# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_address ;Istituto Chimica Biomolecolare ICB-CNR Ple Aldo Moro 5 00185 Rome Italy ; _publ_contact_author_email caruso@vassar.edu _publ_contact_author_fax ? _publ_contact_author_phone ? _publ_contact_author_name 'F. Caruso' _publ_contact_letter ;F. Caruso ; _publ_requested_category 'full article' _publ_requested_coeditor_name ? _publ_section_title ;Bisphosphonate metal complexes as selective inhibitors of Trypanosoma cruzi farnesyl diphosphate synthase ; loop_ _publ_author_name 'B. Demoro' 'F. Caruso' 'M. Rossi' 'D. Benitez' 'M. Gonzalez' 'H. Cerecetto' ; M.Galizzi ; 'L. Malayil' 'R. Docampo' 'R. Faccio' 'D. Gambino' 'L. Otero' data_copam _database_code_depnum_ccdc_archive 'CCDC 799811' #TrackingRef 'CoPam_REVISED_DEPOSITED_Dec-12_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; {bis[(3-amino-1-hydroxypropane-1,1-diyl)bis(phosphonato)]diaquacobalt(II)} ; _chemical_name_common ;(bis((3-amino-1-hydroxypropane-1,1- diyl)bis(phosphonato))diaquacobalt(ii)) ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H24 Co N2 O16 P4' _chemical_formula_weight 563.08 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' 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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.350(6) _cell_length_b 10.851(9) _cell_length_c 10.908(9) _cell_angle_alpha 90.00 _cell_angle_beta 94.407(11) _cell_angle_gamma 90.00 _cell_volume 867.3(13) _cell_formula_units_Z 2 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 1674 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 22.32 _exptl_crystal_description needle _exptl_crystal_colour pink _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.156 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 578 _exptl_absorpt_coefficient_mu 1.451 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7503 _exptl_absorpt_correction_T_max 0.9442 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 6487 _diffrn_reflns_av_R_equivalents 0.0669 _diffrn_reflns_av_sigmaI/netI 0.0413 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 22.21 _reflns_number_total 1097 _reflns_number_gt 887 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0451P)^2^+2.8565P] 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 1097 _refine_ls_number_parameters 113 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0558 _refine_ls_R_factor_gt 0.0399 _refine_ls_wR_factor_ref 0.1096 _refine_ls_wR_factor_gt 0.1004 _refine_ls_goodness_of_fit_ref 1.190 _refine_ls_restrained_S_all 1.190 _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 Co1 Co 0.0000 0.5000 0.5000 0.0140(4) Uani 1 2 d S . . P1 P 0.1556(2) 0.58134(14) 0.78276(14) 0.0111(4) Uiso 1 1 d . . . P2 P 0.3172(2) 0.70191(14) 0.55852(14) 0.0101(4) Uani 1 1 d . . . C1 C 0.3627(8) 0.6358(5) 0.7130(5) 0.0116(14) Uiso 1 1 d . . . C3 C 0.6207(8) 0.5041(6) 0.8194(5) 0.0158(14) Uiso 1 1 d . . . H32 H 0.7040 0.5731 0.8319 0.019 Uiso 1 1 calc R . . H31 H 0.5494 0.4980 0.8904 0.019 Uiso 1 1 calc R . . C2 C 0.4943(8) 0.5246(6) 0.7032(5) 0.0155(14) Uiso 1 1 d . . . H21 H 0.4226 0.4506 0.6863 0.019 Uiso 1 1 calc R . . H22 H 0.5680 0.5380 0.6344 0.019 Uiso 1 1 calc R . . N1 N 0.7252(7) 0.3883(5) 0.8052(5) 0.0182(12) Uiso 1 1 d . . . H1A H 0.6484 0.3249 0.7978 0.027 Uiso 1 1 calc R . . H1B H 0.8030 0.3774 0.8709 0.027 Uiso 1 1 calc R . . H1C H 0.7868 0.3934 0.7382 0.027 Uiso 1 1 calc R . . O2 O 0.0332(5) 0.6976(4) 0.7995(3) 0.0144(10) Uani 1 1 d . . . H2 H 0.0915 0.7492 0.8410 0.022 Uiso 1 1 calc R . . O1 O 0.0608(5) 0.4894(4) 0.6936(4) 0.0153(10) Uani 1 1 d . . . O8 O 0.4547(5) 0.7273(4) 0.7931(4) 0.0156(10) Uani 1 1 d . . . H8 H 0.4089 0.7951 0.7788 0.023 Uiso 1 1 calc R . . O3 O 0.2118(5) 0.5297(3) 0.9093(3) 0.0127(10) Uani 1 1 d . . . O5 O 0.1877(5) 0.8125(4) 0.5728(3) 0.0145(10) Uani 1 1 d . . . H5 H 0.2388 0.8641 0.6183 0.022 Uiso 1 1 calc R . . O6 O 0.5007(5) 0.7455(4) 0.5197(3) 0.0142(10) Uani 1 1 d . . . O4 O 0.2263(5) 0.6058(4) 0.4752(4) 0.0136(10) Uani 1 1 d . . . O7 O 0.1437(7) 0.3317(4) 0.4774(4) 0.0177(11) Uiso 1 1 d . . . H71 H 0.268(11) 0.329(7) 0.485(6) 0.05(2) Uiso 1 1 d . . . H72 H 0.100(11) 0.282(8) 0.525(8) 0.07(3) 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 Co1 0.0184(7) 0.0115(7) 0.0124(7) -0.0005(5) 0.0034(5) -0.0018(5) P2 0.0137(9) 0.0081(8) 0.0089(8) 0.0009(7) 0.0025(6) -0.0015(7) O2 0.019(2) 0.011(2) 0.012(2) -0.0012(18) 0.0010(18) -0.0016(18) O1 0.022(2) 0.010(2) 0.014(2) 0.0011(18) 0.0021(18) -0.0048(18) O8 0.021(2) 0.009(2) 0.017(2) -0.0006(19) -0.0018(18) -0.0014(19) O3 0.020(2) 0.011(2) 0.007(2) -0.0006(17) 0.0037(18) -0.0005(18) O5 0.021(2) 0.009(2) 0.012(2) -0.0032(18) -0.0018(18) 0.0014(18) O6 0.013(2) 0.015(2) 0.014(2) 0.0025(18) 0.0007(17) -0.0012(18) O4 0.018(2) 0.010(2) 0.013(2) -0.0013(18) 0.0016(18) -0.0034(18) _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 Co1 O4 2.056(4) . ? Co1 O4 2.056(4) 3_566 ? Co1 O1 2.128(4) . ? Co1 O1 2.128(4) 3_566 ? Co1 O7 2.133(5) 3_566 ? Co1 O7 2.133(5) . ? P1 O3 1.517(4) . ? P1 O1 1.524(4) . ? P1 O2 1.568(4) . ? P1 C1 1.850(6) . ? P2 O4 1.506(4) . ? P2 O6 1.519(4) . ? P2 O5 1.547(4) . ? P2 C1 1.838(6) . ? C1 O8 1.455(7) . ? C1 C2 1.555(8) . ? C3 N1 1.487(8) . ? C3 C2 1.529(8) . ? C3 H32 0.9700 . ? C3 H31 0.9700 . ? C2 H21 0.9700 . ? C2 H22 0.9700 . ? N1 H1A 0.8900 . ? N1 H1B 0.8900 . ? N1 H1C 0.8900 . ? O2 H2 0.8200 . ? O8 H8 0.8200 . ? O5 H5 0.8200 . ? O7 H71 0.91(8) . ? O7 H72 0.84(9) . ? 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 O4 Co1 O4 180.0 . 3_566 ? O4 Co1 O1 92.90(15) . . ? O4 Co1 O1 87.10(15) 3_566 . ? O4 Co1 O1 87.10(15) . 3_566 ? O4 Co1 O1 92.90(15) 3_566 3_566 ? O1 Co1 O1 180.000(1) . 3_566 ? O4 Co1 O7 87.12(19) . 3_566 ? O4 Co1 O7 92.88(19) 3_566 3_566 ? O1 Co1 O7 89.99(16) . 3_566 ? O1 Co1 O7 90.01(16) 3_566 3_566 ? O4 Co1 O7 92.88(19) . . ? O4 Co1 O7 87.12(19) 3_566 . ? O1 Co1 O7 90.01(16) . . ? O1 Co1 O7 89.99(16) 3_566 . ? O7 Co1 O7 180.000(1) 3_566 . ? O3 P1 O1 114.7(2) . . ? O3 P1 O2 108.0(2) . . ? O1 P1 O2 111.3(2) . . ? O3 P1 C1 108.5(2) . . ? O1 P1 C1 107.3(2) . . ? O2 P1 C1 106.8(2) . . ? O4 P2 O6 114.2(2) . . ? O4 P2 O5 110.5(2) . . ? O6 P2 O5 110.6(2) . . ? O4 P2 C1 108.9(3) . . ? O6 P2 C1 105.9(2) . . ? O5 P2 C1 106.3(2) . . ? O8 C1 C2 107.9(5) . . ? O8 C1 P2 109.1(4) . . ? C2 C1 P2 108.1(4) . . ? O8 C1 P1 109.3(4) . . ? C2 C1 P1 108.4(4) . . ? P2 C1 P1 113.8(3) . . ? N1 C3 C2 108.8(5) . . ? N1 C3 H32 109.9 . . ? C2 C3 H32 109.9 . . ? N1 C3 H31 109.9 . . ? C2 C3 H31 109.9 . . ? H32 C3 H31 108.3 . . ? C3 C2 C1 113.4(5) . . ? C3 C2 H21 108.9 . . ? C1 C2 H21 108.9 . . ? C3 C2 H22 108.9 . . ? C1 C2 H22 108.9 . . ? H21 C2 H22 107.7 . . ? C3 N1 H1A 109.5 . . ? C3 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C3 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? P1 O2 H2 109.5 . . ? P1 O1 Co1 130.4(2) . . ? C1 O8 H8 109.5 . . ? P2 O5 H5 109.5 . . ? P2 O4 Co1 129.3(2) . . ? Co1 O7 H71 121(5) . . ? Co1 O7 H72 105(6) . . ? H71 O7 H72 111(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 P2 C1 O8 178.6(3) . . . . ? O6 P2 C1 O8 55.4(4) . . . . ? O5 P2 C1 O8 -62.4(4) . . . . ? O4 P2 C1 C2 61.5(4) . . . . ? O6 P2 C1 C2 -61.8(4) . . . . ? O5 P2 C1 C2 -179.5(4) . . . . ? O4 P2 C1 P1 -59.1(4) . . . . ? O6 P2 C1 P1 177.7(3) . . . . ? O5 P2 C1 P1 60.0(4) . . . . ? O3 P1 C1 O8 -57.5(4) . . . . ? O1 P1 C1 O8 178.1(3) . . . . ? O2 P1 C1 O8 58.7(4) . . . . ? O3 P1 C1 C2 59.9(4) . . . . ? O1 P1 C1 C2 -64.5(4) . . . . ? O2 P1 C1 C2 176.1(4) . . . . ? O3 P1 C1 P2 -179.8(3) . . . . ? O1 P1 C1 P2 55.8(4) . . . . ? O2 P1 C1 P2 -63.6(4) . . . . ? N1 C3 C2 C1 173.9(5) . . . . ? O8 C1 C2 C3 31.3(7) . . . . ? P2 C1 C2 C3 149.2(4) . . . . ? P1 C1 C2 C3 -86.9(5) . . . . ? O3 P1 O1 Co1 -166.9(3) . . . . ? O2 P1 O1 Co1 70.1(4) . . . . ? C1 P1 O1 Co1 -46.4(4) . . . . ? O4 Co1 O1 P1 31.3(3) . . . . ? O4 Co1 O1 P1 -148.7(3) 3_566 . . . ? O1 Co1 O1 P1 -159(100) 3_566 . . . ? O7 Co1 O1 P1 -55.8(3) 3_566 . . . ? O7 Co1 O1 P1 124.2(3) . . . . ? O6 P2 O4 Co1 170.0(3) . . . . ? O5 P2 O4 Co1 -64.5(4) . . . . ? C1 P2 O4 Co1 51.9(4) . . . . ? O4 Co1 O4 P2 -159(100) 3_566 . . . ? O1 Co1 O4 P2 -33.7(3) . . . . ? O1 Co1 O4 P2 146.3(3) 3_566 . . . ? O7 Co1 O4 P2 56.2(3) 3_566 . . . ? O7 Co1 O4 P2 -123.8(3) . . . . ? 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 N1 H1C O1 0.89 2.35 3.038(7) 134.0 1_655 N1 H1C O4 0.89 2.32 3.107(7) 147.0 3_666 N1 H1A O2 0.89 2.14 2.977(7) 155.4 2_546 N1 H1A O7 0.89 2.60 3.125(7) 118.9 4_666 N1 H1B O6 0.89 2.30 3.085(6) 147.1 2_646 N1 H1B O3 0.89 2.61 3.239(7) 128.2 3_667 O7 H71 O6 0.91(8) 1.89(8) 2.743(6) 156(7) 3_666 O7 H72 O8 0.84(9) 2.13(9) 2.889(6) 150(8) 2_546 O7 H72 O5 0.84(9) 2.51(8) 2.911(7) 111(7) 3_566 O8 H8 O1 0.82 2.14 2.850(6) 145.3 2_556 O8 H8 O5 0.82 2.68 3.124(6) 115.9 . O2 H2 O6 0.82 2.11 2.509(6) 109.8 4_576 O5 H5 O3 0.82 1.86 2.473(6) 130.3 2_556 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 22.21 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.520 _refine_diff_density_min -0.520 _refine_diff_density_rms 0.117 # start Validation Reply Form _vrf_PUBL010_GLOBAL ; PROBLEM: _publ_author_address is missing. Author(s) address(es). RESPONSE: Not required by journal. ; _vrf_PUBL012_GLOBAL ; PROBLEM: _publ_section_abstract is missing. RESPONSE: Not required by journal. ; _vrf_PUBL024_GLOBAL ; PROBLEM: The number of authors is greater than 5. RESPONSE: Not required by journal. ; _vrf_THETM01_I ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 RESPONSE: The crystal was very tiny and we could get not more data ; _vrf_PLAT023_I ; PROBLEM: Resolution (too) Low [sin(theta)/Lambda < 0.6].. 22.21 Deg. RESPONSE: The crystal was very tiny and we could get not more data ; # end Validation Reply Form # Attachment 'dinoCu_REVISED_DEPOSITED.cif' data_Cu-ALENDRONATE _database_code_depnum_ccdc_archive 'CCDC 799812' #TrackingRef 'dinoCu_REVISED_DEPOSITED.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ;tetrakis[4-amino-1-hydroxy-1-(hydroxy-oxido-phosphoryl)- butyl]phosphonatodiaquadicopper(II) di-hydrate ; _chemical_name_common ; tetrakis(4-amino-1-hydroxy-1-(hydroxy-oxido-phosphoryl)- butyl)phosphonatodiaquadicopper(ii) di-hydrate ; _chemical_melting_point ? _chemical_formula_moiety 'C16 H52 Cu2 N4 O30 P8, 2(H2 O)' _chemical_formula_sum 'C16 H56 Cu2 N4 O32 P8' _chemical_formula_weight 1187.46 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 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 12.5988(14) _cell_length_b 13.3968(15) _cell_length_c 12.5122(14) _cell_angle_alpha 90.00 _cell_angle_beta 110.9350(10) _cell_angle_gamma 90.00 _cell_volume 1972.4(4) _cell_formula_units_Z 2 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 9884 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 30.27 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.999 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1220 _exptl_absorpt_coefficient_mu 1.518 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8388 _exptl_absorpt_correction_T_max 0.9144 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(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_reflns_number 27040 _diffrn_reflns_av_R_equivalents 0.0751 _diffrn_reflns_av_sigmaI/netI 0.0637 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 30.42 _reflns_number_total 5649 _reflns_number_gt 4218 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0687P)^2^+0.0200P] 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_number_reflns 5649 _refine_ls_number_parameters 288 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0668 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1239 _refine_ls_wR_factor_gt 0.1153 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _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 Cu Cu 0.19583(3) 0.95364(3) -0.03004(3) 0.00851(11) Uani 1 1 d . . . P1 P 0.42756(6) 0.88110(6) 0.17562(7) 0.00926(17) Uani 1 1 d . . . P2 P 0.40276(6) 1.09962(6) 0.11427(7) 0.00864(16) Uani 1 1 d . . . P31 P 0.01392(7) 0.78066(6) -0.05053(7) 0.00984(17) Uani 1 1 d . . . P32 P 0.04101(6) 0.91394(6) 0.15940(7) 0.00876(16) Uani 1 1 d . . . O1 O 0.44611(19) 0.81083(16) 0.27497(19) 0.0137(5) Uani 1 1 d . . . O2 O 0.38013(18) 1.20212(16) 0.16202(18) 0.0116(4) Uani 1 1 d . . . H2 H 0.4395 1.2212 0.2146 0.017 Uiso 1 1 calc R . . O3 O 0.34102(17) 1.01263(16) 0.27803(18) 0.0111(4) Uani 1 1 d . . . H3 H 0.2777 1.0054 0.2253 0.017 Uiso 1 1 calc R . . O4 O 0.31531(18) 0.86350(16) 0.07774(19) 0.0122(4) Uani 1 1 d . . . O5 O 0.52989(18) 0.87123(16) 0.13308(19) 0.0129(5) Uani 1 1 d . . . H5 H 0.5202 0.9101 0.0777 0.019 Uiso 1 1 calc R . . O6 O 0.50508(18) 1.10588(16) 0.07822(18) 0.0119(4) Uani 1 1 d . . . O9 O 0.29398(18) 1.06918(17) 0.02052(18) 0.0133(5) Uani 1 1 d . . . O20 O 0.11012(18) 0.83004(16) -0.07440(18) 0.0109(4) Uani 1 1 d . . . O21 O -0.07859(18) 0.95168(16) 0.12862(18) 0.0115(4) Uani 1 1 d . . . O55 O -0.0058(2) 0.67291(16) -0.0881(2) 0.0159(5) Uani 1 1 d . . . O56 O -0.10127(18) 0.83516(17) -0.11268(18) 0.0130(4) Uani 1 1 d . . . H56 H -0.0965 0.8946 -0.0900 0.019 Uiso 1 1 calc R . . O57 O 0.10007(18) 0.90303(17) 0.29282(18) 0.0128(4) Uani 1 1 d . . . H57 H 0.0633 0.8624 0.3173 0.019 Uiso 1 1 calc R . . O58 O 0.12088(18) 0.97639(16) 0.12015(18) 0.0114(4) Uani 1 1 d . . . O84 O 0.15971(18) 0.74992(17) 0.15930(18) 0.0134(5) Uani 1 1 d . . . H84 H 0.2045 0.7871 0.1415 0.020 Uiso 1 1 calc R . . O99 O 0.2621(2) 0.9345(3) -0.1770(2) 0.0294(7) Uani 1 1 d D . . O1W O 0.8718(5) 0.0085(5) 0.4091(5) 0.119(2) Uani 1 1 d . . . N5 N 0.6851(2) 1.2000(2) 0.5818(2) 0.0139(5) Uani 1 1 d . . . H5A H 0.7574 1.2001 0.6336 0.021 Uiso 1 1 calc R . . H5B H 0.6353 1.1931 0.6191 0.021 Uiso 1 1 calc R . . H5C H 0.6713 1.2585 0.5423 0.021 Uiso 1 1 calc R . . N66 N -0.2308(3) 0.8112(3) 0.2028(3) 0.0255(7) Uani 1 1 d . . . H66A H -0.1699 0.8049 0.2690 0.038 Uiso 1 1 calc R . . H66B H -0.2949 0.8200 0.2194 0.038 Uiso 1 1 calc R . . H66C H -0.2206 0.8650 0.1631 0.038 Uiso 1 1 calc R . . C18 C 0.4300(2) 1.0083(2) 0.2310(2) 0.0096(6) Uani 1 1 d . . . C24 C 0.5444(3) 1.0220(2) 0.3310(3) 0.0126(6) Uani 1 1 d . . . H24A H 0.5607 0.9601 0.3773 0.015 Uiso 1 1 calc R . . H24B H 0.6050 1.0298 0.2986 0.015 Uiso 1 1 calc R . . C25 C 0.6707(3) 1.1148(3) 0.5003(3) 0.0143(6) Uani 1 1 d . . . H25A H 0.6873 1.0515 0.5439 0.017 Uiso 1 1 calc R . . H25B H 0.7262 1.1219 0.4613 0.017 Uiso 1 1 calc R . . C26 C 0.5516(3) 1.1099(2) 0.4110(3) 0.0139(6) Uani 1 1 d . . . H26A H 0.5342 1.1729 0.3665 0.017 Uiso 1 1 calc R . . H26B H 0.4954 1.1014 0.4489 0.017 Uiso 1 1 calc R . . C41 C -0.0332(3) 0.7139(2) 0.1410(3) 0.0136(6) Uani 1 1 d . . . H41A H -0.0066 0.6447 0.1383 0.016 Uiso 1 1 calc R . . H41B H -0.0238 0.7285 0.2214 0.016 Uiso 1 1 calc R . . C42 C -0.1610(3) 0.7196(3) 0.0670(3) 0.0157(6) Uani 1 1 d . . . H42A H -0.1744 0.7817 0.0211 0.019 Uiso 1 1 calc R . . H42B H -0.1797 0.6628 0.0128 0.019 Uiso 1 1 calc R . . C43 C -0.2425(3) 0.7180(3) 0.1314(3) 0.0211(7) Uani 1 1 d . . . H43A H -0.3215 0.7129 0.0762 0.025 Uiso 1 1 calc R . . H43B H -0.2270 0.6586 0.1818 0.025 Uiso 1 1 calc R . . C70 C 0.0433(3) 0.7860(2) 0.1040(3) 0.0108(6) Uani 1 1 d . . . H1W H 0.229(3) 0.893(2) -0.226(3) 0.016 Uiso 1 1 d D . . H2W H 0.3276(19) 0.916(3) -0.152(3) 0.016 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 Cu 0.00529(18) 0.01052(19) 0.00959(19) 0.00076(13) 0.00249(14) -0.00034(13) P1 0.0071(4) 0.0113(4) 0.0105(4) 0.0015(3) 0.0044(3) 0.0018(3) P2 0.0058(3) 0.0107(4) 0.0088(4) 0.0009(3) 0.0019(3) -0.0006(3) P31 0.0087(4) 0.0114(4) 0.0109(4) -0.0003(3) 0.0052(3) -0.0007(3) P32 0.0059(3) 0.0119(4) 0.0084(4) 0.0012(3) 0.0025(3) 0.0002(3) O1 0.0147(11) 0.0135(11) 0.0149(11) 0.0052(8) 0.0076(9) 0.0040(9) O2 0.0072(10) 0.0138(11) 0.0121(10) -0.0007(8) 0.0013(8) 0.0007(8) O3 0.0048(10) 0.0181(11) 0.0118(10) 0.0006(8) 0.0046(8) 0.0003(8) O4 0.0091(10) 0.0116(10) 0.0152(11) -0.0001(8) 0.0035(9) 0.0007(8) O5 0.0094(10) 0.0177(11) 0.0143(11) 0.0032(9) 0.0074(9) 0.0037(9) O6 0.0084(10) 0.0173(11) 0.0123(11) 0.0007(8) 0.0064(9) 0.0001(8) O9 0.0093(10) 0.0122(11) 0.0145(11) 0.0021(8) -0.0005(9) -0.0034(8) O20 0.0088(10) 0.0138(11) 0.0111(10) -0.0001(8) 0.0046(9) -0.0027(8) O21 0.0070(10) 0.0166(11) 0.0111(10) 0.0024(8) 0.0034(8) 0.0022(8) O55 0.0202(12) 0.0112(11) 0.0228(12) -0.0028(9) 0.0156(10) -0.0028(9) O56 0.0087(10) 0.0156(11) 0.0138(11) 0.0000(9) 0.0030(9) -0.0001(8) O57 0.0101(10) 0.0173(11) 0.0113(11) 0.0015(8) 0.0039(9) -0.0018(9) O58 0.0092(10) 0.0142(11) 0.0116(10) 0.0011(8) 0.0046(9) -0.0022(8) O84 0.0056(10) 0.0199(12) 0.0156(11) 0.0055(9) 0.0047(9) 0.0025(8) O99 0.0097(12) 0.060(2) 0.0194(14) 0.0022(13) 0.0057(11) 0.0009(13) O1W 0.126(5) 0.146(5) 0.114(4) 0.044(4) 0.079(4) 0.062(4) N5 0.0091(12) 0.0206(14) 0.0107(12) -0.0001(10) 0.0018(10) -0.0034(10) N66 0.0157(15) 0.0390(19) 0.0230(16) 0.0051(14) 0.0085(13) 0.0082(13) C18 0.0072(13) 0.0129(14) 0.0091(13) 0.0012(11) 0.0034(11) 0.0005(11) C24 0.0092(14) 0.0171(15) 0.0113(14) 0.0019(11) 0.0033(12) 0.0014(12) C25 0.0114(15) 0.0219(17) 0.0088(14) 0.0004(12) 0.0028(12) 0.0005(12) C26 0.0081(14) 0.0178(16) 0.0136(15) 0.0004(12) 0.0012(12) -0.0012(12) C41 0.0097(14) 0.0152(15) 0.0172(15) 0.0018(12) 0.0064(12) -0.0007(12) C42 0.0102(15) 0.0215(17) 0.0165(15) 0.0021(13) 0.0062(13) -0.0004(12) C43 0.0110(15) 0.030(2) 0.0216(17) 0.0063(15) 0.0055(14) -0.0033(14) C70 0.0084(14) 0.0137(14) 0.0102(14) 0.0014(11) 0.0030(11) 0.0011(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 Cu O9 1.941(2) . ? Cu O20 1.946(2) . ? Cu O21 2.002(2) 3_575 ? Cu O4 2.023(2) . ? Cu O99 2.289(3) . ? Cu O58 2.405(2) . ? P1 O1 1.510(2) . ? P1 O4 1.522(2) . ? P1 O5 1.566(2) . ? P1 C18 1.836(3) . ? P2 O9 1.507(2) . ? P2 O6 1.513(2) . ? P2 O2 1.564(2) . ? P2 C18 1.840(3) . ? P31 O20 1.502(2) . ? P31 O55 1.511(2) . ? P31 O56 1.561(2) . ? P31 C70 1.835(3) . ? P32 O21 1.503(2) . ? P32 O58 1.519(2) . ? P32 O57 1.573(2) . ? P32 C70 1.853(3) . ? O2 H2 0.8400 . ? O3 C18 1.442(3) . ? O3 H3 0.8400 . ? O5 H5 0.8400 . ? O21 Cu 2.002(2) 3_575 ? O56 H56 0.8400 . ? O57 H57 0.8400 . ? O84 C70 1.463(4) . ? O84 H84 0.8400 . ? O99 H1W 0.825(18) . ? O99 H2W 0.809(18) . ? N5 C25 1.498(4) . ? N5 H5A 0.9100 . ? N5 H5B 0.9100 . ? N5 H5C 0.9100 . ? N66 C43 1.512(5) . ? N66 H66A 0.9100 . ? N66 H66B 0.9100 . ? N66 H66C 0.9100 . ? C18 C24 1.545(4) . ? C24 C26 1.526(4) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.518(4) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C41 C42 1.547(4) . ? C41 C70 1.548(4) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 C43 1.515(4) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O9 Cu O20 174.60(9) . . ? O9 Cu O21 86.53(9) . 3_575 ? O20 Cu O21 98.70(9) . 3_575 ? O9 Cu O4 91.32(9) . . ? O20 Cu O4 83.52(9) . . ? O21 Cu O4 176.51(9) 3_575 . ? O9 Cu O99 88.75(10) . . ? O20 Cu O99 90.01(10) . . ? O21 Cu O99 88.68(10) 3_575 . ? O4 Cu O99 94.03(10) . . ? O9 Cu O58 91.52(9) . . ? O20 Cu O58 89.88(8) . . ? O21 Cu O58 89.53(8) 3_575 . ? O4 Cu O58 87.77(8) . . ? O99 Cu O58 178.17(9) . . ? O1 P1 O4 113.07(13) . . ? O1 P1 O5 108.86(13) . . ? O4 P1 O5 110.76(13) . . ? O1 P1 C18 106.96(13) . . ? O4 P1 C18 109.45(13) . . ? O5 P1 C18 107.55(13) . . ? O9 P2 O6 114.69(13) . . ? O9 P2 O2 107.20(13) . . ? O6 P2 O2 110.88(12) . . ? O9 P2 C18 107.33(13) . . ? O6 P2 C18 109.63(13) . . ? O2 P2 C18 106.75(13) . . ? O20 P31 O55 114.44(13) . . ? O20 P31 O56 111.57(13) . . ? O55 P31 O56 105.78(13) . . ? O20 P31 C70 108.61(13) . . ? O55 P31 C70 108.28(14) . . ? O56 P31 C70 107.94(13) . . ? O21 P32 O58 116.82(13) . . ? O21 P32 O57 110.73(12) . . ? O58 P32 O57 106.11(12) . . ? O21 P32 C70 111.30(13) . . ? O58 P32 C70 106.73(13) . . ? O57 P32 C70 104.28(13) . . ? P2 O2 H2 109.5 . . ? C18 O3 H3 109.5 . . ? P1 O4 Cu 134.42(13) . . ? P1 O5 H5 109.5 . . ? P2 O9 Cu 139.98(14) . . ? P31 O20 Cu 136.32(14) . . ? P32 O21 Cu 145.30(14) . 3_575 ? P31 O56 H56 109.5 . . ? P32 O57 H57 109.5 . . ? P32 O58 Cu 132.33(12) . . ? C70 O84 H84 109.5 . . ? Cu O99 H1W 116(3) . . ? Cu O99 H2W 110(3) . . ? H1W O99 H2W 105(4) . . ? C25 N5 H5A 109.5 . . ? C25 N5 H5B 109.5 . . ? H5A N5 H5B 109.5 . . ? C25 N5 H5C 109.5 . . ? H5A N5 H5C 109.5 . . ? H5B N5 H5C 109.5 . . ? C43 N66 H66A 109.5 . . ? C43 N66 H66B 109.5 . . ? H66A N66 H66B 109.5 . . ? C43 N66 H66C 109.5 . . ? H66A N66 H66C 109.5 . . ? H66B N66 H66C 109.5 . . ? O3 C18 C24 107.5(2) . . ? O3 C18 P1 106.26(19) . . ? C24 C18 P1 107.5(2) . . ? O3 C18 P2 110.21(19) . . ? C24 C18 P2 114.8(2) . . ? P1 C18 P2 110.15(15) . . ? C26 C24 C18 116.3(3) . . ? C26 C24 H24A 108.2 . . ? C18 C24 H24A 108.2 . . ? C26 C24 H24B 108.2 . . ? C18 C24 H24B 108.2 . . ? H24A C24 H24B 107.4 . . ? N5 C25 C26 112.4(3) . . ? N5 C25 H25A 109.1 . . ? C26 C25 H25A 109.1 . . ? N5 C25 H25B 109.1 . . ? C26 C25 H25B 109.1 . . ? H25A C25 H25B 107.9 . . ? C25 C26 C24 109.1(3) . . ? C25 C26 H26A 109.9 . . ? C24 C26 H26A 109.9 . . ? C25 C26 H26B 109.9 . . ? C24 C26 H26B 109.9 . . ? H26A C26 H26B 108.3 . . ? C42 C41 C70 114.6(3) . . ? C42 C41 H41A 108.6 . . ? C70 C41 H41A 108.6 . . ? C42 C41 H41B 108.6 . . ? C70 C41 H41B 108.6 . . ? H41A C41 H41B 107.6 . . ? C43 C42 C41 116.1(3) . . ? C43 C42 H42A 108.3 . . ? C41 C42 H42A 108.3 . . ? C43 C42 H42B 108.3 . . ? C41 C42 H42B 108.3 . . ? H42A C42 H42B 107.4 . . ? N66 C43 C42 111.2(3) . . ? N66 C43 H43A 109.4 . . ? C42 C43 H43A 109.4 . . ? N66 C43 H43B 109.4 . . ? C42 C43 H43B 109.4 . . ? H43A C43 H43B 108.0 . . ? O84 C70 C41 106.1(2) . . ? O84 C70 P31 106.04(19) . . ? C41 C70 P31 112.2(2) . . ? O84 C70 P32 106.00(19) . . ? C41 C70 P32 111.8(2) . . ? P31 C70 P32 113.97(16) . . ? 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 O1 P1 O4 Cu 140.41(17) . . . . ? O5 P1 O4 Cu -97.11(19) . . . . ? C18 P1 O4 Cu 21.3(2) . . . . ? O9 Cu O4 P1 10.32(19) . . . . ? O20 Cu O4 P1 -171.3(2) . . . . ? O21 Cu O4 P1 -41.6(16) 3_575 . . . ? O99 Cu O4 P1 99.2(2) . . . . ? O58 Cu O4 P1 -81.16(19) . . . . ? O6 P2 O9 Cu 103.7(2) . . . . ? O2 P2 O9 Cu -132.7(2) . . . . ? C18 P2 O9 Cu -18.3(3) . . . . ? O20 Cu O9 P2 -29.5(11) . . . . ? O21 Cu O9 P2 164.9(2) 3_575 . . . ? O4 Cu O9 P2 -12.3(2) . . . . ? O99 Cu O9 P2 -106.3(2) . . . . ? O58 Cu O9 P2 75.5(2) . . . . ? O55 P31 O20 Cu -168.04(17) . . . . ? O56 P31 O20 Cu 71.9(2) . . . . ? C70 P31 O20 Cu -46.9(2) . . . . ? O9 Cu O20 P31 119.7(9) . . . . ? O21 Cu O20 P31 -74.9(2) 3_575 . . . ? O4 Cu O20 P31 102.4(2) . . . . ? O99 Cu O20 P31 -163.6(2) . . . . ? O58 Cu O20 P31 14.6(2) . . . . ? O58 P32 O21 Cu 15.0(3) . . . 3_575 ? O57 P32 O21 Cu 136.6(2) . . . 3_575 ? C70 P32 O21 Cu -107.9(2) . . . 3_575 ? O21 P32 O58 Cu -105.48(17) . . . . ? O57 P32 O58 Cu 130.54(16) . . . . ? C70 P32 O58 Cu 19.8(2) . . . . ? O9 Cu O58 P32 -173.72(17) . . . . ? O20 Cu O58 P32 1.07(17) . . . . ? O21 Cu O58 P32 99.77(17) 3_575 . . . ? O4 Cu O58 P32 -82.45(17) . . . . ? O99 Cu O58 P32 88(3) . . . . ? O1 P1 C18 O3 -58.6(2) . . . . ? O4 P1 C18 O3 64.3(2) . . . . ? O5 P1 C18 O3 -175.35(17) . . . . ? O1 P1 C18 C24 56.3(2) . . . . ? O4 P1 C18 C24 179.10(19) . . . . ? O5 P1 C18 C24 -60.5(2) . . . . ? O1 P1 C18 P2 -177.92(14) . . . . ? O4 P1 C18 P2 -55.10(18) . . . . ? O5 P1 C18 P2 65.28(17) . . . . ? O9 P2 C18 O3 -63.6(2) . . . . ? O6 P2 C18 O3 171.21(18) . . . . ? O2 P2 C18 O3 51.0(2) . . . . ? O9 P2 C18 C24 174.9(2) . . . . ? O6 P2 C18 C24 49.7(2) . . . . ? O2 P2 C18 C24 -70.5(2) . . . . ? O9 P2 C18 P1 53.30(18) . . . . ? O6 P2 C18 P1 -71.86(17) . . . . ? O2 P2 C18 P1 167.97(14) . . . . ? O3 C18 C24 C26 -49.3(3) . . . . ? P1 C18 C24 C26 -163.3(2) . . . . ? P2 C18 C24 C26 73.7(3) . . . . ? N5 C25 C26 C24 179.5(3) . . . . ? C18 C24 C26 C25 -177.4(3) . . . . ? C70 C41 C42 C43 -137.0(3) . . . . ? C41 C42 C43 N66 66.6(4) . . . . ? C42 C41 C70 O84 -163.6(3) . . . . ? C42 C41 C70 P31 -48.2(3) . . . . ? C42 C41 C70 P32 81.2(3) . . . . ? O20 P31 C70 O84 -49.4(2) . . . . ? O55 P31 C70 O84 75.4(2) . . . . ? O56 P31 C70 O84 -170.52(18) . . . . ? O20 P31 C70 C41 -164.9(2) . . . . ? O55 P31 C70 C41 -40.0(2) . . . . ? O56 P31 C70 C41 74.0(2) . . . . ? O20 P31 C70 P32 66.80(19) . . . . ? O55 P31 C70 P32 -168.39(15) . . . . ? O56 P31 C70 P32 -54.31(19) . . . . ? O21 P32 C70 O84 -168.09(17) . . . . ? O58 P32 C70 O84 63.4(2) . . . . ? O57 P32 C70 O84 -48.7(2) . . . . ? O21 P32 C70 C41 -52.9(2) . . . . ? O58 P32 C70 C41 178.6(2) . . . . ? O57 P32 C70 C41 66.5(2) . . . . ? O21 P32 C70 P31 75.68(19) . . . . ? O58 P32 C70 P31 -52.84(19) . . . . ? O57 P32 C70 P31 -164.90(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 N5 H5A O57 0.91 2.19 2.942(3) 139.4 3_676 N5 H5A O84 0.91 2.51 3.200(3) 132.5 3_676 N5 H5B O1 0.91 1.95 2.843(4) 168.4 3_676 N5 H5C O4 0.91 2.11 2.963(3) 156.0 2_655 N66 H66A O55 0.91 2.22 3.103(4) 164.0 4_576 N66 H66A O56 0.91 2.35 3.024(4) 130.4 4_576 N66 H66B O5 0.91 2.19 2.936(4) 138.3 1_455 N66 H66B O2 0.91 2.64 3.288(4) 128.5 2_545 N66 H66C O9 0.91 2.32 3.069(4) 139.2 3_575 N66 H66C O21 0.91 2.30 3.058(4) 140.7 . O57 H57 O55 0.84 1.77 2.541(3) 152.4 4_576 O2 H2 O1 0.84 1.85 2.510(3) 135.0 2_655 O5 H5 O6 0.84 1.87 2.539(3) 135.1 3_675 O56 H56 O58 0.84 1.77 2.535(3) 150.0 3_575 O99 H1W O84 0.825(18) 2.36(2) 3.174(4) 168(4) 4_575 O99 H2W O6 0.809(18) 2.00(2) 2.798(3) 170(4) 3_675 O3 H3 O58 0.84 1.98 2.813(3) 170.5 . _diffrn_measured_fraction_theta_max 0.947 _diffrn_reflns_theta_full 30.42 _diffrn_measured_fraction_theta_full 0.947 _refine_diff_density_max 1.781 _refine_diff_density_min -1.580 _refine_diff_density_rms 0.160 # start Validation Reply Form _vrf_PUBL010_GLOBAL ; PROBLEM: _publ_author_address is missing. Author(s) address(es). RESPONSE: Not requested by journal ; _vrf_PUBL012_GLOBAL ; PROBLEM: _publ_section_abstract is missing. RESPONSE: Not requested by journal ; _vrf_PUBL024_GLOBAL ; PROBLEM: The number of authors is greater than 5. RESPONSE: Not requested by journal ; _vrf_PLAT306_I ; PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) ....... O1W RESPONSE: H atoms couldnot be located from fourier ; # end Validation Reply Form # end Validation Reply Form # Attachment 'NiPam_REVISED_DEPOSITED.cif' data_nipam_0m _database_code_depnum_ccdc_archive 'CCDC 799813' #TrackingRef 'NiPam_REVISED_DEPOSITED.cif' _audit_creation_date 2010-10-12 _audit_creation_method SHELXL-97 _chemical_name_systematic ; {bis[(3-amino-1-hydroxypropane-1,1-diyl)bis(phosphonato)]nickel(II)diaqua} ; _chemical_name_common ;(bis((3-amino-1-hydroxypropane-1,1- diyl)bis(phosphonato))nickel(ii)diaqua) ; _chemical_formula_moiety 'C6 H24 N2 Ni O16 P4' _chemical_formula_sum 'C6 H24 N2 Ni O16 P4' _chemical_formula_weight 562.86 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' Ni Ni 0.3393 1.1124 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.338(2) _cell_length_b 10.831(4) _cell_length_c 10.907(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.356(4) _cell_angle_gamma 90.00 _cell_volume 864.4(5) _cell_formula_units_Z 2 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 2888 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 29.14 _exptl_crystal_description square _exptl_crystal_colour pink _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.163 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 580 _exptl_absorpt_coefficient_mu 1.586 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7969 _exptl_absorpt_correction_T_max 0.9249 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11028 _diffrn_reflns_av_R_equivalents 0.0446 _diffrn_reflns_av_sigmaI/netI 0.0351 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 28.28 _reflns_number_total 2150 _reflns_number_gt 1773 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0642P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 2150 _refine_ls_number_parameters 118 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0531 _refine_ls_R_factor_gt 0.0397 _refine_ls_wR_factor_ref 0.1143 _refine_ls_wR_factor_gt 0.1078 _refine_ls_goodness_of_fit_ref 1.212 _refine_ls_restrained_S_all 1.212 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.021 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 Ni1 Ni 0.0000 1.0000 0.0000 0.01204(19) Uani 1 1 d . . . P1 P 0.31775(10) 0.80056(7) 0.05840(7) 0.0085(2) Uani 1 1 d . . . P2 P 0.15340(11) 0.91968(7) 0.28165(7) 0.0097(2) Uani 1 1 d . . . O9 O 0.0327(3) 0.8024(2) 0.2983(2) 0.0139(5) Uani 1 1 d . . . O3 O 0.1414(3) 1.1642(2) -0.0219(2) 0.0155(5) Uani 1 1 d . . . O2 O 0.0588(3) 1.0110(2) 0.1920(2) 0.0138(5) Uani 1 1 d . . . O1 O 0.2255(3) 0.8973(2) -0.0250(2) 0.0123(5) Uani 1 1 d . . . O5 O 0.2073(3) 0.9723(2) 0.4086(2) 0.0135(5) Uani 1 1 d . . . C1 C 0.3624(4) 0.8659(3) 0.2137(3) 0.0108(6) Uani 1 1 d . . . O6 O 0.4526(3) 0.7726(2) 0.2933(2) 0.0148(5) Uani 1 1 d . . . C3 C 0.6191(5) 0.9963(3) 0.3221(3) 0.0156(7) Uani 1 1 d . . . C2 C 0.4938(5) 0.9765(3) 0.2049(3) 0.0136(6) Uani 1 1 d . . . O7 O 0.5027(3) 0.7584(2) 0.01896(19) 0.0131(5) Uani 1 1 d . . . O8 O 0.1889(3) 0.6883(2) 0.0730(2) 0.0141(5) Uani 1 1 d . . . N1 N 0.7262(4) 1.1125(3) 0.3068(3) 0.0179(6) Uani 1 1 d . . . H1A H 0.8000 1.1256 0.3741 0.027 Uiso 1 1 d . . . H1B H 0.6497 1.1758 0.2950 0.027 Uiso 1 1 d . . . H1C H 0.7925 1.1049 0.2421 0.027 Uiso 1 1 d . . . H3 H 0.101(7) 1.212(5) 0.015(5) 0.025(15) Uiso 1 1 d . . . H5 H 0.419(5) 1.038(4) 0.176(3) 0.015(9) Uiso 1 1 d . . . H7 H 0.546(6) 1.008(3) 0.392(4) 0.015(10) Uiso 1 1 d . . . H6 H 0.559(6) 0.976(4) 0.133(4) 0.023(10) Uiso 1 1 d . . . H8 H 0.703(5) 0.937(4) 0.335(3) 0.008(9) Uiso 1 1 d . . . H12 H 0.273(7) 1.175(4) -0.010(4) 0.025(12) Uiso 1 1 d . . . H13 H 0.416(8) 0.697(6) 0.286(5) 0.021(18) Uiso 1 1 d . . . H14 H 0.018(9) 0.785(6) 0.385(6) 0.02(2) Uiso 1 1 d . . . H15 H 0.241(8) 0.584(3) 0.091(6) 0.02(2) 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 Ni1 0.0149(3) 0.0101(3) 0.0113(3) 0.0011(2) 0.0019(2) 0.0012(2) P1 0.0101(4) 0.0076(4) 0.0079(4) -0.0011(3) 0.0008(3) 0.0009(3) P2 0.0127(4) 0.0081(4) 0.0083(4) -0.0005(3) 0.0015(3) 0.0010(3) O9 0.0176(12) 0.0125(11) 0.0118(11) -0.0016(8) 0.0019(9) -0.0048(9) O3 0.0158(12) 0.0123(11) 0.0185(12) 0.0000(9) 0.0036(9) 0.0006(9) O2 0.0197(12) 0.0119(11) 0.0101(11) 0.0024(8) 0.0028(9) 0.0061(8) O1 0.0155(11) 0.0106(10) 0.0109(10) 0.0019(8) 0.0027(8) 0.0028(8) O5 0.0179(11) 0.0116(10) 0.0110(10) -0.0023(8) 0.0014(9) -0.0017(8) C1 0.0115(14) 0.0114(14) 0.0097(13) -0.0004(11) 0.0012(11) 0.0011(11) O6 0.0192(12) 0.0099(11) 0.0149(11) 0.0024(9) -0.0021(9) 0.0016(9) C3 0.0158(16) 0.0136(16) 0.0174(16) -0.0026(12) 0.0001(13) -0.0005(13) C2 0.0169(16) 0.0124(15) 0.0114(15) 0.0020(11) 0.0001(12) -0.0039(12) O7 0.0120(11) 0.0158(11) 0.0118(10) -0.0043(8) 0.0036(8) 0.0016(8) O8 0.0159(11) 0.0101(10) 0.0164(11) -0.0018(9) 0.0021(8) -0.0010(9) N1 0.0156(13) 0.0174(13) 0.0209(14) -0.0074(11) 0.0016(11) -0.0015(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 Ni1 O1 2.029(2) . ? Ni1 O1 2.029(2) 3_575 ? Ni1 O3 2.082(2) . ? Ni1 O3 2.082(2) 3_575 ? Ni1 O2 2.110(2) 3_575 ? Ni1 O2 2.110(2) . ? P1 O1 1.513(2) . ? P1 O7 1.524(2) . ? P1 O8 1.556(2) . ? P1 C1 1.842(3) . ? P2 O2 1.520(2) . ? P2 O5 1.522(2) . ? P2 O9 1.566(2) . ? P2 C1 1.847(3) . ? O9 H14 0.98(7) . ? O3 H3 0.73(5) . ? O3 H12 0.97(5) . ? C1 O6 1.458(4) . ? C1 C2 1.546(4) . ? O6 H13 0.86(6) . ? C3 N1 1.500(4) . ? C3 C2 1.532(5) . ? C3 H7 0.97(4) . ? C3 H8 0.89(4) . ? C2 H5 0.91(4) . ? C2 H6 0.95(4) . ? O8 H15 1.21(4) . ? N1 H1A 0.8900 . ? N1 H1B 0.8900 . ? N1 H1C 0.8900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni1 O1 180.0 . 3_575 ? O1 Ni1 O3 91.97(9) . . ? O1 Ni1 O3 88.03(9) 3_575 . ? O1 Ni1 O3 88.03(9) . 3_575 ? O1 Ni1 O3 91.97(9) 3_575 3_575 ? O3 Ni1 O3 180.0 . 3_575 ? O1 Ni1 O2 86.74(8) . 3_575 ? O1 Ni1 O2 93.26(8) 3_575 3_575 ? O3 Ni1 O2 90.02(9) . 3_575 ? O3 Ni1 O2 89.98(9) 3_575 3_575 ? O1 Ni1 O2 93.26(8) . . ? O1 Ni1 O2 86.74(8) 3_575 . ? O3 Ni1 O2 89.98(9) . . ? O3 Ni1 O2 90.02(9) 3_575 . ? O2 Ni1 O2 180.0 3_575 . ? O1 P1 O7 113.90(13) . . ? O1 P1 O8 110.79(13) . . ? O7 P1 O8 110.86(13) . . ? O1 P1 C1 109.08(13) . . ? O7 P1 C1 105.95(13) . . ? O8 P1 C1 105.82(13) . . ? O2 P2 O5 114.56(13) . . ? O2 P2 O9 111.53(13) . . ? O5 P2 O9 107.96(13) . . ? O2 P2 C1 107.44(13) . . ? O5 P2 C1 108.48(13) . . ? O9 P2 C1 106.53(13) . . ? P2 O9 H14 112(4) . . ? Ni1 O3 H3 109(4) . . ? Ni1 O3 H12 126(3) . . ? H3 O3 H12 106(5) . . ? P2 O2 Ni1 130.58(13) . . ? P1 O1 Ni1 129.13(13) . . ? O6 C1 C2 108.5(2) . . ? O6 C1 P1 108.8(2) . . ? C2 C1 P1 108.0(2) . . ? O6 C1 P2 109.5(2) . . ? C2 C1 P2 108.8(2) . . ? P1 C1 P2 113.27(16) . . ? C1 O6 H13 119(4) . . ? N1 C3 C2 108.1(3) . . ? N1 C3 H7 108(2) . . ? C2 C3 H7 110(2) . . ? N1 C3 H8 105(2) . . ? C2 C3 H8 113(2) . . ? H7 C3 H8 112(3) . . ? C3 C2 C1 113.2(3) . . ? C3 C2 H5 119(2) . . ? C1 C2 H5 103(2) . . ? C3 C2 H6 112(3) . . ? C1 C2 H6 114(2) . . ? H5 C2 H6 93(3) . . ? P1 O8 H15 124(3) . . ? C3 N1 H1A 109.5 . . ? C3 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C3 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? 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 O5 P2 O2 Ni1 167.22(15) . . . . ? O9 P2 O2 Ni1 -69.8(2) . . . . ? C1 P2 O2 Ni1 46.6(2) . . . . ? O1 Ni1 O2 P2 -31.81(19) . . . . ? O1 Ni1 O2 P2 148.19(19) 3_575 . . . ? O3 Ni1 O2 P2 -123.78(19) . . . . ? O3 Ni1 O2 P2 56.22(19) 3_575 . . . ? O2 Ni1 O2 P2 107(43) 3_575 . . . ? O7 P1 O1 Ni1 -170.19(14) . . . . ? O8 P1 O1 Ni1 64.02(19) . . . . ? C1 P1 O1 Ni1 -52.1(2) . . . . ? O1 Ni1 O1 P1 -14.0(2) 3_575 . . . ? O3 Ni1 O1 P1 124.09(17) . . . . ? O3 Ni1 O1 P1 -55.91(17) 3_575 . . . ? O2 Ni1 O1 P1 -146.00(18) 3_575 . . . ? O2 Ni1 O1 P1 34.00(18) . . . . ? O1 P1 C1 O6 -179.54(18) . . . . ? O7 P1 C1 O6 -56.5(2) . . . . ? O8 P1 C1 O6 61.2(2) . . . . ? O1 P1 C1 C2 -62.0(2) . . . . ? O7 P1 C1 C2 61.0(2) . . . . ? O8 P1 C1 C2 178.8(2) . . . . ? O1 P1 C1 P2 58.50(19) . . . . ? O7 P1 C1 P2 -178.50(15) . . . . ? O8 P1 C1 P2 -60.73(19) . . . . ? O2 P2 C1 O6 -176.78(19) . . . . ? O5 P2 C1 O6 58.9(2) . . . . ? O9 P2 C1 O6 -57.1(2) . . . . ? O2 P2 C1 C2 64.8(2) . . . . ? O5 P2 C1 C2 -59.5(2) . . . . ? O9 P2 C1 C2 -175.52(19) . . . . ? O2 P2 C1 P1 -55.19(19) . . . . ? O5 P2 C1 P1 -179.55(15) . . . . ? O9 P2 C1 P1 64.44(18) . . . . ? N1 C3 C2 C1 -174.6(3) . . . . ? O6 C1 C2 C3 -31.7(4) . . . . ? P1 C1 C2 C3 -149.5(2) . . . . ? P2 C1 C2 C3 87.2(3) . . . . ? 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 O9 H14 O7 0.98(7) 1.55(7) 2.522(3) 173(6) 4_576 O6 H13 O2 0.86(6) 2.04(6) 2.840(3) 155(5) 2_545 O3 H12 O7 0.97(5) 1.81(5) 2.741(3) 160(4) 3_675 N1 H1C O1 0.89 2.36 3.122(4) 143.4 3_675 N1 H1C O2 0.89 2.30 3.032(4) 138.8 1_655 N1 H1A O7 0.89 2.30 3.081(4) 147.2 2_655 N1 H1B O9 0.89 2.12 2.971(4) 159.4 2 O3 H3 O8 0.73(5) 2.51(5) 2.921(3) 117(5) 3_575 O3 H3 O6 0.73(5) 2.25(5) 2.887(3) 145(5) 2 O8 H15 O5 1.20(4) 1.27(4) 2.464(3) 170.9 2_545 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.647 _refine_diff_density_min -0.951 _refine_diff_density_rms 0.130 # start Validation Reply Form _vrf_PUBL010_GLOBAL ; PROBLEM: _publ_author_address is missing. Author(s) address(es). RESPONSE: Not requested by the journal ; _vrf_PUBL012_GLOBAL ; PROBLEM: _publ_section_abstract is missing. RESPONSE: Not requested by the journal ; _vrf_PUBL024_GLOBAL ; PROBLEM: The number of authors is greater than 5. RESPONSE: Not requested by the journal ;