# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Florian Pruchnik' _publ_contact_author_email PRUCHNIK@WCHUWR.PL _publ_section_title ; Structure and Properties of 2,2'-bipyridine-3,3',6,6'-tetracarboxylic Acid and its Iron(II) and Cobalt(II) Complexes ; loop_ _publ_author_name 'Florian Pruchnik' 'Magdalena Rak' 'Radoslaw Starosta' # Attachment 'un1li_10a.cif' data_un1li_3 _database_code_depnum_ccdc_archive 'CCDC 708013' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,2-bipyridine-3,3,6,6-tetracarboxylic acid ; _chemical_name_common '2,2-bipyridine-3,3,6,6-tetracarboxylic acid' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H8 N2 O8' _chemical_formula_weight 332.22 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Aba2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/2, -y+1, z+1/2' '-x+1/2, y+1, z+1/2' _cell_length_a 9.316(1) _cell_length_b 17.611(1) _cell_length_c 7.964(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1306.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1530 _cell_measurement_theta_min 3.18 _cell_measurement_theta_max 36.50 _exptl_crystal_description plate _exptl_crystal_colour white _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.689 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680 _exptl_absorpt_coefficient_mu 0.142 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Kuma KM4CCD' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6644 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.0559 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 36.50 _reflns_number_total 1396 _reflns_number_gt 1089 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2006)' _computing_cell_refinement 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics "'SHELXTL (Bruker, 1999)'" _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0388P)^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 constr _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(10) _refine_ls_number_reflns 1396 _refine_ls_number_parameters 111 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0609 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.0794 _refine_ls_wR_factor_gt 0.0761 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.047 _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 C1 C 0.06188(17) 0.52684(10) 0.8241(2) 0.0098(3) Uani 1 1 d . . . N1 N 0.03472(16) 0.59454(8) 0.8945(2) 0.0109(3) Uani 1 1 d . . . C6 C 0.14289(19) 0.64417(9) 0.9072(2) 0.0110(3) Uani 1 1 d . . . C5 C 0.28330(18) 0.62927(10) 0.8585(2) 0.0137(4) Uani 1 1 d . . . H5 H 0.3570 0.6661 0.8716 0.016 Uiso 1 1 calc R . . C4 C 0.31150(19) 0.55817(10) 0.7897(2) 0.0131(4) Uani 1 1 d . . . H4 H 0.4065 0.5450 0.7577 0.016 Uiso 1 1 calc R . . C2 C 0.19978(18) 0.50633(10) 0.7678(2) 0.0111(3) Uani 1 1 d . . . C7 C 0.10516(19) 0.71979(11) 0.9818(2) 0.0125(4) Uani 1 1 d . . . O1 O -0.01339(13) 0.72463(7) 1.07199(19) 0.0164(3) Uani 1 1 d . . . H1 H -0.0536 0.6820 1.0755 0.025 Uiso 1 1 calc R . . O2 O 0.18212(14) 0.77496(7) 0.96000(18) 0.0164(3) Uani 1 1 d . . . C3 C 0.23083(17) 0.43310(9) 0.6803(2) 0.0109(3) Uani 1 1 d . . . O3 O 0.12525(13) 0.41024(7) 0.58287(18) 0.0145(3) Uani 1 1 d . . . H3 H 0.1464 0.3681 0.5402 0.022 Uiso 1 1 calc R . . O4 O 0.34636(13) 0.40103(7) 0.69529(17) 0.0149(3) Uani 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 C1 0.0102(7) 0.0083(7) 0.0109(8) -0.0005(7) -0.0020(7) -0.0006(6) N1 0.0101(6) 0.0090(6) 0.0135(7) 0.0012(6) -0.0006(6) -0.0005(5) C6 0.0134(7) 0.0072(7) 0.0125(9) 0.0017(8) -0.0015(6) -0.0011(7) C5 0.0128(8) 0.0119(8) 0.0165(10) -0.0003(7) -0.0004(7) -0.0020(6) C4 0.0109(7) 0.0126(8) 0.0158(10) -0.0004(8) 0.0008(7) 0.0006(7) C2 0.0119(7) 0.0090(8) 0.0124(9) -0.0004(7) -0.0006(7) 0.0013(6) C7 0.0119(7) 0.0118(8) 0.0138(9) -0.0022(8) -0.0031(7) 0.0002(7) O1 0.0139(6) 0.0102(5) 0.0250(8) -0.0022(6) 0.0040(6) -0.0023(5) O2 0.0170(6) 0.0099(6) 0.0223(8) -0.0028(6) 0.0011(6) -0.0019(5) C3 0.0135(8) 0.0077(7) 0.0115(9) 0.0020(7) 0.0027(7) -0.0013(6) O3 0.0147(6) 0.0108(6) 0.0180(7) -0.0052(6) -0.0006(6) 0.0007(5) O4 0.0126(5) 0.0139(6) 0.0184(7) -0.0021(6) 0.0020(5) 0.0023(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.342(2) . ? C1 C2 1.408(2) . ? C1 C1 1.491(3) 2_565 ? N1 C6 1.338(2) . ? C6 C5 1.389(3) . ? C6 C7 1.500(2) . ? C5 C4 1.392(3) . ? C5 H5 0.9500 . ? C4 C2 1.395(2) . ? C4 H4 0.9500 . ? C2 C3 1.494(2) . ? C7 O2 1.220(2) . ? C7 O1 1.320(2) . ? O1 H1 0.8400 . ? C3 O4 1.221(2) . ? C3 O3 1.316(2) . ? O3 H3 0.8400 . ? 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 N1 C1 C2 122.22(15) . . ? N1 C1 C1 114.69(16) . 2_565 ? C2 C1 C1 122.88(18) . 2_565 ? C6 N1 C1 118.04(15) . . ? N1 C6 C5 124.38(15) . . ? N1 C6 C7 115.68(15) . . ? C5 C6 C7 119.93(15) . . ? C4 C5 C6 117.24(15) . . ? C4 C5 H5 121.4 . . ? C6 C5 H5 121.4 . . ? C5 C4 C2 119.80(16) . . ? C5 C4 H4 120.1 . . ? C2 C4 H4 120.1 . . ? C4 C2 C1 118.23(16) . . ? C4 C2 C3 118.59(15) . . ? C1 C2 C3 123.14(15) . . ? O2 C7 O1 121.18(17) . . ? O2 C7 C6 120.86(16) . . ? O1 C7 C6 117.96(15) . . ? C7 O1 H1 109.5 . . ? O4 C3 O3 125.08(16) . . ? O4 C3 C2 121.62(16) . . ? O3 C3 C2 113.23(14) . . ? C3 O3 H3 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 C2 C1 N1 C6 1.5(3) . . . . ? C1 C1 N1 C6 176.48(14) 2_565 . . . ? C1 N1 C6 C5 -2.7(3) . . . . ? C1 N1 C6 C7 178.11(17) . . . . ? N1 C6 C5 C4 1.0(3) . . . . ? C7 C6 C5 C4 -179.83(18) . . . . ? C6 C5 C4 C2 1.9(3) . . . . ? C5 C4 C2 C1 -2.9(3) . . . . ? C5 C4 C2 C3 174.83(17) . . . . ? N1 C1 C2 C4 1.2(3) . . . . ? C1 C1 C2 C4 -173.29(13) 2_565 . . . ? N1 C1 C2 C3 -176.41(17) . . . . ? C1 C1 C2 C3 9.1(2) 2_565 . . . ? N1 C6 C7 O2 -160.69(17) . . . . ? C5 C6 C7 O2 20.1(3) . . . . ? N1 C6 C7 O1 19.5(3) . . . . ? C5 C6 C7 O1 -159.66(17) . . . . ? C4 C2 C3 O4 34.3(3) . . . . ? C1 C2 C3 O4 -148.06(19) . . . . ? C4 C2 C3 O3 -142.77(17) . . . . ? C1 C2 C3 O3 34.9(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 O1 H1 O4 0.84 1.98 2.7511(18) 152.5 7_455 O1 H1 N1 0.84 2.26 2.7290(19) 115.2 . O3 H3 O2 0.84 1.79 2.6295(18) 175.6 5_544 _diffrn_measured_fraction_theta_max 0.819 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.352 _refine_diff_density_min -0.289 _refine_diff_density_rms 0.061 # Attachment 'fp01dc_20.cif' data_fp01pac _database_code_depnum_ccdc_archive 'CCDC 708014' _audit_creation_method SHELXL-97 _chemical_name_systematic ; di-u-[2,2'-bipyridine-3,3',6,6'-tetracarboxylato(2-)-k4N,N',O6,O6']diiron(II) ; _chemical_name_common ;di-u-(2,2'-bipyridine-3,3',6,6'-tetracarboxylato(2-)- k4N,N',O6,O6')diiron(ii) ; _chemical_melting_point ? _chemical_formula_moiety '[Fe2(C10H4N2(COO)2(COOH)2)2(H2O)4]4.74H2O' _chemical_formula_sum 'C28 H29.47 Fe2 N4 O24.74' _chemical_formula_weight 929.49 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' 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 P21/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 16.388(5) _cell_length_b 11.054(3) _cell_length_c 20.139(6) _cell_angle_alpha 90.00 _cell_angle_beta 108.06(4) _cell_angle_gamma 90.00 _cell_volume 3468.5(18) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3450 _cell_measurement_theta_min 2.81 _cell_measurement_theta_max 28.56 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.789 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1912 _exptl_absorpt_coefficient_mu 0.946 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.754 _exptl_absorpt_correction_T_max 0.948 _exptl_absorpt_process_details ; (ABSPACK and analytical correction; Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Kuma KM4CCD' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23690 _diffrn_reflns_av_R_equivalents 0.0704 _diffrn_reflns_av_sigmaI/netI 0.1532 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 28.56 _reflns_number_total 7950 _reflns_number_gt 3856 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2006)' _computing_cell_refinement 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics "'SHELXTL (Bruker, 1999)'" _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0302P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7950 _refine_ls_number_parameters 536 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1056 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.0788 _refine_ls_wR_factor_gt 0.0684 _refine_ls_goodness_of_fit_ref 0.816 _refine_ls_restrained_S_all 0.816 _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 Fe1 Fe 0.92384(3) 0.91987(4) 0.31010(2) 0.01643(12) Uani 1 1 d . . . OWA O 1.01750(13) 0.88958(16) 0.25990(10) 0.0203(5) Uani 1 1 d . . . HWA1 H 1.0013 0.8481 0.2232 0.030 Uiso 1 1 d R . . HWA2 H 1.0414 0.9545 0.2545 0.030 Uiso 1 1 d R . . OWC O 1.01716(13) 0.91322(18) 0.41316(10) 0.0243(6) Uani 1 1 d . . . HWC2 H 1.0416 0.8455 0.4189 0.036 Uiso 1 1 d R . . HWC1 H 1.0510 0.9695 0.4318 0.036 Uiso 1 1 d R . . Fe2 Fe 0.61855(3) 0.96645(4) 0.23696(2) 0.01728(13) Uani 1 1 d . . . OWB O 0.53826(13) 1.02966(18) 0.13805(10) 0.0268(6) Uani 1 1 d . . . HWB1 H 0.5259 1.1036 0.1327 0.040 Uiso 1 1 d R . . HWB2 H 0.4926 0.9927 0.1177 0.040 Uiso 1 1 d R . . OWD O 0.50857(13) 0.92337(17) 0.27192(10) 0.0243(5) Uani 1 1 d . . . HWD1 H 0.4655 0.8847 0.2477 0.036 Uiso 1 1 d R . . HWD2 H 0.4945 0.9901 0.2852 0.036 Uiso 1 1 d R . . C1A C 0.77423(19) 0.9223(3) 0.15905(15) 0.0148(7) Uani 1 1 d . . . N1A N 0.82184(16) 0.8586(2) 0.21428(13) 0.0159(6) Uani 1 1 d . . . C6A C 0.8250(2) 0.7366(3) 0.20926(17) 0.0174(8) Uani 1 1 d . . . C5A C 0.7819(2) 0.6755(3) 0.14917(17) 0.0205(8) Uani 1 1 d . . . H5A H 0.7852 0.5899 0.1469 0.025 Uiso 1 1 calc R . . C4A C 0.7335(2) 0.7413(3) 0.09211(16) 0.0208(8) Uani 1 1 d . . . H4A H 0.7030 0.7006 0.0502 0.025 Uiso 1 1 calc R . . C2A C 0.7292(2) 0.8668(3) 0.09573(16) 0.0168(8) Uani 1 1 d . . . C7A C 0.8753(2) 0.6715(3) 0.27593(17) 0.0180(8) Uani 1 1 d . . . O1A O 0.91148(13) 0.73927(18) 0.32780(11) 0.0191(5) Uani 1 1 d . . . C3A C 0.6746(2) 0.9306(3) 0.03253(17) 0.0197(8) Uani 1 1 d . . . O2A O 0.87509(13) 0.55902(17) 0.27662(11) 0.0207(5) Uani 1 1 d . . . O3A O 0.69778(16) 1.0423(2) 0.02629(11) 0.0392(7) Uani 1 1 d . . . H3A H 0.6623 1.0745 -0.0086 0.059 Uiso 1 1 calc R . . O4A O 0.61656(15) 0.87989(19) -0.01114(12) 0.0314(6) Uani 1 1 d . . . C1B C 0.76900(19) 1.0556(3) 0.17357(14) 0.0128(7) Uani 1 1 d . . . N1B N 0.71723(15) 1.0806(2) 0.21262(12) 0.0140(6) Uani 1 1 d . . . C6B C 0.71081(19) 1.1970(3) 0.23198(15) 0.0160(7) Uani 1 1 d . . . C5B C 0.75227(19) 1.2912(3) 0.21100(15) 0.0174(8) Uani 1 1 d . . . H5B H 0.7462 1.3720 0.2248 0.021 Uiso 1 1 calc R . . C4B C 0.8031(2) 1.2646(3) 0.16906(16) 0.0192(8) Uani 1 1 d . . . H4B H 0.8306 1.3282 0.1524 0.023 Uiso 1 1 calc R . . C2B C 0.8139(2) 1.1461(3) 0.15135(15) 0.0158(7) Uani 1 1 d . . . C7B C 0.6557(2) 1.2152(3) 0.27965(16) 0.0189(8) Uani 1 1 d . . . O1B O 0.61609(13) 1.12357(18) 0.29101(10) 0.0206(5) Uani 1 1 d . . . O2B O 0.65386(15) 1.31868(18) 0.30401(11) 0.0270(6) Uani 1 1 d . . . C3B C 0.8739(2) 1.1219(3) 0.11018(16) 0.0172(8) Uani 1 1 d . . . O3B O 0.90205(14) 1.01025(18) 0.11506(11) 0.0240(6) Uani 1 1 d . . . H3B H 0.9442 1.0062 0.0998 0.036 Uiso 1 1 calc R . . O4B O 0.89468(13) 1.20081(19) 0.07639(11) 0.0222(5) Uani 1 1 d . . . C1C C 0.78878(19) 0.9892(3) 0.39342(15) 0.0128(7) Uani 1 1 d . . . N1C N 0.84827(16) 1.0246(2) 0.36477(12) 0.0146(6) Uani 1 1 d . . . C6C C 0.8788(2) 1.1393(3) 0.37675(15) 0.0152(7) Uani 1 1 d . . . C5C C 0.85058(19) 1.2212(3) 0.41641(15) 0.0171(8) Uani 1 1 d . . . H5C H 0.8733 1.3008 0.4237 0.020 Uiso 1 1 calc R . . C4C C 0.7884(2) 1.1845(3) 0.44517(15) 0.0164(7) Uani 1 1 d . . . H4C H 0.7677 1.2394 0.4725 0.020 Uiso 1 1 calc R . . C2C C 0.75647(19) 1.0683(3) 0.43438(15) 0.0129(7) Uani 1 1 d . . . C7C C 0.9458(2) 1.1731(3) 0.34165(16) 0.0178(8) Uani 1 1 d . . . O1C O 0.95515(13) 1.09867(18) 0.29693(10) 0.0198(5) Uani 1 1 d . . . O2C O 0.98527(13) 1.26997(17) 0.35839(10) 0.0172(5) Uani 1 1 d . . . C3C C 0.6916(2) 1.0227(3) 0.46678(16) 0.0174(8) Uani 1 1 d . . . O3C O 0.68601(15) 1.0937(2) 0.51764(12) 0.0334(6) Uani 1 1 d . . . H3C H 0.6451 1.0709 0.5314 0.050 Uiso 1 1 calc R . . O4C O 0.65053(13) 0.93089(18) 0.44854(11) 0.0203(5) Uani 1 1 d . . . C1D C 0.7606(2) 0.8607(3) 0.37874(16) 0.0145(7) Uani 1 1 d . . . N1D N 0.70166(16) 0.8389(2) 0.31682(13) 0.0146(6) Uani 1 1 d . . . C6D C 0.6795(2) 0.7227(3) 0.29870(16) 0.0155(7) Uani 1 1 d . . . C5D C 0.7107(2) 0.6260(3) 0.34200(16) 0.0183(8) Uani 1 1 d . . . H5D H 0.6913 0.5462 0.3282 0.022 Uiso 1 1 calc R . . C4D C 0.77173(19) 0.6480(3) 0.40681(16) 0.0176(8) Uani 1 1 d . . . H4D H 0.7945 0.5832 0.4380 0.021 Uiso 1 1 calc R . . C2D C 0.7985(2) 0.7652(3) 0.42489(16) 0.0152(7) Uani 1 1 d . . . C7D C 0.6210(2) 0.7037(3) 0.22400(17) 0.0182(8) Uani 1 1 d . . . O1D O 0.60210(13) 0.79978(18) 0.18722(10) 0.0207(5) Uani 1 1 d . . . O2D O 0.59979(14) 0.60009(18) 0.20359(11) 0.0237(6) Uani 1 1 d . . . C3D C 0.8687(2) 0.7918(3) 0.49164(17) 0.0166(8) Uani 1 1 d . . . O3D O 0.91745(14) 0.69490(18) 0.51412(11) 0.0226(6) Uani 1 1 d . . . H3D H 0.9539 0.7102 0.5529 0.034 Uiso 1 1 calc R . . O4D O 0.87843(14) 0.88814(19) 0.52084(11) 0.0234(6) Uani 1 1 d . . . O1W O 0.04230(13) 0.00545(17) 0.07988(10) 0.0226(6) Uani 1 1 d . . . H1WA H 0.0863 0.0124 0.1133 0.034 Uiso 1 1 d R . . H1WB H 0.0413 0.0675 0.0558 0.034 Uiso 1 1 d R . . O2W O 0.59880(15) 0.14062(19) 0.91513(11) 0.0341(6) Uani 1 1 d . . . H2WA H 0.6139 0.1584 0.8801 0.051 Uiso 1 1 d R . . H2WB H 0.5617 0.1877 0.9213 0.051 Uiso 1 1 d R . . O3W O 0.49785(15) 0.27281(19) 0.11560(12) 0.0414(7) Uani 1 1 d . . . H3WA H 0.5134 0.3315 0.0955 0.062 Uiso 1 1 d R . . H3WB H 0.4468 0.2658 0.0900 0.062 Uiso 1 1 d R . . O4W O 0.5790(3) 0.4837(4) 0.0808(2) 0.0189(12) Uiso 0.50 1 d P . . O4W1 O 0.5494(3) 0.4640(4) 0.0508(2) 0.0240(12) Uiso 0.50 1 d P . . H4W H 0.5395 0.5375 0.0524 0.036 Uiso 1 1 d R . . O5W O 0.51571(19) 0.7223(2) 0.05545(15) 0.0299(12) Uani 0.737(5) 1 d P . . H5WA H 0.5332 0.7641 0.0278 0.045 Uiso 0.737(5) 1 d PR . . H5WB H 0.5520 0.7136 0.0950 0.045 Uiso 0.737(5) 1 d PR . . 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 0.0182(3) 0.0159(3) 0.0163(3) -0.0005(2) 0.0070(2) -0.0006(2) OWA 0.0234(13) 0.0172(12) 0.0225(13) -0.0027(10) 0.0103(11) -0.0045(10) OWC 0.0271(14) 0.0184(12) 0.0222(13) -0.0036(11) 0.0001(11) 0.0001(11) Fe2 0.0175(3) 0.0178(3) 0.0174(3) -0.0012(2) 0.0068(2) -0.0008(2) OWB 0.0243(14) 0.0232(13) 0.0258(14) 0.0028(11) -0.0026(11) -0.0034(11) OWD 0.0232(13) 0.0225(12) 0.0294(14) -0.0060(11) 0.0114(11) -0.0063(11) C1A 0.0095(17) 0.0190(18) 0.0185(19) -0.0026(16) 0.0080(15) -0.0018(15) N1A 0.0133(15) 0.0206(15) 0.0167(16) 0.0007(13) 0.0088(13) 0.0014(12) C6A 0.0132(18) 0.0179(19) 0.024(2) -0.0047(16) 0.0103(16) -0.0001(15) C5A 0.022(2) 0.0151(18) 0.027(2) -0.0072(17) 0.0106(18) -0.0005(16) C4A 0.024(2) 0.026(2) 0.0153(19) -0.0089(16) 0.0104(17) -0.0087(17) C2A 0.0176(19) 0.0230(19) 0.0138(18) 0.0022(15) 0.0105(16) -0.0058(16) C7A 0.0123(18) 0.0207(19) 0.025(2) 0.0011(17) 0.0124(17) -0.0014(16) O1A 0.0191(13) 0.0192(12) 0.0192(13) -0.0019(11) 0.0061(11) -0.0015(10) C3A 0.021(2) 0.023(2) 0.0192(19) -0.0018(17) 0.0120(17) -0.0061(17) O2A 0.0231(13) 0.0108(12) 0.0301(14) -0.0009(10) 0.0108(11) 0.0000(10) O3A 0.0511(19) 0.0326(15) 0.0191(15) 0.0077(12) -0.0106(12) -0.0204(14) O4A 0.0280(15) 0.0307(14) 0.0271(15) -0.0051(12) -0.0040(13) -0.0033(12) C1B 0.0103(17) 0.0187(19) 0.0081(16) -0.0025(14) 0.0009(14) 0.0019(15) N1B 0.0128(15) 0.0166(15) 0.0086(14) 0.0003(12) -0.0024(12) 0.0014(12) C6B 0.0128(19) 0.0199(19) 0.0118(17) 0.0020(15) -0.0013(15) 0.0018(16) C5B 0.0176(19) 0.0161(18) 0.0156(19) -0.0012(15) 0.0010(16) 0.0009(16) C4B 0.0187(19) 0.0178(19) 0.0175(19) 0.0043(15) 0.0003(16) -0.0038(16) C2B 0.0152(19) 0.0161(18) 0.0119(18) 0.0041(15) -0.0018(15) 0.0009(15) C7B 0.021(2) 0.0168(19) 0.018(2) 0.0068(16) 0.0052(17) 0.0033(17) O1B 0.0230(14) 0.0196(12) 0.0218(13) 0.0002(10) 0.0108(11) 0.0001(11) O2B 0.0424(16) 0.0152(13) 0.0297(14) -0.0008(11) 0.0202(12) 0.0057(12) C3B 0.0126(18) 0.0222(19) 0.0125(18) -0.0013(15) -0.0025(15) -0.0029(16) O3B 0.0236(15) 0.0259(14) 0.0292(14) 0.0019(11) 0.0180(12) 0.0012(11) O4B 0.0226(13) 0.0251(13) 0.0199(13) 0.0011(11) 0.0082(11) -0.0059(11) C1C 0.0116(18) 0.0159(18) 0.0098(17) 0.0011(14) 0.0018(15) 0.0025(14) N1C 0.0160(15) 0.0131(14) 0.0158(15) 0.0015(12) 0.0068(13) 0.0013(12) C6C 0.0179(19) 0.0146(18) 0.0131(18) 0.0059(14) 0.0046(15) 0.0025(15) C5C 0.0149(18) 0.0155(17) 0.0176(19) 0.0020(15) 0.0003(16) -0.0014(15) C4C 0.0193(19) 0.0165(18) 0.0115(17) 0.0004(15) 0.0020(15) 0.0014(16) C2C 0.0118(17) 0.0140(17) 0.0105(16) -0.0001(14) 0.0000(14) -0.0006(14) C7C 0.020(2) 0.0132(18) 0.0184(19) 0.0043(16) 0.0029(16) 0.0085(16) O1C 0.0213(13) 0.0201(12) 0.0207(13) -0.0014(11) 0.0104(11) 0.0001(11) O2C 0.0227(13) 0.0119(12) 0.0179(13) 0.0001(10) 0.0079(11) -0.0049(10) C3C 0.021(2) 0.0157(18) 0.0148(18) 0.0026(16) 0.0038(16) 0.0062(16) O3C 0.0434(18) 0.0301(14) 0.0418(16) -0.0167(13) 0.0353(14) -0.0170(13) O4C 0.0199(13) 0.0167(12) 0.0271(13) -0.0024(11) 0.0115(11) -0.0015(11) C1D 0.0142(18) 0.0169(18) 0.0156(18) -0.0002(15) 0.0094(16) -0.0032(15) N1D 0.0143(15) 0.0143(15) 0.0184(16) -0.0037(12) 0.0098(13) -0.0039(12) C6D 0.0138(18) 0.0190(19) 0.0173(19) -0.0052(15) 0.0099(16) -0.0041(15) C5D 0.0180(19) 0.0091(17) 0.031(2) 0.0007(16) 0.0127(18) -0.0040(15) C4D 0.0157(19) 0.0209(19) 0.0188(19) 0.0041(16) 0.0089(17) 0.0003(16) C2D 0.0141(18) 0.0178(18) 0.0161(19) -0.0015(15) 0.0080(15) -0.0032(15) C7D 0.0168(19) 0.0155(19) 0.025(2) -0.0043(17) 0.0100(17) -0.0031(16) O1D 0.0258(14) 0.0225(13) 0.0145(12) -0.0034(11) 0.0070(11) -0.0039(11) O2D 0.0298(15) 0.0161(12) 0.0245(14) -0.0066(11) 0.0074(11) -0.0077(11) C3D 0.0176(19) 0.0147(18) 0.0203(19) 0.0037(16) 0.0101(17) -0.0001(16) O3D 0.0250(15) 0.0204(13) 0.0186(14) -0.0017(11) 0.0014(11) 0.0040(11) O4D 0.0280(14) 0.0173(13) 0.0214(13) -0.0024(11) 0.0027(11) -0.0010(11) O1W 0.0226(13) 0.0222(13) 0.0216(13) 0.0039(10) 0.0048(11) -0.0030(10) O2W 0.0398(16) 0.0413(15) 0.0236(14) 0.0038(12) 0.0135(13) -0.0170(13) O3W 0.0388(17) 0.0278(14) 0.0453(17) 0.0065(13) -0.0049(14) -0.0093(13) O5W 0.028(2) 0.042(2) 0.020(2) 0.0057(16) 0.0062(16) -0.0007(16) _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 O1A 2.049(2) . ? Fe1 O1C 2.079(2) . ? Fe1 OWA 2.110(2) . ? Fe1 OWC 2.164(2) . ? Fe1 N1C 2.221(2) . ? Fe1 N1A 2.231(3) . ? OWA HWA1 0.8406 . ? OWA HWA2 0.8408 . ? OWC HWC2 0.8401 . ? OWC HWC1 0.8406 . ? Fe2 O1B 2.057(2) . ? Fe2 O1D 2.074(2) . ? Fe2 OWB 2.136(2) . ? Fe2 OWD 2.181(2) . ? Fe2 N1B 2.223(2) . ? Fe2 N1D 2.252(3) . ? OWB HWB1 0.8408 . ? OWB HWB2 0.8400 . ? OWD HWD1 0.8399 . ? OWD HWD2 0.8409 . ? C1A N1A 1.343(4) . ? C1A C2A 1.401(4) . ? C1A C1B 1.509(4) . ? N1A C6A 1.355(4) . ? C6A C5A 1.374(4) . ? C6A C7A 1.521(4) . ? C5A C4A 1.383(4) . ? C5A H5A 0.9500 . ? C4A C2A 1.392(4) . ? C4A H4A 0.9500 . ? C2A C3A 1.487(4) . ? C7A O2A 1.244(3) . ? C7A O1A 1.273(3) . ? C3A O4A 1.213(3) . ? C3A O3A 1.310(3) . ? O3A H3A 0.8400 . ? C1B N1B 1.352(3) . ? C1B C2B 1.396(4) . ? N1B C6B 1.358(4) . ? C6B C5B 1.379(4) . ? C6B C7B 1.521(4) . ? C5B C4B 1.389(4) . ? C5B H5B 0.9500 . ? C4B C2B 1.383(4) . ? C4B H4B 0.9500 . ? C2B C3B 1.494(4) . ? C7B O2B 1.248(3) . ? C7B O1B 1.262(3) . ? C3B O4B 1.218(3) . ? C3B O3B 1.311(3) . ? O3B H3B 0.8400 . ? C1C N1C 1.336(3) . ? C1C C2C 1.413(4) . ? C1C C1D 1.495(4) . ? N1C C6C 1.357(3) . ? C6C C5C 1.378(4) . ? C6C C7C 1.524(4) . ? C5C C4C 1.379(4) . ? C5C H5C 0.9500 . ? C4C C2C 1.378(4) . ? C4C H4C 0.9500 . ? C2C C3C 1.497(4) . ? C7C O2C 1.243(3) . ? C7C O1C 1.263(3) . ? C3C O4C 1.210(3) . ? C3C O3C 1.316(3) . ? O3C H3C 0.8400 . ? C1D N1D 1.341(4) . ? C1D C2D 1.416(4) . ? N1D C6D 1.354(4) . ? C6D C5D 1.374(4) . ? C6D C7D 1.527(4) . ? C5D C4D 1.398(4) . ? C5D H5D 0.9500 . ? C4D C2D 1.380(4) . ? C4D H4D 0.9500 . ? C2D C3D 1.503(4) . ? C7D O2D 1.230(3) . ? C7D O1D 1.277(3) . ? C3D O4D 1.203(3) . ? C3D O3D 1.329(3) . ? O3D H3D 0.8400 . ? O1W H1WA 0.8236 . ? O1W H1WB 0.8380 . ? O2W H2WA 0.8402 . ? O2W H2WB 0.8383 . ? O3W H3WA 0.8452 . ? O3W H3WB 0.8392 . ? O4W O4W1 0.684(5) . ? O4W H4W 0.9324 . ? O4W1 H4W 0.8316 . ? O5W H5WA 0.8395 . ? O5W H5WB 0.8391 . ? 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 O1A Fe1 O1C 171.82(8) . . ? O1A Fe1 OWA 93.13(8) . . ? O1C Fe1 OWA 81.07(8) . . ? O1A Fe1 OWC 83.03(8) . . ? O1C Fe1 OWC 91.47(8) . . ? OWA Fe1 OWC 92.95(8) . . ? O1A Fe1 N1C 108.74(9) . . ? O1C Fe1 N1C 76.42(9) . . ? OWA Fe1 N1C 157.01(8) . . ? OWC Fe1 N1C 83.05(8) . . ? O1A Fe1 N1A 76.52(9) . . ? O1C Fe1 N1A 109.06(9) . . ? OWA Fe1 N1A 89.92(9) . . ? OWC Fe1 N1A 159.47(8) . . ? N1C Fe1 N1A 101.75(9) . . ? Fe1 OWA HWA1 115.5 . . ? Fe1 OWA HWA2 111.4 . . ? HWA1 OWA HWA2 112.6 . . ? Fe1 OWC HWC2 109.2 . . ? Fe1 OWC HWC1 125.2 . . ? HWC2 OWC HWC1 112.1 . . ? O1B Fe2 O1D 169.94(9) . . ? O1B Fe2 OWB 96.30(8) . . ? O1D Fe2 OWB 83.69(8) . . ? O1B Fe2 OWD 81.94(8) . . ? O1D Fe2 OWD 88.01(8) . . ? OWB Fe2 OWD 92.33(8) . . ? O1B Fe2 N1B 76.83(9) . . ? O1D Fe2 N1B 113.11(9) . . ? OWB Fe2 N1B 83.60(9) . . ? OWD Fe2 N1B 157.77(8) . . ? O1B Fe2 N1D 104.92(9) . . ? O1D Fe2 N1D 75.41(9) . . ? OWB Fe2 N1D 158.78(9) . . ? OWD Fe2 N1D 90.58(8) . . ? N1B Fe2 N1D 101.11(9) . . ? Fe2 OWB HWB1 119.5 . . ? Fe2 OWB HWB2 119.7 . . ? HWB1 OWB HWB2 105.5 . . ? Fe2 OWD HWD1 123.5 . . ? Fe2 OWD HWD2 104.3 . . ? HWD1 OWD HWD2 111.6 . . ? N1A C1A C2A 122.1(3) . . ? N1A C1A C1B 113.9(3) . . ? C2A C1A C1B 123.9(3) . . ? C1A N1A C6A 119.1(3) . . ? C1A N1A Fe1 130.1(2) . . ? C6A N1A Fe1 109.3(2) . . ? N1A C6A C5A 122.2(3) . . ? N1A C6A C7A 115.3(3) . . ? C5A C6A C7A 122.4(3) . . ? C6A C5A C4A 118.7(3) . . ? C6A C5A H5A 120.7 . . ? C4A C5A H5A 120.7 . . ? C5A C4A C2A 120.4(3) . . ? C5A C4A H4A 119.8 . . ? C2A C4A H4A 119.8 . . ? C4A C2A C1A 117.6(3) . . ? C4A C2A C3A 117.0(3) . . ? C1A C2A C3A 125.4(3) . . ? O2A C7A O1A 125.6(3) . . ? O2A C7A C6A 118.7(3) . . ? O1A C7A C6A 115.7(3) . . ? C7A O1A Fe1 118.5(2) . . ? O4A C3A O3A 123.5(3) . . ? O4A C3A C2A 122.0(3) . . ? O3A C3A C2A 114.4(3) . . ? C3A O3A H3A 109.5 . . ? N1B C1B C2B 121.8(3) . . ? N1B C1B C1A 113.4(3) . . ? C2B C1B C1A 124.8(3) . . ? C1B N1B C6B 118.7(3) . . ? C1B N1B Fe2 130.0(2) . . ? C6B N1B Fe2 110.39(19) . . ? N1B C6B C5B 122.6(3) . . ? N1B C6B C7B 114.9(3) . . ? C5B C6B C7B 122.6(3) . . ? C6B C5B C4B 118.1(3) . . ? C6B C5B H5B 120.9 . . ? C4B C5B H5B 120.9 . . ? C2B C4B C5B 120.4(3) . . ? C2B C4B H4B 119.8 . . ? C5B C4B H4B 119.8 . . ? C4B C2B C1B 118.3(3) . . ? C4B C2B C3B 118.2(3) . . ? C1B C2B C3B 123.6(3) . . ? O2B C7B O1B 126.0(3) . . ? O2B C7B C6B 117.5(3) . . ? O1B C7B C6B 116.6(3) . . ? C7B O1B Fe2 119.1(2) . . ? O4B C3B O3B 124.3(3) . . ? O4B C3B C2B 121.9(3) . . ? O3B C3B C2B 113.8(3) . . ? C3B O3B H3B 109.5 . . ? N1C C1C C2C 121.8(3) . . ? N1C C1C C1D 114.5(3) . . ? C2C C1C C1D 123.7(3) . . ? C1C N1C C6C 118.4(3) . . ? C1C N1C Fe1 130.9(2) . . ? C6C N1C Fe1 110.08(19) . . ? N1C C6C C5C 123.0(3) . . ? N1C C6C C7C 115.2(3) . . ? C5C C6C C7C 121.9(3) . . ? C6C C5C C4C 118.3(3) . . ? C6C C5C H5C 120.8 . . ? C4C C5C H5C 120.8 . . ? C2C C4C C5C 120.1(3) . . ? C2C C4C H4C 119.9 . . ? C5C C4C H4C 119.9 . . ? C4C C2C C1C 118.4(3) . . ? C4C C2C C3C 122.1(3) . . ? C1C C2C C3C 119.4(3) . . ? O2C C7C O1C 125.9(3) . . ? O2C C7C C6C 118.3(3) . . ? O1C C7C C6C 115.8(3) . . ? C7C O1C Fe1 116.01(19) . . ? O4C C3C O3C 124.8(3) . . ? O4C C3C C2C 123.6(3) . . ? O3C C3C C2C 111.6(3) . . ? C3C O3C H3C 109.5 . . ? N1D C1D C2D 121.3(3) . . ? N1D C1D C1C 116.4(3) . . ? C2D C1D C1C 122.2(3) . . ? C1D N1D C6D 118.5(3) . . ? C1D N1D Fe2 130.8(2) . . ? C6D N1D Fe2 110.4(2) . . ? N1D C6D C5D 123.4(3) . . ? N1D C6D C7D 115.5(3) . . ? C5D C6D C7D 121.0(3) . . ? C6D C5D C4D 118.4(3) . . ? C6D C5D H5D 120.8 . . ? C4D C5D H5D 120.8 . . ? C2D C4D C5D 119.1(3) . . ? C2D C4D H4D 120.4 . . ? C5D C4D H4D 120.4 . . ? C4D C2D C1D 119.2(3) . . ? C4D C2D C3D 120.8(3) . . ? C1D C2D C3D 120.0(3) . . ? O2D C7D O1D 126.0(3) . . ? O2D C7D C6D 118.9(3) . . ? O1D C7D C6D 115.0(3) . . ? C7D O1D Fe2 119.14(19) . . ? O4D C3D O3D 124.9(3) . . ? O4D C3D C2D 124.0(3) . . ? O3D C3D C2D 111.1(3) . . ? C3D O3D H3D 109.5 . . ? H1WA O1W H1WB 104.6 . . ? H2WA O2W H2WB 113.3 . . ? H3WA O3W H3WB 99.7 . . ? O4W1 O4W H4W 59.6 . . ? O4W O4W1 H4W 75.3 . . ? H5WA O5W H5WB 113.9 . . ? 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 C2A C1A N1A C6A -1.5(4) . . . . ? C1B C1A N1A C6A 174.3(3) . . . . ? C2A C1A N1A Fe1 163.0(2) . . . . ? C1B C1A N1A Fe1 -21.2(4) . . . . ? O1A Fe1 N1A C1A 176.1(3) . . . . ? O1C Fe1 N1A C1A -10.2(3) . . . . ? OWA Fe1 N1A C1A -90.7(3) . . . . ? OWC Fe1 N1A C1A 171.1(2) . . . . ? N1C Fe1 N1A C1A 69.4(3) . . . . ? O1A Fe1 N1A C6A -18.20(19) . . . . ? O1C Fe1 N1A C6A 155.57(19) . . . . ? OWA Fe1 N1A C6A 75.0(2) . . . . ? OWC Fe1 N1A C6A -23.2(4) . . . . ? N1C Fe1 N1A C6A -124.9(2) . . . . ? C1A N1A C6A C5A 0.8(5) . . . . ? Fe1 N1A C6A C5A -166.8(2) . . . . ? C1A N1A C6A C7A -175.8(2) . . . . ? Fe1 N1A C6A C7A 16.6(3) . . . . ? N1A C6A C5A C4A -0.2(5) . . . . ? C7A C6A C5A C4A 176.2(3) . . . . ? C6A C5A C4A C2A 0.3(5) . . . . ? C5A C4A C2A C1A -1.0(5) . . . . ? C5A C4A C2A C3A -178.9(3) . . . . ? N1A C1A C2A C4A 1.6(4) . . . . ? C1B C1A C2A C4A -173.7(3) . . . . ? N1A C1A C2A C3A 179.3(3) . . . . ? C1B C1A C2A C3A 4.0(5) . . . . ? N1A C6A C7A O2A 174.3(3) . . . . ? C5A C6A C7A O2A -2.3(4) . . . . ? N1A C6A C7A O1A -2.8(4) . . . . ? C5A C6A C7A O1A -179.4(3) . . . . ? O2A C7A O1A Fe1 168.1(2) . . . . ? C6A C7A O1A Fe1 -15.1(3) . . . . ? O1C Fe1 O1A C7A -115.3(6) . . . . ? OWA Fe1 O1A C7A -70.7(2) . . . . ? OWC Fe1 O1A C7A -163.3(2) . . . . ? N1C Fe1 O1A C7A 116.5(2) . . . . ? N1A Fe1 O1A C7A 18.4(2) . . . . ? C4A C2A C3A O4A 22.5(4) . . . . ? C1A C2A C3A O4A -155.2(3) . . . . ? C4A C2A C3A O3A -153.5(3) . . . . ? C1A C2A C3A O3A 28.7(4) . . . . ? N1A C1A C1B N1B -74.4(3) . . . . ? C2A C1A C1B N1B 101.3(3) . . . . ? N1A C1A C1B C2B 104.0(3) . . . . ? C2A C1A C1B C2B -80.3(4) . . . . ? C2B C1B N1B C6B -1.7(4) . . . . ? C1A C1B N1B C6B 176.8(2) . . . . ? C2B C1B N1B Fe2 165.8(2) . . . . ? C1A C1B N1B Fe2 -15.8(4) . . . . ? O1B Fe2 N1B C1B 178.6(3) . . . . ? O1D Fe2 N1B C1B -3.1(3) . . . . ? OWB Fe2 N1B C1B -83.4(2) . . . . ? OWD Fe2 N1B C1B -163.8(2) . . . . ? N1D Fe2 N1B C1B 75.6(2) . . . . ? O1B Fe2 N1B C6B -13.18(18) . . . . ? O1D Fe2 N1B C6B 165.17(18) . . . . ? OWB Fe2 N1B C6B 84.85(19) . . . . ? OWD Fe2 N1B C6B 4.4(3) . . . . ? N1D Fe2 N1B C6B -116.09(19) . . . . ? C1B N1B C6B C5B 2.7(4) . . . . ? Fe2 N1B C6B C5B -167.1(2) . . . . ? C1B N1B C6B C7B -176.2(2) . . . . ? Fe2 N1B C6B C7B 14.0(3) . . . . ? N1B C6B C5B C4B -0.7(4) . . . . ? C7B C6B C5B C4B 178.1(3) . . . . ? C6B C5B C4B C2B -2.4(4) . . . . ? C5B C4B C2B C1B 3.3(5) . . . . ? C5B C4B C2B C3B -175.9(3) . . . . ? N1B C1B C2B C4B -1.3(4) . . . . ? C1A C1B C2B C4B -179.6(3) . . . . ? N1B C1B C2B C3B 177.9(3) . . . . ? C1A C1B C2B C3B -0.3(5) . . . . ? N1B C6B C7B O2B 173.8(3) . . . . ? C5B C6B C7B O2B -5.1(5) . . . . ? N1B C6B C7B O1B -6.1(4) . . . . ? C5B C6B C7B O1B 175.0(3) . . . . ? O2B C7B O1B Fe2 173.6(3) . . . . ? C6B C7B O1B Fe2 -6.6(4) . . . . ? O1D Fe2 O1B C7B -160.4(4) . . . . ? OWB Fe2 O1B C7B -71.0(2) . . . . ? OWD Fe2 O1B C7B -162.5(2) . . . . ? N1B Fe2 O1B C7B 10.8(2) . . . . ? N1D Fe2 O1B C7B 109.0(2) . . . . ? C4B C2B C3B O4B -20.2(4) . . . . ? C1B C2B C3B O4B 160.6(3) . . . . ? C4B C2B C3B O3B 158.8(3) . . . . ? C1B C2B C3B O3B -20.4(4) . . . . ? C2C C1C N1C C6C 1.1(4) . . . . ? C1D C1C N1C C6C -178.6(3) . . . . ? C2C C1C N1C Fe1 171.2(2) . . . . ? C1D C1C N1C Fe1 -8.5(4) . . . . ? O1A Fe1 N1C C1C -13.5(3) . . . . ? O1C Fe1 N1C C1C 173.1(3) . . . . ? OWA Fe1 N1C C1C -174.8(2) . . . . ? OWC Fe1 N1C C1C -93.7(3) . . . . ? N1A Fe1 N1C C1C 66.1(3) . . . . ? O1A Fe1 N1C C6C 157.21(19) . . . . ? O1C Fe1 N1C C6C -16.19(19) . . . . ? OWA Fe1 N1C C6C -4.1(3) . . . . ? OWC Fe1 N1C C6C 77.0(2) . . . . ? N1A Fe1 N1C C6C -123.2(2) . . . . ? C1C N1C C6C C5C -0.8(4) . . . . ? Fe1 N1C C6C C5C -172.8(2) . . . . ? C1C N1C C6C C7C -179.4(3) . . . . ? Fe1 N1C C6C C7C 8.6(3) . . . . ? N1C C6C C5C C4C 0.0(4) . . . . ? C7C C6C C5C C4C 178.6(3) . . . . ? C6C C5C C4C C2C 0.4(4) . . . . ? C5C C4C C2C C1C -0.1(4) . . . . ? C5C C4C C2C C3C 177.5(3) . . . . ? N1C C1C C2C C4C -0.7(4) . . . . ? C1D C1C C2C C4C 179.0(3) . . . . ? N1C C1C C2C C3C -178.4(3) . . . . ? C1D C1C C2C C3C 1.3(4) . . . . ? N1C C6C C7C O2C -169.8(3) . . . . ? C5C C6C C7C O2C 11.5(4) . . . . ? N1C C6C C7C O1C 10.9(4) . . . . ? C5C C6C C7C O1C -167.7(3) . . . . ? O2C C7C O1C Fe1 154.3(2) . . . . ? C6C C7C O1C Fe1 -26.5(3) . . . . ? O1A Fe1 O1C C7C -106.2(6) . . . . ? OWA Fe1 O1C C7C -151.4(2) . . . . ? OWC Fe1 O1C C7C -58.7(2) . . . . ? N1C Fe1 O1C C7C 23.8(2) . . . . ? N1A Fe1 O1C C7C 121.8(2) . . . . ? C4C C2C C3C O4C 165.6(3) . . . . ? C1C C2C C3C O4C -16.8(4) . . . . ? C4C C2C C3C O3C -15.2(4) . . . . ? C1C C2C C3C O3C 162.3(3) . . . . ? N1C C1C C1D N1D -81.4(3) . . . . ? C2C C1C C1D N1D 98.9(3) . . . . ? N1C C1C C1D C2D 93.7(3) . . . . ? C2C C1C C1D C2D -86.0(4) . . . . ? C2D C1D N1D C6D -0.6(4) . . . . ? C1C C1D N1D C6D 174.5(3) . . . . ? C2D C1D N1D Fe2 172.3(2) . . . . ? C1C C1D N1D Fe2 -12.5(4) . . . . ? O1B Fe2 N1D C1D -20.5(3) . . . . ? O1D Fe2 N1D C1D 169.9(3) . . . . ? OWB Fe2 N1D C1D 159.8(2) . . . . ? OWD Fe2 N1D C1D -102.3(3) . . . . ? N1B Fe2 N1D C1D 58.7(3) . . . . ? O1B Fe2 N1D C6D 152.92(19) . . . . ? O1D Fe2 N1D C6D -16.69(18) . . . . ? OWB Fe2 N1D C6D -26.8(3) . . . . ? OWD Fe2 N1D C6D 71.11(19) . . . . ? N1B Fe2 N1D C6D -127.92(19) . . . . ? C1D N1D C6D C5D 3.6(4) . . . . ? Fe2 N1D C6D C5D -170.7(2) . . . . ? C1D N1D C6D C7D -172.5(2) . . . . ? Fe2 N1D C6D C7D 13.2(3) . . . . ? N1D C6D C5D C4D -3.2(4) . . . . ? C7D C6D C5D C4D 172.7(3) . . . . ? C6D C5D C4D C2D -0.2(4) . . . . ? C5D C4D C2D C1D 2.9(4) . . . . ? C5D C4D C2D C3D -175.4(3) . . . . ? N1D C1D C2D C4D -2.6(4) . . . . ? C1C C1D C2D C4D -177.4(3) . . . . ? N1D C1D C2D C3D 175.7(3) . . . . ? C1C C1D C2D C3D 0.9(4) . . . . ? N1D C6D C7D O2D 178.5(3) . . . . ? C5D C6D C7D O2D 2.3(4) . . . . ? N1D C6D C7D O1D 1.8(4) . . . . ? C5D C6D C7D O1D -174.4(3) . . . . ? O2D C7D O1D Fe2 165.2(2) . . . . ? C6D C7D O1D Fe2 -18.4(3) . . . . ? O1B Fe2 O1D C7D -73.6(6) . . . . ? OWB Fe2 O1D C7D -164.1(2) . . . . ? OWD Fe2 O1D C7D -71.5(2) . . . . ? N1B Fe2 O1D C7D 115.6(2) . . . . ? N1D Fe2 O1D C7D 19.6(2) . . . . ? C4D C2D C3D O4D -157.3(3) . . . . ? C1D C2D C3D O4D 24.4(5) . . . . ? C4D C2D C3D O3D 22.1(4) . . . . ? C1D C2D C3D O3D -156.2(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 OWA HWA1 O2C 0.84 1.93 2.713(3) 155.0 2_745 OWA HWA2 O2A 0.84 2.03 2.820(3) 155.6 2_755 OWC HWC2 O4B 0.84 1.90 2.731(3) 172.0 2_745 OWC HWC1 O4D 0.84 2.01 2.847(3) 173.9 3_776 OWB HWB1 O3W 0.84 1.93 2.772(3) 177.1 1_565 OWB HWB2 O2W 0.84 2.06 2.871(3) 162.7 3_666 OWD HWD1 O2B 0.84 2.04 2.870(3) 167.5 2_645 OWD HWD2 O2D 0.84 2.03 2.785(3) 148.5 2_655 O3A H3A O2W 0.84 1.73 2.563(3) 173.3 1_564 O3B H3B O1W 0.84 1.77 2.607(3) 171.6 1_665 O3C H3C O4W1 0.84 1.77 2.606(5) 171.8 4_576 O3C H3C O4W 0.84 1.79 2.610(5) 165.6 4_576 O3D H3D O2C 0.84 1.77 2.598(3) 168.2 3_776 O1W H1WA O2A 0.82 2.17 2.848(3) 139.6 2_645 O1W H1WB O3D 0.84 2.24 3.030(3) 157.6 2_645 O2W H2WA O2B 0.84 1.86 2.697(3) 173.6 4_576 O2W H2WB O5W 0.84 1.78 2.619(4) 172.7 3_666 O3W H3WB O4A 0.84 2.27 2.889(3) 130.3 3_665 O3W H3WB O4C 0.84 2.39 2.947(3) 124.5 2_645 O4W H4W O5W 0.93 2.08 2.822(5) 135.1 . O5W H5WA O4A 0.84 2.19 2.990(4) 159.9 . O5W H5WB O1D 0.84 2.02 2.729(4) 141.7 . O5W H5WB O2D 0.84 2.43 3.174(4) 148.1 . O3W H3WA O4W1 0.85 1.91 2.751(5) 179.5 . O3W H3WA O4W 0.85 2.07 2.876(5) 160.2 . _diffrn_measured_fraction_theta_max 0.900 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.584 _refine_diff_density_min -0.471 _refine_diff_density_rms 0.086 # Attachment 'un1co_10a.cif' data_un1co_1 _database_code_depnum_ccdc_archive 'CCDC 708015' _audit_creation_method SHELXL-97 _chemical_name_systematic ; di-u-[2,2'-bipyridine-3,3',6,6'-tetracarboxylato(2-)-k4N,N',O6,O6']dicobalt(II) ; _chemical_name_common ;di-u-(2,2'-bipyridine-3,3',6,6'-tetracarboxylato(2-)- k4N,N',O6,O6')dicobalt(ii) ; _chemical_melting_point ? _chemical_formula_moiety '[Co2(C10H4N2(COO)2(COOH)2)2(H2O)4]4.5H2O' _chemical_formula_sum 'C28 H29 Co2 N4 O24.5' _chemical_formula_weight 931.41 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' 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 P21/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 16.398(5) _cell_length_b 11.045(3) _cell_length_c 19.911(6) _cell_angle_alpha 90.00 _cell_angle_beta 108.39(3) _cell_angle_gamma 90.00 _cell_volume 3422.0(17) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5670 _cell_measurement_theta_min 3.10 _cell_measurement_theta_max 31.00 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.825 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1892 _exptl_absorpt_coefficient_mu 1.080 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.768 _exptl_absorpt_correction_T_max 0.898 _exptl_absorpt_process_details 'CryaAlis RED 1.171.30 Oxford Diffraction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Kuma KM4CCD' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44547 _diffrn_reflns_av_R_equivalents 0.1187 _diffrn_reflns_av_sigmaI/netI 0.1890 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 31.00 _reflns_number_total 10621 _reflns_number_gt 5517 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2006)' _computing_cell_refinement 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics "'SHELXTL (Bruker, 1999)'" _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0200P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10621 _refine_ls_number_parameters 542 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1612 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_ref 0.0966 _refine_ls_wR_factor_gt 0.0779 _refine_ls_goodness_of_fit_ref 0.927 _refine_ls_restrained_S_all 0.927 _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 Co1 Co 0.07509(3) 0.41943(4) 0.18987(2) 0.01211(11) Uani 1 1 d . . . OWA O -0.01489(13) 0.38624(19) 0.24075(12) 0.0164(5) Uani 1 1 d . . . HWA2 H -0.0388 0.4506 0.2470 0.025 Uiso 1 1 d R . . HWA1 H -0.0083 0.3397 0.2754 0.025 Uiso 1 1 d R . . OWC O -0.01787(13) 0.4174(2) 0.08756(11) 0.0185(5) Uani 1 1 d . . . HWC2 H -0.0540 0.3622 0.0848 0.028 Uiso 1 1 d R . . HWC1 H -0.0508 0.4751 0.0692 0.028 Uiso 1 1 d R . . Co2 Co 0.38414(3) 0.46893(4) 0.26537(2) 0.01318(11) Uani 1 1 d . . . OWB O 0.46001(14) 0.5374(2) 0.36213(12) 0.0263(6) Uani 1 1 d . . . HWB1 H 0.4693 0.6118 0.3600 0.040 Uiso 1 1 d R . . HWB2 H 0.5027 0.4934 0.3816 0.040 Uiso 1 1 d R . . OWD O 0.49070(13) 0.4239(2) 0.23001(12) 0.0200(5) Uani 1 1 d . . . HWD1 H 0.5352 0.3865 0.2534 0.030 Uiso 1 1 d R . . HWD2 H 0.5091 0.4867 0.2158 0.030 Uiso 1 1 d R . . C1A C 0.22673(19) 0.4251(3) 0.34042(17) 0.0118(7) Uani 1 1 d . . . N1A N 0.17709(16) 0.3602(2) 0.28514(14) 0.0122(6) Uani 1 1 d . . . C6A C 0.1741(2) 0.2377(3) 0.29069(18) 0.0122(7) Uani 1 1 d . . . C5A C 0.2184(2) 0.1774(3) 0.35191(18) 0.0155(8) Uani 1 1 d . . . H5A H 0.2150 0.0918 0.3547 0.019 Uiso 1 1 calc R . . C4A C 0.2682(2) 0.2438(3) 0.40959(18) 0.0166(8) Uani 1 1 d . . . H4A H 0.2988 0.2039 0.4524 0.020 Uiso 1 1 calc R . . C2A C 0.2731(2) 0.3693(3) 0.40421(17) 0.0133(7) Uani 1 1 d . . . C7A C 0.1223(2) 0.1722(3) 0.22409(17) 0.0116(7) Uani 1 1 d . . . O1A O 0.08486(14) 0.23968(19) 0.17153(12) 0.0156(5) Uani 1 1 d . . . O2A O 0.12333(13) 0.05932(19) 0.22358(12) 0.0164(5) Uani 1 1 d . . . C3A C 0.3297(2) 0.4347(3) 0.46788(18) 0.0176(8) Uani 1 1 d . . . O3A O 0.31226(17) 0.5507(2) 0.46982(13) 0.0347(7) Uani 1 1 d . . . H3A H 0.3435 0.5806 0.5081 0.052 Uiso 1 1 calc R . . O4A O 0.38414(16) 0.3827(2) 0.51433(13) 0.0298(6) Uani 1 1 d . . . C1B C 0.23168(19) 0.5575(3) 0.32486(16) 0.0100(7) Uani 1 1 d . . . N1B N 0.28438(15) 0.5818(2) 0.28633(13) 0.0115(6) Uani 1 1 d . . . C6B C 0.29080(19) 0.6979(3) 0.26686(17) 0.0134(7) Uani 1 1 d . . . C5B C 0.2495(2) 0.7932(3) 0.28668(17) 0.0151(7) Uani 1 1 d . . . H5B H 0.2561 0.8737 0.2724 0.018 Uiso 1 1 calc R . . C4B C 0.1977(2) 0.7676(3) 0.32843(17) 0.0150(8) Uani 1 1 d . . . H4B H 0.1696 0.8315 0.3443 0.018 Uiso 1 1 calc R . . C2B C 0.1871(2) 0.6494(3) 0.34685(17) 0.0128(7) Uani 1 1 d . . . C7B C 0.3484(2) 0.7159(3) 0.22053(17) 0.0131(7) Uani 1 1 d . . . O1B O 0.38810(13) 0.6232(2) 0.20986(12) 0.0160(5) Uani 1 1 d . . . O2B O 0.35177(14) 0.8201(2) 0.19657(12) 0.0190(6) Uani 1 1 d . . . C3B C 0.1265(2) 0.6252(3) 0.38843(17) 0.0139(7) Uani 1 1 d . . . O3B O 0.09884(14) 0.5128(2) 0.38457(13) 0.0196(6) Uani 1 1 d . . . H3B H 0.0597 0.5079 0.4034 0.029 Uiso 1 1 calc R . . O4B O 0.10696(14) 0.7042(2) 0.42274(12) 0.0175(5) Uani 1 1 d . . . C1C C 0.21213(19) 0.4904(3) 0.10988(17) 0.0109(7) Uani 1 1 d . . . N1C N 0.15072(16) 0.5239(2) 0.13729(13) 0.0106(6) Uani 1 1 d . . . C6C C 0.11942(19) 0.6381(3) 0.12427(17) 0.0119(7) Uani 1 1 d . . . C5C C 0.1475(2) 0.7208(3) 0.08466(17) 0.0135(7) Uani 1 1 d . . . H5C H 0.1237 0.7999 0.0764 0.016 Uiso 1 1 calc R . . C4C C 0.21195(19) 0.6847(3) 0.05694(17) 0.0133(7) Uani 1 1 d . . . H4C H 0.2336 0.7398 0.0301 0.016 Uiso 1 1 calc R . . C2C C 0.24379(19) 0.5686(3) 0.06896(16) 0.0128(7) Uani 1 1 d . . . C7C C 0.0513(2) 0.6707(3) 0.15779(17) 0.0127(7) Uani 1 1 d . . . O1C O 0.04065(13) 0.5959(2) 0.20272(11) 0.0150(5) Uani 1 1 d . . . O2C O 0.01124(13) 0.76868(19) 0.14065(12) 0.0142(5) Uani 1 1 d . . . C3C C 0.3089(2) 0.5229(3) 0.03654(18) 0.0167(7) Uani 1 1 d . . . O3C O 0.31106(16) 0.5912(2) -0.01754(14) 0.0311(7) Uani 1 1 d . . . H3C H 0.3518 0.5689 -0.0317 0.047 Uiso 1 1 calc R . . O4C O 0.35170(14) 0.4328(2) 0.05655(12) 0.0193(5) Uani 1 1 d . . . C1D C 0.2413(2) 0.3611(3) 0.12550(18) 0.0129(7) Uani 1 1 d . . . N1D N 0.30196(16) 0.3416(2) 0.18887(14) 0.0130(6) Uani 1 1 d . . . C6D C 0.3254(2) 0.2255(3) 0.20710(18) 0.0135(7) Uani 1 1 d . . . C5D C 0.2945(2) 0.1276(3) 0.16339(18) 0.0150(8) Uani 1 1 d . . . H5D H 0.3154 0.0482 0.1773 0.018 Uiso 1 1 calc R . . C4D C 0.2320(2) 0.1482(3) 0.09844(18) 0.0159(8) Uani 1 1 d . . . H4D H 0.2088 0.0826 0.0675 0.019 Uiso 1 1 calc R . . C2D C 0.2041(2) 0.2653(3) 0.07943(18) 0.0138(7) Uani 1 1 d . . . C7D C 0.3866(2) 0.2085(3) 0.28213(18) 0.0165(8) Uani 1 1 d . . . O1D O 0.40637(14) 0.3047(2) 0.31893(12) 0.0176(5) Uani 1 1 d . . . O2D O 0.40804(14) 0.1039(2) 0.30267(12) 0.0199(6) Uani 1 1 d . . . C3D C 0.1336(2) 0.2903(3) 0.01128(18) 0.0138(7) Uani 1 1 d . . . O3D O 0.08516(12) 0.19344(15) -0.01196(9) 0.0186(5) Uani 1 1 d . . . H3D H 0.0506 0.2076 -0.0524 0.028 Uiso 1 1 calc R . . O4D O 0.12381(12) 0.38758(15) -0.01885(10) 0.0203(6) Uani 1 1 d R . . O1W O -0.04082(13) 0.50420(19) 0.41966(12) 0.0184(6) Uani 1 1 d . . . H1WA H -0.0459 0.5619 0.4456 0.028 Uiso 1 1 d R . . H1WB H -0.0800 0.5210 0.3814 0.028 Uiso 1 1 d R . . O2W O 0.41105(16) 0.6503(2) 0.58411(13) 0.0286(6) Uani 1 1 d . . . H2WA H 0.3913 0.6645 0.6174 0.043 Uiso 1 1 d R . . H2WB H 0.4494 0.7015 0.5854 0.043 Uiso 1 1 d R . . O3W O 0.49761(18) 0.7741(2) 0.38614(15) 0.0429(8) Uani 1 1 d . . . H3WA H 0.5511 0.7735 0.4075 0.064 Uiso 1 1 d R . . H3WB H 0.4706 0.8273 0.4005 0.064 Uiso 1 1 d R . . O4W O 0.4480(5) 0.5408(8) -0.0519(5) 0.0280(18) Uani 0.50 1 d P . . O4W1 O 0.4213(5) 0.5081(7) -0.0759(4) 0.0215(17) Uani 0.50 1 d P . . H4WA H 0.4528 0.4639 -0.0502 0.032 Uiso 1 1 d R . . O5W O 0.5182(3) 0.7925(5) 0.5502(3) 0.0354(14) Uani 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0116(2) 0.0102(2) 0.0151(3) 0.0002(2) 0.00510(19) -0.00036(19) OWA 0.0166(12) 0.0137(12) 0.0221(14) 0.0036(10) 0.0105(11) 0.0032(10) OWC 0.0166(12) 0.0118(12) 0.0226(14) 0.0033(11) -0.0004(10) -0.0017(10) Co2 0.0105(2) 0.0143(2) 0.0146(3) 0.0012(2) 0.00361(19) 0.00208(19) OWB 0.0199(13) 0.0229(14) 0.0262(15) -0.0027(12) -0.0070(11) 0.0023(11) OWD 0.0136(12) 0.0194(13) 0.0281(15) 0.0098(12) 0.0082(11) 0.0018(10) C1A 0.0090(15) 0.0116(17) 0.0175(19) -0.0023(15) 0.0080(14) 0.0012(14) N1A 0.0114(14) 0.0109(15) 0.0155(16) 0.0015(12) 0.0061(12) 0.0012(11) C6A 0.0087(16) 0.0134(18) 0.0187(19) 0.0014(15) 0.0101(14) 0.0012(13) C5A 0.0149(18) 0.0087(18) 0.026(2) 0.0060(16) 0.0108(16) 0.0010(14) C4A 0.0138(17) 0.0172(19) 0.017(2) 0.0074(15) 0.0027(15) 0.0015(14) C2A 0.0104(16) 0.0177(18) 0.0144(19) 0.0009(15) 0.0076(15) 0.0018(14) C7A 0.0123(17) 0.0095(17) 0.019(2) 0.0012(15) 0.0133(15) -0.0005(13) O1A 0.0158(12) 0.0152(13) 0.0161(14) 0.0010(10) 0.0057(11) -0.0010(10) O2A 0.0172(12) 0.0087(13) 0.0255(14) -0.0004(10) 0.0099(11) -0.0004(9) C3A 0.0200(18) 0.0137(19) 0.021(2) -0.0002(15) 0.0088(16) 0.0046(15) O3A 0.0459(18) 0.0261(16) 0.0190(16) -0.0077(12) -0.0084(13) 0.0136(13) O4A 0.0296(15) 0.0228(14) 0.0249(15) 0.0014(12) -0.0086(12) 0.0053(12) C1B 0.0064(15) 0.0116(18) 0.0100(17) 0.0012(13) -0.0004(13) -0.0009(12) N1B 0.0094(13) 0.0109(14) 0.0118(15) -0.0001(12) -0.0002(11) -0.0007(11) C6B 0.0102(17) 0.0127(18) 0.0137(18) -0.0008(14) -0.0014(14) -0.0024(14) C5B 0.0145(17) 0.0112(17) 0.018(2) -0.0018(14) 0.0031(15) -0.0019(14) C4B 0.0129(17) 0.0122(18) 0.018(2) -0.0050(15) 0.0030(15) 0.0029(14) C2B 0.0125(17) 0.0136(18) 0.0103(18) 0.0031(14) 0.0006(14) 0.0005(14) C7B 0.0090(16) 0.0168(19) 0.0113(19) -0.0019(15) -0.0001(15) -0.0032(15) O1B 0.0134(12) 0.0173(13) 0.0184(14) 0.0009(10) 0.0068(10) 0.0011(10) O2B 0.0177(13) 0.0155(13) 0.0236(15) 0.0046(11) 0.0061(11) -0.0036(10) C3B 0.0129(17) 0.0140(18) 0.0117(18) 0.0021(14) -0.0004(14) 0.0050(14) O3B 0.0179(13) 0.0194(14) 0.0286(15) 0.0005(11) 0.0173(12) 0.0009(10) O4B 0.0152(12) 0.0187(13) 0.0199(14) -0.0042(11) 0.0074(11) 0.0041(10) C1C 0.0082(16) 0.0115(17) 0.0117(18) -0.0019(14) 0.0014(14) -0.0017(13) N1C 0.0102(13) 0.0117(14) 0.0089(14) -0.0001(12) 0.0014(11) 0.0020(11) C6C 0.0091(16) 0.0117(17) 0.0143(18) -0.0019(14) 0.0031(14) -0.0008(13) C5C 0.0127(17) 0.0125(17) 0.0131(19) -0.0035(14) 0.0008(14) -0.0003(13) C4C 0.0097(16) 0.0133(18) 0.0166(19) 0.0012(15) 0.0037(14) -0.0013(13) C2C 0.0115(16) 0.0151(18) 0.0107(17) -0.0016(14) 0.0019(14) 0.0021(14) C7C 0.0143(17) 0.0088(17) 0.0129(19) -0.0031(14) 0.0012(14) -0.0004(14) O1C 0.0177(12) 0.0130(12) 0.0171(13) 0.0009(10) 0.0094(10) 0.0000(10) O2C 0.0159(12) 0.0102(12) 0.0172(13) 0.0002(10) 0.0061(10) 0.0029(10) C3C 0.0177(18) 0.0141(18) 0.019(2) -0.0018(16) 0.0069(15) -0.0036(15) O3C 0.0311(16) 0.0323(16) 0.0433(18) 0.0177(14) 0.0308(14) 0.0170(13) O4C 0.0179(12) 0.0164(13) 0.0270(14) 0.0059(11) 0.0119(11) 0.0076(11) C1D 0.0131(17) 0.0131(18) 0.0167(19) 0.0015(15) 0.0108(15) -0.0021(14) N1D 0.0107(14) 0.0114(15) 0.0178(16) 0.0061(12) 0.0059(13) 0.0039(11) C6D 0.0116(17) 0.0168(19) 0.0176(19) 0.0062(15) 0.0127(15) 0.0042(14) C5D 0.0110(17) 0.0106(17) 0.026(2) 0.0015(15) 0.0090(16) 0.0027(14) C4D 0.0144(17) 0.0159(18) 0.021(2) -0.0015(15) 0.0100(16) -0.0001(14) C2D 0.0108(17) 0.0152(18) 0.019(2) 0.0032(15) 0.0096(15) 0.0011(14) C7D 0.0103(17) 0.022(2) 0.022(2) 0.0067(16) 0.0110(16) 0.0023(15) O1D 0.0219(13) 0.0157(13) 0.0149(13) 0.0035(11) 0.0051(11) 0.0062(10) O2D 0.0183(13) 0.0162(14) 0.0256(15) 0.0083(11) 0.0075(11) 0.0066(10) C3D 0.0139(17) 0.0121(18) 0.018(2) -0.0041(15) 0.0092(15) 0.0014(14) O3D 0.0205(13) 0.0166(13) 0.0139(13) 0.0002(10) -0.0014(11) -0.0033(10) O4D 0.0232(13) 0.0139(13) 0.0204(14) 0.0027(11) 0.0018(11) -0.0003(10) O1W 0.0150(12) 0.0177(13) 0.0226(14) -0.0025(10) 0.0060(11) 0.0020(10) O2W 0.0341(15) 0.0298(15) 0.0235(15) -0.0047(12) 0.0115(13) 0.0052(12) O3W 0.0433(18) 0.0230(16) 0.047(2) -0.0034(14) -0.0080(15) -0.0023(13) O4W 0.027(5) 0.025(5) 0.037(5) -0.004(3) 0.016(4) -0.001(3) O4W1 0.022(4) 0.020(5) 0.023(4) 0.002(3) 0.008(3) 0.008(3) O5W 0.030(3) 0.041(3) 0.034(3) 0.006(3) 0.008(3) 0.004(3) _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 O1A 2.034(2) . ? Co1 O1C 2.068(2) . ? Co1 OWA 2.069(2) . ? Co1 OWC 2.125(2) . ? Co1 N1C 2.187(3) . ? Co1 N1A 2.196(3) . ? OWA HWA2 0.8400 . ? OWA HWA1 0.8400 . ? OWC HWC2 0.8400 . ? OWC HWC1 0.8403 . ? Co2 O1B 2.043(2) . ? Co2 O1D 2.077(2) . ? Co2 OWB 2.078(2) . ? Co2 OWD 2.138(2) . ? Co2 N1D 2.195(3) . ? Co2 N1B 2.199(3) . ? OWB HWB1 0.8398 . ? OWB HWB2 0.8392 . ? OWD HWD1 0.8403 . ? OWD HWD2 0.8399 . ? C1A N1A 1.350(4) . ? C1A C2A 1.400(4) . ? C1A C1B 1.502(4) . ? N1A C6A 1.360(4) . ? C6A C5A 1.378(5) . ? C6A C7A 1.514(5) . ? C5A C4A 1.390(5) . ? C5A H5A 0.9500 . ? C4A C2A 1.395(4) . ? C4A H4A 0.9500 . ? C2A C3A 1.499(5) . ? C7A O2A 1.247(4) . ? C7A O1A 1.274(4) . ? C3A O4A 1.208(4) . ? C3A O3A 1.316(4) . ? O3A H3A 0.8400 . ? C1B N1B 1.351(4) . ? C1B C2B 1.400(4) . ? N1B C6B 1.353(4) . ? C6B C5B 1.375(4) . ? C6B C7B 1.528(4) . ? C5B C4B 1.393(4) . ? C5B H5B 0.9500 . ? C4B C2B 1.382(4) . ? C4B H4B 0.9500 . ? C2B C3B 1.504(4) . ? C7B O2B 1.253(4) . ? C7B O1B 1.267(4) . ? C3B O4B 1.212(4) . ? C3B O3B 1.315(4) . ? O3B H3B 0.8400 . ? C1C N1C 1.340(4) . ? C1C C2C 1.395(4) . ? C1C C1D 1.507(4) . ? N1C C6C 1.356(4) . ? C6C C5C 1.377(4) . ? C6C C7C 1.515(4) . ? C5C C4C 1.396(4) . ? C5C H5C 0.9500 . ? C4C C2C 1.377(4) . ? C4C H4C 0.9500 . ? C2C C3C 1.499(4) . ? C7C O2C 1.256(4) . ? C7C O1C 1.269(4) . ? C3C O4C 1.210(4) . ? C3C O3C 1.324(4) . ? O3C H3C 0.8400 . ? C1D N1D 1.355(4) . ? C1D C2D 1.408(4) . ? N1D C6D 1.355(4) . ? C6D C5D 1.380(5) . ? C6D C7D 1.526(5) . ? C5D C4D 1.392(4) . ? C5D H5D 0.9500 . ? C4D C2D 1.384(4) . ? C4D H4D 0.9500 . ? C2D C3D 1.504(5) . ? C7D O2D 1.239(4) . ? C7D O1D 1.273(4) . ? C3D O4D 1.216(4) . ? C3D O3D 1.326(3) . ? O3D H3D 0.8400 . ? O1W H1WA 0.8402 . ? O1W H1WB 0.8480 . ? O2W H2WA 0.8401 . ? O2W H2WB 0.8395 . ? O3W H3WA 0.8462 . ? O3W H3WB 0.8385 . ? O4W O4W1 0.647(7) . ? O4W H4WA 0.8531 . ? O4W1 H4WA 0.7740 . ? 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 O1A Co1 O1C 169.25(9) . . ? O1A Co1 OWA 91.36(8) . . ? O1C Co1 OWA 80.89(8) . . ? O1A Co1 OWC 83.75(9) . . ? O1C Co1 OWC 89.27(9) . . ? OWA Co1 OWC 93.48(9) . . ? O1A Co1 N1C 109.88(9) . . ? O1C Co1 N1C 77.31(9) . . ? OWA Co1 N1C 158.04(9) . . ? OWC Co1 N1C 83.70(9) . . ? O1A Co1 N1A 77.43(9) . . ? O1C Co1 N1A 109.72(9) . . ? OWA Co1 N1A 89.47(9) . . ? OWC Co1 N1A 161.01(9) . . ? N1C Co1 N1A 100.27(10) . . ? Co1 OWA HWA2 111.2 . . ? Co1 OWA HWA1 125.8 . . ? HWA2 OWA HWA1 109.9 . . ? Co1 OWC HWC2 110.4 . . ? Co1 OWC HWC1 125.3 . . ? HWC2 OWC HWC1 100.3 . . ? O1B Co2 O1D 167.31(9) . . ? O1B Co2 OWB 94.94(10) . . ? O1D Co2 OWB 83.39(10) . . ? O1B Co2 OWD 81.20(9) . . ? O1D Co2 OWD 86.38(9) . . ? OWB Co2 OWD 94.44(9) . . ? O1B Co2 N1D 106.03(10) . . ? O1D Co2 N1D 76.52(10) . . ? OWB Co2 N1D 158.95(10) . . ? OWD Co2 N1D 90.53(9) . . ? O1B Co2 N1B 77.43(9) . . ? O1D Co2 N1B 114.72(9) . . ? OWB Co2 N1B 83.19(9) . . ? OWD Co2 N1B 158.19(9) . . ? N1D Co2 N1B 99.45(10) . . ? Co2 OWB HWB1 112.0 . . ? Co2 OWB HWB2 112.6 . . ? HWB1 OWB HWB2 116.8 . . ? Co2 OWD HWD1 126.0 . . ? Co2 OWD HWD2 109.7 . . ? HWD1 OWD HWD2 104.6 . . ? N1A C1A C2A 121.4(3) . . ? N1A C1A C1B 114.0(3) . . ? C2A C1A C1B 124.5(3) . . ? C1A N1A C6A 119.3(3) . . ? C1A N1A Co1 130.2(2) . . ? C6A N1A Co1 109.3(2) . . ? N1A C6A C5A 122.0(3) . . ? N1A C6A C7A 115.4(3) . . ? C5A C6A C7A 122.5(3) . . ? C6A C5A C4A 119.0(3) . . ? C6A C5A H5A 120.5 . . ? C4A C5A H5A 120.5 . . ? C5A C4A C2A 119.6(3) . . ? C5A C4A H4A 120.2 . . ? C2A C4A H4A 120.2 . . ? C4A C2A C1A 118.6(3) . . ? C4A C2A C3A 116.7(3) . . ? C1A C2A C3A 124.7(3) . . ? O2A C7A O1A 125.7(3) . . ? O2A C7A C6A 118.6(3) . . ? O1A C7A C6A 115.6(3) . . ? C7A O1A Co1 118.0(2) . . ? O4A C3A O3A 123.7(3) . . ? O4A C3A C2A 122.0(3) . . ? O3A C3A C2A 114.3(3) . . ? C3A O3A H3A 109.5 . . ? N1B C1B C2B 121.6(3) . . ? N1B C1B C1A 113.4(3) . . ? C2B C1B C1A 125.0(3) . . ? C1B N1B C6B 118.2(3) . . ? C1B N1B Co2 130.0(2) . . ? C6B N1B Co2 110.7(2) . . ? N1B C6B C5B 123.6(3) . . ? N1B C6B C7B 114.6(3) . . ? C5B C6B C7B 121.8(3) . . ? C6B C5B C4B 117.6(3) . . ? C6B C5B H5B 121.2 . . ? C4B C5B H5B 121.2 . . ? C2B C4B C5B 120.1(3) . . ? C2B C4B H4B 119.9 . . ? C5B C4B H4B 119.9 . . ? C4B C2B C1B 118.7(3) . . ? C4B C2B C3B 118.3(3) . . ? C1B C2B C3B 123.0(3) . . ? O2B C7B O1B 126.3(3) . . ? O2B C7B C6B 117.4(3) . . ? O1B C7B C6B 116.4(3) . . ? C7B O1B Co2 118.5(2) . . ? O4B C3B O3B 124.4(3) . . ? O4B C3B C2B 121.4(3) . . ? O3B C3B C2B 114.3(3) . . ? C3B O3B H3B 109.5 . . ? N1C C1C C2C 122.2(3) . . ? N1C C1C C1D 114.1(3) . . ? C2C C1C C1D 123.7(3) . . ? C1C N1C C6C 117.8(3) . . ? C1C N1C Co1 131.5(2) . . ? C6C N1C Co1 110.16(19) . . ? N1C C6C C5C 123.5(3) . . ? N1C C6C C7C 115.1(3) . . ? C5C C6C C7C 121.4(3) . . ? C6C C5C C4C 118.0(3) . . ? C6C C5C H5C 121.0 . . ? C4C C5C H5C 121.0 . . ? C2C C4C C5C 119.3(3) . . ? C2C C4C H4C 120.3 . . ? C5C C4C H4C 120.3 . . ? C4C C2C C1C 119.2(3) . . ? C4C C2C C3C 121.4(3) . . ? C1C C2C C3C 119.3(3) . . ? O2C C7C O1C 125.2(3) . . ? O2C C7C C6C 118.7(3) . . ? O1C C7C C6C 116.1(3) . . ? C7C O1C Co1 115.0(2) . . ? O4C C3C O3C 125.1(3) . . ? O4C C3C C2C 123.6(3) . . ? O3C C3C C2C 111.3(3) . . ? C3C O3C H3C 109.5 . . ? N1D C1D C2D 121.8(3) . . ? N1D C1D C1C 115.8(3) . . ? C2D C1D C1C 122.3(3) . . ? C1D N1D C6D 117.5(3) . . ? C1D N1D Co2 130.9(2) . . ? C6D N1D Co2 111.1(2) . . ? N1D C6D C5D 123.8(3) . . ? N1D C6D C7D 115.0(3) . . ? C5D C6D C7D 121.2(3) . . ? C6D C5D C4D 118.2(3) . . ? C6D C5D H5D 120.9 . . ? C4D C5D H5D 120.9 . . ? C2D C4D C5D 119.4(3) . . ? C2D C4D H4D 120.3 . . ? C5D C4D H4D 120.3 . . ? C4D C2D C1D 119.1(3) . . ? C4D C2D C3D 120.8(3) . . ? C1D C2D C3D 120.1(3) . . ? O2D C7D O1D 126.5(3) . . ? O2D C7D C6D 117.9(3) . . ? O1D C7D C6D 115.5(3) . . ? C7D O1D Co2 117.5(2) . . ? O4D C3D O3D 124.7(3) . . ? O4D C3D C2D 123.5(3) . . ? O3D C3D C2D 111.8(3) . . ? C3D O3D H3D 109.5 . . ? H1WA O1W H1WB 101.1 . . ? H2WA O2W H2WB 108.8 . . ? H3WA O3W H3WB 114.2 . . ? O4W1 O4W H4WA 60.3 . . ? O4W O4W1 H4WA 73.2 . . ? 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 C2A C1A N1A C6A -2.1(4) . . . . ? C1B C1A N1A C6A 173.9(3) . . . . ? C2A C1A N1A Co1 163.7(2) . . . . ? C1B C1A N1A Co1 -20.4(4) . . . . ? O1A Co1 N1A C1A 175.5(3) . . . . ? O1C Co1 N1A C1A -12.9(3) . . . . ? OWA Co1 N1A C1A -93.0(3) . . . . ? OWC Co1 N1A C1A 167.8(2) . . . . ? N1C Co1 N1A C1A 67.2(3) . . . . ? O1A Co1 N1A C6A -17.6(2) . . . . ? O1C Co1 N1A C6A 153.98(19) . . . . ? OWA Co1 N1A C6A 73.9(2) . . . . ? OWC Co1 N1A C6A -25.3(4) . . . . ? N1C Co1 N1A C6A -125.9(2) . . . . ? C1A N1A C6A C5A 1.9(4) . . . . ? Co1 N1A C6A C5A -166.7(2) . . . . ? C1A N1A C6A C7A -175.4(3) . . . . ? Co1 N1A C6A C7A 16.1(3) . . . . ? N1A C6A C5A C4A -0.5(5) . . . . ? C7A C6A C5A C4A 176.6(3) . . . . ? C6A C5A C4A C2A -0.7(5) . . . . ? C5A C4A C2A C1A 0.4(5) . . . . ? C5A C4A C2A C3A -178.5(3) . . . . ? N1A C1A C2A C4A 1.0(4) . . . . ? C1B C1A C2A C4A -174.6(3) . . . . ? N1A C1A C2A C3A 179.8(3) . . . . ? C1B C1A C2A C3A 4.3(5) . . . . ? N1A C6A C7A O2A 173.6(3) . . . . ? C5A C6A C7A O2A -3.7(4) . . . . ? N1A C6A C7A O1A -2.6(4) . . . . ? C5A C6A C7A O1A -179.9(3) . . . . ? O2A C7A O1A Co1 169.7(2) . . . . ? C6A C7A O1A Co1 -14.4(3) . . . . ? O1C Co1 O1A C7A -114.9(5) . . . . ? OWA Co1 O1A C7A -71.3(2) . . . . ? OWC Co1 O1A C7A -164.6(2) . . . . ? N1C Co1 O1A C7A 114.4(2) . . . . ? N1A Co1 O1A C7A 17.9(2) . . . . ? C4A C2A C3A O4A 17.7(5) . . . . ? C1A C2A C3A O4A -161.1(3) . . . . ? C4A C2A C3A O3A -159.5(3) . . . . ? C1A C2A C3A O3A 21.7(5) . . . . ? N1A C1A C1B N1B -76.9(3) . . . . ? C2A C1A C1B N1B 98.9(4) . . . . ? N1A C1A C1B C2B 102.9(4) . . . . ? C2A C1A C1B C2B -81.3(4) . . . . ? C2B C1B N1B C6B -2.5(4) . . . . ? C1A C1B N1B C6B 177.3(3) . . . . ? C2B C1B N1B Co2 164.0(2) . . . . ? C1A C1B N1B Co2 -16.2(4) . . . . ? O1B Co2 N1B C1B 179.0(3) . . . . ? O1D Co2 N1B C1B -4.9(3) . . . . ? OWB Co2 N1B C1B -84.4(3) . . . . ? OWD Co2 N1B C1B -169.3(2) . . . . ? N1D Co2 N1B C1B 74.5(3) . . . . ? O1B Co2 N1B C6B -13.8(2) . . . . ? O1D Co2 N1B C6B 162.36(19) . . . . ? OWB Co2 N1B C6B 82.9(2) . . . . ? OWD Co2 N1B C6B -2.0(4) . . . . ? N1D Co2 N1B C6B -118.2(2) . . . . ? C1B N1B C6B C5B 2.9(4) . . . . ? Co2 N1B C6B C5B -166.0(3) . . . . ? C1B N1B C6B C7B -177.2(3) . . . . ? Co2 N1B C6B C7B 13.9(3) . . . . ? N1B C6B C5B C4B -0.7(5) . . . . ? C7B C6B C5B C4B 179.4(3) . . . . ? C6B C5B C4B C2B -1.9(5) . . . . ? C5B C4B C2B C1B 2.2(5) . . . . ? C5B C4B C2B C3B -176.5(3) . . . . ? N1B C1B C2B C4B 0.0(5) . . . . ? C1A C1B C2B C4B -179.8(3) . . . . ? N1B C1B C2B C3B 178.7(3) . . . . ? C1A C1B C2B C3B -1.1(5) . . . . ? N1B C6B C7B O2B 174.9(3) . . . . ? C5B C6B C7B O2B -5.2(4) . . . . ? N1B C6B C7B O1B -4.9(4) . . . . ? C5B C6B C7B O1B 175.0(3) . . . . ? O2B C7B O1B Co2 172.1(3) . . . . ? C6B C7B O1B Co2 -8.2(3) . . . . ? O1D Co2 O1B C7B -151.7(4) . . . . ? OWB Co2 O1B C7B -69.8(2) . . . . ? OWD Co2 O1B C7B -163.6(2) . . . . ? N1D Co2 O1B C7B 108.4(2) . . . . ? N1B Co2 O1B C7B 12.1(2) . . . . ? C4B C2B C3B O4B -21.5(5) . . . . ? C1B C2B C3B O4B 159.8(3) . . . . ? C4B C2B C3B O3B 159.3(3) . . . . ? C1B C2B C3B O3B -19.3(4) . . . . ? C2C C1C N1C C6C -0.2(4) . . . . ? C1D C1C N1C C6C -178.5(3) . . . . ? C2C C1C N1C Co1 170.2(2) . . . . ? C1D C1C N1C Co1 -8.1(4) . . . . ? O1A Co1 N1C C1C -15.4(3) . . . . ? O1C Co1 N1C C1C 172.9(3) . . . . ? OWA Co1 N1C C1C 179.9(2) . . . . ? OWC Co1 N1C C1C -96.4(3) . . . . ? N1A Co1 N1C C1C 64.8(3) . . . . ? O1A Co1 N1C C6C 155.5(2) . . . . ? O1C Co1 N1C C6C -16.2(2) . . . . ? OWA Co1 N1C C6C -9.2(4) . . . . ? OWC Co1 N1C C6C 74.5(2) . . . . ? N1A Co1 N1C C6C -124.3(2) . . . . ? C1C N1C C6C C5C -0.1(4) . . . . ? Co1 N1C C6C C5C -172.4(2) . . . . ? C1C N1C C6C C7C -179.0(3) . . . . ? Co1 N1C C6C C7C 8.7(3) . . . . ? N1C C6C C5C C4C -0.4(5) . . . . ? C7C C6C C5C C4C 178.5(3) . . . . ? C6C C5C C4C C2C 1.1(5) . . . . ? C5C C4C C2C C1C -1.4(5) . . . . ? C5C C4C C2C C3C 176.0(3) . . . . ? N1C C1C C2C C4C 0.9(5) . . . . ? C1D C1C C2C C4C 179.1(3) . . . . ? N1C C1C C2C C3C -176.5(3) . . . . ? C1D C1C C2C C3C 1.6(5) . . . . ? N1C C6C C7C O2C -170.7(3) . . . . ? C5C C6C C7C O2C 10.3(4) . . . . ? N1C C6C C7C O1C 10.6(4) . . . . ? C5C C6C C7C O1C -168.4(3) . . . . ? O2C C7C O1C Co1 155.7(3) . . . . ? C6C C7C O1C Co1 -25.8(3) . . . . ? O1A Co1 O1C C7C -109.8(5) . . . . ? OWA Co1 O1C C7C -154.1(2) . . . . ? OWC Co1 O1C C7C -60.4(2) . . . . ? N1C Co1 O1C C7C 23.3(2) . . . . ? N1A Co1 O1C C7C 119.8(2) . . . . ? C4C C2C C3C O4C 164.0(3) . . . . ? C1C C2C C3C O4C -18.7(5) . . . . ? C4C C2C C3C O3C -18.1(4) . . . . ? C1C C2C C3C O3C 159.3(3) . . . . ? N1C C1C C1D N1D -83.9(3) . . . . ? C2C C1C C1D N1D 97.8(4) . . . . ? N1C C1C C1D C2D 92.1(4) . . . . ? C2C C1C C1D C2D -86.2(4) . . . . ? C2D C1D N1D C6D -0.6(4) . . . . ? C1C C1D N1D C6D 175.3(3) . . . . ? C2D C1D N1D Co2 170.6(2) . . . . ? C1C C1D N1D Co2 -13.4(4) . . . . ? O1B Co2 N1D C1D -21.2(3) . . . . ? O1D Co2 N1D C1D 171.6(3) . . . . ? OWB Co2 N1D C1D 153.9(3) . . . . ? OWD Co2 N1D C1D -102.2(3) . . . . ? N1B Co2 N1D C1D 58.3(3) . . . . ? O1B Co2 N1D C6D 150.47(19) . . . . ? O1D Co2 N1D C6D -16.7(2) . . . . ? OWB Co2 N1D C6D -34.4(4) . . . . ? OWD Co2 N1D C6D 69.5(2) . . . . ? N1B Co2 N1D C6D -130.0(2) . . . . ? C1D N1D C6D C5D 3.7(4) . . . . ? Co2 N1D C6D C5D -169.3(2) . . . . ? C1D N1D C6D C7D -173.7(3) . . . . ? Co2 N1D C6D C7D 13.3(3) . . . . ? N1D C6D C5D C4D -3.9(5) . . . . ? C7D C6D C5D C4D 173.4(3) . . . . ? C6D C5D C4D C2D 1.0(4) . . . . ? C5D C4D C2D C1D 1.7(5) . . . . ? C5D C4D C2D C3D -177.0(3) . . . . ? N1D C1D C2D C4D -2.0(5) . . . . ? C1C C1D C2D C4D -177.7(3) . . . . ? N1D C1D C2D C3D 176.8(3) . . . . ? C1C C1D C2D C3D 1.1(4) . . . . ? N1D C6D C7D O2D 177.6(3) . . . . ? C5D C6D C7D O2D 0.2(4) . . . . ? N1D C6D C7D O1D 1.8(4) . . . . ? C5D C6D C7D O1D -175.7(3) . . . . ? O2D C7D O1D Co2 166.9(3) . . . . ? C6D C7D O1D Co2 -17.6(3) . . . . ? O1B Co2 O1D C7D -84.1(5) . . . . ? OWB Co2 O1D C7D -167.3(2) . . . . ? OWD Co2 O1D C7D -72.4(2) . . . . ? N1D Co2 O1D C7D 19.1(2) . . . . ? N1B Co2 O1D C7D 113.4(2) . . . . ? C4D C2D C3D O4D -156.8(3) . . . . ? C1D C2D C3D O4D 24.4(5) . . . . ? C4D C2D C3D O3D 22.2(4) . . . . ? C1D C2D C3D O3D -156.5(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 OWA HWA2 O2A 0.84 2.05 2.849(3) 157.9 2 OWA HWA1 O2C 0.84 1.86 2.679(3) 164.4 2_545 OWC HWC2 O4B 0.84 1.93 2.745(3) 161.8 2_545 OWC HWC1 O4D 0.84 2.00 2.833(4) 174.9 3_565 OWB HWB1 O3W 0.84 1.88 2.694(3) 161.9 . OWB HWB2 O2W 0.84 2.09 2.913(3) 165.7 3_666 OWD HWD1 O2B 0.84 1.95 2.783(3) 171.0 2_645 OWD HWD2 O2D 0.84 1.99 2.795(3) 159.4 2_655 O3A H3A O2W 0.84 1.75 2.586(3) 175.9 . O3B H3B O1W 0.84 1.78 2.598(3) 164.7 . O3C H3C O4W 0.84 1.77 2.606(9) 170.4 . O3C H3C O4W1 0.84 1.78 2.604(9) 168.3 . O3D H3D O2C 0.84 1.75 2.585(3) 172.8 3_565 O1W H1WA O3D 0.84 2.19 3.020(3) 167.8 2 O1W H1WB O2A 0.85 2.03 2.811(3) 153.1 2 O1W H1WB O1A 0.85 2.63 3.123(3) 118.7 2 O2W H2WA O2B 0.84 1.89 2.727(3) 173.8 4_576 O2W H2WB O5W 0.84 1.81 2.600(6) 156.2 . O2W H2WB O1D 0.84 2.53 3.048(4) 121.2 3_666 O3W H3WA O4C 0.85 2.33 2.950(3) 130.4 2_655 O3W H3WA O4A 0.85 2.34 2.874(4) 121.4 3_666 O3W H3WB O4W 0.84 1.84 2.645(10) 161.0 4_576 O3W H3WB O4W1 0.84 2.10 2.920(8) 164.5 4_576 O4W1 H4WA O5W 0.77 1.95 2.568(10) 136.4 2_645 _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.519 _refine_diff_density_min -0.535 _refine_diff_density_rms 0.091