# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2119 data_Compd1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H26 N9 O10 Sm' _chemical_formula_weight 750.89 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'N' 'N' 0.0061 0.0033 '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' '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' 'C' 'C' 0.0033 0.0016 '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 10.3670(10) _cell_length_b 26.500(2) _cell_length_c 11.4070(10) _cell_angle_alpha 90.00 _cell_angle_beta 108.77 _cell_angle_gamma 90.00 _cell_volume 2967.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used CCD _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Yellowish _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.681 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1500 _exptl_absorpt_coefficient_mu 2.048 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.6614 _exptl_absorpt_correction_T_max 0.8214 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17535 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 26.99 _reflns_number_total 6424 _reflns_number_gt 4952 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0540P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6424 _refine_ls_number_parameters 394 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0523 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0896 _refine_ls_wR_factor_gt 0.0834 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 1.000 _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 Sm1 Sm 0.13171(2) 0.106351(7) 0.224250(18) 0.03503(8) Uani 1 1 d . . . O1 O 0.1887(3) -0.04647(12) 0.3069(4) 0.0655(9) Uani 1 1 d . . . O2 O 0.2621(3) 0.02570(10) 0.2643(3) 0.0471(7) Uani 1 1 d . . . O3 O 0.0490(3) 0.01500(11) 0.2330(3) 0.0521(7) Uani 1 1 d . . . O4 O 0.5463(4) 0.1374(2) 0.3136(4) 0.0978(14) Uani 1 1 d . . . O5 O 0.3695(3) 0.12522(13) 0.3723(3) 0.0588(8) Uani 1 1 d . . . O6 O 0.3512(3) 0.11880(12) 0.1793(3) 0.0564(8) Uani 1 1 d . . . O7 O 0.0618(5) 0.10984(13) -0.1570(3) 0.0795(12) Uani 1 1 d . . . O8 O 0.1095(3) 0.06851(10) 0.0169(3) 0.0477(7) Uani 1 1 d . . . O9 O 0.0739(3) 0.14907(10) 0.0124(3) 0.0510(7) Uani 1 1 d . . . N7 N 0.1669(3) -0.00293(13) 0.2677(3) 0.0429(8) Uani 1 1 d . . . N8 N 0.4256(4) 0.12744(16) 0.2890(4) 0.0594(10) Uani 1 1 d . . . N9 N 0.0824(4) 0.10854(13) -0.0456(3) 0.0472(8) Uani 1 1 d . . . N1 N 0.1386(3) 0.08329(13) 0.4432(3) 0.0413(8) Uani 1 1 d . . . N2 N 0.0367(3) 0.06916(12) 0.5852(3) 0.0420(8) Uani 1 1 d . . . H2 H -0.0270 0.0703 0.6233 0.080 Uiso 1 1 d R . . N3 N 0.1593(4) 0.20167(12) 0.2486(3) 0.0464(9) Uani 1 1 d . . . N4 N 0.1276(4) 0.27511(13) 0.3303(4) 0.0526(9) Uani 1 1 d . . . H4A H 0.0960 0.2976 0.3736 0.080 Uiso 1 1 d R . . N5 N -0.1341(3) 0.09600(12) 0.1035(3) 0.0417(8) Uani 1 1 d . . . N6 N -0.0479(3) 0.15439(12) 0.3157(3) 0.0378(7) Uani 1 1 d . . . C1 C -0.0928(4) 0.11854(15) 0.3956(4) 0.0439(10) Uani 1 1 d . . . H1B H -0.1573 0.0950 0.3448 0.080 Uiso 1 1 d R . . H1A H -0.1358 0.1367 0.4457 0.080 Uiso 1 1 d R . . C2 C 0.0283(4) 0.09090(14) 0.4757(4) 0.0377(8) Uani 1 1 d . . . C3 C 0.1622(4) 0.04488(14) 0.6284(4) 0.0386(8) Uani 1 1 d . . . C4 C 0.2248(5) 0.01841(17) 0.7364(4) 0.0515(11) Uani 1 1 d . . . H4 H 0.1809 0.0134 0.7978 0.080 Uiso 1 1 d R . . C5 C 0.3522(5) -0.00095(19) 0.7501(4) 0.0564(12) Uani 1 1 d . . . H5 H 0.3987 -0.0198 0.8233 0.080 Uiso 1 1 d R . . C6 C 0.4151(5) 0.00687(19) 0.6604(5) 0.0586(12) Uani 1 1 d . . . H6 H 0.5028 -0.0080 0.6719 0.080 Uiso 1 1 d R . . C7 C 0.3552(4) 0.03501(19) 0.5560(4) 0.0520(11) Uani 1 1 d . . . H7 H 0.4007 0.0417 0.4964 0.080 Uiso 1 1 d R . . C8 C 0.2252(4) 0.05398(15) 0.5393(4) 0.0406(9) Uani 1 1 d . . . C9 C 0.0205(5) 0.19819(15) 0.3892(4) 0.0493(10) Uani 1 1 d . . . H9B H 0.0804 0.1868 0.4678 0.080 Uiso 1 1 d R . . H9A H -0.0458 0.2204 0.4038 0.080 Uiso 1 1 d R . . C10 C 0.1011(5) 0.22555(14) 0.3215(4) 0.0437(9) Uani 1 1 d . . . C11 C 0.2123(5) 0.28557(16) 0.2602(4) 0.0510(10) Uani 1 1 d . . . C12 C 0.2712(5) 0.32938(17) 0.2371(5) 0.0654(14) Uani 1 1 d . . . H12 H 0.2581 0.3609 0.2733 0.080 Uiso 1 1 d R . . C13 C 0.3489(6) 0.32645(19) 0.1597(6) 0.0732(16) Uani 1 1 d . . . H13 H 0.3901 0.3564 0.1402 0.080 Uiso 1 1 d R . . C14 C 0.3695(6) 0.28116(19) 0.1101(5) 0.0685(14) Uani 1 1 d . . . H14 H 0.4253 0.2802 0.0574 0.080 Uiso 1 1 d R . . C15 C 0.3104(5) 0.23683(17) 0.1326(4) 0.0568(12) Uani 1 1 d . . . H15 H 0.3245 0.2055 0.0963 0.080 Uiso 1 1 d R . . C16 C 0.2312(4) 0.23915(15) 0.2091(4) 0.0461(10) Uani 1 1 d . . . C17 C -0.1668(5) 0.17117(15) 0.2115(4) 0.0491(10) Uani 1 1 d . . . H17B H -0.1400 0.1988 0.1701 0.080 Uiso 1 1 d R . . H17A H -0.2364 0.1830 0.2434 0.080 Uiso 1 1 d R . . C18 C -0.2233(4) 0.12994(15) 0.1198(4) 0.0418(9) Uani 1 1 d . . . C19 C -0.3616(5) 0.1276(2) 0.0540(4) 0.0588(12) Uani 1 1 d . . . H19 H -0.4232 0.1519 0.0691 0.080 Uiso 1 1 d R . . C20 C -0.4091(5) 0.0900(2) -0.0320(5) 0.0690(14) Uani 1 1 d . . . H20 H -0.5039 0.0885 -0.0798 0.080 Uiso 1 1 d R . . C21 C -0.3184(5) 0.05455(19) -0.0496(4) 0.0581(12) Uani 1 1 d . . . H21 H -0.3491 0.0279 -0.1092 0.080 Uiso 1 1 d R . . C22 C -0.1833(4) 0.05890(16) 0.0192(4) 0.0473(10) Uani 1 1 d . . . H22 H -0.1204 0.0341 0.0087 0.080 Uiso 1 1 d R . . O1W O -0.330(2) 0.2435(8) -0.095(2) 0.259(9) Uiso 0.50 1 d PD A 1 C1W C -0.326(2) 0.2824(11) -0.004(2) 0.238(13) Uiso 0.50 1 d PD A 1 C2W C -0.1913(19) 0.2954(7) 0.0970(19) 0.133(6) Uiso 0.50 1 d PD A 1 O1W' O -0.233(2) 0.3188(7) 0.2923(17) 0.228(8) Uiso 0.50 1 d PD B 2 C1W' C -0.237(2) 0.3202(8) 0.1622(19) 0.161(8) Uiso 0.50 1 d PD B 2 C2W' C -0.344(2) 0.3638(9) 0.114(2) 0.173(8) Uiso 0.50 1 d PD B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm1 0.03772(12) 0.03666(11) 0.03546(12) -0.00235(9) 0.01838(8) 0.00121(9) O1 0.064(2) 0.0419(17) 0.095(3) 0.0105(17) 0.032(2) 0.0094(15) O2 0.0355(15) 0.0496(16) 0.0617(19) 0.0007(14) 0.0231(14) 0.0026(13) O3 0.0358(16) 0.0481(16) 0.072(2) 0.0063(15) 0.0171(15) 0.0031(13) O4 0.045(2) 0.144(4) 0.106(4) -0.008(3) 0.028(2) -0.025(2) O5 0.0519(19) 0.073(2) 0.052(2) -0.0005(16) 0.0180(16) -0.0065(17) O6 0.0524(19) 0.063(2) 0.063(2) -0.0008(16) 0.0314(18) -0.0035(15) O7 0.136(4) 0.071(2) 0.0399(19) -0.0061(16) 0.040(2) -0.015(2) O8 0.0614(19) 0.0384(15) 0.0499(18) -0.0039(13) 0.0270(15) -0.0006(14) O9 0.073(2) 0.0389(15) 0.0433(17) -0.0025(13) 0.0223(16) -0.0027(14) N7 0.041(2) 0.0399(18) 0.050(2) -0.0036(16) 0.0182(16) 0.0018(15) N8 0.045(2) 0.066(2) 0.075(3) 0.002(2) 0.030(2) -0.006(2) N9 0.059(2) 0.049(2) 0.0396(19) -0.0061(16) 0.0245(17) -0.0068(17) N1 0.0383(18) 0.0535(19) 0.0371(18) 0.0022(15) 0.0189(15) 0.0078(15) N2 0.0385(18) 0.0529(19) 0.0401(19) 0.0020(15) 0.0204(15) 0.0005(15) N3 0.062(2) 0.0376(17) 0.045(2) -0.0048(14) 0.0239(18) -0.0044(16) N4 0.061(2) 0.0401(19) 0.056(2) -0.0091(17) 0.0183(19) 0.0027(17) N5 0.0385(18) 0.0452(19) 0.0427(19) -0.0005(14) 0.0149(15) 0.0018(14) N6 0.0359(17) 0.0403(17) 0.0397(18) -0.0051(14) 0.0159(15) 0.0009(14) C1 0.040(2) 0.052(2) 0.046(2) -0.0005(18) 0.0223(19) 0.0038(18) C2 0.037(2) 0.043(2) 0.038(2) -0.0027(16) 0.0182(17) 0.0013(16) C3 0.039(2) 0.039(2) 0.041(2) -0.0004(17) 0.0171(18) -0.0022(17) C4 0.050(3) 0.058(3) 0.049(3) 0.009(2) 0.020(2) -0.002(2) C5 0.052(3) 0.064(3) 0.049(3) 0.009(2) 0.011(2) 0.001(2) C6 0.048(3) 0.073(3) 0.053(3) 0.000(2) 0.014(2) 0.012(2) C7 0.039(2) 0.077(3) 0.043(2) 0.003(2) 0.0174(19) 0.006(2) C8 0.040(2) 0.049(2) 0.035(2) -0.0027(17) 0.0153(17) 0.0027(18) C9 0.061(3) 0.045(2) 0.049(3) -0.0097(19) 0.026(2) 0.000(2) C10 0.053(2) 0.037(2) 0.040(2) -0.0070(17) 0.0135(19) 0.0009(18) C11 0.054(3) 0.041(2) 0.053(3) -0.0013(19) 0.011(2) -0.003(2) C12 0.064(3) 0.040(2) 0.089(4) 0.003(2) 0.019(3) -0.001(2) C13 0.067(3) 0.048(3) 0.101(4) 0.017(3) 0.021(3) -0.009(2) C14 0.071(3) 0.058(3) 0.083(4) 0.015(3) 0.034(3) -0.009(3) C15 0.068(3) 0.049(2) 0.057(3) 0.002(2) 0.026(3) -0.003(2) C16 0.048(2) 0.042(2) 0.047(2) -0.0011(18) 0.013(2) -0.0025(19) C17 0.053(3) 0.042(2) 0.053(3) 0.0020(19) 0.018(2) 0.0147(19) C18 0.040(2) 0.044(2) 0.045(2) 0.0036(18) 0.0174(19) 0.0062(18) C19 0.047(3) 0.075(3) 0.052(3) -0.003(2) 0.013(2) 0.015(2) C20 0.043(3) 0.098(4) 0.058(3) -0.005(3) 0.004(2) 0.001(3) C21 0.053(3) 0.070(3) 0.048(3) -0.014(2) 0.012(2) -0.006(2) C22 0.048(2) 0.053(2) 0.043(2) -0.0053(19) 0.017(2) -0.003(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 Sm1 O2 2.491(3) . ? Sm1 O6 2.510(3) . ? Sm1 O8 2.511(3) . ? Sm1 N3 2.547(3) . ? Sm1 O5 2.549(3) . ? Sm1 N1 2.550(3) . ? Sm1 O9 2.559(3) . ? Sm1 O3 2.581(3) . ? Sm1 N5 2.669(3) . ? Sm1 N6 2.725(3) . ? Sm1 N7 2.941(3) . ? Sm1 N8 2.948(4) . ? O1 N7 1.231(4) . ? O2 N7 1.255(4) . ? O3 N7 1.251(4) . ? O4 N8 1.220(5) . ? O5 N8 1.266(5) . ? O6 N8 1.261(5) . ? O7 N9 1.219(5) . ? O8 N9 1.258(4) . ? O9 N9 1.279(4) . ? N1 C2 1.325(4) . ? N1 C8 1.406(5) . ? N2 C2 1.353(5) . ? N2 C3 1.392(5) . ? N3 C10 1.333(5) . ? N3 C16 1.401(5) . ? N4 C10 1.339(5) . ? N4 C11 1.392(6) . ? N5 C18 1.345(5) . ? N5 C22 1.355(5) . ? N6 C9 1.473(5) . ? N6 C17 1.479(5) . ? N6 C1 1.491(5) . ? C1 C2 1.487(6) . ? C3 C4 1.384(6) . ? C3 C8 1.395(5) . ? C4 C5 1.377(6) . ? C5 C6 1.395(6) . ? C6 C7 1.373(7) . ? C7 C8 1.393(6) . ? C9 C10 1.495(6) . ? C11 C12 1.376(6) . ? C11 C16 1.402(6) . ? C12 C13 1.376(7) . ? C13 C14 1.372(7) . ? C14 C15 1.386(6) . ? C15 C16 1.379(6) . ? C17 C18 1.495(6) . ? C18 C19 1.389(6) . ? C19 C20 1.374(7) . ? C20 C21 1.389(7) . ? C21 C22 1.372(6) . ? O1W C1W 1.450(9) . ? C1W C2W 1.535(9) . ? O1W' C1W' 1.473(9) . ? C1W' C2W' 1.573(9) . ? 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 O2 Sm1 O6 71.10(10) . . ? O2 Sm1 O8 73.15(10) . . ? O6 Sm1 O8 71.00(11) . . ? O2 Sm1 N3 142.69(10) . . ? O6 Sm1 N3 79.33(11) . . ? O8 Sm1 N3 118.16(10) . . ? O2 Sm1 O5 72.22(10) . . ? O6 Sm1 O5 50.41(11) . . ? O8 Sm1 O5 118.59(10) . . ? N3 Sm1 O5 71.49(11) . . ? O2 Sm1 N1 76.83(10) . . ? O6 Sm1 N1 119.34(11) . . ? O8 Sm1 N1 142.40(10) . . ? N3 Sm1 N1 99.43(11) . . ? O5 Sm1 N1 71.44(10) . . ? O2 Sm1 O9 120.07(9) . . ? O6 Sm1 O9 72.61(11) . . ? O8 Sm1 O9 50.52(9) . . ? N3 Sm1 O9 69.42(10) . . ? O5 Sm1 O9 114.93(10) . . ? N1 Sm1 O9 162.80(10) . . ? O2 Sm1 O3 49.89(9) . . ? O6 Sm1 O3 117.74(10) . . ? O8 Sm1 O3 74.39(9) . . ? N3 Sm1 O3 162.35(10) . . ? O5 Sm1 O3 114.88(10) . . ? N1 Sm1 O3 69.04(11) . . ? O9 Sm1 O3 118.14(10) . . ? O2 Sm1 N5 114.57(10) . . ? O6 Sm1 N5 139.59(11) . . ? O8 Sm1 N5 72.92(10) . . ? N3 Sm1 N5 102.66(11) . . ? O5 Sm1 N5 168.43(10) . . ? N1 Sm1 N5 100.36(10) . . ? O9 Sm1 N5 70.67(10) . . ? O3 Sm1 N5 67.84(10) . . ? O2 Sm1 N6 136.71(9) . . ? O6 Sm1 N6 142.45(10) . . ? O8 Sm1 N6 132.88(10) . . ? N3 Sm1 N6 63.98(10) . . ? O5 Sm1 N6 106.79(10) . . ? N1 Sm1 N6 62.89(10) . . ? O9 Sm1 N6 100.00(9) . . ? O3 Sm1 N6 98.45(9) . . ? N5 Sm1 N6 61.73(10) . . ? O2 Sm1 N7 25.01(9) . . ? O6 Sm1 N7 95.29(10) . . ? O8 Sm1 N7 74.60(9) . . ? N3 Sm1 N7 162.66(12) . . ? O5 Sm1 N7 92.30(11) . . ? N1 Sm1 N7 68.66(10) . . ? O9 Sm1 N7 124.99(9) . . ? O3 Sm1 N7 25.13(9) . . ? N5 Sm1 N7 92.15(10) . . ? N6 Sm1 N7 117.30(9) . . ? O2 Sm1 N8 70.15(11) . . ? O6 Sm1 N8 25.11(10) . . ? O8 Sm1 N8 94.92(11) . . ? N3 Sm1 N8 73.39(12) . . ? O5 Sm1 N8 25.31(10) . . ? N1 Sm1 N8 95.69(12) . . ? O9 Sm1 N8 93.54(11) . . ? O3 Sm1 N8 119.84(10) . . ? N5 Sm1 N8 163.92(12) . . ? N6 Sm1 N8 126.44(11) . . ? N7 Sm1 N8 94.71(11) . . ? N7 O2 Sm1 98.0(2) . . ? N7 O3 Sm1 93.8(2) . . ? N8 O5 Sm1 95.3(3) . . ? N8 O6 Sm1 97.3(2) . . ? N9 O8 Sm1 97.7(2) . . ? N9 O9 Sm1 94.8(2) . . ? O1 N7 O3 121.1(3) . . ? O1 N7 O2 121.6(3) . . ? O3 N7 O2 117.3(3) . . ? O1 N7 Sm1 169.1(3) . . ? O3 N7 Sm1 61.12(19) . . ? O2 N7 Sm1 57.03(18) . . ? O4 N8 O6 121.5(4) . . ? O4 N8 O5 121.5(5) . . ? O6 N8 O5 117.0(4) . . ? O4 N8 Sm1 178.1(4) . . ? O6 N8 Sm1 57.6(2) . . ? O5 N8 Sm1 59.4(2) . . ? O7 N9 O8 123.1(3) . . ? O7 N9 O9 119.8(4) . . ? O8 N9 O9 117.0(3) . . ? O7 N9 Sm1 179.5(3) . . ? O8 N9 Sm1 57.38(18) . . ? O9 N9 Sm1 59.68(19) . . ? C2 N1 C8 105.0(3) . . ? C2 N1 Sm1 118.8(3) . . ? C8 N1 Sm1 134.8(2) . . ? C2 N2 C3 107.4(3) . . ? C10 N3 C16 105.0(3) . . ? C10 N3 Sm1 118.8(3) . . ? C16 N3 Sm1 136.1(3) . . ? C10 N4 C11 107.7(3) . . ? C18 N5 C22 117.7(4) . . ? C18 N5 Sm1 120.1(3) . . ? C22 N5 Sm1 122.1(3) . . ? C9 N6 C17 110.2(3) . . ? C9 N6 C1 110.0(3) . . ? C17 N6 C1 109.8(3) . . ? C9 N6 Sm1 108.8(2) . . ? C17 N6 Sm1 109.2(2) . . ? C1 N6 Sm1 108.8(2) . . ? C2 C1 N6 108.8(3) . . ? N1 C2 N2 112.9(4) . . ? N1 C2 C1 122.5(3) . . ? N2 C2 C1 124.6(3) . . ? C4 C3 N2 131.8(3) . . ? C4 C3 C8 122.7(4) . . ? N2 C3 C8 105.4(3) . . ? C5 C4 C3 116.6(4) . . ? C4 C5 C6 121.2(4) . . ? C7 C6 C5 122.0(4) . . ? C6 C7 C8 117.5(4) . . ? C7 C8 C3 119.8(4) . . ? C7 C8 N1 130.8(4) . . ? C3 C8 N1 109.4(3) . . ? N6 C9 C10 109.6(3) . . ? N3 C10 N4 112.9(4) . . ? N3 C10 C9 122.1(3) . . ? N4 C10 C9 124.9(4) . . ? C12 C11 N4 132.7(4) . . ? C12 C11 C16 122.0(4) . . ? N4 C11 C16 105.2(4) . . ? C13 C12 C11 117.6(5) . . ? C14 C13 C12 121.0(5) . . ? C13 C14 C15 121.9(5) . . ? C16 C15 C14 117.9(4) . . ? C15 C16 N3 131.2(4) . . ? C15 C16 C11 119.6(4) . . ? N3 C16 C11 109.2(4) . . ? N6 C17 C18 112.3(3) . . ? N5 C18 C19 122.1(4) . . ? N5 C18 C17 116.9(4) . . ? C19 C18 C17 120.9(4) . . ? C20 C19 C18 119.2(4) . . ? C19 C20 C21 119.4(5) . . ? C22 C21 C20 118.3(4) . . ? N5 C22 C21 123.3(4) . . ? O1W C1W C2W 120(2) . . ? O1W' C1W' C2W' 99.0(15) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.034 _refine_diff_density_min -0.600 _refine_diff_density_rms 0.087 #====================================================END data_Compd2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H26 Gd N9 O10' _chemical_formula_weight 757.79 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' 'Gd' 'Gd' -0.1653 3.9035 '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 10.3130(10) _cell_length_b 26.376(2) _cell_length_c 11.3680(10) _cell_angle_alpha 90.00 _cell_angle_beta 109.000(10) _cell_angle_gamma 90.00 _cell_volume 2923.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used CCD _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Yellowish _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.722 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1508 _exptl_absorpt_coefficient_mu 2.339 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.5815 _exptl_absorpt_correction_T_max 0.6649 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD' _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 17512 _diffrn_reflns_av_R_equivalents 0.0549 _diffrn_reflns_av_sigmaI/netI 0.0780 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 27.08 _reflns_number_total 6372 _reflns_number_gt 4084 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0200P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6372 _refine_ls_number_parameters 394 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0770 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.0674 _refine_ls_wR_factor_gt 0.0617 _refine_ls_goodness_of_fit_ref 0.966 _refine_ls_restrained_S_all 0.969 _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 Gd1 Gd 0.13195(2) 0.106679(8) 0.22462(2) 0.03682(8) Uani 1 1 d . . . N7 N 0.1662(4) -0.00187(16) 0.2662(4) 0.0450(10) Uani 1 1 d . . . O1 O 0.1878(4) -0.04622(14) 0.3048(4) 0.0747(11) Uani 1 1 d . . . O2 O 0.2615(3) 0.02643(12) 0.2652(3) 0.0542(9) Uani 1 1 d . . . O3 O 0.0481(4) 0.01593(12) 0.2334(3) 0.0589(9) Uani 1 1 d . . . N8 N 0.4273(5) 0.12723(15) 0.2891(5) 0.0574(12) Uani 1 1 d . . . O4 O 0.5477(4) 0.13779(17) 0.3140(4) 0.0904(13) Uani 1 1 d . . . O5 O 0.3714(3) 0.12472(12) 0.3734(3) 0.0598(9) Uani 1 1 d . . . O6 O 0.3502(4) 0.11843(12) 0.1799(3) 0.0585(9) Uani 1 1 d . . . N9 N 0.0843(4) 0.10897(17) -0.0438(4) 0.0505(10) Uani 1 1 d . . . O7 O 0.0664(4) 0.10989(14) -0.1551(3) 0.0840(12) Uani 1 1 d . . . O8 O 0.1113(3) 0.06845(12) 0.0195(3) 0.0505(8) Uani 1 1 d . . . O9 O 0.0744(3) 0.14936(11) 0.0138(3) 0.0519(8) Uani 1 1 d . . . N1 N 0.1387(4) 0.08355(13) 0.4426(3) 0.0414(9) Uani 1 1 d . . . N2 N 0.0367(4) 0.06959(14) 0.5844(3) 0.0460(10) Uani 1 1 d . . . H2 H -0.0242 0.0710 0.6210 0.055 Uiso 1 1 d R . . N3 N 0.1634(4) 0.20146(13) 0.2497(3) 0.0453(10) Uani 1 1 d . . . N4 N 0.1321(4) 0.27562(14) 0.3300(4) 0.0523(10) Uani 1 1 d . . . H4A H 0.1030 0.2974 0.3718 0.063 Uiso 1 1 d R . . N5 N -0.1326(4) 0.09651(14) 0.1032(3) 0.0431(9) Uani 1 1 d . . . N6 N -0.0463(4) 0.15500(13) 0.3144(3) 0.0425(9) Uani 1 1 d . . . C1 C -0.0926(5) 0.11981(17) 0.3944(4) 0.0472(12) Uani 1 1 d . . . H1B H -0.1343 0.1388 0.4458 0.057 Uiso 1 1 d R . . H1A H -0.1604 0.0965 0.3431 0.057 Uiso 1 1 d R . . C2 C 0.0271(5) 0.09120(16) 0.4742(4) 0.0413(11) Uani 1 1 d . . . C3 C 0.1618(5) 0.04486(16) 0.6281(4) 0.0410(11) Uani 1 1 d . . . C4 C 0.2254(5) 0.01799(19) 0.7353(4) 0.0552(13) Uani 1 1 d . . . H4 H 0.1836 0.0135 0.7958 0.066 Uiso 1 1 d R . . C5 C 0.3513(6) -0.0018(2) 0.7495(5) 0.0656(15) Uani 1 1 d . . . H5 H 0.3953 -0.0209 0.8198 0.079 Uiso 1 1 d R . . C6 C 0.4154(5) 0.00623(19) 0.6607(5) 0.0600(14) Uani 1 1 d . . . H6 H 0.5014 -0.0079 0.6727 0.072 Uiso 1 1 d R . . C7 C 0.3551(5) 0.03436(19) 0.5561(4) 0.0529(13) Uani 1 1 d . . . H7 H 0.4000 0.0401 0.4985 0.063 Uiso 1 1 d R . . C8 C 0.2251(5) 0.05416(17) 0.5380(4) 0.0441(11) Uani 1 1 d . . . C9 C 0.0226(5) 0.19939(17) 0.3876(4) 0.0489(12) Uani 1 1 d . . . H9B H -0.0452 0.2224 0.4000 0.059 Uiso 1 1 d R . . H9A H 0.0823 0.1884 0.4686 0.059 Uiso 1 1 d R . . C10 C 0.1036(5) 0.22558(17) 0.3207(4) 0.0449(11) Uani 1 1 d . . . C11 C 0.2174(5) 0.28543(18) 0.2596(4) 0.0506(12) Uani 1 1 d . . . C12 C 0.2776(6) 0.32935(19) 0.2365(5) 0.0666(15) Uani 1 1 d . . . H12 H 0.2652 0.3601 0.2716 0.080 Uiso 1 1 d R . . C13 C 0.3557(6) 0.3261(2) 0.1606(6) 0.0749(17) Uani 1 1 d . . . H13 H 0.3961 0.3552 0.1421 0.090 Uiso 1 1 d R . . C14 C 0.3759(6) 0.2793(2) 0.1100(5) 0.0698(16) Uani 1 1 d . . . H14 H 0.4312 0.2781 0.0598 0.084 Uiso 1 1 d R . . C15 C 0.3165(5) 0.23555(19) 0.1323(4) 0.0583(14) Uani 1 1 d . . . H15 H 0.3295 0.2049 0.0974 0.070 Uiso 1 1 d R . . C16 C 0.2358(5) 0.23875(18) 0.2095(4) 0.0473(12) Uani 1 1 d . . . C17 C -0.1645(5) 0.17205(17) 0.2090(5) 0.0541(13) Uani 1 1 d . . . H17B H -0.1359 0.1998 0.1672 0.065 Uiso 1 1 d R . . H17A H -0.2351 0.1847 0.2406 0.065 Uiso 1 1 d R . . C18 C -0.2236(5) 0.13078(17) 0.1170(4) 0.0438(11) Uani 1 1 d . . . C19 C -0.3615(5) 0.1281(2) 0.0505(5) 0.0587(14) Uani 1 1 d . . . H19 H -0.4222 0.1516 0.0641 0.070 Uiso 1 1 d R . . C20 C -0.4081(6) 0.0906(2) -0.0354(5) 0.0681(16) Uani 1 1 d . . . H20 H -0.5002 0.0890 -0.0834 0.082 Uiso 1 1 d R . . C21 C -0.3173(5) 0.0552(2) -0.0500(4) 0.0577(14) Uani 1 1 d . . . H21 H -0.3472 0.0289 -0.1068 0.069 Uiso 1 1 d R . . C22 C -0.1825(5) 0.05912(18) 0.0198(4) 0.0496(12) Uani 1 1 d . . . H22 H -0.1218 0.0348 0.0095 0.060 Uiso 1 1 d R . . O1W' O -0.3362(16) 0.2564(6) -0.5989(14) 0.218(6) Uiso 0.50 1 d PD A 1 H1W' H -0.4146 0.2646 -0.6042 0.327 Uiso 0.50 1 d PR A 1 C1W' C -0.2850(19) 0.2220(7) -0.5002(16) 0.166(7) Uiso 0.50 1 d PD A 1 H1W1 H -0.2528 0.1987 -0.5507 0.199 Uiso 0.50 1 d PR A 1 H1W2 H -0.3757 0.2091 -0.5086 0.199 Uiso 0.50 1 d PR A 1 C2W' C -0.219(2) 0.1921(7) -0.3832(16) 0.176(8) Uiso 0.50 1 d PD A 1 H2W1 H -0.1211 0.1936 -0.3625 0.264 Uiso 0.50 1 d PR A 1 H2W2 H -0.2487 0.1575 -0.3961 0.264 Uiso 0.50 1 d PR A 1 H2W3 H -0.2451 0.2063 -0.3164 0.264 Uiso 0.50 1 d PR A 1 O1W O -0.2151(13) 0.1953(5) -0.1695(12) 0.174(5) Uiso 0.50 1 d PD B 2 H1W H -0.2775 0.2144 -0.1688 0.261 Uiso 0.50 1 d PR B 2 C1W C -0.255(3) 0.1672(10) -0.2791(19) 0.247(12) Uiso 0.50 1 d PD B 2 H1W3 H -0.1815 0.1426 -0.2490 0.296 Uiso 0.50 1 d PR B 2 H1W4 H -0.2178 0.1912 -0.3242 0.296 Uiso 0.50 1 d PR B 2 C2W C -0.333(2) 0.1356(8) -0.3978(17) 0.206(9) Uiso 0.50 1 d PD B 2 H2W4 H -0.4072 0.1175 -0.3836 0.309 Uiso 0.50 1 d PR B 2 H2W5 H -0.2708 0.1119 -0.4152 0.309 Uiso 0.50 1 d PR B 2 H2W6 H -0.3685 0.1581 -0.4674 0.309 Uiso 0.50 1 d PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Gd1 0.04183(13) 0.03620(12) 0.03840(12) -0.00353(13) 0.02128(9) -0.00009(13) N7 0.043(3) 0.038(3) 0.058(3) -0.010(2) 0.021(2) 0.001(2) O1 0.087(3) 0.050(2) 0.096(3) 0.009(2) 0.042(2) 0.009(2) O2 0.050(2) 0.051(2) 0.071(2) 0.0039(17) 0.0318(19) 0.0050(17) O3 0.049(2) 0.051(2) 0.079(2) 0.0021(18) 0.0246(19) -0.0052(18) N8 0.052(3) 0.050(3) 0.078(4) 0.002(2) 0.032(3) -0.003(2) O4 0.045(2) 0.125(4) 0.106(3) -0.001(3) 0.031(2) -0.019(2) O5 0.057(2) 0.068(2) 0.058(2) -0.0015(17) 0.0236(19) -0.0059(18) O6 0.062(2) 0.062(3) 0.061(2) -0.0047(18) 0.033(2) -0.0097(18) N9 0.066(3) 0.045(3) 0.048(2) -0.007(2) 0.030(2) -0.009(2) O7 0.148(4) 0.077(3) 0.038(2) -0.006(2) 0.045(2) -0.021(3) O8 0.073(2) 0.0343(19) 0.054(2) -0.0037(16) 0.0340(18) -0.0026(17) O9 0.077(2) 0.0365(19) 0.0478(19) -0.0029(15) 0.0273(18) -0.0072(17) N1 0.044(2) 0.046(2) 0.039(2) 0.0009(17) 0.0217(19) 0.0041(19) N2 0.050(3) 0.053(3) 0.045(2) 0.0044(19) 0.029(2) -0.004(2) N3 0.056(3) 0.035(2) 0.051(2) -0.0047(18) 0.025(2) -0.0028(19) N4 0.063(3) 0.036(2) 0.058(3) -0.011(2) 0.020(2) 0.000(2) N5 0.045(2) 0.047(3) 0.040(2) -0.0015(18) 0.0167(18) -0.0004(19) N6 0.046(2) 0.038(2) 0.045(2) -0.0048(18) 0.017(2) 0.0052(19) C1 0.050(3) 0.052(3) 0.049(3) -0.005(2) 0.029(3) 0.000(2) C2 0.046(3) 0.043(3) 0.042(3) -0.009(2) 0.025(2) -0.004(2) C3 0.047(3) 0.039(3) 0.041(3) -0.003(2) 0.020(2) -0.003(2) C4 0.060(4) 0.061(4) 0.051(3) 0.011(3) 0.026(3) -0.004(3) C5 0.076(4) 0.059(3) 0.061(4) 0.016(3) 0.021(3) 0.002(3) C6 0.051(3) 0.062(4) 0.063(4) 0.001(3) 0.014(3) 0.010(3) C7 0.049(3) 0.072(4) 0.043(3) 0.000(3) 0.023(3) 0.010(3) C8 0.049(3) 0.045(3) 0.042(3) -0.005(2) 0.021(2) 0.001(2) C9 0.053(3) 0.044(3) 0.057(3) -0.011(2) 0.027(3) -0.004(2) C10 0.052(3) 0.039(3) 0.044(3) -0.008(2) 0.016(2) -0.001(2) C11 0.053(3) 0.039(3) 0.056(3) -0.003(2) 0.013(3) -0.002(3) C12 0.067(4) 0.039(3) 0.093(4) -0.002(3) 0.025(3) -0.005(3) C13 0.070(4) 0.044(4) 0.107(5) 0.018(3) 0.023(4) -0.011(3) C14 0.072(4) 0.056(4) 0.088(4) 0.007(3) 0.035(4) -0.003(3) C15 0.073(4) 0.044(3) 0.058(3) 0.001(2) 0.023(3) -0.007(3) C16 0.055(3) 0.042(3) 0.048(3) -0.001(2) 0.021(3) -0.006(2) C17 0.060(3) 0.041(3) 0.069(3) 0.002(3) 0.031(3) 0.013(3) C18 0.047(3) 0.047(3) 0.039(3) 0.002(2) 0.016(2) 0.003(3) C19 0.049(3) 0.064(4) 0.059(3) 0.000(3) 0.013(3) 0.016(3) C20 0.046(3) 0.092(5) 0.055(3) -0.006(3) 0.001(3) 0.000(3) C21 0.053(4) 0.072(4) 0.044(3) -0.013(3) 0.011(3) -0.009(3) C22 0.053(3) 0.057(3) 0.041(3) -0.005(2) 0.018(3) -0.004(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 Gd1 O2 2.465(3) . ? Gd1 O6 2.482(3) . ? Gd1 O8 2.486(3) . ? Gd1 N3 2.525(3) . ? Gd1 N1 2.531(3) . ? Gd1 O9 2.537(3) . ? Gd1 O5 2.543(3) . ? Gd1 O3 2.558(3) . ? Gd1 N5 2.640(4) . ? Gd1 N6 2.696(3) . ? Gd1 N7 2.905(4) . ? Gd1 N9 2.929(4) . ? N7 O2 1.237(4) . ? N7 O1 1.244(5) . ? N7 O3 1.244(4) . ? N8 O4 1.213(5) . ? N8 O6 1.258(5) . ? N8 O5 1.271(4) . ? N9 O7 1.218(4) . ? N9 O8 1.267(4) . ? N9 O9 1.272(4) . ? N1 C2 1.327(5) . ? N1 C8 1.393(5) . ? N2 C2 1.350(5) . ? N2 C3 1.385(5) . ? N3 C10 1.327(5) . ? N3 C16 1.398(5) . ? N4 C10 1.349(5) . ? N4 C11 1.394(6) . ? N5 C22 1.348(5) . ? N5 C18 1.349(5) . ? N6 C17 1.474(6) . ? N6 C9 1.478(5) . ? N6 C1 1.483(5) . ? C1 C2 1.479(6) . ? C3 C4 1.377(6) . ? C3 C8 1.404(5) . ? C4 C5 1.359(6) . ? C5 C6 1.392(6) . ? C6 C7 1.367(6) . ? C7 C8 1.391(6) . ? C9 C10 1.472(6) . ? C11 C12 1.379(6) . ? C11 C16 1.395(6) . ? C12 C13 1.361(7) . ? C13 C14 1.406(7) . ? C14 C15 1.369(6) . ? C15 C16 1.395(6) . ? C17 C18 1.495(6) . ? C18 C19 1.378(6) . ? C19 C20 1.362(7) . ? C20 C21 1.370(7) . ? C21 C22 1.362(6) . ? O1W' C1W' 1.405(9) . ? C1W' C2W' 1.504(9) . ? O1W C1W 1.392(9) . ? C1W C2W 1.567(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 O2 Gd1 O6 70.93(10) . . ? O2 Gd1 O8 72.71(11) . . ? O6 Gd1 O8 70.43(11) . . ? O2 Gd1 N3 141.92(11) . . ? O6 Gd1 N3 78.92(11) . . ? O8 Gd1 N3 118.43(11) . . ? O2 Gd1 N1 76.67(11) . . ? O6 Gd1 N1 119.52(12) . . ? O8 Gd1 N1 141.96(11) . . ? N3 Gd1 N1 99.59(11) . . ? O2 Gd1 O9 120.23(10) . . ? O6 Gd1 O9 72.55(11) . . ? O8 Gd1 O9 51.05(9) . . ? N3 Gd1 O9 69.47(11) . . ? N1 Gd1 O9 162.79(11) . . ? O2 Gd1 O5 71.72(11) . . ? O6 Gd1 O5 50.49(11) . . ? O8 Gd1 O5 117.89(10) . . ? N3 Gd1 O5 71.24(11) . . ? N1 Gd1 O5 71.51(11) . . ? O9 Gd1 O5 115.02(10) . . ? O2 Gd1 O3 50.12(11) . . ? O6 Gd1 O3 117.74(11) . . ? O8 Gd1 O3 74.36(10) . . ? N3 Gd1 O3 162.67(11) . . ? N1 Gd1 O3 68.78(11) . . ? O9 Gd1 O3 118.29(10) . . ? O5 Gd1 O3 114.63(11) . . ? O2 Gd1 N5 114.55(11) . . ? O6 Gd1 N5 139.21(11) . . ? O8 Gd1 N5 73.14(11) . . ? N3 Gd1 N5 103.44(11) . . ? N1 Gd1 N5 100.47(11) . . ? O9 Gd1 N5 70.56(10) . . ? O5 Gd1 N5 168.94(10) . . ? O3 Gd1 N5 67.68(11) . . ? O2 Gd1 N6 136.88(10) . . ? O6 Gd1 N6 142.55(11) . . ? O8 Gd1 N6 133.35(11) . . ? N3 Gd1 N6 64.38(11) . . ? N1 Gd1 N6 63.12(11) . . ? O9 Gd1 N6 99.76(10) . . ? O5 Gd1 N6 107.11(11) . . ? O3 Gd1 N6 98.42(11) . . ? N5 Gd1 N6 61.96(11) . . ? O2 Gd1 N7 24.96(9) . . ? O6 Gd1 N7 94.94(11) . . ? O8 Gd1 N7 73.84(10) . . ? N3 Gd1 N7 162.40(11) . . ? N1 Gd1 N7 68.89(11) . . ? O9 Gd1 N7 124.73(10) . . ? O5 Gd1 N7 92.06(11) . . ? O3 Gd1 N7 25.32(10) . . ? N5 Gd1 N7 92.01(11) . . ? N6 Gd1 N7 117.78(11) . . ? O2 Gd1 N9 96.28(11) . . ? O6 Gd1 N9 68.90(11) . . ? O8 Gd1 N9 25.42(9) . . ? N3 Gd1 N9 93.95(12) . . ? N1 Gd1 N9 165.19(12) . . ? O9 Gd1 N9 25.64(9) . . ? O5 Gd1 N9 119.08(10) . . ? O3 Gd1 N9 96.65(11) . . ? N5 Gd1 N9 70.31(10) . . ? N6 Gd1 N9 118.75(11) . . ? N7 Gd1 N9 99.22(11) . . ? O2 N7 O1 121.3(4) . . ? O2 N7 O3 118.2(4) . . ? O1 N7 O3 120.4(4) . . ? O2 N7 Gd1 57.2(2) . . ? O1 N7 Gd1 169.4(3) . . ? O3 N7 Gd1 61.6(2) . . ? N7 O2 Gd1 97.8(3) . . ? N7 O3 Gd1 93.1(3) . . ? O4 N8 O6 122.9(4) . . ? O4 N8 O5 121.1(5) . . ? O6 N8 O5 116.0(4) . . ? O4 N8 Gd1 177.3(4) . . ? O6 N8 Gd1 56.6(2) . . ? O5 N8 Gd1 59.4(2) . . ? N8 O5 Gd1 95.1(3) . . ? N8 O6 Gd1 98.4(3) . . ? O7 N9 O8 122.5(4) . . ? O7 N9 O9 120.5(4) . . ? O8 N9 O9 117.0(3) . . ? O7 N9 Gd1 179.1(3) . . ? O8 N9 Gd1 57.33(19) . . ? O9 N9 Gd1 59.7(2) . . ? N9 O8 Gd1 97.2(2) . . ? N9 O9 Gd1 94.7(2) . . ? C2 N1 C8 105.4(4) . . ? C2 N1 Gd1 118.6(3) . . ? C8 N1 Gd1 134.6(3) . . ? C2 N2 C3 108.1(3) . . ? C10 N3 C16 105.3(4) . . ? C10 N3 Gd1 118.4(3) . . ? C16 N3 Gd1 136.2(3) . . ? C10 N4 C11 107.4(4) . . ? C22 N5 C18 116.9(4) . . ? C22 N5 Gd1 122.3(3) . . ? C18 N5 Gd1 120.7(3) . . ? C17 N6 C9 109.6(4) . . ? C17 N6 C1 110.1(4) . . ? C9 N6 C1 110.0(3) . . ? C17 N6 Gd1 108.8(2) . . ? C9 N6 Gd1 109.0(2) . . ? C1 N6 Gd1 109.4(2) . . ? C2 C1 N6 108.9(3) . . ? N1 C2 N2 112.2(4) . . ? N1 C2 C1 122.4(4) . . ? N2 C2 C1 125.3(4) . . ? C4 C3 N2 132.8(4) . . ? C4 C3 C8 122.3(4) . . ? N2 C3 C8 104.8(4) . . ? C5 C4 C3 117.6(4) . . ? C4 C5 C6 121.1(5) . . ? C7 C6 C5 121.6(5) . . ? C6 C7 C8 118.5(4) . . ? C7 C8 N1 131.8(4) . . ? C7 C8 C3 118.7(4) . . ? N1 C8 C3 109.5(4) . . ? C10 C9 N6 109.3(4) . . ? N3 C10 N4 112.6(4) . . ? N3 C10 C9 122.9(4) . . ? N4 C10 C9 124.3(4) . . ? C12 C11 N4 132.3(5) . . ? C12 C11 C16 122.3(5) . . ? N4 C11 C16 105.4(4) . . ? C13 C12 C11 117.6(5) . . ? C12 C13 C14 120.7(5) . . ? C15 C14 C13 122.0(5) . . ? C14 C15 C16 117.4(5) . . ? C11 C16 C15 119.9(4) . . ? C11 C16 N3 109.3(4) . . ? C15 C16 N3 130.9(4) . . ? N6 C17 C18 112.8(4) . . ? N5 C18 C19 122.3(4) . . ? N5 C18 C17 115.4(4) . . ? C19 C18 C17 122.3(4) . . ? C20 C19 C18 119.4(5) . . ? C19 C20 C21 119.1(5) . . ? C22 C21 C20 119.1(5) . . ? N5 C22 C21 123.3(5) . . ? O1W' C1W' C2W' 171.1(19) . . ? O1W C1W C2W 167(2) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.08 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.077 _refine_diff_density_min -0.827 _refine_diff_density_rms 0.090 #========================================================END data_Compd3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H28 Cl3 N6 O2 Sm' _chemical_formula_weight 689.22 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' 'Cl' 'Cl' 0.1484 0.1585 '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' '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 11.6120(10) _cell_length_b 10.9130(10) _cell_length_c 21.5700(10) _cell_angle_alpha 90.00 _cell_angle_beta 100.19 _cell_angle_gamma 90.00 _cell_volume 2690.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used CCD _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Yellowish _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.702 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1372 _exptl_absorpt_coefficient_mu 2.514 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.3662 _exptl_absorpt_correction_T_max 0.7524 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15624 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 27.07 _reflns_number_total 5870 _reflns_number_gt 4666 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0212P)^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 'geom except those of O atoms' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5870 _refine_ls_number_parameters 346 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0241 _refine_ls_wR_factor_ref 0.0513 _refine_ls_wR_factor_gt 0.0489 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sm1 Sm 0.134581(13) 0.159935(12) 0.117068(6) 0.03001(5) Uani 1 1 d . . . Cl3 Cl 0.03347(7) -0.07479(6) 0.11740(3) 0.04029(17) Uani 1 1 d . . . Cl2 Cl 0.24161(7) 0.04879(7) 0.03107(4) 0.0500(2) Uani 1 1 d . . . Cl1 Cl 0.26271(8) 0.06192(7) 0.22235(4) 0.0548(2) Uani 1 1 d . . . N3 N -0.0379(2) 0.2014(2) 0.17447(10) 0.0354(5) Uani 1 1 d . . . N4 N -0.1148(2) 0.2936(2) 0.24941(10) 0.0417(6) Uani 1 1 d . . . H4A H -0.1188 0.3386 0.2817 0.050 Uiso 1 1 d R . . N1 N 0.1141(2) 0.36703(19) 0.06063(10) 0.0334(5) Uani 1 1 d . . . N2 N 0.1612(2) 0.5643(2) 0.06694(10) 0.0389(6) Uani 1 1 d . . . H2 H 0.1741 0.6364 0.0827 0.047 Uiso 1 1 d R . . N5 N 0.3358(2) 0.2928(2) 0.12559(10) 0.0388(6) Uani 1 1 d . . . N6 N 0.1612(2) 0.35235(19) 0.19704(9) 0.0334(5) Uani 1 1 d . . . C1 C 0.1126(3) 0.4653(2) 0.16356(12) 0.0383(7) Uani 1 1 d . . . H1B H 0.1505 0.5366 0.1850 0.046 Uiso 1 1 d R . . H1A H 0.0296 0.4707 0.1647 0.046 Uiso 1 1 d R . . C2 C 0.1296(2) 0.4650(2) 0.09673(12) 0.0336(6) Uani 1 1 d . . . C3 C 0.1686(2) 0.5293(3) 0.00640(12) 0.0362(6) Uani 1 1 d . . . C4 C 0.1988(3) 0.5937(3) -0.04389(14) 0.0469(8) Uani 1 1 d . . . H4 H 0.2161 0.6769 -0.0411 0.056 Uiso 1 1 d R . . C5 C 0.2021(3) 0.5285(3) -0.09777(14) 0.0502(8) Uani 1 1 d . . . H5 H 0.2228 0.5680 -0.1324 0.060 Uiso 1 1 d R . . C6 C 0.1755(3) 0.4046(3) -0.10168(13) 0.0499(8) Uani 1 1 d . . . H6 H 0.1788 0.3632 -0.1390 0.060 Uiso 1 1 d R . . C7 C 0.1437(3) 0.3410(3) -0.05220(13) 0.0448(7) Uani 1 1 d . . . H7 H 0.1257 0.2579 -0.0554 0.054 Uiso 1 1 d R . . C8 C 0.1398(2) 0.4058(3) 0.00265(12) 0.0331(6) Uani 1 1 d . . . C9 C 0.0980(3) 0.3269(3) 0.24910(12) 0.0422(7) Uani 1 1 d . . . H9B H 0.0891 0.4022 0.2717 0.051 Uiso 1 1 d R . . H9A H 0.1423 0.2695 0.2783 0.051 Uiso 1 1 d R . . C10 C -0.0194(3) 0.2747(2) 0.22366(11) 0.0361(7) Uani 1 1 d . . . C11 C -0.2053(3) 0.2280(2) 0.21491(12) 0.0364(7) Uani 1 1 d . . . C12 C -0.3222(3) 0.2162(3) 0.21999(14) 0.0480(8) Uani 1 1 d . . . H12 H -0.3530 0.2563 0.2515 0.058 Uiso 1 1 d R . . C13 C -0.3899(3) 0.1433(3) 0.17675(16) 0.0516(8) Uani 1 1 d . . . H13 H -0.4684 0.1323 0.1791 0.062 Uiso 1 1 d R . . C14 C -0.3437(3) 0.0844(3) 0.12946(14) 0.0479(8) Uani 1 1 d . . . H14 H -0.3930 0.0370 0.1002 0.058 Uiso 1 1 d R . . C15 C -0.2283(3) 0.0947(3) 0.12458(13) 0.0428(7) Uani 1 1 d . . . H15 H -0.1982 0.0534 0.0933 0.051 Uiso 1 1 d R . . C16 C -0.1570(3) 0.1693(2) 0.16796(12) 0.0341(6) Uani 1 1 d . . . C17 C 0.2868(3) 0.3675(3) 0.22339(13) 0.0421(7) Uani 1 1 d . . . H17A H 0.3130 0.2989 0.2509 0.051 Uiso 1 1 d R . . H17B H 0.2975 0.4417 0.2485 0.051 Uiso 1 1 d R . . C18 C 0.3598(3) 0.3747(3) 0.17333(14) 0.0404(7) Uani 1 1 d . . . C19 C 0.4499(3) 0.4591(3) 0.17649(16) 0.0529(8) Uani 1 1 d . . . H19 H 0.4664 0.5128 0.2104 0.063 Uiso 1 1 d R . . C20 C 0.5144(3) 0.4628(3) 0.12964(18) 0.0619(10) Uani 1 1 d . . . H20 H 0.5747 0.5193 0.1308 0.074 Uiso 1 1 d R . . C21 C 0.4885(3) 0.3835(3) 0.07972(17) 0.0588(9) Uani 1 1 d . . . H21 H 0.5309 0.3854 0.0470 0.071 Uiso 1 1 d R . . C22 C 0.3993(3) 0.2995(3) 0.07994(15) 0.0475(8) Uani 1 1 d . . . H22 H 0.3829 0.2452 0.0463 0.057 Uiso 1 1 d R . . O1W O -0.03258(17) 0.14923(16) 0.02700(8) 0.0409(5) Uani 1 1 d D . . H1WB H -0.0284 0.1680 -0.0106 0.050 Uiso 1 1 d RD . . H1WA H -0.0807 0.0907 0.0244 0.050 Uiso 1 1 d RD . . O2W O 0.2819(3) 0.7760(2) 0.11415(15) 0.0809(9) Uani 1 1 d . . . C1W C 0.4089(10) 0.8046(10) 0.1244(6) 0.068(3) Uani 0.50 1 d P A 1 H1W1 H 0.4500 0.7525 0.1575 0.081 Uiso 0.50 1 d PR A 1 H1W2 H 0.4219 0.8894 0.1373 0.081 Uiso 0.50 1 d PR A 1 C2W C 0.4574(15) 0.7831(11) 0.0642(6) 0.108(5) Uani 0.50 1 d P A 1 H2W1 H 0.5398 0.8000 0.0702 0.163 Uiso 0.50 1 d PR A 1 H2W2 H 0.4169 0.8358 0.0319 0.163 Uiso 0.50 1 d PR A 1 H2W3 H 0.4437 0.6992 0.0518 0.163 Uiso 0.50 1 d PR A 1 C1W' C 0.3910(11) 0.7696(10) 0.0832(7) 0.086(3) Uani 0.50 1 d P A 2 H1W3 H 0.4021 0.6865 0.0694 0.103 Uiso 0.50 1 d PR A 2 H1W4 H 0.3843 0.8232 0.0468 0.103 Uiso 0.50 1 d PR A 2 C2W' C 0.4875(13) 0.8046(12) 0.1326(8) 0.130(6) Uani 0.50 1 d P A 2 H2W4 H 0.5577 0.7989 0.1151 0.195 Uiso 0.50 1 d PR A 2 H2W5 H 0.4935 0.7515 0.1685 0.195 Uiso 0.50 1 d PR A 2 H2W6 H 0.4769 0.8876 0.1453 0.195 Uiso 0.50 1 d PR A 2 H2WA H 0.258(3) 0.838(3) 0.1052(16) 0.050 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm1 0.03750(9) 0.02773(8) 0.02519(7) -0.00081(6) 0.00662(5) -0.00171(7) Cl3 0.0546(5) 0.0351(4) 0.0316(3) 0.0015(3) 0.0088(3) -0.0089(3) Cl2 0.0572(5) 0.0494(5) 0.0488(4) -0.0134(4) 0.0245(4) -0.0052(4) Cl1 0.0656(6) 0.0458(5) 0.0458(4) 0.0090(3) -0.0100(4) -0.0011(4) N3 0.0440(15) 0.0349(13) 0.0296(12) -0.0051(10) 0.0131(10) -0.0034(11) N4 0.0569(17) 0.0394(14) 0.0330(12) -0.0082(11) 0.0197(12) -0.0022(12) N1 0.0371(14) 0.0315(13) 0.0316(12) 0.0021(9) 0.0058(10) -0.0033(10) N2 0.0487(16) 0.0237(12) 0.0463(14) -0.0010(10) 0.0134(12) -0.0009(11) N5 0.0377(15) 0.0393(13) 0.0382(13) 0.0020(11) 0.0035(11) -0.0016(11) N6 0.0392(14) 0.0336(13) 0.0273(11) -0.0025(9) 0.0053(10) -0.0048(11) C1 0.0467(19) 0.0300(15) 0.0391(15) -0.0031(12) 0.0103(13) 0.0010(13) C2 0.0343(16) 0.0318(15) 0.0344(14) 0.0027(12) 0.0052(12) 0.0026(12) C3 0.0323(16) 0.0366(16) 0.0397(16) 0.0066(13) 0.0062(12) 0.0025(13) C4 0.052(2) 0.0378(18) 0.0525(19) 0.0136(15) 0.0119(15) 0.0020(15) C5 0.050(2) 0.059(2) 0.0437(18) 0.0203(16) 0.0155(15) 0.0057(17) C6 0.058(2) 0.060(2) 0.0322(16) 0.0016(15) 0.0115(14) -0.0010(17) C7 0.052(2) 0.0450(18) 0.0367(15) -0.0012(14) 0.0046(13) -0.0076(16) C8 0.0304(16) 0.0373(16) 0.0306(14) 0.0048(12) 0.0028(11) 0.0008(12) C9 0.056(2) 0.0460(18) 0.0264(13) -0.0050(12) 0.0120(13) -0.0087(15) C10 0.0504(19) 0.0347(16) 0.0255(13) -0.0019(12) 0.0131(13) -0.0044(14) C11 0.0490(19) 0.0314(15) 0.0312(14) 0.0056(12) 0.0141(13) 0.0030(14) C12 0.056(2) 0.0436(18) 0.0491(18) 0.0071(15) 0.0232(16) 0.0102(16) C13 0.0410(19) 0.051(2) 0.064(2) 0.0198(17) 0.0131(16) 0.0048(16) C14 0.046(2) 0.050(2) 0.0459(18) 0.0037(15) 0.0033(15) -0.0071(15) C15 0.049(2) 0.0440(18) 0.0356(15) -0.0036(13) 0.0094(14) -0.0056(15) C16 0.0409(17) 0.0321(15) 0.0308(13) 0.0039(12) 0.0104(12) -0.0009(13) C17 0.0451(19) 0.0414(18) 0.0369(15) -0.0068(13) -0.0007(13) -0.0074(14) C18 0.0357(18) 0.0359(16) 0.0464(17) 0.0012(13) -0.0016(13) 0.0010(13) C19 0.041(2) 0.049(2) 0.069(2) -0.0105(16) 0.0092(16) -0.0056(16) C20 0.043(2) 0.050(2) 0.095(3) -0.004(2) 0.0188(19) -0.0087(17) C21 0.046(2) 0.064(2) 0.072(2) 0.0028(19) 0.0240(18) -0.0001(17) C22 0.0358(19) 0.057(2) 0.0497(18) -0.0011(15) 0.0082(14) 0.0005(15) O1W 0.0480(13) 0.0412(11) 0.0333(10) 0.0015(8) 0.0065(9) -0.0080(10) O2W 0.079(2) 0.0398(16) 0.122(2) -0.0003(16) 0.0139(18) 0.0053(15) C1W 0.073(8) 0.066(6) 0.069(6) -0.009(5) 0.026(6) -0.008(6) C2W 0.148(13) 0.109(8) 0.086(8) 0.002(6) 0.070(9) 0.017(8) C1W' 0.108(11) 0.059(6) 0.089(9) 0.000(6) 0.016(8) 0.015(6) C2W' 0.105(11) 0.113(10) 0.167(15) 0.008(8) 0.013(10) -0.054(9) _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 Sm1 O1W 2.4943(18) . ? Sm1 N1 2.558(2) . ? Sm1 N3 2.575(2) . ? Sm1 Cl2 2.6967(7) . ? Sm1 N6 2.700(2) . ? Sm1 Cl1 2.7055(7) . ? Sm1 N5 2.728(2) . ? Sm1 Cl3 2.8184(7) . ? N3 C10 1.316(3) . ? N3 C16 1.409(3) . ? N4 C10 1.341(3) . ? N4 C11 1.376(4) . ? N1 C2 1.316(3) . ? N1 C8 1.401(3) . ? N2 C2 1.343(3) . ? N2 C3 1.378(3) . ? N5 C22 1.333(4) . ? N5 C18 1.355(4) . ? N6 C9 1.473(3) . ? N6 C17 1.478(4) . ? N6 C1 1.488(3) . ? C1 C2 1.489(4) . ? C3 C8 1.387(4) . ? C3 C4 1.389(4) . ? C4 C5 1.369(4) . ? C5 C6 1.387(4) . ? C6 C7 1.377(4) . ? C7 C8 1.386(4) . ? C9 C10 1.489(4) . ? C11 C12 1.387(4) . ? C11 C16 1.397(4) . ? C12 C13 1.364(5) . ? C13 C14 1.391(4) . ? C14 C15 1.367(4) . ? C15 C16 1.396(4) . ? C17 C18 1.489(4) . ? C18 C19 1.385(4) . ? C19 C20 1.361(4) . ? C20 C21 1.373(5) . ? C21 C22 1.384(4) . ? O2W C1W 1.486(12) . ? O2W C1W' 1.536(14) . ? C1W C2W 1.522(13) . ? C1W' C2W' 1.455(18) . ? 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 O1W Sm1 N1 71.14(6) . . ? O1W Sm1 N3 79.53(7) . . ? N1 Sm1 N3 93.37(7) . . ? O1W Sm1 Cl2 80.39(5) . . ? N1 Sm1 Cl2 94.90(5) . . ? N3 Sm1 Cl2 154.47(5) . . ? O1W Sm1 N6 121.29(6) . . ? N1 Sm1 N6 66.89(7) . . ? N3 Sm1 N6 64.33(7) . . ? Cl2 Sm1 N6 140.77(5) . . ? O1W Sm1 Cl1 150.68(4) . . ? N1 Sm1 Cl1 137.71(5) . . ? N3 Sm1 Cl1 91.44(5) . . ? Cl2 Sm1 Cl1 98.49(3) . . ? N6 Sm1 Cl1 77.73(5) . . ? O1W Sm1 N5 128.06(6) . . ? N1 Sm1 N5 64.46(7) . . ? N3 Sm1 N5 127.15(7) . . ? Cl2 Sm1 N5 78.00(5) . . ? N6 Sm1 N5 62.85(7) . . ? Cl1 Sm1 N5 79.42(5) . . ? O1W Sm1 Cl3 72.08(4) . . ? N1 Sm1 Cl3 143.18(5) . . ? N3 Sm1 Cl3 78.39(5) . . ? Cl2 Sm1 Cl3 80.55(2) . . ? N6 Sm1 Cl3 134.89(5) . . ? Cl1 Sm1 Cl3 78.81(2) . . ? N5 Sm1 Cl3 146.63(5) . . ? C10 N3 C16 104.5(2) . . ? C10 N3 Sm1 117.67(19) . . ? C16 N3 Sm1 137.85(16) . . ? C10 N4 C11 107.7(2) . . ? C2 N1 C8 104.7(2) . . ? C2 N1 Sm1 116.40(16) . . ? C8 N1 Sm1 132.45(17) . . ? C2 N2 C3 107.3(2) . . ? C22 N5 C18 117.3(3) . . ? C22 N5 Sm1 123.95(19) . . ? C18 N5 Sm1 117.46(19) . . ? C9 N6 C17 108.6(2) . . ? C9 N6 C1 109.2(2) . . ? C17 N6 C1 110.9(2) . . ? C9 N6 Sm1 108.93(15) . . ? C17 N6 Sm1 109.05(16) . . ? C1 N6 Sm1 110.08(14) . . ? N6 C1 C2 111.4(2) . . ? N1 C2 N2 113.1(2) . . ? N1 C2 C1 123.2(2) . . ? N2 C2 C1 123.7(2) . . ? N2 C3 C8 105.6(2) . . ? N2 C3 C4 131.8(3) . . ? C8 C3 C4 122.6(3) . . ? C5 C4 C3 116.7(3) . . ? C4 C5 C6 121.3(3) . . ? C7 C6 C5 122.1(3) . . ? C6 C7 C8 117.3(3) . . ? C7 C8 C3 120.1(3) . . ? C7 C8 N1 130.7(3) . . ? C3 C8 N1 109.2(2) . . ? N6 C9 C10 109.8(2) . . ? N3 C10 N4 113.5(3) . . ? N3 C10 C9 122.6(3) . . ? N4 C10 C9 123.9(2) . . ? N4 C11 C12 132.0(3) . . ? N4 C11 C16 105.4(3) . . ? C12 C11 C16 122.6(3) . . ? C13 C12 C11 116.9(3) . . ? C12 C13 C14 121.4(3) . . ? C15 C14 C13 121.9(3) . . ? C14 C15 C16 118.0(3) . . ? C15 C16 C11 119.1(3) . . ? C15 C16 N3 131.8(2) . . ? C11 C16 N3 109.0(2) . . ? N6 C17 C18 112.2(2) . . ? N5 C18 C19 121.9(3) . . ? N5 C18 C17 116.7(3) . . ? C19 C18 C17 121.4(3) . . ? C20 C19 C18 119.5(3) . . ? C19 C20 C21 119.4(3) . . ? C20 C21 C22 118.3(3) . . ? N5 C22 C21 123.5(3) . . ? C1W O2W C1W' 36.9(5) . . ? O2W C1W C2W 110.4(13) . . ? C2W' C1W' O2W 104.8(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 O1W Sm1 N3 C10 -147.5(2) . . . . ? N1 Sm1 N3 C10 -77.4(2) . . . . ? Cl2 Sm1 N3 C10 173.81(14) . . . . ? N6 Sm1 N3 C10 -15.11(18) . . . . ? Cl1 Sm1 N3 C10 60.53(19) . . . . ? N5 Sm1 N3 C10 -17.3(2) . . . . ? Cl3 Sm1 N3 C10 138.8(2) . . . . ? O1W Sm1 N3 C16 30.4(2) . . . . ? N1 Sm1 N3 C16 100.5(3) . . . . ? Cl2 Sm1 N3 C16 -8.2(3) . . . . ? N6 Sm1 N3 C16 162.8(3) . . . . ? Cl1 Sm1 N3 C16 -121.5(2) . . . . ? N5 Sm1 N3 C16 160.7(2) . . . . ? Cl3 Sm1 N3 C16 -43.2(2) . . . . ? O1W Sm1 N1 C2 139.9(2) . . . . ? N3 Sm1 N1 C2 62.2(2) . . . . ? Cl2 Sm1 N1 C2 -141.99(19) . . . . ? N6 Sm1 N1 C2 1.98(18) . . . . ? Cl1 Sm1 N1 C2 -33.7(2) . . . . ? N5 Sm1 N1 C2 -67.79(19) . . . . ? Cl3 Sm1 N1 C2 137.24(16) . . . . ? O1W Sm1 N1 C8 -73.0(2) . . . . ? N3 Sm1 N1 C8 -150.8(2) . . . . ? Cl2 Sm1 N1 C8 5.1(2) . . . . ? N6 Sm1 N1 C8 149.0(2) . . . . ? Cl1 Sm1 N1 C8 113.4(2) . . . . ? N5 Sm1 N1 C8 79.3(2) . . . . ? Cl3 Sm1 N1 C8 -75.7(3) . . . . ? O1W Sm1 N5 C22 -45.1(3) . . . . ? N1 Sm1 N5 C22 -79.1(2) . . . . ? N3 Sm1 N5 C22 -152.8(2) . . . . ? Cl2 Sm1 N5 C22 22.4(2) . . . . ? N6 Sm1 N5 C22 -154.9(2) . . . . ? Cl1 Sm1 N5 C22 123.5(2) . . . . ? Cl3 Sm1 N5 C22 73.5(2) . . . . ? O1W Sm1 N5 C18 121.60(19) . . . . ? N1 Sm1 N5 C18 87.6(2) . . . . ? N3 Sm1 N5 C18 13.9(2) . . . . ? Cl2 Sm1 N5 C18 -170.9(2) . . . . ? N6 Sm1 N5 C18 11.74(19) . . . . ? Cl1 Sm1 N5 C18 -69.79(19) . . . . ? Cl3 Sm1 N5 C18 -119.82(19) . . . . ? O1W Sm1 N6 C9 89.46(18) . . . . ? N1 Sm1 N6 C9 137.34(19) . . . . ? N3 Sm1 N6 C9 31.32(17) . . . . ? Cl2 Sm1 N6 C9 -154.74(15) . . . . ? Cl1 Sm1 N6 C9 -66.32(17) . . . . ? N5 Sm1 N6 C9 -150.60(19) . . . . ? Cl3 Sm1 N6 C9 -6.1(2) . . . . ? O1W Sm1 N6 C17 -152.16(15) . . . . ? N1 Sm1 N6 C17 -104.28(17) . . . . ? N3 Sm1 N6 C17 149.70(18) . . . . ? Cl2 Sm1 N6 C17 -36.36(19) . . . . ? Cl1 Sm1 N6 C17 52.06(15) . . . . ? N5 Sm1 N6 C17 -32.22(16) . . . . ? Cl3 Sm1 N6 C17 112.26(16) . . . . ? O1W Sm1 N6 C1 -30.23(19) . . . . ? N1 Sm1 N6 C1 17.65(16) . . . . ? N3 Sm1 N6 C1 -88.37(17) . . . . ? Cl2 Sm1 N6 C1 85.57(18) . . . . ? Cl1 Sm1 N6 C1 173.99(17) . . . . ? N5 Sm1 N6 C1 89.71(17) . . . . ? Cl3 Sm1 N6 C1 -125.81(15) . . . . ? C9 N6 C1 C2 -153.5(2) . . . . ? C17 N6 C1 C2 86.8(3) . . . . ? Sm1 N6 C1 C2 -34.0(3) . . . . ? C8 N1 C2 N2 1.0(3) . . . . ? Sm1 N1 C2 N2 156.48(18) . . . . ? C8 N1 C2 C1 -179.5(3) . . . . ? Sm1 N1 C2 C1 -24.0(3) . . . . ? C3 N2 C2 N1 -0.7(3) . . . . ? C3 N2 C2 C1 179.8(3) . . . . ? N6 C1 C2 N1 41.4(4) . . . . ? N6 C1 C2 N2 -139.1(3) . . . . ? C2 N2 C3 C8 0.1(3) . . . . ? C2 N2 C3 C4 -179.1(3) . . . . ? N2 C3 C4 C5 177.3(3) . . . . ? C8 C3 C4 C5 -1.8(4) . . . . ? C3 C4 C5 C6 0.6(5) . . . . ? C4 C5 C6 C7 0.5(5) . . . . ? C5 C6 C7 C8 -0.4(5) . . . . ? C6 C7 C8 C3 -0.8(4) . . . . ? C6 C7 C8 N1 -178.1(3) . . . . ? N2 C3 C8 C7 -177.4(3) . . . . ? C4 C3 C8 C7 2.0(4) . . . . ? N2 C3 C8 N1 0.5(3) . . . . ? C4 C3 C8 N1 179.8(3) . . . . ? C2 N1 C8 C7 176.6(3) . . . . ? Sm1 N1 C8 C7 26.9(4) . . . . ? C2 N1 C8 C3 -0.9(3) . . . . ? Sm1 N1 C8 C3 -150.63(19) . . . . ? C17 N6 C9 C10 -163.0(2) . . . . ? C1 N6 C9 C10 75.9(3) . . . . ? Sm1 N6 C9 C10 -44.4(3) . . . . ? C16 N3 C10 N4 -0.3(3) . . . . ? Sm1 N3 C10 N4 178.26(17) . . . . ? C16 N3 C10 C9 177.5(2) . . . . ? Sm1 N3 C10 C9 -4.0(3) . . . . ? C11 N4 C10 N3 0.0(3) . . . . ? C11 N4 C10 C9 -177.8(2) . . . . ? N6 C9 C10 N3 35.0(4) . . . . ? N6 C9 C10 N4 -147.5(3) . . . . ? C10 N4 C11 C12 -178.7(3) . . . . ? C10 N4 C11 C16 0.4(3) . . . . ? N4 C11 C12 C13 179.3(3) . . . . ? C16 C11 C12 C13 0.3(4) . . . . ? C11 C12 C13 C14 -0.5(5) . . . . ? C12 C13 C14 C15 1.2(5) . . . . ? C13 C14 C15 C16 -1.5(5) . . . . ? C14 C15 C16 C11 1.2(4) . . . . ? C14 C15 C16 N3 -177.9(3) . . . . ? N4 C11 C16 C15 -179.8(2) . . . . ? C12 C11 C16 C15 -0.6(4) . . . . ? N4 C11 C16 N3 -0.6(3) . . . . ? C12 C11 C16 N3 178.6(2) . . . . ? C10 N3 C16 C15 179.7(3) . . . . ? Sm1 N3 C16 C15 1.5(5) . . . . ? C10 N3 C16 C11 0.6(3) . . . . ? Sm1 N3 C16 C11 -177.57(18) . . . . ? C9 N6 C17 C18 171.3(2) . . . . ? C1 N6 C17 C18 -68.7(3) . . . . ? Sm1 N6 C17 C18 52.8(2) . . . . ? C22 N5 C18 C19 -2.7(4) . . . . ? Sm1 N5 C18 C19 -170.3(2) . . . . ? C22 N5 C18 C17 179.0(3) . . . . ? Sm1 N5 C18 C17 11.4(3) . . . . ? N6 C17 C18 N5 -44.3(3) . . . . ? N6 C17 C18 C19 137.4(3) . . . . ? N5 C18 C19 C20 1.9(5) . . . . ? C17 C18 C19 C20 -179.9(3) . . . . ? C18 C19 C20 C21 0.5(5) . . . . ? C19 C20 C21 C22 -2.0(5) . . . . ? C18 N5 C22 C21 1.2(5) . . . . ? Sm1 N5 C22 C21 167.9(2) . . . . ? C20 C21 C22 N5 1.1(5) . . . . ? C1W' O2W C1W C2W 7.0(9) . . . . ? C1W O2W C1W' C2W' 7.7(10) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.07 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.585 _refine_diff_density_min -0.692 _refine_diff_density_rms 0.078 #======================================================END