# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'La-Sheng Long' _publ_contact_author_email LSLONG@XMU.EDU.CN _publ_section_title ; Ionothermal Synthesis of 3d-4f and 4f layered anionic metal-organic frameworks ; loop_ _publ_author_name 'La-Sheng Long' 'Wen-Xian Chen' 'Rong-Bin Huang' 'Lan-Sun Zheng' # Attachment 'complex11.cif' data_complex1 _database_code_depnum_ccdc_archive 'CCDC 717557' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H52 Co La2 N4 O24 S4' _chemical_formula_weight 1413.83 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting TRICLINIC _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.444(2) _cell_length_b 11.213(2) _cell_length_c 12.233(2) _cell_angle_alpha 79.66(3) _cell_angle_beta 71.61(3) _cell_angle_gamma 87.54(3) _cell_volume 1337.2(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.756 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 705 _exptl_absorpt_coefficient_mu 2.114 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.6201 _exptl_absorpt_correction_T_max 0.6772 _exptl_absorpt_process_details Tompa_analytical _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-CS Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11611 _diffrn_reflns_av_R_equivalents 0.0375 _diffrn_reflns_av_sigmaI/netI 0.0478 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5238 _reflns_number_gt 4749 _reflns_threshold_expression >2sigma(I) _computing_data_collection R-AXIS-SPIDER _computing_cell_refinement RAPID _computing_data_reduction RAPID _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V.5.0 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0616P)^2^+5.1978P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5238 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0466 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1255 _refine_ls_wR_factor_gt 0.1193 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.006 _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 0.57604(3) 0.93872(3) 0.64678(2) 0.02241(12) Uani 1 1 d . . . Co1 Co 0.0000 1.0000 0.5000 0.0274(2) Uani 1 2 d S . . S1 S 0.48851(18) 1.26610(14) 0.54446(14) 0.0400(4) Uani 1 1 d . . . S2 S 0.86930(16) 0.74099(14) 0.66938(14) 0.0397(4) Uani 1 1 d . . . O1 O 0.4062(4) 0.7726(4) 0.7994(3) 0.0382(10) Uani 1 1 d . . . O2 O 0.4449(5) 0.9367(4) 0.8592(4) 0.0436(11) Uani 1 1 d . . . O3 O 0.0742(4) 0.8873(4) 1.3784(3) 0.0344(9) Uani 1 1 d . . . O4 O 0.2806(4) 0.9595(4) 1.2760(4) 0.0409(11) Uani 1 1 d . . . O5 O 0.7278(4) 0.7763(4) 0.7034(4) 0.0400(10) Uani 1 1 d . . . O6 O 0.8981(6) 0.6556(6) 0.7591(5) 0.076(2) Uani 1 1 d . . . O7 O 0.9602(4) 0.8452(4) 0.6309(4) 0.0402(10) Uani 1 1 d . . . O8 O 0.5197(6) 1.1638(4) 0.6243(4) 0.0500(12) Uani 1 1 d . . . O9 O 0.4215(5) 1.2268(4) 0.4684(4) 0.0393(10) Uani 1 1 d . . . O10 O 0.4162(6) 1.3591(4) 0.6051(5) 0.0580(14) Uani 1 1 d . . . O11 O 0.1941(4) 1.0165(4) 0.5222(3) 0.0306(8) Uani 1 1 d . . . O12 O 0.3667(4) 0.9673(4) 0.5834(3) 0.0294(8) Uani 1 1 d . . . N1 N 0.4911(6) 0.4251(5) 0.8262(5) 0.0450(13) Uani 1 1 d . . . N2 N 0.3630(6) 0.2824(5) 0.9480(5) 0.0387(12) Uani 1 1 d . . . C1 C 0.2810(5) 0.7980(5) 0.9957(5) 0.0276(11) Uani 1 1 d . . . C2 C 0.2827(5) 0.8524(5) 1.0880(4) 0.0260(11) Uani 1 1 d . . . H2 H 0.3519 0.9067 1.0783 0.031 Uiso 1 1 calc R . . C3 C 0.1816(5) 0.8269(5) 1.1956(5) 0.0255(11) Uani 1 1 d . . . C4 C 0.0813(5) 0.7414(5) 1.2090(5) 0.0303(12) Uani 1 1 d . . . H4 H 0.0136 0.7233 1.2806 0.036 Uiso 1 1 calc R . . C5 C 0.0802(6) 0.6835(5) 1.1188(5) 0.0319(12) Uani 1 1 d . . . C6 C 0.1803(6) 0.7125(5) 1.0113(5) 0.0314(12) Uani 1 1 d . . . H6 H 0.1802 0.6749 0.9495 0.038 Uiso 1 1 calc R . . C7 C 0.3849(6) 0.8367(5) 0.8768(4) 0.0283(11) Uani 1 1 d . . . C8 C 0.1791(5) 0.8947(5) 1.2906(5) 0.0280(11) Uani 1 1 d . . . C9 C -0.0302(7) 0.5907(6) 1.1378(6) 0.0449(16) Uani 1 1 d . . . H9A H -0.0416 0.5852 1.0640 0.067 Uiso 1 1 calc R . . H9B H -0.1133 0.6153 1.1891 0.067 Uiso 1 1 calc R . . H9C H -0.0053 0.5130 1.1722 0.067 Uiso 1 1 calc R . . C10 C 0.6443(9) 1.3291(8) 0.4505(8) 0.066(2) Uani 1 1 d . . . H10A H 0.6289 1.3971 0.3964 0.099 Uiso 1 1 calc R . . H10B H 0.6948 1.2691 0.4081 0.099 Uiso 1 1 calc R . . H10C H 0.6943 1.3555 0.4958 0.099 Uiso 1 1 calc R . . C11 C 0.8928(10) 0.6717(8) 0.5448(8) 0.076(3) Uani 1 1 d . . . H11A H 0.9845 0.6459 0.5178 0.114 Uiso 1 1 calc R . . H11B H 0.8736 0.7291 0.4838 0.114 Uiso 1 1 calc R . . H11C H 0.8331 0.6028 0.5655 0.114 Uiso 1 1 calc R . . C12 C 0.2421(5) 0.9858(5) 0.6061(5) 0.0272(11) Uani 1 1 d . . . C13 C 0.1541(7) 0.9728(9) 0.7303(6) 0.059(2) Uani 1 1 d . . . H13A H 0.1648 0.8935 0.7714 0.089 Uiso 1 1 calc R . . H13B H 0.0616 0.9833 0.7327 0.089 Uiso 1 1 calc R . . H13C H 0.1792 1.0331 0.7667 0.089 Uiso 1 1 calc R . . C14 C 0.4631(7) 0.3076(6) 0.8492(6) 0.0412(14) Uani 1 1 d . . . H14 H 0.5071 0.2515 0.8031 0.049 Uiso 1 1 calc R . . C15 C 0.3247(8) 0.3883(7) 0.9897(7) 0.0557(19) Uani 1 1 d . . . H15 H 0.2567 0.3966 1.0583 0.067 Uiso 1 1 calc R . . C16 C 0.4030(8) 0.4777(6) 0.9137(7) 0.0552(19) Uani 1 1 d . . . H16 H 0.3988 0.5596 0.9189 0.066 Uiso 1 1 calc R . . C17 C 0.6004(10) 0.4871(9) 0.7278(8) 0.074(3) Uani 1 1 d . . . H17A H 0.6826 0.4435 0.7225 0.111 Uiso 1 1 calc R . . H17B H 0.6116 0.5679 0.7397 0.111 Uiso 1 1 calc R . . H17C H 0.5786 0.4908 0.6567 0.111 Uiso 1 1 calc R . . C18 C 0.3050(8) 0.1606(6) 1.0031(6) 0.0484(16) Uani 1 1 d . . . H18A H 0.3073 0.1433 1.0831 0.058 Uiso 1 1 calc R . . H18B H 0.3600 0.1010 0.9614 0.058 Uiso 1 1 calc R . . C19 C 0.1629(10) 0.1485(9) 1.0035(10) 0.080(3) Uani 1 1 d . . . H19A H 0.1298 0.0677 1.0397 0.120 Uiso 1 1 calc R . . H19B H 0.1602 0.1643 0.9245 0.120 Uiso 1 1 calc R . . H19C H 0.1074 0.2057 1.0466 0.120 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La1 0.01928(17) 0.03004(19) 0.01742(17) -0.00463(12) -0.00440(11) -0.00284(11) Co1 0.0174(5) 0.0432(6) 0.0219(5) -0.0100(4) -0.0045(4) 0.0017(4) S1 0.0593(10) 0.0288(7) 0.0393(8) -0.0118(6) -0.0229(7) 0.0019(7) S2 0.0322(8) 0.0389(8) 0.0365(8) 0.0038(7) -0.0010(6) 0.0060(6) O1 0.042(2) 0.041(2) 0.025(2) -0.0097(18) 0.0018(17) -0.0060(18) O2 0.044(3) 0.050(3) 0.028(2) -0.016(2) 0.0086(18) -0.020(2) O3 0.027(2) 0.047(2) 0.027(2) -0.0141(18) 0.0000(16) -0.0058(17) O4 0.028(2) 0.067(3) 0.030(2) -0.016(2) -0.0046(17) -0.016(2) O5 0.029(2) 0.045(2) 0.039(2) 0.004(2) -0.0077(18) 0.0026(18) O6 0.047(3) 0.078(4) 0.070(4) 0.037(3) -0.001(3) 0.020(3) O7 0.036(2) 0.050(3) 0.031(2) 0.0029(19) -0.0105(18) -0.0031(19) O8 0.089(4) 0.033(2) 0.038(2) -0.010(2) -0.032(3) 0.006(2) O9 0.052(3) 0.036(2) 0.036(2) -0.0078(19) -0.022(2) 0.0042(19) O10 0.094(4) 0.036(3) 0.055(3) -0.022(2) -0.033(3) 0.016(3) O11 0.0207(19) 0.046(2) 0.0223(18) -0.0036(17) -0.0036(14) -0.0018(16) O12 0.0220(19) 0.037(2) 0.0287(19) -0.0031(17) -0.0087(15) -0.0004(15) N1 0.050(3) 0.040(3) 0.045(3) 0.000(3) -0.017(3) -0.007(2) N2 0.045(3) 0.032(3) 0.039(3) -0.003(2) -0.017(2) 0.003(2) C1 0.024(3) 0.032(3) 0.024(3) -0.004(2) -0.004(2) -0.001(2) C2 0.022(3) 0.029(3) 0.024(3) -0.001(2) -0.004(2) -0.002(2) C3 0.020(3) 0.032(3) 0.024(2) -0.003(2) -0.007(2) -0.001(2) C4 0.024(3) 0.033(3) 0.029(3) -0.005(2) 0.000(2) -0.004(2) C5 0.026(3) 0.033(3) 0.037(3) -0.007(2) -0.008(2) -0.002(2) C6 0.034(3) 0.030(3) 0.030(3) -0.009(2) -0.008(2) 0.001(2) C7 0.027(3) 0.036(3) 0.019(2) -0.004(2) -0.004(2) 0.001(2) C8 0.022(3) 0.039(3) 0.023(2) -0.006(2) -0.006(2) -0.002(2) C9 0.039(4) 0.039(3) 0.056(4) -0.010(3) -0.012(3) -0.012(3) C10 0.067(6) 0.055(5) 0.077(6) -0.011(4) -0.021(4) -0.011(4) C11 0.084(7) 0.056(5) 0.064(5) -0.022(4) 0.019(5) -0.019(4) C12 0.023(3) 0.036(3) 0.023(3) -0.008(2) -0.007(2) -0.002(2) C13 0.034(4) 0.115(7) 0.026(3) -0.008(4) -0.010(3) 0.012(4) C14 0.049(4) 0.040(3) 0.037(3) -0.008(3) -0.016(3) 0.003(3) C15 0.049(4) 0.054(4) 0.059(5) -0.020(4) -0.004(3) 0.001(3) C16 0.055(5) 0.036(4) 0.074(5) -0.016(4) -0.017(4) 0.004(3) C17 0.065(6) 0.085(6) 0.063(5) -0.002(5) -0.011(4) -0.033(5) C18 0.061(5) 0.038(3) 0.043(4) 0.005(3) -0.018(3) -0.003(3) C19 0.067(6) 0.060(5) 0.114(8) 0.009(5) -0.041(6) -0.012(4) _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 O4 2.421(4) 2_677 ? La1 O5 2.510(4) . ? La1 O9 2.518(4) 2_676 ? La1 O2 2.523(4) . ? La1 O12 2.531(4) . ? La1 O8 2.553(4) . ? La1 O11 2.624(4) 2_676 ? La1 O1 2.655(4) . ? La1 O12 2.706(4) 2_676 ? La1 C7 2.951(5) . ? La1 C12 3.063(5) 2_676 ? Co1 O3 2.067(4) 2_577 ? Co1 O3 2.067(4) 1_554 ? Co1 O7 2.096(4) 2_676 ? Co1 O7 2.096(4) 1_455 ? Co1 O11 2.149(4) 2_576 ? Co1 O11 2.149(4) . ? S1 O10 1.437(5) . ? S1 O9 1.461(4) . ? S1 O8 1.463(5) . ? S1 C10 1.759(9) . ? S2 O6 1.420(5) . ? S2 O7 1.451(5) . ? S2 O5 1.461(4) . ? S2 C11 1.777(9) . ? O1 C7 1.250(7) . ? O2 C7 1.259(7) . ? O3 C8 1.262(6) . ? O3 Co1 2.067(4) 1_556 ? O4 C8 1.259(7) . ? O4 La1 2.421(4) 2_677 ? O7 Co1 2.096(4) 1_655 ? O9 La1 2.518(4) 2_676 ? O11 C12 1.267(7) . ? O11 La1 2.624(4) 2_676 ? O12 C12 1.258(7) . ? O12 La1 2.706(4) 2_676 ? N1 C14 1.322(9) . ? N1 C16 1.378(9) . ? N1 C17 1.461(10) . ? N2 C14 1.319(9) . ? N2 C15 1.370(9) . ? N2 C18 1.474(8) . ? C1 C2 1.382(8) . ? C1 C6 1.398(8) . ? C1 C7 1.517(7) . ? C2 C3 1.394(7) . ? C3 C4 1.401(8) . ? C3 C8 1.492(8) . ? C4 C5 1.380(8) . ? C5 C6 1.392(8) . ? C5 C9 1.521(8) . ? C12 C13 1.492(8) . ? C12 La1 3.063(5) 2_676 ? C15 C16 1.339(11) . ? C18 C19 1.495(12) . ? 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 O4 La1 O5 75.31(16) 2_677 . ? O4 La1 O9 141.77(15) 2_677 2_676 ? O5 La1 O9 73.00(15) . 2_676 ? O4 La1 O2 74.25(14) 2_677 . ? O5 La1 O2 90.68(16) . . ? O9 La1 O2 126.46(14) 2_676 . ? O4 La1 O12 142.30(15) 2_677 . ? O5 La1 O12 141.42(14) . . ? O9 La1 O12 73.99(13) 2_676 . ? O2 La1 O12 93.14(14) . . ? O4 La1 O8 71.71(17) 2_677 . ? O5 La1 O8 146.84(16) . . ? O9 La1 O8 135.04(14) 2_676 . ? O2 La1 O8 83.75(16) . . ? O12 La1 O8 71.67(15) . . ? O4 La1 O11 73.88(13) 2_677 2_676 ? O5 La1 O11 76.53(13) . 2_676 ? O9 La1 O11 78.39(14) 2_676 2_676 ? O2 La1 O11 147.73(14) . 2_676 ? O12 La1 O11 115.40(12) . 2_676 ? O8 La1 O11 90.99(16) . 2_676 ? O4 La1 O1 115.88(14) 2_677 . ? O5 La1 O1 76.20(14) . . ? O9 La1 O1 76.39(14) 2_676 . ? O2 La1 O1 50.09(13) . . ? O12 La1 O1 77.12(14) . . ? O8 La1 O1 121.79(16) . . ? O11 La1 O1 147.15(13) 2_676 . ? O4 La1 O12 107.91(13) 2_677 2_676 ? O5 La1 O12 117.35(13) . 2_676 ? O9 La1 O12 69.69(13) 2_676 2_676 ? O2 La1 O12 151.75(15) . 2_676 ? O12 La1 O12 67.60(14) . 2_676 ? O8 La1 O12 70.89(13) . 2_676 ? O11 La1 O12 48.13(12) 2_676 2_676 ? O1 La1 O12 136.20(13) . 2_676 ? O4 La1 C7 95.55(15) 2_677 . ? O5 La1 C7 83.38(15) . . ? O9 La1 C7 101.44(15) 2_676 . ? O2 La1 C7 25.06(15) . . ? O12 La1 C7 84.11(14) . . ? O8 La1 C7 102.96(16) . . ? O11 La1 C7 159.08(14) 2_676 . ? O1 La1 C7 25.05(14) . . ? O12 La1 C7 151.64(14) 2_676 . ? O4 La1 C12 92.71(14) 2_677 2_676 ? O5 La1 C12 95.81(15) . 2_676 ? O9 La1 C12 70.03(15) 2_676 2_676 ? O2 La1 C12 163.49(14) . 2_676 ? O12 La1 C12 91.21(13) . 2_676 ? O8 La1 C12 82.52(16) . 2_676 ? O11 La1 C12 24.19(13) 2_676 2_676 ? O1 La1 C12 146.34(13) . 2_676 ? O12 La1 C12 24.19(13) 2_676 2_676 ? C7 La1 C12 171.20(15) . 2_676 ? O3 Co1 O3 180.000(1) 2_577 1_554 ? O3 Co1 O7 88.13(17) 2_577 2_676 ? O3 Co1 O7 91.87(17) 1_554 2_676 ? O3 Co1 O7 91.87(17) 2_577 1_455 ? O3 Co1 O7 88.13(17) 1_554 1_455 ? O7 Co1 O7 180.00(18) 2_676 1_455 ? O3 Co1 O11 92.14(16) 2_577 2_576 ? O3 Co1 O11 87.86(16) 1_554 2_576 ? O7 Co1 O11 89.06(16) 2_676 2_576 ? O7 Co1 O11 90.94(16) 1_455 2_576 ? O3 Co1 O11 87.86(16) 2_577 . ? O3 Co1 O11 92.14(16) 1_554 . ? O7 Co1 O11 90.94(16) 2_676 . ? O7 Co1 O11 89.06(16) 1_455 . ? O11 Co1 O11 180.000(1) 2_576 . ? O10 S1 O9 112.8(3) . . ? O10 S1 O8 112.1(3) . . ? O9 S1 O8 112.0(3) . . ? O10 S1 C10 107.5(4) . . ? O9 S1 C10 105.5(4) . . ? O8 S1 C10 106.5(4) . . ? O6 S2 O7 112.2(4) . . ? O6 S2 O5 111.7(3) . . ? O7 S2 O5 112.1(3) . . ? O6 S2 C11 109.1(5) . . ? O7 S2 C11 106.3(3) . . ? O5 S2 C11 105.0(4) . . ? C7 O1 La1 90.9(3) . . ? C7 O2 La1 96.9(3) . . ? C8 O3 Co1 131.5(4) . 1_556 ? C8 O4 La1 151.0(4) . 2_677 ? S2 O5 La1 140.6(3) . . ? S2 O7 Co1 137.6(3) . 1_655 ? S1 O8 La1 143.4(3) . . ? S1 O9 La1 141.8(3) . 2_676 ? C12 O11 Co1 134.9(3) . . ? C12 O11 La1 97.7(3) . 2_676 ? Co1 O11 La1 125.82(16) . 2_676 ? C12 O12 La1 150.6(3) . . ? C12 O12 La1 94.0(3) . 2_676 ? La1 O12 La1 112.40(14) . 2_676 ? C14 N1 C16 108.1(6) . . ? C14 N1 C17 125.8(7) . . ? C16 N1 C17 126.0(7) . . ? C14 N2 C15 108.1(6) . . ? C14 N2 C18 125.1(6) . . ? C15 N2 C18 126.8(6) . . ? C2 C1 C6 119.9(5) . . ? C2 C1 C7 119.2(5) . . ? C6 C1 C7 120.8(5) . . ? C1 C2 C3 120.7(5) . . ? C2 C3 C4 118.4(5) . . ? C2 C3 C8 119.6(5) . . ? C4 C3 C8 121.9(5) . . ? C5 C4 C3 121.7(5) . . ? C4 C5 C6 118.9(5) . . ? C4 C5 C9 119.9(5) . . ? C6 C5 C9 121.2(5) . . ? C5 C6 C1 120.3(5) . . ? O1 C7 O2 122.1(5) . . ? O1 C7 C1 120.6(5) . . ? O2 C7 C1 117.2(5) . . ? O1 C7 La1 64.1(3) . . ? O2 C7 La1 58.1(3) . . ? C1 C7 La1 173.9(4) . . ? O4 C8 O3 124.0(5) . . ? O4 C8 C3 117.5(5) . . ? O3 C8 C3 118.4(5) . . ? O12 C12 O11 118.9(5) . . ? O12 C12 C13 119.8(5) . . ? O11 C12 C13 121.3(5) . . ? O12 C12 La1 61.8(3) . 2_676 ? O11 C12 La1 58.1(3) . 2_676 ? C13 C12 La1 169.7(5) . 2_676 ? N2 C14 N1 109.3(6) . . ? C16 C15 N2 107.7(6) . . ? C15 C16 N1 106.8(6) . . ? N2 C18 C19 112.5(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.692 _refine_diff_density_min -0.961 _refine_diff_density_rms 0.154 # Attachment 'complex21.cif' data_complex2 _database_code_depnum_ccdc_archive 'CCDC 717558' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H14 Br Cl La N3 O6' _chemical_formula_weight 574.55 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 ORTHORHOMBIC _symmetry_space_group_name_H-M Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 24.509(6) _cell_length_b 9.835(2) _cell_length_c 7.5626(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1822.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 3056 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 27.00 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.094 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 4.718 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3850 _exptl_absorpt_correction_T_max 0.6498 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9639 _diffrn_reflns_av_R_equivalents 0.0539 _diffrn_reflns_av_sigmaI/netI 0.0680 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3430 _reflns_number_gt 3006 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SHELXTL-Plus (Sheldrick, 1990)' _computing_cell_refinement 'SHELXTL-Plus (Sheldrick, 1990)' _computing_data_reduction 'SHELXTL-Plus (Sheldrick, 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V.5.0 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0727P)^2^+5.2175P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.30(3) _refine_ls_number_reflns 3430 _refine_ls_number_parameters 245 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0627 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1380 _refine_ls_wR_factor_gt 0.1328 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.099 _refine_ls_shift/su_max 0.026 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group La1 La 0.216079(18) -0.28565(4) 0.13688(10) 0.01136(16) Uani 1 1 d . . . Br1 Br 0.09749(5) -0.28523(13) 0.19803(19) 0.0386(4) Uani 1 1 d . . . Cl1 Cl 0.17567(11) -0.2922(3) -0.2161(4) 0.0269(6) Uani 1 1 d . . . O1 O 0.2832(3) -0.1434(7) -0.0845(9) 0.0177(15) Uani 1 1 d . . . O2 O 0.2208(3) -0.0342(7) 0.0595(11) 0.0255(18) Uani 1 1 d . . . O3 O 0.2232(3) 0.4633(7) 0.0654(11) 0.0238(17) Uani 1 1 d . . . O4 O 0.2848(3) 0.5793(7) -0.0837(9) 0.0154(15) Uani 1 1 d . . . O5 O 0.4460(4) 0.3148(10) -0.2741(18) 0.057(3) Uani 1 1 d . . . O6 O 0.4415(3) 0.1056(10) -0.3072(16) 0.055(3) Uani 1 1 d . . . N1 N 0.4241(4) 0.2107(10) -0.2538(15) 0.028(2) Uani 1 1 d . . . N2 N 0.4204(4) 0.1161(12) -0.7116(18) 0.043(3) Uani 1 1 d . . . N3 N 0.4276(5) 0.3319(14) -0.7130(17) 0.044(3) Uani 1 1 d . . . C1 C 0.2930(4) 0.0899(11) -0.0665(14) 0.017(2) Uani 1 1 d . . . C2 C 0.2692(4) 0.2124(9) -0.0243(14) 0.014(2) Uani 1 1 d . . . H2 H 0.2351 0.2127 0.0358 0.016 Uiso 1 1 calc R . . C3 C 0.2933(4) 0.3345(9) -0.0667(13) 0.012(2) Uani 1 1 d . . . C4 C 0.3447(5) 0.3346(10) -0.1400(14) 0.019(2) Uani 1 1 d . . . H4 H 0.3629 0.4174 -0.1664 0.023 Uiso 1 1 calc R . . C5 C 0.3685(4) 0.2127(10) -0.1734(16) 0.017(2) Uani 1 1 d . . . C6 C 0.3427(4) 0.0888(11) -0.1444(14) 0.018(2) Uani 1 1 d . . . H6 H 0.3595 0.0057 -0.1783 0.022 Uiso 1 1 calc R . . C7 C 0.2628(4) -0.0371(11) -0.0284(13) 0.020(2) Uani 1 1 d . . . C8 C 0.2654(4) 0.4664(9) -0.0282(13) 0.015(2) Uani 1 1 d U . . C9 C 0.4535(6) 0.2169(16) -0.740(2) 0.045(4) Uani 1 1 d . . . H9 H 0.4906 0.2087 -0.7742 0.053 Uiso 1 1 calc R . . C10 C 0.3718(5) 0.1702(16) -0.661(2) 0.044(4) Uani 1 1 d . . . H10 H 0.3400 0.1201 -0.6298 0.053 Uiso 1 1 calc R . . C11 C 0.3760(6) 0.2992(16) -0.662(2) 0.045(4) Uani 1 1 d . . . H11 H 0.3480 0.3618 -0.6318 0.054 Uiso 1 1 calc R . . C12 C 0.4338(8) -0.031(2) -0.719(3) 0.085(7) Uani 1 1 d . . . H12A H 0.4713 -0.0438 -0.6730 0.101 Uiso 1 1 calc R . . H12B H 0.4086 -0.0801 -0.6389 0.101 Uiso 1 1 calc R . . H12C H 0.4308 -0.0633 -0.8378 0.101 Uiso 0.50 1 d PR . . C13 C 0.4498(7) 0.4682(18) -0.734(3) 0.069(6) Uani 1 1 d . . . H13A H 0.4351 0.5262 -0.6386 0.083 Uiso 1 1 calc R . . H13B H 0.4898 0.4634 -0.7185 0.083 Uiso 1 1 calc R . . H13C H 0.4408 0.5032 -0.8493 0.083 Uiso 0.50 1 d PR . . C14 C 0.4403(11) 0.525(2) -0.877(5) 0.042(6) Uani 0.50 1 d P . . H14A H 0.4572 0.6148 -0.8781 0.063 Uiso 0.50 1 calc PR . . H14B H 0.4008 0.5337 -0.8930 0.063 Uiso 0.50 1 calc PR . . H14C H 0.4554 0.4697 -0.9737 0.063 Uiso 0.50 1 calc PR . . C15 C 0.4308(12) -0.082(3) -0.869(7) 0.057(7) Uani 0.50 1 d P . . H15A H 0.4403 -0.1786 -0.8627 0.086 Uiso 0.50 1 calc PR . . H15B H 0.4562 -0.0352 -0.9486 0.086 Uiso 0.50 1 calc PR . . H15C H 0.3935 -0.0722 -0.9141 0.086 Uiso 0.50 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 0.0156(3) 0.0096(2) 0.0090(3) -0.0043(4) 0.0005(3) -0.00011(18) Br1 0.0247(6) 0.0538(8) 0.0375(8) -0.0035(7) 0.0049(5) 0.0009(5) Cl1 0.0184(14) 0.0503(18) 0.0120(13) -0.0022(12) -0.0021(10) 0.0020(12) O1 0.032(4) 0.012(3) 0.010(4) -0.008(3) -0.003(3) 0.009(3) O2 0.033(4) 0.020(4) 0.024(4) -0.011(3) 0.010(3) 0.000(3) O3 0.033(4) 0.010(3) 0.029(4) -0.012(3) 0.008(3) 0.004(3) O4 0.029(4) 0.006(3) 0.011(4) -0.004(3) -0.003(3) 0.000(3) O5 0.039(5) 0.033(5) 0.101(11) -0.012(5) 0.021(6) -0.010(4) O6 0.026(4) 0.053(6) 0.084(9) -0.005(6) 0.025(5) 0.011(4) N1 0.017(5) 0.033(6) 0.035(7) -0.001(4) 0.005(4) 0.007(4) N2 0.026(6) 0.047(7) 0.058(8) 0.005(6) 0.004(5) 0.006(5) N3 0.032(6) 0.061(8) 0.038(7) -0.015(6) 0.006(5) -0.009(6) C1 0.021(6) 0.026(6) 0.005(5) 0.002(4) -0.007(4) 0.003(4) C2 0.018(5) 0.012(5) 0.010(6) -0.002(4) -0.001(4) -0.005(4) C3 0.022(6) 0.003(4) 0.011(5) 0.001(4) -0.009(4) 0.003(4) C4 0.032(6) 0.012(5) 0.013(5) -0.006(4) -0.006(4) -0.007(5) C5 0.016(6) 0.017(5) 0.017(6) -0.003(4) -0.008(4) -0.001(4) C6 0.017(5) 0.022(5) 0.016(5) -0.008(4) -0.005(4) 0.005(4) C7 0.022(5) 0.030(6) 0.007(5) -0.010(4) -0.006(5) 0.005(4) C8 0.022(5) 0.004(4) 0.020(5) -0.006(3) 0.000(4) 0.002(3) C9 0.020(7) 0.078(12) 0.036(8) -0.002(7) 0.001(6) 0.007(7) C10 0.017(6) 0.061(10) 0.055(10) 0.016(8) 0.008(6) 0.009(7) C11 0.019(7) 0.072(11) 0.043(9) -0.023(8) 0.009(6) 0.002(6) C12 0.068(13) 0.062(12) 0.12(2) 0.023(13) 0.031(13) 0.021(10) C13 0.058(10) 0.069(12) 0.080(14) -0.033(11) 0.008(10) -0.027(9) C14 0.053(15) 0.027(11) 0.046(18) -0.010(16) 0.005(17) -0.009(10) C15 0.065(18) 0.047(15) 0.06(2) 0.00(2) -0.02(2) -0.005(13) _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 O4 2.496(7) 4_545 ? La1 O1 2.529(7) 4 ? La1 O3 2.533(6) 1_545 ? La1 O2 2.544(7) . ? La1 O4 2.718(7) 1_545 ? La1 O1 2.733(8) . ? La1 Cl1 2.848(3) . ? La1 Cl1 2.877(3) 4 ? La1 Br1 2.9429(15) . ? La1 C7 2.975(11) . ? La1 C8 2.995(9) 1_545 ? La1 La1 4.1307(9) 4 ? Cl1 La1 2.877(3) 4_554 ? O1 C7 1.234(12) . ? O1 La1 2.529(7) 4_554 ? O2 C7 1.226(13) . ? O3 C8 1.254(12) . ? O3 La1 2.533(6) 1_565 ? O4 C8 1.279(12) . ? O4 La1 2.496(7) 4_564 ? O4 La1 2.718(7) 1_565 ? O5 N1 1.166(13) . ? O6 N1 1.188(13) . ? N1 C5 1.494(14) . ? N2 C9 1.297(19) . ? N2 C10 1.361(17) . ? N2 C12 1.48(2) . ? N3 C9 1.313(19) . ? N3 C11 1.361(18) . ? N3 C13 1.45(2) . ? C1 C6 1.353(15) . ? C1 C2 1.376(15) . ? C1 C7 1.480(15) . ? C2 C3 1.377(14) . ? C2 H2 0.9500 . ? C3 C4 1.374(15) . ? C3 C8 1.494(12) . ? C4 C5 1.357(15) . ? C4 H4 0.9500 . ? C5 C6 1.390(15) . ? C6 H6 0.9500 . ? C8 La1 2.995(9) 1_565 ? C9 H9 0.9500 . ? C10 C11 1.27(2) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C15 1.25(5) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C12 H12C 0.9601 . ? C13 C14 1.24(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C13 H13C 0.9601 . ? C14 H13C 0.2977 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H12C 0.2986 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? 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 O4 La1 O1 65.7(2) 4_545 4 ? O4 La1 O3 70.3(2) 4_545 1_545 ? O1 La1 O3 135.8(3) 4 1_545 ? O4 La1 O2 135.4(2) 4_545 . ? O1 La1 O2 69.7(3) 4 . ? O3 La1 O2 153.5(3) 1_545 . ? O4 La1 O4 105.4(2) 4_545 1_545 ? O1 La1 O4 141.0(2) 4 1_545 ? O3 La1 O4 49.5(2) 1_545 1_545 ? O2 La1 O4 107.8(2) . 1_545 ? O4 La1 O1 142.8(2) 4_545 . ? O1 La1 O1 102.9(2) 4 . ? O3 La1 O1 109.1(2) 1_545 . ? O2 La1 O1 48.2(2) . . ? O4 La1 O1 60.1(2) 1_545 . ? O4 La1 Cl1 141.12(16) 4_545 . ? O1 La1 Cl1 142.72(18) 4 . ? O3 La1 Cl1 78.6(2) 1_545 . ? O2 La1 Cl1 79.8(2) . . ? O4 La1 Cl1 68.25(16) 1_545 . ? O1 La1 Cl1 69.30(16) . . ? O4 La1 Cl1 70.69(17) 4_545 4 ? O1 La1 Cl1 71.58(17) 4 4 ? O3 La1 Cl1 89.83(18) 1_545 4 ? O2 La1 Cl1 93.94(19) . 4 ? O4 La1 Cl1 69.79(15) 1_545 4 ? O1 La1 Cl1 72.13(15) . 4 ? Cl1 La1 Cl1 133.03(8) . 4 ? O4 La1 Br1 81.88(16) 4_545 . ? O1 La1 Br1 82.83(15) 4 . ? O3 La1 Br1 95.91(17) 1_545 . ? O2 La1 Br1 94.57(17) . . ? O4 La1 Br1 135.20(14) 1_545 . ? O1 La1 Br1 133.64(14) . . ? Cl1 La1 Br1 78.69(7) . . ? Cl1 La1 Br1 148.20(7) 4 . ? O4 La1 C7 142.8(2) 4_545 . ? O1 La1 C7 83.8(2) 4 . ? O3 La1 C7 133.2(3) 1_545 . ? O2 La1 C7 24.1(2) . . ? O4 La1 C7 84.5(2) 1_545 . ? O1 La1 C7 24.5(2) . . ? Cl1 La1 C7 76.02(18) . . ? Cl1 La1 C7 79.98(19) 4 . ? Br1 La1 C7 116.42(19) . . ? O4 La1 C8 85.6(2) 4_545 1_545 ? O1 La1 C8 142.6(3) 4 1_545 ? O3 La1 C8 24.4(3) 1_545 1_545 ? O2 La1 C8 132.6(3) . 1_545 ? O4 La1 C8 25.3(2) 1_545 1_545 ? O1 La1 C8 85.3(2) . 1_545 ? Cl1 La1 C8 74.4(2) . 1_545 ? Cl1 La1 C8 76.73(19) 4 1_545 ? Br1 La1 C8 117.75(19) . 1_545 ? C7 La1 C8 109.8(3) . 1_545 ? O4 La1 La1 39.52(15) 4_545 4 ? O1 La1 La1 40.06(17) 4 4 ? O3 La1 La1 99.65(19) 1_545 4 ? O2 La1 La1 101.08(19) . 4 ? O4 La1 La1 108.19(15) 1_545 4 ? O1 La1 La1 108.58(14) . 4 ? Cl1 La1 La1 176.38(6) . 4 ? Cl1 La1 La1 43.54(6) 4 4 ? Br1 La1 La1 104.70(3) . 4 ? C7 La1 La1 103.28(17) . 4 ? C8 La1 La1 102.65(19) 1_545 4 ? La1 Cl1 La1 92.36(8) . 4_554 ? C7 O1 La1 139.3(6) . 4_554 ? C7 O1 La1 88.8(7) . . ? La1 O1 La1 103.4(2) 4_554 . ? C7 O2 La1 98.0(6) . . ? C8 O3 La1 98.9(6) . 1_565 ? C8 O4 La1 137.4(6) . 4_564 ? C8 O4 La1 89.6(6) . 1_565 ? La1 O4 La1 104.7(2) 4_564 1_565 ? O5 N1 O6 123.7(11) . . ? O5 N1 C5 117.5(9) . . ? O6 N1 C5 118.4(10) . . ? C9 N2 C10 107.2(13) . . ? C9 N2 C12 126.9(13) . . ? C10 N2 C12 125.7(14) . . ? C9 N3 C11 106.8(13) . . ? C9 N3 C13 126.6(13) . . ? C11 N3 C13 126.6(14) . . ? C6 C1 C2 119.3(10) . . ? C6 C1 C7 121.9(10) . . ? C2 C1 C7 118.8(9) . . ? C1 C2 C3 121.8(11) . . ? C1 C2 H2 119.1 . . ? C3 C2 H2 119.1 . . ? C4 C3 C2 119.2(9) . . ? C4 C3 C8 119.8(9) . . ? C2 C3 C8 121.0(10) . . ? C5 C4 C3 117.9(10) . . ? C5 C4 H4 121.0 . . ? C3 C4 H4 121.0 . . ? C4 C5 C6 123.3(11) . . ? C4 C5 N1 118.7(9) . . ? C6 C5 N1 117.9(9) . . ? C1 C6 C5 118.1(10) . . ? C1 C6 H6 120.9 . . ? C5 C6 H6 120.9 . . ? O2 C7 O1 123.2(11) . . ? O2 C7 C1 120.4(9) . . ? O1 C7 C1 116.4(10) . . ? O2 C7 La1 57.9(6) . . ? O1 C7 La1 66.7(6) . . ? C1 C7 La1 165.4(6) . . ? O3 C8 O4 120.8(8) . . ? O3 C8 C3 117.8(9) . . ? O4 C8 C3 121.3(9) . . ? O3 C8 La1 56.7(5) . 1_565 ? O4 C8 La1 65.1(5) . 1_565 ? C3 C8 La1 166.5(7) . 1_565 ? N2 C9 N3 109.4(13) . . ? N2 C9 H9 125.3 . . ? N3 C9 H9 125.3 . . ? C11 C10 N2 108.4(12) . . ? C11 C10 H10 125.8 . . ? N2 C10 H10 125.8 . . ? C10 C11 N3 108.3(13) . . ? C10 C11 H11 125.9 . . ? N3 C11 H11 125.9 . . ? C15 C12 N2 114(2) . . ? C15 C12 H12A 108.7 . . ? N2 C12 H12A 108.7 . . ? C15 C12 H12B 108.7 . . ? N2 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? C15 C12 H12C 4.4 . . ? N2 C12 H12C 110.0 . . ? H12A C12 H12C 110.8 . . ? H12B C12 H12C 111.0 . . ? C14 C13 N3 116.1(18) . . ? C14 C13 H13A 108.3 . . ? N3 C13 H13A 108.3 . . ? C14 C13 H13B 108.3 . . ? N3 C13 H13B 108.3 . . ? H13A C13 H13B 107.4 . . ? C14 C13 H13C 6.0 . . ? N3 C13 H13C 110.2 . . ? H13A C13 H13C 111.8 . . ? H13B C13 H13C 110.8 . . ? C13 C14 H13C 19.6 . . ? C13 C14 H14A 109.5 . . ? H13C C14 H14A 128.9 . . ? C13 C14 H14B 109.5 . . ? H13C C14 H14B 100.8 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H13C C14 H14C 97.3 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H12C 14.2 . . ? C12 C15 H15A 109.5 . . ? H12C C15 H15A 123.7 . . ? C12 C15 H15B 109.5 . . ? H12C C15 H15B 101.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H12C C15 H15C 102.4 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 4.938 _refine_diff_density_min -0.868 _refine_diff_density_rms 0.248