Supplementary Material (ESI) for Perkin Transactions This journal is © The Royal Society of Chemistry 2001 #Perkins 1. Paper Ref.: B101337H #Conversion of Alkyl Nitriles to Amidines and Carboxylic Acids Mediated by #a Cobalt(II)-Ketoxime System #by Maximilian N. Kopylovich, Vadim Yu. Kukushkin, M. Fatima C. Guedes da Silva, #Matti Haukka, João J. R. Fraústo da Silva and Armando J. L. Pombeiro data_structure1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[CH3CH2C(NH2)2][NO3]' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H9 N3 O3' _chemical_formula_weight 135.13 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' _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 6.5627(2) _cell_length_b 6.6924(2) _cell_length_c 8.2274(3) _cell_angle_alpha 72.830(2) _cell_angle_beta 87.467(2) _cell_angle_gamma 82.367(2) _cell_volume 342.181(19) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'block' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.312 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 144 _exptl_absorpt_coefficient_mu 0.115 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9664 _exptl_absorpt_correction_T_max 0.9664 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'phi/omega-scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2183 _diffrn_reflns_av_R_equivalents 0.0127 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 4.06 _diffrn_reflns_theta_max 25.50 _reflns_number_total 1240 _reflns_number_gt 1165 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 1999)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in SHELXTL v.5.1 (Bruker Axs, 1998)' _computing_publication_material 'SHELXL-97' _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^)+(0.0360P)^2^+0.1199P] 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 1240 _refine_ls_number_parameters 99 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0892 _refine_ls_wR_factor_gt 0.0873 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 1.15836(16) 0.25976(18) 0.31694(14) 0.0259(3) Uani 1 1 d . . . N2 N 0.89862(17) 0.52802(16) 0.29828(13) 0.0237(3) Uani 1 1 d . . . C1 C 0.96308(17) 0.33401(18) 0.30018(14) 0.0197(3) Uani 1 1 d . . . C2 C 0.81161(18) 0.19619(18) 0.27568(15) 0.0221(3) Uani 1 1 d . . . H2A H 0.6800 0.2276 0.3322 0.026 Uiso 1 1 calc R . . H2B H 0.8649 0.0464 0.3288 0.026 Uiso 1 1 calc R . . C3 C 0.7751(4) 0.2331(4) 0.0880(2) 0.0663(6) Uani 1 1 d . . . H3A H 0.7199 0.3808 0.0361 0.099 Uiso 1 1 calc R . . H3B H 0.6766 0.1415 0.0741 0.099 Uiso 1 1 calc R . . H3C H 0.9053 0.2009 0.0324 0.099 Uiso 1 1 calc R . . N3 N 0.61687(15) 0.25402(15) 0.68172(12) 0.0209(3) Uani 1 1 d . . . O1 O 0.80612(12) 0.19179(13) 0.67588(11) 0.0253(2) Uani 1 1 d . . . O2 O 0.55834(13) 0.43344(13) 0.69731(12) 0.0274(3) Uani 1 1 d . . . O3 O 0.48885(14) 0.13804(15) 0.67157(14) 0.0373(3) Uani 1 1 d . . . H22 H 0.988(2) 0.610(2) 0.3053(18) 0.027(4) Uiso 1 1 d . . . H21 H 0.770(3) 0.570(2) 0.2933(19) 0.029(4) Uiso 1 1 d . . . H12 H 1.249(2) 0.342(3) 0.3234(19) 0.031(4) Uiso 1 1 d . . . H11 H 1.195(2) 0.130(3) 0.3170(19) 0.035(4) Uiso 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 N1 0.0192(5) 0.0197(5) 0.0417(6) -0.0128(5) -0.0009(4) -0.0036(4) N2 0.0172(6) 0.0200(5) 0.0352(6) -0.0093(4) -0.0003(4) -0.0041(4) C1 0.0204(6) 0.0196(6) 0.0195(5) -0.0053(4) 0.0012(4) -0.0051(4) C2 0.0207(6) 0.0203(6) 0.0266(6) -0.0072(5) 0.0006(4) -0.0069(5) C3 0.0967(15) 0.0877(14) 0.0287(8) -0.0133(8) -0.0025(8) -0.0696(12) N3 0.0199(5) 0.0195(5) 0.0243(5) -0.0068(4) 0.0008(4) -0.0051(4) O1 0.0173(4) 0.0231(4) 0.0382(5) -0.0132(4) 0.0011(3) -0.0019(3) O2 0.0222(5) 0.0200(4) 0.0432(6) -0.0150(4) -0.0020(4) -0.0007(3) O3 0.0244(5) 0.0280(5) 0.0661(7) -0.0200(5) 0.0028(4) -0.0135(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.3093(16) . ? N1 H12 0.875(17) . ? N1 H11 0.869(18) . ? N2 C1 1.3068(15) . ? N2 H22 0.873(17) . ? N2 H21 0.854(17) . ? C1 C2 1.5002(15) . ? C2 C3 1.5149(19) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? N3 O3 1.2381(13) . ? N3 O2 1.2529(13) . ? N3 O1 1.2599(13) . ? 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 C1 N1 H12 120.1(10) . . ? C1 N1 H11 118.6(10) . . ? H12 N1 H11 121.2(15) . . ? C1 N2 H22 119.1(10) . . ? C1 N2 H21 119.1(10) . . ? H22 N2 H21 121.8(14) . . ? N2 C1 N1 121.30(11) . . ? N2 C1 C2 119.39(11) . . ? N1 C1 C2 119.27(10) . . ? C1 C2 C3 110.45(10) . . ? C1 C2 H2A 109.6 . . ? C3 C2 H2A 109.6 . . ? C1 C2 H2B 109.6 . . ? C3 C2 H2B 109.6 . . ? H2A C2 H2B 108.1 . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? O3 N3 O2 120.04(10) . . ? O3 N3 O1 119.97(9) . . ? O2 N3 O1 119.98(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 N2 C1 C2 C3 84.09(16) . . . . ? N1 C1 C2 C3 -93.47(16) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.264 _refine_diff_density_min -0.208 _refine_diff_density_rms 0.034 #===END======================================================================== data_structure2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[CH3(CH2)2(NH2)2][NO3]' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H11 N3 O3' _chemical_formula_weight 149.16 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' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 6.4444(4) _cell_length_b 17.5130(15) _cell_length_c 6.8157(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.265(5) _cell_angle_gamma 90.00 _cell_volume 761.24(10) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'block' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.301 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 320 _exptl_absorpt_coefficient_mu 0.110 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9574 _exptl_absorpt_correction_T_max 0.9678 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'phi/omega-scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1944 _diffrn_reflns_av_R_equivalents 0.0311 _diffrn_reflns_av_sigmaI/netI 0.0387 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.81 _diffrn_reflns_theta_max 25.01 _reflns_number_total 1273 _reflns_number_gt 1117 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 1999)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in SHELXTL v.5.1 (Bruker Axs, 1998)' _computing_publication_material 'SHELXL-97' _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^)+(0.0589P)^2^+0.6321P] 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 1273 _refine_ls_number_parameters 108 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0625 _refine_ls_R_factor_gt 0.0557 _refine_ls_wR_factor_ref 0.1485 _refine_ls_wR_factor_gt 0.1442 _refine_ls_goodness_of_fit_ref 1.154 _refine_ls_restrained_S_all 1.154 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.4116(3) 0.09005(11) 0.0510(3) 0.0286(5) Uani 1 1 d . . . N2 N 0.6704(3) 0.07424(12) 0.3139(3) 0.0287(5) Uani 1 1 d . . . C1 C 0.4765(3) 0.08952(12) 0.2422(3) 0.0233(5) Uani 1 1 d . . . C2 C 0.3264(4) 0.11133(14) 0.3816(3) 0.0296(6) Uani 1 1 d . . . H2C H 0.3645 0.0847 0.5098 0.036 Uiso 1 1 calc R . . H2D H 0.1824 0.0958 0.3253 0.036 Uiso 1 1 calc R . . C3 C 0.3344(6) 0.19834(18) 0.4147(6) 0.0661(11) Uani 1 1 d . . . H3A H 0.4802 0.2133 0.4660 0.079 Uiso 1 1 calc R . . H3B H 0.2945 0.2242 0.2857 0.079 Uiso 1 1 calc R . . C4 C 0.1922(7) 0.2253(2) 0.5569(6) 0.0775(13) Uani 1 1 d . . . H4A H 0.0465 0.2135 0.5032 0.116 Uiso 1 1 calc R . . H4B H 0.2080 0.2806 0.5758 0.116 Uiso 1 1 calc R . . H4C H 0.2295 0.1994 0.6846 0.116 Uiso 1 1 calc R . . N3 N 0.1123(3) -0.07557(11) 0.1787(3) 0.0249(5) Uani 1 1 d . . . O1 O 0.0542(3) -0.09060(10) 0.0002(2) 0.0352(5) Uani 1 1 d . . . O2 O 0.3043(2) -0.07475(10) 0.2457(2) 0.0350(5) Uani 1 1 d . . . O3 O -0.0182(3) -0.06122(11) 0.2907(2) 0.0380(5) Uani 1 1 d . . . H12 H 0.496(5) 0.0829(14) -0.033(4) 0.031(7) Uiso 1 1 d . . . H11 H 0.276(5) 0.0947(15) 0.010(4) 0.035(7) Uiso 1 1 d . . . H21 H 0.708(4) 0.0734(15) 0.442(5) 0.035(7) Uiso 1 1 d . . . H22 H 0.761(5) 0.0656(14) 0.236(4) 0.028(7) Uiso 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 N1 0.0223(12) 0.0428(12) 0.0215(11) -0.0016(8) 0.0059(9) 0.0012(8) N2 0.0212(11) 0.0459(12) 0.0195(11) -0.0023(8) 0.0043(9) 0.0028(8) C1 0.0213(11) 0.0268(11) 0.0223(13) -0.0002(8) 0.0044(9) -0.0016(8) C2 0.0222(12) 0.0434(14) 0.0242(13) -0.0015(10) 0.0070(9) 0.0045(9) C3 0.090(3) 0.0445(17) 0.076(2) 0.0039(15) 0.055(2) 0.0152(17) C4 0.107(3) 0.0441(18) 0.097(3) -0.0037(17) 0.069(3) 0.0107(18) N3 0.0207(10) 0.0344(10) 0.0202(11) 0.0031(7) 0.0053(8) 0.0004(7) O1 0.0253(10) 0.0595(12) 0.0202(10) -0.0043(7) 0.0015(7) -0.0003(7) O2 0.0199(9) 0.0604(12) 0.0245(9) -0.0010(7) 0.0022(7) -0.0004(7) O3 0.0265(10) 0.0627(12) 0.0276(10) 0.0006(8) 0.0140(7) 0.0027(8) _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 N1 C1 1.310(3) . ? N1 H12 0.86(3) . ? N1 H11 0.88(3) . ? N2 C1 1.302(3) . ? N2 H21 0.87(3) . ? N2 H22 0.86(3) . ? C1 C2 1.500(3) . ? C2 C3 1.540(4) . ? C2 H2C 0.9900 . ? C2 H2D 0.9900 . ? C3 C4 1.502(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? N3 O3 1.240(2) . ? N3 O1 1.248(2) . ? N3 O2 1.256(2) . ? 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 C1 N1 H12 121.5(19) . . ? C1 N1 H11 118.6(18) . . ? H12 N1 H11 120(3) . . ? C1 N2 H21 119.6(19) . . ? C1 N2 H22 120.3(18) . . ? H21 N2 H22 120(3) . . ? N2 C1 N1 121.8(2) . . ? N2 C1 C2 119.1(2) . . ? N1 C1 C2 119.0(2) . . ? C1 C2 C3 109.5(2) . . ? C1 C2 H2C 109.8 . . ? C3 C2 H2C 109.8 . . ? C1 C2 H2D 109.8 . . ? C3 C2 H2D 109.8 . . ? H2C C2 H2D 108.2 . . ? C4 C3 C2 113.2(3) . . ? C4 C3 H3A 108.9 . . ? C2 C3 H3A 108.9 . . ? C4 C3 H3B 108.9 . . ? C2 C3 H3B 108.9 . . ? H3A C3 H3B 107.7 . . ? 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 . . ? O3 N3 O1 120.49(18) . . ? O3 N3 O2 119.57(19) . . ? O1 N3 O2 119.94(17) . . ? 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 N2 C1 C2 C3 88.3(3) . . . . ? N1 C1 C2 C3 -88.3(3) . . . . ? C1 C2 C3 C4 -178.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.946 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.946 _refine_diff_density_max 0.248 _refine_diff_density_min -0.287 _refine_diff_density_rms 0.060 #===END======================================================================== data_structure3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[CH3(CH2)3C(NH2)2][NO3] _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H13 N3 O3' _chemical_formula_weight 163.18 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' _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 6.4391(2) _cell_length_b 6.7648(2) _cell_length_c 10.527(4) _cell_angle_alpha 73.655(2) _cell_angle_beta 81.477(2) _cell_angle_gamma 82.105(2) _cell_volume 432.95(17) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'block' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.252 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 176 _exptl_absorpt_coefficient_mu 0.103 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9699 _exptl_absorpt_correction_T_max 0.9798 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'phi/omega-scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2669 _diffrn_reflns_av_R_equivalents 0.0134 _diffrn_reflns_av_sigmaI/netI 0.0299 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.06 _diffrn_reflns_theta_max 25.49 _reflns_number_total 1572 _reflns_number_gt 1469 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 1999)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in SHELXTL v.5.1 (Bruker Axs, 1998)' _computing_publication_material 'SHELXL-97' _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^)+(0.0366P)^2^+0.1709P] 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 1572 _refine_ls_number_parameters 117 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0393 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.0957 _refine_ls_wR_factor_gt 0.0934 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.55354(18) -0.01623(16) 0.16085(11) 0.0246(3) Uani 1 1 d . . . N2 N 0.30698(17) 0.26555(18) 0.13122(12) 0.0260(3) Uani 1 1 d . . . C1 C 0.49479(18) 0.17780(18) 0.15985(12) 0.0204(3) Uani 1 1 d . . . C2 C 0.64222(19) 0.29741(18) 0.19928(12) 0.0222(3) Uani 1 1 d . . . H2A H 0.5950 0.4472 0.1711 0.027 Uiso 1 1 calc R . . H2B H 0.7858 0.2743 0.1538 0.027 Uiso 1 1 calc R . . C3 C 0.6478(3) 0.2294(3) 0.34980(15) 0.0421(4) Uani 1 1 d . . . H3A H 0.5036 0.2527 0.3945 0.050 Uiso 1 1 calc R . . H3B H 0.6931 0.0792 0.3773 0.050 Uiso 1 1 calc R . . C4 C 0.7967(3) 0.3456(3) 0.39550(16) 0.0533(5) Uani 1 1 d . . . H4A H 0.9411 0.3224 0.3511 0.064 Uiso 1 1 calc R . . H4B H 0.7514 0.4959 0.3685 0.064 Uiso 1 1 calc R . . C5 C 0.8001(5) 0.2753(5) 0.5458(2) 0.0957(11) Uani 1 1 d . . . H5A H 0.6592 0.3060 0.5900 0.143 Uiso 1 1 calc R . . H5B H 0.9017 0.3486 0.5710 0.143 Uiso 1 1 calc R . . H5C H 0.8414 0.1259 0.5731 0.143 Uiso 1 1 calc R . . N3 N 0.91825(16) 0.22780(15) -0.12750(10) 0.0203(3) Uani 1 1 d . . . O1 O 0.97670(14) 0.05836(13) -0.15464(9) 0.0271(3) Uani 1 1 d . . . O2 O 0.72489(13) 0.29341(13) -0.12079(9) 0.0263(3) Uani 1 1 d . . . O3 O 1.04872(14) 0.33178(14) -0.10774(10) 0.0304(3) Uani 1 1 d . . . H11 H 0.685(3) -0.065(2) 0.1705(16) 0.029(4) Uiso 1 1 d . . . H12 H 0.469(3) -0.093(3) 0.1464(16) 0.030(4) Uiso 1 1 d . . . H21 H 0.277(3) 0.397(3) 0.1297(16) 0.035(4) Uiso 1 1 d . . . H22 H 0.218(3) 0.194(3) 0.1142(16) 0.034(4) Uiso 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 N1 0.0187(6) 0.0204(5) 0.0375(6) -0.0105(5) -0.0064(5) -0.0025(4) N2 0.0194(6) 0.0226(6) 0.0412(7) -0.0148(5) -0.0084(5) -0.0013(4) C1 0.0187(6) 0.0205(6) 0.0226(6) -0.0063(5) -0.0015(5) -0.0041(4) C2 0.0196(6) 0.0207(6) 0.0285(7) -0.0082(5) -0.0052(5) -0.0037(5) C3 0.0527(10) 0.0505(9) 0.0283(8) -0.0072(7) -0.0062(7) -0.0287(8) C4 0.0683(12) 0.0699(12) 0.0307(8) -0.0088(8) -0.0113(8) -0.0414(10) C5 0.137(2) 0.133(2) 0.0333(10) -0.0056(12) -0.0206(12) -0.093(2) N3 0.0193(5) 0.0181(5) 0.0237(5) -0.0042(4) -0.0048(4) -0.0034(4) O1 0.0242(5) 0.0204(5) 0.0402(6) -0.0141(4) -0.0074(4) 0.0017(3) O2 0.0169(4) 0.0243(5) 0.0406(6) -0.0134(4) -0.0047(4) -0.0001(3) O3 0.0240(5) 0.0243(5) 0.0464(6) -0.0089(4) -0.0100(4) -0.0091(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.3126(16) . ? N2 C1 1.3099(16) . ? C1 C2 1.4984(16) . ? C2 C3 1.525(2) . ? C3 C4 1.525(2) . ? C4 C5 1.521(3) . ? N3 O3 1.2411(13) . ? N3 O1 1.2534(13) . ? N3 O2 1.2618(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 N1 121.43(11) . . ? N2 C1 C2 119.48(11) . . ? N1 C1 C2 119.01(11) . . ? C1 C2 C3 110.39(10) . . ? C4 C3 C2 112.63(12) . . ? C5 C4 C3 111.76(15) . . ? O3 N3 O1 120.65(10) . . ? O3 N3 O2 119.78(10) . . ? O1 N3 O2 119.57(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 N2 C1 C2 C3 102.54(14) . . . . ? N1 C1 C2 C3 -74.30(15) . . . . ? C1 C2 C3 C4 179.67(14) . . . . ? C2 C3 C4 C5 -179.9(2) . . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.244 _refine_diff_density_min -0.180 _refine_diff_density_rms 0.036 #===END======================================================================== data_structure4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[Co(H2O)4(MeCN)2][NO3]' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C2 H7 Co0.50 N2 O5' _chemical_formula_weight 168.56 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P 21/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 7.8179(10) _cell_length_b 12.7715(8) _cell_length_c 7.9825(6) _cell_angle_alpha 90.00 _cell_angle_beta 117.723(9) _cell_angle_gamma 90.00 _cell_volume 705.53(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.587 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 346 _exptl_absorpt_coefficient_mu 1.267 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1640 _diffrn_reflns_av_R_equivalents 0.0228 _diffrn_reflns_av_sigmaI/netI 0.0254 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 26.97 _reflns_number_total 1533 _reflns_number_gt 1047 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0581P)^2^+0.4129P] 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 1533 _refine_ls_number_parameters 116 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0755 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.1240 _refine_ls_wR_factor_gt 0.1044 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.045 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.5000 0.0000 0.5000 0.0530(2) Uani 1 2 d S . . O1 O 0.7564(5) 0.0086(3) 0.7501(5) 0.0932(11) Uani 1 1 d D A . H11 H 0.848(6) 0.045(4) 0.763(8) 0.125(16) Uiso 1 1 d D . . H12 H 0.807(8) -0.032(4) 0.840(6) 0.125(16) Uiso 1 1 d D . . N1 N 0.6216(4) 0.0844(3) 0.3525(4) 0.0625(8) Uani 1 1 d . A . C1 C 0.7026(5) 0.1223(3) 0.2838(5) 0.0559(8) Uani 1 1 d . . . C2 C 0.8084(7) 0.1708(4) 0.1948(8) 0.0831(14) Uani 1 1 d . A . H2A H 0.7600 0.1449 0.0680 0.13(2) Uiso 1 1 calc R . . H2B H 0.9432 0.1542 0.2660 0.13(2) Uiso 1 1 calc R . . H2C H 0.7917 0.2454 0.1918 0.20(4) Uiso 1 1 calc R . . N2 N 0.1832(5) 0.1361(3) -0.1470(5) 0.0632(8) Uani 1 1 d . . . O3 O 0.3285(5) 0.1783(3) -0.1410(5) 0.0900(10) Uani 1 1 d . . . O4 O 0.1473(5) 0.1509(3) -0.0128(5) 0.1028(12) Uani 1 1 d . . . O5 O 0.0785(5) 0.0853(3) -0.2837(6) 0.1165(14) Uani 1 1 d . . . O2A O 0.445(2) 0.1422(10) 0.588(2) 0.071(3) Uani 0.62(3) 1 d PD A 1 H21A H 0.412(11) 0.150(8) 0.671(8) 0.089(17) Uiso 0.62(3) 1 d PD A 1 H22A H 0.396(15) 0.190(6) 0.511(12) 0.089(17) Uiso 0.62(3) 1 d PD A 1 O2B O 0.367(3) 0.1337(19) 0.533(3) 0.071(3) Uani 0.38(3) 1 d PD A 2 H21B H 0.337(19) 0.153(12) 0.614(14) 0.089(17) Uiso 0.38(3) 1 d PD A 2 H22B H 0.34(2) 0.185(8) 0.464(19) 0.089(17) Uiso 0.38(3) 1 d PD A 2 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 0.0537(4) 0.0534(4) 0.0664(4) 0.0118(3) 0.0402(3) 0.0068(3) O1 0.0640(18) 0.123(3) 0.088(2) 0.035(2) 0.0310(16) -0.0110(19) N1 0.0618(18) 0.0662(19) 0.073(2) 0.0146(16) 0.0425(17) 0.0066(15) C1 0.0557(19) 0.0529(19) 0.070(2) 0.0072(17) 0.0383(18) 0.0022(16) C2 0.074(3) 0.085(3) 0.112(4) 0.021(3) 0.062(3) -0.004(2) N2 0.0617(19) 0.0583(18) 0.075(2) 0.0049(17) 0.0367(17) 0.0025(16) O3 0.088(2) 0.105(2) 0.095(2) -0.0375(18) 0.0583(19) -0.0372(19) O4 0.115(3) 0.126(3) 0.101(2) 0.030(2) 0.077(2) 0.025(2) O5 0.091(2) 0.123(3) 0.147(3) -0.067(3) 0.066(2) -0.039(2) O2A 0.083(7) 0.061(3) 0.100(7) 0.017(4) 0.069(7) 0.020(5) O2B 0.083(7) 0.061(3) 0.100(7) 0.017(4) 0.069(7) 0.020(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O2A 2.063(13) 3_656 ? Co1 O2A 2.063(13) . ? Co1 O1 2.072(4) . ? Co1 O1 2.072(4) 3_656 ? Co1 O2B 2.08(2) 3_656 ? Co1 O2B 2.08(2) . ? Co1 N1 2.120(3) 3_656 ? Co1 N1 2.120(3) . ? N1 C1 1.121(4) . ? C1 C2 1.457(5) . ? N2 O5 1.205(4) . ? N2 O3 1.238(4) . ? N2 O4 1.242(4) . ? 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 O2A Co1 O2A 180.000(2) 3_656 . ? O2A Co1 O1 96.4(5) 3_656 . ? O2A Co1 O1 83.6(5) . . ? O2A Co1 O1 83.6(5) 3_656 3_656 ? O2A Co1 O1 96.4(5) . 3_656 ? O1 Co1 O1 180.0 . 3_656 ? O2A Co1 O2B 15.8(5) 3_656 3_656 ? O2A Co1 O2B 164.2(6) . 3_656 ? O1 Co1 O2B 81.3(7) . 3_656 ? O1 Co1 O2B 98.7(7) 3_656 3_656 ? O2A Co1 O2B 164.2(5) 3_656 . ? O2A Co1 O2B 15.8(5) . . ? O1 Co1 O2B 98.7(7) . . ? O1 Co1 O2B 81.3(7) 3_656 . ? O2B Co1 O2B 180.0(14) 3_656 . ? O2A Co1 N1 87.7(4) 3_656 3_656 ? O2A Co1 N1 92.3(4) . 3_656 ? O1 Co1 N1 88.55(12) . 3_656 ? O1 Co1 N1 91.45(12) 3_656 3_656 ? O2B Co1 N1 91.9(6) 3_656 3_656 ? O2B Co1 N1 88.1(6) . 3_656 ? O2A Co1 N1 92.3(4) 3_656 . ? O2A Co1 N1 87.7(4) . . ? O1 Co1 N1 91.45(12) . . ? O1 Co1 N1 88.55(12) 3_656 . ? O2B Co1 N1 88.1(6) 3_656 . ? O2B Co1 N1 91.9(6) . . ? N1 Co1 N1 180.0 3_656 . ? C1 N1 Co1 172.6(3) . . ? N1 C1 C2 179.6(4) . . ? O5 N2 O3 119.6(4) . . ? O5 N2 O4 122.2(4) . . ? O3 N2 O4 118.2(4) . . ? 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 O2A Co1 N1 C1 -51(3) 3_656 . . . ? O2A Co1 N1 C1 129(3) . . . . ? O1 Co1 N1 C1 46(3) . . . . ? O1 Co1 N1 C1 -134(3) 3_656 . . . ? O2B Co1 N1 C1 -36(3) 3_656 . . . ? O2B Co1 N1 C1 144(3) . . . . ? N1 Co1 N1 C1 6(100) 3_656 . . . ? Co1 N1 C1 C2 24(90) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.97 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.384 _refine_diff_density_min -0.435 _refine_diff_density_rms 0.080