# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_1-dehyd_La _database_code_depnum_ccdc_archive 'CCDC 846598' #TrackingRef '1-dehyd_La.cif' # ======================================================================= _audit_creation_method 'SHELXL-97, manual editing plus enCIFer' _audit_creation_date '09 June 2011' # ======================================================================= _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H12 La O9 P3' _chemical_formula_sum 'C9 H12 La O9 P3' _chemical_formula_weight 496.01 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' La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #============================================================================== # CRYSTAL DATA #============================================================================== _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.757(4) _cell_length_b 7.1588(13) _cell_length_c 19.353(4) _cell_angle_alpha 90.00 _cell_angle_beta 108.455(7) _cell_angle_gamma 90.00 _cell_volume 3253.6(10) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9755 _cell_measurement_theta_min 2.97 _cell_measurement_theta_max 33.20 _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.025 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1920 _exptl_absorpt_coefficient_mu 2.959 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7367 _exptl_absorpt_correction_T_max 0.8196 _exptl_absorpt_process_details ; SADABS (Sheldrick, 1997) ; #============================================================================== # EXPERIMENTAL DATA #============================================================================== _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 X8 Kappa CCD APEX II' _diffrn_measurement_method '\w / \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 49338 _diffrn_reflns_av_R_equivalents 0.0233 _diffrn_reflns_av_sigmaI/netI 0.0132 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.54 _diffrn_reflns_theta_max 33.13 _reflns_number_total 6180 _reflns_number_gt 5782 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 (Bruker, 2006)' _computing_data_reduction 'SAINT+ (Bruker, 2005)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2009)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' #============================================================================== # REFINEMENT DATA #============================================================================== _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^)+(0.0215P)^2^+9.2013P] 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 6180 _refine_ls_number_parameters 202 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0229 _refine_ls_R_factor_gt 0.0208 _refine_ls_wR_factor_ref 0.0520 _refine_ls_wR_factor_gt 0.0510 _refine_ls_goodness_of_fit_ref 1.107 _refine_ls_restrained_S_all 1.107 _refine_ls_shift/su_max 0.002 _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 0.210514(4) 0.626136(12) 0.216738(5) 0.01103(3) Uani 1 1 d . . . P1 P 0.321794(19) 0.80762(7) 0.15174(2) 0.01659(8) Uani 1 1 d . . . P2 P 0.331385(17) 1.37555(6) -0.15449(2) 0.01129(7) Uani 1 1 d . . . P3 P 0.556105(18) 1.11611(6) 0.09490(3) 0.01668(8) Uani 1 1 d . . . O1 O 0.27149(6) 0.6796(2) 0.14434(8) 0.0217(3) Uani 1 1 d . . . O2 O 0.38007(6) 0.7076(2) 0.19376(8) 0.0270(3) Uani 1 1 d . . . H2 H 0.3823 0.6931 0.2377 0.041 Uiso 1 1 calc R . . O3 O 0.31716(6) 0.9920(2) 0.18754(8) 0.0229(3) Uani 1 1 d . . . O4 O 0.29183(5) 1.20637(16) -0.17880(7) 0.0142(2) Uani 1 1 d . . . O5 O 0.30470(5) 1.53467(17) -0.20684(6) 0.0140(2) Uani 1 1 d . . . O6 O 0.39228(5) 1.33426(18) -0.15744(7) 0.0165(2) Uani 1 1 d . . . H6 H 0.4076 1.2514 -0.1268 0.025 Uiso 1 1 calc R . . O7 O 0.54508(6) 1.2133(2) 0.01959(8) 0.0216(3) Uani 1 1 d . . . H7 H 0.5184 1.1585 -0.0118 0.032 Uiso 1 1 calc R . . O8 O 0.61731(6) 1.1499(2) 0.13876(8) 0.0233(3) Uani 1 1 d . . . O9 O 0.54109(6) 0.90797(19) 0.08579(8) 0.0205(3) Uani 1 1 d . . . C1 C 0.32934(8) 0.8418(3) 0.06329(9) 0.0190(3) Uani 1 1 d . . . H1A H 0.3491 0.7318 0.0516 0.023 Uiso 1 1 calc R . . H1B H 0.2909 0.8471 0.0269 0.023 Uiso 1 1 calc R . . C2 C 0.36159(7) 1.0154(3) 0.05560(9) 0.0162(3) Uani 1 1 d . . . C3 C 0.41782(7) 1.0449(3) 0.09983(9) 0.0180(3) Uani 1 1 d . . . H3 H 0.4360 0.9547 0.1356 0.022 Uiso 1 1 calc R . . C4 C 0.44740(7) 1.2051(3) 0.09195(9) 0.0174(3) Uani 1 1 d . . . C5 C 0.42050(7) 1.3366(3) 0.03916(9) 0.0172(3) Uani 1 1 d . . . H5 H 0.4404 1.4459 0.0335 0.021 Uiso 1 1 calc R . . C6 C 0.36442(7) 1.3088(2) -0.00553(9) 0.0152(3) Uani 1 1 d . . . C7 C 0.33529(7) 1.1480(2) 0.00314(9) 0.0160(3) Uani 1 1 d . . . H7A H 0.2971 1.1289 -0.0271 0.019 Uiso 1 1 calc R . . C8 C 0.33596(7) 1.4481(2) -0.06432(9) 0.0166(3) Uani 1 1 d . . . H8A H 0.3573 1.5672 -0.0536 0.020 Uiso 1 1 calc R . . H8B H 0.2970 1.4725 -0.0627 0.020 Uiso 1 1 calc R . . C9 C 0.50956(7) 1.2292(3) 0.13721(10) 0.0204(3) Uani 1 1 d . . . H9A H 0.5159 1.1754 0.1863 0.025 Uiso 1 1 calc R . . H9B H 0.5188 1.3640 0.1431 0.025 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 0.01053(4) 0.00887(4) 0.01126(4) 0.00105(3) -0.00001(3) -0.00065(3) P1 0.01730(18) 0.0195(2) 0.01437(18) 0.00135(15) 0.00696(15) -0.00021(16) P2 0.01114(16) 0.00923(16) 0.01099(16) 0.00011(13) -0.00005(12) 0.00068(13) P3 0.01144(17) 0.01637(19) 0.01798(19) 0.00128(15) -0.00136(14) -0.00015(14) O1 0.0229(6) 0.0218(6) 0.0224(6) 0.0017(5) 0.0100(5) -0.0039(5) O2 0.0211(6) 0.0396(9) 0.0211(6) 0.0086(6) 0.0078(5) 0.0076(6) O3 0.0288(7) 0.0241(7) 0.0194(6) -0.0039(5) 0.0128(5) -0.0033(5) O4 0.0158(5) 0.0100(5) 0.0140(5) -0.0011(4) 0.0008(4) -0.0013(4) O5 0.0144(5) 0.0110(5) 0.0135(5) 0.0012(4) 0.0000(4) 0.0005(4) O6 0.0139(5) 0.0171(5) 0.0172(5) 0.0036(4) 0.0029(4) 0.0035(4) O7 0.0187(6) 0.0227(6) 0.0198(6) 0.0029(5) 0.0011(5) -0.0025(5) O8 0.0127(5) 0.0231(7) 0.0268(7) 0.0011(5) -0.0042(5) 0.0000(5) O9 0.0165(5) 0.0149(6) 0.0243(6) 0.0008(5) -0.0019(5) 0.0010(4) C1 0.0231(8) 0.0209(8) 0.0141(7) -0.0012(6) 0.0074(6) -0.0045(6) C2 0.0169(7) 0.0196(7) 0.0133(6) -0.0002(5) 0.0065(5) -0.0016(6) C3 0.0171(7) 0.0214(8) 0.0146(7) 0.0027(6) 0.0039(6) 0.0011(6) C4 0.0147(6) 0.0207(8) 0.0152(7) 0.0002(6) 0.0025(5) 0.0002(6) C5 0.0167(7) 0.0173(7) 0.0157(7) 0.0005(6) 0.0025(6) -0.0008(6) C6 0.0168(7) 0.0167(7) 0.0111(6) -0.0001(5) 0.0028(5) 0.0010(6) C7 0.0155(7) 0.0199(7) 0.0124(6) -0.0002(5) 0.0039(5) -0.0007(6) C8 0.0198(7) 0.0148(7) 0.0128(6) -0.0007(5) 0.0020(5) 0.0019(6) C9 0.0172(7) 0.0225(8) 0.0172(7) -0.0007(6) -0.0007(6) 0.0010(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. ; #============================================================================== # GEOMETRY #============================================================================== 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 O8 2.3293(14) 3_445 ? La1 O3 2.3720(14) 4_545 ? La1 O1 2.3933(14) . ? La1 O5 2.4555(13) 7_575 ? La1 O4 2.4863(13) 7_565 ? La1 O5 2.6012(12) 6_576 ? La1 O4 2.6459(12) 6_576 ? La1 P2 3.2316(6) 6_576 ? P1 O3 1.5118(15) . ? P1 O1 1.5162(15) . ? P1 O2 1.5850(15) . ? P1 C1 1.7964(18) . ? P2 O5 1.5286(13) . ? P2 O4 1.5348(13) . ? P2 O6 1.5549(13) . ? P2 C8 1.7898(17) . ? P2 La1 3.2317(6) 6_575 ? P3 O8 1.5036(14) . ? P3 O9 1.5323(14) . ? P3 O7 1.5591(15) . ? P3 C9 1.803(2) . ? O2 H2 0.8400 . ? O3 La1 2.3721(14) 4 ? O4 La1 2.4863(13) 7_565 ? O4 La1 2.6459(12) 6_575 ? O5 La1 2.4555(13) 7_575 ? O5 La1 2.6012(12) 6_575 ? O6 H6 0.8400 . ? O7 H7 0.8400 . ? O8 La1 2.3293(14) 3 ? C1 C2 1.510(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C7 1.392(2) . ? C2 C3 1.400(2) . ? C3 C4 1.395(3) . ? C3 H3 0.9500 . ? C4 C5 1.394(2) . ? C4 C9 1.520(2) . ? C5 C6 1.398(2) . ? C5 H5 0.9500 . ? C6 C7 1.397(2) . ? C6 C8 1.509(2) . ? C7 H7A 0.9500 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? 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 O8 La1 O3 93.65(6) 3_445 4_545 ? O8 La1 O1 106.74(5) 3_445 . ? O3 La1 O1 156.00(5) 4_545 . ? O8 La1 O5 77.37(5) 3_445 7_575 ? O3 La1 O5 112.73(5) 4_545 7_575 ? O1 La1 O5 84.59(5) . 7_575 ? O8 La1 O4 87.29(5) 3_445 7_565 ? O3 La1 O4 81.81(5) 4_545 7_565 ? O1 La1 O4 86.57(5) . 7_565 ? O5 La1 O4 159.24(4) 7_575 7_565 ? O8 La1 O5 157.89(4) 3_445 6_576 ? O3 La1 O5 78.77(5) 4_545 6_576 ? O1 La1 O5 77.62(5) . 6_576 ? O5 La1 O5 124.73(3) 7_575 6_576 ? O4 La1 O5 71.16(4) 7_565 6_576 ? O8 La1 O4 145.09(5) 3_445 6_576 ? O3 La1 O4 85.68(5) 4_545 6_576 ? O1 La1 O4 84.64(5) . 6_576 ? O5 La1 O4 70.87(4) 7_575 6_576 ? O4 La1 O4 126.91(3) 7_565 6_576 ? O5 La1 O4 55.80(4) 6_576 6_576 ? O8 La1 P2 170.20(4) 3_445 6_576 ? O3 La1 P2 79.75(4) 4_545 6_576 ? O1 La1 P2 81.40(4) . 6_576 ? O5 La1 P2 98.37(3) 7_575 6_576 ? O4 La1 P2 98.83(3) 7_565 6_576 ? O5 La1 P2 27.79(3) 6_576 6_576 ? O4 La1 P2 28.08(3) 6_576 6_576 ? O8 La1 La1 114.66(4) 3_445 4 ? O3 La1 La1 109.65(4) 4_545 4 ? O1 La1 La1 73.56(4) . 4 ? O5 La1 La1 37.31(3) 7_575 4 ? O4 La1 La1 153.61(3) 7_565 4 ? O5 La1 La1 87.43(3) 6_576 4 ? O4 La1 La1 35.89(3) 6_576 4 ? P2 La1 La1 61.734(9) 6_576 4 ? O8 La1 La1 123.02(4) 3_445 4_545 ? O3 La1 La1 68.09(4) 4_545 4_545 ? O1 La1 La1 89.82(4) . 4_545 ? O5 La1 La1 159.57(3) 7_575 4_545 ? O4 La1 La1 38.61(3) 7_565 4_545 ? O5 La1 La1 34.90(3) 6_576 4_545 ? O4 La1 La1 89.07(3) 6_576 4_545 ? P2 La1 La1 61.309(9) 6_576 4_545 ? La1 La1 La1 122.313(12) 4 4_545 ? O3 P1 O1 113.07(8) . . ? O3 P1 O2 110.36(9) . . ? O1 P1 O2 111.25(9) . . ? O3 P1 C1 111.34(9) . . ? O1 P1 C1 108.80(8) . . ? O2 P1 C1 101.42(9) . . ? O5 P2 O4 106.55(7) . . ? O5 P2 O6 109.76(7) . . ? O4 P2 O6 111.76(7) . . ? O5 P2 C8 108.09(8) . . ? O4 P2 C8 111.42(8) . . ? O6 P2 C8 109.16(8) . . ? O5 P2 La1 52.50(5) . 6_575 ? O4 P2 La1 54.23(5) . 6_575 ? O6 P2 La1 130.00(5) . 6_575 ? C8 P2 La1 120.68(6) . 6_575 ? O8 P3 O9 112.68(8) . . ? O8 P3 O7 107.63(8) . . ? O9 P3 O7 111.22(8) . . ? O8 P3 C9 110.26(9) . . ? O9 P3 C9 108.80(9) . . ? O7 P3 C9 106.04(9) . . ? P1 O1 La1 133.85(9) . . ? P1 O2 H2 109.5 . . ? P1 O3 La1 142.56(9) . 4 ? P2 O4 La1 143.03(7) . 7_565 ? P2 O4 La1 97.69(6) . 6_575 ? La1 O4 La1 105.50(4) 7_565 6_575 ? P2 O5 La1 144.30(7) . 7_575 ? P2 O5 La1 99.71(6) . 6_575 ? La1 O5 La1 107.79(4) 7_575 6_575 ? P2 O6 H6 109.5 . . ? P3 O7 H7 109.5 . . ? P3 O8 La1 165.61(9) . 3 ? C2 C1 P1 115.07(12) . . ? C2 C1 H1A 108.5 . . ? P1 C1 H1A 108.5 . . ? C2 C1 H1B 108.5 . . ? P1 C1 H1B 108.5 . . ? H1A C1 H1B 107.5 . . ? C7 C2 C3 119.21(16) . . ? C7 C2 C1 119.56(15) . . ? C3 C2 C1 121.22(16) . . ? C4 C3 C2 120.79(16) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C5 C4 C3 119.33(16) . . ? C5 C4 C9 120.48(16) . . ? C3 C4 C9 120.07(16) . . ? C4 C5 C6 120.53(16) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C7 C6 C5 119.49(16) . . ? C7 C6 C8 119.98(15) . . ? C5 C6 C8 120.51(16) . . ? C2 C7 C6 120.65(16) . . ? C2 C7 H7A 119.7 . . ? C6 C7 H7A 119.7 . . ? C6 C8 P2 114.43(12) . . ? C6 C8 H8A 108.7 . . ? P2 C8 H8A 108.7 . . ? C6 C8 H8B 108.7 . . ? P2 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? C4 C9 P3 111.30(13) . . ? C4 C9 H9A 109.4 . . ? P3 C9 H9A 109.4 . . ? C4 C9 H9B 109.4 . . ? P3 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? 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 P1 O1 La1 -33.42(14) . . . . ? O2 P1 O1 La1 91.43(13) . . . . ? C1 P1 O1 La1 -157.67(11) . . . . ? O8 La1 O1 P1 128.84(11) 3_445 . . . ? O3 La1 O1 P1 -84.08(17) 4_545 . . . ? O5 La1 O1 P1 53.78(12) 7_575 . . . ? O4 La1 O1 P1 -145.03(12) 7_565 . . . ? O5 La1 O1 P1 -73.57(12) 6_576 . . . ? O4 La1 O1 P1 -17.45(11) 6_576 . . . ? P2 La1 O1 P1 -45.55(11) 6_576 . . . ? La1 La1 O1 P1 17.40(10) 4 . . . ? La1 La1 O1 P1 -106.53(12) 4_545 . . . ? O1 P1 O3 La1 40.67(17) . . . 4 ? O2 P1 O3 La1 -84.66(16) . . . 4 ? C1 P1 O3 La1 163.52(13) . . . 4 ? O5 P2 O4 La1 124.36(11) . . . 7_565 ? O6 P2 O4 La1 4.46(14) . . . 7_565 ? C8 P2 O4 La1 -117.96(12) . . . 7_565 ? La1 P2 O4 La1 128.90(13) 6_575 . . 7_565 ? O5 P2 O4 La1 -4.54(7) . . . 6_575 ? O6 P2 O4 La1 -124.43(6) . . . 6_575 ? C8 P2 O4 La1 113.14(7) . . . 6_575 ? O4 P2 O5 La1 144.94(11) . . . 7_575 ? O6 P2 O5 La1 -93.88(13) . . . 7_575 ? C8 P2 O5 La1 25.08(15) . . . 7_575 ? La1 P2 O5 La1 140.30(14) 6_575 . . 7_575 ? O4 P2 O5 La1 4.64(7) . . . 6_575 ? O6 P2 O5 La1 125.83(6) . . . 6_575 ? C8 P2 O5 La1 -115.21(7) . . . 6_575 ? O9 P3 O8 La1 -20.0(4) . . . 3 ? O7 P3 O8 La1 -143.0(4) . . . 3 ? C9 P3 O8 La1 101.8(4) . . . 3 ? O3 P1 C1 C2 32.91(17) . . . . ? O1 P1 C1 C2 158.18(13) . . . . ? O2 P1 C1 C2 -84.47(15) . . . . ? P1 C1 C2 C7 -121.61(16) . . . . ? P1 C1 C2 C3 59.0(2) . . . . ? C7 C2 C3 C4 0.2(3) . . . . ? C1 C2 C3 C4 179.54(16) . . . . ? C2 C3 C4 C5 -0.2(3) . . . . ? C2 C3 C4 C9 -176.25(16) . . . . ? C3 C4 C5 C6 0.1(3) . . . . ? C9 C4 C5 C6 176.08(16) . . . . ? C4 C5 C6 C7 0.1(3) . . . . ? C4 C5 C6 C8 -178.00(16) . . . . ? C3 C2 C7 C6 0.0(3) . . . . ? C1 C2 C7 C6 -179.36(16) . . . . ? C5 C6 C7 C2 -0.1(3) . . . . ? C8 C6 C7 C2 177.97(15) . . . . ? C7 C6 C8 P2 -74.97(19) . . . . ? C5 C6 C8 P2 103.13(17) . . . . ? O5 P2 C8 C6 -176.97(12) . . . . ? O4 P2 C8 C6 66.28(14) . . . . ? O6 P2 C8 C6 -57.64(15) . . . . ? La1 P2 C8 C6 126.45(11) 6_575 . . . ? C5 C4 C9 P3 -90.84(19) . . . . ? C3 C4 C9 P3 85.13(19) . . . . ? O8 P3 C9 C4 177.25(13) . . . . ? O9 P3 C9 C4 -58.71(15) . . . . ? O7 P3 C9 C4 61.01(15) . . . . ? 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 O2 H2 O6 0.84 1.98 2.815(2) 176.6 6_576 O6 H6 O9 0.84 1.71 2.4906(18) 154.7 5_675 O7 H7 O9 0.84 1.76 2.5903(19) 167.7 5_675 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 33.13 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.426 _refine_diff_density_min -0.887 _refine_diff_density_rms 0.098 data_1_La _database_code_depnum_ccdc_archive 'CCDC 846599' #TrackingRef '1_La.cif' # ======================================================================= _audit_creation_method 'SHELXL-97, manual editing plus enCIFer' _audit_creation_date '13 March 2011' # ======================================================================= _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C9 H14 La O10 P3), H2 O' _chemical_formula_sum 'C18 H30 La2 O21 P6' _chemical_formula_weight 1046.06 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' La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #============================================================================== # CRYSTAL DATA #============================================================================== _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.5921(6) _cell_length_b 7.2774(2) _cell_length_c 19.7125(5) _cell_angle_alpha 90.00 _cell_angle_beta 106.1760(10) _cell_angle_gamma 90.00 _cell_volume 3250.43(15) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 9973 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 34.00 _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.138 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2040 _exptl_absorpt_coefficient_mu 2.974 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7167 _exptl_absorpt_correction_T_max 0.8903 _exptl_absorpt_process_details ; SADABS (Sheldrick, 1997) ; #============================================================================== # EXPERIMENTAL DATA #============================================================================== _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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 X8 Kappa CCD APEX II' _diffrn_measurement_method '\w / \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 33829 _diffrn_reflns_av_R_equivalents 0.0408 _diffrn_reflns_av_sigmaI/netI 0.0271 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.60 _diffrn_reflns_theta_max 29.13 _reflns_number_total 4356 _reflns_number_gt 3690 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 (Bruker, 2006)' _computing_data_reduction 'SAINT+ (Bruker, 2005)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2009)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' #============================================================================== # REFINEMENT DATA #============================================================================== _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^)+(0.0229P)^2^+6.7710P] 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 4356 _refine_ls_number_parameters 235 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0310 _refine_ls_R_factor_gt 0.0226 _refine_ls_wR_factor_ref 0.0535 _refine_ls_wR_factor_gt 0.0501 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.034 _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 La1 La 0.205263(6) 0.640422(19) 0.221751(7) 0.01252(5) Uani 1 1 d . . . O1W O 0.1330(2) 0.7926(7) 0.2802(3) 0.0278(11) Uani 0.50 1 d PD . . H1X H 0.1370(10) 0.9198(12) 0.2918(13) 0.042 Uiso 0.50 1 d PD . . H1Y H 0.1355(10) 0.725(3) 0.3222(10) 0.042 Uiso 0.50 1 d PD . . O2W O 0.1600(3) 0.8152(9) 0.3104(4) 0.0455(16) Uani 0.50 1 d PD . . H2X H 0.1370(10) 0.9198(12) 0.2918(13) 0.068 Uiso 0.50 1 d PD . . H2Y H 0.1355(10) 0.725(3) 0.3222(10) 0.068 Uiso 0.50 1 d PD . . P1 P 0.32825(3) 0.78137(10) 0.15551(3) 0.01809(14) Uani 1 1 d . . . P2 P 0.32644(3) 1.36235(9) -0.15151(3) 0.01300(12) Uani 1 1 d . . . P3 P 0.55645(3) 1.12863(10) 0.08849(4) 0.02144(15) Uani 1 1 d . . . O1 O 0.27670(8) 0.6561(3) 0.15136(10) 0.0237(4) Uani 1 1 d . . . O2 O 0.38685(9) 0.6689(3) 0.19011(12) 0.0390(6) Uani 1 1 d . . . H2 H 0.4109 0.7363 0.2189 0.059 Uiso 1 1 calc R . . O3 O 0.32858(10) 0.9565(3) 0.19514(11) 0.0339(5) Uani 1 1 d . . . O4 O 0.29063(7) 1.1901(2) -0.17846(9) 0.0168(4) Uani 1 1 d . . . O5 O 0.29945(7) 1.5208(2) -0.20022(9) 0.0177(4) Uani 1 1 d . . . O6 O 0.39252(8) 1.3396(3) -0.14930(11) 0.0246(4) Uani 1 1 d . . . H6 H 0.4062 1.2449 -0.1261 0.037 Uiso 1 1 calc R . . O7 O 0.54557(8) 1.2113(3) 0.01263(10) 0.0245(4) Uani 1 1 d . . . H7 H 0.5165 1.1588 -0.0151 0.037 Uiso 1 1 calc R . . O8 O 0.61967(8) 1.1676(3) 0.12788(11) 0.0301(5) Uani 1 1 d . . . O9 O 0.54101(8) 0.9244(3) 0.08624(11) 0.0284(5) Uani 1 1 d . . . C1 C 0.33169(12) 0.8289(4) 0.06685(13) 0.0225(6) Uani 1 1 d . . . H1A H 0.3542 0.7290 0.0521 0.027 Uiso 1 1 calc R . . H1B H 0.2911 0.8260 0.0349 0.027 Uiso 1 1 calc R . . C2 C 0.35955(11) 1.0101(4) 0.05694(13) 0.0190(5) Uani 1 1 d . . . C3 C 0.41604(11) 1.0553(4) 0.09835(13) 0.0219(6) Uani 1 1 d . . . H3 H 0.4362 0.9737 0.1347 0.026 Uiso 1 1 calc R . . C4 C 0.44335(11) 1.2177(4) 0.08741(13) 0.0207(5) Uani 1 1 d . . . C5 C 0.41271(12) 1.3391(4) 0.03505(13) 0.0215(6) Uani 1 1 d . . . H5 H 0.4307 1.4511 0.0274 0.026 Uiso 1 1 calc R . . C6 C 0.35578(11) 1.2966(4) -0.00610(13) 0.0194(5) Uani 1 1 d . . . C7 C 0.32984(11) 1.1317(4) 0.00486(13) 0.0194(5) Uani 1 1 d . . . H7A H 0.2913 1.1019 -0.0236 0.023 Uiso 1 1 calc R . . C8 C 0.32361(12) 1.4247(4) -0.06445(13) 0.0221(5) Uani 1 1 d . . . H8A H 0.3405 1.5494 -0.0537 0.027 Uiso 1 1 calc R . . H8B H 0.2817 1.4309 -0.0644 0.027 Uiso 1 1 calc R . . C9 C 0.50724(12) 1.2520(4) 0.12791(14) 0.0255(6) Uani 1 1 d . . . H9A H 0.5140 1.2119 0.1775 0.031 Uiso 1 1 calc R . . H9B H 0.5158 1.3852 0.1280 0.031 Uiso 1 1 calc R . . O3W O 0.4814(2) 0.7999(8) 0.2735(3) 0.0540(14) Uani 0.50 1 d P . . 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 0.01157(7) 0.00964(7) 0.01415(7) 0.00047(5) -0.00006(5) -0.00008(5) O1W 0.041(3) 0.009(2) 0.042(3) 0.002(2) 0.026(2) 0.006(2) O2W 0.070(5) 0.020(3) 0.064(5) -0.003(3) 0.049(4) -0.006(3) P1 0.0201(3) 0.0163(3) 0.0196(3) -0.0001(3) 0.0084(3) -0.0015(3) P2 0.0122(3) 0.0101(3) 0.0143(3) 0.0010(2) -0.0003(2) 0.0001(2) P3 0.0148(3) 0.0197(4) 0.0238(3) 0.0020(3) -0.0045(2) -0.0018(3) O1 0.0248(10) 0.0205(10) 0.0284(10) -0.0020(8) 0.0118(8) -0.0067(8) O2 0.0257(11) 0.0494(15) 0.0396(13) 0.0169(11) 0.0051(9) 0.0085(10) O3 0.0532(14) 0.0228(11) 0.0366(12) -0.0091(9) 0.0303(10) -0.0135(10) O4 0.0179(8) 0.0113(8) 0.0186(9) -0.0011(7) 0.0008(7) -0.0014(7) O5 0.0174(8) 0.0126(9) 0.0184(8) 0.0028(7) -0.0027(7) -0.0004(7) O6 0.0129(8) 0.0231(11) 0.0365(11) 0.0112(8) 0.0047(8) 0.0022(8) O7 0.0184(9) 0.0280(11) 0.0232(10) 0.0007(8) -0.0005(7) -0.0041(8) O8 0.0148(9) 0.0270(11) 0.0379(12) 0.0029(9) -0.0099(8) -0.0040(8) O9 0.0192(9) 0.0191(10) 0.0376(12) 0.0028(9) -0.0076(8) -0.0005(8) C1 0.0254(13) 0.0234(15) 0.0192(13) -0.0034(10) 0.0070(10) -0.0053(11) C2 0.0207(12) 0.0214(14) 0.0165(12) -0.0010(10) 0.0077(10) -0.0009(10) C3 0.0207(12) 0.0269(15) 0.0175(12) 0.0040(11) 0.0045(10) 0.0007(11) C4 0.0173(12) 0.0243(14) 0.0192(12) -0.0018(11) 0.0033(10) -0.0038(11) C5 0.0234(13) 0.0230(15) 0.0173(12) -0.0005(10) 0.0043(10) -0.0037(11) C6 0.0234(13) 0.0199(13) 0.0143(12) -0.0015(10) 0.0044(10) 0.0022(11) C7 0.0167(11) 0.0242(14) 0.0165(12) -0.0022(10) 0.0032(9) -0.0006(10) C8 0.0285(14) 0.0180(13) 0.0168(12) -0.0026(10) 0.0011(10) 0.0027(11) C9 0.0211(13) 0.0287(16) 0.0226(14) 0.0011(11) -0.0007(10) -0.0050(12) O3W 0.039(3) 0.067(4) 0.051(3) -0.017(3) 0.005(2) -0.009(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. ; #============================================================================== # GEOMETRY #============================================================================== 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 O8 2.3365(18) 3_445 ? La1 O3 2.417(2) 4_545 ? La1 O1 2.4660(19) . ? La1 O5 2.4990(18) 7_575 ? La1 O1W 2.559(6) . ? La1 O4 2.5628(17) 7_565 ? La1 O5 2.6029(16) 6_576 ? La1 O2W 2.617(6) . ? La1 O4 2.6908(17) 6_576 ? La1 P2 3.2303(6) 6_576 ? O1W O2W 0.760(7) . ? O1W H1X 0.952(10) . ? O1W H1Y 0.952(10) . ? O1W H2X 0.952(10) . ? O1W H2Y 0.952(10) . ? O2W H1X 0.948(10) . ? O2W H1Y 0.948(10) . ? O2W H2X 0.948(10) . ? O2W H2Y 0.948(10) . ? P1 O3 1.494(2) . ? P1 O1 1.5040(19) . ? P1 O2 1.588(2) . ? P1 C1 1.805(3) . ? P2 O5 1.5219(18) . ? P2 O4 1.5225(18) . ? P2 O6 1.5563(19) . ? P2 C8 1.794(3) . ? P2 La1 3.2303(6) 6_575 ? P3 O8 1.5041(19) . ? P3 O9 1.528(2) . ? P3 O7 1.565(2) . ? P3 C9 1.806(3) . ? O2 H2 0.8400 . ? O3 La1 2.417(2) 4 ? O4 La1 2.5628(17) 7_565 ? O4 La1 2.6908(17) 6_575 ? O5 La1 2.4990(17) 7_575 ? O5 La1 2.6029(16) 6_575 ? O6 H6 0.8400 . ? O7 H7 0.8400 . ? O8 La1 2.3365(18) 3 ? C1 C2 1.510(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C7 1.388(4) . ? C2 C3 1.394(3) . ? C3 C4 1.392(4) . ? C3 H3 0.9500 . ? C4 C5 1.397(4) . ? C4 C9 1.517(3) . ? C5 C6 1.397(4) . ? C5 H5 0.9500 . ? C6 C7 1.391(4) . ? C6 C8 1.511(4) . ? C7 H7A 0.9500 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? O3W O3W 1.442(11) 2_655 ? 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 O8 La1 O3 101.99(8) 3_445 4_545 ? O8 La1 O1 97.23(7) 3_445 . ? O3 La1 O1 144.45(7) 4_545 . ? O8 La1 O5 78.13(6) 3_445 7_575 ? O3 La1 O5 130.84(6) 4_545 7_575 ? O1 La1 O5 82.18(6) . 7_575 ? O8 La1 O1W 77.46(13) 3_445 . ? O3 La1 O1W 63.09(14) 4_545 . ? O1 La1 O1W 151.44(13) . . ? O5 La1 O1W 69.26(13) 7_575 . ? O8 La1 O4 85.42(6) 3_445 7_565 ? O3 La1 O4 75.90(6) 4_545 7_565 ? O1 La1 O4 76.16(6) . 7_565 ? O5 La1 O4 150.85(6) 7_575 7_565 ? O1W La1 O4 130.36(13) . 7_565 ? O8 La1 O5 155.97(6) 3_445 6_576 ? O3 La1 O5 74.86(7) 4_545 6_576 ? O1 La1 O5 75.44(6) . 6_576 ? O5 La1 O5 122.36(4) 7_575 6_576 ? O1W La1 O5 119.67(13) . 6_576 ? O4 La1 O5 70.64(5) 7_565 6_576 ? O8 La1 O2W 93.70(16) 3_445 . ? O3 La1 O2W 62.82(15) 4_545 . ? O1 La1 O2W 145.38(14) . . ? O5 La1 O2W 68.09(15) 7_575 . ? O1W La1 O2W 16.83(15) . . ? O4 La1 O2W 137.62(14) 7_565 . ? O5 La1 O2W 105.32(16) 6_576 . ? O8 La1 O4 147.77(6) 3_445 6_576 ? O3 La1 O4 94.57(7) 4_545 6_576 ? O1 La1 O4 84.29(6) . 6_576 ? O5 La1 O4 70.16(5) 7_575 6_576 ? O1W La1 O4 85.94(12) . 6_576 ? O4 La1 O4 125.71(4) 7_565 6_576 ? O5 La1 O4 55.44(5) 6_576 6_576 ? O2W La1 O4 69.53(14) . 6_576 ? O8 La1 P2 175.16(5) 3_445 6_576 ? O3 La1 P2 81.99(6) 4_545 6_576 ? O1 La1 P2 80.75(5) . 6_576 ? O5 La1 P2 97.20(4) 7_575 6_576 ? O1W La1 P2 102.21(12) . 6_576 ? O4 La1 P2 98.29(4) 7_565 6_576 ? O5 La1 P2 27.66(4) 6_576 6_576 ? O2W La1 P2 85.65(15) . 6_576 ? O4 La1 P2 27.94(4) 6_576 6_576 ? O8 La1 La1 113.36(5) 3_445 4 ? O3 La1 La1 122.46(5) 4_545 4 ? O1 La1 La1 74.77(4) . 4 ? O5 La1 La1 35.44(4) 7_575 4 ? O1W La1 La1 81.62(12) . 4 ? O4 La1 La1 147.01(4) 7_565 4 ? O5 La1 La1 87.16(4) 6_576 4 ? O2W La1 La1 70.73(13) . 4 ? O4 La1 La1 35.91(4) 6_576 4 ? P2 La1 La1 61.903(12) 6_576 4 ? O8 La1 La1 122.90(5) 3_445 4_545 ? O3 La1 La1 64.97(5) 4_545 4_545 ? O1 La1 La1 79.48(4) . 4_545 ? O5 La1 La1 153.56(4) 7_575 4_545 ? O1W La1 La1 127.17(13) . 4_545 ? O4 La1 La1 38.01(4) 7_565 4_545 ? O5 La1 La1 33.83(4) 6_576 4_545 ? O2W La1 La1 120.82(15) . 4_545 ? O4 La1 La1 89.13(4) 6_576 4_545 ? P2 La1 La1 61.197(12) 6_576 4_545 ? La1 La1 La1 120.152(6) 4 4_545 ? O2W O1W La1 85.9(8) . . ? O2W O1W H1X 66.1(9) . . ? La1 O1W H1X 119.7(18) . . ? O2W O1W H1Y 66.1(10) . . ? La1 O1W H1Y 106.3(18) . . ? H1X O1W H1Y 108.4(13) . . ? O2W O1W H2X 66.1(9) . . ? La1 O1W H2X 119.7(18) . . ? H1Y O1W H2X 108.4(13) . . ? O2W O1W H2Y 66.1(10) . . ? La1 O1W H2Y 106.3(18) . . ? H1X O1W H2Y 108.4(13) . . ? H2X O1W H2Y 108.4(13) . . ? O1W O2W La1 77.2(8) . . ? O1W O2W H1X 66.8(10) . . ? La1 O2W H1X 115.3(18) . . ? O1W O2W H1Y 66.7(10) . . ? La1 O2W H1Y 102.5(18) . . ? H1X O2W H1Y 109.2(13) . . ? O1W O2W H2X 66.8(10) . . ? La1 O2W H2X 115.3(18) . . ? H1Y O2W H2X 109.2(13) . . ? O1W O2W H2Y 66.7(10) . . ? La1 O2W H2Y 102.5(18) . . ? H1X O2W H2Y 109.2(13) . . ? H2X O2W H2Y 109.2(13) . . ? O3 P1 O1 115.59(11) . . ? O3 P1 O2 109.77(14) . . ? O1 P1 O2 107.75(12) . . ? O3 P1 C1 110.34(13) . . ? O1 P1 C1 108.50(12) . . ? O2 P1 C1 104.24(13) . . ? O5 P2 O4 108.05(10) . . ? O5 P2 O6 109.76(10) . . ? O4 P2 O6 112.09(11) . . ? O5 P2 C8 106.94(12) . . ? O4 P2 C8 112.16(12) . . ? O6 P2 C8 107.71(12) . . ? O5 P2 La1 52.57(6) . 6_575 ? O4 P2 La1 55.91(7) . 6_575 ? O6 P2 La1 133.21(8) . 6_575 ? C8 P2 La1 118.72(9) . 6_575 ? O8 P3 O9 113.11(11) . . ? O8 P3 O7 107.22(11) . . ? O9 P3 O7 111.82(12) . . ? O8 P3 C9 110.37(12) . . ? O9 P3 C9 108.63(13) . . ? O7 P3 C9 105.44(12) . . ? P1 O1 La1 131.80(11) . . ? P1 O2 H2 109.5 . . ? P1 O3 La1 150.73(12) . 4 ? P2 O4 La1 145.11(10) . 7_565 ? P2 O4 La1 96.14(8) . 6_575 ? La1 O4 La1 106.07(6) 7_565 6_575 ? P2 O5 La1 147.73(10) . 7_575 ? P2 O5 La1 99.76(8) . 6_575 ? La1 O5 La1 110.74(6) 7_575 6_575 ? P2 O6 H6 109.5 . . ? P3 O7 H7 109.5 . . ? P3 O8 La1 155.07(13) . 3 ? C2 C1 P1 115.53(18) . . ? C2 C1 H1A 108.4 . . ? P1 C1 H1A 108.4 . . ? C2 C1 H1B 108.4 . . ? P1 C1 H1B 108.4 . . ? H1A C1 H1B 107.5 . . ? C7 C2 C3 119.1(2) . . ? C7 C2 C1 120.3(2) . . ? C3 C2 C1 120.6(2) . . ? C4 C3 C2 121.2(2) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 119.0(2) . . ? C3 C4 C9 119.6(2) . . ? C5 C4 C9 121.2(2) . . ? C6 C5 C4 120.3(2) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C7 C6 C5 119.6(2) . . ? C7 C6 C8 120.1(2) . . ? C5 C6 C8 120.2(2) . . ? C2 C7 C6 120.7(2) . . ? C2 C7 H7A 119.6 . . ? C6 C7 H7A 119.6 . . ? C6 C8 P2 115.30(19) . . ? C6 C8 H8A 108.4 . . ? P2 C8 H8A 108.4 . . ? C6 C8 H8B 108.4 . . ? P2 C8 H8B 108.4 . . ? H8A C8 H8B 107.5 . . ? C4 C9 P3 110.82(19) . . ? C4 C9 H9A 109.5 . . ? P3 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? P3 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? 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 O8 La1 O1W O2W -164.6(8) 3_445 . . . ? O3 La1 O1W O2W 84.8(8) 4_545 . . . ? O1 La1 O1W O2W -82.6(9) . . . . ? O5 La1 O1W O2W -82.7(8) 7_575 . . . ? O4 La1 O1W O2W 122.6(8) 7_565 . . . ? O5 La1 O1W O2W 33.6(9) 6_576 . . . ? O4 La1 O1W O2W -12.4(8) 6_576 . . . ? P2 La1 O1W O2W 10.4(8) 6_576 . . . ? La1 La1 O1W O2W -48.3(8) 4 . . . ? La1 La1 O1W O2W 73.4(8) 4_545 . . . ? O8 La1 O2W O1W 15.0(8) 3_445 . . . ? O3 La1 O2W O1W -86.6(8) 4_545 . . . ? O1 La1 O2W O1W 123.4(7) . . . . ? O5 La1 O2W O1W 90.7(8) 7_575 . . . ? O4 La1 O2W O1W -72.2(9) 7_565 . . . ? O5 La1 O2W O1W -150.1(8) 6_576 . . . ? O4 La1 O2W O1W 166.8(9) 6_576 . . . ? P2 La1 O2W O1W -169.8(8) 6_576 . . . ? La1 La1 O2W O1W 128.5(9) 4 . . . ? La1 La1 O2W O1W -117.2(8) 4_545 . . . ? O3 P1 O1 La1 -18.4(2) . . . . ? O2 P1 O1 La1 104.76(16) . . . . ? C1 P1 O1 La1 -142.93(15) . . . . ? O8 La1 O1 P1 124.17(15) 3_445 . . . ? O3 La1 O1 P1 -113.30(16) 4_545 . . . ? O5 La1 O1 P1 47.27(15) 7_575 . . . ? O1W La1 O1 P1 47.2(3) . . . . ? O4 La1 O1 P1 -152.39(16) 7_565 . . . ? O5 La1 O1 P1 -79.17(15) 6_576 . . . ? O2W La1 O1 P1 16.8(3) . . . . ? O4 La1 O1 P1 -23.43(15) 6_576 . . . ? P2 La1 O1 P1 -51.39(14) 6_576 . . . ? La1 La1 O1 P1 11.85(13) 4 . . . ? La1 La1 O1 P1 -113.60(15) 4_545 . . . ? O1 P1 O3 La1 18.0(3) . . . 4 ? O2 P1 O3 La1 -104.1(3) . . . 4 ? C1 P1 O3 La1 141.6(3) . . . 4 ? O5 P2 O4 La1 122.81(16) . . . 7_565 ? O6 P2 O4 La1 1.7(2) . . . 7_565 ? C8 P2 O4 La1 -119.57(18) . . . 7_565 ? La1 P2 O4 La1 129.9(2) 6_575 . . 7_565 ? O5 P2 O4 La1 -7.07(11) . . . 6_575 ? O6 P2 O4 La1 -128.14(9) . . . 6_575 ? C8 P2 O4 La1 110.55(11) . . . 6_575 ? O4 P2 O5 La1 168.39(18) . . . 7_575 ? O6 P2 O5 La1 -69.1(2) . . . 7_575 ? C8 P2 O5 La1 47.5(2) . . . 7_575 ? La1 P2 O5 La1 161.0(2) 6_575 . . 7_575 ? O4 P2 O5 La1 7.38(11) . . . 6_575 ? O6 P2 O5 La1 129.88(10) . . . 6_575 ? C8 P2 O5 La1 -113.55(11) . . . 6_575 ? O9 P3 O8 La1 -46.1(4) . . . 3 ? O7 P3 O8 La1 -169.9(3) . . . 3 ? C9 P3 O8 La1 75.8(3) . . . 3 ? O3 P1 C1 C2 25.1(2) . . . . ? O1 P1 C1 C2 152.65(19) . . . . ? O2 P1 C1 C2 -92.7(2) . . . . ? P1 C1 C2 C7 -127.2(2) . . . . ? P1 C1 C2 C3 54.8(3) . . . . ? C7 C2 C3 C4 -1.2(4) . . . . ? C1 C2 C3 C4 176.8(2) . . . . ? C2 C3 C4 C5 1.6(4) . . . . ? C2 C3 C4 C9 -173.2(2) . . . . ? C3 C4 C5 C6 -0.7(4) . . . . ? C9 C4 C5 C6 174.0(3) . . . . ? C4 C5 C6 C7 -0.6(4) . . . . ? C4 C5 C6 C8 -177.8(2) . . . . ? C3 C2 C7 C6 -0.1(4) . . . . ? C1 C2 C7 C6 -178.1(2) . . . . ? C5 C6 C7 C2 1.0(4) . . . . ? C8 C6 C7 C2 178.1(2) . . . . ? C7 C6 C8 P2 -79.0(3) . . . . ? C5 C6 C8 P2 98.1(3) . . . . ? O5 P2 C8 C6 -172.11(19) . . . . ? O4 P2 C8 C6 69.6(2) . . . . ? O6 P2 C8 C6 -54.2(2) . . . . ? La1 P2 C8 C6 131.78(18) 6_575 . . . ? C3 C4 C9 P3 79.4(3) . . . . ? C5 C4 C9 P3 -95.4(3) . . . . ? O8 P3 C9 C4 178.49(19) . . . . ? O9 P3 C9 C4 -57.0(2) . . . . ? O7 P3 C9 C4 63.0(2) . . . . ? 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 H2X O2 0.952(10) 1.960(12) 2.866(6) 158(2) 4 O2W H1X O2 0.948(10) 1.960(12) 2.800(7) 147(2) 4 O2 H2 O3W 0.84 1.77 2.559(5) 155.0 . O2 H2 O3W 0.84 2.54 3.136(6) 128.5 2_655 O6 H6 O9 0.84 1.77 2.571(3) 158.1 5_675 O7 H7 O9 0.84 1.76 2.594(3) 168.6 5_675 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 29.13 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.690 _refine_diff_density_min -0.722 _refine_diff_density_rms 0.107 data_2_Ce _database_code_depnum_ccdc_archive 'CCDC 846600' #TrackingRef '2_Ce.cif' # ======================================================================= _audit_creation_method 'SHELXL-97, manual editing plus enCIFer' _audit_creation_date '13 March 2011' # ======================================================================= _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C9 H14 Ce O10 P3), H2 O' _chemical_formula_sum 'C18 H30 Ce2 O21 P6' _chemical_formula_weight 1048.48 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' 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' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #============================================================================== # CRYSTAL DATA #============================================================================== _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.3599(13) _cell_length_b 7.2198(4) _cell_length_c 19.7793(11) _cell_angle_alpha 90.00 _cell_angle_beta 106.034(2) _cell_angle_gamma 90.00 _cell_volume 3206.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9937 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 30.43 _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.172 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2048 _exptl_absorpt_coefficient_mu 3.190 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7844 _exptl_absorpt_correction_T_max 0.9688 _exptl_absorpt_process_details ; SADABS (Sheldrick, 1997) ; #============================================================================== # EXPERIMENTAL DATA #============================================================================== _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 X8 Kappa CCD APEX II' _diffrn_measurement_method '\w / \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 37494 _diffrn_reflns_av_R_equivalents 0.0410 _diffrn_reflns_av_sigmaI/netI 0.0300 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.63 _diffrn_reflns_theta_max 29.13 _reflns_number_total 4291 _reflns_number_gt 3652 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 (Bruker, 2006)' _computing_data_reduction 'SAINT+ (Bruker, 2005)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2009)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' #============================================================================== # REFINEMENT DATA #============================================================================== _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^)+(0.0189P)^2^+7.2069P] 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 4291 _refine_ls_number_parameters 235 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0307 _refine_ls_R_factor_gt 0.0226 _refine_ls_wR_factor_ref 0.0486 _refine_ls_wR_factor_gt 0.0462 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 Ce1 Ce 0.205146(5) 0.637543(17) 0.221687(7) 0.00793(4) Uani 1 1 d . . . O1W O 0.1318(2) 0.7914(6) 0.2766(2) 0.0187(9) Uani 0.50 1 d PD . . H1X H 0.1328(9) 0.9172(13) 0.2902(11) 0.028 Uiso 0.50 1 d PD . . H1Y H 0.1361(9) 0.716(2) 0.3177(9) 0.028 Uiso 0.50 1 d PD . . O2W O 0.1588(2) 0.8186(6) 0.3109(3) 0.0269(11) Uani 0.50 1 d PD . . H2X H 0.1328(9) 0.9172(13) 0.2902(11) 0.040 Uiso 0.50 1 d PD . . H2Y H 0.1361(9) 0.716(2) 0.3177(9) 0.040 Uiso 0.50 1 d PD . . P1 P 0.32856(3) 0.77929(9) 0.15587(3) 0.01150(13) Uani 1 1 d . . . P2 P 0.32595(3) 1.36522(8) -0.15155(3) 0.00855(12) Uani 1 1 d . . . P3 P 0.55672(3) 1.12873(9) 0.08860(4) 0.01742(15) Uani 1 1 d . . . O1 O 0.27649(8) 0.6532(2) 0.15249(9) 0.0155(4) Uani 1 1 d . . . O2 O 0.38808(8) 0.6653(3) 0.18906(11) 0.0240(4) Uani 1 1 d . . . H2 H 0.4144 0.7368 0.2129 0.036 Uiso 1 1 calc R . . O3 O 0.32996(9) 0.9550(2) 0.19640(10) 0.0213(4) Uani 1 1 d . . . O4 O 0.29011(7) 1.1911(2) -0.17843(9) 0.0115(3) Uani 1 1 d . . . O5 O 0.29885(7) 1.5236(2) -0.20071(9) 0.0112(3) Uani 1 1 d . . . O6 O 0.39288(7) 1.3438(2) -0.14841(10) 0.0154(4) Uani 1 1 d . . . H6 H 0.4067 1.2487 -0.1252 0.023 Uiso 1 1 calc R . . O7 O 0.54673(7) 1.2108(2) 0.01306(10) 0.0179(4) Uani 1 1 d . . . H7 H 0.5162 1.1631 -0.0142 0.027 Uiso 1 1 calc R . . O8 O 0.62044(8) 1.1672(2) 0.12866(11) 0.0248(5) Uani 1 1 d . . . O9 O 0.54043(8) 0.9243(3) 0.08626(11) 0.0269(5) Uani 1 1 d . . . C1 C 0.33001(11) 0.8299(3) 0.06718(14) 0.0162(5) Uani 1 1 d . . . H1A H 0.3518 0.7291 0.0510 0.019 Uiso 1 1 calc R . . H1B H 0.2886 0.8286 0.0366 0.019 Uiso 1 1 calc R . . C2 C 0.35814(11) 1.0120(3) 0.05677(13) 0.0135(5) Uani 1 1 d . . . C3 C 0.41520(11) 1.0580(4) 0.09797(13) 0.0155(5) Uani 1 1 d . . . H3 H 0.4354 0.9765 0.1345 0.019 Uiso 1 1 calc R . . C4 C 0.44300(11) 1.2209(4) 0.08658(13) 0.0145(5) Uani 1 1 d . . . C5 C 0.41210(11) 1.3423(3) 0.03421(13) 0.0137(5) Uani 1 1 d . . . H5 H 0.4304 1.4548 0.0263 0.016 Uiso 1 1 calc R . . C6 C 0.35462(11) 1.3002(3) -0.00672(13) 0.0128(5) Uani 1 1 d . . . C7 C 0.32858(10) 1.1341(3) 0.00473(13) 0.0136(5) Uani 1 1 d . . . H7A H 0.2898 1.1038 -0.0237 0.016 Uiso 1 1 calc R . . C8 C 0.32214(11) 1.4283(4) -0.06490(13) 0.0146(5) Uani 1 1 d . . . H8A H 0.3387 1.5545 -0.0542 0.017 Uiso 1 1 calc R . . H8B H 0.2797 1.4331 -0.0651 0.017 Uiso 1 1 calc R . . C9 C 0.50731(11) 1.2554(4) 0.12746(14) 0.0197(6) Uani 1 1 d . . . H9A H 0.5137 1.2159 0.1769 0.024 Uiso 1 1 calc R . . H9B H 0.5162 1.3895 0.1273 0.024 Uiso 1 1 calc R . . O3W O 0.48305(18) 0.8074(6) 0.2720(2) 0.0350(11) Uani 0.50 1 d P . . 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 Ce1 0.00671(6) 0.00635(6) 0.00955(8) 0.00037(5) 0.00028(5) 0.00006(5) O1W 0.030(3) 0.0053(18) 0.027(3) 0.0055(18) 0.017(2) 0.0044(17) O2W 0.036(3) 0.016(2) 0.037(3) 0.000(2) 0.024(2) -0.001(2) P1 0.0126(3) 0.0101(3) 0.0133(3) -0.0004(3) 0.0059(2) -0.0015(2) P2 0.0076(3) 0.0067(3) 0.0098(3) 0.0007(2) -0.0002(2) 0.0001(2) P3 0.0107(3) 0.0115(3) 0.0225(4) 0.0037(3) -0.0081(3) -0.0019(2) O1 0.0163(9) 0.0139(9) 0.0183(10) -0.0006(7) 0.0079(7) -0.0058(7) O2 0.0148(9) 0.0275(11) 0.0260(12) 0.0046(9) -0.0004(8) 0.0033(8) O3 0.0338(11) 0.0145(9) 0.0219(11) -0.0062(8) 0.0182(9) -0.0075(8) O4 0.0135(8) 0.0073(7) 0.0119(9) -0.0008(7) 0.0006(7) -0.0027(6) O5 0.0105(8) 0.0075(8) 0.0126(9) 0.0012(7) -0.0019(7) -0.0006(6) O6 0.0088(8) 0.0155(9) 0.0210(10) 0.0079(8) 0.0026(7) 0.0027(7) O7 0.0115(8) 0.0172(9) 0.0210(10) -0.0006(8) -0.0021(7) -0.0037(7) O8 0.0129(9) 0.0164(10) 0.0335(12) 0.0036(8) -0.0128(8) -0.0036(7) O9 0.0162(9) 0.0113(8) 0.0406(13) 0.0059(9) -0.0131(9) -0.0030(7) C1 0.0185(12) 0.0163(13) 0.0151(14) -0.0023(10) 0.0070(11) -0.0048(10) C2 0.0166(12) 0.0162(12) 0.0096(12) -0.0024(10) 0.0068(10) -0.0031(10) C3 0.0164(12) 0.0201(13) 0.0095(13) 0.0033(10) 0.0027(10) -0.0025(10) C4 0.0140(12) 0.0183(12) 0.0098(13) -0.0024(10) 0.0011(10) -0.0039(10) C5 0.0157(12) 0.0142(12) 0.0122(13) -0.0001(10) 0.0054(10) -0.0037(9) C6 0.0157(12) 0.0146(11) 0.0084(12) -0.0013(10) 0.0040(10) 0.0015(10) C7 0.0104(11) 0.0185(12) 0.0119(13) -0.0042(10) 0.0030(9) -0.0020(9) C8 0.0164(12) 0.0137(11) 0.0119(13) -0.0021(10) 0.0009(10) 0.0034(10) C9 0.0178(13) 0.0218(14) 0.0139(14) 0.0036(11) -0.0052(11) -0.0081(11) O3W 0.021(2) 0.041(3) 0.039(3) -0.011(2) 0.0036(19) -0.0042(19) _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. ; #============================================================================== # GEOMETRY #============================================================================== 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 Ce1 O8 2.3099(17) 3_445 ? Ce1 O3 2.4017(18) 4_545 ? Ce1 O1 2.4337(17) . ? Ce1 O5 2.4786(16) 7_575 ? Ce1 O1W 2.525(4) . ? Ce1 O4 2.5348(16) 7_565 ? Ce1 O5 2.5779(15) 6_576 ? Ce1 O2W 2.656(5) . ? Ce1 O4 2.6847(16) 6_576 ? Ce1 P2 3.2158(6) 6_576 ? O1W O2W 0.813(5) . ? O1W H1X 0.946(9) . ? O1W H1Y 0.959(9) . ? O1W H2X 0.946(9) . ? O1W H2Y 0.959(9) . ? O2W H1X 0.952(9) . ? O2W H1Y 0.939(9) . ? O2W H2X 0.952(9) . ? O2W H2Y 0.939(9) . ? P1 O3 1.4963(19) . ? P1 O1 1.5059(17) . ? P1 O2 1.5928(19) . ? P1 C1 1.801(3) . ? P2 O5 1.5213(17) . ? P2 O4 1.5227(16) . ? P2 O6 1.5552(17) . ? P2 C8 1.799(3) . ? P2 Ce1 3.2158(6) 6_575 ? P3 O8 1.5065(18) . ? P3 O9 1.5217(19) . ? P3 O7 1.564(2) . ? P3 C9 1.803(3) . ? O2 H2 0.8400 . ? O3 Ce1 2.4017(18) 4 ? O4 Ce1 2.5348(16) 7_565 ? O4 Ce1 2.6847(16) 6_575 ? O5 Ce1 2.4786(16) 7_575 ? O5 Ce1 2.5779(15) 6_575 ? O6 H6 0.8400 . ? O7 H7 0.8400 . ? O8 Ce1 2.3099(17) 3 ? C1 C2 1.509(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C7 1.386(3) . ? C2 C3 1.397(3) . ? C3 C4 1.392(3) . ? C3 H3 0.9500 . ? C4 C5 1.396(3) . ? C4 C9 1.517(3) . ? C5 C6 1.397(3) . ? C5 H5 0.9500 . ? C6 C7 1.391(3) . ? C6 C8 1.507(3) . ? C7 H7A 0.9500 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? O3W O3W 1.327(9) 2_655 ? 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 O8 Ce1 O3 102.20(7) 3_445 4_545 ? O8 Ce1 O1 96.70(7) 3_445 . ? O3 Ce1 O1 145.02(6) 4_545 . ? O8 Ce1 O5 77.92(6) 3_445 7_575 ? O3 Ce1 O5 130.56(6) 4_545 7_575 ? O1 Ce1 O5 81.95(6) . 7_575 ? O8 Ce1 O1W 76.60(12) 3_445 . ? O3 Ce1 O1W 63.41(11) 4_545 . ? O1 Ce1 O1W 150.78(10) . . ? O5 Ce1 O1W 68.85(10) 7_575 . ? O8 Ce1 O4 85.73(6) 3_445 7_565 ? O3 Ce1 O4 76.65(6) 4_545 7_565 ? O1 Ce1 O4 75.71(5) . 7_565 ? O5 Ce1 O4 150.50(6) 7_575 7_565 ? O1W Ce1 O4 130.91(11) . 7_565 ? O8 Ce1 O5 156.32(6) 3_445 6_576 ? O3 Ce1 O5 75.09(6) 4_545 6_576 ? O1 Ce1 O5 75.82(6) . 6_576 ? O5 Ce1 O5 122.12(4) 7_575 6_576 ? O1W Ce1 O5 120.52(11) . 6_576 ? O4 Ce1 O5 70.70(5) 7_565 6_576 ? O8 Ce1 O2W 93.84(13) 3_445 . ? O3 Ce1 O2W 62.85(11) 4_545 . ? O1 Ce1 O2W 145.00(11) . . ? O5 Ce1 O2W 67.80(11) 7_575 . ? O1W Ce1 O2W 17.82(11) . . ? O4 Ce1 O2W 138.49(11) 7_565 . ? O5 Ce1 O2W 105.16(12) 6_576 . ? O8 Ce1 O4 147.14(6) 3_445 6_576 ? O3 Ce1 O4 94.43(6) 4_545 6_576 ? O1 Ce1 O4 84.86(5) . 6_576 ? O5 Ce1 O4 69.78(5) 7_575 6_576 ? O1W Ce1 O4 86.12(11) . 6_576 ? O4 Ce1 O4 125.98(4) 7_565 6_576 ? O5 Ce1 O4 55.69(5) 6_576 6_576 ? O2W Ce1 O4 68.80(11) . 6_576 ? O8 Ce1 P2 174.75(5) 3_445 6_576 ? O3 Ce1 P2 81.97(5) 4_545 6_576 ? O1 Ce1 P2 81.32(4) . 6_576 ? O5 Ce1 P2 96.95(4) 7_575 6_576 ? O1W Ce1 P2 102.76(11) . 6_576 ? O4 Ce1 P2 98.43(4) 7_565 6_576 ? O5 Ce1 P2 27.75(4) 6_576 6_576 ? O2W Ce1 P2 85.18(11) . 6_576 ? O4 Ce1 P2 28.11(3) 6_576 6_576 ? O2W O1W Ce1 90.2(5) . . ? O2W O1W H1X 65.0(9) . . ? Ce1 O1W H1X 125.3(16) . . ? O2W O1W H1Y 63.4(9) . . ? Ce1 O1W H1Y 101.0(16) . . ? H1X O1W H1Y 108.3(12) . . ? O2W O1W H2X 65.0(9) . . ? Ce1 O1W H2X 125.3(16) . . ? H1Y O1W H2X 108.3(12) . . ? O2W O1W H2Y 63.4(9) . . ? Ce1 O1W H2Y 101.0(16) . . ? H1X O1W H2Y 108.3(12) . . ? H2X O1W H2Y 108.3(12) . . ? O1W O2W Ce1 71.9(5) . . ? O1W O2W H1X 64.3(9) . . ? Ce1 O2W H1X 114.2(15) . . ? O1W O2W H1Y 65.9(9) . . ? Ce1 O2W H1Y 93.3(16) . . ? H1X O2W H1Y 109.4(13) . . ? O1W O2W H2X 64.3(9) . . ? Ce1 O2W H2X 114.2(15) . . ? H1Y O2W H2X 109.4(13) . . ? O1W O2W H2Y 65.9(9) . . ? Ce1 O2W H2Y 93.3(16) . . ? H1X O2W H2Y 109.4(13) . . ? H2X O2W H2Y 109.4(13) . . ? O3 P1 O1 115.73(10) . . ? O3 P1 O2 109.26(11) . . ? O1 P1 O2 107.97(10) . . ? O3 P1 C1 110.26(11) . . ? O1 P1 C1 108.16(11) . . ? O2 P1 C1 104.90(12) . . ? O5 P2 O4 107.83(9) . . ? O5 P2 O6 109.66(9) . . ? O4 P2 O6 112.44(10) . . ? O5 P2 C8 107.30(11) . . ? O4 P2 C8 111.99(11) . . ? O6 P2 C8 107.50(11) . . ? O5 P2 Ce1 52.10(6) . 6_575 ? O4 P2 Ce1 56.17(6) . 6_575 ? O6 P2 Ce1 133.36(8) . 6_575 ? C8 P2 Ce1 118.73(8) . 6_575 ? O8 P3 O9 113.41(10) . . ? O8 P3 O7 107.31(11) . . ? O9 P3 O7 111.61(11) . . ? O8 P3 C9 109.77(12) . . ? O9 P3 C9 108.72(12) . . ? O7 P3 C9 105.73(11) . . ? P1 O1 Ce1 132.33(10) . . ? P1 O2 H2 109.5 . . ? P1 O3 Ce1 149.95(11) . 4 ? P2 O4 Ce1 145.05(10) . 7_565 ? P2 O4 Ce1 95.72(8) . 6_575 ? Ce1 O4 Ce1 105.98(6) 7_565 6_575 ? P2 O5 Ce1 147.01(9) . 7_575 ? P2 O5 Ce1 100.15(8) . 6_575 ? Ce1 O5 Ce1 111.06(6) 7_575 6_575 ? P2 O6 H6 109.5 . . ? P3 O7 H7 109.5 . . ? P3 O8 Ce1 155.02(13) . 3 ? C2 C1 P1 115.82(18) . . ? C2 C1 H1A 108.3 . . ? P1 C1 H1A 108.3 . . ? C2 C1 H1B 108.3 . . ? P1 C1 H1B 108.3 . . ? H1A C1 H1B 107.4 . . ? C7 C2 C3 118.8(2) . . ? C7 C2 C1 120.6(2) . . ? C3 C2 C1 120.6(2) . . ? C4 C3 C2 121.3(2) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 118.8(2) . . ? C3 C4 C9 119.4(2) . . ? C5 C4 C9 121.7(2) . . ? C4 C5 C6 120.7(2) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C7 C6 C5 119.1(2) . . ? C7 C6 C8 120.2(2) . . ? C5 C6 C8 120.6(2) . . ? C2 C7 C6 121.2(2) . . ? C2 C7 H7A 119.4 . . ? C6 C7 H7A 119.4 . . ? C6 C8 P2 115.16(17) . . ? C6 C8 H8A 108.5 . . ? P2 C8 H8A 108.5 . . ? C6 C8 H8B 108.5 . . ? P2 C8 H8B 108.5 . . ? H8A C8 H8B 107.5 . . ? C4 C9 P3 110.24(18) . . ? C4 C9 H9A 109.6 . . ? P3 C9 H9A 109.6 . . ? C4 C9 H9B 109.6 . . ? P3 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? 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 O8 Ce1 O1W O2W -165.1(6) 3_445 . . . ? O3 Ce1 O1W O2W 83.7(5) 4_545 . . . ? O1 Ce1 O1W O2W -85.5(6) . . . . ? O5 Ce1 O1W O2W -83.1(5) 7_575 . . . ? O4 Ce1 O1W O2W 122.8(5) 7_565 . . . ? O5 Ce1 O1W O2W 32.6(6) 6_576 . . . ? O4 Ce1 O1W O2W -13.3(5) 6_576 . . . ? P2 Ce1 O1W O2W 9.5(5) 6_576 . . . ? O8 Ce1 O2W O1W 14.5(5) 3_445 . . . ? O3 Ce1 O2W O1W -87.2(5) 4_545 . . . ? O1 Ce1 O2W O1W 121.9(5) . . . . ? O5 Ce1 O2W O1W 89.8(5) 7_575 . . . ? O4 Ce1 O2W O1W -73.4(6) 7_565 . . . ? O5 Ce1 O2W O1W -151.2(5) 6_576 . . . ? O4 Ce1 O2W O1W 165.8(6) 6_576 . . . ? P2 Ce1 O2W O1W -170.7(5) 6_576 . . . ? O3 P1 O1 Ce1 -16.94(18) . . . . ? O2 P1 O1 Ce1 105.82(14) . . . . ? C1 P1 O1 Ce1 -141.17(14) . . . . ? O8 Ce1 O1 P1 123.43(14) 3_445 . . . ? O3 Ce1 O1 P1 -113.96(15) 4_545 . . . ? O5 Ce1 O1 P1 46.69(13) 7_575 . . . ? O1W Ce1 O1 P1 49.0(3) . . . . ? O4 Ce1 O1 P1 -152.73(15) 7_565 . . . ? O5 Ce1 O1 P1 -79.44(14) 6_576 . . . ? O2W Ce1 O1 P1 16.9(3) . . . . ? O4 Ce1 O1 P1 -23.57(13) 6_576 . . . ? P2 Ce1 O1 P1 -51.66(13) 6_576 . . . ? O1 P1 O3 Ce1 14.6(3) . . . 4 ? O2 P1 O3 Ce1 -107.4(2) . . . 4 ? C1 P1 O3 Ce1 137.8(2) . . . 4 ? O5 P2 O4 Ce1 121.66(16) . . . 7_565 ? O6 P2 O4 Ce1 0.7(2) . . . 7_565 ? C8 P2 O4 Ce1 -120.52(17) . . . 7_565 ? Ce1 P2 O4 Ce1 128.79(19) 6_575 . . 7_565 ? O5 P2 O4 Ce1 -7.13(10) . . . 6_575 ? O6 P2 O4 Ce1 -128.13(9) . . . 6_575 ? C8 P2 O4 Ce1 110.69(10) . . . 6_575 ? O4 P2 O5 Ce1 168.60(16) . . . 7_575 ? O6 P2 O5 Ce1 -68.7(2) . . . 7_575 ? C8 P2 O5 Ce1 47.8(2) . . . 7_575 ? Ce1 P2 O5 Ce1 161.1(2) 6_575 . . 7_575 ? O4 P2 O5 Ce1 7.51(10) . . . 6_575 ? O6 P2 O5 Ce1 130.23(9) . . . 6_575 ? C8 P2 O5 Ce1 -113.30(10) . . . 6_575 ? O9 P3 O8 Ce1 -45.0(3) . . . 3 ? O7 P3 O8 Ce1 -168.8(3) . . . 3 ? C9 P3 O8 Ce1 76.8(3) . . . 3 ? O3 P1 C1 C2 25.5(2) . . . . ? O1 P1 C1 C2 152.92(18) . . . . ? O2 P1 C1 C2 -92.0(2) . . . . ? P1 C1 C2 C7 -129.3(2) . . . . ? P1 C1 C2 C3 52.7(3) . . . . ? C7 C2 C3 C4 -1.4(4) . . . . ? C1 C2 C3 C4 176.6(2) . . . . ? C2 C3 C4 C5 2.0(4) . . . . ? C2 C3 C4 C9 -173.7(2) . . . . ? C3 C4 C5 C6 -0.8(4) . . . . ? C9 C4 C5 C6 174.7(2) . . . . ? C4 C5 C6 C7 -0.8(4) . . . . ? C4 C5 C6 C8 -177.9(2) . . . . ? C3 C2 C7 C6 -0.2(4) . . . . ? C1 C2 C7 C6 -178.2(2) . . . . ? C5 C6 C7 C2 1.3(4) . . . . ? C8 C6 C7 C2 178.4(2) . . . . ? C7 C6 C8 P2 -79.9(3) . . . . ? C5 C6 C8 P2 97.2(3) . . . . ? O5 P2 C8 C6 -171.85(17) . . . . ? O4 P2 C8 C6 70.0(2) . . . . ? O6 P2 C8 C6 -54.0(2) . . . . ? Ce1 P2 C8 C6 132.41(16) 6_575 . . . ? C3 C4 C9 P3 79.6(3) . . . . ? C5 C4 C9 P3 -95.8(3) . . . . ? O8 P3 C9 C4 178.80(17) . . . . ? O9 P3 C9 C4 -56.6(2) . . . . ? O7 P3 C9 C4 63.3(2) . . . . ? 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 H1X O2 0.946(9) 1.930(11) 2.853(5) 164.6(19) 4 O2W H2X O2 0.952(9) 1.930(11) 2.732(5) 140.4(15) 4 O2 H2 O3W 0.84 1.78 2.579(4) 158.7 . O2 H2 O3W 0.84 2.39 3.070(5) 139.0 2_655 O6 H6 O9 0.84 1.78 2.574(2) 158.2 5_675 O7 H7 O9 0.84 1.77 2.597(2) 167.2 5_675 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 29.13 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.486 _refine_diff_density_min -0.612 _refine_diff_density_rms 0.120 data_3_Pr _database_code_depnum_ccdc_archive 'CCDC 846601' #TrackingRef '3_Pr.cif' # ======================================================================= _audit_creation_method 'SHELXL-97, manual editing plus enCIFer' _audit_creation_date '13 March 2011' # ======================================================================= _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C9 H14 Pr O10 P3), H2 O' _chemical_formula_sum 'C18 H30 O21 P6 Pr2' _chemical_formula_weight 1050.06 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' Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #============================================================================== # CRYSTAL DATA #============================================================================== _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.368(4) _cell_length_b 7.2040(11) _cell_length_c 19.745(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.262(7) _cell_angle_gamma 90.00 _cell_volume 3190.9(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1083 _cell_measurement_theta_min 3.18 _cell_measurement_theta_max 22.62 _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.186 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2056 _exptl_absorpt_coefficient_mu 3.406 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7723 _exptl_absorpt_correction_T_max 0.8758 _exptl_absorpt_process_details ; SADABS (Sheldrick, 1997) ; #============================================================================== # EXPERIMENTAL DATA #============================================================================== _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 X8 Kappa CCD APEX II' _diffrn_measurement_method '\w / \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 7961 _diffrn_reflns_av_R_equivalents 0.0864 _diffrn_reflns_av_sigmaI/netI 0.1105 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.51 _diffrn_reflns_theta_max 25.35 _reflns_number_total 2904 _reflns_number_gt 1835 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 (Bruker, 2006)' _computing_data_reduction 'SAINT+ (Bruker, 2005)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2009)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' #============================================================================== # REFINEMENT DATA #============================================================================== _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^)+(0.0570P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2904 _refine_ls_number_parameters 220 _refine_ls_number_restraints 84 _refine_ls_R_factor_all 0.0998 _refine_ls_R_factor_gt 0.0497 _refine_ls_wR_factor_ref 0.1213 _refine_ls_wR_factor_gt 0.1043 _refine_ls_goodness_of_fit_ref 0.974 _refine_ls_restrained_S_all 0.981 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS #============================================================================== loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_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 Pr1 Pr 0.20572(2) 0.63681(7) 0.22225(3) 0.01356(19) Uani 1 1 d . . . O1W O 0.1454(5) 0.8021(12) 0.2927(6) 0.073(3) Uani 1 1 d U . . P1 P 0.32875(12) 0.7790(4) 0.15670(14) 0.0162(6) Uani 1 1 d U . . P2 P 0.32587(10) 1.3676(4) -0.15170(13) 0.0132(5) Uani 1 1 d U . . P3 P 0.55688(11) 1.1269(4) 0.08903(14) 0.0218(6) Uani 1 1 d U . . O1 O 0.2762(3) 0.6534(9) 0.1533(3) 0.0222(16) Uani 1 1 d U . . O2 O 0.3884(3) 0.6660(10) 0.1896(4) 0.0311(19) Uani 1 1 d U . . H2 H 0.4004 0.6860 0.2332 0.047 Uiso 1 1 calc R . . O3 O 0.3300(3) 0.9564(9) 0.1979(4) 0.0261(18) Uani 1 1 d U . . O4 O 0.2905(3) 1.1924(8) -0.1786(3) 0.0183(16) Uani 1 1 d U . . O5 O 0.2990(3) 1.5270(9) -0.1997(3) 0.0187(17) Uani 1 1 d U . . O6 O 0.3933(3) 1.3455(10) -0.1478(4) 0.0212(17) Uani 1 1 d U . . H6 H 0.4065 1.2474 -0.1260 0.032 Uiso 1 1 calc R . . O7 O 0.5478(3) 1.2095(9) 0.0144(3) 0.0212(17) Uani 1 1 d U . . H7 H 0.5158 1.1692 -0.0127 0.032 Uiso 1 1 calc R . . O8 O 0.6213(3) 1.1620(9) 0.1298(4) 0.0252(18) Uani 1 1 d U . . O9 O 0.5403(3) 0.9221(9) 0.0865(4) 0.0267(18) Uani 1 1 d U . . C1 C 0.3303(4) 0.8290(13) 0.0683(5) 0.017(2) Uani 1 1 d . . . H1A H 0.3518 0.7273 0.0522 0.020 Uiso 1 1 calc R . . H1B H 0.2887 0.8282 0.0375 0.020 Uiso 1 1 calc R . . C2 C 0.3586(4) 1.0101(13) 0.0577(5) 0.017(2) Uani 1 1 d . . . C3 C 0.4149(5) 1.0568(15) 0.0981(5) 0.022(2) Uani 1 1 d . . . H3 H 0.4351 0.9752 0.1349 0.026 Uiso 1 1 calc R . . C4 C 0.4432(5) 1.2178(15) 0.0874(5) 0.021(2) Uani 1 1 d . . . C5 C 0.4130(4) 1.3417(14) 0.0346(5) 0.018(2) Uani 1 1 d . . . H5 H 0.4316 1.4534 0.0264 0.022 Uiso 1 1 calc R . . C6 C 0.3558(5) 1.2992(14) -0.0053(5) 0.019(2) Uani 1 1 d . . . C7 C 0.3289(4) 1.1331(15) 0.0054(5) 0.023(2) Uani 1 1 d . . . H7A H 0.2900 1.1039 -0.0233 0.027 Uiso 1 1 calc R . . C8 C 0.3219(4) 1.4279(14) -0.0651(5) 0.019(2) Uani 1 1 d . . . H8A H 0.3376 1.5554 -0.0544 0.023 Uiso 1 1 calc R . . H8B H 0.2794 1.4297 -0.0656 0.023 Uiso 1 1 calc R . . C9 C 0.5077(4) 1.2517(15) 0.1279(5) 0.026(3) Uani 1 1 d . . . H9A H 0.5143 1.2114 0.1775 0.031 Uiso 1 1 calc R . . H9B H 0.5164 1.3862 0.1280 0.031 Uiso 1 1 calc R . . O2W O 0.4849(7) 0.8028(19) 0.2746(8) 0.035(4) Uani 0.50 1 d PU . . 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 Pr1 0.0042(3) 0.0103(3) 0.0225(3) 0.0001(3) -0.0024(2) -0.0006(3) O1W 0.092(7) 0.038(5) 0.123(7) 0.020(5) 0.085(6) 0.020(5) P1 0.0119(14) 0.0115(14) 0.0244(15) -0.0004(12) 0.0037(12) -0.0008(11) P2 0.0030(12) 0.0107(13) 0.0226(13) -0.0018(12) -0.0018(10) 0.0001(12) P3 0.0080(13) 0.0147(14) 0.0341(16) 0.0034(14) -0.0084(12) -0.0034(13) O1 0.022(4) 0.021(4) 0.025(4) -0.003(3) 0.009(3) -0.002(3) O2 0.020(4) 0.033(4) 0.039(4) 0.006(4) 0.006(3) 0.004(3) O3 0.029(4) 0.024(4) 0.029(4) -0.008(3) 0.016(3) -0.013(3) O4 0.015(4) 0.011(4) 0.024(4) -0.001(3) -0.002(3) 0.000(3) O5 0.022(4) 0.008(4) 0.020(4) 0.004(3) -0.004(3) -0.001(3) O6 0.012(4) 0.021(4) 0.030(4) 0.010(3) 0.004(3) 0.006(3) O7 0.012(4) 0.017(4) 0.030(4) 0.000(3) -0.002(3) -0.002(3) O8 0.014(4) 0.014(4) 0.036(4) 0.005(3) -0.012(3) -0.003(3) O9 0.010(4) 0.015(4) 0.043(4) 0.002(3) -0.011(3) -0.003(3) C1 0.013(5) 0.011(6) 0.023(5) 0.002(4) -0.002(4) 0.005(4) C2 0.013(5) 0.013(5) 0.027(6) -0.003(5) 0.011(5) -0.006(4) C3 0.021(6) 0.023(6) 0.018(5) 0.002(5) -0.001(5) -0.010(5) C4 0.008(5) 0.027(6) 0.026(6) -0.004(5) 0.000(5) -0.008(5) C5 0.017(6) 0.018(6) 0.018(5) -0.004(5) 0.003(4) -0.001(5) C6 0.014(6) 0.023(6) 0.019(5) -0.008(5) 0.003(5) 0.004(5) C7 0.016(5) 0.028(6) 0.026(6) -0.009(6) 0.008(5) -0.004(6) C8 0.013(6) 0.013(5) 0.028(6) -0.004(5) -0.001(5) 0.002(5) C9 0.017(6) 0.031(7) 0.020(6) 0.012(5) -0.011(5) -0.012(5) O2W 0.027(7) 0.033(7) 0.040(8) -0.002(6) 0.002(6) -0.006(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. ; #============================================================================== # GEOMETRY #============================================================================== 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 Pr1 O8 2.289(6) 3_445 ? Pr1 O3 2.368(7) 4_545 ? Pr1 O1 2.416(6) . ? Pr1 O5 2.459(6) 7_575 ? Pr1 O4 2.533(6) 7_565 ? Pr1 O1W 2.537(9) . ? Pr1 O5 2.577(6) 6_576 ? Pr1 O4 2.664(6) 6_576 ? Pr1 P2 3.188(2) 6_576 ? P1 O1 1.511(7) . ? P1 O3 1.511(7) . ? P1 O2 1.588(7) . ? P1 C1 1.793(9) . ? P2 O5 1.509(6) . ? P2 O4 1.521(7) . ? P2 O6 1.563(7) . ? P2 C8 1.791(10) . ? P2 Pr1 3.188(2) 6_575 ? P3 O8 1.516(7) . ? P3 O9 1.523(7) . ? P3 O7 1.547(7) . ? P3 C9 1.793(11) . ? O2 H2 0.8400 . ? O3 Pr1 2.368(7) 4 ? O4 Pr1 2.533(6) 7_565 ? O4 Pr1 2.664(6) 6_575 ? O5 Pr1 2.459(6) 7_575 ? O5 Pr1 2.577(6) 6_575 ? O6 H6 0.8400 . ? O7 H7 0.8400 . ? O8 Pr1 2.289(6) 3 ? C1 C2 1.504(13) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.375(14) . ? C2 C7 1.390(14) . ? C3 C4 1.381(14) . ? C3 H3 0.9500 . ? C4 C5 1.404(13) . ? C4 C9 1.514(13) . ? C5 C6 1.381(13) . ? C5 H5 0.9500 . ? C6 C7 1.395(14) . ? C6 C8 1.536(13) . ? C7 H7A 0.9500 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? O2W O2W 1.35(3) 2_655 ? 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 O8 Pr1 O3 100.9(2) 3_445 4_545 ? O8 Pr1 O1 96.8(2) 3_445 . ? O3 Pr1 O1 145.6(2) 4_545 . ? O8 Pr1 O5 78.0(2) 3_445 7_575 ? O3 Pr1 O5 130.9(2) 4_545 7_575 ? O1 Pr1 O5 81.5(2) . 7_575 ? O8 Pr1 O4 84.7(2) 3_445 7_565 ? O3 Pr1 O4 76.4(2) 4_545 7_565 ? O1 Pr1 O4 76.1(2) . 7_565 ? O5 Pr1 O4 149.8(2) 7_575 7_565 ? O8 Pr1 O1W 85.0(3) 3_445 . ? O3 Pr1 O1W 62.6(2) 4_545 . ? O1 Pr1 O1W 149.0(3) . . ? O5 Pr1 O1W 68.5(2) 7_575 . ? O4 Pr1 O1W 134.7(3) 7_565 . ? O8 Pr1 O5 155.4(2) 3_445 6_576 ? O3 Pr1 O5 75.3(2) 4_545 6_576 ? O1 Pr1 O5 76.3(2) . 6_576 ? O5 Pr1 O5 123.16(16) 7_575 6_576 ? O4 Pr1 O5 70.7(2) 7_565 6_576 ? O1W Pr1 O5 113.2(3) . 6_576 ? O8 Pr1 O4 147.9(2) 3_445 6_576 ? O3 Pr1 O4 95.3(2) 4_545 6_576 ? O1 Pr1 O4 84.7(2) . 6_576 ? O5 Pr1 O4 70.41(19) 7_575 6_576 ? O4 Pr1 O4 126.35(15) 7_565 6_576 ? O1W Pr1 O4 78.1(3) . 6_576 ? O5 Pr1 O4 56.06(18) 6_576 6_576 ? O8 Pr1 P2 175.71(17) 3_445 6_576 ? O3 Pr1 P2 82.65(18) 4_545 6_576 ? O1 Pr1 P2 81.36(16) . 6_576 ? O5 Pr1 P2 97.82(16) 7_575 6_576 ? O4 Pr1 P2 98.58(16) 7_565 6_576 ? O1W Pr1 P2 94.6(3) . 6_576 ? O5 Pr1 P2 27.86(14) 6_576 6_576 ? O4 Pr1 P2 28.36(14) 6_576 6_576 ? O1 P1 O3 115.0(4) . . ? O1 P1 O2 108.7(4) . . ? O3 P1 O2 109.3(4) . . ? O1 P1 C1 108.3(4) . . ? O3 P1 C1 110.6(4) . . ? O2 P1 C1 104.3(4) . . ? O5 P2 O4 108.8(4) . . ? O5 P2 O6 110.2(4) . . ? O4 P2 O6 112.0(4) . . ? O5 P2 C8 106.9(4) . . ? O4 P2 C8 111.5(4) . . ? O6 P2 C8 107.3(4) . . ? O5 P2 Pr1 52.9(3) . 6_575 ? O4 P2 Pr1 56.3(2) . 6_575 ? O6 P2 Pr1 133.8(3) . 6_575 ? C8 P2 Pr1 118.5(3) . 6_575 ? O8 P3 O9 112.6(4) . . ? O8 P3 O7 107.0(4) . . ? O9 P3 O7 112.0(4) . . ? O8 P3 C9 110.5(4) . . ? O9 P3 C9 108.2(5) . . ? O7 P3 C9 106.4(4) . . ? P1 O1 Pr1 132.7(4) . . ? P1 O2 H2 109.5 . . ? P1 O3 Pr1 150.0(4) . 4 ? P2 O4 Pr1 145.9(4) . 7_565 ? P2 O4 Pr1 95.3(3) . 6_575 ? Pr1 O4 Pr1 105.8(2) 7_565 6_575 ? P2 O5 Pr1 148.5(4) . 7_575 ? P2 O5 Pr1 99.2(3) . 6_575 ? Pr1 O5 Pr1 110.8(2) 7_575 6_575 ? P2 O6 H6 109.5 . . ? P3 O7 H7 109.5 . . ? P3 O8 Pr1 156.4(4) . 3 ? C2 C1 P1 116.0(7) . . ? C2 C1 H1A 108.3 . . ? P1 C1 H1A 108.3 . . ? C2 C1 H1B 108.3 . . ? P1 C1 H1B 108.3 . . ? H1A C1 H1B 107.4 . . ? C3 C2 C7 118.2(9) . . ? C3 C2 C1 121.3(9) . . ? C7 C2 C1 120.6(9) . . ? C2 C3 C4 122.5(10) . . ? C2 C3 H3 118.7 . . ? C4 C3 H3 118.7 . . ? C3 C4 C5 119.0(10) . . ? C3 C4 C9 120.2(9) . . ? C5 C4 C9 120.6(9) . . ? C6 C5 C4 119.2(9) . . ? C6 C5 H5 120.4 . . ? C4 C5 H5 120.4 . . ? C5 C6 C7 120.6(9) . . ? C5 C6 C8 120.9(9) . . ? C7 C6 C8 118.5(9) . . ? C2 C7 C6 120.5(9) . . ? C2 C7 H7A 119.8 . . ? C6 C7 H7A 119.8 . . ? C6 C8 P2 115.8(7) . . ? C6 C8 H8A 108.3 . . ? P2 C8 H8A 108.3 . . ? C6 C8 H8B 108.3 . . ? P2 C8 H8B 108.3 . . ? H8A C8 H8B 107.4 . . ? C4 C9 P3 110.8(7) . . ? C4 C9 H9A 109.5 . . ? P3 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? P3 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? 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 P1 O1 Pr1 -17.5(7) . . . . ? O2 P1 O1 Pr1 105.5(5) . . . . ? C1 P1 O1 Pr1 -141.7(5) . . . . ? O8 Pr1 O1 P1 124.7(5) 3_445 . . . ? O3 Pr1 O1 P1 -114.6(6) 4_545 . . . ? O5 Pr1 O1 P1 48.0(5) 7_575 . . . ? O4 Pr1 O1 P1 -152.5(6) 7_565 . . . ? O1W Pr1 O1 P1 33.1(9) . . . . ? O5 Pr1 O1 P1 -79.3(5) 6_576 . . . ? O4 Pr1 O1 P1 -23.0(5) 6_576 . . . ? P2 Pr1 O1 P1 -51.4(5) 6_576 . . . ? O1 P1 O3 Pr1 13.5(11) . . . 4 ? O2 P1 O3 Pr1 -109.1(9) . . . 4 ? C1 P1 O3 Pr1 136.6(8) . . . 4 ? O5 P2 O4 Pr1 121.8(6) . . . 7_565 ? O6 P2 O4 Pr1 -0.2(8) . . . 7_565 ? C8 P2 O4 Pr1 -120.5(7) . . . 7_565 ? Pr1 P2 O4 Pr1 128.7(7) 6_575 . . 7_565 ? O5 P2 O4 Pr1 -6.9(4) . . . 6_575 ? O6 P2 O4 Pr1 -128.9(3) . . . 6_575 ? C8 P2 O4 Pr1 110.8(4) . . . 6_575 ? O4 P2 O5 Pr1 169.8(7) . . . 7_575 ? O6 P2 O5 Pr1 -67.0(8) . . . 7_575 ? C8 P2 O5 Pr1 49.3(9) . . . 7_575 ? Pr1 P2 O5 Pr1 162.7(9) 6_575 . . 7_575 ? O4 P2 O5 Pr1 7.2(4) . . . 6_575 ? O6 P2 O5 Pr1 130.3(3) . . . 6_575 ? C8 P2 O5 Pr1 -113.3(4) . . . 6_575 ? O9 P3 O8 Pr1 -47.9(12) . . . 3 ? O7 P3 O8 Pr1 -171.4(10) . . . 3 ? C9 P3 O8 Pr1 73.2(11) . . . 3 ? O1 P1 C1 C2 152.9(7) . . . . ? O3 P1 C1 C2 26.0(9) . . . . ? O2 P1 C1 C2 -91.4(8) . . . . ? P1 C1 C2 C3 52.6(12) . . . . ? P1 C1 C2 C7 -129.0(9) . . . . ? C7 C2 C3 C4 -1.8(15) . . . . ? C1 C2 C3 C4 176.7(9) . . . . ? C2 C3 C4 C5 1.9(15) . . . . ? C2 C3 C4 C9 -173.1(10) . . . . ? C3 C4 C5 C6 -0.2(15) . . . . ? C9 C4 C5 C6 174.9(9) . . . . ? C4 C5 C6 C7 -1.6(14) . . . . ? C4 C5 C6 C8 -178.0(9) . . . . ? C3 C2 C7 C6 -0.1(14) . . . . ? C1 C2 C7 C6 -178.6(8) . . . . ? C5 C6 C7 C2 1.8(14) . . . . ? C8 C6 C7 C2 178.3(8) . . . . ? C5 C6 C8 P2 95.5(10) . . . . ? C7 C6 C8 P2 -80.9(10) . . . . ? O5 P2 C8 C6 -170.6(7) . . . . ? O4 P2 C8 C6 70.6(8) . . . . ? O6 P2 C8 C6 -52.4(8) . . . . ? Pr1 P2 C8 C6 132.9(6) 6_575 . . . ? C3 C4 C9 P3 80.0(11) . . . . ? C5 C4 C9 P3 -95.0(10) . . . . ? O8 P3 C9 C4 179.9(7) . . . . ? O9 P3 C9 C4 -56.5(8) . . . . ? O7 P3 C9 C4 64.1(8) . . . . ? 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 O2 H2 O2W 0.84 2.09 2.598(17) 118.4 . O2 H2 O6 0.84 2.41 3.183(10) 152.7 6_576 O6 H6 O9 0.84 1.76 2.557(9) 157.4 5_675 O7 H7 O9 0.84 1.79 2.609(9) 164.5 5_675 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.537 _refine_diff_density_min -1.756 _refine_diff_density_rms 0.228 data_4_Nd _database_code_depnum_ccdc_archive 'CCDC 846602' #TrackingRef '4_Nd.cif' # ======================================================================= _audit_creation_method 'SHELXL-97, manual editing plus enCIFer' _audit_creation_date '13 March 2011' # ======================================================================= _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C9 H14 Nd O10 P3), H2 O' _chemical_formula_sum 'C18 H30 Nd2 O21 P6' _chemical_formula_weight 1056.72 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' #============================================================================== # CRYSTAL DATA #============================================================================== _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.419(5) _cell_length_b 7.1793(16) _cell_length_c 19.697(4) _cell_angle_alpha 90.00 _cell_angle_beta 106.650(14) _cell_angle_gamma 90.00 _cell_volume 3172.8(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1290 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 21.35 _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.01 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.212 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2064 _exptl_absorpt_coefficient_mu 3.627 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7854 _exptl_absorpt_correction_T_max 0.9646 _exptl_absorpt_process_details ; SADABS (Sheldrick, 1997) ; #============================================================================== # EXPERIMENTAL DATA #============================================================================== _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 X8 Kappa CCD APEX II' _diffrn_measurement_method '\w / \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 18869 _diffrn_reflns_av_R_equivalents 0.1118 _diffrn_reflns_av_sigmaI/netI 0.1160 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.52 _diffrn_reflns_theta_max 29.12 _reflns_number_total 4251 _reflns_number_gt 2721 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 (Bruker, 2006)' _computing_data_reduction 'SAINT+ (Bruker, 2005)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2009)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' #============================================================================== # REFINEMENT DATA #============================================================================== _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^)+(0.0154P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4251 _refine_ls_number_parameters 235 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0974 _refine_ls_R_factor_gt 0.0466 _refine_ls_wR_factor_ref 0.0810 _refine_ls_wR_factor_gt 0.0703 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.980 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS #============================================================================== loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_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 Nd1 Nd 0.206135(14) 0.63709(4) 0.222578(17) 0.01118(9) Uani 1 1 d . . . O1W O 0.1336(6) 0.7916(19) 0.2770(7) 0.027(3) Uani 0.50 1 d PD . . H1X H 0.1344(18) 0.916(2) 0.294(2) 0.041 Uiso 0.50 1 d PD . . H1Y H 0.1374(19) 0.708(4) 0.3156(19) 0.041 Uiso 0.50 1 d PD . . O2W O 0.1599(5) 0.811(2) 0.3079(8) 0.036(4) Uani 0.50 1 d PD . . H2X H 0.1344(18) 0.916(2) 0.294(2) 0.054 Uiso 0.50 1 d PD . . H2Y H 0.1374(19) 0.708(4) 0.3156(19) 0.054 Uiso 0.50 1 d PD . . P1 P 0.32817(7) 0.7785(2) 0.15759(8) 0.0156(4) Uani 1 1 d . . . P2 P 0.32574(6) 1.3663(2) -0.15173(7) 0.0116(3) Uani 1 1 d . . . P3 P 0.55752(6) 1.1262(2) 0.08994(8) 0.0183(4) Uani 1 1 d . . . O1 O 0.27603(16) 0.6510(6) 0.1538(2) 0.0186(9) Uani 1 1 d . . . O2 O 0.38822(18) 0.6675(6) 0.1914(2) 0.0277(11) Uani 1 1 d . . . H2 H 0.3981 0.6787 0.2356 0.041 Uiso 1 1 calc R . . O3 O 0.3293(2) 0.9557(6) 0.1978(2) 0.0273(11) Uani 1 1 d . . . O4 O 0.28977(17) 1.1920(5) -0.1792(2) 0.0160(9) Uani 1 1 d . . . O5 O 0.29793(16) 1.5273(5) -0.20041(18) 0.0129(9) Uani 1 1 d . . . O6 O 0.39279(16) 1.3449(6) -0.1485(2) 0.0195(10) Uani 1 1 d . . . H6 H 0.4045 1.2372 -0.1344 0.029 Uiso 1 1 calc R . . O7 O 0.54742(17) 1.2124(5) 0.0143(2) 0.0184(10) Uani 1 1 d . . . H7 H 0.5197 1.1554 -0.0148 0.028 Uiso 1 1 calc R . . O8 O 0.62144(16) 1.1627(6) 0.1304(2) 0.0223(10) Uani 1 1 d . . . O9 O 0.54066(17) 0.9195(5) 0.0860(2) 0.0241(11) Uani 1 1 d . . . C1 C 0.3312(3) 0.8258(8) 0.0689(3) 0.0215(15) Uani 1 1 d . . . H1A H 0.3538 0.7243 0.0544 0.026 Uiso 1 1 calc R . . H1B H 0.2900 0.8221 0.0368 0.026 Uiso 1 1 calc R . . C2 C 0.3588(3) 1.0080(8) 0.0584(3) 0.0152(13) Uani 1 1 d . . . C3 C 0.4163(3) 1.0547(8) 0.0997(3) 0.0152(13) Uani 1 1 d . . . H3 H 0.4367 0.9726 0.1365 0.018 Uiso 1 1 calc R . . C4 C 0.4445(3) 1.2174(9) 0.0886(3) 0.0175(14) Uani 1 1 d . . . C5 C 0.4132(2) 1.3410(8) 0.0356(3) 0.0155(13) Uani 1 1 d . . . H5 H 0.4313 1.4544 0.0279 0.019 Uiso 1 1 calc R . . C6 C 0.3564(3) 1.2984(8) -0.0051(3) 0.0165(13) Uani 1 1 d . . . C7 C 0.3294(2) 1.1315(9) 0.0060(3) 0.0183(13) Uani 1 1 d . . . H7A H 0.2903 1.1027 -0.0228 0.022 Uiso 1 1 calc R . . C8 C 0.3231(2) 1.4282(8) -0.0648(3) 0.0133(13) Uani 1 1 d . . . H8A H 0.3397 1.5552 -0.0541 0.016 Uiso 1 1 calc R . . H8B H 0.2808 1.4332 -0.0650 0.016 Uiso 1 1 calc R . . C9 C 0.5089(2) 1.2498(9) 0.1294(3) 0.0200(15) Uani 1 1 d . . . H9A H 0.5158 1.2077 0.1790 0.024 Uiso 1 1 calc R . . H9B H 0.5179 1.3847 0.1301 0.024 Uiso 1 1 calc R . . O3W O 0.4837(5) 0.7988(16) 0.2730(6) 0.058(3) Uani 0.50 1 d P . . 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 Nd1 0.00959(14) 0.01049(15) 0.01159(16) 0.00011(17) 0.00001(10) -0.00002(17) O1W 0.036(9) 0.010(6) 0.043(9) 0.010(6) 0.024(6) 0.009(5) O2W 0.052(10) 0.013(6) 0.057(11) -0.002(6) 0.037(7) -0.002(7) P1 0.0179(9) 0.0146(9) 0.0159(9) 0.0001(7) 0.0076(6) 0.0000(7) P2 0.0105(7) 0.0114(7) 0.0112(7) 0.0000(7) 0.0006(5) -0.0005(7) P3 0.0129(8) 0.0151(8) 0.0200(9) 0.0025(8) -0.0065(6) -0.0018(7) O1 0.021(2) 0.018(2) 0.019(2) -0.002(2) 0.0084(16) -0.007(2) O2 0.025(2) 0.033(3) 0.023(3) 0.011(2) 0.0025(19) 0.008(2) O3 0.045(3) 0.021(3) 0.025(3) -0.008(2) 0.024(2) -0.013(2) O4 0.015(2) 0.012(2) 0.019(2) -0.0002(18) 0.0004(16) -0.0012(17) O5 0.017(2) 0.006(2) 0.011(2) 0.0004(16) -0.0039(16) -0.0002(17) O6 0.013(2) 0.019(2) 0.025(3) 0.008(2) 0.0046(17) 0.003(2) O7 0.012(2) 0.019(2) 0.020(3) -0.002(2) -0.0003(17) -0.0034(18) O8 0.013(2) 0.013(2) 0.031(3) 0.000(2) -0.0090(17) 0.0004(18) O9 0.018(2) 0.012(2) 0.031(3) 0.007(2) -0.0100(18) -0.0015(18) C1 0.026(4) 0.017(4) 0.022(4) -0.004(3) 0.008(3) -0.008(3) C2 0.020(3) 0.018(3) 0.010(3) -0.005(3) 0.008(2) -0.005(3) C3 0.018(3) 0.017(3) 0.012(3) 0.005(3) 0.007(2) -0.002(3) C4 0.019(3) 0.023(3) 0.012(3) 0.002(3) 0.006(2) -0.001(3) C5 0.020(3) 0.015(3) 0.013(3) -0.002(3) 0.007(2) -0.003(3) C6 0.022(3) 0.019(3) 0.009(3) -0.004(3) 0.006(2) -0.003(3) C7 0.014(3) 0.032(4) 0.010(3) -0.007(3) 0.005(2) 0.004(3) C8 0.016(3) 0.013(3) 0.010(3) -0.003(2) 0.002(2) 0.003(2) C9 0.011(3) 0.031(4) 0.013(3) 0.007(3) -0.004(2) -0.008(3) O3W 0.027(7) 0.077(9) 0.072(9) -0.008(7) 0.015(5) -0.007(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. ; #============================================================================== # GEOMETRY #============================================================================== 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 Nd1 O8 2.281(4) 3_445 ? Nd1 O3 2.365(4) 4_545 ? Nd1 O1 2.408(4) . ? Nd1 O5 2.446(4) 7_575 ? Nd1 O1W 2.512(16) . ? Nd1 O4 2.524(4) 7_565 ? Nd1 O5 2.539(4) 6_576 ? Nd1 O2W 2.570(16) . ? Nd1 O4 2.630(4) 6_576 ? Nd1 P2 3.1626(15) 6_576 ? O1W O2W 0.745(14) . ? O1W H1X 0.950(10) . ? O1W H1Y 0.953(10) . ? O1W H2X 0.950(10) . ? O1W H2Y 0.953(10) . ? O2W H1X 0.949(10) . ? O2W H1Y 0.946(10) . ? O2W H2X 0.949(10) . ? O2W H2Y 0.946(10) . ? P1 O3 1.494(4) . ? P1 O1 1.511(4) . ? P1 O2 1.587(4) . ? P1 C1 1.800(6) . ? P2 O4 1.519(4) . ? P2 O5 1.524(4) . ? P2 O6 1.561(4) . ? P2 C8 1.787(5) . ? P2 Nd1 3.1626(15) 6_575 ? P3 O8 1.503(4) . ? P3 O9 1.531(4) . ? P3 O7 1.567(4) . ? P3 C9 1.787(6) . ? O2 H2 0.8400 . ? O3 Nd1 2.365(4) 4 ? O4 Nd1 2.524(4) 7_565 ? O4 Nd1 2.630(4) 6_575 ? O5 Nd1 2.446(4) 7_575 ? O5 Nd1 2.539(4) 6_575 ? O6 H6 0.8400 . ? O7 H7 0.8400 . ? O8 Nd1 2.281(4) 3 ? C1 C2 1.500(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C7 1.385(8) . ? C2 C3 1.401(8) . ? C3 C4 1.389(8) . ? C3 H3 0.9500 . ? C4 C5 1.405(8) . ? C4 C9 1.510(8) . ? C5 C6 1.377(8) . ? C5 H5 0.9500 . ? C6 C7 1.401(8) . ? C6 C8 1.528(8) . ? C7 H7A 0.9500 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? O3W O3W 1.341(19) 2_655 ? 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 O8 Nd1 O3 100.50(15) 3_445 4_545 ? O8 Nd1 O1 97.16(14) 3_445 . ? O3 Nd1 O1 145.15(14) 4_545 . ? O8 Nd1 O5 78.35(13) 3_445 7_575 ? O3 Nd1 O5 131.14(13) 4_545 7_575 ? O1 Nd1 O5 81.76(13) . 7_575 ? O8 Nd1 O1W 76.4(3) 3_445 . ? O3 Nd1 O1W 63.3(4) 4_545 . ? O1 Nd1 O1W 150.9(4) . . ? O5 Nd1 O1W 69.2(3) 7_575 . ? O8 Nd1 O4 85.09(13) 3_445 7_565 ? O3 Nd1 O4 76.34(13) 4_545 7_565 ? O1 Nd1 O4 75.53(13) . 7_565 ? O5 Nd1 O4 149.90(12) 7_575 7_565 ? O1W Nd1 O4 130.9(3) . 7_565 ? O8 Nd1 O5 155.15(13) 3_445 6_576 ? O3 Nd1 O5 75.27(14) 4_545 6_576 ? O1 Nd1 O5 76.10(13) . 6_576 ? O5 Nd1 O5 123.20(9) 7_575 6_576 ? O1W Nd1 O5 120.7(3) . 6_576 ? O4 Nd1 O5 70.08(11) 7_565 6_576 ? O8 Nd1 O2W 92.8(3) 3_445 . ? O3 Nd1 O2W 62.6(4) 4_545 . ? O1 Nd1 O2W 146.1(3) . . ? O5 Nd1 O2W 68.7(4) 7_575 . ? O1W Nd1 O2W 16.8(3) . . ? O4 Nd1 O2W 137.8(3) 7_565 . ? O5 Nd1 O2W 106.2(3) 6_576 . ? O8 Nd1 O4 147.45(13) 3_445 6_576 ? O3 Nd1 O4 95.61(14) 4_545 6_576 ? O1 Nd1 O4 84.94(12) . 6_576 ? O5 Nd1 O4 69.79(11) 7_575 6_576 ? O1W Nd1 O4 86.1(3) . 6_576 ? O4 Nd1 O4 126.41(9) 7_565 6_576 ? O5 Nd1 O4 56.81(11) 6_576 6_576 ? O2W Nd1 O4 69.9(3) . 6_576 ? O8 Nd1 P2 175.61(11) 3_445 6_576 ? O3 Nd1 P2 82.93(12) 4_545 6_576 ? O1 Nd1 P2 81.29(10) . 6_576 ? O5 Nd1 P2 97.34(9) 7_575 6_576 ? O1W Nd1 P2 103.0(2) . 6_576 ? O4 Nd1 P2 98.45(9) 7_565 6_576 ? O5 Nd1 P2 28.40(8) 6_576 6_576 ? O2W Nd1 P2 86.3(3) . 6_576 ? O4 Nd1 P2 28.55(8) 6_576 6_576 ? O2W O1W Nd1 86(2) . . ? O2W O1W H1X 66.9(11) . . ? Nd1 O1W H1X 128(3) . . ? O2W O1W H1Y 66.4(11) . . ? Nd1 O1W H1Y 98(3) . . ? H1X O1W H1Y 108.7(14) . . ? O2W O1W H2X 66.9(11) . . ? Nd1 O1W H2X 128(3) . . ? H1Y O1W H2X 108.7(14) . . ? O2W O1W H2Y 66.4(11) . . ? Nd1 O1W H2Y 98(3) . . ? H1X O1W H2Y 108.7(14) . . ? H2X O1W H2Y 108.7(14) . . ? O1W O2W Nd1 77(2) . . ? O1W O2W H1X 66.9(11) . . ? Nd1 O2W H1X 123(3) . . ? O1W O2W H1Y 67.4(11) . . ? Nd1 O2W H1Y 95(3) . . ? H1X O2W H1Y 109.4(14) . . ? O1W O2W H2X 66.9(11) . . ? Nd1 O2W H2X 123(3) . . ? H1Y O2W H2X 109.4(14) . . ? O1W O2W H2Y 67.4(11) . . ? Nd1 O2W H2Y 95(3) . . ? H1X O2W H2Y 109.4(14) . . ? H2X O2W H2Y 109.4(14) . . ? O3 P1 O1 115.7(2) . . ? O3 P1 O2 109.0(3) . . ? O1 P1 O2 108.8(2) . . ? O3 P1 C1 110.7(3) . . ? O1 P1 C1 108.8(2) . . ? O2 P1 C1 103.0(3) . . ? O4 P2 O5 107.9(2) . . ? O4 P2 O6 112.5(2) . . ? O5 P2 O6 110.1(2) . . ? O4 P2 C8 112.2(3) . . ? O5 P2 C8 106.8(2) . . ? O6 P2 C8 107.2(2) . . ? O4 P2 Nd1 55.84(15) . 6_575 ? O5 P2 Nd1 52.43(14) . 6_575 ? O6 P2 Nd1 133.33(17) . 6_575 ? C8 P2 Nd1 119.08(19) . 6_575 ? O8 P3 O9 113.5(2) . . ? O8 P3 O7 106.9(2) . . ? O9 P3 O7 111.6(2) . . ? O8 P3 C9 110.2(3) . . ? O9 P3 C9 108.4(3) . . ? O7 P3 C9 106.0(3) . . ? P1 O1 Nd1 131.8(2) . . ? P1 O2 H2 109.5 . . ? P1 O3 Nd1 149.7(2) . 4 ? P2 O4 Nd1 145.2(2) . 7_565 ? P2 O4 Nd1 95.61(18) . 6_575 ? Nd1 O4 Nd1 106.25(13) 7_565 6_575 ? P2 O5 Nd1 147.9(2) . 7_575 ? P2 O5 Nd1 99.17(18) . 6_575 ? Nd1 O5 Nd1 111.62(13) 7_575 6_575 ? P2 O6 H6 109.5 . . ? P3 O7 H7 109.5 . . ? P3 O8 Nd1 156.1(3) . 3 ? C2 C1 P1 115.9(4) . . ? C2 C1 H1A 108.3 . . ? P1 C1 H1A 108.3 . . ? C2 C1 H1B 108.3 . . ? P1 C1 H1B 108.3 . . ? H1A C1 H1B 107.4 . . ? C7 C2 C3 118.1(5) . . ? C7 C2 C1 121.3(5) . . ? C3 C2 C1 120.6(5) . . ? C4 C3 C2 122.1(6) . . ? C4 C3 H3 119.0 . . ? C2 C3 H3 119.0 . . ? C3 C4 C5 118.5(5) . . ? C3 C4 C9 119.5(5) . . ? C5 C4 C9 121.8(5) . . ? C6 C5 C4 120.2(6) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 120.3(6) . . ? C5 C6 C8 120.5(5) . . ? C7 C6 C8 119.2(5) . . ? C2 C7 C6 120.8(5) . . ? C2 C7 H7A 119.6 . . ? C6 C7 H7A 119.6 . . ? C6 C8 P2 115.8(4) . . ? C6 C8 H8A 108.3 . . ? P2 C8 H8A 108.3 . . ? C6 C8 H8B 108.3 . . ? P2 C8 H8B 108.3 . . ? H8A C8 H8B 107.4 . . ? C4 C9 P3 110.8(4) . . ? C4 C9 H9A 109.5 . . ? P3 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? P3 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? 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 O8 Nd1 O1W O2W -168(2) 3_445 . . . ? O3 Nd1 O1W O2W 83(2) 4_545 . . . ? O1 Nd1 O1W O2W -87(2) . . . . ? O5 Nd1 O1W O2W -85(2) 7_575 . . . ? O4 Nd1 O1W O2W 122(2) 7_565 . . . ? O5 Nd1 O1W O2W 32(2) 6_576 . . . ? O4 Nd1 O1W O2W -15(2) 6_576 . . . ? P2 Nd1 O1W O2W 8(2) 6_576 . . . ? O8 Nd1 O2W O1W 12(2) 3_445 . . . ? O3 Nd1 O2W O1W -88(2) 4_545 . . . ? O1 Nd1 O2W O1W 119.4(19) . . . . ? O5 Nd1 O2W O1W 89(2) 7_575 . . . ? O4 Nd1 O2W O1W -74(2) 7_565 . . . ? O5 Nd1 O2W O1W -152(2) 6_576 . . . ? O4 Nd1 O2W O1W 164(2) 6_576 . . . ? P2 Nd1 O2W O1W -172(2) 6_576 . . . ? O3 P1 O1 Nd1 -17.4(4) . . . . ? O2 P1 O1 Nd1 105.8(3) . . . . ? C1 P1 O1 Nd1 -142.7(3) . . . . ? O8 Nd1 O1 P1 124.0(3) 3_445 . . . ? O3 Nd1 O1 P1 -115.9(3) 4_545 . . . ? O5 Nd1 O1 P1 47.0(3) 7_575 . . . ? O1W Nd1 O1 P1 49.3(6) . . . . ? O4 Nd1 O1 P1 -153.0(3) 7_565 . . . ? O5 Nd1 O1 P1 -80.3(3) 6_576 . . . ? O2W Nd1 O1 P1 18.1(7) . . . . ? O4 Nd1 O1 P1 -23.3(3) 6_576 . . . ? P2 Nd1 O1 P1 -51.8(3) 6_576 . . . ? O1 P1 O3 Nd1 14.2(7) . . . 4 ? O2 P1 O3 Nd1 -108.9(6) . . . 4 ? C1 P1 O3 Nd1 138.5(5) . . . 4 ? O5 P2 O4 Nd1 122.9(4) . . . 7_565 ? O6 P2 O4 Nd1 1.2(5) . . . 7_565 ? C8 P2 O4 Nd1 -119.7(4) . . . 7_565 ? Nd1 P2 O4 Nd1 129.3(4) 6_575 . . 7_565 ? O5 P2 O4 Nd1 -6.4(2) . . . 6_575 ? O6 P2 O4 Nd1 -128.07(19) . . . 6_575 ? C8 P2 O4 Nd1 110.9(2) . . . 6_575 ? O4 P2 O5 Nd1 170.5(4) . . . 7_575 ? O6 P2 O5 Nd1 -66.3(5) . . . 7_575 ? C8 P2 O5 Nd1 49.7(5) . . . 7_575 ? Nd1 P2 O5 Nd1 163.8(5) 6_575 . . 7_575 ? O4 P2 O5 Nd1 6.7(2) . . . 6_575 ? O6 P2 O5 Nd1 129.8(2) . . . 6_575 ? C8 P2 O5 Nd1 -114.1(2) . . . 6_575 ? O9 P3 O8 Nd1 -47.7(7) . . . 3 ? O7 P3 O8 Nd1 -171.3(6) . . . 3 ? C9 P3 O8 Nd1 74.0(7) . . . 3 ? O3 P1 C1 C2 24.3(5) . . . . ? O1 P1 C1 C2 152.5(4) . . . . ? O2 P1 C1 C2 -92.1(5) . . . . ? P1 C1 C2 C7 -127.4(5) . . . . ? P1 C1 C2 C3 55.1(7) . . . . ? C7 C2 C3 C4 -1.3(9) . . . . ? C1 C2 C3 C4 176.3(5) . . . . ? C2 C3 C4 C5 2.1(9) . . . . ? C2 C3 C4 C9 -173.3(5) . . . . ? C3 C4 C5 C6 -1.5(9) . . . . ? C9 C4 C5 C6 173.8(6) . . . . ? C4 C5 C6 C7 0.1(9) . . . . ? C4 C5 C6 C8 -177.4(5) . . . . ? C3 C2 C7 C6 -0.2(8) . . . . ? C1 C2 C7 C6 -177.7(5) . . . . ? C5 C6 C7 C2 0.8(9) . . . . ? C8 C6 C7 C2 178.3(5) . . . . ? C5 C6 C8 P2 97.4(6) . . . . ? C7 C6 C8 P2 -80.1(6) . . . . ? O4 P2 C8 C6 70.0(5) . . . . ? O5 P2 C8 C6 -171.9(4) . . . . ? O6 P2 C8 C6 -53.9(5) . . . . ? Nd1 P2 C8 C6 132.2(4) 6_575 . . . ? C3 C4 C9 P3 80.5(6) . . . . ? C5 C4 C9 P3 -94.7(6) . . . . ? O8 P3 C9 C4 179.0(4) . . . . ? O9 P3 C9 C4 -56.3(5) . . . . ? O7 P3 C9 C4 63.7(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 H2X O2 0.950(10) 1.929(12) 2.848(15) 162(3) 4 O2W H1X O2 0.949(10) 1.929(12) 2.798(16) 151(3) 4 O2 H2 O3W 0.84 2.11 2.533(12) 110.6 . O2 H2 O3W 0.84 2.95 3.028(11) 87.2 2_655 O6 H6 O9 0.84 1.77 2.539(5) 151.8 5_675 O7 H7 O9 0.84 1.77 2.593(5) 167.8 5_675 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 29.12 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.036 _refine_diff_density_min -1.188 _refine_diff_density_rms 0.236 #============================================================================== # END #==============================================================================