# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Fupei Liang.' 'Zi-Lu Chen.' 'Chunfang Jiang.' 'Yan Li.' 'You Song.' _publ_contact_author_name 'Fupei Liang' _publ_contact_author_email FLIANGOFFICE@YAHOO.COM _publ_section_title ; Metal complexes with N-(2-pyridylmethyl)iminodiacetate: from discrete polynuclear compounds to 1D coordination polymers ; # Attachment 'compound_1.CIF' data_1 _database_code_depnum_ccdc_archive 'CCDC 719811' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H36 Mn3 N6 Na O15, Cl O4' _chemical_formula_sum 'C30 H36 Cl Mn3 N6 Na O19' _chemical_formula_weight 1007.91 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M p-3 _symmetry_space_group_name_Hall '-P 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' _cell_length_a 14.1511(5) _cell_length_b 14.1511(5) _cell_length_c 11.1513(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1933.91(17) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4364 _cell_measurement_theta_min 3.3232 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour White _exptl_crystal_size_max 0.4000 _exptl_crystal_size_mid 0.2500 _exptl_crystal_size_min 0.2200 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.731 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1026 _exptl_absorpt_coefficient_mu 1.133 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6600 _exptl_absorpt_correction_T_max 0.7886 _exptl_absorpt_process_details 'SADABS (Bruker, 1998)' _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 CCD _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15069 _diffrn_reflns_av_R_equivalents 0.0397 _diffrn_reflns_av_sigmaI/netI 0.0262 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2967 _reflns_number_gt 2667 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0426P)^2^+1.2074P] 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 2967 _refine_ls_number_parameters 189 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0512 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.0999 _refine_ls_wR_factor_gt 0.0958 _refine_ls_goodness_of_fit_ref 1.115 _refine_ls_restrained_S_all 1.115 _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 Mn1 Mn 0.39206(3) 0.49451(3) 0.80893(3) 0.02717(13) Uani 1 1 d . . . Na1 Na 0.3333 0.6667 0.93696(16) 0.0332(4) Uani 1 3 d S . . Cl1 Cl 0.0000 0.0000 0.6942(2) 0.0705(5) Uani 1 3 d S . . C1 C 0.4177(2) 0.5627(2) 0.5264(3) 0.0419(6) Uani 1 1 d . . . H1A H 0.4684 0.6321 0.5535 0.050 Uiso 1 1 calc R . . C2 C 0.3911(3) 0.5490(3) 0.4067(3) 0.0494(7) Uani 1 1 d . . . H2A H 0.4245 0.6075 0.3539 0.059 Uiso 1 1 calc R . . C3 C 0.3145(3) 0.4477(3) 0.3664(3) 0.0494(7) Uani 1 1 d . . . H3A H 0.2949 0.4366 0.2859 0.059 Uiso 1 1 calc R . . C4 C 0.2667(2) 0.3624(2) 0.4472(3) 0.0419(6) Uani 1 1 d . . . H4A H 0.2133 0.2934 0.4221 0.050 Uiso 1 1 calc R . . C5 C 0.29950(19) 0.3811(2) 0.5661(2) 0.0319(5) Uani 1 1 d . . . C6 C 0.2586(2) 0.28950(19) 0.6554(2) 0.0346(6) Uani 1 1 d . . . H6A H 0.1900 0.2293 0.6268 0.042 Uiso 1 1 calc R . . H6B H 0.3106 0.2640 0.6607 0.042 Uiso 1 1 calc R . . C7 C 0.13838(18) 0.32307(18) 0.7848(3) 0.0318(5) Uani 1 1 d . . . H7A H 0.0973 0.2796 0.8532 0.038 Uiso 1 1 calc R . . H7B H 0.0953 0.2895 0.7134 0.038 Uiso 1 1 calc R . . C8 C 0.15462(18) 0.43674(18) 0.7977(2) 0.0260(5) Uani 1 1 d . . . C9 C 0.25135(19) 0.2514(2) 0.8682(2) 0.0335(5) Uani 1 1 d . . . H9A H 0.2082 0.1755 0.8444 0.040 Uiso 1 1 calc R . . H9B H 0.2229 0.2603 0.9439 0.040 Uiso 1 1 calc R . . C10 C 0.36977(19) 0.2810(2) 0.8841(2) 0.0310(5) Uani 1 1 d . . . N1 N 0.24173(15) 0.32114(14) 0.77639(18) 0.0271(4) Uani 1 1 d . . . N2 N 0.37394(16) 0.48065(16) 0.6060(2) 0.0324(5) Uani 1 1 d . . . O1 O 0.38781(16) 0.20965(15) 0.92231(19) 0.0453(5) Uani 1 1 d . . . O1W O 0.37804(17) 0.53507(16) 1.00030(17) 0.0346(4) Uani 1 1 d . . . H1B H 0.426(3) 0.555(3) 1.046(3) 0.059(11) Uiso 1 1 d . . . H1C H 0.323(4) 0.488(4) 1.026(4) 0.093(15) Uiso 1 1 d . . . O2 O 0.44273(13) 0.37868(14) 0.85846(17) 0.0360(4) Uani 1 1 d . . . O3 O 0.06999(13) 0.44412(13) 0.80174(18) 0.0357(4) Uani 1 1 d . . . O4 O 0.24963(12) 0.51790(12) 0.80299(16) 0.0302(4) Uani 1 1 d . . . O6 O 0.0000 0.0000 0.8271(9) 0.167(3) Uani 1 3 d S . . O7 O -0.0146(2) 0.08621(18) 0.6549(4) 0.0997(13) 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 Mn1 0.02238(19) 0.02218(19) 0.0339(2) -0.00159(14) -0.00382(14) 0.00884(14) Na1 0.0289(5) 0.0289(5) 0.0419(10) 0.000 0.000 0.0144(3) Cl1 0.0341(4) 0.0341(4) 0.1433(18) 0.000 0.000 0.0171(2) C1 0.0422(15) 0.0383(14) 0.0404(16) 0.0054(12) 0.0048(12) 0.0167(12) C2 0.0555(18) 0.0576(18) 0.0403(17) 0.0122(14) 0.0105(14) 0.0321(16) C3 0.0563(18) 0.073(2) 0.0322(15) -0.0048(14) -0.0033(13) 0.0423(17) C4 0.0416(15) 0.0492(16) 0.0393(16) -0.0113(12) -0.0073(12) 0.0260(13) C5 0.0282(12) 0.0345(12) 0.0374(14) -0.0056(10) -0.0022(10) 0.0191(10) C6 0.0352(13) 0.0248(11) 0.0428(15) -0.0074(10) -0.0050(11) 0.0142(10) C7 0.0221(11) 0.0225(11) 0.0517(16) -0.0040(10) -0.0058(10) 0.0119(9) C8 0.0277(11) 0.0236(11) 0.0280(12) -0.0016(9) -0.0059(9) 0.0138(9) C9 0.0306(12) 0.0276(12) 0.0443(15) 0.0057(10) -0.0017(11) 0.0161(10) C10 0.0328(12) 0.0334(12) 0.0328(13) -0.0007(10) -0.0029(10) 0.0212(11) N1 0.0247(9) 0.0210(9) 0.0368(11) -0.0007(8) -0.0034(8) 0.0124(8) N2 0.0322(10) 0.0302(10) 0.0333(12) -0.0007(8) -0.0007(9) 0.0145(9) O1 0.0462(11) 0.0418(11) 0.0583(13) 0.0081(9) -0.0047(9) 0.0298(9) O1W 0.0265(9) 0.0377(10) 0.0317(10) 0.0023(8) -0.0033(8) 0.0101(8) O2 0.0272(8) 0.0316(9) 0.0477(11) 0.0019(8) -0.0085(8) 0.0136(7) O3 0.0282(8) 0.0260(8) 0.0566(12) -0.0039(8) -0.0055(8) 0.0163(7) O4 0.0272(8) 0.0210(8) 0.0396(10) -0.0038(7) -0.0052(7) 0.0100(7) O6 0.189(6) 0.189(6) 0.121(7) 0.000 0.000 0.095(3) O7 0.0503(14) 0.0349(12) 0.220(4) 0.0013(17) -0.0115(18) 0.0260(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 Mn1 O3 2.1275(16) 2_665 ? Mn1 O2 2.1636(17) . ? Mn1 O4 2.2008(16) . ? Mn1 O1W 2.244(2) . ? Mn1 N2 2.275(2) . ? Mn1 N1 2.3361(18) . ? Mn1 Na1 3.2694(9) . ? Na1 O1W 2.355(2) 3_565 ? Na1 O1W 2.355(2) 2_665 ? Na1 O1W 2.355(2) . ? Na1 O4 2.3607(19) 3_565 ? Na1 O4 2.361(2) . ? Na1 O4 2.361(2) 2_665 ? Na1 Mn1 3.2694(9) 3_565 ? Na1 Mn1 3.2694(9) 2_665 ? Na1 H1C 2.65(5) . ? Cl1 O7 1.405(2) 2 ? Cl1 O7 1.405(2) . ? Cl1 O7 1.405(2) 3 ? Cl1 O6 1.482(9) . ? C1 N2 1.342(3) . ? C1 C2 1.374(4) . ? C1 H1A 0.9300 . ? C2 C3 1.370(5) . ? C2 H2A 0.9300 . ? C3 C4 1.382(4) . ? C3 H3A 0.9300 . ? C4 C5 1.386(4) . ? C4 H4A 0.9300 . ? C5 N2 1.345(3) . ? C5 C6 1.502(4) . ? C6 N1 1.478(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N1 1.479(3) . ? C7 C8 1.514(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 O3 1.254(3) . ? C8 O4 1.259(3) . ? C9 N1 1.475(3) . ? C9 C10 1.521(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O1 1.234(3) . ? C10 O2 1.277(3) . ? O1W O1 2.682(3) 6_557 ? O1W O2 2.703(3) 4_667 ? O1W H1B 0.78(4) . ? O1W H1C 0.79(5) . ? O3 Mn1 2.1275(16) 3_565 ? 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 92.43(6) 2_665 . ? O3 Mn1 O4 123.17(6) 2_665 . ? O2 Mn1 O4 142.84(6) . . ? O3 Mn1 O1W 90.54(8) 2_665 . ? O2 Mn1 O1W 93.22(7) . . ? O4 Mn1 O1W 77.61(7) . . ? O3 Mn1 N2 93.70(8) 2_665 . ? O2 Mn1 N2 104.74(7) . . ? O4 Mn1 N2 84.88(7) . . ? O1W Mn1 N2 161.33(7) . . ? O3 Mn1 N1 159.07(7) 2_665 . ? O2 Mn1 N1 73.55(6) . . ? O4 Mn1 N1 74.44(6) . . ? O1W Mn1 N1 105.41(7) . . ? N2 Mn1 N1 75.57(7) . . ? O3 Mn1 Na1 86.40(5) 2_665 . ? O2 Mn1 Na1 139.20(6) . . ? O4 Mn1 Na1 46.20(4) . . ? O1W Mn1 Na1 46.07(6) . . ? N2 Mn1 Na1 116.04(6) . . ? N1 Mn1 Na1 114.40(5) . . ? O1W Na1 O1W 111.41(6) 3_565 2_665 ? O1W Na1 O1W 111.41(6) 3_565 . ? O1W Na1 O1W 111.41(6) 2_665 . ? O1W Na1 O4 72.42(6) 3_565 3_565 ? O1W Na1 O4 87.62(6) 2_665 3_565 ? O1W Na1 O4 155.92(9) . 3_565 ? O1W Na1 O4 87.62(6) 3_565 . ? O1W Na1 O4 155.92(9) 2_665 . ? O1W Na1 O4 72.42(6) . . ? O4 Na1 O4 84.22(8) 3_565 . ? O1W Na1 O4 155.92(9) 3_565 2_665 ? O1W Na1 O4 72.42(6) 2_665 2_665 ? O1W Na1 O4 87.62(6) . 2_665 ? O4 Na1 O4 84.22(8) 3_565 2_665 ? O4 Na1 O4 84.22(8) . 2_665 ? O1W Na1 Mn1 43.35(5) 3_565 3_565 ? O1W Na1 Mn1 124.10(5) 2_665 3_565 ? O1W Na1 Mn1 124.02(5) . 3_565 ? O4 Na1 Mn1 42.29(4) 3_565 3_565 ? O4 Na1 Mn1 60.32(4) . 3_565 ? O4 Na1 Mn1 113.94(7) 2_665 3_565 ? O1W Na1 Mn1 124.02(5) 3_565 2_665 ? O1W Na1 Mn1 43.35(5) 2_665 2_665 ? O1W Na1 Mn1 124.10(5) . 2_665 ? O4 Na1 Mn1 60.32(4) 3_565 2_665 ? O4 Na1 Mn1 113.94(7) . 2_665 ? O4 Na1 Mn1 42.29(4) 2_665 2_665 ? Mn1 Na1 Mn1 102.35(4) 3_565 2_665 ? O1W Na1 Mn1 124.10(5) 3_565 . ? O1W Na1 Mn1 124.02(5) 2_665 . ? O1W Na1 Mn1 43.35(5) . . ? O4 Na1 Mn1 113.94(7) 3_565 . ? O4 Na1 Mn1 42.29(4) . . ? O4 Na1 Mn1 60.32(4) 2_665 . ? Mn1 Na1 Mn1 102.35(4) 3_565 . ? Mn1 Na1 Mn1 102.35(4) 2_665 . ? O1W Na1 H1C 94.7(10) 3_565 . ? O1W Na1 H1C 122.4(10) 2_665 . ? O1W Na1 H1C 16.8(10) . . ? O4 Na1 H1C 150.0(10) 3_565 . ? O4 Na1 H1C 67.9(10) . . ? O4 Na1 H1C 103.0(10) 2_665 . ? Mn1 Na1 H1C 110.4(10) 3_565 . ? Mn1 Na1 H1C 140.9(10) 2_665 . ? Mn1 Na1 H1C 50.8(10) . . ? O7 Cl1 O7 110.72(18) 2 . ? O7 Cl1 O7 110.72(18) 2 3 ? O7 Cl1 O7 110.72(18) . 3 ? O7 Cl1 O6 108.19(19) 2 . ? O7 Cl1 O6 108.19(19) . . ? O7 Cl1 O6 108.19(19) 3 . ? N2 C1 C2 123.0(3) . . ? N2 C1 H1A 118.5 . . ? C2 C1 H1A 118.5 . . ? C3 C2 C1 118.9(3) . . ? C3 C2 H2A 120.5 . . ? C1 C2 H2A 120.5 . . ? C2 C3 C4 119.1(3) . . ? C2 C3 H3A 120.5 . . ? C4 C3 H3A 120.5 . . ? C3 C4 C5 119.1(3) . . ? C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? N2 C5 C4 121.9(2) . . ? N2 C5 C6 116.5(2) . . ? C4 C5 C6 121.5(2) . . ? N1 C6 C5 113.27(19) . . ? N1 C6 H6A 108.9 . . ? C5 C6 H6A 108.9 . . ? N1 C6 H6B 108.9 . . ? C5 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? N1 C7 C8 113.54(18) . . ? N1 C7 H7A 108.9 . . ? C8 C7 H7A 108.9 . . ? N1 C7 H7B 108.9 . . ? C8 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? O3 C8 O4 123.4(2) . . ? O3 C8 C7 116.62(19) . . ? O4 C8 C7 119.95(19) . . ? N1 C9 C10 110.8(2) . . ? N1 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? N1 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? O1 C10 O2 125.2(2) . . ? O1 C10 C9 117.7(2) . . ? O2 C10 C9 117.1(2) . . ? C9 N1 C6 110.36(19) . . ? C9 N1 C7 113.04(19) . . ? C6 N1 C7 111.97(19) . . ? C9 N1 Mn1 104.76(14) . . ? C6 N1 Mn1 105.06(14) . . ? C7 N1 Mn1 111.12(13) . . ? C1 N2 C5 117.9(2) . . ? C1 N2 Mn1 126.89(18) . . ? C5 N2 Mn1 114.52(17) . . ? Mn1 O1W Na1 90.58(8) . . ? Mn1 O1W O1 107.52(9) . 6_557 ? Na1 O1W O1 96.60(8) . 6_557 ? Mn1 O1W O2 119.11(9) . 4_667 ? Na1 O1W O2 112.34(9) . 4_667 ? O1 O1W O2 123.38(9) 6_557 4_667 ? Mn1 O1W H1B 123(3) . . ? Na1 O1W H1B 116(3) . . ? O1 O1W H1B 117(3) 6_557 . ? Mn1 O1W H1C 108(3) . . ? Na1 O1W H1C 103(3) . . ? O2 O1W H1C 119(3) 4_667 . ? H1B O1W H1C 113(4) . . ? C10 O2 Mn1 118.84(14) . . ? C8 O3 Mn1 113.41(14) . 3_565 ? C8 O4 Mn1 120.31(14) . . ? C8 O4 Na1 132.37(16) . . ? Mn1 O4 Na1 91.50(6) . . ? 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 Mn1 Na1 O1W -179.91(10) 2_665 . . 3_565 ? O2 Mn1 Na1 O1W -90.36(11) . . . 3_565 ? O4 Mn1 Na1 O1W 35.02(10) . . . 3_565 ? O1W Mn1 Na1 O1W -85.69(10) . . . 3_565 ? N2 Mn1 Na1 O1W 87.73(11) . . . 3_565 ? N1 Mn1 Na1 O1W 2.49(11) . . . 3_565 ? O3 Mn1 Na1 O1W -8.44(10) 2_665 . . 2_665 ? O2 Mn1 Na1 O1W 81.12(11) . . . 2_665 ? O4 Mn1 Na1 O1W -153.50(12) . . . 2_665 ? O1W Mn1 Na1 O1W 85.79(10) . . . 2_665 ? N2 Mn1 Na1 O1W -100.80(10) . . . 2_665 ? N1 Mn1 Na1 O1W 173.97(9) . . . 2_665 ? O3 Mn1 Na1 O1W -94.22(9) 2_665 . . . ? O2 Mn1 Na1 O1W -4.66(10) . . . . ? O4 Mn1 Na1 O1W 120.71(10) . . . . ? N2 Mn1 Na1 O1W 173.42(9) . . . . ? N1 Mn1 Na1 O1W 88.18(9) . . . . ? O3 Mn1 Na1 O4 95.73(7) 2_665 . . 3_565 ? O2 Mn1 Na1 O4 -174.71(8) . . . 3_565 ? O4 Mn1 Na1 O4 -49.33(7) . . . 3_565 ? O1W Mn1 Na1 O4 -170.04(8) . . . 3_565 ? N2 Mn1 Na1 O4 3.37(7) . . . 3_565 ? N1 Mn1 Na1 O4 -81.86(7) . . . 3_565 ? O3 Mn1 Na1 O4 145.06(9) 2_665 . . . ? O2 Mn1 Na1 O4 -125.38(10) . . . . ? O1W Mn1 Na1 O4 -120.71(10) . . . . ? N2 Mn1 Na1 O4 52.70(9) . . . . ? N1 Mn1 Na1 O4 -32.53(9) . . . . ? O3 Mn1 Na1 O4 28.05(7) 2_665 . . 2_665 ? O2 Mn1 Na1 O4 117.61(9) . . . 2_665 ? O4 Mn1 Na1 O4 -117.01(12) . . . 2_665 ? O1W Mn1 Na1 O4 122.28(9) . . . 2_665 ? N2 Mn1 Na1 O4 -64.31(8) . . . 2_665 ? N1 Mn1 Na1 O4 -149.54(7) . . . 2_665 ? O3 Mn1 Na1 Mn1 138.74(6) 2_665 . . 3_565 ? O2 Mn1 Na1 Mn1 -131.70(7) . . . 3_565 ? O4 Mn1 Na1 Mn1 -6.32(6) . . . 3_565 ? O1W Mn1 Na1 Mn1 -127.04(8) . . . 3_565 ? N2 Mn1 Na1 Mn1 46.38(6) . . . 3_565 ? N1 Mn1 Na1 Mn1 -38.86(7) . . . 3_565 ? O3 Mn1 Na1 Mn1 32.95(6) 2_665 . . 2_665 ? O2 Mn1 Na1 Mn1 122.51(8) . . . 2_665 ? O4 Mn1 Na1 Mn1 -112.12(8) . . . 2_665 ? O1W Mn1 Na1 Mn1 127.17(8) . . . 2_665 ? N2 Mn1 Na1 Mn1 -59.41(6) . . . 2_665 ? N1 Mn1 Na1 Mn1 -144.65(6) . . . 2_665 ? N2 C1 C2 C3 1.6(5) . . . . ? C1 C2 C3 C4 -0.3(4) . . . . ? C2 C3 C4 C5 -1.5(4) . . . . ? C3 C4 C5 N2 2.2(4) . . . . ? C3 C4 C5 C6 -174.0(2) . . . . ? N2 C5 C6 N1 39.3(3) . . . . ? C4 C5 C6 N1 -144.2(2) . . . . ? N1 C7 C8 O3 178.0(2) . . . . ? N1 C7 C8 O4 -1.6(3) . . . . ? N1 C9 C10 O1 -154.7(2) . . . . ? N1 C9 C10 O2 26.4(3) . . . . ? C10 C9 N1 C6 73.1(2) . . . . ? C10 C9 N1 C7 -160.7(2) . . . . ? C10 C9 N1 Mn1 -39.5(2) . . . . ? C5 C6 N1 C9 -154.2(2) . . . . ? C5 C6 N1 C7 79.0(2) . . . . ? C5 C6 N1 Mn1 -41.8(2) . . . . ? C8 C7 N1 C9 124.1(2) . . . . ? C8 C7 N1 C6 -110.5(2) . . . . ? C8 C7 N1 Mn1 6.7(3) . . . . ? O3 Mn1 N1 C9 81.3(3) 2_665 . . . ? O2 Mn1 N1 C9 31.75(15) . . . . ? O4 Mn1 N1 C9 -129.14(16) . . . . ? O1W Mn1 N1 C9 -57.07(16) . . . . ? N2 Mn1 N1 C9 142.24(16) . . . . ? Na1 Mn1 N1 C9 -105.37(14) . . . . ? O3 Mn1 N1 C6 -35.0(3) 2_665 . . . ? O2 Mn1 N1 C6 -84.58(14) . . . . ? O4 Mn1 N1 C6 114.53(15) . . . . ? O1W Mn1 N1 C6 -173.40(14) . . . . ? N2 Mn1 N1 C6 25.90(14) . . . . ? Na1 Mn1 N1 C6 138.30(13) . . . . ? O3 Mn1 N1 C7 -156.3(2) 2_665 . . . ? O2 Mn1 N1 C7 154.14(18) . . . . ? O4 Mn1 N1 C7 -6.75(15) . . . . ? O1W Mn1 N1 C7 65.32(17) . . . . ? N2 Mn1 N1 C7 -95.38(17) . . . . ? Na1 Mn1 N1 C7 17.02(18) . . . . ? C2 C1 N2 C5 -1.0(4) . . . . ? C2 C1 N2 Mn1 -171.1(2) . . . . ? C4 C5 N2 C1 -0.9(4) . . . . ? C6 C5 N2 C1 175.5(2) . . . . ? C4 C5 N2 Mn1 170.33(18) . . . . ? C6 C5 N2 Mn1 -13.2(3) . . . . ? O3 Mn1 N2 C1 -35.6(2) 2_665 . . . ? O2 Mn1 N2 C1 -129.1(2) . . . . ? O4 Mn1 N2 C1 87.4(2) . . . . ? O1W Mn1 N2 C1 67.2(3) . . . . ? N1 Mn1 N2 C1 162.7(2) . . . . ? Na1 Mn1 N2 C1 52.2(2) . . . . ? O3 Mn1 N2 C5 154.07(16) 2_665 . . . ? O2 Mn1 N2 C5 60.58(17) . . . . ? O4 Mn1 N2 C5 -82.92(16) . . . . ? O1W Mn1 N2 C5 -103.2(3) . . . . ? N1 Mn1 N2 C5 -7.70(16) . . . . ? Na1 Mn1 N2 C5 -118.13(15) . . . . ? O3 Mn1 O1W Na1 84.48(7) 2_665 . . . ? O2 Mn1 O1W Na1 176.95(6) . . . . ? O4 Mn1 O1W Na1 -39.45(6) . . . . ? N2 Mn1 O1W Na1 -18.8(3) . . . . ? N1 Mn1 O1W Na1 -109.24(7) . . . . ? O3 Mn1 O1W O1 -178.41(9) 2_665 . . 6_557 ? O2 Mn1 O1W O1 -85.94(9) . . . 6_557 ? O4 Mn1 O1W O1 57.66(8) . . . 6_557 ? N2 Mn1 O1W O1 78.3(2) . . . 6_557 ? N1 Mn1 O1W O1 -12.12(10) . . . 6_557 ? Na1 Mn1 O1W O1 97.11(9) . . . 6_557 ? O3 Mn1 O1W O2 -31.67(10) 2_665 . . 4_667 ? O2 Mn1 O1W O2 60.80(11) . . . 4_667 ? O4 Mn1 O1W O2 -155.60(10) . . . 4_667 ? N2 Mn1 O1W O2 -134.9(2) . . . 4_667 ? N1 Mn1 O1W O2 134.61(9) . . . 4_667 ? Na1 Mn1 O1W O2 -116.15(11) . . . 4_667 ? O1W Na1 O1W Mn1 117.52(11) 3_565 . . . ? O1W Na1 O1W Mn1 -117.39(11) 2_665 . . . ? O4 Na1 O1W Mn1 22.8(2) 3_565 . . . ? O4 Na1 O1W Mn1 37.36(6) . . . . ? O4 Na1 O1W Mn1 -47.33(7) 2_665 . . . ? Mn1 Na1 O1W Mn1 70.18(9) 3_565 . . . ? Mn1 Na1 O1W Mn1 -70.06(9) 2_665 . . . ? O1W Na1 O1W O1 9.81(13) 3_565 . . 6_557 ? O1W Na1 O1W O1 134.90(7) 2_665 . . 6_557 ? O4 Na1 O1W O1 -84.92(18) 3_565 . . 6_557 ? O4 Na1 O1W O1 -70.35(8) . . . 6_557 ? O4 Na1 O1W O1 -155.04(8) 2_665 . . 6_557 ? Mn1 Na1 O1W O1 -37.53(11) 3_565 . . 6_557 ? Mn1 Na1 O1W O1 -177.77(8) 2_665 . . 6_557 ? Mn1 Na1 O1W O1 -107.71(10) . . . 6_557 ? O1W Na1 O1W O2 -120.47(6) 3_565 . . 4_667 ? O1W Na1 O1W O2 4.63(14) 2_665 . . 4_667 ? O4 Na1 O1W O2 144.81(14) 3_565 . . 4_667 ? O4 Na1 O1W O2 159.38(10) . . . 4_667 ? O4 Na1 O1W O2 74.69(10) 2_665 . . 4_667 ? Mn1 Na1 O1W O2 -167.80(7) 3_565 . . 4_667 ? Mn1 Na1 O1W O2 51.95(13) 2_665 . . 4_667 ? Mn1 Na1 O1W O2 122.02(11) . . . 4_667 ? O1 C10 O2 Mn1 -174.2(2) . . . . ? C9 C10 O2 Mn1 4.7(3) . . . . ? O3 Mn1 O2 C10 174.75(19) 2_665 . . . ? O4 Mn1 O2 C10 10.4(2) . . . . ? O1W Mn1 O2 C10 84.07(19) . . . . ? N2 Mn1 O2 C10 -90.78(19) . . . . ? N1 Mn1 O2 C10 -21.05(18) . . . . ? Na1 Mn1 O2 C10 87.43(19) . . . . ? O4 C8 O3 Mn1 3.2(3) . . . 3_565 ? C7 C8 O3 Mn1 -176.41(17) . . . 3_565 ? O3 C8 O4 Mn1 175.31(18) . . . . ? C7 C8 O4 Mn1 -5.1(3) . . . . ? O3 C8 O4 Na1 50.3(3) . . . . ? C7 C8 O4 Na1 -130.2(2) . . . . ? O3 Mn1 O4 C8 174.17(17) 2_665 . . . ? O2 Mn1 O4 C8 -24.7(2) . . . . ? O1W Mn1 O4 C8 -103.43(18) . . . . ? N2 Mn1 O4 C8 83.09(18) . . . . ? N1 Mn1 O4 C8 6.67(17) . . . . ? Na1 Mn1 O4 C8 -142.8(2) . . . . ? O3 Mn1 O4 Na1 -43.06(10) 2_665 . . . ? O2 Mn1 O4 Na1 118.11(11) . . . . ? O1W Mn1 O4 Na1 39.34(7) . . . . ? N2 Mn1 O4 Na1 -134.14(8) . . . . ? N1 Mn1 O4 Na1 149.44(8) . . . . ? O1W Na1 O4 C8 -16.6(2) 3_565 . . . ? O1W Na1 O4 C8 -160.0(2) 2_665 . . . ? O1W Na1 O4 C8 96.8(2) . . . . ? O4 Na1 O4 C8 -89.2(2) 3_565 . . . ? O4 Na1 O4 C8 -173.91(19) 2_665 . . . ? Mn1 Na1 O4 C8 -52.11(18) 3_565 . . . ? Mn1 Na1 O4 C8 -143.05(18) 2_665 . . . ? Mn1 Na1 O4 C8 135.0(2) . . . . ? O1W Na1 O4 Mn1 -151.60(7) 3_565 . . . ? O1W Na1 O4 Mn1 65.03(18) 2_665 . . . ? O1W Na1 O4 Mn1 -38.25(7) . . . . ? O4 Na1 O4 Mn1 135.83(5) 3_565 . . . ? O4 Na1 O4 Mn1 51.08(8) 2_665 . . . ? Mn1 Na1 O4 Mn1 172.89(7) 3_565 . . . ? Mn1 Na1 O4 Mn1 81.94(5) 2_665 . . . ? 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 H1C O1 0.79(5) 1.90(5) 2.682(3) 170(5) 6_557 O1W H1B O2 0.78(4) 1.93(4) 2.703(3) 171(4) 4_667 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.529 _refine_diff_density_min -0.544 _refine_diff_density_rms 0.061 # Attachment 'compound_2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 719812' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H36 Co3 N6 Na O16, Cl O4' _chemical_formula_sum 'C30 H38 Cl Co3 N6 Na O20' _chemical_formula_weight 1037.89 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' Cl Cl 0.1484 0.1585 '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' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M P-3 _symmetry_space_group_name_Hall '-P 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' _cell_length_a 14.0737(4) _cell_length_b 14.0737(4) _cell_length_c 11.1831(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1918.27(14) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 4014 _cell_measurement_theta_min 3.3451 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.797 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1058 _exptl_absorpt_coefficient_mu 1.456 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6693 _exptl_absorpt_correction_T_max 0.7595 _exptl_absorpt_process_details 'SADABS (Bruker, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15008 _diffrn_reflns_av_R_equivalents 0.0372 _diffrn_reflns_av_sigmaI/netI 0.0262 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 27.46 _reflns_number_total 2937 _reflns_number_gt 2700 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0357P)^2^+2.0255P] 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 2937 _refine_ls_number_parameters 192 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0562 _refine_ls_R_factor_gt 0.0499 _refine_ls_wR_factor_ref 0.1024 _refine_ls_wR_factor_gt 0.0990 _refine_ls_goodness_of_fit_ref 1.178 _refine_ls_restrained_S_all 1.178 _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 0.48743(3) 0.10138(3) 0.19976(3) 0.02638(13) Uani 1 1 d . . . Cl1 Cl 0.0000 0.0000 0.3011(3) 0.0772(7) Uani 1 3 d S . . Na1 Na 0.6667 0.3333 0.05350(18) 0.0320(4) Uani 1 3 d S . . C1 C 0.5622(3) 0.1423(3) 0.4667(3) 0.0399(7) Uani 1 1 d . . . H1A H 0.6311 0.1603 0.4376 0.048 Uiso 1 1 calc R . . C2 C 0.5508(3) 0.1548(3) 0.5871(3) 0.0487(9) Uani 1 1 d . . . H2A H 0.6107 0.1798 0.6382 0.058 Uiso 1 1 calc R . . C3 C 0.4496(3) 0.1297(3) 0.6306(3) 0.0499(9) Uani 1 1 d . . . H3A H 0.4398 0.1369 0.7116 0.060 Uiso 1 1 calc R . . C4 C 0.3628(3) 0.0936(3) 0.5520(3) 0.0417(8) Uani 1 1 d . . . H4A H 0.2941 0.0781 0.5792 0.050 Uiso 1 1 calc R . . C5 C 0.3787(2) 0.0806(2) 0.4323(3) 0.0317(6) Uani 1 1 d . . . C6 C 0.2866(2) 0.0331(2) 0.3430(3) 0.0339(7) Uani 1 1 d . . . H6A H 0.2571 -0.0456 0.3380 0.041 Uiso 1 1 calc R . . H6B H 0.2284 0.0457 0.3702 0.041 Uiso 1 1 calc R . . C7 C 0.3285(2) 0.1896(2) 0.2119(3) 0.0329(7) Uani 1 1 d . . . H7A H 0.2946 0.2014 0.2815 0.039 Uiso 1 1 calc R . . H7B H 0.2872 0.1886 0.1420 0.039 Uiso 1 1 calc R . . C8 C 0.4451(2) 0.2833(2) 0.2009(2) 0.0250(6) Uani 1 1 d . . . C9 C 0.2548(2) 0.0020(2) 0.1303(3) 0.0345(7) Uani 1 1 d . . . H9A H 0.2662 0.0391 0.0541 0.041 Uiso 1 1 calc R . . H9B H 0.1778 -0.0307 0.1513 0.041 Uiso 1 1 calc R . . C10 C 0.2857(3) -0.0868(2) 0.1202(3) 0.0348(7) Uani 1 1 d . . . N1 N 0.4781(2) 0.1053(2) 0.3897(2) 0.0317(5) Uani 1 1 d . . . N2 N 0.32305(18) 0.08180(18) 0.2232(2) 0.0280(5) Uani 1 1 d . . . O1W O 0.5232(2) 0.1420(2) 0.0070(2) 0.0427(6) Uani 1 1 d . . . H1B H 0.475(5) 0.151(4) -0.026(5) 0.096(18) Uiso 1 1 d . . . H1C H 0.546(4) 0.111(4) -0.044(5) 0.096(18) Uiso 1 1 d . . . O1 O 0.45902(16) 0.37855(15) 0.19989(19) 0.0323(5) Uani 1 1 d . . . O2W O 0.6667 0.3333 -0.1664(8) 0.197(5) Uani 1 3 d S . . O2 O 0.52212(15) 0.26251(16) 0.19397(18) 0.0300(4) Uani 1 1 d . . . O3 O 0.38336(17) -0.06049(17) 0.1504(2) 0.0383(5) Uani 1 1 d . . . O4 O 0.2161(2) -0.17727(19) 0.0818(2) 0.0523(7) Uani 1 1 d . . . O5 O 0.0000 0.0000 0.1695(12) 0.203(5) Uani 1 3 d S . . O6 O 0.0148(2) -0.0868(2) 0.3389(5) 0.1096(16) 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 Co1 0.0213(2) 0.0245(2) 0.0339(2) -0.00234(15) 0.00118(15) 0.01192(16) Cl1 0.0335(5) 0.0335(5) 0.165(2) 0.000 0.000 0.0167(3) Na1 0.0309(6) 0.0309(6) 0.0343(11) 0.000 0.000 0.0154(3) C1 0.0364(17) 0.0438(18) 0.0401(18) 0.0008(14) -0.0036(14) 0.0205(15) C2 0.058(2) 0.049(2) 0.0402(19) -0.0025(16) -0.0104(17) 0.0277(19) C3 0.067(3) 0.046(2) 0.0340(18) 0.0002(15) 0.0049(17) 0.0262(19) C4 0.0465(19) 0.0382(17) 0.0401(18) 0.0081(14) 0.0156(15) 0.0211(15) C5 0.0345(15) 0.0245(14) 0.0367(16) 0.0040(12) 0.0076(12) 0.0151(12) C6 0.0240(14) 0.0305(15) 0.0425(17) 0.0006(13) 0.0058(12) 0.0101(12) C7 0.0223(13) 0.0215(14) 0.0549(19) -0.0002(12) 0.0038(13) 0.0111(11) C8 0.0222(13) 0.0258(13) 0.0248(13) -0.0016(10) 0.0012(10) 0.0103(11) C9 0.0259(14) 0.0298(15) 0.0434(17) -0.0074(13) -0.0067(12) 0.0106(12) C10 0.0324(16) 0.0276(15) 0.0390(17) -0.0047(12) 0.0017(13) 0.0108(13) N1 0.0317(13) 0.0322(13) 0.0322(13) 0.0021(10) 0.0019(10) 0.0168(11) N2 0.0216(11) 0.0213(11) 0.0385(13) -0.0031(10) -0.0001(10) 0.0088(9) O1W 0.0528(15) 0.0605(16) 0.0328(12) -0.0083(11) -0.0055(11) 0.0420(14) O1 0.0253(10) 0.0198(9) 0.0490(13) -0.0024(8) 0.0012(9) 0.0092(8) O2W 0.254(8) 0.254(8) 0.083(6) 0.000 0.000 0.127(4) O2 0.0206(9) 0.0250(10) 0.0425(12) 0.0003(8) 0.0044(8) 0.0100(8) O3 0.0327(11) 0.0322(11) 0.0520(14) -0.0131(10) -0.0042(10) 0.0179(9) O4 0.0459(14) 0.0307(12) 0.0695(17) -0.0195(11) -0.0092(12) 0.0110(11) O5 0.224(9) 0.224(9) 0.160(11) 0.000 0.000 0.112(4) O6 0.0432(17) 0.0334(15) 0.257(5) 0.004(2) -0.008(2) 0.0227(14) _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 O1 2.0492(19) 2_655 ? Co1 O2 2.068(2) . ? Co1 O3 2.074(2) . ? Co1 N1 2.130(3) . ? Co1 N2 2.204(2) . ? Co1 O1W 2.223(2) . ? Co1 Na1 3.3853(10) . ? Cl1 O6 1.403(3) 2 ? Cl1 O6 1.403(3) . ? Cl1 O6 1.403(3) 3 ? Cl1 O5 1.471(13) . ? Na1 O2 2.361(2) 2_655 ? Na1 O2 2.361(2) 3_665 ? Na1 O2 2.361(2) . ? Na1 O2W 2.459(9) . ? Na1 O1W 2.482(3) 2_655 ? Na1 O1W 2.482(3) . ? Na1 O1W 2.482(3) 3_665 ? Na1 Co1 3.3853(10) 2_655 ? Na1 Co1 3.3853(10) 3_665 ? C1 N1 1.340(4) . ? C1 C2 1.378(5) . ? C1 H1A 0.9300 . ? C2 C3 1.373(5) . ? C2 H2A 0.9300 . ? C3 C4 1.379(5) . ? C3 H3A 0.9300 . ? C4 C5 1.384(4) . ? C4 H4A 0.9300 . ? C5 N1 1.349(4) . ? C5 C6 1.502(4) . ? C6 N2 1.476(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N2 1.486(3) . ? C7 C8 1.511(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 O1 1.254(3) . ? C8 O2 1.258(3) . ? C9 N2 1.478(4) . ? C9 C10 1.519(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O4 1.232(4) . ? C10 O3 1.277(4) . ? O1W H1B 0.83(6) . ? O1W H1C 0.88(5) . ? O1 Co1 2.0492(19) 3_665 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O2 115.33(8) 2_655 . ? O1 Co1 O3 92.16(8) 2_655 . ? O2 Co1 O3 147.76(8) . . ? O1 Co1 N1 94.37(9) 2_655 . ? O2 Co1 N1 89.22(9) . . ? O3 Co1 N1 105.96(9) . . ? O1 Co1 N2 164.98(8) 2_655 . ? O2 Co1 N2 78.37(8) . . ? O3 Co1 N2 76.92(8) . . ? N1 Co1 N2 79.07(9) . . ? O1 Co1 O1W 86.07(9) 2_655 . ? O2 Co1 O1W 77.80(9) . . ? O3 Co1 O1W 88.24(9) . . ? N1 Co1 O1W 165.75(10) . . ? N2 Co1 O1W 103.63(9) . . ? O1 Co1 Na1 80.98(6) 2_655 . ? O2 Co1 Na1 43.45(5) . . ? O3 Co1 Na1 135.00(7) . . ? N1 Co1 Na1 118.84(7) . . ? N2 Co1 Na1 114.03(6) . . ? O1W Co1 Na1 47.12(7) . . ? O6 Cl1 O6 111.3(2) 2 . ? O6 Cl1 O6 111.3(2) 2 3 ? O6 Cl1 O6 111.3(2) . 3 ? O6 Cl1 O5 107.6(2) 2 . ? O6 Cl1 O5 107.6(2) . . ? O6 Cl1 O5 107.6(2) 3 . ? O2 Na1 O2 80.54(9) 2_655 3_665 ? O2 Na1 O2 80.54(9) 2_655 . ? O2 Na1 O2 80.54(9) 3_665 . ? O2 Na1 O2W 131.72(6) 2_655 . ? O2 Na1 O2W 131.72(6) 3_665 . ? O2 Na1 O2W 131.72(6) . . ? O2 Na1 O1W 67.64(8) 2_655 2_655 ? O2 Na1 O1W 87.47(8) 3_665 2_655 ? O2 Na1 O1W 147.46(10) . 2_655 ? O2W Na1 O1W 77.90(7) . 2_655 ? O2 Na1 O1W 87.47(8) 2_655 . ? O2 Na1 O1W 147.46(10) 3_665 . ? O2 Na1 O1W 67.64(8) . . ? O2W Na1 O1W 77.90(7) . . ? O1W Na1 O1W 115.73(5) 2_655 . ? O2 Na1 O1W 147.46(10) 2_655 3_665 ? O2 Na1 O1W 67.64(8) 3_665 3_665 ? O2 Na1 O1W 87.47(8) . 3_665 ? O2W Na1 O1W 77.90(7) . 3_665 ? O1W Na1 O1W 115.73(5) 2_655 3_665 ? O1W Na1 O1W 115.73(5) . 3_665 ? O2 Na1 Co1 37.06(5) 2_655 2_655 ? O2 Na1 Co1 61.93(5) 3_665 2_655 ? O2 Na1 Co1 107.70(8) . 2_655 ? O2W Na1 Co1 118.89(3) . 2_655 ? O1W Na1 Co1 41.01(6) 2_655 2_655 ? O1W Na1 Co1 120.75(6) . 2_655 ? O1W Na1 Co1 123.16(6) 3_665 2_655 ? O2 Na1 Co1 61.93(5) 2_655 . ? O2 Na1 Co1 107.70(8) 3_665 . ? O2 Na1 Co1 37.06(5) . . ? O2W Na1 Co1 118.89(3) . . ? O1W Na1 Co1 123.16(6) 2_655 . ? O1W Na1 Co1 41.01(6) . . ? O1W Na1 Co1 120.75(6) 3_665 . ? Co1 Na1 Co1 98.62(4) 2_655 . ? O2 Na1 Co1 107.70(8) 2_655 3_665 ? O2 Na1 Co1 37.06(5) 3_665 3_665 ? O2 Na1 Co1 61.93(5) . 3_665 ? O2W Na1 Co1 118.89(3) . 3_665 ? O1W Na1 Co1 120.75(6) 2_655 3_665 ? O1W Na1 Co1 123.16(6) . 3_665 ? O1W Na1 Co1 41.01(6) 3_665 3_665 ? Co1 Na1 Co1 98.62(4) 2_655 3_665 ? Co1 Na1 Co1 98.62(4) . 3_665 ? N1 C1 C2 122.8(3) . . ? N1 C1 H1A 118.6 . . ? C2 C1 H1A 118.6 . . ? C3 C2 C1 119.0(3) . . ? C3 C2 H2A 120.5 . . ? C1 C2 H2A 120.5 . . ? C2 C3 C4 118.9(3) . . ? C2 C3 H3A 120.6 . . ? C4 C3 H3A 120.6 . . ? C3 C4 C5 119.5(3) . . ? C3 C4 H4A 120.2 . . ? C5 C4 H4A 120.2 . . ? N1 C5 C4 121.5(3) . . ? N1 C5 C6 115.6(3) . . ? C4 C5 C6 122.8(3) . . ? N2 C6 C5 112.0(2) . . ? N2 C6 H6A 109.2 . . ? C5 C6 H6A 109.2 . . ? N2 C6 H6B 109.2 . . ? C5 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? N2 C7 C8 112.1(2) . . ? N2 C7 H7A 109.2 . . ? C8 C7 H7A 109.2 . . ? N2 C7 H7B 109.2 . . ? C8 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? O1 C8 O2 123.8(2) . . ? O1 C8 C7 117.0(2) . . ? O2 C8 C7 119.2(2) . . ? N2 C9 C10 109.4(2) . . ? N2 C9 H9A 109.8 . . ? C10 C9 H9A 109.8 . . ? N2 C9 H9B 109.8 . . ? C10 C9 H9B 109.8 . . ? H9A C9 H9B 108.2 . . ? O4 C10 O3 125.1(3) . . ? O4 C10 C9 118.0(3) . . ? O3 C10 C9 116.8(3) . . ? C1 N1 C5 118.3(3) . . ? C1 N1 Co1 126.6(2) . . ? C5 N1 Co1 114.5(2) . . ? C6 N2 C9 110.0(2) . . ? C6 N2 C7 112.3(2) . . ? C9 N2 C7 113.5(2) . . ? C6 N2 Co1 105.36(17) . . ? C9 N2 Co1 104.75(17) . . ? C7 N2 Co1 110.32(16) . . ? Co1 O1W Na1 91.87(9) . . ? Co1 O1W H1B 112(4) . . ? Na1 O1W H1B 102(4) . . ? Co1 O1W H1C 126(3) . . ? Na1 O1W H1C 112(4) . . ? H1B O1W H1C 109(5) . . ? C8 O1 Co1 120.62(18) . 3_665 ? C8 O2 Co1 119.64(17) . . ? C8 O2 Na1 127.10(18) . . ? Co1 O2 Na1 99.49(8) . . ? C10 O3 Co1 117.07(19) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Co1 Na1 O2 -29.48(8) 2_655 . . 2_655 ? O2 Co1 Na1 O2 113.41(15) . . . 2_655 ? O3 Co1 Na1 O2 -113.46(11) . . . 2_655 ? N1 Co1 Na1 O2 60.56(10) . . . 2_655 ? N2 Co1 Na1 O2 151.05(9) . . . 2_655 ? O1W Co1 Na1 O2 -122.49(11) . . . 2_655 ? O1 Co1 Na1 O2 -98.03(8) 2_655 . . 3_665 ? O2 Co1 Na1 O2 44.86(9) . . . 3_665 ? O3 Co1 Na1 O2 177.99(10) . . . 3_665 ? N1 Co1 Na1 O2 -7.99(9) . . . 3_665 ? N2 Co1 Na1 O2 82.51(9) . . . 3_665 ? O1W Co1 Na1 O2 168.96(10) . . . 3_665 ? O1 Co1 Na1 O2 -142.89(11) 2_655 . . . ? O3 Co1 Na1 O2 133.13(12) . . . . ? N1 Co1 Na1 O2 -52.85(11) . . . . ? N2 Co1 Na1 O2 37.65(11) . . . . ? O1W Co1 Na1 O2 124.10(13) . . . . ? O1 Co1 Na1 O2W 95.07(6) 2_655 . . . ? O2 Co1 Na1 O2W -122.04(9) . . . . ? O3 Co1 Na1 O2W 11.09(9) . . . . ? N1 Co1 Na1 O2W -174.89(7) . . . . ? N2 Co1 Na1 O2W -84.40(7) . . . . ? O1W Co1 Na1 O2W 2.06(9) . . . . ? O1 Co1 Na1 O1W 0.79(11) 2_655 . . 2_655 ? O2 Co1 Na1 O1W 143.67(14) . . . 2_655 ? O3 Co1 Na1 O1W -83.20(13) . . . 2_655 ? N1 Co1 Na1 O1W 90.82(12) . . . 2_655 ? N2 Co1 Na1 O1W -178.68(11) . . . 2_655 ? O1W Co1 Na1 O1W -92.23(10) . . . 2_655 ? O1 Co1 Na1 O1W 93.01(11) 2_655 . . . ? O2 Co1 Na1 O1W -124.10(13) . . . . ? O3 Co1 Na1 O1W 9.03(12) . . . . ? N1 Co1 Na1 O1W -176.95(12) . . . . ? N2 Co1 Na1 O1W -86.45(11) . . . . ? O1 Co1 Na1 O1W -172.07(11) 2_655 . . 3_665 ? O2 Co1 Na1 O1W -29.19(11) . . . 3_665 ? O3 Co1 Na1 O1W 103.94(12) . . . 3_665 ? N1 Co1 Na1 O1W -82.04(12) . . . 3_665 ? N2 Co1 Na1 O1W 8.46(12) . . . 3_665 ? O1W Co1 Na1 O1W 94.91(11) . . . 3_665 ? O1 Co1 Na1 Co1 -34.85(7) 2_655 . . 2_655 ? O2 Co1 Na1 Co1 108.03(10) . . . 2_655 ? O3 Co1 Na1 Co1 -118.84(9) . . . 2_655 ? N1 Co1 Na1 Co1 55.18(8) . . . 2_655 ? N2 Co1 Na1 Co1 145.68(7) . . . 2_655 ? O1W Co1 Na1 Co1 -127.87(9) . . . 2_655 ? O1 Co1 Na1 Co1 -135.00(7) 2_655 . . 3_665 ? O2 Co1 Na1 Co1 7.88(8) . . . 3_665 ? O3 Co1 Na1 Co1 141.01(9) . . . 3_665 ? N1 Co1 Na1 Co1 -44.97(8) . . . 3_665 ? N2 Co1 Na1 Co1 45.53(8) . . . 3_665 ? O1W Co1 Na1 Co1 131.98(9) . . . 3_665 ? N1 C1 C2 C3 -0.8(5) . . . . ? C1 C2 C3 C4 -0.5(5) . . . . ? C2 C3 C4 C5 1.7(5) . . . . ? C3 C4 C5 N1 -1.8(5) . . . . ? C3 C4 C5 C6 174.9(3) . . . . ? N1 C5 C6 N2 -35.9(3) . . . . ? C4 C5 C6 N2 147.3(3) . . . . ? N2 C7 C8 O1 -174.8(2) . . . . ? N2 C7 C8 O2 4.8(4) . . . . ? N2 C9 C10 O4 154.8(3) . . . . ? N2 C9 C10 O3 -26.5(4) . . . . ? C2 C1 N1 C5 0.8(5) . . . . ? C2 C1 N1 Co1 171.6(3) . . . . ? C4 C5 N1 C1 0.5(4) . . . . ? C6 C5 N1 C1 -176.4(3) . . . . ? C4 C5 N1 Co1 -171.3(2) . . . . ? C6 C5 N1 Co1 11.7(3) . . . . ? O1 Co1 N1 C1 30.8(3) 2_655 . . . ? O2 Co1 N1 C1 -84.6(3) . . . . ? O3 Co1 N1 C1 124.3(3) . . . . ? N2 Co1 N1 C1 -162.9(3) . . . . ? O1W Co1 N1 C1 -60.4(5) . . . . ? Na1 Co1 N1 C1 -51.3(3) . . . . ? O1 Co1 N1 C5 -158.1(2) 2_655 . . . ? O2 Co1 N1 C5 86.5(2) . . . . ? O3 Co1 N1 C5 -64.6(2) . . . . ? N2 Co1 N1 C5 8.23(19) . . . . ? O1W Co1 N1 C5 110.7(4) . . . . ? Na1 Co1 N1 C5 119.78(18) . . . . ? C5 C6 N2 C9 151.5(2) . . . . ? C5 C6 N2 C7 -81.0(3) . . . . ? C5 C6 N2 Co1 39.1(3) . . . . ? C10 C9 N2 C6 -73.4(3) . . . . ? C10 C9 N2 C7 159.7(2) . . . . ? C10 C9 N2 Co1 39.3(3) . . . . ? C8 C7 N2 C6 111.2(3) . . . . ? C8 C7 N2 C9 -123.2(3) . . . . ? C8 C7 N2 Co1 -6.0(3) . . . . ? O1 Co1 N2 C6 39.7(4) 2_655 . . . ? O2 Co1 N2 C6 -116.94(18) . . . . ? O3 Co1 N2 C6 83.93(17) . . . . ? N1 Co1 N2 C6 -25.48(17) . . . . ? O1W Co1 N2 C6 168.84(17) . . . . ? Na1 Co1 N2 C6 -142.34(15) . . . . ? O1 Co1 N2 C9 -76.4(4) 2_655 . . . ? O2 Co1 N2 C9 127.00(19) . . . . ? O3 Co1 N2 C9 -32.12(18) . . . . ? N1 Co1 N2 C9 -141.54(19) . . . . ? O1W Co1 N2 C9 52.78(19) . . . . ? Na1 Co1 N2 C9 101.60(17) . . . . ? O1 Co1 N2 C7 161.2(3) 2_655 . . . ? O2 Co1 N2 C7 4.52(19) . . . . ? O3 Co1 N2 C7 -154.6(2) . . . . ? N1 Co1 N2 C7 96.0(2) . . . . ? O1W Co1 N2 C7 -69.7(2) . . . . ? Na1 Co1 N2 C7 -20.9(2) . . . . ? O1 Co1 O1W Na1 -81.34(8) 2_655 . . . ? O2 Co1 O1W Na1 35.64(7) . . . . ? O3 Co1 O1W Na1 -173.63(9) . . . . ? N1 Co1 O1W Na1 10.9(4) . . . . ? N2 Co1 O1W Na1 110.28(8) . . . . ? O2 Na1 O1W Co1 48.16(9) 2_655 . . . ? O2 Na1 O1W Co1 -19.82(19) 3_665 . . . ? O2 Na1 O1W Co1 -32.66(7) . . . . ? O2W Na1 O1W Co1 -178.16(8) . . . . ? O1W Na1 O1W Co1 111.79(13) 2_655 . . . ? O1W Na1 O1W Co1 -108.11(13) 3_665 . . . ? Co1 Na1 O1W Co1 65.26(11) 2_655 . . . ? Co1 Na1 O1W Co1 -61.40(11) 3_665 . . . ? O2 C8 O1 Co1 -4.8(4) . . . 3_665 ? C7 C8 O1 Co1 174.75(19) . . . 3_665 ? O1 C8 O2 Co1 178.9(2) . . . . ? C7 C8 O2 Co1 -0.7(3) . . . . ? O1 C8 O2 Na1 -49.2(4) . . . . ? C7 C8 O2 Na1 131.3(2) . . . . ? O1 Co1 O2 C8 -175.74(19) 2_655 . . . ? O3 Co1 O2 C8 38.3(3) . . . . ? N1 Co1 O2 C8 -81.3(2) . . . . ? N2 Co1 O2 C8 -2.3(2) . . . . ? O1W Co1 O2 C8 104.6(2) . . . . ? Na1 Co1 O2 C8 143.0(2) . . . . ? O1 Co1 O2 Na1 41.25(11) 2_655 . . . ? O3 Co1 O2 Na1 -104.69(15) . . . . ? N1 Co1 O2 Na1 135.71(10) . . . . ? N2 Co1 O2 Na1 -145.28(10) . . . . ? O1W Co1 O2 Na1 -38.38(9) . . . . ? O2 Na1 O2 C8 165.8(2) 2_655 . . . ? O2 Na1 O2 C8 83.9(2) 3_665 . . . ? O2W Na1 O2 C8 -55.2(2) . . . . ? O1W Na1 O2 C8 153.8(2) 2_655 . . . ? O1W Na1 O2 C8 -103.1(2) . . . . ? O1W Na1 O2 C8 16.2(2) 3_665 . . . ? Co1 Na1 O2 C8 140.3(2) 2_655 . . . ? Co1 Na1 O2 C8 -139.0(3) . . . . ? Co1 Na1 O2 C8 49.8(2) 3_665 . . . ? O2 Na1 O2 Co1 -55.17(11) 2_655 . . . ? O2 Na1 O2 Co1 -137.06(6) 3_665 . . . ? O2W Na1 O2 Co1 83.88(8) . . . . ? O1W Na1 O2 Co1 -67.19(17) 2_655 . . . ? O1W Na1 O2 Co1 35.98(8) . . . . ? O1W Na1 O2 Co1 155.20(9) 3_665 . . . ? Co1 Na1 O2 Co1 -80.70(7) 2_655 . . . ? Co1 Na1 O2 Co1 -171.16(9) 3_665 . . . ? O4 C10 O3 Co1 175.3(3) . . . . ? C9 C10 O3 Co1 -3.3(4) . . . . ? O1 Co1 O3 C10 -169.8(2) 2_655 . . . ? O2 Co1 O3 C10 -20.3(3) . . . . ? N1 Co1 O3 C10 95.0(2) . . . . ? N2 Co1 O3 C10 20.6(2) . . . . ? O1W Co1 O3 C10 -83.8(2) . . . . ? Na1 Co1 O3 C10 -90.4(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 H1B O4 0.83(6) 1.90(6) 2.705(3) 162(5) 6 O1W H1C O3 0.88(5) 1.89(6) 2.766(3) 172(5) 4_655 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.598 _refine_diff_density_min -0.608 _refine_diff_density_rms 0.067 # Attachment 'compound_3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 719813' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C30 H36 Co3 N6 O15), Co H12 O6, 2(Cl H4 O6)' _chemical_formula_sum 'C60 H92 Cl2 Co7 N12 O48' _chemical_formula_weight 2232.87 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' Cl Cl 0.1484 0.1585 '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 trigonal _symmetry_space_group_name_H-M R-3 _symmetry_space_group_name_Hall '-R 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 14.286(2) _cell_length_b 14.286(2) _cell_length_c 34.534(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 6103.5(17) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5867 _cell_measurement_theta_min 3.3451 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour violet _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.822 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3429 _exptl_absorpt_coefficient_mu 1.571 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5071 _exptl_absorpt_correction_T_max 0.6500 _exptl_absorpt_process_details 'SADABS (Bruker, 1998)' _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 CCD _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11117 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0157 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.36 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2343 _reflns_number_gt 2260 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0891P)^2^+34.6648P] 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 2343 _refine_ls_number_parameters 195 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0502 _refine_ls_wR_factor_ref 0.1395 _refine_ls_wR_factor_gt 0.1382 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 0.6667 0.3333 0.3333 0.0217(3) Uani 1 6 d S . . O2W O 0.6454(2) 0.2068(2) 0.36883(8) 0.0365(6) Uani 1 1 d . . . H21 H 0.5853 0.1479 0.3684 0.055 Uiso 1 1 d R . . H22 H 0.6969 0.1934 0.3666 0.055 Uiso 1 1 d R . . Co2 Co 0.51648(3) 0.62425(3) 0.401266(13) 0.0255(2) Uani 1 1 d . . . N1 N 0.5247(3) 0.6372(3) 0.46323(9) 0.0337(7) Uani 1 1 d . . . C1 C 0.4418(4) 0.5859(4) 0.48787(13) 0.0474(10) Uani 1 1 d . . . H1 H 0.3748 0.5341 0.4783 0.057 Uiso 1 1 calc R . . C2 C 0.4533(5) 0.6078(4) 0.52721(13) 0.0574(13) Uani 1 1 d . . . H2 H 0.3949 0.5708 0.5439 0.069 Uiso 1 1 calc R . . C3 C 0.5518(5) 0.6846(5) 0.54129(12) 0.0571(13) Uani 1 1 d . . . H3 H 0.5613 0.7000 0.5676 0.068 Uiso 1 1 calc R . . C4 C 0.6368(4) 0.7388(4) 0.51590(11) 0.0454(10) Uani 1 1 d . . . H4 H 0.7040 0.7924 0.5247 0.054 Uiso 1 1 calc R . . C5 C 0.6202(3) 0.7121(3) 0.47702(10) 0.0301(7) Uani 1 1 d . . . C6 C 0.7117(3) 0.7619(3) 0.44836(10) 0.0307(8) Uani 1 1 d . . . H6A H 0.7652 0.8333 0.4573 0.037 Uiso 1 1 calc R . . H6B H 0.7461 0.7181 0.4469 0.037 Uiso 1 1 calc R . . N2 N 0.6743(2) 0.7706(2) 0.40941(8) 0.0234(6) Uani 1 1 d . . . C7 C 0.6624(3) 0.8672(3) 0.40552(11) 0.0300(8) Uani 1 1 d . . . H7A H 0.7035 0.9088 0.3832 0.036 Uiso 1 1 calc R . . H7B H 0.6925 0.9123 0.4283 0.036 Uiso 1 1 calc R . . C8 C 0.5461(3) 0.8391(3) 0.40084(10) 0.0261(7) Uani 1 1 d . . . O1 O 0.4747(2) 0.7431(2) 0.39737(10) 0.0420(7) Uani 1 1 d . . . O2 O 0.5289(2) 0.9172(2) 0.40061(8) 0.0361(6) Uani 1 1 d . . . C9 C 0.7430(3) 0.7616(3) 0.37977(10) 0.0271(7) Uani 1 1 d . . . H9A H 0.8184 0.8101 0.3860 0.032 Uiso 1 1 calc R . . H9B H 0.7282 0.7823 0.3548 0.032 Uiso 1 1 calc R . . C10 C 0.7209(3) 0.6461(3) 0.37799(10) 0.0283(7) Uani 1 1 d . . . O3 O 0.6282(2) 0.57259(19) 0.38834(8) 0.0330(6) Uani 1 1 d . . . O4 O 0.7962(2) 0.6316(2) 0.36701(9) 0.0419(7) Uani 1 1 d . . . O1W O 0.5113(2) 0.6343(2) 0.33797(8) 0.0409(7) Uani 1 1 d . . . H11 H 0.4551 0.6399 0.3347 0.061 Uiso 1 1 d R . . H12 H 0.5050 0.5815 0.3245 0.061 Uiso 1 1 d R . . Cl1 Cl 0.3333 0.6667 0.25267(9) 0.0727(7) Uani 1 3 d S . 1 O5 O 0.3333 0.6667 0.2941(3) 0.088(2) Uani 1 3 d S A 1 O6 O 0.3475(3) 0.7647(3) 0.23788(19) 0.0937(17) Uani 1 1 d . B 1 O3W O 0.3333 0.6667 0.21758(14) 0.0299(9) Uani 1 3 d S C 2 O4W O 0.3333 0.6667 0.3272(4) 0.134(4) Uani 1 3 d S D 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 0.0219(4) 0.0219(4) 0.0214(5) 0.000 0.000 0.01094(18) O2W 0.0310(14) 0.0336(14) 0.0444(15) 0.0121(11) 0.0010(11) 0.0159(12) Co2 0.0183(3) 0.0206(3) 0.0330(3) -0.00347(17) 0.00179(16) 0.0062(2) N1 0.0323(17) 0.0331(17) 0.0307(16) 0.0013(12) 0.0065(12) 0.0125(14) C1 0.039(2) 0.047(2) 0.043(2) 0.0068(18) 0.0123(18) 0.011(2) C2 0.064(3) 0.066(3) 0.039(2) 0.015(2) 0.024(2) 0.029(3) C3 0.072(3) 0.074(3) 0.028(2) 0.005(2) 0.007(2) 0.038(3) C4 0.054(3) 0.055(3) 0.0289(19) -0.0044(17) -0.0035(17) 0.029(2) C5 0.0320(19) 0.0340(19) 0.0289(17) 0.0009(14) -0.0003(14) 0.0199(16) C6 0.0245(17) 0.0361(19) 0.0306(18) -0.0031(14) -0.0047(14) 0.0144(15) N2 0.0204(13) 0.0234(14) 0.0272(14) -0.0027(11) 0.0002(10) 0.0116(11) C7 0.0238(17) 0.0215(17) 0.046(2) -0.0030(14) -0.0010(14) 0.0123(14) C8 0.0236(17) 0.0284(18) 0.0277(17) -0.0017(13) 0.0022(13) 0.0141(15) O1 0.0202(12) 0.0289(15) 0.076(2) -0.0082(13) -0.0093(12) 0.0113(12) O2 0.0244(13) 0.0319(14) 0.0575(17) -0.0014(12) 0.0001(11) 0.0183(11) C9 0.0216(16) 0.0238(17) 0.0331(17) -0.0019(13) 0.0069(13) 0.0094(14) C10 0.0269(18) 0.0257(17) 0.0308(17) -0.0046(13) 0.0021(13) 0.0121(15) O3 0.0250(12) 0.0231(12) 0.0486(15) -0.0031(10) 0.0064(11) 0.0102(11) O4 0.0326(14) 0.0326(14) 0.0628(18) -0.0026(12) 0.0163(13) 0.0180(12) O1W 0.0446(16) 0.0376(15) 0.0379(15) -0.0052(11) -0.0057(12) 0.0187(13) Cl1 0.0632(9) 0.0632(9) 0.092(2) 0.000 0.000 0.0316(5) O5 0.098(4) 0.098(4) 0.068(5) 0.000 0.000 0.049(2) O6 0.057(2) 0.045(2) 0.186(5) -0.020(3) -0.022(3) 0.0311(19) O3W 0.0210(13) 0.0210(13) 0.048(3) 0.000 0.000 0.0105(6) O4W 0.149(7) 0.149(7) 0.103(8) 0.000 0.000 0.075(4) _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 O2W 2.077(3) 2_655 ? Co1 O2W 2.077(3) . ? Co1 O2W 2.077(2) 3_665 ? Co1 O2W 2.077(3) 16_655 ? Co1 O2W 2.077(3) 17 ? Co1 O2W 2.077(3) 18_545 ? O2W H21 0.8506 . ? O2W H22 0.8512 . ? Co2 O2 2.033(3) 3_565 ? Co2 O1 2.066(3) . ? Co2 O3 2.114(3) . ? Co2 N1 2.146(3) . ? Co2 O1W 2.194(3) . ? Co2 N2 2.195(3) . ? N1 C5 1.332(5) . ? N1 C1 1.340(5) . ? C1 C2 1.385(7) . ? C1 H1 0.9300 . ? C2 C3 1.370(8) . ? C2 H2 0.9300 . ? C3 C4 1.379(7) . ? C3 H3 0.9300 . ? C4 C5 1.384(5) . ? C4 H4 0.9300 . ? C5 C6 1.505(5) . ? C6 N2 1.476(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? N2 C9 1.467(4) . ? N2 C7 1.478(4) . ? C7 C8 1.510(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 O1 1.240(4) . ? C8 O2 1.256(4) . ? O2 Co2 2.033(2) 2_665 ? C9 C10 1.518(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O4 1.252(4) . ? C10 O3 1.263(4) . ? O1W H11 0.8539 . ? O1W H12 0.8520 . ? Cl1 O6 1.408(5) . ? Cl1 O6 1.408(5) 2_665 ? Cl1 O6 1.408(5) 3_565 ? Cl1 O5 1.430(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 O2W Co1 O2W 88.71(12) 2_655 . ? O2W Co1 O2W 88.71(12) 2_655 3_665 ? O2W Co1 O2W 88.71(12) . 3_665 ? O2W Co1 O2W 91.29(12) 2_655 16_655 ? O2W Co1 O2W 179.997(1) . 16_655 ? O2W Co1 O2W 91.29(12) 3_665 16_655 ? O2W Co1 O2W 180.0 2_655 17 ? O2W Co1 O2W 91.29(12) . 17 ? O2W Co1 O2W 91.29(12) 3_665 17 ? O2W Co1 O2W 88.71(12) 16_655 17 ? O2W Co1 O2W 91.29(12) 2_655 18_545 ? O2W Co1 O2W 91.29(12) . 18_545 ? O2W Co1 O2W 179.999(1) 3_665 18_545 ? O2W Co1 O2W 88.71(12) 16_655 18_545 ? O2W Co1 O2W 88.71(12) 17 18_545 ? Co1 O2W H21 119.2 . . ? Co1 O2W H22 112.0 . . ? H21 O2W H22 109.5 . . ? O2 Co2 O1 114.12(10) 3_565 . ? O2 Co2 O3 93.04(10) 3_565 . ? O1 Co2 O3 148.39(11) . . ? O2 Co2 N1 94.87(12) 3_565 . ? O1 Co2 N1 91.14(13) . . ? O3 Co2 N1 102.85(11) . . ? O2 Co2 O1W 91.01(11) 3_565 . ? O1 Co2 O1W 81.28(12) . . ? O3 Co2 O1W 82.44(11) . . ? N1 Co2 O1W 171.84(12) . . ? O2 Co2 N2 165.87(11) 3_565 . ? O1 Co2 N2 78.86(10) . . ? O3 Co2 N2 76.38(10) . . ? N1 Co2 N2 78.71(11) . . ? O1W Co2 N2 96.75(10) . . ? C5 N1 C1 118.8(3) . . ? C5 N1 Co2 114.6(2) . . ? C1 N1 Co2 126.2(3) . . ? N1 C1 C2 121.8(4) . . ? N1 C1 H1 119.1 . . ? C2 C1 H1 119.1 . . ? C3 C2 C1 119.2(4) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C2 C3 C4 119.2(4) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C3 C4 C5 118.7(4) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? N1 C5 C4 122.3(4) . . ? N1 C5 C6 116.3(3) . . ? C4 C5 C6 121.3(4) . . ? N2 C6 C5 111.9(3) . . ? N2 C6 H6A 109.2 . . ? C5 C6 H6A 109.2 . . ? N2 C6 H6B 109.2 . . ? C5 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? C9 N2 C6 110.0(3) . . ? C9 N2 C7 114.3(3) . . ? C6 N2 C7 112.2(3) . . ? C9 N2 Co2 103.92(19) . . ? C6 N2 Co2 106.2(2) . . ? C7 N2 Co2 109.6(2) . . ? N2 C7 C8 112.7(3) . . ? N2 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N2 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? O1 C8 O2 124.3(3) . . ? O1 C8 C7 119.4(3) . . ? O2 C8 C7 116.3(3) . . ? C8 O1 Co2 119.1(2) . . ? C8 O2 Co2 121.0(2) . 2_665 ? N2 C9 C10 109.8(3) . . ? N2 C9 H9A 109.7 . . ? C10 C9 H9A 109.7 . . ? N2 C9 H9B 109.7 . . ? C10 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? O4 C10 O3 125.4(3) . . ? O4 C10 C9 117.6(3) . . ? O3 C10 C9 117.0(3) . . ? C10 O3 Co2 115.5(2) . . ? Co2 O1W H11 101.7 . . ? Co2 O1W H12 118.6 . . ? H11 O1W H12 108.8 . . ? O6 Cl1 O6 107.6(3) . 2_665 ? O6 Cl1 O6 107.6(3) . 3_565 ? O6 Cl1 O6 107.6(3) 2_665 3_565 ? O6 Cl1 O5 111.3(3) . . ? O6 Cl1 O5 111.3(3) 2_665 . ? O6 Cl1 O5 111.3(3) 3_565 . ? 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 O2 Co2 N1 C5 158.4(3) 3_565 . . . ? O1 Co2 N1 C5 -87.2(3) . . . . ? O3 Co2 N1 C5 64.2(3) . . . . ? O1W Co2 N1 C5 -65.6(9) . . . . ? N2 Co2 N1 C5 -8.8(2) . . . . ? O2 Co2 N1 C1 -28.6(4) 3_565 . . . ? O1 Co2 N1 C1 85.8(4) . . . . ? O3 Co2 N1 C1 -122.8(4) . . . . ? O1W Co2 N1 C1 107.4(8) . . . . ? N2 Co2 N1 C1 164.2(4) . . . . ? C5 N1 C1 C2 -0.7(7) . . . . ? Co2 N1 C1 C2 -173.5(4) . . . . ? N1 C1 C2 C3 0.5(8) . . . . ? C1 C2 C3 C4 0.5(8) . . . . ? C2 C3 C4 C5 -1.4(7) . . . . ? C1 N1 C5 C4 -0.2(6) . . . . ? Co2 N1 C5 C4 173.4(3) . . . . ? C1 N1 C5 C6 176.3(4) . . . . ? Co2 N1 C5 C6 -10.1(4) . . . . ? C3 C4 C5 N1 1.2(6) . . . . ? C3 C4 C5 C6 -175.1(4) . . . . ? N1 C5 C6 N2 33.5(5) . . . . ? C4 C5 C6 N2 -150.0(3) . . . . ? C5 C6 N2 C9 -149.4(3) . . . . ? C5 C6 N2 C7 82.1(4) . . . . ? C5 C6 N2 Co2 -37.6(3) . . . . ? O2 Co2 N2 C9 77.0(5) 3_565 . . . ? O1 Co2 N2 C9 -125.5(2) . . . . ? O3 Co2 N2 C9 34.7(2) . . . . ? N1 Co2 N2 C9 141.0(2) . . . . ? O1W Co2 N2 C9 -45.8(2) . . . . ? O2 Co2 N2 C6 -39.0(5) 3_565 . . . ? O1 Co2 N2 C6 118.4(2) . . . . ? O3 Co2 N2 C6 -81.4(2) . . . . ? N1 Co2 N2 C6 25.0(2) . . . . ? O1W Co2 N2 C6 -161.9(2) . . . . ? O2 Co2 N2 C7 -160.4(4) 3_565 . . . ? O1 Co2 N2 C7 -2.9(2) . . . . ? O3 Co2 N2 C7 157.3(2) . . . . ? N1 Co2 N2 C7 -96.4(2) . . . . ? O1W Co2 N2 C7 76.8(2) . . . . ? C9 N2 C7 C8 121.4(3) . . . . ? C6 N2 C7 C8 -112.5(3) . . . . ? Co2 N2 C7 C8 5.2(3) . . . . ? N2 C7 C8 O1 -6.0(5) . . . . ? N2 C7 C8 O2 174.3(3) . . . . ? O2 C8 O1 Co2 -176.8(3) . . . . ? C7 C8 O1 Co2 3.5(5) . . . . ? O2 Co2 O1 C8 173.9(3) 3_565 . . . ? O3 Co2 O1 C8 -39.1(4) . . . . ? N1 Co2 O1 C8 78.1(3) . . . . ? O1W Co2 O1 C8 -98.9(3) . . . . ? N2 Co2 O1 C8 -0.2(3) . . . . ? O1 C8 O2 Co2 7.9(5) . . . 2_665 ? C7 C8 O2 Co2 -172.4(2) . . . 2_665 ? C6 N2 C9 C10 71.3(4) . . . . ? C7 N2 C9 C10 -161.5(3) . . . . ? Co2 N2 C9 C10 -42.1(3) . . . . ? N2 C9 C10 O4 -152.1(3) . . . . ? N2 C9 C10 O3 26.9(4) . . . . ? O4 C10 O3 Co2 -175.7(3) . . . . ? C9 C10 O3 Co2 5.5(4) . . . . ? O2 Co2 O3 C10 166.1(3) 3_565 . . . ? O1 Co2 O3 C10 16.0(4) . . . . ? N1 Co2 O3 C10 -98.2(3) . . . . ? O1W Co2 O3 C10 75.5(3) . . . . ? N2 Co2 O3 C10 -23.4(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 H11 O4W 0.85 1.98 2.827(4) 175.0 . O1W H11 O5 0.85 2.41 3.186(5) 151.7 . O1W H12 O4 0.85 1.86 2.705(4) 173.7 18_545 O2W H22 O4 0.85 1.91 2.736(4) 163.9 3_665 O2W H21 O3 0.85 2.08 2.845(4) 149.3 2_655 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.157 _refine_diff_density_min -1.859 _refine_diff_density_rms 0.127 # Attachment 'compound_4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 719814' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H12 Co N2 O5, H2 O' _chemical_formula_sum 'C10 H14 Co N2 O6' _chemical_formula_weight 317.16 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 P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.2256(6) _cell_length_b 7.4634(5) _cell_length_c 17.9595(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.124(4) _cell_angle_gamma 90.00 _cell_volume 1236.59(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3446 _cell_measurement_theta_min 3.4010 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.704 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 1.413 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5385 _exptl_absorpt_correction_T_max 0.7190 _exptl_absorpt_process_details 'SADABS (Bruker, 1998)' _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 CCD _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9067 _diffrn_reflns_av_R_equivalents 0.0211 _diffrn_reflns_av_sigmaI/netI 0.0196 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.51 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2826 _reflns_number_gt 2701 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0281P)^2^+0.7171P] 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 2826 _refine_ls_number_parameters 188 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0275 _refine_ls_R_factor_gt 0.0259 _refine_ls_wR_factor_ref 0.0640 _refine_ls_wR_factor_gt 0.0629 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.077 _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 0.62489(2) 0.53319(3) 0.137710(10) 0.01691(8) Uani 1 1 d . . . C1 C 0.9051(2) 0.6959(3) 0.06643(10) 0.0329(4) Uani 1 1 d . . . H1A H 0.8432 0.7632 0.0365 0.039 Uiso 1 1 calc R . . C2 C 1.0527(2) 0.7015(3) 0.05287(11) 0.0430(5) Uani 1 1 d . . . H2A H 1.0896 0.7744 0.0154 0.052 Uiso 1 1 calc R . . C3 C 1.14384(19) 0.5985(3) 0.09521(11) 0.0417(5) Uani 1 1 d . . . H3A H 1.2429 0.5974 0.0857 0.050 Uiso 1 1 calc R . . C4 C 1.08700(19) 0.4961(3) 0.15240(10) 0.0328(4) Uani 1 1 d . . . H4A H 1.1470 0.4257 0.1821 0.039 Uiso 1 1 calc R . . C5 C 0.93923(17) 0.5006(2) 0.16442(9) 0.0225(3) Uani 1 1 d . . . C6 C 0.86831(16) 0.4022(2) 0.22824(9) 0.0245(3) Uani 1 1 d . . . H6A H 0.9312 0.3063 0.2453 0.029 Uiso 1 1 calc R . . H6B H 0.8527 0.4839 0.2694 0.029 Uiso 1 1 calc R . . C7 C 0.62714(16) 0.2924(2) 0.26531(8) 0.0222(3) Uani 1 1 d . . . H7A H 0.6421 0.3807 0.3042 0.027 Uiso 1 1 calc R . . H7B H 0.6465 0.1749 0.2862 0.027 Uiso 1 1 calc R . . C8 C 0.47027(16) 0.3009(2) 0.23828(8) 0.0188(3) Uani 1 1 d . . . C9 C 0.74670(18) 0.1682(2) 0.15516(9) 0.0250(3) Uani 1 1 d . . . H9A H 0.7107 0.0640 0.1816 0.030 Uiso 1 1 calc R . . H9B H 0.8494 0.1500 0.1466 0.030 Uiso 1 1 calc R . . C10 C 0.67011(17) 0.1789(2) 0.07989(8) 0.0216(3) Uani 1 1 d . . . N1 N 0.84880(14) 0.59663(18) 0.12129(7) 0.0232(3) Uani 1 1 d . . . N2 N 0.72845(13) 0.32734(17) 0.20333(7) 0.0186(3) Uani 1 1 d . . . O1W O 0.53199(15) 0.71294(16) 0.06763(7) 0.0323(3) Uani 1 1 d D . . H1B H 0.482(2) 0.694(3) 0.0289(8) 0.048(7) Uiso 1 1 d D . . H1C H 0.574(2) 0.814(2) 0.0656(13) 0.058(8) Uiso 1 1 d D . . O1 O 0.44352(11) 0.39376(15) 0.18114(6) 0.0233(2) Uani 1 1 d . . . O2W O 0.7332(3) -0.1005(3) -0.10199(10) 0.0701(5) Uani 1 1 d D . . H2B H 0.698(3) -0.054(4) -0.0632(12) 0.095(12) Uiso 1 1 d D . . H2C H 0.689(4) -0.194(3) -0.115(2) 0.137(17) Uiso 1 1 d D . . O2 O 0.37453(12) 0.22085(16) 0.27463(6) 0.0249(2) Uani 1 1 d . . . O3 O 0.62820(13) 0.33157(15) 0.05723(6) 0.0251(2) Uani 1 1 d . . . O4 O 0.65898(17) 0.03850(16) 0.04405(7) 0.0372(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 Co1 0.01797(12) 0.01484(12) 0.01791(11) 0.00093(7) 0.00017(7) 0.00036(7) C1 0.0328(9) 0.0322(9) 0.0337(9) 0.0071(7) 0.0064(7) -0.0023(7) C2 0.0364(10) 0.0548(13) 0.0378(10) 0.0064(9) 0.0122(8) -0.0151(9) C3 0.0212(8) 0.0651(14) 0.0389(10) -0.0053(10) 0.0078(7) -0.0105(9) C4 0.0197(8) 0.0446(10) 0.0340(9) -0.0057(8) -0.0006(7) -0.0010(7) C5 0.0189(7) 0.0240(7) 0.0245(7) -0.0045(6) 0.0002(6) -0.0035(6) C6 0.0200(7) 0.0289(9) 0.0245(7) 0.0028(7) -0.0055(6) -0.0035(6) C7 0.0216(7) 0.0256(8) 0.0193(7) 0.0051(6) -0.0017(5) -0.0028(6) C8 0.0212(7) 0.0154(7) 0.0197(7) -0.0015(5) 0.0004(5) -0.0006(5) C9 0.0296(8) 0.0187(8) 0.0265(8) -0.0006(6) -0.0045(6) 0.0044(6) C10 0.0245(7) 0.0187(7) 0.0216(7) -0.0011(6) 0.0017(6) -0.0018(6) N1 0.0213(6) 0.0220(7) 0.0265(7) 0.0006(5) 0.0048(5) -0.0014(5) N2 0.0174(6) 0.0190(6) 0.0194(6) 0.0009(5) -0.0015(5) -0.0017(5) O1W 0.0460(8) 0.0204(6) 0.0305(6) 0.0073(5) -0.0163(5) -0.0028(5) O1 0.0205(5) 0.0240(6) 0.0254(5) 0.0081(5) -0.0006(4) 0.0000(4) O2W 0.1033(16) 0.0635(13) 0.0435(10) -0.0092(9) 0.0033(10) -0.0119(12) O2 0.0218(5) 0.0267(6) 0.0263(5) 0.0078(5) 0.0025(4) -0.0017(4) O3 0.0349(6) 0.0195(6) 0.0209(5) -0.0013(4) -0.0040(4) 0.0021(5) O4 0.0597(9) 0.0195(6) 0.0325(7) -0.0052(5) -0.0077(6) -0.0014(6) _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 O1W 2.0282(12) . ? Co1 O3 2.0868(11) . ? Co1 O2 2.1071(11) 2_655 ? Co1 O1 2.1205(11) . ? Co1 N1 2.1404(13) . ? Co1 N2 2.1581(12) . ? C1 N1 1.339(2) . ? C1 C2 1.385(3) . ? C1 H1A 0.9300 . ? C2 C3 1.368(3) . ? C2 H2A 0.9300 . ? C3 C4 1.385(3) . ? C3 H3A 0.9300 . ? C4 C5 1.381(2) . ? C4 H4A 0.9300 . ? C5 N1 1.344(2) . ? C5 C6 1.512(2) . ? C6 N2 1.4747(18) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N2 1.4781(18) . ? C7 C8 1.527(2) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 O2 1.2513(18) . ? C8 O1 1.2623(18) . ? C9 N2 1.479(2) . ? C9 C10 1.526(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O4 1.2341(19) . ? C10 O3 1.2697(19) . ? O1W H1B 0.848(9) . ? O1W H1C 0.849(9) . ? O2W H2B 0.846(10) . ? O2W H2C 0.84(3) . ? O2 Co1 2.1071(11) 2_645 ? 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 O1W Co1 O3 93.09(5) . . ? O1W Co1 O2 91.40(5) . 2_655 ? O3 Co1 O2 175.40(4) . 2_655 ? O1W Co1 O1 102.72(5) . . ? O3 Co1 O1 85.05(5) . . ? O2 Co1 O1 92.99(4) 2_655 . ? O1W Co1 N1 100.07(5) . . ? O3 Co1 N1 92.78(5) . . ? O2 Co1 N1 87.42(5) 2_655 . ? O1 Co1 N1 157.19(5) . . ? O1W Co1 N2 174.72(5) . . ? O3 Co1 N2 81.82(5) . . ? O2 Co1 N2 93.71(5) 2_655 . ? O1 Co1 N2 78.38(4) . . ? N1 Co1 N2 78.84(5) . . ? N1 C1 C2 121.96(18) . . ? N1 C1 H1A 119.0 . . ? C2 C1 H1A 119.0 . . ? C3 C2 C1 119.24(17) . . ? C3 C2 H2A 120.4 . . ? C1 C2 H2A 120.4 . . ? C2 C3 C4 119.30(17) . . ? C2 C3 H3A 120.4 . . ? C4 C3 H3A 120.4 . . ? C5 C4 C3 118.55(18) . . ? C5 C4 H4A 120.7 . . ? C3 C4 H4A 120.7 . . ? N1 C5 C4 122.32(16) . . ? N1 C5 C6 115.28(13) . . ? C4 C5 C6 122.38(16) . . ? N2 C6 C5 109.51(12) . . ? N2 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? N2 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.2 . . ? N2 C7 C8 110.72(12) . . ? N2 C7 H7A 109.5 . . ? C8 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? C8 C7 H7B 109.5 . . ? H7A C7 H7B 108.1 . . ? O2 C8 O1 123.32(14) . . ? O2 C8 C7 118.95(13) . . ? O1 C8 C7 117.70(13) . . ? N2 C9 C10 115.01(13) . . ? N2 C9 H9A 108.5 . . ? C10 C9 H9A 108.5 . . ? N2 C9 H9B 108.5 . . ? C10 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? O4 C10 O3 124.74(15) . . ? O4 C10 C9 117.07(14) . . ? O3 C10 C9 118.12(13) . . ? C1 N1 C5 118.56(14) . . ? C1 N1 Co1 126.87(12) . . ? C5 N1 Co1 113.62(10) . . ? C6 N2 C7 113.12(11) . . ? C6 N2 C9 112.39(12) . . ? C7 N2 C9 111.82(12) . . ? C6 N2 Co1 106.38(9) . . ? C7 N2 Co1 104.88(9) . . ? C9 N2 Co1 107.64(9) . . ? Co1 O1W H1B 128.9(15) . . ? Co1 O1W H1C 115.0(16) . . ? H1B O1W H1C 111.3(18) . . ? C8 O1 Co1 114.55(9) . . ? H2B O2W H2C 112(2) . . ? C8 O2 Co1 134.95(10) . 2_645 ? C10 O3 Co1 115.46(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 N1 C1 C2 C3 2.0(3) . . . . ? C1 C2 C3 C4 -2.3(3) . . . . ? C2 C3 C4 C5 0.4(3) . . . . ? C3 C4 C5 N1 2.0(3) . . . . ? C3 C4 C5 C6 -176.27(17) . . . . ? N1 C5 C6 N2 39.58(19) . . . . ? C4 C5 C6 N2 -142.06(16) . . . . ? N2 C7 C8 O2 157.11(13) . . . . ? N2 C7 C8 O1 -25.00(19) . . . . ? N2 C9 C10 O4 -166.64(14) . . . . ? N2 C9 C10 O3 16.3(2) . . . . ? C2 C1 N1 C5 0.3(3) . . . . ? C2 C1 N1 Co1 -167.73(15) . . . . ? C4 C5 N1 C1 -2.3(2) . . . . ? C6 C5 N1 C1 176.02(15) . . . . ? C4 C5 N1 Co1 167.25(14) . . . . ? C6 C5 N1 Co1 -14.40(17) . . . . ? O1W Co1 N1 C1 -14.16(15) . . . . ? O3 Co1 N1 C1 79.48(15) . . . . ? O2 Co1 N1 C1 -105.12(15) 2_655 . . . ? O1 Co1 N1 C1 163.30(14) . . . . ? N2 Co1 N1 C1 160.58(15) . . . . ? O1W Co1 N1 C5 177.29(11) . . . . ? O3 Co1 N1 C5 -89.07(11) . . . . ? O2 Co1 N1 C5 86.33(11) 2_655 . . . ? O1 Co1 N1 C5 -5.2(2) . . . . ? N2 Co1 N1 C5 -7.97(11) . . . . ? C5 C6 N2 C7 -157.53(13) . . . . ? C5 C6 N2 C9 74.66(16) . . . . ? C5 C6 N2 Co1 -42.91(14) . . . . ? C8 C7 N2 C6 153.53(13) . . . . ? C8 C7 N2 C9 -78.36(15) . . . . ? C8 C7 N2 Co1 38.01(13) . . . . ? C10 C9 N2 C6 -125.86(14) . . . . ? C10 C9 N2 C7 105.65(15) . . . . ? C10 C9 N2 Co1 -9.04(15) . . . . ? O3 Co1 N2 C6 122.43(10) . . . . ? O2 Co1 N2 C6 -58.69(10) 2_655 . . . ? O1 Co1 N2 C6 -150.98(10) . . . . ? N1 Co1 N2 C6 27.94(9) . . . . ? O3 Co1 N2 C7 -117.46(9) . . . . ? O2 Co1 N2 C7 61.41(9) 2_655 . . . ? O1 Co1 N2 C7 -30.88(9) . . . . ? N1 Co1 N2 C7 148.05(10) . . . . ? O3 Co1 N2 C9 1.75(9) . . . . ? O2 Co1 N2 C9 -179.37(10) 2_655 . . . ? O1 Co1 N2 C9 88.34(10) . . . . ? N1 Co1 N2 C9 -92.73(10) . . . . ? O2 C8 O1 Co1 174.37(11) . . . . ? C7 C8 O1 Co1 -3.42(17) . . . . ? O1W Co1 O1 C8 -165.19(11) . . . . ? O3 Co1 O1 C8 102.75(11) . . . . ? O2 Co1 O1 C8 -73.09(11) 2_655 . . . ? N1 Co1 O1 C8 17.37(19) . . . . ? N2 Co1 O1 C8 20.10(10) . . . . ? O1 C8 O2 Co1 171.23(11) . . . 2_645 ? C7 C8 O2 Co1 -11.0(2) . . . 2_645 ? O4 C10 O3 Co1 168.62(14) . . . . ? C9 C10 O3 Co1 -14.58(17) . . . . ? O1W Co1 O3 C10 -174.30(11) . . . . ? O1 Co1 O3 C10 -71.79(11) . . . . ? N1 Co1 O3 C10 85.45(11) . . . . ? N2 Co1 O3 C10 7.15(11) . . . . ? 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 H1B O3 0.848(9) 1.857(10) 2.7034(16) 176(2) 3_665 O1W H1C O4 0.849(9) 1.890(11) 2.7309(18) 170(2) 1_565 O2W H2B O4 0.846(10) 2.078(13) 2.904(2) 165(3) . O2W H2C O1 0.84(3) 2.263(15) 3.076(2) 162(4) 3_655 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.335 _refine_diff_density_min -0.359 _refine_diff_density_rms 0.052 # Attachment 'compound_5.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 719815' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H12 N2 Ni O5, H2 O' _chemical_formula_sum 'C10 H14 N2 Ni O6' _chemical_formula_weight 316.94 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.2208(11) _cell_length_b 7.3987(9) _cell_length_c 17.990(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.0430(10) _cell_angle_gamma 90.00 _cell_volume 1227.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 4599 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 29.31 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.715 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 656 _exptl_absorpt_coefficient_mu 1.606 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6041 _exptl_absorpt_correction_T_max 0.7179 _exptl_absorpt_process_details 'SADABS (Bruker, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7377 _diffrn_reflns_av_R_equivalents 0.0178 _diffrn_reflns_av_sigmaI/netI 0.0210 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2744 _reflns_number_gt 2542 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0314P)^2^+0.6170P] 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 2744 _refine_ls_number_parameters 188 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0257 _refine_ls_R_factor_gt 0.0233 _refine_ls_wR_factor_ref 0.0623 _refine_ls_wR_factor_gt 0.0605 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _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 Ni1 Ni 0.87436(2) 0.46942(3) 0.139259(10) 0.01523(7) Uani 1 1 d . . . O1 O 0.84408(17) 0.96008(16) 0.04328(7) 0.0345(3) Uani 1 1 d . . . O2 O 0.87390(13) 0.66356(15) 0.05761(6) 0.0229(2) Uani 1 1 d . . . O3 O 1.12865(12) 0.78234(15) 0.27416(6) 0.0219(2) Uani 1 1 d . . . O4 O 1.05826(12) 0.60607(15) 0.18085(6) 0.0203(2) Uani 1 1 d . . . O5 O 0.97550(14) 0.28728(16) 0.07251(7) 0.0260(3) Uani 1 1 d D . . O6 O 0.7640(2) 0.1043(3) 0.89822(10) 0.0630(5) Uani 1 1 d D . . N1 N 0.65782(14) 0.40231(18) 0.11809(7) 0.0210(3) Uani 1 1 d . . . N2 N 0.77413(14) 0.66922(17) 0.20332(7) 0.0170(3) Uani 1 1 d . . . C1 C 0.6035(2) 0.3027(2) 0.06203(10) 0.0300(4) Uani 1 1 d . . . H1 H 0.6673 0.2409 0.0311 0.036 Uiso 1 1 calc R . . C2 C 0.4564(2) 0.2889(3) 0.04888(11) 0.0400(5) Uani 1 1 d . . . H2 H 0.4218 0.2153 0.0109 0.048 Uiso 1 1 calc R . . C3 C 0.3616(2) 0.3854(3) 0.09267(11) 0.0398(5) Uani 1 1 d . . . H3 H 0.2624 0.3805 0.0837 0.048 Uiso 1 1 calc R . . C4 C 0.4159(2) 0.4901(3) 0.15046(11) 0.0305(4) Uani 1 1 d . . . H4 H 0.3539 0.5572 0.1805 0.037 Uiso 1 1 calc R . . C5 C 0.56439(18) 0.4924(2) 0.16245(9) 0.0207(3) Uani 1 1 d . . . C6 C 0.63287(17) 0.5921(2) 0.22721(9) 0.0221(3) Uani 1 1 d . . . H6A H 0.5690 0.6882 0.2437 0.027 Uiso 1 1 calc R . . H6B H 0.6477 0.5095 0.2684 0.027 Uiso 1 1 calc R . . C7 C 0.75517(18) 0.8306(2) 0.15505(9) 0.0228(3) Uani 1 1 d . . . H7A H 0.7912 0.9359 0.1814 0.027 Uiso 1 1 calc R . . H7B H 0.6524 0.8487 0.1463 0.027 Uiso 1 1 calc R . . C8 C 0.83255(17) 0.8182(2) 0.07962(8) 0.0199(3) Uani 1 1 d . . . C9 C 0.87496(17) 0.7048(2) 0.26598(8) 0.0196(3) Uani 1 1 d . . . H9A H 0.8614 0.6143 0.3044 0.024 Uiso 1 1 calc R . . H9B H 0.8543 0.8224 0.2873 0.024 Uiso 1 1 calc R . . C10 C 1.03190(16) 0.6996(2) 0.23823(8) 0.0170(3) Uani 1 1 d . . . H1W H 0.936(2) 0.182(2) 0.0693(12) 0.037(6) Uiso 1 1 d D . . H2W H 1.017(2) 0.317(3) 0.0307(10) 0.052(7) Uiso 1 1 d D . . H3W H 0.801(4) 0.045(4) 0.9343(15) 0.084(11) Uiso 1 1 d D . . H4W H 0.815(4) 0.194(4) 0.883(2) 0.126(16) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01552(12) 0.01470(11) 0.01546(11) -0.00075(7) -0.00084(7) 0.00028(7) O1 0.0545(9) 0.0200(6) 0.0290(7) 0.0053(5) 0.0066(6) -0.0005(6) O2 0.0301(6) 0.0198(6) 0.0189(5) 0.0009(4) 0.0029(4) 0.0021(5) O3 0.0180(6) 0.0246(6) 0.0230(6) -0.0064(4) -0.0023(4) -0.0023(4) O4 0.0177(6) 0.0220(6) 0.0213(5) -0.0060(4) 0.0013(4) -0.0009(4) O5 0.0332(7) 0.0199(6) 0.0250(6) -0.0048(5) 0.0077(5) -0.0001(5) O6 0.0916(15) 0.0572(12) 0.0402(10) 0.0083(9) 0.0015(9) -0.0094(11) N1 0.0198(7) 0.0201(6) 0.0231(7) 0.0004(5) -0.0050(5) -0.0012(5) N2 0.0159(6) 0.0187(6) 0.0163(6) -0.0011(5) 0.0004(5) -0.0015(5) C1 0.0311(10) 0.0301(9) 0.0287(9) -0.0053(7) -0.0075(7) -0.0020(7) C2 0.0356(11) 0.0503(12) 0.0341(10) -0.0047(9) -0.0128(8) -0.0141(9) C3 0.0203(9) 0.0632(14) 0.0358(10) 0.0049(9) -0.0079(7) -0.0126(9) C4 0.0188(9) 0.0423(10) 0.0304(9) 0.0053(8) -0.0003(7) -0.0021(7) C5 0.0181(8) 0.0216(7) 0.0224(8) 0.0041(6) -0.0011(6) -0.0024(6) C6 0.0171(8) 0.0275(8) 0.0218(8) -0.0019(6) 0.0029(6) -0.0026(6) C7 0.0259(9) 0.0191(8) 0.0235(8) 0.0007(6) 0.0031(6) 0.0039(6) C8 0.0205(8) 0.0195(7) 0.0198(7) 0.0010(6) -0.0016(6) -0.0021(6) C9 0.0190(8) 0.0235(8) 0.0163(7) -0.0045(6) 0.0003(5) -0.0025(6) C10 0.0178(8) 0.0152(7) 0.0181(7) 0.0017(5) -0.0011(5) 0.0001(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 Ni1 O5 2.0321(12) . ? Ni1 O2 2.0544(11) . ? Ni1 O3 2.0839(11) 2_745 ? Ni1 N2 2.0902(13) . ? Ni1 N1 2.0922(13) . ? Ni1 O4 2.1108(11) . ? O1 C8 1.2411(19) . ? O2 C8 1.2696(19) . ? O3 C10 1.2599(18) . ? O3 Ni1 2.0839(11) 2_755 ? O4 C10 1.2665(18) . ? O5 H1W 0.858(15) . ? O5 H2W 0.872(15) . ? O6 H3W 0.855(17) . ? O6 H4W 0.861(18) . ? N1 C1 1.346(2) . ? N1 C5 1.351(2) . ? N2 C9 1.4841(18) . ? N2 C6 1.486(2) . ? N2 C7 1.4866(19) . ? C1 C2 1.380(3) . ? C1 H1 0.9300 . ? C2 C3 1.377(3) . ? C2 H2 0.9300 . ? C3 C4 1.389(3) . ? C3 H3 0.9300 . ? C4 C5 1.386(3) . ? C4 H4 0.9300 . ? C5 C6 1.516(2) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.536(2) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C9 C10 1.532(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Ni1 O2 92.40(5) . . ? O5 Ni1 O3 90.43(5) . 2_745 ? O2 Ni1 O3 177.13(4) . 2_745 ? O5 Ni1 N2 176.47(5) . . ? O2 Ni1 N2 84.21(5) . . ? O3 Ni1 N2 92.95(5) 2_745 . ? O5 Ni1 N1 99.98(5) . . ? O2 Ni1 N1 91.96(5) . . ? O3 Ni1 N1 88.01(5) 2_745 . ? N2 Ni1 N1 81.14(5) . . ? O5 Ni1 O4 99.10(5) . . ? O2 Ni1 O4 85.40(5) . . ? O3 Ni1 O4 93.69(4) 2_745 . ? N2 Ni1 O4 79.70(5) . . ? N1 Ni1 O4 160.83(5) . . ? C8 O2 Ni1 114.05(10) . . ? C10 O3 Ni1 134.13(10) . 2_755 ? C10 O4 Ni1 113.33(10) . . ? Ni1 O5 H1W 116.6(15) . . ? Ni1 O5 H2W 123.1(16) . . ? H1W O5 H2W 110.7(19) . . ? H3W O6 H4W 115(3) . . ? C1 N1 C5 118.43(15) . . ? C1 N1 Ni1 128.40(13) . . ? C5 N1 Ni1 112.60(10) . . ? C9 N2 C6 113.42(12) . . ? C9 N2 C7 111.99(12) . . ? C6 N2 C7 112.00(13) . . ? C9 N2 Ni1 105.50(9) . . ? C6 N2 Ni1 106.02(9) . . ? C7 N2 Ni1 107.32(9) . . ? N1 C1 C2 122.28(18) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C3 C2 C1 119.20(17) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C2 C3 C4 119.26(17) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 118.59(19) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? N1 C5 C4 122.16(16) . . ? N1 C5 C6 115.38(14) . . ? C4 C5 C6 122.45(16) . . ? N2 C6 C5 109.23(13) . . ? N2 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? N2 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.3 . . ? N2 C7 C8 114.43(13) . . ? N2 C7 H7A 108.7 . . ? C8 C7 H7A 108.7 . . ? N2 C7 H7B 108.7 . . ? C8 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? O1 C8 O2 124.89(15) . . ? O1 C8 C7 117.06(14) . . ? O2 C8 C7 117.97(13) . . ? N2 C9 C10 109.85(12) . . ? N2 C9 H9A 109.7 . . ? C10 C9 H9A 109.7 . . ? N2 C9 H9B 109.7 . . ? C10 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? O3 C10 O4 123.19(14) . . ? O3 C10 C9 119.30(13) . . ? O4 C10 C9 117.47(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Ni1 O2 C8 -171.80(11) . . . . ? N2 Ni1 O2 C8 7.23(11) . . . . ? N1 Ni1 O2 C8 88.12(11) . . . . ? O4 Ni1 O2 C8 -72.86(11) . . . . ? O5 Ni1 O4 C10 -163.61(10) . . . . ? O2 Ni1 O4 C10 104.69(11) . . . . ? O3 Ni1 O4 C10 -72.58(11) 2_745 . . . ? N2 Ni1 O4 C10 19.75(10) . . . . ? N1 Ni1 O4 C10 22.0(2) . . . . ? O5 Ni1 N1 C1 -15.66(15) . . . . ? O2 Ni1 N1 C1 77.12(15) . . . . ? O3 Ni1 N1 C1 -105.75(15) 2_745 . . . ? N2 Ni1 N1 C1 160.95(15) . . . . ? O4 Ni1 N1 C1 158.75(15) . . . . ? O5 Ni1 N1 C5 173.29(11) . . . . ? O2 Ni1 N1 C5 -93.93(11) . . . . ? O3 Ni1 N1 C5 83.20(11) 2_745 . . . ? N2 Ni1 N1 C5 -10.10(11) . . . . ? O4 Ni1 N1 C5 -12.3(2) . . . . ? O2 Ni1 N2 C9 -117.78(9) . . . . ? O3 Ni1 N2 C9 61.80(9) 2_745 . . . ? N1 Ni1 N2 C9 149.32(10) . . . . ? O4 Ni1 N2 C9 -31.42(9) . . . . ? O2 Ni1 N2 C6 121.65(10) . . . . ? O3 Ni1 N2 C6 -58.78(10) 2_745 . . . ? N1 Ni1 N2 C6 28.74(9) . . . . ? O4 Ni1 N2 C6 -151.99(10) . . . . ? O2 Ni1 N2 C7 1.79(10) . . . . ? O3 Ni1 N2 C7 -178.63(10) 2_745 . . . ? N1 Ni1 N2 C7 -91.11(10) . . . . ? O4 Ni1 N2 C7 88.15(10) . . . . ? C5 N1 C1 C2 -0.4(3) . . . . ? Ni1 N1 C1 C2 -171.01(15) . . . . ? N1 C1 C2 C3 2.5(3) . . . . ? C1 C2 C3 C4 -1.9(3) . . . . ? C2 C3 C4 C5 -0.6(3) . . . . ? C1 N1 C5 C4 -2.2(2) . . . . ? Ni1 N1 C5 C4 169.82(13) . . . . ? C1 N1 C5 C6 176.32(15) . . . . ? Ni1 N1 C5 C6 -11.65(17) . . . . ? C3 C4 C5 N1 2.7(3) . . . . ? C3 C4 C5 C6 -175.73(17) . . . . ? C9 N2 C6 C5 -157.30(13) . . . . ? C7 N2 C6 C5 74.74(16) . . . . ? Ni1 N2 C6 C5 -42.00(14) . . . . ? N1 C5 C6 N2 36.91(19) . . . . ? C4 C5 C6 N2 -144.56(16) . . . . ? C9 N2 C7 C8 106.19(15) . . . . ? C6 N2 C7 C8 -125.10(14) . . . . ? Ni1 N2 C7 C8 -9.15(15) . . . . ? Ni1 O2 C8 O1 168.73(14) . . . . ? Ni1 O2 C8 C7 -14.66(18) . . . . ? N2 C7 C8 O1 -166.57(15) . . . . ? N2 C7 C8 O2 16.5(2) . . . . ? C6 N2 C9 C10 154.39(13) . . . . ? C7 N2 C9 C10 -77.65(15) . . . . ? Ni1 N2 C9 C10 38.79(13) . . . . ? Ni1 O3 C10 O4 171.25(11) 2_755 . . . ? Ni1 O3 C10 C9 -11.1(2) 2_755 . . . ? Ni1 O4 C10 O3 175.48(11) . . . . ? Ni1 O4 C10 C9 -2.17(17) . . . . ? N2 C9 C10 O3 156.58(13) . . . . ? N2 C9 C10 O4 -25.68(19) . . . . ? 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 O5 H1W O1 0.858(15) 1.910(16) 2.7576(18) 169(2) 1_545 O5 H2W O2 0.872(15) 1.887(16) 2.7468(17) 169(2) 3_765 O6 H3W O1 0.855(17) 2.10(2) 2.914(2) 160(3) 1_546 O6 H4W O4 0.861(18) 2.204(19) 3.051(2) 167(4) 3_766 _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.233 _refine_diff_density_min -0.505 _refine_diff_density_rms 0.080