# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Schindler, Siegfried' _publ_contact_author_email siegfried.schindler@chemie.uni-giessen.de _publ_section_title ; Syntheses, Emission Properties and Intramolecular Ligand Exchange of Zinc Complexes with Ligands Belonging to the Tmpa Family ; _publ_author_name S.Schindler # CCDC ELECTRONIC DATA DEPOSITION FORM # This electronic data deposition form must be associated with CIF # output and can be used : # (a) WHEN SUBMITTING A PAPER TO A JOURNAL FOR PUBLICATION or # (b) WHEN SUBMITTING A PRIVATE COMMUNICATION TO THE CCDC # A comprehensive archive of CIF resources is maintained by the IUCr # at its Chester office. This can be accessed # by anonymous ftp to ftp.iucr.ac.uk # or via the WWW at http://www.iucr.ac.uk/cif/home.html # If data items in this form are not available or not applicable # then ignore these items # A few items specific to CCDC input are indicated by _ccdc_ # Submission and help information is provided at the end of this form #------------------------------------------------------------------------- #1 Data block identification for start of deposition data_ass20 _database_code_depnum_ccdc_archive 'CCDC 724312' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H15 Cl2 N3 Zn' _chemical_formula_weight 349.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.50480(10) _cell_length_b 13.0128(3) _cell_length_c 13.1424(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.2500(10) _cell_angle_gamma 90.00 _cell_volume 1448.38(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3263 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.603 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 2.053 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6842 _exptl_absorpt_correction_T_max 0.8210 _exptl_absorpt_process_details Scalepack _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5650 _diffrn_reflns_av_R_equivalents 0.0179 _diffrn_reflns_av_sigmaI/netI 0.0294 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3228 _reflns_number_gt 2878 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL NT' _computing_publication_material 'SHELXTL NT' _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^)+(0.0453P)^2^+0.2094P] 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 'free isotropic' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3228 _refine_ls_number_parameters 232 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0311 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_ref 0.0781 _refine_ls_wR_factor_gt 0.0754 _refine_ls_goodness_of_fit_ref 1.122 _refine_ls_restrained_S_all 1.122 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 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 Zn1 Zn 0.15565(2) 0.762452(16) 0.576020(14) 0.02142(9) Uani 1 1 d . . . Cl1 Cl 0.25774(6) 0.60745(4) 0.53764(4) 0.03958(14) Uani 1 1 d . . . N1 N 0.15453(17) 0.84414(12) 0.72383(11) 0.0221(3) Uani 1 1 d . . . C1 C 0.2395(3) 0.78244(18) 0.80589(15) 0.0318(4) Uani 1 1 d . . . Cl2 Cl 0.02759(5) 0.86129(4) 0.45154(3) 0.02851(12) Uani 1 1 d . . . N11 N -0.05555(17) 0.70798(12) 0.63624(11) 0.0240(3) Uani 1 1 d . . . C12 C -0.1434(2) 0.62892(15) 0.59754(14) 0.0276(4) Uani 1 1 d . . . C13 C -0.2870(2) 0.60347(16) 0.63212(15) 0.0306(4) Uani 1 1 d . . . C14 C -0.3387(2) 0.65951(17) 0.71238(15) 0.0311(4) Uani 1 1 d . . . C15 C -0.2469(2) 0.73943(16) 0.75449(16) 0.0286(4) Uani 1 1 d . . . C16 C -0.1079(2) 0.76382(14) 0.71234(14) 0.0239(4) Uani 1 1 d . . . C17 C -0.0117(2) 0.85794(15) 0.74357(15) 0.0276(4) Uani 1 1 d . . . N21 N 0.37603(17) 0.84440(12) 0.59037(11) 0.0232(3) Uani 1 1 d . . . C22 C 0.4997(2) 0.82611(16) 0.53624(14) 0.0276(4) Uani 1 1 d . . . C23 C 0.6326(2) 0.88773(17) 0.54317(15) 0.0318(4) Uani 1 1 d . . . C24 C 0.6396(2) 0.97014(17) 0.60966(16) 0.0328(4) Uani 1 1 d . . . C25 C 0.5137(2) 0.98766(16) 0.66760(15) 0.0311(4) Uani 1 1 d . . . C26 C 0.3830(2) 0.92397(15) 0.65567(13) 0.0249(4) Uani 1 1 d . . . C27 C 0.2363(2) 0.94230(15) 0.71005(15) 0.0273(4) Uani 1 1 d . . . H27A H 0.263(3) 0.9783(19) 0.7727(18) 0.036(6) Uiso 1 1 d . . . H27B H 0.160(3) 0.9871(19) 0.6688(17) 0.033(6) Uiso 1 1 d . . . H17B H -0.018(3) 0.8777(17) 0.8136(17) 0.027(5) Uiso 1 1 d . . . H17A H -0.054(3) 0.9148(18) 0.7001(16) 0.030(5) Uiso 1 1 d . . . H14 H -0.431(3) 0.6400(18) 0.7395(17) 0.033(6) Uiso 1 1 d . . . H15 H -0.278(3) 0.7766(18) 0.8104(17) 0.028(6) Uiso 1 1 d . . . H12 H -0.099(2) 0.5896(17) 0.5468(15) 0.024(5) Uiso 1 1 d . . . H13 H -0.342(3) 0.545(2) 0.6024(18) 0.033(6) Uiso 1 1 d . . . H25 H 0.517(3) 1.0416(19) 0.7142(18) 0.036(6) Uiso 1 1 d . . . H22 H 0.489(3) 0.7685(18) 0.4937(19) 0.030(6) Uiso 1 1 d . . . H23 H 0.721(3) 0.8711(19) 0.5014(17) 0.036(6) Uiso 1 1 d . . . H24 H 0.726(2) 1.0139(18) 0.6151(15) 0.026(5) Uiso 1 1 d . . . H1C H 0.344(3) 0.7785(19) 0.7925(18) 0.034(6) Uiso 1 1 d . . . H1B H 0.231(3) 0.819(2) 0.875(2) 0.044(6) Uiso 1 1 d . . . H1A H 0.181(3) 0.713(2) 0.8103(18) 0.041(7) Uiso 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 Zn1 0.02013(14) 0.02322(14) 0.02115(13) -0.00256(7) 0.00328(9) -0.00202(7) Cl1 0.0358(3) 0.0260(3) 0.0589(3) -0.0105(2) 0.0146(2) -0.0003(2) N1 0.0211(7) 0.0228(8) 0.0221(7) -0.0009(6) 0.0008(6) 0.0015(6) C1 0.0301(11) 0.0391(12) 0.0255(9) 0.0050(8) -0.0015(8) 0.0050(9) Cl2 0.0225(2) 0.0377(3) 0.0252(2) 0.00469(17) 0.00138(16) -0.00191(17) N11 0.0234(8) 0.0269(8) 0.0220(7) 0.0009(6) 0.0043(6) -0.0013(6) C12 0.0294(10) 0.0285(10) 0.0253(8) 0.0001(7) 0.0043(7) -0.0032(8) C13 0.0273(10) 0.0320(11) 0.0322(9) 0.0037(8) 0.0019(7) -0.0061(8) C14 0.0230(9) 0.0388(12) 0.0323(9) 0.0095(8) 0.0070(8) -0.0007(8) C15 0.0261(10) 0.0351(11) 0.0259(9) 0.0035(8) 0.0089(7) 0.0044(8) C16 0.0226(9) 0.0279(10) 0.0214(8) 0.0028(7) 0.0026(7) 0.0016(7) C17 0.0257(9) 0.0292(10) 0.0287(9) -0.0053(8) 0.0065(7) 0.0028(8) N21 0.0201(7) 0.0251(8) 0.0240(7) 0.0005(6) 0.0002(6) -0.0017(6) C22 0.0242(9) 0.0323(10) 0.0261(8) 0.0038(8) 0.0018(7) 0.0019(8) C23 0.0212(9) 0.0399(12) 0.0341(9) 0.0124(9) 0.0017(7) 0.0012(8) C24 0.0217(9) 0.0342(11) 0.0409(10) 0.0130(9) -0.0066(8) -0.0063(8) C25 0.0277(10) 0.0271(10) 0.0369(10) 0.0008(8) -0.0052(8) -0.0052(8) C26 0.0233(9) 0.0250(9) 0.0254(8) 0.0014(7) -0.0034(7) -0.0002(7) C27 0.0259(9) 0.0231(9) 0.0324(9) -0.0058(8) 0.0002(7) -0.0017(7) _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 Zn1 N11 2.1483(15) . ? Zn1 N21 2.1497(15) . ? Zn1 N1 2.2151(14) . ? Zn1 Cl1 2.2709(5) . ? Zn1 Cl2 2.2783(5) . ? N1 C17 1.472(2) . ? N1 C27 1.473(2) . ? N1 C1 1.479(2) . ? N11 C12 1.344(2) . ? N11 C16 1.345(2) . ? C12 C13 1.382(3) . ? C13 C14 1.387(3) . ? C14 C15 1.385(3) . ? C15 C16 1.387(3) . ? C16 C17 1.509(3) . ? N21 C26 1.343(2) . ? N21 C22 1.343(2) . ? C22 C23 1.383(3) . ? C23 C24 1.381(3) . ? C24 C25 1.389(3) . ? C25 C26 1.384(3) . ? C26 C27 1.512(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 Zn1 N21 152.01(6) . . ? N11 Zn1 N1 76.37(6) . . ? N21 Zn1 N1 76.04(6) . . ? N11 Zn1 Cl1 97.95(5) . . ? N21 Zn1 Cl1 96.44(4) . . ? N1 Zn1 Cl1 130.80(4) . . ? N11 Zn1 Cl2 95.16(4) . . ? N21 Zn1 Cl2 97.97(4) . . ? N1 Zn1 Cl2 108.58(4) . . ? Cl1 Zn1 Cl2 120.62(2) . . ? C17 N1 C27 112.80(14) . . ? C17 N1 C1 110.54(15) . . ? C27 N1 C1 110.84(16) . . ? C17 N1 Zn1 107.13(10) . . ? C27 N1 Zn1 105.56(11) . . ? C1 N1 Zn1 109.75(12) . . ? C12 N11 C16 118.99(16) . . ? C12 N11 Zn1 124.59(12) . . ? C16 N11 Zn1 116.16(12) . . ? N11 C12 C13 122.44(18) . . ? C12 C13 C14 118.39(19) . . ? C15 C14 C13 119.50(18) . . ? C14 C15 C16 118.81(18) . . ? N11 C16 C15 121.73(18) . . ? N11 C16 C17 115.63(16) . . ? C15 C16 C17 122.53(17) . . ? N1 C17 C16 111.03(15) . . ? C26 N21 C22 118.97(16) . . ? C26 N21 Zn1 115.19(12) . . ? C22 N21 Zn1 125.73(13) . . ? N21 C22 C23 122.51(19) . . ? C24 C23 C22 118.65(19) . . ? C23 C24 C25 118.94(18) . . ? C26 C25 C24 119.43(19) . . ? N21 C26 C25 121.47(18) . . ? N21 C26 C27 115.70(16) . . ? C25 C26 C27 122.74(18) . . ? N1 C27 C26 109.89(15) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 Zn1 N1 C17 -29.99(11) . . . . ? N21 Zn1 N1 C17 154.79(12) . . . . ? Cl1 Zn1 N1 C17 -118.77(11) . . . . ? Cl2 Zn1 N1 C17 60.94(12) . . . . ? N11 Zn1 N1 C27 -150.44(12) . . . . ? N21 Zn1 N1 C27 34.33(11) . . . . ? Cl1 Zn1 N1 C27 120.78(10) . . . . ? Cl2 Zn1 N1 C27 -59.51(11) . . . . ? N11 Zn1 N1 C1 90.06(13) . . . . ? N21 Zn1 N1 C1 -85.17(13) . . . . ? Cl1 Zn1 N1 C1 1.28(15) . . . . ? Cl2 Zn1 N1 C1 -179.01(12) . . . . ? N21 Zn1 N11 C12 -159.43(14) . . . . ? N1 Zn1 N11 C12 -169.34(15) . . . . ? Cl1 Zn1 N11 C12 -39.17(15) . . . . ? Cl2 Zn1 N11 C12 82.76(14) . . . . ? N21 Zn1 N11 C16 26.5(2) . . . . ? N1 Zn1 N11 C16 16.61(13) . . . . ? Cl1 Zn1 N11 C16 146.77(12) . . . . ? Cl2 Zn1 N11 C16 -91.29(13) . . . . ? C16 N11 C12 C13 0.9(3) . . . . ? Zn1 N11 C12 C13 -173.03(14) . . . . ? N11 C12 C13 C14 -2.5(3) . . . . ? C12 C13 C14 C15 0.8(3) . . . . ? C13 C14 C15 C16 2.5(3) . . . . ? C12 N11 C16 C15 2.6(3) . . . . ? Zn1 N11 C16 C15 176.99(14) . . . . ? C12 N11 C16 C17 -173.56(16) . . . . ? Zn1 N11 C16 C17 0.8(2) . . . . ? C14 C15 C16 N11 -4.2(3) . . . . ? C14 C15 C16 C17 171.63(18) . . . . ? C27 N1 C17 C16 155.26(15) . . . . ? C1 N1 C17 C16 -80.01(19) . . . . ? Zn1 N1 C17 C16 39.53(17) . . . . ? N11 C16 C17 N1 -28.2(2) . . . . ? C15 C16 C17 N1 155.64(17) . . . . ? N11 Zn1 N21 C26 -30.1(2) . . . . ? N1 Zn1 N21 C26 -20.15(12) . . . . ? Cl1 Zn1 N21 C26 -150.66(12) . . . . ? Cl2 Zn1 N21 C26 87.11(12) . . . . ? N11 Zn1 N21 C22 153.90(14) . . . . ? N1 Zn1 N21 C22 163.82(15) . . . . ? Cl1 Zn1 N21 C22 33.32(15) . . . . ? Cl2 Zn1 N21 C22 -88.91(14) . . . . ? C26 N21 C22 C23 -1.7(3) . . . . ? Zn1 N21 C22 C23 174.18(13) . . . . ? N21 C22 C23 C24 1.2(3) . . . . ? C22 C23 C24 C25 0.5(3) . . . . ? C23 C24 C25 C26 -1.6(3) . . . . ? C22 N21 C26 C25 0.6(3) . . . . ? Zn1 N21 C26 C25 -175.75(14) . . . . ? C22 N21 C26 C27 177.31(16) . . . . ? Zn1 N21 C26 C27 1.0(2) . . . . ? C24 C25 C26 N21 1.1(3) . . . . ? C24 C25 C26 C27 -175.46(17) . . . . ? C17 N1 C27 C26 -160.69(14) . . . . ? C1 N1 C27 C26 74.75(19) . . . . ? Zn1 N1 C27 C26 -44.03(16) . . . . ? N21 C26 C27 N1 30.3(2) . . . . ? C25 C26 C27 N1 -152.95(17) . . . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.272 _refine_diff_density_min -0.536 _refine_diff_density_rms 0.083 # CCDC ELECTRONIC DATA DEPOSITION FORM # This electronic data deposition form must be associated with CIF # output and can be used : # (a) WHEN SUBMITTING A PAPER TO A JOURNAL FOR PUBLICATION or # (b) WHEN SUBMITTING A PRIVATE COMMUNICATION TO THE CCDC # A comprehensive archive of CIF resources is maintained by the IUCr # at its Chester office. This can be accessed # by anonymous ftp to ftp.iucr.ac.uk # or via the WWW at http://www.iucr.ac.uk/cif/home.html # If data items in this form are not available or not applicable # then ignore these items # A few items specific to CCDC input are indicated by _ccdc_ # Submission and help information is provided at the end of this form #------------------------------------------------------------------------- #1 Data block identification for start of depositiondata_ #------------------------------------------------------------------------- #2 Person making the deposition_publ_contact_author 'Prof Siegfried Schindler'_ #------------------------------------------------------------------------- #6 Include your "standard" CIF file here # It should contain the following data items: # unit cell parameters and volume, z value, space group symbol, # R-factor(s), atomic coordinates with standard deviations, # occupancy factors, bond lengths and bond angles # Other data items may be present but will not necessarily be # included in the Cambridge Structural Database # Do not include structure factors data_ass14 _database_code_depnum_ccdc_archive 'CCDC 724313' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H16 Cl2 N4 Zn' _chemical_formula_weight 412.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.2065(18) _cell_length_b 11.230(2) _cell_length_c 17.138(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.09(3) _cell_angle_gamma 90.00 _cell_volume 1738.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 15 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.576 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 1.725 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6256 _exptl_absorpt_correction_T_max 0.6256 _exptl_absorpt_process_details 'Psi Scans' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Mach3' _diffrn_measurement_method 'theta scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time 7200 _diffrn_standards_decay_% ? _diffrn_reflns_number 7223 _diffrn_reflns_av_R_equivalents 0.0773 _diffrn_reflns_av_sigmaI/netI 0.0554 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 26.30 _reflns_number_total 3519 _reflns_number_gt 2833 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Express' _computing_cell_refinement 'Nonius Express' _computing_data_reduction MoleN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Shelxtl NT 5.1' _computing_publication_material 'Shelxtl NT 5.1' _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^)+(0.0451P)^2^+1.4097P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3519 _refine_ls_number_parameters 273 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0459 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0789 _refine_ls_wR_factor_gt 0.0683 _refine_ls_goodness_of_fit_ref 0.873 _refine_ls_restrained_S_all 0.873 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.003 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.28087(3) 0.55696(2) 0.184481(14) 0.02104(9) Uani 1 1 d . . . Cl2 Cl 0.33175(8) 0.74733(6) 0.14925(4) 0.03889(17) Uani 1 1 d . . . Cl1 Cl 0.43724(6) 0.43522(6) 0.14117(4) 0.03266(15) Uani 1 1 d . . . N11 N 0.3141(2) 0.57234(17) 0.30770(10) 0.0223(4) Uani 1 1 d . . . C12 C 0.3494(3) 0.6783(2) 0.34170(14) 0.0275(5) Uani 1 1 d . . . C13 C 0.3714(3) 0.6959(2) 0.42297(14) 0.0313(5) Uani 1 1 d . . . C14 C 0.3542(3) 0.6011(3) 0.47067(14) 0.0310(5) Uani 1 1 d . . . C15 C 0.3183(3) 0.4912(2) 0.43639(14) 0.0279(5) Uani 1 1 d . . . C16 C 0.2994(2) 0.4789(2) 0.35504(12) 0.0221(4) Uani 1 1 d . . . C17 C 0.2733(3) 0.3581(2) 0.31755(13) 0.0270(5) Uani 1 1 d . . . H17A H 0.3690 0.3251 0.3094 0.032 Uiso 1 1 calc R . . H17B H 0.2341 0.3045 0.3544 0.032 Uiso 1 1 calc R . . N21 N 0.0591(2) 0.54883(17) 0.13644(11) 0.0220(4) Uani 1 1 d . . . C22 C 0.0062(3) 0.6129(2) 0.07053(14) 0.0278(5) Uani 1 1 d . . . C23 C -0.1416(3) 0.6153(2) 0.03612(15) 0.0316(5) Uani 1 1 d . . . C24 C -0.2407(3) 0.5521(2) 0.07150(16) 0.0330(6) Uani 1 1 d . . . C25 C -0.1875(3) 0.4864(2) 0.13863(15) 0.0289(5) Uani 1 1 d . . . C26 C -0.0366(2) 0.4842(2) 0.16917(13) 0.0226(4) Uani 1 1 d . . . N27 N 0.16959(19) 0.36031(17) 0.24117(10) 0.0209(4) Uani 1 1 d . . . C27 C 0.0245(2) 0.4133(2) 0.24295(13) 0.0233(5) Uani 1 1 d . . . C31 C 0.1655(2) 0.2564(2) 0.19518(13) 0.0222(4) Uani 1 1 d . . . N32 N 0.0458(2) 0.24556(19) 0.13754(12) 0.0288(4) Uani 1 1 d . . . C33 C 0.0357(3) 0.1486(2) 0.09193(15) 0.0335(6) Uani 1 1 d . . . C34 C 0.1376(3) 0.0584(2) 0.10109(16) 0.0344(6) Uani 1 1 d . . . C35 C 0.2610(3) 0.0704(3) 0.16127(17) 0.0359(6) Uani 1 1 d . . . C36 C 0.2769(3) 0.1699(2) 0.20820(15) 0.0315(5) Uani 1 1 d . . . H12 H 0.355(3) 0.738(2) 0.3075(15) 0.024(6) Uiso 1 1 d . . . H24 H -0.339(3) 0.551(2) 0.0512(14) 0.022(6) Uiso 1 1 d . . . H27B H -0.043(3) 0.353(2) 0.2516(14) 0.025(6) Uiso 1 1 d . . . H33 H -0.050(4) 0.142(3) 0.0505(19) 0.050(9) Uiso 1 1 d . . . H27A H 0.034(3) 0.468(2) 0.2840(15) 0.022(6) Uiso 1 1 d . . . H34 H 0.124(3) -0.010(3) 0.0684(17) 0.044(8) Uiso 1 1 d . . . H25 H -0.251(3) 0.443(2) 0.1650(15) 0.026(7) Uiso 1 1 d . . . H13 H 0.396(3) 0.771(3) 0.4435(15) 0.030(7) Uiso 1 1 d . . . H36 H 0.363(3) 0.178(3) 0.2482(16) 0.038(8) Uiso 1 1 d . . . H15 H 0.306(3) 0.427(2) 0.4654(15) 0.021(6) Uiso 1 1 d . . . H35 H 0.326(4) 0.011(3) 0.1711(19) 0.058(10) Uiso 1 1 d . . . H23 H -0.170(3) 0.659(2) -0.0087(16) 0.030(7) Uiso 1 1 d . . . H22 H 0.079(3) 0.658(2) 0.0476(16) 0.036(7) Uiso 1 1 d . . . H14 H 0.367(3) 0.613(3) 0.5270(17) 0.041(8) Uiso 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 Zn1 0.01737(13) 0.02519(16) 0.02065(14) 0.00137(10) 0.00392(9) -0.00134(10) Cl2 0.0463(4) 0.0318(3) 0.0355(3) 0.0104(3) 0.0001(3) -0.0133(3) Cl1 0.0207(3) 0.0412(4) 0.0389(3) 0.0028(3) 0.0126(2) 0.0058(2) N11 0.0214(9) 0.0243(10) 0.0212(9) -0.0014(7) 0.0039(7) -0.0022(8) C12 0.0291(12) 0.0252(12) 0.0283(11) -0.0023(10) 0.0059(9) -0.0026(10) C13 0.0312(13) 0.0312(14) 0.0312(12) -0.0105(11) 0.0054(10) -0.0024(11) C14 0.0272(12) 0.0430(15) 0.0227(11) -0.0056(11) 0.0043(9) -0.0005(11) C15 0.0275(11) 0.0325(13) 0.0238(11) 0.0014(10) 0.0052(9) 0.0011(10) C16 0.0194(10) 0.0245(11) 0.0223(10) 0.0014(9) 0.0036(8) 0.0025(9) C17 0.0321(12) 0.0239(12) 0.0237(11) 0.0031(9) 0.0020(9) 0.0002(10) N21 0.0171(8) 0.0245(10) 0.0247(9) -0.0011(8) 0.0046(7) -0.0003(7) C22 0.0248(11) 0.0308(13) 0.0279(11) 0.0013(10) 0.0052(9) 0.0009(10) C23 0.0265(12) 0.0367(14) 0.0295(12) 0.0012(11) 0.0000(9) 0.0035(11) C24 0.0206(11) 0.0353(14) 0.0399(13) -0.0058(11) -0.0024(10) 0.0013(11) C25 0.0195(11) 0.0284(13) 0.0392(13) -0.0042(11) 0.0069(9) -0.0022(10) C26 0.0199(10) 0.0211(11) 0.0276(11) -0.0067(9) 0.0065(8) 0.0002(9) N27 0.0175(9) 0.0226(10) 0.0228(9) -0.0010(7) 0.0043(7) -0.0012(7) C27 0.0202(11) 0.0260(12) 0.0258(11) -0.0032(10) 0.0094(9) -0.0029(9) C31 0.0214(11) 0.0226(11) 0.0246(10) 0.0007(9) 0.0095(8) -0.0043(9) N32 0.0256(10) 0.0288(11) 0.0319(10) -0.0055(8) 0.0053(8) -0.0043(8) C33 0.0311(13) 0.0357(14) 0.0344(13) -0.0101(11) 0.0083(10) -0.0098(11) C34 0.0396(14) 0.0303(13) 0.0382(13) -0.0130(11) 0.0196(11) -0.0086(12) C35 0.0360(14) 0.0298(14) 0.0446(14) -0.0048(12) 0.0147(11) 0.0020(12) C36 0.0301(13) 0.0299(13) 0.0350(13) -0.0051(11) 0.0075(10) 0.0011(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N21 2.0513(19) . ? Zn1 N11 2.0819(18) . ? Zn1 Cl1 2.2143(7) . ? Zn1 Cl2 2.2941(8) . ? N11 C12 1.337(3) . ? N11 C16 1.349(3) . ? C12 C13 1.383(3) . ? C13 C14 1.370(4) . ? C14 C15 1.380(4) . ? C15 C16 1.378(3) . ? C16 C17 1.500(3) . ? C17 N27 1.465(3) . ? N21 C26 1.344(3) . ? N21 C22 1.349(3) . ? C22 C23 1.376(3) . ? C23 C24 1.383(4) . ? C24 C25 1.375(4) . ? C25 C26 1.388(3) . ? C26 C27 1.508(3) . ? N27 C31 1.405(3) . ? N27 C27 1.468(3) . ? C31 N32 1.337(3) . ? C31 C36 1.399(3) . ? N32 C33 1.333(3) . ? C33 C34 1.369(4) . ? C34 C35 1.386(4) . ? C35 C36 1.368(4) . ? 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 Zn1 N11 110.59(8) . . ? N21 Zn1 Cl1 119.93(6) . . ? N11 Zn1 Cl1 114.39(6) . . ? N21 Zn1 Cl2 100.00(6) . . ? N11 Zn1 Cl2 101.07(6) . . ? Cl1 Zn1 Cl2 107.96(3) . . ? C12 N11 C16 118.30(19) . . ? C12 N11 Zn1 119.47(16) . . ? C16 N11 Zn1 122.23(15) . . ? N11 C12 C13 122.9(2) . . ? C14 C13 C12 118.6(2) . . ? C13 C14 C15 119.1(2) . . ? C14 C15 C16 119.6(2) . . ? N11 C16 C15 121.5(2) . . ? N11 C16 C17 118.16(18) . . ? C15 C16 C17 120.2(2) . . ? N27 C17 C16 113.02(19) . . ? C26 N21 C22 118.51(19) . . ? C26 N21 Zn1 122.55(15) . . ? C22 N21 Zn1 118.91(16) . . ? N21 C22 C23 122.5(2) . . ? C22 C23 C24 118.9(2) . . ? C25 C24 C23 118.9(2) . . ? C24 C25 C26 119.6(2) . . ? N21 C26 C25 121.5(2) . . ? N21 C26 C27 117.77(19) . . ? C25 C26 C27 120.7(2) . . ? C31 N27 C17 115.47(19) . . ? C31 N27 C27 114.99(18) . . ? C17 N27 C27 115.31(18) . . ? N27 C27 C26 113.00(18) . . ? N32 C31 C36 122.0(2) . . ? N32 C31 N27 114.8(2) . . ? C36 C31 N27 123.2(2) . . ? C33 N32 C31 117.5(2) . . ? N32 C33 C34 124.6(2) . . ? C33 C34 C35 117.3(2) . . ? C36 C35 C34 119.8(3) . . ? C35 C36 C31 118.7(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.30 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.331 _refine_diff_density_min -0.458 _refine_diff_density_rms 0.072 # Attachment '- alldata.cif' data_sf0201 _database_code_depnum_ccdc_archive 'CCDC 796270' #TrackingRef '- alldata.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H18 F6 N4 O7 S2 Zn' _chemical_formula_sum 'C19 H18 F6 N4 O7 S2 Zn' _chemical_formula_weight 657.86 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 '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 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.49410(10) _cell_length_b 10.8919(2) _cell_length_c 12.8792(2) _cell_angle_alpha 100.8780(10) _cell_angle_beta 94.965(2) _cell_angle_gamma 108.3410(10) _cell_volume 1226.14(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 154 _cell_measurement_theta_min 6.00 _cell_measurement_theta_max 20.00 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.782 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 1.267 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.650 _exptl_absorpt_correction_T_max 0.808 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius KappaCCD' _diffrn_measurement_method ; \f- and \w-rotations with 2.0\% and 20 sec per frame ; _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33004 _diffrn_reflns_av_R_equivalents 0.0574 _diffrn_reflns_av_sigmaI/netI 0.0404 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 30.00 _reflns_number_total 7118 _reflns_number_gt 5824 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Bruker-Nonius, 2001)' _computing_cell_refinement 'EVALCCD (Bruker-Nonius, 2001)' _computing_data_reduction 'EVALCCD (Bruker-Nonius, 2001)' _computing_structure_solution 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_structure_refinement 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_molecular_graphics 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_publication_material 'SHELXTL 6.12 (Bruker AXS, 2002)' _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^)+(0.0471P)^2^+0.3075P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7118 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0910 _refine_ls_wR_factor_gt 0.0856 _refine_ls_goodness_of_fit_ref 1.125 _refine_ls_restrained_S_all 1.125 _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 Zn1 Zn 0.43019(2) 0.69134(2) 0.251067(16) 0.00972(6) Uani 1 1 d . . . O1 O 0.60723(16) 0.67797(15) 0.17349(11) 0.0139(3) Uani 1 1 d . . . H1A H 0.606(3) 0.636(2) 0.116(2) 0.017 Uiso 1 1 d . . . H1B H 0.647(3) 0.746(3) 0.170(2) 0.017 Uiso 1 1 d . . . N10 N 0.27648(17) 0.76728(15) 0.35762(12) 0.0097(3) Uani 1 1 d . . . C11 C 0.1343(2) 0.66050(17) 0.32895(14) 0.0101(3) Uani 1 1 d . . . C12 C 0.0259(2) 0.65503(19) 0.24611(16) 0.0139(4) Uani 1 1 d . . . H12 H 0.037(3) 0.720(2) 0.2131(19) 0.017 Uiso 1 1 d . . . C13 C -0.1038(2) 0.5446(2) 0.21860(17) 0.0164(4) Uani 1 1 d . . . H13 H -0.171(3) 0.544(2) 0.166(2) 0.020 Uiso 1 1 d . . . C14 C -0.1226(2) 0.4451(2) 0.27435(17) 0.0176(4) Uani 1 1 d . . . H14 H -0.199(3) 0.374(3) 0.258(2) 0.021 Uiso 1 1 d . . . C15 C -0.0104(2) 0.4599(2) 0.35545(17) 0.0175(4) Uani 1 1 d . . . H15 H -0.012(3) 0.393(2) 0.394(2) 0.021 Uiso 1 1 d . . . N16 N 0.11784(18) 0.56560(16) 0.38349(13) 0.0136(3) Uani 1 1 d . . . C20 C 0.2783(2) 0.89030(18) 0.32387(15) 0.0119(3) Uani 1 1 d . . . H20A H 0.366(3) 0.964(2) 0.3668(19) 0.014 Uiso 1 1 d . . . H20B H 0.191(3) 0.917(2) 0.3361(19) 0.014 Uiso 1 1 d . . . C21 C 0.29406(19) 0.88408(17) 0.20689(15) 0.0108(3) Uani 1 1 d . . . C22 C 0.2567(2) 0.97259(19) 0.15461(16) 0.0153(4) Uani 1 1 d . . . H22 H 0.218(3) 1.031(2) 0.193(2) 0.018 Uiso 1 1 d . . . C23 C 0.2763(2) 0.9668(2) 0.04863(17) 0.0174(4) Uani 1 1 d . . . H23 H 0.253(3) 1.022(2) 0.010(2) 0.021 Uiso 1 1 d . . . C24 C 0.3308(2) 0.8710(2) -0.00350(16) 0.0161(4) Uani 1 1 d . . . H24 H 0.348(3) 0.865(2) -0.075(2) 0.019 Uiso 1 1 d . . . C25 C 0.3674(2) 0.78694(19) 0.05361(15) 0.0139(4) Uani 1 1 d . . . H25 H 0.413(3) 0.730(2) 0.0238(19) 0.017 Uiso 1 1 d . . . N26 N 0.35022(17) 0.79338(15) 0.15771(12) 0.0109(3) Uani 1 1 d . . . C30 C 0.3484(2) 0.79025(19) 0.46962(15) 0.0123(3) Uani 1 1 d . . . H30A H 0.399(3) 0.891(2) 0.4960(19) 0.015 Uiso 1 1 d . . . H30B H 0.282(3) 0.761(2) 0.5111(19) 0.015 Uiso 1 1 d . . . C31 C 0.4672(2) 0.72679(17) 0.48299(14) 0.0106(3) Uani 1 1 d . . . C32 C 0.5280(2) 0.72603(19) 0.58533(15) 0.0146(4) Uani 1 1 d . . . H32 H 0.494(3) 0.759(2) 0.641(2) 0.018 Uiso 1 1 d . . . C33 C 0.6398(2) 0.6708(2) 0.59650(17) 0.0188(4) Uani 1 1 d . . . H33 H 0.689(3) 0.670(2) 0.663(2) 0.023 Uiso 1 1 d . . . C34 C 0.6891(2) 0.6175(2) 0.50579(17) 0.0186(4) Uani 1 1 d . . . H34 H 0.766(3) 0.584(2) 0.510(2) 0.022 Uiso 1 1 d . . . C35 C 0.6243(2) 0.62155(19) 0.40682(16) 0.0148(4) Uani 1 1 d . . . H35 H 0.650(3) 0.588(2) 0.340(2) 0.018 Uiso 1 1 d . . . N36 N 0.51567(17) 0.67570(15) 0.39552(12) 0.0103(3) Uani 1 1 d . . . S1 S 0.72204(5) 1.01024(4) 0.27854(3) 0.01059(9) Uani 1 1 d . . . O11 O 0.61718(15) 0.92934(13) 0.33503(11) 0.0158(3) Uani 1 1 d . . . O12 O 0.73765(16) 0.93792(13) 0.17590(11) 0.0175(3) Uani 1 1 d . . . O13 O 0.71032(17) 1.13917(13) 0.27986(11) 0.0189(3) Uani 1 1 d . . . C1 C 0.9040(2) 1.0456(2) 0.35913(17) 0.0215(4) Uani 1 1 d . . . F11 F 1.01603(14) 1.11571(16) 0.31612(13) 0.0389(4) Uani 1 1 d . . . F12 F 0.91156(15) 1.11465(16) 0.45833(11) 0.0353(4) Uani 1 1 d . . . F13 F 0.92679(17) 0.93269(16) 0.36649(13) 0.0385(4) Uani 1 1 d . . . S2 S 0.30079(5) 0.39967(4) 0.10011(4) 0.01190(10) Uani 1 1 d . . . O21 O 0.29609(15) 0.49410(13) 0.19618(11) 0.0153(3) Uani 1 1 d . . . O22 O 0.37670(18) 0.30960(15) 0.11960(13) 0.0261(3) Uani 1 1 d . . . O23 O 0.33757(15) 0.46149(14) 0.01114(11) 0.0169(3) Uani 1 1 d . . . C2 C 0.1036(2) 0.2957(2) 0.05879(16) 0.0191(4) Uani 1 1 d . . . F21 F 0.09122(14) 0.20372(13) -0.02995(11) 0.0297(3) Uani 1 1 d . . . F22 F 0.01922(14) 0.36680(14) 0.03720(11) 0.0294(3) Uani 1 1 d . . . F23 F 0.05133(16) 0.23372(14) 0.13392(12) 0.0352(3) 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 Zn1 0.01274(11) 0.01169(11) 0.00624(10) 0.00119(7) 0.00123(8) 0.00678(8) O1 0.0170(7) 0.0109(6) 0.0120(7) -0.0007(5) 0.0043(5) 0.0040(5) N10 0.0117(7) 0.0104(7) 0.0078(7) 0.0017(6) 0.0011(6) 0.0050(6) C11 0.0116(8) 0.0114(8) 0.0086(8) 0.0016(6) 0.0029(6) 0.0056(6) C12 0.0148(8) 0.0145(9) 0.0148(9) 0.0063(7) 0.0025(7) 0.0066(7) C13 0.0126(8) 0.0205(10) 0.0155(9) 0.0030(8) 0.0000(7) 0.0062(7) C14 0.0138(9) 0.0146(9) 0.0216(10) 0.0019(8) 0.0041(8) 0.0018(7) C15 0.0206(9) 0.0138(9) 0.0187(10) 0.0065(8) 0.0060(8) 0.0043(7) N16 0.0166(8) 0.0134(7) 0.0115(7) 0.0042(6) 0.0020(6) 0.0053(6) C20 0.0146(8) 0.0098(8) 0.0126(9) 0.0030(7) 0.0036(7) 0.0053(7) C21 0.0085(7) 0.0094(8) 0.0128(8) 0.0021(7) 0.0009(6) 0.0010(6) C22 0.0163(9) 0.0141(9) 0.0179(10) 0.0056(7) 0.0039(8) 0.0067(7) C23 0.0189(9) 0.0165(9) 0.0186(10) 0.0100(8) 0.0010(8) 0.0055(8) C24 0.0158(9) 0.0174(9) 0.0127(9) 0.0052(7) 0.0008(7) 0.0015(7) C25 0.0143(8) 0.0153(9) 0.0112(9) 0.0014(7) 0.0013(7) 0.0047(7) N26 0.0122(7) 0.0108(7) 0.0089(7) 0.0011(6) 0.0015(6) 0.0035(6) C30 0.0141(8) 0.0152(9) 0.0075(8) 0.0011(7) 0.0008(7) 0.0059(7) C31 0.0125(8) 0.0075(8) 0.0095(8) 0.0011(6) 0.0006(7) 0.0009(6) C32 0.0189(9) 0.0146(9) 0.0074(8) 0.0020(7) -0.0003(7) 0.0026(7) C33 0.0184(9) 0.0217(10) 0.0135(9) 0.0064(8) -0.0050(8) 0.0038(8) C34 0.0154(9) 0.0205(10) 0.0218(10) 0.0080(8) -0.0012(8) 0.0078(8) C35 0.0142(8) 0.0159(9) 0.0156(9) 0.0039(7) 0.0018(7) 0.0068(7) N36 0.0118(7) 0.0096(7) 0.0088(7) 0.0020(6) -0.0002(6) 0.0034(6) S1 0.0127(2) 0.0103(2) 0.0083(2) 0.00171(16) 0.00156(16) 0.00358(16) O11 0.0168(7) 0.0147(6) 0.0146(7) 0.0033(5) 0.0058(5) 0.0027(5) O12 0.0245(7) 0.0145(7) 0.0109(7) -0.0007(5) 0.0049(6) 0.0045(6) O13 0.0303(8) 0.0137(7) 0.0151(7) 0.0036(5) 0.0039(6) 0.0103(6) C1 0.0168(9) 0.0303(11) 0.0175(10) 0.0013(9) 0.0020(8) 0.0108(8) F11 0.0142(6) 0.0519(10) 0.0383(9) 0.0026(7) 0.0067(6) -0.0021(6) F12 0.0258(7) 0.0618(10) 0.0145(6) -0.0078(6) -0.0065(5) 0.0218(7) F13 0.0376(8) 0.0525(10) 0.0405(9) 0.0148(7) 0.0026(7) 0.0344(8) S2 0.0130(2) 0.0109(2) 0.0098(2) -0.00130(16) 0.00045(16) 0.00388(16) O21 0.0205(7) 0.0128(6) 0.0092(6) -0.0022(5) 0.0023(5) 0.0036(5) O22 0.0299(8) 0.0229(8) 0.0280(9) 0.0012(7) -0.0034(7) 0.0171(7) O23 0.0193(7) 0.0177(7) 0.0107(6) 0.0002(5) 0.0063(5) 0.0030(5) C2 0.0182(9) 0.0184(10) 0.0149(9) -0.0014(8) 0.0035(8) 0.0009(8) F21 0.0251(7) 0.0244(7) 0.0233(7) -0.0128(5) -0.0003(5) -0.0022(5) F22 0.0168(6) 0.0374(8) 0.0317(8) 0.0009(6) 0.0002(5) 0.0110(5) F23 0.0343(8) 0.0310(8) 0.0294(8) 0.0090(6) 0.0110(6) -0.0066(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 Zn1 N36 2.0234(15) . ? Zn1 N26 2.0334(16) . ? Zn1 O1 2.0578(14) . ? Zn1 O21 2.0702(13) . ? Zn1 N10 2.3185(15) . ? Zn1 O11 2.5989(14) . ? O1 H1A 0.79(3) . ? O1 H1B 0.73(3) . ? N10 C11 1.440(2) . ? N10 C20 1.480(2) . ? N10 C30 1.481(2) . ? C11 N16 1.333(2) . ? C11 C12 1.396(3) . ? C12 C13 1.386(3) . ? C12 H12 0.88(2) . ? C13 C14 1.385(3) . ? C13 H13 0.88(3) . ? C14 C15 1.374(3) . ? C14 H14 0.85(3) . ? C15 N16 1.350(2) . ? C15 H15 0.95(2) . ? C20 C21 1.518(3) . ? C20 H20A 0.99(2) . ? C20 H20B 0.97(2) . ? C21 N26 1.347(2) . ? C21 C22 1.388(3) . ? C22 C23 1.386(3) . ? C22 H22 0.92(2) . ? C23 C24 1.394(3) . ? C23 H23 0.91(3) . ? C24 C25 1.382(3) . ? C24 H24 0.94(3) . ? C25 N26 1.356(2) . ? C25 H25 0.91(2) . ? C30 C31 1.511(3) . ? C30 H30A 1.02(2) . ? C30 H30B 0.88(2) . ? C31 N36 1.344(2) . ? C31 C32 1.395(3) . ? C32 C33 1.385(3) . ? C32 H32 0.87(2) . ? C33 C34 1.389(3) . ? C33 H33 0.94(3) . ? C34 C35 1.381(3) . ? C34 H34 0.92(3) . ? C35 N36 1.350(2) . ? C35 H35 0.95(2) . ? S1 O13 1.4403(14) . ? S1 O12 1.4506(14) . ? S1 O11 1.4533(14) . ? S1 C1 1.825(2) . ? C1 F11 1.331(3) . ? C1 F13 1.333(3) . ? C1 F12 1.338(2) . ? S2 O22 1.4323(15) . ? S2 O23 1.4495(14) . ? S2 O21 1.4659(13) . ? S2 C2 1.826(2) . ? C2 F22 1.323(3) . ? C2 F23 1.326(2) . ? C2 F21 1.340(2) . ? 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 N36 Zn1 N26 150.73(6) . . ? N36 Zn1 O1 97.23(6) . . ? N26 Zn1 O1 97.88(6) . . ? N36 Zn1 O21 97.07(6) . . ? N26 Zn1 O21 105.95(6) . . ? O1 Zn1 O21 96.40(6) . . ? N36 Zn1 N10 79.80(6) . . ? N26 Zn1 N10 78.71(6) . . ? O1 Zn1 N10 163.79(6) . . ? O21 Zn1 N10 99.78(5) . . ? N36 Zn1 O11 76.73(5) . . ? N26 Zn1 O11 80.76(5) . . ? O1 Zn1 O11 81.93(5) . . ? O21 Zn1 O11 173.26(5) . . ? N10 Zn1 O11 81.88(5) . . ? Zn1 O1 H1A 129.2(18) . . ? Zn1 O1 H1B 104.1(19) . . ? H1A O1 H1B 103(3) . . ? C11 N10 C20 114.92(14) . . ? C11 N10 C30 113.90(14) . . ? C20 N10 C30 113.94(14) . . ? C11 N10 Zn1 103.70(10) . . ? C20 N10 Zn1 102.80(10) . . ? C30 N10 Zn1 105.86(11) . . ? N16 C11 C12 123.12(17) . . ? N16 C11 N10 115.17(16) . . ? C12 C11 N10 121.64(16) . . ? C13 C12 C11 118.18(18) . . ? C13 C12 H12 120.2(16) . . ? C11 C12 H12 121.6(16) . . ? C14 C13 C12 119.44(19) . . ? C14 C13 H13 124.1(16) . . ? C12 C13 H13 116.5(16) . . ? C15 C14 C13 118.19(18) . . ? C15 C14 H14 119.4(17) . . ? C13 C14 H14 122.3(17) . . ? N16 C15 C14 123.79(18) . . ? N16 C15 H15 113.2(15) . . ? C14 C15 H15 122.9(15) . . ? C11 N16 C15 117.28(17) . . ? N10 C20 C21 113.28(15) . . ? N10 C20 H20A 107.9(14) . . ? C21 C20 H20A 107.4(14) . . ? N10 C20 H20B 114.7(13) . . ? C21 C20 H20B 107.2(14) . . ? H20A C20 H20B 105.8(19) . . ? N26 C21 C22 121.80(17) . . ? N26 C21 C20 117.60(16) . . ? C22 C21 C20 120.56(17) . . ? C23 C22 C21 119.18(18) . . ? C23 C22 H22 123.6(15) . . ? C21 C22 H22 117.2(15) . . ? C22 C23 C24 119.29(18) . . ? C22 C23 H23 123.1(16) . . ? C24 C23 H23 117.6(16) . . ? C25 C24 C23 118.56(18) . . ? C25 C24 H24 119.1(15) . . ? C23 C24 H24 122.2(15) . . ? N26 C25 C24 122.33(18) . . ? N26 C25 H25 117.1(15) . . ? C24 C25 H25 120.3(15) . . ? C21 N26 C25 118.82(16) . . ? C21 N26 Zn1 116.94(12) . . ? C25 N26 Zn1 123.72(13) . . ? N10 C30 C31 114.67(15) . . ? N10 C30 H30A 106.3(13) . . ? C31 C30 H30A 107.7(13) . . ? N10 C30 H30B 111.9(15) . . ? C31 C30 H30B 106.8(15) . . ? H30A C30 H30B 109(2) . . ? N36 C31 C32 121.22(17) . . ? N36 C31 C30 118.93(16) . . ? C32 C31 C30 119.81(16) . . ? C33 C32 C31 119.16(18) . . ? C33 C32 H32 121.1(16) . . ? C31 C32 H32 119.7(16) . . ? C32 C33 C34 119.40(19) . . ? C32 C33 H33 123.5(15) . . ? C34 C33 H33 117.0(15) . . ? C35 C34 C33 118.54(19) . . ? C35 C34 H34 119.4(16) . . ? C33 C34 H34 122.0(16) . . ? N36 C35 C34 122.30(18) . . ? N36 C35 H35 113.0(15) . . ? C34 C35 H35 124.7(15) . . ? C31 N36 C35 119.38(16) . . ? C31 N36 Zn1 118.48(12) . . ? C35 N36 Zn1 122.06(13) . . ? O13 S1 O12 115.46(8) . . ? O13 S1 O11 115.06(8) . . ? O12 S1 O11 113.95(8) . . ? O13 S1 C1 104.37(10) . . ? O12 S1 C1 102.54(9) . . ? O11 S1 C1 103.17(9) . . ? S1 O11 Zn1 124.79(8) . . ? F11 C1 F13 107.79(17) . . ? F11 C1 F12 107.83(18) . . ? F13 C1 F12 108.07(18) . . ? F11 C1 S1 111.51(16) . . ? F13 C1 S1 110.24(15) . . ? F12 C1 S1 111.25(14) . . ? O22 S2 O23 116.35(9) . . ? O22 S2 O21 114.59(9) . . ? O23 S2 O21 112.73(8) . . ? O22 S2 C2 104.71(10) . . ? O23 S2 C2 103.81(9) . . ? O21 S2 C2 102.58(9) . . ? S2 O21 Zn1 128.11(8) . . ? F22 C2 F23 108.80(17) . . ? F22 C2 F21 108.26(17) . . ? F23 C2 F21 108.17(17) . . ? F22 C2 S2 111.32(14) . . ? F23 C2 S2 111.23(15) . . ? F21 C2 S2 108.96(13) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1A O23 0.79(3) 1.99(3) 2.7549(19) 164(2) 2_665 O1 H1B O12 0.73(3) 1.98(3) 2.703(2) 172(3) . _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.470 _refine_diff_density_min -0.558 _refine_diff_density_rms 0.101 #===END OF DATA FOR 1 # 4.2 REAULTS FOR 2 data_shin243s _database_code_depnum_ccdc_archive 'CCDC 796271' #TrackingRef '- alldata.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C102 H94 B2 Cu2 N12 O' _chemical_formula_weight 1652.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cu Cu 0.3201 1.2651 '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 monoclinic _symmetry_space_group_name_H-M Cc 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' _cell_length_a 17.762(4) _cell_length_b 20.211(4) _cell_length_c 24.377(5) _cell_angle_alpha 90.00 _cell_angle_beta 100.35(3) _cell_angle_gamma 90.00 _cell_volume 8609(3) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.275 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3464 _exptl_absorpt_coefficient_mu 0.552 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'STOE IPDS' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27816 _diffrn_reflns_av_R_equivalents 0.0517 _diffrn_reflns_av_sigmaI/netI 0.0845 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 25.02 _reflns_number_total 13806 _reflns_number_gt 9198 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE IPDS Software (1997)' _computing_cell_refinement 'STOE IPDS Software (1997)' _computing_data_reduction 'STOE IPDS Software (1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0477P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.005(11) _refine_ls_number_reflns 13806 _refine_ls_number_parameters 1074 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0795 _refine_ls_R_factor_gt 0.0461 _refine_ls_wR_factor_ref 0.1057 _refine_ls_wR_factor_gt 0.0941 _refine_ls_goodness_of_fit_ref 0.924 _refine_ls_restrained_S_all 0.924 _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 B1 B 0.4334(4) 0.7317(3) 0.4006(3) 0.0477(15) Uani 1 1 d . . . B2 B 0.4380(3) 0.1510(3) 0.3372(2) 0.0361(13) Uani 1 1 d . . . C1 C 1.2731(3) -0.0768(2) 0.2048(2) 0.0388(12) Uani 1 1 d . . . C2 C 1.3031(3) -0.0231(3) 0.1809(2) 0.0546(15) Uani 1 1 d . . . H2 H 1.2974 0.0203 0.1945 0.066 Uiso 1 1 calc R . . C3 C 1.3409(4) -0.0333(3) 0.1378(3) 0.0650(17) Uani 1 1 d . . . H3 H 1.3622 0.0031 0.1211 0.078 Uiso 1 1 calc R . . C4 C 1.3482(3) -0.0960(3) 0.1185(2) 0.0636(17) Uani 1 1 d . . . H4 H 1.3750 -0.1043 0.0889 0.076 Uiso 1 1 calc R . . C5 C 1.3159(3) -0.1461(3) 0.1430(2) 0.0555(15) Uani 1 1 d . . . H5 H 1.3207 -0.1896 0.1293 0.067 Uiso 1 1 calc R . . C6 C 1.2139(3) -0.1322(3) 0.2749(2) 0.0459(13) Uani 1 1 d . . . H6A H 1.2026 -0.1216 0.3122 0.055 Uiso 1 1 calc R . . H6B H 1.2592 -0.1615 0.2802 0.055 Uiso 1 1 calc R . . C7 C 1.1469(3) -0.1689(2) 0.24238(19) 0.0389(12) Uani 1 1 d . . . C8 C 1.1384(3) -0.2360(3) 0.2509(2) 0.0484(13) Uani 1 1 d . . . H8 H 1.1760 -0.2594 0.2762 0.058 Uiso 1 1 calc R . . C9 C 1.0756(4) -0.2684(3) 0.2228(2) 0.0555(15) Uani 1 1 d . . . H9 H 1.0694 -0.3146 0.2281 0.067 Uiso 1 1 calc R . . C10 C 1.0215(3) -0.2332(3) 0.1867(2) 0.0553(15) Uani 1 1 d . . . H10 H 0.9770 -0.2542 0.1668 0.066 Uiso 1 1 calc R . . C11 C 1.0337(3) -0.1671(3) 0.1803(2) 0.0526(14) Uani 1 1 d . . . H11 H 0.9967 -0.1429 0.1551 0.063 Uiso 1 1 calc R . . C12 C 1.2520(3) -0.0163(3) 0.2884(2) 0.0492(14) Uani 1 1 d . . . H12A H 1.2772 0.0196 0.2708 0.059 Uiso 1 1 calc R . . H12B H 1.2888 -0.0327 0.3209 0.059 Uiso 1 1 calc R . . C13 C 1.1832(3) 0.0111(2) 0.3081(2) 0.0422(12) Uani 1 1 d . . . C14 C 1.1911(4) 0.0404(3) 0.3598(2) 0.0560(15) Uani 1 1 d . . . H14 H 1.2397 0.0414 0.3835 0.067 Uiso 1 1 calc R . . C15 C 1.1293(4) 0.0679(3) 0.3769(2) 0.0644(17) Uani 1 1 d . . . H15 H 1.1345 0.0893 0.4121 0.077 Uiso 1 1 calc R . . C16 C 1.0591(4) 0.0641(3) 0.3423(3) 0.0646(17) Uani 1 1 d . . . H16 H 1.0148 0.0817 0.3536 0.077 Uiso 1 1 calc R . . C17 C 1.0541(3) 0.0342(3) 0.2906(2) 0.0534(14) Uani 1 1 d . . . H17 H 1.0055 0.0313 0.2669 0.064 Uiso 1 1 calc R . . C18 C 1.0153(3) 0.2019(3) 0.0909(2) 0.0459(12) Uani 1 1 d . . . C19 C 0.9710(3) 0.2529(3) 0.0640(2) 0.0550(15) Uani 1 1 d . . . H19 H 0.9178 0.2470 0.0508 0.066 Uiso 1 1 calc R . . C20 C 1.0057(4) 0.3119(3) 0.0567(3) 0.0680(19) Uani 1 1 d . . . H20 H 0.9763 0.3469 0.0375 0.082 Uiso 1 1 calc R . . C21 C 1.0801(5) 0.3211(3) 0.0761(3) 0.086(2) Uani 1 1 d . . . H21 H 1.1045 0.3619 0.0712 0.103 Uiso 1 1 calc R . . C22 C 1.1193(4) 0.2696(3) 0.1031(4) 0.101(3) Uani 1 1 d . . . H22 H 1.1721 0.2759 0.1177 0.121 Uiso 1 1 calc R . . C23 C 1.0354(3) 0.0896(2) 0.1310(2) 0.0516(14) Uani 1 1 d . . . H23A H 1.0041 0.0646 0.1537 0.062 Uiso 1 1 calc R . . H23B H 1.0770 0.1118 0.1569 0.062 Uiso 1 1 calc R . . C24 C 1.0700(3) 0.0418(2) 0.0955(2) 0.0464(12) Uani 1 1 d . . . C25 C 1.0725(5) 0.0532(3) 0.0402(3) 0.081(2) Uani 1 1 d . . . H25 H 1.0524 0.0932 0.0231 0.098 Uiso 1 1 calc R . . C26 C 1.1039(5) 0.0069(3) 0.0095(3) 0.101(3) Uani 1 1 d . . . H26 H 1.1041 0.0140 -0.0290 0.121 Uiso 1 1 calc R . . C27 C 1.1347(5) -0.0493(3) 0.0354(2) 0.081(2) Uani 1 1 d . . . H27 H 1.1584 -0.0814 0.0156 0.097 Uiso 1 1 calc R . . C28 C 1.1307(4) -0.0584(3) 0.0900(2) 0.0575(15) Uani 1 1 d . . . H28 H 1.1512 -0.0981 0.1074 0.069 Uiso 1 1 calc R . . C29 C 0.9105(3) 0.1220(3) 0.0745(2) 0.0613(16) Uani 1 1 d . . . H29A H 0.9090 0.0739 0.0666 0.074 Uiso 1 1 calc R . . H29B H 0.8967 0.1453 0.0384 0.074 Uiso 1 1 calc R . . C30 C 0.8515(3) 0.1374(2) 0.1093(2) 0.0474(13) Uani 1 1 d . . . C31 C 0.8669(4) 0.1721(3) 0.1586(2) 0.0631(16) Uani 1 1 d . . . H31 H 0.9178 0.1857 0.1731 0.076 Uiso 1 1 calc R . . C32 C 0.8098(5) 0.1869(3) 0.1868(2) 0.074(2) Uani 1 1 d . . . H32 H 0.8199 0.2123 0.2201 0.089 Uiso 1 1 calc R . . C33 C 0.7380(5) 0.1647(5) 0.1664(3) 0.110(3) Uani 1 1 d . . . H33 H 0.6972 0.1727 0.1860 0.132 Uiso 1 1 calc R . . C34 C 0.7257(4) 0.1306(4) 0.1173(3) 0.092(3) Uani 1 1 d . . . H34 H 0.6752 0.1157 0.1031 0.110 Uiso 1 1 calc R . . C35 C 0.5837(3) 0.0419(3) 0.0235(2) 0.0420(13) Uani 1 1 d . . . C36 C 0.5512(3) 0.1003(3) 0.0372(2) 0.0517(14) Uani 1 1 d . . . H36 H 0.5509 0.1381 0.0141 0.062 Uiso 1 1 calc R . . C37 C 0.5197(3) 0.1031(3) 0.0838(3) 0.0655(17) Uani 1 1 d . . . H37 H 0.4972 0.1431 0.0935 0.079 Uiso 1 1 calc R . . C38 C 0.5204(4) 0.0491(4) 0.1165(3) 0.0703(18) Uani 1 1 d . . . H38 H 0.4990 0.0505 0.1495 0.084 Uiso 1 1 calc R . . C39 C 0.5523(4) -0.0069(3) 0.1010(3) 0.0711(18) Uani 1 1 d . . . H39 H 0.5523 -0.0448 0.1240 0.085 Uiso 1 1 calc R . . C40 C 0.6352(3) -0.0313(3) -0.0401(2) 0.0503(13) Uani 1 1 d . . . H40A H 0.6416 -0.0296 -0.0796 0.060 Uiso 1 1 calc R . . H40B H 0.5889 -0.0578 -0.0385 0.060 Uiso 1 1 calc R . . C41 C 0.7031(3) -0.0667(3) -0.0074(2) 0.0449(13) Uani 1 1 d . . . C42 C 0.7071(4) -0.1353(3) -0.0089(2) 0.0586(15) Uani 1 1 d . . . H42 H 0.6655 -0.1600 -0.0288 0.070 Uiso 1 1 calc R . . C43 C 0.7714(4) -0.1678(3) 0.0185(3) 0.0653(18) Uani 1 1 d . . . H43 H 0.7752 -0.2146 0.0171 0.078 Uiso 1 1 calc R . . C44 C 0.8293(4) -0.1307(3) 0.0476(2) 0.0564(15) Uani 1 1 d . . . H44 H 0.8737 -0.1515 0.0677 0.068 Uiso 1 1 calc R . . C45 C 0.8227(3) -0.0627(3) 0.0476(2) 0.0515(14) Uani 1 1 d . . . H45 H 0.8636 -0.0374 0.0677 0.062 Uiso 1 1 calc R . . C46 C 0.6010(3) 0.0814(3) -0.0689(2) 0.0516(14) Uani 1 1 d . . . H46A H 0.5718 0.1186 -0.0565 0.062 Uiso 1 1 calc R . . H46B H 0.5664 0.0581 -0.0991 0.062 Uiso 1 1 calc R . . C47 C 0.6667(3) 0.1091(2) -0.0921(2) 0.0389(11) Uani 1 1 d . . . C48 C 0.6534(3) 0.1385(3) -0.1438(2) 0.0480(13) Uani 1 1 d . . . H48 H 0.6036 0.1377 -0.1659 0.058 Uiso 1 1 calc R . . C49 C 0.7125(4) 0.1688(3) -0.1634(3) 0.0597(16) Uani 1 1 d . . . H49 H 0.7038 0.1903 -0.1986 0.072 Uiso 1 1 calc R . . C50 C 0.7835(4) 0.1676(3) -0.1314(3) 0.0585(16) Uani 1 1 d . . . H50 H 0.8253 0.1880 -0.1442 0.070 Uiso 1 1 calc R . . C51 C 0.7942(3) 0.1371(3) -0.0812(2) 0.0499(14) Uani 1 1 d . . . H51 H 0.8445 0.1359 -0.0599 0.060 Uiso 1 1 calc R . . C52 C 0.4085(3) 0.6541(2) 0.3868(2) 0.0461(13) Uani 1 1 d . . . C53 C 0.4204(4) 0.6043(2) 0.4272(2) 0.0582(16) Uani 1 1 d . . . H53 H 0.4447 0.6154 0.4640 0.070 Uiso 1 1 calc R . . C54 C 0.3983(4) 0.5396(3) 0.4157(3) 0.0669(18) Uani 1 1 d . . . H54 H 0.4072 0.5074 0.4445 0.080 Uiso 1 1 calc R . . C55 C 0.3639(4) 0.5215(3) 0.3635(3) 0.0680(18) Uani 1 1 d . . . H55 H 0.3491 0.4768 0.3558 0.082 Uiso 1 1 calc R . . C56 C 0.3507(3) 0.5678(3) 0.3226(3) 0.0651(16) Uani 1 1 d . . . H56 H 0.3275 0.5556 0.2858 0.078 Uiso 1 1 calc R . . C57 C 0.3714(3) 0.6331(3) 0.3348(3) 0.0613(15) Uani 1 1 d . . . H57 H 0.3596 0.6651 0.3060 0.074 Uiso 1 1 calc R . . C58 C 0.3618(3) 0.7699(2) 0.4229(3) 0.0527(14) Uani 1 1 d . . . C59 C 0.2857(3) 0.7559(3) 0.3988(2) 0.0522(14) Uani 1 1 d . . . H59 H 0.2761 0.7218 0.3717 0.063 Uiso 1 1 calc R . . C60 C 0.2246(3) 0.7893(3) 0.4128(3) 0.0602(16) Uani 1 1 d . . . H60 H 0.1742 0.7788 0.3944 0.072 Uiso 1 1 calc R . . C61 C 0.2356(4) 0.8381(3) 0.4532(3) 0.0726(19) Uani 1 1 d . . . H61 H 0.1934 0.8608 0.4636 0.087 Uiso 1 1 calc R . . C62 C 0.3091(4) 0.8525(3) 0.4778(3) 0.083(2) Uani 1 1 d . . . H62 H 0.3183 0.8856 0.5059 0.099 Uiso 1 1 calc R . . C63 C 0.3703(4) 0.8196(3) 0.4625(3) 0.079(2) Uani 1 1 d . . . H63 H 0.4205 0.8317 0.4799 0.094 Uiso 1 1 calc R . . C64 C 0.5129(3) 0.7335(2) 0.4474(2) 0.0422(12) Uani 1 1 d . . . C65 C 0.5155(4) 0.7266(3) 0.5058(3) 0.0590(16) Uani 1 1 d . . . H65 H 0.4687 0.7225 0.5192 0.071 Uiso 1 1 calc R . . C66 C 0.5840(5) 0.7256(3) 0.5441(3) 0.0678(18) Uani 1 1 d . . . H66 H 0.5827 0.7217 0.5828 0.081 Uiso 1 1 calc R . . C67 C 0.6520(4) 0.7301(3) 0.5274(3) 0.0655(16) Uani 1 1 d . . . H67 H 0.6984 0.7292 0.5537 0.079 Uiso 1 1 calc R . . C68 C 0.6526(3) 0.7361(3) 0.4717(2) 0.0566(15) Uani 1 1 d . . . H68 H 0.7000 0.7396 0.4590 0.068 Uiso 1 1 calc R . . C69 C 0.5847(3) 0.7370(2) 0.4336(2) 0.0468(13) Uani 1 1 d . . . H69 H 0.5878 0.7402 0.3952 0.056 Uiso 1 1 calc R . . C70 C 0.4490(3) 0.7705(3) 0.3441(2) 0.0524(15) Uani 1 1 d . . . C71 C 0.4285(3) 0.8361(3) 0.3321(3) 0.0684(18) Uani 1 1 d . . . H71 H 0.4027 0.8591 0.3573 0.082 Uiso 1 1 calc R . . C72 C 0.4432(4) 0.8692(4) 0.2864(4) 0.091(3) Uani 1 1 d . . . H72 H 0.4272 0.9139 0.2802 0.109 Uiso 1 1 calc R . . C73 C 0.4811(5) 0.8379(5) 0.2494(3) 0.094(3) Uani 1 1 d . . . H73 H 0.4918 0.8609 0.2177 0.113 Uiso 1 1 calc R . . C74 C 0.5034(4) 0.7735(4) 0.2586(3) 0.079(2) Uani 1 1 d . . . H74 H 0.5292 0.7513 0.2330 0.094 Uiso 1 1 calc R . . C75 C 0.4880(4) 0.7404(3) 0.3058(2) 0.0616(16) Uani 1 1 d . . . H75 H 0.5046 0.6959 0.3120 0.074 Uiso 1 1 calc R . . C76 C 0.4065(3) 0.1124(2) 0.3880(2) 0.0391(12) Uani 1 1 d . . . C77 C 0.4224(3) 0.0471(2) 0.4024(2) 0.0449(13) Uani 1 1 d . . . H77 H 0.4543 0.0230 0.3821 0.054 Uiso 1 1 calc R . . C78 C 0.3945(3) 0.0147(3) 0.4446(2) 0.0542(14) Uani 1 1 d . . . H78 H 0.4062 -0.0307 0.4518 0.065 Uiso 1 1 calc R . . C79 C 0.3500(3) 0.0479(3) 0.4761(2) 0.0572(15) Uani 1 1 d . . . H79 H 0.3322 0.0264 0.5060 0.069 Uiso 1 1 calc R . . C80 C 0.3318(3) 0.1125(3) 0.4638(2) 0.0523(14) Uani 1 1 d . . . H80 H 0.3002 0.1361 0.4846 0.063 Uiso 1 1 calc R . . C81 C 0.3599(3) 0.1438(3) 0.4206(2) 0.0444(13) Uani 1 1 d . . . H81 H 0.3467 0.1888 0.4128 0.053 Uiso 1 1 calc R . . C82 C 0.3704(3) 0.1531(2) 0.2810(2) 0.0396(12) Uani 1 1 d . . . C83 C 0.2932(3) 0.1611(3) 0.2833(3) 0.0528(14) Uani 1 1 d . . . H83 H 0.2781 0.1640 0.3187 0.063 Uiso 1 1 calc R . . C84 C 0.2373(3) 0.1652(3) 0.2353(3) 0.0694(18) Uani 1 1 d . . . H84 H 0.1852 0.1703 0.2389 0.083 Uiso 1 1 calc R . . C85 C 0.2555(4) 0.1619(3) 0.1835(3) 0.0700(18) Uani 1 1 d . . . H85 H 0.2169 0.1642 0.1511 0.084 Uiso 1 1 calc R . . C86 C 0.3304(4) 0.1551(3) 0.1795(2) 0.0591(16) Uani 1 1 d . . . H86 H 0.3446 0.1537 0.1437 0.071 Uiso 1 1 calc R . . C87 C 0.3861(3) 0.1502(3) 0.2267(2) 0.0492(13) Uani 1 1 d . . . H87 H 0.4377 0.1446 0.2221 0.059 Uiso 1 1 calc R . . C88 C 0.5132(3) 0.1124(2) 0.32267(18) 0.0370(11) Uani 1 1 d . . . C89 C 0.5075(3) 0.0526(2) 0.2925(2) 0.0467(12) Uani 1 1 d . . . H89 H 0.4577 0.0354 0.2792 0.056 Uiso 1 1 calc R . . C90 C 0.5689(3) 0.0177(3) 0.2812(2) 0.0545(14) Uani 1 1 d . . . H90 H 0.5612 -0.0227 0.2609 0.065 Uiso 1 1 calc R . . C91 C 0.6423(3) 0.0414(3) 0.2994(2) 0.0526(14) Uani 1 1 d . . . H91 H 0.6855 0.0182 0.2913 0.063 Uiso 1 1 calc R . . C92 C 0.6515(3) 0.0996(3) 0.3295(2) 0.0483(13) Uani 1 1 d . . . H92 H 0.7015 0.1163 0.3427 0.058 Uiso 1 1 calc R . . C93 C 0.5884(3) 0.1337(2) 0.34050(19) 0.0392(11) Uani 1 1 d . . . H93 H 0.5967 0.1737 0.3612 0.047 Uiso 1 1 calc R . . C94 C 0.4628(3) 0.2272(2) 0.3557(2) 0.0374(11) Uani 1 1 d . . . C95 C 0.4584(3) 0.2792(2) 0.3180(2) 0.0467(13) Uani 1 1 d . . . H95 H 0.4371 0.2709 0.2800 0.056 Uiso 1 1 calc R . . C96 C 0.4835(3) 0.3425(2) 0.3333(3) 0.0591(16) Uani 1 1 d . . . H96 H 0.4795 0.3762 0.3058 0.071 Uiso 1 1 calc R . . C97 C 0.5140(3) 0.3568(3) 0.3874(3) 0.0643(17) Uani 1 1 d . . . H97 H 0.5306 0.4004 0.3981 0.077 Uiso 1 1 calc R . . C98 C 0.5201(3) 0.3068(3) 0.4263(3) 0.0636(16) Uani 1 1 d . . . H98 H 0.5414 0.3156 0.4642 0.076 Uiso 1 1 calc R . . C99 C 0.4953(3) 0.2436(3) 0.4103(2) 0.0468(13) Uani 1 1 d . . . H99 H 0.5008 0.2098 0.4378 0.056 Uiso 1 1 calc R . . C100 C 0.8235(7) 0.8631(6) 0.2031(5) 0.163(5) Uani 1 1 d . . . H10A H 0.8649 0.8395 0.1899 0.244 Uiso 1 1 calc R . . H10B H 0.7741 0.8449 0.1850 0.244 Uiso 1 1 calc R . . H10C H 0.8290 0.8577 0.2436 0.244 Uiso 1 1 calc R . . C101 C 0.8270(6) 0.9334(6) 0.1896(3) 0.099(3) Uani 1 1 d . . . C102 C 0.7554(7) 0.9673(6) 0.1797(5) 0.178(6) Uani 1 1 d . . . H10D H 0.7635 1.0141 0.1895 0.267 Uiso 1 1 calc R . . H10E H 0.7211 0.9475 0.2025 0.267 Uiso 1 1 calc R . . H10F H 0.7323 0.9635 0.1401 0.267 Uiso 1 1 calc R . . Cu1 Cu 0.75226(3) 0.06849(3) 0.01656(3) 0.04487(17) Uani 1 1 d . . . Cu2 Cu 1.10848(3) -0.03405(3) 0.20041(2) 0.04495(17) Uani 1 1 d . . . N1 N 1.2327(3) -0.07039(18) 0.24825(17) 0.0409(10) Uani 1 1 d . . . N2 N 1.2778(2) -0.1387(2) 0.18529(16) 0.0447(10) Uani 1 1 d . . . N3 N 1.0947(2) -0.1342(2) 0.20757(17) 0.0425(10) Uani 1 1 d . . . N4 N 1.1158(2) 0.0091(2) 0.27278(17) 0.0429(10) Uani 1 1 d . . . N5 N 0.9876(2) 0.1398(2) 0.0991(2) 0.0568(12) Uani 1 1 d . . . N6 N 1.0887(3) 0.2101(2) 0.1105(2) 0.0701(15) Uani 1 1 d . . . N7 N 1.0993(3) -0.01410(19) 0.12104(16) 0.0430(10) Uani 1 1 d . . . N8 N 0.7802(3) 0.1168(2) 0.08794(19) 0.0514(12) Uani 1 1 d . . . N9 N 0.6223(3) 0.03558(19) -0.02209(18) 0.0417(11) Uani 1 1 d . . . N10 N 0.5842(3) -0.0127(2) 0.05517(19) 0.0538(12) Uani 1 1 d . . . N11 N 0.7605(3) -0.0305(2) 0.02010(17) 0.0443(10) Uani 1 1 d . . . N12 N 0.7370(2) 0.10807(19) -0.05960(17) 0.0408(10) Uani 1 1 d . . . O1 O 0.8871(5) 0.9579(4) 0.1851(3) 0.156(3) 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 B1 0.042(4) 0.037(3) 0.066(4) -0.001(3) 0.013(3) -0.002(3) B2 0.035(3) 0.029(3) 0.044(3) 0.003(3) 0.005(3) -0.002(2) C1 0.033(3) 0.034(3) 0.049(3) -0.005(2) 0.008(2) 0.002(2) C2 0.056(4) 0.050(3) 0.060(4) 0.002(3) 0.015(3) -0.002(3) C3 0.062(4) 0.070(4) 0.068(4) 0.014(3) 0.026(3) -0.003(3) C4 0.055(4) 0.086(5) 0.055(4) 0.008(3) 0.027(3) 0.014(4) C5 0.066(4) 0.059(4) 0.043(3) -0.007(3) 0.015(3) 0.017(3) C6 0.047(3) 0.051(3) 0.041(3) -0.003(2) 0.010(3) -0.001(3) C7 0.039(3) 0.047(3) 0.035(3) 0.000(2) 0.018(2) -0.003(3) C8 0.053(3) 0.048(3) 0.046(3) 0.008(3) 0.016(3) -0.003(3) C9 0.063(4) 0.046(3) 0.062(4) 0.006(3) 0.022(3) -0.009(3) C10 0.054(4) 0.057(4) 0.056(3) -0.003(3) 0.013(3) -0.016(3) C11 0.056(4) 0.060(4) 0.041(3) 0.008(3) 0.007(3) -0.003(3) C12 0.041(3) 0.047(3) 0.058(3) -0.022(3) 0.005(3) -0.004(3) C13 0.050(3) 0.036(3) 0.045(3) -0.004(2) 0.017(3) 0.000(2) C14 0.069(4) 0.056(3) 0.043(3) -0.014(3) 0.011(3) -0.002(3) C15 0.097(5) 0.055(3) 0.046(3) -0.015(3) 0.026(4) 0.000(4) C16 0.080(5) 0.056(4) 0.066(4) -0.001(3) 0.037(4) 0.018(4) C17 0.053(3) 0.057(3) 0.054(3) 0.000(3) 0.019(3) 0.009(3) C18 0.038(3) 0.048(3) 0.049(3) -0.004(2) 0.001(2) 0.011(3) C19 0.049(3) 0.067(4) 0.048(3) -0.005(3) 0.006(3) 0.023(3) C20 0.090(5) 0.055(4) 0.067(4) 0.016(3) 0.034(4) 0.033(4) C21 0.082(5) 0.054(4) 0.129(6) 0.019(4) 0.040(5) 0.000(4) C22 0.063(5) 0.060(4) 0.177(8) 0.043(5) 0.013(5) -0.004(4) C23 0.061(4) 0.034(3) 0.060(3) 0.003(3) 0.011(3) 0.001(3) C24 0.064(4) 0.029(3) 0.045(3) 0.004(2) 0.006(3) 0.001(3) C25 0.149(8) 0.047(4) 0.051(4) 0.026(3) 0.029(4) 0.031(4) C26 0.203(9) 0.059(4) 0.047(4) 0.013(3) 0.039(5) 0.030(5) C27 0.140(7) 0.055(4) 0.048(3) 0.010(3) 0.020(4) 0.038(4) C28 0.084(4) 0.047(3) 0.041(3) 0.002(3) 0.011(3) 0.014(3) C29 0.049(4) 0.057(4) 0.071(4) -0.020(3) -0.008(3) -0.012(3) C30 0.056(4) 0.042(3) 0.041(3) -0.011(2) -0.001(3) 0.002(3) C31 0.069(4) 0.060(4) 0.053(4) -0.015(3) -0.010(3) -0.003(3) C32 0.102(6) 0.076(5) 0.042(3) -0.012(3) 0.010(4) 0.010(4) C33 0.067(5) 0.174(9) 0.091(6) -0.066(6) 0.017(4) 0.000(5) C34 0.055(4) 0.146(7) 0.073(5) -0.047(5) 0.009(4) -0.001(5) C35 0.033(3) 0.043(3) 0.049(3) 0.002(3) 0.003(2) -0.004(2) C36 0.044(3) 0.043(3) 0.065(4) -0.007(3) 0.000(3) 0.003(3) C37 0.055(4) 0.064(4) 0.078(5) -0.019(4) 0.011(4) 0.009(3) C38 0.059(4) 0.086(5) 0.072(4) -0.010(4) 0.029(3) -0.001(4) C39 0.074(5) 0.076(4) 0.067(4) 0.015(3) 0.023(4) -0.011(4) C40 0.044(3) 0.058(3) 0.046(3) -0.007(3) 0.000(2) 0.003(3) C41 0.048(3) 0.049(3) 0.040(3) -0.007(2) 0.014(2) 0.005(3) C42 0.070(4) 0.050(3) 0.054(3) -0.009(3) 0.003(3) 0.000(3) C43 0.085(6) 0.052(3) 0.058(4) -0.007(3) 0.011(4) 0.017(4) C44 0.062(4) 0.056(4) 0.050(3) 0.007(3) 0.008(3) 0.018(3) C45 0.050(4) 0.054(3) 0.049(3) -0.002(3) 0.004(3) 0.000(3) C46 0.036(3) 0.059(4) 0.058(4) 0.013(3) 0.004(3) -0.003(3) C47 0.038(3) 0.036(3) 0.041(3) -0.006(2) 0.003(2) -0.001(2) C48 0.050(3) 0.048(3) 0.044(3) 0.001(2) 0.003(3) -0.005(3) C49 0.068(4) 0.055(3) 0.060(4) 0.008(3) 0.021(3) 0.000(3) C50 0.055(4) 0.060(4) 0.069(4) 0.000(3) 0.033(3) -0.007(3) C51 0.039(3) 0.056(3) 0.057(3) -0.004(3) 0.015(3) -0.004(3) C52 0.037(3) 0.042(3) 0.062(3) -0.002(3) 0.019(3) -0.002(2) C53 0.085(4) 0.039(3) 0.058(3) 0.001(3) 0.035(3) -0.004(3) C54 0.103(5) 0.036(3) 0.072(4) -0.002(3) 0.044(4) -0.010(3) C55 0.070(4) 0.039(3) 0.101(5) -0.011(3) 0.032(4) -0.012(3) C56 0.058(4) 0.060(4) 0.077(4) -0.008(3) 0.009(3) -0.012(3) C57 0.051(4) 0.051(3) 0.077(4) 0.010(3) -0.001(3) -0.010(3) C58 0.047(4) 0.032(3) 0.079(4) 0.008(3) 0.013(3) -0.004(3) C59 0.048(3) 0.042(3) 0.067(4) 0.007(3) 0.011(3) 0.001(3) C60 0.039(3) 0.054(4) 0.087(4) 0.017(3) 0.011(3) 0.003(3) C61 0.053(4) 0.040(3) 0.128(6) -0.004(4) 0.026(4) 0.006(3) C62 0.061(4) 0.047(4) 0.145(7) -0.030(4) 0.032(5) -0.003(3) C63 0.053(4) 0.048(4) 0.137(6) -0.029(4) 0.022(4) -0.008(3) C64 0.045(3) 0.031(3) 0.052(3) 0.001(2) 0.013(3) 0.002(2) C65 0.074(5) 0.045(3) 0.065(4) -0.001(3) 0.032(4) -0.002(3) C66 0.102(6) 0.057(4) 0.044(3) 0.006(3) 0.012(4) 0.001(4) C67 0.067(4) 0.055(4) 0.070(4) 0.008(3) -0.001(3) 0.012(3) C68 0.043(3) 0.056(3) 0.070(4) 0.014(3) 0.005(3) 0.005(3) C69 0.044(3) 0.045(3) 0.052(3) 0.006(2) 0.009(3) 0.001(3) C70 0.036(3) 0.044(3) 0.071(4) 0.011(3) -0.008(3) -0.009(3) C71 0.048(4) 0.048(3) 0.103(5) 0.024(4) -0.005(4) -0.009(3) C72 0.054(4) 0.080(5) 0.127(7) 0.056(5) -0.014(5) -0.020(4) C73 0.071(5) 0.120(7) 0.071(5) 0.055(5) -0.041(4) -0.056(5) C74 0.081(5) 0.095(6) 0.053(4) 0.004(4) -0.007(3) -0.045(5) C75 0.067(4) 0.061(4) 0.055(4) 0.002(3) 0.004(3) -0.021(3) C76 0.032(3) 0.043(3) 0.041(3) 0.002(2) 0.002(2) -0.004(2) C77 0.032(3) 0.045(3) 0.058(3) 0.013(2) 0.008(2) 0.001(2) C78 0.053(4) 0.049(3) 0.060(3) 0.020(3) 0.007(3) -0.001(3) C79 0.059(4) 0.070(4) 0.044(3) 0.012(3) 0.012(3) -0.008(3) C80 0.047(3) 0.063(4) 0.047(3) -0.003(3) 0.009(3) -0.008(3) C81 0.042(3) 0.041(3) 0.051(3) 0.003(2) 0.012(3) -0.008(2) C82 0.034(3) 0.029(3) 0.054(3) 0.007(2) 0.000(2) -0.003(2) C83 0.043(3) 0.045(3) 0.064(4) 0.013(3) -0.005(3) 0.003(3) C84 0.032(3) 0.069(4) 0.100(5) 0.013(4) -0.009(3) 0.004(3) C85 0.057(4) 0.068(4) 0.071(4) 0.014(3) -0.025(4) 0.000(3) C86 0.064(4) 0.056(4) 0.049(3) 0.014(3) -0.011(3) -0.013(3) C87 0.042(3) 0.052(3) 0.047(3) 0.012(2) -0.007(3) -0.008(3) C88 0.042(3) 0.039(3) 0.030(2) 0.005(2) 0.004(2) -0.003(2) C89 0.045(3) 0.041(3) 0.053(3) -0.001(2) 0.003(3) 0.000(2) C90 0.055(4) 0.047(3) 0.065(4) -0.006(3) 0.021(3) -0.002(3) C91 0.049(3) 0.050(3) 0.064(3) -0.001(3) 0.026(3) 0.006(3) C92 0.035(3) 0.052(3) 0.058(3) 0.011(3) 0.007(3) 0.000(3) C93 0.034(3) 0.039(3) 0.045(3) 0.003(2) 0.008(2) -0.003(2) C94 0.032(3) 0.039(3) 0.043(3) -0.001(2) 0.011(2) 0.004(2) C95 0.048(3) 0.040(3) 0.055(3) 0.004(2) 0.019(3) -0.003(3) C96 0.064(4) 0.036(3) 0.083(4) 0.001(3) 0.029(4) -0.007(3) C97 0.063(4) 0.046(3) 0.087(4) -0.028(3) 0.022(4) -0.017(3) C98 0.063(4) 0.070(4) 0.057(4) -0.020(3) 0.011(3) -0.012(3) C99 0.044(3) 0.045(3) 0.050(3) -0.004(2) 0.007(3) -0.010(3) C100 0.160(11) 0.188(12) 0.154(10) 0.077(9) 0.061(8) 0.057(9) C101 0.095(7) 0.150(9) 0.048(4) 0.007(5) 0.000(4) 0.015(7) C102 0.187(13) 0.219(13) 0.125(9) -0.004(8) 0.017(8) 0.117(11) Cu1 0.0368(4) 0.0481(4) 0.0465(4) -0.0075(3) -0.0010(3) -0.0012(3) Cu2 0.0512(4) 0.0458(4) 0.0369(3) -0.0010(3) 0.0052(3) 0.0001(3) N1 0.049(3) 0.033(2) 0.042(2) -0.0081(18) 0.013(2) -0.010(2) N2 0.047(3) 0.047(2) 0.042(2) -0.003(2) 0.012(2) 0.007(2) N3 0.042(3) 0.047(2) 0.037(2) 0.002(2) 0.004(2) -0.003(2) N4 0.045(3) 0.039(2) 0.046(2) 0.001(2) 0.011(2) 0.006(2) N5 0.042(3) 0.036(2) 0.086(3) -0.013(2) -0.007(2) -0.007(2) N6 0.045(3) 0.049(3) 0.110(4) 0.030(3) -0.004(3) -0.006(2) N7 0.057(3) 0.035(2) 0.035(2) 0.0018(18) 0.004(2) 0.002(2) N8 0.036(3) 0.057(3) 0.057(3) -0.011(2) -0.003(2) 0.002(2) N9 0.042(3) 0.036(2) 0.048(3) 0.0046(19) 0.011(2) 0.007(2) N10 0.058(3) 0.046(3) 0.060(3) 0.015(2) 0.017(2) 0.002(2) N11 0.040(2) 0.053(2) 0.037(2) -0.007(2) 0.0003(19) 0.003(3) N12 0.036(2) 0.040(2) 0.047(2) -0.007(2) 0.008(2) -0.003(2) O1 0.138(6) 0.202(8) 0.116(5) -0.026(5) -0.007(5) -0.024(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 B1 C52 1.648(8) . ? B1 C64 1.649(8) . ? B1 C70 1.650(8) . ? B1 C58 1.662(8) . ? B2 C88 1.640(7) . ? B2 C94 1.643(7) . ? B2 C76 1.645(7) . ? B2 C82 1.652(8) . ? C1 N2 1.345(6) . ? C1 C2 1.381(7) . ? C1 N1 1.389(6) . ? C2 C3 1.362(8) . ? C3 C4 1.366(8) . ? C4 C5 1.354(8) . ? C5 N2 1.339(6) . ? C6 N1 1.473(6) . ? C6 C7 1.502(7) . ? C7 N3 1.338(6) . ? C7 C8 1.383(7) . ? C8 C9 1.367(8) . ? C9 C10 1.380(8) . ? C10 C11 1.367(8) . ? C11 N3 1.340(7) . ? C12 N1 1.466(6) . ? C12 C13 1.497(7) . ? C13 N4 1.344(7) . ? C13 C14 1.376(7) . ? C14 C15 1.361(8) . ? C15 C16 1.376(9) . ? C16 C17 1.385(8) . ? C17 N4 1.348(6) . ? C18 N6 1.315(6) . ? C18 N5 1.375(6) . ? C18 C19 1.390(7) . ? C19 C20 1.368(8) . ? C20 C21 1.335(9) . ? C21 C22 1.355(9) . ? C22 N6 1.345(7) . ? C23 N5 1.454(6) . ? C23 C24 1.501(7) . ? C24 N7 1.350(6) . ? C24 C25 1.374(7) . ? C25 C26 1.377(9) . ? C26 C27 1.366(8) . ? C27 C28 1.357(7) . ? C28 N7 1.355(6) . ? C29 N5 1.438(6) . ? C29 C30 1.495(7) . ? C30 N8 1.346(7) . ? C30 C31 1.377(7) . ? C31 C32 1.355(9) . ? C32 C33 1.360(10) . ? C33 C34 1.366(9) . ? C34 N8 1.331(7) . ? C35 N10 1.345(6) . ? C35 C36 1.381(7) . ? C35 N9 1.413(6) . ? C36 C37 1.353(8) . ? C37 C38 1.350(9) . ? C38 C39 1.351(8) . ? C39 N10 1.345(7) . ? C40 N9 1.452(6) . ? C40 C41 1.502(7) . ? C41 N11 1.334(6) . ? C41 C42 1.389(7) . ? C42 C43 1.381(8) . ? C43 C44 1.363(8) . ? C44 C45 1.378(8) . ? C45 N11 1.351(7) . ? C46 N9 1.465(6) . ? C46 C47 1.495(7) . ? C47 N12 1.353(6) . ? C47 C48 1.375(7) . ? C48 C49 1.372(8) . ? C49 C50 1.359(8) . ? C50 C51 1.353(8) . ? C51 N12 1.359(6) . ? C52 C57 1.385(8) . ? C52 C53 1.398(7) . ? C53 C54 1.379(7) . ? C54 C55 1.358(9) . ? C55 C56 1.358(8) . ? C56 C57 1.388(8) . ? C58 C63 1.381(8) . ? C58 C59 1.402(8) . ? C59 C60 1.371(7) . ? C60 C61 1.383(8) . ? C61 C62 1.367(9) . ? C62 C63 1.381(8) . ? C64 C69 1.377(7) . ? C64 C65 1.423(7) . ? C65 C66 1.395(9) . ? C66 C67 1.344(9) . ? C67 C68 1.366(8) . ? C68 C69 1.384(7) . ? C70 C71 1.392(7) . ? C70 C75 1.399(8) . ? C71 C72 1.365(9) . ? C72 C73 1.373(11) . ? C73 C74 1.368(10) . ? C74 C75 1.400(8) . ? C76 C77 1.381(7) . ? C76 C81 1.398(7) . ? C77 C78 1.386(7) . ? C78 C79 1.372(8) . ? C79 C80 1.365(8) . ? C80 C81 1.396(7) . ? C82 C83 1.393(7) . ? C82 C87 1.402(7) . ? C83 C84 1.395(8) . ? C84 C85 1.360(9) . ? C85 C86 1.359(9) . ? C86 C87 1.379(7) . ? C88 C93 1.397(6) . ? C88 C89 1.408(6) . ? C89 C90 1.369(7) . ? C90 C91 1.386(8) . ? C91 C92 1.380(7) . ? C92 C93 1.382(7) . ? C94 C95 1.389(6) . ? C94 C99 1.391(7) . ? C95 C96 1.383(7) . ? C96 C97 1.365(8) . ? C97 C98 1.378(8) . ? C98 C99 1.385(7) . ? C100 C101 1.462(13) . ? C101 O1 1.201(10) . ? C101 C102 1.427(13) . ? Cu1 N8 1.979(4) . ? Cu1 N12 1.995(4) . ? Cu1 N11 2.007(4) . ? Cu1 N9 2.424(5) . ? Cu2 N4 1.952(4) . ? Cu2 N7 1.954(4) . ? Cu2 N3 2.051(4) . ? Cu2 N1 2.417(5) . ? 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 C52 B1 C64 109.2(4) . . ? C52 B1 C70 111.1(5) . . ? C64 B1 C70 108.4(4) . . ? C52 B1 C58 108.4(4) . . ? C64 B1 C58 112.0(5) . . ? C70 B1 C58 107.8(5) . . ? C88 B2 C94 108.5(4) . . ? C88 B2 C76 109.7(4) . . ? C94 B2 C76 110.4(4) . . ? C88 B2 C82 109.4(4) . . ? C94 B2 C82 108.9(4) . . ? C76 B2 C82 110.1(4) . . ? N2 C1 C2 121.9(5) . . ? N2 C1 N1 115.4(4) . . ? C2 C1 N1 122.6(4) . . ? C3 C2 C1 119.2(5) . . ? C2 C3 C4 119.7(6) . . ? C5 C4 C3 118.0(5) . . ? N2 C5 C4 124.6(5) . . ? N1 C6 C7 114.1(4) . . ? N3 C7 C8 121.8(5) . . ? N3 C7 C6 118.0(4) . . ? C8 C7 C6 120.2(5) . . ? C9 C8 C7 119.8(5) . . ? C8 C9 C10 119.0(5) . . ? C11 C10 C9 118.1(6) . . ? N3 C11 C10 123.9(6) . . ? N1 C12 C13 112.6(4) . . ? N4 C13 C14 122.1(5) . . ? N4 C13 C12 117.9(4) . . ? C14 C13 C12 119.8(5) . . ? C15 C14 C13 120.1(6) . . ? C14 C15 C16 118.7(5) . . ? C15 C16 C17 119.1(5) . . ? N4 C17 C16 122.2(6) . . ? N6 C18 N5 114.9(5) . . ? N6 C18 C19 121.2(5) . . ? N5 C18 C19 123.9(5) . . ? C20 C19 C18 118.6(6) . . ? C21 C20 C19 121.0(6) . . ? C20 C21 C22 117.1(6) . . ? N6 C22 C21 124.5(7) . . ? N5 C23 C24 113.6(4) . . ? N7 C24 C25 121.0(5) . . ? N7 C24 C23 115.9(4) . . ? C25 C24 C23 123.1(5) . . ? C24 C25 C26 120.5(5) . . ? C27 C26 C25 118.7(6) . . ? C28 C27 C26 118.6(6) . . ? N7 C28 C27 123.9(5) . . ? N5 C29 C30 115.0(5) . . ? N8 C30 C31 121.4(5) . . ? N8 C30 C29 115.0(4) . . ? C31 C30 C29 123.6(5) . . ? C32 C31 C30 120.4(6) . . ? C31 C32 C33 118.8(6) . . ? C32 C33 C34 118.5(7) . . ? N8 C34 C33 124.1(7) . . ? N10 C35 C36 121.5(5) . . ? N10 C35 N9 115.0(5) . . ? C36 C35 N9 123.4(5) . . ? C37 C36 C35 119.5(6) . . ? C38 C37 C36 120.0(6) . . ? C37 C38 C39 118.1(6) . . ? N10 C39 C38 124.5(6) . . ? N9 C40 C41 116.0(5) . . ? N11 C41 C42 121.5(5) . . ? N11 C41 C40 118.3(5) . . ? C42 C41 C40 120.2(5) . . ? C43 C42 C41 120.3(6) . . ? C44 C43 C42 118.1(6) . . ? C43 C44 C45 119.5(6) . . ? N11 C45 C44 122.8(6) . . ? N9 C46 C47 114.9(5) . . ? N12 C47 C48 122.2(5) . . ? N12 C47 C46 118.3(4) . . ? C48 C47 C46 119.4(5) . . ? C49 C48 C47 119.7(5) . . ? C50 C49 C48 118.7(6) . . ? C51 C50 C49 119.5(5) . . ? C50 C51 N12 123.6(6) . . ? C57 C52 C53 114.3(5) . . ? C57 C52 B1 123.0(5) . . ? C53 C52 B1 122.7(5) . . ? C54 C53 C52 122.5(6) . . ? C55 C54 C53 120.7(6) . . ? C56 C55 C54 119.4(5) . . ? C55 C56 C57 119.6(6) . . ? C52 C57 C56 123.5(5) . . ? C63 C58 C59 114.5(5) . . ? C63 C58 B1 125.0(5) . . ? C59 C58 B1 120.4(5) . . ? C60 C59 C58 122.9(5) . . ? C59 C60 C61 120.8(6) . . ? C62 C61 C60 117.7(6) . . ? C61 C62 C63 120.9(6) . . ? C58 C63 C62 123.2(7) . . ? C69 C64 C65 112.7(5) . . ? C69 C64 B1 123.2(5) . . ? C65 C64 B1 124.0(5) . . ? C66 C65 C64 122.5(6) . . ? C67 C66 C65 121.3(6) . . ? C66 C67 C68 118.4(6) . . ? C67 C68 C69 120.4(6) . . ? C64 C69 C68 124.7(5) . . ? C71 C70 C75 114.6(6) . . ? C71 C70 B1 123.4(6) . . ? C75 C70 B1 121.9(5) . . ? C72 C71 C70 123.9(7) . . ? C71 C72 C73 119.9(7) . . ? C74 C73 C72 119.6(7) . . ? C73 C74 C75 119.7(7) . . ? C70 C75 C74 122.4(6) . . ? C77 C76 C81 113.9(4) . . ? C77 C76 B2 124.3(4) . . ? C81 C76 B2 121.8(4) . . ? C76 C77 C78 123.8(5) . . ? C79 C78 C77 120.2(5) . . ? C80 C79 C78 118.8(5) . . ? C79 C80 C81 119.8(5) . . ? C80 C81 C76 123.4(5) . . ? C83 C82 C87 114.1(5) . . ? C83 C82 B2 122.9(5) . . ? C87 C82 B2 123.0(4) . . ? C82 C83 C84 122.0(6) . . ? C85 C84 C83 121.7(6) . . ? C86 C85 C84 118.1(6) . . ? C85 C86 C87 120.8(6) . . ? C86 C87 C82 123.4(5) . . ? C93 C88 C89 113.7(4) . . ? C93 C88 B2 123.9(4) . . ? C89 C88 B2 122.4(4) . . ? C90 C89 C88 124.2(5) . . ? C89 C90 C91 119.6(5) . . ? C92 C91 C90 118.7(5) . . ? C91 C92 C93 120.4(5) . . ? C92 C93 C88 123.3(5) . . ? C95 C94 C99 114.7(5) . . ? C95 C94 B2 123.1(4) . . ? C99 C94 B2 122.0(4) . . ? C96 C95 C94 122.9(5) . . ? C97 C96 C95 120.7(5) . . ? C96 C97 C98 118.6(5) . . ? C97 C98 C99 120.1(5) . . ? C98 C99 C94 123.1(5) . . ? O1 C101 C102 124.5(12) . . ? O1 C101 C100 119.8(10) . . ? C102 C101 C100 115.6(11) . . ? N8 Cu1 N12 126.25(16) . . ? N8 Cu1 N11 116.68(18) . . ? N12 Cu1 N11 115.88(16) . . ? N8 Cu1 N9 123.22(17) . . ? N12 Cu1 N9 77.74(15) . . ? N11 Cu1 N9 78.47(16) . . ? N4 Cu2 N7 141.53(17) . . ? N4 Cu2 N3 110.74(16) . . ? N7 Cu2 N3 107.33(16) . . ? N4 Cu2 N1 78.06(16) . . ? N7 Cu2 N1 116.54(16) . . ? N3 Cu2 N1 76.81(15) . . ? C1 N1 C12 119.2(4) . . ? C1 N1 C6 116.5(4) . . ? C12 N1 C6 112.4(4) . . ? C1 N1 Cu2 102.3(3) . . ? C12 N1 Cu2 100.3(3) . . ? C6 N1 Cu2 102.1(3) . . ? C5 N2 C1 116.6(4) . . ? C7 N3 C11 117.5(4) . . ? C7 N3 Cu2 119.4(3) . . ? C11 N3 Cu2 123.0(4) . . ? C13 N4 C17 117.7(4) . . ? C13 N4 Cu2 120.0(3) . . ? C17 N4 Cu2 122.3(4) . . ? C18 N5 C29 120.5(5) . . ? C18 N5 C23 121.6(4) . . ? C29 N5 C23 117.9(4) . . ? C18 N6 C22 117.6(5) . . ? C24 N7 C28 117.3(4) . . ? C24 N7 Cu2 125.9(3) . . ? C28 N7 Cu2 116.6(3) . . ? C34 N8 C30 116.8(5) . . ? C34 N8 Cu1 118.9(4) . . ? C30 N8 Cu1 124.2(4) . . ? C35 N9 C40 116.6(4) . . ? C35 N9 C46 117.5(4) . . ? C40 N9 C46 112.7(4) . . ? C35 N9 Cu1 103.5(3) . . ? C40 N9 Cu1 100.5(3) . . ? C46 N9 Cu1 102.9(3) . . ? C35 N10 C39 116.4(5) . . ? C41 N11 C45 117.9(5) . . ? C41 N11 Cu1 118.8(4) . . ? C45 N11 Cu1 123.3(4) . . ? C47 N12 C51 116.2(4) . . ? C47 N12 Cu1 120.5(3) . . ? C51 N12 Cu1 123.2(4) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.459 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.057 #===END OF DATA FOR 2 # 4.3 REAULTS FOR 3 data_shin217s _database_code_depnum_ccdc_archive 'CCDC 796272' #TrackingRef '- alldata.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H17 F3 N4 O4 S' _chemical_formula_weight 430.41 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' S S 0.1246 0.1234 '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' _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 9.2409(18) _cell_length_b 9.5985(19) _cell_length_c 10.721(2) _cell_angle_alpha 75.35(3) _cell_angle_beta 83.59(3) _cell_angle_gamma 88.29(3) _cell_volume 914.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.36 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.564 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 444 _exptl_absorpt_coefficient_mu 0.241 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'STOE IPDS' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8133 _diffrn_reflns_av_R_equivalents 0.0715 _diffrn_reflns_av_sigmaI/netI 0.0695 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 28.06 _reflns_number_total 3970 _reflns_number_gt 3416 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE IPDS Software (1997)' _computing_cell_refinement 'STOE IPDS Software (1997)' _computing_data_reduction 'STOE IPDS Software (1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0776P)^2^+0.4652P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3970 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0573 _refine_ls_wR_factor_ref 0.1656 _refine_ls_wR_factor_gt 0.1593 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_restrained_S_all 1.108 _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 C1 C 0.86715(19) 0.6009(2) 0.7305(2) 0.0276(4) Uani 1 1 d . . . H1A H 0.8460 0.4979 0.7711 0.033 Uiso 1 1 calc R . . H1B H 0.9504 0.6059 0.6629 0.033 Uiso 1 1 calc R . . C2 C 0.73523(19) 0.66967(19) 0.6661(2) 0.0263(4) Uani 1 1 d . . . C3 C 0.6556(2) 0.7785(2) 0.7052(2) 0.0309(4) Uani 1 1 d . . . H3 H 0.6814 0.8144 0.7746 0.037 Uiso 1 1 calc R . . C4 C 0.5365(2) 0.8334(2) 0.6396(3) 0.0379(5) Uani 1 1 d . . . H4 H 0.4796 0.9087 0.6632 0.045 Uiso 1 1 calc R . . C5 C 0.5019(2) 0.7787(2) 0.5412(3) 0.0405(6) Uani 1 1 d . . . H5 H 0.4203 0.8140 0.4960 0.049 Uiso 1 1 calc R . . C6 C 0.5880(2) 0.6710(3) 0.5088(3) 0.0400(5) Uani 1 1 d . . . H6 H 0.5641 0.6333 0.4399 0.048 Uiso 1 1 calc R . . C7 C 0.84785(18) 0.61348(19) 0.9579(2) 0.0260(4) Uani 1 1 d . . . C8 C 0.7331(2) 0.5145(2) 0.9880(2) 0.0342(5) Uani 1 1 d . . . H8 H 0.6911 0.4857 0.9215 0.041 Uiso 1 1 calc R . . C9 C 0.6828(2) 0.4603(2) 1.1161(3) 0.0414(6) Uani 1 1 d . . . H9 H 0.6063 0.3916 1.1389 0.050 Uiso 1 1 calc R . . C10 C 0.7421(2) 0.5043(3) 1.2116(3) 0.0409(6) Uani 1 1 d . . . H10 H 0.7089 0.4660 1.3006 0.049 Uiso 1 1 calc R . . C11 C 0.8509(2) 0.6055(2) 1.1744(2) 0.0330(5) Uani 1 1 d . . . H11 H 0.8907 0.6392 1.2394 0.040 Uiso 1 1 calc R . . C12 C 1.00299(17) 0.78344(19) 0.7884(2) 0.0240(4) Uani 1 1 d . . . C13 C 1.0459(2) 0.8454(2) 0.6560(2) 0.0284(4) Uani 1 1 d . . . H13 H 1.0117 0.8070 0.5913 0.034 Uiso 1 1 calc R . . C14 C 1.1375(2) 0.9618(2) 0.6216(2) 0.0346(5) Uani 1 1 d . . . H14 H 1.1680 1.0029 0.5326 0.042 Uiso 1 1 calc R . . C15 C 1.1861(2) 1.0203(2) 0.7147(2) 0.0351(5) Uani 1 1 d . . . H15 H 1.2473 1.1027 0.6906 0.042 Uiso 1 1 calc R . . C16 C 1.1442(2) 0.9569(2) 0.8419(2) 0.0309(4) Uani 1 1 d . . . H16 H 1.1769 0.9949 0.9075 0.037 Uiso 1 1 calc R . . C17 C 0.5811(2) 0.1926(2) 0.8507(3) 0.0378(5) Uani 1 1 d . . . F1 F 0.47397(15) 0.1200(2) 0.8234(2) 0.0622(5) Uani 1 1 d . . . F2 F 0.57462(18) 0.32817(16) 0.7785(2) 0.0597(5) Uani 1 1 d . . . F3 F 0.55609(17) 0.19623(19) 0.97320(18) 0.0574(5) Uani 1 1 d . . . N1 N 0.90965(16) 0.66766(16) 0.82902(17) 0.0250(4) Uani 1 1 d . . . N2 N 0.7036(2) 0.61654(19) 0.5696(2) 0.0346(4) Uani 1 1 d . . . N3 N 0.90326(16) 0.65859(17) 1.04985(18) 0.0282(4) Uani 1 1 d . . . N4 N 1.05640(16) 0.84032(18) 0.87523(19) 0.0261(4) Uani 1 1 d . . . H44 H 1.035(4) 0.792(4) 0.953(4) 0.071(11) Uiso 1 1 d . . . O1 O 0.76372(19) 0.12094(18) 0.68073(16) 0.0398(4) Uani 1 1 d . . . O2 O 0.74885(18) -0.02857(16) 0.89946(18) 0.0407(4) Uani 1 1 d . . . O3 O 0.85506(17) 0.20887(19) 0.8499(2) 0.0435(4) Uani 1 1 d . . . O4 O 0.8713(4) 0.3797(3) 0.5046(3) 0.0913(11) Uani 1 1 d . . . H443 H 0.831(5) 0.301(5) 0.568(5) 0.102(15) Uiso 1 1 d . . . H444 H 0.835(4) 0.444(4) 0.523(4) 0.060(10) Uiso 1 1 d . . . S1 S 0.75752(5) 0.11435(5) 0.81612(5) 0.02961(18) 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 C1 0.0231(8) 0.0253(8) 0.0366(12) -0.0100(8) -0.0068(7) -0.0002(6) C2 0.0217(8) 0.0226(8) 0.0338(12) -0.0038(7) -0.0054(7) -0.0066(6) C3 0.0253(8) 0.0278(9) 0.0408(13) -0.0086(8) -0.0079(8) -0.0024(7) C4 0.0270(9) 0.0338(10) 0.0511(15) -0.0058(9) -0.0090(9) 0.0025(8) C5 0.0301(10) 0.0404(11) 0.0472(16) 0.0020(10) -0.0162(9) -0.0069(8) C6 0.0409(11) 0.0414(12) 0.0384(15) -0.0054(10) -0.0148(9) -0.0105(9) C7 0.0176(7) 0.0223(8) 0.0369(12) -0.0047(7) -0.0042(7) 0.0008(6) C8 0.0286(9) 0.0331(10) 0.0387(13) -0.0055(9) -0.0011(8) -0.0095(8) C9 0.0308(10) 0.0354(11) 0.0517(16) -0.0021(10) 0.0043(9) -0.0091(8) C10 0.0318(10) 0.0407(11) 0.0408(14) 0.0030(10) 0.0059(9) 0.0011(9) C11 0.0268(9) 0.0402(11) 0.0287(12) -0.0035(8) -0.0017(8) 0.0035(8) C12 0.0157(7) 0.0238(8) 0.0317(11) -0.0048(7) -0.0044(6) 0.0010(6) C13 0.0247(8) 0.0331(9) 0.0265(11) -0.0055(8) -0.0027(7) -0.0021(7) C14 0.0251(9) 0.0365(10) 0.0364(13) 0.0014(9) -0.0011(8) -0.0047(7) C15 0.0257(9) 0.0327(10) 0.0432(14) -0.0011(9) -0.0049(8) -0.0095(7) C16 0.0244(8) 0.0315(9) 0.0365(13) -0.0060(8) -0.0067(7) -0.0077(7) C17 0.0274(9) 0.0377(11) 0.0508(15) -0.0132(10) -0.0094(9) -0.0001(8) F1 0.0292(7) 0.0736(11) 0.0897(15) -0.0252(10) -0.0178(7) -0.0119(7) F2 0.0525(9) 0.0400(8) 0.0823(14) -0.0051(8) -0.0165(8) 0.0136(7) F3 0.0473(8) 0.0691(11) 0.0584(12) -0.0262(9) 0.0068(7) 0.0008(7) N1 0.0204(7) 0.0249(7) 0.0300(10) -0.0066(6) -0.0044(6) -0.0021(5) N2 0.0360(9) 0.0333(9) 0.0373(12) -0.0109(8) -0.0104(7) -0.0037(7) N3 0.0206(7) 0.0293(8) 0.0330(10) -0.0044(7) -0.0041(6) -0.0002(6) N4 0.0192(7) 0.0272(8) 0.0311(10) -0.0044(7) -0.0046(6) -0.0044(6) O1 0.0524(9) 0.0459(9) 0.0236(9) -0.0128(7) -0.0042(7) -0.0045(7) O2 0.0467(9) 0.0301(8) 0.0469(12) -0.0080(7) -0.0163(7) 0.0023(6) O3 0.0312(7) 0.0475(9) 0.0569(13) -0.0176(8) -0.0131(7) -0.0103(7) O4 0.129(2) 0.0439(12) 0.087(2) -0.0218(12) 0.0643(19) -0.0148(13) S1 0.0249(2) 0.0292(3) 0.0372(4) -0.0100(2) -0.00951(19) -0.00169(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 C1 N1 1.459(3) . ? C1 C2 1.519(3) . ? C2 N2 1.327(3) . ? C2 C3 1.384(3) . ? C3 C4 1.392(3) . ? C4 C5 1.363(4) . ? C5 C6 1.376(4) . ? C6 N2 1.338(3) . ? C7 N3 1.328(3) . ? C7 C8 1.400(3) . ? C7 N1 1.408(3) . ? C8 C9 1.372(3) . ? C9 C10 1.374(4) . ? C10 C11 1.373(3) . ? C11 N3 1.343(3) . ? C12 N4 1.336(3) . ? C12 N1 1.377(2) . ? C12 C13 1.409(3) . ? C13 C14 1.371(3) . ? C14 C15 1.382(3) . ? C15 C16 1.362(3) . ? C16 N4 1.351(2) . ? C17 F3 1.316(3) . ? C17 F1 1.327(3) . ? C17 F2 1.339(3) . ? C17 S1 1.815(2) . ? O1 S1 1.4315(18) . ? O2 S1 1.4342(17) . ? O3 S1 1.4336(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 114.22(15) . . ? N2 C2 C3 123.21(18) . . ? N2 C2 C1 114.20(17) . . ? C3 C2 C1 122.59(19) . . ? C2 C3 C4 117.8(2) . . ? C5 C4 C3 119.6(2) . . ? C4 C5 C6 118.5(2) . . ? N2 C6 C5 123.3(2) . . ? N3 C7 C8 121.2(2) . . ? N3 C7 N1 117.62(17) . . ? C8 C7 N1 121.2(2) . . ? C9 C8 C7 118.2(2) . . ? C8 C9 C10 120.6(2) . . ? C11 C10 C9 117.8(2) . . ? N3 C11 C10 122.5(2) . . ? N4 C12 N1 120.18(19) . . ? N4 C12 C13 117.81(17) . . ? N1 C12 C13 122.02(18) . . ? C14 C13 C12 119.3(2) . . ? C13 C14 C15 120.9(2) . . ? C16 C15 C14 118.41(19) . . ? N4 C16 C15 120.4(2) . . ? F3 C17 F1 108.3(2) . . ? F3 C17 F2 107.5(2) . . ? F1 C17 F2 107.4(2) . . ? F3 C17 S1 111.81(16) . . ? F1 C17 S1 111.58(16) . . ? F2 C17 S1 110.12(17) . . ? C12 N1 C7 124.48(17) . . ? C12 N1 C1 117.54(17) . . ? C7 N1 C1 117.92(16) . . ? C2 N2 C6 117.6(2) . . ? C7 N3 C11 119.46(18) . . ? C12 N4 C16 123.17(19) . . ? O1 S1 O3 115.56(12) . . ? O1 S1 O2 114.58(11) . . ? O3 S1 O2 114.90(11) . . ? O1 S1 C17 103.12(12) . . ? O3 S1 C17 102.26(11) . . ? O2 S1 C17 103.96(11) . . ? _diffrn_measured_fraction_theta_max 0.893 _diffrn_reflns_theta_full 28.06 _diffrn_measured_fraction_theta_full 0.893 _refine_diff_density_max 0.471 _refine_diff_density_min -0.913 _refine_diff_density_rms 0.061 #===END OF DATA FOR 3 # 4.4 REAULTS FOR 4 data_sf0202 _database_code_depnum_ccdc_archive 'CCDC 796273' #TrackingRef '- alldata.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 Cl2 N4 Zn' _chemical_formula_sum 'C16 H14 Cl2 N4 Zn' _chemical_formula_weight 398.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall -C2yc 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 15.2535(4) _cell_length_b 7.41240(10) _cell_length_c 29.1536(6) _cell_angle_alpha 90.00 _cell_angle_beta 92.344(2) _cell_angle_gamma 90.00 _cell_volume 3293.49(12) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 151 _cell_measurement_theta_min 6.00 _cell_measurement_theta_max 20.00 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.608 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1616 _exptl_absorpt_coefficient_mu 1.819 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.120 -1 0 0 0.070 0 1 0 0.120 0 -1 0 0.160 0 0 1 0.130 0 0 -1 0.120 0 -1 -4 0.150 0 -1 5 0.150 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.608 _exptl_absorpt_correction_T_max 0.726 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius KappaCCD' _diffrn_measurement_method ; \f- and \w-rotations with 0.8 \% and 8 sec per frame ; _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32273 _diffrn_reflns_av_R_equivalents 0.0699 _diffrn_reflns_av_sigmaI/netI 0.0670 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -43 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 32.00 _reflns_number_total 5707 _reflns_number_gt 3978 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Bruker-Nonius, 2001)' _computing_cell_refinement 'EVALCCD (Bruker-Nonius, 2001)' _computing_data_reduction 'EVALCCD (Bruker-Nonius, 2001)' _computing_structure_solution 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_structure_refinement 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_molecular_graphics 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_publication_material 'SHELXTL 6.12 (Bruker AXS, 2002)' _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^)+(0.0353P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5707 _refine_ls_number_parameters 254 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0714 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.0762 _refine_ls_wR_factor_gt 0.0705 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 Zn1 Zn 0.407309(14) 0.14894(3) 0.088316(7) 0.01360(6) Uani 1 1 d . A . Cl1 Cl 0.29628(3) 0.28264(7) 0.123168(16) 0.02131(11) Uani 1 1 d . . . Cl2 Cl 0.36806(3) 0.00040(7) 0.023793(15) 0.01720(10) Uani 1 1 d . . . N10 N 0.59157(10) 0.0901(2) 0.14099(5) 0.0146(3) Uani 1 1 d . A . C11 C 0.62849(11) 0.1908(2) 0.17723(6) 0.0135(4) Uani 1 1 d . . . C12 C 0.59640(12) 0.1713(2) 0.22052(6) 0.0149(4) Uani 0.670(17) 1 d PD A 1 H12 H 0.5572(19) 0.085(4) 0.2275(10) 0.018 Uiso 0.670(17) 1 d PD A 1 N16A N 0.59640(12) 0.1713(2) 0.22052(6) 0.0149(4) Uani 0.330(17) 1 d P A 2 C13 C 0.63264(13) 0.2752(3) 0.25529(7) 0.0178(4) Uani 1 1 d . . . H13 H 0.6094(13) 0.262(3) 0.2855(7) 0.021 Uiso 1 1 d . . . C14 C 0.69845(13) 0.3971(3) 0.24737(7) 0.0201(4) Uani 1 1 d . A . H14 H 0.7239(13) 0.468(3) 0.2698(7) 0.024 Uiso 1 1 d . . . C15 C 0.72657(13) 0.4111(3) 0.20304(7) 0.0214(4) Uani 1 1 d . . . H15 H 0.7713(14) 0.490(3) 0.1945(7) 0.026 Uiso 1 1 d . . . N16 N 0.69282(11) 0.3077(2) 0.16784(6) 0.0190(4) Uani 0.670(17) 1 d P A 1 C12A C 0.69282(11) 0.3077(2) 0.16784(6) 0.0190(4) Uani 0.330(17) 1 d PD A 2 H12A H 0.705(4) 0.332(9) 0.1388(13) 0.023 Uiso 0.330(17) 1 d PD A 2 C20 C 0.61667(13) 0.1238(3) 0.09356(6) 0.0144(4) Uani 1 1 d . . . H20A H 0.6801(14) 0.109(3) 0.0904(7) 0.017 Uiso 1 1 d . . . H20B H 0.5912(12) 0.029(3) 0.0733(7) 0.017 Uiso 1 1 d . . . C21 C 0.58701(12) 0.3057(2) 0.07589(6) 0.0133(4) Uani 1 1 d . A . C22 C 0.64556(13) 0.4328(3) 0.06095(7) 0.0189(4) Uani 1 1 d . . . H22 H 0.7058(14) 0.397(3) 0.0613(7) 0.023 Uiso 1 1 d . . . C23 C 0.61573(14) 0.6005(3) 0.04641(7) 0.0210(4) Uani 1 1 d . A . H23 H 0.6541(14) 0.685(3) 0.0383(7) 0.025 Uiso 1 1 d . . . C24 C 0.52675(14) 0.6358(3) 0.04643(7) 0.0190(4) Uani 1 1 d . . . H24 H 0.5045(13) 0.741(3) 0.0377(7) 0.023 Uiso 1 1 d . . . C25 C 0.47086(13) 0.5023(3) 0.06087(6) 0.0160(4) Uani 1 1 d . A . H25 H 0.4071(13) 0.517(3) 0.0613(7) 0.019 Uiso 1 1 d . . . N26 N 0.49938(10) 0.3397(2) 0.07539(5) 0.0136(3) Uani 1 1 d . . . C31 C 0.53807(12) -0.0601(3) 0.14973(6) 0.0158(4) Uani 1 1 d . . . C32 C 0.56824(14) -0.2037(3) 0.17640(7) 0.0218(4) Uani 1 1 d . A . H32 H 0.6273(15) -0.197(3) 0.1898(7) 0.026 Uiso 1 1 d . . . C33 C 0.51253(14) -0.3457(3) 0.18419(7) 0.0228(4) Uani 1 1 d . . . H33 H 0.5294(14) -0.435(3) 0.2006(7) 0.027 Uiso 1 1 d . . . C34 C 0.42821(14) -0.3429(3) 0.16436(7) 0.0211(4) Uani 1 1 d . A . H34 H 0.3908(13) -0.440(3) 0.1666(7) 0.025 Uiso 1 1 d . . . C35 C 0.40374(14) -0.1988(3) 0.13731(7) 0.0208(4) Uani 1 1 d . . . H35 H 0.3464(14) -0.203(3) 0.1216(7) 0.025 Uiso 1 1 d . . . N36 N 0.45673(10) -0.0565(2) 0.13023(5) 0.0146(3) Uani 1 1 d . A . 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 Zn1 0.01373(11) 0.01521(11) 0.01183(11) 0.00115(9) 0.00028(8) -0.00424(9) Cl1 0.0160(2) 0.0300(3) 0.0182(2) -0.0052(2) 0.00383(18) -0.0035(2) Cl2 0.0184(2) 0.0205(2) 0.0127(2) -0.00177(18) 0.00042(17) -0.00280(19) N10 0.0184(8) 0.0151(8) 0.0102(7) 0.0019(6) -0.0005(6) -0.0082(7) C11 0.0114(8) 0.0137(9) 0.0151(9) 0.0001(7) -0.0011(7) 0.0016(7) C12 0.0146(9) 0.0120(10) 0.0180(9) 0.0014(7) 0.0012(7) -0.0003(7) N16A 0.0146(9) 0.0120(10) 0.0180(9) 0.0014(7) 0.0012(7) -0.0003(7) C13 0.0193(10) 0.0202(10) 0.0139(9) 0.0019(8) 0.0017(7) 0.0050(8) C14 0.0189(10) 0.0205(11) 0.0206(10) -0.0088(8) -0.0032(8) 0.0000(8) C15 0.0144(10) 0.0202(11) 0.0295(11) 0.0006(9) 0.0008(8) -0.0027(8) N16 0.0138(8) 0.0250(10) 0.0183(9) 0.0018(7) 0.0010(7) -0.0025(7) C12A 0.0138(8) 0.0250(10) 0.0183(9) 0.0018(7) 0.0010(7) -0.0025(7) C20 0.0157(9) 0.0149(10) 0.0128(9) -0.0005(7) 0.0014(7) -0.0020(8) C21 0.0172(9) 0.0128(9) 0.0100(8) -0.0010(7) 0.0020(7) -0.0022(7) C22 0.0172(10) 0.0198(10) 0.0196(10) 0.0030(8) 0.0016(8) -0.0056(8) C23 0.0267(11) 0.0172(10) 0.0189(10) 0.0030(8) 0.0005(8) -0.0090(9) C24 0.0288(11) 0.0124(10) 0.0155(9) 0.0001(8) -0.0021(8) 0.0002(9) C25 0.0192(10) 0.0167(10) 0.0121(9) -0.0010(7) 0.0002(7) -0.0006(8) N26 0.0151(7) 0.0149(8) 0.0106(7) -0.0007(6) 0.0002(6) -0.0020(6) C31 0.0203(10) 0.0157(10) 0.0113(9) 0.0004(7) 0.0013(7) -0.0050(8) C32 0.0230(11) 0.0197(11) 0.0224(10) 0.0055(8) -0.0017(8) -0.0020(9) C33 0.0310(12) 0.0146(10) 0.0229(10) 0.0068(8) 0.0017(9) -0.0006(9) C34 0.0306(11) 0.0169(10) 0.0162(9) 0.0022(8) 0.0041(8) -0.0121(9) C35 0.0244(11) 0.0221(11) 0.0159(10) 0.0017(8) -0.0008(8) -0.0116(9) N36 0.0165(8) 0.0156(8) 0.0115(7) 0.0015(6) -0.0002(6) -0.0069(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 Zn1 N26 2.0387(15) . ? Zn1 N36 2.0745(16) . ? Zn1 Cl2 2.2399(5) . ? Zn1 Cl1 2.2413(5) . ? N10 C11 1.394(2) . ? N10 C31 1.409(2) . ? N10 C20 1.471(2) . ? C11 N16 1.346(2) . ? C11 C12 1.380(2) . ? C12 C13 1.371(3) . ? C12 H12 0.90(3) . ? C13 C14 1.377(3) . ? C13 H13 0.97(2) . ? C14 C15 1.382(3) . ? C14 H14 0.91(2) . ? C15 N16 1.365(3) . ? C15 H15 0.94(2) . ? N16 H12A 0.89(3) . ? C20 C21 1.506(3) . ? C20 H20A 0.98(2) . ? C20 H20B 0.99(2) . ? C21 N26 1.360(2) . ? C21 C22 1.381(3) . ? C22 C23 1.384(3) . ? C22 H22 0.96(2) . ? C23 C24 1.382(3) . ? C23 H23 0.89(2) . ? C24 C25 1.383(3) . ? C24 H24 0.88(2) . ? C25 N26 1.344(2) . ? C25 H25 0.979(19) . ? C31 N36 1.344(2) . ? C31 C32 1.386(3) . ? C32 C33 1.377(3) . ? C32 H32 0.97(2) . ? C33 C34 1.389(3) . ? C33 H33 0.85(2) . ? C34 C35 1.370(3) . ? C34 H34 0.92(2) . ? C35 N36 1.350(2) . ? C35 H35 0.97(2) . ? 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 N26 Zn1 N36 112.42(6) . . ? N26 Zn1 Cl2 110.37(4) . . ? N36 Zn1 Cl2 102.24(4) . . ? N26 Zn1 Cl1 108.43(5) . . ? N36 Zn1 Cl1 108.70(4) . . ? Cl2 Zn1 Cl1 114.651(19) . . ? C11 N10 C31 120.31(14) . . ? C11 N10 C20 120.60(15) . . ? C31 N10 C20 118.63(15) . . ? N16 C11 C12 122.85(17) . . ? N16 C11 N10 117.78(16) . . ? C12 C11 N10 119.34(16) . . ? C13 C12 C11 118.04(17) . . ? C13 C12 H12 118.8(18) . . ? C11 C12 H12 122.8(19) . . ? C12 C13 C14 121.26(18) . . ? C12 C13 H13 117.6(13) . . ? C14 C13 H13 121.1(13) . . ? C13 C14 C15 117.55(19) . . ? C13 C14 H14 123.3(13) . . ? C15 C14 H14 119.1(13) . . ? N16 C15 C14 122.61(19) . . ? N16 C15 H15 114.0(13) . . ? C14 C15 H15 123.3(13) . . ? C11 N16 C15 117.68(17) . . ? C11 N16 H12A 120(4) . . ? C15 N16 H12A 121(4) . . ? N10 C20 C21 112.80(15) . . ? N10 C20 H20A 111.4(12) . . ? C21 C20 H20A 110.5(12) . . ? N10 C20 H20B 109.2(11) . . ? C21 C20 H20B 109.2(11) . . ? H20A C20 H20B 103.3(16) . . ? N26 C21 C22 121.23(17) . . ? N26 C21 C20 116.80(16) . . ? C22 C21 C20 121.97(18) . . ? C21 C22 C23 120.03(19) . . ? C21 C22 H22 116.1(13) . . ? C23 C22 H22 123.9(13) . . ? C24 C23 C22 118.71(19) . . ? C24 C23 H23 121.4(14) . . ? C22 C23 H23 119.8(14) . . ? C23 C24 C25 118.83(19) . . ? C23 C24 H24 122.2(14) . . ? C25 C24 H24 118.9(14) . . ? N26 C25 C24 122.82(18) . . ? N26 C25 H25 113.9(13) . . ? C24 C25 H25 123.3(13) . . ? C25 N26 C21 118.35(16) . . ? C25 N26 Zn1 117.62(12) . . ? C21 N26 Zn1 123.64(12) . . ? N36 C31 C32 122.16(18) . . ? N36 C31 N10 116.05(17) . . ? C32 C31 N10 121.78(17) . . ? C33 C32 C31 119.1(2) . . ? C33 C32 H32 122.7(13) . . ? C31 C32 H32 118.1(13) . . ? C32 C33 C34 119.2(2) . . ? C32 C33 H33 120.9(15) . . ? C34 C33 H33 119.9(15) . . ? C35 C34 C33 118.50(19) . . ? C35 C34 H34 119.6(13) . . ? C33 C34 H34 121.6(13) . . ? N36 C35 C34 123.12(19) . . ? N36 C35 H35 119.1(13) . . ? C34 C35 H35 117.7(13) . . ? C31 N36 C35 117.89(17) . . ? C31 N36 Zn1 124.81(13) . . ? C35 N36 Zn1 117.28(13) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 32.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.488 _refine_diff_density_min -0.427 _refine_diff_density_rms 0.095 #===END OF DATA FOR 4 # 4.5 REAULTS FOR 5 data_shin230sc2c _database_code_depnum_ccdc_archive 'CCDC 796274' #TrackingRef '- alldata.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H36 F6 N8 O8 S2 Zn' _chemical_formula_weight 952.22 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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' _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 23.404(5) _cell_length_b 12.220(2) _cell_length_c 17.155(3) _cell_angle_alpha 90.00 _cell_angle_beta 123.83(3) _cell_angle_gamma 90.00 _cell_volume 4075.8(14) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.552 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1952 _exptl_absorpt_coefficient_mu 0.794 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'STOE IPDS' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14581 _diffrn_reflns_av_R_equivalents 0.1493 _diffrn_reflns_av_sigmaI/netI 0.1573 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 28.13 _reflns_number_total 4942 _reflns_number_gt 2283 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE IPDS Software (1997)' _computing_cell_refinement 'STOE IPDS Software (1997)' _computing_data_reduction 'STOE IPDS Software (1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0586P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4942 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1456 _refine_ls_R_factor_gt 0.0588 _refine_ls_wR_factor_ref 0.1453 _refine_ls_wR_factor_gt 0.1183 _refine_ls_goodness_of_fit_ref 0.860 _refine_ls_restrained_S_all 0.860 _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 C1 C 0.3268(3) 0.3940(5) 0.6728(4) 0.0499(13) Uani 1 1 d . . . C2 C 0.3504(3) 0.4885(5) 0.7257(4) 0.0558(15) Uani 1 1 d . . . C3 C 0.3211(3) 0.5863(5) 0.6834(4) 0.0516(14) Uani 1 1 d . . . C4 C 0.2677(3) 0.5883(4) 0.5920(4) 0.0420(12) Uani 1 1 d . . . C5 C 0.2458(2) 0.4912(3) 0.5417(3) 0.0315(10) Uani 1 1 d . . . C6 C 0.1745(3) 0.5899(3) 0.3926(4) 0.0363(11) Uani 1 1 d . . . C7 C 0.1451(2) 0.5668(3) 0.2914(3) 0.0329(10) Uani 1 1 d . . . C8 C 0.0927(2) 0.6316(4) 0.2203(4) 0.0420(12) Uani 1 1 d . . . C9 C 0.0718(3) 0.6116(4) 0.1299(4) 0.0505(13) Uani 1 1 d . . . H9 H 0.0369 0.6554 0.0803 0.061 Uiso 1 1 calc R . . C10 C 0.1015(3) 0.5278(4) 0.1109(4) 0.0513(13) Uani 1 1 d . . . H10 H 0.0873 0.5120 0.0483 0.062 Uiso 1 1 calc R . . C11 C 0.1522(3) 0.4680(4) 0.1845(4) 0.0450(12) Uani 1 1 d . . . H11 H 0.1729 0.4107 0.1711 0.054 Uiso 1 1 calc R . . C12 C 0.4020(2) 0.2607(5) 0.5848(4) 0.0428(11) Uani 1 1 d . . . C13 C 0.4682(2) 0.2290(4) 0.6234(3) 0.0432(12) Uani 1 1 d . . . C14 C 0.4838(2) 0.1190(4) 0.6438(3) 0.0388(11) Uani 1 1 d . . . C15 C 0.4326(2) 0.0469(4) 0.6223(3) 0.0348(10) Uani 1 1 d . . . C16 C 0.3659(2) 0.0838(3) 0.5811(3) 0.0277(9) Uani 1 1 d . . . C17 C 0.2932(3) 0.2881(5) 0.3538(4) 0.0629(16) Uani 1 1 d . . . H17A H 0.3178 0.2206 0.3856 0.094 Uiso 1 1 calc R . . H17B H 0.3257 0.3414 0.3567 0.094 Uiso 1 1 calc R . . H17C H 0.2574 0.2721 0.2880 0.094 Uiso 1 1 calc R . . C18 C 0.4356(5) 0.5968(7) 0.5425(7) 0.102(3) Uani 1 1 d . . . F1 F 0.4230(4) 0.5835(7) 0.6049(6) 0.226(4) Uani 1 1 d . . . F2 F 0.4214(4) 0.5030(4) 0.4962(6) 0.174(3) Uani 1 1 d . . . F3 F 0.5027(3) 0.6141(5) 0.5832(4) 0.144(2) Uani 1 1 d . . . H1 H 0.350(3) 0.322(4) 0.699(4) 0.056(15) Uiso 1 1 d . . . H2 H 0.387(3) 0.482(4) 0.783(4) 0.043(14) Uiso 1 1 d . . . H3 H 0.334(3) 0.654(4) 0.713(4) 0.054(15) Uiso 1 1 d . . . H4 H 0.248(3) 0.640(4) 0.564(4) 0.038(15) Uiso 1 1 d . . . H6A H 0.145(2) 0.637(3) 0.398(3) 0.020(9) Uiso 1 1 d . . . H6B H 0.218(2) 0.627(3) 0.418(3) 0.031(11) Uiso 1 1 d . . . H8 H 0.073(2) 0.692(4) 0.237(3) 0.041(12) Uiso 1 1 d . . . H12 H 0.390(3) 0.323(4) 0.571(3) 0.039(14) Uiso 1 1 d . . . H13 H 0.500(2) 0.276(4) 0.631(3) 0.039(13) Uiso 1 1 d . . . H14 H 0.530(3) 0.089(4) 0.670(4) 0.050(14) Uiso 1 1 d . . . H15 H 0.439(2) -0.029(4) 0.629(3) 0.033(12) Uiso 1 1 d . . . N1 N 0.27619(19) 0.3959(3) 0.5810(3) 0.0357(8) Uani 1 1 d . . . N2 N 0.18977(18) 0.4883(3) 0.4469(3) 0.0309(8) Uani 1 1 d . . . N3 N 0.1742(2) 0.4849(3) 0.2731(3) 0.0369(9) Uani 1 1 d . . . N4 N 0.35139(18) 0.1912(3) 0.5650(3) 0.0329(8) Uani 1 1 d . . . O1 O 0.26222(17) 0.3324(3) 0.3989(2) 0.0436(8) Uani 1 1 d . . . H111 H 0.221(4) 0.399(5) 0.354(5) 0.10(2) Uiso 1 1 d . . . O2 O 0.3188(2) 0.6807(4) 0.4300(5) 0.115(2) Uani 1 1 d . . . O3 O 0.4056(3) 0.7028(4) 0.3981(4) 0.0918(15) Uani 1 1 d . . . O4 O 0.4099(2) 0.8001(3) 0.5193(4) 0.0899(15) Uani 1 1 d . . . S1 S 0.38715(7) 0.70704(10) 0.46384(11) 0.0520(4) Uani 1 1 d . . . Zn1 Zn 0.2500 0.2500 0.5000 0.0310(2) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.043(3) 0.061(3) 0.035(3) -0.006(3) 0.015(3) -0.001(3) C2 0.044(3) 0.077(4) 0.030(3) -0.007(3) 0.010(3) -0.010(3) C3 0.061(4) 0.052(3) 0.046(4) -0.017(3) 0.033(3) -0.020(3) C4 0.053(3) 0.034(3) 0.045(4) -0.006(2) 0.030(3) -0.005(2) C5 0.029(2) 0.032(2) 0.040(3) -0.004(2) 0.023(2) -0.0038(18) C6 0.038(3) 0.024(2) 0.055(3) 0.002(2) 0.030(3) 0.0002(19) C7 0.029(2) 0.027(2) 0.044(3) 0.003(2) 0.021(2) -0.0033(18) C8 0.040(3) 0.034(2) 0.054(4) 0.010(2) 0.027(3) 0.002(2) C9 0.036(3) 0.055(3) 0.049(4) 0.019(3) 0.016(3) 0.001(2) C10 0.044(3) 0.070(4) 0.036(3) 0.003(3) 0.020(3) -0.011(3) C11 0.047(3) 0.053(3) 0.040(3) 0.002(2) 0.028(3) -0.001(2) C12 0.033(2) 0.037(3) 0.052(3) 0.005(3) 0.020(2) -0.001(2) C13 0.029(2) 0.053(3) 0.048(3) 0.003(2) 0.021(2) -0.006(2) C14 0.028(2) 0.049(3) 0.036(3) -0.001(2) 0.015(2) 0.004(2) C15 0.031(2) 0.038(3) 0.034(3) 0.000(2) 0.017(2) 0.004(2) C16 0.029(2) 0.027(2) 0.032(3) -0.0001(18) 0.019(2) -0.0006(17) C17 0.078(4) 0.069(4) 0.072(4) 0.016(3) 0.061(4) 0.027(3) C18 0.116(7) 0.079(5) 0.152(9) 0.039(5) 0.100(7) 0.033(5) F1 0.269(9) 0.292(9) 0.224(8) 0.175(7) 0.204(8) 0.126(7) F2 0.214(7) 0.045(3) 0.325(10) 0.031(4) 0.188(7) 0.021(3) F3 0.084(3) 0.159(5) 0.151(5) 0.054(4) 0.042(4) 0.059(3) N1 0.034(2) 0.038(2) 0.029(2) 0.0012(17) 0.0139(19) 0.0042(16) N2 0.0283(19) 0.0288(18) 0.036(2) 0.0038(16) 0.0183(18) 0.0013(14) N3 0.035(2) 0.042(2) 0.035(2) 0.0042(17) 0.0212(19) 0.0039(17) N4 0.0304(19) 0.0275(18) 0.040(2) 0.0033(16) 0.0192(18) -0.0015(15) O1 0.051(2) 0.0439(18) 0.052(2) 0.0132(16) 0.0382(19) 0.0166(15) O2 0.053(3) 0.095(4) 0.199(6) -0.011(4) 0.072(4) -0.014(2) O3 0.104(4) 0.109(4) 0.094(4) 0.010(3) 0.074(3) 0.015(3) O4 0.089(3) 0.058(3) 0.133(5) -0.039(3) 0.069(4) -0.010(2) S1 0.0457(8) 0.0399(6) 0.0845(11) -0.0054(7) 0.0450(8) -0.0028(6) Zn1 0.0270(3) 0.0298(3) 0.0368(4) 0.0020(4) 0.0180(3) 0.0039(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 C1 N1 1.344(6) . ? C1 C2 1.380(8) . ? C2 C3 1.368(8) . ? C3 C4 1.355(8) . ? C4 C5 1.387(6) . ? C5 N1 1.336(5) . ? C5 N2 1.410(6) . ? C6 N2 1.472(5) . ? C6 C7 1.496(7) . ? C7 N3 1.343(5) . ? C7 C8 1.398(6) . ? C8 C9 1.364(7) . ? C9 C10 1.377(7) . ? C10 C11 1.367(7) . ? C11 N3 1.323(6) . ? C12 N4 1.338(6) . ? C12 C13 1.359(6) . ? C13 C14 1.385(7) . ? C14 C15 1.363(6) . ? C15 C16 1.383(6) . ? C16 N4 1.345(5) . ? C16 N2 1.417(5) 7_556 ? C17 O1 1.429(5) . ? C18 F1 1.270(9) . ? C18 F2 1.327(11) . ? C18 F3 1.332(10) . ? C18 S1 1.794(8) . ? N1 Zn1 2.130(4) . ? N2 C16 1.417(5) 7_556 ? N3 H111 1.59(7) . ? N4 Zn1 2.108(3) . ? O1 Zn1 2.158(3) . ? O2 S1 1.403(4) . ? O3 S1 1.416(4) . ? O4 S1 1.385(4) . ? Zn1 N4 2.108(3) 7_556 ? Zn1 N1 2.130(4) 7_556 ? Zn1 O1 2.158(3) 7_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 N1 C1 C2 121.7(6) . . ? C3 C2 C1 118.9(6) . . ? C4 C3 C2 119.7(5) . . ? C3 C4 C5 119.3(5) . . ? N1 C5 C4 121.5(5) . . ? N1 C5 N2 116.9(4) . . ? C4 C5 N2 121.6(4) . . ? N2 C6 C7 111.6(3) . . ? N3 C7 C8 122.2(4) . . ? N3 C7 C6 116.5(4) . . ? C8 C7 C6 121.2(4) . . ? C9 C8 C7 118.4(5) . . ? C8 C9 C10 119.6(5) . . ? C11 C10 C9 118.2(5) . . ? N3 C11 C10 124.2(5) . . ? N4 C12 C13 123.4(5) . . ? C12 C13 C14 117.9(4) . . ? C15 C14 C13 119.4(4) . . ? C14 C15 C16 119.9(4) . . ? N4 C16 C15 120.5(4) . . ? N4 C16 N2 117.2(3) . 7_556 ? C15 C16 N2 122.3(4) . 7_556 ? F1 C18 F2 107.2(8) . . ? F1 C18 F3 109.7(10) . . ? F2 C18 F3 106.3(7) . . ? F1 C18 S1 112.6(6) . . ? F2 C18 S1 110.9(8) . . ? F3 C18 S1 110.0(6) . . ? C5 N1 C1 118.8(4) . . ? C5 N1 Zn1 121.4(3) . . ? C1 N1 Zn1 119.7(3) . . ? C5 N2 C16 119.7(3) . 7_556 ? C5 N2 C6 116.8(3) . . ? C16 N2 C6 117.1(4) 7_556 . ? C11 N3 C7 117.5(4) . . ? C11 N3 H111 122(2) . . ? C7 N3 H111 119(2) . . ? C12 N4 C16 118.7(4) . . ? C12 N4 Zn1 119.6(3) . . ? C16 N4 Zn1 121.5(3) . . ? C17 O1 Zn1 126.4(3) . . ? O4 S1 O2 112.7(3) . . ? O4 S1 O3 114.0(3) . . ? O2 S1 O3 116.5(4) . . ? O4 S1 C18 105.0(4) . . ? O2 S1 C18 103.7(4) . . ? O3 S1 C18 103.1(3) . . ? N4 Zn1 N4 180.0(2) 7_556 . ? N4 Zn1 N1 96.32(14) 7_556 7_556 ? N4 Zn1 N1 83.68(14) . 7_556 ? N4 Zn1 N1 83.68(14) 7_556 . ? N4 Zn1 N1 96.32(14) . . ? N1 Zn1 N1 180.000(1) 7_556 . ? N4 Zn1 O1 88.31(13) 7_556 7_556 ? N4 Zn1 O1 91.69(12) . 7_556 ? N1 Zn1 O1 90.89(13) 7_556 7_556 ? N1 Zn1 O1 89.11(13) . 7_556 ? N4 Zn1 O1 91.69(12) 7_556 . ? N4 Zn1 O1 88.31(12) . . ? N1 Zn1 O1 89.11(13) 7_556 . ? N1 Zn1 O1 90.89(13) . . ? O1 Zn1 O1 180.0 7_556 . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.13 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.566 _refine_diff_density_min -0.592 _refine_diff_density_rms 0.097 #===END OF DATA FOR 5 # 4.6 REAULTS FOR 6 data_shin213s _database_code_depnum_ccdc_archive 'CCDC 796275' #TrackingRef '- alldata.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H42 Cu2 F6 N10 O8 S2' _chemical_formula_weight 1096.04 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.411(3) _cell_length_b 9.5300(19) _cell_length_c 17.636(4) _cell_angle_alpha 90.00 _cell_angle_beta 95.72(3) _cell_angle_gamma 90.00 _cell_volume 2242.8(8) _cell_formula_units_Z 2 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.623 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 1.130 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 'STOE IPDS' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19621 _diffrn_reflns_av_R_equivalents 0.0624 _diffrn_reflns_av_sigmaI/netI 0.0401 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 28.09 _reflns_number_total 5123 _reflns_number_gt 4192 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE IPDS Software (1997)' _computing_cell_refinement 'STOE IPDS Software (1997)' _computing_data_reduction 'STOE IPDS Software (1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0780P)^2^+0.0543P] 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 5123 _refine_ls_number_parameters 340 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0502 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1182 _refine_ls_wR_factor_gt 0.1126 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _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 C1 C 0.28727(14) 0.9188(3) 0.06170(11) 0.0229(4) Uani 1 1 d . . . H1A H 0.2557 1.0060 0.0420 0.027 Uiso 1 1 calc R . . H1B H 0.2508 0.8868 0.1039 0.027 Uiso 1 1 calc R . . C2 C 0.27713(14) 0.8096(3) -0.00054(11) 0.0244(4) Uani 1 1 d . . . C3 C 0.23629(19) 0.6796(3) 0.00970(14) 0.0370(6) Uani 1 1 d . . . H3 H 0.2165 0.6542 0.0575 0.044 Uiso 1 1 calc R . . C4 C 0.2242(2) 0.5857(3) -0.05075(16) 0.0440(7) Uani 1 1 d . . . H4 H 0.1972 0.4959 -0.0444 0.053 Uiso 1 1 calc R . . C5 C 0.2529(2) 0.6271(3) -0.12006(15) 0.0408(6) Uani 1 1 d . . . H5 H 0.2447 0.5665 -0.1623 0.049 Uiso 1 1 calc R . . C6 C 0.29355(17) 0.7582(3) -0.12671(13) 0.0334(5) Uani 1 1 d . . . H6 H 0.3130 0.7855 -0.1743 0.040 Uiso 1 1 calc R . . C7 C 0.42262(14) 1.0892(2) 0.08744(10) 0.0200(4) Uani 1 1 d . . . C8 C 0.45928(16) 1.1648(3) 0.15203(11) 0.0271(5) Uani 1 1 d . . . H8 H 0.4707 1.1203 0.1997 0.032 Uiso 1 1 calc R . . H9 H 0.5043 1.3577 0.1872 0.032 Uiso 1 1 d R . . C9 C 0.47826(18) 1.3051(3) 0.14468(13) 0.0338(5) Uani 1 1 d . . . C10 C 0.45870(19) 1.3691(3) 0.07393(14) 0.0352(5) Uani 1 1 d . . . H10 H 0.4687 1.4660 0.0681 0.042 Uiso 1 1 calc R . . H14 H 0.4228 0.5835 0.2489 0.042 Uiso 1 1 d R . . H15 H 0.5943 0.6212 0.2726 0.042 Uiso 1 1 d R . . H16 H 0.6665 0.8012 0.2112 0.042 Uiso 1 1 d R . . C11 C 0.42437(18) 1.2873(3) 0.01282(13) 0.0322(5) Uani 1 1 d . . . H11 H 0.4122 1.3301 -0.0352 0.039 Uiso 1 1 calc R . . C12 C 0.44397(14) 0.8553(2) 0.14087(10) 0.0208(4) Uani 1 1 d . . . C13 C 0.39662(16) 0.7463(3) 0.17659(12) 0.0283(5) Uani 1 1 d . . . H13 H 0.3269 0.7336 0.1675 0.034 Uiso 1 1 calc R . . C14 C 0.45337(19) 0.6580(3) 0.22517(13) 0.0355(6) Uani 1 1 d . . . C15 C 0.5548(2) 0.6791(3) 0.23872(14) 0.0379(6) Uani 1 1 d . . . C16 C 0.59714(16) 0.7862(3) 0.20150(12) 0.0301(5) Uani 1 1 d . . . C17 C 0.4689(2) 0.6346(4) 0.60437(16) 0.0475(7) Uani 1 1 d . . . C18 C 0.7261(3) 0.0715(6) 0.7045(3) 0.0533(14) Uani 0.700(8) 1 d P A 1 H18 H 0.7819 0.1293 0.7181 0.064 Uiso 0.700(8) 1 calc PR A 1 C19 C 0.6764(4) 0.2544(7) 0.6136(3) 0.0495(13) Uani 0.700(8) 1 d P A 1 H19A H 0.6892 0.2418 0.5609 0.074 Uiso 0.700(8) 1 calc PR A 1 H19B H 0.7349 0.2956 0.6419 0.074 Uiso 0.700(8) 1 calc PR A 1 H19C H 0.6193 0.3162 0.6160 0.074 Uiso 0.700(8) 1 calc PR A 1 C20 C 0.5686(4) 0.0475(8) 0.6289(4) 0.0658(18) Uani 0.700(8) 1 d P A 1 H20A H 0.5579 0.0383 0.5739 0.099 Uiso 0.700(8) 1 calc PR A 1 H20B H 0.5140 0.1006 0.6469 0.099 Uiso 0.700(8) 1 calc PR A 1 H20C H 0.5714 -0.0449 0.6520 0.099 Uiso 0.700(8) 1 calc PR A 1 C18A C 0.6458(7) -0.0136(11) 0.6912(5) 0.042(3) Uani 0.300(8) 1 d P A 2 H18A H 0.5891 -0.0722 0.6849 0.051 Uiso 0.300(8) 1 calc PR A 2 C19A C 0.7156(16) 0.189(2) 0.6341(10) 0.086(6) Uani 0.300(8) 1 d P A 2 H19D H 0.6862 0.2796 0.6195 0.129 Uiso 0.300(8) 1 calc PR A 2 H19E H 0.7495 0.1520 0.5924 0.129 Uiso 0.300(8) 1 calc PR A 2 H19F H 0.7635 0.2009 0.6786 0.129 Uiso 0.300(8) 1 calc PR A 2 C20A C 0.5420(10) 0.113(2) 0.5964(7) 0.066(4) Uani 0.300(8) 1 d P A 2 H20D H 0.5502 0.1373 0.5439 0.099 Uiso 0.300(8) 1 calc PR A 2 H20E H 0.4984 0.1810 0.6173 0.099 Uiso 0.300(8) 1 calc PR A 2 H20F H 0.5126 0.0202 0.5981 0.099 Uiso 0.300(8) 1 calc PR A 2 Cu1 Cu 0.377596(18) 1.02694(3) -0.078647(13) 0.02555(11) Uani 1 1 d . . . F1 F 0.49760(17) 0.7128(3) 0.54846(12) 0.0772(7) Uani 1 1 d . . . F2 F 0.4509(2) 0.5075(3) 0.57836(18) 0.0972(10) Uani 1 1 d . . . F3 F 0.54696(14) 0.6263(3) 0.65670(13) 0.0830(8) Uani 1 1 d . . . N1 N 0.39175(12) 0.9489(2) 0.09115(9) 0.0220(4) Uani 1 1 d . . . N2 N 0.30691(13) 0.8495(2) -0.06833(10) 0.0252(4) Uani 1 1 d . . . N3 N 0.40733(13) 1.1488(2) 0.01832(9) 0.0238(4) Uani 1 1 d . . . N4 N 0.54435(12) 0.8720(2) 0.15131(9) 0.0234(4) Uani 1 1 d . . . N5 N 0.6544(2) 0.1141(3) 0.64781(13) 0.0510(7) Uani 1 1 d . . . O1 O 0.34169(15) 0.6116(3) 0.70222(11) 0.0496(5) Uani 1 1 d . . . O2 O 0.28583(15) 0.7139(3) 0.58045(12) 0.0586(6) Uani 1 1 d . . . O3 O 0.39481(17) 0.8425(3) 0.67198(14) 0.0567(6) Uani 1 1 d . . . O4 O 0.7185(2) -0.0388(4) 0.7369(2) 0.0895(11) Uani 1 1 d . . . S1 S 0.36085(4) 0.70898(7) 0.64372(3) 0.02878(15) 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 C1 0.0171(8) 0.0285(14) 0.0232(9) 0.0009(8) 0.0030(7) -0.0010(7) C2 0.0177(8) 0.0299(14) 0.0250(9) 0.0010(8) -0.0007(7) -0.0045(8) C3 0.0401(12) 0.0373(17) 0.0329(11) 0.0027(10) 0.0002(9) -0.0156(11) C4 0.0533(15) 0.0310(18) 0.0463(14) -0.0044(11) -0.0029(11) -0.0196(12) C5 0.0435(13) 0.0382(19) 0.0392(12) -0.0110(11) -0.0041(10) -0.0093(11) C6 0.0295(10) 0.0434(17) 0.0264(10) -0.0070(10) -0.0010(8) -0.0071(10) C7 0.0187(8) 0.0206(13) 0.0206(8) 0.0010(7) 0.0020(6) -0.0014(7) C8 0.0321(10) 0.0272(14) 0.0214(9) -0.0014(8) -0.0001(7) 0.0004(9) C9 0.0394(12) 0.0312(17) 0.0300(11) -0.0073(9) -0.0015(9) -0.0031(10) C10 0.0484(14) 0.0179(15) 0.0387(12) -0.0009(9) 0.0018(10) -0.0051(10) C11 0.0421(12) 0.0247(16) 0.0288(10) 0.0063(9) -0.0009(9) -0.0017(10) C12 0.0269(9) 0.0204(13) 0.0156(8) 0.0016(7) 0.0037(7) 0.0021(7) C13 0.0303(10) 0.0272(15) 0.0279(10) 0.0037(9) 0.0057(8) -0.0043(9) C14 0.0454(13) 0.0289(16) 0.0332(11) 0.0120(10) 0.0087(9) -0.0017(10) C15 0.0437(13) 0.0355(17) 0.0346(11) 0.0172(10) 0.0037(10) 0.0099(11) C16 0.0267(10) 0.0377(16) 0.0257(10) 0.0083(9) 0.0018(8) 0.0078(9) C17 0.0486(15) 0.055(2) 0.0418(14) 0.0102(13) 0.0184(11) 0.0131(13) C18 0.045(2) 0.066(4) 0.053(2) 0.019(2) 0.0241(18) 0.012(2) C19 0.058(3) 0.049(4) 0.042(2) 0.010(2) 0.0043(19) -0.011(2) C20 0.055(3) 0.066(5) 0.078(4) -0.020(3) 0.013(3) -0.016(3) C18A 0.044(5) 0.042(7) 0.043(5) 0.002(4) 0.015(4) 0.001(4) C19A 0.104(14) 0.088(15) 0.074(10) 0.000(9) 0.044(10) -0.057(12) C20A 0.062(7) 0.094(13) 0.040(6) 0.005(6) -0.007(5) -0.004(7) Cu1 0.02481(15) 0.0317(2) 0.01990(14) 0.00467(10) 0.00108(9) -0.00567(10) F1 0.0757(13) 0.105(2) 0.0566(11) 0.0274(12) 0.0340(10) 0.0012(12) F2 0.124(2) 0.0668(19) 0.111(2) -0.0269(15) 0.0634(18) 0.0115(15) F3 0.0413(10) 0.128(2) 0.0810(14) 0.0350(14) 0.0115(9) 0.0380(12) N1 0.0200(7) 0.0247(11) 0.0207(7) 0.0034(6) -0.0005(6) -0.0022(7) N2 0.0219(8) 0.0303(12) 0.0231(8) -0.0014(7) 0.0012(6) -0.0046(7) N3 0.0257(8) 0.0243(12) 0.0207(7) 0.0036(7) -0.0009(6) -0.0011(7) N4 0.0232(8) 0.0293(12) 0.0175(7) 0.0039(7) 0.0020(6) 0.0016(7) N5 0.0561(15) 0.058(2) 0.0417(12) 0.0107(11) 0.0196(11) 0.0153(13) O1 0.0526(11) 0.0513(15) 0.0479(10) 0.0197(9) 0.0196(9) 0.0143(9) O2 0.0428(11) 0.086(2) 0.0430(11) 0.0074(11) -0.0170(9) 0.0006(11) O3 0.0557(12) 0.0386(15) 0.0738(15) -0.0103(11) -0.0032(11) -0.0013(10) O4 0.0770(18) 0.091(3) 0.107(2) 0.053(2) 0.0381(17) 0.0426(17) S1 0.0259(2) 0.0307(4) 0.0287(3) 0.0051(2) -0.00258(19) 0.0027(2) _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 C1 N1 1.473(2) . ? C1 C2 1.509(3) . ? C2 N2 1.352(3) . ? C2 C3 1.374(4) . ? C3 C4 1.389(4) . ? C4 C5 1.375(4) . ? C5 C6 1.373(4) . ? C6 N2 1.347(3) . ? C7 N3 1.342(3) . ? C7 C8 1.395(3) . ? C7 N1 1.403(3) . ? C8 C9 1.370(4) . ? C9 C10 1.390(3) . ? C10 C11 1.372(3) . ? C11 N3 1.345(3) . ? C12 N4 1.350(3) . ? C12 N1 1.390(3) . ? C12 C13 1.400(3) . ? C13 C14 1.376(3) . ? C14 C15 1.373(4) . ? C15 C16 1.367(4) . ? C16 N4 1.352(3) . ? C17 F2 1.309(4) . ? C17 F1 1.323(3) . ? C17 F3 1.327(4) . ? C17 S1 1.812(3) . ? C18 O4 1.205(6) . ? C18 N5 1.378(5) . ? C19 N5 1.509(6) . ? C20 N5 1.326(6) . ? C18A O4 1.225(10) . ? C18A N5 1.449(10) . ? C19A N5 1.135(13) . ? C20A N5 1.680(13) . ? Cu1 N2 1.956(2) . ? Cu1 N4 1.9834(17) 3_675 ? Cu1 N3 2.0725(19) . ? N4 Cu1 1.9834(17) 3_675 ? O1 S1 1.430(2) . ? O2 S1 1.4267(19) . ? O3 S1 1.425(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 113.85(16) . . ? N2 C2 C3 121.8(2) . . ? N2 C2 C1 115.8(2) . . ? C3 C2 C1 122.33(19) . . ? C2 C3 C4 119.8(2) . . ? C5 C4 C3 118.4(3) . . ? C6 C5 C4 119.1(2) . . ? N2 C6 C5 123.1(2) . . ? N3 C7 C8 122.2(2) . . ? N3 C7 N1 115.22(17) . . ? C8 C7 N1 122.38(18) . . ? C9 C8 C7 118.7(2) . . ? C8 C9 C10 119.5(2) . . ? C11 C10 C9 118.3(2) . . ? N3 C11 C10 123.2(2) . . ? N4 C12 N1 116.33(18) . . ? N4 C12 C13 121.12(19) . . ? N1 C12 C13 122.52(18) . . ? C14 C13 C12 119.1(2) . . ? C15 C14 C13 119.7(2) . . ? C16 C15 C14 118.5(2) . . ? N4 C16 C15 123.4(2) . . ? F2 C17 F1 108.5(3) . . ? F2 C17 F3 107.1(3) . . ? F1 C17 F3 106.5(3) . . ? F2 C17 S1 111.7(2) . . ? F1 C17 S1 111.6(2) . . ? F3 C17 S1 111.2(2) . . ? O4 C18 N5 121.0(5) . . ? O4 C18A N5 114.3(8) . . ? N2 Cu1 N4 140.54(8) . 3_675 ? N2 Cu1 N3 117.56(7) . . ? N4 Cu1 N3 100.98(8) 3_675 . ? C12 N1 C7 120.56(17) . . ? C12 N1 C1 119.93(18) . . ? C7 N1 C1 116.35(17) . . ? C6 N2 C2 117.7(2) . . ? C6 N2 Cu1 121.09(16) . . ? C2 N2 Cu1 120.95(15) . . ? C7 N3 C11 117.96(19) . . ? C7 N3 Cu1 120.82(16) . . ? C11 N3 Cu1 120.69(14) . . ? C12 N4 C16 117.93(19) . . ? C12 N4 Cu1 123.53(13) . 3_675 ? C16 N4 Cu1 116.17(14) . 3_675 ? C19A N5 C20 151.2(11) . . ? C19A N5 C18 82.7(13) . . ? C20 N5 C18 124.5(5) . . ? C19A N5 C18A 137.9(14) . . ? C20 N5 C18A 67.6(6) . . ? C18 N5 C18A 57.0(5) . . ? C19A N5 C19 34.8(13) . . ? C20 N5 C19 121.5(5) . . ? C18 N5 C19 113.6(4) . . ? C18A N5 C19 170.2(5) . . ? C19A N5 C20A 121.2(13) . . ? C20 N5 C20A 32.1(6) . . ? C18 N5 C20A 156.1(6) . . ? C18A N5 C20A 99.6(8) . . ? C19 N5 C20A 89.4(7) . . ? C18 O4 C18A 67.5(6) . . ? O3 S1 O2 114.85(16) . . ? O3 S1 O1 113.68(15) . . ? O2 S1 O1 114.96(15) . . ? O3 S1 C17 104.08(16) . . ? O2 S1 C17 103.98(14) . . ? O1 S1 C17 103.33(13) . . ? _diffrn_measured_fraction_theta_max 0.936 _diffrn_reflns_theta_full 28.09 _diffrn_measured_fraction_theta_full 0.936 _refine_diff_density_max 0.642 _refine_diff_density_min -0.585 _refine_diff_density_rms 0.084 #===END OF ALL DATA