Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_section_title ;Synthesis, structures and properties of Nickel(II) and Cobalt(II) metal-organic frameworks based on a flexible tricarboxylate ligand H3TTG and different pyridyl-containing ligands ; _publ_contact_author_name 'Prof. Junfeng Bai' _publ_contact_author_email BJUNFENG@NJU.EDU.CN loop_ _publ_author_name 'Junfeng Bai.' 'Yi-Zhi Li.' 'Yi Pan.' 'Manfred Scheer' 'Su-Na Wang.' 'Hang Xing.' ; Xiao-Zeng You ; # Attachment '653052.cif' data_050627f _database_code_depnum_ccdc_archive 'CCDC 653052' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H24 N8 Ni O9, 0.4(H2 O), 0.4(H2 O), 0.4(H2 O), 0.4(H2 O), 0.4(H2 O)' _chemical_formula_sum 'C19 H28 N8 Ni O11' _chemical_formula_weight 603.20 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.632(4) _cell_length_b 13.811(7) _cell_length_c 11.323(5) _cell_angle_alpha 90.00 _cell_angle_beta 107.433(7) _cell_angle_gamma 90.00 _cell_volume 1437.0(12) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 1280 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 20.98 _exptl_crystal_description block _exptl_crystal_colour blue-green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.394 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 628 _exptl_absorpt_coefficient_mu 0.740 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.803 _exptl_absorpt_correction_T_max 0.865 _exptl_absorpt_process_details '(SADABS; Bruker, 2000)' _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 'Bruker Smart Apex CCD' _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 8042 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0797 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5267 _reflns_number_gt 4008 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0921P)^2^] 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 0.03(2) _refine_ls_number_reflns 5267 _refine_ls_number_parameters 379 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0757 _refine_ls_R_factor_gt 0.0627 _refine_ls_wR_factor_ref 0.1517 _refine_ls_wR_factor_gt 0.1484 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 0.6084(6) 0.5927(4) 0.3158(5) 0.0383(12) Uani 1 1 d . . . C2 C 0.4832(6) 0.5877(4) 0.4536(5) 0.0377(12) Uani 1 1 d . . . C3 C 0.7245(6) 0.5618(4) 0.5279(5) 0.0386(12) Uani 1 1 d . . . C4 C 0.4800(6) 0.6226(5) 0.0992(5) 0.0433(13) Uani 1 1 d . . . H4A H 0.4346 0.6802 0.1197 0.052 Uiso 1 1 calc R . . H4B H 0.5054 0.6359 0.0241 0.052 Uiso 1 1 calc R . . C5 C 0.3727(6) 0.5420(5) 0.0746(5) 0.0463(14) Uani 1 1 d . . . C6 C 0.2161(6) 0.6042(5) 0.3757(6) 0.0438(13) Uani 1 1 d . . . H6A H 0.2083 0.6712 0.3487 0.053 Uiso 1 1 calc R . . H6B H 0.2134 0.5636 0.3051 0.053 Uiso 1 1 calc R . . C7 C 0.0909(6) 0.5794(4) 0.4230(5) 0.0383(12) Uani 1 1 d . . . C8 C 0.8623(6) 0.5189(4) 0.7353(5) 0.0416(12) Uani 1 1 d . . . H8A H 0.8044 0.5663 0.7626 0.050 Uiso 1 1 calc R . . H8B H 0.9624 0.5274 0.7859 0.050 Uiso 1 1 calc R . . C9 C 0.8138(6) 0.4202(5) 0.7621(6) 0.0483(14) Uani 1 1 d . . . C10 C 0.3961(6) 0.3541(4) -0.1332(5) 0.0436(14) Uani 1 1 d . . . H10 H 0.4799 0.3648 -0.0676 0.052 Uiso 1 1 calc R . . C11 C 0.4080(6) 0.3578(4) -0.2526(4) 0.0393(13) Uani 1 1 d . . . H11 H 0.4940 0.3763 -0.2676 0.047 Uiso 1 1 calc R . . C12 C 0.2814(6) 0.3317(5) -0.3510(5) 0.0410(11) Uani 1 1 d . . . C13 C 0.1564(7) 0.3142(4) -0.3203(5) 0.0429(14) Uani 1 1 d . . . H13 H 0.0696 0.3022 -0.3819 0.052 Uiso 1 1 calc R . . C14 C 0.1598(6) 0.3145(4) -0.1955(5) 0.0429(14) Uani 1 1 d . . . H14 H 0.0757 0.2983 -0.1758 0.051 Uiso 1 1 calc R . . C15 C 0.2822(5) 0.3336(6) -0.4841(4) 0.0373(10) Uani 1 1 d . . . C16 C 0.4072(6) 0.3442(5) -0.5153(5) 0.0449(12) Uani 1 1 d . . . H16 H 0.4953 0.3516 -0.4535 0.054 Uiso 1 1 calc R . . C17 C 0.4043(5) 0.3439(5) -0.6354(4) 0.0384(10) Uani 1 1 d . . . H17 H 0.4922 0.3482 -0.6533 0.046 Uiso 1 1 calc R . . C18 C 0.1567(5) 0.3268(5) -0.6990(5) 0.0423(13) Uani 1 1 d . . . H18 H 0.0694 0.3189 -0.7617 0.051 Uiso 1 1 calc R . . C19 C 0.1552(6) 0.3268(5) -0.5791(5) 0.0453(14) Uani 1 1 d . . . H19 H 0.0671 0.3221 -0.5616 0.054 Uiso 1 1 calc R . . N1 N 0.4778(4) 0.6045(3) 0.3369(4) 0.0355(10) Uani 1 1 d . . . N2 N 0.6022(5) 0.5672(4) 0.5531(4) 0.0382(10) Uani 1 1 d . . . N3 N 0.7333(5) 0.5721(4) 0.4066(4) 0.0400(11) Uani 1 1 d . . . N4 N 0.6169(5) 0.6023(4) 0.2019(4) 0.0414(11) Uani 1 1 d . . . H4C H 0.6990 0.5972 0.1871 0.050 Uiso 1 1 calc R . . N5 N 0.3575(5) 0.5893(4) 0.4756(5) 0.0507(13) Uani 1 1 d . . . H5B H 0.3497 0.5325 0.5121 0.061 Uiso 1 1 d R . . N6 N 0.8548(6) 0.5419(3) 0.6082(5) 0.0450(11) Uani 1 1 d . . . H6C H 0.9321 0.5427 0.5852 0.054 Uiso 1 1 calc R . . N7 N 0.2759(4) 0.3366(5) -0.1068(4) 0.0405(9) Uani 1 1 d . . . N8 N 0.2813(4) 0.3377(5) -0.7301(4) 0.0451(10) Uani 1 1 d . . . Ni1 Ni 0.27732(7) 0.33914(4) 0.08331(5) 0.03579(18) Uani 1 1 d . . . O1 O 0.4050(4) 0.4592(2) 0.1174(4) 0.0360(8) Uani 1 1 d . . . O2 O 0.2464(4) 0.5708(3) 0.0087(4) 0.0496(10) Uani 1 1 d . . . O3 O -0.0288(4) 0.5685(3) 0.3351(3) 0.0374(8) Uani 1 1 d . . . H3 H -0.0944 0.5550 0.3645 0.056 Uiso 1 1 calc R . . O4 O 0.1047(4) 0.5655(3) 0.5313(4) 0.0480(10) Uani 1 1 d . . . O5 O 0.7655(4) 0.3652(3) 0.6773(4) 0.0483(11) Uani 1 1 d . . . O6 O 0.8237(4) 0.4067(3) 0.8736(4) 0.0455(10) Uani 1 1 d . . . O1W O 0.4641(5) 0.2585(3) 0.1255(3) 0.0420(9) Uani 1 1 d . . . H1WA H 0.4927 0.2472 0.2028 0.050 Uiso 1 1 d R . . H1WC H 0.5295 0.2898 0.1053 0.050 Uiso 1 1 d R . . O2W O 0.0908(4) 0.4224(3) 0.0420(4) 0.0448(10) Uani 1 1 d . . . H2WB H 0.1058 0.4759 0.0107 0.054 Uiso 1 1 d R . . H2WC H 0.0211 0.3927 -0.0092 0.054 Uiso 1 1 d R . . O3W O 0.1495(4) 0.2146(3) 0.0582(4) 0.0473(10) Uani 1 1 d . . . H3WB H 0.0690 0.2257 0.0033 0.057 Uiso 1 1 d R . . H3WC H 0.1932 0.1685 0.0344 0.057 Uiso 1 1 d R . . O4W O 0.4634(9) 0.0797(5) 0.2219(7) 0.0268(16) Uani 0.40 1 d P . . H4WA H 0.5470 0.0542 0.2351 0.040 Uiso 0.40 1 d PR . . H4WB H 0.4428 0.0838 0.2896 0.040 Uiso 0.40 1 d PR . . O5W O 0.8615(9) 0.2505(6) 0.0233(7) 0.0324(18) Uani 0.40 1 d P . . H5WD H 0.7904 0.2875 0.0216 0.039 Uiso 0.40 1 d PR . . H5WC H 0.8739 0.2103 0.0823 0.049 Uiso 0.40 1 d PR . . O6W O 0.8041(10) 0.3145(7) 0.4509(8) 0.044(2) Uani 0.40 1 d P . . H6WB H 0.7948 0.3294 0.5210 0.052 Uiso 0.40 1 d PR . . H6WC H 0.7754 0.3613 0.4008 0.052 Uiso 0.40 1 d PR . . O7W O 0.7271(9) 0.3512(8) 0.1910(8) 0.043(2) Uani 0.40 1 d P . . H7WA H 0.7948 0.3931 0.2074 0.051 Uiso 0.40 1 d PR . . H7WB H 0.7356 0.3158 0.2541 0.051 Uiso 0.40 1 d PR . . O8W O 0.8275(10) 0.5572(7) 0.0748(8) 0.040(2) Uani 0.40 1 d P . . H8WD H 0.7999 0.5079 0.0288 0.049 Uiso 0.40 1 d PR . . H8WC H 0.9085 0.5454 0.1287 0.049 Uiso 0.40 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 C1 0.030(3) 0.040(3) 0.042(3) -0.003(2) 0.007(2) -0.002(2) C2 0.031(3) 0.034(3) 0.047(3) -0.006(2) 0.009(2) 0.001(2) C3 0.031(3) 0.046(3) 0.035(3) 0.007(2) 0.005(2) -0.007(2) C4 0.030(3) 0.052(3) 0.042(3) 0.004(2) 0.002(2) -0.001(2) C5 0.037(3) 0.057(4) 0.041(3) 0.001(3) 0.006(2) 0.006(3) C6 0.034(3) 0.048(3) 0.050(3) -0.008(3) 0.014(3) -0.016(2) C7 0.030(3) 0.046(3) 0.044(3) 0.015(2) 0.019(2) 0.007(2) C8 0.032(3) 0.044(3) 0.044(3) 0.010(2) 0.004(2) -0.004(2) C9 0.040(3) 0.057(4) 0.045(3) 0.008(3) 0.009(3) -0.001(3) C10 0.043(3) 0.043(4) 0.038(3) -0.002(3) 0.002(2) -0.004(3) C11 0.042(3) 0.046(4) 0.028(2) 0.001(2) 0.007(2) 0.004(2) C12 0.041(3) 0.037(3) 0.044(3) 0.011(3) 0.012(2) 0.005(3) C13 0.047(3) 0.044(4) 0.033(3) -0.005(2) 0.005(2) -0.011(2) C14 0.050(3) 0.047(4) 0.039(3) 0.009(2) 0.024(2) -0.012(2) C15 0.038(3) 0.039(3) 0.040(2) 0.001(3) 0.019(2) -0.005(3) C16 0.041(3) 0.046(3) 0.038(2) 0.003(3) -0.0033(19) -0.021(3) C17 0.034(2) 0.046(3) 0.038(2) -0.004(3) 0.0141(19) -0.002(3) C18 0.030(2) 0.053(4) 0.039(2) 0.001(3) 0.0019(19) -0.012(3) C19 0.042(3) 0.052(4) 0.046(3) -0.007(3) 0.019(2) 0.006(3) N1 0.0220(19) 0.046(3) 0.039(2) -0.0135(19) 0.0096(18) -0.0148(17) N2 0.030(2) 0.049(3) 0.033(2) 0.011(2) 0.0055(19) 0.001(2) N3 0.036(2) 0.054(3) 0.038(2) 0.015(2) 0.023(2) 0.003(2) N4 0.040(2) 0.047(3) 0.036(2) 0.002(2) 0.009(2) -0.017(2) N5 0.033(2) 0.057(3) 0.067(4) 0.016(3) 0.022(2) 0.007(2) N6 0.045(3) 0.043(3) 0.048(3) 0.010(2) 0.016(2) -0.001(2) N7 0.038(2) 0.040(2) 0.040(2) 0.016(3) 0.0056(17) -0.004(3) N8 0.033(2) 0.055(3) 0.040(2) -0.002(3) 0.0007(17) -0.010(3) Ni1 0.0333(3) 0.0356(3) 0.0369(3) 0.0006(3) 0.0080(2) -0.0008(3) O1 0.040(2) 0.0281(19) 0.0390(19) 0.0075(15) 0.0098(16) 0.0101(16) O2 0.045(2) 0.045(2) 0.045(2) 0.0058(18) -0.0077(17) -0.0060(18) O3 0.0254(16) 0.051(2) 0.041(2) 0.0092(17) 0.0181(15) 0.0044(16) O4 0.042(2) 0.052(2) 0.055(2) 0.010(2) 0.0215(19) 0.0082(19) O5 0.047(2) 0.054(3) 0.041(2) -0.0105(17) 0.0087(17) -0.0146(18) O6 0.041(2) 0.045(2) 0.047(2) 0.0097(18) 0.0075(17) -0.0216(18) O1W 0.058(2) 0.040(2) 0.0305(18) -0.0017(16) 0.0156(18) 0.0118(18) O2W 0.0273(17) 0.059(3) 0.038(2) -0.0002(18) -0.0048(16) -0.0051(17) O3W 0.048(2) 0.057(3) 0.036(2) 0.0074(18) 0.0118(18) -0.005(2) O4W 0.041(4) 0.015(4) 0.023(4) -0.002(3) 0.007(3) 0.003(3) O5W 0.028(4) 0.031(4) 0.027(4) -0.001(3) -0.008(3) -0.011(3) O6W 0.049(5) 0.045(6) 0.034(4) 0.001(4) 0.009(4) -0.003(4) O7W 0.031(4) 0.038(6) 0.048(5) -0.021(5) -0.004(3) -0.011(4) O8W 0.043(5) 0.051(6) 0.033(5) 0.018(4) 0.019(4) 0.019(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 C1 N4 1.322(7) . ? C1 N3 1.358(7) . ? C1 N1 1.360(7) . ? C2 N5 1.307(7) . ? C2 N1 1.327(7) . ? C2 N2 1.374(7) . ? C3 N2 1.295(7) . ? C3 N6 1.339(7) . ? C3 N3 1.408(6) . ? C4 C5 1.487(9) . ? C4 N4 1.500(7) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O1 1.245(7) . ? C5 O2 1.285(7) . ? C6 C7 1.499(7) . ? C6 N5 1.501(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O4 1.209(7) . ? C7 O3 1.287(7) . ? C8 N6 1.454(7) . ? C8 C9 1.502(9) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O5 1.202(8) . ? C9 O6 1.251(7) . ? C10 N7 1.301(7) . ? C10 C11 1.391(7) . ? C10 H10 0.9300 . ? C11 C12 1.430(7) . ? C11 H11 0.9300 . ? C12 C13 1.371(8) . ? C12 C15 1.509(7) . ? C13 C14 1.403(8) . ? C13 H13 0.9300 . ? C14 N7 1.296(7) . ? C14 H14 0.9300 . ? C15 C16 1.360(7) . ? C15 C19 1.369(7) . ? C16 C17 1.352(7) . ? C16 H16 0.9300 . ? C17 N8 1.341(6) . ? C17 H17 0.9300 . ? C18 N8 1.356(7) . ? C18 C19 1.363(7) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? N4 H4C 0.8600 . ? N5 H5B 0.9000 . ? N6 H6C 0.8600 . ? N7 Ni1 2.149(4) . ? N8 Ni1 2.102(4) 1_554 ? Ni1 O1 2.031(4) . ? Ni1 O1W 2.047(4) . ? Ni1 O2W 2.066(4) . ? Ni1 O3W 2.084(4) . ? Ni1 N8 2.102(4) 1_556 ? O3 H3 0.8200 . ? O1W H1WA 0.8499 . ? O1W H1WC 0.8500 . ? O2W H2WB 0.8500 . ? O2W H2WC 0.8500 . ? O3W H3WB 0.8500 . ? O3W H3WC 0.8501 . ? O4W H4WA 0.8500 . ? O4W H4WB 0.8500 . ? O5W H5WD 0.8500 . ? O5W H5WC 0.8500 . ? O6W H6WB 0.8501 . ? O6W H6WC 0.8500 . ? O7W H7WA 0.8500 . ? O7W H7WB 0.8499 . ? O8W H8WD 0.8499 . ? O8W H8WC 0.8500 . ? 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 N4 C1 N3 117.4(5) . . ? N4 C1 N1 119.3(5) . . ? N3 C1 N1 123.2(5) . . ? N5 C2 N1 115.1(5) . . ? N5 C2 N2 116.1(5) . . ? N1 C2 N2 128.8(5) . . ? N2 C3 N6 126.3(5) . . ? N2 C3 N3 122.2(4) . . ? N6 C3 N3 111.4(5) . . ? C5 C4 N4 114.0(5) . . ? C5 C4 H4A 108.8 . . ? N4 C4 H4A 108.8 . . ? C5 C4 H4B 108.8 . . ? N4 C4 H4B 108.8 . . ? H4A C4 H4B 107.7 . . ? O1 C5 O2 126.4(6) . . ? O1 C5 C4 122.4(5) . . ? O2 C5 C4 111.2(5) . . ? C7 C6 N5 110.1(5) . . ? C7 C6 H6A 109.6 . . ? N5 C6 H6A 109.6 . . ? C7 C6 H6B 109.6 . . ? N5 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? O4 C7 O3 124.5(5) . . ? O4 C7 C6 123.0(5) . . ? O3 C7 C6 112.4(5) . . ? N6 C8 C9 118.2(5) . . ? N6 C8 H8A 107.8 . . ? C9 C8 H8A 107.8 . . ? N6 C8 H8B 107.8 . . ? C9 C8 H8B 107.8 . . ? H8A C8 H8B 107.1 . . ? O5 C9 O6 127.3(6) . . ? O5 C9 C8 118.8(6) . . ? O6 C9 C8 113.8(6) . . ? N7 C10 C11 124.6(5) . . ? N7 C10 H10 117.7 . . ? C11 C10 H10 117.7 . . ? C10 C11 C12 116.7(5) . . ? C10 C11 H11 121.7 . . ? C12 C11 H11 121.7 . . ? C13 C12 C11 117.0(5) . . ? C13 C12 C15 121.6(5) . . ? C11 C12 C15 121.1(4) . . ? C12 C13 C14 119.9(5) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? N7 C14 C13 122.3(5) . . ? N7 C14 H14 118.8 . . ? C13 C14 H14 118.8 . . ? C16 C15 C19 117.1(4) . . ? C16 C15 C12 122.1(4) . . ? C19 C15 C12 120.9(4) . . ? C17 C16 C15 120.5(4) . . ? C17 C16 H16 119.7 . . ? C15 C16 H16 119.7 . . ? N8 C17 C16 123.5(4) . . ? N8 C17 H17 118.3 . . ? C16 C17 H17 118.3 . . ? N8 C18 C19 122.2(4) . . ? N8 C18 H18 118.9 . . ? C19 C18 H18 118.9 . . ? C18 C19 C15 120.7(5) . . ? C18 C19 H19 119.7 . . ? C15 C19 H19 119.7 . . ? C2 N1 C1 113.1(4) . . ? C3 N2 C2 115.0(4) . . ? C1 N3 C3 117.5(4) . . ? C1 N4 C4 118.6(5) . . ? C1 N4 H4C 120.7 . . ? C4 N4 H4C 120.7 . . ? C2 N5 C6 122.8(5) . . ? C2 N5 H5B 106.4 . . ? C6 N5 H5B 106.5 . . ? C3 N6 C8 118.4(5) . . ? C3 N6 H6C 120.8 . . ? C8 N6 H6C 120.8 . . ? C14 N7 C10 119.1(5) . . ? C14 N7 Ni1 121.6(3) . . ? C10 N7 Ni1 119.2(3) . . ? C17 N8 C18 116.0(4) . . ? C17 N8 Ni1 123.3(3) . 1_554 ? C18 N8 Ni1 120.7(3) . 1_554 ? O1 Ni1 O1W 87.69(17) . . ? O1 Ni1 O2W 91.41(15) . . ? O1W Ni1 O2W 179.07(18) . . ? O1 Ni1 O3W 177.04(16) . . ? O1W Ni1 O3W 91.44(17) . . ? O2W Ni1 O3W 89.45(19) . . ? O1 Ni1 N8 89.4(2) . 1_556 ? O1W Ni1 N8 90.58(18) . 1_556 ? O2W Ni1 N8 89.17(19) . 1_556 ? O3W Ni1 N8 87.8(2) . 1_556 ? O1 Ni1 N7 91.45(18) . . ? O1W Ni1 N7 88.06(18) . . ? O2W Ni1 N7 92.20(18) . . ? O3W Ni1 N7 91.35(18) . . ? N8 Ni1 N7 178.4(3) 1_556 . ? C5 O1 Ni1 127.5(4) . . ? C7 O3 H3 109.5 . . ? Ni1 O1W H1WA 109.3 . . ? Ni1 O1W H1WC 109.3 . . ? H1WA O1W H1WC 109.5 . . ? Ni1 O2W H2WB 109.4 . . ? Ni1 O2W H2WC 110.0 . . ? H2WB O2W H2WC 109.5 . . ? Ni1 O3W H3WB 108.9 . . ? Ni1 O3W H3WC 109.5 . . ? H3WB O3W H3WC 109.5 . . ? H4WA O4W H4WB 109.5 . . ? H5WD O5W H5WC 109.5 . . ? H6WB O6W H6WC 109.5 . . ? H7WA O7W H7WB 109.5 . . ? H8WD O8W H8WC 109.8 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.411 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.071 # Attachment '653053.cif' data_251103cm _database_code_depnum_ccdc_archive 'CCDC 653053' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H46 N16 Ni2 O13, 6(H2 O)' _chemical_formula_sum 'C42 H58 N16 Ni2 O19' _chemical_formula_weight 1208.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthogonal _symmetry_space_group_name_H-M 'P c c a' _symmetry_space_group_name_Hall '-P 2a 2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x, y, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x, -y, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 29.0590(16) _cell_length_b 10.0284(5) _cell_length_c 18.1396(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5286.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 2984 _cell_measurement_theta_min 20.53 _exptl_crystal_description block _exptl_crystal_colour blue-green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.518 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2520 _exptl_absorpt_coefficient_mu 0.801 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7950 _exptl_absorpt_correction_T_max 0.8562 _exptl_absorpt_process_details '(SADABS; Bruker, 2000)' _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 'Bruker Smart Apex CCD' _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 27461 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.0305 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5206 _reflns_number_gt 4380 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.1156P)^2^+1.2168P] 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 5206 _refine_ls_number_parameters 357 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0690 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1689 _refine_ls_wR_factor_gt 0.1602 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 0.13123(11) 0.4809(3) 0.20763(19) 0.0375(7) Uani 1 1 d . . . C2 C 0.14665(13) 0.5789(3) 0.0981(2) 0.0450(8) Uani 1 1 d . . . C3 C 0.07201(11) 0.5070(3) 0.12829(19) 0.0376(7) Uani 1 1 d . . . C4 C 0.19238(12) 0.4110(4) 0.2906(2) 0.0433(8) Uani 1 1 d . . . H4A H 0.1966 0.4083 0.3437 0.052 Uiso 1 1 d R . . H4B H 0.2110 0.4834 0.2714 0.052 Uiso 1 1 d R . . C5 C 0.20867(11) 0.2792(4) 0.25792(19) 0.0429(8) Uani 1 1 d . . . C6 C 0.22159(11) 0.6649(3) 0.06022(18) 0.0362(7) Uani 1 1 d . . . H6A H 0.2390 0.6495 0.0154 0.043 Uiso 1 1 d R . . H6B H 0.2335 0.6050 0.0977 0.043 Uiso 1 1 d R . . C7 C 0.22882(11) 0.8066(3) 0.08480(17) 0.0338(6) Uani 1 1 d . . . C8 C -0.00390(13) 0.4099(4) 0.14758(19) 0.0437(8) Uani 1 1 d . . . H8A H -0.0151 0.4608 0.1893 0.052 Uiso 1 1 d R . . H8B H 0.0120 0.3320 0.1665 0.052 Uiso 1 1 d R . . C9 C -0.04332(13) 0.3640(4) 0.10126(19) 0.0447(8) Uani 1 1 d . . . C10 C 0.10639(13) -0.0377(3) -0.24785(19) 0.0435(8) Uani 1 1 d . . . H10 H 0.1048 -0.1274 -0.2608 0.052 Uiso 1 1 d R . . C11 C 0.07110(14) 0.0155(4) -0.2064(2) 0.0482(9) Uani 1 1 d . . . H11 H 0.0462 -0.0374 -0.1931 0.058 Uiso 1 1 d R . . C12 C 0.07225(12) 0.1468(3) -0.18473(16) 0.0378(7) Uani 1 1 d . . . C13 C 0.11042(12) 0.2172(3) -0.20554(18) 0.0408(7) Uani 1 1 d . . . H13 H 0.1137 0.3054 -0.1908 0.049 Uiso 1 1 d R . . C14 C 0.14405(13) 0.1574(3) -0.24752(18) 0.0415(8) Uani 1 1 d . . . H14 H 0.1691 0.2094 -0.2615 0.050 Uiso 1 1 d R . . C15 C 0.03437(12) 0.2105(4) -0.14001(17) 0.0402(8) Uani 1 1 d . . . H15A H 0.0406 0.3055 -0.1384 0.048 Uiso 1 1 calc R . . H15B H 0.0059 0.1990 -0.1673 0.048 Uiso 1 1 calc R . . C16 C 0.02640(15) 0.1707(4) -0.0706(2) 0.0552(10) Uani 1 1 d . . . H16A H 0.0086 0.0890 -0.0735 0.066 Uiso 1 1 calc R . . H16B H 0.0066 0.2372 -0.0481 0.066 Uiso 1 1 calc R . . C17 C 0.06479(14) 0.1457(4) -0.0182(2) 0.0522(9) Uani 1 1 d . . . C18 C 0.09355(12) 0.2447(4) 0.00830(18) 0.0423(8) Uani 1 1 d . . . H18 H 0.0891 0.3315 -0.0083 0.051 Uiso 1 1 d R . . C19 C 0.12824(12) 0.2163(3) 0.05856(17) 0.0395(8) Uani 1 1 d . . . H19 H 0.1469 0.2856 0.0748 0.047 Uiso 1 1 d R . . C20 C 0.10860(12) -0.0036(4) 0.05816(18) 0.0419(8) Uani 1 1 d . . . H20 H 0.1129 -0.0899 0.0756 0.050 Uiso 1 1 d R . . C21 C 0.07462(12) 0.0187(3) 0.00776(19) 0.0412(7) Uani 1 1 d . . . H21 H 0.0577 -0.0530 -0.0103 0.049 Uiso 1 1 d R . . N1 N 0.16277(10) 0.5350(3) 0.16286(16) 0.0405(7) Uani 1 1 d . . . N2 N 0.10026(10) 0.5704(3) 0.07933(17) 0.0406(6) Uani 1 1 d . . . N3 N 0.08531(10) 0.4674(3) 0.19371(16) 0.0410(6) Uani 1 1 d . . . N4 N 0.14448(10) 0.4363(3) 0.27362(15) 0.0376(6) Uani 1 1 d . . . H4C H 0.1218 0.4203 0.3110 0.045 Uiso 1 1 d R . . N5 N 0.17347(10) 0.6298(3) 0.04704(17) 0.0420(7) Uani 1 1 d . . . H5A H 0.1622 0.6432 0.0038 0.050 Uiso 1 1 calc R . . N6 N 0.02906(10) 0.4888(3) 0.10606(17) 0.0471(7) Uani 1 1 d . . . H6C H 0.0190 0.5294 0.0609 0.056 Uiso 1 1 d R . . N7 N 0.13549(10) 0.0951(3) 0.08448(18) 0.0460(7) Uani 1 1 d . . . N8 N 0.14297(10) 0.0330(3) -0.26992(17) 0.0437(7) Uani 1 1 d . . . Ni1 Ni 0.190410(14) 0.04958(4) 0.15566(2) 0.03709(17) Uani 1 1 d . . . O1 O 0.18329(8) 0.2262(2) 0.20999(14) 0.0462(6) Uani 1 1 d . . . O2 O 0.24622(9) 0.2363(3) 0.27922(13) 0.0531(7) Uani 1 1 d . . . O3 O 0.26945(8) 0.8490(2) 0.08012(14) 0.0441(6) Uani 1 1 d . . . O4 O 0.19481(8) 0.8673(2) 0.10971(14) 0.0437(6) Uani 1 1 d . . . O5 O -0.04612(9) 0.4044(2) 0.03704(13) 0.0449(6) Uani 1 1 d . . . H5B H -0.0714 0.3816 0.0083 0.054 Uiso 1 1 d R . . O6 O -0.07261(8) 0.2920(2) 0.13270(12) 0.0412(6) Uani 1 1 d . . . O1W O 0.2500 0.0000 0.21917(19) 0.0425(7) Uani 1 2 d S . . H1WA H 0.2572 0.0656 0.2465 0.051 Uiso 1 1 d R . . O2W O 0.29649(10) 0.0501(3) 0.43132(14) 0.0534(7) Uani 1 1 d . . . H2WC H 0.2874 -0.0195 0.4089 0.064 Uiso 1 1 d R . . H2WB H 0.2799 0.0633 0.4692 0.064 Uiso 1 1 d R . . O3W O 0.15028(10) 0.7760(2) 0.92593(13) 0.0470(6) Uani 1 1 d . . . H3WA H 0.1224 0.7632 0.9139 0.056 Uiso 1 1 d R . . H3WB H 0.1544 0.8581 0.9358 0.056 Uiso 1 1 d R . . O4W O 0.29457(9) 0.3191(2) 0.40554(13) 0.0464(6) Uani 1 1 d . . . H4WD H 0.2797 0.2925 0.3679 0.056 Uiso 1 1 d R . . H4WA H 0.3194 0.2747 0.4094 0.056 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0336(16) 0.0282(15) 0.0508(18) -0.0153(13) 0.0023(13) -0.0008(12) C2 0.043(2) 0.0377(18) 0.054(2) -0.0144(15) 0.0007(16) -0.0044(15) C3 0.0328(16) 0.0330(15) 0.0471(17) -0.0064(13) 0.0052(13) -0.0017(13) C4 0.0399(19) 0.0411(18) 0.0488(19) -0.0101(15) -0.0086(14) -0.0043(14) C5 0.0286(16) 0.050(2) 0.0505(19) -0.0103(15) -0.0024(14) -0.0009(14) C6 0.0328(16) 0.0362(16) 0.0396(16) -0.0071(13) 0.0086(12) -0.0064(13) C7 0.0292(16) 0.0319(15) 0.0405(16) -0.0013(12) 0.0061(12) 0.0006(12) C8 0.0362(19) 0.0437(19) 0.0513(19) 0.0101(14) -0.0045(15) -0.0105(15) C9 0.042(2) 0.050(2) 0.0424(18) 0.0044(15) 0.0034(15) -0.0081(16) C10 0.047(2) 0.0453(19) 0.0378(17) -0.0151(14) 0.0072(14) 0.0007(15) C11 0.053(2) 0.0404(19) 0.0510(19) 0.0221(15) 0.0165(16) -0.0016(16) C12 0.0465(19) 0.0359(16) 0.0310(14) 0.0086(12) 0.0075(13) 0.0188(14) C13 0.0413(19) 0.0395(18) 0.0416(16) -0.0086(13) 0.0057(14) 0.0091(14) C14 0.047(2) 0.0366(17) 0.0406(17) 0.0078(14) 0.0092(14) 0.0060(15) C15 0.0433(19) 0.0412(18) 0.0361(16) 0.0151(13) 0.0110(13) 0.0175(15) C16 0.058(2) 0.042(2) 0.066(2) -0.0137(17) -0.0126(19) 0.0165(17) C17 0.048(2) 0.054(2) 0.055(2) -0.0178(17) -0.0072(16) 0.0170(17) C18 0.044(2) 0.0446(18) 0.0389(16) 0.0093(14) -0.0104(14) 0.0143(15) C19 0.0409(18) 0.0373(17) 0.0402(16) -0.0196(13) -0.0197(14) 0.0076(14) C20 0.0419(19) 0.0435(18) 0.0402(17) 0.0100(14) -0.0101(14) 0.0125(16) C21 0.0396(17) 0.0370(17) 0.0471(17) -0.0164(14) -0.0120(14) 0.0055(14) N1 0.0318(15) 0.0402(16) 0.0494(16) -0.0050(12) 0.0004(12) -0.0037(12) N2 0.0270(14) 0.0402(15) 0.0546(16) 0.0020(12) 0.0016(12) -0.0117(11) N3 0.0302(14) 0.0454(16) 0.0475(16) -0.0023(12) -0.0016(12) -0.0002(12) N4 0.0322(14) 0.0406(15) 0.0400(14) -0.0052(11) -0.0006(11) 0.0055(11) N5 0.0354(15) 0.0354(14) 0.0551(16) -0.0057(12) 0.0110(13) -0.0104(12) N6 0.0315(15) 0.0553(18) 0.0544(18) 0.0116(15) -0.0057(13) -0.0093(13) N7 0.0267(14) 0.0548(19) 0.0565(17) -0.0179(14) -0.0021(12) 0.0055(12) N8 0.0334(15) 0.0471(17) 0.0505(16) -0.0129(12) 0.0084(12) 0.0026(12) Ni1 0.0264(3) 0.0326(3) 0.0523(3) -0.00768(17) -0.00144(16) -0.00078(15) O1 0.0432(14) 0.0354(12) 0.0600(15) -0.0145(11) -0.0143(11) 0.0000(10) O2 0.0407(14) 0.0753(18) 0.0433(13) -0.0138(12) -0.0113(11) 0.0138(13) O3 0.0289(12) 0.0430(13) 0.0603(14) -0.0033(11) 0.0115(10) -0.0092(10) O4 0.0347(13) 0.0396(12) 0.0569(14) -0.0118(11) 0.0108(10) -0.0050(10) O5 0.0453(14) 0.0427(13) 0.0468(14) 0.0129(10) -0.0113(11) -0.0132(11) O6 0.0420(13) 0.0465(13) 0.0352(11) 0.0134(10) -0.0031(10) -0.0174(10) O1W 0.0290(16) 0.0465(18) 0.0519(19) 0.000 0.000 0.0036(14) O2W 0.0593(17) 0.0536(16) 0.0473(14) -0.0299(12) 0.0135(12) -0.0123(12) O3W 0.0556(15) 0.0407(13) 0.0447(12) -0.0006(10) -0.0069(11) 0.0027(11) O4W 0.0461(14) 0.0482(14) 0.0449(13) 0.0131(11) -0.0087(11) 0.0116(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 C1 N4 1.335(4) . ? C1 N1 1.339(4) . ? C1 N3 1.365(4) . ? C2 N5 1.314(5) . ? C2 N1 1.339(5) . ? C2 N2 1.393(5) . ? C3 N3 1.310(5) . ? C3 N6 1.324(4) . ? C3 N2 1.367(4) . ? C4 N4 1.448(4) . ? C4 C5 1.524(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9701 . ? C5 O2 1.235(4) . ? C5 O1 1.258(4) . ? C6 N5 1.462(4) . ? C6 C7 1.505(4) . ? C6 H6A 0.9701 . ? C6 H6B 0.9700 . ? C7 O4 1.245(4) . ? C7 O3 1.258(4) . ? C8 N6 1.453(5) . ? C8 C9 1.493(5) . ? C8 H8A 0.9699 . ? C8 H8B 0.9701 . ? C9 O5 1.236(4) . ? C9 O6 1.253(4) . ? C10 N8 1.339(5) . ? C10 C11 1.379(5) . ? C10 H10 0.9302 . ? C11 C12 1.375(5) . ? C11 H11 0.9299 . ? C12 C13 1.368(5) . ? C12 C15 1.509(4) . ? C13 C14 1.376(5) . ? C13 H13 0.9300 . ? C14 N8 1.313(4) . ? C14 H14 0.9300 . ? C15 C16 1.342(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.487(5) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.384(6) . ? C17 C21 1.388(5) . ? C18 C19 1.389(4) . ? C18 H18 0.9302 . ? C19 N7 1.320(5) . ? C19 H19 0.9300 . ? C20 N7 1.349(5) . ? C20 C21 1.364(5) . ? C20 H20 0.9299 . ? C21 H21 0.9299 . ? N4 H4C 0.9599 . ? N5 H5A 0.8600 . ? N6 H6C 0.9597 . ? N7 Ni1 2.103(3) . ? N8 Ni1 2.100(3) 7 ? Ni1 O4 2.013(2) 1_545 ? Ni1 O1 2.037(2) . ? Ni1 O3 2.067(2) 2_565 ? Ni1 N8 2.100(3) 7_556 ? Ni1 O1W 2.1384(19) . ? O3 Ni1 2.067(2) 2_565 ? O4 Ni1 2.013(2) 1_565 ? O5 H5B 0.9300 . ? O1W Ni1 2.1384(19) 2 ? O1W H1WA 0.8500 . ? O2W H2WC 0.8500 . ? O2W H2WB 0.8501 . ? O3W H3WA 0.8499 . ? O3W H3WB 0.8501 . ? O4W H4WD 0.8500 . ? O4W H4WA 0.8500 . ? 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 N4 C1 N1 118.8(3) . . ? N4 C1 N3 114.5(3) . . ? N1 C1 N3 126.7(3) . . ? N5 C2 N1 122.6(3) . . ? N5 C2 N2 115.2(3) . . ? N1 C2 N2 122.2(3) . . ? N3 C3 N6 120.8(3) . . ? N3 C3 N2 123.6(3) . . ? N6 C3 N2 115.6(3) . . ? N4 C4 C5 111.6(3) . . ? N4 C4 H4A 109.8 . . ? C5 C4 H4A 108.8 . . ? N4 C4 H4B 109.1 . . ? C5 C4 H4B 109.6 . . ? H4A C4 H4B 107.9 . . ? O2 C5 O1 125.9(3) . . ? O2 C5 C4 117.1(3) . . ? O1 C5 C4 117.0(3) . . ? N5 C6 C7 114.2(3) . . ? N5 C6 H6A 108.8 . . ? C7 C6 H6A 109.0 . . ? N5 C6 H6B 107.8 . . ? C7 C6 H6B 109.1 . . ? H6A C6 H6B 107.7 . . ? O4 C7 O3 127.2(3) . . ? O4 C7 C6 117.3(3) . . ? O3 C7 C6 115.5(3) . . ? N6 C8 C9 112.4(3) . . ? N6 C8 H8A 109.8 . . ? C9 C8 H8A 110.1 . . ? N6 C8 H8B 108.0 . . ? C9 C8 H8B 108.5 . . ? H8A C8 H8B 107.9 . . ? O5 C9 O6 125.0(3) . . ? O5 C9 C8 118.7(3) . . ? O6 C9 C8 116.3(3) . . ? N8 C10 C11 123.3(3) . . ? N8 C10 H10 118.4 . . ? C11 C10 H10 118.4 . . ? C12 C11 C10 120.6(3) . . ? C12 C11 H11 119.4 . . ? C10 C11 H11 120.0 . . ? C13 C12 C11 115.8(3) . . ? C13 C12 C15 121.4(3) . . ? C11 C12 C15 122.8(3) . . ? C12 C13 C14 120.3(3) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 120.0 . . ? N8 C14 C13 124.6(3) . . ? N8 C14 H14 117.8 . . ? C13 C14 H14 117.6 . . ? C16 C15 C12 120.3(3) . . ? C16 C15 H15A 107.3 . . ? C12 C15 H15A 107.3 . . ? C16 C15 H15B 107.3 . . ? C12 C15 H15B 107.3 . . ? H15A C15 H15B 106.9 . . ? C15 C16 C17 121.4(4) . . ? C15 C16 H16A 107.0 . . ? C17 C16 H16A 107.0 . . ? C15 C16 H16B 107.0 . . ? C17 C16 H16B 107.0 . . ? H16A C16 H16B 106.7 . . ? C18 C17 C21 114.6(3) . . ? C18 C17 C16 123.6(4) . . ? C21 C17 C16 121.7(4) . . ? C17 C18 C19 121.3(3) . . ? C17 C18 H18 118.4 . . ? C19 C18 H18 120.4 . . ? N7 C19 C18 122.6(3) . . ? N7 C19 H19 118.8 . . ? C18 C19 H19 118.6 . . ? N7 C20 C21 122.4(3) . . ? N7 C20 H20 118.9 . . ? C21 C20 H20 118.6 . . ? C20 C21 C17 121.8(3) . . ? C20 C21 H21 119.4 . . ? C17 C21 H21 118.8 . . ? C1 N1 C2 115.2(3) . . ? C3 N2 C2 116.8(3) . . ? C3 N3 C1 115.2(3) . . ? C1 N4 C4 121.8(3) . . ? C1 N4 H4C 119.4 . . ? C4 N4 H4C 118.8 . . ? C2 N5 C6 123.1(3) . . ? C2 N5 H5A 118.5 . . ? C6 N5 H5A 118.5 . . ? C3 N6 C8 122.6(3) . . ? C3 N6 H6C 119.2 . . ? C8 N6 H6C 118.2 . . ? C19 N7 C20 117.2(3) . . ? C19 N7 Ni1 122.7(2) . . ? C20 N7 Ni1 119.9(2) . . ? C14 N8 C10 115.5(3) . . ? C14 N8 Ni1 123.9(2) . 7 ? C10 N8 Ni1 120.3(2) . 7 ? O4 Ni1 O1 174.93(11) 1_545 . ? O4 Ni1 O3 97.84(10) 1_545 2_565 ? O1 Ni1 O3 87.15(10) . 2_565 ? O4 Ni1 N8 87.13(11) 1_545 7_556 ? O1 Ni1 N8 87.99(11) . 7_556 ? O3 Ni1 N8 172.21(11) 2_565 7_556 ? O4 Ni1 N7 89.49(11) 1_545 . ? O1 Ni1 N7 91.79(11) . . ? O3 Ni1 N7 85.09(11) 2_565 . ? N8 Ni1 N7 88.97(12) 7_556 . ? O4 Ni1 O1W 87.74(8) 1_545 . ? O1 Ni1 O1W 91.36(8) . . ? O3 Ni1 O1W 90.84(9) 2_565 . ? N8 Ni1 O1W 95.37(11) 7_556 . ? N7 Ni1 O1W 174.72(12) . . ? C5 O1 Ni1 130.0(2) . . ? C7 O3 Ni1 130.6(2) . 2_565 ? C7 O4 Ni1 130.1(2) . 1_565 ? C9 O5 H5B 120.0 . . ? Ni1 O1W Ni1 114.81(15) . 2 ? Ni1 O1W H1WA 109.5 . . ? Ni1 O1W H1WA 107.2 2 . ? H2WC O2W H2WB 109.8 . . ? H3WA O3W H3WB 109.5 . . ? H4WD O4W H4WA 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.521 _refine_diff_density_min -0.852 _refine_diff_density_rms 0.066 # Attachment '653054.cif' data_260617b _database_code_depnum_ccdc_archive 'CCDC 653054' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H46 Co2 N16 O13, 6(H2 O)' _chemical_formula_sum 'C42 H58 Co2 N16 O19' _chemical_formula_weight 1208.90 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 Orthogonal _symmetry_space_group_name_H-M 'P c c a' _symmetry_space_group_name_Hall '-P 2a 2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x, y, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x, -y, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 29.1836(17) _cell_length_b 10.0604(6) _cell_length_c 18.1377(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5325.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 4428 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 24.46 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.508 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2512 _exptl_absorpt_coefficient_mu 0.711 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8149 _exptl_absorpt_correction_T_max 0.8478 _exptl_absorpt_process_details '(SADABS; Bruker, 2000)' _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 'Bruker Smart Apex CCD' _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 27677 _diffrn_reflns_av_R_equivalents 0.0692 _diffrn_reflns_av_sigmaI/netI 0.0553 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5242 _reflns_number_gt 3884 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0993P)^2^+0.6157P] 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 5242 _refine_ls_number_parameters 357 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0874 _refine_ls_R_factor_gt 0.0643 _refine_ls_wR_factor_ref 0.1690 _refine_ls_wR_factor_gt 0.1601 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 0.86959(13) 0.5203(4) 0.2073(2) 0.0393(9) Uani 1 1 d . . . C2 C 0.85391(14) 0.4209(4) 0.0990(2) 0.0406(9) Uani 1 1 d . . . C3 C 0.92909(12) 0.4955(4) 0.1294(2) 0.0383(8) Uani 1 1 d . . . C4 C 0.80796(14) 0.5912(4) 0.2911(2) 0.0458(9) Uani 1 1 d . . . H4A H 0.8040 0.5955 0.3441 0.055 Uiso 1 1 calc R . . H4B H 0.7892 0.5188 0.2727 0.055 Uiso 1 1 calc R . . C5 C 0.79192(13) 0.7183(4) 0.2577(2) 0.0439(9) Uani 1 1 d . . . C6 C 0.77892(13) 0.3394(4) 0.0614(2) 0.0401(8) Uani 1 1 d . . . H6A H 0.7629 0.3558 0.0154 0.048 Uiso 1 1 calc R . . H6B H 0.7656 0.3970 0.0986 0.048 Uiso 1 1 calc R . . C7 C 0.77135(12) 0.1956(4) 0.0839(2) 0.0371(8) Uani 1 1 d . . . C8 C 1.00392(14) 0.5936(5) 0.1473(2) 0.0504(10) Uani 1 1 d . . . H8A H 1.0153 0.5432 0.1891 0.061 Uiso 1 1 calc R . . H8B H 0.9883 0.6714 0.1664 0.061 Uiso 1 1 calc R . . C9 C 1.04362(14) 0.6377(5) 0.1013(2) 0.0493(10) Uani 1 1 d . . . C10 C 0.89639(14) 0.9610(4) 0.2491(2) 0.0456(10) Uani 1 1 d . . . H10 H 0.8983 0.8720 0.2355 0.055 Uiso 1 1 calc R . . C11 C 0.93150(15) 1.0174(5) 0.2906(2) 0.0514(10) Uani 1 1 d . . . H11 H 0.9567 0.9659 0.3036 0.062 Uiso 1 1 calc R . . C12 C 0.92953(15) 1.1506(4) 0.3133(2) 0.0487(10) Uani 1 1 d . . . C13 C 0.89200(13) 1.2171(4) 0.2928(2) 0.0425(9) Uani 1 1 d . . . H13 H 0.8885 1.3051 0.3075 0.051 Uiso 1 1 calc R . . C14 C 0.85855(16) 1.1589(5) 0.2506(2) 0.0504(10) Uani 1 1 d . . . H14 H 0.8336 1.2107 0.2368 0.060 Uiso 1 1 calc R . . C15 C 0.96775(14) 1.2125(4) 0.3575(2) 0.0465(10) Uani 1 1 d . . . H15A H 0.9958 1.2044 0.3291 0.056 Uiso 1 1 calc R . . H15B H 0.9612 1.3067 0.3623 0.056 Uiso 1 1 calc R . . H20 H 0.8876 0.9166 0.5694 0.056 Uiso 1 1 d R . . H21 H 0.9423 0.9518 0.4833 0.056 Uiso 1 1 d R . . C16 C 0.97624(14) 1.1628(4) 0.4277(2) 0.0483(10) Uani 1 1 d . . . H16A H 0.9980 1.2220 0.4514 0.058 Uiso 1 1 calc R . . H16B H 0.9914 1.0776 0.4219 0.058 Uiso 1 1 calc R . . C17 C 0.93737(14) 1.1436(4) 0.4793(2) 0.0469(10) Uani 1 1 d . . . C18 C 0.90852(12) 1.2451(4) 0.50424(19) 0.0401(9) Uani 1 1 d . . . H18 H 0.9127 1.3314 0.4872 0.048 Uiso 1 1 calc R . . C19 C 0.87350(14) 1.2184(4) 0.5545(2) 0.0476(10) Uani 1 1 d . . . H19 H 0.8552 1.2878 0.5713 0.057 Uiso 1 1 calc R . . C20 C 0.89254(13) 0.9999(4) 0.5526(2) 0.0445(9) Uani 1 1 d . . . C21 C 0.92639(15) 1.0198(4) 0.5027(2) 0.0475(10) Uani 1 1 d . . . Co1 Co 0.810030(17) 0.94832(5) 0.15349(3) 0.03832(18) Uani 1 1 d . . . N1 N 0.91515(11) 0.5350(3) 0.19372(19) 0.0426(8) Uani 1 1 d . . . N2 N 0.83821(11) 0.4654(3) 0.16241(18) 0.0414(8) Uani 1 1 d . . . N3 N 0.90010(11) 0.4302(3) 0.08028(18) 0.0424(8) Uani 1 1 d . . . N4 N 0.85571(11) 0.5636(3) 0.27464(19) 0.0432(8) Uani 1 1 d . . . H4C H 0.8759 0.5751 0.3086 0.052 Uiso 1 1 calc R . . N5 N 0.82588(11) 0.3731(3) 0.05234(18) 0.0420(8) Uani 1 1 d . . . H5D H 0.8369 0.3590 0.0091 0.050 Uiso 1 1 calc R . . N6 N 0.97153(11) 0.5130(3) 0.10725(18) 0.0409(7) Uani 1 1 d . . . H6C H 0.9803 0.4748 0.0673 0.049 Uiso 1 1 calc R . . N7 N 0.85956(11) 1.0335(3) 0.22820(18) 0.0425(8) Uani 1 1 d . . . N8 N 0.86579(11) 1.0970(3) 0.57848(17) 0.0409(7) Uani 1 1 d . . . O1 O 0.81720(9) 0.7737(3) 0.21165(15) 0.0429(6) Uani 1 1 d . . . O2 O 0.75330(10) 0.7602(3) 0.27849(15) 0.0540(8) Uani 1 1 d . . . O3 O 0.73123(8) 0.1555(3) 0.07883(14) 0.0394(6) Uani 1 1 d . . . O4 O 0.80539(8) 0.1322(3) 0.10709(14) 0.0374(6) Uani 1 1 d . . . O5 O 1.04575(10) 0.5944(3) 0.03694(15) 0.0476(7) Uani 1 1 d . . . H5A H 1.0707 0.6164 0.0076 0.057 Uiso 1 1 d R . . O6 O 1.07244(9) 0.7082(3) 0.13237(15) 0.0457(7) Uani 1 1 d . . . O1W O 0.7500 1.0000 0.2204(2) 0.0426(8) Uani 1 2 d S . . H1WA H 0.7427 0.9342 0.2474 0.064 Uiso 1 1 d R . . O2W O 0.84758(9) 0.7881(3) 0.42098(14) 0.0431(6) Uani 1 1 d . . . H2WA H 0.8573 0.8539 0.3960 0.052 Uiso 1 1 d R . . H2WC H 0.8584 0.7165 0.4032 0.052 Uiso 1 1 d R . . O3W O 0.70211(10) 0.9636(3) 0.43232(15) 0.0461(7) Uani 1 1 d . . . H3WB H 0.6933 0.9536 0.4767 0.055 Uiso 1 1 d R . . H3WC H 0.7069 1.0456 0.4239 0.055 Uiso 1 1 d R . . O4W O 0.70414(9) 0.6796(3) 0.40304(14) 0.0469(7) Uani 1 1 d . . . H4WD H 0.7192 0.7025 0.3650 0.056 Uiso 1 1 d R . . H4WA H 0.6791 0.7226 0.4046 0.056 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.041(2) 0.0311(19) 0.046(2) 0.0085(16) 0.0041(17) 0.0029(15) C2 0.041(2) 0.0263(18) 0.054(2) 0.0089(16) -0.0052(18) -0.0053(15) C3 0.0314(19) 0.0369(19) 0.046(2) 0.0032(16) -0.0038(15) 0.0007(15) C4 0.044(2) 0.046(2) 0.047(2) 0.0108(18) 0.0112(18) -0.0112(17) C5 0.0319(18) 0.048(2) 0.052(2) 0.0067(18) -0.0005(17) -0.0017(17) C6 0.041(2) 0.037(2) 0.0423(19) 0.0077(16) -0.0071(17) -0.0032(15) C7 0.0336(19) 0.037(2) 0.0411(19) -0.0028(15) -0.0040(16) -0.0009(15) C8 0.038(2) 0.067(3) 0.046(2) -0.0087(19) -0.0024(18) -0.0077(19) C9 0.045(2) 0.055(3) 0.048(2) -0.0019(19) -0.0037(19) -0.0099(19) C10 0.047(2) 0.046(2) 0.044(2) -0.0162(17) 0.0095(19) 0.0107(17) C11 0.049(2) 0.057(3) 0.048(2) 0.016(2) -0.0127(19) 0.003(2) C12 0.050(2) 0.045(2) 0.051(2) 0.0171(19) -0.0020(19) -0.0162(19) C13 0.045(2) 0.044(2) 0.0384(19) -0.0066(16) 0.0145(17) -0.0129(17) C14 0.059(3) 0.050(2) 0.043(2) 0.0041(19) -0.0117(19) -0.006(2) C15 0.043(2) 0.051(2) 0.046(2) 0.0125(18) -0.0115(17) -0.0211(18) C16 0.046(2) 0.052(2) 0.047(2) -0.0144(18) 0.0141(18) -0.0177(18) C17 0.049(2) 0.049(2) 0.043(2) -0.0188(18) 0.0125(18) -0.0183(18) C18 0.0364(19) 0.051(2) 0.0328(17) 0.0146(16) -0.0111(14) -0.0153(16) C19 0.046(2) 0.051(2) 0.047(2) -0.0141(18) 0.0214(18) -0.0110(18) C20 0.038(2) 0.049(2) 0.047(2) 0.0103(19) -0.0007(17) 0.0090(17) C21 0.050(2) 0.046(2) 0.047(2) -0.0155(18) 0.0075(19) -0.0071(18) Co1 0.0280(3) 0.0343(3) 0.0527(3) 0.0072(2) 0.0011(2) -0.00099(19) N1 0.0359(17) 0.0434(19) 0.0485(19) -0.0042(14) 0.0044(14) -0.0015(14) N2 0.0386(17) 0.0381(17) 0.0474(19) 0.0052(14) -0.0009(15) -0.0079(13) N3 0.0346(17) 0.0433(19) 0.0491(18) -0.0035(14) 0.0000(14) -0.0092(13) N4 0.0355(17) 0.0456(19) 0.0485(19) 0.0062(15) 0.0051(14) 0.0023(14) N5 0.0424(17) 0.0408(18) 0.0428(18) 0.0075(14) -0.0088(15) -0.0133(14) N6 0.0388(17) 0.0406(17) 0.0434(19) -0.0056(15) 0.0031(14) -0.0058(14) N7 0.0364(17) 0.051(2) 0.0405(18) 0.0109(15) -0.0058(14) -0.0034(14) N8 0.0355(16) 0.051(2) 0.0366(16) -0.0125(14) 0.0058(13) -0.0016(14) O1 0.0401(14) 0.0429(15) 0.0457(15) 0.0177(12) 0.0128(12) 0.0019(11) O2 0.0420(15) 0.076(2) 0.0438(15) 0.0152(14) 0.0130(13) 0.0157(15) O3 0.0293(13) 0.0439(15) 0.0450(15) 0.0054(11) -0.0087(10) -0.0097(10) O4 0.0298(12) 0.0406(14) 0.0417(14) 0.0147(11) -0.0040(10) -0.0017(10) O5 0.0475(16) 0.0475(16) 0.0476(16) -0.0145(12) 0.0139(13) -0.0134(12) O6 0.0448(16) 0.0510(17) 0.0414(14) -0.0143(12) 0.0025(12) -0.0160(13) O1W 0.0350(19) 0.039(2) 0.054(2) 0.000 0.000 0.0024(16) O2W 0.0428(14) 0.0441(15) 0.0425(14) -0.0016(11) 0.0050(11) -0.0017(12) O3W 0.0531(17) 0.0453(16) 0.0399(15) 0.0097(12) 0.0035(12) -0.0159(12) O4W 0.0434(15) 0.0546(17) 0.0426(15) -0.0114(12) 0.0163(12) 0.0070(12) _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 N2 1.344(5) . ? C1 N4 1.358(5) . ? C1 N1 1.360(5) . ? C2 N5 1.272(5) . ? C2 N2 1.316(5) . ? C2 N3 1.393(5) . ? C3 N1 1.298(5) . ? C3 N6 1.314(5) . ? C3 N3 1.393(5) . ? C4 N4 1.452(5) . ? C4 C5 1.491(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O1 1.246(5) . ? C5 O2 1.261(5) . ? C6 N5 1.421(5) . ? C6 C7 1.519(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O3 1.242(4) . ? C7 O4 1.253(4) . ? C8 N6 1.442(5) . ? C8 C9 1.495(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O6 1.236(5) . ? C9 O5 1.248(5) . ? C10 N7 1.353(5) . ? C10 C11 1.393(6) . ? C10 H10 0.9300 . ? C11 C12 1.402(7) . ? C11 H11 0.9300 . ? C12 C13 1.336(6) . ? C12 C15 1.509(6) . ? C13 C14 1.372(6) . ? C13 H13 0.9300 . ? C14 N7 1.326(6) . ? C14 H14 0.9300 . ? C15 C16 1.390(6) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.483(5) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C21 1.355(6) . ? C17 C18 1.399(6) . ? C18 C19 1.395(5) . ? C18 H18 0.9300 . ? C19 N8 1.316(6) . ? C19 H19 0.9300 . ? C20 N8 1.336(5) . ? C20 C21 1.355(6) . ? C20 H20 0.9041 . ? C21 H21 0.8979 . ? Co1 O4 2.037(2) 1_565 ? Co1 O1 2.060(3) . ? Co1 O3 2.092(2) 2_665 ? Co1 N7 2.159(3) . ? Co1 N8 2.170(3) 7_575 ? Co1 O1W 2.194(2) . ? N4 H4C 0.8600 . ? N5 H5D 0.8600 . ? N6 H6C 0.8600 . ? N8 Co1 2.170(3) 7_576 ? O3 Co1 2.092(2) 2_665 ? O4 Co1 2.037(2) 1_545 ? O5 H5A 0.9300 . ? O1W Co1 2.194(2) 2_675 ? O1W H1WA 0.8499 . ? O2W H2WA 0.8499 . ? O2W H2WC 0.8500 . ? O3W H3WB 0.8501 . ? O3W H3WC 0.8500 . ? O4W H4WD 0.8500 . ? O4W H4WA 0.8499 . ? 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 N2 C1 N4 118.3(3) . . ? N2 C1 N1 126.9(4) . . ? N4 C1 N1 114.8(4) . . ? N5 C2 N2 119.1(4) . . ? N5 C2 N3 119.0(4) . . ? N2 C2 N3 121.8(3) . . ? N1 C3 N6 122.0(4) . . ? N1 C3 N3 121.9(3) . . ? N6 C3 N3 116.1(4) . . ? N4 C4 C5 112.4(3) . . ? N4 C4 H4A 109.1 . . ? C5 C4 H4A 109.1 . . ? N4 C4 H4B 109.1 . . ? C5 C4 H4B 109.1 . . ? H4A C4 H4B 107.8 . . ? O1 C5 O2 125.5(4) . . ? O1 C5 C4 118.1(3) . . ? O2 C5 C4 116.5(3) . . ? N5 C6 C7 113.5(3) . . ? N5 C6 H6A 108.9 . . ? C7 C6 H6A 108.9 . . ? N5 C6 H6B 108.9 . . ? C7 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? O3 C7 O4 127.3(4) . . ? O3 C7 C6 115.3(3) . . ? O4 C7 C6 117.4(3) . . ? N6 C8 C9 113.2(3) . . ? N6 C8 H8A 108.9 . . ? C9 C8 H8A 108.9 . . ? N6 C8 H8B 108.9 . . ? C9 C8 H8B 108.9 . . ? H8A C8 H8B 107.8 . . ? O6 C9 O5 126.3(4) . . ? O6 C9 C8 116.3(4) . . ? O5 C9 C8 117.2(4) . . ? N7 C10 C11 121.0(4) . . ? N7 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C12 121.2(4) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C13 C12 C11 115.5(4) . . ? C13 C12 C15 123.1(4) . . ? C11 C12 C15 121.3(4) . . ? C12 C13 C14 121.6(4) . . ? C12 C13 H13 119.2 . . ? C14 C13 H13 119.2 . . ? N7 C14 C13 124.1(4) . . ? N7 C14 H14 117.9 . . ? C13 C14 H14 117.9 . . ? C16 C15 C12 118.1(3) . . ? C16 C15 H15A 107.8 . . ? C12 C15 H15A 107.8 . . ? C16 C15 H15B 107.8 . . ? C12 C15 H15B 107.8 . . ? H15A C15 H15B 107.1 . . ? C15 C16 C17 119.2(4) . . ? C15 C16 H16A 107.5 . . ? C17 C16 H16A 107.5 . . ? C15 C16 H16B 107.5 . . ? C17 C16 H16B 107.5 . . ? H16A C16 H16B 107.0 . . ? C21 C17 C18 115.3(4) . . ? C21 C17 C16 119.9(4) . . ? C18 C17 C16 124.7(4) . . ? C19 C18 C17 120.8(4) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? N8 C19 C18 121.3(4) . . ? N8 C19 H19 119.3 . . ? C18 C19 H19 119.3 . . ? N8 C20 C21 123.6(4) . . ? N8 C20 H20 117.7 . . ? C21 C20 H20 118.7 . . ? C17 C21 C20 121.1(4) . . ? C17 C21 H21 117.1 . . ? C20 C21 H21 121.7 . . ? O4 Co1 O1 173.19(11) 1_565 . ? O4 Co1 O3 98.50(10) 1_565 2_665 ? O1 Co1 O3 87.94(11) . 2_665 ? O4 Co1 N7 86.74(11) 1_565 . ? O1 Co1 N7 87.09(12) . . ? O3 Co1 N7 171.96(12) 2_665 . ? O4 Co1 N8 88.96(11) 1_565 7_575 ? O1 Co1 N8 93.76(11) . 7_575 ? O3 Co1 N8 85.46(11) 2_665 7_575 ? N7 Co1 N8 88.56(13) . 7_575 ? O4 Co1 O1W 87.73(8) 1_565 . ? O1 Co1 O1W 89.99(9) . . ? O3 Co1 O1W 90.97(9) 2_665 . ? N7 Co1 O1W 95.35(12) . . ? N8 Co1 O1W 174.72(12) 7_575 . ? C3 N1 C1 115.8(3) . . ? C2 N2 C1 115.6(3) . . ? C2 N3 C3 117.6(3) . . ? C1 N4 C4 122.2(4) . . ? C1 N4 H4C 118.9 . . ? C4 N4 H4C 118.9 . . ? C2 N5 C6 129.3(4) . . ? C2 N5 H5D 115.3 . . ? C6 N5 H5D 115.3 . . ? C3 N6 C8 122.6(3) . . ? C3 N6 H6C 118.7 . . ? C8 N6 H6C 118.7 . . ? C14 N7 C10 116.4(3) . . ? C14 N7 Co1 123.7(3) . . ? C10 N7 Co1 119.6(3) . . ? C19 N8 C20 117.5(3) . . ? C19 N8 Co1 122.1(3) . 7_576 ? C20 N8 Co1 120.3(3) . 7_576 ? C5 O1 Co1 131.7(3) . . ? C7 O3 Co1 131.1(2) . 2_665 ? C7 O4 Co1 130.8(2) . 1_545 ? C9 O5 H5A 119.5 . . ? Co1 O1W Co1 112.80(17) 2_675 . ? Co1 O1W H1WA 107.6 2_675 . ? Co1 O1W H1WA 109.5 . . ? H2WA O2W H2WC 109.5 . . ? H3WB O3W H3WC 109.5 . . ? H4WD O4W H4WA 109.5 . . ? 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 O4W H4WD O2 0.85 1.95 2.796(4) 178.4 . O3W H3WB O3 0.85 2.42 3.036(4) 129.8 7_566 O3W H3WC O2W 0.85 2.31 2.895(4) 126.5 2_675 O3W H3WB N8 0.85 2.58 3.366(4) 154.5 2_675 O5 H5A N3 0.93 1.87 2.661(4) 141.9 5_765 N6 H6C O5 0.86 2.15 2.874(4) 141.2 5_765 N5 H5D O2W 0.86 2.20 2.951(4) 145.7 7_565 O2W H2WC O6 0.85 2.12 2.651(4) 120.1 3_755 N4 H4C O6 0.86 2.28 3.059(5) 150.1 3_755 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.331 _refine_diff_density_min -0.625 _refine_diff_density_rms 0.071 # Attachment '653055.cif' data_260624a _database_code_depnum_ccdc_archive 'CCDC 653055' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C42 H42 Co3 N16 O12), H4 O2, H4 O2' _chemical_formula_sum 'C84 H92 Co6 N32 O28' _chemical_formula_weight 2351.48 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 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.473(2) _cell_length_b 17.597(4) _cell_length_c 14.503(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.452(3) _cell_angle_gamma 90.00 _cell_volume 2563.6(9) _cell_formula_units_Z 1 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 4013 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 24.72 _exptl_crystal_description block _exptl_crystal_colour dark-purple _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.523 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1206 _exptl_absorpt_coefficient_mu 1.038 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7458 _exptl_absorpt_correction_T_max 0.8037 _exptl_absorpt_process_details '(SADABS; Bruker, 2000)' _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 'Bruker Smart Apex CCD' _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 13814 _diffrn_reflns_av_R_equivalents 0.0404 _diffrn_reflns_av_sigmaI/netI 0.0761 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4999 _reflns_number_gt 3371 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.04P)^2^+0.99P] 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 4999 _refine_ls_number_parameters 349 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0840 _refine_ls_R_factor_gt 0.0560 _refine_ls_wR_factor_ref 0.1146 _refine_ls_wR_factor_gt 0.1101 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _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 0.5307(4) 0.6867(2) 0.3258(3) 0.0388(9) Uani 1 1 d . . . C2 C 0.5274(4) 0.7061(2) 0.1733(3) 0.0409(9) Uani 1 1 d . . . C3 C 0.3476(4) 0.7416(2) 0.2264(3) 0.0456(10) Uani 1 1 d . . . C4 C 0.7212(4) 0.6208(2) 0.4296(3) 0.0493(10) Uani 1 1 d . . . H4A H 0.7777 0.6501 0.4002 0.059 Uiso 1 1 calc R . . H4B H 0.7655 0.6180 0.4980 0.059 Uiso 1 1 calc R . . C5 C 0.7081(4) 0.5448(2) 0.3903(3) 0.0376(8) Uani 1 1 d . . . C6 C 0.5520(4) 0.7494(2) 0.0201(3) 0.0463(10) Uani 1 1 d . . . H6A H 0.4565 0.7479 -0.0093 0.056 Uiso 1 1 calc R . . H6B H 0.5950 0.7311 -0.0267 0.056 Uiso 1 1 calc R . . C7 C 0.5947(4) 0.8309(2) 0.0469(3) 0.0425(9) Uani 1 1 d . . . C8 C 0.1454(4) 0.8039(2) 0.1372(3) 0.0497(10) Uani 1 1 d . . . H8A H 0.1171 0.7665 0.0863 0.060 Uiso 1 1 calc R . . H8B H 0.1935 0.8437 0.1150 0.060 Uiso 1 1 calc R . . C9 C 0.0300(4) 0.8357(2) 0.1601(3) 0.0429(10) Uani 1 1 d . . . C10 C 0.7408(4) 0.3709(2) 0.1428(3) 0.0430(9) Uani 1 1 d . . . H10 H 0.7467 0.3234 0.1718 0.052 Uiso 1 1 calc R . . C11 C 0.7660(4) 0.3759(2) 0.0553(3) 0.0478(10) Uani 1 1 d . . . H11 H 0.7862 0.3324 0.0258 0.057 Uiso 1 1 calc R . . C12 C 0.7613(4) 0.4439(2) 0.0122(3) 0.0474(10) Uani 1 1 d . . . C13 C 0.7253(4) 0.5063(2) 0.0581(3) 0.0473(10) Uani 1 1 d . . . H13 H 0.7189 0.5542 0.0302 0.057 Uiso 1 1 calc R . . C14 C 0.6988(4) 0.4967(2) 0.1462(3) 0.0491(10) Uani 1 1 d . . . H14 H 0.6737 0.5387 0.1757 0.059 Uiso 1 1 calc R . . C15 C 0.7996(4) 0.4502(2) -0.0809(3) 0.0445(10) Uani 1 1 d . . . H15A H 0.8952 0.4575 -0.0648 0.053 Uiso 1 1 calc R . . H15B H 0.7795 0.4022 -0.1147 0.053 Uiso 1 1 calc R . . C16 C 0.7355(4) 0.5110(2) -0.1470(3) 0.0389(9) Uani 1 1 d . . . H16A H 0.7512 0.5596 -0.1142 0.047 Uiso 1 1 calc R . . H16B H 0.6402 0.5024 -0.1689 0.047 Uiso 1 1 calc R . . C17 C 0.7923(4) 0.5120(2) -0.2327(3) 0.0427(9) Uani 1 1 d . . . C18 C 0.9031(4) 0.5558(2) -0.2332(3) 0.0449(10) Uani 1 1 d . . . H18 H 0.9422 0.5869 -0.1810 0.054 Uiso 1 1 calc R . . C19 C 0.9551(4) 0.5534(2) -0.3103(3) 0.0440(9) Uani 1 1 d . . . H19 H 1.0282 0.5838 -0.3091 0.053 Uiso 1 1 calc R . . C20 C 0.7978(4) 0.4684(2) -0.3871(3) 0.0482(10) Uani 1 1 d . . . H20 H 0.7605 0.4379 -0.4403 0.058 Uiso 1 1 calc R . . C21 C 0.7400(4) 0.4690(2) -0.3133(3) 0.0529(11) Uani 1 1 d . . . H21 H 0.6643 0.4399 -0.3180 0.063 Uiso 1 1 calc R . . Co1 Co 1.0000 0.5000 -0.5000 0.0411(2) Uani 1 2 d S . . Co2 Co 0.66962(5) 0.41303(3) 0.31966(4) 0.03976(16) Uani 1 1 d . . . N1 N 0.5955(3) 0.67908(19) 0.2600(2) 0.0457(8) Uani 1 1 d . . . N2 N 0.4058(3) 0.73863(18) 0.1530(2) 0.0449(8) Uani 1 1 d . . . N3 N 0.4096(3) 0.71792(19) 0.3131(3) 0.0483(8) Uani 1 1 d . . . N4 N 0.5924(3) 0.6619(2) 0.4152(2) 0.0484(8) Uani 1 1 d . . . H4C H 0.5350 0.6313 0.4334 0.058 Uiso 1 1 d R . . N5 N 0.5863(3) 0.69988(17) 0.1035(2) 0.0378(7) Uani 1 1 d . . . H5A H 0.6491 0.6640 0.1081 0.045 Uiso 1 1 d R . . N6 N 0.2260(3) 0.77056(18) 0.2175(3) 0.0468(8) Uani 1 1 d . . . H6C H 0.1964 0.7679 0.2670 0.056 Uiso 1 1 calc R . . N7 N 0.7081(3) 0.43046(19) 0.1890(2) 0.0405(7) Uani 1 1 d . . . N8 N 0.9050(3) 0.50957(16) -0.3863(2) 0.0346(7) Uani 1 1 d . . . O1 O 0.8150(3) 0.50935(15) 0.39575(19) 0.0456(7) Uani 1 1 d . . . O2 O 0.5996(2) 0.51522(13) 0.34953(18) 0.0352(6) Uani 1 1 d . . . O3 O 0.6953(3) 0.83801(15) 0.1173(2) 0.0502(7) Uani 1 1 d . . . O4 O 0.5291(2) 0.88235(14) -0.00388(18) 0.0396(6) Uani 1 1 d . . . O5 O -0.0321(3) 0.85763(15) 0.0807(2) 0.0450(7) Uani 1 1 d . . . O6 O -0.0098(3) 0.84922(15) 0.23254(19) 0.0451(7) Uani 1 1 d . . . O1W O 0.1397(5) 0.3050(3) 0.0179(4) 0.0423(13) Uani 0.50 1 d P . . H1WA H 0.0991 0.3181 -0.0393 0.051 Uiso 0.50 1 d PR . . H1WB H 0.0840 0.2877 0.0453 0.051 Uiso 0.50 1 d PR . . O2W O 0.6038(5) 0.1682(3) 0.2723(4) 0.0502(14) Uani 0.50 1 d P . . H2WA H 0.6022 0.1205 0.2625 0.060 Uiso 0.50 1 d PR . . H2WB H 0.6732 0.1871 0.2620 0.060 Uiso 0.50 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 C1 0.040(2) 0.035(2) 0.043(2) 0.0235(17) 0.0140(17) 0.0045(15) C2 0.0352(19) 0.041(2) 0.037(2) -0.0092(18) -0.0045(16) 0.0080(16) C3 0.032(2) 0.049(2) 0.049(2) -0.014(2) -0.0009(18) 0.0067(17) C4 0.040(2) 0.050(2) 0.054(3) 0.010(2) 0.0092(19) 0.0139(18) C5 0.0326(19) 0.045(2) 0.0341(19) -0.0083(17) 0.0070(16) 0.0071(16) C6 0.056(2) 0.041(2) 0.037(2) -0.0054(18) 0.0068(19) 0.0024(18) C7 0.046(2) 0.041(2) 0.037(2) 0.0017(18) 0.0065(18) -0.0018(17) C8 0.045(2) 0.048(2) 0.053(3) -0.017(2) 0.009(2) -0.0119(18) C9 0.038(2) 0.041(2) 0.050(3) -0.0207(19) 0.0129(19) 0.0053(16) C10 0.045(2) 0.047(2) 0.039(2) 0.0129(19) 0.0154(18) 0.0127(17) C11 0.053(2) 0.048(2) 0.045(2) -0.015(2) 0.0178(19) -0.0116(19) C12 0.051(2) 0.046(2) 0.047(2) 0.0060(19) 0.016(2) 0.0132(18) C13 0.053(2) 0.044(2) 0.045(2) -0.0070(19) 0.015(2) -0.0153(19) C14 0.053(3) 0.041(2) 0.057(3) -0.017(2) 0.022(2) 0.0027(18) C15 0.057(2) 0.049(2) 0.033(2) 0.0125(18) 0.0223(18) 0.0174(19) C16 0.038(2) 0.045(2) 0.036(2) 0.0127(17) 0.0157(16) 0.0202(16) C17 0.040(2) 0.043(2) 0.046(2) 0.0021(18) 0.0135(18) 0.0034(17) C18 0.058(3) 0.039(2) 0.039(2) -0.0102(18) 0.0152(19) -0.0006(18) C19 0.042(2) 0.058(3) 0.035(2) -0.0033(19) 0.0156(17) -0.0137(18) C20 0.048(2) 0.055(3) 0.040(2) -0.008(2) 0.0097(19) -0.0114(19) C21 0.053(3) 0.049(2) 0.053(3) -0.004(2) 0.010(2) -0.013(2) Co1 0.0444(4) 0.0349(4) 0.0421(4) -0.0017(3) 0.0091(3) 0.0037(3) Co2 0.0333(3) 0.0520(3) 0.0328(3) 0.0023(2) 0.0074(2) -0.0084(2) N1 0.0457(19) 0.0465(19) 0.0411(19) 0.0144(15) 0.0060(15) 0.0087(15) N2 0.0415(18) 0.0398(18) 0.0444(19) 0.0153(16) -0.0027(15) -0.0034(14) N3 0.0463(18) 0.049(2) 0.052(2) -0.0135(17) 0.0186(17) 0.0140(16) N4 0.0466(18) 0.051(2) 0.050(2) 0.0145(17) 0.0166(16) 0.0116(15) N5 0.0382(16) 0.0330(16) 0.0333(17) -0.0123(14) -0.0047(14) -0.0019(13) N6 0.0461(18) 0.0437(19) 0.049(2) -0.0125(16) 0.0105(16) 0.0063(15) N7 0.0420(17) 0.047(2) 0.0319(16) 0.0020(15) 0.0100(14) -0.0045(14) N8 0.0319(15) 0.0358(16) 0.0376(17) -0.0006(14) 0.0124(13) 0.0008(13) O1 0.0412(15) 0.0503(16) 0.0390(15) -0.0007(13) 0.0010(12) 0.0084(12) O2 0.0311(13) 0.0340(13) 0.0433(14) 0.0066(11) 0.0154(11) -0.0006(10) O3 0.0437(15) 0.0466(16) 0.0531(18) -0.0002(14) 0.0019(14) 0.0023(12) O4 0.0429(14) 0.0375(14) 0.0387(14) 0.0027(12) 0.0118(12) -0.0002(11) O5 0.0426(15) 0.0489(16) 0.0447(17) -0.0105(13) 0.0142(13) -0.0151(12) O6 0.0483(15) 0.0462(16) 0.0437(16) -0.0053(13) 0.0178(13) 0.0142(12) O1W 0.045(3) 0.044(3) 0.041(3) 0.016(2) 0.017(2) 0.016(2) O2W 0.041(3) 0.054(3) 0.057(4) 0.014(3) 0.017(3) 0.013(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.324(5) . ? C1 N3 1.347(5) . ? C1 N4 1.347(5) . ? C2 N5 1.331(5) . ? C2 N1 1.345(5) . ? C2 N2 1.351(5) . ? C3 N3 1.308(5) . ? C3 N6 1.343(5) . ? C3 N2 1.370(5) . ? C4 C5 1.446(6) . ? C4 N4 1.493(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O2 1.237(4) . ? C5 O1 1.263(4) . ? C6 N5 1.450(5) . ? C6 C7 1.519(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O4 1.244(4) . ? C7 O3 1.248(4) . ? C8 N6 1.362(5) . ? C8 C9 1.454(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O5 1.213(5) . ? C9 O6 1.258(5) . ? C10 N7 1.340(5) . ? C10 C11 1.370(6) . ? C10 H10 0.9300 . ? C11 C12 1.346(6) . ? C11 H11 0.9300 . ? C12 C13 1.390(6) . ? C12 C15 1.518(5) . ? C13 C14 1.391(6) . ? C13 H13 0.9300 . ? C14 N7 1.311(5) . ? C14 H14 0.9300 . ? C15 C16 1.466(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.522(5) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C21 1.370(6) . ? C17 C18 1.395(6) . ? C18 C19 1.376(5) . ? C18 H18 0.9300 . ? C19 N8 1.325(5) . ? C19 H19 0.9300 . ? C20 N8 1.333(5) . ? C20 C21 1.372(6) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? Co1 O4 2.096(3) 4_675 ? Co1 O4 2.096(3) 2_644 ? Co1 O1 2.100(2) 1_554 ? Co1 O1 2.100(2) 3_765 ? Co1 N8 2.161(3) . ? Co1 N8 2.161(3) 3_764 ? Co2 O3 1.962(3) 2_645 ? Co2 O6 1.979(3) 2_545 ? Co2 O2 2.034(2) . ? Co2 N7 2.068(3) . ? Co2 O1 2.336(3) . ? N4 H4C 0.9001 . ? N5 H5A 0.9000 . ? N6 H6C 0.8600 . ? O1 Co1 2.100(2) 1_556 ? O3 Co2 1.962(3) 2_655 ? O4 Co1 2.096(3) 2_654 ? O6 Co2 1.979(2) 2 ? O1W H1WA 0.8499 . ? O1W H1WB 0.8499 . ? O2W H2WA 0.8500 . ? O2W H2WB 0.8500 . ? 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 N3 126.7(3) . . ? N1 C1 N4 117.2(3) . . ? N3 C1 N4 116.1(4) . . ? N5 C2 N1 116.5(3) . . ? N5 C2 N2 118.7(3) . . ? N1 C2 N2 124.8(4) . . ? N3 C3 N6 114.4(4) . . ? N3 C3 N2 121.7(3) . . ? N6 C3 N2 123.9(4) . . ? C5 C4 N4 114.3(3) . . ? C5 C4 H4A 108.7 . . ? N4 C4 H4A 108.7 . . ? C5 C4 H4B 108.7 . . ? N4 C4 H4B 108.7 . . ? H4A C4 H4B 107.6 . . ? O2 C5 O1 120.0(3) . . ? O2 C5 C4 123.3(3) . . ? O1 C5 C4 116.6(3) . . ? N5 C6 C7 111.6(3) . . ? N5 C6 H6A 109.3 . . ? C7 C6 H6A 109.3 . . ? N5 C6 H6B 109.3 . . ? C7 C6 H6B 109.3 . . ? H6A C6 H6B 108.0 . . ? O4 C7 O3 127.4(4) . . ? O4 C7 C6 117.6(3) . . ? O3 C7 C6 115.0(3) . . ? N6 C8 C9 108.9(4) . . ? N6 C8 H8A 109.9 . . ? C9 C8 H8A 109.9 . . ? N6 C8 H8B 109.9 . . ? C9 C8 H8B 109.9 . . ? H8A C8 H8B 108.3 . . ? O5 C9 O6 121.1(3) . . ? O5 C9 C8 99.4(4) . . ? O6 C9 C8 139.2(4) . . ? N7 C10 C11 123.9(4) . . ? N7 C10 H10 118.1 . . ? C11 C10 H10 118.1 . . ? C12 C11 C10 119.7(4) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C11 C12 C13 117.3(4) . . ? C11 C12 C15 119.6(4) . . ? C13 C12 C15 123.0(4) . . ? C12 C13 C14 119.7(4) . . ? C12 C13 H13 120.2 . . ? C14 C13 H13 120.2 . . ? N7 C14 C13 122.4(4) . . ? N7 C14 H14 118.8 . . ? C13 C14 H14 118.8 . . ? C16 C15 C12 116.6(3) . . ? C16 C15 H15A 108.1 . . ? C12 C15 H15A 108.1 . . ? C16 C15 H15B 108.1 . . ? C12 C15 H15B 108.1 . . ? H15A C15 H15B 107.3 . . ? C15 C16 C17 109.3(3) . . ? C15 C16 H16A 109.8 . . ? C17 C16 H16A 109.8 . . ? C15 C16 H16B 109.8 . . ? C17 C16 H16B 109.8 . . ? H16A C16 H16B 108.3 . . ? C21 C17 C18 115.7(4) . . ? C21 C17 C16 122.4(4) . . ? C18 C17 C16 121.9(4) . . ? C19 C18 C17 120.6(4) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? N8 C19 C18 122.6(4) . . ? N8 C19 H19 118.7 . . ? C18 C19 H19 118.7 . . ? N8 C20 C21 123.1(4) . . ? N8 C20 H20 118.5 . . ? C21 C20 H20 118.5 . . ? C17 C21 C20 120.8(4) . . ? C17 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? O4 Co1 O4 180.0 4_675 2_644 ? O4 Co1 O1 90.86(10) 4_675 1_554 ? O4 Co1 O1 89.14(10) 2_644 1_554 ? O4 Co1 O1 89.14(10) 4_675 3_765 ? O4 Co1 O1 90.86(10) 2_644 3_765 ? O1 Co1 O1 180.00(13) 1_554 3_765 ? O4 Co1 N8 92.61(10) 4_675 . ? O4 Co1 N8 87.39(10) 2_644 . ? O1 Co1 N8 90.74(11) 1_554 . ? O1 Co1 N8 89.26(11) 3_765 . ? O4 Co1 N8 87.39(10) 4_675 3_764 ? O4 Co1 N8 92.61(10) 2_644 3_764 ? O1 Co1 N8 89.26(11) 1_554 3_764 ? O1 Co1 N8 90.74(11) 3_765 3_764 ? N8 Co1 N8 180.00(11) . 3_764 ? O3 Co2 O6 102.51(11) 2_645 2_545 ? O3 Co2 O2 138.71(11) 2_645 . ? O6 Co2 O2 105.45(11) 2_545 . ? O3 Co2 N7 103.01(13) 2_645 . ? O6 Co2 N7 95.54(12) 2_545 . ? O2 Co2 N7 103.85(12) . . ? O3 Co2 O1 88.89(10) 2_645 . ? O6 Co2 O1 163.67(11) 2_545 . ? O2 Co2 O1 58.93(9) . . ? N7 Co2 O1 93.17(11) . . ? C1 N1 C2 113.2(3) . . ? C2 N2 C3 116.5(3) . . ? C3 N3 C1 116.9(3) . . ? C1 N4 C4 117.4(3) . . ? C1 N4 H4C 107.3 . . ? C4 N4 H4C 108.8 . . ? C2 N5 C6 121.7(3) . . ? C2 N5 H5A 119.1 . . ? C6 N5 H5A 119.1 . . ? C3 N6 C8 125.9(4) . . ? C3 N6 H6C 117.0 . . ? C8 N6 H6C 117.0 . . ? C14 N7 C10 116.9(3) . . ? C14 N7 Co2 124.0(3) . . ? C10 N7 Co2 119.1(3) . . ? C19 N8 C20 117.3(3) . . ? C19 N8 Co1 121.4(2) . . ? C20 N8 Co1 121.3(3) . . ? C5 O1 Co1 134.7(2) . 1_556 ? C5 O1 Co2 83.2(2) . . ? Co1 O1 Co2 128.93(12) 1_556 . ? C5 O2 Co2 97.8(2) . . ? C7 O3 Co2 141.2(3) . 2_655 ? C7 O4 Co1 139.8(3) . 2_654 ? C9 O6 Co2 103.4(3) . 2 ? H1WA O1W H1WB 109.5 . . ? H2WA O2W H2WB 109.5 . . ? 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 N4 H4C O5 0.90 2.44 3.059(4) 126.3 4_676 O1W H1WB N3 0.85 2.38 3.056(6) 137.2 2_545 O2W H2WB N1 0.85 2.54 3.319(6) 153.6 2_645 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.862 _refine_diff_density_min -0.993 _refine_diff_density_rms 0.069