Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Roy Gordon' 'Michael Coulter' 'Don Keun Lee.' 'Zhengwen Li.' 'Leonard N. J. Rodriguez' _publ_contact_author_name 'Roy Gordon' _publ_contact_author_address ; Department of Chemistry and Chemical Biology Harvard University 12 Oxford Street Cambridge MA 02138 UNITED STATES OF AMERICA ; _publ_contact_author_email GORDON@CHEMISTRY.HARVARD.EDU _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Synthesis and Characterization of Volatile Liquid Cobalt Amidinates ; data_rg15 _database_code_depnum_ccdc_archive 'CCDC 674856' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H42 Co N4' _chemical_formula_weight 397.51 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Aba2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/2, -y+1, z+1/2' '-x+1/2, y+1, z+1/2' _cell_length_a 14.528(2) _cell_length_b 13.9928(17) _cell_length_c 11.8948(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2418.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 932 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 27.87 _exptl_crystal_description cube _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.092 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 0.719 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.8696 _exptl_absorpt_correction_T_max 0.8696 _exptl_absorpt_process_details SADABS _exptl_special_details ; Data was collected using a BRUKER SMART CCD (charge coupled device) based diffractometer equipped with an oxford low-temperature apparatus operating at 193 K. A suitable crystal was chosen and mounted on a glass fiber using grease. Data were measured using omega scans of 0.3\% per frame for 30 s, such that a hemisphere was collected. A total of 1271 frames were collected with a final resolution of 0.76 \%A. The first 50 frames were recollected at the end of data collection to monitor for decay. Cell parameters were retrieved using SMART software and refined using SAINT on all observed reflections. Data reduction was performed using the SAINT software which corrects for Lp and decay. Absorption corrections were applied using SADABS based on Blessing,(1995). The structures are solved by the direct method using the SHELX-90 program and refined by least squares method on F2 SHELXL-93, incorporated in SHELXTL V6.1. All H atoms were placed in calculated positions and refined using a riding model. C-H(aromatic) = 0.94\%A and Uiso(H) = 1.2Ueq(C) C-H(alaphatic) = 0.99\%A and Uiso(H) = 1.2Ueq(C) CH2 = 0.98\%A and Uiso(H) = 1.2Ueq(C) CH3 = 0.97\%A and Uiso(H) = 1.5Ueq(C) N-H = 0.86 (0.92)\%A and Uiso(H) = 1.2 Ueq(N) O-H(alcohol) = 0.85\%A and Uiso(H) = 1.2Ueq(O) O-H(acid) = 0.82\%A and Uiso(H) = 1.5Ueq(O) ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD' _diffrn_measurement_method '\w, 0.3 deg' _diffrn_detector_area_resol_mean 836.6 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 7739 _diffrn_reflns_av_R_equivalents 0.0366 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 27.88 _reflns_number_total 2860 _reflns_number_gt 2768 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'ASTRO (BRUKER, V5.007, 1997)' _computing_cell_refinement 'SMART (BRUKER, V5.625, 2001)' _computing_data_reduction 'SAINT (BRUKER, V6.22, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (BRUKER, 2000, V6.1)' _computing_publication_material 'XCIF (Sheldrick and BRUKER, 1997, V5.1)' _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^)+(0.0349P)^2^+1.6402P] 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 0.02(2) _refine_ls_number_reflns 2860 _refine_ls_number_parameters 121 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0376 _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_ref 0.0898 _refine_ls_wR_factor_gt 0.0887 _refine_ls_goodness_of_fit_ref 1.215 _refine_ls_restrained_S_all 1.215 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.5000 1.0000 0.83777(6) 0.03043(10) Uani 1 2 d S . . N1 N 0.46711(12) 0.87164(13) 0.77512(17) 0.0335(4) Uani 1 1 d . . . N2 N 0.37836(11) 0.94904(12) 0.89166(16) 0.0324(4) Uani 1 1 d . . . C1 C 0.38750(12) 0.87016(13) 0.8292(2) 0.0302(4) Uani 1 1 d . . . C2 C 0.31699(15) 0.79064(16) 0.8224(3) 0.0448(6) Uani 1 1 d . . . H2A H 0.3196 0.7609 0.7479 0.067 Uiso 1 1 calc R . . H2B H 0.2553 0.8170 0.8350 0.067 Uiso 1 1 calc R . . H2C H 0.3304 0.7426 0.8801 0.067 Uiso 1 1 calc R . . C3 C 0.50862(15) 0.79875(18) 0.7012(2) 0.0362(5) Uani 1 1 d . . . C4 C 0.60408(19) 0.8353(2) 0.6742(3) 0.0554(7) Uani 1 1 d . . . H4A H 0.5994 0.8980 0.6379 0.083 Uiso 1 1 calc R . . H4B H 0.6349 0.7905 0.6234 0.083 Uiso 1 1 calc R . . H4C H 0.6397 0.8412 0.7438 0.083 Uiso 1 1 calc R . . C5 C 0.4560(2) 0.7894(3) 0.5900(3) 0.0602(7) Uani 1 1 d . . . H5A H 0.3945 0.7635 0.6046 0.090 Uiso 1 1 calc R . . H5B H 0.4895 0.7463 0.5396 0.090 Uiso 1 1 calc R . . H5C H 0.4505 0.8524 0.5548 0.090 Uiso 1 1 calc R . . C6 C 0.5171(2) 0.7011(2) 0.7577(3) 0.0609(8) Uani 1 1 d . . . H6A H 0.5475 0.7084 0.8308 0.091 Uiso 1 1 calc R . . H6B H 0.5537 0.6585 0.7100 0.091 Uiso 1 1 calc R . . H6C H 0.4556 0.6738 0.7687 0.091 Uiso 1 1 calc R . . C7 C 0.29910(15) 0.98061(16) 0.95833(19) 0.0334(4) Uani 1 1 d . . . C8 C 0.33043(19) 1.0748(2) 1.0127(3) 0.0536(7) Uani 1 1 d . . . H8A H 0.3841 1.0628 1.0607 0.080 Uiso 1 1 calc R . . H8B H 0.2802 1.1010 1.0584 0.080 Uiso 1 1 calc R . . H8C H 0.3470 1.1207 0.9539 0.080 Uiso 1 1 calc R . . C9 C 0.21477(19) 1.00183(18) 0.8849(3) 0.0489(6) Uani 1 1 d . . . H9A H 0.2330 1.0425 0.8216 0.073 Uiso 1 1 calc R . . H9B H 0.1681 1.0348 0.9299 0.073 Uiso 1 1 calc R . . H9C H 0.1893 0.9417 0.8562 0.073 Uiso 1 1 calc R . . C10 C 0.2740(2) 0.9109(2) 1.0530(3) 0.0574(7) Uani 1 1 d . . . H10A H 0.2502 0.8515 1.0205 0.086 Uiso 1 1 calc R . . H10B H 0.2268 0.9397 1.1011 0.086 Uiso 1 1 calc R . . H10C H 0.3289 0.8970 1.0980 0.086 Uiso 1 1 calc 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 Co1 0.02412(16) 0.02659(16) 0.04059(18) 0.000 0.000 -0.00412(13) N1 0.0291(8) 0.0291(8) 0.0423(9) -0.0077(8) 0.0030(8) -0.0032(7) N2 0.0263(8) 0.0265(8) 0.0443(9) -0.0013(7) 0.0048(7) -0.0045(6) C1 0.0265(7) 0.0279(8) 0.0363(10) 0.0027(10) -0.0041(9) -0.0034(6) C2 0.0375(11) 0.0340(10) 0.0631(17) -0.0050(11) 0.0082(11) -0.0125(8) C3 0.0361(11) 0.0336(11) 0.0387(11) -0.0080(9) 0.0030(9) 0.0024(8) C4 0.0443(14) 0.0562(15) 0.0657(17) -0.0233(14) 0.0181(13) -0.0025(12) C5 0.0623(17) 0.0713(19) 0.0470(14) -0.0184(15) -0.0085(14) 0.0071(15) C6 0.0724(19) 0.0457(15) 0.0644(18) 0.0073(14) 0.0210(15) 0.0236(14) C7 0.0274(9) 0.0332(10) 0.0396(11) 0.0008(9) 0.0039(8) 0.0011(8) C8 0.0451(14) 0.0558(16) 0.0599(15) -0.0236(13) 0.0115(13) -0.0025(12) C9 0.0346(12) 0.0560(16) 0.0559(14) -0.0008(13) -0.0022(11) 0.0105(10) C10 0.0512(15) 0.0664(18) 0.0547(15) 0.0163(14) 0.0158(12) 0.0104(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N1 2.0025(18) 2_675 ? Co1 N1 2.0025(18) . ? Co1 N2 2.0105(17) . ? Co1 N2 2.0105(17) 2_675 ? Co1 C1 2.4459(18) . ? Co1 C1 2.4460(18) 2_675 ? N1 C1 1.323(3) . ? N1 C3 1.475(3) . ? N2 C1 1.337(3) . ? N2 C7 1.466(3) . ? C1 C2 1.515(3) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.513(3) . ? C3 C6 1.527(4) . ? C3 C5 1.533(4) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C9 1.534(3) . ? C7 C10 1.534(4) . ? C7 C8 1.537(3) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? 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 Co1 N1 136.30(12) 2_675 . ? N1 Co1 N2 130.28(7) 2_675 . ? N1 Co1 N2 65.84(7) . . ? N1 Co1 N2 65.84(7) 2_675 2_675 ? N1 Co1 N2 130.28(7) . 2_675 ? N2 Co1 N2 142.81(12) . 2_675 ? N1 Co1 C1 144.11(8) 2_675 . ? N1 Co1 C1 32.72(7) . . ? N2 Co1 C1 33.13(7) . . ? N2 Co1 C1 149.78(7) 2_675 . ? N1 Co1 C1 32.72(7) 2_675 2_675 ? N1 Co1 C1 144.11(8) . 2_675 ? N2 Co1 C1 149.79(7) . 2_675 ? N2 Co1 C1 33.13(7) 2_675 2_675 ? C1 Co1 C1 175.19(13) . 2_675 ? C1 N1 C3 129.48(18) . . ? C1 N1 Co1 92.40(13) . . ? C3 N1 Co1 138.10(14) . . ? C1 N2 C7 128.85(17) . . ? C1 N2 Co1 91.62(12) . . ? C7 N2 Co1 139.10(14) . . ? N1 C1 N2 110.11(16) . . ? N1 C1 C2 125.2(2) . . ? N2 C1 C2 124.64(19) . . ? N1 C1 Co1 54.88(10) . . ? N2 C1 Co1 55.25(9) . . ? C2 C1 Co1 179.10(18) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C4 105.50(19) . . ? N1 C3 C6 112.9(2) . . ? C4 C3 C6 108.8(2) . . ? N1 C3 C5 111.7(2) . . ? C4 C3 C5 107.6(2) . . ? C6 C3 C5 110.1(2) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 C9 112.2(2) . . ? N2 C7 C10 113.10(19) . . ? C9 C7 C10 110.6(2) . . ? N2 C7 C8 104.68(18) . . ? C9 C7 C8 108.1(2) . . ? C10 C7 C8 107.8(2) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Co1 N1 C1 -122.72(14) 2_675 . . . ? N2 Co1 N1 C1 1.08(13) . . . . ? N2 Co1 N1 C1 140.94(15) 2_675 . . . ? C1 Co1 N1 C1 -173.59(17) 2_675 . . . ? N1 Co1 N1 C3 59.1(2) 2_675 . . . ? N2 Co1 N1 C3 -177.1(3) . . . . ? N2 Co1 N1 C3 -37.3(3) 2_675 . . . ? C1 Co1 N1 C3 -178.2(3) . . . . ? C1 Co1 N1 C3 8.2(3) 2_675 . . . ? N1 Co1 N2 C1 130.12(14) 2_675 . . . ? N1 Co1 N2 C1 -1.07(12) . . . . ? N2 Co1 N2 C1 -126.61(13) 2_675 . . . ? C1 Co1 N2 C1 172.7(2) 2_675 . . . ? N1 Co1 N2 C7 -42.2(3) 2_675 . . . ? N1 Co1 N2 C7 -173.4(3) . . . . ? N2 Co1 N2 C7 61.1(2) 2_675 . . . ? C1 Co1 N2 C7 -172.3(3) . . . . ? C1 Co1 N2 C7 0.4(3) 2_675 . . . ? C3 N1 C1 N2 176.9(2) . . . . ? Co1 N1 C1 N2 -1.58(18) . . . . ? C3 N1 C1 C2 -2.6(4) . . . . ? Co1 N1 C1 C2 178.9(2) . . . . ? C3 N1 C1 Co1 178.5(3) . . . . ? C7 N2 C1 N1 175.1(2) . . . . ? Co1 N2 C1 N1 1.57(18) . . . . ? C7 N2 C1 C2 -5.4(4) . . . . ? Co1 N2 C1 C2 -178.9(2) . . . . ? C7 N2 C1 Co1 173.5(3) . . . . ? N1 Co1 C1 N1 97.5(2) 2_675 . . . ? N2 Co1 C1 N1 -178.2(2) . . . . ? N2 Co1 C1 N1 -72.8(2) 2_675 . . . ? C1 Co1 C1 N1 51.39(13) 2_675 . . . ? N1 Co1 C1 N2 -84.30(19) 2_675 . . . ? N1 Co1 C1 N2 178.2(2) . . . . ? N2 Co1 C1 N2 105.4(2) 2_675 . . . ? C1 Co1 C1 N2 -130.42(12) 2_675 . . . ? N1 Co1 C1 C2 -1(13) 2_675 . . . ? N1 Co1 C1 C2 -98(13) . . . . ? N2 Co1 C1 C2 84(13) . . . . ? N2 Co1 C1 C2 -171(100) 2_675 . . . ? C1 Co1 C1 C2 -47(13) 2_675 . . . ? C1 N1 C3 C4 -174.0(3) . . . . ? Co1 N1 C3 C4 3.7(3) . . . . ? C1 N1 C3 C6 -55.3(3) . . . . ? Co1 N1 C3 C6 122.4(3) . . . . ? C1 N1 C3 C5 69.4(3) . . . . ? Co1 N1 C3 C5 -112.9(3) . . . . ? C1 N2 C7 C9 -64.1(3) . . . . ? Co1 N2 C7 C9 105.9(2) . . . . ? C1 N2 C7 C10 61.8(3) . . . . ? Co1 N2 C7 C10 -128.2(2) . . . . ? C1 N2 C7 C8 178.9(2) . . . . ? Co1 N2 C7 C8 -11.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.387 _refine_diff_density_min -0.211 _refine_diff_density_rms 0.044 # Attachment 'compound_5.cif' data_rg16t _database_code_depnum_ccdc_archive 'CCDC 674857' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H34 Co N4' _chemical_formula_weight 341.40 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' 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 9.945(3) _cell_length_b 16.996(5) _cell_length_c 22.432(6) _cell_angle_alpha 90.00 _cell_angle_beta 91.265(5) _cell_angle_gamma 90.00 _cell_volume 3790.8(18) _cell_formula_units_Z 8 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 877 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 25.46 _exptl_crystal_description chunk _exptl_crystal_colour blue _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.196 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1480 _exptl_absorpt_coefficient_mu 0.906 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.8686 _exptl_absorpt_correction_T_max 0.8990 _exptl_absorpt_process_details SADABS _exptl_special_details ; Data was collected using a BRUKER SMART CCD (charge coupled device) based diffractometer equipped with an oxford low-temperature apparatus operating at 193 K. A suitable crystal was chosen and mounted on a glass fiber using grease. Data were measured using omega scans of 0.3\% per frame for 30 s, such that a hemisphere was collected. A total of 1271 frames were collected with a final resolution of 0.76 \%A. The first 50 frames were recollected at the end of data collection to monitor for decay. Cell parameters were retrieved using SMART software and refined using SAINT on all observed reflections. Data reduction was performed using the SAINT software which corrects for Lp and decay. Absorption corrections were applied using SADABS based on Blessing,(1995). The structures are solved by the direct method using the SHELX-90 program and refined by least squares method on F2 SHELXL-93, incorporated in SHELXTL V6.1. All H atoms were placed in calculated positions and refined using a riding model. C-H(aromatic) = 0.94\%A and Uiso(H) = 1.2Ueq(C) C-H(alaphatic) = 0.99\%A and Uiso(H) = 1.2Ueq(C) CH2 = 0.98\%A and Uiso(H) = 1.2Ueq(C) CH3 = 0.97\%A and Uiso(H) = 1.5Ueq(C) N-H = 0.86 (0.92)\%A and Uiso(H) = 1.2 Ueq(N) O-H(alcohol) = 0.85\%A and Uiso(H) = 1.2Ueq(O) O-H(acid) = 0.82\%A and Uiso(H) = 1.5Ueq(O) ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker CCD' _diffrn_measurement_method '\w, 0.3 deg' _diffrn_detector_area_resol_mean 836.6 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 20117 _diffrn_reflns_av_R_equivalents 0.0637 _diffrn_reflns_av_sigmaI/netI 0.0794 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6681 _reflns_number_gt 4646 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'ASTRO (BRUKER, V5.007, 1997)' _computing_cell_refinement 'SMART (BRUKER, V5.625, 2001)' _computing_data_reduction 'SAINT (BRUKER, V6.22, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (BRUKER, 2000, V6.1)' _computing_publication_material 'XCIF (Sheldrick and BRUKER, 1997, V5.1)' _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^)+(0.0734P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6681 _refine_ls_number_parameters 399 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0828 _refine_ls_R_factor_gt 0.0548 _refine_ls_wR_factor_ref 0.1382 _refine_ls_wR_factor_gt 0.1282 _refine_ls_goodness_of_fit_ref 0.977 _refine_ls_restrained_S_all 0.977 _refine_ls_shift/su_max 0.038 _refine_ls_shift/su_mean 0.001 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 0.42271(5) 0.20016(3) 0.16660(2) 0.02597(16) Uani 1 1 d . . . Co2 Co 0.23898(5) 0.27464(3) 0.07150(2) 0.02610(16) Uani 1 1 d . . . N1 N 0.6069(3) 0.14859(19) 0.16702(14) 0.0303(8) Uani 1 1 d . . . N2 N 0.5270(3) 0.1963(2) 0.25047(14) 0.0322(8) Uani 1 1 d . . . N3 N 0.4094(3) 0.31757(18) 0.14661(14) 0.0280(8) Uani 1 1 d . . . N4 N 0.1858(3) 0.32223(18) 0.15057(13) 0.0251(7) Uani 1 1 d . . . N5 N 0.2588(3) 0.3625(2) 0.01133(14) 0.0347(8) Uani 1 1 d . . . N6 N 0.1003(3) 0.2739(2) -0.00259(14) 0.0360(9) Uani 1 1 d . . . N7 N 0.3291(3) 0.16796(19) 0.05958(14) 0.0330(8) Uani 1 1 d . . . N8 N 0.2792(3) 0.11890(18) 0.14924(14) 0.0281(8) Uani 1 1 d . . . C1 C 0.6293(4) 0.1607(2) 0.22515(17) 0.0300(9) Uani 1 1 d . . . C2 C 0.7608(4) 0.1356(2) 0.25512(18) 0.0377(10) Uani 1 1 d . . . H2A H 0.8306 0.1745 0.2468 0.057 Uiso 1 1 calc R . . H2B H 0.7878 0.0842 0.2396 0.057 Uiso 1 1 calc R . . H2C H 0.7489 0.1319 0.2983 0.057 Uiso 1 1 calc R . . C3 C 0.7006(4) 0.1071(3) 0.12978(18) 0.0375(11) Uani 1 1 d . . . H3A H 0.7930 0.1159 0.1458 0.045 Uiso 1 1 calc R . . H3B H 0.6955 0.1298 0.0891 0.045 Uiso 1 1 calc R . . C4 C 0.6754(5) 0.0196(3) 0.1257(2) 0.0576(14) Uani 1 1 d . . . H4A H 0.6837 -0.0038 0.1655 0.086 Uiso 1 1 calc R . . H4B H 0.7416 -0.0043 0.0995 0.086 Uiso 1 1 calc R . . H4C H 0.5847 0.0102 0.1093 0.086 Uiso 1 1 calc R . . C5 C 0.5276(4) 0.2276(3) 0.31217(18) 0.0400(11) Uani 1 1 d . . . C6 C 0.5204(5) 0.1616(3) 0.35920(19) 0.0573(14) Uani 1 1 d . . . H6A H 0.4436 0.1273 0.3498 0.086 Uiso 1 1 calc R . . H6B H 0.5096 0.1849 0.3988 0.086 Uiso 1 1 calc R . . H6C H 0.6036 0.1307 0.3589 0.086 Uiso 1 1 calc R . . C7 C 0.6484(6) 0.2819(3) 0.3243(2) 0.0592(14) Uani 1 1 d . . . H7A H 0.7307 0.2503 0.3275 0.089 Uiso 1 1 calc R . . H7B H 0.6356 0.3105 0.3616 0.089 Uiso 1 1 calc R . . H7C H 0.6561 0.3195 0.2914 0.089 Uiso 1 1 calc R . . C8 C 0.4008(5) 0.2774(3) 0.3167(2) 0.0623(15) Uani 1 1 d . . . H8A H 0.4028 0.3198 0.2872 0.094 Uiso 1 1 calc R . . H8B H 0.3965 0.3001 0.3568 0.094 Uiso 1 1 calc R . . H8C H 0.3216 0.2443 0.3092 0.094 Uiso 1 1 calc R . . C9 C 0.3007(4) 0.3559(2) 0.16555(16) 0.0276(9) Uani 1 1 d . . . C10 C 0.3166(5) 0.4332(2) 0.19853(19) 0.0448(12) Uani 1 1 d . . . H10A H 0.3399 0.4747 0.1703 0.067 Uiso 1 1 calc R . . H10B H 0.3883 0.4283 0.2290 0.067 Uiso 1 1 calc R . . H10C H 0.2320 0.4465 0.2176 0.067 Uiso 1 1 calc R . . C11 C 0.5389(5) 0.3599(3) 0.1429(3) 0.0632(15) Uani 1 1 d . . . H11A H 0.5936 0.3504 0.1796 0.076 Uiso 1 1 calc R . . H11B H 0.5220 0.4172 0.1396 0.076 Uiso 1 1 calc R . . C12 C 0.6146(5) 0.3321(4) 0.0893(3) 0.090(2) Uani 1 1 d . . . H12A H 0.6400 0.2768 0.0948 0.135 Uiso 1 1 calc R . . H12B H 0.6958 0.3641 0.0849 0.135 Uiso 1 1 calc R . . H12C H 0.5572 0.3374 0.0535 0.135 Uiso 1 1 calc R . . C13 C 0.0519(4) 0.3430(2) 0.17333(17) 0.0329(10) Uani 1 1 d . . . C14 C -0.0423(4) 0.2794(3) 0.1485(2) 0.0446(12) Uani 1 1 d . . . H14A H -0.0433 0.2813 0.1049 0.067 Uiso 1 1 calc R . . H14B H -0.1333 0.2884 0.1628 0.067 Uiso 1 1 calc R . . H14C H -0.0106 0.2276 0.1620 0.067 Uiso 1 1 calc R . . C15 C 0.0028(5) 0.4225(3) 0.1482(2) 0.0553(13) Uani 1 1 d . . . H15A H 0.0590 0.4649 0.1647 0.083 Uiso 1 1 calc R . . H15B H -0.0909 0.4310 0.1592 0.083 Uiso 1 1 calc R . . H15C H 0.0090 0.4221 0.1046 0.083 Uiso 1 1 calc R . . C16 C 0.0461(4) 0.3409(3) 0.24116(18) 0.0454(12) Uani 1 1 d . . . H16A H 0.0757 0.2892 0.2556 0.068 Uiso 1 1 calc R . . H16B H -0.0464 0.3506 0.2534 0.068 Uiso 1 1 calc R . . H16C H 0.1054 0.3817 0.2580 0.068 Uiso 1 1 calc R . . C17 C 0.3294(4) 0.4365(3) 0.0015(2) 0.0456(12) Uani 1 1 d . . . H17A H 0.3374 0.4448 -0.0420 0.055 Uiso 1 1 calc R . . H17B H 0.4216 0.4322 0.0188 0.055 Uiso 1 1 calc R . . C18 C 0.2614(5) 0.5072(3) 0.0282(2) 0.0601(14) Uani 1 1 d . . . H18A H 0.1738 0.5154 0.0082 0.090 Uiso 1 1 calc R . . H18B H 0.3176 0.5539 0.0228 0.090 Uiso 1 1 calc R . . H18C H 0.2485 0.4983 0.0708 0.090 Uiso 1 1 calc R . . C19 C 0.1558(4) 0.3376(3) -0.02306(17) 0.0375(11) Uani 1 1 d . . . C20 C 0.1160(5) 0.3838(3) -0.07955(18) 0.0579(14) Uani 1 1 d . . . H20A H 0.0300 0.3640 -0.0955 0.087 Uiso 1 1 calc R . . H20B H 0.1855 0.3772 -0.1095 0.087 Uiso 1 1 calc R . . H20C H 0.1072 0.4398 -0.0697 0.087 Uiso 1 1 calc R . . C21 C -0.0074(4) 0.2279(3) -0.0327(2) 0.0491(13) Uani 1 1 d . . . C22 C 0.0283(5) 0.2019(3) -0.0958(2) 0.0653(16) Uani 1 1 d . . . H22A H 0.0320 0.2480 -0.1219 0.098 Uiso 1 1 calc R . . H22B H -0.0403 0.1652 -0.1111 0.098 Uiso 1 1 calc R . . H22C H 0.1161 0.1757 -0.0947 0.098 Uiso 1 1 calc R . . C23 C -0.1417(5) 0.2732(4) -0.0341(2) 0.0729(18) Uani 1 1 d . . . H23A H -0.1626 0.2905 0.0064 0.109 Uiso 1 1 calc R . . H23B H -0.2136 0.2387 -0.0493 0.109 Uiso 1 1 calc R . . H23C H -0.1342 0.3192 -0.0601 0.109 Uiso 1 1 calc R . . C24 C -0.0242(5) 0.1541(3) 0.0048(2) 0.0696(17) Uani 1 1 d . . . H24A H 0.0613 0.1255 0.0072 0.104 Uiso 1 1 calc R . . H24B H -0.0935 0.1204 -0.0135 0.104 Uiso 1 1 calc R . . H24C H -0.0513 0.1690 0.0451 0.104 Uiso 1 1 calc R . . C25 C 0.2950(4) 0.1065(2) 0.09164(18) 0.0314(10) Uani 1 1 d . . . C26 C 0.2788(5) 0.0263(3) 0.0621(2) 0.0549(13) Uani 1 1 d . . . H26A H 0.1898 0.0229 0.0426 0.082 Uiso 1 1 calc R . . H26B H 0.2876 -0.0151 0.0924 0.082 Uiso 1 1 calc R . . H26C H 0.3484 0.0194 0.0323 0.082 Uiso 1 1 calc R . . C27 C 0.3716(5) 0.1596(3) -0.0027(2) 0.0604(15) Uani 1 1 d . . . H27A H 0.3206 0.1157 -0.0213 0.072 Uiso 1 1 calc R . . H27B H 0.3466 0.2082 -0.0246 0.072 Uiso 1 1 calc R . . C28 C 0.5099(6) 0.1458(5) -0.0101(2) 0.110(3) Uani 1 1 d . . . H28A H 0.5611 0.1923 0.0025 0.165 Uiso 1 1 calc R . . H28B H 0.5267 0.1348 -0.0522 0.165 Uiso 1 1 calc R . . H28C H 0.5380 0.1005 0.0142 0.165 Uiso 1 1 calc R . . C29 C 0.2187(4) 0.0631(3) 0.19220(19) 0.0397(11) Uani 1 1 d . . . C30 C 0.0861(5) 0.0271(3) 0.1693(2) 0.0645(15) Uani 1 1 d . . . H30A H 0.0301 0.0682 0.1508 0.097 Uiso 1 1 calc R . . H30B H 0.0384 0.0037 0.2027 0.097 Uiso 1 1 calc R . . H30C H 0.1049 -0.0137 0.1398 0.097 Uiso 1 1 calc R . . C31 C 0.3204(6) 0.0009(3) 0.2125(2) 0.0723(17) Uani 1 1 d . . . H31A H 0.3458 -0.0313 0.1783 0.109 Uiso 1 1 calc R . . H31B H 0.2801 -0.0328 0.2428 0.109 Uiso 1 1 calc R . . H31C H 0.4005 0.0267 0.2296 0.109 Uiso 1 1 calc R . . C32 C 0.1851(5) 0.1128(3) 0.24664(19) 0.0505(13) Uani 1 1 d . . . H32A H 0.2671 0.1380 0.2623 0.076 Uiso 1 1 calc R . . H32B H 0.1473 0.0789 0.2774 0.076 Uiso 1 1 calc R . . H32C H 0.1193 0.1532 0.2351 0.076 Uiso 1 1 calc 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 Co1 0.0237(3) 0.0269(3) 0.0271(3) 0.0017(2) -0.0020(2) 0.0010(2) Co2 0.0308(3) 0.0293(3) 0.0181(3) 0.0020(2) 0.0003(2) 0.0026(2) N1 0.0244(18) 0.039(2) 0.0274(19) 0.0025(15) -0.0005(14) 0.0046(15) N2 0.0331(19) 0.042(2) 0.0215(17) 0.0006(15) -0.0053(15) 0.0004(16) N3 0.0303(18) 0.0211(18) 0.0327(19) -0.0044(14) 0.0003(15) -0.0067(15) N4 0.0272(18) 0.0265(19) 0.0215(17) -0.0018(14) -0.0022(14) 0.0010(14) N5 0.036(2) 0.041(2) 0.0269(19) 0.0120(16) 0.0005(16) 0.0010(17) N6 0.0303(19) 0.057(3) 0.0204(17) -0.0024(17) -0.0065(14) -0.0053(18) N7 0.043(2) 0.028(2) 0.0283(19) -0.0094(15) 0.0093(16) 0.0038(16) N8 0.0271(18) 0.0263(19) 0.0307(19) 0.0023(15) -0.0044(14) 0.0021(14) C1 0.031(2) 0.030(2) 0.028(2) 0.0078(18) -0.0042(18) -0.0010(18) C2 0.035(2) 0.040(3) 0.038(2) 0.006(2) -0.004(2) 0.000(2) C3 0.032(2) 0.048(3) 0.033(2) 0.004(2) 0.0040(19) 0.006(2) C4 0.071(4) 0.055(4) 0.047(3) -0.013(2) -0.002(3) 0.014(3) C5 0.047(3) 0.049(3) 0.024(2) -0.001(2) -0.005(2) 0.006(2) C6 0.078(4) 0.065(4) 0.029(3) 0.009(2) 0.005(2) 0.002(3) C7 0.084(4) 0.055(3) 0.039(3) -0.010(2) -0.011(3) -0.013(3) C8 0.076(4) 0.074(4) 0.037(3) -0.016(3) -0.006(3) 0.027(3) C9 0.042(2) 0.023(2) 0.018(2) 0.0024(16) -0.0022(18) 0.0034(19) C10 0.053(3) 0.036(3) 0.045(3) -0.013(2) -0.002(2) -0.003(2) C11 0.036(3) 0.057(4) 0.097(4) -0.022(3) 0.003(3) -0.001(3) C12 0.038(3) 0.145(6) 0.086(5) 0.044(4) 0.005(3) -0.010(4) C13 0.031(2) 0.037(3) 0.031(2) 0.0040(19) 0.0045(18) 0.0086(19) C14 0.029(2) 0.061(3) 0.043(3) 0.003(2) 0.003(2) -0.001(2) C15 0.049(3) 0.048(3) 0.069(3) 0.016(3) 0.012(3) 0.019(2) C16 0.047(3) 0.051(3) 0.039(3) -0.007(2) 0.009(2) 0.013(2) C17 0.042(3) 0.048(3) 0.047(3) 0.023(2) 0.002(2) -0.004(2) C18 0.076(4) 0.047(3) 0.057(3) 0.008(3) 0.008(3) -0.005(3) C19 0.034(2) 0.055(3) 0.025(2) 0.004(2) 0.0046(19) 0.011(2) C20 0.061(3) 0.084(4) 0.028(3) 0.019(2) -0.003(2) 0.017(3) C21 0.035(3) 0.078(4) 0.033(3) -0.011(2) -0.009(2) -0.002(2) C22 0.060(3) 0.096(5) 0.039(3) -0.018(3) -0.005(3) -0.007(3) C23 0.036(3) 0.130(6) 0.053(3) -0.019(3) -0.010(2) 0.004(3) C24 0.066(4) 0.083(4) 0.059(3) -0.014(3) -0.011(3) -0.037(3) C25 0.030(2) 0.029(2) 0.035(2) -0.0069(19) -0.0062(18) 0.0055(18) C26 0.072(4) 0.033(3) 0.059(3) -0.015(2) -0.003(3) -0.006(2) C27 0.082(4) 0.051(3) 0.050(3) -0.013(3) 0.034(3) 0.001(3) C28 0.071(4) 0.216(9) 0.043(4) 0.014(4) 0.008(3) 0.023(5) C29 0.037(2) 0.033(3) 0.049(3) 0.013(2) -0.001(2) 0.002(2) C30 0.061(3) 0.061(4) 0.071(4) 0.005(3) 0.001(3) -0.022(3) C31 0.082(4) 0.052(4) 0.084(4) 0.034(3) 0.019(3) 0.021(3) C32 0.059(3) 0.054(3) 0.039(3) 0.011(2) 0.008(2) -0.012(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N8 2.018(3) . ? Co1 N1 2.030(3) . ? Co1 N3 2.049(3) . ? Co1 N2 2.129(3) . ? Co1 C1 2.505(4) . ? Co2 N5 2.026(3) . ? Co2 N4 2.030(3) . ? Co2 N7 2.043(3) . ? Co2 N6 2.136(3) . ? Co2 C19 2.500(4) . ? N1 C1 1.334(5) . ? N1 C3 1.449(5) . ? N2 C1 1.322(5) . ? N2 C5 1.483(5) . ? N3 C9 1.339(5) . ? N3 C11 1.480(5) . ? N4 C9 1.315(5) . ? N4 C13 1.479(5) . ? N5 C19 1.337(5) . ? N5 C17 1.459(5) . ? N6 C19 1.304(5) . ? N6 C21 1.478(5) . ? N7 C25 1.317(5) . ? N7 C27 1.475(5) . ? N8 C25 1.322(5) . ? N8 C29 1.489(5) . ? C1 C2 1.519(5) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.510(6) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C8 1.524(6) . ? C5 C7 1.534(6) . ? C5 C6 1.542(6) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.514(5) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.508(7) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C16 1.524(5) . ? C13 C14 1.528(6) . ? C13 C15 1.540(6) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.510(6) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.535(5) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C24 1.522(7) . ? C21 C22 1.531(6) . ? C21 C23 1.540(7) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.522(6) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.409(7) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C31 1.526(6) . ? C29 C32 1.528(6) . ? C29 C30 1.532(6) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? 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 N8 Co1 N1 109.85(13) . . ? N8 Co1 N3 125.62(12) . . ? N1 Co1 N3 118.39(13) . . ? N8 Co1 N2 118.56(13) . . ? N1 Co1 N2 63.93(13) . . ? N3 Co1 N2 104.57(13) . . ? N8 Co1 C1 119.07(13) . . ? N1 Co1 C1 32.08(12) . . ? N3 Co1 C1 115.09(13) . . ? N2 Co1 C1 31.85(12) . . ? N5 Co2 N4 108.62(13) . . ? N5 Co2 N7 121.19(13) . . ? N4 Co2 N7 126.26(12) . . ? N5 Co2 N6 63.69(13) . . ? N4 Co2 N6 120.41(13) . . ? N7 Co2 N6 99.81(13) . . ? N5 Co2 C19 32.25(14) . . ? N4 Co2 C19 118.89(13) . . ? N7 Co2 C19 114.00(13) . . ? N6 Co2 C19 31.44(13) . . ? C1 N1 C3 122.9(3) . . ? C1 N1 Co1 94.0(2) . . ? C3 N1 Co1 143.1(3) . . ? C1 N2 C5 125.3(3) . . ? C1 N2 Co1 89.9(2) . . ? C5 N2 Co1 143.6(3) . . ? C9 N3 C11 119.4(3) . . ? C9 N3 Co1 116.9(2) . . ? C11 N3 Co1 115.7(3) . . ? C9 N4 C13 126.3(3) . . ? C9 N4 Co2 98.9(2) . . ? C13 N4 Co2 130.6(2) . . ? C19 N5 C17 123.4(3) . . ? C19 N5 Co2 93.8(3) . . ? C17 N5 Co2 142.2(3) . . ? C19 N6 C21 125.9(4) . . ? C19 N6 Co2 89.9(2) . . ? C21 N6 Co2 143.9(3) . . ? C25 N7 C27 121.6(4) . . ? C25 N7 Co2 120.9(3) . . ? C27 N7 Co2 110.2(3) . . ? C25 N8 C29 126.1(3) . . ? C25 N8 Co1 101.5(2) . . ? C29 N8 Co1 127.3(2) . . ? N2 C1 N1 112.2(3) . . ? N2 C1 C2 127.0(4) . . ? N1 C1 C2 120.9(4) . . ? N2 C1 Co1 58.21(19) . . ? N1 C1 Co1 53.95(19) . . ? C2 C1 Co1 174.7(3) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C4 114.0(4) . . ? N1 C3 H3A 108.8 . . ? C4 C3 H3A 108.8 . . ? N1 C3 H3B 108.8 . . ? C4 C3 H3B 108.8 . . ? H3A C3 H3B 107.6 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C8 106.0(3) . . ? N2 C5 C7 111.6(4) . . ? C8 C5 C7 107.5(4) . . ? N2 C5 C6 112.2(4) . . ? C8 C5 C6 107.9(4) . . ? C7 C5 C6 111.3(4) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N4 C9 N3 114.2(3) . . ? N4 C9 C10 125.7(4) . . ? N3 C9 C10 120.0(4) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N3 C11 C12 110.1(4) . . ? N3 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? N3 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.2 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N4 C13 C16 113.1(3) . . ? N4 C13 C14 104.8(3) . . ? C16 C13 C14 108.1(4) . . ? N4 C13 C15 111.3(3) . . ? C16 C13 C15 111.6(4) . . ? C14 C13 C15 107.5(4) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N5 C17 C18 113.9(4) . . ? N5 C17 H17A 108.8 . . ? C18 C17 H17A 108.8 . . ? N5 C17 H17B 108.8 . . ? C18 C17 H17B 108.8 . . ? H17A C17 H17B 107.7 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N6 C19 N5 112.6(4) . . ? N6 C19 C20 127.7(4) . . ? N5 C19 C20 119.6(4) . . ? N6 C19 Co2 58.7(2) . . ? N5 C19 Co2 54.0(2) . . ? C20 C19 Co2 173.5(4) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N6 C21 C24 105.6(4) . . ? N6 C21 C22 113.2(4) . . ? C24 C21 C22 107.7(4) . . ? N6 C21 C23 111.4(4) . . ? C24 C21 C23 108.5(4) . . ? C22 C21 C23 110.2(4) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N7 C25 N8 116.4(3) . . ? N7 C25 C26 119.9(4) . . ? N8 C25 C26 123.7(4) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C28 C27 N7 115.4(5) . . ? C28 C27 H27A 108.4 . . ? N7 C27 H27A 108.4 . . ? C28 C27 H27B 108.4 . . ? N7 C27 H27B 108.4 . . ? H27A C27 H27B 107.5 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N8 C29 C31 111.1(4) . . ? N8 C29 C32 105.3(3) . . ? C31 C29 C32 107.4(4) . . ? N8 C29 C30 113.3(3) . . ? C31 C29 C30 112.5(4) . . ? C32 C29 C30 106.7(4) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N8 Co1 N1 C1 -113.4(2) . . . . ? N3 Co1 N1 C1 92.6(2) . . . . ? N2 Co1 N1 C1 -0.5(2) . . . . ? N8 Co1 N1 C3 63.2(5) . . . . ? N3 Co1 N1 C3 -90.8(5) . . . . ? N2 Co1 N1 C3 176.1(5) . . . . ? C1 Co1 N1 C3 176.6(6) . . . . ? N8 Co1 N2 C1 99.9(2) . . . . ? N1 Co1 N2 C1 0.5(2) . . . . ? N3 Co1 N2 C1 -114.3(2) . . . . ? N8 Co1 N2 C5 -93.2(5) . . . . ? N1 Co1 N2 C5 167.3(5) . . . . ? N3 Co1 N2 C5 52.5(5) . . . . ? C1 Co1 N2 C5 166.8(6) . . . . ? N8 Co1 N3 C9 52.4(3) . . . . ? N1 Co1 N3 C9 -158.1(3) . . . . ? N2 Co1 N3 C9 -90.1(3) . . . . ? C1 Co1 N3 C9 -122.2(3) . . . . ? N8 Co1 N3 C11 -158.7(3) . . . . ? N1 Co1 N3 C11 -9.1(3) . . . . ? N2 Co1 N3 C11 58.8(3) . . . . ? C1 Co1 N3 C11 26.7(3) . . . . ? N5 Co2 N4 C9 -71.5(2) . . . . ? N7 Co2 N4 C9 86.1(3) . . . . ? N6 Co2 N4 C9 -141.4(2) . . . . ? C19 Co2 N4 C9 -105.1(2) . . . . ? N5 Co2 N4 C13 85.8(3) . . . . ? N7 Co2 N4 C13 -116.5(3) . . . . ? N6 Co2 N4 C13 16.0(4) . . . . ? C19 Co2 N4 C13 52.3(4) . . . . ? N4 Co2 N5 C19 -114.9(2) . . . . ? N7 Co2 N5 C19 86.1(3) . . . . ? N6 Co2 N5 C19 0.5(2) . . . . ? N4 Co2 N5 C17 55.6(5) . . . . ? N7 Co2 N5 C17 -103.4(5) . . . . ? N6 Co2 N5 C17 171.1(5) . . . . ? C19 Co2 N5 C17 170.6(6) . . . . ? N5 Co2 N6 C19 -0.5(2) . . . . ? N4 Co2 N6 C19 96.5(3) . . . . ? N7 Co2 N6 C19 -120.6(3) . . . . ? N5 Co2 N6 C21 172.8(5) . . . . ? N4 Co2 N6 C21 -90.1(5) . . . . ? N7 Co2 N6 C21 52.8(5) . . . . ? C19 Co2 N6 C21 173.3(6) . . . . ? N5 Co2 N7 C25 -166.2(3) . . . . ? N4 Co2 N7 C25 38.7(4) . . . . ? N6 Co2 N7 C25 -101.1(3) . . . . ? C19 Co2 N7 C25 -130.5(3) . . . . ? N5 Co2 N7 C27 -15.8(3) . . . . ? N4 Co2 N7 C27 -170.9(3) . . . . ? N6 Co2 N7 C27 49.3(3) . . . . ? C19 Co2 N7 C27 19.9(3) . . . . ? N1 Co1 N8 C25 -73.7(3) . . . . ? N3 Co1 N8 C25 78.0(3) . . . . ? N2 Co1 N8 C25 -144.1(2) . . . . ? C1 Co1 N8 C25 -107.6(2) . . . . ? N1 Co1 N8 C29 81.9(3) . . . . ? N3 Co1 N8 C29 -126.4(3) . . . . ? N2 Co1 N8 C29 11.5(4) . . . . ? C1 Co1 N8 C29 48.0(3) . . . . ? C5 N2 C1 N1 -171.2(4) . . . . ? Co1 N2 C1 N1 -0.7(3) . . . . ? C5 N2 C1 C2 7.9(6) . . . . ? Co1 N2 C1 C2 178.4(4) . . . . ? C5 N2 C1 Co1 -170.5(4) . . . . ? C3 N1 C1 N2 -176.8(3) . . . . ? Co1 N1 C1 N2 0.7(4) . . . . ? C3 N1 C1 C2 4.0(6) . . . . ? Co1 N1 C1 C2 -178.4(3) . . . . ? C3 N1 C1 Co1 -177.6(4) . . . . ? N8 Co1 C1 N2 -98.1(3) . . . . ? N1 Co1 C1 N2 -179.2(4) . . . . ? N3 Co1 C1 N2 76.8(3) . . . . ? N8 Co1 C1 N1 81.0(3) . . . . ? N3 Co1 C1 N1 -104.0(2) . . . . ? N2 Co1 C1 N1 179.2(4) . . . . ? N8 Co1 C1 C2 96(3) . . . . ? N1 Co1 C1 C2 15(3) . . . . ? N3 Co1 C1 C2 -89(3) . . . . ? N2 Co1 C1 C2 -166(3) . . . . ? C1 N1 C3 C4 91.0(5) . . . . ? Co1 N1 C3 C4 -84.9(5) . . . . ? C1 N2 C5 C8 168.6(4) . . . . ? Co1 N2 C5 C8 4.8(6) . . . . ? C1 N2 C5 C7 51.9(5) . . . . ? Co1 N2 C5 C7 -111.9(5) . . . . ? C1 N2 C5 C6 -73.9(5) . . . . ? Co1 N2 C5 C6 122.3(4) . . . . ? C13 N4 C9 N3 169.1(3) . . . . ? Co2 N4 C9 N3 -32.2(3) . . . . ? C13 N4 C9 C10 -13.9(6) . . . . ? Co2 N4 C9 C10 144.8(3) . . . . ? C11 N3 C9 N4 160.4(4) . . . . ? Co1 N3 C9 N4 -51.9(4) . . . . ? C11 N3 C9 C10 -16.8(6) . . . . ? Co1 N3 C9 C10 130.9(3) . . . . ? C9 N3 C11 C12 -143.5(4) . . . . ? Co1 N3 C11 C12 68.4(5) . . . . ? C9 N4 C13 C16 -55.0(5) . . . . ? Co2 N4 C13 C16 153.2(3) . . . . ? C9 N4 C13 C14 -172.5(4) . . . . ? Co2 N4 C13 C14 35.7(4) . . . . ? C9 N4 C13 C15 71.7(5) . . . . ? Co2 N4 C13 C15 -80.2(4) . . . . ? C19 N5 C17 C18 83.5(5) . . . . ? Co2 N5 C17 C18 -85.2(5) . . . . ? C21 N6 C19 N5 -174.4(4) . . . . ? Co2 N6 C19 N5 0.8(4) . . . . ? C21 N6 C19 C20 5.7(7) . . . . ? Co2 N6 C19 C20 -179.2(4) . . . . ? C21 N6 C19 Co2 -175.2(5) . . . . ? C17 N5 C19 N6 -173.9(4) . . . . ? Co2 N5 C19 N6 -0.8(4) . . . . ? C17 N5 C19 C20 6.0(6) . . . . ? Co2 N5 C19 C20 179.1(3) . . . . ? C17 N5 C19 Co2 -173.1(4) . . . . ? N5 Co2 C19 N6 179.1(4) . . . . ? N4 Co2 C19 N6 -101.9(3) . . . . ? N7 Co2 C19 N6 68.2(3) . . . . ? N4 Co2 C19 N5 79.0(3) . . . . ? N7 Co2 C19 N5 -110.9(3) . . . . ? N6 Co2 C19 N5 -179.1(4) . . . . ? N5 Co2 C19 C20 -7(3) . . . . ? N4 Co2 C19 C20 72(3) . . . . ? N7 Co2 C19 C20 -118(3) . . . . ? N6 Co2 C19 C20 174(3) . . . . ? C19 N6 C21 C24 172.8(4) . . . . ? Co2 N6 C21 C24 1.0(7) . . . . ? C19 N6 C21 C22 55.2(6) . . . . ? Co2 N6 C21 C22 -116.6(5) . . . . ? C19 N6 C21 C23 -69.7(6) . . . . ? Co2 N6 C21 C23 118.5(5) . . . . ? C27 N7 C25 N8 169.7(4) . . . . ? Co2 N7 C25 N8 -43.2(5) . . . . ? C27 N7 C25 C26 -9.1(6) . . . . ? Co2 N7 C25 C26 138.0(3) . . . . ? C29 N8 C25 N7 168.7(3) . . . . ? Co1 N8 C25 N7 -35.4(4) . . . . ? C29 N8 C25 C26 -12.6(6) . . . . ? Co1 N8 C25 C26 143.3(4) . . . . ? C25 N7 C27 C28 -87.8(6) . . . . ? Co2 N7 C27 C28 121.9(5) . . . . ? C25 N8 C29 C31 80.6(5) . . . . ? Co1 N8 C29 C31 -69.3(5) . . . . ? C25 N8 C29 C32 -163.4(4) . . . . ? Co1 N8 C29 C32 46.7(4) . . . . ? C25 N8 C29 C30 -47.2(5) . . . . ? Co1 N8 C29 C30 162.9(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.080 _refine_diff_density_min -0.630 _refine_diff_density_rms 0.078