# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Clearfield, Abraham' _publ_contact_author_email clearfield@mail.chem.tamu.edu _publ_section_title ; Supramolecular Networks of Polymethylphosphonic Acid Groups Bonded to Aromatic Platforms: Biphenyldiyl-2,2 -bis(methylphosphonic acid) and Benzenetriyl -1,3,5-tris(methylphosphonic acid). ; loop_ _publ_author_name A.Clearfield J.Zon H.Perry K.Gagnon D.Kong L.Holliness # Attachment '- CoBDP_final.cif' data_final _database_code_depnum_ccdc_archive 'CCDC 781772' #TrackingRef '- CoBDP_final.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H26 Co O12 P2' _chemical_formula_weight 507.22 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 16.268(5) _cell_length_b 8.678(3) _cell_length_c 14.730(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.952(5) _cell_angle_gamma 90.00 _cell_volume 2059.5(10) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 2.529 _cell_measurement_theta_max 27.528 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.636 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1052 _exptl_absorpt_coefficient_mu 1.048 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7105 _exptl_absorpt_correction_T_max 0.9024 _exptl_absorpt_process_details 'SADABS 2008/1 Bruker AXS Madison WI USA' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10361 _diffrn_reflns_av_R_equivalents 0.0257 _diffrn_reflns_av_sigmaI/netI 0.0277 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3607 _reflns_number_gt 3320 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 1000 CCD' _computing_cell_refinement 'Bruker SAINT v7.34a' _computing_data_reduction 'Bruker SAINT v7.34a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0661P)^2^+2.2943P] 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 3607 _refine_ls_number_parameters 304 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1145 _refine_ls_wR_factor_gt 0.1120 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_restrained_S_all 1.140 _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 O4 O 0.11174(11) -0.1905(2) 0.72045(12) 0.0188(4) Uani 1 1 d . . . P2 P 0.18493(4) -0.16242(7) 0.66877(4) 0.01571(18) Uani 1 1 d . . . C1 C 0.27892(17) -0.1518(3) 0.74954(18) 0.0196(6) Uani 1 1 d . . . H1A H 0.2683 -0.0852 0.8013 0.024 Uiso 1 1 calc R . . H1B H 0.2919 -0.2563 0.7745 0.024 Uiso 1 1 calc R . . C2 C 0.35484(16) -0.0904(3) 0.71150(18) 0.0194(5) Uani 1 1 d . . . Co1 Co 0.09836(2) 0.64255(4) 0.82593(2) 0.01528(14) Uani 1 1 d . . . P1 P 0.20696(4) 0.38109(7) 0.71749(4) 0.01545(18) Uani 1 1 d . . . O1 O 0.18544(11) 0.5083(2) 0.77884(12) 0.0198(4) Uani 1 1 d . . . O2 O 0.19027(12) 0.4298(2) 0.61337(12) 0.0211(4) Uani 1 1 d D . . H2 H 0.197(2) 0.5378(14) 0.603(2) 0.025 Uiso 1 1 d D . . O3 O 0.16110(11) 0.2293(2) 0.72498(12) 0.0191(4) Uani 1 1 d . . . O5 O 0.17466(11) -0.0003(2) 0.61958(12) 0.0199(4) Uani 1 1 d D . . H5 H 0.1731(19) 0.083(3) 0.6618(17) 0.024 Uiso 1 1 d D . . O6 O 0.19314(12) -0.2770(2) 0.59407(12) 0.0217(4) Uani 1 1 d . . . O1W O 0.15824(12) 0.4050(2) 0.39722(13) 0.0226(4) Uani 1 1 d D . . H1WB H 0.2008(15) 0.361(3) 0.4399(17) 0.027 Uiso 1 1 d D . . H1WA H 0.158(2) 0.356(3) 0.3390(12) 0.027 Uiso 1 1 d D . . O2W O 0.01214(12) 0.2158(2) 0.94598(13) 0.0247(4) Uani 1 1 d D . . H2WA H -0.0296(15) 0.223(4) 0.8931(15) 0.030 Uiso 1 1 d D . . H2WB H 0.0558(15) 0.162(3) 0.921(2) 0.030 Uiso 1 1 d D . . O3W O 0.17979(12) 0.7772(2) 0.91255(12) 0.0201(4) Uani 1 1 d D . . H3WA H 0.1895(19) 0.769(4) 0.9781(7) 0.024 Uiso 1 1 d D . . H3WB H 0.172(2) 0.8866(13) 0.904(2) 0.024 Uiso 1 1 d D . . O4W O 0.00056(11) 0.5304(2) 0.74370(13) 0.0201(4) Uani 1 1 d D . . H4WA H -0.0410(15) 0.475(3) 0.769(2) 0.024 Uiso 1 1 d D . . H4WB H 0.0153(19) 0.466(3) 0.6962(16) 0.024 Uiso 1 1 d D . . O5W O 0.08796(12) 0.4985(2) 0.93827(13) 0.0244(4) Uani 1 1 d D . . H5WA H 0.0612(18) 0.400(2) 0.940(2) 0.029 Uiso 1 1 d D . . H5WB H 0.1165(18) 0.499(4) 1.0003(10) 0.029 Uiso 1 1 d D . . O6W O -0.00183(11) 0.7768(2) 0.86802(12) 0.0205(4) Uani 1 1 d D . . H6WA H -0.007(2) 0.768(4) 0.9320(9) 0.025 Uiso 1 1 d D . . H6WB H -0.0563(10) 0.754(4) 0.8366(19) 0.025 Uiso 1 1 d D . . C3 C 0.31758(16) 0.3446(3) 0.74168(18) 0.0189(5) Uani 1 1 d . . . H3A H 0.3349 0.2810 0.6918 0.023 Uiso 1 1 calc R . . H3B H 0.3478 0.4438 0.7429 0.023 Uiso 1 1 calc R . . C4 C 0.34124(15) 0.2626(3) 0.83232(17) 0.0176(5) Uani 1 1 d . . . C5 C 0.32653(16) 0.3349(3) 0.91379(19) 0.0210(6) Uani 1 1 d . . . H5A H 0.3031 0.4354 0.9115 0.025 Uiso 1 1 calc R . . C6 C 0.34587(17) 0.2612(3) 0.99782(18) 0.0244(6) Uani 1 1 d . . . H6 H 0.3353 0.3111 1.0525 0.029 Uiso 1 1 calc R . . C7 C 0.38066(18) 0.1148(3) 1.00196(19) 0.0244(6) Uani 1 1 d . . . H7 H 0.3940 0.0642 1.0593 0.029 Uiso 1 1 calc R . . C8 C 0.39581(17) 0.0429(3) 0.92167(19) 0.0226(6) Uani 1 1 d . . . H8 H 0.4195 -0.0573 0.9247 0.027 Uiso 1 1 calc R . . C9 C 0.37679(16) 0.1155(3) 0.83611(18) 0.0184(5) Uani 1 1 d . . . C10 C 0.39924(16) 0.0359(3) 0.75215(17) 0.0184(5) Uani 1 1 d . . . C11 C 0.46885(16) 0.0900(3) 0.71493(18) 0.0222(6) Uani 1 1 d . . . H11 H 0.4983 0.1771 0.7415 0.027 Uiso 1 1 calc R . . C12 C 0.49531(17) 0.0181(3) 0.63993(19) 0.0243(6) Uani 1 1 d . . . H12 H 0.5427 0.0556 0.6157 0.029 Uiso 1 1 calc R . . C13 C 0.45220(17) -0.1089(3) 0.60046(19) 0.0247(6) Uani 1 1 d . . . H13 H 0.4702 -0.1593 0.5495 0.030 Uiso 1 1 calc R . . C14 C 0.38265(17) -0.1616(3) 0.63595(18) 0.0216(6) Uani 1 1 d . . . H14 H 0.3532 -0.2480 0.6084 0.026 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 O4 0.0189(9) 0.0174(9) 0.0196(9) 0.0031(7) 0.0015(7) 0.0002(7) P2 0.0190(4) 0.0141(3) 0.0137(3) 0.0002(2) 0.0013(3) -0.0003(2) C1 0.0212(14) 0.0218(14) 0.0157(13) -0.0018(10) 0.0016(10) -0.0001(10) C2 0.0193(13) 0.0191(13) 0.0200(13) 0.0028(10) 0.0033(10) 0.0056(10) Co1 0.0163(2) 0.0147(2) 0.0148(2) -0.00013(12) 0.00218(15) 0.00039(12) P1 0.0167(3) 0.0141(3) 0.0154(3) -0.0003(2) 0.0018(3) 0.0004(2) O1 0.0216(9) 0.0174(9) 0.0201(9) -0.0023(7) 0.0024(7) 0.0019(7) O2 0.0294(10) 0.0166(9) 0.0164(9) 0.0012(7) 0.0001(8) 0.0009(8) O3 0.0194(9) 0.0158(9) 0.0220(9) 0.0002(7) 0.0023(7) -0.0017(7) O5 0.0264(10) 0.0146(9) 0.0188(9) 0.0016(7) 0.0034(7) 0.0008(7) O6 0.0316(10) 0.0158(9) 0.0174(9) -0.0001(7) 0.0026(8) 0.0005(8) O1W 0.0244(10) 0.0227(10) 0.0202(9) 0.0001(8) 0.0016(8) 0.0028(8) O2W 0.0238(10) 0.0264(11) 0.0232(10) -0.0035(8) 0.0007(8) 0.0021(8) O3W 0.0266(10) 0.0173(9) 0.0162(9) -0.0011(7) 0.0019(7) -0.0032(7) O4W 0.0195(9) 0.0201(10) 0.0209(9) -0.0031(7) 0.0036(7) -0.0044(7) O5W 0.0303(11) 0.0233(10) 0.0185(9) 0.0027(8) -0.0004(8) -0.0058(8) O6W 0.0186(9) 0.0239(10) 0.0191(9) -0.0005(7) 0.0031(7) 0.0012(7) C3 0.0188(13) 0.0182(13) 0.0200(13) 0.0009(10) 0.0039(10) 0.0017(10) C4 0.0126(11) 0.0226(13) 0.0173(12) 0.0011(10) 0.0011(9) -0.0022(10) C5 0.0168(13) 0.0227(14) 0.0234(14) -0.0012(11) 0.0026(11) -0.0041(10) C6 0.0250(14) 0.0319(16) 0.0167(13) -0.0017(11) 0.0043(11) -0.0052(12) C7 0.0254(14) 0.0311(15) 0.0165(13) 0.0023(11) 0.0021(11) -0.0031(12) C8 0.0215(13) 0.0222(14) 0.0239(14) 0.0015(11) 0.0026(11) -0.0007(11) C9 0.0158(12) 0.0206(13) 0.0186(13) 0.0002(10) 0.0021(10) -0.0026(10) C10 0.0154(12) 0.0213(13) 0.0185(13) 0.0057(10) 0.0017(10) 0.0037(10) C11 0.0190(13) 0.0244(14) 0.0227(14) 0.0039(11) 0.0013(11) 0.0019(11) C12 0.0189(13) 0.0301(15) 0.0245(14) 0.0067(12) 0.0056(11) 0.0048(11) C13 0.0234(14) 0.0292(15) 0.0230(14) 0.0026(12) 0.0083(11) 0.0081(12) C14 0.0222(14) 0.0226(14) 0.0199(14) -0.0001(11) 0.0023(11) 0.0028(11) _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 O4 P2 1.5191(19) . ? O4 Co1 2.1571(18) 1_545 ? P2 O6 1.5028(19) . ? P2 O5 1.5805(19) . ? P2 C1 1.805(3) . ? C1 C2 1.521(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C10 1.400(4) . ? C2 C14 1.402(4) . ? Co1 O1 2.0292(18) . ? Co1 O3W 2.0688(19) . ? Co1 O5W 2.099(2) . ? Co1 O4W 2.1007(19) . ? Co1 O4 2.1571(19) 1_565 ? Co1 O6W 2.1630(19) . ? P1 O1 1.4982(19) . ? P1 O3 1.5254(19) . ? P1 O2 1.5777(19) . ? P1 C3 1.813(3) . ? O2 H2 0.959(10) . ? O5 H5 0.954(10) . ? O1W H1WB 0.949(10) . ? O1W H1WA 0.956(10) . ? O2W H2WA 0.962(10) . ? O2W H2WB 0.965(10) . ? O3W H3WA 0.959(10) . ? O3W H3WB 0.963(10) . ? O4W H4WA 0.952(10) . ? O4W H4WB 0.950(10) . ? O5W H5WA 0.962(10) . ? O5W H5WB 0.965(10) . ? O6W H6WA 0.962(10) . ? O6W H6WB 0.962(10) . ? C3 C4 1.515(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C9 1.400(4) . ? C4 C5 1.404(4) . ? C5 C6 1.390(4) . ? C5 H5A 0.9500 . ? C6 C7 1.389(4) . ? C6 H6 0.9500 . ? C7 C8 1.389(4) . ? C7 H7 0.9500 . ? C8 C9 1.405(4) . ? C8 H8 0.9500 . ? C9 C10 1.505(4) . ? C10 C11 1.405(4) . ? C11 C12 1.388(4) . ? C11 H11 0.9500 . ? C12 C13 1.390(4) . ? C12 H12 0.9500 . ? C13 C14 1.388(4) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? 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 P2 O4 Co1 129.27(11) . 1_545 ? O6 P2 O4 114.57(11) . . ? O6 P2 O5 105.53(10) . . ? O4 P2 O5 109.40(10) . . ? O6 P2 C1 111.31(12) . . ? O4 P2 C1 109.21(12) . . ? O5 P2 C1 106.43(11) . . ? C2 C1 P2 115.59(18) . . ? C2 C1 H1A 108.4 . . ? P2 C1 H1A 108.4 . . ? C2 C1 H1B 108.4 . . ? P2 C1 H1B 108.4 . . ? H1A C1 H1B 107.4 . . ? C10 C2 C14 118.7(2) . . ? C10 C2 C1 120.9(2) . . ? C14 C2 C1 120.4(2) . . ? O1 Co1 O3W 96.74(8) . . ? O1 Co1 O5W 93.65(8) . . ? O3W Co1 O5W 87.98(8) . . ? O1 Co1 O4W 92.62(8) . . ? O3W Co1 O4W 170.59(7) . . ? O5W Co1 O4W 92.37(8) . . ? O1 Co1 O4 89.70(7) . 1_565 ? O3W Co1 O4 86.85(7) . 1_565 ? O5W Co1 O4 174.14(7) . 1_565 ? O4W Co1 O4 92.28(7) . 1_565 ? O1 Co1 O6W 175.37(7) . . ? O3W Co1 O6W 87.85(7) . . ? O5W Co1 O6W 87.06(8) . . ? O4W Co1 O6W 82.78(8) . . ? O4 Co1 O6W 89.99(7) 1_565 . ? O1 P1 O3 115.79(11) . . ? O1 P1 O2 111.47(10) . . ? O3 P1 O2 106.35(10) . . ? O1 P1 C3 108.56(11) . . ? O3 P1 C3 108.49(11) . . ? O2 P1 C3 105.68(11) . . ? P1 O1 Co1 149.49(12) . . ? P1 O2 H2 114.3(19) . . ? P2 O5 H5 112.5(19) . . ? H1WB O1W H1WA 109(3) . . ? H2WA O2W H2WB 101(3) . . ? Co1 O3W H3WA 125.5(19) . . ? Co1 O3W H3WB 114.7(19) . . ? H3WA O3W H3WB 102(3) . . ? Co1 O4W H4WA 121.9(19) . . ? Co1 O4W H4WB 116.5(19) . . ? H4WA O4W H4WB 105(3) . . ? Co1 O5W H5WA 129.7(19) . . ? Co1 O5W H5WB 131(2) . . ? H5WA O5W H5WB 98(3) . . ? Co1 O6W H6WA 114.6(19) . . ? Co1 O6W H6WB 115.6(19) . . ? H6WA O6W H6WB 104(3) . . ? C4 C3 P1 112.29(18) . . ? C4 C3 H3A 109.1 . . ? P1 C3 H3A 109.1 . . ? C4 C3 H3B 109.1 . . ? P1 C3 H3B 109.1 . . ? H3A C3 H3B 107.9 . . ? C9 C4 C5 119.5(2) . . ? C9 C4 C3 121.1(2) . . ? C5 C4 C3 119.4(2) . . ? C6 C5 C4 120.7(3) . . ? C6 C5 H5A 119.6 . . ? C4 C5 H5A 119.6 . . ? C7 C6 C5 120.0(3) . . ? C7 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C8 C7 C6 119.5(3) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? C7 C8 C9 121.3(3) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? C4 C9 C8 118.9(2) . . ? C4 C9 C10 122.1(2) . . ? C8 C9 C10 118.9(2) . . ? C2 C10 C11 119.4(2) . . ? C2 C10 C9 122.8(2) . . ? C11 C10 C9 117.9(2) . . ? C12 C11 C10 121.1(3) . . ? C12 C11 H11 119.5 . . ? C10 C11 H11 119.5 . . ? C11 C12 C13 119.7(2) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? C14 C13 C12 119.6(3) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C2 121.5(3) . . ? C13 C14 H14 119.2 . . ? C2 C14 H14 119.2 . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Co1 O4 P2 O6 77.51(16) 1_545 . . . ? Co1 O4 P2 O5 -164.25(12) 1_545 . . . ? Co1 O4 P2 C1 -48.12(17) 1_545 . . . ? O6 P2 C1 C2 65.1(2) . . . . ? O4 P2 C1 C2 -167.41(18) . . . . ? O5 P2 C1 C2 -49.4(2) . . . . ? P2 C1 C2 C10 124.6(2) . . . . ? P2 C1 C2 C14 -56.7(3) . . . . ? O3 P1 O1 Co1 -53.0(3) . . . . ? O2 P1 O1 Co1 68.7(2) . . . . ? C3 P1 O1 Co1 -175.2(2) . . . . ? O3W Co1 O1 P1 -177.9(2) . . . . ? O5W Co1 O1 P1 93.7(2) . . . . ? O4W Co1 O1 P1 1.2(2) . . . . ? O4 Co1 O1 P1 -91.1(2) 1_565 . . . ? O6W Co1 O1 P1 -4.9(11) . . . . ? O1 P1 C3 C4 73.1(2) . . . . ? O3 P1 C3 C4 -53.4(2) . . . . ? O2 P1 C3 C4 -167.16(18) . . . . ? P1 C3 C4 C9 117.4(2) . . . . ? P1 C3 C4 C5 -62.0(3) . . . . ? C9 C4 C5 C6 -0.8(4) . . . . ? C3 C4 C5 C6 178.6(2) . . . . ? C4 C5 C6 C7 0.4(4) . . . . ? C5 C6 C7 C8 -0.1(4) . . . . ? C6 C7 C8 C9 0.1(4) . . . . ? C5 C4 C9 C8 0.9(4) . . . . ? C3 C4 C9 C8 -178.5(2) . . . . ? C5 C4 C9 C10 -176.0(2) . . . . ? C3 C4 C9 C10 4.6(4) . . . . ? C7 C8 C9 C4 -0.5(4) . . . . ? C7 C8 C9 C10 176.4(2) . . . . ? C14 C2 C10 C11 1.6(4) . . . . ? C1 C2 C10 C11 -179.7(2) . . . . ? C14 C2 C10 C9 -177.1(2) . . . . ? C1 C2 C10 C9 1.6(4) . . . . ? C4 C9 C10 C2 -108.3(3) . . . . ? C8 C9 C10 C2 74.9(3) . . . . ? C4 C9 C10 C11 73.1(3) . . . . ? C8 C9 C10 C11 -103.8(3) . . . . ? C2 C10 C11 C12 -1.5(4) . . . . ? C9 C10 C11 C12 177.3(2) . . . . ? C10 C11 C12 C13 0.4(4) . . . . ? C11 C12 C13 C14 0.6(4) . . . . ? C12 C13 C14 C2 -0.5(4) . . . . ? C10 C2 C14 C13 -0.6(4) . . . . ? C1 C2 C14 C13 -179.3(2) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.295 _refine_diff_density_min -0.551 _refine_diff_density_rms 0.092 # Attachment '- CuBDP_final.cif' data_cubdp _database_code_depnum_ccdc_archive 'CCDC 781773' #TrackingRef '- CuBDP_final.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H16 Cu O7 P2, 2(H2 O)' _chemical_formula_sum 'C14 H20 Cu O9 P2' _chemical_formula_weight 457.78 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 13.786(3) _cell_length_b 16.340(3) _cell_length_c 7.7517(16) _cell_angle_alpha 90.00 _cell_angle_beta 99.392(9) _cell_angle_gamma 90.00 _cell_volume 1722.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 3609 _cell_measurement_theta_min 2.493 _cell_measurement_theta_max 28.085 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.765 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 940 _exptl_absorpt_coefficient_mu 1.501 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8644 _exptl_absorpt_correction_T_max 0.9563 _exptl_absorpt_process_details 'SADABS 2008/1 Bruker AXS Madison WI USA' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11657 _diffrn_reflns_av_R_equivalents 0.0403 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3030 _reflns_number_gt 2423 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX 2' _computing_cell_refinement 'Bruker SAINT v7.34a' _computing_data_reduction 'Bruker SAINT v7.34a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0404P)^2^+1.4849P] 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 3030 _refine_ls_number_parameters 262 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0451 _refine_ls_R_factor_gt 0.0320 _refine_ls_wR_factor_ref 0.0844 _refine_ls_wR_factor_gt 0.0772 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.028 _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 O1W O 0.92386(18) 0.74446(16) 0.9708(4) 0.0423(7) Uani 1 1 d D . . H2WA H 0.868(3) 0.3879(15) 0.750(3) 0.051 Uiso 1 1 d D . . H4A H 0.856(2) -0.180(2) 1.342(4) 0.051 Uiso 1 1 d D . . O3W O 0.9221(2) -0.09054(16) 0.6831(3) 0.0345(6) Uani 1 1 d D . . O6 O 0.87964(15) 0.00030(13) 1.3206(3) 0.0200(5) Uani 1 1 d . . . O3 O 0.88777(14) 0.05828(13) 0.8724(3) 0.0212(5) Uani 1 1 d . . . O5 O 0.90983(14) -0.08338(13) 1.0589(2) 0.0180(5) Uani 1 1 d . . . O4 O 0.81045(15) -0.14515(14) 1.2702(3) 0.0235(5) Uani 1 1 d D . . P2 P 0.84014(5) -0.06406(5) 1.18681(9) 0.01479(19) Uani 1 1 d . . . C13 C 0.7232(2) -0.02805(19) 1.0722(4) 0.0175(6) Uani 1 1 d . . . H13A H 0.6724 -0.0391 1.1459 0.021 Uiso 1 1 calc R . . H13B H 0.7271 0.0320 1.0584 0.021 Uiso 1 1 calc R . . C12 C 0.68976(19) -0.06569(19) 0.8931(4) 0.0163(6) Uani 1 1 d . . . C11 C 0.7014(2) -0.14911(19) 0.8655(4) 0.0198(7) Uani 1 1 d . . . H11 H 0.7295 -0.1827 0.9608 0.024 Uiso 1 1 calc R . . C10 C 0.6732(2) -0.1844(2) 0.7026(4) 0.0231(7) Uani 1 1 d . . . H10 H 0.6818 -0.2414 0.6868 0.028 Uiso 1 1 calc R . . Cu1 Cu 1.0000 0.0000 0.5000 0.01509(14) Uani 1 2 d S . . Cu2 Cu 1.0000 0.0000 1.0000 0.01699(15) Uani 1 2 d S . . P1 P 0.88219(5) 0.11769(5) 0.72023(9) 0.01513(19) Uani 1 1 d . . . O1 O 0.95323(14) 0.10309(13) 0.5938(2) 0.0170(5) Uani 1 1 d . . . C14 C 0.7593(2) 0.1160(2) 0.5983(4) 0.0186(7) Uani 1 1 d . . . H14A H 0.7555 0.1564 0.5023 0.022 Uiso 1 1 calc R . . H14B H 0.7473 0.0613 0.5442 0.022 Uiso 1 1 calc R . . O2 O 0.89821(15) 0.20421(14) 0.8072(3) 0.0224(5) Uani 1 1 d D . . C2 C 0.6266(2) 0.0714(2) 0.7736(4) 0.0183(7) Uani 1 1 d . . . C8 C 0.6191(2) -0.0535(2) 0.5879(4) 0.0238(7) Uani 1 1 d . . . H8 H 0.5903 -0.0207 0.4918 0.029 Uiso 1 1 calc R . . C4 C 0.5261(2) 0.1741(2) 0.8881(4) 0.0253(8) Uani 1 1 d . . . H4 H 0.4747 0.1873 0.9512 0.030 Uiso 1 1 calc R . . C1 C 0.6777(2) 0.1342(2) 0.7021(4) 0.0179(7) Uani 1 1 d . . . C5 C 0.5772(2) 0.2356(2) 0.8172(4) 0.0244(7) Uani 1 1 d . . . H5 H 0.5604 0.2913 0.8315 0.029 Uiso 1 1 calc R . . C7 C 0.6473(2) -0.01700(19) 0.7513(4) 0.0188(7) Uani 1 1 d . . . C3 C 0.5512(2) 0.0937(2) 0.8654(4) 0.0222(7) Uani 1 1 d . . . H3 H 0.5160 0.0519 0.9139 0.027 Uiso 1 1 calc R . . C6 C 0.6521(2) 0.2158(2) 0.7262(4) 0.0211(7) Uani 1 1 d . . . H6 H 0.6868 0.2584 0.6792 0.025 Uiso 1 1 calc R . . C9 C 0.6322(2) -0.1360(2) 0.5629(4) 0.0268(8) Uani 1 1 d . . . H9A H 0.6132 -0.1596 0.4505 0.032 Uiso 1 1 calc R . . O2W O 0.84751(18) 0.34223(14) 0.6724(3) 0.0296(6) Uani 1 1 d D . . H1WB H 0.913(2) 0.8021(8) 0.989(4) 0.036 Uiso 1 1 d D . . H1WA H 0.9931(10) 0.7327(17) 0.981(4) 0.036 Uiso 1 1 d D . . H2WB H 0.867(2) 0.3511(18) 0.560(2) 0.036 Uiso 1 1 d D . . H2A H 0.880(3) 0.2530(13) 0.741(4) 0.036 Uiso 1 1 d D . . H3WB H 0.912(3) -0.1459(10) 0.641(4) 0.036 Uiso 1 1 d D . . H3WA H 0.872(3) -0.087(2) 0.726(5) 0.036 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 O1W 0.0268(13) 0.0329(17) 0.0634(18) -0.0241(14) -0.0045(13) 0.0053(11) O3W 0.0466(16) 0.0286(15) 0.0322(14) -0.0031(11) 0.0185(12) -0.0059(13) O6 0.0192(11) 0.0201(13) 0.0185(10) -0.0046(9) -0.0041(9) 0.0014(9) O3 0.0186(11) 0.0245(13) 0.0210(10) 0.0083(9) 0.0050(8) 0.0049(9) O5 0.0188(10) 0.0190(12) 0.0159(10) 0.0005(9) 0.0016(8) -0.0003(9) O4 0.0251(12) 0.0200(13) 0.0247(11) 0.0076(10) 0.0015(9) -0.0035(10) P2 0.0149(4) 0.0150(4) 0.0137(4) 0.0004(3) 0.0000(3) -0.0014(3) C13 0.0156(14) 0.0162(17) 0.0194(15) 0.0014(13) -0.0011(12) 0.0009(13) C12 0.0091(13) 0.0214(18) 0.0174(14) 0.0005(13) -0.0011(11) -0.0024(12) C11 0.0175(15) 0.0173(18) 0.0232(15) 0.0021(13) -0.0004(12) -0.0020(13) C10 0.0236(17) 0.0158(18) 0.0287(17) -0.0054(14) 0.0007(13) -0.0021(13) Cu1 0.0144(3) 0.0172(3) 0.0127(2) -0.0029(2) -0.00055(19) 0.0018(2) Cu2 0.0155(3) 0.0193(3) 0.0166(3) 0.0051(2) 0.0041(2) 0.0036(2) P1 0.0152(4) 0.0159(4) 0.0142(4) 0.0008(3) 0.0023(3) 0.0014(3) O1 0.0166(10) 0.0192(12) 0.0157(10) -0.0006(9) 0.0044(8) -0.0002(9) C14 0.0167(15) 0.0218(19) 0.0171(14) 0.0022(13) 0.0024(12) 0.0006(13) O2 0.0259(12) 0.0177(13) 0.0223(11) -0.0039(10) 0.0004(9) 0.0020(10) C2 0.0149(14) 0.0221(18) 0.0155(14) 0.0019(13) -0.0040(11) 0.0010(13) C8 0.0225(16) 0.029(2) 0.0170(15) 0.0025(14) -0.0047(12) 0.0020(14) C4 0.0208(16) 0.033(2) 0.0223(16) 0.0020(15) 0.0055(13) 0.0085(14) C1 0.0130(14) 0.0247(19) 0.0140(14) 0.0018(13) -0.0036(11) 0.0010(13) C5 0.0256(17) 0.0228(19) 0.0233(16) -0.0009(14) -0.0001(13) 0.0076(14) C7 0.0136(15) 0.0198(18) 0.0222(15) 0.0012(13) 0.0010(12) -0.0009(12) C3 0.0189(16) 0.026(2) 0.0219(15) 0.0068(14) 0.0033(13) 0.0012(14) C6 0.0214(16) 0.0199(18) 0.0213(16) 0.0053(14) 0.0010(13) 0.0016(14) C9 0.0280(18) 0.029(2) 0.0211(16) -0.0074(14) -0.0020(14) -0.0018(15) O2W 0.0452(15) 0.0222(14) 0.0227(12) 0.0014(10) 0.0093(11) -0.0030(11) _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 O1W H1WB 0.967(10) . ? O1W H1WA 0.964(10) . ? O3W Cu1 2.419(2) . ? O3W H3WB 0.963(10) . ? O3W H3WA 0.81(4) . ? O6 P2 1.514(2) . ? O6 Cu1 1.984(2) 1_556 ? O3 P1 1.520(2) . ? O3 Cu2 1.944(2) . ? O5 P2 1.522(2) . ? O5 Cu2 1.948(2) . ? O4 P2 1.558(2) . ? O4 H4A 0.960(10) . ? P2 C13 1.808(3) . ? C13 C12 1.520(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C12 C11 1.393(4) . ? C12 C7 1.405(4) . ? C11 C10 1.385(4) . ? C11 H11 0.9500 . ? C10 C9 1.384(5) . ? C10 H10 0.9500 . ? Cu1 O6 1.984(2) 3_757 ? Cu1 O6 1.984(2) 1_554 ? Cu1 O1 1.984(2) 3_756 ? Cu1 O1 1.984(2) . ? Cu1 O3W 2.419(2) 3_756 ? Cu2 O3 1.944(2) 3_757 ? Cu2 O5 1.948(2) 3_757 ? P1 O1 1.513(2) . ? P1 O2 1.566(2) . ? P1 C14 1.800(3) . ? C14 C1 1.516(4) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? O2 H2A 0.961(10) . ? C2 C3 1.401(4) . ? C2 C1 1.409(4) . ? C2 C7 1.488(4) . ? C8 C9 1.378(5) . ? C8 C7 1.397(4) . ? C8 H8 0.9500 . ? C4 C3 1.376(5) . ? C4 C5 1.391(5) . ? C4 H4 0.9500 . ? C1 C6 1.400(4) . ? C5 C6 1.381(4) . ? C5 H5 0.9500 . ? C3 H3 0.9500 . ? C6 H6 0.9500 . ? C9 H9A 0.9500 . ? O2W H2WA 0.971(10) . ? O2W H2WB 0.965(10) . ? 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 H1WB O1W H1WA 110.8(15) . . ? Cu1 O3W H3WB 116(2) . . ? Cu1 O3W H3WA 134(3) . . ? H3WB O3W H3WA 96(3) . . ? P2 O6 Cu1 130.13(13) . 1_556 ? P1 O3 Cu2 130.02(12) . . ? P2 O5 Cu2 120.16(12) . . ? P2 O4 H4A 124(2) . . ? O6 P2 O5 113.29(12) . . ? O6 P2 O4 113.32(12) . . ? O5 P2 O4 109.30(12) . . ? O6 P2 C13 107.61(13) . . ? O5 P2 C13 110.79(12) . . ? O4 P2 C13 101.95(13) . . ? C12 C13 P2 115.5(2) . . ? C12 C13 H13A 108.4 . . ? P2 C13 H13A 108.4 . . ? C12 C13 H13B 108.4 . . ? P2 C13 H13B 108.4 . . ? H13A C13 H13B 107.5 . . ? C11 C12 C7 118.5(3) . . ? C11 C12 C13 120.7(3) . . ? C7 C12 C13 120.7(3) . . ? C10 C11 C12 121.6(3) . . ? C10 C11 H11 119.2 . . ? C12 C11 H11 119.2 . . ? C9 C10 C11 119.6(3) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? O6 Cu1 O6 180.0 3_757 1_554 ? O6 Cu1 O1 88.28(8) 3_757 3_756 ? O6 Cu1 O1 91.72(8) 1_554 3_756 ? O6 Cu1 O1 91.72(8) 3_757 . ? O6 Cu1 O1 88.28(8) 1_554 . ? O1 Cu1 O1 180.00(10) 3_756 . ? O6 Cu1 O3W 90.70(9) 3_757 3_756 ? O6 Cu1 O3W 89.30(9) 1_554 3_756 ? O1 Cu1 O3W 95.88(8) 3_756 3_756 ? O1 Cu1 O3W 84.12(8) . 3_756 ? O6 Cu1 O3W 89.30(9) 3_757 . ? O6 Cu1 O3W 90.70(9) 1_554 . ? O1 Cu1 O3W 84.12(8) 3_756 . ? O1 Cu1 O3W 95.88(8) . . ? O3W Cu1 O3W 180.00(10) 3_756 . ? O3 Cu2 O3 180.0 3_757 . ? O3 Cu2 O5 88.66(9) 3_757 3_757 ? O3 Cu2 O5 91.34(9) . 3_757 ? O3 Cu2 O5 91.34(9) 3_757 . ? O3 Cu2 O5 88.66(9) . . ? O5 Cu2 O5 180.00(12) 3_757 . ? O1 P1 O3 116.48(12) . . ? O1 P1 O2 111.12(12) . . ? O3 P1 O2 104.88(12) . . ? O1 P1 C14 108.08(12) . . ? O3 P1 C14 108.77(13) . . ? O2 P1 C14 107.11(13) . . ? P1 O1 Cu1 130.88(13) . . ? C1 C14 P1 115.79(19) . . ? C1 C14 H14A 108.3 . . ? P1 C14 H14A 108.3 . . ? C1 C14 H14B 108.3 . . ? P1 C14 H14B 108.3 . . ? H14A C14 H14B 107.4 . . ? P1 O2 H2A 121(2) . . ? C3 C2 C1 118.1(3) . . ? C3 C2 C7 119.0(3) . . ? C1 C2 C7 122.9(3) . . ? C9 C8 C7 121.4(3) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C3 C4 C5 119.1(3) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? C6 C1 C2 119.2(3) . . ? C6 C1 C14 118.9(3) . . ? C2 C1 C14 121.9(3) . . ? C6 C5 C4 120.1(3) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C8 C7 C12 119.1(3) . . ? C8 C7 C2 119.3(3) . . ? C12 C7 C2 121.5(3) . . ? C4 C3 C2 122.4(3) . . ? C4 C3 H3 118.8 . . ? C2 C3 H3 118.8 . . ? C5 C6 C1 121.1(3) . . ? C5 C6 H6 119.4 . . ? C1 C6 H6 119.4 . . ? C8 C9 C10 119.7(3) . . ? C8 C9 H9A 120.2 . . ? C10 C9 H9A 120.2 . . ? H2WA O2W H2WB 110.3(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 O2W H2WA O6 0.971(10) 1.906(18) 2.823(3) 156(3) 4_565 O4 H4A O1W 0.960(10) 1.632(12) 2.589(3) 173(4) 4_566 O1W H1WB O5 0.967(10) 1.951(12) 2.909(3) 170(3) 1_565 O1W H1WA O2 0.964(10) 2.28(3) 2.882(3) 120(2) 3_767 O1W H1WA O1 0.964(10) 2.35(2) 2.955(3) 120(2) 2_756 O2W H2WB O3 0.965(10) 2.13(2) 2.963(3) 144(2) 4_565 O2W H2WB O2 0.965(10) 2.261(17) 3.119(3) 148(2) 4_565 O2 H2A O2W 0.961(10) 1.590(13) 2.535(3) 167(3) . O3W H3WB O1W 0.963(10) 2.107(18) 3.008(4) 155(3) 4_565 O3W H3WA O5 0.81(4) 2.55(4) 2.948(3) 112(3) . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.422 _refine_diff_density_min -0.453 _refine_diff_density_rms 0.080 # Attachment '- P-110K.cif' data_final _database_code_depnum_ccdc_archive 'CCDC 781774' #TrackingRef '- P-110K.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H19 Cu N O10 P3' _chemical_formula_sum 'C14 H19 Cu N O10 P3' _chemical_formula_weight 517.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6376(3) _cell_length_b 9.8817(3) _cell_length_c 10.2276(3) _cell_angle_alpha 80.0500(10) _cell_angle_beta 74.5300(10) _cell_angle_gamma 87.5500(10) _cell_volume 924.62(5) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 9922 _cell_measurement_theta_min 3.026 _cell_measurement_theta_max 33.894 _exptl_crystal_description block _exptl_crystal_colour blue-green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.860 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 1.498 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7537 _exptl_absorpt_correction_T_max 0.7742 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41588 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0187 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 33.93 _reflns_number_total 7384 _reflns_number_gt 7184 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT+ ver. 6.2 (Bruker, 2001)' _computing_data_reduction 'SAINT+ ver. 6.2 (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 2008)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0000P)^2^+4.8828P] 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 7384 _refine_ls_number_parameters 267 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0557 _refine_ls_R_factor_gt 0.0548 _refine_ls_wR_factor_ref 0.1365 _refine_ls_wR_factor_gt 0.1362 _refine_ls_goodness_of_fit_ref 1.450 _refine_ls_restrained_S_all 1.450 _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 Cu1 Cu 0.24278(4) 0.65737(4) 0.48513(4) 0.00729(8) Uani 1 1 d . . . P2 P 0.17732(8) 0.90532(8) 0.67182(8) 0.00733(13) Uani 1 1 d . . . P3 P 0.14997(8) 0.47979(7) 0.80870(7) 0.00726(13) Uani 1 1 d . . . P1 P 0.35658(9) 0.36574(8) 0.42571(8) 0.01066(14) Uani 1 1 d . . . O6 O 0.2236(3) 0.8273(2) 0.7989(2) 0.0111(4) Uani 1 1 d . . . H6 H 0.1879 0.7479 0.8204 0.017 Uiso 1 1 calc R . . O8 O 0.1545(3) 0.5833(2) 0.9017(2) 0.0108(4) Uani 1 1 d . . . O2 O 0.2930(2) 0.5027(2) 0.3833(2) 0.0099(4) Uani 1 1 d . . . O4 O 0.1658(3) 0.8175(2) 0.5696(2) 0.0109(4) Uani 1 1 d . . . O1 O 0.2405(2) 0.2654(2) 0.5285(2) 0.0106(4) Uani 1 1 d . . . H1A H 0.1584 0.3003 0.5348 0.016 Uiso 1 1 calc R . . O7 O -0.0068(3) 0.4175(2) 0.8464(2) 0.0118(4) Uani 1 1 d . . . H7A H -0.0511 0.4286 0.9265 0.018 Uiso 1 1 calc R . . N1 N 0.3331(3) 0.7811(2) 0.3104(3) 0.0081(4) Uani 1 1 d . . . O5 O 0.2923(3) 1.0204(2) 0.6128(3) 0.0133(4) Uani 1 1 d . . . H5A H 0.2532 1.0931 0.5844 0.020 Uiso 1 1 calc R . . O3 O 0.4836(2) 0.3766(2) 0.4873(2) 0.0113(4) Uani 1 1 d . . . O9 O 0.1916(3) 0.5332(2) 0.6576(2) 0.0115(4) Uani 1 1 d . . . O1W O 0.0205(3) 0.6299(3) 0.4249(3) 0.0159(4) Uani 1 1 d . . . H1W H 0.0392 0.6069 0.3467 0.024 Uiso 1 1 calc R . . H2W H -0.0661 0.6552 0.4538 0.024 Uiso 1 1 d R . . C6 C 0.3155(3) 0.2514(3) 0.2047(3) 0.0084(4) Uani 1 1 d . . . C2 C 0.5034(3) 0.9573(3) 0.1864(3) 0.0084(4) Uani 1 1 d . . . H2 H 0.5770 1.0181 0.1869 0.010 Uiso 1 1 calc R . . C12 C 0.4246(3) 0.2822(3) 0.2782(3) 0.0101(5) Uani 1 1 d . . . H12A H 0.5013 0.3408 0.2112 0.012 Uiso 1 1 calc R . . H12B H 0.4698 0.1946 0.3081 0.012 Uiso 1 1 calc R . . C9 C 0.1321(3) 0.1793(3) 0.0580(3) 0.0090(4) Uani 1 1 d . . . H9 H 0.0700 0.1542 0.0078 0.011 Uiso 1 1 calc R . . C11 C 0.2061(3) 0.1552(3) 0.2677(3) 0.0086(4) Uani 1 1 d . . . H11 H 0.1948 0.1137 0.3609 0.010 Uiso 1 1 calc R . . C10 C 0.1126(3) 0.1189(3) 0.1955(3) 0.0078(4) Uani 1 1 d . . . C8 C 0.2409(3) 0.2758(3) -0.0071(3) 0.0087(4) Uani 1 1 d . . . C4 C 0.3596(3) 0.8589(3) 0.0700(3) 0.0123(5) Uani 1 1 d . . . H4 H 0.3296 0.8529 -0.0101 0.015 Uiso 1 1 calc R . . C3 C 0.4652(3) 0.9538(3) 0.0643(3) 0.0064(4) Uani 1 1 d . . . C1 C 0.4337(3) 0.8720(3) 0.3065(3) 0.0094(5) Uani 1 1 d . . . H1 H 0.4583 0.8783 0.3893 0.011 Uiso 1 1 calc R . . C7 C 0.3305(3) 0.3122(3) 0.0682(3) 0.0094(5) Uani 1 1 d . . . H7 H 0.4031 0.3797 0.0256 0.011 Uiso 1 1 calc R . . C5 C 0.2990(3) 0.7737(3) 0.1926(3) 0.0129(5) Uani 1 1 d . . . H5 H 0.2302 0.7071 0.1937 0.016 Uiso 1 1 calc R . . C14 C -0.0053(3) 0.0148(3) 0.2669(3) 0.0090(4) Uani 1 1 d . . . H13A H 0.0214 -0.0429 0.3458 0.011 Uiso 1 1 calc R . . H13B H -0.0141 -0.0461 0.2021 0.011 Uiso 1 1 calc R . . C13 C 0.2660(3) 0.3376(3) -0.1573(3) 0.0112(5) Uani 1 1 d . . . H14A H 0.2524 0.2649 -0.2083 0.013 Uiso 1 1 calc R . . H14B H 0.3673 0.3691 -0.1934 0.013 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 Cu1 0.01009(16) 0.00534(14) 0.00493(14) 0.00011(10) 0.00017(11) -0.00122(11) P2 0.0064(3) 0.0073(3) 0.0087(3) -0.0017(2) -0.0025(2) -0.0006(2) P3 0.0095(3) 0.0069(3) 0.0051(3) -0.0002(2) -0.0018(2) -0.0010(2) P1 0.0177(4) 0.0069(3) 0.0074(3) -0.0013(2) -0.0036(3) 0.0035(3) O6 0.0131(10) 0.0098(9) 0.0117(9) 0.0010(7) -0.0070(8) -0.0027(7) O8 0.0164(10) 0.0077(8) 0.0074(9) -0.0014(7) -0.0013(7) -0.0027(7) O2 0.0143(10) 0.0066(8) 0.0092(9) -0.0016(7) -0.0040(7) 0.0022(7) O4 0.0136(10) 0.0102(9) 0.0099(9) -0.0039(7) -0.0038(7) 0.0019(7) O1 0.0101(9) 0.0089(9) 0.0108(9) 0.0005(7) -0.0009(7) 0.0012(7) O7 0.0123(10) 0.0149(10) 0.0075(9) -0.0030(7) -0.0002(7) -0.0032(8) N1 0.0088(10) 0.0075(9) 0.0068(9) 0.0012(7) -0.0010(8) -0.0016(8) O5 0.0102(9) 0.0102(9) 0.0175(11) 0.0016(8) -0.0021(8) -0.0033(7) O3 0.0127(10) 0.0094(9) 0.0140(10) -0.0024(7) -0.0068(8) -0.0008(7) O9 0.0166(10) 0.0099(9) 0.0058(9) 0.0014(7) -0.0008(7) -0.0027(8) O1W 0.0181(11) 0.0156(10) 0.0125(10) -0.0039(8) 0.0003(8) -0.0050(9) C6 0.0062(10) 0.0092(11) 0.0098(11) -0.0025(9) -0.0019(9) 0.0008(8) C2 0.0088(11) 0.0087(11) 0.0071(11) -0.0005(8) -0.0015(9) -0.0030(8) C12 0.0095(11) 0.0110(11) 0.0106(12) -0.0045(9) -0.0020(9) -0.0014(9) C9 0.0087(11) 0.0101(11) 0.0087(11) -0.0008(9) -0.0037(9) -0.0005(9) C11 0.0060(10) 0.0102(11) 0.0087(11) -0.0007(9) -0.0011(8) -0.0006(8) C10 0.0056(10) 0.0078(10) 0.0095(11) -0.0006(8) -0.0016(8) 0.0010(8) C8 0.0092(11) 0.0080(10) 0.0084(11) -0.0004(8) -0.0020(9) 0.0012(8) C4 0.0127(12) 0.0156(13) 0.0079(11) 0.0014(9) -0.0022(9) -0.0097(10) C3 0.0047(10) 0.0083(10) 0.0064(10) 0.0001(8) -0.0025(8) -0.0005(8) C1 0.0116(12) 0.0088(11) 0.0067(11) 0.0004(8) -0.0016(9) -0.0023(9) C7 0.0089(11) 0.0088(11) 0.0102(11) -0.0015(9) -0.0020(9) 0.0003(9) C5 0.0130(12) 0.0173(13) 0.0079(12) 0.0016(10) -0.0028(9) -0.0086(10) C14 0.0079(11) 0.0081(10) 0.0108(11) -0.0016(9) -0.0017(9) -0.0007(8) C13 0.0144(13) 0.0104(11) 0.0075(11) -0.0001(9) -0.0019(9) 0.0016(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 Cu1 O9 1.924(2) . ? Cu1 O4 1.957(2) . ? Cu1 O2 1.968(2) . ? Cu1 N1 1.988(2) . ? Cu1 O1W 2.419(3) . ? P2 O4 1.497(2) . ? P2 O5 1.549(2) . ? P2 O6 1.555(2) . ? P2 C14 1.808(3) 2_566 ? P3 O9 1.494(2) . ? P3 O8 1.521(2) . ? P3 O7 1.581(2) . ? P3 C13 1.803(3) 1_556 ? P1 O2 1.504(2) . ? P1 O3 1.535(2) . ? P1 O1 1.564(2) . ? P1 C12 1.802(3) . ? N1 C1 1.338(4) . ? N1 C5 1.345(4) . ? C6 C7 1.393(4) . ? C6 C11 1.393(4) . ? C6 C12 1.514(4) . ? C2 C1 1.387(4) . ? C2 C3 1.399(4) . ? C9 C10 1.396(4) . ? C9 C8 1.395(4) . ? C11 C10 1.400(4) . ? C10 C14 1.510(4) . ? C8 C7 1.394(4) . ? C8 C13 1.510(4) . ? C4 C5 1.381(4) . ? C4 C3 1.396(4) . ? C3 C3 1.477(5) 2_675 ? C14 P2 1.808(3) 2_566 ? C13 P3 1.803(3) 1_554 ? 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 O9 Cu1 O4 93.19(10) . . ? O9 Cu1 O2 91.11(9) . . ? O4 Cu1 O2 169.87(10) . . ? O9 Cu1 N1 169.26(11) . . ? O4 Cu1 N1 89.82(10) . . ? O2 Cu1 N1 87.62(10) . . ? O9 Cu1 O1W 95.64(9) . . ? O4 Cu1 O1W 91.09(9) . . ? O2 Cu1 O1W 79.35(9) . . ? N1 Cu1 O1W 94.60(9) . . ? O4 P2 O5 113.67(14) . . ? O4 P2 O6 114.63(13) . . ? O5 P2 O6 102.82(13) . . ? O4 P2 C14 109.22(14) . 2_566 ? O5 P2 C14 108.06(13) . 2_566 ? O6 P2 C14 108.05(14) . 2_566 ? O9 P3 O8 116.00(13) . . ? O9 P3 O7 107.44(13) . . ? O8 P3 O7 109.62(13) . . ? O9 P3 C13 108.31(14) . 1_556 ? O8 P3 C13 109.02(14) . 1_556 ? O7 P3 C13 105.98(14) . 1_556 ? O2 P1 O3 113.33(13) . . ? O2 P1 O1 111.79(13) . . ? O3 P1 O1 109.59(13) . . ? O2 P1 C12 109.99(14) . . ? O3 P1 C12 106.33(14) . . ? O1 P1 C12 105.36(13) . . ? P1 O2 Cu1 128.95(14) . . ? P2 O4 Cu1 145.28(15) . . ? C1 N1 C5 118.1(3) . . ? C1 N1 Cu1 120.2(2) . . ? C5 N1 Cu1 121.6(2) . . ? P3 O9 Cu1 161.29(15) . . ? C7 C6 C11 119.0(3) . . ? C7 C6 C12 119.7(3) . . ? C11 C6 C12 121.1(3) . . ? C1 C2 C3 119.8(3) . . ? C6 C12 P1 116.1(2) . . ? C10 C9 C8 121.2(3) . . ? C10 C11 C6 120.9(3) . . ? C9 C10 C11 118.8(3) . . ? C9 C10 C14 121.6(3) . . ? C11 C10 C14 119.6(3) . . ? C7 C8 C9 118.7(3) . . ? C7 C8 C13 119.8(3) . . ? C9 C8 C13 121.5(3) . . ? C5 C4 C3 119.7(3) . . ? C4 C3 C2 117.0(3) . . ? C4 C3 C3 122.0(3) . 2_675 ? C2 C3 C3 121.0(3) . 2_675 ? N1 C1 C2 122.5(3) . . ? C8 C7 C6 121.3(3) . . ? N1 C5 C4 122.8(3) . . ? C10 C14 P2 112.38(19) . 2_566 ? C8 C13 P3 114.6(2) . 1_554 ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 33.93 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.808 _refine_diff_density_min -1.075 _refine_diff_density_rms 0.147 data_p-1RT _database_code_depnum_ccdc_archive 'CCDC 781775' #TrackingRef '- P-1 RT.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H19 Cu N O10 P3' _chemical_formula_sum 'C14 H19 Cu N O10 P3' _chemical_formula_weight 517.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.7005(11) _cell_length_b 9.8815(11) _cell_length_c 10.2554(18) _cell_angle_alpha 80.103(8) _cell_angle_beta 74.147(5) _cell_angle_gamma 87.824(6) _cell_volume 931.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 9852 _cell_measurement_theta_min 2.584 _cell_measurement_theta_max 29.338 _exptl_crystal_description block _exptl_crystal_colour blue-green _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.846 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 1.487 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7356 _exptl_absorpt_correction_T_max 0.8535 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36212 _diffrn_reflns_av_R_equivalents 0.0426 _diffrn_reflns_av_sigmaI/netI 0.0294 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 29.49 _reflns_number_total 5133 _reflns_number_gt 4733 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT+ ver. 6.2 (Bruker, 2001)' _computing_data_reduction 'SAINT+ ver. 6.2 (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 2008)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0380P)^2^+2.9939P] 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 5133 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0593 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.1447 _refine_ls_wR_factor_gt 0.1432 _refine_ls_goodness_of_fit_ref 1.359 _refine_ls_restrained_S_all 1.359 _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 Cu1 Cu 0.25584(5) 0.84260(4) 0.01413(5) 0.01931(13) Uani 1 1 d . . . P2 P 0.35077(11) 1.01936(10) -0.30838(10) 0.0187(2) Uani 1 1 d . . . P1 P 0.14314(12) 1.13311(10) 0.07615(10) 0.0210(2) Uani 1 1 d . . . P3 P 0.32246(11) 0.59522(10) -0.17214(10) 0.0186(2) Uani 1 1 d . . . O1 O 0.2064(3) 0.9966(3) 0.1159(3) 0.0213(6) Uani 1 1 d . . . N1 N 0.1651(4) 0.7189(3) 0.1892(3) 0.0197(6) Uani 1 1 d . . . O2 O 0.2591(3) 1.2330(3) -0.0268(3) 0.0249(6) Uani 1 1 d . . . H2 H 0.2222 1.3069 -0.0469 0.037 Uiso 1 1 calc R . . O4 O 0.3451(3) 0.9162(3) -0.4002(3) 0.0257(6) Uani 1 1 d . . . O3 O 0.0169(3) 1.1231(3) 0.0155(3) 0.0265(6) Uani 1 1 d . . . H3 H -0.0469 1.0756 0.0722 0.040 Uiso 1 1 calc R . . O5 O 0.3096(4) 0.9667(3) -0.1577(3) 0.0289(7) Uani 1 1 d . . . O6 O 0.5062(3) 1.0816(3) -0.3475(3) 0.0281(6) Uani 1 1 d . . . H6 H 0.5315 1.1118 -0.4301 0.042 Uiso 1 1 calc R . . C6 C 0.1852(4) 1.2452(4) 0.2975(4) 0.0196(7) Uani 1 1 d . . . C7 C 0.2946(4) 1.3419(4) 0.2342(4) 0.0203(7) Uani 1 1 d . . . H7 H 0.3055 1.3829 0.1432 0.024 Uiso 1 1 calc R . . C4 C -0.0037(4) 0.5429(4) 0.3145(4) 0.0204(7) Uani 1 1 d . . . H4 H -0.0756 0.4833 0.3144 0.024 Uiso 1 1 calc R . . C3 C 0.0344(4) 0.5463(4) 0.4349(4) 0.0165(7) Uani 1 1 d . . . C8 C 0.3877(4) 1.3782(4) 0.3049(4) 0.0196(7) Uani 1 1 d . . . C12 C 0.0765(4) 1.2147(4) 0.2251(4) 0.0243(8) Uani 1 1 d . . . H12A H 0.0321 1.3004 0.1974 0.029 Uiso 1 1 calc R . . H12B H 0.0021 1.1563 0.2909 0.029 Uiso 1 1 calc R . . C13 C 0.2357(5) 1.1603(4) -0.3420(4) 0.0257(8) Uani 1 1 d . . . H13A H 0.1370 1.1289 -0.3058 0.031 Uiso 1 1 calc R . . H13B H 0.2490 1.2319 -0.2925 0.031 Uiso 1 1 calc R . . C2 C 0.1397(5) 0.6410(5) 0.4288(4) 0.0284(9) Uani 1 1 d . . . H2A H 0.1691 0.6470 0.5067 0.034 Uiso 1 1 calc R . . C5 C 0.0655(4) 0.6283(4) 0.1950(4) 0.0217(8) Uani 1 1 d . . . H5 H 0.0411 0.6220 0.1146 0.026 Uiso 1 1 calc R . . C1 C 0.1999(5) 0.7257(5) 0.3059(4) 0.0286(9) Uani 1 1 d . . . H1 H 0.2679 0.7905 0.3038 0.034 Uiso 1 1 calc R . . O7 O 0.2765(3) 0.6719(3) -0.2985(3) 0.0265(6) Uani 1 1 d . . . H7A H 0.3349 0.7330 -0.3400 0.040 Uiso 1 1 calc R . . O8 O 0.3322(4) 0.6833(3) -0.0705(3) 0.0281(6) Uani 1 1 d . . . O9 O 0.2096(3) 0.4780(3) -0.1125(4) 0.0341(7) Uani 1 1 d . . . C14 C 0.5063(4) 1.4822(4) 0.2333(4) 0.0211(7) Uani 1 1 d . . . H14A H 0.5141 1.5421 0.2966 0.025 Uiso 1 1 calc R . . H14B H 0.4810 1.5385 0.1560 0.025 Uiso 1 1 calc R . . C10 C 0.2605(4) 1.2220(4) -0.4924(4) 0.0208(7) Uani 1 1 d . . . C11 C 0.1715(4) 1.1850(4) 0.4338(4) 0.0219(8) Uani 1 1 d . . . H11 H 0.1009 1.1184 0.4764 0.026 Uiso 1 1 calc R . . C9 C 0.3689(4) 1.3182(4) 0.4423(4) 0.0215(7) Uani 1 1 d . . . H9 H 0.4296 1.3429 0.4907 0.026 Uiso 1 1 calc R . . O1W O 0.4794(4) 0.8684(4) 0.0743(4) 0.0373(8) Uani 1 1 d . . . H1W H 0.474(7) 0.885(7) 0.154(8) 0.056 Uiso 1 1 d . . . H2W H 0.567(8) 0.834(7) 0.053(7) 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 Cu1 0.0283(3) 0.0133(2) 0.0121(2) 0.00023(15) 0.00046(17) -0.00243(17) P2 0.0258(5) 0.0158(4) 0.0123(4) 0.0003(3) -0.0029(4) -0.0022(4) P1 0.0299(5) 0.0146(4) 0.0185(5) -0.0026(3) -0.0072(4) 0.0031(4) P3 0.0186(4) 0.0159(4) 0.0211(5) -0.0025(3) -0.0050(4) -0.0016(3) O1 0.0293(15) 0.0150(12) 0.0195(13) -0.0027(10) -0.0068(11) 0.0030(10) N1 0.0229(16) 0.0176(14) 0.0150(14) 0.0014(11) -0.0011(12) -0.0035(12) O2 0.0300(15) 0.0161(12) 0.0242(14) 0.0018(10) -0.0035(12) -0.0005(11) O4 0.0389(17) 0.0173(13) 0.0175(13) -0.0021(10) -0.0020(12) -0.0038(11) O3 0.0279(15) 0.0230(14) 0.0330(16) -0.0064(12) -0.0143(13) -0.0014(11) O5 0.0426(18) 0.0241(14) 0.0143(13) 0.0023(11) -0.0007(12) -0.0047(13) O6 0.0307(16) 0.0345(16) 0.0175(13) -0.0045(12) -0.0029(12) -0.0064(13) C6 0.0172(17) 0.0198(17) 0.0225(18) -0.0085(14) -0.0036(14) 0.0015(13) C7 0.0194(18) 0.0206(17) 0.0187(17) -0.0022(14) -0.0021(14) -0.0004(14) C4 0.0215(18) 0.0191(17) 0.0192(18) -0.0004(14) -0.0045(14) -0.0045(14) C3 0.0163(16) 0.0169(16) 0.0146(16) 0.0007(13) -0.0033(13) -0.0012(13) C8 0.0208(18) 0.0164(16) 0.0210(18) -0.0032(13) -0.0049(14) 0.0017(13) C12 0.0224(19) 0.0263(19) 0.026(2) -0.0119(16) -0.0054(16) -0.0028(15) C13 0.033(2) 0.0232(18) 0.0170(18) -0.0007(14) -0.0030(16) 0.0038(16) C2 0.033(2) 0.033(2) 0.0178(18) 0.0026(16) -0.0060(16) -0.0174(18) C5 0.028(2) 0.0211(17) 0.0142(16) 0.0004(13) -0.0042(14) -0.0040(15) C1 0.032(2) 0.032(2) 0.0192(19) 0.0040(16) -0.0042(16) -0.0165(17) O7 0.0303(15) 0.0229(14) 0.0290(15) 0.0019(11) -0.0156(13) -0.0057(12) O8 0.0385(17) 0.0226(14) 0.0231(14) -0.0075(11) -0.0068(13) 0.0047(12) O9 0.0254(16) 0.0241(15) 0.046(2) 0.0044(13) -0.0041(14) -0.0085(12) C14 0.0219(18) 0.0146(16) 0.0259(19) -0.0044(14) -0.0044(15) -0.0007(13) C10 0.0227(18) 0.0209(17) 0.0168(17) -0.0011(13) -0.0040(14) 0.0033(14) C11 0.0201(18) 0.0198(17) 0.0236(19) -0.0034(14) -0.0024(15) 0.0004(14) C9 0.0220(18) 0.0227(18) 0.0214(18) -0.0042(14) -0.0088(15) 0.0027(14) O1W 0.0320(18) 0.0397(19) 0.0379(19) -0.0074(15) -0.0047(15) -0.0055(15) _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 Cu1 O5 1.920(3) . ? Cu1 O8 1.952(3) . ? Cu1 O1 1.963(3) . ? Cu1 N1 1.989(3) . ? P2 O5 1.490(3) . ? P2 O4 1.513(3) . ? P2 O6 1.571(3) . ? P2 C13 1.798(4) . ? P1 O1 1.499(3) . ? P1 O3 1.530(3) . ? P1 O2 1.560(3) . ? P1 C12 1.802(4) . ? P3 O8 1.491(3) . ? P3 O9 1.550(3) . ? P3 O7 1.551(3) . ? P3 C14 1.800(4) 2_675 ? N1 C5 1.325(5) . ? N1 C1 1.341(5) . ? C6 C11 1.394(6) . ? C6 C7 1.396(5) . ? C6 C12 1.511(5) . ? C7 C8 1.394(6) . ? C4 C5 1.379(5) . ? C4 C3 1.389(5) . ? C3 C2 1.392(5) . ? C3 C3 1.484(7) 2_566 ? C8 C9 1.397(5) . ? C8 C14 1.512(5) . ? C13 C10 1.515(5) . ? C2 C1 1.379(5) . ? C14 P3 1.800(4) 2_675 ? C10 C11 1.388(6) 1_554 ? C10 C9 1.389(5) 1_554 ? C11 C10 1.388(6) 1_556 ? C9 C10 1.389(5) 1_556 ? 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 O5 Cu1 O8 93.01(13) . . ? O5 Cu1 O1 91.17(12) . . ? O8 Cu1 O1 169.76(13) . . ? O5 Cu1 N1 169.92(14) . . ? O8 Cu1 N1 90.01(13) . . ? O1 Cu1 N1 87.47(12) . . ? O5 P2 O4 116.12(17) . . ? O5 P2 O6 107.44(18) . . ? O4 P2 O6 109.73(17) . . ? O5 P2 C13 108.37(19) . . ? O4 P2 C13 108.57(19) . . ? O6 P2 C13 106.16(19) . . ? O1 P1 O3 113.47(17) . . ? O1 P1 O2 111.18(17) . . ? O3 P1 O2 109.45(17) . . ? O1 P1 C12 109.97(19) . . ? O3 P1 C12 106.59(19) . . ? O2 P1 C12 105.80(18) . . ? O8 P3 O9 113.65(19) . . ? O8 P3 O7 114.60(17) . . ? O9 P3 O7 103.06(18) . . ? O8 P3 C14 109.25(19) . 2_675 ? O9 P3 C14 107.68(18) . 2_675 ? O7 P3 C14 108.18(19) . 2_675 ? P1 O1 Cu1 129.60(17) . . ? C5 N1 C1 117.6(3) . . ? C5 N1 Cu1 120.7(3) . . ? C1 N1 Cu1 121.6(3) . . ? P2 O5 Cu1 160.9(2) . . ? C11 C6 C7 118.3(4) . . ? C11 C6 C12 120.4(4) . . ? C7 C6 C12 121.2(4) . . ? C8 C7 C6 121.2(4) . . ? C5 C4 C3 119.7(4) . . ? C2 C3 C4 117.1(3) . . ? C2 C3 C3 121.3(4) . 2_566 ? C4 C3 C3 121.6(4) . 2_566 ? C7 C8 C9 119.1(4) . . ? C7 C8 C14 120.1(3) . . ? C9 C8 C14 120.9(4) . . ? C6 C12 P1 116.4(3) . . ? C10 C13 P2 114.8(3) . . ? C3 C2 C1 119.3(4) . . ? N1 C5 C4 123.1(4) . . ? N1 C1 C2 123.1(4) . . ? P3 O8 Cu1 145.9(2) . . ? C8 C14 P3 113.2(3) . 2_675 ? C11 C10 C9 119.0(4) 1_554 1_554 ? C11 C10 C13 119.8(4) 1_554 . ? C9 C10 C13 121.1(4) 1_554 . ? C10 C11 C6 121.7(4) 1_556 . ? C10 C9 C8 120.7(4) 1_556 . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 29.49 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.587 _refine_diff_density_min -0.864 _refine_diff_density_rms 0.137 _publ_section_references ; Bruker (2001). SAINTP+ for NT. Data Reduction and Correction Program v. 6.2, Bruker AXS, Madison, Wisconsin, USA. Bruker (2005). APEX2 software package. Bruker Molecular Analysis Research Tool, v. 1.27. Bruker AXS, Madison, Wisconsin, USA. Sheldrick G.M. (2003). SADABS v.2.03, Bruker/Siemens Area Detector Absorption Correction Program, Bruker AXS, Madison, Wisconsin, USA. # Attachment '- P1 110K.cif' ; data_p1_110K _database_code_depnum_ccdc_archive 'CCDC 781776' #TrackingRef '- P1 110K.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H38 Cu2 N2 O20 P6' _chemical_formula_sum 'C28 H38 Cu2 N2 O20 P6' _chemical_formula_weight 1035.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P 1' _symmetry_space_group_name_Hall 'P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 9.6376(3) _cell_length_b 9.8817(3) _cell_length_c 10.2276(3) _cell_angle_alpha 80.0500(10) _cell_angle_beta 74.5300(10) _cell_angle_gamma 87.5500(10) _cell_volume 924.62(5) _cell_formula_units_Z 1 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 9922 _cell_measurement_theta_min 3.026 _cell_measurement_theta_max 33.894 _exptl_crystal_description block _exptl_crystal_colour blue-green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.860 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 1.498 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7537 _exptl_absorpt_correction_T_max 0.7742 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41588 _diffrn_reflns_av_R_equivalents 0.0238 _diffrn_reflns_av_sigmaI/netI 0.0275 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 33.93 _reflns_number_total 14354 _reflns_number_gt 13737 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT+ ver. 6.2 (Bruker, 2001)' _computing_data_reduction 'SAINT+ ver. 6.2 (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 2008)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0260P)^2^+1.5944P] 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 0.554(7) _refine_ls_number_reflns 14354 _refine_ls_number_parameters 543 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_ref 0.0779 _refine_ls_wR_factor_gt 0.0766 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 Cu1 Cu 0.79485(3) 1.35746(2) -0.29080(3) 0.00694(6) Uani 1 1 d . . . Cu2 Cu 0.28055(3) 0.67224(3) 0.67952(3) 0.00779(6) Uani 1 1 d . . . P6 P 0.85812(7) 1.11236(7) -0.48092(8) 0.00780(12) Uani 1 1 d . . . P2 P 0.18104(7) 0.49515(7) 1.00245(7) 0.00769(12) Uani 1 1 d . . . P5 P 0.88128(7) 1.53553(7) -0.61494(8) 0.00763(12) Uani 1 1 d . . . P3 P 0.21253(7) 0.92294(7) 0.86268(8) 0.00733(12) Uani 1 1 d . . . P1 P 0.38128(7) 0.37721(7) 0.61989(7) 0.00726(11) Uani 1 1 d . . . P4 P 0.66812(7) 1.64593(7) -0.23156(7) 0.00732(11) Uani 1 1 d . . . O1 O 0.3205(2) 0.5163(2) 0.5788(2) 0.0085(3) Uani 1 1 d . . . O2 O 0.2705(2) 0.2770(2) 0.7219(2) 0.0103(4) Uani 1 1 d . . . O10 O 0.7350(2) 1.5107(2) -0.1881(2) 0.0098(3) Uani 1 1 d . . . O13 O 1.0384(2) 1.5971(2) -0.6533(2) 0.0113(4) Uani 1 1 d . . . H13 H 1.0846 1.5797 -0.7306 0.017 Uiso 1 1 calc R . . O6 O 0.1857(2) 0.5981(2) 1.0959(2) 0.0104(4) Uani 1 1 d . . . O9 O 0.2573(2) 0.8449(2) 0.9916(2) 0.0112(4) Uani 1 1 d . . . H9 H 0.2118 0.7703 1.0201 0.017 Uiso 1 1 calc R . . O14 O 0.8383(2) 1.4828(2) -0.4640(2) 0.0114(4) Uani 1 1 d . . . O16 O 0.8713(2) 1.1983(2) -0.3786(2) 0.0115(4) Uani 1 1 d . . . O15 O 0.8770(2) 1.4317(2) -0.7076(2) 0.0109(4) Uani 1 1 d . . . O7 O 0.2037(2) 0.8331(2) 0.7612(2) 0.0112(4) Uani 1 1 d . . . O12 O 0.7899(2) 1.7458(2) -0.3352(2) 0.0100(4) Uani 1 1 d . . . H12 H 0.8697 1.7056 -0.3466 0.015 Uiso 1 1 calc R . . O18 O 0.8109(2) 1.1905(2) -0.6064(3) 0.0114(4) Uani 1 1 d . . . H18 H 0.8292 1.2746 -0.6161 0.017 Uiso 1 1 calc R . . O4 O 0.2212(2) 0.5486(2) 0.8515(2) 0.0119(4) Uani 1 1 d . . . O5 O 0.0247(2) 0.4316(3) 1.0393(2) 0.0120(4) Uani 1 1 d . . . H5 H -0.0136 0.4269 1.1240 0.018 Uiso 1 1 calc R . . N2 N 0.3680(3) 0.7933(3) 0.5039(3) 0.0090(4) Uani 1 1 d . . . O11 O 0.5448(2) 1.6383(2) -0.2945(2) 0.0106(4) Uani 1 1 d . . . N1 N 0.7027(3) 1.2311(3) -0.1171(3) 0.0082(4) Uani 1 1 d . . . O17 O 0.7397(2) 0.9985(2) -0.4203(3) 0.0143(4) Uani 1 1 d . . . H17 H 0.7729 0.9311 -0.3760 0.022 Uiso 1 1 calc R . . O3 O 0.5117(2) 0.3907(2) 0.6805(3) 0.0116(4) Uani 1 1 d . . . H3 H 0.5232 0.4736 0.6844 0.017 Uiso 1 1 calc R . . O8 O 0.3243(2) 1.0393(2) 0.8050(3) 0.0122(4) Uani 1 1 d . . . H8 H 0.2820 1.1154 0.8016 0.018 Uiso 1 1 calc R . . C19 C -0.2830(3) 0.7634(3) 0.9865(3) 0.0089(4) Uani 1 1 d . . . O2W O 0.0444(2) 0.6483(2) 0.6168(3) 0.0130(4) Uani 1 1 d D . . O1W O 1.0050(2) 1.3884(2) -0.2328(2) 0.0118(4) Uani 1 1 d D . . C11 C 0.3489(3) 0.2664(3) 0.3958(3) 0.0091(4) Uani 1 1 d . . . C17 C -0.0790(3) 0.8946(3) 0.9948(3) 0.0082(4) Uani 1 1 d . . . C2 C 0.5282(3) 1.0586(3) 0.0073(3) 0.0087(4) Uani 1 1 d . . . H2 H 0.4524 1.0004 0.0070 0.010 Uiso 1 1 calc R . . C9 C 0.5351(3) 0.9727(3) 0.3800(3) 0.0092(4) Uani 1 1 d . . . H9A H 0.6069 1.0353 0.3808 0.011 Uiso 1 1 calc R . . C27 C 0.0388(3) 0.9995(3) 0.9241(3) 0.0091(4) Uani 1 1 d . . . H27A H 0.0462 1.0604 0.9894 0.011 Uiso 1 1 calc R . . H27B H 0.0120 1.0571 0.8452 0.011 Uiso 1 1 calc R . . C23 C 0.4560(3) 0.2979(3) 0.4704(3) 0.0098(5) Uani 1 1 d . . . H23A H 0.5312 0.3595 0.4051 0.012 Uiso 1 1 calc R . . H23B H 0.5034 0.2113 0.4991 0.012 Uiso 1 1 calc R . . C13 C 0.1466(3) 0.1328(3) 0.3860(3) 0.0085(4) Uani 1 1 d . . . C1 C 0.5993(3) 1.1440(3) -0.1131(3) 0.0096(4) Uani 1 1 d . . . H1 H 0.5732 1.1400 -0.1956 0.011 Uiso 1 1 calc R . . C21 C -0.2074(3) 0.7383(3) 1.1982(3) 0.0089(4) Uani 1 1 d . . . C18 C -0.1731(3) 0.8588(3) 0.9234(3) 0.0091(4) Uani 1 1 d . . . H18A H -0.1620 0.9002 0.8301 0.011 Uiso 1 1 calc R . . C12 C 0.2384(3) 0.1689(3) 0.4590(3) 0.0091(4) Uani 1 1 d . . . H12A H 0.2265 0.1274 0.5523 0.011 Uiso 1 1 calc R . . C8 C 0.4992(3) 0.9664(3) 0.2577(3) 0.0078(4) Uani 1 1 d . . . C22 C -0.0983(3) 0.8348(3) 1.1326(3) 0.0096(4) Uani 1 1 d . . . H22 H -0.0362 0.8602 1.1825 0.012 Uiso 1 1 calc R . . C3 C 0.5686(3) 1.0590(3) 0.1284(3) 0.0082(4) Uani 1 1 d . . . C10 C 0.4660(3) 0.8877(3) 0.4998(3) 0.0091(4) Uani 1 1 d . . . H10 H 0.4887 0.8964 0.5829 0.011 Uiso 1 1 calc R . . C15 C 0.2741(3) 0.2898(3) 0.1836(3) 0.0096(4) Uani 1 1 d . . . C14 C 0.1655(3) 0.1931(3) 0.2480(3) 0.0097(4) Uani 1 1 d . . . H14 H 0.1036 0.1678 0.1978 0.012 Uiso 1 1 calc R . . C26 C 0.6067(3) 1.7334(3) -0.0863(3) 0.0106(5) Uani 1 1 d . . . H26A H 0.5638 1.8217 -0.1176 0.013 Uiso 1 1 calc R . . H26B H 0.5287 1.6776 -0.0179 0.013 Uiso 1 1 calc R . . C24 C 1.0276(3) 1.0292(3) -0.5422(3) 0.0102(5) Uani 1 1 d . . . H24A H 1.0539 0.9709 -0.4635 0.012 Uiso 1 1 calc R . . H24B H 1.0173 0.9689 -0.6069 0.012 Uiso 1 1 calc R . . C20 C -0.2973(3) 0.7018(3) 1.1230(3) 0.0101(5) Uani 1 1 d . . . H20 H -0.3696 0.6338 1.1654 0.012 Uiso 1 1 calc R . . C7 C 0.3968(3) 0.8691(3) 0.2625(3) 0.0114(5) Uani 1 1 d . . . H7 H 0.3684 0.8617 0.1819 0.014 Uiso 1 1 calc R . . C4 C 0.6774(3) 1.1513(3) 0.1224(3) 0.0135(5) Uani 1 1 d . . . H4 H 0.7083 1.1557 0.2024 0.016 Uiso 1 1 calc R . . C25 C 0.7666(3) 1.6780(3) -0.6515(3) 0.0112(5) Uani 1 1 d . . . H25A H 0.6651 1.6471 -0.6156 0.013 Uiso 1 1 calc R . . H25B H 0.7802 1.7512 -0.6011 0.013 Uiso 1 1 calc R . . C5 C 0.7398(3) 1.2359(3) -0.0003(3) 0.0129(5) Uani 1 1 d . . . H5A H 0.8114 1.2998 -0.0021 0.015 Uiso 1 1 calc R . . C6 C 0.3368(3) 0.7834(3) 0.3849(3) 0.0117(5) Uani 1 1 d . . . H6 H 0.2707 0.7146 0.3854 0.014 Uiso 1 1 calc R . . C28 C 0.2983(3) 0.3530(3) 1.0336(3) 0.0111(5) Uani 1 1 d . . . H28A H 0.2846 0.2810 0.9818 0.013 Uiso 1 1 calc R . . H28B H 0.3994 0.3851 0.9972 0.013 Uiso 1 1 calc R . . C16 C 0.3633(3) 0.3265(3) 0.2594(3) 0.0100(5) Uani 1 1 d . . . H16 H 0.4356 0.3944 0.2168 0.012 Uiso 1 1 calc R . . H2WA H 0.060(4) 0.609(3) 0.538(2) 0.015 Uiso 1 1 d D . . H1WA H 0.999(4) 1.386(4) -0.1404(14) 0.015 Uiso 1 1 d D . . H1WB H 1.094(2) 1.345(3) -0.252(4) 0.015 Uiso 1 1 d D . . H2WB H 0.031(4) 0.5638(19) 0.674(3) 0.015 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 Cu1 0.00916(12) 0.00581(13) 0.00488(14) -0.00003(11) -0.00057(10) -0.00098(10) Cu2 0.01128(13) 0.00557(13) 0.00506(15) -0.00009(11) -0.00001(11) -0.00085(10) P6 0.0081(2) 0.0069(3) 0.0081(3) -0.0010(2) -0.0017(2) -0.0010(2) P2 0.0102(3) 0.0067(3) 0.0053(3) 0.0000(2) -0.0010(2) -0.0009(2) P5 0.0099(3) 0.0070(3) 0.0053(3) -0.0001(2) -0.0013(2) -0.0009(2) P3 0.0080(2) 0.0059(3) 0.0080(3) -0.0006(2) -0.0023(2) -0.0004(2) P1 0.0082(2) 0.0066(2) 0.0074(3) -0.0011(2) -0.00284(19) 0.00012(18) P4 0.0088(2) 0.0058(2) 0.0077(3) -0.0012(2) -0.0028(2) -0.00021(18) O1 0.0119(7) 0.0061(8) 0.0083(9) -0.0018(6) -0.0040(6) 0.0017(6) O2 0.0118(8) 0.0070(8) 0.0105(9) 0.0020(7) -0.0018(7) -0.0009(6) O10 0.0119(8) 0.0077(8) 0.0093(9) -0.0005(7) -0.0026(6) 0.0009(6) O13 0.0123(8) 0.0140(10) 0.0074(9) -0.0026(7) -0.0013(7) -0.0025(7) O6 0.0149(8) 0.0093(9) 0.0063(9) -0.0009(7) -0.0016(7) -0.0019(7) O9 0.0151(9) 0.0083(9) 0.0115(10) 0.0010(7) -0.0071(7) -0.0015(7) O14 0.0158(8) 0.0113(9) 0.0050(9) 0.0016(7) -0.0005(7) -0.0013(7) O16 0.0153(9) 0.0107(9) 0.0094(10) -0.0041(7) -0.0036(7) 0.0015(7) O15 0.0155(9) 0.0077(9) 0.0089(10) -0.0020(7) -0.0014(7) -0.0025(7) O7 0.0146(8) 0.0086(9) 0.0098(10) -0.0029(7) -0.0012(7) 0.0008(7) O12 0.0085(7) 0.0090(8) 0.0112(9) -0.0009(7) -0.0010(6) -0.0006(6) O18 0.0138(8) 0.0085(9) 0.0129(10) 0.0013(7) -0.0066(7) -0.0025(7) O4 0.0191(9) 0.0077(9) 0.0074(9) 0.0008(7) -0.0021(7) -0.0015(7) O5 0.0103(8) 0.0169(10) 0.0084(10) -0.0027(8) -0.0006(7) -0.0044(7) N2 0.0095(9) 0.0083(10) 0.0086(11) -0.0020(8) -0.0014(7) 0.0003(7) O11 0.0108(8) 0.0103(8) 0.0130(10) -0.0032(7) -0.0062(7) -0.0011(6) N1 0.0107(9) 0.0070(9) 0.0051(10) 0.0023(7) -0.0009(7) -0.0026(7) O17 0.0118(8) 0.0087(9) 0.0208(12) 0.0032(8) -0.0046(8) -0.0025(7) O3 0.0126(8) 0.0092(8) 0.0154(10) -0.0023(7) -0.0078(7) 0.0001(6) O8 0.0084(7) 0.0087(9) 0.0174(11) 0.0009(7) -0.0014(7) -0.0016(6) C19 0.0093(9) 0.0098(11) 0.0072(11) -0.0015(9) -0.0016(8) 0.0015(8) O2W 0.0109(7) 0.0129(9) 0.0150(9) -0.0024(7) -0.0026(7) -0.0016(6) O1W 0.0093(7) 0.0155(9) 0.0108(9) -0.0028(7) -0.0023(6) -0.0004(6) C11 0.0087(9) 0.0080(11) 0.0116(12) -0.0039(9) -0.0032(9) 0.0006(8) C17 0.0087(9) 0.0075(10) 0.0078(11) 0.0000(8) -0.0022(8) 0.0004(8) C2 0.0098(9) 0.0081(11) 0.0076(12) -0.0005(9) -0.0014(8) -0.0017(8) C9 0.0105(10) 0.0094(11) 0.0076(12) -0.0004(9) -0.0024(8) -0.0023(8) C27 0.0083(9) 0.0091(11) 0.0085(12) -0.0016(9) 0.0001(8) -0.0008(8) C23 0.0085(9) 0.0118(12) 0.0096(12) -0.0050(9) -0.0009(8) 0.0003(8) C13 0.0080(9) 0.0079(10) 0.0098(12) -0.0033(9) -0.0017(8) 0.0006(8) C1 0.0109(10) 0.0085(11) 0.0090(12) -0.0001(9) -0.0027(8) -0.0017(8) C21 0.0104(10) 0.0074(10) 0.0081(11) -0.0004(8) -0.0019(8) 0.0024(8) C18 0.0084(9) 0.0102(11) 0.0082(12) -0.0018(9) -0.0011(8) -0.0012(8) C12 0.0100(10) 0.0093(11) 0.0083(12) -0.0010(9) -0.0032(8) 0.0011(8) C8 0.0093(9) 0.0085(11) 0.0047(12) -0.0005(9) -0.0007(8) -0.0009(8) C22 0.0109(10) 0.0092(11) 0.0091(12) -0.0009(9) -0.0035(8) -0.0001(8) C3 0.0078(9) 0.0073(11) 0.0083(13) 0.0005(9) -0.0010(8) -0.0009(8) C10 0.0114(10) 0.0094(11) 0.0062(11) 0.0001(9) -0.0024(8) -0.0006(8) C15 0.0107(10) 0.0094(11) 0.0082(12) -0.0010(9) -0.0022(8) 0.0009(8) C14 0.0104(10) 0.0115(11) 0.0077(11) -0.0020(9) -0.0035(8) 0.0011(8) C26 0.0085(9) 0.0117(12) 0.0127(13) -0.0041(10) -0.0035(9) -0.0004(8) C24 0.0110(10) 0.0075(11) 0.0125(13) -0.0020(9) -0.0036(9) 0.0000(8) C20 0.0098(10) 0.0095(11) 0.0111(12) -0.0028(9) -0.0020(9) 0.0003(8) C7 0.0123(10) 0.0137(11) 0.0075(12) 0.0010(9) -0.0018(9) -0.0067(8) C4 0.0166(11) 0.0168(13) 0.0075(12) 0.0004(9) -0.0043(9) -0.0072(9) C25 0.0136(10) 0.0110(12) 0.0082(12) -0.0012(9) -0.0020(9) 0.0026(9) C5 0.0143(10) 0.0151(12) 0.0084(12) 0.0004(9) -0.0017(9) -0.0067(9) C6 0.0138(10) 0.0130(11) 0.0078(12) 0.0009(9) -0.0030(8) -0.0058(8) C28 0.0144(11) 0.0110(12) 0.0064(11) 0.0003(9) -0.0015(9) 0.0010(9) C16 0.0110(10) 0.0081(11) 0.0093(12) -0.0002(9) -0.0009(8) -0.0007(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 Cu1 O14 1.934(2) . ? Cu1 O16 1.964(2) . ? Cu1 O10 1.970(2) . ? Cu1 N1 1.998(2) . ? Cu1 O1W 2.3034(19) . ? Cu2 O4 1.922(2) . ? Cu2 O7 1.949(2) . ? Cu2 O1 1.968(2) . ? Cu2 N2 1.976(3) . ? P6 O16 1.490(2) . ? P6 O18 1.545(2) . ? P6 O17 1.564(2) . ? P6 C24 1.803(3) . ? P2 O4 1.493(2) . ? P2 O6 1.521(2) . ? P2 O5 1.582(2) . ? P2 C28 1.804(3) . ? P5 O14 1.492(2) . ? P5 O15 1.521(2) . ? P5 O13 1.580(2) . ? P5 C25 1.802(3) . ? P3 O7 1.499(2) . ? P3 O8 1.537(2) . ? P3 O9 1.563(2) . ? P3 C27 1.807(3) . ? P1 O1 1.507(2) . ? P1 O2 1.532(2) . ? P1 O3 1.562(2) . ? P1 C23 1.803(3) . ? P4 O11 1.505(2) . ? P4 O10 1.507(2) . ? P4 O12 1.596(2) . ? P4 C26 1.799(3) . ? O13 H13 0.8400 . ? O9 H9 0.8400 . ? O12 H12 0.8400 . ? O18 H18 0.8400 . ? O5 H5 0.8400 . ? N2 C10 1.343(3) . ? N2 C6 1.349(4) . ? N1 C1 1.332(3) . ? N1 C5 1.343(4) . ? O17 H17 0.8400 . ? O3 H3 0.8400 . ? O8 H8 0.8400 . ? C19 C18 1.391(4) . ? C19 C20 1.396(4) . ? C19 C26 1.516(4) 1_446 ? O2W H2WA 0.930(10) . ? O2W H2WB 0.924(10) . ? O1W H1WA 0.926(10) . ? O1W H1WB 0.930(10) . ? C11 C16 1.391(4) . ? C11 C12 1.409(4) . ? C11 C23 1.508(4) . ? C17 C18 1.397(4) . ? C17 C22 1.397(4) . ? C17 C27 1.513(4) . ? C2 C1 1.392(4) . ? C2 C3 1.395(4) . ? C2 H2 0.9500 . ? C9 C10 1.381(4) . ? C9 C8 1.395(4) . ? C9 H9A 0.9500 . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C13 C12 1.392(4) . ? C13 C14 1.401(4) . ? C13 C24 1.514(4) 1_446 ? C1 H1 0.9500 . ? C21 C22 1.398(4) . ? C21 C20 1.398(4) . ? C21 C25 1.507(4) 1_447 ? C18 H18A 0.9500 . ? C12 H12A 0.9500 . ? C8 C7 1.393(4) . ? C8 C3 1.482(2) . ? C22 H22 0.9500 . ? C3 C4 1.401(4) . ? C10 H10 0.9500 . ? C15 C16 1.397(4) . ? C15 C14 1.394(4) . ? C15 C28 1.512(4) 1_554 ? C14 H14 0.9500 . ? C26 C19 1.516(4) 1_664 ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C24 C13 1.514(4) 1_664 ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C20 H20 0.9500 . ? C7 C6 1.382(4) . ? C7 H7 0.9500 . ? C4 C5 1.384(4) . ? C4 H4 0.9500 . ? C25 C21 1.507(4) 1_663 ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C5 H5A 0.9500 . ? C6 H6 0.9500 . ? C28 C15 1.512(4) 1_556 ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C16 H16 0.9500 . ? 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 O14 Cu1 O16 92.99(10) . . ? O14 Cu1 O10 91.17(10) . . ? O16 Cu1 O10 172.79(9) . . ? O14 Cu1 N1 166.42(9) . . ? O16 Cu1 N1 89.89(11) . . ? O10 Cu1 N1 87.43(10) . . ? O14 Cu1 O1W 97.35(9) . . ? O16 Cu1 O1W 92.84(9) . . ? O10 Cu1 O1W 80.78(8) . . ? N1 Cu1 O1W 95.75(9) . . ? O4 Cu2 O7 93.32(10) . . ? O4 Cu2 O1 90.69(10) . . ? O7 Cu2 O1 166.93(8) . . ? O4 Cu2 N2 172.40(10) . . ? O7 Cu2 N2 89.72(10) . . ? O1 Cu2 N2 87.87(10) . . ? O16 P6 O18 115.08(14) . . ? O16 P6 O17 112.96(14) . . ? O18 P6 O17 102.28(12) . . ? O16 P6 C24 109.50(13) . . ? O18 P6 C24 108.58(14) . . ? O17 P6 C24 108.02(13) . . ? O4 P2 O6 116.30(13) . . ? O4 P2 O5 106.72(12) . . ? O6 P2 O5 110.16(13) . . ? O4 P2 C28 107.81(14) . . ? O6 P2 C28 109.41(14) . . ? O5 P2 C28 105.90(14) . . ? O14 P5 O15 115.97(13) . . ? O14 P5 O13 108.04(12) . . ? O15 P5 O13 109.21(13) . . ? O14 P5 C25 108.58(14) . . ? O15 P5 C25 108.70(14) . . ? O13 P5 C25 105.88(13) . . ? O7 P3 O8 114.24(14) . . ? O7 P3 O9 113.88(13) . . ? O8 P3 O9 103.52(12) . . ? O7 P3 C27 109.47(13) . . ? O8 P3 C27 108.05(13) . . ? O9 P3 C27 107.25(14) . . ? O1 P1 O2 113.91(12) . . ? O1 P1 O3 111.00(12) . . ? O2 P1 O3 109.42(13) . . ? O1 P1 C23 110.27(14) . . ? O2 P1 C23 107.40(13) . . ? O3 P1 C23 104.36(13) . . ? O11 P4 O10 115.98(12) . . ? O11 P4 O12 109.51(13) . . ? O10 P4 O12 109.31(12) . . ? O11 P4 C26 108.20(13) . . ? O10 P4 C26 109.60(14) . . ? O12 P4 C26 103.51(13) . . ? P1 O1 Cu2 128.95(13) . . ? P4 O10 Cu1 128.98(14) . . ? P5 O13 H13 109.5 . . ? P3 O9 H9 109.5 . . ? P5 O14 Cu1 160.95(16) . . ? P6 O16 Cu1 145.25(14) . . ? P3 O7 Cu2 145.92(15) . . ? P4 O12 H12 109.5 . . ? P6 O18 H18 109.5 . . ? P2 O4 Cu2 160.92(15) . . ? P2 O5 H5 109.5 . . ? C10 N2 C6 117.6(3) . . ? C10 N2 Cu2 119.6(2) . . ? C6 N2 Cu2 122.8(2) . . ? C1 N1 C5 118.5(3) . . ? C1 N1 Cu1 120.8(2) . . ? C5 N1 Cu1 120.61(19) . . ? P6 O17 H17 109.5 . . ? P1 O3 H3 109.5 . . ? P3 O8 H8 109.5 . . ? C18 C19 C20 119.0(2) . . ? C18 C19 C26 121.3(3) . 1_446 ? C20 C19 C26 119.5(2) . 1_446 ? H2WA O2W H2WB 93(3) . . ? Cu1 O1W H1WA 117(2) . . ? Cu1 O1W H1WB 132(2) . . ? H1WA O1W H1WB 95(3) . . ? C16 C11 C12 118.5(2) . . ? C16 C11 C23 120.4(2) . . ? C12 C11 C23 121.0(3) . . ? C18 C17 C22 118.9(2) . . ? C18 C17 C27 120.1(3) . . ? C22 C17 C27 121.0(2) . . ? C1 C2 C3 119.7(2) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C10 C9 C8 119.8(2) . . ? C10 C9 H9A 120.1 . . ? C8 C9 H9A 120.1 . . ? C17 C27 P3 113.2(2) . . ? C17 C27 H27A 108.9 . . ? P3 C27 H27A 108.9 . . ? C17 C27 H27B 108.9 . . ? P3 C27 H27B 108.9 . . ? H27A C27 H27B 107.8 . . ? C11 C23 P1 115.11(19) . . ? C11 C23 H23A 108.5 . . ? P1 C23 H23A 108.5 . . ? C11 C23 H23B 108.5 . . ? P1 C23 H23B 108.5 . . ? H23A C23 H23B 107.5 . . ? C12 C13 C14 119.5(3) . . ? C12 C13 C24 119.2(3) . 1_446 ? C14 C13 C24 121.2(2) . 1_446 ? N1 C1 C2 122.5(3) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C22 C21 C20 118.6(3) . . ? C22 C21 C25 121.6(2) . 1_447 ? C20 C21 C25 119.7(3) . 1_447 ? C19 C18 C17 121.1(3) . . ? C19 C18 H18A 119.4 . . ? C17 C18 H18A 119.4 . . ? C13 C12 C11 120.7(3) . . ? C13 C12 H12A 119.7 . . ? C11 C12 H12A 119.7 . . ? C7 C8 C9 117.2(3) . . ? C7 C8 C3 121.75(19) . . ? C9 C8 C3 121.00(19) . . ? C21 C22 C17 121.1(2) . . ? C21 C22 H22 119.4 . . ? C17 C22 H22 119.4 . . ? C2 C3 C4 117.0(3) . . ? C2 C3 C8 121.50(19) . . ? C4 C3 C8 121.5(2) . . ? N2 C10 C9 122.8(3) . . ? N2 C10 H10 118.6 . . ? C9 C10 H10 118.6 . . ? C16 C15 C14 118.8(3) . . ? C16 C15 C28 119.9(3) . 1_554 ? C14 C15 C28 121.3(2) . 1_554 ? C15 C14 C13 120.7(2) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C19 C26 P4 117.4(2) 1_664 . ? C19 C26 H26A 107.9 1_664 . ? P4 C26 H26A 107.9 . . ? C19 C26 H26B 107.9 1_664 . ? P4 C26 H26B 107.9 . . ? H26A C26 H26B 107.2 . . ? C13 C24 P6 111.6(2) 1_664 . ? C13 C24 H24A 109.3 1_664 . ? P6 C24 H24A 109.3 . . ? C13 C24 H24B 109.3 1_664 . ? P6 C24 H24B 109.3 . . ? H24A C24 H24B 108.0 . . ? C19 C20 C21 121.2(3) . . ? C19 C20 H20 119.4 . . ? C21 C20 H20 119.4 . . ? C6 C7 C8 119.7(3) . . ? C6 C7 H7 120.2 . . ? C8 C7 H7 120.2 . . ? C5 C4 C3 119.8(3) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C21 C25 P5 114.8(2) 1_663 . ? C21 C25 H25A 108.6 1_663 . ? P5 C25 H25A 108.6 . . ? C21 C25 H25B 108.6 1_663 . ? P5 C25 H25B 108.6 . . ? H25A C25 H25B 107.5 . . ? N1 C5 C4 122.4(3) . . ? N1 C5 H5A 118.8 . . ? C4 C5 H5A 118.8 . . ? N2 C6 C7 122.8(3) . . ? N2 C6 H6 118.6 . . ? C7 C6 H6 118.6 . . ? C15 C28 P2 114.3(2) 1_556 . ? C15 C28 H28A 108.7 1_556 . ? P2 C28 H28A 108.7 . . ? C15 C28 H28B 108.7 1_556 . ? P2 C28 H28B 108.7 . . ? H28A C28 H28B 107.6 . . ? C11 C16 C15 121.7(3) . . ? C11 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 33.93 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.613 _refine_diff_density_min -0.840 _refine_diff_density_rms 0.088 _publ_section_references ; Bruker (2001). SAINTP+ for NT. Data Reduction and Correction Program v. 6.2, Bruker AXS, Madison, Wisconsin, USA. Bruker (2005). APEX2 software package. Bruker Molecular Analysis Research Tool, v. 1.27. Bruker AXS, Madison, Wisconsin, USA. Sheldrick G.M. (2003). SADABS v.2.03, Bruker/Siemens Area Detector Absorption Correction Program, Bruker AXS, Madison, Wisconsin, USA. # Attachment '- P1 RT.cif' ; data_p1_RT _database_code_depnum_ccdc_archive 'CCDC 781777' #TrackingRef '- P1 RT.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H38 Cu2 N2 O20 P6' _chemical_formula_sum 'C28 H38 Cu2 N2 O20 P6' _chemical_formula_weight 1035.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P 1' _symmetry_space_group_name_Hall 'P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 9.7005(11) _cell_length_b 9.8815(11) _cell_length_c 10.2554(18) _cell_angle_alpha 80.103(8) _cell_angle_beta 74.147(5) _cell_angle_gamma 87.824(6) _cell_volume 931.5(2) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 9852 _cell_measurement_theta_min 2.584 _cell_measurement_theta_max 29.338 _exptl_crystal_description block _exptl_crystal_colour blue-green _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.846 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 1.487 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7356 _exptl_absorpt_correction_T_max 0.8535 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36212 _diffrn_reflns_av_R_equivalents 0.0393 _diffrn_reflns_av_sigmaI/netI 0.0422 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 29.49 _reflns_number_total 10097 _reflns_number_gt 8894 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT+ ver. 6.2 (Bruker, 2001)' _computing_data_reduction 'SAINT+ ver. 6.2 (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 2008)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0488P)^2^+0.6655P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0074(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.399(12) _refine_ls_number_reflns 10097 _refine_ls_number_parameters 526 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0463 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.1027 _refine_ls_wR_factor_gt 0.0993 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _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 Cu1 Cu -0.08185(4) 0.75461(4) 0.14858(4) 0.01859(14) Uani 1 1 d . . . Cu2 Cu 0.40686(5) 1.06936(4) 0.12043(4) 0.02114(14) Uani 1 1 d . . . P3 P 0.50647(12) 0.77575(12) 0.05751(14) 0.0183(3) Uani 1 1 d . . . P4 P 0.33659(13) 1.31978(13) 0.30289(14) 0.0185(3) Uani 1 1 d . . . P5 P -0.01824(13) 0.51027(13) -0.04144(14) 0.0201(3) Uani 1 1 d . . . P6 P 0.30492(14) 0.89301(13) 0.44220(14) 0.0201(3) Uani 1 1 d . . . P7 P 0.00670(14) 0.93173(13) -0.17464(14) 0.0194(3) Uani 1 1 d . . . P8 P -0.20730(13) 1.04212(12) 0.20977(14) 0.0183(2) Uani 1 1 d . . . O1 O 0.4457(4) 0.9144(4) 0.0197(4) 0.0199(7) Uani 1 1 d . . . O13 O -0.1411(4) 0.9075(4) 0.2511(4) 0.0222(8) Uani 1 1 d . . . O2 O 0.3955(4) 0.6748(4) 0.1603(4) 0.0249(8) Uani 1 1 d . . . O12 O 0.3829(4) 1.2428(4) 0.4314(4) 0.0284(9) Uani 1 1 d . . . H12 H 0.3239 1.1826 0.4737 0.043 Uiso 1 1 calc R . . O6 O -0.0639(4) 0.5866(4) -0.1658(4) 0.0273(9) Uani 1 1 d . . . H6 H -0.0060 0.6483 -0.2067 0.041 Uiso 1 1 calc R . . O14 O -0.0880(4) 1.1424(4) 0.1063(4) 0.0233(8) Uani 1 1 d . . . H14 H -0.0113 1.1022 0.0900 0.035 Uiso 1 1 calc R . . O9 O 0.3096(4) 0.9964(4) 0.5338(4) 0.0250(8) Uani 1 1 d . . . O4 O -0.0068(4) 0.5967(4) 0.0603(4) 0.0274(8) Uani 1 1 d . . . O10 O 0.3299(4) 1.2301(4) 0.2019(4) 0.0292(9) Uani 1 1 d . . . O16 O 0.0007(4) 0.8291(4) -0.2665(4) 0.0266(8) Uani 1 1 d . . . N2 N -0.1751(4) 0.6287(4) 0.3229(4) 0.0183(9) Uani 1 1 d . . . N1 N 0.4934(5) 1.1913(5) -0.0551(5) 0.0223(9) Uani 1 1 d . . . O18 O -0.0358(4) 0.8804(4) -0.0243(4) 0.0288(9) Uani 1 1 d . . . O3 O 0.6361(4) 0.7871(4) 0.1176(5) 0.0275(9) Uani 1 1 d . . . H3 H 0.6991 0.8351 0.0604 0.041 Uiso 1 1 calc R . . O17 O 0.1625(4) 0.9944(5) -0.2151(4) 0.0275(8) Uani 1 1 d . . . H17 H 0.1835 1.0325 -0.2957 0.041 Uiso 1 1 calc R . . O7 O 0.3442(4) 0.9468(4) 0.2916(4) 0.0297(9) Uani 1 1 d . . . O15 O -0.3306(4) 1.0335(4) 0.1492(4) 0.0261(8) Uani 1 1 d . . . O8 O 0.1494(4) 0.8308(4) 0.4795(4) 0.0296(9) Uani 1 1 d . . . H8 H 0.1238 0.7992 0.5618 0.044 Uiso 1 1 calc R . . C3 C 0.4722(5) 0.6668(5) -0.1670(6) 0.0202(10) Uani 1 1 d . . . C10 C -0.0479(5) 1.2516(6) 0.3655(6) 0.0219(10) Uani 1 1 d . . . H10 H -0.0361 1.2914 0.2741 0.026 Uiso 1 1 calc R . . O5 O -0.1345(4) 0.3956(4) 0.0210(5) 0.0333(10) Uani 1 1 d . . . H5 H -0.0959 0.3203 0.0244 0.050 Uiso 1 1 calc R . . C11 C -0.1572(5) 1.1577(5) 0.4283(6) 0.0217(10) Uani 1 1 d . . . O1W O 0.1675(4) 1.0479(4) 0.0581(5) 0.0406(11) Uani 1 1 d . . . O11 O 0.4467(4) 1.4381(4) 0.2467(5) 0.0343(10) Uani 1 1 d . . . H11 H 0.4283 1.4868 0.1804 0.051 Uiso 1 1 calc R . . C27 C -0.3393(5) 0.3677(5) 0.8202(6) 0.0214(10) Uani 1 1 d . . . H27 H -0.2672 0.4270 0.8203 0.026 Uiso 1 1 calc R . . C17 C -0.2687(5) 1.1283(6) 0.3577(6) 0.0254(11) Uani 1 1 d . . . H17A H -0.3110 1.2148 0.3288 0.030 Uiso 1 1 calc R . . H17B H -0.3442 1.0725 0.4252 0.030 Uiso 1 1 calc R . . C20 C -0.3468(5) 0.4545(5) 0.4494(6) 0.0213(11) Uani 1 1 d . . . H20 H -0.4193 0.3955 0.4497 0.026 Uiso 1 1 calc R . . C26 C -0.3777(5) 0.3641(5) 0.6982(5) 0.0185(10) Uani 1 1 d . . . C13 C -0.0819(5) 1.1341(5) 0.6383(5) 0.0197(10) Uani 1 1 d . . . C8 C 0.5776(5) 0.6988(6) -0.0917(6) 0.0229(11) Uani 1 1 d . . . H8A H 0.6512 0.7596 -0.1556 0.027 Uiso 1 1 calc R . . H8B H 0.6240 0.6139 -0.0647 0.027 Uiso 1 1 calc R . . C21 C -0.3087(5) 0.4569(5) 0.5681(6) 0.0172(10) Uani 1 1 d . . . O2W O 0.1309(4) 0.7834(4) 0.2074(4) 0.0287(8) Uani 1 1 d . . . C1 C 0.2708(5) 0.5325(5) -0.1741(6) 0.0218(10) Uani 1 1 d . . . C2 C 0.3620(5) 0.5681(5) -0.1034(6) 0.0206(10) Uani 1 1 d . . . H2 H 0.3511 0.5266 -0.0126 0.025 Uiso 1 1 calc R . . C15 C 0.0457(5) 1.2886(5) 0.4358(5) 0.0188(10) Uani 1 1 d . . . C25 C -0.4796(6) 0.2662(6) 0.7050(6) 0.0277(12) Uani 1 1 d . . . H25 H -0.5068 0.2576 0.6266 0.033 Uiso 1 1 calc R . . C12 C -0.1716(5) 1.0964(6) 0.5648(6) 0.0221(10) Uani 1 1 d . . . H12A H -0.2420 1.0296 0.6072 0.026 Uiso 1 1 calc R . . C5 C 0.3974(5) 0.6902(5) -0.3778(6) 0.0245(11) Uani 1 1 d . . . C16 C 0.1627(5) 1.3933(5) 0.3644(6) 0.0208(10) Uani 1 1 d . . . H16A H 0.1690 1.4539 0.4277 0.025 Uiso 1 1 calc R . . H16B H 0.1368 1.4487 0.2871 0.025 Uiso 1 1 calc R . . C18 C -0.1064(6) 1.0730(6) -0.2125(6) 0.0275(12) Uani 1 1 d . . . H18A H -0.2054 1.0421 -0.1767 0.033 Uiso 1 1 calc R . . H18B H -0.0935 1.1450 -0.1634 0.033 Uiso 1 1 calc R . . C7 C 0.1494(5) 0.4293(5) -0.1021(6) 0.0234(11) Uani 1 1 d . . . H7A H 0.1736 0.3719 -0.0249 0.028 Uiso 1 1 calc R . . H7B H 0.1398 0.3703 -0.1656 0.028 Uiso 1 1 calc R . . C4 C 0.4847(5) 0.7265(5) -0.3031(6) 0.0241(11) Uani 1 1 d . . . H4 H 0.5549 0.7936 -0.3453 0.029 Uiso 1 1 calc R . . C22 C -0.2000(6) 0.5477(6) 0.5615(6) 0.0296(13) Uani 1 1 d . . . H22 H -0.1684 0.5508 0.6388 0.036 Uiso 1 1 calc R . . C9 C 0.4217(6) 0.7513(6) 0.4717(6) 0.0242(11) Uani 1 1 d . . . H9A H 0.4073 0.6801 0.4222 0.029 Uiso 1 1 calc R . . H9B H 0.5204 0.7828 0.4346 0.029 Uiso 1 1 calc R . . C6 C 0.2883(5) 0.5929(5) -0.3121(5) 0.0208(10) Uani 1 1 d . . . H6A H 0.2271 0.5681 -0.3600 0.025 Uiso 1 1 calc R . . C14 C 0.0253(5) 1.2297(6) 0.5727(6) 0.0252(11) Uani 1 1 d . . . H14A H 0.0854 1.2554 0.6213 0.030 Uiso 1 1 calc R . . C19 C -0.2773(5) 0.5402(6) 0.3282(6) 0.0243(11) Uani 1 1 d . . . H19 H -0.3032 0.5354 0.2482 0.029 Uiso 1 1 calc R . . C28 C 0.5916(5) 1.2835(5) -0.0615(5) 0.0207(10) Uani 1 1 d . . . H28 H 0.6148 1.2914 0.0191 0.025 Uiso 1 1 calc R . . C23 C -0.1390(6) 0.6342(6) 0.4376(6) 0.0295(13) Uani 1 1 d . . . H23 H -0.0703 0.6982 0.4355 0.035 Uiso 1 1 calc R . . C24 C 0.4606(6) 1.1831(6) -0.1743(6) 0.0287(12) Uani 1 1 d . . . H24 H 0.3940 1.1172 -0.1730 0.034 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 Cu1 0.0247(3) 0.0150(3) 0.0130(3) -0.0002(2) -0.0011(2) -0.0019(2) Cu2 0.0331(3) 0.0128(3) 0.0124(3) 0.0001(2) 0.0013(2) -0.0025(2) P3 0.0214(5) 0.0149(5) 0.0196(6) -0.0026(4) -0.0073(4) 0.0008(4) P4 0.0207(5) 0.0142(5) 0.0195(7) -0.0008(5) -0.0046(5) -0.0010(4) P5 0.0213(5) 0.0161(6) 0.0217(7) -0.0016(5) -0.0041(5) -0.0026(4) P6 0.0275(6) 0.0167(6) 0.0131(7) 0.0001(5) -0.0020(5) -0.0015(5) P7 0.0272(6) 0.0159(6) 0.0123(6) 0.0008(5) -0.0020(5) -0.0022(5) P8 0.0235(5) 0.0141(5) 0.0179(6) -0.0025(4) -0.0063(4) -0.0003(4) O1 0.0274(16) 0.0141(16) 0.0186(19) -0.0020(13) -0.0076(14) 0.0032(12) O13 0.0283(17) 0.0180(17) 0.0188(19) -0.0029(14) -0.0045(14) 0.0020(13) O2 0.0285(17) 0.0173(17) 0.025(2) -0.0010(15) -0.0030(14) -0.0021(13) O12 0.0344(19) 0.0181(17) 0.035(2) 0.0079(16) -0.0200(18) -0.0035(15) O6 0.0300(18) 0.0252(19) 0.028(2) -0.0028(16) -0.0096(16) -0.0084(15) O14 0.0236(16) 0.0186(17) 0.024(2) 0.0023(15) -0.0036(14) -0.0023(13) O9 0.0403(19) 0.0172(17) 0.016(2) -0.0052(14) -0.0043(15) -0.0014(14) O4 0.040(2) 0.0203(19) 0.023(2) -0.0046(16) -0.0101(16) 0.0050(15) O10 0.036(2) 0.025(2) 0.023(2) -0.0085(16) -0.0005(16) 0.0011(15) O16 0.0347(19) 0.0201(18) 0.020(2) 0.0019(15) -0.0016(15) -0.0060(14) N2 0.0242(19) 0.017(2) 0.009(2) 0.0046(16) -0.0002(16) -0.0053(16) N1 0.025(2) 0.017(2) 0.023(3) -0.0048(18) -0.0032(18) 0.0021(16) O18 0.041(2) 0.024(2) 0.017(2) -0.0009(16) -0.0031(16) 0.0001(16) O3 0.0286(17) 0.0224(18) 0.038(2) -0.0077(16) -0.0182(16) 0.0016(14) O17 0.0301(18) 0.036(2) 0.016(2) -0.0035(16) -0.0049(15) -0.0025(15) O7 0.045(2) 0.025(2) 0.0117(19) 0.0047(16) 0.0010(15) -0.0044(17) O15 0.0280(17) 0.0266(19) 0.027(2) -0.0049(16) -0.0125(15) -0.0034(14) O8 0.0311(19) 0.034(2) 0.020(2) -0.0026(17) -0.0021(16) -0.0103(16) C3 0.019(2) 0.019(2) 0.024(3) -0.011(2) -0.0057(19) 0.0044(17) C10 0.024(2) 0.024(2) 0.019(3) -0.008(2) -0.0053(19) 0.0023(19) O5 0.0257(18) 0.0192(17) 0.049(3) 0.0047(17) -0.0057(17) -0.0056(14) C11 0.025(2) 0.019(2) 0.021(3) -0.006(2) -0.004(2) 0.0011(18) O1W 0.0284(18) 0.037(2) 0.052(3) 0.0036(19) -0.0080(17) -0.0076(16) O11 0.0250(18) 0.0228(18) 0.050(3) 0.0067(18) -0.0079(18) -0.0056(14) C27 0.023(2) 0.021(2) 0.020(3) -0.003(2) -0.0050(19) -0.0030(18) C17 0.022(2) 0.030(3) 0.028(3) -0.016(2) -0.007(2) 0.001(2) C20 0.023(2) 0.018(2) 0.020(3) 0.003(2) -0.0046(19) -0.0049(18) C26 0.023(2) 0.017(2) 0.013(3) 0.0028(19) -0.0023(18) -0.0019(18) C13 0.024(2) 0.020(2) 0.011(2) 0.0007(18) -0.0013(18) 0.0048(17) C8 0.020(2) 0.024(2) 0.024(3) -0.009(2) -0.0014(19) -0.0012(18) C21 0.0154(19) 0.016(2) 0.017(3) -0.0018(18) 0.0006(17) -0.0003(16) O2W 0.0204(15) 0.037(2) 0.031(2) -0.0108(16) -0.0084(13) 0.0027(13) C1 0.020(2) 0.018(2) 0.026(3) -0.006(2) -0.002(2) 0.0001(17) C2 0.026(2) 0.017(2) 0.016(3) -0.0004(19) -0.0030(19) 0.0002(18) C15 0.025(2) 0.015(2) 0.016(3) -0.0038(18) -0.0043(19) 0.0027(17) C25 0.033(3) 0.032(3) 0.016(3) -0.002(2) -0.004(2) -0.014(2) C12 0.024(2) 0.022(2) 0.020(3) -0.006(2) -0.005(2) 0.0024(18) C5 0.029(2) 0.020(2) 0.025(3) -0.002(2) -0.009(2) 0.0041(19) C16 0.023(2) 0.015(2) 0.023(3) -0.0057(19) -0.0023(19) 0.0018(17) C18 0.032(3) 0.026(3) 0.021(3) -0.006(2) -0.002(2) -0.001(2) C7 0.027(2) 0.017(2) 0.028(3) -0.004(2) -0.009(2) -0.0018(18) C4 0.024(2) 0.014(2) 0.028(3) 0.001(2) 0.002(2) -0.0020(17) C22 0.035(3) 0.036(3) 0.018(3) 0.003(2) -0.009(2) -0.016(2) C9 0.034(3) 0.022(3) 0.012(2) 0.0019(19) -0.003(2) 0.007(2) C6 0.023(2) 0.022(2) 0.017(2) -0.0053(19) -0.0052(18) 0.0035(18) C14 0.027(2) 0.025(3) 0.028(3) -0.006(2) -0.015(2) 0.001(2) C19 0.028(2) 0.025(3) 0.022(3) -0.001(2) -0.010(2) -0.005(2) C28 0.030(2) 0.019(2) 0.010(2) -0.0012(18) -0.0012(19) -0.0019(19) C23 0.033(3) 0.032(3) 0.017(3) 0.008(2) -0.001(2) -0.019(2) C24 0.033(3) 0.030(3) 0.024(3) -0.006(2) -0.008(2) -0.011(2) _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 Cu1 O18 1.934(4) . ? Cu1 N2 2.000(4) . ? Cu1 O13 1.967(4) . ? Cu1 O4 1.956(4) . ? Cu1 O2W 2.343(3) . ? Cu2 O7 1.913(4) . ? Cu2 O10 1.951(4) . ? Cu2 O1 1.960(4) . ? Cu2 N1 1.976(5) . ? Cu2 O1W 2.596(4) . ? P3 O1 1.502(4) . ? P3 O3 1.559(4) . ? P3 O2 1.538(4) . ? P3 C8 1.783(6) . ? P4 O10 1.489(4) . ? P4 O11 1.539(4) . ? P4 O12 1.572(4) . ? P4 C16 1.804(5) . ? P5 O4 1.485(4) . ? P5 O5 1.556(4) . ? P5 O6 1.531(4) . ? P5 C7 1.786(6) . ? P6 O7 1.492(4) . ? P6 O9 1.512(4) . ? P6 O8 1.573(4) . ? P6 C9 1.805(5) . ? P7 O16 1.510(4) . ? P7 O18 1.484(4) . ? P7 O17 1.575(4) . ? P7 C18 1.798(6) . ? P8 O13 1.500(4) . ? P8 O15 1.502(4) . ? P8 O14 1.581(4) . ? P8 C17 1.815(6) . ? N2 C19 1.331(6) . ? N2 C23 1.326(7) . ? N1 C24 1.361(8) . ? N1 C28 1.324(6) . ? C3 C2 1.413(7) . ? C3 C4 1.393(8) . ? C3 C8 1.511(7) . ? C10 C15 1.397(7) . ? C10 C11 1.377(7) . ? C11 C12 1.398(8) . ? C11 C17 1.517(7) . ? C27 C28 1.365(7) 1_446 ? C27 C26 1.406(7) . ? C20 C19 1.393(7) . ? C20 C21 1.369(8) . ? C26 C25 1.389(6) . ? C26 C21 1.486(3) . ? C13 C14 1.379(7) . ? C13 C12 1.394(7) . ? C13 C18 1.502(8) 1_556 ? C21 C22 1.390(6) . ? C1 C2 1.376(7) . ? C1 C6 1.405(8) . ? C1 C7 1.526(6) . ? C15 C14 1.388(8) . ? C15 C16 1.507(6) . ? C25 C24 1.355(8) 1_446 ? C5 C6 1.402(7) . ? C5 C4 1.381(8) . ? C5 C9 1.514(8) 1_554 ? C18 C13 1.502(8) 1_554 ? C22 C23 1.396(7) . ? C9 C5 1.514(8) 1_556 ? C28 C27 1.365(7) 1_664 ? C24 C25 1.355(8) 1_664 ? 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 O18 Cu1 N2 166.90(16) . . ? O18 Cu1 O13 91.12(17) . . ? N2 Cu1 O13 87.18(17) . . ? O18 Cu1 O4 92.76(18) . . ? N2 Cu1 O4 90.33(18) . . ? O13 Cu1 O4 173.06(17) . . ? O18 Cu1 O2W 97.29(16) . . ? N2 Cu1 O2W 95.29(16) . . ? O13 Cu1 O2W 81.31(14) . . ? O4 Cu1 O2W 92.48(15) . . ? O7 Cu2 O10 93.03(18) . . ? O7 Cu2 O1 90.98(18) . . ? O10 Cu2 O1 166.44(15) . . ? O7 Cu2 N1 173.66(18) . . ? O10 Cu2 N1 89.41(18) . . ? O1 Cu2 N1 87.98(17) . . ? O7 Cu2 O1W 93.23(16) . . ? O10 Cu2 O1W 88.60(16) . . ? O1 Cu2 O1W 78.23(14) . . ? N1 Cu2 O1W 92.68(16) . . ? O1 P3 O3 111.5(2) . . ? O1 P3 O2 113.4(2) . . ? O3 P3 O2 108.8(2) . . ? O1 P3 C8 110.5(2) . . ? O3 P3 C8 104.8(2) . . ? O2 P3 C8 107.4(2) . . ? O10 P4 O11 114.8(3) . . ? O10 P4 O12 113.9(2) . . ? O11 P4 O12 102.6(2) . . ? O10 P4 C16 109.4(2) . . ? O11 P4 C16 108.0(2) . . ? O12 P4 C16 107.8(3) . . ? O4 P5 O5 112.3(3) . . ? O4 P5 O6 115.1(2) . . ? O5 P5 O6 103.1(2) . . ? O4 P5 C7 109.6(2) . . ? O5 P5 C7 107.9(2) . . ? O6 P5 C7 108.5(3) . . ? O7 P6 O9 115.8(2) . . ? O7 P6 O8 106.3(2) . . ? O9 P6 O8 109.9(2) . . ? O7 P6 C9 107.8(3) . . ? O9 P6 C9 110.0(3) . . ? O8 P6 C9 106.6(2) . . ? O16 P7 O18 116.5(2) . . ? O16 P7 O17 109.5(2) . . ? O18 P7 O17 108.3(2) . . ? O16 P7 C18 107.5(3) . . ? O18 P7 C18 109.0(3) . . ? O17 P7 C18 105.5(2) . . ? O13 P8 O15 115.6(2) . . ? O13 P8 O14 109.6(2) . . ? O15 P8 O14 109.6(2) . . ? O13 P8 C17 109.5(3) . . ? O15 P8 C17 108.1(2) . . ? O14 P8 C17 103.8(2) . . ? P3 O1 Cu2 129.7(2) . . ? P8 O13 Cu1 129.5(2) . . ? P5 O4 Cu1 146.1(3) . . ? P4 O10 Cu2 146.3(3) . . ? C19 N2 C23 118.2(4) . . ? C19 N2 Cu1 121.3(4) . . ? C23 N2 Cu1 120.5(3) . . ? C24 N1 C28 116.8(5) . . ? C24 N1 Cu2 123.0(4) . . ? C28 N1 Cu2 120.1(4) . . ? P7 O18 Cu1 160.4(3) . . ? P6 O7 Cu2 160.8(3) . . ? C2 C3 C4 117.7(4) . . ? C2 C3 C8 120.5(5) . . ? C4 C3 C8 121.6(4) . . ? C15 C10 C11 121.6(5) . . ? C12 C11 C17 119.4(4) . . ? C12 C11 C10 118.5(5) . . ? C17 C11 C10 121.9(5) . . ? C28 C27 C26 119.6(4) 1_446 . ? C11 C17 P8 116.8(4) . . ? C19 C20 C21 120.2(4) . . ? C25 C26 C27 116.4(5) . . ? C25 C26 C21 122.1(4) . . ? C27 C26 C21 121.5(3) . . ? C14 C13 C12 118.9(5) . . ? C14 C13 C18 121.5(4) . 1_556 ? C12 C13 C18 119.5(4) . 1_556 ? C3 C8 P3 116.5(4) . . ? C22 C21 C20 117.3(5) . . ? C22 C21 C26 121.0(4) . . ? C20 C21 C26 121.6(3) . . ? C2 C1 C6 119.9(4) . . ? C2 C1 C7 120.1(5) . . ? C6 C1 C7 120.0(4) . . ? C3 C2 C1 120.9(5) . . ? C10 C15 C14 118.5(4) . . ? C10 C15 C16 120.1(5) . . ? C14 C15 C16 121.4(4) . . ? C26 C25 C24 120.2(5) . 1_446 ? C13 C12 C11 120.9(5) . . ? C6 C5 C4 118.4(5) . . ? C6 C5 C9 120.9(5) . 1_554 ? C4 C5 C9 120.7(5) . 1_554 ? C15 C16 P4 114.0(4) . . ? C13 C18 P7 116.1(4) 1_554 . ? C1 C7 P5 112.7(4) . . ? C3 C4 C5 122.8(4) . . ? C23 C22 C21 119.2(5) . . ? C5 C9 P6 113.4(4) 1_556 . ? C5 C6 C1 120.3(5) . . ? C13 C14 C15 121.5(4) . . ? C20 C19 N2 122.3(5) . . ? N1 C28 C27 123.7(5) . 1_664 ? C22 C23 N2 122.7(5) . . ? N1 C24 C25 123.1(5) . 1_664 ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 29.49 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.535 _refine_diff_density_min -0.626 _refine_diff_density_rms 0.115 _publ_section_references ; Bruker (2001). SAINTP+ for NT. Data Reduction and Correction Program v. 6.2, Bruker AXS, Madison, Wisconsin, USA. Bruker (2005). APEX2 software package. Bruker Molecular Analysis Research Tool, v. 1.27. Bruker AXS, Madison, Wisconsin, USA. Sheldrick G.M. (2003). SADABS v.2.03, Bruker/Siemens Area Detector Absorption Correction Program, Bruker AXS, Madison, Wisconsin, USA. ;