Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_global #=============================================================================== _journal_coden_Cambridge 182 # 1. SUBMISSION DETAILS _publ_contact_author_name 'Prof M Hosseini' _publ_contact_author_address ; Prof M Hosseini Laboratoire de Chimie de Coordination Organique Universite Louis Pasteur 4 rue Blaise Pascal 67000 Strasbourg FRANCE ; _publ_contact_author_email HOSSEINI@CHIMIE.U-STRASBG.FR _publ_requested_journal 'Chemical Communications' _publ_contact_letter ; ? ; _publ_requested_category FM #=============================================================================== # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #=============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ;A switch between discrete complexes and 1-D directional coordination network based on the binding ability of anions ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name #_publ_author_address 'de Cian, Andre' 'Hosseini, M.' 'Jouaiti, Abdelaziz' 'Jullien, Valerie' 'Planeix, Jean-Marc' # 4. TEXT _publ_section_abstract ; ? ; _publ_section_comment ; ? ; _publ_section_exptl_prep ; ? ; _publ_section_exptl_refinement ; ? ; _publ_section_references ; Burla, M.C., Camalli, M., Cascarano, G.,Giacovazzo, C., Polidori, G., Spagna, R. &Viterbo, D. (1989). SIR. J. Appl. Cryst. 22, 389-393. OpenMoleN, Interactive Intelligent Structure solution (1997) Nonius B.V., Delft, The Netherlands. KappaCCD Operation Manual (1997), Nonius B.V., Delft, The Nederlands. Otwinowski, Z. & Minor, W. (1997), Methods in Enzymology, 276, 307-326. ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; #=============================================================================== # If more than one structure is reported, sections 5-10 should be filled in # per structure. For each data set, replace the ? in the data_? line below # by a unique identifier. data_st832 _database_code_CSD 163354 _audit_creation_date 15-02-01 #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C46 H30 Cl8 Co N8 O8' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C46 H30 Cl8 Co N8 O8' _chemical_formula_weight 1165.36 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 Cl ? 0.132 0.159 International_Tables_Vol_IV_Table_2.3.1 Co ? 0.299 0.973 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z _cell_length_a 8.8059(2) _cell_length_b 34.3527(7) _cell_length_c 16.8241(4) _cell_angle_alpha 90 _cell_angle_beta 104.779(5) _cell_angle_gamma 90 _cell_volume 4921.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 8787 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 25.0 _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour 'orange' _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.57 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 2356 _exptl_absorpt_coefficient_mu 0.845 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 8787 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 42. mm. Scan angle = 0.9 deg 1 scans of 60 sec per frame. Data collection was divided into 1 set(s) with the following starting angles and number of frames : Set 1 Theta = 6.30 Omega = 0.00 Kappa = 0.00 227 frames Friedel pairs were averaged. Internal R = 0.05 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 8787 _diffrn_reflns_av_R_equivalents 0.050 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 25.02 _reflns_number_total 8787 _reflns_number_gt 3744 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 3744 _refine_ls_number_parameters 649 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.189 _refine_ls_R_factor_gt 0.077 _refine_ls_wR_factor_all 0.555 _refine_ls_wR_factor_ref 0.087 _refine_ls_goodness_of_fit_all 13.576 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_shift/su_max 0.008 _refine_ls_shift/esd_mean 0.001 _refine_diff_density_max 1.347 _refine_diff_density_min -0.190 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol CO 0.8822(1) 0.12349(3) 0.84111(8) 0.0316(6) 1.000 Uani ? ? Co N1 0.9094(8) 0.1118(2) 0.7279(4) 0.034(4) 1.000 Uani ? ? N C1 0.932(1) 0.1370(3) 0.6711(6) 0.036(5) 1.000 Uani ? ? C C2 0.953(1) 0.1248(3) 0.5967(6) 0.048(5) 1.000 Uani ? ? C C3 0.951(1) 0.0858(3) 0.5796(6) 0.051(6) 1.000 Uani ? ? C C4 0.926(1) 0.0598(3) 0.6370(6) 0.045(6) 1.000 Uani ? ? C C5 0.907(1) 0.0728(3) 0.7110(6) 0.040(5) 1.000 Uani ? ? C C6 0.878(1) 0.0481(3) 0.7767(6) 0.033(5) 1.000 Uani ? ? C C7 0.855(1) 0.0085(3) 0.7728(6) 0.042(5) 1.000 Uani ? ? C C8 0.820(1) -0.0100(3) 0.8402(6) 0.039(5) 1.000 Uani ? ? C C9 0.814(1) 0.0115(3) 0.9096(6) 0.039(5) 1.000 Uani ? ? C C10 0.839(1) 0.0510(3) 0.9093(6) 0.038(5) 1.000 Uani ? ? C N2 0.8675(8) 0.0689(2) 0.8426(4) 0.034(4) 1.000 Uani ? ? N C11 0.835(1) 0.0790(3) 0.9746(5) 0.039(5) 1.000 Uani ? ? C C12 0.815(1) 0.0689(3) 1.0498(6) 0.056(6) 1.000 Uani ? ? C C13 0.815(1) 0.0978(4) 1.1080(6) 0.062(7) 1.000 Uani ? ? C C14 0.835(1) 0.1356(3) 1.0864(7) 0.057(7) 1.000 Uani ? ? C C15 0.854(1) 0.1441(3) 1.0096(6) 0.045(6) 1.000 Uani ? ? C N3 0.8542(8) 0.1165(2) 0.9547(4) 0.036(4) 1.000 Uani ? ? N C16 0.783(1) -0.0515(3) 0.8340(6) 0.046(6) 1.000 Uani ? ? C C17 0.742(1) -0.0848(3) 0.8263(6) 0.047(6) 1.000 Uani ? ? C C18 0.685(1) -0.1237(3) 0.8166(6) 0.041(5) 1.000 Uani ? ? C C19 0.775(1) -0.1539(3) 0.7985(9) 0.066(8) 1.000 Uani ? ? C C20 0.707(1) -0.1911(3) 0.7861(9) 0.071(8) 1.000 Uani ? ? C N4 0.563(1) -0.1993(3) 0.7891(6) 0.063(6) 1.000 Uani ? ? N C21 0.485(1) -0.1702(4) 0.8063(8) 0.097(8) 1.000 Uani ? ? C C22 0.538(1) -0.1323(3) 0.8187(8) 0.079(8) 1.000 Uani ? ? C N5 0.6396(8) 0.1381(2) 0.7918(4) 0.033(4) 1.000 Uani ? ? N C23 0.515(1) 0.1150(3) 0.7698(6) 0.048(6) 1.000 Uani ? ? C C24 0.365(1) 0.1286(3) 0.7378(6) 0.044(6) 1.000 Uani ? ? C C25 0.341(1) 0.1672(3) 0.7270(7) 0.054(6) 1.000 Uani ? ? C C26 0.467(1) 0.1923(3) 0.7495(6) 0.041(5) 1.000 Uani ? ? C C27 0.612(1) 0.1770(3) 0.7811(5) 0.036(5) 1.000 Uani ? ? C C28 0.758(1) 0.2005(2) 0.8096(5) 0.037(5) 1.000 Uani ? ? C C29 0.761(1) 0.2407(3) 0.8092(6) 0.046(6) 1.000 Uani ? ? C C30 0.902(1) 0.2597(3) 0.8391(6) 0.049(6) 1.000 Uani ? ? C C31 1.035(1) 0.2381(3) 0.8693(6) 0.053(6) 1.000 Uani ? ? C C32 1.029(1) 0.1980(3) 0.8684(6) 0.043(5) 1.000 Uani ? ? C N6 0.8911(8) 0.1795(2) 0.8394(4) 0.034(4) 1.000 Uani ? ? N C33 1.165(1) 0.1719(3) 0.9011(6) 0.046(6) 1.000 Uani ? ? C C34 1.315(1) 0.1851(4) 0.9378(8) 0.073(8) 1.000 Uani ? ? C C35 1.430(1) 0.1585(5) 0.9677(8) 0.072(9) 1.000 Uani ? ? C C36 1.396(1) 0.1190(4) 0.9586(8) 0.079(8) 1.000 Uani ? ? C C37 1.242(1) 0.1077(3) 0.9215(7) 0.062(7) 1.000 Uani ? ? C N7 1.1271(9) 0.1338(2) 0.8930(5) 0.043(5) 1.000 Uani ? ? N C38 0.913(1) 0.3010(3) 0.8424(7) 0.060(7) 1.000 Uani ? ? C C39 0.937(1) 0.3350(3) 0.8505(7) 0.065(7) 1.000 Uani ? ? C C40 0.976(1) 0.3760(3) 0.8595(6) 0.055(6) 1.000 Uani ? ? C C41 0.872(2) 0.4046(3) 0.8312(7) 0.064(7) 1.000 Uani ? ? C C42 0.923(2) 0.4429(3) 0.8385(8) 0.072(8) 1.000 Uani ? ? C N8 1.067(1) 0.4536(3) 0.8727(6) 0.078(7) 1.000 Uani ? ? N C43 1.170(2) 0.4256(4) 0.9030(9) 0.087(9) 1.000 Uani ? ? C C44 1.129(2) 0.3863(3) 0.8960(9) 0.082(9) 1.000 Uani ? ? C CL1 0.9158(5) 0.24766(9) 0.5970(2) 0.086(2) 1.000 Uani ? ? Cl O1 0.883(2) 0.2146(4) 0.547(1) 0.18(1) 1.000 Uani ? ? O O2 1.015(2) 0.2707(3) 0.5592(7) 0.15(1) 1.000 Uani ? ? O O3 0.861(3) 0.2766(5) 0.638(1) 0.18(1) 0.500 Uani ? ? O O4 1.023(2) 0.2323(3) 0.6677(8) 0.147(9) 1.000 Uani ? ? O O3a 0.787(3) 0.2638(6) 0.557(3) 0.12(2) 0.500 Uani ? ? O CL2 1.3419(3) 0.01350(9) 0.8404(2) 0.064(2) 1.000 Uani ? ? Cl O5 1.373(1) -0.0257(2) 0.8245(5) 0.091(6) 1.000 Uani ? ? O O6 1.228(1) 0.0159(2) 0.8872(6) 0.110(6) 1.000 Uani ? ? O O7 1.476(1) 0.0348(3) 0.8798(7) 0.104(7) 1.000 Uani ? ? O O8 1.270(1) 0.0336(3) 0.7660(6) 0.106(7) 1.000 Uani ? ? O C45 0.602(2) -0.0027(6) 0.3779(9) 0.10(1) 1.000 Uani ? ? C CL3 0.4662(6) -0.0344(2) 0.3965(3) 0.159(4) 1.000 Uani ? ? Cl CL4 0.7759(5) -0.0054(1) 0.4572(2) 0.102(3) 1.000 Uani ? ? Cl CL5 0.5329(6) 0.0449(2) 0.3730(4) 0.220(4) 1.000 Uani ? ? Cl C46 0.509(2) 0.1942(6) 0.519(1) 0.14(1) 1.000 Uani ? ? C CL6 0.5240(5) 0.1444(2) 0.5510(3) 0.139(4) 1.000 Uani ? ? Cl CL7 0.3358(7) 0.2120(2) 0.5362(3) 0.169(4) 1.000 Uani ? ? Cl CL8 0.4891(6) 0.1969(2) 0.4126(3) 0.163(4) 1.000 Uani ? ? Cl H1 0.9324 0.1641 0.6824 0.0492 1.000 Uiso calc C1 H H2 0.9701 0.1433 0.5577 0.0606 1.000 Uiso calc C2 H H3 0.9661 0.0768 0.5288 0.0660 1.000 Uiso calc C3 H H4 0.9217 0.0327 0.6254 0.0595 1.000 Uiso calc C4 H H5 0.8621 -0.0059 0.7257 0.0545 1.000 Uiso calc C7 H H6 0.7941 -0.0010 0.9563 0.0502 1.000 Uiso calc C9 H H7 0.8019 0.0423 1.0624 0.0711 1.000 Uiso calc C12 H H8 0.8007 0.0915 1.1607 0.0848 1.000 Uiso calc C13 H H9 0.8354 0.1560 1.1246 0.0765 1.000 Uiso calc C14 H H10 0.8683 0.1704 0.9957 0.0590 1.000 Uiso calc C15 H H11 0.8790 -0.1496 0.7946 0.1047 1.000 Uiso calc C19 H H12 0.7697 -0.2118 0.7746 0.1070 1.000 Uiso calc C20 H H13 0.3813 -0.1754 0.8109 0.1204 1.000 Uiso calc C21 H H14 0.4698 -0.1124 0.8286 0.1072 1.000 Uiso calc C22 H H15 0.5303 0.0877 0.7766 0.0612 1.000 Uiso calc C23 H H16 0.2798 0.1109 0.7233 0.0603 1.000 Uiso calc C24 H H17 0.2383 0.1770 0.7041 0.0742 1.000 Uiso calc C25 H H18 0.4525 0.2196 0.7432 0.0544 1.000 Uiso calc C26 H H19 0.6666 0.2551 0.7887 0.0591 1.000 Uiso calc C29 H H20 1.1329 0.2508 0.8910 0.0684 1.000 Uiso calc C31 H H21 1.3370 0.2122 0.9421 0.0993 1.000 Uiso calc C34 H H22 1.5330 0.1669 0.9945 0.1240 1.000 Uiso calc C35 H H23 1.4758 0.1001 0.9773 0.1125 1.000 Uiso calc C36 H H24 1.2177 0.0808 0.9162 0.0812 1.000 Uiso calc C37 H H25 0.7649 0.3986 0.8067 0.0926 1.000 Uiso calc C41 H H26 0.8481 0.4627 0.8173 0.1106 1.000 Uiso calc C42 H H27 1.2741 0.4326 0.9306 0.1219 1.000 Uiso calc C43 H H28 1.2058 0.3669 0.9161 0.1135 1.000 Uiso calc C44 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol CO 0.0331(6) 0.0266(6) 0.0359(6) 0.0016(6) 0.0074(5) -0.0019(7) Co N1 0.036(4) 0.031(4) 0.034(4) 0.005(3) 0.008(3) 0.001(3) N C1 0.033(5) 0.027(5) 0.054(6) 0.002(4) 0.012(4) 0.003(5) C C2 0.051(5) 0.047(6) 0.047(5) 0.004(5) 0.021(4) -0.000(5) C C3 0.065(6) 0.052(6) 0.039(5) 0.004(6) 0.020(5) 0.002(5) C C4 0.056(6) 0.034(5) 0.048(6) -0.000(5) 0.014(5) -0.009(5) C C5 0.046(5) 0.031(5) 0.044(5) 0.002(5) 0.016(4) -0.007(5) C C6 0.032(5) 0.026(5) 0.041(5) 0.003(4) 0.004(4) 0.002(4) C C7 0.045(5) 0.032(5) 0.050(6) 0.001(5) 0.014(5) -0.003(5) C C8 0.036(5) 0.028(5) 0.058(6) 0.009(4) 0.008(5) 0.001(5) C C9 0.037(5) 0.034(5) 0.046(5) 0.012(4) 0.012(4) 0.011(5) C C10 0.029(5) 0.035(5) 0.055(6) 0.003(4) 0.014(4) 0.003(5) C N2 0.037(4) 0.025(4) 0.042(4) 0.001(4) 0.011(3) -0.003(4) N C11 0.035(5) 0.044(6) 0.037(5) 0.006(5) 0.010(4) 0.002(5) C C12 0.059(6) 0.060(7) 0.049(6) 0.018(6) 0.021(5) 0.013(6) C C13 0.078(7) 0.089(8) 0.034(5) 0.034(6) 0.025(5) 0.012(6) C C14 0.049(6) 0.066(7) 0.056(6) 0.015(6) 0.004(5) -0.015(6) C C15 0.045(5) 0.054(6) 0.037(5) 0.004(5) 0.009(4) -0.004(5) C N3 0.036(4) 0.036(4) 0.038(4) 0.006(4) 0.008(3) -0.004(4) N C16 0.047(6) 0.035(6) 0.060(6) 0.009(5) 0.004(5) 0.009(5) C C17 0.048(6) 0.041(6) 0.053(6) 0.011(5) 0.012(5) 0.008(5) C C18 0.045(5) 0.027(5) 0.057(6) -0.001(5) 0.011(5) 0.004(5) C C19 0.048(6) 0.039(6) 0.15(1) -0.013(6) 0.018(7) 0.000(8) C C20 0.069(8) 0.042(7) 0.12(1) 0.008(6) 0.001(8) 0.001(8) C N4 0.067(5) 0.051(5) 0.073(6) -0.022(5) 0.022(5) -0.005(5) N C21 0.076(7) 0.098(9) 0.124(9) -0.034(7) 0.062(6) -0.062(7) C C22 0.063(7) 0.060(7) 0.13(1) -0.015(6) 0.041(6) -0.043(7) C N5 0.033(4) 0.030(4) 0.036(4) -0.004(3) 0.014(3) -0.001(3) N C23 0.054(6) 0.033(6) 0.060(6) 0.000(5) 0.026(5) 0.009(5) C C24 0.034(5) 0.043(6) 0.060(6) -0.006(5) 0.007(5) -0.002(5) C C25 0.038(6) 0.062(7) 0.067(7) 0.011(5) 0.006(5) 0.012(6) C C26 0.037(5) 0.036(5) 0.053(6) 0.014(4) 0.012(4) 0.012(5) C C27 0.037(5) 0.030(5) 0.040(5) 0.004(4) 0.016(4) 0.003(5) C C28 0.051(5) 0.022(5) 0.044(5) -0.003(4) 0.023(4) -0.000(4) C C29 0.052(6) 0.036(6) 0.052(6) -0.002(5) 0.020(5) 0.002(5) C C30 0.063(6) 0.032(5) 0.059(6) -0.009(5) 0.024(5) -0.006(5) C C31 0.059(6) 0.045(6) 0.055(6) -0.022(5) 0.017(5) -0.010(5) C C32 0.041(5) 0.043(6) 0.044(5) -0.011(5) 0.018(4) -0.006(5) C N6 0.032(4) 0.027(4) 0.045(4) -0.005(4) 0.013(3) -0.010(4) N C33 0.038(5) 0.060(7) 0.042(6) -0.001(5) 0.005(5) -0.016(5) C C34 0.048(6) 0.097(9) 0.084(8) -0.015(7) 0.018(6) -0.034(7) C C35 0.026(6) 0.15(1) 0.093(9) 0.030(7) -0.010(6) -0.030(9) C C36 0.053(6) 0.11(1) 0.081(8) 0.042(7) -0.005(6) -0.019(8) C C37 0.057(6) 0.072(8) 0.057(7) 0.011(6) 0.013(5) -0.012(6) C N7 0.037(4) 0.051(5) 0.041(4) 0.008(4) 0.004(4) -0.009(4) N C38 0.078(7) 0.040(6) 0.068(7) -0.021(5) 0.027(6) -0.009(6) C C39 0.091(8) 0.047(6) 0.064(7) -0.021(6) 0.030(6) -0.016(6) C C40 0.091(7) 0.041(6) 0.045(6) -0.021(6) 0.021(5) -0.008(6) C C41 0.104(9) 0.047(6) 0.054(7) -0.014(7) 0.005(7) 0.005(6) C C42 0.14(1) 0.036(6) 0.073(8) -0.009(7) 0.018(8) 0.015(6) C N8 0.128(8) 0.046(5) 0.080(7) -0.027(6) 0.033(6) 0.008(5) N C43 0.10(1) 0.054(7) 0.12(1) -0.026(7) 0.017(9) -0.006(8) C C44 0.101(9) 0.047(7) 0.12(1) -0.004(7) 0.032(8) -0.005(7) C CL1 0.166(3) 0.054(2) 0.071(2) -0.042(2) -0.006(2) 0.012(2) Cl O1 0.28(2) 0.102(9) 0.22(1) -0.03(1) -0.04(1) 0.02(1) O O2 0.24(1) 0.107(8) 0.138(9) 0.004(9) 0.056(9) 0.033(7) O O3 0.33(2) 0.09(1) 0.19(1) 0.14(1) 0.20(1) 0.08(1) O O4 0.18(1) 0.104(8) 0.17(1) -0.024(8) 0.033(9) 0.038(7) O O3a 0.07(1) 0.05(1) 0.52(5) -0.02(1) -0.03(2) 0.02(2) O CL2 0.058(2) 0.066(2) 0.069(2) -0.003(1) 0.016(1) 0.009(2) Cl O5 0.102(6) 0.068(5) 0.109(6) 0.023(5) 0.042(5) 0.013(5) O O6 0.107(5) 0.063(5) 0.195(8) 0.007(5) 0.096(5) 0.023(6) O O7 0.058(5) 0.111(7) 0.18(1) -0.013(6) -0.000(6) 0.007(8) O O8 0.17(1) 0.092(7) 0.076(6) 0.015(7) 0.005(7) -0.001(6) O C45 0.08(1) 0.18(2) 0.08(1) 0.01(1) -0.001(8) 0.01(1) C CL3 0.114(3) 0.327(7) 0.107(3) -0.070(4) 0.015(3) -0.025(4) Cl CL4 0.094(3) 0.112(3) 0.101(3) 0.014(2) 0.008(2) 0.008(3) Cl CL5 0.156(3) 0.300(6) 0.226(4) 0.135(3) 0.111(3) 0.142(4) Cl C46 0.14(1) 0.17(2) 0.11(1) 0.01(1) 0.02(1) 0.05(1) C CL6 0.100(3) 0.234(6) 0.114(3) 0.044(3) 0.018(3) 0.011(4) Cl CL7 0.190(5) 0.214(5) 0.120(3) 0.067(4) 0.033(3) 0.091(3) Cl CL8 0.150(4) 0.346(8) 0.084(3) -0.070(4) 0.037(3) 0.017(4) Cl # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag CO N1 2.019(8) . . ? CO N2 1.881(7) . . ? CO N3 2.002(8) . . ? CO N5 2.144(8) . . ? CO N6 1.926(7) . . ? CO N7 2.140(8) . . ? N1 C1 1.34(1) . . ? N1 C5 1.37(1) . . ? C1 C2 1.38(1) . . ? C2 C3 1.37(1) . . ? C3 C4 1.37(1) . . ? C4 C5 1.37(1) . . ? C5 C6 1.47(1) . . ? C6 C7 1.37(1) . . ? C6 N2 1.34(1) . . ? C7 C8 1.40(1) . . ? C8 C9 1.39(1) . . ? C8 C16 1.46(1) . . ? C9 C10 1.38(1) . . ? C10 N2 1.36(1) . . ? C10 C11 1.47(1) . . ? C11 C12 1.37(1) . . ? C11 N3 1.35(1) . . ? C12 C13 1.40(2) . . ? C13 C14 1.37(2) . . ? C14 C15 1.38(2) . . ? C15 N3 1.32(1) . . ? C16 C17 1.20(1) . . ? C17 C18 1.42(1) . . ? C18 C19 1.38(2) . . ? C18 C22 1.34(1) . . ? C19 C20 1.40(2) . . ? C20 N4 1.31(2) . . ? C20 C21 2.19(2) . . ? N4 C21 1.29(2) . . ? C21 C22 1.38(2) . . ? N5 C23 1.33(1) . . ? N5 C27 1.36(1) . . ? C23 C24 1.37(1) . . ? C24 C25 1.35(1) . . ? C25 C26 1.38(1) . . ? C26 C27 1.36(1) . . ? C27 C28 1.49(1) . . ? C28 C29 1.38(1) . . ? C28 N6 1.36(1) . . ? C29 C30 1.38(1) . . ? C30 C31 1.37(1) . . ? C30 C38 1.42(1) . . ? C31 C32 1.38(1) . . ? C32 N6 1.35(1) . . ? C32 C33 1.48(1) . . ? C33 C34 1.39(2) . . ? C33 N7 1.35(1) . . ? C34 C35 1.36(2) . . ? C35 C36 1.39(2) . . ? C36 C37 1.39(2) . . ? C37 N7 1.35(1) . . ? C38 C39 1.19(1) . . ? C39 C40 1.45(2) . . ? C40 C41 1.35(2) . . ? C40 C44 1.37(2) . . ? C41 C42 1.39(2) . . ? C42 N8 1.31(2) . . ? N8 C43 1.33(2) . . ? C43 C44 1.39(2) . . ? CL1 O1 1.40(2) . . ? CL1 O2 1.44(1) . . ? CL1 O3 1.36(2) . . ? CL1 O4 1.42(1) . . ? CL1 O3a 1.29(3) . . ? O1 O4 2.18(2) . . ? O1 O3a 1.92(4) . . ? O2 O3 2.13(3) . . ? O2 O3a 2.01(3) . . ? O3 O4 2.05(3) . . ? O3 O3a 1.42(5) . . ? CL2 O5 1.412(9) . . ? CL2 O6 1.43(1) . . ? CL2 O7 1.40(1) . . ? CL2 O8 1.43(1) . . ? C45 CL3 1.70(2) . . ? C45 CL4 1.76(1) . . ? C45 CL5 1.74(2) . . ? C46 CL6 1.79(2) . . ? C46 CL7 1.74(2) . . ? C46 CL8 1.76(2) . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 CO N2 80.8(3) . . . ? N1 CO N3 161.7(3) . . . ? N1 CO N5 91.6(3) . . . ? N1 CO N6 99.7(3) . . . ? N1 CO N7 93.9(3) . . . ? N2 CO N3 80.9(4) . . . ? N2 CO N5 100.0(3) . . . ? N2 CO N6 178.4(3) . . . ? N2 CO N7 103.0(4) . . . ? N3 CO N5 92.5(3) . . . ? N3 CO N6 98.6(3) . . . ? N3 CO N7 89.2(3) . . . ? N5 CO N6 78.5(3) . . . ? N5 CO N7 156.9(3) . . . ? N6 CO N7 78.5(3) . . . ? CO N1 C1 128.3(7) . . . ? CO N1 C5 113.0(7) . . . ? C1 N1 C5 118.7(8) . . . ? N1 C1 C2 122.1(9) . . . ? C1 C2 C3 119(1) . . . ? C2 C3 C4 119(1) . . . ? C3 C4 C5 120(1) . . . ? N1 C5 C4 120.5(9) . . . ? N1 C5 C6 114.0(9) . . . ? C4 C5 C6 125.5(9) . . . ? C5 C6 C7 126(1) . . . ? C5 C6 N2 112.0(8) . . . ? C7 C6 N2 121.8(9) . . . ? C6 C7 C8 118.1(9) . . . ? C7 C8 C9 120.0(9) . . . ? C7 C8 C16 118(1) . . . ? C9 C8 C16 121(1) . . . ? C8 C9 C10 118.7(9) . . . ? C9 C10 N2 120.8(9) . . . ? C9 C10 C11 127(1) . . . ? N2 C10 C11 111.5(9) . . . ? CO N2 C6 120.1(7) . . . ? CO N2 C10 119.3(7) . . . ? C6 N2 C10 120.5(8) . . . ? C10 C11 C12 124(1) . . . ? C10 C11 N3 114.3(9) . . . ? C12 C11 N3 121(1) . . . ? C11 C12 C13 119(1) . . . ? C12 C13 C14 117(1) . . . ? C13 C14 C15 120(1) . . . ? C14 C15 N3 121(1) . . . ? CO N3 C11 113.8(7) . . . ? CO N3 C15 127.0(7) . . . ? C11 N3 C15 119.2(9) . . . ? C8 C16 C17 175(1) . . . ? C16 C17 C18 177(1) . . . ? C17 C18 C19 122(1) . . . ? C17 C18 C22 120(1) . . . ? C19 C18 C22 116(1) . . . ? C18 C19 C20 118(1) . . . ? C19 C20 N4 124(1) . . . ? C19 C20 C21 92.4(9) . . . ? N4 C20 C21 32.3(7) . . . ? C20 N4 C21 114(1) . . . ? C20 C21 N4 32.8(6) . . . ? C20 C21 C22 93.0(9) . . . ? N4 C21 C22 125(1) . . . ? C18 C22 C21 119(1) . . . ? CO N5 C23 129.7(7) . . . ? CO N5 C27 113.8(6) . . . ? C23 N5 C27 116.5(8) . . . ? N5 C23 C24 123.3(9) . . . ? C23 C24 C25 119(1) . . . ? C24 C25 C26 119(1) . . . ? C25 C26 C27 118.6(9) . . . ? N5 C27 C26 123.0(9) . . . ? N5 C27 C28 112.4(8) . . . ? C26 C27 C28 124.6(9) . . . ? C27 C28 C29 123(1) . . . ? C27 C28 N6 115.1(8) . . . ? C29 C28 N6 121.4(9) . . . ? C28 C29 C30 118(1) . . . ? C29 C30 C31 119.0(9) . . . ? C29 C30 C38 121(1) . . . ? C31 C30 C38 119(1) . . . ? C30 C31 C32 120(1) . . . ? C31 C32 N6 120(1) . . . ? C31 C32 C33 125(1) . . . ? N6 C32 C33 114.5(9) . . . ? CO N6 C28 120.1(6) . . . ? CO N6 C32 120.1(7) . . . ? C28 N6 C32 119.8(8) . . . ? C32 C33 C34 123(1) . . . ? C32 C33 N7 113.4(9) . . . ? C34 C33 N7 122(1) . . . ? C33 C34 C35 118(1) . . . ? C34 C35 C36 119(1) . . . ? C35 C36 C37 118(1) . . . ? C36 C37 N7 122(1) . . . ? CO N7 C33 113.4(7) . . . ? CO N7 C37 128.6(8) . . . ? C33 N7 C37 117(1) . . . ? C30 C38 C39 172(1) . . . ? C38 C39 C40 176(1) . . . ? C39 C40 C41 123(1) . . . ? C39 C40 C44 118(1) . . . ? C41 C40 C44 118(1) . . . ? C40 C41 C42 119(1) . . . ? C41 C42 N8 124(1) . . . ? C42 N8 C43 117(1) . . . ? N8 C43 C44 122(1) . . . ? C40 C44 C43 119(1) . . . ? O1 CL1 O2 103(1) . . . ? O1 CL1 O3 148(2) . . . ? O1 CL1 O4 101.2(9) . . . ? O1 CL1 O3a 91(1) . . . ? O2 CL1 O3 98(1) . . . ? O2 CL1 O4 103.2(9) . . . ? O2 CL1 O3a 94(1) . . . ? O3 CL1 O4 95(1) . . . ? O3 CL1 O3a 64(2) . . . ? O4 CL1 O3a 154(2) . . . ? CL1 O1 O4 39.7(6) . . . ? CL1 O1 O3a 42(1) . . . ? O4 O1 O3a 79(1) . . . ? CL1 O2 O3 39.3(9) . . . ? CL1 O2 O3a 39(1) . . . ? O3 O2 O3a 39(1) . . . ? CL1 O3 O2 42.0(8) . . . ? CL1 O3 O4 43.4(9) . . . ? CL1 O3 O3a 55(1) . . . ? O2 O3 O4 64.7(9) . . . ? O2 O3 O3a 65(1) . . . ? O4 O3 O3a 97(2) . . . ? CL1 O4 O1 39.1(6) . . . ? CL1 O4 O3 41(1) . . . ? O1 O4 O3 77(1) . . . ? CL1 O3a O1 46(1) . . . ? CL1 O3a O2 45(1) . . . ? CL1 O3a O3 60(2) . . . ? O1 O3a O2 69(1) . . . ? O1 O3a O3 104(2) . . . ? O2 O3a O3 74(1) . . . ? O5 CL2 O6 111.0(6) . . . ? O5 CL2 O7 113.9(7) . . . ? O5 CL2 O8 111.0(6) . . . ? O6 CL2 O7 109.4(7) . . . ? O6 CL2 O8 104.0(7) . . . ? O7 CL2 O8 107.0(7) . . . ? CL3 C45 CL4 110(1) . . . ? CL3 C45 CL5 110(1) . . . ? CL4 C45 CL5 108(1) . . . ? CL6 C46 CL7 106(1) . . . ? CL6 C46 CL8 109(1) . . . ? CL7 C46 CL8 106(1) . . . ? #=============================================================================== #=============================================================================== data_st734 _database_code_CSD 163355 _audit_creation_date 26-10-00 #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C23 H16 Cl4 Co N4' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C23 H16 Cl4 Co N4' _chemical_formula_weight 549.16 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 Cl ? 0.132 0.159 International_Tables_Vol_IV_Table_2..3.1 Co ? 0.299 0.973 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 2/n 1' _symmetry_space_group_name_Hall '-P 2yac' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' 1/2-x,+y,1/2-z -x,-y,-z 1/2+x,-y,1/2+z _cell_length_a 8.7151(7) _cell_length_b 13.792(1) _cell_length_c 10.2996(5) _cell_angle_alpha 90 _cell_angle_beta 112.095(5) _cell_angle_gamma 90 _cell_volume 1147.1(1) _cell_formula_units_Z 2 _cell_measurement_temperature 173 _cell_measurement_reflns_used 4719 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 27.5 _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour 'violet' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.59 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 554 _exptl_absorpt_coefficient_mu 1.234 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 4719 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 36. mm. Scan angle = 2.0 deg 1 scans of 40 sec per frame. Data collection was divided into 2 set(s) with the following starting angles and number of frames : Set 1 Theta = 6.30 Omega = 0.00 Kappa = 0.00 101 frames Set 2 Theta = -6.30 Kappa = 119.00 Phi = 0.00 12 frames Friedel pairs were averaged. Internal R = 0.05 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4719 _diffrn_reflns_av_R_equivalents 0.050 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2718 _reflns_number_gt 1295 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1295 _refine_ls_number_parameters 149 _refine_ls_number_restraints 32 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.127 _refine_ls_R_factor_gt 0.063 _refine_ls_wR_factor_all 0.231 _refine_ls_wR_factor_ref 0.074 _refine_ls_goodness_of_fit_all 3.478 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_shift/su_max 0.004 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 1.230 _refine_diff_density_min -0.969 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol CO 0.7500 0.2122(1) 0.2500 0.0240(6) 0.500 Uani ? ? Co CL 0.7659(2) 0.2114(1) 0.0163(2) 0.0328(8) 1.000 Uani ? ? Cl N1 1.0105(7) 0.1762(4) 0.3386(6) 0.026(3) 1.000 Uani ? ? N C1 1.1378(9) 0.2376(5) 0.3791(7) 0.030(4) 1.000 Uani ? ? C C2 1.3014(8) 0.2077(6) 0.4315(7) 0.032(3) 1.000 Uani ? ? C C3 1.3326(8) 0.1100(6) 0.4425(7) 0.032(4) 1.000 Uani ? ? C C4 1.2046(9) 0.0448(5) 0.4025(7) 0.031(3) 1.000 Uani ? ? C C5 1.0430(8) 0.0794(5) 0.3496(7) 0.025(3) 1.000 Uani ? ? C C6 0.8953(8) 0.0158(5) 0.2988(7) 0.024(3) 1.000 Uani ? ? C N2 0.7500 0.0637(5) 0.2500 0.022(4) 0.500 Uani ? ? N C7 0.9005(8) -0.0847(5) 0.3016(7) 0.027(3) 1.000 Uani ? ? C C8 0.7500 -0.1360(7) 0.2500 0.026(4) 0.500 Uani ? ? C C9 0.7500 -0.2396(7) 0.2500 0.031(5) 0.500 Uani ? ? C C10 0.7500 0.6762(8) 0.2500 0.041(6) 0.500 Uani ? ? C C11 0.7500 0.5688(7) 0.2500 0.030(5) 0.500 Uani ? ? C N3 0.7500 0.3667(6) 0.2500 0.029(4) 0.500 Uani ? ? N C12 0.796(2) 0.4175(7) 0.363(1) 0.072(7) 1.000 Uani ? ? C C13 0.795(2) 0.5177(7) 0.365(1) 0.088(7) 1.000 Uani ? ? C C14 0.2500 0.627(2) 0.2500 0.13(2) 0.500 Uani ? ? C CL1 0.107(1) 0.535(1) 0.156(1) 0.40(1) 1.000 Uani ? ? Cl H1 1.1152 0.3051 0.3717 0.0397 1.000 Uiso calc C1 H H2 1.3893 0.2535 0.4589 0.0421 1.000 Uiso calc C2 H H3 1.4436 0.0873 0.4780 0.0412 1.000 Uiso calc C3 H H4 1.2260 -0.0229 0.4108 0.0402 1.000 Uiso calc C4 H H5 1.0033 -0.1182 0.3374 0.0365 1.000 Uiso calc C7 H H6 0.7500 0.6376 0.2500 0.0537 0.500 Uiso calc C11 H H7 0.8334 0.3841 0.4498 0.1540 1.000 Uiso calc C12 H H8 0.8265 0.5502 0.4528 0.1849 1.000 Uiso calc C13 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol CO 0.0303(6) 0.0125(5) 0.0366(6) 0.0000 0.0126(5) 0.0000 Co CL 0.0351(8) 0.0264(8) 0.0380(8) -0.0034(9) 0.0151(6) -0.0047(8) Cl N1 0.032(3) 0.020(3) 0.029(3) -0.003(2) 0.013(2) -0.003(2) N C1 0.037(3) 0.023(4) 0.032(3) -0.002(3) 0.013(3) -0.002(3) C C2 0.031(3) 0.034(4) 0.031(3) -0.007(4) 0.010(2) -0.004(4) C C3 0.023(3) 0.040(4) 0.034(3) -0.001(3) 0.013(2) 0.001(3) C C4 0.038(3) 0.021(3) 0.037(3) 0.003(3) 0.018(2) 0.004(3) C C5 0.029(3) 0.022(3) 0.026(3) -0.001(3) 0.012(2) 0.002(3) C C6 0.030(3) 0.017(3) 0.028(3) 0.004(3) 0.015(2) 0.001(3) C N2 0.024(3) 0.016(4) 0.028(3) 0.0000 0.012(3) 0.0000 N C7 0.033(3) 0.019(3) 0.030(3) 0.006(3) 0.010(3) 0.000(3) C C8 0.038(5) 0.017(4) 0.027(4) 0.0000 0.015(3) 0.0000 C C9 0.044(5) 0.018(5) 0.037(5) 0.0000 0.017(4) 0.0000 C C10 0.077(7) 0.018(5) 0.049(6) 0.0000 0.032(5) 0.0000 C C11 0.077(7) 0.008(4) 0.045(5) 0.0000 0.030(5) 0.0000 C N3 0.052(5) 0.016(4) 0.030(4) 0.0000 0.016(3) 0.0000 N C12 0.29(1) 0.019(4) 0.068(5) -0.006(7) 0.087(6) -0.003(4) C C13 0.36(2) 0.023(5) 0.080(5) -0.014(8) 0.128(6) -0.010(4) C C14 0.18(2) 0.09(1) 0.12(2) 0.0000 0.03(2) 0.0000 C CL1 0.300(7) 0.57(2) 0.38(1) -0.192(9) 0.193(6) -0.16(1) Cl # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag CO CL 2.462(2) . . ? CO CL 2.462(2) . 2_655 ? CO N1 2.162(6) . . ? CO N1 2.162(6) . 2_655 ? CO N2 2.049(8) . . ? CO N2 2.049(8) . 2_655 ? CO N3 2.131(9) . . ? CO N3 2.131(9) . 2_655 ? N1 C1 1.332(9) . . ? N1 C5 1.360(9) . . ? C1 N1 1.332(9) . . ? C1 C2 1.38(1) . . ? C2 C1 1.38(1) . . ? C2 C3 1.37(1) . . ? C3 C2 1.37(1) . . ? C3 C4 1.37(1) . . ? C4 C3 1.37(1) . . ? C4 C5 1.39(1) . . ? C5 N1 1.360(9) . . ? C5 C4 1.39(1) . . ? C5 C6 1.48(1) . . ? C6 C5 1.48(1) . . ? C6 N2 1.347(8) . . ? C6 N2 1.347(8) . 2_655 ? C6 C7 1.39(1) . . ? N2 C6 1.347(8) . . ? N2 C6 1.347(8) . 2_655 ? C7 C6 1.39(1) . . ? C7 C8 1.406(9) . . ? C7 C8 1.406(9) . 2_655 ? C8 C7 1.406(9) . . ? C8 C7 1.406(9) . 2_655 ? C8 C9 1.43(2) . . ? C8 C9 1.43(2) . 2_655 ? C9 C8 1.43(2) . . ? C9 C8 1.43(2) . 2_655 ? C9 C10 1.16(1) . ._545 ? C9 C10 1.16(1) . 2_645 ? C10 C9 1.16(1) . ._565 ? C10 C9 1.16(1) . 2_665 ? C10 C11 1.48(2) . . ? C10 C11 1.48(2) . 2_655 ? C11 C10 1.48(2) . . ? C11 C10 1.48(2) . 2_655 ? N3 C12 1.28(1) . . ? N3 C12 1.28(1) . 2_655 ? C12 N3 1.28(1) . . ? C12 N3 1.28(1) . 2_655 ? C13 C11 1.31(1) . . ? C13 C11 1.31(1) . 2_655 ? C13 C12 1.38(1) . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag CL CO CL 179.4(1) . . 2_655 ? CL CO N1 88.6(2) . . . ? CL CO N1 91.3(2) . . 2_655 ? CL CO N2 89.72(7) . . . ? CL CO N3 90.28(7) . . . ? CL CO N1 88.6(2) . 2_655 . ? CL CO N1 91.3(2) . 2_655 2_655 ? CL CO N2 89.72(7) . 2_655 . ? CL CO N3 90.28(7) . 2_655 . ? N1 CO N1 153.4(3) . . 2_655 ? N1 CO N2 76.7(2) . . . ? N1 CO N3 103.3(2) . . . ? N1 CO N2 76.7(2) . 2_655 . ? N1 CO N3 103.3(2) . 2_655 . ? N2 CO N3 180.00 . . . ? C1 N1 C5 118.3(6) . . . ? N1 C1 C2 123.2(7) . . . ? C1 C2 C3 117.9(7) . . . ? C2 C3 C4 120.4(7) . . . ? C3 C4 C5 118.9(7) . . . ? N1 C5 C4 121.2(7) . . . ? N1 C5 C6 115.2(6) . . . ? C4 C5 C6 123.6(6) . . . ? C5 C6 N2 114.3(6) . . . ? C5 C6 C7 124.6(7) . . . ? N2 C6 C7 121.1(7) . . . ? C6 N2 C6 121.3(8) . . 2_655 ? C6 C7 C8 118.4(7) . . . ? C7 C8 C7 119(1) . . 2_655 ? C7 C8 C9 120.2(5) . . . ? C7 C8 C9 120.2(5) . 2_655 . ? C8 C9 C10 180.00 . . ._545 ? C9 C10 C11 180.00 . ._565 . ? C12 N3 C12 113(1) . . 2_655 ? C11 C13 C12 121(1) . . . ?