# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 loop_ _publ_author_name 'Sally Brooker' 'Udo Beckmann' 'Janna D. Ewing' _publ_contact_author_name 'Dr Sally Brooker' _publ_contact_author_address ; Department of Chemistry University of Otago PO Box 56 Dunedin NEW ZEALAND ; _publ_contact_author_email SBROOKER@ALKALI.OTAGO.AC.NZ _publ_section_title ; A Dicobalt(II) Complex of a Triazolate-Containing Macrocycle reacts with Nitromethane to yield an Organometallic Dicobalt(III) Complex ; data_cotcl _database_code_CSD 209263 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H56 Cl4 Co4 N24 O8' _chemical_formula_weight 1378.61 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.698(3) _cell_length_b 10.661(4) _cell_length_c 18.187(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.375(5) _cell_angle_gamma 90.00 _cell_volume 1298.7(9) _cell_formula_units_Z 1 _cell_measurement_temperature 168(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.763 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 1.538 _exptl_absorpt_correction_type Semi-empirical(SADABS) _exptl_absorpt_correction_T_min 0.87 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 168(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART area detector' _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 16473 _diffrn_reflns_av_R_equivalents 0.0536 _diffrn_reflns_av_sigmaI/netI 0.0544 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 26.49 _reflns_number_total 2639 _reflns_number_gt 1795 _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^)+(0.0565P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2639 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0707 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.1065 _refine_ls_wR_factor_gt 0.0976 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.07212(7) 0.84087(4) 0.03964(3) 0.02164(16) Uani 1 1 d . . . N1 N 0.1185(4) 0.9162(3) -0.04963(16) 0.0226(7) Uani 1 1 d . . . N2 N 0.0692(4) 1.0275(3) -0.07741(15) 0.0230(7) Uani 1 1 d . . . C3 C 0.1409(5) 1.0328(3) -0.14601(18) 0.0223(8) Uani 1 1 d . . . N3 N 0.2375(4) 0.9253(3) -0.16437(15) 0.0247(7) Uani 1 1 d . . . C5 C 0.2191(5) 0.8557(3) -0.10199(19) 0.0233(8) Uani 1 1 d . . . C6 C 0.2806(5) 0.7301(3) -0.0755(2) 0.0242(8) Uani 1 1 d . . . C7 C 0.3935(6) 0.6430(4) -0.1236(2) 0.0324(9) Uani 1 1 d . . . H7A H 0.5360 0.6475 -0.1112 0.039 Uiso 1 1 calc R . . H7B H 0.3736 0.6670 -0.1751 0.039 Uiso 1 1 calc R . . H7C H 0.3455 0.5572 -0.1161 0.039 Uiso 1 1 calc R . . N4 N 0.2263(4) 0.7113(3) -0.00771(16) 0.0235(7) Uani 1 1 d . . . C8 C 0.2784(6) 0.5998(3) 0.0363(2) 0.0292(9) Uani 1 1 d . . . H8A H 0.4013 0.6171 0.0650 0.035 Uiso 1 1 calc R . . H8B H 0.3061 0.5287 0.0029 0.035 Uiso 1 1 calc R . . C9 C 0.1090(6) 0.5630(4) 0.0892(2) 0.0330(9) Uani 1 1 d . . . H9A H -0.0173 0.5609 0.0606 0.040 Uiso 1 1 calc R . . H9B H 0.1351 0.4765 0.1066 0.040 Uiso 1 1 calc R . . C10 C 0.0759(6) 0.6458(3) 0.1567(2) 0.0313(9) Uani 1 1 d . . . H10A H -0.0265 0.6068 0.1884 0.038 Uiso 1 1 calc R . . H10B H 0.2017 0.6512 0.1854 0.038 Uiso 1 1 calc R . . N5 N 0.0101(4) 0.7746(3) 0.13596(16) 0.0247(7) Uani 1 1 d . . . C11 C -0.0920(5) 0.8453(3) 0.18015(19) 0.0244(8) Uani 1 1 d . . . C12 C -0.1527(6) 0.8131(4) 0.2563(2) 0.0353(10) Uani 1 1 d . . . H12A H -0.2230 0.7325 0.2560 0.042 Uiso 1 1 calc R . . H12B H -0.2414 0.8786 0.2752 0.042 Uiso 1 1 calc R . . H12C H -0.0338 0.8071 0.2877 0.042 Uiso 1 1 calc R . . Cl1 Cl -0.21929(13) 0.75080(9) -0.00639(5) 0.0312(3) Uani 1 1 d . . . C50 C 0.3303(5) 0.9226(3) 0.07525(18) 0.0189(7) Uani 1 1 d . . . H50A H 0.3126 1.0113 0.0686 0.023 Uiso 1 1 d . . . H50B H 0.4466 0.8763 0.0593 0.023 Uiso 1 1 d . . . N50 N 0.3478(5) 0.9203(4) 0.1549(2) 0.0455(9) Uani 1 1 d . . . O51 O 0.4364(5) 0.8285(3) 0.18199(18) 0.0611(10) Uani 1 1 d . . . O52 O 0.2743(5) 1.0036(3) 0.19418(18) 0.0616(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0250(3) 0.0210(3) 0.0189(3) -0.0004(2) 0.00275(18) 0.0032(2) N1 0.0275(16) 0.0183(17) 0.0221(16) 0.0004(13) 0.0045(13) 0.0046(13) N2 0.0269(16) 0.0212(17) 0.0208(16) 0.0017(14) 0.0011(13) 0.0006(14) C3 0.0217(18) 0.029(2) 0.0165(18) -0.0032(16) -0.0008(14) 0.0000(16) N3 0.0272(17) 0.0265(18) 0.0203(16) -0.0039(14) 0.0019(13) 0.0019(14) C5 0.0247(19) 0.023(2) 0.0218(19) -0.0045(17) 0.0011(15) 0.0033(16) C6 0.0201(19) 0.023(2) 0.029(2) -0.0047(17) -0.0005(15) 0.0018(16) C7 0.038(2) 0.031(2) 0.028(2) -0.0038(18) 0.0044(17) 0.0082(19) N4 0.0268(17) 0.0200(16) 0.0236(17) 0.0005(13) 0.0009(13) 0.0020(13) C8 0.033(2) 0.024(2) 0.031(2) 0.0009(17) 0.0014(17) 0.0073(17) C9 0.042(2) 0.024(2) 0.033(2) 0.0057(18) 0.0012(18) 0.0037(19) C10 0.040(2) 0.027(2) 0.026(2) 0.0068(18) 0.0021(17) 0.0059(19) N5 0.0286(17) 0.0209(17) 0.0245(17) 0.0008(14) -0.0004(13) 0.0009(14) C11 0.0271(19) 0.024(2) 0.0225(19) -0.0028(17) 0.0009(15) -0.0008(17) C12 0.043(2) 0.039(3) 0.023(2) 0.0044(19) 0.0069(18) 0.0072(19) Cl1 0.0290(5) 0.0310(5) 0.0337(6) -0.0049(4) -0.0011(4) 0.0005(4) C50 0.0215(18) 0.0172(18) 0.0180(18) -0.0026(15) 0.0042(14) -0.0006(15) N50 0.037(2) 0.051(3) 0.048(2) 0.001(2) -0.0003(18) -0.006(2) O51 0.053(2) 0.072(3) 0.059(2) 0.023(2) -0.0138(17) -0.0001(19) O52 0.053(2) 0.073(2) 0.059(2) -0.028(2) 0.0156(17) -0.0049(18) _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 N2 1.829(3) 3_575 y Co1 N1 1.840(3) . y Co1 N4 1.931(3) . y Co1 N5 1.936(3) . y Co1 C50 2.038(3) . y Co1 Cl1 2.3263(12) . y N1 N2 1.330(4) . ? N1 C5 1.336(4) . ? N2 C3 1.341(4) . ? N2 Co1 1.829(3) 3_575 ? C3 N3 1.359(4) . ? C3 C11 1.476(5) 3_575 ? N3 C5 1.362(4) . ? C5 C6 1.481(5) . ? C6 N4 1.304(5) . ? C6 C7 1.485(5) . ? N4 C8 1.473(5) . ? C8 C9 1.544(5) . ? C9 C10 1.529(5) . ? C10 N5 1.491(4) . ? N5 C11 1.299(4) . ? C11 C3 1.476(5) 3_575 ? C11 C12 1.485(5) . ? C50 N50 1.453(5) . y N50 O52 1.243(4) . y N50 O51 1.245(4) . y 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 Co1 N1 94.99(12) 3_575 . y N2 Co1 N4 174.88(12) 3_575 . y N1 Co1 N4 79.91(13) . . y N2 Co1 N5 79.94(13) 3_575 . y N1 Co1 N5 174.94(13) . . y N4 Co1 N5 105.15(13) . . y N2 Co1 C50 89.59(13) 3_575 . y N1 Co1 C50 86.89(13) . . y N4 Co1 C50 89.55(13) . . y N5 Co1 C50 93.16(13) . . y N2 Co1 Cl1 90.96(10) 3_575 . y N1 Co1 Cl1 90.52(10) . . y N4 Co1 Cl1 89.68(10) . . y N5 Co1 Cl1 89.45(9) . . y C50 Co1 Cl1 177.39(10) . . y N2 N1 C5 106.6(3) . . ? N2 N1 Co1 133.0(2) . . y C5 N1 Co1 120.4(2) . . ? N1 N2 C3 107.6(3) . . ? N1 N2 Co1 132.0(2) . 3_575 y C3 N2 Co1 120.4(2) . 3_575 ? N2 C3 N3 111.5(3) . . ? N2 C3 C11 110.4(3) . 3_575 ? N3 C3 C11 138.1(3) . 3_575 ? C3 N3 C5 102.1(3) . . ? N1 C5 N3 112.3(3) . . ? N1 C5 C6 110.2(3) . . ? N3 C5 C6 137.5(3) . . ? N4 C6 C5 111.6(3) . . ? N4 C6 C7 127.4(3) . . ? C5 C6 C7 121.0(3) . . ? C6 N4 C8 124.8(3) . . ? C6 N4 Co1 117.8(2) . . ? C8 N4 Co1 117.4(2) . . ? N4 C8 C9 111.8(3) . . ? C10 C9 C8 117.7(3) . . ? N5 C10 C9 111.9(3) . . ? C11 N5 C10 122.3(3) . . ? C11 N5 Co1 117.7(3) . . ? C10 N5 Co1 120.0(2) . . ? N5 C11 C3 111.5(3) . 3_575 ? N5 C11 C12 126.2(3) . . ? C3 C11 C12 122.3(3) 3_575 . ? N50 C50 Co1 111.8(2) . . y O52 N50 O51 121.6(4) . . y O52 N50 C50 122.1(4) . . y O51 N50 C50 116.3(4) . . y 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 Co1 N1 N2 0.5(4) 3_575 . . . ? N4 Co1 N1 N2 -178.9(3) . . . . ? N5 Co1 N1 N2 1.9(17) . . . . ? C50 Co1 N1 N2 -88.8(3) . . . . ? Cl1 Co1 N1 N2 91.5(3) . . . . ? N2 Co1 N1 C5 -178.7(3) 3_575 . . . ? N4 Co1 N1 C5 1.9(3) . . . . ? N5 Co1 N1 C5 -177.3(13) . . . . ? C50 Co1 N1 C5 92.0(3) . . . . ? Cl1 Co1 N1 C5 -87.7(3) . . . . ? C5 N1 N2 C3 -0.1(4) . . . . ? Co1 N1 N2 C3 -179.4(3) . . . . ? C5 N1 N2 Co1 178.6(3) . . . 3_575 ? Co1 N1 N2 Co1 -0.7(5) . . . 3_575 ? N1 N2 C3 N3 0.2(4) . . . . ? Co1 N2 C3 N3 -178.7(2) 3_575 . . . ? N1 N2 C3 C11 -179.7(3) . . . 3_575 ? Co1 N2 C3 C11 1.3(4) 3_575 . . 3_575 ? N2 C3 N3 C5 -0.2(4) . . . . ? C11 C3 N3 C5 179.8(4) 3_575 . . . ? N2 N1 C5 N3 0.0(4) . . . . ? Co1 N1 C5 N3 179.4(2) . . . . ? N2 N1 C5 C6 179.9(3) . . . . ? Co1 N1 C5 C6 -0.7(4) . . . . ? C3 N3 C5 N1 0.1(4) . . . . ? C3 N3 C5 C6 -179.7(4) . . . . ? N1 C5 C6 N4 -1.7(4) . . . . ? N3 C5 C6 N4 178.2(4) . . . . ? N1 C5 C6 C7 179.5(3) . . . . ? N3 C5 C6 C7 -0.7(7) . . . . ? C5 C6 N4 C8 -175.1(3) . . . . ? C7 C6 N4 C8 3.7(6) . . . . ? C5 C6 N4 Co1 3.2(4) . . . . ? C7 C6 N4 Co1 -178.0(3) . . . . ? N2 Co1 N4 C6 -9.5(16) 3_575 . . . ? N1 Co1 N4 C6 -2.9(3) . . . . ? N5 Co1 N4 C6 177.0(3) . . . . ? C50 Co1 N4 C6 -89.8(3) . . . . ? Cl1 Co1 N4 C6 87.7(3) . . . . ? N2 Co1 N4 C8 169.0(14) 3_575 . . . ? N1 Co1 N4 C8 175.6(3) . . . . ? N5 Co1 N4 C8 -4.5(3) . . . . ? C50 Co1 N4 C8 88.6(3) . . . . ? Cl1 Co1 N4 C8 -93.9(3) . . . . ? C6 N4 C8 C9 -145.4(4) . . . . ? Co1 N4 C8 C9 36.2(4) . . . . ? N4 C8 C9 C10 -73.2(4) . . . . ? C8 C9 C10 N5 64.9(4) . . . . ? C9 C10 N5 C11 155.1(3) . . . . ? C9 C10 N5 Co1 -23.8(4) . . . . ? N2 Co1 N5 C11 -0.4(3) 3_575 . . . ? N1 Co1 N5 C11 -1.8(16) . . . . ? N4 Co1 N5 C11 179.0(3) . . . . ? C50 Co1 N5 C11 88.6(3) . . . . ? Cl1 Co1 N5 C11 -91.5(3) . . . . ? N2 Co1 N5 C10 178.5(3) 3_575 . . . ? N1 Co1 N5 C10 177.1(13) . . . . ? N4 Co1 N5 C10 -2.0(3) . . . . ? C50 Co1 N5 C10 -92.4(3) . . . . ? Cl1 Co1 N5 C10 87.5(3) . . . . ? C10 N5 C11 C3 -179.1(3) . . . 3_575 ? Co1 N5 C11 C3 -0.2(4) . . . 3_575 ? C10 N5 C11 C12 1.9(6) . . . . ? Co1 N5 C11 C12 -179.2(3) . . . . ? N2 Co1 C50 N50 69.8(3) 3_575 . . . ? N1 Co1 C50 N50 164.8(3) . . . . ? N4 Co1 C50 N50 -115.2(3) . . . . ? N5 Co1 C50 N50 -10.1(3) . . . . ? Cl1 Co1 C50 N50 172(2) . . . . ? Co1 C50 N50 O52 -86.5(4) . . . . ? Co1 C50 N50 O51 91.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 26.49 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.570 _refine_diff_density_min -0.384 _refine_diff_density_rms 0.088 data_ubdr _database_code_CSD 209264 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H24 Cl2 Co2 N10' _chemical_formula_weight 569.23 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' 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 Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 13.511(5) _cell_length_b 14.947(5) _cell_length_c 13.093(5) _cell_angle_alpha 90.00 _cell_angle_beta 119.745(4) _cell_angle_gamma 90.00 _cell_volume 2295.7(14) _cell_formula_units_Z 4 _cell_measurement_temperature 168(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.647 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_absorpt_coefficient_mu 1.706 _exptl_absorpt_correction_type Semi-empirical(SADABS) _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 168(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART area detector' _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 14740 _diffrn_reflns_av_R_equivalents 0.0243 _diffrn_reflns_av_sigmaI/netI 0.0130 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 26.45 _reflns_number_total 2352 _reflns_number_gt 2089 _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^)+(0.0383P)^2^+4.1765P] 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 2352 _refine_ls_number_parameters 156 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0398 _refine_ls_R_factor_gt 0.0333 _refine_ls_wR_factor_ref 0.0846 _refine_ls_wR_factor_gt 0.0805 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.14602(3) 0.24423(2) 0.72677(3) 0.03293(12) Uani 1 1 d . . . Cl1 Cl 0.19495(7) 0.37147(5) 0.66766(6) 0.04972(19) Uani 1 1 d . . . N1 N -0.02509(17) 0.21754(14) 0.61978(17) 0.0328(4) Uani 1 1 d . . . N2 N -0.11650(17) 0.21630(14) 0.63594(17) 0.0322(4) Uani 1 1 d . . . C3 C -0.1889(2) 0.15682(16) 0.5580(2) 0.0328(5) Uani 1 1 d . . . N3 N -0.15145(19) 0.11963(14) 0.48990(18) 0.0372(5) Uani 1 1 d . . . C5 C -0.0489(2) 0.15896(17) 0.5331(2) 0.0353(5) Uani 1 1 d . . . C6 C 0.0444(2) 0.13649(17) 0.5098(2) 0.0398(6) Uani 1 1 d . . . C7 C 0.0177(3) 0.0868(2) 0.3994(2) 0.0538(7) Uani 1 1 d . . . H7A H 0.0475 0.1202 0.3561 0.065 Uiso 1 1 calc R . . H7B H -0.0650 0.0801 0.3502 0.065 Uiso 1 1 calc R . . H7C H 0.0534 0.0275 0.4199 0.065 Uiso 1 1 calc R . . N4 N 0.14179(19) 0.16165(15) 0.59199(19) 0.0402(5) Uani 1 1 d . B . C8 C 0.2476(3) 0.1409(2) 0.5908(3) 0.0549(8) Uani 1 1 d . . . H8A H 0.2796 0.1968 0.5786 0.066 Uiso 0.66 1 calc PR A 1 H8B H 0.2299 0.1004 0.5241 0.066 Uiso 0.66 1 calc PR A 1 H8C H 0.2514 0.0753 0.5826 0.066 Uiso 0.34 1 calc PR A 2 H8D H 0.2432 0.1689 0.5201 0.066 Uiso 0.34 1 calc PR A 2 C9 C 0.3360(4) 0.0969(3) 0.7048(4) 0.0459(10) Uani 0.66 1 d P B 1 H9A H 0.3028 0.0402 0.7130 0.055 Uiso 0.66 1 calc PR B 1 H9B H 0.4021 0.0810 0.6955 0.055 Uiso 0.66 1 calc PR B 1 C9' C 0.3427(7) 0.1670(6) 0.6832(8) 0.0465(19) Uani 0.34 1 d P B 2 H9C H 0.3438 0.2331 0.6782 0.056 Uiso 0.34 1 calc PR B 2 H9D H 0.4052 0.1448 0.6712 0.056 Uiso 0.34 1 calc PR B 2 C10 C 0.3791(3) 0.1450(2) 0.8145(3) 0.0538(7) Uani 1 1 d . . . H10A H 0.4152 0.2013 0.8097 0.065 Uiso 0.66 1 calc PR B 1 H10B H 0.4384 0.1085 0.8788 0.065 Uiso 0.66 1 calc PR B 1 H10C H 0.3981 0.0807 0.8293 0.065 Uiso 0.34 1 calc PR B 2 H10D H 0.4485 0.1796 0.8672 0.065 Uiso 0.34 1 calc PR B 2 N5 N 0.28937(17) 0.16624(15) 0.84255(19) 0.0393(5) Uani 1 1 d . B . C11 C 0.2902(2) 0.13358(16) 0.9337(2) 0.0362(5) Uani 1 1 d . . . C12 C 0.3782(2) 0.07271(18) 1.0248(2) 0.0437(6) Uani 1 1 d . B . H12A H 0.3697 0.0125 0.9919 0.052 Uiso 1 1 calc R . . H12B H 0.3676 0.0704 1.0936 0.052 Uiso 1 1 calc R . . H12C H 0.4545 0.0955 1.0484 0.052 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.03360(19) 0.0339(2) 0.0375(2) 0.00545(13) 0.02232(15) 0.00316(13) Cl1 0.0599(4) 0.0417(4) 0.0536(4) 0.0100(3) 0.0327(4) -0.0034(3) N1 0.0343(10) 0.0334(10) 0.0357(10) 0.0014(9) 0.0212(9) 0.0028(8) N2 0.0315(10) 0.0329(10) 0.0342(10) 0.0002(8) 0.0179(9) 0.0018(8) C3 0.0348(12) 0.0308(12) 0.0307(11) 0.0021(9) 0.0146(10) 0.0034(10) N3 0.0429(12) 0.0365(11) 0.0308(10) 0.0009(8) 0.0170(9) 0.0053(9) C5 0.0434(14) 0.0355(13) 0.0307(11) 0.0040(10) 0.0212(11) 0.0070(11) C6 0.0530(16) 0.0380(13) 0.0373(13) 0.0073(11) 0.0291(13) 0.0127(12) C7 0.068(2) 0.0599(19) 0.0442(15) -0.0030(14) 0.0357(15) 0.0107(15) N4 0.0452(13) 0.0424(12) 0.0453(12) 0.0063(10) 0.0317(11) 0.0098(10) C8 0.0555(18) 0.067(2) 0.0599(18) 0.0100(15) 0.0421(16) 0.0186(15) C9 0.039(2) 0.045(2) 0.061(3) 0.000(2) 0.030(2) 0.0048(18) C9' 0.037(4) 0.055(5) 0.064(5) 0.009(4) 0.038(4) 0.010(4) C10 0.0414(15) 0.0633(19) 0.0653(19) 0.0132(15) 0.0330(14) 0.0126(14) N5 0.0333(11) 0.0422(12) 0.0449(12) 0.0049(10) 0.0211(10) 0.0040(9) C11 0.0346(12) 0.0297(12) 0.0388(13) -0.0016(10) 0.0139(11) -0.0020(10) C12 0.0399(14) 0.0345(13) 0.0464(15) 0.0025(11) 0.0135(12) 0.0025(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N1 2.062(2) . y Co1 N2 2.068(2) 2_556 y Co1 N5 2.120(2) . y Co1 N4 2.131(2) . y Co1 Cl1 2.2717(9) . y N1 C5 1.341(3) . ? N1 N2 1.353(3) . ? N2 C3 1.341(3) . ? N2 Co1 2.068(2) 2_556 ? C3 N3 1.345(3) . ? C3 C11 1.468(3) 2_556 ? N3 C5 1.345(3) . ? C5 C6 1.474(3) . ? C6 N4 1.275(4) . ? C6 C7 1.501(4) . ? N4 C8 1.470(3) . ? C8 C9' 1.314(9) . ? C8 C9 1.523(5) . ? C9 C10 1.445(5) . ? C9' C10 1.570(9) . ? C10 N5 1.465(3) . ? N5 C11 1.284(3) . ? C11 C3 1.468(3) 2_556 ? C11 C12 1.502(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Co1 N2 85.22(8) . 2_556 y N1 Co1 N5 134.25(9) . . y N2 Co1 N5 76.65(8) 2_556 . y N1 Co1 N4 76.41(8) . . y N2 Co1 N4 131.71(8) 2_556 . y N5 Co1 N4 85.02(9) . . y N1 Co1 Cl1 110.38(6) . . y N2 Co1 Cl1 132.80(6) 2_556 . y N5 Co1 Cl1 112.77(7) . . y N4 Co1 Cl1 95.49(7) . . y C5 N1 N2 105.7(2) . . ? C5 N1 Co1 114.73(16) . . ? N2 N1 Co1 134.37(15) . . y C3 N2 N1 105.55(19) . . ? C3 N2 Co1 114.37(16) . 2_556 ? N1 N2 Co1 135.90(15) . 2_556 ? N2 C3 N3 114.0(2) . . ? N2 C3 C11 117.1(2) . 2_556 ? N3 C3 C11 128.5(2) . 2_556 ? C3 N3 C5 100.9(2) . . ? N1 C5 N3 113.9(2) . . ? N1 C5 C6 117.0(2) . . ? N3 C5 C6 128.4(2) . . ? N4 C6 C5 112.8(2) . . ? N4 C6 C7 127.8(2) . . ? C5 C6 C7 119.3(2) . . ? C6 N4 C8 122.0(2) . . ? C6 N4 Co1 117.54(17) . . ? C8 N4 Co1 120.3(2) . . ? C9' C8 N4 116.0(4) . . ? C9' C8 C9 44.9(4) . . ? N4 C8 C9 112.0(3) . . ? C10 C9 C8 119.6(3) . . ? C8 C9' C10 125.4(6) . . ? C9 C10 N5 112.4(3) . . ? C9 C10 C9' 42.5(4) . . ? N5 C10 C9' 112.3(3) . . ? C11 N5 C10 121.6(2) . . ? C11 N5 Co1 117.22(17) . . ? C10 N5 Co1 121.04(18) . . ? N5 C11 C3 113.6(2) . 2_556 ? N5 C11 C12 127.4(2) . . ? C3 C11 C12 118.9(2) 2_556 . ? 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 Co1 N1 C5 -129.10(18) 2_556 . . . ? N5 Co1 N1 C5 -63.0(2) . . . . ? N4 Co1 N1 C5 5.90(17) . . . . ? Cl1 Co1 N1 C5 96.77(17) . . . . ? N2 Co1 N1 N2 20.94(19) 2_556 . . . ? N5 Co1 N1 N2 87.1(2) . . . . ? N4 Co1 N1 N2 155.9(2) . . . . ? Cl1 Co1 N1 N2 -113.2(2) . . . . ? C5 N1 N2 C3 0.2(2) . . . . ? Co1 N1 N2 C3 -151.71(18) . . . . ? C5 N1 N2 Co1 154.70(19) . . . 2_556 ? Co1 N1 N2 Co1 2.8(4) . . . 2_556 ? N1 N2 C3 N3 -1.0(3) . . . . ? Co1 N2 C3 N3 -161.81(16) 2_556 . . . ? N1 N2 C3 C11 172.5(2) . . . 2_556 ? Co1 N2 C3 C11 11.7(3) 2_556 . . 2_556 ? N2 C3 N3 C5 1.3(3) . . . . ? C11 C3 N3 C5 -171.3(2) 2_556 . . . ? N2 N1 C5 N3 0.7(3) . . . . ? Co1 N1 C5 N3 158.91(16) . . . . ? N2 N1 C5 C6 -170.7(2) . . . . ? Co1 N1 C5 C6 -12.5(3) . . . . ? C3 N3 C5 N1 -1.2(3) . . . . ? C3 N3 C5 C6 169.0(2) . . . . ? N1 C5 C6 N4 14.0(3) . . . . ? N3 C5 C6 N4 -155.9(2) . . . . ? N1 C5 C6 C7 -167.6(2) . . . . ? N3 C5 C6 C7 22.5(4) . . . . ? C5 C6 N4 C8 175.9(2) . . . . ? C7 C6 N4 C8 -2.3(4) . . . . ? C5 C6 N4 Co1 -8.6(3) . . . . ? C7 C6 N4 Co1 173.1(2) . . . . ? N1 Co1 N4 C6 2.00(19) . . . . ? N2 Co1 N4 C6 72.7(2) 2_556 . . . ? N5 Co1 N4 C6 139.9(2) . . . . ? Cl1 Co1 N4 C6 -107.67(19) . . . . ? N1 Co1 N4 C8 177.5(2) . . . . ? N2 Co1 N4 C8 -111.8(2) 2_556 . . . ? N5 Co1 N4 C8 -44.6(2) . . . . ? Cl1 Co1 N4 C8 67.8(2) . . . . ? C6 N4 C8 C9' -176.9(5) . . . . ? Co1 N4 C8 C9' 7.7(6) . . . . ? C6 N4 C8 C9 -127.7(3) . . . . ? Co1 N4 C8 C9 57.0(4) . . . . ? C9' C8 C9 C10 43.9(5) . . . . ? N4 C8 C9 C10 -61.5(5) . . . . ? N4 C8 C9' C10 52.8(9) . . . . ? C9 C8 C9' C10 -43.0(6) . . . . ? C8 C9 C10 N5 61.9(4) . . . . ? C8 C9 C10 C9' -37.3(5) . . . . ? C8 C9' C10 C9 48.6(7) . . . . ? C8 C9' C10 N5 -50.7(9) . . . . ? C9 C10 N5 C11 116.2(3) . . . . ? C9' C10 N5 C11 162.4(4) . . . . ? C9 C10 N5 Co1 -59.0(4) . . . . ? C9' C10 N5 Co1 -12.8(5) . . . . ? N1 Co1 N5 C11 -64.8(2) . . . . ? N2 Co1 N5 C11 4.69(19) 2_556 . . . ? N4 Co1 N5 C11 -130.3(2) . . . . ? Cl1 Co1 N5 C11 135.81(18) . . . . ? N1 Co1 N5 C10 110.6(2) . . . . ? N2 Co1 N5 C10 -179.9(2) 2_556 . . . ? N4 Co1 N5 C10 45.1(2) . . . . ? Cl1 Co1 N5 C10 -48.8(2) . . . . ? C10 N5 C11 C3 -175.5(2) . . . 2_556 ? Co1 N5 C11 C3 -0.1(3) . . . 2_556 ? C10 N5 C11 C12 1.1(4) . . . . ? Co1 N5 C11 C12 176.5(2) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.45 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.349 _refine_diff_density_min -0.421 _refine_diff_density_rms 0.062