# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_(I) #======================================================================= # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_iupac ? _chemical_formula_sum 'C8 H18 N4 Nd2 O20' _chemical_formula_weight 778.7 _chemical_melting_point ? _chemical_compound_source ? _chemical_absolute_configuration . #======================================================================= # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/m 1' _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,y,-z 3 -x,-y,-z 4 x,-y,z 5 1/2+x,1/2+y,z 6 1/2-x,1/2+y,-z 7 1/2-x,1/2-y,-z 8 1/2+x,1/2-y,z _cell_length_a 16.315(4) _cell_length_b 12.127(3) _cell_length_c 11.430(2) _cell_angle_alpha 90 _cell_angle_beta 116.638(4) _cell_angle_gamma 90 _cell_volume 2021.4(7) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9149 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 34.96 _cell_measurement_temperature 296 _cell_special_details ; ? ; _exptl_crystal_density_diffrn 2.558 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_F_000 1468 _exptl_absorpt_coefficient_mu 5.191 _exptl_crystal_description plate _exptl_crystal_size_max 0.077 _exptl_crystal_size_mid 0.047 _exptl_crystal_size_min 0.005 _exptl_crystal_size_rad ? _exptl_crystal_colour 'pale violet' _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min 0.6527 _exptl_absorpt_correction_T_max 0.7478 #======================================================================= # 7. EXPERIMENTAL DATA _exptl_special_details ? _diffrn_ambient_temperature 296(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_detector_area_resol_mean ? _diffrn_measurement_method '\f and \w scans' _diffrn_reflns_number 47511 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 39.55 _diffrn_reflns_theta_full 35.65 _diffrn_measured_fraction_theta_max 0.96 _diffrn_measured_fraction_theta_full 1 _diffrn_reflns_av_R_equivalents 0.0578 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_reduction_process ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? #======================================================================= # 8. REFINEMENT DATA _refine_special_details ; ? ; _reflns_number_total 5984 _reflns_number_gt 4231 _reflns_threshold_expression I>3\s(I) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0313 _refine_ls_wR_factor_gt 0.0295 _refine_ls_R_factor_all 0.0559 _refine_ls_wR_factor_ref 0.0306 _refine_ls_goodness_of_fit_ref 1.98 _refine_ls_goodness_of_fit_gt 2.28 _refine_ls_restrained_S_gt ? _refine_ls_restrained_S_all ? _refine_ls_number_reflns 5984 _refine_ls_number_parameters 174 _refine_ls_number_restraints 3 _refine_ls_number_constraints 26 _refine_ls_weighting_scheme sigma _refine_ls_weighting_details w=1/\s^2^(F) _refine_ls_hydrogen_treatment mixed _refine_ls_shift/su_max 0.0362 _refine_ls_shift/su_mean 0.0016 _refine_diff_density_max 0.10 _refine_diff_density_min -0.19 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_abs_structure_Rogers ? loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c C 0.0033 0.0016 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 2.31 20.843901 1.02 10.2075 1.5886 0.5687 0.865 51.651199 0.2156 H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 0.493002 10.5109 0.322912 26.1257 0.140191 3.14236 0.04081 57.799702 0.003038 N 0.0061 0.0033 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 12.2126 0.0057 3.1322 9.8933 2.0125 28.997499 1.1663 0.5826 -11.529 Nd -0.1943 3.0179 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 22.6845 2.66248 19.6847 0.210628 12.774 15.885 2.85137 137.903 1.98486 O 0.0106 0.0060 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.867 32.908901 0.2508 _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement ? _computing_molecular_graphics ? _computing_publication_material ? #======================================================================= # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_adp_type _atom_site_U_iso_or_equiv _atom_site_symmetry_multiplicity _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Nd1 Nd 0.109653(14) 0 0.19499(2) Uani 0.01394(7) 4 1 d . . . Nd2 Nd 0.286967(14) 0 0.81338(2) Uani 0.01410(7) 4 1 d . . . O2 O 0.19962(19) 0 0.9427(3) Uani 0.0216(11) 4 1 d . . . O1 O -0.06312(19) 0 0.0523(3) Uani 0.0189(10) 4 1 d . . . O4 O 0.1177(2) 0 0.6848(3) Uani 0.0263(12) 4 1 d . . . O3 O 0.01818(20) 0 0.3165(3) Uani 0.0272(12) 4 1 d . . . C1 C 0.1141(3) 0 0.8920(4) Uani 0.0156(13) 4 1 d . . . O5 O 0.05132(14) 0.19281(16) 0.1530(2) Uani 0.0231(8) 8 1 d . . . O6 O 0.41524(13) 0.13053(16) 0.8591(2) Uani 0.0224(8) 8 1 d . . . C3 C 0.10198(18) 0.2687(2) 0.1482(3) Uani 0.0166(9) 8 1 d . . . O8 O 0.25838(15) 0.19098(16) 0.8608(2) Uani 0.0263(9) 8 1 d . . . O7 O 0.21369(14) 0.13326(16) 0.1660(2) Uani 0.0224(8) 8 1 d . . . N1 N 0.4011(3) 0 1.0721(4) Uani 0.0284(16) 4 1 d . . . C4 C 0.30636(19) 0.2663(2) 0.8490(3) Uani 0.0172(10) 8 1 d . . . C2 C -0.0659(3) 0 0.2591(4) Uani 0.0197(14) 4 1 d . . . O10 O 0.25176(16) -0.10982(17) 0.6158(2) Uani 0.0287(9) 8 1 d . . . O9 O 0.19382(18) 0.10943(18) 0.3983(2) Uani 0.0352(10) 8 1 d . . . N2 N 0.3670(3) 0 1.1700(4) Uani 0.0332(16) 4 1 d . . . C5 C 0.2233(2) 0.0634(2) 0.5068(3) Uani 0.0220(10) 8 1 d . . . Ow1 O 0.08242(19) 0.2691(3) 0.7809(4) Uani 0.0518(15) 8 1 d . . . Ow2 O 0.5295(4) 0 1.3904(6) Uani 0.088(3) 4 1 d . . . N3 N 0.6108(3) 0.2102(3) 1.4976(4) Uiso 0.0746(12) 8 0.5 d . . . Ow3 O 0.6108(3) 0.2102(3) 1.4976(4) Uiso 0.0746(12) 8 0.5 d . . . N4 N 0.5381(4) 0.2939(5) 1.4960(7) Uiso 0.0449(16) 8 0.5 d . . . H1n1 H 0.441571 -0.052146 1.089747 Uiso 0.0341 8 1 d . . . H1n2 H 0.413097 0 1.247861 Uiso 0.0398 4 1 d . . . H2n2 H 0.333796 0.058575 1.16036 Uiso 0.0398 8 1 d . . . H1ow2 H 0.556(4) -0.059(3) 1.402(6) Uiso 0.132 8 1 d . . . H1ow1 H 0.048(3) 0.249(4) 0.813(5) Uiso 0.0777 8 1 d . . . H2ow1 H 0.1339(15) 0.242(4) 0.820(4) Uiso 0.0777 8 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_type_symbol _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Nd1 Nd 0.01416(10) 0.01296(9) 0.01519(10) 0 0.00701(8) 0 Nd2 Nd 0.01401(10) 0.01272(9) 0.01635(11) 0 0.00750(8) 0 O2 O 0.0152(14) 0.0286(15) 0.0204(15) 0 0.0073(12) 0 O1 O 0.0183(14) 0.0232(14) 0.0176(14) 0 0.0102(12) 0 O4 O 0.0178(15) 0.050(2) 0.0146(14) 0 0.0108(12) 0 O3 O 0.0145(14) 0.048(2) 0.0196(16) 0 0.0085(12) 0 C1 C 0.0171(18) 0.0128(16) 0.0187(19) 0 0.0097(15) 0 O5 O 0.0183(10) 0.0180(9) 0.0347(13) -0.0020(8) 0.0135(9) 0.0033(9) O6 O 0.0174(10) 0.0159(9) 0.0316(12) 0.0001(7) 0.0090(9) 0.0029(9) C3 C 0.0151(12) 0.0176(12) 0.0135(12) -0.0001(9) 0.0032(10) 0.0011(10) O8 O 0.0280(12) 0.0170(9) 0.0444(14) -0.0041(8) 0.0255(11) -0.0026(9) O7 O 0.0225(11) 0.0157(9) 0.0343(13) -0.0001(8) 0.0176(10) -0.0020(9) N1 N 0.028(2) 0.0240(18) 0.044(2) 0 0.0256(19) 0 C4 C 0.0189(13) 0.0169(12) 0.0188(13) -0.0012(10) 0.0110(11) -0.0013(10) C2 C 0.0187(19) 0.0217(19) 0.0178(19) 0 0.0074(16) 0 O10 O 0.0437(14) 0.0221(10) 0.0176(11) 0.0067(10) 0.0112(10) 0.0012(8) O9 O 0.0516(16) 0.0256(11) 0.0176(11) -0.0126(11) 0.0059(11) 0.0022(9) N2 N 0.034(2) 0.0232(19) 0.035(2) 0 0.0087(19) 0 C5 C 0.0211(14) 0.0220(13) 0.0211(14) -0.0037(11) 0.0078(12) -0.0008(11) Ow1 O 0.0340(16) 0.0461(16) 0.083(2) 0.0039(13) 0.0333(17) 0.0082(16) Ow2 O 0.064(3) 0.051(3) 0.088(4) 0 -0.020(3) 0 #======================================================================= # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Nd1 O1 . . 2.546(3) ? Nd1 O1 . 2_555 2.577(3) ? Nd1 O3 . . 2.452(4) ? Nd1 O5 . . 2.489(2) ? Nd1 O5 . 4_555 2.489(2) ? Nd1 O7 . . 2.471(2) ? Nd1 O7 . 4_555 2.471(2) ? Nd1 O9 . . 2.487(2) ? Nd1 O9 . 4_555 2.487(2) ? Nd2 O2 . . 2.471(4) ? Nd2 O4 . . 2.479(3) ? Nd2 O6 . . 2.486(2) ? Nd2 O6 . 4_555 2.486(2) ? Nd2 O8 . . 2.470(2) ? Nd2 O8 . 4_555 2.470(2) ? Nd2 N1 . . 2.697(4) ? Nd2 O10 . . 2.458(2) ? Nd2 O10 . 4_555 2.458(2) ? C1 O2 . . 1.248(5) ? C1 O1 . 2_556 1.254(6) ? C1 O4 . . 2.396(6) ? C1 O3 . 2_556 2.393(4) ? C3 O5 . . 1.255(4) ? C3 O6 . 7_556 1.248(3) ? C3 O8 . 7_556 2.377(4) ? C3 O7 . . 2.393(4) ? N1 N2 . . 1.456(7) ? C4 O5 . 7_556 2.384(4) ? C4 O6 . . 2.387(4) ? C4 O8 . . 1.250(4) ? C4 O7 . 7_556 1.252(3) ? C2 O2 . 2_556 2.359(4) ? C2 O1 . . 2.385(6) ? C2 O4 . 2_556 1.269(7) ? C2 O3 . . 1.228(5) ? C5 O10 . . 2.380(4) ? C5 O10 . 4_555 1.252(4) ? C5 O9 . . 1.243(4) ? C5 O9 . 4_555 2.372(4) ? N3 N4 . . 1.555(9) ? N3 N4 . 2_658 2.665(9) ? N4 N4 . 2_658 1.288(11) ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag ? ? ? ? ? ? ? ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag ? ? ? ? ? ? ? ? ? ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag ? ? ? ? ? ? ? ? ? ? ? #======================================================================= _database_code_depnum_ccdc_archive 'CCDC 959104'