# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1781 #=============================================================================== data_global #=============================================================================== _audit_creation_date 16-11-99 # 1. SUBMISSION DETAILS _publ_contact_author_name # Name of author for correspondance ; ; _publ_contact_author_address # Address of author for correspondance ; ; _publ_contact_author_phone 'xxxxxxxxxx' _publ_contact_author_fax 'xxxxxxxxxx' _publ_contact_author_email xxx@xx.xx.xx _publ_requested_journal 'Acta Crystallographica C' _publ_contact_letter ; Please consider this CIF submission for publication as a new structure paper in Acta Crystallographica Section C. The figures, chemical structure diagram (scheme), Transfert of Copyright Agreement form and structure factors will be sent on receipt of your acknowledgement letter ; _publ_requested_category FM #=============================================================================== # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _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 ; ? ; # 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 'Dupont Karl' #<--'Last name, first name' ; Research School of Chemistry National Laboratory Ouchnock Islandia ; # 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_st503 #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C18 H14 N8' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C18 H14 N8' _chemical_formula_weight 342.37 _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 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P-1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,-y,-z _cell_length_a 6.384(1) _cell_length_b 7.007(1) _cell_length_c 9.941(1) _cell_angle_alpha 76 _cell_angle_beta 76 _cell_angle_gamma 80 _cell_volume 415.5(2) _cell_formula_units_Z 1 _cell_measurement_temperature 294 _cell_measurement_reflns_used 4814 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 27.7 _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.36 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 178 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 294 _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 ; 4814 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 35. mm. Scan angle = 2.0 deg 1 scans of 100 sec per frame. Data collection was divided into 5 sets with the following starting angles and number of frames : Set 1 Theta = 8.10 Omega = 180.00 Kappa = 0.00 91 frames Set 2 Theta = -8.10 Kappa = 136.00 Phi = 0.00 29 frames Set 3 Theta = 6.10 Kappa = 45.00 Phi = 0.00 50 frames Set 4 Theta = -5.80 Kappa = -170.00 Phi = 0.00 20 frames Set 5 Theta = 8.10 Kappa = 134.00 Phi = 0.00 15 frames Friedel pairs were averaged. Internal R = 0.03 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4814 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 27.68 _reflns_number_total 1896 _reflns_number_gt 1508 _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 '4Fo^2^/(\s^2^(Fo^2^)+0.0004 Fo^4^)+3.0' _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 1508 _refine_ls_number_parameters 118 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.057 _refine_ls_R_factor_gt 0.040 _refine_ls_wR_factor_all 0.051 _refine_ls_wR_factor_ref 0.049 _refine_ls_goodness_of_fit_all 1.113 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_shift/su_max 0.002 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 0.197 _refine_diff_density_min -0.207 #=============================================================================== # 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_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol C1 0.2103(2) -0.0246(2) 0.9160(1) 0.0306(5) Uani ? ? C C2 0.0765(2) 0.1562(2) 0.8950(1) 0.0302(5) Uani ? ? C C3 -0.1310(2) 0.1790(2) 0.9776(1) 0.0324(6) Uani ? ? C N1 0.4226(2) -0.0562(2) 0.8321(1) 0.0333(5) Uani ? ? N N2 0.5716(2) -0.1980(2) 0.8889(1) 0.0435(6) Uani ? ? N C4 0.7466(2) -0.1971(3) 0.7848(2) 0.0492(8) Uani ? ? C C5 0.7128(2) -0.0613(2) 0.6626(2) 0.0506(8) Uani ? ? C C6 0.5044(2) 0.0266(2) 0.6953(2) 0.0425(7) Uani ? ? C N3 0.1519(2) 0.3236(2) 0.7920(1) 0.0318(5) Uani ? ? N N4 0.0818(2) 0.3795(2) 0.6672(1) 0.0413(6) Uani ? ? N C7 0.1949(2) 0.5279(2) 0.5951(2) 0.0421(7) Uani ? ? C C8 0.3347(2) 0.5668(2) 0.6708(2) 0.0439(7) Uani ? ? C C9 0.3049(2) 0.4333(2) 0.7961(1) 0.0405(6) Uani ? ? C H1 0.2204 -0.3019 1.0387 0.0435 Uiso calc ? H H2 0.8794 -0.2798 0.7929 0.0685 Uiso calc C4 H H3 0.8134 -0.0353 0.5751 0.0710 Uiso calc C5 H H4 0.4306 0.1265 0.6342 0.0604 Uiso calc C6 H H5 0.1817 0.5987 0.5028 0.0590 Uiso calc C7 H H6 0.4305 0.6655 0.6414 0.0592 Uiso calc C8 H H7 0.3773 0.4197 0.8716 0.0522 Uiso calc C9 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 C1 0.0287(5) 0.0365(6) 0.0275(5) -0.0055(4) -0.0033(4) -0.0052(5) C C2 0.0325(5) 0.0316(5) 0.0269(5) -0.0066(4) -0.0054(4) -0.0015(5) C C3 0.0322(5) 0.0320(6) 0.0330(6) -0.0021(5) -0.0056(5) -0.0029(5) C N1 0.0299(5) 0.0368(5) 0.0335(5) -0.0039(4) -0.0018(4) -0.0048(4) N N2 0.0339(5) 0.0546(7) 0.0444(6) 0.0042(5) -0.0074(5) -0.0077(5) N C4 0.0312(6) 0.0649(9) 0.0588(8) 0.0003(6) -0.0013(6) -0.0187(7) C C5 0.0437(7) 0.0572(8) 0.0520(8) -0.0113(6) 0.0144(7) -0.0104(7) C C6 0.0466(7) 0.0441(7) 0.0374(7) -0.0068(6) 0.0062(6) -0.0007(6) C N3 0.0333(5) 0.0330(5) 0.0293(5) -0.0061(4) -0.0047(4) -0.0005(4) N N4 0.0452(5) 0.0461(6) 0.0339(5) -0.0106(5) -0.0114(4) 0.0045(5) N C7 0.0507(7) 0.0429(7) 0.0343(7) -0.0085(6) -0.0048(6) 0.0061(6) C C8 0.0481(7) 0.0396(7) 0.0444(7) -0.0157(5) -0.0002(6) -0.0021(6) C C9 0.0410(6) 0.0414(6) 0.0390(6) -0.0124(5) -0.0066(5) -0.0064(5) C # 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 C1 C2 1.402(2) . . ? C1 C3 1.392(2) . 2_557 ? C1 N1 1.424(2) . . ? C2 C3 1.388(2) . . ? C2 N3 1.431(2) . . ? N1 N2 1.370(2) . . ? N1 C6 1.361(2) . . ? N2 C4 1.330(2) . . ? C4 C5 1.391(3) . . ? C5 C6 1.364(2) . . ? N3 N4 1.366(2) . . ? N3 C9 1.356(2) . . ? N4 C7 1.332(2) . . ? C7 C8 1.392(2) . . ? C8 C9 1.364(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 C2 C1 C3 118.5(1) . . 2_557 ? C2 C1 N1 122.5(1) . . . ? C3 C1 N1 119.0(1) . 2_557 . ? C1 C2 C3 120.5(1) . . . ? C1 C2 N3 121.2(1) . . . ? C3 C2 N3 118.3(1) . . . ? C1 C3 C2 121.1(1) . 2_557 . ? C1 N1 N2 118.5(1) . . . ? C1 N1 C6 129.9(1) . . . ? N2 N1 C6 111.5(1) . . . ? N1 N2 C4 104.1(1) . . . ? N2 C4 C5 112.3(1) . . . ? C4 C5 C6 105.3(1) . . . ? N1 C6 C5 106.9(1) . . . ? C2 N3 N4 120.2(1) . . . ? C2 N3 C9 127.6(1) . . . ? N4 N3 C9 112.0(1) . . . ? N3 N4 C7 103.8(1) . . . ? N4 C7 C8 112.1(1) . . . ? C7 C8 C9 105.4(1) . . . ? N3 C9 C8 106.7(1) . . . ? data_st563 #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C42 H32 Cl4 Cu2 F12 N16 O12 S4' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C42 H32 Cl4 Cu2 F12 N16 O12 S4' _chemical_formula_weight 1577.95 _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 Cu ? 0.263 1.266 International_Tables_Vol_IV_Table_2.3.1 F ? 0.014 0.010 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 S ? 0.110 0.124 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C m c a' _symmetry_space_group_name_Hall '-C 2bc 2' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,1/2-y,1/2+z -x,1/2+y,1/2-z +x,-y,-z -x,-y,-z +x,1/2+y,1/2-z +x,1/2-y,1/2+z -x,+y,+z 1/2+x,1/2+y,+z 1/2-x,-y,1/2+z 1/2-x,+y,1/2-z 1/2+x,1/2-y,-z 1/2-x,1/2-y,-z 1/2+x,+y,1/2-z 1/2+x,-y,1/2+z 1/2-x,1/2+y,+z _cell_length_a 19.7081(7) _cell_length_b 17.9293(6) _cell_length_c 17.1966(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 6076.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 6988 _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 'blue' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.72 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 3160 _exptl_absorpt_coefficient_mu 1.121 _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 ; 6988 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 35. mm. Scan angle = 2.0 deg 1 scans of 35 sec per frame. Data collection was divided into 2 set(s) with the following starting angles and number of frames : Set 1 Theta = 6.00 Omega = 0.00 Kappa = 0.00 81 frames Set 2 Theta = -6.00 Kappa = 134.00 Phi = 0.00 172 frames Friedel pairs were not averaged. Internal R = 0.04 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6988 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3828 _reflns_number_gt 2127 _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 '4Fo^2^/(\s^2^(Fo^2^)+0.0004 Fo^4^)+0.3' _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 2127 _refine_ls_number_parameters 245 _refine_ls_number_restraints 23 _refine_ls_number_constraints 6 _refine_ls_R_factor_all 0.116 _refine_ls_R_factor_gt 0.077 _refine_ls_wR_factor_all 0.299 _refine_ls_wR_factor_ref 0.096 _refine_ls_goodness_of_fit_all 4.397 _refine_ls_goodness_of_fit_ref 1.300 _refine_ls_shift/su_max 0.003 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 0.929 _refine_diff_density_min -0.387 #=============================================================================== # 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 CU 0.5000 0.16107(6) 0.12969(7) 0.0303(5) 0.500 Uani ? ? Cu N1 0.4268(3) 0.1072(3) 0.1869(3) 0.037(3) 1.000 Uani ? ? N C1 0.4046(4) 0.1125(5) 0.2602(4) 0.046(4) 1.000 Uani ? ? C C2 0.3504(5) 0.0663(5) 0.2731(4) 0.048(5) 1.000 Uani ? ? C C3 0.3384(4) 0.0304(4) 0.2043(5) 0.045(4) 1.000 Uani ? ? C N2 0.3847(3) 0.0560(3) 0.1520(3) 0.033(3) 1.000 Uani ? ? N C4 0.3940(4) 0.0295(4) 0.0748(4) 0.030(3) 1.000 Uani ? ? C C5 0.3938(3) 0.0773(3) 0.0106(4) 0.028(3) 1.000 Uani ? ? C C6 0.3958(4) -0.0474(4) 0.0636(4) 0.032(3) 1.000 Uani ? ? C N3 0.3851(3) 0.1559(3) 0.0170(3) 0.031(3) 1.000 Uani ? ? N N4 0.4280(3) 0.2007(3) 0.0598(4) 0.035(3) 1.000 Uani ? ? N C7 0.4069(5) 0.2694(4) 0.0470(5) 0.045(4) 1.000 Uani ? ? C C8 0.3521(5) 0.2710(4) -0.0044(6) 0.050(5) 1.000 Uani ? ? C C9 0.3393(4) 0.1983(4) -0.0218(5) 0.045(4) 1.000 Uani ? ? C O1 0.5000 0.2582(4) 0.2079(5) 0.058(5) 0.500 Uani ? ? O O2 0.4246(8) 0.318(1) 0.298(1) 0.12(1) 0.500 Uani ? ? O O3 0.540(1) 0.2986(9) 0.3334(9) 0.12(1) 0.500 Uani ? ? O S1 0.5000 0.3076(2) 0.2745(2) 0.060(2) 0.500 Uani ? ? S C10 0.5000 0.3971(8) 0.2322(9) 0.08(1) 0.500 Uani ? ? C F1 0.4241(7) 0.3975(8) 0.209(1) 0.13(1) 0.500 Uani ? ? F F2 0.5000 0.4517(4) 0.2835(5) 0.078(5) 0.500 Uani ? ? F F3 0.4777(7) 0.4114(6) 0.1709(7) 0.104(9) 0.500 Uani ? ? F S2 0.2124(2) 0.0000 0.0000 0.070(2) 0.500 Uani ? ? S O4 0.2212(8) 0.0590(8) -0.0730(8) 0.14(1) 0.750 Uani ? ? O O5 0.2333(4) 0.0559(6) 0.0454(6) 0.079(6) 0.750 Uani ? ? O C11 0.1202(7) 0.0000 0.0000 0.057(7) 0.500 Uani ? ? C F4 0.0874(7) 0.027(1) 0.0626(8) 0.12(1) 0.500 Uani ? ? F F5 0.0938(6) 0.0610(6) 0.0235(9) 0.089(8) 0.500 Uani ? ? F F6 0.1043(7) 0.0487(7) -0.0541(8) 0.099(8) 0.500 Uani ? ? F C12 0.2345(6) 0.2685(7) 0.2663(7) 0.16(1) 0.500 Uiso ? ? C Cl1 0.2372 0.2103 0.3338 0.078(2) 0.500 Uiso ? ? Cl Cl2 0.2262 0.3525 0.3065 0.197(5) 0.500 Uiso ? ? Cl H1 0.4240 0.1442 0.2985 0.0623 1.000 Uiso calc C1 H H2 0.3261 0.0604 0.3203 0.0659 1.000 Uiso calc C2 H H3 0.3041 -0.0057 0.1948 0.0583 1.000 Uiso calc C3 H H4 0.3985 -0.0797 0.1073 0.0419 1.000 Uiso calc C6 H H5 0.4265 0.3124 0.0699 0.0656 1.000 Uiso calc C7 H H6 0.3288 0.3137 -0.0232 0.0727 1.000 Uiso calc C8 H H7 0.3045 0.1805 -0.0552 0.0603 1.000 Uiso calc C9 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 CU 0.0336(5) 0.0242(5) 0.0341(6) 0.0000 0.0000 -0.0022(6) Cu N1 0.040(3) 0.036(3) 0.034(3) -0.006(3) -0.000(3) -0.004(3) N C1 0.059(5) 0.054(4) 0.030(4) -0.014(4) 0.003(4) -0.005(4) C C2 0.061(5) 0.062(5) 0.029(4) -0.008(5) 0.013(4) -0.005(4) C C3 0.047(4) 0.048(4) 0.039(4) -0.013(4) 0.008(4) 0.007(4) C N2 0.036(3) 0.032(3) 0.031(3) -0.005(3) 0.003(3) -0.004(3) N C4 0.031(3) 0.029(3) 0.030(3) -0.002(3) 0.001(3) -0.002(3) C C5 0.029(3) 0.020(3) 0.040(4) -0.003(3) 0.002(3) 0.000(3) C C6 0.036(4) 0.027(3) 0.034(4) -0.002(3) -0.001(3) 0.005(3) C N3 0.037(3) 0.022(2) 0.038(3) 0.004(3) -0.002(3) -0.001(3) N N4 0.042(3) 0.023(3) 0.047(4) -0.003(3) -0.007(3) -0.004(3) N C7 0.065(5) 0.022(3) 0.064(5) 0.005(4) -0.019(5) -0.004(4) C C8 0.063(5) 0.025(4) 0.079(6) 0.012(4) -0.009(5) 0.008(4) C C9 0.049(4) 0.034(4) 0.057(5) 0.007(4) -0.014(4) 0.000(4) C O1 0.086(6) 0.034(4) 0.067(5) 0.0000 0.0000 -0.025(4) O O2 0.09(1) 0.12(1) 0.17(1) -0.04(1) 0.075(9) -0.08(1) O O3 0.23(2) 0.09(1) 0.098(9) 0.00(1) -0.103(9) 0.000(9) O S1 0.110(3) 0.037(1) 0.053(2) 0.0000 0.0000 -0.015(1) S C10 0.16(2) 0.049(7) 0.061(9) 0.0000 0.0000 -0.018(7) C F1 0.100(8) 0.104(9) 0.20(1) 0.053(7) -0.075(9) -0.05(1) F F2 0.108(6) 0.041(4) 0.109(6) 0.0000 0.0000 -0.031(4) F F3 0.16(2) 0.076(6) 0.092(7) 0.012(8) -0.065(7) 0.015(6) F S2 0.043(2) 0.068(2) 0.119(3) 0.0000 0.0000 -0.047(2) S O4 0.16(1) 0.129(9) 0.15(1) -0.016(9) 0.041(9) 0.054(8) O O5 0.043(5) 0.099(6) 0.118(7) -0.012(5) -0.006(5) -0.054(5) O C11 0.046(7) 0.054(7) 0.074(8) 0.0000 0.0000 0.000(7) C F4 0.079(8) 0.23(2) 0.092(9) -0.03(1) 0.030(7) -0.05(1) F F5 0.067(6) 0.055(6) 0.19(1) 0.015(6) 0.067(7) -0.011(8) F F6 0.088(8) 0.076(7) 0.15(1) 0.019(7) -0.051(7) 0.035(7) F # 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 CU N1 1.995(6) . . ? CU N1 1.995(6) . 8_655 ? CU N4 1.992(6) . . ? CU N4 1.992(6) . 8_655 ? CU O1 2.201(8) . . ? CU O1 2.201(8) . 8_655 ? N1 C1 1.34(1) . . ? N1 N2 1.375(8) . . ? C1 C2 1.37(1) . . ? C1 C3 2.19(1) . . ? C1 N2 2.15(1) . . ? C2 C3 1.37(1) . . ? C2 N2 2.20(1) . . ? C3 N2 1.362(9) . . ? N2 C4 1.422(9) . . ? C4 C5 1.40(1) . . ? C4 C6 1.393(9) . . ? C5 C6 1.38(1) . 4_555 ? C5 N3 1.424(8) . . ? N3 N4 1.380(8) . . ? N3 C7 2.143(9) . . ? N3 C8 2.195(9) . . ? N3 C9 1.35(1) . . ? N4 C7 1.317(9) . . ? C7 C8 1.40(1) . . ? C7 C9 2.19(1) . . ? C8 C9 1.36(1) . . ? O1 S1 1.446(9) . . ? O1 S1 1.446(9) . 8_655 ? O2 S1 1.55(3) . . ? O2 S1 1.55(3) . 8_655 ? O2 F1 2.10(4) . . ? O3 O3 1.56(7) . 8_655 ? O3 S1 1.29(3) . . ? O3 S1 1.29(3) . 8_655 ? S1 C10 1.76(2) . . ? S1 C10 1.76(2) . 8_655 ? C10 F1 1.55(2) . . ? C10 F1 1.55(2) . 8_655 ? C10 F2 1.32(2) . . ? C10 F2 1.32(2) . 8_655 ? C10 F3 1.17(2) . . ? C10 F3 1.17(2) . 8_655 ? F1 F2 2.20(2) . . ? F1 F2 2.20(2) . 8_655 ? F1 F3 1.27(3) . . ? F1 F3 2.06(4) . 8_655 ? F2 F3 2.11(2) . . ? F2 F3 2.11(2) . 8_655 ? S2 O4 1.65(1) . . ? S2 O4 1.65(1) . 4_555 ? S2 O5 1.335(9) . . ? S2 O5 1.335(9) . 4_555 ? S2 C11 1.82(1) . . ? S2 C11 1.82(1) . 4_555 ? O4 O5 2.05(2) . . ? O4 O5 2.13(2) . 4_555 ? C11 F4 1.34(2) . . ? C11 F4 1.34(2) . 4_555 ? C11 F5 1.28(2) . . ? C11 F5 1.28(2) . 4_555 ? C11 F6 1.31(1) . . ? C11 F6 1.31(1) . 4_555 ? F4 F5 2.16(2) . 4_555 ? F4 F6 2.07(2) . . ? F4 F6 1.40(3) . 4_555 ? F5 F6 1.37(3) . . ? F5 F6 2.05(2) . 4_555 ? C12 Cl1 1.56(1) . . ? C12 Cl1 2.09(1) . 11_545 ? C12 Cl2 1.67(1) . . ? C12 Cl2 2.11(1) . 11_545 ? Cl2 Cl2 2.1598 . 11_545 ? 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 CU N1 92.6(4) . . 8_655 ? N1 CU N4 87.4(3) . . . ? N1 CU N4 170.3(3) . . 8_655 ? N1 CU O1 94.7(3) . . . ? N1 CU N4 170.3(3) . 8_655 . ? N1 CU N4 87.4(3) . 8_655 8_655 ? N1 CU O1 94.7(3) . 8_655 . ? N4 CU N4 90.9(4) . . 8_655 ? N4 CU O1 95.0(2) . . . ? N4 CU O1 95.0(2) . 8_655 . ? CU N1 C1 131.8(5) . . . ? CU N1 N2 122.9(5) . . . ? C1 N1 N2 105.2(6) . . . ? N1 C1 C2 111.4(7) . . . ? N1 C1 C3 74.6(5) . . . ? N1 C1 N2 38.0(4) . . . ? C2 C1 C3 36.8(4) . . . ? C2 C1 N2 73.4(5) . . . ? C3 C1 N2 36.6(3) . . . ? C1 C2 C3 106.3(7) . . . ? C1 C2 N2 69.9(5) . . . ? C3 C2 N2 36.3(4) . . . ? C1 C3 C2 36.9(5) . . . ? C1 C3 N2 70.3(5) . . . ? C2 C3 N2 107.3(7) . . . ? N1 N2 C1 36.8(4) . . . ? N1 N2 C2 73.5(4) . . . ? N1 N2 C3 109.9(6) . . . ? N1 N2 C4 123.6(6) . . . ? C1 N2 C2 36.7(3) . . . ? C1 N2 C3 73.1(5) . . . ? C1 N2 C4 160.1(5) . . . ? C2 N2 C3 36.4(4) . . . ? C2 N2 C4 162.3(5) . . . ? C3 N2 C4 126.2(6) . . . ? N2 C4 C5 122.1(6) . . . ? N2 C4 C6 117.6(6) . . . ? C5 C4 C6 119.9(6) . . . ? C4 C5 C6 119.4(6) . . 4_555 ? C4 C5 N3 123.1(6) . . . ? C6 C5 N3 117.2(6) . 4_555 . ? C4 C6 C5 120.6(6) . . 4_555 ? C5 N3 N4 123.0(6) . . . ? C5 N3 C7 159.1(6) . . . ? C5 N3 C8 162.5(6) . . . ? C5 N3 C9 126.8(7) . . . ? N4 N3 C7 36.4(4) . . . ? N4 N3 C8 73.9(4) . . . ? N4 N3 C9 110.0(6) . . . ? C7 N3 C8 37.5(3) . . . ? C7 N3 C9 73.6(5) . . . ? C8 N3 C9 36.1(5) . . . ? CU N4 N3 123.4(4) . . . ? CU N4 C7 131.2(6) . . . ? N3 N4 C7 105.2(6) . . . ? N3 C7 N4 38.4(4) . . . ? N3 C7 C8 73.3(5) . . . ? N3 C7 C9 36.4(3) . . . ? N4 C7 C8 111.7(7) . . . ? N4 C7 C9 74.9(5) . . . ? C8 C7 C9 36.8(4) . . . ? N3 C8 C7 69.2(5) . . . ? N3 C8 C9 36.0(4) . . . ? C7 C8 C9 105.2(7) . . . ? N3 C9 C7 69.9(5) . . . ? N3 C9 C8 107.9(8) . . . ? C7 C9 C8 38.0(5) . . . ? CU O1 S1 165.4(6) . . . ? S1 O2 F1 83(1) . . . ? O3 O3 S1 52(1) . 8_655 . ? O1 S1 O2 106(1) . . . ? O1 S1 O2 106(1) . . 8_655 ? O1 S1 O3 123(1) . . . ? O1 S1 O3 123(1) . . 8_655 ? O1 S1 C10 103.4(7) . . . ? O2 S1 O2 146(2) . . 8_655 ? O2 S1 O3 112(2) . . . ? O2 S1 O3 39(1) . . 8_655 ? O2 S1 C10 90(1) . . . ? O2 S1 O3 39(1) . 8_655 . ? O2 S1 O3 112(2) . 8_655 8_655 ? O2 S1 C10 90(1) . 8_655 . ? O3 S1 O3 74(3) . . 8_655 ? O3 S1 C10 116(1) . . . ? O3 S1 C10 116(1) . 8_655 . ? S1 C10 F1 96(1) . . . ? S1 C10 F1 96(1) . . 8_655 ? S1 C10 F2 113(1) . . . ? S1 C10 F3 124(1) . . . ? S1 C10 F3 124(1) . . 8_655 ? F1 C10 F1 149(2) . . 8_655 ? F1 C10 F2 99.8(9) . . . ? F1 C10 F3 53(1) . . . ? F1 C10 F3 97(2) . . 8_655 ? F1 C10 F2 99.8(9) . 8_655 . ? F1 C10 F3 97(2) . 8_655 . ? F1 C10 F3 53(1) . 8_655 8_655 ? F2 C10 F3 116(1) . . . ? F2 C10 F3 116(1) . . 8_655 ? F3 C10 F3 44(2) . . 8_655 ? O2 F1 C10 78(1) . . . ? O2 F1 F2 82(1) . . . ? O2 F1 F3 120(1) . . . ? O2 F1 F3 108(1) . . 8_655 ? C10 F1 F2 36.2(7) . . . ? C10 F1 F3 47(1) . . . ? C10 F1 F3 34(1) . . 8_655 ? F2 F1 F3 69(1) . . . ? F2 F1 F3 59.5(9) . . 8_655 ? F3 F1 F3 13.6(8) . . 8_655 ? C10 F2 F1 44.0(5) . . . ? C10 F2 F1 44.0(5) . . 8_655 ? C10 F2 F3 29.8(9) . . . ? C10 F2 F3 29.8(9) . . 8_655 ? F1 F2 F1 85(1) . . 8_655 ? F1 F2 F3 34.1(7) . . . ? F1 F2 F3 56(1) . . 8_655 ? F1 F2 F3 56(1) . 8_655 . ? F1 F2 F3 34.1(7) . 8_655 8_655 ? F3 F2 F3 23(1) . . 8_655 ? C10 F3 F1 78(1) . . . ? C10 F3 F1 48(1) . . 8_655 ? C10 F3 F2 34.0(9) . . . ? F1 F3 F1 126(2) . . 8_655 ? F1 F3 F2 76(1) . . . ? F1 F3 F2 63.6(9) . 8_655 . ? O4 S2 O4 167(1) . . 4_555 ? O4 S2 O5 86.1(8) . . . ? O4 S2 O5 90.2(7) . . 4_555 ? O4 S2 C11 96.1(6) . . . ? O4 S2 O5 90.2(7) . 4_555 . ? O4 S2 O5 86.1(8) . 4_555 4_555 ? O4 S2 C11 96.1(6) . 4_555 . ? O5 S2 O5 144.1(8) . . 4_555 ? O5 S2 C11 107.9(4) . . . ? O5 S2 C11 108.0(4) . 4_555 . ? S2 O4 O5 40.5(5) . . . ? S2 O4 O5 38.9(4) . . 4_555 ? O5 O4 O5 74.9(6) . . 4_555 ? S2 O5 O4 53.4(6) . . . ? S2 O5 O4 50.9(5) . . 4_555 ? O4 O5 O4 103.6(6) . . 4_555 ? S2 C11 F4 118(1) . . . ? S2 C11 F4 118(1) . . 4_555 ? S2 C11 F5 114(1) . . . ? S2 C11 F5 114(1) . . 4_555 ? S2 C11 F6 103(1) . . . ? S2 C11 F6 103(1) . . 4_555 ? F4 C11 F4 122(2) . . 4_555 ? F4 C11 F5 41(1) . . . ? F4 C11 F5 111(1) . . 4_555 ? F4 C11 F6 102(1) . . . ? F4 C11 F6 63(1) . . 4_555 ? F4 C11 F5 111(1) . 4_555 . ? F4 C11 F5 41(1) . 4_555 4_555 ? F4 C11 F6 63(1) . 4_555 . ? F4 C11 F6 102(1) . 4_555 4_555 ? F5 C11 F5 131(2) . . 4_555 ? F5 C11 F6 63(1) . . . ? F5 C11 F6 104(1) . . 4_555 ? F5 C11 F6 104(1) . 4_555 . ? F5 C11 F6 63(1) . 4_555 4_555 ? F6 C11 F6 152(2) . . 4_555 ? C11 F4 F5 33.4(8) . . 4_555 ? C11 F4 F6 38.3(7) . . . ? C11 F4 F6 57(1) . . 4_555 ? F5 F4 F6 57.8(8) . 4_555 . ? F5 F4 F6 38(1) . 4_555 4_555 ? F6 F4 F6 92(1) . . 4_555 ? C11 F5 F4 35.4(8) . . 4_555 ? C11 F5 F6 59(1) . . . ? C11 F5 F6 38.4(6) . . 4_555 ? F4 F5 F6 39(1) . 4_555 . ? F4 F5 F6 58.9(9) . 4_555 4_555 ? F6 F5 F6 94(1) . . 4_555 ? C11 F6 F4 39(1) . . . ? C11 F6 F4 59(1) . . 4_555 ? C11 F6 F5 56.9(9) . . . ? C11 F6 F5 37.2(8) . . 4_555 ? F4 F6 F4 82(1) . . 4_555 ? F4 F6 F5 20(1) . . . ? F4 F6 F5 63(1) . . 4_555 ? F4 F6 F5 102(1) . 4_555 . ? F4 F6 F5 22(1) . 4_555 4_555 ? F5 F6 F5 83(1) . . 4_555 ? Cl1 C12 Cl1 105.7(7) . . 11_545 ? Cl1 C12 Cl2 107.3(7) . . . ? Cl1 C12 Cl2 155.1(8) . . 11_545 ? Cl1 C12 Cl2 145.2(7) . 11_545 . ? Cl1 C12 Cl2 76.6(4) . 11_545 11_545 ? Cl2 C12 Cl2 68.7(5) . . 11_545 ? C12 Cl1 C12 20.4(7) . . 11_545 ? C12 Cl2 C12 21.6(7) . . 11_545 ? C12 Cl2 Cl2 65.3(4) . . 11_545 ? C12 Cl2 Cl2 45.9(4) . 11_545 11_545 ? data_st517 #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C40 H38 Cl12 Cu3 N16 O2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C40 H38 Cl12 Cu3 N16 O2' _chemical_formula_weight 1390.91 _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 Cu ? 0.263 1.266 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 orthorhombic _symmetry_space_group_name_H-M 'I m m m' _symmetry_space_group_name_Hall '-I 2 2' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,-y,+z -x,+y,-z +x,-y,-z -x,-y,-z +x,+y,-z +x,-y,+z -x,+y,+z 1/2+x,1/2+y,1/2+z 1/2-x,1/2-y,1/2+z 1/2-x,1/2+y,1/2-z 1/2+x,1/2-y,1/2-z 1/2-x,1/2-y,1/2-z 1/2+x,1/2+y,1/2-z 1/2+x,1/2-y,1/2+z 1/2-x,1/2+y,1/2+z _cell_length_a 10.0302(5) _cell_length_b 11.3568(6) _cell_length_c 23.5388(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2681.3(4) _cell_formula_units_Z 2 _cell_measurement_temperature 294 _cell_measurement_reflns_used 8320 _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 needle _exptl_crystal_colour 'green' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.72 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 1394 _exptl_absorpt_coefficient_mu 1.830 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 294 _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 ; 8320 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 = 8.20 Omega = 0.00 Kappa = 0.00 79 frames Set 2 Theta = -6.40 Kappa = 172.00 Phi = 0.00 14 frames Friedel pairs were not averaged. Internal R = 0.03 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 8320 _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 27.49 _reflns_number_total 1739 _reflns_number_gt 1486 _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 '4Fo^2^/(\s^2^(Fo^2^)+0.0001 Fo^4^)+0.5' _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 1486 _refine_ls_number_parameters 106 _refine_ls_number_restraints 48 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.050 _refine_ls_R_factor_gt 0.042 _refine_ls_wR_factor_all 0.064 _refine_ls_wR_factor_ref 0.052 _refine_ls_goodness_of_fit_all 1.285 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_shift/su_max 0.002 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 0.893 _refine_diff_density_min -0.810 #=============================================================================== # 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 CU1 0.5000 0.0000 0.15765(3) 0.0111(3) 0.250 Uani ? ? Cu CL1 0.5000 0.0000 0.26154(7) 0.0183(7) 0.250 Uani ? ? Cl N1 0.6379(3) -0.1268(2) 0.1474(1) 0.014(1) 1.000 Uani ? ? N C1 0.7323(4) -0.1607(3) 0.1836(1) 0.019(2) 1.000 Uani ? ? C C2 0.8049(3) -0.2562(3) 0.1620(1) 0.020(2) 1.000 Uani ? ? C C3 0.7497(3) -0.2798(3) 0.1099(1) 0.019(1) 1.000 Uani ? ? C N2 0.6479(3) -0.2018(2) 0.1020(1) 0.013(1) 1.000 Uani ? ? N C4 0.5700(3) -0.1897(3) 0.0514(1) 0.013(1) 1.000 Uani ? ? C C5 0.6381(5) -0.1871(4) 0.0000 0.014(2) 0.500 Uani ? ? C CU2 1.0000 -0.5000 0.0000 0.0250(6) 0.125 Uani ? ? Cu CL2 0.7726(2) -0.5000 0.0000 0.0234(8) 0.250 Uani ? ? Cl CL3 1.0000 -0.2990(2) 0.0000 0.032(1) 0.250 Uani ? ? Cl C6 1.0000 0.0000 0.0900(6) 0.080(9) 0.250 Uani ? ? C O 0.879(2) 0.0000 0.0597(5) 0.078(8) 0.250 Uani ? ? O C7 0.445(1) -0.5000 0.1780(5) 0.027(5) 0.250 Uani ? ? C CL4 0.5000 -0.5000 0.10774(9) 0.037(1) 0.250 Uani ? ? Cl CL5 0.5000 -0.3724(1) 0.21452(6) 0.0342(7) 0.500 Uani ? ? Cl H1 0.7484 -0.1249 0.2194 0.0251 1.000 Uiso calc C1 H H2 0.8770 -0.2961 0.1798 0.0267 1.000 Uiso calc C2 H H3 0.7773 -0.3393 0.0841 0.0244 1.000 Uiso calc C3 H H4 0.7328 -0.1835 0.0000 0.0186 0.500 Uiso calc C5 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 CU1 0.0133(3) 0.0103(3) 0.0099(3) 0.0000 0.0000 0.0000 Cu CL1 0.0297(9) 0.0207(7) 0.0100(7) 0.0000 0.0000 0.0000 Cl N1 0.017(1) 0.015(1) 0.011(1) 0.002(1) -0.002(1) -0.003(1) N C1 0.020(2) 0.024(2) 0.014(1) 0.003(1) -0.005(1) -0.002(1) C C2 0.017(2) 0.026(2) 0.019(1) 0.005(1) -0.004(1) 0.004(1) C C3 0.019(2) 0.019(1) 0.018(1) 0.006(1) 0.002(1) 0.000(1) C N2 0.015(1) 0.015(1) 0.009(1) 0.003(1) -0.001(1) -0.002(1) N C4 0.015(1) 0.012(1) 0.012(1) 0.000(1) -0.002(1) -0.000(1) C C5 0.013(2) 0.015(2) 0.015(2) 0.002(2) 0.0000 0.0000 C CU2 0.0226(6) 0.0249(6) 0.0276(6) 0.0000 0.0000 0.0000 Cu CL2 0.0260(9) 0.0194(7) 0.0254(8) 0.0000 0.0000 0.0000 Cl CL3 0.0249(9) 0.0268(9) 0.051(1) 0.0000 0.0000 0.0000 Cl C6 0.10(1) 0.062(8) 0.078(9) 0.0000 0.0000 0.0000 C O 0.11(1) 0.076(8) 0.056(7) 0.0000 -0.011(7) 0.0000 O C7 0.027(5) 0.023(5) 0.031(5) 0.0000 -0.004(5) 0.0000 C CL4 0.058(1) 0.0287(9) 0.030(1) 0.0000 0.0000 0.0000 Cl CL5 0.0337(7) 0.0312(7) 0.0380(7) 0.0000 0.0000 -0.0089(6) 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 CU1 CL1 2.445(2) . . ? CU1 CL1 2.445(2) . 2_655 ? CU1 CL1 2.445(2) . 7_555 ? CU1 CL1 2.445(2) . 8_655 ? CU1 N1 2.011(3) . . ? CU1 N1 2.011(3) . 2_655 ? CU1 N1 2.011(3) . 7_555 ? CU1 N1 2.011(3) . 8_655 ? N1 C1 1.331(4) . . ? N1 N2 1.371(4) . . ? C1 C2 1.400(5) . . ? C2 C3 1.372(5) . . ? C3 N2 1.365(4) . . ? N2 C4 1.430(4) . . ? C4 C4 1.405(6) . 8_655 ? C4 C5 1.391(4) . . ? C4 C5 1.391(4) . 6_555 ? CU2 CL2 2.281(2) . . ? CU2 CL2 2.281(2) . 5_745 ? CU2 CL2 2.281(2) . 2_745 ? CU2 CL2 2.281(2) . 6_555 ? CU2 CL2 2.281(2) . 3_755 ? CU2 CL2 2.281(2) . 7_545 ? CU2 CL2 2.281(2) . 4_545 ? CU2 CL2 2.281(2) . 8_755 ? CU2 CL3 2.283(2) . . ? CU2 CL3 2.283(2) . 5_745 ? CU2 CL3 2.283(2) . 2_745 ? CU2 CL3 2.283(2) . 6_555 ? CU2 CL3 2.283(2) . 3_755 ? CU2 CL3 2.283(2) . 7_545 ? CU2 CL3 2.283(2) . 4_545 ? CU2 CL3 2.283(2) . 8_755 ? C7 C7 1.10(2) . 2_645 ? C7 C7 1.10(2) . 8_655 ? C7 CL4 1.74(1) . . ? C7 CL4 1.74(1) . 2_645 ? C7 CL4 1.74(1) . 7_545 ? C7 CL4 1.74(1) . 8_655 ? C7 CL5 1.772(7) . . ? C7 CL5 1.772(7) . 2_645 ? C7 CL5 1.772(7) . 7_545 ? C7 CL5 1.772(7) . 8_655 ? 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 CL1 CU1 N1 96.90(8) . . . ? CL1 CU1 N1 96.90(8) . . 2_655 ? CL1 CU1 N1 96.90(8) . . 7_555 ? CL1 CU1 N1 96.90(8) . . 8_655 ? N1 CU1 N1 166.2(2) . . 2_655 ? N1 CU1 N1 91.4(2) . . 7_555 ? N1 CU1 N1 86.9(2) . . 8_655 ? N1 CU1 N1 86.9(2) . 2_655 7_555 ? N1 CU1 N1 91.4(2) . 2_655 8_655 ? N1 CU1 N1 166.2(2) . 7_555 8_655 ? C1 N1 N2 105.5(3) . . . ? N1 C1 C2 111.3(3) . . . ? C1 C2 C3 105.4(3) . . . ? C2 C3 N2 107.3(3) . . . ? N1 N2 C3 110.6(3) . . . ? N1 N2 C4 123.3(3) . . . ? C3 N2 C4 125.8(3) . . . ? N2 C4 C4 123.1(2) . . 8_655 ? N2 C4 C5 117.3(3) . . . ? C4 C4 C5 119.4(2) . 8_655 . ? C4 C5 C4 121.1(4) . . 6_555 ? CL2 CU2 CL2 180.00 . . 5_745 ? CL2 CU2 CL3 90.00 . . . ? CL2 CU2 CL3 90.00 . . 5_745 ? CL2 CU2 CL3 90.00 . 5_745 . ? CL2 CU2 CL3 90.00 . 5_745 5_745 ? CL3 CU2 CL3 180.00 . . 5_745 ? C7 C7 CL4 71.7(4) . 2_645 . ? C7 C7 CL5 72.0(4) . 2_645 . ? C7 C7 CL5 72.0(4) . 2_645 2_645 ? CL4 C7 CL5 111.3(4) . . . ? CL4 C7 CL5 111.3(4) . . 2_645 ? CL5 C7 CL5 109.8(6) . . 2_645 ? C7 CL4 C7 36.7(8) . . 2_645 ? C7 CL5 C7 36.1(7) . . 2_645 ?