# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1985 data_n3pvla _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C21 H33 N6 O6 La1, 3 CH~3~OH, H~2~O' _chemical_formula_sum 'C24 H47 La1 N6 O10' _chemical_formula_weight 718.59 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' 'La' 'La' -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'trigonal' _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 28.215(4) _cell_length_b 28.215(4) _cell_length_c 23.170(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 15974(5) _cell_formula_units_Z 18 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25.0 _exptl_crystal_description 'needles' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.345 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6660 _exptl_absorpt_coefficient_mu 1.256 _exptl_absorpt_correction_type 'empirical (Habitus)' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 'Stoe IPDS' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 31695 _diffrn_reflns_av_R_equivalents 0.0960 _diffrn_reflns_av_sigmaI/netI 0.0611 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 28.62 _reflns_number_total 8390 _reflns_number_gt 6714 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS' _computing_cell_refinement 'Stoe IPDS' _computing_data_reduction 'Stoe IPDS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PL (version 5-03)(Sheldrick, 1994)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0797P)^2^+10.6693P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct methods' _atom_sites_solution_secondary 'difference Fourier method' _atom_sites_solution_hydrogens 'placed geometrically' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8390 _refine_ls_number_parameters 366 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0561 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1289 _refine_ls_wR_factor_gt 0.1190 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.012 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group La La 0.657715(7) 0.040074(7) 0.188157(9) 0.03036(8) Uani 1 d . . . N1 N 0.62526(12) 0.10806(13) 0.23360(15) 0.0382(7) Uani 1 d . . . C2 C 0.65475(18) 0.13735(17) 0.28547(19) 0.0456(9) Uani 1 d . . . H2A H 0.6298 0.1232 0.3185 0.055 Uiso 1 calc R . . H2B H 0.6662 0.1762 0.2811 0.055 Uiso 1 calc R . . C3 C 0.70458(16) 0.13228(16) 0.29807(19) 0.0437(9) Uani 1 d . . . H3A H 0.7329 0.1534 0.2694 0.052 Uiso 1 calc R . . H3B H 0.7191 0.1481 0.3361 0.052 Uiso 1 calc R . . N4 N 0.69282(12) 0.07560(12) 0.29724(14) 0.0368(6) Uani 1 d . . . C5 C 0.65485(15) 0.04322(16) 0.34307(19) 0.0418(8) Uani 1 d . . . H5A H 0.6399 0.0646 0.3607 0.050 Uiso 1 calc R . . H5B H 0.6750 0.0360 0.3730 0.050 Uiso 1 calc R . . C6 C 0.60805(15) -0.01062(16) 0.32204(18) 0.0404(8) Uani 1 d . . . H6A H 0.6220 -0.0351 0.3121 0.048 Uiso 1 calc R . . H6B H 0.5814 -0.0277 0.3533 0.048 Uiso 1 calc R . . N7 N 0.58087(12) -0.00408(13) 0.27202(14) 0.0374(6) Uani 1 d . . . C8 C 0.55340(16) 0.02750(18) 0.2861(2) 0.0454(9) Uani 1 d . . . H8A H 0.5643 0.0428 0.3250 0.054 Uiso 1 calc R . . H8B H 0.5137 0.0026 0.2863 0.054 Uiso 1 calc R . . C9 C 0.56673(15) 0.07317(17) 0.24450(19) 0.0429(9) Uani 1 d . . . H9A H 0.5482 0.0575 0.2078 0.051 Uiso 1 calc R . . H9B H 0.5523 0.0958 0.2597 0.051 Uiso 1 calc R . . C1A C 0.63296(16) 0.14562(17) 0.18718(19) 0.0439(9) Uani 1 d . . . H1AA H 0.6193 0.1699 0.1995 0.053 Uiso 1 calc R . . H1AB H 0.6113 0.1247 0.1538 0.053 Uiso 1 calc R . . C2A C 0.69180(16) 0.17969(15) 0.16948(19) 0.0431(8) Uani 1 d . . . H2AA H 0.6944 0.1998 0.1341 0.052 Uiso 1 calc R . . H2AB H 0.7124 0.2063 0.1998 0.052 Uiso 1 calc R . . N3A N 0.71499(12) 0.14468(12) 0.15972(14) 0.0360(6) Uani 1 d . . . C4A C 0.75840(14) 0.16137(15) 0.13140(17) 0.0377(7) Uani 1 d . . . C5A C 0.77881(14) 0.12076(15) 0.12636(17) 0.0376(8) Uani 1 d . . . O6A O 0.74929(10) 0.07474(10) 0.14832(13) 0.0395(6) Uani 1 d . . . O7A O 0.82242(10) 0.13628(12) 0.10129(13) 0.0455(6) Uani 1 d . . . C8A C 0.79118(18) 0.21488(18) 0.1040(2) 0.0520(10) Uani 1 d . . . H8A1 H 0.7742 0.2370 0.1106 0.078 Uiso 1 calc R . . H8A2 H 0.7934 0.2100 0.0628 0.078 Uiso 1 calc R . . H8A3 H 0.8277 0.2331 0.1204 0.078 Uiso 1 calc R . . C1B C 0.74438(15) 0.07553(16) 0.30178(19) 0.0438(9) Uani 1 d . . . H1BA H 0.7607 0.0897 0.3397 0.053 Uiso 1 calc R . . H1BB H 0.7698 0.1000 0.2724 0.053 Uiso 1 calc R . . C2B C 0.73714(16) 0.01933(17) 0.2941(2) 0.0455(9) Uani 1 d . . . H2BA H 0.7731 0.0220 0.2916 0.055 Uiso 1 calc R . . H2BB H 0.7178 -0.0035 0.3274 0.055 Uiso 1 calc R . . N3B N 0.70644(12) -0.00536(13) 0.24223(15) 0.0382(7) Uani 1 d . . . C4B C 0.70675(17) -0.04585(17) 0.2194(2) 0.0473(10) Uani 1 d . . . C5B C 0.67374(18) -0.06761(16) 0.1667(2) 0.0500(10) Uani 1 d . . . O6B O 0.64459(12) -0.04673(11) 0.15195(15) 0.0498(7) Uani 1 d . . . O7B O 0.67647(18) -0.10313(16) 0.1390(2) 0.0788(12) Uani 1 d . . . C8B C 0.7370(2) -0.0726(2) 0.2411(3) 0.0647(13) Uani 1 d . . . H8B1 H 0.7742 -0.0449 0.2506 0.097 Uiso 1 calc R . . H8B2 H 0.7377 -0.0966 0.2115 0.097 Uiso 1 calc R . . H8B3 H 0.7190 -0.0938 0.2752 0.097 Uiso 1 calc R . . C1C C 0.54202(15) -0.05874(16) 0.25023(19) 0.0445(9) Uani 1 d . . . H1CA H 0.5143 -0.0787 0.2798 0.053 Uiso 1 calc R . . H1CB H 0.5615 -0.0788 0.2429 0.053 Uiso 1 calc R . . C2C C 0.51424(15) -0.05701(18) 0.1959(2) 0.0474(9) Uani 1 d . . . H2CA H 0.4941 -0.0937 0.1789 0.057 Uiso 1 calc R . . H2CB H 0.4881 -0.0447 0.2045 0.057 Uiso 1 calc R . . N3C N 0.55502(12) -0.01968(13) 0.15568(15) 0.0388(7) Uani 1 d . . . C4C C 0.54239(15) -0.01961(16) 0.10447(18) 0.0413(8) Uani 1 d . . . C5C C 0.58789(15) 0.02106(17) 0.06629(19) 0.0426(8) Uani 1 d . . . O6C O 0.63241(11) 0.05293(12) 0.09160(13) 0.0467(6) Uani 1 d . . . O7C O 0.57923(13) 0.02128(16) 0.01545(15) 0.0641(9) Uani 1 d . . . C8C C 0.48780(18) -0.0555(2) 0.0778(2) 0.0587(12) Uani 1 d . . . H8C1 H 0.4855 -0.0893 0.0650 0.088 Uiso 1 calc R . . H8C2 H 0.4830 -0.0369 0.0450 0.088 Uiso 1 calc R . . H8C3 H 0.4594 -0.0636 0.1061 0.088 Uiso 1 calc R . . C3M C 0.8265(3) 0.0161(3) 0.1179(3) 0.0868(18) Uiso 1 d D . . O3M O 0.85574(16) 0.06329(16) 0.08791(19) 0.0719(10) Uiso 1 d D . . C2M C 0.8472(11) 0.0306(9) 0.6545(10) 0.077(6) Uiso 0.33 d PD A 3 O2M O 0.8232(7) 0.0006(7) 0.7009(7) 0.069(5) Uiso 0.33 d PD A 3 C2M' C 0.8344(9) 0.0388(10) 0.6417(11) 0.088(7) Uiso 0.33 d PD B 2 O2M' O 0.8668(13) 0.0470(15) 0.6866(13) 0.188(15) Uiso 0.33 d PD B 2 C2M" C 0.8549(9) 0.0273(13) 0.6749(18) 0.100(9) Uiso 0.33 d PD C 1 O2M" O 0.8087(6) -0.0102(6) 0.6989(6) 0.062(4) Uiso 0.33 d PD C 1 C1M C 0.7862(4) 0.0086(4) 0.4193(5) 0.121(3) Uiso 1 d D . . O1M O 0.8191(7) 0.0267(7) 0.4639(7) 0.117(5) Uiso 0.33 d PD D 3 O1M' O 0.8386(4) 0.0430(6) 0.4153(8) 0.094(4) Uiso 0.33 d PD D 2 O1M" O 0.8251(8) 0.0579(6) 0.4027(12) 0.144(8) Uiso 0.33 d PD D 1 O1W O 0.1076(9) 0.0630(9) 0.0417(11) 0.215(8) Uiso 0.50 d P . . O2W O 0.0935(11) 0.0850(11) 0.2778(12) 0.246(11) Uiso 0.50 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La 0.02822(11) 0.03489(11) 0.02741(14) -0.00250(6) 0.00023(6) 0.01538(8) N1 0.0404(15) 0.0474(16) 0.0312(19) 0.0011(12) 0.0045(12) 0.0251(13) C2 0.058(2) 0.048(2) 0.037(3) -0.0061(16) 0.0022(17) 0.0320(19) C3 0.050(2) 0.046(2) 0.033(2) -0.0081(15) -0.0067(15) 0.0231(17) N4 0.0386(15) 0.0430(15) 0.0293(19) -0.0023(12) -0.0028(11) 0.0209(12) C5 0.0455(19) 0.056(2) 0.027(2) 0.0002(15) 0.0016(14) 0.0274(17) C6 0.0398(18) 0.051(2) 0.032(2) 0.0080(15) 0.0041(14) 0.0238(16) N7 0.0327(14) 0.0455(16) 0.0351(19) 0.0026(12) 0.0030(11) 0.0203(12) C8 0.0389(18) 0.061(2) 0.043(3) 0.0054(17) 0.0097(15) 0.0304(18) C9 0.0402(18) 0.059(2) 0.041(2) 0.0065(17) 0.0088(15) 0.0336(17) C1A 0.049(2) 0.053(2) 0.040(2) 0.0041(16) 0.0040(16) 0.0325(18) C2A 0.050(2) 0.0409(18) 0.042(3) 0.0013(15) 0.0020(16) 0.0253(16) N3A 0.0371(14) 0.0396(15) 0.0315(19) -0.0011(12) -0.0009(11) 0.0193(12) C4A 0.0350(16) 0.0397(17) 0.035(2) -0.0012(14) -0.0043(13) 0.0160(14) C5A 0.0311(15) 0.0456(18) 0.031(2) -0.0037(14) -0.0012(13) 0.0156(14) O6A 0.0325(12) 0.0417(13) 0.0433(17) 0.0031(11) 0.0066(10) 0.0179(10) O7A 0.0357(13) 0.0545(15) 0.0396(18) 0.0052(12) 0.0084(11) 0.0174(12) C8A 0.048(2) 0.053(2) 0.051(3) 0.0156(19) 0.0101(18) 0.0221(18) C1B 0.0360(17) 0.049(2) 0.041(3) -0.0028(16) -0.0063(15) 0.0178(15) C2B 0.0407(19) 0.055(2) 0.044(3) 0.0058(17) -0.0032(16) 0.0266(17) N3B 0.0378(15) 0.0406(15) 0.038(2) 0.0043(12) 0.0056(12) 0.0207(12) C4B 0.049(2) 0.048(2) 0.055(3) 0.0096(18) 0.0119(18) 0.0317(18) C5B 0.056(2) 0.0398(19) 0.058(3) -0.0042(17) 0.0038(19) 0.0271(18) O6B 0.0469(15) 0.0437(14) 0.061(2) -0.0169(13) -0.0078(13) 0.0244(12) O7B 0.100(3) 0.066(2) 0.091(3) -0.026(2) -0.014(2) 0.058(2) C8B 0.077(3) 0.072(3) 0.071(4) 0.006(2) 0.005(3) 0.057(3) C1C 0.0359(17) 0.0446(19) 0.045(3) 0.0075(16) 0.0014(15) 0.0143(15) C2C 0.0304(16) 0.058(2) 0.046(3) 0.0051(18) -0.0009(15) 0.0159(16) N3C 0.0336(14) 0.0479(16) 0.033(2) -0.0001(12) -0.0007(11) 0.0188(13) C4C 0.0362(17) 0.050(2) 0.037(2) -0.0064(16) -0.0046(14) 0.0213(15) C5C 0.0414(18) 0.056(2) 0.034(3) -0.0038(16) -0.0043(14) 0.0270(17) O6C 0.0411(13) 0.0573(16) 0.0316(18) 0.0005(12) -0.0039(11) 0.0171(12) O7C 0.0504(17) 0.095(3) 0.034(2) -0.0006(16) -0.0082(13) 0.0269(17) C8C 0.044(2) 0.070(3) 0.052(3) -0.007(2) -0.0149(19) 0.022(2) _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 La N1 2.717(3) . y La N4 2.717(3) . y La N7 2.707(3) . y La N3A 2.643(3) . y La N3B 2.620(3) . y La N3C 2.630(3) . y La O6A 2.441(2) . y La O6B 2.436(3) . y La O6C 2.430(3) . y N1 C1A 1.448(5) . ? N1 C2 1.460(5) . ? N1 C9 1.461(5) . ? C2 C3 1.511(6) . ? C3 N4 1.462(5) . ? N4 C5 1.460(5) . ? N4 C1B 1.460(5) . ? C5 C6 1.511(6) . ? C6 N7 1.452(5) . ? N7 C1C 1.464(5) . ? N7 C8 1.481(5) . ? C8 C9 1.499(6) . ? C1A C2A 1.501(5) . ? C2A N3A 1.450(5) . ? N3A C4A 1.255(5) . ? C4A C8A 1.463(5) . ? C4A C5A 1.523(5) . ? C5A O7A 1.227(4) . ? C5A O6A 1.248(4) . ? C1B C2B 1.505(6) . ? C2B N3B 1.440(5) . ? N3B C4B 1.263(5) . ? C4B C5B 1.471(7) . ? C4B C8B 1.482(6) . ? C5B O7B 1.225(5) . ? C5B O6B 1.275(5) . ? C1C C2C 1.496(6) . ? C2C N3C 1.446(5) . ? N3C C4C 1.239(5) . ? C4C C8C 1.490(5) . ? C4C C5C 1.508(6) . ? C5C O7C 1.204(5) . ? C5C O6C 1.265(5) . ? C3M O3M 1.356(7) . ? C2M O2M 1.325(10) . ? C2M' O2M' 1.326(10) . ? C2M" O2M" 1.322(10) . ? C1M O1M' 1.304(9) . ? C1M O1M 1.310(10) . ? C1M O1M" 1.327(10) . ? 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 La N4 64.43(9) . . y N1 La N7 64.63(9) . . y N4 La N7 64.05(9) . . y N3A La N1 62.74(9) . . y N3B La N1 127.20(10) . . y N3C La N1 84.91(10) . . y O6A La N1 121.77(9) . . y O6B La N1 155.21(10) . . y O6C La N1 91.35(10) . . y N3A La N4 85.03(10) . . y N3B La N4 63.38(10) . . y N3C La N4 125.75(10) . . y O6A La N4 94.95(9) . . y O6B La N4 122.38(10) . . y O6C La N4 151.82(10) . . y N3A La N7 126.48(9) . . y N3B La N7 85.82(9) . . y N3C La N7 62.50(10) . . y O6A La N7 154.12(9) . . y O6B La N7 95.76(10) . . y O6C La N7 120.14(9) . . y N3B La N3A 119.22(9) . . y N3C La N3A 120.45(10) . . y O6A La N3A 61.62(9) . . y O6B La N3A 137.53(11) . . y O6C La N3A 70.43(10) . . y N3B La N3C 120.17(10) . . y O6A La N3B 70.59(9) . . y O6B La N3B 61.70(11) . . y O6C La N3B 141.12(10) . . y O6A La N3C 139.00(10) . . y O6B La N3C 72.06(10) . . y O6C La N3C 61.35(10) . . y O6B La O6A 82.58(10) . . y O6C La O6A 85.59(10) . . y O6C La O6B 85.68(11) . . y C1A N1 C2 111.3(3) . . ? C1A N1 C9 109.1(3) . . ? C2 N1 C9 111.8(3) . . ? C1A N1 La 104.4(2) . . ? C2 N1 La 114.9(2) . . ? C9 N1 La 104.9(2) . . ? N1 C2 C3 113.5(3) . . ? N4 C3 C2 112.8(3) . . ? C5 N4 C1B 111.5(3) . . ? C5 N4 C3 111.7(3) . . ? C1B N4 C3 108.6(3) . . ? C5 N4 La 115.3(2) . . ? C1B N4 La 104.3(2) . . ? C3 N4 La 104.9(2) . . ? N4 C5 C6 113.2(3) . . ? N7 C6 C5 112.4(3) . . ? C6 N7 C1C 107.8(3) . . ? C6 N7 C8 111.7(3) . . ? C1C N7 C8 111.6(3) . . ? C6 N7 La 106.2(2) . . ? C1C N7 La 104.0(2) . . ? C8 N7 La 114.9(2) . . ? N7 C8 C9 113.2(3) . . ? N1 C9 C8 113.8(3) . . ? N1 C1A C2A 112.6(3) . . ? N3A C2A C1A 109.7(3) . . ? C4A N3A C2A 120.9(3) . . ? C4A N3A La 119.1(2) . . ? C2A N3A La 119.3(2) . . ? N3A C4A C8A 127.5(4) . . ? N3A C4A C5A 115.0(3) . . ? C8A C4A C5A 117.5(3) . . ? O7A C5A O6A 126.4(4) . . ? O7A C5A C4A 117.2(3) . . ? O6A C5A C4A 116.4(3) . . ? C5A O6A La 126.4(2) . . ? N4 C1B C2B 112.5(3) . . ? N3B C2B C1B 109.9(3) . . ? C4B N3B C2B 120.8(3) . . ? C4B N3B La 119.0(3) . . ? C2B N3B La 119.9(2) . . ? N3B C4B C5B 115.8(4) . . ? N3B C4B C8B 125.8(5) . . ? C5B C4B C8B 118.3(4) . . ? O7B C5B O6B 123.8(5) . . ? O7B C5B C4B 119.5(4) . . ? O6B C5B C4B 116.8(4) . . ? C5B O6B La 124.3(3) . . ? N7 C1C C2C 112.6(3) . . ? N3C C2C C1C 109.1(3) . . ? C4C N3C C2C 119.6(3) . . ? C4C N3C La 119.9(3) . . ? C2C N3C La 120.2(2) . . ? N3C C4C C8C 126.6(4) . . ? N3C C4C C5C 115.3(3) . . ? C8C C4C C5C 118.1(4) . . ? O7C C5C O6C 125.6(4) . . ? O7C C5C C4C 118.7(4) . . ? O6C C5C C4C 115.7(4) . . ? C5C O6C La 125.6(3) . . ? O1M' C1M O1M 56.6(11) . . ? O1M' C1M O1M" 33.2(11) . . ? O1M C1M O1M" 76.5(15) . . ? 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 C2 C3 N4 -50.4(5) . . . . y C2 C3 N4 C5 -64.4(4) . . . . y C3 N4 C5 C6 131.4(3) . . . . y N4 C5 C6 N7 -50.4(4) . . . . y C5 C6 N7 C8 -65.3(4) . . . . y C6 N7 C8 C9 130.6(4) . . . . y N7 C8 C9 N1 -49.4(5) . . . . y C8 C9 N1 C2 -64.5(4) . . . . y C9 N1 C2 C3 129.9(4) . . . . y N1 C1A C2A N3A 49.9(5) . . . . y N4 C1B C2B N3B 50.8(5) . . . . y N7 C1C C2C N3C 48.8(5) . . . . y C1A C2A N3A C4A 162.2(4) . . . . y C1B C2B N3B C4B 162.4(4) . . . . y C1C C2C N3C C4C 166.7(4) . . . . y O6C La N1 C1A -28.5(2) . . . . ? O6B La N1 C1A -111.1(3) . . . . ? O6A La N1 C1A 57.2(3) . . . . ? N3B La N1 C1A 146.0(2) . . . . ? N3C La N1 C1A -89.6(2) . . . . ? N3A La N1 C1A 38.6(2) . . . . ? N7 La N1 C1A -151.5(3) . . . . ? N4 La N1 C1A 136.6(3) . . . . ? O6C La N1 C2 -150.6(3) . . . . ? O6B La N1 C2 126.8(3) . . . . ? O6A La N1 C2 -65.0(3) . . . . ? N3B La N1 C2 23.9(3) . . . . ? N3C La N1 C2 148.3(3) . . . . ? N3A La N1 C2 -83.5(3) . . . . ? N7 La N1 C2 86.4(3) . . . . ? N4 La N1 C2 14.5(2) . . . . ? O6C La N1 C9 86.2(2) . . . . ? O6B La N1 C9 3.6(4) . . . . ? O6A La N1 C9 171.9(2) . . . . ? N3B La N1 C9 -99.3(2) . . . . ? N3C La N1 C9 25.1(2) . . . . ? N3A La N1 C9 153.3(3) . . . . ? N7 La N1 C9 -36.8(2) . . . . ? N4 La N1 C9 -108.7(3) . . . . ? C1A N1 C2 C3 -107.9(4) . . . . ? La N1 C2 C3 10.5(4) . . . . ? C2 C3 N4 C1B 172.2(4) . . . . ? C2 C3 N4 La 61.2(4) . . . . ? O6C La N4 C5 119.1(3) . . . . ? O6B La N4 C5 -66.6(3) . . . . ? O6A La N4 C5 -151.0(2) . . . . ? N3B La N4 C5 -85.6(2) . . . . ? N3C La N4 C5 23.8(3) . . . . ? N3A La N4 C5 148.1(2) . . . . ? N7 La N4 C5 13.2(2) . . . . ? N1 La N4 C5 86.0(2) . . . . ? O6C La N4 C1B -118.3(3) . . . . ? O6B La N4 C1B 56.0(2) . . . . ? O6A La N4 C1B -28.4(2) . . . . ? N3B La N4 C1B 37.0(2) . . . . ? N3C La N4 C1B 146.4(2) . . . . ? N3A La N4 C1B -89.3(2) . . . . ? N7 La N4 C1B 135.8(2) . . . . ? N1 La N4 C1B -151.4(2) . . . . ? O6C La N4 C3 -4.2(3) . . . . ? O6B La N4 C3 170.1(2) . . . . ? O6A La N4 C3 85.7(2) . . . . ? N3B La N4 C3 151.1(2) . . . . ? N3C La N4 C3 -99.5(2) . . . . ? N3A La N4 C3 24.9(2) . . . . ? N7 La N4 C3 -110.1(2) . . . . ? N1 La N4 C3 -37.2(2) . . . . ? C1B N4 C5 C6 -106.9(4) . . . . ? La N4 C5 C6 11.8(4) . . . . ? C5 C6 N7 C1C 171.8(3) . . . . ? C5 C6 N7 La 60.7(3) . . . . ? O6C La N7 C6 175.0(2) . . . . ? O6B La N7 C6 86.6(2) . . . . ? O6A La N7 C6 1.7(4) . . . . ? N3B La N7 C6 25.6(2) . . . . ? N3C La N7 C6 152.9(3) . . . . ? N3A La N7 C6 -98.1(2) . . . . ? N4 La N7 C6 -36.7(2) . . . . ? N1 La N7 C6 -109.2(2) . . . . ? O6C La N7 C1C 61.3(2) . . . . ? O6B La N7 C1C -27.1(2) . . . . ? O6A La N7 C1C -111.9(3) . . . . ? N3B La N7 C1C -88.0(2) . . . . ? N3C La N7 C1C 39.3(2) . . . . ? N3A La N7 C1C 148.3(2) . . . . ? N4 La N7 C1C -150.4(2) . . . . ? N1 La N7 C1C 137.1(2) . . . . ? O6C La N7 C8 -61.0(3) . . . . ? O6B La N7 C8 -149.4(3) . . . . ? O6A La N7 C8 125.7(3) . . . . ? N3B La N7 C8 149.6(3) . . . . ? N3C La N7 C8 -83.1(3) . . . . ? N3A La N7 C8 26.0(3) . . . . ? N4 La N7 C8 87.3(3) . . . . ? N1 La N7 C8 14.8(3) . . . . ? C1C N7 C8 C9 -108.6(4) . . . . ? La N7 C8 C9 9.5(4) . . . . ? C1A N1 C9 C8 172.0(4) . . . . ? La N1 C9 C8 60.6(4) . . . . ? C2 N1 C1A C2A 61.4(4) . . . . ? C9 N1 C1A C2A -174.8(3) . . . . ? La N1 C1A C2A -63.1(4) . . . . ? C1A C2A N3A La -8.5(4) . . . . ? O6C La N3A C4A -85.1(3) . . . . ? O6B La N3A C4A -25.6(4) . . . . ? O6A La N3A C4A 10.6(3) . . . . ? N3B La N3A C4A 53.3(3) . . . . ? N3C La N3A C4A -122.1(3) . . . . ? N7 La N3A C4A 161.3(3) . . . . ? N4 La N3A C4A 109.0(3) . . . . ? N1 La N3A C4A 172.7(3) . . . . ? O6C La N3A C2A 85.8(3) . . . . ? O6B La N3A C2A 145.3(3) . . . . ? O6A La N3A C2A -178.5(3) . . . . ? N3B La N3A C2A -135.8(3) . . . . ? N3C La N3A C2A 48.8(3) . . . . ? N7 La N3A C2A -27.8(3) . . . . ? N4 La N3A C2A -80.1(3) . . . . ? N1 La N3A C2A -16.4(3) . . . . ? C2A N3A C4A C8A -1.0(6) . . . . ? La N3A C4A C8A 169.8(3) . . . . ? C2A N3A C4A C5A 178.1(3) . . . . ? La N3A C4A C5A -11.2(4) . . . . ? N3A C4A C5A O7A -176.8(4) . . . . ? C8A C4A C5A O7A 2.4(5) . . . . ? N3A C4A C5A O6A 3.2(5) . . . . ? C8A C4A C5A O6A -177.6(4) . . . . ? O7A C5A O6A La -172.3(3) . . . . ? C4A C5A O6A La 7.7(5) . . . . ? O6C La O6A C5A 60.8(3) . . . . ? O6B La O6A C5A 147.0(3) . . . . ? N3B La O6A C5A -150.5(3) . . . . ? N3C La O6A C5A 95.5(3) . . . . ? N3A La O6A C5A -9.3(3) . . . . ? N7 La O6A C5A -125.1(3) . . . . ? N4 La O6A C5A -91.0(3) . . . . ? N1 La O6A C5A -28.1(4) . . . . ? C5 N4 C1B C2B 63.5(4) . . . . ? C3 N4 C1B C2B -173.0(4) . . . . ? La N4 C1B C2B -61.6(4) . . . . ? C1B C2B N3B La -11.0(4) . . . . ? O6C La N3B C4B -26.2(4) . . . . ? O6B La N3B C4B 10.3(3) . . . . ? O6A La N3B C4B -81.7(3) . . . . ? N3C La N3B C4B 54.4(3) . . . . ? N3A La N3B C4B -120.9(3) . . . . ? N7 La N3B C4B 109.1(3) . . . . ? N4 La N3B C4B 172.1(3) . . . . ? N1 La N3B C4B 162.6(3) . . . . ? O6C La N3B C2B 147.4(3) . . . . ? O6B La N3B C2B -176.2(3) . . . . ? O6A La N3B C2B 91.9(3) . . . . ? N3C La N3B C2B -132.0(3) . . . . ? N3A La N3B C2B 52.6(3) . . . . ? N7 La N3B C2B -77.3(3) . . . . ? N4 La N3B C2B -14.3(3) . . . . ? N1 La N3B C2B -23.8(3) . . . . ? C2B N3B C4B C5B 179.8(4) . . . . ? La N3B C4B C5B -6.7(5) . . . . ? C2B N3B C4B C8B -0.1(6) . . . . ? La N3B C4B C8B 173.4(4) . . . . ? N3B C4B C5B O7B 172.6(4) . . . . ? C8B C4B C5B O7B -7.4(7) . . . . ? N3B C4B C5B O6B -5.7(6) . . . . ? C8B C4B C5B O6B 174.3(4) . . . . ? O7B C5B O6B La -161.2(4) . . . . ? C4B C5B O6B La 17.0(6) . . . . ? O6C La O6B C5B 143.7(4) . . . . ? O6A La O6B C5B 57.6(4) . . . . ? N3B La O6B C5B -14.3(3) . . . . ? N3C La O6B C5B -155.0(4) . . . . ? N3A La O6B C5B 89.2(4) . . . . ? N7 La O6B C5B -96.4(4) . . . . ? N4 La O6B C5B -33.6(4) . . . . ? N1 La O6B C5B -132.4(3) . . . . ? C6 N7 C1C C2C -176.0(3) . . . . ? C8 N7 C1C C2C 61.0(4) . . . . ? La N7 C1C C2C -63.5(3) . . . . ? C1C C2C N3C La -6.7(5) . . . . ? O6C La N3C C4C 10.1(3) . . . . ? O6B La N3C C4C -84.9(3) . . . . ? O6A La N3C C4C -30.2(4) . . . . ? N3B La N3C C4C -125.0(3) . . . . ? N3A La N3C C4C 50.3(3) . . . . ? N7 La N3C C4C 168.4(3) . . . . ? N4 La N3C C4C 157.7(3) . . . . ? N1 La N3C C4C 104.4(3) . . . . ? O6C La N3C C2C -176.5(3) . . . . ? O6B La N3C C2C 88.5(3) . . . . ? O6A La N3C C2C 143.1(3) . . . . ? N3B La N3C C2C 48.4(3) . . . . ? N3A La N3C C2C -136.3(3) . . . . ? N7 La N3C C2C -18.2(3) . . . . ? N4 La N3C C2C -28.9(3) . . . . ? N1 La N3C C2C -82.2(3) . . . . ? C2C N3C C4C C8C -0.8(6) . . . . ? La N3C C4C C8C 172.6(3) . . . . ? C2C N3C C4C C5C 179.7(3) . . . . ? La N3C C4C C5C -6.9(5) . . . . ? N3C C4C C5C O7C 176.1(4) . . . . ? C8C C4C C5C O7C -3.5(6) . . . . ? N3C C4C C5C O6C -4.8(5) . . . . ? C8C C4C C5C O6C 175.7(4) . . . . ? O7C C5C O6C La -164.9(4) . . . . ? C4C C5C O6C La 16.0(5) . . . . ? O6B La O6C C5C 58.1(3) . . . . ? O6A La O6C C5C 141.0(3) . . . . ? N3B La O6C C5C 89.8(3) . . . . ? N3C La O6C C5C -13.8(3) . . . . ? N3A La O6C C5C -157.6(3) . . . . ? N7 La O6C C5C -36.0(4) . . . . ? N4 La O6C C5C -126.7(3) . . . . ? N1 La O6C C5C -97.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.307 _diffrn_reflns_theta_full 28.62 _diffrn_measured_fraction_theta_full 0.307 _refine_diff_density_max 0.965 _refine_diff_density_min -1.027 _refine_diff_density_rms 0.112 data_n3pvsm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C21 H33 N6 O6 Sm, 3CH~3~OH, 0.5(H~2~O)' _chemical_formula_sum 'C24 H46 N6 O9.50 Sm' _chemical_formula_weight 721.02 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' 'Sm' 'Sm' -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'trigonal' _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 28.337(4) _cell_length_b 28.337(4) _cell_length_c 23.405(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 16276(5) _cell_formula_units_Z 18 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25.0 _exptl_crystal_description 'needles' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.324 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6660 _exptl_absorpt_coefficient_mu 1.673 _exptl_absorpt_correction_type 'empirical (Habitus)' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'Stoe IPDS image plate' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 15155 _diffrn_reflns_av_R_equivalents 0.0475 _diffrn_reflns_av_sigmaI/netI 0.0504 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 28.04 _reflns_number_total 8051 _reflns_number_gt 6483 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS' _computing_cell_refinement 'Stoe IPDS' _computing_data_reduction 'Stoe IPDS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PL (version 5-03)(Sheldrick, 1994)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.1039P)^2^+11.2710P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary 'difference Fourier method' _atom_sites_solution_hydrogens 'placed geometrically' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8051 _refine_ls_number_parameters 350 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0609 _refine_ls_R_factor_gt 0.0489 _refine_ls_wR_factor_ref 0.1485 _refine_ls_wR_factor_gt 0.1369 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.112 _refine_ls_shift/su_mean 0.002 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sm Sm 0.676969(8) 0.051154(8) 0.476899(10) 0.03274(10) Uani 1 d . . . N1 N 0.71125(16) 0.15065(15) 0.43481(18) 0.0408(8) Uani 1 d . . . C2 C 0.7701(2) 0.17376(19) 0.4227(2) 0.0480(12) Uani 1 d . . . H2A H 0.7894 0.1772 0.4590 0.058 Uiso 1 calc R . . H2B H 0.7847 0.2108 0.4066 0.058 Uiso 1 calc R . . C3 C 0.7818(2) 0.13992(19) 0.3815(2) 0.0478(11) Uani 1 d . . . H3A H 0.7715 0.1450 0.3425 0.057 Uiso 1 calc R . . H3B H 0.8215 0.1535 0.3815 0.057 Uiso 1 calc R . . N4 N 0.75248(15) 0.08048(15) 0.39496(18) 0.0395(8) Uani 1 d . . . C5 C 0.72506(19) 0.04789(18) 0.3442(2) 0.0421(10) Uani 1 d . . . H5A H 0.7102 0.0088 0.3531 0.051 Uiso 1 calc R . . H5B H 0.7520 0.0577 0.3130 0.051 Uiso 1 calc R . . C6 C 0.6788(2) 0.0566(2) 0.3237(2) 0.0453(11) Uani 1 d . . . H6A H 0.6944 0.0932 0.3063 0.054 Uiso 1 calc R . . H6B H 0.6577 0.0293 0.2939 0.054 Uiso 1 calc R . . N7 N 0.64148(15) 0.05178(15) 0.37048(18) 0.0397(8) Uani 1 d . . . C8 C 0.6305(2) 0.0977(2) 0.3696(2) 0.0475(11) Uani 1 d . . . H8A H 0.6020 0.0909 0.3982 0.057 Uiso 1 calc R . . H8B H 0.6164 0.0997 0.3315 0.057 Uiso 1 calc R . . C9 C 0.6818(2) 0.1524(2) 0.3829(3) 0.0499(12) Uani 1 d . . . H9A H 0.7068 0.1633 0.3497 0.060 Uiso 1 calc R . . H9B H 0.6713 0.1806 0.3882 0.060 Uiso 1 calc R . . C1A C 0.7042(2) 0.18116(18) 0.4813(2) 0.0453(11) Uani 1 d . . . H1AA H 0.7179 0.2192 0.4688 0.054 Uiso 1 calc R . . H1AB H 0.7261 0.1820 0.5146 0.054 Uiso 1 calc R . . C2A C 0.6447(2) 0.15619(19) 0.4993(3) 0.0478(11) Uani 1 d . . . H2AA H 0.6424 0.1724 0.5359 0.057 Uiso 1 calc R . . H2AB H 0.6243 0.1640 0.4701 0.057 Uiso 1 calc R . . N3A N 0.62074(15) 0.09712(15) 0.50593(18) 0.0402(8) Uani 1 d . . . C4A C 0.57734(18) 0.06983(19) 0.5348(2) 0.0415(10) Uani 1 d . . . C5A C 0.55744(17) 0.00874(19) 0.5382(2) 0.0405(10) Uani 1 d . . . O6A O 0.58732(12) -0.00724(13) 0.51481(16) 0.0423(7) Uani 1 d . . . O7A O 0.51361(13) -0.02068(14) 0.56358(16) 0.0466(8) Uani 1 d . . . C8A C 0.5448(2) 0.0902(2) 0.5647(3) 0.0563(13) Uani 1 d . . . H8A1 H 0.5481 0.0874 0.6061 0.084 Uiso 1 calc R . . H8A2 H 0.5065 0.0683 0.5535 0.084 Uiso 1 calc R . . H8A3 H 0.5585 0.1284 0.5544 0.084 Uiso 1 calc R . . C1B C 0.79053(19) 0.0631(2) 0.4168(2) 0.0477(11) Uani 1 d . . . H1BA H 0.8186 0.0707 0.3875 0.057 Uiso 1 calc R . . H1BB H 0.7702 0.0233 0.4238 0.057 Uiso 1 calc R . . C2B C 0.81820(19) 0.0925(2) 0.4719(3) 0.0510(12) Uani 1 d . . . H2BA H 0.8366 0.0745 0.4901 0.061 Uiso 1 calc R . . H2BB H 0.8460 0.1308 0.4635 0.061 Uiso 1 calc R . . N3B N 0.77667(15) 0.09111(16) 0.51094(19) 0.0425(9) Uani 1 d . . . C4B C 0.78793(18) 0.10363(19) 0.5630(2) 0.0454(11) Uani 1 d . . . C5B C 0.74199(18) 0.10053(19) 0.5993(2) 0.0423(10) Uani 1 d . . . O6B O 0.69788(13) 0.08628(15) 0.57207(16) 0.0487(8) Uani 1 d . . . O7B O 0.75062(17) 0.1127(2) 0.64946(19) 0.0695(12) Uani 1 d . . . C8B C 0.8416(2) 0.1206(3) 0.5908(3) 0.0638(16) Uani 1 d . . . H8B1 H 0.8422 0.0882 0.6046 0.096 Uiso 1 calc R . . H8B2 H 0.8469 0.1448 0.6230 0.096 Uiso 1 calc R . . H8B3 H 0.8710 0.1398 0.5629 0.096 Uiso 1 calc R . . C1C C 0.58871(19) 0.0001(2) 0.3660(2) 0.0467(11) Uani 1 d . . . H1CA H 0.5723 -0.0019 0.3281 0.056 Uiso 1 calc R . . H1CB H 0.5634 -0.0006 0.3956 0.056 Uiso 1 calc R . . C2C C 0.5965(2) -0.04912(19) 0.3737(2) 0.0468(11) Uani 1 d . . . H2CA H 0.5606 -0.0826 0.3777 0.056 Uiso 1 calc R . . H2CB H 0.6149 -0.0532 0.3398 0.056 Uiso 1 calc R . . N3C N 0.62954(16) -0.04153(14) 0.42499(19) 0.0397(8) Uani 1 d . . . C4C C 0.6300(2) -0.08165(19) 0.4485(3) 0.0487(12) Uani 1 d . . . C5C C 0.6644(2) -0.0691(2) 0.5008(3) 0.0524(13) Uani 1 d . . . O6C O 0.69077(15) -0.01902(14) 0.51589(19) 0.0507(9) Uani 1 d . . . O7C O 0.6648(2) -0.10644(18) 0.5277(2) 0.0822(15) Uani 1 d . . . C8C C 0.5996(3) -0.1401(2) 0.4262(3) 0.0662(17) Uani 1 d . . . H8C1 H 0.5613 -0.1510 0.4195 0.099 Uiso 1 calc R . . H8C2 H 0.6018 -0.1645 0.4544 0.099 Uiso 1 calc R . . H8C3 H 0.6162 -0.1423 0.3903 0.099 Uiso 1 calc R . . C1M C 0.9870(3) 0.1745(4) 0.1219(4) 0.089(2) Uiso 1 d D . . O1M O 0.93853(19) 0.14417(19) 0.0902(2) 0.0712(12) Uiso 1 d D . . C2M C 0.5075(7) 0.1285(12) 0.7295(8) 0.127(8) Uiso 0.50 d PD A 2 O2M O 0.4864(10) 0.1245(9) 0.7838(8) 0.166(7) Uiso 0.50 d PD A 2 C2M' C 0.4938(8) 0.0978(9) 0.7365(9) 0.106(6) Uiso 0.50 d PD B 1 O2M' O 0.4548(6) 0.1125(7) 0.7494(9) 0.134(5) Uiso 0.50 d PD B 1 C3M C 0.1765(5) -0.0028(5) 0.6959(5) 0.114(3) Uiso 1 d D . . O3M O 0.1889(7) 0.0336(6) 0.6500(6) 0.120(5) Uiso 0.50 d PD C 2 O3M' O 0.1714(10) 0.0421(8) 0.6809(13) 0.187(9) Uiso 0.50 d PD C 1 O1W O 0.1097(8) 0.0469(8) 0.0433(9) 0.151(6) Uiso 0.50 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm 0.02938(12) 0.03218(13) 0.03212(17) 0.00224(7) -0.00029(7) 0.01200(8) N1 0.045(2) 0.0333(17) 0.035(2) 0.0017(14) 0.0016(15) 0.0121(15) C2 0.043(2) 0.036(2) 0.049(3) 0.0016(19) 0.008(2) 0.0079(18) C3 0.043(2) 0.040(2) 0.047(3) 0.0033(19) 0.011(2) 0.0099(19) N4 0.0350(17) 0.0359(18) 0.037(2) 0.0020(15) 0.0058(14) 0.0100(14) C5 0.043(2) 0.041(2) 0.034(3) -0.0008(17) 0.0060(18) 0.0139(18) C6 0.053(3) 0.050(2) 0.027(3) 0.0016(18) 0.0016(18) 0.021(2) N7 0.0422(19) 0.0425(19) 0.030(2) 0.0002(15) -0.0037(15) 0.0182(16) C8 0.059(3) 0.053(3) 0.036(3) -0.001(2) -0.010(2) 0.032(2) C9 0.066(3) 0.042(2) 0.045(3) 0.007(2) 0.002(2) 0.029(2) C1A 0.051(3) 0.033(2) 0.042(3) -0.0028(18) 0.002(2) 0.0143(19) C2A 0.057(3) 0.042(2) 0.049(3) -0.003(2) 0.002(2) 0.028(2) N3A 0.0392(18) 0.0407(19) 0.038(2) 0.0003(15) -0.0025(15) 0.0180(15) C4A 0.038(2) 0.045(2) 0.040(3) -0.0053(18) -0.0040(18) 0.0202(19) C5A 0.0316(19) 0.044(2) 0.039(3) -0.0006(18) -0.0053(16) 0.0139(17) O6A 0.0349(15) 0.0394(16) 0.048(2) 0.0018(13) 0.0066(13) 0.0152(13) O7A 0.0363(16) 0.0541(19) 0.043(2) 0.0037(15) 0.0082(13) 0.0175(14) C8A 0.057(3) 0.056(3) 0.056(4) -0.006(2) 0.006(2) 0.028(3) C1B 0.038(2) 0.053(3) 0.048(3) -0.004(2) 0.0028(19) 0.019(2) C2B 0.032(2) 0.064(3) 0.052(4) -0.007(2) -0.0003(19) 0.020(2) N3B 0.0347(18) 0.0423(19) 0.043(3) -0.0009(16) -0.0019(15) 0.0138(15) C4B 0.036(2) 0.043(2) 0.048(3) 0.000(2) -0.0056(19) 0.0124(18) C5B 0.040(2) 0.044(2) 0.034(3) 0.0017(18) -0.0023(17) 0.0134(18) O6B 0.0401(16) 0.063(2) 0.039(2) -0.0031(15) -0.0042(14) 0.0234(15) O7B 0.051(2) 0.099(3) 0.039(3) -0.015(2) -0.0090(16) 0.023(2) C8B 0.046(3) 0.075(4) 0.060(4) -0.013(3) -0.019(3) 0.022(3) C1C 0.038(2) 0.053(3) 0.044(3) -0.005(2) -0.0097(19) 0.018(2) C2C 0.041(2) 0.040(2) 0.051(3) -0.009(2) -0.005(2) 0.0145(19) N3C 0.0387(18) 0.0365(18) 0.042(3) 0.0021(15) 0.0043(16) 0.0178(15) C4C 0.047(2) 0.038(2) 0.058(4) 0.001(2) 0.014(2) 0.019(2) C5C 0.057(3) 0.049(3) 0.058(4) 0.014(2) 0.009(2) 0.032(2) O6C 0.0439(17) 0.0424(17) 0.063(3) 0.0070(15) -0.0082(16) 0.0192(14) O7C 0.113(4) 0.055(2) 0.090(4) 0.012(2) -0.015(3) 0.051(3) C8C 0.082(4) 0.040(3) 0.075(5) 0.000(3) 0.003(3) 0.029(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 Sm N1 2.669(4) . y Sm N4 2.677(4) . y Sm N7 2.690(4) . y Sm N3A 2.602(4) . y Sm N3B 2.588(4) . y Sm N3C 2.579(4) . y Sm O6A 2.403(3) . y Sm O6B 2.391(4) . y Sm O6C 2.391(3) . y N1 C1A 1.464(6) . ? N1 C2 1.482(6) . ? N1 C9 1.489(7) . ? C2 C3 1.509(7) . ? C3 N4 1.492(6) . ? N4 C5 1.467(6) . ? N4 C1B 1.482(7) . ? C5 C6 1.528(7) . ? C6 N7 1.479(6) . ? N7 C8 1.482(6) . ? N7 C1C 1.484(6) . ? C8 C9 1.538(7) . ? C1A C2A 1.525(7) . ? C2A N3A 1.466(6) . ? N3A C4A 1.271(6) . ? C4A C8A 1.486(7) . ? C4A C5A 1.531(7) . ? C5A O7A 1.247(5) . ? C5A O6A 1.267(6) . ? C1B C2B 1.525(8) . ? C2B N3B 1.474(6) . ? N3B C4B 1.264(7) . ? C4B C8B 1.496(7) . ? C4B C5B 1.520(7) . ? C5B O7B 1.214(7) . ? C5B O6B 1.275(6) . ? C1C C2C 1.528(7) . ? C2C N3C 1.470(7) . ? N3C C4C 1.270(7) . ? C4C C5C 1.491(9) . ? C4C C8C 1.527(7) . ? C5C O7C 1.238(6) . ? C5C O6C 1.278(7) . ? C1M O1M 1.412(8) . ? C2M O2M 1.384(11) . ? C2M' O2M' 1.393(10) . ? C3M O3M' 1.394(10) . ? C3M O3M 1.405(10) . ? 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 Sm N4 66.15(12) . . y N1 Sm N7 65.86(12) . . y N4 Sm N7 65.05(12) . . y N3A Sm N1 63.78(12) . . y N3B Sm N1 84.85(13) . . y N3C Sm N1 129.12(13) . . y O6A Sm N1 124.39(12) . . y O6B Sm N1 91.18(13) . . y O6C Sm N1 153.48(12) . . y N3A Sm N4 128.76(12) . . y N3B Sm N4 63.67(13) . . y N3C Sm N4 84.67(12) . . y O6A Sm N4 152.10(12) . . y O6B Sm N4 123.01(12) . . y O6C Sm N4 95.37(13) . . y N3A Sm N7 85.06(13) . . y N3B Sm N7 127.74(13) . . y N3C Sm N7 64.16(13) . . y O6A Sm N7 94.38(12) . . y O6B Sm N7 151.16(13) . . y O6C Sm N7 125.17(13) . . y N3B Sm N3A 120.55(13) . . y N3C Sm N3A 119.67(12) . . y O6A Sm N3A 63.08(11) . . y O6B Sm N3A 68.59(13) . . y O6C Sm N3A 135.42(14) . . y N3C Sm N3B 119.31(13) . . y O6A Sm N3B 137.26(13) . . y O6B Sm N3B 62.72(13) . . y O6C Sm N3B 69.50(12) . . y O6A Sm N3C 68.87(12) . . y O6B Sm N3C 139.25(13) . . y O6C Sm N3C 63.35(14) . . y O6B Sm O6A 84.23(12) . . y O6C Sm O6A 80.94(12) . . y O6C Sm O6B 83.16(14) . . y C1A N1 C2 109.7(4) . . ? C1A N1 C9 110.0(4) . . ? C2 N1 C9 110.7(4) . . ? C1A N1 Sm 105.3(3) . . ? C2 N1 Sm 105.8(3) . . ? C9 N1 Sm 115.0(3) . . ? N1 C2 C3 113.4(4) . . ? N4 C3 C2 114.0(4) . . ? C5 N4 C3 111.1(4) . . ? C5 N4 C1B 108.3(4) . . ? C3 N4 C1B 111.2(4) . . ? C5 N4 Sm 107.2(2) . . ? C3 N4 Sm 114.1(3) . . ? C1B N4 Sm 104.6(3) . . ? N4 C5 C6 112.3(4) . . ? N7 C6 C5 112.6(4) . . ? C6 N7 C8 111.3(4) . . ? C6 N7 C1C 111.1(4) . . ? C8 N7 C1C 108.3(4) . . ? C6 N7 Sm 115.7(3) . . ? C8 N7 Sm 105.2(3) . . ? C1C N7 Sm 104.7(3) . . ? N7 C8 C9 112.0(4) . . ? N1 C9 C8 113.2(4) . . ? N1 C1A C2A 112.2(4) . . ? N3A C2A C1A 109.4(4) . . ? C4A N3A C2A 120.4(4) . . ? C4A N3A Sm 118.8(3) . . ? C2A N3A Sm 119.6(3) . . ? N3A C4A C8A 127.8(5) . . ? N3A C4A C5A 114.4(4) . . ? C8A C4A C5A 117.8(4) . . ? O7A C5A O6A 126.0(4) . . ? O7A C5A C4A 117.5(4) . . ? O6A C5A C4A 116.6(4) . . ? C5A O6A Sm 125.4(3) . . ? N4 C1B C2B 111.7(4) . . ? N3B C2B C1B 108.9(4) . . ? C4B N3B C2B 120.2(4) . . ? C4B N3B Sm 119.1(3) . . ? C2B N3B Sm 120.2(3) . . ? N3B C4B C8B 125.6(5) . . ? N3B C4B C5B 115.7(4) . . ? C8B C4B C5B 118.7(5) . . ? O7B C5B O6B 126.9(5) . . ? O7B C5B C4B 118.6(4) . . ? O6B C5B C4B 114.5(5) . . ? C5B O6B Sm 126.7(3) . . ? N7 C1C C2C 111.0(4) . . ? N3C C2C C1C 109.6(4) . . ? C4C N3C C2C 121.0(4) . . ? C4C N3C Sm 118.3(4) . . ? C2C N3C Sm 120.2(3) . . ? N3C C4C C5C 116.1(4) . . ? N3C C4C C8C 124.7(6) . . ? C5C C4C C8C 119.2(5) . . ? O7C C5C O6C 123.9(6) . . ? O7C C5C C4C 119.8(5) . . ? O6C C5C C4C 116.2(4) . . ? C5C O6C Sm 124.7(3) . . ? O3M' C3M O3M 40.7(12) . . ? 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 C2 C3 N4 -47.2(6) . . . . y C2 C3 N4 C5 130.7(5) . . . . y C3 N4 C5 C6 -66.3(5) . . . . y N4 C5 C6 N7 -49.1(5) . . . . y C5 C6 N7 C8 132.5(4) . . . . y C6 N7 C8 C9 -66.0(5) . . . . y N7 C8 C9 N1 -49.3(6) . . . . y C8 C9 N1 C2 130.3(5) . . . . y C9 N1 C2 C3 -67.0(5) . . . . y N1 C1A C2A N3A 46.7(6) . . . . y N4 C1B C2B N3B 46.8(6) . . . . y N7 C1C C2C N3C 49.1(6) . . . . y C1A C2A N3A C4A 161.1(5) . . . . y C1B C2B N3B C4B 166.5(5) . . . . y C1C C2C N3C C4C 161.8(4) . . . . y O6C Sm N1 C1A -103.2(4) . . . . ? O6B Sm N1 C1A -26.2(3) . . . . ? O6A Sm N1 C1A 57.6(3) . . . . ? N3C Sm N1 C1A 147.2(3) . . . . ? N3B Sm N1 C1A -88.7(3) . . . . ? N3A Sm N1 C1A 39.1(3) . . . . ? N4 Sm N1 C1A -152.2(3) . . . . ? N7 Sm N1 C1A 135.7(3) . . . . ? O6C Sm N1 C2 13.0(5) . . . . ? O6B Sm N1 C2 90.0(3) . . . . ? O6A Sm N1 C2 173.8(3) . . . . ? N3C Sm N1 C2 -96.6(3) . . . . ? N3B Sm N1 C2 27.5(3) . . . . ? N3A Sm N1 C2 155.3(3) . . . . ? N4 Sm N1 C2 -36.0(3) . . . . ? N7 Sm N1 C2 -108.1(3) . . . . ? O6C Sm N1 C9 135.5(4) . . . . ? O6B Sm N1 C9 -147.5(3) . . . . ? O6A Sm N1 C9 -63.7(4) . . . . ? N3C Sm N1 C9 25.9(4) . . . . ? N3B Sm N1 C9 150.0(4) . . . . ? N3A Sm N1 C9 -82.2(3) . . . . ? N4 Sm N1 C9 86.5(3) . . . . ? N7 Sm N1 C9 14.4(3) . . . . ? C1A N1 C2 C3 171.4(4) . . . . ? Sm N1 C2 C3 58.2(5) . . . . ? C2 C3 N4 C1B -108.6(5) . . . . ? C2 C3 N4 Sm 9.3(6) . . . . ? O6C Sm N4 C5 90.8(3) . . . . ? O6B Sm N4 C5 176.1(3) . . . . ? O6A Sm N4 C5 10.0(5) . . . . ? N3C Sm N4 C5 28.3(3) . . . . ? N3B Sm N4 C5 154.8(3) . . . . ? N3A Sm N4 C5 -96.0(3) . . . . ? N1 Sm N4 C5 -109.0(3) . . . . ? N7 Sm N4 C5 -35.7(3) . . . . ? O6C Sm N4 C3 -145.7(3) . . . . ? O6B Sm N4 C3 -60.4(4) . . . . ? O6A Sm N4 C3 133.5(3) . . . . ? N3C Sm N4 C3 151.7(4) . . . . ? N3B Sm N4 C3 -81.8(3) . . . . ? N3A Sm N4 C3 27.5(4) . . . . ? N1 Sm N4 C3 14.5(3) . . . . ? N7 Sm N4 C3 87.8(3) . . . . ? O6C Sm N4 C1B -24.0(3) . . . . ? O6B Sm N4 C1B 61.3(3) . . . . ? O6A Sm N4 C1B -104.8(3) . . . . ? N3C Sm N4 C1B -86.6(3) . . . . ? N3B Sm N4 C1B 39.9(3) . . . . ? N3A Sm N4 C1B 149.2(3) . . . . ? N1 Sm N4 C1B 136.2(3) . . . . ? N7 Sm N4 C1B -150.5(3) . . . . ? C1B N4 C5 C6 171.3(4) . . . . ? Sm N4 C5 C6 59.0(4) . . . . ? C5 C6 N7 C1C -106.7(4) . . . . ? C5 C6 N7 Sm 12.5(5) . . . . ? O6C Sm N7 C6 -66.2(3) . . . . ? O6B Sm N7 C6 125.8(3) . . . . ? O6A Sm N7 C6 -148.2(3) . . . . ? N3C Sm N7 C6 -84.2(3) . . . . ? N3B Sm N7 C6 24.0(4) . . . . ? N3A Sm N7 C6 149.3(3) . . . . ? N1 Sm N7 C6 85.9(3) . . . . ? N4 Sm N7 C6 12.2(3) . . . . ? O6C Sm N7 C8 170.5(3) . . . . ? O6B Sm N7 C8 2.6(4) . . . . ? O6A Sm N7 C8 88.5(3) . . . . ? N3C Sm N7 C8 152.5(3) . . . . ? N3B Sm N7 C8 -99.3(3) . . . . ? N3A Sm N7 C8 26.1(3) . . . . ? N1 Sm N7 C8 -37.4(3) . . . . ? N4 Sm N7 C8 -111.1(3) . . . . ? O6C Sm N7 C1C 56.4(3) . . . . ? O6B Sm N7 C1C -111.6(3) . . . . ? O6A Sm N7 C1C -25.6(3) . . . . ? N3C Sm N7 C1C 38.4(3) . . . . ? N3B Sm N7 C1C 146.6(3) . . . . ? N3A Sm N7 C1C -88.0(3) . . . . ? N1 Sm N7 C1C -151.5(3) . . . . ? N4 Sm N7 C1C 134.8(3) . . . . ? C1C N7 C8 C9 171.6(4) . . . . ? Sm N7 C8 C9 60.1(5) . . . . ? C1A N1 C9 C8 -108.3(5) . . . . ? Sm N1 C9 C8 10.5(5) . . . . ? C2 N1 C1A C2A -175.0(4) . . . . ? C9 N1 C1A C2A 63.0(5) . . . . ? Sm N1 C1A C2A -61.5(4) . . . . ? C1A C2A N3A Sm -6.3(6) . . . . ? O6C Sm N3A C4A -28.2(5) . . . . ? O6B Sm N3A C4A -82.8(4) . . . . ? O6A Sm N3A C4A 11.7(4) . . . . ? N3C Sm N3A C4A 52.7(4) . . . . ? N3B Sm N3A C4A -119.4(4) . . . . ? N1 Sm N3A C4A 174.6(4) . . . . ? N4 Sm N3A C4A 161.4(3) . . . . ? N7 Sm N3A C4A 109.2(4) . . . . ? O6C Sm N3A C2A 139.3(3) . . . . ? O6B Sm N3A C2A 84.8(4) . . . . ? O6A Sm N3A C2A 179.2(4) . . . . ? N3C Sm N3A C2A -139.7(3) . . . . ? N3B Sm N3A C2A 48.2(4) . . . . ? N1 Sm N3A C2A -17.8(3) . . . . ? N4 Sm N3A C2A -31.1(4) . . . . ? N7 Sm N3A C2A -83.3(4) . . . . ? C2A N3A C4A C8A 0.3(8) . . . . ? Sm N3A C4A C8A 167.8(5) . . . . ? C2A N3A C4A C5A -179.6(4) . . . . ? Sm N3A C4A C5A -12.2(6) . . . . ? N3A C4A C5A O7A -176.6(5) . . . . ? C8A C4A C5A O7A 3.5(7) . . . . ? N3A C4A C5A O6A 3.4(7) . . . . ? C8A C4A C5A O6A -176.5(5) . . . . ? O7A C5A O6A Sm -171.6(4) . . . . ? C4A C5A O6A Sm 8.4(6) . . . . ? O6C Sm O6A C5A 142.6(4) . . . . ? O6B Sm O6A C5A 58.6(4) . . . . ? N3C Sm O6A C5A -152.6(4) . . . . ? N3B Sm O6A C5A 96.6(4) . . . . ? N3A Sm O6A C5A -10.2(4) . . . . ? N1 Sm O6A C5A -28.8(4) . . . . ? N4 Sm O6A C5A -133.0(4) . . . . ? N7 Sm O6A C5A -92.4(4) . . . . ? C5 N4 C1B C2B -176.4(4) . . . . ? C3 N4 C1B C2B 61.3(5) . . . . ? Sm N4 C1B C2B -62.3(4) . . . . ? C1B C2B N3B Sm -5.5(6) . . . . ? O6C Sm N3B C4B -83.9(4) . . . . ? O6B Sm N3B C4B 9.0(4) . . . . ? O6A Sm N3B C4B -34.6(5) . . . . ? N3C Sm N3B C4B -124.5(4) . . . . ? N3A Sm N3B C4B 47.6(4) . . . . ? N1 Sm N3B C4B 103.0(4) . . . . ? N4 Sm N3B C4B 168.8(4) . . . . ? N7 Sm N3B C4B 156.9(3) . . . . ? O6C Sm N3B C2B 88.2(4) . . . . ? O6B Sm N3B C2B -178.9(4) . . . . ? O6A Sm N3B C2B 137.5(4) . . . . ? N3C Sm N3B C2B 47.6(4) . . . . ? N3A Sm N3B C2B -140.3(4) . . . . ? N1 Sm N3B C2B -84.9(4) . . . . ? N4 Sm N3B C2B -19.0(4) . . . . ? N7 Sm N3B C2B -31.0(4) . . . . ? C2B N3B C4B C8B -0.1(8) . . . . ? Sm N3B C4B C8B 172.1(4) . . . . ? C2B N3B C4B C5B -179.8(4) . . . . ? Sm N3B C4B C5B -7.7(6) . . . . ? N3B C4B C5B O7B -179.2(5) . . . . ? C8B C4B C5B O7B 1.0(8) . . . . ? N3B C4B C5B O6B -0.9(7) . . . . ? C8B C4B C5B O6B 179.3(5) . . . . ? O7B C5B O6B Sm -171.2(4) . . . . ? C4B C5B O6B Sm 10.6(6) . . . . ? O6C Sm O6B C5B 60.0(4) . . . . ? O6A Sm O6B C5B 141.5(4) . . . . ? N3C Sm O6B C5B 93.8(4) . . . . ? N3B Sm O6B C5B -10.4(4) . . . . ? N3A Sm O6B C5B -155.1(4) . . . . ? N1 Sm O6B C5B -94.0(4) . . . . ? N4 Sm O6B C5B -32.0(4) . . . . ? N7 Sm O6B C5B -129.9(4) . . . . ? C6 N7 C1C C2C 64.2(5) . . . . ? C8 N7 C1C C2C -173.3(4) . . . . ? Sm N7 C1C C2C -61.4(4) . . . . ? C1C C2C N3C Sm -9.6(5) . . . . ? O6C Sm N3C C4C 9.0(3) . . . . ? O6B Sm N3C C4C -29.1(4) . . . . ? O6A Sm N3C C4C -81.3(4) . . . . ? N3B Sm N3C C4C 52.0(4) . . . . ? N3A Sm N3C C4C -120.1(4) . . . . ? N1 Sm N3C C4C 161.0(3) . . . . ? N4 Sm N3C C4C 107.8(4) . . . . ? N7 Sm N3C C4C 172.6(4) . . . . ? O6C Sm N3C C2C -179.3(4) . . . . ? O6B Sm N3C C2C 142.5(3) . . . . ? O6A Sm N3C C2C 90.4(4) . . . . ? N3B Sm N3C C2C -136.3(3) . . . . ? N3A Sm N3C C2C 51.5(4) . . . . ? N1 Sm N3C C2C -27.4(4) . . . . ? N4 Sm N3C C2C -80.6(4) . . . . ? N7 Sm N3C C2C -15.8(3) . . . . ? C2C N3C C4C C5C -179.1(4) . . . . ? Sm N3C C4C C5C -7.5(6) . . . . ? C2C N3C C4C C8C 2.6(8) . . . . ? Sm N3C C4C C8C 174.2(4) . . . . ? N3C C4C C5C O7C 176.4(5) . . . . ? C8C C4C C5C O7C -5.2(8) . . . . ? N3C C4C C5C O6C -1.4(7) . . . . ? C8C C4C C5C O6C 177.0(5) . . . . ? O7C C5C O6C Sm -166.6(5) . . . . ? C4C C5C O6C Sm 11.0(7) . . . . ? O6B Sm O6C C5C 145.5(4) . . . . ? O6A Sm O6C C5C 60.3(4) . . . . ? N3C Sm O6C C5C -10.5(4) . . . . ? N3B Sm O6C C5C -151.1(5) . . . . ? N3A Sm O6C C5C 95.7(5) . . . . ? N1 Sm O6C C5C -135.6(4) . . . . ? N4 Sm O6C C5C -91.8(4) . . . . ? N7 Sm O6C C5C -28.7(5) . . . . ? _diffrn_measured_fraction_theta_max 0.306 _diffrn_reflns_theta_full 28.04 _diffrn_measured_fraction_theta_full 0.306 _refine_diff_density_max 0.920 _refine_diff_density_min -1.481 _refine_diff_density_rms 0.132 data_n3pvyn _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C21 H33 N6 O6 Y, 2CH~3~OH, 0.5H~2~0' _chemical_formula_sum 'C23 H41.50 N6 O8.50 Y' _chemical_formula_weight 627.03 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' 'Y' 'Y' -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'trigonal' _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 28.14(3) _cell_length_b 28.14(3) _cell_length_c 23.18(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 15896(4) _cell_formula_units_Z 18 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25.0 _exptl_crystal_description 'needles' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.179 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5913 _exptl_absorpt_coefficient_mu 1.697 _exptl_absorpt_correction_type 'Habitus' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 'Stoe IPDS image plate' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 18258 _diffrn_reflns_av_R_equivalents 0.0543 _diffrn_reflns_av_sigmaI/netI 0.0436 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 26.05 _reflns_number_total 6634 _reflns_number_gt 5393 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS' _computing_cell_refinement 'Stoe IPDS' _computing_data_reduction 'Stoe IPDS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PL (VERSION 5-03)(Sheldrick, 1994)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0968P)^2^+123.1072P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct method' _atom_sites_solution_secondary 'difference Fourier method' _atom_sites_solution_hydrogens 'placed geometrically' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6634 _refine_ls_number_parameters 346 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0805 _refine_ls_R_factor_gt 0.0662 _refine_ls_wR_factor_ref 0.2004 _refine_ls_wR_factor_gt 0.1860 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.046 _refine_ls_shift/su_mean 0.002 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Y Y 0.655839(16) 0.041068(18) 0.190064(18) 0.03304(18) Uani 1 d . . . N1 N 0.61954(17) 0.10398(18) 0.23051(18) 0.0429(9) Uani 1 d . . . C2 C 0.6484(2) 0.1359(2) 0.2828(2) 0.0500(12) Uani 1 d . . . H2A H 0.6239 0.1213 0.3156 0.060 Uiso 1 calc R . . H2B H 0.6575 0.1737 0.2775 0.060 Uiso 1 calc R . . C3 C 0.7011(2) 0.1348(2) 0.2963(2) 0.0473(12) Uani 1 d . . . H3A H 0.7290 0.1568 0.2681 0.057 Uiso 1 calc R . . H3B H 0.7145 0.1507 0.3340 0.057 Uiso 1 calc R . . N4 N 0.69123(17) 0.07803(17) 0.29520(17) 0.0415(9) Uani 1 d . . . C5 C 0.6543(2) 0.0447(2) 0.3427(2) 0.0450(12) Uani 1 d . . . H5A H 0.6380 0.0646 0.3599 0.054 Uiso 1 calc R . . H5B H 0.6758 0.0395 0.3721 0.054 Uiso 1 calc R . . C6 C 0.6090(2) -0.0108(2) 0.3232(2) 0.0431(11) Uani 1 d . . . H6A H 0.6242 -0.0343 0.3152 0.052 Uiso 1 calc R . . H6B H 0.5822 -0.0275 0.3539 0.052 Uiso 1 calc R . . N7 N 0.58158(16) -0.00621(18) 0.27082(17) 0.0411(9) Uani 1 d . . . C8 C 0.5499(2) 0.0223(2) 0.2843(2) 0.0488(12) Uani 1 d . . . H8A H 0.5594 0.0376 0.3229 0.059 Uiso 1 calc R . . H8B H 0.5110 -0.0045 0.2840 0.059 Uiso 1 calc R . . C9 C 0.5607(2) 0.0676(2) 0.2424(2) 0.0477(12) Uani 1 d . . . H9A H 0.5418 0.0515 0.2065 0.057 Uiso 1 calc R . . H9B H 0.5457 0.0893 0.2580 0.057 Uiso 1 calc R . . C1A C 0.6265(2) 0.1422(2) 0.1824(2) 0.0479(12) Uani 1 d . . . H1AA H 0.6124 0.1658 0.1943 0.057 Uiso 1 calc R . . H1AB H 0.6053 0.1210 0.1494 0.057 Uiso 1 calc R . . C2A C 0.6855(2) 0.1767(2) 0.1652(2) 0.0475(12) Uani 1 d . . . H2AA H 0.6880 0.1941 0.1283 0.057 Uiso 1 calc R . . H2AB H 0.7049 0.2052 0.1937 0.057 Uiso 1 calc R . . N3A N 0.71028(16) 0.14171(16) 0.16091(17) 0.0396(9) Uani 1 d . . . C4A C 0.75417(19) 0.1576(2) 0.1324(2) 0.0402(10) Uani 1 d . . . C5A C 0.77462(18) 0.1167(2) 0.1298(2) 0.0376(10) Uani 1 d . . . O6A O 0.74402(13) 0.07099(14) 0.15392(15) 0.0406(7) Uani 1 d . . . O7A O 0.81833(14) 0.13038(15) 0.10452(15) 0.0458(8) Uani 1 d . . . C8A C 0.7864(2) 0.2108(2) 0.1004(3) 0.0577(14) Uani 1 d . . . H8A1 H 0.7685 0.2321 0.1042 0.087 Uiso 1 calc R . . H8A2 H 0.7886 0.2034 0.0603 0.087 Uiso 1 calc R . . H8A3 H 0.8227 0.2309 0.1162 0.087 Uiso 1 calc R . . C1B C 0.7448(2) 0.0797(2) 0.2996(2) 0.0451(11) Uani 1 d . . . H1BA H 0.7613 0.0945 0.3368 0.054 Uiso 1 calc R . . H1BB H 0.7695 0.1036 0.2699 0.054 Uiso 1 calc R . . C2B C 0.7370(2) 0.0231(2) 0.2926(2) 0.0446(11) Uani 1 d . . . H2BA H 0.7724 0.0255 0.2879 0.054 Uiso 1 calc R . . H2BB H 0.7197 0.0015 0.3268 0.054 Uiso 1 calc R . . N3B N 0.70249(16) -0.00353(16) 0.24171(18) 0.0391(9) Uani 1 d . . . C4B C 0.7010(2) -0.0454(2) 0.2189(2) 0.0446(11) Uani 1 d . . . C5B C 0.6655(2) -0.0667(2) 0.1650(2) 0.0489(12) Uani 1 d . . . O6B O 0.64119(15) -0.04096(14) 0.15029(16) 0.0470(8) Uani 1 d . . . O7B O 0.6630(2) -0.10628(19) 0.1398(2) 0.0808(14) Uani 1 d . . . C8B C 0.7302(3) -0.0741(3) 0.2392(3) 0.0640(16) Uani 1 d . . . H8B1 H 0.7660 -0.0476 0.2528 0.096 Uiso 1 calc R . . H8B2 H 0.7336 -0.0946 0.2079 0.096 Uiso 1 calc R . . H8B3 H 0.7097 -0.0987 0.2700 0.096 Uiso 1 calc R . . C1C C 0.5440(2) -0.0628(2) 0.2493(2) 0.0473(12) Uani 1 d . . . H1CA H 0.5163 -0.0833 0.2783 0.057 Uiso 1 calc R . . H1CB H 0.5646 -0.0813 0.2423 0.057 Uiso 1 calc R . . C2C C 0.5163(2) -0.0608(2) 0.1938(2) 0.0532(13) Uani 1 d . . . H2CA H 0.4994 -0.0962 0.1749 0.064 Uiso 1 calc R . . H2CB H 0.4879 -0.0519 0.2023 0.064 Uiso 1 calc R . . N3C N 0.55766(16) -0.01896(18) 0.15613(18) 0.0438(9) Uani 1 d . . . C4C C 0.5462(2) -0.0176(2) 0.1034(2) 0.0451(11) Uani 1 d . . . C5C C 0.5926(2) 0.0275(2) 0.0689(2) 0.0457(11) Uani 1 d . . . O6C O 0.63720(14) 0.05629(15) 0.09601(14) 0.0471(8) Uani 1 d . . . O7C O 0.58452(17) 0.0340(2) 0.01778(18) 0.0725(13) Uani 1 d . . . C8C C 0.4929(2) -0.0556(3) 0.0739(3) 0.0649(16) Uani 1 d . . . H8C1 H 0.4916 -0.0895 0.0649 0.097 Uiso 1 calc R . . H8C2 H 0.4900 -0.0388 0.0390 0.097 Uiso 1 calc R . . H8C3 H 0.4629 -0.0627 0.0991 0.097 Uiso 1 calc R . . C1M C 0.8567(2) 0.0607(2) 0.0917(2) 0.0435(11) Uiso 1 d D . . O1M O 0.8292(4) 0.0152(4) 0.1201(5) 0.165(3) Uiso 1 d D . . C2M C 0.7943(8) 0.0166(8) 0.4159(11) 0.129(7) Uiso 0.50 d PD . . O2M O 0.8260(7) 0.0646(6) 0.3975(8) 0.032(4) Uiso 0.17 d PD A 3 O2M' O 0.8398(10) 0.0370(12) 0.4406(14) 0.078(8) Uiso 0.17 d PD A 2 O2M" O 0.8434(7) 0.0492(9) 0.4043(12) 0.056(6) Uiso 0.17 d PD A 1 C3M C 0.8240(6) -0.0013(6) 0.6929(6) 0.072(3) Uiso 0.50 d PD . . O3M O 0.8582(7) 0.0335(7) 0.6597(8) 0.148(6) Uiso 0.50 d PD . . O1W O 0.1096(7) 0.0611(7) 0.0399(7) 0.131(5) Uiso 0.50 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Y 0.0325(3) 0.0418(3) 0.0270(3) -0.00187(16) -0.00026(15) 0.02021(19) N1 0.049(2) 0.058(2) 0.033(2) 0.0016(18) 0.0017(17) 0.035(2) C2 0.072(4) 0.054(3) 0.036(3) -0.008(2) 0.000(2) 0.041(3) C3 0.059(3) 0.050(3) 0.034(3) -0.011(2) -0.009(2) 0.028(2) N4 0.046(2) 0.049(2) 0.033(2) -0.0013(17) -0.0022(16) 0.0261(19) C5 0.052(3) 0.061(3) 0.029(3) 0.002(2) 0.001(2) 0.033(3) C6 0.044(3) 0.058(3) 0.029(2) 0.008(2) 0.0058(19) 0.026(2) N7 0.039(2) 0.057(2) 0.032(2) 0.0021(17) 0.0024(16) 0.0278(19) C8 0.044(3) 0.072(4) 0.040(3) 0.005(2) 0.009(2) 0.036(3) C9 0.045(3) 0.070(3) 0.044(3) 0.005(2) 0.009(2) 0.041(3) C1A 0.057(3) 0.061(3) 0.043(3) 0.005(2) 0.005(2) 0.043(3) C2A 0.055(3) 0.048(3) 0.048(3) 0.003(2) 0.005(2) 0.032(2) N3A 0.045(2) 0.047(2) 0.033(2) -0.0021(16) -0.0017(16) 0.0270(18) C4A 0.042(2) 0.045(3) 0.031(2) -0.0002(19) -0.0037(19) 0.019(2) C5A 0.036(2) 0.046(3) 0.029(2) -0.0027(18) -0.0021(17) 0.020(2) O6A 0.0354(16) 0.0466(18) 0.0408(19) 0.0041(14) 0.0061(13) 0.0213(15) O7A 0.0388(18) 0.056(2) 0.040(2) 0.0049(15) 0.0067(14) 0.0218(16) C8A 0.054(3) 0.057(3) 0.060(4) 0.016(3) 0.008(3) 0.026(3) C1B 0.039(2) 0.054(3) 0.040(3) -0.005(2) -0.010(2) 0.022(2) C2B 0.043(3) 0.054(3) 0.041(3) 0.002(2) -0.008(2) 0.028(2) N3B 0.038(2) 0.041(2) 0.040(2) 0.0017(16) 0.0021(16) 0.0205(17) C4B 0.047(3) 0.047(3) 0.045(3) 0.009(2) 0.011(2) 0.028(2) C5B 0.055(3) 0.042(3) 0.050(3) -0.003(2) 0.006(2) 0.024(2) O6B 0.0478(19) 0.0469(19) 0.050(2) -0.0138(16) -0.0072(16) 0.0263(16) O7B 0.116(4) 0.063(3) 0.083(3) -0.026(2) -0.017(3) 0.060(3) C8B 0.088(4) 0.071(4) 0.059(4) 0.002(3) 0.001(3) 0.059(4) C1C 0.043(3) 0.050(3) 0.044(3) 0.007(2) 0.003(2) 0.019(2) C2C 0.039(3) 0.062(3) 0.048(3) 0.002(2) -0.001(2) 0.017(2) N3C 0.039(2) 0.057(3) 0.039(2) -0.0029(18) -0.0020(17) 0.027(2) C4C 0.039(2) 0.062(3) 0.037(3) -0.007(2) -0.008(2) 0.027(2) C5C 0.049(3) 0.063(3) 0.034(3) -0.004(2) -0.005(2) 0.035(3) O6C 0.0444(19) 0.061(2) 0.0293(18) 0.0007(15) -0.0042(14) 0.0211(17) O7C 0.054(2) 0.111(4) 0.038(2) 0.010(2) -0.0092(17) 0.031(2) C8C 0.051(3) 0.077(4) 0.053(4) -0.005(3) -0.017(3) 0.022(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 Y N1 2.620(4) . y Y N4 2.641(4) . y Y N7 2.619(4) . y Y N3A 2.547(4) . y Y N3B 2.526(4) . y Y N3C 2.537(4) . y Y O6A 2.341(3) . y Y O6B 2.323(3) . y Y O6C 2.332(3) . y N1 C9 1.473(6) . ? N1 C2 1.486(7) . ? N1 C1A 1.492(6) . ? C2 C3 1.530(8) . ? C3 N4 1.478(6) . ? N4 C5 1.483(6) . ? N4 C1B 1.489(6) . ? C5 C6 1.507(7) . ? C6 N7 1.478(6) . ? N7 C1C 1.489(7) . ? N7 C8 1.501(6) . ? C8 C9 1.508(7) . ? C1A C2A 1.498(7) . ? C2A N3A 1.469(6) . ? N3A C4A 1.269(6) . ? C4A C8A 1.503(7) . ? C4A C5A 1.524(7) . ? C5A O7A 1.238(6) . ? C5A O6A 1.264(6) . ? C1B C2B 1.503(7) . ? C2B N3B 1.474(6) . ? N3B C4B 1.273(6) . ? C4B C8B 1.488(7) . ? C4B C5B 1.523(8) . ? C5B O7B 1.228(7) . ? C5B O6B 1.265(6) . ? C1C C2C 1.519(8) . ? C2C N3C 1.460(7) . ? N3C C4C 1.269(7) . ? C4C C8C 1.503(7) . ? C4C C5C 1.516(8) . ? C5C O7C 1.237(6) . ? C5C O6C 1.268(6) . ? C1M O1M 1.297(9) . ? C2M O2M" 1.247(12) . ? C2M O2M' 1.250(12) . ? C2M O2M 1.264(12) . ? C3M O3M 1.239(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Y N4 66.51(13) . . y N7 Y N1 66.79(13) . . y N7 Y N4 65.71(13) . . y N3A Y N1 64.19(13) . . y N3B Y N1 129.88(13) . . y N3C Y N1 84.16(14) . . y N3A Y N4 84.74(13) . . y N3B Y N4 64.60(13) . . y N3C Y N4 128.23(13) . . y N3A Y N7 129.65(13) . . y N3B Y N7 83.67(12) . . y N3C Y N7 63.70(13) . . y O6A Y N1 125.90(13) . . y O6B Y N1 151.40(13) . . y O6C Y N1 90.63(13) . . y O6A Y N4 93.75(12) . . y O6B Y N4 127.01(13) . . y O6C Y N4 149.95(13) . . y O6A Y N7 150.64(12) . . y O6B Y N7 94.52(13) . . y O6C Y N7 124.47(12) . . y N3B Y N3A 120.35(13) . . y N3C Y N3A 120.49(13) . . y N3B Y N3C 118.66(13) . . y O6A Y N3A 64.21(12) . . y O6B Y N3A 135.14(13) . . y O6C Y N3A 67.24(13) . . y O6A Y N3B 68.13(12) . . y O6B Y N3B 64.69(13) . . y O6C Y N3B 139.03(13) . . y O6A Y N3C 137.23(13) . . y O6B Y N3C 67.81(13) . . y O6C Y N3C 64.04(13) . . y O6B Y O6A 81.07(12) . . y O6C Y O6A 83.95(12) . . y O6B Y O6C 82.36(13) . . y C9 N1 C2 110.6(4) . . ? C9 N1 C1A 109.7(4) . . ? C2 N1 C1A 109.8(4) . . ? C9 N1 Y 106.3(3) . . ? C2 N1 Y 114.9(3) . . ? C1A N1 Y 105.3(3) . . ? N1 C2 C3 113.3(4) . . ? N4 C3 C2 111.0(4) . . ? C3 N4 C5 111.4(4) . . ? C3 N4 C1B 109.0(4) . . ? C5 N4 C1B 110.4(4) . . ? C3 N4 Y 105.7(3) . . ? C5 N4 Y 115.4(3) . . ? C1B N4 Y 104.6(3) . . ? N4 C5 C6 113.3(4) . . ? N7 C6 C5 111.3(4) . . ? C6 N7 C1C 107.8(4) . . ? C6 N7 C8 110.5(4) . . ? C1C N7 C8 110.3(4) . . ? C6 N7 Y 108.2(3) . . ? C1C N7 Y 105.3(3) . . ? C8 N7 Y 114.4(3) . . ? N7 C8 C9 113.3(4) . . ? N1 C9 C8 112.9(4) . . ? N1 C1A C2A 111.8(4) . . ? N3A C2A C1A 109.1(4) . . ? C4A N3A C2A 120.4(4) . . ? C4A N3A Y 117.9(3) . . ? C2A N3A Y 120.3(3) . . ? N3A C4A C8A 127.1(5) . . ? N3A C4A C5A 115.0(4) . . ? C8A C4A C5A 117.8(4) . . ? O7A C5A O6A 126.3(4) . . ? O7A C5A C4A 118.3(4) . . ? O6A C5A C4A 115.4(4) . . ? C5A O6A Y 125.8(3) . . ? N4 C1B C2B 110.5(4) . . ? N3B C2B C1B 109.6(4) . . ? C4B N3B C2B 120.8(4) . . ? C4B N3B Y 118.5(3) . . ? C2B N3B Y 120.1(3) . . ? N3B C4B C8B 126.8(5) . . ? N3B C4B C5B 114.6(4) . . ? C8B C4B C5B 118.5(5) . . ? O7B C5B O6B 126.1(6) . . ? O7B C5B C4B 118.3(5) . . ? O6B C5B C4B 115.5(4) . . ? C5B O6B Y 125.7(3) . . ? N7 C1C C2C 110.4(4) . . ? N3C C2C C1C 108.6(4) . . ? C4C N3C C2C 119.2(4) . . ? C4C N3C Y 119.1(3) . . ? C2C N3C Y 121.0(3) . . ? N3C C4C C8C 126.5(5) . . ? N3C C4C C5C 114.1(4) . . ? C8C C4C C5C 119.4(5) . . ? O7C C5C O6C 125.2(5) . . ? O7C C5C C4C 119.0(5) . . ? O6C C5C C4C 115.8(4) . . ? C5C O6C Y 126.0(3) . . ? O2M" C2M O2M' 42.1(17) . . ? O2M" C2M O2M 37.8(12) . . ? O2M' C2M O2M 69.5(19) . . ? 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 C2 C3 N4 -49.2(6) . . . . y C2 C3 N4 C5 -66.5(5) . . . . y C3 N4 C5 C6 133.1(4) . . . . y N4 C5 C6 N7 -47.6(5) . . . . y C5 C6 N7 C8 -68.2(5) . . . . y C6 N7 C8 C9 131.5(5) . . . . y N7 C8 C9 N1 -46.4(6) . . . . y C8 C9 N1 C2 -67.3(5) . . . . y C9 N1 C2 C3 131.7(5) . . . . y N1 C1A C2A N3A 45.2(6) . . . . y N4 C1B C2B N3B 48.2(6) . . . . y N7 C1C C2C N3C 45.2(6) . . . . y C1A C2A N3A C4A 160.6(5) . . . . y C1B C2B N3B C4B 162.8(5) . . . . y C1C C2C N3C C4C 166.1(5) . . . . y 6B Y N1 C9 16.2(5) . . . . ? O6C Y N1 C9 91.3(3) . . . . ? O6A Y N1 C9 174.3(3) . . . . ? N3B Y N1 C9 -95.4(3) . . . . ? N3C Y N1 C9 27.5(3) . . . . ? N3A Y N1 C9 155.5(3) . . . . ? N7 Y N1 C9 -36.4(3) . . . . ? N4 Y N1 C9 -108.8(3) . . . . ? O6B Y N1 C2 138.9(4) . . . . ? O6C Y N1 C2 -146.0(3) . . . . ? O6A Y N1 C2 -63.0(4) . . . . ? N3B Y N1 C2 27.3(4) . . . . ? N3C Y N1 C2 150.2(4) . . . . ? N3A Y N1 C2 -81.8(4) . . . . ? N7 Y N1 C2 86.3(4) . . . . ? N4 Y N1 C2 13.9(3) . . . . ? O6B Y N1 C1A -100.2(4) . . . . ? O6C Y N1 C1A -25.1(3) . . . . ? O6A Y N1 C1A 57.9(3) . . . . ? N3B Y N1 C1A 148.2(3) . . . . ? N3C Y N1 C1A -88.9(3) . . . . ? N3A Y N1 C1A 39.1(3) . . . . ? N7 Y N1 C1A -152.8(3) . . . . ? N4 Y N1 C1A 134.8(3) . . . . ? C1A N1 C2 C3 -107.1(5) . . . . ? Y N1 C2 C3 11.3(6) . . . . ? C2 C3 N4 C1B 171.5(4) . . . . ? C2 C3 N4 Y 59.5(4) . . . . ? O6B Y N4 C3 172.1(3) . . . . ? O6C Y N4 C3 6.0(4) . . . . ? O6A Y N4 C3 90.4(3) . . . . ? N3B Y N4 C3 154.0(3) . . . . ? N3C Y N4 C3 -98.4(3) . . . . ? N3A Y N4 C3 26.8(3) . . . . ? N7 Y N4 C3 -111.3(3) . . . . ? N1 Y N4 C3 -37.3(3) . . . . ? O6B Y N4 C5 -64.3(3) . . . . ? O6C Y N4 C5 129.6(3) . . . . ? O6A Y N4 C5 -146.0(3) . . . . ? N3B Y N4 C5 -82.4(3) . . . . ? N3C Y N4 C5 25.2(4) . . . . ? N3A Y N4 C5 150.4(3) . . . . ? N7 Y N4 C5 12.2(3) . . . . ? N1 Y N4 C5 86.3(3) . . . . ? O6B Y N4 C1B 57.1(3) . . . . ? O6C Y N4 C1B -108.9(3) . . . . ? O6A Y N4 C1B -24.5(3) . . . . ? N3B Y N4 C1B 39.1(3) . . . . ? N3C Y N4 C1B 146.6(3) . . . . ? N3A Y N4 C1B -88.2(3) . . . . ? N7 Y N4 C1B 133.7(3) . . . . ? N1 Y N4 C1B -152.3(3) . . . . ? C1B N4 C5 C6 -105.7(5) . . . . ? Y N4 C5 C6 12.5(5) . . . . ? C5 C6 N7 C1C 171.2(4) . . . . ? C5 C6 N7 Y 57.8(4) . . . . ? O6B Y N7 C6 93.4(3) . . . . ? O6C Y N7 C6 177.2(3) . . . . ? O6A Y N7 C6 13.6(5) . . . . ? N3B Y N7 C6 29.5(3) . . . . ? N3C Y N7 C6 155.9(4) . . . . ? N3A Y N7 C6 -95.1(3) . . . . ? N1 Y N7 C6 -109.0(3) . . . . ? N4 Y N7 C6 -35.4(3) . . . . ? O6B Y N7 C1C -21.7(3) . . . . ? O6C Y N7 C1C 62.2(3) . . . . ? O6A Y N7 C1C -101.5(3) . . . . ? N3B Y N7 C1C -85.5(3) . . . . ? N3C Y N7 C1C 40.8(3) . . . . ? N3A Y N7 C1C 149.8(3) . . . . ? N1 Y N7 C1C 135.9(3) . . . . ? N4 Y N7 C1C -150.5(3) . . . . ? O6B Y N7 C8 -142.9(3) . . . . ? O6C Y N7 C8 -59.1(4) . . . . ? O6A Y N7 C8 137.3(3) . . . . ? N3B Y N7 C8 153.2(3) . . . . ? N3C Y N7 C8 -80.4(3) . . . . ? N3A Y N7 C8 28.6(4) . . . . ? N1 Y N7 C8 14.7(3) . . . . ? N4 Y N7 C8 88.3(3) . . . . ? C1C N7 C8 C9 -109.4(5) . . . . ? Y N7 C8 C9 9.1(6) . . . . ? C1A N1 C9 C8 171.4(4) . . . . ? Y N1 C9 C8 58.0(5) . . . . ? C9 N1 C1A C2A -175.1(4) . . . . ? C2 N1 C1A C2A 63.2(5) . . . . ? Y N1 C1A C2A -61.0(5) . . . . ? C1A C2A N3A Y -5.4(6) . . . . ? O6B Y N3A C4A -31.6(4) . . . . ? O6C Y N3A C4A -82.8(4) . . . . ? O6A Y N3A C4A 11.6(3) . . . . ? N3B Y N3A C4A 51.9(4) . . . . ? N3C Y N3A C4A -119.9(3) . . . . ? N7 Y N3A C4A 160.5(3) . . . . ? N1 Y N3A C4A 174.7(4) . . . . ? N4 Y N3A C4A 108.3(4) . . . . ? O6B Y N3A C2A 134.7(3) . . . . ? O6C Y N3A C2A 83.5(4) . . . . ? O6A Y N3A C2A 177.8(4) . . . . ? N3B Y N3A C2A -141.9(3) . . . . ? N3C Y N3A C2A 46.4(4) . . . . ? N7 Y N3A C2A -33.2(4) . . . . ? N1 Y N3A C2A -19.0(3) . . . . ? N4 Y N3A C2A -85.4(4) . . . . ? C2A N3A C4A C8A 0.2(8) . . . . ? Y N3A C4A C8A 166.4(4) . . . . ? C2A N3A C4A C5A -178.2(4) . . . . ? Y N3A C4A C5A -12.0(5) . . . . ? N3A C4A C5A O7A -177.3(4) . . . . ? C8A C4A C5A O7A 4.1(7) . . . . ? N3A C4A C5A O6A 3.4(6) . . . . ? C8A C4A C5A O6A -175.1(5) . . . . ? O7A C5A O6A Y -170.8(3) . . . . ? C4A C5A O6A Y 8.4(6) . . . . ? O6B Y O6A C5A 140.4(4) . . . . ? O6C Y O6A C5A 57.2(4) . . . . ? N3B Y O6A C5A -153.4(4) . . . . ? N3C Y O6A C5A 97.5(4) . . . . ? N3A Y O6A C5A -10.4(3) . . . . ? N7 Y O6A C5A -136.3(4) . . . . ? N1 Y O6A C5A -29.1(4) . . . . ? N4 Y O6A C5A -92.7(4) . . . . ? C3 N4 C1B C2B -174.3(4) . . . . ? C5 N4 C1B C2B 63.1(5) . . . . ? Y N4 C1B C2B -61.6(4) . . . . ? C1B C2B N3B Y -8.5(5) . . . . ? O6B Y N3B C4B 7.3(3) . . . . ? O6C Y N3B C4B -32.4(4) . . . . ? O6A Y N3B C4B -82.9(4) . . . . ? N3C Y N3B C4B 50.1(4) . . . . ? N3A Y N3B C4B -121.8(4) . . . . ? N7 Y N3B C4B 105.4(4) . . . . ? N1 Y N3B C4B 157.8(3) . . . . ? N4 Y N3B C4B 171.5(4) . . . . ? O6B Y N3B C2B 178.8(4) . . . . ? O6C Y N3B C2B 139.1(3) . . . . ? O6A Y N3B C2B 88.5(3) . . . . ? N3C Y N3B C2B -138.5(3) . . . . ? N3A Y N3B C2B 49.6(4) . . . . ? N7 Y N3B C2B -83.1(4) . . . . ? N1 Y N3B C2B -30.7(4) . . . . ? N4 Y N3B C2B -17.1(3) . . . . ? C2B N3B C4B C8B 2.3(8) . . . . ? Y N3B C4B C8B 173.7(4) . . . . ? C2B N3B C4B C5B -177.3(4) . . . . ? Y N3B C4B C5B -5.9(5) . . . . ? N3B C4B C5B O7B 178.5(5) . . . . ? C8B C4B C5B O7B -1.2(8) . . . . ? N3B C4B C5B O6B -1.3(7) . . . . ? C8B C4B C5B O6B 179.1(5) . . . . ? O7B C5B O6B Y -170.6(5) . . . . ? C4B C5B O6B Y 9.1(6) . . . . ? O6C Y O6B C5B 146.2(4) . . . . ? O6A Y O6B C5B 61.2(4) . . . . ? N3B Y O6B C5B -8.7(4) . . . . ? N3C Y O6B C5B -148.7(5) . . . . ? N3A Y O6B C5B 99.7(4) . . . . ? N7 Y O6B C5B -89.6(4) . . . . ? N1 Y O6B C5B -136.6(4) . . . . ? N4 Y O6B C5B -26.8(5) . . . . ? C6 N7 C1C C2C -177.5(4) . . . . ? C8 N7 C1C C2C 61.7(5) . . . . ? Y N7 C1C C2C -62.2(4) . . . . ? C1C C2C N3C Y -4.4(6) . . . . ? O6B Y N3C C4C -83.6(4) . . . . ? O6C Y N3C C4C 8.6(4) . . . . ? O6A Y N3C C4C -37.1(5) . . . . ? N3B Y N3C C4C -125.1(4) . . . . ? N3A Y N3C C4C 46.8(4) . . . . ? N7 Y N3C C4C 169.1(4) . . . . ? N1 Y N3C C4C 102.1(4) . . . . ? N4 Y N3C C4C 155.9(4) . . . . ? O6B Y N3C C2C 86.9(4) . . . . ? O6C Y N3C C2C 179.2(4) . . . . ? O6A Y N3C C2C 133.5(4) . . . . ? N3B Y N3C C2C 45.5(4) . . . . ? N3A Y N3C C2C -142.7(4) . . . . ? N7 Y N3C C2C -20.3(4) . . . . ? N1 Y N3C C2C -87.3(4) . . . . ? N4 Y N3C C2C -33.5(4) . . . . ? C2C N3C C4C C8C -0.1(8) . . . . ? Y N3C C4C C8C 170.6(5) . . . . ? C2C N3C C4C C5C -179.8(4) . . . . ? Y N3C C4C C5C -9.1(6) . . . . ? N3C C4C C5C O7C -176.4(5) . . . . ? C8C C4C C5C O7C 3.9(8) . . . . ? N3C C4C C5C O6C 2.9(7) . . . . ? C8C C4C C5C O6C -176.8(5) . . . . ? O7C C5C O6C Y -175.1(4) . . . . ? C4C C5C O6C Y 5.6(6) . . . . ? O6B Y O6C C5C 61.7(4) . . . . ? O6A Y O6C C5C 143.5(4) . . . . ? N3B Y O6C C5C 97.4(4) . . . . ? N3C Y O6C C5C -7.3(4) . . . . ? N3A Y O6C C5C -152.0(4) . . . . ? N7 Y O6C C5C -28.5(5) . . . . ? N1 Y O6C C5C -90.5(4) . . . . ? N4 Y O6C C5C -129.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.317 _diffrn_reflns_theta_full 26.05 _diffrn_measured_fraction_theta_full 0.317 _refine_diff_density_max 1.070 _refine_diff_density_min -0.862 _refine_diff_density_rms 0.092