# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_sad _audit_creation_date 2013-11-15 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety '0.5(C66 H112 La8 N12 O62), 1.5(H12 O6), 0.5(O6)' _chemical_formula_sum 'C33 H80 La4 N6 O43' _chemical_formula_weight 1804.67 _chemical_melting_point ? 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' La La -0.2871 2.4523 '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' _space_group_crystal_system trigonal _space_group_IT_number 147 _space_group_name_H-M_alt 'P -3' _space_group_name_Hall '-P 3' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-y, x-y, z' 3 '-x+y, -x, z' 4 '-x, -y, -z' 5 'y, -x+y, -z' 6 'x-y, x, -z' _cell_length_a 20.0876(3) _cell_length_b 20.0876(3) _cell_length_c 9.0176(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3151.21(10) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4508 _cell_measurement_theta_min 3.04 _cell_measurement_theta_max 27.5 _exptl_absorpt_coefficient_mu 2.764 _exptl_absorpt_correction_T_max 0.6819 _exptl_absorpt_correction_T_min 0.5450 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.902 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description hexagonal _exptl_crystal_F_000 1784 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0617 _diffrn_reflns_av_unetI/netI 0.0450 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 25543 _diffrn_reflns_theta_full 27.50 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 3.04 _diffrn_ambient_temperature 173.15 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method ? _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 4176 _reflns_number_total 4789 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) (compiled Dec 3 2012,18:21:49) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 2.438 _refine_diff_density_min -1.898 _refine_diff_density_rms 0.166 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 295 _refine_ls_number_reflns 4789 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0630 _refine_ls_R_factor_gt 0.0518 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0550P)^2^+18.8406P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1166 _refine_ls_wR_factor_ref 0.1221 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 La1 La 0.887714(19) 0.39769(2) 0.50058(3) 0.02044(12) Uani 1 1 d . . . La2 La 0.6667 0.3333 0.28423(6) 0.01924(15) Uani 1 3 d S . . C1 C 0.9811(3) 0.4248(4) 0.8586(6) 0.0256(13) Uani 1 1 d . . . H1A H 1.0107 0.4106 0.9264 0.031 Uiso 1 1 calc R . . H1B H 0.9569 0.4482 0.9190 0.031 Uiso 1 1 calc R . . C2 C 1.0361(3) 0.4841(4) 0.7479(6) 0.0229(12) Uani 1 1 d . . . C3 C 0.8510(4) 0.3209(4) 0.8807(6) 0.0298(14) Uani 1 1 d . . . H3A H 0.8520 0.3614 0.9450 0.036 Uiso 1 1 calc R . . H3B H 0.8516 0.2815 0.9458 0.036 Uiso 1 1 calc R . . C4 C 0.7774(4) 0.2842(4) 0.7916(7) 0.0275(13) Uani 1 1 d . . . C5 C 0.7725(4) 0.1938(4) 0.4490(7) 0.0275(13) Uani 1 1 d . . . H5A H 0.7562 0.1740 0.5510 0.033 Uiso 1 1 calc R . . H5B H 0.7591 0.1494 0.3832 0.033 Uiso 1 1 calc R . . C6 C 0.7301(3) 0.2346(3) 0.3983(6) 0.0225(12) Uani 1 1 d . . . C7 C 0.8847(4) 0.2521(4) 0.2931(7) 0.0318(15) Uani 1 1 d . . . H7A H 0.8493 0.2570 0.2236 0.038 Uiso 1 1 d R . . H7B H 0.8853 0.2045 0.2675 0.038 Uiso 1 1 d R . . C8 C 0.9650(4) 0.3207(4) 0.2740(7) 0.0340(15) Uani 1 1 d . . . C9 C 0.9477(4) 0.2989(4) 0.7707(7) 0.0315(14) Uani 1 1 d . . . H9A H 0.9633 0.2904 0.8698 0.038 Uiso 1 1 calc R . . H9B H 0.9944 0.3228 0.7079 0.038 Uiso 1 1 calc R . . C10 C 0.8924(4) 0.2205(4) 0.7049(7) 0.0336(15) Uani 1 1 d . . . H10A H 0.9029 0.1821 0.7513 0.040 Uiso 1 1 calc R . . H10B H 0.8395 0.2071 0.7332 0.040 Uiso 1 1 calc R . . C11 C 0.8947(4) 0.2129(4) 0.5379(7) 0.0330(15) Uani 1 1 d . . . H11A H 0.9492 0.2378 0.5070 0.040 Uiso 1 1 calc R . . H11B H 0.8709 0.1575 0.5137 0.040 Uiso 1 1 calc R . . N1 N 0.9208(3) 0.3553(3) 0.7877(5) 0.0246(11) Uani 1 1 d . . . N2 N 0.8559(3) 0.2457(3) 0.4465(5) 0.0253(11) Uani 1 1 d . . . O1 O 1.0205(2) 0.4693(3) 0.6104(4) 0.0238(9) Uani 1 1 d . . . O2 O 1.0911(2) 0.5449(3) 0.7927(5) 0.0280(10) Uani 1 1 d . . . O3 O 0.7806(3) 0.3095(3) 0.6629(5) 0.0356(11) Uani 1 1 d . . . O4 O 0.7172(3) 0.2319(3) 0.8501(5) 0.0380(12) Uani 1 1 d . . . O5 O 0.7708(2) 0.3028(2) 0.3491(4) 0.0222(8) Uani 1 1 d . . . O6 O 0.6588(2) 0.2030(2) 0.4053(5) 0.0249(9) Uani 1 1 d . . . O7 O 0.9830(3) 0.3776(3) 0.3578(5) 0.0317(10) Uani 1 1 d . . . O8 O 1.0072(4) 0.3183(4) 0.1759(7) 0.0584(17) Uani 1 1 d . . . O1W O 0.8874(3) 0.4880(3) 0.6959(5) 0.0296(10) Uani 1 1 d D . . H1WA H 0.920(3) 0.5361(10) 0.695(8) 0.035 Uiso 1 1 d D . . H1WB H 0.848(2) 0.480(3) 0.745(7) 0.035 Uiso 1 1 d D . . O2W O 0.6376(3) 0.2332(2) 0.0895(5) 0.0302(10) Uani 1 1 d D . . H2WA H 0.667(3) 0.237(3) 0.019(6) 0.036 Uiso 1 1 d D . . H2WB H 0.613(4) 0.1870(14) 0.120(7) 0.036 Uiso 1 1 d D . . O3W O 0.6667 0.3333 0.5591(9) 0.0324(18) Uani 1 3 d SD . . H3W H 0.629(4) 0.312(7) 0.618(9) 0.039 Uiso 0.67 1 d PD . . O4W O 1.1298(5) 0.3839(6) -0.0446(12) 0.100(3) Uani 1 1 d D . . H4WA H 1.126(7) 0.365(7) -0.131(6) 0.120 Uiso 1 1 d D . . H4WB H 1.088(4) 0.357(7) 0.002(12) 0.120 Uiso 1 1 d D . . O5W O 1.0708(9) 0.2193(9) -0.154(2) 0.173(6) Uani 1 1 d G . . H5WA H 1.0335 0.1754 -0.1850 0.259 Uiso 1 1 d G . . H5WB H 1.0648 0.2245 -0.0599 0.259 Uiso 1 1 d G . . O6W O 0.9990(8) 0.1854(8) 0.105(2) 0.176(6) Uani 1 1 d GD . . H6WA H 1.0048 0.2302 0.1268 0.264 Uiso 1 1 d GD . . H6WB H 0.9556 0.1594 0.0579 0.264 Uiso 1 1 d GD . . O7W O 1.057(2) 0.1387(13) 0.327(3) 0.186(16) Uani 0.45 1 d P A 1 O7W' O 1.1436(13) 0.1192(11) 0.422(3) 0.158(10) Uani 0.55 1 d P 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 La1 0.01781(18) 0.0286(2) 0.01307(17) 0.00074(13) 0.00164(12) 0.01027(15) La2 0.0223(2) 0.0223(2) 0.0130(3) 0.000 0.000 0.01117(10) C1 0.020(3) 0.034(3) 0.014(3) 0.001(2) -0.001(2) 0.007(3) C2 0.019(3) 0.033(3) 0.018(3) 0.003(2) 0.000(2) 0.015(3) C3 0.032(3) 0.032(3) 0.012(3) 0.001(2) 0.003(2) 0.006(3) C4 0.030(3) 0.031(3) 0.018(3) -0.006(2) 0.005(2) 0.012(3) C5 0.033(3) 0.029(3) 0.023(3) 0.001(3) 0.000(3) 0.018(3) C6 0.029(3) 0.024(3) 0.014(3) -0.004(2) -0.003(2) 0.012(3) C7 0.041(4) 0.046(4) 0.021(3) -0.005(3) -0.001(3) 0.031(3) C8 0.040(4) 0.044(4) 0.023(3) 0.005(3) 0.009(3) 0.025(3) C9 0.032(3) 0.038(4) 0.027(3) 0.003(3) -0.006(3) 0.019(3) C10 0.044(4) 0.037(4) 0.025(3) 0.008(3) -0.003(3) 0.024(3) C11 0.042(4) 0.039(4) 0.027(3) 0.000(3) -0.005(3) 0.028(3) N1 0.023(3) 0.032(3) 0.012(2) -0.001(2) -0.0003(19) 0.008(2) N2 0.031(3) 0.033(3) 0.019(2) 0.003(2) 0.001(2) 0.021(2) O1 0.020(2) 0.035(2) 0.0131(19) 0.0060(17) 0.0000(15) 0.0105(18) O2 0.019(2) 0.034(2) 0.023(2) -0.0012(18) -0.0014(17) 0.0074(19) O3 0.024(2) 0.053(3) 0.017(2) 0.007(2) 0.0045(18) 0.009(2) O4 0.029(2) 0.037(3) 0.021(2) -0.005(2) 0.0058(19) -0.003(2) O5 0.022(2) 0.025(2) 0.019(2) 0.0023(16) -0.0002(16) 0.0111(18) O6 0.026(2) 0.025(2) 0.023(2) 0.0007(17) 0.0008(17) 0.0111(18) O7 0.032(2) 0.041(3) 0.025(2) 0.002(2) 0.0052(19) 0.020(2) O8 0.060(4) 0.068(4) 0.050(3) -0.002(3) 0.027(3) 0.035(3) O1W 0.025(2) 0.037(3) 0.026(2) -0.002(2) 0.0067(19) 0.015(2) O2W 0.040(3) 0.023(2) 0.021(2) -0.0005(18) 0.0111(19) 0.011(2) O3W 0.038(3) 0.038(3) 0.021(4) 0.000 0.000 0.0191(15) O4W 0.066(5) 0.122(8) 0.107(7) -0.040(6) -0.035(5) 0.044(5) O5W 0.139(12) 0.129(11) 0.253(18) 0.030(11) 0.073(12) 0.069(9) O6W 0.138(11) 0.123(11) 0.28(2) -0.062(11) 0.028(12) 0.077(9) O7W 0.26(4) 0.069(15) 0.13(2) 0.006(15) -0.02(2) 0.007(19) O7W' 0.115(16) 0.082(13) 0.28(3) -0.009(16) 0.004(18) 0.054(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La1 C2 3.061(6) 4_766 ? La1 N1 2.904(5) . ? La1 N2 2.831(5) . ? La1 O1 2.571(4) 4_766 ? La1 O1 2.515(4) . ? La1 O2 2.831(4) 4_766 ? La1 O3 2.470(4) . ? La1 O5 2.557(4) . ? La1 O6 2.747(4) 2_655 ? La1 O7 2.501(4) . ? La1 O1W 2.531(4) . ? La2 C6 3.023(6) . ? La2 C6 3.023(6) 2_655 ? La2 O5 2.525(4) 3_665 ? La2 O5 2.525(4) 2_655 ? La2 O5 2.525(4) . ? La2 O6 2.766(4) 3_665 ? La2 O6 2.766(4) 2_655 ? La2 O6 2.766(4) . ? La2 O2W 2.509(4) . ? La2 O2W 2.509(4) 3_665 ? La2 O2W 2.509(4) 2_655 ? La2 O3W 2.479(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C1 C2 1.523(8) . ? C1 N1 1.461(8) . ? C2 La1 3.061(6) 4_766 ? C2 O1 1.277(7) . ? C2 O2 1.236(7) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C3 C4 1.512(9) . ? C3 N1 1.475(8) . ? C4 O3 1.255(8) . ? C4 O4 1.255(8) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C5 C6 1.519(9) . ? C5 N2 1.465(8) . ? C6 O5 1.273(7) . ? C6 O6 1.246(7) . ? C7 H7A 0.9895 . ? C7 H7B 0.9903 . ? C7 C8 1.519(10) . ? C7 N2 1.480(8) . ? C8 O7 1.263(8) . ? C8 O8 1.242(8) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C9 C10 1.521(10) . ? C9 N1 1.488(9) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C10 C11 1.517(9) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C11 N2 1.496(8) . ? O1 La1 2.571(4) 4_766 ? O2 La1 2.831(4) 4_766 ? O6 La1 2.747(4) 3_665 ? O1W H1WA 0.853(10) . ? O1W H1WB 0.850(10) . ? O2W H2WA 0.850(10) . ? O2W H2WB 0.850(10) . ? O3W H3W 0.849(10) . ? O4W H4WA 0.851(10) . ? O4W H4WB 0.851(10) . ? O5W H5WA 0.8695 . ? O5W H5WB 0.8700 . ? O6W H6WA 0.8701 . ? O6W H6WB 0.8699 . ? 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 La1 C2 141.34(15) . 4_766 ? N2 La1 C2 117.78(16) . 4_766 ? N2 La1 N1 78.41(15) . . ? N2 La1 O2 100.68(14) . 4_766 ? O1 La1 C2 24.27(14) 4_766 4_766 ? O1 La1 C2 82.43(14) . 4_766 ? O1 La1 N1 120.06(13) 4_766 . ? O1 La1 N1 58.95(13) . . ? O1 La1 N2 135.32(14) 4_766 . ? O1 La1 N2 106.75(15) . . ? O1 La1 O1 63.52(15) . 4_766 ? O1 La1 O2 47.90(12) 4_766 4_766 ? O1 La1 O2 103.56(12) . 4_766 ? O1 La1 O5 162.34(14) . . ? O1 La1 O6 128.25(13) . 2_655 ? O1 La1 O6 73.80(13) 4_766 2_655 ? O1 La1 O1W 72.39(14) . . ? O2 La1 C2 23.81(14) 4_766 4_766 ? O2 La1 N1 160.46(13) 4_766 . ? O3 La1 C2 155.34(16) . 4_766 ? O3 La1 N1 60.44(14) . . ? O3 La1 N2 71.49(16) . . ? O3 La1 O1 118.14(14) . . ? O3 La1 O1 153.00(16) . 4_766 ? O3 La1 O2 138.18(13) . 4_766 ? O3 La1 O5 68.63(14) . . ? O3 La1 O6 87.96(15) . 2_655 ? O3 La1 O7 130.68(17) . . ? O3 La1 O1W 77.77(16) . . ? O5 La1 C2 95.96(14) . 4_766 ? O5 La1 N1 121.16(13) . . ? O5 La1 N2 58.41(14) . . ? O5 La1 O1 118.74(12) . 4_766 ? O5 La1 O2 72.51(12) . 4_766 ? O5 La1 O6 65.92(13) . 2_655 ? O6 La1 C2 67.82(14) 2_655 4_766 ? O6 La1 N1 134.49(14) 2_655 . ? O6 La1 N2 124.32(14) 2_655 . ? O6 La1 O2 62.04(12) 2_655 4_766 ? O7 La1 C2 67.79(15) . 4_766 ? O7 La1 N1 96.08(15) . . ? O7 La1 N2 61.03(15) . . ? O7 La1 O1 76.00(15) . 4_766 ? O7 La1 O1 67.49(15) . . ? O7 La1 O2 67.28(14) . 4_766 ? O7 La1 O5 95.54(14) . . ? O7 La1 O6 129.14(14) . 2_655 ? O7 La1 O1W 138.61(15) . . ? O1W La1 C2 97.65(16) . 4_766 ? O1W La1 N1 70.87(15) . . ? O1W La1 N2 144.35(15) . . ? O1W La1 O1 77.52(14) . 4_766 ? O1W La1 O2 114.33(14) . 4_766 ? O1W La1 O5 125.15(14) . . ? O1W La1 O6 70.96(14) . 2_655 ? C6 La2 C6 109.04(11) . 2_655 ? O5 La2 C6 90.35(15) . 2_655 ? O5 La2 C6 131.87(14) 2_655 . ? O5 La2 C6 90.35(15) 3_665 . ? O5 La2 C6 24.48(15) . . ? O5 La2 C6 131.87(14) 3_665 2_655 ? O5 La2 C6 24.48(15) 2_655 2_655 ? O5 La2 O5 114.80(7) . 2_655 ? O5 La2 O5 114.80(7) . 3_665 ? O5 La2 O5 114.80(7) 3_665 2_655 ? O5 La2 O6 48.82(13) 3_665 3_665 ? O5 La2 O6 142.22(13) 3_665 2_655 ? O5 La2 O6 142.22(13) . 3_665 ? O5 La2 O6 48.82(13) 2_655 2_655 ? O5 La2 O6 66.03(13) . 2_655 ? O5 La2 O6 142.22(13) 2_655 . ? O5 La2 O6 66.03(13) 3_665 . ? O5 La2 O6 48.82(13) . . ? O5 La2 O6 66.03(13) 2_655 3_665 ? O6 La2 C6 125.56(14) . 2_655 ? O6 La2 C6 24.34(14) 2_655 2_655 ? O6 La2 C6 85.79(14) 3_665 2_655 ? O6 La2 C6 24.34(14) . . ? O6 La2 C6 85.79(14) 2_655 . ? O6 La2 C6 125.56(14) 3_665 . ? O6 La2 O6 105.44(10) 2_655 3_665 ? O6 La2 O6 105.44(10) . 3_665 ? O6 La2 O6 105.44(10) . 2_655 ? O2W La2 C6 73.62(15) . . ? O2W La2 C6 97.49(16) 2_655 . ? O2W La2 C6 97.49(16) 3_665 2_655 ? O2W La2 C6 73.62(16) 2_655 2_655 ? O2W La2 C6 150.02(15) . 2_655 ? O2W La2 C6 150.02(15) 3_665 . ? O2W La2 O5 148.80(14) . 2_655 ? O2W La2 O5 76.97(14) . 3_665 ? O2W La2 O5 81.75(15) 3_665 3_665 ? O2W La2 O5 148.80(14) 2_655 3_665 ? O2W La2 O5 148.80(14) 3_665 . ? O2W La2 O5 81.75(15) 2_655 2_655 ? O2W La2 O5 76.97(14) 3_665 2_655 ? O2W La2 O5 81.75(15) . . ? O2W La2 O5 76.97(14) 2_655 . ? O2W La2 O6 136.57(14) . 2_655 ? O2W La2 O6 117.71(14) 2_655 . ? O2W La2 O6 68.75(14) . . ? O2W La2 O6 68.75(14) 2_655 2_655 ? O2W La2 O6 68.75(14) 3_665 3_665 ? O2W La2 O6 117.71(14) . 3_665 ? O2W La2 O6 136.57(14) 2_655 3_665 ? O2W La2 O6 117.71(14) 3_665 2_655 ? O2W La2 O6 136.57(14) 3_665 . ? O2W La2 O2W 76.42(16) . 2_655 ? O2W La2 O2W 76.42(16) . 3_665 ? O2W La2 O2W 76.42(16) 2_655 3_665 ? O3W La2 C6 70.10(11) . 2_655 ? O3W La2 C6 70.10(11) . . ? O3W La2 O5 76.61(9) . . ? O3W La2 O5 76.61(9) . 2_655 ? O3W La2 O5 76.61(9) . 3_665 ? O3W La2 O6 66.75(9) . 3_665 ? O3W La2 O6 66.75(9) . 2_655 ? O3W La2 O6 66.75(9) . . ? O3W La2 O2W 134.42(10) . . ? O3W La2 O2W 134.42(10) . 2_655 ? O3W La2 O2W 134.42(10) . 3_665 ? H1A C1 H1B 107.8 . . ? C2 C1 H1A 109.0 . . ? C2 C1 H1B 109.0 . . ? N1 C1 H1A 109.0 . . ? N1 C1 H1B 109.0 . . ? N1 C1 C2 113.0(5) . . ? C1 C2 La1 166.5(4) . 4_766 ? O1 C2 La1 55.9(3) . 4_766 ? O1 C2 C1 117.2(5) . . ? O2 C2 La1 67.6(3) . 4_766 ? O2 C2 C1 119.9(5) . . ? O2 C2 O1 122.8(6) . . ? H3A C3 H3B 107.7 . . ? C4 C3 H3A 108.9 . . ? C4 C3 H3B 108.9 . . ? N1 C3 H3A 108.9 . . ? N1 C3 H3B 108.9 . . ? N1 C3 C4 113.3(5) . . ? O3 C4 C3 117.1(5) . . ? O4 C4 C3 118.9(6) . . ? O4 C4 O3 124.0(6) . . ? H5A C5 H5B 108.0 . . ? C6 C5 H5A 109.4 . . ? C6 C5 H5B 109.4 . . ? N2 C5 H5A 109.4 . . ? N2 C5 H5B 109.4 . . ? N2 C5 C6 111.1(5) . . ? C5 C6 La2 172.3(4) . . ? O5 C6 La2 55.3(3) . . ? O5 C6 C5 117.0(5) . . ? O6 C6 La2 66.2(3) . . ? O6 C6 C5 121.5(5) . . ? O6 C6 O5 121.4(6) . . ? H7A C7 H7B 107.8 . . ? C8 C7 H7A 109.2 . . ? C8 C7 H7B 109.2 . . ? N2 C7 H7A 109.3 . . ? N2 C7 H7B 109.1 . . ? N2 C7 C8 112.1(5) . . ? O7 C8 C7 116.5(6) . . ? O8 C8 C7 118.8(7) . . ? O8 C8 O7 124.7(7) . . ? H9A C9 H9B 107.1 . . ? C10 C9 H9A 107.8 . . ? C10 C9 H9B 107.8 . . ? N1 C9 H9A 107.8 . . ? N1 C9 H9B 107.8 . . ? N1 C9 C10 118.2(5) . . ? C9 C10 H10A 108.1 . . ? C9 C10 H10B 108.1 . . ? H10A C10 H10B 107.3 . . ? C11 C10 C9 116.6(6) . . ? C11 C10 H10A 108.1 . . ? C11 C10 H10B 108.1 . . ? C10 C11 H11A 108.1 . . ? C10 C11 H11B 108.1 . . ? H11A C11 H11B 107.3 . . ? N2 C11 C10 116.9(6) . . ? N2 C11 H11A 108.1 . . ? N2 C11 H11B 108.1 . . ? C1 N1 La1 108.2(3) . . ? C1 N1 C3 109.8(5) . . ? C1 N1 C9 109.3(5) . . ? C3 N1 La1 109.9(4) . . ? C3 N1 C9 108.9(5) . . ? C9 N1 La1 110.8(3) . . ? C5 N2 La1 109.1(4) . . ? C5 N2 C7 109.5(5) . . ? C5 N2 C11 109.8(5) . . ? C7 N2 La1 101.5(4) . . ? C7 N2 C11 106.6(5) . . ? C11 N2 La1 119.6(4) . . ? La1 O1 La1 116.48(15) . 4_766 ? C2 O1 La1 99.9(4) . 4_766 ? C2 O1 La1 125.6(4) . . ? C2 O2 La1 88.6(3) . 4_766 ? C4 O3 La1 133.4(4) . . ? La2 O5 La1 120.44(16) . . ? C6 O5 La1 118.1(3) . . ? C6 O5 La2 100.3(4) . . ? La1 O6 La2 106.27(14) 3_665 . ? C6 O6 La1 161.3(4) . 3_665 ? C6 O6 La2 89.5(4) . . ? C8 O7 La1 124.0(4) . . ? La1 O1W H1WA 122(4) . . ? La1 O1W H1WB 124(4) . . ? H1WA O1W H1WB 109.2(18) . . ? La2 O2W H2WA 126(4) . . ? La2 O2W H2WB 115(4) . . ? H2WA O2W H2WB 109.6(18) . . ? La2 O3W H3W 129(7) . . ? H4WA O4W H4WB 109.5(18) . . ? H5WA O5W H5WB 109.6 . . ? H6WA O6W H6WB 107.9 . . ? _database_code_depnum_ccdc_archive 'CCDC 969858' ####################################################################### # # 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_sad _audit_creation_date 2013-11-15 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety '0.5(C66 H112 La8 N12 O62), 3(O)' _chemical_formula_sum 'C33 H62 La4 N6 O34' _chemical_formula_weight 1642.53 _chemical_melting_point ? 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' _space_group_crystal_system trigonal _space_group_IT_number 147 _space_group_name_H-M_alt 'P -3' _space_group_name_Hall '-P 3' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-y, x-y, z' 3 '-x+y, -x, z' 4 '-x, -y, -z' 5 'y, -x+y, -z' 6 'x-y, x, -z' _cell_length_a 19.9884(7) _cell_length_b 19.9884(7) _cell_length_c 8.9836(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3108.40(19) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2686 _cell_measurement_theta_min 3.0428 _cell_measurement_theta_max 28.8875 _exptl_absorpt_coefficient_mu 2.782 _exptl_absorpt_correction_T_max 0.8081 _exptl_absorpt_correction_T_min 0.6803 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.755 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description hexagonal _exptl_crystal_F_000 1604 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0768 _diffrn_reflns_av_unetI/netI 0.0998 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 12954 _diffrn_reflns_theta_full 27.05 _diffrn_reflns_theta_max 27.05 _diffrn_reflns_theta_min 3.05 _diffrn_ambient_temperature 173.15 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.977 _diffrn_measured_fraction_theta_max 0.977 _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method ? _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3272 _reflns_number_total 4452 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 1.337 _refine_diff_density_min -0.723 _refine_diff_density_rms 0.184 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 244 _refine_ls_number_reflns 4452 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0828 _refine_ls_R_factor_gt 0.0541 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0407P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1052 _refine_ls_wR_factor_ref 0.1177 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 La1 La 0.50818(2) 0.11180(2) 0.99935(4) 0.01618(13) Uani 1 1 d . . . La2 La 0.6667 0.3333 1.21508(7) 0.01539(18) Uani 1 3 d S . . C1 C 0.4205(4) 0.2288(4) 1.0506(9) 0.0257(17) Uani 1 1 d . . . H1A H 0.3899 0.2432 1.1163 0.031 Uiso 1 1 calc R . . H1B H 0.4172 0.2451 0.9481 0.031 Uiso 1 1 calc R . . C2 C 0.5043(4) 0.2715(4) 1.1008(7) 0.0167(15) Uani 1 1 d . . . C3 C 0.3657(5) 0.1153(5) 1.2096(8) 0.0300(19) Uani 1 1 d . . . H3A H 0.3177 0.1151 1.2378 0.036 Uiso 1 1 calc R . . H3B H 0.4070 0.1505 1.2785 0.036 Uiso 1 1 calc R . . C4 C 0.3532(4) 0.0350(5) 1.2283(8) 0.0265(18) Uani 1 1 d . . . C5 C 0.4680(5) 0.1494(4) 0.6180(7) 0.0221(17) Uani 1 1 d . . . H5A H 0.4276 0.1492 0.5540 0.027 Uiso 1 1 calc R . . H5B H 0.5070 0.1481 0.5520 0.027 Uiso 1 1 calc R . . C6 C 0.5059(4) 0.2226(4) 0.7064(7) 0.0197(16) Uani 1 1 d . . . C7 C 0.4416(5) 0.0170(4) 0.6415(8) 0.0223(17) Uani 1 1 d . . . H7B H 0.4886 0.0406 0.5788 0.027 Uiso 1 1 calc R . . H7A H 0.3968 -0.0138 0.5755 0.027 Uiso 1 1 calc R . . C8 C 0.4474(4) -0.0356(4) 0.7513(8) 0.0170(15) Uani 1 1 d . . . C9 C 0.3164(4) 0.1070(5) 0.9644(8) 0.0280(18) Uani 1 1 d . . . H9A H 0.2850 0.1315 0.9867 0.034 Uiso 1 1 calc R . . H9B H 0.2863 0.0525 0.9972 0.034 Uiso 1 1 calc R . . C10 C 0.3269(5) 0.1079(5) 0.7958(8) 0.0265(18) Uani 1 1 d . . . H10A H 0.2781 0.0982 0.7483 0.032 Uiso 1 1 calc R . . H10B H 0.3675 0.1605 0.7667 0.032 Uiso 1 1 calc R . . C11 C 0.3478(4) 0.0518(5) 0.7329(9) 0.0287(18) Uani 1 1 d . . . H11A H 0.3219 0.0343 0.6352 0.034 Uiso 1 1 calc R . . H11B H 0.3261 0.0061 0.7990 0.034 Uiso 1 1 calc R . . N1 N 0.3875(3) 0.1458(3) 1.0538(6) 0.0196(13) Uani 1 1 d . . . N2 N 0.4326(4) 0.0791(3) 0.7109(6) 0.0201(14) Uani 1 1 d . . . O1 O 0.5318(3) 0.2298(3) 1.1506(5) 0.0195(11) Uani 1 1 d . . . O2 O 0.5444(3) 0.3425(3) 1.0941(5) 0.0192(11) Uani 1 1 d . . . O3 O 0.3922(3) 0.0166(3) 1.1430(6) 0.0293(13) Uani 1 1 d . . . O4 O 0.3097(4) -0.0062(4) 1.3262(7) 0.059(2) Uani 1 1 d . . . O5 O 0.5278(3) 0.2190(3) 0.8354(5) 0.0297(13) Uani 1 1 d . . . O6 O 0.5138(3) 0.2831(3) 0.6473(5) 0.0287(13) Uani 1 1 d . . . O7 O 0.4486(3) -0.0208(3) 0.8906(5) 0.0188(11) Uani 1 1 d . . . O8 O 0.4550(3) -0.0909(3) 0.7080(5) 0.0250(12) Uani 1 1 d . . . O1W O 0.5989(3) 0.1117(3) 0.8031(6) 0.0263(12) Uani 1 1 d D . . H1WA H 0.618(4) 0.082(3) 0.803(9) 0.039 Uiso 1 1 d D . . H1WB H 0.627(3) 0.152(2) 0.753(8) 0.039 Uiso 1 1 d D . . O2W O 0.7667(3) 0.4034(3) 1.4101(5) 0.0252(12) Uani 1 1 d D . . H2WA H 0.8124(17) 0.433(3) 1.381(7) 0.038 Uiso 1 1 d D . . H2WB H 0.760(4) 0.417(4) 1.496(4) 0.038 Uiso 1 1 d D . . O3W O 0.6667 0.3333 0.9375(9) 0.031(2) Uani 1 3 d SD . . H3W H 0.6742 0.3762 0.9063 0.047 Uiso 0.67 1 calc PRD . . O4W O 0.2509(6) -0.1287(5) 1.5389(10) 0.102(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La1 0.0194(2) 0.0125(2) 0.0138(2) 0.00124(17) -0.00039(17) 0.00574(18) La2 0.0164(2) 0.0164(2) 0.0134(4) 0.000 0.000 0.00820(12) C1 0.025(4) 0.028(4) 0.028(4) -0.005(4) -0.005(3) 0.016(4) C2 0.026(4) 0.023(4) 0.008(3) 0.001(3) 0.000(3) 0.018(3) C3 0.026(4) 0.040(5) 0.020(4) -0.005(4) 0.004(3) 0.014(4) C4 0.022(4) 0.032(5) 0.020(4) 0.003(4) 0.003(3) 0.010(4) C5 0.036(4) 0.026(4) 0.012(3) 0.004(3) -0.002(3) 0.021(4) C6 0.025(4) 0.027(4) 0.010(3) -0.002(3) 0.000(3) 0.015(3) C7 0.031(4) 0.016(4) 0.019(4) -0.003(3) 0.001(3) 0.011(3) C8 0.017(4) 0.005(3) 0.021(4) 0.004(3) -0.003(3) 0.000(3) C9 0.016(4) 0.031(5) 0.031(4) -0.001(4) -0.007(3) 0.007(4) C10 0.023(4) 0.038(5) 0.022(4) -0.006(4) -0.008(3) 0.018(4) C11 0.021(4) 0.030(5) 0.032(5) -0.002(4) -0.006(4) 0.011(4) N1 0.016(3) 0.023(3) 0.018(3) -0.001(3) 0.002(3) 0.008(3) N2 0.031(4) 0.014(3) 0.012(3) 0.002(2) -0.003(3) 0.008(3) O1 0.018(3) 0.019(3) 0.023(3) 0.000(2) -0.001(2) 0.010(2) O2 0.019(3) 0.014(3) 0.025(3) -0.001(2) 0.000(2) 0.009(2) O3 0.024(3) 0.026(3) 0.029(3) 0.006(2) 0.005(2) 0.006(2) O4 0.067(5) 0.058(5) 0.049(4) 0.029(4) 0.038(4) 0.030(4) O5 0.044(4) 0.019(3) 0.016(3) 0.001(2) -0.006(2) 0.008(3) O6 0.057(4) 0.023(3) 0.017(3) 0.005(2) 0.006(3) 0.028(3) O7 0.024(3) 0.012(2) 0.014(2) -0.002(2) -0.004(2) 0.004(2) O8 0.027(3) 0.019(3) 0.022(3) -0.002(2) -0.003(2) 0.006(2) O1W 0.023(3) 0.021(3) 0.029(3) 0.007(2) 0.009(2) 0.007(2) O2W 0.013(3) 0.033(3) 0.023(3) -0.008(2) 0.003(2) 0.005(2) O3W 0.037(4) 0.037(4) 0.019(5) 0.000 0.000 0.0187(18) O4W 0.123(8) 0.059(6) 0.099(7) -0.010(5) 0.025(6) 0.026(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La1 C8 3.079(7) 4_657 ? La1 N1 2.856(6) . ? La1 N2 2.904(5) . ? La1 O1 2.554(5) . ? La1 O2 2.738(5) 2_655 ? La1 O3 2.500(5) . ? La1 O5 2.464(5) . ? La1 O7 2.498(4) . ? La1 O7 2.569(5) 4_657 ? La1 O8 2.817(5) 4_657 ? La1 O1W 2.529(5) . ? La2 C2 3.017(7) 2_655 ? La2 C2 3.017(7) 3_665 ? La2 O1 2.511(5) . ? La2 O1 2.511(5) 3_665 ? La2 O1 2.511(5) 2_655 ? La2 O2 2.764(5) . ? La2 O2 2.764(5) 3_665 ? La2 O2 2.764(5) 2_655 ? La2 O2W 2.496(5) 3_665 ? La2 O2W 2.496(5) 2_655 ? La2 O2W 2.496(5) . ? La2 O3W 2.494(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C1 C2 1.520(10) . ? C1 N1 1.448(9) . ? C2 O1 1.286(8) . ? C2 O2 1.234(8) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C3 C4 1.504(11) . ? C3 N1 1.502(9) . ? C4 O3 1.271(9) . ? C4 O4 1.221(9) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C5 C6 1.496(10) . ? C5 N2 1.476(9) . ? C6 O5 1.254(8) . ? C6 O6 1.255(8) . ? C7 H7B 0.9900 . ? C7 H7A 0.9900 . ? C7 C8 1.487(9) . ? C7 N2 1.479(9) . ? C8 La1 3.079(7) 4_657 ? C8 O7 1.284(8) . ? C8 O8 1.252(8) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C9 C10 1.528(10) . ? C9 N1 1.471(9) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C10 C11 1.490(11) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C11 N2 1.512(9) . ? O2 La1 2.738(5) 3_665 ? O7 La1 2.569(5) 4_657 ? O8 La1 2.817(5) 4_657 ? O1W H1WA 0.849(10) . ? O1W H1WB 0.848(10) . ? O2W H2WA 0.847(10) . ? O2W H2WB 0.850(10) . ? O3W H3W 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 La1 C8 118.68(18) . 4_657 ? N1 La1 N2 78.48(17) . . ? N2 La1 C8 141.63(17) . 4_657 ? O1 La1 C8 95.97(17) . 4_657 ? O1 La1 N1 58.49(15) . . ? O1 La1 N2 121.19(16) . . ? O1 La1 O2 65.79(14) . 2_655 ? O1 La1 O7 118.49(14) . 4_657 ? O1 La1 O8 72.47(15) . 4_657 ? O2 La1 C8 67.03(16) 2_655 4_657 ? O2 La1 N1 124.26(15) 2_655 . ? O2 La1 N2 134.30(15) 2_655 . ? O2 La1 O8 61.82(14) 2_655 4_657 ? O3 La1 C8 68.60(18) . 4_657 ? O3 La1 N1 61.34(17) . . ? O3 La1 N2 96.28(17) . . ? O3 La1 O1 95.82(16) . . ? O3 La1 O2 129.12(15) . 2_655 ? O3 La1 O7 76.98(17) . 4_657 ? O3 La1 O8 67.47(16) . 4_657 ? O3 La1 O1W 138.72(17) . . ? O5 La1 C8 154.83(17) . 4_657 ? O5 La1 N1 71.44(18) . . ? O5 La1 N2 60.07(16) . . ? O5 La1 O1 68.86(16) . . ? O5 La1 O2 88.12(16) . 2_655 ? O5 La1 O3 130.85(19) . . ? O5 La1 O7 151.85(17) . 4_657 ? O5 La1 O7 118.23(15) . . ? O5 La1 O8 138.32(15) . 4_657 ? O5 La1 O1W 77.39(18) . . ? O7 La1 C8 24.19(16) 4_657 4_657 ? O7 La1 C8 82.07(17) . 4_657 ? O7 La1 N1 107.94(16) . . ? O7 La1 N1 136.49(16) 4_657 . ? O7 La1 N2 59.61(15) . . ? O7 La1 N2 120.32(15) 4_657 . ? O7 La1 O1 163.36(15) . . ? O7 La1 O2 127.12(15) . 2_655 ? O7 La1 O2 72.79(14) 4_657 2_655 ? O7 La1 O3 68.02(16) . . ? O7 La1 O7 63.24(17) . 4_657 ? O7 La1 O8 103.24(14) . 4_657 ? O7 La1 O8 48.02(14) 4_657 4_657 ? O7 La1 O1W 71.83(16) . . ? O8 La1 C8 23.99(16) 4_657 4_657 ? O8 La1 N1 100.92(16) 4_657 . ? O8 La1 N2 160.79(15) 4_657 . ? O1W La1 C8 97.04(18) . 4_657 ? O1W La1 N1 144.13(17) . . ? O1W La1 N2 70.74(17) . . ? O1W La1 O1 124.75(16) . . ? O1W La1 O2 70.81(16) . 2_655 ? O1W La1 O7 76.87(16) . 4_657 ? O1W La1 O8 114.22(16) . 4_657 ? C2 La2 C2 109.05(13) 2_655 3_665 ? O1 La2 C2 132.16(17) 3_665 2_655 ? O1 La2 C2 90.07(17) . 2_655 ? O1 La2 C2 24.81(17) 2_655 2_655 ? O1 La2 C2 24.81(17) 3_665 3_665 ? O1 La2 C2 132.16(16) . 3_665 ? O1 La2 C2 90.07(17) 2_655 3_665 ? O1 La2 O1 114.85(8) . 3_665 ? O1 La2 O1 114.85(8) 2_655 . ? O1 La2 O1 114.85(8) 2_655 3_665 ? O1 La2 O2 48.96(14) 3_665 3_665 ? O1 La2 O2 142.41(14) 2_655 . ? O1 La2 O2 142.41(14) 3_665 2_655 ? O1 La2 O2 65.93(14) . 2_655 ? O1 La2 O2 48.96(14) 2_655 2_655 ? O1 La2 O2 65.93(14) 2_655 3_665 ? O1 La2 O2 142.41(14) . 3_665 ? O1 La2 O2 48.96(14) . . ? O1 La2 O2 65.93(14) 3_665 . ? O2 La2 C2 125.52(16) 2_655 3_665 ? O2 La2 C2 125.52(16) . 2_655 ? O2 La2 C2 24.14(15) 3_665 3_665 ? O2 La2 C2 86.01(15) . 3_665 ? O2 La2 C2 86.00(15) 3_665 2_655 ? O2 La2 C2 24.14(15) 2_655 2_655 ? O2 La2 O2 105.55(11) 2_655 . ? O2 La2 O2 105.55(11) 3_665 . ? O2 La2 O2 105.55(11) 2_655 3_665 ? O2W La2 C2 97.62(18) 2_655 3_665 ? O2W La2 C2 149.83(17) 2_655 2_655 ? O2W La2 C2 97.62(18) . 2_655 ? O2W La2 C2 73.71(18) 3_665 2_655 ? O2W La2 C2 149.83(17) 3_665 3_665 ? O2W La2 C2 73.71(18) . 3_665 ? O2W La2 O1 148.54(16) 3_665 3_665 ? O2W La2 O1 81.94(17) . 3_665 ? O2W La2 O1 76.88(16) 2_655 3_665 ? O2W La2 O1 76.88(16) 3_665 . ? O2W La2 O1 148.54(16) . . ? O2W La2 O1 81.94(17) 2_655 . ? O2W La2 O1 148.54(16) 2_655 2_655 ? O2W La2 O1 76.88(16) . 2_655 ? O2W La2 O1 81.94(17) 3_665 2_655 ? O2W La2 O2 136.53(16) 2_655 2_655 ? O2W La2 O2 117.60(16) . 2_655 ? O2W La2 O2 136.53(16) 3_665 3_665 ? O2W La2 O2 68.84(15) . 3_665 ? O2W La2 O2 117.60(16) 2_655 3_665 ? O2W La2 O2 117.60(16) 3_665 . ? O2W La2 O2 136.53(16) . . ? O2W La2 O2 68.84(15) 2_655 . ? O2W La2 O2 68.84(15) 3_665 2_655 ? O2W La2 O2W 76.15(17) 3_665 . ? O2W La2 O2W 76.15(17) . 2_655 ? O2W La2 O2W 76.15(17) 3_665 2_655 ? O3W La2 C2 70.11(12) . 2_655 ? O3W La2 C2 70.11(13) . 3_665 ? O3W La2 O1 76.66(11) . 3_665 ? O3W La2 O1 76.66(11) . 2_655 ? O3W La2 O1 76.66(11) . . ? O3W La2 O2 66.85(10) . 2_655 ? O3W La2 O2 66.85(10) . 3_665 ? O3W La2 O2 66.85(10) . . ? O3W La2 O2W 134.60(11) . 3_665 ? O3W La2 O2W 134.60(11) . 2_655 ? O3W La2 O2W 134.60(12) . . ? H1A C1 H1B 107.9 . . ? C2 C1 H1A 109.1 . . ? C2 C1 H1B 109.1 . . ? N1 C1 H1A 109.1 . . ? N1 C1 H1B 109.1 . . ? N1 C1 C2 112.3(6) . . ? C1 C2 La2 171.6(5) . . ? O1 C2 La2 55.0(3) . . ? O1 C2 C1 116.6(6) . . ? O2 C2 La2 66.4(4) . . ? O2 C2 C1 122.0(6) . . ? O2 C2 O1 121.4(6) . . ? H3A C3 H3B 107.7 . . ? C4 C3 H3A 108.9 . . ? C4 C3 H3B 108.9 . . ? N1 C3 H3A 108.9 . . ? N1 C3 H3B 108.9 . . ? N1 C3 C4 113.4(6) . . ? O3 C4 C3 116.3(7) . . ? O4 C4 C3 118.8(7) . . ? O4 C4 O3 124.8(8) . . ? H5A C5 H5B 107.7 . . ? C6 C5 H5A 108.9 . . ? C6 C5 H5B 108.9 . . ? N2 C5 H5A 108.9 . . ? N2 C5 H5B 108.9 . . ? N2 C5 C6 113.5(6) . . ? O5 C6 C5 117.0(6) . . ? O5 C6 O6 124.6(7) . . ? O6 C6 C5 118.4(6) . . ? H7B C7 H7A 107.7 . . ? C8 C7 H7B 108.9 . . ? C8 C7 H7A 108.9 . . ? N2 C7 H7B 108.9 . . ? N2 C7 H7A 108.9 . . ? N2 C7 C8 113.5(6) . . ? C7 C8 La1 167.3(5) . 4_657 ? O7 C8 La1 55.1(3) . 4_657 ? O7 C8 C7 118.9(6) . . ? O8 C8 La1 66.2(4) . 4_657 ? O8 C8 C7 120.3(6) . . ? O8 C8 O7 120.7(6) . . ? H9A C9 H9B 107.4 . . ? C10 C9 H9A 108.2 . . ? C10 C9 H9B 108.2 . . ? N1 C9 H9A 108.2 . . ? N1 C9 H9B 108.2 . . ? N1 C9 C10 116.4(6) . . ? C9 C10 H10A 108.0 . . ? C9 C10 H10B 108.0 . . ? H10A C10 H10B 107.3 . . ? C11 C10 C9 117.1(7) . . ? C11 C10 H10A 108.0 . . ? C11 C10 H10B 108.0 . . ? C10 C11 H11A 107.9 . . ? C10 C11 H11B 107.9 . . ? C10 C11 N2 117.7(6) . . ? H11A C11 H11B 107.2 . . ? N2 C11 H11A 107.9 . . ? N2 C11 H11B 107.9 . . ? C1 N1 La1 108.3(4) . . ? C1 N1 C3 110.9(6) . . ? C1 N1 C9 111.1(6) . . ? C3 N1 La1 99.9(4) . . ? C9 N1 La1 119.3(4) . . ? C9 N1 C3 106.7(6) . . ? C5 N2 La1 110.0(4) . . ? C5 N2 C7 111.1(5) . . ? C5 N2 C11 109.5(6) . . ? C7 N2 La1 107.3(4) . . ? C7 N2 C11 109.7(5) . . ? C11 N2 La1 109.1(4) . . ? La2 O1 La1 120.69(18) . . ? C2 O1 La1 118.2(4) . . ? C2 O1 La2 100.2(4) . . ? La1 O2 La2 106.25(16) 3_665 . ? C2 O2 La1 161.3(4) . 3_665 ? C2 O2 La2 89.5(4) . . ? C4 O3 La1 124.1(5) . . ? C6 O5 La1 134.0(5) . . ? La1 O7 La1 116.76(17) . 4_657 ? C8 O7 La1 100.7(4) . 4_657 ? C8 O7 La1 124.7(4) . . ? C8 O8 La1 89.8(4) . 4_657 ? La1 O1W H1WA 125(5) . . ? La1 O1W H1WB 121(5) . . ? H1WA O1W H1WB 110.1(18) . . ? La2 O2W H2WA 117(5) . . ? La2 O2W H2WB 127(5) . . ? H2WA O2W H2WB 110.0(18) . . ? La2 O3W H3W 109.5 . . ? # start Validation Reply Form _vrf_PLAT602_sad ; PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure ! Info RESPONSE: The water molecules in the open-channels were partially reomoved after heating or immersing in ehtanol for one hour. ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 969859' ####################################################################### # # 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_sad _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H56 La4 N6 O31' _chemical_formula_weight 1588.48 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 P-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' _cell_length_a 19.9229(4) _cell_length_b 19.9229(4) _cell_length_c 8.9060(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3061.39(11) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8899 _cell_measurement_theta_min 3.0620 _cell_measurement_theta_max 32.6289 _exptl_crystal_description hexgonal _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.723 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 2.818 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6772 _exptl_absorpt_correction_T_max 0.8059 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Xcalibur, Sapphire3, Gemini ultra' _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 55967 _diffrn_reflns_av_R_equivalents 0.1097 _diffrn_reflns_av_unetI/netI 0.0488 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.49 _reflns_number_total 4660 _reflns_number_gt 4051 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. DFIX were added to restraint the hydrogen atoms of water molecules. ; _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^)+(0.0290P)^2^+8.2340P] 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 4660 _refine_ls_number_parameters 235 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0572 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.0851 _refine_ls_wR_factor_gt 0.0806 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.051 _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 La1 La 0.888756(15) 0.396150(16) 0.49690(3) 0.01618(8) Uani 1 1 d . . . La2 La 0.6667 0.3333 0.71373(5) 0.01636(11) Uani 1 3 d S . . C1 C 0.7695(3) 0.1896(3) 0.5465(6) 0.0229(11) Uani 1 1 d . . . H1A H 0.7540 0.1437 0.6111 0.028 Uiso 1 1 calc R . . H1B H 0.7541 0.1712 0.4421 0.028 Uiso 1 1 calc R . . C2 C 0.7278(3) 0.2316(3) 0.5974(5) 0.0182(10) Uani 1 1 d . . . C3 C 0.8810(3) 0.2471(3) 0.7111(5) 0.0260(11) Uani 1 1 d . . . H3A H 0.8821 0.1995 0.7384 0.031 Uiso 1 1 calc R . . H3B H 0.8437 0.2511 0.7787 0.031 Uiso 1 1 calc R . . C4 C 0.9611(3) 0.3171(3) 0.7350(5) 0.0234(11) Uani 1 1 d . . . C5 C 0.8537(3) 0.3169(3) 0.1134(5) 0.0240(11) Uani 1 1 d . . . H5A H 0.8544 0.2763 0.0504 0.029 Uiso 1 1 calc R . . H5B H 0.8551 0.3569 0.0456 0.029 Uiso 1 1 calc R . . C6 C 0.7792(3) 0.2812(3) 0.2033(5) 0.0236(11) Uani 1 1 d . . . C7 C 0.9847(3) 0.4227(3) 0.1385(5) 0.0245(11) Uani 1 1 d . . . H7A H 0.9607 0.4451 0.0730 0.029 Uiso 1 1 calc R . . H7B H 1.0161 0.4085 0.0740 0.029 Uiso 1 1 calc R . . C8 C 1.0372(3) 0.4832(3) 0.2484(5) 0.0184(10) Uani 1 1 d . . . C9 C 0.8935(3) 0.2076(3) 0.4645(6) 0.0276(12) Uani 1 1 d . . . H9A H 0.8689 0.1516 0.4876 0.033 Uiso 1 1 calc R . . H9B H 0.9480 0.2322 0.4988 0.033 Uiso 1 1 calc R . . C10 C 0.8938(3) 0.2166(3) 0.2940(6) 0.0280(12) Uani 1 1 d . . . H10A H 0.9051 0.1782 0.2476 0.034 Uiso 1 1 calc R . . H10B H 0.8410 0.2036 0.2621 0.034 Uiso 1 1 calc R . . C11 C 0.9511(3) 0.2964(3) 0.2320(6) 0.0281(12) Uani 1 1 d . . . H11A H 0.9961 0.3206 0.3009 0.034 Uiso 1 1 calc R . . H11B H 0.9702 0.2890 0.1342 0.034 Uiso 1 1 calc R . . N1 N 0.8537(2) 0.2403(2) 0.5538(4) 0.0200(9) Uani 1 1 d . . . N2 N 0.9230(2) 0.3523(2) 0.2094(4) 0.0204(9) Uani 1 1 d . . . O1 O 0.77054(18) 0.30100(19) 0.6492(4) 0.0192(7) Uani 1 1 d . . . O2 O 0.65654(19) 0.20118(19) 0.5907(4) 0.0217(7) Uani 1 1 d . . . O3 O 0.9811(2) 0.3726(2) 0.6414(4) 0.0258(8) Uani 1 1 d . . . O4 O 1.0002(3) 0.3169(3) 0.8408(5) 0.0462(12) Uani 1 1 d . . . O5 O 0.7821(2) 0.3085(2) 0.3311(4) 0.0287(8) Uani 1 1 d . . . O6 O 0.7183(2) 0.2286(2) 0.1446(4) 0.0293(9) Uani 1 1 d . . . O7 O 1.02209(18) 0.46937(19) 0.3886(3) 0.0194(7) Uani 1 1 d . . . O8 O 1.09118(19) 0.5463(2) 0.2042(4) 0.0231(8) Uani 1 1 d . . . O1W O 0.8911(2) 0.4888(2) 0.2988(4) 0.0252(8) Uani 1 1 d D . . H1WA H 0.923(2) 0.5372(8) 0.306(6) 0.030 Uiso 1 1 d D . . H1WB H 0.8512(18) 0.481(3) 0.250(6) 0.030 Uiso 1 1 d D . . O2W O 0.5962(2) 0.3628(2) 0.9108(4) 0.0255(8) Uani 1 1 d D . . H2WA H 0.576(3) 0.389(3) 0.884(5) 0.031 Uiso 1 1 d D . . H2WB H 0.574(3) 0.337(3) 0.989(4) 0.031 Uiso 1 1 d D . . O3W O 0.6667 0.3333 0.4325(7) 0.0303(15) Uani 1 3 d S . . H3WB H 0.6743 0.3763 0.4011 0.045 Uiso 0.67 1 calc PR . . 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 La1 0.01393(14) 0.01956(15) 0.01299(13) -0.00055(10) -0.00037(10) 0.00683(12) La2 0.01776(16) 0.01776(16) 0.0136(2) 0.000 0.000 0.00888(8) C1 0.023(3) 0.016(2) 0.028(3) -0.002(2) 0.000(2) 0.008(2) C2 0.019(2) 0.015(2) 0.017(2) 0.0006(18) 0.0000(19) 0.005(2) C3 0.036(3) 0.029(3) 0.019(2) 0.002(2) 0.002(2) 0.021(3) C4 0.031(3) 0.025(3) 0.019(2) -0.004(2) -0.004(2) 0.018(2) C5 0.025(3) 0.028(3) 0.011(2) -0.0006(19) -0.0066(19) 0.007(2) C6 0.024(3) 0.024(3) 0.017(2) 0.004(2) -0.004(2) 0.008(2) C7 0.023(3) 0.030(3) 0.014(2) -0.002(2) 0.0012(19) 0.009(2) C8 0.019(2) 0.026(3) 0.015(2) -0.0004(19) -0.0003(18) 0.015(2) C9 0.029(3) 0.030(3) 0.029(3) -0.002(2) 0.000(2) 0.019(3) C10 0.038(3) 0.031(3) 0.021(3) -0.005(2) 0.002(2) 0.022(3) C11 0.030(3) 0.030(3) 0.026(3) -0.001(2) 0.010(2) 0.016(3) N1 0.024(2) 0.023(2) 0.018(2) 0.0002(16) 0.0017(16) 0.0153(19) N2 0.017(2) 0.023(2) 0.0145(19) -0.0013(16) -0.0001(16) 0.0051(18) O1 0.0173(17) 0.0164(17) 0.0199(17) -0.0026(13) 0.0017(13) 0.0054(14) O2 0.0183(18) 0.0190(18) 0.0229(17) -0.0012(14) -0.0006(14) 0.0057(15) O3 0.0242(19) 0.028(2) 0.0246(18) 0.0008(15) -0.0025(15) 0.0128(16) O4 0.048(3) 0.045(3) 0.039(2) 0.006(2) -0.023(2) 0.019(2) O5 0.0193(18) 0.039(2) 0.0205(18) -0.0080(16) -0.0038(14) 0.0092(17) O6 0.0227(19) 0.028(2) 0.0189(17) 0.0045(15) -0.0052(15) -0.0009(16) O7 0.0142(16) 0.0254(18) 0.0147(16) -0.0044(13) -0.0018(13) 0.0070(14) O8 0.0157(17) 0.0265(19) 0.0205(17) 0.0008(15) 0.0025(14) 0.0055(15) O1W 0.0185(18) 0.031(2) 0.0232(18) 0.0022(16) -0.0060(15) 0.0098(16) O2W 0.033(2) 0.034(2) 0.0199(18) 0.0123(15) 0.0094(15) 0.0251(18) O3W 0.034(2) 0.034(2) 0.022(3) 0.000 0.000 0.0172(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La1 O5 2.456(3) . ? La1 O3 2.474(3) . ? La1 O7 2.498(3) . ? La1 O1W 2.536(3) . ? La1 O1 2.552(3) . ? La1 O7 2.572(3) 4_766 ? La1 O2 2.723(3) 2_655 ? La1 O8 2.847(3) 4_766 ? La1 N1 2.867(4) . ? La1 N2 2.895(4) . ? La1 C8 3.091(5) 4_766 ? La2 O2W 2.494(3) 2_655 ? La2 O2W 2.494(3) 3_665 ? La2 O2W 2.494(3) . ? La2 O3W 2.505(6) . ? La2 O1 2.522(3) . ? La2 O1 2.522(3) 3_665 ? La2 O1 2.522(3) 2_655 ? La2 O2 2.765(3) . ? La2 O2 2.765(3) 2_655 ? La2 O2 2.765(3) 3_665 ? La2 C2 3.023(5) . ? La2 C2 3.023(5) 2_655 ? C1 N1 1.465(6) . ? C1 C2 1.512(7) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 O2 1.236(6) . ? C2 O1 1.294(6) . ? C3 N1 1.484(6) . ? C3 C4 1.521(7) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 O4 1.224(6) . ? C4 O3 1.279(6) . ? C5 N2 1.470(6) . ? C5 C6 1.514(7) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 O5 1.250(6) . ? C6 O6 1.253(6) . ? C7 N2 1.468(6) . ? C7 C8 1.498(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 O8 1.241(6) . ? C8 O7 1.281(5) . ? C8 La1 3.091(5) 4_766 ? C9 N1 1.483(6) . ? C9 C10 1.528(7) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.523(7) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 N2 1.489(7) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? O2 La1 2.723(3) 3_665 ? O7 La1 2.572(3) 4_766 ? O8 La1 2.847(3) 4_766 ? O1W H1WA 0.849(10) . ? O1W H1WB 0.849(10) . ? O2W H2WA 0.850(10) . ? O2W H2WB 0.848(10) . ? O3W H3WB 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 La1 O3 129.65(13) . . ? O5 La1 O7 118.18(11) . . ? O3 La1 O7 68.74(11) . . ? O5 La1 O1W 78.14(12) . . ? O3 La1 O1W 138.99(12) . . ? O7 La1 O1W 71.27(11) . . ? O5 La1 O1 69.04(11) . . ? O3 La1 O1 94.60(11) . . ? O7 La1 O1 162.91(11) . . ? O1W La1 O1 125.77(11) . . ? O5 La1 O7 151.71(12) . 4_766 ? O3 La1 O7 78.44(11) . 4_766 ? O7 La1 O7 64.28(12) . 4_766 ? O1W La1 O7 76.46(11) . 4_766 ? O1 La1 O7 117.59(10) . 4_766 ? O5 La1 O2 88.29(11) . 2_655 ? O3 La1 O2 129.45(11) . 2_655 ? O7 La1 O2 127.12(11) . 2_655 ? O1W La1 O2 71.03(11) . 2_655 ? O1 La1 O2 66.18(10) . 2_655 ? O7 La1 O2 71.84(10) 4_766 2_655 ? O5 La1 O8 138.24(11) . 4_766 ? O3 La1 O8 67.79(11) . 4_766 ? O7 La1 O8 103.41(10) . 4_766 ? O1W La1 O8 114.18(11) . 4_766 ? O1 La1 O8 72.17(10) . 4_766 ? O7 La1 O8 47.53(10) 4_766 4_766 ? O2 La1 O8 61.90(10) 2_655 4_766 ? O5 La1 N1 71.35(12) . . ? O3 La1 N1 60.27(12) . . ? O7 La1 N1 108.22(11) . . ? O1W La1 N1 144.78(12) . . ? O1 La1 N1 57.81(11) . . ? O7 La1 N1 136.51(11) 4_766 . ? O2 La1 N1 123.96(11) 2_655 . ? O8 La1 N1 100.37(11) 4_766 . ? O5 La1 N2 60.28(11) . . ? O3 La1 N2 95.33(12) . . ? O7 La1 N2 59.50(11) . . ? O1W La1 N2 71.54(12) . . ? O1 La1 N2 120.98(11) . . ? O7 La1 N2 121.41(11) 4_766 . ? O2 La1 N2 135.04(11) 2_655 . ? O8 La1 N2 160.37(10) 4_766 . ? N1 La1 N2 78.21(11) . . ? O5 La1 C8 154.31(12) . 4_766 ? O3 La1 C8 69.79(12) . 4_766 ? O7 La1 C8 82.79(11) . 4_766 ? O1W La1 C8 96.70(12) . 4_766 ? O1 La1 C8 95.29(11) . 4_766 ? O7 La1 C8 23.98(11) 4_766 4_766 ? O2 La1 C8 66.41(11) 2_655 4_766 ? O8 La1 C8 23.68(11) 4_766 4_766 ? N1 La1 C8 118.39(12) . 4_766 ? N2 La1 C8 142.27(12) . 4_766 ? O2W La2 O2W 75.97(12) 2_655 3_665 ? O2W La2 O2W 75.97(12) 2_655 . ? O2W La2 O2W 75.97(12) 3_665 . ? O2W La2 O3W 134.71(8) 2_655 . ? O2W La2 O3W 134.71(8) 3_665 . ? O2W La2 O3W 134.71(8) . . ? O2W La2 O1 81.49(12) 2_655 . ? O2W La2 O1 77.19(11) 3_665 . ? O2W La2 O1 148.32(11) . . ? O3W La2 O1 76.82(7) . . ? O2W La2 O1 77.19(11) 2_655 3_665 ? O2W La2 O1 148.32(11) 3_665 3_665 ? O2W La2 O1 81.49(12) . 3_665 ? O3W La2 O1 76.82(7) . 3_665 ? O1 La2 O1 114.96(5) . 3_665 ? O2W La2 O1 148.32(11) 2_655 2_655 ? O2W La2 O1 81.49(12) 3_665 2_655 ? O2W La2 O1 77.19(11) . 2_655 ? O3W La2 O1 76.82(7) . 2_655 ? O1 La2 O1 114.96(5) . 2_655 ? O1 La2 O1 114.96(5) 3_665 2_655 ? O2W La2 O2 69.05(11) 2_655 . ? O2W La2 O2 118.22(11) 3_665 . ? O2W La2 O2 136.18(11) . . ? O3W La2 O2 66.64(7) . . ? O1 La2 O2 49.07(10) . . ? O1 La2 O2 65.92(10) 3_665 . ? O1 La2 O2 142.38(10) 2_655 . ? O2W La2 O2 136.18(11) 2_655 2_655 ? O2W La2 O2 69.05(11) 3_665 2_655 ? O2W La2 O2 118.22(11) . 2_655 ? O3W La2 O2 66.64(7) . 2_655 ? O1 La2 O2 65.92(10) . 2_655 ? O1 La2 O2 142.38(10) 3_665 2_655 ? O1 La2 O2 49.07(10) 2_655 2_655 ? O2 La2 O2 105.32(8) . 2_655 ? O2W La2 O2 118.22(11) 2_655 3_665 ? O2W La2 O2 136.18(11) 3_665 3_665 ? O2W La2 O2 69.05(11) . 3_665 ? O3W La2 O2 66.64(7) . 3_665 ? O1 La2 O2 142.38(10) . 3_665 ? O1 La2 O2 49.07(10) 3_665 3_665 ? O1 La2 O2 65.92(10) 2_655 3_665 ? O2 La2 O2 105.32(8) . 3_665 ? O2 La2 O2 105.32(8) 2_655 3_665 ? O2W La2 C2 73.65(12) 2_655 . ? O2W La2 C2 98.21(12) 3_665 . ? O2W La2 C2 149.56(12) . . ? O3W La2 C2 69.95(9) . . ? O1 La2 C2 24.94(11) . . ? O1 La2 C2 90.04(11) 3_665 . ? O1 La2 C2 132.19(11) 2_655 . ? O2 La2 C2 24.12(11) . . ? O2 La2 C2 85.87(11) 2_655 . ? O2 La2 C2 125.24(11) 3_665 . ? O2W La2 C2 149.56(12) 2_655 2_655 ? O2W La2 C2 73.65(12) 3_665 2_655 ? O2W La2 C2 98.21(12) . 2_655 ? O3W La2 C2 69.95(9) . 2_655 ? O1 La2 C2 90.04(11) . 2_655 ? O1 La2 C2 132.19(11) 3_665 2_655 ? O1 La2 C2 24.94(11) 2_655 2_655 ? O2 La2 C2 125.24(11) . 2_655 ? O2 La2 C2 24.12(11) 2_655 2_655 ? O2 La2 C2 85.87(11) 3_665 2_655 ? C2 La2 C2 108.89(9) . 2_655 ? N1 C1 C2 111.2(4) . . ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? O2 C2 O1 121.5(4) . . ? O2 C2 C1 121.9(4) . . ? O1 C2 C1 116.6(4) . . ? O2 C2 La2 66.1(3) . . ? O1 C2 La2 55.3(2) . . ? C1 C2 La2 171.9(3) . . ? N1 C3 C4 112.6(4) . . ? N1 C3 H3A 109.1 . . ? C4 C3 H3A 109.1 . . ? N1 C3 H3B 109.1 . . ? C4 C3 H3B 109.1 . . ? H3A C3 H3B 107.8 . . ? O4 C4 O3 125.5(5) . . ? O4 C4 C3 118.9(5) . . ? O3 C4 C3 115.6(4) . . ? N2 C5 C6 112.5(4) . . ? N2 C5 H5A 109.1 . . ? C6 C5 H5A 109.1 . . ? N2 C5 H5B 109.1 . . ? C6 C5 H5B 109.1 . . ? H5A C5 H5B 107.8 . . ? O5 C6 O6 124.0(5) . . ? O5 C6 C5 117.1(4) . . ? O6 C6 C5 118.9(4) . . ? N2 C7 C8 113.7(4) . . ? N2 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? N2 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? O8 C8 O7 121.2(4) . . ? O8 C8 C7 120.7(4) . . ? O7 C8 C7 118.0(4) . . ? O8 C8 La1 67.1(3) . 4_766 ? O7 C8 La1 54.7(2) . 4_766 ? C7 C8 La1 167.2(3) . 4_766 ? N1 C9 C10 116.9(4) . . ? N1 C9 H9A 108.1 . . ? C10 C9 H9A 108.1 . . ? N1 C9 H9B 108.1 . . ? C10 C9 H9B 108.1 . . ? H9A C9 H9B 107.3 . . ? C11 C10 C9 116.1(5) . . ? C11 C10 H10A 108.3 . . ? C9 C10 H10A 108.3 . . ? C11 C10 H10B 108.3 . . ? C9 C10 H10B 108.3 . . ? H10A C10 H10B 107.4 . . ? N2 C11 C10 117.6(4) . . ? N2 C11 H11A 107.9 . . ? C10 C11 H11A 107.9 . . ? N2 C11 H11B 107.9 . . ? C10 C11 H11B 107.9 . . ? H11A C11 H11B 107.2 . . ? C1 N1 C9 110.7(4) . . ? C1 N1 C3 110.2(4) . . ? C9 N1 C3 107.2(4) . . ? C1 N1 La1 108.3(3) . . ? C9 N1 La1 119.1(3) . . ? C3 N1 La1 100.8(3) . . ? C7 N2 C5 110.2(4) . . ? C7 N2 C11 109.0(4) . . ? C5 N2 C11 109.6(4) . . ? C7 N2 La1 107.6(3) . . ? C5 N2 La1 110.6(3) . . ? C11 N2 La1 109.9(3) . . ? C2 O1 La2 99.7(3) . . ? C2 O1 La1 118.3(3) . . ? La2 O1 La1 120.11(13) . . ? C2 O2 La1 161.1(3) . 3_665 ? C2 O2 La2 89.7(3) . . ? La1 O2 La2 106.52(11) 3_665 . ? C4 O3 La1 124.3(3) . . ? C6 O5 La1 133.8(3) . . ? C8 O7 La1 124.6(3) . . ? C8 O7 La1 101.3(3) . 4_766 ? La1 O7 La1 115.72(12) . 4_766 ? C8 O8 La1 89.3(3) . 4_766 ? La1 O1W H1WA 120(3) . . ? La1 O1W H1WB 123(3) . . ? H1WA O1W H1WB 109.8(17) . . ? La2 O2W H2WA 117(3) . . ? La2 O2W H2WB 128(3) . . ? H2WA O2W H2WB 110.1(18) . . ? La2 O3W H3WB 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1WA O3 0.849(10) 1.92(2) 2.713(5) 155(4) 4_766 O1W H1WB O6 0.849(10) 1.928(16) 2.760(5) 166(4) 2_655 O2W H2WA O8 0.850(10) 1.854(13) 2.692(5) 168(4) 5_566 O2W H2WB O6 0.848(10) 1.830(15) 2.667(5) 169(5) 3_666 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.144 _refine_diff_density_min -1.873 _refine_diff_density_rms 0.129 _database_code_depnum_ccdc_archive 'CCDC 969860' ####################################################################### # # 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_sadp _audit_creation_date 2013-11-15 _audit_creation_method ; Olex2 1.1 (compiled 2011.11.01 svn.r2039, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety '0.5(C66 H112 La8 N12 O62), 3(O)' _chemical_formula_sum 'C39 H80 La4 N6 O37' _chemical_formula_weight 1780.73 _chemical_melting_point ? 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' _space_group_crystal_system trigonal _space_group_IT_number 147 _space_group_name_H-M_alt 'P -3' _space_group_name_Hall '-P 3' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-y, x-y, z' 3 '-x+y, -x, z' 4 '-x, -y, -z' 5 'y, -x+y, -z' 6 'x-y, x, -z' _cell_length_a 19.9381(4) _cell_length_b 19.9381(4) _cell_length_c 8.9822(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3092.29(14) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7439 _cell_measurement_theta_min 3.0465 _cell_measurement_theta_max 32.4948 _exptl_absorpt_coefficient_mu 2.808 _exptl_absorpt_correction_T_max 0.7665 _exptl_absorpt_correction_T_min 0.6036 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.912 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description hexagonal _exptl_crystal_F_000 1760 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0770 _diffrn_reflns_av_unetI/netI 0.0479 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 32855 _diffrn_reflns_theta_full 27.49 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_min 3.05 _diffrn_ambient_temperature 173.15 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method ? _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 4151 _reflns_number_total 4745 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 0.911 _refine_diff_density_min -1.750 _refine_diff_density_rms 0.126 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.113 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 244 _refine_ls_number_reflns 4745 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0550 _refine_ls_R_factor_gt 0.0417 _refine_ls_restrained_S_all 1.112 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0257P)^2^+4.1053P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0748 _refine_ls_wR_factor_ref 0.0794 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 La1 La 0.111570(14) 0.604174(15) -0.00064(3) 0.01598(8) Uani 1 1 d . . . La2 La 0.3333 0.6667 0.21484(5) 0.01579(11) Uani 1 3 d S . . C1 C 0.2298(3) 0.8102(3) 0.0516(6) 0.0238(10) Uani 1 1 d . . . H1A H 0.2442 0.8550 0.1182 0.029 Uiso 1 1 calc R . . H1B H 0.2462 0.8302 -0.0507 0.029 Uiso 1 1 calc R . . C2 C 0.2715(3) 0.7680(3) 0.1007(5) 0.0188(9) Uani 1 1 d . . . C3 C 0.1163(3) 0.7518(3) 0.2088(5) 0.0264(11) Uani 1 1 d . . . H3A H 0.1166 0.8001 0.2357 0.032 Uiso 1 1 calc R . . H3B H 0.1518 0.7459 0.2776 0.032 Uiso 1 1 calc R . . C4 C 0.0347(3) 0.6834(3) 0.2284(6) 0.0312(12) Uani 1 1 d . . . C5 C 0.0169(3) 0.5769(3) -0.3588(5) 0.0247(11) Uani 1 1 d . . . H5A H 0.0407 0.5543 -0.4232 0.030 Uiso 1 1 calc R . . H5B H -0.0140 0.5916 -0.4232 0.030 Uiso 1 1 calc R . . C6 C -0.0364(2) 0.5165(3) -0.2495(5) 0.0186(9) Uani 1 1 d . . . C7 C 0.1483(3) 0.6822(3) -0.3814(5) 0.0250(11) Uani 1 1 d . . . H7A H 0.1477 0.7225 -0.4447 0.030 Uiso 1 1 calc R . . H7B H 0.1468 0.6419 -0.4480 0.030 Uiso 1 1 calc R . . C8 C 0.2226(3) 0.7179(3) -0.2933(5) 0.0225(10) Uani 1 1 d . . . C9 C 0.1066(3) 0.7916(3) -0.0357(6) 0.0267(11) Uani 1 1 d . . . H9A H 0.1314 0.8476 -0.0126 0.032 Uiso 1 1 calc R . . H9B H 0.0519 0.7673 -0.0036 0.032 Uiso 1 1 calc R . . C10 C 0.1079(3) 0.7828(3) -0.2042(6) 0.0287(11) Uani 1 1 d . . . H10A H 0.0978 0.8217 -0.2514 0.034 Uiso 1 1 calc R . . H10B H 0.1608 0.7953 -0.2335 0.034 Uiso 1 1 calc R . . C11 C 0.0509(3) 0.7037(3) -0.2678(6) 0.0293(11) Uani 1 1 d . . . H11A H 0.0050 0.6796 -0.2019 0.035 Uiso 1 1 calc R . . H11B H 0.0334 0.7116 -0.3660 0.035 Uiso 1 1 calc R . . N1 N 0.1449(2) 0.7584(2) 0.0550(4) 0.0201(8) Uani 1 1 d . . . N2 N 0.0790(2) 0.6473(2) -0.2874(4) 0.0209(8) Uani 1 1 d . . . O1 O 0.22927(17) 0.69871(17) 0.1515(3) 0.0193(7) Uani 1 1 d . . . O2 O 0.34327(17) 0.79870(17) 0.0944(4) 0.0212(7) Uani 1 1 d . . . O3 O 0.01680(19) 0.6258(2) 0.1423(4) 0.0274(8) Uani 1 1 d . . . O4 O -0.0067(3) 0.6856(3) 0.3272(5) 0.0579(13) Uani 1 1 d . . . O5 O -0.02182(17) 0.53028(17) -0.1105(3) 0.0192(7) Uani 1 1 d . . . O6 O -0.09045(17) 0.45372(18) -0.2938(4) 0.0227(7) Uani 1 1 d . . . O7 O 0.21933(18) 0.6924(2) -0.1639(4) 0.0297(8) Uani 1 1 d . . . O8 O 0.28304(19) 0.76979(19) -0.3521(4) 0.0300(8) Uani 1 1 d . . . O1W O 0.11142(19) 0.51277(19) -0.1969(4) 0.0256(8) Uani 1 1 d D . . O3W O 0.3333 0.6667 -0.0625(6) 0.0288(13) Uani 1 3 d S . . H3W H 0.3254 0.6236 -0.0936 0.043 Uiso 0.67 1 calc PR . . O2W O 0.23294(18) 0.5968(2) 0.4114(4) 0.0252(7) Uani 1 1 d D . . H2WA H 0.235(2) 0.571(2) 0.485(4) 0.030 Uiso 1 1 d D . . H1WA H 0.1494(17) 0.513(2) -0.242(5) 0.030 Uiso 1 1 d D . . H1WB H 0.0767(18) 0.4661(10) -0.181(6) 0.030 Uiso 1 1 d D . . H2WB H 0.1864(10) 0.580(3) 0.386(5) 0.030 Uiso 1 1 d D . . O4W O -0.1270(4) 0.6199(5) -0.4590(9) 0.129(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La1 0.01249(13) 0.02025(14) 0.01275(13) 0.00115(10) 0.00090(10) 0.00634(11) La2 0.01720(14) 0.01720(14) 0.0130(2) 0.000 0.000 0.00860(7) C1 0.025(2) 0.014(2) 0.032(3) -0.0003(19) -0.001(2) 0.009(2) C2 0.025(2) 0.019(2) 0.012(2) -0.0052(17) -0.0043(18) 0.011(2) C3 0.032(3) 0.035(3) 0.018(2) -0.006(2) -0.002(2) 0.021(2) C4 0.035(3) 0.041(3) 0.025(3) 0.003(2) 0.005(2) 0.024(3) C5 0.022(2) 0.033(3) 0.013(2) 0.002(2) -0.0007(18) 0.009(2) C6 0.016(2) 0.026(2) 0.019(2) 0.0008(19) 0.0000(18) 0.014(2) C7 0.020(2) 0.028(3) 0.016(2) 0.0040(19) 0.0059(19) 0.003(2) C8 0.024(2) 0.025(2) 0.015(2) -0.0032(19) 0.0033(19) 0.009(2) C9 0.032(3) 0.026(3) 0.027(3) -0.001(2) -0.003(2) 0.019(2) C10 0.040(3) 0.028(3) 0.026(3) 0.004(2) -0.006(2) 0.022(2) C11 0.033(3) 0.033(3) 0.027(3) 0.001(2) -0.007(2) 0.020(2) N1 0.024(2) 0.026(2) 0.0137(19) 0.0012(16) 0.0004(16) 0.0148(17) N2 0.0189(19) 0.023(2) 0.016(2) 0.0017(16) -0.0001(15) 0.0067(16) O1 0.0193(16) 0.0184(16) 0.0188(17) 0.0021(13) -0.0007(13) 0.0085(13) O2 0.0176(16) 0.0182(16) 0.0240(18) -0.0008(13) -0.0007(13) 0.0061(13) O3 0.0243(18) 0.036(2) 0.0248(19) 0.0006(16) 0.0060(14) 0.0168(16) O4 0.061(3) 0.059(3) 0.051(3) -0.006(2) 0.030(2) 0.028(2) O5 0.0150(15) 0.0253(17) 0.0158(16) 0.0028(13) -0.0005(12) 0.0089(13) O6 0.0146(16) 0.0247(17) 0.0212(18) -0.0003(14) -0.0012(13) 0.0041(14) O7 0.0192(17) 0.043(2) 0.0181(18) 0.0063(15) 0.0048(14) 0.0085(16) O8 0.0241(18) 0.0271(18) 0.0175(18) -0.0023(14) 0.0062(14) -0.0031(15) O1W 0.0190(17) 0.0299(19) 0.0235(19) -0.0030(15) 0.0055(14) 0.0090(15) O3W 0.033(2) 0.033(2) 0.020(3) 0.000 0.000 0.0167(10) O2W 0.0177(16) 0.0320(19) 0.0193(18) 0.0093(14) 0.0000(14) 0.0074(15) O4W 0.080(5) 0.175(8) 0.126(7) -0.042(6) -0.021(4) 0.060(5) _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 La1 C6 3.079(5) 4_565 ? La1 N1 2.847(4) . ? La1 N2 2.891(4) . ? La1 O1 2.550(3) . ? La1 O2 2.733(3) 2_665 ? La1 O3 2.494(3) . ? La1 O5 2.567(3) 4_565 ? La1 O5 2.510(3) . ? La1 O6 2.832(3) 4_565 ? La1 O7 2.466(3) . ? La1 O1W 2.535(3) . ? La2 C2 3.024(5) . ? La2 C2 3.024(5) 2_665 ? La2 O1 2.522(3) 3_565 ? La2 O1 2.522(3) 2_665 ? La2 O1 2.522(3) . ? La2 O2 2.760(3) 3_565 ? La2 O2 2.760(3) 2_665 ? La2 O2 2.760(3) . ? La2 O3W 2.491(6) . ? La2 O2W 2.505(3) . ? La2 O2W 2.505(3) 3_565 ? La2 O2W 2.505(3) 2_665 ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C1 C2 1.514(6) . ? C1 N1 1.478(6) . ? C2 O1 1.290(5) . ? C2 O2 1.245(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C3 C4 1.523(7) . ? C3 N1 1.475(6) . ? C4 O3 1.279(6) . ? C4 O4 1.228(6) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C5 C6 1.504(6) . ? C5 N2 1.475(6) . ? C6 La1 3.079(5) 4_565 ? C6 O5 1.280(5) . ? C6 O6 1.241(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C7 C8 1.508(7) . ? C7 N2 1.465(6) . ? C8 O7 1.258(6) . ? C8 O8 1.247(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C9 C10 1.526(7) . ? C9 N1 1.480(6) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C10 C11 1.520(7) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C11 N2 1.495(6) . ? O2 La1 2.733(3) 3_565 ? O5 La1 2.567(3) 4_565 ? O6 La1 2.832(3) 4_565 ? O1W H1WA 0.853(10) . ? O1W H1WB 0.849(10) . ? O3W H3W 0.8400 . ? O2W H2WA 0.845(10) . ? O2W H2WB 0.847(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 La1 C6 118.40(11) . 4_565 ? N1 La1 N2 78.50(11) . . ? N2 La1 C6 142.07(11) . 4_565 ? O1 La1 C6 95.47(11) . 4_565 ? O1 La1 N1 58.39(10) . . ? O1 La1 N2 121.20(10) . . ? O1 La1 O2 66.02(9) . 2_665 ? O1 La1 O5 117.84(10) . 4_565 ? O1 La1 O6 72.26(9) . 4_565 ? O2 La1 C6 66.49(10) 2_665 4_565 ? O2 La1 N1 124.39(10) 2_665 . ? O2 La1 N2 134.53(10) 2_665 . ? O2 La1 O6 61.79(9) 2_665 4_565 ? O3 La1 C6 69.15(11) . 4_565 ? O3 La1 N1 60.73(11) . . ? O3 La1 N2 96.02(11) . . ? O3 La1 O1 95.34(11) . . ? O3 La1 O2 129.17(10) . 2_665 ? O3 La1 O5 77.72(11) . 4_565 ? O3 La1 O5 68.40(11) . . ? O3 La1 O6 67.56(10) . 4_565 ? O3 La1 O1W 138.92(11) . . ? O5 La1 C6 82.48(11) . 4_565 ? O5 La1 C6 24.09(11) 4_565 4_565 ? O5 La1 N1 108.05(10) . . ? O5 La1 N1 136.42(10) 4_565 . ? O5 La1 N2 120.96(10) 4_565 . ? O5 La1 N2 59.63(10) . . ? O5 La1 O1 163.32(10) . . ? O5 La1 O2 71.97(9) 4_565 2_665 ? O5 La1 O2 126.84(9) . 2_665 ? O5 La1 O5 63.84(11) . 4_565 ? O5 La1 O6 103.30(9) . 4_565 ? O5 La1 O6 47.71(9) 4_565 4_565 ? O5 La1 O1W 71.61(10) . . ? O6 La1 C6 23.76(10) 4_565 4_565 ? O6 La1 N1 100.56(10) 4_565 . ? O6 La1 N2 160.70(10) 4_565 . ? O7 La1 C6 154.37(11) . 4_565 ? O7 La1 N1 71.59(11) . . ? O7 La1 N2 60.21(11) . . ? O7 La1 O1 68.89(11) . . ? O7 La1 O2 88.25(10) . 2_665 ? O7 La1 O3 130.42(12) . . ? O7 La1 O5 151.64(11) . 4_565 ? O7 La1 O5 118.32(10) . . ? O7 La1 O6 138.17(10) . 4_565 ? O7 La1 O1W 77.67(11) . . ? O1W La1 C6 96.93(12) . 4_565 ? O1W La1 N1 144.53(11) . . ? O1W La1 N2 71.02(11) . . ? O1W La1 O1 125.02(10) . . ? O1W La1 O2 70.74(10) . 2_665 ? O1W La1 O5 76.70(10) . 4_565 ? O1W La1 O6 114.21(10) . 4_565 ? C2 La2 C2 109.13(9) . 2_665 ? O1 La2 C2 132.37(11) 2_665 . ? O1 La2 C2 90.24(11) 3_565 . ? O1 La2 C2 24.84(11) . . ? O1 La2 C2 24.84(11) 2_665 2_665 ? O1 La2 C2 132.37(11) 3_565 2_665 ? O1 La2 C2 90.24(11) . 2_665 ? O1 La2 O1 115.06(5) 3_565 2_665 ? O1 La2 O1 115.06(5) . 3_565 ? O1 La2 O1 115.06(5) . 2_665 ? O1 La2 O2 49.15(9) 2_665 2_665 ? O1 La2 O2 142.79(10) . 3_565 ? O1 La2 O2 142.79(10) 2_665 . ? O1 La2 O2 65.94(9) 3_565 . ? O1 La2 O2 49.15(9) . . ? O1 La2 O2 65.94(9) . 2_665 ? O1 La2 O2 142.79(10) 3_565 2_665 ? O1 La2 O2 49.15(9) 3_565 3_565 ? O1 La2 O2 65.94(9) 2_665 3_565 ? O2 La2 C2 125.73(11) . 2_665 ? O2 La2 C2 125.73(11) 3_565 . ? O2 La2 C2 24.31(10) 2_665 2_665 ? O2 La2 C2 85.92(10) 3_565 2_665 ? O2 La2 C2 85.92(10) 2_665 . ? O2 La2 C2 24.31(10) . . ? O2 La2 O2 105.63(8) . 3_565 ? O2 La2 O2 105.63(8) 2_665 3_565 ? O2 La2 O2 105.63(8) . 2_665 ? O3W La2 C2 70.19(8) . 2_665 ? O3W La2 C2 70.19(8) . . ? O3W La2 O1 76.96(7) . 2_665 ? O3W La2 O1 76.96(7) . . ? O3W La2 O1 76.96(7) . 3_565 ? O3W La2 O2 66.92(7) . . ? O3W La2 O2 66.92(7) . 3_565 ? O3W La2 O2 66.92(7) . 2_665 ? O3W La2 O2W 134.81(8) . 2_665 ? O3W La2 O2W 134.81(8) . 3_565 ? O3W La2 O2W 134.81(8) . . ? O2W La2 C2 149.68(11) 2_665 . ? O2W La2 C2 97.52(12) . . ? O2W La2 C2 73.88(12) 3_565 . ? O2W La2 C2 97.52(12) 2_665 2_665 ? O2W La2 C2 73.88(12) . 2_665 ? O2W La2 C2 149.68(11) 3_565 2_665 ? O2W La2 O1 81.88(11) . 2_665 ? O2W La2 O1 76.70(10) 3_565 3_565 ? O2W La2 O1 148.02(11) . 3_565 ? O2W La2 O1 76.70(10) 2_665 2_665 ? O2W La2 O1 81.88(11) 3_565 . ? O2W La2 O1 76.70(10) . . ? O2W La2 O1 148.02(11) 2_665 . ? O2W La2 O1 148.02(11) 3_565 2_665 ? O2W La2 O1 81.88(11) 2_665 3_565 ? O2W La2 O2 68.98(10) 3_565 . ? O2W La2 O2 117.57(11) 3_565 3_565 ? O2W La2 O2 117.57(10) . . ? O2W La2 O2 117.57(10) 2_665 2_665 ? O2W La2 O2 136.44(10) 2_665 . ? O2W La2 O2 136.44(10) 3_565 2_665 ? O2W La2 O2 68.98(10) . 2_665 ? O2W La2 O2 68.98(10) 2_665 3_565 ? O2W La2 O2 136.44(10) . 3_565 ? O2W La2 O2W 75.82(12) 3_565 2_665 ? O2W La2 O2W 75.82(12) . 2_665 ? O2W La2 O2W 75.82(12) 3_565 . ? H1A C1 H1B 108.0 . . ? C2 C1 H1A 109.4 . . ? C2 C1 H1B 109.4 . . ? N1 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? N1 C1 C2 111.2(4) . . ? C1 C2 La2 172.1(3) . . ? O1 C2 La2 55.3(2) . . ? O1 C2 C1 116.9(4) . . ? O2 C2 La2 65.9(2) . . ? O2 C2 C1 121.9(4) . . ? O2 C2 O1 121.1(4) . . ? H3A C3 H3B 107.9 . . ? C4 C3 H3A 109.1 . . ? C4 C3 H3B 109.1 . . ? N1 C3 H3A 109.1 . . ? N1 C3 H3B 109.1 . . ? N1 C3 C4 112.4(4) . . ? O3 C4 C3 115.4(4) . . ? O4 C4 C3 119.2(5) . . ? O4 C4 O3 125.3(5) . . ? H5A C5 H5B 107.7 . . ? C6 C5 H5A 108.9 . . ? C6 C5 H5B 108.9 . . ? N2 C5 H5A 108.9 . . ? N2 C5 H5B 108.9 . . ? N2 C5 C6 113.5(4) . . ? C5 C6 La1 167.1(3) . 4_565 ? O5 C6 La1 54.9(2) . 4_565 ? O5 C6 C5 118.1(4) . . ? O6 C6 La1 66.9(2) . 4_565 ? O6 C6 C5 120.6(4) . . ? O6 C6 O5 121.2(4) . . ? H7A C7 H7B 107.8 . . ? C8 C7 H7A 109.0 . . ? C8 C7 H7B 109.0 . . ? N2 C7 H7A 109.0 . . ? N2 C7 H7B 109.0 . . ? N2 C7 C8 113.1(4) . . ? O7 C8 C7 117.0(4) . . ? O8 C8 C7 118.9(4) . . ? O8 C8 O7 124.1(4) . . ? H9A C9 H9B 107.3 . . ? C10 C9 H9A 108.1 . . ? C10 C9 H9B 108.1 . . ? N1 C9 H9A 108.1 . . ? N1 C9 H9B 108.1 . . ? N1 C9 C10 116.8(4) . . ? C9 C10 H10A 108.2 . . ? C9 C10 H10B 108.2 . . ? H10A C10 H10B 107.3 . . ? C11 C10 C9 116.5(4) . . ? C11 C10 H10A 108.2 . . ? C11 C10 H10B 108.2 . . ? C10 C11 H11A 108.0 . . ? C10 C11 H11B 108.0 . . ? H11A C11 H11B 107.2 . . ? N2 C11 C10 117.2(4) . . ? N2 C11 H11A 108.0 . . ? N2 C11 H11B 108.0 . . ? C1 N1 La1 108.6(2) . . ? C1 N1 C9 110.1(4) . . ? C3 N1 La1 101.4(3) . . ? C3 N1 C1 109.8(4) . . ? C3 N1 C9 107.0(4) . . ? C9 N1 La1 119.5(3) . . ? C5 N2 La1 108.1(3) . . ? C5 N2 C11 108.4(4) . . ? C7 N2 La1 110.8(3) . . ? C7 N2 C5 110.2(4) . . ? C7 N2 C11 109.3(4) . . ? C11 N2 La1 110.1(3) . . ? La2 O1 La1 120.21(12) . . ? C2 O1 La1 118.0(3) . . ? C2 O1 La2 99.9(3) . . ? La1 O2 La2 106.38(10) 3_565 . ? C2 O2 La1 160.8(3) . 3_565 ? C2 O2 La2 89.8(3) . . ? C4 O3 La1 124.8(3) . . ? La1 O5 La1 116.16(11) . 4_565 ? C6 O5 La1 124.7(3) . . ? C6 O5 La1 101.0(3) . 4_565 ? C6 O6 La1 89.4(3) . 4_565 ? C8 O7 La1 133.5(3) . . ? La1 O1W H1WA 130(3) . . ? La1 O1W H1WB 112(3) . . ? H1WA O1W H1WB 109.0(17) . . ? La2 O3W H3W 109.5 . . ? La2 O2W H2WA 129(3) . . ? La2 O2W H2WB 116(3) . . ? H2WA O2W H2WB 110.3(17) . . ? # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.055 759 154 ' ' _platon_squeeze_details ; For 1c, the unit cell includes a large region of disordered solvent ethanol molecules, which could not be modeled as discrete atomic sites. We employed PLATON/SQUEEZE to calculate the diffaction contribution of the solvent ethanol molecules and, thereby, to produce a set of solvent-free diffraction intensities. The SQUEEZE calculations showed a total solvent accessible area volume of 759 A3 in 1c and the residual electron density amounted to 154 e per unit cell, corresponding to nearly 6 molecules of ethanol (about 1 ethanol molecules per asymmetric unit). ; _database_code_depnum_ccdc_archive 'CCDC 969861'