Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2003 #========================================================= data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0186 loop_ _publ_author_name 'Li-Min Zheng' 'Jie-Sheng Chen' 'Wei Xu' 'Xiao-Yi Yi' _publ_contact_author_name 'Dr Li-Min Zheng' _publ_contact_author_address ; Nanjing University Coordination Chemistry Institute, D Nanjing 210093 CHINA ; _publ_contact_author_email LMZHENG@NETRA.NJU.EDU.CN _publ_section_title ; {M(C5H4N)CH(OH)PO3}(H2O) (M= Mn, Fe, Co): layered compounds based on [hydroxy(4-pyridyl)methyl]phosphonate ; data_{Mn(C5H4N)CH(OH)PO3}(H2O) _database_code_CSD 196086 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H8 Mn N O5 P' _chemical_formula_weight 260.04 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.060(4) _cell_length_b 5.2330(10) _cell_length_c 16.412(3) _cell_angle_alpha 90.00 _cell_angle_beta 121.555(3) _cell_angle_gamma 90.00 _cell_volume 1687.6(6) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 920 _cell_measurement_theta_min 2.541 _cell_measurement_theta_max 24.262 _exptl_crystal_description plane _exptl_crystal_colour 'white or colorless' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.047 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 1.747 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.80416 _exptl_absorpt_correction_T_max 0.85434 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruke SMART APEX CCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 4 _diffrn_reflns_number 4566 _diffrn_reflns_av_R_equivalents 0.0455 _diffrn_reflns_av_sigmaI/netI 0.0726 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 26.03 _reflns_number_total 1665 _reflns_number_gt 1196 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART software (Siemens, 1996)' _computing_cell_refinement 'Bruker SAINT software (Bruker, 1999)' _computing_data_reduction 'Bruker SAINT software (Bruker, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0306P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1665 _refine_ls_number_parameters 138 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0633 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.0775 _refine_ls_wR_factor_gt 0.0721 _refine_ls_goodness_of_fit_ref 0.890 _refine_ls_restrained_S_all 0.890 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.08226(3) 0.64292(10) 0.02505(4) 0.02000(18) Uani 1 1 d . . . P1 P 0.44790(5) 0.61870(18) 0.36903(7) 0.0193(2) Uani 1 1 d . A . O1 O 0.41626(12) 0.3607(4) 0.36284(17) 0.0232(6) Uani 1 1 d . . . O1W O 0.08187(13) 0.3668(5) -0.07786(18) 0.0281(6) Uani 1 1 d G . . H1WA H 0.0656 0.4094 -0.1394 0.039 Uiso 1 1 d G . . H1WB H 0.0676 0.2131 -0.0686 0.039 Uiso 1 1 d G . . O2 O 0.52454(12) 0.6047(4) 0.41272(17) 0.0274(6) Uani 1 1 d . . . O3 O 0.43046(16) 0.8169(5) 0.41863(19) 0.0410(8) Uani 1 1 d . . . N1 N 0.19283(15) 0.6986(5) 0.0874(2) 0.0233(7) Uani 1 1 d . . . C1 C 0.2309(2) 0.5269(7) 0.0768(3) 0.0305(10) Uani 1 1 d . . . H1A H 0.2089 0.3942 0.0337 0.037 Uiso 1 1 calc R . . C2 C 0.30087(19) 0.5342(7) 0.1259(3) 0.0291(10) Uani 1 1 d . . . H2A H 0.3249 0.4076 0.1160 0.035 Uiso 1 1 calc R . . C3 C 0.33529(18) 0.7293(7) 0.1896(3) 0.0207(9) Uani 1 1 d . A . C4 C 0.29609(18) 0.9105(7) 0.1994(3) 0.0257(9) Uani 1 1 d . . . H4A H 0.3169 1.0478 0.2407 0.031 Uiso 1 1 calc R . . C5 C 0.22662(19) 0.8896(7) 0.1487(3) 0.0274(9) Uani 1 1 d . . . H5A H 0.2016 1.0144 0.1573 0.033 Uiso 1 1 calc R . . C6 C 0.41161(19) 0.7391(7) 0.2469(3) 0.0210(9) Uani 1 1 d D . . H6 H 0.4325(18) 0.665(6) 0.219(3) 0.032 Uiso 1 1 d D . . O4 O 0.43545(15) 0.9988(6) 0.2510(2) 0.0259(8) Uiso 0.82 1 d PD A -1 H4 H 0.428(2) 1.091(7) 0.291(2) 0.036 Uiso 0.82 1 d PD B -1 O4' O 0.4400(8) 0.545(3) 0.2109(12) 0.028(4) Uiso 0.18 1 d PD A -2 H4' H 0.449(9) 0.386(15) 0.236(13) 0.039 Uiso 0.18 1 d PD C -2 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 Mn1 0.0196(3) 0.0167(3) 0.0225(3) 0.0025(3) 0.0102(3) 0.0002(3) P1 0.0230(6) 0.0143(5) 0.0173(5) -0.0013(4) 0.0082(5) 0.0002(4) O1 0.0264(14) 0.0174(13) 0.0258(15) 0.0009(12) 0.0137(13) -0.0030(12) O1W 0.0381(17) 0.0247(15) 0.0246(15) 0.0014(13) 0.0186(14) -0.0062(13) O2 0.0221(15) 0.0209(14) 0.0260(15) 0.0005(12) 0.0033(13) -0.0049(12) O3 0.084(2) 0.0193(16) 0.0304(17) 0.0029(13) 0.0368(18) 0.0158(15) N1 0.0195(17) 0.0229(18) 0.0268(19) 0.0006(15) 0.0116(16) -0.0017(14) C1 0.028(2) 0.028(2) 0.030(3) -0.0126(19) 0.011(2) -0.0069(19) C2 0.023(2) 0.031(2) 0.029(2) -0.0061(19) 0.011(2) 0.0031(18) C3 0.021(2) 0.024(2) 0.016(2) 0.0039(17) 0.0092(18) -0.0015(17) C4 0.023(2) 0.023(2) 0.028(2) -0.0046(18) 0.010(2) -0.0035(17) C5 0.027(2) 0.023(2) 0.035(2) -0.004(2) 0.018(2) 0.0041(19) C6 0.021(2) 0.026(2) 0.019(2) -0.0015(17) 0.0127(19) -0.0007(17) _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 Mn1 O3 2.033(2) 4_545 ? Mn1 O2 2.085(2) 8_465 ? Mn1 O1 2.149(2) 4 ? Mn1 N1 2.214(3) . ? Mn1 O1W 2.219(3) . ? P1 O3 1.498(2) . ? P1 O1 1.512(2) . ? P1 O2 1.522(2) . ? P1 C6 1.833(4) . ? O1 Mn1 2.149(2) 4_545 ? O2 Mn1 2.085(2) 8_566 ? O3 Mn1 2.033(2) 4 ? N1 C1 1.330(4) . ? N1 C5 1.341(4) . ? C1 C2 1.376(5) . ? C2 C3 1.378(5) . ? C3 C4 1.376(5) . ? C3 C6 1.501(5) . ? C4 C5 1.369(5) . ? C6 O4 1.454(4) . ? C6 O4' 1.488(15) . ? 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 O3 Mn1 O2 139.14(11) 4_545 8_465 ? O3 Mn1 O1 89.85(9) 4_545 4 ? O2 Mn1 O1 97.92(9) 8_465 4 ? O3 Mn1 N1 107.78(12) 4_545 . ? O2 Mn1 N1 111.92(10) 8_465 . ? O1 Mn1 N1 92.05(10) 4 . ? O3 Mn1 O1W 81.69(10) 4_545 . ? O2 Mn1 O1W 89.60(10) 8_465 . ? O1 Mn1 O1W 171.39(9) 4 . ? N1 Mn1 O1W 89.00(10) . . ? O3 P1 O1 113.41(14) . . ? O3 P1 O2 110.69(17) . . ? O1 P1 O2 112.90(14) . . ? O3 P1 C6 104.92(16) . . ? O1 P1 C6 107.77(16) . . ? O2 P1 C6 106.55(15) . . ? P1 O1 Mn1 128.67(14) . 4_545 ? P1 O2 Mn1 115.64(14) . 8_566 ? P1 O3 Mn1 166.35(18) . 4 ? C1 N1 C5 116.0(3) . . ? C1 N1 Mn1 122.0(2) . . ? C5 N1 Mn1 121.4(2) . . ? N1 C1 C2 123.8(4) . . ? C1 C2 C3 119.9(4) . . ? C4 C3 C2 116.5(4) . . ? C4 C3 C6 122.0(3) . . ? C2 C3 C6 121.5(3) . . ? C5 C4 C3 120.3(4) . . ? N1 C5 C4 123.4(3) . . ? O4 C6 O4' 115.0(6) . . ? O4 C6 C3 110.6(3) . . ? O4' C6 C3 110.1(7) . . ? O4 C6 P1 109.0(3) . . ? O4' C6 P1 98.9(6) . . ? C3 C6 P1 112.8(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 O3 P1 O1 Mn1 -50.3(2) . . . 4_545 ? O2 P1 O1 Mn1 76.6(2) . . . 4_545 ? C6 P1 O1 Mn1 -165.97(17) . . . 4_545 ? O3 P1 O2 Mn1 -0.32(19) . . . 8_566 ? O1 P1 O2 Mn1 -128.66(15) . . . 8_566 ? C6 P1 O2 Mn1 113.22(17) . . . 8_566 ? O1 P1 O3 Mn1 -171.5(8) . . . 4 ? O2 P1 O3 Mn1 60.4(9) . . . 4 ? C6 P1 O3 Mn1 -54.1(9) . . . 4 ? O3 Mn1 N1 C1 59.7(3) 4_545 . . . ? O2 Mn1 N1 C1 -110.4(3) 8_465 . . . ? O1 Mn1 N1 C1 150.2(3) 4 . . . ? O1W Mn1 N1 C1 -21.2(3) . . . . ? O3 Mn1 N1 C5 -110.9(3) 4_545 . . . ? O2 Mn1 N1 C5 78.9(3) 8_465 . . . ? O1 Mn1 N1 C5 -20.4(3) 4 . . . ? O1W Mn1 N1 C5 168.1(3) . . . . ? C5 N1 C1 C2 1.5(6) . . . . ? Mn1 N1 C1 C2 -169.7(3) . . . . ? N1 C1 C2 C3 -0.7(6) . . . . ? C1 C2 C3 C4 -0.7(5) . . . . ? C1 C2 C3 C6 177.9(4) . . . . ? C2 C3 C4 C5 1.2(5) . . . . ? C6 C3 C4 C5 -177.4(3) . . . . ? C1 N1 C5 C4 -0.9(5) . . . . ? Mn1 N1 C5 C4 170.4(3) . . . . ? C3 C4 C5 N1 -0.5(6) . . . . ? C4 C3 C6 O4 -43.0(5) . . . . ? C2 C3 C6 O4 138.5(3) . . . . ? C4 C3 C6 O4' -171.2(7) . . . . ? C2 C3 C6 O4' 10.3(7) . . . . ? C4 C3 C6 P1 79.4(4) . . . . ? C2 C3 C6 P1 -99.2(4) . . . . ? O3 P1 C6 O4 52.7(3) . . . . ? O1 P1 C6 O4 173.8(2) . . . . ? O2 P1 C6 O4 -64.7(3) . . . . ? O3 P1 C6 O4' 173.2(6) . . . . ? O1 P1 C6 O4' -65.7(6) . . . . ? O2 P1 C6 O4' 55.7(6) . . . . ? O3 P1 C6 C3 -70.6(3) . . . . ? O1 P1 C6 C3 50.6(3) . . . . ? O2 P1 C6 C3 172.0(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1WA O4 0.90 1.88 2.746(4) 159.9 7_565 O1W H1WB O2 0.91 1.88 2.765(3) 163.9 8_455 O4 H4 O1 0.897(10) 1.949(15) 2.828(4) 166(4) 1_565 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.547 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.086 #===END data_{Fe(C5H4N)CH(OH)PO3}(H2O) _database_code_CSD 196087 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H8 Fe N O5 P' _chemical_formula_weight 260.95 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.851(5) _cell_length_b 5.1891(12) _cell_length_c 16.381(4) _cell_angle_alpha 90.00 _cell_angle_beta 121.721(4) _cell_angle_gamma 90.00 _cell_volume 1652.2(7) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 506 _cell_measurement_theta_min 2.548 _cell_measurement_theta_max 21.769 _exptl_crystal_description neddlelike _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.098 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 2.012 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.74878 _exptl_absorpt_correction_T_max 0.87304 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruke SMART APEX CCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 4 _diffrn_standards_decay_% ? _diffrn_reflns_number 4508 _diffrn_reflns_av_R_equivalents 0.0662 _diffrn_reflns_av_sigmaI/netI 0.1269 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 26.09 _reflns_number_total 1641 _reflns_number_gt 979 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART software (Siemens, 1996)' _computing_cell_refinement 'Bruker SAINT software (Bruker, 1999)' _computing_data_reduction 'Bruker SAINT software (Bruker, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0155P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1641 _refine_ls_number_parameters 135 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0956 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.0770 _refine_ls_wR_factor_gt 0.0681 _refine_ls_goodness_of_fit_ref 0.833 _refine_ls_restrained_S_all 0.832 _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 Fe1 Fe 0.08290(4) 0.63490(15) 0.02483(5) 0.0179(2) Uani 1 1 d . . . P1 P 0.44554(6) 0.6218(3) 0.37011(9) 0.0167(3) Uani 1 1 d . A . O1 O 0.41715(15) 0.3549(7) 0.3634(2) 0.0195(8) Uani 1 1 d . . . O1W O 0.08134(17) 0.3588(8) -0.0794(2) 0.0256(9) Uani 1 1 d G . . H1WA H 0.0681 0.4287 -0.1368 0.036 Uiso 1 1 d G . . H1WB H 0.0641 0.2008 -0.0812 0.036 Uiso 1 1 d G . . O2 O 0.52356(15) 0.6223(7) 0.4185(2) 0.0236(8) Uani 1 1 d . . . O3 O 0.42213(17) 0.8131(6) 0.4151(2) 0.0256(9) Uani 1 1 d . . . N1 N 0.1899(2) 0.6973(8) 0.0842(3) 0.0213(11) Uani 1 1 d . . . C1 C 0.2297(3) 0.5270(10) 0.0745(4) 0.0254(14) Uani 1 1 d . . . H1A H 0.2080 0.3939 0.0306 0.031 Uiso 1 1 calc R . . C2 C 0.3003(3) 0.5345(10) 0.1247(4) 0.0254(14) Uani 1 1 d . . . H2A H 0.3251 0.4077 0.1156 0.031 Uiso 1 1 calc R . . C3 C 0.3338(2) 0.7321(9) 0.1885(3) 0.0148(12) Uani 1 1 d . A . C4 C 0.2942(2) 0.9143(10) 0.1977(3) 0.0214(13) Uani 1 1 d . . . H4A H 0.3150 1.0528 0.2392 0.026 Uiso 1 1 calc R . . C5 C 0.2240(3) 0.8914(11) 0.1454(3) 0.0249(13) Uani 1 1 d . . . H5A H 0.1983 1.0181 0.1528 0.030 Uiso 1 1 calc R . . C6 C 0.4114(3) 0.7423(10) 0.2478(4) 0.0167(12) Uani 1 1 d D . . H6 H 0.432(3) 0.665(9) 0.219(4) 0.025 Uiso 1 1 d D . . O4 O 0.4364(2) 0.9997(9) 0.2531(3) 0.0205(11) Uiso 0.80 1 d PD A -1 H4 H 0.428(3) 1.095(9) 0.292(3) 0.029 Uiso 0.80 1 d PD B -1 O4' O 0.4416(10) 0.551(3) 0.2140(14) 0.018(4) Uiso 0.20 1 d P A -2 H4' H 0.4257 0.5139 0.1387 0.025 Uiso 0.20 1 d P C -2 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 Fe1 0.0170(4) 0.0153(4) 0.0184(4) 0.0035(4) 0.0072(3) 0.0006(4) P1 0.0176(8) 0.0150(8) 0.0144(7) -0.0024(7) 0.0063(6) -0.0002(7) O1 0.0202(19) 0.0131(19) 0.0190(19) -0.0036(19) 0.0062(16) -0.0045(18) O1W 0.031(2) 0.025(2) 0.022(2) -0.001(2) 0.0150(18) -0.005(2) O2 0.020(2) 0.020(2) 0.0205(19) -0.002(2) 0.0035(16) -0.0061(19) O3 0.045(2) 0.012(2) 0.027(2) -0.0001(18) 0.0247(19) 0.0049(18) N1 0.015(2) 0.023(3) 0.021(3) 0.006(2) 0.006(2) 0.000(2) C1 0.018(3) 0.022(3) 0.026(3) -0.009(3) 0.004(3) -0.004(3) C2 0.024(3) 0.028(3) 0.023(3) -0.003(3) 0.011(3) 0.003(3) C3 0.018(3) 0.018(3) 0.010(3) 0.002(2) 0.008(2) 0.000(2) C4 0.016(3) 0.019(3) 0.023(3) -0.003(3) 0.006(3) -0.002(3) C5 0.024(3) 0.025(4) 0.024(3) 0.003(3) 0.012(3) 0.007(3) C6 0.014(3) 0.019(3) 0.018(3) 0.004(3) 0.009(3) 0.004(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 Fe1 O3 1.972(3) 4_545 ? Fe1 O2 1.994(3) 8_465 ? Fe1 N1 2.128(4) . ? Fe1 O1 2.158(3) 4 ? Fe1 O1W 2.215(4) . ? P1 O3 1.493(3) . ? P1 O1 1.509(4) . ? P1 O2 1.523(3) . ? P1 C6 1.836(5) . ? O1 Fe1 2.158(3) 4_545 ? O2 Fe1 1.994(3) 8_566 ? O3 Fe1 1.972(3) 4 ? N1 C1 1.336(6) . ? N1 C5 1.344(6) . ? C1 C2 1.374(6) . ? C2 C3 1.375(6) . ? C3 C4 1.370(6) . ? C3 C6 1.510(6) . ? C4 C5 1.371(6) . ? C6 O4 1.437(6) . ? C6 O4' 1.470(16) . ? 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 O3 Fe1 O2 141.22(14) 4_545 8_465 ? O3 Fe1 N1 104.79(15) 4_545 . ? O2 Fe1 N1 113.16(14) 8_465 . ? O3 Fe1 O1 89.93(13) 4_545 4 ? O2 Fe1 O1 95.93(12) 8_465 4 ? N1 Fe1 O1 92.58(14) . 4 ? O3 Fe1 O1W 81.65(13) 4_545 . ? O2 Fe1 O1W 90.44(13) 8_465 . ? N1 Fe1 O1W 89.97(15) . . ? O1 Fe1 O1W 171.57(13) 4 . ? O3 P1 O1 113.21(19) . . ? O3 P1 O2 111.5(2) . . ? O1 P1 O2 112.3(2) . . ? O3 P1 C6 104.9(2) . . ? O1 P1 C6 108.3(2) . . ? O2 P1 C6 106.0(2) . . ? P1 O1 Fe1 127.99(18) . 4_545 ? P1 O2 Fe1 121.9(2) . 8_566 ? P1 O3 Fe1 159.9(2) . 4 ? C1 N1 C5 114.9(4) . . ? C1 N1 Fe1 122.4(4) . . ? C5 N1 Fe1 122.0(3) . . ? N1 C1 C2 124.7(5) . . ? C1 C2 C3 119.1(5) . . ? C4 C3 C2 117.5(5) . . ? C4 C3 C6 121.7(5) . . ? C2 C3 C6 120.7(4) . . ? C3 C4 C5 119.7(5) . . ? N1 C5 C4 124.0(5) . . ? O4 C6 O4' 113.6(7) . . ? O4 C6 C3 111.4(4) . . ? O4' C6 C3 111.0(8) . . ? O4 C6 P1 108.9(4) . . ? O4' C6 P1 99.6(7) . . ? C3 C6 P1 111.7(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 P1 O1 Fe1 -49.5(3) . . . 4_545 ? O2 P1 O1 Fe1 78.0(3) . . . 4_545 ? C6 P1 O1 Fe1 -165.3(2) . . . 4_545 ? O3 P1 O2 Fe1 -2.3(3) . . . 8_566 ? O1 P1 O2 Fe1 -130.7(2) . . . 8_566 ? C6 P1 O2 Fe1 111.2(2) . . . 8_566 ? O1 P1 O3 Fe1 167.4(6) . . . 4 ? O2 P1 O3 Fe1 39.6(7) . . . 4 ? C6 P1 O3 Fe1 -74.8(7) . . . 4 ? O3 Fe1 N1 C1 59.4(4) 4_545 . . . ? O2 Fe1 N1 C1 -112.4(4) 8_465 . . . ? O1 Fe1 N1 C1 150.0(4) 4 . . . ? O1W Fe1 N1 C1 -21.9(4) . . . . ? O3 Fe1 N1 C5 -110.7(4) 4_545 . . . ? O2 Fe1 N1 C5 77.5(4) 8_465 . . . ? O1 Fe1 N1 C5 -20.1(4) 4 . . . ? O1W Fe1 N1 C5 167.9(4) . . . . ? C5 N1 C1 C2 2.8(7) . . . . ? Fe1 N1 C1 C2 -167.9(4) . . . . ? N1 C1 C2 C3 -1.4(8) . . . . ? C1 C2 C3 C4 -0.7(7) . . . . ? C1 C2 C3 C6 177.8(5) . . . . ? C2 C3 C4 C5 1.3(7) . . . . ? C6 C3 C4 C5 -177.2(4) . . . . ? C1 N1 C5 C4 -2.2(7) . . . . ? Fe1 N1 C5 C4 168.6(4) . . . . ? C3 C4 C5 N1 0.2(8) . . . . ? C4 C3 C6 O4 -43.3(6) . . . . ? C2 C3 C6 O4 138.3(5) . . . . ? C4 C3 C6 O4' -171.0(8) . . . . ? C2 C3 C6 O4' 10.6(9) . . . . ? C4 C3 C6 P1 78.8(5) . . . . ? C2 C3 C6 P1 -99.7(5) . . . . ? O3 P1 C6 O4 57.1(4) . . . . ? O1 P1 C6 O4 178.2(3) . . . . ? O2 P1 C6 O4 -61.0(4) . . . . ? O3 P1 C6 O4' 176.2(7) . . . . ? O1 P1 C6 O4' -62.6(7) . . . . ? O2 P1 C6 O4' 58.1(7) . . . . ? O3 P1 C6 C3 -66.4(4) . . . . ? O1 P1 C6 C3 54.7(4) . . . . ? O2 P1 C6 C3 175.5(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 O1W H1WA O4 0.90 1.89 2.755(5) 160.6 7_565 O1W H1WB O2 0.90 1.91 2.816(5) 175.7 8_455 O4 H4 O1 0.900(10) 1.887(17) 2.773(5) 167(5) 1_565 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.09 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.579 _refine_diff_density_min -0.411 _refine_diff_density_rms 0.109 #===END data_{Co(C5H4N)CH(OH)PO3}(H2O) _database_code_CSD 196088 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H8 Co N O5 P' _chemical_formula_weight 264.03 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.737(4) _cell_length_b 5.1613(8) _cell_length_c 16.318(2) _cell_angle_alpha 90.00 _cell_angle_beta 121.818(2) _cell_angle_gamma 90.00 _cell_volume 1627.2(4) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1867 _cell_measurement_theta_min 2.558 _cell_measurement_theta_max 26.081 _exptl_crystal_description rod-like _exptl_crystal_colour purple _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.156 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 2.299 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.75609 _exptl_absorpt_correction_T_max 0.87596 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruke smart apex ccd' _diffrn_measurement_method ccd _diffrn_detector_area_resol_mean 4 _diffrn_standards_decay_% ? _diffrn_reflns_number 4413 _diffrn_reflns_av_R_equivalents 0.0286 _diffrn_reflns_av_sigmaI/netI 0.0304 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 26.12 _reflns_number_total 1612 _reflns_number_gt 1376 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART software (Siemens, 1996)' _computing_cell_refinement 'Bruker SAINT software (Bruker, 1999)' _computing_data_reduction 'Bruker SAINT software (Bruker, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0478P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1612 _refine_ls_number_parameters 138 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0365 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0774 _refine_ls_wR_factor_gt 0.0753 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 0.994 _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 0.084242(18) 0.64220(7) 0.02990(3) 0.01931(14) Uani 1 1 d . . . P1 P 0.44660(4) 0.62250(12) 0.37133(5) 0.01735(18) Uani 1 1 d . A . O1 O 0.41835(9) 0.3524(3) 0.36419(13) 0.0213(4) Uani 1 1 d . . . O1W O 0.08122(11) 0.3723(4) -0.07639(14) 0.0279(5) Uani 1 1 d G . . H1WA H 0.0654 0.4137 -0.1379 0.039 Uiso 1 1 d G . . H1WB H 0.0703 0.2125 -0.0667 0.039 Uiso 1 1 d G . . O2 O 0.52496(10) 0.6237(3) 0.41939(14) 0.0253(5) Uani 1 1 d . . . O3 O 0.42177(12) 0.8133(4) 0.41566(14) 0.0342(5) Uani 1 1 d . . . N1 N 0.18948(11) 0.6987(4) 0.08504(16) 0.0218(5) Uani 1 1 d . . . C1 C 0.22801(15) 0.5218(6) 0.0742(2) 0.0292(7) Uani 1 1 d . . . H1A H 0.2056 0.3865 0.0311 0.035 Uiso 1 1 calc R . . C2 C 0.29908(14) 0.5310(6) 0.1239(2) 0.0280(7) Uani 1 1 d . . . H2A H 0.3236 0.4038 0.1138 0.034 Uiso 1 1 calc R . . C3 C 0.33398(13) 0.7281(5) 0.18838(18) 0.0192(6) Uani 1 1 d . A . C4 C 0.29433(14) 0.9157(5) 0.1979(2) 0.0243(6) Uani 1 1 d . . . H4A H 0.3156 1.0558 0.2390 0.029 Uiso 1 1 calc R . . C5 C 0.22325(15) 0.8932(5) 0.1462(2) 0.0258(6) Uani 1 1 d . . . H5A H 0.1975 1.0196 0.1542 0.031 Uiso 1 1 calc R . . C6 C 0.41193(13) 0.7393(6) 0.24787(19) 0.0188(6) Uani 1 1 d D . . H6 H 0.4294(15) 0.665(6) 0.215(2) 0.028 Uiso 1 1 d D . . O4 O 0.43630(13) 0.9988(5) 0.25172(18) 0.0237(6) Uiso 0.75 1 d PD A -1 H4 H 0.427(2) 1.117(5) 0.284(3) 0.033 Uiso 0.75 1 d PD B -1 O4' O 0.4409(4) 0.5485(16) 0.2122(6) 0.0267(18) Uiso 0.25 1 d PD A -2 H4' H 0.455(6) 0.62(2) 0.175(7) 0.037 Uiso 0.25 1 d PD C -2 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 0.0157(2) 0.0181(2) 0.0208(2) 0.00398(14) 0.00744(17) 0.00067(14) P1 0.0178(4) 0.0155(4) 0.0146(4) -0.0008(3) 0.0057(3) -0.0005(3) O1 0.0200(10) 0.0190(10) 0.0226(10) 0.0000(8) 0.0097(9) -0.0022(8) O1W 0.0327(12) 0.0272(11) 0.0221(11) 0.0007(8) 0.0133(10) -0.0047(9) O2 0.0163(10) 0.0270(11) 0.0198(10) -0.0009(8) 0.0009(8) -0.0045(8) O3 0.0603(16) 0.0211(11) 0.0280(12) 0.0025(9) 0.0279(12) 0.0096(10) N1 0.0171(12) 0.0237(12) 0.0217(13) -0.0008(10) 0.0082(10) -0.0010(9) C1 0.0202(15) 0.0284(17) 0.0292(16) -0.0102(13) 0.0064(13) -0.0026(12) C2 0.0189(15) 0.0321(17) 0.0299(16) -0.0065(13) 0.0106(13) 0.0030(12) C3 0.0169(14) 0.0217(14) 0.0161(14) 0.0041(11) 0.0067(12) -0.0007(11) C4 0.0206(15) 0.0228(15) 0.0257(15) -0.0072(12) 0.0096(13) -0.0034(11) C5 0.0208(15) 0.0225(15) 0.0325(17) -0.0036(12) 0.0130(13) 0.0018(11) C6 0.0156(14) 0.0263(15) 0.0157(14) -0.0013(11) 0.0092(12) -0.0003(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 Co1 O3 1.9538(19) 4_545 ? Co1 O2 1.9915(18) 8_465 ? Co1 O1 2.0675(19) 4 ? Co1 N1 2.086(2) . ? Co1 O1W 2.197(2) . ? P1 O3 1.497(2) . ? P1 O1 1.5134(18) . ? P1 O2 1.522(2) . ? P1 C6 1.835(3) . ? O1 Co1 2.0675(19) 4_545 ? O2 Co1 1.9915(18) 8_566 ? O3 Co1 1.9538(19) 4 ? N1 C5 1.336(3) . ? N1 C1 1.340(3) . ? C1 C2 1.375(4) . ? C2 C3 1.375(4) . ? C3 C4 1.387(4) . ? C3 C6 1.508(4) . ? C4 C5 1.378(4) . ? C6 O4 1.438(4) . ? C6 O4' 1.465(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 O3 Co1 O2 139.70(9) 4_545 8_465 ? O3 Co1 O1 92.08(8) 4_545 4 ? O2 Co1 O1 97.73(8) 8_465 4 ? O3 Co1 N1 105.35(9) 4_545 . ? O2 Co1 N1 112.37(8) 8_465 . ? O1 Co1 N1 95.61(8) 4 . ? O3 Co1 O1W 80.07(8) 4_545 . ? O2 Co1 O1W 86.86(8) 8_465 . ? O1 Co1 O1W 171.77(7) 4 . ? N1 Co1 O1W 88.89(8) . . ? O3 P1 O1 112.96(12) . . ? O3 P1 O2 112.67(12) . . ? O1 P1 O2 112.17(10) . . ? O3 P1 C6 105.13(12) . . ? O1 P1 C6 107.39(12) . . ? O2 P1 C6 105.84(11) . . ? P1 O1 Co1 128.10(11) . 4_545 ? P1 O2 Co1 121.24(12) . 8_566 ? P1 O3 Co1 157.76(15) . 4 ? C5 N1 C1 116.9(2) . . ? C5 N1 Co1 120.29(18) . . ? C1 N1 Co1 121.93(19) . . ? N1 C1 C2 123.1(3) . . ? C1 C2 C3 120.1(3) . . ? C2 C3 C4 117.1(2) . . ? C2 C3 C6 122.0(2) . . ? C4 C3 C6 120.9(2) . . ? C5 C4 C3 119.6(3) . . ? N1 C5 C4 123.2(3) . . ? O4 C6 O4' 113.6(4) . . ? O4 C6 C3 111.0(2) . . ? O4' C6 C3 109.9(4) . . ? O4 C6 P1 108.99(19) . . ? O4' C6 P1 101.1(3) . . ? C3 C6 P1 111.90(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 P1 O1 Co1 -48.14(18) . . . 4_545 ? O2 P1 O1 Co1 80.52(15) . . . 4_545 ? C6 P1 O1 Co1 -163.60(13) . . . 4_545 ? O3 P1 O2 Co1 0.59(16) . . . 8_566 ? O1 P1 O2 Co1 -128.23(12) . . . 8_566 ? C6 P1 O2 Co1 114.95(14) . . . 8_566 ? O1 P1 O3 Co1 172.5(3) . . . 4 ? O2 P1 O3 Co1 44.0(4) . . . 4 ? C6 P1 O3 Co1 -70.7(4) . . . 4 ? O3 Co1 N1 C5 -113.4(2) 4_545 . . . ? O2 Co1 N1 C5 81.1(2) 8_465 . . . ? O1 Co1 N1 C5 -19.7(2) 4 . . . ? O1W Co1 N1 C5 167.2(2) . . . . ? O3 Co1 N1 C1 55.4(2) 4_545 . . . ? O2 Co1 N1 C1 -110.1(2) 8_465 . . . ? O1 Co1 N1 C1 149.1(2) 4 . . . ? O1W Co1 N1 C1 -24.0(2) . . . . ? C5 N1 C1 C2 1.3(4) . . . . ? Co1 N1 C1 C2 -167.9(2) . . . . ? N1 C1 C2 C3 0.1(5) . . . . ? C1 C2 C3 C4 -1.8(4) . . . . ? C1 C2 C3 C6 177.1(3) . . . . ? C2 C3 C4 C5 2.2(4) . . . . ? C6 C3 C4 C5 -176.7(3) . . . . ? C1 N1 C5 C4 -0.9(4) . . . . ? Co1 N1 C5 C4 168.4(2) . . . . ? C3 C4 C5 N1 -0.9(4) . . . . ? C2 C3 C6 O4 137.7(3) . . . . ? C4 C3 C6 O4 -43.4(3) . . . . ? C2 C3 C6 O4' 11.2(5) . . . . ? C4 C3 C6 O4' -169.9(4) . . . . ? C2 C3 C6 P1 -100.3(3) . . . . ? C4 C3 C6 P1 78.6(3) . . . . ? O3 P1 C6 O4 58.0(2) . . . . ? O1 P1 C6 O4 178.53(17) . . . . ? O2 P1 C6 O4 -61.5(2) . . . . ? O3 P1 C6 O4' 177.9(4) . . . . ? O1 P1 C6 O4' -61.6(4) . . . . ? O2 P1 C6 O4' 58.4(4) . . . . ? O3 P1 C6 C3 -65.2(2) . . . . ? O1 P1 C6 C3 55.3(2) . . . . ? O2 P1 C6 C3 175.33(18) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1WA O4 0.90 1.89 2.754(3) 161.1 7_565 O1W H1WB O2 0.90 1.97 2.846(3) 164.6 8_455 O4 H4 O1 0.899(10) 1.873(12) 2.767(3) 173(4) 1_565 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.12 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.741 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.106