Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Wei Sun' _publ_contact_author_address ; Lanzhou Institute of Chemical Physics Lanzhou City 730000 CHINA ; _publ_contact_author_email WSUN@LZB.AC.CN _publ_section_title ; Novel Pyridinium Based Cobalt Carbonyl Ionic Liquids: Synthesis, Full Characterization, Crystal Structure and Application in Catalysis ; loop_ _publ_author_name 'Wei Sun' 'Fanguo Deng' 'Bin Hu' 'Chun-Gu Xia' data_b _database_code_depnum_ccdc_archive 'CCDC 647942' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'N-cetyl-pyridinium tetracarbonylcobaltate' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H38 Co N O4' _chemical_formula_weight 475.49 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.1404(5) _cell_length_b 7.1357(4) _cell_length_c 46.865(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.8240(10) _cell_angle_gamma 90.00 _cell_volume 2722.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 3114 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 20.88 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.160 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 0.657 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8183 _exptl_absorpt_correction_T_max 0.9420 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16573 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0330 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -60 _diffrn_reflns_limit_l_max 49 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6241 _reflns_number_gt 3171 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0548P)^2^+0.1854P] 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 6241 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0994 _refine_ls_R_factor_gt 0.0441 _refine_ls_wR_factor_ref 0.1303 _refine_ls_wR_factor_gt 0.1055 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.46497(4) 0.59927(5) 0.184109(8) 0.08593(17) Uani 1 1 d . . . O1 O 0.3824(3) 0.9796(3) 0.16710(6) 0.1296(8) Uani 1 1 d . . . O2 O 0.6309(4) 0.4094(3) 0.13818(6) 0.1625(12) Uani 1 1 d . . . O3 O 0.1675(3) 0.3875(4) 0.19404(5) 0.1377(9) Uani 1 1 d . . . O4 O 0.6742(4) 0.6103(4) 0.23451(7) 0.1712(12) Uani 1 1 d . . . N1 N 1.0928(2) 1.5470(2) 0.31371(4) 0.0667(5) Uani 1 1 d . . . C1 C 1.0254(3) 1.5086(4) 0.34231(5) 0.0795(7) Uani 1 1 d . . . H1A H 0.9129 1.5530 0.3430 0.095 Uiso 1 1 calc R . . H1B H 1.0891 1.5761 0.3566 0.095 Uiso 1 1 calc R . . C2 C 1.0298(3) 1.3017(4) 0.34894(5) 0.0808(7) Uani 1 1 d . . . H2A H 1.1431 1.2594 0.3490 0.097 Uiso 1 1 calc R . . H2B H 0.9714 1.2344 0.3339 0.097 Uiso 1 1 calc R . . C3 C 0.9538(3) 1.2541(4) 0.37749(5) 0.0819(7) Uani 1 1 d . . . H3A H 1.0128 1.3205 0.3925 0.098 Uiso 1 1 calc R . . H3B H 0.8408 1.2973 0.3775 0.098 Uiso 1 1 calc R . . C4 C 0.9569(3) 1.0462(4) 0.38403(5) 0.0859(7) Uani 1 1 d . . . H4A H 0.8973 0.9808 0.3690 0.103 Uiso 1 1 calc R . . H4B H 1.0700 1.0035 0.3837 0.103 Uiso 1 1 calc R . . C5 C 0.8851(3) 0.9921(4) 0.41209(5) 0.0785(7) Uani 1 1 d . . . H5A H 0.7707 1.0301 0.4122 0.094 Uiso 1 1 calc R . . H5B H 0.9418 1.0612 0.4271 0.094 Uiso 1 1 calc R . . C6 C 0.8947(3) 0.7861(3) 0.41895(5) 0.0794(7) Uani 1 1 d . . . H6A H 1.0088 0.7474 0.4183 0.095 Uiso 1 1 calc R . . H6B H 0.8351 0.7174 0.4042 0.095 Uiso 1 1 calc R . . C7 C 0.8271(3) 0.7317(3) 0.44763(5) 0.0735(6) Uani 1 1 d . . . H7A H 0.7121 0.7669 0.4481 0.088 Uiso 1 1 calc R . . H7B H 0.8844 0.8030 0.4623 0.088 Uiso 1 1 calc R . . C8 C 0.8418(3) 0.5245(3) 0.45471(5) 0.0754(6) Uani 1 1 d . . . H8A H 0.7872 0.4531 0.4397 0.091 Uiso 1 1 calc R . . H8B H 0.9571 0.4901 0.4548 0.091 Uiso 1 1 calc R . . C9 C 0.7694(3) 0.4694(3) 0.48310(5) 0.0720(6) Uani 1 1 d . . . H9A H 0.8246 0.5401 0.4981 0.086 Uiso 1 1 calc R . . H9B H 0.6544 0.5049 0.4831 0.086 Uiso 1 1 calc R . . C10 C 0.7822(3) 0.2635(3) 0.49013(5) 0.0735(6) Uani 1 1 d . . . H10A H 0.8973 0.2283 0.4904 0.088 Uiso 1 1 calc R . . H10B H 0.7283 0.1927 0.4750 0.088 Uiso 1 1 calc R . . C11 C 0.7080(3) 0.2082(3) 0.51825(5) 0.0746(6) Uani 1 1 d . . . H11A H 0.7623 0.2788 0.5333 0.090 Uiso 1 1 calc R . . H11B H 0.5931 0.2441 0.5180 0.090 Uiso 1 1 calc R . . C12 C 0.7196(3) 0.0024(3) 0.52540(5) 0.0758(6) Uani 1 1 d . . . H12A H 0.8347 -0.0331 0.5259 0.091 Uiso 1 1 calc R . . H12B H 0.6667 -0.0682 0.5102 0.091 Uiso 1 1 calc R . . C13 C 0.6438(3) -0.0540(3) 0.55333(5) 0.0768(6) Uani 1 1 d . . . H13A H 0.6969 0.0162 0.5686 0.092 Uiso 1 1 calc R . . H13B H 0.5288 -0.0184 0.5529 0.092 Uiso 1 1 calc R . . C14 C 0.6553(3) -0.2596(3) 0.56030(5) 0.0768(6) Uani 1 1 d . . . H14A H 0.6029 -0.3297 0.5449 0.092 Uiso 1 1 calc R . . H14B H 0.7704 -0.2948 0.5608 0.092 Uiso 1 1 calc R . . C15 C 0.5792(3) -0.3173(4) 0.58795(5) 0.0905(8) Uani 1 1 d . . . H15A H 0.4642 -0.2819 0.5874 0.109 Uiso 1 1 calc R . . H15B H 0.6319 -0.2477 0.6033 0.109 Uiso 1 1 calc R . . C16 C 0.5909(4) -0.5229(4) 0.59468(6) 0.1077(9) Uani 1 1 d . . . H16A H 0.5403 -0.5937 0.5795 0.162 Uiso 1 1 calc R . . H16B H 0.5355 -0.5481 0.6122 0.162 Uiso 1 1 calc R . . H16C H 0.7043 -0.5582 0.5966 0.162 Uiso 1 1 calc R . . C17 C 1.2499(3) 1.5953(4) 0.31114(6) 0.0833(7) Uani 1 1 d . . . H17 H 1.3158 1.6072 0.3274 0.100 Uiso 1 1 calc R . . C18 C 1.3154(3) 1.6274(4) 0.28509(7) 0.0932(8) Uani 1 1 d . . . H18 H 1.4249 1.6624 0.2836 0.112 Uiso 1 1 calc R . . C19 C 1.2204(4) 1.6081(4) 0.26129(6) 0.0919(8) Uani 1 1 d . . . H19 H 1.2641 1.6298 0.2434 0.110 Uiso 1 1 calc R . . C20 C 1.0595(4) 1.5564(4) 0.26397(6) 0.0924(8) Uani 1 1 d . . . H20 H 0.9925 1.5420 0.2479 0.111 Uiso 1 1 calc R . . C21 C 0.9988(3) 1.5263(4) 0.29053(6) 0.0806(7) Uani 1 1 d . . . H21 H 0.8896 1.4907 0.2925 0.097 Uiso 1 1 calc R . . C22 C 0.5899(4) 0.6060(4) 0.21422(9) 0.1158(11) Uani 1 1 d . . . C23 C 0.4138(3) 0.8270(5) 0.17378(7) 0.0955(8) Uani 1 1 d . . . C24 C 0.5642(4) 0.4859(4) 0.15609(8) 0.1115(10) Uani 1 1 d . . . C25 C 0.2875(4) 0.4704(4) 0.19040(5) 0.0962(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0892(3) 0.0759(3) 0.0930(3) -0.00414(18) 0.01182(19) -0.01183(19) O1 0.1040(15) 0.0855(15) 0.199(2) 0.0041(16) -0.0030(14) 0.0011(13) O2 0.230(3) 0.1005(19) 0.160(2) -0.0057(15) 0.098(2) 0.0060(17) O3 0.1432(19) 0.143(2) 0.1271(18) 0.0120(14) 0.0111(15) -0.0689(16) O4 0.163(2) 0.154(3) 0.194(3) -0.0230(19) -0.080(2) 0.0030(18) N1 0.0748(12) 0.0567(11) 0.0688(13) 0.0007(8) 0.0033(10) 0.0050(9) C1 0.0931(17) 0.0743(17) 0.0713(16) 0.0012(12) 0.0092(13) 0.0047(14) C2 0.0926(17) 0.0737(17) 0.0763(16) 0.0080(12) 0.0116(13) 0.0065(13) C3 0.0892(16) 0.0823(18) 0.0742(16) 0.0079(13) 0.0081(12) 0.0055(14) C4 0.0997(18) 0.0817(19) 0.0766(16) 0.0085(13) 0.0112(14) 0.0048(14) C5 0.0823(16) 0.0788(17) 0.0747(16) 0.0095(13) 0.0103(12) 0.0112(13) C6 0.0866(16) 0.0785(18) 0.0733(15) 0.0051(12) 0.0099(12) 0.0088(13) C7 0.0782(15) 0.0700(16) 0.0727(15) 0.0035(11) 0.0106(12) 0.0077(12) C8 0.0798(15) 0.0736(16) 0.0730(15) 0.0011(12) 0.0076(12) 0.0106(13) C9 0.0745(14) 0.0684(15) 0.0733(15) 0.0003(11) 0.0072(12) 0.0092(12) C10 0.0769(14) 0.0697(16) 0.0741(15) 0.0016(11) 0.0057(11) 0.0067(12) C11 0.0751(14) 0.0671(16) 0.0818(16) 0.0029(12) 0.0087(12) 0.0060(12) C12 0.0802(15) 0.0700(17) 0.0774(16) 0.0003(12) 0.0053(12) 0.0066(13) C13 0.0821(15) 0.0678(16) 0.0808(16) -0.0007(12) 0.0119(13) 0.0061(12) C14 0.0826(16) 0.0711(16) 0.0769(15) 0.0010(12) 0.0063(12) 0.0043(13) C15 0.1010(19) 0.0817(19) 0.0892(18) 0.0030(14) 0.0141(14) 0.0014(15) C16 0.130(2) 0.089(2) 0.104(2) 0.0188(17) 0.0129(18) 0.0022(19) C17 0.0832(17) 0.0836(18) 0.0829(18) 0.0022(13) -0.0053(14) -0.0092(14) C18 0.0856(18) 0.096(2) 0.098(2) 0.0086(16) 0.0122(17) -0.0149(15) C19 0.113(2) 0.086(2) 0.0778(18) 0.0037(14) 0.0191(17) 0.0040(16) C20 0.105(2) 0.098(2) 0.0730(18) -0.0039(14) -0.0109(16) 0.0084(17) C21 0.0709(15) 0.0910(19) 0.0797(18) -0.0042(14) -0.0030(14) 0.0005(13) C22 0.105(2) 0.089(2) 0.153(3) -0.011(2) -0.010(2) -0.0062(18) C23 0.0756(17) 0.086(2) 0.125(2) -0.0102(18) 0.0059(15) -0.0087(16) C24 0.137(3) 0.077(2) 0.121(3) 0.0077(18) 0.043(2) -0.0031(19) C25 0.120(2) 0.093(2) 0.0753(18) 0.0014(15) 0.0040(16) -0.0210(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 C22 1.728(4) . ? Co1 C25 1.741(3) . ? Co1 C23 1.744(4) . ? Co1 C24 1.750(4) . ? O1 C23 1.161(3) . ? O2 C24 1.145(3) . ? O3 C25 1.157(3) . ? O4 C22 1.165(4) . ? N1 C21 1.328(3) . ? N1 C17 1.331(3) . ? N1 C1 1.481(3) . ? C1 C2 1.509(3) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.521(3) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.515(3) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.497(3) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.507(3) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.510(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.520(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.515(3) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.509(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.510(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.509(3) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.510(3) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.505(3) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.502(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.504(4) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C18 1.358(4) . ? C17 H17 0.9300 . ? C18 C19 1.355(4) . ? C18 H18 0.9300 . ? C19 C20 1.368(4) . ? C19 H19 0.9300 . ? C20 C21 1.363(3) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? 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 C22 Co1 C25 110.89(14) . . ? C22 Co1 C23 109.63(14) . . ? C25 Co1 C23 110.09(14) . . ? C22 Co1 C24 110.68(16) . . ? C25 Co1 C24 106.02(14) . . ? C23 Co1 C24 109.47(14) . . ? C21 N1 C17 119.8(2) . . ? C21 N1 C1 120.2(2) . . ? C17 N1 C1 119.9(2) . . ? N1 C1 C2 111.06(18) . . ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? C1 C2 C3 113.0(2) . . ? C1 C2 H2A 109.0 . . ? C3 C2 H2A 109.0 . . ? C1 C2 H2B 109.0 . . ? C3 C2 H2B 109.0 . . ? H2A C2 H2B 107.8 . . ? C4 C3 C2 113.0(2) . . ? C4 C3 H3A 109.0 . . ? C2 C3 H3A 109.0 . . ? C4 C3 H3B 109.0 . . ? C2 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C5 C4 C3 115.1(2) . . ? C5 C4 H4A 108.5 . . ? C3 C4 H4A 108.5 . . ? C5 C4 H4B 108.5 . . ? C3 C4 H4B 108.5 . . ? H4A C4 H4B 107.5 . . ? C4 C5 C6 114.8(2) . . ? C4 C5 H5A 108.6 . . ? C6 C5 H5A 108.6 . . ? C4 C5 H5B 108.6 . . ? C6 C5 H5B 108.6 . . ? H5A C5 H5B 107.5 . . ? C5 C6 C7 114.98(19) . . ? C5 C6 H6A 108.5 . . ? C7 C6 H6A 108.5 . . ? C5 C6 H6B 108.5 . . ? C7 C6 H6B 108.5 . . ? H6A C6 H6B 107.5 . . ? C6 C7 C8 114.55(18) . . ? C6 C7 H7A 108.6 . . ? C8 C7 H7A 108.6 . . ? C6 C7 H7B 108.6 . . ? C8 C7 H7B 108.6 . . ? H7A C7 H7B 107.6 . . ? C9 C8 C7 114.45(19) . . ? C9 C8 H8A 108.6 . . ? C7 C8 H8A 108.6 . . ? C9 C8 H8B 108.6 . . ? C7 C8 H8B 108.6 . . ? H8A C8 H8B 107.6 . . ? C10 C9 C8 114.71(19) . . ? C10 C9 H9A 108.6 . . ? C8 C9 H9A 108.6 . . ? C10 C9 H9B 108.6 . . ? C8 C9 H9B 108.6 . . ? H9A C9 H9B 107.6 . . ? C9 C10 C11 114.69(19) . . ? C9 C10 H10A 108.6 . . ? C11 C10 H10A 108.6 . . ? C9 C10 H10B 108.6 . . ? C11 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? C12 C11 C10 115.08(19) . . ? C12 C11 H11A 108.5 . . ? C10 C11 H11A 108.5 . . ? C12 C11 H11B 108.5 . . ? C10 C11 H11B 108.5 . . ? H11A C11 H11B 107.5 . . ? C11 C12 C13 115.28(19) . . ? C11 C12 H12A 108.5 . . ? C13 C12 H12A 108.5 . . ? C11 C12 H12B 108.5 . . ? C13 C12 H12B 108.5 . . ? H12A C12 H12B 107.5 . . ? C14 C13 C12 115.01(19) . . ? C14 C13 H13A 108.5 . . ? C12 C13 H13A 108.5 . . ? C14 C13 H13B 108.5 . . ? C12 C13 H13B 108.5 . . ? H13A C13 H13B 107.5 . . ? C15 C14 C13 115.4(2) . . ? C15 C14 H14A 108.4 . . ? C13 C14 H14A 108.4 . . ? C15 C14 H14B 108.4 . . ? C13 C14 H14B 108.4 . . ? H14A C14 H14B 107.5 . . ? C14 C15 C16 115.0(2) . . ? C14 C15 H15A 108.5 . . ? C16 C15 H15A 108.5 . . ? C14 C15 H15B 108.5 . . ? C16 C15 H15B 108.5 . . ? H15A C15 H15B 107.5 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N1 C17 C18 121.0(2) . . ? N1 C17 H17 119.5 . . ? C18 C17 H17 119.5 . . ? C19 C18 C17 119.8(3) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C18 C19 C20 119.1(3) . . ? C18 C19 H19 120.4 . . ? C20 C19 H19 120.4 . . ? C21 C20 C19 119.1(3) . . ? C21 C20 H20 120.4 . . ? C19 C20 H20 120.4 . . ? N1 C21 C20 121.2(2) . . ? N1 C21 H21 119.4 . . ? C20 C21 H21 119.4 . . ? O4 C22 Co1 179.9(4) . . ? O1 C23 Co1 178.8(3) . . ? O2 C24 Co1 178.5(3) . . ? O3 C25 Co1 178.2(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C21 N1 C1 C2 82.2(3) . . . . ? C17 N1 C1 C2 -95.1(3) . . . . ? N1 C1 C2 C3 -177.1(2) . . . . ? C1 C2 C3 C4 179.5(2) . . . . ? C2 C3 C4 C5 179.3(2) . . . . ? C3 C4 C5 C6 -177.7(2) . . . . ? C4 C5 C6 C7 178.2(2) . . . . ? C5 C6 C7 C8 -178.3(2) . . . . ? C6 C7 C8 C9 -178.3(2) . . . . ? C7 C8 C9 C10 179.5(2) . . . . ? C8 C9 C10 C11 -179.2(2) . . . . ? C9 C10 C11 C12 179.8(2) . . . . ? C10 C11 C12 C13 -179.3(2) . . . . ? C11 C12 C13 C14 179.8(2) . . . . ? C12 C13 C14 C15 -179.6(2) . . . . ? C13 C14 C15 C16 179.8(2) . . . . ? C21 N1 C17 C18 1.3(4) . . . . ? C1 N1 C17 C18 178.6(2) . . . . ? N1 C17 C18 C19 -0.8(4) . . . . ? C17 C18 C19 C20 0.0(4) . . . . ? C18 C19 C20 C21 0.3(4) . . . . ? C17 N1 C21 C20 -1.0(4) . . . . ? C1 N1 C21 C20 -178.3(2) . . . . ? C19 C20 C21 N1 0.2(4) . . . . ? C25 Co1 C22 O4 63(100) . . . . ? C23 Co1 C22 O4 -175(100) . . . . ? C24 Co1 C22 O4 -54(100) . . . . ? C22 Co1 C23 O1 32(15) . . . . ? C25 Co1 C23 O1 154(100) . . . . ? C24 Co1 C23 O1 -90(14) . . . . ? C22 Co1 C24 O2 30(12) . . . . ? C25 Co1 C24 O2 -90(12) . . . . ? C23 Co1 C24 O2 151(12) . . . . ? C22 Co1 C25 O3 154(11) . . . . ? C23 Co1 C25 O3 32(11) . . . . ? C24 Co1 C25 O3 -86(11) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.251 _refine_diff_density_min -0.198 _refine_diff_density_rms 0.031