# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 ####################################################################### # # 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_scon2m _database_code_depnum_ccdc_archive 'CCDC 808820' #TrackingRef '- 808820.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H26 N6 O4 Sc' _chemical_formula_weight 567.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sc Sc 0.2519 0.3716 '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 11.3039(9) _cell_length_b 13.1459(10) _cell_length_c 17.5455(13) _cell_angle_alpha 90.00 _cell_angle_beta 101.404(2) _cell_angle_gamma 90.00 _cell_volume 2555.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 2 _cell_measurement_theta_max 29 _exptl_crystal_description parallelepiped _exptl_crystal_colour yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.475 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1180 _exptl_absorpt_coefficient_mu 0.338 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9417 _exptl_absorpt_correction_T_max 0.9768 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 15705 _diffrn_reflns_av_R_equivalents 0.0499 _diffrn_reflns_av_sigmaI/netI 0.0594 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 26.50 _reflns_number_total 5274 _reflns_number_gt 3541 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0792P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5274 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0884 _refine_ls_R_factor_gt 0.0502 _refine_ls_wR_factor_ref 0.1318 _refine_ls_wR_factor_gt 0.1191 _refine_ls_goodness_of_fit_ref 0.959 _refine_ls_restrained_S_all 0.959 _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 Sc1 Sc -0.08450(4) 0.46932(3) 0.23490(2) 0.01904(10) Uani 1 1 d . . . O1 O -0.09904(14) 0.33274(11) 0.18103(9) 0.0224(4) Uani 1 1 d . . . O2 O 0.09666(14) 0.48276(11) 0.23852(9) 0.0213(4) Uani 1 1 d . . . O3 O -0.24418(14) 0.48261(12) 0.27163(9) 0.0243(4) Uani 1 1 d . . . N1 N -0.14807(17) 0.50804(14) 0.10402(11) 0.0203(4) Uani 1 1 d . . . N2 N -0.19972(19) 0.67932(15) 0.10218(11) 0.0296(5) Uani 1 1 d . . . H2A H -0.1967 0.6777 0.1527 0.036 Uiso 1 1 calc R . . H2B H -0.2182 0.7363 0.0762 0.036 Uiso 1 1 calc R . . N3 N -0.03814(17) 0.63713(14) 0.27024(10) 0.0204(4) Uani 1 1 d . . . N4 N -0.22607(18) 0.69808(15) 0.27724(11) 0.0271(5) Uani 1 1 d . . . H4A H -0.2570 0.6388 0.2605 0.032 Uiso 1 1 calc R . . H4B H -0.2734 0.7471 0.2877 0.032 Uiso 1 1 calc R . . N5 N -0.04504(18) 0.40983(14) 0.36103(11) 0.0237(4) Uani 1 1 d . . . N6 N 0.15374(19) 0.35913(17) 0.37298(12) 0.0355(6) Uani 1 1 d . . . H6A H 0.1508 0.3747 0.3238 0.043 Uiso 1 1 calc R . . H6B H 0.2207 0.3347 0.4013 0.043 Uiso 1 1 calc R . . C1 C -0.1316(2) 0.42176(17) 0.06154(13) 0.0205(5) Uani 1 1 d . . . C2 C -0.1052(2) 0.32981(17) 0.10368(13) 0.0204(5) Uani 1 1 d . . . C3 C -0.0875(2) 0.24200(17) 0.06376(14) 0.0251(5) Uani 1 1 d . . . H3A H -0.0712 0.1797 0.0912 0.030 Uiso 1 1 calc R . . C4 C -0.0935(2) 0.24414(19) -0.01657(14) 0.0298(6) Uani 1 1 d . . . H4C H -0.0794 0.1833 -0.0427 0.036 Uiso 1 1 calc R . . C5 C -0.1191(2) 0.33202(19) -0.05841(14) 0.0270(6) Uani 1 1 d . . . H5A H -0.1236 0.3320 -0.1131 0.032 Uiso 1 1 calc R . . C6 C -0.1387(2) 0.42274(18) -0.01969(13) 0.0229(5) Uani 1 1 d . . . C7 C -0.1639(2) 0.51789(18) -0.05799(13) 0.0260(6) Uani 1 1 d . . . H7A H -0.1672 0.5229 -0.1124 0.031 Uiso 1 1 calc R . . C8 C -0.1833(2) 0.60109(18) -0.01707(13) 0.0255(5) Uani 1 1 d . . . H8A H -0.2018 0.6643 -0.0429 0.031 Uiso 1 1 calc R . . C9 C -0.1761(2) 0.59453(17) 0.06467(13) 0.0231(5) Uani 1 1 d . . . C10 C 0.0843(2) 0.65438(17) 0.27696(12) 0.0208(5) Uani 1 1 d . . . C11 C 0.1546(2) 0.57050(17) 0.26082(12) 0.0218(5) Uani 1 1 d . . . C12 C 0.2771(2) 0.5833(2) 0.26670(13) 0.0276(6) Uani 1 1 d . . . H12A H 0.3256 0.5277 0.2569 0.033 Uiso 1 1 calc R . . C13 C 0.3304(2) 0.6786(2) 0.28720(14) 0.0290(6) Uani 1 1 d . . . H13A H 0.4147 0.6865 0.2902 0.035 Uiso 1 1 calc R . . C14 C 0.2648(2) 0.75951(19) 0.30284(13) 0.0285(6) Uani 1 1 d . . . H14A H 0.3032 0.8230 0.3165 0.034 Uiso 1 1 calc R . . C15 C 0.1396(2) 0.74929(17) 0.29875(13) 0.0241(5) Uani 1 1 d . . . C16 C 0.0625(2) 0.82718(18) 0.31629(13) 0.0267(6) Uani 1 1 d . . . H16A H 0.0953 0.8921 0.3320 0.032 Uiso 1 1 calc R . . C17 C -0.0568(2) 0.81087(18) 0.31108(13) 0.0265(6) Uani 1 1 d . . . H17A H -0.1075 0.8635 0.3234 0.032 Uiso 1 1 calc R . . C18 C -0.1052(2) 0.71381(17) 0.28689(12) 0.0234(5) Uani 1 1 d . . . C19 C -0.1452(2) 0.42045(17) 0.39420(13) 0.0246(5) Uani 1 1 d . . . C20 C -0.2511(2) 0.45868(17) 0.34514(14) 0.0253(5) Uani 1 1 d . . . C21 C -0.3548(2) 0.46847(18) 0.37468(15) 0.0313(6) Uani 1 1 d . . . H21A H -0.4274 0.4911 0.3421 0.038 Uiso 1 1 calc R . . C22 C -0.3530(3) 0.4447(2) 0.45349(16) 0.0398(7) Uani 1 1 d . . . H22A H -0.4244 0.4538 0.4736 0.048 Uiso 1 1 calc R . . C23 C -0.2516(3) 0.4092(2) 0.50151(15) 0.0372(7) Uani 1 1 d . . . H23A H -0.2530 0.3936 0.5542 0.045 Uiso 1 1 calc R . . C24 C -0.1455(3) 0.39575(19) 0.47282(14) 0.0324(6) Uani 1 1 d . . . C25 C -0.0356(3) 0.3589(2) 0.51680(15) 0.0387(7) Uani 1 1 d . . . H25A H -0.0311 0.3421 0.5700 0.046 Uiso 1 1 calc R . . C26 C 0.0621(3) 0.3471(2) 0.48564(15) 0.0365(7) Uani 1 1 d . . . H26A H 0.1350 0.3221 0.5164 0.044 Uiso 1 1 calc R . . C27 C 0.0565(2) 0.37262(19) 0.40458(14) 0.0302(6) Uani 1 1 d . . . O1S O -0.47504(18) 0.52975(13) 0.10107(11) 0.0377(5) Uani 1 1 d . . . C1S C -0.4946(3) 0.6153(2) 0.14547(17) 0.0434(7) Uani 1 1 d . . . H1SA H -0.4693 0.5996 0.2009 0.065 Uiso 1 1 calc R . . H1SB H -0.5805 0.6329 0.1341 0.065 Uiso 1 1 calc R . . H1SC H -0.4474 0.6729 0.1322 0.065 Uiso 1 1 calc R . . C2S C -0.5098(2) 0.54862(19) 0.02084(15) 0.0335(6) Uani 1 1 d . . . H2SA H -0.4604 0.6042 0.0052 0.040 Uiso 1 1 calc R . . H2SB H -0.5957 0.5689 0.0078 0.040 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 Sc1 0.0220(2) 0.0176(2) 0.0172(2) 0.00044(17) 0.00326(16) -0.00028(18) O1 0.0268(8) 0.0208(8) 0.0198(8) 0.0015(6) 0.0049(7) -0.0011(7) O2 0.0248(8) 0.0180(8) 0.0217(8) -0.0017(6) 0.0062(7) -0.0011(7) O3 0.0234(8) 0.0261(9) 0.0238(8) 0.0004(7) 0.0059(7) -0.0014(7) N1 0.0207(9) 0.0204(9) 0.0197(9) -0.0003(8) 0.0039(8) -0.0005(8) N2 0.0465(13) 0.0211(10) 0.0200(10) 0.0023(8) 0.0033(9) 0.0073(9) N3 0.0250(10) 0.0183(9) 0.0177(9) 0.0017(7) 0.0038(8) 0.0023(8) N4 0.0256(10) 0.0220(10) 0.0334(11) -0.0043(9) 0.0054(9) 0.0054(9) N5 0.0296(11) 0.0211(10) 0.0199(10) 0.0002(8) 0.0042(8) -0.0022(9) N6 0.0308(12) 0.0432(13) 0.0299(12) 0.0092(10) -0.0007(10) 0.0070(10) C1 0.0196(11) 0.0206(11) 0.0211(11) -0.0013(9) 0.0036(9) -0.0015(9) C2 0.0187(11) 0.0226(11) 0.0197(11) -0.0015(9) 0.0034(9) -0.0028(9) C3 0.0268(12) 0.0176(11) 0.0285(13) 0.0001(10) -0.0001(10) 0.0016(10) C4 0.0336(14) 0.0252(13) 0.0309(13) -0.0068(11) 0.0067(11) 0.0005(11) C5 0.0290(13) 0.0308(13) 0.0215(12) -0.0045(10) 0.0052(10) 0.0007(11) C6 0.0215(11) 0.0248(12) 0.0217(11) -0.0006(10) 0.0022(10) -0.0011(10) C7 0.0293(13) 0.0295(13) 0.0180(11) 0.0011(10) 0.0017(10) 0.0023(11) C8 0.0313(13) 0.0228(12) 0.0212(12) 0.0056(9) 0.0023(10) 0.0027(10) C9 0.0226(12) 0.0218(11) 0.0240(12) 0.0016(9) 0.0022(10) -0.0001(10) C10 0.0261(12) 0.0229(11) 0.0141(11) 0.0005(9) 0.0053(9) -0.0017(10) C11 0.0277(12) 0.0225(11) 0.0151(10) 0.0008(9) 0.0041(9) 0.0002(10) C12 0.0269(12) 0.0324(13) 0.0236(12) -0.0022(10) 0.0048(10) 0.0000(11) C13 0.0225(12) 0.0400(15) 0.0251(12) -0.0046(11) 0.0058(10) -0.0089(11) C14 0.0348(14) 0.0292(13) 0.0218(12) -0.0052(10) 0.0062(11) -0.0107(11) C15 0.0328(13) 0.0215(11) 0.0178(11) -0.0005(9) 0.0047(10) -0.0051(10) C16 0.0385(14) 0.0186(11) 0.0219(12) -0.0004(9) 0.0033(11) -0.0033(11) C17 0.0355(14) 0.0209(12) 0.0224(12) -0.0011(10) 0.0040(11) 0.0040(11) C18 0.0344(13) 0.0215(12) 0.0142(10) 0.0015(9) 0.0047(10) 0.0004(10) C19 0.0339(13) 0.0195(11) 0.0212(11) -0.0045(9) 0.0074(10) -0.0076(10) C20 0.0345(13) 0.0194(11) 0.0240(12) -0.0042(10) 0.0103(10) -0.0042(10) C21 0.0346(13) 0.0233(12) 0.0392(14) -0.0058(11) 0.0155(12) -0.0028(11) C22 0.0523(16) 0.0307(14) 0.0462(15) -0.0078(12) 0.0336(14) -0.0095(13) C23 0.0590(18) 0.0313(14) 0.0255(13) -0.0057(11) 0.0190(13) -0.0077(13) C24 0.0533(16) 0.0219(12) 0.0233(12) -0.0036(10) 0.0109(12) -0.0127(12) C25 0.0605(19) 0.0341(15) 0.0193(12) 0.0041(11) 0.0025(13) -0.0138(14) C26 0.0453(16) 0.0364(15) 0.0247(13) 0.0083(11) -0.0007(12) -0.0076(13) C27 0.0394(15) 0.0238(12) 0.0242(12) 0.0046(10) -0.0016(11) -0.0014(11) O1S 0.0488(11) 0.0286(9) 0.0352(10) 0.0044(8) 0.0070(9) 0.0044(9) C1S 0.0499(18) 0.0434(17) 0.0379(15) 0.0003(13) 0.0113(14) 0.0020(14) C2S 0.0325(14) 0.0308(14) 0.0371(14) 0.0062(11) 0.0067(12) 0.0026(12) _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 Sc1 O1 2.0206(16) . ? Sc1 O3 2.0406(17) . ? Sc1 O2 2.0438(16) . ? Sc1 N5 2.3061(19) . ? Sc1 N1 2.3229(19) . ? Sc1 N3 2.3232(19) . ? O1 C2 1.346(3) . ? O2 C11 1.346(3) . ? O3 C20 1.345(3) . ? N1 C9 1.335(3) . ? N1 C1 1.390(3) . ? N2 C9 1.348(3) . ? N3 C18 1.328(3) . ? N3 C10 1.384(3) . ? N4 C18 1.359(3) . ? N5 C27 1.339(3) . ? N5 C19 1.379(3) . ? N6 C27 1.337(3) . ? C1 C6 1.412(3) . ? C1 C2 1.418(3) . ? C2 C3 1.385(3) . ? C3 C4 1.398(3) . ? C4 C5 1.369(3) . ? C5 C6 1.412(3) . ? C6 C7 1.422(3) . ? C7 C8 1.350(3) . ? C8 C9 1.423(3) . ? C10 C15 1.414(3) . ? C10 C11 1.420(3) . ? C11 C12 1.379(3) . ? C12 C13 1.405(3) . ? C13 C14 1.355(4) . ? C14 C15 1.410(3) . ? C15 C16 1.418(3) . ? C16 C17 1.350(3) . ? C17 C18 1.420(3) . ? C19 C24 1.418(3) . ? C19 C20 1.421(3) . ? C20 C21 1.378(3) . ? C21 C22 1.414(4) . ? C22 C23 1.364(4) . ? C23 C24 1.401(4) . ? C24 C25 1.412(4) . ? C25 C26 1.335(4) . ? C26 C27 1.450(3) . ? O1S C2S 1.407(3) . ? O1S C1S 1.411(3) . ? C2S C2S 1.511(5) 3_465 ? 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 O1 Sc1 O3 103.21(7) . . ? O1 Sc1 O2 94.57(6) . . ? O3 Sc1 O2 157.85(6) . . ? O1 Sc1 N5 97.47(6) . . ? O3 Sc1 N5 75.00(7) . . ? O2 Sc1 N5 89.83(7) . . ? O1 Sc1 N1 75.62(6) . . ? O3 Sc1 N1 99.98(7) . . ? O2 Sc1 N1 97.12(6) . . ? N5 Sc1 N1 170.51(7) . . ? O1 Sc1 N3 164.12(7) . . ? O3 Sc1 N3 90.08(7) . . ? O2 Sc1 N3 74.80(6) . . ? N5 Sc1 N3 94.32(6) . . ? N1 Sc1 N3 93.73(6) . . ? C2 O1 Sc1 118.71(13) . . ? C11 O2 Sc1 120.66(14) . . ? C20 O3 Sc1 120.38(15) . . ? C9 N1 C1 117.44(19) . . ? C9 N1 Sc1 133.88(15) . . ? C1 N1 Sc1 107.65(13) . . ? C18 N3 C10 117.50(19) . . ? C18 N3 Sc1 132.13(16) . . ? C10 N3 Sc1 110.31(14) . . ? C27 N5 C19 118.6(2) . . ? C27 N5 Sc1 130.74(17) . . ? C19 N5 Sc1 110.58(14) . . ? N1 C1 C6 123.2(2) . . ? N1 C1 C2 116.93(19) . . ? C6 C1 C2 119.9(2) . . ? O1 C2 C3 123.4(2) . . ? O1 C2 C1 117.71(19) . . ? C3 C2 C1 118.9(2) . . ? C2 C3 C4 120.7(2) . . ? C5 C4 C3 121.4(2) . . ? C4 C5 C6 119.5(2) . . ? C5 C6 C1 119.7(2) . . ? C5 C6 C7 123.5(2) . . ? C1 C6 C7 116.8(2) . . ? C8 C7 C6 120.0(2) . . ? C7 C8 C9 120.3(2) . . ? N1 C9 N2 120.1(2) . . ? N1 C9 C8 122.2(2) . . ? N2 C9 C8 117.7(2) . . ? N3 C10 C15 123.3(2) . . ? N3 C10 C11 116.4(2) . . ? C15 C10 C11 120.3(2) . . ? O2 C11 C12 123.4(2) . . ? O2 C11 C10 117.7(2) . . ? C12 C11 C10 118.9(2) . . ? C11 C12 C13 120.1(2) . . ? C14 C13 C12 121.8(2) . . ? C13 C14 C15 119.9(2) . . ? C14 C15 C10 118.9(2) . . ? C14 C15 C16 125.1(2) . . ? C10 C15 C16 116.0(2) . . ? C17 C16 C15 121.3(2) . . ? C16 C17 C18 118.9(2) . . ? N3 C18 N4 117.4(2) . . ? N3 C18 C17 123.0(2) . . ? N4 C18 C17 119.5(2) . . ? N5 C19 C24 123.2(2) . . ? N5 C19 C20 116.4(2) . . ? C24 C19 C20 120.5(2) . . ? O3 C20 C21 123.6(2) . . ? O3 C20 C19 117.5(2) . . ? C21 C20 C19 118.8(2) . . ? C20 C21 C22 119.9(3) . . ? C23 C22 C21 121.9(3) . . ? C22 C23 C24 119.7(2) . . ? C23 C24 C25 124.8(2) . . ? C23 C24 C19 119.2(2) . . ? C25 C24 C19 116.1(2) . . ? C26 C25 C24 121.7(2) . . ? C25 C26 C27 119.7(3) . . ? N6 C27 N5 119.6(2) . . ? N6 C27 C26 119.7(2) . . ? N5 C27 C26 120.7(2) . . ? C2S O1S C1S 111.6(2) . . ? O1S C2S C2S 107.3(3) . 3_465 ? 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 O3 Sc1 O1 C2 113.38(15) . . . . ? O2 Sc1 O1 C2 -79.92(16) . . . . ? N5 Sc1 O1 C2 -170.35(15) . . . . ? N1 Sc1 O1 C2 16.28(15) . . . . ? N3 Sc1 O1 C2 -32.8(3) . . . . ? O1 Sc1 O2 C11 171.03(15) . . . . ? O3 Sc1 O2 C11 -45.4(3) . . . . ? N5 Sc1 O2 C11 -91.49(15) . . . . ? N1 Sc1 O2 C11 94.98(15) . . . . ? N3 Sc1 O2 C11 3.03(14) . . . . ? O1 Sc1 O3 C20 97.55(16) . . . . ? O2 Sc1 O3 C20 -45.0(3) . . . . ? N5 Sc1 O3 C20 3.23(15) . . . . ? N1 Sc1 O3 C20 174.98(15) . . . . ? N3 Sc1 O3 C20 -91.22(16) . . . . ? O1 Sc1 N1 C9 177.9(2) . . . . ? O3 Sc1 N1 C9 76.6(2) . . . . ? O2 Sc1 N1 C9 -89.2(2) . . . . ? N5 Sc1 N1 C9 133.9(4) . . . . ? N3 Sc1 N1 C9 -14.1(2) . . . . ? O1 Sc1 N1 C1 -14.52(14) . . . . ? O3 Sc1 N1 C1 -115.73(14) . . . . ? O2 Sc1 N1 C1 78.40(14) . . . . ? N5 Sc1 N1 C1 -58.5(5) . . . . ? N3 Sc1 N1 C1 153.53(14) . . . . ? O1 Sc1 N3 C18 131.6(3) . . . . ? O3 Sc1 N3 C18 -15.52(19) . . . . ? O2 Sc1 N3 C18 -179.1(2) . . . . ? N5 Sc1 N3 C18 -90.5(2) . . . . ? N1 Sc1 N3 C18 84.49(19) . . . . ? O1 Sc1 N3 C10 -51.1(3) . . . . ? O3 Sc1 N3 C10 161.73(14) . . . . ? O2 Sc1 N3 C10 -1.88(13) . . . . ? N5 Sc1 N3 C10 86.76(14) . . . . ? N1 Sc1 N3 C10 -98.26(14) . . . . ? O1 Sc1 N5 C27 77.6(2) . . . . ? O3 Sc1 N5 C27 179.3(2) . . . . ? O2 Sc1 N5 C27 -17.0(2) . . . . ? N1 Sc1 N5 C27 120.3(4) . . . . ? N3 Sc1 N5 C27 -91.7(2) . . . . ? O1 Sc1 N5 C19 -105.24(15) . . . . ? O3 Sc1 N5 C19 -3.49(14) . . . . ? O2 Sc1 N5 C19 160.17(15) . . . . ? N1 Sc1 N5 C19 -62.5(5) . . . . ? N3 Sc1 N5 C19 85.43(15) . . . . ? C9 N1 C1 C6 2.4(3) . . . . ? Sc1 N1 C1 C6 -167.54(18) . . . . ? C9 N1 C1 C2 -178.3(2) . . . . ? Sc1 N1 C1 C2 11.7(2) . . . . ? Sc1 O1 C2 C3 164.69(18) . . . . ? Sc1 O1 C2 C1 -15.6(3) . . . . ? N1 C1 C2 O1 0.5(3) . . . . ? C6 C1 C2 O1 179.8(2) . . . . ? N1 C1 C2 C3 -179.7(2) . . . . ? C6 C1 C2 C3 -0.4(3) . . . . ? O1 C2 C3 C4 -179.1(2) . . . . ? C1 C2 C3 C4 1.2(3) . . . . ? C2 C3 C4 C5 -1.3(4) . . . . ? C3 C4 C5 C6 0.7(4) . . . . ? C4 C5 C6 C1 0.0(4) . . . . ? C4 C5 C6 C7 179.0(2) . . . . ? N1 C1 C6 C5 179.1(2) . . . . ? C2 C1 C6 C5 -0.2(3) . . . . ? N1 C1 C6 C7 0.1(3) . . . . ? C2 C1 C6 C7 -179.2(2) . . . . ? C5 C6 C7 C8 179.1(2) . . . . ? C1 C6 C7 C8 -1.9(3) . . . . ? C6 C7 C8 C9 1.3(4) . . . . ? C1 N1 C9 N2 176.3(2) . . . . ? Sc1 N1 C9 N2 -17.0(3) . . . . ? C1 N1 C9 C8 -3.1(3) . . . . ? Sc1 N1 C9 C8 163.56(17) . . . . ? C7 C8 C9 N1 1.4(4) . . . . ? C7 C8 C9 N2 -178.1(2) . . . . ? C18 N3 C10 C15 -1.5(3) . . . . ? Sc1 N3 C10 C15 -179.16(17) . . . . ? C18 N3 C10 C11 178.40(19) . . . . ? Sc1 N3 C10 C11 0.7(2) . . . . ? Sc1 O2 C11 C12 177.98(17) . . . . ? Sc1 O2 C11 C10 -3.8(3) . . . . ? N3 C10 C11 O2 1.7(3) . . . . ? C15 C10 C11 O2 -178.40(19) . . . . ? N3 C10 C11 C12 -179.92(19) . . . . ? C15 C10 C11 C12 -0.1(3) . . . . ? O2 C11 C12 C13 177.3(2) . . . . ? C10 C11 C12 C13 -1.0(3) . . . . ? C11 C12 C13 C14 1.0(4) . . . . ? C12 C13 C14 C15 0.0(4) . . . . ? C13 C14 C15 C10 -1.0(3) . . . . ? C13 C14 C15 C16 177.8(2) . . . . ? N3 C10 C15 C14 -179.1(2) . . . . ? C11 C10 C15 C14 1.1(3) . . . . ? N3 C10 C15 C16 2.0(3) . . . . ? C11 C10 C15 C16 -177.8(2) . . . . ? C14 C15 C16 C17 -179.8(2) . . . . ? C10 C15 C16 C17 -1.0(3) . . . . ? C15 C16 C17 C18 -0.5(3) . . . . ? C10 N3 C18 N4 177.40(19) . . . . ? Sc1 N3 C18 N4 -5.5(3) . . . . ? C10 N3 C18 C17 -0.2(3) . . . . ? Sc1 N3 C18 C17 176.92(16) . . . . ? C16 C17 C18 N3 1.2(3) . . . . ? C16 C17 C18 N4 -176.4(2) . . . . ? C27 N5 C19 C24 1.3(3) . . . . ? Sc1 N5 C19 C24 -176.25(18) . . . . ? C27 N5 C19 C20 -179.0(2) . . . . ? Sc1 N5 C19 C20 3.4(2) . . . . ? Sc1 O3 C20 C21 178.09(17) . . . . ? Sc1 O3 C20 C19 -2.5(3) . . . . ? N5 C19 C20 O3 -1.0(3) . . . . ? C24 C19 C20 O3 178.7(2) . . . . ? N5 C19 C20 C21 178.4(2) . . . . ? C24 C19 C20 C21 -1.9(3) . . . . ? O3 C20 C21 C22 -177.9(2) . . . . ? C19 C20 C21 C22 2.7(3) . . . . ? C20 C21 C22 C23 -1.9(4) . . . . ? C21 C22 C23 C24 0.2(4) . . . . ? C22 C23 C24 C25 -179.6(3) . . . . ? C22 C23 C24 C19 0.6(4) . . . . ? N5 C19 C24 C23 179.9(2) . . . . ? C20 C19 C24 C23 0.2(3) . . . . ? N5 C19 C24 C25 0.1(3) . . . . ? C20 C19 C24 C25 -179.6(2) . . . . ? C23 C24 C25 C26 179.4(3) . . . . ? C19 C24 C25 C26 -0.7(4) . . . . ? C24 C25 C26 C27 0.1(4) . . . . ? C19 N5 C27 N6 178.2(2) . . . . ? Sc1 N5 C27 N6 -4.8(3) . . . . ? C19 N5 C27 C26 -2.0(3) . . . . ? Sc1 N5 C27 C26 175.01(17) . . . . ? C25 C26 C27 N6 -178.8(2) . . . . ? C25 C26 C27 N5 1.3(4) . . . . ? C1S O1S C2S C2S -177.6(3) . . . 3_465 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.545 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.083 data_x:\nksgroup\konche~1\npt2\ref\npt2 _database_code_depnum_ccdc_archive 'CCDC 808821' #TrackingRef '- 808821.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H46 N6 O8 Sc2' _chemical_formula_weight 1044.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sc Sc 0.2519 0.3716 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.1114(2) _cell_length_b 22.8906(5) _cell_length_c 19.7559(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.0540(10) _cell_angle_gamma 90.00 _cell_volume 4852.40(17) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.430 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2168 _exptl_absorpt_coefficient_mu 0.346 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9309 _exptl_absorpt_correction_T_max 0.9796 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1998)' _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 '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 39370 _diffrn_reflns_av_R_equivalents 0.0471 _diffrn_reflns_av_sigmaI/netI 0.0490 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 26.38 _reflns_number_total 9901 _reflns_number_gt 7099 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0447P)^2^+0.6034P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9901 _refine_ls_number_parameters 669 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0680 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.0923 _refine_ls_wR_factor_gt 0.0852 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sc1 Sc 0.02140(3) 0.158973(16) 0.206336(19) 0.01552(9) Uani 1 1 d . . . Sc2 Sc 0.27748(3) 0.219547(16) 0.29846(2) 0.01636(9) Uani 1 1 d . . . O2S O 0.35049(14) 0.40783(7) 0.12950(8) 0.0330(4) Uani 1 1 d . . . O1S O 0.58045(14) 0.46677(7) 0.19113(8) 0.0339(4) Uani 1 1 d . . . O11 O 0.21107(11) 0.18138(6) 0.19565(7) 0.0173(3) Uani 1 1 d . . . O21 O -0.13838(12) 0.12009(6) 0.14046(7) 0.0206(3) Uani 1 1 d . . . O31 O 0.14447(12) 0.15672(6) 0.31590(7) 0.0190(3) Uani 1 1 d . . . O41 O 0.08425(11) 0.24910(6) 0.23730(7) 0.0179(3) Uani 1 1 d . . . O51 O 0.41274(12) 0.15847(6) 0.30314(7) 0.0223(3) Uani 1 1 d . . . O61 O 0.37515(12) 0.29133(6) 0.28105(7) 0.0207(3) Uani 1 1 d . . . N11 N 0.10777(15) 0.07918(7) 0.15622(9) 0.0209(4) Uani 1 1 d . . . N21 N -0.02894(14) 0.20855(7) 0.09779(9) 0.0201(4) Uani 1 1 d . . . N31 N -0.03865(14) 0.08011(7) 0.27379(8) 0.0182(4) Uani 1 1 d . . . N41 N -0.13686(14) 0.20958(7) 0.24046(9) 0.0197(4) Uani 1 1 d . . . N51 N 0.43319(15) 0.21624(7) 0.42196(9) 0.0211(4) Uani 1 1 d . . . N61 N 0.22523(14) 0.29319(7) 0.36600(9) 0.0196(4) Uani 1 1 d . . . C4S C 0.2792(2) 0.35545(11) 0.12360(14) 0.0433(6) Uani 1 1 d . . . H4S1 H 0.2619 0.3407 0.0755 0.065 Uiso 1 1 calc R . . H4S2 H 0.2003 0.3636 0.1353 0.065 Uiso 1 1 calc R . . H4S3 H 0.3262 0.3261 0.1560 0.065 Uiso 1 1 calc R . . C3S C 0.4634(2) 0.39746(10) 0.11136(13) 0.0348(6) Uani 1 1 d . . . H3S1 H 0.4454 0.3835 0.0623 0.042 Uiso 1 1 calc R . . H3S2 H 0.5112 0.3667 0.1421 0.042 Uiso 1 1 calc R . . C1S C 0.6734(2) 0.51085(11) 0.20352(15) 0.0453(7) Uani 1 1 d . . . H1S1 H 0.7459 0.4968 0.1887 0.068 Uiso 1 1 calc R . . H1S2 H 0.6984 0.5202 0.2536 0.068 Uiso 1 1 calc R . . H1S3 H 0.6399 0.5459 0.1768 0.068 Uiso 1 1 calc R . . C2S C 0.5397(2) 0.45230(11) 0.11908(12) 0.0357(6) Uani 1 1 d . . . H2S1 H 0.6125 0.4463 0.0997 0.043 Uiso 1 1 calc R . . H2S2 H 0.4889 0.4846 0.0929 0.043 Uiso 1 1 calc R . . C11 C 0.0574(2) 0.02736(9) 0.13836(12) 0.0290(5) Uani 1 1 d . . . H11 H -0.0194 0.0187 0.1489 0.035 Uiso 1 1 calc R . . C12 C 0.1112(2) -0.01573(10) 0.10460(13) 0.0369(6) Uani 1 1 d . . . H12 H 0.0724 -0.0528 0.0940 0.044 Uiso 1 1 calc R . . C13 C 0.2194(2) -0.00370(10) 0.08739(12) 0.0338(6) Uani 1 1 d . . . H13 H 0.2565 -0.0324 0.0645 0.041 Uiso 1 1 calc R . . C14 C 0.27663(19) 0.05145(9) 0.10349(11) 0.0242(5) Uani 1 1 d . . . C15 C 0.3875(2) 0.06928(10) 0.08677(11) 0.0287(5) Uani 1 1 d . . . H15 H 0.4299 0.0432 0.0635 0.034 Uiso 1 1 calc R . . C16 C 0.4332(2) 0.12398(10) 0.10414(12) 0.0288(5) Uani 1 1 d . . . H16 H 0.5065 0.1358 0.0917 0.035 Uiso 1 1 calc R . . C17 C 0.37486(18) 0.16353(9) 0.13998(11) 0.0235(5) Uani 1 1 d . . . H17 H 0.4085 0.2016 0.1508 0.028 Uiso 1 1 calc R . . C18 C 0.26929(17) 0.14731(9) 0.15945(10) 0.0185(4) Uani 1 1 d . . . C19 C 0.21729(17) 0.09146(9) 0.13922(10) 0.0192(4) Uani 1 1 d . . . C21 C 0.02784(19) 0.25413(9) 0.07853(12) 0.0261(5) Uani 1 1 d . . . H21 H 0.1007 0.2690 0.1103 0.031 Uiso 1 1 calc R . . C22 C -0.0156(2) 0.28138(10) 0.01269(12) 0.0304(5) Uani 1 1 d . . . H22 H 0.0268 0.3143 0.0009 0.036 Uiso 1 1 calc R . . C23 C -0.1191(2) 0.25997(10) -0.03381(12) 0.0302(5) Uani 1 1 d . . . H23 H -0.1484 0.2780 -0.0784 0.036 Uiso 1 1 calc R . . C24 C -0.18326(19) 0.21118(9) -0.01627(11) 0.0247(5) Uani 1 1 d . . . C25 C -0.2927(2) 0.18608(10) -0.05950(11) 0.0296(5) Uani 1 1 d . . . H25 H -0.3280 0.2011 -0.1052 0.036 Uiso 1 1 calc R . . C26 C -0.34745(19) 0.13991(10) -0.03480(11) 0.0272(5) Uani 1 1 d . . . H26 H -0.4215 0.1235 -0.0639 0.033 Uiso 1 1 calc R . . C27 C -0.29777(18) 0.11607(9) 0.03207(11) 0.0227(5) Uani 1 1 d . . . H27 H -0.3382 0.0838 0.0470 0.027 Uiso 1 1 calc R . . C28 C -0.19078(17) 0.13886(8) 0.07656(10) 0.0183(4) Uani 1 1 d . . . C29 C -0.13345(18) 0.18721(9) 0.05130(11) 0.0201(4) Uani 1 1 d . . . C31 C -0.13375(18) 0.04328(9) 0.25370(11) 0.0229(5) Uani 1 1 d . . . H31 H -0.1894 0.0483 0.2086 0.027 Uiso 1 1 calc R . . C32 C -0.15601(19) -0.00283(9) 0.29605(11) 0.0252(5) Uani 1 1 d . . . H32 H -0.2262 -0.0276 0.2799 0.030 Uiso 1 1 calc R . . C33 C -0.07673(19) -0.01168(9) 0.35997(12) 0.0254(5) Uani 1 1 d . . . H33 H -0.0905 -0.0431 0.3885 0.031 Uiso 1 1 calc R . . C34 C 0.02630(18) 0.02577(9) 0.38427(11) 0.0207(4) Uani 1 1 d . . . C35 C 0.1140(2) 0.01998(10) 0.44951(12) 0.0289(5) Uani 1 1 d . . . H35 H 0.1071 -0.0112 0.4800 0.035 Uiso 1 1 calc R . . C36 C 0.2090(2) 0.05925(10) 0.46886(12) 0.0324(5) Uani 1 1 d . . . H36 H 0.2684 0.0548 0.5128 0.039 Uiso 1 1 calc R . . C37 C 0.22133(19) 0.10637(10) 0.42518(11) 0.0283(5) Uani 1 1 d . . . H37 H 0.2875 0.1335 0.4406 0.034 Uiso 1 1 calc R . . C38 C 0.13879(17) 0.11349(8) 0.36056(10) 0.0180(4) Uani 1 1 d . . . C39 C 0.03997(17) 0.07227(8) 0.33912(10) 0.0180(4) Uani 1 1 d . . . C41 C -0.24667(18) 0.18884(9) 0.24460(11) 0.0253(5) Uani 1 1 d . . . H41 H -0.2596 0.1478 0.2417 0.030 Uiso 1 1 calc R . . C42 C -0.34389(18) 0.22452(10) 0.25308(11) 0.0261(5) Uani 1 1 d . . . H42 H -0.4197 0.2077 0.2574 0.031 Uiso 1 1 calc R . . C43 C -0.32907(18) 0.28364(10) 0.25510(11) 0.0252(5) Uani 1 1 d . . . H43 H -0.3955 0.3082 0.2596 0.030 Uiso 1 1 calc R . . C44 C -0.21484(18) 0.30857(9) 0.25056(11) 0.0221(4) Uani 1 1 d . . . C45 C -0.1901(2) 0.36917(9) 0.25115(12) 0.0289(5) Uani 1 1 d . . . H45 H -0.2517 0.3965 0.2558 0.035 Uiso 1 1 calc R . . C46 C -0.07657(19) 0.38809(9) 0.24497(12) 0.0283(5) Uani 1 1 d . . . H46 H -0.0613 0.4289 0.2442 0.034 Uiso 1 1 calc R . . C47 C 0.01830(18) 0.34897(9) 0.23968(11) 0.0215(4) Uani 1 1 d . . . H47 H 0.0958 0.3637 0.2352 0.026 Uiso 1 1 calc R . . C48 C -0.00036(17) 0.28942(8) 0.24090(10) 0.0173(4) Uani 1 1 d . . . C49 C -0.11997(17) 0.26882(8) 0.24441(10) 0.0183(4) Uani 1 1 d . . . C51 C 0.44646(19) 0.24600(9) 0.48098(11) 0.0257(5) Uani 1 1 d . . . H51 H 0.3855 0.2747 0.4828 0.031 Uiso 1 1 calc R . . C52 C 0.5458(2) 0.23760(10) 0.54126(12) 0.0284(5) Uani 1 1 d . . . H52 H 0.5516 0.2607 0.5819 0.034 Uiso 1 1 calc R . . C53 C 0.6331(2) 0.19626(10) 0.54077(12) 0.0295(5) Uani 1 1 d . . . H53 H 0.7001 0.1901 0.5812 0.035 Uiso 1 1 calc R . . C54 C 0.62390(19) 0.16239(9) 0.47976(11) 0.0251(5) Uani 1 1 d . . . C55 C 0.7086(2) 0.11799(10) 0.47392(12) 0.0310(5) Uani 1 1 d . . . H55 H 0.7765 0.1086 0.5127 0.037 Uiso 1 1 calc R . . C56 C 0.6924(2) 0.08845(10) 0.41200(12) 0.0329(5) Uani 1 1 d . . . H56 H 0.7496 0.0584 0.4087 0.039 Uiso 1 1 calc R . . C57 C 0.59360(19) 0.10115(9) 0.35284(12) 0.0273(5) Uani 1 1 d . . . H57 H 0.5859 0.0801 0.3105 0.033 Uiso 1 1 calc R . . C58 C 0.50760(18) 0.14421(9) 0.35629(11) 0.0212(4) Uani 1 1 d . . . C59 C 0.52256(17) 0.17492(8) 0.42100(11) 0.0202(4) Uani 1 1 d . . . C61 C 0.14602(19) 0.29333(10) 0.40569(11) 0.0269(5) Uani 1 1 d . . . H61 H 0.1033 0.2582 0.4102 0.032 Uiso 1 1 calc R . . C62 C 0.1223(2) 0.34311(11) 0.44146(12) 0.0342(6) Uani 1 1 d . . . H62 H 0.0650 0.3415 0.4697 0.041 Uiso 1 1 calc R . . C63 C 0.1824(2) 0.39384(10) 0.43522(12) 0.0341(6) Uani 1 1 d . . . H63 H 0.1671 0.4278 0.4594 0.041 Uiso 1 1 calc R . . C64 C 0.26747(19) 0.39648(9) 0.39300(11) 0.0262(5) Uani 1 1 d . . . C65 C 0.3327(2) 0.44706(9) 0.38147(12) 0.0330(5) Uani 1 1 d . . . H65 H 0.3243 0.4826 0.4047 0.040 Uiso 1 1 calc R . . C66 C 0.4077(2) 0.44449(9) 0.33667(12) 0.0321(5) Uani 1 1 d . . . H66 H 0.4505 0.4788 0.3291 0.039 Uiso 1 1 calc R . . C67 C 0.42376(18) 0.39320(9) 0.30159(11) 0.0248(5) Uani 1 1 d . . . H67 H 0.4756 0.3936 0.2702 0.030 Uiso 1 1 calc R . . C68 C 0.36495(17) 0.34163(9) 0.31199(10) 0.0194(4) Uani 1 1 d . . . C69 C 0.28535(18) 0.34406(9) 0.35873(11) 0.0208(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sc1 0.01379(18) 0.01512(19) 0.0176(2) -0.00059(15) 0.00391(15) -0.00114(15) Sc2 0.01492(18) 0.01443(19) 0.0205(2) -0.00206(16) 0.00607(15) -0.00141(15) O2S 0.0345(9) 0.0294(9) 0.0341(10) -0.0022(7) 0.0073(7) -0.0031(7) O1S 0.0326(9) 0.0302(9) 0.0359(10) -0.0024(7) 0.0035(7) -0.0070(7) O11 0.0161(7) 0.0184(7) 0.0185(7) -0.0028(6) 0.0061(6) 0.0016(6) O21 0.0190(7) 0.0213(7) 0.0192(8) 0.0010(6) 0.0009(6) -0.0031(6) O31 0.0186(7) 0.0178(7) 0.0201(7) 0.0009(6) 0.0042(6) -0.0039(6) O41 0.0157(7) 0.0154(7) 0.0226(8) -0.0027(6) 0.0047(6) 0.0014(6) O51 0.0198(7) 0.0221(8) 0.0236(8) -0.0015(6) 0.0033(6) 0.0024(6) O61 0.0200(7) 0.0179(7) 0.0251(8) -0.0028(6) 0.0076(6) -0.0034(6) N11 0.0218(9) 0.0173(9) 0.0232(10) -0.0016(7) 0.0053(7) -0.0013(7) N21 0.0174(8) 0.0226(9) 0.0207(9) 0.0013(7) 0.0056(7) 0.0000(7) N31 0.0173(8) 0.0184(9) 0.0184(9) -0.0004(7) 0.0038(7) -0.0025(7) N41 0.0167(8) 0.0205(9) 0.0222(9) -0.0001(7) 0.0056(7) -0.0016(7) N51 0.0208(9) 0.0177(9) 0.0264(10) -0.0003(8) 0.0091(7) -0.0026(7) N61 0.0155(8) 0.0222(9) 0.0200(9) -0.0012(7) 0.0027(7) 0.0024(7) C4S 0.0510(16) 0.0362(14) 0.0413(16) 0.0007(12) 0.0094(13) -0.0093(12) C3S 0.0330(13) 0.0359(14) 0.0328(14) -0.0057(11) 0.0037(11) 0.0079(11) C1S 0.0390(14) 0.0311(14) 0.0598(18) 0.0008(13) 0.0019(13) -0.0082(12) C2S 0.0323(13) 0.0430(15) 0.0312(14) 0.0001(11) 0.0070(11) 0.0019(11) C11 0.0287(12) 0.0224(12) 0.0376(14) -0.0055(10) 0.0118(10) -0.0042(9) C12 0.0424(14) 0.0215(12) 0.0476(16) -0.0119(11) 0.0133(12) -0.0060(11) C13 0.0441(14) 0.0231(12) 0.0377(14) -0.0073(10) 0.0168(11) 0.0078(11) C14 0.0295(11) 0.0228(11) 0.0210(11) -0.0013(9) 0.0079(9) 0.0063(9) C15 0.0303(12) 0.0328(13) 0.0264(12) -0.0022(10) 0.0132(10) 0.0102(10) C16 0.0265(11) 0.0346(13) 0.0301(13) -0.0004(10) 0.0163(10) 0.0029(10) C17 0.0225(11) 0.0225(11) 0.0274(12) -0.0011(9) 0.0100(9) -0.0015(9) C18 0.0198(10) 0.0197(10) 0.0154(10) 0.0013(8) 0.0036(8) 0.0044(8) C19 0.0206(10) 0.0190(11) 0.0172(10) 0.0017(8) 0.0034(8) 0.0039(8) C21 0.0247(11) 0.0270(12) 0.0280(12) 0.0020(10) 0.0091(10) -0.0020(9) C22 0.0327(12) 0.0300(13) 0.0312(13) 0.0083(10) 0.0134(10) 0.0000(10) C23 0.0344(13) 0.0344(13) 0.0233(12) 0.0096(10) 0.0106(10) 0.0084(10) C24 0.0264(11) 0.0284(12) 0.0205(11) -0.0003(9) 0.0081(9) 0.0073(9) C25 0.0308(12) 0.0367(13) 0.0179(11) -0.0013(10) 0.0004(9) 0.0076(10) C26 0.0237(11) 0.0296(12) 0.0238(12) -0.0073(10) -0.0017(9) 0.0046(9) C27 0.0207(10) 0.0223(11) 0.0249(12) -0.0060(9) 0.0054(9) 0.0008(9) C28 0.0171(10) 0.0188(10) 0.0191(11) -0.0036(8) 0.0051(8) 0.0051(8) C29 0.0178(10) 0.0229(11) 0.0205(11) -0.0022(9) 0.0067(8) 0.0039(9) C31 0.0219(11) 0.0228(11) 0.0230(11) -0.0004(9) 0.0044(9) -0.0043(9) C32 0.0254(11) 0.0217(11) 0.0277(12) -0.0011(9) 0.0054(9) -0.0074(9) C33 0.0297(12) 0.0178(11) 0.0310(13) 0.0027(9) 0.0118(10) -0.0038(9) C34 0.0196(10) 0.0196(11) 0.0234(11) 0.0017(9) 0.0064(9) -0.0011(8) C35 0.0296(12) 0.0287(12) 0.0274(12) 0.0104(10) 0.0057(10) -0.0029(10) C36 0.0306(12) 0.0383(14) 0.0229(12) 0.0083(10) -0.0027(10) -0.0063(11) C37 0.0244(11) 0.0340(13) 0.0238(12) 0.0017(10) 0.0013(9) -0.0120(10) C38 0.0178(10) 0.0181(10) 0.0195(11) 0.0004(8) 0.0074(8) 0.0003(8) C39 0.0164(10) 0.0176(10) 0.0203(11) -0.0020(8) 0.0054(8) 0.0014(8) C41 0.0226(11) 0.0236(12) 0.0299(13) 0.0005(9) 0.0074(9) -0.0038(9) C42 0.0166(10) 0.0361(13) 0.0272(12) 0.0037(10) 0.0085(9) -0.0016(9) C43 0.0173(10) 0.0350(13) 0.0239(12) 0.0008(10) 0.0063(9) 0.0078(9) C44 0.0207(11) 0.0247(11) 0.0215(11) 0.0011(9) 0.0066(9) 0.0047(9) C45 0.0261(12) 0.0240(12) 0.0373(14) 0.0009(10) 0.0096(10) 0.0111(9) C46 0.0303(12) 0.0164(11) 0.0374(14) 0.0004(10) 0.0076(10) 0.0041(9) C47 0.0191(10) 0.0185(11) 0.0268(12) 0.0018(9) 0.0057(9) -0.0006(8) C48 0.0165(10) 0.0198(10) 0.0146(10) 0.0008(8) 0.0023(8) 0.0035(8) C49 0.0179(10) 0.0193(11) 0.0173(10) 0.0006(8) 0.0039(8) 0.0017(8) C51 0.0266(11) 0.0241(11) 0.0277(12) -0.0025(9) 0.0093(10) -0.0007(9) C52 0.0332(12) 0.0279(12) 0.0240(12) -0.0038(10) 0.0074(10) -0.0029(10) C53 0.0275(12) 0.0334(13) 0.0252(12) 0.0030(10) 0.0021(10) -0.0036(10) C54 0.0234(11) 0.0251(11) 0.0259(12) 0.0039(9) 0.0049(9) -0.0020(9) C55 0.0258(12) 0.0307(13) 0.0332(14) 0.0055(10) 0.0014(10) 0.0068(10) C56 0.0269(12) 0.0318(13) 0.0395(14) 0.0033(11) 0.0078(11) 0.0115(10) C57 0.0264(11) 0.0275(12) 0.0284(12) -0.0024(10) 0.0078(10) 0.0064(9) C58 0.0189(10) 0.0199(11) 0.0247(11) 0.0026(9) 0.0053(9) -0.0019(8) C59 0.0176(10) 0.0175(10) 0.0268(12) 0.0018(9) 0.0080(9) -0.0022(8) C61 0.0225(11) 0.0341(13) 0.0248(12) -0.0032(10) 0.0074(9) 0.0017(10) C62 0.0295(12) 0.0460(15) 0.0293(13) -0.0083(11) 0.0116(10) 0.0077(11) C63 0.0361(13) 0.0347(14) 0.0283(13) -0.0116(10) 0.0029(10) 0.0128(11) C64 0.0273(11) 0.0239(12) 0.0215(12) -0.0049(9) -0.0045(9) 0.0066(9) C65 0.0430(14) 0.0165(11) 0.0307(13) -0.0065(10) -0.0061(11) 0.0046(10) C66 0.0363(13) 0.0179(11) 0.0326(13) 0.0039(10) -0.0081(11) -0.0046(10) C67 0.0226(11) 0.0214(11) 0.0259(12) 0.0047(9) -0.0017(9) -0.0034(9) C68 0.0175(10) 0.0184(10) 0.0186(11) 0.0000(8) -0.0020(8) -0.0002(8) C69 0.0188(10) 0.0185(11) 0.0210(11) -0.0003(9) -0.0022(8) 0.0022(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 Sc1 O21 2.1067(13) . ? Sc1 O41 2.2126(13) . ? Sc1 O11 2.2317(12) . ? Sc1 O31 2.2406(14) . ? Sc1 N41 2.3462(15) . ? Sc1 N21 2.3614(17) . ? Sc1 N11 2.3941(16) . ? Sc1 N31 2.4375(16) . ? Sc1 Sc2 3.2621(5) . ? Sc2 O51 2.0371(13) . ? Sc2 O61 2.0469(13) . ? Sc2 O31 2.1530(13) . ? Sc2 O11 2.1575(14) . ? Sc2 O41 2.2759(13) . ? Sc2 N61 2.3155(16) . ? Sc2 N51 2.5998(18) . ? O2S C3S 1.412(3) . ? O2S C4S 1.425(3) . ? O1S C2S 1.416(3) . ? O1S C1S 1.419(3) . ? O11 C18 1.334(2) . ? O21 C28 1.317(2) . ? O31 C38 1.338(2) . ? O41 C48 1.332(2) . ? O51 C58 1.321(2) . ? O61 C68 1.322(2) . ? N11 C11 1.320(3) . ? N11 C19 1.373(2) . ? N21 C21 1.325(3) . ? N21 C29 1.370(3) . ? N31 C31 1.329(2) . ? N31 C39 1.369(2) . ? N41 C41 1.332(2) . ? N41 C49 1.368(2) . ? N51 C51 1.325(3) . ? N51 C59 1.375(2) . ? N61 C61 1.322(2) . ? N61 C69 1.368(2) . ? C4S H4S1 0.9800 . ? C4S H4S2 0.9800 . ? C4S H4S3 0.9800 . ? C3S C2S 1.500(3) . ? C3S H3S1 0.9900 . ? C3S H3S2 0.9900 . ? C1S H1S1 0.9800 . ? C1S H1S2 0.9800 . ? C1S H1S3 0.9800 . ? C2S H2S1 0.9900 . ? C2S H2S2 0.9900 . ? C11 C12 1.408(3) . ? C11 H11 0.9500 . ? C12 C13 1.360(3) . ? C12 H12 0.9500 . ? C13 C14 1.412(3) . ? C13 H13 0.9500 . ? C14 C15 1.416(3) . ? C14 C19 1.419(3) . ? C15 C16 1.361(3) . ? C15 H15 0.9500 . ? C16 C17 1.407(3) . ? C16 H16 0.9500 . ? C17 C18 1.377(3) . ? C17 H17 0.9500 . ? C18 C19 1.417(3) . ? C21 C22 1.410(3) . ? C21 H21 0.9500 . ? C22 C23 1.363(3) . ? C22 H22 0.9500 . ? C23 C24 1.416(3) . ? C23 H23 0.9500 . ? C24 C25 1.414(3) . ? C24 C29 1.416(3) . ? C25 C26 1.371(3) . ? C25 H25 0.9500 . ? C26 C27 1.403(3) . ? C26 H26 0.9500 . ? C27 C28 1.384(3) . ? C27 H27 0.9500 . ? C28 C29 1.430(3) . ? C31 C32 1.408(3) . ? C31 H31 0.9500 . ? C32 C33 1.354(3) . ? C32 H32 0.9500 . ? C33 C34 1.411(3) . ? C33 H33 0.9500 . ? C34 C35 1.406(3) . ? C34 C39 1.422(3) . ? C35 C36 1.363(3) . ? C35 H35 0.9500 . ? C36 C37 1.410(3) . ? C36 H36 0.9500 . ? C37 C38 1.375(3) . ? C37 H37 0.9500 . ? C38 C39 1.426(3) . ? C41 C42 1.399(3) . ? C41 H41 0.9500 . ? C42 C43 1.363(3) . ? C42 H42 0.9500 . ? C43 C44 1.416(3) . ? C43 H43 0.9500 . ? C44 C45 1.414(3) . ? C44 C49 1.421(3) . ? C45 C46 1.369(3) . ? C45 H45 0.9500 . ? C46 C47 1.408(3) . ? C46 H46 0.9500 . ? C47 C48 1.380(3) . ? C47 H47 0.9500 . ? C48 C49 1.429(3) . ? C51 C52 1.411(3) . ? C51 H51 0.9500 . ? C52 C53 1.357(3) . ? C52 H52 0.9500 . ? C53 C54 1.414(3) . ? C53 H53 0.9500 . ? C54 C55 1.410(3) . ? C54 C59 1.421(3) . ? C55 C56 1.368(3) . ? C55 H55 0.9500 . ? C56 C57 1.411(3) . ? C56 H56 0.9500 . ? C57 C58 1.387(3) . ? C57 H57 0.9500 . ? C58 C59 1.430(3) . ? C61 C62 1.402(3) . ? C61 H61 0.9500 . ? C62 C63 1.361(3) . ? C62 H62 0.9500 . ? C63 C64 1.415(3) . ? C63 H63 0.9500 . ? C64 C65 1.415(3) . ? C64 C69 1.417(3) . ? C65 C66 1.365(3) . ? C65 H65 0.9500 . ? C66 C67 1.398(3) . ? C66 H66 0.9500 . ? C67 C68 1.390(3) . ? C67 H67 0.9500 . ? C68 C69 1.436(3) . ? 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 O21 Sc1 O41 136.02(5) . . ? O21 Sc1 O11 134.73(5) . . ? O41 Sc1 O11 64.78(5) . . ? O21 Sc1 O31 142.38(5) . . ? O41 Sc1 O31 71.62(5) . . ? O11 Sc1 O31 75.06(5) . . ? O21 Sc1 N41 79.16(5) . . ? O41 Sc1 N41 70.51(5) . . ? O11 Sc1 N41 135.26(5) . . ? O31 Sc1 N41 92.79(5) . . ? O21 Sc1 N21 71.29(5) . . ? O41 Sc1 N21 77.66(5) . . ? O11 Sc1 N21 79.07(5) . . ? O31 Sc1 N21 146.05(5) . . ? N41 Sc1 N21 90.30(6) . . ? O21 Sc1 N11 77.65(5) . . ? O41 Sc1 N11 133.96(5) . . ? O11 Sc1 N11 69.29(5) . . ? O31 Sc1 N11 99.93(5) . . ? N41 Sc1 N11 155.02(6) . . ? N21 Sc1 N11 90.97(6) . . ? O21 Sc1 N31 73.64(5) . . ? O41 Sc1 N31 130.61(5) . . ? O11 Sc1 N31 128.41(5) . . ? O31 Sc1 N31 68.89(5) . . ? N41 Sc1 N31 82.91(5) . . ? N21 Sc1 N31 144.93(6) . . ? N11 Sc1 N31 81.78(5) . . ? O21 Sc1 Sc2 175.80(4) . . ? O41 Sc1 Sc2 44.15(3) . . ? O11 Sc1 Sc2 41.13(3) . . ? O31 Sc1 Sc2 41.04(3) . . ? N41 Sc1 Sc2 103.89(4) . . ? N21 Sc1 Sc2 105.60(4) . . ? N11 Sc1 Sc2 99.78(4) . . ? N31 Sc1 Sc2 109.43(4) . . ? O51 Sc2 O61 98.13(5) . . ? O51 Sc2 O31 93.63(5) . . ? O61 Sc2 O31 168.23(5) . . ? O51 Sc2 O11 80.37(5) . . ? O61 Sc2 O11 103.50(5) . . ? O31 Sc2 O11 78.41(5) . . ? O51 Sc2 O41 144.21(5) . . ? O61 Sc2 O41 98.07(5) . . ? O31 Sc2 O41 72.02(5) . . ? O11 Sc2 O41 64.89(5) . . ? O51 Sc2 N61 139.99(6) . . ? O61 Sc2 N61 74.67(5) . . ? O31 Sc2 N61 96.25(5) . . ? O11 Sc2 N61 139.61(6) . . ? O41 Sc2 N61 75.31(5) . . ? O51 Sc2 N51 68.54(5) . . ? O61 Sc2 N51 85.90(5) . . ? O31 Sc2 N51 98.49(5) . . ? O11 Sc2 N51 148.57(5) . . ? O41 Sc2 N51 144.39(5) . . ? N61 Sc2 N51 71.69(5) . . ? O51 Sc2 Sc1 105.07(4) . . ? O61 Sc2 Sc1 132.16(4) . . ? O31 Sc2 Sc1 43.10(4) . . ? O11 Sc2 Sc1 42.87(3) . . ? O41 Sc2 Sc1 42.63(3) . . ? N61 Sc2 Sc1 108.54(4) . . ? N51 Sc2 Sc1 141.50(4) . . ? C3S O2S C4S 110.48(18) . . ? C2S O1S C1S 111.59(18) . . ? C18 O11 Sc2 130.29(12) . . ? C18 O11 Sc1 121.19(12) . . ? Sc2 O11 Sc1 96.00(5) . . ? C28 O21 Sc1 123.09(12) . . ? C38 O31 Sc2 138.71(12) . . ? C38 O31 Sc1 122.17(11) . . ? Sc2 O31 Sc1 95.87(5) . . ? C48 O41 Sc1 118.96(11) . . ? C48 O41 Sc2 139.37(12) . . ? Sc1 O41 Sc2 93.22(5) . . ? C58 O51 Sc2 129.24(13) . . ? C68 O61 Sc2 120.57(12) . . ? C11 N11 C19 117.39(17) . . ? C11 N11 Sc1 127.48(13) . . ? C19 N11 Sc1 114.88(12) . . ? C21 N21 C29 118.17(18) . . ? C21 N21 Sc1 128.39(14) . . ? C29 N21 Sc1 113.40(12) . . ? C31 N31 C39 117.47(17) . . ? C31 N31 Sc1 128.00(14) . . ? C39 N31 Sc1 114.46(12) . . ? C41 N41 C49 117.66(16) . . ? C41 N41 Sc1 127.50(14) . . ? C49 N41 Sc1 113.82(11) . . ? C51 N51 C59 116.75(18) . . ? C51 N51 Sc2 134.88(14) . . ? C59 N51 Sc2 108.30(12) . . ? C61 N61 C69 118.59(17) . . ? C61 N61 Sc2 130.44(14) . . ? C69 N61 Sc2 110.90(12) . . ? O2S C4S H4S1 109.5 . . ? O2S C4S H4S2 109.5 . . ? H4S1 C4S H4S2 109.5 . . ? O2S C4S H4S3 109.5 . . ? H4S1 C4S H4S3 109.5 . . ? H4S2 C4S H4S3 109.5 . . ? O2S C3S C2S 110.46(18) . . ? O2S C3S H3S1 109.6 . . ? C2S C3S H3S1 109.6 . . ? O2S C3S H3S2 109.6 . . ? C2S C3S H3S2 109.6 . . ? H3S1 C3S H3S2 108.1 . . ? O1S C1S H1S1 109.5 . . ? O1S C1S H1S2 109.5 . . ? H1S1 C1S H1S2 109.5 . . ? O1S C1S H1S3 109.5 . . ? H1S1 C1S H1S3 109.5 . . ? H1S2 C1S H1S3 109.5 . . ? O1S C2S C3S 108.81(19) . . ? O1S C2S H2S1 109.9 . . ? C3S C2S H2S1 109.9 . . ? O1S C2S H2S2 109.9 . . ? C3S C2S H2S2 109.9 . . ? H2S1 C2S H2S2 108.3 . . ? N11 C11 C12 123.6(2) . . ? N11 C11 H11 118.2 . . ? C12 C11 H11 118.2 . . ? C13 C12 C11 119.2(2) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C12 C13 C14 120.0(2) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C13 C14 C15 124.98(19) . . ? C13 C14 C19 116.67(18) . . ? C15 C14 C19 118.35(19) . . ? C16 C15 C14 119.74(19) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C15 C16 C17 121.94(19) . . ? C15 C16 H16 119.0 . . ? C17 C16 H16 119.0 . . ? C18 C17 C16 120.27(19) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? O11 C18 C17 123.99(18) . . ? O11 C18 C19 117.37(16) . . ? C17 C18 C19 118.63(18) . . ? N11 C19 C18 116.00(17) . . ? N11 C19 C14 123.04(18) . . ? C18 C19 C14 120.96(17) . . ? N21 C21 C22 122.6(2) . . ? N21 C21 H21 118.7 . . ? C22 C21 H21 118.7 . . ? C23 C22 C21 119.3(2) . . ? C23 C22 H22 120.3 . . ? C21 C22 H22 120.3 . . ? C22 C23 C24 120.6(2) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C25 C24 C23 125.6(2) . . ? C25 C24 C29 118.44(19) . . ? C23 C24 C29 115.96(19) . . ? C26 C25 C24 119.3(2) . . ? C26 C25 H25 120.3 . . ? C24 C25 H25 120.3 . . ? C25 C26 C27 122.2(2) . . ? C25 C26 H26 118.9 . . ? C27 C26 H26 118.9 . . ? C28 C27 C26 121.0(2) . . ? C28 C27 H27 119.5 . . ? C26 C27 H27 119.5 . . ? O21 C28 C27 125.35(18) . . ? O21 C28 C29 117.44(17) . . ? C27 C28 C29 117.20(19) . . ? N21 C29 C24 123.34(18) . . ? N21 C29 C28 114.76(18) . . ? C24 C29 C28 121.89(18) . . ? N31 C31 C32 123.1(2) . . ? N31 C31 H31 118.4 . . ? C32 C31 H31 118.4 . . ? C33 C32 C31 119.61(19) . . ? C33 C32 H32 120.2 . . ? C31 C32 H32 120.2 . . ? C32 C33 C34 120.02(19) . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C35 C34 C33 124.25(19) . . ? C35 C34 C39 118.95(18) . . ? C33 C34 C39 116.79(19) . . ? C36 C35 C34 119.8(2) . . ? C36 C35 H35 120.1 . . ? C34 C35 H35 120.1 . . ? C35 C36 C37 121.6(2) . . ? C35 C36 H36 119.2 . . ? C37 C36 H36 119.2 . . ? C38 C37 C36 120.78(19) . . ? C38 C37 H37 119.6 . . ? C36 C37 H37 119.6 . . ? O31 C38 C37 124.45(18) . . ? O31 C38 C39 117.26(17) . . ? C37 C38 C39 118.29(18) . . ? N31 C39 C34 122.92(18) . . ? N31 C39 C38 116.53(17) . . ? C34 C39 C38 120.55(18) . . ? N41 C41 C42 123.2(2) . . ? N41 C41 H41 118.4 . . ? C42 C41 H41 118.4 . . ? C43 C42 C41 119.49(18) . . ? C43 C42 H42 120.3 . . ? C41 C42 H42 120.3 . . ? C42 C43 C44 120.14(18) . . ? C42 C43 H43 119.9 . . ? C44 C43 H43 119.9 . . ? C45 C44 C43 124.81(18) . . ? C45 C44 C49 118.80(18) . . ? C43 C44 C49 116.39(19) . . ? C46 C45 C44 119.44(19) . . ? C46 C45 H45 120.3 . . ? C44 C45 H45 120.3 . . ? C45 C46 C47 122.0(2) . . ? C45 C46 H46 119.0 . . ? C47 C46 H46 119.0 . . ? C48 C47 C46 120.56(18) . . ? C48 C47 H47 119.7 . . ? C46 C47 H47 119.7 . . ? O41 C48 C47 124.90(17) . . ? O41 C48 C49 116.88(17) . . ? C47 C48 C49 118.21(17) . . ? N41 C49 C44 123.06(17) . . ? N41 C49 C48 116.09(16) . . ? C44 C49 C48 120.85(18) . . ? N51 C51 C52 123.8(2) . . ? N51 C51 H51 118.1 . . ? C52 C51 H51 118.1 . . ? C53 C52 C51 119.5(2) . . ? C53 C52 H52 120.2 . . ? C51 C52 H52 120.2 . . ? C52 C53 C54 119.6(2) . . ? C52 C53 H53 120.2 . . ? C54 C53 H53 120.2 . . ? C55 C54 C53 124.2(2) . . ? C55 C54 C59 118.9(2) . . ? C53 C54 C59 116.90(19) . . ? C56 C55 C54 119.6(2) . . ? C56 C55 H55 120.2 . . ? C54 C55 H55 120.2 . . ? C55 C56 C57 122.1(2) . . ? C55 C56 H56 118.9 . . ? C57 C56 H56 118.9 . . ? C58 C57 C56 120.3(2) . . ? C58 C57 H57 119.9 . . ? C56 C57 H57 119.9 . . ? O51 C58 C57 123.66(19) . . ? O51 C58 C59 118.20(17) . . ? C57 C58 C59 118.14(19) . . ? N51 C59 C54 123.32(19) . . ? N51 C59 C58 115.70(18) . . ? C54 C59 C58 120.97(18) . . ? N61 C61 C62 122.8(2) . . ? N61 C61 H61 118.6 . . ? C62 C61 H61 118.6 . . ? C63 C62 C61 119.1(2) . . ? C63 C62 H62 120.4 . . ? C61 C62 H62 120.4 . . ? C62 C63 C64 120.6(2) . . ? C62 C63 H63 119.7 . . ? C64 C63 H63 119.7 . . ? C63 C64 C65 125.3(2) . . ? C63 C64 C69 116.3(2) . . ? C65 C64 C69 118.3(2) . . ? C66 C65 C64 119.6(2) . . ? C66 C65 H65 120.2 . . ? C64 C65 H65 120.2 . . ? C65 C66 C67 122.4(2) . . ? C65 C66 H66 118.8 . . ? C67 C66 H66 118.8 . . ? C68 C67 C66 120.9(2) . . ? C68 C67 H67 119.5 . . ? C66 C67 H67 119.5 . . ? O61 C68 C67 124.83(18) . . ? O61 C68 C69 118.16(17) . . ? C67 C68 C69 117.00(18) . . ? N61 C69 C64 122.52(18) . . ? N61 C69 C68 115.70(17) . . ? C64 C69 C68 121.75(18) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.288 _refine_diff_density_min -0.356 _refine_diff_density_rms 0.054