# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _audit_creation_date 10-02-04 _publ_contact_author_name 'Jean-Marie Lehn' _publ_contact_author_address ;Institut de Science et d'Ing\'enierie Supramol\'eculaires, Universit\'e Louis Pasteur, 8 All\'ee Gaspard Monge, 67083 Strasbourg, France ; _publ_contact_author_phone ' +33 (0)3-90-24-51-45 ' _publ_contact_author_fax ' +33 (0)3-90-24-51-40 ' _publ_contact_author_email lehn@isis.u-strasbg.fr _publ_section_title ;Solvent-modulated reversible conversion of a [2x2]-grid into a pincer-like complex ; loop_ _publ_author_name _publ_author_address 'Juan Ramirez' ;Institut de Science et d'Ing\'enierie Supramol\'eculaires, Universit\'e Louis Pasteur, 8 All\'ee Gaspard Monge, 67083 Strasbourg, France ; 'Adrian-Mihail Stadler' ;Institut de Science et d'Ing\'enierie Supramol\'eculaires, Universit\'e Louis Pasteur, 8 All\'ee Gaspard Monge, 67083 Strasbourg, France ; 'Jean-Marie Lehn' ;Institut de Science et d'Ing\'enierie Supramol\'eculaires, Universit\'e Louis Pasteur, 8 All\'ee Gaspard Monge, 67083 Strasbourg, France ; 'Nathalie Kyritsakas' ;Service Commun de Rayons X, Institut Le Bel, Universit\'e Louis Pasteur, 4 Rue Blaise Pascal, 67070 Strasbourg, France ; # Attachment '[Co4_1_4]_BF4_8.cif' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 609649' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C92 H84 Co4 N36, 10(C H3 N O2), 8( B F4)' _chemical_formula_sum 'C102 H114 B8 Co4 F32 N46 O20' _chemical_formula_weight 3234.59 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' F F 0.0171 0.0103 '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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P42/n _symmetry_space_group_name_Hall '-P 4bc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y, x+1/2, z+1/2' 'y+1/2, -x, z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y, -x-1/2, -z-1/2' '-y-1/2, x, -z-1/2' _cell_length_a 17.2360(4) _cell_length_b 17.2360(4) _cell_length_c 24.4290(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7257.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9321 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.034 _exptl_crystal_description prism _exptl_crystal_colour violet _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.480 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3288 _exptl_absorpt_coefficient_mu 0.566 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.8952 _exptl_absorpt_correction_T_max 0.8952 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19072 _diffrn_reflns_av_R_equivalents 0.0455 _diffrn_reflns_av_sigmaI/netI 0.0827 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 30.02 _reflns_number_total 10614 _reflns_number_gt 6475 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2600P)^2^+0.0200P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10614 _refine_ls_number_parameters 453 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.1780 _refine_ls_R_factor_gt 0.1225 _refine_ls_wR_factor_ref 0.4049 _refine_ls_wR_factor_gt 0.3639 _refine_ls_goodness_of_fit_ref 1.158 _refine_ls_restrained_S_all 1.169 _refine_ls_shift/su_max 0.008 _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 0.81947(4) 0.49617(4) 0.23543(2) 0.0253(2) Uani 1 1 d . . . N1 N 0.9207(3) 0.4245(3) 0.23873(16) 0.0322(9) Uani 1 1 d . . . C1 C 0.9654(3) 0.3988(3) 0.1974(2) 0.0400(12) Uani 1 1 d . . . H1 H 0.9557 0.4172 0.1614 0.048 Uiso 1 1 calc R . . C2 C 1.0250(4) 0.3466(4) 0.2058(3) 0.0508(15) Uani 1 1 d . . . H2 H 1.0555 0.3301 0.1756 0.061 Uiso 1 1 calc R . . C3 C 1.0412(4) 0.3178(4) 0.2577(3) 0.0555(16) Uani 1 1 d . . . H3 H 1.0820 0.2817 0.2635 0.067 Uiso 1 1 calc R . . C4 C 0.9954(3) 0.3437(4) 0.3006(2) 0.0467(14) Uani 1 1 d . . . H4 H 1.0045 0.3258 0.3368 0.056 Uiso 1 1 calc R . . C5 C 0.9365(3) 0.3959(3) 0.2901(2) 0.0338(10) Uani 1 1 d . . . C6 C 0.8868(3) 0.4256(3) 0.33351(19) 0.0325(10) Uani 1 1 d . . . H6 H 0.8944 0.4119 0.3708 0.039 Uiso 1 1 calc R . . N2 N 0.8320(2) 0.4713(2) 0.31843(15) 0.0269(8) Uani 1 1 d . . . N3 N 0.7808(2) 0.5027(2) 0.35532(15) 0.0291(8) Uani 1 1 d . . . C7 C 0.7871(3) 0.4859(3) 0.41476(19) 0.0369(11) Uani 1 1 d . . . H7A H 0.7503 0.5185 0.4349 0.055 Uiso 1 1 calc R . . H7B H 0.8400 0.4970 0.4272 0.055 Uiso 1 1 calc R . . H7C H 0.7750 0.4311 0.4214 0.055 Uiso 1 1 calc R . . C8 C 0.7227(3) 0.5451(3) 0.33366(17) 0.0254(9) Uani 1 1 d . . . N4 N 0.7222(2) 0.5529(2) 0.27779(14) 0.0245(8) Uani 1 1 d . . . C9 C 0.6608(3) 0.5902(3) 0.25819(16) 0.0252(9) Uani 1 1 d . . . N5 N 0.6030(2) 0.6214(2) 0.28832(14) 0.0248(8) Uani 1 1 d . . . C10 C 0.6122(3) 0.6123(2) 0.34350(16) 0.0243(8) Uani 1 1 d . . . N6 N 0.6712(2) 0.5763(2) 0.36705(14) 0.0277(8) Uani 1 1 d . . . C11 C 0.6539(3) 0.5961(3) 0.19782(17) 0.0313(10) Uani 1 1 d . . . C12 C 0.6950(3) 0.6508(3) 0.1690(2) 0.0424(13) Uani 1 1 d . . . H12 H 0.7266 0.6873 0.1877 0.051 Uiso 1 1 calc R . . C13 C 0.6899(5) 0.6525(5) 0.1126(2) 0.063(2) Uani 1 1 d . . . H13 H 0.7164 0.6919 0.0928 0.076 Uiso 1 1 calc R . . C14 C 0.6479(4) 0.5990(5) 0.0849(2) 0.064(2) Uani 1 1 d . . . H14 H 0.6465 0.6006 0.0460 0.077 Uiso 1 1 calc R . . C15 C 0.6060(4) 0.5407(5) 0.1131(2) 0.066(2) Uani 1 1 d . . . H15 H 0.5760 0.5033 0.0939 0.079 Uiso 1 1 calc R . . C16 C 0.6106(3) 0.5404(3) 0.1700(2) 0.0415(12) Uani 1 1 d . . . H16 H 0.5837 0.5017 0.1901 0.050 Uiso 1 1 calc R . . N7 N 0.5568(2) 0.6429(2) 0.37679(14) 0.0307(9) Uani 1 1 d . . . C17 C 0.5605(3) 0.6391(3) 0.43677(19) 0.0395(12) Uani 1 1 d . . . H17A H 0.5710 0.6909 0.4515 0.059 Uiso 1 1 calc R . . H17B H 0.6020 0.6036 0.4478 0.059 Uiso 1 1 calc R . . H17C H 0.5108 0.6203 0.4511 0.059 Uiso 1 1 calc R . . N8 N 0.5004(2) 0.6836(2) 0.35019(17) 0.0282(9) Uani 1 1 d . . . C18 C 0.4490(3) 0.7219(3) 0.37540(18) 0.0323(10) Uani 1 1 d . . . H18 H 0.4469 0.7228 0.4143 0.039 Uiso 1 1 calc R . . C19 C 0.3934(3) 0.7642(3) 0.3423(2) 0.0324(10) Uani 1 1 d . . . N9 N 0.4030(2) 0.7567(2) 0.28657(16) 0.0301(8) Uani 1 1 d . . . C20 C 0.3556(3) 0.7959(3) 0.2535(2) 0.0400(12) Uani 1 1 d . . . H20 H 0.3610 0.7905 0.2150 0.048 Uiso 1 1 calc R . . C21 C 0.2982(4) 0.8449(4) 0.2745(3) 0.0526(15) Uani 1 1 d . . . H21 H 0.2664 0.8741 0.2502 0.063 Uiso 1 1 calc R . . C22 C 0.2877(3) 0.8509(3) 0.3286(3) 0.0505(15) Uani 1 1 d . . . H22 H 0.2471 0.8822 0.3427 0.061 Uiso 1 1 calc R . . C23 C 0.3358(3) 0.8116(3) 0.3635(2) 0.0426(13) Uani 1 1 d . . . H23 H 0.3298 0.8169 0.4020 0.051 Uiso 1 1 calc R . . B1 B 0.3290(5) 0.5444(6) 0.0344(3) 0.061(2) Uani 1 1 d . . . F1 F 0.3115(5) 0.5768(5) -0.0143(2) 0.149(3) Uani 1 1 d . . . F2 F 0.4074(3) 0.5378(3) 0.0413(2) 0.0954(16) Uani 1 1 d . . . F3 F 0.2996(3) 0.5870(3) 0.07740(15) 0.0732(13) Uani 1 1 d . . . F4 F 0.2959(4) 0.4742(4) 0.0317(3) 0.151(3) Uani 1 1 d . . . C24 C 0.1033(9) 0.5466(10) 0.0954(6) 0.165(7) Uani 1 1 d . . . H24A H 0.1143 0.4971 0.0772 0.248 Uiso 1 1 calc R . . H24B H 0.1426 0.5849 0.0849 0.248 Uiso 1 1 calc R . . H24C H 0.0519 0.5651 0.0844 0.248 Uiso 1 1 calc R . . N10 N 0.1050(4) 0.5357(4) 0.1538(4) 0.081(2) Uani 1 1 d . . . O1 O 0.1559(5) 0.4975(5) 0.1769(5) 0.127(3) Uani 1 1 d . . . O2 O 0.0555(4) 0.5684(4) 0.1800(3) 0.098(2) Uani 1 1 d . . . C25 C 0.0359(7) 0.1388(7) 0.0570(5) 0.1202(16) Uani 1 1 d . . . H25A H 0.0669 0.0962 0.0418 0.180 Uiso 1 1 calc R . . H25B H 0.0528 0.1880 0.0408 0.180 Uiso 1 1 calc R . . H25C H -0.0190 0.1302 0.0485 0.180 Uiso 1 1 calc R . . N11 N 0.0467(7) 0.1417(7) 0.1184(5) 0.1202(16) Uani 1 1 d . . . O3 O 0.0977(5) 0.1786(5) 0.1393(3) 0.1202(16) Uani 1 1 d . . . O4 O 0.0073(5) 0.0986(5) 0.1465(3) 0.1202(16) Uani 1 1 d . . . C26 C 0.2500 0.7500 0.0360(4) 0.072(3) Uani 1 2 d S . . H26A H 0.2823 0.7928 0.0226 0.108 Uiso 0.50 1 calc PR . . H26B H 0.1968 0.7566 0.0226 0.108 Uiso 0.50 1 calc PR . . H26C H 0.2709 0.7006 0.0226 0.108 Uiso 0.50 1 calc PR . . N12 N 0.2500 0.7500 0.0981(3) 0.092(4) Uani 1 2 d S . . O5 O 0.1899(4) 0.7318(5) 0.1208(3) 0.105(2) Uani 1 1 d . . . B2 B 0.5468(6) 0.1508(6) 0.0455(4) 0.079(3) Uiso 1 1 d D . . F5 F 0.5197(4) 0.0763(4) 0.0688(3) 0.143(3) Uiso 1 1 d D . . F6 F 0.4929(7) 0.1722(7) 0.0097(4) 0.102(4) Uiso 0.50 1 d PD . . F7 F 0.5559(9) 0.2040(7) 0.0847(5) 0.127(4) Uiso 0.50 1 d PD . . F8 F 0.6142(8) 0.1309(9) 0.0170(6) 0.160(6) Uiso 0.50 1 d PD . . F6A F 0.6156(8) 0.1550(10) 0.0713(7) 0.167(6) Uiso 0.50 1 d PD . . F7A F 0.4956(12) 0.2002(10) 0.0769(8) 0.209(9) Uiso 0.50 1 d PD . . F8A F 0.5332(8) 0.1494(7) -0.0042(4) 0.106(4) Uiso 0.50 1 d PD . . 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 0.0279(4) 0.0259(4) 0.0221(4) -0.0012(2) -0.0005(2) -0.0004(2) N1 0.031(2) 0.033(2) 0.033(2) -0.0021(16) 0.0004(16) -0.0028(17) C1 0.039(3) 0.041(3) 0.041(3) -0.006(2) 0.008(2) 0.002(2) C2 0.040(3) 0.052(4) 0.060(4) -0.016(3) 0.013(3) 0.006(3) C3 0.040(3) 0.055(4) 0.071(4) 0.009(3) 0.001(3) 0.017(3) C4 0.040(3) 0.051(3) 0.049(3) 0.003(3) -0.003(2) 0.015(3) C5 0.031(2) 0.032(2) 0.038(2) -0.003(2) -0.002(2) 0.003(2) C6 0.038(3) 0.031(2) 0.028(2) 0.0069(18) -0.0026(19) 0.002(2) N2 0.0288(19) 0.0276(19) 0.0242(17) -0.0014(15) -0.0001(14) 0.0024(15) N3 0.032(2) 0.035(2) 0.0207(17) 0.0059(14) 0.0029(15) 0.0059(17) C7 0.045(3) 0.041(3) 0.024(2) 0.0122(19) -0.002(2) 0.003(2) C8 0.032(2) 0.024(2) 0.0200(18) 0.0031(15) -0.0018(16) -0.0044(17) N4 0.0256(18) 0.0258(18) 0.0221(16) 0.0017(14) -0.0001(14) -0.0001(14) C9 0.029(2) 0.026(2) 0.0211(18) 0.0017(16) 0.0035(16) -0.0010(18) N5 0.0315(19) 0.0242(18) 0.0187(16) 0.0003(13) 0.0023(14) 0.0016(15) C10 0.029(2) 0.022(2) 0.0219(18) -0.0011(15) 0.0012(16) -0.0010(17) N6 0.033(2) 0.032(2) 0.0181(15) 0.0029(14) 0.0035(14) 0.0004(16) C11 0.031(2) 0.043(3) 0.0198(19) 0.0010(18) 0.0018(17) 0.013(2) C12 0.047(3) 0.044(3) 0.036(3) 0.009(2) 0.008(2) 0.015(2) C13 0.081(5) 0.074(5) 0.035(3) 0.026(3) 0.021(3) 0.028(4) C14 0.075(5) 0.095(6) 0.022(2) 0.006(3) -0.001(3) 0.036(4) C15 0.062(4) 0.094(5) 0.041(3) -0.024(3) -0.018(3) 0.038(4) C16 0.050(3) 0.048(3) 0.027(2) -0.009(2) -0.012(2) 0.009(3) N7 0.035(2) 0.035(2) 0.0218(17) 0.0026(15) 0.0048(15) 0.0085(17) C17 0.044(3) 0.050(3) 0.024(2) 0.006(2) 0.006(2) 0.011(2) N8 0.0257(19) 0.034(2) 0.0247(19) 0.0002(15) 0.0024(14) 0.0030(16) C18 0.031(2) 0.038(3) 0.027(2) -0.0017(18) 0.0070(18) 0.001(2) C19 0.029(2) 0.035(2) 0.033(2) -0.0046(19) 0.0109(19) 0.0011(19) N9 0.029(2) 0.031(2) 0.0300(19) 0.0003(16) 0.0031(16) 0.0040(16) C20 0.035(3) 0.040(3) 0.046(3) -0.004(2) -0.002(2) 0.003(2) C21 0.040(3) 0.045(3) 0.073(4) -0.002(3) -0.007(3) 0.014(3) C22 0.038(3) 0.042(3) 0.071(4) -0.006(3) 0.006(3) 0.014(2) C23 0.039(3) 0.041(3) 0.048(3) -0.007(2) 0.011(2) 0.007(2) B1 0.054(4) 0.081(6) 0.048(4) -0.022(4) -0.008(3) -0.005(4) F1 0.175(7) 0.216(8) 0.056(3) -0.044(4) -0.032(4) 0.071(6) F2 0.073(3) 0.101(4) 0.112(4) -0.040(3) -0.003(3) 0.011(3) F3 0.075(3) 0.094(3) 0.051(2) -0.024(2) -0.0135(19) 0.014(2) F4 0.130(6) 0.125(5) 0.199(8) -0.086(5) 0.063(5) -0.060(5) C24 0.136(12) 0.185(16) 0.175(15) -0.057(12) 0.072(11) -0.061(12) N10 0.041(3) 0.072(5) 0.129(7) 0.001(5) 0.001(4) 0.000(3) O1 0.081(5) 0.113(6) 0.186(9) 0.025(5) -0.009(6) 0.025(4) O2 0.066(4) 0.097(5) 0.130(6) -0.001(4) 0.000(4) 0.011(4) C25 0.112(4) 0.127(4) 0.121(4) 0.023(3) 0.012(3) -0.009(3) N11 0.112(4) 0.127(4) 0.121(4) 0.023(3) 0.012(3) -0.009(3) O3 0.112(4) 0.127(4) 0.121(4) 0.023(3) 0.012(3) -0.009(3) O4 0.112(4) 0.127(4) 0.121(4) 0.023(3) 0.012(3) -0.009(3) C26 0.081(8) 0.086(8) 0.049(5) 0.000 0.000 0.021(6) N12 0.103(8) 0.134(10) 0.039(4) 0.000 0.000 0.060(8) O5 0.086(4) 0.157(7) 0.073(4) 0.031(4) 0.036(3) 0.040(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 Co1 N2 2.083(4) . ? Co1 N8 2.094(4) 8_756 ? Co1 N1 2.140(4) . ? Co1 N9 2.142(4) 8_756 ? Co1 N5 2.183(4) 8_756 ? Co1 N4 2.199(4) . ? N1 C1 1.344(6) . ? N1 C5 1.376(6) . ? C1 C2 1.382(9) . ? C1 H1 0.9500 . ? C2 C3 1.389(9) . ? C2 H2 0.9500 . ? C3 C4 1.386(9) . ? C3 H3 0.9500 . ? C4 C5 1.380(7) . ? C4 H4 0.9500 . ? C5 C6 1.456(7) . ? C6 N2 1.284(6) . ? C6 H6 0.9500 . ? N2 N3 1.372(5) . ? N3 C8 1.348(6) . ? N3 C7 1.484(6) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N6 1.321(6) . ? C8 N4 1.371(5) . ? N4 C9 1.328(6) . ? C9 N5 1.351(6) . ? C9 C11 1.483(6) . ? N5 C10 1.366(5) . ? N5 Co1 2.183(4) 7_576 ? C10 N6 1.322(6) . ? C10 N7 1.361(5) . ? C11 C12 1.375(7) . ? C11 C16 1.393(7) . ? C12 C13 1.381(8) . ? C12 H12 0.9500 . ? C13 C14 1.354(11) . ? C13 H13 0.9500 . ? C14 C15 1.416(12) . ? C14 H14 0.9500 . ? C15 C16 1.392(8) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? N7 N8 1.363(5) . ? N7 C17 1.468(6) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? N8 C18 1.265(6) . ? N8 Co1 2.094(4) 7_576 ? C18 C19 1.450(7) . ? C18 H18 0.9500 . ? C19 N9 1.379(6) . ? C19 C23 1.386(7) . ? N9 C20 1.333(7) . ? N9 Co1 2.142(4) 7_576 ? C20 C21 1.399(8) . ? C20 H20 0.9500 . ? C21 C22 1.337(9) . ? C21 H21 0.9500 . ? C22 C23 1.369(8) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? B1 F4 1.340(11) . ? B1 F1 1.348(10) . ? B1 F2 1.366(10) . ? B1 F3 1.379(8) . ? C24 N10 1.438(16) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? N10 O2 1.207(9) . ? N10 O1 1.233(9) . ? C25 N11 1.513(16) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? N11 O3 1.200(12) . ? N11 O4 1.218(11) . ? C26 N12 1.518(13) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? N12 O5 1.216(7) 2_565 ? N12 O5 1.216(7) . ? B2 F8A 1.237(11) . ? B2 F6 1.328(11) . ? B2 F7 1.336(11) . ? B2 F6A 1.345(12) . ? B2 F8 1.396(12) . ? B2 F7A 1.447(13) . ? B2 F5 1.481(10) . ? 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 N8 169.12(15) . 8_756 ? N2 Co1 N1 76.12(15) . . ? N8 Co1 N1 94.50(15) 8_756 . ? N2 Co1 N9 98.82(15) . 8_756 ? N8 Co1 N9 76.12(15) 8_756 8_756 ? N1 Co1 N9 94.37(16) . 8_756 ? N2 Co1 N5 112.57(14) . 8_756 ? N8 Co1 N5 73.55(13) 8_756 8_756 ? N1 Co1 N5 96.67(15) . 8_756 ? N9 Co1 N5 148.38(14) 8_756 8_756 ? N2 Co1 N4 73.29(14) . . ? N8 Co1 N4 115.81(15) 8_756 . ? N1 Co1 N4 149.38(14) . . ? N9 Co1 N4 89.10(15) 8_756 . ? N5 Co1 N4 96.10(14) 8_756 . ? C1 N1 C5 117.0(5) . . ? C1 N1 Co1 129.0(4) . . ? C5 N1 Co1 113.7(3) . . ? N1 C1 C2 121.9(5) . . ? N1 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? C1 C2 C3 121.2(5) . . ? C1 C2 H2 119.4 . . ? C3 C2 H2 119.4 . . ? C4 C3 C2 117.4(6) . . ? C4 C3 H3 121.3 . . ? C2 C3 H3 121.3 . . ? C5 C4 C3 119.3(5) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? N1 C5 C4 123.2(5) . . ? N1 C5 C6 115.0(4) . . ? C4 C5 C6 121.9(5) . . ? N2 C6 C5 116.1(4) . . ? N2 C6 H6 122.0 . . ? C5 C6 H6 122.0 . . ? C6 N2 N3 121.7(4) . . ? C6 N2 Co1 118.8(3) . . ? N3 N2 Co1 119.4(3) . . ? C8 N3 N2 115.7(4) . . ? C8 N3 C7 122.9(4) . . ? N2 N3 C7 121.3(4) . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N6 C8 N3 118.6(4) . . ? N6 C8 N4 124.8(4) . . ? N3 C8 N4 116.6(4) . . ? C9 N4 C8 114.3(4) . . ? C9 N4 Co1 130.8(3) . . ? C8 N4 Co1 114.8(3) . . ? N4 C9 N5 125.8(4) . . ? N4 C9 C11 117.2(4) . . ? N5 C9 C11 117.0(4) . . ? C9 N5 C10 114.0(4) . . ? C9 N5 Co1 131.6(3) . 7_576 ? C10 N5 Co1 114.4(3) . 7_576 ? N6 C10 N7 117.5(4) . . ? N6 C10 N5 124.9(4) . . ? N7 C10 N5 117.6(4) . . ? C8 N6 C10 116.1(4) . . ? C12 C11 C16 119.9(5) . . ? C12 C11 C9 121.0(5) . . ? C16 C11 C9 118.8(4) . . ? C11 C12 C13 119.5(6) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? C14 C13 C12 121.2(6) . . ? C14 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? C13 C14 C15 120.9(5) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C16 C15 C14 117.3(7) . . ? C16 C15 H15 121.3 . . ? C14 C15 H15 121.3 . . ? C15 C16 C11 121.0(6) . . ? C15 C16 H16 119.5 . . ? C11 C16 H16 119.5 . . ? C10 N7 N8 114.5(3) . . ? C10 N7 C17 123.3(4) . . ? N8 N7 C17 122.0(4) . . ? N7 C17 H17A 109.5 . . ? N7 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N7 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C18 N8 N7 122.4(4) . . ? C18 N8 Co1 118.4(3) . 7_576 ? N7 N8 Co1 119.2(3) . 7_576 ? N8 C18 C19 117.0(4) . . ? N8 C18 H18 121.5 . . ? C19 C18 H18 121.5 . . ? N9 C19 C23 120.7(5) . . ? N9 C19 C18 115.0(4) . . ? C23 C19 C18 124.2(5) . . ? C20 N9 C19 118.5(4) . . ? C20 N9 Co1 128.2(4) . 7_576 ? C19 N9 Co1 113.3(3) . 7_576 ? N9 C20 C21 121.2(5) . . ? N9 C20 H20 119.4 . . ? C21 C20 H20 119.4 . . ? C22 C21 C20 120.2(6) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C21 C22 C23 119.8(5) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C22 C23 C19 119.5(5) . . ? C22 C23 H23 120.3 . . ? C19 C23 H23 120.3 . . ? F4 B1 F1 103.7(7) . . ? F4 B1 F2 110.7(8) . . ? F1 B1 F2 111.4(8) . . ? F4 B1 F3 111.1(7) . . ? F1 B1 F3 111.7(7) . . ? F2 B1 F3 108.3(6) . . ? N10 C24 H24A 109.5 . . ? N10 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N10 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O2 N10 O1 120.5(10) . . ? O2 N10 C24 116.8(10) . . ? O1 N10 C24 122.6(11) . . ? N11 C25 H25A 109.5 . . ? N11 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? N11 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? O3 N11 O4 119.6(12) . . ? O3 N11 C25 122.0(10) . . ? O4 N11 C25 118.0(11) . . ? N12 C26 H26A 109.5 . . ? N12 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N12 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O5 N12 O5 125.8(10) 2_565 . ? O5 N12 C26 117.1(5) 2_565 . ? O5 N12 C26 117.1(5) . . ? F8A B2 F7 137.7(11) . . ? F6 B2 F7 111.3(10) . . ? F8A B2 F6A 128.8(11) . . ? F6 B2 F6A 155.6(12) . . ? F8A B2 F8 70.3(9) . . ? F6 B2 F8 108.8(10) . . ? F7 B2 F8 115.3(11) . . ? F8A B2 F7A 114.6(11) . . ? F6A B2 F7A 105.0(11) . . ? F8 B2 F7A 156.4(13) . . ? F8A B2 F5 107.6(9) . . ? F6 B2 F5 105.9(8) . . ? F7 B2 F5 110.9(9) . . ? F6A B2 F5 98.3(9) . . ? F8 B2 F5 103.9(9) . . ? F7A B2 F5 96.5(9) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.02 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.797 _refine_diff_density_min -1.067 _refine_diff_density_rms 0.245 data_st1581 _database_code_depnum_ccdc_archive 'CCDC 609650' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H27 Co N11, 2(Cl O4)' _chemical_formula_sum 'C27 H27 Cl2 Co N11 O8' _chemical_formula_weight 763.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Co Co 0.3494 0.9721 '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' 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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' 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 15.542(4) _cell_length_b 16.699(4) _cell_length_c 13.539(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.93(2) _cell_angle_gamma 90.00 _cell_volume 3236.2(14) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4680 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 27.47 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1564 _exptl_absorpt_coefficient_mu 0.762 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 KappaCCD _diffrn_measurement_method '\p scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 3679 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0738 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 27.47 _reflns_number_total 3679 _reflns_number_gt 2528 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON 98 (Spek, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0685P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3679 _refine_ls_number_parameters 242 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0793 _refine_ls_R_factor_gt 0.0488 _refine_ls_wR_factor_ref 0.1357 _refine_ls_wR_factor_gt 0.1211 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0.003 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 0.5000 0.16137(3) 0.2500 0.02427(18) Uani 1 2 d S . . N1 N 0.61392(16) 0.16738(12) 0.19976(18) 0.0292(5) Uani 1 1 d . . . C1 C 0.6740(2) 0.17579(16) 0.1736(2) 0.0344(7) Uani 1 1 d . . . C2 C 0.7511(3) 0.1841(2) 0.1392(4) 0.0665(12) Uani 1 1 d . . . N2 N 0.58253(15) 0.26031(13) 0.36348(18) 0.0274(5) Uani 1 1 d . . . C3 C 0.5981(2) 0.33481(16) 0.3377(2) 0.0346(7) Uani 1 1 d . . . C4 C 0.6412(2) 0.39348(17) 0.4132(3) 0.0441(8) Uani 1 1 d . . . C5 C 0.6724(2) 0.3746(2) 0.5207(3) 0.0485(9) Uani 1 1 d . . . C6 C 0.6622(2) 0.29721(18) 0.5492(2) 0.0411(8) Uani 1 1 d . . . C7 C 0.61729(18) 0.24185(17) 0.4691(2) 0.0299(6) Uani 1 1 d . . . C8 C 0.61273(19) 0.15819(16) 0.4951(2) 0.0304(6) Uani 1 1 d . . . N3 N 0.57721(15) 0.11068(12) 0.41670(17) 0.0256(5) Uani 1 1 d . . . N4 N 0.57510(16) 0.03041(12) 0.43210(18) 0.0284(5) Uani 1 1 d . . . C9 C 0.6240(2) -0.00599(17) 0.5368(2) 0.0338(7) Uani 1 1 d . . . N5 N 0.5000 0.03023(17) 0.2500 0.0254(7) Uani 1 2 d S . . C10 C 0.53533(18) -0.01297(15) 0.3393(2) 0.0267(6) Uani 1 1 d . . . N6 N 0.53409(16) -0.09279(12) 0.34570(19) 0.0308(6) Uani 1 1 d . . . C11 C 0.5000 -0.1292(2) 0.2500 0.0290(9) Uani 1 2 d S . . C12 C 0.5000 -0.2182(2) 0.2500 0.0330(10) Uani 1 2 d S . . C13 C 0.4806(2) -0.26017(17) 0.1546(3) 0.0393(8) Uani 1 1 d . . . C14 C 0.4811(2) -0.34324(18) 0.1547(3) 0.0476(9) Uani 1 1 d . . . C15 C 0.5000 -0.3841(2) 0.2500 0.0504(13) Uani 1 2 d S . . Cl Cl 0.77616(5) 0.91933(5) 0.33185(6) 0.0433(2) Uani 1 1 d . . . O1 O 0.7195(2) 0.86549(15) 0.2551(2) 0.0789(10) Uani 1 1 d . . . O2 O 0.7618(3) 0.9281(3) 0.4244(2) 0.1225(16) Uani 1 1 d . . . O3 O 0.8025(5) 0.9814(3) 0.2831(5) 0.0617(17) Uani 0.50 1 d P . . O4 O 0.8592(4) 0.8640(4) 0.3803(4) 0.0651(15) Uani 0.50 1 d P . . O5 O 0.7083(4) 0.9902(3) 0.2928(5) 0.0756(17) Uani 0.50 1 d P . . O6 O 0.8611(5) 0.9480(6) 0.3327(7) 0.111(3) Uani 0.50 1 d P . . H1 H 0.7674 0.2392 0.1406 0.085 Uiso 1 1 d . . . H2 H 0.8035 0.1549 0.1863 0.085 Uiso 1 1 d . . . H3 H 0.7331 0.1641 0.0684 0.085 Uiso 1 1 d . . . H4 H 0.5791 0.3480 0.2641 0.044 Uiso 1 1 d . . . H5 H 0.6493 0.4458 0.3911 0.058 Uiso 1 1 d . . . H6 H 0.6995 0.4144 0.5735 0.064 Uiso 1 1 d . . . H7 H 0.6852 0.2818 0.6222 0.052 Uiso 1 1 d . . . H8 H 0.6363 0.1397 0.5677 0.039 Uiso 1 1 d . . . H9 H 0.6142 -0.0622 0.5309 0.045 Uiso 1 1 d . . . H10 H 0.6887 0.0052 0.5602 0.045 Uiso 1 1 d . . . H11 H 0.6004 0.0155 0.5859 0.045 Uiso 1 1 d . . . H12 H 0.4663 -0.2318 0.0894 0.052 Uiso 1 1 d . . . H13 H 0.4695 -0.3721 0.0904 0.063 Uiso 1 1 d . . . H14 H 0.5000 -0.4410 0.2500 0.065 Uiso 1 2 d S . . 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 0.0272(3) 0.0251(3) 0.0207(3) 0.000 0.0097(2) 0.000 N1 0.0304(12) 0.0304(12) 0.0275(13) -0.0043(10) 0.0121(10) -0.0017(10) C1 0.0333(16) 0.0349(15) 0.0373(18) -0.0133(13) 0.0164(14) -0.0056(12) C2 0.056(2) 0.075(2) 0.092(3) -0.040(2) 0.055(2) -0.028(2) N2 0.0263(12) 0.0320(12) 0.0250(13) -0.0017(10) 0.0111(10) -0.0005(9) C3 0.0316(15) 0.0328(15) 0.0421(19) 0.0013(13) 0.0173(14) -0.0032(13) C4 0.0341(16) 0.0342(16) 0.062(2) -0.0050(16) 0.0165(16) -0.0068(13) C5 0.052(2) 0.0429(18) 0.050(2) -0.0207(17) 0.0189(17) -0.0130(16) C6 0.0498(19) 0.0409(17) 0.0333(18) -0.0101(14) 0.0168(15) -0.0075(15) C7 0.0278(15) 0.0382(15) 0.0243(15) -0.0062(12) 0.0107(12) -0.0023(12) C8 0.0327(15) 0.0387(15) 0.0180(14) -0.0001(12) 0.0078(12) 0.0010(13) N3 0.0266(11) 0.0271(11) 0.0231(12) 0.0003(10) 0.0098(9) 0.0026(9) N4 0.0343(13) 0.0261(11) 0.0227(12) 0.0018(10) 0.0088(10) -0.0001(10) C9 0.0356(16) 0.0388(15) 0.0225(15) 0.0102(12) 0.0062(13) 0.0048(13) N5 0.0296(17) 0.0272(15) 0.0190(16) 0.000 0.0089(14) 0.000 C10 0.0264(14) 0.0282(13) 0.0265(15) 0.0036(12) 0.0115(12) 0.0019(11) N6 0.0314(13) 0.0278(12) 0.0339(14) 0.0025(11) 0.0136(11) 0.0004(10) C11 0.0242(19) 0.0287(19) 0.036(2) 0.000 0.0142(17) 0.000 C12 0.026(2) 0.0277(19) 0.046(3) 0.000 0.0140(19) 0.000 C13 0.0381(17) 0.0320(15) 0.047(2) -0.0044(14) 0.0151(15) -0.0026(13) C14 0.0430(18) 0.0347(16) 0.065(3) -0.0086(17) 0.0214(18) -0.0029(15) C15 0.040(3) 0.027(2) 0.079(4) 0.000 0.017(3) 0.000 Cl 0.0479(5) 0.0502(5) 0.0316(5) -0.0116(3) 0.0154(4) -0.0052(4) O1 0.118(2) 0.0542(14) 0.0365(14) -0.0075(13) 0.0000(15) -0.0340(16) O2 0.120(3) 0.214(4) 0.051(2) -0.043(2) 0.051(2) -0.083(3) O3 0.087(5) 0.064(3) 0.049(4) -0.011(3) 0.042(4) -0.041(4) O4 0.059(3) 0.086(4) 0.039(3) -0.005(3) 0.006(2) 0.030(3) O5 0.082(4) 0.056(3) 0.066(4) -0.009(3) 0.004(3) 0.016(3) O6 0.063(5) 0.156(8) 0.133(8) -0.096(7) 0.061(5) -0.052(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 Co N1 2.132(2) . ? Co N1 2.132(2) 2_655 ? Co N5 2.190(3) . ? Co N3 2.267(2) 2_655 ? Co N3 2.267(2) . ? Co N2 2.280(2) . ? Co N2 2.280(2) 2_655 ? N1 C1 1.128(4) . ? C1 C2 1.453(5) . ? C2 H1 0.9531 . ? C2 H2 0.9494 . ? C2 H3 0.9483 . ? N2 C3 1.339(3) . ? N2 C7 1.352(3) . ? C3 C4 1.385(4) . ? C3 H4 0.9492 . ? C4 C5 1.380(5) . ? C4 H5 0.9471 . ? C5 C6 1.376(5) . ? C5 H6 0.9463 . ? C6 C7 1.388(4) . ? C6 H7 0.9470 . ? C7 C8 1.449(4) . ? C8 N3 1.267(3) . ? C8 H8 0.9554 . ? N3 N4 1.359(3) . ? N4 C10 1.371(3) . ? N4 C9 1.455(3) . ? C9 H9 0.9495 . ? C9 H10 0.9466 . ? C9 H11 0.9474 . ? N5 C10 1.329(3) 2_655 ? N5 C10 1.329(3) . ? C10 N6 1.336(3) . ? N6 C11 1.339(3) . ? C11 N6 1.340(3) 2_655 ? C11 C12 1.486(5) . ? C12 C13 1.395(4) . ? C12 C13 1.395(4) 2_655 ? C13 C14 1.387(4) . ? C13 H12 0.9494 . ? C14 C15 1.386(4) . ? C14 H13 0.9486 . ? C15 C14 1.386(4) 2_655 ? C15 H14 0.9498 . ? Cl O2 1.363(3) . ? Cl O3 1.374(5) . ? Cl O1 1.397(2) . ? Cl O6 1.400(7) . ? Cl O4 1.514(5) . ? Cl O5 1.535(5) . ? O3 O6 1.056(9) . ? O3 O5 1.527(9) . ? O4 O6 1.548(11) . ? 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 Co N1 174.60(11) . 2_655 ? N1 Co N5 92.70(6) . . ? N1 Co N5 92.70(6) 2_655 . ? N1 Co N3 83.30(8) . 2_655 ? N1 Co N3 98.74(8) 2_655 2_655 ? N5 Co N3 68.08(5) . 2_655 ? N1 Co N3 98.74(8) . . ? N1 Co N3 83.30(8) 2_655 . ? N5 Co N3 68.08(5) . . ? N3 Co N3 136.15(11) 2_655 . ? N1 Co N2 82.05(8) . . ? N1 Co N2 94.01(8) 2_655 . ? N5 Co N2 136.43(6) . . ? N3 Co N2 151.87(8) 2_655 . ? N3 Co N2 70.07(8) . . ? N1 Co N2 94.01(8) . 2_655 ? N1 Co N2 82.06(8) 2_655 2_655 ? N5 Co N2 136.43(6) . 2_655 ? N3 Co N2 70.07(8) 2_655 2_655 ? N3 Co N2 151.87(8) . 2_655 ? N2 Co N2 87.14(11) . 2_655 ? C1 N1 Co 175.5(2) . . ? N1 C1 C2 178.3(3) . . ? C1 C2 H1 109.4 . . ? C1 C2 H2 109.6 . . ? H1 C2 H2 109.3 . . ? C1 C2 H3 109.6 . . ? H1 C2 H3 109.4 . . ? H2 C2 H3 109.7 . . ? C3 N2 C7 116.7(2) . . ? C3 N2 Co 127.5(2) . . ? C7 N2 Co 115.80(17) . . ? N2 C3 C4 123.4(3) . . ? N2 C3 H4 118.4 . . ? C4 C3 H4 118.2 . . ? C5 C4 C3 119.1(3) . . ? C5 C4 H5 120.6 . . ? C3 C4 H5 120.3 . . ? C6 C5 C4 118.6(3) . . ? C6 C5 H6 121.0 . . ? C4 C5 H6 120.4 . . ? C5 C6 C7 119.0(3) . . ? C5 C6 H7 120.7 . . ? C7 C6 H7 120.3 . . ? N2 C7 C6 123.1(3) . . ? N2 C7 C8 116.1(2) . . ? C6 C7 C8 120.6(3) . . ? N3 C8 C7 116.5(2) . . ? N3 C8 H8 121.8 . . ? C7 C8 H8 121.7 . . ? C8 N3 N4 121.2(2) . . ? C8 N3 Co 119.29(18) . . ? N4 N3 Co 119.08(16) . . ? N3 N4 C10 114.2(2) . . ? N3 N4 C9 121.8(2) . . ? C10 N4 C9 123.3(2) . . ? N4 C9 H9 109.0 . . ? N4 C9 H10 109.1 . . ? H9 C9 H10 109.8 . . ? N4 C9 H11 109.1 . . ? H9 C9 H11 109.7 . . ? H10 C9 H11 110.0 . . ? C10 N5 C10 114.3(3) 2_655 . ? C10 N5 Co 122.87(15) 2_655 . ? C10 N5 Co 122.87(15) . . ? N5 C10 N6 126.1(3) . . ? N5 C10 N4 115.2(2) . . ? N6 C10 N4 118.7(2) . . ? C10 N6 C11 113.6(2) . . ? N6 C11 N6 126.0(3) . 2_655 ? N6 C11 C12 117.00(16) . . ? N6 C11 C12 117.00(16) 2_655 . ? C13 C12 C13 119.7(3) . 2_655 ? C13 C12 C11 120.16(17) . . ? C13 C12 C11 120.16(17) 2_655 . ? C14 C13 C12 120.2(3) . . ? C14 C13 H12 119.9 . . ? C12 C13 H12 119.9 . . ? C15 C14 C13 119.4(3) . . ? C15 C14 H13 120.0 . . ? C13 C14 H13 120.6 . . ? C14 C15 C14 121.1(4) 2_655 . ? C14 C15 H14 119.5 2_655 . ? C14 C15 H14 119.5 . . ? O2 Cl O3 123.1(3) . . ? O2 Cl O1 118.2(2) . . ? O3 Cl O1 110.3(3) . . ? O2 Cl O6 116.6(3) . . ? O1 Cl O6 123.0(3) . . ? O2 Cl O4 94.8(3) . . ? O3 Cl O4 107.8(4) . . ? O1 Cl O4 96.5(3) . . ? O6 Cl O4 64.1(5) . . ? O2 Cl O5 84.1(3) . . ? O3 Cl O5 63.1(4) . . ? O1 Cl O5 95.2(2) . . ? O6 Cl O5 105.0(5) . . ? O4 Cl O5 167.2(3) . . ? O6 O3 Cl 68.9(6) . . ? O6 O3 O5 127.9(7) . . ? Cl O3 O5 63.6(3) . . ? Cl O4 O6 54.4(3) . . ? O3 O5 Cl 53.3(3) . . ? O3 O6 Cl 66.3(5) . . ? O3 O6 O4 126.3(7) . . ? Cl O6 O4 61.5(4) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.626 _refine_diff_density_min -0.638 _refine_diff_density_rms 0.078