Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'McMorran, David' 'Steel, Peter James' _publ_contact_author_name 'Dr David McMorran' _publ_contact_author_address ; Department of Chemistry University of Canterbury Private Bag 4800 Christchurch NEW ZEALAND ; _publ_contact_author_email 'D.MCMORRAN@CHEM.CANTERBURY.AC.NZ' _publ_section_title ; New U- and Y-Shaped Components for Metallosupramolecular Assemblies: Synthesis and Coordination Chemistry of 2,6-bis(3-pyridyloxy)pyrazine. ; data_3dmaaa _database_code_CSD 182092 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H17 B Cu F4 N6 O2.50' _chemical_formula_weight 507.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 8.211(7) _cell_length_b 8.327(7) _cell_length_c 9.356(6) _cell_angle_alpha 95.96(3) _cell_angle_beta 107.60(2) _cell_angle_gamma 116.67(2) _cell_volume 522.8(7) _cell_formula_units_Z 1 _cell_measurement_temperature 168(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.613 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 257 _exptl_absorpt_coefficient_mu 1.111 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.6971 _exptl_absorpt_correction_T_max 0.9781 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 168(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 ? _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 6286 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0757 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3059 _reflns_number_gt 2492 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.1139P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(3) _refine_ls_number_reflns 3059 _refine_ls_number_parameters 328 _refine_ls_number_restraints 54 _refine_ls_R_factor_all 0.0815 _refine_ls_R_factor_gt 0.0636 _refine_ls_wR_factor_ref 0.1612 _refine_ls_wR_factor_gt 0.1512 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.009 _refine_ls_shift/su_max 0.038 _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 Cu1 Cu 1.44686(10) 0.42856(10) 0.32324(9) 0.0262(3) Uani 1 1 d . . . N11 N 1.2540(9) 0.4514(9) 0.4037(7) 0.0261(15) Uani 1 1 d . . . C12 C 1.2967(12) 0.4867(11) 0.5567(9) 0.0270(18) Uani 1 1 d . . . H12A H 1.4219 0.5103 0.6256 0.032 Uiso 1 1 calc R . . C13 C 1.1678(15) 0.4901(12) 0.6175(11) 0.027(2) Uani 1 1 d . . . C14 C 0.9836(12) 0.4500(11) 0.5189(9) 0.0278(18) Uani 1 1 d . . . H14A H 0.8892 0.4483 0.5584 0.033 Uiso 1 1 calc R . . C15 C 0.9410(14) 0.4128(13) 0.3634(10) 0.033(2) Uani 1 1 d . . . H15A H 0.8150 0.3843 0.2919 0.039 Uiso 1 1 calc R . . C16 C 1.0785(12) 0.4164(11) 0.3100(10) 0.0282(18) Uani 1 1 d . . . H16A H 1.0471 0.3928 0.2008 0.034 Uiso 1 1 calc R . . O10 O 1.2222(10) 0.5428(9) 0.7744(7) 0.0301(15) Uani 1 1 d . . . N21 N 1.1500(11) 0.2440(10) 0.7678(8) 0.0257(16) Uani 1 1 d . . . C22 C 1.2232(14) 0.4143(13) 0.8501(11) 0.025(2) Uani 1 1 d . . . C23 C 1.3109(13) 0.4721(12) 1.0093(10) 0.030(2) Uani 1 1 d . . . H23A H 1.3626 0.5984 1.0637 0.036 Uiso 1 1 calc R . . N24 N 1.3238(10) 0.3532(9) 1.0873(8) 0.0299(16) Uani 1 1 d . . . C25 C 1.2566(12) 0.1814(11) 1.0072(9) 0.0301(19) Uani 1 1 d . . . H25A H 1.2691 0.0933 1.0598 0.036 Uiso 1 1 calc R . . C26 C 1.1686(11) 0.1306(11) 0.8479(9) 0.0275(18) Uani 1 1 d . . . O20 O 1.0922(9) -0.0508(7) 0.7736(6) 0.0357(15) Uani 1 1 d . . . N31 N 0.7133(9) -0.3401(9) 0.3997(7) 0.0242(15) Uani 1 1 d . . . C32 C 0.8135(12) -0.2603(10) 0.5507(9) 0.0232(17) Uani 1 1 d . . . H32A H 0.7515 -0.3094 0.6192 0.028 Uiso 1 1 calc R . . C33 C 1.0012(13) -0.1111(11) 0.6139(9) 0.0303(19) Uani 1 1 d . . . C34 C 1.0942(13) -0.0334(12) 0.5194(10) 0.034(2) Uani 1 1 d . . . H34A H 1.2242 0.0728 0.5609 0.041 Uiso 1 1 calc R . . C35 C 0.9913(13) -0.1157(12) 0.3630(10) 0.037(2) Uani 1 1 d . . . H35A H 1.0495 -0.0685 0.2920 0.044 Uiso 1 1 calc R . . C36 C 0.8031(12) -0.2671(11) 0.3083(10) 0.0310(19) Uani 1 1 d . . . H36A H 0.7338 -0.3224 0.1986 0.037 Uiso 1 1 calc R . . N40 N 1.4762(10) 0.2217(10) 0.3820(9) 0.0328(17) Uani 1 1 d . . . C40 C 1.5059(15) 0.1116(14) 0.4192(12) 0.041(2) Uani 1 1 d . . . C41 C 1.548(3) -0.0250(19) 0.4713(18) 0.082(4) Uani 1 1 d . . . H41A H 1.6560 0.0332 0.5751 0.123 Uiso 1 1 calc R . . H41B H 1.5872 -0.0769 0.3979 0.123 Uiso 1 1 calc R . . H41C H 1.4293 -0.1257 0.4770 0.123 Uiso 1 1 calc R . . N200 N 1.553(2) 0.9544(14) 1.1126(15) 0.078(3) Uani 1 1 d . . . C201 C 1.6241(18) 0.9565(14) 1.0297(15) 0.057(3) Uani 1 1 d . . . C202 C 1.715(3) 0.957(2) 0.923(2) 0.103(5) Uani 1 1 d . . . H20A H 1.7501 1.0722 0.8903 0.154 Uiso 1 1 calc R . . H20B H 1.6233 0.8482 0.8318 0.154 Uiso 1 1 calc R . . H20C H 1.8355 0.9523 0.9740 0.154 Uiso 1 1 calc R . . B B 0.6948(14) 0.3855(14) 0.8548(11) 0.042(3) Uani 1 1 d D . . F1 F 0.5345(11) 0.2202(11) 0.7760(9) 0.101(3) Uani 1 1 d D A . F2 F 0.729(3) 0.402(2) 1.0043(13) 0.115(9) Uani 0.71(4) 1 d PD A 1 F3 F 0.675(2) 0.5232(18) 0.818(2) 0.127(12) Uani 0.71(4) 1 d PD A 1 F4 F 0.8437(19) 0.387(2) 0.831(3) 0.163(12) Uani 0.71(4) 1 d PD A 1 F2' F 0.644(4) 0.489(4) 0.923(5) 0.22(5) Uani 0.29(4) 1 d PD A 2 F3' F 0.756(5) 0.461(4) 0.751(3) 0.13(2) Uani 0.29(4) 1 d PD A 2 F4' F 0.833(3) 0.374(3) 0.954(4) 0.17(4) Uani 0.29(4) 1 d PD A 2 O1 O 1.145(2) 0.7741(19) 1.1050(17) 0.054(4) Uani 0.50 1 d P . . H1A H 1.0196 0.6362 1.0464 0.081 Uiso 0.50 1 d PR . . H1B H 1.0749 0.7897 1.0915 0.081 Uiso 0.50 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0275(5) 0.0307(5) 0.0159(5) 0.0036(4) 0.0070(4) 0.0129(4) N11 0.026(4) 0.029(4) 0.022(4) 0.006(3) 0.011(3) 0.012(3) C12 0.031(5) 0.038(4) 0.010(4) 0.002(3) 0.004(3) 0.020(4) C13 0.040(6) 0.023(4) 0.019(5) 0.004(4) 0.014(4) 0.015(4) C14 0.029(4) 0.038(5) 0.024(5) 0.012(4) 0.011(4) 0.022(4) C15 0.034(5) 0.041(5) 0.033(6) 0.014(4) 0.016(5) 0.024(4) C16 0.031(5) 0.031(4) 0.020(4) 0.008(3) 0.004(3) 0.017(4) O10 0.040(4) 0.037(4) 0.015(3) 0.007(3) 0.008(3) 0.023(3) N21 0.029(4) 0.032(4) 0.018(4) 0.009(3) 0.012(3) 0.015(3) C22 0.034(5) 0.031(5) 0.019(5) 0.012(4) 0.012(4) 0.021(4) C23 0.030(5) 0.035(5) 0.026(5) 0.004(4) 0.013(4) 0.018(4) N24 0.032(4) 0.032(4) 0.024(4) 0.009(3) 0.012(3) 0.014(3) C25 0.028(5) 0.029(4) 0.021(5) 0.005(4) 0.005(4) 0.008(4) C26 0.023(4) 0.031(4) 0.021(4) 0.006(4) 0.006(3) 0.009(4) O20 0.050(4) 0.022(3) 0.014(3) -0.001(2) 0.000(3) 0.011(3) N31 0.033(4) 0.031(4) 0.019(4) 0.010(3) 0.013(3) 0.022(3) C32 0.035(5) 0.021(4) 0.016(4) 0.007(3) 0.012(4) 0.015(4) C33 0.036(5) 0.027(4) 0.020(4) 0.003(3) 0.005(4) 0.014(4) C34 0.032(5) 0.034(5) 0.024(5) 0.000(4) 0.009(4) 0.011(4) C35 0.041(5) 0.037(5) 0.023(5) 0.008(4) 0.015(4) 0.011(4) C36 0.035(5) 0.030(4) 0.019(4) 0.000(3) 0.004(4) 0.015(4) N40 0.031(4) 0.039(5) 0.031(4) 0.009(4) 0.012(3) 0.020(4) C40 0.048(6) 0.046(6) 0.038(6) 0.013(5) 0.020(5) 0.030(5) C41 0.138(14) 0.078(9) 0.090(11) 0.050(8) 0.065(10) 0.084(10) N200 0.108(9) 0.052(6) 0.090(9) 0.027(6) 0.056(8) 0.040(6) C201 0.067(8) 0.037(6) 0.061(8) 0.010(5) 0.028(7) 0.020(6) C202 0.131(14) 0.095(11) 0.107(14) 0.025(10) 0.082(12) 0.056(11) B 0.039(7) 0.056(9) 0.036(7) 0.019(6) 0.017(6) 0.026(7) F1 0.059(5) 0.111(7) 0.082(6) 0.002(5) 0.003(4) 0.024(5) F2 0.16(2) 0.113(12) 0.043(9) 0.009(8) 0.041(11) 0.053(14) F3 0.103(13) 0.118(14) 0.14(2) 0.093(15) 0.002(13) 0.059(12) F4 0.096(12) 0.161(17) 0.30(3) 0.083(18) 0.140(18) 0.073(11) F2' 0.09(3) 0.33(9) 0.15(6) -0.15(6) -0.02(3) 0.14(4) F3' 0.23(5) 0.13(3) 0.13(3) 0.09(3) 0.16(4) 0.10(3) F4' 0.06(2) 0.13(3) 0.17(5) 0.12(4) -0.08(3) -0.008(19) O1 0.062(10) 0.047(8) 0.059(10) 0.016(7) 0.031(8) 0.028(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N40 1.954(8) . ? Cu1 N31 1.998(7) 1_665 ? Cu1 N11 2.018(7) . ? Cu1 N24 2.020(7) 1_554 ? N11 C16 1.318(11) . ? N11 C12 1.332(10) . ? C12 C13 1.353(13) . ? C13 O10 1.356(11) . ? C13 C14 1.374(13) . ? C14 C15 1.354(11) . ? C15 C16 1.356(12) . ? O10 C22 1.345(11) . ? N21 C26 1.298(11) . ? N21 C22 1.301(11) . ? C22 C23 1.364(13) . ? C23 N24 1.312(11) . ? N24 C25 1.315(10) . ? N24 Cu1 2.020(7) 1_556 ? C25 C26 1.366(11) . ? C26 O20 1.351(10) . ? O20 C33 1.369(10) . ? N31 C32 1.313(10) . ? N31 C36 1.315(10) . ? N31 Cu1 1.998(7) 1_445 ? C32 C33 1.358(11) . ? C33 C34 1.366(12) . ? C34 C35 1.360(12) . ? C35 C36 1.370(12) . ? N40 C40 1.113(11) . ? C40 C41 1.419(15) . ? N200 C201 1.102(15) . ? C201 C202 1.414(19) . ? B F4' 1.281(14) . ? B F3 1.295(12) . ? B F4 1.303(11) . ? B F2' 1.309(14) . ? B F3' 1.315(14) . ? B F2 1.320(12) . ? B F1 1.322(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N40 Cu1 N31 109.6(3) . 1_665 ? N40 Cu1 N11 107.8(3) . . ? N31 Cu1 N11 114.9(3) 1_665 . ? N40 Cu1 N24 106.5(3) . 1_554 ? N31 Cu1 N24 109.4(3) 1_665 1_554 ? N11 Cu1 N24 108.3(3) . 1_554 ? C16 N11 C12 117.9(7) . . ? C16 N11 Cu1 122.5(6) . . ? C12 N11 Cu1 119.2(5) . . ? N11 C12 C13 122.3(8) . . ? C12 C13 O10 120.8(9) . . ? C12 C13 C14 119.4(9) . . ? O10 C13 C14 119.7(8) . . ? C15 C14 C13 117.8(8) . . ? C14 C15 C16 119.9(9) . . ? N11 C16 C15 122.5(8) . . ? C22 O10 C13 116.6(7) . . ? C26 N21 C22 115.2(8) . . ? N21 C22 O10 118.4(8) . . ? N21 C22 C23 123.4(9) . . ? O10 C22 C23 118.0(8) . . ? N24 C23 C22 119.9(8) . . ? C23 N24 C25 118.1(7) . . ? C23 N24 Cu1 121.9(6) . 1_556 ? C25 N24 Cu1 120.0(6) . 1_556 ? N24 C25 C26 119.5(8) . . ? N21 C26 O20 119.8(7) . . ? N21 C26 C25 123.8(8) . . ? O20 C26 C25 116.4(7) . . ? C26 O20 C33 119.4(6) . . ? C32 N31 C36 116.6(7) . . ? C32 N31 Cu1 119.2(5) . 1_445 ? C36 N31 Cu1 124.0(5) . 1_445 ? N31 C32 C33 123.4(7) . . ? C32 C33 C34 120.2(8) . . ? C32 C33 O20 116.9(7) . . ? C34 C33 O20 122.8(8) . . ? C35 C34 C33 116.6(8) . . ? C34 C35 C36 119.6(8) . . ? N31 C36 C35 123.5(8) . . ? C40 N40 Cu1 175.4(7) . . ? N40 C40 C41 178.2(12) . . ? N200 C201 C202 179.5(14) . . ? F4' B F3 134.1(14) . . ? F4' B F4 55.0(17) . . ? F3 B F4 110.7(10) . . ? F4' B F2' 111.0(13) . . ? F3 B F2' 51.2(18) . . ? F4 B F2' 143.3(15) . . ? F4' B F3' 109.7(12) . . ? F3 B F3' 58.0(15) . . ? F4 B F3' 58.4(16) . . ? F2' B F3' 108.4(13) . . ? F4' B F2 54.1(19) . . ? F3 B F2 109.4(10) . . ? F4 B F2 108.3(11) . . ? F2' B F2 62.2(19) . . ? F3' B F2 146.6(14) . . ? F4' B F1 112.9(11) . . ? F3 B F1 113.0(9) . . ? F4 B F1 108.4(10) . . ? F2' B F1 108.2(11) . . ? F3' B F1 106.5(11) . . ? F2 B F1 106.9(9) . . ? 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 N40 Cu1 N11 C16 -113.5(6) . . . . ? N31 Cu1 N11 C16 123.9(6) 1_665 . . . ? N24 Cu1 N11 C16 1.4(7) 1_554 . . . ? N40 Cu1 N11 C12 60.3(6) . . . . ? N31 Cu1 N11 C12 -62.3(6) 1_665 . . . ? N24 Cu1 N11 C12 175.1(6) 1_554 . . . ? C16 N11 C12 C13 -0.9(12) . . . . ? Cu1 N11 C12 C13 -175.0(7) . . . . ? N11 C12 C13 O10 -174.1(8) . . . . ? N11 C12 C13 C14 2.2(13) . . . . ? C12 C13 C14 C15 -1.6(12) . . . . ? O10 C13 C14 C15 174.7(8) . . . . ? C13 C14 C15 C16 -0.1(13) . . . . ? C12 N11 C16 C15 -0.9(12) . . . . ? Cu1 N11 C16 C15 173.0(6) . . . . ? C14 C15 C16 N11 1.4(13) . . . . ? C12 C13 O10 C22 -78.6(11) . . . . ? C14 C13 O10 C22 105.1(10) . . . . ? C26 N21 C22 O10 175.2(8) . . . . ? C26 N21 C22 C23 -1.1(14) . . . . ? C13 O10 C22 N21 -8.2(13) . . . . ? C13 O10 C22 C23 168.2(8) . . . . ? N21 C22 C23 N24 -0.3(15) . . . . ? O10 C22 C23 N24 -176.6(8) . . . . ? C22 C23 N24 C25 2.3(13) . . . . ? C22 C23 N24 Cu1 -178.7(7) . . . 1_556 ? C23 N24 C25 C26 -2.9(12) . . . . ? Cu1 N24 C25 C26 178.1(6) 1_556 . . . ? C22 N21 C26 O20 178.1(8) . . . . ? C22 N21 C26 C25 0.5(13) . . . . ? N24 C25 C26 N21 1.5(13) . . . . ? N24 C25 C26 O20 -176.1(7) . . . . ? N21 C26 O20 C33 1.9(12) . . . . ? C25 C26 O20 C33 179.7(8) . . . . ? C36 N31 C32 C33 -0.7(11) . . . . ? Cu1 N31 C32 C33 175.0(6) 1_445 . . . ? N31 C32 C33 C34 1.5(13) . . . . ? N31 C32 C33 O20 -175.6(7) . . . . ? C26 O20 C33 C32 -125.7(8) . . . . ? C26 O20 C33 C34 57.3(12) . . . . ? C32 C33 C34 C35 -1.6(13) . . . . ? O20 C33 C34 C35 175.4(8) . . . . ? C33 C34 C35 C36 0.9(13) . . . . ? C32 N31 C36 C35 0.0(12) . . . . ? Cu1 N31 C36 C35 -175.5(7) 1_445 . . . ? C34 C35 C36 N31 -0.1(13) . . . . ? N31 Cu1 N40 C40 -5(9) 1_665 . . . ? N11 Cu1 N40 C40 -130(9) . . . . ? N24 Cu1 N40 C40 114(9) 1_554 . . . ? Cu1 N40 C40 C41 52(43) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.496 _refine_diff_density_min -0.771 _refine_diff_density_rms 0.087 data_3dmu1 _database_code_CSD 182093 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H10 Ag N5 O5' _chemical_formula_weight 436.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' 'Ag' 'Ag' -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 8.929(4) _cell_length_b 18.100(9) _cell_length_c 10.233(4) _cell_angle_alpha 90.00 _cell_angle_beta 107.113(12) _cell_angle_gamma 90.00 _cell_volume 1580.5(12) _cell_formula_units_Z 4 _cell_measurement_temperature 168(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.833 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 1.313 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.4824 _exptl_absorpt_correction_T_max 0.8799 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 168(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 ? _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 19720 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0171 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 26.42 _reflns_number_total 3202 _reflns_number_gt 2805 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0417P)^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 3202 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0253 _refine_ls_R_factor_gt 0.0212 _refine_ls_wR_factor_ref 0.0575 _refine_ls_wR_factor_gt 0.0563 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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 Ag1 Ag 0.578406(16) 0.048286(8) 0.258575(13) 0.02782(7) Uani 1 1 d . . . N11 N 0.37398(19) 0.12623(8) 0.20838(15) 0.0280(3) Uani 1 1 d . . . C12 C 0.3303(2) 0.15658(10) 0.31188(17) 0.0261(4) Uani 1 1 d . . . H12A H 0.3792 0.1401 0.4026 0.031 Uiso 1 1 calc R . . C13 C 0.2177(2) 0.21044(10) 0.29032(18) 0.0264(4) Uani 1 1 d . . . C14 C 0.1406(2) 0.23476(11) 0.1598(2) 0.0346(4) Uani 1 1 d . . . H14A H 0.0596 0.2707 0.1434 0.041 Uiso 1 1 calc R . . C15 C 0.1872(3) 0.20407(12) 0.05425(19) 0.0353(5) Uani 1 1 d . . . H15A H 0.1393 0.2196 -0.0372 0.042 Uiso 1 1 calc R . . C16 C 0.3029(2) 0.15102(11) 0.08129(18) 0.0301(4) Uani 1 1 d . . . H16A H 0.3337 0.1311 0.0072 0.036 Uiso 1 1 calc R . . O10 O 0.18190(16) 0.23641(7) 0.40570(13) 0.0317(3) Uani 1 1 d . . . N21 N 0.27301(17) 0.35135(8) 0.36353(14) 0.0235(3) Uani 1 1 d . . . C22 C 0.2165(2) 0.30846(10) 0.44212(17) 0.0242(4) Uani 1 1 d . . . C23 C 0.1899(2) 0.33261(11) 0.56209(18) 0.0295(4) Uani 1 1 d . . . H23A H 0.1514 0.2993 0.6164 0.035 Uiso 1 1 calc R . . N24 N 0.21880(19) 0.40284(9) 0.60075(15) 0.0297(4) Uani 1 1 d . . . C25 C 0.2732(2) 0.44764(10) 0.52234(19) 0.0278(4) Uani 1 1 d . . . H25A H 0.2934 0.4981 0.5470 0.033 Uiso 1 1 calc R . . C26 C 0.3003(2) 0.42063(10) 0.40450(17) 0.0235(4) Uani 1 1 d . . . O20 O 0.35687(16) 0.46899(7) 0.32730(13) 0.0296(3) Uani 1 1 d . . . N31 N 0.27141(19) 0.43522(10) -0.03734(16) 0.0312(4) Uani 1 1 d . . . C32 C 0.2590(2) 0.45679(10) 0.0850(2) 0.0276(4) Uani 1 1 d . . . H32A H 0.1683 0.4830 0.0890 0.033 Uiso 1 1 calc R . . C33 C 0.3751(2) 0.44173(10) 0.20430(19) 0.0257(4) Uani 1 1 d . . . C34 C 0.5082(2) 0.40473(11) 0.20158(18) 0.0312(4) Uani 1 1 d . . . H34A H 0.5890 0.3944 0.2835 0.037 Uiso 1 1 calc R . . C35 C 0.5212(2) 0.38290(12) 0.0756(2) 0.0352(5) Uani 1 1 d . . . H35A H 0.6118 0.3575 0.0691 0.042 Uiso 1 1 calc R . . C36 C 0.4008(2) 0.39868(12) -0.03958(19) 0.0333(4) Uani 1 1 d . . . H36A H 0.4098 0.3828 -0.1254 0.040 Uiso 1 1 calc R . . N40 N 0.60178(17) -0.11655(9) 0.25952(14) 0.0262(3) Uani 1 1 d . . . O40 O 0.60142(18) -0.06933(8) 0.16863(13) 0.0332(3) Uani 1 1 d . . . O41 O 0.56496(17) -0.09697(9) 0.36268(13) 0.0383(3) Uani 1 1 d . . . O42 O 0.63949(17) -0.18154(8) 0.24474(15) 0.0387(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 Ag1 0.03252(10) 0.02799(10) 0.02517(9) 0.00179(5) 0.01195(7) 0.00324(6) N11 0.0343(8) 0.0260(8) 0.0256(7) -0.0024(6) 0.0116(6) 0.0029(7) C12 0.0359(10) 0.0228(9) 0.0218(8) -0.0003(7) 0.0118(7) 0.0013(8) C13 0.0373(10) 0.0213(9) 0.0262(9) -0.0035(7) 0.0178(8) -0.0005(8) C14 0.0385(11) 0.0328(11) 0.0314(10) -0.0033(8) 0.0088(8) 0.0107(9) C15 0.0462(12) 0.0342(11) 0.0220(9) -0.0041(8) 0.0048(8) 0.0082(9) C16 0.0394(11) 0.0293(10) 0.0229(8) -0.0061(7) 0.0112(8) 0.0018(8) O10 0.0515(8) 0.0208(7) 0.0312(7) -0.0028(5) 0.0253(6) 0.0021(6) N21 0.0267(8) 0.0242(8) 0.0205(7) -0.0019(6) 0.0083(6) 0.0018(6) C22 0.0293(10) 0.0219(9) 0.0229(8) 0.0002(7) 0.0100(7) 0.0054(7) C23 0.0407(11) 0.0263(10) 0.0268(9) 0.0009(7) 0.0182(8) 0.0046(8) N24 0.0401(9) 0.0303(9) 0.0227(7) -0.0034(6) 0.0155(7) 0.0012(7) C25 0.0327(10) 0.0278(10) 0.0242(9) -0.0059(7) 0.0104(8) -0.0035(8) C26 0.0239(9) 0.0266(9) 0.0207(8) 0.0003(7) 0.0077(7) 0.0003(7) O20 0.0438(8) 0.0276(7) 0.0225(6) -0.0058(5) 0.0176(6) -0.0073(6) N31 0.0345(9) 0.0376(9) 0.0229(8) -0.0017(6) 0.0108(7) 0.0040(7) C32 0.0297(10) 0.0300(10) 0.0262(9) -0.0015(7) 0.0129(8) 0.0022(8) C33 0.0353(10) 0.0240(10) 0.0214(8) -0.0035(7) 0.0140(8) -0.0059(8) C34 0.0329(10) 0.0358(11) 0.0229(9) -0.0013(8) 0.0051(8) 0.0040(8) C35 0.0323(10) 0.0439(12) 0.0310(10) -0.0047(9) 0.0118(8) 0.0074(9) C36 0.0358(11) 0.0430(12) 0.0246(9) -0.0044(8) 0.0141(8) 0.0033(9) N40 0.0233(8) 0.0303(9) 0.0241(8) 0.0006(6) 0.0053(6) -0.0025(6) O40 0.0496(9) 0.0286(7) 0.0255(7) 0.0014(6) 0.0173(6) 0.0001(6) O41 0.0460(9) 0.0466(9) 0.0270(7) 0.0009(6) 0.0178(6) -0.0032(7) O42 0.0422(8) 0.0226(8) 0.0489(8) -0.0001(6) 0.0098(7) -0.0006(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 Ag1 N11 2.2437(17) . ? Ag1 N31 2.3026(17) 4_666 ? Ag1 O40 2.3521(17) . ? Ag1 N24 2.4806(16) 4_665 ? N11 C16 1.345(2) . ? N11 C12 1.348(2) . ? C12 C13 1.371(3) . ? C13 C14 1.382(3) . ? C13 O10 1.392(2) . ? C14 C15 1.383(3) . ? C15 C16 1.377(3) . ? O10 C22 1.366(2) . ? N21 C22 1.320(2) . ? N21 C26 1.322(2) . ? C22 C23 1.388(2) . ? C23 N24 1.334(3) . ? N24 C25 1.329(2) . ? N24 Ag1 2.4806(16) 4_566 ? C25 C26 1.387(3) . ? C26 O20 1.371(2) . ? O20 C33 1.405(2) . ? N31 C36 1.337(2) . ? N31 C32 1.346(3) . ? N31 Ag1 2.3026(17) 4_565 ? C32 C33 1.376(3) . ? C33 C34 1.372(3) . ? C34 C35 1.385(3) . ? C35 C36 1.371(3) . ? N40 O42 1.245(2) . ? N40 O41 1.246(2) . ? N40 O40 1.262(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 N11 Ag1 N31 117.86(6) . 4_666 ? N11 Ag1 O40 129.67(6) . . ? N31 Ag1 O40 110.12(6) 4_666 . ? N11 Ag1 N24 99.19(6) . 4_665 ? N31 Ag1 N24 99.06(6) 4_666 4_665 ? O40 Ag1 N24 87.07(6) . 4_665 ? C16 N11 C12 117.41(16) . . ? C16 N11 Ag1 123.48(12) . . ? C12 N11 Ag1 118.69(12) . . ? N11 C12 C13 122.08(16) . . ? C12 C13 C14 121.00(16) . . ? C12 C13 O10 116.36(16) . . ? C14 C13 O10 122.59(17) . . ? C13 C14 C15 116.60(18) . . ? C16 C15 C14 120.23(17) . . ? N11 C16 C15 122.63(17) . . ? C22 O10 C13 117.62(14) . . ? C22 N21 C26 115.62(15) . . ? N21 C22 O10 119.42(15) . . ? N21 C22 C23 123.30(17) . . ? O10 C22 C23 117.28(16) . . ? N24 C23 C22 119.62(17) . . ? C25 N24 C23 118.39(15) . . ? C25 N24 Ag1 121.32(13) . 4_566 ? C23 N24 Ag1 116.26(12) . 4_566 ? N24 C25 C26 119.88(17) . . ? N21 C26 O20 119.17(15) . . ? N21 C26 C25 123.17(16) . . ? O20 C26 C25 117.65(16) . . ? C26 O20 C33 116.83(14) . . ? C36 N31 C32 117.83(17) . . ? C36 N31 Ag1 117.93(12) . 4_565 ? C32 N31 Ag1 124.15(14) . 4_565 ? N31 C32 C33 121.40(18) . . ? C34 C33 C32 120.62(17) . . ? C34 C33 O20 121.26(18) . . ? C32 C33 O20 118.02(18) . . ? C33 C34 C35 117.92(17) . . ? C36 C35 C34 118.79(19) . . ? N31 C36 C35 123.42(18) . . ? O42 N40 O41 121.33(16) . . ? O42 N40 O40 119.49(15) . . ? O41 N40 O40 119.18(17) . . ? N40 O40 Ag1 107.82(11) . . ? 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 N31 Ag1 N11 C16 143.15(15) 4_666 . . . ? O40 Ag1 N11 C16 -56.12(17) . . . . ? N24 Ag1 N11 C16 37.72(16) 4_665 . . . ? N31 Ag1 N11 C12 -29.13(16) 4_666 . . . ? O40 Ag1 N11 C12 131.60(13) . . . . ? N24 Ag1 N11 C12 -134.56(14) 4_665 . . . ? C16 N11 C12 C13 0.3(3) . . . . ? Ag1 N11 C12 C13 173.00(14) . . . . ? N11 C12 C13 C14 1.7(3) . . . . ? N11 C12 C13 O10 179.13(16) . . . . ? C12 C13 C14 C15 -2.4(3) . . . . ? O10 C13 C14 C15 -179.65(18) . . . . ? C13 C14 C15 C16 1.2(3) . . . . ? C12 N11 C16 C15 -1.4(3) . . . . ? Ag1 N11 C16 C15 -173.79(16) . . . . ? C14 C15 C16 N11 0.7(3) . . . . ? C12 C13 O10 C22 114.77(19) . . . . ? C14 C13 O10 C22 -67.8(2) . . . . ? C26 N21 C22 O10 178.65(15) . . . . ? C26 N21 C22 C23 -1.5(3) . . . . ? C13 O10 C22 N21 3.9(2) . . . . ? C13 O10 C22 C23 -175.93(17) . . . . ? N21 C22 C23 N24 1.5(3) . . . . ? O10 C22 C23 N24 -178.65(16) . . . . ? C22 C23 N24 C25 -0.2(3) . . . . ? C22 C23 N24 Ag1 157.50(14) . . . 4_566 ? C23 N24 C25 C26 -0.8(3) . . . . ? Ag1 N24 C25 C26 -157.38(14) 4_566 . . . ? C22 N21 C26 O20 -179.04(15) . . . . ? C22 N21 C26 C25 0.4(3) . . . . ? N24 C25 C26 N21 0.8(3) . . . . ? N24 C25 C26 O20 -179.79(16) . . . . ? N21 C26 O20 C33 3.0(2) . . . . ? C25 C26 O20 C33 -176.45(17) . . . . ? C36 N31 C32 C33 -0.2(3) . . . . ? Ag1 N31 C32 C33 176.36(13) 4_565 . . . ? N31 C32 C33 C34 0.7(3) . . . . ? N31 C32 C33 O20 177.15(16) . . . . ? C26 O20 C33 C34 -85.1(2) . . . . ? C26 O20 C33 C32 98.5(2) . . . . ? C32 C33 C34 C35 -0.4(3) . . . . ? O20 C33 C34 C35 -176.69(17) . . . . ? C33 C34 C35 C36 -0.4(3) . . . . ? C32 N31 C36 C35 -0.7(3) . . . . ? Ag1 N31 C36 C35 -177.44(17) 4_565 . . . ? C34 C35 C36 N31 1.0(3) . . . . ? O42 N40 O40 Ag1 -167.79(12) . . . . ? O41 N40 O40 Ag1 11.88(18) . . . . ? N11 Ag1 O40 N40 -107.84(12) . . . . ? N31 Ag1 O40 N40 54.06(13) 4_666 . . . ? N24 Ag1 O40 N40 152.65(12) 4_665 . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.268 _refine_diff_density_min -0.750 _refine_diff_density_rms 0.068 data_3pjs _database_code_CSD 182094 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H13 Cu N7 O8' _chemical_formula_weight 494.87 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' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.148(6) _cell_length_b 11.446(9) _cell_length_c 11.866(9) _cell_angle_alpha 108.12(2) _cell_angle_beta 96.74(2) _cell_angle_gamma 110.76(3) _cell_volume 950.6(13) _cell_formula_units_Z 2 _cell_measurement_temperature 168(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.729 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 502 _exptl_absorpt_coefficient_mu 1.214 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7122 _exptl_absorpt_correction_T_max 0.8680 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A57 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 168(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12475 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_sigmaI/netI 0.0773 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 26.40 _reflns_number_total 3865 _reflns_number_gt 2567 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0645P)^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 3865 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0773 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1161 _refine_ls_wR_factor_gt 0.1077 _refine_ls_goodness_of_fit_ref 0.937 _refine_ls_restrained_S_all 0.937 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.12740(6) 0.03643(4) -0.10707(4) 0.02783(17) Uani 1 1 d . . . N11 N 0.1508(4) 0.2271(3) -0.0551(3) 0.0273(7) Uani 1 1 d . . . C12 C 0.2862(5) 0.3217(4) 0.0422(3) 0.0295(9) Uani 1 1 d . . . H12A H 0.3531 0.2946 0.0921 0.035 Uiso 1 1 calc R . . C13 C 0.3306(5) 0.4577(4) 0.0714(3) 0.0299(9) Uani 1 1 d . . . C14 C 0.2318(5) 0.4981(4) 0.0034(4) 0.0355(10) Uani 1 1 d . . . H14A H 0.2594 0.5913 0.0236 0.043 Uiso 1 1 calc R . . C15 C 0.0906(6) 0.4006(4) -0.0955(4) 0.0355(9) Uani 1 1 d . . . H15A H 0.0193 0.4257 -0.1446 0.043 Uiso 1 1 calc R . . C16 C 0.0543(5) 0.2670(4) -0.1221(3) 0.0318(9) Uani 1 1 d . . . H16A H -0.0429 0.2004 -0.1904 0.038 Uiso 1 1 calc R . . O10 O 0.4836(3) 0.5518(3) 0.1653(2) 0.0383(7) Uani 1 1 d . . . N21 N 0.3118(4) 0.5087(3) 0.3008(3) 0.0270(7) Uani 1 1 d . . . C22 C 0.4707(5) 0.5753(3) 0.2831(3) 0.0285(9) Uani 1 1 d . . . C23 C 0.6223(5) 0.6657(4) 0.3773(4) 0.0369(10) Uani 1 1 d . . . H23A H 0.7346 0.7068 0.3598 0.044 Uiso 1 1 calc R . . N24 N 0.6109(4) 0.6956(3) 0.4934(3) 0.0376(8) Uani 1 1 d . . . C25 C 0.4534(5) 0.6329(4) 0.5139(3) 0.0351(10) Uani 1 1 d . . . H25A H 0.4409 0.6531 0.5956 0.042 Uiso 1 1 calc R . . C26 C 0.3064(5) 0.5377(3) 0.4165(3) 0.0263(8) Uani 1 1 d . . . O20 O 0.1479(3) 0.4665(2) 0.4404(2) 0.0292(6) Uani 1 1 d . . . N31 N -0.1175(4) 0.1488(3) 0.1839(3) 0.0249(7) Uani 1 1 d . . . C32 C 0.0088(5) 0.2434(3) 0.2867(3) 0.0247(8) Uani 1 1 d . . . H32A H 0.0979 0.2228 0.3253 0.030 Uiso 1 1 calc R . . C33 C 0.0103(5) 0.3697(3) 0.3366(3) 0.0240(8) Uani 1 1 d . . . C34 C -0.1191(5) 0.4018(4) 0.2855(3) 0.0303(9) Uani 1 1 d . . . H34A H -0.1198 0.4883 0.3207 0.036 Uiso 1 1 calc R . . C35 C -0.2485(5) 0.3033(4) 0.1809(3) 0.0335(9) Uani 1 1 d . . . H35A H -0.3414 0.3212 0.1431 0.040 Uiso 1 1 calc R . . C36 C -0.2434(5) 0.1799(4) 0.1314(3) 0.0295(9) Uani 1 1 d . . . H36A H -0.3312 0.1143 0.0579 0.035 Uiso 1 1 calc R . . N40 N 0.2506(6) 0.0618(4) 0.1877(6) 0.0600(13) Uani 1 1 d . . . O40 O 0.1296(4) 0.0363(3) 0.0927(3) 0.0483(8) Uani 1 1 d . . . O41 O 0.3774(16) 0.1062(9) 0.1812(12) 0.311(7) Uani 1 1 d . . . O42 O 0.2063(6) 0.0376(4) 0.2695(4) 0.0791(12) Uani 1 1 d . . . N50 N 0.4362(5) 0.1292(3) -0.1781(3) 0.0361(8) Uani 1 1 d . . . O50 O 0.3986(3) 0.1128(2) -0.0796(2) 0.0310(6) Uani 1 1 d . . . O51 O 0.5982(5) 0.1784(3) -0.1773(3) 0.0689(10) Uani 1 1 d . . . O52 O 0.3079(4) 0.0930(3) -0.2657(3) 0.0452(7) Uani 1 1 d . . . N60 N 0.8854(6) 0.2403(4) -0.4196(4) 0.0615(12) Uani 1 1 d . . . C61 C 0.9104(11) 0.1488(10) -0.4528(8) 0.043(2) Uani 0.50 1 d P A 1 C62 C 0.9578(13) 0.0311(8) -0.4878(9) 0.054(3) Uani 0.50 1 d P . 1 H62A H 1.0851 0.0596 -0.4836 0.081 Uiso 0.50 1 d PR . 1 H62B H 0.9278 -0.0146 -0.4327 0.081 Uiso 0.50 1 d PR . 1 H62C H 0.8888 -0.0292 -0.5700 0.081 Uiso 0.50 1 d PR . 1 C63 C 0.7496(12) 0.1514(9) -0.4481(8) 0.040(2) Uani 0.50 1 d P A 2 C64 C 0.5706(11) 0.0417(8) -0.4865(9) 0.055(3) Uani 0.50 1 d P . 2 H64A H 0.4794 0.0750 -0.4705 0.082 Uiso 0.50 1 d PR . 2 H64D H 0.5456 -0.0073 -0.5730 0.082 Uiso 0.50 1 d PR . 2 H64B H 0.5697 -0.0171 -0.4437 0.082 Uiso 0.50 1 d PR . 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0271(3) 0.0210(2) 0.0282(3) 0.00387(19) 0.0035(2) 0.0079(2) N11 0.0283(17) 0.0270(17) 0.0203(16) 0.0044(14) 0.0036(14) 0.0094(15) C12 0.029(2) 0.031(2) 0.024(2) 0.0077(17) 0.0075(17) 0.0110(18) C13 0.029(2) 0.0232(19) 0.024(2) 0.0007(17) 0.0123(17) 0.0017(17) C14 0.044(2) 0.025(2) 0.041(2) 0.0129(19) 0.021(2) 0.0158(19) C15 0.045(2) 0.032(2) 0.036(2) 0.0131(19) 0.011(2) 0.023(2) C16 0.035(2) 0.031(2) 0.025(2) 0.0070(17) 0.0074(18) 0.0112(18) O10 0.0337(15) 0.0310(15) 0.0314(16) 0.0017(12) 0.0144(13) -0.0002(13) N21 0.0276(17) 0.0238(16) 0.0229(17) 0.0037(13) 0.0060(14) 0.0076(14) C22 0.031(2) 0.0179(18) 0.028(2) 0.0008(16) 0.0064(18) 0.0077(17) C23 0.028(2) 0.027(2) 0.043(3) 0.0059(19) 0.007(2) 0.0052(18) N24 0.0322(19) 0.0305(18) 0.032(2) 0.0008(15) -0.0048(16) 0.0068(16) C25 0.041(2) 0.032(2) 0.025(2) 0.0040(18) 0.0022(19) 0.014(2) C26 0.029(2) 0.0219(18) 0.025(2) 0.0039(16) 0.0046(17) 0.0118(17) O20 0.0329(15) 0.0269(14) 0.0153(13) -0.0007(11) 0.0050(11) 0.0065(12) N31 0.0260(16) 0.0233(16) 0.0230(16) 0.0067(13) 0.0054(14) 0.0097(14) C32 0.0247(19) 0.026(2) 0.0213(19) 0.0083(16) 0.0047(16) 0.0089(17) C33 0.0251(19) 0.0258(19) 0.0152(18) 0.0041(15) 0.0087(16) 0.0063(16) C34 0.036(2) 0.027(2) 0.030(2) 0.0094(17) 0.0130(18) 0.0147(18) C35 0.034(2) 0.033(2) 0.035(2) 0.0124(19) 0.0040(19) 0.0167(19) C36 0.027(2) 0.029(2) 0.027(2) 0.0090(17) 0.0000(17) 0.0084(17) N40 0.040(3) 0.032(2) 0.091(4) 0.003(2) 0.013(3) 0.015(2) O40 0.049(2) 0.0407(18) 0.051(2) 0.0119(16) 0.0100(18) 0.0200(16) O41 0.376(15) 0.203(9) 0.499(18) 0.177(10) 0.339(15) 0.172(10) O42 0.117(4) 0.067(3) 0.058(3) 0.017(2) 0.022(3) 0.049(3) N50 0.036(2) 0.0231(17) 0.043(2) 0.0067(16) 0.0171(19) 0.0092(16) O50 0.0300(15) 0.0298(14) 0.0264(15) 0.0056(12) 0.0030(12) 0.0103(12) O51 0.059(2) 0.049(2) 0.088(3) 0.0167(19) 0.034(2) 0.0143(18) O52 0.057(2) 0.0443(18) 0.0273(16) 0.0116(14) 0.0054(15) 0.0167(16) N60 0.056(3) 0.046(3) 0.073(3) 0.018(2) 0.004(2) 0.017(2) C61 0.031(5) 0.047(6) 0.035(5) 0.016(4) -0.008(4) 0.002(4) C62 0.056(7) 0.032(6) 0.049(6) 0.006(5) -0.012(5) 0.005(4) C63 0.037(5) 0.037(5) 0.037(5) 0.007(4) 0.006(4) 0.013(5) C64 0.042(5) 0.046(6) 0.054(6) 0.002(5) 0.015(5) 0.007(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N31 1.998(3) 2 ? Cu1 N11 2.005(3) . ? Cu1 O50 2.009(3) . ? Cu1 O40 2.011(4) 2 ? Cu1 O40 2.369(4) . ? N11 C16 1.339(5) . ? N11 C12 1.341(4) . ? C12 C13 1.382(5) . ? C13 C14 1.363(5) . ? C13 O10 1.390(4) . ? C14 C15 1.380(5) . ? C15 C16 1.372(5) . ? O10 C22 1.364(4) . ? N21 C26 1.318(5) . ? N21 C22 1.328(5) . ? C22 C23 1.377(5) . ? C23 N24 1.335(5) . ? N24 C25 1.323(5) . ? C25 C26 1.387(5) . ? C26 O20 1.377(4) . ? O20 C33 1.396(4) . ? N31 C36 1.347(4) . ? N31 C32 1.347(4) . ? N31 Cu1 1.998(3) 2 ? C32 C33 1.376(5) . ? C33 C34 1.370(5) . ? C34 C35 1.379(5) . ? C35 C36 1.369(5) . ? N40 O41 1.002(9) . ? N40 O42 1.152(6) . ? N40 O40 1.288(6) . ? O40 Cu1 2.011(4) 2 ? N50 O52 1.231(4) . ? N50 O51 1.235(4) . ? N50 O50 1.294(4) . ? N60 C61 1.098(10) . ? N60 C63 1.129(9) . ? C61 C62 1.482(13) . ? C62 C62 1.152(18) 2_754 ? C63 C64 1.450(11) . ? C64 C64 1.132(15) 2_654 ? 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 N31 Cu1 N11 170.19(11) 2 . ? N31 Cu1 O50 89.17(12) 2 . ? N11 Cu1 O50 87.07(12) . . ? N31 Cu1 O40 92.35(12) 2 2 ? N11 Cu1 O40 93.46(12) . 2 ? O50 Cu1 O40 166.23(12) . 2 ? N31 Cu1 O40 96.77(11) 2 . ? N11 Cu1 O40 92.61(11) . . ? O50 Cu1 O40 95.45(11) . . ? O40 Cu1 O40 70.78(15) 2 . ? C16 N11 C12 118.4(3) . . ? C16 N11 Cu1 123.0(2) . . ? C12 N11 Cu1 118.0(2) . . ? N11 C12 C13 121.4(4) . . ? C14 C13 C12 120.0(4) . . ? C14 C13 O10 120.7(3) . . ? C12 C13 O10 119.1(4) . . ? C13 C14 C15 118.4(3) . . ? C16 C15 C14 119.3(4) . . ? N11 C16 C15 122.4(4) . . ? C22 O10 C13 117.8(3) . . ? C26 N21 C22 115.2(3) . . ? N21 C22 O10 118.0(3) . . ? N21 C22 C23 123.4(3) . . ? O10 C22 C23 118.6(3) . . ? N24 C23 C22 119.8(4) . . ? C25 N24 C23 118.1(3) . . ? N24 C25 C26 120.2(4) . . ? N21 C26 O20 117.6(3) . . ? N21 C26 C25 123.2(3) . . ? O20 C26 C25 119.2(3) . . ? C26 O20 C33 114.8(3) . . ? C36 N31 C32 118.6(3) . . ? C36 N31 Cu1 118.7(2) . 2 ? C32 N31 Cu1 122.7(2) . 2 ? N31 C32 C33 120.7(3) . . ? C34 C33 C32 121.2(3) . . ? C34 C33 O20 119.9(3) . . ? C32 C33 O20 118.9(3) . . ? C33 C34 C35 117.3(3) . . ? C36 C35 C34 120.1(4) . . ? N31 C36 C35 121.9(3) . . ? O41 N40 O42 127.5(11) . . ? O41 N40 O40 112.6(11) . . ? O42 N40 O40 119.8(5) . . ? N40 O40 Cu1 114.5(3) . 2 ? N40 O40 Cu1 136.1(3) . . ? Cu1 O40 Cu1 109.22(15) 2 . ? O52 N50 O51 125.1(4) . . ? O52 N50 O50 117.5(3) . . ? O51 N50 O50 117.4(4) . . ? N50 O50 Cu1 108.1(2) . . ? C61 N60 C63 73.3(7) . . ? N60 C61 C62 174.9(9) . . ? C62 C62 C61 159.9(14) 2_754 . ? N60 C63 C64 176.9(9) . . ? C64 C64 C63 177.9(14) 2_654 . ? 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 N31 Cu1 N11 C16 60.2(8) 2 . . . ? O50 Cu1 N11 C16 127.8(3) . . . . ? O40 Cu1 N11 C16 -66.0(3) 2 . . . ? O40 Cu1 N11 C16 -136.9(3) . . . . ? N31 Cu1 N11 C12 -110.5(7) 2 . . . ? O50 Cu1 N11 C12 -42.9(3) . . . . ? O40 Cu1 N11 C12 123.3(3) 2 . . . ? O40 Cu1 N11 C12 52.4(3) . . . . ? C16 N11 C12 C13 -2.2(5) . . . . ? Cu1 N11 C12 C13 169.0(3) . . . . ? N11 C12 C13 C14 2.4(5) . . . . ? N11 C12 C13 O10 -173.4(3) . . . . ? C12 C13 C14 C15 -1.3(5) . . . . ? O10 C13 C14 C15 174.4(3) . . . . ? C13 C14 C15 C16 0.0(6) . . . . ? C12 N11 C16 C15 0.9(5) . . . . ? Cu1 N11 C16 C15 -169.8(3) . . . . ? C14 C15 C16 N11 0.2(6) . . . . ? C14 C13 O10 C22 106.2(4) . . . . ? C12 C13 O10 C22 -78.1(4) . . . . ? C26 N21 C22 O10 -178.6(3) . . . . ? C26 N21 C22 C23 1.7(5) . . . . ? C13 O10 C22 N21 -1.3(5) . . . . ? C13 O10 C22 C23 178.4(3) . . . . ? N21 C22 C23 N24 -3.7(6) . . . . ? O10 C22 C23 N24 176.7(3) . . . . ? C22 C23 N24 C25 2.1(6) . . . . ? C23 N24 C25 C26 0.9(5) . . . . ? C22 N21 C26 O20 -176.6(3) . . . . ? C22 N21 C26 C25 1.6(5) . . . . ? N24 C25 C26 N21 -3.0(6) . . . . ? N24 C25 C26 O20 175.2(3) . . . . ? N21 C26 O20 C33 0.5(4) . . . . ? C25 C26 O20 C33 -177.8(3) . . . . ? C36 N31 C32 C33 -0.6(5) . . . . ? Cu1 N31 C32 C33 -179.9(2) 2 . . . ? N31 C32 C33 C34 1.9(5) . . . . ? N31 C32 C33 O20 -177.4(3) . . . . ? C26 O20 C33 C34 -94.5(4) . . . . ? C26 O20 C33 C32 84.8(4) . . . . ? C32 C33 C34 C35 -1.2(5) . . . . ? O20 C33 C34 C35 178.1(3) . . . . ? C33 C34 C35 C36 -0.6(5) . . . . ? C32 N31 C36 C35 -1.4(5) . . . . ? Cu1 N31 C36 C35 178.0(3) 2 . . . ? C34 C35 C36 N31 2.0(6) . . . . ? O41 N40 O40 Cu1 -174.4(6) . . . 2 ? O42 N40 O40 Cu1 2.9(5) . . . 2 ? O41 N40 O40 Cu1 11.7(9) . . . . ? O42 N40 O40 Cu1 -171.0(3) . . . . ? N31 Cu1 O40 N40 84.0(4) 2 . . . ? N11 Cu1 O40 N40 -93.1(4) . . . . ? O50 Cu1 O40 N40 -5.8(4) . . . . ? O40 Cu1 O40 N40 174.2(4) 2 . . . ? N31 Cu1 O40 Cu1 -90.13(14) 2 . . 2 ? N11 Cu1 O40 Cu1 92.76(14) . . . 2 ? O50 Cu1 O40 Cu1 -179.94(12) . . . 2 ? O40 Cu1 O40 Cu1 0.0 2 . . 2 ? O52 N50 O50 Cu1 -2.4(4) . . . . ? O51 N50 O50 Cu1 178.5(3) . . . . ? N31 Cu1 O50 N50 86.0(2) 2 . . . ? N11 Cu1 O50 N50 -84.9(2) . . . . ? O40 Cu1 O50 N50 -177.5(4) 2 . . . ? O40 Cu1 O50 N50 -177.3(2) . . . . ? C63 N60 C61 C62 -134(11) . . . . ? N60 C61 C62 C62 -56(13) . . . 2_754 ? C61 N60 C63 C64 -148(17) . . . . ? N60 C63 C64 C64 -68(51) . . . 2_654 ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.131 _refine_diff_density_min -1.082 _refine_diff_density_rms 0.083 data_3dmy1 _database_code_CSD 182095 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H10 Cu I N4 O2' _chemical_formula_weight 456.70 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' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 '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 14.819(5) _cell_length_b 15.055(5) _cell_length_c 15.475(7) _cell_angle_alpha 90.00 _cell_angle_beta 117.819(15) _cell_angle_gamma 90.00 _cell_volume 3053(2) _cell_formula_units_Z 8 _cell_measurement_temperature 168(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 0.33 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.987 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 3.464 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3944 _exptl_absorpt_correction_T_max 0.7233 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A57 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 168(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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19789 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0169 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3116 _reflns_number_gt 2782 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0318P)^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 SHELXL _refine_ls_extinction_coef 0.00033(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3116 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0222 _refine_ls_R_factor_gt 0.0185 _refine_ls_wR_factor_ref 0.0484 _refine_ls_wR_factor_gt 0.0474 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 Cu1 Cu 0.00332(2) 0.001619(17) 0.41098(2) 0.03015(8) Uani 1 1 d . . . I1 I 0.168026(10) 0.049801(10) 0.584663(10) 0.02783(7) Uani 1 1 d . . . N11 N 0.06534(13) -0.10693(11) 0.38169(12) 0.0239(4) Uani 1 1 d . . . C12 C 0.02678(16) -0.18873(14) 0.37489(15) 0.0243(4) Uani 1 1 d . . . H12A H -0.0376 -0.1953 0.3736 0.029 Uiso 1 1 calc R . . C13 C 0.07775(17) -0.26358(14) 0.36971(15) 0.0252(5) Uani 1 1 d . . . C14 C 0.17105(18) -0.25655(16) 0.37042(16) 0.0316(5) Uani 1 1 d . . . H14A H 0.2070 -0.3077 0.3674 0.038 Uiso 1 1 calc R . . C15 C 0.21002(18) -0.17198(16) 0.37576(18) 0.0344(5) Uani 1 1 d . . . H15A H 0.2736 -0.1639 0.3757 0.041 Uiso 1 1 calc R . . C16 C 0.15575(17) -0.09953(16) 0.38115(16) 0.0289(5) Uani 1 1 d . . . H16A H 0.1833 -0.0419 0.3846 0.035 Uiso 1 1 calc R . . O10 O 0.03482(14) -0.34800(10) 0.35453(12) 0.0342(4) Uani 1 1 d . . . N21 N 0.00305(13) -0.34259(11) 0.48822(12) 0.0239(4) Uani 1 1 d . . . C22 C -0.02006(17) -0.37481(13) 0.40039(15) 0.0249(5) Uani 1 1 d . . . C23 C -0.09324(18) -0.43990(14) 0.35402(17) 0.0292(5) Uani 1 1 d . . . H23A H -0.1077 -0.4594 0.2905 0.035 Uiso 1 1 calc R . . N24 N -0.14320(15) -0.47511(13) 0.39815(15) 0.0310(4) Uani 1 1 d . . . C25 C -0.12131(17) -0.44439(14) 0.48677(18) 0.0293(5) Uani 1 1 d . . . H25A H -0.1557 -0.4678 0.5204 0.035 Uiso 1 1 calc R . . C26 C -0.04832(16) -0.37822(13) 0.52993(16) 0.0235(4) Uani 1 1 d . . . O20 O -0.02726(12) -0.35228(10) 0.62198(11) 0.0300(3) Uani 1 1 d . . . N31 N 0.04574(14) -0.11939(11) 0.66005(13) 0.0250(4) Uani 1 1 d . . . C32 C -0.00650(16) -0.19443(15) 0.62323(16) 0.0256(4) Uani 1 1 d . . . H32A H -0.0731 -0.1909 0.5695 0.031 Uiso 1 1 calc R . . C33 C 0.03314(17) -0.27687(14) 0.66070(15) 0.0248(5) Uani 1 1 d . . . C34 C 0.12827(18) -0.28544(16) 0.74030(16) 0.0307(5) Uani 1 1 d . . . H34A H 0.1558 -0.3419 0.7670 0.037 Uiso 1 1 calc R . . C35 C 0.18212(17) -0.20718(16) 0.77968(17) 0.0323(5) Uani 1 1 d . . . H35A H 0.2480 -0.2092 0.8347 0.039 Uiso 1 1 calc R . . C36 C 0.13909(17) -0.12664(15) 0.73814(16) 0.0290(5) Uani 1 1 d . . . H36A H 0.1769 -0.0739 0.7657 0.035 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02419(16) 0.02444(15) 0.03817(17) -0.00068(11) 0.01151(13) -0.00037(11) I1 0.01838(9) 0.03564(10) 0.02661(9) -0.00274(6) 0.00809(6) -0.00432(6) N11 0.0227(9) 0.0262(9) 0.0230(9) 0.0018(7) 0.0108(7) -0.0022(7) C12 0.0229(11) 0.0277(10) 0.0243(11) -0.0010(9) 0.0126(9) -0.0056(9) C13 0.0319(12) 0.0257(11) 0.0210(10) -0.0006(8) 0.0148(10) -0.0042(9) C14 0.0325(13) 0.0357(12) 0.0306(12) -0.0029(10) 0.0181(10) 0.0032(10) C15 0.0244(12) 0.0461(14) 0.0383(13) -0.0051(11) 0.0192(11) -0.0055(10) C16 0.0288(12) 0.0311(11) 0.0301(11) -0.0045(9) 0.0164(10) -0.0098(10) O10 0.0520(11) 0.0238(8) 0.0411(9) -0.0084(7) 0.0337(9) -0.0095(7) N21 0.0253(10) 0.0217(9) 0.0271(9) 0.0008(7) 0.0142(8) -0.0008(7) C22 0.0276(12) 0.0194(10) 0.0287(11) 0.0024(8) 0.0141(9) 0.0035(8) C23 0.0296(12) 0.0232(11) 0.0290(12) 0.0004(9) 0.0087(10) 0.0018(9) N24 0.0248(10) 0.0261(9) 0.0350(11) 0.0028(8) 0.0079(9) -0.0029(8) C25 0.0237(11) 0.0258(11) 0.0390(13) 0.0064(9) 0.0151(10) -0.0002(9) C26 0.0219(11) 0.0204(10) 0.0279(11) 0.0057(8) 0.0114(9) 0.0036(8) O20 0.0401(9) 0.0268(8) 0.0305(8) -0.0011(7) 0.0226(8) -0.0054(7) N31 0.0236(9) 0.0279(9) 0.0240(9) -0.0016(7) 0.0115(8) -0.0001(7) C32 0.0223(11) 0.0302(11) 0.0244(11) 0.0001(9) 0.0110(9) -0.0008(9) C33 0.0277(12) 0.0280(11) 0.0245(11) 0.0009(8) 0.0169(10) -0.0009(9) C34 0.0310(13) 0.0341(12) 0.0313(12) 0.0081(10) 0.0181(11) 0.0056(10) C35 0.0236(12) 0.0421(13) 0.0276(12) 0.0044(10) 0.0089(10) 0.0038(10) C36 0.0259(12) 0.0334(12) 0.0267(11) -0.0033(9) 0.0114(10) -0.0025(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N11 2.0272(19) . ? Cu1 N31 2.0334(18) 5_556 ? Cu1 I1 2.6853(9) 5_556 ? Cu1 I1 2.7540(10) . ? Cu1 Cu1 2.8028(14) 5_556 ? I1 Cu1 2.6853(9) 5_556 ? N11 C12 1.341(3) . ? N11 C16 1.348(3) . ? C12 C13 1.379(3) . ? C13 C14 1.381(3) . ? C13 O10 1.391(3) . ? C14 C15 1.385(3) . ? C15 C16 1.381(3) . ? O10 C22 1.366(3) . ? N21 C26 1.320(3) . ? N21 C22 1.329(3) . ? C22 C23 1.387(3) . ? C23 N24 1.329(3) . ? N24 C25 1.336(3) . ? C25 C26 1.391(3) . ? C26 O20 1.365(3) . ? O20 C33 1.396(3) . ? N31 C32 1.337(3) . ? N31 C36 1.351(3) . ? N31 Cu1 2.0334(18) 5_556 ? C32 C33 1.380(3) . ? C33 C34 1.379(3) . ? C34 C35 1.394(3) . ? C35 C36 1.381(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 Cu1 N31 131.84(7) . 5_556 ? N11 Cu1 I1 107.81(5) . 5_556 ? N31 Cu1 I1 99.28(5) 5_556 5_556 ? N11 Cu1 I1 98.21(5) . . ? N31 Cu1 I1 103.20(5) 5_556 . ? I1 Cu1 I1 117.98(3) 5_556 . ? N11 Cu1 Cu1 115.68(5) . 5_556 ? N31 Cu1 Cu1 112.26(5) 5_556 5_556 ? I1 Cu1 Cu1 60.195(17) 5_556 5_556 ? I1 Cu1 Cu1 57.79(3) . 5_556 ? Cu1 I1 Cu1 62.02(3) 5_556 . ? C12 N11 C16 117.62(19) . . ? C12 N11 Cu1 122.48(15) . . ? C16 N11 Cu1 119.36(15) . . ? N11 C12 C13 122.0(2) . . ? C14 C13 C12 120.7(2) . . ? C14 C13 O10 116.6(2) . . ? C12 C13 O10 122.4(2) . . ? C13 C14 C15 117.3(2) . . ? C14 C15 C16 119.4(2) . . ? N11 C16 C15 122.9(2) . . ? C22 O10 C13 121.23(16) . . ? C26 N21 C22 114.81(19) . . ? N21 C22 O10 119.45(19) . . ? N21 C22 C23 123.6(2) . . ? O10 C22 C23 116.82(19) . . ? N24 C23 C22 120.3(2) . . ? C23 N24 C25 117.6(2) . . ? N24 C25 C26 120.2(2) . . ? N21 C26 O20 119.39(19) . . ? N21 C26 C25 123.6(2) . . ? O20 C26 C25 116.99(19) . . ? C26 O20 C33 117.97(16) . . ? C32 N31 C36 117.40(18) . . ? C32 N31 Cu1 121.09(15) . 5_556 ? C36 N31 Cu1 120.83(14) . 5_556 ? N31 C32 C33 122.2(2) . . ? C34 C33 C32 121.1(2) . . ? C34 C33 O20 119.40(19) . . ? C32 C33 O20 119.29(19) . . ? C33 C34 C35 116.7(2) . . ? C36 C35 C34 119.5(2) . . ? N31 C36 C35 123.0(2) . . ? 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 Cu1 I1 Cu1 -115.25(5) . . . 5_556 ? N31 Cu1 I1 Cu1 108.19(5) 5_556 . . 5_556 ? I1 Cu1 I1 Cu1 0.0 5_556 . . 5_556 ? N31 Cu1 N11 C12 -125.90(16) 5_556 . . . ? I1 Cu1 N11 C12 -4.90(17) 5_556 . . . ? I1 Cu1 N11 C12 118.07(16) . . . . ? Cu1 Cu1 N11 C12 59.96(17) 5_556 . . . ? N31 Cu1 N11 C16 62.80(19) 5_556 . . . ? I1 Cu1 N11 C16 -176.20(14) 5_556 . . . ? I1 Cu1 N11 C16 -53.23(16) . . . . ? Cu1 Cu1 N11 C16 -111.34(15) 5_556 . . . ? C16 N11 C12 C13 1.5(3) . . . . ? Cu1 N11 C12 C13 -169.99(15) . . . . ? N11 C12 C13 C14 -0.6(3) . . . . ? N11 C12 C13 O10 -174.55(19) . . . . ? C12 C13 C14 C15 -0.5(3) . . . . ? O10 C13 C14 C15 173.8(2) . . . . ? C13 C14 C15 C16 0.7(3) . . . . ? C12 N11 C16 C15 -1.2(3) . . . . ? Cu1 N11 C16 C15 170.51(18) . . . . ? C14 C15 C16 N11 0.1(4) . . . . ? C14 C13 O10 C22 144.5(2) . . . . ? C12 C13 O10 C22 -41.4(3) . . . . ? C26 N21 C22 O10 -174.40(18) . . . . ? C26 N21 C22 C23 0.9(3) . . . . ? C13 O10 C22 N21 -30.7(3) . . . . ? C13 O10 C22 C23 153.7(2) . . . . ? N21 C22 C23 N24 -1.5(3) . . . . ? O10 C22 C23 N24 173.9(2) . . . . ? C22 C23 N24 C25 1.1(3) . . . . ? C23 N24 C25 C26 -0.3(3) . . . . ? C22 N21 C26 O20 177.35(18) . . . . ? C22 N21 C26 C25 0.0(3) . . . . ? N24 C25 C26 N21 -0.3(3) . . . . ? N24 C25 C26 O20 -177.74(19) . . . . ? N21 C26 O20 C33 12.5(3) . . . . ? C25 C26 O20 C33 -170.01(19) . . . . ? C36 N31 C32 C33 -1.8(3) . . . . ? Cu1 N31 C32 C33 168.88(16) 5_556 . . . ? N31 C32 C33 C34 1.8(3) . . . . ? N31 C32 C33 O20 176.90(18) . . . . ? C26 O20 C33 C34 -114.2(2) . . . . ? C26 O20 C33 C32 70.6(3) . . . . ? C32 C33 C34 C35 -0.7(3) . . . . ? O20 C33 C34 C35 -175.82(19) . . . . ? C33 C34 C35 C36 -0.2(3) . . . . ? C32 N31 C36 C35 0.8(3) . . . . ? Cu1 N31 C36 C35 -169.89(17) 5_556 . . . ? C34 C35 C36 N31 0.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.681 _refine_diff_density_min -0.462 _refine_diff_density_rms 0.068