# Electronic Supplementary Material (ESI) for CrystEngComm # 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_2011010m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H30 N6 O7' _chemical_formula_weight 622.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.2244(13) _cell_length_b 12.2312(17) _cell_length_c 14.169(2) _cell_angle_alpha 85.858(2) _cell_angle_beta 73.698(2) _cell_angle_gamma 75.367(2) _cell_volume 1484.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.393 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 0.100 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9851 _exptl_absorpt_correction_T_max 0.9901 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10384 _diffrn_reflns_av_R_equivalents 0.0539 _diffrn_reflns_av_sigmaI/netI 0.0689 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6341 _reflns_number_gt 5084 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0712P)^2^+0.2937P] 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 6341 _refine_ls_number_parameters 428 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0787 _refine_ls_R_factor_gt 0.0618 _refine_ls_wR_factor_ref 0.1530 _refine_ls_wR_factor_gt 0.1429 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 C1 C 0.0798(3) 0.1677(2) -0.42558(18) 0.0343(6) Uani 1 1 d . . . H1 H 0.0546 0.1941 -0.4851 0.041 Uiso 1 1 calc R . . C2 C 0.0942(3) 0.0556(2) -0.40265(18) 0.0347(6) Uani 1 1 d . . . H2 H 0.0788 0.0060 -0.4455 0.042 Uiso 1 1 calc R . . C3 C 0.1314(3) 0.0153(2) -0.31643(17) 0.0287(5) Uani 1 1 d . . . H3 H 0.1417 -0.0622 -0.2990 0.034 Uiso 1 1 calc R . . C4 C 0.1537(2) 0.09100(19) -0.25554(16) 0.0235(5) Uani 1 1 d . . . C5 C 0.1356(3) 0.2037(2) -0.28500(18) 0.0292(5) Uani 1 1 d . . . H5 H 0.1496 0.2558 -0.2438 0.035 Uiso 1 1 calc R . . C6 C 0.1872(2) 0.05852(18) -0.16294(17) 0.0224(5) Uani 1 1 d . . . C7 C 0.2104(2) 0.03836(18) -0.08478(16) 0.0211(5) Uani 1 1 d . . . C8 C 0.2386(2) 0.01374(17) 0.01046(15) 0.0177(4) Uani 1 1 d . . . C9 C 0.3099(2) 0.08055(17) 0.04978(15) 0.0164(4) Uani 1 1 d . . . C10 C 0.3359(2) 0.05455(16) 0.14299(15) 0.0157(4) Uani 1 1 d . . . C11 C 0.2943(2) -0.04111(17) 0.19383(15) 0.0179(4) Uani 1 1 d . . . C12 C 0.2239(2) -0.10745(17) 0.15314(16) 0.0199(4) Uani 1 1 d . . . H12 H 0.1959 -0.1718 0.1878 0.024 Uiso 1 1 calc R . . C13 C 0.1950(2) -0.08020(17) 0.06344(16) 0.0202(5) Uani 1 1 d . . . H13 H 0.1455 -0.1249 0.0369 0.024 Uiso 1 1 calc R . . C14 C 0.3286(2) -0.07684(17) 0.28717(16) 0.0202(5) Uani 1 1 d . . . C15 C 0.3584(3) -0.11332(18) 0.35991(17) 0.0242(5) Uani 1 1 d . . . C16 C 0.3965(3) -0.15910(18) 0.44922(16) 0.0225(5) Uani 1 1 d . . . C17 C 0.5200(3) -0.1369(2) 0.47661(17) 0.0268(5) Uani 1 1 d . . . H17 H 0.5816 -0.0905 0.4366 0.032 Uiso 1 1 calc R . . C18 C 0.5515(3) -0.1831(2) 0.56251(18) 0.0315(6) Uani 1 1 d . . . H18 H 0.6350 -0.1687 0.5825 0.038 Uiso 1 1 calc R . . C19 C 0.4617(3) -0.2498(2) 0.61843(17) 0.0309(6) Uani 1 1 d . . . H19 H 0.4848 -0.2809 0.6774 0.037 Uiso 1 1 calc R . . C20 C 0.3114(3) -0.2281(2) 0.51146(19) 0.0331(6) Uani 1 1 d . . . H20 H 0.2265 -0.2435 0.4938 0.040 Uiso 1 1 calc R . . C21 C 0.4123(2) 0.12551(16) 0.18799(15) 0.0167(4) Uani 1 1 d . . . H21A H 0.4207 0.0930 0.2529 0.020 Uiso 1 1 calc R . . H21B H 0.5194 0.1200 0.1456 0.020 Uiso 1 1 calc R . . C22 C 0.3601(2) 0.17982(16) -0.00944(15) 0.0164(4) Uani 1 1 d . . . H22A H 0.4745 0.1673 -0.0235 0.020 Uiso 1 1 calc R . . H22B H 0.3344 0.1836 -0.0731 0.020 Uiso 1 1 calc R . . C23 C 0.1891(2) 0.27823(17) 0.27091(15) 0.0175(4) Uani 1 1 d . . . C24 C 0.1735(2) 0.36943(17) 0.01487(15) 0.0179(4) Uani 1 1 d . . . C25 C 0.3400(2) 0.32081(16) 0.11822(14) 0.0156(4) Uani 1 1 d . . . C26 C 0.5035(2) 0.34186(17) 0.07104(15) 0.0185(4) Uani 1 1 d . . . C27 C 0.7554(2) 0.33007(19) 0.08789(17) 0.0240(5) Uani 1 1 d . . . H27A H 0.7498 0.4111 0.0950 0.029 Uiso 1 1 calc R . . H27B H 0.7978 0.3098 0.0174 0.029 Uiso 1 1 calc R . . C28 C 0.8567(3) 0.2585(2) 0.14674(18) 0.0319(6) Uani 1 1 d . . . H28A H 0.8149 0.2809 0.2160 0.048 Uiso 1 1 calc R . . H28B H 0.9627 0.2690 0.1220 0.048 Uiso 1 1 calc R . . H28C H 0.8585 0.1788 0.1406 0.048 Uiso 1 1 calc R . . C29 C 0.2068(2) 0.42874(17) 0.15816(15) 0.0178(4) Uani 1 1 d . . . C30 C 0.2467(2) 0.53409(17) 0.18579(15) 0.0195(4) Uani 1 1 d . . . C31 C 0.4092(3) 0.60520(19) 0.2548(2) 0.0322(6) Uani 1 1 d . . . H31A H 0.3205 0.6465 0.3072 0.039 Uiso 1 1 calc R . . H31B H 0.4326 0.6579 0.1994 0.039 Uiso 1 1 calc R . . C32 C 0.5480(4) 0.5620(2) 0.2931(2) 0.0509(8) Uani 1 1 d . . . H32A H 0.5248 0.5083 0.3467 0.076 Uiso 1 1 calc R . . H32B H 0.5741 0.6252 0.3178 0.076 Uiso 1 1 calc R . . H32C H 0.6363 0.5239 0.2401 0.076 Uiso 1 1 calc R . . C33 C 0.1987(4) 0.4917(3) 0.5243(2) 0.0624(9) Uani 1 1 d . . . H33A H 0.2195 0.5656 0.5287 0.094 Uiso 1 1 calc R . . H33B H 0.1496 0.4931 0.4711 0.094 Uiso 1 1 calc R . . H33C H 0.2968 0.4335 0.5107 0.094 Uiso 1 1 calc R . . N1 N 0.0995(2) 0.24217(18) -0.36813(15) 0.0354(5) Uani 1 1 d . . . N2 N 0.3417(3) -0.27381(19) 0.59432(16) 0.0385(5) Uani 1 1 d . . . N3 N 0.33105(19) 0.24507(13) 0.20119(12) 0.0153(4) Uani 1 1 d . . . N4 N 0.28580(19) 0.28623(13) 0.04136(12) 0.0157(4) Uani 1 1 d . . . N6 N 0.1327(2) 0.45581(15) 0.07983(13) 0.0198(4) Uani 1 1 d . . . H6A H 0.054(3) 0.513(2) 0.0810(17) 0.022(6) Uiso 1 1 d . . . N5 N 0.1162(2) 0.38338(15) 0.24664(13) 0.0195(4) Uani 1 1 d . . . H5A H 0.046(3) 0.425(2) 0.2868(18) 0.023 Uiso 1 1 d . . . O1 O 0.14118(17) 0.22168(13) 0.34154(11) 0.0245(4) Uani 1 1 d . . . O2 O 0.12105(17) 0.36487(12) -0.05480(11) 0.0224(3) Uani 1 1 d . . . O3 O 0.53382(18) 0.38271(14) -0.00950(12) 0.0296(4) Uani 1 1 d . . . O4 O 0.60018(16) 0.30774(12) 0.12669(10) 0.0201(3) Uani 1 1 d . . . O5 O 0.16706(18) 0.62705(12) 0.17964(12) 0.0260(4) Uani 1 1 d . . . O6 O 0.36939(18) 0.50892(12) 0.22163(12) 0.0267(4) Uani 1 1 d . . . O7 O 0.0987(3) 0.46743(18) 0.61350(16) 0.0606(7) Uani 1 1 d . . . H7A H 0.094(4) 0.381(3) 0.615(3) 0.091 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0280(12) 0.0513(16) 0.0189(12) 0.0025(11) -0.0085(10) 0.0003(12) C2 0.0314(13) 0.0455(16) 0.0290(14) -0.0090(12) -0.0132(11) -0.0042(12) C3 0.0277(12) 0.0323(13) 0.0275(13) -0.0001(10) -0.0121(10) -0.0046(10) C4 0.0205(10) 0.0310(12) 0.0175(11) 0.0002(9) -0.0049(9) -0.0043(9) C5 0.0283(12) 0.0301(13) 0.0254(13) -0.0005(10) -0.0055(10) -0.0025(10) C6 0.0188(10) 0.0213(11) 0.0271(12) -0.0027(9) -0.0062(9) -0.0040(9) C7 0.0185(10) 0.0192(11) 0.0260(12) -0.0042(9) -0.0060(9) -0.0039(8) C8 0.0165(10) 0.0178(10) 0.0178(11) -0.0024(8) -0.0056(8) -0.0006(8) C9 0.0131(9) 0.0164(10) 0.0168(10) -0.0001(8) -0.0022(8) -0.0006(8) C10 0.0139(9) 0.0145(9) 0.0170(10) 0.0006(8) -0.0044(8) -0.0007(8) C11 0.0163(10) 0.0181(10) 0.0171(11) 0.0008(8) -0.0034(8) -0.0022(8) C12 0.0194(10) 0.0156(10) 0.0248(12) 0.0033(9) -0.0050(9) -0.0063(8) C13 0.0186(10) 0.0182(10) 0.0257(12) -0.0033(9) -0.0082(9) -0.0044(8) C14 0.0200(10) 0.0140(10) 0.0262(12) 0.0015(9) -0.0031(9) -0.0073(8) C15 0.0249(11) 0.0192(11) 0.0298(13) -0.0028(10) -0.0066(10) -0.0079(9) C16 0.0306(12) 0.0178(10) 0.0183(11) 0.0000(9) -0.0095(9) -0.0014(9) C17 0.0257(12) 0.0292(12) 0.0262(12) 0.0010(10) -0.0065(10) -0.0088(10) C18 0.0278(12) 0.0415(14) 0.0275(13) -0.0025(11) -0.0126(10) -0.0061(11) C19 0.0389(14) 0.0372(14) 0.0177(12) 0.0064(10) -0.0130(11) -0.0071(11) C20 0.0400(14) 0.0346(13) 0.0337(14) 0.0078(11) -0.0197(12) -0.0163(11) C21 0.0170(10) 0.0158(10) 0.0186(11) 0.0025(8) -0.0077(8) -0.0040(8) C22 0.0189(10) 0.0159(10) 0.0134(10) -0.0002(8) -0.0042(8) -0.0026(8) C23 0.0182(10) 0.0206(10) 0.0160(10) -0.0003(9) -0.0080(8) -0.0047(8) C24 0.0185(10) 0.0161(10) 0.0181(11) 0.0046(8) -0.0036(9) -0.0055(8) C25 0.0186(10) 0.0146(10) 0.0142(10) 0.0035(8) -0.0060(8) -0.0045(8) C26 0.0232(11) 0.0153(10) 0.0169(11) 0.0024(8) -0.0054(9) -0.0053(8) C27 0.0207(11) 0.0271(12) 0.0260(12) 0.0021(10) -0.0012(9) -0.0157(9) C28 0.0235(11) 0.0474(15) 0.0308(13) 0.0081(11) -0.0083(10) -0.0210(11) C29 0.0178(10) 0.0180(10) 0.0173(11) 0.0015(8) -0.0063(8) -0.0024(8) C30 0.0216(10) 0.0195(11) 0.0150(11) 0.0029(8) -0.0022(8) -0.0048(9) C31 0.0465(15) 0.0218(12) 0.0371(14) -0.0055(10) -0.0219(12) -0.0106(11) C32 0.0602(19) 0.0401(16) 0.065(2) -0.0133(15) -0.0378(17) -0.0074(14) C33 0.070(2) 0.0474(19) 0.055(2) -0.0029(16) 0.0143(17) -0.0224(17) N1 0.0342(11) 0.0374(12) 0.0268(12) 0.0066(10) -0.0064(9) 0.0016(10) N2 0.0500(14) 0.0429(13) 0.0309(12) 0.0148(10) -0.0196(11) -0.0207(11) N3 0.0182(8) 0.0138(8) 0.0148(9) 0.0027(7) -0.0058(7) -0.0047(7) N4 0.0196(8) 0.0145(8) 0.0136(9) 0.0012(7) -0.0063(7) -0.0033(7) N6 0.0224(9) 0.0148(9) 0.0208(10) 0.0002(7) -0.0089(8) 0.0014(8) N5 0.0186(9) 0.0190(9) 0.0163(9) -0.0010(7) -0.0004(7) -0.0013(7) O1 0.0253(8) 0.0286(8) 0.0178(8) 0.0069(7) -0.0032(6) -0.0084(7) O2 0.0258(8) 0.0220(8) 0.0207(8) 0.0014(6) -0.0139(7) 0.0001(6) O3 0.0292(8) 0.0346(9) 0.0267(9) 0.0128(7) -0.0078(7) -0.0143(7) O4 0.0171(7) 0.0251(8) 0.0188(8) 0.0048(6) -0.0038(6) -0.0091(6) O5 0.0276(8) 0.0171(8) 0.0324(9) -0.0002(7) -0.0087(7) -0.0035(7) O6 0.0351(9) 0.0207(8) 0.0305(9) -0.0014(7) -0.0191(8) -0.0060(7) O7 0.0740(15) 0.0352(11) 0.0464(13) -0.0059(10) 0.0227(11) -0.0087(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.341(3) . ? C1 C2 1.367(4) . ? C1 H1 0.9500 . ? C2 C3 1.385(3) . ? C2 H2 0.9500 . ? C3 C4 1.399(3) . ? C3 H3 0.9500 . ? C4 C5 1.394(3) . ? C4 C6 1.437(3) . ? C5 N1 1.334(3) . ? C5 H5 0.9500 . ? C6 C7 1.183(3) . ? C7 C8 1.441(3) . ? C8 C9 1.398(3) . ? C8 C13 1.409(3) . ? C9 C10 1.408(3) . ? C9 C22 1.521(3) . ? C10 C11 1.409(3) . ? C10 C21 1.516(3) . ? C11 C12 1.399(3) . ? C11 C14 1.457(3) . ? C12 C13 1.372(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C15 1.169(3) . ? C15 C16 1.445(3) . ? C16 C17 1.393(3) . ? C16 C20 1.395(3) . ? C17 C18 1.379(3) . ? C17 H17 0.9500 . ? C18 C19 1.363(3) . ? C18 H18 0.9500 . ? C19 N2 1.348(3) . ? C19 H19 0.9500 . ? C20 N2 1.334(3) . ? C20 H20 0.9500 . ? C21 N3 1.464(2) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 N4 1.446(2) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 O1 1.217(2) . ? C23 N5 1.361(3) . ? C23 N3 1.385(3) . ? C24 O2 1.225(2) . ? C24 N6 1.360(3) . ? C24 N4 1.371(2) . ? C25 N3 1.440(2) . ? C25 N4 1.447(3) . ? C25 C26 1.547(3) . ? C25 C29 1.572(3) . ? C26 O3 1.200(2) . ? C26 O4 1.323(2) . ? C27 O4 1.470(2) . ? C27 C28 1.501(3) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 N6 1.437(3) . ? C29 N5 1.457(3) . ? C29 C30 1.531(3) . ? C30 O5 1.200(2) . ? C30 O6 1.325(2) . ? C31 O6 1.462(3) . ? C31 C32 1.490(3) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 O7 1.402(4) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? N6 H6A 0.87(2) . ? N5 H5A 0.82(3) . ? O7 H7A 1.06(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 123.2(2) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C1 C2 C3 119.4(2) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C2 C3 C4 118.6(2) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C5 C4 C3 117.8(2) . . ? C5 C4 C6 119.2(2) . . ? C3 C4 C6 122.9(2) . . ? N1 C5 C4 123.4(2) . . ? N1 C5 H5 118.3 . . ? C4 C5 H5 118.3 . . ? C7 C6 C4 176.0(2) . . ? C6 C7 C8 180.0(3) . . ? C9 C8 C13 120.00(19) . . ? C9 C8 C7 120.99(18) . . ? C13 C8 C7 119.00(18) . . ? C8 C9 C10 119.76(18) . . ? C8 C9 C22 119.42(18) . . ? C10 C9 C22 120.81(17) . . ? C9 C10 C11 119.27(18) . . ? C9 C10 C21 121.14(17) . . ? C11 C10 C21 119.57(17) . . ? C12 C11 C10 120.19(19) . . ? C12 C11 C14 118.06(18) . . ? C10 C11 C14 121.70(18) . . ? C13 C12 C11 120.38(19) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C8 120.35(19) . . ? C12 C13 H13 119.8 . . ? C8 C13 H13 119.8 . . ? C15 C14 C11 175.2(2) . . ? C14 C15 C16 179.4(3) . . ? C17 C16 C20 117.2(2) . . ? C17 C16 C15 121.6(2) . . ? C20 C16 C15 121.2(2) . . ? C18 C17 C16 119.2(2) . . ? C18 C17 H17 120.4 . . ? C16 C17 H17 120.4 . . ? C19 C18 C17 119.3(2) . . ? C19 C18 H18 120.4 . . ? C17 C18 H18 120.4 . . ? N2 C19 C18 123.4(2) . . ? N2 C19 H19 118.3 . . ? C18 C19 H19 118.3 . . ? N2 C20 C16 124.0(2) . . ? N2 C20 H20 118.0 . . ? C16 C20 H20 118.0 . . ? N3 C21 C10 114.98(15) . . ? N3 C21 H21A 108.5 . . ? C10 C21 H21A 108.5 . . ? N3 C21 H21B 108.5 . . ? C10 C21 H21B 108.5 . . ? H21A C21 H21B 107.5 . . ? N4 C22 C9 112.46(16) . . ? N4 C22 H22A 109.1 . . ? C9 C22 H22A 109.1 . . ? N4 C22 H22B 109.1 . . ? C9 C22 H22B 109.1 . . ? H22A C22 H22B 107.8 . . ? O1 C23 N5 127.1(2) . . ? O1 C23 N3 124.72(18) . . ? N5 C23 N3 108.23(17) . . ? O2 C24 N6 127.27(19) . . ? O2 C24 N4 125.36(19) . . ? N6 C24 N4 107.37(17) . . ? N3 C25 N4 113.30(16) . . ? N3 C25 C26 114.60(16) . . ? N4 C25 C26 108.10(16) . . ? N3 C25 C29 103.82(15) . . ? N4 C25 C29 100.65(15) . . ? C26 C25 C29 115.63(16) . . ? O3 C26 O4 126.2(2) . . ? O3 C26 C25 120.47(18) . . ? O4 C26 C25 113.33(16) . . ? O4 C27 C28 106.60(17) . . ? O4 C27 H27A 110.4 . . ? C28 C27 H27A 110.4 . . ? O4 C27 H27B 110.4 . . ? C28 C27 H27B 110.4 . . ? H27A C27 H27B 108.6 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N6 C29 N5 114.99(17) . . ? N6 C29 C30 109.51(16) . . ? N5 C29 C30 108.75(17) . . ? N6 C29 C25 102.78(16) . . ? N5 C29 C25 100.79(15) . . ? C30 C29 C25 120.07(16) . . ? O5 C30 O6 125.9(2) . . ? O5 C30 C29 121.53(19) . . ? O6 C30 C29 112.44(17) . . ? O6 C31 C32 108.37(19) . . ? O6 C31 H31A 110.0 . . ? C32 C31 H31A 110.0 . . ? O6 C31 H31B 110.0 . . ? C32 C31 H31B 110.0 . . ? H31A C31 H31B 108.4 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O7 C33 H33A 109.5 . . ? O7 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? O7 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C5 N1 C1 117.7(2) . . ? C20 N2 C19 116.9(2) . . ? C23 N3 C25 110.70(16) . . ? C23 N3 C21 120.61(16) . . ? C25 N3 C21 120.44(16) . . ? C24 N4 C22 124.70(17) . . ? C24 N4 C25 113.13(16) . . ? C22 N4 C25 121.68(16) . . ? C24 N6 C29 112.58(16) . . ? C24 N6 H6A 122.2(15) . . ? C29 N6 H6A 123.6(15) . . ? C23 N5 C29 113.34(17) . . ? C23 N5 H5A 122.2(17) . . ? C29 N5 H5A 121.1(17) . . ? C26 O4 C27 115.96(16) . . ? C30 O6 C31 115.47(16) . . ? C33 O7 H7A 110(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 -0.3(4) . . . . ? C1 C2 C3 C4 -0.2(3) . . . . ? C2 C3 C4 C5 0.6(3) . . . . ? C2 C3 C4 C6 177.8(2) . . . . ? C3 C4 C5 N1 -0.5(3) . . . . ? C6 C4 C5 N1 -177.8(2) . . . . ? C5 C4 C6 C7 27(3) . . . . ? C3 C4 C6 C7 -150(3) . . . . ? C4 C6 C7 C8 123(100) . . . . ? C6 C7 C8 C9 -176(100) . . . . ? C6 C7 C8 C13 5(100) . . . . ? C13 C8 C9 C10 -0.9(3) . . . . ? C7 C8 C9 C10 179.97(18) . . . . ? C13 C8 C9 C22 178.37(18) . . . . ? C7 C8 C9 C22 -0.7(3) . . . . ? C8 C9 C10 C11 2.2(3) . . . . ? C22 C9 C10 C11 -177.09(18) . . . . ? C8 C9 C10 C21 -179.77(18) . . . . ? C22 C9 C10 C21 0.9(3) . . . . ? C9 C10 C11 C12 -1.8(3) . . . . ? C21 C10 C11 C12 -179.89(18) . . . . ? C9 C10 C11 C14 175.50(18) . . . . ? C21 C10 C11 C14 -2.6(3) . . . . ? C10 C11 C12 C13 0.1(3) . . . . ? C14 C11 C12 C13 -177.27(18) . . . . ? C11 C12 C13 C8 1.1(3) . . . . ? C9 C8 C13 C12 -0.8(3) . . . . ? C7 C8 C13 C12 178.36(19) . . . . ? C12 C11 C14 C15 35(3) . . . . ? C10 C11 C14 C15 -142(3) . . . . ? C11 C14 C15 C16 49(28) . . . . ? C14 C15 C16 C17 69(26) . . . . ? C14 C15 C16 C20 -111(26) . . . . ? C20 C16 C17 C18 -0.1(3) . . . . ? C15 C16 C17 C18 -179.8(2) . . . . ? C16 C17 C18 C19 0.2(3) . . . . ? C17 C18 C19 N2 0.1(4) . . . . ? C17 C16 C20 N2 -0.4(4) . . . . ? C15 C16 C20 N2 179.3(2) . . . . ? C9 C10 C21 N3 58.8(3) . . . . ? C11 C10 C21 N3 -123.21(19) . . . . ? C8 C9 C22 N4 120.7(2) . . . . ? C10 C9 C22 N4 -60.0(2) . . . . ? N3 C25 C26 O3 163.96(19) . . . . ? N4 C25 C26 O3 36.6(3) . . . . ? C29 C25 C26 O3 -75.3(2) . . . . ? N3 C25 C26 O4 -14.2(2) . . . . ? N4 C25 C26 O4 -141.61(17) . . . . ? C29 C25 C26 O4 106.52(19) . . . . ? N3 C25 C29 N6 -135.17(16) . . . . ? N4 C25 C29 N6 -17.74(18) . . . . ? C26 C25 C29 N6 98.42(19) . . . . ? N3 C25 C29 N5 -16.21(18) . . . . ? N4 C25 C29 N5 101.22(16) . . . . ? C26 C25 C29 N5 -142.62(17) . . . . ? N3 C25 C29 C30 103.02(19) . . . . ? N4 C25 C29 C30 -139.54(18) . . . . ? C26 C25 C29 C30 -23.4(3) . . . . ? N6 C29 C30 O5 32.3(3) . . . . ? N5 C29 C30 O5 -94.1(2) . . . . ? C25 C29 C30 O5 150.7(2) . . . . ? N6 C29 C30 O6 -151.64(17) . . . . ? N5 C29 C30 O6 82.0(2) . . . . ? C25 C29 C30 O6 -33.2(3) . . . . ? C4 C5 N1 C1 0.1(3) . . . . ? C2 C1 N1 C5 0.3(4) . . . . ? C16 C20 N2 C19 0.7(4) . . . . ? C18 C19 N2 C20 -0.5(4) . . . . ? O1 C23 N3 C25 169.20(19) . . . . ? N5 C23 N3 C25 -11.3(2) . . . . ? O1 C23 N3 C21 20.7(3) . . . . ? N5 C23 N3 C21 -159.86(16) . . . . ? N4 C25 N3 C23 -90.8(2) . . . . ? C26 C25 N3 C23 144.49(17) . . . . ? C29 C25 N3 C23 17.4(2) . . . . ? N4 C25 N3 C21 57.8(2) . . . . ? C26 C25 N3 C21 -66.9(2) . . . . ? C29 C25 N3 C21 166.03(16) . . . . ? C10 C21 N3 C23 69.8(2) . . . . ? C10 C21 N3 C25 -75.7(2) . . . . ? O2 C24 N4 C22 0.1(3) . . . . ? N6 C24 N4 C22 -179.95(17) . . . . ? O2 C24 N4 C25 172.10(19) . . . . ? N6 C24 N4 C25 -8.0(2) . . . . ? C9 C22 N4 C24 -109.1(2) . . . . ? C9 C22 N4 C25 79.6(2) . . . . ? N3 C25 N4 C24 126.50(18) . . . . ? C26 C25 N4 C24 -105.36(18) . . . . ? C29 C25 N4 C24 16.3(2) . . . . ? N3 C25 N4 C22 -61.3(2) . . . . ? C26 C25 N4 C22 66.9(2) . . . . ? C29 C25 N4 C22 -171.47(16) . . . . ? O2 C24 N6 C29 174.5(2) . . . . ? N4 C24 N6 C29 -5.5(2) . . . . ? N5 C29 N6 C24 -93.5(2) . . . . ? C30 C29 N6 C24 143.75(18) . . . . ? C25 C29 N6 C24 15.0(2) . . . . ? O1 C23 N5 C29 178.86(19) . . . . ? N3 C23 N5 C29 -0.6(2) . . . . ? N6 C29 N5 C23 120.45(19) . . . . ? C30 C29 N5 C23 -116.37(19) . . . . ? C25 C29 N5 C23 10.7(2) . . . . ? O3 C26 O4 C27 4.6(3) . . . . ? C25 C26 O4 C27 -177.34(17) . . . . ? C28 C27 O4 C26 -164.96(18) . . . . ? O5 C30 O6 C31 -0.9(3) . . . . ? C29 C30 O6 C31 -176.71(18) . . . . ? C32 C31 O6 C30 179.6(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O7 H7A N1 1.06(4) 1.69(4) 2.747(3) 171(3) 1_556 C1 H1 O1 0.95 2.39 3.236(3) 148.5 1_554 C12 H12 O5 0.95 2.56 3.396(3) 147.7 1_545 C18 H18 O1 0.95 2.51 3.391(3) 153.9 2_656 _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.387 _refine_diff_density_min -0.242 _refine_diff_density_rms 0.058 _database_code_depnum_ccdc_archive 'CCDC 951239' ####################################################################### # # 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_1b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H32 N6 O7' _chemical_formula_weight 636.66 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.240(4) _cell_length_b 12.251(5) _cell_length_c 14.291(6) _cell_angle_alpha 85.662(7) _cell_angle_beta 74.595(6) _cell_angle_gamma 75.064(6) _cell_volume 1506.9(11) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.403 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 668 _exptl_absorpt_coefficient_mu 0.100 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9841 _exptl_absorpt_correction_T_max 0.9900 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5277 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0558 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 19.02 _reflns_number_total 2355 _reflns_number_gt 1809 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1335P)^2^+3.6910P] 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 2355 _refine_ls_number_parameters 438 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0686 _refine_ls_wR_factor_ref 0.2248 _refine_ls_wR_factor_gt 0.2084 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.084 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.9175(9) 0.3313(10) 0.9251(6) 0.047(3) Uani 1 1 d . . . H1 H 0.9430 0.3056 0.9845 0.056 Uiso 1 1 calc R . . C2 C 0.9005(9) 0.4441(9) 0.9020(7) 0.047(2) Uani 1 1 d . . . H2 H 0.9147 0.4941 0.9445 0.056 Uiso 1 1 calc R . . C3 C 0.8632(9) 0.4834(8) 0.8174(7) 0.045(2) Uani 1 1 d . . . H3 H 0.8498 0.5613 0.8007 0.054 Uiso 1 1 calc R . . C4 C 0.8449(8) 0.4066(7) 0.7549(6) 0.034(2) Uani 1 1 d . . . C5 C 0.8649(9) 0.2932(8) 0.7854(7) 0.049(2) Uani 1 1 d . . . H5 H 0.8526 0.2406 0.7444 0.058 Uiso 1 1 calc R . . C6 C 0.8129(8) 0.4356(7) 0.6649(7) 0.031(2) Uani 1 1 d . . . C7 C 0.7908(8) 0.4570(6) 0.5861(7) 0.032(2) Uani 1 1 d . . . C8 C 0.7613(8) 0.4832(6) 0.4902(5) 0.026(2) Uani 1 1 d . . . C9 C 0.6884(8) 0.4188(6) 0.4514(5) 0.0235(19) Uani 1 1 d . . . C10 C 0.6634(8) 0.4453(6) 0.3582(5) 0.0239(19) Uani 1 1 d . . . C11 C 0.7071(8) 0.5403(6) 0.3082(5) 0.027(2) Uani 1 1 d . . . C12 C 0.7804(8) 0.6025(6) 0.3486(5) 0.026(2) Uani 1 1 d . . . H12 H 0.8125 0.6648 0.3135 0.031 Uiso 1 1 calc R . . C13 C 0.8078(8) 0.5759(6) 0.4388(6) 0.028(2) Uani 1 1 d . . . H13 H 0.8576 0.6198 0.4658 0.033 Uiso 1 1 calc R . . C14 C 0.6729(8) 0.5780(6) 0.2160(7) 0.026(2) Uani 1 1 d . . . C15 C 0.6448(9) 0.6151(6) 0.1430(7) 0.032(2) Uani 1 1 d . . . C16 C 0.6047(10) 0.6588(7) 0.0535(6) 0.036(2) Uani 1 1 d . . . C17 C 0.4858(9) 0.6361(6) 0.0247(6) 0.035(2) Uani 1 1 d . . . H17 H 0.4248 0.5901 0.0643 0.042 Uiso 1 1 calc R . . C18 C 0.4543(10) 0.6788(7) -0.0601(6) 0.042(2) Uani 1 1 d . . . H18 H 0.3720 0.6628 -0.0802 0.051 Uiso 1 1 calc R . . C19 C 0.5425(11) 0.7451(7) -0.1159(6) 0.045(2) Uani 1 1 d . . . H19 H 0.5205 0.7728 -0.1758 0.054 Uiso 1 1 calc R . . C20 C 0.6883(10) 0.7299(7) -0.0068(7) 0.049(2) Uani 1 1 d . . . H20 H 0.7698 0.7485 0.0126 0.059 Uiso 1 1 calc R . . C21 C 0.5869(8) 0.3761(6) 0.3130(5) 0.027(2) Uani 1 1 d . . . H21A H 0.4800 0.3833 0.3537 0.032 Uiso 1 1 calc R . . H21B H 0.5793 0.4092 0.2486 0.032 Uiso 1 1 calc R . . C22 C 0.6360(8) 0.3200(6) 0.5096(5) 0.028(2) Uani 1 1 d . . . H22A H 0.6609 0.3154 0.5732 0.034 Uiso 1 1 calc R . . H22B H 0.5222 0.3338 0.5217 0.034 Uiso 1 1 calc R . . C23 C 0.8038(9) 0.2216(7) 0.2320(6) 0.027(2) Uani 1 1 d . . . C24 C 0.8245(9) 0.1317(7) 0.4842(6) 0.0242(19) Uani 1 1 d . . . C25 C 0.6544(8) 0.1805(6) 0.3827(5) 0.0255(19) Uani 1 1 d . . . C26 C 0.4935(9) 0.1594(6) 0.4270(7) 0.028(2) Uani 1 1 d . . . C27 C 0.2400(8) 0.1757(6) 0.4093(6) 0.034(2) Uani 1 1 d . . . H27A H 0.1988 0.1964 0.4787 0.040 Uiso 1 1 calc R . . H27B H 0.2448 0.0948 0.4031 0.040 Uiso 1 1 calc R . . C28 C 0.1375(9) 0.2470(7) 0.3506(6) 0.044(2) Uani 1 1 d . . . H28A H 0.1442 0.3255 0.3503 0.067 Uiso 1 1 calc R . . H28B H 0.0301 0.2429 0.3793 0.067 Uiso 1 1 calc R . . H28C H 0.1711 0.2190 0.2839 0.067 Uiso 1 1 calc R . . C29 C 0.7887(8) 0.0713(6) 0.3439(5) 0.024(2) Uani 1 1 d . . . C30 C 0.7519(10) -0.0359(8) 0.3193(5) 0.028(2) Uani 1 1 d . . . C31 C 0.5810(10) -0.1161(7) 0.2643(6) 0.046(2) Uani 1 1 d . . . H31A H 0.6614 -0.1523 0.2070 0.055 Uiso 1 1 calc R . . H31B H 0.5767 -0.1715 0.3185 0.055 Uiso 1 1 calc R . . C32 C 0.4291(10) -0.0796(8) 0.2414(7) 0.059(3) Uani 1 1 d . . . H32A H 0.3489 -0.0504 0.3001 0.088 Uiso 1 1 calc R . . H32B H 0.4055 -0.1440 0.2172 0.088 Uiso 1 1 calc R . . H32C H 0.4320 -0.0200 0.1916 0.088 Uiso 1 1 calc R . . C33 C 0.7848(14) 0.0157(11) 1.0436(6) 0.072(4) Uani 0.846(7) 1 d PD A 1 H33A H 0.8647 -0.0539 1.0467 0.108 Uiso 0.846(7) 1 calc PR A 1 H33B H 0.6907 0.0142 1.0948 0.108 Uiso 0.846(7) 1 calc PR A 1 H33C H 0.8224 0.0810 1.0528 0.108 Uiso 0.846(7) 1 calc PR A 1 C34 C 0.7493(12) 0.0246(10) 0.9470(6) 0.065(4) Uani 0.846(7) 1 d PD A 1 H34A H 0.7139 -0.0425 0.9376 0.078 Uiso 0.846(7) 1 calc PR A 1 H34B H 0.6635 0.0922 0.9461 0.078 Uiso 0.846(7) 1 calc PR A 1 O7 O 0.8800(8) 0.0325(6) 0.8679(4) 0.056(2) Uani 0.846(7) 1 d PD A 1 H7 H 0.9084 0.0908 0.8742 0.084 Uiso 0.846(7) 1 calc PR A 1 C33' C 1.007(7) 0.017(5) 0.916(4) 0.072(4) Uani 0.154(7) 1 d PD A 2 H33D H 1.0871 -0.0047 0.8559 0.108 Uiso 0.154(7) 1 calc PR A 2 H33E H 1.0547 0.0050 0.9711 0.108 Uiso 0.154(7) 1 calc PR A 2 H33F H 0.9537 0.0969 0.9129 0.108 Uiso 0.154(7) 1 calc PR A 2 C34' C 0.891(7) -0.054(5) 0.931(3) 0.065(4) Uani 0.154(7) 1 d PD A 2 H34C H 0.9433 -0.1343 0.9398 0.078 Uiso 0.154(7) 1 calc PR A 2 H34D H 0.8075 -0.0297 0.9903 0.078 Uiso 0.154(7) 1 calc PR A 2 O7' O 0.825(4) -0.044(3) 0.849(2) 0.056(2) Uani 0.154(7) 1 d PD A 2 H7' H 0.7599 -0.0836 0.8587 0.084 Uiso 0.154(7) 1 calc PR A 2 N1 N 0.9002(8) 0.2549(6) 0.8685(6) 0.051(2) Uani 1 1 d . . . N2 N 0.6567(9) 0.7733(6) -0.0919(5) 0.051(2) Uani 1 1 d . . . N3 N 0.6629(7) 0.2569(5) 0.3004(4) 0.0260(16) Uani 1 1 d . . . N4 N 0.7097(7) 0.2136(5) 0.4597(4) 0.0256(16) Uani 1 1 d . . . N5 N 0.8738(7) 0.1157(6) 0.2554(4) 0.0300(17) Uani 1 1 d . . . H5A H 0.9633 0.0772 0.2200 0.036 Uiso 1 1 calc R . . N6 N 0.8661(7) 0.0468(5) 0.4204(5) 0.0323(17) Uani 1 1 d . . . H6A H 0.9339 -0.0172 0.4252 0.039 Uiso 1 1 calc R . . O1 O 0.8503(6) 0.2790(4) 0.1616(4) 0.0369(14) Uani 1 1 d . . . O2 O 0.8820(6) 0.1367(4) 0.5513(4) 0.0318(14) Uani 1 1 d . . . O3 O 0.4608(6) 0.1172(4) 0.5065(4) 0.0378(15) Uani 1 1 d . . . O4 O 0.3951(6) 0.1962(4) 0.3719(3) 0.0295(13) Uani 1 1 d . . . O5 O 0.8359(6) -0.1271(5) 0.3220(4) 0.0374(14) Uani 1 1 d . . . O6 O 0.6186(6) -0.0142(4) 0.2920(4) 0.0391(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.027(5) 0.084(9) 0.024(5) -0.006(6) -0.009(4) 0.000(5) C2 0.040(6) 0.052(7) 0.044(7) -0.003(5) -0.011(5) -0.004(5) C3 0.039(5) 0.052(6) 0.041(6) -0.001(6) -0.012(5) -0.005(5) C4 0.015(4) 0.036(6) 0.043(6) -0.006(5) -0.002(4) 0.003(4) C5 0.039(6) 0.068(8) 0.032(6) 0.004(5) -0.001(5) -0.013(5) C6 0.023(5) 0.052(6) 0.014(6) -0.006(4) -0.004(4) -0.001(4) C7 0.011(5) 0.024(5) 0.055(8) -0.019(5) 0.009(5) -0.006(4) C8 0.021(4) 0.038(6) 0.015(5) 0.001(4) -0.005(4) 0.001(4) C9 0.009(4) 0.023(5) 0.033(5) -0.005(4) 0.001(4) 0.002(4) C10 0.020(4) 0.028(5) 0.022(5) 0.010(4) -0.006(4) -0.005(4) C11 0.019(4) 0.035(5) 0.027(5) -0.006(5) 0.000(4) -0.009(4) C12 0.021(4) 0.024(5) 0.024(5) 0.010(4) 0.001(4) 0.000(4) C13 0.016(4) 0.023(5) 0.037(6) -0.005(4) 0.001(4) 0.001(4) C14 0.022(5) 0.026(5) 0.030(6) 0.002(4) -0.009(4) -0.004(4) C15 0.023(5) 0.029(5) 0.038(7) 0.000(5) 0.002(5) -0.007(4) C16 0.038(6) 0.038(5) 0.031(6) 0.000(5) -0.005(5) -0.009(5) C17 0.035(6) 0.034(5) 0.030(6) 0.000(4) -0.003(4) -0.004(4) C18 0.034(5) 0.057(6) 0.030(6) 0.006(5) 0.000(5) -0.013(5) C19 0.033(6) 0.062(6) 0.036(6) 0.002(5) -0.012(5) -0.004(5) C20 0.053(6) 0.065(6) 0.038(6) 0.008(5) -0.016(5) -0.026(5) C21 0.020(4) 0.030(5) 0.027(5) 0.008(4) -0.002(4) -0.008(4) C22 0.020(4) 0.028(5) 0.033(5) 0.002(4) -0.008(4) -0.001(4) C23 0.016(5) 0.040(6) 0.020(5) 0.000(5) 0.004(5) -0.004(5) C24 0.026(5) 0.027(5) 0.016(5) -0.001(5) 0.000(4) -0.005(4) C25 0.024(5) 0.030(5) 0.020(5) 0.004(4) -0.002(4) -0.008(4) C26 0.027(6) 0.018(5) 0.032(6) 0.006(4) -0.008(5) 0.001(4) C27 0.030(5) 0.032(5) 0.039(5) 0.009(4) -0.005(4) -0.015(4) C28 0.036(5) 0.058(6) 0.045(5) 0.005(5) -0.003(5) -0.029(5) C29 0.016(4) 0.029(5) 0.023(5) -0.002(4) -0.002(4) -0.002(4) C30 0.018(5) 0.044(7) 0.022(5) 0.005(4) -0.007(4) -0.006(5) C31 0.050(6) 0.051(6) 0.043(5) -0.013(5) -0.014(5) -0.020(5) C32 0.053(7) 0.057(6) 0.074(7) -0.012(5) -0.023(5) -0.017(5) C33 0.079(9) 0.100(10) 0.040(7) 0.001(6) -0.014(6) -0.029(7) C34 0.082(10) 0.076(9) 0.045(8) 0.025(6) -0.019(8) -0.038(7) O7 0.060(5) 0.061(5) 0.031(4) -0.007(4) 0.017(4) -0.013(4) C33' 0.079(9) 0.100(10) 0.040(7) 0.001(6) -0.014(6) -0.029(7) C34' 0.082(10) 0.076(9) 0.045(8) 0.025(6) -0.019(8) -0.038(7) O7' 0.060(5) 0.061(5) 0.031(4) -0.007(4) 0.017(4) -0.013(4) N1 0.037(5) 0.056(5) 0.047(5) 0.004(5) -0.006(4) 0.007(4) N2 0.045(5) 0.071(5) 0.036(5) 0.022(4) -0.007(4) -0.024(4) N3 0.025(4) 0.028(4) 0.022(4) 0.005(3) 0.000(4) -0.008(3) N4 0.021(4) 0.022(4) 0.030(4) -0.001(3) -0.008(3) 0.003(3) N5 0.016(4) 0.034(5) 0.029(4) 0.003(3) 0.006(3) 0.001(4) N6 0.036(4) 0.024(4) 0.033(4) -0.001(4) -0.010(4) 0.000(3) O1 0.034(3) 0.043(3) 0.030(4) 0.010(3) -0.006(3) -0.009(3) O2 0.033(3) 0.032(3) 0.026(3) -0.002(3) -0.006(3) -0.001(3) O3 0.030(3) 0.039(3) 0.038(4) 0.007(3) -0.003(3) -0.006(3) O4 0.018(3) 0.034(3) 0.033(3) 0.005(3) 0.000(3) -0.008(2) O5 0.035(3) 0.026(3) 0.045(4) 0.000(3) -0.007(3) -0.001(3) O6 0.047(4) 0.034(3) 0.040(3) -0.004(3) -0.014(3) -0.012(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.347(11) . ? C1 C2 1.375(12) . ? C1 H1 0.9500 . ? C2 C3 1.363(11) . ? C2 H2 0.9500 . ? C3 C4 1.416(11) . ? C3 H3 0.9500 . ? C4 C6 1.394(13) . ? C4 C5 1.404(12) . ? C5 N1 1.333(11) . ? C5 H5 0.9500 . ? C6 C7 1.196(12) . ? C7 C8 1.465(13) . ? C8 C9 1.386(10) . ? C8 C13 1.405(10) . ? C9 C10 1.411(10) . ? C9 C22 1.525(10) . ? C10 C11 1.410(10) . ? C10 C21 1.507(10) . ? C11 C12 1.383(10) . ? C11 C14 1.451(12) . ? C12 C13 1.377(10) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C15 1.172(12) . ? C15 C16 1.451(13) . ? C16 C17 1.368(11) . ? C16 C20 1.406(11) . ? C17 C18 1.356(10) . ? C17 H17 0.9500 . ? C18 C19 1.363(12) . ? C18 H18 0.9500 . ? C19 N2 1.323(10) . ? C19 H19 0.9500 . ? C20 N2 1.363(10) . ? C20 H20 0.9500 . ? C21 N3 1.450(9) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 N4 1.448(9) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 O1 1.229(9) . ? C23 N5 1.352(10) . ? C23 N3 1.391(9) . ? C24 O2 1.226(9) . ? C24 N6 1.346(9) . ? C24 N4 1.360(9) . ? C25 N3 1.445(9) . ? C25 N4 1.452(9) . ? C25 C26 1.534(11) . ? C25 C29 1.590(10) . ? C26 O3 1.208(8) . ? C26 O4 1.328(9) . ? C27 O4 1.470(9) . ? C27 C28 1.499(10) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 N6 1.432(9) . ? C29 N5 1.450(9) . ? C29 C30 1.525(11) . ? C30 O5 1.189(9) . ? C30 O6 1.346(9) . ? C31 C32 1.475(11) . ? C31 O6 1.486(9) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.492(9) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 O7 1.437(8) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? O7 H7 0.8400 . ? C33' C34' 1.510(11) . ? C33' H33D 0.9800 . ? C33' H33E 0.9800 . ? C33' H33F 0.9800 . ? C34' O7' 1.448(11) . ? C34' H34C 0.9900 . ? C34' H34D 0.9900 . ? O7' H7' 0.8400 . ? N5 H5A 0.8800 . ? N6 H6A 0.8800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 123.9(8) . . ? N1 C1 H1 118.0 . . ? C2 C1 H1 118.0 . . ? C3 C2 C1 119.3(8) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C2 C3 C4 119.0(8) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C6 C4 C5 118.6(8) . . ? C6 C4 C3 124.4(8) . . ? C5 C4 C3 116.9(8) . . ? N1 C5 C4 124.0(9) . . ? N1 C5 H5 118.0 . . ? C4 C5 H5 118.0 . . ? C7 C6 C4 177.2(8) . . ? C6 C7 C8 179.1(8) . . ? C9 C8 C13 120.9(7) . . ? C9 C8 C7 121.0(7) . . ? C13 C8 C7 118.1(7) . . ? C8 C9 C10 119.6(7) . . ? C8 C9 C22 119.8(7) . . ? C10 C9 C22 120.6(7) . . ? C11 C10 C9 119.1(7) . . ? C11 C10 C21 119.8(6) . . ? C9 C10 C21 121.1(6) . . ? C12 C11 C10 119.9(7) . . ? C12 C11 C14 118.1(7) . . ? C10 C11 C14 122.0(7) . . ? C13 C12 C11 121.4(7) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C12 C13 C8 119.1(7) . . ? C12 C13 H13 120.4 . . ? C8 C13 H13 120.4 . . ? C15 C14 C11 175.9(8) . . ? C14 C15 C16 177.6(8) . . ? C17 C16 C20 117.2(7) . . ? C17 C16 C15 123.1(7) . . ? C20 C16 C15 119.6(8) . . ? C18 C17 C16 120.5(8) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C17 C18 C19 119.0(8) . . ? C17 C18 H18 120.5 . . ? C19 C18 H18 120.5 . . ? N2 C19 C18 124.1(8) . . ? N2 C19 H19 118.0 . . ? C18 C19 H19 118.0 . . ? N2 C20 C16 122.4(8) . . ? N2 C20 H20 118.8 . . ? C16 C20 H20 118.8 . . ? N3 C21 C10 116.2(6) . . ? N3 C21 H21A 108.2 . . ? C10 C21 H21A 108.2 . . ? N3 C21 H21B 108.2 . . ? C10 C21 H21B 108.2 . . ? H21A C21 H21B 107.4 . . ? N4 C22 C9 112.1(6) . . ? N4 C22 H22A 109.2 . . ? C9 C22 H22A 109.2 . . ? N4 C22 H22B 109.2 . . ? C9 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? O1 C23 N5 127.6(7) . . ? O1 C23 N3 123.7(7) . . ? N5 C23 N3 108.7(7) . . ? O2 C24 N6 126.5(7) . . ? O2 C24 N4 125.4(7) . . ? N6 C24 N4 108.0(7) . . ? N3 C25 N4 113.5(6) . . ? N3 C25 C26 114.6(6) . . ? N4 C25 C26 108.5(6) . . ? N3 C25 C29 103.9(5) . . ? N4 C25 C29 100.1(5) . . ? C26 C25 C29 115.4(6) . . ? O3 C26 O4 124.5(7) . . ? O3 C26 C25 121.7(7) . . ? O4 C26 C25 113.7(7) . . ? O4 C27 C28 107.6(6) . . ? O4 C27 H27A 110.2 . . ? C28 C27 H27A 110.2 . . ? O4 C27 H27B 110.2 . . ? C28 C27 H27B 110.2 . . ? H27A C27 H27B 108.5 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N6 C29 N5 115.2(6) . . ? N6 C29 C30 109.1(6) . . ? N5 C29 C30 108.5(5) . . ? N6 C29 C25 102.6(5) . . ? N5 C29 C25 100.6(5) . . ? C30 C29 C25 121.1(6) . . ? O5 C30 O6 125.0(7) . . ? O5 C30 C29 122.5(7) . . ? O6 C30 C29 112.4(7) . . ? C32 C31 O6 107.7(7) . . ? C32 C31 H31A 110.2 . . ? O6 C31 H31A 110.2 . . ? C32 C31 H31B 110.2 . . ? O6 C31 H31B 110.2 . . ? H31A C31 H31B 108.5 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O7 C34 C33 113.0(8) . . ? O7 C34 H34A 109.0 . . ? C33 C34 H34A 109.0 . . ? O7 C34 H34B 109.0 . . ? C33 C34 H34B 109.0 . . ? H34A C34 H34B 107.8 . . ? C34 O7 H7 109.5 . . ? C34' C33' H33D 109.5 . . ? C34' C33' H33E 109.5 . . ? H33D C33' H33E 109.5 . . ? C34' C33' H33F 109.5 . . ? H33D C33' H33F 109.5 . . ? H33E C33' H33F 109.5 . . ? O7' C34' C33' 111.2(17) . . ? O7' C34' H34C 109.4 . . ? C33' C34' H34C 109.4 . . ? O7' C34' H34D 109.4 . . ? C33' C34' H34D 109.4 . . ? H34C C34' H34D 108.0 . . ? C34' O7' H7' 109.5 . . ? C5 N1 C1 116.7(8) . . ? C19 N2 C20 116.7(7) . . ? C23 N3 C25 110.2(6) . . ? C23 N3 C21 120.5(6) . . ? C25 N3 C21 120.6(6) . . ? C24 N4 C22 125.0(6) . . ? C24 N4 C25 113.4(6) . . ? C22 N4 C25 121.4(6) . . ? C23 N5 C29 114.1(6) . . ? C23 N5 H5A 122.9 . . ? C29 N5 H5A 122.9 . . ? C24 N6 C29 113.2(6) . . ? C24 N6 H6A 123.4 . . ? C29 N6 H6A 123.4 . . ? C26 O4 C27 116.3(6) . . ? C30 O6 C31 114.2(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 0.3(12) . . . . ? C1 C2 C3 C4 -0.8(12) . . . . ? C2 C3 C4 C6 -177.4(7) . . . . ? C2 C3 C4 C5 0.8(11) . . . . ? C6 C4 C5 N1 178.0(7) . . . . ? C3 C4 C5 N1 -0.2(11) . . . . ? C5 C4 C6 C7 -51(18) . . . . ? C3 C4 C6 C7 127(18) . . . . ? C4 C6 C7 C8 131(48) . . . . ? C6 C7 C8 C9 -52(54) . . . . ? C6 C7 C8 C13 128(53) . . . . ? C13 C8 C9 C10 1.3(10) . . . . ? C7 C8 C9 C10 -179.2(6) . . . . ? C13 C8 C9 C22 -178.7(6) . . . . ? C7 C8 C9 C22 0.8(10) . . . . ? C8 C9 C10 C11 -2.9(10) . . . . ? C22 C9 C10 C11 177.2(6) . . . . ? C8 C9 C10 C21 179.0(6) . . . . ? C22 C9 C10 C21 -1.0(10) . . . . ? C9 C10 C11 C12 3.2(10) . . . . ? C21 C10 C11 C12 -178.6(6) . . . . ? C9 C10 C11 C14 -174.7(6) . . . . ? C21 C10 C11 C14 3.5(10) . . . . ? C10 C11 C12 C13 -2.1(10) . . . . ? C14 C11 C12 C13 175.9(6) . . . . ? C11 C12 C13 C8 0.5(10) . . . . ? C9 C8 C13 C12 -0.1(10) . . . . ? C7 C8 C13 C12 -179.6(6) . . . . ? C12 C11 C14 C15 -28(11) . . . . ? C10 C11 C14 C15 150(11) . . . . ? C11 C14 C15 C16 -126(18) . . . . ? C14 C15 C16 C17 -2(20) . . . . ? C14 C15 C16 C20 177(100) . . . . ? C20 C16 C17 C18 1.7(11) . . . . ? C15 C16 C17 C18 -179.6(7) . . . . ? C16 C17 C18 C19 -0.3(11) . . . . ? C17 C18 C19 N2 -1.6(13) . . . . ? C17 C16 C20 N2 -1.5(12) . . . . ? C15 C16 C20 N2 179.7(7) . . . . ? C11 C10 C21 N3 123.1(7) . . . . ? C9 C10 C21 N3 -58.8(9) . . . . ? C8 C9 C22 N4 -119.8(7) . . . . ? C10 C9 C22 N4 60.1(8) . . . . ? N3 C25 C26 O3 -164.5(6) . . . . ? N4 C25 C26 O3 -36.5(9) . . . . ? C29 C25 C26 O3 74.8(9) . . . . ? N3 C25 C26 O4 12.8(9) . . . . ? N4 C25 C26 O4 140.7(6) . . . . ? C29 C25 C26 O4 -107.9(7) . . . . ? N3 C25 C29 N6 132.8(6) . . . . ? N4 C25 C29 N6 15.3(6) . . . . ? C26 C25 C29 N6 -100.9(7) . . . . ? N3 C25 C29 N5 13.8(6) . . . . ? N4 C25 C29 N5 -103.7(5) . . . . ? C26 C25 C29 N5 140.1(6) . . . . ? N3 C25 C29 C30 -105.5(7) . . . . ? N4 C25 C29 C30 137.0(6) . . . . ? C26 C25 C29 C30 20.8(10) . . . . ? N6 C29 C30 O5 -35.5(9) . . . . ? N5 C29 C30 O5 90.7(8) . . . . ? C25 C29 C30 O5 -154.0(7) . . . . ? N6 C29 C30 O6 146.4(6) . . . . ? N5 C29 C30 O6 -87.4(7) . . . . ? C25 C29 C30 O6 27.9(9) . . . . ? C4 C5 N1 C1 -0.2(11) . . . . ? C2 C1 N1 C5 0.2(11) . . . . ? C18 C19 N2 C20 1.7(12) . . . . ? C16 C20 N2 C19 -0.1(12) . . . . ? O1 C23 N3 C25 -169.6(6) . . . . ? N5 C23 N3 C25 12.1(8) . . . . ? O1 C23 N3 C21 -21.7(10) . . . . ? N5 C23 N3 C21 160.0(6) . . . . ? N4 C25 N3 C23 91.6(7) . . . . ? C26 C25 N3 C23 -143.0(6) . . . . ? C29 C25 N3 C23 -16.2(7) . . . . ? N4 C25 N3 C21 -56.2(8) . . . . ? C26 C25 N3 C21 69.2(8) . . . . ? C29 C25 N3 C21 -164.0(6) . . . . ? C10 C21 N3 C23 -70.1(8) . . . . ? C10 C21 N3 C25 74.5(8) . . . . ? O2 C24 N4 C22 -0.5(11) . . . . ? N6 C24 N4 C22 -178.6(6) . . . . ? O2 C24 N4 C25 -174.7(6) . . . . ? N6 C24 N4 C25 7.2(7) . . . . ? C9 C22 N4 C24 106.0(7) . . . . ? C9 C22 N4 C25 -80.2(8) . . . . ? N3 C25 N4 C24 -124.3(6) . . . . ? C26 C25 N4 C24 107.1(6) . . . . ? C29 C25 N4 C24 -14.2(7) . . . . ? N3 C25 N4 C22 61.2(8) . . . . ? C26 C25 N4 C22 -67.4(8) . . . . ? C29 C25 N4 C22 171.3(6) . . . . ? O1 C23 N5 C29 179.8(7) . . . . ? N3 C23 N5 C29 -2.0(8) . . . . ? N6 C29 N5 C23 -117.0(7) . . . . ? C30 C29 N5 C23 120.4(7) . . . . ? C25 C29 N5 C23 -7.6(7) . . . . ? O2 C24 N6 C29 -173.4(7) . . . . ? N4 C24 N6 C29 4.7(8) . . . . ? N5 C29 N6 C24 95.3(7) . . . . ? C30 C29 N6 C24 -142.5(6) . . . . ? C25 C29 N6 C24 -13.0(7) . . . . ? O3 C26 O4 C27 -4.4(10) . . . . ? C25 C26 O4 C27 178.4(6) . . . . ? C28 C27 O4 C26 166.3(6) . . . . ? O5 C30 O6 C31 0.1(10) . . . . ? C29 C30 O6 C31 178.1(6) . . . . ? C32 C31 O6 C30 177.1(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N5 H5A O7 0.88 1.94 2.793(9) 162.6 2_756 N5 H5A O7' 0.88 1.89 2.73(3) 158.5 2_756 O7 H7 N1 0.84 1.99 2.780(11) 156.5 . N6 H6A O2 0.88 2.02 2.882(8) 164.6 2_756 C1 H1 O1 0.95 2.47 3.315(10) 147.6 1_556 C18 H18 O1 0.95 2.54 3.407(10) 151.1 2_665 C31 H31B O3 0.99 2.55 3.194(10) 122.8 2_656 C34 H34A N2 0.99 2.53 3.520(14) 173.2 1_546 _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 19.02 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.347 _refine_diff_density_min -0.308 _refine_diff_density_rms 0.075 # start Validation Reply Form _vrf_REFNR01_1b ; PROBLEM: Ratio of reflections to parameters is < 6 for a centrosymmetric structure sine(theta)/lambda 0.4585 Proportion of unique data used 1.0000 Ratio reflections to parameters 5.3767 PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 Calculated sin(theta_max)/wavelength = 0.4585 RESPONSE: Although we have re-tried several times to selected better crystals for x-ray diffraction experiment, we are failed each time. This may be resulted from the weak diffraction ability at the high two-theta angle for such a small crystal. ; _vrf_THETM01_1b ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 Calculated sin(theta_max)/wavelength = 0.4585 RESPONSE: Although we have re-tried several times to selected better crystals for x-ray diffraction experiment, we are failed each time. This may be resulted from the weak diffraction ability at the high two-theta angle for such a small crystal. . ; _vrf_PLAT088_1b ; PROBLEM: Poor Data / Parameter Ratio .................... 5.58. RESPONSE: Although we have re-tried several times to selected better crystals for x-ray diffraction experiment, we are failed each time. This may be resulted from the weak diffraction ability at the high two-theta angle for such a small crystal. ; _vrf_PLAT415_1b ; PROBLEM: Short Inter D-H..H-X H5A .. H33D .. 1.68 Ang. RESPONSE: The atoms of H33D is disordered. ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 951240' ####################################################################### # # 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_mo_111201g_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H28 N6 O7' _chemical_formula_weight 608.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0028(7) _cell_length_b 12.1877(9) _cell_length_c 14.2782(10) _cell_angle_alpha 82.9710(10) _cell_angle_beta 76.8020(10) _cell_angle_gamma 76.4090(10) _cell_volume 1478.65(19) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.367 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 636 _exptl_absorpt_coefficient_mu 0.099 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9776 _exptl_absorpt_correction_T_max 0.9902 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28628 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 25.65 _reflns_number_total 5508 _reflns_number_gt 4341 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0804P)^2^+1.3732P] 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 5508 _refine_ls_number_parameters 438 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0817 _refine_ls_R_factor_gt 0.0622 _refine_ls_wR_factor_ref 0.1733 _refine_ls_wR_factor_gt 0.1621 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3960(4) 0.2539(4) 1.4442(2) 0.0665(10) Uani 1 1 d . . . H1 H 0.4131 0.2174 1.5047 0.080 Uiso 1 1 calc R . . C2 C 0.3949(4) 0.3666(4) 1.4289(2) 0.0669(10) Uani 1 1 d . . . H2 H 0.4125 0.4064 1.4771 0.080 Uiso 1 1 calc R . . C3 C 0.3672(4) 0.4225(3) 1.3412(2) 0.0596(9) Uani 1 1 d . . . H3 H 0.3652 0.5011 1.3285 0.071 Uiso 1 1 calc R . . C4 C 0.3429(3) 0.3605(3) 1.27322(19) 0.0431(7) Uani 1 1 d . . . C5 C 0.3504(4) 0.2450(3) 1.2957(2) 0.0527(8) Uani 1 1 d . . . H5 H 0.3375 0.2016 1.2484 0.063 Uiso 1 1 calc R . . C6 C 0.3135(3) 0.4080(2) 1.17992(19) 0.0388(6) Uani 1 1 d . . . C7 C 0.2913(3) 0.4368(2) 1.10177(18) 0.0323(5) Uani 1 1 d . . . C8 C 0.2649(3) 0.4741(2) 1.00545(16) 0.0280(5) Uani 1 1 d . . . C9 C 0.1856(2) 0.41504(18) 0.96115(16) 0.0240(5) Uani 1 1 d . . . C10 C 0.1606(2) 0.45178(18) 0.86818(16) 0.0235(5) Uani 1 1 d . . . C11 C 0.2136(3) 0.54767(19) 0.82040(17) 0.0270(5) Uani 1 1 d . . . C12 C 0.2917(3) 0.6055(2) 0.86591(18) 0.0322(5) Uani 1 1 d . . . H12 H 0.3273 0.6703 0.8336 0.039 Uiso 1 1 calc R . . C13 C 0.3169(3) 0.5690(2) 0.95668(18) 0.0318(5) Uani 1 1 d . . . H13 H 0.3702 0.6086 0.9868 0.038 Uiso 1 1 calc R . . C14 C 0.1847(3) 0.5912(2) 0.7250(2) 0.0340(6) Uani 1 1 d . . . C15 C 0.1611(3) 0.6284(2) 0.6505(2) 0.0406(6) Uani 1 1 d . . . C16 C 0.1254(4) 0.6760(2) 0.5581(2) 0.0434(7) Uani 1 1 d . . . C17 C 0.0170(4) 0.6418(3) 0.5207(2) 0.0525(8) Uani 1 1 d . . . H17 H -0.0354 0.5851 0.5547 0.063 Uiso 1 1 calc R . . C18 C -0.0148(4) 0.6912(3) 0.4327(2) 0.0637(10) Uani 1 1 d . . . H18 H -0.0871 0.6676 0.4047 0.076 Uiso 1 1 calc R . . C19 C 0.0591(4) 0.7738(4) 0.3873(2) 0.0706(11) Uani 1 1 d . . . H19 H 0.0358 0.8074 0.3273 0.085 Uiso 1 1 calc R . . C20 C 0.1960(4) 0.7608(3) 0.5058(2) 0.0625(10) Uani 1 1 d . . . H20 H 0.2715 0.7841 0.5311 0.075 Uiso 1 1 calc R . . C21 C 0.0742(3) 0.39007(19) 0.81910(16) 0.0258(5) Uani 1 1 d . . . H21A H -0.0321 0.3929 0.8588 0.031 Uiso 1 1 calc R . . H21B H 0.0629 0.4309 0.7559 0.031 Uiso 1 1 calc R . . C22 C 0.1289(3) 0.31232(19) 1.01415(16) 0.0256(5) Uani 1 1 d . . . H22A H 0.1544 0.3005 1.0790 0.031 Uiso 1 1 calc R . . H22B H 0.0139 0.3267 1.0227 0.031 Uiso 1 1 calc R . . C23 C 0.2859(3) 0.2458(2) 0.73514(16) 0.0269(5) Uani 1 1 d . . . C24 C 0.3219(3) 0.13019(19) 0.98516(17) 0.0283(5) Uani 1 1 d . . . C25 C 0.1429(3) 0.18584(18) 0.88243(16) 0.0244(5) Uani 1 1 d . . . C26 C -0.0223(3) 0.1625(2) 0.92125(18) 0.0317(5) Uani 1 1 d . . . C27 C -0.2790(3) 0.1861(2) 0.8963(2) 0.0424(7) Uani 1 1 d . . . H27A H -0.3164 0.1987 0.9657 0.051 Uiso 1 1 calc R . . H27B H -0.2824 0.1076 0.8868 0.051 Uiso 1 1 calc R . . C28 C -0.3786(3) 0.2687(3) 0.8379(2) 0.0518(8) Uani 1 1 d . . . H28A H -0.3689 0.3456 0.8447 0.078 Uiso 1 1 calc R . . H28B H -0.4878 0.2627 0.8607 0.078 Uiso 1 1 calc R . . H28C H -0.3445 0.2521 0.7699 0.078 Uiso 1 1 calc R . . C29 C 0.2774(3) 0.08342(19) 0.84233(17) 0.0277(5) Uani 1 1 d . . . C30 C 0.2388(3) -0.0233(2) 0.81703(19) 0.0351(6) Uani 1 1 d . A . C31 C 0.0674(9) -0.1058(4) 0.7636(5) 0.0613(17) Uani 0.779(13) 1 d PD A 1 H31A H 0.1565 -0.1478 0.7180 0.074 Uiso 0.779(13) 1 calc PR A 1 H31B H 0.0459 -0.1557 0.8230 0.074 Uiso 0.779(13) 1 calc PR A 1 C32 C -0.0702(8) -0.0728(6) 0.7204(8) 0.099(3) Uani 0.779(13) 1 d PD A 1 H32A H -0.1585 -0.0331 0.7668 0.148 Uiso 0.779(13) 1 calc PR A 1 H32B H -0.0959 -0.1405 0.7033 0.148 Uiso 0.779(13) 1 calc PR A 1 H32C H -0.0484 -0.0225 0.6623 0.148 Uiso 0.779(13) 1 calc PR A 1 C31' C 0.094(2) -0.0699(17) 0.7095(13) 0.061(6) Uani 0.221(13) 1 d PD A 2 H31C H 0.1874 -0.1307 0.6907 0.074 Uiso 0.221(13) 1 calc PR A 2 H31D H 0.0648 -0.0232 0.6521 0.074 Uiso 0.221(13) 1 calc PR A 2 C32' C -0.039(3) -0.111(2) 0.7767(17) 0.099(9) Uani 0.221(13) 1 d PD A 2 H32D H -0.0066 -0.1462 0.8362 0.148 Uiso 0.221(13) 1 calc PR A 2 H32E H -0.0712 -0.1665 0.7457 0.148 Uiso 0.221(13) 1 calc PR A 2 H32F H -0.1276 -0.0467 0.7920 0.148 Uiso 0.221(13) 1 calc PR A 2 N1 N 0.3750(4) 0.1918(3) 1.3806(2) 0.0659(8) Uani 1 1 d . . . N2 N 0.1642(4) 0.8113(3) 0.4225(2) 0.0743(10) Uani 1 1 d . . . N3 N 0.1499(2) 0.27200(15) 0.80368(13) 0.0231(4) Uani 1 1 d . . . N4 N 0.1981(2) 0.21040(16) 0.96357(13) 0.0256(4) Uani 1 1 d . . . N5 N 0.3565(2) 0.13627(17) 0.75512(15) 0.0334(5) Uani 1 1 d . . . H5A H 0.4424 0.1010 0.7182 0.040 Uiso 1 1 calc R . . N6 N 0.3646(2) 0.05345(17) 0.91783(15) 0.0339(5) Uani 1 1 d . . . H6A H 0.4379 -0.0083 0.9200 0.041 Uiso 1 1 calc R . . O1 O 0.3304(2) 0.31034(15) 0.66839(12) 0.0370(4) Uani 1 1 d . . . O2 O 0.3816(2) 0.12988(15) 1.05437(13) 0.0400(5) Uani 1 1 d . . . O3 O -0.0565(2) 0.11659(19) 1.00025(15) 0.0544(6) Uani 1 1 d . . . O4 O -0.1192(2) 0.20418(15) 0.86316(13) 0.0363(4) Uani 1 1 d . . . O5 O 0.3240(2) -0.11372(15) 0.82189(15) 0.0474(5) Uani 1 1 d . . . O6 O 0.1061(3) -0.00227(18) 0.78703(18) 0.0608(6) Uani 1 1 d D . . O7 O 0.6018(5) 0.0444(3) 0.6134(4) 0.0651(18) Uani 0.804(15) 1 d P B 1 H7A H 0.6082 -0.0241 0.6153 0.078 Uiso 0.804(15) 1 d PR B 1 H7B H 0.6665 0.0842 0.6034 0.078 Uiso 0.804(15) 1 d PR B 1 O7' O 0.657(2) 0.0327(12) 0.6706(18) 0.065(7) Uani 0.196(15) 1 d P B 2 H7C H 0.7094 0.0784 0.6435 0.078 Uiso 0.196(15) 1 d PR B 2 H7D H 0.6483 -0.0286 0.6568 0.078 Uiso 0.196(15) 1 d PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.064(2) 0.088(3) 0.0397(18) -0.0012(18) -0.0157(16) 0.002(2) C2 0.068(2) 0.102(3) 0.0377(17) -0.0096(18) -0.0174(16) -0.023(2) C3 0.067(2) 0.074(2) 0.0446(18) -0.0099(16) -0.0172(16) -0.0195(18) C4 0.0359(14) 0.0617(19) 0.0289(13) -0.0043(12) -0.0077(11) -0.0038(13) C5 0.0592(19) 0.0536(19) 0.0363(15) -0.0012(13) -0.0097(14) 0.0042(15) C6 0.0356(14) 0.0419(15) 0.0371(15) -0.0065(12) -0.0071(11) -0.0032(11) C7 0.0289(12) 0.0334(13) 0.0347(14) -0.0104(11) -0.0089(10) -0.0006(10) C8 0.0251(11) 0.0289(12) 0.0275(12) -0.0064(9) -0.0066(9) 0.0025(9) C9 0.0214(11) 0.0211(11) 0.0257(11) -0.0036(9) -0.0053(9) 0.0044(8) C10 0.0217(11) 0.0204(11) 0.0260(11) -0.0025(9) -0.0064(9) 0.0021(8) C11 0.0282(12) 0.0224(11) 0.0281(12) 0.0009(9) -0.0078(9) -0.0003(9) C12 0.0330(13) 0.0256(12) 0.0383(14) -0.0001(10) -0.0080(11) -0.0072(10) C13 0.0300(13) 0.0309(13) 0.0361(13) -0.0062(10) -0.0093(10) -0.0055(10) C14 0.0361(14) 0.0223(12) 0.0442(15) 0.0013(11) -0.0085(11) -0.0094(10) C15 0.0476(16) 0.0346(14) 0.0428(16) 0.0022(12) -0.0147(13) -0.0127(12) C16 0.0507(17) 0.0454(16) 0.0357(14) 0.0096(12) -0.0163(13) -0.0128(13) C17 0.0583(19) 0.059(2) 0.0444(17) 0.0055(14) -0.0164(14) -0.0196(16) C18 0.065(2) 0.088(3) 0.0462(18) 0.0005(18) -0.0247(16) -0.022(2) C19 0.060(2) 0.107(3) 0.0398(18) 0.0241(19) -0.0192(16) -0.015(2) C20 0.064(2) 0.079(2) 0.0512(19) 0.0270(17) -0.0244(16) -0.0321(19) C21 0.0285(12) 0.0213(11) 0.0265(11) 0.0034(9) -0.0101(9) -0.0017(9) C22 0.0270(11) 0.0240(12) 0.0216(11) -0.0002(9) -0.0038(9) 0.0010(9) C23 0.0322(12) 0.0269(12) 0.0236(11) -0.0017(9) -0.0082(9) -0.0078(10) C24 0.0307(12) 0.0232(12) 0.0281(12) 0.0028(9) -0.0091(10) 0.0001(9) C25 0.0275(12) 0.0203(11) 0.0249(11) 0.0022(9) -0.0084(9) -0.0030(9) C26 0.0360(13) 0.0238(12) 0.0351(13) 0.0053(10) -0.0084(11) -0.0090(10) C27 0.0289(13) 0.0417(16) 0.0591(18) -0.0053(13) -0.0044(12) -0.0162(11) C28 0.0355(15) 0.064(2) 0.0606(19) -0.0065(16) -0.0155(14) -0.0139(14) C29 0.0308(12) 0.0221(12) 0.0295(12) 0.0009(9) -0.0096(10) -0.0026(9) C30 0.0409(14) 0.0251(13) 0.0387(14) -0.0042(10) -0.0096(11) -0.0037(11) C31 0.089(4) 0.042(3) 0.071(4) -0.002(2) -0.040(4) -0.030(3) C32 0.101(5) 0.078(5) 0.146(8) -0.034(5) -0.073(5) -0.017(4) C31' 0.089(13) 0.042(10) 0.071(13) -0.002(9) -0.040(11) -0.030(9) C32' 0.10(2) 0.078(17) 0.15(3) -0.034(16) -0.07(2) -0.017(15) N1 0.073(2) 0.069(2) 0.0408(15) 0.0030(14) -0.0066(14) 0.0069(15) N2 0.073(2) 0.095(2) 0.0547(17) 0.0364(17) -0.0222(15) -0.0292(18) N3 0.0262(10) 0.0188(9) 0.0235(9) 0.0031(7) -0.0079(8) -0.0028(7) N4 0.0278(10) 0.0229(10) 0.0241(9) 0.0013(7) -0.0099(8) 0.0014(8) N5 0.0365(11) 0.0253(11) 0.0311(11) -0.0021(8) -0.0002(9) 0.0011(9) N6 0.0384(12) 0.0251(11) 0.0368(11) -0.0045(9) -0.0188(9) 0.0079(9) O1 0.0445(10) 0.0338(10) 0.0289(9) 0.0044(7) -0.0027(8) -0.0091(8) O2 0.0447(11) 0.0374(10) 0.0348(10) -0.0059(8) -0.0217(8) 0.0117(8) O3 0.0503(12) 0.0630(14) 0.0481(12) 0.0219(10) -0.0091(10) -0.0231(11) O4 0.0278(9) 0.0406(10) 0.0423(10) 0.0043(8) -0.0100(8) -0.0120(8) O5 0.0533(12) 0.0251(10) 0.0610(13) -0.0072(9) -0.0083(10) -0.0039(9) O6 0.0687(15) 0.0417(12) 0.0864(17) -0.0187(11) -0.0451(13) -0.0050(10) O7 0.063(2) 0.0511(18) 0.066(3) -0.0028(17) 0.009(2) -0.0050(15) O7' 0.063(9) 0.051(7) 0.066(14) -0.003(7) 0.009(9) -0.005(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.322(5) . ? C1 C2 1.362(6) . ? C1 H1 0.9500 . ? C2 C3 1.396(5) . ? C2 H2 0.9500 . ? C3 C4 1.384(4) . ? C3 H3 0.9500 . ? C4 C5 1.394(5) . ? C4 C6 1.442(4) . ? C5 N1 1.342(4) . ? C5 H5 0.9500 . ? C6 C7 1.175(4) . ? C7 C8 1.449(3) . ? C8 C13 1.397(3) . ? C8 C9 1.410(3) . ? C9 C10 1.399(3) . ? C9 C22 1.514(3) . ? C10 C11 1.406(3) . ? C10 C21 1.521(3) . ? C11 C12 1.402(3) . ? C11 C14 1.458(3) . ? C12 C13 1.369(4) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C15 1.149(4) . ? C15 C16 1.449(4) . ? C16 C17 1.377(4) . ? C16 C20 1.391(4) . ? C17 C18 1.386(4) . ? C17 H17 0.9500 . ? C18 C19 1.353(5) . ? C18 H18 0.9500 . ? C19 N2 1.355(5) . ? C19 H19 0.9500 . ? C20 N2 1.329(4) . ? C20 H20 0.9500 . ? C21 N3 1.460(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 N4 1.450(3) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 O1 1.216(3) . ? C23 N5 1.362(3) . ? C23 N3 1.380(3) . ? C24 O2 1.227(3) . ? C24 N6 1.352(3) . ? C24 N4 1.365(3) . ? C25 N3 1.443(3) . ? C25 N4 1.448(3) . ? C25 C26 1.544(3) . ? C25 C29 1.581(3) . ? C26 O3 1.204(3) . ? C26 O4 1.314(3) . ? C27 O4 1.468(3) . ? C27 C28 1.492(4) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 N6 1.437(3) . ? C29 N5 1.445(3) . ? C29 C30 1.525(3) . ? C30 O5 1.190(3) . ? C30 O6 1.318(3) . ? C31 C32 1.459(7) . ? C31 O6 1.479(5) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C31' O6 1.495(9) . ? C31' C32' 1.501(10) . ? C31' H31C 0.9900 . ? C31' H31D 0.9900 . ? C32' H32D 0.9800 . ? C32' H32E 0.9800 . ? C32' H32F 0.9800 . ? N5 H5A 0.8800 . ? N6 H6A 0.8800 . ? O7 H7A 0.8201 . ? O7 H7B 0.8200 . ? O7 H7C 1.3111 . ? O7 H7D 1.0763 . ? O7' H7A 1.3142 . ? O7' H7B 1.0779 . ? O7' H7C 0.8200 . ? O7' H7D 0.8200 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 124.5(3) . . ? N1 C1 H1 117.8 . . ? C2 C1 H1 117.8 . . ? C1 C2 C3 118.8(3) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C4 C3 C2 118.3(4) . . ? C4 C3 H3 120.8 . . ? C2 C3 H3 120.8 . . ? C3 C4 C5 118.0(3) . . ? C3 C4 C6 123.8(3) . . ? C5 C4 C6 118.3(3) . . ? N1 C5 C4 123.5(3) . . ? N1 C5 H5 118.2 . . ? C4 C5 H5 118.2 . . ? C7 C6 C4 173.9(3) . . ? C6 C7 C8 179.0(3) . . ? C13 C8 C9 119.9(2) . . ? C13 C8 C7 120.1(2) . . ? C9 C8 C7 120.0(2) . . ? C10 C9 C8 119.5(2) . . ? C10 C9 C22 120.6(2) . . ? C8 C9 C22 119.9(2) . . ? C9 C10 C11 119.7(2) . . ? C9 C10 C21 120.5(2) . . ? C11 C10 C21 119.79(19) . . ? C12 C11 C10 119.9(2) . . ? C12 C11 C14 118.7(2) . . ? C10 C11 C14 121.3(2) . . ? C13 C12 C11 120.3(2) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C8 120.6(2) . . ? C12 C13 H13 119.7 . . ? C8 C13 H13 119.7 . . ? C15 C14 C11 178.2(3) . . ? C14 C15 C16 177.9(3) . . ? C17 C16 C20 117.8(3) . . ? C17 C16 C15 121.4(3) . . ? C20 C16 C15 120.8(3) . . ? C16 C17 C18 119.1(3) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? C19 C18 C17 118.8(3) . . ? C19 C18 H18 120.6 . . ? C17 C18 H18 120.6 . . ? C18 C19 N2 123.9(3) . . ? C18 C19 H19 118.1 . . ? N2 C19 H19 118.1 . . ? N2 C20 C16 124.0(3) . . ? N2 C20 H20 118.0 . . ? C16 C20 H20 118.0 . . ? N3 C21 C10 114.52(18) . . ? N3 C21 H21A 108.6 . . ? C10 C21 H21A 108.6 . . ? N3 C21 H21B 108.6 . . ? C10 C21 H21B 108.6 . . ? H21A C21 H21B 107.6 . . ? N4 C22 C9 112.60(18) . . ? N4 C22 H22A 109.1 . . ? C9 C22 H22A 109.1 . . ? N4 C22 H22B 109.1 . . ? C9 C22 H22B 109.1 . . ? H22A C22 H22B 107.8 . . ? O1 C23 N5 127.4(2) . . ? O1 C23 N3 124.7(2) . . ? N5 C23 N3 107.97(19) . . ? O2 C24 N6 127.2(2) . . ? O2 C24 N4 124.7(2) . . ? N6 C24 N4 108.1(2) . . ? N3 C25 N4 113.51(18) . . ? N3 C25 C26 113.45(18) . . ? N4 C25 C26 107.45(18) . . ? N3 C25 C29 103.47(17) . . ? N4 C25 C29 101.05(17) . . ? C26 C25 C29 117.44(18) . . ? O3 C26 O4 125.3(2) . . ? O3 C26 C25 121.1(2) . . ? O4 C26 C25 113.52(19) . . ? O4 C27 C28 106.9(2) . . ? O4 C27 H27A 110.3 . . ? C28 C27 H27A 110.3 . . ? O4 C27 H27B 110.3 . . ? C28 C27 H27B 110.3 . . ? H27A C27 H27B 108.6 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N6 C29 N5 114.7(2) . . ? N6 C29 C30 108.70(19) . . ? N5 C29 C30 108.41(19) . . ? N6 C29 C25 102.99(18) . . ? N5 C29 C25 101.44(17) . . ? C30 C29 C25 120.7(2) . . ? O5 C30 O6 125.3(2) . . ? O5 C30 C29 122.1(2) . . ? O6 C30 C29 112.5(2) . . ? C32 C31 O6 108.5(4) . . ? C32 C31 H31A 110.0 . . ? O6 C31 H31A 110.0 . . ? C32 C31 H31B 110.0 . . ? O6 C31 H31B 110.0 . . ? H31A C31 H31B 108.4 . . ? O6 C31' C32' 89.4(14) . . ? O6 C31' H31C 113.7 . . ? C32' C31' H31C 113.7 . . ? O6 C31' H31D 113.7 . . ? C32' C31' H31D 113.7 . . ? H31C C31' H31D 111.0 . . ? C31' C32' H32D 109.5 . . ? C31' C32' H32E 109.5 . . ? H32D C32' H32E 109.5 . . ? C31' C32' H32F 109.5 . . ? H32D C32' H32F 109.5 . . ? H32E C32' H32F 109.5 . . ? C1 N1 C5 116.9(3) . . ? C20 N2 C19 116.3(3) . . ? C23 N3 C25 111.48(18) . . ? C23 N3 C21 120.17(18) . . ? C25 N3 C21 120.91(18) . . ? C24 N4 C25 113.40(19) . . ? C24 N4 C22 124.35(19) . . ? C25 N4 C22 122.23(18) . . ? C23 N5 C29 113.92(19) . . ? C23 N5 H5A 123.0 . . ? C29 N5 H5A 123.0 . . ? C24 N6 C29 112.92(19) . . ? C24 N6 H6A 123.5 . . ? C29 N6 H6A 123.5 . . ? C26 O4 C27 116.3(2) . . ? C30 O6 C31 112.6(3) . . ? C30 O6 C31' 118.4(8) . . ? C31 O6 C31' 33.4(8) . . ? H7A O7 H7B 133.7 . . ? H7A O7 H7C 117.4 . . ? H7B O7 H7C 31.7 . . ? H7A O7 H7D 44.2 . . ? H7B O7 H7D 105.1 . . ? H7C O7 H7D 77.6 . . ? H7A O7' H7B 77.5 . . ? H7A O7' H7C 117.1 . . ? H7B O7' H7C 43.9 . . ? H7A O7' H7D 31.7 . . ? H7B O7' H7D 104.9 . . ? H7C O7' H7D 133.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 1.1(6) . . . . ? C1 C2 C3 C4 -0.3(5) . . . . ? C2 C3 C4 C5 -1.2(5) . . . . ? C2 C3 C4 C6 -179.9(3) . . . . ? C3 C4 C5 N1 2.2(5) . . . . ? C6 C4 C5 N1 -179.1(3) . . . . ? C3 C4 C6 C7 170(3) . . . . ? C5 C4 C6 C7 -9(3) . . . . ? C4 C6 C7 C8 -152(15) . . . . ? C6 C7 C8 C13 7(16) . . . . ? C6 C7 C8 C9 -172(16) . . . . ? C13 C8 C9 C10 0.5(3) . . . . ? C7 C8 C9 C10 179.9(2) . . . . ? C13 C8 C9 C22 -179.8(2) . . . . ? C7 C8 C9 C22 -0.4(3) . . . . ? C8 C9 C10 C11 -0.6(3) . . . . ? C22 C9 C10 C11 179.8(2) . . . . ? C8 C9 C10 C21 -179.5(2) . . . . ? C22 C9 C10 C21 0.8(3) . . . . ? C9 C10 C11 C12 0.3(3) . . . . ? C21 C10 C11 C12 179.3(2) . . . . ? C9 C10 C11 C14 -177.6(2) . . . . ? C21 C10 C11 C14 1.4(3) . . . . ? C10 C11 C12 C13 0.1(4) . . . . ? C14 C11 C12 C13 178.1(2) . . . . ? C11 C12 C13 C8 -0.2(4) . . . . ? C9 C8 C13 C12 -0.1(3) . . . . ? C7 C8 C13 C12 -179.6(2) . . . . ? C12 C11 C14 C15 -37(9) . . . . ? C10 C11 C14 C15 140(9) . . . . ? C11 C14 C15 C16 -78(13) . . . . ? C14 C15 C16 C17 -49(8) . . . . ? C14 C15 C16 C20 129(8) . . . . ? C20 C16 C17 C18 1.2(5) . . . . ? C15 C16 C17 C18 179.0(3) . . . . ? C16 C17 C18 C19 -1.6(5) . . . . ? C17 C18 C19 N2 0.4(6) . . . . ? C17 C16 C20 N2 0.6(6) . . . . ? C15 C16 C20 N2 -177.3(4) . . . . ? C9 C10 C21 N3 -61.6(3) . . . . ? C11 C10 C21 N3 119.5(2) . . . . ? C10 C9 C22 N4 60.2(3) . . . . ? C8 C9 C22 N4 -119.4(2) . . . . ? N3 C25 C26 O3 -160.5(2) . . . . ? N4 C25 C26 O3 -34.2(3) . . . . ? C29 C25 C26 O3 78.7(3) . . . . ? N3 C25 C26 O4 15.1(3) . . . . ? N4 C25 C26 O4 141.4(2) . . . . ? C29 C25 C26 O4 -105.7(2) . . . . ? N3 C25 C29 N6 129.37(19) . . . . ? N4 C25 C29 N6 11.7(2) . . . . ? C26 C25 C29 N6 -104.8(2) . . . . ? N3 C25 C29 N5 10.4(2) . . . . ? N4 C25 C29 N5 -107.31(19) . . . . ? C26 C25 C29 N5 136.2(2) . . . . ? N3 C25 C29 C30 -109.3(2) . . . . ? N4 C25 C29 C30 133.0(2) . . . . ? C26 C25 C29 C30 16.5(3) . . . . ? N6 C29 C30 O5 -32.7(3) . . . . ? N5 C29 C30 O5 92.6(3) . . . . ? C25 C29 C30 O5 -151.2(2) . . . . ? N6 C29 C30 O6 149.4(2) . . . . ? N5 C29 C30 O6 -85.3(3) . . . . ? C25 C29 C30 O6 30.9(3) . . . . ? C2 C1 N1 C5 -0.3(6) . . . . ? C4 C5 N1 C1 -1.5(5) . . . . ? C16 C20 N2 C19 -1.7(6) . . . . ? C18 C19 N2 C20 1.2(6) . . . . ? O1 C23 N3 C25 -169.9(2) . . . . ? N5 C23 N3 C25 11.4(3) . . . . ? O1 C23 N3 C21 -19.7(3) . . . . ? N5 C23 N3 C21 161.51(19) . . . . ? N4 C25 N3 C23 95.0(2) . . . . ? C26 C25 N3 C23 -141.9(2) . . . . ? C29 C25 N3 C23 -13.6(2) . . . . ? N4 C25 N3 C21 -54.9(3) . . . . ? C26 C25 N3 C21 68.2(3) . . . . ? C29 C25 N3 C21 -163.50(18) . . . . ? C10 C21 N3 C23 -71.4(3) . . . . ? C10 C21 N3 C25 75.9(3) . . . . ? O2 C24 N4 C25 -175.4(2) . . . . ? N6 C24 N4 C25 4.5(3) . . . . ? O2 C24 N4 C22 6.1(4) . . . . ? N6 C24 N4 C22 -174.0(2) . . . . ? N3 C25 N4 C24 -120.4(2) . . . . ? C26 C25 N4 C24 113.4(2) . . . . ? C29 C25 N4 C24 -10.3(2) . . . . ? N3 C25 N4 C22 58.2(3) . . . . ? C26 C25 N4 C22 -68.1(2) . . . . ? C29 C25 N4 C22 168.31(19) . . . . ? C9 C22 N4 C24 99.1(2) . . . . ? C9 C22 N4 C25 -79.3(3) . . . . ? O1 C23 N5 C29 177.6(2) . . . . ? N3 C23 N5 C29 -3.7(3) . . . . ? N6 C29 N5 C23 -114.7(2) . . . . ? C30 C29 N5 C23 123.6(2) . . . . ? C25 C29 N5 C23 -4.5(2) . . . . ? O2 C24 N6 C29 -175.7(2) . . . . ? N4 C24 N6 C29 4.4(3) . . . . ? N5 C29 N6 C24 98.9(2) . . . . ? C30 C29 N6 C24 -139.6(2) . . . . ? C25 C29 N6 C24 -10.4(3) . . . . ? O3 C26 O4 C27 -3.9(4) . . . . ? C25 C26 O4 C27 -179.3(2) . . . . ? C28 C27 O4 C26 162.3(2) . . . . ? O5 C30 O6 C31 2.9(5) . . . . ? C29 C30 O6 C31 -179.3(4) . . . . ? O5 C30 O6 C31' -33.6(11) . . . . ? C29 C30 O6 C31' 144.2(10) . . . . ? C32 C31 O6 C30 -173.3(6) . . . . ? C32 C31 O6 C31' -65.6(15) . . . . ? C32' C31' O6 C30 120.6(15) . . . . ? C32' C31' O6 C31 32.1(14) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N5 H5A O7 0.88 1.89 2.754(4) 165.4 . N6 H6A O2 0.88 1.99 2.858(3) 167.1 2_657 _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.65 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.675 _refine_diff_density_min -0.433 _refine_diff_density_rms 0.059 _database_code_depnum_ccdc_archive 'CCDC 951241' ####################################################################### # # 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_1d _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H32 N6 O7 S' _chemical_formula_weight 668.72 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.593(4) _cell_length_b 13.595(5) _cell_length_c 13.825(5) _cell_angle_alpha 116.453(5) _cell_angle_beta 102.398(7) _cell_angle_gamma 100.412(6) _cell_volume 1651.7(9) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.345 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 0.156 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9620 _exptl_absorpt_correction_T_max 0.9846 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12427 _diffrn_reflns_av_R_equivalents 0.0803 _diffrn_reflns_av_sigmaI/netI 0.1005 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5802 _reflns_number_gt 3221 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1148P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5802 _refine_ls_number_parameters 425 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.1355 _refine_ls_R_factor_gt 0.0812 _refine_ls_wR_factor_ref 0.2365 _refine_ls_wR_factor_gt 0.2056 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 1.005 _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 C16 C 0.5123(3) 1.0805(3) 0.8199(3) 0.0452(10) Uani 1 1 d G . . C17 C 0.6266(3) 1.1781(2) 0.8746(3) 0.0659(13) Uani 1 1 d G . . H17 H 0.6477 1.2322 0.9516 0.079 Uiso 1 1 calc R . . C18 C 0.7096(3) 1.1949(3) 0.8142(4) 0.100(2) Uani 1 1 d G . . H18 H 0.7861 1.2602 0.8509 0.121 Uiso 1 1 calc R . . C19 C 0.6781(5) 1.1141(5) 0.6992(4) 0.130(3) Uani 1 1 d G . . H19 H 0.7336 1.1253 0.6588 0.156 Uiso 1 1 calc R . . N1 N 0.5638(5) 1.0164(4) 0.6445(3) 0.132(2) Uani 1 1 d GU . . C20 C 0.4808(3) 0.9997(3) 0.7048(3) 0.0961(19) Uani 1 1 d G . . H20 H 0.4043 0.9343 0.6682 0.115 Uiso 1 1 calc R . . C15 C 0.4285(4) 1.0550(3) 0.8784(4) 0.0475(10) Uani 1 1 d . . . C14 C 0.3634(4) 1.0325(3) 0.9288(4) 0.0458(10) Uani 1 1 d . . . C11 C 0.2869(4) 1.0137(3) 0.9967(4) 0.0436(10) Uani 1 1 d . . . C10 C 0.1691(4) 0.9181(3) 0.9487(3) 0.0380(9) Uani 1 1 d . . . C9 C 0.0941(4) 0.9050(3) 1.0170(3) 0.0380(9) Uani 1 1 d . . . C8 C 0.1392(4) 0.9897(4) 1.1341(4) 0.0433(10) Uani 1 1 d . . . C13 C 0.2594(4) 1.0823(4) 1.1814(4) 0.0488(11) Uani 1 1 d . . . H13 H 0.2902 1.1364 1.2593 0.059 Uiso 1 1 calc R . . C12 C 0.3323(4) 1.0943(4) 1.1145(4) 0.0499(11) Uani 1 1 d . . . H12 H 0.4122 1.1560 1.1473 0.060 Uiso 1 1 calc R . . C7 C 0.0637(4) 0.9815(3) 1.2065(4) 0.0473(10) Uani 1 1 d . . . C6 C -0.0042(5) 0.9710(4) 1.2617(4) 0.0540(11) Uani 1 1 d . . . C4 C -0.0904(4) 0.9492(4) 1.3225(4) 0.0495(11) Uani 1 1 d U . . C3 C -0.1607(5) 0.8373(4) 1.2910(4) 0.0665(13) Uani 1 1 d U . . H3 H -0.1536 0.7743 1.2295 0.080 Uiso 1 1 calc R . . C2 C -0.2405(5) 0.8202(4) 1.3511(5) 0.0763(15) Uani 1 1 d . . . H2 H -0.2878 0.7457 1.3316 0.092 Uiso 1 1 calc R . . C1 C -0.2497(5) 0.9143(5) 1.4402(5) 0.0757(15) Uani 1 1 d . . . H1 H -0.3035 0.9017 1.4812 0.091 Uiso 1 1 calc R . . C5 C -0.1081(4) 1.0384(4) 1.4139(4) 0.0559(12) Uani 1 1 d . . . H5 H -0.0621 1.1141 1.4358 0.067 Uiso 1 1 calc R . . C21 C 0.1224(4) 0.8299(3) 0.8215(3) 0.0432(10) Uani 1 1 d . . . H21A H 0.0350 0.8321 0.7844 0.052 Uiso 1 1 calc R . . H21B H 0.1869 0.8523 0.7889 0.052 Uiso 1 1 calc R . . C22 C -0.0366(4) 0.8071(3) 0.9676(3) 0.0408(10) Uani 1 1 d . . . H22A H -0.0717 0.8148 1.0290 0.049 Uiso 1 1 calc R . . H22B H -0.1029 0.8146 0.9130 0.049 Uiso 1 1 calc R . . C23 C 0.2194(4) 0.6725(3) 0.8050(3) 0.0446(10) Uani 1 1 d . . . C24 C -0.0176(4) 0.6232(3) 0.9588(4) 0.0401(9) Uani 1 1 d . . . C25 C -0.0062(4) 0.6423(3) 0.8001(3) 0.0385(9) Uani 1 1 d . . . C26 C -0.1385(5) 0.6151(3) 0.7060(4) 0.0483(11) Uani 1 1 d . . . C27 C -0.2330(7) 0.5525(6) 0.5063(5) 0.099(2) Uani 1 1 d . . . H27A H -0.2178 0.5016 0.4369 0.119 Uiso 1 1 calc R . . H27B H -0.3161 0.5113 0.5087 0.119 Uiso 1 1 calc R . . C28 C -0.2489(8) 0.6551(7) 0.5036(6) 0.121(2) Uani 1 1 d . . . H28A H -0.2861 0.6959 0.5614 0.181 Uiso 1 1 calc R . . H28B H -0.3094 0.6327 0.4295 0.181 Uiso 1 1 calc R . . H28C H -0.1617 0.7045 0.5179 0.181 Uiso 1 1 calc R . . C29 C 0.0360(4) 0.5337(3) 0.7902(3) 0.0416(10) Uani 1 1 d . . . C30 C -0.0426(5) 0.4195(4) 0.6795(4) 0.0530(11) Uani 1 1 d . . . C31 C -0.2631(6) 0.2906(4) 0.5540(5) 0.0888(18) Uani 1 1 d . . . H31A H -0.2469 0.2204 0.5480 0.107 Uiso 1 1 calc R . . H31B H -0.2463 0.2982 0.4910 0.107 Uiso 1 1 calc R . . C32 C -0.4069(6) 0.2861(6) 0.5504(7) 0.130(3) Uani 1 1 d . . . H32A H -0.4262 0.2674 0.6061 0.194 Uiso 1 1 calc R . . H32B H -0.4687 0.2279 0.4753 0.194 Uiso 1 1 calc R . . H32C H -0.4176 0.3601 0.5675 0.194 Uiso 1 1 calc R . . C33 C 0.3996(6) 0.3473(5) 0.0538(6) 0.107(2) Uani 1 1 d . . . H33A H 0.3899 0.3486 -0.0162 0.161 Uiso 1 1 calc R . . H33B H 0.3111 0.3219 0.0576 0.161 Uiso 1 1 calc R . . H33C H 0.4487 0.2949 0.0559 0.161 Uiso 1 1 calc R . . C34 C 0.3813(6) 0.5572(6) 0.1332(7) 0.116(2) Uani 1 1 d . . . H34A H 0.4265 0.6393 0.1789 0.174 Uiso 1 1 calc R . . H34B H 0.2981 0.5386 0.1477 0.174 Uiso 1 1 calc R . . H34C H 0.3612 0.5335 0.0535 0.174 Uiso 1 1 calc R . . N2 N -0.1865(4) 1.0226(4) 1.4717(3) 0.0697(11) Uani 1 1 d . . . N3 N 0.1090(3) 0.7111(3) 0.7952(3) 0.0402(8) Uani 1 1 d . . . N4 N -0.0237(3) 0.6922(3) 0.9108(3) 0.0402(8) Uani 1 1 d . . . N5 N 0.1773(3) 0.5706(3) 0.8025(3) 0.0546(10) Uani 1 1 d . . . H5A H 0.2310 0.5314 0.8079 0.065 Uiso 1 1 calc R . . N6 N 0.0098(4) 0.5283(3) 0.8865(3) 0.0534(10) Uani 1 1 d . . . H6A H 0.0114 0.4707 0.8970 0.064 Uiso 1 1 calc R . . O1 O 0.3316(3) 0.7198(3) 0.8124(3) 0.0643(9) Uani 1 1 d . . . O2 O -0.0367(3) 0.6420(2) 1.0483(2) 0.0506(8) Uani 1 1 d . . . O3 O -0.2432(3) 0.6226(3) 0.7224(3) 0.0680(9) Uani 1 1 d . . . O4 O -0.1178(3) 0.5825(3) 0.6068(3) 0.0750(10) Uani 1 1 d . . . O5 O 0.0096(4) 0.3634(3) 0.6165(3) 0.0950(13) Uani 1 1 d . . . O6 O -0.1742(3) 0.3911(2) 0.6635(3) 0.0693(9) Uani 1 1 d . . . O7 O 0.6175(3) 0.5260(3) 0.1542(4) 0.0912(12) Uani 1 1 d . . . S1 S 0.48801(15) 0.48444(13) 0.16909(14) 0.0876(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C16 0.047(2) 0.052(3) 0.046(3) 0.029(2) 0.019(2) 0.020(2) C17 0.066(3) 0.059(3) 0.083(4) 0.040(3) 0.033(3) 0.019(3) C18 0.067(4) 0.079(4) 0.210(8) 0.100(5) 0.074(5) 0.036(3) C19 0.149(7) 0.180(8) 0.215(9) 0.171(8) 0.129(8) 0.110(7) N1 0.140(5) 0.203(6) 0.099(4) 0.089(4) 0.069(4) 0.087(4) C20 0.079(4) 0.128(5) 0.065(4) 0.032(4) 0.035(3) 0.032(4) C15 0.045(2) 0.041(2) 0.059(3) 0.027(2) 0.019(2) 0.0110(19) C14 0.045(2) 0.035(2) 0.065(3) 0.030(2) 0.021(2) 0.0124(18) C11 0.047(2) 0.045(2) 0.063(3) 0.038(2) 0.028(2) 0.025(2) C10 0.046(2) 0.041(2) 0.049(3) 0.032(2) 0.024(2) 0.0259(19) C9 0.045(2) 0.038(2) 0.052(3) 0.033(2) 0.023(2) 0.0243(18) C8 0.055(3) 0.047(2) 0.050(3) 0.033(2) 0.026(2) 0.029(2) C13 0.057(3) 0.047(2) 0.051(3) 0.027(2) 0.021(2) 0.022(2) C12 0.053(3) 0.038(2) 0.063(3) 0.029(2) 0.018(2) 0.016(2) C7 0.057(3) 0.045(2) 0.052(3) 0.026(2) 0.024(2) 0.028(2) C6 0.069(3) 0.049(3) 0.055(3) 0.028(2) 0.028(3) 0.028(2) C4 0.057(3) 0.054(3) 0.049(3) 0.029(2) 0.025(2) 0.025(2) C3 0.086(3) 0.052(3) 0.059(3) 0.026(2) 0.030(3) 0.017(2) C2 0.089(4) 0.051(3) 0.085(4) 0.035(3) 0.034(3) 0.004(3) C1 0.081(4) 0.072(4) 0.084(4) 0.044(3) 0.047(3) 0.011(3) C5 0.067(3) 0.048(3) 0.060(3) 0.029(2) 0.032(3) 0.016(2) C21 0.055(2) 0.038(2) 0.058(3) 0.035(2) 0.028(2) 0.0190(19) C22 0.050(2) 0.043(2) 0.052(3) 0.033(2) 0.028(2) 0.0250(19) C23 0.046(3) 0.042(2) 0.050(3) 0.024(2) 0.021(2) 0.015(2) C24 0.044(2) 0.035(2) 0.052(3) 0.030(2) 0.018(2) 0.0108(18) C25 0.044(2) 0.039(2) 0.047(2) 0.029(2) 0.020(2) 0.0187(18) C26 0.055(3) 0.038(2) 0.055(3) 0.027(2) 0.020(2) 0.012(2) C27 0.101(5) 0.120(5) 0.064(4) 0.049(4) 0.010(4) 0.021(4) C28 0.136(6) 0.140(7) 0.102(5) 0.077(5) 0.026(5) 0.051(5) C29 0.046(2) 0.038(2) 0.055(3) 0.030(2) 0.022(2) 0.0186(19) C30 0.060(3) 0.039(2) 0.066(3) 0.025(2) 0.029(3) 0.021(2) C31 0.081(4) 0.041(3) 0.095(4) 0.011(3) 0.009(3) -0.001(3) C32 0.080(5) 0.092(5) 0.155(7) 0.030(5) 0.019(5) 0.007(4) C33 0.077(4) 0.066(4) 0.161(6) 0.044(4) 0.040(4) 0.016(3) C34 0.068(4) 0.095(5) 0.186(7) 0.063(5) 0.042(4) 0.046(4) N2 0.080(3) 0.074(3) 0.070(3) 0.038(2) 0.046(2) 0.027(2) N3 0.0455(19) 0.0365(18) 0.052(2) 0.0277(17) 0.0246(17) 0.0159(15) N4 0.051(2) 0.0411(19) 0.049(2) 0.0323(17) 0.0264(17) 0.0234(16) N5 0.050(2) 0.047(2) 0.084(3) 0.041(2) 0.027(2) 0.0248(17) N6 0.086(3) 0.039(2) 0.059(2) 0.0365(19) 0.035(2) 0.0301(19) O1 0.0471(18) 0.059(2) 0.095(3) 0.0406(19) 0.0348(18) 0.0170(15) O2 0.071(2) 0.0484(17) 0.0543(19) 0.0383(15) 0.0297(16) 0.0235(15) O3 0.050(2) 0.080(2) 0.073(2) 0.0381(19) 0.0188(18) 0.0242(17) O4 0.076(2) 0.097(3) 0.054(2) 0.043(2) 0.0185(19) 0.024(2) O5 0.091(3) 0.072(2) 0.090(3) 0.010(2) 0.043(2) 0.026(2) O6 0.066(2) 0.0418(18) 0.080(2) 0.0162(17) 0.0246(19) 0.0116(16) O7 0.056(2) 0.062(2) 0.161(4) 0.062(2) 0.031(2) 0.0227(17) S1 0.0686(9) 0.0731(10) 0.1128(13) 0.0409(9) 0.0261(9) 0.0256(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C16 C17 1.3900 . ? C16 C20 1.3900 . ? C16 C15 1.417(5) . ? C17 C18 1.3900 . ? C17 H17 0.9300 . ? C18 C19 1.3900 . ? C18 H18 0.9300 . ? C19 N1 1.3900 . ? C19 H19 0.9300 . ? N1 C20 1.3900 . ? C20 H20 0.9300 . ? C15 C14 1.172(5) . ? C14 C11 1.438(5) . ? C11 C12 1.403(6) . ? C11 C10 1.405(5) . ? C10 C9 1.406(5) . ? C10 C21 1.519(5) . ? C9 C8 1.409(5) . ? C9 C22 1.507(5) . ? C8 C13 1.402(6) . ? C8 C7 1.436(6) . ? C13 C12 1.368(5) . ? C13 H13 0.9300 . ? C12 H12 0.9300 . ? C7 C6 1.190(5) . ? C6 C4 1.442(6) . ? C4 C5 1.386(6) . ? C4 C3 1.387(6) . ? C3 C2 1.364(6) . ? C3 H3 0.9300 . ? C2 C1 1.362(7) . ? C2 H2 0.9300 . ? C1 N2 1.324(6) . ? C1 H1 0.9300 . ? C5 N2 1.323(5) . ? C5 H5 0.9300 . ? C21 N3 1.460(4) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 N4 1.451(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 O1 1.204(4) . ? C23 N5 1.359(5) . ? C23 N3 1.370(5) . ? C24 O2 1.217(4) . ? C24 N6 1.364(5) . ? C24 N4 1.372(5) . ? C25 N3 1.431(4) . ? C25 N4 1.441(5) . ? C25 C26 1.547(6) . ? C25 C29 1.576(5) . ? C26 O3 1.191(5) . ? C26 O4 1.323(5) . ? C27 C28 1.450(8) . ? C27 O4 1.474(6) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 N5 1.438(5) . ? C29 N6 1.446(5) . ? C29 C30 1.522(6) . ? C30 O5 1.188(5) . ? C30 O6 1.319(5) . ? C31 O6 1.458(6) . ? C31 C32 1.503(8) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 S1 1.725(6) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 S1 1.762(6) . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? N5 H5A 0.8600 . ? N6 H6A 0.8600 . ? O7 S1 1.479(4) . ? 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 C17 C16 C20 120.0 . . ? C17 C16 C15 122.6(3) . . ? C20 C16 C15 117.3(3) . . ? C16 C17 C18 120.0 . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C19 C18 C17 120.0 . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C18 C19 N1 120.0 . . ? C18 C19 H19 120.0 . . ? N1 C19 H19 120.0 . . ? C19 N1 C20 120.0 . . ? N1 C20 C16 120.0 . . ? N1 C20 H20 120.0 . . ? C16 C20 H20 120.0 . . ? C14 C15 C16 177.1(4) . . ? C15 C14 C11 175.8(4) . . ? C12 C11 C10 119.6(4) . . ? C12 C11 C14 118.3(4) . . ? C10 C11 C14 122.2(4) . . ? C11 C10 C9 120.5(4) . . ? C11 C10 C21 119.3(3) . . ? C9 C10 C21 120.2(3) . . ? C10 C9 C8 118.6(4) . . ? C10 C9 C22 122.1(4) . . ? C8 C9 C22 119.2(3) . . ? C13 C8 C9 120.0(4) . . ? C13 C8 C7 119.4(4) . . ? C9 C8 C7 120.5(4) . . ? C12 C13 C8 121.0(4) . . ? C12 C13 H13 119.5 . . ? C8 C13 H13 119.5 . . ? C13 C12 C11 120.2(4) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C6 C7 C8 176.8(5) . . ? C7 C6 C4 175.7(5) . . ? C5 C4 C3 116.8(4) . . ? C5 C4 C6 122.0(4) . . ? C3 C4 C6 121.2(4) . . ? C2 C3 C4 119.5(5) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C1 C2 C3 118.8(5) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? N2 C1 C2 123.7(5) . . ? N2 C1 H1 118.2 . . ? C2 C1 H1 118.2 . . ? N2 C5 C4 124.1(4) . . ? N2 C5 H5 118.0 . . ? C4 C5 H5 118.0 . . ? N3 C21 C10 114.5(3) . . ? N3 C21 H21A 108.6 . . ? C10 C21 H21A 108.6 . . ? N3 C21 H21B 108.6 . . ? C10 C21 H21B 108.6 . . ? H21A C21 H21B 107.6 . . ? N4 C22 C9 114.7(3) . . ? N4 C22 H22A 108.6 . . ? C9 C22 H22A 108.6 . . ? N4 C22 H22B 108.6 . . ? C9 C22 H22B 108.6 . . ? H22A C22 H22B 107.6 . . ? O1 C23 N5 126.9(4) . . ? O1 C23 N3 126.0(4) . . ? N5 C23 N3 107.1(3) . . ? O2 C24 N6 126.3(3) . . ? O2 C24 N4 126.1(4) . . ? N6 C24 N4 107.6(4) . . ? N3 C25 N4 113.9(3) . . ? N3 C25 C26 111.2(3) . . ? N4 C25 C26 110.1(3) . . ? N3 C25 C29 103.3(3) . . ? N4 C25 C29 102.7(3) . . ? C26 C25 C29 115.3(3) . . ? O3 C26 O4 125.8(4) . . ? O3 C26 C25 123.9(4) . . ? O4 C26 C25 110.2(4) . . ? C28 C27 O4 111.4(5) . . ? C28 C27 H27A 109.3 . . ? O4 C27 H27A 109.3 . . ? C28 C27 H27B 109.3 . . ? O4 C27 H27B 109.3 . . ? H27A C27 H27B 108.0 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N5 C29 N6 115.4(3) . . ? N5 C29 C30 111.6(3) . . ? N6 C29 C30 110.3(3) . . ? N5 C29 C25 101.1(3) . . ? N6 C29 C25 101.9(3) . . ? C30 C29 C25 116.1(3) . . ? O5 C30 O6 124.9(4) . . ? O5 C30 C29 123.7(4) . . ? O6 C30 C29 111.4(4) . . ? O6 C31 C32 106.7(5) . . ? O6 C31 H31A 110.4 . . ? C32 C31 H31A 110.4 . . ? O6 C31 H31B 110.4 . . ? C32 C31 H31B 110.4 . . ? H31A C31 H31B 108.6 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? S1 C33 H33A 109.5 . . ? S1 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? S1 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? S1 C34 H34A 109.5 . . ? S1 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? S1 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C5 N2 C1 117.1(4) . . ? C23 N3 C25 112.7(3) . . ? C23 N3 C21 122.3(3) . . ? C25 N3 C21 121.2(3) . . ? C24 N4 C25 113.0(3) . . ? C24 N4 C22 124.2(3) . . ? C25 N4 C22 122.7(3) . . ? C23 N5 C29 114.6(3) . . ? C23 N5 H5A 122.7 . . ? C29 N5 H5A 122.7 . . ? C24 N6 C29 113.5(3) . . ? C24 N6 H6A 123.2 . . ? C29 N6 H6A 123.2 . . ? C26 O4 C27 118.1(4) . . ? C30 O6 C31 116.9(4) . . ? O7 S1 C33 108.1(3) . . ? O7 S1 C34 105.7(3) . . ? C33 S1 C34 97.7(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C20 C16 C17 C18 0.0 . . . . ? C15 C16 C17 C18 176.1(3) . . . . ? C16 C17 C18 C19 0.0 . . . . ? C17 C18 C19 N1 0.0 . . . . ? C18 C19 N1 C20 0.0 . . . . ? C19 N1 C20 C16 0.0 . . . . ? C17 C16 C20 N1 0.0 . . . . ? C15 C16 C20 N1 -176.3(3) . . . . ? C17 C16 C15 C14 -75(9) . . . . ? C20 C16 C15 C14 101(9) . . . . ? C16 C15 C14 C11 100(10) . . . . ? C15 C14 C11 C12 -26(6) . . . . ? C15 C14 C11 C10 154(6) . . . . ? C12 C11 C10 C9 2.2(5) . . . . ? C14 C11 C10 C9 -177.6(3) . . . . ? C12 C11 C10 C21 -178.7(3) . . . . ? C14 C11 C10 C21 1.5(5) . . . . ? C11 C10 C9 C8 0.3(5) . . . . ? C21 C10 C9 C8 -178.8(3) . . . . ? C11 C10 C9 C22 176.8(3) . . . . ? C21 C10 C9 C22 -2.3(5) . . . . ? C10 C9 C8 C13 -2.5(5) . . . . ? C22 C9 C8 C13 -179.1(3) . . . . ? C10 C9 C8 C7 178.3(3) . . . . ? C22 C9 C8 C7 1.7(5) . . . . ? C9 C8 C13 C12 2.2(6) . . . . ? C7 C8 C13 C12 -178.6(3) . . . . ? C8 C13 C12 C11 0.3(6) . . . . ? C10 C11 C12 C13 -2.5(5) . . . . ? C14 C11 C12 C13 177.3(3) . . . . ? C13 C8 C7 C6 162(7) . . . . ? C9 C8 C7 C6 -19(8) . . . . ? C8 C7 C6 C4 43(12) . . . . ? C7 C6 C4 C5 -172(6) . . . . ? C7 C6 C4 C3 7(6) . . . . ? C5 C4 C3 C2 -1.1(7) . . . . ? C6 C4 C3 C2 179.6(4) . . . . ? C4 C3 C2 C1 0.6(8) . . . . ? C3 C2 C1 N2 0.8(9) . . . . ? C3 C4 C5 N2 0.3(7) . . . . ? C6 C4 C5 N2 179.7(4) . . . . ? C11 C10 C21 N3 123.4(4) . . . . ? C9 C10 C21 N3 -57.5(4) . . . . ? C10 C9 C22 N4 58.9(5) . . . . ? C8 C9 C22 N4 -124.6(4) . . . . ? N3 C25 C26 O3 -135.0(4) . . . . ? N4 C25 C26 O3 -7.8(5) . . . . ? C29 C25 C26 O3 107.9(4) . . . . ? N3 C25 C26 O4 45.3(4) . . . . ? N4 C25 C26 O4 172.5(3) . . . . ? C29 C25 C26 O4 -71.8(4) . . . . ? N3 C25 C29 N5 10.0(4) . . . . ? N4 C25 C29 N5 -108.7(3) . . . . ? C26 C25 C29 N5 131.5(3) . . . . ? N3 C25 C29 N6 129.2(3) . . . . ? N4 C25 C29 N6 10.5(4) . . . . ? C26 C25 C29 N6 -109.3(4) . . . . ? N3 C25 C29 C30 -110.9(4) . . . . ? N4 C25 C29 C30 130.4(3) . . . . ? C26 C25 C29 C30 10.6(5) . . . . ? N5 C29 C30 O5 6.1(6) . . . . ? N6 C29 C30 O5 -123.6(5) . . . . ? C25 C29 C30 O5 121.1(5) . . . . ? N5 C29 C30 O6 -174.4(3) . . . . ? N6 C29 C30 O6 56.0(4) . . . . ? C25 C29 C30 O6 -59.3(5) . . . . ? C4 C5 N2 C1 0.9(7) . . . . ? C2 C1 N2 C5 -1.5(8) . . . . ? O1 C23 N3 C25 -173.9(4) . . . . ? N5 C23 N3 C25 7.2(4) . . . . ? O1 C23 N3 C21 -15.9(6) . . . . ? N5 C23 N3 C21 165.2(3) . . . . ? N4 C25 N3 C23 99.7(4) . . . . ? C26 C25 N3 C23 -135.2(3) . . . . ? C29 C25 N3 C23 -11.0(4) . . . . ? N4 C25 N3 C21 -58.5(4) . . . . ? C26 C25 N3 C21 66.6(4) . . . . ? C29 C25 N3 C21 -169.2(3) . . . . ? C10 C21 N3 C23 -78.3(4) . . . . ? C10 C21 N3 C25 77.8(4) . . . . ? O2 C24 N4 C25 -175.6(4) . . . . ? N6 C24 N4 C25 2.6(4) . . . . ? O2 C24 N4 C22 8.6(6) . . . . ? N6 C24 N4 C22 -173.2(3) . . . . ? N3 C25 N4 C24 -119.5(3) . . . . ? C26 C25 N4 C24 114.9(3) . . . . ? C29 C25 N4 C24 -8.5(4) . . . . ? N3 C25 N4 C22 56.4(4) . . . . ? C26 C25 N4 C22 -69.3(4) . . . . ? C29 C25 N4 C22 167.4(3) . . . . ? C9 C22 N4 C24 101.7(4) . . . . ? C9 C22 N4 C25 -73.7(4) . . . . ? O1 C23 N5 C29 -178.5(4) . . . . ? N3 C23 N5 C29 0.4(5) . . . . ? N6 C29 N5 C23 -115.7(4) . . . . ? C30 C29 N5 C23 117.3(4) . . . . ? C25 C29 N5 C23 -6.7(4) . . . . ? O2 C24 N6 C29 -176.4(4) . . . . ? N4 C24 N6 C29 5.4(5) . . . . ? N5 C29 N6 C24 98.4(4) . . . . ? C30 C29 N6 C24 -134.0(4) . . . . ? C25 C29 N6 C24 -10.1(4) . . . . ? O3 C26 O4 C27 0.2(7) . . . . ? C25 C26 O4 C27 179.8(4) . . . . ? C28 C27 O4 C26 82.5(6) . . . . ? O5 C30 O6 C31 -7.5(7) . . . . ? C29 C30 O6 C31 173.0(4) . . . . ? C32 C31 O6 C30 -172.5(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N5 H5A O7 0.86 1.98 2.825(5) 167.7 2_666 N6 H6A O2 0.86 2.02 2.871(4) 169.5 2_567 C22 H22B O3 0.97 2.60 3.135(5) 115.0 . _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.711 _refine_diff_density_min -0.452 _refine_diff_density_rms 0.064 _database_code_depnum_ccdc_archive 'CCDC 951242' ####################################################################### # # 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_2a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H46 N6 O9' _chemical_formula_weight 886.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9810(9) _cell_length_b 12.4978(12) _cell_length_c 20.847(2) _cell_angle_alpha 84.296(2) _cell_angle_beta 78.149(2) _cell_angle_gamma 76.410(2) _cell_volume 2222.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 4362 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 28.12 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 932 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9818 _exptl_absorpt_correction_T_max 0.9818 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14382 _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_av_sigmaI/netI 0.0424 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8594 _reflns_number_gt 7314 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0633P)^2^+1.6046P] 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 8594 _refine_ls_number_parameters 644 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0796 _refine_ls_R_factor_gt 0.0681 _refine_ls_wR_factor_ref 0.1626 _refine_ls_wR_factor_gt 0.1556 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_restrained_S_all 1.104 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.7104(3) -0.2998(2) 0.26604(12) 0.0391(6) Uani 1 1 d . . . H1 H 1.7628 -0.3147 0.2223 0.047 Uiso 1 1 calc R . . C2 C 1.7660(3) -0.2352(2) 0.30121(13) 0.0390(6) Uani 1 1 d . . . H2 H 1.8554 -0.2068 0.2821 0.047 Uiso 1 1 calc R . . C3 C 1.6904(3) -0.2123(2) 0.36444(12) 0.0360(6) Uani 1 1 d . . . H3 H 1.7264 -0.1674 0.3895 0.043 Uiso 1 1 calc R . . C4 C 1.5599(3) -0.2559(2) 0.39127(12) 0.0346(6) Uani 1 1 d . . . C5 C 1.5134(3) -0.3202(2) 0.35194(13) 0.0398(7) Uani 1 1 d . . . H5A H 1.4247 -0.3502 0.3697 0.048 Uiso 1 1 calc R . . C6 C 1.4768(3) -0.2337(2) 0.45648(13) 0.0385(6) Uani 1 1 d . . . C7 C 1.4117(3) -0.2141(2) 0.51166(13) 0.0398(6) Uani 1 1 d . . . C8 C 1.3338(3) -0.1882(2) 0.57716(12) 0.0341(6) Uani 1 1 d . . . C9 C 1.3811(3) -0.1145(3) 0.61096(13) 0.0408(7) Uani 1 1 d . . . H9 H 1.4696 -0.0854 0.5914 0.049 Uiso 1 1 calc R . . C10 C 1.3006(3) -0.0839(2) 0.67223(13) 0.0375(6) Uani 1 1 d . . . H10 H 1.3337 -0.0336 0.6946 0.045 Uiso 1 1 calc R . . C11 C 1.1706(3) -0.1260(2) 0.70199(11) 0.0285(5) Uani 1 1 d . . . C12 C 1.1259(3) -0.2018(2) 0.66923(12) 0.0310(5) Uani 1 1 d . . . H12 H 1.0389 -0.2322 0.6892 0.037 Uiso 1 1 calc R . . C13 C 1.2075(3) -0.2328(2) 0.60795(12) 0.0332(6) Uani 1 1 d . . . H13 H 1.1771 -0.2855 0.5864 0.040 Uiso 1 1 calc R . . C14 C 1.0803(3) -0.0881(2) 0.76439(12) 0.0288(5) Uani 1 1 d . . . C15 C 1.0030(3) -0.05509(19) 0.81461(11) 0.0257(5) Uani 1 1 d . . . C16 C 0.9092(3) -0.02370(18) 0.87751(11) 0.0226(5) Uani 1 1 d . . . C17 C 0.9231(2) 0.06766(18) 0.90880(10) 0.0204(5) Uani 1 1 d . . . C18 C 0.8352(2) 0.09034(17) 0.97177(10) 0.0199(4) Uani 1 1 d . . . C19 C 0.7331(2) 0.02345(18) 1.00267(10) 0.0217(5) Uani 1 1 d . . . C20 C 0.7183(3) -0.06564(19) 0.97010(11) 0.0256(5) Uani 1 1 d . . . H20 H 0.6474 -0.1100 0.9906 0.031 Uiso 1 1 calc R . . C21 C 0.8054(3) -0.08909(19) 0.90882(11) 0.0251(5) Uani 1 1 d . . . H21 H 0.7952 -0.1500 0.8875 0.030 Uiso 1 1 calc R . . C22 C 0.6445(3) 0.04160(18) 1.06818(11) 0.0237(5) Uani 1 1 d . . . C23 C 0.5701(3) 0.0518(2) 1.12215(12) 0.0279(5) Uani 1 1 d . . . C24 C 0.4791(3) 0.0652(2) 1.18742(11) 0.0293(5) Uani 1 1 d . . . C25 C 0.4106(3) 0.1701(2) 1.20974(13) 0.0374(6) Uani 1 1 d . . . H25 H 0.4224 0.2334 1.1816 0.045 Uiso 1 1 calc R . . C26 C 0.3255(3) 0.1821(2) 1.27290(13) 0.0408(7) Uani 1 1 d . . . H26 H 0.2776 0.2539 1.2875 0.049 Uiso 1 1 calc R . . C27 C 0.3087(3) 0.0911(2) 1.31529(12) 0.0354(6) Uani 1 1 d . . . C28 C 0.3727(3) -0.0134(2) 1.29232(13) 0.0387(6) Uani 1 1 d . . . H28 H 0.3585 -0.0764 1.3203 0.046 Uiso 1 1 calc R . . C29 C 0.4568(3) -0.0265(2) 1.22923(12) 0.0360(6) Uani 1 1 d . . . H29 H 0.4999 -0.0986 1.2141 0.043 Uiso 1 1 calc R . . C30 C 0.2287(3) 0.1069(3) 1.38207(13) 0.0421(7) Uani 1 1 d . . . C31 C 0.1651(3) 0.1237(3) 1.43732(13) 0.0417(7) Uani 1 1 d . . . C32 C 0.0816(3) 0.1511(2) 1.50213(12) 0.0374(6) Uani 1 1 d . . . C33 C 0.0593(3) 0.0731(3) 1.55321(13) 0.0387(6) Uani 1 1 d . . . H33 H 0.1018 -0.0030 1.5469 0.046 Uiso 1 1 calc R . . C34 C -0.0260(3) 0.1080(3) 1.61356(13) 0.0401(7) Uani 1 1 d . . . H34 H -0.0419 0.0560 1.6493 0.048 Uiso 1 1 calc R . . C35 C -0.0870(3) 0.2181(3) 1.62126(13) 0.0432(7) Uani 1 1 d . . . H35 H -0.1451 0.2408 1.6630 0.052 Uiso 1 1 calc R . . C36 C 0.0150(3) 0.2605(3) 1.51458(13) 0.0434(7) Uani 1 1 d . . . H36 H 0.0296 0.3144 1.4798 0.052 Uiso 1 1 calc R . . C37 C 1.0377(2) 0.13735(18) 0.87473(11) 0.0221(5) Uani 1 1 d . . . H37A H 1.1198 0.1298 0.9012 0.026 Uiso 1 1 calc R . . H37B H 1.0888 0.1071 0.8316 0.026 Uiso 1 1 calc R . . C38 C 0.8518(3) 0.18567(17) 1.00763(10) 0.0204(5) Uani 1 1 d . . . H38A H 0.7816 0.1884 1.0510 0.024 Uiso 1 1 calc R . . H38B H 0.9602 0.1721 1.0152 0.024 Uiso 1 1 calc R . . C39 C 0.8707(3) 0.28890(19) 0.81966(10) 0.0230(5) Uani 1 1 d . . . C40 C 0.6804(3) 0.36928(18) 0.98814(11) 0.0228(5) Uani 1 1 d . . . C41 C 0.9258(2) 0.32680(18) 0.91807(10) 0.0207(5) Uani 1 1 d . . . C42 C 1.0658(3) 0.34564(18) 0.94507(11) 0.0231(5) Uani 1 1 d . . . C43 C 1.3387(3) 0.3256(2) 0.93029(13) 0.0317(6) Uani 1 1 d . . . H43A H 1.3295 0.3054 0.9779 0.038 Uiso 1 1 calc R . . H43B H 1.3470 0.4036 0.9228 0.038 Uiso 1 1 calc R . . C44 C 1.4794(3) 0.2526(2) 0.89241(13) 0.0345(6) Uani 1 1 d . . . H44A H 1.4672 0.1762 0.8983 0.052 Uiso 1 1 calc R . . H44B H 1.5726 0.2578 0.9085 0.052 Uiso 1 1 calc R . . H44C H 1.4906 0.2762 0.8457 0.052 Uiso 1 1 calc R . . C45 C 0.8193(3) 0.43345(18) 0.89095(10) 0.0227(5) Uani 1 1 d . . . C46 C 0.8821(3) 0.53854(19) 0.87112(12) 0.0283(5) Uani 1 1 d . A . C47 C 1.1084(6) 0.6031(4) 0.8119(2) 0.0373(10) Uani 0.73 1 d P A 1 H47A H 1.0302 0.6630 0.7950 0.045 Uiso 0.73 1 calc PR A 1 H47B H 1.1893 0.5732 0.7743 0.045 Uiso 0.73 1 calc PR A 1 C48 C 1.1798(6) 0.6461(4) 0.8589(2) 0.0474(10) Uani 0.73 1 d P A 1 H48A H 1.1001 0.6711 0.8973 0.071 Uiso 0.73 1 calc PR A 1 H48B H 1.2244 0.7081 0.8377 0.071 Uiso 0.73 1 calc PR A 1 H48C H 1.2625 0.5876 0.8728 0.071 Uiso 0.73 1 calc PR A 1 C47' C 1.0724(17) 0.6283(11) 0.8422(7) 0.044(3) Uani 0.27 1 d P A 2 H47C H 1.0221 0.6783 0.8091 0.053 Uiso 0.27 1 calc PR A 2 H47D H 1.0381 0.6622 0.8853 0.053 Uiso 0.27 1 calc PR A 2 C48' C 1.2474(15) 0.6051(10) 0.8222(6) 0.047(3) Uani 0.27 1 d P A 2 H48D H 1.2948 0.5837 0.8612 0.071 Uiso 0.27 1 calc PR A 2 H48E H 1.2792 0.6715 0.8003 0.071 Uiso 0.27 1 calc PR A 2 H48F H 1.2822 0.5451 0.7920 0.071 Uiso 0.27 1 calc PR A 2 C49 C 0.4573(18) 0.429(2) 0.2701(14) 0.083(4) Uani 0.69 1 d P B 1 H49A H 0.5532 0.3712 0.2633 0.124 Uiso 0.69 1 calc PR B 1 H49B H 0.3698 0.3998 0.2633 0.124 Uiso 0.69 1 calc PR B 1 H49C H 0.4366 0.4533 0.3149 0.124 Uiso 0.69 1 calc PR B 1 O7 O 0.4751(4) 0.5189(3) 0.2250(2) 0.0409(8) Uani 0.69 1 d P B 1 H7 H 0.5024 0.5665 0.2431 0.061 Uiso 0.69 1 calc PR B 1 C49' C 0.503(4) 0.415(5) 0.278(3) 0.083(9) Uani 0.31 1 d P C 2 H49D H 0.5987 0.4324 0.2857 0.124 Uiso 0.31 1 calc PR C 2 H49E H 0.5292 0.3629 0.2433 0.124 Uiso 0.31 1 calc PR C 2 H49F H 0.4503 0.3826 0.3185 0.124 Uiso 0.31 1 calc PR C 2 O7' O 0.4019(14) 0.5143(11) 0.2584(5) 0.077(3) Uani 0.31 1 d P C 2 H7' H 0.4211 0.5239 0.2174 0.115 Uiso 0.31 1 calc PR C 2 C50 C 0.7074(7) 0.5362(5) 0.5245(3) 0.145(3) Uani 1 1 d . . . H50A H 0.6325 0.6070 0.5307 0.217 Uiso 1 1 calc R . . H50B H 0.6526 0.4791 0.5197 0.217 Uiso 1 1 calc R . . H50C H 0.7860 0.5422 0.4848 0.217 Uiso 1 1 calc R . . C51 C 0.9677(6) 0.4926(3) 0.3329(2) 0.0848(13) Uani 1 1 d . . . H51A H 0.9277 0.5451 0.3676 0.127 Uiso 1 1 calc R . . H51B H 0.8802 0.4759 0.3174 0.127 Uiso 1 1 calc R . . H51C H 1.0336 0.5249 0.2963 0.127 Uiso 1 1 calc R . . N1 N 1.5861(3) -0.3425(2) 0.29058(11) 0.0411(6) Uani 1 1 d . . . N2 N -0.0687(3) 0.2952(2) 1.57269(11) 0.0457(6) Uani 1 1 d . . . N3 N 0.9700(2) 0.25453(15) 0.86437(8) 0.0206(4) Uani 1 1 d . . . N4 N 0.8158(2) 0.29126(15) 0.97235(9) 0.0212(4) Uani 1 1 d . . . N5 N 0.7917(2) 0.39403(16) 0.83203(9) 0.0254(4) Uani 1 1 d . . . H5 H 0.7298 0.4343 0.8068 0.030 Uiso 1 1 calc R . . N6 N 0.6852(2) 0.45494(16) 0.94269(9) 0.0272(4) Uani 1 1 d . . . H6 H 0.6138 0.5169 0.9448 0.033 Uiso 1 1 calc R . . O1 O 0.8621(2) 0.23389(14) 0.77633(8) 0.0320(4) Uani 1 1 d . . . O2 O 0.57527(19) 0.36116(13) 1.03439(8) 0.0300(4) Uani 1 1 d . . . O3 O 1.0461(2) 0.38506(16) 0.99672(9) 0.0371(4) Uani 1 1 d . . . O4 O 1.20255(18) 0.30981(14) 0.90691(8) 0.0276(4) Uani 1 1 d . . . O5 O 0.7978(2) 0.62806(15) 0.87468(10) 0.0449(5) Uani 1 1 d . . . O6 O 1.0333(2) 0.51574(16) 0.84630(10) 0.0448(5) Uani 1 1 d . . . O8 O 0.7803(5) 0.5080(3) 0.5788(2) 0.1189(13) Uani 1 1 d . . . H8 H 0.8286 0.4417 0.5776 0.178 Uiso 1 1 calc R . . O9 O 1.0550(4) 0.3965(2) 0.35733(16) 0.0820(8) Uani 1 1 d . . . H9A H 1.1144 0.4123 0.3795 0.123 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0364(14) 0.0563(18) 0.0220(13) -0.0088(12) 0.0023(11) -0.0087(13) C2 0.0329(14) 0.0516(17) 0.0313(14) -0.0031(12) 0.0002(11) -0.0119(12) C3 0.0353(14) 0.0451(16) 0.0286(13) -0.0087(12) -0.0044(11) -0.0095(12) C4 0.0315(13) 0.0445(15) 0.0250(13) -0.0095(11) 0.0002(10) -0.0039(11) C5 0.0343(14) 0.0566(18) 0.0304(14) -0.0087(13) 0.0004(11) -0.0166(13) C6 0.0353(14) 0.0509(17) 0.0280(14) -0.0101(12) -0.0007(11) -0.0080(12) C7 0.0363(14) 0.0473(17) 0.0340(15) -0.0103(13) -0.0008(12) -0.0073(12) C8 0.0329(13) 0.0416(15) 0.0237(12) -0.0103(11) -0.0009(10) -0.0005(11) C9 0.0307(14) 0.0590(19) 0.0329(14) -0.0107(13) 0.0022(11) -0.0138(13) C10 0.0369(14) 0.0462(16) 0.0307(14) -0.0126(12) -0.0026(11) -0.0106(12) C11 0.0294(12) 0.0314(13) 0.0217(12) -0.0058(10) -0.0010(10) -0.0022(10) C12 0.0329(13) 0.0334(13) 0.0257(12) -0.0048(10) -0.0015(10) -0.0074(11) C13 0.0391(14) 0.0333(14) 0.0272(13) -0.0089(11) -0.0046(11) -0.0061(11) C14 0.0315(13) 0.0274(12) 0.0265(13) -0.0029(10) -0.0024(10) -0.0062(10) C15 0.0304(12) 0.0203(11) 0.0268(12) -0.0033(9) -0.0058(10) -0.0050(9) C16 0.0244(11) 0.0224(11) 0.0191(11) -0.0029(9) -0.0042(9) -0.0002(9) C17 0.0209(11) 0.0199(11) 0.0180(11) -0.0022(8) -0.0030(8) 0.0003(9) C18 0.0206(10) 0.0187(11) 0.0190(11) -0.0019(9) -0.0055(8) 0.0003(8) C19 0.0214(11) 0.0232(11) 0.0183(11) 0.0006(9) -0.0047(8) -0.0005(9) C20 0.0266(12) 0.0235(12) 0.0268(12) 0.0019(10) -0.0037(9) -0.0080(9) C21 0.0301(12) 0.0236(12) 0.0232(12) -0.0047(9) -0.0067(9) -0.0058(10) C22 0.0230(11) 0.0219(11) 0.0259(12) 0.0036(9) -0.0046(9) -0.0064(9) C23 0.0266(12) 0.0281(13) 0.0272(13) -0.0010(10) -0.0040(10) -0.0033(10) C24 0.0272(12) 0.0391(14) 0.0209(12) -0.0034(10) -0.0031(9) -0.0061(11) C25 0.0415(15) 0.0368(15) 0.0282(13) 0.0001(11) -0.0017(11) -0.0023(12) C26 0.0414(15) 0.0419(16) 0.0324(14) -0.0120(12) 0.0012(12) 0.0009(12) C27 0.0287(13) 0.0541(17) 0.0221(12) -0.0046(12) -0.0002(10) -0.0095(12) C28 0.0421(15) 0.0441(16) 0.0286(14) 0.0005(12) 0.0001(11) -0.0140(13) C29 0.0400(15) 0.0377(15) 0.0275(13) -0.0046(11) 0.0019(11) -0.0089(12) C30 0.0337(14) 0.0623(19) 0.0296(14) -0.0061(13) -0.0017(11) -0.0117(13) C31 0.0357(14) 0.065(2) 0.0243(14) -0.0067(13) -0.0009(11) -0.0138(14) C32 0.0294(13) 0.0566(18) 0.0275(13) -0.0091(12) -0.0025(10) -0.0116(12) C33 0.0343(14) 0.0514(17) 0.0315(14) -0.0035(12) -0.0044(11) -0.0124(13) C34 0.0386(15) 0.0588(19) 0.0235(13) 0.0036(12) -0.0058(11) -0.0145(14) C35 0.0367(15) 0.073(2) 0.0190(13) -0.0073(13) -0.0017(11) -0.0107(14) C36 0.0510(17) 0.0556(19) 0.0251(14) 0.0016(13) -0.0062(12) -0.0171(15) C37 0.0204(11) 0.0235(11) 0.0187(11) -0.0045(9) 0.0020(8) -0.0011(9) C38 0.0238(11) 0.0215(11) 0.0140(10) -0.0006(8) -0.0014(8) -0.0034(9) C39 0.0225(11) 0.0297(12) 0.0167(11) 0.0001(9) 0.0003(9) -0.0093(9) C40 0.0247(11) 0.0232(11) 0.0205(11) -0.0059(9) -0.0043(9) -0.0032(9) C41 0.0227(11) 0.0203(11) 0.0178(11) -0.0010(9) -0.0020(9) -0.0036(9) C42 0.0276(12) 0.0189(11) 0.0221(12) 0.0002(9) -0.0045(9) -0.0041(9) C43 0.0302(13) 0.0297(13) 0.0406(14) -0.0022(11) -0.0122(11) -0.0123(11) C44 0.0269(13) 0.0439(15) 0.0363(14) -0.0007(12) -0.0062(11) -0.0155(11) C45 0.0253(11) 0.0235(12) 0.0192(11) -0.0004(9) -0.0050(9) -0.0046(9) C46 0.0368(14) 0.0236(12) 0.0272(12) 0.0029(10) -0.0125(10) -0.0077(11) C47 0.035(2) 0.042(3) 0.034(3) 0.008(2) 0.004(2) -0.019(2) C48 0.068(3) 0.048(3) 0.034(2) -0.003(2) -0.004(2) -0.032(2) C47' 0.049(8) 0.042(7) 0.036(8) 0.003(6) 0.012(6) -0.019(6) C48' 0.068(8) 0.048(7) 0.034(6) -0.003(5) -0.004(6) -0.032(6) C49 0.048(9) 0.064(8) 0.132(10) 0.002(6) -0.011(8) -0.012(8) O7 0.045(2) 0.0326(17) 0.053(2) -0.0094(17) -0.0268(16) -0.0047(15) C49' 0.048(19) 0.064(15) 0.13(2) 0.002(13) -0.011(16) -0.012(16) O7' 0.082(8) 0.073(7) 0.068(7) -0.015(6) -0.043(6) 0.027(6) C50 0.138(5) 0.122(5) 0.190(7) 0.066(5) -0.106(5) -0.026(4) C51 0.117(4) 0.059(2) 0.084(3) 0.002(2) -0.034(3) -0.021(2) N1 0.0407(13) 0.0546(15) 0.0296(12) -0.0129(11) -0.0016(10) -0.0136(11) N2 0.0527(15) 0.0535(15) 0.0285(12) -0.0097(11) -0.0051(11) -0.0059(12) N3 0.0220(9) 0.0227(10) 0.0164(9) -0.0029(7) -0.0006(7) -0.0052(8) N4 0.0222(9) 0.0199(9) 0.0189(9) -0.0022(7) -0.0007(7) -0.0018(7) N5 0.0283(10) 0.0256(10) 0.0223(10) 0.0009(8) -0.0101(8) -0.0026(8) N6 0.0276(10) 0.0218(10) 0.0254(10) 0.0009(8) 0.0001(8) 0.0029(8) O1 0.0370(10) 0.0386(10) 0.0212(8) -0.0091(7) -0.0050(7) -0.0071(8) O2 0.0273(9) 0.0298(9) 0.0244(9) -0.0008(7) 0.0047(7) 0.0020(7) O3 0.0358(10) 0.0446(11) 0.0338(10) -0.0167(8) -0.0049(8) -0.0099(8) O4 0.0223(8) 0.0371(9) 0.0253(8) -0.0047(7) -0.0045(7) -0.0088(7) O5 0.0488(12) 0.0255(10) 0.0596(13) 0.0044(9) -0.0135(10) -0.0063(9) O6 0.0350(10) 0.0389(11) 0.0608(13) 0.0178(9) -0.0089(9) -0.0170(8) O8 0.142(3) 0.067(2) 0.149(3) -0.020(2) -0.073(3) 0.022(2) O9 0.092(2) 0.0505(15) 0.104(2) -0.0009(15) -0.0164(17) -0.0186(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.335(3) . ? C1 C2 1.378(4) . ? C1 H1 0.9500 . ? C2 C3 1.377(3) . ? C2 H2 0.9500 . ? C3 C4 1.398(4) . ? C3 H3 0.9500 . ? C4 C5 1.387(4) . ? C4 C6 1.429(3) . ? C5 N1 1.335(3) . ? C5 H5A 0.9500 . ? C6 C7 1.199(4) . ? C7 C8 1.431(3) . ? C8 C13 1.392(4) . ? C8 C9 1.401(4) . ? C9 C10 1.374(4) . ? C9 H9 0.9500 . ? C10 C11 1.398(4) . ? C10 H10 0.9500 . ? C11 C12 1.394(3) . ? C11 C14 1.443(3) . ? C12 C13 1.378(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C15 1.184(3) . ? C15 C16 1.441(3) . ? C16 C21 1.402(3) . ? C16 C17 1.412(3) . ? C17 C18 1.404(3) . ? C17 C37 1.523(3) . ? C18 C19 1.402(3) . ? C18 C38 1.519(3) . ? C19 C20 1.406(3) . ? C19 C22 1.443(3) . ? C20 C21 1.373(3) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C23 1.187(3) . ? C23 C24 1.439(3) . ? C24 C25 1.392(4) . ? C24 C29 1.397(4) . ? C25 C26 1.383(4) . ? C25 H25 0.9500 . ? C26 C27 1.386(4) . ? C26 H26 0.9500 . ? C27 C28 1.387(4) . ? C27 C30 1.439(3) . ? C28 C29 1.380(3) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 C31 1.191(4) . ? C31 C32 1.435(3) . ? C32 C36 1.385(4) . ? C32 C33 1.386(4) . ? C33 C34 1.384(4) . ? C33 H33 0.9500 . ? C34 C35 1.368(4) . ? C34 H34 0.9500 . ? C35 N2 1.339(4) . ? C35 H35 0.9500 . ? C36 N2 1.341(3) . ? C36 H36 0.9500 . ? C37 N3 1.461(3) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 N4 1.446(3) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 O1 1.213(3) . ? C39 N5 1.360(3) . ? C39 N3 1.389(3) . ? C40 O2 1.218(3) . ? C40 N6 1.360(3) . ? C40 N4 1.371(3) . ? C41 N3 1.441(3) . ? C41 N4 1.449(3) . ? C41 C42 1.552(3) . ? C41 C45 1.576(3) . ? C42 O3 1.191(3) . ? C42 O4 1.324(3) . ? C43 O4 1.466(3) . ? C43 C44 1.498(4) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 N6 1.435(3) . ? C45 N5 1.455(3) . ? C45 C46 1.536(3) . ? C46 O5 1.194(3) . ? C46 O6 1.324(3) . ? C47 O6 1.467(5) . ? C47 C48 1.478(6) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C47' C48' 1.506(19) . ? C47' O6 1.519(14) . ? C47' H47C 0.9900 . ? C47' H47D 0.9900 . ? C48' H48D 0.9800 . ? C48' H48E 0.9800 . ? C48' H48F 0.9800 . ? C49 O7 1.41(2) . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? O7 H7 0.8400 . ? C49' O7' 1.43(4) . ? C49' H49D 0.9800 . ? C49' H49E 0.9800 . ? C49' H49F 0.9800 . ? O7' H7' 0.8400 . ? C50 O8 1.397(6) . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 O9 1.385(5) . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? N5 H5 0.8800 . ? N6 H6 0.8800 . ? O8 H8 0.8400 . ? O9 H9A 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 123.0(2) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C3 C2 C1 119.1(2) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C2 C3 C4 119.0(2) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C5 C4 C3 117.5(2) . . ? C5 C4 C6 121.5(2) . . ? C3 C4 C6 121.1(2) . . ? N1 C5 C4 123.7(2) . . ? N1 C5 H5A 118.1 . . ? C4 C5 H5A 118.1 . . ? C7 C6 C4 177.7(3) . . ? C6 C7 C8 178.8(3) . . ? C13 C8 C9 118.6(2) . . ? C13 C8 C7 121.2(2) . . ? C9 C8 C7 120.2(2) . . ? C10 C9 C8 120.5(2) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C9 C10 C11 120.6(2) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C12 C11 C10 119.0(2) . . ? C12 C11 C14 120.6(2) . . ? C10 C11 C14 120.4(2) . . ? C13 C12 C11 120.3(2) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C12 C13 C8 121.0(2) . . ? C12 C13 H13 119.5 . . ? C8 C13 H13 119.5 . . ? C15 C14 C11 178.0(3) . . ? C14 C15 C16 175.5(3) . . ? C21 C16 C17 119.9(2) . . ? C21 C16 C15 118.1(2) . . ? C17 C16 C15 122.0(2) . . ? C18 C17 C16 119.4(2) . . ? C18 C17 C37 121.11(19) . . ? C16 C17 C37 119.46(18) . . ? C19 C18 C17 120.0(2) . . ? C19 C18 C38 119.37(18) . . ? C17 C18 C38 120.61(19) . . ? C18 C19 C20 119.7(2) . . ? C18 C19 C22 121.8(2) . . ? C20 C19 C22 118.4(2) . . ? C21 C20 C19 120.5(2) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C20 C21 C16 120.4(2) . . ? C20 C21 H21 119.8 . . ? C16 C21 H21 119.8 . . ? C23 C22 C19 177.0(2) . . ? C22 C23 C24 179.5(3) . . ? C25 C24 C29 118.9(2) . . ? C25 C24 C23 120.4(2) . . ? C29 C24 C23 120.7(2) . . ? C26 C25 C24 119.9(3) . . ? C26 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? C25 C26 C27 121.2(3) . . ? C25 C26 H26 119.4 . . ? C27 C26 H26 119.4 . . ? C26 C27 C28 118.8(2) . . ? C26 C27 C30 119.6(3) . . ? C28 C27 C30 121.6(3) . . ? C29 C28 C27 120.6(3) . . ? C29 C28 H28 119.7 . . ? C27 C28 H28 119.7 . . ? C28 C29 C24 120.5(2) . . ? C28 C29 H29 119.7 . . ? C24 C29 H29 119.7 . . ? C31 C30 C27 177.2(3) . . ? C30 C31 C32 175.9(3) . . ? C36 C32 C33 117.5(2) . . ? C36 C32 C31 119.0(3) . . ? C33 C32 C31 123.5(3) . . ? C34 C33 C32 119.0(3) . . ? C34 C33 H33 120.5 . . ? C32 C33 H33 120.5 . . ? C35 C34 C33 119.4(3) . . ? C35 C34 H34 120.3 . . ? C33 C34 H34 120.3 . . ? N2 C35 C34 123.0(2) . . ? N2 C35 H35 118.5 . . ? C34 C35 H35 118.5 . . ? N2 C36 C32 124.1(3) . . ? N2 C36 H36 117.9 . . ? C32 C36 H36 117.9 . . ? N3 C37 C17 115.39(17) . . ? N3 C37 H37A 108.4 . . ? C17 C37 H37A 108.4 . . ? N3 C37 H37B 108.4 . . ? C17 C37 H37B 108.4 . . ? H37A C37 H37B 107.5 . . ? N4 C38 C18 113.30(17) . . ? N4 C38 H38A 108.9 . . ? C18 C38 H38A 108.9 . . ? N4 C38 H38B 108.9 . . ? C18 C38 H38B 108.9 . . ? H38A C38 H38B 107.7 . . ? O1 C39 N5 127.2(2) . . ? O1 C39 N3 124.6(2) . . ? N5 C39 N3 108.13(18) . . ? O2 C40 N6 127.0(2) . . ? O2 C40 N4 125.3(2) . . ? N6 C40 N4 107.68(19) . . ? N3 C41 N4 113.18(18) . . ? N3 C41 C42 113.97(17) . . ? N4 C41 C42 108.55(17) . . ? N3 C41 C45 103.95(17) . . ? N4 C41 C45 100.82(16) . . ? C42 C41 C45 115.72(18) . . ? O3 C42 O4 125.7(2) . . ? O3 C42 C41 120.8(2) . . ? O4 C42 C41 113.51(18) . . ? O4 C43 C44 107.09(19) . . ? O4 C43 H43A 110.3 . . ? C44 C43 H43A 110.3 . . ? O4 C43 H43B 110.3 . . ? C44 C43 H43B 110.3 . . ? H43A C43 H43B 108.6 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? N6 C45 N5 114.68(19) . . ? N6 C45 C46 109.95(19) . . ? N5 C45 C46 107.79(18) . . ? N6 C45 C41 103.26(17) . . ? N5 C45 C41 101.14(17) . . ? C46 C45 C41 120.08(19) . . ? O5 C46 O6 126.3(2) . . ? O5 C46 C45 121.7(2) . . ? O6 C46 C45 111.8(2) . . ? O6 C47 C48 108.2(4) . . ? O6 C47 H47A 110.1 . . ? C48 C47 H47A 110.1 . . ? O6 C47 H47B 110.1 . . ? C48 C47 H47B 110.1 . . ? H47A C47 H47B 108.4 . . ? C48' C47' O6 104.2(10) . . ? C48' C47' H47C 110.9 . . ? O6 C47' H47C 110.9 . . ? C48' C47' H47D 110.9 . . ? O6 C47' H47D 110.9 . . ? H47C C47' H47D 108.9 . . ? C47' C48' H48D 109.5 . . ? C47' C48' H48E 109.5 . . ? H48D C48' H48E 109.5 . . ? C47' C48' H48F 109.5 . . ? H48D C48' H48F 109.5 . . ? H48E C48' H48F 109.5 . . ? O7' C49' H49D 109.5 . . ? O7' C49' H49E 109.5 . . ? H49D C49' H49E 109.5 . . ? O7' C49' H49F 109.5 . . ? H49D C49' H49F 109.5 . . ? H49E C49' H49F 109.5 . . ? C49' O7' H7' 109.5 . . ? O8 C50 H50A 109.5 . . ? O8 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? O8 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? O9 C51 H51A 109.5 . . ? O9 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? O9 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C1 N1 C5 117.7(2) . . ? C35 N2 C36 117.0(3) . . ? C39 N3 C41 110.33(17) . . ? C39 N3 C37 120.02(18) . . ? C41 N3 C37 120.81(17) . . ? C40 N4 C38 124.40(18) . . ? C40 N4 C41 113.33(18) . . ? C38 N4 C41 122.19(17) . . ? C39 N5 C45 113.52(18) . . ? C39 N5 H5 123.2 . . ? C45 N5 H5 123.2 . . ? C40 N6 C45 112.71(18) . . ? C40 N6 H6 123.6 . . ? C45 N6 H6 123.6 . . ? C42 O4 C43 115.65(18) . . ? C46 O6 C47 120.0(3) . . ? C46 O6 C47' 101.9(5) . . ? C47 O6 C47' 27.6(4) . . ? C50 O8 H8 109.5 . . ? C51 O9 H9A 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 -0.5(4) . . . . ? C1 C2 C3 C4 0.4(4) . . . . ? C2 C3 C4 C5 -0.3(4) . . . . ? C2 C3 C4 C6 -179.5(3) . . . . ? C3 C4 C5 N1 0.1(4) . . . . ? C6 C4 C5 N1 179.3(3) . . . . ? C5 C4 C6 C7 160(8) . . . . ? C3 C4 C6 C7 -21(8) . . . . ? C4 C6 C7 C8 73(17) . . . . ? C6 C7 C8 C13 131(14) . . . . ? C6 C7 C8 C9 -47(14) . . . . ? C13 C8 C9 C10 -2.4(4) . . . . ? C7 C8 C9 C10 175.9(3) . . . . ? C8 C9 C10 C11 0.3(4) . . . . ? C9 C10 C11 C12 1.6(4) . . . . ? C9 C10 C11 C14 -175.9(3) . . . . ? C10 C11 C12 C13 -1.2(4) . . . . ? C14 C11 C12 C13 176.3(2) . . . . ? C11 C12 C13 C8 -1.1(4) . . . . ? C9 C8 C13 C12 2.8(4) . . . . ? C7 C8 C13 C12 -175.4(3) . . . . ? C12 C11 C14 C15 -75(8) . . . . ? C10 C11 C14 C15 102(8) . . . . ? C11 C14 C15 C16 125(7) . . . . ? C14 C15 C16 C21 -34(3) . . . . ? C14 C15 C16 C17 144(3) . . . . ? C21 C16 C17 C18 1.5(3) . . . . ? C15 C16 C17 C18 -176.3(2) . . . . ? C21 C16 C17 C37 179.2(2) . . . . ? C15 C16 C17 C37 1.5(3) . . . . ? C16 C17 C18 C19 -0.9(3) . . . . ? C37 C17 C18 C19 -178.56(19) . . . . ? C16 C17 C18 C38 177.90(19) . . . . ? C37 C17 C18 C38 0.2(3) . . . . ? C17 C18 C19 C20 -0.6(3) . . . . ? C38 C18 C19 C20 -179.34(19) . . . . ? C17 C18 C19 C22 177.9(2) . . . . ? C38 C18 C19 C22 -0.8(3) . . . . ? C18 C19 C20 C21 1.4(3) . . . . ? C22 C19 C20 C21 -177.2(2) . . . . ? C19 C20 C21 C16 -0.7(3) . . . . ? C17 C16 C21 C20 -0.7(3) . . . . ? C15 C16 C21 C20 177.1(2) . . . . ? C18 C19 C22 C23 -166(5) . . . . ? C20 C19 C22 C23 13(5) . . . . ? C19 C22 C23 C24 -128(34) . . . . ? C22 C23 C24 C25 -27(35) . . . . ? C22 C23 C24 C29 152(35) . . . . ? C29 C24 C25 C26 1.5(4) . . . . ? C23 C24 C25 C26 -179.0(2) . . . . ? C24 C25 C26 C27 1.1(4) . . . . ? C25 C26 C27 C28 -3.1(4) . . . . ? C25 C26 C27 C30 175.6(3) . . . . ? C26 C27 C28 C29 2.5(4) . . . . ? C30 C27 C28 C29 -176.2(3) . . . . ? C27 C28 C29 C24 0.1(4) . . . . ? C25 C24 C29 C28 -2.1(4) . . . . ? C23 C24 C29 C28 178.4(2) . . . . ? C26 C27 C30 C31 -37(7) . . . . ? C28 C27 C30 C31 142(7) . . . . ? C27 C30 C31 C32 70(9) . . . . ? C30 C31 C32 C36 -27(5) . . . . ? C30 C31 C32 C33 151(4) . . . . ? C36 C32 C33 C34 -0.6(4) . . . . ? C31 C32 C33 C34 -178.6(3) . . . . ? C32 C33 C34 C35 0.5(4) . . . . ? C33 C34 C35 N2 0.1(4) . . . . ? C33 C32 C36 N2 0.2(4) . . . . ? C31 C32 C36 N2 178.3(3) . . . . ? C18 C17 C37 N3 -59.3(3) . . . . ? C16 C17 C37 N3 123.0(2) . . . . ? C19 C18 C38 N4 -122.3(2) . . . . ? C17 C18 C38 N4 58.9(3) . . . . ? N3 C41 C42 O3 -165.2(2) . . . . ? N4 C41 C42 O3 -38.1(3) . . . . ? C45 C41 C42 O3 74.4(3) . . . . ? N3 C41 C42 O4 12.1(3) . . . . ? N4 C41 C42 O4 139.24(18) . . . . ? C45 C41 C42 O4 -108.3(2) . . . . ? N3 C41 C45 N6 131.54(18) . . . . ? N4 C41 C45 N6 14.1(2) . . . . ? C42 C41 C45 N6 -102.7(2) . . . . ? N3 C41 C45 N5 12.6(2) . . . . ? N4 C41 C45 N5 -104.80(18) . . . . ? C42 C41 C45 N5 138.36(18) . . . . ? N3 C41 C45 C46 -105.7(2) . . . . ? N4 C41 C45 C46 136.9(2) . . . . ? C42 C41 C45 C46 20.1(3) . . . . ? N6 C45 C46 O5 -31.3(3) . . . . ? N5 C45 C46 O5 94.3(3) . . . . ? C41 C45 C46 O5 -150.8(2) . . . . ? N6 C45 C46 O6 153.2(2) . . . . ? N5 C45 C46 O6 -81.2(2) . . . . ? C41 C45 C46 O6 33.7(3) . . . . ? C2 C1 N1 C5 0.4(4) . . . . ? C4 C5 N1 C1 -0.2(4) . . . . ? C34 C35 N2 C36 -0.6(4) . . . . ? C32 C36 N2 C35 0.4(4) . . . . ? O1 C39 N3 C41 -166.2(2) . . . . ? N5 C39 N3 C41 15.8(2) . . . . ? O1 C39 N3 C37 -18.6(3) . . . . ? N5 C39 N3 C37 163.44(18) . . . . ? N4 C41 N3 C39 90.8(2) . . . . ? C42 C41 N3 C39 -144.51(18) . . . . ? C45 C41 N3 C39 -17.7(2) . . . . ? N4 C41 N3 C37 -56.6(2) . . . . ? C42 C41 N3 C37 68.1(2) . . . . ? C45 C41 N3 C37 -165.02(18) . . . . ? C17 C37 N3 C39 -69.0(2) . . . . ? C17 C37 N3 C41 75.2(2) . . . . ? O2 C40 N4 C38 1.8(3) . . . . ? N6 C40 N4 C38 -177.41(19) . . . . ? O2 C40 N4 C41 -175.1(2) . . . . ? N6 C40 N4 C41 5.7(3) . . . . ? C18 C38 N4 C40 104.3(2) . . . . ? C18 C38 N4 C41 -79.1(2) . . . . ? N3 C41 N4 C40 -122.9(2) . . . . ? C42 C41 N4 C40 109.5(2) . . . . ? C45 C41 N4 C40 -12.5(2) . . . . ? N3 C41 N4 C38 60.1(3) . . . . ? C42 C41 N4 C38 -67.5(2) . . . . ? C45 C41 N4 C38 170.48(18) . . . . ? O1 C39 N5 C45 175.4(2) . . . . ? N3 C39 N5 C45 -6.7(2) . . . . ? N6 C45 N5 C39 -114.4(2) . . . . ? C46 C45 N5 C39 122.8(2) . . . . ? C41 C45 N5 C39 -4.0(2) . . . . ? O2 C40 N6 C45 -174.2(2) . . . . ? N4 C40 N6 C45 5.1(3) . . . . ? N5 C45 N6 C40 96.7(2) . . . . ? C46 C45 N6 C40 -141.7(2) . . . . ? C41 C45 N6 C40 -12.4(2) . . . . ? O3 C42 O4 C43 -2.8(3) . . . . ? C41 C42 O4 C43 -179.95(18) . . . . ? C44 C43 O4 C42 163.9(2) . . . . ? O5 C46 O6 C47 -8.1(4) . . . . ? C45 C46 O6 C47 167.1(3) . . . . ? O5 C46 O6 C47' 14.4(7) . . . . ? C45 C46 O6 C47' -170.4(6) . . . . ? C48 C47 O6 C46 96.6(4) . . . . ? C48 C47 O6 C47' 42.7(14) . . . . ? C48' C47' O6 C46 173.1(8) . . . . ? C48' C47' O6 C47 -52.5(11) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C48 H48A O3 0.98 2.46 3.311(5) 145.5 2_767 C35 H35 O1 0.95 2.37 3.190(3) 144.4 1_456 C2 H2 O1 0.95 2.54 3.402(3) 151.1 2_856 O9 H9A O8 0.84 1.90 2.709(5) 162.5 2_766 O8 H8 N2 0.84 1.85 2.689(4) 177.9 1_654 O7 H7 N1 0.84 1.94 2.775(4) 171.2 1_465 N6 H6 O2 0.88 2.00 2.866(2) 167.1 2_667 N5 H5 O7 0.88 2.02 2.834(4) 152.8 2_666 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.318 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.052 # start Validation Reply Form _vrf_PLAT417_2a ; PROBLEM: Short Inter D-H..H-D H5 .. H7' .. 1.68 Ang. RESPONSE: The atoms of H7' is disordered. ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 951243' ####################################################################### # # 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_3a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H38 N6 O8' _chemical_formula_weight 826.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.118(3) _cell_length_b 12.291(4) _cell_length_c 20.327(6) _cell_angle_alpha 82.842(6) _cell_angle_beta 79.340(6) _cell_angle_gamma 75.048(5) _cell_volume 2155.8(11) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2383 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.274 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9825 _exptl_absorpt_correction_T_max 0.9912 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19927 _diffrn_reflns_av_R_equivalents 0.0626 _diffrn_reflns_av_sigmaI/netI 0.0848 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 25.01 _reflns_number_total 7557 _reflns_number_gt 5071 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0661P)^2^+3.1265P] 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 7557 _refine_ls_number_parameters 574 _refine_ls_number_restraints 84 _refine_ls_R_factor_all 0.1649 _refine_ls_R_factor_gt 0.1185 _refine_ls_wR_factor_ref 0.2539 _refine_ls_wR_factor_gt 0.2315 _refine_ls_goodness_of_fit_ref 1.158 _refine_ls_restrained_S_all 1.167 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.5569(9) 0.8479(10) -0.1095(4) 0.106(3) Uani 1 1 d . . . H1 H 1.5781 0.8975 -0.1464 0.127 Uiso 1 1 calc R . . C2 C 1.4669(9) 0.8859(8) -0.0507(4) 0.094(2) Uani 1 1 d . . . H2 H 1.4270 0.9630 -0.0470 0.113 Uiso 1 1 calc R . . C3 C 1.4362(9) 0.8101(8) 0.0024(3) 0.086(2) Uani 1 1 d . . . C4 C 1.4996(10) 0.6964(9) -0.0057(4) 0.110(3) Uani 1 1 d . . . H4 H 1.4772 0.6439 0.0293 0.132 Uiso 1 1 calc R . . C5 C 1.5895(10) 0.6594(8) -0.0606(4) 0.097(3) Uani 1 1 d . . . H5 H 1.6344 0.5827 -0.0632 0.117 Uiso 1 1 calc R . . C6 C 1.3394(8) 0.8434(8) 0.0647(3) 0.095(3) Uani 1 1 d . . . C7 C 1.2653(8) 0.8663(7) 0.1172(3) 0.090(2) Uani 1 1 d . . . C8 C 1.1753(7) 0.8888(6) 0.1831(3) 0.0664(18) Uani 1 1 d . . . C9 C 1.1267(8) 0.9953(6) 0.2047(3) 0.079(2) Uani 1 1 d . . . H9 H 1.1515 1.0560 0.1767 0.095 Uiso 1 1 calc R . . C10 C 1.0423(8) 1.0135(6) 0.2667(3) 0.074(2) Uani 1 1 d . . . H10 H 1.0119 1.0864 0.2805 0.088 Uiso 1 1 calc R . . C11 C 1.0014(6) 0.9272(5) 0.3091(3) 0.0516(14) Uani 1 1 d . . . C12 C 1.0501(7) 0.8185(5) 0.2888(3) 0.0639(17) Uani 1 1 d . . . H12 H 1.0234 0.7584 0.3168 0.077 Uiso 1 1 calc R . . C13 C 1.1386(8) 0.8002(6) 0.2266(3) 0.077(2) Uani 1 1 d . . . H13 H 1.1744 0.7268 0.2136 0.093 Uiso 1 1 calc R . . C14 C 0.9155(6) 0.9450(4) 0.3753(3) 0.0471(13) Uani 1 1 d . . . C15 C 0.8479(6) 0.9555(4) 0.4312(3) 0.0399(12) Uani 1 1 d . . . C16 C 0.7655(5) 0.9728(4) 0.4988(2) 0.0345(11) Uani 1 1 d . . . C17 C 0.7861(6) 1.0575(4) 0.5336(3) 0.0406(12) Uani 1 1 d . . . H17 H 0.8546 1.1011 0.5137 0.049 Uiso 1 1 calc R . . C18 C 0.7062(6) 1.0768(4) 0.5965(2) 0.0427(12) Uani 1 1 d . . . H18 H 0.7220 1.1329 0.6192 0.051 Uiso 1 1 calc R . . C19 C 0.6009(5) 1.0134(4) 0.6275(2) 0.0358(11) Uani 1 1 d . . . C20 C 0.5806(5) 0.9269(3) 0.5940(2) 0.0297(10) Uani 1 1 d . . . C21 C 0.6615(5) 0.9068(3) 0.5292(2) 0.0303(10) Uani 1 1 d . . . C22 C 0.5118(6) 1.0431(4) 0.6916(3) 0.0445(13) Uani 1 1 d . . . C23 C 0.4360(6) 1.0732(4) 0.7425(3) 0.0504(14) Uani 1 1 d . . . C24 C 0.3411(7) 1.1114(5) 0.8036(3) 0.0555(15) Uani 1 1 d . . . C25 C 0.3648(8) 1.1987(6) 0.8340(3) 0.081(2) Uani 1 1 d . . . H25 H 0.4442 1.2326 0.8143 0.097 Uiso 1 1 calc R . . C26 C 0.2745(9) 1.2366(7) 0.8923(4) 0.094(2) Uani 1 1 d . . . H26 H 0.2922 1.2963 0.9111 0.113 Uiso 1 1 calc R . . C27 C 0.1575(8) 1.1867(7) 0.9233(3) 0.076(2) Uani 1 1 d . . . C28 C 0.1334(8) 1.0987(7) 0.8938(3) 0.089(2) Uani 1 1 d . . . H28 H 0.0560 1.0633 0.9143 0.107 Uiso 1 1 calc R . . C29 C 0.2228(8) 1.0630(6) 0.8346(3) 0.078(2) Uani 1 1 d . . . H29 H 0.2029 1.0049 0.8150 0.094 Uiso 1 1 calc R . . C30 C 0.0668(9) 1.2241(8) 0.9862(4) 0.099(3) Uani 1 1 d . A . C31 C -0.0070(9) 1.2577(8) 1.0373(4) 0.103(3) Uani 1 1 d . . . C32 C -0.0900(6) 1.2903(5) 1.1000(2) 0.080(2) Uani 0.78 1 d PGDU A 1 C33 C -0.0460(6) 1.3702(5) 1.1298(3) 0.095(3) Uani 0.78 1 d PGDU A 1 H33 H 0.0336 1.4019 1.1075 0.114 Uiso 0.78 1 calc PR A 1 C34 C -0.1210(7) 1.4026(5) 1.1929(3) 0.065(2) Uani 0.78 1 d PGDU A 1 H34 H -0.0916 1.4560 1.2128 0.077 Uiso 0.78 1 calc PR A 1 N5 N -0.2400(6) 1.3551(5) 1.2262(2) 0.134(3) Uani 0.78 1 d PGDU A 1 C35 C -0.2840(6) 1.2752(5) 1.1964(3) 0.078(3) Uani 0.78 1 d PGDU A 1 H35 H -0.3636 1.2435 1.2187 0.094 Uiso 0.78 1 calc PR A 1 C36 C -0.2090(6) 1.2428(5) 1.1333(3) 0.071(2) Uani 0.78 1 d PGDU A 1 H36 H -0.2385 1.1894 1.1134 0.085 Uiso 0.78 1 calc PR A 1 C32' C -0.0927(6) 1.2913(5) 1.10136(19) 0.080(2) Uani 0.22 1 d PGDU A 2 C33' C -0.0241(4) 1.3228(5) 1.1500(3) 0.042(6) Uani 0.22 1 d PGDU A 2 H33' H 0.0781 1.3261 1.1371 0.050 Uiso 0.22 1 calc PR A 2 C34' C -0.0836(6) 1.3471(6) 1.2089(2) 0.031(6) Uani 0.22 1 d PGDU A 2 H34' H -0.0278 1.3583 1.2404 0.037 Uiso 0.22 1 calc PR A 2 N5' N -0.2370(6) 1.3554(5) 1.2221(2) 0.134(3) Uani 0.22 1 d PGDU A 2 C35' C -0.3266(4) 1.3407(6) 1.1759(3) 0.065(8) Uani 0.22 1 d PGDU A 2 H35' H -0.4329 1.3534 1.1872 0.078 Uiso 0.22 1 calc PR A 2 C36' C -0.2529(6) 1.3073(6) 1.1135(2) 0.079(10) Uani 0.22 1 d PGDU A 2 H36' H -0.3066 1.2959 1.0813 0.095 Uiso 0.22 1 calc PR A 2 C37 C 0.4679(5) 0.8570(4) 0.6276(2) 0.0343(11) Uani 1 1 d . . . H37A H 0.4201 0.8851 0.6709 0.041 Uiso 1 1 calc R . . H37B H 0.3875 0.8679 0.6005 0.041 Uiso 1 1 calc R . . C38 C 0.6387(5) 0.8152(3) 0.4917(2) 0.0312(10) Uani 1 1 d . . . H38A H 0.5321 0.8320 0.4854 0.037 Uiso 1 1 calc R . . H38B H 0.7018 0.8149 0.4477 0.037 Uiso 1 1 calc R . . C39 C 0.6322(5) 0.6967(4) 0.6844(2) 0.0347(11) Uani 1 1 d . . . C40 C 0.8145(5) 0.6274(4) 0.5124(2) 0.0384(12) Uani 1 1 d . . . C41 C 0.5758(5) 0.6649(3) 0.5820(2) 0.0276(10) Uani 1 1 d . . . C42 C 0.6843(5) 0.5545(4) 0.6097(2) 0.0344(11) Uani 1 1 d . . . C43 C 0.4345(6) 0.6512(4) 0.5552(2) 0.0373(11) Uani 1 1 d . . . C44 C 0.1674(6) 0.6706(5) 0.5710(3) 0.0548(15) Uani 1 1 d . . . H44A H 0.1653 0.5916 0.5748 0.066 Uiso 1 1 calc R . . H44B H 0.1688 0.6993 0.5243 0.066 Uiso 1 1 calc R . . C45 C 0.0296(6) 0.7366(6) 0.6138(3) 0.0696(18) Uani 1 1 d . . . H45A H 0.0354 0.8140 0.6111 0.104 Uiso 1 1 calc R . . H45B H 0.0271 0.7053 0.6596 0.104 Uiso 1 1 calc R . . H45C H -0.0620 0.7329 0.5983 0.104 Uiso 1 1 calc R . . C46 C 0.6326(6) 0.4442(4) 0.6257(2) 0.0414(12) Uani 1 1 d . . . C47 C 0.4278(9) 0.3552(6) 0.6621(5) 0.105(3) Uani 1 1 d . . . H47A H 0.4625 0.3087 0.6244 0.126 Uiso 1 1 calc R . . H47B H 0.4709 0.3128 0.7005 0.126 Uiso 1 1 calc R . . C48 C 0.2682(10) 0.3803(7) 0.6767(5) 0.119(3) Uani 1 1 d . . . H48A H 0.2258 0.4215 0.6385 0.179 Uiso 1 1 calc R . . H48B H 0.2341 0.4254 0.7145 0.179 Uiso 1 1 calc R . . H48C H 0.2346 0.3114 0.6872 0.179 Uiso 1 1 calc R . . N1 N 0.8165(4) 0.5381(3) 0.5584(2) 0.0452(11) Uani 1 1 d . . . H1A H 0.8897 0.4777 0.5571 0.054 Uiso 1 1 calc R . . N2 N 0.6782(4) 0.7043(3) 0.52674(17) 0.0307(9) Uani 1 1 d . . . N3 N 0.7099(5) 0.5886(3) 0.6715(2) 0.0446(11) Uani 1 1 d . . . H3 H 0.7684 0.5450 0.6976 0.054 Uiso 1 1 calc R . . N4 N 0.5361(4) 0.7367(3) 0.63760(17) 0.0294(9) Uani 1 1 d . . . N6 N 1.6149(10) 0.7311(11) -0.1109(4) 0.147(4) Uani 1 1 d . . . O1 O 0.6406(4) 0.7474(3) 0.73051(17) 0.0519(10) Uani 1 1 d . . . O2 O 0.9149(4) 0.6406(3) 0.46476(17) 0.0511(10) Uani 1 1 d . . . O3 O 0.4481(4) 0.6176(3) 0.50146(19) 0.0635(11) Uani 1 1 d . . . O4 O 0.3026(4) 0.6834(3) 0.59475(17) 0.0454(9) Uani 1 1 d . . . O5 O 0.7210(4) 0.3548(3) 0.6212(2) 0.0621(11) Uani 1 1 d . . . O6 O 0.4829(4) 0.4608(3) 0.6455(2) 0.0642(12) Uani 1 1 d . . . O7 O 0.0870(6) 0.5183(4) 0.2337(2) 0.0987(16) Uani 1 1 d . . . H7A H 0.0886 0.5739 0.2519 0.118 Uiso 1 1 d R . . H7B H 0.1727 0.4954 0.2122 0.118 Uiso 1 1 d R . . O8 O 0.7678(12) 0.4441(7) 0.9025(4) 0.226(5) Uani 1 1 d . . . H8A H 0.7757 0.4310 0.8633 0.272 Uiso 1 1 d R . . H8B H 0.8276 0.3924 0.9205 0.272 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.082(6) 0.176(10) 0.044(4) 0.008(5) 0.009(4) -0.027(6) C2 0.083(5) 0.130(7) 0.062(5) -0.006(5) -0.006(4) -0.016(5) C3 0.082(5) 0.119(7) 0.051(4) -0.011(4) 0.004(4) -0.021(5) C4 0.114(7) 0.129(8) 0.077(6) -0.016(5) 0.019(5) -0.030(6) C5 0.120(7) 0.111(7) 0.037(4) -0.017(4) 0.021(4) -0.004(5) C6 0.076(5) 0.148(8) 0.053(4) -0.036(4) 0.013(4) -0.016(5) C7 0.077(5) 0.142(7) 0.042(4) -0.020(4) 0.005(4) -0.016(5) C8 0.064(4) 0.098(5) 0.034(3) -0.016(3) 0.005(3) -0.019(4) C9 0.093(5) 0.082(5) 0.057(4) -0.007(4) 0.024(4) -0.035(4) C10 0.093(5) 0.072(4) 0.052(4) -0.016(3) 0.028(3) -0.036(4) C11 0.044(3) 0.065(4) 0.041(3) -0.009(3) 0.002(2) -0.008(3) C12 0.072(4) 0.060(4) 0.048(4) -0.003(3) 0.005(3) -0.007(3) C13 0.084(5) 0.076(5) 0.056(4) -0.025(4) 0.000(4) 0.009(4) C14 0.043(3) 0.046(3) 0.047(3) -0.007(3) 0.000(3) -0.005(2) C15 0.039(3) 0.033(3) 0.043(3) 0.003(2) -0.003(2) -0.006(2) C16 0.027(2) 0.033(3) 0.035(3) -0.001(2) 0.003(2) 0.000(2) C17 0.041(3) 0.028(3) 0.053(3) -0.003(2) -0.002(2) -0.013(2) C18 0.049(3) 0.033(3) 0.046(3) -0.011(2) -0.006(3) -0.007(2) C19 0.036(3) 0.031(3) 0.035(3) -0.006(2) 0.000(2) -0.001(2) C20 0.030(2) 0.023(2) 0.033(3) -0.0067(19) -0.006(2) 0.0021(18) C21 0.026(2) 0.023(2) 0.035(3) -0.0082(19) -0.002(2) 0.0060(18) C22 0.050(3) 0.034(3) 0.048(3) -0.008(2) -0.008(3) -0.005(2) C23 0.061(4) 0.037(3) 0.050(3) -0.012(3) -0.001(3) -0.006(3) C24 0.056(4) 0.066(4) 0.042(3) -0.026(3) -0.004(3) -0.002(3) C25 0.086(5) 0.100(6) 0.059(4) -0.036(4) 0.017(4) -0.035(4) C26 0.108(6) 0.111(6) 0.068(5) -0.052(4) 0.014(4) -0.034(5) C27 0.062(4) 0.111(6) 0.048(4) -0.038(4) 0.009(3) -0.007(4) C28 0.064(4) 0.139(7) 0.065(4) -0.041(5) 0.018(4) -0.030(4) C29 0.069(4) 0.098(5) 0.069(4) -0.040(4) 0.014(4) -0.025(4) C30 0.082(5) 0.145(8) 0.062(5) -0.046(5) 0.011(4) -0.016(5) C31 0.079(5) 0.165(8) 0.061(5) -0.057(5) 0.024(4) -0.022(5) C32 0.075(4) 0.102(5) 0.067(4) -0.035(4) 0.005(3) -0.025(4) C33 0.104(7) 0.096(6) 0.079(6) -0.019(5) 0.012(5) -0.028(5) C34 0.070(5) 0.074(5) 0.058(5) -0.036(4) 0.006(4) -0.029(4) N5 0.135(5) 0.150(5) 0.115(5) -0.039(4) -0.004(4) -0.031(4) C35 0.077(5) 0.084(6) 0.067(5) -0.017(5) 0.012(4) -0.019(5) C36 0.072(5) 0.078(5) 0.059(5) -0.017(4) 0.009(4) -0.023(4) C32' 0.075(4) 0.102(5) 0.067(4) -0.035(4) 0.005(3) -0.025(4) C33' 0.034(9) 0.055(10) 0.033(9) -0.002(8) 0.009(7) -0.016(8) C34' 0.034(9) 0.035(9) 0.024(9) -0.007(7) -0.001(7) -0.010(7) N5' 0.135(5) 0.150(5) 0.115(5) -0.039(4) -0.004(4) -0.031(4) C35' 0.064(11) 0.076(12) 0.054(11) -0.007(9) -0.006(8) -0.016(9) C36' 0.081(13) 0.082(13) 0.076(13) -0.020(9) -0.013(9) -0.018(9) C37 0.031(3) 0.030(3) 0.034(3) -0.011(2) 0.004(2) 0.003(2) C38 0.032(3) 0.028(2) 0.029(2) -0.0024(19) 0.002(2) -0.0020(19) C39 0.036(3) 0.038(3) 0.028(3) -0.002(2) 0.002(2) -0.009(2) C40 0.034(3) 0.031(3) 0.046(3) -0.014(2) 0.003(2) 0.000(2) C41 0.029(2) 0.020(2) 0.030(2) -0.0078(18) 0.0024(19) -0.0008(18) C42 0.039(3) 0.025(2) 0.033(3) -0.001(2) -0.001(2) -0.002(2) C43 0.040(3) 0.033(3) 0.037(3) -0.009(2) -0.002(2) -0.004(2) C44 0.040(3) 0.056(4) 0.077(4) -0.017(3) -0.012(3) -0.019(3) C45 0.044(3) 0.087(5) 0.085(5) -0.020(4) -0.010(3) -0.023(3) C46 0.043(3) 0.036(3) 0.041(3) -0.002(2) -0.003(2) -0.004(2) C47 0.081(5) 0.059(5) 0.154(8) 0.021(5) 0.033(5) -0.029(4) C48 0.092(7) 0.093(6) 0.173(9) 0.013(6) -0.013(6) -0.039(5) N1 0.039(2) 0.025(2) 0.056(3) 0.0006(19) 0.008(2) 0.0066(18) N2 0.033(2) 0.026(2) 0.025(2) -0.0061(15) 0.0069(16) 0.0000(16) N3 0.055(3) 0.032(2) 0.043(2) -0.0030(19) -0.020(2) 0.004(2) N4 0.034(2) 0.0232(19) 0.026(2) -0.0044(15) 0.0051(16) -0.0025(16) N6 0.114(7) 0.215(11) 0.092(6) -0.050(7) -0.013(5) 0.009(7) O1 0.068(3) 0.056(2) 0.035(2) -0.0183(18) -0.0125(18) -0.0120(19) O2 0.043(2) 0.041(2) 0.049(2) -0.0037(16) 0.0196(18) 0.0066(16) O3 0.062(3) 0.080(3) 0.053(2) -0.031(2) -0.004(2) -0.017(2) O4 0.0298(19) 0.054(2) 0.054(2) -0.0166(17) -0.0033(16) -0.0091(16) O5 0.058(2) 0.029(2) 0.093(3) -0.0038(19) -0.010(2) -0.0020(18) O6 0.058(3) 0.038(2) 0.084(3) 0.0055(19) 0.017(2) -0.0134(18) O7 0.104(4) 0.097(4) 0.091(4) -0.017(3) -0.035(3) 0.001(3) O8 0.316(12) 0.161(8) 0.161(7) -0.025(6) 0.067(8) -0.052(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.378(10) . ? C1 N6 1.398(12) . ? C1 H1 0.9300 . ? C2 C3 1.373(10) . ? C2 H2 0.9300 . ? C3 C4 1.385(11) . ? C3 C6 1.442(9) . ? C4 C5 1.310(9) . ? C4 H4 0.9300 . ? C5 N6 1.293(11) . ? C5 H5 0.9300 . ? C6 C7 1.176(8) . ? C7 C8 1.454(8) . ? C8 C9 1.369(9) . ? C8 C13 1.386(9) . ? C9 C10 1.361(8) . ? C9 H9 0.9300 . ? C10 C11 1.366(8) . ? C10 H10 0.9300 . ? C11 C12 1.385(8) . ? C11 C14 1.437(7) . ? C12 C13 1.378(8) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.194(7) . ? C15 C16 1.451(6) . ? C16 C17 1.396(6) . ? C16 C21 1.412(6) . ? C17 C18 1.365(7) . ? C17 H17 0.9300 . ? C18 C19 1.402(7) . ? C18 H18 0.9300 . ? C19 C20 1.399(6) . ? C19 C22 1.438(7) . ? C20 C21 1.403(6) . ? C20 C37 1.520(6) . ? C21 C38 1.511(6) . ? C22 C23 1.177(7) . ? C23 C24 1.430(7) . ? C24 C29 1.379(8) . ? C24 C25 1.384(8) . ? C25 C26 1.370(8) . ? C25 H25 0.9300 . ? C26 C27 1.380(9) . ? C26 H26 0.9300 . ? C27 C28 1.381(9) . ? C27 C30 1.445(8) . ? C28 C29 1.375(8) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C31 1.186(8) . ? C31 C32 1.406(7) . ? C31 C32' 1.439(7) . ? C32 C33 1.3900 . ? C32 C36 1.3900 . ? C33 C34 1.3900 . ? C33 H33 0.9300 . ? C34 N5 1.3900 . ? C34 H34 0.9300 . ? N5 C35 1.3900 . ? C35 C36 1.3900 . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C32' C36' 1.4020 . ? C32' C33' 1.4028 . ? C33' C34' 1.2583 . ? C33' H33' 0.9300 . ? C34' N5' 1.3540 . ? C34' H34' 0.9300 . ? N5' C35' 1.4076 . ? C35' C36' 1.3784 . ? C35' H35' 0.9300 . ? C36' H36' 0.9300 . ? C37 N4 1.453(5) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 N2 1.447(5) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 O1 1.213(5) . ? C39 N3 1.366(6) . ? C39 N4 1.372(6) . ? C40 O2 1.230(5) . ? C40 N1 1.349(6) . ? C40 N2 1.360(5) . ? C41 N2 1.442(5) . ? C41 N4 1.456(5) . ? C41 C43 1.543(7) . ? C41 C42 1.568(6) . ? C42 N1 1.429(6) . ? C42 N3 1.450(6) . ? C42 C46 1.526(7) . ? C43 O3 1.190(5) . ? C43 O4 1.313(5) . ? C44 O4 1.454(6) . ? C44 C45 1.497(7) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 H45A 0.9600 . ? C45 H45B 0.9600 . ? C45 H45C 0.9600 . ? C46 O5 1.185(6) . ? C46 O6 1.319(6) . ? C47 C48 1.390(9) . ? C47 O6 1.488(7) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? C48 H48A 0.9600 . ? C48 H48B 0.9600 . ? C48 H48C 0.9600 . ? N1 H1A 0.8600 . ? N3 H3 0.8600 . ? O7 H7A 0.8200 . ? O7 H7B 0.8199 . ? O8 H8A 0.8200 . ? O8 H8B 0.8200 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 N6 116.7(8) . . ? C2 C1 H1 121.6 . . ? N6 C1 H1 121.6 . . ? C3 C2 C1 120.0(9) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 117.5(7) . . ? C2 C3 C6 123.1(8) . . ? C4 C3 C6 119.4(8) . . ? C5 C4 C3 123.0(9) . . ? C5 C4 H4 118.5 . . ? C3 C4 H4 118.5 . . ? N6 C5 C4 119.1(9) . . ? N6 C5 H5 120.5 . . ? C4 C5 H5 120.5 . . ? C7 C6 C3 176.6(9) . . ? C6 C7 C8 177.2(10) . . ? C9 C8 C13 118.1(5) . . ? C9 C8 C7 122.2(7) . . ? C13 C8 C7 119.7(7) . . ? C10 C9 C8 120.8(6) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C9 C10 C11 121.6(6) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C10 C11 C12 118.8(5) . . ? C10 C11 C14 122.1(5) . . ? C12 C11 C14 119.1(5) . . ? C13 C12 C11 119.3(6) . . ? C13 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? C12 C13 C8 121.3(6) . . ? C12 C13 H13 119.3 . . ? C8 C13 H13 119.3 . . ? C15 C14 C11 177.2(6) . . ? C14 C15 C16 177.8(5) . . ? C17 C16 C21 119.6(4) . . ? C17 C16 C15 119.7(4) . . ? C21 C16 C15 120.6(4) . . ? C18 C17 C16 120.4(4) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C17 C18 C19 121.2(5) . . ? C17 C18 H18 119.4 . . ? C19 C18 H18 119.4 . . ? C20 C19 C18 119.3(4) . . ? C20 C19 C22 122.0(4) . . ? C18 C19 C22 118.7(4) . . ? C19 C20 C21 119.9(4) . . ? C19 C20 C37 119.5(4) . . ? C21 C20 C37 120.5(4) . . ? C20 C21 C16 119.5(4) . . ? C20 C21 C38 120.7(4) . . ? C16 C21 C38 119.8(4) . . ? C23 C22 C19 176.3(6) . . ? C22 C23 C24 178.7(6) . . ? C29 C24 C25 117.2(5) . . ? C29 C24 C23 121.7(5) . . ? C25 C24 C23 121.1(6) . . ? C26 C25 C24 121.8(7) . . ? C26 C25 H25 119.1 . . ? C24 C25 H25 119.1 . . ? C25 C26 C27 120.4(7) . . ? C25 C26 H26 119.8 . . ? C27 C26 H26 119.8 . . ? C26 C27 C28 118.4(6) . . ? C26 C27 C30 120.1(7) . . ? C28 C27 C30 121.5(7) . . ? C29 C28 C27 120.6(7) . . ? C29 C28 H28 119.7 . . ? C27 C28 H28 119.7 . . ? C28 C29 C24 121.5(7) . . ? C28 C29 H29 119.3 . . ? C24 C29 H29 119.3 . . ? C31 C30 C27 178.2(10) . . ? C30 C31 C32 176.1(10) . . ? C30 C31 C32' 176.3(10) . . ? C32 C31 C32' 0.3 . . ? C33 C32 C36 120.0 . . ? C33 C32 C31 117.7(5) . . ? C36 C32 C31 122.3(5) . . ? C34 C33 C32 120.0 . . ? C34 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? N5 C34 C33 120.0 . . ? N5 C34 H34 120.0 . . ? C33 C34 H34 120.0 . . ? C34 N5 C35 120.0 . . ? N5 C35 C36 120.0 . . ? N5 C35 H35 120.0 . . ? C36 C35 H35 120.0 . . ? C35 C36 C32 120.0 . . ? C35 C36 H36 120.0 . . ? C32 C36 H36 120.0 . . ? C36' C32' C33' 117.6 . . ? C36' C32' C31 119.9(5) . . ? C33' C32' C31 122.0(5) . . ? C34' C33' C32' 128.1 . . ? C34' C33' H33' 116.0 . . ? C32' C33' H33' 116.0 . . ? C33' C34' N5' 113.4 . . ? C33' C34' H34' 123.3 . . ? N5' C34' H34' 123.3 . . ? C34' N5' C35' 125.3 . . ? C36' C35' N5' 118.4 . . ? C36' C35' H35' 120.8 . . ? N5' C35' H35' 120.8 . . ? C35' C36' C32' 116.3 . . ? C35' C36' H36' 121.9 . . ? C32' C36' H36' 121.9 . . ? N4 C37 C20 114.5(3) . . ? N4 C37 H37A 108.6 . . ? C20 C37 H37A 108.6 . . ? N4 C37 H37B 108.6 . . ? C20 C37 H37B 108.6 . . ? H37A C37 H37B 107.6 . . ? N2 C38 C21 112.5(4) . . ? N2 C38 H38A 109.1 . . ? C21 C38 H38A 109.1 . . ? N2 C38 H38B 109.1 . . ? C21 C38 H38B 109.1 . . ? H38A C38 H38B 107.8 . . ? O1 C39 N3 126.6(5) . . ? O1 C39 N4 125.4(4) . . ? N3 C39 N4 107.9(4) . . ? O2 C40 N1 127.9(4) . . ? O2 C40 N2 123.8(4) . . ? N1 C40 N2 108.3(4) . . ? N2 C41 N4 112.3(3) . . ? N2 C41 C43 108.6(4) . . ? N4 C41 C43 113.4(3) . . ? N2 C41 C42 101.6(3) . . ? N4 C41 C42 103.4(3) . . ? C43 C41 C42 117.0(4) . . ? N1 C42 N3 114.0(4) . . ? N1 C42 C46 108.7(4) . . ? N3 C42 C46 108.3(4) . . ? N1 C42 C41 103.0(3) . . ? N3 C42 C41 101.8(3) . . ? C46 C42 C41 121.1(4) . . ? O3 C43 O4 124.5(5) . . ? O3 C43 C41 120.6(4) . . ? O4 C43 C41 114.9(4) . . ? O4 C44 C45 107.1(4) . . ? O4 C44 H44A 110.3 . . ? C45 C44 H44A 110.3 . . ? O4 C44 H44B 110.3 . . ? C45 C44 H44B 110.3 . . ? H44A C44 H44B 108.5 . . ? C44 C45 H45A 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C44 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? O5 C46 O6 125.4(5) . . ? O5 C46 C42 122.0(5) . . ? O6 C46 C42 112.6(4) . . ? C48 C47 O6 110.5(6) . . ? C48 C47 H47A 109.6 . . ? O6 C47 H47A 109.6 . . ? C48 C47 H47B 109.6 . . ? O6 C47 H47B 109.6 . . ? H47A C47 H47B 108.1 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C40 N1 C42 112.9(4) . . ? C40 N1 H1A 123.6 . . ? C42 N1 H1A 123.6 . . ? C40 N2 C41 112.9(4) . . ? C40 N2 C38 124.5(4) . . ? C41 N2 C38 122.6(3) . . ? C39 N3 C42 113.5(4) . . ? C39 N3 H3 123.2 . . ? C42 N3 H3 123.2 . . ? C39 N4 C37 120.3(4) . . ? C39 N4 C41 111.2(3) . . ? C37 N4 C41 121.1(3) . . ? C5 N6 C1 123.6(8) . . ? C43 O4 C44 116.1(4) . . ? C46 O6 C47 114.3(4) . . ? H7A O7 H7B 107.7 . . ? H8A O8 H8B 107.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N6 C1 C2 C3 -1.0(12) . . . . ? C1 C2 C3 C4 0.4(12) . . . . ? C1 C2 C3 C6 -178.1(8) . . . . ? C2 C3 C4 C5 1.9(14) . . . . ? C6 C3 C4 C5 -179.5(8) . . . . ? C3 C4 C5 N6 -3.6(15) . . . . ? C2 C3 C6 C7 -144(16) . . . . ? C4 C3 C6 C7 38(17) . . . . ? C3 C6 C7 C8 -36(30) . . . . ? C6 C7 C8 C9 168(17) . . . . ? C6 C7 C8 C13 -11(17) . . . . ? C13 C8 C9 C10 -1.2(11) . . . . ? C7 C8 C9 C10 179.9(7) . . . . ? C8 C9 C10 C11 -0.9(11) . . . . ? C9 C10 C11 C12 1.4(10) . . . . ? C9 C10 C11 C14 178.5(6) . . . . ? C10 C11 C12 C13 0.2(9) . . . . ? C14 C11 C12 C13 -177.0(6) . . . . ? C11 C12 C13 C8 -2.3(10) . . . . ? C9 C8 C13 C12 2.7(11) . . . . ? C7 C8 C13 C12 -178.3(6) . . . . ? C10 C11 C14 C15 -141(12) . . . . ? C12 C11 C14 C15 36(13) . . . . ? C11 C14 C15 C16 142(12) . . . . ? C14 C15 C16 C17 -32(15) . . . . ? C14 C15 C16 C21 147(15) . . . . ? C21 C16 C17 C18 0.0(7) . . . . ? C15 C16 C17 C18 178.2(4) . . . . ? C16 C17 C18 C19 -0.7(7) . . . . ? C17 C18 C19 C20 1.7(7) . . . . ? C17 C18 C19 C22 -175.4(5) . . . . ? C18 C19 C20 C21 -2.1(7) . . . . ? C22 C19 C20 C21 175.0(4) . . . . ? C18 C19 C20 C37 179.4(4) . . . . ? C22 C19 C20 C37 -3.6(7) . . . . ? C19 C20 C21 C16 1.4(6) . . . . ? C37 C20 C21 C16 179.9(4) . . . . ? C19 C20 C21 C38 -178.8(4) . . . . ? C37 C20 C21 C38 -0.3(6) . . . . ? C17 C16 C21 C20 -0.3(6) . . . . ? C15 C16 C21 C20 -178.6(4) . . . . ? C17 C16 C21 C38 179.9(4) . . . . ? C15 C16 C21 C38 1.6(6) . . . . ? C20 C19 C22 C23 -120(9) . . . . ? C18 C19 C22 C23 57(9) . . . . ? C19 C22 C23 C24 37(35) . . . . ? C22 C23 C24 C29 81(29) . . . . ? C22 C23 C24 C25 -99(29) . . . . ? C29 C24 C25 C26 -0.4(11) . . . . ? C23 C24 C25 C26 179.7(7) . . . . ? C24 C25 C26 C27 1.1(13) . . . . ? C25 C26 C27 C28 -0.5(12) . . . . ? C25 C26 C27 C30 177.5(8) . . . . ? C26 C27 C28 C29 -0.9(12) . . . . ? C30 C27 C28 C29 -178.8(7) . . . . ? C27 C28 C29 C24 1.6(12) . . . . ? C25 C24 C29 C28 -1.0(11) . . . . ? C23 C24 C29 C28 179.0(7) . . . . ? C26 C27 C30 C31 30(29) . . . . ? C28 C27 C30 C31 -152(28) . . . . ? C27 C30 C31 C32 -142(24) . . . . ? C27 C30 C31 C32' -145(24) . . . . ? C30 C31 C32 C33 108(13) . . . . ? C32' C31 C32 C33 -113(3) . . . . ? C30 C31 C32 C36 -70(13) . . . . ? C32' C31 C32 C36 70(3) . . . . ? C36 C32 C33 C34 0.0 . . . . ? C31 C32 C33 C34 -177.9(6) . . . . ? C32 C33 C34 N5 0.0 . . . . ? C33 C34 N5 C35 0.0 . . . . ? C34 N5 C35 C36 0.0 . . . . ? N5 C35 C36 C32 0.0 . . . . ? C33 C32 C36 C35 0.0 . . . . ? C31 C32 C36 C35 177.8(7) . . . . ? C30 C31 C32' C36' -109(14) . . . . ? C32 C31 C32' C36' -153(3) . . . . ? C30 C31 C32' C33' 79(14) . . . . ? C32 C31 C32' C33' 35(3) . . . . ? C36' C32' C33' C34' 12.6 . . . . ? C31 C32' C33' C34' -175.3(7) . . . . ? C32' C33' C34' N5' -8.2 . . . . ? C33' C34' N5' C35' -0.9 . . . . ? C34' N5' C35' C36' 5.0 . . . . ? N5' C35' C36' C32' -0.5 . . . . ? C33' C32' C36' C35' -7.0 . . . . ? C31 C32' C36' C35' -179.3(6) . . . . ? C19 C20 C37 N4 -120.5(4) . . . . ? C21 C20 C37 N4 61.0(5) . . . . ? C20 C21 C38 N2 -60.1(5) . . . . ? C16 C21 C38 N2 119.7(4) . . . . ? N2 C41 C42 N1 -11.3(4) . . . . ? N4 C41 C42 N1 -127.9(4) . . . . ? C43 C41 C42 N1 106.7(4) . . . . ? N2 C41 C42 N3 107.1(4) . . . . ? N4 C41 C42 N3 -9.5(4) . . . . ? C43 C41 C42 N3 -134.9(4) . . . . ? N2 C41 C42 C46 -132.9(4) . . . . ? N4 C41 C42 C46 110.5(4) . . . . ? C43 C41 C42 C46 -14.9(6) . . . . ? N2 C41 C43 O3 37.1(6) . . . . ? N4 C41 C43 O3 162.7(4) . . . . ? C42 C41 C43 O3 -77.1(6) . . . . ? N2 C41 C43 O4 -140.3(4) . . . . ? N4 C41 C43 O4 -14.7(5) . . . . ? C42 C41 C43 O4 105.5(4) . . . . ? N1 C42 C46 O5 31.4(7) . . . . ? N3 C42 C46 O5 -93.0(6) . . . . ? C41 C42 C46 O5 150.2(5) . . . . ? N1 C42 C46 O6 -149.8(4) . . . . ? N3 C42 C46 O6 85.8(5) . . . . ? C41 C42 C46 O6 -31.0(6) . . . . ? O2 C40 N1 C42 176.0(5) . . . . ? N2 C40 N1 C42 -4.3(6) . . . . ? N3 C42 N1 C40 -99.4(5) . . . . ? C46 C42 N1 C40 139.7(4) . . . . ? C41 C42 N1 C40 10.0(5) . . . . ? O2 C40 N2 C41 175.5(5) . . . . ? N1 C40 N2 C41 -4.2(5) . . . . ? O2 C40 N2 C38 -5.5(8) . . . . ? N1 C40 N2 C38 174.8(4) . . . . ? N4 C41 N2 C40 119.7(4) . . . . ? C43 C41 N2 C40 -114.1(4) . . . . ? C42 C41 N2 C40 9.8(5) . . . . ? N4 C41 N2 C38 -59.3(5) . . . . ? C43 C41 N2 C38 67.0(5) . . . . ? C42 C41 N2 C38 -169.2(4) . . . . ? C21 C38 N2 C40 -98.8(5) . . . . ? C21 C38 N2 C41 80.1(5) . . . . ? O1 C39 N3 C42 -175.6(5) . . . . ? N4 C39 N3 C42 7.4(5) . . . . ? N1 C42 N3 C39 111.9(4) . . . . ? C46 C42 N3 C39 -126.9(4) . . . . ? C41 C42 N3 C39 1.8(5) . . . . ? O1 C39 N4 C37 18.5(7) . . . . ? N3 C39 N4 C37 -164.4(4) . . . . ? O1 C39 N4 C41 168.7(4) . . . . ? N3 C39 N4 C41 -14.2(5) . . . . ? C20 C37 N4 C39 70.7(5) . . . . ? C20 C37 N4 C41 -76.6(5) . . . . ? N2 C41 N4 C39 -94.0(4) . . . . ? C43 C41 N4 C39 142.4(4) . . . . ? C42 C41 N4 C39 14.8(4) . . . . ? N2 C41 N4 C37 56.0(5) . . . . ? C43 C41 N4 C37 -67.6(5) . . . . ? C42 C41 N4 C37 164.8(4) . . . . ? C4 C5 N6 C1 2.9(16) . . . . ? C2 C1 N6 C5 -0.7(15) . . . . ? O3 C43 O4 C44 3.1(7) . . . . ? C41 C43 O4 C44 -179.6(4) . . . . ? C45 C44 O4 C43 -166.6(5) . . . . ? O5 C46 O6 C47 -0.8(8) . . . . ? C42 C46 O6 C47 -179.6(5) . . . . ? C48 C47 O6 C46 -174.7(7) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.336 _refine_diff_density_min -0.378 _refine_diff_density_rms 0.056 # start Validation Reply Form _vrf_PLAT366_3a ; PROBLEM: Short? C(sp?)-C(sp?) Bond C30 - C31 ... 1.19 Ang. RESPONSE: Although we have re-tried several times to selected better crystals for x-ray diffraction experiment, we are failed each time. This may be resulted from the weak diffraction ability at the high two-theta angle for such a small crystal. ; _vrf_PLAT417_3a ; PROBLEM: Short Inter D-H..H-D H7B .. H8A .. 1.73 Ang. RESPONSE: Although we have re-tried several times to selected better crystals for x-ray diffraction experiment, we are failed each time. This may be resulted from the weak diffraction ability at the high two-theta angle for such a small crystal. ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 951244' ####################################################################### # # 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_3b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H41 N7 O7' _chemical_formula_weight 863.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.6103(13) _cell_length_b 31.467(5) _cell_length_c 16.826(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.106(3) _cell_angle_gamma 90.00 _cell_volume 4440.1(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3591 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 20.51 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.292 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9826 _exptl_absorpt_correction_T_max 0.9913 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17708 _diffrn_reflns_av_R_equivalents 0.0530 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 20.69 _reflns_number_total 4554 _reflns_number_gt 3469 _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, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0946P)^2^+1.4779P] 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 4554 _refine_ls_number_parameters 598 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0687 _refine_ls_R_factor_gt 0.0472 _refine_ls_wR_factor_ref 0.1528 _refine_ls_wR_factor_gt 0.1312 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.1352(5) 0.37101(12) -0.6772(2) 0.0388(10) Uani 1 1 d . . . H1 H -0.0771 0.3903 -0.7030 0.047 Uiso 1 1 calc R . . C2 C -0.1002(5) 0.36997(12) -0.5930(2) 0.0389(10) Uani 1 1 d . . . H2 H -0.0187 0.3876 -0.5623 0.047 Uiso 1 1 calc R . . C3 C -0.1856(5) 0.34279(11) -0.5536(2) 0.0349(10) Uani 1 1 d . . . C4 C -0.3032(5) 0.31774(11) -0.6027(2) 0.0357(10) Uani 1 1 d . . . H4 H -0.3666 0.2991 -0.5789 0.043 Uiso 1 1 calc R . . C5 C -0.3261(5) 0.32049(12) -0.6863(2) 0.0374(10) Uani 1 1 d . . . H5 H -0.4043 0.3026 -0.7188 0.045 Uiso 1 1 calc R . . C6 C -0.1539(5) 0.34012(11) -0.4663(3) 0.0385(10) Uani 1 1 d . . . C7 C -0.1259(5) 0.33749(11) -0.3933(3) 0.0384(10) Uani 1 1 d . . . C8 C -0.0922(5) 0.33478(11) -0.3063(2) 0.0366(10) Uani 1 1 d . . . C9 C -0.0319(5) 0.36967(11) -0.2583(2) 0.0413(10) Uani 1 1 d . . . H9 H -0.0110 0.3953 -0.2838 0.050 Uiso 1 1 calc R . . C10 C -0.0025(5) 0.36754(11) -0.1751(2) 0.0417(10) Uani 1 1 d . . . H10 H 0.0395 0.3916 -0.1434 0.050 Uiso 1 1 calc R . . C11 C -0.0331(4) 0.33053(11) -0.1362(2) 0.0320(9) Uani 1 1 d . . . C12 C -0.0956(5) 0.29544(12) -0.1832(2) 0.0414(10) Uani 1 1 d . . . H12 H -0.1181 0.2700 -0.1575 0.050 Uiso 1 1 calc R . . C13 C -0.1245(5) 0.29756(11) -0.2670(2) 0.0442(11) Uani 1 1 d . . . H13 H -0.1670 0.2735 -0.2986 0.053 Uiso 1 1 calc R . . C14 C 0.0040(4) 0.32831(11) -0.0486(3) 0.0344(9) Uani 1 1 d . . . C15 C 0.0463(4) 0.32807(10) 0.0247(2) 0.0309(9) Uani 1 1 d . . . C16 C 0.1013(4) 0.32808(10) 0.1111(2) 0.0271(9) Uani 1 1 d . . . C17 C 0.2151(4) 0.35788(9) 0.15035(19) 0.0233(8) Uani 1 1 d . . . C18 C 0.2641(4) 0.35792(9) 0.23507(19) 0.0235(8) Uani 1 1 d . . . C19 C 0.2051(4) 0.32666(10) 0.2808(2) 0.0274(9) Uani 1 1 d . . . C20 C 0.0953(4) 0.29674(10) 0.2406(2) 0.0315(9) Uani 1 1 d . . . H20 H 0.0559 0.2757 0.2714 0.038 Uiso 1 1 calc R . . C21 C 0.0436(4) 0.29735(10) 0.1575(2) 0.0329(9) Uani 1 1 d . . . H21 H -0.0317 0.2769 0.1310 0.039 Uiso 1 1 calc R . . C22 C 0.2542(4) 0.32501(10) 0.3677(2) 0.0305(9) Uani 1 1 d . . . C23 C 0.2899(4) 0.32266(10) 0.4411(2) 0.0302(9) Uani 1 1 d . . . C24 C 0.3281(4) 0.32006(10) 0.5281(2) 0.0279(9) Uani 1 1 d . . . C25 C 0.4551(5) 0.34330(11) 0.5746(2) 0.0344(9) Uani 1 1 d . . . H25 H 0.5170 0.3610 0.5481 0.041 Uiso 1 1 calc R . . C26 C 0.4914(5) 0.34074(11) 0.6584(2) 0.0344(9) Uani 1 1 d . . . H26 H 0.5783 0.3565 0.6894 0.041 Uiso 1 1 calc R . . C27 C 0.4001(4) 0.31488(10) 0.6979(2) 0.0285(9) Uani 1 1 d . . . C28 C 0.2719(4) 0.29243(10) 0.6518(2) 0.0312(9) Uani 1 1 d . . . H28 H 0.2083 0.2752 0.6784 0.037 Uiso 1 1 calc R . . C29 C 0.2364(4) 0.29494(10) 0.5680(2) 0.0297(9) Uani 1 1 d . . . H29 H 0.1486 0.2794 0.5370 0.036 Uiso 1 1 calc R . . C30 C 0.4369(4) 0.31100(10) 0.7850(2) 0.0323(9) Uani 1 1 d . . . C31 C 0.4643(5) 0.30686(10) 0.8581(2) 0.0339(9) Uani 1 1 d . . . C32 C 0.4805(5) 0.30106(10) 0.9442(2) 0.0307(9) Uani 1 1 d . . . C33 C 0.6078(5) 0.31747(11) 1.0022(2) 0.0375(10) Uani 1 1 d . . . H33 H 0.6906 0.3328 0.9861 0.045 Uiso 1 1 calc R . . C34 C 0.6113(5) 0.31099(11) 1.0844(2) 0.0392(10) Uani 1 1 d . . . H34 H 0.6976 0.3228 1.1236 0.047 Uiso 1 1 calc R . . C35 C 0.3798(5) 0.27383(11) 1.0540(2) 0.0393(10) Uani 1 1 d . . . H35 H 0.2987 0.2584 1.0715 0.047 Uiso 1 1 calc R . . C36 C 0.3652(4) 0.27886(11) 0.9717(2) 0.0331(9) Uani 1 1 d . . . H36 H 0.2765 0.2671 0.9340 0.040 Uiso 1 1 calc R . . C37 C 0.2900(4) 0.38792(9) 0.09837(19) 0.0267(9) Uani 1 1 d . . . H37A H 0.4065 0.3828 0.1103 0.032 Uiso 1 1 calc R . . H37B H 0.2465 0.3813 0.0400 0.032 Uiso 1 1 calc R . . C38 C 0.3801(4) 0.39137(10) 0.2790(2) 0.0277(9) Uani 1 1 d . . . H38A H 0.3968 0.3869 0.3386 0.033 Uiso 1 1 calc R . . H38B H 0.4841 0.3874 0.2642 0.033 Uiso 1 1 calc R . . C39 C 0.1559(4) 0.45780(10) 0.0608(2) 0.0266(9) Uani 1 1 d . . . C40 C 0.2059(4) 0.45290(10) 0.2898(2) 0.0287(9) Uani 1 1 d . . . C41 C 0.3437(4) 0.45468(10) 0.18502(19) 0.0265(9) Uani 1 1 d . . . C42 C 0.5217(5) 0.46224(11) 0.1871(3) 0.0384(10) Uani 1 1 d . . . C43 C 0.7181(6) 0.46355(15) 0.1070(3) 0.0761(16) Uani 1 1 d . . . H43A H 0.7776 0.4803 0.1540 0.091 Uiso 1 1 calc R . . H43B H 0.7202 0.4794 0.0565 0.091 Uiso 1 1 calc R . . C44 C 0.7954(5) 0.42105(13) 0.1053(3) 0.0633(13) Uani 1 1 d . . . H44A H 0.7906 0.4052 0.1548 0.095 Uiso 1 1 calc R . . H44B H 0.9071 0.4250 0.1027 0.095 Uiso 1 1 calc R . . H44C H 0.7393 0.4052 0.0572 0.095 Uiso 1 1 calc R . . C45 C 0.2379(4) 0.49634(10) 0.1816(2) 0.0285(9) Uani 1 1 d . . . C46 C 0.3367(5) 0.53687(11) 0.2023(2) 0.0374(10) Uani 1 1 d . A . C47 C 0.5241(12) 0.5812(3) 0.1662(5) 0.065(3) Uani 0.73 1 d PD A 1 H47A H 0.6021 0.5763 0.2184 0.078 Uiso 0.73 1 calc PR A 1 H47B H 0.4631 0.6074 0.1709 0.078 Uiso 0.73 1 calc PR A 1 C48 C 0.6069(10) 0.5846(2) 0.0966(5) 0.095(2) Uani 0.73 1 d PD A 1 H48A H 0.6723 0.5593 0.0954 0.142 Uiso 0.73 1 calc PR A 1 H48B H 0.6751 0.6099 0.1041 0.142 Uiso 0.73 1 calc PR A 1 H48C H 0.5270 0.5869 0.0450 0.142 Uiso 0.73 1 calc PR A 1 C47' C 0.522(3) 0.5804(9) 0.144(2) 0.065(3) Uani 0.27 1 d PD A 2 H47C H 0.4691 0.6068 0.1563 0.078 Uiso 0.27 1 calc PR A 2 H47D H 0.5422 0.5833 0.0886 0.078 Uiso 0.27 1 calc PR A 2 C48' C 0.678(2) 0.5753(6) 0.2049(12) 0.095(2) Uani 0.27 1 d PD A 2 H48D H 0.6622 0.5800 0.2601 0.142 Uiso 0.27 1 calc PR A 2 H48E H 0.7550 0.5961 0.1934 0.142 Uiso 0.27 1 calc PR A 2 H48F H 0.7192 0.5465 0.2010 0.142 Uiso 0.27 1 calc PR A 2 C1S C 0.7418(6) 0.56394(13) 0.4189(3) 0.0586(12) Uani 1 1 d . . . H1S1 H 0.8074 0.5837 0.3955 0.088 Uiso 1 1 calc R . . H1S2 H 0.7466 0.5718 0.4758 0.088 Uiso 1 1 calc R . . H1S3 H 0.6311 0.5654 0.3876 0.088 Uiso 1 1 calc R . . C2S C 0.7322(7) 0.48801(14) 0.4591(3) 0.0716(15) Uani 1 1 d . . . H2S1 H 0.6188 0.4846 0.4333 0.107 Uiso 1 1 calc R . . H2S2 H 0.7439 0.4965 0.5162 0.107 Uiso 1 1 calc R . . H2S3 H 0.7877 0.4610 0.4567 0.107 Uiso 1 1 calc R . . C3S C 0.8955(5) 0.51077(13) 0.3654(3) 0.0466(11) Uani 1 1 d . . . H3S H 0.9249 0.4818 0.3635 0.056 Uiso 1 1 calc R . . N1 N -0.2449(4) 0.34681(10) -0.72464(17) 0.0377(8) Uani 1 1 d . . . N2 N 0.5006(4) 0.28919(9) 1.11146(18) 0.0387(8) Uani 1 1 d . . . N3 N 0.2612(3) 0.43263(8) 0.11255(15) 0.0244(7) Uani 1 1 d . . . N4 N 0.3265(3) 0.43504(8) 0.25981(15) 0.0261(7) Uani 1 1 d . . . N5 N 0.1488(4) 0.49576(8) 0.09861(16) 0.0337(8) Uani 1 1 d . . . H5A H 0.0949 0.5178 0.0745 0.040 Uiso 1 1 calc R . . N6 N 0.1495(3) 0.48742(8) 0.24236(17) 0.0322(8) Uani 1 1 d . . . H6 H 0.0672 0.5026 0.2486 0.039 Uiso 1 1 calc R . . N1S N 0.8016(4) 0.52094(10) 0.41566(19) 0.0486(9) Uani 1 1 d . . . O1 O 0.0810(3) 0.44763(7) -0.00799(14) 0.0311(6) Uani 1 1 d . . . O2 O 0.1588(3) 0.43950(7) 0.34842(15) 0.0382(7) Uani 1 1 d . . . O3 O 0.6145(4) 0.47112(10) 0.24807(19) 0.0640(9) Uani 1 1 d . . . O4 O 0.5526(3) 0.45782(8) 0.11398(18) 0.0520(8) Uani 1 1 d . . . O5 O 0.3423(4) 0.55770(8) 0.26275(17) 0.0570(8) Uani 1 1 d . . . O6 O 0.4178(3) 0.54496(7) 0.14527(15) 0.0477(8) Uani 1 1 d D . . O1S O 0.9473(3) 0.53573(8) 0.32146(17) 0.0523(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.036(3) 0.042(2) 0.041(3) -0.001(2) 0.012(2) 0.000(2) C2 0.037(3) 0.037(2) 0.041(3) -0.0038(19) 0.006(2) 0.0066(19) C3 0.039(2) 0.032(2) 0.032(2) 0.0017(18) 0.006(2) 0.012(2) C4 0.040(3) 0.028(2) 0.038(3) 0.0046(18) 0.0063(19) 0.0094(19) C5 0.036(2) 0.031(2) 0.042(3) -0.0027(18) 0.002(2) 0.0072(19) C6 0.040(3) 0.032(2) 0.043(3) 0.0002(19) 0.009(2) 0.0068(19) C7 0.044(3) 0.031(2) 0.040(3) 0.0000(19) 0.010(2) 0.0070(19) C8 0.042(3) 0.035(2) 0.032(2) 0.0016(19) 0.0081(18) 0.0082(19) C9 0.055(3) 0.026(2) 0.043(3) 0.0011(19) 0.010(2) -0.002(2) C10 0.059(3) 0.027(2) 0.038(3) -0.0040(18) 0.007(2) -0.005(2) C11 0.038(2) 0.028(2) 0.028(2) -0.0029(18) 0.0043(17) 0.0051(18) C12 0.057(3) 0.030(2) 0.035(2) 0.0004(18) 0.007(2) -0.006(2) C13 0.065(3) 0.028(2) 0.036(3) -0.0058(18) 0.004(2) -0.009(2) C14 0.034(2) 0.023(2) 0.045(3) -0.0035(18) 0.009(2) -0.0010(17) C15 0.035(2) 0.017(2) 0.042(3) -0.0019(17) 0.011(2) -0.0003(16) C16 0.033(2) 0.0196(19) 0.030(2) 0.0003(16) 0.0114(18) 0.0047(18) C17 0.026(2) 0.0136(18) 0.032(2) 0.0009(15) 0.0092(17) 0.0042(16) C18 0.026(2) 0.0132(18) 0.032(2) 0.0028(15) 0.0089(17) 0.0056(16) C19 0.031(2) 0.0202(19) 0.033(2) 0.0016(17) 0.0116(18) 0.0050(18) C20 0.039(2) 0.0172(19) 0.041(3) 0.0058(17) 0.0145(19) -0.0014(18) C21 0.039(2) 0.020(2) 0.039(3) -0.0014(17) 0.0078(19) -0.0052(17) C22 0.034(2) 0.020(2) 0.040(3) 0.0046(17) 0.0123(19) 0.0015(17) C23 0.035(2) 0.018(2) 0.040(3) 0.0054(17) 0.0121(19) 0.0009(16) C24 0.032(2) 0.0199(19) 0.033(2) 0.0046(17) 0.0095(19) 0.0077(18) C25 0.041(3) 0.027(2) 0.038(2) 0.0090(17) 0.0135(19) -0.0010(19) C26 0.038(2) 0.026(2) 0.038(2) -0.0008(17) 0.0069(19) -0.0020(18) C27 0.038(2) 0.0179(19) 0.030(2) 0.0025(16) 0.0088(19) 0.0053(18) C28 0.038(2) 0.0201(19) 0.036(2) 0.0027(16) 0.0102(19) -0.0011(18) C29 0.035(2) 0.0223(19) 0.031(2) 0.0032(16) 0.0069(18) -0.0020(17) C30 0.040(3) 0.016(2) 0.041(3) -0.0024(17) 0.0081(19) 0.0012(16) C31 0.045(3) 0.018(2) 0.038(3) -0.0017(17) 0.009(2) 0.0043(17) C32 0.040(3) 0.0199(19) 0.031(2) 0.0000(16) 0.007(2) 0.0101(18) C33 0.043(3) 0.027(2) 0.040(3) -0.0024(18) 0.006(2) 0.0028(19) C34 0.046(3) 0.030(2) 0.038(3) -0.0035(18) 0.001(2) 0.010(2) C35 0.047(3) 0.026(2) 0.049(3) 0.0046(19) 0.019(2) 0.010(2) C36 0.039(2) 0.024(2) 0.035(2) 0.0011(17) 0.0070(19) 0.0023(18) C37 0.033(2) 0.0187(19) 0.030(2) 0.0009(15) 0.0122(17) 0.0026(17) C38 0.032(2) 0.022(2) 0.029(2) 0.0083(15) 0.0076(17) 0.0042(17) C39 0.034(2) 0.018(2) 0.030(2) 0.0044(18) 0.0110(19) -0.0028(18) C40 0.032(2) 0.021(2) 0.033(2) -0.0007(18) 0.0063(19) -0.0033(18) C41 0.031(2) 0.0196(19) 0.027(2) 0.0056(16) 0.0038(17) -0.0003(16) C42 0.041(3) 0.026(2) 0.044(3) 0.0117(19) 0.001(2) -0.0073(19) C43 0.058(3) 0.057(3) 0.132(5) -0.007(3) 0.060(3) -0.019(3) C44 0.049(3) 0.049(3) 0.104(4) -0.002(2) 0.042(3) 0.000(2) C45 0.037(2) 0.0171(19) 0.030(2) 0.0007(15) 0.0044(18) -0.0017(17) C46 0.055(3) 0.024(2) 0.035(2) 0.002(2) 0.013(2) 0.0002(19) C47 0.105(5) 0.049(3) 0.049(7) -0.008(4) 0.033(4) -0.043(3) C48 0.104(6) 0.077(5) 0.117(6) 0.002(4) 0.052(5) 0.003(4) C47' 0.105(5) 0.049(3) 0.049(7) -0.008(4) 0.033(4) -0.043(3) C48' 0.104(6) 0.077(5) 0.117(6) 0.002(4) 0.052(5) 0.003(4) C1S 0.067(3) 0.044(3) 0.067(3) -0.012(2) 0.020(2) 0.010(2) C2S 0.092(4) 0.060(3) 0.079(3) 0.011(3) 0.051(3) 0.006(3) C3S 0.049(3) 0.033(2) 0.062(3) -0.008(2) 0.020(2) 0.003(2) N1 0.037(2) 0.0397(19) 0.0368(19) -0.0016(16) 0.0095(17) 0.0046(17) N2 0.049(2) 0.0306(18) 0.0365(19) -0.0007(15) 0.0100(19) 0.0135(17) N3 0.0323(18) 0.0150(15) 0.0267(16) 0.0036(13) 0.0086(14) 0.0027(14) N4 0.0325(19) 0.0179(16) 0.0279(17) 0.0016(13) 0.0067(14) 0.0021(14) N5 0.049(2) 0.0152(16) 0.0316(18) -0.0003(13) -0.0026(15) 0.0066(14) N6 0.0325(19) 0.0224(16) 0.0419(18) 0.0076(14) 0.0091(15) 0.0078(14) N1S 0.054(2) 0.042(2) 0.054(2) -0.0012(17) 0.0210(19) 0.0076(18) O1 0.0415(16) 0.0220(13) 0.0280(15) 0.0024(11) 0.0040(13) 0.0057(11) O2 0.0470(17) 0.0313(14) 0.0394(16) 0.0042(12) 0.0164(13) 0.0011(12) O3 0.047(2) 0.076(2) 0.060(2) 0.0218(17) -0.0054(17) -0.0222(17) O4 0.0492(19) 0.0405(16) 0.077(2) -0.0095(14) 0.0375(16) -0.0128(14) O5 0.080(2) 0.0400(17) 0.0524(19) -0.0167(15) 0.0192(16) -0.0186(15) O6 0.074(2) 0.0239(15) 0.0493(17) -0.0040(12) 0.0224(16) -0.0178(14) O1S 0.065(2) 0.0303(15) 0.0707(19) 0.0020(14) 0.0345(17) -0.0008(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.329(5) . ? C1 C2 1.381(5) . ? C1 H1 0.9500 . ? C2 C3 1.390(5) . ? C2 H2 0.9500 . ? C3 C4 1.397(5) . ? C3 C6 1.434(5) . ? C4 C5 1.377(5) . ? C4 H4 0.9500 . ? C5 N1 1.340(5) . ? C5 H5 0.9500 . ? C6 C7 1.200(5) . ? C7 C8 1.429(5) . ? C8 C9 1.391(5) . ? C8 C13 1.404(5) . ? C9 C10 1.368(5) . ? C9 H9 0.9500 . ? C10 C11 1.390(5) . ? C10 H10 0.9500 . ? C11 C12 1.394(5) . ? C11 C14 1.437(5) . ? C12 C13 1.375(5) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C15 1.205(5) . ? C15 C16 1.423(5) . ? C16 C21 1.403(5) . ? C16 C17 1.408(5) . ? C17 C18 1.392(4) . ? C17 C37 1.526(4) . ? C18 C19 1.412(4) . ? C18 C38 1.522(5) . ? C19 C20 1.396(5) . ? C19 C22 1.429(5) . ? C20 C21 1.369(5) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C23 1.205(5) . ? C23 C24 1.428(5) . ? C24 C29 1.392(5) . ? C24 C25 1.398(5) . ? C25 C26 1.376(5) . ? C25 H25 0.9500 . ? C26 C27 1.400(5) . ? C26 H26 0.9500 . ? C27 C28 1.389(5) . ? C27 C30 1.433(5) . ? C28 C29 1.377(5) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 C31 1.205(5) . ? C31 C32 1.436(5) . ? C32 C36 1.376(5) . ? C32 C33 1.391(5) . ? C33 C34 1.391(5) . ? C33 H33 0.9500 . ? C34 N2 1.335(5) . ? C34 H34 0.9500 . ? C35 N2 1.339(5) . ? C35 C36 1.372(5) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 N3 1.458(4) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 N4 1.462(4) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 O1 1.233(4) . ? C39 N3 1.360(4) . ? C39 N5 1.361(4) . ? C40 O2 1.224(4) . ? C40 N6 1.370(4) . ? C40 N4 1.373(4) . ? C41 N4 1.440(4) . ? C41 N3 1.442(4) . ? C41 C42 1.543(5) . ? C41 C45 1.590(5) . ? C42 O3 1.182(4) . ? C42 O4 1.324(5) . ? C43 O4 1.467(5) . ? C43 C44 1.497(6) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 N5 1.433(4) . ? C45 N6 1.434(4) . ? C45 C46 1.528(5) . ? C46 O5 1.202(4) . ? C46 O6 1.333(4) . ? C47 O6 1.455(6) . ? C47 C48 1.506(9) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C47' O6 1.434(10) . ? C47' C48' 1.504(11) . ? C47' H47C 0.9900 . ? C47' H47D 0.9900 . ? C48' H48D 0.9800 . ? C48' H48E 0.9800 . ? C48' H48F 0.9800 . ? C1S N1S 1.453(5) . ? C1S H1S1 0.9800 . ? C1S H1S2 0.9800 . ? C1S H1S3 0.9800 . ? C2S N1S 1.471(5) . ? C2S H2S1 0.9800 . ? C2S H2S2 0.9800 . ? C2S H2S3 0.9800 . ? C3S O1S 1.230(4) . ? C3S N1S 1.334(5) . ? C3S H3S 0.9500 . ? N5 H5A 0.8800 . ? N6 H6 0.8800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 124.2(3) . . ? N1 C1 H1 117.9 . . ? C2 C1 H1 117.9 . . ? C1 C2 C3 119.2(4) . . ? C1 C2 H2 120.4 . . ? C3 C2 H2 120.4 . . ? C2 C3 C4 117.1(3) . . ? C2 C3 C6 121.7(4) . . ? C4 C3 C6 121.2(3) . . ? C5 C4 C3 119.0(3) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? N1 C5 C4 124.1(4) . . ? N1 C5 H5 117.9 . . ? C4 C5 H5 117.9 . . ? C7 C6 C3 179.2(4) . . ? C6 C7 C8 179.4(4) . . ? C9 C8 C13 118.2(3) . . ? C9 C8 C7 120.6(3) . . ? C13 C8 C7 121.1(3) . . ? C10 C9 C8 120.9(3) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C9 C10 C11 120.8(3) . . ? C9 C10 H10 119.6 . . ? C11 C10 H10 119.6 . . ? C10 C11 C12 119.1(3) . . ? C10 C11 C14 120.1(3) . . ? C12 C11 C14 120.8(3) . . ? C13 C12 C11 120.0(3) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C8 120.9(3) . . ? C12 C13 H13 119.5 . . ? C8 C13 H13 119.5 . . ? C15 C14 C11 174.8(4) . . ? C14 C15 C16 178.2(4) . . ? C21 C16 C17 119.7(3) . . ? C21 C16 C15 119.4(3) . . ? C17 C16 C15 121.0(3) . . ? C18 C17 C16 119.9(3) . . ? C18 C17 C37 121.1(3) . . ? C16 C17 C37 118.9(3) . . ? C17 C18 C19 119.6(3) . . ? C17 C18 C38 120.7(3) . . ? C19 C18 C38 119.7(3) . . ? C20 C19 C18 119.6(3) . . ? C20 C19 C22 118.8(3) . . ? C18 C19 C22 121.6(3) . . ? C21 C20 C19 120.9(3) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C20 C21 C16 120.3(3) . . ? C20 C21 H21 119.9 . . ? C16 C21 H21 119.9 . . ? C23 C22 C19 177.3(4) . . ? C22 C23 C24 178.5(4) . . ? C29 C24 C25 119.0(3) . . ? C29 C24 C23 120.2(3) . . ? C25 C24 C23 120.8(3) . . ? C26 C25 C24 120.6(3) . . ? C26 C25 H25 119.7 . . ? C24 C25 H25 119.7 . . ? C25 C26 C27 120.0(3) . . ? C25 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? C28 C27 C26 119.4(3) . . ? C28 C27 C30 119.4(3) . . ? C26 C27 C30 121.2(3) . . ? C29 C28 C27 120.4(3) . . ? C29 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? C28 C29 C24 120.5(3) . . ? C28 C29 H29 119.7 . . ? C24 C29 H29 119.7 . . ? C31 C30 C27 178.0(4) . . ? C30 C31 C32 174.4(4) . . ? C36 C32 C33 117.8(3) . . ? C36 C32 C31 119.4(3) . . ? C33 C32 C31 122.8(3) . . ? C32 C33 C34 118.6(4) . . ? C32 C33 H33 120.7 . . ? C34 C33 H33 120.7 . . ? N2 C34 C33 123.9(4) . . ? N2 C34 H34 118.1 . . ? C33 C34 H34 118.1 . . ? N2 C35 C36 124.4(4) . . ? N2 C35 H35 117.8 . . ? C36 C35 H35 117.8 . . ? C35 C36 C32 119.3(3) . . ? C35 C36 H36 120.4 . . ? C32 C36 H36 120.4 . . ? N3 C37 C17 113.2(3) . . ? N3 C37 H37A 108.9 . . ? C17 C37 H37A 108.9 . . ? N3 C37 H37B 108.9 . . ? C17 C37 H37B 108.9 . . ? H37A C37 H37B 107.7 . . ? N4 C38 C18 113.8(3) . . ? N4 C38 H38A 108.8 . . ? C18 C38 H38A 108.8 . . ? N4 C38 H38B 108.8 . . ? C18 C38 H38B 108.8 . . ? H38A C38 H38B 107.7 . . ? O1 C39 N3 125.5(3) . . ? O1 C39 N5 126.7(3) . . ? N3 C39 N5 107.8(3) . . ? O2 C40 N6 127.2(3) . . ? O2 C40 N4 124.8(3) . . ? N6 C40 N4 108.0(3) . . ? N4 C41 N3 113.8(3) . . ? N4 C41 C42 110.2(3) . . ? N3 C41 C42 112.9(3) . . ? N4 C41 C45 102.3(2) . . ? N3 C41 C45 101.4(2) . . ? C42 C41 C45 115.6(3) . . ? O3 C42 O4 126.4(4) . . ? O3 C42 C41 121.9(4) . . ? O4 C42 C41 111.7(3) . . ? O4 C43 C44 109.6(3) . . ? O4 C43 H43A 109.7 . . ? C44 C43 H43A 109.7 . . ? O4 C43 H43B 109.7 . . ? C44 C43 H43B 109.7 . . ? H43A C43 H43B 108.2 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? N5 C45 N6 116.0(3) . . ? N5 C45 C46 112.3(3) . . ? N6 C45 C46 111.0(3) . . ? N5 C45 C41 101.6(2) . . ? N6 C45 C41 101.9(2) . . ? C46 C45 C41 113.3(3) . . ? O5 C46 O6 125.3(3) . . ? O5 C46 C45 124.2(3) . . ? O6 C46 C45 110.5(3) . . ? O6 C47 C48 104.5(6) . . ? O6 C47 H47A 110.8 . . ? C48 C47 H47A 110.8 . . ? O6 C47 H47B 110.8 . . ? C48 C47 H47B 110.8 . . ? H47A C47 H47B 108.9 . . ? O6 C47' C48' 111.9(14) . . ? O6 C47' H47C 109.2 . . ? C48' C47' H47C 109.2 . . ? O6 C47' H47D 109.2 . . ? C48' C47' H47D 109.2 . . ? H47C C47' H47D 107.9 . . ? C47' C48' H48D 109.5 . . ? C47' C48' H48E 109.5 . . ? H48D C48' H48E 109.5 . . ? C47' C48' H48F 109.5 . . ? H48D C48' H48F 109.5 . . ? H48E C48' H48F 109.5 . . ? N1S C1S H1S1 109.5 . . ? N1S C1S H1S2 109.5 . . ? H1S1 C1S H1S2 109.5 . . ? N1S C1S H1S3 109.5 . . ? H1S1 C1S H1S3 109.5 . . ? H1S2 C1S H1S3 109.5 . . ? N1S C2S H2S1 109.5 . . ? N1S C2S H2S2 109.5 . . ? H2S1 C2S H2S2 109.5 . . ? N1S C2S H2S3 109.5 . . ? H2S1 C2S H2S3 109.5 . . ? H2S2 C2S H2S3 109.5 . . ? O1S C3S N1S 125.6(4) . . ? O1S C3S H3S 117.2 . . ? N1S C3S H3S 117.2 . . ? C1 N1 C5 116.3(3) . . ? C34 N2 C35 115.9(3) . . ? C39 N3 C41 112.9(3) . . ? C39 N3 C37 124.8(3) . . ? C41 N3 C37 122.2(3) . . ? C40 N4 C41 112.4(3) . . ? C40 N4 C38 122.1(3) . . ? C41 N4 C38 120.4(3) . . ? C39 N5 C45 113.3(3) . . ? C39 N5 H5A 123.4 . . ? C45 N5 H5A 123.4 . . ? C40 N6 C45 113.3(3) . . ? C40 N6 H6 123.4 . . ? C45 N6 H6 123.4 . . ? C3S N1S C1S 121.2(3) . . ? C3S N1S C2S 121.2(3) . . ? C1S N1S C2S 116.7(3) . . ? C42 O4 C43 117.7(4) . . ? C46 O6 C47' 126.2(18) . . ? C46 O6 C47 112.3(4) . . ? C47' O6 C47 14.7(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 -1.4(5) . . . . ? C1 C2 C3 C4 0.2(5) . . . . ? C1 C2 C3 C6 179.6(3) . . . . ? C2 C3 C4 C5 1.3(5) . . . . ? C6 C3 C4 C5 -178.1(3) . . . . ? C3 C4 C5 N1 -1.9(5) . . . . ? C2 C3 C6 C7 -90(36) . . . . ? C4 C3 C6 C7 90(36) . . . . ? C3 C6 C7 C8 121(79) . . . . ? C6 C7 C8 C9 -3(68) . . . . ? C6 C7 C8 C13 175(100) . . . . ? C13 C8 C9 C10 1.1(6) . . . . ? C7 C8 C9 C10 178.7(4) . . . . ? C8 C9 C10 C11 -0.5(6) . . . . ? C9 C10 C11 C12 -0.4(6) . . . . ? C9 C10 C11 C14 177.7(3) . . . . ? C10 C11 C12 C13 0.7(6) . . . . ? C14 C11 C12 C13 -177.4(3) . . . . ? C11 C12 C13 C8 -0.1(6) . . . . ? C9 C8 C13 C12 -0.8(6) . . . . ? C7 C8 C13 C12 -178.4(4) . . . . ? C10 C11 C14 C15 -43(4) . . . . ? C12 C11 C14 C15 136(4) . . . . ? C11 C14 C15 C16 -16(14) . . . . ? C14 C15 C16 C21 -140(11) . . . . ? C14 C15 C16 C17 39(11) . . . . ? C21 C16 C17 C18 -2.9(5) . . . . ? C15 C16 C17 C18 178.4(3) . . . . ? C21 C16 C17 C37 173.4(3) . . . . ? C15 C16 C17 C37 -5.3(5) . . . . ? C16 C17 C18 C19 3.2(5) . . . . ? C37 C17 C18 C19 -173.1(3) . . . . ? C16 C17 C18 C38 -176.6(3) . . . . ? C37 C17 C18 C38 7.1(4) . . . . ? C17 C18 C19 C20 -1.6(5) . . . . ? C38 C18 C19 C20 178.2(3) . . . . ? C17 C18 C19 C22 178.9(3) . . . . ? C38 C18 C19 C22 -1.3(5) . . . . ? C18 C19 C20 C21 -0.2(5) . . . . ? C22 C19 C20 C21 179.3(3) . . . . ? C19 C20 C21 C16 0.4(5) . . . . ? C17 C16 C21 C20 1.2(5) . . . . ? C15 C16 C21 C20 179.8(3) . . . . ? C20 C19 C22 C23 -20(8) . . . . ? C18 C19 C22 C23 159(8) . . . . ? C19 C22 C23 C24 -41(18) . . . . ? C22 C23 C24 C29 48(13) . . . . ? C22 C23 C24 C25 -131(13) . . . . ? C29 C24 C25 C26 1.4(5) . . . . ? C23 C24 C25 C26 179.9(3) . . . . ? C24 C25 C26 C27 -0.4(5) . . . . ? C25 C26 C27 C28 -0.9(5) . . . . ? C25 C26 C27 C30 178.8(3) . . . . ? C26 C27 C28 C29 1.1(5) . . . . ? C30 C27 C28 C29 -178.6(3) . . . . ? C27 C28 C29 C24 -0.1(5) . . . . ? C25 C24 C29 C28 -1.1(5) . . . . ? C23 C24 C29 C28 -179.7(3) . . . . ? C28 C27 C30 C31 3(12) . . . . ? C26 C27 C30 C31 -177(100) . . . . ? C27 C30 C31 C32 -30(14) . . . . ? C30 C31 C32 C36 20(4) . . . . ? C30 C31 C32 C33 -159(3) . . . . ? C36 C32 C33 C34 -0.6(5) . . . . ? C31 C32 C33 C34 178.6(3) . . . . ? C32 C33 C34 N2 1.2(5) . . . . ? N2 C35 C36 C32 -0.1(5) . . . . ? C33 C32 C36 C35 0.0(5) . . . . ? C31 C32 C36 C35 -179.1(3) . . . . ? C18 C17 C37 N3 -63.6(4) . . . . ? C16 C17 C37 N3 120.1(3) . . . . ? C17 C18 C38 N4 56.2(4) . . . . ? C19 C18 C38 N4 -123.7(3) . . . . ? N4 C41 C42 O3 -34.6(5) . . . . ? N3 C41 C42 O3 -163.1(3) . . . . ? C45 C41 C42 O3 80.7(4) . . . . ? N4 C41 C42 O4 145.9(3) . . . . ? N3 C41 C42 O4 17.4(4) . . . . ? C45 C41 C42 O4 -98.8(3) . . . . ? N4 C41 C45 N5 -134.0(3) . . . . ? N3 C41 C45 N5 -16.2(3) . . . . ? C42 C41 C45 N5 106.3(3) . . . . ? N4 C41 C45 N6 -14.0(3) . . . . ? N3 C41 C45 N6 103.8(3) . . . . ? C42 C41 C45 N6 -133.7(3) . . . . ? N4 C41 C45 C46 105.3(3) . . . . ? N3 C41 C45 C46 -136.9(3) . . . . ? C42 C41 C45 C46 -14.4(4) . . . . ? N5 C45 C46 O5 133.6(4) . . . . ? N6 C45 C46 O5 1.9(5) . . . . ? C41 C45 C46 O5 -112.0(4) . . . . ? N5 C45 C46 O6 -48.0(4) . . . . ? N6 C45 C46 O6 -179.7(3) . . . . ? C41 C45 C46 O6 66.4(4) . . . . ? C2 C1 N1 C5 0.9(5) . . . . ? C4 C5 N1 C1 0.8(5) . . . . ? C33 C34 N2 C35 -1.1(5) . . . . ? C36 C35 N2 C34 0.6(5) . . . . ? O1 C39 N3 C41 173.5(3) . . . . ? N5 C39 N3 C41 -6.5(4) . . . . ? O1 C39 N3 C37 -6.9(5) . . . . ? N5 C39 N3 C37 173.2(3) . . . . ? N4 C41 N3 C39 123.6(3) . . . . ? C42 C41 N3 C39 -109.8(3) . . . . ? C45 C41 N3 C39 14.5(3) . . . . ? N4 C41 N3 C37 -56.1(4) . . . . ? C42 C41 N3 C37 70.5(4) . . . . ? C45 C41 N3 C37 -165.2(3) . . . . ? C17 C37 N3 C39 -105.0(3) . . . . ? C17 C37 N3 C41 74.6(4) . . . . ? O2 C40 N4 C41 173.4(3) . . . . ? N6 C40 N4 C41 -6.2(4) . . . . ? O2 C40 N4 C38 18.6(5) . . . . ? N6 C40 N4 C38 -161.1(3) . . . . ? N3 C41 N4 C40 -95.8(3) . . . . ? C42 C41 N4 C40 136.2(3) . . . . ? C45 C41 N4 C40 12.8(3) . . . . ? N3 C41 N4 C38 59.5(4) . . . . ? C42 C41 N4 C38 -68.5(4) . . . . ? C45 C41 N4 C38 168.1(3) . . . . ? C18 C38 N4 C40 73.5(4) . . . . ? C18 C38 N4 C41 -79.4(4) . . . . ? O1 C39 N5 C45 174.0(3) . . . . ? N3 C39 N5 C45 -6.0(4) . . . . ? N6 C45 N5 C39 -95.2(3) . . . . ? C46 C45 N5 C39 135.6(3) . . . . ? C41 C45 N5 C39 14.2(4) . . . . ? O2 C40 N6 C45 176.0(3) . . . . ? N4 C40 N6 C45 -4.4(4) . . . . ? N5 C45 N6 C40 121.0(3) . . . . ? C46 C45 N6 C40 -109.2(3) . . . . ? C41 C45 N6 C40 11.7(3) . . . . ? O1S C3S N1S C1S 4.1(7) . . . . ? O1S C3S N1S C2S 173.4(4) . . . . ? O3 C42 O4 C43 1.3(5) . . . . ? C41 C42 O4 C43 -179.2(3) . . . . ? C44 C43 O4 C42 99.6(4) . . . . ? O5 C46 O6 C47' -2.1(15) . . . . ? C45 C46 O6 C47' 179.5(14) . . . . ? O5 C46 O6 C47 3.4(7) . . . . ? C45 C46 O6 C47 -175.0(5) . . . . ? C48' C47' O6 C46 75(3) . . . . ? C48' C47' O6 C47 54(5) . . . . ? C48 C47 O6 C46 178.6(5) . . . . ? C48 C47 O6 C47' -19(7) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N5 H5A O1 0.88 1.99 2.836(4) 160.8 3_565 N6 H6 O1S 0.88 2.06 2.857(4) 150.7 1_455 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 20.69 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.299 _refine_diff_density_min -0.644 _refine_diff_density_rms 0.071 # start Validation Reply Form _vrf_THETM01_3b ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 Calculated sin(theta_max)/wavelength = 0.4971 RESPONSE: Although we have re-tried several times to selected better crystals for x-ray diffraction experiment, we are failed each time. This may be resulted from the weak diffraction ability at the high two-theta angle for such a small organic molecule. ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 951245'