# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_10ktk11h _database_code_depnum_ccdc_archive 'CCDC 887682' #TrackingRef 'web_deposit_cif_file_0_ChunhuaHu_1340207828.1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H56.39 N8 O10.19' _chemical_formula_weight 956.52 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 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.2161(19) _cell_length_b 8.8142(6) _cell_length_c 21.7727(16) _cell_angle_alpha 90.00 _cell_angle_beta 106.8540(10) _cell_angle_gamma 90.00 _cell_volume 4815.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9825 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 28.27 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2024 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9507 _exptl_absorpt_correction_T_max 0.9849 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' # 3 omega scans and each 400 frames, and 2 phi scans and each 720 frames _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 75014 _diffrn_reflns_av_R_equivalents 0.0401 _diffrn_reflns_av_sigmaI/netI 0.0166 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.31 _reflns_number_total 5992 _reflns_number_gt 5309 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0488P)^2^+3.4506P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5992 _refine_ls_number_parameters 327 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0416 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.0991 _refine_ls_wR_factor_gt 0.0952 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.046 _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 O1 O 0.14297(3) 0.12425(9) 0.26607(4) 0.02247(16) Uani 1 1 d . . . O2 O 0.14345(3) 0.29418(10) 0.10846(4) 0.02883(19) Uani 1 1 d . . . O3 O 0.32395(3) 0.16752(9) 0.18934(4) 0.02667(18) Uani 1 1 d . . . O4 O -0.01279(3) 0.40749(9) 0.06520(3) 0.02136(16) Uani 1 1 d . . . O5 O 0.07047(3) 0.36369(9) 0.31944(3) 0.02057(16) Uani 1 1 d . . . N1 N 0.16932(3) 0.23610(10) 0.36365(4) 0.01884(18) Uani 1 1 d . . . N2 N 0.19909(3) 0.30511(10) 0.20982(4) 0.01823(17) Uani 1 1 d . . . N3 N 0.06800(3) 0.47753(10) 0.13128(4) 0.01793(17) Uani 1 1 d . . . N4 N -0.02896(3) 0.17909(10) 0.14065(4) 0.01688(17) Uani 1 1 d . . . C1 C 0.17079(4) 0.21852(11) 0.30204(5) 0.01777(19) Uani 1 1 d . . . C2 C 0.12528(4) 0.16154(12) 0.37953(5) 0.0199(2) Uani 1 1 d . . . H2A H 0.1325 0.1585 0.4267 0.024 Uiso 1 1 calc R . . H2B H 0.1222 0.0557 0.3636 0.024 Uiso 1 1 calc R . . C3 C 0.20074(4) 0.34288(12) 0.40867(5) 0.0211(2) Uani 1 1 d . . . C4 C 0.17615(5) 0.44317(14) 0.44051(5) 0.0273(2) Uani 1 1 d . . . H4 H 0.1385 0.4432 0.4315 0.033 Uiso 1 1 calc R . . C5 C 0.20690(6) 0.54345(15) 0.48563(6) 0.0355(3) Uani 1 1 d . . . H5 H 0.1903 0.6096 0.5085 0.043 Uiso 1 1 calc R . . C6 C 0.26181(6) 0.54674(16) 0.49711(6) 0.0381(3) Uani 1 1 d . . . H6 H 0.2826 0.6177 0.5268 0.046 Uiso 1 1 calc R . . C7 C 0.28627(5) 0.44733(16) 0.46555(6) 0.0330(3) Uani 1 1 d . . . H7 H 0.3238 0.4515 0.4731 0.040 Uiso 1 1 calc R . . C8 C 0.25618(4) 0.34083(14) 0.42269(5) 0.0254(2) Uani 1 1 d . . . H8 H 0.2732 0.2678 0.4033 0.030 Uiso 1 1 calc R . . C9 C 0.20509(4) 0.33040(11) 0.27738(5) 0.01736(19) Uani 1 1 d . . . H9A H 0.1943 0.4356 0.2837 0.021 Uiso 1 1 calc R . . H9B H 0.2430 0.3178 0.3022 0.021 Uiso 1 1 calc R . . C10 C 0.15306(4) 0.33845(12) 0.16390(5) 0.0190(2) Uani 1 1 d . . . C11 C 0.23637(4) 0.19769(12) 0.19518(5) 0.0212(2) Uani 1 1 d . . . H11A H 0.2187 0.1439 0.1547 0.025 Uiso 1 1 calc R . . H11B H 0.2471 0.1213 0.2299 0.025 Uiso 1 1 calc R . . C12 C 0.28540(4) 0.27982(12) 0.18862(5) 0.0220(2) Uani 1 1 d . . . H12A H 0.2767 0.3375 0.1479 0.026 Uiso 1 1 calc R . . H12B H 0.2989 0.3515 0.2247 0.026 Uiso 1 1 calc R . . C13 C 0.37071(5) 0.22719(14) 0.17790(7) 0.0297(3) Uani 1 1 d . . . H13A H 0.3616 0.2718 0.1349 0.045 Uiso 1 1 calc R . . H13B H 0.3967 0.1455 0.1810 0.045 Uiso 1 1 calc R . . H13C H 0.3861 0.3054 0.2099 0.045 Uiso 1 1 calc R . . C14 C 0.11418(4) 0.44220(11) 0.18481(5) 0.01715(19) Uani 1 1 d . . . H14A H 0.1024 0.3915 0.2190 0.021 Uiso 1 1 calc R . . H14B H 0.1326 0.5374 0.2027 0.021 Uiso 1 1 calc R . . C15 C 0.02393(4) 0.38754(11) 0.11414(5) 0.01683(19) Uani 1 1 d . . . C16 C 0.07658(4) 0.58940(12) 0.08507(5) 0.0221(2) Uani 1 1 d U . . H16A H 0.0424 0.6089 0.0519 0.027 Uiso 1 1 calc R . . H16B H 0.1019 0.5474 0.0635 0.027 Uiso 1 1 calc R . . C17 C 0.09775(4) 0.73325(13) 0.11667(5) 0.0246(2) Uani 1 1 d U . . C18 C 0.11589(5) 0.84788(14) 0.14274(6) 0.0327(3) Uani 1 1 d . . . H18 H 0.1304 0.9395 0.1636 0.039 Uiso 1 1 calc R . . C19 C 0.02167(4) 0.25936(11) 0.16122(5) 0.01719(19) Uani 1 1 d . . . H19A H 0.0512 0.1871 0.1640 0.021 Uiso 1 1 calc R . . H19B H 0.0264 0.3026 0.2045 0.021 Uiso 1 1 calc R . . C20 C -0.03397(4) 0.03942(11) 0.10481(5) 0.01790(19) Uani 1 1 d . . . C21 C -0.05199(4) 0.04189(13) 0.03812(5) 0.0226(2) Uani 1 1 d . . . H21 H -0.0572 0.1357 0.0157 0.027 Uiso 1 1 calc R . . C22 C -0.06226(5) -0.09440(14) 0.00459(6) 0.0273(2) Uani 1 1 d . . . H22 H -0.0753 -0.0937 -0.0409 0.033 Uiso 1 1 calc R . . C23 C -0.05360(5) -0.23106(13) 0.03737(6) 0.0285(2) Uani 1 1 d . . . H23 H -0.0613 -0.3239 0.0143 0.034 Uiso 1 1 calc R . . C24 C -0.03368(5) -0.23266(13) 0.10379(6) 0.0279(2) Uani 1 1 d . . . H24 H -0.0267 -0.3266 0.1261 0.033 Uiso 1 1 calc R . . C25 C -0.02399(4) -0.09697(13) 0.13781(5) 0.0231(2) Uani 1 1 d . . . H25 H -0.0106 -0.0978 0.1833 0.028 Uiso 1 1 calc R . . C26 C 0.07250(4) 0.24509(11) 0.34961(5) 0.01685(19) Uani 1 1 d . . . O6 O 0.0000 0.5951(7) 0.2500 0.029(2) Uani 0.194(6) 2 d SP . . H6O H 0.023(3) 0.528(9) 0.273(3) 0.021(17) Uiso 0.194(6) 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0212(4) 0.0179(3) 0.0271(4) -0.0015(3) 0.0051(3) -0.0032(3) O2 0.0283(4) 0.0347(5) 0.0216(4) -0.0094(3) 0.0043(3) 0.0035(3) O3 0.0209(4) 0.0200(4) 0.0440(5) 0.0057(3) 0.0171(3) 0.0035(3) O4 0.0204(4) 0.0226(4) 0.0179(3) 0.0003(3) 0.0006(3) -0.0018(3) O5 0.0204(4) 0.0194(4) 0.0211(3) 0.0058(3) 0.0047(3) 0.0004(3) N1 0.0145(4) 0.0200(4) 0.0214(4) 0.0029(3) 0.0041(3) -0.0016(3) N2 0.0154(4) 0.0196(4) 0.0205(4) -0.0028(3) 0.0065(3) 0.0009(3) N3 0.0162(4) 0.0186(4) 0.0175(4) 0.0023(3) 0.0026(3) -0.0016(3) N4 0.0156(4) 0.0166(4) 0.0185(4) -0.0032(3) 0.0049(3) -0.0021(3) C1 0.0140(4) 0.0153(4) 0.0231(5) 0.0021(4) 0.0038(4) 0.0022(3) C2 0.0157(4) 0.0202(5) 0.0234(5) 0.0068(4) 0.0052(4) 0.0005(4) C3 0.0210(5) 0.0220(5) 0.0176(5) 0.0042(4) 0.0012(4) -0.0027(4) C4 0.0295(6) 0.0272(6) 0.0232(5) 0.0011(4) 0.0046(4) 0.0001(5) C5 0.0482(8) 0.0294(6) 0.0257(6) -0.0025(5) 0.0054(5) -0.0021(5) C6 0.0479(8) 0.0336(7) 0.0240(6) 0.0002(5) -0.0035(5) -0.0150(6) C7 0.0273(6) 0.0435(7) 0.0215(5) 0.0099(5) -0.0034(4) -0.0120(5) C8 0.0218(5) 0.0315(6) 0.0200(5) 0.0074(4) 0.0016(4) -0.0030(4) C9 0.0150(4) 0.0180(5) 0.0189(4) -0.0005(4) 0.0046(4) -0.0014(3) C10 0.0178(5) 0.0178(5) 0.0218(5) -0.0033(4) 0.0062(4) -0.0024(4) C11 0.0183(5) 0.0192(5) 0.0279(5) -0.0022(4) 0.0097(4) 0.0019(4) C12 0.0199(5) 0.0198(5) 0.0290(5) 0.0025(4) 0.0112(4) 0.0030(4) C13 0.0229(5) 0.0254(6) 0.0459(7) 0.0046(5) 0.0180(5) 0.0012(4) C14 0.0148(4) 0.0184(5) 0.0171(4) -0.0016(3) 0.0027(3) -0.0004(3) C15 0.0172(4) 0.0168(4) 0.0166(4) -0.0024(3) 0.0052(4) 0.0004(4) C16 0.0222(5) 0.0238(5) 0.0202(5) 0.0039(4) 0.0057(4) -0.0029(4) C17 0.0216(5) 0.0245(5) 0.0264(5) 0.0064(4) 0.0050(4) -0.0018(4) C18 0.0293(6) 0.0238(6) 0.0403(7) 0.0040(5) 0.0025(5) -0.0041(5) C19 0.0145(4) 0.0180(5) 0.0180(4) -0.0004(4) 0.0030(3) -0.0019(3) C20 0.0155(4) 0.0174(5) 0.0222(5) -0.0043(4) 0.0078(4) -0.0013(3) C21 0.0237(5) 0.0232(5) 0.0220(5) -0.0032(4) 0.0083(4) -0.0012(4) C22 0.0264(5) 0.0309(6) 0.0258(5) -0.0103(4) 0.0093(4) -0.0024(5) C23 0.0265(6) 0.0234(5) 0.0391(6) -0.0126(5) 0.0151(5) -0.0031(4) C24 0.0298(6) 0.0184(5) 0.0405(6) -0.0012(5) 0.0179(5) 0.0020(4) C25 0.0236(5) 0.0215(5) 0.0261(5) -0.0005(4) 0.0103(4) 0.0023(4) C26 0.0166(4) 0.0178(4) 0.0156(4) 0.0008(3) 0.0039(3) 0.0004(4) O6 0.029(4) 0.022(3) 0.028(3) 0.000 -0.003(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.2266(13) . ? O2 C10 1.2233(13) . ? O3 C12 1.4114(13) . ? O3 C13 1.4207(13) . ? O4 C15 1.2239(12) . ? O5 C26 1.2275(12) . ? N1 C1 1.3619(13) . ? N1 C3 1.4342(13) . ? N1 C2 1.4545(13) . ? N2 C10 1.3574(13) . ? N2 C9 1.4505(13) . ? N2 C11 1.4608(13) . ? N3 C15 1.3614(13) . ? N3 C14 1.4501(12) . ? N3 C16 1.4718(13) . ? N4 C26 1.3515(13) 2 ? N4 C20 1.4430(12) . ? N4 C19 1.4554(12) . ? C1 C9 1.5329(14) . ? C2 C26 1.5358(14) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.3918(16) . ? C3 C8 1.3958(15) . ? C4 C5 1.3918(17) . ? C4 H4 0.9500 . ? C5 C6 1.388(2) . ? C5 H5 0.9500 . ? C6 C7 1.381(2) . ? C6 H6 0.9500 . ? C7 C8 1.3954(17) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C14 1.5335(14) . ? C11 C12 1.5176(14) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C19 1.5382(14) . ? C16 C17 1.4723(16) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.1886(18) . ? C18 H18 0.9500 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C25 1.3860(15) . ? C20 C21 1.3907(14) . ? C21 C22 1.3909(15) . ? C21 H21 0.9500 . ? C22 C23 1.3849(18) . ? C22 H22 0.9500 . ? C23 C24 1.3880(18) . ? C23 H23 0.9500 . ? C24 C25 1.3909(16) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 N4 1.3517(13) 2 ? O6 H6O 0.88(8) . ? 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 C12 O3 C13 112.95(8) . . ? C1 N1 C3 124.96(9) . . ? C1 N1 C2 115.71(8) . . ? C3 N1 C2 118.18(9) . . ? C10 N2 C9 121.71(8) . . ? C10 N2 C11 119.19(8) . . ? C9 N2 C11 115.98(8) . . ? C15 N3 C14 122.65(8) . . ? C15 N3 C16 119.25(8) . . ? C14 N3 C16 115.84(8) . . ? C26 N4 C20 120.23(8) 2 . ? C26 N4 C19 118.60(8) 2 . ? C20 N4 C19 120.87(8) . . ? O1 C1 N1 121.65(9) . . ? O1 C1 C9 120.84(9) . . ? N1 C1 C9 117.32(9) . . ? N1 C2 C26 111.23(8) . . ? N1 C2 H2A 109.4 . . ? C26 C2 H2A 109.4 . . ? N1 C2 H2B 109.4 . . ? C26 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? C4 C3 C8 120.17(10) . . ? C4 C3 N1 120.00(10) . . ? C8 C3 N1 119.76(10) . . ? C5 C4 C3 119.85(12) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C6 C5 C4 119.90(13) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C7 C6 C5 120.27(12) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C8 120.37(12) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C7 C8 C3 119.24(12) . . ? C7 C8 H8 120.4 . . ? C3 C8 H8 120.4 . . ? N2 C9 C1 110.75(8) . . ? N2 C9 H9A 109.5 . . ? C1 C9 H9A 109.5 . . ? N2 C9 H9B 109.5 . . ? C1 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? O2 C10 N2 122.84(10) . . ? O2 C10 C14 121.26(9) . . ? N2 C10 C14 115.84(8) . . ? N2 C11 C12 110.48(8) . . ? N2 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? N2 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? O3 C12 C11 106.72(8) . . ? O3 C12 H12A 110.4 . . ? C11 C12 H12A 110.4 . . ? O3 C12 H12B 110.4 . . ? C11 C12 H12B 110.4 . . ? H12A C12 H12B 108.6 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C10 111.18(8) . . ? N3 C14 H14A 109.4 . . ? C10 C14 H14A 109.4 . . ? N3 C14 H14B 109.4 . . ? C10 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? O4 C15 N3 123.07(9) . . ? O4 C15 C19 120.88(9) . . ? N3 C15 C19 116.03(8) . . ? N3 C16 C17 111.66(9) . . ? N3 C16 H16A 109.3 . . ? C17 C16 H16A 109.3 . . ? N3 C16 H16B 109.3 . . ? C17 C16 H16B 109.3 . . ? H16A C16 H16B 107.9 . . ? C18 C17 C16 178.56(13) . . ? C17 C18 H18 180.0 . . ? N4 C19 C15 111.09(8) . . ? N4 C19 H19A 109.4 . . ? C15 C19 H19A 109.4 . . ? N4 C19 H19B 109.4 . . ? C15 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C25 C20 C21 120.72(10) . . ? C25 C20 N4 119.06(9) . . ? C21 C20 N4 120.09(9) . . ? C20 C21 C22 119.34(10) . . ? C20 C21 H21 120.3 . . ? C22 C21 H21 120.3 . . ? C23 C22 C21 120.19(11) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C24 120.11(10) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? C23 C24 C25 120.11(11) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C20 C25 C24 119.46(10) . . ? C20 C25 H25 120.3 . . ? C24 C25 H25 120.3 . . ? O5 C26 N4 122.89(9) . 2 ? O5 C26 C2 121.95(9) . . ? N4 C26 C2 115.16(8) 2 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.367 _refine_diff_density_min -0.181 _refine_diff_density_rms 0.041 data_10ktk12h _database_code_depnum_ccdc_archive 'CCDC 887683' #TrackingRef '2a_new.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H56 N8 O10' _chemical_formula_weight 953.05 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 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.328(2) _cell_length_b 8.8744(7) _cell_length_c 22.0441(17) _cell_angle_alpha 90.00 _cell_angle_beta 106.8840(10) _cell_angle_gamma 90.00 _cell_volume 4928.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 9992 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 25.89 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.284 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2016 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9521 _exptl_absorpt_correction_T_max 0.9853 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' # 3 omega scans and each 400 frames, and 2 phi scans and each 720 frames _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 64702 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.0168 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 27.55 _reflns_number_total 5681 _reflns_number_gt 4293 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0531P)^2^+3.0347P] 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 5681 _refine_ls_number_parameters 317 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0625 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.1287 _refine_ls_wR_factor_gt 0.1157 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.034 _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 O1 O 0.14140(5) 0.12912(13) 0.26757(6) 0.0586(3) Uani 1 1 d . . . O2 O 0.14402(6) 0.28505(18) 0.11150(6) 0.0787(4) Uani 1 1 d . . . O3 O 0.32397(5) 0.17293(15) 0.19493(8) 0.0756(4) Uani 1 1 d . . . O4 O -0.01104(4) 0.40022(14) 0.06517(5) 0.0564(3) Uani 1 1 d . . . O5 O 0.06943(4) 0.36724(13) 0.32089(6) 0.0546(3) Uani 1 1 d . . . N1 N 0.16804(5) 0.24155(15) 0.36297(6) 0.0472(3) Uani 1 1 d . . . N2 N 0.19846(5) 0.30193(15) 0.21136(6) 0.0449(3) Uani 1 1 d . . . N3 N 0.06868(5) 0.47165(15) 0.13004(6) 0.0456(3) Uani 1 1 d . . . N4 N -0.02870(5) 0.18096(14) 0.14147(6) 0.0420(3) Uani 1 1 d . . . C1 C 0.16931(6) 0.22230(16) 0.30248(8) 0.0438(3) Uani 1 1 d . . . C2 C 0.12452(6) 0.1678(2) 0.37937(8) 0.0510(4) Uani 1 1 d . . . H2A H 0.1319 0.1662 0.4251 0.061 Uiso 1 1 calc R . . H2B H 0.1217 0.0644 0.3646 0.061 Uiso 1 1 calc R . . C3 C 0.20016(7) 0.3458(2) 0.40732(8) 0.0529(4) Uani 1 1 d . . . C4 C 0.17673(9) 0.4478(2) 0.43835(10) 0.0729(5) Uani 1 1 d . . . H4 H 0.1400 0.4519 0.4289 0.087 Uiso 1 1 calc R . . C5 C 0.20779(13) 0.5432(3) 0.48321(12) 0.0974(8) Uani 1 1 d . . . H5 H 0.1920 0.6093 0.5051 0.117 Uiso 1 1 calc R . . C6 C 0.26202(14) 0.5410(3) 0.49575(12) 0.1031(10) Uani 1 1 d . . . H6 H 0.2828 0.6079 0.5251 0.124 Uiso 1 1 calc R . . C7 C 0.28568(10) 0.4408(3) 0.46519(10) 0.0868(8) Uani 1 1 d . . . H7 H 0.3224 0.4413 0.4733 0.104 Uiso 1 1 calc R . . C8 C 0.25512(7) 0.3385(2) 0.42225(9) 0.0647(5) Uani 1 1 d . . . H8 H 0.2713 0.2659 0.4037 0.078 Uiso 1 1 calc R . . C9 C 0.20353(6) 0.33042(17) 0.27743(7) 0.0430(3) Uani 1 1 d . . . H9A H 0.1929 0.4333 0.2823 0.052 Uiso 1 1 calc R . . H9B H 0.2404 0.3191 0.3021 0.052 Uiso 1 1 calc R . . C10 C 0.15308(6) 0.33332(18) 0.16533(8) 0.0473(4) Uani 1 1 d . . . C11 C 0.23644(7) 0.19657(19) 0.19853(9) 0.0560(4) Uani 1 1 d . . . H11A H 0.2198 0.1421 0.1597 0.067 Uiso 1 1 calc R . . H11B H 0.2470 0.1239 0.2328 0.067 Uiso 1 1 calc R . . C12 C 0.28505(7) 0.2784(2) 0.19214(11) 0.0639(5) Uani 1 1 d . . . H12A H 0.2766 0.3319 0.1521 0.077 Uiso 1 1 calc R . . H12B H 0.2972 0.3510 0.2262 0.077 Uiso 1 1 calc R . . C13 C 0.37040(9) 0.2330(3) 0.18486(14) 0.0875(7) Uani 1 1 d . . . H13A H 0.3619 0.2781 0.1435 0.131 Uiso 1 1 calc R . . H13B H 0.3958 0.1538 0.1877 0.131 Uiso 1 1 calc R . . H13C H 0.3851 0.3080 0.2165 0.131 Uiso 1 1 calc R . . C14 C 0.11429(5) 0.43918(17) 0.18351(7) 0.0419(3) Uani 1 1 d . . . H14A H 0.1025 0.3935 0.2170 0.050 Uiso 1 1 calc R . . H14B H 0.1323 0.5326 0.1997 0.050 Uiso 1 1 calc R . . C15 C 0.02493(6) 0.38264(17) 0.11392(7) 0.0419(3) Uani 1 1 d . . . C16 C 0.07733(7) 0.5791(2) 0.08335(8) 0.0586(4) Uani 1 1 d . . . H16A H 0.1023 0.5361 0.0633 0.070 Uiso 1 1 calc R . . H16B H 0.0440 0.5957 0.0507 0.070 Uiso 1 1 calc R . . C17 C 0.09785(8) 0.7234(2) 0.11199(10) 0.0675(5) Uani 1 1 d . . . C18 C 0.11507(10) 0.8383(3) 0.13474(14) 0.0978(8) Uani 1 1 d . . . H18 H 0.1288 0.9298 0.1529 0.117 Uiso 1 1 calc R . . C19 C 0.02173(6) 0.25991(17) 0.16138(7) 0.0428(3) Uani 1 1 d . . . H19A H 0.0504 0.1885 0.1654 0.051 Uiso 1 1 calc R . . H19B H 0.0261 0.3052 0.2026 0.051 Uiso 1 1 calc R . . C20 C -0.03345(6) 0.03959(17) 0.10799(8) 0.0447(3) Uani 1 1 d . . . C21 C -0.05034(7) 0.0366(2) 0.04285(9) 0.0592(4) Uani 1 1 d . . . H21 H -0.0555 0.1260 0.0199 0.071 Uiso 1 1 calc R . . C22 C -0.05966(9) -0.1005(3) 0.01169(11) 0.0777(6) Uani 1 1 d . . . H22 H -0.0717 -0.1029 -0.0324 0.093 Uiso 1 1 calc R . . C23 C -0.05141(9) -0.2310(3) 0.04480(14) 0.0835(7) Uani 1 1 d U . . H23 H -0.0583 -0.3225 0.0234 0.100 Uiso 1 1 calc R . . C24 C -0.03309(10) -0.2296(2) 0.10944(14) 0.0806(6) Uani 1 1 d U . . H24 H -0.0268 -0.3198 0.1318 0.097 Uiso 1 1 calc R . . C25 C -0.02381(8) -0.0925(2) 0.14188(10) 0.0626(5) Uani 1 1 d . . . H25 H -0.0113 -0.0907 0.1859 0.075 Uiso 1 1 calc R . . C26 C 0.07183(6) 0.24888(17) 0.34988(7) 0.0422(3) 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 O1 0.0554(7) 0.0440(6) 0.0727(8) -0.0016(6) 0.0128(6) -0.0133(5) O2 0.0737(9) 0.0978(11) 0.0580(8) -0.0294(7) 0.0088(6) 0.0156(8) O3 0.0558(7) 0.0543(7) 0.1280(12) 0.0196(8) 0.0447(8) 0.0078(6) O4 0.0487(6) 0.0635(7) 0.0463(6) 0.0054(5) -0.0028(5) -0.0063(5) O5 0.0483(6) 0.0504(6) 0.0625(7) 0.0215(5) 0.0119(5) 0.0010(5) N1 0.0347(6) 0.0500(7) 0.0555(8) 0.0104(6) 0.0110(5) -0.0038(5) N2 0.0354(6) 0.0463(7) 0.0536(7) -0.0025(6) 0.0141(5) 0.0043(5) N3 0.0369(6) 0.0487(7) 0.0463(7) 0.0066(6) 0.0042(5) -0.0018(5) N4 0.0357(6) 0.0423(7) 0.0478(7) -0.0074(5) 0.0120(5) -0.0019(5) C1 0.0332(7) 0.0356(7) 0.0595(9) 0.0069(7) 0.0087(6) 0.0024(6) C2 0.0379(8) 0.0533(9) 0.0615(10) 0.0202(8) 0.0139(7) 0.0004(7) C3 0.0487(9) 0.0564(10) 0.0487(9) 0.0128(7) 0.0064(7) -0.0057(7) C4 0.0769(13) 0.0701(13) 0.0666(12) -0.0011(10) 0.0129(10) 0.0002(11) C5 0.128(2) 0.0795(16) 0.0738(15) -0.0105(13) 0.0119(15) -0.0080(16) C6 0.124(2) 0.0928(19) 0.0687(15) -0.0003(14) -0.0092(15) -0.0384(18) C7 0.0705(14) 0.112(2) 0.0591(12) 0.0230(13) -0.0102(10) -0.0317(14) C8 0.0488(10) 0.0836(13) 0.0533(10) 0.0180(9) 0.0018(8) -0.0101(9) C9 0.0329(7) 0.0430(8) 0.0514(8) 0.0030(6) 0.0096(6) -0.0018(6) C10 0.0414(8) 0.0473(8) 0.0523(9) -0.0071(7) 0.0124(7) -0.0005(7) C11 0.0495(9) 0.0483(9) 0.0761(12) -0.0008(8) 0.0274(8) 0.0095(7) C12 0.0577(10) 0.0515(10) 0.0941(14) 0.0131(9) 0.0403(10) 0.0105(8) C13 0.0602(12) 0.0695(13) 0.148(2) 0.0162(14) 0.0541(14) 0.0030(10) C14 0.0340(7) 0.0429(8) 0.0452(8) -0.0026(6) 0.0059(6) -0.0002(6) C15 0.0380(7) 0.0444(8) 0.0411(7) -0.0037(6) 0.0082(6) 0.0013(6) C16 0.0515(9) 0.0644(11) 0.0571(10) 0.0137(8) 0.0115(8) -0.0054(8) C17 0.0532(10) 0.0629(12) 0.0811(13) 0.0210(10) 0.0108(9) -0.0070(9) C18 0.0807(16) 0.0639(14) 0.135(2) 0.0150(14) 0.0093(15) -0.0180(12) C19 0.0343(7) 0.0476(8) 0.0434(8) -0.0009(6) 0.0062(6) -0.0013(6) C20 0.0371(7) 0.0442(8) 0.0565(9) -0.0097(7) 0.0194(7) -0.0008(6) C21 0.0606(10) 0.0632(11) 0.0562(10) -0.0150(8) 0.0209(8) -0.0021(8) C22 0.0746(13) 0.0850(16) 0.0772(14) -0.0391(12) 0.0279(11) -0.0071(12) C23 0.0769(14) 0.0653(14) 0.1216(18) -0.0429(14) 0.0497(14) -0.0109(11) C24 0.0848(15) 0.0458(10) 0.1282(19) -0.0036(12) 0.0575(14) 0.0058(10) C25 0.0673(11) 0.0525(10) 0.0754(12) 0.0003(9) 0.0326(10) 0.0091(9) C26 0.0384(7) 0.0444(8) 0.0424(7) 0.0077(6) 0.0095(6) 0.0000(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 O1 C1 1.2196(18) . ? O2 C10 1.2182(19) . ? O3 C12 1.376(2) . ? O3 C13 1.409(2) . ? O4 C15 1.2186(17) . ? O5 C26 1.2216(18) . ? N1 C1 1.355(2) . ? N1 C3 1.430(2) . ? N1 C2 1.4534(19) . ? N2 C10 1.353(2) . ? N2 C9 1.446(2) . ? N2 C11 1.4557(19) . ? N3 C15 1.3562(19) . ? N3 C14 1.4465(18) . ? N3 C16 1.468(2) . ? N4 C26 1.3471(18) 2 ? N4 C20 1.4425(19) . ? N4 C19 1.4520(18) . ? C1 C9 1.525(2) . ? C2 C26 1.530(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.383(3) . ? C3 C8 1.389(2) . ? C4 C5 1.376(3) . ? C4 H4 0.9300 . ? C5 C6 1.374(4) . ? C5 H5 0.9300 . ? C6 C7 1.370(4) . ? C6 H6 0.9300 . ? C7 C8 1.387(3) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C14 1.524(2) . ? C11 C12 1.513(2) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C19 1.529(2) . ? C16 C17 1.460(3) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.168(3) . ? C18 H18 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C25 1.374(2) . ? C20 C21 1.375(2) . ? C21 C22 1.383(3) . ? C21 H21 0.9300 . ? C22 C23 1.353(3) . ? C22 H22 0.9300 . ? C23 C24 1.365(4) . ? C23 H23 0.9300 . ? C24 C25 1.396(3) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 N4 1.3471(18) 2 ? 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 C12 O3 C13 113.86(15) . . ? C1 N1 C3 125.14(13) . . ? C1 N1 C2 115.77(13) . . ? C3 N1 C2 118.27(14) . . ? C10 N2 C9 121.51(12) . . ? C10 N2 C11 119.56(14) . . ? C9 N2 C11 116.14(13) . . ? C15 N3 C14 122.57(13) . . ? C15 N3 C16 119.17(13) . . ? C14 N3 C16 116.07(12) . . ? C26 N4 C20 120.67(12) 2 . ? C26 N4 C19 118.41(12) 2 . ? C20 N4 C19 120.67(12) . . ? O1 C1 N1 121.59(14) . . ? O1 C1 C9 120.62(15) . . ? N1 C1 C9 117.59(13) . . ? N1 C2 C26 111.45(12) . . ? N1 C2 H2A 109.3 . . ? C26 C2 H2A 109.3 . . ? N1 C2 H2B 109.3 . . ? C26 C2 H2B 109.3 . . ? H2A C2 H2B 108.0 . . ? C4 C3 C8 119.78(19) . . ? C4 C3 N1 120.06(16) . . ? C8 C3 N1 120.03(18) . . ? C5 C4 C3 120.0(2) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C6 C5 C4 120.1(3) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C7 C6 C5 120.3(2) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C6 C7 C8 120.3(2) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C7 C8 C3 119.3(2) . . ? C7 C8 H8 120.4 . . ? C3 C8 H8 120.4 . . ? N2 C9 C1 111.30(12) . . ? N2 C9 H9A 109.4 . . ? C1 C9 H9A 109.4 . . ? N2 C9 H9B 109.4 . . ? C1 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? O2 C10 N2 122.60(15) . . ? O2 C10 C14 121.08(14) . . ? N2 C10 C14 116.27(13) . . ? N2 C11 C12 110.94(14) . . ? N2 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.0 . . ? O3 C12 C11 107.98(14) . . ? O3 C12 H12A 110.1 . . ? C11 C12 H12A 110.1 . . ? O3 C12 H12B 110.1 . . ? C11 C12 H12B 110.1 . . ? H12A C12 H12B 108.4 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C10 111.68(12) . . ? N3 C14 H14A 109.3 . . ? C10 C14 H14A 109.3 . . ? N3 C14 H14B 109.3 . . ? C10 C14 H14B 109.3 . . ? H14A C14 H14B 107.9 . . ? O4 C15 N3 122.67(14) . . ? O4 C15 C19 120.75(13) . . ? N3 C15 C19 116.55(12) . . ? C17 C16 N3 112.31(15) . . ? C17 C16 H16A 109.1 . . ? N3 C16 H16A 109.1 . . ? C17 C16 H16B 109.1 . . ? N3 C16 H16B 109.1 . . ? H16A C16 H16B 107.9 . . ? C18 C17 C16 178.9(3) . . ? C17 C18 H18 180.0 . . ? N4 C19 C15 111.36(12) . . ? N4 C19 H19A 109.4 . . ? C15 C19 H19A 109.4 . . ? N4 C19 H19B 109.4 . . ? C15 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C25 C20 C21 120.27(16) . . ? C25 C20 N4 119.29(15) . . ? C21 C20 N4 120.34(15) . . ? C20 C21 C22 119.5(2) . . ? C20 C21 H21 120.2 . . ? C22 C21 H21 120.2 . . ? C23 C22 C21 120.5(2) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C22 C23 C24 120.5(2) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C23 C24 C25 120.0(2) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C20 C25 C24 119.2(2) . . ? C20 C25 H25 120.4 . . ? C24 C25 H25 120.4 . . ? O5 C26 N4 122.75(13) . 2 ? O5 C26 C2 121.97(13) . . ? N4 C26 C2 115.28(12) 2 . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.495 _refine_diff_density_min -0.292 _refine_diff_density_rms 0.033 data_10ktk13h _database_code_depnum_ccdc_archive 'CCDC 887684' #TrackingRef 'web_deposit_cif_file_2_ChunhuaHu_1340207828.2-100K.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H56 N8 O10' _chemical_formula_weight 953.05 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 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.2136(17) _cell_length_b 8.8077(6) _cell_length_c 21.7438(14) _cell_angle_alpha 90.00 _cell_angle_beta 106.8260(10) _cell_angle_gamma 90.00 _cell_volume 4805.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9813 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 28.28 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.317 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2016 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9509 _exptl_absorpt_correction_T_max 0.9849 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' # 3 omega scans and each 400 frames, and 2 phi scans and each 720 frames _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 66383 _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_sigmaI/netI 0.0171 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.31 _reflns_number_total 5982 _reflns_number_gt 5285 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0474P)^2^+3.7403P] 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 5982 _refine_ls_number_parameters 311 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0372 _refine_ls_wR_factor_ref 0.0990 _refine_ls_wR_factor_gt 0.0946 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 O1 O 0.14306(3) 0.12400(9) 0.26599(4) 0.02248(16) Uani 1 1 d . . . O2 O 0.14336(3) 0.29311(10) 0.10834(4) 0.02915(19) Uani 1 1 d . . . O3 O 0.32445(3) 0.16707(9) 0.19010(4) 0.02623(18) Uani 1 1 d . . . O4 O -0.01246(3) 0.40608(9) 0.06514(4) 0.02142(16) Uani 1 1 d . . . O5 O 0.07047(3) 0.36455(9) 0.31941(4) 0.02068(16) Uani 1 1 d U . . N1 N 0.16930(3) 0.23603(10) 0.36365(4) 0.01902(18) Uani 1 1 d . . . N2 N 0.19925(3) 0.30494(10) 0.20963(4) 0.01839(18) Uani 1 1 d . . . N3 N 0.06819(3) 0.47759(10) 0.13132(4) 0.01812(18) Uani 1 1 d . . . N4 N -0.02873(3) 0.17905(10) 0.14127(4) 0.01694(17) Uani 1 1 d . . . C1 C 0.17087(4) 0.21829(11) 0.30197(5) 0.0177(2) Uani 1 1 d . . . C2 C 0.12511(4) 0.16161(12) 0.37934(5) 0.0202(2) Uani 1 1 d . . . H2A H 0.1323 0.1584 0.4266 0.024 Uiso 1 1 calc R . . H2B H 0.1220 0.0558 0.3634 0.024 Uiso 1 1 calc R . . C3 C 0.20079(4) 0.34269(12) 0.40876(5) 0.0212(2) Uani 1 1 d . . . C4 C 0.17616(5) 0.44364(14) 0.44052(6) 0.0274(2) Uani 1 1 d . . . H4 H 0.1385 0.4440 0.4314 0.033 Uiso 1 1 calc R . . C5 C 0.20688(6) 0.54371(15) 0.48559(6) 0.0351(3) Uani 1 1 d . . . H5 H 0.1903 0.6101 0.5085 0.042 Uiso 1 1 calc R . . C6 C 0.26187(6) 0.54676(16) 0.49721(6) 0.0376(3) Uani 1 1 d . . . H6 H 0.2827 0.6178 0.5269 0.045 Uiso 1 1 calc R . . C7 C 0.28631(5) 0.44690(16) 0.46574(6) 0.0324(3) Uani 1 1 d . . . H7 H 0.3238 0.4506 0.4733 0.039 Uiso 1 1 calc R . . C8 C 0.25614(4) 0.34055(14) 0.42282(5) 0.0253(2) Uani 1 1 d . . . H8 H 0.2732 0.2674 0.4034 0.030 Uiso 1 1 calc R . . C9 C 0.20524(4) 0.33011(12) 0.27731(5) 0.01760(19) Uani 1 1 d . . . H9A H 0.1945 0.4354 0.2837 0.021 Uiso 1 1 calc R . . H9B H 0.2431 0.3173 0.3022 0.021 Uiso 1 1 calc R . . C10 C 0.15317(4) 0.33795(12) 0.16377(5) 0.0192(2) Uani 1 1 d . . . C11 C 0.23657(4) 0.19732(12) 0.19504(5) 0.0212(2) Uani 1 1 d . . . H11A H 0.2190 0.1440 0.1543 0.025 Uiso 1 1 calc R . . H11B H 0.2471 0.1205 0.2297 0.025 Uiso 1 1 calc R . . C12 C 0.28579(4) 0.27941(12) 0.18896(6) 0.0222(2) Uani 1 1 d . . . H12A H 0.2774 0.3371 0.1482 0.027 Uiso 1 1 calc R . . H12B H 0.2991 0.3512 0.2251 0.027 Uiso 1 1 calc R . . C13 C 0.37138(5) 0.22641(14) 0.17895(7) 0.0290(3) Uani 1 1 d . . . H13A H 0.3625 0.2710 0.1359 0.043 Uiso 1 1 calc R . . H13B H 0.3973 0.1445 0.1823 0.043 Uiso 1 1 calc R . . H13C H 0.3867 0.3047 0.2110 0.043 Uiso 1 1 calc R . . C14 C 0.11440(4) 0.44223(12) 0.18478(5) 0.01716(19) Uani 1 1 d . . . H14A H 0.1027 0.3918 0.2191 0.021 Uiso 1 1 calc R . . H14B H 0.1329 0.5375 0.2026 0.021 Uiso 1 1 calc R . . C15 C 0.02415(4) 0.38708(11) 0.11422(5) 0.01697(19) Uani 1 1 d . . . C16 C 0.07674(5) 0.58879(13) 0.08470(5) 0.02391(17) Uani 1 1 d . . . H16A H 0.0425 0.6081 0.0515 0.029 Uiso 1 1 calc R . . H16B H 0.1020 0.5462 0.0631 0.029 Uiso 1 1 calc R . . C17 C 0.09796(4) 0.73315(13) 0.11598(5) 0.02391(17) Uani 1 1 d . . . C18 C 0.11602(5) 0.84825(15) 0.14172(7) 0.0332(3) Uani 1 1 d . . . H18 H 0.1305 0.9403 0.1623 0.040 Uiso 1 1 calc R . . C19 C 0.02188(4) 0.25983(12) 0.16192(5) 0.01728(19) Uani 1 1 d . . . H19A H 0.0515 0.1876 0.1651 0.021 Uiso 1 1 calc R . . H19B H 0.0264 0.3042 0.2050 0.021 Uiso 1 1 calc R . . C20 C -0.03353(4) 0.03884(12) 0.10582(5) 0.0182(2) Uani 1 1 d . . . C21 C -0.05147(4) 0.04050(13) 0.03900(5) 0.0229(2) Uani 1 1 d . . . H21 H -0.0567 0.1341 0.0163 0.027 Uiso 1 1 calc R . . C22 C -0.06162(5) -0.09666(14) 0.00578(6) 0.0280(2) Uani 1 1 d . . . H22 H -0.0745 -0.0967 -0.0398 0.034 Uiso 1 1 calc R . . C23 C -0.05296(5) -0.23271(14) 0.03896(6) 0.0292(3) Uani 1 1 d . . . H23 H -0.0606 -0.3259 0.0161 0.035 Uiso 1 1 calc R . . C24 C -0.03311(5) -0.23360(13) 0.10552(6) 0.0283(2) Uani 1 1 d . . . H24 H -0.0261 -0.3273 0.1281 0.034 Uiso 1 1 calc R . . C25 C -0.02350(4) -0.09707(13) 0.13912(6) 0.0234(2) Uani 1 1 d . . . H25 H -0.0101 -0.0972 0.1847 0.028 Uiso 1 1 calc R . . C26 C 0.07241(4) 0.24550(12) 0.34930(5) 0.01708(19) Uani 1 1 d U . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0213(4) 0.0181(4) 0.0269(4) -0.0016(3) 0.0053(3) -0.0030(3) O2 0.0285(4) 0.0353(5) 0.0216(4) -0.0098(3) 0.0041(3) 0.0028(4) O3 0.0209(4) 0.0203(4) 0.0420(5) 0.0055(3) 0.0163(3) 0.0034(3) O4 0.0205(4) 0.0233(4) 0.0175(3) 0.0003(3) 0.0008(3) -0.0019(3) O5 0.0209(4) 0.0197(4) 0.0206(4) 0.0056(3) 0.0047(3) 0.0005(3) N1 0.0151(4) 0.0203(4) 0.0210(4) 0.0026(3) 0.0043(3) -0.0016(3) N2 0.0158(4) 0.0201(4) 0.0201(4) -0.0030(3) 0.0065(3) 0.0010(3) N3 0.0167(4) 0.0188(4) 0.0173(4) 0.0021(3) 0.0025(3) -0.0015(3) N4 0.0155(4) 0.0167(4) 0.0187(4) -0.0035(3) 0.0051(3) -0.0025(3) C1 0.0144(4) 0.0159(5) 0.0222(5) 0.0025(4) 0.0041(4) 0.0024(3) C2 0.0162(5) 0.0211(5) 0.0229(5) 0.0069(4) 0.0052(4) 0.0003(4) C3 0.0214(5) 0.0224(5) 0.0173(5) 0.0041(4) 0.0017(4) -0.0024(4) C4 0.0295(6) 0.0270(6) 0.0240(5) 0.0011(4) 0.0053(4) 0.0003(5) C5 0.0475(8) 0.0298(6) 0.0246(6) -0.0022(5) 0.0052(5) -0.0014(6) C6 0.0480(8) 0.0338(7) 0.0231(6) 0.0003(5) -0.0024(5) -0.0140(6) C7 0.0270(6) 0.0422(7) 0.0218(5) 0.0090(5) -0.0027(4) -0.0114(5) C8 0.0218(5) 0.0317(6) 0.0198(5) 0.0068(4) 0.0019(4) -0.0026(4) C9 0.0153(4) 0.0187(5) 0.0185(5) -0.0007(4) 0.0044(4) -0.0013(4) C10 0.0177(5) 0.0184(5) 0.0217(5) -0.0031(4) 0.0062(4) -0.0024(4) C11 0.0188(5) 0.0195(5) 0.0274(5) -0.0024(4) 0.0101(4) 0.0018(4) C12 0.0206(5) 0.0196(5) 0.0293(5) 0.0026(4) 0.0116(4) 0.0031(4) C13 0.0223(5) 0.0253(6) 0.0444(7) 0.0046(5) 0.0176(5) 0.0012(4) C14 0.0149(4) 0.0185(5) 0.0169(4) -0.0017(4) 0.0026(4) -0.0005(4) C15 0.0174(4) 0.0170(5) 0.0166(4) -0.0025(4) 0.0051(4) 0.0001(4) C16 0.0226(4) 0.0247(4) 0.0235(4) 0.0049(3) 0.0052(3) -0.0025(3) C17 0.0226(4) 0.0247(4) 0.0235(4) 0.0049(3) 0.0052(3) -0.0025(3) C18 0.0294(6) 0.0245(6) 0.0407(7) 0.0033(5) 0.0023(5) -0.0047(5) C19 0.0149(4) 0.0184(5) 0.0175(4) -0.0006(4) 0.0031(4) -0.0019(4) C20 0.0160(4) 0.0179(5) 0.0223(5) -0.0045(4) 0.0079(4) -0.0016(4) C21 0.0237(5) 0.0239(5) 0.0219(5) -0.0041(4) 0.0081(4) -0.0015(4) C22 0.0268(6) 0.0317(6) 0.0269(5) -0.0109(5) 0.0099(5) -0.0033(5) C23 0.0277(6) 0.0238(6) 0.0401(7) -0.0137(5) 0.0160(5) -0.0043(5) C24 0.0301(6) 0.0188(5) 0.0412(7) -0.0016(5) 0.0185(5) 0.0011(4) C25 0.0244(5) 0.0219(5) 0.0263(5) -0.0008(4) 0.0109(4) 0.0022(4) C26 0.0167(4) 0.0184(5) 0.0156(4) 0.0003(3) 0.0036(4) 0.0003(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.2259(13) . ? O2 C10 1.2229(13) . ? O3 C12 1.4115(13) . ? O3 C13 1.4203(13) . ? O4 C15 1.2227(12) . ? O5 C26 1.2269(13) . ? N1 C1 1.3627(14) . ? N1 C3 1.4342(14) . ? N1 C2 1.4549(13) . ? N2 C10 1.3567(13) . ? N2 C9 1.4509(13) . ? N2 C11 1.4616(13) . ? N3 C15 1.3632(13) . ? N3 C14 1.4491(13) . ? N3 C16 1.4727(13) . ? N4 C26 1.3533(13) 2 ? N4 C20 1.4419(13) . ? N4 C19 1.4572(12) . ? C1 C9 1.5326(14) . ? C2 C26 1.5358(14) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C8 1.3937(15) . ? C3 C4 1.3937(17) . ? C4 C5 1.3889(17) . ? C4 H4 0.9500 . ? C5 C6 1.390(2) . ? C5 H5 0.9500 . ? C6 C7 1.381(2) . ? C6 H6 0.9500 . ? C7 C8 1.3951(17) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C14 1.5344(14) . ? C11 C12 1.5177(15) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C19 1.5397(14) . ? C16 C17 1.4730(16) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.1882(18) . ? C18 H18 0.9500 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C25 1.3842(15) . ? C20 C21 1.3918(15) . ? C21 C22 1.3930(16) . ? C21 H21 0.9500 . ? C22 C23 1.3831(19) . ? C22 H22 0.9500 . ? C23 C24 1.3890(19) . ? C23 H23 0.9500 . ? C24 C25 1.3917(16) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 N4 1.3533(13) 2 ? 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 C12 O3 C13 113.08(8) . . ? C1 N1 C3 124.95(9) . . ? C1 N1 C2 115.60(9) . . ? C3 N1 C2 118.32(9) . . ? C10 N2 C9 121.65(8) . . ? C10 N2 C11 119.26(9) . . ? C9 N2 C11 115.89(8) . . ? C15 N3 C14 122.57(9) . . ? C15 N3 C16 119.13(8) . . ? C14 N3 C16 115.90(8) . . ? C26 N4 C20 120.32(8) 2 . ? C26 N4 C19 118.49(8) 2 . ? C20 N4 C19 120.90(8) . . ? O1 C1 N1 121.59(10) . . ? O1 C1 C9 120.89(9) . . ? N1 C1 C9 117.32(9) . . ? N1 C2 C26 111.27(8) . . ? N1 C2 H2A 109.4 . . ? C26 C2 H2A 109.4 . . ? N1 C2 H2B 109.4 . . ? C26 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? C8 C3 C4 120.13(11) . . ? C8 C3 N1 119.85(10) . . ? C4 C3 N1 119.96(10) . . ? C5 C4 C3 119.82(12) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 119.98(13) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C7 C6 C5 120.22(12) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C8 120.31(12) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C3 C8 C7 119.36(12) . . ? C3 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? N2 C9 C1 110.77(8) . . ? N2 C9 H9A 109.5 . . ? C1 C9 H9A 109.5 . . ? N2 C9 H9B 109.5 . . ? C1 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? O2 C10 N2 122.94(10) . . ? O2 C10 C14 121.23(9) . . ? N2 C10 C14 115.78(9) . . ? N2 C11 C12 110.45(9) . . ? N2 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? N2 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? O3 C12 C11 106.78(9) . . ? O3 C12 H12A 110.4 . . ? C11 C12 H12A 110.4 . . ? O3 C12 H12B 110.4 . . ? C11 C12 H12B 110.4 . . ? H12A C12 H12B 108.6 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C10 111.20(8) . . ? N3 C14 H14A 109.4 . . ? C10 C14 H14A 109.4 . . ? N3 C14 H14B 109.4 . . ? C10 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? O4 C15 N3 123.14(9) . . ? O4 C15 C19 120.94(9) . . ? N3 C15 C19 115.89(8) . . ? N3 C16 C17 111.62(9) . . ? N3 C16 H16A 109.3 . . ? C17 C16 H16A 109.3 . . ? N3 C16 H16B 109.3 . . ? C17 C16 H16B 109.3 . . ? H16A C16 H16B 108.0 . . ? C18 C17 C16 178.72(14) . . ? C17 C18 H18 180.0 . . ? N4 C19 C15 110.92(8) . . ? N4 C19 H19A 109.5 . . ? C15 C19 H19A 109.5 . . ? N4 C19 H19B 109.5 . . ? C15 C19 H19B 109.5 . . ? H19A C19 H19B 108.0 . . ? C25 C20 C21 120.71(10) . . ? C25 C20 N4 119.15(9) . . ? C21 C20 N4 120.00(10) . . ? C20 C21 C22 119.23(11) . . ? C20 C21 H21 120.4 . . ? C22 C21 H21 120.4 . . ? C23 C22 C21 120.20(11) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C24 120.25(11) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? C23 C24 C25 119.90(11) . . ? C23 C24 H24 120.1 . . ? C25 C24 H24 120.1 . . ? C20 C25 C24 119.63(11) . . ? C20 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? O5 C26 N4 122.87(9) . 2 ? O5 C26 C2 122.05(9) . . ? N4 C26 C2 115.08(9) 2 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.380 _refine_diff_density_min -0.257 _refine_diff_density_rms 0.041 data_10ktk14h _database_code_depnum_ccdc_archive 'CCDC 887685' #TrackingRef 'web_deposit_cif_file_3_ChunhuaHu_1340207828.3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H56.44 N8 O10.22' _chemical_formula_weight 957.06 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 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.2149(18) _cell_length_b 8.8110(6) _cell_length_c 21.7702(15) _cell_angle_alpha 90.00 _cell_angle_beta 106.8700(10) _cell_angle_gamma 90.00 _cell_volume 4812.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7839 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 27.97 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2025 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9507 _exptl_absorpt_correction_T_max 0.9849 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' # 4 omega scans and each 400 frames _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 35559 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_sigmaI/netI 0.0328 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.30 _reflns_number_total 5984 _reflns_number_gt 4804 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0375P)^2^+3.5394P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5984 _refine_ls_number_parameters 321 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0529 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.0996 _refine_ls_wR_factor_gt 0.0919 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 O1 O 0.14294(4) 0.12441(10) 0.26605(4) 0.0244(2) Uani 1 1 d . . . O2 O 0.14345(4) 0.29430(12) 0.10849(4) 0.0307(2) Uani 1 1 d . . . O3 O 0.32386(4) 0.16755(11) 0.18930(5) 0.0288(2) Uani 1 1 d . . . O4 O -0.01287(3) 0.40745(10) 0.06523(4) 0.0231(2) Uani 1 1 d . . . O5 O 0.07043(3) 0.36361(10) 0.31951(4) 0.02228(19) Uani 1 1 d . . . N1 N 0.16931(4) 0.23618(12) 0.36361(5) 0.0202(2) Uani 1 1 d . . . N2 N 0.19902(4) 0.30512(12) 0.20978(5) 0.0199(2) Uani 1 1 d . . . N3 N 0.06803(4) 0.47737(12) 0.13131(5) 0.0195(2) Uani 1 1 d . . . N4 N -0.02902(4) 0.17908(12) 0.14052(5) 0.0186(2) Uani 1 1 d . . . C1 C 0.17075(5) 0.21880(14) 0.30204(6) 0.0193(2) Uani 1 1 d . . . C2 C 0.12527(5) 0.16156(15) 0.37945(6) 0.0217(3) Uani 1 1 d . . . H2A H 0.1326 0.1583 0.4267 0.026 Uiso 1 1 calc R . . H2B H 0.1222 0.0558 0.3635 0.026 Uiso 1 1 calc R . . C3 C 0.20086(5) 0.34297(15) 0.40866(6) 0.0226(3) Uani 1 1 d . . . C4 C 0.17622(6) 0.44322(16) 0.44052(7) 0.0294(3) Uani 1 1 d . . . H4 H 0.1385 0.4431 0.4315 0.035 Uiso 1 1 calc R . . C5 C 0.20688(7) 0.54335(18) 0.48553(7) 0.0376(4) Uani 1 1 d . . . H5 H 0.1903 0.6095 0.5084 0.045 Uiso 1 1 calc R . . C6 C 0.26176(7) 0.54668(19) 0.49704(7) 0.0397(4) Uani 1 1 d . . . H6 H 0.2826 0.6176 0.5268 0.048 Uiso 1 1 calc R . . C7 C 0.28619(6) 0.44747(19) 0.46555(7) 0.0349(4) Uani 1 1 d . . . H7 H 0.3237 0.4517 0.4731 0.042 Uiso 1 1 calc R . . C8 C 0.25615(5) 0.34099(17) 0.42274(6) 0.0274(3) Uani 1 1 d . . . H8 H 0.2732 0.2679 0.4034 0.033 Uiso 1 1 calc R . . C9 C 0.20502(5) 0.33046(14) 0.27744(6) 0.0191(2) Uani 1 1 d . . . H9A H 0.1943 0.4357 0.2838 0.023 Uiso 1 1 calc R . . H9B H 0.2429 0.3178 0.3023 0.023 Uiso 1 1 calc R . . C10 C 0.15305(5) 0.33854(14) 0.16400(6) 0.0203(2) Uani 1 1 d . . . C11 C 0.23634(5) 0.19771(15) 0.19523(6) 0.0230(3) Uani 1 1 d . . . H11A H 0.2187 0.1438 0.1547 0.028 Uiso 1 1 calc R . . H11B H 0.2471 0.1214 0.2300 0.028 Uiso 1 1 calc R . . C12 C 0.28531(5) 0.27994(15) 0.18863(7) 0.0240(3) Uani 1 1 d . . . H12A H 0.2766 0.3377 0.1479 0.029 Uiso 1 1 calc R . . H12B H 0.2989 0.3516 0.2247 0.029 Uiso 1 1 calc R . . C13 C 0.37057(6) 0.22726(17) 0.17773(8) 0.0320(3) Uani 1 1 d . . . H13A H 0.3614 0.2724 0.1348 0.048 Uiso 1 1 calc R . . H13B H 0.3965 0.1454 0.1806 0.048 Uiso 1 1 calc R . . H13C H 0.3861 0.3051 0.2099 0.048 Uiso 1 1 calc R . . C14 C 0.11412(5) 0.44218(14) 0.18480(6) 0.0189(2) Uani 1 1 d . . . H14A H 0.1024 0.3915 0.2190 0.023 Uiso 1 1 calc R . . H14B H 0.1325 0.5375 0.2027 0.023 Uiso 1 1 calc R . . C15 C 0.02387(5) 0.38749(14) 0.11407(6) 0.0182(2) Uani 1 1 d . . . C16 C 0.07656(5) 0.58952(15) 0.08517(6) 0.0252(2) Uani 1 1 d . . . H16A H 0.1018 0.5475 0.0635 0.030 Uiso 1 1 calc R . . H16B H 0.0423 0.6092 0.0520 0.030 Uiso 1 1 calc R . . C17 C 0.09777(5) 0.73326(16) 0.11672(6) 0.0252(2) Uani 1 1 d . . . C18 C 0.11590(6) 0.84749(18) 0.14272(8) 0.0350(3) Uani 1 1 d . . . H18 H 0.1304 0.9391 0.1636 0.042 Uiso 1 1 calc R . . C19 C 0.02167(5) 0.25935(14) 0.16110(6) 0.0188(2) Uani 1 1 d . . . H19A H 0.0511 0.1871 0.1638 0.023 Uiso 1 1 calc R . . H19B H 0.0265 0.3026 0.2044 0.023 Uiso 1 1 calc R . . C20 C -0.03406(5) 0.03947(14) 0.10469(6) 0.0194(2) Uani 1 1 d . . . C21 C -0.05200(5) 0.04193(16) 0.03811(6) 0.0240(3) Uani 1 1 d . . . H21 H -0.0572 0.1358 0.0157 0.029 Uiso 1 1 calc R . . C22 C -0.06227(6) -0.09418(17) 0.00457(7) 0.0289(3) Uani 1 1 d . . . H22 H -0.0753 -0.0934 -0.0410 0.035 Uiso 1 1 calc R . . C23 C -0.05365(6) -0.23074(16) 0.03720(7) 0.0303(3) Uani 1 1 d . . . H23 H -0.0613 -0.3235 0.0141 0.036 Uiso 1 1 calc R . . C24 C -0.03377(6) -0.23246(16) 0.10357(7) 0.0297(3) Uani 1 1 d . . . H24 H -0.0267 -0.3264 0.1258 0.036 Uiso 1 1 calc R . . C25 C -0.02412(5) -0.09677(15) 0.13757(7) 0.0245(3) Uani 1 1 d . . . H25 H -0.0108 -0.0976 0.1831 0.029 Uiso 1 1 calc R . . C26 C 0.07257(5) 0.24501(14) 0.34967(6) 0.0183(2) Uani 1 1 d . . . O6 O 0.0000 0.5963(8) 0.2500 0.028(2) Uani 0.221(7) 2 d SP . . H6O H 0.020(3) 0.540(9) 0.271(4) 0.02(2) Uiso 0.221(7) 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0230(5) 0.0200(5) 0.0288(5) -0.0017(4) 0.0052(4) -0.0036(4) O2 0.0309(5) 0.0360(6) 0.0235(5) -0.0093(4) 0.0055(4) 0.0034(4) O3 0.0229(5) 0.0223(5) 0.0467(6) 0.0057(4) 0.0184(4) 0.0036(4) O4 0.0214(4) 0.0248(5) 0.0198(4) 0.0005(4) 0.0008(4) -0.0016(4) O5 0.0220(4) 0.0211(5) 0.0230(4) 0.0057(4) 0.0054(4) 0.0004(4) N1 0.0160(5) 0.0209(5) 0.0232(5) 0.0031(4) 0.0048(4) -0.0014(4) N2 0.0171(5) 0.0211(5) 0.0221(5) -0.0031(4) 0.0069(4) 0.0012(4) N3 0.0179(5) 0.0200(5) 0.0189(5) 0.0027(4) 0.0028(4) -0.0011(4) N4 0.0170(5) 0.0181(5) 0.0205(5) -0.0029(4) 0.0055(4) -0.0017(4) C1 0.0154(5) 0.0168(6) 0.0252(6) 0.0025(5) 0.0051(5) 0.0031(4) C2 0.0174(6) 0.0224(6) 0.0248(6) 0.0068(5) 0.0056(5) 0.0004(5) C3 0.0232(6) 0.0228(7) 0.0192(6) 0.0041(5) 0.0018(5) -0.0030(5) C4 0.0318(7) 0.0293(7) 0.0255(6) 0.0014(6) 0.0056(6) 0.0002(6) C5 0.0505(10) 0.0313(8) 0.0272(7) -0.0028(6) 0.0054(7) -0.0022(7) C6 0.0510(10) 0.0341(9) 0.0252(7) 0.0002(6) -0.0026(7) -0.0150(7) C7 0.0295(7) 0.0451(9) 0.0235(7) 0.0107(6) -0.0028(6) -0.0119(7) C8 0.0235(7) 0.0341(8) 0.0218(6) 0.0071(5) 0.0024(5) -0.0034(6) C9 0.0161(6) 0.0201(6) 0.0208(6) -0.0006(5) 0.0047(5) -0.0016(5) C10 0.0194(6) 0.0189(6) 0.0234(6) -0.0023(5) 0.0076(5) -0.0022(5) C11 0.0205(6) 0.0206(6) 0.0297(7) -0.0021(5) 0.0103(5) 0.0021(5) C12 0.0219(6) 0.0218(6) 0.0311(7) 0.0024(5) 0.0120(5) 0.0041(5) C13 0.0238(7) 0.0283(8) 0.0493(9) 0.0050(6) 0.0191(6) 0.0013(6) C14 0.0167(6) 0.0197(6) 0.0191(6) -0.0011(5) 0.0033(5) -0.0008(5) C15 0.0192(6) 0.0174(6) 0.0182(5) -0.0029(5) 0.0059(5) 0.0012(5) C16 0.0235(5) 0.0257(5) 0.0255(5) 0.0053(4) 0.0055(4) -0.0023(4) C17 0.0235(5) 0.0257(5) 0.0255(5) 0.0053(4) 0.0055(4) -0.0023(4) C18 0.0316(8) 0.0264(8) 0.0416(8) 0.0035(6) 0.0025(6) -0.0041(6) C19 0.0156(5) 0.0200(6) 0.0195(6) -0.0001(5) 0.0031(4) -0.0013(5) C20 0.0168(6) 0.0185(6) 0.0242(6) -0.0048(5) 0.0081(5) -0.0010(5) C21 0.0244(6) 0.0251(7) 0.0233(6) -0.0031(5) 0.0082(5) -0.0005(5) C22 0.0280(7) 0.0327(8) 0.0273(7) -0.0099(6) 0.0099(6) -0.0022(6) C23 0.0286(7) 0.0256(7) 0.0403(8) -0.0136(6) 0.0157(6) -0.0037(6) C24 0.0317(7) 0.0188(7) 0.0436(8) -0.0009(6) 0.0190(6) 0.0018(5) C25 0.0244(6) 0.0233(7) 0.0279(6) -0.0013(5) 0.0107(5) 0.0025(5) C26 0.0178(6) 0.0197(6) 0.0170(5) 0.0005(4) 0.0042(4) -0.0006(5) O6 0.031(4) 0.019(4) 0.026(4) 0.000 -0.007(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.2269(15) . ? O2 C10 1.2243(15) . ? O3 C12 1.4120(15) . ? O3 C13 1.4208(16) . ? O4 C15 1.2226(14) . ? O5 C26 1.2267(15) . ? N1 C1 1.3606(16) . ? N1 C3 1.4354(16) . ? N1 C2 1.4542(15) . ? N2 C10 1.3547(16) . ? N2 C9 1.4524(15) . ? N2 C11 1.4605(15) . ? N3 C15 1.3624(16) . ? N3 C14 1.4474(15) . ? N3 C16 1.4718(16) . ? N4 C26 1.3521(15) 2 ? N4 C20 1.4419(15) . ? N4 C19 1.4564(15) . ? C1 C9 1.5299(17) . ? C2 C26 1.5329(17) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C8 1.3917(18) . ? C3 C4 1.392(2) . ? C4 C5 1.388(2) . ? C4 H4 0.9500 . ? C5 C6 1.387(2) . ? C5 H5 0.9500 . ? C6 C7 1.378(2) . ? C6 H6 0.9500 . ? C7 C8 1.394(2) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C14 1.5325(17) . ? C11 C12 1.5167(18) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C19 1.5364(17) . ? C16 C17 1.4708(19) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.185(2) . ? C18 H18 0.9500 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C25 1.3832(18) . ? C20 C21 1.3880(17) . ? C21 C22 1.3892(19) . ? C21 H21 0.9500 . ? C22 C23 1.382(2) . ? C22 H22 0.9500 . ? C23 C24 1.386(2) . ? C23 H23 0.9500 . ? C24 C25 1.3902(19) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 N4 1.3519(15) 2 ? O6 H6O 0.77(8) . ? 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 C12 O3 C13 112.93(10) . . ? C1 N1 C3 124.87(10) . . ? C1 N1 C2 115.69(10) . . ? C3 N1 C2 118.30(10) . . ? C10 N2 C9 121.61(10) . . ? C10 N2 C11 119.34(10) . . ? C9 N2 C11 115.94(10) . . ? C15 N3 C14 122.77(10) . . ? C15 N3 C16 119.18(10) . . ? C14 N3 C16 115.86(10) . . ? C26 N4 C20 120.20(10) 2 . ? C26 N4 C19 118.66(10) 2 . ? C20 N4 C19 120.86(10) . . ? O1 C1 N1 121.61(11) . . ? O1 C1 C9 120.86(11) . . ? N1 C1 C9 117.35(11) . . ? N1 C2 C26 111.28(10) . . ? N1 C2 H2A 109.4 . . ? C26 C2 H2A 109.4 . . ? N1 C2 H2B 109.4 . . ? C26 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? C8 C3 C4 120.15(13) . . ? C8 C3 N1 119.94(12) . . ? C4 C3 N1 119.84(12) . . ? C5 C4 C3 119.83(14) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C6 C5 C4 119.91(15) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C7 C6 C5 120.27(14) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C8 120.37(14) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C3 C8 C7 119.28(14) . . ? C3 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? N2 C9 C1 110.75(10) . . ? N2 C9 H9A 109.5 . . ? C1 C9 H9A 109.5 . . ? N2 C9 H9B 109.5 . . ? C1 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? O2 C10 N2 122.76(12) . . ? O2 C10 C14 121.17(11) . . ? N2 C10 C14 116.02(10) . . ? N2 C11 C12 110.47(10) . . ? N2 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? N2 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? O3 C12 C11 106.68(10) . . ? O3 C12 H12A 110.4 . . ? C11 C12 H12A 110.4 . . ? O3 C12 H12B 110.4 . . ? C11 C12 H12B 110.4 . . ? H12A C12 H12B 108.6 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C10 111.22(10) . . ? N3 C14 H14A 109.4 . . ? C10 C14 H14A 109.4 . . ? N3 C14 H14B 109.4 . . ? C10 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? O4 C15 N3 123.22(11) . . ? O4 C15 C19 120.85(11) . . ? N3 C15 C19 115.90(10) . . ? C17 C16 N3 111.78(11) . . ? C17 C16 H16A 109.3 . . ? N3 C16 H16A 109.3 . . ? C17 C16 H16B 109.3 . . ? N3 C16 H16B 109.3 . . ? H16A C16 H16B 107.9 . . ? C18 C17 C16 178.55(16) . . ? C17 C18 H18 180.0 . . ? N4 C19 C15 111.05(10) . . ? N4 C19 H19A 109.4 . . ? C15 C19 H19A 109.4 . . ? N4 C19 H19B 109.4 . . ? C15 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C25 C20 C21 120.65(12) . . ? C25 C20 N4 119.11(11) . . ? C21 C20 N4 120.11(11) . . ? C20 C21 C22 119.39(13) . . ? C20 C21 H21 120.3 . . ? C22 C21 H21 120.3 . . ? C23 C22 C21 120.23(13) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C24 120.07(13) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C23 C24 C25 120.05(13) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C20 C25 C24 119.53(12) . . ? C20 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? O5 C26 N4 122.76(11) . 2 ? O5 C26 C2 122.04(11) . . ? N4 C26 C2 115.20(10) 2 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.310 _refine_diff_density_min -0.242 _refine_diff_density_rms 0.043 data_10ktk15h _database_code_depnum_ccdc_archive 'CCDC 887686' #TrackingRef 'web_deposit_cif_file_4_ChunhuaHu_1340207828.4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H56.88 N8 O10.44' _chemical_formula_weight 960.93 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 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.236(2) _cell_length_b 8.8244(7) _cell_length_c 21.8128(17) _cell_angle_alpha 90.00 _cell_angle_beta 106.8960(10) _cell_angle_gamma 90.00 _cell_volume 4832.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7012 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 27.71 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2034 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9505 _exptl_absorpt_correction_T_max 0.9848 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' # 4 omega scans and each 400 frames _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 35860 _diffrn_reflns_av_R_equivalents 0.0536 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.29 _reflns_number_total 5999 _reflns_number_gt 4739 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0421P)^2^+3.2179P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5999 _refine_ls_number_parameters 321 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1060 _refine_ls_wR_factor_gt 0.0977 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 O1 O 0.14286(4) 0.12484(11) 0.26623(4) 0.0238(2) Uani 1 1 d . . . O2 O 0.14359(4) 0.29506(12) 0.10871(5) 0.0303(2) Uani 1 1 d . . . O3 O 0.32340(4) 0.16831(11) 0.18868(5) 0.0290(2) Uani 1 1 d . . . O4 O -0.01313(4) 0.40857(11) 0.06537(4) 0.0224(2) Uani 1 1 d . . . O5 O 0.07041(4) 0.36268(11) 0.31956(4) 0.0217(2) Uani 1 1 d . . . N1 N 0.16926(4) 0.23611(12) 0.36367(5) 0.0198(2) Uani 1 1 d . . . N2 N 0.19892(4) 0.30525(13) 0.21007(5) 0.0197(2) Uani 1 1 d . . . N3 N 0.06789(4) 0.47714(12) 0.13126(5) 0.0191(2) Uani 1 1 d . . . N4 N -0.02920(4) 0.17883(12) 0.13988(5) 0.0178(2) Uani 1 1 d . . . C1 C 0.17065(5) 0.21920(14) 0.30215(6) 0.0190(3) Uani 1 1 d . . . C2 C 0.12539(5) 0.16170(16) 0.37958(6) 0.0210(3) Uani 1 1 d . . . H2A H 0.1328 0.1585 0.4267 0.025 Uiso 1 1 calc R . . H2B H 0.1223 0.0560 0.3637 0.025 Uiso 1 1 calc R . . C3 C 0.20074(5) 0.34287(16) 0.40858(6) 0.0226(3) Uani 1 1 d . . . C4 C 0.17614(6) 0.44289(17) 0.44057(7) 0.0290(3) Uani 1 1 d . . . H4 H 0.1385 0.4426 0.4316 0.035 Uiso 1 1 calc R . . C5 C 0.20683(7) 0.54299(19) 0.48560(7) 0.0376(4) Uani 1 1 d . . . H5 H 0.1903 0.6087 0.5086 0.045 Uiso 1 1 calc R . . C6 C 0.26168(7) 0.5466(2) 0.49685(7) 0.0400(4) Uani 1 1 d . . . H6 H 0.2825 0.6178 0.5264 0.048 Uiso 1 1 calc R . . C7 C 0.28617(6) 0.4478(2) 0.46551(7) 0.0352(4) Uani 1 1 d . . . H7 H 0.3237 0.4520 0.4730 0.042 Uiso 1 1 calc R . . C8 C 0.25608(6) 0.34132(17) 0.42273(6) 0.0267(3) Uani 1 1 d . . . H8 H 0.2732 0.2684 0.4034 0.032 Uiso 1 1 calc R . . C9 C 0.20477(5) 0.33095(15) 0.27740(6) 0.0190(3) Uani 1 1 d . . . H9A H 0.1939 0.4359 0.2835 0.023 Uiso 1 1 calc R . . H9B H 0.2426 0.3189 0.3023 0.023 Uiso 1 1 calc R . . C10 C 0.15298(5) 0.33910(15) 0.16419(6) 0.0199(3) Uani 1 1 d . . . C11 C 0.23623(5) 0.19810(15) 0.19560(7) 0.0227(3) Uani 1 1 d . . . H11A H 0.2185 0.1435 0.1554 0.027 Uiso 1 1 calc R . . H11B H 0.2473 0.1225 0.2305 0.027 Uiso 1 1 calc R . . C12 C 0.28494(5) 0.28022(16) 0.18841(7) 0.0237(3) Uani 1 1 d . . . H12A H 0.2759 0.3378 0.1477 0.028 Uiso 1 1 calc R . . H12B H 0.2987 0.3519 0.2243 0.028 Uiso 1 1 calc R . . C13 C 0.36988(6) 0.22831(18) 0.17672(8) 0.0322(3) Uani 1 1 d . . . H13A H 0.3603 0.2742 0.1340 0.048 Uiso 1 1 calc R . . H13B H 0.3957 0.1466 0.1790 0.048 Uiso 1 1 calc R . . H13C H 0.3857 0.3055 0.2089 0.048 Uiso 1 1 calc R . . C14 C 0.11388(5) 0.44173(15) 0.18469(6) 0.0184(3) Uani 1 1 d . . . H14A H 0.1021 0.3906 0.2186 0.022 Uiso 1 1 calc R . . H14B H 0.1321 0.5369 0.2028 0.022 Uiso 1 1 calc R . . C15 C 0.02363(5) 0.38760(14) 0.11400(6) 0.0178(2) Uani 1 1 d . . . C16 C 0.07640(6) 0.58981(16) 0.08536(7) 0.0248(2) Uani 1 1 d . . . H16A H 0.1017 0.5483 0.0637 0.030 Uiso 1 1 calc R . . H16B H 0.0422 0.6096 0.0523 0.030 Uiso 1 1 calc R . . C17 C 0.09759(5) 0.73317(16) 0.11727(7) 0.0248(2) Uani 1 1 d . . . C18 C 0.11577(6) 0.84708(18) 0.14353(8) 0.0345(4) Uani 1 1 d . . . H18 H 0.1303 0.9383 0.1646 0.041 Uiso 1 1 calc R . . C19 C 0.02151(5) 0.25857(15) 0.16044(6) 0.0184(3) Uani 1 1 d . . . H19A H 0.0509 0.1864 0.1627 0.022 Uiso 1 1 calc R . . H19B H 0.0266 0.3007 0.2039 0.022 Uiso 1 1 calc R . . C20 C -0.03441(5) 0.03981(15) 0.10378(6) 0.0184(3) Uani 1 1 d . . . C21 C -0.05247(5) 0.04329(16) 0.03731(6) 0.0232(3) Uani 1 1 d . . . H21 H -0.0577 0.1374 0.0152 0.028 Uiso 1 1 calc R . . C22 C -0.06279(6) -0.09210(17) 0.00351(7) 0.0281(3) Uani 1 1 d . . . H22 H -0.0758 -0.0907 -0.0419 0.034 Uiso 1 1 calc R . . C23 C -0.05414(6) -0.22893(17) 0.03576(7) 0.0287(3) Uani 1 1 d . . . H23 H -0.0619 -0.3212 0.0125 0.034 Uiso 1 1 calc R . . C24 C -0.03420(6) -0.23168(17) 0.10202(7) 0.0285(3) Uani 1 1 d . . . H24 H -0.0272 -0.3259 0.1240 0.034 Uiso 1 1 calc R . . C25 C -0.02451(5) -0.09694(16) 0.13630(7) 0.0235(3) Uani 1 1 d . . . H25 H -0.0112 -0.0985 0.1817 0.028 Uiso 1 1 calc R . . C26 C 0.07258(5) 0.24471(15) 0.35004(6) 0.0180(2) Uani 1 1 d . . . O6 O 0.0000 0.5959(4) 0.2500 0.0315(13) Uani 0.438(7) 2 d SP . . H6O H 0.0245(18) 0.538(5) 0.275(2) 0.040(12) Uiso 0.438(7) 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0226(5) 0.0188(5) 0.0282(5) -0.0014(4) 0.0048(4) -0.0038(4) O2 0.0302(5) 0.0358(6) 0.0231(5) -0.0092(4) 0.0051(4) 0.0042(4) O3 0.0220(5) 0.0221(5) 0.0476(6) 0.0065(5) 0.0175(5) 0.0036(4) O4 0.0208(5) 0.0241(5) 0.0187(4) 0.0005(4) 0.0003(4) -0.0011(4) O5 0.0206(4) 0.0214(5) 0.0224(5) 0.0059(4) 0.0049(4) -0.0003(4) N1 0.0149(5) 0.0206(6) 0.0229(5) 0.0031(4) 0.0041(4) -0.0014(4) N2 0.0165(5) 0.0213(6) 0.0219(5) -0.0030(4) 0.0065(4) 0.0013(4) N3 0.0170(5) 0.0200(6) 0.0189(5) 0.0028(4) 0.0028(4) -0.0003(4) N4 0.0166(5) 0.0168(5) 0.0200(5) -0.0033(4) 0.0054(4) -0.0018(4) C1 0.0148(6) 0.0160(6) 0.0253(6) 0.0027(5) 0.0046(5) 0.0032(5) C2 0.0163(6) 0.0218(7) 0.0251(6) 0.0063(5) 0.0060(5) -0.0001(5) C3 0.0220(6) 0.0229(7) 0.0197(6) 0.0050(5) 0.0010(5) -0.0036(5) C4 0.0314(8) 0.0286(8) 0.0250(7) 0.0016(6) 0.0049(6) -0.0006(6) C5 0.0497(10) 0.0322(9) 0.0266(7) -0.0029(6) 0.0042(7) -0.0024(7) C6 0.0499(10) 0.0361(9) 0.0254(7) 0.0001(7) -0.0028(7) -0.0161(8) C7 0.0292(8) 0.0464(10) 0.0228(7) 0.0112(7) -0.0040(6) -0.0128(7) C8 0.0231(7) 0.0335(8) 0.0208(6) 0.0069(6) 0.0022(5) -0.0036(6) C9 0.0158(6) 0.0195(6) 0.0215(6) -0.0002(5) 0.0050(5) -0.0011(5) C10 0.0182(6) 0.0191(6) 0.0231(6) -0.0025(5) 0.0071(5) -0.0019(5) C11 0.0200(6) 0.0201(7) 0.0300(7) -0.0014(5) 0.0103(5) 0.0029(5) C12 0.0209(6) 0.0217(7) 0.0306(7) 0.0025(5) 0.0109(6) 0.0032(5) C13 0.0233(7) 0.0286(8) 0.0499(9) 0.0047(7) 0.0189(7) 0.0002(6) C14 0.0158(6) 0.0191(6) 0.0191(6) -0.0004(5) 0.0031(5) -0.0004(5) C15 0.0181(6) 0.0181(6) 0.0176(6) -0.0023(5) 0.0058(5) 0.0015(5) C16 0.0229(5) 0.0260(5) 0.0247(5) 0.0062(4) 0.0052(4) -0.0019(4) C17 0.0229(5) 0.0260(5) 0.0247(5) 0.0062(4) 0.0052(4) -0.0019(4) C18 0.0295(8) 0.0262(8) 0.0422(9) 0.0046(7) 0.0018(7) -0.0037(6) C19 0.0153(6) 0.0189(6) 0.0199(6) -0.0003(5) 0.0033(5) -0.0009(5) C20 0.0157(6) 0.0171(6) 0.0237(6) -0.0034(5) 0.0076(5) -0.0005(5) C21 0.0237(7) 0.0237(7) 0.0234(6) -0.0020(5) 0.0088(5) -0.0004(5) C22 0.0284(7) 0.0310(8) 0.0260(7) -0.0091(6) 0.0095(6) -0.0018(6) C23 0.0265(7) 0.0243(7) 0.0383(8) -0.0116(6) 0.0142(6) -0.0027(6) C24 0.0288(7) 0.0200(7) 0.0412(8) -0.0003(6) 0.0171(6) 0.0027(6) C25 0.0229(6) 0.0229(7) 0.0262(7) -0.0008(5) 0.0094(5) 0.0024(5) C26 0.0175(6) 0.0187(6) 0.0172(6) 0.0006(5) 0.0041(5) 0.0000(5) O6 0.028(2) 0.026(2) 0.031(2) 0.000 -0.0055(15) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.2275(16) . ? O2 C10 1.2260(16) . ? O3 C12 1.4106(16) . ? O3 C13 1.4212(17) . ? O4 C15 1.2227(15) . ? O5 C26 1.2275(15) . ? N1 C1 1.3612(17) . ? N1 C3 1.4350(17) . ? N1 C2 1.4519(16) . ? N2 C10 1.3575(16) . ? N2 C9 1.4494(16) . ? N2 C11 1.4599(16) . ? N3 C15 1.3639(16) . ? N3 C14 1.4471(16) . ? N3 C16 1.4732(16) . ? N4 C26 1.3518(16) 2 ? N4 C20 1.4426(16) . ? N4 C19 1.4559(16) . ? C1 C9 1.5319(18) . ? C2 C26 1.5338(17) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C8 1.3940(19) . ? C3 C4 1.394(2) . ? C4 C5 1.391(2) . ? C4 H4 0.9500 . ? C5 C6 1.388(3) . ? C5 H5 0.9500 . ? C6 C7 1.377(3) . ? C6 H6 0.9500 . ? C7 C8 1.396(2) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C14 1.5294(17) . ? C11 C12 1.5165(18) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C19 1.5358(18) . ? C16 C17 1.473(2) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.186(2) . ? C18 H18 0.9500 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C25 1.3855(19) . ? C20 C21 1.3886(18) . ? C21 C22 1.3887(19) . ? C21 H21 0.9500 . ? C22 C23 1.383(2) . ? C22 H22 0.9500 . ? C23 C24 1.387(2) . ? C23 H23 0.9500 . ? C24 C25 1.388(2) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 N4 1.3517(16) 2 ? O6 H6O 0.87(5) . ? 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 C12 O3 C13 112.90(11) . . ? C1 N1 C3 124.75(11) . . ? C1 N1 C2 115.87(11) . . ? C3 N1 C2 118.21(11) . . ? C10 N2 C9 121.51(10) . . ? C10 N2 C11 119.38(11) . . ? C9 N2 C11 116.12(10) . . ? C15 N3 C14 122.74(11) . . ? C15 N3 C16 119.23(10) . . ? C14 N3 C16 115.95(10) . . ? C26 N4 C20 120.26(10) 2 . ? C26 N4 C19 118.64(10) 2 . ? C20 N4 C19 120.82(10) . . ? O1 C1 N1 121.51(12) . . ? O1 C1 C9 120.74(11) . . ? N1 C1 C9 117.57(11) . . ? N1 C2 C26 111.44(10) . . ? N1 C2 H2A 109.3 . . ? C26 C2 H2A 109.3 . . ? N1 C2 H2B 109.3 . . ? C26 C2 H2B 109.3 . . ? H2A C2 H2B 108.0 . . ? C8 C3 C4 119.95(13) . . ? C8 C3 N1 120.03(13) . . ? C4 C3 N1 119.93(12) . . ? C5 C4 C3 119.90(15) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C6 C5 C4 119.81(16) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C7 C6 C5 120.45(15) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C6 C7 C8 120.24(15) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C3 C8 C7 119.44(15) . . ? C3 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? N2 C9 C1 110.84(10) . . ? N2 C9 H9A 109.5 . . ? C1 C9 H9A 109.5 . . ? N2 C9 H9B 109.5 . . ? C1 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? O2 C10 N2 122.59(12) . . ? O2 C10 C14 121.14(12) . . ? N2 C10 C14 116.23(11) . . ? N2 C11 C12 110.55(11) . . ? N2 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? O3 C12 C11 106.76(11) . . ? O3 C12 H12A 110.4 . . ? C11 C12 H12A 110.4 . . ? O3 C12 H12B 110.4 . . ? C11 C12 H12B 110.4 . . ? H12A C12 H12B 108.6 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C10 111.43(10) . . ? N3 C14 H14A 109.3 . . ? C10 C14 H14A 109.3 . . ? N3 C14 H14B 109.3 . . ? C10 C14 H14B 109.3 . . ? H14A C14 H14B 108.0 . . ? O4 C15 N3 123.05(12) . . ? O4 C15 C19 120.92(11) . . ? N3 C15 C19 116.02(10) . . ? C17 C16 N3 111.68(11) . . ? C17 C16 H16A 109.3 . . ? N3 C16 H16A 109.3 . . ? C17 C16 H16B 109.3 . . ? N3 C16 H16B 109.3 . . ? H16A C16 H16B 107.9 . . ? C18 C17 C16 178.49(16) . . ? C17 C18 H18 180.0 . . ? N4 C19 C15 111.11(10) . . ? N4 C19 H19A 109.4 . . ? C15 C19 H19A 109.4 . . ? N4 C19 H19B 109.4 . . ? C15 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C25 C20 C21 120.66(12) . . ? C25 C20 N4 119.17(11) . . ? C21 C20 N4 120.03(12) . . ? C20 C21 C22 119.35(13) . . ? C20 C21 H21 120.3 . . ? C22 C21 H21 120.3 . . ? C23 C22 C21 120.22(13) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C24 120.13(13) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? C23 C24 C25 120.06(14) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C20 C25 C24 119.51(13) . . ? C20 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? O5 C26 N4 122.96(12) . 2 ? O5 C26 C2 121.78(11) . . ? N4 C26 C2 115.26(11) 2 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.338 _refine_diff_density_min -0.218 _refine_diff_density_rms 0.046 data_10ktk16h _database_code_depnum_ccdc_archive 'CCDC 887687' #TrackingRef 'web_deposit_cif_file_5_ChunhuaHu_1340207828.5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H56 N8 O10' _chemical_formula_weight 953.05 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 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.331(2) _cell_length_b 8.8767(7) _cell_length_c 22.0413(17) _cell_angle_alpha 90.00 _cell_angle_beta 106.8470(10) _cell_angle_gamma 90.00 _cell_volume 4930.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 9996 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 28.27 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.284 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2016 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9521 _exptl_absorpt_correction_T_max 0.9853 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' # 3 omega scans and each 400 frames, and 2 phi scans and each 720 frames _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 49128 _diffrn_reflns_av_R_equivalents 0.0296 _diffrn_reflns_av_sigmaI/netI 0.0166 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.35 _reflns_number_total 6136 _reflns_number_gt 4619 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0593P)^2^+2.7410P] 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 6136 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0642 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1365 _refine_ls_wR_factor_gt 0.1229 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 O1 O 0.14144(5) 0.12909(13) 0.26753(6) 0.0577(3) Uani 1 1 d . . . O2 O 0.14406(6) 0.28510(18) 0.11142(6) 0.0776(4) Uani 1 1 d . . . O3 O 0.32407(5) 0.17279(14) 0.19495(8) 0.0746(4) Uani 1 1 d . . . O4 O -0.01095(4) 0.39994(14) 0.06512(5) 0.0556(3) Uani 1 1 d . . . O5 O 0.06947(4) 0.36748(13) 0.32092(5) 0.0536(3) Uani 1 1 d . . . N1 N 0.16806(5) 0.24155(15) 0.36302(6) 0.0463(3) Uani 1 1 d . . . N2 N 0.19852(5) 0.30201(14) 0.21138(6) 0.0441(3) Uani 1 1 d . . . N3 N 0.06870(5) 0.47168(14) 0.12996(6) 0.0448(3) Uani 1 1 d . . . N4 N -0.02868(4) 0.18105(13) 0.14157(6) 0.0412(3) Uani 1 1 d . . . C1 C 0.16929(5) 0.22234(16) 0.30247(7) 0.0428(3) Uani 1 1 d . . . C2 C 0.12451(6) 0.16769(19) 0.37942(8) 0.0504(4) Uani 1 1 d . . . H2A H 0.1318 0.1661 0.4252 0.060 Uiso 1 1 calc R . . H2B H 0.1217 0.0643 0.3646 0.060 Uiso 1 1 calc R . . C3 C 0.20020(6) 0.34553(19) 0.40741(7) 0.0517(4) Uani 1 1 d . . . C4 C 0.17670(9) 0.4478(2) 0.43845(10) 0.0717(5) Uani 1 1 d . . . H4 H 0.1399 0.4519 0.4290 0.086 Uiso 1 1 calc R . . C5 C 0.20772(13) 0.5433(3) 0.48326(12) 0.0964(8) Uani 1 1 d . . . H5 H 0.1920 0.6094 0.5051 0.116 Uiso 1 1 calc R . . C6 C 0.26194(13) 0.5410(3) 0.49578(12) 0.1019(9) Uani 1 1 d . . . H6 H 0.2826 0.6079 0.5252 0.122 Uiso 1 1 calc R . . C7 C 0.28576(9) 0.4409(3) 0.46527(10) 0.0862(8) Uani 1 1 d . . . H7 H 0.3224 0.4415 0.4733 0.103 Uiso 1 1 calc R . . C8 C 0.25507(7) 0.3385(2) 0.42226(8) 0.0633(5) Uani 1 1 d . . . H8 H 0.2712 0.2660 0.4036 0.076 Uiso 1 1 calc R . . C9 C 0.20364(5) 0.33066(16) 0.27749(7) 0.0418(3) Uani 1 1 d . . . H9A H 0.1930 0.4335 0.2824 0.050 Uiso 1 1 calc R . . H9B H 0.2405 0.3192 0.3022 0.050 Uiso 1 1 calc R . . C10 C 0.15314(6) 0.33326(17) 0.16527(7) 0.0463(3) Uani 1 1 d . . . C11 C 0.23654(6) 0.19644(19) 0.19856(9) 0.0548(4) Uani 1 1 d . . . H11A H 0.2200 0.1420 0.1597 0.066 Uiso 1 1 calc R . . H11B H 0.2470 0.1238 0.2328 0.066 Uiso 1 1 calc R . . C12 C 0.28517(7) 0.2784(2) 0.19220(11) 0.0628(5) Uani 1 1 d . . . H12A H 0.2768 0.3319 0.1522 0.075 Uiso 1 1 calc R . . H12B H 0.2973 0.3508 0.2263 0.075 Uiso 1 1 calc R . . C13 C 0.37052(8) 0.2326(3) 0.18492(14) 0.0867(7) Uani 1 1 d . . . H13A H 0.3621 0.2769 0.1435 0.130 Uiso 1 1 calc R . . H13B H 0.3960 0.1535 0.1882 0.130 Uiso 1 1 calc R . . H13C H 0.3850 0.3082 0.2163 0.130 Uiso 1 1 calc R . . C14 C 0.11429(5) 0.43931(16) 0.18353(7) 0.0410(3) Uani 1 1 d . . . H14A H 0.1025 0.3936 0.2171 0.049 Uiso 1 1 calc R . . H14B H 0.1323 0.5327 0.1997 0.049 Uiso 1 1 calc R . . C15 C 0.02494(5) 0.38265(16) 0.11392(6) 0.0406(3) Uani 1 1 d . . . C16 C 0.07733(7) 0.5790(2) 0.08326(8) 0.0571(4) Uani 1 1 d . . . H16A H 0.1022 0.5359 0.0631 0.069 Uiso 1 1 calc R . . H16B H 0.0440 0.5956 0.0507 0.069 Uiso 1 1 calc R . . C17 C 0.09788(7) 0.7234(2) 0.11179(10) 0.0670(5) Uani 1 1 d . . . C18 C 0.11524(10) 0.8382(3) 0.13460(14) 0.0977(8) Uani 1 1 d . . . H18 H 0.1291 0.9295 0.1527 0.117 Uiso 1 1 calc R . . C19 C 0.02172(5) 0.25999(16) 0.16147(7) 0.0415(3) Uani 1 1 d . . . H19A H 0.0504 0.1886 0.1655 0.050 Uiso 1 1 calc R . . H19B H 0.0260 0.3054 0.2027 0.050 Uiso 1 1 calc R . . C20 C -0.03339(5) 0.03935(17) 0.10817(7) 0.0440(3) Uani 1 1 d . . . C21 C -0.05023(7) 0.0363(2) 0.04291(8) 0.0588(4) Uani 1 1 d . . . H21 H -0.0553 0.1257 0.0199 0.071 Uiso 1 1 calc R . . C22 C -0.05960(9) -0.1009(3) 0.01184(11) 0.0777(6) Uani 1 1 d . . . H22 H -0.0717 -0.1035 -0.0322 0.093 Uiso 1 1 calc R . . C23 C -0.05131(9) -0.2314(3) 0.04507(14) 0.0823(7) Uani 1 1 d . . . H23 H -0.0581 -0.3229 0.0237 0.099 Uiso 1 1 calc R . . C24 C -0.03306(9) -0.2297(2) 0.10968(14) 0.0802(7) Uani 1 1 d . . . H24 H -0.0268 -0.3199 0.1321 0.096 Uiso 1 1 calc R . . C25 C -0.02374(8) -0.0926(2) 0.14215(10) 0.0616(4) Uani 1 1 d . . . H25 H -0.0112 -0.0907 0.1862 0.074 Uiso 1 1 calc R . . C26 C 0.07181(5) 0.24899(16) 0.34984(6) 0.0410(3) 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 O1 0.0543(6) 0.0425(6) 0.0730(8) -0.0007(5) 0.0133(6) -0.0136(5) O2 0.0728(8) 0.0951(10) 0.0580(7) -0.0297(7) 0.0083(6) 0.0154(8) O3 0.0553(7) 0.0521(7) 0.1287(12) 0.0200(7) 0.0459(8) 0.0085(6) O4 0.0490(6) 0.0614(7) 0.0464(6) 0.0051(5) -0.0019(5) -0.0073(5) O5 0.0476(6) 0.0488(6) 0.0620(7) 0.0210(5) 0.0122(5) 0.0007(5) N1 0.0345(6) 0.0476(7) 0.0558(7) 0.0104(6) 0.0114(5) -0.0035(5) N2 0.0352(6) 0.0445(7) 0.0539(7) -0.0029(5) 0.0148(5) 0.0041(5) N3 0.0375(6) 0.0462(7) 0.0466(6) 0.0063(5) 0.0055(5) -0.0019(5) N4 0.0356(6) 0.0410(6) 0.0476(6) -0.0080(5) 0.0128(5) -0.0028(5) C1 0.0322(6) 0.0344(7) 0.0595(9) 0.0072(6) 0.0097(6) 0.0026(5) C2 0.0371(7) 0.0516(9) 0.0624(9) 0.0207(7) 0.0145(6) 0.0008(6) C3 0.0478(8) 0.0543(9) 0.0485(8) 0.0120(7) 0.0071(6) -0.0060(7) C4 0.0760(13) 0.0682(12) 0.0664(11) -0.0001(10) 0.0136(10) -0.0005(10) C5 0.127(2) 0.0774(15) 0.0749(14) -0.0118(12) 0.0132(14) -0.0073(15) C6 0.124(2) 0.0918(18) 0.0676(14) -0.0008(13) -0.0079(15) -0.0389(17) C7 0.0692(13) 0.1123(19) 0.0593(11) 0.0217(12) -0.0095(10) -0.0315(13) C8 0.0478(9) 0.0813(13) 0.0530(9) 0.0179(9) 0.0022(7) -0.0097(9) C9 0.0320(6) 0.0411(7) 0.0508(8) 0.0028(6) 0.0097(5) -0.0023(5) C10 0.0409(7) 0.0456(8) 0.0521(8) -0.0077(6) 0.0127(6) -0.0012(6) C11 0.0482(8) 0.0464(9) 0.0757(11) -0.0012(8) 0.0274(8) 0.0093(7) C12 0.0565(10) 0.0494(9) 0.0942(13) 0.0127(9) 0.0402(9) 0.0096(8) C13 0.0603(11) 0.0666(13) 0.148(2) 0.0163(13) 0.0542(13) 0.0027(10) C14 0.0332(6) 0.0411(7) 0.0452(7) -0.0026(6) 0.0061(5) -0.0004(5) C15 0.0371(7) 0.0424(7) 0.0407(7) -0.0035(6) 0.0088(5) 0.0012(6) C16 0.0507(9) 0.0619(10) 0.0560(9) 0.0129(8) 0.0112(7) -0.0052(8) C17 0.0526(10) 0.0624(11) 0.0802(12) 0.0210(10) 0.0100(9) -0.0076(8) C18 0.0810(15) 0.0625(13) 0.136(2) 0.0151(14) 0.0100(14) -0.0200(12) C19 0.0335(6) 0.0450(8) 0.0436(7) -0.0007(6) 0.0074(5) -0.0015(6) C20 0.0370(7) 0.0422(8) 0.0573(8) -0.0100(6) 0.0207(6) -0.0009(6) C21 0.0604(10) 0.0623(11) 0.0568(9) -0.0163(8) 0.0218(8) -0.0024(8) C22 0.0749(13) 0.0825(15) 0.0794(13) -0.0395(12) 0.0279(11) -0.0066(11) C23 0.0762(13) 0.0623(13) 0.122(2) -0.0435(13) 0.0504(13) -0.0122(10) C24 0.0846(14) 0.0439(10) 0.130(2) -0.0038(11) 0.0591(14) 0.0051(9) C25 0.0670(11) 0.0498(9) 0.0760(11) 0.0005(8) 0.0334(9) 0.0094(8) C26 0.0384(7) 0.0417(7) 0.0423(7) 0.0073(6) 0.0106(5) -0.0005(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 O1 C1 1.2201(18) . ? O2 C10 1.2182(19) . ? O3 C12 1.377(2) . ? O3 C13 1.408(2) . ? O4 C15 1.2182(16) . ? O5 C26 1.2221(17) . ? N1 C1 1.355(2) . ? N1 C3 1.430(2) . ? N1 C2 1.4547(18) . ? N2 C10 1.3542(19) . ? N2 C9 1.4466(19) . ? N2 C11 1.4575(18) . ? N3 C15 1.3568(18) . ? N3 C14 1.4478(17) . ? N3 C16 1.468(2) . ? N4 C26 1.3469(18) 2 ? N4 C20 1.4444(18) . ? N4 C19 1.4515(17) . ? C1 C9 1.5278(19) . ? C2 C26 1.532(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.386(3) . ? C3 C8 1.387(2) . ? C4 C5 1.376(3) . ? C4 H4 0.9300 . ? C5 C6 1.373(4) . ? C5 H5 0.9300 . ? C6 C7 1.371(4) . ? C6 H6 0.9300 . ? C7 C8 1.391(3) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C14 1.527(2) . ? C11 C12 1.514(2) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C19 1.531(2) . ? C16 C17 1.461(3) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.169(3) . ? C18 H18 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C25 1.374(2) . ? C20 C21 1.377(2) . ? C21 C22 1.384(3) . ? C21 H21 0.9300 . ? C22 C23 1.354(3) . ? C22 H22 0.9300 . ? C23 C24 1.365(4) . ? C23 H23 0.9300 . ? C24 C25 1.397(3) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 N4 1.3470(18) 2 ? 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 C12 O3 C13 113.92(14) . . ? C1 N1 C3 125.22(12) . . ? C1 N1 C2 115.70(13) . . ? C3 N1 C2 118.27(13) . . ? C10 N2 C9 121.62(12) . . ? C10 N2 C11 119.51(13) . . ? C9 N2 C11 116.08(12) . . ? C15 N3 C14 122.53(12) . . ? C15 N3 C16 119.18(12) . . ? C14 N3 C16 116.13(12) . . ? C26 N4 C20 120.68(11) 2 . ? C26 N4 C19 118.39(12) 2 . ? C20 N4 C19 120.69(11) . . ? O1 C1 N1 121.71(14) . . ? O1 C1 C9 120.64(14) . . ? N1 C1 C9 117.47(12) . . ? N1 C2 C26 111.34(12) . . ? N1 C2 H2A 109.4 . . ? C26 C2 H2A 109.4 . . ? N1 C2 H2B 109.4 . . ? C26 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? C4 C3 C8 119.77(18) . . ? C4 C3 N1 120.02(16) . . ? C8 C3 N1 120.11(17) . . ? C5 C4 C3 120.1(2) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C6 C5 C4 120.1(3) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C7 C6 C5 120.5(2) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C6 C7 C8 120.0(2) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C3 C8 C7 119.4(2) . . ? C3 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? N2 C9 C1 111.12(12) . . ? N2 C9 H9A 109.4 . . ? C1 C9 H9A 109.4 . . ? N2 C9 H9B 109.4 . . ? C1 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? O2 C10 N2 122.72(14) . . ? O2 C10 C14 121.04(14) . . ? N2 C10 C14 116.18(12) . . ? N2 C11 C12 110.85(13) . . ? N2 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? O3 C12 C11 107.91(14) . . ? O3 C12 H12A 110.1 . . ? C11 C12 H12A 110.1 . . ? O3 C12 H12B 110.1 . . ? C11 C12 H12B 110.1 . . ? H12A C12 H12B 108.4 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C10 111.58(12) . . ? N3 C14 H14A 109.3 . . ? C10 C14 H14A 109.3 . . ? N3 C14 H14B 109.3 . . ? C10 C14 H14B 109.3 . . ? H14A C14 H14B 108.0 . . ? O4 C15 N3 122.65(14) . . ? O4 C15 C19 120.76(13) . . ? N3 C15 C19 116.56(11) . . ? C17 C16 N3 112.39(15) . . ? C17 C16 H16A 109.1 . . ? N3 C16 H16A 109.1 . . ? C17 C16 H16B 109.1 . . ? N3 C16 H16B 109.1 . . ? H16A C16 H16B 107.9 . . ? C18 C17 C16 178.8(2) . . ? C17 C18 H18 180.0 . . ? N4 C19 C15 111.33(11) . . ? N4 C19 H19A 109.4 . . ? C15 C19 H19A 109.4 . . ? N4 C19 H19B 109.4 . . ? C15 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C25 C20 C21 120.35(15) . . ? C25 C20 N4 119.31(14) . . ? C21 C20 N4 120.24(14) . . ? C20 C21 C22 119.44(19) . . ? C20 C21 H21 120.3 . . ? C22 C21 H21 120.3 . . ? C23 C22 C21 120.5(2) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C22 C23 C24 120.51(19) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C23 C24 C25 120.0(2) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C20 C25 C24 119.09(19) . . ? C20 C25 H25 120.5 . . ? C24 C25 H25 120.5 . . ? O5 C26 N4 122.79(13) . 2 ? O5 C26 C2 122.00(13) . . ? N4 C26 C2 115.21(12) 2 . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.500 _refine_diff_density_min -0.316 _refine_diff_density_rms 0.035 data_10ktk17h _database_code_depnum_ccdc_archive 'CCDC 887688' #TrackingRef 'web_deposit_cif_file_6_ChunhuaHu_1340207828.6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H56.90 N8 O10.45' _chemical_formula_weight 961.11 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 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.2216(14) _cell_length_b 8.8212(5) _cell_length_c 21.8021(11) _cell_angle_alpha 90.00 _cell_angle_beta 106.9180(10) _cell_angle_gamma 90.00 _cell_volume 4824.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9742 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 28.26 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2034 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9505 _exptl_absorpt_correction_T_max 0.9848 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' # 3 omega scans and each 400 frames, and 2 phi scans and each 720 frames _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 75423 _diffrn_reflns_av_R_equivalents 0.0321 _diffrn_reflns_av_sigmaI/netI 0.0137 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.31 _reflns_number_total 6005 _reflns_number_gt 5307 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^+3.9877P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6005 _refine_ls_number_parameters 321 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0435 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.1023 _refine_ls_wR_factor_gt 0.0973 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 O1 O 0.14289(3) 0.12484(9) 0.26622(4) 0.02231(17) Uani 1 1 d . . . O2 O 0.14362(4) 0.29516(11) 0.10870(4) 0.0287(2) Uani 1 1 d . . . O3 O 0.32343(3) 0.16826(9) 0.18860(5) 0.02698(19) Uani 1 1 d . . . O4 O -0.01313(3) 0.40855(9) 0.06534(4) 0.02097(17) Uani 1 1 d . . . O5 O 0.07040(3) 0.36275(9) 0.31952(4) 0.02034(16) Uani 1 1 d . . . N1 N 0.16928(4) 0.23628(10) 0.36370(4) 0.01881(18) Uani 1 1 d . . . N2 N 0.19891(4) 0.30535(10) 0.21008(4) 0.01808(18) Uani 1 1 d . . . N3 N 0.06789(4) 0.47713(10) 0.13121(4) 0.01801(18) Uani 1 1 d . . . N4 N -0.02918(3) 0.17892(10) 0.13989(4) 0.01679(18) Uani 1 1 d . . . C1 C 0.17066(4) 0.21900(12) 0.30215(5) 0.0176(2) Uani 1 1 d . . . C2 C 0.12539(4) 0.16142(13) 0.37959(5) 0.0200(2) Uani 1 1 d . . . H2A H 0.1328 0.1580 0.4268 0.024 Uiso 1 1 calc R . . H2B H 0.1224 0.0558 0.3636 0.024 Uiso 1 1 calc R . . C3 C 0.20071(4) 0.34288(13) 0.40868(5) 0.0212(2) Uani 1 1 d . . . C4 C 0.17603(5) 0.44285(14) 0.44057(6) 0.0276(2) Uani 1 1 d . . . H4 H 0.1383 0.4426 0.4316 0.033 Uiso 1 1 calc R . . C5 C 0.20679(6) 0.54303(16) 0.48561(6) 0.0361(3) Uani 1 1 d . . . H5 H 0.1902 0.6088 0.5086 0.043 Uiso 1 1 calc R . . C6 C 0.26172(6) 0.54676(17) 0.49697(6) 0.0387(3) Uani 1 1 d . . . H6 H 0.2825 0.6178 0.5266 0.046 Uiso 1 1 calc R . . C7 C 0.28614(5) 0.44771(17) 0.46545(6) 0.0335(3) Uani 1 1 d . . . H7 H 0.3237 0.4520 0.4729 0.040 Uiso 1 1 calc R . . C8 C 0.25609(5) 0.34125(15) 0.42270(5) 0.0256(2) Uani 1 1 d . . . H8 H 0.2732 0.2684 0.4033 0.031 Uiso 1 1 calc R . . C9 C 0.20484(4) 0.33086(12) 0.27750(5) 0.0174(2) Uani 1 1 d . . . H9A H 0.1940 0.4359 0.2837 0.021 Uiso 1 1 calc R . . H9B H 0.2427 0.3186 0.3024 0.021 Uiso 1 1 calc R . . C10 C 0.15302(4) 0.33886(12) 0.16400(5) 0.0187(2) Uani 1 1 d . . . C11 C 0.23622(4) 0.19805(12) 0.19561(6) 0.0212(2) Uani 1 1 d . . . H11A H 0.2184 0.1434 0.1554 0.025 Uiso 1 1 calc R . . H11B H 0.2473 0.1225 0.2305 0.025 Uiso 1 1 calc R . . C12 C 0.28497(4) 0.28018(13) 0.18841(6) 0.0220(2) Uani 1 1 d . . . H12A H 0.2759 0.3379 0.1477 0.026 Uiso 1 1 calc R . . H12B H 0.2988 0.3518 0.2244 0.026 Uiso 1 1 calc R . . C13 C 0.36990(5) 0.22813(15) 0.17670(7) 0.0301(3) Uani 1 1 d . . . H13A H 0.3604 0.2736 0.1339 0.045 Uiso 1 1 calc R . . H13B H 0.3958 0.1464 0.1792 0.045 Uiso 1 1 calc R . . H13C H 0.3856 0.3056 0.2089 0.045 Uiso 1 1 calc R . . C14 C 0.11391(4) 0.44192(12) 0.18477(5) 0.0168(2) Uani 1 1 d . . . H14A H 0.1021 0.3908 0.2187 0.020 Uiso 1 1 calc R . . H14B H 0.1322 0.5371 0.2028 0.020 Uiso 1 1 calc R . . C15 C 0.02370(4) 0.38777(12) 0.11396(5) 0.0164(2) Uani 1 1 d . . . C16 C 0.07637(5) 0.58968(13) 0.08535(5) 0.02320(17) Uani 1 1 d . . . H16A H 0.0421 0.6096 0.0523 0.028 Uiso 1 1 calc R . . H16B H 0.1016 0.5482 0.0636 0.028 Uiso 1 1 calc R . . C17 C 0.09761(5) 0.73311(13) 0.11731(6) 0.02320(17) Uani 1 1 d . . . C18 C 0.11576(5) 0.84722(15) 0.14370(7) 0.0328(3) Uani 1 1 d . . . H18 H 0.1303 0.9385 0.1648 0.039 Uiso 1 1 calc R . . C19 C 0.02154(4) 0.25841(12) 0.16048(5) 0.0171(2) Uani 1 1 d . . . H19A H 0.0509 0.1861 0.1627 0.020 Uiso 1 1 calc R . . H19B H 0.0266 0.3005 0.2039 0.020 Uiso 1 1 calc R . . C20 C -0.03443(4) 0.03992(12) 0.10376(5) 0.0175(2) Uani 1 1 d . . . C21 C -0.05251(5) 0.04359(13) 0.03716(5) 0.0220(2) Uani 1 1 d . . . H21 H -0.0577 0.1377 0.0150 0.026 Uiso 1 1 calc R . . C22 C -0.06289(5) -0.09215(14) 0.00327(6) 0.0264(2) Uani 1 1 d . . . H22 H -0.0760 -0.0908 -0.0422 0.032 Uiso 1 1 calc R . . C23 C -0.05422(5) -0.22914(14) 0.03560(6) 0.0274(3) Uani 1 1 d . . . H23 H -0.0619 -0.3215 0.0124 0.033 Uiso 1 1 calc R . . C24 C -0.03427(5) -0.23169(13) 0.10190(6) 0.0272(3) Uani 1 1 d . . . H24 H -0.0273 -0.3259 0.1238 0.033 Uiso 1 1 calc R . . C25 C -0.02449(5) -0.09685(13) 0.13638(6) 0.0225(2) Uani 1 1 d . . . H25 H -0.0111 -0.0984 0.1818 0.027 Uiso 1 1 calc R . . C26 C 0.07256(4) 0.24457(12) 0.35000(5) 0.0168(2) Uani 1 1 d . . . O6 O 0.0000 0.5957(3) 0.2500 0.0306(11) Uani 0.448(7) 2 d SP . . H6O H 0.0225(16) 0.533(5) 0.2725(19) 0.039(10) Uiso 0.448(7) 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0219(4) 0.0163(4) 0.0275(4) -0.0014(3) 0.0052(3) -0.0035(3) O2 0.0289(4) 0.0330(5) 0.0223(4) -0.0092(3) 0.0045(3) 0.0041(4) O3 0.0212(4) 0.0185(4) 0.0460(5) 0.0058(4) 0.0174(4) 0.0039(3) O4 0.0208(4) 0.0209(4) 0.0180(4) 0.0005(3) 0.0006(3) -0.0013(3) O5 0.0205(4) 0.0181(4) 0.0216(4) 0.0057(3) 0.0048(3) 0.0001(3) N1 0.0150(4) 0.0181(4) 0.0224(4) 0.0030(3) 0.0041(3) -0.0015(3) N2 0.0156(4) 0.0180(4) 0.0213(4) -0.0024(3) 0.0065(3) 0.0015(3) N3 0.0169(4) 0.0173(4) 0.0183(4) 0.0024(3) 0.0029(3) -0.0013(3) N4 0.0160(4) 0.0148(4) 0.0193(4) -0.0030(3) 0.0049(3) -0.0016(3) C1 0.0146(4) 0.0132(5) 0.0239(5) 0.0026(4) 0.0041(4) 0.0022(4) C2 0.0160(5) 0.0191(5) 0.0245(5) 0.0068(4) 0.0052(4) 0.0001(4) C3 0.0217(5) 0.0202(5) 0.0188(5) 0.0046(4) 0.0016(4) -0.0032(4) C4 0.0303(6) 0.0262(6) 0.0241(5) 0.0009(5) 0.0047(5) -0.0004(5) C5 0.0493(8) 0.0285(7) 0.0266(6) -0.0031(5) 0.0050(6) -0.0028(6) C6 0.0492(8) 0.0331(7) 0.0250(6) 0.0007(5) -0.0031(6) -0.0154(6) C7 0.0275(6) 0.0431(8) 0.0227(6) 0.0105(5) -0.0040(5) -0.0122(5) C8 0.0223(5) 0.0303(6) 0.0213(5) 0.0072(5) 0.0019(4) -0.0038(5) C9 0.0152(5) 0.0162(5) 0.0204(5) 0.0000(4) 0.0047(4) -0.0012(4) C10 0.0180(5) 0.0163(5) 0.0224(5) -0.0028(4) 0.0066(4) -0.0018(4) C11 0.0190(5) 0.0171(5) 0.0292(6) -0.0022(4) 0.0098(4) 0.0022(4) C12 0.0205(5) 0.0180(5) 0.0299(6) 0.0027(4) 0.0110(4) 0.0031(4) C13 0.0224(6) 0.0247(6) 0.0481(8) 0.0043(5) 0.0179(5) 0.0010(5) C14 0.0148(4) 0.0168(5) 0.0176(5) -0.0013(4) 0.0029(4) 0.0002(4) C15 0.0174(5) 0.0151(5) 0.0169(4) -0.0018(4) 0.0052(4) 0.0010(4) C16 0.0223(4) 0.0223(4) 0.0241(4) 0.0052(3) 0.0054(3) -0.0019(3) C17 0.0223(4) 0.0223(4) 0.0241(4) 0.0052(3) 0.0054(3) -0.0019(3) C18 0.0301(6) 0.0230(6) 0.0404(7) 0.0040(5) 0.0023(5) -0.0041(5) C19 0.0151(5) 0.0163(5) 0.0186(5) 0.0000(4) 0.0031(4) -0.0014(4) C20 0.0160(5) 0.0156(5) 0.0224(5) -0.0038(4) 0.0078(4) -0.0008(4) C21 0.0238(5) 0.0205(5) 0.0226(5) -0.0019(4) 0.0080(4) -0.0005(4) C22 0.0267(6) 0.0282(6) 0.0252(5) -0.0086(5) 0.0090(5) -0.0017(5) C23 0.0270(6) 0.0213(6) 0.0373(7) -0.0115(5) 0.0143(5) -0.0024(5) C24 0.0291(6) 0.0168(5) 0.0399(7) -0.0007(5) 0.0169(5) 0.0025(4) C25 0.0234(5) 0.0204(5) 0.0251(5) 0.0000(4) 0.0095(4) 0.0027(4) C26 0.0170(5) 0.0164(5) 0.0164(4) 0.0007(4) 0.0038(4) 0.0003(4) O6 0.0312(18) 0.0206(16) 0.0316(17) 0.000 -0.0040(12) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.2256(13) . ? O2 C10 1.2205(13) . ? O3 C12 1.4104(13) . ? O3 C13 1.4195(14) . ? O4 C15 1.2224(13) . ? O5 C26 1.2286(13) . ? N1 C1 1.3615(14) . ? N1 C3 1.4335(14) . ? N1 C2 1.4535(13) . ? N2 C10 1.3571(14) . ? N2 C9 1.4501(13) . ? N2 C11 1.4601(13) . ? N3 C15 1.3608(14) . ? N3 C14 1.4479(13) . ? N3 C16 1.4711(14) . ? N4 C26 1.3505(13) 2 ? N4 C20 1.4421(13) . ? N4 C19 1.4541(13) . ? C1 C9 1.5315(14) . ? C2 C26 1.5342(14) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.3934(17) . ? C3 C8 1.3942(16) . ? C4 C5 1.3909(18) . ? C4 H4 0.9500 . ? C5 C6 1.389(2) . ? C5 H5 0.9500 . ? C6 C7 1.379(2) . ? C6 H6 0.9500 . ? C7 C8 1.3944(18) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C14 1.5342(14) . ? C11 C12 1.5167(15) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C19 1.5386(14) . ? C16 C17 1.4733(16) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.1880(18) . ? C18 H18 0.9500 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C25 1.3860(15) . ? C20 C21 1.3905(15) . ? C21 C22 1.3918(16) . ? C21 H21 0.9500 . ? C22 C23 1.3841(18) . ? C22 H22 0.9500 . ? C23 C24 1.3868(19) . ? C23 H23 0.9500 . ? C24 C25 1.3905(16) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 N4 1.3505(13) 2 ? O6 H6O 0.85(5) . ? 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 C12 O3 C13 112.96(9) . . ? C1 N1 C3 124.95(9) . . ? C1 N1 C2 115.73(9) . . ? C3 N1 C2 118.19(9) . . ? C10 N2 C9 121.81(9) . . ? C10 N2 C11 119.13(9) . . ? C9 N2 C11 116.03(9) . . ? C15 N3 C14 122.78(9) . . ? C15 N3 C16 119.22(9) . . ? C14 N3 C16 115.95(9) . . ? C26 N4 C20 120.18(9) 2 . ? C26 N4 C19 118.74(9) 2 . ? C20 N4 C19 120.80(8) . . ? O1 C1 N1 121.64(10) . . ? O1 C1 C9 120.79(10) . . ? N1 C1 C9 117.37(9) . . ? N1 C2 C26 111.30(9) . . ? N1 C2 H2A 109.4 . . ? C26 C2 H2A 109.4 . . ? N1 C2 H2B 109.4 . . ? C26 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? C4 C3 C8 120.17(11) . . ? C4 C3 N1 119.90(10) . . ? C8 C3 N1 119.86(11) . . ? C5 C4 C3 119.75(12) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C6 C5 C4 119.94(14) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C7 C6 C5 120.27(12) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C8 120.37(13) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C3 C8 C7 119.31(12) . . ? C3 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? N2 C9 C1 110.78(9) . . ? N2 C9 H9A 109.5 . . ? C1 C9 H9A 109.5 . . ? N2 C9 H9B 109.5 . . ? C1 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? O2 C10 N2 122.90(10) . . ? O2 C10 C14 121.24(10) . . ? N2 C10 C14 115.81(9) . . ? N2 C11 C12 110.52(9) . . ? N2 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? O3 C12 C11 106.79(9) . . ? O3 C12 H12A 110.4 . . ? C11 C12 H12A 110.4 . . ? O3 C12 H12B 110.4 . . ? C11 C12 H12B 110.4 . . ? H12A C12 H12B 108.6 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C10 111.15(8) . . ? N3 C14 H14A 109.4 . . ? C10 C14 H14A 109.4 . . ? N3 C14 H14B 109.4 . . ? C10 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? O4 C15 N3 123.17(10) . . ? O4 C15 C19 120.76(9) . . ? N3 C15 C19 116.06(9) . . ? N3 C16 C17 111.67(9) . . ? N3 C16 H16A 109.3 . . ? C17 C16 H16A 109.3 . . ? N3 C16 H16B 109.3 . . ? C17 C16 H16B 109.3 . . ? H16A C16 H16B 107.9 . . ? C18 C17 C16 178.57(14) . . ? C17 C18 H18 180.0 . . ? N4 C19 C15 111.10(8) . . ? N4 C19 H19A 109.4 . . ? C15 C19 H19A 109.4 . . ? N4 C19 H19B 109.4 . . ? C15 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C25 C20 C21 120.80(10) . . ? C25 C20 N4 119.09(9) . . ? C21 C20 N4 119.99(10) . . ? C20 C21 C22 119.27(11) . . ? C20 C21 H21 120.4 . . ? C22 C21 H21 120.4 . . ? C23 C22 C21 120.19(11) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C24 120.08(11) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C23 C24 C25 120.25(11) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C20 C25 C24 119.32(11) . . ? C20 C25 H25 120.3 . . ? C24 C25 H25 120.3 . . ? O5 C26 N4 122.94(10) . 2 ? O5 C26 C2 121.80(9) . . ? N4 C26 C2 115.26(9) 2 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.379 _refine_diff_density_min -0.265 _refine_diff_density_rms 0.043 data_10ktk18h _database_code_depnum_ccdc_archive 'CCDC 887689' #TrackingRef 'web_deposit_cif_file_7_ChunhuaHu_1340207828.7.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H56 N8 O10' _chemical_formula_weight 953.05 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 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.3406(11) _cell_length_b 8.8751(4) _cell_length_c 22.0453(9) _cell_angle_alpha 90.00 _cell_angle_beta 106.8860(10) _cell_angle_gamma 90.00 _cell_volume 4931.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 9925 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 28.26 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.284 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2016 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9521 _exptl_absorpt_correction_T_max 0.9853 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' # 4 omega scans and each 400 frames _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 49912 _diffrn_reflns_av_R_equivalents 0.0209 _diffrn_reflns_av_sigmaI/netI 0.0119 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.29 _reflns_number_total 6126 _reflns_number_gt 4921 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0623P)^2^+2.9804P] 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 6126 _refine_ls_number_parameters 317 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0605 _refine_ls_R_factor_gt 0.0483 _refine_ls_wR_factor_ref 0.1409 _refine_ls_wR_factor_gt 0.1297 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.097 _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 O1 O 0.14146(5) 0.12912(13) 0.26756(6) 0.0575(3) Uani 1 1 d . . . O2 O 0.14413(6) 0.28507(19) 0.11147(6) 0.0775(4) Uani 1 1 d . . . O3 O 0.32406(5) 0.17260(15) 0.19483(8) 0.0741(4) Uani 1 1 d . . . O4 O -0.01098(5) 0.39988(14) 0.06506(5) 0.0554(3) Uani 1 1 d . . . O5 O 0.06946(4) 0.36764(13) 0.32094(6) 0.0534(3) Uani 1 1 d . . . N1 N 0.16803(5) 0.24162(15) 0.36307(6) 0.0466(3) Uani 1 1 d . . . N2 N 0.19852(5) 0.30214(15) 0.21133(6) 0.0441(3) Uani 1 1 d . . . N3 N 0.06876(5) 0.47182(15) 0.13003(6) 0.0447(3) Uani 1 1 d . . . N4 N -0.02865(5) 0.18101(14) 0.14160(6) 0.0411(3) Uani 1 1 d . . . C1 C 0.16931(6) 0.22231(16) 0.30247(8) 0.0426(3) Uani 1 1 d . . . C2 C 0.12451(6) 0.1679(2) 0.37947(8) 0.0501(4) Uani 1 1 d . . . H2A H 0.1318 0.1664 0.4252 0.060 Uiso 1 1 calc R . . H2B H 0.1217 0.0644 0.3647 0.060 Uiso 1 1 calc R . . C3 C 0.20018(7) 0.3455(2) 0.40750(8) 0.0519(4) Uani 1 1 d . . . C4 C 0.17661(10) 0.4480(2) 0.43846(10) 0.0717(5) Uani 1 1 d . . . H4 H 0.1398 0.4522 0.4289 0.086 Uiso 1 1 calc R . . C5 C 0.20779(14) 0.5435(3) 0.48338(12) 0.0964(8) Uani 1 1 d . . . H5 H 0.1921 0.6096 0.5053 0.116 Uiso 1 1 calc R . . C6 C 0.26189(14) 0.5413(3) 0.49591(13) 0.1017(10) Uani 1 1 d . . . H6 H 0.2826 0.6082 0.5253 0.122 Uiso 1 1 calc R . . C7 C 0.28574(10) 0.4409(3) 0.46532(11) 0.0865(8) Uani 1 1 d . . . H7 H 0.3224 0.4414 0.4734 0.104 Uiso 1 1 calc R . . C8 C 0.25509(7) 0.3387(3) 0.42232(9) 0.0633(5) Uani 1 1 d . . . H8 H 0.2712 0.2663 0.4036 0.076 Uiso 1 1 calc R . . C9 C 0.20366(5) 0.33060(17) 0.27755(7) 0.0417(3) Uani 1 1 d . . . H9A H 0.1931 0.4335 0.2825 0.050 Uiso 1 1 calc R . . H9B H 0.2405 0.3191 0.3022 0.050 Uiso 1 1 calc R . . C10 C 0.15318(6) 0.33317(18) 0.16526(8) 0.0463(3) Uani 1 1 d . . . C11 C 0.23655(7) 0.1966(2) 0.19852(9) 0.0550(4) Uani 1 1 d . . . H11A H 0.2200 0.1421 0.1597 0.066 Uiso 1 1 calc R . . H11B H 0.2471 0.1241 0.2328 0.066 Uiso 1 1 calc R . . C12 C 0.28517(8) 0.2786(2) 0.19208(11) 0.0623(5) Uani 1 1 d . . . H12A H 0.2767 0.3321 0.1520 0.075 Uiso 1 1 calc R . . H12B H 0.2973 0.3511 0.2261 0.075 Uiso 1 1 calc R . . C13 C 0.37059(9) 0.2325(3) 0.18498(15) 0.0861(7) Uani 1 1 d . . . H13A H 0.3625 0.2742 0.1431 0.129 Uiso 1 1 calc R . . H13B H 0.3965 0.1540 0.1895 0.129 Uiso 1 1 calc R . . H13C H 0.3845 0.3101 0.2156 0.129 Uiso 1 1 calc R . . C14 C 0.11432(5) 0.43940(17) 0.18357(7) 0.0410(3) Uani 1 1 d . . . H14A H 0.1025 0.3937 0.2171 0.049 Uiso 1 1 calc R . . H14B H 0.1323 0.5328 0.1997 0.049 Uiso 1 1 calc R . . C15 C 0.02495(6) 0.38268(17) 0.11386(7) 0.0406(3) Uani 1 1 d . . . C16 C 0.07734(7) 0.5790(2) 0.08321(9) 0.0574(4) Uani 1 1 d . . . H16A H 0.1021 0.5358 0.0630 0.069 Uiso 1 1 calc R . . H16B H 0.0440 0.5957 0.0507 0.069 Uiso 1 1 calc R . . C17 C 0.09795(8) 0.7230(2) 0.11167(10) 0.0646(5) Uani 1 1 d U . . C18 C 0.11522(11) 0.8385(3) 0.13466(14) 0.0919(7) Uani 1 1 d U . . H18 H 0.1289 0.9299 0.1529 0.110 Uiso 1 1 calc R . . C19 C 0.02175(6) 0.26002(17) 0.16156(7) 0.0418(3) Uani 1 1 d . . . H19A H 0.0504 0.1886 0.1657 0.050 Uiso 1 1 calc R . . H19B H 0.0260 0.3055 0.2027 0.050 Uiso 1 1 calc R . . C20 C -0.03332(6) 0.03944(17) 0.10823(8) 0.0438(3) Uani 1 1 d . . . C21 C -0.05026(7) 0.0362(2) 0.04305(9) 0.0586(4) Uani 1 1 d . . . H21 H -0.0555 0.1256 0.0201 0.070 Uiso 1 1 calc R . . C22 C -0.05954(9) -0.1012(3) 0.01184(11) 0.0772(6) Uani 1 1 d . . . H22 H -0.0715 -0.1038 -0.0322 0.093 Uiso 1 1 calc R . . C23 C -0.05127(9) -0.2317(3) 0.04523(14) 0.0831(7) Uani 1 1 d U . . H23 H -0.0581 -0.3233 0.0239 0.100 Uiso 1 1 calc R . . C24 C -0.03295(10) -0.2300(2) 0.10979(14) 0.0800(6) Uani 1 1 d U . . H24 H -0.0266 -0.3202 0.1322 0.096 Uiso 1 1 calc R . . C25 C -0.02371(8) -0.0926(2) 0.14224(10) 0.0618(5) Uani 1 1 d . . . H25 H -0.0112 -0.0906 0.1863 0.074 Uiso 1 1 calc R . . C26 C 0.07180(6) 0.24896(17) 0.34985(7) 0.0411(3) 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 O1 0.0546(7) 0.0420(6) 0.0725(8) -0.0010(5) 0.0132(6) -0.0134(5) O2 0.0731(9) 0.0952(11) 0.0580(8) -0.0296(7) 0.0091(6) 0.0153(8) O3 0.0560(7) 0.0522(7) 0.1265(13) 0.0197(8) 0.0463(8) 0.0084(6) O4 0.0494(6) 0.0610(7) 0.0461(6) 0.0050(5) -0.0017(5) -0.0075(5) O5 0.0482(6) 0.0480(6) 0.0620(7) 0.0207(5) 0.0129(5) 0.0012(5) N1 0.0348(6) 0.0480(7) 0.0560(8) 0.0108(6) 0.0115(5) -0.0033(5) N2 0.0362(6) 0.0436(7) 0.0538(7) -0.0027(5) 0.0153(5) 0.0041(5) N3 0.0375(6) 0.0458(7) 0.0462(7) 0.0060(5) 0.0052(5) -0.0020(5) N4 0.0361(6) 0.0404(6) 0.0473(7) -0.0075(5) 0.0131(5) -0.0028(5) C1 0.0336(6) 0.0339(7) 0.0585(9) 0.0068(6) 0.0105(6) 0.0020(5) C2 0.0372(7) 0.0506(9) 0.0624(9) 0.0202(7) 0.0144(7) 0.0005(6) C3 0.0481(8) 0.0548(9) 0.0484(8) 0.0121(7) 0.0070(7) -0.0054(7) C4 0.0760(13) 0.0682(13) 0.0665(12) -0.0001(10) 0.0139(10) 0.0010(10) C5 0.127(2) 0.0792(16) 0.0730(15) -0.0109(13) 0.0135(15) -0.0083(16) C6 0.123(2) 0.0908(19) 0.0683(14) -0.0010(14) -0.0084(15) -0.0376(18) C7 0.0698(13) 0.111(2) 0.0599(12) 0.0230(13) -0.0106(10) -0.0316(14) C8 0.0482(9) 0.0810(13) 0.0527(10) 0.0177(9) 0.0021(7) -0.0093(9) C9 0.0329(6) 0.0407(7) 0.0506(8) 0.0021(6) 0.0104(6) -0.0028(6) C10 0.0411(7) 0.0452(8) 0.0521(8) -0.0075(7) 0.0127(6) -0.0009(6) C11 0.0485(9) 0.0462(9) 0.0760(11) -0.0012(8) 0.0272(8) 0.0094(7) C12 0.0567(10) 0.0494(10) 0.0923(14) 0.0127(9) 0.0395(10) 0.0094(8) C13 0.0608(12) 0.0662(13) 0.147(2) 0.0157(14) 0.0553(14) 0.0034(10) C14 0.0332(6) 0.0414(7) 0.0449(7) -0.0031(6) 0.0058(5) -0.0001(6) C15 0.0373(7) 0.0422(7) 0.0407(7) -0.0033(6) 0.0087(6) 0.0015(6) C16 0.0531(9) 0.0614(10) 0.0550(9) 0.0129(8) 0.0116(7) -0.0061(8) C17 0.0596(8) 0.0611(8) 0.0701(8) 0.0122(7) 0.0140(7) -0.0060(7) C18 0.0859(13) 0.0698(12) 0.1111(15) 0.0083(11) 0.0145(12) -0.0158(11) C19 0.0338(6) 0.0456(8) 0.0435(7) -0.0005(6) 0.0075(5) -0.0016(6) C20 0.0372(7) 0.0419(8) 0.0571(9) -0.0101(6) 0.0209(6) -0.0009(6) C21 0.0605(10) 0.0607(11) 0.0575(10) -0.0153(8) 0.0217(8) -0.0020(8) C22 0.0743(13) 0.0824(16) 0.0791(14) -0.0395(12) 0.0287(11) -0.0074(11) C23 0.0768(14) 0.0614(13) 0.1253(16) -0.0435(14) 0.0518(13) -0.0127(11) C24 0.0847(15) 0.0444(10) 0.1282(17) -0.0044(12) 0.0582(14) 0.0053(10) C25 0.0676(11) 0.0492(10) 0.0767(12) 0.0007(9) 0.0335(10) 0.0091(8) C26 0.0384(7) 0.0417(7) 0.0423(7) 0.0074(6) 0.0104(6) 0.0002(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 O1 C1 1.2193(19) . ? O2 C10 1.217(2) . ? O3 C12 1.379(2) . ? O3 C13 1.410(2) . ? O4 C15 1.2185(17) . ? O5 C26 1.2233(18) . ? N1 C1 1.357(2) . ? N1 C3 1.430(2) . ? N1 C2 1.4541(19) . ? N2 C10 1.352(2) . ? N2 C9 1.449(2) . ? N2 C11 1.4575(19) . ? N3 C15 1.3587(19) . ? N3 C14 1.4467(18) . ? N3 C16 1.469(2) . ? N4 C26 1.3478(18) 2 ? N4 C20 1.4430(19) . ? N4 C19 1.4520(18) . ? C1 C9 1.527(2) . ? C2 C26 1.531(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.387(3) . ? C3 C8 1.388(2) . ? C4 C5 1.379(3) . ? C4 H4 0.9300 . ? C5 C6 1.371(5) . ? C5 H5 0.9300 . ? C6 C7 1.375(4) . ? C6 H6 0.9300 . ? C7 C8 1.389(3) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C14 1.530(2) . ? C11 C12 1.515(2) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C19 1.533(2) . ? C16 C17 1.458(3) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.175(3) . ? C18 H18 0.9300 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C25 1.374(2) . ? C20 C21 1.375(2) . ? C21 C22 1.387(3) . ? C21 H21 0.9300 . ? C22 C23 1.356(4) . ? C22 H22 0.9300 . ? C23 C24 1.364(4) . ? C23 H23 0.9300 . ? C24 C25 1.399(3) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 N4 1.3476(18) 2 ? 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 C12 O3 C13 113.82(15) . . ? C1 N1 C3 125.21(13) . . ? C1 N1 C2 115.78(13) . . ? C3 N1 C2 118.22(14) . . ? C10 N2 C9 121.66(12) . . ? C10 N2 C11 119.47(14) . . ? C9 N2 C11 116.04(13) . . ? C15 N3 C14 122.57(13) . . ? C15 N3 C16 119.01(13) . . ? C14 N3 C16 116.22(12) . . ? C26 N4 C20 120.69(12) 2 . ? C26 N4 C19 118.40(12) 2 . ? C20 N4 C19 120.68(12) . . ? O1 C1 N1 121.64(14) . . ? O1 C1 C9 120.70(15) . . ? N1 C1 C9 117.48(13) . . ? N1 C2 C26 111.40(12) . . ? N1 C2 H2A 109.3 . . ? C26 C2 H2A 109.3 . . ? N1 C2 H2B 109.3 . . ? C26 C2 H2B 109.3 . . ? H2A C2 H2B 108.0 . . ? C4 C3 C8 119.83(19) . . ? C4 C3 N1 119.93(16) . . ? C8 C3 N1 120.15(18) . . ? C5 C4 C3 119.9(2) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C6 C5 C4 120.2(3) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 120.4(2) . . ? C5 C6 H6 119.8 . . ? C7 C6 H6 119.8 . . ? C6 C7 C8 120.0(2) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C3 C8 C7 119.4(2) . . ? C3 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? N2 C9 C1 111.17(12) . . ? N2 C9 H9A 109.4 . . ? C1 C9 H9A 109.4 . . ? N2 C9 H9B 109.4 . . ? C1 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? O2 C10 N2 122.73(15) . . ? O2 C10 C14 121.11(14) . . ? N2 C10 C14 116.11(13) . . ? N2 C11 C12 110.90(14) . . ? N2 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.0 . . ? O3 C12 C11 107.79(14) . . ? O3 C12 H12A 110.1 . . ? C11 C12 H12A 110.1 . . ? O3 C12 H12B 110.1 . . ? C11 C12 H12B 110.1 . . ? H12A C12 H12B 108.5 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C10 111.56(12) . . ? N3 C14 H14A 109.3 . . ? C10 C14 H14A 109.3 . . ? N3 C14 H14B 109.3 . . ? C10 C14 H14B 109.3 . . ? H14A C14 H14B 108.0 . . ? O4 C15 N3 122.77(14) . . ? O4 C15 C19 120.76(13) . . ? N3 C15 C19 116.44(12) . . ? C17 C16 N3 112.30(15) . . ? C17 C16 H16A 109.1 . . ? N3 C16 H16A 109.1 . . ? C17 C16 H16B 109.1 . . ? N3 C16 H16B 109.1 . . ? H16A C16 H16B 107.9 . . ? C18 C17 C16 179.1(3) . . ? C17 C18 H18 180.0 . . ? N4 C19 C15 111.26(12) . . ? N4 C19 H19A 109.4 . . ? C15 C19 H19A 109.4 . . ? N4 C19 H19B 109.4 . . ? C15 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C25 C20 C21 120.32(16) . . ? C25 C20 N4 119.29(15) . . ? C21 C20 N4 120.29(15) . . ? C20 C21 C22 119.6(2) . . ? C20 C21 H21 120.2 . . ? C22 C21 H21 120.2 . . ? C23 C22 C21 120.3(2) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C22 C23 C24 120.6(2) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C23 C24 C25 120.0(2) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C20 C25 C24 119.2(2) . . ? C20 C25 H25 120.4 . . ? C24 C25 H25 120.4 . . ? O5 C26 N4 122.76(13) . 2 ? O5 C26 C2 121.96(13) . . ? N4 C26 C2 115.28(12) 2 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.529 _refine_diff_density_min -0.283 _refine_diff_density_rms 0.036 data_11ktk1h _database_code_depnum_ccdc_archive 'CCDC 887690' #TrackingRef 'web_deposit_cif_file_8_ChunhuaHu_1340207828.8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H56.29 N8 O10.15' _chemical_formula_weight 955.66 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 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.215(3) _cell_length_b 8.8119(8) _cell_length_c 21.748(2) _cell_angle_alpha 90.00 _cell_angle_beta 106.862(2) _cell_angle_gamma 90.00 _cell_volume 4807.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9912 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 27.97 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.320 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2022 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9507 _exptl_absorpt_correction_T_max 0.9849 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' # 4 omega scans and each 400 frames _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 44922 _diffrn_reflns_av_R_equivalents 0.0452 _diffrn_reflns_av_sigmaI/netI 0.0270 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5991 _reflns_number_gt 4937 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0390P)^2^+4.0353P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5991 _refine_ls_number_parameters 321 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0498 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.0982 _refine_ls_wR_factor_gt 0.0913 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 O1 O 0.14311(3) 0.12426(10) 0.26603(4) 0.02351(19) Uani 1 1 d . . . O2 O 0.14346(4) 0.29404(11) 0.10842(4) 0.0299(2) Uani 1 1 d . . . O3 O 0.32407(4) 0.16748(10) 0.18944(5) 0.0276(2) Uani 1 1 d . . . O4 O -0.01271(3) 0.40734(10) 0.06524(4) 0.02232(19) Uani 1 1 d . . . O5 O 0.07045(3) 0.36382(10) 0.31938(4) 0.02141(18) Uani 1 1 d . . . N1 N 0.16932(4) 0.23608(11) 0.36365(5) 0.0198(2) Uani 1 1 d . . . N2 N 0.19914(4) 0.30521(11) 0.20973(5) 0.0191(2) Uani 1 1 d . . . N3 N 0.06809(4) 0.47757(11) 0.13128(5) 0.0191(2) Uani 1 1 d . . . N4 N -0.02896(4) 0.17926(11) 0.14078(5) 0.0179(2) Uani 1 1 d . . . C1 C 0.17089(4) 0.21853(13) 0.30203(6) 0.0188(2) Uani 1 1 d . . . C2 C 0.12530(5) 0.16166(14) 0.37948(6) 0.0210(2) Uani 1 1 d . . . H2A H 0.1326 0.1586 0.4267 0.025 Uiso 1 1 calc R . . H2B H 0.1223 0.0558 0.3636 0.025 Uiso 1 1 calc R . . C3 C 0.20085(5) 0.34291(14) 0.40875(6) 0.0218(2) Uani 1 1 d . . . C4 C 0.17621(6) 0.44343(15) 0.44056(6) 0.0282(3) Uani 1 1 d . . . H4 H 0.1385 0.4435 0.4315 0.034 Uiso 1 1 calc R . . C5 C 0.20699(7) 0.54350(17) 0.48555(7) 0.0362(3) Uani 1 1 d . . . H5 H 0.1904 0.6098 0.5084 0.043 Uiso 1 1 calc R . . C6 C 0.26187(7) 0.54676(18) 0.49715(7) 0.0390(4) Uani 1 1 d . . . H6 H 0.2827 0.6177 0.5269 0.047 Uiso 1 1 calc R . . C7 C 0.28631(6) 0.44728(17) 0.46557(6) 0.0329(3) Uani 1 1 d . . . H7 H 0.3238 0.4514 0.4730 0.040 Uiso 1 1 calc R . . C8 C 0.25618(5) 0.34102(16) 0.42284(6) 0.0263(3) Uani 1 1 d . . . H8 H 0.2732 0.2678 0.4034 0.032 Uiso 1 1 calc R . . C9 C 0.20515(5) 0.33034(13) 0.27740(5) 0.0184(2) Uani 1 1 d . . . H9A H 0.1944 0.4355 0.2838 0.022 Uiso 1 1 calc R . . H9B H 0.2430 0.3177 0.3023 0.022 Uiso 1 1 calc R . . C10 C 0.15313(5) 0.33840(13) 0.16393(6) 0.0199(2) Uani 1 1 d . . . C11 C 0.23642(5) 0.19777(14) 0.19505(6) 0.0221(2) Uani 1 1 d . . . H11A H 0.2188 0.1442 0.1544 0.027 Uiso 1 1 calc R . . H11B H 0.2471 0.1212 0.2297 0.027 Uiso 1 1 calc R . . C12 C 0.28552(5) 0.27967(14) 0.18863(6) 0.0231(3) Uani 1 1 d . . . H12A H 0.2769 0.3374 0.1479 0.028 Uiso 1 1 calc R . . H12B H 0.2990 0.3514 0.2247 0.028 Uiso 1 1 calc R . . C13 C 0.37095(5) 0.22691(16) 0.17816(7) 0.0305(3) Uani 1 1 d . . . H13A H 0.3620 0.2713 0.1350 0.046 Uiso 1 1 calc R . . H13B H 0.3969 0.1451 0.1815 0.046 Uiso 1 1 calc R . . H13C H 0.3863 0.3053 0.2102 0.046 Uiso 1 1 calc R . . C14 C 0.11427(4) 0.44222(13) 0.18478(5) 0.0180(2) Uani 1 1 d . . . H14A H 0.1026 0.3917 0.2190 0.022 Uiso 1 1 calc R . . H14B H 0.1327 0.5375 0.2026 0.022 Uiso 1 1 calc R . . C15 C 0.02393(5) 0.38762(13) 0.11413(5) 0.0175(2) Uani 1 1 d . . . C16 C 0.07659(5) 0.58943(14) 0.08503(6) 0.02413(19) Uani 1 1 d . . . H16A H 0.0424 0.6090 0.0519 0.029 Uiso 1 1 calc R . . H16B H 0.1018 0.5473 0.0633 0.029 Uiso 1 1 calc R . . C17 C 0.09786(5) 0.73341(15) 0.11660(6) 0.02413(19) Uani 1 1 d . . . C18 C 0.11595(6) 0.84785(16) 0.14251(7) 0.0337(3) Uani 1 1 d . . . H18 H 0.1304 0.9396 0.1633 0.040 Uiso 1 1 calc R . . C19 C 0.02171(4) 0.25966(13) 0.16136(5) 0.0184(2) Uani 1 1 d . . . H19A H 0.0512 0.1874 0.1642 0.022 Uiso 1 1 calc R . . H19B H 0.0265 0.3031 0.2046 0.022 Uiso 1 1 calc R . . C20 C -0.03390(4) 0.03948(13) 0.10493(6) 0.0188(2) Uani 1 1 d . . . C21 C -0.05191(5) 0.04183(15) 0.03827(6) 0.0238(3) Uani 1 1 d . . . H21 H -0.0572 0.1356 0.0158 0.029 Uiso 1 1 calc R . . C22 C -0.06208(5) -0.09467(16) 0.00483(6) 0.0283(3) Uani 1 1 d . . . H22 H -0.0750 -0.0942 -0.0407 0.034 Uiso 1 1 calc R . . C23 C -0.05342(5) -0.23124(15) 0.03768(7) 0.0296(3) Uani 1 1 d . . . H23 H -0.0611 -0.3241 0.0147 0.036 Uiso 1 1 calc R . . C24 C -0.03355(5) -0.23263(15) 0.10408(7) 0.0287(3) Uani 1 1 d . . . H24 H -0.0265 -0.3265 0.1264 0.034 Uiso 1 1 calc R . . C25 C -0.02392(5) -0.09672(14) 0.13801(6) 0.0243(3) Uani 1 1 d . . . H25 H -0.0106 -0.0973 0.1836 0.029 Uiso 1 1 calc R . . C26 C 0.07250(5) 0.24503(13) 0.34955(5) 0.0178(2) Uani 1 1 d . . . O6 O 0.0000 0.5960(11) 0.2500 0.028(3) Uani 0.145(6) 2 d SP . . H6O H 0.024(4) 0.526(12) 0.271(5) 0.02(2) Uiso 0.145(6) 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0223(4) 0.0187(4) 0.0278(4) -0.0018(3) 0.0045(4) -0.0033(3) O2 0.0294(5) 0.0357(5) 0.0228(4) -0.0095(4) 0.0049(4) 0.0033(4) O3 0.0225(5) 0.0204(4) 0.0449(6) 0.0055(4) 0.0173(4) 0.0036(3) O4 0.0214(4) 0.0240(4) 0.0183(4) 0.0006(3) 0.0007(3) -0.0021(3) O5 0.0218(4) 0.0203(4) 0.0215(4) 0.0054(3) 0.0052(3) 0.0005(3) N1 0.0160(5) 0.0203(5) 0.0226(5) 0.0030(4) 0.0049(4) -0.0015(4) N2 0.0167(5) 0.0205(5) 0.0212(5) -0.0030(4) 0.0071(4) 0.0007(4) N3 0.0178(5) 0.0191(5) 0.0188(5) 0.0028(4) 0.0031(4) -0.0010(4) N4 0.0171(5) 0.0168(5) 0.0200(5) -0.0032(4) 0.0054(4) -0.0021(4) C1 0.0152(5) 0.0159(5) 0.0242(6) 0.0019(4) 0.0042(4) 0.0028(4) C2 0.0177(5) 0.0208(6) 0.0243(6) 0.0063(5) 0.0059(5) 0.0006(4) C3 0.0222(6) 0.0226(6) 0.0185(5) 0.0039(4) 0.0022(4) -0.0035(5) C4 0.0304(7) 0.0277(7) 0.0248(6) 0.0009(5) 0.0051(5) -0.0005(5) C5 0.0496(9) 0.0300(7) 0.0256(7) -0.0023(6) 0.0058(6) -0.0018(6) C6 0.0488(9) 0.0348(8) 0.0248(7) 0.0000(6) -0.0028(6) -0.0149(7) C7 0.0278(7) 0.0422(8) 0.0223(6) 0.0092(6) -0.0029(5) -0.0111(6) C8 0.0235(6) 0.0321(7) 0.0208(6) 0.0071(5) 0.0025(5) -0.0028(5) C9 0.0158(5) 0.0186(5) 0.0203(5) -0.0011(4) 0.0043(4) -0.0019(4) C10 0.0194(6) 0.0184(5) 0.0223(6) -0.0032(4) 0.0068(4) -0.0026(4) C11 0.0198(6) 0.0198(6) 0.0286(6) -0.0022(5) 0.0098(5) 0.0024(5) C12 0.0216(6) 0.0205(6) 0.0296(6) 0.0022(5) 0.0113(5) 0.0031(5) C13 0.0230(6) 0.0266(7) 0.0470(8) 0.0045(6) 0.0179(6) 0.0010(5) C14 0.0161(5) 0.0187(5) 0.0180(5) -0.0011(4) 0.0029(4) -0.0007(4) C15 0.0188(5) 0.0169(5) 0.0173(5) -0.0027(4) 0.0060(4) 0.0008(4) C16 0.0231(4) 0.0250(5) 0.0235(4) 0.0051(3) 0.0054(3) -0.0023(3) C17 0.0231(4) 0.0250(5) 0.0235(4) 0.0051(3) 0.0054(3) -0.0023(3) C18 0.0305(7) 0.0246(7) 0.0412(8) 0.0031(6) 0.0028(6) -0.0039(5) C19 0.0154(5) 0.0192(5) 0.0195(5) -0.0005(4) 0.0035(4) -0.0020(4) C20 0.0164(5) 0.0180(5) 0.0239(6) -0.0045(4) 0.0088(4) -0.0016(4) C21 0.0247(6) 0.0242(6) 0.0235(6) -0.0034(5) 0.0086(5) -0.0015(5) C22 0.0267(6) 0.0317(7) 0.0277(6) -0.0101(5) 0.0096(5) -0.0028(5) C23 0.0280(7) 0.0236(6) 0.0412(8) -0.0133(6) 0.0164(6) -0.0034(5) C24 0.0303(7) 0.0188(6) 0.0415(8) -0.0012(5) 0.0178(6) 0.0018(5) C25 0.0251(6) 0.0220(6) 0.0275(6) -0.0014(5) 0.0105(5) 0.0021(5) C26 0.0182(5) 0.0184(5) 0.0164(5) 0.0006(4) 0.0042(4) 0.0001(4) O6 0.027(5) 0.021(5) 0.028(5) 0.000 -0.003(4) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.2258(14) . ? O2 C10 1.2235(14) . ? O3 C12 1.4103(15) . ? O3 C13 1.4210(15) . ? O4 C15 1.2210(14) . ? O5 C26 1.2283(14) . ? N1 C1 1.3612(16) . ? N1 C3 1.4356(15) . ? N1 C2 1.4530(15) . ? N2 C10 1.3548(15) . ? N2 C9 1.4510(15) . ? N2 C11 1.4609(15) . ? N3 C15 1.3626(15) . ? N3 C14 1.4489(14) . ? N3 C16 1.4707(15) . ? N4 C26 1.3500(15) 2 ? N4 C20 1.4433(15) . ? N4 C19 1.4565(14) . ? C1 C9 1.5309(16) . ? C2 C26 1.5350(16) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.3927(19) . ? C3 C8 1.3930(18) . ? C4 C5 1.3884(19) . ? C4 H4 0.9500 . ? C5 C6 1.387(2) . ? C5 H5 0.9500 . ? C6 C7 1.381(2) . ? C6 H6 0.9500 . ? C7 C8 1.3922(19) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C14 1.5325(16) . ? C11 C12 1.5171(17) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C19 1.5377(16) . ? C16 C17 1.4730(18) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.185(2) . ? C18 H18 0.9500 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C25 1.3846(17) . ? C20 C21 1.3885(17) . ? C21 C22 1.3909(18) . ? C21 H21 0.9500 . ? C22 C23 1.384(2) . ? C22 H22 0.9500 . ? C23 C24 1.386(2) . ? C23 H23 0.9500 . ? C24 C25 1.3909(18) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 N4 1.3499(15) 2 ? O6 H6O 0.91(11) . ? 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 C12 O3 C13 113.08(10) . . ? C1 N1 C3 124.85(10) . . ? C1 N1 C2 115.77(10) . . ? C3 N1 C2 118.25(10) . . ? C10 N2 C9 121.63(10) . . ? C10 N2 C11 119.25(10) . . ? C9 N2 C11 115.96(9) . . ? C15 N3 C14 122.71(10) . . ? C15 N3 C16 119.20(10) . . ? C14 N3 C16 115.86(9) . . ? C26 N4 C20 120.20(9) 2 . ? C26 N4 C19 118.70(10) 2 . ? C20 N4 C19 120.81(9) . . ? O1 C1 N1 121.59(11) . . ? O1 C1 C9 120.85(11) . . ? N1 C1 C9 117.36(10) . . ? N1 C2 C26 111.34(9) . . ? N1 C2 H2A 109.4 . . ? C26 C2 H2A 109.4 . . ? N1 C2 H2B 109.4 . . ? C26 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? C4 C3 C8 120.11(12) . . ? C4 C3 N1 119.90(11) . . ? C8 C3 N1 119.92(12) . . ? C5 C4 C3 119.71(13) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C6 C5 C4 120.09(15) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C7 C6 C5 120.19(13) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C8 120.26(14) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C7 C8 C3 119.44(13) . . ? C7 C8 H8 120.3 . . ? C3 C8 H8 120.3 . . ? N2 C9 C1 110.77(9) . . ? N2 C9 H9A 109.5 . . ? C1 C9 H9A 109.5 . . ? N2 C9 H9B 109.5 . . ? C1 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? O2 C10 N2 122.82(11) . . ? O2 C10 C14 121.16(11) . . ? N2 C10 C14 115.96(10) . . ? N2 C11 C12 110.55(10) . . ? N2 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? O3 C12 C11 106.83(10) . . ? O3 C12 H12A 110.4 . . ? C11 C12 H12A 110.4 . . ? O3 C12 H12B 110.4 . . ? C11 C12 H12B 110.4 . . ? H12A C12 H12B 108.6 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C10 111.28(9) . . ? N3 C14 H14A 109.4 . . ? C10 C14 H14A 109.4 . . ? N3 C14 H14B 109.4 . . ? C10 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? O4 C15 N3 123.15(11) . . ? O4 C15 C19 120.89(10) . . ? N3 C15 C19 115.94(9) . . ? N3 C16 C17 111.75(10) . . ? N3 C16 H16A 109.3 . . ? C17 C16 H16A 109.3 . . ? N3 C16 H16B 109.3 . . ? C17 C16 H16B 109.3 . . ? H16A C16 H16B 107.9 . . ? C18 C17 C16 178.67(15) . . ? C17 C18 H18 180.0 . . ? N4 C19 C15 111.06(9) . . ? N4 C19 H19A 109.4 . . ? C15 C19 H19A 109.4 . . ? N4 C19 H19B 109.4 . . ? C15 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C25 C20 C21 120.74(11) . . ? C25 C20 N4 119.04(10) . . ? C21 C20 N4 120.08(11) . . ? C20 C21 C22 119.25(12) . . ? C20 C21 H21 120.4 . . ? C22 C21 H21 120.4 . . ? C23 C22 C21 120.27(12) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C24 120.09(12) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C23 C24 C25 120.05(13) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C20 C25 C24 119.53(12) . . ? C20 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? O5 C26 N4 122.76(11) . 2 ? O5 C26 C2 121.93(10) . . ? N4 C26 C2 115.31(10) 2 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.367 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.042