# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Junfeng Bai' _publ_contact_author_address ; Coordination Chemistry Institute Nanjing University Nanjing 210093 CHINA ; _publ_contact_author_email BJUNFENG@NJU.EDU.CN _publ_section_title ; Unprecedented interweaving of single-helical and unequal double-helical chains into metal-organic open frameworks with multi-walled tubular structures ; loop_ _publ_author_name 'Junfeng Bai.' 'Yi-Zhi Li.' 'Yi Pan.' 'Manfred Scheer' 'Suna Wang.' 'Hang Xing.' ; Xiao-Zeng You ; data_bb _database_code_depnum_ccdc_archive 'CCDC 633773' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C22 H28 N8 Ni O8), 5(H2 O)' _chemical_formula_sum 'C44 H66 N16 Ni2 O21' _chemical_formula_weight 1272.55 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 Hexagonal _symmetry_space_group_name_H-M 'P 65 2 2 ' _symmetry_space_group_name_Hall 'P 65 2 ( 0 0 1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' '-x, -y, z+1/2' 'y, -x+y, z+1/6' 'x-y, x, z+5/6' 'y, x, -z+2/3' 'x-y, -y, -z' '-x, -x+y, -z+1/3' '-y, -x, -z+1/6' '-x+y, y, -z+1/2' 'x, x-y, -z+5/6' _cell_length_a 12.5611(4) _cell_length_b 12.5611(4) _cell_length_c 62.471(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 8536.2(6) _cell_formula_units_Z 6 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 3327 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 16.22 _exptl_crystal_description hexagonal _exptl_crystal_colour blue-green _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.485 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3996 _exptl_absorpt_coefficient_mu 0.751 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7832 _exptl_absorpt_correction_T_max 0.8624 _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 43723 _diffrn_reflns_av_R_equivalents 0.0859 _diffrn_reflns_av_sigmaI/netI 0.0380 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -74 _diffrn_reflns_limit_l_max 47 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5013 _reflns_number_gt 4716 _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^)+(0.1037P)^2^+1.9899P] 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 0.17(2) _refine_ls_number_reflns 5013 _refine_ls_number_parameters 377 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0560 _refine_ls_R_factor_gt 0.0517 _refine_ls_wR_factor_ref 0.1437 _refine_ls_wR_factor_gt 0.1409 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.035 _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 C1 C 0.0761(4) 0.4142(4) 0.53097(6) 0.0333(9) Uani 1 1 d . . . C2 C 0.0757(4) 0.5272(4) 0.50141(6) 0.0356(9) Uani 1 1 d . . . C3 C 0.0414(4) 0.5720(4) 0.53454(6) 0.0316(8) Uani 1 1 d . . . C4 C 0.0704(4) 0.2840(4) 0.56042(6) 0.0414(10) Uani 1 1 d . . . H4A H 0.0364 0.1996 0.5557 0.050 Uiso 1 1 d R . . H4B H 0.0036 0.2935 0.5660 0.050 Uiso 1 1 d R . . C5 C 0.1820(4) 0.3542(4) 0.57401(6) 0.0341(8) Uani 1 1 d . . . C6 C 0.0714(5) 0.6409(5) 0.47004(7) 0.0474(11) Uani 1 1 d . . . H6A H 0.0964 0.7096 0.4798 0.057 Uiso 1 1 calc R . . H6B H -0.0152 0.6073 0.4669 0.057 Uiso 1 1 calc R . . C7 C 0.1445(4) 0.6861(4) 0.44957(6) 0.0362(9) Uani 1 1 d . . . C8 C -0.0042(4) 0.7389(4) 0.53874(7) 0.0401(10) Uani 1 1 d . . . H8A H 0.0586 0.7889 0.5284 0.048 Uiso 1 1 calc R . . H8B H -0.0002 0.7923 0.5503 0.048 Uiso 1 1 calc R . . C9 C -0.1308(4) 0.6830(4) 0.52801(7) 0.0413(10) Uani 1 1 d . . . C10 C 0.3939(4) 0.8190(4) 0.56755(7) 0.0414(10) Uani 1 1 d . . . H10 H 0.4089 0.8430 0.5818 0.050 Uiso 1 1 calc R . . C11 C 0.3728(5) 0.8913(4) 0.55341(8) 0.0450(11) Uani 1 1 d . . . H11 H 0.3738 0.9617 0.5583 0.054 Uiso 1 1 calc R . . C12 C 0.3504(4) 0.8596(4) 0.53211(7) 0.0373(9) Uani 1 1 d . . . C13 C 0.3516(4) 0.7543(4) 0.52601(7) 0.0417(10) Uani 1 1 d . . . H13 H 0.3379 0.7294 0.5118 0.050 Uiso 1 1 calc R . . C14 C 0.3729(4) 0.6865(4) 0.54069(7) 0.0401(10) Uani 1 1 d . . . H14 H 0.3731 0.6163 0.5360 0.048 Uiso 1 1 calc R . . C15 C 0.3221(5) 0.9324(5) 0.51640(8) 0.0507(13) Uani 1 1 d . . . H15A H 0.3090 0.9918 0.5242 0.061 Uiso 1 1 calc R . . H15B H 0.2464 0.8773 0.5090 0.061 Uiso 1 1 calc R . . C16 C 0.4233(5) 1.0000 0.5000 0.0454(16) Uani 1 2 d S . . H16A H 0.4395 0.9414 0.4927 0.055 Uiso 1 1 d R . . C17 C 0.4393(4) 0.7382(4) 0.37461(6) 0.0361(9) Uani 1 1 d . . . H17 H 0.3721 0.7466 0.3709 0.043 Uiso 1 1 calc R . . C18 C 0.5332(5) 0.7772(5) 0.36029(6) 0.0451(11) Uani 1 1 d . . . H18 H 0.5278 0.8091 0.3472 0.054 Uiso 1 1 calc R . . C19 C 0.6365(4) 0.7696(4) 0.36522(8) 0.0468(12) Uani 1 1 d . . . C20 C 0.6350(4) 0.7138(5) 0.38470(8) 0.0475(11) Uani 1 1 d . . . H20 H 0.7002 0.7026 0.3886 0.057 Uiso 1 1 calc R . . C21 C 0.5359(4) 0.6761(5) 0.39792(7) 0.0428(11) Uani 1 1 d . . . H21 H 0.5363 0.6393 0.4108 0.051 Uiso 1 1 calc R . . C22 C 0.7439(6) 0.8111(6) 0.34961(9) 0.0721(19) Uani 1 1 d . . . H22A H 0.7598 0.8864 0.3425 0.086 Uiso 1 1 calc R . . H22B H 0.8174 0.8271 0.3573 0.086 Uiso 1 1 calc R . . C23 C 0.7120(6) 0.7120(6) 0.3333 0.069(3) Uani 1 2 d S . . H23A H 0.6956 0.6382 0.3406 0.083 Uiso 1 1 d R . . N1 N 0.0530(3) 0.4826(3) 0.54412(5) 0.0371(8) Uani 1 1 d . . . N2 N 0.0912(3) 0.4346(3) 0.50910(5) 0.0359(8) Uani 1 1 d . . . N3 N 0.0481(4) 0.5970(4) 0.51329(5) 0.0366(8) Uani 1 1 d . . . N4 N 0.0837(3) 0.3191(3) 0.53782(5) 0.0366(8) Uani 1 1 d . . . H4C H 0.0970 0.2759 0.5287 0.044 Uiso 1 1 calc R . . N5 N 0.0891(4) 0.5473(4) 0.48036(5) 0.0449(9) Uani 1 1 d . . . H5A H 0.1089 0.5032 0.4726 0.054 Uiso 1 1 calc R . . N6 N 0.0218(3) 0.6468(4) 0.54721(5) 0.0389(9) Uani 1 1 d . . . H6C H 0.0248 0.6399 0.5609 0.047 Uiso 1 1 calc R . . N7 N 0.3938(3) 0.7164(3) 0.56176(5) 0.0326(7) Uani 1 1 d . . . N8 N 0.4377(3) 0.6886(3) 0.39359(5) 0.0305(7) Uani 1 1 d . . . Ni1 Ni 0.40573(3) 0.59427(3) 0.5833 0.02934(19) Uani 1 2 d S . . Ni2 Ni 0.30390(6) 0.65195(3) 0.4167 0.02831(19) Uani 1 2 d S . . O1 O 0.2670(3) 0.4520(3) 0.56656(4) 0.0355(7) Uani 1 1 d . . . O2 O 0.1797(3) 0.3096(3) 0.59196(5) 0.0539(9) Uani 1 1 d D . . O3 O 0.1712(3) 0.6144(3) 0.43993(4) 0.0336(6) Uani 1 1 d . . . O4 O 0.1721(4) 0.7924(3) 0.44328(6) 0.0649(11) Uani 1 1 d . . . O5 O -0.1428(4) 0.7315(3) 0.51151(5) 0.0598(10) Uani 1 1 d . . . H5 H -0.2144 0.6930 0.5075 0.072 Uiso 1 1 calc R . . O6 O -0.2169(3) 0.5888(3) 0.53687(5) 0.0519(8) Uani 1 1 d . . . O1W O 0.5342(3) 0.5949(3) 0.56238(5) 0.0402(7) Uani 1 1 d . . . H1WA H 0.5299 0.5261 0.5646 0.048 Uiso 1 1 d R . . H1WB H 0.6071 0.6509 0.5653 0.048 Uiso 1 1 d R . . O2W O 0.2971(3) 0.8078(3) 0.40849(4) 0.0394(7) Uani 1 1 d . . . H2WA H 0.2689 0.8294 0.4189 0.047 Uiso 1 1 d R . . H2WB H 0.2433 0.7845 0.3986 0.047 Uiso 1 1 d R . . O3W O 0.0822(11) 1.0000 0.5000 0.198(6) Uani 1 2 d S . . H3WA H 0.0195 0.9549 0.4924 0.238 Uiso 1 1 d R . . O4W O 0.0398(8) 0.9046(7) 0.46153(15) 0.171(4) Uani 1 1 d . . . H4WA H 0.0781 0.8698 0.4568 0.206 Uiso 1 1 d R . . H4WB H 0.0866 0.9814 0.4596 0.206 Uiso 1 1 d R . . O5W O 0.0633(6) 0.0594(5) 0.60145(12) 0.188(4) Uani 1 1 d D . . H5WA H 0.0804 0.1239 0.5944 0.225 Uiso 1 1 d R . . H5WB H -0.0141 0.0117 0.6008 0.225 Uiso 1 1 d RD . . 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 0.031(2) 0.037(2) 0.037(2) -0.0088(18) -0.0076(17) 0.0210(19) C2 0.0316(19) 0.051(3) 0.0254(18) 0.0010(18) 0.0001(15) 0.022(2) C3 0.0243(19) 0.038(2) 0.0296(19) -0.0047(17) -0.0004(15) 0.0139(17) C4 0.050(3) 0.048(3) 0.029(2) 0.0055(18) -0.0003(19) 0.027(2) C5 0.029(2) 0.039(2) 0.032(2) 0.0053(17) -0.0015(17) 0.0151(19) C6 0.072(3) 0.058(3) 0.028(2) 0.004(2) 0.005(2) 0.044(3) C7 0.041(2) 0.037(2) 0.028(2) -0.0038(17) -0.0031(17) 0.018(2) C8 0.035(2) 0.041(2) 0.042(2) -0.0040(19) 0.0008(18) 0.017(2) C9 0.047(3) 0.035(2) 0.043(2) -0.0033(19) -0.002(2) 0.021(2) C10 0.054(3) 0.037(2) 0.032(2) 0.0021(18) 0.006(2) 0.022(2) C11 0.059(3) 0.030(2) 0.049(3) 0.0012(19) 0.005(2) 0.024(2) C12 0.032(2) 0.040(2) 0.039(2) 0.0151(19) 0.0115(18) 0.0177(19) C13 0.044(2) 0.054(3) 0.026(2) 0.0111(18) 0.0047(18) 0.024(2) C14 0.052(3) 0.034(2) 0.034(2) 0.0057(17) 0.0093(17) 0.021(2) C15 0.044(3) 0.059(3) 0.053(3) 0.034(2) 0.015(2) 0.028(2) C16 0.033(2) 0.055(4) 0.055(4) 0.030(3) 0.0152(16) 0.027(2) C17 0.041(2) 0.043(2) 0.0308(19) 0.0016(17) 0.0031(17) 0.026(2) C18 0.055(3) 0.054(3) 0.0253(19) 0.0079(19) 0.0139(19) 0.026(2) C19 0.040(3) 0.036(2) 0.054(3) -0.012(2) 0.014(2) 0.011(2) C20 0.037(2) 0.057(3) 0.051(3) -0.003(2) 0.002(2) 0.026(2) C21 0.036(2) 0.054(3) 0.035(2) 0.006(2) 0.0000(18) 0.020(2) C22 0.062(4) 0.066(4) 0.063(3) -0.022(3) 0.030(3) 0.013(3) C23 0.050(3) 0.050(3) 0.074(5) -0.025(2) 0.025(2) 0.001(4) N1 0.0339(18) 0.047(2) 0.0334(18) 0.0081(15) 0.0040(15) 0.0223(16) N2 0.049(2) 0.047(2) 0.0214(15) 0.0095(14) 0.0044(14) 0.0313(18) N3 0.047(2) 0.047(2) 0.0239(16) 0.0020(15) 0.0029(15) 0.0294(18) N4 0.0334(19) 0.038(2) 0.0341(18) -0.0041(15) -0.0026(14) 0.0149(16) N5 0.074(3) 0.058(2) 0.0201(15) 0.0060(16) 0.0091(16) 0.045(2) N6 0.049(2) 0.058(2) 0.0183(16) -0.0021(15) 0.0013(14) 0.0332(19) N7 0.0339(16) 0.0301(17) 0.0309(16) 0.0047(13) 0.0055(13) 0.0138(14) N8 0.0323(17) 0.0413(18) 0.0235(15) 0.0042(13) 0.0028(13) 0.0225(15) Ni1 0.0331(3) 0.0331(3) 0.0248(3) 0.0029(3) 0.0029(3) 0.0189(3) Ni2 0.0285(3) 0.0331(3) 0.0218(3) 0.0034(2) 0.000 0.01427(17) O1 0.0365(16) 0.0306(15) 0.0333(14) 0.0062(12) 0.0057(12) 0.0121(13) O2 0.0437(19) 0.058(2) 0.0415(17) 0.0192(16) -0.0016(14) 0.0114(17) O3 0.0348(14) 0.0365(15) 0.0281(13) 0.0024(11) 0.0027(11) 0.0166(12) O4 0.107(3) 0.045(2) 0.053(2) 0.0126(17) 0.029(2) 0.045(2) O5 0.065(2) 0.056(2) 0.049(2) 0.0184(16) -0.0131(18) 0.0233(19) O6 0.0332(17) 0.0479(18) 0.0547(18) 0.0168(16) -0.0020(15) 0.0053(15) O1W 0.0431(17) 0.0349(15) 0.0423(16) -0.0011(13) 0.0048(13) 0.0192(13) O2W 0.0509(18) 0.0439(17) 0.0264(13) 0.0000(12) -0.0040(13) 0.0259(15) O3W 0.199(9) 0.302(19) 0.128(9) 0.017(10) 0.009(5) 0.151(10) O4W 0.160(8) 0.139(6) 0.261(10) -0.081(7) -0.089(7) 0.110(6) O5W 0.108(5) 0.132(6) 0.289(11) 0.087(7) -0.029(6) 0.035(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.322(5) . ? C1 N4 1.317(5) . ? C1 N2 1.385(5) . ? C2 N3 1.321(6) . ? C2 N5 1.334(5) . ? C2 N2 1.359(6) . ? C3 N1 1.343(5) . ? C3 N6 1.342(5) . ? C3 N3 1.357(5) . ? C4 N4 1.464(5) . ? C4 C5 1.492(6) . ? C4 H4A 0.9699 . ? C4 H4B 0.9700 . ? C5 O1 1.247(5) . ? C5 O2 1.247(5) . ? C6 N5 1.452(6) . ? C6 C7 1.509(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O3 1.260(5) . ? C7 O4 1.263(6) . ? C8 N6 1.451(6) . ? C8 C9 1.534(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O5 1.244(5) . ? C9 O6 1.264(6) . ? C10 N7 1.339(6) . ? C10 C11 1.383(6) . ? C10 H10 0.9300 . ? C11 C12 1.377(6) . ? C11 H11 0.9300 . ? C12 C13 1.384(7) . ? C12 C15 1.500(6) . ? C13 C14 1.366(6) . ? C13 H13 0.9300 . ? C14 N7 1.357(5) . ? C14 H14 0.9300 . ? C15 C16 1.518(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C15 1.518(5) 8_676 ? C16 H16A 0.9699 . ? C17 N8 1.335(5) . ? C17 C18 1.361(6) . ? C17 H17 0.9300 . ? C18 C19 1.383(7) . ? C18 H18 0.9300 . ? C19 C20 1.400(7) . ? C19 C22 1.529(6) . ? C20 C21 1.366(6) . ? C20 H20 0.9300 . ? C21 N8 1.346(5) . ? C21 H21 0.9300 . ? C22 C23 1.498(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C22 1.498(6) 7 ? C23 H23A 0.9595 . ? N4 H4C 0.8600 . ? N5 H5A 0.8600 . ? N6 H6C 0.8600 . ? N7 Ni1 2.103(3) . ? N8 Ni2 2.083(3) . ? Ni1 O1 2.053(3) . ? Ni1 O1 2.053(3) 10_666 ? Ni1 O1W 2.075(3) . ? Ni1 O1W 2.075(3) 10_666 ? Ni1 N7 2.103(3) 10_666 ? Ni2 O2W 2.066(3) 12_565 ? Ni2 O2W 2.066(3) . ? Ni2 O3 2.080(3) . ? Ni2 O3 2.080(3) 12_565 ? Ni2 N8 2.083(3) 12_565 ? O4 O4W 2.897(8) . ? O5 H5 0.8200 . ? O1W H1WA 0.8500 . ? O1W H1WB 0.8500 . ? O2W H2WA 0.8500 . ? O2W H2WB 0.8500 . ? O3W H3WA 0.8500 . ? O4W H4WA 0.8500 . ? O4W H4WB 0.8502 . ? O5W H5WA 0.8500 . ? O5W H5WB 0.8501 . ? 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 N4 121.8(4) . . ? N1 C1 N2 123.2(4) . . ? N4 C1 N2 115.0(4) . . ? N3 C2 N5 118.6(4) . . ? N3 C2 N2 124.5(4) . . ? N5 C2 N2 116.9(4) . . ? N1 C3 N6 117.2(3) . . ? N1 C3 N3 127.5(4) . . ? N6 C3 N3 115.3(4) . . ? N4 C4 C5 116.0(4) . . ? N4 C4 H4A 87.6 . . ? C5 C4 H4A 126.1 . . ? N4 C4 H4B 106.6 . . ? C5 C4 H4B 109.6 . . ? H4A C4 H4B 108.0 . . ? O1 C5 O2 126.5(4) . . ? O1 C5 C4 117.3(3) . . ? O2 C5 C4 116.2(4) . . ? N5 C6 C7 111.8(4) . . ? N5 C6 H6A 109.3 . . ? C7 C6 H6A 109.3 . . ? N5 C6 H6B 109.3 . . ? C7 C6 H6B 109.3 . . ? H6A C6 H6B 107.9 . . ? O3 C7 O4 125.2(4) . . ? O3 C7 C6 117.7(4) . . ? O4 C7 C6 117.1(4) . . ? N6 C8 C9 112.9(4) . . ? N6 C8 H8A 109.0 . . ? C9 C8 H8A 109.0 . . ? N6 C8 H8B 109.0 . . ? C9 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? O5 C9 O6 124.4(4) . . ? O5 C9 C8 119.3(4) . . ? O6 C9 C8 116.3(4) . . ? N7 C10 C11 123.4(4) . . ? N7 C10 H10 118.3 . . ? C11 C10 H10 118.3 . . ? C12 C11 C10 120.4(4) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C11 C12 C13 116.3(4) . . ? C11 C12 C15 122.2(4) . . ? C13 C12 C15 121.5(4) . . ? C14 C13 C12 120.7(4) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? N7 C14 C13 123.4(4) . . ? N7 C14 H14 118.3 . . ? C13 C14 H14 118.3 . . ? C12 C15 C16 113.3(4) . . ? C12 C15 H15A 108.9 . . ? C16 C15 H15A 108.9 . . ? C12 C15 H15B 108.9 . . ? C16 C15 H15B 108.9 . . ? H15A C15 H15B 107.7 . . ? C15 C16 C15 112.3(5) . 8_676 ? C15 C16 H16A 109.1 . . ? C15 C16 H16A 109.3 8_676 . ? N8 C17 C18 124.1(4) . . ? N8 C17 H17 117.9 . . ? C18 C17 H17 117.9 . . ? C17 C18 C19 120.1(4) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C18 C19 C20 116.8(4) . . ? C18 C19 C22 122.2(5) . . ? C20 C19 C22 120.9(5) . . ? C21 C20 C19 118.8(5) . . ? C21 C20 H20 120.6 . . ? C19 C20 H20 120.6 . . ? N8 C21 C20 124.6(4) . . ? N8 C21 H21 117.7 . . ? C20 C21 H21 117.7 . . ? C23 C22 C19 109.0(5) . . ? C23 C22 H22A 109.9 . . ? C19 C22 H22A 109.9 . . ? C23 C22 H22B 109.9 . . ? C19 C22 H22B 109.9 . . ? H22A C22 H22B 108.3 . . ? C22 C23 C22 113.4(6) 7 . ? C22 C23 H23A 109.2 7 . ? C22 C23 H23A 108.6 . . ? C1 N1 C3 114.7(3) . . ? C2 N2 C1 116.2(3) . . ? C2 N3 C3 113.7(4) . . ? C1 N4 C4 122.5(4) . . ? C1 N4 H4C 118.7 . . ? C4 N4 H4C 118.7 . . ? C2 N5 C6 122.4(4) . . ? C2 N5 H5A 118.8 . . ? C6 N5 H5A 118.8 . . ? C3 N6 C8 122.5(3) . . ? C3 N6 H6C 118.8 . . ? C8 N6 H6C 118.8 . . ? C10 N7 C14 115.8(4) . . ? C10 N7 Ni1 124.3(3) . . ? C14 N7 Ni1 119.6(3) . . ? C17 N8 C21 115.6(4) . . ? C17 N8 Ni2 122.7(3) . . ? C21 N8 Ni2 121.3(3) . . ? O1 Ni1 O1 177.88(17) . 10_666 ? O1 Ni1 O1W 90.07(11) . . ? O1 Ni1 O1W 88.51(12) 10_666 . ? O1 Ni1 O1W 88.51(12) . 10_666 ? O1 Ni1 O1W 90.07(11) 10_666 10_666 ? O1W Ni1 O1W 95.81(17) . 10_666 ? O1 Ni1 N7 88.20(12) . . ? O1 Ni1 N7 93.27(13) 10_666 . ? O1W Ni1 N7 86.08(12) . . ? O1W Ni1 N7 176.20(14) 10_666 . ? O1 Ni1 N7 93.27(13) . 10_666 ? O1 Ni1 N7 88.20(12) 10_666 10_666 ? O1W Ni1 N7 176.20(14) . 10_666 ? O1W Ni1 N7 86.08(12) 10_666 10_666 ? N7 Ni1 N7 92.22(18) . 10_666 ? O2W Ni2 O2W 175.89(19) 12_565 . ? O2W Ni2 O3 88.31(11) 12_565 . ? O2W Ni2 O3 88.83(12) . . ? O2W Ni2 O3 88.83(12) 12_565 12_565 ? O2W Ni2 O3 88.31(11) . 12_565 ? O3 Ni2 O3 92.10(15) . 12_565 ? O2W Ni2 N8 91.75(13) 12_565 12_565 ? O2W Ni2 N8 91.12(13) . 12_565 ? O3 Ni2 N8 88.26(12) . 12_565 ? O3 Ni2 N8 179.32(12) 12_565 12_565 ? O2W Ni2 N8 91.12(12) 12_565 . ? O2W Ni2 N8 91.75(13) . . ? O3 Ni2 N8 179.32(12) . . ? O3 Ni2 N8 88.26(12) 12_565 . ? N8 Ni2 N8 91.38(18) 12_565 . ? C5 O1 Ni1 127.1(3) . . ? C7 O3 Ni2 129.9(3) . . ? C7 O4 O4W 118.1(4) . . ? C9 O5 H5 109.5 . . ? Ni1 O1W H1WA 103.9 . . ? Ni1 O1W H1WB 112.5 . . ? H1WA O1W H1WB 107.5 . . ? Ni2 O2W H2WA 109.5 . . ? Ni2 O2W H2WB 104.7 . . ? H2WA O2W H2WB 106.3 . . ? O4 O4W H4WB 104.9 . . ? H4WA O4W H4WB 106.6 . . ? H5WA O5W H5WB 107.6 . . ? 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 0.86 2.54 3.243(5) 139.1 8_666 N5 H5A O6 0.86 2.02 2.844(5) 160.2 8_666 O5 H5 N2 0.82 1.92 2.666(5) 151.7 8_566 O1W H1WA O3 0.85 1.98 2.785(4) 158.8 8_666 O1W H1WB O2 0.85 1.93 2.627(5) 137.9 10_666 O2W H2WA O4 0.85 1.85 2.632(5) 151.2 . O2W H2WB O6 0.85 1.88 2.661(4) 152.7 6_664 O3W H3WA O4W 0.85 2.08 2.619(8) 120.6 . O4W H4WA O4 0.85 2.05 2.897(8) 175.9 . O4W H4WB O5W 0.85 2.37 2.805(10) 112.2 6_564 O5W H5WA O2 0.85 2.03 2.788(7) 148.4 . O5W H5WB O4W 0.85 2.34 2.805(10) 114.5 5_445 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.252 _refine_diff_density_min -0.576 _refine_diff_density_rms 0.054 # Attachment '633774.cif' data_260610a _database_code_depnum_ccdc_archive 'CCDC 633774' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C22 H28 Co N8 O8), 5(H2 O)' _chemical_formula_sum 'C44 H66 Co2 N16 O21' _chemical_formula_weight 1272.99 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 Hexagonal _symmetry_space_group_name_H-M 'P 65 2 2 ' _symmetry_space_group_name_Hall 'P 65 2 ( 0 0 1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' '-x, -y, z+1/2' 'y, -x+y, z+1/6' 'x-y, x, z+5/6' 'y, x, -z+2/3' 'x-y, -y, -z' '-x, -x+y, -z+1/3' '-y, -x, -z+1/6' '-x+y, y, -z+1/2' 'x, x-y, -z+5/6' _cell_length_a 12.5764(6) _cell_length_b 12.5764(6) _cell_length_c 62.941(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 8621.3(8) _cell_formula_units_Z 6 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 4517 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 18.27 _exptl_crystal_description hexagonal _exptl_crystal_colour orange _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.471 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3984 _exptl_absorpt_coefficient_mu 0.666 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8152 _exptl_absorpt_correction_T_max 0.8566 _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 44051 _diffrn_reflns_av_R_equivalents 0.0786 _diffrn_reflns_av_sigmaI/netI 0.0431 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -73 _diffrn_reflns_limit_l_max 74 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 25.01 _reflns_number_total 5066 _reflns_number_gt 4565 _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^)+(0.078P)^2^+1.9554P] 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 0.04(2) _refine_ls_number_reflns 5066 _refine_ls_number_parameters 372 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0542 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1205 _refine_ls_wR_factor_gt 0.1179 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.022 _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 0.0767(3) 0.4151(3) 0.53100(6) 0.0306(8) Uani 1 1 d . . . C2 C 0.0753(3) 0.5265(4) 0.50125(5) 0.0329(8) Uani 1 1 d . . . C3 C 0.0408(3) 0.5723(3) 0.53448(5) 0.0292(8) Uani 1 1 d . . . C4 C 0.0702(4) 0.2838(4) 0.56027(6) 0.0381(9) Uani 1 1 d . . . H4A H 0.0220 0.2020 0.5657 0.057 Uiso 1 1 d R . . H4B H 0.0223 0.3240 0.5605 0.057 Uiso 1 1 d R . . C5 C 0.1823(3) 0.3544(3) 0.57399(5) 0.0316(8) Uani 1 1 d . . . C6 C 0.0715(4) 0.6412(4) 0.47006(6) 0.0450(10) Uani 1 1 d . . . H6A H 0.0964 0.7100 0.4796 0.054 Uiso 1 1 calc R . . H6B H -0.0150 0.6074 0.4669 0.054 Uiso 1 1 calc R . . C7 C 0.1444(4) 0.6858(4) 0.44974(5) 0.0333(8) Uani 1 1 d . . . C8 C -0.0053(4) 0.7382(4) 0.53856(7) 0.0392(9) Uani 1 1 d . . . H8A H 0.0574 0.7879 0.5282 0.047 Uiso 1 1 calc R . . H8B H -0.0012 0.7921 0.5499 0.047 Uiso 1 1 calc R . . C9 C -0.1306(4) 0.6830(3) 0.52797(6) 0.0377(9) Uani 1 1 d . . . C10 C 0.3942(4) 0.8193(4) 0.56761(6) 0.0390(9) Uani 1 1 d . . . H10 H 0.4091 0.8429 0.5818 0.047 Uiso 1 1 calc R . . C11 C 0.3733(4) 0.8923(4) 0.55333(7) 0.0426(10) Uani 1 1 d . . . H11 H 0.3752 0.9632 0.5581 0.051 Uiso 1 1 calc R . . C12 C 0.3496(4) 0.8594(4) 0.53206(6) 0.0360(9) Uani 1 1 d . . . C13 C 0.3514(4) 0.7548(4) 0.52604(6) 0.0410(9) Uani 1 1 d . . . H13 H 0.3380 0.7301 0.5119 0.049 Uiso 1 1 calc R . . C14 C 0.3726(4) 0.6871(4) 0.54059(6) 0.0388(9) Uani 1 1 d . . . H14 H 0.3727 0.6169 0.5360 0.047 Uiso 1 1 calc R . . C15 C 0.3224(4) 0.9322(4) 0.51651(7) 0.0476(11) Uani 1 1 d . . . H15A H 0.3098 0.9917 0.5242 0.057 Uiso 1 1 calc R . . H15B H 0.2465 0.8774 0.5092 0.057 Uiso 1 1 calc R . . C16 C 0.4237(4) 1.0000 0.5000 0.0422(14) Uani 1 2 d S . . H16A H 0.4400 0.9414 0.4927 0.051 Uiso 1 1 d R . . C17 C 0.4390(4) 0.7378(3) 0.37446(5) 0.0333(8) Uani 1 1 d . . . H17 H 0.3712 0.7445 0.3706 0.040 Uiso 1 1 calc R . . C18 C 0.5333(4) 0.7781(4) 0.36037(6) 0.0427(10) Uani 1 1 d . . . H18 H 0.5287 0.8114 0.3475 0.051 Uiso 1 1 calc R . . C19 C 0.6365(4) 0.7696(4) 0.36521(7) 0.0438(7) Uani 1 1 d . . . C20 C 0.6351(4) 0.7139(5) 0.38463(7) 0.0473(10) Uani 1 1 d . . . H20 H 0.7005 0.7032 0.3885 0.057 Uiso 1 1 calc R . . C21 C 0.5359(4) 0.6756(4) 0.39786(6) 0.0414(10) Uani 1 1 d . . . H21 H 0.5363 0.6381 0.4106 0.050 Uiso 1 1 calc R . . C22 C 0.7437(4) 0.8102(4) 0.34970(7) 0.0438(7) Uani 1 1 d . . . H22A H 0.7605 0.8860 0.3428 0.053 Uiso 1 1 calc R . . H22B H 0.8168 0.8252 0.3574 0.053 Uiso 1 1 calc R . . C23 C 0.7123(5) 0.7123(5) 0.3333 0.064(2) Uani 1 2 d S . . H23A H 0.6959 0.6382 0.3406 0.077 Uiso 1 1 d R . . N1 N 0.0529(3) 0.4828(3) 0.54405(5) 0.0341(7) Uani 1 1 d . . . N2 N 0.0911(3) 0.4346(3) 0.50914(4) 0.0329(7) Uani 1 1 d . . . N3 N 0.0486(3) 0.5979(3) 0.51328(5) 0.0349(7) Uani 1 1 d . . . N4 N 0.0837(3) 0.3196(3) 0.53775(5) 0.0327(7) Uani 1 1 d . . . H4C H 0.0968 0.2765 0.5286 0.039 Uiso 1 1 calc R . . N5 N 0.0896(3) 0.5473(3) 0.48047(4) 0.0428(8) Uani 1 1 d . . . H5A H 0.1103 0.5038 0.4728 0.051 Uiso 1 1 calc R . . N6 N 0.0218(3) 0.6471(3) 0.54720(5) 0.0379(8) Uani 1 1 d . . . H6C H 0.0258 0.6409 0.5607 0.046 Uiso 1 1 calc R . . N7 N 0.3937(3) 0.7172(3) 0.56165(5) 0.0298(7) Uani 1 1 d . . . N8 N 0.4373(3) 0.6886(3) 0.39365(4) 0.0284(7) Uani 1 1 d . . . Co1 Co 0.40575(3) 0.59425(3) 0.5833 0.02675(17) Uani 1 2 d S . . Co2 Co 0.30362(6) 0.65181(3) 0.4167 0.02594(17) Uani 1 2 d S . . O1 O 0.2672(2) 0.4517(2) 0.56650(4) 0.0339(6) Uani 1 1 d . . . O2 O 0.1794(3) 0.3096(3) 0.59185(4) 0.0516(8) Uani 1 1 d D . . O3 O 0.1710(2) 0.6140(2) 0.43995(3) 0.0311(5) Uani 1 1 d . . . O4 O 0.1721(4) 0.7929(3) 0.44338(5) 0.0620(10) Uani 1 1 d . . . O5 O -0.1430(3) 0.7318(3) 0.51154(5) 0.0554(9) Uani 1 1 d . . . H5 H -0.2145 0.6932 0.5075 0.066 Uiso 1 1 calc R . . O6 O -0.2174(3) 0.5888(3) 0.53683(5) 0.0492(8) Uani 1 1 d . . . O1W O 0.5348(3) 0.5948(3) 0.56238(4) 0.0369(6) Uani 1 1 d . . . H1WA H 0.5307 0.5261 0.5644 0.044 Uiso 1 1 d R . . H1WB H 0.6089 0.6510 0.5642 0.044 Uiso 1 1 d R . . O2W O 0.2967(3) 0.8076(2) 0.40854(4) 0.0377(6) Uani 1 1 d . . . H2WA H 0.2690 0.8297 0.4189 0.045 Uiso 1 1 d R . . H2WB H 0.2414 0.7835 0.3990 0.045 Uiso 1 1 d R . . O3W O 0.0827(9) 1.0000 0.5000 0.201(6) Uani 1 2 d S . . H3WA H 0.0207 0.9565 0.4922 0.241 Uiso 1 1 d RD . . O4W O 0.0375(6) 0.9043(6) 0.46151(9) 0.168(3) Uani 1 1 d D . . H4WA H 0.0757 0.8695 0.4568 0.201 Uiso 1 1 d R . . H4WB H 0.0855 0.9802 0.4591 0.201 Uiso 1 1 d RD . . O5W O 0.0631(5) 0.0575(5) 0.60166(6) 0.182(3) Uani 1 1 d D . . H5WA H 0.0802 0.1218 0.5946 0.219 Uiso 1 1 d R . . H5WB H -0.0146 0.0142 0.6008 0.219 Uiso 1 1 d RD . . 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 0.0275(19) 0.034(2) 0.0330(19) -0.0068(16) -0.0094(14) 0.0171(17) C2 0.0311(18) 0.048(2) 0.0219(16) 0.0007(16) 0.0018(14) 0.0214(18) C3 0.0233(18) 0.036(2) 0.0270(17) -0.0045(15) -0.0009(14) 0.0141(16) C4 0.044(2) 0.042(2) 0.0315(19) 0.0101(17) 0.0008(17) 0.024(2) C5 0.0249(19) 0.0374(18) 0.0304(18) 0.0051(15) -0.0020(15) 0.0140(17) C6 0.066(3) 0.058(3) 0.0240(18) 0.0028(18) 0.0067(18) 0.041(3) C7 0.038(2) 0.035(2) 0.0235(17) -0.0017(15) -0.0041(15) 0.0164(18) C8 0.034(2) 0.043(2) 0.042(2) -0.0059(18) 0.0017(17) 0.0199(19) C9 0.045(2) 0.031(2) 0.040(2) -0.0021(16) 0.0017(18) 0.0205(19) C10 0.053(3) 0.038(2) 0.0291(17) 0.0033(16) 0.0077(17) 0.025(2) C11 0.058(3) 0.029(2) 0.046(2) 0.0019(17) 0.0067(19) 0.026(2) C12 0.0270(18) 0.039(2) 0.041(2) 0.0175(18) 0.0103(17) 0.0156(17) C13 0.045(2) 0.055(3) 0.0233(18) 0.0080(17) 0.0024(16) 0.025(2) C14 0.053(2) 0.033(2) 0.0316(18) 0.0061(15) 0.0088(16) 0.0225(18) C15 0.043(2) 0.053(3) 0.051(3) 0.031(2) 0.0122(19) 0.027(2) C16 0.030(2) 0.051(3) 0.053(3) 0.033(3) 0.0166(14) 0.0253(17) C17 0.042(2) 0.039(2) 0.0252(17) 0.0024(15) 0.0038(15) 0.0244(19) C18 0.056(2) 0.055(3) 0.0213(17) 0.0108(17) 0.0170(17) 0.030(2) C19 0.0376(16) 0.0341(16) 0.0518(18) -0.0142(13) 0.0114(14) 0.0119(13) C20 0.036(2) 0.057(3) 0.051(3) -0.001(2) -0.0011(19) 0.025(2) C21 0.035(2) 0.051(3) 0.0325(19) 0.0054(17) -0.0018(17) 0.0172(19) C22 0.0376(16) 0.0341(16) 0.0518(18) -0.0142(13) 0.0114(14) 0.0119(13) C23 0.050(3) 0.050(3) 0.067(4) -0.024(2) 0.024(2) 0.005(3) N1 0.0304(16) 0.0460(19) 0.0285(15) 0.0057(14) 0.0050(13) 0.0212(15) N2 0.0442(19) 0.0420(18) 0.0213(14) 0.0064(13) 0.0035(13) 0.0281(16) N3 0.0436(19) 0.0428(19) 0.0273(15) 0.0037(14) 0.0019(14) 0.0284(17) N4 0.0280(17) 0.0374(18) 0.0283(15) -0.0050(13) -0.0022(12) 0.0130(14) N5 0.072(2) 0.053(2) 0.0191(13) 0.0071(14) 0.0099(15) 0.042(2) N6 0.049(2) 0.057(2) 0.0178(14) -0.0017(14) 0.0018(13) 0.0338(18) N7 0.0286(14) 0.0261(15) 0.0311(15) 0.0020(12) 0.0022(12) 0.0109(13) N8 0.0326(16) 0.0421(17) 0.0178(13) 0.0055(12) 0.0041(12) 0.0241(14) Co1 0.0298(3) 0.0298(3) 0.0226(3) 0.0024(2) 0.0024(2) 0.0164(3) Co2 0.0262(3) 0.0304(3) 0.0198(3) 0.0035(2) 0.000 0.01308(16) O1 0.0341(15) 0.0290(13) 0.0312(13) 0.0055(11) 0.0023(11) 0.0102(11) O2 0.0382(17) 0.0577(19) 0.0381(15) 0.0190(14) -0.0021(12) 0.0083(15) O3 0.0353(14) 0.0315(13) 0.0240(11) 0.0003(10) 0.0014(10) 0.0148(11) O4 0.103(3) 0.0427(18) 0.0495(17) 0.0115(15) 0.0293(19) 0.044(2) O5 0.058(2) 0.0508(18) 0.0477(17) 0.0165(14) -0.0137(15) 0.0202(16) O6 0.0278(15) 0.0459(16) 0.0518(16) 0.0159(14) -0.0016(13) 0.0019(13) O1W 0.0387(15) 0.0338(14) 0.0381(14) 0.0011(12) 0.0071(12) 0.0181(12) O2W 0.0500(16) 0.0421(15) 0.0242(12) -0.0011(11) -0.0038(12) 0.0253(14) O3W 0.194(7) 0.330(18) 0.125(8) 0.018(9) 0.009(5) 0.165(9) O4W 0.155(6) 0.133(6) 0.255(8) -0.079(6) -0.085(6) 0.102(5) O5W 0.098(4) 0.117(5) 0.300(9) 0.088(6) -0.031(5) 0.030(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 1.318(5) . ? C1 N1 1.321(5) . ? C1 N2 1.394(5) . ? C2 N5 1.328(4) . ? C2 N3 1.338(5) . ? C2 N2 1.362(5) . ? C3 N6 1.344(5) . ? C3 N1 1.351(5) . ? C3 N3 1.364(4) . ? C4 N4 1.471(5) . ? C4 C5 1.506(5) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C5 O1 1.246(4) . ? C5 O2 1.250(4) . ? C6 N5 1.465(5) . ? C6 C7 1.509(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O3 1.267(4) . ? C7 O4 1.275(5) . ? C8 N6 1.455(5) . ? C8 C9 1.522(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O5 1.252(5) . ? C9 O6 1.270(5) . ? C10 N7 1.335(5) . ? C10 C11 1.401(6) . ? C10 H10 0.9300 . ? C11 C12 1.389(6) . ? C11 H11 0.9300 . ? C12 C13 1.380(6) . ? C12 C15 1.492(5) . ? C13 C14 1.364(6) . ? C13 H13 0.9300 . ? C14 N7 1.368(5) . ? C14 H14 0.9300 . ? C15 C16 1.531(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C15 1.531(5) 8_676 ? C16 H16A 0.9725 . ? C17 N8 1.352(4) . ? C17 C18 1.360(5) . ? C17 H17 0.9300 . ? C18 C19 1.389(6) . ? C18 H18 0.9300 . ? C19 C20 1.404(6) . ? C19 C22 1.530(5) . ? C20 C21 1.371(6) . ? C20 H20 0.9300 . ? C21 N8 1.356(5) . ? C21 H21 0.9300 . ? C22 C23 1.499(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C22 1.499(5) 7 ? C23 H23A 0.9649 . ? N4 H4C 0.8600 . ? N5 H5A 0.8600 . ? N6 H6C 0.8600 . ? N7 Co1 2.124(3) . ? N8 Co2 2.088(3) . ? Co1 O1 2.062(3) . ? Co1 O1 2.062(3) 10_666 ? Co1 O1W 2.089(3) . ? Co1 O1W 2.089(3) 10_666 ? Co1 N7 2.124(3) 10_666 ? Co2 O2W 2.068(3) . ? Co2 O2W 2.068(3) 12_565 ? Co2 N8 2.088(3) 12_565 ? Co2 O3 2.089(2) . ? Co2 O3 2.089(2) 12_565 ? O4 O4W 2.916(6) . ? O5 H5 0.8200 . ? O1W H1WA 0.8501 . ? O1W H1WB 0.8501 . ? O2W H2WA 0.8501 . ? O2W H2WB 0.8500 . ? O3W O4W 2.638(5) . ? O3W H3WA 0.8500 . ? O4W H4WA 0.8500 . ? O4W H4WB 0.8500 . ? O5W H5WA 0.8500 . ? O5W H5WB 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 121.8(3) . . ? N4 C1 N2 114.6(3) . . ? N1 C1 N2 123.5(3) . . ? N5 C2 N3 118.7(4) . . ? N5 C2 N2 117.6(3) . . ? N3 C2 N2 123.7(3) . . ? N6 C3 N1 116.8(3) . . ? N6 C3 N3 115.8(3) . . ? N1 C3 N3 127.4(3) . . ? N4 C4 C5 116.2(3) . . ? N4 C4 H4A 126.0 . . ? C5 C4 H4A 109.2 . . ? N4 C4 H4B 81.9 . . ? C5 C4 H4B 109.3 . . ? H4A C4 H4B 109.5 . . ? O1 C5 O2 126.9(3) . . ? O1 C5 C4 116.8(3) . . ? O2 C5 C4 116.2(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 . . ? O3 C7 O4 124.7(3) . . ? O3 C7 C6 118.4(3) . . ? O4 C7 C6 116.9(3) . . ? N6 C8 C9 113.6(3) . . ? N6 C8 H8A 108.8 . . ? C9 C8 H8A 108.8 . . ? N6 C8 H8B 108.8 . . ? C9 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? O5 C9 O6 124.1(4) . . ? O5 C9 C8 119.5(4) . . ? O6 C9 C8 116.4(4) . . ? N7 C10 C11 122.6(3) . . ? N7 C10 H10 118.7 . . ? C11 C10 H10 118.7 . . ? C12 C11 C10 120.4(4) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C13 C12 C11 116.5(3) . . ? C13 C12 C15 121.5(4) . . ? C11 C12 C15 122.0(4) . . ? C14 C13 C12 120.8(4) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C13 C14 N7 123.3(4) . . ? C13 C14 H14 118.3 . . ? N7 C14 H14 118.3 . . ? C12 C15 C16 113.9(3) . . ? C12 C15 H15A 108.8 . . ? C16 C15 H15A 108.8 . . ? C12 C15 H15B 108.8 . . ? C16 C15 H15B 108.8 . . ? H15A C15 H15B 107.7 . . ? C15 C16 C15 112.8(5) 8_676 . ? C15 C16 H16A 108.9 8_676 . ? C15 C16 H16A 109.2 . . ? N8 C17 C18 124.4(4) . . ? N8 C17 H17 117.8 . . ? C18 C17 H17 117.8 . . ? C17 C18 C19 120.2(4) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C18 C19 C20 116.7(4) . . ? C18 C19 C22 122.4(4) . . ? C20 C19 C22 120.8(4) . . ? C21 C20 C19 119.2(4) . . ? C21 C20 H20 120.4 . . ? C19 C20 H20 120.4 . . ? N8 C21 C20 124.3(4) . . ? N8 C21 H21 117.8 . . ? C20 C21 H21 117.8 . . ? C23 C22 C19 109.8(4) . . ? C23 C22 H22A 109.7 . . ? C19 C22 H22A 109.7 . . ? C23 C22 H22B 109.7 . . ? C19 C22 H22B 109.7 . . ? H22A C22 H22B 108.2 . . ? C22 C23 C22 114.3(5) 7 . ? C22 C23 H23A 109.4 7 . ? C22 C23 H23A 107.9 . . ? C1 N1 C3 114.6(3) . . ? C2 N2 C1 116.6(3) . . ? C2 N3 C3 114.1(3) . . ? C1 N4 C4 122.6(3) . . ? C1 N4 H4C 118.7 . . ? C4 N4 H4C 118.7 . . ? C2 N5 C6 122.6(3) . . ? C2 N5 H5A 118.7 . . ? C6 N5 H5A 118.7 . . ? C3 N6 C8 121.5(3) . . ? C3 N6 H6C 119.3 . . ? C8 N6 H6C 119.3 . . ? C10 N7 C14 116.5(3) . . ? C10 N7 Co1 123.5(2) . . ? C14 N7 Co1 119.7(2) . . ? C17 N8 C21 115.1(3) . . ? C17 N8 Co2 123.3(2) . . ? C21 N8 Co2 121.4(2) . . ? O1 Co1 O1 177.59(16) . 10_666 ? O1 Co1 O1W 89.77(10) . . ? O1 Co1 O1W 88.62(11) 10_666 . ? O1 Co1 O1W 88.62(11) . 10_666 ? O1 Co1 O1W 89.77(10) 10_666 10_666 ? O1W Co1 O1W 95.88(15) . 10_666 ? O1 Co1 N7 88.05(11) . . ? O1 Co1 N7 93.62(11) 10_666 . ? O1W Co1 N7 85.97(11) . . ? O1W Co1 N7 176.18(12) 10_666 . ? O1 Co1 N7 93.62(11) . 10_666 ? O1 Co1 N7 88.05(11) 10_666 10_666 ? O1W Co1 N7 176.18(12) . 10_666 ? O1W Co1 N7 85.97(11) 10_666 10_666 ? N7 Co1 N7 92.39(16) . 10_666 ? O2W Co2 O2W 175.82(17) . 12_565 ? O2W Co2 N8 91.27(11) . 12_565 ? O2W Co2 N8 91.64(11) 12_565 12_565 ? O2W Co2 N8 91.64(11) . . ? O2W Co2 N8 91.27(11) 12_565 . ? N8 Co2 N8 91.62(16) 12_565 . ? O2W Co2 O3 88.97(10) . . ? O2W Co2 O3 88.14(10) 12_565 . ? N8 Co2 O3 87.95(10) 12_565 . ? N8 Co2 O3 179.26(11) . . ? O2W Co2 O3 88.14(10) . 12_565 ? O2W Co2 O3 88.97(11) 12_565 12_565 ? N8 Co2 O3 179.26(11) 12_565 12_565 ? N8 Co2 O3 87.95(10) . 12_565 ? O3 Co2 O3 92.50(14) . 12_565 ? C5 O1 Co1 126.6(2) . . ? C7 O3 Co2 130.1(2) . . ? C7 O4 O4W 117.9(3) . . ? C9 O5 H5 109.5 . . ? Co1 O1W H1WA 104.4 . . ? Co1 O1W H1WB 116.4 . . ? H1WA O1W H1WB 107.9 . . ? Co2 O2W H2WA 109.8 . . ? Co2 O2W H2WB 104.5 . . ? H2WA O2W H2WB 105.2 . . ? O3W O4W O4 122.3(3) . . ? O3W O4W H4WA 120.6 . . ? O3W O4W H4WB 77.2 . . ? O4 O4W H4WB 102.4 . . ? H4WA O4W H4WB 104.5 . . ? H5WA O5W H5WB 103.8 . . ? 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 O5W H5WB O4W 0.85 2.36 2.781(7) 111.2 5_445 O5W H5WA O2 0.85 2.05 2.816(6) 148.9 . O4W H4WB O5W 0.85 2.33 2.781(7) 113.2 6_564 O4W H4WA O4 0.85 2.07 2.916(6) 175.9 . O3W H3WA O4W 0.85 2.08 2.638(5) 122.3 . O2W H2WB O6 0.85 1.91 2.683(4) 150.4 6_664 O2W H2WA O4 0.85 1.87 2.648(4) 150.9 . O1W H1WB O2 0.85 1.96 2.636(4) 135.1 10_666 O1W H1WA O3 0.85 1.97 2.781(4) 159.6 8_666 O5 H5 N2 0.82 1.93 2.675(4) 151.5 8_566 N5 H5A O6 0.86 2.01 2.841(4) 161.4 8_666 N4 H4C O5 0.86 2.56 3.264(4) 139.4 8_666 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.233 _refine_diff_density_min -0.683 _refine_diff_density_rms 0.051