# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Avinash S Kumbhar' _publ_contact_author_email ASKUM@CHEM.UNIPUNE.ERNET.IN _publ_section_title ; Synthesis, Characterization and Pulse Radiolysis of Cobalt (II) Complexes of 2-Pyridine Carboxylic Acid and Polypyridyl Ligands ; loop_ _publ_author_name 'Avinash S Kumbhar' 'R Butcher' 'Vitthal Kawade' 'Devidas B Naik' # Attachment 'AK-CPB2B.CIF' data_ak-cpb2b _database_code_depnum_ccdc_archive 'CCDC 728032' #TrackingRef 'AK-CPB2B.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C22 H16 Co N4 O4, C H Cl3 ; _chemical_formula_sum 'C23 H17 Cl3 Co N4 O4' _chemical_formula_weight 578.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'I b a 2' 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+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'x+1, -y+1, z+1/2' '-x+1, y+1, z+1/2' _cell_length_a 18.8069(5) _cell_length_b 23.6319(8) _cell_length_c 12.0928(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5374.6(3) _cell_formula_units_Z 8 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 10368 _cell_measurement_theta_min 4.6143 _cell_measurement_theta_max 34.6504 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.430 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2344 _exptl_absorpt_coefficient_mu 0.972 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.63767 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.5081 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36514 _diffrn_reflns_av_R_equivalents 0.0640 _diffrn_reflns_av_sigmaI/netI 0.0799 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 4.67 _diffrn_reflns_theta_max 34.77 _reflns_number_total 10850 _reflns_number_gt 5467 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Shelxtl (Bruker, 1998)' _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^)+(0.1264P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.05(2) _refine_ls_number_reflns 10850 _refine_ls_number_parameters 315 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.1527 _refine_ls_R_factor_gt 0.0800 _refine_ls_wR_factor_ref 0.2201 _refine_ls_wR_factor_gt 0.1876 _refine_ls_goodness_of_fit_ref 0.951 _refine_ls_restrained_S_all 0.951 _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 Co Co 0.14885(2) 0.27038(2) 0.53771(10) 0.03858(14) Uani 1 1 d . . . Cl1 Cl 0.23491(10) -0.02615(7) 0.53630(17) 0.1047(6) Uani 1 1 d D . . Cl2 Cl 0.11953(11) -0.01493(7) 0.38120(9) 0.0958(6) Uani 1 1 d D . . Cl3 Cl 0.09466(14) -0.06433(13) 0.59525(18) 0.1664(16) Uani 1 1 d D . . C C 0.14323(8) -0.01266(8) 0.52212(9) 0.0772(18) Uani 1 1 d D . . H0A H 0.1323 0.0249 0.5521 0.093 Uiso 1 1 calc R . . N1 N 0.17623(8) 0.33210(8) 0.41960(9) 0.0458(9) Uani 1 1 d R . . C1 C 0.12890(8) 0.37210(8) 0.37856(9) 0.0562(12) Uani 1 1 d R . . H1A H 0.0821 0.3728 0.4035 0.067 Uiso 1 1 calc R . . C2 C 0.1517(3) 0.4109(2) 0.3002(5) 0.0610(14) Uani 1 1 d . . . H2A H 0.1199 0.4377 0.2730 0.073 Uiso 1 1 calc R . . C3 C 0.2202(4) 0.4104(2) 0.2624(4) 0.0624(15) Uani 1 1 d . . . H3A H 0.2349 0.4365 0.2096 0.075 Uiso 1 1 calc R . . C4 C 0.2679(3) 0.3706(2) 0.3037(4) 0.0527(12) Uani 1 1 d . . . H4A H 0.3148 0.3700 0.2792 0.063 Uiso 1 1 calc R . . C5 C 0.2446(2) 0.33191(19) 0.3816(4) 0.0410(9) Uani 1 1 d . . . C6 C 0.2900(2) 0.28871(19) 0.4307(4) 0.0417(9) Uani 1 1 d . . . C7 C 0.3619(2) 0.2822(3) 0.4032(5) 0.0616(14) Uani 1 1 d . . . H7A H 0.3828 0.3042 0.3482 0.074 Uiso 1 1 calc R . . C8 C 0.4012(2) 0.2419(3) 0.4605(6) 0.0683(15) Uani 1 1 d . . . H8A H 0.4497 0.2384 0.4471 0.082 Uiso 1 1 calc R . . C9 C 0.3696(2) 0.2078(2) 0.5353(6) 0.0595(11) Uani 1 1 d . . . H9A H 0.3958 0.1805 0.5727 0.071 Uiso 1 1 calc R . . C10 C 0.2977(2) 0.2142(2) 0.5555(4) 0.0524(11) Uani 1 1 d . . . H10A H 0.2757 0.1902 0.6058 0.063 Uiso 1 1 calc R . . N2 N 0.25862(17) 0.25411(17) 0.5047(3) 0.0412(7) Uani 1 1 d . . . N1B N 0.1759(2) 0.32334(17) 0.6774(3) 0.0442(8) Uani 1 1 d . . . C1B C 0.2400(3) 0.3339(3) 0.7213(5) 0.0613(14) Uani 1 1 d . . . H1BA H 0.2795 0.3143 0.6954 0.074 Uiso 1 1 calc R . . C2B C 0.2480(4) 0.3736(3) 0.8047(7) 0.080(2) Uani 1 1 d . . . H2BA H 0.2928 0.3809 0.8343 0.095 Uiso 1 1 calc R . . C3B C 0.1900(5) 0.4020(4) 0.8431(7) 0.094(3) Uani 1 1 d . . . H3BA H 0.1949 0.4293 0.8979 0.113 Uiso 1 1 calc R . . C4B C 0.1226(4) 0.3896(3) 0.7994(7) 0.0799(18) Uani 1 1 d . . . H4BA H 0.0819 0.4075 0.8253 0.096 Uiso 1 1 calc R . . C5B C 0.1195(3) 0.3500(2) 0.7170(5) 0.0548(12) Uani 1 1 d . . . C6B C 0.0490(3) 0.3361(3) 0.6590(7) 0.0743(19) Uani 1 1 d . . . O1B O 0.05161(15) 0.30410(14) 0.5758(3) 0.0520(8) Uani 1 1 d . . . O2BA O -0.0072(4) 0.3461(4) 0.7189(8) 0.0651(19) Uani 0.546(9) 1 d P . . O2BB O -0.0048(6) 0.3709(5) 0.6704(10) 0.0651(19) Uani 0.454(9) 1 d P . . N1C N 0.09951(17) 0.21779(15) 0.4143(3) 0.0393(7) Uani 1 1 d . . . C1C C 0.0756(2) 0.2317(2) 0.3135(4) 0.0459(9) Uani 1 1 d . . . H1CA H 0.0867 0.2673 0.2852 0.055 Uiso 1 1 calc R . . C2C C 0.0352(2) 0.1954(2) 0.2500(4) 0.0549(12) Uani 1 1 d . . . H2CA H 0.0207 0.2058 0.1794 0.066 Uiso 1 1 calc R . . C3C C 0.0164(2) 0.1426(2) 0.2938(4) 0.0516(11) Uani 1 1 d . . . H3CA H -0.0128 0.1180 0.2544 0.062 Uiso 1 1 calc R . . C4C C 0.0425(2) 0.12770(19) 0.3983(4) 0.0463(9) Uani 1 1 d . . . H4CA H 0.0327 0.0924 0.4287 0.056 Uiso 1 1 calc R . . C5C C 0.0830(2) 0.1665(2) 0.4548(4) 0.0420(9) Uani 1 1 d . . . C6C C 0.11143(19) 0.15348(18) 0.5712(3) 0.0388(9) Uani 1 1 d . . . O1C O 0.13904(16) 0.19551(13) 0.6219(3) 0.0429(6) Uani 1 1 d . . . O2C O 0.10530(19) 0.10577(13) 0.6076(3) 0.0530(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 Co 0.02101(18) 0.0525(3) 0.0422(2) 0.0036(3) 0.0026(2) -0.00421(18) Cl1 0.1050(13) 0.1121(11) 0.0970(12) -0.0359(12) -0.0067(13) 0.0077(10) Cl2 0.1199(15) 0.0940(11) 0.0735(10) 0.0005(9) 0.0062(10) 0.0363(11) Cl3 0.193(3) 0.195(3) 0.1104(19) 0.0447(19) -0.0140(19) -0.125(3) C 0.086(4) 0.052(2) 0.094(5) -0.015(3) 0.021(4) -0.006(2) N1 0.0253(16) 0.068(2) 0.0442(19) 0.0041(18) 0.0007(15) -0.0087(16) C1 0.039(2) 0.070(3) 0.060(3) 0.006(3) -0.001(2) 0.003(2) C2 0.068(4) 0.056(3) 0.059(3) 0.016(2) -0.011(3) -0.004(2) C3 0.083(4) 0.060(3) 0.044(3) 0.008(2) 0.012(3) -0.013(3) C4 0.052(3) 0.056(3) 0.051(3) -0.005(2) 0.017(2) -0.015(2) C5 0.034(2) 0.055(2) 0.0340(19) -0.0074(18) 0.0034(16) -0.0153(18) C6 0.0233(16) 0.062(2) 0.040(2) -0.0088(18) 0.0035(15) -0.0086(16) C7 0.0282(19) 0.105(4) 0.051(3) -0.003(3) 0.0113(18) -0.007(2) C8 0.0203(19) 0.111(4) 0.073(4) -0.006(3) 0.005(2) 0.006(2) C9 0.0334(17) 0.081(3) 0.064(3) -0.011(4) -0.012(3) 0.0166(19) C10 0.0348(19) 0.068(2) 0.054(3) 0.007(2) 0.002(2) 0.0040(17) N2 0.0238(14) 0.0622(19) 0.0376(17) 0.0005(14) 0.0021(11) 0.0045(14) N1B 0.0318(18) 0.056(2) 0.045(2) 0.0042(17) -0.0087(15) -0.0013(16) C1B 0.044(3) 0.069(3) 0.071(3) 0.004(3) -0.019(3) 0.000(2) C2B 0.075(4) 0.074(4) 0.089(5) -0.003(4) -0.045(4) -0.013(3) C3B 0.089(5) 0.099(5) 0.095(5) -0.050(4) -0.042(4) 0.012(4) C4B 0.069(4) 0.081(4) 0.090(5) -0.029(4) -0.016(4) 0.013(3) C5B 0.049(3) 0.059(3) 0.056(3) -0.010(2) -0.006(2) -0.008(2) C6B 0.0224(19) 0.077(3) 0.123(6) -0.037(4) -0.003(3) -0.002(2) O1B 0.0267(13) 0.0711(19) 0.0581(19) -0.0118(16) 0.0038(12) -0.0055(13) O2BA 0.040(2) 0.083(6) 0.072(6) -0.019(3) 0.009(3) 0.000(4) O2BB 0.040(2) 0.083(6) 0.072(6) -0.019(3) 0.009(3) 0.000(4) N1C 0.0268(14) 0.0545(18) 0.0367(17) -0.0023(15) 0.0043(13) 0.0007(13) C1C 0.0323(19) 0.064(3) 0.041(2) 0.006(2) 0.0057(16) 0.0005(18) C2C 0.035(2) 0.087(3) 0.043(2) 0.002(2) -0.0035(18) 0.007(2) C3C 0.033(2) 0.074(3) 0.047(2) -0.014(2) -0.004(2) 0.0027(18) C4C 0.039(2) 0.057(2) 0.043(2) -0.007(2) -0.0017(17) 0.0035(18) C5C 0.0230(16) 0.065(2) 0.0383(19) -0.0039(19) 0.0068(15) 0.0045(16) C6C 0.0228(15) 0.054(2) 0.040(2) -0.0021(17) 0.0041(13) 0.0005(15) O1C 0.0400(16) 0.0518(16) 0.0369(14) 0.0001(13) 0.0002(11) -0.0066(12) O2C 0.0511(19) 0.0575(18) 0.0503(18) 0.0037(15) -0.0017(15) -0.0030(15) _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 Co O1B 2.047(3) . ? Co O1C 2.049(3) . ? Co N1 2.1053(16) . ? Co N2 2.137(3) . ? Co N1C 2.153(4) . ? Co N1B 2.163(4) . ? Cl1 C 1.7619(16) . ? Cl2 C 1.7623(16) . ? Cl3 C 1.7628(16) . ? C H0A 0.9800 . ? N1 C5 1.366(5) . ? N1 C1 1.3900 . ? C1 C2 1.387(6) . ? C1 H1A 0.9300 . ? C2 C3 1.368(9) . ? C2 H2A 0.9300 . ? C3 C4 1.393(9) . ? C3 H3A 0.9300 . ? C4 C5 1.384(7) . ? C4 H4A 0.9300 . ? C5 C6 1.458(7) . ? C6 N2 1.349(6) . ? C6 C7 1.401(6) . ? C7 C8 1.391(9) . ? C7 H7A 0.9300 . ? C8 C9 1.349(9) . ? C8 H8A 0.9300 . ? C9 C10 1.383(6) . ? C9 H9A 0.9300 . ? C10 N2 1.344(6) . ? C10 H10A 0.9300 . ? N1B C5B 1.324(7) . ? N1B C1B 1.340(7) . ? C1B C2B 1.387(10) . ? C1B H1BA 0.9300 . ? C2B C3B 1.363(11) . ? C2B H2BA 0.9300 . ? C3B C4B 1.403(10) . ? C3B H3BA 0.9300 . ? C4B C5B 1.368(9) . ? C4B H4BA 0.9300 . ? C5B C6B 1.536(7) . ? C6B O1B 1.259(7) . ? C6B O2BA 1.303(10) . ? C6B O2BB 1.311(12) . ? O2BA O2BB 0.831(11) . ? N1C C1C 1.340(6) . ? N1C C5C 1.343(6) . ? C1C C2C 1.380(7) . ? C1C H1CA 0.9300 . ? C2C C3C 1.402(8) . ? C2C H2CA 0.9300 . ? C3C C4C 1.401(7) . ? C3C H3CA 0.9300 . ? C4C C5C 1.375(6) . ? C4C H4CA 0.9300 . ? C5C C6C 1.537(6) . ? C6C O2C 1.216(5) . ? C6C O1C 1.277(5) . ? 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 O1B Co O1C 98.28(13) . . ? O1B Co N1 95.82(11) . . ? O1C Co N1 163.12(11) . . ? O1B Co N2 167.09(14) . . ? O1C Co N2 91.38(14) . . ? N1 Co N2 76.22(11) . . ? O1B Co N1C 89.75(13) . . ? O1C Co N1C 78.87(13) . . ? N1 Co N1C 92.00(11) . . ? N2 Co N1C 100.55(13) . . ? O1B Co N1B 79.02(14) . . ? O1C Co N1B 97.65(14) . . ? N1 Co N1B 94.08(12) . . ? N2 Co N1B 91.28(14) . . ? N1C Co N1B 167.70(14) . . ? Cl1 C Cl2 109.64(8) . . ? Cl1 C Cl3 109.45(8) . . ? Cl2 C Cl3 109.45(8) . . ? Cl1 C H0A 109.4 . . ? Cl2 C H0A 109.4 . . ? Cl3 C H0A 109.4 . . ? C5 N1 C1 119.0(2) . . ? C5 N1 Co 117.2(2) . . ? C1 N1 Co 123.8 . . ? C2 C1 N1 119.7(3) . . ? C2 C1 H1A 120.1 . . ? N1 C1 H1A 120.1 . . ? C3 C2 C1 120.9(5) . . ? C3 C2 H2A 119.6 . . ? C1 C2 H2A 119.6 . . ? C2 C3 C4 119.6(5) . . ? C2 C3 H3A 120.2 . . ? C4 C3 H3A 120.2 . . ? C5 C4 C3 119.1(5) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? N1 C5 C4 121.7(4) . . ? N1 C5 C6 114.6(3) . . ? C4 C5 C6 123.6(4) . . ? N2 C6 C7 121.0(5) . . ? N2 C6 C5 116.0(3) . . ? C7 C6 C5 123.0(4) . . ? C8 C7 C6 118.0(5) . . ? C8 C7 H7A 121.0 . . ? C6 C7 H7A 121.0 . . ? C9 C8 C7 120.6(4) . . ? C9 C8 H8A 119.7 . . ? C7 C8 H8A 119.7 . . ? C8 C9 C10 118.9(5) . . ? C8 C9 H9A 120.5 . . ? C10 C9 H9A 120.5 . . ? N2 C10 C9 122.1(5) . . ? N2 C10 H10A 119.0 . . ? C9 C10 H10A 119.0 . . ? C10 N2 C6 119.3(4) . . ? C10 N2 Co 124.7(3) . . ? C6 N2 Co 116.0(3) . . ? C5B N1B C1B 119.3(5) . . ? C5B N1B Co 111.7(3) . . ? C1B N1B Co 129.0(4) . . ? N1B C1B C2B 120.8(6) . . ? N1B C1B H1BA 119.6 . . ? C2B C1B H1BA 119.6 . . ? C3B C2B C1B 119.5(6) . . ? C3B C2B H2BA 120.2 . . ? C1B C2B H2BA 120.2 . . ? C2B C3B C4B 119.5(6) . . ? C2B C3B H3BA 120.2 . . ? C4B C3B H3BA 120.2 . . ? C5B C4B C3B 117.1(7) . . ? C5B C4B H4BA 121.4 . . ? C3B C4B H4BA 121.4 . . ? N1B C5B C4B 123.7(5) . . ? N1B C5B C6B 115.1(5) . . ? C4B C5B C6B 121.1(5) . . ? O1B C6B O2BA 125.9(6) . . ? O1B C6B O2BB 119.4(7) . . ? O2BA C6B O2BB 37.1(5) . . ? O1B C6B C5B 117.4(5) . . ? O2BA C6B C5B 114.0(7) . . ? O2BB C6B C5B 118.9(6) . . ? C6B O1B Co 116.6(3) . . ? O2BB O2BA C6B 72.0(11) . . ? O2BA O2BB C6B 70.9(11) . . ? C1C N1C C5C 118.5(4) . . ? C1C N1C Co 129.3(3) . . ? C5C N1C Co 111.5(3) . . ? N1C C1C C2C 122.5(4) . . ? N1C C1C H1CA 118.7 . . ? C2C C1C H1CA 118.7 . . ? C1C C2C C3C 118.9(4) . . ? C1C C2C H2CA 120.6 . . ? C3C C2C H2CA 120.6 . . ? C4C C3C C2C 118.4(4) . . ? C4C C3C H3CA 120.8 . . ? C2C C3C H3CA 120.8 . . ? C5C C4C C3C 118.4(4) . . ? C5C C4C H4CA 120.8 . . ? C3C C4C H4CA 120.8 . . ? N1C C5C C4C 123.3(4) . . ? N1C C5C C6C 115.8(4) . . ? C4C C5C C6C 120.9(4) . . ? O2C C6C O1C 125.9(4) . . ? O2C C6C C5C 119.0(4) . . ? O1C C6C C5C 115.1(4) . . ? C6C O1C Co 118.0(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 O1B Co N1 C5 170.0(2) . . . . ? O1C Co N1 C5 -43.4(4) . . . . ? N2 Co N1 C5 0.4(2) . . . . ? N1C Co N1 C5 -100.0(2) . . . . ? N1B Co N1 C5 90.7(2) . . . . ? O1B Co N1 C1 -10.39(10) . . . . ? O1C Co N1 C1 136.2(3) . . . . ? N2 Co N1 C1 179.93(11) . . . . ? N1C Co N1 C1 79.56(9) . . . . ? N1B Co N1 C1 -89.75(11) . . . . ? C5 N1 C1 C2 0.0(4) . . . . ? Co N1 C1 C2 -179.6(3) . . . . ? N1 C1 C2 C3 0.1(7) . . . . ? C1 C2 C3 C4 -0.4(8) . . . . ? C2 C3 C4 C5 0.6(8) . . . . ? C1 N1 C5 C4 0.2(5) . . . . ? Co N1 C5 C4 179.8(3) . . . . ? C1 N1 C5 C6 179.4(2) . . . . ? Co N1 C5 C6 -1.0(4) . . . . ? C3 C4 C5 N1 -0.5(7) . . . . ? C3 C4 C5 C6 -179.6(5) . . . . ? N1 C5 C6 N2 1.4(5) . . . . ? C4 C5 C6 N2 -179.5(4) . . . . ? N1 C5 C6 C7 -179.3(4) . . . . ? C4 C5 C6 C7 -0.2(7) . . . . ? N2 C6 C7 C8 -4.7(8) . . . . ? C5 C6 C7 C8 176.0(5) . . . . ? C6 C7 C8 C9 4.0(9) . . . . ? C7 C8 C9 C10 -1.1(9) . . . . ? C8 C9 C10 N2 -1.5(8) . . . . ? C9 C10 N2 C6 0.8(7) . . . . ? C9 C10 N2 Co -176.2(4) . . . . ? C7 C6 N2 C10 2.4(7) . . . . ? C5 C6 N2 C10 -178.3(4) . . . . ? C7 C6 N2 Co 179.6(4) . . . . ? C5 C6 N2 Co -1.1(5) . . . . ? O1B Co N2 C10 124.5(6) . . . . ? O1C Co N2 C10 -14.1(4) . . . . ? N1 Co N2 C10 177.4(4) . . . . ? N1C Co N2 C10 -93.1(4) . . . . ? N1B Co N2 C10 83.5(4) . . . . ? O1B Co N2 C6 -52.5(8) . . . . ? O1C Co N2 C6 168.8(3) . . . . ? N1 Co N2 C6 0.4(3) . . . . ? N1C Co N2 C6 89.9(3) . . . . ? N1B Co N2 C6 -93.5(3) . . . . ? O1B Co N1B C5B 0.1(3) . . . . ? O1C Co N1B C5B -96.9(4) . . . . ? N1 Co N1B C5B 95.3(3) . . . . ? N2 Co N1B C5B 171.6(4) . . . . ? N1C Co N1B C5B -24.2(9) . . . . ? O1B Co N1B C1B -175.9(5) . . . . ? O1C Co N1B C1B 87.1(5) . . . . ? N1 Co N1B C1B -80.7(5) . . . . ? N2 Co N1B C1B -4.5(5) . . . . ? N1C Co N1B C1B 159.8(6) . . . . ? C5B N1B C1B C2B -2.2(9) . . . . ? Co N1B C1B C2B 173.6(5) . . . . ? N1B C1B C2B C3B 0.5(11) . . . . ? C1B C2B C3B C4B 1.5(13) . . . . ? C2B C3B C4B C5B -1.8(13) . . . . ? C1B N1B C5B C4B 1.9(9) . . . . ? Co N1B C5B C4B -174.6(5) . . . . ? C1B N1B C5B C6B 178.5(5) . . . . ? Co N1B C5B C6B 2.0(6) . . . . ? C3B C4B C5B N1B 0.1(11) . . . . ? C3B C4B C5B C6B -176.3(7) . . . . ? N1B C5B C6B O1B -4.6(9) . . . . ? C4B C5B C6B O1B 172.1(6) . . . . ? N1B C5B C6B O2BA 157.7(7) . . . . ? C4B C5B C6B O2BA -25.6(10) . . . . ? N1B C5B C6B O2BB -161.1(8) . . . . ? C4B C5B C6B O2BB 15.6(12) . . . . ? O2BA C6B O1B Co -155.2(8) . . . . ? O2BB C6B O1B Co 161.1(7) . . . . ? C5B C6B O1B Co 4.7(8) . . . . ? O1C Co O1B C6B 93.4(4) . . . . ? N1 Co O1B C6B -95.9(4) . . . . ? N2 Co O1B C6B -44.7(9) . . . . ? N1C Co O1B C6B 172.2(5) . . . . ? N1B Co O1B C6B -2.8(4) . . . . ? O1B C6B O2BA O2BB -92.7(13) . . . . ? C5B C6B O2BA O2BB 106.7(12) . . . . ? O1B C6B O2BB O2BA 111.7(12) . . . . ? C5B C6B O2BB O2BA -92.3(12) . . . . ? O1B Co N1C C1C 76.0(4) . . . . ? O1C Co N1C C1C 174.4(4) . . . . ? N1 Co N1C C1C -19.9(3) . . . . ? N2 Co N1C C1C -96.2(4) . . . . ? N1B Co N1C C1C 99.8(7) . . . . ? O1B Co N1C C5C -94.0(3) . . . . ? O1C Co N1C C5C 4.5(3) . . . . ? N1 Co N1C C5C 170.2(2) . . . . ? N2 Co N1C C5C 93.9(3) . . . . ? N1B Co N1C C5C -70.1(7) . . . . ? C5C N1C C1C C2C -0.3(6) . . . . ? Co N1C C1C C2C -169.6(3) . . . . ? N1C C1C C2C C3C 2.1(7) . . . . ? C1C C2C C3C C4C -3.1(7) . . . . ? C2C C3C C4C C5C 2.5(6) . . . . ? C1C N1C C5C C4C -0.3(6) . . . . ? Co N1C C5C C4C 170.8(3) . . . . ? C1C N1C C5C C6C -179.4(3) . . . . ? Co N1C C5C C6C -8.3(4) . . . . ? C3C C4C C5C N1C -0.8(6) . . . . ? C3C C4C C5C C6C 178.2(4) . . . . ? N1C C5C C6C O2C -171.8(4) . . . . ? C4C C5C C6C O2C 9.1(6) . . . . ? N1C C5C C6C O1C 9.2(5) . . . . ? C4C C5C C6C O1C -169.9(4) . . . . ? O2C C6C O1C Co 176.0(3) . . . . ? C5C C6C O1C Co -5.0(4) . . . . ? O1B Co O1C C6C 88.7(3) . . . . ? N1 Co O1C C6C -57.7(5) . . . . ? N2 Co O1C C6C -99.9(3) . . . . ? N1C Co O1C C6C 0.6(3) . . . . ? N1B Co O1C C6C 168.6(3) . . . . ? 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 C H0A O2C 0.98 2.09 3.068(4) 176.5 . C4 H4A O1C 0.93 2.60 3.215(6) 123.9 6_554 C9 H9A O2BA 0.93 2.62 3.453(10) 149.8 3 C9 H9A O2BB 0.93 2.52 3.422(12) 162.7 3 C1C H1CA O2BA 0.93 2.52 3.205(11) 130.6 8_444 C3C H3CA O2C 0.93 2.50 3.326(6) 147.7 8_444 _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.209 _refine_diff_density_min -0.520 _refine_diff_density_rms 0.103 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.500 -0.091 264 39 ' ' 2 0.500 1.000 -0.068 264 39 ' ' _platon_squeeze_details ; ; # Attachment 'AK-CPPH.CIF' data_ak-cpph _database_code_depnum_ccdc_archive 'CCDC 728033' #TrackingRef 'AK-CPPH.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H18 Cl6 Co N4 O4' _chemical_formula_weight 722.07 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/a 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 10.1462(5) _cell_length_b 27.7307(13) _cell_length_c 10.8821(4) _cell_angle_alpha 90.00 _cell_angle_beta 103.885(4) _cell_angle_gamma 90.00 _cell_volume 2972.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 9608 _cell_measurement_theta_min 4.6683 _cell_measurement_theta_max 32.4883 _exptl_crystal_description prism _exptl_crystal_colour orange-yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.614 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1452 _exptl_absorpt_coefficient_mu 1.157 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5954 _exptl_absorpt_correction_T_max 0.7608 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.5081 _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2% _diffrn_reflns_number 31326 _diffrn_reflns_av_R_equivalents 0.0568 _diffrn_reflns_av_sigmaI/netI 0.0737 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 4.68 _diffrn_reflns_theta_max 32.62 _reflns_number_total 9878 _reflns_number_gt 5351 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 1998)' _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^)+(0.0549P)^2^+7.2404P] 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 9878 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1397 _refine_ls_R_factor_gt 0.0794 _refine_ls_wR_factor_ref 0.1891 _refine_ls_wR_factor_gt 0.1697 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 Co Co 0.51199(5) 0.631849(17) 0.25647(5) 0.03165(14) Uani 1 1 d . . . Cl11 Cl 0.8060(2) 0.60728(6) 0.84574(17) 0.0937(6) Uani 1 1 d . . . Cl12 Cl 0.94138(14) 0.69331(6) 0.79172(16) 0.0734(4) Uani 1 1 d . . . Cl13 Cl 0.65624(14) 0.68322(6) 0.69257(14) 0.0692(4) Uani 1 1 d . . . Cl21 Cl 0.41941(13) 0.58791(6) -0.22996(12) 0.0661(4) Uani 1 1 d . . . Cl22 Cl 0.31842(17) 0.68418(5) -0.20874(14) 0.0699(4) Uani 1 1 d . . . Cl23 Cl 0.14234(14) 0.61079(6) -0.35283(13) 0.0711(4) Uani 1 1 d . . . O1A O 0.3586(3) 0.62262(10) 0.0962(2) 0.0376(6) Uani 1 1 d . . . O2A O 0.1700(3) 0.58167(11) 0.0135(3) 0.0445(7) Uani 1 1 d . . . O1B O 0.6670(3) 0.62445(9) 0.4159(2) 0.0371(6) Uani 1 1 d . . . O2B O 0.8625(3) 0.58745(11) 0.4995(3) 0.0453(7) Uani 1 1 d . . . N1 N 0.5903(3) 0.69057(11) 0.1687(3) 0.0302(6) Uani 1 1 d . . . N2 N 0.4370(3) 0.69217(10) 0.3402(3) 0.0302(6) Uani 1 1 d . . . N1A N 0.3875(3) 0.57965(11) 0.3196(3) 0.0343(7) Uani 1 1 d . . . N1B N 0.6359(3) 0.57814(11) 0.1996(3) 0.0317(6) Uani 1 1 d . . . C1 C 0.6611(4) 0.68958(15) 0.0814(4) 0.0378(9) Uani 1 1 d . . . H1A H 0.6832 0.6592 0.0515 0.045 Uiso 1 1 calc R . . C2 C 0.7049(4) 0.73130(15) 0.0314(4) 0.0390(9) Uani 1 1 d . . . H2A H 0.7580 0.7288 -0.0293 0.047 Uiso 1 1 calc R . . C3 C 0.6720(4) 0.77534(14) 0.0689(4) 0.0374(9) Uani 1 1 d . . . H3A H 0.7019 0.8038 0.0354 0.045 Uiso 1 1 calc R . . C4 C 0.5923(4) 0.77803(13) 0.1591(4) 0.0329(8) Uani 1 1 d . . . C5 C 0.5527(4) 0.82248(14) 0.2061(4) 0.0400(9) Uani 1 1 d . . . H5A H 0.5763 0.8521 0.1728 0.048 Uiso 1 1 calc R . . C6 C 0.4825(4) 0.82324(15) 0.2968(5) 0.0444(10) Uani 1 1 d . . . H6A H 0.4607 0.8533 0.3287 0.053 Uiso 1 1 calc R . . C7 C 0.4402(4) 0.77935(13) 0.3459(3) 0.0335(8) Uani 1 1 d . . . C8 C 0.3620(4) 0.77791(15) 0.4367(4) 0.0400(9) Uani 1 1 d . . . H8A H 0.3358 0.8071 0.4701 0.048 Uiso 1 1 calc R . . C9 C 0.3242(4) 0.73482(15) 0.4764(4) 0.0410(9) Uani 1 1 d . . . H9A H 0.2713 0.7336 0.5375 0.049 Uiso 1 1 calc R . . C10 C 0.3640(4) 0.69232(14) 0.4265(4) 0.0373(8) Uani 1 1 d . . . H10A H 0.3379 0.6623 0.4555 0.045 Uiso 1 1 calc R . . C11 C 0.4752(3) 0.73514(12) 0.2995(3) 0.0286(7) Uani 1 1 d . . . C12 C 0.5553(3) 0.73464(12) 0.2060(3) 0.0272(7) Uani 1 1 d . . . C1A C 0.4045(5) 0.55895(15) 0.4323(4) 0.0422(9) Uani 1 1 d . . . H1AA H 0.4773 0.5694 0.4993 0.051 Uiso 1 1 calc R . . C2A C 0.3202(5) 0.52284(16) 0.4555(5) 0.0499(11) Uani 1 1 d . . . H2AA H 0.3350 0.5086 0.5371 0.060 Uiso 1 1 calc R . . C3A C 0.2151(5) 0.50786(17) 0.3596(5) 0.0528(12) Uani 1 1 d . . . H3AA H 0.1563 0.4829 0.3738 0.063 Uiso 1 1 calc R . . C4A C 0.1947(4) 0.52935(16) 0.2412(5) 0.0476(10) Uani 1 1 d . . . H4AA H 0.1224 0.5195 0.1729 0.057 Uiso 1 1 calc R . . C5A C 0.2837(4) 0.56569(13) 0.2263(4) 0.0321(7) Uani 1 1 d . . . C6A C 0.2672(4) 0.59180(13) 0.1002(3) 0.0318(8) Uani 1 1 d . . . C1B C 0.6171(4) 0.55566(15) 0.0885(4) 0.0404(9) Uani 1 1 d . . . H1BA H 0.5398 0.5638 0.0233 0.049 Uiso 1 1 calc R . . C2B C 0.7051(5) 0.52096(15) 0.0643(4) 0.0464(10) Uani 1 1 d . . . H2BA H 0.6897 0.5059 -0.0163 0.056 Uiso 1 1 calc R . . C3B C 0.8156(5) 0.50865(17) 0.1594(5) 0.0514(11) Uani 1 1 d . . . H3BA H 0.8764 0.4843 0.1461 0.062 Uiso 1 1 calc R . . C4B C 0.8372(4) 0.53193(15) 0.2739(4) 0.0410(9) Uani 1 1 d . . . H4BA H 0.9138 0.5243 0.3404 0.049 Uiso 1 1 calc R . . C5B C 0.7456(4) 0.56665(13) 0.2906(3) 0.0302(7) Uani 1 1 d . . . C6B C 0.7619(4) 0.59478(12) 0.4135(3) 0.0303(7) Uani 1 1 d . . . C2S C 0.2758(5) 0.62230(17) -0.2212(4) 0.0481(10) Uani 1 1 d . . . H2SA H 0.2466 0.6125 -0.1433 0.058 Uiso 1 1 calc R . . C1S C 0.8124(5) 0.65245(18) 0.7332(4) 0.0515(11) Uani 1 1 d . . . H1SA H 0.8294 0.6369 0.6555 0.062 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 Co 0.0422(3) 0.0259(2) 0.0287(2) -0.0001(2) 0.0119(2) 0.0003(2) Cl11 0.1396(16) 0.0749(11) 0.0783(11) 0.0164(8) 0.0492(11) 0.0117(10) Cl12 0.0532(7) 0.0826(10) 0.0833(10) -0.0290(8) 0.0141(7) -0.0081(6) Cl13 0.0555(7) 0.0881(10) 0.0635(8) -0.0134(7) 0.0132(6) -0.0003(6) Cl21 0.0544(7) 0.0931(10) 0.0496(7) 0.0066(6) 0.0101(5) 0.0105(6) Cl22 0.0937(11) 0.0626(8) 0.0604(8) 0.0023(6) 0.0324(7) -0.0136(7) Cl23 0.0601(8) 0.0924(10) 0.0522(7) -0.0140(7) -0.0034(6) 0.0117(7) O1A 0.0435(15) 0.0373(15) 0.0325(14) 0.0034(11) 0.0099(11) -0.0014(11) O2A 0.0449(16) 0.0505(18) 0.0353(15) -0.0039(13) 0.0038(12) -0.0015(13) O1B 0.0472(15) 0.0352(15) 0.0301(13) -0.0061(11) 0.0117(11) 0.0004(11) O2B 0.0427(16) 0.0528(18) 0.0366(15) -0.0031(13) 0.0021(13) -0.0049(13) N1 0.0374(16) 0.0293(16) 0.0259(14) -0.0026(12) 0.0116(12) -0.0003(12) N2 0.0347(16) 0.0275(15) 0.0292(15) 0.0028(12) 0.0091(12) 0.0037(11) N1A 0.0433(18) 0.0264(16) 0.0360(17) 0.0019(13) 0.0151(14) 0.0001(12) N1B 0.0395(17) 0.0292(16) 0.0274(15) 0.0007(12) 0.0100(13) 0.0015(12) C1 0.044(2) 0.037(2) 0.034(2) -0.0072(16) 0.0121(16) -0.0025(16) C2 0.041(2) 0.047(2) 0.0329(19) 0.0019(17) 0.0150(16) -0.0058(17) C3 0.043(2) 0.035(2) 0.037(2) 0.0021(16) 0.0138(17) -0.0094(15) C4 0.0302(17) 0.0286(18) 0.0377(19) 0.0018(15) 0.0037(15) -0.0014(13) C5 0.042(2) 0.0259(19) 0.054(3) 0.0030(17) 0.0158(19) -0.0030(15) C6 0.047(2) 0.029(2) 0.059(3) -0.0046(19) 0.017(2) 0.0041(16) C7 0.040(2) 0.0304(19) 0.0304(18) -0.0006(14) 0.0084(15) 0.0045(14) C8 0.050(2) 0.037(2) 0.036(2) -0.0018(16) 0.0151(17) 0.0115(17) C9 0.049(2) 0.046(2) 0.0309(19) 0.0039(17) 0.0165(17) 0.0121(18) C10 0.051(2) 0.036(2) 0.0285(18) 0.0051(15) 0.0166(16) 0.0046(16) C11 0.0269(16) 0.0278(17) 0.0299(17) 0.0014(14) 0.0045(13) 0.0025(13) C12 0.0278(16) 0.0310(18) 0.0222(15) 0.0007(13) 0.0049(13) -0.0011(13) C1A 0.052(2) 0.038(2) 0.036(2) 0.0055(17) 0.0095(18) 0.0009(17) C2A 0.059(3) 0.045(3) 0.053(3) 0.022(2) 0.027(2) 0.003(2) C3A 0.054(3) 0.043(3) 0.068(3) 0.013(2) 0.027(2) -0.002(2) C4A 0.043(2) 0.046(2) 0.058(3) -0.003(2) 0.020(2) -0.0067(18) C5A 0.0344(18) 0.0282(18) 0.0359(19) -0.0013(15) 0.0130(15) 0.0032(14) C6A 0.0375(19) 0.0287(18) 0.0315(18) -0.0031(14) 0.0127(15) 0.0086(14) C1B 0.050(2) 0.038(2) 0.0320(19) -0.0041(16) 0.0074(17) 0.0032(17) C2B 0.052(3) 0.043(2) 0.042(2) -0.0148(18) 0.009(2) -0.0015(19) C3B 0.051(3) 0.044(3) 0.065(3) -0.018(2) 0.025(2) 0.0034(19) C4B 0.038(2) 0.037(2) 0.047(2) -0.0032(18) 0.0091(17) 0.0020(16) C5B 0.0350(18) 0.0271(18) 0.0297(17) -0.0001(14) 0.0104(14) -0.0076(13) C6B 0.0351(18) 0.0272(18) 0.0285(17) 0.0002(14) 0.0072(14) -0.0092(13) C2S 0.053(3) 0.061(3) 0.031(2) 0.0010(19) 0.0101(18) -0.005(2) C1S 0.062(3) 0.055(3) 0.043(2) -0.008(2) 0.022(2) -0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co O1B 2.053(3) . ? Co O1A 2.056(3) . ? Co N2 2.131(3) . ? Co N1B 2.135(3) . ? Co N1 2.135(3) . ? Co N1A 2.140(3) . ? Cl11 C1S 1.764(5) . ? Cl12 C1S 1.733(5) . ? Cl13 C1S 1.760(5) . ? Cl21 C2S 1.763(5) . ? Cl22 C2S 1.767(5) . ? Cl23 C2S 1.749(4) . ? O1A C6A 1.270(5) . ? O2A C6A 1.222(5) . ? O1B C6B 1.271(5) . ? O2B C6B 1.225(4) . ? N1 C1 1.321(5) . ? N1 C12 1.361(4) . ? N2 C10 1.328(5) . ? N2 C11 1.360(5) . ? N1A C1A 1.327(5) . ? N1A C5A 1.333(5) . ? N1B C1B 1.332(5) . ? N1B C5B 1.339(5) . ? C1 C2 1.396(6) . ? C1 H1A 0.9500 . ? C2 C3 1.354(6) . ? C2 H2A 0.9500 . ? C3 C4 1.416(5) . ? C3 H3A 0.9500 . ? C4 C12 1.393(5) . ? C4 C5 1.428(5) . ? C5 C6 1.349(6) . ? C5 H5A 0.9500 . ? C6 C7 1.436(6) . ? C6 H6A 0.9500 . ? C7 C11 1.403(5) . ? C7 C8 1.409(5) . ? C8 C9 1.357(6) . ? C8 H8A 0.9500 . ? C9 C10 1.397(5) . ? C9 H9A 0.9500 . ? C10 H10A 0.9500 . ? C11 C12 1.447(5) . ? C1A C2A 1.379(6) . ? C1A H1AA 0.9500 . ? C2A C3A 1.365(7) . ? C2A H2AA 0.9500 . ? C3A C4A 1.390(7) . ? C3A H3AA 0.9500 . ? C4A C5A 1.389(6) . ? C4A H4AA 0.9500 . ? C5A C6A 1.525(5) . ? C1B C2B 1.381(6) . ? C1B H1BA 0.9500 . ? C2B C3B 1.373(7) . ? C2B H2BA 0.9500 . ? C3B C4B 1.373(6) . ? C3B H3BA 0.9500 . ? C4B C5B 1.380(5) . ? C4B H4BA 0.9500 . ? C5B C6B 1.523(5) . ? C2S H2SA 1.0000 . ? C1S H1SA 1.0000 . ? 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 O1B Co O1A 167.10(11) . . ? O1B Co N2 89.82(11) . . ? O1A Co N2 100.67(11) . . ? O1B Co N1B 77.89(11) . . ? O1A Co N1B 92.63(11) . . ? N2 Co N1B 165.34(12) . . ? O1B Co N1 99.34(11) . . ? O1A Co N1 90.15(11) . . ? N2 Co N1 78.59(11) . . ? N1B Co N1 95.38(12) . . ? O1B Co N1A 93.03(12) . . ? O1A Co N1A 78.64(12) . . ? N2 Co N1A 95.44(12) . . ? N1B Co N1A 93.17(12) . . ? N1 Co N1A 166.20(12) . . ? C6A O1A Co 117.7(2) . . ? C6B O1B Co 118.5(2) . . ? C1 N1 C12 117.3(3) . . ? C1 N1 Co 129.1(3) . . ? C12 N1 Co 113.5(2) . . ? C10 N2 C11 118.6(3) . . ? C10 N2 Co 128.5(3) . . ? C11 N2 Co 112.9(2) . . ? C1A N1A C5A 118.8(3) . . ? C1A N1A Co 129.3(3) . . ? C5A N1A Co 111.8(2) . . ? C1B N1B C5B 118.2(3) . . ? C1B N1B Co 128.6(3) . . ? C5B N1B Co 113.2(2) . . ? N1 C1 C2 122.8(4) . . ? N1 C1 H1A 118.6 . . ? C2 C1 H1A 118.6 . . ? C3 C2 C1 120.4(4) . . ? C3 C2 H2A 119.8 . . ? C1 C2 H2A 119.8 . . ? C2 C3 C4 118.6(3) . . ? C2 C3 H3A 120.7 . . ? C4 C3 H3A 120.7 . . ? C12 C4 C3 117.2(3) . . ? C12 C4 C5 119.4(4) . . ? C3 C4 C5 123.4(3) . . ? C6 C5 C4 121.2(4) . . ? C6 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? C5 C6 C7 121.1(4) . . ? C5 C6 H6A 119.5 . . ? C7 C6 H6A 119.5 . . ? C11 C7 C8 117.5(3) . . ? C11 C7 C6 118.9(4) . . ? C8 C7 C6 123.7(4) . . ? C9 C8 C7 119.9(4) . . ? C9 C8 H8A 120.1 . . ? C7 C8 H8A 120.1 . . ? C8 C9 C10 119.3(4) . . ? C8 C9 H9A 120.4 . . ? C10 C9 H9A 120.4 . . ? N2 C10 C9 122.7(4) . . ? N2 C10 H10A 118.7 . . ? C9 C10 H10A 118.7 . . ? N2 C11 C7 122.1(3) . . ? N2 C11 C12 118.2(3) . . ? C7 C11 C12 119.6(3) . . ? N1 C12 C4 123.6(3) . . ? N1 C12 C11 116.7(3) . . ? C4 C12 C11 119.7(3) . . ? N1A C1A C2A 122.3(4) . . ? N1A C1A H1AA 118.8 . . ? C2A C1A H1AA 118.8 . . ? C3A C2A C1A 119.1(4) . . ? C3A C2A H2AA 120.5 . . ? C1A C2A H2AA 120.5 . . ? C2A C3A C4A 119.6(4) . . ? C2A C3A H3AA 120.2 . . ? C4A C3A H3AA 120.2 . . ? C5A C4A C3A 117.6(4) . . ? C5A C4A H4AA 121.2 . . ? C3A C4A H4AA 121.2 . . ? N1A C5A C4A 122.6(4) . . ? N1A C5A C6A 116.4(3) . . ? C4A C5A C6A 121.0(4) . . ? O2A C6A O1A 126.1(4) . . ? O2A C6A C5A 118.7(3) . . ? O1A C6A C5A 115.2(3) . . ? N1B C1B C2B 122.7(4) . . ? N1B C1B H1BA 118.6 . . ? C2B C1B H1BA 118.6 . . ? C3B C2B C1B 118.5(4) . . ? C3B C2B H2BA 120.7 . . ? C1B C2B H2BA 120.7 . . ? C2B C3B C4B 119.4(4) . . ? C2B C3B H3BA 120.3 . . ? C4B C3B H3BA 120.3 . . ? C3B C4B C5B 118.8(4) . . ? C3B C4B H4BA 120.6 . . ? C5B C4B H4BA 120.6 . . ? N1B C5B C4B 122.4(3) . . ? N1B C5B C6B 115.0(3) . . ? C4B C5B C6B 122.6(3) . . ? O2B C6B O1B 126.0(3) . . ? O2B C6B C5B 118.7(3) . . ? O1B C6B C5B 115.3(3) . . ? Cl23 C2S Cl21 110.1(3) . . ? Cl23 C2S Cl22 111.5(3) . . ? Cl21 C2S Cl22 109.8(3) . . ? Cl23 C2S H2SA 108.4 . . ? Cl21 C2S H2SA 108.4 . . ? Cl22 C2S H2SA 108.4 . . ? Cl12 C1S Cl13 109.3(3) . . ? Cl12 C1S Cl11 111.1(3) . . ? Cl13 C1S Cl11 109.7(3) . . ? Cl12 C1S H1SA 108.9 . . ? Cl13 C1S H1SA 108.9 . . ? Cl11 C1S H1SA 108.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1B Co O1A C6A 48.1(6) . . . . ? N2 Co O1A C6A -95.9(3) . . . . ? N1B Co O1A C6A 90.3(3) . . . . ? N1 Co O1A C6A -174.3(3) . . . . ? N1A Co O1A C6A -2.4(3) . . . . ? O1A Co O1B C6B 44.1(6) . . . . ? N2 Co O1B C6B -171.2(3) . . . . ? N1B Co O1B C6B 0.8(3) . . . . ? N1 Co O1B C6B -92.8(3) . . . . ? N1A Co O1B C6B 93.4(3) . . . . ? O1B Co N1 C1 94.8(3) . . . . ? O1A Co N1 C1 -76.4(3) . . . . ? N2 Co N1 C1 -177.3(3) . . . . ? N1B Co N1 C1 16.2(3) . . . . ? N1A Co N1 C1 -111.8(5) . . . . ? O1B Co N1 C12 -88.4(2) . . . . ? O1A Co N1 C12 100.4(2) . . . . ? N2 Co N1 C12 -0.5(2) . . . . ? N1B Co N1 C12 -167.0(2) . . . . ? N1A Co N1 C12 65.0(6) . . . . ? O1B Co N2 C10 -78.9(3) . . . . ? O1A Co N2 C10 93.6(3) . . . . ? N1B Co N2 C10 -111.6(5) . . . . ? N1 Co N2 C10 -178.4(3) . . . . ? N1A Co N2 C10 14.1(3) . . . . ? O1B Co N2 C11 99.0(2) . . . . ? O1A Co N2 C11 -88.6(2) . . . . ? N1B Co N2 C11 66.3(5) . . . . ? N1 Co N2 C11 -0.6(2) . . . . ? N1A Co N2 C11 -168.0(2) . . . . ? O1B Co N1A C1A 10.2(4) . . . . ? O1A Co N1A C1A -179.7(4) . . . . ? N2 Co N1A C1A -79.9(4) . . . . ? N1B Co N1A C1A 88.2(4) . . . . ? N1 Co N1A C1A -143.5(5) . . . . ? O1B Co N1A C5A -166.1(3) . . . . ? O1A Co N1A C5A 4.0(2) . . . . ? N2 Co N1A C5A 103.8(3) . . . . ? N1B Co N1A C5A -88.0(3) . . . . ? N1 Co N1A C5A 40.2(6) . . . . ? O1B Co N1B C1B -179.6(4) . . . . ? O1A Co N1B C1B 9.2(3) . . . . ? N2 Co N1B C1B -146.0(4) . . . . ? N1 Co N1B C1B -81.2(3) . . . . ? N1A Co N1B C1B 88.0(3) . . . . ? O1B Co N1B C5B 0.6(2) . . . . ? O1A Co N1B C5B -170.6(2) . . . . ? N2 Co N1B C5B 34.1(6) . . . . ? N1 Co N1B C5B 99.0(3) . . . . ? N1A Co N1B C5B -91.9(3) . . . . ? C12 N1 C1 C2 2.7(6) . . . . ? Co N1 C1 C2 179.4(3) . . . . ? N1 C1 C2 C3 -2.0(6) . . . . ? C1 C2 C3 C4 -0.3(6) . . . . ? C2 C3 C4 C12 1.5(5) . . . . ? C2 C3 C4 C5 179.4(4) . . . . ? C12 C4 C5 C6 1.3(6) . . . . ? C3 C4 C5 C6 -176.6(4) . . . . ? C4 C5 C6 C7 -2.5(7) . . . . ? C5 C6 C7 C11 1.1(6) . . . . ? C5 C6 C7 C8 -177.3(4) . . . . ? C11 C7 C8 C9 0.3(6) . . . . ? C6 C7 C8 C9 178.8(4) . . . . ? C7 C8 C9 C10 0.2(6) . . . . ? C11 N2 C10 C9 0.5(6) . . . . ? Co N2 C10 C9 178.2(3) . . . . ? C8 C9 C10 N2 -0.6(6) . . . . ? C10 N2 C11 C7 0.1(5) . . . . ? Co N2 C11 C7 -178.0(3) . . . . ? C10 N2 C11 C12 179.7(3) . . . . ? Co N2 C11 C12 1.6(4) . . . . ? C8 C7 C11 N2 -0.5(5) . . . . ? C6 C7 C11 N2 -179.0(3) . . . . ? C8 C7 C11 C12 179.9(3) . . . . ? C6 C7 C11 C12 1.4(5) . . . . ? C1 N1 C12 C4 -1.3(5) . . . . ? Co N1 C12 C4 -178.5(3) . . . . ? C1 N1 C12 C11 178.7(3) . . . . ? Co N1 C12 C11 1.5(4) . . . . ? C3 C4 C12 N1 -0.8(5) . . . . ? C5 C4 C12 N1 -178.8(3) . . . . ? C3 C4 C12 C11 179.3(3) . . . . ? C5 C4 C12 C11 1.3(5) . . . . ? N2 C11 C12 N1 -2.1(4) . . . . ? C7 C11 C12 N1 177.5(3) . . . . ? N2 C11 C12 C4 177.8(3) . . . . ? C7 C11 C12 C4 -2.6(5) . . . . ? C5A N1A C1A C2A 1.3(6) . . . . ? Co N1A C1A C2A -174.7(3) . . . . ? N1A C1A C2A C3A -0.2(7) . . . . ? C1A C2A C3A C4A -0.4(7) . . . . ? C2A C3A C4A C5A -0.1(7) . . . . ? C1A N1A C5A C4A -1.8(6) . . . . ? Co N1A C5A C4A 174.9(3) . . . . ? C1A N1A C5A C6A 178.3(3) . . . . ? Co N1A C5A C6A -5.0(4) . . . . ? C3A C4A C5A N1A 1.2(6) . . . . ? C3A C4A C5A C6A -178.9(4) . . . . ? Co O1A C6A O2A -179.4(3) . . . . ? Co O1A C6A C5A 0.5(4) . . . . ? N1A C5A C6A O2A -176.9(3) . . . . ? C4A C5A C6A O2A 3.3(5) . . . . ? N1A C5A C6A O1A 3.2(5) . . . . ? C4A C5A C6A O1A -176.6(4) . . . . ? C5B N1B C1B C2B 0.5(6) . . . . ? Co N1B C1B C2B -179.3(3) . . . . ? N1B C1B C2B C3B 1.0(7) . . . . ? C1B C2B C3B C4B -1.7(7) . . . . ? C2B C3B C4B C5B 1.0(7) . . . . ? C1B N1B C5B C4B -1.3(5) . . . . ? Co N1B C5B C4B 178.5(3) . . . . ? C1B N1B C5B C6B 178.5(3) . . . . ? Co N1B C5B C6B -1.6(4) . . . . ? C3B C4B C5B N1B 0.6(6) . . . . ? C3B C4B C5B C6B -179.3(4) . . . . ? Co O1B C6B O2B 177.8(3) . . . . ? Co O1B C6B C5B -1.8(4) . . . . ? N1B C5B C6B O2B -177.4(3) . . . . ? C4B C5B C6B O2B 2.5(5) . . . . ? N1B C5B C6B O1B 2.3(5) . . . . ? C4B C5B C6B O1B -177.8(3) . . . . ? 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 C1S H1SA O2B 1.00 2.27 3.256(6) 168.3 . C2S H2SA O2A 1.00 2.21 3.203(5) 171.9 . C3 H3A O1A 0.95 2.57 3.378(5) 142.7 4_675 C8 H8A O1B 0.95 2.53 3.329(5) 141.7 4_575 C3A H3AA O2B 0.95 2.42 3.246(5) 144.8 3_666 C3B H3BA O2A 0.95 2.49 3.157(5) 127.5 3_665 _diffrn_measured_fraction_theta_max 0.908 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.707 _refine_diff_density_min -0.523 _refine_diff_density_rms 0.089 # Attachment 'AK-CPPHM.CIF' data_ak-cpphm _database_code_depnum_ccdc_archive 'CCDC 728034' #TrackingRef 'AK-CPPHM.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H16 Co N4 O4, H2 O' _chemical_formula_sum 'C24 H18 Co N4 O5' _chemical_formula_weight 501.35 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 triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7971(6) _cell_length_b 9.4703(7) _cell_length_c 16.2756(11) _cell_angle_alpha 104.693(6) _cell_angle_beta 95.875(6) _cell_angle_gamma 107.421(7) _cell_volume 1088.29(14) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 6583 _cell_measurement_theta_min 4.5867 _cell_measurement_theta_max 32.5050 _exptl_crystal_description prism _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.530 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 514 _exptl_absorpt_coefficient_mu 0.834 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.76384 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.5081 _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2% _diffrn_reflns_number 20271 _diffrn_reflns_av_R_equivalents 0.0592 _diffrn_reflns_av_sigmaI/netI 0.1121 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 4.61 _diffrn_reflns_theta_max 32.71 _reflns_number_total 7271 _reflns_number_gt 4200 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 1998)' _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^)+(0.0888P)^2^+0.6625P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7271 _refine_ls_number_parameters 313 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1190 _refine_ls_R_factor_gt 0.0666 _refine_ls_wR_factor_ref 0.1914 _refine_ls_wR_factor_gt 0.1735 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.053 _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 Co Co 0.62322(6) 0.39474(5) 0.73947(3) 0.02691(15) Uani 1 1 d . . . O1A O 0.8382(3) 0.3194(3) 0.76373(17) 0.0345(6) Uani 1 1 d . . . O2A O 1.0121(4) 0.2878(4) 0.8704(2) 0.0507(7) Uani 1 1 d . . . O1B O 0.4429(3) 0.5158(3) 0.74920(16) 0.0339(5) Uani 1 1 d . . . O2B O 0.4164(4) 0.7503(3) 0.78569(17) 0.0381(6) Uani 1 1 d . . . O1W O 1.0828(4) 0.3463(4) 0.64899(18) 0.0483(7) Uani 1 1 d D . . H1W1 H 1.025(5) 0.342(6) 0.689(2) 0.072 Uiso 1 1 d D . . H1W2 H 1.189(3) 0.391(6) 0.675(3) 0.072 Uiso 1 1 d D . . N1 N 0.4172(4) 0.1839(3) 0.65847(18) 0.0293(6) Uani 1 1 d . . . N2 N 0.6598(4) 0.4063(3) 0.61244(18) 0.0280(6) Uani 1 1 d . . . N1A N 0.5823(4) 0.3385(3) 0.85576(17) 0.0283(6) Uani 1 1 d . . . N1B N 0.8020(4) 0.6310(3) 0.79854(17) 0.0268(6) Uani 1 1 d . . . C1 C 0.2988(5) 0.0760(4) 0.6815(2) 0.0379(8) Uani 1 1 d . . . H1A H 0.3018 0.0877 0.7414 0.046 Uiso 1 1 calc R . . C2 C 0.1680(6) -0.0559(4) 0.6208(3) 0.0450(10) Uani 1 1 d . . . H2A H 0.0867 -0.1323 0.6400 0.054 Uiso 1 1 calc R . . C3 C 0.1581(5) -0.0739(4) 0.5350(3) 0.0422(9) Uani 1 1 d . . . H3A H 0.0689 -0.1616 0.4935 0.051 Uiso 1 1 calc R . . C4 C 0.2818(5) 0.0392(4) 0.5086(2) 0.0307(7) Uani 1 1 d . . . C5 C 0.2843(5) 0.0275(4) 0.4188(2) 0.0385(8) Uani 1 1 d . . . H5A H 0.1994 -0.0593 0.3750 0.046 Uiso 1 1 calc R . . C6 C 0.4061(5) 0.1386(4) 0.3966(2) 0.0378(8) Uani 1 1 d . . . H6A H 0.4050 0.1290 0.3370 0.045 Uiso 1 1 calc R . . C7 C 0.5371(5) 0.2707(4) 0.4602(2) 0.0306(7) Uani 1 1 d . . . C8 C 0.6660(5) 0.3905(4) 0.4398(2) 0.0354(8) Uani 1 1 d . . . H8A H 0.6687 0.3867 0.3811 0.042 Uiso 1 1 calc R . . C9 C 0.7864(5) 0.5116(4) 0.5046(2) 0.0380(8) Uani 1 1 d . . . H9A H 0.8746 0.5926 0.4916 0.046 Uiso 1 1 calc R . . C10 C 0.7790(5) 0.5158(4) 0.5907(2) 0.0348(8) Uani 1 1 d . . . H10A H 0.8635 0.6012 0.6355 0.042 Uiso 1 1 calc R . . C11 C 0.5366(5) 0.2857(4) 0.5487(2) 0.0257(6) Uani 1 1 d . . . C12 C 0.4086(4) 0.1670(4) 0.5728(2) 0.0275(7) Uani 1 1 d . . . C1A C 0.7209(5) 0.3019(4) 0.8903(2) 0.0315(7) Uani 1 1 d . . . C2A C 0.8722(5) 0.3022(4) 0.8382(2) 0.0321(7) Uani 1 1 d . . . C3A C 0.7233(6) 0.2615(5) 0.9651(3) 0.0451(10) Uani 1 1 d . . . H3AA H 0.8247 0.2387 0.9888 0.054 Uiso 1 1 calc R . . C4A C 0.5732(7) 0.2542(6) 1.0058(3) 0.0538(12) Uani 1 1 d . . . H4AA H 0.5689 0.2238 1.0571 0.065 Uiso 1 1 calc R . . C5A C 0.4312(6) 0.2920(5) 0.9702(3) 0.0436(9) Uani 1 1 d . . . H5AA H 0.3277 0.2881 0.9968 0.052 Uiso 1 1 calc R . . C6A C 0.4408(5) 0.3351(4) 0.8965(2) 0.0329(7) Uani 1 1 d . . . H6AA H 0.3440 0.3636 0.8732 0.039 Uiso 1 1 calc R . . C1B C 0.7129(4) 0.7323(4) 0.8081(2) 0.0270(7) Uani 1 1 d . . . C2B C 0.5047(5) 0.6623(4) 0.7793(2) 0.0295(7) Uani 1 1 d . . . C3B C 0.8010(5) 0.8903(4) 0.8397(3) 0.0398(9) Uani 1 1 d . . . H3BA H 0.7327 0.9590 0.8472 0.048 Uiso 1 1 calc R . . C4B C 0.9900(6) 0.9474(4) 0.8604(3) 0.0452(10) Uani 1 1 d . . . H4BA H 1.0542 1.0559 0.8825 0.054 Uiso 1 1 calc R . . C5B C 1.0832(5) 0.8434(4) 0.8482(3) 0.0392(9) Uani 1 1 d . . . H5BA H 1.2134 0.8796 0.8605 0.047 Uiso 1 1 calc R . . C6B C 0.9870(5) 0.6870(4) 0.8181(2) 0.0332(7) Uani 1 1 d . . . H6BA H 1.0525 0.6162 0.8107 0.040 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 Co 0.0260(2) 0.0283(2) 0.0262(2) 0.01005(18) 0.00529(17) 0.00714(17) O1A 0.0341(13) 0.0382(13) 0.0408(14) 0.0167(11) 0.0164(11) 0.0187(11) O2A 0.0383(15) 0.068(2) 0.0609(19) 0.0296(16) 0.0084(14) 0.0308(15) O1B 0.0235(12) 0.0374(14) 0.0410(14) 0.0142(11) 0.0067(10) 0.0083(10) O2B 0.0342(13) 0.0432(14) 0.0431(15) 0.0123(12) 0.0092(11) 0.0221(12) O1W 0.0295(13) 0.069(2) 0.0338(14) 0.0111(14) 0.0063(11) 0.0033(14) N1 0.0294(14) 0.0279(14) 0.0286(14) 0.0094(11) 0.0077(11) 0.0053(11) N2 0.0255(13) 0.0303(14) 0.0270(13) 0.0107(11) 0.0064(11) 0.0056(11) N1A 0.0301(14) 0.0297(14) 0.0250(13) 0.0082(11) 0.0063(11) 0.0097(12) N1B 0.0249(13) 0.0261(13) 0.0271(13) 0.0074(11) 0.0014(11) 0.0069(11) C1 0.040(2) 0.0333(18) 0.0321(18) 0.0103(15) 0.0107(15) -0.0006(15) C2 0.045(2) 0.0310(19) 0.049(2) 0.0160(17) 0.0124(18) -0.0059(16) C3 0.039(2) 0.0291(18) 0.048(2) 0.0067(17) 0.0030(17) 0.0012(16) C4 0.0283(16) 0.0238(15) 0.0362(18) 0.0081(14) 0.0051(14) 0.0045(13) C5 0.040(2) 0.0354(19) 0.0318(18) 0.0061(15) -0.0043(16) 0.0082(16) C6 0.043(2) 0.039(2) 0.0278(17) 0.0089(15) 0.0017(15) 0.0126(17) C7 0.0374(18) 0.0305(17) 0.0280(16) 0.0140(14) 0.0065(14) 0.0127(15) C8 0.041(2) 0.040(2) 0.0316(18) 0.0220(16) 0.0095(15) 0.0136(17) C9 0.0372(19) 0.043(2) 0.040(2) 0.0265(17) 0.0127(16) 0.0085(16) C10 0.0362(19) 0.0291(17) 0.0340(18) 0.0102(14) 0.0060(15) 0.0034(14) C11 0.0318(16) 0.0246(15) 0.0214(14) 0.0071(12) 0.0048(12) 0.0107(13) C12 0.0253(15) 0.0297(16) 0.0285(16) 0.0118(13) 0.0056(13) 0.0079(13) C1A 0.0396(19) 0.0289(16) 0.0277(16) 0.0106(13) 0.0064(14) 0.0121(15) C2A 0.0352(18) 0.0231(15) 0.043(2) 0.0140(15) 0.0097(15) 0.0134(14) C3A 0.058(3) 0.057(2) 0.035(2) 0.0214(18) 0.0126(18) 0.034(2) C4A 0.078(3) 0.070(3) 0.034(2) 0.028(2) 0.025(2) 0.040(3) C5A 0.056(3) 0.046(2) 0.0340(19) 0.0148(17) 0.0223(18) 0.018(2) C6A 0.0284(17) 0.0341(18) 0.0334(18) 0.0059(15) 0.0075(14) 0.0097(14) C1B 0.0277(16) 0.0313(16) 0.0255(15) 0.0125(13) 0.0065(13) 0.0114(13) C2B 0.0288(16) 0.0395(19) 0.0254(15) 0.0146(14) 0.0084(13) 0.0137(15) C3B 0.037(2) 0.0296(18) 0.049(2) 0.0064(16) -0.0019(17) 0.0128(16) C4B 0.041(2) 0.0236(17) 0.064(3) 0.0070(17) 0.0040(19) 0.0071(16) C5B 0.0241(17) 0.0366(19) 0.052(2) 0.0114(17) -0.0005(16) 0.0066(15) C6B 0.0256(16) 0.0338(18) 0.0372(18) 0.0080(15) -0.0017(14) 0.0103(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 Co O1A 2.048(2) . ? Co O1B 2.057(2) . ? Co N1A 2.122(3) . ? Co N2 2.141(3) . ? Co N1 2.149(3) . ? Co N1B 2.154(3) . ? O1A C2A 1.275(4) . ? O2A C2A 1.221(4) . ? O1B C2B 1.266(4) . ? O2B C2B 1.222(4) . ? O1W H1W1 0.833(19) . ? O1W H1W2 0.820(19) . ? N1 C1 1.318(4) . ? N1 C12 1.355(4) . ? N2 C10 1.319(4) . ? N2 C11 1.357(4) . ? N1A C6A 1.341(4) . ? N1A C1A 1.343(4) . ? N1B C1B 1.331(4) . ? N1B C6B 1.351(4) . ? C1 C2 1.408(5) . ? C1 H1A 0.9500 . ? C2 C3 1.354(6) . ? C2 H2A 0.9500 . ? C3 C4 1.401(5) . ? C3 H3A 0.9500 . ? C4 C12 1.401(5) . ? C4 C5 1.441(5) . ? C5 C6 1.343(6) . ? C5 H5A 0.9500 . ? C6 C7 1.429(5) . ? C6 H6A 0.9500 . ? C7 C8 1.408(5) . ? C7 C11 1.412(4) . ? C8 C9 1.360(5) . ? C8 H8A 0.9500 . ? C9 C10 1.399(5) . ? C9 H9A 0.9500 . ? C10 H10A 0.9500 . ? C11 C12 1.431(5) . ? C1A C3A 1.365(5) . ? C1A C2A 1.522(5) . ? C3A C4A 1.395(6) . ? C3A H3AA 0.9500 . ? C4A C5A 1.378(6) . ? C4A H4AA 0.9500 . ? C5A C6A 1.364(5) . ? C5A H5AA 0.9500 . ? C6A H6AA 0.9500 . ? C1B C3B 1.378(5) . ? C1B C2B 1.529(5) . ? C3B C4B 1.381(6) . ? C3B H3BA 0.9500 . ? C4B C5B 1.378(5) . ? C4B H4BA 0.9500 . ? C5B C6B 1.374(5) . ? C5B H5BA 0.9500 . ? C6B H6BA 0.9500 . ? 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 O1A Co O1B 163.57(10) . . ? O1A Co N1A 78.37(10) . . ? O1B Co N1A 93.00(10) . . ? O1A Co N2 95.93(10) . . ? O1B Co N2 94.68(10) . . ? N1A Co N2 169.13(11) . . ? O1A Co N1 101.50(11) . . ? O1B Co N1 92.96(10) . . ? N1A Co N1 93.99(11) . . ? N2 Co N1 77.96(11) . . ? O1A Co N1B 89.69(10) . . ? O1B Co N1B 77.40(10) . . ? N1A Co N1B 97.08(11) . . ? N2 Co N1B 92.09(11) . . ? N1 Co N1B 165.64(11) . . ? C2A O1A Co 117.2(2) . . ? C2B O1B Co 119.3(2) . . ? H1W1 O1W H1W2 103(3) . . ? C1 N1 C12 118.0(3) . . ? C1 N1 Co 128.7(2) . . ? C12 N1 Co 113.3(2) . . ? C10 N2 C11 118.7(3) . . ? C10 N2 Co 128.3(2) . . ? C11 N2 Co 112.9(2) . . ? C6A N1A C1A 118.5(3) . . ? C6A N1A Co 128.9(2) . . ? C1A N1A Co 112.6(2) . . ? C1B N1B C6B 118.1(3) . . ? C1B N1B Co 112.9(2) . . ? C6B N1B Co 128.7(2) . . ? N1 C1 C2 122.5(3) . . ? N1 C1 H1A 118.7 . . ? C2 C1 H1A 118.7 . . ? C3 C2 C1 120.0(3) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? C2 C3 C4 118.7(3) . . ? C2 C3 H3A 120.7 . . ? C4 C3 H3A 120.7 . . ? C3 C4 C12 118.1(3) . . ? C3 C4 C5 122.5(3) . . ? C12 C4 C5 119.4(3) . . ? C6 C5 C4 120.4(3) . . ? C6 C5 H5A 119.8 . . ? C4 C5 H5A 119.8 . . ? C5 C6 C7 121.8(3) . . ? C5 C6 H6A 119.1 . . ? C7 C6 H6A 119.1 . . ? C8 C7 C11 117.3(3) . . ? C8 C7 C6 123.7(3) . . ? C11 C7 C6 119.0(3) . . ? C9 C8 C7 119.7(3) . . ? C9 C8 H8A 120.2 . . ? C7 C8 H8A 120.2 . . ? C8 C9 C10 119.3(3) . . ? C8 C9 H9A 120.3 . . ? C10 C9 H9A 120.3 . . ? N2 C10 C9 122.9(3) . . ? N2 C10 H10A 118.6 . . ? C9 C10 H10A 118.6 . . ? N2 C11 C7 122.1(3) . . ? N2 C11 C12 118.3(3) . . ? C7 C11 C12 119.5(3) . . ? N1 C12 C4 122.7(3) . . ? N1 C12 C11 117.4(3) . . ? C4 C12 C11 119.9(3) . . ? N1A C1A C3A 122.6(3) . . ? N1A C1A C2A 115.2(3) . . ? C3A C1A C2A 122.2(3) . . ? O2A C2A O1A 126.5(3) . . ? O2A C2A C1A 118.6(3) . . ? O1A C2A C1A 114.9(3) . . ? C1A C3A C4A 118.5(4) . . ? C1A C3A H3AA 120.8 . . ? C4A C3A H3AA 120.8 . . ? C5A C4A C3A 118.7(4) . . ? C5A C4A H4AA 120.6 . . ? C3A C4A H4AA 120.6 . . ? C6A C5A C4A 119.4(4) . . ? C6A C5A H5AA 120.3 . . ? C4A C5A H5AA 120.3 . . ? N1A C6A C5A 122.2(4) . . ? N1A C6A H6AA 118.9 . . ? C5A C6A H6AA 118.9 . . ? N1B C1B C3B 122.8(3) . . ? N1B C1B C2B 115.6(3) . . ? C3B C1B C2B 121.5(3) . . ? O2B C2B O1B 127.0(3) . . ? O2B C2B C1B 118.3(3) . . ? O1B C2B C1B 114.7(3) . . ? C1B C3B C4B 119.0(3) . . ? C1B C3B H3BA 120.5 . . ? C4B C3B H3BA 120.5 . . ? C5B C4B C3B 118.4(3) . . ? C5B C4B H4BA 120.8 . . ? C3B C4B H4BA 120.8 . . ? C6B C5B C4B 119.7(3) . . ? C6B C5B H5BA 120.2 . . ? C4B C5B H5BA 120.2 . . ? N1B C6B C5B 122.0(3) . . ? N1B C6B H6BA 119.0 . . ? C5B C6B H6BA 119.0 . . ? 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 O1B Co O1A C2A 47.3(5) . . . . ? N1A Co O1A C2A -12.1(2) . . . . ? N2 Co O1A C2A 177.2(2) . . . . ? N1 Co O1A C2A -103.9(3) . . . . ? N1B Co O1A C2A 85.1(3) . . . . ? O1A Co O1B C2B 41.4(5) . . . . ? N1A Co O1B C2B 99.0(3) . . . . ? N2 Co O1B C2B -88.7(3) . . . . ? N1 Co O1B C2B -166.9(2) . . . . ? N1B Co O1B C2B 2.4(2) . . . . ? O1A Co N1 C1 86.5(3) . . . . ? O1B Co N1 C1 -85.6(3) . . . . ? N1A Co N1 C1 7.6(3) . . . . ? N2 Co N1 C1 -179.8(3) . . . . ? N1B Co N1 C1 -132.9(4) . . . . ? O1A Co N1 C12 -95.9(2) . . . . ? O1B Co N1 C12 91.9(2) . . . . ? N1A Co N1 C12 -174.8(2) . . . . ? N2 Co N1 C12 -2.2(2) . . . . ? N1B Co N1 C12 44.7(5) . . . . ? O1A Co N2 C10 -79.5(3) . . . . ? O1B Co N2 C10 88.0(3) . . . . ? N1A Co N2 C10 -137.2(5) . . . . ? N1 Co N2 C10 180.0(3) . . . . ? N1B Co N2 C10 10.4(3) . . . . ? O1A Co N2 C11 103.2(2) . . . . ? O1B Co N2 C11 -89.4(2) . . . . ? N1A Co N2 C11 45.5(7) . . . . ? N1 Co N2 C11 2.7(2) . . . . ? N1B Co N2 C11 -166.9(2) . . . . ? O1A Co N1A C6A -172.7(3) . . . . ? O1B Co N1A C6A 21.4(3) . . . . ? N2 Co N1A C6A -113.6(6) . . . . ? N1 Co N1A C6A -71.8(3) . . . . ? N1B Co N1A C6A 99.1(3) . . . . ? O1A Co N1A C1A 7.1(2) . . . . ? O1B Co N1A C1A -158.8(2) . . . . ? N2 Co N1A C1A 66.2(6) . . . . ? N1 Co N1A C1A 108.0(2) . . . . ? N1B Co N1A C1A -81.1(2) . . . . ? O1A Co N1B C1B -172.2(2) . . . . ? O1B Co N1B C1B -2.4(2) . . . . ? N1A Co N1B C1B -93.9(2) . . . . ? N2 Co N1B C1B 91.9(2) . . . . ? N1 Co N1B C1B 46.2(5) . . . . ? O1A Co N1B C6B 14.9(3) . . . . ? O1B Co N1B C6B -175.4(3) . . . . ? N1A Co N1B C6B 93.1(3) . . . . ? N2 Co N1B C6B -81.0(3) . . . . ? N1 Co N1B C6B -126.7(4) . . . . ? C12 N1 C1 C2 1.3(6) . . . . ? Co N1 C1 C2 178.7(3) . . . . ? N1 C1 C2 C3 -1.4(7) . . . . ? C1 C2 C3 C4 1.1(6) . . . . ? C2 C3 C4 C12 -0.9(6) . . . . ? C2 C3 C4 C5 178.3(4) . . . . ? C3 C4 C5 C6 -179.7(4) . . . . ? C12 C4 C5 C6 -0.5(6) . . . . ? C4 C5 C6 C7 0.4(6) . . . . ? C5 C6 C7 C8 -179.4(4) . . . . ? C5 C6 C7 C11 -0.9(6) . . . . ? C11 C7 C8 C9 1.9(5) . . . . ? C6 C7 C8 C9 -179.6(4) . . . . ? C7 C8 C9 C10 -0.6(6) . . . . ? C11 N2 C10 C9 -1.2(5) . . . . ? Co N2 C10 C9 -178.4(3) . . . . ? C8 C9 C10 N2 0.2(6) . . . . ? C10 N2 C11 C7 2.6(5) . . . . ? Co N2 C11 C7 -179.7(2) . . . . ? C10 N2 C11 C12 179.6(3) . . . . ? Co N2 C11 C12 -2.8(4) . . . . ? C8 C7 C11 N2 -3.0(5) . . . . ? C6 C7 C11 N2 178.5(3) . . . . ? C8 C7 C11 C12 -179.9(3) . . . . ? C6 C7 C11 C12 1.6(5) . . . . ? C1 N1 C12 C4 -1.0(5) . . . . ? Co N1 C12 C4 -178.9(3) . . . . ? C1 N1 C12 C11 179.4(3) . . . . ? Co N1 C12 C11 1.5(4) . . . . ? C3 C4 C12 N1 0.8(5) . . . . ? C5 C4 C12 N1 -178.4(3) . . . . ? C3 C4 C12 C11 -179.6(3) . . . . ? C5 C4 C12 C11 1.2(5) . . . . ? N2 C11 C12 N1 0.9(5) . . . . ? C7 C11 C12 N1 177.9(3) . . . . ? N2 C11 C12 C4 -178.8(3) . . . . ? C7 C11 C12 C4 -1.7(5) . . . . ? C6A N1A C1A C3A 0.0(5) . . . . ? Co N1A C1A C3A -179.8(3) . . . . ? C6A N1A C1A C2A 177.6(3) . . . . ? Co N1A C1A C2A -2.2(4) . . . . ? Co O1A C2A O2A -164.9(3) . . . . ? Co O1A C2A C1A 14.3(4) . . . . ? N1A C1A C2A O2A 171.6(3) . . . . ? C3A C1A C2A O2A -10.8(5) . . . . ? N1A C1A C2A O1A -7.8(4) . . . . ? C3A C1A C2A O1A 169.8(4) . . . . ? N1A C1A C3A C4A 1.6(6) . . . . ? C2A C1A C3A C4A -175.8(4) . . . . ? C1A C3A C4A C5A -1.7(7) . . . . ? C3A C4A C5A C6A 0.1(7) . . . . ? C1A N1A C6A C5A -1.7(5) . . . . ? Co N1A C6A C5A 178.1(3) . . . . ? C4A C5A C6A N1A 1.6(6) . . . . ? C6B N1B C1B C3B -2.3(5) . . . . ? Co N1B C1B C3B -176.1(3) . . . . ? C6B N1B C1B C2B 176.0(3) . . . . ? Co N1B C1B C2B 2.3(3) . . . . ? Co O1B C2B O2B 176.7(3) . . . . ? Co O1B C2B C1B -1.9(4) . . . . ? N1B C1B C2B O2B -179.1(3) . . . . ? C3B C1B C2B O2B -0.8(5) . . . . ? N1B C1B C2B O1B -0.4(4) . . . . ? C3B C1B C2B O1B 178.0(3) . . . . ? N1B C1B C3B C4B 1.7(6) . . . . ? C2B C1B C3B C4B -176.5(4) . . . . ? C1B C3B C4B C5B 0.3(7) . . . . ? C3B C4B C5B C6B -1.6(6) . . . . ? C1B N1B C6B C5B 0.9(5) . . . . ? Co N1B C6B C5B 173.5(3) . . . . ? C4B C5B C6B N1B 1.0(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 O1W H1W1 O1A 0.833(19) 1.99(2) 2.805(4) 167(5) . O1W H1W2 O1B 0.820(19) 2.04(2) 2.856(4) 174(5) 1_655 C8 H8A O2B 0.95 2.61 3.490(5) 154.0 2_666 C4A H4AA O2B 0.95 2.50 3.397(5) 158.6 2_667 C6A H6AA O2A 0.95 2.46 3.205(5) 135.1 1_455 C4B H4BA O2A 0.95 2.37 3.138(5) 137.7 1_565 C5B H5BA O2B 0.95 2.51 3.165(5) 126.4 1_655 C3 H3A O1W 0.95 2.44 3.343(5) 157.6 2_656 C9 H9A O1W 0.95 2.53 3.242(5) 132.0 2_766 _diffrn_measured_fraction_theta_max 0.907 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.606 _refine_diff_density_min -0.460 _refine_diff_density_rms 0.103