# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 #TrackingRef '20I_4.CIF' _publ_contact_author ; Jan Janczak Institute of Low Temperature and Structure Research Polish Academy of Sciences P.O.Box 1410 Okolna 2 str., 50-950 Wroc\/law Poland ; _publ_contact_author_email J.Janczak@int.pan.wroc.pl _publ_contact_author_name 'Jan Janczak' _publ_author_name J.Janczak #===END Compound_NDP(1,4C) #===Compound_La-NDP(1,4) data_La-NDP(1,4) _database_code_depnum_ccdc_archive 'CCDC 895373' #TrackingRef '895373-895377.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H21 La O14 P4, H2 O' _chemical_formula_sum 'C20 H23 La O15 P4' _chemical_formula_weight 766.17 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.614(2) _cell_length_b 12.316(3) _cell_length_c 20.809(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.34(3) _cell_angle_gamma 90.00 _cell_volume 2635.4(9) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 2856 _cell_measurement_theta_min 2.94 _cell_measurement_theta_max 29.39 _exptl_crystal_description parallelepiped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas 1.93 _exptl_crystal_density_diffrn 1.931 _exptl_crystal_density_method floatation _exptl_crystal_F_000 1520 _exptl_absorpt_coefficient_mu 1.938 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.6113 _exptl_absorpt_correction_T_max 0.7096 _exptl_absorpt_process_details ; Oxford Diffraction Poland (2006). CrysAlis Red, Version 171.32.6 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'KUMA KM-e with area CCD detector' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean '1024x1024 with blocks 2x2' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35427 _diffrn_reflns_av_R_equivalents 0.0204 _diffrn_reflns_av_sigmaI/netI 0.0155 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 29.39 _reflns_number_total 6785 _reflns_number_gt 5900 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; Oxford Diffraction Poland (2006). CrysAlis CCD, Version 171.32.6 ; _computing_cell_refinement ; Oxford Diffraction Poland (2006). CrysAlis Red, Version 171.32.6 ; _computing_data_reduction ; Oxford Diffraction Poland (2006). CrysAlis Red, Version 171.32.6 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Brandenburg & Putz (2006). Diamond 3.0. Crystal and Molecular Structure Visualisation, University of Bonn, Germany ; _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0327P)^2^+2.0048P] 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 6785 _refine_ls_number_parameters 394 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0277 _refine_ls_R_factor_gt 0.0193 _refine_ls_wR_factor_ref 0.0543 _refine_ls_wR_factor_gt 0.0483 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 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 0.081723(10) 0.020247(8) 0.242191(5) 0.01240(4) Uani 1 1 d . . . P11 P 0.33963(5) 0.10638(4) 0.15946(2) 0.01806(10) Uani 1 1 d . . . O11 O 0.24983(15) 0.02514(11) 0.17745(7) 0.0228(3) Uani 1 1 d . . . O12 O 0.47935(15) 0.10851(14) 0.20374(8) 0.0287(3) Uani 1 1 d D . . H12O H 0.519(3) 0.0549(16) 0.1960(15) 0.043 Uiso 1 1 d D . . O13 O 0.29473(15) 0.22525(12) 0.16719(8) 0.0249(3) Uani 1 1 d D . . H13O H 0.2178(9) 0.224(2) 0.1677(14) 0.037 Uiso 1 1 d D . . P12 P 0.26208(5) 0.05006(4) -0.15267(2) 0.01602(10) Uani 1 1 d . . . O14 O 0.37711(15) 0.03544(12) -0.18116(8) 0.0269(3) Uani 1 1 d . . . O15 O 0.15239(14) -0.03127(11) -0.17234(7) 0.0204(3) Uani 1 1 d . . . O16 O 0.20501(14) 0.16565(12) -0.17513(8) 0.0255(3) Uani 1 1 d D . . H16O H 0.1273(8) 0.170(2) -0.1767(14) 0.038 Uiso 1 1 d D . . C11 C 0.34294(19) 0.08568(17) 0.07462(10) 0.0198(4) Uani 1 1 d . . . C12 C 0.2703(2) 0.00157(18) 0.04134(11) 0.0257(4) Uani 1 1 d . . . H12 H 0.2315 -0.0472 0.0646 0.031 Uiso 1 1 calc R . . C13 C 0.2535(2) -0.01213(18) -0.02740(11) 0.0254(4) Uani 1 1 d . . . H13 H 0.2027 -0.0692 -0.0488 0.030 Uiso 1 1 calc R . . C14 C 0.31050(19) 0.05701(17) -0.06342(10) 0.0196(4) Uani 1 1 d . . . C15 C 0.39557(19) 0.14114(17) -0.02970(10) 0.0200(4) Uani 1 1 d . . . C16 C 0.4652(2) 0.21039(19) -0.06302(11) 0.0264(4) Uani 1 1 d . . . H16 H 0.4587 0.1998 -0.1080 0.032 Uiso 1 1 calc R . . C17 C 0.5418(2) 0.2924(2) -0.03039(12) 0.0332(5) Uani 1 1 d . . . H17 H 0.5868 0.3369 -0.0532 0.040 Uiso 1 1 calc R . . C18 C 0.5526(2) 0.3096(2) 0.03732(12) 0.0339(5) Uani 1 1 d . . . H18 H 0.6032 0.3666 0.0590 0.041 Uiso 1 1 calc R . . C19 C 0.4897(2) 0.24346(19) 0.07153(11) 0.0276(5) Uani 1 1 d . . . H19 H 0.4990 0.2553 0.1166 0.033 Uiso 1 1 calc R . . C110 C 0.41011(19) 0.15682(17) 0.03974(10) 0.0197(4) Uani 1 1 d . . . P21 P -0.08758(5) 0.22932(4) 0.33289(2) 0.01407(9) Uani 1 1 d . . . O21 O -0.01460(15) 0.14174(12) 0.30843(7) 0.0227(3) Uani 1 1 d . . . O22 O -0.04236(13) 0.34330(11) 0.32155(6) 0.0182(3) Uani 1 1 d . . . O23 O -0.23496(15) 0.21306(13) 0.29720(8) 0.0272(3) Uani 1 1 d D . . H23O H -0.293(2) 0.2551(19) 0.2997(15) 0.041 Uiso 1 1 d D . . P22 P -0.03962(5) 0.21425(4) 0.64737(2) 0.01282(9) Uani 1 1 d . . . O24 O -0.02131(14) 0.10600(11) 0.68067(6) 0.0180(3) Uani 1 1 d . . . O25 O 0.06078(13) 0.30008(11) 0.67647(6) 0.0168(3) Uani 1 1 d . . . O26 O -0.17747(13) 0.25949(11) 0.65077(7) 0.0191(3) Uani 1 1 d D . . H26O H -0.172(3) 0.3251(5) 0.6566(13) 0.029 Uiso 1 1 d D . . C21 C -0.07219(18) 0.21456(15) 0.42087(9) 0.0154(3) Uani 1 1 d . . . C22 C -0.0099(2) 0.29453(16) 0.46246(9) 0.0187(4) Uani 1 1 d . . . H22 H 0.0247 0.3536 0.4449 0.022 Uiso 1 1 calc R . . C23 C 0.0028(2) 0.28891(16) 0.53157(9) 0.0190(4) Uani 1 1 d . . . H23 H 0.0465 0.3440 0.5587 0.023 Uiso 1 1 calc R . . C24 C -0.04816(18) 0.20354(15) 0.55956(9) 0.0148(3) Uani 1 1 d . . . C25 C -0.11243(18) 0.11720(15) 0.51777(9) 0.0146(3) Uani 1 1 d . . . C26 C -0.1660(2) 0.02595(16) 0.54293(10) 0.0213(4) Uani 1 1 d . . . H26 H -0.1595 0.0211 0.5882 0.026 Uiso 1 1 calc R . . C27 C -0.2271(2) -0.05497(18) 0.50197(11) 0.0261(4) Uani 1 1 d . . . H27 H -0.2626 -0.1135 0.5196 0.031 Uiso 1 1 calc R . . C28 C -0.2366(2) -0.05048(18) 0.43375(11) 0.0268(5) Uani 1 1 d . . . H28 H -0.2779 -0.1062 0.4063 0.032 Uiso 1 1 calc R . . C29 C -0.1853(2) 0.03550(16) 0.40728(10) 0.0230(4) Uani 1 1 d . . . H29 H -0.1913 0.0371 0.3619 0.028 Uiso 1 1 calc R . . C210 C -0.12322(18) 0.12244(15) 0.44785(9) 0.0153(3) Uani 1 1 d . . . O1W O 0.29005(15) -0.08994(13) 0.30062(8) 0.0269(3) Uani 1 1 d D . . H11W H 0.277(2) -0.1504(9) 0.3142(13) 0.040 Uiso 1 1 d D . . H12W H 0.348(2) -0.0997(19) 0.2816(13) 0.040 Uiso 1 1 d D . . O2W O 0.26778(18) 0.12491(15) 0.31644(11) 0.0453(5) Uani 1 1 d D . . H21W H 0.267(3) 0.1895(8) 0.3255(16) 0.068 Uiso 1 1 d D . . H22W H 0.334(2) 0.102(2) 0.3412(14) 0.068 Uiso 1 1 d D . . O3W O 0.46124(18) -0.17675(18) 0.22842(12) 0.0476(5) Uani 1 1 d D . . H31W H 0.509(2) -0.132(2) 0.2169(17) 0.071 Uiso 1 1 d D . . H32W H 0.512(2) -0.219(2) 0.2520(15) 0.071 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La1 0.01579(6) 0.01069(6) 0.01121(5) 0.00034(4) 0.00428(4) 0.00029(4) P11 0.0174(2) 0.0194(2) 0.0189(2) 0.00208(19) 0.00747(19) 0.00198(19) O11 0.0285(8) 0.0188(7) 0.0260(8) 0.0030(6) 0.0159(6) 0.0018(6) O12 0.0219(8) 0.0358(9) 0.0266(8) -0.0047(7) 0.0026(6) 0.0069(7) O13 0.0221(7) 0.0192(7) 0.0368(9) 0.0026(6) 0.0137(7) 0.0017(6) P12 0.0152(2) 0.0142(2) 0.0185(2) -0.00034(18) 0.00398(18) 0.00009(17) O14 0.0242(8) 0.0287(8) 0.0320(8) -0.0024(6) 0.0146(7) 0.0027(6) O15 0.0204(7) 0.0154(7) 0.0228(7) 0.0002(5) 0.0007(6) -0.0012(5) O16 0.0200(7) 0.0173(7) 0.0370(9) 0.0044(6) 0.0028(7) 0.0005(6) C11 0.0180(9) 0.0240(10) 0.0179(9) 0.0019(8) 0.0054(7) -0.0002(8) C12 0.0291(11) 0.0250(10) 0.0251(11) 0.0024(8) 0.0108(9) -0.0075(9) C13 0.0301(11) 0.0230(10) 0.0240(10) -0.0017(8) 0.0082(9) -0.0088(9) C14 0.0181(9) 0.0214(9) 0.0194(9) -0.0017(8) 0.0049(7) -0.0017(8) C15 0.0171(9) 0.0218(10) 0.0209(9) 0.0011(8) 0.0044(7) -0.0027(8) C16 0.0233(10) 0.0342(12) 0.0218(10) 0.0017(9) 0.0060(8) -0.0094(9) C17 0.0301(12) 0.0396(13) 0.0307(12) 0.0031(10) 0.0090(10) -0.0181(10) C18 0.0315(12) 0.0373(13) 0.0310(12) -0.0018(10) 0.0040(10) -0.0200(10) C19 0.0261(11) 0.0349(12) 0.0210(10) -0.0036(9) 0.0043(9) -0.0109(9) C110 0.0157(9) 0.0237(10) 0.0196(9) 0.0010(8) 0.0043(7) -0.0021(7) P21 0.0190(2) 0.0132(2) 0.0113(2) 0.00036(16) 0.00606(18) 0.00035(17) O21 0.0337(8) 0.0183(7) 0.0199(7) -0.0015(6) 0.0136(6) 0.0037(6) O22 0.0246(7) 0.0144(6) 0.0173(6) 0.0032(5) 0.0084(6) 0.0001(5) O23 0.0208(7) 0.0313(9) 0.0268(8) 0.0029(7) 0.0010(6) -0.0021(6) P22 0.0163(2) 0.0122(2) 0.0107(2) -0.00058(16) 0.00489(17) -0.00218(17) O24 0.0260(7) 0.0150(6) 0.0145(6) 0.0026(5) 0.0079(5) -0.0002(5) O25 0.0194(6) 0.0163(6) 0.0154(6) -0.0031(5) 0.0056(5) -0.0037(5) O26 0.0186(6) 0.0153(6) 0.0248(7) -0.0019(6) 0.0082(6) -0.0011(5) C21 0.0191(9) 0.0156(8) 0.0128(8) 0.0004(7) 0.0065(7) 0.0009(7) C22 0.0259(10) 0.0168(9) 0.0153(9) 0.0015(7) 0.0085(8) -0.0051(8) C23 0.0264(10) 0.0167(9) 0.0142(9) -0.0029(7) 0.0056(8) -0.0065(8) C24 0.0191(9) 0.0139(8) 0.0121(8) -0.0006(7) 0.0053(7) -0.0004(7) C25 0.0176(9) 0.0132(8) 0.0140(8) -0.0005(7) 0.0057(7) -0.0015(7) C26 0.0280(10) 0.0192(10) 0.0170(9) 0.0009(7) 0.0063(8) -0.0063(8) C27 0.0355(12) 0.0181(9) 0.0257(10) 0.0002(8) 0.0098(9) -0.0110(9) C28 0.0370(12) 0.0196(10) 0.0244(10) -0.0076(8) 0.0087(9) -0.0130(9) C29 0.0327(11) 0.0213(10) 0.0162(9) -0.0041(8) 0.0084(8) -0.0055(8) C210 0.0183(9) 0.0146(8) 0.0145(8) -0.0004(7) 0.0069(7) -0.0010(7) O1W 0.0251(8) 0.0242(8) 0.0331(8) 0.0100(7) 0.0103(7) 0.0037(6) O2W 0.0316(10) 0.0280(9) 0.0641(13) -0.0216(9) -0.0114(9) 0.0051(7) O3W 0.0318(9) 0.0494(12) 0.0649(14) 0.0252(10) 0.0179(9) 0.0068(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La1 O21 2.4253(14) . ? La1 O24 2.4321(13) 3_556 ? La1 O11 2.4885(16) . ? La1 O22 2.5315(14) 2_545 ? La1 O2W 2.5372(18) . ? La1 O15 2.5528(16) 3 ? La1 O25 2.5819(14) 4_565 ? La1 O1W 2.6225(17) . ? P11 O11 1.4921(15) . ? P11 O12 1.5402(17) . ? P11 O13 1.5602(16) . ? P11 C11 1.793(2) . ? O12 H12O 0.82(3) . ? O13 H13O 0.82(2) . ? P12 O14 1.4944(16) . ? P12 O15 1.5133(15) . ? P12 O16 1.5722(15) . ? P12 C14 1.802(2) . ? O15 La1 2.5528(16) 3 ? O16 H16O 0.82(2) . ? C11 C12 1.372(3) . ? C11 C110 1.435(3) . ? C12 C13 1.407(3) . ? C12 H12 0.9300 . ? C13 C14 1.370(3) . ? C13 H13 0.9300 . ? C14 C15 1.438(3) . ? C15 C16 1.417(3) . ? C15 C110 1.428(3) . ? C16 C17 1.367(3) . ? C16 H16 0.9300 . ? C17 C18 1.401(3) . ? C17 H17 0.9300 . ? C18 C19 1.361(3) . ? C18 H18 0.9300 . ? C19 C110 1.419(3) . ? C19 H19 0.9300 . ? P21 O21 1.4892(15) . ? P21 O22 1.5208(14) . ? P21 O23 1.5694(16) . ? P21 C21 1.8066(19) . ? O22 La1 2.5315(14) 2 ? O23 H23O 0.82(2) . ? P22 O24 1.4930(14) . ? P22 O25 1.5167(14) . ? P22 O26 1.5835(15) . ? P22 C24 1.8116(19) . ? O24 La1 2.4321(13) 3_556 ? O25 La1 2.5819(14) 4_566 ? O26 H26O 0.817(8) . ? C21 C22 1.368(3) . ? C21 C210 1.430(3) . ? C22 C23 1.412(3) . ? C22 H22 0.9300 . ? C23 C24 1.376(3) . ? C23 H23 0.9300 . ? C24 C25 1.435(3) . ? C25 C26 1.417(3) . ? C25 C210 1.432(2) . ? C26 C27 1.366(3) . ? C26 H26 0.9300 . ? C27 C28 1.399(3) . ? C27 H27 0.9300 . ? C28 C29 1.367(3) . ? C28 H28 0.9300 . ? C29 C210 1.421(3) . ? C29 H29 0.9300 . ? O1W H11W 0.82(2) . ? O1W H12W 0.82(2) . ? O2W H21W 0.82(2) . ? O2W H22W 0.82(3) . ? O3W H31W 0.82(2) . ? O3W H32W 0.82(2) . ? 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 O21 La1 O24 78.59(5) . 3_556 ? O21 La1 O11 138.80(5) . . ? O24 La1 O11 135.59(5) 3_556 . ? O21 La1 O22 142.26(5) . 2_545 ? O24 La1 O22 76.06(5) 3_556 2_545 ? O11 La1 O22 77.56(5) . 2_545 ? O21 La1 O2W 73.41(6) . . ? O24 La1 O2W 102.45(7) 3_556 . ? O11 La1 O2W 76.30(7) . . ? O22 La1 O2W 139.38(5) 2_545 . ? O21 La1 O15 78.63(5) . 3 ? O24 La1 O15 91.79(5) 3_556 3 ? O11 La1 O15 114.70(5) . 3 ? O22 La1 O15 74.72(5) 2_545 3 ? O2W La1 O15 145.16(5) . 3 ? O21 La1 O25 77.24(5) . 4_565 ? O24 La1 O25 153.55(4) 3_556 4_565 ? O11 La1 O25 70.83(4) . 4_565 ? O22 La1 O25 118.61(5) 2_545 4_565 ? O2W La1 O25 80.74(6) . 4_565 ? O15 La1 O25 73.08(4) 3 4_565 ? O21 La1 O1W 118.78(5) . . ? O24 La1 O1W 72.12(5) 3_556 . ? O11 La1 O1W 68.18(5) . . ? O22 La1 O1W 78.94(5) 2_545 . ? O2W La1 O1W 62.67(6) . . ? O15 La1 O1W 151.83(5) 3 . ? O25 La1 O1W 129.88(5) 4_565 . ? O11 P11 O12 116.20(10) . . ? O11 P11 O13 111.89(8) . . ? O12 P11 O13 101.28(9) . . ? O11 P11 C11 108.75(9) . . ? O12 P11 C11 109.93(9) . . ? O13 P11 C11 108.42(9) . . ? P11 O11 La1 137.76(8) . . ? P11 O12 H12O 109(2) . . ? P11 O13 H13O 108(2) . . ? O14 P12 O15 117.54(9) . . ? O14 P12 O16 106.47(9) . . ? O15 P12 O16 107.76(8) . . ? O14 P12 C14 111.23(10) . . ? O15 P12 C14 108.31(9) . . ? O16 P12 C14 104.71(9) . . ? P12 O15 La1 133.95(8) . 3 ? P12 O16 H16O 113(2) . . ? C12 C11 C110 119.54(19) . . ? C12 C11 P11 117.31(16) . . ? C110 C11 P11 123.00(15) . . ? C11 C12 C13 121.16(19) . . ? C11 C12 H12 119.4 . . ? C13 C12 H12 119.4 . . ? C14 C13 C12 121.3(2) . . ? C14 C13 H13 119.3 . . ? C12 C13 H13 119.3 . . ? C13 C14 C15 119.33(19) . . ? C13 C14 P12 118.83(16) . . ? C15 C14 P12 121.43(15) . . ? C16 C15 C110 118.36(18) . . ? C16 C15 C14 122.38(19) . . ? C110 C15 C14 119.26(18) . . ? C17 C16 C15 121.3(2) . . ? C17 C16 H16 119.3 . . ? C15 C16 H16 119.3 . . ? C16 C17 C18 120.1(2) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C19 C18 C17 120.5(2) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C110 121.3(2) . . ? C18 C19 H19 119.4 . . ? C110 C19 H19 119.4 . . ? C19 C110 C15 118.45(18) . . ? C19 C110 C11 122.43(19) . . ? C15 C110 C11 119.12(18) . . ? O21 P21 O22 113.87(8) . . ? O21 P21 O23 106.72(9) . . ? O22 P21 O23 111.12(8) . . ? O21 P21 C21 110.45(9) . . ? O22 P21 C21 107.30(8) . . ? O23 P21 C21 107.22(9) . . ? P21 O21 La1 165.76(9) . . ? P21 O22 La1 149.14(8) . 2 ? P21 O23 H23O 125(2) . . ? O24 P22 O25 116.05(8) . . ? O24 P22 O26 108.00(8) . . ? O25 P22 O26 107.61(8) . . ? O24 P22 C24 111.80(8) . . ? O25 P22 C24 107.94(8) . . ? O26 P22 C24 104.76(9) . . ? P22 O24 La1 148.43(8) . 3_556 ? P22 O25 La1 140.23(8) . 4_566 ? P22 O26 H26O 108.6(19) . . ? C22 C21 C210 119.55(17) . . ? C22 C21 P21 118.47(14) . . ? C210 C21 P21 121.98(14) . . ? C21 C22 C23 121.19(17) . . ? C21 C22 H22 119.4 . . ? C23 C22 H22 119.4 . . ? C24 C23 C22 121.33(17) . . ? C24 C23 H23 119.3 . . ? C22 C23 H23 119.3 . . ? C23 C24 C25 119.18(16) . . ? C23 C24 P22 116.40(14) . . ? C25 C24 P22 124.25(14) . . ? C26 C25 C210 118.20(17) . . ? C26 C25 C24 122.54(17) . . ? C210 C25 C24 119.25(16) . . ? C27 C26 C25 121.33(19) . . ? C27 C26 H26 119.3 . . ? C25 C26 H26 119.3 . . ? C26 C27 C28 120.5(2) . . ? C26 C27 H27 119.7 . . ? C28 C27 H27 119.7 . . ? C29 C28 C27 120.23(19) . . ? C29 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? C28 C29 C210 121.12(19) . . ? C28 C29 H29 119.4 . . ? C210 C29 H29 119.4 . . ? C29 C210 C21 121.98(17) . . ? C29 C210 C25 118.57(17) . . ? C21 C210 C25 119.44(16) . . ? La1 O1W H11W 115.9(19) . . ? La1 O1W H12W 120.1(19) . . ? H11W O1W H12W 104(2) . . ? La1 O2W H21W 126(2) . . ? La1 O2W H22W 129(2) . . ? H21W O2W H22W 104(3) . . ? H31W O3W H32W 104(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 _geom_hbond_publ_flag O12 H12O O14 0.82(3) 1.65(3) 2.458(2) 168(3) 3_655 y O13 H13O O25 0.82(2) 1.746(7) 2.557(2) 170(3) 4_565 y O16 H16O O22 0.82(2) 1.800(7) 2.612(2) 171(3) 4_565 y O23 H23O O3W 0.82(2) 1.93(2) 2.694(3) 156(3) 2 y O26 H26O O15 0.817(8) 1.801(6) 2.618(2) 177(3) 2 y O1W H11W O26 0.82(2) 1.958(19) 2.722(2) 154(2) 3_556 y O1W H12W O3W 0.82(2) 2.06(2) 2.838(3) 160(2) . y O2W H21W O16 0.82(2) 1.900(15) 2.681(2) 159(3) 4_566 y O3W H31W O14 0.82(2) 1.97(3) 2.788(2) 174(4) 3_655 y O3W H32W O12 0.82(2) 2.31(3) 2.991(3) 142(3) 2_645 y _diffrn_measured_fraction_theta_max 0.933 _diffrn_reflns_theta_full 28.20 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.806 _refine_diff_density_min -0.404 _refine_diff_density_rms 0.082 #===END Compound_NDP(1,4)hydr data_NDP(1,4) _database_code_depnum_ccdc_archive 'CCDC 895374' #TrackingRef '895373-895377.txt' #TrackingRef '895373-895377.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H12 O6 P2, 2(H2 O)' _chemical_formula_sum 'C11 H16 O8 P2' _chemical_formula_weight 338.18 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' _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 22.492(3) _cell_length_b 8.066(1) _cell_length_c 15.534(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.50(1) _cell_angle_gamma 90.00 _cell_volume 2817.2(6) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 1982 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 28.65 _exptl_crystal_description parallelepiped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas 1.59 _exptl_crystal_density_diffrn 1.595 _exptl_crystal_density_method floatation _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.345 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.8923 _exptl_absorpt_correction_T_max 0.9321 _exptl_absorpt_process_details ; Oxford Diffraction Poland (2006). CrysAlis Red, Version 171.32.6 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'KUMA KM-4 with area CCD detector' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean '1024x1024 with blocks 2x2' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18874 _diffrn_reflns_av_R_equivalents 0.0183 _diffrn_reflns_av_sigmaI/netI 0.0166 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 29.29 _reflns_number_total 3610 _reflns_number_gt 2879 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; Oxford Diffraction Poland (2006). CrysAlis CCD, Version 171.32.6 ; _computing_cell_refinement ; Oxford Diffraction Poland (2006). CrysAlis Red, Version 171.32.6 ; _computing_data_reduction ; Oxford Diffraction Poland (2006). CrysAlis Red, Version 171.32.6 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Brandenburg & Putz (2006). Diamond 3.0. Crystal and Molecular Structure Visualisation, University of Bonn, Germany ; _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0415P)^2^+1.5063P] 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 SHELXL _refine_ls_extinction_coef 0.0026(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3610 _refine_ls_number_parameters 215 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0759 _refine_ls_wR_factor_gt 0.0648 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 P1 P 0.389319(14) 0.87329(4) 0.19067(2) 0.02278(9) Uani 1 1 d . . . O1 O 0.40737(5) 0.76621(12) 0.26470(6) 0.0332(2) Uani 1 1 d . . . O2 O 0.40779(5) 1.05648(12) 0.20380(7) 0.0318(2) Uani 1 1 d . . . H2O H 0.4154(9) 1.099(2) 0.2543(13) 0.048 Uiso 1 1 d . . . O3 O 0.41716(5) 0.82044(15) 0.10365(7) 0.0360(3) Uani 1 1 d . . . H3O H 0.4536(9) 0.837(3) 0.1028(13) 0.054 Uiso 1 1 d . . . P2 P 0.067176(14) 0.87207(4) 0.14711(2) 0.02156(9) Uani 1 1 d . . . O4 O 0.06072(4) 0.68810(12) 0.15705(6) 0.0298(2) Uani 1 1 d . . . O5 O 0.01350(5) 0.95685(13) 0.10200(7) 0.0349(2) Uani 1 1 d . . . H5O H -0.0134(9) 0.895(3) 0.0941(13) 0.052 Uiso 1 1 d . . . O6 O 0.07684(5) 0.94804(14) 0.23773(6) 0.0328(2) Uani 1 1 d . . . H6O H 0.0826(9) 1.041(3) 0.2374(13) 0.049 Uiso 1 1 d . . . C1 C 0.31116(6) 0.87320(16) 0.16745(8) 0.0229(3) Uani 1 1 d . . . C2 C 0.28014(6) 1.01734(16) 0.18083(9) 0.0273(3) Uani 1 1 d . . . H2 H 0.2993 1.1071 0.2069 0.033 Uiso 1 1 calc R . . C3 C 0.21971(6) 1.03109(17) 0.15568(9) 0.0294(3) Uani 1 1 d . . . H3 H 0.1996 1.1296 0.1659 0.035 Uiso 1 1 calc R . . C4 C 0.19021(6) 0.90292(16) 0.11667(8) 0.0243(3) Uani 1 1 d . . . C5 C 0.21964(6) 0.74659(16) 0.10677(8) 0.0228(3) Uani 1 1 d . . . C6 C 0.19002(6) 0.60666(18) 0.07097(9) 0.0295(3) Uani 1 1 d . . . H6 H 0.1505 0.6159 0.0527 0.035 Uiso 1 1 calc R . . C7 C 0.21869(7) 0.45839(18) 0.06294(10) 0.0340(3) Uani 1 1 d . . . H7 H 0.1984 0.3676 0.0398 0.041 Uiso 1 1 calc R . . C8 C 0.27835(6) 0.44236(17) 0.08937(9) 0.0309(3) Uani 1 1 d . . . H8 H 0.2974 0.3407 0.0841 0.037 Uiso 1 1 calc R . . C9 C 0.30870(6) 0.57497(16) 0.12283(8) 0.0258(3) Uani 1 1 d . . . H9 H 0.3485 0.5628 0.1395 0.031 Uiso 1 1 calc R . . C10 C 0.28068(6) 0.73110(15) 0.13268(7) 0.0211(2) Uani 1 1 d . . . C11 C 0.12793(6) 0.93147(18) 0.08125(9) 0.0280(3) Uani 1 1 d . . . H11A H 0.1238 0.8722 0.0271 0.042 Uiso 1 1 calc R . . H11B H 0.1238 1.0486 0.0684 0.042 Uiso 1 1 calc R . . O1W O 0.46825(5) 0.11909(15) -0.09105(7) 0.0350(2) Uani 1 1 d . . . H1W1 H 0.4648(9) 0.028(3) -0.1005(13) 0.053 Uiso 1 1 d . . . H2W1 H 0.4504(9) 0.157(3) -0.1322(14) 0.053 Uiso 1 1 d . . . O2W O 0.42463(5) 0.27118(15) 0.06030(8) 0.0403(3) Uani 1 1 d . . . H1W2 H 0.4176(10) 0.218(3) 0.1020(14) 0.060 Uiso 1 1 d . . . H2W2 H 0.4344(10) 0.215(3) 0.0145(15) 0.060 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.02476(17) 0.02083(16) 0.02253(17) -0.00114(12) -0.00356(12) -0.00306(12) O1 0.0370(5) 0.0263(5) 0.0357(5) 0.0040(4) -0.0112(4) -0.0009(4) O2 0.0424(6) 0.0241(5) 0.0286(5) 0.0006(4) -0.0084(4) -0.0096(4) O3 0.0255(5) 0.0497(7) 0.0329(5) -0.0135(5) 0.0009(4) -0.0060(5) P2 0.02248(16) 0.01940(16) 0.02270(16) 0.00309(12) -0.00161(12) 0.00011(12) O4 0.0368(5) 0.0216(5) 0.0308(5) 0.0026(4) -0.0044(4) -0.0028(4) O5 0.0260(5) 0.0326(6) 0.0456(6) 0.0097(5) -0.0069(4) 0.0013(4) O6 0.0428(6) 0.0288(5) 0.0267(5) -0.0018(4) 0.0002(4) -0.0024(5) C1 0.0258(6) 0.0221(6) 0.0207(6) -0.0002(5) -0.0013(5) -0.0014(5) C2 0.0310(7) 0.0214(6) 0.0295(7) -0.0043(5) 0.0007(5) -0.0013(5) C3 0.0310(7) 0.0241(6) 0.0331(7) -0.0008(5) 0.0026(6) 0.0047(5) C4 0.0238(6) 0.0263(6) 0.0229(6) 0.0036(5) 0.0025(5) 0.0015(5) C5 0.0256(6) 0.0228(6) 0.0201(6) 0.0005(5) 0.0013(5) -0.0013(5) C6 0.0262(6) 0.0320(7) 0.0302(7) -0.0041(6) -0.0010(5) -0.0046(6) C7 0.0377(8) 0.0278(7) 0.0365(8) -0.0093(6) 0.0000(6) -0.0088(6) C8 0.0366(8) 0.0210(6) 0.0353(7) -0.0039(5) 0.0022(6) 0.0015(6) C9 0.0271(6) 0.0233(6) 0.0269(6) -0.0003(5) -0.0004(5) 0.0012(5) C10 0.0250(6) 0.0203(6) 0.0181(5) 0.0003(5) 0.0006(5) -0.0018(5) C11 0.0265(6) 0.0313(7) 0.0262(6) 0.0076(5) 0.0006(5) 0.0024(6) O1W 0.0356(6) 0.0324(5) 0.0366(6) -0.0022(5) -0.0086(4) -0.0043(5) O2W 0.0398(6) 0.0427(7) 0.0382(6) 0.0081(5) -0.0036(5) -0.0030(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O1 1.4863(10) . ? P1 O2 1.5469(10) . ? P1 O3 1.5638(11) . ? P1 C1 1.7853(13) . ? O2 H2O 0.87(2) . ? O3 H3O 0.83(2) . ? P2 O4 1.4993(10) . ? P2 O5 1.5402(10) . ? P2 O6 1.5454(11) . ? P2 C11 1.7935(14) . ? O5 H5O 0.79(2) . ? O6 H6O 0.76(2) . ? C1 C2 1.3745(18) . ? C1 C10 1.4339(17) . ? C2 C3 1.4087(19) . ? C2 H2 0.9300 . ? C3 C4 1.3621(19) . ? C3 H3 0.9300 . ? C4 C5 1.4343(18) . ? C4 C11 1.5092(18) . ? C5 C6 1.4169(18) . ? C5 C10 1.4260(18) . ? C6 C7 1.366(2) . ? C6 H6 0.9300 . ? C7 C8 1.399(2) . ? C7 H7 0.9300 . ? C8 C9 1.3645(19) . ? C8 H8 0.9300 . ? C9 C10 1.4183(18) . ? C9 H9 0.9300 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? O1W H1W1 0.76(2) . ? O1W H2W1 0.81(2) . ? O2W H1W2 0.80(2) . ? O2W H2W2 0.88(2) . ? 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 O1 P1 O2 112.71(6) . . ? O1 P1 O3 113.76(7) . . ? O2 P1 O3 105.20(6) . . ? O1 P1 C1 113.81(6) . . ? O2 P1 C1 106.65(6) . . ? O3 P1 C1 103.88(6) . . ? P1 O2 H2O 122.9(12) . . ? P1 O3 H3O 112.7(14) . . ? O4 P2 O5 114.17(6) . . ? O4 P2 O6 108.08(6) . . ? O5 P2 O6 109.16(6) . . ? O4 P2 C11 113.60(6) . . ? O5 P2 C11 102.81(6) . . ? O6 P2 C11 108.82(6) . . ? P2 O5 H5O 112.4(15) . . ? P2 O6 H6O 113.9(15) . . ? C2 C1 C10 119.57(12) . . ? C2 C1 P1 118.04(10) . . ? C10 C1 P1 122.34(10) . . ? C1 C2 C3 120.96(12) . . ? C1 C2 H2 119.5 . . ? C3 C2 H2 119.5 . . ? C4 C3 C2 121.26(13) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 119.62(12) . . ? C3 C4 C11 118.89(12) . . ? C5 C4 C11 121.44(12) . . ? C6 C5 C10 118.70(12) . . ? C6 C5 C4 121.93(12) . . ? C10 C5 C4 119.36(11) . . ? C7 C6 C5 121.00(13) . . ? C7 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? C6 C7 C8 120.37(13) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C9 C8 C7 120.38(13) . . ? C9 C8 H8 119.8 . . ? C7 C8 H8 119.8 . . ? C8 C9 C10 121.19(13) . . ? C8 C9 H9 119.4 . . ? C10 C9 H9 119.4 . . ? C9 C10 C5 118.33(11) . . ? C9 C10 C1 122.75(12) . . ? C5 C10 C1 118.92(11) . . ? C4 C11 P2 117.71(9) . . ? C4 C11 H11A 107.9 . . ? P2 C11 H11A 107.9 . . ? C4 C11 H11B 107.9 . . ? P2 C11 H11B 107.9 . . ? H11A C11 H11B 107.2 . . ? H1W1 O1W H2W1 100(2) . . ? H1W2 O2W H2W2 116(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 _geom_hbond_publ_flag O2 H2O O4 0.87(2) 1.63(2) 2.4942(14) 171(2) 4 y O3 H3O O1W 0.83(2) 1.81(2) 2.6353(16) 175(2) 5_665 y O5 H5O O2W 0.79(2) 1.79(2) 2.5671(16) 171(2) 3_455 y O6 H6O O1 0.76(2) 1.83(2) 2.5912(15) 177(2) 4 y O1W H1W1 O4 0.76(2) 2.02(2) 2.7532(15) 162(2) 7 y O1W H2W1 O1 0.81(2) 1.95(2) 2.7551(15) 176(2) 6_565 y O2W H1W2 O2 0.80(2) 2.07(2) 2.8558(16) 172(2) 1_545 y O2W H2W2 O1W 0.88(2) 1.98(2) 2.8489(18) 169(2) . y _diffrn_measured_fraction_theta_max 0.937 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.287 _refine_diff_density_min -0.259 _refine_diff_density_rms 0.049 #===END Compound_NDP(1,4C)hydr #===Compound_NDP(1,4C) data_NDP(1,4C) _database_code_depnum_ccdc_archive 'CCDC 895375' #TrackingRef '895373-895377.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H12 O6 P2' _chemical_formula_sum 'C11 H12 O6 P2' _chemical_formula_weight 302.15 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 16.2835(5) _cell_length_b 7.8798(2) _cell_length_c 19.1588(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2458.28(12) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 872 _cell_measurement_theta_min 3.06 _cell_measurement_theta_max 29.44 _exptl_crystal_description parallelepiped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 1.63 _exptl_crystal_density_diffrn 1.633 _exptl_crystal_density_method floatation _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 0.374 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.9067 _exptl_absorpt_correction_T_max 0.9452 _exptl_absorpt_process_details ; Oxford Diffraction Poland (2006). CrysAlis Red, Version 171.32.6, Wroc\/law, Poland ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'KUMA KM-4 with area CCD detector' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean '1024x1024 with blocks 2x2' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31447 _diffrn_reflns_av_R_equivalents 0.0612 _diffrn_reflns_av_sigmaI/netI 0.0468 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 29.44 _reflns_number_total 3243 _reflns_number_gt 2018 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; Oxford Diffraction Poland (2006). CrysAlis CCD, Version 171.32.6, Wroc\/law, Poland ; _computing_cell_refinement ; Oxford Diffraction Poland (2006). CrysAlis Red, Version 171.32.6, Wroc\/law, Poland ; _computing_data_reduction ; Oxford Diffraction Poland (2006). CrysAlis Red, Version 171.32.6, Wroc\/law, Poland ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Brandenburg & Putz (2006). Diamond 3.0. Crystal and Molecular Structure Visualisation, University of Bonn, Germany ; _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0750P)^2^] 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 3243 _refine_ls_number_parameters 176 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0973 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1271 _refine_ls_wR_factor_gt 0.1058 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.10063(4) -0.01809(9) 0.07214(3) 0.03388(19) Uani 1 1 d . . . O1 O 0.05955(10) 0.14094(19) 0.04796(7) 0.0363(4) Uani 1 1 d . . . O2 O 0.06036(15) -0.1734(2) 0.03921(10) 0.0658(6) Uani 1 1 d . . . H2O H 0.0175 -0.1450 0.0200 0.099 Uiso 1 1 calc R . . O3 O 0.19331(13) -0.0219(3) 0.05698(10) 0.0743(7) Uani 1 1 d . . . H3O H 0.2008 -0.0408 0.0154 0.111 Uiso 1 1 calc R . . P2 P 0.15432(4) 0.04976(7) 0.43849(3) 0.02676(17) Uani 1 1 d . . . O4 O 0.23175(10) -0.0486(2) 0.44121(8) 0.0399(4) Uani 1 1 d . . . O5 O 0.16234(10) 0.2272(2) 0.40498(8) 0.0409(4) Uani 1 1 d . . . H5O H 0.2037 0.2742 0.4199 0.061 Uiso 1 1 calc R . . O6 O 0.12194(11) 0.0703(2) 0.51408(7) 0.0387(4) Uani 1 1 d . . . H6O H 0.0994 0.1628 0.5181 0.058 Uiso 1 1 calc R . . C1 C 0.09685(13) -0.0383(3) 0.16455(10) 0.0277(5) Uani 1 1 d . . . C2 C 0.06837(14) 0.0964(3) 0.20120(11) 0.0336(5) Uani 1 1 d . . . H2 H 0.0519 0.1938 0.1776 0.040 Uiso 1 1 calc R . . C3 C 0.06327(14) 0.0914(3) 0.27430(10) 0.0340(5) Uani 1 1 d . . . H3 H 0.0432 0.1853 0.2983 0.041 Uiso 1 1 calc R . . C4 C 0.08714(13) -0.0482(3) 0.31055(10) 0.0281(5) Uani 1 1 d . . . C5 C 0.12001(13) -0.1914(3) 0.27506(10) 0.0277(5) Uani 1 1 d . . . C6 C 0.14703(15) -0.3379(3) 0.30911(11) 0.0380(6) Uani 1 1 d . . . H6 H 0.1453 -0.3419 0.3576 0.046 Uiso 1 1 calc R . . C7 C 0.17563(18) -0.4742(3) 0.27374(14) 0.0487(7) Uani 1 1 d . . . H7 H 0.1926 -0.5705 0.2979 0.058 Uiso 1 1 calc R . . C8 C 0.17967(17) -0.4702(3) 0.20120(13) 0.0442(7) Uani 1 1 d . . . H8 H 0.1996 -0.5640 0.1771 0.053 Uiso 1 1 calc R . . C9 C 0.15507(14) -0.3324(3) 0.16564(11) 0.0359(5) Uani 1 1 d . . . H9 H 0.1582 -0.3322 0.1172 0.043 Uiso 1 1 calc R . . C10 C 0.12436(13) -0.1872(3) 0.20070(10) 0.0277(5) Uani 1 1 d . . . C11 C 0.07500(14) -0.0471(3) 0.38920(10) 0.0323(5) Uani 1 1 d . . . H11A H 0.0691 -0.1635 0.4049 0.048 Uiso 1 1 calc R . . H11B H 0.0239 0.0111 0.3994 0.048 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 P1 0.0367(4) 0.0429(4) 0.0221(3) 0.0040(2) -0.0010(2) 0.0059(3) O1 0.0448(9) 0.0325(9) 0.0317(8) 0.0101(7) -0.0046(7) -0.0059(8) O2 0.0997(17) 0.0392(11) 0.0584(12) -0.0113(9) -0.0457(11) 0.0217(11) O3 0.0453(12) 0.135(2) 0.0424(11) 0.0315(13) 0.0143(9) 0.0206(13) P2 0.0333(3) 0.0254(3) 0.0216(3) -0.0027(2) -0.0008(2) 0.0015(2) O4 0.0416(10) 0.0465(11) 0.0317(8) -0.0135(7) -0.0059(7) 0.0124(8) O5 0.0558(11) 0.0346(10) 0.0324(9) 0.0056(7) -0.0120(8) -0.0143(8) O6 0.0592(11) 0.0334(10) 0.0235(8) -0.0013(7) 0.0021(7) 0.0098(8) C1 0.0310(11) 0.0305(12) 0.0215(9) 0.0022(9) 0.0003(8) -0.0008(10) C2 0.0424(13) 0.0305(12) 0.0279(11) 0.0025(9) -0.0071(10) 0.0057(11) C3 0.0401(13) 0.0331(13) 0.0288(11) -0.0044(10) -0.0020(10) 0.0080(11) C4 0.0302(11) 0.0339(13) 0.0201(9) -0.0026(9) -0.0009(8) -0.0025(10) C5 0.0289(11) 0.0320(12) 0.0221(10) 0.0004(9) -0.0028(8) -0.0009(10) C6 0.0475(15) 0.0381(14) 0.0283(11) 0.0086(10) -0.0031(10) 0.0033(12) C7 0.0642(18) 0.0377(15) 0.0442(14) 0.0116(12) -0.0068(13) 0.0104(13) C8 0.0576(17) 0.0327(13) 0.0423(14) -0.0009(11) 0.0018(12) 0.0178(12) C9 0.0444(14) 0.0349(13) 0.0285(11) -0.0035(10) 0.0010(10) 0.0077(11) C10 0.0293(11) 0.0283(12) 0.0253(10) 0.0018(9) 0.0003(9) 0.0018(10) C11 0.0356(13) 0.0381(14) 0.0233(10) -0.0002(9) 0.0022(9) -0.0045(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O1 1.4941(17) . ? P1 O2 1.5248(19) . ? P1 O3 1.537(2) . ? P1 C1 1.779(2) . ? O2 H2O 0.8200 . ? O3 H3O 0.8200 . ? P2 O4 1.4809(17) . ? P2 O5 1.5441(16) . ? P2 O6 1.5496(15) . ? P2 C11 1.773(2) . ? O5 H5O 0.8200 . ? O6 H6O 0.8200 . ? C1 C2 1.355(3) . ? C1 C10 1.434(3) . ? C2 C3 1.403(3) . ? C2 H2 0.9300 . ? C3 C4 1.358(3) . ? C3 H3 0.9300 . ? C4 C5 1.422(3) . ? C4 C11 1.520(3) . ? C5 C6 1.397(3) . ? C5 C10 1.427(3) . ? C6 C7 1.353(3) . ? C6 H6 0.9300 . ? C7 C8 1.392(3) . ? C7 H7 0.9300 . ? C8 C9 1.343(3) . ? C8 H8 0.9300 . ? C9 C10 1.418(3) . ? C9 H9 0.9300 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 P1 O2 110.62(10) . . ? O1 P1 O3 113.40(12) . . ? O2 P1 O3 109.18(14) . . ? O1 P1 C1 111.60(10) . . ? O2 P1 C1 108.98(11) . . ? O3 P1 C1 102.73(10) . . ? P1 O2 H2O 109.5 . . ? P1 O3 H3O 109.5 . . ? O4 P2 O5 114.62(10) . . ? O4 P2 O6 108.15(9) . . ? O5 P2 O6 108.83(9) . . ? O4 P2 C11 114.45(10) . . ? O5 P2 C11 103.29(10) . . ? O6 P2 C11 107.14(10) . . ? P2 O5 H5O 109.5 . . ? P2 O6 H6O 109.5 . . ? C2 C1 C10 119.84(19) . . ? C2 C1 P1 117.24(16) . . ? C10 C1 P1 122.89(16) . . ? C1 C2 C3 121.0(2) . . ? C1 C2 H2 119.5 . . ? C3 C2 H2 119.5 . . ? C4 C3 C2 121.1(2) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 120.41(19) . . ? C3 C4 C11 117.71(19) . . ? C5 C4 C11 121.86(19) . . ? C6 C5 C4 123.43(19) . . ? C6 C5 C10 118.0(2) . . ? C4 C5 C10 118.53(19) . . ? C7 C6 C5 122.0(2) . . ? C7 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? C6 C7 C8 119.9(2) . . ? C6 C7 H7 120.1 . . ? C8 C7 H7 120.1 . . ? C9 C8 C7 120.7(2) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C8 C9 C10 121.2(2) . . ? C8 C9 H9 119.4 . . ? C10 C9 H9 119.4 . . ? C9 C10 C5 118.14(19) . . ? C9 C10 C1 122.78(19) . . ? C5 C10 C1 119.07(19) . . ? C4 C11 P2 115.85(15) . . ? C4 C11 H11A 108.3 . . ? P2 C11 H11A 108.3 . . ? C4 C11 H11B 108.3 . . ? P2 C11 H11B 108.3 . . ? H11A C11 H11B 107.4 . . ? 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 H2O O1 0.82 1.81 2.582(2) 156.7 5 O3 H3O O4 0.82 1.93 2.592(2) 137.2 2_554 O5 H5O O4 0.82 1.79 2.565(2) 155.7 8_665 O6 H6O O1 0.82 1.77 2.575(2) 166.0 7_566 _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.478 _refine_diff_density_min -0.453 _refine_diff_density_rms 0.065 #===END Compound_La-NDP(1,4) #===Compound_La-NDP(1,4C) data_La-NDP(1,4C) _database_code_depnum_ccdc_archive 'CCDC 895376' #TrackingRef '895373-895377.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H35 La O19 P4, 2(H2 O)' _chemical_formula_sum 'C22 H39 La O21 P4' _chemical_formula_weight 902.32 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C m' _symmetry_space_group_name_Hall 'C -2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z' _cell_length_a 9.2113(2) _cell_length_b 26.5836(5) _cell_length_c 6.85560(10) _cell_angle_alpha 90.00 _cell_angle_beta 96.740(2) _cell_angle_gamma 90.00 _cell_volume 1667.13(5) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 862 _cell_measurement_theta_min 2.99 _cell_measurement_theta_max 29.40 _exptl_crystal_description parallelepiped _exptl_crystal_colour pink _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 1.795 _exptl_crystal_density_diffrn 1.798 _exptl_crystal_density_method floatation _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 1.560 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.5893 _exptl_absorpt_correction_T_max 0.8311 _exptl_absorpt_process_details ; Oxford Diffraction Poland (2006). CrysAlis Red, Version 171.32.6, Wroc\/law, Poland ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'KUMA KM-4 with area CCD detector' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean '1024x1024 with blocks 2x2' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11315 _diffrn_reflns_av_R_equivalents 0.0189 _diffrn_reflns_av_sigmaI/netI 0.0172 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 29.40 _reflns_number_total 3506 _reflns_number_gt 3464 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; Oxford Diffraction Poland (2006). CrysAlis CCD, Version 171.32.6, Wroc\/law, Poland ; _computing_cell_refinement ; Oxford Diffraction Poland (2006). CrysAlis Red, Version 171.32.6, Wroc\/law, Poland ; _computing_data_reduction ; Oxford Diffraction Poland (2006). CrysAlis Red, Version 171.32.6, Wroc\/law, Poland ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Brandenburg & Putz (2006). Diamond 3.0. Crystal and Molecular Structure Visualisation, University of Bonn, Germany ; _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0320P)^2^] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.001(6) _refine_ls_number_reflns 3506 _refine_ls_number_parameters 252 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0181 _refine_ls_R_factor_gt 0.0173 _refine_ls_wR_factor_ref 0.0417 _refine_ls_wR_factor_gt 0.0413 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.004 _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 La La 0.0021(5) 0.0000 0.0004(4) 0.01769(5) Uani 1 2 d SD . . O1W O 0.2652(6) 0.0000 0.1804(7) 0.0433(7) Uani 1 2 d SD . . H1O1 H 0.317(4) 0.0249(9) 0.204(6) 0.065 Uiso 1 1 d D . . O2W O 0.1506(5) 0.07338(8) -0.1209(5) 0.0350(4) Uani 1 1 d D . . H1O2 H 0.231(2) 0.0798(15) -0.061(5) 0.053 Uiso 1 1 d D . . H2O2 H 0.132(4) 0.0886(12) -0.225(3) 0.053 Uiso 1 1 d D . . O3W O -0.1727(5) -0.06363(7) -0.1805(5) 0.0362(4) Uani 1 1 d D . . H1O3 H -0.153(4) -0.0823(12) -0.269(4) 0.054 Uiso 1 1 d D . . H2O3 H -0.2622(8) -0.0650(15) -0.194(6) 0.054 Uiso 1 1 d D . . O4W O -0.2531(6) 0.0000 0.1308(6) 0.0314(5) Uani 1 2 d SD . . H1O4 H -0.284(4) -0.0259(8) 0.176(5) 0.047 Uiso 1 1 d D . . O5W O 0.0216 0.0000 -0.3849 0.0634(11) Uani 1 2 d SD . . H1O5 H 0.0845(6) 0.0197(2) -0.4129(10) 0.095 Uiso 1 1 d D . . P1 P 0.0132(5) 0.113270(19) 0.3572(4) 0.01918(11) Uani 1 1 d . . . O1 O 0.0145(5) 0.06238(6) 0.2638(5) 0.0270(3) Uani 1 1 d . . . O2 O -0.1174(5) 0.12103(8) 0.4739(5) 0.0259(4) Uani 1 1 d . . . O3 O 0.1488(5) 0.12221(9) 0.5113(5) 0.0290(5) Uani 1 1 d . . . H31 H 0.2223 0.1117 0.4679 0.044 Uiso 1 1 calc R . . P2 P -0.0056(5) 0.386904(19) 0.2686(4) 0.02057(12) Uani 1 1 d . . . O4 O -0.0871(5) 0.41020(7) 0.0845(5) 0.0351(4) Uani 1 1 d . . . O5 O -0.0899(5) 0.39610(7) 0.4443(5) 0.0332(4) Uani 1 1 d . . . O6 O 0.1467(5) 0.41078(6) 0.3028(5) 0.0300(4) Uani 1 1 d . . . H61 H 0.2028 0.3916 0.3682 0.045 Uiso 1 1 calc R . . C1 C 0.0162(6) 0.21387(9) 0.1956(6) 0.0273(5) Uani 1 1 d . . . C2 C -0.0464(6) 0.23578(9) 0.3444(6) 0.0395(7) Uani 1 1 d . . . H2 H -0.0874 0.2156 0.4343 0.047 Uiso 1 1 calc R . . C3 C -0.0506(6) 0.28872(9) 0.3654(6) 0.0344(6) Uani 1 1 d . . . H3 H -0.0944 0.3026 0.4685 0.041 Uiso 1 1 calc R . . C4 C 0.0085(5) 0.31991(8) 0.2374(6) 0.0225(4) Uani 1 1 d . . . C5 C 0.0769(5) 0.29837(8) 0.0793(5) 0.0237(4) Uani 1 1 d . . . C6 C 0.1418(6) 0.32800(10) -0.0582(6) 0.0372(6) Uani 1 1 d . . . H6 H 0.1419 0.3628 -0.0452 0.045 Uiso 1 1 calc R . . C7 C 0.2040(7) 0.30699(12) -0.2086(7) 0.0526(8) Uani 1 1 d . . . H7 H 0.2474 0.3274 -0.2956 0.063 Uiso 1 1 calc R . . C8 C 0.2028(6) 0.25474(12) -0.2330(7) 0.0531(9) Uani 1 1 d . . . H8 H 0.2428 0.2405 -0.3385 0.064 Uiso 1 1 calc R . . C9 C 0.1433(6) 0.22467(11) -0.1025(6) 0.0402(7) Uani 1 1 d . . . H9 H 0.1449 0.1900 -0.1192 0.048 Uiso 1 1 calc R . . C10 C 0.0788(5) 0.24503(8) 0.0582(6) 0.0248(5) Uani 1 1 d . . . C11 C 0.0172(6) 0.15771(9) 0.1635(6) 0.0380(6) Uani 1 1 d . . . H10 H 0.1040 0.1503 0.1010 0.057 Uiso 1 1 calc R . . H11 H -0.0659 0.1502 0.0675 0.057 Uiso 1 1 calc R . . O6W O 0.0260(5) 0.44882(8) -0.2335(5) 0.0374(4) Uani 1 1 d . . . H1O6 H -0.009(5) 0.4378(17) -0.317(6) 0.056 Uiso 1 1 d . . . H2O6 H -0.021(4) 0.4387(15) -0.124(6) 0.056 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La 0.01895(7) 0.01354(7) 0.02048(7) 0.000 0.00189(5) 0.000 O1W 0.0239(13) 0.0227(12) 0.080(2) 0.000 -0.0096(13) 0.000 O2W 0.0297(9) 0.0449(11) 0.0291(9) 0.0087(8) -0.0024(7) -0.0112(8) O3W 0.0292(9) 0.0397(10) 0.0398(10) -0.0183(8) 0.0043(8) -0.0067(8) O4W 0.0302(13) 0.0211(11) 0.0462(16) 0.000 0.0181(11) 0.000 O5W 0.136(4) 0.0281(14) 0.0292(16) 0.000 0.0225(19) 0.000 P1 0.0253(3) 0.0137(2) 0.0184(3) -0.00051(19) 0.0024(2) -0.00110(18) O1 0.0403(9) 0.0142(7) 0.0271(9) -0.0018(6) 0.0070(7) 0.0005(6) O2 0.0229(9) 0.0256(10) 0.0301(10) -0.0037(8) 0.0075(8) -0.0002(7) O3 0.0206(9) 0.0431(13) 0.0235(9) -0.0065(9) 0.0025(8) -0.0025(8) P2 0.0205(3) 0.0142(2) 0.0269(3) -0.0003(2) 0.0021(2) 0.00143(18) O4 0.0275(9) 0.0315(9) 0.0436(11) 0.0100(8) -0.0069(8) 0.0053(7) O5 0.0245(8) 0.0298(9) 0.0476(11) -0.0151(8) 0.0137(8) -0.0035(7) O6 0.0207(8) 0.0210(8) 0.0477(11) 0.0048(7) 0.0013(7) -0.0021(6) C1 0.0405(13) 0.0156(10) 0.0267(12) 0.0015(8) 0.0078(10) 0.0019(9) C2 0.068(2) 0.0202(11) 0.0357(14) 0.0022(10) 0.0286(14) -0.0051(11) C3 0.0532(16) 0.0199(11) 0.0352(13) -0.0024(10) 0.0264(12) -0.0019(10) C4 0.0238(10) 0.0163(9) 0.0282(11) 0.0012(8) 0.0060(9) 0.0002(7) C5 0.0276(11) 0.0188(10) 0.0257(11) 0.0019(8) 0.0079(9) 0.0004(8) C6 0.0539(17) 0.0224(11) 0.0397(15) 0.0008(10) 0.0233(13) -0.0042(10) C7 0.080(2) 0.0367(15) 0.0492(18) 0.0016(13) 0.0428(17) -0.0088(14) C8 0.081(2) 0.0358(15) 0.0521(19) -0.0043(14) 0.0475(18) -0.0042(15) C9 0.0580(19) 0.0266(13) 0.0403(15) -0.0035(11) 0.0242(14) 0.0020(11) C10 0.0317(12) 0.0196(10) 0.0238(11) 0.0016(9) 0.0052(9) 0.0023(8) C11 0.078(2) 0.0146(10) 0.0229(12) 0.0018(9) 0.0139(12) 0.0021(11) O6W 0.0375(11) 0.0424(11) 0.0321(11) -0.0026(8) 0.0038(8) -0.0065(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La O1 2.4445(16) . ? La O1 2.4445(16) 2 ? La O3W 2.5538(17) . ? La O3W 2.5538(17) 2 ? La O2W 2.5761(18) 2 ? La O2W 2.5761(18) . ? La O1W 2.588(3) . ? La O4W 2.611(3) . ? La O5W 2.669(3) . ? O1W H1O1 0.819(5) . ? O2W H1O2 0.819(5) . ? O2W H2O2 0.820(5) . ? O3W H1O3 0.819(5) . ? O3W H2O3 0.819(5) . ? O4W H1O4 0.821(5) . ? O5W H1O5 0.82000(10) . ? P1 O1 1.4975(16) . ? P1 O2 1.535(6) . ? P1 O3 1.556(6) . ? P1 C11 1.781(2) . ? O3 H31 0.8200 . ? P2 O4 1.522(4) . ? P2 O5 1.528(5) . ? P2 O6 1.533(6) . ? P2 C4 1.800(2) . ? O6 H61 0.8200 . ? C1 C2 1.361(4) . ? C1 C10 1.426(3) . ? C1 C11 1.509(3) . ? C2 C3 1.416(3) . ? C2 H2 0.9300 . ? C3 C4 1.366(3) . ? C3 H3 0.9300 . ? C4 C5 1.435(3) . ? C5 C6 1.414(3) . ? C5 C10 1.426(3) . ? C6 C7 1.357(4) . ? C6 H6 0.9300 . ? C7 C8 1.399(4) . ? C7 H7 0.9300 . ? C8 C9 1.362(4) . ? C8 H8 0.9300 . ? C9 C10 1.419(4) . ? C9 H9 0.9300 . ? C11 H10 0.9700 . ? C11 H11 0.9700 . ? O6W H1O6 0.69(4) . ? O6W H2O6 0.95(4) . ? 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 O1 La O1 85.43(8) . 2 ? O1 La O3W 141.3(2) . . ? O1 La O3W 83.19(6) 2 . ? O1 La O3W 83.19(6) . 2 ? O1 La O3W 141.3(2) 2 2 ? O3W La O3W 82.96(9) . 2 ? O1 La O2W 140.50(6) . 2 ? O1 La O2W 75.18(6) 2 2 ? O3W La O2W 70.75(6) . 2 ? O3W La O2W 132.32(15) 2 2 ? O1 La O2W 75.18(6) . . ? O1 La O2W 140.50(6) 2 . ? O3W La O2W 132.32(15) . . ? O3W La O2W 70.75(6) 2 . ? O2W La O2W 98.44(10) 2 . ? O1 La O1W 71.80(16) . . ? O1 La O1W 71.80(16) 2 . ? O3W La O1W 137.18(11) . . ? O3W La O1W 137.18(11) 2 . ? O2W La O1W 69.56(15) 2 . ? O2W La O1W 69.56(15) . . ? O1 La O4W 73.32(16) . . ? O1 La O4W 73.32(16) 2 . ? O3W La O4W 67.96(15) . . ? O3W La O4W 67.96(15) 2 . ? O2W La O4W 130.09(12) 2 . ? O2W La O4W 130.09(12) . . ? O1W La O4W 131.84(11) . . ? O1 La O5W 136.76(4) . . ? O1 La O5W 136.76(4) 2 . ? O3W La O5W 68.37(8) . . ? O3W La O5W 68.37(8) 2 . ? O2W La O5W 65.19(7) 2 . ? O2W La O5W 65.19(7) . . ? O1W La O5W 107.70(13) . . ? O4W La O5W 120.46(11) . . ? La O1W H1O1 126(3) . . ? La O2W H1O2 118(3) . . ? La O2W H2O2 126(3) . . ? H1O2 O2W H2O2 115(4) . . ? La O3W H1O3 126(3) . . ? La O3W H2O3 131(3) . . ? H1O3 O3W H2O3 101(4) . . ? La O4W H1O4 120(3) . . ? La O5W H1O5 111.3(5) . . ? O1 P1 O2 113.0(3) . . ? O1 P1 O3 112.5(3) . . ? O2 P1 O3 104.0(3) . . ? O1 P1 C11 106.15(11) . . ? O2 P1 C11 112.7(3) . . ? O3 P1 C11 108.6(3) . . ? P1 O1 La 157.95(10) . . ? P1 O3 H31 109.5 . . ? O4 P2 O5 110.0(3) . . ? O4 P2 O6 108.18(10) . . ? O5 P2 O6 110.73(11) . . ? O4 P2 C4 109.83(11) . . ? O5 P2 C4 107.60(11) . . ? O6 P2 C4 110.5(3) . . ? P2 O6 H61 109.5 . . ? C2 C1 C10 119.1(2) . . ? C2 C1 C11 122.9(2) . . ? C10 C1 C11 117.9(2) . . ? C1 C2 C3 121.4(2) . . ? C1 C2 H2 119.3 . . ? C3 C2 H2 119.3 . . ? C4 C3 C2 121.4(2) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C3 C4 C5 119.1(2) . . ? C3 C4 P2 118.97(19) . . ? C5 C4 P2 121.91(17) . . ? C6 C5 C10 118.4(2) . . ? C6 C5 C4 122.6(2) . . ? C10 C5 C4 119.0(2) . . ? C7 C6 C5 121.8(2) . . ? C7 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? C6 C7 C8 120.1(3) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C9 C8 C7 120.2(3) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C8 C9 C10 121.6(3) . . ? C8 C9 H9 119.2 . . ? C10 C9 H9 119.2 . . ? C9 C10 C5 118.0(2) . . ? C9 C10 C1 122.0(2) . . ? C5 C10 C1 120.0(2) . . ? C1 C11 P1 123.10(18) . . ? C1 C11 H10 106.6 . . ? P1 C11 H10 106.6 . . ? C1 C11 H11 106.6 . . ? P1 C11 H11 106.6 . . ? H10 C11 H11 106.5 . . ? H1O6 O6W H2O6 108(4) . . ? 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 H1O1 O4 0.819(5) 2.15(2) 2.862(3) 146(4) 4 O2W H1O2 O4 0.819(5) 1.868(6) 2.686(2) 176(4) 4 O2W H2O2 O3 0.820(5) 2.039(12) 2.834(3) 163(4) 1_554 O3W H1O3 O2 0.819(5) 2.102(9) 2.913(3) 171(4) 2_554 O3W H2O3 O6W 0.819(5) 1.973(11) 2.776(3) 167(4) 3_445 O4W H1O4 O6 0.821(5) 2.031(6) 2.850(2) 177(4) 3_445 O5W H1O5 O1 0.82 2.506(6) 2.918(3) 112.3(5) 1_554 O6 H61 O2 0.82 1.76 2.493(3) 147.7 4 O3 H31 O5 0.82 1.77 2.550(3) 158.7 4 O6W H2O6 O4 0.95(4) 1.79(4) 2.725(3) 170(4) . O6W H1O6 O5 0.69(4) 2.04(5) 2.725(3) 171(5) 1_554 _diffrn_measured_fraction_theta_max 0.934 _diffrn_reflns_theta_full 28.50 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.354 _refine_diff_density_min -0.312 _refine_diff_density_rms 0.062 #===END Compound_La-NDP(1,4C) # Attachment '895373-895377.txt' # Compound_NDP(1,4)hydr data_NDP(1,4)hydr _database_code_depnum_ccdc_archive 'CCDC 895377' #TrackingRef '895373-895377.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H10 O6 P2, 2(H2 O)' _chemical_formula_sum 'C10 H14 O8 P2' _chemical_formula_weight 324.15 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 23.267(4) _cell_length_b 4.886(1) _cell_length_c 12.329(2) _cell_angle_alpha 90.00 _cell_angle_beta 93.18(1) _cell_angle_gamma 90.00 _cell_volume 1399.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 832 _cell_measurement_theta_min 3.31 _cell_measurement_theta_max 29.48 _exptl_crystal_description parallelepiped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas 1.53 _exptl_crystal_density_diffrn 1.539 _exptl_crystal_density_method floatation _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 0.344 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.8921 _exptl_absorpt_correction_T_max 0.9378 _exptl_absorpt_process_details ; Oxford Diffraction Poland (2008). CrysAlis Red, Version 171.32.6 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'KUMA KM-4 with CCD detector' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean '1024x1024 with blocks 2x2' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11572 _diffrn_reflns_av_R_equivalents 0.0446 _diffrn_reflns_av_sigmaI/netI 0.0680 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 29.48 _reflns_number_total 3577 _reflns_number_gt 2027 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; Oxford Diffraction Poland (2008). CrysAlis CCD, Version 171.32.6 ; _computing_cell_refinement ; Oxford Diffraction Poland (2008). CrysAlis Red, Version 171.32.6 ; _computing_data_reduction ; Oxford Diffraction Poland (2008). CrysAlis Red, Version 171.32.6 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Brandenburg & Putz (2006). Diamond 3.0. Crystal and Molecular Structure Visualisation, University of Bonn, Germany ; _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0427P)^2^] 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 3577 _refine_ls_number_parameters 205 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1113 _refine_ls_R_factor_gt 0.0441 _refine_ls_wR_factor_ref 0.0947 _refine_ls_wR_factor_gt 0.0783 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.001 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 P1 P 0.11389(2) 0.29700(11) 0.02181(5) 0.03383(17) Uani 1 1 d . . . O1 O 0.08919(6) 0.5597(3) 0.05846(12) 0.0434(4) Uani 1 1 d . . . O2 O 0.09002(7) 0.2009(3) -0.09098(13) 0.0476(4) Uani 1 1 d . . . H2O H 0.0634(11) 0.290(5) -0.124(2) 0.071 Uiso 1 1 d . . . O3 O 0.10198(8) 0.0708(3) 0.10526(15) 0.0454(4) Uani 1 1 d . . . H3O H 0.1022(12) -0.067(5) 0.091(2) 0.068 Uiso 1 1 d . . . P2 P 0.38834(2) 0.32134(11) 0.00174(5) 0.03445(17) Uani 1 1 d . . . O4 O 0.41482(6) 0.5862(3) 0.03748(13) 0.0453(4) Uani 1 1 d . . . O5 O 0.41025(7) 0.0964(3) 0.08161(13) 0.0454(4) Uani 1 1 d . . . H5O H 0.4100(11) -0.056(5) 0.060(2) 0.068 Uiso 1 1 d . . . O6 O 0.40071(7) 0.2366(3) -0.11507(13) 0.0475(4) Uani 1 1 d . . . H6O H 0.4320(11) 0.286(5) -0.138(2) 0.071 Uiso 1 1 d . . . C1 C 0.19048(8) 0.3154(4) 0.01256(15) 0.0271(4) Uani 1 1 d . . . C2 C 0.22481(9) 0.1493(4) 0.07701(16) 0.0329(5) Uani 1 1 d . . . H2 H 0.2080 0.0307 0.1251 0.039 Uiso 1 1 calc R . . C3 C 0.28495(9) 0.1532(4) 0.07243(16) 0.0323(5) Uani 1 1 d . . . H3 H 0.3072 0.0375 0.1175 0.039 Uiso 1 1 calc R . . C4 C 0.31125(8) 0.3236(4) 0.00314(15) 0.0279(5) Uani 1 1 d . . . C5 C 0.27709(8) 0.5051(4) -0.06690(15) 0.0263(4) Uani 1 1 d . . . C6 C 0.30135(9) 0.6898(4) -0.13908(16) 0.0346(5) Uani 1 1 d . . . H6 H 0.3411 0.6950 -0.1431 0.042 Uiso 1 1 calc R . . C7 C 0.26813(10) 0.8613(4) -0.20331(16) 0.0382(5) Uani 1 1 d . . . H7 H 0.2852 0.9821 -0.2501 0.046 Uiso 1 1 calc R . . C8 C 0.20834(10) 0.8549(4) -0.19852(16) 0.0381(6) Uani 1 1 d . . . H8 H 0.1857 0.9724 -0.2422 0.046 Uiso 1 1 calc R . . C9 C 0.18289(9) 0.6789(4) -0.13073(16) 0.0324(5) Uani 1 1 d . . . H9 H 0.1430 0.6760 -0.1294 0.039 Uiso 1 1 calc R . . C10 C 0.21604(8) 0.4994(4) -0.06195(15) 0.0264(5) Uani 1 1 d . . . O7 O 0.50324(7) 0.6163(4) 0.19270(14) 0.0447(4) Uani 1 1 d . . . H71 H 0.5044(10) 0.455(5) 0.226(2) 0.067 Uiso 1 1 d . . . H72 H 0.4782(11) 0.585(5) 0.151(2) 0.067 Uiso 1 1 d . . . O8 O 0.00054(7) 0.0922(4) 0.30972(14) 0.0448(4) Uani 1 1 d . . . H81 H -0.0268(11) 0.072(5) 0.350(2) 0.067 Uiso 1 1 d . . . H82 H 0.0033(10) -0.061(5) 0.273(2) 0.067 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0347(3) 0.0233(3) 0.0443(4) -0.0055(3) 0.0090(3) -0.0008(3) O1 0.0453(9) 0.0229(8) 0.0640(11) -0.0052(7) 0.0202(8) 0.0002(7) O2 0.0413(9) 0.0454(10) 0.0550(10) -0.0161(8) -0.0078(8) 0.0085(8) O3 0.0559(10) 0.0250(8) 0.0571(11) -0.0003(9) 0.0194(8) -0.0085(8) P2 0.0334(3) 0.0230(3) 0.0463(4) -0.0059(3) -0.0040(3) 0.0006(3) O4 0.0419(9) 0.0238(8) 0.0682(11) -0.0062(8) -0.0141(8) -0.0002(7) O5 0.0500(9) 0.0247(8) 0.0595(11) -0.0047(8) -0.0151(8) 0.0066(8) O6 0.0382(9) 0.0509(10) 0.0542(11) -0.0124(9) 0.0102(8) -0.0063(8) C1 0.0327(11) 0.0200(10) 0.0286(11) -0.0035(9) 0.0018(9) 0.0006(9) C2 0.0436(13) 0.0262(11) 0.0295(12) 0.0017(9) 0.0071(10) -0.0034(10) C3 0.0404(12) 0.0273(12) 0.0290(12) 0.0000(10) -0.0018(9) 0.0046(10) C4 0.0324(11) 0.0230(10) 0.0279(11) -0.0046(10) -0.0007(9) 0.0002(9) C5 0.0359(12) 0.0180(9) 0.0251(11) -0.0005(8) 0.0031(9) -0.0013(9) C6 0.0403(12) 0.0287(11) 0.0351(12) -0.0009(11) 0.0038(10) -0.0031(10) C7 0.0597(15) 0.0256(12) 0.0299(12) 0.0038(10) 0.0068(11) -0.0050(11) C8 0.0555(15) 0.0287(12) 0.0299(12) 0.0041(10) -0.0005(11) 0.0067(11) C9 0.0386(12) 0.0269(11) 0.0317(12) -0.0025(10) 0.0007(9) 0.0046(10) C10 0.0352(12) 0.0184(10) 0.0257(11) -0.0028(9) 0.0011(9) 0.0018(9) O7 0.0392(10) 0.0455(10) 0.0484(11) 0.0058(8) -0.0058(7) -0.0043(8) O8 0.0409(10) 0.0460(10) 0.0485(11) -0.0061(8) 0.0119(7) -0.0060(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O1 1.4867(14) . ? P1 O2 1.5417(16) . ? P1 O3 1.5456(17) . ? P1 C1 1.794(2) . ? O2 H2O 0.84(2) . ? O3 H3O 0.70(2) . ? P2 O4 1.4892(14) . ? P2 O6 1.5408(17) . ? P2 O5 1.5435(16) . ? P2 C4 1.795(2) . ? O5 H5O 0.79(2) . ? O6 H6O 0.83(2) . ? C1 C2 1.363(3) . ? C1 C10 1.438(3) . ? C2 C3 1.404(3) . ? C2 H2 0.9300 . ? C3 C4 1.362(3) . ? C3 H3 0.9300 . ? C4 C5 1.445(3) . ? C5 C6 1.407(3) . ? C5 C10 1.426(3) . ? C6 C7 1.363(3) . ? C6 H6 0.9300 . ? C7 C8 1.396(3) . ? C7 H7 0.9300 . ? C8 C9 1.358(3) . ? C8 H8 0.9300 . ? C9 C10 1.418(3) . ? C9 H9 0.9300 . ? O7 H71 0.89(3) . ? O7 H72 0.77(2) . ? O8 H81 0.84(2) . ? O8 H82 0.88(3) . ? 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 O1 P1 O2 114.28(9) . . ? O1 P1 O3 109.17(9) . . ? O2 P1 O3 108.28(9) . . ? O1 P1 C1 112.21(9) . . ? O2 P1 C1 105.50(9) . . ? O3 P1 C1 107.07(10) . . ? P1 O2 H2O 119.8(17) . . ? P1 O3 H3O 121(2) . . ? O4 P2 O6 114.47(10) . . ? O4 P2 O5 108.26(9) . . ? O6 P2 O5 109.44(9) . . ? O4 P2 C4 112.90(9) . . ? O6 P2 C4 104.44(9) . . ? O5 P2 C4 107.05(10) . . ? P2 O5 H5O 117.4(19) . . ? P2 O6 H6O 116.7(18) . . ? C2 C1 C10 119.69(18) . . ? C2 C1 P1 119.01(15) . . ? C10 C1 P1 121.30(14) . . ? C1 C2 C3 121.44(19) . . ? C1 C2 H2 119.3 . . ? C3 C2 H2 119.3 . . ? C4 C3 C2 121.14(19) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 119.90(18) . . ? C3 C4 P2 119.10(15) . . ? C5 C4 P2 121.00(15) . . ? C6 C5 C10 118.36(18) . . ? C6 C5 C4 123.02(18) . . ? C10 C5 C4 118.62(17) . . ? C7 C6 C5 121.8(2) . . ? C7 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? C6 C7 C8 119.7(2) . . ? C6 C7 H7 120.1 . . ? C8 C7 H7 120.1 . . ? C9 C8 C7 120.65(19) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C8 C9 C10 121.23(19) . . ? C8 C9 H9 119.4 . . ? C10 C9 H9 119.4 . . ? C9 C10 C5 118.22(18) . . ? C9 C10 C1 122.57(18) . . ? C5 C10 C1 119.21(17) . . ? H71 O7 H72 98(2) . . ? H81 O8 H82 107(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 O2 H2O O8 0.84(2) 1.73(2) 2.564(2) 168(3) 4_565 O3 H3O O1 0.70(2) 1.89(2) 2.577(2) 170(3) 1_545 O5 H5O O4 0.79(2) 1.77(2) 2.5550(19) 169(3) 1_545 O6 H6O O7 0.83(2) 1.75(3) 2.581(2) 177(3) 3_665 O7 H71 O7 0.89(3) 1.94(3) 2.8303(18) 172(2) 2_645 O7 H72 O4 0.77(2) 1.98(3) 2.735(2) 168(3) . O8 H81 O1 0.84(2) 1.89(3) 2.721(2) 175(3) 2_545 O8 H82 O8 0.88(3) 1.98(3) 2.8519(18) 173(2) 2_545 _diffrn_measured_fraction_theta_max 0.920 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.367 _refine_diff_density_min -0.341 _refine_diff_density_rms 0.058