# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Yaofeng Chen' _publ_contact_author_email YAOFCHEN@MAIL.SIOC.AC.CN _publ_section_title ; An unprecedent lanthanide phosphinidene halide: synthesis, structure and reactivity ; loop_ _publ_author_name 'Yaofeng Chen.' 'Peng Cui.' 'Jie Sun.' 'Xin Xu.' # Attachment 'cd27578.cif' data_cd27578 _database_code_depnum_ccdc_archive 'CCDC 696818' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H82 I2 Nd2 O6 P2' _chemical_formula_weight 1359.36 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 16.594(5) _cell_length_b 17.531(5) _cell_length_c 19.604(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5703(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7013 _cell_measurement_theta_min 4.827 _cell_measurement_theta_max 50.993 _exptl_crystal_description prismatic _exptl_crystal_colour black _exptl_crystal_size_max 0.429 _exptl_crystal_size_mid 0.347 _exptl_crystal_size_min 0.120 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.583 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2696 _exptl_absorpt_coefficient_mu 2.979 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.75123 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD 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 31839 _diffrn_reflns_av_R_equivalents 0.0981 _diffrn_reflns_av_sigmaI/netI 0.0620 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6224 _reflns_number_gt 4542 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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. ; _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^)+(0.0608P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00073(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6224 _refine_ls_number_parameters 276 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1182 _refine_ls_wR_factor_gt 0.1096 _refine_ls_goodness_of_fit_ref 0.963 _refine_ls_restrained_S_all 0.979 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Nd Nd 1.022899(16) 0.113491(16) 0.489199(14) 0.03502(12) Uani 1 1 d . . . I1 I 1.16122(3) 0.15718(3) 0.58971(3) 0.07879(19) Uani 1 1 d . . . P1 P 0.92789(9) 0.02307(9) 0.56924(7) 0.0455(4) Uani 1 1 d . . . O1 O 0.9691(2) 0.2433(2) 0.5236(2) 0.0608(12) Uani 1 1 d . . . O2 O 1.0994(3) 0.1891(3) 0.3984(2) 0.0647(12) Uani 1 1 d . . . O3 O 0.9149(2) 0.1429(2) 0.4044(2) 0.0512(10) Uani 1 1 d . . . C1 C 0.8443(3) 0.0376(3) 0.6302(3) 0.0441(13) Uani 1 1 d . . . C2 C 0.7634(4) 0.0368(3) 0.6083(3) 0.0521(15) Uani 1 1 d . . . C3 C 0.7030(4) 0.0482(4) 0.6560(4) 0.076(2) Uani 1 1 d . . . H3 H 0.6495 0.0458 0.6421 0.091 Uiso 1 1 calc R . . C4 C 0.7197(5) 0.0627(5) 0.7227(4) 0.088(3) Uani 1 1 d . . . H4 H 0.6781 0.0730 0.7531 0.106 Uiso 1 1 calc R . . C5 C 0.7979(5) 0.0621(4) 0.7451(4) 0.080(2) Uani 1 1 d . . . H5 H 0.8086 0.0697 0.7912 0.096 Uiso 1 1 calc R . . C6 C 0.8613(4) 0.0504(3) 0.7003(3) 0.0546(15) Uani 1 1 d . . . C7 C 0.9458(4) 0.0502(4) 0.7277(3) 0.0622(17) Uani 1 1 d . . . H7 H 0.9812 0.0361 0.6897 0.075 Uiso 1 1 calc R . . C8 C 0.9590(7) -0.0085(6) 0.7831(6) 0.111(5) Uani 1 1 d . . . H8A H 0.9157 -0.0058 0.8155 0.141 Uiso 1 1 calc R . . H8B H 1.0091 0.0017 0.8059 0.141 Uiso 1 1 calc R . . H8C H 0.9607 -0.0585 0.7632 0.141 Uiso 1 1 calc R . . C9 C 0.9744(7) 0.1276(5) 0.7531(8) 0.117(6) Uani 1 1 d . . . H9A H 0.9702 0.1643 0.7170 0.135 Uiso 1 1 calc R . . H9B H 1.0296 0.1238 0.7675 0.135 Uiso 1 1 calc R . . H9C H 0.9416 0.1434 0.7908 0.135 Uiso 1 1 calc R . . C10 C 0.7406(4) 0.0270(4) 0.5342(4) 0.0667(18) Uani 1 1 d . . . H10 H 0.7869 0.0038 0.5112 0.080 Uiso 1 1 calc R . . C11 C 0.7280(7) 0.1059(5) 0.5018(4) 0.109(3) Uani 1 1 d . . . H11A H 0.6885 0.1337 0.5275 0.134 Uiso 1 1 calc R . . H11B H 0.7097 0.0999 0.4557 0.134 Uiso 1 1 calc R . . H11C H 0.7781 0.1334 0.5021 0.134 Uiso 1 1 calc R . . C12 C 0.6687(5) -0.0245(7) 0.5213(6) 0.118(4) Uani 1 1 d . . . H12A H 0.6736 -0.0698 0.5485 0.132 Uiso 1 1 calc R . . H12B H 0.6670 -0.0382 0.4739 0.132 Uiso 1 1 calc R . . H12C H 0.6200 0.0018 0.5334 0.192 Uiso 1 1 calc R . . C13 C 0.9158(5) 0.2532(5) 0.5797(4) 0.095(3) Uani 1 1 d . . . H13A H 0.9091 0.2056 0.6043 0.114 Uiso 1 1 calc R . . H13B H 0.8634 0.2703 0.5641 0.114 Uiso 1 1 calc R . . C14 C 0.9540(6) 0.3126(5) 0.6251(5) 0.108(3) Uani 1 1 d . . . H14A H 0.9139 0.3485 0.6413 0.129 Uiso 1 1 calc R . . H14B H 0.9797 0.2889 0.6641 0.129 Uiso 1 1 calc R . . C15 C 1.0152(6) 0.3522(5) 0.5812(5) 0.103(3) Uani 1 1 d . . . H15A H 1.0032 0.4062 0.5774 0.123 Uiso 1 1 calc R . . H15B H 1.0690 0.3462 0.5999 0.123 Uiso 1 1 calc R . . C16 C 1.0086(6) 0.3148(5) 0.5151(4) 0.092(3) Uani 1 1 d . . . H16A H 0.9780 0.3466 0.4840 0.110 Uiso 1 1 calc R . . H16B H 1.0618 0.3069 0.4959 0.110 Uiso 1 1 calc R . . C17 C 1.1843(6) 0.1907(10) 0.3994(5) 0.117(7) Uani 1 1 d D . . H17A H 1.2045 0.1409 0.4127 0.144 Uiso 1 1 calc R . . H17B H 1.2023 0.2275 0.4330 0.144 Uiso 1 1 calc R . . C18 C 1.2165(6) 0.2105(8) 0.3340(4) 0.117(5) Uani 1 1 d D . . H18A H 1.2577 0.1744 0.3202 0.136 Uiso 1 1 calc R . . H18B H 1.2400 0.2612 0.3351 0.136 Uiso 1 1 calc R . . C19 C 1.1490(5) 0.2081(9) 0.2875(5) 0.110(5) Uani 1 1 d D . . H19A H 1.1517 0.1634 0.2585 0.132 Uiso 1 1 calc R . . H19B H 1.1476 0.2534 0.2591 0.132 Uiso 1 1 calc R . . C20 C 1.0779(6) 0.2049(11) 0.3331(5) 0.128(10) Uani 1 1 d . . . H20A H 1.0500 0.2534 0.3317 0.147 Uiso 1 1 calc R . . H20B H 1.0411 0.1659 0.3169 0.147 Uiso 1 1 calc R . . C21 C 0.8779(4) 0.0828(4) 0.3653(4) 0.0674(18) Uani 1 1 d . . . H21A H 0.8474 0.0492 0.3949 0.081 Uiso 1 1 calc R . . H21B H 0.9188 0.0530 0.3421 0.081 Uiso 1 1 calc R . . C22 C 0.8239(7) 0.1195(5) 0.3151(5) 0.111(4) Uani 1 1 d D . . H22A H 0.8381 0.1035 0.2693 0.137 Uiso 1 1 calc R . . H22B H 0.7685 0.1048 0.3238 0.137 Uiso 1 1 calc R . . C23 C 0.8330(5) 0.2026(4) 0.3218(4) 0.089(2) Uani 1 1 d D . . H23A H 0.7808 0.2275 0.3217 0.106 Uiso 1 1 calc R . . H23B H 0.8650 0.2230 0.2846 0.106 Uiso 1 1 calc R . . C24 C 0.8748(4) 0.2143(4) 0.3887(3) 0.0597(16) Uani 1 1 d . . . H24A H 0.9138 0.2554 0.3853 0.072 Uiso 1 1 calc R . . H24B H 0.8361 0.2270 0.4240 0.072 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 Nd 0.03636(17) 0.03595(18) 0.03275(18) 0.00160(12) 0.00039(11) -0.00005(12) I1 0.0740(3) 0.0902(4) 0.0722(3) -0.0046(3) -0.0314(3) -0.0143(3) P1 0.0448(8) 0.0499(9) 0.0417(8) 0.0002(7) 0.0149(6) 0.0028(7) O1 0.062(3) 0.051(3) 0.069(3) -0.019(2) 0.002(2) 0.011(2) O2 0.066(3) 0.070(3) 0.058(3) 0.017(2) 0.023(2) -0.004(2) O3 0.053(2) 0.049(2) 0.052(2) 0.0070(19) -0.0147(19) 0.0081(19) C1 0.055(3) 0.029(3) 0.048(3) 0.006(2) 0.017(3) 0.008(2) C2 0.050(3) 0.046(3) 0.060(4) 0.010(3) 0.019(3) 0.009(3) C3 0.050(4) 0.089(5) 0.090(6) 0.022(4) 0.027(4) 0.010(4) C4 0.081(6) 0.102(6) 0.082(6) 0.009(5) 0.046(5) 0.032(5) C5 0.107(6) 0.085(5) 0.048(4) 0.002(4) 0.031(4) 0.024(5) C6 0.072(4) 0.048(4) 0.043(3) 0.005(3) 0.014(3) 0.012(3) C7 0.082(5) 0.066(4) 0.039(3) -0.009(3) 0.004(3) 0.019(4) C8 0.133(9) 0.147(10) 0.162(13) 0.102(10) -0.034(9) 0.010(8) C9 0.138(11) 0.088(7) 0.174(16) -0.035(9) -0.050(10) -0.002(7) C10 0.041(3) 0.081(5) 0.078(5) -0.004(4) 0.002(3) 0.006(3) C11 0.124(9) 0.120(8) 0.083(6) 0.030(5) 0.000(5) 0.032(6) C12 0.088(6) 0.158(10) 0.139(9) -0.009(8) -0.015(6) -0.030(7) C13 0.090(6) 0.077(5) 0.119(7) -0.029(5) 0.040(5) -0.005(5) C14 0.146(8) 0.098(7) 0.080(6) -0.036(5) 0.015(6) 0.013(6) C15 0.097(7) 0.089(6) 0.123(8) -0.050(6) 0.012(6) -0.024(5) C16 0.119(7) 0.060(5) 0.096(7) -0.021(4) 0.024(5) 0.004(5) C17 0.099(8) 0.18(2) 0.082(7) -0.005(10) 0.020(6) -0.102(11) C18 0.083(6) 0.191(15) 0.067(6) 0.024(8) 0.027(5) -0.006(8) C19 0.086(7) 0.182(17) 0.082(7) 0.055(9) 0.036(6) -0.004(9) C20 0.072(6) 0.20(3) 0.099(9) 0.107(14) 0.038(6) 0.064(11) C21 0.078(4) 0.060(4) 0.064(4) 0.001(3) -0.023(4) 0.009(4) C22 0.170(11) 0.085(6) 0.119(8) 0.003(6) -0.082(8) 0.000(6) C23 0.106(6) 0.080(5) 0.079(5) 0.001(4) -0.047(5) 0.028(5) C24 0.059(4) 0.055(4) 0.065(4) 0.002(3) -0.011(3) 0.008(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Nd O3 2.499(4) . ? Nd O1 2.536(4) . ? Nd O2 2.557(4) . ? Nd P1 2.7314(15) . ? Nd P1 2.7769(16) 5_756 ? Nd I1 3.1205(8) . ? Nd Nd 4.0733(13) 5_756 ? P1 C1 1.849(5) . ? P1 Nd 2.7769(16) 5_756 ? O1 C16 1.423(9) . ? O1 C13 1.424(8) . ? O2 C20 1.357(10) . ? O2 C17 1.409(11) . ? O3 C21 1.439(7) . ? O3 C24 1.451(7) . ? C1 C2 1.409(8) . ? C1 C6 1.420(8) . ? C2 C3 1.386(8) . ? C2 C10 1.511(9) . ? C3 C4 1.360(11) . ? C3 H3 0.9300 . ? C4 C5 1.369(11) . ? C4 H4 0.9300 . ? C5 C6 1.387(9) . ? C5 H5 0.9300 . ? C6 C7 1.501(9) . ? C7 C8 1.513(10) . ? C7 C9 1.520(10) . ? C7 H7 0.9800 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C12 1.518(11) . ? C10 C11 1.535(10) . ? C10 H10 0.9800 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.509(11) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.501(12) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.457(11) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.432(10) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.444(10) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.481(11) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.478(9) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.471(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.497(9) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? 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 O3 Nd O1 74.89(13) . . ? O3 Nd O2 77.66(14) . . ? O1 Nd O2 83.95(15) . . ? O3 Nd P1 95.02(10) . . ? O1 Nd P1 99.51(11) . . ? O2 Nd P1 170.88(11) . . ? O3 Nd P1 96.56(10) . 5_756 ? O1 Nd P1 170.72(11) . 5_756 ? O2 Nd P1 90.76(11) . 5_756 ? P1 Nd P1 84.63(5) . 5_756 ? O3 Nd I1 153.81(9) . . ? O1 Nd I1 82.57(10) . . ? O2 Nd I1 86.98(11) . . ? P1 Nd I1 101.79(4) . . ? P1 Nd I1 104.82(4) 5_756 . ? O3 Nd Nd 97.85(9) . 5_756 ? O1 Nd Nd 141.59(10) . 5_756 ? O2 Nd Nd 132.16(10) . 5_756 ? P1 Nd Nd 42.74(3) . 5_756 ? P1 Nd Nd 41.88(3) 5_756 5_756 ? I1 Nd Nd 108.142(16) . 5_756 ? C1 P1 Nd 136.45(17) . . ? C1 P1 Nd 127.29(17) . 5_756 ? Nd P1 Nd 95.37(5) . 5_756 ? C16 O1 C13 105.6(5) . . ? C16 O1 Nd 126.7(4) . . ? C13 O1 Nd 122.2(4) . . ? C20 O2 C17 105.8(6) . . ? C20 O2 Nd 129.2(6) . . ? C17 O2 Nd 119.8(6) . . ? C21 O3 C24 108.8(4) . . ? C21 O3 Nd 120.6(3) . . ? C24 O3 Nd 130.4(3) . . ? C2 C1 C6 119.1(5) . . ? C2 C1 P1 121.1(4) . . ? C6 C1 P1 119.8(4) . . ? C3 C2 C1 118.8(6) . . ? C3 C2 C10 119.0(6) . . ? C1 C2 C10 122.2(5) . . ? C4 C3 C2 121.9(7) . . ? C4 C3 H3 119.1 . . ? C2 C3 H3 119.1 . . ? C3 C4 C5 120.0(7) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C4 C5 C6 121.1(7) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C5 C6 C1 119.0(6) . . ? C5 C6 C7 118.8(6) . . ? C1 C6 C7 122.2(5) . . ? C6 C7 C8 113.2(7) . . ? C6 C7 C9 114.1(6) . . ? C8 C7 C9 109.0(8) . . ? C6 C7 H7 106.7 . . ? C8 C7 H7 106.7 . . ? C9 C7 H7 106.7 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C2 C10 C12 115.1(7) . . ? C2 C10 C11 109.2(6) . . ? C12 C10 C11 111.2(8) . . ? C2 C10 H10 107.0 . . ? C12 C10 H10 107.0 . . ? C11 C10 H10 107.0 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O1 C13 C14 106.2(7) . . ? O1 C13 H13A 110.5 . . ? C14 C13 H13A 110.5 . . ? O1 C13 H13B 110.5 . . ? C14 C13 H13B 110.5 . . ? H13A C13 H13B 108.7 . . ? C15 C14 C13 105.4(7) . . ? C15 C14 H14A 110.7 . . ? C13 C14 H14A 110.7 . . ? C15 C14 H14B 110.7 . . ? C13 C14 H14B 110.7 . . ? H14A C14 H14B 108.8 . . ? C16 C15 C14 104.5(7) . . ? C16 C15 H15A 110.9 . . ? C14 C15 H15A 110.9 . . ? C16 C15 H15B 110.9 . . ? C14 C15 H15B 110.9 . . ? H15A C15 H15B 108.9 . . ? O1 C16 C15 109.1(7) . . ? O1 C16 H16A 109.9 . . ? C15 C16 H16A 109.9 . . ? O1 C16 H16B 109.9 . . ? C15 C16 H16B 109.9 . . ? H16A C16 H16B 108.3 . . ? O2 C17 C18 111.4(9) . . ? O2 C17 H17A 109.3 . . ? C18 C17 H17A 109.3 . . ? O2 C17 H17B 109.3 . . ? C18 C17 H17B 109.3 . . ? H17A C17 H17B 108.0 . . ? C17 C18 C19 105.6(8) . . ? C17 C18 H18A 110.6 . . ? C19 C18 H18A 110.6 . . ? C17 C18 H18B 110.6 . . ? C19 C18 H18B 110.6 . . ? H18A C18 H18B 108.8 . . ? C18 C19 C20 103.8(8) . . ? C18 C19 H19A 111.0 . . ? C20 C19 H19A 111.0 . . ? C18 C19 H19B 111.0 . . ? C20 C19 H19B 111.0 . . ? H19A C19 H19B 109.0 . . ? O2 C20 C19 111.6(8) . . ? O2 C20 H20A 109.3 . . ? C19 C20 H20A 109.3 . . ? O2 C20 H20B 109.3 . . ? C19 C20 H20B 109.3 . . ? H20A C20 H20B 108.0 . . ? O3 C21 C22 107.1(5) . . ? O3 C21 H21A 110.3 . . ? C22 C21 H21A 110.3 . . ? O3 C21 H21B 110.3 . . ? C22 C21 H21B 110.3 . . ? H21A C21 H21B 108.5 . . ? C23 C22 C21 108.0(6) . . ? C23 C22 H22A 110.1 . . ? C21 C22 H22A 110.1 . . ? C23 C22 H22B 110.1 . . ? C21 C22 H22B 110.1 . . ? H22A C22 H22B 108.4 . . ? C22 C23 C24 105.1(6) . . ? C22 C23 H23A 110.7 . . ? C24 C23 H23A 110.7 . . ? C22 C23 H23B 110.7 . . ? C24 C23 H23B 110.7 . . ? H23A C23 H23B 108.8 . . ? O3 C24 C23 106.3(5) . . ? O3 C24 H24A 110.5 . . ? C23 C24 H24A 110.5 . . ? O3 C24 H24B 110.5 . . ? C23 C24 H24B 110.5 . . ? H24A C24 H24B 108.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Nd P1 C1 -73.0(3) . . . . ? O1 Nd P1 C1 2.5(3) . . . . ? O2 Nd P1 C1 -109.3(7) . . . . ? P1 Nd P1 C1 -169.2(3) 5_756 . . . ? I1 Nd P1 C1 86.8(3) . . . . ? Nd Nd P1 C1 -169.2(3) 5_756 . . . ? O3 Nd P1 Nd 96.13(10) . . . 5_756 ? O1 Nd P1 Nd 171.62(10) . . . 5_756 ? O2 Nd P1 Nd 59.9(7) . . . 5_756 ? P1 Nd P1 Nd 0.0 5_756 . . 5_756 ? I1 Nd P1 Nd -104.05(4) . . . 5_756 ? O3 Nd O1 C16 -107.0(6) . . . . ? O2 Nd O1 C16 -28.2(6) . . . . ? P1 Nd O1 C16 160.3(6) . . . . ? P1 Nd O1 C16 -83.8(9) 5_756 . . . ? I1 Nd O1 C16 59.5(6) . . . . ? Nd Nd O1 C16 169.5(5) 5_756 . . . ? O3 Nd O1 C13 102.9(5) . . . . ? O2 Nd O1 C13 -178.3(5) . . . . ? P1 Nd O1 C13 10.2(5) . . . . ? P1 Nd O1 C13 126.2(7) 5_756 . . . ? I1 Nd O1 C13 -90.5(5) . . . . ? Nd Nd O1 C13 19.4(6) 5_756 . . . ? O3 Nd O2 C20 -17.3(10) . . . . ? O1 Nd O2 C20 -93.1(10) . . . . ? P1 Nd O2 C20 19.8(14) . . . . ? P1 Nd O2 C20 79.3(10) 5_756 . . . ? I1 Nd O2 C20 -175.9(10) . . . . ? Nd Nd O2 C20 72.2(10) 5_756 . . . ? O3 Nd O2 C17 -167.9(8) . . . . ? O1 Nd O2 C17 116.3(8) . . . . ? P1 Nd O2 C17 -130.8(9) . . . . ? P1 Nd O2 C17 -71.3(8) 5_756 . . . ? I1 Nd O2 C17 33.5(8) . . . . ? Nd Nd O2 C17 -78.4(8) 5_756 . . . ? O1 Nd O3 C21 -160.0(5) . . . . ? O2 Nd O3 C21 113.0(5) . . . . ? P1 Nd O3 C21 -61.5(4) . . . . ? P1 Nd O3 C21 23.6(4) 5_756 . . . ? I1 Nd O3 C21 168.4(4) . . . . ? Nd Nd O3 C21 -18.6(4) 5_756 . . . ? O1 Nd O3 C24 14.9(5) . . . . ? O2 Nd O3 C24 -72.1(5) . . . . ? P1 Nd O3 C24 113.4(5) . . . . ? P1 Nd O3 C24 -161.4(5) 5_756 . . . ? I1 Nd O3 C24 -16.6(6) . . . . ? Nd Nd O3 C24 156.4(5) 5_756 . . . ? Nd P1 C1 C2 90.5(5) . . . . ? Nd P1 C1 C2 -75.9(5) 5_756 . . . ? Nd P1 C1 C6 -88.9(5) . . . . ? Nd P1 C1 C6 104.7(4) 5_756 . . . ? C6 C1 C2 C3 -0.5(8) . . . . ? P1 C1 C2 C3 -179.9(5) . . . . ? C6 C1 C2 C10 177.2(5) . . . . ? P1 C1 C2 C10 -2.2(8) . . . . ? C1 C2 C3 C4 2.5(10) . . . . ? C10 C2 C3 C4 -175.3(7) . . . . ? C2 C3 C4 C5 -3.8(12) . . . . ? C3 C4 C5 C6 3.0(12) . . . . ? C4 C5 C6 C1 -1.1(10) . . . . ? C4 C5 C6 C7 -179.9(7) . . . . ? C2 C1 C6 C5 -0.2(8) . . . . ? P1 C1 C6 C5 179.2(5) . . . . ? C2 C1 C6 C7 178.6(5) . . . . ? P1 C1 C6 C7 -2.0(8) . . . . ? C5 C6 C7 C8 57.3(9) . . . . ? C1 C6 C7 C8 -121.5(8) . . . . ? C5 C6 C7 C9 -68.0(10) . . . . ? C1 C6 C7 C9 113.1(8) . . . . ? C3 C2 C10 C12 -43.3(10) . . . . ? C1 C2 C10 C12 139.0(7) . . . . ? C3 C2 C10 C11 82.5(8) . . . . ? C1 C2 C10 C11 -95.2(8) . . . . ? C16 O1 C13 C14 -29.3(9) . . . . ? Nd O1 C13 C14 126.2(6) . . . . ? O1 C13 C14 C15 17.7(10) . . . . ? C13 C14 C15 C16 0.3(11) . . . . ? C13 O1 C16 C15 30.5(9) . . . . ? Nd O1 C16 C15 -123.5(6) . . . . ? C14 C15 C16 O1 -18.6(11) . . . . ? C20 O2 C17 C18 2.1(17) . . . . ? Nd O2 C17 C18 158.8(10) . . . . ? O2 C17 C18 C19 -10.2(18) . . . . ? C17 C18 C19 C20 13.2(18) . . . . ? C17 O2 C20 C19 6.9(17) . . . . ? Nd O2 C20 C19 -146.9(9) . . . . ? C18 C19 C20 O2 -13.0(19) . . . . ? C24 O3 C21 C22 10.3(9) . . . . ? Nd O3 C21 C22 -173.8(6) . . . . ? O3 C21 C22 C23 3.6(11) . . . . ? C21 C22 C23 C24 -15.4(11) . . . . ? C21 O3 C24 C23 -19.9(7) . . . . ? Nd O3 C24 C23 164.7(4) . . . . ? C22 C23 C24 O3 21.4(9) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.079 _refine_diff_density_min -0.890 _refine_diff_density_rms 0.124