d . . . O5 O 0.9023(2) 1.28545(17) 0.39961(16) 0.0594(7) Uani 1 1 d . . . O6 O 0.5876(2) -0.07941(17) 0.38336(15) 0.0496(6) Uani 1 1 d . . . O7 O 0.5508(2) -0.22432(17) 0.19910(15) 0.0551(6) Uani 1 1 d . . . O8 O 0.6450(2) -0.23216(18) 0.03845(17) 0.0654(7) Uani 1 1 d . . . O9 O 0.8210(2) -0.04723(18) 0.05247(15) 0.0554(6) Uani 1 1 d . . . O1W O 0.4255(4) 0.5531(3) 0.8734(3) 0.1431(15) Uani 1 1 d . . . O2W O 0.3831(3) 0.5132(2) 0.2141(2) 0.1017(10) Uani 1 1 d . . . O3W O 0.8111(4) 0.5244(3) 0.0923(2) 0.1424(15) Uani 1 1 d . . . O4W O 0.4930(5) 0.2951(3) 0.1933(3) 0.212(3) Uani 1 1 d . . . O5W O 0.8283(3) 0.5131(3) 0.9042(2) 0.1256(13) Uani 1 1 d . . . H1W H 0.4327 0.6085 0.8620 0.188 Uiso 1 1 d R . . H2W H 0.3485 0.5227 0.8629 0.188 Uiso 1 1 d R . . H3W H 0.3588 0.5112 0.2662 0.188 Uiso 1 1 d R . . H4W H 0.4298 0.4728 0.1960 0.188 Uiso 1 1 d R . . H5W H 0.8145 0.4743 0.0424 0.188 Uiso 1 1 d R . . H6W H 0.8705 0.5308 0.1332 0.188 Uiso 1 1 d R . . H7W H 0.5508 0.2772 0.1637 0.188 Uiso 1 1 d R . . H8W H 0.5346 0.3360 0.2544 0.188 Uiso 1 1 d R . . H10W H 0.8784 0.4755 0.8993 0.188 Uiso 1 1 d R . . H9W H 0.7938 0.4939 0.8480 0.188 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 N11 0.0458(19) 0.0456(18) 0.0432(17) 0.0180(14) 0.0066(14) 0.0027(15) C2 0.039(2) 0.045(2) 0.0390(19) 0.0216(17) 0.0061(15) 0.0032(16) C3 0.045(2) 0.052(2) 0.045(2) 0.0221(18) 0.0155(17) 0.0191(18) C4 0.037(2) 0.0435(19) 0.0351(19) 0.0150(15) 0.0067(15) 0.0020(16) C5 0.0312(19) 0.049(2) 0.0358(18) 0.0184(16) 0.0108(14) 0.0055(16) C6 0.045(2) 0.050(2) 0.046(2) 0.0242(18) 0.0048(17) 0.0080(17) C7 0.034(2) 0.056(2) 0.041(2) 0.0212(18) 0.0016(15) 0.0025(18) C8 0.041(2) 0.061(2) 0.047(2) 0.0268(19) 0.0058(16) 0.0119(19) C9 0.042(2) 0.050(2) 0.039(2) 0.0193(17) 0.0122(16) 0.0101(17) C10 0.051(2) 0.055(2) 0.054(2) 0.030(2) 0.0032(18) 0.010(2) C11 0.038(2) 0.061(2) 0.044(2) 0.0210(19) 0.0108(16) 0.0105(18) C12 0.045(2) 0.055(2) 0.0331(19) 0.0194(17) 0.0082(16) 0.0058(18) C13 0.043(2) 0.058(2) 0.046(2) 0.0209(18) 0.0136(16) 0.0041(18) C14 0.046(2) 0.0408(19) 0.041(2) 0.0164(16) 0.0049(16) 0.0050(17) C15 0.051(2) 0.050(2) 0.042(2) 0.0162(18) 0.0075(18) 0.0099(19) C16 0.055(2) 0.051(2) 0.056(2) 0.0292(19) 0.0189(19) 0.0189(19) C17 0.042(2) 0.054(2) 0.047(2) 0.0235(18) 0.0173(17) 0.0097(18) C19 0.033(2) 0.052(2) 0.043(2) 0.0156(17) 0.0082(16) 0.0074(18) C20 0.046(2) 0.0391(19) 0.041(2) 0.0129(16) 0.0012(16) 0.0054(16) C21 0.053(2) 0.051(2) 0.035(2) 0.0170(17) 0.0097(17) 0.0004(19) C22 0.037(2) 0.061(2) 0.045(2) 0.0232(18) 0.0111(16) 0.0102(17) C23 0.047(2) 0.047(2) 0.055(2) 0.0237(19) 0.0078(18) -0.0001(18) C24 0.052(2) 0.053(2) 0.048(2) 0.0253(18) 0.0100(18) 0.0133(19) C25 0.049(2) 0.066(3) 0.044(2) 0.0242(19) 0.0026(17) 0.006(2) C26 0.051(2) 0.067(3) 0.053(2) 0.030(2) 0.0049(18) 0.015(2) C27 0.049(2) 0.049(2) 0.060(3) 0.019(2) 0.0043(19) -0.0050(18) C28 0.045(2) 0.043(2) 0.064(3) 0.0248(19) -0.0011(19) 0.0134(18) C29 0.056(3) 0.054(2) 0.067(3) 0.024(2) 0.006(2) 0.0222(19) C30 0.063(3) 0.050(2) 0.046(2) 0.0156(19) 0.0001(19) 0.006(2) C31 0.062(3) 0.055(2) 0.048(2) 0.0136(19) 0.0188(18) 0.008(2) C32 0.060(3) 0.053(2) 0.056(2) 0.0264(19) 0.0154(19) 0.015(2) C33 0.049(2) 0.076(3) 0.048(2) 0.031(2) -0.0055(18) 0.002(2) C34 0.059(3) 0.053(2) 0.066(3) 0.027(2) -0.008(2) 0.009(2) C35 0.063(3) 0.054(2) 0.052(2) 0.0161(19) 0.0194(19) 0.004(2) C36 0.047(2) 0.062(3) 0.052(2) 0.031(2) -0.0039(18) 0.010(2) C37 0.063(3) 0.046(2) 0.049(2) 0.0158(18) 0.0145(18) 0.0000(18) C38 0.071(3) 0.050(2) 0.050(2) 0.0136(19) 0.0165(19) 0.012(2) C39 0.071(3) 0.063(2) 0.046(2) 0.022(2) 0.0128(19) -0.002(2) C41 0.052(3) 0.049(2) 0.082(3) 0.022(2) -0.011(2) 0.005(2) C42 0.072(3) 0.060(3) 0.057(3) 0.008(2) 0.030(2) -0.008(2) C43 0.055(3) 0.078(3) 0.074(3) 0.038(3) 0.005(2) 0.021(2) C44 0.088(4) 0.082(3) 0.073(3) 0.039(3) 0.001(3) 0.020(3) C45 0.052(3) 0.075(3) 0.131(5) 0.061(3) 0.015(3) 0.010(2) C48 0.071(3) 0.073(3) 0.079(3) 0.036(3) 0.001(2) 0.005(2) C49 0.098(4) 0.101(4) 0.097(4) 0.065(3) 0.033(3) 0.043(3) C50 0.066(3) 0.132(5) 0.097(4) 0.069(4) 0.023(3) 0.041(3) C53 0.076(4) 0.096(4) 0.125(5) 0.064(4) 0.003(3) -0.002(3) C54 0.055(3) 0.154(6) 0.143(6) 0.106(5) 0.025(3) 0.019(4) C55 0.047(2) 0.043(2) 0.044(2) 0.0095(17) -0.0028(17) 0.0000(17) N1 0.061(2) 0.055(2) 0.056(2) 0.0137(17) -0.0008(17) -0.0053(17) N2 0.0530(19) 0.0520(18) 0.0399(17) 0.0159(14) 0.0112(14) -0.0022(15) N4 0.0419(18) 0.0584(19) 0.0477(18) 0.0233(16) -0.0034(14) 0.0074(15) N7 0.0420(18) 0.0517(18) 0.061(2) 0.0274(16) -0.0008(14) 0.0110(15) N10 0.055(2) 0.0521(18) 0.0433(17) 0.0160(15) 0.0119(15) 0.0005(16) O1 0.075(2) 0.085(2) 0.0426(17) 0.0130(14) 0.0086(13) -0.0038(15) O2 0.0664(19) 0.0747(19) 0.0615(17) 0.0254(15) 0.0142(14) -0.0138(15) O3 0.0392(16) 0.0685(17) 0.0802(19) 0.0272(14) -0.0036(13) 0.0132(13) O4 0.085(2) 0.0638(19) 0.111(2) 0.0258(17) -0.0297(18) 0.0240(17) O5 0.0615(17) 0.0416(14) 0.0584(16) 0.0136(12) -0.0007(12) -0.0045(12) O6 0.0438(15) 0.0554(15) 0.0462(14) 0.0178(12) 0.0074(11) 0.0129(12) O7 0.0474(15) 0.0563(15) 0.0452(14) 0.0112(12) 0.0152(11) -0.0010(12) O8 0.0738(19) 0.0524(16) 0.0658(17) 0.0222(14) 0.0336(14) 0.0089(14) O9 0.0512(16) 0.0546(16) 0.0498(15) 0.0181(12) 0.0038(11) 0.0002(13) O1W 0.132(4) 0.161(4) 0.129(3) 0.052(3) 0.006(3) 0.042(3) O2W 0.107(3) 0.108(2) 0.096(2) 0.052(2) 0.0398(19) 0.016(2) O3W 0.158(4) 0.167(4) 0.100(3) 0.038(3) 0.017(2) 0.074(3) O4W 0.244(6) 0.108(3) 0.212(5) 0.015(3) -0.148(4) 0.031(3) O5W 0.151(4) 0.151(3) 0.096(3) 0.057(2) 0.030(2) 0.067(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 N11 O5 1.322(3) . ? N11 C7 1.346(4) . ? N11 C6 1.349(4) . ? C2 C6 1.366(4) . ? C2 C4 1.387(4) . ? C2 C10 1.497(4) . ? C3 C11 1.367(4) . ? C3 C9 1.376(4) . ? C3 H3A 0.9300 . ? C4 C5 1.385(4) . ? C4 H4 0.9300 . ? C5 C7 1.375(4) . ? C5 C19 1.495(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.378(4) . ? C8 C16 1.395(4) . ? C8 H8 0.9300 . ? C9 O6 1.375(4) . ? C10 O4 1.219(4) . ? C10 N4 1.327(4) . ? C11 C17 1.389(4) . ? C11 H11 0.9300 . ? C12 O9 1.368(4) . ? C12 C24 1.378(4) . ? C12 C26 1.382(4) . ? C13 O7 1.424(4) . ? C13 C22 1.505(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C55 1.373(4) . ? C14 C27 1.385(4) . ? C14 C23 1.496(4) . ? C15 O1 1.248(4) . ? C15 N10 1.324(4) . ? C15 C20 1.495(5) . ? C16 C17 1.377(5) . ? C16 H16 0.9300 . ? C17 C35 1.509(4) . ? C19 O3 1.225(4) . ? C19 N7 1.337(4) . ? C20 C30 1.376(4) . ? C20 C55 1.378(4) . ? C21 C25 1.371(5) . ? C21 C32 1.381(5) . ? C21 C39 1.505(4) . ? C22 O6 1.428(4) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 O2 1.234(4) . ? C23 N2 1.330(4) . ? C24 C25 1.383(4) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C32 1.375(5) . ? C26 H26 0.9300 . ? C27 N1 1.334(4) . ? C27 H27 0.9300 . ? C28 C34 1.381(5) . ? C28 C41 1.386(5) . ? C28 C29 1.515(5) . ? C29 N7 1.463(4) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 N1 1.332(4) . ? C30 H30 0.9300 . ? C31 O9 1.428(4) . ? C31 C42 1.498(5) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32 0.9300 . ? C33 N4 1.460(4) . ? C33 C36 1.512(5) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C44 1.361(5) . ? C34 H34 0.9300 . ? C35 N10 1.456(4) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C48 1.364(5) . ? C36 C43 1.382(5) . ? C37 O7 1.415(4) . ? C37 C38 1.498(5) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 O8 1.406(4) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 N2 1.466(4) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C41 C45 1.388(6) . ? C41 H41 0.9300 . ? C42 O8 1.441(4) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C50 1.373(6) . ? C43 H43 0.9300 . ? C44 C49 1.362(6) . ? C44 H44 0.9300 . ? C45 C49 1.391(6) . ? C45 H45 0.9300 . ? C48 C53 1.400(6) . ? C48 H48 0.9300 . ? C49 H49 0.9300 . ? C50 C54 1.353(7) . ? C50 H50 0.9300 . ? C53 C54 1.367(7) . ? C53 H53 0.9300 . ? C54 H54 0.9300 . ? C55 H55 0.9300 . ? N2 H2 0.8600 . ? N4 H4A 0.8600 . ? N7 H5 0.8600 . ? N10 H3 0.8600 . ? O1W H1W 0.8911 . ? O1W H2W 0.8774 . ? O2W H3W 0.8900 . ? O2W H4W 0.8546 . ? O3W H5W 0.8442 . ? O3W H6W 0.8877 . ? O4W H7W 0.8516 . ? O4W H8W 0.9515 . ? O5W H10W 0.8629 . ? O5W H9W 0.8702 . ? 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 O5 N11 C7 119.8(3) . . ? O5 N11 C6 120.4(3) . . ? C7 N11 C6 119.7(3) . . ? C6 C2 C4 118.9(3) . . ? C6 C2 C10 118.0(3) . . ? C4 C2 C10 123.2(3) . . ? C11 C3 C9 120.3(3) . . ? C11 C3 H3A 119.8 . . ? C9 C3 H3A 119.8 . . ? C5 C4 C2 119.7(3) . . ? C5 C4 H4 120.1 . . ? C2 C4 H4 120.1 . . ? C7 C5 C4 118.6(3) . . ? C7 C5 C19 117.3(3) . . ? C4 C5 C19 124.0(3) . . ? N11 C6 C2 121.6(3) . . ? N11 C6 H6 119.2 . . ? C2 C6 H6 119.2 . . ? N11 C7 C5 121.5(3) . . ? N11 C7 H7 119.3 . . ? C5 C7 H7 119.3 . . ? C9 C8 C16 118.8(3) . . ? C9 C8 H8 120.6 . . ? C16 C8 H8 120.6 . . ? O6 C9 C3 114.9(3) . . ? O6 C9 C8 125.1(3) . . ? C3 C9 C8 120.1(3) . . ? O4 C10 N4 123.0(3) . . ? O4 C10 C2 119.8(3) . . ? N4 C10 C2 117.2(3) . . ? C3 C11 C17 121.3(3) . . ? C3 C11 H11 119.3 . . ? C17 C11 H11 119.3 . . ? O9 C12 C24 125.2(3) . . ? O9 C12 C26 115.6(3) . . ? C24 C12 C26 119.3(3) . . ? O7 C13 C22 107.5(3) . . ? O7 C13 H13A 110.2 . . ? C22 C13 H13A 110.2 . . ? O7 C13 H13B 110.2 . . ? C22 C13 H13B 110.2 . . ? H13A C13 H13B 108.5 . . ? C55 C14 C27 118.0(3) . . ? C55 C14 C23 123.9(3) . . ? C27 C14 C23 118.0(3) . . ? O1 C15 N10 121.8(3) . . ? O1 C15 C20 120.0(3) . . ? N10 C15 C20 118.2(3) . . ? C17 C16 C8 121.8(3) . . ? C17 C16 H16 119.1 . . ? C8 C16 H16 119.1 . . ? C16 C17 C11 117.7(3) . . ? C16 C17 C35 121.1(3) . . ? C11 C17 C35 121.2(3) . . ? O3 C19 N7 123.6(3) . . ? O3 C19 C5 120.9(3) . . ? N7 C19 C5 115.5(3) . . ? C30 C20 C55 117.5(3) . . ? C30 C20 C15 118.9(3) . . ? C55 C20 C15 123.6(3) . . ? C25 C21 C32 118.3(3) . . ? C25 C21 C39 120.4(3) . . ? C32 C21 C39 121.3(4) . . ? O6 C22 C13 107.8(3) . . ? O6 C22 H22A 110.1 . . ? C13 C22 H22A 110.1 . . ? O6 C22 H22B 110.1 . . ? C13 C22 H22B 110.1 . . ? H22A C22 H22B 108.5 . . ? O2 C23 N2 121.9(3) . . ? O2 C23 C14 120.3(3) . . ? N2 C23 C14 117.8(3) . . ? C12 C24 C25 119.5(3) . . ? C12 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C21 C25 C24 121.7(3) . . ? C21 C25 H25 119.2 . . ? C24 C25 H25 119.2 . . ? C32 C26 C12 120.4(3) . . ? C32 C26 H26 119.8 . . ? C12 C26 H26 119.8 . . ? N1 C27 C14 123.3(3) . . ? N1 C27 H27 118.3 . . ? C14 C27 H27 118.3 . . ? C34 C28 C41 118.6(4) . . ? C34 C28 C29 120.2(3) . . ? C41 C28 C29 121.1(3) . . ? N7 C29 C28 110.7(3) . . ? N7 C29 H29A 109.5 . . ? C28 C29 H29A 109.5 . . ? N7 C29 H29B 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 108.1 . . ? N1 C30 C20 124.2(3) . . ? N1 C30 H30 117.9 . . ? C20 C30 H30 117.9 . . ? O9 C31 C42 107.6(3) . . ? O9 C31 H31A 110.2 . . ? C42 C31 H31A 110.2 . . ? O9 C31 H31B 110.2 . . ? C42 C31 H31B 110.2 . . ? H31A C31 H31B 108.5 . . ? C26 C32 C21 120.8(3) . . ? C26 C32 H32 119.6 . . ? C21 C32 H32 119.6 . . ? N4 C33 C36 112.9(3) . . ? N4 C33 H33A 109.0 . . ? C36 C33 H33A 109.0 . . ? N4 C33 H33B 109.0 . . ? C36 C33 H33B 109.0 . . ? H33A C33 H33B 107.8 . . ? C44 C34 C28 120.8(4) . . ? C44 C34 H34 119.6 . . ? C28 C34 H34 119.6 . . ? N10 C35 C17 110.4(3) . . ? N10 C35 H35A 109.6 . . ? C17 C35 H35A 109.6 . . ? N10 C35 H35B 109.6 . . ? C17 C35 H35B 109.6 . . ? H35A C35 H35B 108.1 . . ? C48 C36 C43 118.2(4) . . ? C48 C36 C33 121.5(4) . . ? C43 C36 C33 120.3(4) . . ? O7 C37 C38 108.3(3) . . ? O7 C37 H37A 110.0 . . ? C38 C37 H37A 110.0 . . ? O7 C37 H37B 110.0 . . ? C38 C37 H37B 110.0 . . ? H37A C37 H37B 108.4 . . ? O8 C38 C37 109.0(3) . . ? O8 C38 H38A 109.9 . . ? C37 C38 H38A 109.9 . . ? O8 C38 H38B 109.9 . . ? C37 C38 H38B 109.9 . . ? H38A C38 H38B 108.3 . . ? N2 C39 C21 110.9(3) . . ? N2 C39 H39A 109.4 . . ? C21 C39 H39A 109.4 . . ? N2 C39 H39B 109.4 . . ? C21 C39 H39B 109.4 . . ? H39A C39 H39B 108.0 . . ? C28 C41 C45 120.5(4) . . ? C28 C41 H41 119.7 . . ? C45 C41 H41 119.7 . . ? O8 C42 C31 111.8(3) . . ? O8 C42 H42A 109.3 . . ? C31 C42 H42A 109.3 . . ? O8 C42 H42B 109.3 . . ? C31 C42 H42B 109.3 . . ? H42A C42 H42B 107.9 . . ? C50 C43 C36 121.2(4) . . ? C50 C43 H43 119.4 . . ? C36 C43 H43 119.4 . . ? C34 C44 C49 121.2(4) . . ? C34 C44 H44 119.4 . . ? C49 C44 H44 119.4 . . ? C41 C45 C49 119.3(4) . . ? C41 C45 H45 120.3 . . ? C49 C45 H45 120.3 . . ? C36 C48 C53 121.0(5) . . ? C36 C48 H48 119.5 . . ? C53 C48 H48 119.5 . . ? C44 C49 C45 119.5(5) . . ? C44 C49 H49 120.2 . . ? C45 C49 H49 120.2 . . ? C54 C50 C43 119.8(5) . . ? C54 C50 H50 120.1 . . ? C43 C50 H50 120.1 . . ? C54 C53 C48 118.7(5) . . ? C54 C53 H53 120.6 . . ? C48 C53 H53 120.6 . . ? C50 C54 C53 121.1(5) . . ? C50 C54 H54 119.5 . . ? C53 C54 H54 119.5 . . ? C14 C55 C20 120.0(3) . . ? C14 C55 H55 120.0 . . ? C20 C55 H55 120.0 . . ? C30 N1 C27 117.0(3) . . ? C23 N2 C39 120.8(3) . . ? C23 N2 H2 119.6 . . ? C39 N2 H2 119.6 . . ? C10 N4 C33 122.0(3) . . ? C10 N4 H4A 119.0 . . ? C33 N4 H4A 119.0 . . ? C19 N7 C29 123.8(3) . . ? C19 N7 H5 118.1 . . ? C29 N7 H5 118.1 . . ? C15 N10 C35 122.5(3) . . ? C15 N10 H3 118.8 . . ? C35 N10 H3 118.8 . . ? C9 O6 C22 118.4(3) . . ? C37 O7 C13 114.0(2) . . ? C38 O8 C42 113.4(3) . . ? C12 O9 C31 118.0(3) . . ? H1W O1W H2W 106.9 . . ? H3W O2W H4W 107.1 . . ? H5W O3W H6W 106.3 . . ? H7W O4W H8W 100.8 . . ? H10W O5W H9W 106.0 . . ? 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 C6 C2 C4 C5 0.6(5) . . . . ? C10 C2 C4 C5 -177.5(3) . . . . ? C2 C4 C5 C7 -1.9(5) . . . . ? C2 C4 C5 C19 175.5(3) . . . . ? O5 N11 C6 C2 179.2(3) . . . . ? C7 N11 C6 C2 -1.1(5) . . . . ? C4 C2 C6 N11 0.9(5) . . . . ? C10 C2 C6 N11 179.1(3) . . . . ? O5 N11 C7 C5 179.5(3) . . . . ? C6 N11 C7 C5 -0.3(5) . . . . ? C4 C5 C7 N11 1.8(5) . . . . ? C19 C5 C7 N11 -175.8(3) . . . . ? C11 C3 C9 O6 178.4(3) . . . . ? C11 C3 C9 C8 -0.7(5) . . . . ? C16 C8 C9 O6 -178.2(3) . . . . ? C16 C8 C9 C3 0.8(5) . . . . ? C6 C2 C10 O4 -13.8(5) . . . . ? C4 C2 C10 O4 164.4(3) . . . . ? C6 C2 C10 N4 168.0(3) . . . . ? C4 C2 C10 N4 -13.9(5) . . . . ? C9 C3 C11 C17 0.0(5) . . . . ? C9 C8 C16 C17 -0.2(5) . . . . ? C8 C16 C17 C11 -0.5(5) . . . . ? C8 C16 C17 C35 -178.6(3) . . . . ? C3 C11 C17 C16 0.6(5) . . . . ? C3 C11 C17 C35 178.7(3) . . . . ? C7 C5 C19 O3 -20.9(5) . . . . ? C4 C5 C19 O3 161.7(3) . . . . ? C7 C5 C19 N7 159.4(3) . . . . ? C4 C5 C19 N7 -18.0(5) . . . . ? O1 C15 C20 C30 0.8(5) . . . . ? N10 C15 C20 C30 -179.2(3) . . . . ? O1 C15 C20 C55 179.5(3) . . . . ? N10 C15 C20 C55 -0.6(5) . . . . ? O7 C13 C22 O6 -65.3(3) . . . . ? C55 C14 C23 O2 176.6(3) . . . . ? C27 C14 C23 O2 -5.4(5) . . . . ? C55 C14 C23 N2 -4.9(5) . . . . ? C27 C14 C23 N2 173.1(3) . . . . ? O9 C12 C24 C25 -177.7(3) . . . . ? C26 C12 C24 C25 0.8(5) . . . . ? C32 C21 C25 C24 -1.8(5) . . . . ? C39 C21 C25 C24 179.7(3) . . . . ? C12 C24 C25 C21 0.2(5) . . . . ? O9 C12 C26 C32 178.3(3) . . . . ? C24 C12 C26 C32 -0.3(5) . . . . ? C55 C14 C27 N1 0.3(5) . . . . ? C23 C14 C27 N1 -177.8(3) . . . . ? C34 C28 C29 N7 -79.8(4) . . . . ? C41 C28 C29 N7 98.1(4) . . . . ? C55 C20 C30 N1 0.1(5) . . . . ? C15 C20 C30 N1 178.8(3) . . . . ? C12 C26 C32 C21 -1.3(5) . . . . ? C25 C21 C32 C26 2.3(5) . . . . ? C39 C21 C32 C26 -179.2(3) . . . . ? C41 C28 C34 C44 -0.7(5) . . . . ? C29 C28 C34 C44 177.2(3) . . . . ? C16 C17 C35 N10 -102.7(4) . . . . ? C11 C17 C35 N10 79.3(4) . . . . ? N4 C33 C36 C48 -115.3(4) . . . . ? N4 C33 C36 C43 65.4(4) . . . . ? O7 C37 C38 O8 -62.4(4) . . . . ? C25 C21 C39 N2 -89.7(4) . . . . ? C32 C21 C39 N2 91.9(4) . . . . ? C34 C28 C41 C45 0.4(5) . . . . ? C29 C28 C41 C45 -177.6(3) . . . . ? O9 C31 C42 O8 -73.1(4) . . . . ? C48 C36 C43 C50 -0.4(6) . . . . ? C33 C36 C43 C50 179.0(3) . . . . ? C28 C34 C44 C49 0.5(6) . . . . ? C28 C41 C45 C49 0.3(6) . . . . ? C43 C36 C48 C53 1.6(6) . . . . ? C33 C36 C48 C53 -177.7(4) . . . . ? C34 C44 C49 C45 0.2(7) . . . . ? C41 C45 C49 C44 -0.5(6) . . . . ? C36 C43 C50 C54 -0.6(7) . . . . ? C36 C48 C53 C54 -1.9(7) . . . . ? C43 C50 C54 C53 0.2(8) . . . . ? C48 C53 C54 C50 1.0(8) . . . . ? C27 C14 C55 C20 -0.5(5) . . . . ? C23 C14 C55 C20 177.5(3) . . . . ? C30 C20 C55 C14 0.2(5) . . . . ? C15 C20 C55 C14 -178.4(3) . . . . ? C20 C30 N1 C27 -0.2(5) . . . . ? C14 C27 N1 C30 0.0(5) . . . . ? O2 C23 N2 C39 3.3(5) . . . . ? C14 C23 N2 C39 -175.1(3) . . . . ? C21 C39 N2 C23 165.6(3) . . . . ? O4 C10 N4 C33 -3.0(6) . . . . ? C2 C10 N4 C33 175.2(3) . . . . ? C36 C33 N4 C10 -95.8(4) . . . . ? O3 C19 N7 C29 5.0(5) . . . . ? C5 C19 N7 C29 -175.3(3) . . . . ? C28 C29 N7 C19 103.4(4) . . . . ? O1 C15 N10 C35 0.1(5) . . . . ? C20 C15 N10 C35 -179.8(3) . . . . ? C17 C35 N10 C15 -153.5(3) . . . . ? C3 C9 O6 C22 178.9(3) . . . . ? C8 C9 O6 C22 -2.0(4) . . . . ? C13 C22 O6 C9 174.4(3) . . . . ? C38 C37 O7 C13 178.2(3) . . . . ? C22 C13 O7 C37 -163.5(3) . . . . ? C37 C38 O8 C42 -177.2(3) . . . . ? C31 C42 O8 C38 -105.7(4) . . . . ? C24 C12 O9 C31 -4.4(5) . . . . ? C26 C12 O9 C31 177.0(3) . . . . ? C42 C31 O9 C12 -177.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.294 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.045