#------------------------------------------------------------------------------ #$Date: 2016-02-19 22:18:51 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176760 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/30/2013076.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2013076 loop_ _publ_author_name 'Gossman, William L.' 'Wilson, Scott R.' 'Oldfield, Eric' _publ_section_title ; Monosodium [1-hydroxy-2-(1H-imidazol-3-ium-4-yl)ethane-1,1-diyl]bis(phosphonate) tetrahydrate (monosodium isozoledronate) ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m599 _journal_page_last m600 _journal_paper_doi 10.1107/S0108270102019522 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac 'Na (C5 H9 N2 O7 P2) , 4H2 O' _chemical_formula_moiety 'Na + , C5 H9 N2 O7 P2 - , 4H2 O' _chemical_formula_sum 'C5 H17 N2 Na O11 P2' _chemical_formula_weight 366.14 _chemical_name_common 'Isozoledronate monosodium' _chemical_name_systematic ;Monosodium [1-hydroxy-2-(1H-imidazol-3-ium-4-yl)ethane-1,1-diyl]bis(phosphonate) tetrahydrate ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 84.075(4) _cell_angle_beta 82.803(5) _cell_angle_gamma 85.776(5) _cell_formula_units_Z 2 _cell_length_a 6.6664(19) _cell_length_b 6.6765(19) _cell_length_c 15.5711(18) _cell_measurement_reflns_used 864 _cell_measurement_temperature 193(2) _cell_measurement_theta_max 28.1 _cell_measurement_theta_min 2.6 _cell_volume 682.6(3) _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_collection 'SMART (Bruker, 2001)' _computing_data_reduction SAINT _computing_molecular_graphics SHELXTL _computing_publication_material 'CIFTAB in SHELXL97 (Sheldrick, 2001)' _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Bruker, 2001)' _diffrn_ambient_temperature 193(2) _diffrn_measured_fraction_theta_full 0.884 _diffrn_measured_fraction_theta_max 0.884 _diffrn_measurement_device 'Siemens Platform CCD area-detector' _diffrn_measurement_method 'profile data from \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.000 _diffrn_reflns_av_sigmaI/netI 0.025 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3252 _diffrn_reflns_theta_full 25.39 _diffrn_reflns_theta_max 25.39 _diffrn_reflns_theta_min 2.65 _diffrn_standards_decay_% 0.3 _diffrn_standards_interval_time 399 _diffrn_standards_number 118 _exptl_absorpt_coefficient_mu 0.410 _exptl_absorpt_correction_T_max 0.960 _exptl_absorpt_correction_T_min 0.915 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SAINT and SADABS; Bruker, 2001)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.781 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 380 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.28 _refine_diff_density_min -0.27 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 259 _refine_ls_number_reflns 3252 _refine_ls_number_restraints 20 _refine_ls_restrained_S_all 1.034 _refine_ls_R_factor_all 0.038 _refine_ls_R_factor_gt 0.029 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0460P)^2^+0.0847P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.074 _refine_ls_wR_factor_ref 0.077 _reflns_number_gt 2769 _reflns_number_total 3252 _reflns_threshold_expression I>2\s(I) _cod_data_source_file gg1144.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_sg_symbol_H-M 'P -1 ' _cod_database_code 2013076 _cod_database_fobs_code 2013076 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol N1 1.1410(2) 0.2747(2) 0.10652(10) 0.0164(4) Uani d D 1 . . N H1 1.194(3) 0.286(3) 0.1536(12) 0.030(6) Uiso d D 1 . . H C2 1.2389(3) 0.2330(3) 0.03025(13) 0.0186(4) Uani d D 1 . . C H2 1.382(2) 0.220(3) 0.0173(13) 0.022(6) Uiso d D 1 . . H N3 1.1050(3) 0.2244(3) -0.02430(10) 0.0174(4) Uani d D 1 . . N H3 1.130(4) 0.194(4) -0.0769(11) 0.039(7) Uiso d D 1 . . H C4 0.9146(3) 0.2604(3) 0.01783(12) 0.0164(4) Uani d D 1 . . C H4 0.796(3) 0.264(3) -0.0086(12) 0.023(6) Uiso d D 1 . . H C5 0.9349(3) 0.2899(3) 0.10087(12) 0.0140(4) Uani d . 1 . . C C6 0.7764(3) 0.3262(3) 0.17512(12) 0.0163(4) Uani d D 1 . . C H6A 0.833(3) 0.384(3) 0.2223(12) 0.023(6) Uiso d D 1 . . H H6B 0.677(3) 0.423(3) 0.1499(12) 0.013(5) Uiso d D 1 . . H C7 0.6660(3) 0.1333(3) 0.21377(11) 0.0132(4) Uani d . 1 . . C Na1 0.83701(12) 0.21278(12) 0.44202(5) 0.0207(2) Uani d . 1 . . Na O1 0.5836(2) 0.0608(2) 0.14323(8) 0.0164(3) Uani d . 1 . . O H1A 0.513(4) -0.040(4) 0.1605(18) 0.045(8) Uiso d . 1 . . H O2 0.96870(19) 0.0481(2) 0.31484(8) 0.0189(3) Uani d . 1 . . O O3 0.9747(2) -0.1488(2) 0.18177(8) 0.0196(3) Uani d . 1 . . O O4 0.7222(2) -0.2211(2) 0.31403(9) 0.0201(3) Uani d D 1 . . O H4A 0.799(4) -0.325(3) 0.3184(18) 0.057(9) Uiso d D 1 . . H O6 0.31938(19) 0.3641(2) 0.24684(8) 0.0157(3) Uani d . 1 . . O O5 0.53436(19) 0.2770(2) 0.37243(8) 0.0189(3) Uani d . 1 . . O O7 0.3417(2) 0.0112(2) 0.32022(9) 0.0186(3) Uani d D 1 . . O H7A 0.218(3) 0.025(4) 0.3183(17) 0.046(8) Uiso d D 1 . . H O8 1.2015(3) 0.1361(2) 0.50374(10) 0.0299(4) Uani d D 1 . . O H8A 1.233(5) 0.171(5) 0.5510(14) 0.077(11) Uiso d D 1 . . H H8B 1.298(4) 0.183(5) 0.4692(17) 0.080(12) Uiso d D 1 . . H O9 0.6735(2) 0.3534(2) 0.57010(9) 0.0230(3) Uani d D 1 . . O H9A 0.636(4) 0.261(3) 0.6055(15) 0.044(8) Uiso d D 1 . . H H9B 0.605(4) 0.457(3) 0.5829(16) 0.045(8) Uiso d D 1 . . H O10 0.9998(2) 0.4954(2) 0.36354(9) 0.0193(3) Uani d D 1 . . O H10A 1.074(3) 0.546(4) 0.3934(14) 0.043(8) Uiso d D 1 . . H H10B 1.079(3) 0.451(4) 0.3218(13) 0.044(8) Uiso d D 1 . . H O11 1.3723(2) -0.2652(2) 0.14860(10) 0.0217(3) Uani d D 1 . . O H11A 1.249(3) -0.225(5) 0.153(2) 0.076(12) Uiso d D 1 . . H H11B 1.375(4) -0.372(3) 0.1817(14) 0.039(8) Uiso d D 1 . . H P1 0.85337(7) -0.05516(8) 0.25666(3) 0.01313(13) Uani d . 1 . . P P2 0.45611(7) 0.20966(7) 0.29463(3) 0.01322(13) Uani d . 1 . . 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N1 0.0145(8) 0.0214(9) 0.0136(8) -0.0015(7) -0.0030(7) -0.0013(7) C2 0.0152(11) 0.0194(11) 0.0199(10) 0.0006(8) 0.0016(8) -0.0015(8) N3 0.0211(9) 0.0176(9) 0.0127(8) -0.0012(7) 0.0015(7) -0.0019(7) C4 0.0157(10) 0.0160(10) 0.0177(10) -0.0031(8) -0.0034(8) 0.0007(8) C5 0.0148(10) 0.0109(9) 0.0162(9) -0.0031(7) -0.0021(7) 0.0009(7) C6 0.0182(11) 0.0148(10) 0.0154(10) -0.0006(8) 0.0000(8) -0.0017(8) C7 0.0116(9) 0.0161(10) 0.0121(9) -0.0002(7) -0.0018(7) -0.0031(7) Na1 0.0218(4) 0.0215(5) 0.0187(4) -0.0011(3) -0.0017(3) -0.0025(3) O1 0.0170(7) 0.0201(8) 0.0130(7) -0.0034(6) -0.0033(5) -0.0018(6) O2 0.0143(7) 0.0239(8) 0.0196(7) 0.0010(6) -0.0044(6) -0.0061(6) O3 0.0175(7) 0.0236(8) 0.0167(7) 0.0052(6) 0.0000(6) -0.0050(6) O4 0.0171(7) 0.0160(8) 0.0246(8) 0.0006(6) 0.0023(6) 0.0040(6) O6 0.0138(7) 0.0175(7) 0.0152(7) 0.0016(5) -0.0008(5) -0.0015(5) O5 0.0156(7) 0.0252(8) 0.0160(7) 0.0023(6) -0.0024(5) -0.0054(6) O7 0.0107(7) 0.0193(7) 0.0245(7) -0.0005(6) -0.0019(6) 0.0036(6) O8 0.0413(10) 0.0300(9) 0.0174(8) -0.0060(8) 0.0015(8) -0.0010(7) O9 0.0270(9) 0.0183(9) 0.0223(8) -0.0007(7) 0.0013(6) -0.0014(7) O10 0.0172(8) 0.0198(8) 0.0209(8) 0.0018(6) -0.0026(6) -0.0037(6) O11 0.0173(8) 0.0199(8) 0.0269(8) -0.0017(6) -0.0014(6) 0.0015(7) P1 0.0112(3) 0.0151(3) 0.0128(2) 0.00070(19) -0.00098(19) -0.00133(19) P2 0.0113(2) 0.0157(3) 0.0123(2) 0.00069(19) -0.00083(19) -0.00129(19) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 N1 C5 . . 109.08(16) ? C2 N1 H1 . . 126.7(15) ? C5 N1 H1 . . 124.2(15) ? N3 C2 N1 . . 108.45(18) ? N3 C2 H2 . . 126.6(13) ? N1 C2 H2 . . 124.9(13) ? C2 N3 C4 . . 109.07(17) ? C2 N3 H3 . . 126.3(17) ? C4 N3 H3 . . 124.5(17) ? C5 C4 N3 . . 107.52(17) ? C5 C4 H4 . . 128.6(13) ? N3 C4 H4 . . 123.9(13) ? C4 C5 N1 . . 105.86(17) ? C4 C5 C6 . . 129.75(18) ? N1 C5 C6 . . 124.37(17) ? C5 C6 C7 . . 113.37(16) y C5 C6 H6A . . 111.7(12) ? C7 C6 H6A . . 109.0(12) ? C5 C6 H6B . . 104.4(11) ? C7 C6 H6B . . 108.2(11) ? H6A C6 H6B . . 110.1(16) ? O1 C7 C6 . . 106.18(14) ? O1 C7 P2 . . 108.75(12) ? C6 C7 P2 . . 107.82(13) ? O1 C7 P1 . . 110.29(12) ? C6 C7 P1 . . 108.68(12) ? P2 C7 P1 . . 114.75(9) y O10 Na1 O9 . . 102.25(6) ? O10 Na1 O5 . . 94.05(5) ? O9 Na1 O5 . . 91.07(6) ? O10 Na1 O2 . . 83.19(6) ? O9 Na1 O2 . . 173.48(6) ? O5 Na1 O2 . . 84.91(5) ? O10 Na1 O8 . 2_756 156.91(6) ? O9 Na1 O8 . 2_756 96.27(6) ? O5 Na1 O8 . 2_756 99.32(6) ? O2 Na1 O8 . 2_756 79.37(6) ? O10 Na1 O8 . . 82.90(6) ? O9 Na1 O8 . . 94.75(6) ? O5 Na1 O8 . . 173.89(6) ? O2 Na1 O8 . . 89.46(5) ? O8 Na1 O8 2_756 . 81.92(7) ? C7 O1 H1A . . 111.4(18) ? P1 O2 Na1 . . 128.03(8) ? P1 O4 H4A . . 106(2) ? P2 O5 Na1 . . 136.23(8) ? P2 O7 H7A . . 114.7(19) ? Na1 O8 Na1 2_756 . 98.08(7) ? Na1 O8 H8A 2_756 . 95(2) ? Na1 O8 H8A . . 126(2) ? Na1 O8 H8B 2_756 . 127(2) ? Na1 O8 H8B . . 113(2) ? H8A O8 H8B . . 99(2) ? Na1 O9 H9A . . 108.4(19) ? Na1 O9 H9B . . 138.1(18) ? H9A O9 H9B . . 108(2) ? Na1 O10 H10A . . 111.6(18) ? Na1 O10 H10B . . 107.3(18) ? H10A O10 H10B . . 105(2) ? H11A O11 H11B . . 105(2) ? O3 P1 O2 . . 116.91(8) ? O3 P1 O4 . . 109.30(8) ? O2 P1 O4 . . 109.17(8) ? O3 P1 C7 . . 108.58(8) ? O2 P1 C7 . . 107.32(8) ? O4 P1 C7 . . 104.88(8) ? O5 P2 O6 . . 115.87(8) ? O5 P2 O7 . . 110.52(8) ? O6 P2 O7 . . 108.71(8) ? O5 P2 C7 . . 111.01(8) ? O6 P2 C7 . . 106.68(8) ? O7 P2 C7 . . 103.23(8) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N1 C2 . 1.327(3) y N1 C5 . 1.384(2) y N1 H1 . 0.866(15) ? C2 N3 . 1.315(3) y C2 H2 . 0.947(16) ? N3 C4 . 1.370(3) y N3 H3 . 0.856(16) ? C4 C5 . 1.353(3) y C4 H4 . 0.931(15) ? C5 C6 . 1.492(3) ? C6 C7 . 1.559(3) ? C6 H6A . 0.990(15) ? C6 H6B . 0.980(14) ? C7 O1 . 1.429(2) ? C7 P2 . 1.8411(19) ? C7 P1 . 1.8421(18) ? Na1 O10 . 2.3927(17) ? Na1 O9 . 2.3955(17) ? Na1 O5 . 2.3986(16) ? Na1 O2 . 2.4029(15) ? Na1 O8 2_756 2.4150(19) ? Na1 O8 . 2.719(2) ? O1 H1A . 0.85(3) ? O2 P1 . 1.5060(14) y O3 P1 . 1.4983(14) y O4 P1 . 1.5912(14) y O4 H4A . 0.833(17) ? O6 P2 . 1.5235(13) y O5 P2 . 1.4991(13) y O7 P2 . 1.5687(15) y O7 H7A . 0.825(17) ? O8 Na1 2_756 2.4150(19) ? O8 H8A . 0.847(17) ? O8 H8B . 0.843(17) ? O9 H9A . 0.815(16) ? O9 H9B . 0.828(16) ? O10 H10A . 0.829(16) ? O10 H10B . 0.846(16) ? O11 H11A . 0.842(17) ? O11 H11B . 0.837(16) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N1 H1 O6 1_655 0.866(15) 1.898(16) 2.751(2) 168(2) N3 H3 O3 2_755 0.856(16) 1.915(19) 2.678(2) 148(2) N3 H3 O1 2_755 0.856(16) 2.65(2) 3.248(2) 128(2) O1 H1A O11 1_455 0.85(3) 1.86(3) 2.667(2) 156(3) O4 H4A O10 1_545 0.833(17) 1.884(19) 2.6722(19) 157(3) O7 H7A O2 1_455 0.825(17) 1.666(17) 2.4914(19) 179(3) O8 H8A O4 2_756 0.847(17) 2.224(17) 3.061(2) 170(3) O8 H8B O5 1_655 0.843(17) 2.121(18) 2.960(2) 173(3) O9 H9A O7 2_656 0.815(16) 2.058(18) 2.826(2) 157(3) O9 H9A O4 2_656 0.815(16) 2.57(2) 3.134(2) 127(2) O9 H9B O5 2_666 0.828(16) 2.086(17) 2.907(2) 171(3) O10 H10A O9 2_766 0.829(16) 2.024(18) 2.816(2) 160(2) O10 H10B O6 1_655 0.846(16) 1.952(18) 2.7736(19) 163(2) O11 H11A O3 . 0.842(17) 1.874(19) 2.708(2) 170(3) O11 H11B O6 1_645 0.837(16) 1.975(18) 2.793(2) 165(2) 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_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C5 N1 C2 N3 . . 1.1(2) ? N1 C2 N3 C4 . . -0.4(2) ? C2 N3 C4 C5 . . -0.5(2) ? N3 C4 C5 N1 . . 1.2(2) ? N3 C4 C5 C6 . . -177.26(19) ? C2 N1 C5 C4 . . -1.4(2) ? C2 N1 C5 C6 . . 177.13(18) ? C4 C5 C6 C7 . . 74.3(3) ? N1 C5 C6 C7 . . -103.8(2) ? C5 C6 C7 O1 . . -56.66(19) ? C5 C6 C7 P2 . . -173.07(13) ? C5 C6 C7 P1 . . 61.98(18) y O10 Na1 O2 P1 . . -123.31(10) ? O5 Na1 O2 P1 . . -28.60(10) ? O8 Na1 O2 P1 2_756 . 71.89(10) ? O8 Na1 O2 P1 . . 153.77(10) ? Na1 Na1 O2 P1 2_756 . 116.20(9) ? O10 Na1 O5 P2 . . 92.86(12) ? O9 Na1 O5 P2 . . -164.78(12) ? O2 Na1 O5 P2 . . 10.08(12) ? O8 Na1 O5 P2 2_756 . -68.25(13) ? Na1 Na1 O5 P2 2_756 . -61.30(15) ? O10 Na1 O8 Na1 . 2_756 -162.55(7) ? O9 Na1 O8 Na1 . 2_756 95.67(7) ? O2 Na1 O8 Na1 . 2_756 -79.34(6) ? Na1 O2 P1 O3 . . -179.17(8) ? Na1 O2 P1 O4 . . -54.50(11) ? Na1 O2 P1 C7 . . 58.65(11) ? O1 C7 P1 O3 . . 39.48(14) ? C6 C7 P1 O3 . . -76.54(14) ? P2 C7 P1 O3 . . 162.69(9) ? O1 C7 P1 O2 . . 166.70(12) ? C6 C7 P1 O2 . . 50.69(14) ? P2 C7 P1 O2 . . -70.08(12) ? O1 C7 P1 O4 . . -77.27(13) ? C6 C7 P1 O4 . . 166.71(12) ? P2 C7 P1 O4 . . 45.94(12) ? Na1 O5 P2 O6 . . -147.48(10) ? Na1 O5 P2 O7 . . 88.32(12) ? Na1 O5 P2 C7 . . -25.60(14) ? O1 C7 P2 O5 . . 177.03(11) ? C6 C7 P2 O5 . . -68.25(13) ? P1 C7 P2 O5 . . 52.99(12) ? O1 C7 P2 O6 . . -55.89(14) ? C6 C7 P2 O6 . . 58.84(13) ? P1 C7 P2 O6 . . -179.92(9) ? O1 C7 P2 O7 . . 58.60(13) ? C6 C7 P2 O7 . . 173.32(11) ? P1 C7 P2 O7 . . -65.44(11) ?