# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef 'tan_cpds_csdciffile.txt' # 1. SUBMISSION DETAILS _publ_contact_author_name 'Professor Dr. Jan Reedijk' _publ_contact_author_address ; Leiden Institute of Chemistry Gorlaeus Laboratories Leiden University P.O. Box 9502 2300 RA Leiden the Netherlands ; _publ_contact_author_phone -31-71-5274459 _publ_contact_author_fax -31-71-5274671 _publ_contact_author_email g.albada@chem.leidenuniv.nl _publ_requested_category ? _publ_requested_coeditor_name ? _publ_contact_letter ; This ciffile includes 6 new structures to be put into the publication in Dalton Greetings, G.A.van Albada on behalf of Prof. J. reedijk ; #============================================================================= # 3. TITLE AND AUTHOR LIST _publ_section_title ; Copper perchlorate and tetrafluoridoborate compounds with the ligand 1,4,5-triazanaphthalene. Spontaneous, gradual transformation of mononuclear Cu(II) compounds via polynuclear mixed-valence Cu(II)/Cu(I) species to dinuclear Cu(I); syntheses, characterizations and X-ray structures. ; loop_ _publ_author_address ; Leiden Institute of Chemistry Gorlaeus Laboratories Leiden University P.O. Box 9502 2300 RA Leiden the Netherlands ; ; Laboratory of Inorganic Chemistry Department of Chemistry P.O. Box 55 (A. I. Virtasen aukio 1) FIN-00014 University of Helsinki Finland ; ; Department of Chemistry College of Science King Saud university P.O.Box 2455 Riyadh 11451 Kingdom of Saudi Arabia ; ; Department of Chemistry College of Science King Saud university P.O.Box 2455 Riyadh 11451 Kingdom of Saudi Arabia ; ; Leiden Institute of Chemistry Gorlaeus Laboratories Leiden University P.O. Box 9502 2300 RA Leiden the Netherlands ; ; Leiden Institute of Chemistry Gorlaeus Laboratories Leiden University P.O. Box 9502 2300 RA Leiden the Netherlands ; _publ_author_name J.Reedijk #========================================COMPOUND 1 ============= data_pypy111 _database_code_depnum_ccdc_archive 'CCDC 848062' #TrackingRef 'tan_cpds_csdciffile.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C59 H56 Cl4 Cu2 N24 O21' _chemical_formula_weight 1706.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.395(2) _cell_length_b 11.231(2) _cell_length_c 17.471(3) _cell_angle_alpha 89.88(3) _cell_angle_beta 89.22(3) _cell_angle_gamma 76.15(3) _cell_volume 1789.7(6) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 138 _cell_measurement_theta_min 4.70 _cell_measurement_theta_max 22.15 _exptl_crystal_description needle _exptl_crystal_colour purple _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.01 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.583 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 0.835 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9516 _exptl_absorpt_correction_T_max 0.9917 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 \f-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20439 _diffrn_reflns_av_R_equivalents 0.0942 _diffrn_reflns_av_sigmaI/netI 0.1111 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 25.05 _reflns_number_total 6299 _reflns_number_gt 4075 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'DirAx (Duisenberg 1992)' _computing_data_reduction 'COLLECT/EVAL (Nonius, 2002)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELXTL (Sheldrick, 1990)' _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^)+(0.1002P)^2^+8.6274P] 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 6299 _refine_ls_number_parameters 516 _refine_ls_number_restraints 44 _refine_ls_R_factor_all 0.1417 _refine_ls_R_factor_gt 0.0897 _refine_ls_wR_factor_ref 0.2321 _refine_ls_wR_factor_gt 0.2022 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.06612(9) 0.90274(8) 0.25063(5) 0.0222(3) Uani 1 1 d . . . N11 N 0.5779(7) 0.9124(7) 0.1283(4) 0.0427(18) Uani 1 1 d . . . C12 C 0.5987(9) 0.7930(8) 0.1382(5) 0.049(2) Uani 1 1 d . . . H12A H 0.6904 0.7418 0.1228 0.059 Uiso 1 1 calc R . . C13 C 0.4927(9) 0.7371(7) 0.1704(5) 0.041(2) Uani 1 1 d . . . H13A H 0.5148 0.6505 0.1761 0.049 Uiso 1 1 calc R . . N14 N 0.3613(7) 0.8042(6) 0.1930(3) 0.0327(15) Uani 1 1 d . . . N15 N 0.2015(6) 0.9978(5) 0.2042(3) 0.0256(13) Uani 1 1 d . . . C110 C 0.3380(7) 0.9277(7) 0.1822(4) 0.0262(16) Uani 1 1 d . . . N21 N -0.0821(9) 0.5419(7) 0.3979(4) 0.0506(19) Uani 1 1 d . . . C22 C 0.0601(12) 0.4920(8) 0.3855(6) 0.061(3) Uani 1 1 d . . . H22A H 0.1023 0.4136 0.4065 0.073 Uiso 1 1 calc R . . C23 C 0.1493(10) 0.5520(8) 0.3424(6) 0.054(3) Uani 1 1 d . . . H23A H 0.2486 0.5104 0.3331 0.065 Uiso 1 1 calc R . . N24 N 0.1016(7) 0.6636(6) 0.3140(4) 0.0383(16) Uani 1 1 d . . . N25 N -0.0900(6) 0.8328(5) 0.2991(3) 0.0251(13) Uani 1 1 d . . . C16 C 0.1723(8) 1.1190(6) 0.1972(4) 0.0239(15) Uani 1 1 d . . . H16A H 0.0781 1.1658 0.2124 0.029 Uiso 1 1 calc R . . C17 C 0.2752(9) 1.1811(7) 0.1679(4) 0.0347(19) Uani 1 1 d . . . H17A H 0.2513 1.2680 0.1643 0.042 Uiso 1 1 calc R . . C18 C 0.4101(8) 1.1134(7) 0.1449(4) 0.0335(18) Uani 1 1 d . . . H18A H 0.4811 1.1530 0.1246 0.040 Uiso 1 1 calc R . . C19 C 0.4436(7) 0.9831(7) 0.1513(4) 0.0286(17) Uani 1 1 d . . . C210 C -0.0430(8) 0.7173(7) 0.3276(4) 0.0306(17) Uani 1 1 d . . . N31 N 0.0442(9) 1.1774(8) 0.4951(4) 0.050(2) Uani 1 1 d . . . C32 C -0.0638(12) 1.2467(9) 0.4573(5) 0.053(3) Uani 1 1 d . . . H32A H -0.1149 1.3221 0.4797 0.064 Uiso 1 1 calc R . . C33 C -0.1096(10) 1.2136(8) 0.3825(5) 0.047(2) Uani 1 1 d . . . H33 H -0.1891 1.2669 0.3574 0.057 Uiso 1 1 calc R . . N34 N -0.0395(7) 1.1077(6) 0.3489(4) 0.0379(16) Uani 1 1 d . . . N35 N 0.1438(6) 0.9298(6) 0.3529(3) 0.0277(14) Uani 1 1 d . . . C36 C 0.2570(8) 0.8554(8) 0.3870(4) 0.0343(19) Uani 1 1 d . . . H36A H 0.3038 0.7805 0.3626 0.041 Uiso 1 1 calc R . . C37 C 0.3086(10) 0.8840(10) 0.4569(5) 0.047(2) Uani 1 1 d . . . H37A H 0.3918 0.8309 0.4792 0.056 Uiso 1 1 calc R . . C38 C 0.2378(10) 0.9897(10) 0.4930(5) 0.047(2) Uani 1 1 d . . . H38A H 0.2708 1.0080 0.5418 0.056 Uiso 1 1 calc R . . C39 C 0.1184(10) 1.0715(9) 0.4604(4) 0.044(2) Uani 1 1 d . . . C310 C 0.0737(9) 1.0366(8) 0.3871(4) 0.0338(19) Uani 1 1 d . . . N41 N -0.2088(7) 1.0032(6) -0.0080(3) 0.0339(15) Uani 1 1 d . . . C42 C -0.2522(8) 1.1090(8) 0.0262(4) 0.0347(19) Uani 1 1 d . . . H42A H -0.3154 1.1734 -0.0010 0.042 Uiso 1 1 calc R . . C43 C -0.2116(8) 1.1349(8) 0.1013(4) 0.0341(18) Uani 1 1 d . . . H43A H -0.2474 1.2144 0.1225 0.041 Uiso 1 1 calc R . . N44 N -0.1256(6) 1.0501(6) 0.1409(3) 0.0282(14) Uani 1 1 d . . . N45 N 0.0149(6) 0.8465(5) 0.1484(3) 0.0254(13) Uani 1 1 d . . . C46 C 0.0615(8) 0.7356(7) 0.1192(4) 0.0301(17) Uani 1 1 d . . . H46A H 0.1248 0.6748 0.1490 0.036 Uiso 1 1 calc R . . C47 C 0.0224(8) 0.7029(7) 0.0467(4) 0.0335(18) Uani 1 1 d . . . H47A H 0.0574 0.6218 0.0277 0.040 Uiso 1 1 calc R . . C48 C -0.0668(9) 0.7904(8) 0.0043(4) 0.0355(19) Uani 1 1 d . . . H48A H -0.0945 0.7704 -0.0452 0.043 Uiso 1 1 calc R . . C49 C -0.1200(7) 0.9126(7) 0.0330(4) 0.0263(16) Uani 1 1 d . . . C410 C -0.0777(7) 0.9362(7) 0.1070(4) 0.0252(16) Uani 1 1 d . . . Cl1 Cl 0.4278(2) 1.1967(2) 0.36354(12) 0.0452(6) Uani 1 1 d . . . O1 O 0.5072(15) 0.3713(12) 0.0728(8) 0.161(5) Uani 1 1 d DU . . H1A H 0.5216 0.3286 0.0330 0.241 Uiso 1 1 d . . . C1 C 0.3695(15) 0.4510(14) 0.0657(9) 0.117(5) Uani 1 1 d DU . . H1B H 0.3169 0.4573 0.1149 0.176 Uiso 1 1 calc R . . H1C H 0.3137 0.4195 0.0268 0.176 Uiso 1 1 calc R . . H1D H 0.3809 0.5322 0.0503 0.176 Uiso 1 1 calc R . . Cl2 Cl 0.8845(2) 0.46232(19) 0.16689(13) 0.0463(6) Uani 1 1 d . . . O2 O 0.455(2) 0.5792(18) 0.4284(13) 0.110(6) Uani 0.50 1 d PDU A -1 H2A H 0.4691 0.5252 0.3950 0.165 Uiso 0.50 1 d P B -1 C2 C 0.476(8) 0.525(3) 0.5075(18) 0.104(13) Uani 0.50 1 d PD A -1 H2B H 0.5655 0.5407 0.5295 0.156 Uiso 0.50 1 calc PR A -1 H2C H 0.4860 0.4361 0.5045 0.156 Uiso 0.50 1 calc PR A -1 H2D H 0.3917 0.5621 0.5399 0.156 Uiso 0.50 1 calc PR A -1 O3 O 0.541(2) 0.416(2) 0.2223(15) 0.134(8) Uani 0.50 1 d PU C 2 O3A O 0.558(2) 0.4729(19) 0.2943(12) 0.106(6) Uani 0.50 1 d PU D 3 O11 O 0.3797(10) 1.2301(10) 0.4396(5) 0.105(3) Uani 1 1 d . . . O12 O 0.3760(12) 1.2968(8) 0.3157(5) 0.120(4) Uani 1 1 d U . . O13 O 0.5807(8) 1.1662(9) 0.3616(5) 0.101(3) Uani 1 1 d . . . O14 O 0.3865(9) 1.0875(7) 0.3365(4) 0.078(2) Uani 1 1 d . . . O21 O 0.8608(9) 0.3672(7) 0.2151(4) 0.082(2) Uani 1 1 d . . . O22 O 0.7852(10) 0.4745(9) 0.1029(5) 0.098(3) Uani 1 1 d . . . O23 O 0.8536(8) 0.5774(6) 0.2028(4) 0.072(2) Uani 1 1 d . . . O24 O 1.0249(10) 0.4305(8) 0.1330(6) 0.106(3) Uani 1 1 d U . . C26 C -0.2315(8) 0.8879(8) 0.3072(4) 0.0336(18) Uani 1 1 d . . . H26A H -0.2659 0.9682 0.2872 0.040 Uiso 1 1 calc R . . C27 C -0.3322(9) 0.8314(8) 0.3445(5) 0.041(2) Uani 1 1 d . . . H27A H -0.4330 0.8724 0.3483 0.050 Uiso 1 1 calc R . . C28 C -0.2837(9) 0.7181(9) 0.3747(5) 0.045(2) Uani 1 1 d . . . H28A H -0.3499 0.6803 0.4015 0.054 Uiso 1 1 calc R . . C29 C -0.1357(9) 0.6566(7) 0.3667(4) 0.0369(19) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0197(5) 0.0283(5) 0.0199(4) 0.0019(3) -0.0010(3) -0.0082(4) N11 0.021(3) 0.049(5) 0.057(4) 0.013(4) 0.004(3) -0.006(3) C12 0.029(5) 0.042(5) 0.068(6) 0.010(5) 0.006(4) 0.005(4) C13 0.037(5) 0.026(4) 0.056(5) 0.004(4) 0.000(4) -0.001(4) N14 0.031(4) 0.034(4) 0.036(3) 0.006(3) -0.003(3) -0.012(3) N15 0.026(3) 0.032(4) 0.022(3) 0.008(3) -0.007(3) -0.013(3) C110 0.023(4) 0.033(4) 0.024(4) -0.004(3) -0.002(3) -0.009(3) N21 0.055(5) 0.040(4) 0.059(5) 0.010(4) 0.007(4) -0.017(4) C22 0.068(7) 0.029(5) 0.081(7) 0.015(5) 0.011(6) -0.004(5) C23 0.034(5) 0.033(5) 0.094(7) 0.017(5) 0.002(5) -0.006(4) N24 0.030(4) 0.034(4) 0.052(4) 0.009(3) 0.008(3) -0.011(3) N25 0.031(3) 0.027(3) 0.020(3) -0.003(3) 0.004(3) -0.013(3) C16 0.029(4) 0.029(4) 0.018(3) 0.004(3) -0.006(3) -0.014(3) C17 0.043(5) 0.032(4) 0.031(4) 0.011(3) -0.010(4) -0.013(4) C18 0.026(4) 0.041(5) 0.039(4) 0.015(4) -0.006(3) -0.017(4) C19 0.020(4) 0.039(5) 0.028(4) 0.007(3) 0.000(3) -0.008(3) C210 0.031(4) 0.036(5) 0.028(4) -0.008(3) 0.005(3) -0.015(4) N31 0.060(5) 0.064(5) 0.037(4) -0.008(4) 0.009(4) -0.039(5) C32 0.072(7) 0.047(6) 0.053(6) -0.018(5) 0.032(5) -0.041(5) C33 0.055(6) 0.042(5) 0.049(5) 0.000(4) 0.019(4) -0.022(5) N34 0.041(4) 0.040(4) 0.035(4) 0.008(3) 0.006(3) -0.016(3) N35 0.027(3) 0.039(4) 0.021(3) 0.003(3) 0.000(3) -0.015(3) C36 0.030(4) 0.047(5) 0.031(4) 0.010(4) 0.001(3) -0.019(4) C37 0.039(5) 0.076(7) 0.030(4) 0.011(5) -0.007(4) -0.023(5) C38 0.041(5) 0.081(7) 0.026(4) 0.016(5) -0.013(4) -0.032(5) C39 0.060(6) 0.056(6) 0.029(4) -0.013(4) 0.019(4) -0.041(5) C310 0.041(5) 0.048(5) 0.022(4) 0.006(4) 0.005(3) -0.030(4) N41 0.030(4) 0.043(4) 0.030(3) 0.005(3) -0.004(3) -0.012(3) C42 0.021(4) 0.050(5) 0.035(4) 0.012(4) -0.005(3) -0.013(4) C43 0.020(4) 0.048(5) 0.034(4) -0.004(4) -0.005(3) -0.007(4) N44 0.019(3) 0.036(4) 0.030(3) -0.002(3) 0.005(3) -0.007(3) N45 0.019(3) 0.031(4) 0.030(3) 0.000(3) 0.005(3) -0.011(3) C46 0.029(4) 0.033(5) 0.029(4) -0.002(3) 0.003(3) -0.010(3) C47 0.038(5) 0.036(5) 0.029(4) -0.006(3) -0.001(3) -0.014(4) C48 0.042(5) 0.051(5) 0.019(4) -0.006(4) -0.001(3) -0.020(4) C49 0.022(4) 0.038(4) 0.026(4) 0.000(3) 0.006(3) -0.020(3) C410 0.017(3) 0.037(4) 0.026(4) 0.001(3) 0.003(3) -0.016(3) Cl1 0.0340(11) 0.0560(14) 0.0474(12) 0.0060(11) -0.0079(9) -0.0140(10) O1 0.150(9) 0.132(9) 0.200(10) 0.022(8) 0.022(8) -0.034(8) C1 0.077(8) 0.110(10) 0.156(11) 0.043(9) 0.033(8) -0.008(7) Cl2 0.0452(13) 0.0334(12) 0.0585(13) -0.0069(10) 0.0077(11) -0.0063(10) O2 0.088(10) 0.097(11) 0.154(13) 0.011(10) -0.013(10) -0.039(9) C2 0.12(5) 0.04(3) 0.15(3) -0.01(2) 0.03(2) -0.03(3) O3 0.112(12) 0.129(13) 0.165(14) 0.047(11) 0.016(11) -0.039(10) O3A 0.095(10) 0.116(12) 0.109(11) 0.031(10) 0.006(9) -0.028(9) O11 0.099(7) 0.153(9) 0.065(5) -0.032(5) -0.004(5) -0.034(6) O12 0.169(9) 0.071(5) 0.101(6) 0.003(5) -0.048(6) 0.013(6) O13 0.053(5) 0.122(8) 0.120(7) -0.021(6) 0.000(5) -0.005(5) O14 0.094(6) 0.090(6) 0.060(4) 0.004(4) -0.012(4) -0.043(5) O21 0.099(6) 0.060(5) 0.086(5) 0.021(4) 0.015(5) -0.019(4) O22 0.118(7) 0.113(7) 0.070(5) -0.014(5) -0.032(5) -0.040(6) O23 0.096(6) 0.049(4) 0.064(4) -0.026(4) -0.011(4) -0.003(4) O24 0.085(6) 0.079(6) 0.135(7) 0.013(5) 0.046(5) 0.012(5) C26 0.036(5) 0.041(5) 0.024(4) -0.003(3) -0.001(3) -0.008(4) C27 0.027(4) 0.051(6) 0.049(5) -0.007(4) 0.007(4) -0.015(4) C28 0.029(4) 0.062(6) 0.046(5) 0.001(4) 0.013(4) -0.019(4) C29 0.050(5) 0.034(5) 0.030(4) -0.002(4) 0.011(4) -0.017(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 Cu1 N35 1.990(6) . ? Cu1 N25 2.000(6) . ? Cu1 N45 1.999(6) . ? Cu1 N15 2.008(6) . ? N11 C12 1.319(10) . ? N11 C19 1.375(9) . ? C12 C13 1.409(11) . ? C12 H12A 0.9500 . ? C13 N14 1.338(10) . ? C13 H13A 0.9500 . ? N14 C110 1.365(9) . ? N15 C16 1.328(9) . ? N15 C110 1.385(9) . ? C110 C19 1.393(10) . ? N21 C22 1.334(12) . ? N21 C29 1.379(10) . ? C22 C23 1.405(12) . ? C22 H22A 0.9500 . ? C23 N24 1.324(10) . ? C23 H23A 0.9500 . ? N24 C210 1.366(9) . ? N25 C26 1.331(9) . ? N25 C210 1.362(9) . ? C16 C17 1.410(10) . ? C16 H16A 0.9500 . ? C17 C18 1.369(11) . ? C17 H17A 0.9500 . ? C18 C19 1.425(10) . ? C18 H18A 0.9500 . ? C210 C29 1.399(10) . ? N31 C32 1.307(12) . ? N31 C39 1.364(12) . ? C32 C33 1.458(13) . ? C32 H32A 0.9500 . ? C33 N34 1.345(11) . ? C33 H33 0.9500 . ? N34 C310 1.351(10) . ? N35 C36 1.331(9) . ? N35 C310 1.359(10) . ? C36 C37 1.386(11) . ? C36 H36A 0.9500 . ? C37 C38 1.365(13) . ? C37 H37A 0.9500 . ? C38 C39 1.396(13) . ? C38 H38A 0.9500 . ? C39 C310 1.437(11) . ? N41 C42 1.304(10) . ? N41 C49 1.360(9) . ? C42 C43 1.420(10) . ? C42 H42A 0.9500 . ? C43 N44 1.297(9) . ? C43 H43A 0.9500 . ? N44 C410 1.383(9) . ? N45 C46 1.319(9) . ? N45 C410 1.374(9) . ? C46 C47 1.398(10) . ? C46 H46A 0.9500 . ? C47 C48 1.355(11) . ? C47 H47A 0.9500 . ? C48 C49 1.432(11) . ? C48 H48A 0.9500 . ? C49 C410 1.401(9) . ? Cl1 O12 1.395(8) . ? Cl1 O13 1.394(8) . ? Cl1 O11 1.420(8) . ? Cl1 O14 1.454(8) . ? O1 C1 1.393(13) . ? O1 H1A 0.8375 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C1 H1D 0.9800 . ? Cl2 O24 1.404(8) . ? Cl2 O23 1.402(7) . ? Cl2 O21 1.417(7) . ? Cl2 O22 1.451(8) . ? O2 C2 1.51(2) . ? O2 H2A 0.8287 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C2 H2D 0.9800 . ? C26 C27 1.411(11) . ? C26 H26A 0.9500 . ? C27 C28 1.354(12) . ? C27 H27A 0.9500 . ? C28 C29 1.402(11) . ? C28 H28A 0.9500 . ? 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 N35 Cu1 N25 91.0(2) . . ? N35 Cu1 N45 169.6(3) . . ? N25 Cu1 N45 89.5(2) . . ? N35 Cu1 N15 88.4(2) . . ? N25 Cu1 N15 171.3(2) . . ? N45 Cu1 N15 92.6(2) . . ? C12 N11 C19 116.3(7) . . ? N11 C12 C13 123.7(7) . . ? N11 C12 H12A 118.1 . . ? C13 C12 H12A 118.1 . . ? N14 C13 C12 120.9(7) . . ? N14 C13 H13A 119.5 . . ? C12 C13 H13A 119.5 . . ? C13 N14 C110 115.8(6) . . ? C16 N15 C110 119.6(6) . . ? C16 N15 Cu1 125.4(5) . . ? C110 N15 Cu1 114.9(5) . . ? N14 C110 N15 116.2(6) . . ? N14 C110 C19 123.2(7) . . ? N15 C110 C19 120.5(7) . . ? C22 N21 C29 116.0(7) . . ? N21 C22 C23 121.9(8) . . ? N21 C22 H22A 119.0 . . ? C23 C22 H22A 119.0 . . ? N24 C23 C22 123.2(8) . . ? N24 C23 H23A 118.4 . . ? C22 C23 H23A 118.4 . . ? C23 N24 C210 115.6(7) . . ? C26 N25 C210 117.9(6) . . ? C26 N25 Cu1 126.9(5) . . ? C210 N25 Cu1 115.1(5) . . ? N15 C16 C17 122.8(7) . . ? N15 C16 H16A 118.6 . . ? C17 C16 H16A 118.6 . . ? C18 C17 C16 118.6(7) . . ? C18 C17 H17A 120.7 . . ? C16 C17 H17A 120.7 . . ? C17 C18 C19 119.7(7) . . ? C17 C18 H18A 120.2 . . ? C19 C18 H18A 120.2 . . ? N11 C19 C110 120.0(7) . . ? N11 C19 C18 121.1(7) . . ? C110 C19 C18 118.9(7) . . ? N25 C210 N24 115.0(6) . . ? N25 C210 C29 122.8(7) . . ? N24 C210 C29 122.1(7) . . ? C32 N31 C39 117.2(8) . . ? N31 C32 C33 123.0(9) . . ? N31 C32 H32A 118.5 . . ? C33 C32 H32A 118.5 . . ? N34 C33 C32 120.2(9) . . ? N34 C33 H33 119.9 . . ? C32 C33 H33 119.9 . . ? C33 N34 C310 117.0(7) . . ? C36 N35 C310 120.0(7) . . ? C36 N35 Cu1 125.7(5) . . ? C310 N35 Cu1 114.2(5) . . ? N35 C36 C37 122.1(8) . . ? N35 C36 H36A 119.0 . . ? C37 C36 H36A 119.0 . . ? C38 C37 C36 118.8(8) . . ? C38 C37 H37A 120.6 . . ? C36 C37 H37A 120.6 . . ? C37 C38 C39 121.9(8) . . ? C37 C38 H38A 119.0 . . ? C39 C38 H38A 119.0 . . ? N31 C39 C38 123.6(8) . . ? N31 C39 C310 120.5(9) . . ? C38 C39 C310 115.8(8) . . ? N34 C310 N35 116.6(7) . . ? N34 C310 C39 122.1(8) . . ? N35 C310 C39 121.3(8) . . ? C42 N41 C49 116.1(6) . . ? N41 C42 C43 124.7(7) . . ? N41 C42 H42A 117.7 . . ? C43 C42 H42A 117.7 . . ? N44 C43 C42 120.1(8) . . ? N44 C43 H43A 119.9 . . ? C42 C43 H43A 119.9 . . ? C43 N44 C410 117.1(6) . . ? C46 N45 C410 119.8(6) . . ? C46 N45 Cu1 126.3(5) . . ? C410 N45 Cu1 113.9(5) . . ? N45 C46 C47 123.3(7) . . ? N45 C46 H46A 118.4 . . ? C47 C46 H46A 118.4 . . ? C48 C47 C46 117.9(7) . . ? C48 C47 H47A 121.0 . . ? C46 C47 H47A 121.0 . . ? C47 C48 C49 121.1(7) . . ? C47 C48 H48A 119.5 . . ? C49 C48 H48A 119.5 . . ? N41 C49 C410 120.2(7) . . ? N41 C49 C48 122.8(6) . . ? C410 C49 C48 116.9(7) . . ? N45 C410 N44 117.3(6) . . ? N45 C410 C49 120.9(7) . . ? N44 C410 C49 121.7(7) . . ? O12 Cl1 O13 109.3(7) . . ? O12 Cl1 O11 108.7(6) . . ? O13 Cl1 O11 108.6(6) . . ? O12 Cl1 O14 111.7(5) . . ? O13 Cl1 O14 104.9(5) . . ? O11 Cl1 O14 113.5(5) . . ? C1 O1 H1A 106.4 . . ? O1 C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C1 H1D 109.5 . . ? H1B C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? O24 Cl2 O23 113.1(5) . . ? O24 Cl2 O21 111.0(5) . . ? O23 Cl2 O21 113.3(5) . . ? O24 Cl2 O22 104.4(6) . . ? O23 Cl2 O22 105.9(5) . . ? O21 Cl2 O22 108.6(5) . . ? C2 O2 H2A 111.5 . . ? N25 C26 C27 122.4(7) . . ? N25 C26 H26A 118.8 . . ? C27 C26 H26A 118.8 . . ? C28 C27 C26 119.3(8) . . ? C28 C27 H27A 120.4 . . ? C26 C27 H27A 120.4 . . ? C27 C28 C29 120.0(8) . . ? C27 C28 H28A 120.0 . . ? C29 C28 H28A 120.0 . . ? N21 C29 C210 121.0(8) . . ? N21 C29 C28 121.5(7) . . ? C210 C29 C28 117.5(7) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.550 _refine_diff_density_min -0.515 _refine_diff_density_rms 0.126 #========================================COMPOUND 2 ============= data_pypy111b _database_code_depnum_ccdc_archive 'CCDC 848063' #TrackingRef 'tan_cpds_csdciffile.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H26 Cl2 Cu N12 O11' _chemical_formula_weight 841.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 15.967(3) _cell_length_b 11.923(2) _cell_length_c 17.500(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.15(3) _cell_angle_gamma 90.00 _cell_volume 3330.9(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 148 _cell_measurement_theta_min 4.61 _cell_measurement_theta_max 22.21 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.677 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1716 _exptl_absorpt_coefficient_mu 0.897 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9317 _exptl_absorpt_correction_T_max 0.9565 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 \f-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28128 _diffrn_reflns_av_R_equivalents 0.0728 _diffrn_reflns_av_sigmaI/netI 0.0386 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3261 _reflns_number_gt 2640 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'DirAx (Duisenberg 1992)' _computing_data_reduction 'COLLECT/EVAL (Nonius, 2002)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELXTL (Sheldrick, 1990)' _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^)+(0.0526P)^2^+7.3440P] 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 3261 _refine_ls_number_parameters 276 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0603 _refine_ls_R_factor_gt 0.0436 _refine_ls_wR_factor_ref 0.1125 _refine_ls_wR_factor_gt 0.1033 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.002 _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 Cu1 Cu 0.0000 0.00722(4) 0.2500 0.02121(15) Uani 1 2 d S . . N11 N 0.27836(17) 0.1699(2) 0.13930(15) 0.0382(6) Uani 1 1 d . . . C12 C 0.2343(2) 0.2611(3) 0.14783(19) 0.0400(8) Uani 1 1 d . . . H12A H 0.2577 0.3301 0.1316 0.048 Uiso 1 1 calc R . . C13 C 0.1532(2) 0.2627(3) 0.18009(17) 0.0345(7) Uani 1 1 d . . . H13A H 0.1259 0.3329 0.1859 0.041 Uiso 1 1 calc R . . N14 N 0.11427(15) 0.1714(2) 0.20214(13) 0.0274(5) Uani 1 1 d . . . N15 N 0.11687(14) -0.01993(19) 0.21153(12) 0.0233(5) Uani 1 1 d . . . C16 C 0.15546(19) -0.1170(3) 0.20267(15) 0.0285(6) Uani 1 1 d . . . H16A H 0.1269 -0.1838 0.2160 0.034 Uiso 1 1 calc R . . C17 C 0.2376(2) -0.1257(3) 0.17417(17) 0.0340(7) Uani 1 1 d . . . H17A H 0.2631 -0.1973 0.1693 0.041 Uiso 1 1 calc R . . C18 C 0.2802(2) -0.0312(3) 0.15367(18) 0.0355(7) Uani 1 1 d . . . H18A H 0.3354 -0.0357 0.1346 0.043 Uiso 1 1 calc R . . C19 C 0.23961(19) 0.0731(3) 0.16167(17) 0.0308(7) Uani 1 1 d . . . C110 C 0.15837(18) 0.0752(2) 0.19117(15) 0.0248(6) Uani 1 1 d . . . N21 N 0.11359(18) -0.1428(3) 0.50977(15) 0.0415(7) Uani 1 1 d . . . C22 C 0.0907(2) -0.2367(3) 0.47873(19) 0.0418(8) Uani 1 1 d . . . H22A H 0.0999 -0.3041 0.5066 0.050 Uiso 1 1 calc R . . C23 C 0.05287(19) -0.2436(3) 0.40598(18) 0.0355(7) Uani 1 1 d . . . H23A H 0.0369 -0.3151 0.3866 0.043 Uiso 1 1 calc R . . N24 N 0.03897(15) -0.1549(2) 0.36415(13) 0.0281(5) Uani 1 1 d . . . N25 N 0.04660(15) 0.0368(2) 0.35325(13) 0.0249(5) Uani 1 1 d . . . C26 C 0.06671(18) 0.1364(3) 0.38062(17) 0.0308(7) Uani 1 1 d . . . H26A H 0.0552 0.2009 0.3504 0.037 Uiso 1 1 calc R . . C27 C 0.1042(2) 0.1499(3) 0.45229(18) 0.0368(8) Uani 1 1 d . . . H27A H 0.1182 0.2225 0.4708 0.044 Uiso 1 1 calc R . . C28 C 0.1204(2) 0.0580(3) 0.49523(17) 0.0390(8) Uani 1 1 d . . . H28A H 0.1465 0.0658 0.5442 0.047 Uiso 1 1 calc R . . C29 C 0.09916(19) -0.0481(3) 0.46794(16) 0.0321(7) Uani 1 1 d . . . C210 C 0.06200(17) -0.0559(3) 0.39602(15) 0.0254(6) Uani 1 1 d . . . Cl1 Cl 0.1629(3) 0.4310(5) 0.6086(3) 0.0479(14) Uani 0.50 1 d PG A 1 O11 O 0.2358(4) 0.4419(12) 0.6568(6) 0.064(3) Uani 0.50 1 d PG A 1 O12 O 0.1675(5) 0.5094(6) 0.5470(4) 0.097(3) Uani 0.50 1 d PGU A 1 O13 O 0.1585(8) 0.3196(5) 0.5787(6) 0.076(4) Uani 0.50 1 d PGU A 1 O14 O 0.0898(4) 0.4535(6) 0.6519(4) 0.111(3) Uani 0.50 1 d PGU A 1 Cl2 Cl 0.1638(3) 0.4250(4) 0.6221(3) 0.0437(12) Uani 0.50 1 d PG B 2 O21 O 0.2426(3) 0.4665(10) 0.6504(6) 0.050(3) Uani 0.50 1 d PG B 2 O22 O 0.1207(4) 0.5122(4) 0.5814(3) 0.0640(19) Uani 0.50 1 d PG B 2 O23 O 0.1777(9) 0.3325(6) 0.5720(5) 0.089(4) Uani 0.50 1 d PG B 2 O24 O 0.1144(4) 0.3890(5) 0.6848(3) 0.075(2) Uani 0.50 1 d PG B 2 O1 O -0.0433(4) 0.5835(6) 0.5652(4) 0.171(3) Uani 1 1 d . . . O2 O -0.0247(6) 0.5639(9) 0.7089(7) 0.136(4) Uani 0.50 1 d P . . 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 Cu1 0.0217(3) 0.0262(3) 0.0155(2) 0.000 -0.00403(17) 0.000 N11 0.0321(15) 0.0460(17) 0.0366(15) 0.0024(12) -0.0017(12) -0.0105(13) C12 0.0413(19) 0.0390(19) 0.0396(18) 0.0027(14) -0.0043(15) -0.0158(15) C13 0.0391(18) 0.0332(17) 0.0308(16) -0.0023(13) -0.0067(13) -0.0036(14) N14 0.0311(13) 0.0289(13) 0.0219(12) -0.0014(10) -0.0049(10) -0.0027(11) N15 0.0237(12) 0.0296(13) 0.0164(11) 0.0003(9) -0.0043(9) -0.0013(10) C16 0.0324(16) 0.0329(16) 0.0198(14) 0.0015(11) -0.0061(12) 0.0004(13) C17 0.0328(17) 0.0412(18) 0.0279(16) -0.0012(13) -0.0043(13) 0.0110(14) C18 0.0254(15) 0.051(2) 0.0300(16) -0.0022(14) -0.0018(12) 0.0037(14) C19 0.0272(16) 0.0400(18) 0.0251(15) -0.0008(12) -0.0053(12) -0.0048(13) C110 0.0259(15) 0.0312(15) 0.0170(13) -0.0009(11) -0.0064(11) -0.0026(12) N21 0.0374(16) 0.064(2) 0.0230(14) 0.0097(13) -0.0013(11) 0.0116(14) C22 0.0376(18) 0.054(2) 0.0340(18) 0.0182(16) 0.0034(14) 0.0135(16) C23 0.0298(16) 0.0399(18) 0.0371(18) 0.0061(14) 0.0048(13) 0.0062(14) N24 0.0251(13) 0.0339(14) 0.0252(13) -0.0004(10) -0.0026(10) 0.0047(10) N25 0.0231(12) 0.0328(13) 0.0185(11) -0.0040(9) -0.0039(9) 0.0008(10) C26 0.0269(15) 0.0383(18) 0.0272(15) -0.0068(12) -0.0018(12) 0.0009(13) C27 0.0310(17) 0.047(2) 0.0321(17) -0.0189(14) -0.0036(13) -0.0030(14) C28 0.0327(18) 0.064(2) 0.0205(15) -0.0118(15) -0.0056(13) 0.0022(16) C29 0.0235(15) 0.055(2) 0.0183(14) 0.0009(13) -0.0012(12) 0.0066(14) C210 0.0185(14) 0.0387(17) 0.0191(13) -0.0003(12) -0.0006(11) 0.0047(12) Cl1 0.047(2) 0.038(2) 0.057(2) -0.0105(14) -0.0141(15) -0.0049(16) O11 0.062(6) 0.080(8) 0.048(6) -0.015(4) -0.029(4) -0.006(4) O12 0.132(8) 0.070(5) 0.087(6) 0.029(4) -0.032(5) 0.007(5) O13 0.121(8) 0.045(5) 0.062(6) -0.013(4) -0.031(5) 0.015(5) O14 0.064(5) 0.112(7) 0.156(9) -0.053(6) 0.018(5) -0.018(5) Cl2 0.054(2) 0.0281(18) 0.0485(18) -0.0072(12) -0.0170(14) 0.0066(14) O21 0.046(5) 0.053(5) 0.051(5) -0.007(3) -0.001(4) -0.006(3) O22 0.094(5) 0.042(3) 0.055(4) 0.002(3) -0.032(4) 0.023(4) O23 0.116(8) 0.039(5) 0.110(10) -0.038(5) -0.059(6) 0.005(5) O24 0.071(5) 0.067(5) 0.088(5) 0.021(4) 0.014(4) -0.010(4) O1 0.133(5) 0.209(7) 0.172(6) 0.032(5) 0.002(4) 0.006(4) O2 0.085(7) 0.150(9) 0.173(10) -0.030(7) 0.014(6) -0.002(6) _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 Cu1 N25 1.972(2) . ? Cu1 N25 1.972(2) 2 ? Cu1 N15 2.022(2) 2 ? Cu1 N15 2.023(2) . ? N11 C12 1.305(5) . ? N11 C19 1.370(4) . ? C12 C13 1.424(5) . ? C12 H12A 0.9500 . ? C13 N14 1.315(4) . ? C13 H13A 0.9500 . ? N14 C110 1.361(4) . ? N15 C16 1.321(4) . ? N15 C110 1.365(4) . ? C16 C17 1.416(4) . ? C16 H16A 0.9500 . ? C17 C18 1.367(5) . ? C17 H17A 0.9500 . ? C18 C19 1.410(5) . ? C18 H18A 0.9500 . ? C19 C110 1.406(4) . ? N21 C22 1.294(5) . ? N21 C29 1.362(4) . ? C22 C23 1.400(5) . ? C22 H22A 0.9500 . ? C23 N24 1.303(4) . ? C23 H23A 0.9500 . ? N24 C210 1.354(4) . ? N25 C26 1.317(4) . ? N25 C210 1.355(4) . ? C26 C27 1.388(4) . ? C26 H26A 0.9500 . ? C27 C28 1.351(5) . ? C27 H27A 0.9500 . ? C28 C29 1.392(5) . ? C28 H28A 0.9500 . ? C29 C210 1.384(4) . ? Cl1 O13 1.4291 . ? Cl1 O12 1.4299 . ? Cl1 O11 1.4300 . ? Cl1 O14 1.4300 . ? Cl2 O23 1.4291 . ? Cl2 O22 1.4299 . ? Cl2 O24 1.4301 . ? Cl2 O21 1.4303 . ? O2 O2 1.63(2) 2_556 ? 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 N25 Cu1 N25 159.37(14) . 2 ? N25 Cu1 N15 93.29(9) . 2 ? N25 Cu1 N15 90.00(9) 2 2 ? N25 Cu1 N15 90.00(9) . . ? N25 Cu1 N15 93.29(9) 2 . ? N15 Cu1 N15 161.58(13) 2 . ? C12 N11 C19 114.9(3) . . ? N11 C12 C13 123.6(3) . . ? N11 C12 H12A 118.2 . . ? C13 C12 H12A 118.2 . . ? N14 C13 C12 122.9(3) . . ? N14 C13 H13A 118.5 . . ? C12 C13 H13A 118.5 . . ? C13 N14 C110 114.0(3) . . ? C16 N15 C110 117.9(3) . . ? C16 N15 Cu1 127.9(2) . . ? C110 N15 Cu1 114.20(19) . . ? N15 C16 C17 122.9(3) . . ? N15 C16 H16A 118.6 . . ? C17 C16 H16A 118.6 . . ? C18 C17 C16 120.0(3) . . ? C18 C17 H17A 120.0 . . ? C16 C17 H17A 120.0 . . ? C17 C18 C19 118.0(3) . . ? C17 C18 H18A 121.0 . . ? C19 C18 H18A 121.0 . . ? N11 C19 C110 121.0(3) . . ? N11 C19 C18 120.2(3) . . ? C110 C19 C18 118.8(3) . . ? N14 C110 N15 114.1(3) . . ? N14 C110 C19 123.4(3) . . ? N15 C110 C19 122.5(3) . . ? C22 N21 C29 116.6(3) . . ? N21 C22 C23 123.1(3) . . ? N21 C22 H22A 118.5 . . ? C23 C22 H22A 118.5 . . ? N24 C23 C22 121.9(3) . . ? N24 C23 H23A 119.1 . . ? C22 C23 H23A 119.1 . . ? C23 N24 C210 115.8(3) . . ? C26 N25 C210 119.6(2) . . ? C26 N25 Cu1 125.4(2) . . ? C210 N25 Cu1 114.90(19) . . ? N25 C26 C27 122.1(3) . . ? N25 C26 H26A 119.0 . . ? C27 C26 H26A 119.0 . . ? C28 C27 C26 118.9(3) . . ? C28 C27 H27A 120.6 . . ? C26 C27 H27A 120.6 . . ? C27 C28 C29 120.2(3) . . ? C27 C28 H28A 119.9 . . ? C29 C28 H28A 119.9 . . ? N21 C29 C210 119.9(3) . . ? N21 C29 C28 122.1(3) . . ? C210 C29 C28 118.1(3) . . ? N24 C210 N25 116.1(2) . . ? N24 C210 C29 122.8(3) . . ? N25 C210 C29 121.2(3) . . ? O13 Cl1 O12 109.5 . . ? O13 Cl1 O11 109.5 . . ? O12 Cl1 O11 109.4 . . ? O13 Cl1 O14 109.5 . . ? O12 Cl1 O14 109.4 . . ? O11 Cl1 O14 109.5 . . ? O23 Cl2 O22 109.5 . . ? O23 Cl2 O24 109.5 . . ? O22 Cl2 O24 109.5 . . ? O23 Cl2 O21 109.5 . . ? O22 Cl2 O21 109.4 . . ? O24 Cl2 O21 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.581 _refine_diff_density_min -0.568 _refine_diff_density_rms 0.075 #========================================COMPOUND 3 ============= data_pypy112 _database_code_depnum_ccdc_archive 'CCDC 848064' #TrackingRef 'tan_cpds_csdciffile.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C59 H56 B4 Cu2 F16 N24 O5' _chemical_formula_weight 1655.60 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.220(3) _cell_length_b 10.761(3) _cell_length_c 17.745(5) _cell_angle_alpha 94.01(3) _cell_angle_beta 92.85(3) _cell_angle_gamma 104.02(3) _cell_volume 1699.9(9) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 136 _cell_measurement_theta_min 4.76 _cell_measurement_theta_max 21.12 _exptl_crystal_description needle _exptl_crystal_colour purple _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.617 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.739 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8663 _exptl_absorpt_correction_T_max 0.9298 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26530 _diffrn_reflns_av_R_equivalents 0.0671 _diffrn_reflns_av_sigmaI/netI 0.0537 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6668 _reflns_number_gt 5482 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'DirAx (Duisenberg 1992)' _computing_data_reduction 'COLLECT/EVAL (Nonius, 2002)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELXTL (Sheldrick, 1990)' _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^)+(0.0727P)^2^+3.2230P] 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 6668 _refine_ls_number_parameters 516 _refine_ls_number_restraints 26 _refine_ls_R_factor_all 0.0733 _refine_ls_R_factor_gt 0.0578 _refine_ls_wR_factor_ref 0.1608 _refine_ls_wR_factor_gt 0.1478 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.110 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu -0.03033(5) 0.43898(4) 0.25103(2) 0.02459(15) Uani 1 1 d . . . N11 N 0.1311(5) 0.0654(4) 0.3699(2) 0.0520(10) Uani 1 1 d . . . C12 C -0.0104(6) 0.0119(5) 0.3555(3) 0.0531(12) Uani 1 1 d . . . H12A H -0.0498 -0.0723 0.3701 0.064 Uiso 1 1 calc R . . C13 C -0.1058(6) 0.0740(5) 0.3194(3) 0.0463(10) Uani 1 1 d . . . H13A H -0.2079 0.0295 0.3088 0.056 Uiso 1 1 calc R . . N14 N -0.0614(4) 0.1917(3) 0.29932(18) 0.0361(8) Uani 1 1 d . . . N15 N 0.1319(3) 0.3711(3) 0.29457(16) 0.0302(7) Uani 1 1 d . . . C16 C 0.2748(4) 0.4337(5) 0.3055(2) 0.0379(9) Uani 1 1 d . . . H16A H 0.3066 0.5188 0.2909 0.045 Uiso 1 1 calc R . . C17 C 0.3772(5) 0.3758(6) 0.3378(2) 0.0482(12) Uani 1 1 d . . . H17A H 0.4800 0.4202 0.3445 0.058 Uiso 1 1 calc R . . C18 C 0.3314(5) 0.2549(5) 0.3602(2) 0.0481(12) Uani 1 1 d . . . H18A H 0.4024 0.2162 0.3835 0.058 Uiso 1 1 calc R . . C19 C 0.1819(5) 0.1872(5) 0.3492(2) 0.0408(10) Uani 1 1 d . . . C110 C 0.0850(4) 0.2495(4) 0.3148(2) 0.0332(8) Uani 1 1 d . . . N21 N -0.5489(4) 0.4541(4) 0.1335(2) 0.0423(8) Uani 1 1 d . . . C22 C -0.5732(5) 0.3305(5) 0.1360(3) 0.0470(11) Uani 1 1 d . . . H22A H -0.6680 0.2779 0.1170 0.056 Uiso 1 1 calc R . . C23 C -0.4666(5) 0.2720(4) 0.1655(3) 0.0458(10) Uani 1 1 d . . . H23A H -0.4911 0.1814 0.1673 0.055 Uiso 1 1 calc R . . N24 N -0.3321(4) 0.3400(3) 0.19093(19) 0.0355(7) Uani 1 1 d . . . N25 N -0.1644(3) 0.5396(3) 0.21084(16) 0.0262(6) Uani 1 1 d . . . C26 C -0.1297(4) 0.6660(4) 0.2093(2) 0.0293(8) Uani 1 1 d . . . H26A H -0.0310 0.7133 0.2261 0.035 Uiso 1 1 calc R . . C27 C -0.2313(5) 0.7311(4) 0.1842(2) 0.0348(9) Uani 1 1 d . . . H27A H -0.2042 0.8221 0.1842 0.042 Uiso 1 1 calc R . . C28 C -0.3704(5) 0.6627(4) 0.1597(2) 0.0371(9) Uani 1 1 d . . . H28A H -0.4423 0.7060 0.1423 0.045 Uiso 1 1 calc R . . C29 C -0.4108(4) 0.5270(4) 0.1596(2) 0.0325(8) Uani 1 1 d . . . C210 C -0.3044(4) 0.4684(4) 0.18674(19) 0.0280(8) Uani 1 1 d . . . N31 N -0.0009(5) 0.7340(4) 0.50253(19) 0.0467(9) Uani 1 1 d . . . C32 C 0.1108(6) 0.8036(5) 0.4699(3) 0.0487(11) Uani 1 1 d . . . H32A H 0.1651 0.8834 0.4950 0.058 Uiso 1 1 calc R . . C33 C 0.1538(5) 0.7643(5) 0.3981(2) 0.0448(10) Uani 1 1 d . . . H33A H 0.2354 0.8191 0.3767 0.054 Uiso 1 1 calc R . . N34 N 0.0844(4) 0.6542(3) 0.36004(18) 0.0360(8) Uani 1 1 d . . . N35 N -0.1031(3) 0.4665(3) 0.35414(16) 0.0298(7) Uani 1 1 d . . . C36 C -0.2162(4) 0.3890(4) 0.3836(2) 0.0346(9) Uani 1 1 d . . . H36A H -0.2648 0.3093 0.3564 0.042 Uiso 1 1 calc R . . C37 C -0.2666(5) 0.4218(5) 0.4544(2) 0.0428(11) Uani 1 1 d . . . H37A H -0.3484 0.3651 0.4745 0.051 Uiso 1 1 calc R . . C38 C -0.1964(5) 0.5355(5) 0.4935(2) 0.0430(11) Uani 1 1 d . . . H38A H -0.2298 0.5585 0.5411 0.052 Uiso 1 1 calc R . . C39 C -0.0752(5) 0.6189(4) 0.4643(2) 0.0386(10) Uani 1 1 d . . . C310 C -0.0316(4) 0.5806(4) 0.3934(2) 0.0316(8) Uani 1 1 d . . . N41 N 0.2248(4) 0.5258(4) -0.00605(19) 0.0445(9) Uani 1 1 d . . . C42 C 0.2733(5) 0.6401(5) 0.0301(3) 0.0474(11) Uani 1 1 d . . . H42A H 0.3343 0.7058 0.0045 0.057 Uiso 1 1 calc R . . C43 C 0.2404(5) 0.6711(4) 0.1046(3) 0.0411(10) Uani 1 1 d . . . H43A H 0.2818 0.7557 0.1274 0.049 Uiso 1 1 calc R . . N44 N 0.1538(3) 0.5865(3) 0.14396(18) 0.0320(7) Uani 1 1 d . . . N45 N 0.0113(3) 0.3784(3) 0.14683(16) 0.0283(7) Uani 1 1 d . . . C46 C -0.0422(4) 0.2583(4) 0.1157(2) 0.0339(8) Uani 1 1 d . . . H46A H -0.1049 0.1976 0.1438 0.041 Uiso 1 1 calc R . . C47 C -0.0093(5) 0.2189(4) 0.0433(2) 0.0425(10) Uani 1 1 d . . . H47 H -0.0476 0.1324 0.0231 0.051 Uiso 1 1 calc R . . C48 C 0.0785(5) 0.3064(5) 0.0021(2) 0.0437(11) Uani 1 1 d . . . H48A H 0.1006 0.2812 -0.0476 0.052 Uiso 1 1 calc R . . C49 C 0.1368(5) 0.4350(4) 0.0335(2) 0.0364(9) Uani 1 1 d . . . C410 C 0.1015(4) 0.4665(4) 0.10755(19) 0.0279(8) Uani 1 1 d . . . B1 B -0.5933(8) 0.2772(7) 0.6219(5) 0.0700(19) Uani 1 1 d . . . O1 O -0.4730(7) 0.0372(8) 0.7338(4) 0.144(3) Uani 1 1 d U . . B2 B -0.8507(6) -0.0062(5) 0.1533(3) 0.0461(12) Uani 1 1 d . . . O2 O 0.5830(10) 0.1035(10) 0.3987(8) 0.100(3) Uani 0.50 1 d PU A -1 H2A H 0.5483 0.0594 0.3577 0.150 Uiso 0.50 1 d P B -1 C2 C 0.5216(17) 0.0485(16) 0.4628(10) 0.103(6) Uani 0.50 1 d P A -1 H2B H 0.5328 0.1155 0.5045 0.154 Uiso 0.50 1 calc PR A -1 H2C H 0.5739 -0.0161 0.4776 0.154 Uiso 0.50 1 calc PR A -1 H2D H 0.4150 0.0075 0.4511 0.154 Uiso 0.50 1 calc PR A -1 O3 O -0.604(2) 0.1318(16) -0.0201(10) 0.114(6) Uiso 0.33 1 d PD C 2 H3A H -0.5916 0.1035 0.0221 0.172 Uiso 0.33 1 calc PR C 2 C3 C -0.6220(18) 0.0245(13) -0.0824(8) 0.035(3) Uiso 0.33 1 d PD C 2 H3B H -0.5985 -0.0506 -0.0613 0.053 Uiso 0.33 1 calc PR C 2 H3C H -0.5535 0.0534 -0.1217 0.053 Uiso 0.33 1 calc PR C 2 H3D H -0.7255 0.0014 -0.1045 0.053 Uiso 0.33 1 calc PR C 2 O4 O -0.6760(12) 0.0008(10) -0.1490(6) 0.059(3) Uiso 0.33 1 d PD D 3 H4A H -0.6131 -0.0128 -0.1847 0.088 Uiso 0.33 1 d P E 3 C4 C -0.5414(17) 0.0750(18) -0.0974(10) 0.066(4) Uiso 0.33 1 d PD D 3 H4B H -0.4500 0.0834 -0.1247 0.100 Uiso 0.33 1 calc PR D 3 H4C H -0.5331 0.0288 -0.0524 0.100 Uiso 0.33 1 calc PR D 3 H4D H -0.5544 0.1607 -0.0821 0.100 Uiso 0.33 1 calc PR D 3 O5 O -0.664(3) -0.071(2) -0.0296(13) 0.140(7) Uiso 0.33 1 d P F 4 H5A H -0.6807 -0.0592 0.0160 0.209 Uiso 0.33 1 d P G 4 C5 C -0.6524(19) 0.0401(17) -0.0637(10) 0.049(4) Uiso 0.33 1 d P F 4 H5B H -0.5583 0.1016 -0.0455 0.073 Uiso 0.33 1 calc PR F 4 H5C H -0.7370 0.0764 -0.0515 0.073 Uiso 0.33 1 calc PR F 4 H5D H -0.6539 0.0222 -0.1187 0.073 Uiso 0.33 1 calc PR F 4 F11 F -0.5337(6) 0.3237(4) 0.5594(3) 0.1196(17) Uani 1 1 d U . . F12 F -0.6878(6) 0.1598(6) 0.6083(4) 0.158(3) Uani 1 1 d . . . F13 F -0.4831(5) 0.2701(4) 0.6733(3) 0.1125(16) Uani 1 1 d . . . F14 F -0.6636(5) 0.3627(5) 0.6543(2) 0.1008(14) Uani 1 1 d U . . F21 F -0.9876(6) -0.0540(5) 0.1182(3) 0.129(2) Uani 1 1 d . . . F22 F -0.7506(6) -0.0058(4) 0.0986(3) 0.1112(16) Uani 1 1 d . . . F23 F -0.8375(5) -0.0890(3) 0.2077(2) 0.0879(11) Uani 1 1 d . . . F24 F -0.8328(4) 0.1140(3) 0.18466(18) 0.0708(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0237(2) 0.0341(3) 0.0188(2) 0.00220(16) 0.00226(15) 0.01244(17) N11 0.066(3) 0.055(3) 0.045(2) 0.0020(18) -0.0056(19) 0.037(2) C12 0.067(3) 0.044(3) 0.053(3) 0.008(2) -0.003(2) 0.024(2) C13 0.048(3) 0.046(3) 0.046(2) 0.001(2) -0.003(2) 0.016(2) N14 0.0353(18) 0.044(2) 0.0330(17) 0.0011(14) -0.0004(14) 0.0180(15) N15 0.0292(16) 0.0462(19) 0.0203(14) -0.0007(13) 0.0022(12) 0.0201(14) C16 0.031(2) 0.063(3) 0.0240(18) -0.0004(17) 0.0033(15) 0.0203(19) C17 0.030(2) 0.083(4) 0.037(2) -0.003(2) -0.0015(17) 0.027(2) C18 0.045(3) 0.073(3) 0.036(2) -0.003(2) -0.0059(18) 0.038(2) C19 0.048(2) 0.056(3) 0.0278(19) -0.0051(18) -0.0032(17) 0.034(2) C110 0.038(2) 0.046(2) 0.0216(17) -0.0025(15) 0.0002(15) 0.0246(18) N21 0.0250(17) 0.055(2) 0.048(2) 0.0103(17) 0.0003(14) 0.0110(16) C22 0.028(2) 0.054(3) 0.057(3) 0.006(2) -0.0026(19) 0.0059(19) C23 0.037(2) 0.039(2) 0.060(3) 0.008(2) 0.006(2) 0.0054(19) N24 0.0308(17) 0.0390(19) 0.0392(18) 0.0074(14) 0.0028(14) 0.0123(14) N25 0.0253(15) 0.0359(17) 0.0207(14) 0.0025(12) 0.0024(11) 0.0138(13) C26 0.0282(19) 0.037(2) 0.0238(17) 0.0020(14) 0.0038(14) 0.0099(16) C27 0.039(2) 0.035(2) 0.035(2) 0.0064(16) 0.0084(16) 0.0156(17) C28 0.035(2) 0.047(2) 0.039(2) 0.0127(18) 0.0060(17) 0.0239(18) C29 0.0272(19) 0.047(2) 0.0291(18) 0.0084(16) 0.0060(15) 0.0173(17) C210 0.0248(18) 0.039(2) 0.0232(17) 0.0049(14) 0.0059(13) 0.0119(15) N31 0.063(3) 0.058(2) 0.0282(17) -0.0051(16) -0.0057(17) 0.035(2) C32 0.061(3) 0.049(3) 0.038(2) -0.005(2) -0.011(2) 0.023(2) C33 0.048(3) 0.051(3) 0.038(2) 0.0032(19) -0.0039(19) 0.020(2) N34 0.0391(19) 0.046(2) 0.0271(16) 0.0056(14) 0.0013(13) 0.0190(16) N35 0.0302(16) 0.0443(19) 0.0222(14) 0.0081(13) 0.0035(12) 0.0211(14) C36 0.030(2) 0.049(2) 0.0318(19) 0.0138(17) 0.0061(15) 0.0201(18) C37 0.037(2) 0.070(3) 0.034(2) 0.023(2) 0.0129(17) 0.029(2) C38 0.047(2) 0.071(3) 0.0232(19) 0.0092(19) 0.0100(17) 0.037(2) C39 0.045(2) 0.059(3) 0.0227(18) 0.0050(17) 0.0016(16) 0.034(2) C310 0.035(2) 0.046(2) 0.0219(17) 0.0036(15) 0.0012(14) 0.0248(18) N41 0.043(2) 0.068(3) 0.0309(18) 0.0142(17) 0.0103(15) 0.0257(19) C42 0.038(2) 0.066(3) 0.048(3) 0.028(2) 0.0154(19) 0.022(2) C43 0.031(2) 0.041(2) 0.054(3) 0.0082(19) 0.0060(18) 0.0140(18) N44 0.0254(16) 0.0409(18) 0.0323(16) 0.0022(14) 0.0020(12) 0.0135(14) N45 0.0275(15) 0.0375(17) 0.0224(14) 0.0005(12) -0.0013(12) 0.0140(13) C46 0.034(2) 0.037(2) 0.033(2) -0.0029(16) -0.0028(16) 0.0158(17) C47 0.048(2) 0.048(3) 0.033(2) -0.0112(18) -0.0071(18) 0.020(2) C48 0.051(3) 0.065(3) 0.0216(18) -0.0097(18) -0.0024(17) 0.031(2) C49 0.035(2) 0.057(3) 0.0252(18) 0.0042(17) 0.0033(15) 0.0247(19) C410 0.0272(18) 0.043(2) 0.0188(16) 0.0003(14) -0.0013(13) 0.0190(16) B1 0.053(4) 0.077(5) 0.092(5) 0.043(4) 0.031(3) 0.025(3) O1 0.112(5) 0.175(6) 0.149(5) 0.080(5) 0.008(4) 0.026(4) B2 0.053(3) 0.034(3) 0.047(3) -0.007(2) 0.006(2) 0.003(2) O2 0.060(5) 0.086(6) 0.168(8) 0.045(6) 0.032(5) 0.033(4) C2 0.070(9) 0.104(13) 0.127(14) -0.042(10) -0.034(10) 0.027(9) F11 0.149(4) 0.104(3) 0.125(3) 0.033(2) 0.101(3) 0.046(3) F12 0.096(4) 0.137(5) 0.213(6) 0.079(4) -0.019(4) -0.035(3) F13 0.065(2) 0.096(3) 0.186(5) 0.024(3) -0.011(3) 0.040(2) F14 0.104(3) 0.165(4) 0.074(2) 0.051(2) 0.043(2) 0.092(3) F21 0.113(4) 0.123(4) 0.108(3) -0.008(3) -0.002(3) -0.046(3) F22 0.134(4) 0.098(3) 0.110(3) -0.005(2) 0.061(3) 0.036(3) F23 0.123(3) 0.060(2) 0.088(2) 0.0154(18) 0.023(2) 0.030(2) F24 0.096(2) 0.0537(18) 0.0595(18) -0.0086(14) 0.0114(17) 0.0140(17) _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 Cu1 N15 1.965(3) . ? Cu1 N25 1.970(3) . ? Cu1 N45 2.004(3) . ? Cu1 N35 2.007(3) . ? N11 C12 1.297(7) . ? N11 C19 1.363(6) . ? C12 C13 1.385(7) . ? C12 H12A 0.9500 . ? C13 N14 1.314(6) . ? C13 H13A 0.9500 . ? N14 C110 1.348(5) . ? N15 C16 1.324(5) . ? N15 C110 1.355(5) . ? C16 C17 1.375(6) . ? C16 H16A 0.9500 . ? C17 C18 1.361(7) . ? C17 H17A 0.9500 . ? C18 C19 1.391(7) . ? C18 H18A 0.9500 . ? C19 C110 1.383(6) . ? N21 C22 1.299(6) . ? N21 C29 1.363(5) . ? C22 C23 1.389(7) . ? C22 H22A 0.9500 . ? C23 N24 1.317(6) . ? C23 H23A 0.9500 . ? N24 C210 1.351(5) . ? N25 C26 1.322(5) . ? N25 C210 1.362(5) . ? C26 C27 1.374(6) . ? C26 H26A 0.9500 . ? C27 C28 1.348(6) . ? C27 H27A 0.9500 . ? C28 C29 1.417(6) . ? C28 H28A 0.9500 . ? C29 C210 1.373(5) . ? N31 C32 1.305(7) . ? N31 C39 1.374(6) . ? C32 C33 1.420(7) . ? C32 H32A 0.9500 . ? C33 N34 1.322(6) . ? C33 H33A 0.9500 . ? N34 C310 1.356(5) . ? N35 C36 1.323(5) . ? N35 C310 1.368(5) . ? C36 C37 1.412(6) . ? C36 H36A 0.9500 . ? C37 C38 1.360(7) . ? C37 H37A 0.9500 . ? C38 C39 1.400(7) . ? C38 H38A 0.9500 . ? C39 C310 1.404(5) . ? N41 C42 1.311(7) . ? N41 C49 1.369(6) . ? C42 C43 1.406(6) . ? C42 H42A 0.9500 . ? C43 N44 1.321(5) . ? C43 H43A 0.9500 . ? N44 C410 1.367(5) . ? N45 C46 1.335(5) . ? N45 C410 1.358(5) . ? C46 C47 1.394(6) . ? C46 H46A 0.9500 . ? C47 C48 1.366(7) . ? C47 H47 0.9500 . ? C48 C49 1.420(6) . ? C48 H48A 0.9500 . ? C49 C410 1.408(5) . ? B1 F11 1.338(7) . ? B1 F12 1.348(9) . ? B1 F13 1.351(9) . ? B1 F14 1.359(8) . ? B2 F24 1.340(6) . ? B2 F21 1.344(7) . ? B2 F22 1.372(7) . ? B2 F23 1.379(7) . ? O2 C2 1.399(19) . ? O2 H2A 0.8441 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C2 H2D 0.9800 . ? O3 C3 1.515(10) . ? O3 H3A 0.8400 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C3 H3D 0.9800 . ? O4 C4 1.524(10) . ? O4 H4A 0.9074 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C4 H4D 0.9800 . ? O5 C5 1.36(3) . ? O5 H5A 0.8403 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C5 H5D 0.9800 . ? 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 N15 Cu1 N25 168.83(13) . . ? N15 Cu1 N45 90.14(12) . . ? N25 Cu1 N45 92.20(12) . . ? N15 Cu1 N35 90.94(12) . . ? N25 Cu1 N35 88.92(12) . . ? N45 Cu1 N35 168.59(13) . . ? C12 N11 C19 116.9(4) . . ? N11 C12 C13 121.9(5) . . ? N11 C12 H12A 119.1 . . ? C13 C12 H12A 119.1 . . ? N14 C13 C12 122.9(5) . . ? N14 C13 H13A 118.5 . . ? C12 C13 H13A 118.5 . . ? C13 N14 C110 116.0(4) . . ? C16 N15 C110 120.5(3) . . ? C16 N15 Cu1 125.9(3) . . ? C110 N15 Cu1 113.5(3) . . ? N15 C16 C17 120.2(5) . . ? N15 C16 H16A 119.9 . . ? C17 C16 H16A 119.9 . . ? C18 C17 C16 120.1(4) . . ? C18 C17 H17A 120.0 . . ? C16 C17 H17A 120.0 . . ? C17 C18 C19 120.8(4) . . ? C17 C18 H18A 119.6 . . ? C19 C18 H18A 119.6 . . ? N11 C19 C110 120.7(4) . . ? N11 C19 C18 122.9(4) . . ? C110 C19 C18 116.4(4) . . ? N14 C110 N15 116.5(3) . . ? N14 C110 C19 121.5(4) . . ? N15 C110 C19 122.0(4) . . ? C22 N21 C29 117.3(4) . . ? N21 C22 C23 122.8(4) . . ? N21 C22 H22A 118.6 . . ? C23 C22 H22A 118.6 . . ? N24 C23 C22 121.2(4) . . ? N24 C23 H23A 119.4 . . ? C22 C23 H23A 119.4 . . ? C23 N24 C210 116.5(4) . . ? C26 N25 C210 120.6(3) . . ? C26 N25 Cu1 125.1(3) . . ? C210 N25 Cu1 114.2(2) . . ? N25 C26 C27 122.2(4) . . ? N25 C26 H26A 118.9 . . ? C27 C26 H26A 118.9 . . ? C28 C27 C26 118.3(4) . . ? C28 C27 H27A 120.8 . . ? C26 C27 H27A 120.8 . . ? C27 C28 C29 120.9(4) . . ? C27 C28 H28A 119.5 . . ? C29 C28 H28A 119.5 . . ? N21 C29 C210 119.7(4) . . ? N21 C29 C28 122.7(4) . . ? C210 C29 C28 117.6(4) . . ? N24 C210 N25 117.2(3) . . ? N24 C210 C29 122.5(3) . . ? N25 C210 C29 120.3(4) . . ? C32 N31 C39 116.7(4) . . ? N31 C32 C33 122.3(4) . . ? N31 C32 H32A 118.9 . . ? C33 C32 H32A 118.9 . . ? N34 C33 C32 122.3(4) . . ? N34 C33 H33A 118.9 . . ? C32 C33 H33A 118.9 . . ? C33 N34 C310 116.1(4) . . ? C36 N35 C310 119.5(3) . . ? C36 N35 Cu1 125.9(3) . . ? C310 N35 Cu1 114.5(2) . . ? N35 C36 C37 121.6(4) . . ? N35 C36 H36A 119.2 . . ? C37 C36 H36A 119.2 . . ? C38 C37 C36 119.2(4) . . ? C38 C37 H37A 120.4 . . ? C36 C37 H37A 120.4 . . ? C37 C38 C39 120.6(4) . . ? C37 C38 H38A 119.7 . . ? C39 C38 H38A 119.7 . . ? N31 C39 C38 122.1(4) . . ? N31 C39 C310 120.6(4) . . ? C38 C39 C310 117.2(4) . . ? N34 C310 N35 116.1(3) . . ? N34 C310 C39 122.0(4) . . ? N35 C310 C39 121.9(4) . . ? C42 N41 C49 115.5(4) . . ? N41 C42 C43 123.9(4) . . ? N41 C42 H42A 118.0 . . ? C43 C42 H42A 118.0 . . ? N44 C43 C42 122.2(4) . . ? N44 C43 H43A 118.9 . . ? C42 C43 H43A 118.9 . . ? C43 N44 C410 115.1(3) . . ? C46 N45 C410 119.6(3) . . ? C46 N45 Cu1 123.9(3) . . ? C410 N45 Cu1 116.5(2) . . ? N45 C46 C47 122.4(4) . . ? N45 C46 H46A 118.8 . . ? C47 C46 H46A 118.8 . . ? C48 C47 C46 119.1(4) . . ? C48 C47 H47 120.5 . . ? C46 C47 H47 120.5 . . ? C47 C48 C49 119.9(4) . . ? C47 C48 H48A 120.0 . . ? C49 C48 H48A 120.0 . . ? N41 C49 C410 120.6(4) . . ? N41 C49 C48 121.8(4) . . ? C410 C49 C48 117.6(4) . . ? N45 C410 N44 116.0(3) . . ? N45 C410 C49 121.4(4) . . ? N44 C410 C49 122.6(4) . . ? F11 B1 F12 112.8(7) . . ? F11 B1 F13 109.8(6) . . ? F12 B1 F13 108.6(6) . . ? F11 B1 F14 108.5(5) . . ? F12 B1 F14 111.1(6) . . ? F13 B1 F14 105.7(7) . . ? F24 B2 F21 112.5(5) . . ? F24 B2 F22 109.1(4) . . ? F21 B2 F22 106.1(5) . . ? F24 B2 F23 111.0(4) . . ? F21 B2 F23 105.5(5) . . ? F22 B2 F23 112.6(5) . . ? C2 O2 H2A 113.5 . . ? C3 O3 H3A 109.5 . . ? O3 C3 H3B 109.5 . . ? O3 C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? O3 C3 H3D 109.5 . . ? H3B C3 H3D 109.5 . . ? H3C C3 H3D 109.5 . . ? C4 O4 H4A 89.4 . . ? C5 O5 H5A 109.3 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.972 _refine_diff_density_min -0.602 _refine_diff_density_rms 0.088 #========================================COMPOUND 4 (#5 in MS) ============= data_pypy132 _database_code_depnum_ccdc_archive 'CCDC 848065' #TrackingRef 'tan_cpds_csdciffile.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H40 B6 Cu4 F24 N24' _chemical_formula_weight 1824.14 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' B B 0.0013 0.0007 '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' Cu Cu 0.3201 1.2651 '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/ncm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+1/2, x, z+1/2' '-x+1/2, -y+1/2, z' 'y, -x+1/2, z+1/2' 'x+1/2, -y, -z+1/2' 'y+1/2, x+1/2, -z' '-x, y+1/2, -z+1/2' '-y, -x, -z' '-x, -y, -z' 'y-1/2, -x, -z-1/2' 'x-1/2, y-1/2, -z' '-y, x-1/2, -z-1/2' '-x-1/2, y, z-1/2' '-y-1/2, -x-1/2, z' 'x, -y-1/2, z-1/2' 'y, x, z' _cell_length_a 14.537(2) _cell_length_b 14.537(2) _cell_length_c 20.195(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4267.7(10) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 63165 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 25.05 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1812 _exptl_absorpt_coefficient_mu 1.084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8288 _exptl_absorpt_correction_T_max 0.8993 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 \f-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 63165 _diffrn_reflns_av_R_equivalents 0.0538 _diffrn_reflns_av_sigmaI/netI 0.0135 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 25.04 _reflns_number_total 1947 _reflns_number_gt 1661 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'DirAx (Duisenberg 1992)' _computing_data_reduction 'COLLECT/EVAL (Nonius, 2002)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELXTL (Sheldrick, 1990)' _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^)+(0.1274P)^2^+14.7600P] 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 1947 _refine_ls_number_parameters 152 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0878 _refine_ls_R_factor_gt 0.0771 _refine_ls_wR_factor_ref 0.2427 _refine_ls_wR_factor_gt 0.2316 _refine_ls_goodness_of_fit_ref 1.250 _refine_ls_restrained_S_all 1.280 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.5000 0.5000 0.0000 0.0168(5) Uani 1 4 d S . . Cu2 Cu 0.2500 0.7500 0.2500 0.0178(5) Uani 1 4 d S . . N1 N 0.3002(3) 0.6503(3) 0.18740(18) 0.0187(9) Uani 1 1 d . . . C2 C 0.2597(4) 0.5697(4) 0.1818(3) 0.0247(12) Uani 1 1 d . . . H2A H 0.2086 0.5567 0.2096 0.030 Uiso 1 1 calc R . . C3 C 0.2887(4) 0.5012(4) 0.1362(3) 0.0289(13) Uani 1 1 d . . . H3A H 0.2567 0.4442 0.1349 0.035 Uiso 1 1 calc R . . N4 N 0.3584(3) 0.5140(3) 0.0956(2) 0.0232(10) Uani 1 1 d . . . N5 N 0.4721(3) 0.6096(3) 0.0578(2) 0.0227(10) Uani 1 1 d . . . C6 C 0.5171(4) 0.6889(4) 0.0587(3) 0.0272(12) Uani 1 1 d . . . H6A H 0.5664 0.6980 0.0285 0.033 Uiso 1 1 calc R . . C7 C 0.4942(4) 0.7597(4) 0.1028(3) 0.0308(13) Uani 1 1 d . . . H7A H 0.5289 0.8150 0.1032 0.037 Uiso 1 1 calc R . . C8 C 0.4221(4) 0.7490(3) 0.1452(2) 0.0229(11) Uani 1 1 d . . . H8A H 0.4049 0.7973 0.1743 0.027 Uiso 1 1 calc R . . C9 C 0.3739(3) 0.6660(3) 0.1451(2) 0.0175(10) Uani 1 1 d . . . C10 C 0.4005(3) 0.5964(3) 0.1004(2) 0.0194(11) Uani 1 1 d . . . B1 B 0.2500 0.2500 0.0101(15) 0.030(6) Uani 0.50 4 d SP . . F11 F 0.3043(9) 0.1957(9) -0.0250(9) 0.084(4) Uani 0.50 2 d SPU . . F12 F 0.3075(4) 0.3075(4) 0.0487(5) 0.040(2) Uani 0.50 2 d SP . . B2 B 0.5241(9) 0.5241(9) 0.2746(8) 0.062(4) Uani 1 2 d S . . F21 F 0.5491(9) 0.5491(9) 0.2017(8) 0.161(5) Uani 1 2 d S . . F22 F 0.5801(4) 0.5801(4) 0.3068(5) 0.088(2) Uani 1 2 d S . . F23 F 0.4363(4) 0.5467(4) 0.2705(4) 0.0819(17) Uani 1 1 d U . . B3 B 0.2500 0.7500 0.0000 0.019(4) Uani 0.50 4 d SPU . . F31 F 0.2473(10) 0.6731(10) 0.0337(7) 0.107(4) Uani 0.50 1 d PU . . 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 Cu1 0.0195(6) 0.0195(6) 0.0113(7) 0.0007(3) 0.0007(3) 0.0046(4) Cu2 0.0192(6) 0.0192(6) 0.0150(7) 0.000 0.000 0.000 N1 0.022(2) 0.019(2) 0.0149(19) 0.0006(16) 0.0012(16) 0.0013(17) C2 0.025(3) 0.025(3) 0.024(3) -0.001(2) 0.005(2) -0.005(2) C3 0.037(3) 0.020(3) 0.030(3) -0.003(2) 0.001(3) -0.004(2) N4 0.033(3) 0.019(2) 0.018(2) -0.0013(17) 0.0007(18) 0.0010(18) N5 0.022(2) 0.028(2) 0.019(2) -0.0031(17) -0.0017(17) 0.0040(18) C6 0.024(3) 0.031(3) 0.027(3) -0.001(2) 0.005(2) 0.000(2) C7 0.031(3) 0.029(3) 0.033(3) -0.006(2) 0.005(2) -0.004(2) C8 0.029(3) 0.017(2) 0.022(2) -0.003(2) 0.001(2) -0.001(2) C9 0.018(2) 0.018(2) 0.017(2) -0.0005(19) -0.0016(19) 0.0046(19) C10 0.019(2) 0.025(3) 0.015(2) -0.0004(19) -0.0032(19) 0.006(2) B1 0.020(8) 0.020(8) 0.050(16) 0.000 0.000 -0.008(10) F11 0.074(5) 0.074(5) 0.105(8) -0.023(5) 0.023(5) -0.032(6) F12 0.037(4) 0.037(4) 0.047(6) -0.006(3) -0.006(3) -0.027(4) B2 0.053(5) 0.053(5) 0.081(9) -0.032(6) -0.032(6) 0.038(6) F21 0.172(8) 0.172(8) 0.140(11) 0.022(7) 0.022(7) 0.019(11) F22 0.075(3) 0.075(3) 0.114(6) -0.026(3) -0.026(3) 0.000(4) F23 0.053(3) 0.068(3) 0.125(5) -0.014(3) -0.007(3) 0.026(3) B3 0.020(5) 0.020(5) 0.016(6) 0.000 0.000 0.016(5) F31 0.114(6) 0.099(6) 0.110(6) 0.008(5) -0.028(4) 0.008(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 Cu1 N5 2.017(4) 16 ? Cu1 N5 2.017(4) 9_665 ? Cu1 N5 2.017(4) . ? Cu1 N5 2.017(4) 8_665 ? Cu2 N1 2.057(4) . ? Cu2 N1 2.057(4) 3_565 ? Cu2 N1 2.057(4) 12_666 ? Cu2 N1 2.057(4) 10_566 ? N1 C2 1.316(7) . ? N1 C9 1.389(6) . ? C2 C3 1.420(7) . ? C2 H2A 0.9500 . ? C3 N4 1.316(7) . ? C3 H3A 0.9500 . ? N4 C10 1.348(7) . ? N5 C6 1.325(7) . ? N5 C10 1.363(7) . ? C6 C7 1.403(8) . ? C6 H6A 0.9500 . ? C7 C8 1.360(8) . ? C7 H7A 0.9500 . ? C8 C9 1.395(7) . ? C8 H8A 0.9500 . ? C9 C10 1.412(7) . ? B1 F11 1.32(2) . ? B1 F11 1.32(2) 3 ? B1 F12 1.415(19) . ? B1 F12 1.415(19) 3 ? B2 F23 1.320(10) 16 ? B2 F23 1.320(10) . ? B2 F22 1.321(15) . ? B2 F21 1.56(2) . ? B3 F31 1.310(14) 6_455 ? B3 F31 1.310(14) . ? B3 F31 1.310(14) 8_665 ? B3 F31 1.310(14) 3_565 ? 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 N5 Cu1 N5 91.0(2) 16 9_665 ? N5 Cu1 N5 89.0(2) 16 . ? N5 Cu1 N5 180.0 9_665 . ? N5 Cu1 N5 179.998(1) 16 8_665 ? N5 Cu1 N5 89.0(2) 9_665 8_665 ? N5 Cu1 N5 91.0(2) . 8_665 ? N1 Cu2 N1 104.2(2) . 3_565 ? N1 Cu2 N1 112.20(11) . 12_666 ? N1 Cu2 N1 112.20(11) 3_565 12_666 ? N1 Cu2 N1 112.19(11) . 10_566 ? N1 Cu2 N1 112.20(11) 3_565 10_566 ? N1 Cu2 N1 104.1(2) 12_666 10_566 ? C2 N1 C9 116.0(4) . . ? C2 N1 Cu2 121.5(3) . . ? C9 N1 Cu2 122.3(3) . . ? N1 C2 C3 123.2(5) . . ? N1 C2 H2A 118.4 . . ? C3 C2 H2A 118.4 . . ? N4 C3 C2 122.2(5) . . ? N4 C3 H3A 118.9 . . ? C2 C3 H3A 118.9 . . ? C3 N4 C10 115.4(4) . . ? C6 N5 C10 119.5(4) . . ? C6 N5 Cu1 126.5(4) . . ? C10 N5 Cu1 114.0(3) . . ? N5 C6 C7 121.9(5) . . ? N5 C6 H6A 119.0 . . ? C7 C6 H6A 119.0 . . ? C8 C7 C6 119.9(5) . . ? C8 C7 H7A 120.0 . . ? C6 C7 H7A 120.0 . . ? C7 C8 C9 119.1(5) . . ? C7 C8 H8A 120.5 . . ? C9 C8 H8A 120.5 . . ? N1 C9 C8 122.0(4) . . ? N1 C9 C10 119.1(4) . . ? C8 C9 C10 118.9(5) . . ? N4 C10 N5 115.2(4) . . ? N4 C10 C9 124.0(5) . . ? N5 C10 C9 120.8(5) . . ? F11 B1 F11 115(3) . 3 ? F11 B1 F12 107.2(5) . . ? F11 B1 F12 107.2(5) 3 . ? F11 B1 F12 107.2(5) . 3 ? F11 B1 F12 107.2(5) 3 3 ? F12 B1 F12 113(2) . 3 ? F23 B2 F23 118.4(13) 16 . ? F23 B2 F22 118.2(6) 16 . ? F23 B2 F22 118.2(6) . . ? F23 B2 F21 96.2(9) 16 . ? F23 B2 F21 96.2(9) . . ? F22 B2 F21 100.3(15) . . ? F31 B3 F31 102.7(12) 6_455 . ? F31 B3 F31 117.3(13) 6_455 8_665 ? F31 B3 F31 108.8(13) . 8_665 ? F31 B3 F31 108.8(13) 6_455 3_565 ? F31 B3 F31 117.3(13) . 3_565 ? F31 B3 F31 102.7(12) 8_665 3_565 ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 2.095 _refine_diff_density_min -0.602 _refine_diff_density_rms 0.131 #========================================COMPOUND 5 (#5A in MS) ============= data_pypy135at _database_code_depnum_ccdc_archive 'CCDC 848066' #TrackingRef 'tan_cpds_csdciffile.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H27.50 B3 Cu2 F12 N12 O6' _chemical_formula_weight 1027.64 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P42/ncm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+1/2, x, z+1/2' '-x+1/2, -y+1/2, z' 'y, -x+1/2, z+1/2' 'x+1/2, -y, -z+1/2' 'y+1/2, x+1/2, -z' '-x, y+1/2, -z+1/2' '-y, -x, -z' '-x, -y, -z' 'y-1/2, -x, -z-1/2' 'x-1/2, y-1/2, -z' '-y, x-1/2, -z-1/2' '-x-1/2, y, z-1/2' '-y-1/2, -x-1/2, z' 'x, -y-1/2, z-1/2' 'y, x, z' _cell_length_a 14.639(2) _cell_length_b 14.639(2) _cell_length_c 20.056(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4298.0(12) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 59346 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 25.01 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.588 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2058 _exptl_absorpt_coefficient_mu 1.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8983 _exptl_absorpt_correction_T_max 0.9174 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 \f-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 59346 _diffrn_reflns_av_R_equivalents 0.1187 _diffrn_reflns_av_sigmaI/netI 0.0287 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 25.05 _reflns_number_total 1999 _reflns_number_gt 1380 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'DirAx (Duisenberg 1992)' _computing_data_reduction 'COLLECT/EVAL (Nonius, 2002)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELXTL (Sheldrick, 1990)' _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^)+(0.0142P)^2^+5.6186P] 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 1999 _refine_ls_number_parameters 194 _refine_ls_number_restraints 78 _refine_ls_R_factor_all 0.1121 _refine_ls_R_factor_gt 0.0753 _refine_ls_wR_factor_ref 0.1647 _refine_ls_wR_factor_gt 0.1542 _refine_ls_goodness_of_fit_ref 2.477 _refine_ls_restrained_S_all 2.595 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu -0.5000 -0.5000 0.0000 0.0206(4) Uani 1 4 d S . . Cu2 Cu -0.2500 -0.7500 -0.2500 0.0240(4) Uani 1 4 d S . . N1 N -0.3016(4) -0.6509(4) -0.1871(2) 0.0265(12) Uani 1 1 d . . . C2 C -0.2611(5) -0.5702(4) -0.1825(3) 0.0318(15) Uani 1 1 d . . . H2A H -0.2106 -0.5576 -0.2108 0.038 Uiso 1 1 calc R . . C3 C -0.2894(5) -0.5031(5) -0.1379(3) 0.0359(17) Uani 1 1 d . . . H3A H -0.2571 -0.4468 -0.1369 0.043 Uiso 1 1 calc R . . N4 N -0.3596(4) -0.5142(4) -0.0968(3) 0.0306(13) Uani 1 1 d . . . N5 N -0.4725(3) -0.6081(4) -0.0582(2) 0.0269(12) Uani 1 1 d . . . C6 C -0.5157(5) -0.6870(5) -0.0585(3) 0.0350(17) Uani 1 1 d . . . H6A H -0.5643 -0.6962 -0.0279 0.042 Uiso 1 1 calc R . . C7 C -0.4925(5) -0.7578(5) -0.1024(4) 0.0412(18) Uani 1 1 d . . . H7A H -0.5260 -0.8134 -0.1017 0.049 Uiso 1 1 calc R . . C8 C -0.4227(4) -0.7473(5) -0.1455(3) 0.0304(15) Uani 1 1 d . . . H8A H -0.4071 -0.7951 -0.1755 0.036 Uiso 1 1 calc R . . C9 C -0.3738(4) -0.6655(4) -0.1457(3) 0.0241(14) Uani 1 1 d . . . C10 C -0.4016(4) -0.5964(4) -0.1010(3) 0.0240(12) Uani 1 1 d . . . B1 B 0.2500 -0.2500 0.0000 0.070(5) Uani 1 4 d SDU . . F1A F 0.1777(7) -0.2718(9) -0.0443(6) 0.106(4) Uani 0.60 1 d PDU A 1 F1B F 0.1684(8) -0.2213(11) -0.0227(8) 0.085(5) Uani 0.40 1 d PDU A 2 B2 B -0.5223(7) -0.5223(7) -0.2738(8) 0.093(6) Uani 1 2 d SDU . . F2 F -0.5443(5) -0.4347(4) -0.2695(4) 0.118(2) Uani 1 1 d DU . . F3 F -0.5735(6) -0.5735(6) -0.3178(6) 0.149(4) Uani 1 2 d SDU . . F4A F -0.5525(9) -0.5525(9) -0.2114(8) 0.169(6) Uani 0.80 2 d SPDU . . F4B F -0.485(3) -0.485(3) -0.333(2) 0.169(16) Uani 0.20 2 d SPDU . . C1A C -0.452(2) -0.048(2) -0.038(2) 0.124(12) Uani 0.50 2 d SPU B 2 H1AA H -0.4139 -0.0861 -0.0084 0.187 Uiso 0.50 2 calc SPR B 2 H1AB H -0.4335 -0.0665 -0.0831 0.187 Uiso 0.50 2 calc SPR B 2 H1AC H -0.4601 0.0086 -0.0093 0.187 Uiso 0.25 1 d PR B 2 O1A O -0.534(2) -0.1103(19) -0.0352(10) 0.081(9) Uani 0.25 1 d P B 2 H1A H -0.5779 -0.0828 -0.0178 0.097 Uiso 0.25 1 calc PR B 2 O2 O -0.2704(16) -0.2296(16) 0.0547(15) 0.180(11) Uani 0.60 2 d SPU . . O3 O -0.3373(9) -0.1627(9) -0.0251(8) 0.121(5) Uani 0.80 2 d SPU . . O4 O -0.2500 -0.2500 -0.1272(12) 0.131(9) Uani 0.80 4 d SP . . O5 O -0.1927(15) -0.1927(15) -0.0495(19) 0.081(10) Uani 0.30 2 d SP . . O6 O -0.6843(18) -0.6843(18) -0.1840(17) 0.126(10) Uani 0.40 2 d SPU . . 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 Cu1 0.0218(5) 0.0218(5) 0.0182(7) 0.0000(5) 0.0000(5) 0.0020(6) Cu2 0.0248(5) 0.0248(5) 0.0224(7) 0.000 0.000 0.000 N1 0.030(3) 0.026(3) 0.024(3) -0.002(2) -0.002(2) 0.004(2) C2 0.033(4) 0.029(4) 0.033(3) 0.001(3) 0.004(3) 0.000(3) C3 0.047(4) 0.028(4) 0.032(4) 0.002(3) -0.001(3) -0.007(3) N4 0.038(3) 0.022(3) 0.032(3) -0.003(2) 0.000(3) 0.006(3) N5 0.026(3) 0.030(3) 0.025(3) -0.004(2) -0.001(2) 0.003(2) C6 0.029(4) 0.042(4) 0.034(4) -0.005(3) 0.005(3) -0.001(3) C7 0.042(4) 0.035(4) 0.046(4) -0.012(3) 0.008(4) -0.013(4) C8 0.034(4) 0.024(3) 0.033(3) -0.010(3) 0.001(3) -0.002(3) C9 0.024(3) 0.025(3) 0.023(3) 0.000(3) -0.001(3) 0.007(3) C10 0.023(4) 0.026(4) 0.023(3) -0.001(3) -0.006(3) 0.004(2) B1 0.078(7) 0.078(7) 0.052(8) 0.000 0.000 0.033(8) F1A 0.095(7) 0.113(8) 0.110(8) 0.027(6) -0.005(6) 0.033(6) F1B 0.083(9) 0.077(8) 0.096(9) 0.006(7) 0.006(7) 0.037(7) B2 0.094(7) 0.094(7) 0.092(9) -0.011(6) -0.011(6) 0.047(8) F2 0.109(5) 0.086(4) 0.159(6) -0.016(4) -0.006(4) 0.047(4) F3 0.150(5) 0.150(5) 0.146(8) -0.024(5) -0.024(5) 0.002(7) F4A 0.178(7) 0.178(7) 0.150(9) 0.000(6) 0.000(6) 0.007(9) F4B 0.171(16) 0.171(16) 0.165(19) -0.002(8) -0.002(8) -0.006(11) C1A 0.128(12) 0.128(12) 0.118(15) -0.001(7) 0.001(7) 0.018(10) O1A 0.12(2) 0.09(2) 0.035(12) -0.011(13) -0.002(14) 0.063(18) O2 0.171(11) 0.171(11) 0.199(14) -0.015(7) 0.015(7) -0.024(10) O3 0.111(6) 0.111(6) 0.143(9) -0.017(6) 0.017(6) -0.036(7) O4 0.138(13) 0.138(13) 0.117(18) 0.000 0.000 -0.048(18) O5 0.060(12) 0.060(12) 0.12(3) -0.008(14) -0.008(14) -0.010(16) O6 0.125(10) 0.125(10) 0.127(13) -0.008(7) -0.008(7) 0.011(10) _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 Cu1 N5 2.007(5) 8_445 ? Cu1 N5 2.007(5) 9_445 ? Cu1 N5 2.007(5) 16 ? Cu1 N5 2.007(5) . ? Cu2 N1 2.065(5) 3_435 ? Cu2 N1 2.065(5) 12_455 ? Cu2 N1 2.065(5) . ? Cu2 N1 2.065(5) 10_645 ? N1 C2 1.325(8) . ? N1 C9 1.362(8) . ? C2 C3 1.391(9) . ? C2 H2A 0.9500 . ? C3 N4 1.327(9) . ? C3 H3A 0.9500 . ? N4 C10 1.354(9) . ? N5 C6 1.317(8) . ? N5 C10 1.357(8) . ? C6 C7 1.402(9) . ? C6 H6A 0.9500 . ? C7 C8 1.347(9) . ? C7 H7A 0.9500 . ? C8 C9 1.395(9) . ? C8 H8A 0.9500 . ? C9 C10 1.412(8) . ? B1 F1B 1.346(9) . ? B1 F1B 1.346(9) 8 ? B1 F1B 1.346(9) 3_545 ? B1 F1B 1.346(9) 6_545 ? B1 F1A 1.419(8) 8 ? B1 F1A 1.419(8) 6_545 ? B1 F1A 1.419(8) 3_545 ? B1 F1A 1.419(8) . ? F1B F1B 1.43(3) 8 ? B2 F2 1.325(8) . ? B2 F2 1.325(8) 16 ? B2 F3 1.379(10) . ? B2 F4A 1.400(10) . ? B2 F4B 1.411(11) . ? F2 F4B 1.70(3) . ? F4B F2 1.70(3) 16 ? C1A O1A 1.50(3) 14 ? C1A O1A 1.50(3) . ? C1A H1AA 0.9900 . ? C1A H1AB 0.9900 . ? C1A H1AC 1.0072 . ? O1A H1A 0.8400 . ? O2 O2 0.84(7) 3_445 ? 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 N5 Cu1 N5 88.8(3) 8_445 9_445 ? N5 Cu1 N5 180.0(2) 8_445 16 ? N5 Cu1 N5 91.2(3) 9_445 16 ? N5 Cu1 N5 91.2(3) 8_445 . ? N5 Cu1 N5 180.000(1) 9_445 . ? N5 Cu1 N5 88.8(3) 16 . ? N1 Cu2 N1 111.89(15) 3_435 12_455 ? N1 Cu2 N1 104.7(3) 3_435 . ? N1 Cu2 N1 111.90(15) 12_455 . ? N1 Cu2 N1 111.89(15) 3_435 10_645 ? N1 Cu2 N1 104.7(3) 12_455 10_645 ? N1 Cu2 N1 111.89(15) . 10_645 ? C2 N1 C9 116.4(5) . . ? C2 N1 Cu2 120.4(4) . . ? C9 N1 Cu2 123.1(4) . . ? N1 C2 C3 122.8(6) . . ? N1 C2 H2A 118.6 . . ? C3 C2 H2A 118.6 . . ? N4 C3 C2 122.9(6) . . ? N4 C3 H3A 118.6 . . ? C2 C3 H3A 118.6 . . ? C3 N4 C10 115.0(5) . . ? C6 N5 C10 118.3(6) . . ? C6 N5 Cu1 126.7(4) . . ? C10 N5 Cu1 115.0(4) . . ? N5 C6 C7 122.3(6) . . ? N5 C6 H6A 118.8 . . ? C7 C6 H6A 118.8 . . ? C8 C7 C6 120.2(6) . . ? C8 C7 H7A 119.9 . . ? C6 C7 H7A 119.9 . . ? C7 C8 C9 119.2(6) . . ? C7 C8 H8A 120.4 . . ? C9 C8 H8A 120.4 . . ? N1 C9 C8 122.4(6) . . ? N1 C9 C10 119.9(6) . . ? C8 C9 C10 117.7(6) . . ? N4 C10 N5 114.8(5) . . ? N4 C10 C9 123.0(6) . . ? N5 C10 C9 122.1(6) . . ? F1B B1 F1B 64.0(14) . 8 ? F1B B1 F1B 140.4(14) . 3_545 ? F1B B1 F1B 131.9(15) 8 3_545 ? F1B B1 F1B 131.9(15) . 6_545 ? F1B B1 F1B 140.4(14) 8 6_545 ? F1B B1 F1B 64.0(14) 3_545 6_545 ? F1B B1 F1A 100.3(11) . 8 ? F1B B1 F1A 36.4(6) 8 8 ? F1B B1 F1A 104.2(9) 3_545 8 ? F1B B1 F1A 112.4(8) 6_545 8 ? F1B B1 F1A 104.2(9) . 6_545 ? F1B B1 F1A 112.4(8) 8 6_545 ? F1B B1 F1A 100.3(11) 3_545 6_545 ? F1B B1 F1A 36.4(6) 6_545 6_545 ? F1A B1 F1A 102.5(11) 8 6_545 ? F1B B1 F1A 112.4(8) . 3_545 ? F1B B1 F1A 104.2(9) 8 3_545 ? F1B B1 F1A 36.4(6) 3_545 3_545 ? F1B B1 F1A 100.3(11) 6_545 3_545 ? F1A B1 F1A 93.2(10) 8 3_545 ? F1A B1 F1A 136.7(11) 6_545 3_545 ? F1B B1 F1A 36.4(6) . . ? F1B B1 F1A 100.3(11) 8 . ? F1B B1 F1A 112.4(8) 3_545 . ? F1B B1 F1A 104.2(9) 6_545 . ? F1A B1 F1A 136.7(11) 8 . ? F1A B1 F1A 93.2(10) 6_545 . ? F1A B1 F1A 102.5(11) 3_545 . ? B1 F1B F1B 58.0(7) . 8 ? F2 B2 F2 117.8(12) . 16 ? F2 B2 F3 115.8(7) . . ? F2 B2 F3 115.8(7) 16 . ? F2 B2 F4A 99.8(9) . . ? F2 B2 F4A 99.8(9) 16 . ? F3 B2 F4A 103.2(14) . . ? F2 B2 F4B 76.9(16) . . ? F2 B2 F4B 76.9(16) 16 . ? F3 B2 F4B 83(3) . . ? F4A B2 F4B 173(3) . . ? B2 F2 F4B 53.8(9) . . ? B2 F4B F2 49.3(9) . 16 ? B2 F4B F2 49.3(9) . . ? F2 F4B F2 83.5(18) 16 . ? O1A C1A O1A 165(4) 14 . ? O1A C1A H1AA 94.7 14 . ? O1A C1A H1AA 94.7 . . ? O1A C1A H1AB 94.7 14 . ? O1A C1A H1AB 94.7 . . ? H1AA C1A H1AB 103.2 . . ? O1A C1A H1AC 53.3 14 . ? O1A C1A H1AC 113.1 . . ? H1AA C1A H1AC 101.0 . . ? H1AB C1A H1AC 141.2 . . ? C1A O1A H1A 109.5 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.212 _refine_diff_density_min -0.814 _refine_diff_density_rms 0.129 #========================================COMPOUND 6 (#8 in MS) ============= data_pypy212 _database_code_depnum_ccdc_archive 'CCDC 848067' #TrackingRef 'tan_cpds_csdciffile.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H15 Cl2 Cu2 N9 O8' _chemical_formula_weight 719.40 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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' 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 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 22.055(4) _cell_length_b 9.121(2) _cell_length_c 20.513(4) _cell_angle_alpha 90.00 _cell_angle_beta 142.650(10) _cell_angle_gamma 90.00 _cell_volume 2503.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 22448 _cell_measurement_theta_min 3.18 _cell_measurement_theta_max 27.50 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.909 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 1.982 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5878 _exptl_absorpt_correction_T_max 0.9249 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 \f-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22448 _diffrn_reflns_av_R_equivalents 0.0872 _diffrn_reflns_av_sigmaI/netI 0.0514 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 27.51 _reflns_number_total 2851 _reflns_number_gt 1992 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2002)' _computing_cell_refinement 'DirAx (Duisenberg 1992)' _computing_data_reduction 'COLLECT/EVAL (Nonius, 2002)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELXTL (Sheldrick, 1990)' _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^)+(0.0770P)^2^+17.8572P] 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 2851 _refine_ls_number_parameters 240 _refine_ls_number_restraints 68 _refine_ls_R_factor_all 0.0907 _refine_ls_R_factor_gt 0.0597 _refine_ls_wR_factor_ref 0.1710 _refine_ls_wR_factor_gt 0.1488 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.45705(5) -0.82263(7) 0.26751(5) 0.0340(2) Uani 1 1 d . . . Cl11 Cl 0.3466(4) -0.8460(6) 0.3505(5) 0.0540(14) Uani 0.50 1 d PD A 1 O11 O 0.3565(7) -0.8403(14) 0.2896(8) 0.049(3) Uani 0.50 1 d PDU A 1 O21 O 0.2442(4) -0.8251(12) 0.2804(7) 0.081(4) Uani 0.50 1 d PDU A 1 O31 O 0.3798(8) -0.9857(9) 0.4020(9) 0.098(4) Uani 0.50 1 d PDU A 1 O41 O 0.4061(8) -0.7330(12) 0.4301(9) 0.142(9) Uani 0.50 1 d PDU A 1 Cl12 Cl 0.3304(4) -0.8243(7) 0.3313(4) 0.087(3) Uani 0.50 1 d PD B 2 O12 O 0.3722(7) -0.8138(14) 0.3030(8) 0.053(4) Uani 0.50 1 d PDU B 2 O22 O 0.2955(9) -0.9706(9) 0.3122(9) 0.118(5) Uani 0.50 1 d PDU B 2 O32 O 0.4053(7) -0.7892(11) 0.4425(5) 0.059(3) Uani 0.50 1 d PDU B 2 O42 O 0.2488(6) -0.7242(12) 0.2674(8) 0.103(5) Uani 0.50 1 d PDU B 2 N26 N 0.4776(4) -1.3476(5) 0.2867(4) 0.0424(13) Uani 0.50 1 d P . . C28 C 0.4776(4) -1.3476(5) 0.2867(4) 0.0424(13) Uani 0.50 1 d P . . H28 H 0.4768 -1.4517 0.2867 0.051 Uiso 0.50 1 calc PR . . N11 N 0.3586(3) -0.6771(4) 0.1472(3) 0.0301(9) Uani 1 1 d . . . N21 N 0.4740(3) -1.0384(4) 0.2822(3) 0.0294(9) Uani 1 1 d . . . N31 N 0.5758(3) -0.7037(5) 0.4020(3) 0.0332(9) Uani 1 1 d . . . C29 C 0.4575(4) -1.2706(7) 0.3217(5) 0.0496(16) Uani 1 1 d G . . H29 H 0.4401 -1.3127 0.3477 0.059 Uiso 1 1 d G . . C22 C 0.5000 -1.1149(7) 0.2500 0.0242(13) Uani 1 2 d S . . C17 C 0.2935(4) -0.5223(6) 0.0047(4) 0.0361(12) Uani 1 1 d . . . C110 C 0.2950(4) -0.6079(6) 0.1315(4) 0.0389(12) Uani 1 1 d . . . H110 H 0.2917 -0.6351 0.1733 0.047 Uiso 1 1 calc R . . C27 C 0.5000 -1.2708(7) 0.2500 0.0303(15) Uani 1 2 d S . . C12 C 0.3589(3) -0.6346(5) 0.0832(4) 0.0293(10) Uani 1 1 d . . . C210 C 0.4545(4) -1.1148(6) 0.3188(4) 0.0381(12) Uani 1 1 d . . . H210 H 0.4380 -1.0642 0.3437 0.046 Uiso 1 1 calc R . . N16 N 0.2297(3) -0.4527(6) -0.0087(4) 0.0488(12) Uani 1 1 d . . . C32 C 0.5796(5) -0.6654(7) 0.4680(5) 0.0465(14) Uani 1 1 d . . . H32 H 0.5365 -0.7147 0.4607 0.056 Uiso 1 1 calc R . . C19 C 0.2319(4) -0.4949(7) 0.0546(5) 0.0491(15) Uani 1 1 d . . . H19 H 0.1891 -0.4472 0.0482 0.059 Uiso 1 1 calc R . . C33 C 0.6424(5) -0.5582(9) 0.5466(5) 0.0585(18) Uani 1 1 d . . . H33 H 0.6420 -0.5370 0.5915 0.070 Uiso 1 1 calc R . . C14 C 0.2960(4) -0.4844(7) -0.0592(4) 0.0467(14) Uani 1 1 d . . . H14 H 0.2550 -0.4078 -0.1107 0.09(3) Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0446(4) 0.0239(3) 0.0434(4) -0.0011(3) 0.0373(3) -0.0006(3) Cl11 0.057(2) 0.068(3) 0.074(3) -0.005(2) 0.060(2) -0.005(2) O11 0.054(5) 0.049(6) 0.059(6) -0.007(4) 0.049(5) -0.010(5) O21 0.053(5) 0.122(8) 0.087(6) 0.009(6) 0.060(5) 0.021(5) O31 0.121(8) 0.116(8) 0.115(7) 0.040(6) 0.107(7) 0.036(6) O41 0.141(11) 0.154(13) 0.156(12) -0.019(8) 0.124(9) 0.008(8) Cl12 0.116(6) 0.103(5) 0.085(4) -0.020(4) 0.089(5) -0.002(4) O12 0.058(6) 0.066(7) 0.064(7) -0.011(5) 0.055(6) -0.011(5) O22 0.147(9) 0.111(8) 0.113(7) -0.030(6) 0.107(7) -0.069(7) O32 0.069(6) 0.069(6) 0.041(4) -0.008(4) 0.044(4) -0.012(4) O42 0.088(7) 0.119(9) 0.110(8) -0.020(6) 0.080(6) 0.012(6) N26 0.034(3) 0.028(3) 0.045(3) 0.007(2) 0.026(2) -0.0002(18) C28 0.034(3) 0.028(3) 0.045(3) 0.007(2) 0.026(2) -0.0002(18) N11 0.032(2) 0.0236(18) 0.0286(19) -0.0051(16) 0.0228(18) -0.0040(16) N21 0.031(2) 0.0241(19) 0.029(2) 0.0003(16) 0.0234(19) 0.0012(16) N31 0.031(2) 0.034(2) 0.029(2) 0.0041(16) 0.0227(19) 0.0041(17) C29 0.035(3) 0.045(3) 0.049(3) 0.017(3) 0.029(3) -0.004(2) C22 0.021(3) 0.019(3) 0.023(3) 0.000 0.015(3) 0.000 C17 0.026(2) 0.033(3) 0.026(2) -0.001(2) 0.015(2) -0.005(2) C110 0.037(3) 0.039(3) 0.034(3) -0.005(2) 0.027(2) 0.000(2) C27 0.023(3) 0.017(3) 0.023(3) 0.000 0.012(3) 0.000 C12 0.030(2) 0.018(2) 0.027(2) -0.0064(17) 0.020(2) -0.0072(17) C210 0.038(3) 0.037(3) 0.037(3) 0.002(2) 0.029(3) -0.001(2) N16 0.034(2) 0.044(3) 0.043(3) 0.003(2) 0.025(2) 0.005(2) C32 0.051(3) 0.055(4) 0.041(3) 0.000(3) 0.038(3) 0.000(3) C19 0.035(3) 0.046(3) 0.047(3) -0.008(3) 0.028(3) 0.005(2) C33 0.051(4) 0.081(5) 0.041(3) -0.012(3) 0.036(3) 0.000(3) C14 0.039(3) 0.049(3) 0.033(3) 0.015(2) 0.024(3) 0.005(3) _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 Cu1 N21 1.981(4) . ? Cu1 N11 2.012(4) . ? Cu1 N31 2.039(4) . ? Cu1 Cu1 2.5040(13) 2_655 ? Cl11 O21 1.4293(10) . ? Cl11 O41 1.4299(10) . ? Cl11 O11 1.4301(10) . ? Cl11 O31 1.4303(10) . ? Cl12 O42 1.4294(10) . ? Cl12 O32 1.4296(10) . ? Cl12 O12 1.4301(10) . ? Cl12 O22 1.4306(10) . ? N26 C29 1.308(9) . ? N26 C27 1.377(6) . ? N11 C110 1.324(7) . ? N11 C12 1.373(6) . ? N21 C210 1.321(7) . ? N21 C22 1.362(5) . ? N31 C32 1.337(7) . ? N31 C12 1.365(7) 2_655 ? C29 C210 1.422(8) . ? C29 H29 0.9502 . ? C22 N21 1.362(5) 2_655 ? C22 C27 1.422(9) . ? C17 N16 1.359(8) . ? C17 C14 1.400(8) . ? C17 C12 1.425(7) . ? C110 C19 1.414(8) . ? C110 H110 0.9500 . ? C27 C28 1.377(6) 2_655 ? C27 N26 1.377(6) 2_655 ? C12 N31 1.365(7) 2_655 ? C210 H210 0.9500 . ? N16 C19 1.316(9) . ? C32 C33 1.386(9) . ? C32 H32 0.9500 . ? C19 H19 0.9500 . ? C33 C14 1.342(10) 2_655 ? C33 H33 0.9500 . ? C14 C33 1.342(10) 2_655 ? C14 H14 0.9500 . ? 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 N21 Cu1 N11 136.98(16) . . ? N21 Cu1 N31 116.00(16) . . ? N11 Cu1 N31 106.35(16) . . ? N21 Cu1 Cu1 87.11(12) . 2_655 ? N11 Cu1 Cu1 88.40(13) . 2_655 ? N31 Cu1 Cu1 86.35(13) . 2_655 ? O21 Cl11 O41 109.51(9) . . ? O21 Cl11 O11 109.49(9) . . ? O41 Cl11 O11 109.45(9) . . ? O21 Cl11 O31 109.51(9) . . ? O41 Cl11 O31 109.43(9) . . ? O11 Cl11 O31 109.43(9) . . ? O42 Cl12 O32 109.55(9) . . ? O42 Cl12 O12 109.49(9) . . ? O32 Cl12 O12 109.48(9) . . ? O42 Cl12 O22 109.45(9) . . ? O32 Cl12 O22 109.46(9) . . ? O12 Cl12 O22 109.41(9) . . ? C29 N26 C27 116.9(5) . . ? C110 N11 C12 116.3(4) . . ? C110 N11 Cu1 120.9(4) . . ? C12 N11 Cu1 122.6(3) . . ? C210 N21 C22 117.3(5) . . ? C210 N21 Cu1 120.2(4) . . ? C22 N21 Cu1 122.4(3) . . ? C32 N31 C12 116.6(5) . 2_655 ? C32 N31 Cu1 119.2(4) . . ? C12 N31 Cu1 122.7(3) 2_655 . ? N26 C29 C210 122.5(5) . . ? N26 C29 H29 123.7 . . ? C210 C29 H29 113.7 . . ? N21 C22 N21 118.4(6) . 2_655 ? N21 C22 C27 120.8(3) . . ? N21 C22 C27 120.8(3) 2_655 . ? N16 C17 C14 120.1(5) . . ? N16 C17 C12 121.3(5) . . ? C14 C17 C12 118.5(5) . . ? N11 C110 C19 122.1(6) . . ? N11 C110 H110 119.0 . . ? C19 C110 H110 119.0 . . ? C28 C27 N26 0.0(4) 2_655 2_655 ? C28 C27 N26 118.8(7) 2_655 . ? N26 C27 N26 118.8(7) 2_655 . ? C28 C27 C22 120.6(3) 2_655 . ? N26 C27 C22 120.6(3) 2_655 . ? N26 C27 C22 120.6(3) . . ? N31 C12 N11 117.5(4) 2_655 . ? N31 C12 C17 121.7(5) 2_655 . ? N11 C12 C17 120.9(5) . . ? N21 C210 C29 121.8(6) . . ? N21 C210 H210 119.1 . . ? C29 C210 H210 119.1 . . ? C19 N16 C17 116.3(5) . . ? N31 C32 C33 124.2(6) . . ? N31 C32 H32 117.9 . . ? C33 C32 H32 117.9 . . ? N16 C19 C110 123.1(6) . . ? N16 C19 H19 118.5 . . ? C110 C19 H19 118.5 . . ? C14 C33 C32 120.1(6) 2_655 . ? C14 C33 H33 119.9 2_655 . ? C32 C33 H33 119.9 . . ? C33 C14 C17 118.8(5) 2_655 . ? C33 C14 H14 120.6 2_655 . ? C17 C14 H14 120.6 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.840 _refine_diff_density_min -0.830 _refine_diff_density_rms 0.116